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 that can simultaneously achieve 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 the general formula (Y) in the molecule, 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 tilt formation became insufficient and the response speed and orientation deteriorated, resulting in residual images. 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 may cause a decrease in the voltage holding ratio (VHR) of liquid crystal panels. 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). The purpose is 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), a PSA type or PSVA type liquid crystal display element in which screen burn-in (IS) is sufficiently suppressed or does not occur, and a compound suitable for preparing 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 the general formula (Y) has excellent solubility in the liquid crystal composition and has little precipitation. 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 sufficiently, 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 including a structure represented by General Formula (Y).

[0026] [Chemistry 1]

[0027]

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

[0029] X y1 Represents CR y3 or nitrogen atom, R y3 represents a hydrogen atom, a P y1 -S y1 - or 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 -CH2- in the alkyl group may be substituted by -CH=CH-, -C≡C-, -CO-, -O-, -S-, -NH-, -COO-, -OCO- or -OCOO- but the -O- groups are not continuous, P y1 Represents a polymerizable group, S y1 It 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. The -CH2- in the alkylene group may be substituted by -CH=CH-, -C≡C-, -CO-, -COO-, -OCO-, -OCOO-, -O-, -NH- or -S-, but two or more -O- groups are not consecutive and adjacent.

[0030] X y2 and X y3 Each is independently a single bond or an alkylene group having 1 to 6 carbon atoms, the hydrogen atoms in the alkylene group may be substituted by a halogen atom, a cyano group or a nitro group, and the -CH2- in the alkylene group may be substituted by -CH=CH-, -C≡C-, -CO-, -COO-, -OCO-, -OCOO-, -O-, -NH- or -S-, but two or more -O- groups will not be consecutive and adjacent. ).

[0031] In X y1 In the case of a nitrogen atom, the polarity of the structure represented by the general formula (Y) can be further increased, and thus it is particularly preferred from the viewpoint of improving the reliability of the liquid crystal composition.

[0032] In addition, X y1 CR is also preferred y3 The structure represented by R y3 Preferably, it represents a group selected from a hydrogen atom, a halogen atom, a cyano group, a P y1 -S y1 - or 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 halogen atoms, and the -CH2- in the alkyl group may be substituted by -CH=CH-, -C≡C-, -O-, -COO-, -OCO- or -OCOO- (-O- is not continuous), and more preferably represents a group selected from a hydrogen 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 substituted by halogen atoms, and the -CH2- in the alkyl group may be substituted by -CH=CH-, -C≡C-, -O-, -COO-, -OCO- or -OCOO- (-O- is not continuous), and further preferably represents a group selected from a hydrogen atom, P y1 -S y1 - or a group consisting of a straight or branched alkyl group having 1 to 6 carbon atoms, the hydrogen atoms in the alkyl group may be substituted by fluorine atoms or chlorine atoms, the -CH2- in the alkyl group may be substituted by -CH=CH-, -C≡C-, -O-, -COO-, -OCO- or -OCOO- and represents a group in which -O- is discontinuous.

[0033] P y1 It represents a polymerizing group.

[0034] S y1 It is preferably a single bond or a straight or branched alkylene group having 1 to 12 carbon atoms, in which the hydrogen atoms may be substituted by halogen atoms, and -CH2- in the alkylene group may be substituted by -CH=CH-, -C≡C-, -CO-, -COO-, -OCO-, -OCOO-, -O- or -S- (two or more -O- are not consecutive and adjacent), and more preferably a single bond or a straight or branched alkylene group having 1 to 6 carbon atoms, in which the hydrogen atoms may be substituted by fluorine atoms or chlorine atoms, and -CH2- in the alkylene group may be substituted by -CH=CH-, -C≡C-, -CO-, -COO-, -OCO-, -OCOO-, -O- or -S- and represents a group in which two or more -O- are not consecutive and adjacent.

[0035] X y2 and X y3Each independently represents a single bond or an alkylene group having 1 to 6 carbon atoms, wherein the hydrogen atoms in the alkylene group may be substituted by halogen atoms, and the -CH2- in the alkylene group may be substituted by -CH=CH-, -C≡C-, -CO-, -COO-, -OCO-, -OCOO-, -O- or -S- (two or more -O- are not consecutive but adjacent), and more preferably represents a single bond or an alkylene group having 1 to 3 carbon atoms, wherein the hydrogen atoms in the alkylene group may be substituted by halogen atoms, and the -CH2- in the alkylene group may be substituted by -CH=CH -, -C≡C-, -CO-, -COO-, -OCO-, -OCOO-, -O- or -S-, but two or more -O- are not consecutive and result in adjacent groups, and a single bond or an alkylene group having 1 to 2 carbon atoms is further preferred, the hydrogen atoms in the alkylene group may be substituted by fluorine atoms or chlorine atoms, the -CH2- in the alkylene group may be substituted by -CH=CH-, -C≡C-, -CO-, -COO-, -OCO-, -O- or -S-, and it represents a group in which two or more -O- are not consecutive and result in adjacent groups.

[0036] The polar compound having a structure represented by the general formula (Y) is preferably a polymerizable polar compound. The polymerizable polar compound is preferably a compound represented by the following general formula (Y-1).

[0037] [Chemistry 2]

[0038]

[0039] (Where X y1 , X y2 and X y3 Indicates X in the general formula (Y) y1 , X y2 and X y3 The same meaning,

[0040] R y1 and R y2 Each independently represents a group selected from a hydrogen atom, a halogen atom, a cyano group, a P y2 -S y2 -, a group consisting of a linear or branched alkyl group having 1 to 30 carbon atoms or a structure represented by the general formula (Y), wherein the hydrogen atom in the alkyl group may be substituted by a halogen atom, a cyano group, a nitro group, a P y2 -S y2 - or a structure represented by the general formula (Y), wherein the -CH2- in the alkyl group 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,

[0041] S y3is a single bond or a straight or branched alkylene group having 1 to 30 carbon atoms, wherein the hydrogen atoms in the alkylene group may be replaced by P y2 -S y2 -, halogen atoms, cyano or nitro, the -CH2- in the alkylene group 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,

[0042] P y2 represents a polymerizable group,

[0043] S y2 It 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 a halogen atom, a cyano group or a nitro group. The -CH2- in the alkylene group may be substituted by -CH=CH-, -C≡C-, -CO-, -COO-, -OCO-, -OCOO-, -O-, -NH- or -S-, but two or more -O- groups are not consecutive and adjacent.

[0044] Z y1 and Z y2 Each independently represents a single bond, -C2H4-, -C4H8-, -C3H6-, -OCH2-, -CH2O-, -CO-, -COO-, -OCO-, -OCOOCH2-, -CH2OCOO-, -OCH2CH2O-, -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-, -COOC2H4-, -OCOC2H4-, -C2H4OCO-, -CH2OCO-, -COOCH2-, -OCOCH2-, -CH=CH-, -CF=CF-, -CF=CH-, -CH=CF-, -CF2O-, -OCF2-, -CF2CH2-, -CH2CF2-, -CF2CF2- or -C≡C- (wherein Ra each independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms),

[0045] 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,

[0046] M y1 and M y3Each 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 Indicates 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 the general formula (Y), 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 the structure represented by the general formula (Y), the -CH2- in the alkyl group 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 y1 When there are multiple, they can be the same or different.

[0047] m and n each independently represent an integer of 0 to 4, wherein the sum of m+n is 0 to 6,

[0048] Among them, P contained in the structure represented by general formula (Y-1) y1 and P y2 The total number of is at least 1. ).

[0049] R y1 and R y2 Preferably, each independently is selected from a hydrogen atom, a halogen atom, a cyano group, a P y2 -S y2 -, a group consisting of a linear or branched alkyl group having 1 to 30 carbon atoms or a structure represented by the general formula (Y), wherein the hydrogen atom in the alkyl group may be substituted by a halogen atom, a cyano group, a nitro group, a P y2 -S y2 - or the structure represented by the general formula (Y), the -CH2- in the alkyl group may be substituted by -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 a hydrogen atom, a fluorine atom, a chlorine atom, a cyano group, a P y2 -S y2 - 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 y2 -S y2- or cyano, the -CH2- in the alkyl group may be substituted by -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 y2 -S y2 - 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 y2 -S y2 -substituted, the -CH2- in the alkyl group may be substituted by -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 y1 and R y2 The two are each independently preferably y2 -S y2 -The structure represented.

[0050] S y3 It is preferably a single bond or a linear or branched alkylene group having 1 to 30 carbon atoms, and the hydrogen atoms in the alkylene group may be replaced by P y2 -S y2 -, halogen atoms, cyano or nitro, the -CH2- in the alkylene group may be substituted by -CH=CH-, -C≡C-, -CO-, -COO-, -OCO-, -OCOO-, -O-, -NH- or -S- (two or more -O- are not consecutive but adjacent), more preferably 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 replaced by P y2 -S y2 -, halogen atoms, cyano or nitro, the -CH2- in the alkylene group may be substituted by -CH=CH-, -C≡C-, -CO-, -COO-, -OCO-, -O- or -S- (two or more -O- are not consecutive but adjacent), and more preferably a single bond or a straight or branched alkylene group having 1 to 6 carbon atoms, and the hydrogen atoms in the alkylene group may be replaced by P y2 -S y2 -, fluorine atom, chlorine atom or cyano group is substituted, and the -CH2- in the alkylene group can be substituted by -CH=CH-, -C≡C-, -CO-, -COO-, -OCO-, -O- or -S-, but two or more -O- will not be consecutive and result in adjacent.

[0051] S y2It is preferably 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 a halogen atom, a cyano group or a nitro group, and the -CH2- in the alkylene group may be substituted by -CH=CH-, -C≡C-, -CO-, -COO-, -OCO-, -OCOO-, -O-, -NH- or -S- (two or more -O- are not consecutive but adjacent), and more preferably a single bond or a straight or branched alkylene group having 1 to 6 carbon atoms, the hydrogen atoms in the alkylene group may be substituted by a halogen atom, a cyano group or a nitro group, and the -CH2- in the alkylene group may be substituted by -CH=CH-, -C≡C-, -CO-, -COO-, -OCO-, -OCOO-, -O-, -NH- or -S- -CH2- can be substituted by -CH=CH-, -C≡C-, -CO-, -COO-, -OCO-, -O-, -NH- or -S- (two or more -O- are not consecutive and adjacent), and is further preferably a single bond or a straight or branched alkylene group having 1 to 6 carbon atoms, in which the hydrogen atoms can be substituted by fluorine atoms, chlorine atoms or cyano groups, and in which the -CH2- can be substituted by -CH=CH-, -C≡C-, -COO-, -OCO-, -O- or -S- (two or more -O- are not consecutive and adjacent).

[0052] Z y1 and Z y2Each is independently preferably a single bond, -C2H4-, -C4H8-, -C3H6-, -OCH2-, -CH2O-, -CO-, -COO-, -OCO-, -OCOOCH2-, -CH2OCOO-, -OCH2CH2O-, -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-, -COOC2H4-, -OCOC2H4 -, -C2H4OCO-, -CH2OCO-, -COOCH2-, -OCOCH2-, -CH=CH-, -CF=CF-, -CF=CH-, -CH=CF-, -CF2O-, -OCF2-, -CF2CH2-, -CH2CF2-, -CF2CF2- or -C≡C- (wherein Ra each independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms), and more preferably a single bond, -C2H4-, -C4H8-, -OCH2-, -CH2O-, -COO-, -OCO-, -OCOOCH2-, -CH2OCOO-, -OCH2CH2O-, -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-, -COOC2H4-, -OCOC2H4-, -C2H4OCO-, -CH=CH-, -CF=CF-, -CF=CH-, -CH=CF-, -CF2O-, -OCF2-, -CF2CH2-, -CH2CF2-, -CF2CF2- or -C≡C- (wherein Ra each independently represents represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms), and further preferably a single bond, -C2H4-, -C4H8-, -OCH2-, -CH2O-, -COO-, -OCO-, -OCH2CH2O-, -CH=CRa-COO-, -CH=CRa-OCO-, -COO-CRa=CH-, -OCO-CRa=CH-, -COOC2H4-, -OCOC2H4-, -C2H4OCO-, -CH=CH-, -CF=CF-, -CF2O-, -OCF2-, -CF2CF2- or -C≡C- (wherein Ra each independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms).

[0053] M y1 、M y2 and M y3Each independently preferably represents a group selected from the group consisting of the following formula (T-1) to formula (T-21).

[0054] [Chemistry 3]

[0055]

[0056] (In the formula, a bond may be present at any position, any -CH= may be independently substituted by -N=, and any -CH2- may be independently substituted by -O-, -S-, or -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.

[0057] 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.

[0058] 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).

[0059] [Chemistry 4]

[0060]

[0061] (wherein, the bonding bonds are respectively y3 , Z y1 and Z y2 any combination of ).

[0062] 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 represents more preferably a group selected from the following formula (A-1) to formula (A-11),

[0063] [Chemistry 5]

[0064]

[0065] 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).

[0066] 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 the general formula (Y), 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 the general formula (Y), wherein the -CH2- in the alkyl group may be substituted by -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 -, a fluorine atom, a chlorine atom, a cyano group, a linear or branched alkyl group having 1 to 12 carbon atoms, or a structure represented by the general formula (Y), 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 the general formula (Y), wherein the -CH2- in the alkyl group may be substituted by -CH=CH-, -COO-, -OCO-, -O- or -S- (two or more -O- are not consecutive but adjacent), and more preferably represents P y2 -S y2 -, a fluorine atom, a chlorine atom, a linear or branched alkyl group having 1 to 6 carbon atoms, or a structure represented by the general formula (Y), wherein the hydrogen atom in the alkyl group may be replaced by a fluorine atom, a chlorine atom, a P y2 -S y2 - or is substituted by a structure represented by the general formula (Y), and the -CH2- in the alkyl group may be substituted by -CH=CH-, -COO-, -OCO- or -O- (two or more -O- are not consecutive but adjacent).

[0067] 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.

[0068] P y1 and Py2 Preferably, each independently represents a substituent selected from the group represented by formula (P-1) to formula (P-14),

[0069] [Chemistry 6]

[0070]

[0071] (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).

[0072] Among them, P contained in the structure represented by general formula (Y-1) 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. 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. y1 and P y2 When the total number of is 2 to 3, the polymer obtained by polymerization is a cross-linked polymer, so the three-dimensional structure of the polymer is stabilized and the tilt stability is improved, which is preferred.

[0073] As the structure represented by the general formula (Y-1), preferably the following formula (Y-1-A1) is mentioned.

[0074] [Chemistry 7]

[0075]

[0076] (Where X y1a Represents CR y3a or nitrogen atom, R y3a represents a hydrogen atom, a P y1a -S y1a - or a group consisting of a linear or branched alkyl group having 1 to 12 carbon atoms, the hydrogen atoms in the alkyl group may be substituted by halogen atoms, the -CH2- in the alkyl group may be substituted by -CH=CH-, -O-, -COO-, -OCO- or -OCOO- but the -O- is not continuous,

[0077] X y2a and X y3aEach independently represents a single bond or an alkylene group having 1 to 6 carbon atoms, wherein the hydrogen atoms in the alkylene group may be substituted by fluorine atoms, chlorine atoms or cyano groups, and the -CH2- in the alkylene group may be substituted by -CH=CH-, -CO-, -COO-, -OCO-, -OCOO-, -O- or -S-, but two or more -O- groups are not consecutive and thus adjacent,

[0078] R y1a and R y2a Each independently represents a group selected from a hydrogen atom, a halogen atom, a cyano group, a P y2a -S y2a -, a group consisting of a linear or branched alkyl group having 1 to 12 carbon atoms or a structure represented by the general formula (Y), wherein the hydrogen atoms in the alkyl group may be substituted by fluorine atoms, chlorine atoms, cyano groups, P y2 -S y2 - or a structure represented by the general formula (Y), wherein the -CH2- in the alkyl group may be substituted by -CH=CH-, -CO-, -COO-, -OCO-, -O- or -S-, but two or more -O- are not consecutive and adjacent,

[0079] 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 replaced by P y2a -S y2a -, fluorine atom, chlorine atom or cyano group, the -CH2- in the alkylene group may be substituted by -CH=CH-, -CO-, -COO-, -OCO-, -O- or -S-, but two or more -O- are not consecutive and adjacent,

[0080] P y1a and P y2a Each independently represents a substituent selected from the group represented by formula (P-1) to formula (P-14),

[0081] [Chemistry 8]

[0082]

[0083] (Wherein, the black dots represent y1a or S y2a ,

[0084] S y1a and S y2a is a single bond or a straight or branched alkylene group having 1 to 8 carbon atoms, the hydrogen atoms in the alkylene group may be substituted by fluorine atoms, chlorine atoms or cyano groups, and the -CH2- in the alkylene group may be substituted by -CH=CH-, -CO-, -COO-, -OCO-, -O- or -S-, but two or more -O- groups are not consecutive and adjacent,

[0085] Z y1a and Z y2a Each independently represents a single bond, -C2H4-, -C4H8-, -OCH2-, -CH2O-, -COO-, -OCO-, -OCOOCH2-, -CH2OCOO-, -OCH2CH2O-, -CH=CRa-COO-, -CH=CRa-OCO-, -COO-CRa=CH-, -OCO-CRa=CH-, -COO-CRa=CH-COO-, -COO-CRa=CH-OCO-, -O CO-CRa=CH-COO-, -OCO-CRa=CH-OCO-, -COOC2H4-, -OCOC2H4-, -C2H4OCO-, -CH=CH-, -CF=CF-, -CF=CH-, -CH=CF-, -CF2O-, -OCF2-, -CF2CH2-, -CH2CF2-, -CF2CF2- or -C≡C- (wherein Ra each independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms),

[0086] 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),

[0087] [Chemistry 9]

[0088]

[0089] (In the formula, a bond may be present at any position, any -CH= may be independently substituted by -N=, and any -CH2- may be independently substituted by -O-, -S-, or -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 -, a fluorine atom, a chlorine atom, a cyano group, a linear or branched alkyl group having 1 to 30 carbon atoms, or a structure represented by the general formula (Y), wherein the hydrogen atom in the alkyl group may be replaced by a fluorine atom, a chlorine atom, a P y2 -S y2 - or cyano, the -CH2- in the alkyl group 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.

[0090] m a and n a Each independently represents an integer from 0 to 3, wherein the sum of m+n is 0 to 4,

[0091] Among them, P contained in the structure represented by general formula (Y-1) y1a and P y2a The total number of is at least 1.)

[0092] 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.

[0093] [Chemistry 10]

[0094]

[0095] [Chemistry 11]

[0096]

[0097] (Where X y1a , X y2a , X y3a , R y2a , S y2a , S y3a , P y2a , Z y1a , Z y2a 、M y1a 、M y2a 、M y3a 、m a and n a Indicates that X in formula (Y-1-A1) y1a , X y2a , X y3a , R y2a , S y2a , S y3a , P y2a , Z y1a , Z y2a 、M y1a 、M y2a 、M y3a 、m a and n a Same meaning.)

[0098] In particular, in the structure represented by formula (Y-1-A3), since the polymerizing groups are located at both ends of the ring structure, the rigidity of the cross-linked polymer obtained by polymerization is increased and the tilt stability is improved, which is preferred.

[0099] 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.

[0100] [Chemistry 12]

[0101]

[0102] [Chemistry 13]

[0103]

[0104] (Where X y1b Represents CR y3b or nitrogen atom, R y3b represents a hydrogen atom, a P y1b -S y1b - or a group consisting of a linear or branched alkyl group having 1 to 6 carbon atoms, wherein the -CH2- in the alkyl group may be substituted by -O-, -COO- or -OCO- but the -O- groups are not continuous,

[0105] X y2b is a straight-chain alkylene group having 1 to 3 carbon atoms,

[0106] 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 -CH2- in the alkyl group may be substituted by -COO-, -OCO- or -O-, but two or more -O- are not consecutive and adjacent,

[0107] 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 replaced by P y2b -S y2b - or fluorine atoms, the -CH2- in the alkylene group may be substituted by -COO-, -OCO- or -O-, but two or more -O- will not be consecutive and adjacent,

[0108] P y1b and P y2b Each independently represents formula (P-1) or formula (P-2),

[0109] [Chemistry 14]

[0110]

[0111] (Wherein, the black dots represent y1b or S y2b ,

[0112] S y1b and S y2bis a single bond or a straight-chain alkylene group having 1 to 6 carbon atoms, the hydrogen atoms in the alkylene group may be substituted by fluorine atoms, and the -CH2- in the alkylene group may be substituted by -COO-, -OCO- or -O-, but two or more -O- are not consecutive and adjacent,

[0113] Z y1b and Z y2b Each independently represents a single bond, -C2H4-, -OCH2-, -CH2O-, -COO-, -OCO-, -OCH2CH2O-, -CH=CRa-COO-, -CH=CRa-OCO-, -COO-CRa=CH-, -OCO-CRa=CH-, -COOC2H4-, -OCOC2H4-, -C2H4OCO-, -CH=CH-, -CF2O-, -OCF2-, or -C≡C- (wherein Ra each independently represents a hydrogen atom or an alkyl group having 1 to 2 carbon atoms), and M y2b is a group represented by formula (T-4-1) or formula (T-4-2),

[0114] [Chemistry 15]

[0115]

[0116] (wherein, the bonding bonds are respectively y3b , Z y1b and Z y2b any combination of

[0117] M y1b and M y3b Each independently represents a group selected from the following formula (A-1) to formula (A-8),

[0118] [Chemistry 16]

[0119]

[0120] 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 the -CH2- in the alkyl group may be substituted by -COO-, -OCO- or -O-, but two or more -O- are not consecutive and adjacent,

[0121] m b and n b Each independently represents an integer from 0 to 2, wherein the sum of m+n is 0 to 2,

[0122] Among them, P contained in the structure represented by formula (Y-1-B1) or formula (Y-1-B2) y1b and Py2b The total number of is 1 or more and 3 or less.)

[0123] 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.

[0124] [Chemistry 17]

[0125]

[0126] (Where S y3b , S y2b , Z y1b , Z y2b 、M y1b 、M y3b 、m b and n b Each represents the same as S in formula (Y-1-B1) or formula (Y-1-B2) y3b , S y2b , Z y1b , Z y2b 、M y1b 、M y3b 、m b and n b Same meaning.)

[0127] In addition, the polymerizable compound represented by the general formula (Y-1) is also preferably present in S y3b This is because, by placing the structure represented by the general formula (Y) and the polymerizing group in close proximity, a cross-linked polymer can be formed in a position close to the substrate surface, further enhancing the effect of improving the VHR.

[0128] As the polymerizable compound represented by the general formula (Y-1) of the present invention, specifically preferred are compounds represented by the general formula (Y-1-1) to the general formula (Y-12-10). Among the compounds represented by the general formula (Y-1-1) to the general formula (Y-12-10), preferred are compounds represented by the general formula (Y-1-1) to the general formula (Y-9-10).

[0129] [Chemistry 18]

[0130]

[0131] [Chemistry 19]

[0132]

[0133] [Chemistry 20]

[0134]

[0135] [Chemistry 21]

[0136]

[0137] [Chemistry 22]

[0138]

[0139] [Chemistry 23]

[0140]

[0141] [Chemistry 24]

[0142]

[0143] [Chemistry 25]

[0144]

[0145] [Chemistry 26]

[0146]

[0147] [Chemistry 27]

[0148]

[0149] [Chemistry 1]

[0150]

[0151] [Chemistry 29]

[0152]

[0153] [Chemistry 30]

[0154]

[0155] [Chemistry 31]

[0156]

[0157] Hereinafter, when the content in the liquid crystal composition of the present invention is indicated by "%", it represents weight % unless otherwise specified.

[0158] In the liquid crystal composition of the present invention, the lower limit of the content of the compound containing the structure represented by the general formula (Y) 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%.

[0159] 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 the general formula (Y) 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%.

[0160] Further detailed description, 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 the general formula (Y) 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 the general formula (Y) 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 adjust within the range of 0.1 to 0.5% by mass.

[0161] 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.

[0162] [Chemistry 32]

[0163]

[0164] (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 -CH2- in the alkyl group may be independently substituted by -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-,

[0165] n L1 represents 0, 1, 2 or 3,

[0166] A L1 , A L2 and A L3 Each independently represents a group selected from the group consisting of:

[0167] (a) 1,4-cyclohexylene (one -CH2- or two or more non-adjacent -CH2- in the group may be substituted with -O-.) and

[0168] (b) 1,4-phenylene (one -CH= or two or more non-adjacent -CH= in the group may be substituted with -N=.)

[0169] (c) naphthalene-1,4-diyl, 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=.)

[0170] The above-mentioned group (a), group (b) and group (c) may each independently be substituted by a cyano group, a fluorine atom or a chlorine atom.

[0171] Z L1 and Z L2 Each independently represents a single bond, -CH2CH2-, -(CH2)4-, -OCH2-, -CH2O-, -COO-, -OCO-, -OCF2-, -CF2O-, -CH=NN=CH-, -CH=CH-, -CF=CF- or -C≡C-,

[0172] 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).

[0173] 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.

[0174] 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.

[0175] 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%.

[0176] In the case where the viscosity of the composition of the present invention is kept low, the composition with fast response speed is needed, preferably 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, the composition with good temperature stability is needed, preferably the above lower limit is high and the upper limit is high. In addition, in order to keep the driving voltage low and want to increase the dielectric anisotropy, preferably the above lower limit is low and the upper limit is low.

[0177] 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.

[0178] The number of halogen atoms present in the molecule is preferably 0, 1, 2 or 3, more preferably 0 or 1, and when compatibility with other liquid crystal molecules is emphasized, 1 is preferred.

[0179] R L1and 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.

[0180] 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.)

[0181] [Chemistry 33]

[0182]

[0183] 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.

[0184] A L1 , A L2 and A L3 When it is required to increase Δn, an aromatic group is preferred, and an aliphatic group is preferred for improving the response speed. Each of the above groups is independently preferably a 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. More preferably, the following structure is represented:

[0185] [Chemistry 34]

[0186]

[0187] More preferably, it represents trans-1,4-cyclohexylene or 1,4-phenylene.

[0188] Z L1 and Z L2 When emphasis is placed on response speed, a single bond is preferred.

[0189] The compound represented by the general formula (L) preferably has 0 or 1 halogen atom in the molecule.

[0190] 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-8).

[0191] The compound represented by the general formula (L-1) is the following compound.

[0192] [Chemistry 35]

[0193]

[0194] (Where R L11 and R L12 Each independently represents the same as R in the general formula (L) L1 and R L2 Same meaning.)

[0195] 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.

[0196] 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.

[0197] 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.

[0198] 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 medium and the upper limit is medium. In addition, in order to keep the driving voltage low and to increase the dielectric anisotropy, it is preferred that the above lower limit is low and the upper limit is low.

[0199] 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).

[0200] [Chemistry 36]

[0201]

[0202] (Where R L12 has the same meaning as in the general formula (L-1).

[0203] 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).

[0204] [Chemistry 37]

[0205]

[0206] 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%.

[0207] 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).

[0208] [Chemistry 38]

[0209]

[0210] (Where R L12 has the same meaning as in the general formula (L-1).

[0211] 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%.

[0212] 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%.

[0213] [Chemistry 39]

[0214]

[0215] 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%.

[0216] 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%.

[0217] 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).

[0218] [Chemistry 40]

[0219]

[0220] (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.)

[0221] 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.

[0222] 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%.

[0223] 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%.

[0224] [Chemistry 41]

[0225]

[0226] 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%.

[0227] 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).

[0228] [Chemistry 42]

[0229]

[0230] (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.)

[0231] 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.

[0232] 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%.

[0233] 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%.

[0234] 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).

[0235] [Chemistry 43]

[0236]

[0237] 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%.

[0238] 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% relative to the total amount of the composition of the present invention, 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).

[0239] 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).

[0240] [Chemistry 44]

[0241]

[0242] (Where R L17 and R L18 Each independently represents a methyl group or a hydrogen atom. )

[0243] 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%.

[0244] 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).

[0245] [Chemistry 45]

[0246]

[0247] The compound represented by the general formula (L-2) is the following compound.

[0248] [Chemistry 46]

[0249]

[0250] (Where R L21 and R L22 Each independently represents the same as R in the general formula (L) L1 and R L2 Same meaning.)

[0251] 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.

[0252] 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.

[0253] 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 drip marks and screen burn-in characteristics, it is preferable to set the content range to the middle.

[0254] 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%.

[0255] 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).

[0256] [Chemistry 47]

[0257]

[0258] The compound represented by the general formula (L-3) is the following compound.

[0259] [Chemistry 48]

[0260]

[0261] (Where R L31 and R L32 Each independently represents the same as R in the general formula (L) L1 and R L2 Same meaning.)

[0262] 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.

[0263] 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.

[0264] 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%.

[0265] 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.

[0266] 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).

[0267] [Chemistry 49]

[0268]

[0269] The compound represented by the general formula (L-4) is the following compound.

[0270] [Chemistry 50]

[0271]

[0272] (Where R L41 and R L42 Each independently represents the same as R in the general formula (L) L1 and R L2 Same meaning.)

[0273] 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.)

[0274] 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.

[0275] 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.

[0276] 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%.

[0277] 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).

[0278] [Chemistry 51]

[0279]

[0280] 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%.

[0281] 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%.

[0282] 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).

[0283] [Chemistry 52]

[0284]

[0285] 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).

[0286] 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%.

[0287] 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%.

[0288] 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).

[0289] [Chemistry 53]

[0290]

[0291] The compound represented by the general formula (L-5) is the following compound.

[0292] [Chemistry 54]

[0293]

[0294] (Where R L51 and R L52 Each independently represents the same as R in the general formula (L) L1 and R L2 Same meaning.)

[0295] 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.

[0296] 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.

[0297] 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 anisotropy, etc.

[0298] 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%.

[0299] 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).

[0300] 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%.

[0301] [Chemistry 55]

[0302]

[0303] The compound represented by general formula (L-5) is preferably a compound represented by formula (L-5.3) or formula (L-5.4).

[0304] 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%.

[0305] [Chemistry 56]

[0306]

[0307] 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).

[0308] 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%.

[0309] [Chemistry 57]

[0310]

[0311] The compound represented by the general formula (L-6) is the following compound.

[0312] [Chemistry 58]

[0313]

[0314] (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. )

[0315] 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.

[0316] 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.

[0317] 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 reduce the content.

[0318] The compound represented by general formula (L-6) is preferably a compound represented by formula (L-6.1) to formula (L-6.9).

[0319] [Chemistry 59]

[0320]

[0321] 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).

[0322] 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.

[0323] [Chemistry 60]

[0324]

[0325] 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%.

[0326] The compound represented by the general formula (L-7) is the following compound.

[0327] [Chemistry 61]

[0328]

[0329] (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. )

[0330] 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.

[0331] 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.

[0332] 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.

[0333] 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%.

[0334] 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.

[0335] 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).

[0336] [Chemistry 62]

[0337]

[0338] 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).

[0339] [Chemistry 63]

[0340]

[0341] 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).

[0342] [Chemistry 64]

[0343]

[0344] 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).

[0345] [Chemistry 65]

[0346]

[0347] 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).

[0348] [Chemistry 66]

[0349]

[0350] Furthermore, the compound represented by general formula (L-7) is preferably a compound represented by formula (L-7.51) to formula (L-7.53).

[0351] [Chemistry 67]

[0352]

[0353] The compound represented by the general formula (L-8) is the following compound.

[0354] [Chemistry 68]

[0355]

[0356] (Where R L71 and R L72 Each independently represents the same as R in the general formula (L) L1and 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. )

[0357] 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.

[0358] 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.

[0359] 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.

[0360] 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%.

[0361] 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.

[0362] 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).

[0363] [Chemistry 69]

[0364]

[0365] 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).

[0366] [Chemistry 70]

[0367]

[0368] 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).

[0369] [Chemistry 71]

[0370]

[0371] 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).

[0372] [Chemistry 72]

[0373]

[0374] 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).

[0375] [Chemistry 73]

[0376]

[0377] Furthermore, the compound represented by general formula (L-7) is preferably a compound represented by formula (L-7.51) to formula (L-7.53).

[0378] [Chemistry 74]

[0379]

[0380] 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).

[0381] [Chemistry 75]

[0382]

[0383] (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, and one or two or more non-adjacent -CH2- in the alkyl group may be independently substituted by -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-,

[0384] A N11 , A N12 , A N21 , A N22 , A N31 and A N32 Each independently represents a group selected from the group consisting of:

[0385] (a) 1,4-cyclohexylene (one -CH2- or two or more non-adjacent -CH2- in the group may be substituted with -O-),

[0386] (b) 1,4-phenylene (one -CH= or two or more non-adjacent -CH= in the group may be substituted with -N=.)

[0387] (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

[0388] (d) 1,4-cyclohexenylene

[0389] 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.

[0390] Z N11 , Z N12 , Z N21 , Z N22 , ZN31 and Z N32 Each independently represents a single bond, -CH2CH2-, -(CH2)4-, -OCH2-, -CH2O-, -COO-, -OCO-, -OCF2-, -CF2O-, -CH=NN=CH-, -CH=CH-, -CF=CF- or -C≡C-,

[0391] X N21 represents a hydrogen atom or a fluorine atom,

[0392] T N31 represents -CH2- or oxygen atom,

[0393] 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.)

[0394] The compounds represented by the general formulae (N-1), (N-2) and (N-3) are preferably compounds having a negative Δε and an absolute value greater than 3.

[0395] 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).

[0396] 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.

[0397] 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.)

[0398] [Chemistry 76]

[0399]

[0400] 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,

[0401] [Chemistry 77]

[0402]

[0403] More preferably, it represents trans-1,4-cyclohexylene, 1,4-cyclohexenylene or 1,4-phenylene.

[0404] Z N11 , Z N12 , Z N21 , Z N22 , Z N31 and Z N32 Each independently preferably represents -CH2O-, -CF2O-, -CH2CH2-, -CF2CF2- or a single bond, more preferably -CH2O-, -CH2CH2- or a single bond, particularly preferably -CH2O- or a single bond.

[0405] X N21 Preferred is a fluorine atom.

[0406] T N31 Preferred is an oxygen atom.

[0407] 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.

[0408] 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%.

[0409] 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%.

[0410] 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%.

[0411] In the case where the viscosity of the composition of the present invention is kept low, requiring a fast response speed composition, preferably the above lower limit is low and the upper limit is low. Further, in the case where the Tni of the composition of the present invention is kept high, requiring a good temperature stability composition, preferably 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, preferably the above lower limit is high and the upper limit is high.

[0412] 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).

[0413] [Chemistry 78]

[0414]

[0415] (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.)

[0416] 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).

[0417] The compound represented by the general formula (N-1-1) is the following compound.

[0418] [Chemistry 79]

[0419]

[0420] (Where R N111 and R N112Each independently represents the same as R in the general formula (N-1) N11 and R N12 Same meaning.)

[0421] 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.

[0422] 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.

[0423] 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.

[0424] 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%.

[0425] 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).

[0426] [Chemistry 80]

[0427]

[0428] 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.

[0429] The compounds represented by the general formula (N-1-2) are the following compounds.

[0430] [Chemistry 81]

[0431]

[0432] (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.)

[0433] 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.

[0434] 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.

[0435] 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 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.

[0436] 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%.

[0437] 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.

[0438] [Chemistry 82]

[0439]

[0440] 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%.

[0441] The compounds represented by the general formula (N-1-3) are the following compounds.

[0442] [Chemistry 83]

[0443]

[0444] (Where R N131and R N132 Each independently represents the same as R in the general formula (N-1) N11 and R N12 Same meaning.)

[0445] 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.

[0446] 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.

[0447] 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.

[0448] 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%.

[0449] 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).

[0450] [Chemistry 84]

[0451]

[0452] 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.

[0453] The compound represented by the general formula (N-1-4) is the following compound.

[0454] [Chemistry 85]

[0455]

[0456] (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.)

[0457] 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.

[0458] 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.

[0459] 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.

[0460] 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%.

[0461] 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).

[0462] [Chemistry 86]

[0463]

[0464] 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.

[0465] The compounds represented by the general formula (N-1-5) are the following compounds.

[0466] [Chemistry 87]

[0467]

[0468] (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.)

[0469] 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.

[0470] 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.

[0471] 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 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.

[0472] 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%.

[0473] 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).

[0474] [Chemistry 88]

[0475]

[0476] 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.

[0477] The compound represented by the general formula (N-1-10) is the following compound.

[0478] [Chemistry 89]

[0479]

[0480] (Where R N1101and R N1102 Each independently represents the same as R in the general formula (N-1) N11 and R N12 Same meaning.)

[0481] 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.

[0482] 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.

[0483] 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.

[0484] 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%.

[0485] 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).

[0486] [Chemistry 90]

[0487]

[0488] 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.

[0489] The compound represented by the general formula (N-1-11) is the following compound.

[0490] [Chemistry 91]

[0491]

[0492] (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.)

[0493] 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.

[0494] 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.

[0495] 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 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.

[0496] 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%.

[0497] 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).

[0498] [Chemistry 92]

[0499]

[0500] 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.

[0501] The compound represented by the general formula (N-1-12) is the following compound.

[0502] [Chemistry 93]

[0503]

[0504] (Where R N1121 and R N1122 Each independently represents the same as R in the general formula (N-1) N11 and R N12 Same meaning.)

[0505] 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.

[0506] 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.

[0507] 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.

[0508] 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%.

[0509] The compound represented by the general formula (N-1-13) is the following compound.

[0510] [Chemistry 94]

[0511]

[0512] (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.)

[0513] 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.

[0514] 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.

[0515] 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.

[0516] 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%.

[0517] The compound represented by the general formula (N-1-14) is the following compound.

[0518] [Chemistry 95]

[0519]

[0520] (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.)

[0521] 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.

[0522] 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.

[0523] 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.

[0524] 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%.

[0525] The compound represented by the general formula (N-1-15) is the following compound.

[0526] [Chemistry 96]

[0527]

[0528] (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.)

[0529] 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.

[0530] 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.

[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 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.

[0532] 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%.

[0533] The compound represented by the general formula (N-1-16) is the following compound.

[0534] [Chemistry 97]

[0535]

[0536] (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.)

[0537] 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.

[0538] 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.

[0539] 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.

[0540] 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%.

[0541] The compound represented by the general formula (N-1-17) is the following compound.

[0542] [Chemistry 98]

[0543]

[0544] (Where R N1171 and R N1172Each independently represents the same as R in the general formula (N-1) N11 and R N12 Same meaning.)

[0545] 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.

[0546] 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.

[0547] 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.

[0548] 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%.

[0549] The compound represented by the general formula (N-1-18) is the following compound.

[0550] [Chemistry 99]

[0551]

[0552] (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.)

[0553] 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. N1182It 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.

[0554] 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.

[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-1-18) 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%.

[0557] 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).

[0558] [Chemical 100]

[0559]

[0560] The compound represented by the general formula (N-1-20) is the following compound.

[0561] [Chemistry 101]

[0562]

[0563] (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.)

[0564] RN1201 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.

[0565] 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.

[0566] 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.

[0567] 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%.

[0568] The compound represented by the general formula (N-1-21) is the following compound.

[0569] [Chemistry 102]

[0570]

[0571] (Where R N1211 and R N1212 Each independently represents the same as R in the general formula (N-1) N11 and R N12 Same meaning.)

[0572] 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.

[0573] 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.

[0574] 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.

[0575] 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%.

[0576] The compound represented by the general formula (N-1-22) is the following compound.

[0577] [Chemistry 103]

[0578]

[0579] (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.)

[0580] 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.

[0581] 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.

[0582] 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.

[0583] 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%.

[0584] 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).

[0585] [Chemistry 104]

[0586]

[0587] 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).

[0588] [Chemistry 105]

[0589]

[0590] (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.)

[0591] R N321 and R N322 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 or a pentyl group.

[0592] 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.

[0593] 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.

[0594] 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%.

[0595] 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).

[0596] [Chemistry 106]

[0597]

[0598] 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).

[0599] [Chemistry 107]

[0600]

[0601] (Where R J1 represents an alkyl group having 1 to 8 carbon atoms, wherein one or two or more non-adjacent -CH2- groups in the alkyl group may each independently be substituted with -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-,

[0602] n J1 represents 0, 1, 2, 3 or 4,

[0603] A J1 , A J2 and A J3 Each independently represents a group selected from the group consisting of:

[0604] (a) 1,4-cyclohexylene (One -CH2- or two or more non-adjacent -CH2- in this group may be substituted by -O-.)

[0605] (b) 1,4-phenylene (one -CH= or two or more non-adjacent -CH= in the group may be substituted with -N=.) and

[0606] (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=.)

[0607] 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.

[0608] Z J1 and Z J2 Each independently represents a single bond, -CH2CH2-, -(CH2)4-, -OCH2-, -CH2O-, -OCF2-, -CF2O-, -COO-, -OCO- or -C≡C-,

[0609] 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.

[0610] 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. )

[0611] In the general formula (J), R J1Preferably 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).

[0612] 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.

[0613] 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.

[0614] 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.)

[0615] [Chemistry 108]

[0616]

[0617] 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,

[0618] [Chemistry 109]

[0619]

[0620] More preferably, the following structure is represented.

[0621] [Chemistry 110]

[0622]

[0623] Z J1 and Z J2 Each independently preferably represents -CH2O-, -OCH2-, -CF2O-, -CH2CH2-, -CF2CF2- or a single bond, more preferably -OCH2-, -CF2O-, -CH2CH2- or a single bond, particularly preferably -OCH2-, -CF2O- or a single bond.

[0624] X J1 A fluorine atom or a trifluoromethoxy group is preferred, and a fluorine atom is preferred.

[0625] 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.

[0626] 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.

[0627] 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.

[0628] 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.

[0629] In the case where the viscosity of the composition of the present invention is to be kept 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 value lower and the upper limit value lower. In addition, in order to maintain a low driving voltage and increase the dielectric anisotropy, it is preferred to make the lower limit value higher and the upper limit value higher.

[0630] 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.

[0631] The compound represented by the general formula (J) is preferably a compound represented by the general formula (M).

[0632] 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 greater than 2).

[0633] [Chemistry 111]

[0634]

[0635] (Where R M1 represents an alkyl group having 1 to 8 carbon atoms, wherein one or two or more non-adjacent -CH2- groups in the alkyl group may each independently be substituted with -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-,

[0636] n M1 represents 0, 1, 2, 3 or 4,

[0637] A M1 and A M2 Each independently represents a group selected from the group consisting of:

[0638] (a) 1,4-cyclohexylene (one -CH2- or two or more non-adjacent -CH2- in the group may be substituted by -O- or -S-.) and

[0639] (b) 1,4-phenylene (one -CH= or two or more non-adjacent -CH= in the group may be substituted with -N=.)

[0640] The hydrogen atoms on the above groups (a) and (b) may be independently substituted by cyano groups, fluorine atoms or chlorine atoms.

[0641] Z M1 and Z M2 Each independently represents a single bond, -CH2CH2-, -(CH2)4-, -OCH2-, -CH2O-, -OCF2-, -CF2O-, -COO-, -OCO- or -C≡C-,

[0642] 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 4M1 When there are multiple, they can be the same or different.

[0643] X M1 and X M3 each independently represents a hydrogen atom, a chlorine atom or a fluorine atom,

[0644] 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.

[0645] 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).

[0646] 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.

[0647] 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.

[0648] 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.)

[0649] [Chemistry 112]

[0650]

[0651] A M1 and A M2Each 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,

[0652] [Chemistry 113]

[0653]

[0654] More preferably, the following structure is represented.

[0655] [Chemistry 114]

[0656]

[0657] Z M1 and Z M2 Each independently preferably represents -CH2O-, -CF2O-, -CH2CH2-, -CF2CF2- or a single bond, more preferably -CF2O-, -CH2CH2- or a single bond, particularly preferably -CF2O- or a single bond.

[0658] n M1 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.

[0659] 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.

[0660] 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.

[0661] 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.

[0662] In the case where the viscosity of the composition of the present invention is to be kept 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 value lower and the upper limit value lower. In addition, in order to maintain a low driving voltage and increase the dielectric anisotropy, it is preferred to make the lower limit value higher and the upper limit value higher.

[0663] The liquid crystal composition of the present invention contains a compound having a structure represented by formula (Y) 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,

[0664] [Chemistry 115]

[0665]

[0666] (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 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,

[0667] P p1 and P p2 Each independently represents the general formula (P p1 -1)~Formula(P p1 -9) any one of the following,

[0668] [Chemistry 116]

[0669]

[0670] (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.)

[0671] Sp p1 and Sp p2 Each independently represents a single bond or a spacer,

[0672] 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)2-OCO-, -OCO-(CH2)2-, -(C=O)-O-(CH2)2-, -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, 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 ones, they may be the same or different.)

[0673] Ap1 , A p2 and A p3 Each independently represents a group selected from the group consisting of:

[0674] (a p )1,4-cyclohexylene (One -CH2- or two or more non-adjacent -CH2- in the group may be substituted by -O-.)

[0675] (b p ) 1,4-phenylene (one -CH= or two or more non-adjacent -CH= in the group may be substituted with -N=.) and

[0676] (c p ) 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.)

[0677] 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,

[0678] 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. ).

[0679] Furthermore, it is preferred that the polymerizable compound be contained in one or more species.

[0680] In the general formula (P) of the present invention, R p1 Preferably -Sp p2 -P p2 .

[0681] P p1 and P p2 Each independently preferably is of the formula (P p1 -1)~Formula(P p1 -3), preferably (Pp1 -1).

[0682] R p11 and R p12 Each independently is preferably a hydrogen atom or a methyl group.

[0683] t p11 Preferably 0 or 1.

[0684] W p11 Preferred is a single bond, a methylene group or an ethylene group.

[0685] m p1 Preferably it is 0, 1 or 2, preferably 0 or 1.

[0686] Z p1 and Z p2 Each is independently preferably a single bond, -OCH2-, -CH2O-, -CO-, -C2H4-, -COO-, -OCO-, -COOC2H4-, -OCOC2H4-, -C2H4OCO-, -C2H4COO-, -CH=CH-, -CF2-, -CF2O-, -(CH2)2-COO-, -(CH2)2-OCO-, -OCO-(CH2)2-, -CH=CH-COO-, -COO-CH=CH-, -OCOCH=CH-, -COO-(CH2)2-, -OCF2- or -C≡C-, preferably a single bond, -OCH2-, -CH2O-, -C2H4-, -COO-, -OCO-, -COOC2H4-, -OCOC2H4-, -C2H4OCO-, -C2H4COO-, -CH=CH-, -(CH2)2-COO-, -(CH2)2-OCO- , -OCO-(CH2)2-, -CH=CH-COO-, -COO-CH=CH-, -OCOCH=CH-, -COO-(CH2)2- or -C≡C-, preferably only one of -OCH2-, -CH2O-, -C2H4-, -COO-, -OCO-, -COOC2H4-, -OCOC2H4-, -C2H4OCO-, -C2H4COO-, -CH=CH-, -(CH2)2-COO-, -(CH2)2-OCO-, -OCO-(CH2)2-, -CH=CH-COO-, -COO-CH=CH-, -OCOCH=CH-, -COO-(CH2)2- or -C≡C-, and all the others are single bonds. Preferably, only one of them is -OCH2-, -CH2O-, -C2H4-, -COO- or -OCO- in the molecule, and all the others are single bonds. Preferably, all are single bonds.

[0687] In addition, the presence of Z in the molecule p1 and Zp2 Only one of them is a linking group selected from the group consisting of -CH=CH-COO-, -COO-CH=CH-, -(CH2)2-COO-, -(CH2)2-OCO-, -O-CO-(CH2)2-, and -COO-(CH2)2-, and the others are preferably single bonds.

[0688] Sp p1 and Sp p2 Each independently represents a single bond or a spacer, the spacer is preferably an alkylene group having 1 to 30 carbon atoms, the -CH2- in the alkylene group can be replaced by -O-, -CO-, -COO-, -OCO-, -CH=CH- or -C≡C- as long as the oxygen atoms are not directly connected to each other, the hydrogen atoms in the alkylene group can be replaced by halogen atoms, and it is preferably a straight-chain alkylene group having 1 to 10 carbon atoms or a single bond.

[0689] A p1 , A p2 and 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.

[0690] Regarding 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), it preferably contains 0.05 to 10%, preferably contains 0.1 to 8%, preferably contains 0.1 to 5%, preferably contains 0.1 to 3%, preferably contains 0.2 to 2%, preferably contains 0.2 to 1.3%, preferably contains 0.2 to 1%, preferably contains 0.2 to 0.56%.

[0691] 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%.

[0692] 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%.

[0693] 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.

[0694] 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%.

[0695] 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.

[0696] 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.

[0697] If the content is too low, it will be difficult to show the effect of adding the compound containing the structure represented by formula (Y) and the compound represented by general formula (P) in the aforementioned 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.

[0698] 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).

[0699] [Chemistry 117]

[0700]

[0701] [Chemistry 118]

[0702]

[0703] [Chemistry 119]

[0704]

[0705] [Chemistry 120]

[0706]

[0707] [Chemistry 121]

[0708]

[0709] (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.)

[0710] 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).

[0711] [Chemistry 122]

[0712]

[0713] (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.)

[0714] 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).

[0715] [Chemistry 123]

[0716]

[0717] [Chemistry 124]

[0718]

[0719] (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.)

[0720] 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).

[0721] [Chemistry 125]

[0722]

[0723] [Chemistry 126]

[0724]

[0725] [Chemistry 127]

[0726]

[0727] [Chemistry 128]

[0728]

[0729] (Where P p41 , P p42 、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.)

[0730] 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.

[0731] The composition of the present invention may further contain a compound represented by the general formula (Q).

[0732] [Chemistry 129]

[0733]

[0734] (Where R Q represents a straight-chain alkyl group or a branched alkyl group having 1 to 22 carbon atoms, wherein one or more CH2 groups in the alkyl group may be substituted by -O-, -CH=CH-, -CO-, -OCO-, -COO-, -C≡C-, -CF2O-, or -OCF2- in a manner that the oxygen atom is not directly adjacent to the CH2 group, and M Q represents trans-1,4-cyclohexylene, 1,4-phenylene or a single bond. )

[0735] RQ M represents a straight-chain alkyl group or a branched-chain alkyl group having 1 to 22 carbon atoms, wherein one or more CH2 groups in the alkyl group may be substituted by -O-, -CH=CH-, -CO-, -OCO-, -COO-, -C≡C-, -CF2O-, or -OCF2- in a manner that the oxygen atom is not directly adjacent, and is preferably a straight-chain alkyl group, a straight-chain alkoxy group, a straight-chain alkyl group in which one CH2 group is substituted by -OCO- or -COO-, a branched alkyl group, a branched alkoxy group, or a branched alkyl group in which one CH2 group is substituted by -OCO- or -COO-, having 1 to 10 carbon atoms, and is further preferably a straight-chain alkyl group, a straight-chain alkyl group in which one CH2 group is substituted by -OCO- or -COO-, a branched alkyl group, a branched alkoxy group, or a branched alkyl group in which one CH2 group is substituted by -OCO- or -COO-. Q represents a trans-1,4-cyclohexylene group, a 1,4-phenylene group or a single bond, and preferably a trans-1,4-cyclohexylene group or a 1,4-phenylene group.

[0736] 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).

[0737] [Chemistry 130]

[0738]

[0739] 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 It is preferably 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.

[0740] 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%.

[0741] 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.

[0742] 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.

[0743] [Chemistry 131]

[0744]

[0745] [Chemistry 132]

[0746]

[0747] [Chemistry 133]

[0748]

[0749] [Chemistry 134]

[0750]

[0751] [Chemistry 135]

[0752]

[0753] [Chemistry 136]

[0754]

[0755] [Chemistry 137]

[0756]

[0757] [Chemistry 138]

[0758]

[0759] [Chemistry 139]

[0760]

[0761] (In the formula, n represents an integer from 0 to 20.)

[0762] 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%.

[0763] 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.

[0764] 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.

[0765] 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.

[0766] The rotational viscosity (γ1) of the liquid crystal composition of the present invention at 20°C 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.

[0767] 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.

[0768] 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.

[0769] 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 general formula (Y) in the aforementioned molecule, one or more compounds selected from compounds represented by general formula (J), and a compound represented by general formula (L).

[0770] In the entire liquid crystal composition involved in the present invention, the upper limit of the proportion of components composed only of compounds containing a structure represented by general formula (Y) 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%.

[0771] 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 general formula (Y) 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%, 99 mass%.

[0772] In the entire liquid crystal composition involved in the present invention, the upper limit of the proportion of components composed only of compounds containing a structure represented by the general formula (Y) in the aforementioned molecules, compounds represented by the general formula (P) and the 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%.

[0773] 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%.

[0774] 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 the general formula (Y) in the aforementioned molecule, one or more compounds selected from the compounds represented by the general formulas (N-1), (N-2) and (N-3), and a compound represented by the general formula (L).

[0775] In the entire liquid crystal composition involved in the present invention, the upper limit of the proportion of components composed only of compounds containing a structure represented by general formula (Y) 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%.

[0776] 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 general formula (Y) 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%.

[0777] In the entire liquid crystal composition of the present invention, the upper limit of the proportion of the components composed only of compounds whose molecules contain the structure represented by general formula (Y), general formula (N-1a), general formula (N-1b), general formula (N-1c), general formula (N-1d), general formula (N-1e) and compounds represented by 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%.

[0778] 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 whose molecules contain the structure represented by general formula (Y), general formula (N-1a), general formula (N-1b), general formula (N-1c), general formula (N-1d), general formula (N-1e) and compounds represented by 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%.

[0779] In the entire liquid crystal composition of the present invention, the upper limit of the proportion of components composed only of compounds containing a structure represented by general formula (Y) 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%.

[0780] 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 whose molecules contain the structure represented by general formula (Y), general formula (N-1-4), general formula (N-1b), general formula (N-1c), general formula (N-1d), general formula (N-1e) and compounds represented by 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%.

[0781] 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 the general formula (Y) in the aforementioned molecule, the compounds represented by the general formula (N-1a), the general formula (N-1b), the general formula (N-1c), the general formula (N-1d), the general formula (N-1e), the general formula (L-1), the general formula (L-3), the general formula (L-4), the general formula (L-5) and the general formula (L-6) 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%.

[0782] 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 the general formula (Y) in the aforementioned molecule, the compounds represented by the general formula (N-1a), the general formula (N-1b), the general formula (N-1c), the general formula (N-1d), the general formula (N-1e) and the general formula (L-1), the general formula (L-3), the general formula (L-4), the general formula (L-5) and the general formula (L-6) 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%.

[0783] In the entire liquid crystal composition according to the present invention, the upper limit of the proportion of the component consisting only of the compound having a structure represented by the general formula (Y) in the aforementioned molecule, the compound represented by the general formula (N-1a), the general formula (L-1), the general formula (L-3), the general formula (L-4), the general formula (L-5) and the general formula (L-6) 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%.

[0784] 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 whose molecules contain the structure represented by general formula (Y), 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%.

[0785] 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 a structure represented by the general formula (Y) in the aforementioned molecule, the compound represented by the general formula (N-1d), the general formula (L-1), the general formula (L-3), the general formula (L-4), the general formula (L-5) and the general formula (L-6) 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%.

[0786] 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 whose molecules contain the structure represented by general formula (Y), 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%.

[0787] 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.

[0788] 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.

[0789] 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.

[0790] 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.

[0791] 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.

[0792] 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.

[0793] In the present application, “substantially free” means that the substance does not contain anything except substances not intentionally contained.

[0794] (Liquid crystal display element)

[0795] 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.

[0796] 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 for liquid crystal display elements for PSA mode, PSVA mode, VA mode, PS-IPS mode, PS-FFS mode, IPS mode, and FFS mode.

[0797] 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 opposite to each other; 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 friction 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 also be provided on the aforementioned pixel electrode and the common electrode.

[0798] 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.

[0799] 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.

[0800] 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.

[0801] 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.

[0802] 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.

[0803] 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, or a non-polarized light source can 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.

[0804] The temperature at which the active energy rays such as ultraviolet rays or electron rays used to polymerize the polymerizable compound contained in the liquid crystal composition of the present invention are irradiated 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.

[0805] 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.

[0806] 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.

[0807] 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.

[0808] 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 replace with arbitrary process that can obtain the same effect, effect.

[0809] Example

[0810] 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.

[0811] 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.

[0812] (Sidechain)

[0813]

[0814] (Linking base)

[0815]

[0816] (Ring structure)

[0817] [Chemistry 140]

[0818]

[0819] In the examples, the properties measured are as follows.

[0820] Tni: Nematic phase-isotropic liquid phase transition temperature (℃)

[0821] Δn: Refractive index anisotropy at 20°C

[0822] Δε: Dielectric anisotropy at 20°C

[0823] γ1: Rotational viscosity at 20°C (mPa·s)

[0824] (Synthesis of Compounds Having a Structure Represented by General Formula (Y) in the Molecule)

[0825] (Synthesis of RM-1)

[0826] In a reaction vessel equipped with a stirring device, a condenser and a thermometer, 2.2 g (9.7 mmol) of 4-(4-hydroxyphenyl)thiomorpholine 1,1-dioxide, 2 g (15.5 mmol) of diisopropylethylamine and 11 ml of dichloromethane were added. The reaction vessel was kept below 5°C using an ice-cooled bath. Under a nitrogen atmosphere, 1.6 g (15.3 mmol) of methacryloyl chloride was slowly added dropwise. After the addition was completed, the reaction vessel was returned to room temperature and reacted for 5 hours. 60 ml of dichloromethane was added to the reaction solution, 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 2-fold amount (weight ratio) of a silica gel column to obtain 1.3 g of the compound shown in (RM-1).

[0827] [Chemistry 141]

[0828]

[0829] 1 H-NMR (solvent: deuterated chloroform): δ: 2.07 (s, 3H), 3.63 (dd, 4H), 3.93 (dd, 4H), 6.25-6.17 (m, 1H), 6.41-6.45 (m, 1H), 6.65-6.92 (m, 4H)

[0830] (Synthesis of RM-2)

[0831] In a reaction vessel equipped with a stirring device, a heating device and a thermometer, 6.9 g (50.0 mmol) of 4-hydroxyphenylboric acid, 11.5 g (49.7 mmol) of 4-bromo-2-(3-hydroxypropyl)phenol, 176 mg (0.24 mmol) of dichlorobis[di-tert-butyl(4-dimethylaminophenyl)phosphine]palladium(II), and 46 ml of tetrahydrofuran were added, and a 2M potassium carbonate aqueous solution (37.5 ml, 75 mmol) was added dropwise while heating at 65°C, and the mixture was reacted for 5 hours. 100 ml of ethyl acetate was added to the reaction solution, and the mixture was washed with a hydrochloric acid aqueous solution and further washed with a saturated saline solution, and the organic layer was dried over anhydrous sodium sulfate. After the solvent was distilled off, the mixture was purified using a silica gel column of twice the amount (weight ratio), and 13.5 g of the compound shown in (1) was obtained by recrystallization using hexane / ethyl acetate.

[0832] [Chemistry 142]

[0833]

[0834] In a reaction vessel equipped with a stirring device, a condenser and a thermometer, 8.3 g (46.6 mmol) of N-bromosuccinimide was dissolved in dichloromethane, and a dichloromethane solution (25 ml) of 12.5 g (47.7 mmol) of triphenylphosphine was added dropwise at -78°C while being cooled and stirred. While the resulting solution was cooled and stirred at -78°C, a dichloromethane solution (25 ml) of 10.0 g (40.9 mmol) of the compound shown in (1) was added dropwise, and the reaction temperature was raised to room temperature and reacted for 5 hours. 100 ml of toluene was added to the reaction solution, and the mixture was 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, the mixture was purified using a silica gel column of twice the amount (weight ratio), and 8.2 g of the compound shown in (2) was obtained by recrystallization using hexane / ethyl acetate.

[0835] [Chemistry 143]

[0836]

[0837] In a reaction vessel equipped with a stirring device, a heating device and a thermometer, 5.0 g (16.3 mmol) of the compound shown in (2), 11 g (81.4 mmol) of thiomorpholine 1,1-dioxide, 8.0 g (24.6 mmol) of cesium carbonate and 100 ml of tetrahydrofuran were added, and the mixture was heated at 65°C and reacted for 5 hours. 100 ml of ethyl acetate was added to the reaction solution, and the mixture was washed with an aqueous hydrochloric acid solution and further washed with saturated saline, and the organic layer was dried over anhydrous sodium sulfate. After the solvent was distilled off, the mixture was purified using a silica gel column of twice the amount (weight ratio), and 4.1 g of the compound shown in (3) was obtained by recrystallization using hexane / ethyl acetate.

[0838] [Chemistry 144]

[0839]

[0840] The compound represented by (3) was synthesized in the same manner as in the synthesis of (RM-1) to obtain 0.5 g of the compound represented by (RM-2).

[0841] [Chemistry 145]

[0842]

[0843] 1H-NMR (solvent: deuterated chloroform): δ: 1.89 (t, 2H), 2.02 (s, 6H), 2.42 (t, 2H), 2.62 (t, 2H), 2.89 (dd, 4H), 3.50 (dd, 4H), 6.25-6.17 (m, 2H), 6.41-6.45 (m, 2H), 7.15-7.82 (m, 7H)

[0844] (Synthesis of RM-3)

[0845] In a reaction vessel equipped with a stirring device, a heating device and a thermometer, 1.37 g (10.0 mmol) of 2-(4-aminophenyl)ethanol, 2.0 g (16.9 mmol) of divinyl sulfone, 62 mg (1.0 mmol) of boric acid, 15 ml of water and a few drops of glycerol were added, and the mixture was heated under reflux under a nitrogen atmosphere for 5 hours. 50 ml of ethyl acetate was added to the reaction solution, and the mixture was 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, the mixture was purified using a silica gel column with a 2-fold amount (weight ratio) to obtain 1.7 g of the compound shown in (4).

[0846] [Chemistry 146]

[0847]

[0848] The compound represented by (4) was synthesized in the same manner as in the synthesis of (RM-1) to obtain 1.8 g of the compound represented by (RM-3).

[0849] [Chemistry 147]

[0850]

[0851] 1 H-NMR (solvent: deuterated chloroform): δ: 2.03 (s, 3H), 2.82 (dd, 2H), 3.64 (dd, 4H), 3.92 (dd, 4H), 4.49 (dd, 2H), 6.25-6.17 (m, 1H), 6.41-6.45 (m, 1H), 6.67-6.91 (m, 4H)

[0852] (Synthesis of RM-4)

[0853] The same method as in the synthesis of (1) was used to obtain 2.1 g of the compound represented by (5) for 3-amino-4,4-dihydroxybiphenyl.

[0854] [Chemistry 148]

[0855]

[0856] The compound represented by (5) was synthesized in the same manner as in the synthesis of (RM-1) to obtain 0.9 g of the compound represented by (RM-4).

[0857] [Chemistry 149]

[0858]

[0859] 1 H-NMR (solvent: deuterated chloroform): δ: 2.03 (s, 6H), 3.62 (dd, 4H), 3.89 (dd, 4H), 6.25-6.17 (m, 2H), 6.41-6.45 (m, 2H), 6.67-7.15 (m, 5H), 7.67-7.71 (m, 2H)

[0860] (Synthesis of RM-5)

[0861] The same method as in the synthesis of (4) was used to obtain 5.2 g of the compound represented by (6) with respect to 2-amino-1,3-propanediol.

[0862] [Chemistry 150]

[0863]

[0864] In a reaction vessel equipped with a stirring device, a heating device and a thermometer, 5.0 g (23.9 mmol) of the compound shown in (6), 6.6 g (25.2 mmol) of triphenylphosphine, 6.8 g (25.1 mmol) of 4-hydroxy-4'-(tetrahydro-2H-pyran-2-yloxy)biphenyl and 50 ml of toluene were added, and 7.3 g (36.1 mmol) of diisopropyl azodicarboxylate was added dropwise while heating at 90°C under a nitrogen atmosphere, and the mixture was reacted at 90°C for 5 hours. 50 ml of ethyl acetate was added to the reaction solution, and the mixture was washed with water and further with saturated brine, and the organic layer was dried over anhydrous sodium sulfate. After the solvent was distilled off, the mixture was purified using a silica gel column in a twice amount (weight ratio) to obtain 8.3 g of the compound shown in (7).

[0865] [Chemistry 151]

[0866]

[0867] In a reaction vessel equipped with a stirring device, a heating device and a thermometer, 8.0 g (mmol) of the compound shown in (7), 40 ml of tetrahydrofuran and 10 ml of 10% hydrochloric acid were added, and the mixture was reacted at 40°C for 5 hours under a nitrogen atmosphere. 50 ml of ethyl acetate was added to the reaction solution, and the mixture was 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, the mixture was purified using a 2-fold amount (weight ratio) of a silica gel column to obtain 6.5 g of the compound shown in (8).

[0868] [Chemistry 152]

[0869]

[0870] The compound represented by (8) was synthesized in the same manner as in the synthesis of (RM-1) to obtain 0.9 g of the compound represented by (RM-5).

[0871] [Chemistry 153]

[0872]

[0873] (Synthesis of RM-6)

[0874] The same method as in the synthesis of (RM-5) was used to obtain 1.2 g of the compound represented by (RM-6) for 2-amino-2-methyl-1,3-propanediol.

[0875] [Chemistry 154]

[0876]

[0877] (Synthesis of RM-7)

[0878] The compound represented by (7) was synthesized in the same manner as in the synthesis of (RM-1) to obtain 2.1 g of the compound represented by (9).

[0879] [Chemistry 155]

[0880]

[0881] The compound represented by (9) was synthesized in the same manner as in the synthesis of (8) to obtain 1.1 g of the compound represented by (10).

[0882] [Chemistry 156]

[0883]

[0884] In a reaction vessel equipped with a stirring device, a condenser and a thermometer, 1.0 g (2.2 mmol) of the compound shown in (10), 0.85 g (6.6 mmol) of diisopropylethylamine and 5 ml of dichloromethane were added, the reaction vessel was kept below 5°C using an ice-cooled bath, and 0.3 g (3.3 mmol) of acryloyl 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 5 hours. 5 ml of dichloromethane was added to the reaction solution, washed with an aqueous hydrochloric acid solution, then 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 a silica gel column to obtain 0.9 g of the compound shown in (RM-7).

[0885] [Chemistry 157]

[0886]

[0887] (Synthesis of RM-8)

[0888] The same method as in the synthesis of (RM-1) was used to obtain 1.1 g of the compound represented by (RM-8) using 4-(4-hydroxyphenyl)tetrahydro-2H-thiopyran 1,1-dioxide.

[0889] [Chemistry 158]

[0890]

[0891] (Synthesis of RM-9)

[0892] In a reaction vessel equipped with a stirring device and a heating device, 1.1 g of 4,4'-dihydroxy-3-fluoro-3'-nitrobiphenyl, 110 mg of 20% Pd carbon powder (water-containing product) NX type manufactured by NECHEMCAT (KK) (catalyst), and 20 ml of tetrahydrofuran were added, and the mixture was reacted at 50° C. for 5 hours in a pressurized atmosphere of hydrogen (0.5 MPa). After the catalyst was removed by filtration, the solvent was distilled off, and then the mixture was purified using a silica gel column in a twice amount (weight ratio) to obtain 1.1 g of the compound shown in (11).

[0893]

[0894] The compound represented by (11) was synthesized in the same manner as in (4) to obtain 1.2 g of the compound represented by (12).

[0895] [Chemistry 159]

[0896]

[0897] The compound represented by (12) was synthesized in the same manner as in the synthesis of (RM-1) to obtain 0.7 g of the compound represented by (RM-9).

[0898] [Chemistry 160]

[0899]

[0900] 1 H-NMR (solvent: deuterated chloroform): δ: 2.02 (s, 6H), 3.60 (dd, 4H), 3.89 (dd, 4H), 6.17-6.24 (m, 2H), 6.41-6.44 (m, 2H), 6.67-7.14 (m, 4H), 7.67-7.70 (m, 2H)

[0901] (Synthesis of RM-10)

[0902] 5.1 g of the compound represented by (13) was obtained by using 4-hydroxy-3-methoxyphenylboronic acid and 2-amino-4-bromophenol in the same manner as in the synthesis of (1).

[0903] [Chemistry 161]

[0904]

[0905] The compound represented by (13) was synthesized in the same manner as in the synthesis of (4) to obtain 1.0 g of the compound represented by (14).

[0906] [Chemistry 162]

[0907]

[0908] The compound represented by (14) was synthesized in the same manner as in the synthesis of (RM-1) to obtain 0.7 g of the compound represented by (RM-10).

[0909] [Chemistry 163]

[0910]

[0911] 1 H-NMR (solvent: deuterated chloroform): δ: 2.01 (s, 6H), 3.83 (s, 3H), 3.60 (dd, 4H), 3.89 (dd, 4H), 6.16-6.24 (m, 2H), 6.41-6.43 (m, 2H), 6.68-7.14 (m, 3H), 7.68-7.70 (m, 2H)

[0912] The compound represented by (3) was synthesized in the same manner as in the synthesis of (RM-1) to obtain 0.6 g of the compound represented by (RM-11).

[0913] [Chemistry 164]

[0914]

[0915] GC-MS: m / z = 658.24

[0916] (Preparation and Evaluation Results of Liquid Crystal Composition)

[0917] (Method for manufacturing liquid crystal display element)

[0918] 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.

[0919] (Evaluation method of voltage holding ratio)

[0920] 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%.

[0921] (Evaluation method of tilt formation (pretilt angle change amount))

[0922] 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). The liquid crystal display element is irradiated with ultraviolet rays 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.

[0923] (Evaluation method for low temperature storage property)

[0924] 0.5 g of a liquid crystal composition containing a polymerizable compound was weighed into a test tube, and degassed for 15 minutes and purged with nitrogen to obtain a sample that can be stored at low temperatures. The sample was stored in a freezer at -20°C, and a score of 0 was given when no precipitation occurred within 10 days, a score of △ was given when precipitation occurred within 5 to 9 days, and a score of × was given when precipitation occurred within 5 days.

[0925] (Preparation and Evaluation Results of Liquid Crystal Composition)

[0926] 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.

[0927] [Table 1]

[0928] 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 γ1 [mPa·s] 125 105 132 134 104 99 154 135

[0929] These base compositions (LC-001) to (LC-008) were mixed with compounds represented by the following formulas (RM-1) to (RM-11) and (RM-12) to (RM-13) to prepare liquid crystal compositions.

[0930] [Chemistry 165]

[0931]

[0932] [Chemistry 166]

[0933]

[0934] (Examples 1 to 27)

[0935] 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 27 were carried out in the same manner. The results are shown in Table 2 below.

[0936] (Comparative Examples 1 to 9)

[0937] To 100 parts by mass of the base composition LC-001, 0.3 parts by mass of the formula (RM-13) 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.

[0938] [Table 2]

[0939]

[0940] 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 27. From the above results, it was confirmed that these Examples solved the problems of the present invention.

[0941] 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.

[0942] 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.

[0943] From the above results, it was confirmed that these comparative examples could not solve the problems of the present invention.

[0944] Furthermore, the liquid crystal compositions of Comparative Examples 3 to 8 also have insufficient voltage holding ratios and inappropriate changes in pretilt angles. In addition, as in Comparative Example 9, when the amount of addition is increased, the amount of unreacted monomers also increases, resulting in a low voltage holding ratio and a decrease in low-temperature storage properties. The above results confirm that Comparative Examples 1 to 9 cannot solve the problem of the present invention.

Claims

1. A liquid crystal composition comprising one or more compounds represented by the following formula (Y-1-B3) to formula (Y-1-B6), In the formula, 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 replaced by P y2b -S y2b - or fluorine atoms, the -CH2- in the alkylene group may be substituted by -COO-, -OCO- or -O-, but two or more -O- will not be consecutive and adjacent, P y2b Representing formula (P-1) or formula (P-2), [Chemistry 14] In the formula, the black dots represent the y2b The bond of S y2b is a single bond or a straight-chain alkylene group having 1 to 6 carbon atoms, the hydrogen atoms in the alkylene group may be substituted by fluorine atoms, and the -CH2- in the alkylene group may be substituted by -COO-, -OCO- or -O-, but two or more -O- are not consecutive and adjacent, Z y1b and Z y2b Each independently represents a single bond, -C2H4-, -OCH2-, -CH2O-, -COO-, -OCO-, -OCH2CH2O-, -CH=CRa-COO-, -CH=CRa-OCO-, -COO-CRa=CH-, -OCO-CRa=CH-, -COOC2H4-, -OCOC2H4-, -C2H4OCO-, -CH=CH-, -CF2O-, -OCF2-, or -C≡C-, wherein Ra each independently represents a hydrogen atom or an alkyl group having 1 to 2 carbon atoms, M y1b and M y3b Each independently represents a group selected from the following formula (A-1) to formula (A-8), [Chemistry 16] 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 the -CH2- in the alkyl group may be substituted by -COO-, -OCO- or -O-, but two or more -O- are not consecutive and adjacent, m b and n b Each independently represents an integer from 0 to 2, wherein, The total of m+n is 0 to 2.

2. The liquid crystal composition according to claim 1, comprising one or more polymerizable compounds A having a structure different from that of the compound having a structure represented by general formula (Y-1-B3) to formula (Y-1-B6) in the molecule.

3. The liquid crystal composition according to claim 2, 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 one of the following, [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-1,4-diyl, 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 by -N=, A p3 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. 4 . A liquid crystal display element using the liquid crystal composition according to claim 1 . 5 . An active matrix driven liquid crystal display element using the liquid crystal composition according to claim 1 . 6 . 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 .

7. A compound represented by general formula (Y-1-B3) to formula (Y-1-B6), In the formula, 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 replaced by P y2b -S y2b - or fluorine atoms, the -CH2- in the alkylene group may be substituted by -COO-, -OCO- or -O-, but two or more -O- will not be consecutive and adjacent, P y2b Representing formula (P-1) or formula (P-2), [Chemistry 14] In the formula, the black dots represent the y2b The bond of S y2b is a single bond or a straight-chain alkylene group having 1 to 6 carbon atoms, the hydrogen atoms in the alkylene group may be substituted by fluorine atoms, and the -CH2- in the alkylene group may be substituted by -COO-, -OCO- or -O-, but two or more -O- are not consecutive and adjacent, Z y1b and Z y2b Each independently represents a single bond, -C2H4-, -OCH2-, -CH2O-, -COO-, -OCO-, -OCH2CH2O-, -CH=CRa-COO-, -CH=CRa-OCO-, -COO-CRa=CH-, -OCO-CRa=CH-, -COOC2H4-, -OCOC2H4-, -C2H4OCO-, -CH=CH-, -CF2O-, -OCF2-, or -C≡C-, wherein Ra each independently represents a hydrogen atom or an alkyl group having 1 to 2 carbon atoms, M y1b and M y3b Each independently represents a group selected from the following formula (A-1) to formula (A-8), [Chemistry 16] 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 the -CH2- in the alkyl group may be substituted by -COO-, -OCO- or -O-, but two or more -O- are not consecutive and adjacent, m b and n b Each independently represents an integer from 0 to 2, wherein, The total of m+n is 0 to 2.

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