Nematic liquid crystal composition and liquid crystal display element using the same

Abstract

The subject of the present invention is to provide a liquid crystal composition having a liquid crystal phase in a wide temperature range, high refractive index anisotropy, high absolute value of dielectric constant anisotropy, low viscosity or rotational viscosity, good solubility at low temperature, high resistivity and voltage holding rate, thermal and light stability, and negative Δε; further, by using the liquid crystal composition, a high-speed response liquid crystal display element such as VA type and PSVA type with excellent display quality and less prone to display defects such as drip marks and line afterimages is provided. The inventors have studied various liquid crystal compounds and various chemical substances and found that by combining specific compounds, the aforementioned problems can be solved and a liquid crystal display element using the liquid crystal composition can be provided.

Description

Technical Field

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

[0002] A PSA (Polymer Sustained Alignment) type liquid crystal display device is a device having a structure in which a polymer structure is formed in a cell in order to control the pretilt angle of liquid crystal molecules, and is being developed as a liquid crystal display element due to its high-speed response and high contrast.

[0003] For nematic liquid crystal compositions used in PSA type display systems, it is necessary to adjust the Δn of the liquid crystal material to a large range by setting Δn×d, which is the product of the refractive index anisotropy (Δn) and the cell gap (d), according to a small cell gap for improving the response speed. That is, a liquid crystal composition with a high refractive index anisotropy (Δn) is required for a small cell gap.

[0004] Furthermore, the sealing material curing process of the liquid crystal panel is in a high temperature environment, so the voltage holding ratio (VHR) of the nematic liquid crystal composition decreases. Therefore, a liquid crystal composition with high heat resistance that can withstand the high temperature sealing material curing process is required.

[0005] Prior art literature

[0006] Patent Literature

[0007] Patent Document 1: WO2016 / 017569 Summary of the invention

[0008] Problems to be solved by the invention

[0009] The problem to be solved by the present invention is to provide a liquid crystal phase with a wide temperature range, high refractive index anisotropy, high absolute value of dielectric constant anisotropy, small viscosity or rotational viscosity, good solubility at low temperature, high resistivity and voltage holding rate, and a liquid crystal composition with negative Δε for thermal and light stability; further, to provide a VA type, PSVA type or other high-speed response liquid crystal display element with excellent display quality and less prone to display defects such as drip marks and line afterimages by using the liquid crystal composition.

[0010] Methods for solving problems

[0011] The present inventors have studied various liquid crystal compounds and various chemical substances and have found that the above-mentioned problems can be solved by combining specific compounds, thereby completing the present invention.

[0012] Provided is a nematic liquid crystal composition, and further provided is a liquid crystal display element using the same, wherein the nematic liquid crystal composition is characterized in that:

[0013] A compound represented by the general formula (Ch-I)

[0014] [Chemistry 1]

[0015]

[0016] (Where R 100 and R 101 Each independently represents a hydrogen atom, -CN, -NO2, a halogen atom, -OCN, -SCN, -SF5, a chiral or achiral alkyl group having 1 to 30 carbon atoms, a polymerizable group, or a chiral group containing a ring structure, n 11 When R is 0, 100 and R 101 At least one of them is a chiral alkyl group,

[0017] Z 100 and Z 101 Each independently represents -O-, -S-, -CO-, -COO-, -OCO-, -O-COO-, -CO-N(R 105 )-、-N(R 105 )-CO-, -OCH2-, -CH2O-, -SCH2-, -CH2S-, -CF2O-, -OCF2-, -CF2S-, -SCF2-, -CH2CH2-, -CF2CH2-, - CH2CF2-, -CF2CF2-, -CH=CH-, -CF=CH-, -CH=CF-, -CF=CF-, -C≡C-, -CH=CH-COO-, -OCO-CH=CH- or single bond,

[0018] A 100 and A 101 Each independently represents the following group,

[0019] (a') trans-1,4-cyclohexylene (one methylene group or two or more non-adjacent methylene groups in the group may be substituted by an oxygen atom or a sulfur atom),

[0020] (b') 1,4-phenylene (one -CH= or two or more non-adjacent -CH= groups in the group may be substituted by a nitrogen atom), or

[0021] (c') 1,4-cyclohexenylene, 1,4-bicyclo[2.2.2]octylene, indan-2,5-diyl, naphthalene-2,6-diyl, decalin-2,6-diyl and 1,2,3,4-tetrahydronaphthalen-2,6-diyl (one methylene group or two or more non-adjacent methylene groups in these groups may be substituted by an oxygen atom or a sulfur atom, and one -CH= or two or more non-adjacent -CH= in these groups may be substituted by a nitrogen atom),

[0022] A 100 or A 101 When there are multiple, they can be the same or different.

[0023] n 11 Indicates 0 or 1, n 11 When it indicates 0, m 12 represents 0, and m 11 Represents 0, 1, 2, 3, 4, or 5, n 11 When it indicates 1, m 11 and m 12 Each independently represents 0, 1, 2, 3, 4 or 5,

[0024] D represents a divalent group represented by the following formulae (D1) to (D4),

[0025] [Chemistry 2]

[0026]

[0027] (In formulas (D1) to (D4), the black dots are respectively bonded to Z 101 (or R 100 ) or combined with Z 101 (or R 100 ). ). ), further, as an additive for improving reliability, an antioxidant represented by one or more compounds having the following partial structure is contained,

[0028] [Chemistry 3]

[0029]

[0030] (Where R Q Represents a hydroxyl group, a hydrogen atom, 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-, -OCF2- in a manner that the oxygen atom is not directly adjacent, and is bonded to other structures through *. )

[0031] R Qrepresents 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; M Q represents a trans-1,4-cyclohexylene group, a 1,4-phenylene group or a single bond), contains one or more polymerizable compounds, and has a negative dielectric anisotropy of an absolute value of 2 to 8 at 20°C.

[0032] Effects of the Invention

[0033] The liquid crystal composition of the present invention has a liquid crystal phase in a wide temperature range, can obtain a very low viscosity or rotational viscosity, has good solubility at low temperatures, and has high resistivity and voltage retention, and is stable to heat and light. Therefore, the product has high practicality, and VA-type, PSVA-type and other liquid crystal display elements using it can achieve high-speed response and suppress display defects such as drip marks and line afterimages, which is very useful. BRIEF DESCRIPTION OF THE DRAWINGS

[0034] Figure 1 This is a diagram schematically showing one embodiment of a liquid crystal display element.

[0035] Figure 2 For the general Figure 1 An enlarged plan view of the area enclosed by line I in FIG. DETAILED DESCRIPTION

[0036] The liquid crystal composition of the present invention can use the chiral agent used in the TN mode or STN mode as the chiral agent inducing the pitch.

[0037] In order to improve or adjust the temperature dependence of the spacing, a plurality of chiral agents can be used in combination.

[0038] As the chiral agent inducing the spacing, a compound having an asymmetric atom or an axially asymmetric compound may be used, or a mixture of these may be used.

[0039] Specifically, the compound having an asymmetric atom is preferably a compound represented by the general formula (Ch-I).

[0040] [Chemistry 4]

[0041]

[0042] (In the general formula (Ch-I), R 100 and R 101Each independently represents a hydrogen atom, -CN, -NO2, a halogen atom, -OCN, -SCN, -SF5, a chiral or achiral alkyl group having 1 to 30 carbon atoms, a polymerizable group, or a chiral group containing a ring structure, n 11 When R is 0, 100 and R 101 At least one of them is a chiral alkyl group,

[0043] Z 100 and Z 101 Each independently represents -O-, -S-, -CO-, -COO-, -OCO-, -O-COO-, -CO-N(R 105 )-、-N(R 105 )-CO-, -OCH2-, -CH2O-, -SCH2-, -CH2S-, -CF2O-, -OCF2-, -CF2S-, -SCF2-, -CH2CH2-, -CF2CH2-, - CH2CF2-, -CF2CF2-, -CH=CH-, -CF=CH-, -CH=CF-, -CF=CF-, -C≡C-, -CH=CH-COO-, -OCO-CH=CH- or single bond,

[0044] A 100 and A 101 Each independently represents the following group,

[0045] (a') trans-1,4-cyclohexylene (one methylene group or two or more non-adjacent methylene groups in the group may be substituted by an oxygen atom or a sulfur atom),

[0046] (b') 1,4-phenylene (one -CH= or two or more non-adjacent -CH= groups in the group may be substituted by a nitrogen atom), or

[0047] (c') 1,4-cyclohexenylene, 1,4-bicyclo[2.2.2]octylene, indan-2,5-diyl, naphthalene-2,6-diyl, decalin-2,6-diyl and 1,2,3,4-tetrahydronaphthalen-2,6-diyl (one methylene group or two or more non-adjacent methylene groups in these groups may be substituted by an oxygen atom or a sulfur atom, and one -CH= or two or more non-adjacent -CH= in these groups may be substituted by a nitrogen atom),

[0048] A 100 or A 101 When there are multiple, they can be the same or different.

[0049] n 11 Indicates 0 or 1, n 11 When it indicates 0, m 12 represents 0, and m11 Represents 0, 1, 2, 3, 4, or 5, n 11 When it indicates 1, m 11 and m 12 Each independently represents 0, 1, 2, 3, 4 or 5,

[0050] D represents a divalent group represented by the following formulae (D1) to (D4) (In the formulae (D1) to (D4), the black dotted sites are bonded to Z, respectively. 101 (or R 100 ) or Z 101 (or R 100 ). ). )

[0051] [Chemistry 5]

[0052]

[0053] In the general formula (Ch-I), R 100 and R 101 Each independently represents a hydrogen atom, -CN, -NO2, a halogen atom, -OCN, -SCN, -SF5, a chiral or achiral alkyl group having 1 to 30 carbon atoms, a polymerizable group, or a chiral group containing a ring structure. 11 When R is 0, 100 and R 101 At least one of them is a chiral alkyl group.

[0054] R in the general formula (Ch-I) 100 or R 101 In the case of a chiral or achiral alkyl group having 1 to 30 carbon atoms, one or more non-adjacent methylene groups (-CH2-) in the alkyl group may be substituted by -O-, -S-, -NH-, -N(CH3)-, -CO-, -COO-, -OCO-, -OCO-O-, -S-CO-, -CO-S-, -CH=CH-, -CF2-, -CF=CH-, -CH=CF-, -CF=CF-, or C≡C- in a manner that the oxygen atoms or sulfur atoms are not directly bonded to each other, and one or more hydrogen atoms in the alkyl group may be substituted by a halogen atom or a cyano group. In addition, the alkyl group may be a linear group, a branched group, or a group containing a ring structure.

[0055] The chiral alkyl group is preferably a group represented by the following general formulae (Ra) to (Rk). In the general formulae (Ra) to (Rk), an asterisk (*) represents a chiral carbon atom. 100 or R 101 When these groups are present, the left end is bonded to A 100 (or D, Z 101 ) or A 101 (or D, Z 100).

[0056] [Chemistry 6]

[0057]

[0058] In the general formulas (Ra) to (Rk), R 103 and R 104 Each independently represents a linear or branched alkyl group having 1 to 12 carbon atoms, or a hydrogen atom. 103 The carbon atom (position with *) to which the bond is attached is an asymmetric atom, R 103 It is a straight-chain or branched alkyl group having 1 to 10 carbon atoms. One or more methylene groups of the alkyl group may be substituted by -O-, -S-, -NH-, -N(CH3)-, -CO-, -CO-O-, -O-CO-, -O-CO-O-, -S-CO-, -CO-S-, -O-SO2-, -SO2-O-, -CH=CH-, -C≡C-, cyclopropylene or -Si(CH3)2- in a manner that oxygen atoms or sulfur atoms are not directly bonded to each other. Furthermore, one or more hydrogen atoms of the alkyl group may be substituted by a halogen atom (e.g., a fluorine atom, a chlorine atom, a bromine atom) or a cyano group. In addition, the alkyl group may have a polymerizable group. Examples of the polymerizable group include vinyl, allyl, (meth)acryloyl and the like.

[0059] As R in the general formulas (Ra) to (Rj) 103 , preferably a methylene group, a hydrogen atom not substituted by other groups (i.e., an unsubstituted) straight-chain or branched alkyl group having 1 to 12 carbon atoms, more preferably an unsubstituted straight-chain or branched alkyl group having 1 to 8 carbon atoms, and further preferably an unsubstituted straight-chain alkyl group having 1 to 6 carbon atoms.

[0060] As R in the general formula (Rd) or (Ri) 104 , preferably a hydrogen atom or an unsubstituted linear or branched alkyl group having 1 to 5 carbon atoms, more preferably an unsubstituted linear alkyl group having 1 to 3 carbon atoms, further preferably a hydrogen atom or a methyl group.

[0061] In the general formulas (Ra) to (Rk), n 12 It is an integer of 0 to 20, preferably an integer of 0 to 10, more preferably an integer of 0 to 5, and further preferably 0.

[0062] In the general formulas (Ra) to (Rk), n 13 Is 0 or 1.

[0063] In the general formula (Rk), n14 An integer from 0 to 5.

[0064] In the general formulas (Ra) to (Rk), X 101 and X 102 Each independently represents a halogen atom (fluorine atom, chlorine atom, bromine atom, iodine atom), a cyano group, a phenyl group (one or more hydrogen atoms of the phenyl group may be substituted by a halogen atom, a methyl group, a methoxy group, a trifluoromethyl group (-CF3), a trifluoromethoxy group (-OCF3)), an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a trifluoromethyl group or a trifluoromethoxy group. 101 The carbon atom (with *) is an asymmetric atom, X 101 With R 103 are different groups. However, in the general formulas (Rc) and (Re), X 101 With X 102 are different groups, so that X 101 The bonded carbon atom (position marked with *) is an asymmetric atom.

[0065] As X in the general formula (Ra), (Rb), (Rc), (Rf), (Rg), (Rh), (Rk) 101 and X 102 , each independently preferably is a halogen atom, a phenyl group (one or more hydrogen atoms of the phenyl group may be substituted with a halogen atom, a methyl group, a methoxy group, a trifluoromethyl group, or a trifluoromethoxy group), a methyl group, a methoxy group, a trifluoromethyl group, or a trifluoromethoxy group. 101 and X 102 , each independently more preferably a phenyl group (one or more arbitrary hydrogen atoms of the phenyl group may be substituted by a halogen atom, a methyl group, a methoxy group, a trifluoromethyl group, or a trifluoromethoxy group), and further preferably an unsubstituted phenyl group. 101 , more preferably a halogen atom, a cyano group, an alkyl group, an alkoxy group, a trifluoromethyl group, or a trifluoromethoxy group, further preferably a halogen atom, a methyl group, a trifluoromethyl group, or a trifluoromethoxy group.

[0066] In the general formula (Re) and (Rj), Q is a divalent hydrocarbon group. The divalent hydrocarbon group may be straight-chain, branched, or a group having a cyclic structure. In addition, the number of carbon atoms of the divalent hydrocarbon group is preferably 1 to 16, more preferably 1 to 10, and further preferably 1 to 6. The divalent hydrocarbon group is preferably a group that is bonded to two oxygen atoms in the general formula (Re) and (Rj) through one carbon atom, respectively. In this case, in the general formula (Re) and (Rj), the two carbon atoms with asterisks, the two oxygen atoms bonded to them, and one carbon atom in Q form a 5-membered ring. Specifically, unsubstituted or 1 or 2 hydrogen atoms substituted by a hydrocarbon group, methylene, cyclopropylene, cyclobutylene, cyclopentylene, cyclohexylene, etc. are listed, and methylene, isopropylene, and cyclohexylene are more preferred.

[0067] As the group represented by the general formulae (Ra) to (Rk), a group represented by the general formula (Ra) or (Rf) is preferred. As the group represented by the general formula (Ra), in the general formula (Ra), n 12 is an integer from 0 to 5, X 101 is a phenyl group (one or more arbitrary hydrogen atoms of the phenyl group may be substituted by a halogen atom, a methyl group, a methoxy group, a trifluoromethyl group, or a trifluoromethoxy group), R 103 is an unsubstituted linear or branched alkyl group having 1 to 6 carbon atoms, and more preferably n 12 is an integer from 0 to 5, X 101 is an unsubstituted phenyl group, R 103 is an unsubstituted linear or branched alkyl group having 1 to 6 carbon atoms. The group represented by the general formula (Rf) is preferably a group in which n 12 is an integer from 0 to 5, n 13 0 or 1, X 103 is a halogen atom, a methyl group, or a trifluoromethyl group, R 103 It is an unsubstituted straight-chain alkyl group having 2 to 12 carbon atoms.

[0068] As R of the compound represented by the general formula (Ch-I): 100 or R 101 In particular, groups represented by the following formulae (Ra-1) to (Ra-3) or general formulae (Rf-1) to (Rf-3) are preferred. 100 or R 101 When these groups are present, the left end is bonded to A 100 (or D, Z 101 ) or A 101 (or D, Z 100 ). In addition, asterisks indicate chiral carbon atoms.

[0069] [Chemistry 7]

[0070]

[0071] In the general formulas (Rf-1) to (Rf-3), n 13 represents 0 or 1. In the general formulae (Ra-1) to (Ra-3) and (Rf-1) to (Rf-3), n represents an integer of 2 to 12. In the general formulae (Ra-1) to (Ra-3) and (Rf-1) to (Rf-3), n is preferably an integer of 3 to 8, and more preferably 4, 5 or 6.

[0072] R in the general formula (Ch-I) 100 or R 101 In the case of a polymerizable group, the polymerizable group is preferably a group containing a structure represented by any one of the following formulae (R-1) to (R-16). The right end of the group represented by formulae (R-1) to (R-14) and (R-16) and the left end of the group represented by formula (R-15) are bonded to A 100 (or D, Z 101 ) or A 101 (or D, Z 100 ).

[0073] [Chemistry 8]

[0074]

[0075] These polymerizable groups are cured by free radical polymerization, free radical addition polymerization, cationic polymerization or anionic polymerization. In particular, when ultraviolet polymerization is performed as the polymerization method, preferably, the group is represented by formula (R-1), formula (R-2), formula (R-4), formula (R-5), formula (R-7), formula (R-11), formula (R-13), formula (R-15) or formula (R-16), more preferably, the group is represented by formula (R-1), formula (R-2), formula (R-7), formula (R-11), formula (R-13) or formula (R-16), and further preferably, the group is represented by formula (R-1), formula (R-2) or formula (R-16).

[0076] R in the general formula (Ch-I) 100 or R 101 When the chiral group contains a ring structure, the ring structure contained in the group can be aromatic or aliphatic. The ring structure that the alkyl group can take includes a monocyclic structure, a condensed ring structure or a spirocyclic ring structure, and can also contain one or more heteroatoms.

[0077] In the general formula (Ch-I), Z 100 and Z 101Each independently represents -O-, -S-, -CO-, -COO-, -OCO-, -O-COO-, -CO-N(R 105 )-、-N(R 105 )-CO-, -OCH2-, -CH2O-, -SCH2-, -CH2S-, -CF2O-, -OCF2-, -CF2S-, -SCF2-, -CH2CH2-, -CF2CH2-, -CH2CF2-, -CF2CF2-, -CH=CH-, -CF=CH-, -CH=CF-, -CF=CF-, -C≡C-, -CH=CH-COO-, -OCO-CH=CH-, or a single bond. Here, R 105 m represents a linear or branched alkyl group having 1 to 12 carbon atoms, preferably a linear or branched alkyl group having 1 to 6 carbon atoms, and more preferably a linear alkyl group having 1 to 3 carbon atoms. 11 is an integer greater than 2, and Z in one molecule 100 When there are multiple m, they may be the same or different. 12 is an integer greater than 2, and Z in one molecule 101 When there are a plurality of them, they may be the same or different. As a compound represented by the general formula (Ch-I), Z 100 and Z 101 Each independently is preferably -CF2O-, -OCF2-, -CF2CF2-, -CF=CF-, -COO-, -OCO-, -CH2-CH2-, -C≡C- or a single bond.

[0078] In the general formula (Ch-I), A 100 and A 101 Each is independently the following (a') group, (b') group, or (c') group. 11 is an integer greater than 2, and A in one molecule 100 When there are multiple m, they may be the same or different. 12 is an integer greater than 2, and A in one molecule 101 When there are multiple ones, they may be the same or different.

[0079] (a') trans-1,4-cyclohexylene (one methylene group or two or more non-adjacent methylene groups in the group may be substituted by an oxygen atom or a sulfur atom).

[0080] (b') 1,4-phenylene (one -CH= or two or more non-adjacent -CH= groups in the group may be substituted by a nitrogen atom).

[0081] (c') 1,4-cyclohexenylene, 1,4-bicyclo[2.2.2]octylene, indan-2,5-diyl, naphthalene-2,6-diyl, decahydronaphthalene-2,6-diyl and 1,2,3,4-tetrahydronaphthalene-2,6-diyl (one methylene group or two or more non-adjacent methylene groups in these groups may be substituted by an oxygen atom or a sulfur atom, and one -CH= or two or more non-adjacent -CH= in these groups may be substituted by a nitrogen atom).

[0082] The aforementioned (a') group, (b') group and (c') group may all be unsubstituted, or one or more hydrogen atoms in the group may be substituted by a halogen atom, a cyano group, a nitro group, an alkyl group having 1 to 7 carbon atoms (one or more hydrogen atoms in the alkyl group may be substituted by a fluorine atom or a chlorine atom), an alkoxy group having 1 to 7 carbon atoms (one or more hydrogen atoms in the alkoxy group may be substituted by a fluorine atom or a chlorine atom), an alkylcarbonyl group having 1 to 7 carbon atoms (one or more hydrogen atoms in the alkylcarbonyl group may be substituted by a fluorine atom or a chlorine atom), or an alkoxycarbonyl group having 1 to 7 carbon atoms (one or more hydrogen atoms in the alkoxycarbonyl group may be substituted by a fluorine atom or a chlorine atom).

[0083] A of the compound represented by the general formula (Ch-I) 100 and A 101 , preferably the aforementioned group (a') or the aforementioned group (b'), more preferably unsubstituted trans-1,4-cyclohexylene, unsubstituted 1,4-phenylene, trans-1,4-cyclohexylene in which one or two or more hydrogen atoms are substituted by fluorine atoms, chlorine atoms, cyano groups, alkyl groups having 1 to 4 carbon atoms, alkoxy groups having 1 to 4 carbon atoms, alkylcarbonyl groups having 1 to 4 carbon atoms, or alkoxycarbonyl groups having 1 to 4 carbon atoms, or 1,4-phenylene in which one or two or more hydrogen atoms are substituted by fluorine atoms, chlorine atoms, cyano groups, alkyl groups having 1 to 4 carbon atoms, alkoxy groups having 1 to 4 carbon atoms, alkylcarbonyl groups having 1 to 4 carbon atoms, or alkoxycarbonyl groups having 1 to 4 carbon atoms, further preferably unsubstituted trans-1,4-cyclohexylene or unsubstituted 1,4-phenylene, further preferably unsubstituted 1,4-phenylene.

[0084] In the general formula (Ch-I), n 11 Represents 0 or 1.

[0085] n 11 When m is 0, 12 is 0, and m 11 is 0, 1, 2, 3, 4, or 5. 11 and m 12 When m is 0, 11 Preferably, it is 1, 2, 3 or 4, and more preferably, it is 1, 2 or 3.

[0086] n 11 When m is 1, 11 and m 12 Each independently represents 0, 1, 2, 3, 4 or 5, preferably 1, 2, 3 or 4, more preferably 1, 2 or 3. 11 When m is 1, 11 With m 12 They may be different from each other, but are preferably the same.

[0087] In the general formula (Ch-I), D is a divalent group represented by the above formulas (D1) to (D4). In the formulas (D1) to (D4), the black dotted sites are bonded to Z. 101 (or R 100 ) or Z 101 (or R 100 ).

[0088] In the group represented by (D1) or (D3), any one or more hydrogen atoms of the benzene ring may be independently substituted by a halogen atom (F, Cl, Br, I), an alkyl group having 1 to 20 carbon atoms, or an alkoxy group having 1 to 20 carbon atoms. The alkyl group or alkoxy group having 1 to 20 carbon atoms as a substituent of a hydrogen atom in the benzene ring may be substituted by a fluorine atom, and one or more methylene groups in the group may be substituted by -O-, -S-, -COO-, -OCO-, -CF2-, -CF=CH-, -CH=CF-, -CF=CF-, or -C≡C- in a manner that oxygen atoms or sulfur atoms are not directly bonded to each other.

[0089] As for the compound represented by the general formula (Ch-I), n 11 The compound is preferably a compound having R 100 and R 101 The remaining structures are structures represented by the following general formulae (b1) to (b13). The structures represented by general formulae (b1) to (b13) are structures in which either one of the two ends is connected to R 100 Combine, the remaining other party and R 101 Among them, in the compounds having these structures, R 100 and R 101 At least one of the groups is a chiral alkyl group.

[0090] [Chemistry 9]

[0091]

[0092] In the general formulas (b1) to (b13), Z 102 and Z in the general formula (Ch-I) 100 and Z 101 It's the same.

[0093] In general formulae (b1) to (b13), A 102 It is a 1,4-phenylene group (one -CH= or two or more non-adjacent -CH= in the group may be substituted by a nitrogen atom, and one or more arbitrary hydrogen atoms in the group may be substituted by a halogen atom, a methyl group, a methoxy group, a trifluoromethyl group or a trifluoromethoxy group.). By substituting the -CH= or hydrogen atoms in the 1,4-phenylene group, it is possible to control the decrease in crystallinity and the direction and magnitude of dielectric anisotropy in a liquid crystal composition containing the compound.

[0094] In terms of reliability, 102 Compounds with a ring structure of a pyridine ring, a pyrimidine ring or other heterocyclic ring (i.e., compounds with one -CH= or two or more non-adjacent -CH= groups in 1,4-phenylene substituted by nitrogen atoms) are preferred to compounds with a benzene ring (i.e., compounds with a -CH= group in 1,4-phenylene not substituted by nitrogen atoms). On the other hand, in terms of increasing the dielectric anisotropy, compared with A 102 Compared with compounds in which the ring structure is a benzene ring, compounds having a pyridine ring, a pyrimidine ring or the like as a heterocyclic ring are preferred. Compounds having a hydrocarbon ring such as a benzene ring or a cyclohexane ring have a smaller polarizability, while compounds having a heterocyclic ring such as a pyridine ring or a pyrimidine ring have a larger polarizability, which reduces crystallinity and stabilizes liquid crystallinity, and therefore are preferred.

[0095] As for the compound represented by the general formula (Ch-I), n 11 and m 12 The compound in which R is 0 is preferably the following general formula (Ch-I-1) to (Ch-I-30). 100 , R 101 and Z 100 Indicates the same as R in the general formula (Ch-I) 100 , R 101 and Z 100 The same meaning, R 100 and R 101 At least one of them represents a chiral alkyl group, L 100 ~L 105 Each independently represents a hydrogen atom or a fluorine atom, L 100 ~L 105 Each independently represents a hydrogen atom or a fluorine atom.

[0096] [Chemistry 10]

[0097]

[0098] [Chemistry 11]

[0099]

[0100] [Chemistry 12]

[0101]

[0102] [Chemistry 13]

[0103]

[0104] [Chemistry 14]

[0105]

[0106] As the compound represented by the general formula (Ch-I-1) to (Ch-I-30), R 100 and R 101 A compound wherein one or both of the groups are groups represented by any one of the general formulae (Ra) to (Rk), and more preferably R 100 and R 101 One or both of them are groups represented by the above formulae (Ra-1) to (Ra-3) or general formulae (Rf-1) to (Rf-3). 100 and R 101 Any one of the compounds is a group represented by any one of the general formulae (Ra) to (Rk), preferably R 100 and R 101 The remaining one is a compound having achiral alkyl groups having 1 to 30 carbon atoms (one or more non-adjacent methylene groups in the alkyl group may be substituted by -O-, -S-, -NH-, -N(CH3)-, -CO-, -COO-, -OCO-, -OCO-O-, -S-CO-, -CO-S-, -CH=CH-, -CF2-, -CF=CH-, -CH=CF-, -CF=CF- or C≡C-, and one or more hydrogen atoms in the alkyl group may be substituted by halogen atoms or cyano groups.), more preferably a compound having alkyl groups having 1 to 16 carbon atoms, alkoxy groups having 1 to 16 carbon atoms, alkenyl groups having 2 to 16 carbon atoms or alkenyloxy groups having 2 to 16 carbon atoms.

[0107] The liquid crystal composition of the present invention preferably contains at least one compound represented by any one of the general formulas (Ch-I-1) to (Ch-I-30), and more preferably contains a compound represented by the general formula (Ch-I-30). Specific examples of the compound represented by the general formula (Ch-I-30) include the following general formulas (Ch-I-30-1) to (Ch-I-30-6) (wherein n 13 represents 0 or 1, n represents an integer from 2 to 12, R 102represents an alkyl group having 1 to 16 carbon atoms, an alkoxy group having 1 to 16 carbon atoms, an alkenyl group having 2 to 16 carbon atoms, or an alkenyloxy group having 2 to 16 carbon atoms. ) In the general formulas (Ch-I-30-1) to (Ch-I-30-6), R 102 Preferred is an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, an alkenyl group having 2 to 6 carbon atoms, or an alkenyloxy group having 2 to 6 carbon atoms.

[0108] [Chemistry 15]

[0109]

[0110] n 11 When 1 is 1, the compound represented by the general formula (Ch-I) has a structure with an asymmetric carbon in the ring structure. In this case, the compound represented by the general formula (Ch-I) is preferably a compound in which D is the aforementioned formula (D2) or (D4), and more preferably a compound in which D is the formula (D4). The compound in which D is the formula (D2) is preferably a compound represented by the following general formulas (K2-1) to (K2-8), and the compound in which D is the formula (D4) is preferably a compound represented by the following general formulas (K3-1) to (K3-6).

[0111] [Chemistry 16]

[0112]

[0113] [Chemistry 17]

[0114]

[0115] [Chemistry 18]

[0116]

[0117] In the general formulas (K2-1) to (K2-8) and (K3-1) to (K3-6), R K Each independently represents the same as R in the general formula (Ch-I) 100 and R 101 The HTP(-) chiral compound used in the liquid crystal composition of the present invention is preferably a compound represented by the general formula (K2-1) to (K2-8) or (K3-1) to (K3-6), wherein R KThe compound is a chiral or achiral alkyl group having 1 to 30 carbon atoms, each of which is independently a chiral or achiral alkyl group (one or more non-adjacent methylene groups in the alkyl group may be substituted by -O-, -S-, -NH-, -N(CH3)-, -CO-, -COO-, -OCO-, -OCO-O-, -S-CO-, -CO-S-, -CH=CH-, -CF2-, -CF=CH-, -CH=CF-, -CF=CF- or C≡C-, and one or more hydrogen atoms in the alkyl group may be substituted by a halogen atom or a cyano group.), more preferably a compound having an alkyl group having 1 to 16 carbon atoms, an alkoxy group having 1 to 16 carbon atoms, an alkenyl group having 2 to 16 carbon atoms or an alkenyloxy group having 2 to 16 carbon atoms, and further preferably a compound having an alkyl group having 3 to 10 carbon atoms, an alkoxy group having 3 to 9 carbon atoms, an alkenyl group having 3 to 10 carbon atoms or an alkenyloxy group having 3 to 9 carbon atoms.

[0118] More specifically, for example, a compound represented by formula (c01) is preferred.

[0119] [Chemistry 19]

[0120]

[0121] Furthermore, a chiral agent represented by formula (c02) is more preferred.

[0122] [Chemistry 20]

[0123]

[0124] Specifically, the axially asymmetric compound is preferably a compound represented by General Formula (IV-1), (IV-2), (IV-3) or (IV-4).

[0125] [Chemistry 21]

[0126]

[0127] In the general formulas (IV-1) and (IV-2), R 71 and R 72 Each independently represents a hydrogen atom, a halogen atom, a cyano group, an isocyanate group, an isothiocyanate group, or an alkyl group having 1 to 20 carbon atoms. Any one or more methylene groups in the alkyl group may be substituted by -O-, -S-, -COO-, -OCO-, -CH=CH-, -CF=CF-, or -C≡C- in a manner that the oxygen atom and the sulfur atom are not directly bonded to each other. Furthermore, any one or more hydrogen atoms in the alkyl group may be substituted by a halogen atom. As a compound represented by the general formula (IV-1) or (IV-2), R 71 and R 72Each independently is preferably an unsubstituted or optionally substituted alkyl group having 1 to 20 carbon atoms, more preferably an unsubstituted alkyl group having 1 to 20 carbon atoms, and still more preferably an unsubstituted alkyl group having 1 to 6 carbon atoms.

[0128] In the general formulas (IV-1) and (IV-2), A 71 and A 72 Each independently represents an aromatic or non-aromatic 3-, 6- to 8-membered ring, or a condensed ring having 9 or more carbon atoms. Any one or two or more hydrogen atoms in these ring structures may be substituted with a halogen atom, an alkyl group having 1 to 3 carbon atoms, or a haloalkyl group having 1 to 3 carbon atoms. In addition, any one or two or more non-adjacent methylene groups in the ring structure may be substituted with -O-, -S-, or -NH-, and any one or two or more non-adjacent -CH= in the ring structure may be substituted with -N=. m 71 is 2 or more, A in one molecule 71 When there are multiple m, they may be the same or different from each other. 72 is 2 or more, A in one molecule 72 When there are multiple ones, they may be the same or different from each other.

[0129] As a compound represented by the general formula (IV-1) or (IV-2), A 71 and A 72 Each independently preferred is 1,4-phenylene, trans-1,4-cyclohexylene, pyridine-2,5-diyl, pyrimidine-2,5-diyl, naphthalene-2,6-diyl. Also preferred are groups in which one or two or more hydrogen atoms in these groups are substituted with a halogen atom, an alkyl group having 1 to 3 carbon atoms, or a haloalkyl group having 1 to 3 carbon atoms. Among these, 1,4-phenylene or trans-1,4-cyclohexylene in which one or two or more hydrogen atoms may be substituted with a fluorine atom is more preferred, and unsubstituted 1,4-phenylene or unsubstituted trans-1,4-cyclohexylene is further preferred.

[0130] In the general formulas (IV-1) and (IV-2), Z 71 and Z 72 Each independently represents a single bond or an alkylene group having 1 to 8 carbon atoms. Any one or more methylene groups in the alkylene group may be substituted by -O-, -S-, -COO-, -OCO-, -CSO-, -OCS-, -N=N-, -CH=N-, -N=CH-, -N(O)=N-, -N=N(O)-, -CH=CH-, -CF=CF-, or -C≡C-, so that the oxygen atom and the sulfur atom are not directly bonded to each other. In addition, any one or more hydrogen atoms in the alkylene group may be substituted by halogen atoms. m 71 is 2 or more, Z in one molecule71 When there are multiple m, they may be the same or different from each other. 72 is 2 or more, Z in one molecule 72 When there are multiple ones, they may be the same or different from each other.

[0131] As a compound represented by the general formula (IV-1) or (IV-2), Z 71 and Z 72 Each is independently preferably a single bond, an unsubstituted alkylene group having 1 to 4 carbon atoms, -COO-, -OCO-, -CH=CH-, or -C≡C-, more preferably a single bond, -CH2-, -CH2CH2-, -COO-, -OCO-, -CH=CH-, or -C≡C-, further preferably a single bond, -COO-, or -OCO-.

[0132] In the general formulas (IV-1) and (IV-2), X 71 and X 72 Each independently represents a single bond, -COO-, -OCO-, -CH2O-, -OCH2-, -CF2O-, -OCF2-, or -CH2CH2-. As a compound represented by the general formula (IV-1) or (IV-2), X 71 and X 72 Each independently is preferably a single bond, -COO-, -OCO-, -CH2O-, -OCH2-, or -CH2CH2-, and more preferably a single bond, -COO-, or -OCO-.

[0133] In the general formula (IV-2), R 73 Represents a hydrogen atom, a halogen atom or -X 71 -(A 71 -Z 71 )m 71 -R 71 .

[0134] In the general formulas (IV-1) and (IV-2), m 71 and m 72 Each independently represents an integer of 1 to 4. In the general formula (IV-2), R 73 For -X 71 -(A 71 -Z 71 )m 71 -R 71 In the case of 2 m 71 In the formula (IV-1) or (IV-2), either one of them may be 0. 71 and m 72 Each independently is preferably 2 or 3, more preferably 2.

[0135] The chiral agent may be dextrorotatory or levorotatory, and each may be used appropriately according to the configuration of the liquid crystal display element.

[0136] The liquid crystal composition of the present invention may contain one or more compounds (Q) as an additive for improving reliability. The compound (Q) preferably has the following structure.

[0137] [Chemistry 22]

[0138]

[0139] (Where R Q Represents a hydroxyl group, a hydrogen atom, 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-, -OCF2- in a manner that the oxygen atom is not directly adjacent, and is bonded to other structures through *. )

[0140] R Q It 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. It 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. It 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-, having 1 to 20 carbon atoms. Q It represents a trans-1,4-cyclohexylene group, a 1,4-phenylene group or a single bond, and is preferably a trans-1,4-cyclohexylene group or a 1,4-phenylene group.

[0141] More specifically, compound (Q) is preferably a compound represented by the following general formula (Q-a) to general formula (Q-d).

[0142] [Chemistry 23]

[0143]

[0144] 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, Q3It 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 (Q-a) to (Q-d), compounds represented by General Formulae (Q-c) and (Q-d) are more preferred.

[0145] 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%, particularly preferably 0.001 to 0.05%.

[0146] Furthermore, more specifically, as the antioxidant or light stabilizer that can be used in the present invention, compounds represented by the following (Q-1) to (Q-44) are preferred.

[0147] [Chemistry 24]

[0148]

[0149] [Chemistry 25]

[0150]

[0151] [Chemistry 26]

[0152]

[0153] [Chemistry 27]

[0154]

[0155] [Chemistry 28]

[0156]

[0157] (In the formula, n represents an integer from 0 to 20.)

[0158] The liquid crystal composition of the present invention may contain one or more polymerizable compounds. The polymerizable compound is preferably a compound represented by the following general formula (P).

[0159] [Chemistry 29]

[0160]

[0161] (In the above general formula (P), R p1represents a hydrogen atom, a fluorine atom, a cyano group, a hydrogen atom, an alkyl group having 1 to 15 carbon atoms in which the hydrogen atom may be substituted by a halogen atom, an alkoxy group having 1 to 15 carbon atoms in which the hydrogen atom may be substituted by a halogen atom, an alkenyl group having 1 to 15 carbon atoms in which the hydrogen atom may be substituted by a halogen atom, an alkenyloxy group having 1 to 15 carbon atoms in which the hydrogen atom may be substituted by a halogen atom, or -Sp p2 -P p2 ,

[0162] P p1 and P p2 Each independently represents the general formula (P p1 -1)~Formula (P p1 -9) any one of the following,

[0163] [Chemistry 30]

[0164]

[0165] (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, and R in the molecule p11 , R p12 , W p11 and / or p11 When there are multiple ones, they may be the same or different.)

[0166] Sp p1 and Sp p2 Each independently represents a single bond or a spacer,

[0167] 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-CRZP1 =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- (where, R ZP1 Each independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and R ZP1 When there are multiple, they may be the same or different. ),

[0168] A p2 represents 1,4-phenylene, 1,4-cyclohexylene, anthracene-2,6-diyl, phenanthrene-2,7-diyl, pyridine-2,5-diyl, pyrimidine-2,5-diyl, naphthalene-2,6-diyl, indane-2,5-diyl, 1,2,3,4-tetrahydronaphthalene-2,6-diyl or 1,3-dioxane-2,5-diyl, A p2 is unsubstituted or may be substituted by an alkyl group having 1 to 12 carbon atoms, a haloalkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a haloalkoxy group having 1 to 12 carbon atoms, a halogen atom, a cyano group, a nitro group or -Sp p2 -P p2 replace,

[0169] A p1 Indicates (A p1 -11)~(A p1 -19) represented by a group,

[0170] [Chemistry 31]

[0171]

[0172] (In the formula, ★ is used to indicate the difference with Sp p1 or Z p1 Combined with Z p1 One or more hydrogen atoms in the structure may be replaced by an alkyl group having 1 to 12 carbon atoms, a haloalkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a haloalkoxy group having 1 to 12 carbon atoms, a halogen atom, a cyano group, a nitro group, or -Spp2-Pp2.)

[0173] A p3 Indicates (A p3 -11)~(A p3 -19) represented by a group,

[0174] [Chemistry 32]

[0175]

[0176] (In the formula, ★ is used to represent the difference between Z p2 Combined with R p1 or Z p2 One or more hydrogen atoms in the structure may be replaced by an alkyl group having 1 to 12 carbon atoms, a haloalkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a haloalkoxy group having 1 to 12 carbon atoms, a halogen atom, a cyano group, a nitro group, or -Spp2-Pp2.)

[0177] m p2 and m p3 Each independently represents 0, 1, 2 or 3, m p1 and m p4 Each independently represents 1, 2 or 3, and P in the molecule p1 、Sp p1 , A p1 , Z p1 , Z p2 , A p3 and / or R p1 When there are plural of them, they may be the same or different.) In addition, the polymerizable monomer preferably contains one or more kinds.

[0178] In the general formula (P) of the present invention, R p1 Preferably -Sp p2 -P p2 .

[0179] P p1 and P p2 Preferably, each independently is of the formula (P p1 -1)~Formula (P p1 -3), preferably (P p1 -1).

[0180] R p11 and R p12 Preferably, they are each independently a hydrogen atom or a methyl group.

[0181] m p1 +m p4 It is preferably 2 or more, and preferably 2 or 3.

[0182] Z p1 and Z p2Preferably, each independently represents 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-OC O-, -OCO-(CH2)2-, -CH=CH-COO-, -COO-CH=CH-, -OCOCH=CH-, -COO-(CH2)2- or -C≡C-, preferably only one -OCH2-, -CH2O-, -C2H4-, -COO-, -OCO-, -COOC2H4-, -OCOC2H4-, -C2H4OCO-, -C2H4COO-, -CH=CH- exists in the molecule , -(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, there is only one -OCH2-, -CH2O-, -C2H4-, -COO- or -OCO- in the molecule, and all the others are single bonds. Preferably, all are single bonds.

[0183] In addition, it is preferred that Z present in the molecule p1 and Z p2 Among them, only one 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 single bonds.

[0184] Sp p1 and Sp p2 Each independently represents a single bond or an alkylene group having 1 to 30 carbon atoms, the -CH2- in the alkylene group may be substituted 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 atom in the alkylene group may be substituted by a halogen atom, and is preferably a straight-chain alkylene group having 1 to 10 carbon atoms or a single bond.

[0185] A p2 Preferably, it is 1,4-phenylene, 1,4-cyclohexylene, anthracene-2,6-diyl, phenanthrene-2,7-diyl or naphthalene-2,6-diyl, and preferably, it is 1,4-phenylene, 1,4-cyclohexylene, phenanthrene-2,7-diyl or naphthalene-2,6-diyl, m p2 +m p3 When it is 0, it is preferably phenanthrene-2,7-diyl, m p2 +m p3 When A is 1, 2 or 3, it is preferably 1,4-phenylene or 1,4-cyclohexylene. In order to improve the compatibility with the liquid crystal compound, A p2 One or two or more hydrogen atoms in the structure may be substituted by a methyl group, an ethyl group, a methoxy group, an ethoxy group or a fluorine atom.

[0186] A p1 Preferably, the formula (A p1 -15), (A p1 -16), (A p1 -17) or (A p1 -18). In order to improve the compatibility with liquid crystal compounds, A p1 One or two or more hydrogen atoms in the structure may be substituted by a methyl group, an ethyl group, a methoxy group, an ethoxy group or a fluorine atom.

[0187] A p3 Preferably, the formula (A p1 -14), (A p1 -15), (A p1 -16), (A p1 -17) or (A p1 -18). In order to improve the compatibility with liquid crystal compounds, A p3 One or two or more hydrogen atoms in the structure may be substituted by a methyl group, an ethyl group, a methoxy group, an ethoxy group or a fluorine atom.

[0188] m p2 +m p3 Preferably it is 0, 1, 2 or 3, preferably 1 or 2.

[0189] Regarding the total content of the compounds represented by the general formula (P), relative to the composition containing the compounds represented by the general formula (P) of the present application, 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%.

[0190] Relative to the composition of the present application containing the compound represented by the general formula (P), the preferred lower limit of the total content of the compounds represented by the general formula (P) is 0.01%, 0.03%, 0.05%, 0.08%, 0.1%, 0.15%, 0.2%, 0.25%, and 0.3%.

[0191] Relative to the composition of the present application containing the compound represented by the general formula (P), the preferred upper limit value of the total content of the compounds represented by the general formula (P) is 10%, 8%, 5%, 3%, 1.5%, 1.2%, 1%, 0.8%, and 0.5%.

[0192] If the content is too low, it is difficult to achieve the effect of adding the compound represented by the general formula (P), resulting in problems such as weak orientation restraint or weakening of the liquid crystal composition over time. If the content is too high, the amount remaining after curing increases, resulting in problems such as time-consuming curing and reduced reliability of the liquid crystal. Therefore, the content is set in consideration of the balance between them.

[0193] The compound represented by the general formula (P) is preferably a compound represented by the general formula (P-1), the general formula (P-2), the general formula (P-3) or the general formula (P-4).

[0194] [Chemistry 33]

[0195]

[0196] (Where P p11 , P p12 , P p21 , P p22 , P p31 , P p32 , P p41 and P p42 Each independently represents the same as P in the general formula (P) p1 The same meaning,

[0197] Sp p11 、Sp p12 、Sp p21 、Sp p22 、Sp p31 and Sp p32 、Sp p41 and Sp p42 Each independently represents the same as Sp in the general formula (P) p1 The same meaning,

[0198] A p11 , A p12 , A p13 , A p21 , A p22 , A p23 , Ap32 and A p42 each independently represents 1,4-phenylene, 1,4-cyclohexylene, anthracene-2,6-diyl, phenanthrene-2,7-diyl, pyridine-2,5-diyl, pyrimidine-2,5-diyl, naphthalene-2,6-diyl, indan-2,5-diyl, 1,2,3,4-tetrahydronaphthalene-2,6-diyl or 1,3-dioxane-2,5-diyl, and A p11 , A p12 , A p13 , A p21 , A p22 , A p23 , A p32 and A p42 Each independently is unsubstituted or may be substituted by an alkyl group having 1 to 12 carbon atoms, a haloalkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a haloalkoxy group having 1 to 12 carbon atoms, a halogen atom, a cyano group, a nitro group, or -Sp in the general formula (P) p2 -P p2 replace,

[0199] A p41 A of the general formula (P) p1 The same meaning,

[0200] A p43 A of the general formula (P) p3 The same meaning,

[0201] Z p21 , Z p22 , Z p41 and Z p42 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- (where, R ZP1 Each independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and R ZP1 When there are multiple Z, they may be the same or different. p21 and Z p22 At least one of represents a structure other than a single bond. )

[0202] P p11 , P p12 , P p21 , P p22 , P p31 , P p32 , P p41 and P p42 Each independently of P in the general formula (P) p1 Likewise, preferably, the formula (P p1 -1)~Formula (P p1 -3), preferably (P p1 -1), R p11 and R p12 Each independently is preferably a hydrogen atom or a methyl group.

[0203] Sp p11 、Sp p12 、Sp p21 、Sp p22 、Sp p31 and Sp p32 、Sp p41 and Sp p42 Each independently represents a single bond or an alkylene group having 1 to 30 carbon atoms, and the -CH2- in the alkylene group may be substituted by -O-, -CO-, -COO-, -OCO-, -CH=CH- or -C≡C- as long as the oxygen atoms are not directly connected to each other, and the hydrogen atom in the alkylene group may be substituted by a halogen atom, and is preferably a straight-chain alkylene group having 1 to 10 carbon atoms or a single bond.

[0204] A p11 , A p12 , A p13 , A p21 , A p22 , A p23 , A p32 and A p42Each is independently preferably 1,4-phenylene, 1,4-cyclohexylene, anthracene-2,6-diyl, phenanthrene-2,7-diyl or naphthalene-2,6-diyl, and is preferably 1,4-phenylene, 1,4-cyclohexylene, phenanthrene-2,7-diyl or naphthalene-2,6-diyl. In general formulas (P-1) and (P-2), each is preferably 1,4-phenylene or 1,4-cyclohexylene, and in order to improve compatibility with liquid crystal compounds, one or more hydrogen atoms in the structure may be substituted by methyl, ethyl, methoxy, ethoxy or fluorine atoms. In general formula (P-3), phenanthrene-2,7-diyl is preferred, and in order to improve compatibility with liquid crystal compounds, one or more hydrogen atoms in the structure may be substituted by methyl, ethyl, methoxy, ethoxy or fluorine atoms.

[0205] Z p21 Preferred are single bonds, -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-, -CO O-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 -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 others are single bonds. Preferably, there is only one -OCH2-, -CH2O-, -C2H4-, -COO- or -OCO- in the molecule, and all others are single bonds. Preferably, all are single bonds.

[0206] In addition, it is preferred that Z present in the molecule p21Among them, only one is a linking group selected from the group consisting of -(CH2)2-COO-, -(CH2)2-OCO-, -O-CO-(CH2)2-, and -COO-(CH2)2-, and the others are single bonds.

[0207] Preferred examples of the compound represented by the general formula (P-1) according to the present invention include polymerizable compounds represented by the following formulas (P-1-1) to (P-1-46).

[0208] [Chemistry 34]

[0209]

[0210] [Chemistry 35]

[0211]

[0212] [Chemistry 36]

[0213]

[0214] [Chemistry 37]

[0215]

[0216] [Chemistry 38]

[0217]

[0218] (Where P p11 , P p12 、Sp p11 and Sp p12 Indicates that P in the general formula (P-1) p11 , P p12 、Sp p11 and Sp p12 Same meaning.)

[0219] Preferred examples of the compound represented by the general formula (P-2) according to the present invention include polymerizable compounds represented by the following formulae (P-2-1) to (P-2-12).

[0220] [Chemistry 39]

[0221]

[0222] (Where P p21 , P p22 、Sp p21 and Sp p22 Indicates that P in the general formula (P-2) p21 , P p22 、Sp p21 and Spp22 Same meaning.)

[0223] Preferred examples of the compound represented by the general formula (P-3) according to the present invention include polymerizable compounds represented by the following formulae (P-3-1) to (P-3-15).

[0224] [Chemistry 40]

[0225]

[0226] [Chemistry 41]

[0227]

[0228] (Where P p31 , P p32 、Sp p31 and Sp p32 Indicates that P in the general formula (P-3) p31 , P p32 、Sp p31 and Sp p32 Same meaning.)

[0229] Preferred examples of the compound represented by the general formula (P-4) according to the present invention include polymerizable compounds represented by the following formulae (P-4-1) to (P-4-15).

[0230] [Chemistry 42]

[0231]

[0232] [Chemistry 43]

[0233]

[0234] [Chemistry 44]

[0235]

[0236] [Chemistry 45]

[0237]

[0238] (Where P p41 , P p42 、Sp p41 and Sp p42 Indicates that P in the general formula (P-4) p41 , P p42 、Sp p41 and Sp p42 Same meaning.)

[0239] The liquid crystal composition of the present invention has negative dielectric anisotropy, the absolute value of the dielectric anisotropy is 1.5 or more, and contains one or more compounds selected from the group consisting of compounds represented by the following general formula (N-1).

[0240] The compound represented by the general formula (N-1) corresponds to a compound having negative dielectric properties (the sign of Δε is negative and the absolute value thereof is greater than 2).

[0241] The compound represented by the general formula (N-1) is preferably a compound having a negative Δε and an absolute value of 3 or more.

[0242] In the general formula (N-1), R N11 and R N12 Preferably, each independently represents an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, or an alkenyloxy 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).

[0243] In addition, when the ring structure to which it is bonded is a phenyl (aromatic), it is preferably a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, and an alkenyl group having 4 to 5 carbon atoms. When the ring structure to which it is bonded is a saturated ring structure such as cyclohexane, pyran, and dioxane, it is preferably a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, and an alkenyl group having 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 structure is preferred.

[0244] As the alkenyl group, it is preferred to select from the groups represented by any one of the formulae (R1) to (R5). (The black dots in each formula represent carbon atoms in the ring structure.)

[0245] [Chemistry 46]

[0246]

[0247] When Δn needs to be increased, A N11 and A N12Each independently is preferably aromatic, and is preferably aliphatic in order to improve the response speed. It 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. It more preferably represents the following structure,

[0248] [Chemistry 47]

[0249]

[0250] More preferably, it represents a trans-1,4-cyclohexylene group, a 1,4-cyclohexenylene group, or a 1,4-phenylene group.

[0251] Z N11 and Z N12 Preferably, each independently represents -CH2O-, -CF2O-, -CH2CH2-, -CF2CF2-, or a single bond, more preferably -CH2O-, -CH2CH2-, or a single bond, and particularly preferably -CH2O- or a single bond.

[0252] n N11 +n N12 Preferably 1 or 2, preferably n N11 is 1 and n N12 The combination of 0, n N11 is 2 and n N1 The combination of 0, n N11 is 1 and n N12 The combination of 1, n N11 is 2 and n N12 A combination of 1.

[0253] In the present application, % means mass % unless otherwise specified.

[0254] 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%.

[0255] In the case where the viscosity of the composition of the present invention needs to be kept low and the response speed is fast, it is preferred that the lower limit is low and the upper limit is low. niIn the case of a composition having high dielectric constant and good temperature stability, the lower limit is preferably low and the upper limit is low. In addition, when the dielectric anisotropy is to be increased in order to keep the driving voltage low, the lower limit is preferably high and the upper limit is high.

[0256] 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).

[0257] [Chemistry 48]

[0258]

[0259] (Where R N11 and R N12 Indicates that R in the general formula (N-1) N11 and R N12 Same meaning, 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, at least one of which represents 1,4-cyclohexenylene, and Z Ne11 represents a single bond or ethylene. At least one of the A in the molecule represents ethylene. Ne11 , Z Ne11 and / or A Ng11 Can be the same or different.)

[0260] 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-1-21).

[0261] The compound represented by the general formula (N-1-1) is the following compound.

[0262] [Chemistry 49]

[0263]

[0264] (Where R N111 and R N112 Each independently represents the same as R in the general formula (N-1) N11 and R N12 Same meaning.)

[0265] RN111 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.

[0266] The compound represented by the general formula (N-1-1) can be used alone or in combination of two or more compounds. The types of compounds that can be combined are not particularly limited, and they can be used in appropriate combinations according to the required performance such as solubility at low temperatures, transition temperature, electrical reliability, birefringence, etc. The types of compounds used, for example, as one embodiment of the present invention, are 1, 2, 3, 4, 5 or more.

[0267] When the improvement of Δε is emphasized, it is preferred to set the content to a high value. When the solubility at low temperature is emphasized, the effect is better when the content is set to a high value. When the T NI In the case of, setting the content to a low level has a good effect. Further, in the case of improving drip marks and screen burn-in characteristics, it is preferred to set the content range to an intermediate level.

[0268] 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%, and 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%, and 3%.

[0269] 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-1-1.23), 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).

[0270] [Chemistry 50]

[0271]

[0272] The compounds represented by formula (N-1-1.1) to (N-1-1.22) can be used alone or in combination. The lower limit of the preferred content of these compounds alone or in combination relative to the total amount of the composition of the present invention is 5%, 10%, 13%, 15%, 17%, 20%, 23%, 25%, 27%, 30%, 33%, and 35%. The upper limit of the preferred 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%, and 3%.

[0273] The compounds represented by the general formula (N-1-2) are the following compounds.

[0274] [Chemistry 51]

[0275]

[0276] (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.)

[0277] 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.

[0278] The compound represented by the general formula (N-1-2) can be used alone or in combination of two or more compounds. The types of compounds that can be combined are not particularly limited, and they can be used in appropriate combinations according to the required performance such as solubility at low temperatures, transition temperature, electrical reliability, birefringence, etc. The types of compounds used, for example, as one embodiment of the present invention, are 1, 2, 3, 4, 5 or more.

[0279] When emphasis is placed on improvement of Δε, it is preferred to set the content to a high value. When emphasis is placed on solubility at low temperatures, a lower content is more effective. When emphasis is placed on T NI In the case of, setting the content to a high value has a good effect. Further, in the case of improving drip marks and screen burn-in characteristics, it is preferred to set the content range to the middle.

[0280] 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%, and 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%, and 5%.

[0281] Furthermore, the compound represented by the general formula (N-1-2) is preferably a compound selected from the group consisting of compounds represented by formula (N-1-2.1) to formula (N-1-2.22), preferably compounds 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 emphasis is placed on improvement of Δε, compounds represented by formula (N-1-2.3) to formula (N-1-2.7) are preferred, and when emphasis is placed on T NI When emphasis is placed on improvement of the response speed, the compound represented by formula (N-1-2.20) is preferred.

[0282] [Chemistry 52]

[0283]

[0284] The compounds represented by formula (N-1-2.1) to formula (N-1-2.22) can be used alone or in combination. The lower limit of the preferred content of these compounds alone or in combination relative to the total amount of the composition of the present invention is 5%, 10%, 13%, 15%, 17%, 20%, 23%, 25%, 27%, 30%, 33%, and 35%. The upper limit of the preferred 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%, and 3%.

[0285] The compounds represented by the general formula (N-1-3) are the following compounds.

[0286] [Chemistry 53]

[0287]

[0288] (Where R N131 and R N132 Each independently represents the same as R in the general formula (N-1) N11 and R N12 Same meaning.)

[0289] 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.

[0290] The compound represented by the general formula (N-1-3) can be used alone or in combination of two or more compounds. The types of compounds that can be combined are not particularly limited, and they can be used in appropriate combinations according to the required performance such as solubility at low temperatures, transition temperature, electrical reliability, birefringence, etc. The types of compounds used, for example, as one embodiment of the present invention, are 1, 2, 3, 4, 5 or more.

[0291] When the improvement of Δε is emphasized, it is preferred to set the content to a high value. When the solubility at low temperature is emphasized, the effect is good when the content is set to a high value. When the T is emphasized, NI In the case of, setting the content to a high value has a good effect. Further, in the case of improving drip marks and screen burn-in characteristics, it is preferred to set the content range to the middle.

[0292] 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%, and 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%, and 13%.

[0293] 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 formula (N-1-3.1), (N-1-3.2), (N-1-3.3), (N-1-3.4) and (N-1-3.6).

[0294] [Chemistry 54]

[0295]

[0296] 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, and are 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 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.

[0297] The compounds represented by the general formula (N-1-4) are the following compounds.

[0298] [Chemistry 55]

[0299]

[0300] (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.)

[0301] R N141 and R N142 Each of them independently represents 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.

[0302] The compound represented by the general formula (N-1-4) can be used alone or in combination of two or more compounds. The types of compounds that can be combined are not particularly limited, and they can be used in appropriate combinations according to the required performance such as solubility at low temperatures, transition temperature, electrical reliability, birefringence, etc. The types of compounds used, for example, as one embodiment of the present invention, are 1, 2, 3, 4, 5 or more.

[0303] When emphasis is placed on improvement of Δε, it is preferred to set the content to a high value. When emphasis is placed on solubility at low temperatures, setting the content to a high value is more effective. When emphasis is placed on T NI In the case of, setting the content to a low level has a good effect. Further, in the case of improving drip marks and screen burn-in characteristics, it is preferred to set the content range to an intermediate level.

[0304] Relative to the total amount of the composition of the present invention, the preferred lower limit of the content of the compound represented by formula (N-1-4) is 3%, 5%, 7%, 10%, 13%, 15%, 17%, and 20%. Relative to the total amount of the composition of the present invention, the preferred upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 11%, 10%, and 8%.

[0305] 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-1-4.14), 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).

[0306] [Chemistry 56]

[0307]

[0308] The compounds represented by formula (N-1-4.1) to (N-1-4.14) can be used alone or in combination. The preferred lower limits of the content of these compounds alone or in combination are 3%, 5%, 7%, 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%, 13%, 11%, 10%, and 8% relative to the total amount of the composition of the present invention.

[0309] The compounds represented by the general formula (N-1-5) are the following compounds.

[0310] [Chemistry 57]

[0311]

[0312] (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.)

[0313] R N151 and R N152 Preferably, each independently is 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.

[0314] The compound represented by the general formula (N-1-5) can be used alone or in combination of two or more compounds. The types of compounds that can be combined are not particularly limited, and they can be used in appropriate combinations according to the required performance such as solubility at low temperatures, transition temperature, electrical reliability, birefringence, etc. The types of compounds used, for example, as one embodiment of the present invention, are 1, 2, 3, 4, 5 or more.

[0315] When the improvement of Δε is emphasized, it is preferred to set the content to a high value. When the solubility at low temperature is emphasized, the effect is good when the content is set to a low value. When the T NI In the case of, setting the content to a high value has a good effect. Further, in the case of improving drip marks and screen burn-in characteristics, it is preferred to set the content range to the middle.

[0316] 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%, and 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%, and 13%.

[0317] Furthermore, the compound represented by general formula (N-1-5) is preferably a compound selected from the group consisting of compounds represented by formula (N-1-5.1) to formula (N-1-5.6), and preferably a compound represented by formula (N-1-5.1), formula (N-1-5.2) and formula (N-1-5.4).

[0318] [Chemistry 58]

[0319]

[0320] 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 limits of the preferred contents of these compounds alone or in combination are 5%, 8%, 10%, 13%, 15%, 17% and 20% relative to the total amount of the composition of the present invention. The upper limits of the preferred contents are 35%, 33%, 30%, 28%, 25%, 23%, 20%, 18%, 15% and 13% relative to the total amount of the composition of the present invention.

[0321] The compounds represented by the general formula (N-1-10) are the following compounds.

[0322] [Chemistry 59]

[0323]

[0324] (Where R N1101 and R N1102 Each independently represents the same as R in the general formula (N-1) N11 and R N12 Same meaning.)

[0325] 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.

[0326] The compound represented by the general formula (N-1-10) can be used alone or in combination of two or more compounds. The types of compounds that can be combined are not particularly limited, and they can be used in appropriate combinations according to the required performance such as solubility at low temperatures, transition temperature, electrical reliability, birefringence, etc. The types of compounds used, for example, as one embodiment of the present invention, are 1, 2, 3, 4, 5 or more.

[0327] When the improvement of Δε is emphasized, it is preferred to set the content to a high value. When the solubility at low temperature is emphasized, the effect is better when the content is set to a high value. When the T NI In the case of, setting the content to a low level has a good effect. Further, in the case of improving drip marks and screen burn-in characteristics, it is preferred to set the content range to an intermediate level.

[0328] 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%, and 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%, and 13%.

[0329] 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).

[0330] [Chemistry 60]

[0331]

[0332] The compounds represented by formula (N-1-10.1) and formula (N-1-10.2) can be used alone or in combination. The preferred lower limits of the content 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.

[0333] The compound represented by the general formula (N-1-11) is the following compound.

[0334] [Chemistry 61]

[0335]

[0336] (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.)

[0337] 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.

[0338] The compound represented by the general formula (N-1-11) can be used alone or in combination of two or more compounds. The types of compounds that can be combined are not particularly limited, and they can be used in appropriate combinations according to the required performance such as solubility at low temperatures, transition temperature, electrical reliability, birefringence, etc. The types of compounds used, for example, as one embodiment of the present invention, are 1, 2, 3, 4, 5 or more.

[0339] When the improvement of Δε is emphasized, it is preferred to set the content to a high value. When the solubility at low temperature is emphasized, the effect is good when the content is set to a low value. When the T NI In the case of , setting the content to a high value has a good effect. Further, in the case of improving drip marks and screen burn-in characteristics, it is preferred to set the content range to the middle.

[0340] 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%, and 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%, and 13%.

[0341] 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).

[0342] [Chemistry 62]

[0343]

[0344] The compounds represented by formula (N-1-11.2) and formula (N-1-11.4) can be used alone or in combination. The preferred lower limits of the content 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.

[0345] The compound represented by the general formula (N-1-12) is the following compound.

[0346] [Chemistry 63]

[0347]

[0348] (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.)

[0349] 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.

[0350] The compound represented by the general formula (N-1-12) can be used alone or in combination of two or more compounds. The types of compounds that can be combined are not particularly limited, and they can be used in appropriate combinations according to the required performance such as solubility at low temperatures, transition temperature, electrical reliability, birefringence, etc. The types of compounds used, for example, as one embodiment of the present invention, are 1, 2, 3, 4, 5 or more.

[0351] When the improvement of Δε is emphasized, it is preferred to set the content to a high value. When the solubility at low temperature is emphasized, the effect is better when the content is set to a high value. When the T NI In the case of, setting the content to a low level has a good effect. Further, in the case of improving drip marks and screen burn-in characteristics, it is preferred to set the content range to an intermediate level.

[0352] 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%, and 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%, and 13%.

[0353] The compound represented by the general formula (N-1-13) is the following compound.

[0354] [Chemistry 64]

[0355]

[0356] (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.)

[0357] 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.

[0358] The compound represented by the general formula (N-1-13) can be used alone or in combination of two or more compounds. The types of compounds that can be combined are not particularly limited, and they can be used in appropriate combinations according to the required performance such as solubility at low temperatures, transition temperature, electrical reliability, birefringence, etc. The types of compounds used, for example, as one embodiment of the present invention, are 1, 2, 3, 4, 5 or more.

[0359] When the improvement of Δε is emphasized, it is preferred to set the content to a high value. When the solubility at low temperature is emphasized, the effect is better when the content is set to a high value. When the T NI In the case of, setting the content to a high value has a good effect. Further, in the case of improving drip marks and screen burn-in characteristics, it is preferred to set the content range to the middle.

[0360] 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%, and 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%, and 13%.

[0361] The compound represented by the general formula (N-1-14) is the following compound.

[0362] [Chemistry 65]

[0363]

[0364] (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.)

[0365] 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.

[0366] The compound represented by the general formula (N-1-14) can be used alone or in combination of two or more compounds. The types of compounds that can be combined are not particularly limited, and they can be used in appropriate combinations according to the required performance such as solubility at low temperatures, transition temperature, electrical reliability, birefringence, etc. The types of compounds used, for example, as one embodiment of the present invention, are 1, 2, 3, 4, 5 or more.

[0367] When the improvement of Δε is emphasized, it is preferred to set the content to a high value. When the solubility at low temperature is emphasized, the effect is better when the content is set to a high value. When the T NI In the case of, setting the content to a low level has a good effect. Further, in the case of improving drip marks and screen burn-in characteristics, it is preferred to set the content range to an intermediate level.

[0368] 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%, and 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%, and 13%.

[0369] The compound represented by the general formula (N-1-15) is the following compound.

[0370] [Chemistry 66]

[0371]

[0372] (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.)

[0373] 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.

[0374] The compound represented by the general formula (N-1-15) can be used alone or in combination of two or more compounds. The types of compounds that can be combined are not particularly limited, and they can be used in appropriate combinations according to the required performance such as solubility at low temperatures, transition temperature, electrical reliability, birefringence, etc. The types of compounds used, for example, as one embodiment of the present invention, are 1, 2, 3, 4, 5 or more.

[0375] When the improvement of Δε is emphasized, it is preferred to set the content to a high value. When the solubility at low temperature is emphasized, the effect is better when the content is set to a high value. When the T NI In the case of, setting the content to a high value has a good effect. Further, in the case of improving drip marks and screen burn-in characteristics, it is preferred to set the content range to the middle.

[0376] 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%, and 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%, and 13%.

[0377] The compound represented by the general formula (N-1-16) is the following compound.

[0378] [Chemistry 67]

[0379]

[0380] (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.)

[0381] 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.

[0382] The compound represented by the general formula (N-1-16) can be used alone or in combination of two or more compounds. The types of compounds that can be combined are not particularly limited, and they can be used in appropriate combinations according to the required performance such as solubility at low temperatures, transition temperature, electrical reliability, birefringence, etc. The types of compounds used, for example, as one embodiment of the present invention, are 1, 2, 3, 4, 5 or more.

[0383] When the improvement of Δε is emphasized, it is preferred to set the content to a high value. When the solubility at low temperature is emphasized, the effect is better when the content is set to a high value. When the T NI In the case of, setting the content to a high value has a good effect. Further, in the case of improving drip marks and screen burn-in characteristics, it is preferred to set the content range to the middle.

[0384] 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%, and 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%, and 13%.

[0385] The compound represented by the general formula (N-1-17) is the following compound.

[0386] [Chemistry 68]

[0387]

[0388] (Where R N1171 and RN1172 Each independently represents the same as R in the general formula (N-1) N11 and R N12 Same meaning.)

[0389] 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.

[0390] The compound represented by the general formula (N-1-17) can be used alone or in combination of two or more compounds. The types of compounds that can be combined are not particularly limited, and they can be used in appropriate combinations according to the required performance such as solubility at low temperatures, transition temperature, electrical reliability, birefringence, etc. The types of compounds used, for example, as one embodiment of the present invention, are 1, 2, 3, 4, 5 or more.

[0391] When the improvement of Δε is emphasized, it is preferred to set the content to a high value. When the solubility at low temperature is emphasized, the effect is better when the content is set to a high value. When the T NI In the case of, setting the content to a high value has a good effect. Further, in the case of improving drip marks and screen burn-in characteristics, it is preferred to set the content range to the middle.

[0392] 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%, and 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%, and 13%.

[0393] The compound represented by the general formula (N-1-18) is the following compound.

[0394] [Chemistry 69]

[0395]

[0396] (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.)

[0397] 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.

[0398] The compound represented by the general formula (N-1-18) can be used alone or in combination of two or more compounds. The types of compounds that can be combined are not particularly limited, and they can be used in appropriate combinations according to the required performance such as solubility at low temperatures, transition temperature, electrical reliability, birefringence, etc. The types of compounds used, for example, as one embodiment of the present invention, are 1, 2, 3, 4, 5 or more.

[0399] When the improvement of Δε is emphasized, it is preferred to set the content to a high value. When the solubility at low temperature is emphasized, the effect is better when the content is set to a high value. When the T NI In the case of, setting the content to a high value has a good effect. Further, in the case of improving drip marks and screen burn-in characteristics, it is preferred to set the content range to the middle.

[0400] 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%, and 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%, and 13%.

[0401] 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).

[0402] [Chemistry 70]

[0403]

[0404] The compound represented by the general formula (N-1-20) is the following compound.

[0405] [Chemistry 71]

[0406]

[0407] (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.)

[0408] R N1201 and R N1202 Each independently is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group.

[0409] The compound represented by the general formula (N-1-20) can be used alone or in combination of two or more compounds. The types of compounds that can be combined are not particularly limited, and they can be used in appropriate combinations according to the required performance such as solubility at low temperatures, transition temperature, electrical reliability, birefringence, etc. The types of compounds used, for example, as one embodiment of the present invention, are 1, 2, 3, 4, 5 or more.

[0410] When the improvement of Δε is emphasized, it is preferred to set the content to a high value. When the solubility at low temperature is emphasized, the effect is better when the content is set to a high value. When the T NI In the case of, setting the content to a high value has a good effect. Further, in the case of improving drip marks and screen burn-in characteristics, it is preferred to set the content range to the middle.

[0411] 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%, and 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%, and 13%.

[0412] The compound represented by the general formula (N-1-21) is the following compound.

[0413] [Chemistry 72]

[0414]

[0415] (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.)

[0416] R N1211 and R N1212 Preferably, each independently is 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.

[0417] The compound represented by the general formula (N-1-21) can be used alone or in combination of two or more compounds. The types of compounds that can be combined are not particularly limited, and they can be used in appropriate combinations according to the required performance such as solubility at low temperatures, transition temperature, electrical reliability, birefringence, etc. The types of compounds used, for example, as one embodiment of the present invention, are 1, 2, 3, 4, 5 or more.

[0418] When the improvement of Δε is emphasized, it is preferred to set the content to a high value. When the solubility at low temperature is emphasized, the effect is better when the content is set to a high value. When the T NI In the case of, setting the content to a high value has a good effect. Further, in the case of improving drip marks and screen burn-in characteristics, it is preferred to set the content range to the middle.

[0419] 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%, and 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%, and 13%.

[0420] The compound represented by the general formula (N-1-22) is the following compound.

[0421] [Chemistry 73]

[0422]

[0423] (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.)

[0424] R N1221 and R N1222 Preferably, each independently is 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.

[0425] The compound represented by the general formula (N-1-22) can be used alone or in combination of two or more compounds. The types of compounds that can be combined are not particularly limited, and they can be used in appropriate combinations according to the required performance such as solubility at low temperatures, transition temperature, electrical reliability, birefringence, etc. The types of compounds used, for example, as one embodiment of the present invention, are 1, 2, 3, 4, 5 or more.

[0426] When the improvement of Δε is emphasized, it is preferred to set the content to a high value. When the solubility at low temperature is emphasized, the effect is better when the content is set to a high value. When the T NI In the case of, setting the content to a high value has a good effect. Further, in the case of improving drip marks and screen burn-in characteristics, it is preferred to set the content range to the middle.

[0427] Relative to the total amount of the composition of the present invention, the preferred lower limit of the content of the compound represented by formula (N-1-21) is 1%, 5%, 10%, 13%, 15%, 17%, and 20%. Relative to the total amount of the composition of the present invention, the preferred upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, and 5%.

[0428] 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).

[0429] [Chemistry 74]

[0430]

[0431] 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 substantially neutral compound in terms of dielectric properties (the value of Δε is -2 to 2). Therefore, it is more preferred to set the number of polar groups such as halogens in the molecule to 2 or less, to 1 or less, and to have no such polar groups.

[0432] [Chemistry 75]

[0433]

[0434] (Where R L1 and R L2 each independently represents an alkyl group having 1 to 8 carbon atoms, wherein one or two or more non-adjacent -CH2- groups in the alkyl group each independently may be substituted by -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-,

[0435] n L1 represents 0, 1, 2 or 3,

[0436] A L1 , A L2 and A L3Each independently represents a group selected from the group consisting of the following groups,

[0437] (a) 1,4-cyclohexylene (one -CH2- or two or more non-adjacent -CH2- in the group may be substituted by -O-), and

[0438] (b) 1,4-phenylene (one -CH= or two or more non-adjacent -CH= groups in the group may be substituted with -N=.)

[0439] (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=.)

[0440] The above-mentioned groups (a), (b) and (c) may each independently be substituted by a cyano group, a fluorine atom or a chlorine atom.

[0441] Z L1 and Z L2 each independently represents a single bond, -CH2CH2-, -(CH2)4-, -OCH2-, -CH2O-, -COO-, -OCO-, -OCF2-, -CF2O-, -CH=N-N=CH-, -CH=CH-, -CF=CF- or -C≡C-,

[0442] n L1 A for 2 or 3 L2 When there are multiple, they can be the same or different, n L1 Z for 2 or 3 L3 When there are multiple compounds, they may be the same or different, except for compounds represented by general formula (N-1), (N-2) and (N-3).

[0443] The compound represented by the general formula (L) can be used alone or in combination. The types of compounds that can be combined are not particularly limited, and are appropriately combined according to desired properties such as solubility at low temperatures, transition temperature, electrical reliability, and birefringence. The type of compound used, for example, as one embodiment of the present invention, is 1. Or in other embodiments of the present invention, it is 2, 3, 4, 5, 6, 7, 8, 9, or 10 or more.

[0444] 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, drip marks, screen burn-in, dielectric anisotropy, etc.

[0445] Relative to the total amount of the composition of the present invention, the preferred lower limit of the content of the compound represented by formula (L) 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%.

[0446] In the case where the viscosity of the composition of the present invention needs to be kept low and the response speed is fast, it is preferred that the lower limit is high and the upper limit is high. ni In the case of a composition having high temperature stability, it is preferred that the lower limit is high and the upper limit is high. In addition, when the dielectric anisotropy is to be increased in order to keep the driving voltage low, it is preferred that the lower limit is low and the upper limit is low.

[0447] When reliability is important, R is preferred. L1 and R L2 Both are alkyl groups. When emphasis is placed on reducing the volatility of the compound, an alkoxy group is preferred. When emphasis is placed on reducing the viscosity, at least one of the groups is preferably an alkenyl group.

[0448] The number of halogen atoms present in the molecule is preferably 0, 1, 2 or 3, preferably 0 or 1, and when importance is placed on compatibility with other liquid crystal molecules, preferably 1.

[0449] R L1 and R L2 When the ring structure to which it is bonded is a phenyl (aromatic), it is preferably a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, and an alkenyl group having 4 to 5 carbon atoms. When the ring structure to which it is bonded is a saturated ring structure such as cyclohexane, pyran, and dioxane, it is preferably a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, and an alkenyl group having 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.

[0450] As the alkenyl group, it is preferred to select from the groups represented by any one of formula (R1) to formula (R5). (The black dots in each formula represent carbon atoms in the ring structure.)

[0451] [Chemistry 76]

[0452]

[0453] When response speed is important, n L1It is preferably 0, and in order to improve the upper limit temperature of the nematic phase, it is preferably 2 or 3, and in order to achieve a balance between them, it is preferably 1. In order to satisfy the characteristics required as a composition, compounds having different combined values ​​are preferred.

[0454] When Δn needs to be increased, A L1 , A L2 and A L3 It is preferably aromatic, and is preferably aliphatic in order to improve the response speed. It is preferably each independently 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. It is more preferably the following structure:

[0455] [Chemistry 77]

[0456]

[0457] More preferably, it represents a trans-1,4-cyclohexylene group or a 1,4-phenylene group.

[0458] When response speed is important, Z L1 and Z L2 Preferred is a single bond.

[0459] The compound represented by the general formula (L) preferably has 0 or 1 halogen atom in the molecule.

[0460] The compound represented by the general formula (L) is preferably a compound selected from the group consisting of compounds represented by general formulae (L-1) to (L-7).

[0461] The compound represented by the general formula (L-1) is the following compound.

[0462] [Chemistry 78]

[0463]

[0464] (Where R L11 and R L12 Each independently represents the same as R in the general formula (L) L1 and R L2 Same meaning.)

[0465] 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.

[0466] The compound represented by the general formula (L-1) can be used alone or in combination of two or more compounds. The types of compounds that can be combined are not particularly limited, and they can be used in appropriate combinations according to the required performance such as solubility at low temperatures, transition temperature, electrical reliability, birefringence, etc. The types of compounds used, for example, as one embodiment of the present invention, are 1, 2, 3, 4, 5 or more.

[0467] Relative to the total amount of the composition of the present invention, the preferred lower limit of the content is 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 preferred upper limit of the content is 95%, 90%, 85%, 80%, 75%, 70%, 65%, 60%, 55%, 50%, 45%, 40%, 35%, 30%, 25%.

[0468] In the case where the viscosity of the composition of the present invention needs to be kept low and the response speed is fast, it is preferred that the lower limit is high and the upper limit is high. ni In the case of a composition having high temperature stability, the lower limit is preferably medium and the upper limit is preferably medium. In addition, when the dielectric anisotropy is to be increased in order to keep the driving voltage low, the lower limit is preferably low and the upper limit is low.

[0469] 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).

[0470] [Chemistry 79]

[0471]

[0472] (R L12 It has the same meaning as in the general formula (L-1).

[0473] The compound represented by general formula (L-1-1) is preferably a compound selected from the group consisting of compounds represented by formulae (L-1-1.1) to (L-1-1.3), preferably a compound represented by formula (L-1-1.2) or (L-1-1.3), and particularly preferably a compound represented by formula (L-1-1.3).

[0474] [Chemistry 80]

[0475]

[0476] 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%, or 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%, or 3%.

[0477] 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).

[0478] [Chemistry 81]

[0479]

[0480] (R L12 It has the same meaning as in the general formula (L-1).

[0481] 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%, and 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%, and 30%.

[0482] Furthermore, the compound represented by the general formula (L-1-2) is preferably a compound selected from the group consisting of compounds represented by formulas (L-1-2.1) to (L-1-2.4), and preferably a compound represented by formulas (L-1-2.2) to (L-1-2.4). In particular, the compound represented by formula (L-1-2.2) is preferred because it can improve the response speed of the composition of the present invention. In addition, a high T is more desirable than a response speed. ni When the compound represented by formula (L-1-2.3) or formula (L-1-2.4) is used, it is preferable to use the compound represented by formula (L-1-2.3) or formula (L-1-2.4). In order to improve the solubility at low temperature, the content of the compound represented by formula (L-1-2.3) or formula (L-1-2.4) is not preferably 30% or more.

[0483] [Chemistry 82]

[0484]

[0485] 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%, and 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%, and 22%.

[0486] 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%, and 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%, and 22%.

[0487] 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).

[0488] [Chemistry 83]

[0489]

[0490] (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.)

[0491] R L13 and R L14 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.

[0492] 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%, and 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%, and 10%.

[0493] Furthermore, the compound represented by the general formula (L-1-3) is preferably a compound selected from the group consisting of compounds represented by formulas (L-1-3.1) to (L-1-3.13), and is preferably a compound represented by formula (L-1-3.1), formula (L-1-3.3) or formula (L-1-3.4). In particular, the compound represented by formula (L-1-3.1) is particularly preferred because it can improve the response speed of the composition of the present invention. In addition, a high T is more desirable than a response speed. ni When using the compound represented by formula (L-1-3.3), formula (L-1-3.4), formula (L-1-3.11) and formula (L-1-3.12), it is preferred to use the compound 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 temperature, the total content of the compound represented by formula (L-1-3.3), formula (L-1-3.4), formula (L-1-3.11) and formula (L-1-3.13) is not preferably 20% or more.

[0494] [Chemistry 84]

[0495]

[0496] 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%, and 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%, and 6%.

[0497] 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).

[0498] [Chemistry 85]

[0499]

[0500] (R L15 and R L16 Each independently represents an alkyl group having 1 to 8 carbon atoms or an alkoxy group having 1 to 8 carbon atoms.)

[0501] R L15 and R L16 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.

[0502] 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%, or 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%, or 10%.

[0503] 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%, or 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%, or 10%.

[0504] Furthermore, the compound represented by general formula (L-1-4) and (L-1-5) is preferably a compound selected from the group consisting of compounds represented by formula (L-1-4.1) to formula (L-1-5.3), and is preferably a compound represented by formula (L-1-4.2) or formula (L-1-5.2).

[0505] [Chemistry 86]

[0506]

[0507] 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%, and 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%, and 6%.

[0508] It is preferred that two or more compounds selected from the 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) are combined, and it is preferred that two or more compounds selected from the 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) are combined. The lower limit of the total content of these compounds is preferably 1%, 2%, 3%, 5%, 7%, 10%, 13%, 15%, 18%, 20%, 23%, 25%, 27%, 30%, 33%, 35%, and the upper limit is 80%, 70%, 60%, 50%, 45%, 40%, 37%, 35%, 33%, 30%, 28%, 25%, 23%, 20% relative to the total amount of the composition of the present invention. When the reliability of the composition is emphasized, it is preferred to combine two or more compounds selected from the compounds represented by formula (L-1-3.1), formula (L-1-3.3) and formula (L-1-3.4). When the response speed of the composition is emphasized, it is preferred to combine two or more compounds selected from the compounds represented by formula (L-1-1.3) and formula (L-1-2.2).

[0509] 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).

[0510] [Chemistry 87]

[0511]

[0512] (R L17 and R L18 Each independently represents a methyl group or a hydrogen atom. )

[0513] 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%, and 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%, and 30%.

[0514] Furthermore, the compound represented by 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).

[0515] [Chemistry 88]

[0516]

[0517] The compound represented by the general formula (L-2) is the following compound.

[0518] [Chemistry 89]

[0519]

[0520] (Where R L21 and R L22 Each independently represents the same as R in the general formula (L) L1 and R L2 Same meaning.)

[0521] 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.

[0522] The compound represented by the general formula (L-2) can be used alone or in combination of two or more compounds. The types of compounds that can be combined are not particularly limited, and they can be used in appropriate combinations according to the required performance such as solubility at low temperatures, transition temperature, electrical reliability, birefringence, etc. The types of compounds used, for example, as one embodiment of the present invention, are 1, 2, 3, 4, 5 or more.

[0523] When the solubility at low temperature is important, the effect is better when the content is set high. On the contrary, when the response speed is important, the effect is better when the content is set low. Furthermore, when improving drip marks and screen burn-in characteristics, it is preferable to set the content range to the middle.

[0524] 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%, or 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%, or 3%.

[0525] Furthermore, the compound represented by general formula (L-2) is preferably a compound selected from the group consisting of compounds represented by formula (L-2.1) to formula (L-2.6), and preferably a compound represented by formula (L-2.1), formula (L-2.3), formula (L-2.4) and formula (L-2.6).

[0526] [Chemistry 90]

[0527]

[0528] The compound represented by the general formula (L-3) is the following compound.

[0529] [Chemistry 91]

[0530]

[0531] (Where R L31 and R L32 Each independently represents the same as R in the general formula (L) L1 and R L2 Same meaning.)

[0532] R L31 and R L32 Preferably, each independently is 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.

[0533] The compound represented by the general formula (L-3) can be used alone or in combination of two or more compounds. The types of compounds that can be combined are not particularly limited, and they can be used in appropriate combinations according to the required performance such as solubility at low temperatures, transition temperature, electrical reliability, birefringence, etc. The types of compounds used, for example, as one embodiment of the present invention, are 1, 2, 3, 4, 5 or more.

[0534] 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%, or 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%, or 3%.

[0535] In order to obtain a high birefringence, the effect is better when the content is set high. On the contrary, it is more important to have a high T ni In the case of, setting the content to a low level has a good effect. Further, in the case of improving drip marks and screen burn-in characteristics, it is preferred to set the content range to an intermediate level.

[0536] Furthermore, the compound represented by the general formula (L-3) is preferably a compound selected from the group consisting of compounds represented by formula (L-3.1) to formula (L-3.7), and preferably a compound represented by formula (L-3.2) to formula (L-3.5).

[0537] [Chemistry 92]

[0538]

[0539] The compound represented by the general formula (L-4) is the following compound.

[0540] [Chemistry 93]

[0541]

[0542] (Where R L41 and R L42 Each independently represents the same as R in the general formula (L) L1 and R L2 Same meaning.)

[0543] 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 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.

[0544] The compound represented by the general formula (L-4) can be used alone or in combination of two or more compounds. The types of compounds that can be combined are not particularly limited, and they can be used in appropriate combinations according to the required performance such as solubility at low temperatures, transition temperature, electrical reliability, birefringence, etc. The types of compounds used, for example, as one embodiment of the present invention, are 1, 2, 3, 4, 5 or more.

[0545] 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, dripping marks, screen burn-in, dielectric anisotropy, etc.

[0546] Relative to the total amount of the composition of the present invention, the preferred lower limit of the content of the compound represented by formula (L-4) is 1%, 2%, 3%, 5%, 7%, 10%, 14%, 16%, 20%, 23%, 26%, 30%, 35%, 40%. Relative to the total amount of the composition of the present invention, the preferred upper limit of the content of the compound represented by formula (L-4) is 50%, 40%, 35%, 30%, 20%, 15%, 10%, 5%.

[0547] The compound represented by the general formula (L-4) is preferably a compound represented by the formula (L-4.1) to the formula (L-4.3), for example.

[0548] [Chemistry 94]

[0549]

[0550] 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, or 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%, and 21%, and the preferred upper limit is 45%, 40%, 35%, 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, and 8%.

[0551] 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%, and 30%, and the preferred upper limit is 45%, 40%, 35%, 30%, 25%, 23%, 20%, 18%, 15%, and 13%.

[0552] The compound represented by the general formula (L-4) is preferably, for example, a compound represented by the formula (L-4.4) to the formula (L-4.6), and is preferably a compound represented by the formula (L-4.4).

[0553] [Chemistry 95]

[0554]

[0555] Depending on the required performance such as solubility at low temperatures, transition temperature, electrical reliability, birefringence, etc., the compound represented by formula (L-4.4) may be contained, the compound represented by formula (L-4.5) may be contained, or both the compound represented by formula (L-4.4) and the compound represented by formula (L-4.5) may be contained.

[0556] 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%, and 21%. The preferred upper limit is 45%, 40%, 35%, 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, and 8%.

[0557] When containing both the compound represented by formula (L-4.4) and the compound represented by formula (L-4.5), 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%, and 30%, and the preferred upper limit is 45%, 40%, 35%, 30%, 25%, 23%, 20%, 18%, 15%, and 13%.

[0558] The compound represented by the general formula (L-4) is preferably a compound represented by the formula (L-4.7) to the formula (L-4.10), and is particularly preferably a compound represented by the formula (L-4.9).

[0559] [Chemistry 96]

[0560]

[0561] The compound represented by the general formula (L-5) is the following compound.

[0562] [Chemistry 97]

[0563]

[0564] (Where R L51 and R L52 Each independently represents the same as R in the general formula (L) L1 and R L2 Same meaning.)

[0565] 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.

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

[0567] 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 temperature, transition temperature, electrical reliability, birefringence, process suitability, dripping marks, screen burn-in, dielectric anisotropy, etc.

[0568] Relative to the total amount of the composition of the present invention, the preferred lower limit of the content of the compound represented by formula (L-5) is 1%, 2%, 3%, 5%, 7%, 10%, 14%, 16%, 20%, 23%, 26%, 30%, 35%, 40%. Relative to the total amount of the composition of the present invention, the preferred upper limit of the content of the compound represented by formula (L-5) is 50%, 40%, 35%, 30%, 20%, 15%, 10%, 5%.

[0569] The compound represented by the general formula (L-5) is preferably a compound represented by the formula (L-5.1) or the formula (L-5.2), and is particularly preferably a compound represented by the formula (L-5.1).

[0570] Relative to the total amount of the composition of the present invention, the preferred lower limit of the content of these compounds is 1%, 2%, 3%, 5%, 7%. The preferred upper limit of the content of these compounds is 20%, 15%, 13%, 10%, 9%.

[0571] [Chemistry 98]

[0572]

[0573] The compound represented by general formula (L-5) is preferably a compound represented by formula (L-5.3) or formula (L-5.4).

[0574] Relative to the total amount of the composition of the present invention, the preferred lower limit of the content of these compounds is 1%, 2%, 3%, 5%, 7%. The preferred upper limit of the content of these compounds is 20%, 15%, 13%, 10%, 9%.

[0575] [Chemistry 99]

[0576]

[0577] The compound represented by the 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).

[0578] Relative to the total amount of the composition of the present invention, the preferred lower limit of the content of these compounds is 1%, 2%, 3%, 5%, 7%. The preferred upper limit of the content of these compounds is 20%, 15%, 13%, 10%, 9%.

[0579] [Chemical 100]

[0580]

[0581] The compound represented by the general formula (L-6) is the following compound.

[0582] [Chemistry 101]

[0583]

[0584] (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. )

[0585] R L61 and R L62 Preferably, each independently represents an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and X L61 and X L62 One of them is a fluorine atom and the other is a hydrogen atom.

[0586] The compound represented by the general formula (L-6) can be used alone or in combination of two or more compounds. The types of compounds that can be combined are not particularly limited, and they can be used in appropriate combinations according to the required performance such as solubility at low temperatures, transition temperature, electrical reliability, birefringence, etc. The types of compounds used, for example, as one embodiment of the present invention, are 1, 2, 3, 4, 5 or more.

[0587] Relative to the total amount of the composition of the present invention, the preferred lower limit of the content of the compound represented by formula (L-6) is 1%, 2%, 3%, 5%, 7%, 10%, 14%, 16%, 20%, 23%, 26%, 30%, 35%, 40%. Relative to the total amount of the composition of the present invention, the preferred upper limit of the content of the compound represented by formula (L-6) is 50%, 40%, 35%, 30%, 20%, 15%, 10%, 5%. When the focus is on increasing Δn, it is more preferred to increase the content, and when the focus is on precipitation at low temperatures, it is more preferred to reduce the content.

[0588] The compound represented by general formula (L-6) is preferably a compound represented by formula (L-6.1) to formula (L-6.9).

[0589] [Chemistry 102]

[0590]

[0591] The types of compounds that can be combined are not particularly limited, but preferably contain 1 to 3 of these compounds, and more preferably contain 1 to 4. In addition, the wide molecular weight distribution of the selected compound is also effective for solubility. Therefore, 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), and 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).

[0592] Furthermore, the compound represented by the general formula (L-6) is preferably, for example, a compound represented by the formula (L-6.10) to the formula (L-6.17), and among them, a compound represented by the formula (L-6.11) is preferred.

[0593] [Chemistry 103]

[0594]

[0595] Relative to the total amount of the composition of the present invention, the preferred lower limit of the content of these compounds is 1%, 2%, 3%, 5%, 7%. The preferred upper limit of the content of these compounds is 20%, 15%, 13%, 10%, 9%.

[0596] The compound represented by the general formula (L-7) is the following compound.

[0597] [Chemistry 104]

[0598]

[0599] (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 L3The same meaning, 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. )

[0600] In the formula, R L71 and R L72 Preferably, each independently represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, L71 and A L72 Preferably, each independently is 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.

[0601] The types of compounds that can be combined are not particularly limited, and are combined according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence, etc. The types of compounds used, for example, as one embodiment of the present invention, are 1, 2, 3, or 4.

[0602] 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 temperature, transition temperature, electrical reliability, birefringence, process suitability, dripping marks, screen burn-in, dielectric anisotropy, etc.

[0603] Relative to the total amount of the composition of the present invention, the preferred lower limit of the content of the compound represented by formula (L-7) is 1%, 2%, 3%, 5%, 7%, 10%, 14%, 16%, and 20%. Relative to the total amount of the composition of the present invention, the preferred upper limit of the content of the compound represented by formula (L-7) is 30%, 25%, 23%, 20%, 18%, 15%, 10%, and 5%.

[0604] The composition of the present invention is expected to be high T ni When a high viscosity embodiment is desired, the content of the compound represented by formula (L-7) is preferably large, and when a low viscosity embodiment is desired, the content is preferably small.

[0605] Furthermore, the compound represented by the 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).

[0606] [Chemistry 105]

[0607]

[0608] 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).

[0609] [Chemistry 106]

[0610]

[0611] Furthermore, the compound represented by general formula (L-7) is a compound represented by formula (L-7.21) to formula (L-7.23), and preferably a compound represented by formula (L-7.21).

[0612] [Chemistry 107]

[0613]

[0614] 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).

[0615] [Chemistry 108]

[0616]

[0617] 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).

[0618] [Chemistry 109]

[0619]

[0620] Furthermore, the compound represented by general formula (L-7) is preferably a compound represented by formula (L-7.51) to formula (L-7.53).

[0621] [Chemistry 110]

[0622]

[0623] 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 peracid (—CO—OO—) structure, in the molecule.

[0624] 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, relative to the total mass of the composition.

[0625] When emphasis is placed on stability against UV irradiation, the content of the chlorine atom-substituted compound 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, relative to the total mass of the composition.

[0626] It is preferred that the content of compounds whose ring structures in the molecule are all 6-membered rings is high. Relative to the total mass of the aforementioned composition, the content of compounds whose ring structures in the molecule are all 6-membered rings is preferably set to 80% or more, more preferably to 90% or more, and further preferably to 95% or more. The most preferred composition is basically composed only of compounds whose ring structures in the molecule are all 6-membered rings.

[0627] In order to suppress the deterioration of the composition due to oxidation, 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 10% or less, preferably 8% or less, more preferably 5% or less, preferably 3% or less, and further preferably substantially free of the compound, relative to the total mass of the composition.

[0628] Focus on improving viscosity 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 may be substituted by a halogen. Relative to the total mass of the aforementioned composition, the content of the compound having the aforementioned 2-methylbenzene-1,4-diyl group in the molecule is preferably set to 10% or less, preferably to 8% or less, more preferably to 5% or less, preferably to 3% or less, and further preferably to substantially contain no content.

[0629] In the present application, “substantially not containing” means that the substance does not contain anything except substances that are unintentionally contained.

[0630] When the compound contained in the composition of the first embodiment of the present invention has an alkenyl group as a side chain, when the aforementioned alkenyl group is bonded to cyclohexane, the number of carbon atoms of the alkenyl group is preferably 2 to 5, and when the aforementioned alkenyl group is bonded to benzene, the number of carbon atoms of the alkenyl group is preferably 4 to 5, and it is preferred that the unsaturated bond of the aforementioned alkenyl group is not directly bonded to benzene.

[0631] The average elastic constant (K AVG ) is preferably 10 to 25, and as its lower limit, it is preferably 10, preferably 10.5, preferably 11, preferably 11.5, preferably 12, preferably 12.3, preferably 12.5, preferably 12.8, preferably 13, preferably 13.3, preferably 13.5, preferably 13.8, preferably 14, preferably 14.3, preferably 14.5, preferably 14.8, preferably 15, preferably 15.3, preferably 15.5, preferably 15.8, preferably 16, preferably 16.3, preferably 16.5, preferably 16.8, preferably 17, preferably 17.3, preferably 17.5, preferably 17.8, preferably 18, preferably 18. 18 is selected as the upper limit value, and 25 is preferred, 24.5 is preferred, 24 is preferred, 23.5 is preferred, 23 is preferred, 22.8 is preferred, 22.5 is preferred, 22.3 is preferred, 22 is preferred, 21.8 is preferred, 21.5 is preferred, 21.3 is preferred, 21 is preferred, 20.8 is preferred, 20.5 is preferred, 20.3 is preferred, 20 is preferred, 19.8 is preferred, 19.5 is preferred, 19.3 is preferred, 19 is preferred, 18.8 is preferred, 18.5 is preferred, 18.3 is preferred, 18 is preferred, 17.8 is preferred, 17.5 is preferred, 17.3 is preferred, and 17 is preferred. When the reduction of power consumption is emphasized, it is effective to suppress the amount of backlight, and the liquid crystal display element preferably increases the transmittance of light, so it is preferred to set K AVG When the response speed is improved, it is preferable to set K AVG to high.

[0632] The liquid crystal composition of this embodiment is suitable for use in a liquid crystal display element. Figure 1 , 2 An example of a liquid crystal display element according to this embodiment will be described.

[0633] Figure 1 A diagram schematically showing the structure of a liquid crystal display element. Figure 1 In order to facilitate the description, each component is shown separately. Figure 1 As shown, the liquid crystal display element 1 according to this embodiment includes a first substrate 2 and a second substrate 3 arranged in an opposing manner, and a liquid crystal layer 4 provided between the first substrate 2 and the second substrate 3. The liquid crystal layer 4 is composed of the liquid crystal composition of this embodiment described above.

[0634] The first substrate 2 has a pixel electrode layer 5 formed on the surface on the liquid crystal layer 4 side. The second substrate 3 has a common electrode layer 6 formed on the liquid crystal layer 4 side. The first substrate 2 and the second substrate 3 may be sandwiched by a pair of polarizing plates 7 and 8. A color filter 9 may be further provided on the liquid crystal layer 4 side of the second substrate 3.

[0635] That is, the liquid crystal display element 1 according to one embodiment has a structure in which a first polarizing plate 7, a first substrate 2, a pixel electrode layer 5, a liquid crystal layer 4 containing a liquid crystal composition, a common electrode layer 6, a color filter 9, a second substrate 3, and a second polarizing plate 8 are stacked in this order.

[0636] The first substrate 2 and the second substrate 3 are formed of a flexible material such as glass or plastic. At least one of the first substrate 2 and the second substrate 3 is formed of a transparent material, and the other may be formed of a transparent material or an opaque material such as metal or silicon. The first substrate 2 and the second substrate 3 are bonded to each other through a sealing material such as an epoxy-based thermosetting composition and a sealing material arranged in the peripheral area, and in order to maintain the distance between the substrates, granular spacers such as glass particles, plastic particles, and alumina particles, or spacer columns composed of resin formed by photolithography can be arranged.

[0637] The first polarizing plate 7 and the second polarizing plate 8 can be adjusted, and the polarization axis of each polarizing plate can be adjusted so that the viewing angle and contrast are good, and preferably, the transmission axes thereof are parallel to each other in a manner of operating in a normally black mode. It is particularly preferred that either the first polarizing plate 7 or the second polarizing plate 8 is configured in a manner of having a transmission axis parallel to the orientation direction of the liquid crystal molecules when no voltage is applied.

[0638] From the viewpoint of preventing light leakage, the color filter 9 is preferably formed as a black matrix, and the black matrix (not shown) is preferably formed in a portion corresponding to the thin film transistor.

[0639] The black matrix can be arranged together with the color filter on the substrate opposite to the array substrate, or can be arranged together with the color filter on the array substrate side, or the black matrix can be arranged on the array substrate and the color filter can be arranged on the other substrate. In addition, the black matrix can be arranged separately from the color filter, or the transmittance can be reduced by overlapping the colors of the color filter.

[0640] Figure 2 To be formed as Figure 1 FIG. 1 is a plan view of a portion of the pixel electrode layer 5 on the first substrate 2, and an enlarged area surrounded by the I line. Figure 2 As shown, in the pixel electrode layer 5 including thin film crystals formed on the surface of the first substrate 2, a plurality of gate buses 11 for supplying scanning signals and a plurality of data buses 12 for supplying display signals are arranged in a matrix shape by crossing each other. Figure 2Only a pair of gate bus lines 11, 11 and a pair of data bus lines 12, 12 are shown.

[0641] The unit pixel of the liquid crystal display element is formed by the area surrounded by a plurality of gate bus lines 11 and a plurality of data bus lines 12, and a pixel electrode 13 is formed in the unit pixel. The pixel electrode 13 has a so-called fishbone structure having two trunks orthogonal to each other in a cross shape and a plurality of branches extending from each trunk. In addition, a Cs electrode 14 is provided between a pair of gate bus lines 11, 11 and substantially parallel to the gate bus line 11. In addition, a thin film transistor including a source electrode 15 and a drain electrode 16 is provided near the intersection where the gate bus line 11 and the data bus line 12 intersect each other. The drain electrode 16 is provided with a contact hole 17.

[0642] The gate bus 11 and the data bus 12 are preferably formed of metal films respectively, more preferably of Al, Cu, Au, Ag, Cr, Ta, Ti, Mo, W, Ni or their alloys, and further preferably of Mo, Al or their alloys.

[0643] In order to improve the transmittance, the pixel electrode 13 is preferably a transparent electrode. The transparent electrode is formed by sputtering an oxide semiconductor (ZnO, InGaZnO, SiGe, GaAs, IZO (Indium Zinc Oxide), ITO (Indium Tin Oxide), SnO, TiO, AZTO (AlZnSnO), etc.). At this time, the film thickness of the transparent electrode can be 10 to 200 nm. In addition, in order to reduce the resistance, the transparent electrode as a polycrystalline ITO film can also be formed by firing an amorphous ITO film.

[0644] For example, the liquid crystal display element of the present embodiment can form wiring by sputtering metal materials such as Al or its alloy on the first substrate 2 and the second substrate 3, and form a pixel electrode layer 5 and a common electrode layer 6 respectively. In addition, the color filter 9 can be made, for example, by a pigment dispersion method, a printing method, an electrodeposition method or a dyeing method. Taking the color filter manufacturing method using the pigment dispersion method as an example, a curable coloring composition for the color filter is applied to the transparent substrate, a graphical treatment is performed, and then it is cured by heating or light irradiation. By performing this process on red, green and blue respectively, a pixel portion for a color filter can be made. In addition, the color filter 9 can also be arranged on the substrate side having a TFT, etc.

[0645] The first substrate 2 and the second substrate 3 face each other with the pixel electrode layer 5 and the common electrode layer 6 facing inside, and the distance between the first substrate 2 and the second substrate 3 can be adjusted by a spacer. In this case, the thickness of the liquid crystal layer 4 is preferably adjusted to, for example, 1 to 100 μm.

[0646] When using polarizing plates 7 and 8, it is preferred to adjust the product of the refractive index anisotropy Δn of the liquid crystal layer 4 and the thickness of the liquid crystal layer 4 in a manner that maximizes the contrast. In addition, in the case of two polarizing plates 7 and 8, the polarization axis of each polarizing plate can also be adjusted to adjust the viewing angle and contrast in a good manner. Furthermore, a phase difference film for expanding the viewing angle can also be used. Thereafter, a sealant such as an epoxy-based thermosetting composition is screen-printed on the substrate in the form of a liquid crystal injection port, the substrates are bonded to each other, and the sealant is thermally cured by heating.

[0647] The method of sandwiching the composition between the two substrates 2 and 3 can use the usual vacuum injection method or the dripping injection method (ODF: One Drop Fill), etc. Although no drip marks will be produced in the vacuum injection method, there is a problem of residual injection marks. In this embodiment, it can be appropriately used by using a display element manufactured by the ODF method. In the liquid crystal display element manufacturing process of the ODF method, the liquid crystal display element can be manufactured by the following method: on any substrate in the backplane or the frontplane, a dispenser is used to draw an epoxy-based photothermal and curable sealant into a closed-loop embankment shape, and a prescribed amount of the composition is dripped therein under degassing, and then the frontplane and the backplane are joined. In this embodiment, when the liquid crystal composition is dripped onto the substrate in the ODF method, the generation of drip marks can be suppressed. Among them, the drip mark is defined as the phenomenon that the trace of dripping the liquid crystal composition appears white in the case of a black display.

[0648] In addition, in the manufacturing process of liquid crystal display elements using the ODF method, it is necessary to drip the optimal amount of liquid crystal injection according to the size of the liquid crystal display element. The liquid crystal composition of this embodiment is less affected by the sudden pressure change and impact generated in the dripping device when dripping the liquid crystal, and can continue to drip the liquid crystal stably for a long time, so the yield of the liquid crystal display element can be maintained at a high level. In particular, the small liquid crystal display elements used in large quantities in the recently popular smart phones have a small optimal amount of liquid crystal injection, so it is difficult to control the deviation from the optimal value within a certain range. However, by using the liquid crystal composition of this embodiment, a stable liquid crystal material discharge amount can be achieved even in small liquid crystal display elements.

[0649] As a method for polymerizing the polymerizable compound of the liquid crystal composition of the present embodiment, in order to obtain good orientation properties of the liquid crystal, it is desirable to have an appropriate polymerization speed, and thus it is preferred to polymerize it by irradiating active energy rays such as ultraviolet rays or electron rays alone or in combination or in turn. When ultraviolet rays are used, a polarized light source can be used, or a non-polarized light source can be used. In addition, when the composition containing the polymerizable compound is sandwiched between two substrates and polymerized, it is necessary that at least the substrate on the irradiated side has appropriate transparency to the active energy rays. In addition, the following method can also be used: when the light is irradiated, a mask is used to polymerize only a specific part, and then the conditions such as the electric field, magnetic field or temperature are changed so that the orientation state of the unpolymerized part changes, and the active energy rays are further irradiated to polymerize it. In particular, when ultraviolet light is exposed, it is preferred to perform ultraviolet light exposure while applying an alternating electric field to the composition containing the polymerizable compound. The applied alternating electric field is preferably an alternating current with a frequency of 10 Hz to 10 kHz, and more preferably a frequency of 60 Hz to 10 kHz, and the voltage is selected according to the desired pretilt angle of the liquid crystal display element. That is, the pretilt angle of the liquid crystal display element can be controlled by the applied voltage. In a lateral electric field type MVA mode liquid crystal display element, the pretilt angle is preferably controlled to 80 degrees to 89.9 degrees from the viewpoint of alignment stability and contrast.

[0650] The temperature during irradiation is preferably within a temperature range in which the liquid crystal state of the composition of this embodiment is maintained. It is preferred to polymerize at a temperature close to room temperature, typically at a temperature of 15 to 35°C. As a lamp that generates ultraviolet rays, a metal halide lamp, a high-pressure mercury lamp, an ultra-high-pressure mercury lamp, etc. can be used. In addition, as the wavelength of the irradiated ultraviolet rays, it is preferred that the irradiation wavelength region is not within the absorption wavelength region of the composition, and it is preferred to filter the ultraviolet rays as needed. The intensity of the irradiated ultraviolet rays is preferably 0.1 mW / cm 2 ~100W / cm 2 , more preferably 2 mW / cm 2 ~50W / cm 2 The energy of the irradiated ultraviolet light can be adjusted appropriately, preferably 10 mJ / cm 2 ~500J / cm 2 , more preferably 100 mJ / cm 2 ~200J / cm 2 The intensity of ultraviolet rays may be changed during irradiation. The time for irradiation with ultraviolet rays is appropriately selected according to the intensity of ultraviolet rays to be irradiated, and is preferably 10 seconds to 3600 seconds, and more preferably 10 seconds to 600 seconds.

[0651] The liquid crystal display element 1 may be an active matrix driven liquid crystal display element, a PSA type, a PSVA type, a VA type, an IPS type, a FFS type or an ECB type liquid crystal display element, and is preferably a PSA type liquid crystal display element.

[0652] The content of the antioxidant in the liquid crystal composition of the present invention is preferably 10 mass ppm or more, preferably 20 mass ppm or more, preferably 50 mass ppm or more. When containing an antioxidant, the upper limit is 10000 mass ppm, preferably 1000 mass ppm, preferably 500 mass ppm, preferably 200 mass ppm, preferably 100 mass ppm.

[0653] When the light stabilizer used in the liquid crystal composition of the present invention is contained, it is preferred to use a HALS such as Tinuvin 770 or LA-57 which is generally available. The content thereof is preferably adjusted within the range of 100 ppm to 2000 ppm, more preferably within the range of 200 ppm to 1200 ppm, and particularly preferably within the range of 500 ppm to 1200 ppm.

[0654] The nematic phase-isotropic liquid phase transition temperature (T ni ) is 60°C to 120°C, and its lower limit is preferably 65°C, preferably 70°C, preferably 71°C, preferably 72°C, preferably 73°C, preferably 74°C, preferably 75°C, and its upper limit is preferably 110°C, preferably 105°C, preferably 100°C, preferably 95°C, preferably 90°C, preferably 88°C, preferably 86°C, preferably 85°C, preferably 84°C, preferably 82°C, preferably 80°C.

[0655] The rotational viscosity (γ1) of the liquid crystal composition of the present invention at 20°C is 50 to 200 mPa·s, and the lower limit is preferably 55 mPa·s, preferably 60 mPa·s, preferably 62 mPa·s, preferably 64 mPa·s, preferably 66 mPa·s, preferably 68 mPa·s, preferably 70 mPa·s, and the upper limit is preferably 190 mPa·s, preferably 180 mPa·s, preferably 170 mPa·s, preferably 160 mPa·s, and preferably 150 mPa·s.

[0656] The dielectric anisotropy (Δε) of the liquid crystal composition of the present invention at 20°C is -2.0 to -8.0, and the lower limit is preferably -7.0, preferably -6.5, preferably -6.0, preferably -5.5, preferably -5.0, preferably -4.5, preferably -4.0, preferably -3.9, preferably -3.8, preferably -3.7, and the upper limit is preferably -2.5, preferably -2.6, preferably -2.7, preferably -2.8, preferably -2.9, preferably -3.0.

[0657] The refractive index anisotropy (Δn) of the liquid crystal composition of the present invention at 20°C is 0.08 to 0.20, and the lower limit is preferably 0.09, preferably 0.10, preferably 0.11, preferably 0.12, preferably 0.13, and the upper limit is preferably 0.19, preferably 0.18, preferably 0.17, preferably 0.16, preferably 0.15. In more detail, in the case of a thin unit gap, it is preferably 0.10 to 0.20, and in the case of a thick unit gap, it is preferably 0.08 to 0.12.

[0658] The spacing can be appropriately set according to the unit thickness of the liquid crystal display element. Too short or too long will cause adverse conditions. The lower limit of the spacing (μm) of the liquid crystal composition of the present invention at 20°C is 5μm, preferably 6μm, preferably 7μm, preferably 8μm, preferably 9μm, preferably 10μm, preferably 11μm, preferably 12μm, preferably 13μm, preferably 14μm, preferably 15μm, preferably 20μm, and the upper limit of the spacing is 140μm, preferably 130μm, preferably 120μm, preferably 110μm, preferably 100μm, preferably 90μm, preferably 80μm, preferably 70μm, preferably 60μm. The preferred range is as described above, but due to the influence of the unit thickness (unit spacing), the structure of the transparent electrode, and the type of the orientation film, it is necessary to adjust appropriately within a certain range.

[0659] The liquid crystal display element using the liquid crystal composition of the present invention has the following significant characteristics: no display defects such as dripping marks, screen burn-in, and uneven display, or the display defects are suppressed, and low driving voltage, high transmittance and high response speed are taken into account.

[0660] The liquid crystal display element using the liquid crystal composition of the present invention is particularly useful for active matrix driven liquid crystal display elements, and can be used for PS mode, PSA mode, PSVA mode, PS-IPS mode, or PS-FFS mode liquid crystal display elements.

[0661] Example

[0662] The present invention will be 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 %".

[0663] In the examples, the following abbreviations are used to describe the liquid crystal compounds.

[0664] (Ring structure)

[0665] [Chemistry 111]

[0666]

[0667] (Side chain structure and connection structure)

[0668] [Table 1]

[0669] The record in the formula Substituents and linkers represented by 1－ <![CDATA[CH3-]]> 2－ <![CDATA[C2H5- <!-- 78 -->]]> 3－ <![CDATA[n-C3H7-]]> 4－ <![CDATA[n-C4H9-]]> 5－ <![CDATA[n-C5H 11 -]]> V－ <![CDATA[CH2=CH-]]> V2－ <![CDATA[CH2=CH-CH2-CH2-]]> 1V2－ <![CDATA[CH3-CH=CH-CH2-CH2-]]> －1 <![CDATA[-CH3]]> －2 <![CDATA[-C2H5]]> －3 <![CDATA[-n-C3H7]]> －4 <![CDATA[-n-C4H9]]> －5 <![CDATA[-n-C5H 11 ]]> －O1 <![CDATA[-O-CH3]]> －O2 <![CDATA[-O-C2H5]]> －O3 <![CDATA[-O-n-C3H7]]> －O4 <![CDATA[-O-n-C4H9]]> －O5 <![CDATA[-O-n-C5H 11 ]]> －V <![CDATA[-CH=CH2]]> －V1 <![CDATA[-CH=CH-CH3]]> －2V <![CDATA[-CH2-CH2-CH=CH2]]> －F －F -OCF3 <![CDATA[-OCF3]]> -CN -CN － single bond －E－ -COO- －1－ <![CDATA[-CH2CH2-]]> -CFFO- <![CDATA[-CF2O-]]> －T－ -C≡C- －O1－ <![CDATA[-OCH2-]]> －1O－ <![CDATA[-CH2O-]]>

[0670] The properties measured in the examples are as follows: Unless otherwise specified, all the measurements were performed according to the methods specified in JEITA ED-2521B.

[0671] T ni :Nemetic phase-isotropic liquid phase transition temperature (℃)

[0672] Δn: Refractive index anisotropy at 20°C

[0673] Δε: Dielectric anisotropy at 20°C

[0674] γ1: Rotational viscosity at 20°C (mPa·s)

[0675] K11: Elastic constant K11 (pN) at 20°C

[0676] K33: Elastic constant K33 (pN) at 20°C

[0677] P: Helical pitch (um). Measured using a wedge unit.

[0678] Electro-optical property evaluation test: The transmittance and response speed after ultraviolet irradiation were evaluated. The transmittance was measured by the voltage-transmittance curve when a voltage of 0 to 10 V was applied, and the response speed was measured when Von was set to 6 V and Voff was set to 1 V. The measurement temperature was 20°C, and the measurement equipment used was OPTIPRO manufactured by Shintech.

[0679] Voltage holding ratio test (VHR): A liquid crystal composition heated at 150°C for 1 hour was injected into the evaluation cell, and the voltage holding ratio (VHR) when irradiated with UV was measured. The voltage was 1V, the frequency was 0.6 Hz, the measurement temperature was 60°C, and the measurement equipment was LCM-2 manufactured by TOYO.

[0680] (Method for producing a liquid crystal evaluation unit)

[0681] First, a liquid crystal composition containing a polymerizable compound was injected into the following liquid crystal cell by vacuum injection: the liquid crystal cell includes a substrate with ITO, which is coated with a polyimide alignment film that induces vertical alignment with a cell interval of 3.8 μm, and then the polyimide alignment film is subjected to a rubbing treatment. As a vertical alignment film forming material, JALS2096 manufactured by JSR Corporation is used.

[0682] (UV irradiation conditions)

[0683] The liquid crystal cell into which the liquid crystal composition containing the polymerizable compound was injected was irradiated with ultraviolet light through a filter that filters ultraviolet light below 325 nm using a high-pressure mercury lamp while applying a voltage of 10 V at a frequency of 100 Hz. At this time, the illuminance measured at a central wavelength of 365 nm was 100 mW / cm 2 The cumulative amount of light irradiated was adjusted to 30 J / cm 2 The ultraviolet irradiation condition is defined as irradiation condition 1. The irradiation condition 1 provides a pretilt angle to the liquid crystal molecules in the liquid crystal cell.

[0684] Next, a fluorescent UV lamp was used with an illuminance of 3 mW / cm2 at a central wavelength of 313 nm. 2 The cumulative light intensity was further adjusted to 10 J / cm 2 The ultraviolet irradiation condition is set as irradiation condition 2. By using irradiation condition 2, the residual amount of the polymerizable compound in the liquid crystal cell that has not reacted in irradiation condition 1 is reduced.

[0685] (Preparation of Liquid Crystal Composition)

[0686] LC-1 shown in the following table was prepared, and its physical properties were measured. The physical properties are shown in Table 1. The measurement temperature was 20°C.

[0687] [Table 2]

[0688] Element LC-1 3-Cy-Cy-2 7 3-Cy-Ph-01 19 3-Ph-Ph-1 13 3-Cy-Ph-Ph-2 8 3-Cy-01-Ph5-02 6 3-Cy-Cy-01-Ph5-02 10 2-Cy-Ph-Ph5-02 6 3-Cy-Ph-Ph5-02 8 3-Cy-Ph-Ph5-03 9 2-Ph-01-Ph-Ph5-02 4 3-Ph-01-Ph-Ph5-02 10 <![CDATA[T NI / ℃]]> 75.0 Δn 0.139 Δε -3.2 <![CDATA[γ1 / mPa·s]]> 153 <![CDATA[K 11 / pN]]> 15.3 <![CDATA[K 33 / pN]]> 15.7

[0689] [Chemistry 112]

[0690]

[0691] (Examples 1 to 3, Comparative Example 1)

[0692] Example 1 was a liquid crystal composition containing 0.3 parts by mass of a polymerizable compound of the compound represented by formula (RM-1), 0.65 parts by mass of a compound represented by formula (AD-1), and 0.01 parts by mass of a compound represented by formula (PI-1) added to 100 parts by mass of liquid crystal composition LC-1.

[0693] Example 2 was a liquid crystal composition containing 0.3 parts by mass of a polymerizable compound of the compound represented by formula (RM-2), 0.65 parts by mass of a compound represented by formula (AD-1), and 0.01 parts by mass of a compound represented by formula (PI-1) added to 100 parts by mass of liquid crystal composition LC-1.

[0694] A liquid crystal composition containing 0.65 parts by mass of a compound represented by formula (AD-1) and 0.01 parts by mass of a compound represented by formula (PI-1) was prepared as Example 3, with respect to 100 parts by mass of liquid crystal composition LC-1, 0.2 parts by mass of a compound represented by formula (RM-1), 0.1 parts by mass of a polymerizable compound of a compound represented by formula (RM-2), and 0.65 parts by mass of a compound represented by formula (AD-1).

[0695] As a result of evaluating Examples 1 to 3, the nematic phase-isotropic liquid phase transition temperature (T ni ) is sufficiently high, the refractive index anisotropy (Δn) is sufficiently high, the absolute value of the dielectric constant anisotropy (Δε) is sufficiently high, the rotational viscosity (γ1) is sufficiently low, and the spacing is 13.2um. It was confirmed that the transmittance of the liquid crystal display element using it is sufficiently high and the response speed is sufficiently fast. In addition, the voltage holding ratio (VHR) after heating and UV irradiation is 93%, showing a value equivalent to 93% before heating and UV irradiation.

[0696] In summary, it was confirmed that the liquid crystal display elements using the liquid crystal compositions of Examples 1 to 3 had excellent transmittance, response speed, and voltage holding ratio (VHR).

[0697] (Comparative Example 1)

[0698] Comparative Example 1 was a liquid crystal composition containing 0.3 parts by mass of the compound represented by Formula (RM-1) and 0.65 parts by mass of the compound represented by Formula (AD-1) relative to 100 parts by mass of Liquid Crystal Composition LC-1.

[0699] As a result of evaluating Comparative Example 1, the nematic phase-isotropic liquid phase transition temperature (T ni) is sufficiently high, the refractive index anisotropy (Δn) is sufficiently high, the absolute value of the dielectric constant anisotropy (Δε) is sufficiently high, the rotational viscosity (γ1) is sufficiently low, and the pitch is 13.2um. It is confirmed that the transmittance of the liquid crystal display element using it is sufficiently high and the response speed is sufficiently fast. However, the voltage holding ratio (VHR) after heating and UV irradiation is 89%, which is 4% lower than 93% before heating and UV irradiation.

Claims

1. A liquid crystal composition, Contains one or more compounds represented by the general formula (Ch-I) as a chiral agent inducing spacing, [Chemistry 1] In the formula, R 100 and R 101 Each independently represents a hydrogen atom, -CN, -NO2, a halogen atom, -OCN, -SCN, -SF5, a chiral or achiral alkyl group having 1 to 30 carbon atoms, a polymerizable group, or a chiral group containing a ring structure, n 11 When R is 0, 100 and R 101 At least one of them is a chiral alkyl group, Z 100 and Z 101 each independently represents -O-, -S-, -CO-, -COO-, -OCO-, -O-COO-, -OCH2-, -CH2O-, -SCH2-, -CH2S-, -CF2O-, -OCF2-, -CF2S-, -SCF2-, -CH2CH2-, -CF2CH2-, -CH2CF2-, -CF2CF2-, -CH=CH-, -CF=CH-, -CH=CF-, -CF=CF-, -C≡C-, -CH=CH-COO-, -OCO-CH=CH- or a single bond, A 100 and A 101 Each independently represents the following group, (a') trans-1,4-cyclohexylene, one methylene group or two or more non-adjacent methylene groups in the group may be substituted by an oxygen atom or a sulfur atom, (b') 1,4-phenylene, one -CH= or two or more non-adjacent -CH= groups in the group may be substituted by a nitrogen atom, or (c') 1,4-cyclohexenylene, 1,4-bicyclo[2.2.2]octylene, indan-2,5-diyl, naphthalene-2,6-diyl, decalin-2,6-diyl and 1,2,3,4-tetrahydronaphthalen-2,6-diyl. One methylene group or two or more non-adjacent methylene groups in these groups may be substituted by an oxygen atom or a sulfur atom. One -CH= or two or more non-adjacent -CH= groups in these groups may be substituted by a nitrogen atom. A 100 or A 101 When there are multiple, they can be the same or different. n 11 Indicates 0 or 1, n 11 When it indicates 0, m 12 represents 0, and m 11 Represents 0, 1, 2, 3, 4, or 5, n 11 When it indicates 1, m 11 and m 12 Each independently represents 0, 1, 2, 3, 4 or 5, D represents a divalent group represented by the following formulae (D1) to (D4), [Chemistry 2] In formulas (D1) to (D4), the black dots are respectively bonded to Z 101 or R 100 or Z 101 or R 100 ,as well as Containing one or more compounds having the following structure as an additive for improving reliability, [Chemistry 3] In the formula, R Q represents a hydroxyl group, a hydrogen atom, 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 replaced by -O-, -CH=CH-, -CO-, -OCO-, -COO-, -C≡C-, -CF2O-, -OCF2- in a manner that the oxygen atom is not directly adjacent, and is combined with other structures at the *; As the polymerizable compound, one or more compounds represented by the general formula (P) are contained. [Chemistry 4] 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 in which the hydrogen atom may be substituted by a halogen atom, an alkoxy group having 1 to 15 carbon atoms in which the hydrogen atom may be substituted by a halogen atom, an alkenyl group having 1 to 15 carbon atoms in which the hydrogen atom may be substituted by a halogen atom, an alkenyloxy group having 1 to 15 carbon atoms in which the hydrogen atom may be substituted by a halogen atom, or -Sp p2 -P p2 , P p1 and P p2 Each independently represents the general formula (P p1 -1)~Formula (P p1 -9) any one of the following, [Chemistry 5] 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- or methylene, t p11 Represents 0, 1 or 2, and R in the molecule p11 , R p12 , W p11 When there are multiple, they can be the same or different. Sp p1 and Sp p2 Each independently represents a single bond, 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)2-COO-, -(CH2)2-OCO-, -OCO-(CH2)2-, -CH=CH-, -CF=CF-, -CF=CH-, -CH=CF-, -CF2-, -CF2O-, -OCF2-, -CF2CH2-, -CH2CF2-, -CF2CF2- or -C≡C-, where, R ZP1 Each independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and R ZP1 When there are multiple, they can be the same or different. A p2 represents 1,4-phenylene, 1,4-cyclohexylene, anthracene-2,6-diyl, phenanthrene-2,7-diyl, pyridine-2,5-diyl, pyrimidine-2,5-diyl, naphthalene-2,6-diyl, indane-2,5-diyl, 1,2,3,4-tetrahydronaphthalene-2,6-diyl or 1,3-dioxane-2,5-diyl, A p2 is unsubstituted or may be substituted by an alkyl group having 1 to 12 carbon atoms, a haloalkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a haloalkoxy group having 1 to 12 carbon atoms, a halogen atom, a cyano group, a nitro group or -Sp p2 -P p2 replace, A p1 Indicates (A p1 -11)~(A p1 -19) represented by a group, [Chemistry 6] In the formula, at ★ and Sp p1 , at ★★ and Z p1 One or more hydrogen atoms in the structure may be replaced by an alkyl group having 1 to 12 carbon atoms, a haloalkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a haloalkoxy group having 1 to 12 carbon atoms, a halogen atom, a cyano group, a nitro group, or -Sp p2 -P p2 replace, A p3 Indicates (A p3 -11)~(A p3 -19) represented by a group, [Chemistry 7] In the formula, at ★ and Z p2 Combine, at ★★ and R p1 , one or more hydrogen atoms in the structure may be replaced by an alkyl group having 1 to 12 carbon atoms, a haloalkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a haloalkoxy group having 1 to 12 carbon atoms, a halogen atom, a cyano group, a nitro group or -Sp p2 -P p2 replace, m p2 and m p3 Each independently represents 0, 1, 2 or 3, m p1 and m p4 Each independently represents 1, 2 or 3, and P in the molecule p1 、Sp p1 , A p1 , Z p1 , Z p2 , A p3 and / or R p1 Where there are more than one, they may be the same or different; The liquid crystal composition consists of 7 mass% of 3-Cy-Cy-2, 19 mass% of 3-Cy-Ph-O1, 13 mass% of 3-Ph-Ph-1, 8 mass% of 3-Cy-Ph-Ph-2, 6 mass% of 3-Cy-O1-Ph5-O2, 10 mass% of 3-Cy-Cy-O1-Ph5-O2, 6 mass% of 2-Cy-Ph-Ph5-O2, 8 mass% of 3-Cy-Ph-Ph5-O2, 9 mass% of 3-Cy-Ph-Ph5-O3, 4 mass% of 2-Ph-O1-Ph-Ph5-O2 and 10 mass% of 3-Ph-O1-Ph-Ph5-O2, and the dielectric anisotropy Δε is negative; in, 2- represents C2H5-, 3- represents C3H7-, -1 represents -CH3, -2 represents -C2H5, -O1 represents -O-CH3, -O2 represents -O-C2H5, -O3 represents -O-C3H7, -O1- represents -OCH2-, Cy represents Ph stands for Ph5 means 2 . The liquid crystal composition according to claim 1 , wherein the content of the chiral agent is 0.01% by mass to 5% by mass. 3 . The liquid crystal composition according to claim 1 , wherein the content of the additive for improving reliability is 0.01% by mass to 5% by mass.

4. The liquid crystal composition according to claim 1, wherein the additive is selected from the group consisting of compounds represented by (Q-4) to (Q-7), (Q-16) to (Q-19), and (Q-21) to (Q-34). In the formula, n represents an integer from 0 to 20. 5 . An active matrix driven liquid crystal display element using the liquid crystal composition according to claim 1 . 6 . A liquid crystal display element of a PS mode, a PSA mode, a PSVA mode, a PS-IPS mode or a PS-FFS mode, comprising the liquid crystal composition according to claim 1 .

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