TW201936905A - Polymerizable liquid crystal composition, liquid crystal display element, and polymerizable compound - Google Patents

Abstract

The present invention addresses the problem of providing: a polymerizable liquid crystal composition that satisfies the demand for the high-speed response, low-voltage drive, high contrast, long-term reliability, and the like that have historically been demanded of liquid crystal display elements and that gives a desired pretilt angle that does not change, or experiences limited change, over time; a liquid crystal display element that uses the polymerizable liquid crystal composition; and a polymerizable compound that can be used in the polymerizable liquid crystal composition. The present invention addresses the abovementioned problem by means of: a liquid crystal composition that includes at least one type of polymerizable compound that has a specific chemical structure; and a liquid crystal display element that uses the liquid crystal composition.

Description

Polymerizable liquid crystal composition, liquid crystal display element, and polymerizable compound

The present invention relates to a liquid crystal composition (polymerizable liquid crystal composition) containing a polymerizable compound, a liquid crystal display element using the liquid crystal composition, and a polymerizable compound.

In general, a liquid crystal display element such as a liquid crystal panel or a liquid crystal display changes the alignment state of liquid crystal molecules by an external stimulus such as an electric field, and the change in optical characteristics is used for display. Such a liquid crystal display device has a configuration in which liquid crystal molecules are filled in a gap between two transparent substrates, and an alignment film for allowing liquid crystal molecules to be aligned in a specific direction is generally formed on a surface of a substrate that is in contact with the liquid crystal molecules. The alignment film is generally produced by rubbing a polyimide film, but imparting an alignment property by rubbing may cause a problem that the surface of the alignment film is damaged or an alignment defect occurs due to dust, and the pixel is in the pixel for the liquid crystal display element. In the case of a plurality of different alignment directions, the friction method is not suitable for the situation.

Further, in the liquid crystal display device, the initial alignment state (the state in which no voltage is applied) of the liquid crystal molecules is vertical (VA mode) and horizontal with respect to the substrate. In the case of the VA method, a voltage is applied between two substrates, and a liquid crystal composition having a negative dielectric (Δε) is placed horizontally with respect to the substrate, whereby the optical characteristics are changed and displayed. In the VA method, the PSA (Polymer Sustained Alignment) type liquid crystal display device using a cured product of a polymerizable compound is gradually put into practical use (Patent Document 1). The PSA type liquid crystal display element has a structure in which a polymer structure is formed in a cell in order to control a pretilt angle of liquid crystal molecules, and has an advantage of achieving high-speed responsiveness or high contrast.

The production of the PSA-type liquid crystal display device is carried out by injecting a liquid crystal composition containing a polymerizable compound composed of a polymerizable compound and a liquid crystal compound between substrates, and polymerizing the liquid crystal molecules while applying a voltage. The compound is polymerized to fix the alignment of the liquid crystal molecules. Thereby, the liquid crystal molecules which are vertically aligned with respect to the substrate by the alignment film are kept inclined, and the alignment direction thereof is restricted (given the pretilt angle). The residual image is poor in display of the PSA type liquid crystal display element, and the cause thereof is known to be a change in the alignment of the liquid crystal molecules caused by the impurities (change in the pretilt angle). Therefore, it is important to "provide the required initial pretilt angle and the pretilt angle does not change with time".

Further, as a method of vertically aligning liquid crystal molecules with respect to a substrate, a method of using a compound having self-alignment without using an alignment film has been developed (Patent Document 2). Under this method, it is necessary to develop a compound having self-alignment and a polymerizable liquid crystal compound which allows the liquid crystal compound to be vertically aligned and which satisfies the requirements for the pretilt angle.
Prior art document patent document

Patent Document 1: International Publication No. 2012/086504 Patent Document 2: Japanese Laid-Open Patent Publication No. 2015-168826

Problem to be solved by the invention

An object of the present invention is to provide a polymerizable liquid crystal composition and a liquid crystal display device and a polymerizable compound using the polymerizable liquid crystal composition, which are required to satisfy liquid crystal requirements in the past when a liquid crystal display device is fabricated. The high-speed response of the display element, low-voltage driving, high contrast, and long-term reliability are required, and at the same time, the desired pretilt angle is imparted, and the pretilt angle does not change with time or can be suppressed.
Means to solve the problem

As a result of intensive investigation, the present inventors have found that a liquid crystal composition containing one or more kinds of polymerizable compounds having a specific chemical structure and a liquid crystal display element using the same can solve the above problems, and the present invention has been completed. invention.
Effect of invention

Since the polymerizable liquid crystal composition of the present invention is excellent in compatibility with a polymerizable compound, it can be prevented from being precipitated at a low temperature for a long period of time.

The liquid crystal display element using the polymerizable liquid crystal composition of the present invention is excellent in that it satisfies the characteristics required from the conventional liquid crystal display element and at the same time imparts a desired pretilt, and the pretilt angle does not change for a long time. Display characteristics.

The present invention provides a polymerizable liquid crystal composition containing one or two or more kinds of polymerizable compounds represented by the formula (i), and a polymerizable liquid crystal composition further containing a self-aligning compound in addition to the polymerizable compound, and using the same A liquid crystal display element of a polymerizable liquid crystal composition.

(In the above formula (i), A ⁱ² represents a group selected from the group consisting of the following groups (a) and (b):
(a) cyclopentane-1,2,3-triyl, cyclopentane-1,3,4-triyl, cyclohexane-1,3,4-triyl or cyclohexane-1,3, 5-triyl (one or more of -CH ₂ - present in the group or two or more -CH ₂ - not adjacent to each other may be substituted with -O-, and one -CH ₂ CH ₂ - may also be substituted -CH=CH-, 1 -CH ₂ CH< can also be substituted into -CH=C<.) and (b) benzene-1,3,4-triyl, benzene-1,3,5-three Base, naphthalene-2,5,6-triyl, naphthalene-2,6,7-triyl, naphthalene-2,5,7-triyl, naphthalene-1,4,5-triyl, phenanthrene-3, 6,9-triyl, phenanthrene-1,3,7-triyl, phenanthrene-3,5,9-triyl, phenanthrene-2,7,9-triyl, phenanthrene-4,5,9-triyl Or phenanthrene-4,6,9-triyl (one present in the group -CH= or two or more non-contiguous -CH= may also be substituted to -N=.),
The above-mentioned group (a) and the group (b) may each independently be an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a halogen, a cyano group, a nitro group, and a P ⁱ³ -Sp group. ^I3 - or R ^il -(A ^il -L ^il ) _ni1 - (the hydrogen atom in the alkyl group may also be substituted by halogen, cyano, nitro and P ⁱ³ -Sp ⁱ³ -, and is present in the alkyl group More than one -CH ₂ - may be substituted with -O-, -COO- or -OCO- in such a manner that the oxygen atom is not directly bonded, and one -CH ₂ CH ₂ - or two or more present in the alkyl group -CH ₂ CH ₂ - may also be substituted with -CH=CH-.),
R ⁱ¹ represents a hydrogen atom (when n ⁱ¹ is 0, which will be described later, it is not a hydrogen atom), an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a halogen or a cyano group, Nitro or P ⁱ³ -Sp ⁱ³ -, the hydrogen atom in the alkyl group may be substituted by halogen, cyano, nitro and P ⁱ³ -Sp ⁱ³ -, and one or more -CH ₂ present in the alkyl group - may also be substituted with -O-, -COO- or -OCO- in such a manner that the oxygen atom is not directly linked, and one -CH ₂ CH ₂ - or two or more -CH ₂ CH ₂ present in the alkyl group - can also be replaced by -CH=CH-,
A ⁱ¹ represents a group selected from the group consisting of the following groups (a), (b) and (c):
(a) 1,3-cyclopentyl, 1,4-cyclohexyl, 1,4-cyclohexyl (one -CH ₂ - present in the group or two or more -CH ₂ not adjacent) Can also be replaced by -O-.)
(b) 1,4-phenylene (one present in the group -CH= or two or more adjacent -CH= may be substituted to -N=.) and (c) naphthalene-2 ,6-diyl, 1,2,3,4-tetrahydronaphthalene-2,6-diyl or decahydronaphthalene-2,6-diyl (present in naphthalene-2,6-diyl or 1,2 One of the 3,4-tetrahydronaphthalene-2,6-diyl-CH= or two or more non-contiguous -CH= may be substituted with -N=.)
The above-mentioned group (a), the group (b) and the group (c) may each independently be an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a halogen, a cyano group or a nitro group. Or P ⁱ³ -Sp ⁱ³ - (the hydrogen atom in the alkyl group may be substituted by halogen, cyano, nitro and P ⁱ³ -Sp ⁱ³ -, and one or more -CH ₂ - present in the alkyl group is also It may be substituted with -O-, -COO- or -OCO- in such a manner that the oxygen atom is not directly linked, and one -CH ₂ CH ₂ - or two or more -CH ₂ CH ₂ - present in the alkyl group may also be Can be replaced by -CH=CH-.),
L ⁱ¹ represents a single bond, -OCH ₂ -, -CH ₂ O-, -C ₂ H ₄ -, -OC ₂ H ₄ O-, -COO-, -OCO-, -CH=CR ^a -COO-, - CH=CR ^a -OCO-, -COO-CR ^a =CH-, -OCO-CR ^a =CH-, -(CH ₂ ) _z -COO-, -(CH ₂ ) _z -OCO-, -OCO-( CH ₂ ) _z -, -COO-(CH ₂ ) _z -, -CH=CH-, -CF ₂ O-, -OCF ₂ - or -C≡C- (wherein R ^a each independently represents a hydrogen atom Or an alkyl group having 1 to 3 carbon atoms, and in the above formula, z each independently represents an integer of 1 to 4.),
P ⁱ¹ , P ⁱ² and P ⁱ³ each independently represent any one of the following formulas (R-I) to (R-IX).

(In the above formulae (R-I) to (R-IX), R ²¹ , R ³¹ , R ⁴¹ , R ⁵¹ and R ⁶¹ are each independently a hydrogen atom or an alkyl group having 1 to 5 carbon atoms, and W is Single bond, -O- or methylene, T is a single bond or -COO-, and p, t and q are each independently 0, 1 or 2.)
Sp ⁱ¹ , Sp ⁱ² and Sp ⁱ³ each independently represent a single bond or an alkylene having 1 to 15 carbon atoms, and one or more of -CH ₂ - of the alkylene group may be an oxygen atom. The direct adjacent mode is substituted by -O-, -OCO- or -COO-, and one or more hydrogen atoms in the alkylene group may be halogen, cyano, P ⁱ³ -Sp ⁱ³ - or a carbon atom a alkyl group of 1 to 12 (the alkyl group may be substituted by halogen, cyano or P ⁱ³ -Sp ⁱ³ -).
n ⁱ¹ represents 0, 1, 2 or 3, and when there are a plurality of R ^il , A ^il , L ^il , P ⁱ³ , Sp ⁱ³ and R ^a in the same molecule, a plurality of R ^il , A ^il , L ^Il , P ⁱ³ , Sp ⁱ³ and R ^a may be the same or different from each other. ).

Further, the present invention provides a polymerizable compound represented by the formula (ii).

(In the above formula (ii), R ⁱ² represents an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a halogen or a nitro group (the hydrogen atom in the alkyl group may be fluorine-containing, a cyano group or a nitro group, and one or more -CH ₂ - present in the alkyl group may be substituted with -O-, -COO- or -OCO- in such a manner that the oxygen atom is not directly bonded, and is present in the alkyl group. One of -CH ₂ CH ₂ - or more than -CH ₂ CH ₂ - may also be substituted with -CH=CH-,
A ⁱ² represents a group selected from the group consisting of the following groups (a) and (b):
(a) cyclopentane-1,2,3-triyl, cyclopentane-1,3,4-triyl, cyclohexane-1,3,4-triyl or cyclohexane-1,3, 5-triyl (one or more of -CH ₂ - present in the group or two or more -CH ₂ - not adjacent to each other may be substituted with -O-, and one -CH ₂ CH ₂ - may also be substituted -CH=CH-, 1 -CH ₂ CH< can also be substituted into -CH=C<.) and (b) benzene-1,3,4-triyl, benzene-1,3,5-three Base, naphthalene-2,5,6-triyl, naphthalene-2,6,7-triyl, naphthalene-2,5,7-triyl, naphthalene-1,4,5-triyl, phenanthrene-3, 6,9-triyl, phenanthrene-1,3,7-triyl, phenanthrene-3,5,9-triyl, phenanthrene-2,7,9-triyl, phenanthrene-4,5,9-triyl Or phenanthrene-4,6,9-triyl (one of -CH= or two or more non-contiguous -CH= present in this group may also be substituted with -N=.)
The above-mentioned group (a) and the group (b) may each independently be an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a halogen, a cyano group, a nitro group, and a P ⁱ³ -Sp group. ^I3 - or R ⁱ² -(A ^il -L ^il ) _ni1 - (the hydrogen atom in the alkyl group may also be substituted by halogen, cyano, nitro and P ⁱ³ -Sp ⁱ³ -, present in the alkyl group More than one -CH ₂ - may be substituted with -O-, -COO- or -OCO- in such a manner that the oxygen atom is not directly bonded, and one -CH ₂ CH ₂ - or two or more present in the alkyl group -CH ₂ CH ₂ - may also be substituted with -CH=CH-.),
A ⁱ¹ represents a group selected from the group consisting of the following groups (a), (b) and (c):
(a) 1,3-cyclopentyl, 1,4-cyclohexyl, 1,4-cyclohexyl (one -CH ₂ - present in the group or two or more -CH ₂ not adjacent) Can also be replaced by -O-.)
(b) 1,4-phenylene (one present in the group -CH= or two or more adjacent -CH= may be substituted to -N=.) and (c) naphthalene-2 ,6-diyl, 1,2,3,4-tetrahydronaphthalene-2,6-diyl or decahydronaphthalene-2,6-diyl (present in naphthalene-2,6-diyl or 1,2 One of the 3,4-tetrahydronaphthalene-2,6-diyl-CH= or two or more non-contiguous -CH= may be substituted with -N=.)
The above-mentioned group (a), the group (b) and the group (c) may each independently be an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a halogen, a cyano group or a nitro group. Or P ⁱ³ -Sp ⁱ³ - (the hydrogen atom in the alkyl group may be substituted by halogen, cyano, nitro and P ⁱ³ -Sp ⁱ³ -, and one or more -CH ₂ - present in the alkyl group is also It may be substituted with -O-, -COO- or -OCO- in such a manner that the oxygen atom is not directly linked, and one -CH ₂ CH ₂ - or two or more -CH ₂ CH ₂ - present in the alkyl group may also be Can be replaced by -CH=CH-.),
L ⁱ¹ represents a single bond, -OCH ₂ -, -CH ₂ O-, -C ₂ H ₄ -, -OC ₂ H ₄ O-, -COO-, -OCO-, -CH=CR ^a -COO-, - CH=CR ^a -OCO-, -COO-CR ^a =CH-, -OCO-CR ^a =CH-, -(CH ₂ ) _z -COO-, -(CH ₂ ) _z -OCO-, -OCO-( CH ₂ ) _z -, -COO-(CH ₂ ) _z -, -CH=CH-, -CF ₂ O-, -OCF ₂ - or -C≡C- (wherein R ^a each independently represents a hydrogen atom Or an alkyl group having 1 to 3 carbon atoms, and in the above formula, z each independently represents an integer of 1 to 4.),
P ⁱ¹ , P ⁱ² and P ⁱ³ each independently represent any one of the following formulas (R-I) to (R-IX).

(In the above formulae (R-I) to (R-IX), R ²¹ , R ³¹ , R ⁴¹ , R ⁵¹ and R ⁶¹ are each independently a hydrogen atom or an alkyl group having 1 to 5 carbon atoms, and W is A single bond, -O- or methylene, T is a single bond or -COO-, and p, t and q are each independently 0, 1 or 2.)
Sp ⁱ¹ , Sp ⁱ² and Sp ⁱ³ each independently represent a single bond or an alkylene group having 1 to 15 carbon atoms, and one or more of -CH ₂ - in the alkylene group may also be directly adjacent to the oxygen atom. The method is substituted by -O-, -OCO- or -COO-, and one or more hydrogen atoms in the alkylene group may also be halogen, cyano, P ⁱ³ -Sp ⁱ³ - or a carbon atom Alkyl group of -12 (the alkyl group may also be substituted by halogen, cyano or P ⁱ³ -Sp ⁱ³ -).
n ⁱ¹ represents 0, 1, 2 or 3, and when there are a plurality of R ⁱ² , A ^il , L ^il , P ⁱ³ , Sp ⁱ³ and R ^a in the same molecule, the plural R ⁱ² , A ^il , L ^Il , P ⁱ³ , Sp ⁱ³ and R ^a may be the same or different from each other. )
By the polymerizable compound represented by the formula (ii), a liquid crystal composition which imparts excellent vertical alignment to liquid crystal molecules and is excellent in compatibility is provided. Further, the liquid crystal composition can vertically align liquid crystal molecules without requiring an alignment film.

The compound represented by the formula (i) may be used singly, or two or more compounds may be used in combination. The type of the compound which can be combined is not particularly limited, and it is used in accordance with the solubility at low temperature. The type of the compound to be used is, for example, one, two, three, four, or five or more kinds of one embodiment of the present invention.

The lower limit of the preferred content of the compound represented by the formula (i) is 0.01%, 0.04%, 0.07%, 0.1%, 0.13%, 0.16%, 0.2%, 0.23% with respect to the total amount of the composition of the present invention. 0.26%, 0.3%, 0.33%, 0.36%, 0.40%, and 0.45%. The upper limit of the preferred content is 3%, 2.5%, 2%, 1%, 0.9%, 0.8%, 0.7%, 0.6%, 0.5%.

In order to maintain the image retention property of the composition of the present invention and maintain the vertical alignment property, it is preferred that the above lower limit is high and the upper limit is also high. In particular, in the case where the alignment film is not used and used in combination with the self-aligning compound, the liquid crystal composition is made vertical by setting the lower limit value of the compound represented by the general formula (i) to be high. The alignment is improved, so it is better. However, if the upper limit is excessively increased, it is not preferable because a problem such as a polymerizable compound which remains unpolymerized after irradiation with ultraviolet rays occurs.

Further, when the composition of the present invention is to be kept at a low temperature and a composition having a good temperature stability is required, it is preferable that the lower limit is low and the upper limit is also low.

Further, when it is desired to improve the occurrence of unevenness in the dropping of the polymerizable liquid crystal composition on the substrate, it is preferable to set the content in the middle.

The polymerizable compound of the present invention is represented by the formula (i).

In the above formula (I), as a preferred structure of A ⁱ² , cyclohexane-1,3,4-triyl or cyclohexane-1,3,5-triyl, benzene-1,3 is preferred. , 4-triyl, benzene-1,3,5-triyl, naphthalene-2,5,6-triyl, naphthalene-2,6,7-triyl, naphthalene-2,5,7-triyl, Naphthalene-1,4,5-triyl, phenanthrene-3,6,9-triyl, phenanthrene-1,3,7-triyl, phenanthrene-3,5,9-triyl, phenanthrene-2,7, 9-triyl, phenanthrene-4,5,9-triyl or phenanthrene-4,6,9-triyl, especially preferably cyclohexane-1,3,5-triyl, benzene-1,3,5 - Triyl, naphthalene-2,5,7-triyl. One of -CH= or two or more adjacent -CH= which are present in these groups may be substituted with -N=. Further, these groups may be an alkyl group having 1 to 12 carbon atoms, a halogenated alkyl group having 1 to 12 carbon atoms, or an alkoxy group having 1 to 12 carbon atoms (wherein, it is present in the alkyl group). One or more -CH ₂ - may be substituted with -O-, -COO- or -OCO- in a manner in which the oxygen atoms are not directly bonded.), halogen, cyano, nitro, P ⁱ³ -Sp ⁱ³ - or R ^Il -(A ^il -L ^il ) _ni1 - substituted.
A preferred structure of R ⁱ¹ is an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a halogen, a cyano group or a nitro group, and one or more of the alkyl groups are present in the alkyl group. -CH ₂ - may also be substituted with -O-, -COO- or -OCO-, fluorine in a manner in which the oxygen atom is not directly bonded, and one -CH ₂ CH ₂ - or 2 present in the alkyl group The above -CH ₂ CH ₂ - may also be substituted with -CH=CH-, and one of the hydrogen atoms in the alkyl group may be substituted with P ⁱ³ -Sp ⁱ³ -.
A preferred structure of A ⁱ¹ is a 1,4-cyclohexyl group or a 1,4-cyclohexylene group (one -CH ₂ - present in the group or two or more -CH ₂ groups not adjacent thereto) Substituted to -O-.), 1,4-phenylene, benzene-2,6,4-triyl, benzene-1,2,4-triyl (one present in this group -CH= Or two or more adjacent -CH= may be substituted with -N=.) and naphthalene-2,6-diyl, as L ⁱ¹ , preferably a single bond, -OCH ₂ -, -CH ₂ O -, -C ₂ H ₄ -, -OC ₂ H ₄ O-, -COO-, -OCO-, -CH=CR ^a -COO-, -CH=CR ^a -OCO-, -COO-CR ^a =CH -, -OCO-CR ^a =CH-, -(CH ₂ ) _z -COO-, -(CH ₂ ) _z -OCO-, -OCO-(CH ₂ ) _z -, -COO-(CH ₂ ) _z - Preferred as a single bond, -OCH ₂ -, -CH ₂ O-, -C ₂ H ₄ -, -COO-, -OCO-, -CH=CR ^a -COO-, -CH=CR ^a -OCO- , -COO-CR ^a =CH-, -OCO-CR ^a =CH-, -(CH ₂ ) _z -COO-, -(CH ₂ ) _z -OCO-, -OCO-(CH ₂ ) _z -,- COO-(CH _{2 z} - (wherein, R ^a each independently represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, and in the above formula, z each independently represents an integer of 1 to 4), preferably at least in the molecule; One means a single bond, the other is a single bond, preferably one of the molecules is -COO-, -OCO-, -CH=CR ^a -COO-, -CH=CR ^a -OCO-, -COO -CR ^a =CH-, -OCO-CR ^a =CH-, -(CH ₂ ) _z -COO-, -(CH ₂ ) _z -OCO-, -OCO-(CH ₂ ) _z - or -COO-( CH ₂ ) _z -, the others are single bonds.

P ⁱ¹ , P ⁱ² and P ⁱ³ each independently represent any one of the formulae (R-I) to (R-IX), and more preferably (R-I), (R-III), (R-VIII). ).

(In the above formulae (R-I) to (R-IX), R ²¹ , R ³¹ , R ⁴¹ , R ⁵¹ and R ⁶¹ are each independently a hydrogen atom or an alkyl group having 1 to 5 carbon atoms, and W is A single bond, -O- or methylene, T is a single bond or -COO-, and p, t and q are each independently 0, 1 or 2.)
Sp ⁱ¹ , Sp ⁱ² and Sp ⁱ³ each independently represent a single bond or a stretch alkyl group having 1 to 15 carbon atoms, and one or more of -CH ₂ - in the alkylene group may not directly abut the oxygen atom. The mode is substituted by -O-, -OCO- or -COO-, and one or more hydrogen atoms in the alkylene group may be halogen, cyano, P ⁱ³ -Sp ⁱ³ - or a carbon number of 1 to 12 The alkyl group (which may be substituted by halogen, cyano or P ⁱ³ -Sp ⁱ³ -).

n ⁱ¹ represents 0, 1, 2 or 3, preferably 0, 1 or 2, preferably 1 or 2.

In the general formula (i), when R ^il , A ^il , L ^il , P ⁱ³ , Sp ⁱ³ and R ^a are each in the same molecule, the plural R ^il , A ^il , L ^il , P ^I3 , Sp ^i3, and R ^a may be the same or different from each other.

More specifically, the compound represented by the formula (i) is preferably a compound selected from the group consisting of compounds represented by the formulae (i-1) to (i-35).

The composition of the present invention preferably contains one or more compounds selected from the compounds represented by the general formulae (N-1), (N-2) and (N-3). These compounds correspond to compounds whose dielectric properties are negative (the sign of Δε is negative and its absolute value is greater than 2.).

(wherein R ^N11 , R ^N12 , R ^N21 , R ^N22 , R ^N31 and R ^N32 each independently represent an alkyl group having 1 to 8 carbon atoms, and one of the alkyl groups or two or more adjacent ones or more -CH ₂ - each independently may be substituted by -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-,
A ^N11 , A ^N12 , A ^N21 , A ^N22 , A ^N31 and A ^N32 each independently represent a group selected from the group consisting of (a), (b), (c) and (d) below:
(A) 1,4- cyclohexylene (in this group the presence of a -CH ₂ - or two or more of the adjacent -CH ₂ - may be substituted with -O-.),
(b) 1,4-phenylene (one of -CH= or two or more adjacent -CH= which may be present in this group may be substituted with -N=.),
(c) naphthalene-2,6-diyl, 1,2,3,4-tetrahydronaphthalene-2,6-diyl or decahydronaphthalene-2,6-diyl (present in naphthalene-2,6- One of the di- or 1,2,3,4-tetrahydronaphthalene-2,6-diyl-CH= or two or more non-contiguous -CH= may be substituted to -N=.) (d) 1,4-cyclohexenylene
The above-mentioned group (a), group (b), group (c) and group (d) may each independently be substituted by a cyano group, a fluorine atom or a chlorine atom.
Z ^N11 , Z ^N12 , Z ^N21 , Z ^N22 , Z ^N31 and Z ^N32 each independently represent a single bond, -CH ₂ CH ₂ -, -(CH ₂ ) ₄ -, -OCH ₂ -, -CH ₂ O-, -COO-, -OCO-, -OCF ₂ -, -CF ₂ O-, -CH=N-N=CH-, -CH=CH-, -CF=CF- or -C≡C-,
X ^N21 represents a hydrogen atom or a fluorine atom,
T ^N31 represents -CH ₂ - or an oxygen atom,
n ^N11 , n ^N12 , n ^N21 , n ^N22 , n ^N31 and n ^N32 each independently represent an integer of 0 to 3, and n ^N11 +n ^N12 , n ^N21 +n ^N22 and n ^N31 +n ^N32 are each independently 1, 2 or 3 When there are a plurality of A ^N11 ～A ^N32 and Z ^N11 ～Z ^N32 , the two may be the same or different. )
The compound represented by the general formulae (N-1), (N-2) and (N-3) is preferably a compound in which Δε is negative and its absolute value is more than 3.

In the general formulae (N-1), (N-2) and (N-3), R ^N11 , R ^N12 , R ^N21 , R ^N22 , R ^N31 and R ^N32 are each independently preferably from 1 to 8 carbon atoms. An alkyl group, an alkoxy group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms or an alkenyl group having 2 to 8 carbon atoms, preferably an alkyl group having 1 to 5 carbon atoms or carbon. An alkoxy group having 1 to 5 atoms, an alkenyl group having 2 to 5 carbon atoms or an alkenyloxy group having 2 to 5 carbon atoms, more preferably an alkyl group having 1 to 5 carbon atoms or 2 to 5 carbon atoms. Further, the alkenyl group is more preferably an alkyl group having 2 to 5 carbon atoms or an alkenyl group having 2 to 3 carbon atoms, and particularly preferably an alkenyl group having 3 carbon atoms (acryloyl group).

Further, when the ring of the bonding is a phenyl group (aromatic), a linear alkyl group having 1 to 5 carbon atoms and a linear alkoxy group having 1 to 4 carbon atoms are preferable. The base and the alkenyl group having 4 to 5 carbon atoms are preferably a linear carbon atom when the ring structure of the bond is a saturated ring structure such as cyclohexane, piper or dioxane. An alkyl group of ～5, a linear alkoxy group having 1 to 4 carbon atoms, and a linear alkenyl group having 2 to 5 carbon atoms. In order to stabilize the nematic phase, it is preferred that the total of the carbon atom and the oxygen atom (if an oxygen atom is present) is 5 or less, and preferably linear.

The alkenyl group is preferably selected from the group represented by any one of the formulae (R1) to (R5). (The black dots in each formula represent the carbon atoms in the ring structure.)

When it is required to increase Δn, A ^N11 , A ^N12 , A ^N21 , A ^N22 , A ^N31 and A ^N32 are each independently preferably aromatic, and in order to improve the response speed, it is preferably aliphatic, preferably indicating Formula - 1,4-cyclohexylene, 1,4-phenylene, 2-fluoro-1,4-phenylene, 3-fluoro-1,4-phenylene, 3,5-difluoro-1 , 4-phenylene, 2,3-difluoro-1,4-phenylene, 1,4-cyclohexenyl, 1,4-bicyclo[2.2.2]exenyl, piperidine- 1,4-diyl, naphthalene-2,6-diyl, decahydronaphthalene-2,6-diyl or 1,2,3,4-tetrahydronaphthalene-2,6-diyl, more preferably Structure,

More preferably, it is a trans-1,4-cyclohexylene group, a 1,4-cyclohexene group or a 1,4-phenylene group.

Z ^N11 , Z ^N12 , Z ^N21 , Z ^N22 , Z ^N31 and Z ^N32 each independently preferably represent -CH ₂ O-, -CF ₂ O-, -CH ₂ CH ₂ -, -CF ₂ CF ₂ - or The bond is more preferably -CH ₂ O-, -CH ₂ CH ₂ - or a single bond, and particularly preferably -CH ₂ O- or a single bond.

X ^{N21 is} preferably a fluorine atom.

T ^{N31 is} preferably an oxygen atom.

n ^N11 +n ^N12 , n ^N21 +n ^N22 and n ^N31 +n ^{N32 are} preferably 1 or 2, preferably n ^N11 is 1 and n ^N12 is a combination of 0, n ^N11 is 2 and n ^N12 is a combination of 0, n ^N11 a combination of 1 and n ^N12 being 1 , n ^N11 being 2 and n ^N12 being 1 combination, n ^N21 being 1 and n ^N22 being 0 combination, n ^N21 being 2 and n ^N22 being 0 combination, n ^N31 being 1 And n ^N32 is a combination of 0, n ^N31 is 2, and n ^N32 is a combination of 0.

The lower limit of the preferred content of the compound represented by the formula (N-1) is 1%, 10%, 20%, 30%, 40%, 50%, 55%, based on the total amount of the composition of the present invention. 60%, 65%, 70%, 75%, 80%. The preferred upper limit values are 95%, 85%, 75%, 65%, 55%, 45%, 35%, 25%, 20%.

The lower limit of the preferred content of the compound represented by the formula (N-2) is 1%, 10%, 20%, 30%, 40%, 50%, 55%, based on the total amount of the composition of the present invention. 60%, 65%, 70%, 75%, 80%. The preferred upper limit values are 95%, 85%, 75%, 65%, 55%, 45%, 35%, 25%, 20%.

The lower limit of the preferred content of the compound represented by the formula (N-3) is 1%, 10%, 20%, 30%, 40%, 50%, 55%, based on the total amount of the composition of the present invention. 60%, 65%, 70%, 75%, 80%. The preferred upper limit values are 95%, 85%, 75%, 65%, 55%, 45%, 35%, 25%, 20%.

When the viscosity of the composition of the present invention is to be kept low and a composition having a fast response speed is required, it is preferred that the lower limit is low and the upper limit is also low. And, when T _ni of the composition of the invention be kept high, circumstances requiring good temperature stability of the composition, the preferred lower limit is below said upper limit value is also low. Further, when it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable to increase the above lower limit and the upper limit is high.

The compound represented by the following formula (N-1a) to (N-1g) is exemplified as the compound represented by the formula (N-1).

(wherein R ^N11 and R ^N12 represent the same meanings as R ^N11 and R ^N12 in the formula (N-1), n ^Na11 represents 0 or 1, n ^Nb11 represents 1 or 2, and n ^Nc11 represents 0 or 1, n ^Nd11 represents 1 or 2, n ^Ne11 represents 1 or 2, n ^Nf12 represents 1 or 2, n ^Ng11 represents 1 or 2, and A ^Ne11 represents trans-1,4-cyclohexylene or 1,4-phenylene. A ^Ng11 represents trans-1,4-cyclohexylene, 1,4-cyclohexenyl or 1,4-phenylene, but at least one represents 1,4-cyclohexene, and Z ^Ne11 represents A single bond or an ethylene group, but at least one of the molecules present in the molecule indicates an extended ethyl group, and a plurality of A ^Ne11 , Z ^Ne11 and/or A ^Ng11 present in the molecule may be the same or different)
More specifically, the compound represented by the formula (N-1) is preferably a compound selected from the group consisting of compounds represented by the formulae (N-1-1) to (N-1-22).

The compound represented by the formula (N-1-1) is the following compound.

(wherein R ^N111 and R ^N112 each independently represent the same meaning as R ^N11 and R ^N12 in the formula (N-1).)
R ^{N111 is} preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably a propyl group, a pentyl group or a vinyl group. R ^{N112 is} preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, preferably an ethoxy group or a butoxy group.

The compound represented by the formula (N-1-1) may be used singly, or two or more compounds may be used in combination. The type of the compound which can be combined is not particularly limited, and is appropriately used in combination according to properties required for solubility at low temperature, transition temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one, two, three, four, or five or more kinds of one embodiment of the present invention.

When it is important to improve Δε, it is preferable to set the content to a higher level. When the solubility in low temperature is emphasized, if the content is set higher, the effect is high. When the value of T _ni is emphasized, the content is set. Lower, the effect is high. Further, when it is desired to improve the characteristics of the drip or residual image, it is preferred to set the range of the content in the middle.

The lower limit of the preferred content of the compound represented by the formula (N-1-1) is 5%, 10%, 13%, 15%, 17%, 20%, 23 with respect to the total amount of the composition of the present invention. %, 25%, 27%, 30%, 33%, 35%. The preferred upper limit of the content is 50%, 40%, 38%, 35%, 33%, 30%, 28%, 25%, 23%, 20%, relative to the total amount of the composition of the present invention. 18%, 15%, 13%, 10%, 8%, 7%, 6%, 5%, 3%.

Further, the compound represented by the formula (N-1-1) is preferably a compound selected from the group consisting of compounds represented by the formula (N-1-1.1) to the formula (N-1-1.25), preferably a compound. The compound represented by (N-1-1.1) to (N-1-1.4) is preferably a compound represented by the formula (N-1-1.1) and the formula (N-1-1.3).

The compounds represented by the formulae (N-1-1.1) to (N-1-1.25) may be used singly or in combination, and the preferred amounts of the compounds alone or in combination with respect to the total amount of the composition of the present invention. The lower limit is 5%, 10%, 13%, 15%, 17%, 20%, 23%, 25%, 27%, 30%, 33%, 35%. The upper limit of the preferred content is 50%, 40%, 38%, 35%, 33%, 30%, 28%, 25%, 23%, 20%, 18 with respect to the total amount of the composition of the present invention. %, 15%, 13%, 10%, 8%, 7%, 6%, 5%, 3%.

The compound represented by the formula (N-1-2) is the following compound.

(wherein R ^N121 and R ^N122 each independently represent the same meaning as R ^N11 and R ^N12 in the formula (N-1).)
R ^{N121 is} preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably an ethyl group, a propyl group, a butyl group or a pentyl group. R ^{N122 is} preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, preferably a methyl group, a propyl group or a methoxy group. Oxy or propoxy.

The compound represented by the formula (N-1-2) may be used singly, or two or more compounds may be used in combination. The type of the compound which can be combined is not particularly limited, and is appropriately used in combination according to properties required for solubility at low temperature, transition temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one, two, three, four, or five or more kinds of one embodiment of the present invention.

When it is important to improve Δε, it is preferable to set the content to a higher level. When the solubility in low temperature is emphasized, if the content is set lower, the effect is high. When the value of T _ni is emphasized, the content is set. A little higher, the effect is high. Further, when it is desired to improve the characteristics of the drip or residual image, it is preferred to set the range of the content in the middle.

The lower limit of the preferred content of the compound represented by the formula (N-1-2) is 5%, 7%, 10%, 13%, 15%, 17%, 20 with respect to the total amount of the composition of the present invention. %, 23%, 25%, 27%, 30%, 33%, 35%, 37%, 40%, 42%. The upper limit of the preferred content is 50%, 48%, 45%, 43%, 40%, 38%, 35%, 33%, 30%, 28%, 25% with respect to the total amount of the composition of the present invention. 23%, 20%, 18%, 15%, 13%, 10%, 8%, 7%, 6%, 5%.

Further, the compound represented by the formula (N-1-2) is preferably a compound selected from the group consisting of compounds represented by the formula (N-1-2.1) to the formula (N-1-2.25), preferably a formula. (N-1-2.3) to formula (N-1-2.7), formula (N-1-2.10), formula (N-1-2.11), formula (N-1-2.13) and formula (N-1- the compound represented by the 2.20), when attention to the circumstances of improvement Δε, is preferably the compound represented by the formula (N-1-2.3) ~ formula (N-1-2.7), when the importance of improved case T _ni, more The compound represented by the formula (N-1-2.10), the formula (N-1-2.11) and the formula (N-1-2.13) preferably has the formula (N-1) when the improvement of the response speed is emphasized. -2.20) The compound represented.

The compounds represented by the formula (N-1-2.1) to the formula (N-1-2.25) may be used singly or in combination, and are preferably used alone or in combination with respect to the total amount of the composition of the present invention. The lower limit of the content is 5%, 10%, 13%, 15%, 17%, 20%, 23%, 25%, 27%, 30%, 33%, 35%. The preferred upper limit of the content is 50%, 40%, 38%, 35%, 33%, 30%, 28%, 25%, 23%, 20%, 18 with respect to the total amount of the composition of the present invention. %, 15%, 13%, 10%, 8%, 7%, 6%, 5%, 3%.

The compound represented by the formula (N-1-3) is the following compound.

(wherein R ^N131 and R ^N132 each independently represent the same meaning as R ^N11 and R ^N12 in the formula (N-1).)
R ^{N131 is} preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably an ethyl group, a propyl group or a butyl group. R ^{N132 is} preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 3 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, preferably 1-propenyl group, ethoxy group or propoxy group. Base or butoxy group.

The compound represented by the formula (N-1-3) may be used singly, or two or more compounds may be used in combination. The type of the compound which can be combined is not particularly limited, and is appropriately used in combination according to properties required for solubility at low temperature, transition temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one, two, three, four, or five or more kinds of one embodiment of the present invention.

When it is important to improve Δε, it is preferable to set the content to a higher level. When the solubility in low temperature is emphasized, if the content is set higher, the effect is high. When the value of T _ni is emphasized, the content is set. A little more, the effect is high. Further, when it is desired to improve the characteristics of the drip or residual image, it is preferred to set the range of the content in the middle.

The lower limit of the preferred content of the compound represented by the formula (N-1-3) is 5%, 10%, 13%, 15%, 17%, 20% with respect to the total amount of the composition of the present invention. The upper limit of the preferred content is 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13% with respect to the total amount of the composition of the present invention.

Further, the compound represented by the formula (N-1-3) is preferably a compound selected from the group consisting of compounds represented by the formula (N-1-3.1) to the formula (N-1-3.21), preferably a formula. (N-1-3.1) to (N-1-3.7) and a compound represented by the formula (N-1-3.21), preferably a formula (N-1-3.1), a formula (N-1-3.2), A compound represented by the formula (N-1-3.3), the formula (N-1-3.4) and the formula (N-1-3.6).

The compounds represented by the formula (N-1-3.1) to the formula (N-1-3.4), the formula (N-1-3.6) and the formula (N-1-3.21) may be used singly or in combination. Good is "combination of formula (N-1-3.1) and formula (N-1-3.2)", "selected from formula (N-1-3.3), formula (N-1-3.4) and formula (N-1) -3.6) Two or three combinations. The lower limit of the preferred content of the compound, alone or in combination, relative to the total amount of the composition of the present invention is 5%, 10%, 13%, 15%, 17%, 20%. The preferred upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13% with respect to the total amount of the composition of the present invention.

The compound represented by the formula (N-1-4) is the following compound.

(wherein R ^N141 and R ^N142 each independently represent the same meaning as R ^N11 and R ^N12 in the formula (N-1).)
R ^N141 and R ^N142 are each independently preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, preferably a methyl group or a propyl group. , ethoxy or butoxy.

The compound represented by the formula (N-1-4) may be used singly, or two or more compounds may be used in combination. The type of the compound which can be combined is not particularly limited, and is appropriately used in combination according to properties required for solubility at low temperature, transition temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one, two, three, four, or five or more kinds of one embodiment of the present invention.

When it is important to improve Δε, it is preferable to set the content to a higher level. When the solubility in low temperature is emphasized, if the content is set higher, the effect is high. When the value of T _ni is emphasized, the content is set. Lower, the effect is high. Further, when it is desired to improve the characteristics of the drip or residual image, it is preferred to set the range of the content in the middle.

The lower limit of the preferred content of the compound represented by the formula (N-1-4) is 3%, 5%, 7%, 10%, 13%, 15%, 17 with respect to the total amount of the composition of the present invention. %, 20%. The upper limit of the preferred content is 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 11%, 10% with respect to the total amount of the composition of the present invention. ,8%.

Further, the compound represented by the formula (N-1-4) is preferably a compound selected from the group consisting of compounds represented by the formula (N-1-4.1) to the formula (N-1-4.24), preferably a compound. The compound represented by (N-1-4.1) to (N-1-4.4) is preferably a formula (N-1-4.1), a formula (N-1-4.2), and a formula (N-1-4.4). Expressed as a compound.

The compounds represented by the formulae (N-1-4.1) to (N-1-4.24) may be used singly or in combination, and are preferably used alone or in combination with respect to the total amount of the composition of the present invention. The lower limit of the content is 3%, 5%, 7%, 10%, 13%, 15%, 17%, 20%. The upper limit of the preferred content is 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 11%, 10% with respect to the total amount of the composition of the present invention. ,8%.

The compound represented by the formula (N-1-5) is the following compound.

(wherein R ^N151 and R ^N152 each independently represent the same meaning as R ^N11 and R ^N12 in the formula (N-1).)
R ^N151 and R ^N152 are each independently preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, preferably an ethyl group or a propyl group. Or butyl.

The compound represented by the formula (N-1-5) may be used singly, or two or more compounds may be used in combination. The type of the compound which can be combined is not particularly limited, and is appropriately used in combination according to properties required for solubility at low temperature, transition temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one, two, three, four, or five or more kinds of one embodiment of the present invention.

When it is important to improve Δε, it is preferable to set the content to a higher level. When the solubility in low temperature is emphasized, if the content is set lower, the effect is high. When the value of T _NI is emphasized, the content is set. A little higher, the effect is high. Further, when it is desired to improve the characteristics of the drip or residual image, it is preferred to set the range of the content in the middle.

The lower limit of the preferred content of the compound represented by the formula (N-1-5) is 5%, 8%, 10%, 13%, 15%, 17%, 20 with respect to the total amount of the composition of the present invention. %. The upper limit of the preferred content is 35%, 33%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13% with respect to the total amount of the composition of the present invention.

Further, the compound represented by the formula (N-1-5) is preferably a compound selected from the group consisting of compounds represented by the formula (N-1-5.1) to the formula (N-1-5.12), preferably a formula. (N-1-5.1), a compound represented by the formula (N-1-5.2) and the formula (N-1-5.4).

The compounds represented by the formula (N-1-5.1), the formula (N-1-5.2) and the formula (N-1-5.4) may be used singly or in combination, in comparison with the total amount of the composition of the present invention. Preferred lower limits for the compounds, alone or in such amounts, are 5%, 8%, 10%, 13%, 15%, 17%, 20%. The preferred upper limit of the content is 35%, 33%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13% with respect to the total amount of the composition of the present invention.

The compound represented by the formula (N-1-10) is the following compound.

(wherein R ^N1101 and R ^N1102 each independently represent the same meaning as R ^N11 and R ^N12 in the formula (N-1).)
R ^{N1101 is} preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably an ethyl group, a propyl group, a butyl group, a vinyl group or a 1-propenyl group. R ^{N1102 is} preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, preferably an ethoxy group, a propoxy group or a butoxy group. .

The compound represented by the formula (N-1-10) may be used singly, or two or more compounds may be used in combination. The type of the compound which can be combined is not particularly limited, and is appropriately used in combination according to properties required for solubility at low temperature, transition temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one, two, three, four, or five or more kinds of one embodiment of the present invention.

When it is important to improve Δε, it is preferable to set the content to a higher level. When the solubility in low temperature is emphasized, if the content is set higher, the effect is high. When the value of T _ni is emphasized, the content is set. A little higher, the effect is high. Further, when it is desired to improve the characteristics of the drip or residual image, it is preferred to set the range of the content in the middle.

The lower limit of the preferred content of the compound represented by the formula (N-1-10) is 5%, 10%, 13%, 15%, 17%, 20% with respect to the total amount of the composition of the present invention. The upper limit of the preferred content is 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13% with respect to the total amount of the composition of the present invention.

Further, the compound represented by the formula (N-1-10) is preferably a compound selected from the group consisting of compounds represented by the formula (N-1-10.1) to the formula (N-1-10.14), preferably a formula. The compound represented by (N-1-10.1) to (N-1-10.5) is preferably a compound represented by the formula (N-1-10.1) and the formula (N-1-10.2).

The compounds represented by the formula (N-1-10.1) and the formula (N-1-10.2) may be used singly or in combination, and are preferably used alone or in combination with respect to the total amount of the composition of the present invention. The lower limit of the content is 5%, 10%, 13%, 15%, 17%, 20%. The preferred upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13% with respect to the total amount of the composition of the present invention.

The compound represented by the formula (N-1-11) is the following compound.

(wherein R ^N1111 and R ^N1112 each independently represent the same meaning as R ^N11 and R ^N12 in the formula (N-1).)
R ^{N1111 is} preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably an ethyl group, a propyl group, a butyl group, a vinyl group or a 1-propenyl group. R ^{N1112 is} preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, preferably an ethoxy group, a propoxy group or a butoxy group. .

The compound represented by the formula (N-1-11) may be used singly, or two or more compounds may be used in combination. The type of the compound which can be combined is not particularly limited, and is appropriately used in combination according to properties required for solubility at low temperature, transition temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one, two, three, four, or five or more kinds of one embodiment of the present invention.

When it is important to improve Δε, it is preferable to set the content to a higher level. When the solubility in low temperature is emphasized, if the content is set lower, the effect is high. When the value of T _ni is emphasized, the content is set. A little higher, the effect is high. Further, when it is desired to improve the characteristics of the drip or residual image, it is preferred to set the range of the content in the middle.

The lower limit of the preferred content of the compound represented by the formula (N-1-11) is 5%, 10%, 13%, 15%, 17%, 20% with respect to the total amount of the composition of the present invention. The upper limit of the preferred content is 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13% with respect to the total amount of the composition of the present invention.

Further, the compound represented by the formula (N-1-11) is preferably a compound selected from the group consisting of compounds represented by the formula (N-1-11.1) to the formula (N-1-11.14), preferably a formula. The compound represented by (N-1-11.1) to (N-1-11.14) is preferably a compound represented by the formula (N-1-11.2 and formula (N-1-11.4)).

The compounds represented by the formula (N-1-11.2) and the formula (N-1-11.4) may be used singly or in combination, and are preferably used alone or in combination with respect to the total amount of the composition of the present invention. The lower limit of the content is 5%, 10%, 13%, 15%, 17%, 20%. The upper limit of the preferred content is 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13% with respect to the total amount of the composition of the present invention.

The compound represented by the formula (N-1-12) is the following compound.

(wherein R ^N1121 and R ^N1122 each independently represent the same meaning as R ^N11 and R ^N12 in the formula (N).)
R ^{N1121 is} preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably an ethyl group, a propyl group or a butyl group. R ^{N1122 is} preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, preferably an ethoxy group, a propoxy group or a butoxy group. .

The compound represented by the formula (N-1-12) may be used singly, or two or more compounds may be used in combination. The type of the compound which can be combined is not particularly limited, and is appropriately used in combination according to properties required for solubility at low temperature, transition temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one, two, three, four, or five or more kinds of one embodiment of the present invention.

When it is important to improve Δε, it is preferable to set the content to a higher level. When the solubility in low temperature is emphasized, if the content is set higher, the effect is high. If the value of T _ni is emphasized, the content is set. A little more, the effect is high. Further, when it is desired to improve the characteristics of the drip or residual image, it is preferred to set the range of the content in the middle.

The lower limit of the preferred content of the compound represented by the formula (N-1-12) is 5%, 10%, 13%, 15%, 17%, 20% with respect to the total amount of the composition of the present invention. The upper limit of the preferred content is 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13% with respect to the total amount of the composition of the present invention.

The compound represented by the formula (N-1-13) is the following compound.

(wherein R ^N1131 and R ^N1132 each independently represent the same meaning as R ^N11 and R ^N12 in the formula (N).)
R ^{N1131 is} preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably an ethyl group, a propyl group or a butyl group. R ^{N1132 is} preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, preferably an ethoxy group, a propoxy group or a butoxy group. .

The compound represented by the formula (N-1-13) may be used singly, or two or more compounds may be used in combination. The type of the compound which can be combined is not particularly limited, and is appropriately used in combination according to properties required for solubility at low temperature, transition temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one, two, three, four, or five or more kinds of one embodiment of the present invention.

When it is important to improve Δε, it is preferable to set the content to a higher level. When the solubility in low temperature is emphasized, if the content is set higher, the effect is high. If the value of T _ni is emphasized, the content is set. A little more, the effect is high. Further, when it is desired to improve the characteristics of the drip or residual image, it is preferred to set the range of the content in the middle.

The lower limit of the preferred content of the compound represented by the formula (N-1-13) is 5%, 10%, 13%, 15%, 17%, 20% with respect to the total amount of the composition of the present invention. The upper limit of the preferred content is 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13% with respect to the total amount of the composition of the present invention.

The compound represented by the formula (N-1-14) is the following compound.

(wherein R ^N1141 and R ^N1142 each independently represent the same meaning as R ^N11 and R ^N12 in the formula (N).)
R ^{N1141 is} preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably an ethyl group, a propyl group or a butyl group. R ^{N1142 is} preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, preferably an ethoxy group, a propoxy group or a butoxy group. .

Although the compound represented by the formula (N-1-14) may be used alone, two or more compounds may be used in combination. The type of the compound which can be combined is not particularly limited, and is appropriately used in combination according to properties required for solubility at low temperature, transition temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one, two, three, four, or five or more kinds of one embodiment of the present invention.

When it is important to improve Δε, it is preferable to set the content to a higher level. When the solubility in low temperature is emphasized, if the content is set higher, the effect is high. When the value of T _ni is emphasized, the content is set. A little more, the effect is high. Further, when it is desired to improve the characteristics of the drip or residual image, it is preferred to set the range of the content in the middle.

The lower limit of the preferred content of the compound represented by the formula (N-1-14) is 5%, 10%, 13%, 15%, 17%, 20% with respect to the total amount of the composition of the present invention. The upper limit of the preferred content is 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13% with respect to the total amount of the composition of the present invention.

The compound represented by the formula (N-1-15) is the following compound.

(wherein R ^N1151 and R ^N1152 each independently represent the same meaning as R ^N11 and R ^N12 in the formula (N).)
R ^{N1151 is} preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably an ethyl group, a propyl group or a butyl group. R ^{N1152 is} preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, preferably an ethoxy group, a propoxy group or a butoxy group. .

The compound represented by the formula (N-1-15) may be used singly, or two or more compounds may be used in combination. The type of the compound which can be combined is not particularly limited, and is appropriately used in combination according to properties required for solubility at low temperature, transition temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one, two, three, four, or five or more kinds of one embodiment of the present invention.

When it is important to improve Δε, it is preferable to set the content to a higher level. When the solubility in low temperature is emphasized, if the content is set higher, the effect is high. If the value of T _ni is emphasized, the content is set. A little more, the effect is high. Further, when it is desired to improve the characteristics of the drip or residual image, it is preferred to set the range of the content in the middle.

The lower limit of the preferred content of the compound represented by the formula (N-1-15) is 5%, 10%, 13%, 15%, 17%, 20% with respect to the total amount of the composition of the present invention. The upper limit of the preferred content is 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13% with respect to the total amount of the composition of the present invention.

The compound represented by the formula (N-1-16) is the following compound.

(wherein R ^N1161 and R ^N1162 each independently represent the same meaning as R ^N11 and R ^N12 in the formula (N).)
R ^{N1161 is} preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably an ethyl group, a propyl group or a butyl group. R ^{N1162 is} preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, preferably an ethoxy group, a propoxy group or a butoxy group. .

The compound represented by the formula (N-1-16) may be used singly, or two or more compounds may be used in combination. The type of the compound which can be combined is not particularly limited, and is appropriately used in combination according to properties required for solubility at low temperature, transition temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one, two, three, four, or five or more kinds of one embodiment of the present invention.

When it is important to improve Δε, it is preferable to set the content to a higher level. When the solubility in low temperature is emphasized, if the content is set higher, the effect is high. If the value of T _ni is emphasized, the content is set. A little more, the effect is high. Further, when it is desired to improve the characteristics of the drip or residual image, it is preferred to set the range of the content in the middle.

The lower limit of the preferred content of the compound represented by the formula (N-1-16) is 5%, 10%, 13%, 15%, 17%, 20% with respect to the total amount of the composition of the present invention. The upper limit of the preferred content is 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13% with respect to the total amount of the composition of the present invention.

The compound represented by the formula (N-1-17) is the following compound.

(wherein R ^N1171 and R ^N1172 each independently represent the same meaning as R ^N11 and R ^N12 in the formula (N).)
R ^{N1171 is} preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably an ethyl group, a propyl group or a butyl group. R ^{N1172 is} preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, preferably an ethoxy group, a propoxy group or a butoxy group. .

The compound represented by the formula (N-1-17) may be used singly, or two or more compounds may be used in combination. The type of the compound which can be combined is not particularly limited, and is appropriately used in combination according to properties required for solubility at low temperature, transition temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one, two, three, four, or five or more kinds of one embodiment of the present invention.

When it is important to improve Δε, it is preferable to set the content to a higher level. When the solubility in low temperature is emphasized, if the content is set higher, the effect is high. When the value of T _ni is emphasized, the content is set. A little more, the effect is high. Further, when it is desired to improve the characteristics of the drip or residual image, it is preferred to set the range of the content in the middle.

The lower limit of the preferred content of the compound represented by the formula (N-1-17) is 5%, 10%, 13%, 15%, 17%, 20% with respect to the total amount of the composition of the present invention. The upper limit of the preferred content is 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13% with respect to the total amount of the composition of the present invention.

The compound represented by the formula (N-1-18) is the following compound.

(wherein R ^N1181 and R ^N1182 each independently represent the same meaning as R ^N11 and R ^N12 in the formula (N).)
R ^{N1181 is} preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably a methyl group, an ethyl group, a propyl group or a butyl group. R ^{N1182 is} preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, preferably an ethoxy group, a propoxy group or a butoxy group. .

The compound represented by the formula (N-1-18) may be used singly, or two or more compounds may be used in combination. The type of the compound which can be combined is not particularly limited, and is appropriately used in combination according to properties required for solubility at low temperature, transition temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one, two, three, four, or five or more kinds of one embodiment of the present invention.

When it is important to improve Δε, it is preferable to set the content to a higher level. When the solubility in low temperature is emphasized, if the content is set higher, the effect is high. When the value of T _ni is emphasized, the content is set. A little more, the effect is high. Further, when it is desired to improve the characteristics of the drip or residual image, it is preferred to set the range of the content in the middle.

The lower limit of the preferred content of the compound represented by the formula (N-1-18) is 5%, 10%, 13%, 15%, 17%, 20% with respect to the total amount of the composition of the present invention. The upper limit of the preferred content is 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13% with respect to the total amount of the composition of the present invention.

Further, the compound represented by the formula (N-1-18) is preferably a compound selected from the group consisting of compounds represented by the formula (N-1-18.1) to the formula (N-1-18.5), preferably a formula. The compound represented by (N-1-18.1) to (N-1-18.3) is preferably a compound represented by the formula (N-1-18.2 and formula (N-1-18.3)).

The compound represented by the formula (N-1-20) is the following compound.

(wherein R ^N1201 and R ^N1202 each independently represent the same meaning as R ^N11 and R ^N12 in the general formula (N).)
R ^N1201 and R ^N1202 are each independently preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably an ethyl group, a propyl group or a butyl group.

The compound represented by the formula (N-1-20) may be used singly, or two or more compounds may be used in combination. The type of the compound which can be combined is not particularly limited, and is appropriately used in combination according to properties required for solubility at low temperature, transition temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one, two, three, four, or five or more kinds of one embodiment of the present invention.

When it is important to improve Δε, it is preferable to set the content to a higher level. When the solubility in low temperature is emphasized, if the content is set higher, the effect is high. When the value of T _ni is emphasized, the content is set. A little more, the effect is high. Further, when it is desired to improve the characteristics of the drip or residual image, it is preferred to set the range of the content in the middle.

The lower limit of the preferred content of the compound represented by the formula (N-1-20) is 5%, 10%, 13%, 15%, 17%, 20% with respect to the total amount of the composition of the present invention. The upper limit of the preferred content is 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13% with respect to the total amount of the composition of the present invention.

The compound represented by the formula (N-1-21) is the following compound.

(wherein R ^N1211 and R ^N1212 each independently represent the same meaning as R ^N11 and R ^N12 in the formula (N).)
R ^N1211 and R ^N1212 are each independently preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably an ethyl group, a propyl group or a butyl group.

The compound represented by the formula (N-1-21) may be used singly, or two or more compounds may be used in combination. The type of the compound which can be combined is not particularly limited, and is appropriately used in combination according to properties required for solubility at low temperature, transition temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one, two, three, four, or five or more kinds of one embodiment of the present invention.

When it is important to improve Δε, it is preferable to set the content to a higher level. When the solubility in low temperature is emphasized, if the content is set higher, the effect is high. When the value of T _ni is emphasized, the content is set. A little more, the effect is high. Further, when it is desired to improve the characteristics of the drip or residual image, it is preferred to set the range of the content in the middle.

The lower limit of the preferred content of the compound represented by the formula (N-1-21) is 5%, 10%, 13%, 15%, 17%, 20% with respect to the total amount of the composition of the present invention. The upper limit of the preferred content is 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13% with respect to the total amount of the composition of the present invention.

The compound represented by the formula (N-1-22) is the following compound.

(wherein R ^N1221 and R ^N1222 each independently represent the same meaning as R ^N11 and R ^N12 in the formula (N).)
R ^N1221 and R ^N1222 are each independently preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably an ethyl group, a propyl group or a butyl group.

The compound represented by the formula (N-1-22) may be used singly, or two or more compounds may be used in combination. The type of the compound which can be combined is not particularly limited, and is appropriately used in combination according to properties required for solubility at low temperature, transition temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one, two, three, four, or five or more kinds of one embodiment of the present invention.

When it is important to improve Δε, it is preferable to set the content to a higher level. When the solubility in low temperature is emphasized, if the content is set higher, the effect is high. When the value of T _ni is emphasized, the content is set. A little more, the effect is high. Further, when it is desired to improve the characteristics of the drip or residual image, it is preferred to set the range of the content in the middle.

The lower limit of the preferred content of the compound represented by the formula (N-1-22) is 1%, 5%, 10%, 13%, 15%, 17%, 20 with respect to the total amount of the composition of the present invention. %. The upper limit of the preferred content is 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 5% with respect to the total amount of the composition of the present invention. .

Further, the compound represented by the formula (N-1-22) is preferably a compound selected from the group consisting of compounds represented by the formula (N-1-22.1) to the formula (N-1-22.12), preferably a formula. The compound represented by (N-1-22.1) to (N-1-22.5) is preferably a compound represented by the formula (N-1-22.1) to (N-1-22.4).

The compound represented by the formula (N-3) is preferably a compound selected from the group consisting of compounds represented by the formula (N-3-2).

(wherein R ^N321 and R ^N322 each independently represent the same meaning as R ^N31 and R ^N32 in the formula (N-3).)
R ^N321 and R ^{N322 are} preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably a propyl group or a pentyl group.

The compound represented by the formula (N-3-2) may be used singly, or two or more compounds may be used in combination. The type of the compound which can be combined is not particularly limited, and is appropriately used in combination according to properties required for solubility at low temperature, transition temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one, two, three, four, or five or more kinds of one embodiment of the present invention.

When it is important to improve Δε, it is preferable to set the content to a higher level. When the solubility in low temperature is emphasized, if the content is set higher, the effect is high. When the value of T _ni is emphasized, the content is set. Lower, the effect is high. Further, when it is desired to improve the characteristics of the drip or residual image, it is preferred to set the range of the content in the middle.

The lower limit of the preferred content of the compound represented by the formula (N-3-2) is 3%, 5%, 10%, 13%, 15%, 17%, 20 with respect to the total amount of the composition of the present invention. %, 23%, 25%, 27%, 30%, 33%, 35%. The upper limit of the preferred content is 50%, 40%, 38%, 35%, 33%, 30%, 28%, 25%, 23%, 20%, 18% with respect to the total amount of the composition of the present invention. , 15%, 13%, 10%, 8%, 7%, 6%, 5%.

Further, the compound represented by the formula (N-3-2) is preferably a compound selected from the group consisting of compounds represented by the formula (N-3-2.1) to the formula (N-3-2.3).

The liquid crystal composition of the present invention preferably contains one or more compounds represented by the formula (L). The compound represented by the formula (L) corresponds to a compound having a substantially dielectric property (the value of Δε is -2 to 2). Therefore, it is preferable that the number of polar groups such as halogens contained in the molecule is two or less, preferably one or less, and it is preferable not to have the polar group.

(wherein R ^L1 and R ^L2 each independently represent an alkyl group having 1 to 8 carbon atoms, and one of the alkyl groups or two or more non-adjacent -CH ₂ - may independently pass through -CH =CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-,
n ^L1 means 0, 1, 2 or 3,
A ^L1 , A ^L2 and A ^L3 each independently represent a group selected from the group consisting of (a), (b), (c):
(A) 1,4- cyclohexylene (in this group the presence of a -CH ₂ - or two or more of the adjacent -CH ₂ -. May also be substituted with -O-) and (b) 1 , 4-phenylene (one -CH= present in this group or two or more non-contiguous -CH= may also be substituted to -N=.)
(c) naphthalene-2,6-diyl, 1,2,3,4-tetrahydronaphthalene-2,6-diyl or decahydronaphthalene-2,6-diyl (present in naphthalene-2,6- One of the di- or 1,2,3,4-tetrahydronaphthalene-2,6-diyl-CH= or two or more non-contiguous -CH= may also be substituted with -N=.)
The above-mentioned group (a), the group (b) and the group (c) may each independently be substituted by a cyano group, a fluorine atom or a chlorine atom.
Z ^L1 and Z ^L2 each independently represent a single bond, -CH ₂ CH ₂ -, -(CH ₂ ) ₄ -, -OCH ₂ -, -CH ₂ O-, -COO-, -OCO-, -OCF ₂ - , -CF ₂ O-, -CH=N-N=CH-, -CH=CH-, -CF=CF- or -C≡C-,
When n ^L1 is 2 or 3 and a plurality of A ^L2 are present, the same may or may not be the same. When n ^L1 is 2 or 3 and there are a plurality of Z ^L2 , the same may or may be Different, but not including the compounds represented by the general formulae (N-1), (N-2) and (N-3). )
The compounds represented by the formula (L) may be used singly or in combination. The kind of the compound which can be combined is not particularly limited, and is appropriately used in combination according to desired properties such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one embodiment of the present invention. Or in another embodiment of the present invention, there are two, three, four, five, six, seven, eight, nine, or ten or more.

In the composition of the present invention, the content of the compound represented by the formula (L) must be based on solubility at low temperature, transition temperature, electrical reliability, birefringence, process compatibility, drip marks, afterimage, and The performance required for electrical guidance and the like is appropriately adjusted.

The lower limit of the preferred content of the compound represented by the formula (L) is 1%, 10%, 20%, 30%, 40%, 50%, 55%, 60% with respect to the total amount of the composition of the present invention. , 65%, 70%, 75%, 80%. The upper limit of the preferred content is 95%, 85%, 75%, 65%, 55%, 45%, 35%, 25%.

When the viscosity of the composition of the present invention is to be kept low and a composition having a fast response speed is required, it is preferable that the lower limit is high and the upper limit is also high. And, when T _ni of the composition of the invention be kept high, circumstances requiring good temperature stability of the composition, the high limit is preferably below said upper limit value is also high. Further, when it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable to lower the above lower limit and the upper limit is low.

When importance is attached to reliability, it is preferred that both R ^L1 and R ^L2 are alkyl groups. When it is important to reduce the volatility of the compound, it is preferably an alkoxy group, and when the viscosity is lowered, Preferably, at least one of them is an alkenyl group.

The halogen atom present in the molecule is preferably 0, 1, 2 or 3, preferably 0 or 1, and is preferably 1 when importance is attached to other liquid crystal molecules.

R ^L1 and R ^L2 are preferably a linear alkyl group having 1 to 5 carbon atoms and a linear carbon number of 1 to 4 when the ring structure of the bond is phenyl (aromatic). The alkoxy group and the alkenyl group having 4 to 5 carbon atoms are preferably a linear carbon atom when the ring structure of the bond is a saturated ring structure such as cyclohexane, piper or dioxane. An alkyl group having 1 to 5 alkyl groups, a linear alkoxy group having 1 to 4 carbon atoms, and a linear alkenyl group having 2 to 5 carbon atoms. In order to stabilize the nematic phase, it is preferred that the total of the carbon atom and the oxygen atom (if an oxygen atom is present) is 5 or less, and preferably linear.

The alkenyl group is preferably selected from the group represented by any one of the formulae (R1) to (R5). (The black dots in each formula represent the carbon atoms in the ring structure.)

n ^L1 is preferably 0 when the response speed is emphasized, and is preferably 2 or 3 in order to improve the upper limit temperature of the nematic phase, and is preferably 1 in order to achieve such balance. Further, in order to satisfy the characteristics required as a composition, it is preferred to combine different values of the compound.

A ^L1 , A ^L2 and A ^L3 are preferably aromatic when it is required to increase Δn, and are preferably aliphatic in order to improve the response speed, and each independently preferably represents trans-1,4-cyclohexylene, 1,4-phenylene, 2-fluoro-1,4-phenylene, 3-fluoro-1,4-phenylene, 3,5-difluoro-1,4-phenylene, 1,4 - cyclohexene, 1,4-bicyclo [2.2.2] octyl, piperidine-1,4-diyl, naphthalene-2,6-diyl, decahydronaphthalene-2,6-di Or a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, more preferably a structure as described below,

More preferably, it is a trans-1,4-cyclohexylene group or a 1,4-phenylene group.

Z ^L1 and Z ^L2 are preferably single bonds when the response speed is emphasized.

The compound represented by the formula (L) preferably has 0 or 1 halogen atoms in the molecule.

The compound represented by the formula (L) is preferably a compound selected from the group consisting of compounds represented by the formulae (L-1) to (L-7).

The compound represented by the formula (L-1) is the following compound.

(wherein R ^L11 and R ^L12 each independently represent the same meaning as R ^L1 and R ^L2 in the general formula (L).)
R ^L11 and R ^{L12 are} preferably a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, and a linear alkenyl group having 2 to 5 carbon atoms. .

The compound represented by the formula (L-1) may be used singly, or two or more compounds may be used in combination. The type of the compound which can be combined is not particularly limited, and is appropriately used in combination according to properties required for solubility at low temperature, transition temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one, two, three, four, or five or more kinds of one embodiment of the present invention.

The lower limit of the preferred content is 1%, 2%, 3%, 5%, 7%, 10%, 15%, 20%, 25%, 30%, 35% with respect to the total amount of the composition of the present invention. 40%, 45%, 50%, 55%. The upper limit of the preferred content is 95%, 90%, 85%, 80%, 75%, 70%, 65%, 60%, 55%, 50%, 45% with respect to the total amount of the composition of the present invention. 40%, 35%, 30%, 25%.

When the viscosity of the composition of the present invention is to be kept low and a composition having a fast response speed is required, it is preferable that the lower limit is high and the upper limit is also high. And, when T _ni of the composition of the invention be kept high, circumstances requiring good temperature stability of the composition, the preferred medium is below said limit value and the upper limit value is also moderate. Further, in order to increase the dielectric inductivity in order to keep the driving voltage low, it is preferable that the lower limit value is low and the upper limit value is also low.

The compound represented by the formula (L-1) is preferably a compound selected from the group consisting of compounds represented by the formula (L-1-1).

(wherein R ^L12 represents the same meaning as in the formula (L-1).)
The compound represented by the formula (L-1-1) is preferably a compound selected from the group consisting of compounds represented by the formula (L-1-1.1) to the formula (L-1-1.3), preferably a formula (L). The compound represented by the formula (L-1-1.3) is preferably a compound represented by the formula (L-1-1.3).

The lower limit of the preferred content of the compound represented by the formula (L-1-1.3) is 1%, 2%, 3%, 5%, 7%, and 10% with respect to the total amount of the composition of the present invention. The upper limit of the preferred content is 20%, 15%, 13%, 10%, 8%, 7%, 6%, 5%, 3% with respect to the total amount of the composition of the present invention.

The compound represented by the formula (L-1) is preferably a compound selected from the group consisting of compounds represented by the formula (L-1-2).

(wherein R ^L12 represents the same meaning as in the formula (L-1).)
The lower limit of the preferred content of the compound represented by the formula (L-1-2) is 1%, 5%, 10%, 15%, 17%, 20%, 23 with respect to the total amount of the composition of the present invention. %, 25%, 27%, 30%, 35%. The upper limit of the preferred content is 60%, 55%, 50%, 45%, 42%, 40%, 38%, 35%, 33%, 30% with respect to the total amount of the composition of the present invention.

Further, the compound represented by the formula (L-1-2) is preferably a compound selected from the group consisting of compounds represented by the formula (L-1-2.1) to the formula (L-1-2.4), preferably A compound represented by the formula (L-1-2.2) to the formula (L-1-2.4). In particular, the compound represented by the formula (L-1-2.2) is preferred because it particularly improves the response speed of the composition of the present invention. Further, when a high T _ni is required in comparison with the response speed, a compound represented by the formula (L-1-2.3) or the formula (L-1-2.4) is preferably used. In order to improve the solubility at a low temperature, it is not preferable that the content of the compound represented by the formula (L-1-2.3) and the formula (L-1-2.4) is 30% or more.

The lower limit of the preferred content of the compound represented by the formula (L-1-2.2) is 10%, 15%, 18%, 20%, 23%, 25%, 27 with respect to the total amount of the composition of the present invention. %, 30%, 33%, 35%, 38%, 40%. The upper limit of the preferred content is 60%, 55%, 50%, 45%, 43%, 40%, 38%, 35%, 32%, 30%, 27% with respect to the total amount of the composition of the present invention. 25%, 22%.

The lower limit of the preferred content of the compound represented by the formula (L-1-1.3) and the compound represented by the formula (L-1-2.2) is 10%, 15 based on the total amount of the composition of the present invention. %, 20%, 25%, 27%, 30%, 35%, 40%. The upper limit of the preferred content is 60%, 55%, 50%, 45%, 43%, 40%, 38%, 35%, 32%, 30%, 27% with respect to the total amount of the composition of the present invention. 25%, 22%.

The compound represented by the formula (L-1) is preferably a compound selected from the group consisting of compounds represented by the formula (L-1-3).

(wherein R ^L13 and R ^L14 each independently represent an alkyl group having 1 to 8 carbon atoms or an alkoxy group having 1 to 8 carbon atoms.)
R ^L13 and R ^{L14 are} preferably a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, and a linear alkenyl group having 2 to 5 carbon atoms. .

The lower limit of the preferred content of the compound represented by the formula (L-1-3) is 1%, 5%, 10%, 13%, 15%, 17%, 20 with respect to the total amount of the composition of the present invention. %, 23%, 25%, 30%. The upper limit of the preferred content is 60%, 55%, 50%, 45%, 40%, 37%, 35%, 33%, 30%, 27%, 25% with respect to the total amount of the composition of the present invention. 23%, 20%, 17%, 15%, 13%, 10%.
Further, the compound represented by the formula (L-1-3) is preferably a compound selected from the group consisting of compounds represented by the formula (L-1-3.1) to the formula (L-1-3.13), preferably a formula. (L-1-3.1), a compound represented by the formula (L-1-3.3) or the formula (L-1-3.4). In particular, the compound represented by the formula (L-1-3.1) is preferred because it particularly improves the response speed of the composition of the present invention. Further, when a high T _ni is required as compared with the response speed, it is preferred to use the formula (L-1-3.3), the formula (L-1-3.4), the formula (L-1-3.11), and the formula (L-1). -3.12) The compound represented. In order to improve the solubility at low temperatures, the total of the compounds represented by the formula (L-1-3.3), the formula (L-1-3.4), the formula (L-1-3.11), and the formula (L-1-3.12) It is not preferable to set the content to 20% or more.

The lower limit of the preferred content of the compound represented by the formula (L-1-3.1) is 1%, 2%, 3%, 5%, 7%, 10%, 13 with respect to the total amount of the composition of the present invention. %, 15%, 18%, 20%. The upper limit of the preferred content is 20%, 17%, 15%, 13%, 10%, 8%, 7%, 6% with respect to the total amount of the composition of the present invention.

The compound represented by the formula (L-1) is preferably a compound selected from the group consisting of compounds represented by the formula (L-1-4) and/or (L-1-5).

(wherein R ^L15 and R ^L16 each independently represent an alkyl group having 1 to 8 carbon atoms or an alkoxy group having 1 to 8 carbon atoms.)
R ^L15 and R ^{L16 are} preferably a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, and a linear alkenyl group having 2 to 5 carbon atoms. .

The lower limit of the preferred content of the compound represented by the formula (L-1-4) is 1%, 5%, 10%, 13%, 15%, 17%, 20 with respect to the total amount of the composition of the present invention. %. The upper limit of the preferred content is 25%, 23%, 20%, 17%, 15%, 13%, 10% with respect to the total amount of the composition of the present invention.

The lower limit of the preferred content of the compound represented by the formula (L-1-5) is 1%, 5%, 10%, 13%, 15%, 17%, 20 with respect to the total amount of the composition of the present invention. %. The upper limit of the preferred content is 25%, 23%, 20%, 17%, 15%, 13%, 10% with respect to the total amount of the composition of the present invention.

Further, the compounds represented by the formulae (L-1-4) and (L-1-5) are preferably selected from the group consisting of the compounds represented by the formula (L-1-4.1) to the formula (L-1-5.3). The compound in the formula is preferably a compound represented by the formula (L-1-4.2) or the formula (L-1-5.2).

The lower limit of the preferred content of the compound represented by the formula (L-1-4.2) is 1%, 2%, 3%, 5%, 7%, 10%, 13 with respect to the total amount of the composition of the present invention. %, 15%, 18%, 20%. The upper limit of the preferred content is 20%, 17%, 15%, 13%, 10%, 8%, 7%, 6% with respect to the total amount of the composition of the present invention.

Preferably, it is selected from the group consisting of formula (L-1-1.3), formula (L-1-2.2), formula (L-1-3.1), formula (L-1-3.3), formula (L-1-3.4), Two or more compounds of the formula (L-1-3.11) and the formula (L-1-3.12) are combined, preferably selected from the formula (L-1-1.3) and the formula (L-1). -2.2), two or more compounds of the compounds represented by the formula (L-1-3.1), the formula (L-1-3.3), the formula (L-1-3.4), and the formula (L-1-4.2) In combination, the lower limit of the preferred content of the total content of the compounds is 1%, 2%, 3%, 5%, 7%, 10%, 13%, 15 with respect to the total amount of the composition of the present invention. %, 18%, 20%, 23%, 25%, 27%, 30%, 33%, 35%, and the upper limit are 80%, 70%, 60%, based on the total amount of the composition of the present invention. 50%, 45%, 40%, 37%, 35%, 33%, 30%, 28%, 25%, 23%, 20%. When attention is paid to the reliability of the composition, it is preferred to select 2 selected from the compounds represented by the formula (L-1-3.1), the formula (L-1-3.3), and the formula (L-1-3.4). When a combination of the above compounds is considered, when the response speed of the composition is emphasized, it is preferred to select two or more of the compounds represented by the formula (L-1-1.3) and the formula (L-1-2.2). The compounds are combined.
The compound represented by the formula (L-1) is preferably a compound selected from the group consisting of compounds represented by the formula (L-1-6).

(wherein R ^L17 and R ^L18 each independently represent a methyl group or a hydrogen atom.)
The lower limit of the preferred content of the compound represented by the formula (L-1-6) is 1%, 5%, 10%, 15%, 17%, 20%, 23 with respect to the total amount of the composition of the present invention. %, 25%, 27%, 30%, 35%. The upper limit of the preferred content is 60%, 55%, 50%, 45%, 42%, 40%, 38%, 35%, 33%, 30% with respect to the total amount of the composition of the present invention.

Further, the compound represented by the formula (L-1-6) is preferably a compound selected from the group consisting of compounds represented by the formula (L-1-6.1) to the formula (L-1-6.3).

The compound represented by the formula (L-2) is the following compound.

(wherein R ^L21 and R ^L22 each independently represent the same meaning as R ^L1 and R ^L2 in the general formula (L).)
R ^{L21 is} preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and R ^{L22 is} preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 4 to 5 carbon atoms or An alkoxy group having 1 to 4 carbon atoms.

The compound represented by the formula (L-2) may be used singly, or two or more compounds may be used in combination. The type of the compound which can be combined is not particularly limited, and is appropriately used in combination according to properties required for solubility at low temperature, transition temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one, two, three, four, or five or more kinds of one embodiment of the present invention.

When the solubility in low temperature is emphasized, if the content is set higher, the effect is high. Conversely, when the response speed is emphasized, if the content is set lower, the effect is high. Further, when it is desired to improve the characteristics of the drip or residual image, it is preferred to set the range of the content in the middle.

The lower limit of the preferred content of the compound represented by the formula (L-2) is 1%, 2%, 3%, 5%, 7%, and 10% with respect to the total amount of the composition of the present invention. The upper limit of the preferred content is 20%, 15%, 13%, 10%, 8%, 7%, 6%, 5%, 3% with respect to the total amount of the composition of the present invention.

Further, the compound represented by the formula (L-2) is preferably a compound selected from the group consisting of compounds represented by the formula (L-2.1) to the formula (L-2.6), preferably a formula (L-2.1). A compound represented by the formula (L-2.3), the formula (L-2.4) and the formula (L-2.6).

The compound represented by the formula (L-3) is the following compound.

(wherein R ^L31 and R ^L32 each independently represent the same meaning as R ^L1 and R ^L2 in the general formula (L).)
R ^L31 and R ^L32 are each independently preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms.

The compound represented by the formula (L-3) may be used singly, or two or more compounds may be used in combination. The type of the compound which can be combined is not particularly limited, and is appropriately used in combination according to properties required for solubility at low temperature, transition temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one, two, three, four, or five or more kinds of one embodiment of the present invention.

The lower limit of the preferred content of the compound represented by the formula (L-3) is 1%, 2%, 3%, 5%, 7%, and 10% with respect to the total amount of the composition of the present invention. The upper limit of the preferred content is 20%, 15%, 13%, 10%, 8%, 7%, 6%, 5%, 3% with respect to the total amount of the composition of the present invention.

When a high birefringence is to be obtained, if the content is set to a higher level, the effect is high. Conversely, when the high T _ni is emphasized, if the content is set lower, the effect is high. Further, when it is desired to improve the characteristics of the drip or residual image, it is preferred to set the range of the content in the middle.

Further, the compound represented by the formula (L-3) is preferably a compound selected from the group consisting of the compounds represented by the formula (L-3.1) to the formula (L-3.7), preferably a formula (L-3.2). A compound represented by the formula (L-3.5).

The compound represented by the formula (L-4) is the following compound.

(wherein R ^L41 and R ^L42 each independently represent the same meaning as R ^L1 and R ^L2 in the formula (L).)
R ^{L41 is} preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and R ^{L42 is} preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 4 to 5 carbon atoms or An alkoxy group having 1 to 4 carbon atoms. )
The compound represented by the formula (L-4) may be used singly, or two or more compounds may be used in combination. The type of the compound which can be combined is not particularly limited, and is appropriately used in combination according to properties required for solubility at low temperature, transition temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one, two, three, four, or five or more kinds of one embodiment of the present invention.

In the composition of the present invention, the content of the compound represented by the formula (L-4) must be based on solubility at low temperature, transition temperature, electrical reliability, birefringence, process compatibility, drip marks, and afterimages. The performance required for dielectric guidance, etc., is appropriately adjusted.

The lower limit of the preferred content of the compound represented by the formula (L-4) is 1%, 2%, 3%, 5%, 7%, 10%, 14%, based on the total amount of the composition of the present invention. 16%, 20%, 23%, 26%, 30%, 35%, 40%. The upper limit of the preferred content of the compound represented by the formula (L-4) is 50%, 40%, 35%, 30%, 20%, 15%, 10%, based on the total amount of the composition of the present invention. 5%.

The compound represented by the formula (L-4) is preferably, for example, a compound represented by the formula (L-4.1) to the formula (L-4.3).

The compound represented by the formula (L-4.1) may be contained according to the properties required for solubility in low temperature, transition temperature, electrical reliability, birefringence, etc., and may also contain a compound represented by the formula (L-4.2). Further, both the compound represented by the formula (L-4.1) and the compound represented by the formula (L-4.2) may be contained, or all the compounds represented by the formula (L-4.1) to the formula (L-4.3) may be contained. The lower limit of the preferred content of the compound represented by the formula (L-4.1) or the formula (L-4.2) is 3%, 5%, 7%, 9%, and 11% with respect to the total amount of the composition of the present invention. 12%, 13%, 18%, 21%, preferred upper limit is 45%, 40%, 35%, 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10 %,8%.

When the compound represented by the formula (L-4.1) and the compound represented by the formula (L-4.2) are contained, the lower limit of the preferred content of the two compounds relative to the total amount of the composition of the present invention The preferred upper limit is 45%, 19%, 24%, 30%, 45%, 40%, 35%, 30%, 25%, 23%, 20%, 18%, 15%, 13%.

The compound represented by the formula (L-4) is preferably a compound represented by the formula (L-4.4) to the formula (L-4.6), and preferably a compound represented by the formula (L-4.4).

The compound represented by the formula (L-4.4) may be contained according to the properties required for solubility at low temperature, transition temperature, electrical reliability, birefringence, etc., and may also contain a compound represented by the formula (L-4.5). Or it may contain both the compound represented by formula (L-4.4) and the compound represented by formula (L-4.5).

The lower limit of the preferred content of the compound represented by the formula (L-4.4) or the formula (L-4.5) is 3%, 5%, 7%, 9%, and 11% with respect to the total amount of the composition of the present invention. 12%, 13%, 18%, 21%. Preferred upper limits are 45%, 40%, 35%, 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%.

When the compound represented by the formula (L-4.4) and the compound represented by the formula (L-4.5) are contained, the lower limit of the preferred content of the two compounds relative to the total amount of the composition of the present invention The preferred upper limit is 45%, 19%, 24%, 30%, 45%, 40%, 35%, 30%, 25%, 23%, 20%, 18%, 15%, 13%.

The compound represented by the formula (L-4) is preferably a compound represented by the formula (L-4.7) to the formula (L-4.10), and more preferably a compound represented by the formula (L-4.9).

The compound represented by the formula (L-5) is the following compound.

(wherein R ^L51 and R ^L52 each independently represent the same meaning as R ^L1 and R ^L2 in the general formula (L).)
R ^{L51 is} preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and R ^{L52 is} preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 4 to 5 carbon atoms or An alkoxy group having 1 to 4 carbon atoms.

The compound represented by the formula (L-5) may be used singly, or two or more compounds may be used in combination. The type of the compound which can be combined is not particularly limited, and is appropriately used in combination according to properties required for solubility at low temperature, transition temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one, two, three, four, or five or more kinds of one embodiment of the present invention.

In the composition of the present invention, the content of the compound represented by the formula (L-5) must be based on solubility at low temperature, transition temperature, electrical reliability, birefringence, process compatibility, drip marks, and afterimages. The performance required for dielectric guidance, etc., is appropriately adjusted.

The lower limit of the preferred content of the compound represented by the formula (L-5) is 1%, 2%, 3%, 5%, 7%, 10%, 14%, based on the total amount of the composition of the present invention. 16%, 20%, 23%, 26%, 30%, 35%, 40%. The upper limit of the preferred content of the compound represented by the formula (L-5) is 50%, 40%, 35%, 30%, 20%, 15%, 10%, based on the total amount of the composition of the present invention. 5%.
The compound represented by the formula (L-5) is preferably a compound represented by the formula (L-5.1) or the formula (L-5.2), and more preferably a compound represented by the formula (L-5.1).

The lower limit of the preferred content of these compounds relative to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, 7%. The preferred upper limit values for these compounds are 20%, 15%, 13%, 10%, 9%.

The compound represented by the formula (L-5) is preferably a compound represented by the formula (L-5.3) or the formula (L-5.4).

The lower limit of the preferred content of these compounds relative to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, 7%. The preferred upper limit values for these compounds are 20%, 15%, 13%, 10%, 9%.

The compound represented by the formula (L-5) is preferably a compound selected from the group consisting of compounds represented by the formula (L-5.5) to the formula (L-5.7), and more preferably represented by the formula (L-5.7). Compound.

The lower limit of the preferred content of these compounds relative to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, 7%. The preferred upper limit values for these compounds are 20%, 15%, 13%, 10%, 9%.

The compound represented by the formula (L-6) is the following compound.

(wherein R ^L61 and R ^L62 each independently represent the same meaning as R ^L1 and R ^L2 in the formula (L), and X ^L61 and X ^L62 each independently represent a hydrogen atom or a fluorine atom.)
R ^L61 and R ^L62 are each independently preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably one of X ^L61 and X ^L62 is a fluorine atom, and the other is another. It is a hydrogen atom.

The compound represented by the formula (L-6) may be used singly, or two or more compounds may be used in combination. The type of the compound which can be combined is not particularly limited, and is appropriately used in combination according to properties required for solubility at low temperature, transition temperature, electrical reliability, and birefringence. The type of the compound to be used is, for example, one, two, three, four, or five or more kinds of one embodiment of the present invention.

The lower limit of the preferred content of the compound represented by the formula (L-6) is 1%, 2%, 3%, 5%, 7%, 10%, 14%, based on the total amount of the composition of the present invention. 16%, 20%, 23%, 26%, 30%, 35%, 40%. The upper limit of the preferred content of the compound represented by the formula (L-6) is 50%, 40%, 35%, 30%, 20%, 15%, 10%, based on the total amount of the composition of the present invention. 5%. When the focus is on increasing the Δn, it is preferable to increase the content, and when the emphasis is on the "precipitation at a low temperature", it is preferable that the content is small.

The compound represented by the formula (L-6) is preferably a compound represented by the formula (L-6.1) to the formula (L-6.9).

The type of the compound which can be combined is not particularly limited, and it is preferred to contain one to three kinds of these compounds, and more preferably one to four kinds. Further, since the molecular weight distribution of the selected compound is also effective for solubility, it is preferred to select one compound from the compound represented by the formula (L-6.1) or (L-6.2), for example, from the formula (L-6.4). Or one compound selected from (L-6.5), one compound selected from the compound represented by formula (L-6.6) or (L-6.7), from formula (L-6.8) or (L-6.9) For the compound represented by the formula, one compound is selected, and these are appropriately combined. Among them, preferred are compounds represented by the formula (L-6.1), the formula (L-6.3), the formula (L-6.4), the formula (L-6.6) and the formula (L-6.9).

Further, the compound represented by the formula (L-6) is preferably a compound represented by the formula (L-6.10) to the formula (L-6.17), and among them, a compound represented by the formula (L-6.11) is preferred. .

The lower limit of the preferred content of these compounds relative to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, 7%. The preferred upper limit values for these compounds are 20%, 15%, 13%, 10%, 9%.

The compound represented by the formula (L-7) is the following compound.

(wherein R ^L71 and R ^L72 each independently represent the same meaning as R ^L1 and R ^L2 in the formula (L), and A ^L71 and A ^L72 each independently represent A ^L2 in the formula (L) and A ^{L3 has the} same meaning, and the hydrogen atoms on A ^L71 and A ^L72 are each independently substituted by a fluorine atom, and Z ^L71 represents the same meaning as Z ^L2 in the general formula (L), and X ^L71 and X ^L72 are each independently Indicates a fluorine atom or a hydrogen atom.)
In the formula, R ^L71 and R ^L72 are each independently preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and A ^L71 and A ^L72. Each of them is preferably 1,4-cyclohexylene or 1,4-phenylene, and the hydrogen atoms on A ^L71 and A ^L72 are each independently substituted by a fluorine atom, and Z ^{L71 is} preferably a single bond or COO. Preferably, it is a single bond, and X ^L71 and X ^{L72 are} preferably a hydrogen atom.

The kind of the compound which can be combined is not particularly limited, and is combined according to properties required at low temperature solubility, transition temperature, electrical reliability, birefringence, and the like. The type of the compound to be used is, for example, one, two, three, or four kinds of one embodiment of the present invention.

In the composition of the present invention, the content of the compound represented by the formula (L-7) must be based on solubility at low temperature, transition temperature, electrical reliability, birefringence, process compatibility, drip marks, and afterimages. The performance required for dielectric guidance, etc., is appropriately adjusted.

The lower limit of the preferred content of the compound represented by the formula (L-7) is 1%, 2%, 3%, 5%, 7%, 10%, 14%, based on the total amount of the composition of the present invention. 16%, 20%. The upper limit of the preferred content of the compound represented by the formula (L-7) is 30%, 25%, 23%, 20%, 18%, 15%, 10%, based on the total amount of the composition of the present invention. 5%.

When it is desired that the composition of the present invention is in the form of a high T _ni embodiment, it is preferred to make the content of the compound represented by the formula (L-7) a little more, and when a low viscosity embodiment is desired, it is preferred to Less content.

Further, the compound represented by the formula (L-7) is preferably a compound represented by the formula (L-7.1) to the formula (L-7.4), and is preferably a compound represented by the formula (L-7.2).

Further, the compound represented by the formula (L-7) is preferably a compound represented by the formula (L-7.11) to the formula (L-7.13), and preferably a compound represented by the formula (L-7.11).

Further, the compound represented by the formula (L-7) is a compound represented by the formula (L-7.21) to the formula (L-7.23). A compound represented by the formula (L-7.21) is preferred.

Further, the compound represented by the formula (L-7) is preferably a compound represented by the formula (L-7.31) to the formula (L-7.34), preferably a formula (L-7.31) or/and a formula (L-). 7.32) Compounds indicated.

Further, the compound represented by the formula (L-7) is preferably a compound represented by the formula (L-7.41) to the formula (L-7.44), preferably a formula (L-7.41) or/and a formula (L-). 7.42) Compounds indicated.

Further, the compound represented by the formula (L-7) is preferably a compound represented by the formula (L-7.51) to the formula (L-7.53).

The lower limit of the total preferable content of the compound represented by the general formula (i), the general formula (L) and the (N) is 80%, 85%, 88%, 90% with respect to the total amount of the composition of the present invention. 92%, 93%, 94%, 95%, 96%, 97%, 98%, 99%, 100%. The upper limit of the preferred content is 100%, 99%, 98%, 95%.

The lower limit of the total preferable content of the compound represented by the general formula (i) and the general formula (L-1) to (L-7) is 80%, 85%, and 88 with respect to the total amount of the composition of the present invention. %, 90%, 92%, 93%, 94%, 95%, 96%, 97%, 98%, 99%, 100%. The upper limit of the preferred content is 100%, 99%, 98%, 95%.

The composition of the present invention preferably does not contain a compound having a structure in which an oxygen atom such as a peracid (-CO-OO-) structure is bonded to each other in the molecule.

When attention is paid to the reliability and long-term stability of the composition, it is preferred that the content of the compound having a carbonyl group is 5% or less, more preferably 3% or less, more preferably 1 or less, relative to the total mass of the above composition. Below %, the best is not substantially contained.

When the stability of the UV irradiation is emphasized, it is preferred that the content of the compound substituted with a chlorine atom is 15% or less, preferably 10% or less, preferably 8% or less, relative to the total mass of the composition. More preferably, it is 5% or less, preferably 3% or less, and even more preferably it is substantially not contained.

Preferably, the amount of the ring structure in the molecule is 6-membered ring, and preferably the content of the compound having 6 ring members in the molecule is 80% or more relative to the total mass of the composition. More preferably, it is 90% or more, and more preferably 95% or more. It is preferably a composition which is substantially only a compound having a ring of 6 members in the ring structure of the molecule.

In order to suppress deterioration due to oxidation of the composition, it is preferred to reduce the content of the compound having a cyclohexene group as a ring structure, preferably a compound having a cyclohexene group with respect to the total mass of the above composition. The content is 10% or less, preferably 8% or less, more preferably 5% or less, preferably 3% or less, and even more preferably substantially no.

When it is important to improve the viscosity and improve the T _{ni ,} it is preferred to reduce the content of a compound having a hydrogen atom in the molecule and a halogen substituted 2-methylbenzene-1,4-diyl group, preferably with respect to the above composition. The total mass of the substance is such that the content of the compound having a 2-methylbenzene-1,4-diyl group in the molecule is 10% or less, preferably 8% or less, more preferably 5% or less, more preferably 3%. Hereinafter, it is preferable that it does not contain substantially.

In the present case, the term "substantially does not contain" means "except that it is not contained in things that are not intentionally contained".

When the compound contained in the composition of the first embodiment of the present invention has an alkenyl group as a side chain, when the alkenyl group is bonded to cyclohexane, the number of carbon atoms of the alkenyl group is preferably from 2 to 5. When the alkenyl group is bonded to benzene, the number of carbon atoms of the alkenyl group is preferably 4 to 5. The unsaturated bond of the alkenyl group and benzene are preferably not directly bonded.

The average elastic constant (K _AVG ) of the liquid crystal composition used in the present invention is preferably from 10 to 25, as the lower limit thereof, preferably 10, preferably 10.5, preferably 11, preferably 11.5. Preferably, it is 12, preferably 12.3, preferably 12.5, preferably 12.8, preferably 13, preferably 13.3, preferably 13.5, preferably 13.8, preferably 14, preferably 14.3. Preferably, it is 14.5, preferably 14.8, preferably 15, preferably 15.3, preferably 15.5, preferably 15.8, preferably 16, preferably 16.3, preferably 16.5, preferably 16.8. Preferably, it is 17, preferably 17.3, preferably 17.5, preferably 17.8, preferably 18, as its upper limit, preferably 25, preferably 24.5, preferably 24, preferably 23.5. Preferably, it is preferably 23, preferably 22.8, preferably 22.5, preferably 22.3, preferably 22, preferably 21.8, preferably 21.5, preferably 21.3, preferably 21, preferably 20.8. Preferably, it is 20.5, preferably 20.3, preferably 20, preferably 19.8, preferably 19.5, preferably 19.3, preferably 19, preferably 18.8, preferably 18.5, preferably 18.3. Preferably, it is preferably 18, preferably 17.8, preferably 17.5. 17.3, preferably 17. When it is important to reduce the power consumption, it is effective to suppress the amount of light of the backlight, and the liquid crystal display element preferably increases the transmittance of light. Therefore, it is preferable to set the value of K _{AVG to a} lower value. When it is important to improve the response speed, it is preferable to set the value of K _{AVG to a} higher value.

The polymerizable liquid crystal composition of the present invention preferably contains a self-aligning compound in order to further impart vertical alignment. The self-aligning compound is a compound which can control the alignment of the liquid crystal composition without using a liquid crystal alignment film such as a conventional polyimide or the like on one side or both sides of the substrate.

The self-aligning compound is mainly used by being added to a liquid crystal composition, and has a function of directly contacting a liquid crystal layer containing the liquid crystal composition (electrode (for example, ITO), a substrate (for example, a glass substrate, An acrylic substrate, a transparent substrate, a flexible substrate, or the like, a resin layer (for example, a color filter, an alignment film, an overcoat layer, etc.), an insulating film (for example, an inorganic material film, SiNx, etc.), and interact. The homeotropic arrangement or the horizontal alignment of the liquid crystal molecules of the liquid crystal layer is induced. More preferably, the compound is such that the liquid crystal composition is aligned perpendicular or substantially perpendicular to the substrate.

The self-aligning compound preferably has "polymerizable groups for polymerization", "mesogen group similar to liquid crystal molecules", and "adsorbing groups which can interact with members directly contacting the liquid crystal layer". "Group" and "a flexible group that induces the alignment of liquid crystal molecules".

The self-aligning compound is preferably a compound represented by the following formula (SAL).

(In the above formula, P ^al represents a group of the general formula (P-I) ~ formula (P-IX) represented by the.

(wherein R ^p11 and R ^p12 each independently represent a hydrogen atom, an alkyl group having 1 to 5 carbon atoms or a halogenated alkyl group having 1 to 5 carbon atoms, and W ^p11 represents a single bond, -O-, -COO- Or methylene, p and t ^p11 each independently represent 0, 1 or 2.),
Sp ^al represents a single bond or a linear or branched alkyl group having 1 to 20 carbon atoms, and one of the alkyl groups or two or more of -CH ₂ - which are not adjacent to each other may be independently -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-,
T represents an adsorption group,
MG represents a liquid crystal original group,
Cg represents a hydrogen atom, an adsorption group, -Sp ^al -P ^al or a linear or branched alkyl group having 1 to 20 carbon atoms, and one of the alkyl groups or two or more adjacent ones. -CH ₂ - each independently may be substituted by -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-, and any of Cg, MG and T Can be substituted into a polymeric group - Sp ^al -P ^al ,
n ^sal1 , n ^{sal 2} and n ^{sal 3} each independently represent a natural number of 1 to 5. )
The polymerizable group of the present invention is a group represented by P ^al , which is directly or optionally bonded to other structures through a spacer group. The polymerizable group is preferably represented by P ^al -Sp ^al -.

P ^al is a group selected from the group represented by the following general formula (P-I) to the formula (P-IX), and more preferably a formula (P-I).

(wherein R ^p11 and R ^p12 each independently represent a hydrogen atom, an alkyl group having 1 to 5 carbon atoms or a halogenated alkyl group having 1 to 5 carbon atoms, and W ^p11 represents a single bond, -O-, -COO- Or methylene, p and t ^p11 represent 0, 1 or 2.)
In the self-aligning compound of the present invention, P ^al -Sp ^al - may also be bonded to a liquid crystal original group, an adsorption group, and/or a flexible group.

Further, in the self-aligning compound of the present invention, the polymerizable group is preferably bonded to the liquid crystal original group, the adsorption group or the flexible group directly or through a spacer group, more preferably directly or through a spacer group. In the liquid crystal original group or adsorption group.

The spacer group (Sp ^al ) preferably represents a single bond or a linear or branched alkyl group having 1 to 20 carbon atoms, more preferably 1 to 20 carbon atoms in a single bond or a linear chain. The alkylene group preferably represents a single bond or a linear alkyl group having 2 to 10 carbon atoms. Further, in the above-mentioned spacer group (Sp ^al ), one of the alkyl groups or two or more of -CH ₂ - which are not adjacent to each other may independently pass through -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO- substitution.

In the self-aligning compound of the present invention, the number of the polymerizable groups (P ^al -Sp ^al -) is preferably 1 or more and 5 or less, more preferably 1 or more and 4 or less, still more preferably 2 or more and 4 or less. More preferably 2 or 3, and still more preferably 2.

The hydrogen atom in P ^al -Sp ^al - may also be substituted by a polymerizable group, an adsorption group and/or a flexible group.

The liquid crystal primordial group of the present invention means a group having a rigid portion, and for example, one or more ring-type groups are provided, preferably having 2 to 4 ring groups, more preferably 3 to 4 ring groups. The ring base may also be joined by a linking group as needed. The liquid crystal primordial group is preferably a skeleton similar to the liquid crystal compound used for the liquid crystal layer.

In addition, in the present specification, "ring-based group" means an atomic group in which a constituent atom is bonded to a ring, and includes a carbocyclic ring, a heterocyclic ring, a saturated or unsaturated ring structure, a monocyclic ring, a 2-ring structure, and a polycyclic ring. Structure, aromatic, non-aromatic, etc. Further, the cyclic group may contain at least one hetero-atom, and may be substituted with at least one substituent (a halogen atom, a reactive functional group, an organic group (alkyl group, aryl group, etc.)). When the cyclic group is a single ring, the liquid crystal original group preferably contains two or more single rings.

The above liquid crystal original group is preferably represented by the formula (AL), for example.

(wherein, Z ^AL represents a single bond, -CH=CH-, -CF=CF-, -C≡C-, -COO-, -OCO-, -OCOO-, -CF ₂ O-, -OCF ₂ - , -CH=CHCOO-, -OCOCH=CH-, -CH ₂ -CH ₂ COO-, -OCOCH ₂ -CH ₂ -, -CH=C(CH ₃ )COO-, -OCOC(CH ₃ )=CH- , -CH ₂ -CH(CH ₃ )COO-, -OCOCH(CH ₃ )-CH ₂ -, -OCH ₂ CH ₂ O- or an alkylene group having 1 to 20 carbon atoms, one of the alkylene groups Two or more non-contiguous two or more -CH ₂ - may also be substituted by -O-, -COO- or -OCO-,
A ^AL represents a bivalent ring group,
One or more hydrogen atoms of Z ^AL and A ^AL may each independently be substituted by a halogen atom, an adsorption group, a P ^al -Sp ^al - or a monovalent organic group.
When there are a plurality of cases in which Z ^AL and A ^AL are respectively present, each may be the same or different from each other.
m ^AL represents an integer from 1 to 5,
The * at the left end and the * at the right end in the above formula represent a key bond. )
In the general formula (AL), Z ^{AL is} preferably a single bond or an alkylene group having 2 to 20 carbon atoms, more preferably a single bond or an alkylene group having 2 to 10 carbon atoms. Or a contiguous extension of the above-described alkyl group of two or more -CH ₂ - may also be -O - COO- substituted or -OCO- -,. Further, when the target is a linearity of a rod-shaped molecule, it is preferred that the single bond in the form in which the ring is directly bonded to the ring or the number of atoms directly connecting the ring to the ring is an even number. For example, in the case of -CH ₂ -CH ₂ COO-, the number of atoms directly connecting the ring to the ring is four.

In the formula (AL), a ring group as A ^AL can be preferably used, which is preferably selected from the group consisting of 1,4-phenylene, 1,4-cyclohexylene, 1,4-cyclohexenyl, tetrahydropyran. -2,5-diyl, 1,3-dioxane-2,5-diyl, tetrahydrothiopyran-2,5-diyl, thiophene-2,5-diyl, 1,4-linked (2,2,2) octyl, decalin-2,6-diyl, pyridine-2,5-diyl, pyrimidine-2,5-diyl, pyridin-2,5-diyl, Thiophene-2,5-diyl, 1,2,3,4-tetrahydronaphthalene-2,6-diyl, 2,6-anthranyl, phenanthrene-2,7-diyl, 9,10-di Hydrogen phenanthrene-2,7-diyl, 1,2,3,4,4a,9,10a-octahydrophenanthrene-2,7-diyl, 1,4-naphthyl, benzo[1,2- b: 4,5-b']dithiophene-2,6-diyl, benzo[1,2-b:4,5-b']diselenophene-2,6-diyl,[1]benzene And benzothieno[3,2-b]thiophene-2,7-diyl, [1]benzoselenopheno[3,2-b]selenophene-2,7-diyl and a structure of a group consisting of 茀-2,7-diyl groups, such structures may be unsubstituted or substituted, more preferably 1,4-phenylene, 1,4-cyclohexylene, 2 , 6-naphthyl or phenanthrene-2, The 7-diyl group is preferably a 1,4-phenylene group or a 1,4-cyclohexylene group. Further, one or two or more hydrogen atoms in the cyclic group may be substituted by a halogen atom, an adsorption group, a P ^al -Sp ^al - or a monovalent organic group.

In the general formula (AL), the monovalent organic group is a group which constitutes a chemical structure due to the form in which the organic compound becomes a monovalent group, and refers to an atomic group obtained by removing one hydrogen atom from the organic compound, and examples thereof include carbon. The alkyl group having 1 to 15 atoms, the alkenyl group having 2 to 15 carbon atoms, the alkoxy group having 1 to 14 carbon atoms, and the alkenyloxy group having 2 to 15 carbon atoms are preferably one having 1 to 15 carbon atoms. An alkyl group of 15 or an alkoxy group having 1 to 14 carbon atoms. Further, the alkyl group, an alkenyl group, an alkoxy group, an alkenyloxy or abutment of the two or more -CH ₂ - may also be -O -, - COO- or -OCO-. Further, the above-mentioned monovalent organic group may also function as a flexible group to be described later.

In the above formula (AL), m ^{AL is} preferably an integer of from 2 to 4.

A particularly preferred form among the above liquid crystal original groups is represented by the following formula (AL-1) or (AL-2), more preferably (AL-1).

(In the above formula, X ^al1 to X ^al18 each independently represent a hydrogen atom, a halogen atom, a P ^al -Sp ^al -, an adsorption group or a flexible group, and each of the ring A and the ring B independently represents a cyclohexane ring or a benzene. ring,
One or two or more of X ^al1 to X ^al18 are substituted with the above-mentioned adsorption group.
One or two or more of X ^al1 to X ^al18 are substituted with the aforementioned flexible group.
The aforementioned adsorption group and the aforementioned flexible group may also be substituted with the aforementioned P ^al -Sp ^al -,
The above formula (AL-1) or the formula (AL-2) has one or two or more kinds of the aforementioned P ^al -Sp ^al -. )
In the above formula (AL-1), at least one or two or more of X ^al1 or X ^al8 to X ^al12 are preferably substituted with an adsorption group, more preferably at least one or two of X ^al1 or X ^al10 . The above species are substituted into an adsorption group. Further, in this case, the aforementioned adsorption group may also be substituted with P ^al -Sp ^al -. Particularly in the case where the ring A is a cyclohexane ring, it is preferred that X ^al10 is substituted into an adsorption group.

In the above formula (AL-1), at least one or two or more of X ^al6 to X ^{al14 are} preferably substituted with a polymerizable group, and more preferably any one of X ^a9 or X ^al11 is substituted with P. ^Al -Sp ^al -.

In the above formula (AL-1), at least one or two or more of X ^al1 to X ^al3 , X ^al6 to X ^al14 and X ^al17 to X ^al18 are preferably substituted into a flexible group, preferably X ^{al1 .} At least one or two or more of -X ^al3 , X ^al6 to X ^al9 , X ^al11 to X ^al14 or X ^al17 to X ^al18 are substituted into a flexible group. More preferably, ^Xal1 is substituted into a flexible group, and any one of ^Xal6 to ^Xal9 or ^Xal11 to ^Xal14 is substituted into a flexible group. In this case, it is more preferred that the flexible group in the former X ^al1 has more carbon atoms than the latter. The flexible group can also be substituted with P ^al -Sp ^al -.

In the above formula (AL-2), at least one or two or more of X ^al1 or X ^al6 to X ^al10 are preferably substituted into an adsorption group, and more preferably X ^al1 or X ^al8 is substituted into an adsorption group. . In addition, in this case, the adsorption group may also be substituted with P ^al -Sp ^al -. Particularly in the case where the ring A is a cyclohexane ring, it is preferred that X ^al8 is substituted with an adsorption group.

In the above formula (AL-2), it is preferred that one or two or more of X ^al6 to X ^al10 are substituted with P ^al -Sp ^al -, and more preferably any of X ^al7 or X ^al9 is substituted. Into P ^al -Sp ^al -.

In the above formula (AL-2), at least one or two or more of X ^al6 to X ^{al10 are} preferably substituted with P ^al -Sp ^al -, and more preferably any of X ^al7 or X ^al4 is substituted. Into P ^al -Sp ^al -.

In the above formula (AL-2), at least one or two or more of X ^al1 to X ^al7 or X ^al9 to X ^al14 are preferably substituted into a flexible group, preferably X ^al1 , X ^al4 to X ^{al7 .} Or at least one or two or more of X ^al9 to X ^al12 are substituted into a flexible group. More preferably, ^Xal1 is substituted into a flexible group, and any one of ^Xal4 to ^Xal7 or ^Xal9 to ^Xal12 is substituted into a flexible group. In this case, it is more preferred that the flexible group in the former X ^al1 has more carbon atoms than the latter. The flexible group can also be substituted with P ^al -Sp ^al -.

Preferred examples of the liquid crystal original group include the following formulas (AL-1-1) to (AL-2-3). The general formula (AL) has a structure in which two hydrogen atoms in the structure are detached.

One or two or more hydrogen atoms in the cyclohexane ring, the benzene ring, the piper ring or the dioxane ring in the general formulae (AL-1-1) to (AL-2-3) may also be used. Substituted into a halogen atom, P ^al -Sp ^al -, a monovalent organic group (for example, an alkyl group having 1 to 15 carbon atoms, an alkoxy group having 1 to 14 carbon atoms), an adsorption group or a flexible group .

Preferred examples of the above liquid crystal primary group are the formula (AL-1-1), the formula (AL-1-4), the formula (AL-1-7), and the formula (AL-2-1). Or a structure represented by the formula (AL-2-3), a structure represented by the formula (AL-1-4), the formula (AL-1-7) or the formula (AL-2-3), A structure represented by the general formula (AL-1-4) or the general formula (AL-1-7).

The adsorption group of the present invention is a group having an action of adsorbing to an adsorption medium such as a substrate, a film or an electrode. Adsorption is generally classified into "chemical adsorption that forms a chemical bond (covalent bond, ionic bond, or metal bond) between the adsorbent medium and the adsorbed material" or "physical adsorption other than the chemical adsorption". The adsorption in this specification may be Any of chemisorption or physical adsorption is preferably adsorbed by an adsorption medium by physical adsorption. Therefore, the adsorbing group of the present invention is preferably a group capable of physically adsorbing with an adsorption medium, and the adsorbing group is more preferably bonded to the adsorbing medium by intermolecular force. The form to be bonded to the adsorption medium by the intermolecular force may be bonded to the adsorption medium by interactions such as permanent dipole, permanent quadrupole, dispersive force, charge transfer force, or hydrogen bond. A preferred embodiment of the adsorption group of the present invention is a form which can be bonded to an adsorption medium by hydrogen bonding. In this case, the adsorbing group of the present invention may be a donor or acceptor of a proton that transmits hydrogen bonds, or both.

The adsorbing group of the present invention preferably contains a group of a polar element having an atomic group in which a carbon atom is bonded to a hetero atom. The term "polar element" as used in this specification refers to a group of atoms in which a carbon atom is directly bonded to a hetero atom. The hetero atom is preferably at least one selected from the group consisting of N, O, S, P, B, and Si, and is preferably at least one selected from the group consisting of N, O, and S. It is preferably at least one selected from the group consisting of N and O, preferably O.

Further, in the self-aligning compound of the present invention, the valence of the polar element of the present invention is monovalent, divalent, trivalent or the like, and is not particularly limited, and the number of polar elements in the adsorbing group is not Special restrictions.

In the self-aligning compound of the present invention, the above-mentioned adsorption group preferably has 1 to 8, more preferably 1 to 4, still more preferably 1 to 3 in one molecule.

Further, the adsorption group of the present invention does not include P ^al -Sp ^al - and a flexible group.

The adsorbing group of the present invention contains one or more polar elements, and the adsorbing group can be roughly classified into a cyclic basic type and a chain basic type. The ring type is a form containing a ring group in its structure, and the ring group has a ring structure containing a polar element, and the chain type form does not contain a ring group in its structure (having a polar element) The shape of the ring structure). The chain group has a form in which a polar element is present in a chain group of a straight chain or a branch, and a ring structure having no polar element may be provided in this part.

The adsorption group of the present invention is a form containing a cyclic group, and means a form in which at least one polar element is contained in a ring-shaped atomic arrangement. In addition, the ring type in this specification is as mentioned above. Therefore, when the adsorption group of the present invention is in the form of a ring-containing group, the adsorption group may be branched or may be linear as long as it contains a cyclic group having a polar element.

The form in which the adsorption group of the present invention is a chain group means a form in which a ring atom having no polar element is arranged in the molecule, and at least one of the atomic arrangement (or branch) in a line shape is contained. Polar element. Further, the chain group in the present specification means an atomic group in which a ring atom is not arranged in a structural formula and the constituent atoms are bonded in a linear form (which may also be branched), and means an acyclic group. In other words, the following concept: refers to a linear or branched aliphatic group, which may contain either a saturated bond or an unsaturated bond, for example, including an alkyl group, an alkenyl group, an alkoxy group, an ester group, and an ether. a ketone group or the like may be at least one substituent (reactive functional group (vinyl group, acryl group, methacryl group, etc.), chain organic group (alkyl group) , cyano, etc.))). Further, the chain group of the present invention may be either linear or branched.

The adsorbing group of the present invention preferably has a chain group or a ring group, and when a concentration is important, a chain group is preferred, and from the viewpoint of stability of the liquid crystal composition, a ring type is preferred. base.

When the adsorption group of the present invention is a cyclic group, it is more preferably a heteroaromatic group having 3 to 20 carbon atoms (including a condensed ring) or a heteroaliphatic group having 3 to 20 carbon atoms (including condensation Further, it is more preferably a heteroaromatic group having 3 to 12 carbon atoms (including a condensed ring) or a heteroaliphatic group having 3 to 12 carbon atoms (including a condensed ring), and more preferably 5 a cycloheteroaromatic group, a 5-membered cycloaliphatic group, a 6-membered ring heteroaromatic group or a 6-membered ring heteroaliphatic group, and the hydrogen atom in the ring structure may be substituted into a halogen atom or a carbon atom. A linear or branched alkyl group or alkyloxy group having 1 to 5 carbon atoms.

When the adsorption group of the present invention is a chain group, it is preferred that a hydrogen atom or -CH ₂ - in a linear or branched alkyl group having 1 to 20 carbon atoms is substituted with a polar element. One of the alkyl groups or two or more of -CH ₂ - which are not adjacent may also be -CH=CH-, -C≡C-, -O-, -CO-, -COO-, -OCO- or - OCO-COO-substituted. Further, in the case where the adsorption group of the present invention is a chain group, it is preferred that the end portion contains a polar element or two or more polar elements.

The hydrogen atom of the adsorbing group of the present invention may also be substituted with a polymerizable group.

Specifically, the type of the polar element of the present invention is preferably a polar element containing an oxygen atom (hereinafter referred to as an oxygen-containing polar element) or a polar element containing a nitrogen atom (hereinafter referred to as a nitrogen-containing polar element). A polar element containing a phosphorus atom (hereinafter referred to as a phosphorus-containing polar element), a polar element containing a boron atom (hereinafter referred to as a boron-containing polar element), and a polar element containing a ruthenium atom (hereinafter referred to as a ruthenium-containing polar element) The partial structure represented by a polar element containing a sulfur atom (hereinafter referred to as a sulfur-containing polar element) is more preferably a nitrogen-containing polar element or an oxygen-containing polar element from the viewpoint of adsorption ability, and more preferably an oxygen-containing polar element.

The oxygen-containing polar component is preferably selected from the group consisting of a hydroxyl group (-OH), an alkylol group (-R ^t -OH; R ^t is an alkylene group), an alkoxy group (-OR; wherein R Is an alkyl group, a mercapto group (-CHO), a carboxyl group (-COOH), an ether group (-R ^t OR ^t' -; wherein R ^t , R ^{t '} is an alkylene group or an alkenyl group (alkenylene group)), carbonyl (-R ^t -C(=O)-R ^t' -; wherein R ^t , R ^{t '} is alkyl or alkenyl), carbonate (-O-C (= O) -O-), and ester group (-COOR ^{t '-;} wherein, R ^t' or at least one group linked to a carbon atom of an alkylene group or a group alkenylene group) consisting of a base in the base of.

The above nitrogen-containing polar element is preferably selected from the group consisting of a cyano group (-CN), a first-order amine group (-NH ₂ ), a second-order amine group (-NH-), and a tertiary amine group (-NRR'; At least one of a group consisting of R, R ^' is an alkyl group, a pyridyl group, an aminecarbamyl group (-CONH ₂ ), and a ureido group (-NHCONH ₂ ) or a group having such a group bonded to a carbon atom.

Examples of the phosphorus-containing polar elements, preferably selected from the group consisting of a phosphine _{(phosphinyl) (- CX 2 -P} (= O) H 2) and a phosphoric acid group _{(-CX 2 -OP (= O)} (OH) 2) consisting of At least one of the groups in the group or a group to which the carbon atom is bonded.

The boron-containing polar element is preferably a group having a boronic acid group (-B(OH) ₂ ) bonded to a carbon atom.

As the ruthenium-containing polar element, a -Si(OH) ₃ group or -Si(OR)(OR')(OR'') is preferably bonded to a carbon atom; wherein R, R', and R'' are an alkane Base).

The sulfur-containing polar element is preferably selected from the group consisting of a mercapto group (-SH), a sulfide group (-S-), an oxythio group (-S(=O)-), and a sulfonyl group (-SO _{2 ).} -) at least one of a group consisting of a sulfonamide group (-SO ₂ NH ₂ ), a sulfonic acid group (-SO ₃ H), and a sulfinic acid group (-S(=O)OH) A group or a group bonded to a carbon atom.

Therefore, the adsorption group of the present invention is preferably selected from the group consisting of a ring-based group having an oxygen-containing polar element (hereinafter referred to as an oxygen-containing ring group) and a ring group having a nitrogen atom-polar element. a group (hereinafter referred to as a nitrogen-containing cyclic group), a ring group having a phosphorus-containing polar element (hereinafter referred to as a phosphorus-containing ring group), and a ring group having a boron-containing polar element The base (hereinafter referred to as a boron-containing cyclic group) and the cyclic group are provided with a base containing a polar element (hereinafter referred to as an anthracene-containing ring group), and the ring group is provided with a sulfur-containing polar element. The base (hereinafter referred to as a sulfur-containing cyclic group) and the chain group are provided with a group having an oxygen-containing polar element (hereinafter referred to as an oxygen-containing chain group), and the chain group is provided with a polar element having a nitrogen atom. The base (hereinafter referred to as a nitrogen-containing chain group) and the chain group are provided with a phosphorus-containing polar element (hereinafter referred to as a phosphorus-containing chain group), and the chain group is provided with a boron-containing polar element. The base (hereinafter referred to as a boron-containing chain group) and the chain group have a base containing a polar element (hereinafter, referred to as a ruthenium-containing group) The base group and the chain group are one or two or more kinds of the group consisting of a group having a sulfur-containing polar element (hereinafter referred to as a sulfur-containing chain group) or containing the group, and the adsorption capacity is In view of the above, it is more preferred to contain one or two or more groups selected from the group consisting of an oxygen-containing cyclic group, a sulfur-containing cyclic group, an oxygen-containing chain group, and a nitrogen-containing chain group.

The oxygen-containing cyclic group preferably has an ether group or a carbonyl group in the ring, and as the ether group, it preferably contains the following group.

Further, the carbonyl group preferably contains any of the following groups.

The nitrogen-containing cyclic group preferably contains any of the following groups.

The sulfur-containing cyclic group preferably contains any of the following groups.

The boron-containing cyclic group preferably contains any of the following groups.

The above-mentioned anthracene-containing ring group preferably contains a silsesquioxane group [-(R) _n (SiO _1.5 ) _{n - 1} ].

The above oxygen-containing chain group preferably contains any of the following groups.

(In the above formula, R ^at each independently represents a hydrogen atom or an alkyl group having 1 to 5 carbon atoms. In the above formula, Z ^at represents a single bond, or a linear or branched carbon number of 1 to 15; An alkyl group or a linear or branched alkenyl group having 2 to 18 carbon atoms, and the alkyl group or the alkenyl group-CH ₂ - may be substituted with an oxygen atom not directly adjacent thereto. -O-, -COO-, -C(=O)-, -OCO-substituted, X ^at represents an alkyl group having 1 to 5 carbon atoms, and the -CH ₂ - of the alkyl group may also be directly adjacent to the oxygen atom. The method is replaced by -O-, -COO-, -C(=O)-, -OCO-.)
The nitrogen-containing chain group preferably contains the following groups.

(In the above formula, R ^at , R ^bt , R ^ct and R ^dt each independently represent a hydrogen atom or an alkyl group having 1 to 5 carbon atoms.)
The sulfur-containing chain group preferably contains the following groups.

The above-mentioned fluorenyl group-containing group preferably contains -Si(OH) ₃ or -Si(OR)(OR') (OR''); wherein R, R', and R'' are alkyl groups). As the boron-containing chain group, -B(OH) _{2 is} preferably contained. As the phosphorus-containing chain group, -OP(=O)(OH) _{2 is} preferably contained.

The adsorbing group of the present invention is preferably a group represented by the following formula (T).

(In the above formula (T), X ^t1 represents a linear or branched alkyl group having 1 to 18 carbon atoms, -NH ₂ or -Z ^t2 -O-R ^t1 group, and hydrogen in the above alkyl group The atom may also be substituted with a cyano group, P ^al -Sp ^al -, or the -CH ₂ - of the aforementioned alkyl group may be substituted with -O-, -COO-, -C(=O) in such a manner that the oxygen atoms are not directly adjacent to each other. -, -OCO-, -CH=CH-, the above R ^t1 represents a hydrogen atom, an alkyl group having 1 to 5 carbon atoms or a linear chain of 1 to 8 carbon atoms which may also be bonded to Z ^t1 Or a branched alkyl group or a linear or branched alkenyl group having 2 to 8 carbon atoms bonded to Z ^t1 , wherein Z ^t2 represents a single bond and has 1 to 18 carbon atoms. a linear or branched alkyl group or a linear or branched alkenyl group having 2 to 18 carbon atoms, and the alkyl group or the alkenyl group-CH ₂ - may also be an oxygen atom not directly The adjacency is replaced by -O-, -COO-, -C(=O)-, -OCO-,
Z ^t1 represents a single bond, a linear or branched alkyl group having 1 to 18 carbon atoms, or a linear or branched alkenyl group having 2 to 18 carbon atoms, and the alkyl group is - CH ₂ - may also be substituted with -O-, -COO-, -C(=O)-, -OCO- in such a manner that the oxygen atoms are not directly adjacent, and, when X ^t1 is -Z ^t2 -O-R ^t1 When R ^t1 is an alkylene group or an alkenyl group, the hydrogen atom of Z ^t1 may be substituted with R ^t1 .
W ^t0 represents a linear or branched alkyl group having 1 to 18 carbon atoms, and the -CH ₂ - of the alkyl group may be substituted with -O-, -CH= in such a manner that the oxygen atoms are not directly adjacent to each other. CH-, -COO-, -C(=O)-, -OCO-, and further, the hydrogen atom of the alkylene group may be substituted into the general formula (T),
W ^t1 represents a single bond or a linear or branched alkyl group, and the -CH ₂ - of the alkyl group may be substituted with -O-, -COO-, -C (=) in such a manner that the oxygen atoms are not directly adjacent to each other. O)-, -OCO-,
n ^t1 represents an integer of 0 or more and 4 or less,
A hydrogen atom within the molecule may also be substituted with a polymerizable group P ^al -Sp ^al - (P ^al Sp ^al and the above general formula (SAL) and the same as the P ^al Sp ^al.), * Represents a bonding bond, Bonded to a liquid crystal original group, a polymerizable group, a flexible group, or a spacer group. )
In the above formula (T), preferred X ^t1 represents a linear or branched alkyl group having 1 to 17 carbon atoms, -NH ₂ or -Z ^t2 -O-R ^t1 group, and The hydrogen atom may be substituted with a cyano group, P ^al -Sp ^al -, and the above R ^t1 represents a hydrogen atom, an alkyl group having 1 to 5 carbon atoms or a carbon atom which may be bonded to Z ^{t1 and having} 1 to 8 carbon atoms. a linear or branched alkyl group or a linear or branched alkenyl group having 2 to 8 carbon atoms bonded to Z ^t1 , wherein Z ^t2 represents a single bond and has 1 carbon atom ～18 linear or branched alkyl or a linear or branched alkenyl group having 2 to 18 carbon atoms, and the alkyl or the alkenyl group -CH ₂ - The oxygen atoms are not directly adjacent to -O-, -COO-, -C(=O)-, -OCO-.

In the above formula (T), a hydrogen atom which is an alkyl group represented by W ^t0 may be substituted with a form of the formula (T), and in other words, as an adsorption group (formula (T)) The form substituted by the adsorption group (formula (T)) is a group represented by the following formula (t).

(Of the formula ^{(t), X t1, Z} t1, W t1 and n ^t1 in the general formula (T) in the X ^t1, Z ^t1, W ^t1 and same n ^t1,
W ^t2 represents a single bond or an organic group of 2 to 4 valences.
m ^t1 represents an integer of 1 or more 3 or less, the hydrogen atom within the molecule may also be substituted with a polymerizable group P ^al -Sp ^al - P ^al and Sp ^al (P ^al Sp ^al and the above general formula (SAL) of the The same.), * indicates a bonding bond, which is bonded to a liquid crystal original group, a polymerizable group, a flexible group or a spacer group. )
"-W ^t2 -Any" in the above formula (t), and W ^t2 represents a single bond to a polyvalent group, and indicates that the bond bond is monovalent to polyvalent (Any).

In the above formula (t), the divalent to tetravalent organic group is a group which constitutes a chemical structure due to an organic compound having a valence of 2 to 4, and means removing 2 to 4 hydrogen atoms from the organic compound. Into the atomic group.

In the above formula (t), the divalent to tetravalent organic group -W ^t2 -Any is preferably a chain-like organic group, and examples thereof include a linear or branched carbon atom number of 1 to 10 Alkyl groups (the alkyl group -CH ₂ - may also be substituted into -O-, -COO-, -C(=O)-, -OCO-) in a manner that the oxygen atoms are not directly adjacent, linear branched shape or a number of carbon atoms of 1 to 10 polyvalent alkylene group (the alkylene group of the -CH ₂ - can also be oxygen atoms are not directly adjacent to the embodiment is substituted with -O -, - COO-, -C(=O)-, -OCO-), -PH-, -POH-, -NH-, a nitrogen atom or a phosphorus atom. The alkylene polyvalent group refers to a trivalent or tetravalent group which is produced by further removing 1 to 2 hydrogen atoms from an alkylene group, and means a 3-4 valent group having a free valence of a so-called hydrocarbon chain.

The group represented by the above formula (t) is a preferred aspect of W ^t0 in the formula (T), that is, the adsorption group (the formula (T)) can also be adsorbed groups (the formula (T) a preferred form of the group represented by the above formula (t), for example, when W ^t2 is a trivalent organic group, that is, m ^t1 is 2, and W ^t2 is a nitrogen atom. In the case of the alkyl polyvalent group, for example, the following formula (t-a) or (t-b) can be exemplified.

(In the above formulas (t-a) and (t-b), R ^tc is a hydrogen atom, a linear or branched alkyl group having 1 to 10 carbon atoms or a polymerizable group P ^al -Sp ^al -,
Z ^t1 and Z ^{t1 '} each independently represent the same meaning as Z ^t1 in the general formula (T),
X ^t1 and X ^{t1 '} each independently represent the same meaning as X ^t1 in the general formula (T),
W ^t1 represents the same meaning as W ^t1 in the general formula (T),
n ^t1 and n ^{t1 '} each independently represent the same meaning as n ^t1 in the general formula (T),
A hydrogen atom within the molecule may also be substituted with a polymerizable group P ^al -Sp ^al - (P ^al Sp ^al and the above general formula (SAL) and the same as the P ^al Sp ^al.), * Represents a bonding bond, Bonded to a liquid crystal original group, a polymerizable group, a flexible group, or a spacer group. )
In the general formula (t), for example, when -W ^t2 -Any is a tetravalent organic group, that is, when m ^t1 is 3 and -W ^t2 -Any is an alkylene polyvalent group, for example, The following formula (t-c).

(In the above formula (t-c), Z ^t1 , Z ^{t1 '} and Z ^{t1 ''} each independently represent the same meaning as Z ^t1 in the general formula (T),
X ^t1 , X ^{t1 '} and X ^{t1 ''} each independently represent the same meaning as X ^t1 in the general formula (T),
W ^t1 represents the same meaning as W ^t1 in the general formula (T),
n ^t1 , n ^{t1 '} and n ^{t1 ''} each independently represent the same meaning as n ^t1 in the general formula (T), and a hydrogen atom in the molecule may be substituted into a polymerizable group P ^al -Sp ^al -( and the same P ^al Sp ^al Sp P ^al and the above general formula (SAL) in the ^al.), * represents a bonding bond with mesogen group, a polymerizable group, or a flexible spacer group bonded group. )
In the above formula (t), m ^{t1 is} preferably 1 or 2, more preferably 1. Further, among the forms represented by the above formula (t-a), formula (t-b) and formula (t-c), the form represented by the above formula (t-a) is preferred.

In the above formula (t), -W ^t2 -Any is preferably a single bond or a divalent to trivalent organic group, more preferably a single bond, a linear or branched carbon atom having 1 to 8 carbon atoms. extending alkyl group (the alkyl group of the extension -CH ₂ -. can also oxygen atoms are not directly adjacent to the embodiment is substituted -O-), carbon atoms, a linear or branched of 1 to 8 alkanetriyl group ( The alkane triyl-CH ₂ - may also be substituted with an oxygen atom not directly adjacent to -O-.) or a linear or branched alkyl-subunit (the alkyl-subunit -CH _{2 )} - It is also possible to substitute oxygen atoms in a manner that is not directly adjacent to -O-.). For example, the following bases can be cited.

(In the above formulas, R ^tc represents a number from 1 to 8 carbon atoms, the alkyl group or the polymerizable group P ^al -Sp ^al - (P ^al and Sp ^al same as in the general formula (P ^al and Sp ^al) in the SAL .), n ^t0 represents an integer of 1 to 7, * represents a bond bond) and can also be a polymerizable group P ^al -Sp ^al -. substituted at a hydrogen atom of W ^t2.

In the above formula (t), m ^t1 preferably represents 1 or 2.

In the above formula (T) or formula (t), W ^t1 preferably represents a single bond or a linear or branched alkyl group having 1 to 8 carbon atoms (indicating a single bond or a linear chain or a branched alkyl group, the alkyl group -CH ₂ - may also be substituted with -O-, -COO-, -C(=O)-, -OCO-. More preferably, it is a single bond or a linear or branched alkyl group having 1 to 7 carbon atoms (indicating a single bond or a linear or branched alkyl group, and the alkyl group of the alkyl group is also CH ₂ - The oxygen atom may be replaced by -O- in a manner that is not directly adjacent. Further, W ^t1 may be bonded instead of a hydrogen atom of a liquid crystal original group, a polymerizable group or a flexible group.

In the above formula (T) or formula (t), a form in which "X ^{t1 is} not bonded to Z ^t1 (chain group)" and "X ^t1 and Z ^t1 bond to form a ring (ring group) )".

In the case of the former form, X ^{t1 is} preferably a linear or branched alkyl group having 1 to 8 carbon atoms, substituted by -NH ₂ , -Z ^t2 -O-R ^t1 or cyano. The linear or branched alkyl group having 1 to 7 carbon atoms is more preferably a linear or branched alkyl group having 1 to 7 carbon atoms, and a -Z ^t2 -O-R ^t1 group. A linear or branched alkyl group having 1 to 7 carbon atoms substituted by a cyano group. Further, in the case when the former ^{aspect, -Z t2 R t1 -O-R} t1 each independently represent a group of a hydrogen atom, carbon atoms, alkyl of 1 to 5, Z ^t2 is preferably a single bond, the carbon atoms 1 to 10 linear or branched alkyl groups or 2 to 10 linear or branched alkenyl groups having 2 to 10 carbon atoms (the alkyl group or the alkenyl group -CH ₂ -) Alternatively, oxygen atoms may be substituted into -O-, -COO-, -C(=O)-, -OCO-).

In the case of the latter form, it is preferred that n ^t1 is 1 or more, X ^t1 is -Z ^t2 -O-R ^t1 , and R ^t1 is a linear or branched alkyl group having 1 to 7 carbon atoms. Further, a linear or branched alkenyl group having 2 to 7 carbon atoms is substituted with a hydrogen atom of Z ^t1 and bonded to R ^t1 . For example, it is preferably represented by the following formula (T').

(In the above formula (T'), R ^{t1 '} each independently represents a linear or branched alkyl group having 1 to 8 carbon atoms or a linear or branched extension having 2 to 8 carbon atoms. Alkenyl,
Z ^t2' each independently represents a single bond, a linear or branched alkyl group having 1 to 10 carbon atoms, or a linear or branched alkenyl group having 2 to 10 carbon atoms. Or the alkenyl group-CH ₂ - may be substituted with -O-, -COO-, -C(=O)-, -OCO- in such a manner that the oxygen atoms are not directly adjacent to each other.
Z ^{t1 '} represents a straight-chain or branched alkyl-trivalent group having 1 to 18 carbon atoms or a linear or branched alkenyl-trivalent group having 1 to 18 carbon atoms. The -CH ₂ - group of an alkyl 3 valent group or an alkenyl group 3 valent group may be substituted with -O-, -COO-, -C(=O)- or OCO- in such a manner that the oxygen atoms are not directly adjacent to each other.
W ^t2 represents a single bond or an organic group of 2 to 4 valences.
W ^t1 represents a single bond or a linear or branched alkyl group, and the -CH ₂ - of the alkyl group may be substituted with -O-, -COO-, -C (=) in such a manner that the oxygen atoms are not directly adjacent to each other. O)-, -OCO-,
n ^{t1 '} represents an integer of 1 or more and 4 or less,
m ^t1 'represents an integer of 1 or more 3 or less, the hydrogen atom within the molecule may also be substituted with a polymerizable group P ^al -Sp ^al - P ^al and Sp (P ^al Sp ^al and the above general formula (SAL) of the ^{Al is the} same.), * denotes a bonding bond, bonded to a liquid crystal original group, a polymerizable group, a flexible group or a spacer group. )
The alkylene group of the alkylene group means a trivalent group which is produced by further removing one hydrogen atom from the alkylene group. The alkenyl group of the alkenyl group means a trivalent group derived by further removing one hydrogen atom from an alkenyl group, and is contained in a trivalent group having a free valence of a so-called hydrocarbon chain, for example, an alkane triyl group or an alkyl group. Base.

In the above formula (T), when X ^{t1 is} not bonded to Z ^t1 (chain group), Z ^t1 represents a single bond, a linear or branched carbon number of 1 to 12 Alkyl or a linear or branched alkenyl group having 2 to 12 carbon atoms, the -CH ₂ - of the alkyl group may be substituted into -O-, -COO-, -C(=O) )-, -OCO-.

In the above formula (T), when X ^t1 is bonded to Z ^t1 (ring group), it is as in the above formula (T').

In the above formula (T), n ^t1 preferably represents an integer of 0 or more and 3 or less, and n ^{t1 more} preferably represents an integer of 0 or more and 2 or less.

The above formula (T) is preferably selected from the group consisting of the cyclic group represented by the formula (T-1-1) to (T-4-1) and the formula (T-5-1) to (T-6-). 1) At least one of the group of chain-based groups represented. When the adsorption group represented by the formula (T) of the present invention is a ring group, the formula (T-1-1) is preferred from the viewpoints of the adsorption ability and the compatibility with the liquid crystal composition. Or general formula (T-2-1). When the adsorption group represented by the formula (T) of the present invention is a chain group, the formula (T-5-1) is preferred from the viewpoints of adsorption ability and stability of the liquid crystal composition. ) or general formula (T-7-1).

(In the above formula (T-1-1) to (T-7-1), X ^ta and X ^tb each independently represent -O-, -S- or CH ₂ -,
R ^t5 represents a linear or branched alkyl group having 1 to 8 carbon atoms, a cyanated alkyl group or a linear or branched alkoxy group having 1 to 8 carbon atoms, and such an alkyl group. At least two or more of -CH ₂ - may be substituted with -CH=CH-, -C≡C-, -O- or -NH- in such a manner that the oxygen atoms are not directly adjacent to each other.
Z ^t3 represents a single bond, a linear or branched alkyl group having 1 to 18 carbon atoms or a linear or branched alkyl group having 2 to 18 carbon atoms, and the alkyl group or the alkyl group The alkenyl group-CH ₂ - may also be substituted with -O-, -COO-, -C(=O)-, -OCO- in such a manner that the oxygen atoms are not directly adjacent to each other.
W ^t2 represents a single bond or an organic group of 1 to 4 valence,
W ^t1 represents a single bond or a linear or branched alkyl group.
Nt1 represents an integer of 0 or more and 4 or less.
mt1 represents an integer of 1 or more 3 or less, the hydrogen atom within the molecule may also be substituted with a polymerizable group P ^al -Sp ^al - P ^al and Sp (P ^al Sp ^al and the above general formula (SAL) in the same ^al .), * indicates a bonding bond, which is bonded to a liquid crystal original group, a polymerizable group, a flexible group or a spacer group. )
Preferably, in the above formula (T-1-1) to (T-4-1), either X ^ta or X ^tb is -O-, more preferably X ^ta and X ^tb are -O-.

Specific examples of the above formula (T-1-1) to (T-4-1) include the following groups.

(In the above formulas, R ^tc based consisting of hydrogen atoms, carbon atoms, alkyl of 1 to 7 or a polymerizable group P ^al -Sp ^al - (P ^al Sp ^al and the above general formula (SAL) P ^al in the Same as Sp ^al .), the hydrogen atom in the molecule may be substituted with the above polymerizable group P ^al -Sp ^al -, * represents a bond, and a liquid crystal original group, a polymerizable group, a flexible group Or spacer group bonding.)
The above formula (T-5-1) preferably represents the formula (T-5-2).

(In the above formula (T-5-2), W ^t1 represents the same meaning as W ^t1 in the above formula (T-5), and R ^t51 and R ^t52 each independently represent 1 to 8 carbon atoms. a linear or branched alkyl group or a cyanated alkyl group, wherein at least two or more of -CH ₂ - of these alkyl groups may be -CH=CH-, -C≡ in such a manner that the oxygen atoms are not directly adjacent to each other. C-, -O- or -NH- substituted,
R ^tc is represented by a hydrogen atom, an alkyl group having 1 to 7 carbon atoms or a polymerizable group P ^al -Sp ^al -
n ^t1 , n ^t2 and n ^t3 each independently represent 0 or 1, and a hydrogen atom in the molecule may be substituted into a polymerizable group P ^al -Sp ^al - (P ^al and Sp ^al and the above formula (SAL) P ^al and Sp ^{al are the} same.). )
Specific examples of the above formula (T-5-1) include the following groups.

(In the above formulas, R ^tc based consisting of hydrogen atoms, carbon atoms, alkyl of 1 to 7 or a polymerizable group P ^al -Sp ^al - (P ^al Sp ^al and the above general formula (SAL) P ^al in the Same as Sp ^al .), the hydrogen atom in the molecule may be substituted with the above polymerizable group P ^al -Sp ^al -. * represents a bond, and a liquid crystal original group, a polymerizable group, a flexible group Or spacer group bonding.)
Specific examples of the above formula (T-6-1) include the following examples.

(In the above formulas, R ^tc based consisting of hydrogen atoms, carbon atoms, alkyl of 1 to 7 or a polymerizable group P ^al -Sp ^al - (P ^al Sp ^al and the above general formula (SAL) P ^al in the Same as Sp ^al .), the hydrogen atom in the molecule may be substituted with the above polymerizable group P ^al -Sp ^al -, * represents a bond, and a liquid crystal original group, a polymerizable group, a flexible group Or spacer group bonding.)
Specific examples of the above formula (T-7-1) include the following examples.

(In the formulas, R ^c train consisting of hydrogen atoms, carbon atoms, alkyl of 1 to 7 or a polymerizable group P ^al -Sp ^al - (P ^al Sp ^al and the above general formula (SAL) P ^al in the Same as Sp ^al .), the hydrogen atom in the molecule may be substituted with the above polymerizable group P ^al -Sp ^al -, * represents a bond, and a liquid crystal original group, a polymerizable group, a flexible group Or spacer group bonding.)
The self-aligning compound of the present invention is preferably in a form in which a polar element or a polar element contained in a polymerizable group contained in the adsorbing group is localized. The adsorption group is a structure for making the liquid crystal composition vertically aligned, and the adsorption group is adjacent to the polymerizable group to obtain a better alignment, and exhibits good solubility to the liquid crystal composition. Specifically, it is preferably a form having a polymerizable group and an adsorption group on the same ring of the liquid crystal original group. In this case, it includes "a form in which one or more polymerizable groups and one or more adsorption groups are bonded to each other on the same ring" and at least one or more of "one or more polymerizable groups". One of at least one of the adsorption groups, one of which is bonded to the other, has a form of a polymerizable group and an adsorption group on the same ring. Further, in this case, the hydrogen atom of the spacer group (Sp ^a1 ) of the polymerizable group may be substituted with an adsorption group, and also includes a spacer group of a hydrogen atom of the molecule of the adsorption group and a polymerizable group. (Sp ^a1 ) The form of the bond.

Further, in the self-aligning compound of the present invention, one or more hydrogen atoms of the polymerizable group may be substituted with an adsorption group. As a preferred aspect of this case can be cited the following form: P ^al polymerizable group or a hydrogen atom optionally linked to one or more intervals of the polymerizable group P ^al group Sp ^al adsorbing group into the substituted In a preferred embodiment, one or more hydrogen atoms in the polymerizable group (P ^a1 -Sp ^a1 -) are substituted with the adsorption group represented by the above formula (T).

For example, as a suitable form in which an adsorption group and a polymerizable group are bonded, the following formula (T-1-1.1), (T-6-1.1) or (T-5-1.1) can be mentioned.

(In the above formula, R ^t11a , R ^t16a and R ^t151a each independently represent a hydrogen atom or an alkyl group having 1 to 3 carbon atoms;
R ^{t 151 b} and R ^{t 151 c} each independently represent an alkyl group having 1 to 3 carbon atoms and a ^cyanated alkyl group having 1 to 3 carbon atoms.
X ^a and X ^b represent -O-, -S- or -CH ₂ -,
L ^t151a and L ^t151b each independently represent a single bond, a methylene group, an ^exoethyl group, a propylene group, a vinylidene group, a vinyl group, an iso stretched propylene group or an ethylene group.
n ^t11c , n ^t151c , n ^t16c , n ^t151d , n ^t151e , n ^t151f and n ^t151g each independently represent 0 or 1,
n ^t11a , n ^t11b , n ^t16a , n ^t16b , n ^t151a and n ^t151b each independently represent an integer of 1 to 11, and * represents a bonding bond to a liquid crystal original group. )
In the above formula (T-1-1.1), it is preferred that either X ^a or X ^b is -O-, more preferably X ^ta and X ^tb are -O-.

In the above formula (T-5-1.1), L ^t151a and L ^t151a are each independently preferably a methylene group, an ethylidene group, a vinylidene group, a vinyl group, an iso stretched propylene group or an ethylene group.

In the above formulas (T-1-1.1), (T-6-1.1) and (T-5-1.1), n ^t11a , n ^t11b , n ^t16a , n ^t16b , n ^t151a and n ^t151b are each independently preferably. It is an integer of 1-8, More preferably, it is an integer of 1-5.

The flexible group of the present invention has a function of inducing alignment of liquid crystal molecules, and preferably represents a linear or branched alkyl group having 1 to 20 carbon atoms, more preferably a linear one having a carbon number of 1 to 20 The alkyl group preferably represents a linear alkyl group having 2 to 15 carbon atoms. Further, one of the alkylene groups or two or more of -CH ₂ - which are not adjacent to each other may independently pass through -CH=CH-, -C≡C-, -O-, -CO-, -COO. -or-OCO-substituted.

The self-aligning compound has a so-called two-parent property in view of the liquid crystal layer, and the flexible group is preferably bonded to the liquid crystal original group.

In the self-aligning compound of the present invention, the above flexible group preferably has 1 to 6, more preferably 1 to 4, still more preferably 1 to 3.

In the self-aligning compound, a polar portion such as an adsorption group or a polymerizable group which is not easily fused to the liquid crystal layer, and a non-polar portion such as a liquid crystal original group or a flexible group which is easily fused to the liquid crystal layer is preferably intramolecular. It does not uniformly exist, and it is preferred to exhibit amphiphilicity to the so-called liquid crystal layer. Therefore, the self-aligning compound of the present invention preferably has a structure in which one end of the liquid crystal original group has a flexible group for aligning liquid crystal molecules, and has a polymerizable group and adsorption at the other end of the liquid crystal original group. Group. It is considered that since the interface free energy becomes high in the vicinity of the interface between the liquid crystal layer and the substrate, substances having a non-polar portion having affinity for the liquid crystal layer and a polar portion having low affinity for the liquid crystal layer in one molecule are arranged at the interface. Up, thus reducing the interface free energy.

The lower limit of the content of the self-aligning compound in the liquid crystal composition of the present invention is preferably 0.02% by mass, preferably 0.03% by mass, preferably 0.04% by mass, preferably 0.05% by mass, preferably 0.06% by mass. Preferably, it is 0.07% by mass, preferably 0.08% by mass, preferably 0.09% by mass, preferably 0.1% by mass, preferably 0.12% by mass, preferably 0.15% by mass, preferably 0.17% by mass, It is preferably 0.2% by mass, preferably 0.22% by mass, preferably 0.25% by mass, preferably 0.27% by mass, preferably 0.3% by mass, preferably 0.32% by mass, preferably 0.35% by mass, more preferably The content is preferably 0.37 mass%, preferably 0.4 mass%, preferably 0.42 mass%, preferably 0.45% by mass, preferably 0.5 mass%, preferably 0.55 mass%. The upper limit of the content of the self-aligning compound in the liquid crystal composition of the present invention is preferably 2.5% by mass, preferably 2.3% by mass, preferably 2.1% by mass, preferably 2% by mass, preferably 1.8% by mass. Preferably, it is 1.6% by mass, preferably 1.5% by mass, preferably 1% by mass, preferably 0.95% by mass, preferably 0.9% by mass, preferably 0.85% by mass, preferably 0.8% by mass, It is preferably 0.75% by mass, preferably 0.7% by mass, preferably 0.65% by mass, preferably 0.6% by mass, preferably 0.55% by mass, preferably 0.5% by mass, preferably 0.45% by mass. Good is 0.4% by mass.

A particularly preferable specific example of the self-aligning compound of the present invention is a compound represented by the following formula (al-1-1).

(In the above formula (al-1-1), R ^a3 represents a linear alkyl group having 1 to 12 carbon atoms, and one or two or more of -CH ₂ - which are not adjacent to the alkyl group. Can also be replaced by -O- or -CH=CH-,
L ^al5 , L ^al6 , L ^al7 and L ^al8 each independently represent a hydrogen atom, an alkyl group having 1 to 12 carbon atoms, a halogen atom or P ^al -Sp ^al - (P ^al and Sp ^al and the above formula (SAL) same as above) and the P ^al Sp ^al), in the alkyl, or one of two or more adjacent -CH ₂ -. may also be substituted with -O- or -CH = CH-,,
Ring A ^al3 represents 1,4-cyclohexylene or 1,4-phenylene,
R ^ala or R ^alb each independently represent a hydrogen atom or at least one of the above P ^al -Sp ^al -, R ^ala or R ^alb represents the above P ^al -Sp ^al -,
Z ^al3 represents a single bond, -CH ₂ -CH ₂ -, -CH ₂ -O- or O-CH ₂ -,
R ^al4 represents an adsorption group represented by the above formula (T),
P ^al3 and p ^al4 each independently represent 0 or 1. )
In the above formula (al-1-1), one of L ^al7 and L ^{al8 is preferably} an alkyl group having 1 to 5 carbon atoms.

In the above formula (al-1-1), R ^ala and R ^alb preferably represent the above P ^al -Sp ^al -.

In the above formula (al-1-1), R ^{al4 is} preferably the above formula (T-1-1) to (T-4-1) or formula (T-1-1.1), (T-6). -1.1) or (T-5-1.1).

The compound represented by the following formula (AL-1.1) - (AL-3.6) is mentioned as a preferable compound.

The lower limit values of the preferred content of the compound represented by the formula (i) and the self-aligning compound are 0.1%, 0.2%, 0.25%, 0.3%, 0.35%, 0.4%, 0.45%, 0.5%, 0.55%. 0.6%. Preferred upper limit values are 3.0%, 3.8%, 3.5%, 3.2%, 3.0%, 2.8%, 2.5%, 2.2%, 2.0%, 1.8%, 1.5%, 1.2%, 1.0%, 0.8%, 0.6. %, 0.5%.

The liquid crystal composition of the present invention contains a polymerizable compound (polymerizable monomer) represented by the formula (i) and a self-aligning compound, but other polymerizable compounds may be used in combination.

The other polymerizable compound of the present invention is preferably a compound represented by the following formula (P).

(In the above formula (P), R ^p1 represents a hydrogen atom, a fluorine atom, a cyano group or a hydrogen atom, and may be substituted with a halogen atom to have an alkyl group having 1 to 15 carbon atoms, and a hydrogen atom may be substituted with a halogen atom. The alkoxy group having 1 to 15 carbon atoms and the hydrogen atom may be substituted with an alkenyl group having 2 to 15 carbon atoms and a hydrogen atom, and the hydrogen atom may be substituted with a halogen atom having 2 to 15 carbon atoms. Oxyl or -Sp ^p2 -P ^p2 ,
P ^p1 and P ^p2 each independently represent any one of the formula (P ^p1 -1) to the formula (P ^p1 -9).

(wherein R ^p11 and R ^p12 each independently represent a hydrogen atom, an alkyl group having 1 to 5 carbon atoms or a halogenated alkyl group having 1 to 5 carbon atoms, and W ^p11 represents a single bond, -O-, -COO- Or methylene, t ^p11 represents 0, 1 or 2, and when there are a plurality of R ^p11 , R ^p12 , W ^p11 and/or t ^{p11 in} the molecule, the ones may be the same or different from each other.),
Sp ^p1 and Sp ^p2 each independently represent a single bond or an alkylene group having 1 to 30 carbon atoms (the -CH ₂ - in the alkylene group may be -O-, - as long as the oxygen atoms are not directly bonded to each other). CO-, -COO-, -OCO-, -CH=CH- or -C≡C-substituted, the hydrogen atom in the alkylene group may also be substituted by a halogen atom.),
Z ^p1 and Z ^p2 each independently represent a single bond, -O-, -S-, -CH ₂ -, -OCH ₂ -, -CH ₂ O-, -CO-, -C ₂ H ₄ -, -COO- , -OCO-, -OCOOCH ₂ -, -CH ₂ OCOO-, -OCH ₂ CH ₂ O-, -CO-NR ^ZP1 -, -NR ^ZP1 -CO-, ^-SCH ₂ -, -CH ₂ S-, - CH=CR ^ZP1 -COO-, -CH=CR ^ZP1 -OCO-, -COO-CR ^ZP1 =CH-, -OCO-CR ^ZP1 =CH-, -COO-CR ^ZP1 =CH-COO-,-COO-CR ^ZP1 =CH-OCO-, -OCO-CR ^ZP1 =CH-COO-, -OCO-CR ^ZP1 =CH-OCO-, -(CH ₂ ) _z -COO-, -(CH ₂ ) ₂ -OCO-,- OCO-(CH ₂ ) ₂ -, -(C=O)-O-(CH ₂ ) ₂ -, -CH=CH-, -CF=CF-, -CF=CH-, -CH=CF-,- CF ₂ -, -CF ₂ O-, -OCF ₂ -, -CF ₂ CH ₂ -, -CH ₂ CF ₂ -, -CF ₂ CF ₂ - or -C≡C- (wherein, R ^ZP1 are independently A hydrogen atom or an alkyl group having 1 to 4 carbon atoms, which may or may not be different when a plurality of R ^ZP1 are present in the molecule,
A ^p2 represents 1,4-phenylene, 1,4-cyclohexylene, indole-2,6-diyl, phenanthrene-2,7-diyl, pyridine-2,5-diyl, pyrimidine-2, 5-diyl, naphthalene-2,6-diyl, nonane-2,5-diyl, 1,2,3,4-tetrahydronaphthalene-2,6-diyl or 1,3-dioxane -2,5-diyl, A ^p2 may be unsubstituted, or may be an alkyl group having 1 to 12 carbon atoms, a halogenated alkyl group having 1 to 12 carbon atoms, or an alkoxy group having 1 to 12 carbon atoms. a halogenated alkoxy group having 1 to 12 carbon atoms, a halogen atom, a cyano group, a nitro group or a -Sp ^p2 -P ^p2 group,
A ^p1 represents a group represented by the formula (A ^p1 -11) to (A ^p1 -19).

In the formula, ★ is bonded to Sp ^p1 , or when m ^p1 is 2 or 3, it is bonded with Sp ^p1 or Z ^p1 by ★, and is bonded to Z ^p1 by ★ and 1 or 2 in the structure. The above hydrogen atom may also be an alkyl group having 1 to 12 carbon atoms, a halogenated alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, or a halogenated alkoxy group having 1 to 12 carbon atoms. , halogen atom, cyano or nitro substitution. )
A ^p3 represents a group represented by the formula (A ^p3 -11) to (A ^p3 -19).

(where, with ★ and Z ^p2 bonding, with ★ ★ and R ^p1 bonding, or when m ^p3 is 2 or 3 with ★ ★ and R ^p1 or Z ^p2 bonding, one of the construction or Two or more hydrogen atoms may also pass through an alkyl group having 1 to 12 carbon atoms, a halogenated alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, or an alkyl halide having 1 to 12 carbon atoms. Oxygen, halogen atom, cyano or nitro substitution.)
m ^p2 and m ^p3 each independently represent 0, 1, 2 or 3, and m ^p1 and m ^p4 each independently represent 1, 2 or 3, and a plurality of P ^p1 , Sp ^p1 , A ^p1 , Z ^p1 are present in each molecule. In the case of Z ^p2 , A ^p3 and R ^p1 , the two may be the same or different. )
Further, the polymerizable compound (polymerizable monomer) preferably contains one type or two or more types.

In the formula (P) of the present invention, R ^{p1 is} preferably -Sp ^{p2 -} P ^p2 .

P ^P1 and P ^p2 are each independently preferably one of the formula (P ^p1 -1) to the formula (P ^p1 -3), preferably (P ^p1 -1).

R ^p11 and R ^p12 are each independently preferably a hydrogen atom or a methyl group.

m ^p1 + m ^{p4 is} preferably 2 or more, preferably 2 or 3.

Z ^p1 and Z ^p2 are each independently preferably a single bond, -OCH ₂ -, -CH ₂ O-, -CO-, -C ₂ H ₄ -, -COO-, -OCO-, -COOC ₂ H ₄ - , -OCOC ₂ H ₄ -, -C ₂ H ₄ OCO-, -C ₂ H ₄ COO-, -CH=CH-, -CF ₂ -, -CF ₂ O-, -(CH ₂ ) ₂ -COO- , -(CH ₂ ) ₂ -OCO-, -OCO-(CH ₂ ) ₂ -, -CH=CH-COO-, -COO-CH=CH-, -OCOCH=CH-, -COO-(CH ₂ ) ₂ -, -OCF ₂ - or -C≡C-, preferably a single bond, -OCH ₂ -, -CH ₂ O-, -C ₂ H ₄ -, -COO-, -OCO-, -COOC ₂ H ₄ -, -OCOC ₂ H ₄ -, -C ₂ H ₄ OCO-, -C ₂ H ₄ COO-, -CH=CH-, -(CH ₂ ) ₂ -COO-, -(CH ₂ ) ₂ -OCO -, -OCO-(CH ₂ ) ₂ -, -CH=CH-COO-, -COO-CH=CH-, -OCOCH=CH-, -COO-(CH ₂ ) ₂ - or -C≡C-, Preferably, only one of the molecules present in the molecule is -OCH ₂ -, -CH ₂ O-, -C ₂ H ₄ -, -COO-, -OCO-, -COOC ₂ H ₄ -, -OCOC ₂ H ₄ - , -C ₂ H ₄ OCO _{, -C 2 H 4 COO -,} - CH = CH -, - (CH 2) 2 -COO -, - (CH 2) 2 -OCO -, - OCO- (CH 2) 2 -, - CH = CH- COO-, -COO-CH=CH-, -OCOCH=CH-, -COO-(CH ₂ ) ₂ - or -C≡C-, and all others are single bonds, preferably only one in the molecule It is -OCH ₂ -, -CH ₂ O-, -C ₂ H ₄ -, -COO- or -OCO-, and all others are single bonds, preferably all of them are single bonds.

Further, it is preferred that only one of Z ^p1 and Z ^p2 present in the molecule is selected from -CH=CH-COO-, -COO-CH=CH-, -(CH ₂ ) ₂ -COO-, -(CH ₂ a linking group in the group consisting of ₂ -OCO-, -O-CO-(CH ₂ ) ₂ -, -COO-(CH ₂ ) ₂ -, and the others are single bonds.

Sp ^p1 and Sp ^p2 each independently represent a single bond or an alkylene group having 1 to 30 carbon atoms, and -CH ₂ - in the alkylene group may be -O-, - as long as the oxygen atoms are not directly bonded to each other. CO-, -COO-, -OCO-, -CH=CH- or -C≡C-substituted, the hydrogen atom in the alkylene group may also be substituted by a halogen atom, but preferably has a linear carbon number of 1 ～10 alkyl or single bond.

A ^{p2 is} preferably 1,4-phenylene, 1,4-cyclohexylene, indole-2,6-diyl, phenanthrene-2,7-diyl or naphthalene-2,6-diyl, preferably It is a 1,4-phenylene group, a 1,4-cyclohexylene group, a phenanthrene-2,7-diyl group or a naphthalene-2,6-diyl group. When m ^p2 +m ^p3 is 0, it is preferably phenanthrene- The 2,7-diyl group is preferably a 1,4-phenylene group or a 1,4-cyclohexylene group when m ^p2 +m ^p3 is 1, 2 or 3. In order to improve the compatibility with the liquid crystal compound, one or two or more hydrogen atoms in the structure of A ^p2 may be substituted with a methyl group, an ethyl group, a methoxy group, an ethoxy group or a fluorine atom.

A ^{p1 is} preferably a formula (A ^p1 -15), (A ^p1 -16), (A ^p1 -17) or (A ^p1 -18). In order to improve the compatibility with the liquid crystal compound, one or two or more hydrogen atoms in the structure of A ^p1 may be substituted with a methyl group, an ethyl group, a methoxy group, an ethoxy group or a fluorine atom.

A ^{p3 is} preferably a formula (A ^{p3 -} 14), (A ^p3 -15), (A ^{p3 -} 16), (A ^p3 -17) or (A ^p3 -18). In order to improve the compatibility with the liquid crystal compound, one or two or more hydrogen atoms in the structure of A ^p3 may be substituted with a methyl group, an ethyl group, a methoxy group, an ethoxy group or a fluorine atom.

m ^p2 + m ^{p3 is} preferably 0, 1, 2 or 3, preferably 1 or 2.

The total content of the compound represented by the formula (P) is preferably 0.05 to 10%, preferably 0.1 to 8%, preferably 0.1, based on the composition of the compound represented by the formula (P) of the present invention. 5%, preferably 0.1 to 3%, preferably 0.2 to 2%, preferably 0.2 to 1.3%, preferably 0.2 to 1%, preferably 0.2 to 0.56%.

The preferred lower limit of the total content of the compound represented by the formula (P) is 0.01%, 0.03%, 0.05%, 0.08%, 0.1 with respect to the composition containing the compound represented by the formula (P) of the present invention. %, 0.15%, 0.2%, 0.25%, 0.3%.

The total upper limit of the total content of the compound represented by the formula (P) is 10%, 8%, 5%, 3%, 1.5 with respect to the composition containing the compound represented by the formula (P) of the present invention. %, 1.2%, 1%, 0.8%, 0.5%.

When the content is small, the following problems occur: the effect of adding the compound represented by the general formula (P) is not easily exhibited, the alignment control force of the liquid crystal composition is weak or may become weak with time, and if it is excessive, it may occur. The problem is that the amount of residue remaining after hardening increases, the hardening takes time, and the reliability of the liquid crystal decreases. Therefore, consider the balance of these to set the content.

The compound represented by the formula (P) is preferably a compound represented by the formula (P-1), the formula (P-2), the formula (P-3) and the formula (P-4).

(wherein, P ^p11 , P ^p12 , P ^p21 , P ^p22 , P ^p31 , P ^p32 , P ^p41 and P ^p42 each independently represent the same meaning as P ^p1 in the general formula (P),
Sp ^p11 , Sp ^p12 , Sp ^p21 , Sp ^p22 , Sp ^p31 and Sp ^p32 , Sp ^p41 and Sp ^p42 each independently represent the same meaning as Sp ^p1 in the general formula (P),
A ^p11 , A ^p12 , A ^p13 , A ^p21 , A ^p22 , A ^p23 , A ^p32 and A ^p42 each independently represent 1,4-phenylene, 1,4-cyclohexylene, 蒽-2,6-di Base, phenanthrene-2,7-diyl, pyridine-2,5-diyl, pyrimidine-2,5-diyl, naphthalene-2,6-diyl, nonane-2,5-diyl, 1, 2,3,4-tetrahydronaphthalene-2,6-diyl or 1,3-dioxane-2,5-diyl, A ^p11 , A ^p12 , A ^p13 , A ^p21 , A ^p22 , A ^p23 , A ^p32 and A ^p42 are each independently unsubstituted, or may be an alkyl group having 1 to 12 carbon atoms, a halogenated alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, or carbon. a halogenated alkoxy group having 1 to 12 atoms, a halogen atom, a cyano group, a nitro group or a -Sp ^p2 -P ^p2 group in the formula (P),
A ^p41 represents the same meaning as A ^{p1 of the} general formula (P),
A ^p43 represents the same meaning as A ^{p3 of the} general formula (P),
Z ^p21 , Z ^p22 , Z ^p41 and Z ^p42 represent a single bond, -O-, -S-, -CH ₂ -, -OCH ₂ -, -CH ₂ O-, -CO-, -C ₂ H ₄ -, -COO-, -OCO-, -OCOOCH ₂ -, -CH ₂ OCOO-, -OCH ₂ CH ₂ O-, -CO-NR ^ZP1 -, -NR ^ZP1 -CO-, ^-SCH ₂ -, -CH ₂ S -, -CH=CR ^ZP1 -COO-, -CH=CR ^ZP1 -OCO-, -COO-CR ^ZP1 =CH-, -OCO-CR ^ZP1 =CH-, -COO-CR ^ZP1 =CH-COO-,- COO-CR ^ZP1 =CH-OCO-, -OCO-CR ^ZP1 =CH-COO-, -OCO-CR ^ZP1 =CH-OCO-,-(CH ₂ ) _z -COO-,-(CH ₂ ) ₂ -OCO -, -OCO-(CH ₂ ) ₂ -, -(C=O)-O-(CH ₂ ) ₂ -, -CH=CH-, -CF=CF-, -CF=CH-, -CH=CF -, -CF ₂ -, -CF ₂ O-, -OCF ₂ -, -CF ₂ CH ₂ -, -CH ₂ CF ₂ -, -CF ₂ CF ₂ - or -C≡C- (wherein, R ^ZP1 Each independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and when there are a plurality of R ^{ZP1 in} the molecule, the same or different) In the case where at least one of Z ^p21 and Z ^p22 in the molecule represents a single bond,
m ^p22 and m ^p23 each independently represent 0, 1, 2 or 3,
m ^p42 and m ^p43 each independently represent 0, 1, 2 or 3,
m ^p41 and m ^p44 each independently represent 1, 2 or 3,
When there are a plurality of A ^p11 , A ^p21 , A ^p23 , Z ^p21 , Z ^p22 , Sp ^p41 , Sp ^p42 , P ^p41 , P ^p42 , A ^p41 , A ^p43 , Z ^p41 and Z ^p42 respectively in the molecule, These may or may not be identical to one another. )
^{P p11, P p12, P p21} , P p22, P p31, P p32, P p41 and P ^p42 each independently preferably the general formula (P) in the same manner as the formula P ^p1 (P ^p1 -1) ~ Formula Any one of (P ^p1 -3) is preferably (P ^p1 -1), and R ^p11 and R ^p12 are each independently preferably a hydrogen atom or a methyl group.

Sp ^p11 , Sp ^p12 , Sp ^p21 , Sp ^p22 , Sp ^p31 and Sp ^p32 , Sp ^p41 and Sp ^p42 each independently represent a single bond or an alkylene group having 1 to 30 carbon atoms, and -CH ₂ in the alkylene group - a hydrogen atom in the alkyl group may be substituted by -O-, -CO-, -COO-, -OCO-, -CH=CH- or -C≡C-, if the oxygen atoms are not directly bonded to each other. It may be substituted by a halogen atom, but is preferably a linear alkyl group having 1 to 10 carbon atoms or a single bond.

A ^p11 , A ^p12 , A ^p13 , A ^p21 , A ^p22 , A ^p23 , A ^p32 and A ^p42 are each independently preferably 1,4-phenylene, 1,4-cyclohexylene, 蒽-2,6. -diyl, phenanthrene-2,7-diyl or naphthalene-2,6-diyl, preferably 1,4-phenylene, 1,4-cyclohexylene, phenanthrene-2,7-diyl or Naphthalene-2,6-diyl. In the general formulae (P-1) and (P-2), each of them is preferably a 1,4-phenylene group or a 1,4-cyclohexylene group, and its structure is improved in order to improve compatibility with a liquid crystal compound. One or two or more hydrogen atoms may be substituted with a methyl group, an ethyl group, a methoxy group, an ethoxy group or a fluorine atom. In the formula (P-3), a phenanthrene-2,7-diyl group is preferred, and one or two or more hydrogen atoms in the structure may be substituted in order to improve compatibility with the liquid crystal compound. A methyl, ethyl, methoxy, ethoxy or fluorine atom.

Z ^p21 , Z ^p22 , Z ^p41 and Z ^{p42 are} preferably a single bond, -OCH ₂ -, -CH ₂ O-, -CO-, -C ₂ H ₄ -, -COO-, -OCO-, -COOC ₂ H ₄ -, -OCOC ₂ H ₄ -, -C ₂ H ₄ OCO-, -C ₂ H ₄ COO-, -CH=CH-, -CF ₂ -, -CF ₂ O-, -(CH ₂ ) ₂ -COO-, -(CH ₂ ) ₂ -OCO-, -OCO-(CH ₂ ) ₂ -, -CH=CH-COO-, -COO-CH=CH-, -OCOCH=CH-, -COO-( CH ₂ ) ₂ -, -OCF ₂ - or -C≡C-, preferably a single bond, -OCH ₂ -, -CH ₂ O-, -C ₂ H ₄ -, -COO-, -OCO-, - COOC ₂ H ₄ -, -OCOC ₂ H ₄ -, -C ₂ H ₄ OCO-, -C ₂ H ₄ COO-, -CH=CH-, -(CH ₂ ) ₂ -COO-, -(CH ₂ ) ₂ -OCO-, -OCO-(CH ₂ ) ₂ -, -CH=CH-COO-, -COO-CH=CH-, -OCOCH=CH-, -COO-(CH ₂ ) ₂ - or -C≡ C-, preferably only one in the molecule is -OCH ₂ -, -CH ₂ O-, -C ₂ H ₄ -, -COO-, -OCO-, -COOC ₂ H ₄ -, -OCOC ₂ H ₄ -, -C ₂ H ₄ OCO-, -C ₂ H ₄ COO-, -CH=CH-, -(CH ₂ ) ₂ -COO-, -(CH ₂ ) ₂ -OCO-, -OCO-(CH ₂ ) ₂ -, -CH= CH-COO-, -COO-CH=CH-, -OCOCH=CH-, -COO-(CH ₂ ) ₂ - or -C≡C-, and all others are single bonds, preferably present in the molecule only One is -OCH ₂ -, -CH ₂ O-, -C ₂ H ₄ -, -COO- or -OCO-, and all others are single bonds, preferably all are single bonds.

Further, it is preferred that only one of Z ^p21 , Z ^p22 , Z ^p41 and Z ^p42 present in the molecule is selected from the group consisting of -(CH ₂ ) ₂ -COO-, -(CH ₂ ) ₂ -OCO-, -O- A linking group in the group consisting of CO-(CH ₂ ) ₂ -, -COO-(CH ₂ ) ₂ -, and the others are single bonds.

A preferred example of the compound represented by the formula (P-1) of the present invention is a polymerizable compound represented by the following formula (P-1-1) to formula (P-1-46).

(In the ^{formula, P p11, P p12, Sp} p11 and Sp ^p12 as in the formula (P ^p11 P-1) in the same P ^p12, Sp ^p11 and Sp ^p12 significance.)
A preferred example of the compound represented by the formula (P-2) of the present invention is a polymerizable compound represented by the following formula (P-2-1) to formula (P-2-12).

(In the ^{formula, P p21, P p22, Sp} p21 and Sp ^p22 as in the formula (P ^p21 P-2) in the same P ^p22, Sp ^p21 and Sp ^p22 significance.)
A preferred example of the compound represented by the formula (P-3) of the present invention is a polymerizable compound represented by the following formula (P-3-1) to (P-3-15).

(In the ^{formula, P p31, P p32, Sp} p31 and Sp ^p32 as in the formula (P-3) in the P ^p31, the same P ^p32, Sp ^p31 and Sp ^p32 significance.)
A preferred example of the compound represented by the formula (P-4) of the present invention is a polymerizable compound represented by the following formula (P-4-1) to formula (P-4-19).

^{(Formula, P p41, P p42, Sp} p41 and Sp ^p42 as in the formula (P ^p41 P-4) in the same P ^p42, Sp ^p41 and Sp ^p42 significance.)
The liquid crystal composition of the present invention may contain, in addition to the above compounds, a usual nematic liquid crystal, a smectic liquid crystal, a cholesteric liquid crystal, an antioxidant, an ultraviolet absorber, a light stabilizer or an infrared absorber.

As the antioxidant, a hindered phenol represented by the general formula (H-1) to the general formula (H-4) can be mentioned.

In the general formula (H-1) to the general formula (H-3), R ^H1 represents an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, and an alkenyl group having 2 to 10 carbon atoms. or an alkenyl group having a carbon number of 2 to 10, present in a group of -CH ₂ - adjacent to the two or more of -CH ₂ - may each independently be substituted with -O- or -S- Further, one or two or more hydrogen atoms present in the group may be independently substituted with a fluorine atom or a chlorine atom. More specifically, an alkyl group having 2 to 7 carbon atoms, an alkoxy group having 2 to 7 carbon atoms, an alkenyl group having 2 to 7 carbon atoms or an alkenyloxy group having 2 to 7 carbon atoms is preferable. More preferably, it is an alkyl group having 3 to 7 carbon atoms or an alkenyl group having 2 to 7 carbon atoms.

In the formula (H-4), M ^H4 represents an alkylene group having 1 to 15 carbon atoms (one or two or more of -CH ₂ - in the alkylene group may be directly adjacent to each other in an oxygen atom). Substituted into -O-, -CO-, -COO-, -OCO-.), -OCH ₂ -, -CH ₂ O-, -COO-, -OCO-, -CF ₂ O-, -OCF ₂ -, -CF ₂ CF ₂ -, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -CH=CH-, -C≡C- , a single bond, a 1,4-phenylene group (a hydrogen atom of any of the 1,4-phenylene groups may be substituted by a fluorine atom) or a trans-1,4-cyclohexylene group, preferably a carbon atom. The alkylene group having 1 to 14 is preferably a value having a large number of carbon atoms in consideration of volatility. If the viscosity is considered, the number of carbon atoms is preferably not too large, and therefore, the number of carbon atoms is preferably 2 to More preferably, it is 3 to 10 carbon atoms, more preferably 4 to 10 carbon atoms, still more preferably 5 to 10 carbon atoms, still more preferably 6 to 10 carbon atoms.

In the general formula (H-1) to the general formula (H-4), one or two or more non-adjacent phenyl groups may be substituted by -N=. Further, the hydrogen atoms in the 1,4-phenylene group may be independently substituted with a fluorine atom or a chlorine atom.

In the general formula (H-1) to the general formula (H-4), one of the 1,4-cyclohexylene groups or two or more non-adjacent-CH ₂ - may also be subjected to -O- or -S- Replace. Further, the hydrogen atoms in the 1,4-cyclohexylene group may be independently substituted with a fluorine atom or a chlorine atom.

More specifically, examples of the antioxidant include the formula (H-11) to the formula (H-15).

When the liquid crystal composition of the present invention contains an antioxidant, the content of the antioxidant is preferably 10 ppm by mass or more, preferably 20 ppm by mass or more, and more preferably 50 ppm by mass or more. The upper limit of the antioxidant content is 10,000 ppm by mass, preferably 1000 ppm by mass, preferably 500 ppm by mass, preferably 100 ppm by mass.

The dielectric composition (Δε) of the liquid crystal composition of the present invention at 20 ° C is -2.0 to -8.0, preferably -2.0 to -6.0, more preferably -2.0 to -5.0, and particularly preferably -2.5 to - 5.0.

The refractive index anisotropy (?n) of the liquid crystal composition of the present invention at 20 ° C is from 0.08 to 0.14, more preferably from 0.09 to 0.13, still more preferably from 0.09 to 0.12. If it is further described in detail, it is preferably 0.10 to 0.13 in the case of a thin cell gap, and preferably 0.08 to 0.10 in the case of a thick cell gap.

The liquid crystal composition of the present invention has a viscosity (η) at 20 ° C of 10 to 50 mPa·s, preferably 10 to 45 mPa·s, preferably 10 to 40 mPa·s, preferably 10 to 35 mPa·s, preferably It is 10 to 30 mPa·s, more preferably 10 to 25 mPa·s, and particularly preferably 10 to 22 mPa·s.

The liquid crystal composition of the present invention has a rotational viscosity (γ ₁ ) at 20 ° C of 50 to 160 mPa·s, preferably 55 to 160 mPa·s, preferably 60 to 160 mPa·s, preferably 60 to 150 mPa·s. Preferably, it is 60 to 140 mPa·s, preferably 60 to 130 mPa·s, preferably 60 to 125 mPa·s, more preferably 60 to 120 mPa·s, still more preferably 60 to 115 mPa·s, still more preferably 60. ~110mPa・s, especially 60~100mPa·s.

The liquid crystal composition of the present invention has a nematic phase-isotropic liquid phase transition temperature (T _ni ) of from 60 ° C to 120 ° C, more preferably from 70 ° C to 100 ° C, still more preferably from 70 ° C to 85 ° C.

For example, when the liquid crystal composition of the present invention exhibits a negative dielectric anisotropy as a whole, it preferably contains a self-aligning compound, a polymerizable compound represented by the formula (i) (polymerizable monomer), and 1 The compound represented by the formula (N-1), (N-2), and (N-3) and the compound represented by the formula (L).

In the whole liquid crystal composition of the present invention, only the "polymerizable compound represented by the general formula (i)", "self-aligning compound", and "selected from the general formula (N-1), the general formula (N-2)" The upper limit of the ratio of the component of the compound represented by the formula (N-3) and the compound represented by the formula (L) is preferably 100% by mass or 99% by mass. %, 98% by mass, 97% by mass, 96% by mass, 95% by mass, 94% by mass, 93% by mass, 92% by mass, 91% by mass, 90% by mass, 89% by mass, 88% by mass, 87% by mass, 86% by mass, 85% by mass, and 84% by mass.

Further, in the entire liquid crystal composition of the present invention, only "self-aligning compound", "polymerizable compound represented by the general formula (i)", and "selected from the general formula (N-1), general formula (N- 2) The lower limit of the ratio of the component of the compound in the compound group represented by the formula (N-3) and the compound represented by the formula (L) is preferably 78% by mass. 80% by mass, 81% by mass, 83% by mass, 85% by mass, 86% by mass, 87% by mass, 88% by mass, 89% by mass, 90% by mass, 91% by mass, 92% by mass, 93% by mass, 94% by mass %, 95% by mass, 96% by mass, 97% by mass, 98% by mass, and 99% by mass.

In the entire liquid crystal composition of the present invention, only "self-aligning compound", "polymerizable compound represented by the general formula (i)", "general formula (N-1a), general formula (N-1b), and The upper limit of the ratio of the components of the formula (N-1c), the formula (N-1d), the compound represented by the formula (N-1e), and the compound represented by the formula (L) Preferably, it is 100% by mass, 99% by mass, 98% by mass, 97% by mass, 96% by mass, 95% by mass, 94% by mass, 93% by mass, 92% by mass, 91% by mass, 90% by mass, and 89% by mass %, 88% by mass, 87% by mass, 86% by mass, 85% by mass, and 84% by mass.

Further, in the entire liquid crystal composition of the present invention, only "self-aligning compound", "polymerizable compound represented by general formula (i)", "general formula (N-1a), general formula (N-1b)" And the ratio of the components of the formula (N-1c), the formula (N-1d), the compound represented by the formula (N-1e), and the compound represented by the formula (L) The limit value is preferably 78% by mass, 80% by mass, 81% by mass, 83% by mass, 85% by mass, 86% by mass, 87% by mass, 88% by mass, 89% by mass, 90% by mass, and 91% by mass, 92% by mass, 93% by mass, 94% by mass, 95% by mass, 96% by mass, 97% by mass, 98% by mass, and 99% by mass.

In the entire liquid crystal composition of the present invention, only the "self-aligning compound", the "polymerizable compound represented by the formula (i)", the compound represented by the formula (P), and the formula (N-1a) a compound represented by the formula (N-1b), the formula (N-1c), the formula (N-1d), the compound represented by the formula (N-1e), and the "compound represented by the formula (L)" The upper limit of the ratio of the components is preferably 100% by mass, 99% by mass, 98% by mass, 97% by mass, 96% by mass, 95% by mass, 94% by mass, 93% by mass, 92% by mass, 91% by mass, 90% by mass, 89% by mass, 88% by mass, 87% by mass, 86% by mass, and 85% by mass.

Further, in the entire liquid crystal composition of the present invention, only "self-aligning compound", "polymerizable compound represented by the general formula (i)", "compound represented by the general formula (P), and general formula (N-1a) , the compound represented by the formula (N-1b), the formula (N-1c), the formula (N-1d), the formula (N-1e), and the compound represented by the formula (L) The lower limit of the ratio of the constituent components is preferably 78% by mass, 80% by mass, 81% by mass, 83% by mass, 85% by mass, 86% by mass, 87% by mass, 88% by mass, and 89% by mass. 90% by mass, 91% by mass, 92% by mass, 93% by mass, 94% by mass, 95% by mass, 96% by mass, 97% by mass, and 98% by mass.

In addition, when the alignment property is emphasized, the liquid crystal composition of the present invention preferably contains a "self-aligning compound", a "polymerizable compound represented by the general formula (i)", and a compound represented by the general formula (P). A compound represented by the formula (N-1-1), the formula (N-1-2), the formula (N-1-3) or the formula (N-1-4).

In addition, when the response speed is emphasized, the liquid crystal composition of the present invention preferably contains a "self-aligning compound", a "polymerizable compound represented by the general formula (i)", and a compound represented by the general formula (P). , general formula (N-1-10) or general formula (N-1-11)".

In addition, when the response speed is important, the liquid crystal composition of the present invention must contain one or more kinds of self-aligning compounds and two or more kinds of polymerizable compounds represented by the above formula (II-1). It preferably contains the formula (N-1-10) or the formula (N-1-11).

In the entire liquid crystal composition of the present invention, only the general formula (N-1a), the general formula (N-1b), the general formula (N-1c), the general formula (N-1d), and the general formula (N-1e) The upper limit of the ratio of the components constituting the compound represented by the formula (L) is preferably 99% by mass, 98% by mass, 97% by mass, 96% by mass, 95% by mass, 94% by mass, or 93%. Mass%, 92% by mass, 91% by mass, 90% by mass, 89% by mass, 88% by mass, 87% by mass, 86% by mass, 85% by mass, and 84% by mass.

Further, in the entire liquid crystal composition of the present invention, only the general formula (N-1a), the general formula (N-1b), the general formula (N-1c), the general formula (N-1d), and the general formula (N- The lower limit of the ratio of the compound represented by 1e) and the component represented by the formula (L) is preferably 78% by mass, 80% by mass, 81% by mass, 83% by mass, or 85% by mass. 86% by mass, 87% by mass, 88% by mass, 89% by mass, 90% by mass, 91% by mass, 92% by mass, 93% by mass, 94% by mass, 95% by mass, 96% by mass, 97% by mass, 98% quality%.

In the whole liquid crystal composition of the present invention, only "general formula (N-1a), general formula (N-1b), general formula (N-1c), general formula (N-1d), general formula (N-1e) "the compound represented by the formula", "the general formula (L-1), the general formula (L-3), the general formula (L-4), the general formula (L-5), and the general formula (L-6) The upper limit of the ratio of the components constituting the compound is preferably 99% by mass, 98% by mass, 97% by mass, 96% by mass, 95% by mass, 94% by mass, 93% by mass, 92% by mass, and 91% by mass. Mass%, 90% by mass, 89% by mass, 88% by mass, 87% by mass, 86% by mass, 85% by mass, 84% by mass, 83% by mass, 82% by mass, 81% by mass, and 80% by mass.

Further, in the entire liquid crystal composition of the present invention, only the general formula (N-1a), the general formula (N-1b), the general formula (N-1c), the general formula (N-1d), and the general formula (N- a compound represented by 1e) and a compound represented by the formula (L-1), the formula (L-3), the formula (L-4), the formula (L-5) and the formula (L-6) The lower limit of the ratio of the constituent components is preferably 68% by mass, 70% by mass, 71% by mass, 73% by mass, 75% by mass, 78% by mass, 80% by mass, 81% by mass, and 83% by mass. 85 mass%, 86 mass%, 87 mass%, 88 mass%, 89 mass%, 90 mass%, 91 mass%, 92 mass%, 93 mass%, 94 mass%, 95 mass%, 96 mass%, 97 Mass%, 98% by mass.

The liquid crystal display element having the liquid crystal composition of the present invention has such a remarkable feature of high-speed response, and a tilt angle can be sufficiently obtained without an unreacted polymerizable compound or less unreacted polymerizable compound. It does not become a problem, and the voltage holding ratio (VHR) is high. Therefore, there are no problems such as poor alignment or poor display, or problems such as poor alignment or poor display are sufficiently suppressed. Further, since the tilt angle and the residual amount of the polymerizable compound can be easily controlled, the energy cost for manufacturing can be easily optimized and reduced, and therefore it is most suitable for improving production efficiency and stable mass production.

A liquid crystal display element using the liquid crystal composition of the present invention, particularly for a liquid crystal display element for active matrix driving, can be used for a liquid crystal display element for PSA mode, PSVA mode, VA mode, PS-IPS mode or PS-FFS mode.

The liquid crystal display device of the present invention preferably has a "first substrate and a second substrate disposed oppositely", "a common electrode provided on the first substrate or the second substrate", and "provided in the first substrate or the first The second substrate has a pixel electrode of a thin film transistor and a liquid crystal layer containing a liquid crystal composition between the first substrate and the second substrate. If necessary, an alignment film for controlling the alignment direction of the liquid crystal molecules may be provided on the opposite surface side of at least one of the first substrate and the second substrate so as to be in contact with the liquid crystal layer. As the alignment film, a vertical alignment film or a horizontal alignment film can be appropriately selected in accordance with a driving mode of the liquid crystal display element, and a rubbing alignment film (for example, a polyimide film) or a photo-alignment film (decomposition type polysiloxane) can be used. A known alignment film such as an amine alignment film or the like. Further, the color filter may be appropriately disposed on the first substrate or the second substrate, and a color filter may be provided on the pixel electrode or the common electrode.

The two substrates of the liquid crystal cell used in the liquid crystal display element of the present invention may be made of glass or a transparent material such as plastic, and one of them may be an opaque material such as tantalum. A transparent substrate having a transparent electrode layer can be obtained, for example, by sputtering indium tin oxide (ITO) on a transparent substrate such as a glass plate.

The color filter can be produced, for example, by a pigment dispersion method, a printing method, an electrodeposition method, a dyeing method, or the like. When a method of producing a color filter by a pigment dispersion method is described as an example, a curable coloring composition for a color filter is applied onto the transparent substrate, patterned, and then hardened by heating or illumination. . This step is performed for each of the three colors of red, green, and blue, whereby the pixel portion for the color filter can be formed. Further, a pixel electrode provided with an active element such as a TFT, a thin film diode, or a metal insulator metal specific resistance element may be provided on the substrate.

Preferably, the first substrate and the second substrate face each other such that the common electrode or the pixel electrode layer is inside.

The distance between the first substrate and the second substrate can also be adjusted by the spacer. In this case, it is preferably adjusted so that the thickness of the obtained light control layer is from 1 to 100 μm. More preferably, it is 1.5 to 10 μm. When a polarizing plate is used, it is preferable to adjust the product of the refractive index anisotropy Δn of the liquid crystal and the cell thickness d so that the contrast is maximized. Further, when there are two polarizing plates, the polarization axes of the respective polarizing plates can be adjusted to adjust the viewing angle or contrast to be good. Further, a retardation film for expanding the viewing angle can also be used. Examples of the spacer include glass particles, plastic particles, alumina particles, and a photoresist. Then, a sealing agent such as an epoxy thermosetting composition is screen-printed on the substrate in a shape in which a liquid crystal injection port is provided, and the substrates are bonded to each other and heated to thermally cure the sealing agent.

A method of sandwiching a liquid crystal composition between two substrates can be carried out by a usual vacuum injection method, ODF method, or the like. The second aspect of the present invention is a liquid crystal composition which is used for a liquid crystal display element in which at least one of the pair of substrates does not have an alignment film on the surface of the substrate, and contains two or more kinds of polymerizable compounds having a biphenyl skeleton. When two or more kinds of polymerizable compounds having a biphenyl skeleton are contained, a difference in reaction rate is caused, so that uneven alignment or display failure can be reduced.

The polymerizable compound having a biphenyl skeleton may be a biphenyl skeleton having two benzene rings directly linked thereto, and also includes the concept of biphenyl. Therefore, two or more kinds of polymerizable compounds having a biphenyl skeleton mean that two or more kinds of polymerizable compounds having a biphenyl skeleton in which two benzene rings are directly linked are present.

The polymerizable compound having a biphenyl skeleton of the present invention may, for example, be a polymerizable compound having a biphenyl skeleton among the polymerizable compounds represented by the formula (i). Further, the polymerizable compound having a biphenyl skeleton of the present invention is preferably represented by the following formula (II-1).

(In the above formula (II-1), R ²⁰¹ , R ²⁰² , R ²⁰³ , R ²⁰⁴ , R ²⁰⁵ , R ²⁰⁶ , R ²⁰⁷ , R ²⁰⁸ , R ²⁰⁹ , R ²¹⁰ , R ²¹¹ , R ²¹² , R ²¹³ and R ²¹⁴ each independently represents P ²¹ -S ²¹ -, an alkyl group which may be substituted with a fluorine atom and has 1 to 18 carbon atoms, or an alkoxy group which may be substituted with a fluorine atom and has 1 to 18 carbon atoms; Any one of a halogen atom (a fluorine atom) or a hydrogen atom, P ²¹ represents any one of (R-I) to (R-IX) of the above formula (i), and S ²¹ represents a single bond or a carbon atom. a 1 to 15 alkylene group in which one or more of -CH ₂ - may be substituted by -O-, -OCO- or -COO- in such a manner that the oxygen atoms are not directly adjacent, n ²¹ Indicates 0, 1, or 2.).

In the above formula (II-1), it is preferred that the compound represented by the formula (II-1) has one or two or more P ²¹ -S ²¹ - in one molecule, and preferably has four P ²¹ -S ²¹ in one molecule, is present in the general formula (II-1) of - - the number of P ²¹ -S ²¹ is preferably less than 14 or less, more preferably less than 13 or less, to the The number of P ²¹ -S ²¹ - in the molecule of the compound represented by the formula (II-1) is particularly preferably 2 or 3.

In other words, the compound represented by the formula (II-1) has two benzene rings (biphenyl skeleton), and at least one of the two benzene rings has at least one P ²¹ -S ²¹ - The compound represented by (II-1) can achieve the action and effect as a polymerizable compound.

In the above formula (II-1), when one or two or more kinds of P ²¹ -S ²¹ - are contained, R ²⁰¹ , R ²⁰² , R ²⁰⁴ , R ²⁰⁷ , R ²⁰⁹ or R ^{210 are} preferred. Any one or two or more of them are P ²¹ -S ²¹ -, more preferably R ²⁰¹ and R ²¹⁰ are P ²¹ -S ²¹ -.

In the above formula (II-1), R ²⁰¹ and R ²¹⁰ are each independently preferably P ²¹ -S ²¹ -, and in this case, R ²⁰¹ and R ²¹⁰ may be the same P ²¹ -S ²¹ -, It can also be different for P ²¹ -S ²¹ -.

In the above formula (II-1), R ²⁰¹ , R ²⁰² , R ²⁰³ , R ²⁰⁴ , R ²⁰⁵ , R ²⁰⁶ , R ²⁰⁷ , R ²⁰⁸ , R ²⁰⁹ , R ²¹⁰ , R ²¹¹ , R ²¹² , R ²¹³ and R ²¹⁴ each independently represents P ²¹ -S ²¹ -, an alkyl group which may be substituted with a fluorine atom and has 1 to 18 carbon atoms, or an alkoxy group which may be substituted with a fluorine atom and has 1 to 18 carbon atoms; Any of a fluorine atom or a hydrogen atom, and in this case, the alkyl group and the alkoxy group preferably have 1 to 16 carbon atoms, more preferably 1 to 10 carbon atoms, still more preferably 1 to 8 carbon atoms. More preferably, it is 1 to 6, and further preferably 1 to 4, and particularly preferably 1 to 3. Further, the alkyl group and the alkoxy group may be linear or branched, and more preferably linear.

In the above formula (II-1), R ²⁰¹ , R ²⁰² , R ²⁰³ , R ²⁰⁴ , R ²⁰⁵ , R ²⁰⁶ , R ²⁰⁷ , R ²⁰⁸ , R ²⁰⁹ , R ²¹⁰ , R ²¹¹ , R ²¹² , R ²¹³ and R ^{214 is} each independently preferably P ²¹ -S ²¹ -, an alkyl group having 1 to 3 carbon atoms, an alkoxy group having 1 to 3 carbon atoms, a fluorine atom or a hydrogen atom, more preferably P ²¹ -S ²¹ - a fluorine atom or a hydrogen atom, more preferably a fluorine atom or a hydrogen atom.

In the above formula (II-1), P ^{21 is} preferably a formula (R-I), more preferably an acryl group or a methacryl group, and even more preferably a methyl group. Acryl sulfhydryl.

In the above formula (II-1), S ^{21 is} preferably a single bond or an alkylene group having 1 to 3 carbon atoms, more preferably a single bond.

In the above formula (II-1), n ^{21 is} preferably 0.

The liquid crystal composition of the present invention preferably contains two to six kinds of polymerizable compounds having a biphenyl skeleton represented by the above formula (II-1), more preferably two to five kinds, and even more preferably 2 It is more than two kinds, and more preferably two kinds to three kinds, and particularly preferably two kinds. When two or more kinds of polymerizable compounds having a biphenyl skeleton represented by the above formula (II-1) having different chemical structures are contained, a difference in reaction rate occurs, so that uneven alignment or display failure can be reduced.

Further, as one of the polymerizable compounds having a biphenyl skeleton, a polymerizable compound represented by the above formula (P) may be used, and specifically, the above formula (P-1-1) to the formula may be used. (P-1-46), general formula (P-2-1) to general formula (P-2-12), general formula (P-3-1) to general formula (P-3-15), and A compound represented by the formula (P-4-1) to the formula (P-4-19).

In addition, as a polymerizable compound having a biphenyl skeleton which can be used in the liquid crystal composition of the present invention, a polymerizable compound represented by the formula (XX-1) to the formula (XX-13), and a formula (RM-1) can be given. a polymerizable compound represented by the formula (RM-14) and a polymerizable compound represented by the formula (I-1-1) to the formula (I-7-6).

(In the formula (XX-1) to the formula (XX-13), Sp ^xx represents an alkylene group having 1 to 8 carbon atoms or -O-(CH ₂ ) _s - (wherein, s represents a group of 1 to 7) An integer such that the oxygen atom is bonded to the ring.), the hydrogen atom in the 1,4-phenylene group may be further subjected to -F, -Cl, -CF ₃ , -CH ₃ or the following formula (R-1) Any one of the formulae (R-9) is substituted.

(wherein R ¹¹ , R ¹² , R ¹³ , R ¹⁴ and R ¹⁵ each independently represent an alkyl group having 1 to 5 carbon atoms, a fluorine atom or a hydrogen atom, and m ^r5 , m ^r7 , n ^r5 And n ^r7 each independently represent 0, 1, or 2.)
S ¹¹ , S ¹² and S ¹³ each independently represent a single bond or an alkylene group having 1 to 15 carbon atoms, and one of the alkylene groups is -CH ₂ - or two or more of -CH ₂ - not adjacent thereto. It may also be substituted by -O-, -OCO- or -COO- in such a manner that the oxygen atoms are not directly adjacent to each other.
When there are a plurality of cases of P ¹³ and S ¹³ , they may be the same or different from each other)

(In the above formula (I-1-1) to formula (I-7-6), R ^M1 , R ^M2 and R ^M3 each independently represent an alkyl group having 1 to 5 carbon atoms, a fluorine atom or a hydrogen atom. One.). Therefore, a suitable form of the polymerizable compound having two or more kinds of biphenyl skeletons may be a polymerizable compound selected from the above formula (XX-1) to formula (XX-13), and the above formula (RM) -1) to 2 or more of the polymerizable compound represented by the formula (RM-14) and the polymerizable compound represented by the formula (I-1-1) to (Formula I-7-6).

The total content of the above two or more polymerizable compounds having a biphenyl skeleton in the liquid crystal composition may be 0.02 to 10% by mass, and the lower limit of the content is preferably 0.02% by mass, preferably 0.03% by mass, preferably 0.04%. The mass %, preferably 0.05% by mass, preferably 0.06% by mass, preferably 0.07% by mass, preferably 0.08% by mass, preferably 0.09% by mass, preferably 0.1% by mass, preferably 0.15% by mass %, preferably 0.2% by mass, preferably 0.25% by mass, preferably 0.3% by mass, preferably 0.35% by mass, preferably 0.4% by mass, preferably 0.5% by mass, preferably 0.55% by mass. The upper limit of the content is preferably 5% by mass, 4.5% by mass, preferably 4% by mass, preferably 3.5% by mass, preferably 3% by mass, preferably 2.5% by mass, preferably 2% by mass, It is preferably 1.5% by mass, preferably 1% by mass, preferably 0.95% by mass, preferably 0.9% by mass, preferably 0.85% by mass, preferably 0.8% by mass, preferably 0.75% by mass. It is preferably 0.7% by mass, preferably 0.65% by mass, preferably 0.6% by mass, and more preferably 0.55% by mass.

The liquid crystal composition of the present invention preferably contains a self-aligning monomer having a chemical structure different from each of the two or more kinds of polymerizable compounds having a biphenyl skeleton, and having a polar group.

As the self-aligning monomer, the above self-aligning compound can be applied.

In addition, as a suitable aspect of the liquid crystal composition of the present invention, "a polymerizable compound having a biphenyl skeleton represented by the above formula (II-1)" or "one or more kinds" "self-aligning monomer", "one or two or more compounds selected from the group consisting of compounds represented by the formulae (N-1a) to (N-1g)" and "one or two kinds of formulae" The compound represented by (L) is preferably such that the compound accounts for 85 to 100% by mass of the liquid crystal composition.

A third aspect of the present invention is a liquid crystal display element having no alignment film on at least one substrate surface, the liquid crystal display element having:
Aligning the first substrate and the second substrate;
a liquid crystal layer filled between the first substrate and the second substrate;
a plurality of gate bus lines and data bus lines arranged in a matrix on the first substrate;
a thin film transistor: disposed at an intersection of the aforementioned gate bus line and the data bus line;
Electrode layer: each pixel has a pixel electrode driven by the foregoing thin film transistor;
a common electrode: formed on the first substrate or the second substrate; and
A resin component obtained by curing two or more kinds of polymerizable compounds having a biphenyl skeleton between the first substrate and the second substrate.
In the same manner as the second liquid crystal display device, the polymerizable compound represented by the formula (i), the polymerizable compound represented by the above formula (II-1), and the above-mentioned The polymerizable compound represented by the formula (P), the polymerizable compound represented by the above formula (XX-1) to the formula (XX-13), and the formula (RM-1) to the formula (RM-14) The polymerizable compound and the polymerizable compound represented by the above formula (I-1-1) to the formula (I-7-6) can be used by selecting two or more kinds of these polymerizable compounds. In the above, the polymerizable compound having two or more kinds of the biphenyl skeletons is preferably one or two or more kinds of the polymerizable compounds represented by the above formula (i), and one or two or more of the above formula (P). Polymeric compound.

The method of polymerizing the polymerizable compound and the self-aligning compound contained in the liquid crystal composition of the present invention is preferably a method in which a suitable polymerization rate is preferably obtained in order to obtain a good alignment property of the liquid crystal. Alternatively, the active energy rays such as ultraviolet rays or electron beams may be used in combination or sequentially to be polymerized. When ultraviolet rays are used, a polarized light source or a non-polarized light source may be used. Further, when polymerization is carried out in a state in which a liquid crystal composition is sandwiched between two substrates, at least the substrate on the irradiation surface side must have appropriate transparency to the active energy ray. Further, it is also possible to use a method in which, after illuminating, a mask is used to polymerize only a specific portion, and conditions such as an electric field, a magnetic field, or a temperature are changed, thereby changing the alignment state of the unpolymerized portion, and further irradiating the active energy ray to polymerize it. . In particular, when ultraviolet exposure is performed, it is preferred to apply an alternating electric field to the liquid crystal composition while performing ultraviolet exposure. The applied alternating electric field is preferably an alternating current having a frequency of 10 Hz to 10 kHz, more preferably a frequency of 60 Hz to 10 kHz, and the voltage is selected depending on a desired pretilt angle of the liquid crystal display element. That is, the pretilt angle of the liquid crystal display element can be controlled by the applied voltage. For the liquid crystal display element of the PSVA mode, it is preferable to control the pretilt angle to be 80 to 89.9 degrees from the viewpoint of alignment stability and contrast.

The temperature at the time of irradiation of an active energy ray such as an ultraviolet ray or an electron beam used for polymerizing the polymerizable compound contained in the liquid crystal composition of the present invention is not particularly limited. For example, when the liquid crystal composition of the present invention is applied to a liquid crystal display element having a substrate having an alignment film, it is preferably within a temperature range in which the liquid crystal composition maintains a liquid crystal state. It is preferably a temperature close to room temperature, that is, it is typically polymerized at 15 to 35 °C.

On the other hand, for example, when the liquid crystal composition of the present invention is applied to a liquid crystal display element having a substrate having no alignment film, the temperature range thereof can also be applied to a liquid crystal display element having a substrate having an alignment film as described above. The temperature range during irradiation is wide.

As the lamp for generating ultraviolet rays, a metal halide lamp, a high pressure mercury lamp, an ultrahigh pressure mercury lamp, or the like can be used. Further, as the wavelength of the ultraviolet ray to be irradiated, it is preferred to irradiate ultraviolet rays which are not in the wavelength region of the absorption wavelength region of the liquid crystal composition, and it is preferred to use ultraviolet rays after filtering as needed. The intensity of the ultraviolet ray to be irradiated is preferably from 0.1 mW/cm ² to 100 W/cm ² , more preferably from 2 mW/cm ² to 50 W/cm ² . The energy of the ultraviolet ray to be irradiated can be appropriately adjusted, and is preferably from 10 mJ/cm ² to 500 J/cm ² , more preferably from 100 mJ/cm ² to 200 J/cm ² . The intensity can also be changed when ultraviolet rays are irradiated. The time for irradiating the ultraviolet ray may be appropriately selected depending on the intensity of the ultraviolet ray to be irradiated, and is preferably from 10 seconds to 3,600 seconds, more preferably from 10 seconds to 600 seconds.
Example

The invention is further illustrated in the following examples, but the invention is not limited to the examples. Moreover, "%" in the compositions of the following examples and comparative examples means "% by mass". In the examples, the following codes are used for the description of the compounds.

(Example 1)
In a reaction vessel equipped with a stirring device, a cooler and a thermometer, 19 g of 5-bromobenzene 1,3-diol, 2.5 g of pyridinium p-toluenesulphonate, and 200 ml of dichloromethane were charged. 12 g of 3,4-dihydro-2H-pyran was added dropwise. And reacted at room temperature for 4 hours. After completion of the reaction, the organic layer was washed with water and a saturated aqueous sodium chloride solution, and the solvent was distilled away to obtain 33 g of the compound of the formula (1).

Next, 33 g of the compound represented by the above formula (1), 19 g of 4-pentylphenylboronic acid, 18 g of potassium carbonate, and ruthenium (triphenylphosphine) palladium 3 g were placed in a reaction vessel equipped with a stirring device, a cooler, and a thermometer. 200 ml of tetrahydrofuran and 20 ml of pure water were reacted at 70 ° C for 5 hours. After completion of the reaction, the mixture was cooled, and the target was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, and solvent was evaporated. Then, it was subjected to dispersion washing using methanol, and purification was carried out using an alumina column to obtain 35 g of the compound represented by the formula (2).

Furthermore, 35 g of the compound represented by the above formula (2) and 200 ml of THF were placed in a reaction vessel equipped with a stirring device and a thermometer, and a mixed solution of 10 ml of a methanol solution and 1 ml of hydrochloric acid was gradually added dropwise. After the completion of the dropwise addition, the mixture was further allowed to react for 2 hours. After the completion of the reaction, 200 ml of ethyl acetate was added to the reaction mixture, and the organic layer was washed with purified aqueous sodium hydrogen sulfate and 5% aqueous hydrochloric acid, and washed with brine, and then dried over anhydrous sodium sulfate. The solvent was distilled off to obtain 20 g of the compound represented by the formula (3).

Next, in a reaction vessel equipped with a stirring device, a cooler, and a thermometer, 20 g of the compound represented by the above formula (3), 16.7 g of methacrylic acid, 2.2 g of dimethylaminopyridine, and 150 ml of dichloromethane were placed in an ice bath. The reaction vessel was kept at 5 ° C or lower, and 23 g of diisopropylcarbodiimide was slowly added dropwise under a nitrogen atmosphere. After the completion of the dropwise addition, the reaction vessel was returned to room temperature, and allowed to react for 5 hours. After the reaction mixture was filtered, 150 ml of dichloromethane was added to the filtrate, and the mixture was washed with a 5% aqueous solution of hydrochloric acid, and further washed with brine, and then dried over anhydrous sodium sulfate. After the solvent was distilled off, it was purified by a silica gel column to obtain 26 g of the target compound of formula (i-33).

(physical value)
¹ H-NMR (solvent: heavy chloroform): δ: 0.93 (m, 3H), 1.33-1.35 (m, 4H), 1.61-1.63 (m, 2H), 2.12 (s, 6H), 2.66 (t, 2H), 5.77(s, 2H), 6.39(s, 2H), 7.27-7.29(m, 4H), 7.41(s, 1H), 7.63(d, 2H)
¹³ C-NMR (solvent: heavy chloroform): δ: 14.1, 17.9, 22.7, 22.8, 30.9, 31.4, 35.8, 115.1, 115.9, 127.3, 127.8, 130.1, 135.4, 137.2, 141.5, 142.8, 151.4, 166.4
(Example 2)
Into a reaction vessel equipped with a stirring device, a cooler and a thermometer, 33 g of the compound represented by the formula (1), 15 g of butyl acrylate, 14 g of triethylamine, and 800 mg of palladium acetate were added. 200 ml of carbamide was heated to 100 ° C under a nitrogen atmosphere to cause a reaction. After completion of the reaction, ethyl acetate and THF were added, and the organic layer was washed with a 10% aqueous hydrochloric acid solution, purified water, and brine. The solvent was distilled off and purified by a silica gel column to obtain 32 g of a compound represented by the formula (4).

Further, 32 g of the compound represented by the above formula (4) and 200 ml of THF were placed in a reaction vessel equipped with a stirring device and a thermometer, and a mixed solution of 10 ml of a methanol solution and 1 ml of hydrochloric acid was gradually added dropwise. After the completion of the dropwise addition, the mixture was further allowed to react for 2 hours. After the completion of the reaction, 200 ml of ethyl acetate was added to the reaction mixture, and the organic layer was washed with purified aqueous sodium hydrogen sulfate and 5% aqueous hydrochloric acid, and washed with brine, and then dried over anhydrous sodium sulfate. The solvent was distilled off.
Next, a reaction vessel equipped with a stirring device, a cooler, and a thermometer was charged with a concentrate, 17 g of methacrylic acid, 230 mg of dimethylaminopyridine, and 150 ml of dichloromethane, and the reaction vessel was kept at 5 ° C or lower in an ice bath. 24 g of diisopropylcarbodiimide was slowly added dropwise under a nitrogen atmosphere. After the completion of the dropwise addition, the reaction vessel was returned to room temperature, and allowed to react for 5 hours. After filtering the reaction mixture, 150 ml of dichloromethane was added to the filtrate, and the mixture was washed with pure water, and further washed with saturated brine, and then the organic layer was dried over anhydrous sodium sulfate. After the solvent was distilled off, it was purified by a silica gel column to obtain 24 g of the compound represented by the formula (5).

In a reaction vessel equipped with a stirring device, a cooler, and a thermometer, 24 g of the compound represented by the above formula (5) was dissolved in 100 ml of methylene chloride, and then 30 ml of trifluoroacetic acid was added thereto, and the mixture was stirred at room temperature for 30 minutes. . Then, 200 ml of ethyl acetate was added, and the organic layer was washed with pure water and saturated brine. The solvent was distilled off to obtain 19 g of the compound represented by the formula (6).

Next, 19 g of the compound represented by the above formula (6), 12.7 g of 4-heptylphenol, 700 mg of dimethylaminopyridine, and 150 ml of dichloromethane were placed in a reaction vessel equipped with a stirring device, a cooler, and a thermometer. The reaction vessel was kept at 5 ° C or lower in a bath, and 9 g of diisopropylcarbodiimide was slowly added dropwise under a nitrogen atmosphere. After the completion of the dropwise addition, the reaction vessel was returned to room temperature, and allowed to react for 5 hours. After the reaction mixture was filtered, 150 ml of dichloromethane was added to the filtrate, and the mixture was washed with a 5% aqueous solution of hydrochloric acid, and further washed with brine, and then dried over anhydrous sodium sulfate. After the solvent was distilled off, it was purified by a silica gel column to obtain 24 g of the target compound of formula (i-34).

(physical value)
¹ H-NMR (solvent: heavy chloroform): δ: 0.89-0.91 (m, 3H), 1.27 (s, 8H), 1.61-1.63 (m, 2H), 2.12 (s, 6H), 2.66 (t, 2H) ), 5.77(s, 2H), 6.28(d, 1H), 6.39(s, 2H), 6.84(s, 2H), 7.12-7.15(m, 2H), 7.17-7.19(m, 3H), 7.49( d, 1H)
¹³ C-NMR (solvent: heavy chloroform): δ: 14.1, 17.9, 22.7, 22.8, 29.2, 30.9, 31.4, 31.8, 35.8, 115.1, 115.4, 118.0, 121.4, 127.8, 129.6, 135.4, 137.2, 139.5, 148.5 , 151.4, 164.3, 166.4
(Example 3)
Into an autoclave vessel equipped with a stirring device, 32 g of the compound represented by the formula (4) synthesized in Example 1 and 200 ml of THF were charged, and then charged with 20 ml of an ethanol solution and 5% palladium carbon (aqueous ) 1.6 g, hydrogen contact reduction using hydrogen. After the reaction was completed, the reaction solution was filtered, and then the solvent was distilled off. Further, a reaction vessel equipped with a stirring device and a thermometer was charged with 32 g of a concentrate and 200 ml of THF, and a mixed solution of 10 ml of a methanol solution and 1 ml of hydrochloric acid was slowly added dropwise. After the completion of the dropwise addition, the reaction was further carried out for 2 hours. After the completion of the reaction, 200 ml of ethyl acetate was added to the reaction mixture, and the organic layer was washed with a saturated aqueous solution of sodium bicarbonate and 5% aqueous hydrochloric acid, and the organic layer was dried over anhydrous sodium sulfate. 7) 17 g of the compound shown.

Next, in a reaction vessel equipped with a stirring device, a cooler, and a thermometer, 17 g of the compound represented by the above formula (7), 15 g of methacrylic acid, 1.0 g of dimethylaminopyridine, and 150 ml of dichloromethane were placed in an ice bath. The reaction vessel was kept at 5 ° C or lower, and 22 g of diisopropylcarbodiimide was slowly added dropwise under a nitrogen atmosphere. After the completion of the dropwise addition, the reaction vessel was returned to room temperature, and allowed to react for 5 hours. After filtering the reaction mixture, 150 ml of dichloromethane was added to the filtrate, and the mixture was washed with pure water, and further washed with saturated brine, and then the organic layer was dried over anhydrous sodium sulfate. After the solvent was distilled off, purification was carried out by column chromatography using a two-fold (by weight) hydrazine gel to obtain 23 g of the target compound represented by the formula (8).

In a reaction vessel equipped with a stirring device, a cooler, and a thermometer, 23 g of the compound represented by the above formula (8) was dissolved in 120 ml of dichloromethane, and then 30 ml of trifluoroacetic acid was added dropwise thereto, followed by stirring at room temperature for 30 minutes. Then, 200 ml of ethyl acetate was added, and the organic layer was washed with pure water and saturated brine. The solvent was distilled off to obtain 19 g of the compound represented by the formula (9).

Next, 19 g of the compound represented by the above formula (9), 12.8 g of 4-heptylphenol, 700 mg of dimethylaminopyridine, and 150 ml of dichloromethane were placed in a reaction vessel equipped with a stirring device, a cooler, and a thermometer to make ice. The reaction vessel was kept at 5 ° C or lower in a bath, and 9 g of diisopropylcarbodiimide was slowly added dropwise under a nitrogen atmosphere. After the completion of the dropwise addition, the reaction vessel was returned to room temperature, and allowed to react for 5 hours. After the reaction mixture was filtered, 150 ml of dichloromethane was added to the filtrate, and the mixture was washed with a 5% aqueous solution of hydrochloric acid, and further washed with brine, and then dried over anhydrous sodium sulfate. After the solvent was distilled off, it was purified by a silica gel column to obtain 22 g of the objective compound of formula (i-35).

(physical value)
¹ H-NMR (solvent: heavy chloroform): δ: 0.89-0.91 (m, 3H), 1.27 (s, 8H), 1.61-1.63 (m, 2H), 2.12 (s, 6H), 2.66 (t, 2H) ), 2.71-2.73(m, 2H), 2.811-2.83(m, 2H), 5.77(s, 2H), 6.39(s, 2H), 6.89(s, 2H), 7.13-7.21(m, 5H)
¹³ C-NMR (solvent: heavy chloroform): δ: 14.1, 17.9, 22.7, 22.8, 29.2, 30.5, 30.9, 31.4, 31.8, 33.2, 35.8, 39.4, 113.4, 118.0, 121.4, 127.8, 129.6, 135.4, 137.2 , 139.5, 148.5, 151.4, 166.4, 172.2
(Example 4)
In a reaction vessel equipped with a stirring device, a cooler and a thermometer, 15 g of 3,5-dimethylphenylboronic acid, 18 g of 5-bromobenzene 1,3-diol, 20 g of potassium carbonate, and cesium (triphenylphosphine) were charged. 2 g of palladium, 200 ml of tetrahydrofuran, and 20 ml of pure water were allowed to react at 70 ° C for 5 hours. After completion of the reaction, the mixture was cooled, and the target was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, and solvent was evaporated. Then, it was subjected to dispersion washing using methanol, and purification was carried out using an alumina column to obtain 18 g of the compound represented by the formula (10).

Next, in a reaction vessel equipped with a stirring device, a cooler, and a thermometer, 18 g of the compound represented by the above formula (10), 17.5 g of methacrylic acid, 2.0 g of dimethylaminopyridine, and 150 ml of dichloromethane were placed in an ice bath. The reaction vessel was kept at 5 ° C or lower, and 25 g of diisopropylcarbodiimide was slowly added dropwise under a nitrogen atmosphere. After the completion of the dropwise addition, the reaction vessel was returned to room temperature, and allowed to react for 5 hours. After the reaction mixture was filtered, 150 ml of dichloromethane was added to the filtrate, and the mixture was washed with a 5% aqueous solution of hydrochloric acid, and further washed with brine, and then dried over anhydrous sodium sulfate. After the solvent was distilled off, it was purified by a silica gel column to obtain 24 g of the target compound of the formula (i-2).

(physical value)
¹ H-NMR (solvent: heavy chloroform): δ: 2.10 (s, 6H), 2.36 (s, 6H), 5.77 (s, 2H), 6.39 (s, 2H), 7.29 (s, 2H), 7.40- 7.44(m, 2H), 7.68(d, 2H)
¹³ C-NMR (solvent: heavy chloroform): δ: 17.9, 21.9, 115.1, 115.9, 125.8, 127.8, 135.4, 138.2, 140.5, 141.5, 152.2, 166.4
Hereinafter, the present invention will be described in more detail with reference to examples, but the present invention is not limited to the examples. Moreover, "%" in the compositions of the following examples and comparative examples means "% by mass". For the description of the compounds in the examples, the following codes are used.

In the examples, the measured characteristics are as follows.

T _ni : nematic phase-isotropic liquid phase transition temperature (°C)
Δn : refractive index anisotropy at 25 ° C η : viscosity at 20 ° C (mPa · s)
γ ₁ : Rotational viscosity at 25 ° C (mPa·s)
Δε : dielectric conductivity at 25 ° C
K ₃₃ : elastic constant K ₃₃ (pN) at 20 ° C
<ring construction>

<side chain construction>

[Table 1]

(where n in the table is a natural number.)
<link structure>

[Table 2]

(where n in the table is a natural number.)
The evaluations of "cryogenicity", "vertical alignment", "pretilt formation", and "response characteristics" in the examples and comparative examples were carried out by the following methods.

(Evaluation test for cryopreservation)
The liquid crystal composition was filtered using a membrane filter (PTFE 13 m-0.2 μm, manufactured by Agilent Technologies, Inc.), and allowed to stand under vacuum and reduced pressure for 15 minutes to remove dissolved air. It was washed with acetone, and 0.5 g was weighed in a thoroughly dried vial bottle, and allowed to stand at -25 ° C for 10 days. Then, the presence or absence of precipitation was visually observed, and it was judged by the following two stages.

A: Unable to confirm the precipitation.

B: Precipitated after 1 week.

D: Precipitation can be confirmed.

(vertical alignment evaluation test)
A first substrate (common electrode substrate) having a transparent electrode layer formed of a patterned transparent common electrode and having a color filter layer but having no alignment film on the insulating layer, and a pixel electrode layer are provided. A second substrate (pixel electrode substrate) having no alignment film, wherein the pixel electrode layer has a transparent pixel electrode driven by an active device. The liquid crystal composition was dropped on the first substrate, sandwiched on the second substrate, and the sealing material was cured under normal pressure at 110 ° C for 2 hours to obtain a liquid crystal cell having a cell gap of 3.2 μm. The alignment misalignment at this time and the unevenness of the alignment such as drip marks were observed using a polarizing microscope, and the evaluation was carried out in the following four stages.

A: evenly aligned vertically to the entire surface
B: has a slight alignment defect, but tolerable
C: has an alignment defect, which is unacceptable
D: Evaluation method of liquid crystal residual image with poor alignment (pretilt angle changes with time)
First, a polyimine-imparting film which induces vertical alignment is applied to a substrate with ITO contained in a liquid crystal cell (cell gap: 3.5 μm), and then the polyimide film is subjected to rubbing treatment to form a liquid crystal by vacuum injection. The composition is injected between the liquid crystal cells. Then, a voltage of 10 V was applied to the liquid crystal cell to which the liquid crystal composition was injected at a frequency of 100 Hz, and a high-pressure mercury lamp was used to transmit ultraviolet rays through a filter that filters out ultraviolet rays of 325 nm or less. At this time, the illuminance measured at a center wavelength of 365 nm was adjusted to 100 mW/cm ² , and the ultraviolet light having a light accumulation amount of 10 J/cm ^{2 was} irradiated. The ultraviolet irradiation conditions described above were used as the irradiation conditions 1. By this irradiation condition 1, a liquid crystal molecule in the liquid crystal cell is given a pretilt angle.

Then, using a fluorescent UV lamp, the illuminance measured at a center wavelength of 313 nm was adjusted to 3 mW/cm ² , and the ultraviolet light having a light accumulation amount of 20 J/cm ^{2 was} further irradiated to obtain a liquid crystal display element. The ultraviolet irradiation conditions described above were used as the irradiation conditions 2. By the irradiation condition 2, the residual amount of the polymerizable compound in the unreacted liquid crystal cell under the irradiation condition 1 is reduced.

After the ultraviolet ray was irradiated, the display failure (afterimage) due to the change in the pretilt angle was evaluated. First, the pretilt angle of the liquid crystal display element was measured as a pretilt angle (initial). For this liquid crystal display element, a voltage of a rectangular wave of 30 V was applied at a frequency of 100 Hz, and the backlight was simultaneously irradiated for 10 hours. Then, the pretilt angle was measured as a pretilt angle (after the test). The measured pretilt angle (initial) is subtracted from the pretilt angle (after test) as the pretilt angle change amount (=absolute value of pretilt angle change) [°]. The pretilt angle was measured using OPTIPRO manufactured by Shintech. In addition, the voltage of 30V is several times the normal driving voltage, which is an accelerated test.

The closer the pretilt angle change is to 0 [°], the lower the probability of display failure due to the change in the pretilt angle. In the present discussion, the amount of change of 1.0 [°] or less is used as the allowable limit range for displaying unevenness.
A: The amount of change is less than 1.0 [°]
B: The amount of change is above 1.0 [°] but not up to 1.5 [°]
C: The amount of change is 1.5 [°] or more (preparation and evaluation results of liquid crystal composition)
A liquid crystal composition was prepared by a compound and a mixing ratio as shown in the following Table 3, and this composition was designated as LC-1. The results of the composition of the liquid crystal composition and its physical property values are shown below.

The nematic phase-isotropic liquid phase transition temperature (T _ni ) of LC-1 is 75 ° C, the solid phase-nematic phase transition temperature (T _CN ) is -33 ° C, and the refractive index anisotropy (Δn) is 0.11. The dielectric conductivity (Δε) was -2.8, and the rotational viscosity (γ ₁ ) was 98 mPa·s. Further, the refractive index anisotropy (Δn), the dielectric anisotropy (Δε), and the rotational viscosity (γ1) are all measured at 25 ° C (the same applies hereinafter).

[table 3]

(Comparative Examples 1 to 4)
When LC-1 is 100 parts by mass, 1.0 part by mass of the following self-aligning compound (AL-2.2) and 0.3 parts by mass of the compound represented by the formula (RM-R1) are added as a liquid crystal composition containing a polymerizable compound. Comparative Example 1.

A liquid crystal composition containing a polymerizable compound in which 1.0 part by mass of a self-aligning monomer (AL-2.2) and 0.3 parts by mass of a compound represented by the formula (RM-R2) are added to 100 parts by mass of the liquid crystal composition LC-1 The material was used as Comparative Example 2.

A liquid crystal composition containing a polymerizable compound, which is 1.0 part by mass of a self-aligning monomer (AL-2.2) and 0.6 parts by mass of a compound represented by the formula (RM-R2), is added to 100 parts by mass of the liquid crystal composition LC-1. The material was used as Comparative Example 3.

A liquid crystal composition containing a polymerizable compound, which is 1.0 part by mass of a self-aligning monomer (AL-2.2) and 0.9 parts by mass of a compound represented by the formula (RM-R2), is added to 100 parts by mass of the liquid crystal composition LC-1. The material was used as Comparative Example 4.

The results of the vertical alignment test of the comparative examples 1 to 4, the vertical alignment test of the polymerizable compound after irradiation with ultraviolet rays, and the tilt stability test are shown in Table 4 below.

[Table 4]

(Examples 1 to 3)
Each of the self-aligning monomer (AL-2.2) and the following polymerizable compound (i-33) was added to LC-1 in an amount shown in the following Table 5, and a liquid crystal composition was prepared in the same manner as in Comparative Example 1.

The results of the vertical alignment test of the polymerizable compounds after irradiation with ultraviolet rays and the results of the tilt stability test of Examples 1 to 3 are shown in Table 5.

[table 5]

With respect to the alignment properties of Examples 1 to 3, a unit in which the liquid crystal composition described in the examples was sealed was attached to a polarizing microscope in which a polarizing element and an analyzer were arranged orthogonally, and transmitted light was observed. If the liquid crystal molecules are vertically aligned, the light will not be transmitted due to the action of the polarizing plate, and the unit will be black. After the above samples were evaluated by the test method, it was confirmed that all of the samples did not produce alignment unevenness, showing the same vertical alignment. The evaluation results of the representative alignment test are shown in Fig. 1 and Fig. 2 . Fig. 1 is a photograph of a cell in which the liquid crystal composition of Comparative Example 2 was injected under a crossed polarizer, and Fig. 2 is a photograph of a cell in which the liquid crystal composition of Example 2 was implanted under an orthogonal polarizer. The portion which appears white in the peripheral portion of the unit of Fig. 1 is a portion which is inclined or horizontally aligned without vertical alignment, and exhibits uneven alignment. In Figure 1, a number of white portions are visible, with many locations that are not vertically aligned. Also, an area like the division into 4 blocks can be seen in the unit. This is unevenness in dropping, which is a kind of defect which is caused by the inability to mix when the components are intersected with each other when the liquid crystal composition is dropped. This is also a defect. However, in Figure 2, almost no white lines are visible, and all appear black. In Fig. 1 and Fig. 2, a part of the straight line that looks white is not uneven orientation, but damage on the physical glass, so it is not poor alignment. Therefore, this shows that the liquid crystal is vertically aligned, and it can be confirmed that the liquid crystal molecules can be vertically aligned by appropriately combining the above-mentioned vertical alignment aid (self-aligning compound) and the polymerizable compound represented by the formula (i). .

Further, it is considered that the change with respect to the pretilt of the present invention is affected by the hardness of the polymer film, and it is considered that the addition amount of the polymerizable compound represented by the formula (i) is increased to cause formation of a hard polymer film. The amount of tilt will decrease with time.

Further, in the evaluation, in order to evaluate the polymer stability of each monomer in a state where the initial pretilt angle is constant, when the amount of change in the pretilt angle is confirmed, the polyimine-containing alignment which induces the vertical alignment is used. The substrate of the film. When a liquid crystal cell having a cell gap of 3.2 μm was additionally used, it was confirmed that the liquid crystal cell having a cell gap of 3.2 μm was used, and the first substrate (common electrode substrate) having no alignment film was used. A second substrate (pixel electrode substrate) having an alignment film is formed by dropping a liquid crystal composition on a first substrate, sandwiching the second substrate, and then curing the sealing material.

Further, after evaluating the pretilt angle generated by the polymerization by irradiation with ultraviolet light, it was confirmed that all the samples were given an appropriate inclination angle. It was confirmed that the liquid crystal display element using the same was given a sufficient pretilt angle, so the response was very fast.

Moreover, when the liquid crystal cell was produced using the liquid crystal compositions of Examples 1 to 3, the spreadability (bleeding) was good.
(Examples 4 to 58)
The addition of the polymerizable compounds (i-1) to (i-19) and the self-aligning compounds (AL-1.4) to (AL-2.33) shown below are respectively shown in the following Tables 6, 8, and 10. A liquid crystal composition was prepared in the same manner as in Comparative Example 1, except that the amount was added to LC-1. The results of the vertical alignment test and the tilt stability test of the polymerizable compounds after irradiation with ultraviolet rays of Examples 4 to 58 are shown in Tables 7, 9, and 11.

[Table 6]

[Table 7]

[Table 8]

[Table 9]

[Table 10]

[Table 11]

(Examples 59 to 73)
0.8 parts by mass of the self-aligning compound (AL-2.5), 0.3 parts by mass of the compound represented by the formula (RM-R1), and the formula (i-1) are added to 100 parts by mass of the liquid crystal composition LC-1. A liquid crystal composition containing a polymerizable compound in an amount of 0.1 part by mass of the compound was designated as Example 59.

0.8 parts by mass of the self-aligning compound (AL-2.5), 0.3 parts by mass of the compound represented by the formula (RM-R1), and the formula (i-2) are added to 100 parts by mass of the liquid crystal composition LC-1. A liquid crystal composition containing a polymerizable compound in an amount of 0.1 part by mass of the compound was designated as Example 60.

0.8 parts by mass of the self-aligning compound (AL-2.5), 0.3 parts by mass of the compound represented by the formula (RM-R1), and the formula (i-6) are added to 100 parts by mass of the liquid crystal composition LC-1. 0.1 part by mass of a liquid crystal composition containing a polymerizable compound as Example 61.

0.8 parts by mass of the self-aligning compound (AL-2.5), 0.3 parts by mass of the compound represented by the formula (RM-R1), and the formula (i-7) are added to 100 parts by mass of the liquid crystal composition LC-1. A liquid crystal composition containing a polymerizable compound in an amount of 0.1 part by mass of the compound was designated as Example 62.

0.8 parts by mass of the self-aligning compound (AL-2.5), 0.3 parts by mass of the compound represented by the formula (RM-R1), and the formula (i-14) are added to 100 parts by mass of the liquid crystal composition LC-1. A liquid crystal composition containing a polymerizable compound in an amount of 0.1 part by mass of the compound was designated as Example 63.

0.8 parts by mass of the self-aligning compound (AL-2.25), 0.3 parts by mass of the compound represented by the formula (RM-R1), and the formula (i-1) are added to 100 parts by mass of the liquid crystal composition LC-1. The liquid crystal composition containing a polymerizable compound in an amount of 0.3 parts by mass of the compound was designated as Example 64.

0.8 parts by mass of the self-aligning compound (AL-2.25), 0.3 parts by mass of the compound represented by the formula (RM-R1), and the formula (i-2) are added to 100 parts by mass of the liquid crystal composition LC-1. The liquid crystal composition containing a polymerizable compound in an amount of 0.3 parts by mass of the compound was designated as Example 65.

0.8 parts by mass of the self-aligning compound (AL-2.25), 0.3 parts by mass of the compound represented by the formula (RM-R1), and the formula (i-6) are added to 100 parts by mass of the liquid crystal composition LC-1. The liquid crystal composition containing a polymerizable compound in an amount of 0.3 parts by mass of the compound was designated as Example 66.

0.8 parts by mass of the self-aligning compound (AL-2.25), 0.3 parts by mass of the compound represented by the formula (RM-R1), and the formula (i-7) are added to 100 parts by mass of the liquid crystal composition LC-1. The liquid crystal composition containing a polymerizable compound in an amount of 0.3 parts by mass of the compound was designated as Example 67.

0.8 parts by mass of the self-aligning compound (AL-2.25), 0.3 parts by mass of the compound represented by the formula (RM-R1), and the formula (i-14) are added to 100 parts by mass of the liquid crystal composition LC-1. The liquid crystal composition containing a polymerizable compound in an amount of 0.3 parts by mass of the compound was designated as Example 68.

To 100 parts by mass of the liquid crystal composition LC-1, 0.4 parts by mass of the self-aligning compound (AL-2.17), 0.4 parts by mass of the self-aligning compound (AL-2.2), and the formula (RM-R2) are added. A liquid crystal composition containing a polymerizable compound in an amount of 0.3 parts by mass of the compound and 0.4 parts by mass of the compound represented by the formula (i-1) was designated as Example 69.

To 100 parts by mass of the liquid crystal composition LC-1, 0.4 parts by mass of the self-aligning compound (AL-2.17), 0.4 parts by mass of the self-aligning compound (AL-2.25), and the formula (RM-R2) are added. A liquid crystal composition containing a polymerizable compound of 0.3 parts by mass of the compound and 0.4 parts by mass of the compound represented by the formula (i-2) was designated as Example 70.

To 100 parts by mass of the liquid crystal composition LC-1, 0.4 parts by mass of the self-aligning compound (AL-2.17), 0.4 parts by mass of the self-aligning compound (AL-2.29), and the formula (RM-R2) are added. A liquid crystal composition containing a polymerizable compound in an amount of 0.3 parts by mass of the compound and 0.4 parts by mass of the compound represented by the formula (i-6) was designated as Example 71.

To 100 parts by mass of the liquid crystal composition LC-1, 0.4 parts by mass of the self-aligning compound (AL-2.17), 0.4 parts by mass of the self-aligning compound (AL-1.15), and the formula (RM-R2) are added. A liquid crystal composition containing a polymerizable compound in an amount of 0.3 parts by mass of the compound and 0.4 parts by mass of the compound represented by the formula (i-7) was designated as Example 72.

To 100 parts by mass of the liquid crystal composition LC-1, 0.4 parts by mass of the self-aligning compound (AL-2.17), 0.4 parts by mass of the self-aligning compound (AL-1.10), and the formula (RM-R2) are added. A liquid crystal composition containing a polymerizable compound in an amount of 0.3 parts by mass of the compound and 0.4 parts by mass of the compound represented by the formula (i-14) was designated as Example 73.

To 100 parts by mass of the liquid crystal composition LC-1, 0.4 parts by mass of the self-aligning compound (AL-2.29), 0.4 parts by mass of the self-aligning compound (AL-2.17), and the formula (RM-R2) are added. A liquid crystal composition containing a polymerizable compound in an amount of 0.3 parts by mass of the compound and 0.6 parts by mass of the compound represented by the formula (i-1) is shown in Example 74.

To 100 parts by mass of the liquid crystal composition LC-1, 0.4 parts by mass of the self-aligning compound (AL-2.29), 0.4 parts by mass of the self-aligning compound (AL-2.25), and the formula (RM-R2) are added. A liquid crystal composition containing a polymerizable compound in an amount of 0.3 parts by mass of the compound and 0.6 parts by mass of the compound represented by the formula (i-2) was designated as Example 75.

To 100 parts by mass of the liquid crystal composition LC-1, 0.4 parts by mass of the self-aligning compound (AL-2.29), 0.4 parts by mass of the self-aligning compound (AL-2.17), and the formula (RM-R2) are added. A liquid crystal composition containing a polymerizable compound in an amount of 0.3 parts by mass of the compound and 0.6 parts by mass of the compound represented by the formula (i-6) was designated as Example 76.

To 100 parts by mass of the liquid crystal composition LC-1, 0.4 parts by mass of the self-aligning compound (AL-2.29) and 0.4 parts by mass of the self-aligning compound (AL-1.15) are added, and the formula (RM-R2) is represented. A liquid crystal composition containing a polymerizable compound in an amount of 0.3 parts by mass of the compound and 0.6 parts by mass of the compound represented by the formula (i-7) was designated as Example 77.

To 100 parts by mass of the liquid crystal composition LC-1, 0.4 parts by mass of the self-aligning compound (AL-2.29), 0.4 parts by mass of the self-aligning compound (AL-1.10), and the formula (RM-R2) are added. A liquid crystal composition containing a polymerizable compound in an amount of 0.3 parts by mass of the compound and 0.6 parts by mass of the compound represented by the formula (i-14) was designated as Example 78.

The blending of the liquid crystal compositions of Examples 59 to 78 is shown in Tables 12 to 15. Further, Tables 16 show the results of the low-temperature storage property of Examples 59 to 78, the vertical alignment test of the polymerizable compound after irradiation with ultraviolet rays, and the tilt stability test.

[Table 12]

[Table 13]

[Table 14]

[Table 15]

[Table 16]

Evaluation of the low-temperature storage property and the vertical alignment property in the case of using one kind of self-aligning compound and two kinds of polymerizable compounds in Examples 59 to 78, it was confirmed that even when the polymerizable compound used in the comparative example was used, The low temperature preservability and the vertical alignment property can be improved by re-adding a polymerizable compound. When the solubility of the self-aligning compound to the liquid crystal is low, the concentration of one component can be lowered, and different self-aligning compounds can be added to enhance the vertical alignment. It was confirmed that in the examples, by mixing two kinds of self-aligning compounds and two kinds of polymerizable compounds, the low-temperature storage property and the vertical alignment property can be improved.

In addition, when the liquid crystal cell is produced from the composition containing RM-1 and RM-2 used as the polymerizable compound in Examples 59 to 78, the spreadability (bleeding) is good.

Further, in Examples 1 to 78 and Comparative Examples 1 to 4, a composition comprising a compound shown in the following Table 17 and a mixing ratio was prepared instead of the composition LC-1, and the liquid crystal composition was LC-2 to LC. -8.

[Table 17]

[Table 18]

The liquid crystal compositions LC-2 to LC-8 were mixed with the self-aligning compound and the polymerizable compound at appropriate concentrations as shown in Examples 1 to 78 and Comparative Examples 1 to 4, and the alignment test was carried out in the same manner as above. After the evaluation, it was confirmed that the composition of the examples was improved in the alignment property compared with the comparative examples.

no

1 is a photograph of a unit of Comparative Example 2 in which a liquid crystal composition was injected under a cross nicol.

Figure 2 is a photograph of the unit of Example 2 in which a liquid crystal composition was injected under a crossed polarizer.

Claims (12)

A polymerizable liquid crystal composition containing one or more kinds of polymerizable compounds represented by the formula (i), (In the formula (i), A ⁱ² represents a group selected from the group consisting of the following groups (a) and (b): (a) cyclopentane-1,2,3-triyl, ring Pentane-1,3,4-triyl, cyclohexane-1,3,4-triyl or cyclohexane-1,3,5-triyl (one -CH ₂ - present in this group) Or two or more adjacent -CH ₂ - may be substituted with -O-, one -CH ₂ CH ₂ - may be substituted with -CH=CH-, and one -CH ₂ CH< may also be Substituted into -CH=C<) and (b) benzene-1,3,4-triyl, benzene-1,3,5-triyl, naphthalene-2,5,6-triyl, naphthalene-2,6 , 7-triyl, naphthalene-2,5,7-triyl, naphthalene-1,4,5-triyl, phenanthrene-3,6,9-triyl, phenanthrene-1,3,7-triyl, Phenanthrene-3,5,9-triyl, phenanthrene-2,7,9-triyl, phenanthrene-4,5,9-triyl or phenanthrene-4,6,9-triyl (present in this base) One -CH= or two or more non-contiguous -CH= may also be substituted with -N=), and the base (a) and the group (b) may each independently be an alkane having 1 to 12 carbon atoms. Alkoxy group having 1 to 12 carbon atoms, halogen, cyano group, nitro group, P ⁱ³ -Sp ⁱ³ - or R ^il -(A ^il -L ^{i l} ) _ni1 - (the hydrogen atom in the alkyl group may also be substituted by halogen, cyano, nitro and P ⁱ³ -Sp ⁱ³ -, and one or more -CH ₂ - present in the alkyl group may also be an oxygen atom The method of not directly linking is substituted with -O-, -COO- or -OCO-, and one -CH ₂ CH ₂ - or two or more -CH ₂ CH ₂ - present in the alkyl group may also be substituted. In the case of -CH=CH-), R ⁱ¹ represents a hydrogen atom (when n ⁱ¹ is 0, which will be described later, it is not a hydrogen atom), an alkyl group having 1 to 12 carbon atoms, or an alkyl group having 1 to 12 carbon atoms. Oxygen, halogen, cyano, nitro or P ⁱ³ -Sp ⁱ³ -, the hydrogen atom in the alkyl group may also be substituted by halogen, cyano, nitro and P ⁱ³ -Sp ⁱ³ -, present in the alkyl group One or more of -CH ₂ - may be substituted with -O-, -COO- or -OCO- in such a manner that the oxygen atom is not directly bonded, and one -CH ₂ CH ₂ - or 2 present in the alkyl group More than one -CH ₂ CH ₂ - may also be substituted with -CH=CH-, and A ⁱ¹ represents a group selected from the group consisting of the following groups (a), (b) and (c): a) 1,3-cyclopentyl, 1,4- Hexyl group, a 1,4-cyclohexylene group (in this group the presence of a -CH ₂ - or two or more of the adjacent -CH ₂ - may be substituted with -O-) (b) 1,4- a phenyl group (one present in the group -CH= or two or more non-contiguous -CH= may be substituted to -N=) and (c) naphthalene-2,6-diyl, 1, 2,3,4-tetrahydronaphthalene-2,6-diyl or decahydronaphthalene-2,6-diyl (present in naphthalene-2,6-diyl or 1,2,3,4-tetrahydronaphthalene) One of the -2,6-diyl groups -CH= or two or more non-contiguous -CH= may also be substituted with -N=), the base (a), the base (b) and the base (c) Each of them may independently be an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a halogen, a cyano group, a nitro group or a P ⁱ³ -Sp ⁱ³ - (the hydrogen atom in the alkyl group is also It may be substituted by halogen, cyano, nitro and P ⁱ³ -Sp ⁱ³ -, and one or more -CH ₂ - present in the alkyl group may be substituted with -O-, - in such a manner that the oxygen atoms are not directly bonded. COO- or -OCO-, one -CH ₂ CH ₂ - or more than -CH ₂ CH ₂ - present in the alkyl group may also be substituted into -CH= CH-) substituted, L ⁱ¹ represents a single bond, -OCH ₂ -, -CH ₂ O-, -C ₂ H ₄ -, -OC ₂ H ₄ O-, -COO-, -OCO-, -CH=CR ^a -COO-, -CH=CR ^a -OCO-, -COO-CR ^a =CH-, -OCO-CR ^a =CH-,-(CH ₂ ) _z -COO-,-(CH ₂ ) _z -OCO- , -OCO-(CH ₂ ) _z -, -COO-(CH ₂ ) _z -, -CH=CH-, -CF ₂ O-, -OCF ₂ - or -C≡C- (wherein, R ^a each The hydrogen atom or the alkyl group having 1 to 3 carbon atoms is independently represented, wherein z each independently represents an integer of 1 to 4), and P ⁱ¹ , P ⁱ² and P ⁱ³ each independently represent the following formula (R- Any of I) to (R-IX), (In the formulae (R-I) to (R-IX), R ²¹ , R ³¹ , R ⁴¹ , R ⁵¹ and R ⁶¹ are each independently a hydrogen atom or an alkyl group having 1 to 5 carbon atoms, and W is Single bond, -O- or methylene, T is a single bond or -COO-, p, t and q are each independently 0, 1 or 2) Sp ⁱ¹ , Sp ⁱ² and Sp ⁱ³ are each independently represented a single bond or an alkylene having 1 to 15 carbon atoms, or one or more of -CH ₂ - in the alkylene group may be -O-, -OCO- in such a manner that the oxygen atoms are not directly adjacent to each other. Or -COO-substituted, one or more hydrogen atoms of the alkylene group may be halogen, cyano, P ⁱ³ -Sp ⁱ³ - or an alkyl group having 1 to 12 carbon atoms (the alkyl group may be halogen, cyano or P ⁱ³ -Sp ⁱ³ - substituted) substituents, n ⁱ¹ represents 0,1, 2 or 3, in the same molecule as ^{R il, A il, L il} , P i3, Sp i3 and R ^a are each present In the case of a plurality of cases, the plurality of R ^il , A ^il , L ^il , P ⁱ³ , Sp ⁱ³ and R ^a may be the same or different from each other). The polymerizable liquid crystal composition according to claim 1, which further contains one or more kinds of self-aligning compounds. The polymerizable liquid crystal composition according to claim 1 or 2, wherein n ⁱ¹ in the formula (i) is 1 or 2. The polymerizable liquid crystal composition according to any one of claims 1 to 3, which contains one or more selected from the group consisting of the formulae (N-1), (N-2) and (N-3). a compound expressed in a compound, (wherein R ^N11 , R ^N12 , R ^N21 , R ^N22 , R ^N31 and R ^N32 each independently represent an alkyl group having 1 to 8 carbon atoms, and one of the alkyl groups or two or more adjacent ones or more -CH ₂ - each independently may be substituted by -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-, A ^N11 , A ^N12 , A ^N21 , A ^N22 And A ^N31 and A ^N32 each independently represent a group selected from the group consisting of (a), (b), (c), and (d): (a) 1,4-cyclohexylene (present herein) One of the groups -CH ₂ - or two or more of -CH ₂ - which are not adjacent may also be substituted with -O-) (b) 1,4-phenylene (one present in the group - CH= or two or more non-contiguous -CH= may also be substituted with -N=) (c) naphthalene-2,6-diyl, 1,2,3,4-tetrahydronaphthalene-2,6- Di- or decahydronaphthalene-2,6-diyl (present in one of naphthalene-2,6-diyl or 1,2,3,4-tetrahydronaphthalene-2,6-diyl-CH= Or two or more adjacent -CH= may be substituted with -N=) and (d) 1,4-cyclohexenylene, the group (a), the group (b), The group (c) and the group (d) are each independently substituted by a cyano group, a fluorine atom or a chlorine atom, and Z ^N11 , Z ^N12 , Z ^N21 , Z ^N22 , Z ^N31 and Z ^N32 each independently represent a single bond, - CH ₂ CH ₂ -, -(CH ₂ ) ₄ -, -OCH ₂ -, -CH ₂ O-, -COO-, -OCO-, -OCF ₂ -, -CF ₂ O-, -CH=N-N =CH-, -CH=CH-, -CF=CF- or -C≡C-, X ^N21 represents a hydrogen atom or a fluorine atom, T ^N31 represents a -CH ₂ - or oxygen atom, n ^N11 , n ^N12 , n ^N21 n ^N22 , n ^N31 and n ^N32 each independently represent an integer of 0 to 3, and n ^N11 +n ^N12 , n ^N21 +n ^N22 and n ^N31 +n ^N32 are each independently 1, 2 or 3, when A ^N11 to A ^N32 , When there are a plurality of cases in which each of Z ^N11 to Z ^N32 exists, the ones may be the same or different from each other). The polymerizable liquid crystal composition according to any one of claims 1 to 4, which contains one or more compounds selected from the compounds represented by the formula (L), (wherein R ^L1 and R ^L2 each independently represent an alkyl group having 1 to 8 carbon atoms, and one of the alkyl groups or two or more non-adjacent -CH ₂ - may independently pass through -CH =CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-substitution, n ^L1 represents 0, 1, 2 or 3, and A ^L1 , A ^L2 and A ^L3 are each independently represented The group selected from the group consisting of (a), (b) and (c) below: (a) 1,4-cyclohexylene (one present in the group -CH ₂ - or not adjacent 2) More than one -CH ₂ - may be substituted with -O-) (b) 1,4-phenylene (one present in the group -CH= or two or more adjacent -CH= Can be substituted with -N=) and (c) naphthalene-2,6-diyl, 1,2,3,4-tetrahydronaphthalene-2,6-diyl or decahydronaphthalene-2,6-diyl (One of the naphthalene-2,6-diyl or 1,2,3,4-tetrahydronaphthalene-2,6-diyl-CH= or two or more non-adjacent-CH= is substituted -N =), the group (A), group (b) and group (c) by a cyano group may be each independently, a fluorine atom or a chlorine atom, Z ^L1 and Z ^L2 are each independently It shows a single _{bond, -CH 2 CH 2 -, -} (CH 2) 4 -, - OCH 2 -, - CH 2 O -, - COO -, - OCO -, - OCF 2 -, - CF 2 O -, - CH=N-N=CH-, -CH=CH-, -CF=CF- or -C≡C-, when n ^L1 is 2 or 3 and there are multiple A ^L2 , the same or Alternatively, when n ^L1 is 2 or 3 and a plurality of Z ^L2 are present, the same or different, but excluding the general formula (N-1), the general formula (N-2) and the general formula (N-3) the compound represented). The polymerizable liquid crystal composition according to any one of claims 1 to 5, which contains one or more polymerizable compounds represented by the formula (P), (In the formula (P), R ^p1 represents a hydrogen atom, a fluorine atom, a cyano group, a hydrogen atom or a hydrogen atom, and may be substituted with a halogen atom to have an alkyl group having 1 to 15 carbon atoms, and a hydrogen atom may be substituted. The alkoxy group having 1 to 15 carbon atoms in the halogen atom and the hydrogen atom may be substituted with an alkenyl group having 1 to 15 carbon atoms and a hydrogen atom may be substituted with a halogen atom to form a halogen atom. 15 alkenyloxy or -Sp ^p2 -P ^p2 , P ^p1 and P ^p2 each independently represent any one of the formula (P ^p1 -1) to (P ^p1 -9), (wherein R ^p11 and R ^p12 each independently represent a hydrogen atom, an alkyl group having 1 to 5 carbon atoms or a halogenated alkyl group having 1 to 5 carbon atoms, and W ^p11 represents a single bond, -O-, -COO- Or methylene, t ^p11 represents 0, 1 or 2, when there are a plurality of R ^p11 , R ^p12 , W ^p11 and t ^p11 in the molecule, respectively, the same or different), Sp ^p1 And Sp ^p2 each independently represents a single bond or a stretched alkyl group having 1 to 30 carbon atoms (the -CH ₂ - in the alkylene group may be directly bonded to each other as long as the oxygen atoms are not directly bonded to each other), and may be subjected to -O-, -CO-, -COO-, -OCO-, -CH=CH- or -C≡C-substitution, the hydrogen atom in the alkylene group may also be substituted by a halogen atom), Z ^p1 and Z ^p2 each independently represent a single bond, - O-, -S-, -CH ₂ -, -OCH ₂ -, -CH ₂ O-, -CO-, -C ₂ H ₄ -, -COO-, -OCO-, -OCOOCH ₂ -, -CH ₂ OCOO-, -OCH ₂ CH ₂ O-, -CO-NR ^ZP1 -, -NR ^ZP1 -CO-, ^-SCH ₂ -, -CH ₂ S-, -CH=CR ^ZP1 -COO-, -CH=CR ^ZP1 -OCO-, -COO-CR ^ZP1 =CH-, -OCO-CR ^{ZP 1} =CH-, -COO-CR ^ZP1 =CH-COO-, -COO-CR ^ZP1 =CH-OCO-, -OCO-CR ^ZP1 =CH-COO-, -OCO-CR ^ZP1 =CH-OCO-,- (CH ₂ ) _z -COO-, -(CH ₂ ) ₂ -OCO-, -OCO-(CH ₂ ) ₂ -, -(C=O)-O-(CH ₂ ) ₂ -, -CH=CH- , -CF=CF-, -CF=CH-, -CH=CF-, -CF ₂ -, -CF ₂ O-, -OCF ₂ -, -CF ₂ CH ₂ -, -CH ₂ CF ₂ -, - CF ₂ CF ₂ - or -C≡C- (wherein R ^ZP1 each independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and when a plurality of R ^ZP1 are present in the molecule, such The same or different), A ^p2 represents 1,4-phenylene, 1,4-cyclohexylene, indole-2,6-diyl, phenanthrene-2,7-diyl, pyridine-2,5- Diyl, pyrimidine-2,5-diyl, naphthalene-2,6-diyl, nonane-2,5-diyl, 1,2,3,4-tetrahydronaphthalene-2,6-diyl or 1,3-dioxane-2,5-diyl, A ^p2 may be unsubstituted, or may be an alkyl group having 1 to 12 carbon atoms, a halogenated alkyl group having 1 to 12 carbon atoms, or a carbon number 1 to 12 alkoxy groups Carbon atoms, a halogenated alkoxy group of 1 to 12, a halogen atom, a cyano group, a nitro group, or a substituted -Sp ^p2 -P ^p2, A ^p1 represented by formula ^{(A p1 -11) ~ (A} p1 -19) represented by the group , (In the formula, ★ is bonded to Sp ^p1 , or when m ^p1 is 2 or 3, with ★ ^{p p1} or Z ^p1 , with ★ and Z ^p1 , one or two in construction More than one hydrogen atom may also pass through an alkyl group having 1 to 12 carbon atoms, a halogenated alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, or a halogenated alkoxy group having 1 to 12 carbon atoms. a group, a halogen atom, a cyano group or a nitro group) A ^p3 represents a group represented by the formula (A ^p3 -11) to (A ^p3 -19), (where, with ★ and Z ^p2 bonding, with ★ ★ and R ^p1 bonding, or when m ^p3 is 2 or 3 with ★ ★ and R ^p1 or Z ^p2 bonding, one of the construction or Two or more hydrogen atoms may also pass through an alkyl group having 1 to 12 carbon atoms, a halogenated alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, or an alkyl halide having 1 to 12 carbon atoms. An oxy group, a halogen atom, a cyano group or a nitro group), m ^p2 and m ^p3 each independently represent 0, 1, 2 or 3, and m ^p1 and m ^p4 each independently represent 1, 2 or 3, when in the molecule When a plurality of P ^p1 , P ^p2 , Sp ^p1 , Sp ^p2 , A ^p1 , Z ^p1 , Z ^p2 , A ^{p3 ,} and R ^p1 are present, the two may be the same or different, but excluding the general formula ( i) the compound indicated). A liquid crystal display element using the polymerizable liquid crystal composition according to any one of claims 1 to 6. A liquid crystal display element for active matrix driving, which uses the polymerizable liquid crystal composition according to any one of claims 1 to 6. A liquid crystal display element for use in a PSA mode, a PSVA mode, a PS-IPS mode, or a PS-FSS mode, using the polymerizable liquid crystal composition according to any one of claims 1 to 6. In a liquid crystal display device, at least one of a pair of substrates using the polymerizable liquid crystal composition according to any one of claims 1 to 6 is not provided with an alignment film. A liquid crystal display element having no alignment film on at least one substrate surface, The liquid crystal display element has: Aligning the first substrate and the second substrate; a liquid crystal layer filled between the first substrate and the second substrate and containing the polymerizable liquid crystal composition of claim 6; a plurality of gate bus lines and data bus lines arranged in a matrix on the first substrate; a thin film transistor: disposed at an intersection of the gate bus line and the data sink line; Electrode layer: each pixel has a pixel electrode driven by the thin film transistor; a common electrode: formed on the first substrate or the second substrate; and One or two or more polymerizable compounds represented by the above formula (i) and one or more polymerizable compounds represented by the formula (P) are cured on the first substrate and the second substrate. The resin composition formed between. a polymerizable compound represented by the general formula (ii), (In the general formula (ii), R ⁱ² represents an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a halogen or a nitro group (the hydrogen atom in the alkyl group may be fluorine-containing, The cyano group or the nitro group is substituted, and one or more -CH ₂ - present in the alkyl group may be substituted with -O-, -COO- or -OCO- in such a manner that the oxygen atom is not directly bonded, and is present in the alkane. One of the groups -CH ₂ CH ₂ - or more than -CH ₂ CH ₂ - may also be substituted with -CH=CH-, and A ⁱ² represents a group selected from the group consisting of (a) and (b) a group in a group consisting of: (a) cyclopentane-1,2,3-triyl, cyclopentane-1,3,4-triyl, cyclohexane-1,3,4-triyl or a ring hexane-1,3,5-yl (in this group the presence of a -CH ₂ - or two or more of the adjacent -CH ₂ - may be substituted with -O-, a -CH ₂ CH ₂ - may also be substituted with -CH=CH-, one -CH ₂ CH< can also be substituted with -CH=C<) and (b) benzene-1,3,4-triyl, benzene-1 ,3,5-triyl, naphthalene-2,5,6-triyl, naphthalene-2,6,7-triyl, naphthalene-2,5,7-triyl, naphthalene-1,4,5-tri Base, Philippine-3, 6, 9-three , phenanthrene-1,3,7-triyl, phenanthrene-3,5,9-triyl, phenanthrene-2,7,9-triyl, phenanthrene-4,5,9-triyl or phenanthrene-4,6 , 9-triyl (one present in the group -CH= or two or more non-contiguous -CH= may also be substituted into -N=), the base (a) and the base (b) are independent The ground may also be an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a halogen, a cyano group, a nitro group, P ⁱ³ -Sp ⁱ³ - or R ⁱ² -(A ^il -L ^il ) _Ni1 - (the hydrogen atom in the alkyl group may be substituted by halogen, cyano, nitro and P ⁱ³ -Sp ⁱ³ -, and one or more -CH ₂ - present in the alkyl group may also be directly The linking method is substituted with -O-, -COO- or -OCO-, and one -CH ₂ CH ₂ - or two or more -CH ₂ CH ₂ - present in the alkyl group may also be substituted into - CH=CH-) substituted, A ⁱ¹ represents a group selected from the group consisting of the following groups (a), (b) and (c): (a) 1,3-cyclopentyl, 1,4 - cyclohexyl group, a 1,4-cyclohexylene group (in this group the presence of a -CH ₂ - or two or more of the adjacent -CH ₂ - may also be taken代成-O-) (b) 1,4-phenylene (one present in the group -CH= or two or more non-contiguous -CH= can also be substituted into -N=) and c) naphthalene-2,6-diyl, 1,2,3,4-tetrahydronaphthalene-2,6-diyl or decahydronaphthalene-2,6-diyl (present in naphthalene-2,6-di One or more of the 1,2,3,4-tetrahydronaphthalene-2,6-diyl-CH= or two or more non-contiguous -CH= may be substituted into -N=), the group (a), the group (b) and the group (c) may each independently be an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a halogen, a cyano group, a nitro group or a P ^{i3 group.} -Sp ⁱ³ - (the hydrogen atom in the alkyl group may be substituted by halogen, cyano, nitro and P ⁱ³ -Sp ⁱ³ -, and one or more -CH ₂ - present in the alkyl group may also be an oxygen atom The method of not directly linking is substituted with -O-, -COO- or -OCO-, and one -CH ₂ CH ₂ - or two or more -CH ₂ CH ₂ - present in the alkyl group may also be substituted. Substituted -CH=CH-), L ⁱ¹ represents a single bond, -OCH ₂ -, -CH ₂ O-, -C ₂ H ₄ -, -OC ₂ H ₄ O-, -COO-, -O CO-, -CH=CR ^a -COO-, -CH=CR ^a -OCO-, -COO-CR ^a =CH-, -OCO-CR ^a =CH-,-(CH ₂ ) _z -COO-,- (CH ₂ ) _z -OCO-, -OCO-(CH ₂ ) _z -, -COO-(CH ₂ ) _z -, -CH=CH-, -CF ₂ O-, -OCF ₂ - or -C≡C - (wherein R ^a each independently represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, wherein z each independently represents an integer of 1 to 4), and P ⁱ¹ , P ⁱ² and P ⁱ³ are each independently The ground indicates any of the following formulas (R-I) to (R-IX), (In the formulae (R-I) to (R-IX), R ²¹ , R ³¹ , R ⁴¹ , R ⁵¹ and R ⁶¹ are each independently a hydrogen atom or an alkyl group having 1 to 5 carbon atoms, and W is a single bond, -O- or methylene, T is a single bond or -COO-, p, t and q are each independently 0, 1 or 2) Sp ⁱ¹ , Sp ⁱ² and Sp ⁱ³ each independently represent a single bond or An alkylene group having 1 to 15 carbon atoms, wherein one or more of -CH ₂ - in the alkylene group may be substituted by -O-, -OCO- or -COO- in such a manner that the oxygen atoms are not directly adjacent to each other. One or more hydrogen atoms in the alkylene group may be halogen, cyano, P ⁱ³ -Sp ⁱ³ - or an alkyl group having 1 to 12 carbon atoms (the alkyl group may be halogen, cyano or P) ^I3 -Sp ⁱ³ -substituted), n ⁱ¹ represents 0, 1, 2 or 3, when there are a plurality of R ⁱ² , A ^il , L ^il , P ⁱ³ , Sp ⁱ³ and R ^a in the same molecule, The plurality of R ⁱ² , A ^il , L ^il , P ⁱ³ , Sp ⁱ³ and R ^a may be the same or different from each other).