Compound, liquid crystal composition and liquid crystal display element

Abstract

The present invention provides a compound, a liquid crystal composition and a liquid crystal display element. The problem to be solved by the present invention is to provide a liquid crystal display element capable of achieving high-speed responsiveness and high voltage holding ratio (VHR), and to provide a liquid crystal composition containing a polymerizable compound capable of simultaneously achieving fast polymerization speed, appropriate tilt formation, high tilt stability, and high voltage holding ratio (VHR), and a PSA-type or PSVA-type liquid crystal display element in which screen burn-in (IS) is fully suppressed or does not occur, and a compound suitable for modulating the above-mentioned liquid crystal composition containing a polymerizable compound. The method for solving the problem is that the present invention provides a compound having a structure represented by formula (K‑1) in the molecule, and provides a liquid crystal composition containing the compound and an element using the liquid crystal composition. [Chemistry 1]

Description

Technical Field

[0001] The present invention relates to a liquid crystal composition, a liquid crystal display element using the same, and a polymerizable compound. Background Art

[0002] Among liquid crystal display elements using liquid crystal compositions showing negative dielectric anisotropy Δε, PSA and PSVA type liquid crystal TVs, liquid crystal monitors, etc. are becoming popular, and as liquid crystal compositions suitable for these uses, various polymerizable compounds and liquid crystal compositions containing the same are disclosed in Patent Document 1, Patent Document 2, Patent Document 3, Patent Document 4 or Patent Document 5.

[0003] However, the properties of the liquid crystal compositions containing polymerizable compounds that have been commonly used so far are not sufficient for high-definition liquid crystal TVs such as 4K and 8K. Specifically, 4K and 8K liquid crystal display elements require high-definition pixels, and a considerable amount of UV light is cut off due to the increase in the area of ​​wiring and light-shielding parts. Therefore, in the UV irradiation process in the manufacture of PSA-type and PSVA-type liquid crystal display elements, the polymerizable compounds cannot be fully polymerized and a large amount of polymerizable compounds remain. It was thus confirmed that the afterimage caused by insufficient tilt formation, deteriorated response speed, and deteriorated orientation was confirmed. In addition, it was also confirmed that the remaining polymerizable compounds slowly polymerized during driving, causing the tilt to change, resulting in a display defect called burn-in (IS).

[0004] Based on the above, PSA or PSVA type liquid crystal display elements for high-definition liquid crystal televisions, liquid crystal monitors, etc. require extremely high characteristics that are different from conventional technologies, and require liquid crystal compositions that can be stably manufactured with weaker or less UV light than before.

[0005] Prior art literature

[0006] Patent Literature

[0007] Patent Document 1: Japanese Patent Application Laid-Open No. 2016-216747

[0008] Patent Document 2: Japanese Patent No. 4803320

[0009] Patent Document 3: Japanese Patent No. 6008065

[0010] Patent Document 4: Japanese Patent No. 6233550

[0011] Patent Document 5: Japanese Patent No. 5743132 Summary of the invention

[0012] Problems to be solved by the invention

[0013] Liquid crystal compositions have the following problems: they are easily degraded by active energy rays such as light emitted by backlight and ultraviolet rays irradiated during the manufacturing process of liquid crystal display elements, and impurities generated by light degradation of liquid crystal compositions can cause the voltage holding ratio (VHR) of liquid crystal panels to decrease. Therefore, liquid crystal display elements that can achieve both high-speed response and high VHR are required.

[0014] The problem to be solved by the present invention is to provide a liquid crystal display element capable of achieving high-speed responsiveness and high voltage holding ratio (VHR), and to provide a liquid crystal composition containing a polymerizable compound capable of simultaneously achieving a fast polymerization rate, appropriate tilt formation, high tilt stability, and a high voltage holding ratio (VHR), and a PSA-type or PSVA-type liquid crystal display element in which screen burn-in (IS) is fully suppressed or does not occur, and a compound suitable for modulating the above-mentioned liquid crystal composition containing a polymerizable compound.

[0015] Methods for solving problems

[0016] The present inventors have conducted intensive studies and have found that the above-mentioned problems can be solved by using a liquid crystal composition containing one or two or more compounds having a specific chemical structure, thereby completing the present invention.

[0017] Effects of the Invention

[0018] The liquid crystal composition of the present invention contains one or more compounds having a specific chemical structure having excellent solubility and low-temperature storage properties in the liquid crystal composition, thereby being able to simultaneously achieve fast polymerization speed, appropriate tilt formation, high tilt stability, and high VHR. In addition, by using the liquid crystal composition of the present invention, a PSA-type or PSVA-type liquid crystal display element can be provided in which screen burn-in (IS) is fully suppressed or does not occur, exhibits excellent display quality, and forms high-definition pixels. DETAILED DESCRIPTION

[0019] First, the liquid crystal composition of the present invention will be described. In the following description, "total amount" means "total mass", and the unit "%" of the content of each compound means "mass %".

[0020] (Polar Compounds)

[0021] The liquid crystal composition of the present invention contains a polar compound, which has the function of adsorbing and capturing polar impurities such as ionic compounds and free radical compounds present in the liquid crystal composition. In addition, the aforementioned polar compound has a polar group in the structure, so the polar group is adsorbed on the surface of the substrate that clamps the liquid crystal composition (liquid crystal layer) and is concentrated near the substrate surface. In particular, since the aforementioned polar compound is a polymerizable polar compound having a polymerizable group in the structure, the resistivity and VHR of the liquid crystal composition and the liquid crystal layer can be improved by virtue of the effect of the polymer obtained by polymerization of the aforementioned polymerizable polar compound.

[0022] The factors that reduce the resistivity and VHR are believed to be caused by the dispersion (diffusion) of impurities in the liquid crystal layer. In the present invention, it is speculated that the polar group possessed by the polymer obtained by the polymerization of the aforementioned polymerizable polar compound will form a bond with the impurity or form a polar attraction equivalent to the bond, so that the impurity is fixed to the polymer obtained by the polymerization of the aforementioned polymerizable polar compound. In this way, the impurities are adsorbed and captured by the polymer obtained from the polymerizable polar compound, so that the impurities will not diffuse in the entire liquid crystal layer, and can be fixed near the surface of the substrate, thereby suppressing the reduction of resistivity and VHR caused by impurities. The above-mentioned polar group can be considered to be a structure that can play the role of, for example, a donor or acceptor of protons with hydrogen bonds, and can play the role of either a donor or an acceptor, or can also play the role of both.

[0023] In addition, the aforementioned polymerizable polar compound also interacts with the substrate surface of the liquid crystal display element, and is easily moved from the liquid crystal composition to the substrate surface and exists locally. Therefore, it is believed that during UV irradiation, the monomers are efficiently polymerized in a state of aggregation on the substrate surface, and the polymerizable compounds remaining in the liquid crystal layer can be effectively reduced, thereby also showing the effect of improving the resistivity and VHR of the liquid crystal composition and the liquid crystal layer.

[0024] According to the present invention, the polar compound having a structure represented by formula (K-1) has excellent solubility in the liquid crystal composition and precipitates less. When the polar compound is added to a liquid crystal composition containing a polymerizable compound, the polymerization rate is sufficiently fast and the polymerization reaction proceeds fully, so that a liquid crystal composition containing a polymerizable compound with a small amount of residual unreacted polymerizable compound after polymerization can be prepared.

[0025] The polar compound of the present invention is preferably a compound containing a structure represented by formula (K-1) in the molecule.

[0026] [Chemistry 1]

[0027]

[0028] (In the formula, the black dots represent the bonding bonds,

[0029] Y i1 Each independently represents a linear or branched alkyl group having 1 to 20 carbon atoms, wherein at least one -CH 2 -SO 2 -substituted, the hydrogen atoms in these alkyl groups may be substituted by halogen atoms, cyano groups or phenyl groups (the hydrogen atoms in the phenyl groups may be substituted by cyano groups, halogen atoms, alkyl groups having 1 to 8 carbon atoms, alkoxy groups having 1 to 8 carbon atoms, alkenyl groups having 1 to 8 carbon atoms or nitro groups), and -CH 2 - may be substituted by -CH=CH-, -C≡C-, -O-, -NH-, -C(=O)-, -CH(-CN)-, -COO- or -OCO- in a manner that the oxygen atom is not directly adjacent. In addition, the hydrogen atoms in these alkyl groups may be replaced by P i1 -Sp i1 -replace,

[0030] S i1 and S i3 Each independently represents an alkylene group having 1 to 6 carbon atoms or a single bond, wherein -CH 2 - may be -CH=CH-, -C≡C-, -C(=CH 2 )-, -O-, -NH-, -C(=O)-, -COO- or -OCO-,

[0031] S i2 represents a carbon atom, a nitrogen atom or a silicon atom,

[0032] R i2 Each independently represents a hydrogen atom, a linear or branched alkyl group having 1 to 20 carbon atoms, wherein the hydrogen atom in the alkyl group may be substituted by a halogen atom or a cyano group, and the -CH 2 - may be substituted by -CH=CH-, -C≡C-, -O-, -NH-, -C(=O)-, -CH(-CN)-, -COO- or -OCO- in such a way that the oxygen atom is not directly adjacent,

[0033] P i1 Each independently represents a polymerizable group,

[0034] Sp i1 Each independently represents a spacer or a single bond,

[0035] n i1 Integer from 1 to 3, n i2 and n i3 Each independently represents an integer from 0 to 2, but in S i2 In the case of a carbon atom or a silicon atom, ni1 +n i2 +n i3 is 3, in S i2 In the case of a nitrogen atom, n i1 +n i2 +n i3 is 2. In the general formula (K-1), R i2 , Y i1 , S i3 , P i1 and Sp i1 When there are multiple ones, they may be the same or different. ).

[0036] Y i1 Preferably, it is a linear or branched alkyl group having 1 to 12 carbon atoms, wherein at least one -CH 2 -SO 2 -substituted, the hydrogen atoms in these alkyl groups may be substituted by halogen atoms, cyano groups or phenyl groups (the hydrogen atoms in the phenyl groups may be substituted by cyano groups, halogen atoms, methyl groups or nitro groups), and the -CH 2 - may be substituted by -CH=CH-, -C≡C-, -O-, -NH-, -C(=O)-, -COO- or -OCO- in a manner that the oxygen atom is not directly adjacent. In addition, the hydrogen atoms in these alkyl groups may be replaced by P i1 -Sp i1 Furthermore, it is more preferably a linear or branched alkyl group having 1 to 12 carbon atoms, wherein at least one of the alkyl groups -CH 2 -SO 2 -substituted, the hydrogen atoms in these alkyl groups may be substituted by fluorine atoms, chlorine atoms, cyano groups or phenyl groups (the hydrogen atoms in the phenyl groups may be substituted by cyano groups, fluorine atoms, chlorine atoms, methyl groups or nitro groups), and the -CH 2 - may be substituted by -CH=CH-, -O-, -NH-, -C(=O)-, -COO- or -OCO- in a manner that the oxygen atom is not directly adjacent. i1 More preferably, it is a linear or branched alkyl group having 1 to 6 carbon atoms, wherein at least two or more -CH 2 -SO 2 -substituted, the hydrogen atoms in these alkyl groups may be substituted by fluorine atoms or phenyl groups (the hydrogen atoms in the phenyl groups may be substituted by methyl groups or nitro groups), and the -CH 2- may be substituted by -CH=CH-, -O-, -C(=O)-, -COO- or -OCO- in a manner that the oxygen atom is not directly adjacent. It should be noted that among these preferred structures, from the viewpoint of simplicity of production and improvement of the reliability of the liquid crystal composition, -SO 2 -CH adjacent to the substituted position 2 - is replaced by -O- to form -OSO 2 -.

[0037] S i1 and S i3 Each independently preferably represents an alkylene group having 1 to 6 carbon atoms or a single bond, wherein -CH 2 - may be -CH=CH-, -C≡C-, -C(=CH 2 )-, -O-, -NH-, -C(=O)-, -COO- or -OCO-. Furthermore, each independently preferably represents an alkylene group having 1 to 4 carbon atoms or a single bond, wherein -CH 2 - may be substituted by -CH=CH-, -O-, -NH-, -C(=O)-, -COO- or -OCO- in a manner that the oxygen atom is not directly adjacent. In addition, each independently further preferably represents an alkylene group having 1 to 3 carbon atoms or a single bond, wherein -CH in the alkylene group 2 - may be substituted by -CH=CH-, -O-, -C(=O)-, -COO- or -OCO- in such a way that the oxygen atom is not directly adjacent.

[0038] S i2 It preferably represents a carbon atom or a nitrogen atom, and particularly preferably represents a carbon atom.

[0039] R i2 Preferably, it represents a hydrogen atom or a linear or branched alkyl group having 1 to 12 carbon atoms. The hydrogen atom in these alkyl groups may be substituted by a fluorine atom, a chlorine atom or a cyano group. 2 - may be substituted by -CH=CH-, -C≡C-, -O-, -NH-, -C(=O)-, -CH(-CN)-, -COO- or -OCO- in a manner that the oxygen atom is not directly adjacent. In addition, it is more preferred to represent a hydrogen atom or a linear or branched alkyl group having 1 to 6 carbon atoms, wherein the hydrogen atom in these alkyl groups may be substituted by a fluorine atom, a chlorine atom or a cyano group, and the -CH in these groups is preferably 2 - may be substituted by -CH=CH-, -C≡C-, -O-, -C(=O)-, -COO- or -OCO- in such a manner that the oxygen atom is not directly adjacent.

[0040] P i1Preferably, each independently represents a substituent selected from the group represented by formula (P-1) to formula (P-14) (wherein, a black dot represents a substituent corresponding to Sp i1 ,

[0041] [Chemistry 2]

[0042]

[0043] More preferably, it represents (P-1), (P-2), (P-4), (P-5), (P-7), (P-9), (P-11), (P-12) and (P-13), and further preferably, it represents (P-1), (P-2), (P-7), (P-12) and (P-13).

[0044] Sp i1 Here, the spacer preferably represents an alkylene group having 1 to 6 carbon atoms or a single bond, wherein -CH 2 - may be -CH=CH-, -C≡C-, -C(=CH 2 )-, -O-, -NH-, -C(=O)-, -COO- or -OCO-. Furthermore, each independently preferably represents an alkylene group having 1 to 4 carbon atoms or a single bond, wherein -CH 2 - may be substituted by -CH=CH-, -O-, -NH-, -C(=O)-, -COO- or -OCO- in a manner that the oxygen atom is not directly adjacent. In addition, each independently further preferably represents an alkylene group having 1 to 3 carbon atoms or a single bond, wherein -CH in the alkylene group 2 - may be substituted by -CH=CH-, -O-, -C(=O)-, -COO- or -OCO- in such a way that the oxygen atom is not directly adjacent.

[0045] n i1 Preferably, it represents an integer of 1 to 3, more preferably, it represents an integer of 1 to 2, and particularly preferably, it represents an integer of 2. i2 and n i3 Each independently represents an integer of preferably 0 to 2, more preferably an integer of 0 to 1, and particularly preferably an integer of 1. i2 In the case of a carbon atom or a silicon atom, n i1 +n i2 +n i3 Preferably 3, in S i2 In the case of a nitrogen atom, n i1 +n i2 +n i3 Preferably 2. Especially when n i1 is 2 and n i2When it is 1, the effect of the polar group can be fully exerted, and since the polar group and the polymerizing group are in close positions, a cross-linked polymer can be formed at a position close to the substrate surface, further enhancing the effect of improving VHR, which is particularly preferred.

[0046] The polar compound having a structure represented by the above formula (K-1) is preferably a polymerizable polar compound. The polymerizable polar compound is preferably a compound represented by the following general formula (Y-1).

[0047] [Chemistry 3]

[0048]

[0049] (Where R y1 and R y2 Each independently represents a group selected from a hydrogen atom, a halogen atom, a cyano group, a P y1 -S y1 -, a group consisting of a linear or branched alkyl group having 1 to 30 carbon atoms, wherein the hydrogen atoms in the alkyl group may be substituted by a halogen atom, a cyano group or a nitro group, wherein the -CH 2 - may be substituted by -CH=CH-, -C≡C-, -CO-, -COO-, -OCO-, -OCOO-, -O-, -NH- or -S-, but two or more -O- are not consecutive and adjacent,

[0050] S y3 is a single bond or a straight or branched alkylene group having 1 to 12 carbon atoms. The hydrogen atoms in the alkylene group may be substituted by halogen atoms, cyano groups or nitro groups. The -CH 2 - may be substituted by -CH=CH-, -C≡C-, -CO-, -COO-, -OCO-, -OCOO-, -O-, -NH- or -S-, but two or more -O- are not consecutive and adjacent,

[0051] Z y1 and Z y2 Each independently represents a single bond, -C 2 H 4 -、-C 4 H 8 -、-C 3 H 6 -、-OCH 2 -、-CH 2 O-, -CO-, -COO-, -OCO-, -OCOOCH 2 -、-CH 2 OCOO-、-OCH 2 CH 2O-, -CH=CRa-COO-, -CH=CRa-OCO-, -COO-CRa=CH-, -OCO-CRa=CH-, -COO-CRa=CH-COO-, -COO-CRa=CH-OCO-, -OCO-CRa=CH-COO-, -OCO-CRa=CH-OCO-, -COOC 2 H 4 -、-OCOC 2 H 4 -、-C 2 H 4 OCO-、-CH 2 OCO-、-COOCH 2 -、-OCOCH 2 -, -CH=CH-, -CF=CF-, -CF=CH-, -CH=CF-, -CF 2 O-、-OCF 2 -、-CF 2 CH 2 -、-CH 2 CF 2 -、-CF 2 CF 2 - or -C≡C- (wherein, Ra each independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms),

[0052] M y2 Each independently represents a trivalent aromatic group, a trivalent cycloaliphatic group, a trivalent heterocyclic compound group, a trivalent condensed ring or a trivalent condensed polycyclic ring, and the hydrogen atoms in these ring structures may be replaced by L y1 replace,

[0053] M y1 and M y3 Each independently represents a divalent aromatic group, a divalent cycloaliphatic group, a divalent heterocyclic compound group, a divalent condensed ring or a divalent condensed polycyclic ring, and the hydrogen atoms in these ring structures may be replaced by L y1 Replacement, L y1 K y1 , P y2 -S y2 -, a halogen atom, a cyano group, a nitro group, a linear or branched alkyl group having 1 to 30 carbon atoms, wherein the hydrogen atoms in the alkyl group may be replaced by halogen atoms, cyano groups, nitro groups or K y1 The structure represented by the substitution, the -CH 2 - may be substituted by -CH=CH-, -C≡C-, -CO-, -COO-, -OCO-, -OCOO-, -O-, -NH- or -S-, but two or more -O- are not consecutive and adjacent, in L y1When there are multiple, they can be the same or different.

[0054] P y1 and P y2 Each independently represents a polymerizable group,

[0055] S y1 and S y2 Each independently represents a single bond or a linear or branched alkylene group having 1 to 12 carbon atoms. The hydrogen atoms in the alkylene group may be substituted by halogen atoms, cyano groups or nitro groups. The -CH 2 - may be substituted by -CH=CH-, -C≡C-, -CO-, -COO-, -OCO-, -OCOO-, -O-, -NH- or -S-, but two or more -O- are not consecutive and adjacent,

[0056] K y1 represents a group represented by formula (K-1),

[0057] m and n each independently represent an integer of 0 to 4, wherein the sum of m+n is 0 to 6,

[0058] Among them, P contained in the structure represented by general formula (Y-1) i1 , P y1 and P y2 The total number of is at least 1. ).

[0059] R y1 and R y2 Preferably, each independently is selected from a hydrogen atom, a halogen atom, a cyano group, a P y1 -S y1 -, a linear or branched alkyl group having 1 to 30 carbon atoms, or a group selected from the group consisting of a structure represented by formula (K-1), wherein the hydrogen atom in the alkyl group may be substituted by a halogen atom, a cyano group, a nitro group, a P y1 -S y1 - or a structure represented by formula (K-1), wherein -CH 2 - may be substituted with -CH=CH-, -C≡C-, -CO-, -COO-, -OCO-, -OCOO-, -O-, -NH- or -S- (two or more -O- are not consecutive but adjacent), and more preferably each independently is selected from the group consisting of a hydrogen atom, a fluorine atom, a chlorine atom, a cyano group, a P y1 -S y1 - or a group consisting of a linear or branched alkyl group having 1 to 12 carbon atoms, wherein the hydrogen atoms in the alkyl group may be substituted by halogen atoms, P y1 -S y1 - or cyano substituted, the -CH 2- may be substituted with -CH=CH-, -C≡C-, -CO-, -COO-, -OCO-, -O- or -S- (two or more -O- are not consecutive but adjacent), and each is preferably independently selected from a hydrogen atom, a fluorine atom, a chlorine atom, P y1 -S y1 - or a group consisting of a linear or branched alkyl group having 1 to 12 carbon atoms, wherein the hydrogen atoms in the alkyl group may be replaced by fluorine atoms, chlorine atoms or P y1 -S y1 -substituted, the -CH 2 - may be substituted with -CH=CH-, -CO-, -COO-, -OCO-, -O- or -S- (two or more -O- are not consecutive but adjacent). In particular, from the viewpoint of pretilt angle stability, R is particularly preferred. y1 and R y2 Both are independently P y1 -S y1 -The structure represented.

[0060] S y3 It is preferably a single bond or a linear or branched alkylene group having 1 to 30 carbon atoms. The hydrogen atoms in the alkylene group may be substituted by halogen atoms, cyano groups or nitro groups. The -CH 2 - may be substituted with -CH=CH-, -C≡C-, -CO-, -COO-, -OCO-, -OCOO-, -O-, -NH- or -S- (two or more -O- are not consecutive but adjacent), and is more preferably a single bond or a linear or branched alkylene group having 1 to 12 carbon atoms, wherein the hydrogen atoms in the alkylene group may be substituted with a halogen atom, a cyano group or a nitro group, and the -CH 2 - may be substituted with -CH=CH-, -C≡C-, -CO-, -COO-, -OCO-, -O- or -S- (two or more -O- are not consecutive but adjacent), and is more preferably a single bond or a linear or branched alkylene group having 1 to 6 carbon atoms, wherein the hydrogen atoms in the alkylene group may be fluorine atoms, chlorine atoms or cyano groups, and the -CH in the alkylene group 2 - may be substituted with -CH=CH-, -C≡C-, -CO-, -COO-, -OCO-, -O- or -S-, but two or more -O- are not consecutive and adjacent.

[0061] S y2 It is preferably a single bond or a linear or branched alkylene group having 1 to 12 carbon atoms. The hydrogen atoms in the alkylene group may be substituted by halogen atoms, cyano groups or nitro groups. The -CH 2- may be substituted with -CH=CH-, -C≡C-, -CO-, -COO-, -OCO-, -OCOO-, -O-, -NH- or -S- (two or more -O- are not consecutive but adjacent), and is more preferably a single bond or a linear or branched alkylene group having 1 to 6 carbon atoms, wherein the hydrogen atoms in the alkylene group may be substituted with a halogen atom, a cyano group or a nitro group, and the -CH 2 - may be substituted with -CH=CH-, -C≡C-, -CO-, -COO-, -OCO-, -O-, -NH- or -S- (two or more -O- are not consecutive but adjacent), and is more preferably a single bond or a linear or branched alkylene group having 1 to 6 carbon atoms, wherein the hydrogen atoms in the alkylene group may be substituted with fluorine atoms, chlorine atoms or cyano groups, and the -CH 2 - may be substituted with -CH=CH-, -C≡C-, -COO-, -OCO-, -O- or -S- (two or more -O- are not consecutive but adjacent).

[0062] Z y1 and Z y2 Each is independently preferably a single bond, -C 2 H 4 -、-C 4 H 8 -、-C 3 H 6 -、-OCH 2 -、-CH 2 O-, -CO-, -COO-, -OCO-, -OCOOCH 2 -、-CH 2 OCOO-、-OCH 2 CH 2 O-, -CH=CRa-COO-, -CH=CRa-OCO-, -COO-CRa=CH-, -OCO-CRa=CH-, -COO-CRa=CH-COO-, -COO-CRa=CH-OCO-, -OCO-CRa=CH-COO-, -OCO-CRa=CH-OCO-, -COOC 2 H 4 -、-OCOC 2 H 4 -、-C 2 H 4 OCO-、-CH 2 OCO-、-COOCH 2 -、-OCOCH 2 -, -CH=CH-, -CF=CF-, -CF=CH-, -CH=CF-, -CF 2 O-、-OCF 2-、-CF 2 CH 2 -、-CH 2 CF 2 -、-CF 2 CF 2 - or -C≡C- (wherein, Ra each independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms), more preferably a single bond, -C 2 H 4 -、-C 4 H 8 -、-OCH 2 -、-CH 2 O-, -COO-, -OCO-, -OCOOCH 2 -、-CH 2 OCOO-、-OCH 2 CH 2 O-, -CH=CRa-COO-, -CH=CRa-OCO-, -COO-CRa=CH-, -OCO-CRa=CH-, -COO-CRa=CH-COO-, -COO-CRa=CH-OCO-, -OCO-CRa=CH-COO-, -OCO-CRa=CH-OCO-, -COOC 2 H 4 -、-OCOC 2 H 4 -、-C 2 H 4 OCO-, -CH=CH-, -CF=CF-, -CF=CH-, -CH=CF-, -CF 2 O-、-OCF 2 -、-CF 2 CH 2 -、-CH 2 CF 2 -、-CF 2 CF 2 - or -C≡C- (wherein, Ra each independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms), more preferably a single bond, -C 2 H 4 -、-C 4 H 8 -、-OCH 2 -、-CH 2 O-, -COO-, -OCO-, -OCH 2 CH 2 O-, -CH=CRa-COO-, -CH=CRa-OCO-, -COO-CRa=CH-, -OCO-CRa=CH-, -COOC 2 H 4-、-OCOC 2 H 4 -、-C 2 H 4 OCO-, -CH=CH-, -CF=CF-, -CF 2 O-、-OCF 2 -、-CF 2 CF 2 - or -C≡C- (wherein, Ra each independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms).

[0063] M y1 、M y2 and M y3 Each independently preferably represents a group selected from the group consisting of the following formula (T-1) to formula (T-21),

[0064] [Chemistry 4]

[0065]

[0066] (In the formula, a bond may be present at any position, any -CH= may be independently replaced by -N=, -CH 2 - can be independently replaced by -O-, -S-, -NR 0 -(where R 0 represents a hydrogen atom or an alkyl group having 1 to 20 carbon atoms. ), -CS- or -CO-, but excluding the -OO- bond. ). In addition, these groups are also preferably replaced by L y1 replace.

[0067] When emphasis is placed on solubility in the liquid crystal composition, (T-1), (T-2), (T-3), (T-4) and (T-7) are preferred; when emphasis is placed on high reactivity, (T-4), (T-11), (T-16) and (T-20) are preferred; when emphasis is placed on good pretilt angle formation, (T-2), (T-4), (T-7), (T-8), (T-10) and (T-11) are preferred; when emphasis is placed on the effect of improving VHR, (T-2), (T-4) and (T-11) are preferred; and when emphasis is placed on a balance between them, (T-2), (T-4), (T-10) and (T-11) are more preferred.

[0068] From the perspective of easy acquisition of raw materials and ease of synthesis, M y2 Particularly preferred are groups represented by the following formula (T-4-1) or formula (T-4-2),

[0069] [Chemistry 5]

[0070]

[0071] (wherein, the bonding bonds are respectively y3 , Z y1 , Z y2 , R y1 and R y2 any combination of ).

[0072] In addition, from the perspective of easy acquisition of raw materials and ease of synthesis, M y1 and M y3 Each independently preferably represents unsubstituted or may be substituted with one or more L y1 The substituted 1,4-phenylene, 1,4-cyclohexylene or naphthalene-2,6-diyl group each independently more preferably represents a group selected from the following formula (A-1) to formula (A-11),

[0073] [Chemistry 6]

[0074]

[0075] Each independently further preferably represents a group selected from the group consisting of formula (A-1) to formula (A-8), and each independently particularly preferably represents a group selected from the group consisting of formula (A-1) to formula (A-4).

[0076] L y1 P y2 -S y2 -, a halogen atom, a cyano group, a nitro group, a linear or branched alkyl group having 1 to 30 carbon atoms, or a structure represented by formula (K-1), wherein the hydrogen atom in the alkyl group may be replaced by a halogen atom, a cyano group, a nitro group, a P y2 -S y2 - or a structure represented by formula (K-1), wherein -CH 2 - may be substituted with -CH=CH-, -C≡C-, -CO-, -COO-, -OCO-, -OCOO-, -O-, -NH- or -S- (two or more -O- are not consecutive but adjacent), and more preferably represents P y2 -S y2 -, fluorine atom, chlorine atom, cyano group, linear or branched alkyl group having 1 to 12 carbon atoms, or a structure represented by formula (K-1), wherein the hydrogen atom in the alkyl group may be replaced by a fluorine atom, a chlorine atom, a cyano group, a P y2 -S y2 - or a structure represented by formula (K-1), wherein -CH 2 - may be substituted with -CH=CH-, -COO-, -OCO-, -O- or -S- (two or more -O- are not consecutive but adjacent), and more preferably represents P y2 -S y2-, fluorine atom, chlorine atom, straight chain or branched alkyl group having 1 to 6 carbon atoms, or a structure represented by formula (K-1), wherein the hydrogen atom in the alkyl group may be replaced by fluorine atom, chlorine atom, P y2 -S y2 - or a structure represented by formula (K-1), wherein -CH 2 - may be substituted with -CH=CH-, -COO-, -OCO- or -O- (two or more -O- are not consecutive but adjacent).

[0077] m and n each independently represent an integer of preferably 0 to 4, more preferably 0 to 3, and even more preferably 0 to 2. In particular, the total of m+n is preferably 0 to 6, more preferably 0 to 4, and even more preferably 1 to 3, from the viewpoint of solubility when added to a composition and volatility when prepared as a liquid crystal display element.

[0078] P y1 and P y2 Preferably, each independently represents a substituent selected from the group represented by formula (P-1) to formula (P-14),

[0079] [Chemistry 7]

[0080]

[0081] (Wherein, the black dots represent y1 or S y2 ), more preferably (P-1), (P-2), (P-4), (P-5), (P-7), (P-9), (P-11), (P-12) and (P-13), and further preferably (P-1), (P-2), (P-7), (P-12) and (P-13).

[0082] Among them, P contained in the structure represented by general formula (Y-1) i1 , P y1 and P y2 The total number of P contained in the structure represented by the general formula (Y-1) is preferably at least 1, more preferably 2 or more. i1 , P y1 and P y2 The total number of is preferably 1 to 4, more preferably 2 to 4, and even more preferably 2 to 3. i1 , P y1 and P y2 When the total number of is 2 to 3, the polymer obtained by polymerization is a cross-linked polymer, which is preferred in that the three-dimensional structure of the polymer becomes stable and the tilt stability is improved.

[0083] Preferred examples of the structure represented by the general formula (Y-1) include the following formula (Y-1-A1).

[0084] [Chemistry 8]

[0085]

[0086] (Where K y1a Indicates that K y1 The same meaning,

[0087] R y1a and R y2a Each independently represents a hydrogen atom, a halogen atom, a cyano group, a P y1a -S y1a - or a linear or branched alkyl group having 1 to 12 carbon atoms, wherein the hydrogen atoms in the alkyl group may be replaced by fluorine atoms, chlorine atoms, cyano groups or P y1a -S y1a -substituted, the -CH 2 - may be substituted by -CH=CH-, -CO-, -COO-, -OCO-, -O- or -S-, but two or more -O- are not consecutive and adjacent,

[0088] S y3a is a single bond or a straight or branched alkylene group having 1 to 12 carbon atoms. The hydrogen atoms in the alkylene group may be substituted by fluorine atoms, chlorine atoms or cyano groups. The -CH 2 - may be substituted by -CH=CH-, -CO-, -COO-, -OCO-, -O- or -S-, but two or more -O- are not consecutive and adjacent,

[0089] Z y1a and Z y2a Each independently represents a single bond, -C 2 H 4 -、-C 4 H 8 -、-OCH 2 -、-CH 2 O-, -COO-, -OCO-, -OCOOCH 2 -、-CH 2 OCOO-、-OCH 2 CH 2 O-, -CH=CRa-COO-, -CH=CRa-OCO-, -COO-CRa=CH-, -OCO-CRa=CH-, -COO-CRa=CH-COO-, -COO-CRa=CH-OCO-, -OCO-CRa=CH-COO-, -OCO-CRa=CH-OCO-, -COOC 2 H 4-、-OCOC 2 H 4 -、-C 2 H 4 OCO-, -CH=CH-, -CF=CF-, -CF=CH-, -CH=CF-, -CF 2 O-、-OCF 2 -、-CF 2 CH 2 -、-CH 2 CF 2 -、-CF 2 CF 2 - or -C≡C- (wherein, Ra each independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms),

[0090] M y1a 、M y2a and M y3a Each independently represents a group selected from the group consisting of the following formula (T-1) to formula (T-21),

[0091] [Chemistry 9]

[0092]

[0093] (In the formula, a bond may be present at any position, any -CH= may be independently replaced by -N=, -CH 2 - can be independently replaced by -O-, -S-, -NR 0 -(where R 0 represents a hydrogen atom or an alkyl group having 1 to 20 carbon atoms. ), -CS- or -CO-, but excluding the -OO- bond. ), the hydrogen atoms in these ring structures may be replaced by L y1a Replacement, L y1a Indicates P y2a -S y2a -, fluorine atom, chlorine atom, cyano group, linear or branched alkyl group having 1 to 30 carbon atoms, or a structure represented by the general formula (K-1), wherein the hydrogen atom in the alkyl group may be replaced by a fluorine atom, a chlorine atom, a P y2a -S y2a - or cyano substituted, the -CH 2 - may be substituted by -CH=CH-, -CO-, -COO-, -OCO-, -O- or -S-, but two or more -O- will not be consecutive and adjacent, in L y1a When there are multiple, they can be the same or different.

[0094] P y1a and P y2aEach independently represents a substituent selected from the group represented by formula (P-1) to formula (P-14),

[0095] [Chemistry 10]

[0096]

[0097] (Wherein, the black dots represent y1a or S y2a ,

[0098] S y1a and S y2a Each independently represents a single bond or a linear or branched alkylene group having 1 to 8 carbon atoms, wherein the hydrogen atoms in the alkylene group may be substituted by fluorine atoms, chlorine atoms or cyano groups, and the -CH 2 - may be substituted by -CH=CH-, -CO-, -COO-, -OCO-, -O- or -S-, but two or more -O- are not consecutive and adjacent,

[0099] m a and n a Each independently represents an integer from 0 to 3, wherein the sum of m+n is 0 to 4,

[0100] Among them, P contained in the structure represented by general formula (Y-1-A1) i1 , P y1a and P y2a The total number of is at least 1.)

[0101] As the structure represented by the general formula (Y-1), more preferably, the following formula (Y-1-A2) and formula (Y-1-A3) are mentioned.

[0102] [Chemistry 11]

[0103]

[0104] [Chemistry 12]

[0105]

[0106] (Where K y1a , R y2a , S y2a , S y3a , P y1a , P y2a , Z y1a , Z y2a 、M y1a 、M y2a 、M y3a 、m a and n a Indicates that K in formula (Y-1-A1)y1 , R y2a , S y2a , S y3a , P y1a , P y2a , Z y1a , Z y2a 、M y1a 、M y2a 、M y3a 、m a and n a The same meaning, P y4a Indicates that P y2a The same meaning, S y4a Indicates that S y2a Same meaning.)

[0107] In particular, in the structure represented by formula (Y-1-A3), the polymerizing groups are located at both ends of the ring structure, which is preferred from the viewpoint of increasing the rigidity of the cross-linked polymer obtained by polymerization and improving the tilt stability.

[0108] As the structure represented by the general formula (Y-1), more preferably the following formula (Y-1-B1) and formula (Y-1-B2) are mentioned.

[0109] [Chemistry 13]

[0110]

[0111] [Chemistry 14]

[0112]

[0113] (Where K y1b represents a structure represented by formula (K-1b-1) or formula (K-1b-2),

[0114] [Chemistry 15]

[0115]

[0116] (In the formula, the black dots represent the bonding bonds,

[0117] Y i1b and Y i2b Each independently represents a linear or branched alkyl group having 1 to 12 carbon atoms, wherein at least one -CH 2 -SO 2 -substituted, the hydrogen atoms in these alkyl groups may be substituted by fluorine atoms, chlorine atoms, cyano groups or phenyl groups (the hydrogen atoms in the phenyl groups may be substituted by cyano groups, fluorine atoms, chlorine atoms, alkyl groups having 1 to 4 carbon atoms, alkoxy groups having 1 to 4 carbon atoms, alkenyl groups having 2 to 5 carbon atoms or nitro groups), and -CH2 - may be substituted by -CH=CH-, -C≡C-, -O-, -NH-, -C(=O)-, -COO- or -OCO- in such a way that the oxygen atom is not directly adjacent,

[0118] S i1b , S i3b and S i4b Each independently represents an alkylene group having 1 to 6 carbon atoms or a single bond, wherein -CH 2 - may be substituted by -CH=CH-, -C≡C-, -O-, -NH-, -C(=O)-, -COO- or -OCO- in such a way that the oxygen atom is not directly adjacent,

[0119] R i2b Each independently represents a hydrogen atom, a linear or branched alkyl group having 1 to 12 carbon atoms, wherein the hydrogen atom in the alkyl group may be substituted by a fluorine atom, a chlorine atom or a cyano group, and the -CH 2 - may be substituted by -CH=CH-, -C≡C-, -O-, -NH-, -C(=O)-, -COO- or -OCO- in such a way that the oxygen atom is not directly adjacent,

[0120] P i1b Representing formula (P-1) or formula (P-2),

[0121] [Chemistry 16]

[0122]

[0123] (Wherein, the black dots represent the i1b ,

[0124] Sp i1b represents an alkylene group having 1 to 6 carbon atoms or a single bond, wherein -CH 2 - may be substituted by -CH=CH-, -C≡C-, -O-, -NH-, -C(=O)-, -COO- or -OCO- in such a way that the oxygen atom is not directly adjacent. ),

[0125] R y2b Each independently represents a hydrogen atom, a halogen atom, a cyano group, or a linear or branched alkyl group having 1 to 6 carbon atoms, wherein -CH 2 - may be substituted by -COO-, -OCO- or -O-, but two or more -O- will not be consecutive and adjacent,

[0126] S y3b is a single bond or a straight or branched alkylene group having 1 to 12 carbon atoms. The hydrogen atoms in the alkylene group may be substituted by fluorine atoms. 2- may be substituted by -COO-, -OCO- or -O-, but two or more -O- will not be consecutive and adjacent,

[0127] P y2b and P y4b Each independently represents formula (P-1) or formula (P-2),

[0128] [Chemistry 17]

[0129]

[0130] (Wherein, the black dots represent y2b or S y4b ,

[0131] S y2b and S y4b Each independently represents a single bond or a straight-chain alkylene group having 1 to 6 carbon atoms, wherein the hydrogen atoms in the alkylene group may be substituted by fluorine atoms, and the -CH 2 - may be substituted by -COO-, -OCO- or -O-, but two or more -O- will not be consecutive and adjacent,

[0132] Z y1b and Z y2b Each independently represents a single bond, -C 2 H 4 -、-OCH 2 -、-CH 2 O-, -COO-, -OCO-, -OCH 2 CH 2 O-, -CH=CRa-COO-, -CH=CRa-OCO-, -COO-CRa=CH-, -OCO-CRa=CH-, -COOC 2 H 4 -、-OCOC 2 H 4 -、-C 2 H 4 OCO-, -CH=CH-, -CF 2 O-、-OCF 2 -, or -C≡C- (wherein, Ra each independently represents a hydrogen atom or an alkyl group having 1 to 2 carbon atoms), M y2b is a group represented by formula (T-4-1) or formula (T-4-2),

[0133] [Chemistry 18]

[0134]

[0135] (wherein, the bonding bonds are respectively y3b , Zy1b , Z y2b , R y2b , S y2b or S y4b any combination of

[0136] M y1b and M y3b Each independently represents a group selected from the following formula (A-1) to formula (A-8),

[0137] [Chemistry 19]

[0138]

[0139] L y1b Indicates P y2b -S y2b -, a fluorine atom, a chlorine atom, a cyano group, a linear or branched alkyl group having 1 to 6 carbon atoms, wherein -CH 2 - may be substituted by -COO-, -OCO- or -O-, but two or more -O- will not be consecutive and adjacent,

[0140] m b and n b Each independently represents an integer from 0 to 2, wherein the sum of m+n is 0 to 2,

[0141] Among them, P contained in the structure represented by formula (Y-1-B1) or formula (Y-1-B2) y2b and P y4b The total number of is greater than 1 and less than 3.)

[0142] As the structure represented by the general formula (Y-1), more preferably, the following formula (Y-1-B3) to formula (Y-1-B6) are mentioned.

[0143] [Chemistry 20]

[0144]

[0145] (Where K y1b , S y3b , S y2b , S y4b , Z y1b , Z y2b 、M y1b 、M y3b 、m b and n b Each represents K in formula (Y-1-B1) or formula (Y-1-B2) y1b , S y3b , S y2b , S y4b , Z y1b , Zy2b 、M y1b 、M y3b 、m b and n b Same meaning.)

[0146] In addition, the polymerizable compound represented by the general formula (Y-1) is also preferably present in the formula (K-1) or S y3b This is because the structure represented by the general formula (Y) and the polymerizing group are located close to each other, so that a cross-linked polymer can be formed at a position close to the substrate surface, further improving the effect of improving the VHR.

[0147] As the polymerizable compound represented by the general formula (Y-1) of the present invention, the compounds represented by the general formula (Y-1-1) to the general formula (Y-41-35) are particularly preferred. Among the compounds represented by the general formula (Y-1-1) to the general formula (Y-41-35), the general formula (Y-28-1) to the general formula (Y-39-10) are preferred.

[0148] [Chemistry 21]

[0149]

[0150] [Chemistry 22]

[0151]

[0152] [Chemistry 23]

[0153]

[0154] [Chemistry 24]

[0155]

[0156] [Chemistry 25]

[0157]

[0158] [Chemistry 26]

[0159]

[0160] [Chemistry 27]

[0161]

[0162] [Chemistry 28]

[0163]

[0164] [Chemistry 29]

[0165]

[0166] [Chemistry 30]

[0167]

[0168] [Chemistry 31]

[0169]

[0170] [Chemistry 32]

[0171]

[0172] [Chemistry 33]

[0173]

[0174] [Chemistry 34]

[0175]

[0176] [Chemistry 35]

[0177]

[0178] [Chemistry 36]

[0179]

[0180] [Chemistry 37]

[0181]

[0182] [Chemistry 38]

[0183]

[0184] [Chemistry 39]

[0185]

[0186] [Chemistry 40]

[0187]

[0188] [Chemistry 41]

[0189]

[0190] [Chemistry 42]

[0191]

[0192] [Chemistry 43]

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[0194] [Chemistry 44]

[0195]

[0196] [Chemistry 45]

[0197]

[0198] [Chemistry 46]

[0199]

[0200] [Chemistry 47]

[0201]

[0202] [Chemistry 48]

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[0204] [Chemistry 49]

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[0206] [Chemistry 50]

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[0208] [Chemistry 51]

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[0210] [Chemistry 52]

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[0212] [Chemistry 53]

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[0216] [Chemistry 55]

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[0220] [Chemistry 57]

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[0222] [Chemistry 58]

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[0230] [Chemistry 62]

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[0232] [Chemistry 63]

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[0240] [Chemistry 67]

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[0250] [Chemistry 72]

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[0256] [Chemistry 75]

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[0262] [Chemistry 78]

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[0272] [Chemistry 83]

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[0276] [Chemistry 85]

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[0278] [Chemistry 86]

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[0280] [Chemistry 87]

[0281]

[0282] [Chemistry 88]

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[0284] [Chemistry 89]

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[0286] [Chemistry 90]

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[0288] [Chemistry 91]

[0289]

[0290] [Chemistry 92]

[0291]

[0292] Hereinafter, when the content in the liquid crystal composition of the present invention is indicated by "%", it means weight % unless otherwise specified.

[0293] In the liquid crystal composition of the present invention, the lower limit of the content of the compound containing the structure represented by formula (K-1) in the aforementioned molecule is preferably 0.01 mass%, preferably 0.02 mass%, preferably 0.03 mass%, preferably 0.04 mass%, preferably 0.05 mass%, preferably 0.06 mass%, preferably 0.07 mass%, preferably 0.08 mass%, preferably 0.09 mass%, preferably 0.1 mass%, preferably 0.12 mass%, preferably 0.15 mass%, preferably 0.17 mass%, preferably 0.2 mass%, preferably 0.22 mass%, preferably 0.25 mass%, preferably 0.27 mass%, preferably 0.3 mass%, preferably 0.32 mass%, preferably 0.35 mass%, preferably 0.37 mass%, preferably 0.4 mass%, preferably 0.42 mass%, preferably 0.45 mass%, preferably 0.5 mass%, preferably 0.55 mass%.

[0294] In addition, in the liquid crystal composition of the present invention, the upper limit of the content of the compound containing the structure represented by formula (K-1) in the aforementioned molecule is preferably 5 mass%, preferably 4.5 mass%, preferably 4 mass%, preferably 3.5 mass%, preferably 3 mass%, preferably 2.5 mass%, preferably 2 mass%, preferably 1.5 mass%, preferably 1 mass%, preferably 0.95 mass%, preferably 0.9 mass%, preferably 0.85 mass%, preferably 0.8 mass%, preferably 0.75 mass%, preferably 0.7 mass%, preferably 0.65 mass%, preferably 0.6 mass%, preferably 0.55 mass%, preferably 0.5 mass%, preferably 0.45 mass%, preferably 0.4 mass%.

[0295] In further detail, in order to obtain a sufficient pretilt angle or a small amount of polymerizable compound residue or a high voltage holding ratio (VHR), its content is preferably 0.2 to 1.5% by mass, and in the case of attaching importance to suppressing precipitation at low temperatures, its content is preferably 0.01 to 1.0% by mass. In addition, in the case of containing a plurality of compounds having a structure represented by formula (K-1) in the aforementioned molecules, each content is preferably 0.01 to 0.6% by mass. Therefore, in order to solve all these problems, it is particularly desirable to adjust the compound having a structure represented by formula (K-1) in the aforementioned molecules within the range of 0.1 to 1.0% by mass, and from the viewpoint of low temperature storage, it is particularly preferred to modulate within the range of 0.1 to 0.5% by mass.

[0296] The liquid crystal composition of the present invention preferably contains one or more compounds represented by the general formula (L). The compound represented by the general formula (L) is equivalent to a dielectrically substantially neutral compound (the value of Δε is -2 to 2). Therefore, it is preferred that the number of polar groups such as halogens in the molecule is set to 2 or less, preferably 1 or less, and preferably no.

[0297] [Chemistry 93]

[0298]

[0299] (Where R L1 and R L2 Each independently represents an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent -CH 2 - may be substituted independently by -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-,

[0300] n L1 represents 0, 1, 2 or 3,

[0301] A L1 , A L2 and AL3 Each independently represents a group selected from the group consisting of:

[0302] (a) 1,4-cyclohexylene (one -CH 2 - or 2 or more non-adjacent -CH 2 - may be replaced by -O-. ) and

[0303] (b) 1,4-phenylene (one -CH= or two or more non-adjacent -CH= in the group may be substituted with -N=.)

[0304] (c) naphthalene-2,6-diyl, 1,2,3,4-tetrahydronaphthalene-2,6-diyl or decahydronaphthalene-2,6-diyl (one -CH= or two or more non-adjacent -CH= in naphthalene-2,6-diyl or 1,2,3,4-tetrahydronaphthalene-2,6-diyl may be substituted with -N=.)

[0305] The above group (a), group (b) and group (c) may each independently be substituted by a cyano group, a fluorine atom or a chlorine atom.

[0306] Z L1 and Z L2 Each independently represents a single bond, -CH 2 CH 2 -、-(CH 2 ) 4 -、-OCH 2 -、-CH 2 O-, -COO-, -OCO-, -OCF 2 -、-CF 2 O-, -CH=NN=CH-, -CH=CH-, -CF=CF- or -C≡C-,

[0307] In n L1 There are multiple A's for 2 or 3 L2 In the case of n, they can be the same or different. L1 There are multiple Zs for 2 or 3 L2 In the case of, they may be the same or different, but do not include compounds represented by general formula (N-1), (N-2) and (N-3).

[0308] The compound represented by the general formula (L) can be used alone or in combination. The types of the compounds that can be combined are not particularly limited, and are suitably used in combination according to desired properties such as solubility at low temperatures, transition temperature, electrical reliability, and birefringence. The type of compound used is, for example, one in one embodiment of the present invention. Or in other embodiments of the present invention, it is 2, 3, 4, 5, 6, 7, 8, 9, or 10 or more.

[0309] In the composition of the present invention, the content of the compound represented by the general formula (L) needs to be appropriately adjusted according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence, process suitability, dripping marks, screen burn-in, dielectric anisotropy, etc.

[0310] The preferred lower limit of the content of the compound represented by formula (L) relative 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 preferred upper limit of the content is 95%, 85%, 75%, 65%, 55%, 45%, 35%, 25%.

[0311] In the case where the viscosity of the composition of the present invention is kept low and a composition having a fast response speed is required, it is preferred that the above lower limit is high and the upper limit is high. Further, in the case where the Tni of the composition of the present invention is kept high and a composition having a good temperature stability is required, it is preferred that the above lower limit is high and the upper limit is high. In addition, in order to keep the driving voltage low and when wanting to increase the dielectric anisotropy, it is preferred that the above lower limit is low and the upper limit is low.

[0312] When reliability is important, R L1 and R L2 When emphasis is placed on reducing the volatility of the compound, an alkoxy group is preferred, and when emphasis is placed on reducing the viscosity, at least one of the groups is preferably an alkenyl group.

[0313] The number of halogen atoms present in the molecule is preferably 0, 1, 2 or 3, preferably 0 or 1, and preferably 1 when the compatibility with other liquid crystal molecules is important.

[0314] R L1 and R L2 When the ring structure to which it is bonded is a phenyl (aromatic) group, it is preferably a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, or an alkenyl group having 4 to 5 carbon atoms. When the ring structure to which it is bonded is a cyclohexane, pyran, or diol, it is preferably a straight-chain alkyl group having 1 to 5 carbon atoms, a straight-chain alkoxy group having 1 to 4 carbon atoms, or an alkenyl group having 4 to 5 carbon atoms. In the case of a saturated ring structure such as an alkane, preferably a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, and a linear alkenyl group having 2 to 5 carbon atoms. In order to stabilize the nematic phase, the total number of carbon atoms and oxygen atoms when present is preferably 5 or less, and a linear chain is preferred.

[0315] As the alkenyl group, a group represented by any one of formula (R1) to formula (R5) is preferred. (The black dots in each formula represent carbon atoms in the ring structure.)

[0316] [Chemistry 94]

[0317]

[0318] n L1 When emphasis is placed on response speed, 0 is preferred, 2 or 3 is preferred to improve the upper limit temperature of the nematic phase, and 1 is preferred to strike a balance therebetween. In order to satisfy the properties required of the composition, compounds of different values ​​are preferably combined.

[0319] A L1 , A L2 and A L3 When it is required to increase Δn, it is preferably aromatic, and in order to improve the response speed, it is preferably aliphatic. Preferably, each independently represents trans-1,4-cyclohexylene, 1,4-phenylene, 2-fluoro-1,4-phenylene, 3-fluoro-1,4-phenylene, 3,5-difluoro-1,4-phenylene, 1,4-cyclohexenylene, 1,4-bicyclo[2.2.2]octylene, piperidine-1,4-diyl, naphthalene-2,6-diyl, decahydronaphthalene-2,6-diyl or 1,2,3,4-tetrahydronaphthalene-2,6-diyl, and more preferably represents the following structure,

[0320] [Chemistry 95]

[0321]

[0322] More preferably, it represents trans-1,4-cyclohexylene or 1,4-phenylene.

[0323] About Z L1 and Z L2 When response speed is important, a single key is preferred.

[0324] The compound represented by the general formula (L) preferably has 0 or 1 halogen atom in the molecule.

[0325] The compound represented by the general formula (L) is preferably a compound selected from the group consisting of compounds represented by general formulae (L-1) to (L-7).

[0326] The compound represented by the general formula (L-1) is the following compound.

[0327] [Chemistry 96]

[0328]

[0329] (Where R L11 and R L12 Each independently represents the same as R in the general formula (L) L1 and R L2 Same meaning.)

[0330] R L11 and R L12 Preferred are 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.

[0331] The compound represented by the general formula (L-1) can be used alone or in combination of two or more compounds. The types of the compound that can be combined are not particularly limited, and are suitably used in combination according to the required performance such as solubility at low temperatures, transition temperature, electrical reliability, birefringence, etc. The types of the compounds used are, for example, 1, 2, 3, 4, 5 or more in one embodiment of the present invention.

[0332] The lower limit of the content is preferably 1%, 2%, 3%, 5%, 7%, 10%, 15%, 20%, 25%, 30%, 35%, 40%, 45%, 50%, 55% relative to the total amount of the composition of the present invention. The upper limit of the content is preferably 95%, 90%, 85%, 80%, 75%, 70%, 65%, 60%, 55%, 50%, 45%, 40%, 35%, 30%, 25% relative to the total amount of the composition of the present invention.

[0333] When the viscosity of the composition of the present invention is kept low and a composition having a fast response speed is required, it is preferred that the above lower limit is high and the upper limit is high. Further, when the Tni of the composition of the present invention is kept high and a composition having a good temperature stability is required, it is preferred that the above lower limit is medium and the upper limit is medium. In addition, when the driving voltage is kept low and the dielectric anisotropy is to be increased, it is preferred that the above lower limit is low and the upper limit is low.

[0334] The compound represented by the general formula (L-1) is preferably a compound selected from the group consisting of compounds represented by the general formula (L-1-1).

[0335] [Chemistry 97]

[0336]

[0337] (Where R L12has the same meaning as in the general formula (L-1).

[0338] The compound represented by the general formula (L-1-1) is preferably a compound selected from the group of compounds represented by formulas (L-1-1.1) to (L-1-1.3), preferably a compound represented by formula (L-1-1.2) or formula (L-1-1.3), and particularly preferably a compound represented by formula (L-1-1.3).

[0339] [Chemistry 98]

[0340]

[0341] The preferred lower limit of the content of the compound represented by formula (L-1-1.3) relative to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, 7%, 10%. The preferred upper limit of the content relative to the total amount of the composition of the present invention is 20%, 15%, 13%, 10%, 8%, 7%, 6%, 5%, 3%.

[0342] The compound represented by the general formula (L-1) is preferably a compound selected from the group consisting of compounds represented by the general formula (L-1-2).

[0343] [Chemistry 99]

[0344]

[0345] (Where R L12 has the same meaning as in the general formula (L-1).

[0346] The preferred lower limit of the content of the compound represented by formula (L-1-2) relative to the total amount of the composition of the present invention is 1%, 5%, 10%, 15%, 17%, 20%, 23%, 25%, 27%, 30%, 35%. The preferred upper limit of the content relative to the total amount of the composition of the present invention is 60%, 55%, 50%, 45%, 42%, 40%, 38%, 35%, 33%, 30%.

[0347] Furthermore, the compound represented by the general formula (L-1-2) is preferably a compound selected from the group of compounds represented by formula (L-1-2.1) to formula (L-1-2.4), and is preferably a compound represented by formula (L-1-2.2) to formula (L-1-2.4). In particular, the compound represented by formula (L-1-2.2) particularly improves the response speed of the composition of the present invention and is therefore preferred. In addition, when a higher Tni is required than the response speed, it is preferred to use a compound represented by formula (L-1-2.3) or formula (L-1-2.4). In order to improve the solubility at low temperatures, the content of the compounds represented by formula (L-1-2.3) and formula (L-1-2.4) should not be set to more than 30%.

[0348] [Chemical 100]

[0349]

[0350] The preferred lower limit of the content of the compound represented by formula (L-1-2.2) relative 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 preferred upper limit of the content relative to the total amount of the composition of the present invention is 60%, 55%, 50%, 45%, 43%, 40%, 38%, 35%, 32%, 30%, 27%, 25%, 22%.

[0351] The preferred lower limit of the total content of the compound represented by formula (L-1-1.3) and the compound represented by formula (L-1-2.2) relative to the total amount of the composition of the present invention is 10%, 15%, 20%, 25%, 27%, 30%, 35%, 40%. The preferred upper limit of the content relative to the total amount of the composition of the present invention is 60%, 55%, 50%, 45%, 43%, 40%, 38%, 35%, 32%, 30%, 27%, 25%, 22%.

[0352] The compound represented by the general formula (L-1) is preferably a compound selected from the group consisting of compounds represented by the general formula (L-1-3).

[0353] [Chemistry 101]

[0354]

[0355] (Where R L13 and R L14 Each independently represents an alkyl group having 1 to 8 carbon atoms or an alkoxy group having 1 to 8 carbon atoms.)

[0356] R L13 and R L14Preferably, it is a linear alkyl group having 1 to 5 carbon atoms or a linear alkoxy group having 1 to 4 carbon atoms.

[0357] The preferred lower limit of the content of the compound represented by formula (L-1-3) relative to the total amount of the composition of the present invention is 1%, 5%, 10%, 13%, 15%, 17%, 20%, 23%, 25%, 30%. The preferred upper limit of the content relative to the total amount of the composition of the present invention is 60%, 55%, 50%, 45%, 40%, 37%, 35%, 33%, 30%, 27%, 25%, 23%, 20%, 17%, 15%, 13%, 10%.

[0358] Furthermore, the compound represented by the general formula (L-1-3) is preferably a compound selected from the group of compounds represented by formula (L-1-3.1) to formula (L-1-3.13), 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 formula (L-1-3.1) particularly improves the response speed of the composition of the present invention and is therefore preferred. In addition, when a higher Tni is required than the response speed, it is preferred to use compounds represented by formula (L-1-3.3), formula (L-1-3.4), formula (L-1-3.11) and formula (L-1-3.13). In order to improve the solubility at low temperatures, the total content of the compounds represented by formula (L-1-3.3), formula (L-1-3.4), formula (L-1-3.11) and formula (L-1-3.13) should not be set to more than 20%.

[0359] [Chemistry 102]

[0360]

[0361] The preferred lower limit of the content of the compound represented by formula (L-1-3.1) relative to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, 7%, 10%, 13%, 15%, 18%, 20%. The preferred upper limit of the content relative to the total amount of the composition of the present invention is 20%, 17%, 15%, 13%, 10%, 8%, 7%, 6%.

[0362] The compound represented by the general formula (L-1) is preferably a compound selected from the group consisting of compounds represented by the general formula (L-1-4) and / or (L-1-5).

[0363] [Chemistry 103]

[0364]

[0365] (Where R L15 and R L16Each independently represents an alkyl group having 1 to 8 carbon atoms or an alkoxy group having 1 to 8 carbon atoms.)

[0366] R L15 and R L16 Preferably, it is a linear alkyl group having 1 to 5 carbon atoms or a linear alkoxy group having 1 to 4 carbon atoms.

[0367] The preferred lower limit of the content of the compound represented by formula (L-1-4) relative to the total amount of the composition of the present invention is 1%, 5%, 10%, 13%, 15%, 17%, 20%. The preferred upper limit of the content relative to the total amount of the composition of the present invention is 25%, 23%, 20%, 17%, 15%, 13%, 10%.

[0368] The preferred lower limit of the content of the compound represented by formula (L-1-5) relative to the total amount of the composition of the present invention is 1%, 5%, 10%, 13%, 15%, 17%, 20%. The preferred upper limit of the content relative to the total amount of the composition of the present invention is 25%, 23%, 20%, 17%, 15%, 13%, 10%.

[0369] Furthermore, the compounds represented by general formulae (L-1-4) and (L-1-5) are preferably compounds selected from the group of compounds represented by formulae (L-1-4.1) to (L-1-5.3), and are preferably compounds represented by formula (L-1-4.2) or (L-1-5.2).

[0370] [Chemistry 104]

[0371]

[0372] The preferred lower limit of the content of the compound represented by formula (L-1-4.2) relative to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, 7%, 10%, 13%, 15%, 18%, 20%. The preferred upper limit of the content relative to the total amount of the composition of the present invention is 20%, 17%, 15%, 13%, 10%, 8%, 7%, 6%.

[0373] It is preferred to combine two or more compounds selected from the group consisting of compounds represented by formula (L-1-1.3), formula (L-1-2.2), formula (L-1-3.1), formula (L-1-3.3), formula (L-1-3.4), formula (L-1-3.11) and formula (L-1-3.12), and it is preferred to combine compounds selected from the group consisting of compounds represented by formula (L-1-1.3), formula (L-1-2.2), formula (L-1-3.1), formula (L-1-3.3), formula (L-1-3.4) and formula (L-1-4.2) The preferred lower limit of the total content of the two or more compounds in the composition of the present invention is 1%, 2%, 3%, 5%, 7%, 10%, 13%, 15%, 18%, 20%, 23%, 25%, 27%, 30%, 33%, 35%, and the upper limit is 80%, 70%, 60%, 50%, 45%, 40%, 37%, 35%, 33%, 30%, 28%, 25%, 23%, 20% relative to the total amount of the composition of the present invention. When the reliability of the composition is emphasized, it is preferred to combine two or more compounds selected from the compounds represented by formula (L-1-3.1), formula (L-1-3.3) and formula (L-1-3.4). When the response speed of the composition is emphasized, it is preferred to combine two or more compounds selected from the compounds represented by formula (L-1-1.3) and formula (L-1-2.2).

[0374] The compound represented by the general formula (L-1) is preferably a compound selected from the group consisting of compounds represented by the general formula (L-1-6).

[0375] [Chemistry 105]

[0376]

[0377] (Where R L17 and R L18 Each independently represents a methyl group or a hydrogen atom. )

[0378] The preferred lower limit of the content of the compound represented by formula (L-1-6) relative to the total amount of the composition of the present invention is 1%, 5%, 10%, 15%, 17%, 20%, 23%, 25%, 27%, 30%, 35%. The preferred upper limit of the content relative to the total amount of the composition of the present invention is 60%, 55%, 50%, 45%, 42%, 40%, 38%, 35%, 33%, 30%.

[0379] Furthermore, the compound represented by the general formula (L-1-6) is preferably a compound selected from the group consisting of compounds represented by formula (L-1-6.1) to formula (L-1-6.3).

[0380] [Chemistry 106]

[0381]

[0382] The compound represented by the general formula (L-2) is the following compound.

[0383] [Chemistry 107]

[0384]

[0385] (Where R L21 and R L22 Each independently represents the same as R in the general formula (L) L1 and R L2 Same meaning.)

[0386] R L21 It is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and R L22 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 is preferred.

[0387] The compound represented by the general formula (L-2) can be used alone or in combination of two or more compounds. The type of the compound that can be combined is not particularly limited, and is suitably used in combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence, etc. The type of the compound used is, for example, 1, 2, 3, 4, 5 or more in one embodiment of the present invention.

[0388] When the solubility at low temperature is important, the effect is better when the content is set higher. On the contrary, when the response speed is important, the effect is better when the content is set lower. Furthermore, when improving dripping marks and screen burn-in characteristics, it is preferable to set the content range to the middle.

[0389] The preferred lower limit of the content of the compound represented by formula (L-2) relative to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, 7%, 10%. The preferred upper limit of the content relative to the total amount of the composition of the present invention is 20%, 15%, 13%, 10%, 8%, 7%, 6%, 5%, 3%.

[0390] Furthermore, the compound represented by the 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), and is preferably a compound represented by formula (L-2.1), formula (L-2.3), formula (L-2.4) and formula (L-2.6).

[0391] [Chemistry 108]

[0392]

[0393] The compound represented by the general formula (L-3) is the following compound.

[0394] [Chemistry 109]

[0395]

[0396] (Where R L31 and R L32 Each independently represents the same as R in the general formula (L) L1 and R L2 Same meaning.)

[0397] R L31 and R L32 Each independently 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.

[0398] The compound represented by the general formula (L-3) can be used alone or in combination of two or more compounds. The type of the compound that can be combined is not particularly limited, and is suitably used in combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence, etc. The type of the compound used is, for example, 1, 2, 3, 4, 5 or more in one embodiment of the present invention.

[0399] The preferred lower limit of the content of the compound represented by formula (L-3) relative to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, 7%, 10%. The preferred upper limit of the content relative to the total amount of the composition of the present invention is 20%, 15%, 13%, 10%, 8%, 7%, 6%, 5%, 3%.

[0400] In order to obtain a high birefringence, the effect is better when the content is set higher, and conversely, in order to attach importance to a high Tni, the effect is better when the content is set lower. Furthermore, in order to improve drip marks and screen burn-in characteristics, it is preferable to set the content range to the middle.

[0401] Furthermore, the compound represented by the general formula (L-3) is preferably a compound selected from the group consisting of compounds represented by formulae (L-3.1) to (L-3.7), and preferably a compound represented by formulae (L-3.2) to (L-3.5).

[0402] [Chemistry 110]

[0403]

[0404] The compound represented by the general formula (L-4) is the following compound.

[0405] [Chemistry 111]

[0406]

[0407] (Where R L41 and R L42 Each independently represents the same as R in the general formula (L) L1 and R L2 Same meaning.)

[0408] R L41 It is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and R L42 It 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.)

[0409] The compound represented by general formula (L-4) can be used alone or in combination of two or more compounds. The type of the compound that can be combined is not particularly limited, and is suitably used in combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence, etc. The type of the compound used is, for example, 1, 2, 3, 4, 5 or more in one embodiment of the present invention.

[0410] In the composition of the present invention, the content of the compound represented by the general formula (L-4) needs to be appropriately adjusted according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence, process suitability, drip marks, screen burn-in, dielectric constant anisotropy, etc.

[0411] The preferred lower limit of the content of the compound represented by formula (L-4) relative 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 preferred upper limit of the content of the compound represented by formula (L-4) relative to the total amount of the composition of the present invention is 50%, 40%, 35%, 30%, 20%, 15%, 10%, 5%.

[0412] The compound represented by the general formula (L-4) is preferably, for example, a compound represented by formula (L-4.1) to formula (L-4.3).

[0413] [Chemistry 112]

[0414]

[0415] Depending on the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence, etc., the compound represented by formula (L-4.1) may be contained, the compound represented by formula (L-4.2) may be contained, both the compound represented by formula (L-4.1) and the compound represented by formula (L-4.2) may be contained, and all the compounds represented by formula (L-4.1) to formula (L-4.3) may be contained. The preferred lower limit of the content of the compound represented by formula (L-4.1) or formula (L-4.2) relative to the total amount of the composition of the present invention is 3%, 5%, 7%, 9%, 11%, 12%, 13%, 18%, 21%, and the preferred upper limit is 45%, 40%, 35%, 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%.

[0416] When containing both the compound represented by formula (L-4.1) and the compound represented by formula (L-4.2), the preferred lower limit of the content of the two compounds relative to the total amount of the composition of the present invention is 15%, 19%, 24%, 30%, and the preferred upper limit is 45%, 40%, 35%, 30%, 25%, 23%, 20%, 18%, 15%, 13%.

[0417] The compound represented by the general formula (L-4) is preferably a compound represented by, for example, the formula (L-4.4) to the formula (L-4.6), and is preferably a compound represented by the formula (L-4.4).

[0418] [Chemistry 113]

[0419]

[0420] Depending on the required performance such as solubility at low temperatures, transition temperature, electrical reliability, birefringence, etc., it may contain a compound represented by formula (L-4.4), it may contain a compound represented by formula (L-4.5), or it may contain both a compound represented by formula (L-4.4) and a compound represented by formula (L-4.5).

[0421] The preferred lower limit of the content of the compound represented by formula (L-4.4) or formula (L-4.5) relative to the total amount of the composition of the present invention is 3%, 5%, 7%, 9%, 11%, 12%, 13%, 18%, 21%. The preferred upper limit is 45%, 40%, 35%, 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%.

[0422] When containing both the compound represented by formula (L-4.4) and the compound represented by formula (L-4.5), the preferred lower limits of the contents of the two compounds relative to the total amount of the composition of the present invention are 15%, 19%, 24%, and 30%, and the preferred upper limits are 45%, 40%, 35%, 30%, 25%, 23%, 20%, 18%, 15%, and 13%.

[0423] The compound represented by general formula (L-4) is preferably a compound represented by formula (L-4.7) to formula (L-4.10), and is particularly preferably a compound represented by formula (L-4.9).

[0424] [Chemistry 114]

[0425]

[0426] The compound represented by the general formula (L-5) is the following compound.

[0427] [Chemistry 115]

[0428]

[0429] (Where R L51 and R L52 Each independently represents the same as R in the general formula (L) L1 and R L2 Same meaning.)

[0430] R L51 It is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and R L52 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 is preferred.

[0431] The compound represented by the general formula (L-5) can be used alone or in combination of two or more compounds. The type of the compound that can be combined is not particularly limited, and is suitably used in combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence, etc. The type of the compound used is, for example, 1, 2, 3, 4, 5 or more in one embodiment of the present invention.

[0432] In the composition of the present invention, the content of the compound represented by the general formula (L-5) needs to be appropriately adjusted according to the required performance such as solubility at low temperatures, transition temperature, electrical reliability, birefringence, process suitability, drip marks, screen burn-in, dielectric constant anisotropy, etc.

[0433] The preferred lower limit of the content of the compound represented by formula (L-5) relative 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 preferred upper limit of the content of the compound represented by formula (L-5) relative to the total amount of the composition of the present invention is 50%, 40%, 35%, 30%, 20%, 15%, 10%, 5%.

[0434] The compound represented by general formula (L-5) is preferably a compound represented by formula (L-5.1) or formula (L-5.2), and is particularly preferably a compound represented by formula (L-5.1).

[0435] The preferred lower limits of the content of these compounds relative to the total amount of the composition of the present invention are 1%, 2%, 3%, 5%, and 7%, and the preferred upper limits of the content of these compounds are 20%, 15%, 13%, 10%, and 9%.

[0436] [Chemistry 116]

[0437]

[0438] The compound represented by general formula (L-5) is preferably a compound represented by formula (L-5.3) or formula (L-5.4).

[0439] The preferred lower limits of the content of these compounds relative to the total amount of the composition of the present invention are 1%, 2%, 3%, 5%, and 7%, and the preferred upper limits of the content of these compounds are 20%, 15%, 13%, 10%, and 9%.

[0440] [Chemistry 117]

[0441]

[0442] The compound represented by general formula (L-5) is preferably a compound selected from the group consisting of compounds represented by formulae (L-5.5) to (L-5.7), and is particularly preferably a compound represented by formula (L-5.7).

[0443] The preferred lower limits of the content of these compounds relative to the total amount of the composition of the present invention are 1%, 2%, 3%, 5%, and 7%, and the preferred upper limits of the content of these compounds are 20%, 15%, 13%, 10%, and 9%.

[0444] [Chemistry 118]

[0445]

[0446] The compound represented by the general formula (L-6) is the following compound.

[0447] [Chemistry 119]

[0448]

[0449] (Where R L61 and R L62 Each independently represents the same as R in the general formula (L) L1 and R L2 Same meaning, X L61 and X L62 Each independently represents a hydrogen atom or a fluorine atom. )

[0450] R L61 and R L62 Each of them is independently preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and X is preferably L61 and X L62 One of them is a fluorine atom and the other is a hydrogen atom.

[0451] The compound represented by the general formula (L-6) can be used alone or in combination of two or more compounds. The type of the compound that can be combined is not particularly limited, and is suitably used in combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence, etc. The type of the compound used is, for example, 1, 2, 3, 4, 5 or more in one embodiment of the present invention.

[0452] The preferred lower limit of the content of the compound represented by formula (L-6) relative 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 preferred upper limit of the content of the compound represented by formula (L-6) relative to the total amount of the composition of the present invention is 50%, 40%, 35%, 30%, 20%, 15%, 10%, 5%. When the emphasis is placed on increasing Δn, it is preferred to increase the content, and when the emphasis is placed on precipitation at low temperatures, it is preferred to decrease the content.

[0453] The compound represented by general formula (L-6) is preferably a compound represented by formula (L-6.1) to formula (L-6.9).

[0454] [Chemistry 120]

[0455]

[0456] The types of compounds that can be combined are not particularly limited, and it is preferred to contain 1 to 3 of these compounds, and more preferably 1 to 4 of them. In addition, a wide molecular weight distribution of the selected compound is also effective for solubility, so for example, it is preferred to select 1 compound from the compounds represented by formula (L-6.1) or (L-6.2), 1 compound from the compounds represented by formula (L-6.4) or (L-6.5), 1 compound from the compounds represented by formula (L-6.6) or (L-6.7), 1 compound from the compounds represented by formula (L-6.8) or (L-6.9), and appropriately combine them. Among them, it is preferred to contain compounds represented by formula (L-6.1), formula (L-6.3), formula (L-6.4), formula (L-6.6) and formula (L-6.9).

[0457] Furthermore, the compound represented by the general formula (L-6) is preferably a compound represented by, for example, formula (L-6.10) to formula (L-6.17), and among them, a compound represented by formula (L-6.11) is preferred.

[0458] [Chemistry 121]

[0459]

[0460] The preferred lower limits of the content of these compounds relative to the total amount of the composition of the present invention are 1%, 2%, 3%, 5%, and 7%, and the preferred upper limits of the content of these compounds are 20%, 15%, 13%, 10%, and 9%.

[0461] The compound represented by the general formula (L-7) is the following compound.

[0462] [Chemistry 122]

[0463]

[0464] (Where R L71 and R L72 Each independently represents the same as R in the general formula (L) L1 and R L2 The same meaning, A L71 and A L72 Each independently represents the same L2 and A L3 Same meaning, but A L71 and A L72 The hydrogen atoms on Z can be replaced by fluorine atoms independently. L71 It represents the same as Z in the general formula (L) L2 Same meaning, X L71 and X L72 Each independently represents a fluorine atom or a hydrogen atom. )

[0465] In the formula, R L71 and R L72 Each of them is independently preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, L71 and A L72 Each of them is independently preferably 1,4-cyclohexylene or 1,4-phenylene, A L71 and A L72 The hydrogen atoms on Z can be replaced by fluorine atoms independently. L71 Preferably it is a single bond or -COO-, preferably a single bond, X L71 and X L72 Preferred is a hydrogen atom.

[0466] The types of compounds that can be combined are not particularly limited, and are combined according to required performance such as solubility at low temperatures, transition temperature, electrical reliability, birefringence, etc. The types of compounds used are, for example, 1, 2, 3, or 4 in one embodiment of the present invention.

[0467] In the composition of the present invention, the content of the compound represented by the general formula (L-7) needs to be appropriately adjusted according to the required performance such as solubility at low temperatures, transition temperature, electrical reliability, birefringence, process suitability, drip marks, screen burn-in, dielectric constant anisotropy, etc.

[0468] The preferred lower limit of the content of the compound represented by formula (L-7) relative to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, 7%, 10%, 14%, 16%, 20%. The preferred upper limit of the content of the compound represented by formula (L-7) relative to the total amount of the composition of the present invention is 30%, 25%, 23%, 20%, 18%, 15%, 10%, 5%.

[0469] When the composition of the present invention is desired to have a high Tni, the content of the compound represented by formula (L-7) is preferably large, and when a low viscosity is desired, the content is preferably small.

[0470] 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 is preferably a compound represented by formula (L-7.2).

[0471] [Chemistry 123]

[0472]

[0473] 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 is preferably a compound represented by formula (L-7.11).

[0474] [Chemistry 124]

[0475]

[0476] Furthermore, the compound represented by general formula (L-7) is a compound represented by formula (L-7.21) to formula (L-7.23). Preferably, it is a compound represented by formula (L-7.21).

[0477] [Chemistry 125]

[0478]

[0479] 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 preferably a compound represented by formula (L-7.31) or / and formula (L-7.32).

[0480] [Chemistry 126]

[0481]

[0482] 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 preferably a compound represented by formula (L-7.41) or / and formula (L-7.42).

[0483] [Chemistry 127]

[0484]

[0485] Furthermore, the compound represented by general formula (L-7) is preferably a compound represented by formula (L-7.51) to formula (L-7.53).

[0486] [Chemistry 128]

[0487]

[0488] The composition of the present invention preferably contains one or more compounds selected from the compounds represented by the general formulae (N-1), (N-2) and (N-3). These compounds are equivalent to compounds with negative dielectric properties (the sign of Δε is negative and its absolute value is greater than 2).

[0489] [Chemistry 129]

[0490]

[0491] (Where R N11 , R N12 , R N21 , R N22 , R N31 and R N32 Each independently represents an alkyl group having 1 to 8 carbon atoms, wherein one or two or more non-adjacent -CH 2 - may be substituted independently by -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-,

[0492] A N11 , A N12 , A N21 , A N22 , A N31 and A N32 Each independently represents a group selected from the group consisting of:

[0493] (a) 1,4-cyclohexylene (one -CH 2 - or 2 or more non-adjacent -CH 2 - may be replaced by -O-. ),

[0494] (b) 1,4-phenylene (one -CH= or two or more non-adjacent -CH= in the group may be substituted with -N=.)

[0495] (c) naphthalene-2,6-diyl, 1,2,3,4-tetrahydronaphthalene-2,6-diyl or decahydronaphthalene-2,6-diyl (one -CH= or two or more non-adjacent -CH= in naphthalene-2,6-diyl or 1,2,3,4-tetrahydronaphthalene-2,6-diyl may be substituted with -N=.) and

[0496] (d) 1,4-cyclohexenylene,

[0497] The above-mentioned group (a), group (b), group (c) and group (d) may each independently be substituted by a cyano group, a fluorine atom or a chlorine atom.

[0498] Z N11 , Z N12 , Z N21 , Z N22 , Z N31 and Z N32 Each independently represents a single bond, -CH 2 CH 2 -、-(CH 2 ) 4 -、-OCH 2 -、-CH 2O-, -COO-, -OCO-, -OCF 2 -、-CF 2 O-, -CH=NN=CH-, -CH=CH-, -CF=CF- or -C≡C-,

[0499] X N21 represents a hydrogen atom or a fluorine atom,

[0500] T N31 Indicates -CH 2 - or oxygen atoms,

[0501] n N11 、n N12 、n N21 、n N22 、n N31 and n N32 Each independently represents an integer from 0 to 3, but n N11 +n N12 、n N21 +n N22 and n N31 +n N32 Each independently is 1, 2 or 3, in A N11 ~A N32 , Z N11 ~Z N32 When there are multiple ones, they may be the same or different.)

[0502] The compounds represented by the general formulae (N-1), (N-2) and (N-3) preferably have a negative Δε and an absolute value greater than 3.

[0503] 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 is preferably an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, or an alkenyloxy group having 2 to 8 carbon atoms, preferably an alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkenyloxy group having 2 to 5 carbon atoms, more preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, further preferably an alkyl group having 2 to 5 carbon atoms or an alkenyl group having 2 to 3 carbon atoms, and particularly preferably an alkenyl group having 3 carbon atoms (propenyl).

[0504] In addition, when the ring structure to which it is bonded is a phenyl group (aromatic), it is preferably a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, or an alkenyl group having 4 to 5 carbon atoms. In addition, when the ring structure to which it is bonded is a cyclohexane, pyran, or diol, it is preferably a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, or an alkenyl group having 4 to 5 carbon atoms. In the case of a saturated ring structure such as an alkane, a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, and a linear alkenyl group having 2 to 5 carbon atoms are preferred. In order to stabilize the nematic phase, the total number of carbon atoms and oxygen atoms when present is preferably 5 or less, and a linear chain is preferred.

[0505] As the alkenyl group, a group represented by any one of formula (R1) to formula (R5) is preferred. (The black dots in each formula represent carbon atoms in the ring structure.)

[0506] [Chemistry 130]

[0507]

[0508] A N11 , A N12 , A N21 , A N22 , A N31 and A N32 Each independently is preferably aromatic when increasing Δn is required, and is preferably aliphatic in order to improve the response speed, and preferably represents trans-1,4-cyclohexylene, 1,4-phenylene, 2-fluoro-1,4-phenylene, 3-fluoro-1,4-phenylene, 3,5-difluoro-1,4-phenylene, 2,3-difluoro-1,4-phenylene, 1,4-cyclohexenylene, 1,4-bicyclo[2.2.2]octylene, piperidine-1,4-diyl, naphthalene-2,6-diyl, decahydronaphthalene-2,6-diyl or 1,2,3,4-tetrahydronaphthalene-2,6-diyl, and more preferably represents the following structure,

[0509] [Chemistry 131]

[0510]

[0511] More preferably, it represents trans-1,4-cyclohexylene, 1,4-cyclohexenylene or 1,4-phenylene.

[0512] Z N11 , Z N12 , Z N21 , Z N22 , Z N31 and Z N32 Each independently preferably represents -CH 2 O-、-CF 2 O-、-CH 2 CH 2 -、-CF2 CF 2 - or a single bond, more preferably -CH 2 O-、-CH 2 CH 2 - or a single bond, particularly preferably -CH 2 O- or single bond.

[0513] X N21 A fluorine atom is preferred.

[0514] T N31 Preferred is an oxygen atom.

[0515] n N11 +n N12 、n N21 +n N22 and n N31 +n N32 Preferably 1 or 2, preferably n N11 is 1 and n N12 The combination of 0, n N11 is 2 and n N12 The combination of 0, n N11 is 1 and n N12 The combination of 1, n N11 is 2 and n N12 The combination of 1, n N21 is 1 and n N22 The combination of 0, n N21 is 2 and n N22 The combination of 0, n N31 is 1 and n N32 The combination of 0, n N31 is 2 and n N32 A combination of 0.

[0516] The preferred lower limit of the content of the compound represented by formula (N-1) relative 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 preferred upper limit of the content is 95%, 85%, 75%, 65%, 55%, 45%, 35%, 25%, 20%.

[0517] The preferred lower limit of the content of the compound represented by formula (N-2) relative 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 preferred upper limit of the content is 95%, 85%, 75%, 65%, 55%, 45%, 35%, 25%, 20%.

[0518] The preferred lower limit of the content of the compound represented by formula (N-3) relative 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 preferred upper limit of the content is 95%, 85%, 75%, 65%, 55%, 45%, 35%, 25%, 20%.

[0519] When the viscosity of the composition of the present invention is kept low and the composition with fast response speed is needed, it is preferred that the above lower limit is low and the upper limit is low. Further, when the Tni of the composition of the present invention is kept high and the composition with good temperature stability is needed, it is preferred that the above lower limit is low and the upper limit is low. In addition, in order to keep the driving voltage low and want to increase the dielectric anisotropy, it is preferred that the above lower limit is high and the upper limit is high.

[0520] Examples of the compound represented by the general formula (N-1) include the compound group represented by the following general formulae (N-1a) to (N-1g).

[0521] [Chemistry 132]

[0522]

[0523] (Where R N11 and R N12 Represents the same as R in the general formula (N-1) N11 and R N12 Same meaning, n Na11 Indicates 0 or 1, n Nb11 Indicates 1 or 2, n Nc11 Indicates 0 or 1, n Nd11 Indicates 1 or 2, n Ne11 Indicates 1 or 2, n Nf12 Indicates 1 or 2, n Ng11 Indicates 1 or 2, A Ne11 represents trans-1,4-cyclohexylene or 1,4-phenylene, A Ng11 represents trans-1,4-cyclohexylene, 1,4-cyclohexenylene or 1,4-phenylene, and at least one of them represents 1,4-cyclohexenylene, Z Ne11 represents a single bond or ethylene and at least one of the A groups in the molecule represents ethylene. Ne11 , Z Ne11 and / or A Ng11 Can be the same or different.)

[0524] More specifically, the compound represented by the general formula (N-1) is preferably a compound selected from the group consisting of compounds represented by general formulae (N-1-1) to (N-1-22).

[0525] The compound represented by the general formula (N-1-1) is the following compound.

[0526] [Chemistry 133]

[0527]

[0528] (Where R N111 and R N112 Each independently represents the same as R in the general formula (N-1) N11 and R N12 Same meaning.)

[0529] R N111 It is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and is preferably a propyl group, a pentyl group or a vinyl group. N112 It 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 is preferably an ethoxy group or a butoxy group.

[0530] The compound represented by the general formula (N-1-1) can be used alone, or two or more compounds can be used in combination. The type of the compound that can be combined is not particularly limited, and is suitably used in combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence, etc. The type of the compound used is, for example, 1, 2, 3, 4, 5 or more in one embodiment of the present invention.

[0531] When the improvement of Δε is emphasized, it is preferable to set the content higher. When the solubility at low temperature is emphasized, the effect is better when the content is set higher. When the T is emphasized, NI In the case of , the effect is better when the content is set to a lower value. Further, in the case of improving drip marks and screen burn-in characteristics, it is preferred to set the content range to the middle.

[0532] The preferred lower limit of the content of the compound represented by formula (N-1-1) relative 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 preferred upper limit of the content relative to the total amount of the composition of the present invention is 50%, 40%, 38%, 35%, 33%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 7%, 6%, 5%, 3%.

[0533] Furthermore, the compound represented by the general formula (N-1-1) is preferably a compound selected from the group of compounds represented by formulas (N-1-1.1) to (N-1-1.25), preferably a compound represented by formulas (N-1-1.1) to (N-1-1.4), and preferably a compound represented by formulas (N-1-1.1) and (N-1-1.3).

[0534] [Chemistry 134]

[0535]

[0536] The compounds represented by formula (N-1-1.1) to (N-1-1.25) can be used alone or in combination. The lower limits of the preferred contents of the compounds alone or in combination are 5%, 10%, 13%, 15%, 17%, 20%, 23%, 25%, 27%, 30%, 33%, 35% relative to the total amount of the composition of the present invention. The upper limits of the preferred contents are 50%, 40%, 38%, 35%, 33%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 7%, 6%, 5%, 3% relative to the total amount of the composition of the present invention.

[0537] The compounds represented by the general formula (N-1-2) are the following compounds.

[0538] [Chemistry 135]

[0539]

[0540] (Where R N121 and R N122 Each independently represents the same as R in the general formula (N-1) N11 and R N12 Same meaning.)

[0541] R N121 It is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group, a butyl group or a pentyl group. N122 It 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 is preferably a methyl group, a propyl group, a methoxy group, an ethoxy group, or a propoxy group.

[0542] The compound represented by the general formula (N-1-2) can be used alone, or two or more compounds can be used in combination. The type of the compound that can be combined is not particularly limited, and is suitably used in combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence, etc. The type of the compound used is, for example, 1, 2, 3, 4, 5 or more in one embodiment of the present invention.

[0543] When the improvement of Δε is emphasized, it is preferable to set the content higher. When the solubility at low temperature is emphasized, the effect is better when the content is set lower. When T is emphasized, NI In the case of , the effect is better when the content is set higher. Further, in the case of improving drip marks and screen burn-in characteristics, it is preferred to set the content range to the middle.

[0544] The preferred lower limit of the content of the compound represented by formula (N-1-2) relative 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%, 42%. The preferred upper limit of the content relative to the total amount of the composition of the present invention is 50%, 48%, 45%, 43%, 40%, 38%, 35%, 33%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 7%, 6%, 5%.

[0545] Furthermore, the compound represented by the general formula (N-1-2) is preferably a compound selected from the group of compounds represented by formula (N-1-2.1) to formula (N-1-2.25), preferably a compound represented by formula (N-1-2.3) to formula (N-1-2.7), formula (N-1-2.10), formula (N-1-2.11), formula (N-1-2.13) and formula (N-1-2.20). When attention is paid to the improvement of Δε, the compound represented by formula (N-1-2.3) to formula (N-1-2.7) is preferred. When attention is paid to T NI In the case of improvement of the reaction speed, the compounds represented by the formula (N-1-2.10), the formula (N-1-2.11) and the formula (N-1-2.13) are preferred. In the case of improvement of the response speed, the compound represented by the formula (N-1-2.20) is preferred.

[0546] [Chemistry 136]

[0547]

[0548] The compounds represented by formula (N-1-2.1) to formula (N-1-2.25) can be used alone or in combination. The lower limit of the preferred content of the compounds alone or in combination is 5%, 10%, 13%, 15%, 17%, 20%, 23%, 25%, 27%, 30%, 33%, 35% relative to the total amount of the composition of the present invention. The upper limit of the preferred content is 50%, 40%, 38%, 35%, 33%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 7%, 6%, 5%, 3%.

[0549] The compounds represented by the general formula (N-1-3) are the following compounds.

[0550] [Chemistry 137]

[0551]

[0552] (Where R N131 and R N132 Each independently represents the same as R in the general formula (N-1) N11 and R N12 Same meaning.)

[0553] R N131 It is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group. N132 It is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 3 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and is preferably a 1-propenyl group, an ethoxy group, a propoxy group, or a butoxy group.

[0554] The compound represented by the general formula (N-1-3) can be used alone, or two or more compounds can be used in combination. The type of the compound that can be combined is not particularly limited, and is suitably used in combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence, etc. The type of the compound used is, for example, 1, 2, 3, 4, 5 or more in one embodiment of the present invention.

[0555] When the improvement of Δε is emphasized, it is preferable to set the content higher. When the solubility at low temperature is emphasized, the effect is better when the content is set higher. When the T is emphasized, NI In the case of , the effect is better when the content is set higher. Further, in the case of improving drip marks and screen burn-in characteristics, it is preferred to set the content range to the middle.

[0556] The preferred lower limit of the content of the compound represented by formula (N-1-3) relative to the total amount of the composition of the present invention is 5%, 10%, 13%, 15%, 17%, 20%. The preferred upper limit of the content relative to the total amount of the composition of the present invention is 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%.

[0557] Furthermore, the compound represented by the general formula (N-1-3) is preferably a compound selected from the group of compounds represented by formulas (N-1-3.1) to (N-1-3.21), preferably a compound represented by formulas (N-1-3.1) to (N-1-3.7) and (N-1-3.21), and preferably a compound represented by formulas (N-1-3.1), (N-1-3.2), (N-1-3.3), (N-1-3.4) and (N-1-3.6).

[0558] [Chemistry 138]

[0559]

[0560] The compounds represented by formula (N-1-3.1) to formula (N-1-3.4), formula (N-1-3.6) and formula (N-1-3.21) can be used alone or in combination, preferably a combination of formula (N-1-3.1) and formula (N-1-3.2), or a combination of two or three selected from formula (N-1-3.3), formula (N-1-3.4) and formula (N-1-3.6). The preferred lower limits of the content of each of these compounds alone or in combination are 5%, 10%, 13%, 15%, 17%, and 20% relative to the total amount of the composition of the present invention. The preferred upper limits of the content are 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, and 13% relative to the total amount of the composition of the present invention.

[0561] The compound represented by the general formula (N-1-4) is the following compound.

[0562] [Chemistry 139]

[0563]

[0564] (Where R N141 and R N142 Each independently represents the same as R in the general formula (N-1) N11 and R N12 Same meaning.)

[0565] R N141 and R N142 Each independently 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 is preferably a methyl group, a propyl group, an ethoxy group, or a butoxy group.

[0566] The compound represented by the general formula (N-1-4) can be used alone, or two or more compounds can be used in combination. The type of the compound that can be combined is not particularly limited, and is suitably used in combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence, etc. The type of the compound used is, for example, 1, 2, 3, 4, 5 or more in one embodiment of the present invention.

[0567] When the improvement of Δε is emphasized, it is preferable to set the content higher. When the solubility at low temperature is emphasized, the effect is better when the content is set higher. When the T is emphasized, NI In the case of , the effect is better when the content is set to a lower value. Further, in the case of improving drip marks and screen burn-in characteristics, it is preferred to set the content range to the middle.

[0568] The preferred lower limit of the content of the compound represented by formula (N-1-4) relative to the total amount of the composition of the present invention is 3%, 5%, 7%, 10%, 13%, 15%, 17%, 20%. The preferred upper limit of the content relative to the total amount of the composition of the present invention is 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 11%, 10%, 8%.

[0569] Furthermore, the compound represented by the general formula (N-1-4) is preferably a compound selected from the group of compounds represented by formulas (N-1-4.1) to (N-1-4.24), preferably a compound represented by formulas (N-1-4.1) to (N-1-4.4), and preferably a compound represented by formula (N-1-4.1), formula (N-1-4.2) and formula (N-1-4.4).

[0570] [Chemistry 140]

[0571]

[0572] The compounds represented by formula (N-1-4.1) to (N-1-4.24) can be used alone or in combination. The lower limit of the preferred content of the compounds alone or in combination is 3%, 5%, 7%, 10%, 13%, 15%, 17%, 20% relative to the total amount of the composition of the present invention. The upper limit of the preferred content is 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 11%, 10%, 8% relative to the total amount of the composition of the present invention.

[0573] The compounds represented by the general formula (N-1-5) are the following compounds.

[0574] [Chemistry 141]

[0575]

[0576] (Where R N151 and R N152 Each independently represents the same as R in the general formula (N-1) N11 and R N12 Same meaning.)

[0577] R N151 and R N152 Each independently 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 is preferably an ethyl group, a propyl group, or a butyl group.

[0578] The compound represented by the general formula (N-1-5) can be used alone, or two or more compounds can be used in combination. The type of the compound that can be combined is not particularly limited, and is suitably used in combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence, etc. The type of the compound used is, for example, 1, 2, 3, 4, 5 or more in one embodiment of the present invention.

[0579] When the improvement of Δε is emphasized, it is preferable to set the content higher. When the solubility at low temperature is emphasized, the effect is better when the content is set lower. When T is emphasized, NI In the case of , the effect is better when the content is set higher. Further, in the case of improving drip marks and screen burn-in characteristics, it is preferred to set the content range to the middle.

[0580] The preferred lower limit of the content of the compound represented by formula (N-1-5) relative to the total amount of the composition of the present invention is 5%, 8%, 10%, 13%, 15%, 17%, 20%. The preferred upper limit of the content relative to the total amount of the composition of the present invention is 35%, 33%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%.

[0581] Furthermore, the compound represented by the general formula (N-1-5) is preferably a compound selected from the group of compounds represented by formula (N-1-5.1) to formula (N-1-5.12), and is preferably a compound represented by formula (N-1-5.1), formula (N-1-5.2) and formula (N-1-5.4).

[0582] [Chemistry 142]

[0583]

[0584] The compounds represented by formula (N-1-5.1), formula (N-1-5.2) and formula (N-1-5.4) can be used alone or in combination. The lower limit of the preferred content of the compounds alone or in combination is 5%, 8%, 10%, 13%, 15%, 17%, 20% relative to the total amount of the composition of the present invention. The upper limit of the preferred content is 35%, 33%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13% relative to the total amount of the composition of the present invention.

[0585] The compound represented by the general formula (N-1-10) is the following compound.

[0586] [Chemistry 143]

[0587]

[0588] (Where R N1101 and R N1102 Each independently represents the same as R in the general formula (N-1) N11 and R N12 Same meaning.)

[0589] R N1101 It is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 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. N1102 It 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 is preferably an ethoxy group, a propoxy group, or a butoxy group.

[0590] The compound represented by the general formula (N-1-10) can be used alone or in combination of two or more compounds. The type of the compound that can be combined is not particularly limited, and is suitably used in combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence, etc. The type of the compound used is, for example, 1, 2, 3, 4, 5 or more in one embodiment of the present invention.

[0591] When the improvement of Δε is emphasized, it is preferable to set the content higher. When the solubility at low temperature is emphasized, the effect is better when the content is set higher. When the T is emphasized, NI In the case of , the effect is better when the content is set to a lower value. Further, in the case of improving drip marks and screen burn-in characteristics, it is preferred to set the content range to the middle.

[0592] The preferred lower limit of the content of the compound represented by formula (N-1-10) relative to the total amount of the composition of the present invention is 5%, 10%, 13%, 15%, 17%, 20%. The preferred upper limit of the content relative to the total amount of the composition of the present invention is 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%.

[0593] Furthermore, the compound represented by the general formula (N-1-10) is preferably a compound selected from the group of compounds represented by formulas (N-1-10.1) to (N-1-10.14), preferably a compound represented by formulas (N-1-10.1) to (N-1-10.5), and preferably a compound represented by formulas (N-1-10.1) and (N-1-10.2).

[0594] [Chemistry 144]

[0595]

[0596] The compounds represented by formula (N-1-10.1) and formula (N-1-10.2) can be used alone or in combination. The lower limit of the preferred content of the compounds alone or in combination is 5%, 10%, 13%, 15%, 17%, 20% relative to the total amount of the composition of the present invention. The upper limit of the preferred content is 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13% relative to the total amount of the composition of the present invention.

[0597] The compound represented by the general formula (N-1-11) is the following compound.

[0598] [Chemistry 145]

[0599]

[0600] (Where R N1111 and R N1112 Each independently represents the same as R in the general formula (N-1) N11 and R N12 Same meaning.)

[0601] R N1111 It is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 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. N1112 It 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 is preferably an ethoxy group, a propoxy group, or a butoxy group.

[0602] The compound represented by general formula (N-1-11) can be used alone, or two or more compounds can be used in combination. The type of the compound that can be combined is not particularly limited, and is suitably used in combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence, etc. The type of the compound used is, for example, 1, 2, 3, 4, 5 or more in one embodiment of the present invention.

[0603] When the improvement of Δε is emphasized, it is preferable to set the content higher. When the solubility at low temperature is emphasized, the effect is better when the content is set lower. When T is emphasized, NI In the case of , the effect is better when the content is set higher. Further, in the case of improving drip marks and screen burn-in characteristics, it is preferred to set the content range to the middle.

[0604] The preferred lower limit of the content of the compound represented by formula (N-1-11) relative to the total amount of the composition of the present invention is 5%, 10%, 13%, 15%, 17%, 20%. The preferred upper limit of the content relative to the total amount of the composition of the present invention is 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%.

[0605] Furthermore, the compound represented by the general formula (N-1-11) is preferably a compound selected from the group of compounds represented by formulas (N-1-11.1) to (N-1-11.14), preferably a compound represented by formulas (N-1-11.1) to (N-1-11.14), and preferably a compound represented by formulas (N-1-11.2) and (N-1-11.4).

[0606] [Chemistry 146]

[0607]

[0608] The compounds represented by formula (N-1-11.2) and formula (N-1-11.4) can be used alone or in combination. The lower limit of the preferred content of the compounds alone or in combination is 5%, 10%, 13%, 15%, 17%, 20% relative to the total amount of the composition of the present invention. The upper limit of the preferred content is 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13% relative to the total amount of the composition of the present invention.

[0609] The compound represented by the general formula (N-1-12) is the following compound.

[0610] [Chemistry 147]

[0611]

[0612] (Where RN1121 and R N1122 Each independently represents the same as R in the general formula (N-1) N11 and R N12 Same meaning.)

[0613] R N1121 It is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group. N1122 It 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 is preferably an ethoxy group, a propoxy group, or a butoxy group.

[0614] The compound represented by general formula (N-1-12) can be used alone, or two or more compounds can be used in combination. The type of the compound that can be combined is not particularly limited, and is suitably used in combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence, etc. The type of the compound used is, for example, 1, 2, 3, 4, 5 or more in one embodiment of the present invention.

[0615] When the improvement of Δε is emphasized, it is preferable to set the content higher. When the solubility at low temperature is emphasized, the effect is better when the content is set higher. When the T is emphasized, NI In the case of , the effect is better when the content is set to a lower value. Further, in the case of improving drip marks and screen burn-in characteristics, it is preferred to set the content range to the middle.

[0616] The preferred lower limit of the content of the compound represented by formula (N-1-12) relative to the total amount of the composition of the present invention is 5%, 10%, 13%, 15%, 17%, 20%. The preferred upper limit of the content relative to the total amount of the composition of the present invention is 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%.

[0617] The compound represented by the general formula (N-1-13) is the following compound.

[0618] [Chemistry 148]

[0619]

[0620] (Where R N1131 and R N1132 Each independently represents the same as R in the general formula (N-1) N11 and R N12 Same meaning.)

[0621] R N1131 It is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group.N1132 It 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 is preferably an ethoxy group, a propoxy group, or a butoxy group.

[0622] The compound represented by the general formula (N-1-13) can be used alone, or two or more compounds can be used in combination. The type of the compound that can be combined is not particularly limited, and is suitably used in combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence, etc. The type of the compound used is, for example, 1, 2, 3, 4, 5 or more in one embodiment of the present invention.

[0623] When the improvement of Δε is emphasized, it is preferable to set the content higher. When the solubility at low temperature is emphasized, the effect is better when the content is set higher. When the T is emphasized, NI In the case of , the effect is better when the content is set higher. Further, in the case of improving drip marks and screen burn-in characteristics, it is preferred to set the content range to the middle.

[0624] The preferred lower limit of the content of the compound represented by formula (N-1-13) relative to the total amount of the composition of the present invention is 5%, 10%, 13%, 15%, 17%, 20%. The preferred upper limit of the content relative to the total amount of the composition of the present invention is 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%.

[0625] The compound represented by the general formula (N-1-14) is the following compound.

[0626] [Chemistry 149]

[0627]

[0628] (Where R N1141 and R N1142 Each independently represents the same as R in the general formula (N-1) N11 and R N12 Same meaning.)

[0629] R N1141 It is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group. N1142 It 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 is preferably an ethoxy group, a propoxy group, or a butoxy group.

[0630] The compound represented by general formula (N-1-14) can be used alone, or two or more compounds can be used in combination. The type of the compound that can be combined is not particularly limited, and is suitably used in combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence, etc. The type of the compound used is, for example, 1, 2, 3, 4, 5 or more in one embodiment of the present invention.

[0631] When the improvement of Δε is emphasized, it is preferable to set the content higher. When the solubility at low temperature is emphasized, the effect is better when the content is set higher. When the T is emphasized, NI In the case of , the effect is better when the content is set to a lower value. Further, in the case of improving drip marks and screen burn-in characteristics, it is preferred to set the content range to the middle.

[0632] The preferred lower limit of the content of the compound represented by formula (N-1-14) relative to the total amount of the composition of the present invention is 5%, 10%, 13%, 15%, 17%, 20%. The preferred upper limit of the content relative to the total amount of the composition of the present invention is 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%.

[0633] The compound represented by the general formula (N-1-15) is the following compound.

[0634] [Chemistry 150]

[0635]

[0636] (Where R N1151 and R N1152 Each independently represents the same as R in the general formula (N-1) N11 and R N12 Same meaning.)

[0637] R N1151 It is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group. N1152 It 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 is preferably an ethoxy group, a propoxy group, or a butoxy group.

[0638] The compound represented by the general formula (N-1-15) can be used alone or in combination of two or more compounds. The type of the compound that can be combined is not particularly limited, and is suitably used in combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence, etc. The type of the compound used is, for example, 1, 2, 3, 4, 5 or more in one embodiment of the present invention.

[0639] When the improvement of Δε is emphasized, it is preferable to set the content higher. When the solubility at low temperature is emphasized, the effect is better when the content is set higher. When the T is emphasized, NI In the case of , the effect is better when the content is set higher. Further, in the case of improving drip marks and screen burn-in characteristics, it is preferred to set the content range to the middle.

[0640] The preferred lower limit of the content of the compound represented by formula (N-1-15) relative to the total amount of the composition of the present invention is 5%, 10%, 13%, 15%, 17%, 20%. The preferred upper limit of the content relative to the total amount of the composition of the present invention is 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%.

[0641] The compound represented by the general formula (N-1-16) is the following compound.

[0642] [Chemistry 151]

[0643]

[0644] (Where R N1161 and R N1162 Each independently represents the same as R in the general formula (N-1) N11 and R N12 Same meaning.)

[0645] R N1161 It is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group. N1162 It 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 is preferably an ethoxy group, a propoxy group, or a butoxy group.

[0646] The compound represented by the general formula (N-1-16) can be used alone, or two or more compounds can be used in combination. The type of the compound that can be combined is not particularly limited, and is suitably used in combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence, etc. The type of the compound used is, for example, 1, 2, 3, 4, 5 or more in one embodiment of the present invention.

[0647] When the improvement of Δε is emphasized, it is preferable to set the content higher. When the solubility at low temperature is emphasized, the effect is better when the content is set higher. When the T is emphasized, NI In the case of , the effect is better when the content is set higher. Further, in the case of improving drip marks and screen burn-in characteristics, it is preferred to set the content range to the middle.

[0648] The preferred lower limit of the content of the compound represented by formula (N-1-16) relative to the total amount of the composition of the present invention is 5%, 10%, 13%, 15%, 17%, 20%. The preferred upper limit of the content relative to the total amount of the composition of the present invention is 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%.

[0649] The compound represented by the general formula (N-1-17) is the following compound.

[0650] [Chemistry 152]

[0651]

[0652] (Where R N1171 and R N1172 Each independently represents the same as R in the general formula (N-1) N11 and R N12 Same meaning.)

[0653] R N1171 It is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group. N1172 It 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 is preferably an ethoxy group, a propoxy group, or a butoxy group.

[0654] The compound represented by the general formula (N-1-17) can be used alone or in combination of two or more compounds. The type of the compound that can be combined is not particularly limited, and is suitably used in combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence, etc. The type of the compound used is, for example, 1, 2, 3, 4, 5 or more in one embodiment of the present invention.

[0655] When the improvement of Δε is emphasized, it is preferable to set the content higher. When the solubility at low temperature is emphasized, the effect is better when the content is set higher. When the T is emphasized, NI In the case of , the effect is better when the content is set higher. Further, in the case of improving drip marks and screen burn-in characteristics, it is preferred to set the content range to the middle.

[0656] The preferred lower limit of the content of the compound represented by formula (N-1-17) relative to the total amount of the composition of the present invention is 5%, 10%, 13%, 15%, 17%, 20%. The preferred upper limit of the content relative to the total amount of the composition of the present invention is 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%.

[0657] The compound represented by the general formula (N-1-18) is the following compound.

[0658] [Chemistry 153]

[0659]

[0660] (Where R N1181 and R N1182 Each independently represents the same as R in the general formula (N-1) N11 and R N12 Same meaning.)

[0661] R N1181 It is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and is preferably a methyl group, an ethyl group, a propyl group or a butyl group. N1182 It 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 is preferably an ethoxy group, a propoxy group, or a butoxy group.

[0662] The compound represented by general formula (N-1-18) can be used alone, or two or more compounds can be used in combination. The type of the compound that can be combined is not particularly limited, and is suitably used in combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence, etc. The type of the compound used is, for example, 1, 2, 3, 4, 5 or more in one embodiment of the present invention.

[0663] When the improvement of Δε is emphasized, it is preferable to set the content higher. When the solubility at low temperature is emphasized, the effect is better when the content is set higher. When the T is emphasized, NI In the case of , the effect is better when the content is set higher. Further, in the case of improving drip marks and screen burn-in characteristics, it is preferred to set the content range to the middle.

[0664] The preferred lower limit of the content of the compound represented by formula (N-1-18) relative to the total amount of the composition of the present invention is 5%, 10%, 13%, 15%, 17%, 20%. The preferred upper limit of the content relative to the total amount of the composition of the present invention is 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%.

[0665] Furthermore, the compound represented by the general formula (N-1-18) is preferably a compound selected from the group of compounds represented by formulas (N-1-18.1) to (N-1-18.5), preferably a compound represented by formulas (N-1-18.1) to (N-1-18.3), and preferably a compound represented by formulas (N-1-18.2) and (N-1-18.3).

[0666] [Chemistry 154]

[0667]

[0668] The compound represented by the general formula (N-1-20) is the following compound.

[0669] [Chemistry 155]

[0670]

[0671] (Where R N1201 and R N1202 Each independently represents the same as R in the general formula (N-1) N11 and R N12 Same meaning.)

[0672] R N1201 and R N1202 Each independently is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group.

[0673] The compound represented by the general formula (N-1-20) can be used alone, or two or more compounds can be used in combination. The type of the compound that can be combined is not particularly limited, and is suitably used in combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence, etc. The type of the compound used is, for example, 1, 2, 3, 4, 5 or more in one embodiment of the present invention.

[0674] When the improvement of Δε is emphasized, it is preferable to set the content higher. When the solubility at low temperature is emphasized, the effect is better when the content is set higher. When the T is emphasized, NI In the case of , the effect is better when the content is set higher. Further, in the case of improving drip marks and screen burn-in characteristics, it is preferred to set the content range to the middle.

[0675] The preferred lower limit of the content of the compound represented by formula (N-1-20) relative to the total amount of the composition of the present invention is 5%, 10%, 13%, 15%, 17%, 20%. The preferred upper limit of the content relative to the total amount of the composition of the present invention is 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%.

[0676] The compound represented by the general formula (N-1-21) is the following compound.

[0677] [Chemistry 156]

[0678]

[0679] (Where R N1211 and RN1212 Each independently represents the same as R in the general formula (N-1) N11 and R N12 Same meaning.)

[0680] R N1211 and R N1212 Each independently is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group.

[0681] The compound represented by general formula (N-1-21) can be used alone, or two or more compounds can be used in combination. The type of the compound that can be combined is not particularly limited, and is suitably used in combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence, etc. The type of the compound used is, for example, 1, 2, 3, 4, 5 or more in one embodiment of the present invention.

[0682] When the improvement of Δε is emphasized, it is preferable to set the content higher. When the solubility at low temperature is emphasized, the effect is better when the content is set higher. When the T is emphasized, NI In the case of , the effect is better when the content is set higher. Further, in the case of improving drip marks and screen burn-in characteristics, it is preferred to set the content range to the middle.

[0683] The preferred lower limit of the content of the compound represented by formula (N-1-21) relative to the total amount of the composition of the present invention is 5%, 10%, 13%, 15%, 17%, 20%. The preferred upper limit of the content relative to the total amount of the composition of the present invention is 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%.

[0684] The compound represented by the general formula (N-1-22) is the following compound.

[0685] [Chemistry 157]

[0686]

[0687] (Where R N1221 and R N1222 Each independently represents the same as R in the general formula (N-1) N11 and R N12 Same meaning.)

[0688] R N1221 and R N1222 Each independently is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group.

[0689] The compound represented by general formula (N-1-22) can be used alone, or two or more compounds can be used in combination. The type of the compound that can be combined is not particularly limited, and is suitably used in combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence, etc. The type of the compound used is, for example, 1, 2, 3, 4, 5 or more in one embodiment of the present invention.

[0690] When the improvement of Δε is emphasized, it is preferable to set the content higher. When the solubility at low temperature is emphasized, the effect is better when the content is set higher. When the T is emphasized, NI In the case of , the effect is better when the content is set higher. Further, in the case of improving drip marks and screen burn-in characteristics, it is preferred to set the content range to the middle.

[0691] The preferred lower limit of the content of the compound represented by formula (N-1-21) relative to the total amount of the composition of the present invention is 1%, 5%, 10%, 13%, 15%, 17%, 20%. The preferred upper limit of the content relative to the total amount of the composition of the present invention is 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 5%.

[0692] Furthermore, the compound represented by the general formula (N-1-22) is preferably a compound selected from the group of compounds represented by formulas (N-1-22.1) to (N-1-22.12), preferably a compound represented by formulas (N-1-22.1) to (N-1-22.5), and preferably a compound represented by formulas (N-1-22.1) to (N-1-22.4).

[0693] [Chemistry 158]

[0694]

[0695] The compound represented by the general formula (N-3) is preferably a compound selected from the group consisting of compounds represented by the general formula (N-3-2).

[0696] [Chemistry 159]

[0697]

[0698] (Where R N321 and R N322 Each independently represents the same as R in the general formula (N-3) N11 and R N12 Same meaning.)

[0699] R N321 and R N322It is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and is preferably a propyl group or a pentyl group.

[0700] The compound represented by general formula (N-3-2) can be used alone, or two or more compounds can be used in combination. The type of the compound that can be combined is not particularly limited, and is suitably used in combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence, etc. The type of the compound used is, for example, 1, 2, 3, 4, 5 or more in one embodiment of the present invention.

[0701] When the improvement of Δε is emphasized, it is preferable to set the content higher. When the solubility at low temperature is emphasized, the effect is better when the content is set higher. When the T is emphasized, NI In the case of , the effect is better when the content is set higher. Further, in the case of improving drip marks and screen burn-in characteristics, it is preferred to set the content range to the middle.

[0702] The preferred lower limit of the content of the compound represented by formula (N-3-2) relative 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 preferred upper limit of the content relative to the total amount of the composition of the present invention is 50%, 40%, 38%, 35%, 33%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 7%, 6%, 5%.

[0703] Furthermore, the compound represented by general formula (N-3-2) is preferably a compound selected from the group consisting of compounds represented by formula (N-3-2.1) to formula (N-3-2.3).

[0704] [Chemistry 160]

[0705]

[0706] The composition of the present invention preferably contains one or more compounds represented by the general formula (J). These compounds correspond to compounds having positive dielectric properties (Δε is greater than 2).

[0707] [Chemistry 161]

[0708]

[0709] (Where R J1 represents an alkyl group having 1 to 8 carbon atoms, wherein one or two or more non-adjacent -CH 2 - may be substituted independently by -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-,

[0710] n J1 represents 0, 1, 2, 3 or 4,

[0711] A J1 , A J2 and A J3 Each independently represents a group selected from the group consisting of:

[0712] (a) 1,4-cyclohexylene (one -CH 2 - or 2 or more non-adjacent -CH 2 - may be replaced by -O-. )

[0713] (b) 1,4-phenylene (one -CH= or two or more non-adjacent -CH= in the group may be substituted with -N=.) and

[0714] (c) naphthalene-2,6-diyl, 1,2,3,4-tetrahydronaphthalene-2,6-diyl or decahydronaphthalene-2,6-diyl (one -CH= or two or more non-adjacent -CH= in naphthalene-2,6-diyl or 1,2,3,4-tetrahydronaphthalene-2,6-diyl may be substituted with -N=.)

[0715] The above-mentioned groups (a), (b) and (c) may each independently be substituted by a cyano group, a fluorine atom, a chlorine atom, a methyl group, a trifluoromethyl group or a trifluoromethoxy group.

[0716] Z J1 and Z J2 Each independently represents 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-,

[0717] In n J1 A for 2, 3 or 4 J2 When there are multiple, they can be the same or different. J1 Z for 2, 3 or 4 J1 When there are multiple, they can be the same or different.

[0718] 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. )

[0719] In the general formula (J), R J1 Preferably it is an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, or an alkenyloxy group having 2 to 8 carbon atoms; preferably it is an alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkenyloxy group having 2 to 5 carbon atoms; more preferably it is an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms; further preferably it is an alkyl group having 2 to 5 carbon atoms or an alkenyl group having 2 to 3 carbon atoms; and particularly preferably it is an alkenyl group having 3 carbon atoms (propenyl).

[0720] When reliability is important, R J1 An alkyl group is preferred, and when emphasis is placed on reduction in viscosity, an alkenyl group is preferred.

[0721] In addition, when the ring structure to which it is bonded is a phenyl group (aromatic), it is preferably a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, or an alkenyl group having 4 to 5 carbon atoms. In addition, when the ring structure to which it is bonded is a cyclohexane, pyran, or diol, it is preferably a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, or an alkenyl group having 4 to 5 carbon atoms. In the case of a saturated ring structure such as an alkane, a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, and a linear alkenyl group having 2 to 5 carbon atoms are preferred. In order to stabilize the nematic phase, the total number of carbon atoms and oxygen atoms when present is preferably 5 or less, and a linear chain is preferred.

[0722] The alkenyl group is preferably a group selected from any one of formula (R1) to formula (R5). (The black dots in each formula represent the carbon atom in the ring structure to which the alkenyl group is bonded.)

[0723] [Chemistry 162]

[0724]

[0725] A J1 , A J2 and A J3 Each independently is preferably aromatic when increasing Δn is required, and is preferably aliphatic in order to improve the response speed, and preferably represents trans-1,4-cyclohexylene, 1,4-phenylene, 1,4-cyclohexenylene, 1,4-bicyclo[2.2.2]octylene, piperidine-1,4-diyl, naphthalene-2,6-diyl, decahydronaphthalene-2,6-diyl or 1,2,3,4-tetrahydronaphthalene-2,6-diyl, which may be substituted with fluorine atoms, and more preferably represents the following structure,

[0726] [Chemistry 163]

[0727]

[0728] More preferably, the following structure is represented.

[0729] [Chemistry 164]

[0730]

[0731] Z J1 and Z J2 Each independently preferably represents -CH 2 O-、-OCH 2 -、-CF 2 O-、-CH 2 CH 2 -、-CF 2 CF 2 - or a single bond, more preferably -OCH 2 -、-CF 2 O-、-CH 2 CH 2 - or a single bond, particularly preferably -OCH 2 -、-CF 2 O- or single bond.

[0732] X J1 A fluorine atom or a trifluoromethoxy group is preferred, and a fluorine atom is preferred.

[0733] n J1 It is preferably 0, 1, 2 or 3. It is preferably 0, 1 or 2. When the emphasis is placed on the improvement of Δε, it is preferably 0 or 1. When the emphasis is placed on T NI In the case of , 1 or 2 is preferred.

[0734] The types of the compounds that can be combined are not particularly limited, and are used in combination according to desired properties such as solubility at low temperatures, transition temperature, electrical reliability, and birefringence. The types of the compounds used are, for example, 1, 2, or 3 in one embodiment of the present invention. Furthermore, in other embodiments of the present invention, the types are 4, 5, 6, or 7 or more.

[0735] In the composition of the present invention, the content of the compound represented by general formula (J) needs to be appropriately adjusted according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence, process suitability, dripping marks, screen burn-in, dielectric anisotropy, etc.

[0736] The preferred lower limit of the content of the compound represented by general formula (J) relative 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 preferred upper limit of the content relative to the total amount of the composition of the present invention is, for example, 95%, 85%, 75%, 65%, 55%, 45%, 35%, 25% in one embodiment of the present invention.

[0737] In the case where the viscosity of the composition of the present invention is maintained low and a composition with a fast response speed is required, it is preferred to make the above lower limit value lower and the upper limit value lower. NI In order to maintain a high temperature stability and require a composition with good temperature stability, it is preferred to make the lower limit lower and the upper limit lower. In addition, in order to maintain a low driving voltage and increase the dielectric anisotropy, it is preferred to make the lower limit higher and the upper limit higher.

[0738] When reliability is important, R J1 An alkyl group is preferred, and when emphasis is placed on reduction in viscosity, an alkenyl group is preferred.

[0739] The compound represented by the general formula (J) is preferably a compound represented by the general formula (M).

[0740] The composition of the present invention preferably contains one or more compounds represented by the general formula (M). These compounds correspond to compounds having positive dielectric properties (Δε is greater than 2).

[0741] [Chemistry 165]

[0742]

[0743] (Where R M1 represents an alkyl group having 1 to 8 carbon atoms, wherein one or two or more non-adjacent -CH 2 - may be substituted independently by -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-,

[0744] n M1 represents 0, 1, 2, 3 or 4,

[0745] A M1 and A M2 Each independently represents a group selected from the group consisting of:

[0746] (a) 1,4-cyclohexylene (one -CH 2 - or 2 or more non-adjacent -CH 2 - may be substituted by -O- or -S-. ) and

[0747] (b) 1,4-phenylene (one -CH= or two or more non-adjacent -CH= in the group may be substituted with -N=.)

[0748] The hydrogen atoms on the above groups (a) and (b) may be independently substituted by cyano groups, fluorine atoms or chlorine atoms.

[0749] Z M1 and Z M2 Each independently represents 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-,

[0750] In n M1 A for 2, 3 or 4 M2 When there are multiple, they can be the same or different. M1 Z for 2, 3 or 4 M1 When there are multiple, they can be the same or different.

[0751] X M1 and X M3 each independently represents a hydrogen atom, a chlorine atom or a fluorine atom,

[0752] X M2 It 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.

[0753] In the general formula (M), R M1 Preferably it is an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, or an alkenyloxy group having 2 to 8 carbon atoms; preferably it is an alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkenyloxy group having 2 to 5 carbon atoms; more preferably it is an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms; further preferably it is an alkyl group having 2 to 5 carbon atoms or an alkenyl group having 2 to 3 carbon atoms; and particularly preferably it is an alkenyl group having 3 carbon atoms (propenyl).

[0754] When reliability is important, R M1 An alkyl group is preferred, and when emphasis is placed on reduction in viscosity, an alkenyl group is preferred.

[0755] In addition, when the ring structure to which it is bonded is a phenyl group (aromatic), it is preferably a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, or an alkenyl group having 4 to 5 carbon atoms. In addition, when the ring structure to which it is bonded is a cyclohexane, pyran, or diol, it is preferably a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, or an alkenyl group having 4 to 5 carbon atoms. In the case of a saturated ring structure such as an alkane, a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, and a linear alkenyl group having 2 to 5 carbon atoms are preferred. In order to stabilize the nematic phase, the total number of carbon atoms and oxygen atoms when present is preferably 5 or less, and a linear chain is preferred.

[0756] The alkenyl group is preferably a group selected from any one of formula (R1) to formula (R5). (The black dots in each formula represent the carbon atom in the ring structure to which the alkenyl group is bonded.)

[0757] [Chemistry 166]

[0758]

[0759] A M1 and A M2 Each independently is preferably aromatic when increasing Δn is required, and is preferably aliphatic in order to improve the response speed, and preferably represents trans-1,4-cyclohexylene, 1,4-phenylene, 2-fluoro-1,4-phenylene, 3-fluoro-1,4-phenylene, 3,5-difluoro-1,4-phenylene, 2,3-difluoro-1,4-phenylene, 1,4-cyclohexenylene, 1,4-bicyclo[2.2.2]octylene, piperidine-1,4-diyl, naphthalene-2,6-diyl, decahydronaphthalene-2,6-diyl or 1,2,3,4-tetrahydronaphthalene-2,6-diyl, and more preferably represents the following structure,

[0760] [Chemistry 167]

[0761]

[0762] More preferably, the following structure is represented.

[0763] [Chemistry 168]

[0764]

[0765] Z M1 and Z M2 Each independently preferably represents -CH 2 O-、-CF 2 O-、-CH 2 CH 2 -、-CF 2 CF 2 - or a single bond, more preferably -CF 2 O-、-CH 2 CH 2 - or a single bond, particularly preferably -CF 2 O- or single bond.

[0766] n M1It is preferably 0, 1, 2 or 3. It is preferably 0, 1 or 2. When the emphasis is placed on the improvement of Δε, it is preferably 0 or 1. When the emphasis is placed on T NI In the case of , 1 or 2 is preferred.

[0767] The types of the compounds that can be combined are not particularly limited, and are used in combination according to desired properties such as solubility at low temperatures, transition temperature, electrical reliability, and birefringence. The types of the compounds used are, for example, 1, 2, or 3 in one embodiment of the present invention. Furthermore, in other embodiments of the present invention, the types are 4, 5, 6, or 7 or more.

[0768] In the composition of the present invention, the content of the compound represented by the general formula (M) needs to be appropriately adjusted according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence, process suitability, dripping marks, screen burn-in, dielectric anisotropy, etc.

[0769] The preferred lower limit of the content of the compound represented by formula (M) relative 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 preferred upper limit of the content relative to the total amount of the composition of the present invention is, for example, 95%, 85%, 75%, 65%, 55%, 45%, 35%, 25% in one embodiment of the present invention.

[0770] In the case where the viscosity of the composition of the present invention is maintained low and a composition with a fast response speed is required, it is preferred to make the above lower limit value lower and the upper limit value lower. NI In order to maintain a high temperature stability and require a composition with good temperature stability, it is preferred to make the lower limit lower and the upper limit lower. In addition, in order to maintain a low driving voltage and increase the dielectric anisotropy, it is preferred to make the lower limit higher and the upper limit higher.

[0771] The liquid crystal composition of the present invention contains a compound having a structure represented by formula (K-1) in the aforementioned molecule, but other polymerizable compounds may also be used in combination. By using other polymerizable compounds in combination, the polymerization rate of the polymerizable compound and the formation of a pretilt angle can be further accelerated. In addition, the pretilt angle can be fully obtained, the residual amount of the polymerizable compound is small, a high voltage holding ratio (VHR) can be obtained, and the screen burn-in of the liquid crystal display element can be suppressed. As the other polymerizable compound, a compound represented by the following general formula (P) is preferred.

[0772] [Chemistry 169]

[0773]

[0774] (In the above general formula (P), R p1 represents a hydrogen atom, a fluorine atom, a cyano group, an alkyl group having 1 to 15 carbon atoms, or -Sp p2 -P p2 , one or two or more non-adjacent -CH 2 - may be substituted by -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-, and one or more hydrogen atoms in the alkyl group may be substituted by a cyano group, a fluorine atom or a chlorine atom,

[0775] P p1 and P p2 Each independently represents the general formula (P p1 -1)~Formula(P p1 -9) any one of the following,

[0776] [Chemistry 170]

[0777]

[0778] (Where R p11 and R p12 Each independently represents a hydrogen atom, an alkyl group having 1 to 5 carbon atoms, or a halogenated alkyl group having 1 to 5 carbon atoms, and W p11 represents a single bond, -O-, -COO- or methylene, t p11 represents 0, 1 or 2, but R p11 , R p12 , W p11 and / or p11 When there are multiple ones, they may be the same or different.)

[0779] Sp p1 and Sp p2 Each independently represents a single bond or a spacer,

[0780] Z p1 and Z p2 Each independently represents 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 -、-CH2 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, z each independently represents an integer of 1 to 4, R ZP1 Each independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and in the molecule R ZP1 When there are multiple, they may be the same or different. ),

[0781] A p1 , A p2 and A p3 Each independently represents a group selected from the group consisting of:

[0782] (a p )1,4-cyclohexylene (one -CH 2 - or 2 or more non-adjacent -CH 2 - may be replaced by -O-. )

[0783] (b p ) 1,4-phenylene (one -CH= or two or more non-adjacent -CH= in the group may be substituted with -N=.) and

[0784] (cp ) naphthalene-2,6-diyl, 1,2,3,4-tetrahydronaphthalene-2,6-diyl, decahydronaphthalene-2,6-diyl, phenanthrene-2,7-diyl or anthracene-2,6-diyl (one -CH= or two or more non-adjacent -CH= in these groups may be substituted with -N=, and the hydrogen atoms in the groups may be substituted with a halogen atom, an alkyl group having 1 to 8 carbon atoms or an alkenyl group having 1 to 8 carbon atoms.)

[0785] Regarding the above group (a p ), group (b p ) and group (c p ), the hydrogen atoms present in the group may be independently substituted by a halogen atom, an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an alkenyl group having 1 to 8 carbon atoms, a cyano group or -Sp p2 -P p2 replace,

[0786] m p1 represents 0, 1, 2 or 3, and Z in the molecule p1 , A p2 、Sp p2 and / or P p2 When there are multiple ones, they may be the same or different. ).

[0787] Furthermore, it is preferred that the polymerizable compound be contained in one or more species.

[0788] In the general formula (P) of the present invention, R p1 Preferably -Sp p2 -P p2 .

[0789] P p1 and P p2 Each independently preferably is of the formula (P p1 -1)~Formula(P p1 -3), preferably (P p1 -1).

[0790] R p11 and R p12 Each independently is preferably a hydrogen atom or a methyl group.

[0791] t p11 Preferably 0 or 1.

[0792] W p11 Preferred is a single bond, a methylene group or an ethylene group.

[0793] m p1 Preferably it is 0, 1 or 2, preferably 0 or 1.

[0794] Zp1 and Z p2 Each is independently preferably a single bond, -OCH 2 -、-CH 2 O-, -CO-, -C 2 H 4 -, -COO-, -OCO-, -COOC 2 H 4 -、-OCOC 2 H 4 -、-C 2 H 4 OCO-, -C 2 H 4 COO-, -CH=CH-, -CF 2 -、-CF 2 O-、-(CH 2 ) 2 -COO-、-(CH 2 ) 2 -OCO-, -OCO-(CH 2 ) 2 -, -CH=CH-COO-, -COO-CH=CH-, -OCOCH=CH-, -COO-(CH 2 ) 2 -、-OCF 2 - or -C≡C, preferably a single bond, -OCH 2 -、-CH 2 O-、-C 2 H 4 -, -COO-, -OCO-, -COOC 2 H 4 -、-OCOC 2 H 4 -、-C 2 H 4 OCO-, -C 2 H 4 COO-, -CH=CH-, -(CH 2 ) 2 -COO-、-(CH 2 ) 2 -OCO-, -OCO-(CH 2 ) 2 -, -CH=CH-COO-, -COO-CH=CH-, -OCOCH=CH-, -COO-(CH 2 ) 2 - or -C≡C-, preferably only one of which is -OCH 2 -、-CH 2 O-、-C 2 H4 -, -COO-, -OCO-, -COOC 2 H 4 -、-OCOC 2 H 4 -、-C 2 H 4 OCO-, -C 2 H 4 COO-, -CH=CH-, -(CH 2 ) 2 -COO-、-(CH 2 ) 2 -OCO-, -OCO-(CH 2 ) 2 -, -CH=CH-COO-, -COO-CH=CH-, -OCOCH=CH-, -COO-(CH 2 ) 2 - or -C≡C-, and all others are single bonds, and preferably only one in the molecule is -OCH 2 -、-CH 2 O-、-C 2 H 4 -, -COO- or -OCO-, and the others are all single bonds, preferably all single bonds.

[0795] In addition, the presence of Z in the molecule p1 and Z p2 Only one of them is selected from -CH=CH-COO-, -COO-CH=CH-, -(CH 2 ) 2 -COO-、-(CH 2 ) 2 -OCO-, -O-CO-(CH 2 ) 2 -、-COO-(CH 2 ) 2 -, the others are preferably single bonds.

[0796] Sp p1 and Sp p2 Each independently represents a single bond or a spacer, and the spacer is preferably an alkylene group having 1 to 30 carbon atoms, wherein -CH 2 -As long as the oxygen atoms are not directly linked to each other, they may be substituted by -O-, -CO-, -COO-, -OCO-, -CH=CH- or -C≡C-. The hydrogen atoms in the alkylene group may be substituted by halogen atoms. It is preferably a straight-chain alkylene group having 1 to 10 carbon atoms or a single bond.

[0797] A p1 , A p2and A p3 Each independently is preferably a 1,4-phenylene group or a 1,4-cyclohexylene group, and preferably a 1,4-phenylene group. In order to improve the compatibility with the liquid crystal compound, the 1,4-phenylene group is preferably substituted with one fluorine atom, one methyl group or one methoxy group.

[0798] Relative to the composition of the present application containing the compound represented by the general formula (P), the total content of the compounds represented by the general formula (P) is preferably 0.05 to 10%, preferably 0.1 to 8%, preferably 0.1 to 5%, preferably 0.1 to 3%, preferably 0.2 to 2%, preferably 0.2 to 1.3%, preferably 0.2 to 1%, preferably 0.2 to 0.56%.

[0799] The preferred lower limit of the total content of the compounds represented by the general formula (P) relative to the composition containing the compound represented by the general formula (P) of the present application is 0.01%, 0.03%, 0.05%, 0.08%, 0.1%, 0.15%, 0.2%, 0.25%, or 0.3%.

[0800] The preferred upper limit of the total content of the compounds represented by the general formula (P) relative to the composition of the present application containing the compounds represented by the general formula (P) is 10%, 8%, 5%, 3%, 1.5%, 1.2%, 1%, 0.8%, or 0.5%.

[0801] If the content is too low, it will be difficult to show the effect of adding the compound represented by the general formula (P), the orientation restraint of the liquid crystal composition will be weak or weaken over time, and if it is too high, the amount remaining after curing will increase, curing will take time, and the reliability of the liquid crystal will decrease. Therefore, the content is set in consideration of the balance between them.

[0802] Regarding the total content of the compound represented by the general formula (I) and the compound represented by the general formula (P), relative to the composition containing these compounds, it is preferably 0.05 to 10%, preferably 0.1 to 8%, preferably 0.1 to 5%, preferably 0.1 to 3%, preferably 0.2 to 2%, preferably 0.2 to 1.3%, preferably 0.2 to 1%, preferably 0.2 to 0.56%.

[0803] The preferred lower limit of the total content of the compound represented by the general formula (I) and the compound represented by the general formula (P) is 0.01%, 0.03%, 0.05%, 0.08%, 0.1%, 0.15%, 0.2%, 0.25%, or 0.3% relative to the composition containing these compounds.

[0804] The preferred upper limit of the total content of the compound represented by the general formula (I) and the compound represented by the general formula (P) is 10%, 8%, 5%, 3%, 1.5%, 1.2%, 1%, 0.8%, or 0.5% relative to the composition containing these compounds.

[0805] If the content is too low, it will be difficult to show the effect of adding the compound containing the structure represented by formula (K-1) and the compound represented by general formula (P) in the above molecule, and the alignment restraint of the liquid crystal composition will be weak or weaken over time. If it is too high, the amount remaining after curing will increase, curing will take time, and the reliability of the liquid crystal will decrease. Therefore, the content is set in consideration of the balance between them.

[0806] Preferred examples of the compound represented by the general formula (P) according to the present invention include polymerizable compounds represented by the following formulas (P-1-1) to (P-1-46).

[0807] [Chemistry 171]

[0808]

[0809] [Chemistry 172]

[0810]

[0811] [Chemistry 173]

[0812]

[0813] [Chemistry 174]

[0814]

[0815] [Chemistry 175]

[0816]

[0817] (Where P p11 , P p12 、Sp p11 and Sp p12 Respectively represent P in the general formula (P) p1 , P p2 、Sp p1 and Sp p2 Same meaning.)

[0818] Preferred examples of the compound represented by the general formula (P) according to the present invention include polymerizable compounds represented by the following formulas (P-2-1) to (P-2-14).

[0819] [Chemistry 176]

[0820]

[0821] (Where P p21 , P p22 、Sp p21 and Sp p22 Respectively represent P in the general formula (P) p1 , P p2 、Sp p1 and Sp p2 Same meaning.)

[0822] Preferred examples of the compound represented by the general formula (P) according to the present invention include polymerizable compounds represented by the following formulas (P-3-1) to (P-3-15).

[0823] [Chemistry 177]

[0824]

[0825] [Chemistry 178]

[0826]

[0827] (Where P p31 , P p32 、Sp p31 and Sp p32 Indicates that P in the general formula (P) p1 , P p2 、Sp p1 and Sp p2 Same meaning.)

[0828] Preferred examples of the compound represented by the general formula (P) according to the present invention include polymerizable compounds represented by the following formulas (P-4-1) to (P-4-21).

[0829] [Chemistry 179]

[0830]

[0831] [Chemistry 180]

[0832]

[0833] [Chemistry 181]

[0834]

[0835] [Chemistry 182]

[0836]

[0837] (Where P p41 , Pp42 、Sp p41 and Sp p42 Indicates that P in the general formula (P) p1 , P p2 、Sp p1 and Sp p2 The same meaning. p41 , P p42 、Sp p41 and Sp p42 They can be the same or different.)

[0838] When a polymerizable compound is added to the composition of the present invention, polymerization proceeds even in the absence of a polymerization initiator, but a polymerization initiator may be contained to promote polymerization. Examples of the polymerization initiator include benzoin ethers, benzophenones, acetophenones, benzyl ketals, acylphosphine oxides, and the like.

[0839] The composition of the present invention may further contain a compound represented by general formula (Q).

[0840] [Chemistry 183]

[0841]

[0842] (Where R Q represents a straight-chain alkyl group or a branched-chain alkyl group having 1 to 22 carbon atoms, wherein one or more CH 2 The radical may be -O-, -CH=CH-, -CO-, -OCO-, -COO-, -C≡C-, -CF- 2 O-、-OCF 2 - Replacement, M Q represents trans-1,4-cyclohexylene, 1,4-phenylene or a single bond. )

[0843] R Q represents a straight-chain alkyl group or a branched-chain alkyl group having 1 to 22 carbon atoms, wherein one or more CH 2 The radical may be -O-, -CH=CH-, -CO-, -OCO-, -COO-, -C≡C-, -CF- 2 O-、-OCF 2 -substituted, preferably a linear alkyl group having 1 to 10 carbon atoms, a linear alkoxy group, a CH 2 A straight-chain alkyl group, a branched-chain alkyl group, a branched-chain alkoxy group, a CH 2 A branched alkyl group substituted with -OCO- or -COO-, more preferably a straight-chain alkyl group having 1 to 20 carbon atoms, 1 CH 2A straight-chain alkyl group, a branched-chain alkyl group, a branched-chain alkoxy group, a CH 2 A branched alkyl group substituted by -OCO- or -COO-. Q It represents a trans-1,4-cyclohexylene group, a 1,4-phenylene group or a single bond, and is preferably a trans-1,4-cyclohexylene group or a 1,4-phenylene group.

[0844] More specifically, the compound represented by the general formula (Q) is preferably a compound represented by the following general formula (Qa) to general formula (Qd).

[0845] [Chemistry 184]

[0846]

[0847] In the formula, R Q1 Preferably, it is a linear or branched alkyl group having 1 to 10 carbon atoms, Q2 Preferably, it is a linear or branched alkyl group having 1 to 20 carbon atoms, Q3 Preferably, it is a straight-chain alkyl group, a branched-chain alkyl group, a straight-chain alkoxy group or a branched-chain alkoxy group having 1 to 8 carbon atoms, Q It is preferably a linear or branched alkylene group having a carbon number of 1 to 8. Among the compounds represented by General Formulae (Qa) to (Qd), compounds represented by General Formulae (Qc) and (Qd) are more preferred.

[0848] The composition of the present invention preferably contains one or two compounds represented by the general formula (Q), more preferably one to five compounds, and the content thereof is preferably 0.001% to 1%, more preferably 0.001% to 0.1%, and particularly preferably 0.001% to 0.05%.

[0849] The liquid crystal composition of the present invention may contain, in addition to the above-mentioned compounds, a common nematic liquid crystal, a smectic liquid crystal, a cholesteric liquid crystal, an antioxidant, an ultraviolet absorber, a light stabilizer, an infrared absorber, or the like.

[0850] Furthermore, as the antioxidant or light stabilizer that can be used in the present invention, more specifically, compounds represented by the following (III-1) to (III-40) are preferred.

[0851] [Chemistry 185]

[0852]

[0853] [Chemistry 186]

[0854]

[0855] [Chemistry 187]

[0856]

[0857] [Chemistry 188]

[0858]

[0859] [Chemistry 189]

[0860]

[0861] [Chemistry 190]

[0862]

[0863] [Chemistry 191]

[0864]

[0865] [Chemistry 192]

[0866]

[0867] [Chemistry 193]

[0868]

[0869] (In the formula, n represents an integer from 0 to 20.)

[0870] The composition of the present invention preferably contains one or more compounds selected from the compounds represented by the general formula (Q) or the compounds of the general formulas (III-1) to (III-40), and more preferably contains one to five compounds, and the content thereof is preferably 0.001% to 1%, more preferably 0.001% to 0.1%, and particularly preferably 0.001% to 0.05%.

[0871] The dielectric anisotropy (Δε) of the liquid crystal composition of the present invention at 20° C. is preferably from -2.0 to -8.0, more preferably from -2.0 to -5.0, particularly preferably from -2.5 to -5.0.

[0872] The refractive index anisotropy (Δn) of the liquid crystal composition of the present invention at 20° C. is preferably 0.08 to 0.14, more preferably 0.09 to 0.13, and particularly preferably 0.09 to 0.12. Describing in further detail, it is preferably 0.10 to 0.13 for a thin cell gap, and preferably 0.08 to 0.10 for a thick cell gap.

[0873] The viscosity (η) of the liquid crystal composition of the present invention at 20°C is preferably 10 to 50 mPa·s, preferably 10 to 40 mPa·s, preferably 10 to 35 mPa·s, preferably 10 to 30 mPa·s, further preferably 10 to 25 mPa·s, and particularly preferably 10 to 22 mPa·s.

[0874] The rotational viscosity (γ 1 ) is preferably 50 to 160 mPa·s, preferably 60 to 160 mPa·s, preferably 60 to 150 mPa·s, preferably 60 to 140 mPa·s, preferably 60 to 130 mPa·s, preferably 60 to 125 mPa·s, more preferably 60 to 120 mPa·s, more preferably 60 to 115 mPa·s, more preferably 60 to 110 mPa·s, and particularly preferably 60 to 100 mPa·s.

[0875] The nematic phase-isotropic liquid phase transition temperature (T ni ) is preferably 60°C to 120°C, more preferably 70°C to 100°C, particularly preferably 70°C to 85°C.

[0876] Preferred embodiments of the liquid crystal composition according to the present invention are preferably divided into a case where the entire liquid crystal composition exhibits positive dielectric anisotropy and a case where the entire liquid crystal composition exhibits negative dielectric anisotropy.

[0877] For example, when the liquid crystal composition involved in the present invention exhibits positive dielectric anisotropy as a whole, it preferably includes a compound having a structure represented by formula (K-1) in the aforementioned molecule, one or more compounds selected from the compounds represented by general formula (J), and a compound represented by general formula (L).

[0878] In the entire liquid crystal composition of the present invention, the upper limit of the proportion of components composed only of compounds containing the structure represented by formula (K-1) in the aforementioned molecules, compounds represented by general formula (J) and general formula (L) is preferably 100 mass%, 99 mass%, 98 mass%, 97 mass%, 96 mass%, 95 mass%, 94 mass%, 93 mass%, 92 mass%, 91 mass%, 90 mass%, 89 mass%, 88 mass%, 87 mass%, 86 mass%, 85 mass%, 84 mass%.

[0879] In addition, in the entire liquid crystal composition involved in the present invention, the lower limit of the proportion of components composed only of compounds containing a structure represented by formula (K-1) in the aforementioned molecules, compounds represented by general formula (J) and general formula (L) is preferably 78 mass%, 80 mass%, 81 mass%, 83 mass%, 85 mass%, 86 mass%, 87 mass%, 88 mass%, 89 mass%, 90 mass%, 91 mass%, 92 mass%, 93 mass%, 94 mass%, 95 mass%, 96 mass%, 97 mass%, 98 mass%, and 99 mass%.

[0880] In the entire liquid crystal composition involved in the present invention, the upper limit of the proportion of components composed only of compounds containing the structure represented by formula (K-1) in the aforementioned molecules, compounds represented by general formula (P) and general formula (L) is preferably 100 mass%, 99 mass%, 98 mass%, 97 mass%, 96 mass%, 95 mass%, 94 mass%, 93 mass%, 92 mass%, 91 mass%, 90 mass%, 89 mass%, 88 mass%, 87 mass%, 86 mass%, 85 mass%, 84 mass%.

[0881] In addition, in the entire liquid crystal composition involved in the present invention, the lower limit of the proportion of components consisting solely of compounds represented by general formula (I), general formula (P) and general formula (L) is preferably 78 mass%, 80 mass%, 81 mass%, 83 mass%, 85 mass%, 86 mass%, 87 mass%, 88 mass%, 89 mass%, 90 mass%, 91 mass%, 92 mass%, 93 mass%, 94 mass%, 95 mass%, 96 mass%, 97 mass%, 98 mass%, and 99 mass%.

[0882] For example, when the liquid crystal composition involved in the present invention exhibits negative dielectric anisotropy as a whole, it preferably includes a compound having a structure represented by formula (K-1) in the aforementioned molecule, one or more compounds selected from the compounds represented by general formulas (N-1), (N-2) and (N-3), and a compound represented by general formula (L).

[0883] In the entire liquid crystal composition of the present invention, the upper limit of the proportion of the components composed only of compounds containing the structure represented by formula (K-1) in the aforementioned molecules, compounds represented by general formula (N-1), general formula (N-2), general formula (N-3) and general formula (L) is preferably 100 mass%, 99 mass%, 98 mass%, 97 mass%, 96 mass%, 95 mass%, 94 mass%, 93 mass%, 92 mass%, 91 mass%, 90 mass%, 89 mass%, 88 mass%, 87 mass%, 86 mass%, 85 mass% and 84 mass%.

[0884] In addition, in the entire liquid crystal composition involved in the present invention, the lower limit of the proportion of the components composed only of compounds containing the structure represented by formula (K-1) in the aforementioned molecules, compounds represented by general formula (N-1), general formula (N-2), general formula (N-3) and general formula (L) is preferably 78 mass%, 80 mass%, 81 mass%, 83 mass%, 85 mass%, 86 mass%, 87 mass%, 88 mass%, 89 mass%, 90 mass%, 91 mass%, 92 mass%, 93 mass%, 94 mass%, 95 mass%, 96 mass%, 97 mass%, 98 mass% and 99 mass%.

[0885] In the entire liquid crystal composition of the present invention, the upper limit of the proportion of the components composed only of compounds containing the structure represented by formula (K-1) in the aforementioned molecules, compounds represented by general formula (N-1a), general formula (N-1b), general formula (N-1c), general formula (N-1d), general formula (N-1e) and general formula (L) is preferably 100 mass%, 99 mass%, 98 mass%, 97 mass%, 96 mass%, 95 mass%, 94 mass%, 93 mass%, 92 mass%, 91 mass%, 90 mass%, 89 mass%, 88 mass%, 87 mass%, 86 mass%, 85 mass% and 84 mass%.

[0886] In addition, in the entire liquid crystal composition of the present invention, the lower limit of the proportion of the components composed only of compounds containing the structure represented by formula (K-1) in the aforementioned molecules, compounds represented by general formula (N-1a), general formula (N-1b), general formula (N-1c), general formula (N-1d), general formula (N-1e) and general formula (L) is preferably 78 mass%, 80 mass%, 81 mass%, 83 mass%, 85 mass%, 86 mass%, 87 mass%, 88 mass%, 89 mass%, 90 mass%, 91 mass%, 92 mass%, 93 mass%, 94 mass%, 95 mass%, 96 mass%, 97 mass%, 98 mass% and 99 mass%.

[0887] In the entire liquid crystal composition of the present invention, the upper limit of the proportion of the components composed only of compounds containing the structure represented by formula (K-1) in the aforementioned molecules, compounds represented by general formula (N-1-4), general formula (N-1b), general formula (N-1c), general formula (N-1d), general formula (N-1e) and general formula (L) is preferably 100 mass%, 99 mass%, 98 mass%, 97 mass%, 96 mass%, 95 mass%, 94 mass%, 93 mass%, 92 mass%, 91 mass%, 90 mass%, 89 mass%, 88 mass%, 87 mass%, 86 mass%, 85 mass% and 84 mass%.

[0888] In addition, in the entire liquid crystal composition of the present invention, the lower limit of the proportion of the components composed only of compounds containing the structure represented by formula (K-1) in the aforementioned molecules, compounds represented by general formula (N-1-4), general formula (N-1b), general formula (N-1c), general formula (N-1d), general formula (N-1e) and general formula (L) is preferably 78 mass%, 80 mass%, 81 mass%, 83 mass%, 85 mass%, 86 mass%, 87 mass%, 88 mass%, 89 mass%, 90 mass%, 91 mass%, 92 mass%, 93 mass%, 94 mass%, 95 mass%, 96 mass%, 97 mass%, 98 mass% and 99 mass%.

[0889] In the entire liquid crystal composition of the present invention, the upper limit of the proportion of the components consisting only of the compound containing the structure represented by formula (K-1) in the aforementioned molecule, the compounds represented by general formula (N-1a), general formula (N-1b), general formula (N-1c), general formula (N-1d), general formula (N-1e), general formula (L-1), general formula (L-3), general formula (L-4), general formula (L-5) and general formula (L-6) is preferably 100 mass%, 99 mass%, 98 mass%, 97 mass%, 96 mass%, 95 mass%, 94 mass%, 93 mass%, 92 mass%, 91 mass%, 90 mass%, 89 mass%, 88 mass%, 87 mass%, 86 mass%, 85 mass%, 84 mass%, 83 mass%, 82 mass%, 81 mass%, 80 mass%.

[0890] In addition, in the entire liquid crystal composition of the present invention, the lower limit of the proportion of the component composed only of the compound containing the structure represented by formula (K-1) in the aforementioned molecule, the compounds represented by general formula (N-1a), general formula (N-1b), general formula (N-1c), general formula (N-1d), general formula (N-1e) and general formula (L-1), general formula (L-3), general formula (L-4), general formula (L-5) and general formula (L-6) is preferably 68 mass%, 70 mass%, 71 mass%, 73 mass%, 75 mass%, 78 mass%, 80 mass%, 81 mass%, 83 mass%, 85 mass%, 86 mass%, 87 mass%, 88 mass%, 89 mass%, 90 mass%, 91 mass%, 92 mass%, 93 mass%, 94 mass%, 95 mass%, 96 mass%, 97 mass%, 98 mass%, 99 mass%.

[0891] In the entire liquid crystal composition of the present invention, the upper limit of the proportion of the component consisting only of the compound having the structure represented by formula (K-1) in the aforementioned molecule, the compound represented by general formula (N-1a), general formula (L-1), general formula (L-3), general formula (L-4), general formula (L-5) and general formula (L-6) is preferably 100% by mass, 99% by mass, 98% by mass, 97% by mass, 96% by mass, 95% by mass, 94% by mass, 93% by mass, 92% by mass, 91% by mass, 90 mass%, 89 mass%, 88 mass%, 87 mass%, 86 mass%, 85 mass%, 84 mass%, 83 mass%, 82 mass%, 81 mass%, 80 mass%, 79 mass%, 78 mass%, 77 mass%, 76 mass%, 75 mass%, 74 mass%, 73 mass%, 72 mass%, 71 mass%, 70 mass%, 69 mass%, 68 mass%, 67 mass%, 66 mass%, 65 mass%, 64 mass%, 63 mass%, 62 mass%.

[0892] In addition, in the entire liquid crystal composition of the present invention, the lower limit of the proportion of the components composed only of the compounds containing the structure represented by formula (K-1) in the aforementioned molecules, the compounds represented by general formula (N-1a), general formula (L-1), general formula (L-3), general formula (L-4), general formula (L-5) and general formula (L-6) is preferably 38 mass%, 40 mass%, 41 mass%, 43 mass%, 45 mass%, 48 mass%, 50 mass%, 61 mass%, 63 mass%, 65 mass%, 66 mass%, 67 mass%, 68 mass%, 69 mass%, 70 mass%, 72 mass%, 74 mass%, 76 mass%, 78 mass%, 80 mass%, 82 mass%, 84 mass%, 86 mass%, 88 mass%, 90 mass% and 92 mass%.

[0893] In the entire liquid crystal composition of the present invention, the upper limit of the proportion of the component consisting only of the compound having the structure represented by formula (K-1) in the aforementioned molecule, the compound represented by general formula (N-1d), general formula (L-1), general formula (L-3), general formula (L-4), general formula (L-5) and general formula (L-6) is preferably 100% by mass, 99% by mass, 98% by mass, 97% by mass, 96% by mass, 95% by mass, 94% by mass, 93% by mass, 92% by mass, 91% by mass, 90 mass%, 89 mass%, 88 mass%, 87 mass%, 86 mass%, 85 mass%, 84 mass%, 83 mass%, 82 mass%, 81 mass%, 80 mass%, 79 mass%, 78 mass%, 77 mass%, 76 mass%, 75 mass%, 74 mass%, 73 mass%, 72 mass%, 71 mass%, 70 mass%, 69 mass%, 68 mass%, 67 mass%, 66 mass%, 65 mass%, 64 mass%, 63 mass%, 62 mass%.

[0894] In addition, in the entire liquid crystal composition of the present invention, the lower limit of the proportion of the components composed only of compounds containing the structure represented by formula (K-1) in the aforementioned molecules, compounds represented by general formula (N-1d), general formula (L-1), general formula (L-3), general formula (L-4), general formula (L-5) and general formula (L-6) is preferably 38 mass%, 40 mass%, 41 mass%, 43 mass%, 45 mass%, 48 mass%, 50 mass%, 61 mass%, 63 mass%, 65 mass%, 66 mass%, 67 mass%, 68 mass%, 69 mass%, 70 mass%, 72 mass%, 74 mass%, 76 mass%, 78 mass%, 80 mass%, 82 mass%, 84 mass%, 86 mass%, 88 mass%, 90 mass% and 92 mass%.

[0895] The composition of the present invention preferably does not contain a compound having a structure in which oxygen atoms are bonded to each other, such as a peroxy (—CO—OO—) structure, in the molecule.

[0896] When reliability and long-term stability of the composition are important, the content of the compound having a carbonyl group is preferably 5% or less, more preferably 3% or less, further preferably 1% or less, and most preferably substantially free of the compound.

[0897] When stability after UV irradiation is important, the content of the compound substituted with chlorine atoms is preferably 15% or less, preferably 10% or less, preferably 8% or less, more preferably 5% or less, preferably 3% or less, and further preferably substantially free of the compound.

[0898] It is preferred to increase the content of compounds whose ring structures in the molecule are all 6-membered rings. It is preferred to set the content of compounds whose ring structures in the molecule are all 6-membered rings to 80% or more, more preferably to 90% or more, and further preferably to 95% or more, and it is most preferred that the composition is substantially composed only of compounds whose ring structures in the molecule are all 6-membered rings.

[0899] In order to suppress the deterioration caused by oxidation of the composition, it is preferred to reduce the content of the compound having a cyclohexenylene group as a ring structure. The content of the compound having a cyclohexenylene group is preferably set to 10% or less, preferably 8% or less, more preferably 5% or less, preferably 3% or less, and further preferably substantially free of the compound.

[0900] Emphasis on viscosity improvement and T NI In the case of improvement, it is preferred to reduce the content of the compound having a 2-methylbenzene-1,4-diyl group in the molecule whose hydrogen atom can be replaced by a halogen, and the content of the compound having a 2-methylbenzene-1,4-diyl group in the molecule is preferably set to 10% or less, preferably 8% or less, more preferably 5% or less, preferably 3% or less, and further preferably substantially free of the compound.

[0901] In the present application, “substantially free” means that the substance does not contain anything except substances not intentionally contained.

[0902] (Liquid crystal display element)

[0903] The liquid crystal display element using the liquid crystal composition of the present invention has a remarkable feature of high-speed response. In addition, the tilt formation can be fully carried out, there is no unreacted polymerizable compound or the amount is so small that it is not a problem, and the voltage holding ratio (VHR) is high, so there is no or fully suppressed unfavorable conditions such as poor orientation and poor display. In addition, the tilt angle and the residual amount of the polymerizable compound can be easily controlled, so it is easy to optimize and reduce the energy cost for manufacturing, and it is most suitable for improving production efficiency and stable mass production.

[0904] The liquid crystal display element using the liquid crystal composition of the present invention is particularly useful in liquid crystal display elements for active matrix driving, and can be used in liquid crystal display elements for PSA mode, PSVA mode, VA mode, PS-IPS mode, PS-FFS mode, IPS mode, and FFS mode.

[0905] As an example of the liquid crystal display element involved in the present invention, it is preferably provided with: a first substrate and a second substrate arranged oppositely; a common electrode provided on the aforementioned first substrate or the aforementioned second substrate; a pixel electrode provided on the aforementioned first substrate or the aforementioned second substrate and having a thin film transistor; and a liquid crystal layer containing a liquid crystal composition provided between the aforementioned first substrate and the second substrate. As required, an orientation film for controlling the orientation direction of the liquid crystal molecules can be provided on the opposite side of at least one substrate of the first substrate and / or the second substrate in a manner abutting against the aforementioned liquid crystal layer. As the orientation film, a vertical orientation film, a horizontal orientation film, etc. can be appropriately selected according to the driving mode of the liquid crystal display element, and a known orientation film such as a rubbing orientation film (for example, polyimide) or a light orientation film (decomposable polyimide, etc.) can be used. Furthermore, a color filter can be appropriately provided on the first substrate or the second substrate, and a color filter can be provided on the aforementioned pixel electrode and the common electrode.

[0906] The two substrates of the liquid crystal unit used in the liquid crystal display element of the present invention can be made of glass or a flexible transparent material such as plastic, or one of them can be made of an opaque material such as silicon. The transparent substrate with a transparent electrode layer can be obtained by sputtering indium tin oxide (ITO) on a transparent substrate such as a glass plate.

[0907] The color filter can be made, for example, by a pigment dispersion method, a printing method, an electrodeposition method or a dyeing method. The method for making a color filter using a pigment dispersion method is described as an example, and a curable coloring composition for a color filter is applied to the transparent substrate, a patterning process is performed, and then it is cured by heating or light irradiation. The process is performed separately for the three colors of red, green and blue, so that a pixel portion for a color filter can be made. In addition, a pixel electrode having active elements such as a TFT, a thin film diode, a metal insulator metal resistivity element, etc. can also be provided on the substrate.

[0908] It is preferable that the first substrate and the second substrate face each other with the common electrode and the pixel electrode layer facing inside.

[0909] The interval between the first substrate and the second substrate can be adjusted by a spacer. At this time, it is preferred to adjust the thickness of the obtained dimming layer to 1 to 100 μm. It is further preferred to be 1.5 to 10 μm. When using a polarizing plate, it is preferred to adjust the product of the refractive index anisotropy Δn of the liquid crystal and the unit thickness d to maximize the contrast. In addition, in the case of two polarizing plates, the viewing angle and contrast can be adjusted to be good by adjusting the polarization axis of each polarizing plate. Furthermore, a phase difference film for expanding the viewing angle can also be used. As spacers, for example, glass particles, plastic particles, aluminum oxide particles, photoresist materials, etc. can be cited. Afterwards, a sealant such as an epoxy-based thermosetting composition is screen-printed on the substrate in a form with a liquid crystal injection port, the substrates are bonded to each other, and heated to thermally cure the sealant.

[0910] As a method for sandwiching the liquid crystal composition between two substrates, a common vacuum injection method, ODF method, or the like can be used.

[0911] As a method for polymerizing the polymerizable compound contained in the liquid crystal composition of the present invention, in order to obtain good orientation performance of the liquid crystal, a moderate polymerization speed is desired, so it is preferably a method for polymerizing by irradiating active energy rays such as ultraviolet rays or electron rays alone or in combination or in sequence. In the case of using ultraviolet rays, a polarized light source can be used, and a non-polarized light source can also be used. In addition, in the case of polymerizing in a state where the liquid crystal composition is sandwiched between two substrates, at least the substrate on the irradiated surface side must have appropriate transparency relative to the active energy rays. In addition, the following method can also be used: after using a mask to polymerize only a specific part during light irradiation, the orientation state of the unpolymerized part is changed by changing conditions such as an electric field, a magnetic field or a temperature, and further irradiating active energy rays to polymerize it. In particular, when ultraviolet exposure is performed, it is preferred to perform ultraviolet exposure while applying an alternating electric field to the liquid crystal composition. The applied alternating electric field is preferably an alternating current with a frequency of 10Hz to 10kHz, more preferably a frequency of 60Hz to 10kHz, and the voltage is selected according to the desired pre-tilt angle of the liquid crystal display element. That is, the pre-tilt angle of the liquid crystal display element can be controlled by the applied voltage. In a liquid crystal display element such as a PSVA mode liquid crystal display element in which the orientation of the liquid crystal molecules when no voltage is applied, that is, the initial orientation of the liquid crystal is substantially perpendicular to the substrate, the pretilt angle is preferably controlled to be 80 to 89.9 degrees from the viewpoint of orientation stability and contrast. It should be noted that the so-called substantially perpendicular includes the angle having the pretilt angle as described above, and the angle between the long axis direction of the liquid crystal molecules and the substrate is preferably 70 degrees or more, more preferably 75 degrees or more, and further preferably 80 degrees or more.

[0912] The temperature at which the active energy rays such as ultraviolet rays or electron rays are irradiated when polymerizing the polymerizable compound contained in the liquid crystal composition of the present invention is not particularly limited. For example, when the liquid crystal composition of the present invention is applied to a liquid crystal display element having a substrate with an alignment film, it is preferably within a temperature range that can maintain the liquid crystal state of the liquid crystal composition. It is preferred to polymerize at a temperature close to room temperature, i.e., typically 15 to 35°C.

[0913] On the other hand, for example, when the liquid crystal composition of the present invention is applied to a liquid crystal display element having a substrate without an alignment film, the temperature range can be wider than the temperature range when applied to a liquid crystal display element having a substrate with an alignment film.

[0914] As the lamp generating ultraviolet rays, metal halide lamps, high pressure mercury lamps, ultra-high pressure mercury lamps, etc. can be used. In addition, as the wavelength of the ultraviolet rays to be irradiated, it is preferred to irradiate ultraviolet rays whose wavelength region is not in the absorption wavelength region of the liquid crystal composition, and it is preferred to use the ultraviolet rays after cutting off the ultraviolet rays as needed. The intensity of the ultraviolet rays to be irradiated is preferably 0.1 mW / cm 2 ~100W / cm 2 , more preferably 2mW / cm 2 ~50W / cm 2 The energy of the irradiated ultraviolet light can be adjusted appropriately, preferably 10 mJ / cm 2 Up to 500J / cm 2 , more preferably 100 mJ / cm 2 Up to 200J / cm 2 When irradiating ultraviolet rays, the intensity may be changed. The time for irradiating ultraviolet rays is appropriately selected according to the intensity of the ultraviolet rays to be irradiated, and is preferably 10 seconds to 3600 seconds, and more preferably 10 seconds to 600 seconds.

[0915] As mentioned above, although the example of the liquid crystal display element and the manufacturing method of the liquid crystal display element of this invention was demonstrated, this invention is not limited to the said embodiment.

[0916] For example, the liquid crystal display element of the present invention can have its part constituted and other constituted displacements of playing the same function, and also can append arbitrary constitution.In addition, the manufacture method of the liquid crystal display element of the present invention can have the additional process with arbitrary purpose, and also can substitute with arbitrary process that can obtain the same effect, effect.

[0917] Example

[0918] The present invention is further described in detail with reference to the following examples, but the present invention is not limited to these examples. In addition, "%" in the compositions of the following examples and comparative examples means "mass %". The description of the compounds in the examples is referred to using the following abbreviations.

[0919] Unless otherwise specified, the physical property values ​​were measured based on the methods described in JEITA ED-2521B (revised in March 2009) issued by the Japan Electronics and Information Technology Industries Association.

[0920] (Sidechain)

[0921]

[0922] (Linking base)

[0923]

[0924] (Ring structure)

[0925] [Chemistry 194]

[0926]

[0927] In the examples, the properties measured are as follows.

[0928] Tni: Nematic phase-isotropic liquid phase transition temperature (℃)

[0929] Δn: Refractive index anisotropy at 20°C

[0930] Δε: Dielectric anisotropy at 20°C

[0931] γ 1 : Rotational viscosity at 20°C (mPa·s)

[0932] (Synthesis of a Compound Containing a Structure Represented by Formula (K-1) in the Molecule)

[0933] (Synthesis of RM-1)

[0934] 21.6 g of 4-pentylphenylboric acid, 32.0 g of 4-bromo-2-(3-hydroxypropyl)phenol, 38.3 g of potassium carbonate, 500 mg of tetrakistriphenylphosphine palladium, and 128 ml of ethanol were added to a reaction container equipped with a stirring device, a condenser, and a thermometer, and the mixture was reacted at 90° C. for 5 hours. After the reaction was completed, the mixture was cooled, 256 ml of ethyl acetate was added, the organic layer was washed with water and saturated brine, the solvent was distilled off, and the mixture was recrystallized from toluene to obtain 35.1 g of the compound represented by (1).

[0935] [Chemistry 195]

[0936]

[0937] In a reaction vessel equipped with a stirring device, a condenser and a thermometer, 20 g of compound (1) and 5-(bromomethyl)-2,2-dimethyl-1,3-dimethoxy-1,4-diol were added. 21 g of 2-(4-(4-(2-(4-(2-(4-(2-(4-(2-(4-(2-(4-(2-1 ...

[0938] [Chemistry 196]

[0939]

[0940] In a reaction vessel equipped with a stirring device, a condenser and a thermometer, 13 g of the above-mentioned compound (2), 7.5 g of triethylamine and 80 ml of dichloromethane were added, and the reaction vessel was cooled to below 10°C. Then, 7.2 g of methacryloyl chloride was slowly added dropwise. After the addition was completed, the reaction vessel was returned to room temperature and reacted for 3 hours. After the reaction was completed, the solvent was distilled off by washing with water and saturated brine. Then, the extract and 160 ml of THF were added together in a reaction vessel equipped with a stirring device and a thermometer, and 16 ml of 10% hydrochloric acid was slowly added dropwise. After the reaction was completed, the extract was cooled and the target product was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, and the solvent was distilled off. After that, the compound represented by compound (3) was purified by silica gel column to obtain 14 g.

[0941] [Chemistry 197]

[0942]

[0943] In a reaction vessel equipped with a stirring device, a condenser and a thermometer, 3 g of the above compound (3), 1.10 g (14.1 mmol) of pyridine and 12 ml of dichloromethane were added. The reaction vessel was kept below 5°C using an ice-cooled bath, and 1.50 g (13.3 mmol) of methanesulfonyl chloride was slowly added dropwise under a nitrogen atmosphere. After the addition was completed, the reaction vessel was returned to room temperature and reacted for 4 hours. 60 ml of dichloromethane was added to the reaction solution, and the mixture was washed with an aqueous hydrochloric acid solution, then washed with water, and further washed with saturated brine, and the organic layer was dried with anhydrous sodium sulfate. After the solvent was distilled off, it was purified using a silica gel column with a 2-fold amount (weight ratio) to obtain 1.8 g of the compound shown in (RM-1).

[0944] [Chemistry 198]

[0945]

[0946] 1 H-NMR (solvent: deuterated chloroform): δ: 0.89 (t, 3H), 1.23-1.41 (m, 5H), 1.59-1.67 (m, 2H), 1.92-2.04 (m, 9H), 2.62 (t, 2H), 2.75 (t, 2H), 3.05 (s, 6H), 4.08-4.25 (m, 4H), 4.38-4.47 (m, 6H), 5.52-5.63 (m, 2H), 6.06-6.15 (m, 2H), 6.88 (d, 1H), 7.21 (d, 2H), 7.35-7.45 (m, 4H)

[0947] (Synthesis of RM-2)

[0948] 42 g of 3-fluoro-4-(4-pentyl(cyclohexyl))phenylboronic acid, 30 g of 4-bromo-5-ethyl-2-(3-hydroxypropyl)phenol, 27 g of potassium carbonate, 1.5 g of tetrakistriphenylphosphine palladium, and 300 ml of ethanol were added to a reaction container equipped with a stirring device, a condenser, and a thermometer, and reacted at 70° C. for 5 hours. After the reaction was completed, the mixture was cooled, 300 ml of ethyl acetate was added, the organic layer was washed with water and saturated brine, the solvent was distilled off, and then recrystallized from toluene to obtain 48 g of the compound represented by (4).

[0949] [Chemistry 199]

[0950]

[0951] In a reaction vessel equipped with a stirring device, a condenser and a thermometer, 30 g of compound (4) and 5-(bromomethyl)-2,2-dimethyl-1,3-dimethoxy-1-nitropropene were added. 18 g of 1,2-dimethyl-5-ol (2-( ...

[0952] [Chemistry 200]

[0953]

[0954] In a reaction vessel equipped with a stirring device, a condenser and a thermometer, 16 g of the above-mentioned compound (5), 7.5 g of triethylamine and 80 ml of dichloromethane were added, and the reaction vessel was cooled to below 10°C. Then, 7.6 g of methacryloyl chloride was slowly added dropwise. After the addition was completed, the reaction vessel was returned to room temperature and reacted for 3 hours. After the reaction was completed, the solvent was distilled off by washing with water and saturated brine. Then, the extract and 160 ml of THF were added together in a reaction vessel equipped with a stirring device and a thermometer, and 16 ml of 10% hydrochloric acid was slowly added dropwise. After the reaction was completed, the extract was cooled and the target product was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, and the solvent was distilled off. After that, the compound represented by compound (6) was purified by a silica gel column to obtain 16 g.

[0955] [Chemistry 201]

[0956]

[0957] The compound represented by (6) was synthesized in the same manner as in the synthesis of (RM-1) to obtain 1.6 g of the compound represented by (RM-2).

[0958] [Chemistry 202]

[0959]

[0960] 1H-NMR (solvent: deuterated chloroform): δ: 0.88 (t, 3H), 1.18-1.63 (m, 16H), 1.76-1.91 (m, 6H), 2.01 (s, 6H), 2.63-2.75 (m, 5H), 3.16 (s, 6H), 3.80 (s, 2H), 3.95 (s, 4H), 4.00 (s, 2H), 4.20 (t, 2H), 5.74-6.12 (m, 2H), 6.47-6.59 (m, 2H), 6.91-7.03 (m, 2H), 7.31-7.42 (m, 3H)

[0961] (Synthesis of RM-3)

[0962] The same method as in the synthesis of (4) was used to obtain 25.7 g of the compound represented by (7) for (2-ethyl-2'-fluoro-4'-(4-pentylcyclohexyl)-[1,1'-biphenyl]-4-yl)boronic acid.

[0963] [Chemistry 203]

[0964]

[0965] In a reaction vessel equipped with a stirring device, a condenser and a thermometer, 20 g of compound (7) and 5-(bromomethyl)-2,2-dimethyl-1,3-dimethoxy-1,4-diol were added. 12.4 g of 1,2-dimethyl-5-ol (2-( ...

[0966] [Chemistry 204]

[0967]

[0968] In a reaction vessel equipped with a stirring device, a condenser and a thermometer, 13 g of the above-mentioned compound (8), 5.2 g of triethylamine and 65 ml of dichloromethane were added, and the reaction vessel was cooled to below 10°C. Then, 4.9 g of methacryloyl chloride was slowly added dropwise. After the addition was completed, the reaction vessel was returned to room temperature and reacted for 3 hours. After the reaction was completed, the mixture was washed with water and saturated brine, and the solvent was distilled off. Next, the extract was added together with 130 ml of THF in a reaction vessel equipped with a stirring device and a thermometer, and 13 ml of 10% hydrochloric acid was slowly added dropwise. After the reaction was completed, the mixture was cooled and the target product was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, and the solvent was distilled off. After that, the mixture was purified using a silica gel column to obtain 12.7 g of the compound represented by compound (9).

[0969] [Chemistry 205]

[0970]

[0971] The compound represented by (9) was synthesized in the same manner as in the synthesis of (RM-1) to obtain 2.8 g of the compound represented by (RM-3).

[0972] [Chemistry 206]

[0973]

[0974] 1H-NMR (solvent: deuterated chloroform): δ: 0.88 (t, 3H), 1.18-1.63 (m, 16H), 1.76-1.91 (m, 6H), 2.01 (s, 6H), 2.44-2.80 (m, 5H), 3.05 (s, 6H), 3.80 (s, 2H), 3.95 (s, 4H), 4.00 (s, 2H), 4.22 (t, 2H), 5.53-5.62 (m, 2H), 6.07-6.12 (m, 2H), 6.90-7.04 (m, 3H), 7.13-7.25 (m, 2H), 7.36-7.46 (m, 4H)

[0975] (Synthesis of RM-4)

[0976] The same method as in the synthesis of (1) was used to obtain 12.1 g of the compound represented by (10) using (2-ethyl-2'-fluoro-4'-(4-pentylcyclohexyl)-[1,1'-biphenyl]-4-yl)boric acid and 4-bromo-3-(3-hydroxypropyl)phenol.

[0977] [Chemistry 207]

[0978]

[0979] The compound represented by (10) was synthesized in the same manner as in (2) to obtain 5.4 g of the compound represented by (11).

[0980] [Chemistry 208]

[0981]

[0982] The compound represented by (11) was synthesized in the same manner as in (3) to obtain 3.4 g of the compound represented by (12).

[0983] [Chemistry 209]

[0984]

[0985] The compound represented by (12) was synthesized in the same manner as in the synthesis of (RM-1) to obtain 3.1 g of the compound represented by (RM-4).

[0986] [Chemistry 210]

[0987]

[0988] 1H-NMR (solvent: deuterated chloroform): δ: 0.88 (t, 3H), 1.18-1.63 (m, 16H), 1.72-1.94 (m, 6H), 2.01 (s, 6H), 2.63-2.74 (m, 5H), 3.08 (s, 6H), 3.80 (s, 2H), 3.95 (s, 4H), 4.01 (s, 2H), 4.21 (t, 2H), 5.93-6.02 (m, 2H), 6.37-6.48 (m, 2H), 6.93-7.15 (m, 3H), 7.23-7.35 (m, 2H), 7.63-7.94 (m, 4H)

[0989] (Synthesis of RM-5)

[0990] 30.6 g of 4-(tetrahydro-2H-pyran-2-yloxy)phenylboronic acid, 25.0 g of 4-bromo-2-fluorophenol, 36.2 g of potassium carbonate, 500 mg of tetrakistriphenylphosphine palladium, and 128 ml of ethanol were added to a reaction container equipped with a stirring device, a condenser, and a thermometer, and the mixture was reacted at 90° C. for 5 hours. After the reaction was completed, the mixture was cooled, 256 ml of ethyl acetate was added, the organic layer was washed with water and saturated brine, the solvent was distilled off, and the mixture was recrystallized from toluene to obtain 32.7 g of the compound represented by (13).

[0991] [Chemistry 211]

[0992]

[0993] In a reaction vessel equipped with a stirrer, a condenser and a thermometer, 23.0 g of compound (13), 5-(bromomethyl)-2,2-dimethyl-1,3-dimethoxybenzene were added. 24.8 g of 2-(4-(2 ...

[0994] [Chemistry 212]

[0995]

[0996] In a reaction vessel equipped with a stirring device, a condenser and a thermometer, 19.0 g of the compound shown in (14), 190 ml of acetone, 85 ml of ethanol, and pyridinium p-toluenesulfonate were added. 1.1 g of salt was reacted at 60°C for 5 hours under a nitrogen atmosphere. 200 ml of ethyl acetate was added to the reaction solution, washed with water, and further washed with saturated brine, and the organic layer was dried over anhydrous sodium sulfate. After the solvent was distilled off, it was purified using a 2-fold amount (weight ratio) of silica gel column to obtain 12.4 g of the compound shown in (15).

[0997] [Chemistry 213]

[0998]

[0999] In a reaction vessel equipped with a stirring device, a condenser and a thermometer, 12.4 g of the above-mentioned compound (15), 9.0 g of triethylamine and 72 ml of dichloromethane were added, and the reaction vessel was cooled to below 10°C. Then, 8.5 g of methacryloyl chloride was slowly added dropwise. After the addition was completed, the reaction vessel was returned to room temperature and reacted for 3 hours. After the reaction was completed, the mixture was washed with water and saturated brine, and the solvent was distilled off. Next, the extract was added together with 144 ml of THF in a reaction vessel equipped with a stirring device and a thermometer, and 15 ml of 10% hydrochloric acid was slowly added dropwise. After the reaction was completed, the mixture was cooled and the target product was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, and the solvent was distilled off. After that, the mixture was purified using a silica gel column to obtain 12.9 g of the compound represented by compound (16).

[1000] [Chemistry 214]

[1001]

[1002] The compound represented by (16) was synthesized in the same manner as in the synthesis of (RM-1) to obtain 2.9 g of the compound represented by (RM-5).

[1003] [Chemistry 215]

[1004]

[1005] 1 H-NMR (solvent: deuterated chloroform): δ: 1.95 (s, 3H), 2.07 (s, 3H), 3.05 (s, 6H), 4.14 (s, 2H), 4.40 (s, 2H), 4.43 (s, 4H), 5.62-5.77 (m, 2H), 6.12 (s, 1H), 6.36 (s, 1H), 7.01-7.06 (m, 1H), 7.16-7.20 (m, 2H), 7.25-7.32 (m, 2H), 7.50-7.53 (m, 2H)

[1006] (Synthesis of RM-6)

[1007] 14.7 g of 4-(benzoyloxy)phenylboronic acid, 17.0 g of 2-benzoyloxy-4-bromophenol, 16.9 g of potassium carbonate, 220 mg of tetrakistriphenylphosphine palladium, and 88 ml of ethanol were added to a reaction vessel equipped with a stirring device, a condenser, and a thermometer, and the mixture was reacted at 90° C. for 5 hours. After the reaction was completed, the mixture was cooled, 176 ml of ethyl acetate was added, the organic layer was washed with water and saturated brine, the solvent was distilled off, and the mixture was recrystallized from toluene to obtain 16.7 g of the compound represented by (17).

[1008] [Chemistry 216]

[1009]

[1010] In a reaction vessel equipped with a stirring device, a condenser and a thermometer, 12.0 g of compound (17), 5-(bromomethyl)-5-ethyl-2,2-dimethyl-1,3-dimethoxy- 9.7 g of oxane, 6.5 g of potassium carbonate, and 60 ml of N,N-dimethylformamide were reacted at 90°C for 5 hours. After the reaction was completed, the mixture was cooled, 84 ml of ethyl acetate was added, the organic layer was washed with water and saturated brine, and the solvent was distilled off. Thereafter, the mixture was dispersed and washed with toluene and purified with an alumina column to obtain 14.4 g of the compound represented by formula (18).

[1011] [Chemistry 217]

[1012]

[1013] In a pressure-resistant reaction vessel, 11.4 g of the above-mentioned compound (18), 68.4 ml of THF, and 1.1 g of carbon palladium were added, and the reaction was carried out at a hydrogen pressure of 0.5 MPa for 10 hours. After the reaction was completed, the mixture was cooled and the target product was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, and the solvent was distilled off. After that, the mixture was purified by a silica gel column to obtain 6.1 g of the compound represented by formula (19).

[1014] [Chemistry 1]

[1015]

[1016] In a reaction vessel equipped with a stirring device, a condenser and a thermometer, 6.1 g of the above-mentioned compound (19), 4.5 g of triethylamine and 30.5 ml of dichloromethane were added, and the reaction vessel was cooled to below 10°C. Then, 4.3 g of methacryloyl chloride was slowly added dropwise. After the addition was completed, the reaction vessel was returned to room temperature and reacted for 3 hours. After the reaction was completed, the mixture was washed with water and saturated brine, and the solvent was distilled off. Next, the extract was added together with 61 ml of THF in a reaction vessel equipped with a stirring device and a thermometer, and 6.1 ml of 10% hydrochloric acid was slowly added dropwise. After the reaction was completed, the mixture was cooled and the target product was extracted with ethyl acetate. The organic layer was washed with water and saturated brine, and the solvent was distilled off. After that, the mixture was purified using a silica gel column to obtain 6.9 g of the compound represented by compound (20).

[1017] [Chemistry 219]

[1018]

[1019] The compound represented by (20) was synthesized in the same manner as in the synthesis of (RM-1) to obtain 3.4 g of the compound represented by (RM-6).

[1020] [Chemistry 220]

[1021]

[1022] 1 H-NMR (solvent: deuterated chloroform): δ: 0.83 (t, 3H), 1.69 (q, 2H), 2.01 (s, 6H), 3.16 (s, 6H), 3.39 (s, 4H), 3.80 (s, 2H), 6.18 (m, 2H), 6.43 (m, 2H), 6.97 (d, 1H), 7.10-7.20 (m, 2H), 7.48-7.52 (m, 2H), 7.67-7.74 (m, 2H)

[1023] (Synthesis of RM-7)

[1024] By using the same method as in the synthesis of (RM-5), 3.1 g of the compound represented by (RM-7) was obtained.

[1025] [Chemistry 221]

[1026]

[1027] GC-MS: m / z = 626.15

[1028] 1H-NMR (solvent: deuterated chloroform): δ: 2.00 (s, 3H), 2.05 (s, 3H), 3.05 (s, 6H), 3.39 (s, 4H), 3.80 (s, 2H), 3.92 (s, 3H), 4.01 (s, 2H), 6.18 (s, 1H), 6.40 (s, 1H), 6.43 (s, 1H), 6.48 (s, 1H), 6.86-6.94 (m, 2H), 7.15 (m, 2H), 7.39 (m, 1H), 7.71 (m, 2H)

[1029] (Preparation and Evaluation Results of Liquid Crystal Composition)

[1030] (Method for manufacturing liquid crystal display element)

[1031] First, a liquid crystal cell with a cell gap of 3.5 μm, which is coated with a polyimide alignment film that induces vertical alignment and is rubbed with an ITO substrate, is injected by a vacuum injection method with a liquid crystal composition containing a polymerizable compound described later. Then, the liquid crystal cell injected with the liquid crystal composition containing a polymerizable compound is irradiated with ultraviolet light for 90 minutes using a fluorescent UV lamp to obtain a liquid crystal display element. At this time, the illuminance measured under the condition of a central wavelength of 313 nm is 3.0 mW / cm 2 Adjust the fluorescent UV lamp in this way.

[1032] (Evaluation method of voltage holding ratio)

[1033] The liquid crystal cell injected with the liquid crystal composition containing the polymerizable compound was irradiated with UV for 90 minutes under the above-mentioned irradiation conditions, and the voltage holding ratio (VHR) was measured under the conditions of 1 V, 0.6 Hz, and 60° C. A value was set as A when the value was 95% or more, B when it was less than 95% and 90% or more, C when it was less than 90% and 80% or more, and D when it was less than 80%.

[1034] (Evaluation method of tilt formation (pretilt angle change amount))

[1035] The pretilt angle change [°] of the liquid crystal display element before and after irradiation with ultraviolet rays for 200 seconds under the above-mentioned irradiation conditions is determined by the following method. First, the pretilt angle of the liquid crystal display element is measured and set as the pretilt angle (initial). For the liquid crystal display element, ultraviolet rays are irradiated for 200 seconds while applying a 10V voltage at a frequency of 100Hz. Then, the pretilt angle is measured and set as the pretilt angle (after UV). The value obtained by subtracting the pretilt angle (after UV) from the measured pretilt angle (initial) is set as the pretilt angle change [°]. The pretilt angle is measured using OPTIPRO manufactured by Shintec. When the value of the pretilt angle change [°] is 2.0° or more, it is set to A, when it is less than 2.0° and 1.5° or more, it is set to B, when it is less than 1.5° and 1.0° or more, it is set to C, and when it is less than 1.0°, it is set to D.

[1036] (Evaluation method for low temperature storage property)

[1037] 0.5 g of a liquid crystal composition containing a polymerizable compound was weighed into a test tube, degassed for 15 minutes, and purged with nitrogen to obtain a sample with low-temperature storage properties. The sample was stored in a freezer at -20°C, and a value of 0 was set when no precipitation occurred within 10 days, a value of △ was set when precipitation gradually occurred within 5 to 9 days, and a value of × was set when precipitation gradually occurred within 5 days.

[1038] (Preparation and Evaluation Results of Liquid Crystal Composition)

[1039] Basic compositions (LC-001) to (LC-008) were prepared and their physical properties were measured. The component ratios and physical properties of these basic compositions are shown in Table 1.

[1040] [Table 1]

[1041] LC-001 LC-002 LC-003 LC-004 LC-005 LC-006 LC-007 LC-008 3-Cy-Cy-2 18 20 20 18.5 20 3-Cy-Cy-4 8 4 4 3-Cy-Cy-5 6.75 7 3-Cy-Cy-V 29 23 29 3-Cy-Cy-V1 10 10.25 3-Cy-Ph-O1 6 4 3 3-Ph-Ph-1 13 17 12 10 9 3-Cy-Cy-Ph-1 6 7 7 3-Cy-Cy-Ph-3 4 4 3-Cy-Ph-Ph-1 7 5 5 3-Cy-Ph-Ph-2 6 4 5 5-Cy-Ph-Ph-2 4 1V2-Ph-Ph-1 3.75 3-Cy-Ph5-O2 11.5 3-Ph-Ph5-O2 12 5 12 10 10 3-Cy-Cy-Ph5-1 2.5 3-Cy-Cy-Ph5-O1 12 3-Cy-Cy-Ph5-O2 15 15 3-Cy-Cy-Ph5-O4 15 15 4-Cy-Cy-Ph5-O2 10 13 3-Cy-1O-Ph5-O1 6 3-Cy-1O-Ph5-O2 7 6 9 5 1V-Cy-1O-Ph5-O2 6 2-Cy-Cy-1O-Ph5-O2 14 12 3-Cy-Cy-1O-Ph5-O2 3 15 10 12 12 V-Cy-Cy-1O-Ph5-O2 4 1V-Cy-Cy-1O-Ph5-O2 5 5 5 6 2-Cy-Ph-Ph5-O2 7 10 6 5 5 3-Cy-Ph-Ph5-O2 8 10 5 10.75 4 2 3-Cy-Ph-Ph5-O3 6 3-Cy-Ph-Ph5-O4 7 9 4-Cy-Ph-Ph5-O3 8 3-Ph-Ph5-Ph-2 5 2-Ph-2-Ph-Ph5-O2 5 3-Ph-2-Ph-Ph5-O2 5 5 8 Total (wt%) 100 100 100 100 100 100 100 100 Tni [℃] 73.8 74.4 76.7 76.2 72.8 74.7 111.2 110.2 Δn 0.111 0.112 0.118 0.128 0.114 0.103 0.098 0.098 Δε -3.2 -2.8 -3.3 -3.4 -3.3 -3.1 -3.1 -3.1 <![CDATA[γ 1 [mPa·s]]]> 125 105 132 134 104 99 154 135

[1042] These base compositions (LC-001) to (LC-008) were mixed with compounds represented by the following formulae (RM-1) to (RM-7) and (RM-11) to (RM-12) to prepare liquid crystal compositions.

[1043] [Chemistry 222]

[1044]

[1045] [Chemistry 223]

[1046]

[1047] [Chemistry 224]

[1048]

[1049] (Examples 1 to 23)

[1050] To 100 parts by mass of the base composition LC-001, 0.4 parts by mass of the formula (RM-1) and 0.3 parts by mass of the formula (RM-12) were added as polymerizable compounds to prepare a liquid crystal composition containing a polymerizable compound, and the voltage holding ratio, the change in pretilt angle, and the low-temperature storage property were evaluated, which was set as Example 1. Examples 2 to 23 were carried out in the same manner. The results are shown in Table 2 below.

[1051] (Comparative Examples 1 to 9)

[1052] To 100 parts by mass of the base composition LC-001, 0.3 parts by mass of the formula (RM-11) was added as a polymerizable compound to prepare a liquid crystal composition containing a polymerizable compound, and the voltage holding ratio, the change in pretilt angle, and the low-temperature storage property were evaluated, which was set as Comparative Example 1. Comparative Examples 2 to 9 were prepared in the same manner. The results are shown in Table 2 below.

[1053] [Table 2]

[1054]

[1055] It was confirmed that the voltage holding ratio was sufficiently high, the change amount of the pretilt angle was large, and the low-temperature storage property was sufficient in Examples 1 to 23. From the above results, it was confirmed that these Examples solved the problems of the present invention.

[1056] In contrast, the voltage holding ratio of Comparative Example 1 is lower than that of Example 1 using the same base liquid crystal (LC-001), and the change in pretilt angle is smaller. This is believed to be because Comparative Example 1 does not contain the polar compound of the present invention, and is therefore affected by polar impurities present in the liquid crystal cell, resulting in a lower voltage holding ratio, and the polymerizable compound of the second component is less likely to be locally concentrated on the substrate surface than the polar compound of the present invention, resulting in insufficient polymerization and reduced tilt forming capability.

[1057] In addition, the voltage holding ratio and the change amount of the pretilt angle are greatly deteriorated in Comparative Example 2 compared with Example 2 using the same base liquid crystal (LC-002). It is believed that this is because Comparative Example 2 is a base liquid crystal (LC-002) that tends to easily generate polar impurities, so it is affected by the polar impurities present in the liquid crystal unit and the voltage holding ratio becomes low, and the polymerizable compound of the second component is not easy to be locally concentrated on the substrate surface compared with the polar compound of the present invention, resulting in insufficient polymerization and reduced tilt forming ability.

[1058] From the above results, it was confirmed that these comparative examples could not solve the problems of the present invention.

[1059] Furthermore, it was confirmed that the liquid crystal compositions of Comparative Examples 3 to 9 also had insufficient voltage holding ratios and inappropriate amounts of change in pretilt angles, and thus could not solve the problems of the present invention.

Claims

1. A liquid crystal composition comprising one or more of compounds RM-1 to RM-7, 2. The liquid crystal composition according to claim 1, further comprising a polymerizable compound A, wherein the polymerizable compound A is a compound represented by the general formula (P), [Chemistry 5] In the formula, R p1 represents a hydrogen atom, a fluorine atom, a cyano group, an alkyl group having 1 to 15 carbon atoms, or -Sp p2 -P p2 , one or more non-adjacent -CH2- in the alkyl group may be independently substituted by -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-, and one or more hydrogen atoms in the alkyl group may be independently substituted by a cyano group, a fluorine atom or a chlorine atom, P p1 and P p2 Each independently represents the general formula (P p1 -1) to the general formula (P p1 -9) Any of: [Chemistry 6] In the formula, R p11 and R p12 Each independently represents a hydrogen atom, an alkyl group having 1 to 5 carbon atoms, or a halogenated alkyl group having 1 to 5 carbon atoms, and W p11 represents a single bond, -O-, -COO-, an alkylene group having 1 to 5 carbon atoms, t p11 Represents 0, 1 or 2, and R p11 , R p12 , W p11 and / or p11 When there are multiple, they can be the same or different. Sp p1 and Sp p2 Each independently represents a single bond or a spacer, Z p1 and Z p2 Each independently represents a single bond, -O-, -S-, -CH2-, -OCH2-, -CH2O-, -CO-, -C2H4-, -COO-, -OCO-, -OCOOCH2-, -CH2OCOO-, -OCH2CH2O-, -CO-NR ZP1 -、-NR ZP1 -CO-, -SCH2-, -CH2S-, -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-, -(CH2) z -COO-, -(CH2) z -OCO-, -OCO-(CH2) z -、-(C=O)-O-(CH2) z -, -CH=CH-, -CF=CF-, -CF=CH-, -CH=CF-, -CF2-, -CF2O-, -OCF2-, -CF2CH2-, -CH2CF2-, -CF2CF2- or -C≡C-, wherein z each independently represents an integer of 1 to 4, and R ZP1 Each independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and in the molecule R ZP1 When there are multiple, they may be the same or different. In addition, * in the formula indicates the same as Sp p1 or Sp p2 The junction point, A p1 and A p2 Each independently represents a group selected from the group consisting of: (a p ) 1,4-cyclohexylene, one -CH2- or two or more non-adjacent -CH2- in the group may be substituted by -O-; (b p ) 1,4-phenylene, in which one -CH= or two or more non-adjacent -CH= groups may be substituted with -N=; and (c p ) naphthalene diyl, 1,2,3,4-tetrahydronaphthalene diyl, decahydronaphthalene diyl, phenanthrene-2,7-diyl or anthracene-2,6-diyl, one -CH= or two or more non-adjacent -CH= in these groups may be substituted by -N=, A p3 It represents a group selected from the group (a p ), group (b p ) and group (c p ), and a group consisting of a single bond, The group (a p ), group (b p ) and group (c p ), the hydrogen atoms present in the group may be independently replaced by cyano, halogen, alkyl having 1 to 8 carbon atoms, alkoxy having 1 to 8 carbon atoms, alkenyl having 1 to 8 carbon atoms, or -Sp p2 -P p2 replace, m p1 represents 0, 1, 2 or 3, and Z in the molecule p1 , A p2 、Sp p2 and / or P p2 When there are multiple ones, they may be the same or different. 3 . A liquid crystal display element using the liquid crystal composition according to claim 1 . 4 . An active matrix driven liquid crystal display element using the liquid crystal composition according to claim 1 . 5 . A liquid crystal display element for a PSA mode, a PSVA mode, a PS-IPS mode or a PS-FFS mode, using the liquid crystal composition according to claim 1 .

6. A compound, specifically one selected from compounds RM-1, RM-5 to RM-7,

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