JP2018002670A - Liquid crystal compound - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide a compound which is very useful as a constituent component of a liquid crystal composition for a liquid crystal display element which requires a high-speed response, has a negatively large Δε, a low γ1, and is highly compatible with the liquid crystal composition. Provided are a liquid crystal composition and a liquid crystal display element having the compound as a constituent member and having high chemical stability. SOLUTION: A compound represented by the formula (i) having a cyclopentenyl group, a liquid crystal composition containing the compound, and a liquid crystal display element using the liquid crystal composition. (Ri1 is C1 to 15 alkyl, C2 to 15 alkenyl, etc .; Ai1 and Ai2 are independent, 1,4-cyclohexylene, 1,4-phenylene, etc., and Zi1 to Zi3 are independent, -CH2O-,-, respectively. OCH2-, -CF2O-, single bond, etc .; Yi1 and Yi2 independently, F or Cl; Xi1 and Xi2 independently, H, F, C1-15 alkyl, etc .; ni1 and ni2 independently 0 to 0 Integer of 2) [Selection diagram] None

Description

  The present invention relates to a compound having a cyclopentene ring useful as an organic electronic material, medical pesticide, or a liquid crystal display element material, and a liquid crystal composition using these compounds.

  Liquid crystal display elements are used in various measuring instruments, automobile panels, word processors, electronic notebooks, printers, computers, televisions, watches, advertisement display boards, etc., including watches and calculators. Typical liquid crystal display methods include TN (twisted nematic) type, STN (super twisted nematic) type, vertical alignment type using TFT (thin film transistor), and IPS (in-plane switching) type. There is a drive system such as. The liquid crystal compositions used in these liquid crystal display elements are stable against external factors such as moisture, air, heat, and light, and the liquid crystal phase (nematic phase, smectic phase) in the widest possible temperature range centering on room temperature. Phase, blue phase, etc.), low viscosity, and low driving voltage. Furthermore, the liquid crystal composition is selected from several to several tens of kinds of compounds in order to optimize the dielectric anisotropy (Δε) and the refractive index anisotropy (Δn) according to the individual display elements, It is configured.

When using a liquid crystal composition as a display element etc., it is calculated | required that a rotational viscosity coefficient ((gamma) ₁ ) is as low as possible. To obtain a gamma ₁ low liquid crystal composition There are various ways, a large Δε it is known that a compound having an absolute value of (extrapolated value) as one. The reason for this will be described below. In order to reduce γ ₁ of the liquid crystal composition, it is effective to increase as much as possible the use amount of a nonpolar compound having | Δε | (extrapolated value) of almost 0 and showing a low γ ₁ (extrapolated value). It is. The Δε of the composition that is generally required is determined for each liquid crystal panel, and a polar compound having a large γ ₁ (extrapolated value) is added to give Δε. Therefore, by replacing the compound with a large | Δε | (extrapolated value), the amount of the nonpolar compound used can be increased, and as a result, a decrease in γ ₁ of the liquid crystal composition can be achieved. Moreover, in order to use as a liquid crystal composition, it is calculated | required to show favorable compatibility with another liquid crystal component. This is because when the miscibility with other liquid crystal components is low, precipitation occurs when the liquid crystal composition is stored at a low temperature.

  Until now, the following compounds having a 2,3-difluorobiphenyl structure have been reported, but there was a problem that Δε was not sufficiently large (Patent Document 1).

British Patent No. 2300642

  The problem to be solved by the present invention is to provide a compound having a large Δε, and also to provide a liquid crystal composition and a liquid crystal display device having the compound as a constituent member.

  In order to solve the above-mentioned problems, the present inventors have studied various compounds. As a result, they have found that a compound having a cyclopentene ring can effectively solve the problems, and have completed the present invention.

The present invention relates to a general formula (i)

(Wherein R ⁱ¹ represents an alkyl group having 1 to 15 carbon atoms or an alkenyl group having 2 to 15 carbon atoms, and one —CH ₂ — present in these groups or _two not adjacent to each other. The above —CH ₂ — may be replaced by —C≡C—, —O—, —S—, —COO—, —OCO— or —CO—, and the hydrogen atom present in these groups is fluorine. May be substituted with atoms,
A ⁱ¹ and A ⁱ² are each independently (a) a 1,4-cyclohexylene group (one —CH ₂ — present in this group or two or more —CH ₂ — not adjacent to each other is — (It may be replaced by O- or -S-.)
(B) 1,4-phenylene group (one —CH═ present in this group or two or more non-adjacent —CH═ may be replaced by —N═ and present in this group) One hydrogen atom may be substituted with a fluorine atom.)
(C) a naphthalene-2,6-diyl group (one —CH═ present in this group or two or more non-adjacent —CH═ may be replaced by —N═, One hydrogen atom present in may be substituted with a fluorine atom.)
Represents a group selected from the group consisting of
Z ⁱ¹ , Z ⁱ² and Z ⁱ³ are each independently —CH ₂ O—, —OCH ₂ —, —CF ₂ O—, —OCF ₂ —, —COO—, —OCO—, —CH ₂ CH ₂ —. , —CF ₂ CF ₂ —, —CH═CH—, —CF═CF—, —C≡C— or a single bond,
Y ⁱ¹ and Y ⁱ² each independently represent a fluorine atom or a chlorine atom, but at least one of Y ⁱ¹ and Y ⁱ² represents a fluorine atom,
X ⁱ¹ and X ⁱ² each independently represent a hydrogen atom, a fluorine atom or an alkyl group having 1 to 15 carbon atoms, and —CH ₂ — present in the alkyl group may be replaced by —O—. The hydrogen atom present in the alkyl group may be substituted with a fluorine atom,
n ⁱ¹ and n ⁱ² each independently represents 0, 1 or 2, and n ⁱ¹ + n ⁱ² represents 0, 1 or 2, but when n ⁱ¹ is 2 and there are a plurality of A ⁱ¹ and Z ⁱ² They may be the same or different from each other, and when n ⁱ² is 2 and there are a plurality of A ⁱ² and Z ⁱ³ , they are each independently the same. Or different. )
A liquid crystal composition containing the compound and a liquid crystal display device using the liquid crystal composition are also provided.

The compound represented by the general formula (i) provided by the present invention exhibits a large Δε and also has a high chemical stability. Therefore, by using the compound represented by the general formula (i) as a component of the liquid crystal composition, a liquid crystal composition exhibiting a low γ ₁ can be obtained. For this reason, it is very useful as a component of a liquid crystal composition for a liquid crystal display element that requires a high-speed response.

In general formula (i), R ⁱ¹ is preferably an alkyl group having 1 to 8 carbon atoms or an alkenyl group having 2 to 8 carbon atoms in order to lower γ _1, and has ₁ to 5 carbon atoms. Particularly preferred is an alkyl group or an alkenyl group having 2 to 5 carbon atoms. Moreover, it is preferable that it is linear. In order to increase Δε, an alkyl group or alkoxy group having 1 to 5 carbon atoms is preferable, and an alkyl group or alkoxy group having 1 to 3 carbon atoms is preferable. In order to increase miscibility with other liquid crystal components, R ⁱ¹ is preferably an alkyl group having 2 to 5 carbon atoms or an alkoxy group having 2 to 5 carbon atoms, and having 2 to 3 carbon atoms. More preferably, it is an alkyl group. The hydrogen atom present in R ⁱ¹ may be substituted with a fluorine atom. However, in order to improve long-term reliability in a liquid crystal display device, it is preferably not substituted with a fluorine atom.

A ⁱ¹ and A ⁱ² are each independently

It is preferable to represent a group selected from: ^{Specifically, A i1} and ^{A i2} are each independently in order to reduce the gamma ₁ is trans-1,4-cyclohexylene group, an unsubstituted 1,4-phenylene group, 2-fluoro-1, A 4-phenylene group or a 3-fluoro-1,4-phenylene group is preferred, and a trans-1,4-cyclohexylene group is more preferred. In order to improve miscibility with other liquid crystal components, it may be a trans-1,4-cyclohexylene group, a 2-fluoro-1,4-phenylene group or a 3-fluoro-1,4-phenylene group. preferable. In order to increase T _ni , an unsubstituted 1,4-phenylene group, an unsubstituted 1,4-cyclohexenylene group, or a 1,4-cyclohexenylene group is preferable. In order to exhibit negatively large Δε, a 2-fluoro-1,4-phenylene group, a 3-fluoro-1,4-phenylene group, or a 2,3-difluoro-1,4-phenylene group is preferable. In order to achieve miscibility with other liquid crystal components while exhibiting a large Δε, the total number of fluorine atoms present in A ⁱ¹ and A ⁱ² is preferably 1 to 4. In order to improve solubility, when at least one of Z ⁱ² and Z ⁱ³ present in the general formula (i) represents a single bond, particularly when all of Z ⁱ² and Z ⁱ³ present represent a single bond ^Includes at least one of A ⁱ¹ and / or A ⁱ² present in the general formula (i).

It is preferably a group selected from:

Z ⁱ¹ , Z ⁱ² and Z ⁱ³ are each independently preferably a single bond, —CH ₂ CH ₂ —, —CH ₂ O— or —OCH ₂ — in order to lower γ _1. or _-CH 2 CH ₂ - and further preferably. In order to increase Tni, a single bond, —COO—, —OCO—, —CH═CH— or —C≡C— is preferable, and a single bond, —CH═CH— or —C≡C— More preferably. In order to improve miscibility with other liquid crystal components, —CH ₂ CH ₂ —, —CH ₂ O— or —OCH ₂ — is preferable. In order to improve long-term reliability when a liquid crystal display device is used, a single bond is preferable.

Y ⁱ¹ and Y ⁱ² each independently preferably represent a fluorine atom, and it is more preferable that both Y ⁱ¹ and Y ⁱ² represent a fluorine atom.

X ⁱ¹ and X ⁱ² each independently preferably represent a hydrogen atom or an alkyl group having 1 to 15 carbon atoms. 1-8 are preferable, as for the carbon atom number of an alkyl group, 1-5 are more preferable, it is preferable that it is not substituted by the fluorine atom, and it is preferable that both represent a hydrogen atom.

n ⁱ + m ⁱ is preferably 1 or 2 and more preferably 1 when γ ₁ is important. When T _ni is regarded as important, 1 or 2 is preferable. In order to increase the miscibility with other liquid crystal components, 1 is preferable.

  In addition, in the compound represented by general formula (i), it does not become a structure where hetero atoms are directly bonded.

  In general formula (i), the following general formula (i-1-1) to general formula (i-1-6), general formula (i-2-1) to general formula (i-2-8), Each compound represented by general formula (i-3-1) to general formula (i-3-14) is preferable. Among them, particularly preferred compounds are general formula (i-1-1), general formula (i-2-3), and general formula (i-3-14).

^{(Wherein, R i1} represents the same meaning as ^{R i1} in the general formula (i).)

^{(Wherein, R i1} represents the same meaning as ^{R i1} in the general formula (i).)

^{(Wherein, R i1} represents the same meaning as ^{R i1} in the general formula (i).)
(Production method)
In the present invention, the compound represented by the general formula (i) can be produced as follows. Of course, the spirit and scope of the present invention are not limited by these production examples.
General formula (ii-1)

( ^Where R ⁱ¹ , A ⁱ² , Z ⁱ³ , X ⁱ¹ , X ⁱ² , Y ⁱ¹ , Y ⁱ² and n ⁱ¹ are R ⁱ¹ , A ⁱ² , Z ⁱ³ , X ⁱ¹ , X ⁱ² , Y ⁱ¹ , Y ^i2, and n ⁱ¹ represent the same meaning.), By reacting with a base and then with cyclopentanone, the compound represented by the general formula (ii-2)

( ^Where R ⁱ¹ , A ⁱ² , Z ⁱ³ , X ⁱ¹ , X ⁱ² , Y ⁱ¹ , Y ⁱ² and n ⁱ¹ are R ⁱ¹ , A ⁱ² , Z ⁱ³ , X ⁱ¹ , X ⁱ² , Y ⁱ¹ , Y ⁱ² and n ⁱ¹ represent the same meaning.)
Can be obtained.

Any reaction solvent may be used as long as the reaction proceeds suitably, but ether solvents such as diethyl ether, tetrahydrofuran, diisopropyl ether, and tertiary butyl methyl ether, hexane, heptane, benzene, toluene, A hydrocarbon solvent such as xylene is preferred, and diethyl ether, tetrahydrofuran, hexane and heptane are more preferred. Moreover, it is also preferable to mix these solvents as needed.
Any base can be used as long as it allows the reaction to proceed suitably. Alkyllithiums such as normal butyllithium, secondary butyllithium, tertiary butyllithium and methyllithium, and lithium amides such as lithium diisopropylamide Are preferable, and normal butyl lithium, secondary butyl lithium and lithium diisopropylamide are more preferable.
The reaction temperature may be any temperature as long as the reaction suitably proceeds, but when the compound represented by the general formula (ii-1) is reacted with a base to obtain a reaction intermediate, A temperature from -75 ° C to -20 ° C is preferred, and a temperature from -75 ° C to -40 ° C is more preferred. When the reaction intermediate is reacted with cyclopentanone, it is preferably between −75 ° C. and room temperature, more preferably between −75 ° C. and −40 ° C. In addition, it is also preferable to gradually raise the temperature after adding cyclopentanone.
The compound represented by general formula (i) can be obtained by dehydrating the compound represented by general formula (ii-2) in the presence of an acid catalyst.
Any reaction solvent may be used as long as it allows the reaction to proceed suitably. Aromatic solvents such as benzene, toluene and xylene, aliphatic solvents such as hexane, heptane and cyclohexane, diethyl ether and diisopropyl ether An ether solvent such as tertiary butyl methyl ether is preferable, and benzene, toluene, xylene, cyclohexane and diisopropyl ether are more preferable. It is also preferable to mix these solvents.
Any acid catalyst may be used as long as it allows the reaction to proceed appropriately, but concentrated sulfuric acid, benzenesulfonic acid, and p-toluenesulfonic acid are preferred. Moreover, the pyridine salt of these acids may be sufficient.
The reaction temperature may be any temperature as long as the reaction suitably proceeds, but is preferably a temperature from room temperature to the reflux of the solvent, and more preferably a temperature at which the solvent is refluxed.
Any method may be used for removing the produced water, as long as the reaction proceeds appropriately. However, a method using a Dean-Stark device and a method using molecular sieves are preferred, and a method using a Dee Stark device is more preferred.
The compound represented by the general formula (i) exhibits a negative Δε (extrapolated value). The liquid crystal composition containing the compound represented by the general formula (i) preferably has negative dielectric anisotropy.
If the content of the compound represented by formula (i) is small in the liquid crystal composition of the present invention, the effect does not appear. Therefore, the lower limit value in the composition is 1% by mass (hereinafter,% in the composition is mass). %), Preferably 2% or more, more preferably 5% or more, and even more preferably 10% or more. Moreover, since it will cause problems, such as precipitation, if there is much content, as an upper limit, it is preferable to contain 70% or less, It is more preferable to contain 60% or less, It is further more preferable to contain 50% or less, 40 % Or less is particularly preferable. Although the compound represented by general formula (i) can also be used by 1 type, you may use 2 or more types of compounds simultaneously.
In order to adjust the physical property value of the liquid crystal composition, a compound other than the compound represented by the general formula (i) may be used. In addition to a compound having a liquid crystal phase, a compound having no liquid crystal phase may be used as necessary. It can also be added.

  The composition provided by the present invention contains at least one compound represented by the general formula (i) as the first component, and as the other components, at least one from the following second to third components. It is preferable to contain.

  The second component is a compound selected from the compounds represented by the general formulas (N-1), (N-2), and (N-3), and the liquid crystal composition includes one or more kinds of the compounds. It is preferable to contain. These compounds correspond to dielectrically negative compounds (the sign of Δε is negative and the absolute value is greater than 2).

(In the formula, 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 or non-adjacent 2 in the alkyl group _Two or more —CH ₂ — may be each independently substituted by —CH═CH—, —C≡C—, —O—, —CO—, —COO— or —OCO—,
A ^N11 , A ^N12 , A ^N21 , A ^N22 , A ^N31 and A ^N32 are each independently (a) a 1,4-cyclohexylene group (one —CH ₂ — present in this group or adjacent to each other). And two or more —CH ₂ — may be replaced by —O—.) And (b) 1,4-phenylene group (one —CH═ present in this group or not adjacent 2 More than one -CH = may be replaced by -N =.)
(C) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6-diyl group or One —CH═ present in the 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or two or more non-adjacent —CH═ may be replaced by —N═. )
(D) represents a group selected from the group consisting of 1,4-cyclohexenylene groups, and the groups (a), (b), (c) and (d) are each independently a cyano group, It may be substituted with a fluorine atom or a chlorine atom,
^{Z N11, Z N12, Z N21} , Z N22, Z N31 and ^{Z N32} are each independently 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—,
^XN21 represents a hydrogen atom or a fluorine atom,
T ^N31 represents —CH ₂ — or an oxygen atom,
^nN11 , ^nN12 , ^nN21 , ^nN22 , ^nN31 and ^nN32 each independently represent an integer of 0 to 3, but ^nN11 + ^nN12 , ^nN21 + ^nN22 and ^nN31 + ^nN32 are each independently 1, 2 or ^3, if ^{a N11 ~A N32, Z N11 ~Z} N32 there are multiple, they may be the same or different. )
The compounds represented by the general formulas (N-1), (N-2) and (N-3) are preferably compounds having a negative Δε and an absolute value larger than 3.

In the general formulas (N-1), (N-2), and (N-3), R ^N11 , R ^N12 , R ^N21 , R ^N22 , R ^N31, and R ^N32 each independently represent 1 to 8 carbon atoms. An alkyl group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms or an alkenyloxy group having 2 to 8 carbon atoms, preferably an alkyl group having 1 to 5 carbon atoms, and the number of carbon atoms An alkoxy group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms or an alkenyloxy group having 2 to 5 carbon atoms is preferable, and an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms is preferable. More preferably, an alkyl group having 2 to 5 carbon atoms or an alkenyl group having 2 to 3 carbon atoms is more preferable, and an alkenyl group having 3 carbon atoms (propenyl group) is particularly preferable.

  Further, when the ring structure to which it is bonded is a phenyl group (aromatic), a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, and carbon An alkenyl group having 4 to 5 atoms is preferable, and when the ring structure to which the alkenyl group is bonded is a saturated ring structure such as cyclohexane, pyran and dioxane, a linear alkyl group having 1 to 5 carbon atoms, a straight chain A linear alkoxy group having 1 to 4 carbon atoms and a linear alkenyl group having 2 to 5 carbon atoms are preferable. In order to stabilize the nematic phase, the total of carbon atoms and oxygen atoms, if present, is preferably 5 or less, and is preferably linear.

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

A ^N11 , A ^N12 , A ^N21 , A ^N22 , A ^N31, and A ^N32 are preferably aromatic when it is required to increase Δn independently, and in order to improve the response speed, fat A trans-1,4-cyclohexylene group, 1,4-phenylene group, 2-fluoro-1,4-phenylene group, 3-fluoro-1,4-phenylene group, 3,5 -Difluoro-1,4-phenylene group, 2,3-difluoro-1,4-phenylene group, 1,4-cyclohexenylene group, 1,4-bicyclo [2.2.2] octylene group, piperidine-1 , 4-diyl group, naphthalene-2,6-diyl group, decahydronaphthalene-2,6-diyl group or 1,2,3,4-tetrahydronaphthalene-2,6-diyl group Preferred, it is more preferable that represents the following structures,

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

^{Z N11, Z N12, Z N21} , Z N22, Z N31 and ^{Z N32} _-CH 2 each _{independently O -, - CF 2 O -} , - CH 2 CH 2 -, - CF 2 CF 2 - or a single bond preferably represents _{an, -CH 2 O -, - CH} 2 CH 2 - or a single bond is more preferable, _-CH 2 O-or a single bond is particularly preferred.

^XN21 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, a combination in which n ^N11 is 1 and n ^N12 is 0, a combination in which n ^N11 is 2 and n ^N12 is 0, n ^A combination in which ^N11 is 1 and n ^N12 is 1, a combination in which n ^N11 is 2 and n ^N12 is 1, a combination in which n ^N21 is 1 and n ^N22 is 0, n ^N21 is 2 and n ^N22 is n A combination in which n ^N31 is 1 and n ^N32 is 0, and a combination in which n ^N31 is 2 and n ^N32 is 0 are preferable.

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

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

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

In the case where a composition having a low response speed and a high response speed is required, the lower limit value is preferably low and the upper limit value is preferably low. Moreover, maintaining high T _NI of the compositions of the present invention, it is preferred if good composition temperature stability is required a low upper limit lower the lower limit of the above. When it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable that the above lower limit value is increased and the upper limit value is high.

  As a compound represented by general formula (N-1), the compound group represented by the following general formula (N-1a)-(N-1g) can be mentioned.

^{(Wherein, R N11} and ^{R N12} are as defined ^{R N11} and ^{R N12} in the general formula ^{(N-1), n Na11} represents 0 or ^{1, n NB11} represents 0 or ^{1, n NC11} is represents 0 or ^{1, n Nd11} represents 0 or ^{1, n NE11} is 1 or ^{2, n Nf11} is 1 or ^{2, n NG11} is 1 or ^{2, a NE11} is trans-1,4 ^{-Represents a} cyclohexylene group or a 1,4-phenylene group, and ^Ng11 represents a trans-1,4-cyclohexylene group, a 1,4-cyclohexenylene group or a 1,4-phenylene group, but at least one Represents a 1,4-cyclohexenylene group, Z ^{Ne 11} represents a single bond or ethylene, but at least one represents ethylene.)
More specifically, the compound represented by the general formula (N-1) is a compound selected from the compound group represented by the general formulas (N-1-1) to (N-1-21). preferable.

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

^{(Wherein, R N111} and ^{R N112} each independently represents the same meaning as ^{R N11} and ^{R N12} in the general formula (N-1).)
^RN111 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably a propyl group, a pentyl group or a vinyl group. ^RN112 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, and preferably an ethoxy group or a butoxy group.

    Although the compound represented by general formula (N-1-1) can also be used independently, it can also be used in combination of 2 or more compounds. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

It is preferable to set a higher content in the case of emphasizing improved [Delta] [epsilon], to emphasize the solubility at low temperature highly effective when larger amount to set the content, when importance is attached to T _NI content Setting to a small value is highly effective. Furthermore, when improving dripping marks and image sticking characteristics, it is preferable to set the content range in the middle.

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

  Furthermore, the compound represented by the general formula (N-1-1) is a compound selected from the group of compounds represented by the formula (N-1-1.1) to the formula (N-1-1.23). It is preferable that it is a compound represented by Formula (N-1-1.1) to (N-1-1.4), and Formula (N-1-1.1) and Formula (N The compound represented by -1-1.3) is preferable.

  The compounds represented by formulas (N-1-1.1) to (N-1-1.22) can be used alone or in combination. The lower limit of the preferred content of these compounds alone or with respect to the total amount is 5%, 10%, 13%, 15%, 17%, 20%, 23% 25% 27% 30% 33% 35% The upper limit of the preferable content is 50%, 40%, 38%, 35%, 33%, 30%, and 28% with respect to the total amount of the composition of the present invention. %, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 7%, 6% %, 5%, 3%.

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

(In the formula, R ^N121 and R ^N122 each independently represent the same meaning as R ^N11 and R ^N12 in General Formula (N-1).)
^RN121 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group, a butyl group or a pentyl group. ^RN122 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, and a methyl group, a propyl group, a methoxy group, an ethoxy group, or a propoxy group is preferable. preferable.

    Although the compound represented by general formula (N-1-2) can also be used independently, it can also be used in combination of 2 or more compounds. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

When emphasizing the improvement of Δε, it is preferable to set the content higher. When emphasizing the solubility at low temperature, it is more effective to set the content lower. When emphasizing T _NI , the content is preferable. Setting a large number of is highly effective. Furthermore, when improving dripping marks and image sticking characteristics, it is preferable to set the content range in the middle.

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

Furthermore, the compound represented by the general formula (N-1-2) is a compound selected from the compound group represented by the formula (N-1-2.1) to the formula (N-1-2.22). It is preferable that the formula (N-1-2.3) to the formula (N-1-2.7), the formula (N-1-2.10), the formula (N-1-2.11), the formula It is preferable that it is a compound represented by (N-1-2.13) and a formula (N-1-2.20), and when importance is attached to the improvement of Δε, the formula (N-1-2.3) is preferably a compound represented by the formula (N-1-2.7) _from when emphasizing improvements in _{T NI} formula (N-1-2.10), formula (N-1-2.11) And a compound represented by the formula (N-1-2.13), and when emphasizing improvement in response speed, the compound represented by the formula (N-1-2.20) Is preferred.

  The compounds represented by the formula (N-1-2.1) to the formula (N-1-2.22) can be used alone or in combination. The lower limit of the preferable content of these compounds alone or with respect to the total amount of is 5%, 10%, 13%, 15%, 17%, 20%, 23 %, 25%, 27%, 30%, 33%, and 35%. The upper limit of the preferable content is 50%, 40%, 38%, 35%, 33%, 30%, and 28% with respect to the total amount of the composition of the present invention. %, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 7%, 6% %, 5%, 3%.

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

(In the formula, R ^N131 and R ^N132 each independently represent the same meaning as R ^N11 and R ^N12 in formula (N-1).)
^RN131 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group, or a butyl group. ^RN132 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, and preferably a 1-propenyl group, an ethoxy group, a propoxy group, or a butoxy group. .

  Although the compound represented by general formula (N-1-3) can also be used independently, it can also be used in combination of 2 or more compounds. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

It is preferable to set a higher content in the case of emphasizing improved [Delta] [epsilon], to emphasize the solubility at low temperature highly effective when larger amount to set the content, when importance is attached to T _NI content Highly effective when set to. Furthermore, when improving dripping marks and image sticking characteristics, it is preferable to set the content range in the middle.

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

  Furthermore, the compound represented by the general formula (N-1-3) is a compound selected from the group of compounds represented by the formula (N-1-3.1) to the formula (N-1-3.21). It is preferable that it is a compound represented by Formulas (N-1-3.1) to (N-1-3.7) and Formula (N-1-3.21), and Formula (N -1-3.1), Formula (N-1-3.2), Formula (N-1-3.3), Formula (N-1-3.4), and Formula (N-1-3.6) ) Is preferred.

  Compounds represented by formula (N-1-3.1) to formula (N-1-3.4), formula (N-1-3.6) and formula (N-1-3.21) are singly used. Can be used in combination or in combination, but the combination of formula (N-1-3.1) and formula (N-1-3.2), formula (N-1-3.3) ), A formula (N-1-3.4), and a combination of two or three selected from formula (N-1-3.6) are preferred. The lower limit of the preferred content of these compounds alone or with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15%, 17%, 20% %. The upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to the total amount of the composition of the present invention. %, 15%, and 13%.

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

^{(Wherein, R N141} and ^{R N142} each independently represents the same meaning as ^{R N11} and ^{R N12} in the general formula (N-1).)
Independently R ^N141 and ^{R N142} are each an alkyl group having 1 to 5 carbon atoms, preferably an alkenyl group or an alkoxy group having 1 to 4 carbon atoms carbon atoms 4-5, methyl group, propyl group, ethoxy Group or butoxy group is preferred.

  Although the compound represented by general formula (N-1-4) can also be used independently, it can also be used in combination of 2 or more compounds. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

It is preferable to set a higher content in the case of emphasizing improved [Delta] [epsilon], to emphasize the solubility at low temperature highly effective when larger amount to set the content, when importance is attached to T _NI content Setting to a small value is highly effective. Furthermore, when improving dripping marks and image sticking characteristics, it is preferable to set the content range in the middle.

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

  Furthermore, the compound represented by the general formula (N-1-4) is a compound selected from the group of compounds represented by the formula (N-1-4.1) to the formula (N-1-4.14). It is preferable that it is a compound represented by Formula (N-1-4.1) to (N-1-4.4), and Formula (N-1-4.1) and Formula (N -1-4.2) and compounds represented by formula (N-1-4.4) are preferred.

  The compounds represented by the formulas (N-1-4.1) to (N-1-4.14) can be used alone or in combination. The lower limit of the preferable content of these compounds alone or with respect to the total amount is 3%, 5%, 7%, 10%, 13%, 15%, 17% And 20%. The upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to the total amount of the composition of the present invention. %, 15%, 13%, 11%, 10%, and 8%.

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

(In the formula, R ^N151 and R ^N152 each independently represent the same meaning as R ^N11 and R ^N12 in formula (N-1).)
R ^N151 and R ^N152 are each independently 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, and preferably an ethyl group, a propyl group, or a butyl group. Is preferred.

  Although the compound represented by general formula (N-1-5) can also be used independently, it can also be used in combination of 2 or more compounds. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

When emphasizing the improvement of Δε, it is preferable to set the content higher. When emphasizing the solubility at low temperature, it is more effective to set the content lower. When emphasizing T _NI , the content is preferable. Setting a large number of is highly effective. Furthermore, when improving dripping marks and image sticking characteristics, it is preferable to set the content range in the middle.

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

  Furthermore, the compound represented by the general formula (N-1-5) is a compound selected from the compound group represented by the formula (N-1-5.1) to the formula (N-1-5.6). It is preferable that the compound represented by Formula (N-1-5.1), Formula (N-1-5.2), and Formula (N-1-5.4) is preferable.

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

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

(In the formula, R ^N1101 and R ^N1102 each independently represent the same meaning as R ^N11 and R ^N12 in General 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, and 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, and preferably an ethoxy group, a propoxy group, or a butoxy group.

  Although the compound represented by general formula (N-1-10) can also be used independently, it can also be used in combination of 2 or more compounds. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

When emphasizing the improvement of Δε, it is preferable to set the content higher. When emphasizing the solubility at low temperature, setting the content higher is more effective. When emphasizing _TNI , the content is high. Setting to a higher value is more effective. Furthermore, when improving dripping marks and image sticking characteristics, it is preferable to set the content range in the middle.

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

  Furthermore, the compound represented by the general formula (N-1-10) is a compound selected from the group of compounds represented by the formula (N-1-10.1) to the formula (N-1-10.21). It is preferable to be represented by formulas (N-1-10.1) to (N-1-10.5), formula (N-1-10.20), and formula (N-1-10.21). It is preferable that it is a compound, Formula (N-1-10.1), Formula (N-1-10.2), Formula (N-1-10.20), and Formula (N-1-10.21) The compound represented by these is preferable.

  The compounds represented by formula (N-1-10.1), formula (N-1-10.2), formula (N-1-10.20) and formula (N-1-10.21) are single Can be used in combination or in combination, but the lower limit of the preferred content of these compounds alone or with respect to the total amount of the composition of the present invention is 5%, 10% 13%, 15%, 17%, 20%. The upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to the total amount of the composition of the present invention. %, 15%, and 13%.

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

(In the formula, R ^N1111 and R ^N1112 each independently represent the same meaning as R ^N11 and R ^N12 in General Formula (N-1).)
^RN1111 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and 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, and preferably an ethoxy group, a propoxy group, or a butoxy group.

  Although the compound represented by general formula (N-1-11) can also be used independently, it can also be used in combination of 2 or more compounds. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

When emphasizing the improvement of Δε, it is preferable to set the content higher. When emphasizing the solubility at low temperature, setting the content lower is more effective, and when emphasizing _TNI , the content. Setting to a higher value is more effective. Furthermore, when improving dripping marks and image sticking characteristics, it is preferable to set the content range in the middle.

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

  Furthermore, the compound represented by the general formula (N-1-11) is a compound selected from the group of compounds represented by the formula (N-1-11.1) to the formula (N-1-11.15). It is preferable that it is a compound represented by Formula (N-1-11.1) to (N-1-11.15), and Formula (N-1-11.2 and Formula (N- The compound represented by 1-11.4) is preferable.

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

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

(In the formula, R ^N1121 and R ^N1122 each independently represent the same meaning as R ^N11 and R ^N12 in General Formula (N-1).)
^RN1121 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group, or a butyl group. ^RN1122 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, and preferably an ethoxy group, a propoxy group, or a butoxy group.

  Although the compound represented by general formula (N-1-12) can also be used independently, it can also be used in combination of 2 or more compounds. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

It is preferable to set a higher content in the case of emphasizing improved [Delta] [epsilon], to emphasize the solubility at low temperature highly effective when larger amount to set the content, when importance is attached to T _NI content Highly effective when set to. Furthermore, when improving dripping marks and image sticking characteristics, it is preferable to set the content range in the middle.

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

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

(In the formula, R ^N1131 and R ^N1132 each independently represent the same meaning as R ^N11 and R ^N12 in General Formula (N-1).)
^RN1131 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and 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, and preferably an ethoxy group, a propoxy group, or a butoxy group.

  Although the compound represented by general formula (N-1-13) can also be used independently, it can also be used in combination of 2 or more compounds. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

It is preferable to set a higher content in the case of emphasizing improved [Delta] [epsilon], to emphasize the solubility at low temperature highly effective when larger amount to set the content, when importance is attached to T _NI content Highly effective when set to. Furthermore, when improving dripping marks and image sticking characteristics, it is preferable to set the content range in the middle.

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

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

(In the formula, R ^N1141 and R ^N1142 each independently represent the same meaning as R ^N11 and R ^N12 in General Formula (N-1).)
R ^N1141 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and 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, and preferably an ethoxy group, a propoxy group, or a butoxy group.

  Although the compound represented by general formula (N-1-14) can also be used independently, it can also be used in combination of 2 or more compounds. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

It is preferable to set a higher content in the case of emphasizing improved [Delta] [epsilon], to emphasize the solubility at low temperature highly effective when larger amount to set the content, when importance is attached to T _NI content Highly effective when set to. Furthermore, when improving dripping marks and image sticking characteristics, it is preferable to set the content range in the middle.

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

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

(In the formula, R ^N1151 and R ^N1152 each independently represent the same meaning as R ^N11 and R ^N12 in General Formula (N-1).)
^RN1151 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group or a butyl group. ^RN1152 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, and preferably an ethoxy group, a propoxy group, or a butoxy group.

  Although the compound represented by general formula (N-1-15) can also be used independently, it can also be used in combination of 2 or more compounds. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

It is preferable to set a higher content in the case of emphasizing improved [Delta] [epsilon], to emphasize the solubility at low temperature highly effective when larger amount to set the content, when importance is attached to T _NI content Highly effective when set to. Furthermore, when improving dripping marks and image sticking characteristics, it is preferable to set the content range in the middle.

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

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

(In the formula, R ^N1161 and R ^N1162 each independently represent the same meaning as R ^N11 and R ^N12 in General Formula (N-1).)
R ^N1161 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and 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, and preferably an ethoxy group, a propoxy group, or a butoxy group.

  Although the compound represented by general formula (N-1-16) can also be used independently, it can also be used in combination of 2 or more compounds. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

It is preferable to set a higher content in the case of emphasizing improved [Delta] [epsilon], to emphasize the solubility at low temperature highly effective when larger amount to set the content, when importance is attached to T _NI content Highly effective when set to. Furthermore, when improving dripping marks and image sticking characteristics, it is preferable to set the content range in the middle.

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

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

(In the formula, R ^N1171 and R ^N1172 each independently represent the same meaning as R ^N11 and R ^N12 in formula (N-1).)
^RN1171 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group or a butyl group. ^RN1172 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, and preferably an ethoxy group, a propoxy group, or a butoxy group.

  Although the compound represented by general formula (N-1-17) can also be used independently, it can also be used in combination of 2 or more compounds. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

It is preferable to set a higher content in the case of emphasizing improved [Delta] [epsilon], to emphasize the solubility at low temperature highly effective when larger amount to set the content, when importance is attached to T _NI content Highly effective when set to. Furthermore, when improving dripping marks and image sticking characteristics, it is preferable to set the content range in the middle.

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

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

(In the formula, R ^N1181 and R ^N1182 each independently represent the same meaning as R ^N11 and R ^N12 in formula (N-1).)
^RN1181 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably a methyl group, an ethyl group, a propyl group or a butyl group. ^RN1182 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, and preferably an ethoxy group, a propoxy group, or a butoxy group.

  Although the compound represented by general formula (N-1-18) can also be used independently, it can also be used in combination of 2 or more compounds. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

It is preferable to set a higher content in the case of emphasizing improved [Delta] [epsilon], to emphasize the solubility at low temperature highly effective when larger amount to set the content, when importance is attached to T _NI content Highly effective when set to. Furthermore, when improving dripping marks and image sticking characteristics, it is preferable to set the content range in the middle.

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

  Furthermore, the compound represented by the general formula (N-1-18) is a compound selected from the group of compounds represented by the formula (N-1-18.1) to the formula (N-1-18.5). It is preferable that it is a compound represented by Formula (N-18.1) to (N-1-11.3), and Formula (N-1-18.2 and Formula (N- The compound represented by 1-18.3) is preferable.

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

(In the formula, R ^N1201 and R ^N1202 each independently represent the same meaning as R ^N11 and R ^N12 in formula (N-1).)
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, and preferably an ethyl group, a propyl group, or a butyl group.

  Although the compound represented by general formula (N-1-20) can also be used independently, it can also be used in combination of 2 or more compounds. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

It is preferable to set a higher content in the case of emphasizing improved [Delta] [epsilon], to emphasize the solubility at low temperature highly effective when larger amount to set the content, when importance is attached to T _NI content Highly effective when set to. Furthermore, when improving dripping marks and image sticking characteristics, it is preferable to set the content range in the middle.

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

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

(In the formula, R ^N1211 and R ^N1212 each independently represent the same meaning as R ^N11 and R ^N12 in General Formula (N-1).)
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, and preferably an ethyl group, a propyl group or a butyl group.

  Although the compound represented by general formula (N-1-21) can also be used independently, it can also be used in combination of 2 or more compounds. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

It is preferable to set a higher content in the case of emphasizing improved [Delta] [epsilon], to emphasize the solubility at low temperature highly effective when larger amount to set the content, when importance is attached to T _NI content Highly effective when set to. Furthermore, when improving dripping marks and image sticking characteristics, it is preferable to set the content range in the middle.

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

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

(In the formula, R ^N1221 and R ^N1222 each independently represent the same meaning as R ^N11 and R ^N12 in General Formula (N-1).)
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, and preferably an ethyl group, a propyl group, or a butyl group.

  Although the compound represented by general formula (N-1-22) can also be used independently, it can also be used in combination of 2 or more compounds. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

It is preferable to set a higher content in the case of emphasizing improved [Delta] [epsilon], to emphasize the solubility at low temperature highly effective when larger amount to set the content, when importance is attached to T _NI content Highly effective when set to. Furthermore, when improving dripping marks and image sticking characteristics, it is preferable to set the content range in the middle.

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

  Furthermore, the compound represented by the general formula (N-1-22) is a compound selected from the group of compounds represented by the formula (N-1-22.1) to the formula (N-1-22.12). It is preferable that it is a compound represented by Formula (N-1-22.1) to (N-1-22.5), and Formula (N-1-22.1) to (N- The compound represented by 1-22.4) is preferable.

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

(In the formula, R ^N321 and R ^N322 each independently represent the same meaning as R ^N11 and R ^N12 in General 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, and preferably a propyl group or a pentyl group.

  Although the compound represented by general formula (N-3-2) can also be used independently, it can also be used in combination of 2 or more compounds. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

It is preferable to set a higher content in the case of emphasizing improved [Delta] [epsilon], to emphasize the solubility at low temperature highly effective when larger amount to set the content, when importance is attached to T _NI content Setting to a small value is highly effective. Furthermore, when improving dripping marks and image sticking characteristics, it is preferable to set the content range in the middle.

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

  Furthermore, the compound represented by the general formula (N-3-2) is a compound selected from the group of compounds represented by the formula (N-3-2.1) to the formula (N-3-2.3). Preferably there is.

  The third component is a compound represented by the general formula (L), and the liquid crystal composition preferably contains one or more of the compounds. The compound represented by the general formula (L) corresponds to a dielectrically neutral nonpolar liquid crystal compound (Δε value is −2 to 2).

(Wherein, R ^L1 and R ^L2 each independently represent an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent —CH ₂ — in the alkyl group are each independently May be substituted by —CH═CH—, —C≡C—, —O—, —CO—, —COO— or —OCO—,
n ^L1 represents 0, 1, 2 or 3,
A ^L1 , A ^L2 and A ^L3 each independently represent (a) 1,4-cyclohexylene group (one —CH ₂ — present in this group or two or more —CH ₂ — not adjacent to each other). May be replaced by -O-) and (b) 1,4-phenylene group (one -CH = present in this group or two or more non-adjacent -CH = are -N May be replaced by =.)
(C) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6-diyl group or One —CH═ present in the 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or two or more non-adjacent —CH═ may be replaced by —N═. )
The group (a), the group (b) and the group (c) may be each independently substituted with a cyano group, a fluorine atom or a chlorine atom,
Z ^L1 and Z ^L2 are each independently 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, they may be the same or different, and when n ^L1 is 2 or 3, and a plurality of Z ^L2 are present, May be the same or different, but excludes compounds represented by )
Although the compound represented by general formula (L) may be used independently, it can also be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to desired properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention. Alternatively, in another embodiment of the present invention, there are two types, three types, four types, five types, six types, seven types, eight types, nine types, 10 types, More than types.

  In the composition of the present invention, the content of the compound represented by the general formula (L) is low-temperature solubility, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, image sticking, It is necessary to appropriately adjust according to required performance such as dielectric anisotropy.

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

When a composition having a low viscosity and a high response speed is required, the lower limit value is high and the upper limit value is preferably high. Moreover, maintaining high T _NI of the compositions of the present invention, it is preferable if the temperature stability with good composition is required upper limit higher the lower limit of the above is high. Further, when it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable that the above lower limit value is lowered and the upper limit value is low.

When importance is attached to reliability, R ^L1 and R ^L2 are preferably both alkyl groups, and when importance is placed on reducing the volatility of the compound, it is preferably an alkoxy group, and importance is placed on viscosity reduction. In this case, at least one is preferably an alkenyl group.

    The number of halogen atoms present in the molecule is preferably 0, 1, 2 or 3, preferably 0 or 1, and 1 is preferred when importance is attached to compatibility with other liquid crystal molecules.

R ^L1 and R ^L2 are a linear alkyl group having 1 to 5 carbon atoms or a linear alkyl group having 1 to 4 carbon atoms when the ring structure to which R ^L1 is bonded is a phenyl group (aromatic). When the ring structure to which the alkoxy group and the alkenyl group having 4 to 5 carbon atoms are bonded is a saturated ring structure such as cyclohexane, pyran, or dioxane, a straight chain having 1 to 5 carbon atoms is preferable. An alkyl group, a linear alkoxy group having 1 to 4 carbon atoms, and a linear alkenyl group having 2 to 5 carbon atoms are preferable. In order to stabilize the nematic phase, the total of carbon atoms and oxygen atoms, if present, is preferably 5 or less, and is preferably linear.

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

n ^L1 is preferably 0 when importance is attached to the response speed, 2 or 3 is preferred for improving the upper limit temperature of the nematic phase, and 1 is preferred for balancing these. In order to satisfy the properties required for the composition, it is preferable to combine compounds having different values.

A ^L1 , A ^L2, and A ^L3 are preferably aromatic when it is required to increase Δn, and are preferably aliphatic for improving the response speed, and are each independently trans- 1,4-cyclohexylene group, 1,4-phenylene group, 2-fluoro-1,4-phenylene group, 3-fluoro-1,4-phenylene group, 3,5-difluoro-1,4-phenylene group 1,4-cyclohexenylene group, 1,4-bicyclo [2.2.2] octylene group, piperidine-1,4-diyl group, naphthalene-2,6-diyl group, decahydronaphthalene-2,6 -It preferably represents a diyl group or a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, more preferably represents the following structure,

More preferably, it represents 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 important.

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

  The compound represented by the general formula (L) is preferably a compound selected from the group of compounds represented by the general formulas (L-1) to (L-8).

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

(In the formula, 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. .

  Although the compound represented by general formula (L-1) can also be used independently, it can also be used in combination of 2 or more compounds. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

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

When a composition having a low viscosity and a high response speed is required, the lower limit value is high and the upper limit value is preferably high. Moreover, maintaining high T _NI of the compositions of the present invention, it is preferred if good composition temperature stability is required is the upper limit value in the lower limit of the above is moderate is moderate. When it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable that the lower limit value is low and the upper limit value is low.

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

(Wherein R ^L12 represents the same meaning as in general formula (L-1).)
The compound represented by the general formula (L-1-1) is a compound selected from the group of compounds represented by the formula (L-1-1.1) to the formula (L-1-1.3). Is preferable, and is preferably a compound represented by Formula (L-1-1.2) or Formula (L-1-1.3), and particularly represented by Formula (L-1-1.3). It is preferable that it is a compound.

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

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

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

Furthermore, the compound represented by the general formula (L-1-2) is a compound selected from the group of compounds represented by the formula (L-1-2.1) to the formula (L-1-2.4). It is preferable that it is a compound represented by Formula (L-1-2.2) to Formula (L-1-2.4). In particular, the compound represented by the formula (L-1-2.2) is preferable because the response speed of the composition of the present invention is particularly improved. Further, when obtaining the high _{T NI} than the response speed, it is preferable to use a compound represented by formula (L-1-2.3) or the formula (L-1-2.4). In order to improve the solubility at low temperature, the content of the compound represented by the formula (L-1-2.3) and the formula (L-1-2.4) is not preferably 30% or more.

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

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

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

(In the formula, 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 preferable content of the compound represented by the formula (L-1-3) with respect to the total amount of the composition of the present invention is 1%, 5%, 10%, 13% 15%, 17%, 20%, 23%, 25%, 30%. The upper limit of the preferable content is 60%, 55%, 50%, 45%, 40%, 37%, and 35% with respect to the total amount of the composition of the present invention. %, 33%, 30%, 27%, 25%, 23%, 23%, 20%, 17%, 15%, 13%, 10% %.
Furthermore, the compound represented by the general formula (L-1-3) is a compound selected from the compound group represented by the formula (L-1-3.1) to the formula (L-1-3.12). Preferably, it is a compound represented by the formula (L-1-3.1), 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 preferable because the response speed of the composition of the present invention is particularly improved. Further, when obtaining the high _{T NI} than the response speed of the formula (L-1-3.3), the formula (L-1-3.4), the formula (L-1-3.11) and formula (L It is preferable to use a compound represented by (1-3.12). Sum of compounds represented by formula (L-1-3.3), formula (L-1-3.4), formula (L-1-3.11) and formula (L-1-3.12) The content of is not preferably 20% or more in order to improve the solubility at low temperatures.

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

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

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

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

  Furthermore, the compounds represented by the general formulas (L-1-4) and (L-1-5) are represented by the formulas (L-1-4.1) to (L-1-5.3). It is preferable that it is a compound chosen from the compound group which is said, and it is preferable that it is a compound represented by Formula (L-1-4.2) or Formula (L-1-5.2).

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

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 selected from the compounds represented by formula (L-1-3.11) and formula (L-1-3.12) are preferably combined. -1.3), formula (L-1-2.2), formula (L-1-3.1), formula (L-1-3.3), formula (L-1-3.4) and It is preferable to combine two or more compounds selected from the compounds represented by formula (L-1-4.2), and the lower limit of the preferable content of the total content of these compounds is the composition of the present invention. 1%, 2%, 3%, 5%, 7%, 10%, 13%, 15%, 18% of the total amount 20%, 23%, 5%, 27%, 30%, 33%, 35%, and the upper limit is 80% and 70% with respect to the total amount of the composition of the present invention, 60%, 50%, 45%, 40%, 37%, 35%, 33%, 30%, 28%, 25%, 23% and 20%. When emphasizing the reliability of the composition, compounds represented by formula (L-1-3.1), formula (L-1-3.3) and formula (L-1-3.4)) It is preferable to combine two or more compounds selected from the group consisting of formulas (L-1-1.3) and (L-1-2.2) when importance is attached to the response speed of the composition. It is preferable to combine two or more compounds selected from the following compounds.
The compound represented by the general formula (L-1) is preferably a compound selected from the compound group represented by the general formula (L-1-6).

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

  Furthermore, the compound represented by the general formula (L-1-6) is a compound selected from the group of compounds represented by the formula (L-1-6.1) to the formula (L-1-6.3). Preferably there is.

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

(In the formula, 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 an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or a carbon atom. The alkoxy group of number 1-4 is preferable.

    Although the compound represented by general formula (L-1) can also be used independently, it can also be used in combination of 2 or more compounds. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

  When emphasizing solubility at low temperatures, the effect is high when the content is set to be large. On the other hand, when the response speed is important, the effect is high when the content is set low. Furthermore, when improving dripping marks and image sticking characteristics, it is preferable to set the content range in the middle.

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

  Furthermore, the compound represented by the general formula (L-2) is preferably a compound selected from the group of compounds represented by the formula (L-2.1) to the formula (L-2.6). It is preferable that it is a compound represented by (L-2.1), Formula (L-2.3), Formula (L-2.4), and Formula (L-2.6).

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

(In the formula, R ^L31 and R ^L32 each independently represent the same meaning as R ^L1 and R ^L2 in 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.

  Although the compound represented by general formula (L-3) can also be used independently, it can also be used in combination of 2 or more compounds. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

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

When a high birefringence is obtained, the effect is high when the content is set to be large. On the other hand, when the high _TNI is emphasized, the effect is high when the content is set low. Furthermore, when improving dripping marks and image sticking characteristics, it is preferable to set the content range in the middle.

  Furthermore, the compound represented by the general formula (L-3) is preferably a compound selected from the group of compounds represented by the formula (L-3.1) to the formula (L-3.4). A compound represented by formula (L-3.7) from (L-3.2) is preferable.

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

(In the formula, R ^L41 and R ^L42 each independently represent the same meaning as R ^L1 and R ^L2 in General 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 an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or a carbon atom. The alkoxy group of number 1-4 is preferable. )
Although the compound represented by general formula (L-4) can also be used independently, it can also be used in combination of 2 or more compounds. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

  In the composition of the present invention, the content of the compound represented by the general formula (L-4) is low-temperature solubility, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, It is necessary to adjust appropriately according to required performance such as image sticking and dielectric anisotropy.

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

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

  Depending on the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence, etc., even if the compound represented by the formula (L-4.1) is contained, the formula (L Even if the compound represented by -4.2) is contained, both the compound represented by formula (L-4.1) and the compound represented by formula (L-4.2) are contained. Or all of the compounds represented by formula (L-4.1) to formula (L-4.3) may be included. The lower limit of the preferable content of the compound represented by the formula (L-4.1) or the formula (L-4.2) with respect to the total amount of the composition of the present invention is 3%, and 5% Yes, 7%, 9%, 11%, 12%, 13%, 18%, 21%, and the preferred upper limit is 45, 40% , 35%, 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8% .

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

  The compound represented by General Formula (L-4) is preferably, for example, a compound represented by Formula (L-4.4) to Formula (L-4.6), and Formula (L-4.4). It is preferable that it is a compound represented by this.

  Depending on required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence, etc., even if the compound represented by formula (L-4.4) is contained, formula (L -4.5) contains both the compound represented by formula (L-4.4) and the compound represented by formula (L-4.5). May be.

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

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

  The compound represented by General Formula (L-4) is preferably a compound represented by Formula (L-4.7) to Formula (L-4.10), and in particular, Formula (L-4. The compound represented by 9) is preferred.

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

(In the formula, 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 an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or a carbon atom. The alkoxy group of number 1-4 is preferable.

  Although the compound represented by general formula (L-5) can also be used independently, it can also be used in combination of 2 or more compounds. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

  In the composition of the present invention, the content of the compound represented by the general formula (L-5) is low-temperature solubility, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, It is necessary to adjust appropriately according to required performance such as image sticking and dielectric anisotropy.

The lower limit of the preferable content of the compound represented by the formula (L-5) with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5% 7%, 10%, 14%, 16%, 20%, 23%, 26%, 30%, 35%, 40% . The upper limit of the preferable content of the compound represented by the formula (L-5) with respect to the total amount of the composition of the present invention is 50%, 40%, 35%, and 30%. , 20%, 15%, 10%, and 5% The compound represented by the general formula (L-5) is represented by the formula (L-5.1) or the formula (L-5.2). It is preferable that it is a compound represented by a formula (L-5.1).

  The lower limit of the preferable content of these compounds with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, and 7%. The upper limit of the preferable content of these compounds is 20%, 15%, 13%, 10%, and 9%.

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

  The lower limit of the preferable content of these compounds with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, and 7%. The upper limit of the preferable content of these compounds is 20%, 15%, 13%, 10%, and 9%.

  The compound represented by the general formula (L-5) is preferably a compound selected from the group of compounds represented by the formula (L-5.5) to the formula (L-5.7). It is preferable that it is a compound represented by L-5.7).

  The lower limit of the preferable content of these compounds with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, and 7%. The upper limit of the preferable content of these compounds is 20%, 15%, 13%, 10%, and 9%.

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

(In the formula, R ^L61 and R ^L62 each independently represent the same meaning as R ^L1 and R ^L2 in the general 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, and one of X ^L61 and X ^L62 is a fluorine atom and the other is a hydrogen atom. Is preferred.

  Although the compound represented by general formula (L-6) can also be used independently, it can also be used in combination of 2 or more compounds. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

  The lower limit of the preferable content of the compound represented by the formula (L-6) with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5% 7%, 10%, 14%, 16%, 20%, 23%, 26%, 30%, 35%, 40% . The upper limit of the preferable content of the compound represented by the formula (L-6) with respect to the total amount of the composition of the present invention is 50%, 40%, 35%, and 30%. 20%, 15%, 10%, 5%. When emphasizing to increase Δn, it is preferable to increase the content, and when emphasizing the precipitation at low temperature, it is preferable to decrease the content.

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

  Although there is no restriction | limiting in particular in the kind of compound which can be combined, It is preferable to contain 1 type-3 types from these compounds, and it is more preferable to contain 1 type-4 types. Further, since the wide molecular weight distribution of the compound to be selected is also effective for solubility, for example, one type of the compound represented by the formula (L-6.1) or (L-6.2), the formula (L- 6.4) or one type from the compound represented by (L-6.5), one type from the compound represented by formula (L-6.6) or formula (L-6.7), formula (L It is preferable to select one compound from the compounds represented by -6.8) or (L-6.9) and combine them as appropriate. Among these, it is represented by Formula (L-6.1), Formula (L-6.3), Formula (L-6.4), Formula (L-6.6), and Formula (L-6.9). It is preferable to include a compound.

  Furthermore, the compound represented by the general formula (L-6) is preferably a compound represented by the formula (L-6.10) to the formula (L-6.17), for example. The compound represented by L-6.11) is preferable.

  The lower limit of the preferable content of these compounds with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, and 7%. The upper limit of the preferable content of these compounds is 20%, 15%, 13%, 10%, and 9%.

  The compound represented by general 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 Formula ^{(L), A L71} and ^{A L72} is ^{A L2} and in the general formula (L) independently A ^L3 represents the same meaning, but the hydrogen atoms on A ^L71 and A ^L72 may be each independently substituted with a fluorine atom, Z ^L71 represents the same meaning as Z ^L2 in formula (L), X ^L71 and X ^L72 each independently represent 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. Are each independently preferably a 1,4-cyclohexylene group or a 1,4-phenylene group, the hydrogen atoms on A ^L71 and A ^L72 may be each independently substituted with a fluorine atom, and Z ^L71 is a single group. A bond or COO- is preferable, a single bond is preferable, and X ^L71 and X ^L72 are preferably a hydrogen atom.

  Although there is no restriction | limiting in particular in the kind of compound which can be combined, It combines according to performance requested | required, such as solubility at low temperature, transition temperature, electrical reliability, birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, and four kinds.

  In the composition of the present invention, the content of the compound represented by the general formula (L-7) is low temperature solubility, transition temperature, electrical reliability, birefringence index, process suitability, dripping marks, It is necessary to adjust appropriately according to required performance such as image sticking and dielectric anisotropy.

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

When an embodiment with a high T _NI is desired for the composition of the present invention, it is preferable to increase the content of the compound represented by formula (L-7), and when an embodiment with a low viscosity is desired, It is preferable to reduce the amount.

  Furthermore, the compound represented by General Formula (L-7) is preferably a compound represented by Formula (L-7.1) to Formula (L-7.4), and Formula (L-7. It is preferable that it is a compound represented by 2).

  Furthermore, the compound represented by the general formula (L-7) is preferably a compound represented by the formula (L-7.11) to the formula (L-7.13), and the formula (L-7. It is preferable that it is a compound represented by 11).

  Furthermore, the compound represented by the general 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 preferable.

  Further, the compound represented by the general formula (L-7) is preferably a compound represented by the formula (L-7.31) to the formula (L-7.34), and the formula (L-7. 31) or / and a compound represented by the formula (L-7.32).

  Furthermore, the compound represented by the general formula (L-7) is preferably a compound represented by the formula (L-7.41) to the formula (L-7.44), and the formula (L-7. 41) or / and a compound represented by formula (L-7.42).

  Furthermore, the compound represented by General Formula (L-7) is preferably a compound represented by Formula (L-7.51) to Formula (L-7.53).

  The compound represented by general formula (L-8) is the following compound.

(In the formula, R ^L81 and R ^L82 each independently represent the same meaning as R ^L1 and R ^L2 in General Formula (L), and A ^L81 represents the same meaning or single bond as A ^L1 in General Formula (L)). However, each hydrogen atom on A ^L81 may be independently substituted with a fluorine atom, and X ^{L81 to} X ^L86 each independently represent a fluorine atom or a hydrogen atom.)
^{Wherein, R L81} and ^{R L82} are each independently an alkyl group having 1 to 5 carbon atoms, an alkenyl group or an alkoxy group having 1 to 4 carbon atoms 2 to 5 carbon atoms ^{preferably, A L81} is 1, A 4-cyclohexylene group or a 1,4-phenylene group is preferable, and the hydrogen atoms on A ^L71 and A ^L72 may be each independently substituted with a fluorine atom, and the same in the general formula (L-8) The number of fluorine atoms in the ring structure is preferably 0 or 1, and the number of fluorine atoms in the molecule is preferably 0 or 1.

  Although there is no restriction | limiting in particular in the kind of compound which can be combined, It combines according to performance requested | required, such as solubility at low temperature, transition temperature, electrical reliability, birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, and four kinds.

  In the composition of the present invention, the content of the compound represented by the general formula (L-8) includes solubility at low temperature, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, It is necessary to adjust appropriately according to required performance such as image sticking and dielectric anisotropy.

  The lower limit of the preferable content of the compound represented by the formula (L-8) with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5% 7%, 10%, 14%, 16%, 20%. The upper limit of the preferable content of the compound represented by the formula (L-8) with respect to the total amount of the composition of the present invention is 30%, 25%, 23%, and 20%. 18%, 15%, 10%, 5%.

When an embodiment with a high T _NI is desired for the composition of the present invention, it is preferable to increase the content of the compound represented by formula (L-8), and when an embodiment with a low viscosity is desired It is preferable to reduce the amount.

  Furthermore, the compound represented by General Formula (L-8) is preferably a compound represented by Formula (L-8.1) to Formula (L-8.4), and Formula (L-8. 3), formula (L-8.5), formula (L-8.6), formula (L-8.13), formula (L-8.16) to formula (L-8.18), formula ( More preferably, the compound is represented by formula (L-8.28) to L-8.23).

  Preferable inclusion of the total of the compounds represented by general formula (i), general formula (L), (N-1), (N-2) and (N-3) with respect to the total amount of the composition of the present invention The lower limit of the amount is 80%, 85%, 88%, 90%, 92%, 93%, 94%, 95%, 96% 97%, 98%, 99%, 100%. The upper limit of the preferable content is 100%, 99%, 98%, and 95%.

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

  Further, the total content of the compounds represented by the general formula (i), the general formula (N-1), (N-2) and (N-3) with respect to the total amount of the composition of the present invention is preferable. The lower limit is preferably 5% or more, preferably 10% or more, preferably 13% or more, preferably 15% or more, and 18% as the lower limit in the composition. It is preferably contained, preferably 20% or more, preferably 23% or more, preferably 25% or more, preferably 28% or more, and preferably 30% or more. Preferably, it is contained 33% or more, preferably 35% or more, preferably 38% or more, and preferably 40% or more. Further, the upper limit value is preferably 100% or less, preferably 95% or less, preferably 90% or less, preferably 88% or less, and preferably 85% or less. 83% or less, preferably 80% or less, preferably 78% or less, preferably 75% or less, preferably 73% or less, preferably 70% or less Preferably 68% or less, preferably 65% or less, preferably 63% or less, preferably 60% or less, preferably 55% or less, It is preferable to contain 50% or less, and it is preferable to contain 40% or less.

  Moreover, the lower limit of the preferable total content of the compounds represented by the general formula (i) and the general formula (N-1) with respect to the total amount of the composition of the present invention is the lower limit in the composition. 5% or more, preferably 10% or more, preferably 13% or more, preferably 15% or more, preferably 18% or more, preferably 20% or more Preferably 23% or more, preferably 25% or more, preferably 28% or more, preferably 30% or more, preferably 33% or more, 35 % Or more, preferably 38% or more, and more preferably 40% or more. Further, the upper limit value is preferably 100% or less, preferably 95% or less, preferably 90% or less, preferably 88% or less, and preferably 85% or less. 83% or less, preferably 80% or less, preferably 78% or less, preferably 75% or less, preferably 73% or less, preferably 70% or less Preferably 68% or less, preferably 65% or less, preferably 63% or less, preferably 60% or less, preferably 55% or less, It is preferable to contain 50% or less, and it is preferable to contain 40% or less.

  In the liquid crystal composition of the present invention, it is preferable to contain the compounds represented by the general formula (i) and the general formula (L), and the content of these compounds is 5% or more as a lower limit in the composition. It is preferable to contain 10% or more, preferably 13% or more, preferably 15% or more, preferably 18% or more, and preferably 20% or more. 23% or more, preferably 25% or more, preferably 28% or more, preferably 30% or more, preferably 33% or more, 35% or more It is preferable to contain 38% or more, and 40% or more is preferable. Further, the upper limit value is preferably 95% or less, preferably 90% or less, preferably 88% or less, preferably 85% or less, and preferably 83% or less. 80% or less, preferably 78% or less, preferably 75% or less, preferably 73% or less, preferably 70% or less, preferably 68% or less Preferably 65% or less, preferably 63% or less, preferably 60% or less, preferably 55% or less, preferably 50% or less, It is preferable to contain 40% or less.

  The liquid crystal composition of the present invention preferably contains compounds represented by general formula (i) and general formula (L-1), and the total content of these compounds is set as the lower limit in the composition. It is preferable to contain 5% (% in the composition represents mass%) or more, preferably 10% or more, preferably 13% or more, and preferably 15% or more. 18% or more, preferably 20% or more, preferably 23% or more, preferably 25% or more, preferably 28% or more, preferably 30% or more It is preferable to contain 33% or more, preferably 35% or more, preferably 38% or more, and preferably 40% or more. Further, the upper limit value is preferably 95% or less, preferably 90% or less, preferably 88% or less, preferably 85% or less, and preferably 83% or less. 80% or less, preferably 78% or less, preferably 75% or less, preferably 73% or less, preferably 70% or less, preferably 68% or less Preferably 65% or less, preferably 63% or less, preferably 60% or less, preferably 55% or less, preferably 50% or less, It is preferable to contain 40% or less.

  The composition of the present invention preferably does not contain a compound having a structure in which oxygen atoms such as a peracid (—CO—OO—) structure are bonded in the molecule.

  When emphasizing the reliability and long-term stability of the composition, the content of the compound having a carbonyl group is preferably 5% or less, more preferably 3% or less with respect to the total mass of the composition. Preferably, it is more preferably 1% or less, and most preferably not substantially contained.

  When importance is attached to the stability by UV irradiation, the content of the compound substituted with chlorine atoms is preferably 15% or less, preferably 10% or less, based on the total mass of the composition. % Or less, preferably 5% or less, more preferably 3% or less, and still more preferably substantially not contained.

  It is preferable to increase the content of a compound in which all the ring structures in the molecule are 6-membered rings, and the content of the compound in which all the ring structures in the molecule are 6-membered rings is 80% of the total mass of the composition % Or more, more preferably 90% or more, still more preferably 95% or more, and the composition is composed only of a compound in which all of the ring structures in the molecule are all 6-membered rings. Most preferably.

  In order to suppress deterioration due to oxidation of the composition, it is preferable to reduce the content of the compound having a cyclohexenylene group as a ring structure, and the content of the compound having a cyclohexenylene group as the total mass of the composition. On the other hand, it is preferably 10% or less, preferably 8% or less, more preferably 5% or less, preferably 3% or less, and still more preferably not contained.

When emphasizing improvements of improvement and T _NI viscosity, that a hydrogen atom to reduce the content of the compound having the optionally substituted 2-methyl-1,4-diyl group halogen in the molecule The content of the compound having a 2-methylbenzene-1,4-diyl group in the molecule is preferably 10% or less, and preferably 8% or less with respect to the total mass of the composition. It is preferably 5% or less, more preferably 3% or less, and still more preferably substantially not contained.

  In the present application, the phrase “not substantially contained” means that the substance is not contained except for an unintentionally contained substance.

  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 alkenyl group has 2 to 5 carbon atoms. When the alkenyl group is bonded to benzene, the alkenyl group preferably has 4 to 5 carbon atoms, and the unsaturated bond of the alkenyl group and benzene are directly bonded. Preferably not.

The average elastic constant (K _AVG ) of the liquid crystal composition used in the present invention is preferably 10 to 25, and the lower limit thereof is preferably 10, preferably 10.5, preferably 11 and preferably 11.5. , 12 is preferable, 12.3 is preferable, 12.5 is preferable, 12.8 is preferable, 13 is preferable, 13.3 is preferable, 13.5 is preferable, 13.8 is preferable, 14 is preferable, 14 .3 is preferred, 14.5 is preferred, 14.8 is preferred, 15 is preferred, 15.3 is preferred, 15.5 is preferred, 15.8 is preferred, 16 is preferred, 16.3 is preferred, 16 .5, 16.8 is preferable, 17 is preferable, 17.3 is preferable, 17.5 is preferable, 17.8 is preferable, and 18 is preferable. 25 is preferable, 24.5 is preferable, 24 is preferable, 23.5 is preferable, 23 is preferable, 22.8 is preferable, 22.5 is preferable, 22.3 is preferable, 22 is preferable, and 21.8 is 21.5 is preferred, 21.3 is preferred, 21 is preferred, 20.8 is preferred, 20.5 is preferred, 20.3 is preferred, 20 is preferred, 19.8 is preferred, 19.5 is preferred 19.3 is preferred, 19 is preferred, 18.8 is preferred, 18.5 is preferred, 18.3 is preferred, 18 is preferred, 17.8 is preferred, 17.5 is preferred, 17.3 is preferred 17 is preferable. When importance is placed on reducing power consumption, it is effective to reduce the amount of light from the backlight, and it is preferable to improve the light transmittance of the liquid crystal display element. For this purpose, the value of K _AVG should be set low. preferable. It is preferable to set a higher value of K _AVG in the case of emphasizing improved response speed. The liquid crystal composition of the present invention has a refractive index anisotropy (Δn) at 20 ° C. of 0.08 to 0.14, more preferably 0.09 to 0.13, and 0.09 to 0.12. Particularly preferred. More specifically, it is preferably 0.10 to 0.13 when dealing with a thin cell gap, and preferably 0.08 to 0.10 when dealing with a thick cell gap.

  The liquid crystal composition of the present invention has a viscosity (η) at 20 ° C. of 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 60 to 200 mPa · s, more preferably 60 to 120 mPa · s, and particularly preferably 60 to 100 mPa · s. .

The liquid crystal composition of the present invention has a nematic phase-isotropic liquid phase transition temperature (T _ni ) of 60 ° C to 120 ° C, more preferably 70 ° C to 100 ° C, and particularly preferably 70 ° C to 85 ° C. In addition, it is preferable to show a nematic liquid crystal at 20 ° C.

The liquid crystal composition of the present invention may contain a normal nematic liquid crystal, a smectic liquid crystal, a cholesteric liquid crystal, an antioxidant, an ultraviolet absorber, an infrared absorber, a polymerizable monomer, or a light stabilizer in addition to the above-described compounds. Good.



The liquid crystal display device using the liquid crystal composition containing the compound of the present invention is useful for achieving both high-speed response and suppression of display failure, and is particularly useful for a liquid crystal display device for active matrix driving. The present invention can be applied to liquid crystal display elements in various modes such as a mode, a PSVA mode, a PSA mode, an IPS mode, an FFS mode, or an ECB mode.

  EXAMPLES Hereinafter, although an Example is given and this invention is further explained in full detail, this invention is not limited to these Examples. Further, “%” in the compositions of the following examples and comparative examples means “mass%”. The phase transition temperature was measured using a polarizing microscope equipped with a temperature control stage and a differential scanning calorimeter (DSC).

T _n−i represents a transition temperature between a nematic phase and an isotropic phase.

The following abbreviations are used in compound descriptions.
THF: Tetrahydrofuran Me: Methyl group, Et: Ethyl group, Pr: n-propyl group, Bu: n-butyl group (Example 1) Production of 1- (4-ethoxy-2,3-difluorophenyl) cyclopentene

(1-1) Under dry nitrogen, 1-ethoxy-2,3-difluorobenzene (40 g) and THF (200 mL) were mixed and cooled to -65 ° C. Under cooling, a 1.6 mol / L normal butyl lithium / hexane solution (190 mL) was slowly added, and the mixture was stirred at -65 ° C for 5 hours. Subsequently, a solution of cyclopentanone (27.7 g) dissolved in THF (80 mL) was slowly added under cooling, and then the temperature was slowly raised to room temperature. Water (150 mL) and hexane (200 mL) were slowly added and then the layers were separated. The organic layer was washed with 10% hydrochloric acid (200 mL), saturated aqueous sodium hydrogen carbonate solution (200 mL), and saturated brine (200 mL) in this order. After anhydrous sodium sulfate was added and dried, sodium sulfate was removed by filtration. The organic solvent was distilled off under reduced pressure to obtain 62 g of crude 1- (4-ethoxy-2,3-difluorophenyl) -1-hydroxycyclopentane as a slightly yellow liquid.
(1-2) Crude 1- (4-ethoxy-2,3-difluorophenyl) -1-hydroxycyclopentane (62 g) obtained in step (1-1), p-toluenesulfonic acid monohydrate (2.4 g) and toluene (300 mL) were mixed and heated to a temperature at which the solvent was refluxed with stirring. The produced water was removed by a Dean Stark apparatus. After cooling to room temperature, a saturated aqueous sodium hydrogen carbonate solution (200 mL) was added and the layers were separated. The organic layer was washed with saturated brine (200 mL), and then dried over anhydrous sodium sulfate. After removing sodium sulfate by filtration, the mixture was concentrated under reduced pressure. The obtained residue was dissolved in hexane and purified by silica gel column chromatography. After concentration, the residue was recrystallized twice from methanol to obtain 1- (4-ethoxy-2,3-difluorophenyl) cyclopentene (22.6 g) as white crystals.
Phase transition temperature: Cr 41.9 Iso
MS m / z: 224 [M ⁺ ]
¹ HNMR (400 MHz, CDCl ₃ , TMS internal standard): δ (ppm) = 6.94 (1H, dt, J ₁ = 8.0 Hz, J ₂ = 2.3 Hz), 6.67 (1H, dt, J ₁ = 8.3 Hz, J ₂ = 1.8 Hz), 6.29-6.27 (1H, m), 4.11 (2H, q, J = 7.0 Hz), 2.71-2.67 ( 2H, m), 2.58-2.53 (2H, m), 1.95 (2H, quintet, J = 7.5 Hz), 1.45 (3H, t, J = 6.8 Hz)
Example 2 Production of 1- (2,3-difluoro-4-hexyloxyphenyl) cyclopentene

In the same manner as in Example 1, 1- (2,3-difluoro-4-hexyloxyphenyl) cyclopentene was obtained as a white solid.
Phase transition temperature: Cr 41.0 Iso
MS m / z: 280 [M ⁺ ]
¹ HNMR (400 MHz, CDCl ₃ , TMS internal standard): δ (ppm) = 6.94 (1H, dt, J ₁ = 8.6 Hz, J ₂ = 2.3 Hz), 6.69-6.64 (1H M), 6.30-6.27 (1H, m), 4.03 (2H, t, J = 6.6 Hz), 2.72-2.66 (2H, m), 2.58-2 .52 (2H, m), 2.00-1.92 (2H, m), 1.85-1.77 (2H, m), 1.50-1.42 (2H, m), 1.37 -1.28 (4H, m), 0.91 (3H, t, J = 7.0Hz)
Example 3 Production of 1- (4- (4-ethoxy-2,3-difluorophenyl) -2-fluorophenyl) cyclopentene

(3-1) Under dry nitrogen, 3-fluorobromobenzene (20.6 g), tetrakis (triphenylphosphine) palladium (0) (0.41 g), 2 mol / L potassium carbonate aqueous solution (120 mL) and THF (80 mL) And heated up to 60 ° C. A solution of 4-ethoxy-2,3-difluorophenylboronic acid (25 g) in THF (75 mL) was slowly added at 60 ° C. The mixture was further stirred at 60 ° C. for 4 hours, and then cooled to room temperature. Toluene (50 mL) was added for liquid separation, and the organic layer was washed with saturated brine (100 mL). Anhydrous sodium sulfate was added for drying, and the sodium sulfate was removed by filtration, followed by concentration under reduced pressure. The residue was dissolved in a mixed solvent of hexane and toluene and purified by silica gel column chromatography to give crude 1-ethoxy-2,3-difluoro-4- (3-fluorophenyl) benzene (29.5 g) as a yellow liquid. Got.
(3-2) Crude 1-ethoxy-2,3-difluoro-4- (3-fluorophenyl) benzene (29.5 g) obtained in step (3-1) was added to THF (150 mL) under dry nitrogen. Dissolved and cooled to -40 ° C. Under cooling, a 1.07 mol / L secondary butyl lithium / hexane solution (140 mL) was slowly added, and the mixture was stirred at −40 ° C. for 1 hour. Cyclopentanone (19.7 g) was slowly added at −40 ° C., and then slowly warmed to room temperature. Water (5 ml) was added, 10% hydrochloric acid (100 mL) was added and the phases were separated, and the organic layer was washed twice with saturated brine (100 mL). After adding anhydrous sodium sulfate and drying, the sodium sulfate was removed by filtration, and then concentrated under reduced pressure to obtain crude 1- (4- (4-ethoxy-2,3-difluorophenyl) -2-phenyl) -1- Hydroxycyclopentane (41 g) was obtained.
(3-3) Crude 1- (4- (4-ethoxy-2,3-difluorophenyl) -2-phenyl) -1-hydroxycyclopentane (41 g) obtained in step (3-2), p- Toluenesulfonic acid monohydrate (1.1 g) and toluene (200 mL) were mixed and heated to a temperature at which the solvent was refluxed with stirring. The produced water was removed by a Dean Stark apparatus. After cooling to room temperature, a saturated aqueous sodium hydrogen carbonate solution (100 mL) was added for liquid separation, and the organic layer was washed twice with saturated brine (100 mL), and then dried over anhydrous sodium sulfate. After removing sodium sulfate by filtration, the mixture was concentrated under reduced pressure. The obtained residue was dissolved in a mixed solvent of hexane and toluene and purified by silica gel column chromatography. After concentration, the residue was recrystallized five times from a mixed solvent of acetone and ethanol to give 1- (4- (4-ethoxy-2,3-difluorophenyl) -2-fluorophenyl) cyclopentene (13.9 g) in white. Obtained as crystals.
Phase transition temperature: Cr 111.2 Iso
MS m / z: 318 [M ⁺ ]
¹ HNMR (400 MHz, CDCl ₃ , TMS internal standard): δ (ppm) = 7.36 (1H, t, J = 8.0 Hz), 7.27-7.21 (2H, m), 7.10 ( 1H, dt, J ₁ = 8.8 Hz, J ₂ = 2.4 Hz), 6.81-6.77 (1H, m), 6.42 (1H, d, J = 2.1 Hz), 4.16 (2H, q, J = 7.0 Hz), 2.79-2.74 (2H, m), 2.61-2.56 (2H, m), 2.00 (2H, quint, J = 7. 4Hz), 1.48 (3H, t, J = 7.0Hz)
Example 4 Production of 1- (4- (trans-4-propylcyclohexylmethyloxy) 2,3-difluorophenyl) cyclopentene

(4-1) Under dry nitrogen, 2,3-difluorophenol (8.7 g), trans-4-hydroxymethyl-1-propylcyclohexane (10.4 g), triphenylphosphine (22.7 g) and THF (100 mL) ) And mixed with ice. Under ice cooling, diisopropyl azodicarboxylate (14.8 g) was slowly added. Subsequently, after stirring for 4 hours under ice cooling, water (5 mL) was added. After distilling off the organic solvent under reduced pressure, hexane (100 mL), methanol (100 mL) and water (50 mL) were added to separate the layers. The organic layer was washed with saturated brine (100 mL), dried over anhydrous sodium sulfate. After sodium sulfate was removed by filtration, the filtrate was concentrated under reduced pressure. Hexane was added to the residue and dissolved, and then purified by silica gel column chromatography to obtain crude 2,3-difluoro-1- (trans-4-propylcyclohexylmethyloxy) benzene (17.9 g).
(4-2) Under dry nitrogen, the crude 2,3-difluoro-1- (trans-4-propylcyclohexylmethyloxy) benzene (17.9 g) obtained in step (4-1) was added to THF (50 mL). Dissolved and cooled to -65 ° C. Under cooling, a 1.6 mol / L normal butyl lithium / hexane solution (50 mL) was slowly added. After stirring at −65 ° C. for 1 hour, a solution of cyclopentanone (7.1 g) in THF (20 mL) was slowly added, and the mixture was further stirred at −65 ° C. for 1 hour. After slowly warming to room temperature, water (10 mL) was added. Furthermore, 10% hydrochloric acid (100 mL) and hexane (150 mL) were added for liquid separation, and the organic layer was washed with saturated brine (100 mL). After adding anhydrous sodium sulfate and drying, the sodium sulfate was removed by filtration, and then concentrated under reduced pressure to give crude 1- (4- (trans-4-propylcyclohexylmethyloxy) 2,3-difluorophenyl) -1 -Hydroxycyclopentane (24 g) was obtained.
(4-3) Crude 1- (4- (trans-4-propylcyclohexylmethyloxy) 2,3-difluorophenyl) -1-hydroxycyclopentane (24 g) obtained in the step (4-2) and p- Toluenesulfonic acid monohydrate (0.64 g) was dissolved in toluene (200 mL), and the temperature was raised to a temperature at which the solvent was refluxed with stirring. The produced water was removed by a Dean Stark apparatus and then cooled to room temperature. A saturated aqueous sodium hydrogen carbonate solution (100 mL) was added for liquid separation, and the organic layer was washed twice with saturated brine (100 mL), and then dried over anhydrous sodium sulfate. After removing sodium sulfate by filtration, the solvent was removed under reduced pressure. The residue is dissolved in toluene, purified by silica gel column chromatography, and further recrystallized three times from a mixed solvent of methanol and acetone to give 1- (4- (trans-4-propylcyclohexylmethyloxy) 2,3-difluoro. Phenyl) cyclopentene (12 g) was obtained.
Phase transition temperature: Cr (49.5 N) 74.7 Iso
MS m / z: 334 [M ⁺ ]
¹ HNMR (400 MHz, CDCl ₃ , TMS internal standard): δ (ppm) = 6.93 (1H, dt, J ₁ = 8.5 Hz, J ₂ = 2.3 Hz), 6.67-6.63 (1H M), 6.29-6.26 (1H, m), 3.82 (2H, d, J = 6.4 Hz), 2.71-2.67 (2H, m), 2.58-2 .52 (2H, m), 1.99-1.88 (4H, m), 1.81-1.73 (3H, m), 1.37-1.14 (5H, m), 1.10 -0.92 (4H, m), 0.88 (3H, t, J = 7.2Hz)
Example 5 Preparation of Liquid Crystal Composition-1
Host liquid crystal (H) having the following composition

Was prepared. T _n-i (nematic phase-isotropic liquid phase transition temperature), Δε (dielectric anisotropy at 25 ° C.), Δn (refractive index anisotropy at 25 ° C.) and γ _{1 of the} host liquid crystal (H). The values (both measured values) of (rotational viscosity coefficient at 25 ° C.) were as follows.

T _n−i : 73.8 ° C.
Δε: −2.79
Δn: 0.101
γ ₁ : 112
A liquid crystal composition (MA) comprising 85% of the base liquid crystal (H) and 15% of 1- (4-ethoxy-2,3-difluorophenyl) cyclopentene obtained in Example 1 was prepared. 1- (4-ethoxy-) obtained in Example 1 was measured based on the amount of change from the base liquid crystal by measuring the values of T _n-i , Δε, Δn, and γ ₁ of this composition (MA). The extrapolated value of each physical property value of 2,3-difluorophenyl) cyclopentene was as follows.

Extrapolation T _n−i : −101.2 ° C.
Extrapolation Δε: −7.63
Extrapolation Δn: 0.089
Extrapolation γ ₁ : 22 mPa · s
In addition, the prepared liquid crystal composition (MA) maintained a uniform nematic liquid crystal state at room temperature for one month or longer.

  Furthermore, the liquid crystal display device produced using the liquid crystal composition (MA) exhibited excellent display characteristics, maintained stable display characteristics over a long period, and exhibited high reliability.

(Example 6) Preparation of liquid crystal composition-2
A liquid crystal composition (MB) comprising 85% of the base liquid crystal (H) and 15% of 1- (2,3-difluoro-4-hexyloxyphenyl) cyclopentene obtained in Example 2 was prepared. From this composition (MB), extrapolation T _n−i , extrapolation Δε, extrapolation Δn, extrapolation of 1- (2,3-difluoro-4-hexyloxyphenyl) cyclopentene obtained in Example 2 The value of the insertion γ ₁ is as follows.

Extrapolation _T n-i: -80.8 ℃
Extrapolation Δε: −4.97
Extrapolation Δn: 0.085
Extrapolation γ ₁ : 27 mPa · s
Further, the prepared liquid crystal composition (MB) maintained a uniform nematic liquid crystal state for one month or more at room temperature.

  Furthermore, the liquid crystal display device produced using the liquid crystal composition (MB) exhibited excellent display characteristics, maintained stable display characteristics over a long period of time, and exhibited high reliability.

(Example 7) Preparation of liquid crystal composition-3
A liquid crystal composition (M-) comprising 90% of the base liquid crystal (H) and 10% of 1- (4- (4-ethoxy-2,3-difluorophenyl) -2-fluorophenyl) cyclopentene obtained in Example 3 C) was prepared. From this composition (MC), extrapolation T _{n-i of} 1- (4- (4-ethoxy-2,3-difluorophenyl) -2-fluorophenyl) cyclopentene obtained in Example 3 The values of insertion Δε, extrapolation Δn, and extrapolation γ ₁ are as follows.

Extrapolation T _n−i : 67.8 ° C.
Extrapolation Δε: −7.99
Extrapolation Δn: 0.269
Extrapolation γ ₁ : 272 mPa · s
The prepared liquid crystal composition (MC) maintained a uniform nematic liquid crystal state for one month or more at room temperature.

  Furthermore, the liquid crystal display device produced using the liquid crystal composition (MC) exhibited excellent display characteristics, maintained stable display characteristics over a long period of time, and exhibited high reliability.

Example 8 Preparation of Liquid Crystal Composition-4
A liquid crystal composition (MD) comprising 85% of the base liquid crystal (H) and 15% of 1- (4- (trans-4-propylcyclohexylmethyloxy) 2,3-difluorophenyl) cyclopentene obtained in Example 4 ) Was prepared. From this composition (MD), extrapolation T _{n-i of} 1- (4- (trans-4-propylcyclohexylmethyloxy) 2,3-difluorophenyl) cyclopentene obtained in Example 4 and extrapolation The values of Δε, extrapolation Δn, and extrapolation γ ₁ are as follows.

Extrapolation T _n−i : 49.2 ° C.
Extrapolation Δε: −6.31
Extrapolation Δn: 0.133
Extrapolation γ ₁ : 291 mPa · s
Moreover, the prepared liquid crystal composition (MD) maintained a uniform nematic liquid crystal state for one month or more at room temperature.

  Furthermore, a liquid crystal display device manufactured using the liquid crystal composition (MD) exhibited excellent display characteristics, maintained stable display characteristics over a long period, and exhibited high reliability.

Comparative Example 1 Preparation of Liquid Crystal Composition-5
Base liquid crystal (H) 85% and 1-ethoxy-4- (4-propylphenyl) -2,3-difluorobenzene

A liquid crystal composition (ME) consisting of 15% was prepared. From this composition (ME), 1-ethoxy-4- (4-propylphenyl) -2,3-difluorobenzene extrapolated T _n-i , extrapolated Δε, extrapolated Δn, extrapolated γ ₁ The values are as follows:

Extrapolation T _n−i : −7.6 ° C.
Extrapolation Δε: −6.50
Extrapolation Δn: 0.151
Extrapolation γ ₁ : 68 mPa · s
When comparing the extrapolation Δε of Examples 5 and 7 and Comparative Example 1, it can be seen that the compound of the present application exhibits a sufficiently large extrapolation Δε as compared with the compound of Comparative Example 1. From this, it was clarified that the compound of the present application has a characteristic of showing a large Δε.
(Comparative Example 2, Comparative Example 3, Example 9 and Example 10)
Hereinafter, the following abbreviations are used for the description of compounds.
(Side chain)
-N -C _n H _{2n + 1} linear alkyl group having n carbon atoms n-C _n H _{2n + 1-} linear alkyl group having n carbon atoms -On -OC _n H _2n + 1 linear alkyl group having n carbon atoms Alkoxyl group nO—C _n H _{2n + 1} O— Linear alkoxyl group having n carbon atoms —nO— —C _n H _2n O—
-V -CH = CH ₂
V- CH ₂ = CH-
-V1 -CH = CH-CH ₃
1V- CH ₃ -CH = CH-
(Ring structure)

  The characteristics measured in Examples 9 and 10 and Comparative Examples 2 and 3 are as follows.

T _NI : Nematic phase-isotropic liquid phase transition temperature (° C.)
Δn: refractive index anisotropy at 20 ° C. γ ₁ : rotational viscosity at 20 ° C. (mPa · s)
Δε: Dielectric anisotropy at 20 ° C. <Production and Evaluation of Liquid Crystal Composition>
The liquid crystal compositions of Comparative Example 2, Comparative Example 3, Example 9 and Example 10 shown in the table below were prepared, their physical properties were measured, and low temperature storage stability was confirmed. The composition of the liquid crystal composition and the results of its physical properties are shown in Table 1.

Example 9 and Example 10 are examples in which 3Ph-Ph2-O2 was replaced with Cp-Ph2-O2 or Cp-Ph1-Ph2-O2 in Comparative Example 2 and Comparative Example 3, respectively. In Example 9 and Example 10, it became clear that Δε shows a negatively large value compared to Comparative Example 2 and Comparative Example 3. Embodiment although Example 9 The value of T _NI and Δn decreases slightly, because by using a compound represented by formula (i) it is possible to adjust such increased usage of non-polar compounds, T _NI And Δn can be further improved.

Claims (9)

Formula (i)

(Wherein R ⁱ¹ represents an alkyl group having 1 to 15 carbon atoms or an alkenyl group having 2 to 15 carbon atoms, and one —CH ₂ — present in these groups or _two not adjacent to each other. The above —CH ₂ — may be replaced by —C≡C—, —O—, —S—, —COO—, —OCO— or —CO—, and the hydrogen atom present in these groups is fluorine. May be substituted with atoms,
A ⁱ¹ and A ⁱ² are each independently (a) a 1,4-cyclohexylene group (one —CH ₂ — present in this group or two or more —CH ₂ — not adjacent to each other is — (It may be replaced by O- or -S-.)
(B) 1,4-phenylene group (one —CH═ present in this group or two or more non-adjacent —CH═ may be replaced by —N═ and present in this group) One hydrogen atom may be substituted with a fluorine atom.)
(C) a naphthalene-2,6-diyl group (one —CH═ present in this group or two or more non-adjacent —CH═ may be replaced by —N═, One hydrogen atom present in may be substituted with a fluorine atom.)
Represents a group selected from the group consisting of
Z ⁱ¹ , Z ⁱ² and Z ⁱ³ are each independently —CH ₂ O—, —OCH ₂ —, —CF ₂ O—, —OCF ₂ —, —COO—, —OCO—, —CH ₂ CH ₂ —. , —CF ₂ CF ₂ —, —CH═CH—, —CF═CF—, —C≡C— or a single bond,
Y ⁱ¹ and Y ⁱ² each independently represent a fluorine atom or a chlorine atom, but at least one of Y ⁱ¹ and Y ⁱ² represents a fluorine atom,
X ⁱ¹ and X ⁱ² each independently represent a hydrogen atom, a fluorine atom or an alkyl group having 1 to 15 carbon atoms, and —CH ₂ — present in the alkyl group may be replaced by —O—. The hydrogen atom present in the alkyl group may be substituted with a fluorine atom,
n ⁱ¹ and n ⁱ² each independently represents 0, 1 or 2, and n ⁱ¹ + n ⁱ² represents 0, 1 or 2, but when n ⁱ¹ is 2 and there are a plurality of A ⁱ¹ and Z ⁱ² They may be the same or different from each other, and when n ⁱ² is 2 and there are a plurality of A ⁱ² and Z ⁱ³ , they are each independently the same. Or different. )
A compound represented by The compound according to claim 1, wherein in formula (i), X ⁱ¹ and X ⁱ² both represent a hydrogen atom. In general formula (i), A ⁱ¹ and A ⁱ² are each independently

The compound according to claim 1 or 2, which represents a group selected from: In the general formula ^{(i), Z i1, Z} i2 and ^{Z i3} is independently _{-CH 2 O -, - OCH 2} -, - CH 2 CH 2 -, or any of claims 1 to 3 represents a single bond A compound according to claim 1. The compound according to any one of claims 1 to 4, wherein in formula (i), Y ⁱ¹ and Y ^{i2 each} represent a fluorine atom. The compound according to any one of claims 1 to 5, wherein in formula (i), n ⁱ¹ + n ⁱ² represents 1 or 2. The compound according to any one of claims 1 to 5, wherein in the general formula (i), n ⁱ¹ and n ⁱ² both represent 0. A composition comprising one or more compounds according to any one of claims 1 to 7. A liquid crystal display device using the composition according to claim 8.