WO2019124095A1

WO2019124095A1 - Liquid crystal composition and liquid crystal display element

Info

Publication number: WO2019124095A1
Application number: PCT/JP2018/044886
Authority: WO
Inventors: 麻里奈後藤; 雄一井ノ上; ▲卓▼ 楊
Original assignee: Dic株式会社
Priority date: 2017-12-19
Filing date: 2018-12-06
Publication date: 2019-06-27
Also published as: TW201934726A; JPWO2019124095A1; KR20200098497A; CN111295433A; JP6658967B2

Abstract

The present invention addresses the problem of providing: a polymerizable liquid crystal composition which satisfies various properties required for liquid crystal display elements such as high-speed response, high contrast, and low power consumption, can reduce a UV irradiation process time, and is useful for production of a PSA or PSVA liquid crystal display element having high reliability; and a liquid crystal display element using the polymerizable liquid crystal composition. Provided is a polymerizable liquid crystal composition which contains one or more liquid crystal compounds and one or more polymerizable compounds represented by general formula (i), wherein the total contained amount of the polymerizable compounds is 0.4-10.0 mass% in the polymerizable liquid crystal composition containing the liquid crystal compounds and the polymerizable compounds. Also, provided is a liquid crystal display element using the polymerizable liquid crystal composition.

Description

Liquid crystal composition and liquid crystal display device

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

PSA (Polymer Sustained Alignment) type liquid crystal display device has a structure in which a polymer structure is formed in the cell to control the pretilt angle of liquid crystal molecules, and developed as a liquid crystal display element from high speed response and high contrast Is in progress.

In the production of a PSA-type liquid crystal display device, a liquid crystal composition (polymerizable liquid crystal composition) containing a polymerizable compound is injected between substrates, and ultraviolet light is irradiated in a state where liquid crystal molecules are aligned by applying a voltage. It is carried out by polymerizing a polymerizable compound to fix the alignment of liquid crystal molecules. At this time, when the unreacted polymerizable compound remains in the device, various problems occur. Therefore, since the polymerizable compound is often consumed, long-time ultraviolet irradiation or irradiation with ultraviolet light of different wavelengths is performed several times. Sometimes.

In the PSA type liquid crystal display element, the pretilt angle controls the alignment direction of liquid crystal molecules and is an important element related to the improvement of the response time of the liquid crystal display element. Is very important. If the time until the formation of the pretilt angle is short, and if the multiple ultraviolet irradiation times for consuming the unreacted polymerizable compound are short or unnecessary, it is possible to shorten the manufacturing process time.

Further, when a large cumulative irradiation energy is required, the size of the manufacturing apparatus is increased, the manufacturing efficiency is lowered, and deterioration of the liquid crystal composition due to ultraviolet light occurs.

In the PSA type liquid crystal display element, when the reliability decreases due to the ultraviolet irradiation or the pretilt angle changes with time, the display characteristics are deteriorated. For this reason, development of the liquid-crystal composition which these do not occur is desired.

For example, in the past, a method of forming a polymerizable compound to be added to a liquid crystal composition into a specific structure has been studied for the purpose of reducing deterioration of the liquid crystal material by increasing the polymerization rate. For example, Patent Document 1 configures a display element using a polymerizable compound having a structure of terphenyl as a ring structure, and Patent Document 2 configures a display element using a polymerizable compound having an acetylene structure. Is disclosed. However, even if these compounds were used, the improvement effect was not enough.

As shown in the examples of Patent Document 1 and Patent Document 2, ultraviolet light can be obtained by using the following compound (A) having a terphenyl skeleton or the compound (B) having an acetylene structure: Attempts have been made to improve the polymerization rate of polymerizable compounds at the time of irradiation.

However, in the display element using the compound (A) or the compound (B) as the polymerizable compound, the residual amount of the polymerizable compound is sufficiently small and the polymerization rate is relatively fast, but the reliability of the liquid crystal display element after ultraviolet irradiation There were some improvement issues, such as inadequate sex.

Japanese Patent Application Publication No. 2013-509457 Japanese Patent Application No. 2012-530144

The problem to be solved by the present invention is a PSA-type or PSVA-type liquid crystal display excellent in reliability after an ultraviolet irradiation process while satisfying various characteristics required for a liquid crystal display element such as high speed response, high contrast, low power consumption. An object of the present invention is to provide a polymerizable liquid crystal composition useful for producing a device, and to provide a liquid crystal display device using the same.

As a result of intensive investigations by the present inventors, the inventors have found that the above problems can be solved by a polymerizable liquid crystal composition containing a liquid crystal compound and a polymerizable compound having a specific chemical structure in a specific content, and complete the present invention It came to

That is, according to the present invention, a polymerizable liquid crystal composition comprising one or more liquid crystal compounds and one or more polymerizable compounds represented by the general formula (i) and containing a liquid crystal compound and a polymerizable compound The present invention provides a polymerizable liquid crystal composition in which the total content of polymerizable compounds in the product is 0.4% by mass or more and 10.0% by mass or less, and a liquid crystal display device using the same.

(In the formula,
P ⁱ¹ and P ⁱ² each independently represent a methacrylate group or an acrylate group,
Each of Sp ⁱ¹ and Sp ⁱ² independently represents a spacer group or a single bond,
Ms ⁱ¹ has a total of 14 or more of the number of π electrons contained in the structure and the number of electrons forming a noncovalent electron pair of the oxygen atom contained in the structure, and is represented by the general formula (Ms-1)

( ^Wherein , A ⁱ¹ is a group of (B ⁱ¹ ) to (B ⁱ⁴ )

(One or more hydrogen atoms in the structure may be substituted with a halogen atom, an alkoxy group having 1 to 8 carbon atoms and / or an alkyl group having 1 to 8 carbon atoms.)
Represents the structure represented by
n ⁱ¹ represents 1, 2, 3 or 4, and when a plurality of A ⁱ¹ are present, they may be the same or different. )
Is a structure represented by )

The liquid crystal composition of the present invention exhibits a small rotational viscosity (γ1) without lowering the refractive index anisotropy (Δn) and the nematic phase-isotropic liquid phase transition temperature (Tni), and the reliability after irradiation with ultraviolet light There is no further precipitation of the polymerizable compound.

The liquid crystal display device using the liquid crystal composition of the present invention has a large amount of change in pretilt angle and can form a sufficient pretilt angle by ultraviolet irradiation for a short time, so display defects such as alignment defects and burn-in do not occur or are suppressed. Moreover, while showing the outstanding display quality, the ultraviolet irradiation time in a manufacturing process can be shortened.

The liquid crystal composition of the present invention can form a pretilt angle in a short time, so that the liquid crystal composition can suppress deterioration due to ultraviolet light.

Further, by adjusting the content of the polymerizable compound represented by the general formula (i), after the UV irradiation of the liquid crystal display element after curing the polymerizable compound represented by the general formula (i) by ultraviolet irradiation The reduction of the voltage holding ratio (VHR) can be suppressed, and the residual amount of the polymerizable compound can be suppressed.

The polymerizable liquid crystal composition of the present invention has the characteristics as described above, and the liquid crystal display device using the polymerizable liquid crystal composition of the present invention has a high response speed and a high VHR, and has a display defect. Very useful because there is no or very little.

Hereinafter,% means% by mass unless otherwise specified.

The polymerizable liquid crystal composition of the present application contains one or more liquid crystal compounds and one or more polymerizable compounds, and the total content of the polymerizable compounds in the polymerizable liquid crystal composition is 0.4. % And 10.0% or less, preferably 0.45% or more and 10.0% or less, preferably 0.48% or more and 10.0% or less, and more preferably 0.5% or more and 8.5% or less, 0.52% or more and 8.3% or less is preferable, 0.54% or more and 8.0% or less is preferable, 0.54% or more and 6.0% or less is preferable, and 0.54% or more and 4.0% or less 0.54% to 3.0% is preferable 0.54% to 2.0% is preferable 0.54% to 1.0% is preferable 0.54% to 0.8% The following are preferable, 0.56% or more and 0.8% or less are preferable, and the preferable upper limit of content is 10.0%, 9.0%, 9.5%, 8.0%, 7.0%, 5.0%, 3.0%, 2 .0%, 1.5%, 1.2%, 1.0%, 0.8%, 0.7%, 0.6%, content The preferable lower limit value of is 0.4%, 0.45%, 0.48%, 0.5%, 0.52%, 0.55%, 0. It is 56%, 0.57%, 0.58% and 0.6%.

The polymerizable compound contains one or two or more of the polymerizable compounds represented by the general formula (i), but the polymerizable compound represented by the general formula (i) in the total content of the polymerizable compounds 30% or more and 100% or less is preferable, 35% or more and 100% or less is preferable, 40% or more and 100% or less is preferable, 42% or more and 100% or less is preferable, and 44% or more and 100% or less is preferable. 46% to 100% is preferable, 48% to 100% is preferable, 50% to 100% is preferable, 55% to 100% is preferable, 60% to 100% is preferable, 65% to 100% is preferable % Or less is preferable, 70% or more and 100% or less is preferable, 75% or more and 100% or less is preferable, 80% or more and 100% or less is preferable, and the content is preferably The values are 30%, 35%, 40%, 45%, 50%, 55%, 60%, 65%, 70%, 75% 80%, 85%, 90%, 95% and substantially 100%.

Although the reliability of the liquid crystal display element is important, the reliability is determined by the voltage holding ratio (VHR) of the liquid crystal display element immediately after production, the VHR after applying a heat history to the liquid crystal display element immediately after production, the liquid crystal immediately after production It can evaluate by measuring VHR after UV-irradiating to a display element. The liquid crystal display element having excellent reliability has little or no display defects such as burn-in.

Usually, the polymerizable liquid crystal composition used for the PSA type or PSVA type liquid crystal display element contains about 0.3% of a polymerizable compound. However, when the compound represented by the general formula (i) of the present application is used, precipitation of the polymerizable compound from the polymerizable liquid crystal composition does not occur even when the content is increased from 0.3%. In addition, when the content of the polymerizable compound is increased, the unreacted polymerizable compound remains at the time of curing by ultraviolet irradiation, and all the remaining polymerizable compound is consumed. Although steps such as re-irradiation with ultraviolet rays having different wavelengths are required, the use of the compound represented by the general formula (i) makes the necessity unnecessary or reduced. In addition, when the content of the compound represented by the general formula (i) is increased, the effect of incorporating the impurities in the liquid crystal composition into the cured product is expected, and the reliability after the ultraviolet irradiation is improved. In addition, the increase in the content can also suppress the change in tilt angle with time.

Liquid crystal display elements are eluted from impurities in liquid crystal compositions (compounds produced during production of liquid crystal compounds, compounds produced during liquid crystal display production due to deterioration of liquid crystal compounds due to ultraviolet irradiation, etc., unreacted polymerizable compounds, alignment films, etc. And the like, the reliability thereof is reduced. In the present invention, by optimizing each content described above, excellent reliability is exhibited when the liquid crystal display element is formed.

In general formula (i), both P ⁱ¹ and P ⁱ² may be either a methacrylate group or an acrylate group, and one may be a methacrylate group and the other may be an acrylate group.

Sp ⁱ¹ and S p ⁱ² each independently represent a single bond or an alkylene group having 1 to 30 carbon atoms, and -CH _2- in the alkylene group is -O- or-as long as the oxygen atoms are not directly linked to each other. It may be substituted by CO-, -COO-, -OCO-, -CH = CH- or -C≡C-, and a hydrogen atom in the alkylene group may be substituted by a halogen atom, The chain is preferably an alkylene group having 1 to 10 carbon atoms or a single bond.

Ms ⁱ¹ is π number of electrons and the total number of unshared electron pairs of the oxygen atoms is preferably 14 or more contained in the structure contained within its structure, 16 or more. ^{Incidentally,} P ^{^i1,} P ^i2, unshared electron pair of π electrons and oxygen atoms in ^{Sp i1} and ^{Sp i2} are not included in the total.

Ms ⁱ¹ is a group represented by formula (B ⁱ¹¹ ), formula (B ⁱ¹² ) or formula (B ⁱ⁴¹ )

(One or more hydrogen atoms in the structure may be substituted with a halogen atom, an alkoxy group having 1 to 8 carbon atoms and / or an alkyl group having 1 to 8 carbon atoms.)
The structure represented by is preferable, and as a substituent on the formula (B ⁱ¹¹ ), the formula (B ⁱ¹² ) or the formula (B ⁱ⁴¹ ), it is not contained or 1 or 2 is preferable, and a fluorine atom, methyl Preferred is a group, an ethyl group, a methoxy group or an ethoxy group.

The compounds represented by formula (i) are preferably compounds represented by the following formulas (i-1-1) to (i-4-14).

^{^{^{^{(Wherein, P i11, P i12, P}}}} i21, P i22, P i41, P i42, Sp i11, Sp i12, Sp i21, Sp i22, Sp i41 and ^{Sp i42} is, ^{P i1} in the general formula (i), It represents the same meaning as P ^i2, ^{Sp i1} and ^{Sp i2.)}
The polymerizable liquid crystal composition of the present invention preferably contains one or more compounds selected from the compounds represented by formulas (N-1), (N-2) and (N-3) . These compounds correspond to dielectrically negative compounds (the sign of Δε is negative and its absolute value is larger than 2).

(Wherein, R ^N11 , R ^N12 , R ^N21 , R ^N22 , R ^N31 and R ^N32 each independently represent an alkyl group having 1 to 8 carbon atoms, and one or two non-adjacent ones in the alkyl group Or more of -CH ₂ -may be each independently substituted by -CH = CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-,
A ^N11 , A ^N12 , A ^N21 , A ^N22 , A ^N31 and A ^N32 are each independently (a) 1,4-cyclohexylene group (one —CH ₂ — or adjacent group present in this group Not more than two -CH _2- may be replaced by -O-),
(B) 1,4-phenylene group (one -CH = present in this group or two or more non-adjacent -CH = may be replaced by -N =),
(C) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6-diyl group or One —CH = or two or more non-adjacent —CH = present in the 1,2,3,4-tetrahydronaphthalene-2,6-diyl group may be replaced by —N =. And d) represents a group selected from the group consisting of 1,4-cyclohexenylene groups, and the groups (a), (b), (c) and (d) are each independently cyano. It may be substituted by a group, a fluorine atom or a chlorine atom,
^{^{^{^{Z N11, Z N12, Z N21}}}} , Z N22, Z N31 and ^{Z N32} are each independently a single _{_{_{_{bond, -CH 2 CH 2 -, -}}}} (CH 2) 4 -, - OCH 2 -, - CH 2 O- , -COO-, -OCO-, -OCF _2- , -CF ₂ O-, -CH = N-N = CH-, -CH = CH-, -CF = CF- or -C≡C-
X ^N21 represents a hydrogen atom or a fluorine atom,
T ^N31 represents -CH ₂ -or an oxygen atom,
n ^N11 , n ^N12 , n ^N21 , n ^N22 , n ^N31 and n ^N32 each independently represent an integer of 0 to 3, but n ^N11 + n ^N12 , n ^N21 + n ^N22 and n ^N31 + n ^N32 are each independently When there are a plurality of A ^N11 to A ^N32 and Z ^N11 to Z ^N32 , they may be the same or different. )
The compounds represented by the general formulas (N-1), (N-2) and (N-3) are preferably compounds having a negative Δε and an absolute value of more than 3.

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

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

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

A ^{N 11} , A ^{N 12} , A ^N ²¹ , A ^N ²² , A ^{N 31} and A ^N ³² are each preferably aromatic when it is required to increase Δn independently, and in order to improve the response speed, it is preferable to use fat Group is preferred, and trans-1,4-cyclohexylene, 1,4-phenylene, 2-fluoro-1,4-phenylene, 3-fluoro-1,4-phenylene, 3,5 -Difluoro-1,4-phenylene group, 2,3-difluoro-1,4-phenylene group, 1,4-cyclohexenylene group, 1,4-bicyclo [2.2.2] octylene group, piperidine-1 Be 2,4-diyl, naphthalene-2,6-diyl, decahydronaphthalene-2,6-diyl or 1,2,3,4-tetrahydronaphthalene-2,6-diyl Preferred, it is more preferable that represents the following structures,

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

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

X ^N21 is preferably a fluorine atom.

T ^N31 is preferably an oxygen atom.

n ^{N 11} + n ^{N 12} , n N ²¹ + n N ²² and n ^{N 31} + n ^N ³² are preferably 1 or 2, and combinations in which n ^N ¹¹ is 1 and n ^{N 12} is 0, n ^{N 11} is 2 and n ^{N 12} is 0, n ^A combination in which ^N ¹¹ is 1 and n ^{N 12} is 1, a combination in which n ^{N 11} is 2 and n ^{N 12} is 1, a combination in which n N ²¹ is 1 and n N ²² is 0, n N ²¹ is 2 and n N ²² is A combination of 0, a combination of n ^N31 of 1 and n ^N32 of 0, and a combination of n ^N31 of 2 and n ^N32 of 0 is preferred.

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

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

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

When it is necessary to keep the viscosity of the composition of the present invention low and have a high response speed, it is preferable that the above lower limit is low and the upper limit is low. Furthermore, when the composition of the present invention is required to keep Tni high and a composition having good temperature stability is required, it is preferable that the above lower limit is low and the upper limit is low. When it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable that the above lower limit value be high and the upper limit value be high.

Examples of the compound represented by General Formula (N-1) include compounds represented by the following General Formulas (N-1a) to (N-1g).

^{(Wherein, R N11} and ^{R N12} are as defined ^{R N11} and ^{R N12} in the general formula ^{(N-1), n Na11} represents 0 or ^{1, n NB11} is 1 or ^{2, n NC11} is N ^Nd11 represents 1 or 2; n ^Ne11 represents 1 or 2; n ^Nf12 represents 1 or 2; n ^Ng11 represents 1 or 2; A ^Ne11 represents trans-1, 4 And A ^{Ng 11} represents a trans-1,4-cyclohexylene group, a 1,4-cyclohexenylene group or a 1,4-phenylene group, but at least one of represents a 1,4-cyclohexenylene ^{group, Z NE11} at least one present in the represents a single bond or ethylene molecules represent ethylene, ^a NE11 a plurality present in the ^{molecule, Z Ne 1,} and / or ^{A NG11} may or may not be the same.)
More specifically, the compound represented by General Formula (N-1) is a compound selected from the group of compounds represented by General Formulas (N-1-1) to (N-1-21) preferable.

The compounds represented by General Formula (N-1-1) are the following compounds.

( ^Wherein , R ^N111 and R ^N112 each independently represent the same meaning as R ^N11 and R ^N12 in General Formula (N-1).)
R ^{N 111} is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and is preferably a propyl group, a pentyl group or a vinyl group. ^{RN 112} is preferably an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 4 to 5 carbon atoms or an alkoxy group of 1 to 4 carbon atoms, and is preferably an ethoxy group or butoxy group.

The compounds represented by General Formula (N-1-1) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The type of the compound used is, for example, one type, two types, three types, four types, five types or more as one embodiment of the present invention.

When importance is attached to improvement of Δε, it is preferable to set the content higher, and when importance is given to solubility at low temperature, setting the content higher is more effective, and when _TNI is emphasized, the content Setting a lower value is more effective. Furthermore, in the case of improving the drop marks and the sticking characteristic, it is preferable to set the range of the content in the middle.

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

Furthermore, the compound represented by General Formula (N-1-1) is a compound selected from the group of compounds represented by Formula (N-1-1.1) to Formula (N-1-1.23) And the compounds represented by the formulas (N-1-1.1) to (N-1-1.4) are preferable, and the compounds represented by the formulas (N-1-1.1) and (N The compound represented by -1-1.3) is preferred.

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

The compounds represented by formula (N-1-2) are the following compounds.

(Wherein, R ^N121 and R ^N122 each independently represent the same meaning as R ^N11 and R ^N12 in General Formula (N-1).)
^{RN 121} is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group, a butyl group or a pentyl group. R ^{N 122} is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and a methyl group, a propyl group, a methoxy group, an ethoxy group or a propoxy group is preferable.

The compounds represented by General Formula (N-1-2) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The type of the compound used is, for example, one type, two types, three types, four types, five types or more as one embodiment of the present invention.

When importance is attached to improvement of Δε, it is preferable to set the content higher. When importance is given to solubility at low temperature, setting the content lower is more effective, and when _TNI is emphasized, the content Setting high to be effective. Furthermore, in the case of improving the drop marks and the sticking characteristic, it is preferable to set the range of the content in the middle.

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

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

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

The compounds represented by formula (N-1-3) are the following compounds.

( ^Wherein , R ^{N 131} and R ^{N 132} each independently represent the same meaning as R ^N ¹¹ and R ^{N 12} in General Formula (N-1).)
R ^{N 131} is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group. R ^{N 132} is preferably an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 3 to 5 carbon atoms or an alkoxy group of 1 to 4 carbon atoms, and 1-propenyl group, ethoxy group, propoxy group or butoxy group is preferable .

The compounds represented by General Formula (N-1-3) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The type of the compound used is, for example, one type, two types, three types, four types, five types or more as one embodiment of the present invention.

When importance is attached to improvement of Δε, it is preferable to set the content higher, and when importance is given to solubility at low temperature, setting the content higher is more effective, and when _TNI is emphasized, the content It is effective to set up to Furthermore, in the case of improving the drop marks and the sticking characteristic, it is preferable to set the range of the content in the middle.

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

Furthermore, the compound represented by the general formula (N-1-3) is a compound selected from the group of compounds represented by the formula (N-1-3.1) to the formula (N-1-3-21) And the compounds represented by formulas (N-3.1) to (N-1-3.7) and formula (N-1-3.21) are preferable. -1-3.1), the formula (N-1-3.2), the formula (N-1-3.3), the formula (N-1-3.4) and the formula (N-1-3.6) The compounds represented by) are preferred.

The compounds represented by the formulas (N-1-3.1) to (N-1-3.4), the formulas (N-1-3.6) and the formulas (N-1 3.21) can be used alone. Although it is possible to use in combination or in combination, a combination of formula (N-1-3.1) and formula (N-1-3.2), a formula (N-1-3.3) Or a combination of two or three selected from formula (N-1-3.4) and formula (N-1-3.6). The lower limit of the preferred content of these compounds alone or in the total amount of the composition of the present invention is 5%, 10%, 13%, 15%, 17%, 20 %. The upper limit of the preferred content is 35%, 30%, 28%, 25%, 23%, 20%, or 35%, based on the total weight of the composition of the present invention. %, 15% and 13%.

The compounds represented by the general formula (N-1-4) are the following compounds.

( ^Wherein , each of R ^N ¹⁴¹ and R ^{N 142} independently represents the same meaning as R ^N ¹¹ and R ^{N 12} in General Formula (N-1).)
R ^N141 and ^{R N142} are each independently an alkyl group having 1 to 5 carbon atoms, an alkenyl group or an alkoxy group having 1 to 4 carbon atoms carbon atoms 4-5 preferably a methyl group, a propyl group, an ethoxy Preferred is a group or butoxy group.

The compounds represented by General Formula (N-1-4) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The type of the compound used is, for example, one type, two types, three types, four types, five types or more as one embodiment of the present invention.

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

Furthermore, the compound represented by General Formula (N-1-4) is a compound selected from the group of compounds represented by Formula (N-1 -4.1) to Formula (N-1 -4.14) And the compounds represented by formulas (N-1-4.1) to (N-1 -4.4) are preferable, and the compounds represented by formulas (N-1-4.1) and (N Preferred are the compounds represented by -1-4.2) and the formula (N-1-4.4).

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

The compounds represented by General Formula (N-1-5) are the following compounds.

( ^Wherein , R ^{N 151} and R ^{N 152} each independently represent the same meaning as R ^N ¹¹ and R ^{N 12} in General Formula (N-1).)
^Each of R ^N151 and R ^N152 is independently an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, preferably an ethyl group, a propyl group or a butyl group Is preferred.

The compounds represented by General Formula (N-1-5) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The type of the compound used is, for example, one type, two types, three types, four types, five types or more as one embodiment of the present invention.

In order to reduce the residual amount of the polymerizable compound after ultraviolet irradiation, it is preferable to increase the content of the present compound.

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

Furthermore, the compound represented by General Formula (N-1-5) is a compound selected from the group of compounds represented by Formula (N-1-5.1) to Formula (N-1-5.6) The compounds represented by the formula (N-1-5.1), the formula (N-1-5.2) and the formula (N-1-5.4) are preferable.

The compounds represented by the formulas (N-1-5.1), (N-1-5.2) and (N-1-5.4) may be used alone or in combination. The lower limit of the preferred content of these compounds alone or in the total amount of the composition of the present invention is 5%, 8%, 10%, 13%, although it is also possible. It is 15%, 17% and 20%. The upper limit value of the preferred content is 35%, 33%, 30%, 28%, 25%, 23%, or 35%, based on the total weight of the composition of the present invention. %, 18%, 15% and 13%.

The compounds represented by the general formula (N-1-10) are the following compounds.

(Wherein, each of ^RN ¹¹⁰¹ and ^{RN 1102} independently represents the same meaning as ^RN ¹¹ and ^{RN 12} in General Formula (N-1).)
R N ¹¹⁰¹ is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group, a butyl group, a vinyl group or a 1-propenyl group. R N ¹¹⁰² is preferably an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 4 to 5 carbon atoms or an alkoxy group of 1 to 4 carbon atoms, and is preferably an ethoxy group, a propoxy group or a butoxy group.

The compounds represented by General Formula (N-1-10) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The type of the compound used is, for example, one type, two types, three types, four types, five types or more as one embodiment of the present invention.

When importance is attached to improvement of Δε, it is preferable to set the content higher, and when importance is given to solubility at low temperature, setting the content higher is more effective, and when _TNI is emphasized, the content Setting high to be effective. Furthermore, in the case of improving the drop marks and the sticking characteristic, it is preferable to set the range of the content in the middle.

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

Furthermore, the compound represented by General Formula (N-1-10) is a compound selected from the group of compounds represented by Formula (N-1-10.1) to Formula (N-1-10.14) And the compounds represented by formulas (N-1-10.1) to (N-1-10.5) are preferable, and the compounds represented by formulas (N-1-10.1) and (N- The compound represented by -1-10.2) is preferred.

Although the compounds represented by the formula (N-1-10.1) and the formula (N-1-10.2) can be used alone or in combination, the composition of the present invention The lower limit value of the preferred content of these compounds alone or in the total amount of is 5%, 10%, 13%, 15%, 17%, 20%. The upper limit of the preferred content is 35%, 30%, 28%, 25%, 23%, 20%, or 35%, based on the total weight of the composition of the present invention. %, 15% and 13%.

The compounds represented by the general formula (N-1-11) are the following compounds.

( ^Wherein , each of R N ¹¹¹¹ and R N ¹¹ ¹² independently represents the same meaning as R ^N ¹¹ and R ^{N 12} in General Formula (N-1).)
R ^{N 1111} is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group, a butyl group, a vinyl group or a 1-propenyl group. R ^{N 1112} is preferably an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 4 to 5 carbon atoms or an alkoxy group of 1 to 4 carbon atoms, and is preferably an ethoxy group, a propoxy group or a butoxy group.

The compounds represented by General Formula (N-1-11) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The type of the compound used is, for example, one type, two types, three types, four types, five types or more as one embodiment of the present invention.

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

Furthermore, the compound represented by General Formula (N-1-11) is a compound selected from the group of compounds represented by Formula (N-1-11.1) to Formula (N-1-11.14) And the compounds represented by formulas (N-1-11.1) to (N-1-11.14) are preferable. The compound represented by 1-11.4) is preferable.

Although the compounds represented by the formula (N-1-11.2) and the formula (N-1-11.4) can be used alone or in combination, the composition of the present invention The lower limit value of the preferred content of these compounds alone or in the total amount of is 5%, 10%, 13%, 15%, 17%, 20%. The upper limit of the preferred content is 35%, 30%, 28%, 25%, 23%, 20%, or 35%, based on the total weight of the composition of the present invention. %, 15% and 13%.

The compounds represented by the general formula (N-1-12) are the following compounds.

^{(Wherein, R N1121} and ^{R N1122} independently represents the same meaning as ^{R N11} and ^{R N12} in the general formula (N-1).)
R ^{N 1121} is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group. ^{RN 1122} is preferably an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 4 to 5 carbon atoms or an alkoxy group of 1 to 4 carbon atoms, and is preferably an ethoxy group, a propoxy group or a butoxy group.

The compounds represented by General Formula (N-1-12) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The type of the compound used is, for example, one type, two types, three types, four types, five types or more as one embodiment of the present invention.

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

The compounds represented by the general formula (N-1-13) are the following compounds.

( ^Wherein , each of R N ¹¹³¹ and R ^{N 1132} independently represents the same meaning as R ^N ¹¹ and R ^{N 12} in General Formula (N-1).)
R ^{N 1131} is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group. R ^{N 1132} is preferably an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 4 to 5 carbon atoms or an alkoxy group of 1 to 4 carbon atoms, and is preferably an ethoxy group, a propoxy group or a butoxy group.

The compounds represented by General Formula (N-1-13) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The type of the compound used is, for example, one type, two types, three types, four types, five types or more as one embodiment of the present invention.

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

The compounds represented by General Formula (N-1-14) are the following compounds.

( ^Wherein , each of R N ¹¹⁴¹ and R ^{N 114 2} independently represents the same meaning as R ^N ¹¹ and R ^{N 12} in General Formula (N-1).)
R ^{N 1141} is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group. ^{RN 1142} is preferably an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 4 to 5 carbon atoms or an alkoxy group of 1 to 4 carbon atoms, and is preferably an ethoxy group, a propoxy group or a butoxy group.

The compounds represented by General Formula (N-1-14) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The type of the compound used is, for example, one type, two types, three types, four types, five types or more as one embodiment of the present invention.

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

The compounds represented by the general formula (N-1-15) are the following compounds.

^{(Wherein, R N1151} and ^{R N1152} independently represents the same meaning as ^{R N11} and ^{R N12} in the general formula (N-1).)
R ^{N 1151} is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group. R ^{N 1152} is preferably an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 4 to 5 carbon atoms or an alkoxy group of 1 to 4 carbon atoms, and is preferably an ethoxy group, a propoxy group or a butoxy group.

The compounds represented by General Formula (N-1-15) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The type of the compound used is, for example, one type, two types, three types, four types, five types or more as one embodiment of the present invention.

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

The compounds represented by General Formula (N-1-16) are the following compounds.

^{(Wherein, R N1161} and ^{R N1162} independently represents the same meaning as ^{R N11} and ^{R N12} in the general formula (N-1).)
R ^{N 1161} is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group. R ^{N 1162} is preferably an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 4 to 5 carbon atoms or an alkoxy group of 1 to 4 carbon atoms, and is preferably an ethoxy group, a propoxy group or a butoxy group.

The compounds represented by General Formula (N-1-16) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The type of the compound used is, for example, one type, two types, three types, four types, five types or more as one embodiment of the present invention.

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

The compounds represented by General Formula (N-1-17) are the following compounds.

^{(Wherein, R N1171} and ^{R N1172} independently represents the same meaning as ^{R N11} and ^{R N12} in the general formula (N-1).)
R ^{N 1171} is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group. ^{RN 1172} is preferably an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 4 to 5 carbon atoms or an alkoxy group of 1 to 4 carbon atoms, and is preferably an ethoxy group, a propoxy group or a butoxy group.

The compounds represented by General Formula (N-1-17) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The type of the compound used is, for example, one type, two types, three types, four types, five types or more as one embodiment of the present invention.

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

The compounds represented by the general formula (N-1-18) are the following compounds.

( ^Wherein , each of R ^N1181 and R ^N1182 independently represents the same meaning as R ^N11 and R ^N12 in General Formula (N-1).)
R ^{N 1181} is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and is preferably a methyl group, an ethyl group, a propyl group or a butyl group. R ^{N 1182} is preferably an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 4 to 5 carbon atoms or an alkoxy group of 1 to 4 carbon atoms, and is preferably an ethoxy group, a propoxy group or a butoxy group.

The compounds represented by General Formula (N-1-18) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The type of the compound used is, for example, one type, two types, three types, four types, five types or more as one embodiment of the present invention.

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

Furthermore, the compound represented by General Formula (N-1-18) is a compound selected from the group of compounds represented by Formula (N-1-18.1) to Formula (N-1-18.5) And the compounds represented by formulas (N-1-18.1) to (N-1-11.3) are preferable, and the compounds represented by formulas (N-1-18.2) and (N- The compound represented by -1-18.3) is preferred.

The compounds represented by the general formula (N-1-20) are the following compounds.

( ^Wherein , each of R N ¹²⁰¹ and R ^{N 1202} independently represents the same meaning as R ^N ¹¹ and R ^{N 12} in General Formula (N-1).)
^Each of R ^N1201 and R ^N1202 is independently preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group.

The compounds represented by General Formula (N-1-20) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The type of the compound used is, for example, one type, two types, three types, four types, five types or more as one embodiment of the present invention.

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

The compounds represented by General Formula (N-1-21) are the following compounds.

^{(Wherein, R N1211} and ^{R N1212} independently represents the same meaning as ^{R N11} and ^{R N12} in the general formula (N-1).)
^Each of R ^N1211 and R ^N1212 is independently preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group.

The compounds represented by General Formula (N-1-21) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The type of the compound used is, for example, one type, two types, three types, four types, five types or more as one embodiment of the present invention.

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

The compounds represented by the general formula (N-1-22) are the following compounds.

^{(Wherein, R N1221} and ^{R N1222} independently represents the same meaning as ^{R N11} and ^{R N12} in the general formula (N-1).)
^Each of R ^N1221 and R ^N1222 is independently preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group.

The compounds represented by General Formula (N-1-22) can be used alone, but two or more compounds can also be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The type of the compound used is, for example, one type, two types, three types, four types, five types or more as one embodiment of the present invention.

The lower limit of the preferable content of the compound represented by the formula (N-1-21) 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 preferred content is 35%, 30%, 28%, 25%, 23%, 20%, or 35%, based on the total weight of the composition of the present invention. %, 15%, 13%, 10%, 5%.

Furthermore, the compound represented by General Formula (N-1-22) is a compound selected from the group of compounds represented by Formula (N-1-22.1) to Formula (N-1-22.12) Are preferably compounds represented by formulas (N-1-22.1) to (N-1-22.5), and compounds represented by formulas (N-1-22.1) to (N- The compound represented by 1-22.4) is preferable.

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

( ^Wherein , R ^{N 321} and R ^{N 322} each independently represent the same meaning as R ^N ¹¹ and R ^{N 12} in General Formula (N-1).)
^Each of R ^N321 and R ^N322 is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and more preferably a propyl group or a pentyl group.

The compounds represented by General Formula (N-3-2) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The type of the compound used is, for example, one type, two types, three types, four types, five types or more as one embodiment of the present invention.

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

Furthermore, the compound represented by General Formula (N-3-2) is a compound selected from the group of compounds represented by Formula (N-3-2.1) to Formula (N-3-2.3) Is preferred.

The composition of the present invention preferably contains one or more compounds represented by general formula (J). These compounds correspond to dielectrically positive compounds (Δε is greater than 2).

(Wherein, R ^J1 represents an alkyl group having 1 to 8 carbon atoms, and one or two non-adjacent -CH ₂ -in the alkyl group are each independently -CH = CH-,- It may be substituted by C≡C-, -O-, -CO-, -COO- or -OCO-,
n ^J1 represents 0, 1, 2, 3 or 4;
A ^J1 , A ^J2 and A ^J3 are each independently
(A) 1,4-cyclohexylene group (this is present in the group one -CH ₂ - or nonadjacent two or more -CH ₂ - may be replaced by -O-.)
(B) 1,4-phenylene group (one -CH = present in this group or two or more non-adjacent -CH = may be replaced by -N =) and (c) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6-diyl group or 1,2 , And one or more non-adjacent -CH = present in the 3,4-tetrahydronaphthalene-2,6-diyl group may be replaced by -N =).
Group (a), group (b) and group (c) are each independently a cyano group, a fluorine atom, a chlorine atom, a methyl group, a trifluoromethyl group or a trifluoro group It may be substituted by a methoxy group,
Z ^J1 and Z ^J2 are each independently a single bond, —CH ₂ CH ₂ —, — (CH ₂ ) ₄ —, —OCH ₂ —, —CH ₂ O—, —OCF ₂ —, —CF ₂ O—, Represents -COO-, -OCO- or -C≡C-,
When n ^J1 is 2, 3 or 4 and there are a plurality of A ^J2 , they may be the same or different, and n ^J1 is 2, 3 or 4 and a plurality of Z ^J1 is present If they are identical 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 a 2,2,2-trifluoroethyl group. )
In the general formula (J), R ^J1 represents 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 having 2 to 8 carbon atoms Group is preferable, and 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 is preferable. An alkyl group of 1 to 5 or an alkenyl group of 2 to 5 carbon atoms is further preferable, an alkyl group of 2 to 5 carbon atoms or an alkenyl group of 2 to 3 carbon atoms is further preferable, and an alkenyl group of 3 carbon atoms (Propenyl group) is particularly preferred.

When importance is attached to reliability, R ^J1 is preferably an alkyl group, and when importance is attached to decrease in viscosity, it is preferably an alkenyl group.

The alkenyl group is preferably selected from the groups represented by any one of formulas (R1) to (R5). (The black dot in each formula represents a carbon atom in a ring structure to which an alkenyl group is bonded.)

A ^J1 , A ^J2 and A ^J3 are each preferably aromatic when it is required to increase Δn independently, and in order to improve the response speed, it is preferably aliphatic; 1,4-cyclohexylene group, 1,4-phenylene group, 1,4-cyclohexenylene group, 1,4-bicyclo [2.2.2] octylene group, piperidine-1,4-diyl group, naphthalene -2,6-diyl group, decahydronaphthalene-2,6-diyl group or 1,2,3,4-tetrahydronaphthalene-2,6-diyl group is preferred, and they are substituted by a fluorine atom It is more preferable to represent the following structure.

It is more preferable to represent the following structure.

Z ^J1 and Z ^J2 each preferably independently represent -CH ₂ O-, -OCH _2- , -CF ₂ O-, -CH ₂ CH _2- , -CF ₂ CF ₂ -or a single bond,- More preferred is OCH ₂ —, —CF ₂ O—, —CH ₂ CH ₂ — or a single bond, and particularly preferred is —OCH ₂ —, —CF ₂ O— or a single bond.

X ^J1 is preferably a fluorine atom or a trifluoromethoxy group, more preferably a fluorine atom.

n ^J1 is preferably 0, 1, 2 or 3, preferably 0, 1 or 2, and if emphasis is placed on improvement of Δε, then 0 or 1 is preferred, and if emphasis is placed on T _NI , 1 or 2 is preferred. preferable.

There is no particular limitation on the types of compounds that can be combined, but they are used in combination according to the desired properties such as low temperature solubility, transition temperature, electrical reliability, birefringence and the like. The types of compounds to be used are, for example, one type, two types, and three types in one embodiment of the present invention. Furthermore, in another embodiment of the present invention, there are four types, five types, six types, and seven or more types.

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

The lower limit of the preferable content of the compound represented by the general formula (J) to the total amount of the composition of the present invention is 1%, 10%, 20%, 30%, 40%, 50%, 55%, 60%, 65%, 70%, 75%, 80%. The upper limit of the preferred content is, for example, 95%, 85%, 75%, 65%, 55% in one form of the present invention based on the total amount of the composition of the present invention Yes, 45%, 35%, 25%.

It is preferable to keep the viscosity of the composition of the present invention low and lower the above lower limit and lower the upper limit when a composition having a high response speed is required. Furthermore, it is preferable to keep the _TNI of the composition of the present invention high, and lower the above lower limit and lower the upper limit when a composition having good temperature stability is required. When it is desired to increase the dielectric anisotropy in order to keep the drive voltage low, it is preferable to raise the lower limit and raise the upper limit.

As a compound represented by General formula (J), the compound represented by General formula (M) is preferable.

The composition of the present invention preferably contains one or two or more compounds represented by General Formula (M). These compounds correspond to dielectrically positive compounds (Δε is greater than 2).

(Wherein, R ^M1 represents an alkyl group having 1 to 8 carbon atoms, and one or two non-adjacent -CH ₂ -in the alkyl group are each independently -CH = CH-,- It may be substituted by C≡C-, -O-, -CO-, -COO- or -OCO-,
n ^M1 represents 0, 1, 2, 3 or 4 and
A ^M1 and A ^M2 are each independently
(A) 1,4-cyclohexylene group (this is present in the group one -CH ₂ - or nonadjacent two or more -CH ₂ - may be replaced by -O- or -S- And (b) 1,4-phenylene group (one -CH = present in this group or two or more non-adjacent -CH = may be replaced by -N =)
And hydrogen atoms on the above groups (a) and (b) may be each independently substituted with a cyano group, a fluorine atom or a chlorine atom,
Z ^M1 and Z ^M2 are each independently a single bond, —CH ₂ CH ₂ —, — (CH ₂ ) ₄ —, —OCH ₂ —, —CH ₂ O—, —OCF ₂ —, —CF ₂ O—, Represents -COO-, -OCO- or -C≡C-,
When n ^M1 is 2, 3 or 4 and there are a plurality of ^{AM 2} , they may be the same or different, and n ^M1 is 2, 3 or 4 and a plurality of Z ^M1 is present If they are identical 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 a 2,2,2-trifluoroethyl group.

In the general formula (M), R ^M1 represents 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 having 2 to 8 carbon atoms Group is preferable, and 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 is preferable. An alkyl group of 1 to 5 or an alkenyl group of 2 to 5 carbon atoms is further preferable, an alkyl group of 2 to 5 carbon atoms or an alkenyl group of 2 to 3 carbon atoms is further preferable, and an alkenyl group of 3 carbon atoms (Propenyl group) is particularly preferred.

When importance is attached to reliability, R ^M1 is preferably an alkyl group, and when importance is attached to decrease in viscosity, it is preferably an alkenyl group.

A ^M1 and A ^M2 are each preferably aromatic when it is required to increase Δn independently, and in order to improve the response speed, it is preferably aliphatic, and trans-1,4 -Cyclohexylene group, 1,4-phenylene group, 2-fluoro-1,4-phenylene group, 3-fluoro-1,4-phenylene group, 3,5-difluoro-1,4-phenylene group, 2 ,, 3-difluoro-1,4-phenylene group, 1,4-cyclohexenylene group, 1,4-bicyclo [2.2.2] octylene group, piperidine-1,4-diyl group, naphthalene-2,6- It is preferable to represent a diyl group, decahydronaphthalene-2,6-diyl group or 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, and more preferable to represent the following structure,

It is more preferable to represent the following structure.

Z ^M1 and ^{Z M2} each _{independently} _{-CH 2 O -, - CF 2} O -, - CH 2 CH 2 -, - CF 2 CF 2 - or preferably a single bond, _-CF 2 O-, More preferred is —CH ₂ CH ₂ — or a single bond, with —CF ₂ O— or a single bond being particularly preferred.

n ^M1 is preferably 0, 1, 2 or 3 and is preferably 0, 1 or 2; 0 or 1 is preferred when emphasis is placed on improvement of Δε, and 1 or 2 is preferred when T _NI is emphasized preferable.

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

The lower limit of the preferable content of the compound represented by the formula (M) to the total amount of the composition of the present invention is 1%, 10%, 20%, 30%, 40 %, 50%, 55%, 60%, 65%, 70%, 75%, 80%. The upper limit of the preferred content is, for example, 95%, 85%, 75%, 65%, 55% in one form of the present invention based on the total amount of the composition of the present invention Yes, 45%, 35%, 25%.

The compound represented by Formula (M) is preferably a compound selected from the group of compounds represented by Formula (M-1), for example.

(Wherein, R ^M11 represents an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 2 to 5 carbon atoms, or an alkoxy group of 1 to 4 carbon atoms, and X ^M11 to X ^M15 are each independently hydrogen Represents an atom or a fluorine atom, and Y ^M11 represents a fluorine atom or OCF ₃ ))
There is no particular limitation on the types of compounds that can be combined, but they are used in combination according to the desired properties such as low temperature solubility, transition temperature, electrical reliability, birefringence and the like. The types of compounds used are, for example, one type, two types, and three or more types in one embodiment of the present invention.

The lower limit of the preferable content of the compound represented by the formula (M-1) to the total amount of the composition of the present invention is 1%, 2%, 5%, 8% 10%, 13%, 15%, 18%, 20%, 22%, 25%, 30%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.

Furthermore, it is preferable that the compound represented by General Formula (M-1) is specifically a compound represented by Formula (M-1.1) to Formula (M-1.4), The compound represented by M-1.1) or Formula (M-1.2) is preferable, and the compound represented by Formula (M-1.2) is more preferable. In addition, it is also preferable to simultaneously use the compounds represented by Formula (M-1.1) or Formula (M-1.2).

The lower limit of the preferable content of the compound represented by the formula (M-1.1) to the total amount of the composition of the present invention is 1%, 2%, 5%, 6% It is. The upper limit value of the preferable content is 15%, 13%, 10%, 8%, 5%.

The lower limit of the preferable content of the compound represented by the formula (M-1.2) to the total amount of the composition of the present invention is 1%, 2%, 5%, 6% It is. The upper limit of the preferable content is 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8% It is.

The lower limit of the preferable content of the total of the compounds represented by the formula (M-1.1) and the formula (M-1.2) with respect to the total amount of the composition of the present invention is 1%, 2 %, 5%, and 6%. The upper limit of the preferable content is 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8% It is.

Furthermore, the compound represented by Formula (M) is preferably a compound selected from the group of compounds represented by Formula (M-2), for example.

(Wherein, R ^M21 represents an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 2 to 5 carbon atoms, or an alkoxy group of 1 to 4 carbon atoms, and X ^M21 and X ^M22 are each independently hydrogen) Represents an atom or a fluorine atom, and Y ^M21 represents a fluorine atom, a chlorine atom or OCF ₃ ))
The lower limit of the preferable content of the compound represented by the formula (M-2) to the total amount of the composition of the present invention is 1%, 2%, 5%, 8% 10%, 13%, 15%, 18%, 20%, 22%, 25%, 30%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.

It is preferable to keep the viscosity of the composition of the present invention low and lower the above lower limit and lower the upper limit when a composition having a high response speed is required. Furthermore, it is preferable to keep the _TNI of the composition of the present invention high, and lower the above lower limit value and lower the upper limit value when a composition which hardly causes seizure is required. When it is desired to increase the dielectric anisotropy in order to keep the drive voltage low, it is preferable to raise the lower limit and raise the upper limit.

Furthermore, the compound represented by General Formula (M-2) is preferably a compound represented by Formula (M-2.1) to Formula (M-2.5), and the compound represented by Formula (M-2. 3) or / and a compound represented by the formula (M-2.5) is preferable.

The lower limit of the preferable content of the compound represented by the formula (M-2.2) to the total amount of the composition of the present invention is 1%, 2%, 5%, 6% It is. The upper limit value of the preferable content is 15%, 13%, 10%, 8%, 5%.

The lower limit of the preferable content of the compound represented by the formula (M-2.3) to the total amount of the composition of the present invention is 1%, 2%, 5%, 6% It is. The upper limit of the preferable content is 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8% It is.

The lower limit of the preferable content of the compound represented by the formula (M-2.5) to the total amount of the composition of the present invention is 1%, 2%, 5%, 6% It is. The upper limit of the preferable content is 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8% It is.

Lower limit value of the preferable content of the total of the compounds represented by Formula (M-2.2), (M-2.3) and Formula (M-2.5) with respect to the total amount of the composition of the present invention Is 1%, 2%, 5% and 6%. The upper limit of the preferable content is 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8% It is.

The content is preferably 1% or more, more preferably 5% or more, still more preferably 8% or more, still more preferably 10% or more, still more preferably 14% or more based on the total amount of the composition of the present invention , 16% or more is particularly preferred. In addition, in consideration of solubility at a low temperature, transition temperature, electrical reliability, etc., the maximum ratio is preferably 30% or less, preferably 25% or less, more preferably 22% or less, and 20% Less than is particularly preferred.

The compound represented by General Formula (M) used in the composition of the present invention is preferably a compound represented by General Formula (M-3).

(Wherein, R ^M31 represents an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 2 to 5 carbon atoms, or an alkoxy group of 1 to 4 carbon atoms, and X ^M31 to X ^M36 are each independently hydrogen Represents an atom or a fluorine atom, and Y ^M31 represents a fluorine atom, a chlorine atom or OCF ₃ ))
There are no particular limitations on the compounds that can be combined, but it is preferable to combine one or more types in consideration of solubility at low temperature, transition temperature, electrical reliability, birefringence, and the like.

The content of the compound represented by Formula (M-3) is an upper limit value and a lower limit in each embodiment in consideration of characteristics such as solubility at low temperature, transition temperature, electrical reliability, birefringence, and the like. There is a value.

The lower limit of the preferable content of the compound represented by the formula (M-3) 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 value of the preferable content is 20%, 18%, 15%, 13%, 10%, 8%, 5%.

Furthermore, the compound represented by General Formula (M-3) used in the composition of the present invention is specifically represented by Formula (M-3.1) to Formula (M-3.8) The compound is preferably a compound, and it is particularly preferable to contain a compound represented by the formula (M-3.1) and / or the formula (M-3.2).

The lower limit of the preferable content of the compound represented by the formula (M-3.1) 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 value of the preferable content is 20%, 18%, 15%, 13%, 10%, 8%, 5%.

The lower limit of the preferable content of the compound represented by the formula (M-3.2) 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 value of the preferable content is 20%, 18%, 15%, 13%, 10%, 8%, 5%.

The lower limit of the preferable content of the total of the compounds represented by the formula (M-3.1) and the formula (M-3.2) with respect 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 value of the preferable content is 20%, 18%, 15%, 13%, 10%, 8%, 5%.

Furthermore, the compound represented by Formula (M) is preferably a compound selected from the group represented by Formula (M-4).

(Wherein, R ^M41 represents an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 2 to 5 carbon atoms, or an alkoxy group of 1 to 4 carbon atoms, and X ^M41 to X ^M48 are each independently fluorine Represents an atom or a hydrogen atom, and Y ^M41 represents a fluorine atom, a chlorine atom or OCF ₃ ))
There are no particular limitations on the compounds that can be combined, but it is preferable to combine one, two or more in consideration of solubility at low temperature, transition temperature, electrical reliability, birefringence and the like.

The content of the compound represented by the general formula (M-4) is an upper limit value and a lower limit for each embodiment in consideration of characteristics such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like There is a value.

The lower limit of the preferable content of the compound represented by the formula (M-4) 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 preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.

When the composition of the present invention is used for a liquid crystal display device having a small cell gap, it is suitable to increase the content of the compound represented by Formula (M-4). When used for a liquid crystal display element with a small driving voltage, it is suitable to increase the content of the compound represented by Formula (M-4). When used for a liquid crystal display element used in a low temperature environment, it is suitable to reduce the content of the compound represented by the general formula (M-4). When the composition is used for a liquid crystal display device having a high response speed, it is suitable to reduce the content of the compound represented by Formula (M-4).

Furthermore, the compound represented by General Formula (M-4) used in the composition of the present invention is specifically represented by Formula (M-4.1) to Formula (M-4.4) It is preferable that it is a compound, It is preferable to contain the compound represented by Formula (M-4.2)-Formula (M-4.4) especially, and the compound represented by Formula (M-4.2) It is more preferable to contain

Furthermore, the compound represented by Formula (M) is preferably a compound represented by Formula (M-5).

(Wherein, R ^M51 represents an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 2 to 5 carbon atoms, or an alkoxy group of 1 to 4 carbon atoms, and X ^M51 and X ^M52 are each independently hydrogen) Represents an atom or a fluorine atom, and Y ^M51 represents a fluorine atom, a chlorine atom or OCF ₃ ))
There is no limitation on the types of compounds that can be combined, but in consideration of solubility at low temperature, transition temperature, electrical reliability, birefringence, etc., they are used in appropriate combination for each embodiment. For example, in one embodiment of the present invention, one in another embodiment, two in another embodiment, three in yet another embodiment, four in still another embodiment, five in yet another embodiment, In still another embodiment, six or more types are combined.

The lower limit of the preferable content of the compound represented by the formula (M-5) to the total amount of the composition of the present invention is 1%, 2%, 5%, 8% 10%, 13%, 15%, 18%, 20%, 22%, 25%, 30%. The upper limit of the preferable content is 50%, 45%, 40%, 35%, 33%, 30%, 28%, 25%, 23% 20%, 18%, 15%, 13%, 10%, 8%, 5%.

Furthermore, the compound represented by General Formula (M-5) is preferably a compound represented by Formula (M-5.1) to Formula (M-5.4), and the compound represented by Formula (M-5. It is preferable that it is a compound represented by 1) to Formula (M-5.4).

The lower limit of the preferred content of these compounds to the total amount of the composition of the present invention is 1%, 2%, 5%, 8%, 10%, 13% Yes, 15%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.

Furthermore, the compound represented by Formula (M-5) is preferably a compound represented by Formula (M-5.11) to Formula (M-5.17), and the compound represented by Formula (M-5. 11) Compounds represented by Formula (M-5.13) and Formula (M-5.17) are preferable.

Furthermore, the compound represented by General Formula (M-5) is preferably a compound represented by Formula (M-5. 21) to Formula (M-5. 28), and the compound represented by Formula (M-5. 21) Compounds represented by Formula (M-5.22), Formula (M-5.23) and Formula (M-5.25) are preferable.

The lower limit of the preferred content of these compounds to the total amount of the composition of the present invention is 1%, 2%, 5%, 8%, 10%, 13% Yes, 15%, 18%, 20%, 22%, 25%, 30%. The upper limit of the preferred content is 40%, 35%, 33%, 30%, 28%, 25%, 23%, 20%, 18% 15%, 13%, 10%, 8%, 5%.

Furthermore, the compound represented by Formula (M) is preferably a compound represented by Formula (M-6).

(Wherein, R ^M61 represents an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 2 to 5 carbon atoms, or an alkoxy group of 1 to 4 carbon atoms, and X ^M61 to X ^M64 are each independently fluorine Represents an atom or a hydrogen atom, and Y ^M61 represents a fluorine atom, a chlorine atom or OCF ₃ ))
There is no limitation on the types of compounds that can be combined, but they are combined as appropriate in each embodiment in consideration of solubility at low temperature, transition temperature, electrical reliability, birefringence, and the like.

The lower limit of the preferable content of the compound represented by the formula (M-6) 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 preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.

When the composition of the present invention is used for a liquid crystal display device having a small driving voltage, it is suitable to increase the content of the compound represented by Formula (M-6). When the composition is used for a liquid crystal display device having a high response speed, it is suitable to reduce the content of the compound represented by Formula (M-6).

Furthermore, it is preferable that the compound represented by the general formula (M-6) is specifically a compound represented by the formula (M-6.1) to the formula (M-6.4), among them It is preferable to contain the compounds represented by M-6.2) and the formula (M-6.4).

The lower limit of the preferred content of these compounds to the total amount of the composition of the present invention is 1%, 2%, 4%, 5%, 8%, 10% Yes, 13%, 15%, 18%, 20%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.

Furthermore, it is preferable that the compound represented by General Formula (M-6) is specifically a compound represented by Formula (M-6. 11) to Formula (M-6. It is preferable to contain the compounds represented by M-6.12) and the formula (M-6.14).

Furthermore, it is preferable that the compound represented by general formula (M-6) is specifically a compound represented by formula (M-6. 21) to formula (M-6. 24), among which It is preferable to contain the compounds represented by M-6.21), Formula (M-6.22) and Formula (M-6.24).

Furthermore, compounds represented by general formula (M-6) are specifically preferably compounds represented by formula (M-6.31) to formula (M-6.34). Among them, it is preferable to contain the compounds represented by Formula (M-6.31) and Formula (M-6.32).

Furthermore, it is preferable that the compound represented by general formula (M-6) is specifically a compound represented by formula (M-6.41) to formula (M-6.44), among which It is preferable to contain the compound represented by M-6.42).

Furthermore, the compound represented by Formula (M) is preferably a compound selected from the group of compounds represented by Formula (M-7).

(Wherein, each of X ^M71 to X ^M76 independently represents a fluorine atom or a hydrogen atom, and R ^M71 is an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or 1 to 5 carbon atoms 4 represents an alkoxy group, and Y ^M71 represents a fluorine atom or OCF ₃ ))
There are no particular restrictions on the types of compounds that can be combined, but one or two of these compounds are preferred, one to three are more preferred, and one to four are included. Is more preferred.

The content of the compound represented by Formula (M-7) is an upper limit value and a lower limit in each embodiment in consideration of characteristics such as solubility at low temperature, transition temperature, electrical reliability, birefringence, and the like. There is a value.

The lower limit of the preferable content of the compound represented by the formula (M-7) 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 preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.

When the composition of the present invention is used for a liquid crystal display device having a small cell gap, it is suitable to increase the content of the compound represented by the general formula (M-7). When used for a liquid crystal display element with a small driving voltage, it is suitable to increase the content of the compound represented by Formula (M-7). When used for a liquid crystal display device used in a low temperature environment, it is suitable to reduce the content of the compound represented by the general formula (M-7). When the composition is used for a liquid crystal display device having a high response speed, it is suitable to reduce the content of the compound represented by the general formula (M-7).

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

Furthermore, the compound represented by General Formula (M-7) is preferably a compound represented by Formula (M-7.11) to Formula (M-7.14), and the compound represented by Formula (M-7. 11) and the compounds represented by formula (M-7.12).

Furthermore, the compound represented by General Formula (M-7) is preferably a compound represented by Formula (M-7.21) to Formula (M-7.24), and the compound represented by Formula (M-7. 21) and the compounds represented by formula (M-7.22).

Furthermore, the compound represented by Formula (M) is preferably a compound represented by Formula (M-8).

^(Wherein the ^{X M81} ^{X M84} each independently represents a fluorine atom or a hydrogen ^{atom, Y M81} fluorine atom, a chlorine atom or -OCF ^{_3, R M81} represents an alkyl group having 1 to 5 carbon atoms, And each of A ^M ⁸¹ and A ^{M 82} independently represents a 1,4-cyclohexylene group, a 1,4-phenylene group or an alkenyl group having 2 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms.

However, the hydrogen atom on the 1,4-phenylene group may be substituted by a fluorine atom. )
The lower limit of the preferable content of the compound represented by General Formula (M-8) to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% Yes, 8%, 10%, 13%, 15%, 18%, 20%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.

It is preferable to keep the viscosity of the composition of the present invention low and lower the above lower limit and lower the upper limit when a composition having a high response speed is required. Furthermore, in the case where a composition that hardly causes sticking is required, it is preferable to lower the above lower limit and lower the upper limit. When it is desired to increase the dielectric anisotropy in order to keep the drive voltage low, it is preferable to raise the lower limit and raise the upper limit.

Furthermore, the compound represented by General Formula (M-8) used in the composition of the present invention is specifically represented by Formula (M-8.1) to Formula (M-8.4) It is preferably a compound, and it is particularly preferable to contain the compounds represented by Formula (M-8.1) and Formula (M-8.2).

Furthermore, the compound represented by General Formula (M-8) used in the composition of the present invention is specifically represented by Formula (M-8.11) to Formula (M-8.14) The compound is preferably a compound, and it is particularly preferable to contain the compound represented by the formula (M-8.12).

Furthermore, the compound represented by General Formula (M-8) used in the composition of the present invention is specifically represented by Formula (M-8.21) to Formula (M-8.24) The compound is preferably a compound, and it is particularly preferable to contain the compound represented by the formula (M-8.22).

Furthermore, the compound represented by General Formula (M-8) used in the composition of the present invention is specifically represented by Formula (M-8.31) to Formula (M-8.34) The compound is preferably a compound, and it is particularly preferable to contain the compound represented by the formula (M-8.32).

Furthermore, the compound represented by General Formula (M-8) used in the composition of the present invention is specifically represented by Formula (M-8.41) to Formula (M-8.44) The compound is preferably a compound, and it is particularly preferable to contain the compound represented by the formula (M-8.42).

Furthermore, the compound represented by General Formula (M-8) used in the composition of the present invention is specifically represented by Formula (M-8.51) to Formula (M-8.54) The compound is preferably a compound, and it is particularly preferable to contain the compound represented by the formula (M-8.52).

Furthermore, the compound represented by General Formula (M) may have the following partial structure in its structure.

(The black point in the formula represents a carbon atom in the ring structure to which the above partial structure is bonded.)
The compounds having the above partial structure are preferably compounds represented by general formulas (M-10) to (M-18).

The compounds represented by formula (M-10) are as follows.

( ^Wherein , each of X ^M101 and X ^M102 independently represents a fluorine atom or a hydrogen atom, Y ^M101 represents a fluorine atom, a chlorine atom or —OCF ₃ , R ^M101 represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group or an alkoxy group having 1 to 4 carbon atoms carbon atoms 2 ~ ^{5, W M101} and ^{W M102} are each independently, -CH ₂ - represents a or -O-).
The lower limit of the preferable content of the compound represented by General Formula (M-10) to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% Yes, 8%, 10%, 13%, 15%, 18%, 20%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.

Furthermore, the compound represented by General Formula (M-10) used in the composition of the present invention is specifically represented by Formula (M-10.1) to Formula (M-10.4) It is preferably a compound.

The compounds represented by formula (M-11) are as follows.

( ^Wherein , each of X ^M111 to X ^M114 independently represents a fluorine atom or a hydrogen atom, Y ^M111 represents a fluorine atom, a chlorine atom or —OCF ₃ , R ^M111 represents an alkyl group having 1 to 5 carbon atoms, Represents an alkenyl group having 2 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms.)
The lower limit of the preferable content of the compound represented by General Formula (M-11) to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% Yes, 8%, 10%, 13%, 15%, 18%, 20%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.

Furthermore, the compound represented by General Formula (M-11) used in the composition of the present invention is specifically represented by Formula (M-11. 1) to Formula (M-11.8) Among them, the compounds represented by formulas (M-11. 1) to (M-11. 4) are preferably contained.

The compounds represented by formula (M-12) are as follows.

( ^Wherein , each of X ^M121 and X ^M122 independently represents a fluorine atom or a hydrogen atom, Y ^M121 represents a fluorine atom, a chlorine atom or —OCF ₃ , R ^M121 represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group or an alkoxy group having 1 to 4 carbon atoms carbon atoms 2 ~ ^{5, W M121} and ^{W M122} are each independently, -CH ₂ - represents a or -O-).
The lower limit of the preferable content of the compound represented by General Formula (M-12) to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% Yes, 8%, 10%, 13%, 15%, 18%, 20%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.

Furthermore, the compound represented by General Formula (M-12) used in the composition of the present invention is specifically represented by Formula (M-12. 1) to Formula (M-12. 12) It is preferably a compound, and it is particularly preferable to contain a compound represented by Formula (M-12.5) to Formula (M-12.8).

The compounds represented by formula (M-13) are as follows.

( ^Wherein , each of X ^M131 to X ^M134 independently represents a fluorine atom or a hydrogen atom, Y ^M131 represents a fluorine atom, a chlorine atom or —OCF ₃ , R ^M131 represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group or an alkoxy group having 1 to 4 carbon atoms carbon atoms 2 ~ ^{5, W M131} and ^{W M132} are each independently, -CH ₂ - represents a or -O-).
The lower limit of the preferable content of the compound represented by General Formula (M-13) to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% Yes, 8%, 10%, 13%, 15%, 18%, 20%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.

Furthermore, the compound represented by General Formula (M-13) used in the composition of the present invention is specifically represented by Formula (M-13. 1) to Formula (M-13.8) It is preferably a compound.

The compounds represented by formula (M-14) are as follows.

^(Wherein, ^X M141 ^~ X ^M144 are each independently a fluorine atom or a hydrogen ^{atom, Y M 141} is a fluorine atom, a chlorine atom or -OCF ^{_3, R M 141} is an alkyl group having 1 to 5 carbon atoms, an alkenyl group or an alkoxy group having 1 to 4 carbon atoms carbon atoms 2 ~ ^{5, W M141} and ^{W M142} are each independently, -CH ₂ - represents a or -O-).
The lower limit of the preferable content of the compound represented by the general formula (M-14) to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% Yes, 8%, 10%, 13%, 15%, 18%, 20%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.

Furthermore, the compound represented by General Formula (M-14) used in the composition of the present invention is specifically represented by Formula (M-14. 1) to Formula (M-14.8) It is preferably a compound, and it is particularly preferable to contain a compound represented by Formula (M-14.5) and Formula (M-14.8).

The compounds represented by formula (M-15) are as follows.

^{(Wherein, X M151} and ^{X M152} each independently represents a fluorine atom or a hydrogen ^{atom, Y M151} fluorine atom, a chlorine atom or -OCF ^{_3, R M151} is an alkyl group having 1 to 5 carbon atoms, an alkenyl group or an alkoxy group having 1 to 4 carbon atoms carbon atoms 2 ~ ^{5, W M151} and ^{W M152} are each independently, -CH ₂ - represents a or -O-).
The lower limit of the preferable content of the compound represented by General Formula (M-15) to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% Yes, 8%, 10%, 13%, 15%, 18%, 20%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.

Furthermore, the compound represented by General Formula (M-15) used in the composition of the present invention is specifically represented by Formula (M-15.1) to Formula (M-15.14) Among them, compounds containing the compounds represented by formulas (M-15.5) to (M-15.8) and (M-15.11) to (M-15.14) are preferred. It is preferable to do.

The compounds represented by formula (M-16) are as follows.

^(Wherein, X M161 ^{~ X M164} are each independently a fluorine atom or a hydrogen ^{atom, Y M161} fluorine atom, a chlorine atom or -OCF ^{_3, R M161} is an alkyl group having 1 to 5 carbon atoms, Represents an alkenyl group having 2 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms.)
The lower limit of the preferable content of the compound represented by General Formula (M-16) to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% Yes, 8%, 10%, 13%, 15%, 18%, 20%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.

Furthermore, the compound represented by General Formula (M-16) used in the composition of the present invention is specifically represented by Formula (M-16.1) to Formula (M-16.8) Among them, the compounds represented by formulas (M-16.1) to (M-16.4) are preferred.

The compounds represented by General Formula (M-17) are as follows.

( ^Wherein , each of X ^M ¹⁷¹ to X ^{M 174} independently represents a fluorine atom or a hydrogen atom, Y ^{M 171} represents a fluorine atom, a chlorine atom or —OCF ₃ , R ^{M 171} represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group or an alkoxy group having 1 to 4 carbon atoms carbon atoms 2 ~ ^{5, W M171} and ^{W M172} are each independently, -CH ₂ - represents a or -O-).
The lower limit of the preferable content of the compound represented by General Formula (M-17) to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% Yes, 8%, 10%, 13%, 15%, 18%, 20%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.

Furthermore, the compound represented by General Formula (M-17) used in the composition of the present invention is specifically represented by Formula (M-17. 1) to Formula (M-17. 12) It is preferably a compound.

The compounds represented by formula (M-18) are as follows.

( ^Wherein , each of X ^M181 to X ^M186 independently represents a fluorine atom or a hydrogen atom, Y ^M181 represents a fluorine atom, a chlorine atom or —OCF ₃ , R ^M181 represents an alkyl group having 1 to 5 carbon atoms, Represents an alkenyl group having 2 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms.)
The lower limit of the preferable content of the compound represented by the general formula (M-18) to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% Yes, 8%, 10%, 13%, 15%, 18%, 20%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.

Furthermore, the compound represented by General Formula (M-18) used in the composition of the present invention is specifically represented by Formula (M-18. 1) to Formula (M-18. 12) It is preferably a compound, and it is particularly preferable to contain a compound represented by Formula (M-18.5) to Formula (M-18.8).

The liquid crystal composition of the present invention preferably contains one or two or more compounds represented by General Formula (L). The compounds represented by the general formula (L) correspond to dielectric substantially neutral compounds (the value of Δε is −2 to 2).

The liquid crystal composition of the present invention preferably contains one or two or more compounds represented by General Formula (L). The compounds represented by the general formula (L) correspond to dielectric substantially neutral compounds (the value of Δε is −2 to 2). Therefore, the number of polar groups such as halogen contained in the molecule is preferably 2 or less, more preferably 1 or less, and it is more preferable not to have one.

(Wherein, R ^L1 and R ^L2 each independently represent an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent -CH ₂ -in the alkyl group are independently of each other -CH = CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-, which may be substituted,
n ^L1 represents 0, 1, 2 or 3;
A ^L1 , A ^L2 and A ^L3 are each independently (a) 1,4-cyclohexylene group (one —CH ₂ — present in this group or two or more non-adjacent —CH ₂ — groups May be replaced by -O-) and (b) 1,4-phenylene group (one -CH = present in this group or two or more non-adjacent -CH = is -N May be replaced by =.)
(C) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6-diyl group or One —CH = or two or more non-adjacent —CH = present in the 1,2,3,4-tetrahydronaphthalene-2,6-diyl group may be replaced by —N =. )
And the group (a), the group (b) and the group (c) may be each independently substituted with a cyano group, a fluorine atom or a chlorine atom,
Z ^L1 and ^{Z L2} each independently represent a single _{_{_{_{bond, -CH 2 CH 2 -, -}}}} (CH 2) 4 -, - OCH 2 -, - CH 2 O -, - COO -, - OCO -, - OCF 2 _{-, - CF 2 O -,} - CH = N-N = CH -, - CH = CH -, - represents CF = CF- or -C≡C-,
When n ^L1 is 2 or 3 and a plurality of A ^L2 is present, they may be the same or different, and when n ^L1 is 2 or 3 and a plurality of Z ^L3 is present, they may be May be the same or different, but the compounds represented by the general formulas (N-1), (N-2) and (N-3) and the compounds represented by the general formula (J) are excluded. . )
The compounds represented by formula (L) may be used alone or in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the desired performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The type of compound used is, for example, one type in one embodiment of the present invention. Or in another embodiment of the present invention, there are 2 types, 3 types, 4 types, 5 types, 5 types, 6 types, 7 types, 8 types, 9 types and 10 It is more than kind.

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

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

When the composition of the present invention is required to keep the viscosity low and have a high response speed, it is preferable that the above lower limit is high and the upper limit is high. Furthermore, when the composition of the present invention is required to keep Tni high and a composition having good temperature stability is required, it is preferable that the above lower limit is high and the upper limit is high. When it is desired to increase the dielectric anisotropy in order to keep the drive voltage low, it is preferable that the above lower limit value be low and the upper limit value be low.

When reliability is important, both R ^L1 and R ^L2 are preferably alkyl groups, and when importance is given to reducing the volatility of the compound, alkoxy groups are preferable, and viscosity reduction is important When doing, at least one is preferably an alkenyl group.

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

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

n ^L1 is preferably 0 when importance is attached to the response speed, 2 or 3 is preferable to improve the upper limit temperature of the nematic phase, and 1 is preferable to balance them. Moreover, in order to satisfy the characteristics required as a composition, it is preferable to combine compounds of different values.

A ^{L 1} , A ^{L 2} and A ^{L 3} are preferably aromatic when it is required to increase Δn, and are preferably aliphatic to improve the response speed, and each of them is independently trans- 1,4-cyclohexylene group, 1,4-phenylene group, 2-fluoro-1,4-phenylene group, 3-fluoro-1,4-phenylene group, 3,5-difluoro-1,4-phenylene group , 1,4-cyclohexenylene group, 1,4-bicyclo [2.2.2] octylene group, piperidine-1,4-diyl group, naphthalene-2,6-diyl group, decahydronaphthalene-2,6 -Diyl group or 1,2,3,4-tetrahydronaphthalene-2,6-diyl group is preferable, and the following structure is more preferable,

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

It is preferable that Z ^L1 and Z ^L2 be a single bond when the response speed is important.

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

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

The compounds represented by formula (L-1) are the following compounds.

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

The compounds represented by General Formula (L-1) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The type of the compound used is, for example, one type, two types, three types, four types, five types or more as one embodiment of the present invention.

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

When the composition of the present invention is required to keep the viscosity low and have a high response speed, it is preferable that the above lower limit is high and the upper limit is high. Furthermore, when the composition of the present invention needs to have a high Tni and a composition having good temperature stability is required, it is preferable that the above lower limit value is medium and the upper limit value is medium. When it is desired to increase the dielectric anisotropy in order to keep the drive voltage low, it is preferable that the above lower limit value is low and the upper limit value is low.

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

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

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

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

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

Furthermore, the compound represented by General Formula (L-1-2) is a compound selected from the group of compounds represented by Formula (L-1-2.1) to Formula (L-1-2.4) The compound is preferably a compound represented by Formula (L-1-2.2) to Formula (L-1-2.4). In particular, the compounds represented by the formula (L-1-2.2) are preferable because they particularly improve the response speed of the composition of the present invention. When Tni higher than the response speed is to be determined, it is preferable to use a compound represented by formula (L-1-2.3) or formula (L-1-2.4). It is not preferable to set the content of the compounds represented by Formula (L-1-2.3) and Formula (L-1-2.4) to 30% or more in order to improve the solubility at low temperature.

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

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

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

(Wherein, ^L ^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 linear alkyl groups having 1 to 5 carbon atoms, linear alkoxy groups having 1 to 4 carbon atoms, and linear alkenyl groups having 2 to 5 carbon atoms. .

The lower limit of the preferable content of the compound represented by the formula (L-1-3) to the total amount of the composition of the present invention is 1%, 5%, 10%, 13% , 15%, 17%, 20%, 23%, 25%, 30%. The upper limit of the preferred content is 60%, 55%, 50%, 45%, 40%, 37%, 35%, based on the total weight of the composition of the present invention. %, 33%, 30%, 27%, 25%, 23%, 20%, 17%, 15%, 13%, 10%. %.
Furthermore, the compound represented by General Formula (L-1-3) is a compound selected from the group of compounds represented by Formula (L-1-3.1) to Formula (L-1-3.13) The compound is preferably a compound represented by formula (L-1-3.1), formula (L-1-3.3) or formula (L-1-3.4). In particular, the compound represented by the formula (L-1-3.1) is preferable in order to particularly improve the response speed of the composition of the present invention. In addition, when Tni higher than the response speed is to be determined, the formula (L-1-3.3), the formula (L-1-3.4), the formula (L-1-3.11) and the formula (L-) are used. It is preferable to use the compound represented by 1-3.12). Sum of compounds represented by the formula (L-1-3.3), the formula (L-1-3.4), the formula (L-1-3.11) and the formula (L-1-3.13) It is not preferable to make the content of 20% or more to improve the solubility at low temperature.

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

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

(In the formula, R ^L15 and R ^L16 each independently represent an alkyl group having 1 to 8 carbon atoms or an alkoxy group having 1 to 8 carbon atoms.)
R ^L15 and R ^L16 are preferably linear alkyl groups having 1 to 5 carbon atoms, linear alkoxy groups having 1 to 4 carbon atoms, and linear alkenyl groups having 2 to 5 carbon atoms. .

The lower limit of the preferable content of the compound represented by the formula (L-1-4) 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 preferred content is 25%, 23%, 20%, 17%, 15%, 13%, 10%, based on the total weight of the composition of the present invention. %.

The lower limit of the preferable content of the compound represented by the formula (L-1-5) 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 preferred content is 25%, 23%, 20%, 17%, 15%, 13%, 10%, based on the total weight of the composition of the present invention. %.

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

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

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

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

Furthermore, the compound represented by General Formula (L-1-6) is a compound selected from the group of compounds represented by Formula (L-1-6.1) to Formula (L-1-6.3) Is preferred.

The compounds represented by formula (L-2) are the following compounds.

(Wherein, R ^L21 and R ^L22 each independently represent the same meaning as R ^L1 and R ^L2 in general formula (L).)
R ^L21 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and R ^L22 is an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or a carbon atom The alkoxy groups of 1 to 4 are preferable.

The compounds represented by General Formula (L-2) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The type of the compound used is, for example, one type, two types, three types, four types, five types or more as one embodiment of the present invention.

When importance is given to solubility at low temperatures, setting the content high is effective, and conversely, setting importance to the content is high when response speed is important. Furthermore, in the case of improving the drop marks and the sticking characteristic, it is preferable to set the range of the content in the middle.

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

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

The compounds represented by formula (L-3) are the following compounds.

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

The compounds represented by formula (L-3) can be used alone or in combination of two or more. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The type of the compound used is, for example, one type, two types, three types, four types, five types or more as one embodiment of the present invention.

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

When high birefringence is to be obtained, setting the content high is effective, and conversely, when emphasizing high Tni, setting the content low is effective. Furthermore, in the case of improving the drop marks and the sticking characteristic, it is preferable to set the range of the content in the middle.

Furthermore, the compound represented by General Formula (L-3) is preferably a compound selected from the group of compounds represented by Formula (L-3.1) to Formula (L-3.7), Compounds represented by (L-3.2) to (L-3.5) are preferable.

The compounds represented by formula (L-4) are the following compounds.

(Wherein, R ^L41 and R ^L42 each independently represent the same meaning as R ^L1 and R ^L2 in General Formula (L).)
R ^L41 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and R ^L42 is an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or a carbon atom The alkoxy groups of 1 to 4 are preferable. )
The compounds represented by formula (L-4) can be used alone or in combination of two or more compounds. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The type of the compound used is, for example, one type, two types, three types, four types, five types or more 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-4) is low temperature solubility, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, It is necessary to appropriately adjust according to the required performance such as burn-in and dielectric anisotropy.

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

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

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

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

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

Depending on required properties such as low temperature solubility, transition temperature, electrical reliability, birefringence, etc., the compound represented by the formula (L-4.4) may be represented by the formula (L-4.4) Even if it contains the compound represented by -4.5), it contains both the compound represented by the formula (L-4.4) and the compound represented by the formula (L-4.5) May be

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

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

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

The compounds represented by General Formula (L-5) are the following compounds.

(Wherein, R ^L51 and R ^L52 each independently represent the same meaning as R ^L1 and R ^L2 in general formula (L).)
R ^L51 is preferably an alkyl group or an alkenyl group having 2 to 5 carbon atoms having 1 to 5 carbon atoms, R ^L52 is an alkyl group, an alkenyl group or a carbon atom of the carbon atoms 4-5 of 1-5 carbon atoms The alkoxy groups of 1 to 4 are preferable.

The compounds represented by General Formula (L-5) can be used alone, or two or more compounds can be used in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The type of the compound used is, for example, one type, two types, three types, four types, five types or more 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-5) is low temperature solubility, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, It is necessary to appropriately adjust according to the required performance such as burn-in and dielectric anisotropy.

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

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

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

The compound represented by General Formula (L-5) is preferably a compound selected from the group of compounds represented by Formula (L-5.5) to Formula (L-5.7), and in particular It is preferable that it is a compound represented by L-5.7).

The compounds represented by General Formula (L-6) are the following compounds.

(Wherein, R ^L61 and R ^L62 each independently represent the same as R ^L1 and R ^L2 in General Formula (L), and X ^L61 and X ^L62 each independently represent a hydrogen atom or a fluorine atom. )
Each of R ^L61 and R ^L62 is preferably independently an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and one of X ^L61 and X ^L62 is a fluorine atom, and the other is a hydrogen atom Is preferred.

The compounds represented by formula (L-6) can be used alone or in combination of two or more compounds. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The type of the compound used is, for example, one type, two types, three types, four types, five types or more as one embodiment of the present invention.

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

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

There are no particular restrictions on the types of compounds that can be combined, but it is preferable to include one to three of these compounds, and it is more preferable to include one to four. In addition, since a broad molecular weight distribution of the selected compound is also effective for solubility, for example, one compound represented by the formula (L-6.1) or (L-6.2), a compound of the formula (L- 6.4) or (L-6.5) from the compound represented by the formula (L-6.6) or the formula (L-6.7) It is preferable to select one type of compound from the compounds represented by -6.8) or (L-6.9) and appropriately combine them. Among them, they are represented by the formula (L-6.1), the formula (L-6.3), the formula (L-6.4), the formula (L-6.6) and the formula (L-6.9) It is preferred to include a compound.

Furthermore, the compound represented by General Formula (L-6) is preferably a compound represented by Formula (L-6.10) to Formula (L-6.17), for example. The compound represented by L-6.11) is preferred.

The compounds represented by General Formula (L-7) are the following compounds.

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

There is no particular limitation on the types of compounds that can be combined, but they are combined according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The type of compound used is, for example, one type, two types, three types, and four types according to 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 low temperature solubility, transition temperature, electrical reliability, birefringence, process compatibility, dripping mark, It is necessary to appropriately adjust according to the required performance such as burn-in and dielectric anisotropy.

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

It is preferable to increase the content of the compound represented by formula (L-7) when the composition of the present invention is desired to have a high Tni embodiment, and the content is desired if a low viscosity embodiment is desired. It is preferable to reduce the

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

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

Furthermore, the compound represented by General Formula (L-7) is a compound represented by Formula (L-7.21) to Formula (L-7.23). It is preferable that it is a compound represented by Formula (L-7.21).

Furthermore, the compound represented by General Formula (L-7) is preferably a compound represented by Formula (L-7. 31) to Formula (L-7. 34), and the compound represented by Formula (L-7. 31) or / and a compound represented by the formula (L-7. 32) is preferable.

Furthermore, the compound represented by General Formula (L-7) is preferably a compound represented by Formula (L-7.41) to Formula (L-7.44), and the compound represented by Formula (L-7. 41) or / and a compound represented by the formula (L-7. 42) is preferable.

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

Preferred content of the total of the compounds represented by general formulas (L), (N-1), (N-2), (N-3) and (J) relative to the total amount of the composition of the present invention The lower limit is 80%, 85%, 88%, 90%, 92%, 93%, 94%, 95%, 96%, 97%. %, 98%, 99%, and 100%. The upper limit of the preferred content is 100%, 99%, 98% and 95%. However, from the viewpoint of obtaining a composition having a large absolute value of Δε, any one of the compounds represented by formulas (N-1), (N-2), (N-3) or (J) is % Or less is preferable, 3% or less is preferable, and 0% is preferable.

Preferred total content of compounds represented by general formulas (L-1) to (L-8) and general formulas (M-1) to (M-18) relative to the total amount of the composition of the present invention The lower limit is 80%, 85%, 88%, 90%, 92%, 93%, 94%, 95%, 96%, 97%. %, 98%, 99%, and 100%. The upper limit of the preferred content is 100%, 99%, 98% and 95%.

Preferred total content of compounds represented by General Formulas (L-1) to (L-8) and General Formulas (N-1a) to (N-1g) relative to the total amount of the composition of the present invention The lower limit is 80%, 85%, 88%, 90%, 92%, 93%, 94%, 95%, 96%, 97%. %, 98%, 99%, and 100%. The upper limit of the preferred content is 100%, 99%, 98% and 95%.

The total of the compounds represented by General Formulas (L-1) to (L-8) and General Formulas (N-1-1) to (N-1-21) relative to the total amount of the composition of the present invention The lower limit value of the preferable content is 80%, 85%, 88%, 90%, 92%, 93%, 94%, 95%, 96% , 97%, 98%, 99% and 100%. The upper limit of the preferred content is 100%, 99%, 98% and 95%.

In order to reduce the content of the polymerizable compound after ultraviolet irradiation, it is preferable to increase the content of the compounds represented by General Formulas (N-1-5) and (L-6), and the preferable content is The lower limit value of is 10%, 13% and 15%. Similarly, the content of the compounds represented by formulas (M-4), (M-7), (M-8.51) to (M-8.54) and (L-6) may be increased. Preferably, the lower limit of the preferable content is 15%, 20%, and 25%.

The composition of the present invention preferably does not contain a compound having a structure in which oxygen atoms such as a peracid (—CO—OO—) structure are bonded 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, based on the total mass of the composition. Preferably, it is more preferably 1% or less, and most preferably substantially free.

When importance is placed on stability due to UV irradiation, the content of the compound substituted with chlorine atoms is preferably 15% or less, preferably 10% or less, based on the total mass of the composition. % Is preferable, 5% or less is more preferable, 3% or less is preferable, and substantially no content is further preferable.

It is preferable to increase the content of compounds in which all ring structures in the molecule are six-membered rings, and the content of compounds in which all ring structures in the molecule are six-membered rings is 80 based on the total mass of the composition. % Or more is preferable, 90% or more is more preferable, 95% or more is more preferable, and the composition is composed only of compounds in which all ring structures in the molecule are substantially 6-membered rings. Most preferred.

In order to suppress deterioration due to oxidation of the composition, it is preferable to reduce the content of the compound having a cyclohexenylene group as a ring structure, and the content of the compound having a cyclohexenylene group is the total mass of the composition. On the other hand, it is preferably 10% or less, preferably 8% or less, more preferably 5% or less, preferably 3% or less, and even more preferably substantially non-containing.

In the case of focusing on the improvement of viscosity and improvement of T _NI , the content of a compound having a 2-methylbenzene-1,4-diyl group in which the hydrogen atom may be substituted by halogen in the molecule should be reduced The content of the compound having a 2-methylbenzene-1,4-diyl group in the molecule is preferably 10% or less, and more preferably 8% or less based on the total mass of the composition. The content is preferably 5% or less, more preferably 3% or less, and even more preferably substantially non-containing.

In the present application, "not substantially contained" means that it is not contained except for unintentionally contained substances.

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

The average elastic constant (K _AVG ) of the liquid crystal composition used in the present invention is preferably 10 to 25, but the lower limit is preferably 10, 10.5 is preferred, 11 is preferred and 11.5 is preferred. , 12 is preferable, 12.3 is preferable, 12.5 is preferable, 12.8 is preferable, 13 is preferable, 13.3 is preferable, 13.5 is preferable, 13.8 is preferable, 14 is preferable, 14 3 is preferable, 14.5 is preferable, 14.8 is preferable, 15 is preferable, 15.3 is preferable, 15.5 is preferable, 15.8 is preferable, 16 is preferable, 16.3 is preferable, 16 5 is preferable, 16.8 is preferable, 17 is preferable, 17.3 is preferable, 17.5 is preferable, 17.8 is preferable, and 18 is preferable, and the upper limit thereof is 25 is preferable, 24.5 is preferable, 24 is preferable, 23.5 is preferable, 23 is preferable, 22.8 is preferable, 22.5 is preferable, 22.3 is preferable, 22 is preferable, 21.8 is 21.5 is preferable, 21.3 is preferable, 21 is preferable, 20.8 is preferable, 20.5 is preferable, 20.3 is preferable, 20 is preferable, 19.8 is preferable, and 19.5 is 19.3 is preferable, 19 is preferable, 18.8 is preferable, 18.5 is preferable, 18.3 is preferable, 18 is preferable, 17.8 is preferable, 17.5 is preferable, 17.3 is Preferably, 17 is preferable. When importance is given to reducing power consumption, it is effective to reduce the amount of light from the backlight, and it is preferable to improve the light transmittance of the liquid crystal display element. For that purpose, the value of K _AVG should be set lower. preferable. When emphasis is placed on improvement of response speed, it is preferable to set the value of K _AVG higher.

The polymerizable liquid crystal composition of the present application contains the polymerizable compound represented by the general formula (i), but further contains the general formula (P)

(In the above general formula (P), R ^p1 represents a hydrogen atom, a fluorine atom, a cyano group, a hydrogen atom, an alkyl group having 1 to 15 carbon atoms in which a hydrogen atom may be substituted by a halogen atom, a hydrogen atom is An alkoxy group having 1 to 15 carbon atoms which may be substituted with a halogen atom, an alkenyl group having 1 to 15 carbon atoms which may optionally have a hydrogen atom substituted for the halogen atom, a hydrogen atom is substituted for the halogen atom And optionally represents an alkenyloxy group having 1 to 15 carbon atoms or -Sp ^p2 -P ^p2 ;
P ^p1 and P ^p2 are each independently represented by general formula (P ^p1 -1) to formula (P ^p1 -9)

(Wherein, R ^p11 and R ^p12 each independently represent a hydrogen atom, an alkyl group of 1 to 5 carbon atoms or a halogenated alkyl group of 1 to 5 carbon atoms, and W ^p11 is a single bond, —O -, -COO-, or a methylene group, and t ^p11 represents 0, 1 or 2, but when there are a plurality of R ^p11 , R ^p12 , W ^p11 and / or t ^{p11 in} the molecule, they are identical It may be different or different.)
Represents one of the
Sp ^p1 and Sp ^p2 each independently represent a spacer group,
Z ^p1 and Z ^p2 are each independently a single bond, -O-, -S-, -CH _2- , -OCH _2- , -CH ₂ O-, -CO-, -C ₂ H ₄ -,- _{_{_{COO -, - OCO -, -}}} OCOOCH 2 -, - CH 2 OCOO -, - OCH 2 CH 2 O -, - CO-NR ZP1 -, - NR ZP1 -CO -, - SCH 2 -, - CH 2 S- ^{^{^{, -CH = CR ZP1 -COO -,}}} - CH = CR ZP1 -OCO -, - COO-CR ZP1 = CH -, - OCO-CR ZP1 = CH -, - COO-CR ZP1 = CH-COO -, - COO -CR ^ZP1 = CH- ^{OCO-, -OCO} -CR ^ZP1 = CH- ^{COO-, -OCO} -CR ^ZP1 = CH-OCO-,-(CH ₂ ) _z -COO-,-(CH ₂ ) ₂ -OCO- , -OCO- _(CH ₂₎ 2 _{_{, - (C = O) -O-}} (CH 2) 2 -, - CH = CH -, - CF = CF -, - CF = CH -, - CH = CF -, - CF 2 -, - CF 2 O —, —OCF ₂ —, —CF ₂ CH ₂ —, —CH ₂ CF ₂ —, —CF ₂ CF ₂ — or —C≡C— (wherein, each R ^{ZP 1} independently represents a hydrogen atom or the number of carbon atoms. 1 to 4 alkyl groups are represented, but when there are a plurality of R ^ZP1 in the molecule, they may be the same or different.)
Represents
A ^p2 is a 1,4-phenylene group, a 1,4-cyclohexylene group, an anthracene-2,6-diyl group, a phenanthrene-2,7-diyl group, a pyridine-2,5-diyl group, a pyrimidine-2, 5-diyl group, naphthalene-2,6-diyl group, indane-2,5-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or 1,3-dioxane-2,5 -Represents a diyl group, wherein A ^p2 is unsubstituted or an alkyl group having 1 to 12 carbon atoms, a halogenated alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a carbon atom And may be substituted with a halogenated alkoxy group of a number of 1 to 12, a halogen atom, a cyano group, a nitro group or -Sp ² -P ^{p 2} ;
A ^p1 is represented by the formula (A ^p1 -11) to (A ^p1 -19)

(Wherein, when Sp ^p1 or m ^p1 is 2 or 3, it is bonded to Sp ^p1 or Z ^p1, and it is bonded to Z ^p1 with ★★, and one or more hydrogen atoms in the structure have 1 carbon atom Substituted by an alkyl group of ̃12, a halogenated alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a halogenated alkoxy group having 1 to 12 carbon atoms, a halogen atom, a cyano group or a nitro group Represents a group represented by
A ^p3 is the formula (A ^p3 -11) to (A ^p3 -19)

(Wherein, when ★ is bound to Z ^p2 , when ★ R ^p1 or mp ³ is 2 or 3, it is bound to R ^p1 or Z ^p2, and one or more hydrogen atoms in the structure have 1 carbon atom Substituted by an alkyl group of ̃12, a halogenated alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a halogenated alkoxy group having 1 to 12 carbon atoms, a halogen atom, a cyano group or a nitro group Represents a group represented by
m ^p2 and m ^p3 each independently represent 0, 1, 2, or 3, and m ^p1 and m ^p4 each independently represent 1, 2 or 3, but P ^p1 , Sp ^p1 , A ^{When a} plurality of ^{p 1} , Z ^{p 1} , Z ^{p 2} , A ^{p 3} and / or R ^{p 1} are present, they may be the same or different, but the polymerizable compound represented by formula (i) is excluded. 1 type or 2 types or more may be contained in the polymeric compound chosen from the compound group represented by these.

In the general formula (P) according to the present invention, R ^p1 is preferably -Sp ² -P ^{p 2} .

It is preferable that P ^p1 and P ^p2 be each independently any one of the formulas (P ^p1 -1) to (P ^p1 -3), and it is preferable that it is (P ^p1 -1).

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

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

Z ^p1 and ^{Z p2} are each independently a single _{_{bond, -OCH 2 -, - CH 2}} O -, - CO -, - C 2 H 4 -, - COO -, - OCO -, - COOC 2 H 4 - _{_{_{, -OCOC 2 H 4 -, -}}} C 2 H 4 OCO -, - C 2 H 4 COO -, - CH = CH -, - CF 2 -, - CF 2 O -, - (CH 2) 2 -COO- ,-(CH ₂ ) ₂ -OCO-, -OCO- (CH ₂ ) _2- , -CH = CH-COO-, -COO-CH = CH-, -OCOCH = CH-, -COO- (CH ₂ ) _₂ -, - OCF ₂ - or -C≡C-, more preferably a single _{_{_{_{bond, -OCH 2 -, - CH 2}}}} O -, - C 2 H 4 -, - COO -, - OCO -, - COOC 2 H 4 _{_{-, - OCOC 2 H 4 -}} , - C 2 H 4 OCO -, - C 2 H 4 COO -, - CH = C _{_{_{_{-, - (CH 2) 2}}}} -COO -, - (CH 2) 2 -OCO -, - OCO- (CH 2) 2 -, - CH = CH-COO -, - COO-CH = CH -, - OCOCH = CH-, -COO- (CH ₂ ) ₂ -or -C≡C- is preferable, and only one of them present in the molecule is -OCH _2- , -CH ₂ O-, -C ₂ H ₄ -,- _{_{_{_{COO -, - OCO -, -}}}} COOC 2 H 4 -, - OCOC 2 H 4 -, - C 2 H 4 OCO -, - C 2 H 4 COO -, - CH = CH -, - (CH 2) 2 - _{_{_{_{COO -, - (CH 2)}}}} 2 -OCO -, - OCO- (CH 2) 2 -, - CH = CH-COO -, - COO-CH = CH -, - OCOCH = CH -, - COO- (CH ₂ ) ₂ -or -C≡C-, and all other single bonds are preferred, and Only one present in _{_{the, -OCH 2 -, - CH 2}} O -, - C 2 H 4 -, - COO- or a -OCO-, preferably other are all single bonds, all single Preferably it is a bond.

In addition, only one of Z ^p1 and Z ^p2 present in the molecule is -CH = CH-COO-, -COO-CH = CH-,-(CH ₂ ) ₂ -COO-,-(CH ₂ ) ₂ It is a linking group selected from the group consisting of —OCO—, —O—CO— (CH ₂ ) ₂ — and —COO— (CH ₂ ) ₂ —, and the others are preferably single bonds.

Each of Sp ^p1 and Sp ^p2 independently represents a single bond or an alkylene group having 1 to 30 carbon atoms, and -CH _2- in the alkylene group is -O-,-as long as oxygen atoms are not directly linked to each other. It may be substituted by CO-, -COO-, -OCO-, -CH = CH- or -C≡C-, and a hydrogen atom in the alkylene group may be substituted by a halogen atom, The chain is preferably an alkylene group having 1 to 10 carbon atoms or a single bond.

A ^p2 is preferably 1,4-phenylene, 1,4-cyclohexylene, anthracene-2,6-diyl, phenanthrene-2,7-diyl or naphthalene-2,6-diyl; 4-phenylene group, 1,4-cyclohexylene group, phenanthrene-2,7-diyl group or naphthalene-2,6-diyl group is preferable, and when m ^p2 + m ^p3 is 0, phenanthrene 2,7-diyl group is Preferably, when m ^{p 2} + m ^{p 3} is 1, 2 or 3, a 1,4-phenylene group or a 1,4-cyclohexylene group is preferable. One or more hydrogen atoms in the structure of A ^p2 may be substituted with a methyl group, an ethyl group, a methoxy group, an ethoxy group or a fluorine atom in order to improve the compatibility with the liquid crystal compound.

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

A ^p3 is preferably of the formula (A ^p1 -14), (A ^p1 -15), (A ^p1 -16), (A ^p1 -17) or (A ^p1 -18). One or more hydrogen atoms in the structure of A ^p3 may be substituted with a methyl group, an ethyl group, a methoxy group, an ethoxy group or a fluorine atom in order to improve the compatibility with the liquid crystal compound.

m ^p2 + m ^p3 is preferably 0, 1, 2 or 3 and 1 or 2 is preferable.

The total content of the compound represented by the general formula (P) is preferably 0.05 to 10% of the composition containing the compound represented by the general formula (P) of the present application, It is preferable to contain 0.1 to 8%, to contain 0.1 to 5%, to contain 0.1 to 3%, and to contain 0.2 to 2%. Preferably, 0.2 to 1.3% is contained, 0.2 to 1% is preferably contained, and 0.2 to 0.56% is preferably contained.

The preferable lower limit of the total content of the compounds represented by General Formula (P) is 0.01% with respect to the composition containing the compound represented by General Formula (P) of the present application, and 0. 0%. 03%, 0.05%, 0.08%, 0.1%, 0.15%, 0.2%, 0.25%, 0.3% %.

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

If the content is small, the effect of adding the compound represented by the general formula (P) is difficult to appear, and problems such as weak alignment control of the liquid crystal composition or weakening with time occur. There are problems such as a large amount remaining later, long time for curing, and a decrease in the reliability of the liquid crystal. Therefore, the content is set in consideration of these balances.

The compounds represented by General Formula (P) are preferably compounds represented by General Formula (P-1), General Formula (P-2) and General Formula (P-3).

( ^Wherein , P ^p11 , P ^p12 , P ^p21 , P ^p22 , P ^p31 and P ^p32 each independently represent the same meaning as P ^p1 in formula (P),
Sp ^p11 , Sp ^p12 , Sp ^p21 , Sp ^p22 , Sp ^p31 and Sp ^p32 each independently represent the same meaning as Sp ^p1 in formula (P),
^Ap11 , ^Ap12 , ^Ap13 , ^Ap21 , ^Ap22 , ^Ap23 and ^Ap32 are each independently a 1,4-phenylene group, a 1,4-cyclohexylene group, an anthracene-2,6-diyl group, Phenanthrene-2,7-diyl group, pyridine-2,5-diyl group, pyrimidine-2,5-diyl group, naphthalene-2,6-diyl group, indane-2,5-diyl group, 1,2,3 , 4-tetrahydronaphthalene-2,6-diyl group or 1,3-dioxane-2,5-diyl group, wherein A ^p11 , A ^p12 , A ^p13 , A ^p21 , A ^p22 , A ^p23 and A ^p32 are Each of them is independently an unsubstituted or alkyl group having 1 to 12 carbon atoms, a halogenated alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a carbon source Halogenated alkoxy group having from 1 to 12, a halogen atom, a cyano group, optionally substituted with ^-Sp p2 ^{-P p2} in nitro group or formula (P) may,
Z ^p21 is a single _{_{bond, -O -, - S -,}} - CH 2 -, - OCH 2 -, - CH 2 O -, - CO -, - C 2 H 4 -, - COO -, - OCO-, _{_{_{-OCOOCH 2 -, - CH 2 OCOO}}} -, - OCH 2 CH 2 O -, - CO-NR ZP1 -, - NR ZP1 -CO -, - SCH 2 -, - CH 2 S -, - CH = CR ZP1 - ^COO- , -CH = CR ^{ZP1 -OCO-} , -COO-CR ^ZP1 = CH-, -OCO-CR ^ZP1 = CH-, -COO-CR ^ZP1 = CH- ^COO- , -COO-CR ^ZP1 = CH-OCO ^{^{-, - OCO-CR ZP1 =}} CH-COO -, - OCO-CR ZP1 = CH-OCO -, - (CH 2) z -COO -, - (CH 2) 2 -OCO -, - OCO- (CH 2 ) ₂ -,-(C = O)-O-(C H ₂ ) _2- , -CH = CH-, -CF = CF-, -CF = CH-, -CH = CF-, -CF _2- , -CF ₂ O-, -OCF _2- , -CF ₂ CH ₂ —, —CH ₂ CF ₂ —, —CF ₂ CF ₂ — or —C≡C— (wherein, each of R ^ZP 1 independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, When a plurality of R ^ZP1 are present in the group, they may be the same or different.)
Represents )
P ^p11 , P ^p12 , P ^p21 , P ^p22 , P ^p31 and P ^p32 are each independently the same as P ^p1 in the general formula (P), and in formulas (P ^p1 -1) to (P ^p1 -3) It is preferable that it is either, It is preferable that it is (P ^p1 -1), It is preferable that R ^p11 and R ^p12 are respectively independently a hydrogen atom or a methyl group.

Sp ^p11 , Sp ^p12 , Sp ^p21 , Sp ^p22 , Sp ^p31 and Sp ^p32 each independently represent a single bond or an alkylene group having 1 to 30 carbon atoms, and —CH ₂ — in the alkylene group is an oxygen atom As long as they are not directly linked, they may be substituted by -O-, -CO-, -COO-, -OCO-, -CH = CH- or -C-C-, and the hydrogen atom in the alkylene group is Although a halogen atom may be substituted, a linear C 1-10 alkylene group or a single bond is preferable.

^Ap11 , ^Ap12 , ^Ap13 , ^Ap21 , ^Ap22 , ^Ap23 and ^Ap32 are each independently a 1,4-phenylene group, a 1,4-cyclohexylene group, an anthracene-2,6-diyl group, A phenanthrene-2,7-diyl group or a naphthalene-2,6-diyl group is preferable, and a 1,4-phenylene group, a 1,4-cyclohexylene group, a phenanthrene-2,7-diyl group or a naphthalene-2,6- Diyl is preferred. In general formulas (P-1) and (P-2), a 1,4-phenylene group or a 1,4-cyclohexylene group is independently preferred, and the structure thereof is to improve the compatibility with the liquid crystal compound. Among them, one or more hydrogen atoms may be substituted by a methyl group, an ethyl group, a methoxy group, an ethoxy group or a fluorine atom. In the general formula (P-3), a phenanthrene-2,7-diyl group is preferable, and in order to improve the compatibility with the liquid crystal compound, one or two or more hydrogen atoms in the structure thereof are a methyl group, an ethyl group, It may be substituted by a methoxy group, an ethoxy group or a fluorine atom.

Z ^p21 is a single _{_{bond, -OCH 2 -, - CH 2}} O -, - CO -, - C 2 H 4 -, - COO -, - OCO -, - COOC 2 H 4 -, - OCOC 2 H 4 - _{_{_{_{, -C 2 H 4 OCO -,}}}} - C 2 H 4 COO -, - CH = CH -, - CF 2 -, - CF 2 O -, - (CH 2) 2 -COO -, - (CH 2) 2 -OCO-, -OCO- (CH ₂ ) _2- , -CH = CH-COO-, -COO-CH = CH-, -OCOCH = CH-, -COO- (CH ₂ ) _2- , -OCF _2- or -C≡C-, more preferably a single _{_{_{_{bond, -OCH 2 -, - CH 2}}}} O -, - C 2 H 4 -, - COO -, - OCO -, - COOC 2 H 4 -, - OCOC 2 H 4 _{_{_{_{-, - C 2 H 4 OCO}}}} -, - C 2 H 4 COO -, - CH = CH -, - (CH 2) 2 - _{_{_{_{OO -, - (CH 2)}}}} 2 -OCO -, - OCO- (CH 2) 2 -, - CH = CH-COO -, - COO-CH = CH -, - OCOCH = CH -, - COO- (CH ₂₎ ₂ - or -C≡C- are preferred, only one present in the molecule is _{_{_{_{-OCH 2 -, - CH 2 O}}}} -, - C 2 H 4 -, - COO -, - OCO -, - COOC _{_{_{2 H 4 -, - OCOC 2}}} H 4 -, - C 2 H 4 OCO -, - C 2 H 4 COO -, - CH = CH -, - (CH 2) 2 -COO -, - (CH 2) 2 -OCO-, -OCO- (CH ₂ ) _2- , -CH = CH-COO-, -COO-CH = CH-, -OCOCH = CH-, -COO- (CH ₂ ) ₂ -or -C≡C And all others are preferably single bonds, and only one present in the molecule is _{_{CH 2 -, - CH 2 O}} -, - C 2 H 4 -, - COO- or a -OCO-, preferably other are all single bonds, it is preferred that all is a single bond.

In addition, only one of Z ^p21 present in the molecule ^is- (CH ₂ ) ₂ -COO-,-(CH ₂ ) ₂ -OCO-, -O-CO- (CH ₂ ) _2- , -COO- It is a linking group selected from the group consisting of (CH ₂ ) _2- , and the others are preferably single bonds.

Preferred examples of the compound represented by General Formula (P-1) according to the present invention include polymerizable compounds represented by the following Formula (P-1-1) to Formula (P-1-9).

( ^Wherein , P ^p11 , P ^p12 , Sp ^p11 and Sp ^p12 have the same meaning as P ^p11 , P ^p12 , Sp ^p11 and Sp ^p12 in general formula (P-1))
Preferred examples of the compound represented by General Formula (P-2) according to the present invention include polymerizable compounds represented by the following Formula (P-2-1) to Formula (P-2-12).

( ^Wherein , P ^p21 , P ^p22 , Sp ^p21 and Sp ^p22 have the same meaning as P ^p21 , P ^p22 , Sp ^p21 and Sp ^p22 in formula (P-2))
Preferred examples of the compound represented by the general formula (P-4) according to the present invention include polymerizable compounds represented by the following formulas (P-4-1) to (P-4-19).

( ^Wherein , P ^p41 , P ^p42 , Sp ^p41 and Sp ^p42 have the same meaning as P ^p41 , P ^p42 , Sp ^p41 and Sp ^p42 in General Formula (P-4).)
A liquid crystal display element is manufactured using the above-mentioned polymerizable liquid crystal composition, but the liquid crystal display element is preferably a liquid crystal display element for driving an active matrix, and for PSA mode, PSVA mode, PS-IPS mode or PS-FSS mode It is preferable that it is a liquid crystal display element.

The present invention will be described in more detail by way of examples, but the present invention is not limited to these examples. Moreover, "%" in the composition of the following example and a comparative example means "mass%." The following abbreviations are used for the description of the compounds in the examples.

(Side chain)
-N -C _n H _{2n + 1} linear carbon number n alkyl group n-C _n H _{2n + 1-} linear carbon number n carbon group -On-OC _n H _{2n + 1} linear carbon alkoxy number n group nO- C _n H _2n + 1 O- straight chain alkoxy group with carbon number n -V -CH = CH ₂
V-CH ₂ = CH-
-V- -CH = CH-
-O1V -O-CH ₂ -V
-V1 -CH = CH-CH ₃
1V- CH ₃ -CH = CH-
-2V -CH ₂ -CH ₂ -CH = CH ₂
_{_{V2- CH 2 = CH-CH 2}} -CH 2 -
-2V 1 -CH ₂ -CH ₂ -CH = CH-CH ₃
_{_{1V2- CH 3 -CH = CH-CH}} 2 -CH 2 -
-F -F
-OCF3 -OCF ₃
(Linking group)
-CF2O- -CF ₂ -O-
-OCF2- -O-CF _2-
-1O- -CH ₂ -O-
-O1- -O-CH _2-
-COO- -COO-
-OCO- -OCO-
(Ring structure)

The characteristics measured in the examples are as follows.

T _ni : Nematic phase-isotropic liquid phase transition temperature (° C.)
Δn: refractive index anisotropy at 20 ° C. :: viscosity at 20 ° C. (mPa · s)
γ ₁ : rotational viscosity (mPa · s) at 20 ° C
Δε: dielectric anisotropy at 20 ° C. K ₃₃ : elastic constant K _{33 at} 20 ° C. (pN)
(Manufacturing method and evaluation method of liquid crystal display element)
First, a liquid crystal composition containing a polymerizable compound is coated with a polyimide alignment film for inducing vertical alignment with a cell gap of 3.5 μm, and then a vacuum injection method is applied to a liquid crystal cell including a substrate with ITO where the polyimide alignment film is rubbed. Infused. As a vertical alignment film forming material, JALS 2096 manufactured by JSR Corporation was used.

Next, using a fluorescent UV lamp in a liquid crystal cell in which a liquid crystal composition containing a polymerizable compound is injected, the illuminance measured under the condition of center wavelength 365 nm is adjusted to 3 mW / cm ² , and the integrated light amount 10J / It was irradiated with ultraviolet light of cm ² . After that, the voltage holding ratio (VHR) was measured under the conditions of 1 V, 60 Hz, and 70 ° C. to obtain VHR (UV) [%].

The residual amount [ppm] of the polymerizable compound in the liquid crystal display element after irradiation with ultraviolet light under the above conditions was measured. The measuring method of the residual amount of this polymeric compound is demonstrated. First, the liquid crystal display element was disassembled to obtain an acetonitrile solution of an eluted component containing a liquid crystal composition, a polymer, and an unreacted polymerizable compound. This was analyzed by high performance liquid chromatograph, and the peak area of each component was measured. The amount of the remaining polymerizable compound was determined from the peak area of the liquid crystal compound as the index and the peak area ratio of the unreacted polymerizable compound. The residual amount of the polymerizable compound was determined from this value and the amount of the polymerizable compound initially added. The detection limit of the residual amount of the polymerizable compound was 100 ppm. The fact that the polymerizable compound remains means that the polymerization rate of the polymerizable compound is slow.

The display defect (burn-in) evaluation by the change of a pretilt angle was performed using the liquid crystal display element after irradiating an ultraviolet-ray on the above-mentioned conditions. First, the pretilt angle of the liquid crystal display element was measured and used as a pretilt angle (initial). The backlight was illuminated for 24 hours while applying a voltage of 30 V at a frequency of 100 Hz to the liquid crystal display element. After that, the pretilt angle was measured and used as the pretilt angle (after the test). A value obtained by subtracting the pretilt angle (after the test) from the measured pretilt angle (initial) is taken as a pretilt angle change amount (= absolute value of pretilt angle change) [°]. The pretilt angle was measured using Syntech OPTIPRO.

As the amount of change in pretilt angle approaches 0 [°], the possibility of occurrence of display defects due to changes in pretilt angle decreases, and when it becomes 0.5 [°] or more, display defects due to changes in pretilt angle occur The possibility is higher.

Although formulas (RM-1) to (RM-6) were used as representative examples of the polymerizable compound, the present invention is not limited to these polymerizable compounds.

(Preparation and Evaluation of Liquid Crystal Composition)
Liquid crystal compositions of LC-001 to LC-013 were prepared, and their physical property values were measured. The composition of the liquid crystal composition and the results of the physical properties are shown below.

(Comparative Examples 1 to 3, Examples 1 to 5)
Using the prepared LC-001, LC-1-1 to LC-1-3 (Comparative Examples 1 to 3) and LC-1-4 to LC-1-8 (Examples 1 to 5) were prepared and tested. After vacuum injection into the cell, the residual amount of VHR (UV) and the polymerizable compound was evaluated. The composition of the polymerizable liquid crystal composition and the evaluation results are shown.

The VHR (UV) of LC-1-4 to LC-1-8, which is the liquid crystal composition of the present invention, clearly shows a higher value than Comparative Example 1 and Comparative Example 3 and shows sufficient UV resistance. . By increasing the content of the polymerizable compound, impurities in the liquid crystal composition can be easily incorporated into the polymer layer, so that a high VHR is exhibited.

The residual amount of the polymerizable compound after curing was 421 ppm in Comparative Example 1 and 539 ppm in Comparative Example 2. Thus, when the content of the polymerizable compound is increased, the unreacted polymerizable compound tends to remain, and in order to consume all the remaining polymerizable compound, the irradiation time of the ultraviolet light is prolonged or the wavelength is different. Steps such as irradiating ultraviolet light again are required. On the other hand, the remaining amount of the polymerizable compound after curing of Examples 1 to 5 which is the liquid crystal composition of the present invention is smaller than that of Comparative Examples 1 and 2. Thus, even if the content of the polymerizable compound is increased by using the compound represented by the general formula (i), the polymerization rate of the polymerizable compound is appropriately high, so that polymerization can be performed by ultraviolet irradiation for a short time. The amount of residual organic compounds can be reduced.

The pretilt angle change amounts of the liquid crystal display devices using LC-1-4 to LC-1-8 prepared in Examples 1 to 5 are respectively 0.1 [°], and the pretilt angle change amounts are sufficiently small. That was confirmed.

From the above, it has been confirmed that the liquid crystal composition of the present invention has sufficiently high UV resistance, the reaction rate of the polymerizable compound is moderately fast, and display defects due to the change of the pretilt angle hardly occur.
(Examples 6 to 28)
Using the prepared LC-001 to LC-007, LC-1-9 to LC-7-2 were prepared and vacuum injected into a test cell to prepare liquid crystal display elements (Examples 5 to 28). The residual amounts of these VHR (UV) and polymerizable compounds were evaluated. The results are shown below.

In Examples 6 to 28 using the polymerizable liquid crystal composition of the present invention, as in Examples 1 to 5, it is confirmed that the VHR after UV irradiation is sufficiently high, and the reaction rate of the polymerizable compound is moderately fast. did it.
(Examples 29 to 40)
In the same manner as in Examples 29 to 40 except that the prepared LC-008 to LC-013 were used, the VHR (UV) and the residual amount of the polymerizable compound were evaluated. The composition of the polymerizable liquid crystal composition used and the evaluation results are shown below.

In Examples 29 to 40 using the polymerizable liquid crystal composition of the present invention, as in Examples 1 to 5, it is confirmed that the VHR after UV irradiation is sufficiently high, and the reaction rate of the polymerizable compound is moderately fast. It was done.

Claims

A polymerizable compound in a polymerizable liquid crystal composition containing one or more liquid crystal compounds and one or more polymerizable compounds represented by general formula (i) and containing a liquid crystal compound and a polymerizable compound The polymeric liquid crystal composition whose content of the sum total of is 0.4 mass% or more and 10.0 mass% or less.

(In the formula,
P i1 and P i2 each independently represent a methacrylate group or an acrylate group,
Each of Sp i1 and Sp i2 independently represents a spacer group or a single bond,
Ms i1 has a total of 14 or more of the number of π electrons contained in the structure and the number of electrons forming a noncovalent electron pair of the oxygen atom contained in the structure, and is represented by the general formula (Ms-1)

( Wherein , A i1 is a group of (B i1 ) to (B i4 )

(One or more hydrogen atoms in the structure may be substituted with a halogen atom, an alkoxy group having 1 to 8 carbon atoms and / or an alkyl group having 1 to 8 carbon atoms.)
Represents the structure represented by
n i1 represents 1, 2, 3 or 4, and when a plurality of A i1 are present, they may be the same or different. )
Is a structure represented by )
In the general formula (i), Ms i1 has the formula (B i11), formula (B i12) or formula according to claim 1, structure a is polymerizable compound represented by (B i41) which contained one or two or more Polymeric liquid crystal composition as described.

(One or more hydrogen atoms in the structure may be substituted with a halogen atom, an alkoxy group having 1 to 8 carbon atoms and / or an alkyl group having 1 to 8 carbon atoms.)
General Formulas (N-1), (N-2) and (N-3)

(Wherein, R N11 , R N12 , R N21 , R N22 , R N31 and R N32 each independently represent an alkyl group having 1 to 8 carbon atoms, and one or more non-adjacent ones in the alkyl group And two or more of —CH 2 — may be independently substituted by —CH = CH—, —C≡C—, —O—, —CO—, —COO— or —OCO—, respectively.
A N11 , A N12 , A N21 , A N22 , A N31 and A N32 are each independently (a) 1,4-cyclohexylene group (one -CH 2- present in this group or adjacent thereto And two or more -CH 2- may be replaced by -O-.)
(B) 1,4-phenylene group (one -CH = present in this group or two or more non-adjacent -CH = may be replaced by -N =)
(C) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6-diyl group or One —CH = or two or more non-adjacent —CH = present in the 1,2,3,4-tetrahydronaphthalene-2,6-diyl group may be replaced by —N =. And d) represents a group selected from the group consisting of 1,4-cyclohexenylene groups, and the groups (a), (b), (c) and (d) are each independently cyano. It may be substituted by a group, a fluorine atom or a chlorine atom,
Z N11, Z N12, Z N21 , Z N22, Z N31 and Z N32 are each independently a single bond, -CH 2 CH 2 -, - (CH 2) 4 -, - OCH 2 -, - CH 2 O-, -COO-, -OCO-, -OCF 2- , -CF 2 O-, -CH = N-N = CH-, -CH = CH-, -CF = CF- or -C≡C- Represent
X N21 represents a hydrogen atom or a fluorine atom,
T N31 represents -CH 2 -or an oxygen atom,
n N11 , n N12 , n N21 , n N22 , n N31 and n N32 each independently represent an integer of 0 to 3, but n N11 + n N12 , n N21 + n N22 and n N31 + n N32 each represent an integer Independently, 1, 2 or 3, and when there are a plurality of A N11 to A N32 and Z N11 to Z N32 , they may be the same or different. 3. The polymerizable liquid crystal composition according to claim 1, containing one or two or more compounds selected from the compounds represented by).
General formula (J)

(Wherein, R J1 represents an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent -CH 2 -in the alkyl group are each independently -CH = CH- , -C≡C-, -O-, -CO-, -COO- or -OCO-, and
n J1 represents 0, 1, 2, 3 or 4;
A J1 , A J2 and A J3 are each independently
(A) 1,4-cyclohexylene group (this is present in the group one -CH 2 - or nonadjacent two or more -CH 2 - may be replaced by -O-.)
(B) 1,4-phenylene group (one -CH = present in this group or two or more non-adjacent -CH = may be replaced by -N =) and (c) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6-diyl group or 1,2 , And one or more non-adjacent -CH = present in the 3,4-tetrahydronaphthalene-2,6-diyl group may be replaced by -N =).
Group (a), group (b) and group (c) are each independently a cyano group, a fluorine atom, a chlorine atom, a methyl group, a trifluoromethyl group or a trifluoro group It may be substituted by a methoxy group,
Z J1 and Z J2 are each independently a single bond, —CH 2 CH 2 —, — (CH 2 ) 4 —, —OCH 2 —, —CH 2 O—, —OCF 2 —, —CF 2 O -, -COO-, -OCO- or -C≡C-,
When n J1 is 2, 3 or 4 and there are a plurality of A J2 , they may be the same or different, and n J1 is 2, 3 or 4 and a plurality of Z J1 is present If they are identical 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 a 2,2,2-trifluoroethyl group. 4. The polymerizable liquid crystal composition according to any one of claims 1 to 3, containing one or two or more compounds selected from the compounds represented by).
General formula (L)

(Wherein, R L1 and R L2 each independently represent an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent —CH 2 — in the alkyl group are each independently And may be substituted by -CH = CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-,
n L1 represents 0, 1, 2 or 3;
A L1 , A L2 and A L3 are each independently (a) 1,4-cyclohexylene group (one —CH 2 — present in this group or two or more non-adjacent —CH 2 groups -May be replaced by -O-.)
(B) 1,4-phenylene group (one -CH = present in this group or two or more non-adjacent -CH = may be replaced by -N =) and (c) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6-diyl group or 1,2 , And one or more non-adjacent -CH = present in the 3,4-tetrahydronaphthalene-2,6-diyl group may be replaced by -N =).
And the group (a), the group (b) and the group (c) may be each independently substituted with a cyano group, a fluorine atom or a chlorine atom,
Z L1 and Z L2 are each independently a single bond, -CH 2 CH 2 -, - (CH 2) 4 -, - OCH 2 -, - CH 2 O -, - COO -, - OCO -, - OCF 2- , -CF 2 O-, -CH = N-N = CH-, -CH = CH-, -CF = CF- or -C≡C-
When n L1 is 2 or 3 and a plurality of A L2 is present, they may be the same or different, and when n L1 is 2 or 3 and a plurality of Z L2 is present, they may be May be the same or different. 5. The polymerizable liquid crystal composition according to any one of claims 1 to 4, which contains one or two or more compounds selected from the compounds represented by).
Furthermore, general formula (P)

(In the above general formula (P), R p1 represents a hydrogen atom, a fluorine atom, a cyano group, a hydrogen atom, an alkyl group having 1 to 15 carbon atoms in which a hydrogen atom may be substituted by a halogen atom, a hydrogen atom is An alkoxy group having 1 to 15 carbon atoms which may be substituted with a halogen atom, an alkenyl group having 1 to 15 carbon atoms which may optionally have a hydrogen atom substituted for the halogen atom, a hydrogen atom is substituted for the halogen atom And optionally represents an alkenyloxy group having 1 to 15 carbon atoms or -Sp p2 -P p2 ;
P p1 and P p2 are each independently represented by general formula (P p1 -1) to formula (P p1 -9)

(Wherein, R p11 and R p12 each independently represent a hydrogen atom, an alkyl group of 1 to 5 carbon atoms or a halogenated alkyl group of 1 to 5 carbon atoms, and W p11 is a single bond, —O -, -COO-, or a methylene group, and t p11 represents 0, 1 or 2, but when there are a plurality of R p11 , R p12 , W p11 and / or t p11 in the molecule, they are identical It may be different or different.)
Represents one of the
Each of Sp p1 and Sp p2 independently represents a spacer group or a single bond,
Z p1 and Z p2 are each independently a single bond, -O-, -S-, -CH 2- , -OCH 2- , -CH 2 O-, -CO-, -C 2 H 4 -,- COO -, - OCO -, - OCOOCH 2 -, - CH 2 OCOO -, - OCH 2 CH 2 O -, - CO-NR ZP1 -, - NR ZP1 -CO -, - SCH 2 -, - CH 2 S- , -CH = CR ZP1 -COO -, - CH = CR ZP1 -OCO -, - COO-CR ZP1 = CH -, - OCO-CR ZP1 = CH -, - COO-CR ZP1 = CH-COO -, - COO -CR ZP1 = CH- OCO-, -OCO -CR ZP1 = CH- COO-, -OCO -CR ZP1 = CH-OCO-,-(CH 2 ) z -COO-,-(CH 2 ) 2 -OCO- , -OCO- (CH 2) 2 , - (C = O) -O- (CH 2) 2 -, - CH = CH -, - CF = CF -, - CF = CH -, - CH = CF -, - CF 2 -, - CF 2 O —, —OCF 2 —, —CF 2 CH 2 —, —CH 2 CF 2 —, —CF 2 CF 2 — or —C≡C— (wherein, each R ZP 1 independently represents a hydrogen atom or the number of carbon atoms. 1 to 4 alkyl groups are represented, but when there are a plurality of R ZP1 in the molecule, they may be the same or different.)
Represents
A p2 is a 1,4-phenylene group, a 1,4-cyclohexylene group, an anthracene-2,6-diyl group, a phenanthrene-2,7-diyl group, a pyridine-2,5-diyl group, a pyrimidine-2, 5-diyl group, naphthalene-2,6-diyl group, indane-2,5-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or 1,3-dioxane-2,5 -Represents a diyl group, wherein A p2 is unsubstituted or an alkyl group having 1 to 12 carbon atoms, a halogenated alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a carbon atom And may be substituted with a halogenated alkoxy group of a number of 1 to 12, a halogen atom, a cyano group, a nitro group or -Sp 2 -P p 2 ;
A p1 is represented by the formula (A p1 -11) to (A p1 -19)

(Wherein, when Sp p1 or m p1 is 2 or 3, it is bonded to Sp p1 or Z p1, and it is bonded to Z p1 with ★★, and one or more hydrogen atoms in the structure have 1 carbon atom Substituted by an alkyl group of ̃12, a halogenated alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a halogenated alkoxy group having 1 to 12 carbon atoms, a halogen atom, a cyano group or a nitro group Represents a group represented by
A p3 is the formula (A p3 -11) to (A p3 -19)

(Wherein, when ★ is bound to Z p2 , when ★ R p1 or mp 3 is 2 or 3, it is bound to R p1 or Z p2, and one or more hydrogen atoms in the structure have 1 carbon atom Substituted by an alkyl group of ̃12, a halogenated alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a halogenated alkoxy group having 1 to 12 carbon atoms, a halogen atom, a cyano group or a nitro group Represents a group represented by
m p2 and m p3 each independently represent 0, 1, 2, or 3, and m p1 and m p4 each independently represent 1, 2 or 3, but P p1 , Sp p1 , A When a plurality of p 1 , Z p 1 , Z p 2 , A p 3 and / or R p 1 are present, they may be the same or different, but the polymerizable compound represented by formula (i) is excluded. The polymerizable liquid crystal composition according to any one of claims 1 to 5, which contains one or two or more polymerizable compounds selected from the group of compounds represented by).
A liquid crystal display device using the polymerizable liquid crystal composition according to any one of claims 1 to 6.
A liquid crystal display device for driving an active matrix using the polymerizable liquid crystal composition according to any one of claims 1 to 6.
A liquid crystal display device for a PSA mode, a PSVA mode, a PS-IPS mode or a PS-FSS mode using the polymerizable liquid crystal composition according to any one of claims 1 to 6.