CN108603119B - Composition and liquid crystal display element using the same - Google Patents
Composition and liquid crystal display element using the same Download PDFInfo
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- CN108603119B CN108603119B CN201780009658.0A CN201780009658A CN108603119B CN 108603119 B CN108603119 B CN 108603119B CN 201780009658 A CN201780009658 A CN 201780009658A CN 108603119 B CN108603119 B CN 108603119B
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- C—CHEMISTRY; METALLURGY
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- C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
- C09K19/10—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
- C09K19/12—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings at least two benzene rings directly linked, e.g. biphenyls
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- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
- C09K19/10—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings
- C09K19/20—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing at least two benzene rings linked by a chain containing carbon and oxygen atoms as chain links, e.g. esters or ethers
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- C09K19/06—Non-steroidal liquid crystal compounds
- C09K19/08—Non-steroidal liquid crystal compounds containing at least two non-condensed rings
- C09K19/30—Non-steroidal liquid crystal compounds containing at least two non-condensed rings containing saturated or unsaturated non-aromatic rings, e.g. cyclohexane rings
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- C09K19/00—Liquid crystal materials
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- C09K19/34—Non-steroidal liquid crystal compounds containing at least one heterocyclic ring
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- C09K19/00—Liquid crystal materials
- C09K19/04—Liquid crystal materials characterised by the chemical structure of the liquid crystal components, e.g. by a specific unit
- C09K19/42—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40
- C09K19/44—Mixtures of liquid crystal compounds covered by two or more of the preceding groups C09K19/06 - C09K19/40 containing compounds with benzene rings directly linked
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- G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
- G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
- G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour
- G02F1/13—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour based on liquid crystals, e.g. single liquid crystal display cells
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Abstract
The present application aims to provide a composition having a positive Δε, a liquid crystal phase having a wide temperature range, a low viscosity, a good solubility at low temperatures, a high resistivity and a high voltage holding ratio, and being stable to heat and light, and a liquid crystal display device of an IPS type or a TN type, which is excellent in display quality and less likely to cause display defects such as burn-in and dropping marks, at a good yield, by using the composition. The present application provides a composition containing 1 or more compounds represented by general formula (i) and 1 or more compounds represented by general formula (ii), and containing one or both of compounds represented by formula (L-1-1.3) and compounds represented by formula (L-1-2.2), and also provides a liquid crystal display element using the composition and an IPS element or FFS element using the composition.
Description
Technical Field
The present invention relates to a composition for exhibiting positive dielectric anisotropy (Δε) useful as a liquid crystal display material, and a liquid crystal display element using the composition.
Background
Liquid crystal display devices have been used for watches and electronic calculators, and have been used for various measuring instruments, automotive panels, word processors, electronic notepads, printers, computers, televisions, watches, advertisement display panels, and the like. As typical liquid crystal display modes, there are a TN (twisted nematic) mode, an STN (super twisted nematic) mode, a vertical alignment mode using TFTs (thin film transistors), an IPS (in-plane switching) mode, and the like. The liquid crystal composition used in these liquid crystal display elements is required to be stable against external stimuli such as moisture, air, heat, light, etc., and to exhibit a liquid crystal phase in a temperature range as wide as possible around room temperature, to have low viscosity and to have a low driving voltage. Further, in order to set the dielectric anisotropy (Δ∈) and/or refractive index anisotropy (Δn) and the like to the optimum values for the respective display elements, the liquid crystal composition is composed of several to several tens of compounds.
In a Vertical Alignment (VA) type display, a liquid crystal composition having negative Δ∈ is used, and in a horizontal alignment type display such as a TN type, STN type, or IPS (in-plane switching) type display, a liquid crystal composition having positive Δ∈ is used. In addition, a driving system for performing display by applying a lateral electric field while vertically aligning a liquid crystal composition having positive Δ∈ in the absence of an applied voltage has been reported, and the necessity of a liquid crystal composition having positive Δ∈ has been further increased. On the other hand, in all driving methods, low-voltage driving, high-speed response, and a wide operating temperature range are required. That is, Δε is required to be positive, have a large absolute value, have a small viscosity (η), and have a high nematic-isotropic liquid phase transition temperature (Tni). In addition, it is necessary to adjust Δn of the liquid crystal composition to an appropriate range in combination with the cell gap according to the setting of Δn×d, which is the product of Δn and the cell gap (d). In addition, since high-speed response is important when the liquid crystal display element is applied to a television or the like, a liquid crystal composition having a small rotational viscosity (γ1) is required.
As a configuration of a liquid crystal composition aimed at high-speed response, for example, liquid crystal compositions are disclosed in which compounds represented by formulas (a-1), (a-2), and (a-3) as liquid crystal compounds having positive Δ∈ are used in combination with (B) as liquid crystal compounds having neutral Δ∈ (patent documents 1 to 4).
[ Chemical 1]
On the other hand, as the use of liquid crystal display devices has been expanded, the methods of use and manufacturing thereof have also been widely varied. In order to cope with these changes, it is required to optimize characteristics other than the basic physical property values known heretofore. That is, as liquid crystal display elements using a liquid crystal composition are widely used in VA type, IPS type, and the like, and as for the size thereof, display elements of an ultra-large size of 50 type or more are also put into practical use. With the increase in the size of the substrate, the injection method of the liquid crystal composition into the substrate has been changed from the conventional vacuum injection method to the instillation (ODF) method, and has become the main stream of the injection method, but the problem of display quality degradation due to Drop marks when the liquid crystal composition is dripped onto the substrate has emerged. Further, in the liquid crystal display element manufacturing process by the ODF method, an optimal liquid crystal injection amount needs to be added dropwise according to the size of the liquid crystal display element. If the variation between the injection amount and the optimum value is large, the refractive index and the driving electric field balance of the liquid crystal display element designed in advance are broken, and display defects such as generation of specks and poor contrast are generated. In particular, in the small-sized liquid crystal display device commonly used in the smart phone which has been popular recently, since the optimum liquid crystal injection amount is small, it is difficult to control the deviation from the optimum value within a certain range. Therefore, in order to maintain a high yield of the liquid crystal display element, it is necessary to have a small influence on, for example, a sudden pressure change and impact in the dropping device, which occur when dropping the liquid crystal, and to stably and continuously drop the liquid crystal for a long period of time.
As described above, in a liquid crystal composition used for an active matrix driving liquid crystal display element driven by a TFT element or the like, development as follows is demanded: in addition to the characteristics such as high resistivity and high voltage holding ratio, which have been conventionally considered, and the characteristics such as stability to external stimuli such as light and heat, a method for manufacturing a liquid crystal display element is considered while maintaining high-speed response performance and the like as characteristics and performances required for the liquid crystal display element.
Prior art literature
Patent literature
Patent document 1: japanese patent laid-open No. 2008-037918
Patent document 2: japanese patent laid-open No. 2008-038018
Patent document 3: japanese patent laid-open No. 2010-275390
Patent document 4: japanese patent laid-open No. 2011-052120
Disclosure of Invention
Technical problem to be solved by the invention
The present invention aims to provide a composition which is a composition having a positive Δε, has a liquid crystal phase in a wide temperature range, has a low viscosity, has good solubility at low temperatures, has a high resistivity and a high voltage holding ratio, is stable to heat and light, and provides a FFS type, IPS type, TN type liquid crystal display element which is excellent in display quality and is less likely to cause display defects such as burn-in and dropping marks at a good yield by using the composition.
Means for solving the technical problems
The present inventors studied various liquid crystal compounds and various chemical substances, and found that the aforementioned technical problems can be solved by combining specific liquid crystal compounds, and completed the present invention.
Provided is a composition containing 1 or 2 or more compounds represented by the general formula (i) and 1 or 2 or more compounds represented by the general formula (ii), and containing one or both of the compounds represented by the formula (L-1-1.3) and the compounds represented by the formula (L-1-2.2); also provided are a liquid crystal display element using the composition, and a TN (twisted nematic), ECB (electrically controlled birefringence), IPS (in-plane switching) or FFS (fringe field switching) liquid crystal display element using the composition.
[ Chemical 2]
(Wherein R i1 and R ii1 each independently represent an alkyl group having 1 to 8 carbon atoms, and 1 or 2 or more non-adjacent-CH 2 -groups in the alkyl group may be independently substituted with-CH=CH-, -C≡C-, -O-, -CO-, -COO-or-OCO-,
X i1~Xi4 and X ii1~Xii6 each independently represent a hydrogen atom or a fluorine atom,
X ii7 represents a fluorine atom, -CF 3 or-OCF 3,
W ii1 represents-CH 2 -or-O-. )
[ Chemical 3]
ADVANTAGEOUS EFFECTS OF INVENTION
The composition having positive dielectric anisotropy of the present invention can provide a significantly low viscosity, has good solubility at low temperatures, and has little change in resistivity, voltage holding ratio due to heat and light, and therefore has high practicality of products, and can realize high-speed response by using liquid crystal display elements of IPS type, FFS type, and the like. Further, since the liquid crystal display element can stably exhibit performance in the process of manufacturing the liquid crystal display element, display defects caused by the process are suppressed, and the liquid crystal display element can be manufactured with high yield, and is therefore very useful.
Detailed Description
The composition of the invention preferably exhibits a liquid crystal phase at room temperature (25 ℃), more preferably exhibits a nematic phase. The composition of the present invention contains a compound having a substantially neutral dielectric property (having a value of-2 to 2 for Deltaepsilon) and a positive compound (having a value of Deltaepsilon of more than 2). The dielectric anisotropy of the compound is a value obtained by extrapolation from a measured value of dielectric anisotropy of a composition prepared by adding the compound to a composition having a dielectric property of substantially neutral at 25 ℃. The content is described in% below, but means mass%.
The compound represented by the general formula (i) may be used in an amount of 1 or 2 or more.
In the general formula (i), R i1 is preferably an alkyl group having 1 to 8 carbon atoms, an alkoxy 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, an alkyl group having 1 to 5 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, more preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, still more preferably an alkyl group having 2 to 5 carbon atoms, and when reliability is important, R i1 is preferably an alkyl group.
In order to stabilize the nematic phase, the total of carbon atoms and oxygen atoms when present is preferably 5 or less, and is preferably linear.
X i1~Xi4 each independently represents a hydrogen atom or a fluorine atom, and among them, the number of fluorine atoms is preferably 2 or less, and preferably only 1 is a fluorine atom. X i1 and X i2 are preferably hydrogen atoms. Preferably, X i3 is a hydrogen atom and X i4 is a fluorine atom. Preferably, X i3 is a fluorine atom and X i4 is a hydrogen atom.
The preferable lower limit value of the total content of the compounds represented by the formula (i) is 1%, 2%, 4%, 5%, 8% and 10% relative to the total amount of the composition of the present invention. The upper limit of the preferable content is 35%, 33%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%.
When a plurality of compounds represented by the formula (i) are used, the content is preferably set to be higher when improvement of Δε is important, and preferably set to be lower when balance between the upper limit temperature of nematic phase and Δε is important.
As the compound represented by the general formula (i), compounds represented by the general formulae (i-1) to (i-5) are preferable.
[ Chemical 4]
(Wherein R i1 represents the same meaning as R i1 in the general formula (i))
As the compounds represented by the general formulae (i-1) to (i-5), preferred are compounds represented by the general formulae (i-2) to (i-3), and preferred are compounds represented by the general formula (i-2).
The preferable lower limit value of the total content of the compounds represented by the formula (i-2) is 1%, 2%, 4%, 5%, 8% and 10% relative to the total amount of the composition of the present invention. The preferable upper limit of the content is 18%, 15%, 13%, 10%, 8%, 5%.
The preferable lower limit value of the total content of the compounds represented by the formula (i-3) is 1%, 2%, 4%, 5%, 8% and 10% relative to the total amount of the composition of the present invention. The preferable upper limit of the content is 18%, 15%, 13%, 10%, 8%, 5%.
When the compounds represented by the formulae (i-2) and (i-3) are used, the content is preferably set to be higher when the improvement of Δε is important, and is preferably set to be lower when the balance between the upper limit temperature of the nematic phase and Δε is important.
Particularly preferred compounds are compounds represented by the following formulas (i-1-1) to (i-4-3).
[ Chemical 5]
[ Chemical 6]
Among the compounds represented by the following formulas (i-1-1) to (i-4-3), preferred are compounds represented by the formulas (i-2-1), (i-2-2), (i-3-1) and (i-3-2), preferred are compounds represented by the formulas (i-2-2) and (i-3-2), and preferred are compounds represented by the formula (i-2-2).
The preferable lower limit value of the content of the compound represented by the formula (i-2-2) is 1%, 2%, 4%, 5%, 8% and 10% relative to the total amount of the composition of the present invention. The preferable upper limit of the content is 18%, 15%, 13%, 10%, 8%, 5%.
The preferable lower limit value of the content of the compound represented by the formula (i-3-2) is 1%, 2%, 4%, 5%, 8% and 10% relative to the total amount of the composition of the present invention. The preferable upper limit of the content is 18%, 15%, 13%, 10%, 8%, 5%.
The compound represented by the general formula (ii) may be used alone or in combination of 1 or more than 2.
In the general formula (ii), R ii1 is preferably an alkyl group having 1 to 8 carbon atoms, an alkoxy 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, an alkyl group having 1 to 5 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, more preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, still more preferably an alkyl group having 2 to 5 carbon atoms, and when reliability is important, R ii1 is preferably an alkyl group.
In order to stabilize the nematic phase, the total of carbon atoms and oxygen atoms when present is preferably 5 or less, and is preferably linear.
X ii1~Xii6 each independently represents a hydrogen atom or a fluorine atom, and among them, the number of fluorine atoms is preferably 3 to 5, preferably 4 or 5.
X ii7 is preferably a fluorine atom or-OCF 3, preferably a fluorine atom.
When importance is placed on the effect of improving the compatibility with other liquid crystal compounds and the dielectric anisotropy, W ii1 is preferably-O-.
The preferable lower limit value of the total content of the compounds represented by the general formula (ii) is 1%, 2%, 4%, 5%, 8%, 10%, 13%, 15% and 18% relative to the total amount of the composition of the present invention. The upper limit of the preferable content is 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.
When a plurality of compounds represented by the general formula (ii) are used in combination and improvement of Δε is important, the content is preferably set to be higher, and when the compound represented by the general formula (ii) is used alone and improvement of responsiveness at low temperature is important, the content is preferably set to be lower.
As the compound represented by the general formula (ii), compounds represented by the general formulae (ii-1) to (ii-4) are preferable.
[ Chemical 7]
(Wherein R ii1 represents the same meaning as R ii1 in the general formula (ii))
As the compounds represented by the general formulae (ii-1) to (ii-4), preferred are compounds represented by the general formulae (ii-1) to (ii-2), and preferred are compounds represented by the general formula (ii-1).
The preferable lower limit value of the total content of the compounds represented by the formula (ii-1) is 1%, 2%, 4%, 5%, 8%, 10%, 13%, 15% and 18% relative to the total amount of the composition of the present invention. The upper limit of the preferable content is 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.
The preferable lower limit value of the total content of the compounds represented by the formula (ii-2) is 1%, 2%, 4%, 5%, 8% and 10% relative to the total amount of the composition of the present invention. The preferable upper limit of the content is 18%, 15%, 13%, 10%, 8%, 5%.
When the compounds represented by the general formulae (ii-1) and (ii-2) are used in combination, the content is preferably set to be higher in order to improve Δε, and when the compounds represented by the general formulae (ii-1) and (ii-2) are used alone, the responsiveness is preferably set to be lower in order to improve low temperature.
Particularly preferred compounds are those represented by the following formulas (ii-1-1) to (ii-4-3).
[ Chemical 8]
[ Chemical 9]
Among the compounds represented by the following formulas (ii-1-1) to (ii-4-3), the compounds represented by the formulas (ii-1-1), (ii-1-2), (ii-2-1) and (ii-2-2) are preferable, and the compounds represented by the formulas (ii-1-1) and (ii-1-2) are preferable.
The preferable lower limit value of the content of the compound represented by the formula (ii-1-1) is 1%, 2%, 4%, 5%, 8% and 10% relative to the total amount of the composition of the present invention. The preferable upper limit of the content is 18%, 15%, 13%, 10%, 8%, 5%.
The preferable lower limit value of the content of the compound represented by the formula (ii-1-2) is 1%, 2%, 4%, 5%, 8% and 10% relative to the total amount of the composition of the present invention. The preferable upper limit of the content is 18%, 15%, 13%, 10%, 8%, 5%.
When the compound represented by the formula (ii-1-1) and the compound represented by the formula (ii-1-2) are used in combination, the preferable total content of the compound represented by the formula (ii-1-1) and the compound represented by the formula (ii-1-2) is 5%, 8%, 10%, 13%, 15% and 18% relative to the total amount of the composition of the present invention. The preferable upper limit of the content is 30%, 25%, 23%, 20%, 18%, 15%.
The preferable lower limit value of the total content of the compound represented by the general formula (i) and the compound represented by the general formula (ii) is 8%, 10%, 13%, 15%, 18%, 20%, 23%, 26%, 28%, 30% with respect to the total amount of the composition of the present invention. The upper limit of the total content is preferably 50%, 45%, 43%, 40%, 38%, 36%, 33%, 30%, 28%, 25%.
When the compounds represented by the general formulae (i) and (ii) are used in combination and improvement of Δε is important, the content is preferably set to be higher, and when the compounds represented by the general formulae (i) and (ii) are used alone and improvement of responsiveness at low temperature is important, the content is preferably set to be lower.
The preferable lower limit value of the total content of the compounds represented by the formulas (i-2-1), (i-2-2), (i-3-1), (i-3-2), (ii-1-1) and (ii-1-2) and the compound represented by the general formula (ii) present in the composition is 8%, 10%, 13%, 15%, 18%, 20%, 23%, 26%, 28% and 30% with respect to the total amount of the composition of the present invention. The upper limit of the total content is preferably 50%, 45%, 43%, 40%, 38%, 36%, 33%, 30%, 28%, 25%.
The compound represented by the formula (L-1-1.3) and the compound represented by the formula (L-1-1.3) may be used alone or in combination.
The preferable lower limit value of the content of the compound represented by the formula (L-1-1.3) is 3%, 5% and 7% relative to the total amount of the composition of the present invention. The upper limit of the total content is preferably 20%, 15%, 13%, 12%, 10%, 9%, 8%, 7% and 6%.
The preferable lower limit value of the content of the compound represented by the formula (L-1-2.2) is 8%, 10%, 15%, 20%, 25%, 28%, 30%, 33%, 35%, 38%, 40%, 43% relative to the total amount of the composition of the present invention. The upper limit of the total content is preferably 60%, 58%, 55%, 53%, 50%, 48%, 46%, 42%, 40%, 38%, 36%, 32%, 30%.
When the compounds represented by the formulae (L-1-1.3) and (L-1-2.2) are used simultaneously, the lower limit of the total content of the two compounds is preferably 15%, 18%, 20%, 23%, 26%, 28% and 30% relative to the total amount of the composition of the present invention. The upper limit of the total content is preferably 60%, 55%, 53%, 50%, 47%, 45%, 43%, 40%, 38%, 36%, 33%, 30%.
When improvement of response speed is important, the content is preferably set to be higher, and when improvement of Δε is important, it is preferably set to be lower.
The preferable lower limit value of the total content of the compounds represented by the general formulae (i), (ii), formula (L-1-1.3) and formula (L-1-2.2) contained relative to the total amount of the composition of the present invention is 25%, 30%, 35%, 38%, 40%, 43% and 45%. The preferable upper limit value of the total content is 80%, 75%, 73%, 70%, 67%, 65%, 63%, 50%.
The composition of the present invention preferably contains 1 or 2 or more compounds represented by the general formula (J). These compounds correspond to compounds having positive dielectric properties (Δε is greater than 2.).
[ Chemical 10]
(Wherein R J1 represents an alkyl group having 1 to 8 carbon atoms, and 1 or 2 or more non-adjacent-CH 2 -groups in the alkyl group may be independently substituted with-CH=CH-, -C.ident.C-, -O-, -CO-, -COO-, or-OCO-,
N J1 represents 0, 1,2,3 or 4,
A J1、AJ2 and a J3 each independently represent a group selected from the group consisting of (a), (b), and (c):
(a) 1, 4-Cyclohexylene (1-CH 2 -or more than 2 non-adjacent-CH 2 -may be substituted with-O-)
(B) 1, 4-phenylene (1-ch=or more than 2-ch=which are not adjacent to each other in the group may be substituted with-n=) and
(C) Naphthalene-2, 6-diyl, 1,2,3, 4-tetrahydronaphthalene-2, 6-diyl or decahydronaphthalene-2, 6-diyl (1-ch=or not adjacent more than 2-ch=groups present in naphthalene-2, 6-diyl or 1,2,3, 4-tetrahydronaphthalene-2, 6-diyl may be substituted with-n=.)
The above-mentioned group (a), group (b) and group (c) may each be independently substituted with cyano group, fluorine atom, chlorine atom, methyl group, trifluoromethyl group or trifluoromethoxy group,
Z J1 and Z J2 each independently represent a single bond 、-CH2CH2-、-(CH2)4-、-OCH2-、-CH2O-、-OCF2-、-CF2O-、-COO-、-OCO- or-C.ident.C-,
N J1 is 2, 3 or 4 and A J2 are present in plural, they may be the same or different, n J1 is 2, 3 or 4 and Z J1 are present in plural, they may be the same or different,
X J1 represents a hydrogen atom, a fluorine atom, a chlorine atom, a cyano group, a trifluoromethyl group, a fluoromethoxy group, a difluoromethoxy group, a trifluoromethoxy group or a2, 2-trifluoroethyl group, except for the compounds represented by the general formulae (i) and (ii). )
In the general formula (J), R J1 is preferably an alkyl group having 1 to 8 carbon atoms, an alkoxy 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, an alkyl group having 1 to 5 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, more preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, still more preferably an alkyl group having 2 to 5 carbon atoms or an alkenyl group having 2 to 3 carbon atoms, particularly preferably an alkenyl group (propenyl group) having 3 carbon atoms.
R J1 is preferably an alkyl group in the case of importance of reliability, and an alkenyl group in the case of importance of reduction of tackiness.
When the ring structure to which it is attached is phenyl (aromatic), it is preferably straight-chain alkyl having 1 to 5 carbon atoms, straight-chain alkoxy having 1 to 4 carbon atoms or alkenyl having 4 to 5 carbon atoms, and when the ring structure to which it is attached is cyclohexane, pyran or diIn the case of a saturated ring structure such as an alkane, 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 are preferable. In order to stabilize the nematic phase, the total of carbon atoms and oxygen atoms when present is preferably 5 or less, and is preferably linear.
The alkenyl group is preferably a group represented by any one selected from the formulae (R1) to (R5). (the black dots in the formulae represent carbon atoms in the ring structure to which the alkenyl group is attached.)
[ Chemical 11]
When it is required to make Δn large, each of A J1、AJ2 and A J3 is independently preferably aromatic, preferably aliphatic, for improving the response speed, preferably represents trans-1, 4-cyclohexylene, 1, 4-phenylene, 1, 4-cyclohexenylene, 1, 4-bicyclo [2.2.2] octylene, piperidine-1, 4-diyl, naphthalene-2, 6-diyl, decalin-2, 6-diyl or 1,2,3, 4-tetrahydronaphthalene-2, 6-diyl, which may be substituted with fluorine atoms, more preferably represents the structure,
[ Chemical 12]
More preferably, the following structure is shown.
[ Chemical 13]
Z J1 and Z J2 each independently preferably represent-CH 2O-、-OCH2-、-CF2O-、-CH2CH2-、-CF2CF2 -or a single bond, further preferred is-OCH 2-、-CF2O-、-CH2CH2 -or a single bond, and particularly preferred is-OCH 2-、-CF2 O-or a single bond.
X J1 is preferably a fluorine atom or a trifluoromethoxy group, and preferably a fluorine atom.
N J1 is preferably 0,1, 2 or 3, preferably 0,1 or 2, and when emphasis is placed on the improvement of Δε,0 or 1 is preferred, and Tni is emphasized, 1 or 2 is preferred.
The types of the combinable compounds are not particularly limited, and are used in combination according to desired properties such as solubility at low temperature, transition temperature, electrical reliability, birefringence, and the like. The types of the compounds used are, for example, 1,2, and 3 as one embodiment of the present invention. In another embodiment of the present invention, the number of the components is 4, 5, 6, or 7 or more.
In the composition of the present invention, the content of the compound represented by the general formula (J) is required to be appropriately adjusted in accordance with the required properties such as solubility at low temperature, transition temperature, electrical reliability, birefringence, process suitability, dropping marks, burn-in, dielectric anisotropy, etc.
The preferable lower limit value of the content of the compound represented by the general formula (J) is 1%, 10%, 20%, 30%, 40%, 50%, 55%, 60%, 65%, 70%, 75%, 80% with respect to the total amount of the composition of the present invention. The upper limit of the preferable content with respect to the total amount of the composition of the present invention is, for example, 95%, 85%, 75%, 65%, 55%, 45%, 35%, 25% in one embodiment of the present invention.
When the viscosity of the composition of the present invention is kept low and a composition having a high response speed is required, the lower limit value is preferably set to be smaller and the upper limit value is preferably set to be smaller. Further, when a composition having high Tni and good temperature stability is required, the above lower limit value is preferably set to be smaller and the upper limit value is preferably set to be smaller. In order to keep the drive voltage low and to increase the dielectric anisotropy, it is preferable to make the lower limit value higher and the upper limit value higher.
R J1 is preferably an alkyl group in the case of importance of reliability, and an alkenyl group in the case of importance of reduction of tackiness.
The compound represented by the general formula (J) is preferably a compound represented by the general formula (M) or a compound represented by the general formula (K).
The composition of the present invention preferably contains 1 or 2 or more compounds represented by the general formula (M). These compounds correspond to compounds having positive dielectric properties (Δε is greater than 2.).
[ Chemical 14]
(Wherein R M1 represents an alkyl group having 1 to 8 carbon atoms, and 1 or 2 or more non-adjacent-CH 2 -groups in the alkyl group may be independently substituted with-CH=CH-, -C.ident.C-, -O-, -CO-, -COO-, or-OCO-,
N M1 represents 0, 1,2,3 or 4,
A M1 and A M2 each independently represent a group selected from the group consisting of (a) and (b),
(A) 1, 4-Cyclohexylene (1-CH 2 -or present in this group) non-contiguous more than 2-CH 2 -may be substituted by-O-or-S-)
(B) 1, 4-phenylene (1-ch=or non-contiguous 2 or more-ch=present in the group may be substituted with-n=)
The hydrogen atoms on the above-mentioned group (a) and group (b) may each be independently substituted with a cyano group, a fluorine atom or a chlorine atom,
Z M1 and Z M2 each independently represent a single bond 、-CH2CH2-、-(CH2)4-、-OCH2-、-CH2O-、-OCF2-、-CF2O-、-COO-、-OCO- or-C.ident.C-,
N M1 is 2, 3 or 4 and A M2 are present in plural, they may be the same or different, n M1 is 2, 3 or 4 and Z M1 are present in plural, they may be the same or different,
X M1 and X M3 each independently represent a hydrogen atom, a chlorine atom or a fluorine atom,
X M2 represents a hydrogen atom, a fluorine atom, a chlorine atom, a cyano group, a trifluoromethyl group, a fluoromethoxy group, a difluoromethoxy group, a trifluoromethoxy group or a2, 2-trifluoroethyl group, except for the compounds represented by the general formulae (i) and (ii). )
In the general formula (M), R M1 is preferably an alkyl group having 1 to 8 carbon atoms, an alkoxy 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, an alkyl group having 1 to 5 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, more preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, still more preferably an alkyl group having 2 to 5 carbon atoms or an alkenyl group having 2 to 3 carbon atoms, particularly preferably an alkenyl group (propenyl group) having 3 carbon atoms.
R M1 is preferably an alkyl group in the case of importance of reliability, and an alkenyl group in the case of importance of reduction of tackiness.
In addition, when the ring structure to which it is attached is phenyl (aromatic), it is preferable that the ring structure to which it is attached is cyclohexane, pyran or di-In the case of a saturated ring structure such as an alkane, 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 are preferable. In order to stabilize the nematic phase, the total of carbon atoms and oxygen atoms when present is preferably 5 or less, and is preferably linear.
The alkenyl group is preferably a group represented by any one selected from the formulae (R1) to (R5). (the black dots in the formulae represent carbon atoms in the ring structure to which the alkenyl group is attached.)
[ 15]
When it is desired to increase Δn, each of A M1 and A M2 is independently preferably aromatic, preferably aliphatic, preferably represents trans-1, 4-cyclohexylene, 1, 4-phenylene, 2-fluoro-1, 4-phenylene, 3, 5-difluoro-1, 4-phenylene, 2, 3-difluoro-1, 4-phenylene, 1, 4-cyclohexenylene, 1, 4-bicyclo [2.2.2] octylene, piperidine-1, 4-diyl, naphthalene-2, 6-diyl, decahydronaphthalene-2, 6-diyl or 1,2,3, 4-tetrahydronaphthalene-2, 6-diyl, more preferably represents the structure,
[ 16]
More preferably, the following structure is shown.
[ Chemical 17]
Z M1 and Z M2 each independently preferably represent-CH 2O-、-CF2O-、-CH2CH2-、-CF2CF2 -or a single bond, further preferred is-CF 2O-、-CH2CH2 -or a single bond, particularly preferred is-CF 2 O-or a single bond.
N M1 is preferably 0, 1,2 or 3, preferably 0, 1 or 2, and when emphasis is placed on the improvement of Δε,0 or 1 is preferred, and Tni is emphasized, 1 or 2 is preferred.
The types of the combinable compounds are not particularly limited, and are used in combination according to desired properties such as solubility at low temperature, transition temperature, electrical reliability, birefringence, and the like. The types of the compounds used are, for example, 1,2, and 3 as one embodiment of the present invention. In another embodiment of the present invention, the number of the components is 4, 5, 6, or 7 or more.
In the composition of the present invention, the content of the compound represented by the general formula (M) needs to be appropriately adjusted in accordance with the properties required for solubility at low temperature, transition temperature, electrical reliability, birefringence, process suitability, dropping marks, burn-in, dielectric anisotropy, and the like.
The preferable lower limit value of the content of the compound represented by the formula (M) is 1%, 10%, 20%, 30%, 40%, 50%, 55%, 60%, 65%, 70%, 75%, 80% with respect to the total amount of the composition of the present invention. The upper limit of the preferable content with respect to the total amount of the composition of the present invention is, for example, 95%, 85%, 75%, 65%, 55%, 45%, 35%, 25% in one embodiment of the present invention.
When the viscosity of the composition of the present invention is kept low and a composition having a high response speed is required, the lower limit value is preferably set to be smaller and the upper limit value is preferably set to be smaller. Further, when a composition having high Tni and good temperature stability is required, the above lower limit value is preferably set to be smaller and the upper limit value is preferably set to be smaller. In order to keep the drive voltage low and to increase the dielectric anisotropy, it is preferable to make the lower limit value higher and the upper limit value higher.
The compound represented by the general formula (M) is preferably a compound selected from the group of compounds represented by the general formula (M-1), for example.
[ Chemical 18]
(Wherein R M11 represents 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, X M11 to X M15 each independently represent a hydrogen atom or a fluorine atom, Y M11 represents a fluorine atom or OCF 3.)
The types of the combinable compounds are not particularly limited, and are used in combination according to desired properties such as solubility at low temperature, transition temperature, electrical reliability, birefringence, and the like. The types of the compounds used are, for example, 1,2, or 3 or more in one embodiment of the present invention.
The preferable lower limit value of the content of the compound represented by the formula (M-1) is 1%, 2%, 5%, 8%, 10%, 13%, 15%, 18%, 20%, 22%, 25% and 30% relative to the total amount of the composition of the present invention. The upper limit of the preferable content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.
When the viscosity of the composition of the present invention is kept low and a composition having a high response speed is required, the lower limit value is preferably set to be smaller and the upper limit value is preferably set to be smaller. Further, when a composition having high Tni and good temperature stability is required, the above lower limit value is preferably set to be smaller and the upper limit value is preferably set to be smaller. In order to keep the drive voltage low and to increase the dielectric anisotropy, it is preferable to make the lower limit value higher and the upper limit value higher.
The compound represented by the general formula (M-1) is more specifically preferably a compound represented by the formulae (M-1.1) to (M-1.4), more preferably a compound represented by the formulae (M-1.1) or (M-1.2), and still more preferably a compound represented by the formulae (M-1.2). In addition, it is also preferable to use the compound represented by the formula (M-1.1) or the formula (M-1.2) together.
[ Chemical 19]
The preferable lower limit value of the content of the compound represented by the formula (M-1.1) is 1%, 2%, 5% and 6% relative to the total amount of the composition of the present invention. The preferable upper limit of the content is 15%, 13%, 10%, 8%, 5%.
The preferable lower limit value of the content of the compound represented by the formula (M-1.2) is 1%, 2%, 5% and 6% relative to the total amount of the composition of the present invention. The preferable upper limit of the content is 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%.
The lower limit of the total preferable content of the compounds represented by the formulas (M-1.1) and (M-1.2) is 1%, 2%, 5% and 6% relative to the total amount of the composition of the present invention. The preferable upper limit of the content is 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%.
Further, the compound represented by the general formula (M) is preferably a compound selected from the group of compounds represented by the general formula (M-2), for example.
[ Chemical 20]
(Wherein R M21 represents 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, X M21 and X M22 each independently represent a hydrogen atom or a fluorine atom, and Y M21 represents a fluorine atom, a chlorine atom or OCF 3.)
The preferable lower limit value of the content of the compound represented by the formula (M-1) is 1%, 2%, 5%, 8%, 10%, 13%, 15%, 18%, 20%, 22%, 25% and 30% relative to the total amount of the composition of the present invention. The upper limit of the preferable content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.
When the viscosity of the composition of the present invention is kept low and a composition having a high response speed is required, the lower limit value is preferably set to be smaller and the upper limit value is preferably set to be smaller. Further, when the Tni of the composition of the present invention is kept high and a composition that is less likely to cause scorching is required, the lower limit value is preferably set to be smaller and the upper limit value is preferably set to be smaller. In order to keep the drive voltage low and to increase the dielectric anisotropy, it is preferable to make the lower limit value higher and the upper limit value higher.
Further, the compound represented by the general formula (M-2) is preferably a compound represented by the formulae (M-2.1) to (M-2.5), and preferably a compound represented by the formulae (M-2.3) or/and (M-2.5).
[ Chemical 21]
The preferable lower limit value of the content of the compound represented by the formula (M-2.2) is 1%, 2%, 5% and 6% relative to the total amount of the composition of the present invention. The preferable upper limit of the content is 15%, 13%, 10%, 8%, 5%.
The preferable lower limit value of the content of the compound represented by the formula (M-2.3) is 1%, 2%, 5% and 6% relative to the total amount of the composition of the present invention. The preferable upper limit of the content is 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%.
The preferable lower limit value of the content of the compound represented by the formula (M-2.5) is 1%, 2%, 5% and 6% relative to the total amount of the composition of the present invention. The preferable upper limit of the content is 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%.
The lower limit of the total preferable content of the compounds represented by the formulas (M-2.2), (M-2.3) and (M-2.5) is 1%, 2%, 5% and 6% relative to the total amount of the composition of the present invention. The preferable upper limit of the content is 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%.
The content is preferably 1% or more, more preferably 5% or more, further preferably 8% or more, further preferably 10% or more, further preferably 14% or more, particularly preferably 16% or more, relative to the total amount of the composition of the present invention. In view of solubility at low temperature, transition temperature, electrical reliability, and the like, the maximum ratio is preferably set to 30% or less, more preferably 25% or less, still more preferably 22% or less, and particularly preferably less than 20%.
Further, the compound represented by the general formula (M) is preferably a compound selected from the group represented by the general formula (M-4).
[ Chemical 22]
(Wherein R M41 represents 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, X M41 to X M48 each independently represent a fluorine atom or a hydrogen atom, and Y M41 represents a fluorine atom, a chlorine atom or OCF 3.)
The combinable compounds are not particularly limited, and in view of solubility at low temperature, transition temperature, electrical reliability, birefringence, etc., 1,2, or 3 or more are preferably combined.
The content of the compound represented by the general formula (M-4) has an upper limit value and a lower limit value in each embodiment in consideration of the characteristics such as solubility at low temperature, transition temperature, electrical reliability, and birefringence.
The preferable lower limit value of the content of the compound represented by the formula (M-4) is 1%, 2%, 4%, 5%, 8%, 10%, 13%, 15%, 18% and 20% relative to the total amount of the composition of the present invention. The upper limit of the preferable content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.
When the composition of the present invention is used for a liquid crystal display element having a small cell gap, it is suitable for the content of the compound represented by the general formula (M-4) to be relatively large. When used for a liquid crystal display element having a small driving voltage, it is preferable to increase the content of the compound represented by the general formula (M-4). In addition, when used in a liquid crystal display device used in a low-temperature environment, the compound represented by the general formula (M-4) is preferably contained in a small amount. The composition used for a liquid crystal display element having a high response speed is preferably used in such a manner that the content of the compound represented by the general formula (M-4) is small.
The compound represented by the general formula (M-4) used in the composition of the present invention is specifically preferably a compound represented by the formulae (M-4.1) to (M-4.4), and among these, a compound represented by the formulae (M-4.2) to (M-4.4) is preferably contained, and a compound represented by the formula (M-4.2) is more preferably contained.
[ Chemical 23]
Further, the compound represented by the general formula (M) is preferably a compound represented by the general formula (M-5).
[ Chemical 24]
(Wherein R M51 represents 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, X M51 and X M52 each independently represent a hydrogen atom or a fluorine atom, and Y M51 represents a fluorine atom, a chlorine atom or OCF 3.)
The kinds of the combinable compounds are not particularly limited, and are appropriately used in combination in each embodiment in consideration of solubility at low temperature, transition temperature, electrical reliability, birefringence, and the like. For example, 1 in one embodiment of the present invention, 2 in other embodiments, 3 in still other embodiments, 4 in still other embodiments, 5 in still other embodiments, and 6 or more in still other embodiments are combined.
The preferable lower limit value of the content of the compound represented by the formula (M-5) is 1%, 2%, 5%, 8%, 10%, 13%, 15%, 18%, 20%, 22%, 25% and 30% relative to the total amount of the composition of the present invention. The upper limit of the preferable content is 50%, 45%, 40%, 35%, 33%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.
When the viscosity of the composition of the present invention is kept low and a composition having a high response speed is required, the lower limit value is preferably set to be smaller and the upper limit value is preferably set to be smaller. Further, when the Tni of the composition of the present invention is kept high and a composition that is less likely to cause scorching is required, the lower limit value is preferably set to be smaller and the upper limit value is preferably set to be smaller. In order to keep the drive voltage low and to increase the dielectric anisotropy, it is preferable to make the lower limit value higher and the upper limit value higher.
Further, the compounds represented by the general formula (M-5) are preferably compounds represented by the formulas (M-5.1) to (M-5.4), and preferably compounds represented by the formulas (M-5.1) to (M-5.4).
[ Chemical 25]
The lower limit of the preferred content of these compounds is 1%, 2%, 5%, 8%, 10%, 13% and 15% relative to the total amount of the composition of the present invention. The upper limit of the preferable content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.
Further, the compounds represented by the general formula (M-5) are preferably compounds represented by the formulae (M-5.11) to (M-5.17), and preferably compounds represented by the formulae (M-5.11), (M-5.13) and (M-5.17).
[ Chemical 26]
The lower limit of the preferred content of these compounds is 1%, 2%, 5%, 8%, 10%, 13% and 15% relative to the total amount of the composition of the present invention. The upper limit of the preferable content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.
Further, the compounds represented by the general formula (M-5) are preferably compounds represented by the formulae (M-5.21) to (M-5.28), and preferably compounds represented by the formulae (M-5.21), (M-5.22), (M-5.23) and (M-5.25).
[ Chemical 27]
The lower limit of the preferred content of these compounds is 1%, 2%, 5%, 8%, 10%, 13%, 15%, 18%, 20%, 22%, 25%, 30% relative to the total amount of the composition of the present invention. The upper limit of the preferable content is 40%, 35%, 33%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.
Further, the compound represented by the general formula (M) is preferably a compound represented by the general formula (M-6).
[ Chemical 28]
(Wherein R M61 represents 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, X M61 to X M64 each independently represent a fluorine atom or a hydrogen atom, and Y M61 represents a fluorine atom, a chlorine atom or OCF 3.)
The kinds of the combinable compounds are not particularly limited, and are appropriately combined in each embodiment in consideration of solubility at low temperature, transition temperature, electrical reliability, birefringence, and the like.
The preferable lower limit value of the content of the compound represented by the formula (M-6) is 1%, 2%, 4%, 5%, 8%, 10%, 13%, 15%, 18% and 20% relative to the total amount of the composition of the present invention. The upper limit of the preferable content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.
When the composition of the present invention is used for a liquid crystal display element having a small driving voltage, it is suitable to make the content of the compound represented by the general formula (M-6) larger. In addition, in the case of a composition used for a liquid crystal display element having a high response speed, it is preferable to make the content of the compound represented by the general formula (M-6) small.
Further, the compounds represented by the general formula (M-6) are specifically preferably compounds represented by the formulae (M-6.1) to (M-6.4), and among them, the compounds represented by the formulae (M-6.2) and (M-6.4) are preferably contained.
[ Chemical 29]
The lower limit of the preferred content of these compounds is 1%, 2%, 4%, 5%, 8%, 10%, 13%, 15%, 18% and 20% relative to the total amount of the composition of the present invention. The upper limit of the preferable content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.
Further, the compounds represented by the general formula (M-6) are specifically preferably compounds represented by the formulae (M-6.11) to (M-6.14), and among these, the compounds represented by the formulae (M-6.12) and (M-6.14) are preferably contained.
[ Chemical 30]
The lower limit of the preferred content of these compounds is 1%, 2%, 4%, 5%, 8%, 10%, 13%, 15%, 18% and 20% relative to the total amount of the composition of the present invention. The upper limit of the preferable content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.
Further, the compounds represented by the general formula (M-6) are specifically preferably compounds represented by the formulae (M-6.21) to (M-6.24), and among them, the compounds represented by the formulae (M-6.21), (M-6.22) and (M-6.24) are preferably contained.
[ 31]
The lower limit of the preferred content of these compounds is 1%, 2%, 4%, 5%, 8%, 10%, 13%, 15%, 18% and 20% relative to the total amount of the composition of the present invention. The upper limit of the preferable content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.
Further, the compounds represented by the general formula (M-6) are specifically preferably compounds represented by the formulae (M-6.31) to (M-6.34). Among them, the compounds represented by the formula (M-6.31) and the formula (M-6.32) are preferably contained.
[ Chemical 32]
The lower limit of the preferred content of these compounds is 1%, 2%, 4%, 5%, 8%, 10%, 13%, 15%, 18% and 20% relative to the total amount of the composition of the present invention. The upper limit of the preferable content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.
Further, the compounds represented by the general formula (M-6) are specifically preferably compounds represented by the formulae (M-6.41) to (M-6.44), and among these, the compounds represented by the formula (M-6.42) are preferably contained.
[ 33]
The lower limit of the preferred content of these compounds is 1%, 2%, 4%, 5%, 8%, 10%, 13%, 15%, 18% and 20% relative to the total amount of the composition of the present invention. The upper limit of the preferable content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.
Further, the compound represented by the general formula (M) is preferably a compound selected from the group of compounds represented by the general formula (M-7).
[ Chemical 34]
( Wherein X M71 to X M76 each independently represent a fluorine atom or a hydrogen atom, R M71 represents 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 Y M71 represents a fluorine atom or OCF 3. Wherein the compound represented by the general formula (i) is excluded. )
The types of the combinable compounds are not particularly limited, but 1 to 2 of these compounds are preferably contained, more preferably 1 to 3, and still more preferably 1 to 4.
The content of the compound represented by the general formula (M-7) has an upper limit value and a lower limit value in each embodiment in consideration of the characteristics such as solubility at low temperature, transition temperature, electrical reliability, and birefringence.
The preferable lower limit value of the content of the compound represented by the formula (M-7) is 1%, 2%, 4%, 5%, 8%, 10%, 13%, 15%, 18% and 20% relative to the total amount of the composition of the present invention. The upper limit of the preferable content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.
When the composition of the present invention is used for a liquid crystal display element having a small cell gap, the content of the compound represented by the general formula (M-7) is preferably increased. When used for a liquid crystal display element having a small driving voltage, the compound represented by the general formula (M-7) is preferably contained in a relatively large amount. In addition, when used in a liquid crystal display device used in a low-temperature environment, the compound represented by the general formula (M-7) is preferably contained in a small amount. The composition used for a liquid crystal display element having a high response speed is preferably used in such a manner that the content of the compound represented by the general formula (M-7) is small.
Further, the compound represented by the general formula (M-7) is preferably a compound represented by the formulae (M-7.1) to (M-7.4), and more preferably a compound represented by the formula (M-7.2).
[ 35]
The lower limit of the preferred content of these compounds is 1%, 2%, 4%, 5%, 8%, 10%, 13%, 15%, 18% and 20% relative to the total amount of the composition of the present invention. The upper limit of the preferable content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.
Further, the compounds represented by the general formula (M-7) are preferably compounds represented by the formulae (M-7.11) to (M-7.14), and preferably compounds represented by the formulae (M-7.11) and (M-7.12).
[ 36]
The lower limit of the preferred content of these compounds is 1%, 2%, 4%, 5%, 8%, 10%, 13%, 15%, 18% and 20% relative to the total amount of the composition of the present invention. The upper limit of the preferable content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.
Further, the compounds represented by the general formula (M-7) are preferably compounds represented by the formulae (M-7.21) to (M-7.24), and preferably compounds represented by the formulae (M-7.21) and (M-7.22).
[ 37]
The lower limit of the preferred content of these compounds is 1%, 2%, 4%, 5%, 8%, 10%, 13%, 15%, 18% and 20% relative to the total amount of the composition of the present invention. The upper limit of the preferable content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.
Further, the compound represented by the general formula (M) is preferably a compound represented by the general formula (M-8).
[ 38]
(Wherein X M81 to X M84 each independently represent a fluorine atom or a hydrogen atom, Y M81 represents a fluorine atom, a chlorine atom or-OCF 3,RM81 represents 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 M81 and A M82 each independently represent a1, 4-cyclohexylene group, a1, 4-phenylene group or a combination thereof
[ 39]
The hydrogen atom on the 1, 4-phenylene group may be substituted with a fluorine atom. )
The preferable lower limit value of the content of the compound represented by the general formula (M-8) is 1%, 2%, 4%, 5%, 8%, 10%, 13%, 15%, 18% and 20% relative to the total amount of the composition of the present invention. The upper limit of the preferable content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.
When the viscosity of the composition of the present invention is kept low and a composition having a high response speed is required, the lower limit value is preferably set to be smaller and the upper limit value is preferably set to be smaller. Further, when a composition which is less likely to cause burn-in is required, the lower limit value is preferably set to be smaller and the upper limit value is preferably set to be smaller. In order to keep the drive voltage low and to increase the dielectric anisotropy, it is preferable to make the lower limit value higher and the upper limit value higher.
Further, the compounds represented by the general formula (M-8) used in the composition of the present invention are specifically preferably compounds represented by the formulae (M-8.1) to (M-8.4), and the compounds represented by the formulae (M-8.1) and (M-8.2) are preferably contained therein.
[ 40]
The lower limit of the preferred content of these compounds is 1%, 2%, 4%, 5%, 8%, 10%, 13%, 15%, 18% and 20% relative to the total amount of the composition of the present invention. The upper limit of the preferable content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.
The compounds represented by the general formula (M-8) used in the composition of the present invention are more specifically preferably compounds represented by the formulae (M-8.11) to (M-8.14), and the compounds represented by the formula (M-8.12) are preferably contained therein.
[ Chemical 41]
The lower limit of the preferred content of these compounds is 1%, 2%, 4%, 5%, 8%, 10%, 13%, 15%, 18% and 20% relative to the total amount of the composition of the present invention. The upper limit of the preferable content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.
The compounds represented by the general formula (M-8) used in the composition of the present invention are more specifically preferably compounds represented by the formulae (M-8.21) to (M-8.24), and the compounds represented by the formula (M-8.22) are preferably contained therein.
[ Chemical 42]
The lower limit of the preferred content of these compounds is 1%, 2%, 4%, 5%, 8%, 10%, 13%, 15%, 18% and 20% relative to the total amount of the composition of the present invention. The upper limit of the preferable content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.
The compounds represented by the general formula (M-8) used in the composition of the present invention are more specifically preferably compounds represented by the formulae (M-8.31) to (M-8.34), and the compounds represented by the formula (M-8.32) are preferably contained therein.
[ Chemical 43]
The lower limit of the preferred content of these compounds is 1%, 2%, 4%, 5%, 8%, 10%, 13%, 15%, 18% and 20% relative to the total amount of the composition of the present invention. The upper limit of the preferable content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.
The compound represented by the general formula (M-8) used in the composition of the present invention is more specifically preferably a compound represented by the formulae (M-8.41) to (M-8.44), and the compound represented by the formula (M-8.42) is preferably contained therein.
[ 44]
The lower limit of the preferred content of these compounds is 1%, 2%, 4%, 5%, 8%, 10%, 13%, 15%, 18% and 20% relative to the total amount of the composition of the present invention. The upper limit of the preferable content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.
The compounds represented by the general formula (M-8) used in the composition of the present invention are more specifically preferably compounds represented by the formulae (M-8.51) to (M-8.54), and the compounds represented by the formula (M-8.52) are preferably contained therein.
[ 45]
The lower limit of the preferred content of these compounds is 1%, 2%, 4%, 5%, 8%, 10%, 13%, 15%, 18% and 20% relative to the total amount of the composition of the present invention. The upper limit of the preferable content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.
Further, the compound represented by the general formula (M) may have the following partial structure in its structure.
[ Chemical 46]
(Wherein the black dots represent carbon atoms in the ring structure to which the above-mentioned partial structure is attached.)
The compounds having the above-mentioned partial structures are preferably compounds represented by the general formulae (M-10) to (M-18).
The compound represented by the general formula (M-10) is the following compound.
[ 47]
(Wherein X M101 and X M102 each independently represent a fluorine atom or a hydrogen atom, Y M101 represents a fluorine atom, a chlorine atom or-OCF 3,RM101 represents 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 W M101 and W M102 each independently represent-CH 2 -or-O-)
The preferable lower limit value of the content of the compound represented by the general formula (M-10) is 1%, 2%, 4%, 5%, 8%, 10%, 13%, 15%, 18% and 20% relative to the total amount of the composition of the present invention. The upper limit of the preferable content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.
When the viscosity of the composition of the present invention is kept low and a composition having a high response speed is required, the lower limit value is preferably set to be smaller and the upper limit value is preferably set to be smaller. Further, when a composition which is less likely to cause burn-in is required, the lower limit value is preferably set to be smaller and the upper limit value is preferably set to be smaller. In order to keep the drive voltage low and to increase the dielectric anisotropy, it is preferable to make the lower limit value higher and the upper limit value higher.
Further, the compounds represented by the general formula (M-10) used in the composition of the present invention are specifically preferably compounds represented by the formulas (M-10.1) to (M-10.12), and among these, the compounds represented by the formulas (M-10.5) to (M-10.12) are preferably contained.
[ 48]
[ 49]
The lower limit of the preferred content of these compounds is 1%, 2%, 4%, 5%, 8%, 10%, 13%, 15%, 18% and 20% relative to the total amount of the composition of the present invention. The upper limit of the preferable content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.
The compound represented by the general formula (M-11) is the following compound.
[ 50]
(Wherein X M111~XM114 independently represents a fluorine atom or a hydrogen atom, Y M111 represents a fluorine atom, a chlorine atom or-OCF 3,RM111 represents 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.)
The preferable lower limit value of the content of the compound represented by the general formula (M-11) is 1%, 2%, 4%, 5%, 8%, 10%, 13%, 15%, 18% and 20% relative to the total amount of the composition of the present invention. The upper limit of the preferable content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.
When the viscosity of the composition of the present invention is kept low and a composition having a high response speed is required, the lower limit value is preferably set to be smaller and the upper limit value is preferably set to be smaller. Further, when a composition which is less likely to cause burn-in is required, the lower limit value is preferably set to be smaller and the upper limit value is preferably set to be smaller. In order to keep the drive voltage low and to increase the dielectric anisotropy, it is preferable to make the lower limit value higher and the upper limit value higher.
Further, the compounds represented by the general formula (M-11) used in the composition of the present invention are specifically preferably compounds represented by the formulas (M-11.1) to (M-11.8), and among these, the compounds represented by the formulas (M-11.1) to (M-11.4) are preferably contained.
[ 51]
The lower limit of the preferred content of these compounds is 1%, 2%, 4%, 5%, 8%, 10%, 13%, 15%, 18% and 20% relative to the total amount of the composition of the present invention. The upper limit of the preferable content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.
The compound represented by the general formula (M-12) is the following compound.
[ 52]
(Wherein X M121 and X M122 each independently represent a fluorine atom or a hydrogen atom, Y M121 represents a fluorine atom, a chlorine atom or-OCF 3,RM121 represents 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 W M121 and W M122 each independently represent-CH 2 -or-O-)
The preferable lower limit value of the content of the compound represented by the general formula (M-12) is 1%, 2%, 4%, 5%, 8%, 10%, 13%, 15%, 18% and 20% relative to the total amount of the composition of the present invention. The upper limit of the preferable content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.
When the viscosity of the composition of the present invention is kept low and a composition having a high response speed is required, the lower limit value is preferably set to be smaller and the upper limit value is preferably set to be smaller. Further, when a composition which is less likely to cause burn-in is required, the lower limit value is preferably set to be smaller and the upper limit value is preferably set to be smaller. In order to keep the drive voltage low and to increase the dielectric anisotropy, it is preferable to make the lower limit value higher and the upper limit value higher.
Further, the compounds represented by the general formula (M-12) used in the composition of the present invention are specifically preferably compounds represented by the formulas (M-12.1) to (M-12.12), and among these, the compounds represented by the formulas (M-12.5) to (M-12.8) are preferably contained.
[ 53]
[ 54]
The lower limit of the preferred content of these compounds is 1%, 2%, 4%, 5%, 8%, 10%, 13%, 15%, 18% and 20% relative to the total amount of the composition of the present invention. The upper limit of the preferable content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.
The compound represented by the general formula (M-13) is the following compound.
[ 55]
(Wherein X M131~XM134 independently represents a fluorine atom or a hydrogen atom, Y M131 represents a fluorine atom, a chlorine atom or-OCF 3,RM131 represents 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 W M131 and W M132 independently represent-CH 2 -or-O-)
The preferable lower limit value of the content of the compound represented by the general formula (M-13) relative to the total amount of the composition of the present invention is 1%, 2%, 4%, 5%, 8%, 10%, 13%, 15%, 18% and 20%. The upper limit of the preferable content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.
When the viscosity of the composition of the present invention is kept low and a composition having a high response speed is required, the lower limit value is preferably set to be smaller and the upper limit value is preferably set to be smaller. Further, when a composition which is less likely to cause burn-in is required, the lower limit value is preferably set to be smaller and the upper limit value is preferably set to be smaller. In order to keep the drive voltage low and to increase the dielectric anisotropy, it is preferable to make the lower limit value higher and the upper limit value higher.
Further, the compounds represented by the general formula (M-13) used in the composition of the present invention are specifically preferably compounds represented by the formulas (M-13.1) to (M-13.28), and among them, the compounds represented by the formulas (M-13.1) to (M-13.4), (M-13.11) to (M-13.14), (M-13.25) to (M-13.28) are preferably contained.
[ 56]
[ 57]
[ 58]
The lower limit of the preferred content of these compounds is 1%, 2%, 4%, 5%, 8%, 10%, 13%, 15%, 18% and 20% relative to the total amount of the composition of the present invention. The upper limit of the preferable content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.
The compound represented by the general formula (M-14) is the following compound.
[ 59]
(Wherein X M141~XM144 independently represents a fluorine atom or a hydrogen atom, Y M141 represents a fluorine atom, a chlorine atom or-OCF 3,RM141 represents 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 W M141 and W M142 independently represent-CH 2 -or-O-)
The preferable lower limit value of the content of the compound represented by the general formula (M-14) relative to the total amount of the composition of the present invention is 1%, 2%, 4%, 5%, 8%, 10%, 13%, 15%, 18%, 20%. The upper limit of the preferable content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.
When the viscosity of the composition of the present invention is kept low and a composition having a high response speed is required, the lower limit value is preferably set to be smaller and the upper limit value is preferably set to be smaller. Further, when a composition which is less likely to cause burn-in is required, the lower limit value is preferably set to be smaller and the upper limit value is preferably set to be smaller. In order to keep the drive voltage low and to increase the dielectric anisotropy, it is preferable to make the lower limit value higher and the upper limit value higher.
Further, the compounds represented by the general formula (M-14) used in the composition of the present invention are specifically preferably compounds represented by the formulae (M-14.1) to (M-14.8), and the compounds represented by the formulae (M-14.5) and (M-14.8) are preferably contained therein.
[ Chemical 60]
The lower limit of the preferred content of these compounds is 1%, 2%, 4%, 5%, 8%, 10%, 13%, 15%, 18% and 20% relative to the total amount of the composition of the present invention. The upper limit of the preferable content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.
The compound represented by the general formula (M-15) is the following compound.
[ Chemical 61]
(Wherein X M151 and X M152 each independently represent a fluorine atom or a hydrogen atom, Y M151 represents a fluorine atom, a chlorine atom or-OCF 3,RM151 represents 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 W M151 and W M152 each independently represent-CH 2 -or-O-)
The preferable lower limit value of the content of the compound represented by the general formula (M-15) relative to the total amount of the composition of the present invention is 1%, 2%, 4%, 5%, 8%, 10%, 13%, 15%, 18% and 20%. The upper limit of the preferable content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.
When the viscosity of the composition of the present invention is kept low and a composition having a high response speed is required, the lower limit value is preferably set to be smaller and the upper limit value is preferably set to be smaller. Further, when a composition which is less likely to cause burn-in is required, the lower limit value is preferably set to be smaller and the upper limit value is preferably set to be smaller. In order to keep the drive voltage low and to increase the dielectric anisotropy, it is preferable to make the lower limit value higher and the upper limit value higher.
The compound represented by the general formula (M-15) used in the composition of the present invention is preferably a compound represented by the formulae (M-15.1) to (M-15.14), and the compound represented by the formulae (M-15.5) to (M-15.8) and the compounds represented by the formulae (M-15.11) to (M-15.14) are preferably contained.
[ 62]
[ 63]
The lower limit of the preferred content of these compounds is 1%, 2%, 4%, 5%, 8%, 10%, 13%, 15%, 18% and 20% relative to the total amount of the composition of the present invention. The upper limit of the preferable content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.
The compound represented by the general formula (M-16) is the following compound.
[ 64]
(Wherein X M161~XM164 independently represents a fluorine atom or a hydrogen atom, Y M161 represents a fluorine atom, a chlorine atom or-OCF 3,RM161 represents 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.)
The preferable lower limit value of the content of the compound represented by the general formula (M-16) is 1%, 2%, 4%, 5%, 8%, 10%, 13%, 15%, 18% and 20% relative to the total amount of the composition of the present invention. The upper limit of the preferable content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.
When the viscosity of the composition of the present invention is kept low and a composition having a high response speed is required, the lower limit value is preferably set to be smaller and the upper limit value is preferably set to be smaller. Further, when a composition which is less likely to cause burn-in is required, the lower limit value is preferably set to be smaller and the upper limit value is preferably set to be smaller. In order to keep the drive voltage low and to increase the dielectric anisotropy, it is preferable to make the lower limit value higher and the upper limit value higher.
Further, the compounds represented by the general formula (M-16) used in the composition of the present invention are specifically preferably compounds represented by the formulas (M-16.1) to (M-16.8), and among these, the compounds represented by the formulas (M-16.1) to (M-16.4) are preferably contained.
[ 65]
The lower limit of the preferred content of these compounds is 1%, 2%, 4%, 5%, 8%, 10%, 13%, 15%, 18% and 20% relative to the total amount of the composition of the present invention. The upper limit of the preferable content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.
The compound represented by the general formula (M-17) is the following compound.
[ Chemical 66]
(Wherein X M171~XM174 independently represents a fluorine atom or a hydrogen atom, Y M171 represents a fluorine atom, a chlorine atom or-OCF 3,RM171 represents 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 W M171 and W M172 independently represent-CH 2 -or-O-)
The preferable lower limit value of the content of the compound represented by the general formula (M-17) relative to the total amount of the composition of the present invention is 1%, 2%, 4%, 5%, 8%, 10%, 13%, 15%, 18%, 20%. The upper limit of the preferable content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.
When the viscosity of the composition of the present invention is kept low and a composition having a high response speed is required, the lower limit value is preferably set to be smaller and the upper limit value is preferably set to be smaller. Further, when a composition which is less likely to cause burn-in is required, the lower limit value is preferably set to be smaller and the upper limit value is preferably set to be smaller. In order to keep the drive voltage low and to increase the dielectric anisotropy, it is preferable to make the lower limit value higher and the upper limit value higher.
The compound represented by the general formula (M-17) used in the composition of the present invention is particularly preferably a compound represented by the formulae (M-17.1) to (M-17.52), and the compound represented by the formulae (M-17.9) to (M-17.12), the formulae (M-17.21) to (M-17.28), and the formulae (M-17.45) to (M-17.48) are preferably contained therein.
[ 67]
[ Chemical 68]
[ 69]
[ 70]
[ Chemical 71]
[ Chemical 72]
The lower limit of the preferred content of these compounds is 1%, 2%, 4%, 5%, 8%, 10%, 13%, 15%, 18% and 20% relative to the total amount of the composition of the present invention. The upper limit of the preferable content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.
The compound represented by the general formula (M-18) is the following compound.
[ 73]
(Wherein X M181~XM186 independently represents a fluorine atom or a hydrogen atom, Y M181 represents a fluorine atom, a chlorine atom or-OCF 3,RM181 represents 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.)
The preferable lower limit value of the content of the compound represented by the general formula (M-18) is 1%, 2%, 4%, 5%, 8%, 10%, 13%, 15%, 18% and 20% relative to the total amount of the composition of the present invention. The upper limit of the preferable content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.
When the viscosity of the composition of the present invention is kept low and a composition having a high response speed is required, the lower limit value is preferably set to be smaller and the upper limit value is preferably set to be smaller. Further, when a composition which is less likely to cause burn-in is required, the lower limit value is preferably set to be smaller and the upper limit value is preferably set to be smaller. In order to keep the drive voltage low and to increase the dielectric anisotropy, it is preferable to make the lower limit value higher and the upper limit value higher.
Further, the compounds represented by the general formula (M-18) used in the composition of the present invention are specifically preferably compounds represented by the formulas (M-18.1) to (M-18.12), and among these, the compounds represented by the formulas (M-18.5) to (M-18.8) are preferably contained.
[ Chemical 74]
[ 75]
The lower limit of the preferred content of these compounds is 1%, 2%, 4%, 5%, 8%, 10%, 13%, 15%, 18% and 20% relative to the total amount of the composition of the present invention. The upper limit of the preferable content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.
The composition of the present invention preferably contains 1 or 2 or more compounds represented by the general formula (K). These compounds correspond to compounds having positive dielectric properties (Δε is greater than 2.).
[ Chemical 76]
(Wherein R K1 represents an alkyl group having 1 to 8 carbon atoms, and 1 or 2 or more non-adjacent-CH 2 -groups in the alkyl group may be independently substituted with-CH=CH-, -C.ident.C-, -O-, -CO-, -COO-, or-OCO-,
N K1 represents 0, 1,2,3 or 4,
A K1 and a K2 each independently represent a group selected from the group consisting of (a) and (b):
(a) 1, 4-Cyclohexylene (1-CH 2 -or present in this group) non-contiguous more than 2-CH 2 -may be substituted by-O-or-S-)
(B) 1, 4-phenylene (1-ch=or non-contiguous 2 or more-ch=present in the group may be substituted with-n=)
The hydrogen atoms on the above-mentioned group (a) and group (b) may each be independently substituted with a cyano group, a fluorine atom or a chlorine atom,
Z K1 and Z K2 each independently represent a single bond 、-CH2CH2-、-(CH2)4-、-OCH2-、-CH2O-、-OCF2-、-CF2O-、-COO-、-OCO- or-C.ident.C-,
N K1 is 2, 3 or 4 and A K2 are present in plural, they may be the same or different, n K1 is 2, 3 or 4 and Z K1 are present in plural, they may be the same or different,
X K1 and X K3 each independently represent a hydrogen atom, a chlorine atom or a fluorine atom,
X K2 represents a hydrogen atom, a fluorine atom, a chlorine atom, a cyano group, a trifluoromethyl group, a fluoromethoxy group, a difluoromethoxy group, a trifluoromethoxy group or a2, 2-trifluoroethyl group. )
In the general formula (K), R K1 is preferably an alkyl group having 1 to 8 carbon atoms, an alkoxy 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, an alkyl group having 1 to 5 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, more preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, still more preferably an alkyl group having 2 to 5 carbon atoms or an alkenyl group having 2 to 3 carbon atoms, particularly preferably an alkenyl group (propenyl group) having 3 carbon atoms.
R K1 is preferably an alkyl group in the case of importance of reliability, and an alkenyl group in the case of importance of reduction of tackiness.
In addition, when the ring structure to which it is attached is phenyl (aromatic), it is preferable that the ring structure to which it is attached is cyclohexane, pyran or di-In the case of a saturated ring structure such as an alkane, 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 are preferable. In order to stabilize the nematic phase, the total of carbon atoms and oxygen atoms when present is preferably 5 or less, and is preferably linear.
The alkenyl group is preferably a group represented by any one selected from the formulae (R1) to (R5). (the black dots in the formulae represent carbon atoms in the ring structure to which the alkenyl group is attached.)
[ Chemical 77]
When it is desired to increase Δn, each of A K1 and A K2 is independently preferably aromatic, preferably aliphatic, preferably represents trans-1, 4-cyclohexylene, 1, 4-phenylene, 2-fluoro-1, 4-phenylene, 3, 5-difluoro-1, 4-phenylene, 2, 3-difluoro-1, 4-phenylene, 1, 4-cyclohexenylene, 1, 4-bicyclo [2.2.2] octylene, piperidine-1, 4-diyl, naphthalene-2, 6-diyl, decahydronaphthalene-2, 6-diyl or 1,2,3, 4-tetrahydronaphthalene-2, 6-diyl, more preferably represents the structure,
[ 78]
More preferably, the following structure is shown.
[ Chemical 79]
Z K1 and Z K2 each independently preferably represent-CH 2O-、-CF2O-、-CH2CH2-、-CF2CF2 -or a single bond, further preferred is-CF 2O-、-CH2CH2 -or a single bond, particularly preferred is-CF 2 O-or a single bond.
N K1 is preferably 0, 1,2 or 3, preferably 0, 1 or 2, and when emphasis is placed on the improvement of Δε,0 or 1 is preferred, and Tni is emphasized, 1 or 2 is preferred.
The types of the combinable compounds are not particularly limited, and are used in combination according to desired properties such as solubility at low temperature, transition temperature, electrical reliability, birefringence, and the like. The types of the compounds used are, for example, 1,2, and 3 as one embodiment of the present invention. In another embodiment of the present invention, the number of the components is 4, 5, 6, or 7 or more.
In the composition of the present invention, the content of the compound represented by the general formula (K) is required to be appropriately adjusted in accordance with the required properties such as solubility at low temperature, transition temperature, electrical reliability, birefringence, process suitability, dropping marks, burn-in, dielectric anisotropy, etc.
The preferable lower limit value of the content of the compound represented by the formula (K) is 1%, 10%, 20%, 30%, 40%, 50%, 55%, 60%, 65%, 70%, 75%, 80% with respect to the total amount of the composition of the present invention. The upper limit of the preferable content with respect to the total amount of the composition of the present invention is, for example, 95%, 85%, 75%, 65%, 55%, 45%, 35%, 25% in one embodiment of the present invention.
When the viscosity of the composition of the present invention is kept low and a composition having a high response speed is required, the lower limit value is preferably set to be smaller and the upper limit value is preferably set to be smaller. Further, when a composition having high Tni and good temperature stability is required, the above lower limit value is preferably set to be smaller and the upper limit value is preferably set to be smaller. In order to keep the drive voltage low and to increase the dielectric anisotropy, it is preferable to make the lower limit value higher and the upper limit value higher.
The compound represented by the general formula (K) is preferably a compound selected from the group of compounds represented by the general formula (K-1), for example.
[ 80]
(Wherein R K11 represents 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, X K11~XK14 represents a hydrogen atom or a fluorine atom, and Y K11 represents a fluorine atom or OCF 3.)
The types of the combinable compounds are not particularly limited, and are used in combination according to desired properties such as solubility at low temperature, transition temperature, electrical reliability, birefringence, and the like. The types of the compounds used are, for example, 1,2, or 3 or more in one embodiment of the present invention.
The preferable lower limit value of the content of the compound represented by the formula (K-1) is 1%, 2%, 5%, 8%, 10%, 13%, 15%, 18%, 20%, 22%, 25% and 30% relative to the total amount of the composition of the present invention. The upper limit of the preferable content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.
When the viscosity of the composition of the present invention is kept low and a composition having a high response speed is required, the lower limit value is preferably set to be smaller and the upper limit value is preferably set to be smaller. Further, when a composition having high Tni and good temperature stability is required, the above lower limit value is preferably set to be smaller and the upper limit value is preferably set to be smaller. In order to keep the drive voltage low and to increase the dielectric anisotropy, it is preferable to make the lower limit value higher and the upper limit value higher.
Further, the compound represented by the general formula (K-1) is specifically preferably a compound represented by the formulae (K-1.1) to (K-1.4), preferably a compound represented by the formulae (K-1.1) or (K-1.2), and more preferably a compound represented by the formulae (K-1.2). In addition, it is also preferable to use the compound represented by the formula (K-1.1) or the formula (K-1.2) together.
[ 81]
The lower limit of the preferred content of these compounds is 1%, 2%, 4%, 5%, 8%, 10%, 13%, 15%, 18% and 20% relative to the total amount of the composition of the present invention. The upper limit of the preferable content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.
The compound represented by the general formula (K) is preferably a compound selected from the group of compounds represented by the general formula (K-2), for example.
[ Chemical 82]
(Wherein R K21 represents 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, X K21~XK24 represents a hydrogen atom or a fluorine atom, and Y K21 represents a fluorine atom or OCF 3.)
The types of the combinable compounds are not particularly limited, and are used in combination according to desired properties such as solubility at low temperature, transition temperature, electrical reliability, birefringence, and the like. The types of the compounds used are, for example, 1,2, or 3 or more in one embodiment of the present invention.
The preferable lower limit value of the content of the compound represented by the formula (K-2) is 1%, 2%, 5%, 8%, 10%, 13%, 15%, 18%, 20%, 22%, 25% and 30% relative to the total amount of the composition of the present invention. The upper limit of the preferable content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.
When the viscosity of the composition of the present invention is kept low and a composition having a high response speed is required, the lower limit value is preferably set to be smaller and the upper limit value is preferably set to be smaller. Further, when a composition having high Tni and good temperature stability is required, the above lower limit value is preferably set to be smaller and the upper limit value is preferably set to be smaller. In order to keep the drive voltage low and to increase the dielectric anisotropy, it is preferable to make the lower limit value higher and the upper limit value higher.
Further, the compound represented by the general formula (K-2) is specifically preferably a compound represented by the formulae (K-2.1) to (K-2.6), preferably a compound represented by the formulae (K-2.5) or (K-2.6), and more preferably a compound represented by the formulae (K-2.6). In addition, it is also preferable to use the compound represented by the formula (K-2.5) or the formula (K-2.6) together.
[ 83]
The lower limit of the preferred content of these compounds is 1%, 2%, 4%, 5%, 8%, 10%, 13%, 15%, 18% and 20% relative to the total amount of the composition of the present invention. The upper limit of the preferable content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.
The compound represented by the general formula (K) is preferably a compound selected from the group of compounds represented by the general formula (K-3), for example.
[ Chemical 84]
(Wherein R K31 represents 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, X K31~XK36 represents a hydrogen atom or a fluorine atom, and Y K31 represents a fluorine atom or OCF 3.)
The types of the combinable compounds are not particularly limited, and are used in combination according to desired properties such as solubility at low temperature, transition temperature, electrical reliability, birefringence, and the like. The types of the compounds used are, for example, 1,2, or 3 or more in one embodiment of the present invention.
The preferable lower limit value of the content of the compound represented by the formula (K-3) is 1%, 2%, 5%, 8%, 10%, 13%, 15%, 18%, 20%, 22%, 25% and 30% relative to the total amount of the composition of the present invention. The upper limit of the preferable content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.
When the viscosity of the composition of the present invention is kept low and a composition having a high response speed is required, the lower limit value is preferably set to be smaller and the upper limit value is preferably set to be smaller. Further, when a composition having high Tni and good temperature stability is required, the above lower limit value is preferably set to be smaller and the upper limit value is preferably set to be smaller. In order to keep the drive voltage low and to increase the dielectric anisotropy, it is preferable to make the lower limit value higher and the upper limit value higher.
Further, the compound represented by the general formula (K-3) is specifically preferably a compound represented by the formulae (K-3.1) to (K-3.4), more preferably a compound represented by the formulae (K-3.1) or (K-3.2). In addition, it is also preferable to use the compounds represented by the formulas (K-3.1) and (K-3.2) at the same time.
[ Chemical 85]
The lower limit of the preferred content of these compounds is 1%, 2%, 4%, 5%, 8%, 10%, 13%, 15%, 18% and 20% relative to the total amount of the composition of the present invention. The upper limit of the preferable content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.
The compound represented by the general formula (K) is preferably a compound selected from the group of compounds represented by the general formula (K-4), for example.
[ 86]
(Wherein R K41 represents 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, X K41~XK46 each independently represents a hydrogen atom or a fluorine atom, Y K41 represents a fluorine atom or OCF 3,ZK41 represents-OCH 2-、-CH2O-、-OCF2 -or-CF 2 O-)
The types of the combinable compounds are not particularly limited, and are used in combination according to desired properties such as solubility at low temperature, transition temperature, electrical reliability, birefringence, and the like. The types of the compounds used are, for example, 1,2, or 3 or more in one embodiment of the present invention.
The preferable lower limit value of the content of the compound represented by the formula (K-4) is 1%, 2%, 5%, 8%, 10%, 13%, 15%, 18%, 20%, 22%, 25% and 30% relative to the total amount of the composition of the present invention. The upper limit of the preferable content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.
When the viscosity of the composition of the present invention is kept low and a composition having a high response speed is required, the lower limit value is preferably set to be smaller and the upper limit value is preferably set to be smaller. Further, when a composition having high Tni and good temperature stability is required, the above lower limit value is preferably set to be smaller and the upper limit value is preferably set to be smaller. In order to keep the drive voltage low and to increase the dielectric anisotropy, it is preferable to make the lower limit value higher and the upper limit value higher.
The compounds represented by the general formula (K-4) are more specifically preferably compounds represented by the formulas (K-4.1) to (K-4.18), and still more preferably compounds represented by the formulas (K-4.1), (K-4.2) and (K-4.11) and (K-4.12). In addition, it is also preferable to use the compounds represented by the formulae (K-4.1), (K-4.2), and (K-4.11) and (K-4.12) together.
[ 87]
[ 88]
The lower limit of the preferred content of these compounds is 1%, 2%, 4%, 5%, 8%, 10%, 13%, 15%, 18% and 20% relative to the total amount of the composition of the present invention. The upper limit of the preferable content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.
The compound represented by the general formula (K) is preferably a compound selected from the group of compounds represented by the general formula (K-5), for example.
[ Chemical 89]
(Wherein R K51 represents 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, X K51~XK56 each independently represents a hydrogen atom or a fluorine atom, Y K51 represents a fluorine atom or OCF 3,ZK51 represents-OCH 2-、-CH2O-、-OCF2 -or-CF 2 O-)
The types of the combinable compounds are not particularly limited, and are used in combination according to desired properties such as solubility at low temperature, transition temperature, electrical reliability, birefringence, and the like. The types of the compounds used are, for example, 1,2, or 3 or more in one embodiment of the present invention.
The preferable lower limit value of the content of the compound represented by the formula (K-5) is 1%, 2%, 5%, 8%, 10%, 13%, 15%, 18%, 20%, 22%, 25% and 30% relative to the total amount of the composition of the present invention. The upper limit of the preferable content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.
When the viscosity of the composition of the present invention is kept low and a composition having a high response speed is required, the lower limit value is preferably set to be smaller and the upper limit value is preferably set to be smaller. Further, when a composition having high Tni and good temperature stability is required, the above lower limit value is preferably set to be smaller and the upper limit value is preferably set to be smaller. In order to keep the drive voltage low and to increase the dielectric anisotropy, it is preferable to make the lower limit value higher and the upper limit value higher.
Further, the compounds represented by the general formula (K-5) are specifically preferably compounds represented by the formulas (K-5.1) to (K-5.18), preferably compounds represented by the formulas (K-5.11) to (K-5.14), and more preferably compounds represented by the formula (K-5.12).
[ Chemical 90]
[ 91]
The lower limit of the preferred content of these compounds is 1%, 2%, 4%, 5%, 8%, 10%, 13%, 15%, 18% and 20% relative to the total amount of the composition of the present invention. The upper limit of the preferable content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.
The compound represented by the general formula (K) is preferably a compound selected from the group of compounds represented by the general formula (K-6), for example.
[ Chemical 92]
(Wherein R K61 represents 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, X K61~XK68 each independently represents a hydrogen atom or a fluorine atom, Y K61 represents a fluorine atom or OCF 3,ZK61 represents-OCH 2-、-CH2O-、-OCF2 -or-CF 2 O-)
The types of the combinable compounds are not particularly limited, and are used in combination according to desired properties such as solubility at low temperature, transition temperature, electrical reliability, birefringence, and the like. The types of the compounds used are, for example, 1,2, or 3 or more in one embodiment of the present invention.
The preferable lower limit value of the content of the compound represented by the formula (K-6) is 1%, 2%, 5%, 8%, 10%, 13%, 15%, 18%, 20%, 22%, 25% and 30% relative to the total amount of the composition of the present invention. The upper limit of the preferable content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.
When the viscosity of the composition of the present invention is kept low and a composition having a high response speed is required, the lower limit value is preferably set to be smaller and the upper limit value is preferably set to be smaller. Further, when a composition having high Tni and good temperature stability is required, the above lower limit value is preferably set to be smaller and the upper limit value is preferably set to be smaller. In order to keep the drive voltage low and to increase the dielectric anisotropy, it is preferable to make the lower limit value higher and the upper limit value higher.
Further, the compounds represented by the general formula (K-6) are specifically preferably compounds represented by the formulas (K-6.1) to (K-6.18), preferably compounds represented by the formulas (K-6.15) to (K-6.18), and more preferably compounds represented by the formulas (K-6.16) and (K-6.17). In addition, it is also preferable to use the compounds represented by the formulae (K-6.16) and (K-6.17) simultaneously.
[ 93]
[ 94]
The lower limit of the preferred content of these compounds is 1%, 2%, 4%, 5%, 8%, 10%, 13%, 15%, 18% and 20% relative to the total amount of the composition of the present invention. The upper limit of the preferable content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.
The composition of the present invention preferably contains 1 or 2 or more compounds represented by the general formula (L). The compound represented by the general formula (L) corresponds to a compound having a substantially neutral dielectric property (the value of Δε is-2 to 2).
[ 95]
(Wherein R L1 and R L2 each independently represent an alkyl group having 1 to 8 carbon atoms, and 1 or 2 or more non-adjacent-CH 2 -groups in the alkyl group may be independently substituted with-CH=CH-, -C≡C-, -O-, -CO-, -COO-or-OCO-,
N L1 represents 0, 1, 2 or 3,
A L1、AL2 and a L3 each independently represent a group selected from the group consisting of (a), (b), and (c):
(a) 1, 4-Cyclohexylene (1-CH 2 -or more than 2 non-adjacent-CH 2 -may be substituted with-O-)
(B) 1, 4-phenylene (1-ch=or more than 2-ch=which are not adjacent to each other in the group may be substituted with-n=) and
(C) Naphthalene-2, 6-diyl, 1,2,3, 4-tetrahydronaphthalene-2, 6-diyl or decahydronaphthalene-2, 6-diyl (1-ch=or not adjacent more than 2-ch=groups present in naphthalene-2, 6-diyl or 1,2,3, 4-tetrahydronaphthalene-2, 6-diyl may be substituted with-n=.)
The above-mentioned group (a), group (b) and group (c) may each be independently substituted with a cyano group, a fluorine atom or a chlorine atom,
Z L1 and Z L2 each independently represent a single bond 、-CH2CH2-、-(CH2)4-、-OCH2-、-CH2O-、-COO-、-OCO-、-OCF2-、-CF2O-、-CH=N-N=CH-、-CH=CH-、-CF=CF- or-C.ident.C-,
N L1 is 2 or 3 and A L2 may be the same or different, and n L1 is 2 or 3 and Z L2 may be the same or different except for the compounds represented by the general formulae (i), (ii), (J), (L-1-1.3) and (L-1-2.2). )
The compounds represented by the general formula (L) may be used alone or in combination. The types of the combinable compounds are not particularly limited, and may be appropriately used in combination according to desired properties such as solubility at low temperature, transition temperature, electrical reliability, birefringence, and the like. The kind of the compound used is, for example, 1 as one embodiment of the present invention. Or in other embodiments of the present invention, the number is 2,3,4,5, 6, 7, 8, 9, or 10 or more.
In the composition of the present invention, the content of the compound represented by the general formula (L) is required to be appropriately adjusted in accordance with the required properties such as solubility at low temperature, transition temperature, electrical reliability, birefringence, process suitability, dropping marks, burn-in, dielectric anisotropy, etc.
The preferable lower limit value of the content of the compound represented by the formula (L) is 1%, 10%, 20%, 30%, 40%, 50%, 55%, 60%, 65%, 70%, 75%, 80% with respect to the total amount of the composition of the present invention. The upper limit of the preferable content is 95%, 85%, 75%, 65%, 55%, 45%, 35%, 25%.
When the viscosity of the composition of the present invention is kept low and a composition having a high response speed is required, the lower limit value and the upper limit value are preferably high. Further, when the Tni of the composition of the present invention is kept high and a composition having good temperature stability is required, the lower limit value and the upper limit value are preferably high. In order to keep the drive voltage low and to increase the dielectric anisotropy, the lower limit value and the upper limit value are preferably low.
The number of halogen atoms present in the molecule is preferably 0, 1, 2 or 3, preferably 0 or 1, and when compatibility with other liquid crystal molecules is important, 1 is preferred.
When reliability is important, R L1 and R L2 are both preferably alkyl groups, when volatility of the compound is important to be reduced, alkoxy groups are preferred, and when viscosity is important to be reduced, at least one of them is preferably alkenyl groups.
Regarding R L1 and R L2, when the ring structure to which they are attached is phenyl (aromatic), a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, and an alkenyl group having 4 to 5 carbon atoms are preferable, and when the ring structure to which they are attached is cyclohexane, pyran, and diIn the case of a saturated ring structure such as an alkane, 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 are preferable. In order to stabilize the nematic phase, the total of carbon atoms and oxygen atoms when present is preferably 5 or less, and is preferably linear.
The alkenyl group is preferably a group represented by any one selected from the formulae (R1) to (R5). (the black dots in the formulae represent carbon atoms in the ring structure to which the alkenyl group is attached.)
[ Chemical 96]
When the response speed is important, n L1 is preferably 0, and in order to improve the upper limit temperature of the nematic phase, 2 or 3 is preferable, and in order to achieve the balance, 1 is preferable. In addition, in order to satisfy the characteristics required as a composition, it is preferable to combine compounds of different values.
Regarding A L1、AL2 and A L3, when an increase in Δn is required, aromatic is preferable, aliphatic is preferable in order to improve the response speed, trans-1, 4-cyclohexylene, 1, 4-phenylene, 2-fluoro-1, 4-phenylene, 3, 5-difluoro-1, 4-phenylene, 1, 4-cyclohexenylene, 1, 4-bicyclo [2.2.2] octylene, piperidine-1, 4-diyl, naphthalene-2, 6-diyl, decalin-2, 6-diyl or 1,2,3, 4-tetrahydronaphthalene-2, 6-diyl are each independently preferable, and the following structure is more preferable,
[ 97]
More preferably trans-1, 4-cyclohexylene or 1, 4-phenylene.
Regarding Z L1 and Z L2, when importance is attached to the response speed, a single bond is preferable.
The number of halogen atoms in the molecule is preferably 0 or 1.
The compound represented by the general formula (L) is preferably a compound selected from the group of compounds represented by the general formulae (L-1) to (L-8).
The compound represented by the general formula (L-1) is the following compound.
[ 98]
( Wherein R L11 and R L12 each independently represent the same meaning as R L1 and R L2 in the general formula (L). Wherein the compound represented by the formula (L-1-1.3) and the compound represented by the formula (L-1-2.2) are excluded. )
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 or a linear alkenyl group having 2 to 5 carbon atoms.
The compound represented by the general formula (L-1) may be used alone or in combination of two or more compounds. The types of the combinable compounds are not particularly limited, and are appropriately used in combination according to the properties required for solubility at low temperature, transition temperature, electrical reliability, birefringence, and the like. The types of the compounds used are, for example, 1, 2, 3, 4, 5 or more in one embodiment of the present invention.
The lower limit of the content is preferably 1%, 2%, 3%, 5%, 7%, 10%, 15%, 20%, 25%, 30%, 35%, 40%, 45%, 50%, 55% with respect to the total amount of the composition of the present invention. The upper limit of the content is preferably 95%, 90%, 85%, 80%, 75%, 70%, 65%, 60%, 55%, 50%, 45%, 40%, 35%, 30% and 25% with respect to the total amount of the composition of the present invention.
When the viscosity of the composition of the present invention is kept low and a composition having a high response speed is required, the lower limit value and the upper limit value are preferably high. Further, when Tni of the composition of the present invention is kept high and a composition having good temperature stability is required, it is preferable that the above-mentioned lower limit value is centered and the upper limit value is centered. In order to keep the drive voltage low and to increase the dielectric anisotropy, the lower limit value and the upper limit value are preferably low.
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-1-1).
[ Chemical 99]
( Wherein R L12 represents the same meaning as in the general formula (L-1). Wherein the compound represented by the formula (L-1-1.3) is excluded. )
The compound represented by the general formula (L-1-1) is preferably a compound selected from the group of compounds represented by the formula (L-1-1.1) or the formula (L-1-1.3).
[ 100]
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).
[ 101]
( Wherein R L12 represents the same meaning as in the general formula (L-1). Wherein the compound represented by the formula (L-1-2.2) is excluded. )
The preferable lower limit value of the content of the compound represented by the formula (L-1-2) is 1%, 5%, 10%, 15%, 17%, 20%, 23%, 25%, 27%, 30% and 35% relative to the total amount of the composition of the present invention. The upper limit of the content is preferably 60%, 55%, 50%, 45%, 42%, 40%, 38%, 35%, 33%, 30% with respect to the total amount of the composition of the present invention.
Further, the compound represented by the general formula (L-1-2) is preferably a compound selected from the group of compounds represented by the formulas (L-1-2.1) to (L-1-2.4). In addition, when Tni is required to be higher than the response speed, the compound represented by the formula (L-1-2.3) or the formula (L-1-2.4) is preferably used. In order to improve the solubility at low temperatures, the content of the compounds represented by the formulae (L-1-2.3) and (L-1-2.4) is not preferably 10% or more.
[ Chemical 102]
The preferable lower limit value of the content of the compound represented by the formula (L-1-2.1) is 10%, 15%, 18%, 20%, 23%, 25%, 27%, 30%, 33%, 35%, 38%, 40% relative to the total amount of the composition of the present invention. The upper limit of the content is preferably 60%, 55%, 50%, 45%, 43%, 40%, 38%, 35%, 32%, 30%, 27%, 25%, 22% with respect to the total amount of the composition of the present invention.
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-1-3).
[ 103]
(Wherein R L13 and R L14 each independently represent an alkyl group having 1 to 8 carbon atoms or an alkoxy group having 1 to 8 carbon atoms.)
R L13 and R L14 are preferably a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms or a linear alkenyl group having 2 to 5 carbon atoms.
The preferable lower limit value of the content of the compound represented by the formula (L-1-3) relative to the total amount of the composition of the present invention is 1%, 5%, 10%, 13%, 15%, 17%, 20%, 23%, 25% and 30%. The upper limit of the content is preferably 60%, 55%, 50%, 45%, 40%, 37%, 35%, 33%, 30%, 27%, 25%, 23%, 20%, 17%, 15%, 13%, 10% with respect to the total amount of the composition of the present invention.
Further, the compound represented by the general formula (L-1-3) is preferably a compound selected from the group of compounds represented by the formulas (L-1-3.1) to (L-1-3.12), preferably 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. In addition, when Tni is required to be higher than the response speed, the compounds represented by the formulas (L-1-3.3), (L-1-3.4), (L-1-3.11) and (L-1-3.12) are preferably used. In order to improve the solubility at low temperatures, the total content of the compounds represented by the formulas (L-1-3.3), (L-1-3.4), (L-1-3.11) and (L-1-3.12) is not preferably 20% or more.
[ Chemical 104]
The preferable lower limit value of the content of the compound represented by the formula (L-1-3.1) is 1%, 2%, 3%, 5%, 7%, 10%, 13%, 15%, 18% and 20% relative to the total amount of the composition of the present invention. The upper limit of the content is preferably 20%, 17%, 15%, 13%, 10%, 8%, 7% and 6% with respect to the total amount of the composition of the present invention.
The compound represented by the general formula (L-1) is preferably a compound selected from the group of compounds represented by the general formulae (L-1-4) and/or (L-1-5).
[ 105]
(Wherein R L15 and R L16 each independently represent an alkyl group having 1 to 8 carbon atoms or an alkoxy group having 1 to 8 carbon atoms.)
R L15 and R L16 are preferably a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms or a linear alkenyl group having 2 to 5 carbon atoms.
The preferable lower limit value of the content of the compound represented by the formula (L-1-4) relative 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 content is preferably 25%, 23%, 20%, 17%, 15%, 13% and 10% relative to the total amount of the composition of the present invention.
The preferable lower limit value of the content of the compound represented by the formula (L-1-5) is 1%, 5%, 10%, 13%, 15%, 17% and 20% relative to the total amount of the composition of the present invention. The upper limit of the content is preferably 25%, 23%, 20%, 17%, 15%, 13% and 10% relative to the total amount of the composition of the present invention.
Further, the compounds represented by the general formulae (L-1-4) and (L-1-5) are preferably compounds selected from the group of compounds represented by the formulae (L-1-4.1) to (L-1-5.3), and preferably compounds represented by the formulae (L-1-4.2) or (L-1-5.2).
[ 106]
The preferable lower limit value of the content of the compound represented by the formula (L-1-4.2) is 1%, 2%, 3%, 5%, 7%, 10%, 13%, 15%, 18% and 20% relative to the total amount of the composition of the present invention. The upper limit of the content is preferably 20%, 17%, 15%, 13%, 10%, 8%, 7% and 6% with respect to the total amount of the composition of the present invention.
Preferably, 2 or more compounds selected from the group consisting of the compounds represented by the formula (L-1-1.3), the formula (L-1-2.2), the formula (L-1-3.1), the formula (L-1-3.3), the formula (L-1-3.4), the formula (L-1-3.11) and the formula (L-1-3.12), preferably 2 or more compounds selected from the group consisting of the compounds represented by the formula (L-1-1.3), the formula (L-1-2.2), the formula (L-1-3.1), the formula (L-1-3.3), the formula (L-1-3.4) and the formula (L-1-4.2), the preferable lower limit of the total content of these compounds is 1%, 2%, 3%, 5%, 7%, 10%, 13%, 15%, 18%, 20%, 23%, 25%, 27%, 30%, 33%, 35%, and the upper limit is 80%, 70%, 60%, 50%, 45%, 40%, 37%, 35%, 33%, 30%, 28%, 25%, 23%, 20% with respect to the total amount of the composition of the present invention. When importance is attached to the reliability of the composition, it is preferable to combine 2 or more compounds selected from the group consisting of the compounds represented by the formulas (L-1-3.1), (L-1-3.3) and (L-1-3.4), and when importance is attached to the response speed of the composition, it is preferable to combine 2 or more compounds selected from the group consisting of the compounds represented by the formulas (L-1-1.3) and (L-1-2.2).
The compound represented by the general formula (L-2) is the following compound.
[ Chemical 107]
(Wherein R L21 and R L22 each independently represent the same meaning as R L1 and R L2 in the general formula (L))
R L21 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and R L22 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms.
The compound represented by the general formula (L-1) may be used alone or in combination of two or more compounds. The types of the combinable compounds are not particularly limited, and are appropriately used in combination according to the properties required for solubility at low temperature, transition temperature, electrical reliability, birefringence, and the like. The types of the compounds used are, for example, 1, 2, 3, 4, 5 or more in one embodiment of the present invention.
If the solubility at low temperature is emphasized, the effect is good if the content is set to be much larger, whereas if the response speed is emphasized, the effect is good if the content is set to be smaller. Further, when improving the drop mark and burn-in characteristics, the content range is preferably set to be centered.
The preferable lower limit value of the content of the compound represented by the formula (L-2) is 1%, 2%, 3%, 5%, 7% and 10% relative to the total amount of the composition of the present invention. The upper limit of the content is preferably 20%, 15%, 13%, 10%, 8%, 7%, 6%, 5% and 3% relative to the total amount of the composition of the present invention.
Further, the compound represented by the general formula (L-2) is preferably a compound selected from the group of compounds represented by the formulas (L-2.1) to (L-2.6), and preferably a compound represented by the formulas (L-2.1), (L-2.3), (L-2.4) and (L-2.6).
[ Chemical 108]
The compound represented by the general formula (L-3) is the following compound.
[ 109]
(Wherein R L31 and R L32 each independently represent the same meaning as R L1 and R L2 in the general formula (L))
R L31 and R L32 are each independently preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms.
The compound represented by the general formula (L-3) may be used alone or in combination of two or more compounds. The types of the combinable compounds are not particularly limited, and are appropriately used in combination according to the properties required for solubility at low temperature, transition temperature, electrical reliability, birefringence, and the like. The types of the compounds used are, for example, 1, 2, 3, 4, 5 or more in one embodiment of the present invention.
The preferable lower limit value of the content of the compound represented by the formula (L-3) is 1%, 2%, 3%, 5%, 7% and 10% relative to the total amount of the composition of the present invention. The upper limit of the content is preferably 20%, 15%, 13%, 10%, 8%, 7%, 6%, 5% and 3% relative to the total amount of the composition of the present invention.
When a high birefringence is obtained, the effect is good when the content is set to be much larger, whereas when a high Tni is emphasized, the effect is good when the content is set to be smaller. Further, when improving the drop mark and burn-in characteristics, the content range is preferably set to be centered.
Further, the compound represented by the general formula (L-3) is preferably a compound selected from the group of compounds represented by the formulas (L-3.1) to (L-3.4), and preferably a compound represented by the formulas (L-3.2) to (L-3.7).
[ 110]
The compound represented by the general formula (L-4) is the following compound.
[ Chemical 111]
(Wherein R L41 and R L42 each independently represent the same meaning as R L1 and R L2 in the 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 preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms. )
The compound represented by the general formula (L-4) may be used alone or in combination of two or more compounds. The types of the combinable compounds are not particularly limited, and are appropriately used in combination according to the properties required for solubility at low temperature, transition temperature, electrical reliability, birefringence, and the like. The types of the compounds used are, for example, 1, 2, 3, 4, 5 or more in one embodiment of the present invention.
In the composition of the present invention, the content of the compound represented by the general formula (L-4) is required to be appropriately adjusted in accordance with the required properties such as solubility at low temperature, transition temperature, electrical reliability, birefringence, process suitability, drop marks, burn-in, dielectric anisotropy, etc.
The preferable lower limit value of the content of the compound represented by the formula (L-4) is 1%, 2%, 3%, 5%, 7%, 10%, 14%, 16%, 20%, 23%, 26%, 30%, 35%, 40% relative to the total amount of the composition of the present invention. The preferable upper limit value of the content of the compound represented by the formula (L-4) is 50%, 40%, 35%, 30%, 20%, 15%, 10% and 5% relative to the total amount of the composition of the present invention.
The compounds represented by the general formula (L-4) are preferably, for example, compounds represented by the formulae (L-4.1) to (L-4.3).
[ Chemical 112]
The compound represented by the formula (L-4.1) may be contained, the compound represented by the formula (L-4.2) may be contained, both the compound represented by the formula (L-4.1) and the compound represented by the formula (L-4.2) may be contained, and the compounds represented by the formulae (L-4.1) to (L-4.3) may be contained, depending on the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The preferable lower limit value of the content of the compound represented by the formula (L-4.1) or the formula (L-4.2) is 3%, 5%, 7%, 9%, 11%, 12%, 13%, 18%, 21%, and the preferable upper limit value is 45%, 40%, 35%, 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8% with respect to the total amount of the composition of the present invention.
When both the compound represented by the formula (L-4.1) and the compound represented by the formula (L-4.2) are contained, the preferable lower limit value of the content of both compounds is 15%, 19%, 24%, 30%, the preferable upper limit value is 45%, 40%, 35%, 30%, 25%, 23%, 20%, 18%, 15% and 13% relative to the total amount of the composition of the present invention.
The compound represented by the general formula (L-4) is preferably a compound represented by the formulae (L-4.4) to (L-4.6), for example, and is preferably a compound represented by the formula (L-4.4).
[ 113]
The compound represented by the formula (L-4.4) may be contained, the compound represented by the formula (L-4.5) may be contained, or both the compound represented by the formula (L-4.4) and the compound represented by the formula (L-4.5) may be contained, depending on the required properties such as solubility at low temperature, transition temperature, electrical reliability, and birefringence.
The preferable lower limit value of the content of the compound represented by the formula (L-4.4) or the formula (L-4.5) is 3%, 5%, 7%, 9%, 11%, 12%, 13%, 18% and 21% relative to the total amount of the composition of the present invention. The upper limit value is preferably 45%, 40%, 35%, 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%.
When both the compound represented by the formula (L-4.4) and the compound represented by the formula (L-4.5) are contained, the preferable lower limit value of the content of both compounds is 15%, 19%, 24%, 30%, the preferable upper limit value is 45%, 40%, 35%, 30%, 25%, 23%, 20%, 18%, 15% and 13% relative to the total amount of the composition of the present invention.
The compound represented by the general formula (L-4) is preferably a compound represented by the formulae (L-4.7) to (L-4.10), and particularly preferably a compound represented by the formula (L-4.9).
[ 114]
The compound represented by the general formula (L-5) is the following compound.
[ 115]
(Wherein R L51 and R L52 each independently represent the same meaning as R L1 and R L2 in the general formula (L))
R L51 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and R L52 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms.
The compound represented by the general formula (L-5) may be used alone or in combination of two or more compounds. The types of the combinable compounds are not particularly limited, and are appropriately used in combination according to the properties required for solubility at low temperature, transition temperature, electrical reliability, birefringence, and the like. The types of the compounds used are, for example, 1, 2, 3, 4, 5 or more in one embodiment of the present invention.
In the composition of the present invention, the content of the compound represented by the general formula (L-5) is required to be appropriately adjusted in accordance with the required properties such as solubility at low temperature, transition temperature, electrical reliability, birefringence, process suitability, drop marks, burn-in, dielectric anisotropy, etc.
The preferable lower limit value of the content of the compound represented by the formula (L-5) is 1%, 2%, 3%, 5%, 7%, 10%, 14%, 16%, 20%, 23%, 26%, 30%, 35%, 40% relative to the total amount of the composition of the present invention. The preferable upper limit value of the content of the compound represented by the formula (L-5) is 50%, 40%, 35%, 30%, 20%, 15%, 10% and 5% relative to the total amount of the composition of the present invention.
The compound represented by the general formula (L-5) is preferably a compound represented by the formula (L-5.1) or the formula (L-5.2), and particularly preferably a compound represented by the formula (L-5.1).
The lower limit of the preferred content of these compounds is 1%, 2%, 3%, 5% and 7% relative to the total amount of the composition of the present invention. The preferable upper limit of the content of these compounds is 20%, 15%, 13%, 10%, 9%.
[ 116]
The compound represented by the general formula (L-5) is preferably a compound represented by the formula (L-5.3) or the formula (L-5.4).
The lower limit of the preferred content of these compounds is 1%, 2%, 3%, 5% and 7% relative to the total amount of the composition of the present invention. The preferable upper limit of the content of these compounds is 20%, 15%, 13%, 10%, 9%.
[ Chemical 117]
The compound represented by the general formula (L-5) is preferably a compound selected from the group of compounds represented by the formulae (L-5.5) to (L-5.7), and particularly preferably a compound represented by the formula (L-5.7).
The lower limit of the preferred content of these compounds is 1%, 2%, 3%, 5% and 7% relative to the total amount of the composition of the present invention. The preferable upper limit of the content of these compounds is 20%, 15%, 13%, 10%, 9%.
[ Chemical 118]
The compound represented by the general formula (L-6) is the following compound.
[ 119]
(Wherein 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 preferably one of X L61 and X L62 is a fluorine atom and the other is a hydrogen atom.
The compound represented by the general formula (L-6) may be used alone or in combination of two or more compounds. The types of the combinable compounds are not particularly limited, and are appropriately used in combination according to the properties required for solubility at low temperature, transition temperature, electrical reliability, birefringence, and the like. The types of the compounds used are, for example, 1, 2, 3, 4, 5 or more in one embodiment of the present invention.
The preferable lower limit value of the content of the compound represented by the formula (L-6) is 1%, 2%, 3%, 5%, 7%, 10%, 14%, 16%, 20%, 23%, 26%, 30%, 35%, 40% relative to the total amount of the composition of the present invention. The preferable upper limit value of the content of the compound represented by the formula (L-6) is 50%, 40%, 35%, 30%, 20%, 15%, 10% and 5% relative to the total amount of the composition of the present invention. When the concentration is made large, the content is preferably set to be much larger, and when the concentration is made to precipitate at a low temperature, the content is preferably small.
The compounds represented by the general formula (L-6) are preferably compounds represented by the formulae (L-6.1) to (L-6.9).
[ 120]
The types of the combinable compounds are not particularly limited, but 1 to 3 of these compounds are preferably contained, and 1 to 4 are more preferably contained. Further, since the molecular weight distribution of the selected compound is also effective for solubility, for example, 1 kind of compound represented by the formula (L-6.1) or (L-6.2), 1 kind of compound represented by the formula (L-6.4) or (L-6.5), 1 kind of compound represented by the formula (L-6.6) or (L-6.7), 1 kind of compound represented by the formula (L-6.8) or (L-6.9) are preferably selected, and these are appropriately combined. Among these, the compounds represented by the formula (L-6.1), the formula (L-6.3) and the formulas (L-6.4), (L-6.6) and (L-6.9) are preferably contained.
Further, the compound represented by the general formula (L-6) is preferably a compound represented by the formulae (L-6.10) to (L-6.17), for example, and among these, a compound represented by the formula (L-6.11) is preferable.
[ Chemical 121]
The lower limit of the preferred content of these compounds is 1%, 2%, 3%, 5% and 7% relative to the total amount of the composition of the present invention. The preferable upper limit of the content of these compounds is 20%, 15%, 13%, 10%, 9%.
The compound represented by the general formula (L-7) is the following compound.
[ Chemical 122]
(Wherein R L71 and R L72 each independently represent the same meaning as R L1 and R L2 in the general formula (L), A L71 and A L72 each independently represent the same meaning as A L2 and A L3 in the general formula (L), a hydrogen atom on A L71 and A L72 may each independently be substituted with a fluorine atom, Z L71 represents the same meaning as Z L2 in the general formula (L), and X L71 and X L72 each independently represent a fluorine atom or a hydrogen atom.)
Wherein 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, A L71 and A L72 are each independently preferably a1, 4-cyclohexylene group or a1, 4-phenylene group, the hydrogen atoms on A L71 and A L72 may each independently be substituted with a fluorine atom, Z L71 is preferably a single bond or-COO-, preferably a single bond, and X L71 and X L72 are preferably hydrogen atoms.
The types of the compounds to be combined are not particularly limited, and the combination is carried out according to the required properties such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of the compounds used are, for example, 1,2, 3, and 4 as one embodiment of the present invention.
In the composition of the present invention, the content of the compound represented by the general formula (L-7) is required to be appropriately adjusted in accordance with the required properties such as solubility at low temperature, transition temperature, electrical reliability, birefringence, process suitability, drop marks, burn-in, dielectric anisotropy, etc.
The preferable lower limit value of the content of the compound represented by the formula (L-7) relative to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, 7%, 10%, 14%, 16% and 20%. The preferable upper limit value of the content of the compound represented by the formula (L-7) is 30%, 25%, 23%, 20%, 18%, 15%, 10% and 5% relative to the total amount of the composition of the present invention.
When the composition of the present invention is intended to be an embodiment with a high Tni, the content of the compound represented by the formula (L-7) is preferably set to be much smaller, and when an embodiment with a low viscosity is intended, the content is preferably set to be smaller.
Further, the compound represented by the general formula (L-7) is preferably a compound represented by the formulae (L-7.1) to (L-7.4), and more preferably a compound represented by the formula (L-7.2).
[ 123]
Further, the compound represented by the general formula (L-7) is preferably a compound represented by the formulae (L-7.11) to (L-7.13), and more preferably a compound represented by the formula (L-7.11).
[ Chemical 124]
Further, the compounds represented by the general formula (L-7) are compounds represented by the formulae (L-7.21) to (L-7.23). The compound represented by the formula (L-7.21) is preferable.
[ 125]
Further, the compound represented by the general formula (L-7) is preferably a compound represented by the formulae (L-7.31) to (L-7.34), and more preferably a compound represented by the formulae (L-7.31) or/and (L-7.32).
[ 126]
Further, the compound represented by the general formula (L-7) is preferably a compound represented by the formulae (L-7.41) to (L-7.44), and more preferably a compound represented by the formulae (L-7.41) or/and (L-7.42).
[ 127]
The compound represented by the general formula (L-8) is the following compound.
[ 128]
(Wherein R L81 and R L82 each independently represent the same meaning as R L1 and R L2 in the general formula (L), A L81 represents the same meaning as A L1 in the general formula (L) or a single bond, a hydrogen atom on A L81 may each independently be substituted with a fluorine atom, and X L81~XL86 each independently represents a fluorine atom or a hydrogen atom.)
Wherein R L81 and R L82 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, A L81 is preferably a1, 4-cyclohexylene group or a1, 4-phenylene group, hydrogen atoms on A L71 and A L72 may each independently be substituted with a fluorine atom, the number of fluorine atoms on the same ring structure in the general formula (L-8) is preferably 0 or 1, and the number of fluorine atoms in the molecule is preferably 0 or 1.
The types of the compounds to be combined are not particularly limited, and the combination is carried out according to the required properties such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of the compounds used are, for example, 1,2, 3, and 4 as one embodiment of the present invention.
In the composition of the present invention, the content of the compound represented by the general formula (L-8) is required to be appropriately adjusted in accordance with the properties required for solubility at low temperature, transition temperature, electrical reliability, birefringence, process suitability, drop marks, burn-in, dielectric anisotropy, and the like.
The preferable lower limit value of the content of the compound represented by the formula (L-8) relative to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, 7%, 10%, 14%, 16% and 20%. The preferable upper limit value of the content of the compound represented by the formula (L-8) is 30%, 25%, 23%, 20%, 18%, 15%, 10% and 5% relative to the total amount of the composition of the present invention.
When the composition of the present invention is intended to be an embodiment with a high Tni, the content of the compound represented by the formula (L-8) is preferably set to be much smaller, and when an embodiment with a low viscosity is intended, the content is preferably set to be smaller.
Further, the compound represented by the general formula (L-8) is preferably a compound represented by the formulae (L-8.1) to (L-8.4), more preferably a compound represented by the formulae (L-8.3), (L-8.5), (L-8.6), (L-8.13), (L-8.16) to (L-8.18) or (L-8.23) to (L-8.28).
[ 129]
[ 130]
[ 131]
The preferable lower limit value of the total content of the compounds represented by the general formulae (i), (ii), (L) and (J) is 80%, 85%, 88%, 90%, 92%, 93%, 94%, 95%, 96%, 97%, 98%, 99% and 100% relative to the total amount of the composition of the present invention. The preferable upper limit value of the content is 100%, 99%, 98%, 95%.
The preferable lower limit value of the total content of the compounds represented by the general formulae (i), (ii), (L) and (M) is 80%, 85%, 88%, 90%, 92%, 93%, 94%, 95%, 96%, 97%, 98%, 99% and 100% relative to the total amount of the composition of the present invention. The preferable upper limit value of the content is 100%, 99%, 98%, 95%.
The lower limit value of the total preferable content of the compounds represented by the general formulae (i), (ii), (L-1) to (L-8), (M-1) to (M-18) and (K-1) to (K-6) is 80%, 85%, 88%, 90%, 92%, 93%, 94%, 95%, 96%, 97%, 98%, 99% and 100% relative to the total amount of the composition of the present invention. The preferable upper limit value of the content is 100%, 99%, 98%, 95%.
The composition of the present application preferably does not contain a compound having a structure in which oxygen atoms such as a peroxy (-CO-OO-) structure are linked to each other in the molecule.
When importance is placed on 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, still more preferably 1% or less, and most preferably substantially none of the compound is contained with respect to the total mass of the composition.
When importance is attached to stability by UV irradiation, the content of the compound that generates substitution of chlorine atoms is preferably 15% or less, preferably 10% or less, preferably 8% or less, more preferably 5% or less, preferably 3% or less, and even more preferably substantially none of the compound is contained relative to the total mass of the composition.
The content of the compound having all 6-membered rings in the molecule is preferably set to be substantially higher, and the content of the compound having all 6-membered rings in the molecule is preferably 80% or higher, more preferably 90% or higher, still more preferably 95% or higher, and most preferably the composition is substantially composed only of the compound having all 6-membered rings in the molecule, relative to the total mass of the composition.
In order to suppress deterioration due to oxidation of the composition, the content of the compound having a cyclohexenylene group as a ring structure is preferably set to be small, and the content of the compound having a cyclohexenylene group is preferably set to be 10% or less, preferably 8% or less, more preferably 5% or less, preferably 3% or less, and even more preferably substantially none, relative to the total mass of the composition.
When importance is attached to the improvement of the viscosity and the improvement of Tni, the content of the compound having a 2-methylbenzene-1, 4-diyl group in the molecule, which may be substituted with halogen, is preferably reduced, and the content of the compound having a 2-methylbenzene-1, 4-diyl group in the molecule is preferably 10% or less, preferably 8% or less, more preferably 5% or less, preferably 3% or less, and even more preferably substantially none, relative to the total mass of the composition.
The term "substantially not" as used herein means that the material is not contained except for an unintentional material.
When the compound contained in the composition of the first embodiment of the present invention has an alkenyl group as a side chain, the number of carbon atoms of the alkenyl group is preferably 2 to 5 when the alkenyl group is connected to cyclohexane, and the number of carbon atoms of the alkenyl group is preferably 4 to 5 when the alkenyl group is connected to benzene, and it is preferable that the unsaturated bond of the alkenyl group is not directly connected to benzene.
In order to produce a liquid crystal display element of PS mode, lateral electric field type PSA mode, lateral electric field type PSVA mode, or the like, the composition of the present invention may contain a polymerizable compound. Examples of the polymerizable compound that can be used include photopolymerizable monomers that polymerize by energy rays such as light, and examples of the structure include polymerizable compounds having a liquid crystal skeleton in which a plurality of six-membered rings are linked, such as biphenyl derivatives and terphenyl derivatives. More specifically, a difunctional monomer represented by the general formula (XX) is preferable.
[ Chemical 132]
(Wherein X 201 and X 202 each independently represent a hydrogen atom or a methyl group,
Sp 201 and Sp 202 are each independently preferably a single bond, an alkylene group having 1 to 8 carbon atoms or-O- (CH 2)s - (wherein s represents an integer of 2 to 7, and an oxygen atom is bonded to an aromatic ring)),
Z 201 is -OCH2-、-CH2O-、-COO-、-OCO-、-CF2O-、-OCF2-、-CH2CH2-、-CF2CF2-、-CH=CH-COO-、-CH=CH-OCO-、-COO-CH=CH-、-OCO-CH=CH-、-COO-CH2CH2-、-OCO-CH2CH2-、-CH2CH2-COO-、-CH2CH2-OCO-、-COO-CH2-、-OCO-CH2-、-CH2-COO-、-CH2-OCO-、-CY1=CY2-(, and Y 1 and Y 2 are each independently a fluorine atom or a hydrogen atom. ) -C.ident.C-or a single bond,
M 201 represents a 1, 4-phenylene group, a trans-1, 4-cyclohexylene group, or a single bond, wherein any hydrogen atom in all the 1, 4-phenylene groups may be substituted with a fluorine atom. )
Both of X 201 and X 202 are preferably diacrylate derivatives each having a hydrogen atom and dimethacrylate derivatives each having a methyl group, and compounds each having a hydrogen atom on one side and a methyl group on the other side are also preferred. These compounds have the fastest polymerization rate of the diacrylate derivative, the slow dimethacrylate derivative, and the asymmetric compound is centered, and a preferable mode can be used depending on the use. Among PSA display elements, dimethacrylate derivatives are particularly preferred.
Sp 201 and Sp 202 each independently represent a single bond, an alkylene group having 1 to 8 carbon atoms, or-O- (CH 2)s -, preferably at least one of them is a single bond, the compounds each representing a single bond, or the compounds each representing a single bond and the other representing an alkylene group having 1 to 8 carbon atoms or the form-O- (CH 2)s) -in which case, alkyl groups of 1 to 4 are preferred, and s is preferably 1 to 4.
Z 201 is preferably -OCH2-、-CH2O-、-COO-、-OCO-、-CF2O-、-OCF2-、-CH2CH2-、-CF2CF2- or a single bond, more preferably-COO-, -OCO-or a single bond, particularly preferably a single bond.
M 201 represents a 1, 4-phenylene group, a trans-1, 4-cyclohexylene group or a single bond, preferably a 1, 4-phenylene group or a single bond, any of which hydrogen atoms may be substituted with fluorine atoms. When M 201 represents a ring structure other than a single bond, Z 201 is also preferably a linking group other than a single bond, and when M 201 is a single bond, Z 201 is preferably a single bond.
From these points of view, in the general formula (XX), the ring structure between Sp 201 and Sp 202 is specifically preferably the structure described below.
In the general formula (XX), M 201 represents a single bond, and when the ring structure is formed of two rings, the following formulas (XXa-1) to (XXa-5) are preferable, the formulas (XXa-1) to (XXa-3) are more preferable, and the formula (XXa-1) is particularly preferable.
[ Chemical 133]
(Wherein both ends are connected to Sp 201 or Sp 202.)
The polymerizable compound having such a skeleton is excellent in alignment restriction force after polymerization, and can obtain a good alignment state, and therefore display unevenness is suppressed or not generated at all.
From the above aspects, the polymerizable monomer is particularly preferably of the general formulae (XX-1) to (XX-4), and of these, the general formula (XX-2) is most preferable.
[ 134]
(Wherein benzene may be substituted with a fluorine atom, sp 20 represents an alkylene group having 2 to 5 carbon atoms.)
When a monomer is added to the composition of the present invention, polymerization proceeds even in the absence of a polymerization initiator, but a polymerization initiator may be contained in order to promote polymerization. Examples of the polymerization initiator include benzoin ethers, benzophenones, acetophenones, benzil ketals, and acylphosphine oxides.
The composition of the present invention may further contain a compound represented by the general formula (Q).
[ Chemical 135]
(Wherein R Q represents a straight-chain alkyl group or a branched alkyl group having 1 to 22 carbon atoms, 1 or more CH 2 groups in the alkyl group may be represented by-O-, which is not directly adjacent to an oxygen atom-CH=CH-, -CO-, -OCO-, -COO-, -C.ident.C-, -CF 2O-、-OCF2 -, M Q represents trans-1, 4-cyclohexylene, 1, 4-phenylene or a single bond.)
R Q represents a linear or branched alkyl group having 1 to 22 carbon atoms, 1 or more CH 2 groups in the alkyl group may be represented by-O-, which is not directly adjacent to an oxygen atom-CH=CH-, -CO-, -OCO-, -COO-, -C.ident.C-, -CF 2O-、-OCF2 -substitution, preferably a linear alkyl group having 1 to 10 carbon atoms, a linear alkoxy group, a linear alkyl group in which 1 CH 2 group may be substituted with-OCO-or-COO-, branched alkyl, branched alkoxy, branched alkyl in which 1 CH 2 group may be substituted by-OCO-or-COO-, branched alkyl, branched alkoxy 1 CH 2 group is branched alkyl which may be substituted by-OCO-or-COO-. M Q represents trans-1, 4-cyclohexylene, 1, 4-phenylene or a single bond, preferably trans-1, 4-cyclohexylene or 1, 4-phenylene.
The compounds represented by the general formula (Q) are more specifically preferred compounds represented by the following general formulae (Q-a) to (Q-d).
[ Chemical 136]
Wherein R Q1 is preferably a linear or branched alkyl group having 1 to 10 carbon atoms, R Q2 is preferably a linear or branched alkyl group having 1 to 20 carbon atoms, R Q3 is preferably a linear, branched alkyl, linear or branched alkoxy group having 1 to 8 carbon atoms, and L Q is preferably a linear or branched alkylene group having 1 to 8 carbon atoms. Of the compounds represented by the general formulae (Q-a) to (Q-d), the compounds represented by the general formulae (Q-c) and (Q-d) are further preferable.
In the composition of the present application, the compound represented by the general formula (Q) preferably contains 1 or 2, more preferably 1 to 5, and the content thereof is preferably 0.001 to 1%, more preferably 0.001 to 0.1%, particularly preferably 0.001 to 0.05%.
The composition containing a polymerizable compound of the present invention is used for a liquid crystal display element for controlling the light transmission amount by utilizing the birefringence of the composition, by polymerizing the polymerizable compound contained therein by irradiation with ultraviolet rays to impart liquid crystal alignment energy. As liquid crystal display elements, they are useful in AM-LCDs (active matrix liquid crystal display elements), TN (nematic liquid crystal display elements), STN-LCDs (super twisted nematic liquid crystal display elements), OCB-LCDs and IPS-LCDs (in-plane switching liquid crystal display elements), and in particular, in AM-LCDs, they can be used in transmissive or reflective liquid crystal display elements.
The 2 substrates of the liquid crystal cell used in the liquid crystal display element may be made of glass or a transparent material having flexibility such as plastic, or may be made of an opaque material such as silicon. The transparent substrate having the transparent electrode layer can be obtained by, for example, sputtering Indium Tin Oxide (ITO) on a transparent substrate such as a glass plate.
The color filter can be produced by, for example, pigment dispersion, printing, electrodeposition, dyeing, or the like. In the following description, a method of manufacturing a color filter by a pigment dispersion method will be described as an example, in which a curable coloring composition for a color filter is applied to a transparent substrate, patterned, and then cured by heating or light irradiation. This step is performed for each of red, green and blue colors, whereby a pixel portion for a color filter can be formed. Further, a pixel electrode provided with an active element such as a TFT, a thin film diode, or a metal-insulator-metal (soi) resistivity element may be provided on the substrate.
The substrates are opposed to each other with the transparent electrode layer inside. At this time, the interval of the substrates may be adjusted by the spacers. In this case, the thickness of the light control layer to be obtained is preferably adjusted to be 1 to 100. Mu.m. Further preferably 1.5 to 10 μm, and when a polarizing plate is used, the product of the refractive index anisotropy Δn of the liquid crystal and the cell thickness d is preferably adjusted so that the contrast ratio becomes maximum. In addition, when two polarizing plates are present, the polarizing axis of each polarizing plate may be adjusted so that the viewing angle and contrast become good. Further, a retardation film for enlarging the viewing angle may be used. Examples of the spacers include columnar spacers made of glass particles, plastic particles, alumina particles, a photoresist material, and the like. Thereafter, a sealing agent such as an epoxy thermosetting composition is screen-printed on the substrates in a form provided with a liquid crystal injection port, the substrates are bonded to each other, and the sealing agent is thermally cured by heating.
As a method for sandwiching the composition containing the polymerizable compound between 2 substrates, a general vacuum injection method, an ODF method, or the like can be used, and although no drop mark is generated in the vacuum injection method, there is a problem of residual injection marks, and the present application can be more suitably used for a display element manufactured using the ODF method. In the liquid crystal display element manufacturing process of the ODF method, an epoxy photo-thermal and curable sealant is drawn into a closed-loop bank shape by using a dispenser on one of a back plate and a front plate, and a predetermined amount of the composition is dropped thereto under deaeration conditions, and then the front plate and the back plate are bonded to each other, whereby a liquid crystal display element can be manufactured. The composition of the present application can be used suitably because it can be stably dropped in the ODF process.
As a method of polymerizing the polymerizable compound, a method of polymerizing the polymerizable compound by irradiation with active energy rays such as ultraviolet rays or electron rays singly or in combination or sequentially is preferable because a proper polymerization rate is desired in order to obtain good alignment performance of the liquid crystal. When ultraviolet rays are used, a polarized light source may be used, or a non-polarized light source may be used. In addition, when polymerization is performed in a state where a composition containing a polymerizable compound is sandwiched between 2 substrates, at least the substrate on the irradiation surface side must have appropriate transparency to active energy rays. In addition, such means may be used: when the irradiation is performed, only a specific portion is polymerized by using a mask, and then the alignment state of the unpolymerized portion is changed by changing conditions such as an electric field, a magnetic field, or a temperature, and further, the polymerization is performed by irradiation with active energy rays. In particular, when ultraviolet exposure is performed, it is preferable to perform ultraviolet exposure while applying an alternating electric field to the composition containing the polymerizable compound. The applied alternating electric field is preferably alternating current of a frequency of 10Hz to 10kHz, more preferably of a frequency of 60Hz to 10kHz, the voltage being selected in dependence on the desired pretilt angle of the liquid crystal display element. That is, the pretilt angle of the liquid crystal display element can be controlled by the applied voltage. In the liquid crystal display element of the transverse electric field MVA mode, the pretilt angle is preferably controlled to 80 degrees to 89.9 degrees from the viewpoints of alignment stability and contrast.
The temperature at the time of irradiation is preferably within a temperature range in which the liquid crystal state of the composition of the present invention is maintained. It is preferable to polymerize the polymer at a temperature close to room temperature, that is, usually 15 to 35 ℃. As the lamp for generating ultraviolet rays, a metal halide lamp, a high-pressure mercury lamp, an ultra-high-pressure mercury lamp, or the like can be used. The wavelength of the irradiated ultraviolet light is preferably ultraviolet light whose irradiation wavelength region is not in the absorption wavelength region of the composition, and is preferably used by filtering the ultraviolet light as needed. The intensity of the irradiated ultraviolet light is preferably 0.1mW/cm2 to 100W/cm2, more preferably 2mW/cm2 to 50W/cm2. The energy of the irradiated ultraviolet rays can be appropriately adjusted, preferably 10mJ/cm2 to 500J/cm2, more preferably 100mJ/cm2 to 200J/cm2. When ultraviolet rays are irradiated, the intensity may be changed. The time of irradiating ultraviolet rays is appropriately selected according to the intensity of the irradiated ultraviolet rays, and is preferably 10 seconds to 3600 seconds, more preferably 10 seconds to 600 seconds.
The liquid crystal display element using the composition of the present invention is a useful liquid crystal display element having both high-speed response and suppression of display failure, and is particularly useful for an active matrix driving liquid crystal display element, and can be applied to a VA mode, PSVA mode, PSA mode, FFS mode, IPS mode, or ECB mode liquid crystal display element.
Examples
The present invention is further described in detail by the following examples, but the present invention is not limited by these examples. In the compositions of examples and comparative examples below, "%" means "% by mass".
In the examples, the measured characteristics are as follows.
T ni: nematic phase-isotropic liquid phase transition temperature (. Degree. C.)
An: refractive index anisotropy at 298K
Δε: dielectric constant anisotropy at 298K
Η: viscosity at 293K (mPa.s)
Gamma 1: rotational viscosity at 298K (mPa. S)
Vth: the liquid crystal was sealed in a TN cell having a thickness of 6 μm, and the transmittance was changed by 10% at 298K under crossed Nicol polarizers.
VHR: voltage holding ratio at 333K under the condition of applying voltage of 5V at frequency 60Hz (%)
VHR after heat resistance test: the composition sample-encapsulated TEG (test element group) for evaluating electro-optical properties was kept in a constant temperature bath at 130℃for 1 hour, and then measured under the same conditions as in the VHR measurement method.
Burning screen:
The burn-in evaluation of the liquid crystal display element is to measure a test time until the residual image of the fixed pattern reaches an unacceptable residual image level when the entire screen is uniformly displayed after displaying a predetermined fixed pattern in the display area for an arbitrary test time.
1) The test time herein means a display time of a fixed pattern, and the longer the time is, the more generation of the ghost is suppressed, and the higher the performance is.
2) The intolerable ghost level is a level at which a ghost that is unacceptable in the judgment of whether or not shipment is acceptable is observed.
Example)
Sample a:1000 hours
Sample B:500 hours
Sample C:200 hours
Sample D:100 hours
The performance is A > B > C > D
Drop mark:
the evaluation of the drop mark of the liquid crystal display device was performed in the following 5 steps, in which the drop mark appears white when black is displayed on the entire surface by visual observation.
5: No drop mark (you)
4: Has very few drops but is of a tolerable level (good)
3: Has little drop mark, and can judge whether the product is qualified or not (if the product is qualified)
2: Drop marks, intolerable levels (impossible)
1: With drop marks, quite poor (poor)
The process is adaptive:
the process adaptability was that in the ODF process, the mass of the liquid crystal dropped 100 times each when the liquid crystal was dropped 100 times each of "0 to 100 times, 101 to 200 times, 201 to 300 times, … …" was measured by using a constant volume metering pump every 1 pL, and the evaluation was made by the number of times of dropping when the deviation of the mass reached a size unsuitable for the ODF process.
The more the number of drops, the more stable the drops can be made over a long period of time, and the higher the process suitability can be said to be.
Example)
Sample a:95000 times
Sample B:40000 times
Sample C:100000 times
Sample D:10000 times
The performance is C > A > B > D.
Low temperature storage stability:
The preservability at low temperature was evaluated by weighing 0.5g of the composition in a 1mL sample bottle, preserving the composition in a temperature-controlled test cell at-25℃for 240 hours, visually observing the precipitate formed from the composition, and measuring the test time when the precipitate was observed. The longer the test time until precipitation occurs, the better the storage at low temperature can be said.
Solubility at low temperature:
The solubility at low temperature was evaluated by weighing 1g of the composition in a 2mL sample bottle after preparation of the composition, giving a temperature change to the composition in a temperature-controlled test tank in the following operating state "-20 ℃ (1 hour hold), temperature increase (0.1 ℃/min), 0 ℃ (1 hour hold), temperature increase (0.1 ℃/min), 20 ℃ (1 hour hold), temperature decrease (-0.1 ℃/min), 0 ℃ (1 hour hold), temperature decrease (-0.1 ℃/min), temperature change was given to the composition, and the test time when the precipitate was observed was measured by visual observation.
The longer the test time, the more stable the liquid crystal phase is maintained for a long period of time, and the better the solubility at low temperatures is.
Example)
Sample a:72 hours
Sample B:600 hours
Sample C:384 hours
Sample D:1440 hours
The performance is D > B > C > A.
Volatility/manufacturing device contamination:
The volatility of the liquid crystal material was evaluated by observing the operation state of the vacuum stirring and deaerating mixer using a stroboscope, and visually observing foaming of the liquid crystal material. Specifically, 0.8kg of the composition was charged into a dedicated container of a vacuum stirring and degassing mixer having a capacity of 2.0L, and the vacuum stirring and degassing mixer was operated at a revolution speed of 15S -1 and a rotation speed of 7.5S -1 under degassing conditions of 4kPa, and the time until foaming was started was measured.
The longer the time until foaming starts, the more difficult it is to volatilize, and the lower the possibility of contaminating the manufacturing apparatus, and therefore, the higher the performance is.
Example)
Sample a:200 seconds
Sample B:45 seconds
Sample C:60 seconds
Sample D:15 seconds
The performance is A > C > B > D.
Example 1 and comparative examples 1 to 3
The liquid crystal composition of the present application and a liquid crystal display element using the same were prepared, and physical properties were measured.
TABLE 1
| Example 1 | Comparative example 1 | Comparative example 2 | Comparative example 3 | |
| Tni | 71.8 | 66.2 | 71.5 | 68.7 |
| Δn | 0.101 | 0.103 | 0.106 | 0.109 |
| Δε | 10.3 | 10.6 | 10.6 | 10.3 |
| γ1 | 82 | 83 | 105 | 111 |
| (M-2.3) | 3 | 3 | 3 | 3 |
| (M-7.12) | 10 | 10 | 10 | |
| (M-1.1) | 5 | 5 | 2 | 5 |
| (M-1.2) | 5 | 5 | 4 | 5 |
| (M-8.12) | 3 | 3 | 3 | 3 |
| (L-1-2.2) | 40 | 40 | 40 | 20 |
| (L-1-1.3) | 10 | 10 | 10 | 10 |
| (L-4.1) | 4 | 4 | 4 | 4 |
| (L-4.2) | 10 | 10 | 10 | 10 |
| (ii-1-2) | 10 | |||
| (i-2-2) | 10 | |||
| (M-4.2) | 10 | 10 | 10 | |
| (M-4.4) | 4 | |||
| (L-1-2.4) | 20 |
In comparison with example 1, comparative example 1 was a composition obtained by replacing the compound represented by the general formula (i) with a compound represented by the formula (M-7.12) having a similar structure, and replacing the compound represented by the general formula (ii) with a compound represented by the formula (M-4.2) having a similar structure. Thus, tni is greatly reduced.
Comparative example 2 is a composition in which Tni of comparative example 1 was adjusted to the same extent as in example 1. Thus, tni can be made to be the same as in example 1, but γ1 is greatly increased.
Comparative example 3 was a composition obtained by adjusting the content of the compound represented by the formula (L-1-2.2) of comparative example 1 and adjusting Tni to the same extent as in example 1, but γ1 was also greatly increased in this method.
Thus, the composition of the present invention has extremely excellent properties.
Examples 2 to 4
TABLE 2
| Example 2 | Example 3 | Example 4 | |
| Tni | 84.2 | 78.2 | 72.5 |
| Δn | 0.095 | 0.098 | 0.089 |
| Δε | 9.2 | 9.1 | 7.6 |
| η | 15.6 | 14.1 | 10.3 |
| γ1 | 87 | 84 | 61 |
| γ1/Δn2 | 9.61 | 8.71 | 7.73 |
| (M-5.2) | 5 | 5 | 5 |
| (M-2.3) | 5 | 5 | 5 |
| (M-2.5) | 10 | 5 | 5 |
| (M-1.2) | 5 | 5 | 5 |
| (M-8.12) | 5 | 3 | 3 |
| (ii-1-1) | 5 | ||
| (ii-1-2) | 10 | 10 | 5 |
| (L-1-2.2) | 40 | 40 | 45 |
| (L-4.1) | 5 | 5 | 5 |
| (L-7.2) | 5 | 5 | 5 |
| (i-2-1) | 5 | 5 | |
| (i-2-2) | 5 | 5 | 5 |
| (M-4.2) | 5 | 5 | |
| (M-6.32) | 2 | ||
| (L-5.1) | 2 |
Examples 5 to 7
TABLE 3
| Example 5 | Example 6 | Example 7 | |
| Tni | 85.3 | 86.9 | 70.8 |
| Δn | 0.106 | 0.103 | 0.109 |
| Δε | 8.7 | 7.5 | 13.1 |
| η | 17.7 | 16.2 | 20.5 |
| γ1 | 106 | 102 | 121 |
| (M-5.11) | 5 | 5 | 5 |
| (M-5.23) | 5 | 5 | 5 |
| (M-6.22) | 5 | 5 | |
| (M-6.32) | 5 | 5 | 5 |
| (M-7.11) | 5 | ||
| (M-1.2) | 5 | 5 | 5 |
| (M-8.12) | |||
| (L-1-2.2) | 30 | 30 | 30 |
| (L-1-1.3) | 5 | 5 | |
| (L-4.1) | 15 | 15 | 5 |
| (L-4.2) | 10 | 10 | 5 |
| (i-2-1) | 5 | 5 | 5 |
| (i-2-2) | 5 | 5 | 5 |
| (ii-1-1) | 5 | 5 | 5 |
| (ii-1-2) | 5 | 5 | 5 |
| (M-4.2) | 5 |
Examples 8 to 10
TABLE 4
| Example 8 | Example 9 | Example 10 | |
| Tni | 93.5 | 87.3 | 78.2 |
| Δn | 0.116 | 0.116 | 0.110 |
| Δε | 11.3 | 11.3 | 10.4 |
| η | 19.4 | 20.5 | 16.6 |
| γ1 | 127 | 119 | 88 |
| (M-5.23) | 10 | 10 | 10 |
| (M-2.3) | 5 | 5 | 5 |
| (M-7.12) | 5 | 5 | 5 |
| (M-4.2) | 10 | 10 | 10 |
| (M-4.3) | 5 | 5 | 5 |
| (M-4.4) | 5 | 5 | 5 |
| (L-1-3.3) | 10 | 5 | 5 |
| (L-1-2.2) | 20 | 25 | 30 |
| (L-1-1.3) | 5 | 6 | |
| (L-2.6) | 5 | 3 | |
| (L-4.4) | 5 | 3 | |
| (L-6.10) | 5 | 4 | 4 |
| (i-2-1) | 5 | 5 | 4 |
| (i-2-2) | 5 | 5 | 4 |
| (ii-1-2) | 5 | 5 | 4 |
Examples 11 to 13
TABLE 5
| Example 11 | Example 12 | Example 13 | |
| Tni | 63.1 | 54.6 | 55.1 |
| Δn | 0.107 | 0.092 | 0.101 |
| Δε | 4.6 | 4.4 | 6.1 |
| η | 29.5 | 25.1 | 30.9 |
| γ1 | 44 | 33 | 44 |
| (M-7.12) | 5 | ||
| (L-1-2.2) | 50 | 50 | 40 |
| (L-1-1.3) | 8 | 8 | 10 |
| (L-6.12) | 5 | 3 | 3 |
| (L-6.10) | 5 | 3 | 3 |
| (L-6.14) | 5 | 3 | 3 |
| (i-2-1) | 3 | 3 | 5 |
| (i-2-2) | 5 | 5 | 6 |
| (ii-1-1) | 5 | 5 | 5 |
| (ii-1-2) | 5 | 5 | 5 |
| (M-4.2) | 4 | 5 | 5 |
| (M-1.2) | 5 | 5 | 5 |
| (M-2.3) | 5 | 5 |
Examples 14 to 16
TABLE 6
| Example 14 | Example 15 | Example 16 | |
| Tni | 89.3 | 87.8 | 93.8 |
| Δn | 0.104 | 0.093 | 0.100 |
| Δε | 7.0 | 4.8 | 5.5 |
| γ1 | 72 | 47 | 60 |
| (M-1.2) | 4 | 3 | 3 |
| (M-8.32) | 3 | 3 | 3 |
| (M-8.12) | 3 | 3 | 3 |
| (M-4.2) | 5 | 3 | 3 |
| (M-4.3) | 5 | 3 | 3 |
| (ii-1-1) | 5 | 5 | 6 |
| (ii-1-2) | 5 | 5 | 7 |
| (L-1-2.2) | 45 | 45 | 38 |
| (L-1-1.3) | 5 | 6 | 10 |
| (L-4.1) | 5 | 3 | 3 |
| (L-6.10) | 5 | 5 | 5 |
| (i-2-1) | 5 | 8 | 8 |
| (i-2-2) | 5 | 8 | 8 |
Examples 17 to 19
TABLE 7
| Example 17 | Example 18 | Example 19 | |
| Tni | 76.1 | 79.0 | 73.6 |
| Δn | 0.105 | 0.105 | 0.099 |
| Δε | 5.2 | 5.5 | 4.6 |
| γ1 | 55 | 67 | 48 |
| (M-6.22) | 6 | 3 | 3 |
| (M-1.2) | 5 | 3 | 3 |
| (M-8.32) | 4 | 4 | 3 |
| (M-8.52) | 1 | 1 | 1 |
| (ii-1-1) | 3 | 9 | 9 |
| (ii-1-2) | 6 | 6 | 4 |
| (L-1-2.2) | 40 | 35 | 32 |
| (L-1-1.3) | 5 | 5 | 5 |
| (L-4.1) | 10 | 10 | 10 |
| (L-6.1) | 5 | 5 | 5 |
| (L-6.5) | 5 | 5 | 5 |
| (i-2-1) | 6 | 6 | 10 |
| (i-2-2) | 4 | 8 | 10 |
The following evaluations of the compositions of examples 1, 8 and 14 are shown.
TABLE 8
| Example 1 | Example 8 | Example 14 | |
| Incipient VHR | 99.3 | 99.3 | 99.2 |
| Heated VHR | 98.1 | 98.4 | 98.3 |
| Screen burning | A | A | A |
| Drop mark | 5 | 5 | 5 |
| Process adaptation | C | C | C |
| Solubility at Low temperature | D | D | D |
| Volatility/manufacturing device contamination | A | A | A |
It is clear that the composition of the present application can realize a desired Δn value in a wide range, has a liquid crystal phase in a wide temperature range, has a low viscosity, has good solubility at low temperatures, has a high resistivity and a high voltage holding ratio, is stable to heat and light, is less likely to cause display defects such as burn-in and drop marks, and can produce liquid crystal display elements of FFS type, IPS type, TN type and the like with good yield by using the composition of the present application.
Claims (5)
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| WO2015159656A1 (en) * | 2014-04-15 | 2015-10-22 | Jnc株式会社 | Liquid crystal display element |
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| WO2015159656A1 (en) * | 2014-04-15 | 2015-10-22 | Jnc株式会社 | Liquid crystal display element |
| JP2016033203A (en) * | 2014-07-29 | 2016-03-10 | Jnc株式会社 | Liquid crystal composition and liquid crystal display element |
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