JP7205152B2 - Nematic liquid crystal composition and liquid crystal display device using the same - Google Patents

Description

The present invention relates to a liquid crystal composition and a liquid crystal display device using the same.

A PSA (Polymer Sustained Alignment) type liquid crystal display device has a structure in which a polymer structure is formed in a cell to control the pretilt angle of liquid crystal molecules. is in progress.

Nematic liquid crystal compositions used in display systems such as the PSA type have a small cell size for improving the response speed from the setting of Δn×d, which is the product of the refractive index anisotropy (Δn) and the cell gap (d). It is necessary to adjust the Δn of the liquid crystal material over a large range to match the gap. That is, a liquid crystal composition with a high refractive index anisotropy (Δn) is required for a small cell gap.

Furthermore, since the sealing material curing step of the liquid crystal panel is performed in a high-temperature environment, the voltage holding ratio (VHR) of the nematic liquid crystal composition is lowered. Therefore, there is a demand for a liquid crystal composition with high heat resistance that can withstand a sealing material curing step at high temperatures.

WO2016/017569

The problem to be solved by the present invention is to have a liquid crystal phase in a wide temperature range, high refractive index anisotropy, high absolute value of dielectric anisotropy, low viscosity or rotational viscosity, and low temperature dissolution. To provide a liquid crystal composition having good properties, high specific resistance and high voltage holding ratio, stable against heat and light, and negative Δε, and furthermore, by using this liquid crystal composition, excellent display quality is obtained, and drip traces, line afterimages, etc. are provided. To provide a high-speed response liquid crystal display element such as a VA type or a PSVA type in which display defects hardly occur.

The present inventors have investigated various liquid crystal compounds and various chemical substances, and found that the above problems can be solved by combining specific compounds, and have completed the present invention.

General formula (Ch-I)

(wherein R ¹⁰⁰ and R ¹⁰¹ are each independently a hydrogen atom, —CN, —NO ₂ , halogen atom, —OCN, —SCN, —SF ₅ , chiral or achiral having 1 to 30 carbon atoms) represents an alkyl group, a polymerizable group, or a chiral group containing a ring structure, and when ⁿ¹¹ is ⁰ , at least one of ^R100 and R101 is a chiral alkyl group,
Z ¹⁰⁰ and Z ¹⁰¹ each independently represent -O-, -S-, -CO-, -COO-, -OCO-, -O-COO-, -CO-N(R ¹⁰⁵ )-, -N( R ¹⁰⁵ ) -CO-, -OCH ₂ -, -CH ₂ O-, -SCH ₂ -, -CH ₂ S-, -CF ₂ O-, -OCF ₂ -, -CF ₂ S-, -SCF ₂ - , -CH ₂ CH ₂ -, -CF _{2 CH 2 -, -CH 2 CF 2 -, -CF 2 CF 2 - , -CH = CH-} , -CF=CH-, -CH=CF-, -CF= CF-, -C≡C-, -CH=CH-COO-, -OCO-CH=CH- or represents a single bond,
A ¹⁰⁰ and A ¹⁰¹ each independently
(a′) a trans-1,4-cyclohexylene group (one methylene group or two or more non-adjacent methylene groups present in the group may be substituted with an oxygen atom or a sulfur atom; good.),
(b') a 1,4-phenylene group (one -CH= or two or more non-adjacent -CH= present in this group may be substituted with a nitrogen atom), or (c′) 1,4-cyclohexenylene group, 1,4-bicyclo[2.2.2]octylene group, indane-2,5-diyl, naphthalene-2,6-diyl group, decahydronaphthalene-2 ,6-diyl group and 1,2,3,4-tetrahydronaphthalene-2,6-diyl group (one methylene group or two or more non-adjacent methylene groups in these groups are oxygen or a sulfur atom, and one -CH= or two or more non-adjacent -CH= present in these groups may be substituted by a nitrogen atom.) represents
When there are multiple A ¹⁰⁰ or A ¹⁰¹ , they may be the same or different,
n ¹¹ represents 0 or 1, when n ¹¹ represents 0, m ¹² represents 0, and m ¹¹ represents 0, 1, 2, 3, 4 or 5, when n ¹¹ represents 1, m11 and ^m12 each independently represent 0, ¹ , 2, 3, 4 or 5;
D is a divalent group represented by the following formulas (D1) to (D4)

(in formulas (D1) to (D4), the sites marked with black circles bind to Z ¹⁰¹ (or R ¹⁰⁰ ) or Z ¹⁰¹ (or R ¹⁰⁰ ), respectively). ) and has the following partial structure as an additive to further improve reliability:

(In the formula, R ^Q represents a hydroxyl group, a hydrogen atom, a straight-chain alkyl group or a branched-chain alkyl group having 1 to 22 carbon atoms, and one or more _CH2 groups in the alkyl group are oxygen atoms. may be substituted with -O-, -CH=CH-, -CO-, -OCO-, -COO-, -C≡C-, -CF ₂ O-, -OCF ₂ - so that is not directly adjacent to , and connect to other structures with *.)
R ^Q represents a straight-chain or branched-chain alkyl group having 1 to 22 carbon atoms, and one or more CH ₂ groups in the alkyl group are —O -, -CH=CH-, -CO-, -OCO-, -COO-, -C≡C-, -CF ₂ O-, -OCF ₂ -, and M ^Q is trans-1,4 -Cyclohexylene group, 1,4-phenylene group or single bond) containing one or two or more antioxidants and containing one or two or more polymerizable compounds. and a nematic liquid crystal composition having a negative dielectric anisotropy with an absolute value of 2 to 8 at 20° C., and a liquid crystal display device using the same.

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, has high specific resistance and voltage holding ratio, and can be Because it is stable to light, the practicality of the product is high, and liquid crystal display elements such as VA type and PSVA type using this can achieve high-speed response, and display defects such as drip marks and line afterimages are suppressed. useful for

It is a figure which shows typically one Embodiment of a liquid crystal display element. FIG. 2 is an enlarged plan view of a region surrounded by line I in FIG. 1; ss

In the liquid crystal composition of the present invention, a chiral agent used in TN mode or STN mode may be used as a chiral agent that induces pitch.

In order to improve or adjust the temperature dependence of pitch, a mixture of multiple chiral agents may be used.

A chiral agent that induces pitch may be a compound having an asymmetric atom, an axially asymmetric compound, or a mixture thereof.

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

(In general formula (Ch-I), R ¹⁰⁰ and R ¹⁰¹ are each independently a hydrogen atom, —CN, —NO ₂ , halogen atom, —OCN, —SCN, —SF ₅ , 1 to 30 carbon atoms, represents a chiral or achiral alkyl group, a polymerizable group, or a chiral group containing a ring structure, and when ⁿ¹¹ is ⁰ , at least one of ^R100 and R101 is a chiral alkyl group;
Z ¹⁰⁰ and Z ¹⁰¹ each independently represent -O-, -S-, -CO-, -COO-, -OCO-, -O-COO-, -CO-N(R ¹⁰⁵ )-, -N( R ¹⁰⁵ ) -CO-, -OCH ₂ -, -CH ₂ O-, -SCH ₂ -, -CH ₂ S-, -CF ₂ O-, -OCF ₂ -, -CF ₂ S-, -SCF ₂ - , -CH ₂ CH ₂ -, -CF _{2 CH 2 -, -CH 2 CF 2 -, -CF 2 CF 2 - , -CH = CH-} , -CF=CH-, -CH=CF-, -CF= CF-, -C≡C-, -CH=CH-COO-, -OCO-CH=CH- or represents a single bond,
A ¹⁰⁰ and A ¹⁰¹ each independently
(a′) a trans-1,4-cyclohexylene group (one methylene group or two or more non-adjacent methylene groups present in the group may be substituted with an oxygen atom or a sulfur atom; good.),
(b') a 1,4-phenylene group (one -CH= or two or more non-adjacent -CH= present in this group may be substituted with a nitrogen atom), or (c′) 1,4-cyclohexenylene group, 1,4-bicyclo[2.2.2]octylene group, indane-2,5-diyl, naphthalene-2,6-diyl group, decahydronaphthalene-2 ,6-diyl group and 1,2,3,4-tetrahydronaphthalene-2,6-diyl group (one methylene group or two or more non-adjacent methylene groups in these groups are oxygen or a sulfur atom, and one -CH= or two or more non-adjacent -CH= present in these groups may be substituted by a nitrogen atom.) represents
When there are multiple A ¹⁰⁰ or A ¹⁰¹ , they may be the same or different,
n ¹¹ represents 0 or 1, when n ¹¹ represents 0, m ¹² represents 0, and m ¹¹ represents 0, 1, 2, 3, 4 or 5, when n ¹¹ represents 1, m11 and ^m12 each independently represent 0, ¹ , 2, 3, 4 or 5;
D is a divalent group represented by the following formulas (D1) to (D4) (in formulas (D1) to (D4), Z ¹⁰¹ (or R ¹⁰⁰ ) or Z ¹⁰¹ ( Alternatively, each binds to R ¹⁰⁰ ). )

In general formula (Ch-I), R ¹⁰⁰ and R ¹⁰¹ are each independently a hydrogen atom, —CN, —NO ₂ , a halogen atom, —OCN, —SCN, —SF ₅ and 1 to 30 carbon atoms. represents a chiral or achiral alkyl group, a polymerizable group, or a chiral group containing a ring structure. When ⁿ¹¹ is ⁰ , at least one of R100 and ^R101 is a chiral alkyl group.

When R ¹⁰⁰ or R ¹⁰¹ in general formula (Ch-I) is a chiral or achiral alkyl group having 1 to 30 carbon atoms, 1 or 2 or more non-adjacent methylenes in said alkyl group The group (--CH ₂ --) includes --O--, --S--, --NH--, --N(CH ₃ )--, --CO--, --COO-- and -OCO-, -OCO-O-, -S-CO-, -CO-S-, -CH=CH-, -CF ₂ -, -CF=CH-, -CH=CF-, -CF=CF- or C≡C—, and one or more hydrogen atoms in the alkyl group may be substituted with a halogen atom or a cyano group. Further, the alkyl group may be a linear group, a branched group, or a group containing a ring structure.

As the chiral alkyl group, groups represented by the following general formulas (Ra) to (Rk) are preferred. In general formulas (Ra) to (Rk), an asterisk (*) represents a chiral carbon atom. When R ¹⁰⁰ or R ¹⁰¹ is one of these groups, the left end is bonded to A ¹⁰⁰ (or D, Z ¹⁰¹ ) or A ¹⁰¹ (or D, Z ¹⁰⁰ ), respectively.

In general formulas (Ra) to (Rk), R ¹⁰³ and R ¹⁰⁴ each independently represent a linear or branched alkyl group having 1 to 12 carbon atoms, or a hydrogen atom. However, in the general formulas (Ra), (Rb), (Rd), (Re), (Rf), (Rg), (Ri), and ( ^Rj ), the carbon atom (* position) is an asymmetric atom, R ¹⁰³ is a linear or branched alkyl group having 1 to 10 carbon atoms. One or more methylene groups of the alkyl group are -O-, -S-, -NH-, -N(CH ₃ )-, -CO -, -CO-O-, -O-CO-, -O-CO-O-, -S-CO-, -CO-S-, -O-SO ₂ -, -SO ₂ -O-, -CH ═CH—, —C≡C—, a cyclopropylene group or —Si(CH ₃ ) ₂ —, and one or more hydrogen atoms of the alkyl group may be replaced by a halogen atom (e.g., fluorine atom, chlorine atom, bromine atom) or a cyano group. Also, the alkyl group may have a polymerizable group. Examples of the polymerizable group include a vinyl group, an allyl group, and a (meth)acryloyl group.

R ¹⁰³ in the general formulas (Ra) to (Rj) is a linear or branched chain having 1 to 12 carbon atoms in which methylene groups and hydrogen atoms are not substituted by other groups (that is, unsubstituted). It is preferably a branched alkyl group, more preferably an unsubstituted linear or branched alkyl group having 1 to 8 carbon atoms, and an unsubstituted linear alkyl group having 1 to 6 carbon atoms. A linear alkyl group is more preferred.

R ¹⁰⁴ in general formula (Rd) or (Ri) is preferably a hydrogen atom or an unsubstituted linear or branched alkyl group having 1 to 5 carbon atoms, and an unsubstituted carbon atom It is more preferably a straight-chain alkyl group of number 1 to 3, more preferably a hydrogen atom or a methyl group.

In general formulas (Ra) to (Rk), n12 is an integer of 0 to ²⁰ , preferably an integer of 0 to 10, more preferably an integer of 0 to 5, and still more preferably 0.

In general formulas (Ra) to (Rk), ⁿ¹³ is 0 or 1.

In general formula (Rk), ⁿ¹⁴ is an integer of 0-5.

In general formulas (Ra) to (Rk), X ¹⁰¹ and X ¹⁰² each independently represent a halogen atom (fluorine atom, chlorine atom, bromine atom, iodine atom), a cyano group, a phenyl group (one One or two or more arbitrary hydrogen atoms may be substituted with a halogen atom, a methyl group, a methoxy group, a trifluoromethyl group (-CF ₃ ), a trifluoromethoxy group (-OCF ₃ ), carbon It is an alkyl group having 1 to 6 atoms, an alkoxy group having 1 to 6 carbon atoms, a trifluoromethyl group or a trifluoromethoxy group. However, in the general formulas (Ra), (Rb), (Rc), (Rf), (Rg), and (Rh), the carbon atom (position marked with *) to which X ¹⁰¹ is bonded is an asymmetric atom. As such, X ¹⁰¹ and R ¹⁰³ are groups different from each other. In general formulas (Rc) and (Re), X ¹⁰¹ and X ¹⁰² are groups different from each other such that the carbon atom (position marked with *) to which X ¹⁰¹ is bonded is an asymmetric atom.

X ¹⁰¹ and X ¹⁰² in general formulas (Ra), (Rb), (Rc), (Rf), (Rg), (Rh) and (Rk) each independently represent a halogen atom, a phenyl group ( One or two or more arbitrary hydrogen atoms of the phenyl group may be substituted with a halogen atom, a methyl group, a methoxy group, a trifluoromethyl group, a trifluoromethoxy group.), a methyl group, a methoxy group, A trifluoromethyl group or a trifluoromethoxy group is preferred. Among them, X ¹⁰¹ and X ¹⁰² in the general formulas (Ra), (Rb), (Rc), (Rf), (Rg) and (Rh) each independently represent a phenyl group (one of the phenyl groups One or two or more optional hydrogen atoms may be substituted with a halogen atom, a methyl group, a methoxy group, a trifluoromethyl group, or a trifluoromethoxy group.) is more preferred, and an unsubstituted phenyl group is even more preferred. . Further, X ¹⁰¹ in the general formula (Rk) is more preferably a halogen atom, a cyano group, an alkyl group, an alkoxy group, a trifluoromethyl group or a trifluoromethoxy group, and a halogen atom, a methyl group or a trifluoromethyl group. , or a trifluoromethoxy group is more preferred.

In general formulas (Re) and (Rj), Q is a divalent hydrocarbon group. The divalent hydrocarbon group may be linear, branched, or a group having a cyclic structure. The number of carbon atoms in the divalent hydrocarbon group is preferably 1-16, more preferably 1-10, even more preferably 1-6. The divalent hydrocarbon group is preferably a group in which one carbon atom is single-bonded to each of two oxygen atoms in the general formulas (Re) and (Rj). In this case, in the general formulas (Re) and (Rj), two carbon atoms with asterisks, two oxygen atoms respectively bonded to them, and one carbon atom in Q are five-membered rings forming Specific examples include a methylene group, a cyclopropylidene group, a cyclobutylidene group, a cyclopentylidene group, a cyclohexylidene group, etc., which are unsubstituted or in which one or two hydrogen atoms are substituted with a hydrocarbon group. more preferred are a methylene group, an isopropylidene group and a cyclohexylidene group.

As the groups represented by general formulas (Ra) to (Rk), groups represented by general formula (Ra) or general formula (Rf) are preferred. As the group represented by the general formula (Ra), in the general formula (Ra), n ¹² is an integer of 0 to 5, and X ¹⁰¹ is a phenyl group (one or two or more of the phenyl groups). A hydrogen atom may be substituted with a halogen atom, a methyl group, a methoxy group, a trifluoromethyl group, or a trifluoromethoxy group.), and R ¹⁰³ is an unsubstituted straight chain having 1 to 6 carbon atoms or a branched alkyl group is preferred, n ¹² is an integer of 0 to 5, X ¹⁰¹ is an unsubstituted phenyl group, and R ¹⁰³ is an unsubstituted straight chain having 1 to 6 carbon atoms Groups which are linear or branched alkyl groups are more preferred. As the group represented by the general formula (Rf), in the general formula (Rf), n ¹² is an integer of 0 to 5, n ¹³ is 0 or 1, X ¹⁰³ is a halogen atom, a methyl group, or A group which is a trifluoromethyl group and wherein R ¹⁰³ is an unsubstituted straight-chain alkyl group having 2 to 12 carbon atoms is preferred.

As R ¹⁰⁰ or R ¹⁰¹ of the compound represented by general formula (Ch-I), in particular, the following formulas (Ra-1) to (Ra-3) or general formulas (Rf-1) to (Rf-3) A group represented by is preferred. When R ¹⁰⁰ or R ¹⁰¹ is these groups, the left end is bound to A ¹⁰⁰ (or D, Z ¹⁰¹ ) or A ¹⁰¹ (or D, Z ¹⁰⁰ ), respectively. An asterisk also represents a chiral carbon atom.

In general formulas (Rf-1) to (Rf-3), ⁿ¹³ represents 0 or 1. In general formulas (Ra-1) to (Ra-3) and (Rf-1) to (Rf-3), n represents an integer of 2-12. In general formulas (Ra-1) to (Ra-3) and (Rf-1) to (Rf-3), n is preferably an integer of 3 to 8, more preferably 4, 5 or 6.

When R ¹⁰⁰ or R ¹⁰¹ in general formula (Ch-I) is a polymerizable group, the polymerizable group is represented by any one of the following formulas (R-1) to (R-16) A group consisting of the structure is preferred. The groups represented by formulas (R-1) to (R-14) and (R-16) are at the right end, and the groups represented by formula (R-15) are at the left end, A ¹⁰⁰ (or D, Z ¹⁰¹ ) or A ¹⁰¹ (or D, Z ¹⁰⁰ ), respectively.

These polymerizable groups are cured by radical polymerization, radical addition polymerization, cationic polymerization, or anionic polymerization. Especially when ultraviolet polymerization is performed as a polymerization method, 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 a group represented by formula (R-16) is preferable, formula (R-1), formula (R-2), formula (R- 7), more preferably a group represented by formula (R-11), formula (R-13) or formula (R-16), formula (R-1), formula (R-2) or formula (R- A group represented by 16) is more preferable.

When R ¹⁰⁰ or R ¹⁰¹ in general formula (Ch-I) is a chiral group containing a ring structure, the ring structure contained in the group may be aromatic or aliphatic. The ring structure that the alkyl group can have includes a monocyclic ring structure, a condensed ring structure or a spirocyclic ring structure, and can contain one or more heteroatoms.

In general formula (Ch-I), Z ¹⁰⁰ and Z ¹⁰¹ are each independently -O-, -S-, -CO-, -COO-, -OCO-, -O-COO-, -CO-N (R ¹⁰⁵ )-, -N(R ¹⁰⁵ )-CO-, -OCH ₂ -, -CH ₂ O-, -SCH ₂ -, -CH ₂ S-, -CF ₂ O-, -OCF ₂ -, - CF ₂ S-, -SCF ₂ -, -CH ₂ CH ₂ -, -CF ₂ CH ₂ -, -CH ₂ CF ₂ -, -CF ₂ CF ₂ -, -CH=CH-, -CF=CH-, -CH=CF-, -CF=CF-, -C≡C-, -CH=CH-COO-, -OCO-CH=CH- or a single bond. Here, R ¹⁰⁵ 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. 1 to 3 linear alkyl groups are more preferred. When m ¹¹ is an integer of 2 or more and multiple Z ¹⁰⁰ are present in one molecule, they may be the same or different. Similarly, when m ¹² is an integer of 2 or more and there are multiple Z ¹⁰¹ in one molecule, they may be the same or different. In the compound represented by the general formula (Ch-I), Z ¹⁰⁰ and Z ¹⁰¹ are each independently -CF ₂ O-, -OCF ₂ -, -CF ₂ CF ₂ -, -CF=CF-, -COO-, -OCO-, -CH ₂ -CH ₂ -, -C≡C- or a single bond is preferred.

In general formula (Ch-I), A ¹⁰⁰ and A ¹⁰¹ are each independently the following (a') group, (b') group, or (c') group. When m ¹¹ is an integer of 2 or more and there are multiple A ^100s in one molecule, they may be the same or different. Similarly, when m ¹² is an integer of 2 or more and multiple A ¹⁰¹ are present in one molecule, they may be the same or different.
(a′) a trans-1,4-cyclohexylene group (one methylene group or two or more non-adjacent methylene groups present in the group may be substituted with an oxygen atom or a sulfur atom; good.).
(b') 1,4-phenylene group (one -CH= or two or more non-adjacent -CH= present in this group may be substituted with a nitrogen atom).
(c′) 1,4-cyclohexenylene group, 1,4-bicyclo[2.2.2]octylene group, indane-2,5-diyl, naphthalene-2,6-diyl group, decahydronaphthalene-2 ,6-diyl group and 1,2,3,4-tetrahydronaphthalene-2,6-diyl group (one methylene group or two or more non-adjacent methylene groups in these groups are oxygen or a sulfur atom, and one -CH= or two or more non-adjacent -CH= present in these groups may be substituted by a nitrogen atom.) .

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

A ¹⁰⁰ and A ¹⁰¹ of the compound represented by the general formula (Ch-I) are preferably the (a′) group or the (b′) group, and an unsubstituted trans-1,4-cyclohexylene group. , an unsubstituted 1,4-phenylene group, one or more hydrogen atoms of which are a fluorine atom, a chlorine atom, a cyano group, an alkyl group having 1 to 4 carbon atoms, an alkoxy group having 1 to 4 carbon atoms, a trans-1,4-cyclohexylene group substituted with an alkylcarbonyl group having 1 to 4 carbon atoms or an alkoxycarbonyl group having 1 to 4 carbon atoms, or one or more hydrogen atoms fluorine atom, chlorine atom, cyano group, alkyl group having 1 to 4 carbon atoms, alkoxy group having 1 to 4 carbon atoms, alkylcarbonyl group having 1 to 4 carbon atoms, or alkoxycarbonyl group having 1 to 4 carbon atoms A 1,4-phenylene group substituted with a group is more preferable, an unsubstituted trans-1,4-cyclohexylene group or an unsubstituted 1,4-phenylene group is more preferable, and an unsubstituted 1,4- A phenylene group is even more preferred.

In general formula (Ch-I), ⁿ¹¹ represents 0 or 1.

When ⁿ¹¹ is 0, ^m12 is 0 and ^m11 is 0, 1, 2, 3, 4 or 5. When n ¹¹ and m ¹² are 0, m ¹¹ is preferably 1, 2, 3 or 4, more preferably 1, 2 or 3.

when ⁿ¹¹ is ¹ , m11 and ^m12 are each independently 0, 1, 2, 3, 4 or 5, preferably 1, 2, 3 or 4, more preferably 1, 2 or 3 . When ⁿ¹¹ is ¹ , m11 and ^m12 may be different from each other, but are preferably the same.

In general formula (Ch-I), D is a divalent group represented by formulas (D1) to (D4). In formulas (D1) to (D4), the sites marked with black dots bind to Z ¹⁰¹ (or R ¹⁰⁰ ) or Z ¹⁰¹ (or R ¹⁰⁰ ), respectively.

In the group represented by (D1) or (D3), any one or more arbitrary hydrogen atoms on the benzene ring are independently halogen atoms (F, Cl, Br, I), carbon It may be substituted with an alkyl group having 1 to 20 atoms or an alkoxy group having 1 to 20 carbon atoms. In the alkyl group or alkoxy group having 1 to 20 carbon atoms that serves as a substituent of the hydrogen atom in the benzene ring, one or more hydrogen atoms in the group may be substituted with a fluorine atom, One or more methylene groups in the group are -O-, -S-, -COO-, -OCO-, -CF ₂ -, -CF=CH-, -CH=CF-, -CF ═CF— or —C≡C— may be substituted so that the oxygen or sulfur atoms are not directly bonded to each other.

Among the compounds represented by the general formula (Ch-I), as the compound in which n ¹¹ is 0, the remaining partial structure excluding R ¹⁰⁰ and R ¹⁰¹ at both ends of the compound is represented by the following general formula (b1) A structure represented by (b13) is preferable. In the structures represented by general formulas (b1) to ( ^b13 ), one of both ends is bound to R100, and the other end is bound to ^R101 . However, in compounds having these structures, at least one of R ¹⁰⁰ and R ¹⁰¹ is a chiral alkyl group.

In general formulas (b1) to (b13), Z ¹⁰² is the same as Z ¹⁰⁰ and Z ¹⁰¹ in general formula (Ch-I).

In general formulas (b1) to (b13), A ¹⁰² is a 1,4-phenylene group (one -CH= present in the group or two or more non-adjacent -CH= optionally substituted by a nitrogen atom, any one or more hydrogen atoms present in the group are substituted by a halogen atom, a methyl group, a methoxy group, a trifluoromethyl group, or a trifluoromethoxy group It may be.). By substituting —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 of the liquid crystal composition containing the compound.

In terms of reliability, compounds in which the ring structure in A ¹⁰² is a heterocyclic ring such as a pyridine ring, a pyrimidine ring (i.e., one —CH= present in the 1,4-phenylene group or two -CH= present in the 1,4-phenylene group is not substituted by a nitrogen atom, rather than a compound in which one or more -CH= is a group substituted by a nitrogen atom. is more preferred. On the other hand, from the standpoint of increasing the dielectric anisotropy, a compound in which the ring structure in A ¹⁰² is a heterocyclic ring such as a pyridine ring or a pyrimidine ring is more preferable than a compound in which the ring structure in A 102 is a benzene ring. A compound having a hydrocarbon ring such as a benzene ring or a cyclohexane ring has relatively low polarizability, but a compound having a heterocyclic ring such as a pyridine ring or a pyrimidine ring has relatively low polarizability. It is large and preferable for lowering the crystallinity and stabilizing the liquid crystallinity.

Among the compounds represented by the general formula (Ch-I), the compounds represented by the following general formulas (Ch-I-1) to (Ch-I-30) are preferable as the compounds in which n ¹¹ and m ¹² are 0. In general formulas (Ch-I-1) to (Ch-I-30), R ¹⁰⁰ , R ¹⁰¹ and Z ¹⁰⁰ have the same meanings as R ¹⁰⁰ , R ¹⁰¹ and Z ¹⁰⁰ in general formula (Ch-I). , at least one of R ¹⁰⁰ and R ¹⁰¹ represents a chiral alkyl group, L ¹⁰⁰ to L ¹⁰⁵ each independently represent a hydrogen atom or a fluorine atom, L ¹⁰⁰ to L ¹⁰⁵ each independently represent a hydrogen atom or fluorine represents an atom.

As the compounds represented by general formulas (Ch-I-1) to (Ch-I-30), one or both of R ¹⁰⁰ and R ¹⁰¹ are represented by any of general formulas (Ra) to (Rk). and one or both of R ¹⁰⁰ and R ¹⁰¹ are represented by the above formulas (Ra-1) to (Ra-3) or general formulas (Rf-1) to (Rf-3) A compound that is a group is more preferred. As a compound in which only one of R ¹⁰⁰ and R ¹⁰¹ is a group represented by any one of general formulas (Ra) to (Rk), the remaining one of R ¹⁰⁰ and R ¹⁰¹ has 1 to 1 carbon atoms. 30 achiral alkyl groups, wherein one or more non-adjacent methylene groups in the alkyl groups are -O-, -S-, -NH-, -N(CH ₃ )-, -CO -, -COO-, -OCO-, -OCO-O-, -S-CO-, -CO-S-, -CH=CH-, -CF ₂ -, -CF=CH-, -CH=CF- , -CF=CF- or C≡C-, and one or more hydrogen atoms in the alkyl group may be substituted with a halogen atom or a cyano group.) Certain compounds are preferred, more preferred than compounds that are C1-C16 alkyl groups, C1-C16 alkoxy groups, C2-C16 alkenyl groups, or C2-C16 alkenyloxy groups. .

The liquid crystal composition of the present invention preferably contains at least one compound represented by any one of general formulas (Ch-I-1) to (Ch-I-30). -I-30) is more preferably included. Specific examples of the compounds 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 of 2 to 12, R ¹⁰² is 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 represents an alkenyloxy group having 2 to 16 carbon atoms.). In general formulas (Ch-I-30-1) to (Ch-I-30-6), R ¹⁰² is an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, and 2 carbon atoms. ∼6 alkenyl groups or alkenyloxy groups having 2 to 6 carbon atoms are preferred.

When n ¹¹ is 1, the compound represented by general formula (Ch-I) has a structure having an asymmetric carbon in the ring structure portion. In this case, the compound represented by the general formula (Ch-I) is preferably a compound in which D is the formula (D2) or (D4), more preferably a compound in which D is the formula (D4). As the compound in which D is the formula (D2), compounds represented by the following general formulas (K2-1) to (K2-8) are preferable, and as the compound in which D is the formula (D4), the following general formula ( Compounds represented by K3-1) to (K3-6) are preferred.

In general formulas (K2-1) to (K2-8) and (K3-1) to (K3-6), each R ^K is independently the same as R ¹⁰⁰ and R ¹⁰¹ in general formula (Ch-I) represent meaning. Among the compounds represented by the general formulas (K2-1) to (K2-8) or (K3-1) to (K3-6), the HTP(-) chiral compound used in the liquid crystal composition of the present invention includes , R ^K are each independently a chiral or achiral alkyl group having 1 to 30 carbon atoms (one or more non-adjacent methylene groups in the alkyl group are —O—, —S -, -NH-, -N(CH ₃ )-, -CO-, -COO-, -OCO-, -OCO-O-, -S-CO-, -CO-S-, -CH=CH-, -CF ₂ -, -CF=CH-, -CH=CF-, -CF=CF- or C≡C-, and one or more hydrogen atoms in the alkyl group are , which may be substituted by a halogen atom or a cyano group.), 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 a compound that is an alkenyloxy group having 2 to 16 carbon atoms is more preferable, 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 a carbon atom A compound having an alkenyloxy group of numbers 3 to 9 is more preferred.

More specifically, for example, formula (c01)

A compound represented by is preferred. Also, the formula (c02)

A chiral agent represented by is more preferable.

Specifically, compounds represented by general formulas (IV-1), (IV-2), (IV-3) and (IV-4) are preferable as the axially asymmetric compound.

In general formulas (IV-1) and (IV-2), R ⁷¹ and R ⁷² each independently represent a hydrogen atom, a halogen atom, a cyano group, an isocyanate group, an isothiocyanate group, or 1 carbon atom. represents an alkyl group of ∼20. Any one or two or more methylene groups in the alkyl group are -O-, -S-, -COO-, -OCO-, -CH ═CH—, —CF═CF—, or —C≡C—. Furthermore, one or more arbitrary hydrogen atoms in the alkyl group may be substituted with halogen atoms. In the compound represented by general formula (IV-1) or (IV-2), each of R ⁷¹ and R ⁷² independently has an unsubstituted or optionally substituted number of carbon atoms An alkyl group having 1 to 20 carbon atoms is preferred, an unsubstituted alkyl group having 1 to 20 carbon atoms is more preferred, and an unsubstituted alkyl group having 1 to 6 carbon atoms is even more preferred.

In general formulas (IV-1) and (IV-2), A ⁷¹ and A ⁷² each independently represent an aromatic or non-aromatic 3-, 6- to 8-membered ring, or have 9 carbon atoms. represents the above condensed ring. Any one 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 methylene groups that are not adjacent to each other in the ring structure may be substituted with -O-, -S-, or -NH-, Any one or two or more of -CH= that are not adjacent to each other may be replaced with -N=. When ^{m71 is 2 or more and there are multiple A71s} _in one molecule, they may be the same or different. Similarly, when _m72 is 2 or more and there are multiple ^A72s in one molecule, they may be the same or different.

In the compound represented by general formula (IV-1) or (IV-2), A ⁷¹ and A ⁷² are each independently a 1,4-phenylene group, a trans-1,4-cyclohexylene group, A pyridine-2,5-diyl group, a pyrimidine-2,5-diyl group and a naphthalene-2,6-diyl group are preferred. Groups in which one 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 are also preferred. Among them, a 1,4-phenylene group in which one or more hydrogen atoms may be substituted with fluorine atoms, or a trans-1,4-cyclohexylene group is more preferable, and unsubstituted 1,4-phenylene or an unsubstituted trans-1,4-cyclohexylene group is more preferred.

In general formulas (IV-1) and (IV-2), Z ⁷¹ and Z ⁷² each independently represent a single bond or an alkylene group having 1 to 8 carbon atoms. Any one or two or more methylene groups in the alkylene group are -O-, -S-, -COO-, -OCO-, -CSO, assuming that the oxygen atom and the sulfur atom are not directly bonded to each other. -, -OCS-, -N=N-, -CH=N-, -N=CH-, -N(O)=N-, -N=N(O)-, -CH=CH-, -CF =CF- or -C≡C- may be substituted. One or more arbitrary hydrogen atoms in the alkylene group may be substituted with halogen atoms. When m ₇₁ is 2 or more and multiple Z ⁷¹ are present in one molecule, they may be the same or different. Similarly, when _m72 is 2 or more and there are multiple ^Z72s in one molecule, they may be the same or different.

In the compound represented by general formula (IV-1) or (IV-2), Z ⁷¹ and Z ⁷² are each independently a single bond, an unsubstituted alkylene group having 1 to 4 carbon atoms, —COO -, -OCO-, -CH=CH-, or -C≡C- is preferable, and a single bond, -CH ₂ -, -CH ₂ CH ₂ -, -COO-, -OCO-, -CH=CH-, or -C≡C- is more preferable, and a single bond, -COO- or -OCO- is more preferable.

In general formulas (IV-1) and (IV-2), X ⁷¹ and X ⁷² are each independently a single bond, -COO-, -OCO-, -CH ₂ O-, -OCH ₂ -, - represents CF ₂ O—, —OCF ₂ —, or —CH ₂ CH ₂ —. In the compound represented by general formula (IV-1) or (IV-2), X ⁷¹ and X ⁷² are each independently a single bond, -COO-, -OCO-, -CH ₂ O-, -OCH ₂ - or -CH ₂ CH ₂ - is preferred, and a single bond, -COO- or -OCO- is more preferred.

In general formula (IV-2), R ⁷³ represents a hydrogen atom, a halogen atom, or -X ⁷¹ -(A ⁷¹ -Z ⁷¹ )m ₇₁ -R ⁷¹ .

In general formulas (IV-1) and (IV-2), m ₇₁ and m ₇₂ each independently represent an integer of 1-4. However, in general formula (IV-2), when R ⁷³ is -X ⁷¹ -(A ⁷¹ -Z ⁷¹ )m ₇₁ -R ⁷¹ , one of the two m ₇₁ may be 0. good. In the compound represented by general formula (IV-1) or (IV-2), m ₇₁ and m ₇₂ are each independently preferably 2 or 3, more preferably 2.
The chiral agent may be right-handed or left-handed, and may be appropriately used depending on the structure of the liquid crystal display element.
The liquid crystal composition in the present invention may contain one or more compounds (Q) as additives for improving reliability. Compound (Q) preferably has the following structure.

(In the formula, R ^Q represents a hydroxyl group, a hydrogen atom, a straight-chain alkyl group or a branched-chain alkyl group having 1 to 22 carbon atoms, and one or more _CH2 groups in the alkyl group are oxygen atoms. may be substituted with -O-, -CH=CH-, -CO-, -OCO-, -COO-, -C≡C-, -CF ₂ O-, -OCF ₂ - so that is not directly adjacent to , and connect to other structures with *.)
R ^Q represents a straight-chain or branched-chain alkyl group having 1 to 22 carbon atoms, and one or more CH ₂ groups in the alkyl group are —O may be substituted with -, -CH=CH-, -CO-, -OCO-, -COO-, -C≡C-, -CF ₂ O-, -OCF ₂ -, and A straight-chain alkyl group, a straight-chain alkoxy group, a straight-chain alkyl group in which one _CH2 group is substituted with -OCO- or -COO-, a branched-chain alkyl group, a branched alkoxy group, one _CH2 group is -OCO- Or a branched alkyl group substituted with -COO- is preferred, a linear alkyl group having 1 to 20 carbon atoms, a linear alkyl group in which one CH ₂ group is substituted with -OCO- or -COO-, branched Chain alkyl groups, branched alkoxy groups, and branched chain alkyl groups in which one CH ₂ group is replaced by -OCO- or -COO- are more preferred. M ^Q represents a trans-1,4-cyclohexylene group, a 1,4-phenylene group or a single bond, preferably a trans-1,4-cyclohexylene group or a 1,4-phenylene group.

More specifically, compounds (Q) are preferably compounds represented by general formulas (Qa) to (Qd) below.

In the formula, R ^Q1 is preferably a straight or branched alkyl group having 1 to 10 carbon atoms, R ^Q2 is preferably a straight or branched alkyl group having 1 to 20 carbon atoms, and R ^Q3 is A linear alkyl group, branched alkyl group, linear alkoxy group or branched alkoxy group having 1 to 8 carbon atoms is preferred, and L ^Q is preferably a linear alkylene group or branched alkylene group having 1 to 8 carbon atoms. . Among the compounds represented by general formulas (Qa) to (Qd), compounds represented by general formulas (Qc) and (Qd) are more preferred.

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 is from 0.001 to 1% is preferred, 0.001 to 0.1% is more preferred, and 0.001 to 0.05% is particularly preferred.

More specifically, compounds represented by the following (Q-1) to (Q-44) are preferred as antioxidants or light stabilizers that can be used in the present invention.

(In the formula, n represents an integer from 0 to 20.)
The liquid crystal composition in the invention may contain one or more polymerizable compounds. The polymerizable compound has the following general formula (P)

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

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

(Wherein, ★ is bonded to Sp ^p1 or Z ^p1 , ★★ is bonded to Z ^p1 , one or more hydrogen atoms in the structure are alkyl groups having 1 to 12 carbon atoms, 12 halogenated alkyl group, alkoxy group having 1 to 12 carbon atoms, halogenated alkoxy group having 1 to 12 carbon atoms, halogen atom, cyano group, nitro group or -Sp ^p2 -P ^p2 Good.) Represents a group represented by
A ^p3 is (A ^p3 -11) to (A ^p3 -19)

(Wherein, ★ is bonded to Z ^p2 , ★★ is bonded to R ^p1 or Z ^p2 , 1 or 2 or more hydrogen atoms in the structure are alkyl groups having 1 to 12 carbon atoms, 12 halogenated alkyl group, alkoxy group having 1 to 12 carbon atoms, halogenated alkoxy group having 1 to 12 carbon atoms, halogen atom, cyano group, nitro group or -Sp ^p2 -P ^p2 Good.) Represents a group represented by
^{mp2 and mp3 each independently represent 0, 1, 2 or 3, mp1 and mp4 each independently represent 1, 2 or 3, and P p1 , Sp p1 , A in the molecule} When multiple ^p1 , Z ^p1 , Z ^p2 , A ^p3 and/or R ^p1 are present, they may be the same or different. )
A compound represented by is preferred. Moreover, it is preferable to contain 1 type(s) or 2 or more types of the said polymerizable monomer.

In general formula (P) according to the present invention, R ^p1 is preferably -Sp ^p2 -P ^p2 .

P ^p1 and P ^p2 are each independently preferably any one of formulas (P ^p1 -1) to (P ^p1 -3), preferably (P ^p1 -1).

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

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

Z ^p1 and Z ^p2 are each independently a single bond, -OCH ₂ -, -CH ₂ O-, -CO-, -C ₂ H ₄ -, -COO-, -OCO-, -COOC ₂ H ₄ - , -OCOC ₂ H ₄ -, -C ₂ H ₄ OCO-, -C ₂ H ₄ COO-, -CH=CH-, -CF ₂ -, -CF ₂ O-, -(CH ₂ ) ₂ -COO- , -(CH ₂ ) ₂ -OCO-, -OCO-(CH ₂ ) ₂ -, -CH=CH-COO-, -COO-CH=CH-, -OCOCH=CH-, -COO-(CH ₂ ) ₂ -, -OCF ₂ - or -C≡C- is preferred, single bond, -OCH ₂ -, -CH ₂ O-, -C ₂ H ₄ -, -COO-, -OCO-, -COOC ₂ H ₄ -, -OCOC ₂ H ₄ -, -C ₂ H ₄ OCO-, -C ₂ H ₄ COO-, -CH=CH-, -(CH ₂ ) ₂ -COO-, -(CH ₂ ) ₂ -OCO- , -OCO-(CH ₂ ) ₂ -, -CH=CH-COO-, -COO-CH=CH-, -OCOCH=CH-, -COO-(CH ₂ ) ₂ - or -C≡C- is preferable. , -OCH ₂ -, -CH ₂ O-, -C ₂ H ₄ -, -COO-, -OCO-, -COOC _{2 H 4 -, -OCOC 2 H 4 - ,} only one of which is present in the molecule -C2H4OCO-, -C2H4COO-, -CH=CH-, -( _CH2 ) _{2 - COO-} , -( _CH2 ) _{2 -} OCO-, _-OCO- ( _CH2 ) ₂ -, -CH=CH-COO-, -COO-CH=CH-, -OCOCH=CH-, -COO-(CH ₂ ) ₂ - or -C≡C- and all others are single bonds is preferred, and only one present in the molecule is -OCH ₂ -, -CH ₂ O-, -C ₂ H ₄ -, -COO- or -OCO-, and all others are single bonds Preferably, all are single bonds.

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

Sp ^p1 and Sp ^p2 each independently represent a single bond or an alkylene group having 1 to 30 carbon atoms, and —CH ₂ — in the alkylene group is —O—, — unless the oxygen atoms are directly connected to each other. may be substituted with CO—, —COO—, —OCO—, —CH═CH— or —C≡C—, and hydrogen atoms in the alkylene group may be substituted with halogen atoms; An alkylene group having 1 to 10 carbon atoms in the chain or a single bond is preferred.

A ^p2 is preferably a 1,4-phenylene group, 1,4-cyclohexylene group, anthracene-2,6-diyl group, phenanthrene-2,7-diyl group or naphthalene-2,6-diyl group; A 4-phenylene group, a 1,4-cyclohexylene group, a phenanthrene-2,7-diyl group or a naphthalene-2,6-diyl group is preferred, and a phenanthrene-2,7-diyl group is preferred when ^mp2 + ^mp3 is 0. A 1,4-phenylene group or a 1,4-cyclohexylene group is preferred when ^mp2 + ^mp3 is 1, 2 or 3. In order to improve compatibility with liquid crystal compounds, A ^p2 may have one or more hydrogen atoms in its structure substituted with a methyl group, ethyl group, methoxy group, ethoxy group or fluorine atom.

A ^p1 preferably has the formula (A ^p1 -15), (A ^p1 -16), (A ^p1 -17) or (A ^p1 -18). In order to improve compatibility with liquid crystal compounds, A ^p1 may have one or more hydrogen atoms in its structure substituted with a methyl group, ethyl group, methoxy group, ethoxy group or fluorine atom.

A ^p3 preferably has the formula (A ^p1 -14), (A ^p1 -15), (A ^p1 -16), (A ^p1 -17) or (A ^p1 -18). In order to improve compatibility with liquid crystal compounds, A ^p3 may have one or more hydrogen atoms in its structure substituted with a methyl group, ethyl group, methoxy group, ethoxy group or fluorine atom.

^mp2 + ^mp3 is preferably 0, 1, 2 or 3, preferably 1 or 2.

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

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

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

If the content is too small, the effect of adding the compound represented by the general formula (P) is unlikely to appear, and problems such as the alignment regulating force of the liquid crystal composition being weak or weakening over time occur. Problems such as an increase in the amount of remaining afterward, a long time required for curing, and a decrease in the reliability of the liquid crystal arise. Therefore, the content is set in consideration of these balances.

Compounds represented by general formula (P) are preferably compounds represented by general formula (P-1), general formula (P-2), general formula (P-3) and general formula (P-4). .

(Wherein, P ^p11 , P ^p12 , P ^p21 , P ^p22 , P ^p31 , P ^p32 , P ^p41 and P ^p42 each independently represent the same meaning as P ^p1 in general formula (P),
Sp ^p11 , Sp ^p12 , Sp ^p21 , Sp ^p22 , Sp ^p31 and Sp ^p32 , Sp ^p41 and Sp ^p42 each independently represent the same meaning as Sp ^p1 in general formula (P),
A ^p11 , A ^p12 , A ^p13 , A ^p21 , A ^p22 , A ^p23 , A ^p32 and A ^p42 are each independently a 1,4-phenylene group, a 1,4-cyclohexylene group, anthracene-2,6- diyl group, phenanthrene-2,7-diyl group, pyridine-2,5-diyl group, pyrimidine-2,5-diyl group, naphthalene-2,6-diyl group, indane-2,5-diyl group, 1, A 2,3,4-tetrahydronaphthalene-2,6-diyl group or 1,3-dioxane-2,5-diyl group is represented by A ^p11 , A ^p12 , A ^p13 , A ^p21 , A ^p22 , A ^p23 , A ^p32 and A ^p42 are each independently unsubstituted or an alkyl group having 1 to 12 carbon atoms, a halogenated alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a carbon may be substituted with a halogenated alkoxy group having 1 to 12 atoms, a halogen atom, a cyano group, a nitro group or -Sp ^p2 -P ^p2 in the general formula (P),
A ^p41 has the same meaning as A ^p1 in the general formula (P),
A ^p43 has the same meaning as A ^p3 in the general formula (P),
Z ^p21 , Z ^p22 , Z ^p41 and Z ^p42 are a single bond, -O-, -S-, -CH ₂ -, -OCH ₂ -, -CH ₂ O-, -CO-, -C ₂ H ₄ - , -COO-, -OCO-, -OCOOCH ₂ -, -CH ₂ OCOO-, -OCH ₂ CH ₂ O-, -CO-NR ^ZP1 -, -NR ^ZP1 -CO-, -SCH ₂ -, -CH ₂ S-, -CH=CR ZP1 -COO-, -CH=CR ^{ZP1 -OCO-} , -COO-CR ZP1 = ^CH- , -OCO-CR ^ZP1 =CH-, -COO-CR ^{ZP1 =CH-COO- ,} -COO-CR ZP1 =CH-OCO-, -OCO-CR ZP1 =CH- ^COO- , ^-OCO -CR ZP1 =CH- ^OCO- , -(CH ₂ ) _z -COO-, -(CH ₂ ) ₂ - OCO-, -OCO-(CH ₂ ) ₂ -, -(C=O)-O-(CH ₂ ) ₂ -, -CH=CH-, -CF=CF-, -CF=CH-, -CH= CF-, -CF ₂ -, -CF ₂ O-, -OCF ₂ -, -CF ₂ CH ₂ -, -CH ₂ CF ₂ -, -CF ₂ CF ₂ - or -C≡C- (wherein R Each ^ZP1 independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, but when there are multiple R ^ZP1s in the molecule, they may be the same or different. , at least one of Z ^p21 and Z ^p22 present in the molecule represents a bond other than a single bond. )
P ^p11 , P ^p12 , P ^p21 , P ^p22 , P ^p31 , P ^p32 , P ^p41 and P ^p42 are each independently ^{represented by formulas (P p1 −1} ) to ( P ^p1 -3), preferably (P ^p1 -1), and R ^p11 and R ^p12 are each independently preferably a hydrogen atom or a methyl group.

Sp ^p11 , Sp ^p12 , Sp ^p21 , Sp ^p22 , Sp ^p31 and Sp ^p32 , Sp ^p41 and Sp ^p42 each independently represent a single bond or an alkylene group having 1 to 30 carbon atoms, and in the alkylene group- CH ₂ - may be substituted with -O-, -CO-, -COO-, -OCO-, -CH=CH- or -C≡C- as long as the oxygen atoms are not directly connected to each other, and the alkylene A hydrogen atom in the group may be substituted with a halogen atom, but a linear alkylene group having 1 to 10 carbon atoms or a single bond is preferred.

A ^p11 , A ^p12 , A ^p13 , A ^p21 , A ^p22 , A ^p23 , A ^p32 and A ^p42 are each independently a 1,4-phenylene group, a 1,4-cyclohexylene group, anthracene-2,6- A diyl group, a phenanthrene-2,7-diyl group or a naphthalene-2,6-diyl group is preferred, and a 1,4-phenylene group, a 1,4-cyclohexylene group, a phenanthrene-2,7-diyl group or naphthalene-2 ,6-diyl groups are preferred. In general formulas (P-1) and (P-2), each independently preferably a 1,4-phenylene group or a 1,4-cyclohexylene group. One or two or more hydrogen atoms therein may be substituted with a methyl group, an ethyl group, a methoxy group, an ethoxy group or a fluorine atom. In the general formula (P-3), a phenanthrene-2,7-diyl group is preferred, and in order to improve compatibility with the liquid crystal compound, one or more hydrogen atoms in the structure are methyl group, ethyl group, It may be substituted with a methoxy group, an ethoxy group or a fluorine atom.

Z ^p21 is a single bond, -OCH ₂ -, -CH ₂ O-, -CO-, -C ₂ H ₄ -, -COO-, -OCO-, -COOC _{2 H 4 -, -OCOC 2 H 4 -} , -C ₂ H ₄ OCO-, -C ₂ H ₄ COO-, -CH=CH-, -CF ₂ -, -CF ₂ O-, -(CH ₂ ) ₂ -COO-, -(CH ₂ ) ₂ -OCO-, -OCO-(CH ₂ ) ₂ -, -CH=CH-COO-, -COO-CH=CH-, -OCOCH=CH-, -COO-(CH ₂ ) ₂ -, -OCF ₂ - or -C≡C- is preferred, single bond, -OCH ₂ -, -CH ₂ O-, -C ₂ H ₄ -, -COO-, -OCO-, -COOC ₂ H ₄ -, -OCOC ₂ H ₄ -, -C ₂ H ₄ OCO-, -C ₂ H ₄ COO-, -CH=CH-, -(CH ₂ ) ₂ -COO-, -(CH ₂ ) ₂ -OCO-, -OCO-(CH ₂ ) ₂ -, -CH=CH-COO-, -COO-CH=CH-, -OCOCH=CH-, -COO-(CH ₂ ) ₂ - or -C≡C-, and 1 present in the molecule Only one is -OCH ₂ -, -CH ₂ O-, -C ₂ H ₄ -, -COO-, -OCO-, -COOC _{2 H 4 -, -OCOC 2 H 4 - ,} -C ₂ H ₄ OCO- , -C ₂ H ₄ COO-, -CH=CH-, -(CH ₂ ) ₂ -COO-, -(CH ₂ ) ₂ -OCO-, -OCO-(CH ₂ ) ₂ -, -CH=CH- COO-, -COO-CH=CH-, -OCOCH=CH-, -COO-(CH ₂ ) ₂ - or -C≡C-, and all others are preferably single bonds; is -OCH ₂ -, -CH ₂ O-, -C ₂ H ₄ -, -COO- or -OCO- and all others are single bonds; Preferably.

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

Preferable 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).

(In the formula, P ^p11 , P ^p12 , Sp ^p11 and Sp ^p12 have the same meanings as P ^p11 , P ^p12 , Sp ^p11 and Sp ^p12 in general formula (P-1).)
Preferable examples of the compound represented by the general formula (P-2) according to the present invention include polymerizable compounds represented by the following formulas (P-2-1) to (P-2-12).

(In the formula, P ^p21 , P ^p22 , Sp ^p21 and Sp ^p22 have the same meanings as P ^p21 , P ^p22 , Sp ^p21 and Sp ^p22 in general formula (P-2).)
Preferable examples of the compound represented by the general formula (P-3) according to the present invention include polymerizable compounds represented by the following formulas (P-3-1) to (P-3-15).

(In the formula, P ^p31 , P ^p32 , Sp ^p31 and Sp ^p32 have the same meanings as P ^p31 , P ^p32 , Sp ^p31 and Sp ^p32 in general formula (P-3).)
Preferable examples of the compound represented by the general formula (P-4) according to the present invention include polymerizable compounds represented by the following formulas (P-4-1) to (P-4-15).

(In the formula, P ^p41 , P ^p42 , Sp ^p41 and Sp ^p42 have the same meanings as P ^p41 , P ^p42 , Sp ^p41 and Sp ^p42 in general formula (P-4).)
The liquid crystal composition of the present invention has a negative dielectric anisotropy, an absolute value of the dielectric anisotropy of 1.5 or more, and is selected from the group of compounds represented by the following general formula (N-1): It contains one or more selected compounds.

The compound represented by the general formula (N-1) corresponds to a dielectrically negative compound (the sign of Δε is negative and its absolute value is greater than 2).

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.

In general formula (N-1), R 1 ^N11 and R 1 ^N12 are each independently 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 is preferred, 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 alkenyl group having 2 to 5 carbon atoms. An alkenyloxy group is preferred, an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms is more preferred, and an alkyl group having 2 to 5 carbon atoms or an alkenyl group having 2 to 3 carbon atoms is further preferred. An alkenyl group having 3 carbon atoms (propenyl group) is particularly preferred.

Further, when the ring structure to which it is attached is a phenyl group (aromatic), a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms and carbon An alkenyl group having 4 to 5 atoms is preferable, and when the ring structure to which it is bonded is a saturated ring structure such as cyclohexane, pyran and dioxane, a linear alkyl group having 1 to 5 carbon atoms, a linear A linear alkoxy group having 1 to 4 carbon atoms and a linear alkenyl group having 2 to 5 carbon atoms are preferred. In order to stabilize the nematic phase, the total number of carbon atoms and, if present, oxygen atoms is preferably 5 or less, and is preferably linear.

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

A ^N11 and A ^N12 are preferably aromatic when it is required to independently increase Δn, preferably aliphatic in order to improve the response speed, trans-1,4 -cyclohexylene group, 1,4-phenylene group, 2-fluoro-1,4-phenylene group, 3-fluoro-1,4-phenylene group, 3,5-difluoro-1,4-phenylene group, 2, 3-difluoro-1,4-phenylene group, 1,4-cyclohexenylene group, 1,4-bicyclo[2.2.2]octylene group, piperidine-1,4-diyl group, naphthalene-2,6- It preferably represents a diyl group, decahydronaphthalene-2,6-diyl group or 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, more preferably represents the following structure,

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

Z ^N11 and Z ^N12 preferably each independently represent -CH ₂ O-, -CF ₂ O-, -CH ₂ CH ₂ -, -CF ₂ CF ₂ - or a single bond, and -CH ₂ O-, —CH ₂ CH ₂ — or a single bond is more preferred, and —CH ₂ O— or a single bond is particularly preferred.

^nN11 + ^nN12 is preferably 1 or 2, a combination ^{where nN11} is 1 and ^nN12 is 0, a combination where ^nN11 is 2 and ^nN12 is ⁰ , One combination, where ^nN11 is 2 and ^nN12 is 1, is preferred.

In the present application, % means % by mass unless otherwise specified.

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

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

Examples of the compound represented by the general formula (N-1) include a group of compounds represented by the following general formulas (N-1a) to (N-1g).

(Wherein, R ^N11 and R ^N12 have the same meanings as R ^N11 and R ^N12 in general formula (N-1), n ^Na11 represents 0 or 1, n ^Nb11 represents 1 or 2, and n ^Nc11 represents represents 0 or 1, n ^Nd11 represents 1 or 2, n ^Ne11 represents 1 or 2, n ^Nf12 represents 1 or 2, n ^Ng11 represents 1 or 2, A ^Ne11 represents trans-1,4 - represents a cyclohexylene group or a 1,4-phenylene group, and A ^Ng11 represents a trans-1,4-cyclohexylene group, a 1,4-cyclohexenylene group or a 1,4-phenylene group, but at least one represents a 1,4-cyclohexenylene group, Z ^Ne11 represents a single bond or ethylene, but at least one present in the molecule represents ethylene, and a plurality of A ^Ne11 , Z ^Ne11 and/or A ^Ng11 may be the same or different.)
More specifically, the compound represented by general formula (N-1) is a compound selected from the group of compounds represented by general formulas (N-1-1) to (N-1-21). preferable.

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

(In the formula, R ^N111 and R ^N112 each independently have the same meaning as R ^N11 and R ^N12 in general formula (N-1).)
R ^N111 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably a propyl group, a pentyl group or a vinyl group. R ¹¹² 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 preferably an ethoxy group or a butoxy group.

The compounds represented by general formula (N-1-1) can be used alone, or two or more compounds can be used in combination. Although there is no particular limitation on the types of compounds that can be combined, they are appropriately used in combination according to the required properties such as low-temperature solubility, transition temperature, electrical reliability, and birefringence. The types of compounds to be used are, for example, one type, two types, three types, four types, and five or more types as one embodiment of the present invention.

When emphasizing the improvement of Δε, it is preferable to set the content higher, when emphasizing solubility at low temperatures, setting the content higher is more effective, and when emphasizing _TNI , the content A lower setting is more effective. Furthermore, in order to improve drip marks and seizure properties, it is preferable to set the range of the content in the middle.

The lower limit of the preferable content of the compound represented by formula (N-1-1) with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% , 17%, 20%, 23%, 25%, 27%, 30%, 33%, 35%. Preferred upper limits of the content are 50%, 40%, 38%, 35%, 33%, 30%, and 28% of the total amount of the composition of the present invention. %, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 7%, 6 %, 5%, 3%.

Furthermore, the compound represented by general formula (N-1-1) is a compound selected from the group of compounds represented by formulas (N-1-1.1) to (N-1-1.23). is preferably a compound represented by formulas (N-1-1.1) to (N-1-1.4), and formula (N-1-1.1) and formula (N -1-1.3) is preferred.

The compounds represented by formulas (N-1-1.1) to (N-1-1.22) can be used alone or in combination, but the composition of the present invention The lower limits of the preferred content of these compounds alone or of these compounds with respect to the total amount are 5%, 10%, 13%, 15%, 17%, 20%, and 23%. , 25%, 27%, 30%, 33%, 35%. Preferred upper limits of the content are 50%, 40%, 38%, 35%, 33%, 30%, and 28% of the total amount of the composition of the present invention. %, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 7%, 6 %, 5%, 3%.

The compound represented by general formula (N-1-2) is the following compound.

(In the formula, R ^N121 and R ^N122 each independently have the same meaning as R ^N11 and R ^N12 in general formula (N-1).)
R ^N121 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably an ethyl group, a propyl group, a butyl group or a pentyl group. R ^N122 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. preferable.

The compounds represented by general formula (N-1-2) can be used alone, or two or more compounds can be used in combination. Although there is no particular limitation on the types of compounds that can be combined, they are appropriately used in combination according to the required properties such as low-temperature solubility, transition temperature, electrical reliability, and birefringence. The types of compounds to be used are, for example, one type, two types, three types, four types, and five or more types as one embodiment of the present invention.

When emphasizing the improvement of Δε, it is preferable to set the content higher, when emphasizing solubility at low temperatures, setting the content lower is more effective, and when emphasizing _TNI , the content A higher setting is more effective. Furthermore, in order to improve drip marks and seizure properties, it is preferable to set the range of the content in the middle.

Preferred lower limits of the content of the compound represented by formula (N-1-2) with respect to the total amount of the composition of the present invention are 5%, 7%, 10%, and 13%. , 15%, 17%, 20%, 23%, 25%, 27%, 30%, 33%, 35%, 37% , 40%, and 42%. Preferred upper limits of the content are 50%, 48%, 45%, 43%, 40%, 38%, and 35% of the total amount of the composition of the present invention. %, 33%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10 %, 8%, 7%, 6%, 5%.

Further, the compound represented by general formula (N-1-2) is a compound selected from the group of compounds represented by formulas (N-1-2.1) to (N-1-2.22). Preferably, there are formulas (N-1-2.3) to formulas (N-1-2.7), formulas (N-1-2.10), formulas (N-1-2.11), formulas Compounds represented by (N-1-2.13) and formula (N-1-2.20) are preferable, and when emphasis is placed on improving Δε, formula (N-1-2.3) A compound represented by the formula (N- _1-2.7 ) is preferable, and when emphasizing the improvement of TNI, the formula (N-1-2.10), the formula (N-1-2.11) And it is preferably a compound represented by formula (N-1-2.13), and when emphasis is placed on improving the response speed, it is a compound represented by formula (N-1-2.20) is preferred.

The compounds represented by formulas (N-1-2.1) to (N-1-2.22) can be used alone or in combination, but the composition of the present invention The lower limit of the preferred content of these compounds alone or with respect to the total amount of is 5%, 10%, 13%, 15%, 17%, 20%, 23 %, 25%, 27%, 30%, 33%, 35%. Preferred upper limits of the content are 50%, 40%, 38%, 35%, 33%, 30%, and 28% of the total amount of the composition of the present invention. %, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 7%, 6 %, 5%, 3%.

The compound represented by general formula (N-1-3) is the following compound.

(In the formula, R ^N131 and R ^N132 each independently have the same meaning as R ^N11 and R ^N12 in general formula (N-1).)
R ^N131 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably an ethyl group, a propyl group or a butyl group. R ^N132 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 preferably a 1-propenyl group, an ethoxy group, a propoxy group or a butoxy group. .

The compounds represented by general formula (N-1-3) can be used alone, or two or more compounds can be used in combination. Although there is no particular limitation on the types of compounds that can be combined, they are appropriately used in combination according to the required properties such as low-temperature solubility, transition temperature, electrical reliability, and birefringence. The types of compounds to be used are, for example, one type, two types, three types, four types, and five or more types as one embodiment of the present invention.

When emphasizing the improvement of Δε, it is preferable to set the content higher, when emphasizing solubility at low temperatures, setting the content higher is more effective, and when emphasizing _TNI , the content A higher setting is more effective. Furthermore, in order to improve drip marks and seizure properties, it is preferable to set the range of the content in the middle.

The lower limit of the preferable content of the compound represented by formula (N-1-3) with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% , 17%, and 20%. Preferred upper limits of the content are 35%, 30%, 28%, 25%, 23%, 20%, 18%, relative to the total amount of the composition of the present invention. %, 15%, 13%.

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

Compounds represented by formulas (N-1-3.1) to (N-1-3.4), formula (N-1-3.6) and formula (N-1-3.21) are alone can be used in combination, but the combination of formula (N-1-3.1) and formula (N-1-3.2), formula (N-1-3.3 ), formulas (N-1-3.4) and formulas (N-1-3.6). The lower limits of the preferred content of these compounds alone or with respect to the total amount of the composition of the present invention are 5%, 10%, 13%, 15%, 17%, 20 %. Preferred upper limits of the content are 35%, 30%, 28%, 25%, 23%, 20%, 18%, relative to the total amount of the composition of the present invention. %, 15%, 13%.

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

(In the formula, R ^N141 and R ^N142 each independently have the same meaning as R ^N11 and R ^N12 in general formula (N-1).)
R ^N141 and R ^N142 are each independently preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and are preferably methyl, propyl, ethoxy or butoxy groups are preferred.

The compounds represented by general formula (N-1-4) can be used alone, or two or more compounds can be used in combination. Although there is no particular limitation on the types of compounds that can be combined, they are appropriately used in combination according to the required properties such as low-temperature solubility, transition temperature, electrical reliability, and birefringence. The types of compounds to be used are, for example, one type, two types, three types, four types, and five or more types as one embodiment of the present invention.

When emphasizing the improvement of Δε, it is preferable to set the content higher, when emphasizing solubility at low temperatures, setting the content higher is more effective, and when emphasizing _TNI , the content A lower setting is more effective. Furthermore, in order to improve drip marks and seizure properties, it is preferable to set the range of the content in the middle.

Preferred lower limits for the content of the compound represented by formula (N-1-4) with respect to the total amount of the composition of the present invention are 3%, 5%, 7%, and 10%. , 13%, 15%, 17%, and 20%. Preferred upper limits of the content are 35%, 30%, 28%, 25%, 23%, 20%, 18%, relative to the total amount of the composition of the present invention. %, 15%, 13%, 11%, 10%, 8%.

Furthermore, the compound represented by general formula (N-1-4) is a compound selected from the group of compounds represented by formulas (N-1-4.1) to (N-1-4.14). is preferably a compound represented by formula (N-1-4.1) ~ (N-1-4.4), formula (N-1-4.1), formula (N -1-4.2) and compounds represented by formula (N-1-4.4) are preferred.

The compounds represented by formulas (N-1-4.1) to (N-1-4.14) can be used alone or in combination, but the composition of the present invention The lower limits of the preferable content of these compounds alone or of these compounds with respect to the total amount are 3%, 5%, 7%, 10%, 13%, 15%, and 17%. and 20%. Preferred upper limits of the content are 35%, 30%, 28%, 25%, 23%, 20%, 18%, relative to the total amount of the composition of the present invention. %, 15%, 13%, 11%, 10%, 8%.

The compound represented by general formula (N-1-5) is the following compound.

(In the formula, R ^N151 and R ^N152 each independently have the same meaning as R ^N11 and R ^N12 in general formula (N-1).)
R ^N151 and R ^N152 are each independently an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, preferably an ethyl group, a propyl group or a butyl group. is preferred.

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

When emphasizing the improvement of Δε, it is preferable to set the content higher, when emphasizing solubility at low temperatures, setting the content lower is more effective, and when emphasizing _TNI , the content A higher setting is more effective. Furthermore, in order to improve drip marks and seizure properties, it is preferable to set the range of the content in the middle.

The lower limit of the preferable content of the compound represented by formula (N-1-5) with respect to the total amount of the composition of the present invention is 5%, 8%, 10%, and 13%. , 15%, 17%, and 20%. Preferred upper limits of the content are 35%, 33%, 30%, 28%, 25%, 23%, and 20% of the total amount of the composition of the present invention. %, 18%, 15%, 13%.

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

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 is also possible, but the lower limit of the preferred content of these compounds alone or these compounds with respect to the total amount of the composition of the present invention is 5%, 8%, 10%, 13%, 15%, 17%, 20%. Preferred upper limits of the content are 35%, 33%, 30%, 28%, 25%, 23%, and 20% of the total amount of the composition of the present invention. %, 18%, 15%, 13%.

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

(In the formula, R ^N1101 and R ^N1102 each independently have the same meaning as R ^N11 and R ^N12 in general formula (N-1).)
R ^N1101 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably an ethyl group, a propyl group, a butyl group, a vinyl group or a 1-propenyl group. R ¹¹⁰² 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 preferably an ethoxy group, a propoxy group or a butoxy group.

The compounds represented by general formula (N-1-10) can be used alone, or two or more compounds can be used in combination. Although there is no particular limitation on the types of compounds that can be combined, they are appropriately used in combination according to the required properties such as low-temperature solubility, transition temperature, electrical reliability, and birefringence. The types of compounds to be used are, for example, one type, two types, three types, four types, and five or more types as one embodiment of the present invention.

When emphasizing the improvement of Δε, it is preferable to set the content higher, when emphasizing solubility at low temperatures, setting the content higher is more effective, and when emphasizing _TNI , the content A lower setting is more effective. Furthermore, in order to improve drip marks and seizure properties, it is preferable to set the range of the content in the middle.

The lower limit of the preferable content of the compound represented by formula (N-1-10) with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% , 17%, and 20%. Preferred upper limits of the content are 35%, 30%, 28%, 25%, 23%, 20%, 18%, relative to the total amount of the composition of the present invention. %, 15%, 13%.

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

式

formula

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

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

(In the formula, R ^N1111 and R ^N1112 each independently have the same meaning as R ^N11 and R ^N12 in general formula (N-1).)
R ^N1111 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably an ethyl group, a propyl group, a butyl group, a vinyl group or a 1-propenyl group. R ^N1112 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 preferably an ethoxy group, a propoxy group or a butoxy group.

The compounds represented by general formula (N-1-11) can be used alone, or two or more compounds can be used in combination. Although there is no particular limitation on the types of compounds that can be combined, they are appropriately used in combination according to the required properties such as low-temperature solubility, transition temperature, electrical reliability, and birefringence. The types of compounds to be used are, for example, one type, two types, three types, four types, and five or more types as one embodiment of the present invention.

When emphasizing the improvement of Δε, it is preferable to set the content higher, when emphasizing solubility at low temperatures, setting the content lower is more effective, and when emphasizing _TNI , the content A higher setting is more effective. Furthermore, in order to improve drip marks and seizure properties, it is preferable to set the range of the content in the middle.

The lower limit of the preferable content of the compound represented by formula (N-1-11) with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% , 17%, and 20%. Preferred upper limits of the content are 35%, 30%, 28%, 25%, 23%, 20%, 18%, relative to the total amount of the composition of the present invention. %, 15%, 13%.

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

The compounds represented by formula (N-1-11.2) and formula (N-1-11.4) can be used alone or in combination, but the composition of the present invention The lower limits of the preferable content of these compounds alone or of these compounds with respect to the total amount of are 5%, 10%, 13%, 15%, 17%, and 20%. Preferred upper limits of the content are 35%, 30%, 28%, 25%, 23%, 20%, 18%, relative to the total amount of the composition of the present invention. %, 15%, 13%.

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

(In the formula, R ^N1121 and R ^N1122 each independently have the same meaning as R ^N11 and R ^N12 in general formula (N-1).)
R ^N1121 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably an ethyl group, a propyl group or a butyl group. R ¹¹²² 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 preferably an ethoxy group, a propoxy group or a butoxy group.

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

When emphasizing the improvement of Δε, it is preferable to set the content higher, when emphasizing solubility at low temperatures, setting the content higher is more effective, and when emphasizing _TNI , the content A lower setting is more effective. Furthermore, in order to improve drip marks and seizure properties, it is preferable to set the range of the content in the middle.

The lower limit of the preferable content of the compound represented by formula (N-1-12) with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% , 17%, and 20%. Preferred upper limits of the content are 35%, 30%, 28%, 25%, 23%, 20%, 18%, relative to the total amount of the composition of the present invention. %, 15%, 13%.

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

(In the formula, R ^N1131 and R ^N1132 each independently have the same meaning as R ^N11 and R ^N12 in general formula (N-1).)
R ^N1131 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably an ethyl group, a propyl group or a butyl group. R ¹¹³² 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 preferably an ethoxy group, a propoxy group or a butoxy group.

The compounds represented by general formula (N-1-13) can be used alone, or two or more compounds can be used in combination. Although there is no particular limitation on the types of compounds that can be combined, they are appropriately used in combination according to the required properties such as low-temperature solubility, transition temperature, electrical reliability, and birefringence. The types of compounds to be used are, for example, one type, two types, three types, four types, and five or more types as one embodiment of the present invention.

When emphasizing the improvement of Δε, it is preferable to set the content higher, when emphasizing solubility at low temperatures, setting the content higher is more effective, and when emphasizing _TNI , the content A higher setting is more effective. Furthermore, in order to improve drip marks and seizure properties, it is preferable to set the range of the content in the middle.

The lower limit of the preferable content of the compound represented by formula (N-1-13) with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% , 17%, and 20%. Preferred upper limits of the content are 35%, 30%, 28%, 25%, 23%, 20%, 18%, relative to the total amount of the composition of the present invention. %, 15%, 13%.

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

(In the formula, R ^N1141 and R ^N1142 each independently have the same meaning as R ^N11 and R ^N12 in general formula (N-1).)
R ^N1141 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably an ethyl group, a propyl group or a butyl group. R ¹¹⁴² 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 preferably an ethoxy group, a propoxy group or a butoxy group.

The compounds represented by general formula (N-1-14) can be used alone, or two or more compounds can be used in combination. Although there is no particular limitation on the types of compounds that can be combined, they are appropriately used in combination according to the required properties such as low-temperature solubility, transition temperature, electrical reliability, and birefringence. The types of compounds to be used are, for example, one type, two types, three types, four types, and five or more types as one embodiment of the present invention.

When emphasizing the improvement of Δε, it is preferable to set the content higher, when emphasizing solubility at low temperatures, setting the content higher is more effective, and when emphasizing _TNI , the content A lower setting is more effective. Furthermore, in order to improve drip marks and seizure properties, it is preferable to set the range of the content in the middle.

The lower limit of the preferable content of the compound represented by formula (N-1-14) with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% , 17%, and 20%. Preferred upper limits of the content are 35%, 30%, 28%, 25%, 23%, 20%, 18%, relative to the total amount of the composition of the present invention. %, 15%, 13%.

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

(In the formula, R ^N1151 and R ^N1152 each independently have the same meaning as R ^N11 and R ^N12 in general formula (N-1).)
R ^N1151 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably an ethyl group, a propyl group or a butyl group. R ¹¹⁵² 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 preferably an ethoxy group, a propoxy group or a butoxy group.

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

When emphasizing the improvement of Δε, it is preferable to set the content higher, when emphasizing solubility at low temperatures, setting the content higher is more effective, and when emphasizing _TNI , the content A higher setting is more effective. Furthermore, in order to improve drip marks and seizure properties, it is preferable to set the range of the content in the middle.

The lower limit of the preferable content of the compound represented by formula (N-1-15) with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% , 17%, and 20%. Preferred upper limits of the content are 35%, 30%, 28%, 25%, 23%, 20%, 18%, relative to the total amount of the composition of the present invention. %, 15%, 13%.

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

(In the formula, R ^N1161 and R ^N1162 each independently have the same meaning as R ^N11 and R ^N12 in general formula (N-1).)
R ^N1161 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably an ethyl group, a propyl group or a butyl group. R ¹¹⁶² 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 preferably an ethoxy group, a propoxy group or a butoxy group.

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

When emphasizing the improvement of Δε, it is preferable to set the content higher, when emphasizing solubility at low temperatures, setting the content higher is more effective, and when emphasizing _TNI , the content A higher setting is more effective. Furthermore, in order to improve drip marks and seizure properties, it is preferable to set the range of the content in the middle.

The lower limit of the preferable content of the compound represented by formula (N-1-16) with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% , 17%, and 20%. Preferred upper limits of the content are 35%, 30%, 28%, 25%, 23%, 20%, 18%, relative to the total amount of the composition of the present invention. %, 15%, 13%.

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

(In the formula, R ^N1171 and R ^N1172 each independently have the same meaning as R ^N11 and R ^N12 in general formula (N-1).)
R ^N1171 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably an ethyl group, a propyl group or a butyl group. R ¹¹⁷² 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 preferably an ethoxy group, a propoxy group or a butoxy group.

The compounds represented by general formula (N-1-17) can be used alone, or two or more compounds can be used in combination. Although there is no particular limitation on the types of compounds that can be combined, they are appropriately used in combination according to the required properties such as low-temperature solubility, transition temperature, electrical reliability, and birefringence. The types of compounds to be used are, for example, one type, two types, three types, four types, and five or more types as one embodiment of the present invention.

When emphasizing the improvement of Δε, it is preferable to set the content higher, when emphasizing solubility at low temperatures, setting the content higher is more effective, and when emphasizing _TNI , the content A higher setting is more effective. Furthermore, in order to improve drip marks and seizure properties, it is preferable to set the range of the content in the middle.

The lower limit of the preferable content of the compound represented by formula (N-1-17) with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% , 17%, and 20%. Preferred upper limits of the content are 35%, 30%, 28%, 25%, 23%, 20%, 18%, relative to the total amount of the composition of the present invention. %, 15%, 13%.

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

(In the formula, R ^N1181 and R ^N1182 each independently have the same meaning as R ^N11 and R ^N12 in general formula (N-1).)
R ^N1181 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably a methyl group, an ethyl group, a propyl group or a butyl group. R ¹¹⁸² 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 preferably an ethoxy group, a propoxy group or a butoxy group.

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

When emphasizing the improvement of Δε, it is preferable to set the content higher, when emphasizing solubility at low temperatures, setting the content higher is more effective, and when emphasizing _TNI , the content A higher setting is more effective. Furthermore, in order to improve drip marks and seizure properties, it is preferable to set the range of the content in the middle.

The lower limit of the preferable content of the compound represented by formula (N-1-18) with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% , 17%, and 20%. Preferred upper limits of the content are 35%, 30%, 28%, 25%, 23%, 20%, 18%, relative to the total amount of the composition of the present invention. %, 15%, 13%.

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

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

(In the formula, R ^N1201 and R ^N1202 each independently have the same meaning as R ^N11 and R ^N12 in general formula (N-1).)
R ^N1201 and R ^N1202 are each independently preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably an ethyl group, a propyl group or a butyl group.

The compounds represented by general formula (N-1-20) can be used alone, or two or more compounds can be used in combination. Although there is no particular limitation on the types of compounds that can be combined, they are appropriately used in combination according to the required properties such as low-temperature solubility, transition temperature, electrical reliability, and birefringence. The types of compounds to be used are, for example, one type, two types, three types, four types, and five or more types as one embodiment of the present invention.

When emphasizing the improvement of Δε, it is preferable to set the content higher, when emphasizing solubility at low temperatures, setting the content higher is more effective, and when emphasizing _TNI , the content A higher setting is more effective. Furthermore, in order to improve drip marks and seizure properties, it is preferable to set the range of the content in the middle.

The lower limit of the preferable content of the compound represented by the formula (N-1-20) with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% , 17%, and 20%. Preferred upper limits of the content are 35%, 30%, 28%, 25%, 23%, 20%, 18%, relative to the total amount of the composition of the present invention. %, 15%, 13%.

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

(In the formula, R ^N1211 and R ^N1212 each independently have the same meaning as R ^N11 and R ^N12 in general formula (N-1).)
R ^N1211 and R ^N1212 are each independently preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably an ethyl group, a propyl group or a butyl group.

The compounds represented by general formula (N-1-21) can be used alone, or two or more compounds can be used in combination. Although there is no particular limitation on the types of compounds that can be combined, they are appropriately used in combination according to the required properties such as low-temperature solubility, transition temperature, electrical reliability, and birefringence. The types of compounds to be used are, for example, one type, two types, three types, four types, and five or more types as one embodiment of the present invention.

When emphasizing the improvement of Δε, it is preferable to set the content higher, when emphasizing solubility at low temperatures, setting the content higher is more effective, and when emphasizing _TNI , the content A higher setting is more effective. Furthermore, in order to improve drip marks and seizure properties, it is preferable to set the range of the content in the middle.

The lower limit of the preferable content of the compound represented by formula (N-1-21) with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% , 17%, and 20%. Preferred upper limits of the content are 35%, 30%, 28%, 25%, 23%, 20%, 18%, relative to the total amount of the composition of the present invention. %, 15%, 13%.

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

(In the formula, R ^N1221 and R ^N1222 each independently have the same meaning as R ^N11 and R ^N12 in general formula (N-1).)
R ¹²²¹ and R ¹²²² are each independently preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably an ethyl group, a propyl group or a butyl group.

The compounds represented by general formula (N-1-22) can be used alone, or two or more compounds can be used in combination. Although there is no particular limitation on the types of compounds that can be combined, they are appropriately used in combination according to the required properties such as low-temperature solubility, transition temperature, electrical reliability, and birefringence. The types of compounds to be used are, for example, one type, two types, three types, four types, and five or more types as one embodiment of the present invention.

When emphasizing the improvement of Δε, it is preferable to set the content higher, when emphasizing solubility at low temperatures, setting the content higher is more effective, and when emphasizing _TNI , the content A higher setting is more effective. Furthermore, in order to improve drip marks and seizure properties, it is preferable to set the range of the content in the middle.

The lower limit of the preferable content of the compound represented by formula (N-1-21) with respect to the total amount of the composition of the present invention is 1%, 5%, 10%, and 13%. , 15%, 17% and 20%. Preferred upper limits of the content are 35%, 30%, 28%, 25%, 23%, 20%, 18%, relative to the total amount of the composition of the present invention. %, 15%, 13%, 10%, 5%.

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

By adjusting the above content, when a liquid crystal display element is created using the liquid crystal composition of the present invention,
The liquid crystal composition of the present invention preferably contains one or more compounds represented by formula (L). The compound represented by the general formula (L) corresponds to a dielectrically almost neutral compound (the value of Δε is from −2 to 2). Therefore, the number of polar groups such as halogen contained in the molecule is preferably 2 or less, preferably 1 or less, and preferably absent.

(In the formula, R ^L1 and R ^L2 each independently represent an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent —CH ₂ — in the alkyl group are each independently optionally substituted by -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-,
n ^L1 represents 0, 1, 2 or 3,
A ^L1 , A ^L2 and A ^L3 are each independently (a) a 1,4-cyclohexylene group (one —CH ₂ — present in this group or two or more non-adjacent —CH ₂ — may be replaced with —O—.) and (b) 1,4-phenylene groups (one —CH= or two or more non-adjacent —CH= present in this group may be —N = may be replaced.)
(c) naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6-diyl group or One —CH= or two or more non-adjacent —CH= present in the 1,2,3,4-tetrahydronaphthalene-2,6-diyl group may be replaced with —N=. )
represents a group selected from the group consisting of, the above group (a), group (b) and group (c) may each independently be substituted with a cyano group, a fluorine atom or a chlorine atom,
Z ^L1 and Z ^L2 are each independently a single bond, -CH ₂ CH ₂ -, -(CH ₂ ) ₄ -, -OCH ₂ -, -CH ₂ O-, -COO-, -OCO-, -OCF ₂ -, -CF ₂ O-, -CH=N-N=CH-, -CH=CH-, -CF=CF- or -C≡C-,
When n ^L1 is 2 or 3 and there are a plurality of A ^L2 , they may be the same or different, and when n ^L1 is 2 or 3 and there are a plurality of Z ^L3 , they may be the same or different, excluding compounds represented by general formulas (N-1), (N-2) and (N-3). )
The compounds represented by general formula (L) may be used alone, or may be used in combination. Although there is no particular limitation on the types of compounds that can be combined, they are appropriately used in combination according to desired properties such as low-temperature solubility, transition temperature, electrical reliability, and birefringence. The type of compound used is, for example, one type as one embodiment of the present invention. Alternatively, in another embodiment of the present invention, 2 types, 3 types, 4 types, 5 types, 6 types, 7 types, 8 types, 9 types, 10 types Kinds or more.

In the composition of the present invention, the content of the compound represented by the general formula (L) is determined by solubility at low temperature, transition temperature, electrical reliability, birefringence, process suitability, drip marks, seizure, It is necessary to make appropriate adjustments according to required performance such as dielectric anisotropy.

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

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

Both R ^L1 and R ^L2 are preferably alkyl groups when emphasis is placed on reliability, and preferably alkoxy groups when emphasis is placed on reducing the volatility of the compound, and emphasis is placed on reducing viscosity. At least one of them is preferably an alkenyl group.

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

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

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

^nL1 is preferably 0 when the response speed is emphasized, 2 or 3 is preferable for improving the upper limit temperature of the nematic phase, and 1 is preferable for balancing these. Moreover, in order to satisfy the properties required for the composition, it is preferable to combine compounds having different values.

A ^L1 , A ^L2 and A ^L3 are preferably aromatic when it is desired to increase Δn, preferably aliphatic for improving the response speed, and each independently trans- 1,4-cyclohexylene group, 1,4-phenylene group, 2-fluoro-1,4-phenylene group, 3-fluoro-1,4-phenylene group, 3,5-difluoro-1,4-phenylene group , 1,4-cyclohexenylene group, 1,4-bicyclo[2.2.2]octylene group, piperidine-1,4-diyl group, naphthalene-2,6-diyl group, decahydronaphthalene-2,6 -diyl group or 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, more preferably the following structure,

It more preferably represents a trans-1,4-cyclohexylene group or a 1,4-phenylene group.

Z ^L1 and Z ^L2 are preferably single bonds when the response speed is important.

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

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

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

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

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

Preferred lower limits of the content are 1%, 2%, 3%, 5%, 7%, 10%, and 15% with respect to the total amount of the composition of the present invention. %, 20%, 25%, 30%, 35%, 40%, 45%, 50%, 55%. Preferred upper limits of the content are 95%, 90%, 85%, 80%, 75%, 70%, 65%, relative to the total amount of the composition of the present invention. %, 60%, 55%, 50%, 45%, 40%, 35%, 30%, 25%.

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

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

(In the formula, R ^L12 has the same meaning as in general formula (L-1).)
The compound represented by general formula (L-1-1) is a compound selected from the group of compounds represented by formulas (L-1-1.1) to (L-1-1.3). is preferred, preferably a compound represented by formula (L-1-1.2) or formula (L-1-1.3), particularly represented by formula (L-1-1.3) It is preferably a compound that

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

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

(In the formula, R ^L12 has the same meaning as in general formula (L-1).)
The lower limit of the preferred content of the compound represented by formula (L-1-2) with respect to the total amount of the composition of the present invention is 1%, 5%, 10%, and 15%. , 17%, 20%, 23%, 25%, 27%, 30%, 35%. Preferred upper limits of the content are 60%, 55%, 50%, 45%, 42%, 40%, and 38% of the total amount of the composition of the present invention. %, 35%, 33%, and 30%.

Furthermore, the compound represented by general formula (L-1-2) is a compound selected from the group of compounds represented by formulas (L-1-2.1) to (L-1-2.4). and preferably compounds 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 particularly improves the response speed of the composition of the present invention. Further, when obtaining Tni higher than the response speed, it is preferable to use a compound represented by formula (L-1-2.3) or formula (L-1-2.4). The content of the compounds represented by formulas (L-1-2.3) and (L-1-2.4) is not preferably 30% or more in order to improve solubility at low temperature.

Preferred lower limits for the content of the compound represented by formula (L-1-2.2) with respect to the total amount of the composition of the present invention are 10%, 15%, and 18%, 20%, 23%, 25%, 27%, 30%, 33%, 35%, 38%, 40%. Preferred upper limits of the content are 60%, 55%, 50%, 45%, 43%, 40%, and 38% of the total amount of the composition of the present invention. %, 35%, 32%, 30%, 27%, 25%, 22%.

The lower limit of the preferable total content of the compound represented by formula (L-1-1.3) and the compound represented by formula (L-1-2.2) with respect to the total amount of the composition of the present invention The values are 10%, 15%, 20%, 25%, 27%, 30%, 35% and 40%. Preferred upper limits of the content are 60%, 55%, 50%, 45%, 43%, 40%, and 38% of the total amount of the composition of the present invention. %, 35%, 32%, 30%, 27%, 25%, 22%.

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

(In the formula, R ^L13 and R ^L14 each independently represent an alkyl group having 1 to 8 carbon atoms or an alkoxy group having 1 to 8 carbon atoms.)
R ^L13 and R ^L14 are preferably 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. .

Preferred lower limits of the content of the compound represented by formula (L-1-3) with respect to the total amount of the composition of the present invention are 1%, 5%, 10%, and 13%. , 15%, 17%, 20%, 23%, 25%, and 30%. Preferred upper limits of the content are 60%, 55%, 50%, 45%, 40%, 37%, and 35% with respect to the total amount of the composition of the present invention. %, 33%, 30%, 27%, 25%, 23%, 20%, 17%, 15%, 13%, 10 %.
Furthermore, the compound represented by general formula (L-1-3) is a compound selected from the group of compounds represented by formulas (L-1-3.1) to (L-1-3.13). 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 preferred because it particularly improves the response speed of the composition of the present invention. Further, when obtaining Tni higher than the response speed, formula (L-1-3.3), formula (L-1-3.4), formula (L-1-3.11) and formula (L- 1-3.12) is preferably used. Sum of compounds represented by formula (L-1-3.3), formula (L-1-3.4), formula (L-1-3.11) and formula (L-1-3.13) The content of is not preferably 20% or more in order to improve the solubility at low temperature.

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

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

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

Preferred lower limits for the content of the compound represented by formula (L-1-4) with respect to the total amount of the composition of the present invention are 1%, 5%, 10%, and 13%. , 15%, 17%, and 20%. Preferred upper limits of the content are 25%, 23%, 20%, 17%, 15%, 13%, 10%, relative to the total amount of the composition of the present invention. %.

Preferred lower limits of the content of the compound represented by formula (L-1-5) with respect to the total amount of the composition of the present invention are 1%, 5%, 10%, and 13%. , 15%, 17%, and 20%. Preferred upper limits of the content are 25%, 23%, 20%, 17%, 15%, 13%, 10%, relative to the total amount of the composition of the present invention. %.

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

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

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

(In the formula, R ^L17 and R ^L18 each independently represent a methyl group or a hydrogen atom.)
The preferred lower limit of the content of the compound represented by formula (L-1-6) with respect to the total amount of the composition of the present invention is 1%, 5%, 10%, and 15%. , 17%, 20%, 23%, 25%, 27%, 30%, 35%. Preferred upper limits of the content are 60%, 55%, 50%, 45%, 42%, 40%, and 38% of the total amount of the composition of the present invention. %, 35%, 33%, and 30%.

Further, the compound represented by general formula (L-1-6) is a compound selected from the group of compounds represented by formulas (L-1-6.1) to (L-1-6.3). Preferably.

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

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

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

If the solubility at low temperatures is important, setting the content high will produce a high effect. Conversely, if the response speed is important, setting the content low will produce a high effect. Furthermore, in order to improve drip marks and seizure properties, it is preferable to set the range of the content in the middle.

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

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

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

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

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

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

When the birefringence is to be obtained, setting the content to a high value is effective, and conversely, when a high Tni is emphasized, setting the content to a low value is effective. Furthermore, in order to improve drip marks and seizure properties, it is preferable to set the range of the content in the middle.

Furthermore, the compound represented by the general formula (L-3) is preferably a compound selected from the group of compounds represented by the formulas (L-3.1) to (L-3.7), and the formula Compounds represented by formulas (L-3.2) to (L-3.5) are preferred.

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

(In the formula, R ^L41 and R ^L42 each independently have the same meaning as R ^L1 and R ^L2 in general formula (L).)
R ^L41 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and R ^L42 is an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or a carbon atom Alkoxy groups of numbers 1 to 4 are preferred. )
The compound represented by general formula (L-4) can be used alone, or two or more compounds can be used in combination. Although there is no particular limitation on the types of compounds that can be combined, they are appropriately used in combination according to the required properties such as low-temperature solubility, transition temperature, electrical reliability, and birefringence. The types of compounds to be used are, for example, one type, two types, three types, four types, and five or more types as one embodiment of the present invention.

In the composition of the present invention, the content of the compound represented by the general formula (L-4) is determined by solubility at low temperature, transition temperature, electrical reliability, birefringence, process suitability, drip marks, It is necessary to make appropriate adjustments according to required performance such as image sticking and dielectric anisotropy.

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

The compound represented by general formula (L-4) is preferably, for example, compounds represented by formulas (L-4.1) to (L-4.3).

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

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

The compound represented by general formula (L-4) is preferably a compound represented by, for example, formulas (L-4.4) to (L-4.6), and formula (L-4.4 ) is preferably a compound represented by

Depending on the required performance such as low-temperature solubility, transition temperature, electrical reliability, and birefringence, even if the compound represented by formula (L-4.4) is contained, formula (L -4.5), it contains both the compound represented by formula (L-4.4) and the compound represented by formula (L-4.5) It's okay to be there.

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

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

The compound represented by general formula (L-4) is preferably a compound represented by formula (L-4.7) to formula (L-4.10), particularly formula (L-4. Compounds represented by 9) are preferred.

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

(In the formula, R ^L51 and R ^L52 each independently have the same meaning as R ^L1 and R ^L2 in general formula (L).)
R ^L51 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and R ^L52 is an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or a carbon atom Alkoxy groups of numbers 1 to 4 are preferred.

The compound represented by general formula (L-5) can be used alone, or two or more compounds can be used in combination. Although there is no particular limitation on the types of compounds that can be combined, they are appropriately used in combination according to the required properties such as low-temperature solubility, transition temperature, electrical reliability, and birefringence. The types of compounds to be used are, for example, one type, two types, three types, four types, and five or more types as one embodiment of the present invention.

In the composition of the present invention, the content of the compound represented by the general formula (L-5) is determined by solubility at low temperature, transition temperature, electrical reliability, birefringence, process suitability, drip marks, It is necessary to make appropriate adjustments according to required performance such as image sticking and dielectric anisotropy.

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

Preferred lower limits for the content of these compounds with respect to the total amount of the composition of the present invention are 1%, 2%, 3%, 5% and 7%. The preferred upper limits of the content of these compounds are 20%, 15%, 13%, 10% and 9%.

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

Preferred lower limits for the content of these compounds with respect to the total amount of the composition of the present invention are 1%, 2%, 3%, 5% and 7%. The preferred upper limits of the content of these compounds are 20%, 15%, 13%, 10% and 9%.

The compound represented by the general formula (L-5) is preferably a compound selected from the group of compounds represented by the formulas (L-5.5) to (L-5.7), particularly the formula ( A compound represented by L-5.7) is preferred.

Preferred lower limits for the content of these compounds with respect to the total amount of the composition of the present invention are 1%, 2%, 3%, 5% and 7%. The preferred upper limits of the content of these compounds are 20%, 15%, 13%, 10% and 9%.

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

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

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

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

The compounds represented by general formula (L-6) are preferably compounds represented by formulas (L-6.1) to (L-6.9).

Although there is no particular limitation on the types of compounds that can be combined, it is preferable to contain 1 to 3 types, more preferably 1 to 4 types from among these compounds. In addition, since it is also effective for the solubility that the molecular weight distribution of the selected compound is wide, for example, one kind from the compounds represented by formula (L-6.1) or (L-6.2), 6.4) or one compound represented by (L-6.5), one compound represented by formula (L-6.6) or formula (L-6.7), formula (L -6.8) or (L-6.9), it is preferable to select one compound and combine them appropriately. Among them, represented by formula (L-6.1), formula (L-6.3) formula (L-6.4), formula (L-6.6) and formula (L-6.9) It preferably contains a compound.

Furthermore, the compound represented by the general formula (L-6) is preferably a compound represented by, for example, the formulas (L-6.10) to (L-6.17). A compound represented by L-6.11) is preferred.

Preferred lower limits for the content of these compounds with respect to the total amount of the composition of the present invention are 1%, 2%, 3%, 5% and 7%. The preferred upper limits of the content of these compounds are 20%, 15%, 13%, 10% and 9%.

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

(Wherein, R ^L71 and R ^L72 each independently represent the same meaning as R ^L1 and R ^L2 in general formula (L), A ^L71 and A ^L72 each independently represent A ^L2 and has the same meaning as A ^L3 , but the hydrogen atoms on A ^L71 and A ^L72 may each independently be substituted with a fluorine atom, and Z ^L71 has the same meaning as Z ^L2 in general formula (L); ^XL71 and ^XL72 each independently represent a fluorine atom or a hydrogen atom.)
In the formula, R ^L71 and R ^L72 are each independently preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and A ^L71 and A ^L72 . are each independently preferably a 1,4-cyclohexylene group or a 1,4-phenylene group, hydrogen atoms on A ^L71 and A ^L72 may each independently be substituted with a fluorine atom, and Z ^L71 is a single A bond or COO- is preferred, a single bond is preferred, and X ^L71 and X ^L72 are preferably hydrogen atoms.

Although there is no particular limitation on the types of compounds that can be combined, they are combined according to the required properties such as low-temperature solubility, transition temperature, electrical reliability, and birefringence. The types of compounds to be used are, for example, one type, two types, three types, and four types as one embodiment of the present invention.

In the composition of the present invention, the content of the compound represented by the general formula (L-7) is determined by solubility at low temperature, transition temperature, electrical reliability, birefringence, process suitability, drip marks, It is necessary to make appropriate adjustments according to required performance such as image sticking and dielectric anisotropy.

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

If a high Tni embodiment of the composition of the present invention is desired, it is preferable to increase the content of the compound represented by formula (L-7), and if a low viscosity embodiment is desired, the content should be kept to a minimum.

Furthermore, the compound represented by general formula (L-7) is preferably a compound represented by formula (L-7.1) to formula (L-7.4), and the compound represented by formula (L-7. A compound represented by 2) is preferable.

Furthermore, the compound represented by general formula (L-7) is preferably a compound represented by formula (L-7.11) to formula (L-7.13), and the compound represented by formula (L-7. A compound represented by 11) is preferable.

Furthermore, the compound represented by general formula (L-7) is the compound represented by formulas (L-7.21) to (L-7.23). A compound represented by formula (L-7.21) is preferred.

Furthermore, the compound represented by general formula (L-7) is preferably a compound represented by formula (L-7.31) to formula (L-7.34), and the compound represented by formula (L-7. 31) or/and a compound represented by formula (L-7.32).

Furthermore, the compound represented by general formula (L-7) is preferably a compound represented by formula (L-7.41) to formula (L-7.44), and the compound represented by formula (L-7. 41) or/and a compound represented by formula (L-7.42).

Further, the compounds represented by general formula (L-7) are preferably compounds represented by formulas (L-7.51) to (L-7.53).

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.

When the reliability and long-term stability of the composition are emphasized, the content of the compound having a carbonyl group is preferably 5% or less, more preferably 3% or less, relative to the total mass of the composition. Preferably, it is more preferably 1% or less, and most preferably not substantially contained.

When the stability against UV irradiation is emphasized, the content of the compound substituted with chlorine atoms is preferably 15% or less, preferably 10% or less, relative to the total mass of the composition. % or less, more preferably 5% or less, preferably 3% or less, and even more preferably not substantially contained.

It is preferable to increase the content of compounds having all 6-membered ring structures in the molecule, and the content of compounds having all 6-membered ring structures in the molecule is increased to 80% relative to the total mass of the composition. % or more, more preferably 90% or more, even more preferably 95% or more, and substantially all of the ring structures in the molecule are six-membered rings. most preferably.

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

When emphasizing improvement of viscosity and improvement of Tni, it is possible to reduce the content of a compound having a 2-methylbenzene-1,4-diyl group in the molecule, in which a hydrogen atom may be substituted with a halogen. Preferably, the content of the compound having a 2-methylbenzene-1,4-diyl group in the molecule is 10% or less, preferably 8% or less, relative to the total mass of the composition. , more preferably 5% or less, preferably 3% or less, and even more preferably not substantially contained.

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

When the compound contained in the composition of the first embodiment of the present invention has an alkenyl group as a side chain, when the alkenyl group is bonded to cyclohexane, the alkenyl group has 2 to 5 carbon atoms. When the alkenyl group is bonded to benzene, the alkenyl group preferably has 4 to 5 carbon atoms, and the unsaturated bond of the alkenyl group and benzene are directly bonded. preferably not.
The average elastic constant (K _AVG ) of the liquid crystal composition used in the present invention is preferably 10 to 25, and the lower limit thereof is preferably 10, preferably 10.5, preferably 11, and 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, 14 .3 is preferred, 14.5 is preferred, 14.8 is preferred, 15 is preferred, 15.3 is preferred, 15.5 is preferred, 15.8 is preferred, 16 is preferred, 16.3 is preferred, 16 .5 is preferred, 16.8 is preferred, 17 is preferred, 17.3 is preferred, 17.5 is preferred, 17.8 is preferred, 18 is preferred, and the upper limit thereof is preferably 25 and 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 , preferably 21.3, preferably 21, preferably 20.8, preferably 20.5, preferably 20.3, preferably 20, preferably 19.8, preferably 19.5, preferably 19.3 , 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, 17 is preferred. When emphasizing reduction of power consumption, it is effective to suppress the amount of light of the _backlight , and it is preferable to improve the light transmittance of the liquid crystal display element. preferable. It is preferable to set the value of _KAVG to a high value when emphasizing the improvement of the response speed.
The liquid crystal composition of this embodiment is applied to a liquid crystal display element. An example of the liquid crystal display device according to the present embodiment will be described below with reference to FIGS. 1 and 2 as appropriate.

FIG. 1 is a diagram schematically showing the configuration of a liquid crystal display element. In FIG. 1 , each component is shown separated for convenience of explanation. As shown in FIG. 1, the liquid crystal display element 1 according to the present embodiment includes a first substrate 2 and a second substrate 3 arranged to face each other, and a substrate provided between the first substrate 2 and the second substrate 3. The liquid crystal layer 4 is composed of the liquid crystal composition of the present embodiment described above.

A pixel electrode layer 5 is formed on the surface of the first substrate 2 facing the liquid crystal layer 4 . A common electrode layer 6 is formed on the second substrate 3 on the liquid crystal layer 4 side. The first substrate 2 and the second substrate 3 may be sandwiched between 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 .

That is, the liquid crystal display element 1 according to one embodiment includes 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, and a color filter. 9, the second substrate 3, and the second polarizing plate 8 are laminated in this order.

The first substrate 2 and the second substrate 3 are made of flexible material such as glass or plastic. At least one of the first substrate 2 and the second substrate 3 is made of a transparent material, and the other may be made of a transparent material or an opaque material such as metal or silicon. The first substrate 2 and the second substrate 3 are adhered to each other by a sealing material such as an epoxy-based thermosetting composition and a sealing material arranged in the peripheral region, and there is a space between the substrates in order to maintain the distance between the substrates. For example, granular spacers such as glass particles, plastic particles, and alumina particles, or spacer columns made of resin formed by photolithography may be arranged.

The first polarizing plate 7 and the second polarizing plate 8 can be adjusted so that the viewing angle and contrast are improved by adjusting the polarization axis of each polarizing plate, and their transmission axes operate in normally black mode. It is preferable to have the transmission axes orthogonal to each other so that In particular, either the first polarizing plate 7 or the second polarizing plate 8 is preferably arranged so as to have a transmission axis parallel to the alignment direction of the liquid crystal molecules when no voltage is applied.

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

The black matrix may be placed together with the color filter on the substrate opposite to the array substrate, or may be placed together with the color filter on the side of the array substrate, with the black matrix on the array substrate and the color filter on the other substrate. It may be installed separately. Also, the black matrix may be installed separately from the color filters, but may be one that reduces the transmittance by overlapping the colors of the color filters.

FIG. 2 is an enlarged plan view of a region surrounded by line I, which is part of the pixel electrode layer 5 formed on the first substrate 2 in FIG. As shown in FIG. 2, in the pixel electrode layer 5 including thin film transistors formed on the surface of the first substrate 2, a plurality of gate bus lines 11 for supplying scanning signals and a plurality of gate bus lines 11 for supplying display signals are provided. Data bus lines 12 are arranged in a matrix crossing each other. 2 only shows a pair of gate bus lines 11, 11 and a pair of data bus lines 12, 12. FIG.

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

The gate bus lines 11 and the data bus lines 12 are each preferably formed of a metal film, more preferably Al, Cu, Au, Ag, Cr, Ta, Ti, Mo, W, Ni, or an alloy thereof. and more preferably Mo, Al or an alloy thereof.

The pixel electrode 13 is preferably a transparent electrode in order to improve transmittance. 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 may be 10 to 200 nm. Also, in order to reduce electrical resistance, the transparent electrode can be formed as a polycrystalline ITO film by firing an amorphous ITO film.

In the liquid crystal display element of this embodiment, for example, wiring is formed by sputtering a metal material such as Al or an alloy thereof on the first substrate 2 and the second substrate 3, and the pixel electrode layer 5 and the common electrode layer 6 are formed. can be formed respectively. Moreover, the color filter 9 can be produced by, for example, a pigment dispersion method, a printing method, an electrodeposition method, a dyeing method, or the like. A method for producing a color filter by a pigment dispersion method will be explained as an example. A curable coloring composition for a color filter is applied onto the transparent substrate, patterned, and cured by heating or light irradiation. By performing this process for each of the three colors of red, green, and blue, pixel portions for color filters can be produced. Also, the color filter 9 may be placed on the side of the substrate having TFTs and the like.

The first substrate 2 and the second substrate 3 are opposed to each other so that the pixel electrode layer 5 and the common electrode layer 6 are on the inside. may be adjusted. At this time, it is preferable to adjust the thickness of the liquid crystal layer 4 to be, for example, 1 to 100 μm.

When the polarizing plates 7 and 8 are used, it is preferable 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 so as to maximize the contrast. Moreover, when there are two polarizing plates 7 and 8, the polarizing axis of each polarizing plate can be adjusted to improve the viewing angle and contrast. Furthermore, a retardation film for widening the viewing angle can also be used. After that, a sealing agent such as an epoxy-based thermosetting composition is screen-printed on the substrates with a liquid crystal injection port provided, and the substrates are bonded together and heated to thermally cure the sealing agent.

As a method for sandwiching the composition between the two substrates 2 and 3, a normal vacuum injection method or a one drop fill (ODF) method or the like can be used. Although it does not occur, there is a problem that traces of injection remain, but in this embodiment, it can be more preferably used for display elements manufactured using the ODF method. In the process of manufacturing a liquid crystal display element by the ODF method, a sealant such as an epoxy-based light and heat curing agent is drawn on either the back plane or the front plane substrate using a dispenser in the form of a closed loop bank, and the liquid crystal is removed in it. A liquid crystal display element can be manufactured by bonding a front plane and a back plane after dropping a predetermined amount of the composition under air. In this embodiment, in the ODF method, it is possible to suppress the occurrence of drip marks when the liquid crystal composition is dripped onto the substrate. Note that the drop mark is defined as a phenomenon in which a drop mark of the liquid crystal composition appears white when a black display is performed.

In addition, in the process of manufacturing a liquid crystal display element by the ODF method, it is necessary to drop an optimum liquid crystal injection amount according to the size of the liquid crystal display element. The liquid crystal can be stably dropped over a long period of time without being affected by abrupt pressure changes and shocks in the dropping device, so that a high yield of liquid crystal display elements can be maintained. In particular, it is difficult to control the deviation from the optimum value within a certain range in the small liquid crystal display element, which is frequently used in smartphones, which has become popular recently, because the optimum liquid crystal injection amount is small. By using the composition, it is possible to realize a stable discharge amount of the liquid crystal material even in a small liquid crystal display device.

As a method for polymerizing the polymerizable compound of the liquid crystal composition of the present embodiment, a moderate polymerization rate is desirable in order to obtain good alignment performance of the liquid crystal. Alternatively, a method of polymerizing by irradiation in combination or in sequence is preferred. When using ultraviolet light, a polarized light source may be used, or a non-polarized light source may be used. Further, when the polymerizable compound-containing composition is sandwiched between two substrates and the polymerization is carried out, at least the substrate on the side of the irradiated surface must be given appropriate transparency to the active energy ray. not. In addition, after polymerizing only a specific portion using a mask during light irradiation, the orientation state of the unpolymerized portion is changed by changing the conditions such as the electric field, magnetic field, or temperature, and then the active energy ray is further irradiated. It is also possible to use a means of polymerizing by In particular, when the composition containing the polymerizable compound is exposed to ultraviolet light, it is preferable to apply the ultraviolet light while applying an AC electric field to the composition containing the polymerizable compound. The alternating electric field to be applied is preferably an alternating current with a frequency of 10 Hz to 10 kHz, more preferably 60 Hz to 10 kHz, and the voltage is selected depending on the desired pretilt angle of the liquid crystal display element. That is, the pretilt angle of the liquid crystal display element can be controlled by the applied voltage. In the lateral electric field type MVA mode liquid crystal display device, it is preferable to control the pretilt angle to 80 degrees to 89.9 degrees from the viewpoint of alignment stability and contrast.

The temperature at the time of irradiation is preferably within a temperature range in which the liquid crystal state of the composition of the present embodiment is maintained. It is preferred to polymerize at a temperature close to room temperature, ie typically between 15 and 35°C. A metal halide lamp, a high-pressure mercury lamp, an ultrahigh-pressure mercury lamp, or the like can be used as a lamp for generating ultraviolet rays. As for the wavelength of the ultraviolet rays to be irradiated, it is preferable to irradiate ultraviolet rays in a wavelength range that is not in the absorption wavelength range of the composition, and if necessary, it is preferable to cut the ultraviolet rays. The intensity of the ultraviolet rays to be irradiated is preferably 0.1 mW/cm ² to 100 W/cm ² , more preferably 2 mW/cm ² to 50 W/cm ² . The energy amount of the ultraviolet rays to be irradiated can be appropriately adjusted, but is preferably 10 mJ/cm ² to 500 J/cm ² , more preferably 100 mJ/cm ² to 200 J/cm ² . When irradiating with ultraviolet rays, the intensity may be changed. The irradiation time of the ultraviolet rays is appropriately selected according to the intensity of the ultraviolet rays to be irradiated, but is preferably 10 seconds to 3600 seconds, more preferably 10 seconds to 600 seconds.

The liquid crystal display element 1 may be an active matrix driving liquid crystal display element. The liquid crystal display element 1 may be a PSA type, PSVA type, VA type, IPS type, FFS type or ECB type liquid crystal display element, preferably a PSA type liquid crystal display element.

The antioxidant content of the liquid crystal composition of the present invention is preferably 10 mass ppm or more, preferably 20 mass ppm or more, and preferably 50 mass ppm or more. Although the upper limit in the case of containing an antioxidant is 10000 mass ppm, 1000 mass ppm is preferable, 500 mass ppm is preferable, 200 mass ppm is preferable, and 100 mass ppm is preferable.

When the liquid crystal composition of the present invention contains a light stabilizer, it is preferable to use commonly available HALS such as Tinuvin770 and LA-57. The content is preferably adjusted in the range of 100 ppm to 2000 ppm, more preferably in the range of 200 ppm to 1200 ppm, and particularly preferably in the range of 500 ppm to 1200 ppm.

The liquid crystal composition of the present invention has a nematic phase-isotropic liquid phase transition temperature (T _ni ) of 60° C. to 120° C., the lower limit of which is preferably 65° C., preferably 70° C., and preferably 71° C. 72°C is preferable, 73°C is preferable, 74°C is preferable, 75°C is preferable, and the upper limit thereof is preferably 110°C, preferably 105°C, preferably 100°C, preferably 95°C, preferably 90°C, 88°C. is preferred, 86°C is preferred, 85°C is preferred, 84°C is preferred, 82°C is preferred, and 80°C is preferred.

The liquid crystal composition of the present invention has a rotational viscosity (γ ₁ ) at 20° C. of 50 to 200 mPa·s. s is preferred, 66 mPa s is preferred, 68 mPa s is preferred, 70 mPa s is preferred, and the upper limit thereof is preferably 190 mPa s, preferably 180 mPa s, preferably 170 mPa s, preferably 160 mPa s, and 150 mPa • s is preferred.

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

The liquid crystal composition of the present invention has a refractive index anisotropy (Δn) at 20° C. of 0.08 to 0.20. 0.12 is preferred, 0.13 is preferred, and the upper limit thereof is preferably 0.19, preferably 0.18, preferably 0.17, preferably 0.16, and preferably 0.15. More specifically, it is preferably 0.10 to 0.20 for a thin cell gap and 0.08 to 0.12 for a thick cell gap.

The pitch may be appropriately set according to the cell thickness of the liquid crystal display element, but problems arise when it is too short or too long. The pitch (μm) of the liquid crystal composition of the present invention at 20° C. has a lower limit of 5 μm, preferably 6 μm, preferably 7 μm, preferably 8 μm, preferably 9 μm, preferably 10 μm, preferably 11 μm, and preferably 12 μm. Preferably 13 μm, preferably 14 μm, preferably 15 μm, preferably 20 μm, the upper limit of the pitch is 140 μm, preferably 130 μm, preferably 120 μm, preferably 110 μm, preferably 100 μm, preferably 90 μm, preferably 80 μm , preferably 70 μm, preferably 60 μm. Although the preferable range is as described above, it is necessary to appropriately adjust within a certain range due to the effects of the cell thickness (cell gap), the structure of the transparent electrode, the type of the alignment film, and the like.

The liquid crystal display element using the liquid crystal composition of the present invention has no display defects such as drip marks, burn-in, and display unevenness or is suppressed, and it is remarkable that low driving voltage, high transmittance, and fast response speed are compatible. It has special characteristics.

A liquid crystal display element using the liquid crystal composition of the present invention is particularly useful as a liquid crystal display element for active matrix driving, and a liquid crystal display element for PS mode, PSA mode, PSVA mode, PS-IPS mode or PS-FFS mode. can be used for

The present invention will be described in more detail with reference to examples below, but the present invention is not limited to these examples. In addition, "%" in the compositions of the following examples and comparative examples means "% by mass".

The following abbreviations are used for the description of the liquid crystal compounds in the examples.
(ring structure)

(Side chain structure and connecting structure)

The properties measured in the examples are as follows. Measurements were made according to the method specified in JEITA ED-2521B unless otherwise specified.

Tni: nematic phase-isotropic liquid phase transition temperature (° C.)
Δn: refractive index anisotropy at 20°C Δε: dielectric anisotropy at 20°C γ1: rotational viscosity at 20°C (mPa s)
K11: Elastic constant K11 (pN) at 20°C
K33: elastic constant K33 (pN) at 20°C
P: Spiral pitch (um). It was measured using a wedge cell.

Electro-optical property evaluation test: Transmittance and response speed after UV irradiation were evaluated. The transmittance was measured by a voltage-transmittance curve when a voltage of 0 to 10 V was applied, and the response speed was measured by setting Von to 6V and Voff to 1V. The measurement temperature was 20° C., and OPTIPRO manufactured by Shintech was used as the measuring instrument.

Voltage holding ratio test (VHR): A liquid crystal composition heated at 150° C. for 1 hour was injected into an evaluation cell, and the voltage holding ratio (VHR) was measured when UV irradiation was performed. The voltage was 1 V, the frequency was 0.6 Hz, the measurement temperature was 60° C., and LCM-2 manufactured by TOYO was used as the measuring instrument.
(Method of preparing liquid crystal evaluation cell)
First, a liquid crystal composition containing a polymerizable compound was coated with a polyimide alignment film that induces vertical alignment with a cell gap of 3.8 μm, and then the polyimide alignment film was applied to a liquid crystal cell including a substrate with ITO rubbed by vacuum injection. injected with JALS2096 manufactured by JSR Corporation was used as a material for forming a vertical alignment film.
(UV irradiation conditions)
The liquid crystal cell into which the liquid crystal composition containing the polymerizable compound was injected was irradiated with ultraviolet rays through a filter that cuts ultraviolet rays of 325 nm or less 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 under the condition of a center wavelength of 365 nm was adjusted to 100 mW/cm ² , and the UV rays were irradiated with an integrated light amount of 30 J/cm ² . The UV irradiation condition described above was defined as irradiation condition 1. This irradiation condition 1 imparts a pretilt angle to the liquid crystal molecules in the liquid crystal cell.

Next, using a fluorescent UV lamp, the illuminance measured under the condition of a center wavelength of 313 nm was adjusted to 3 mW/cm ² , and ultraviolet rays with an integrated light amount of 10 J/cm ² were further irradiated to obtain a liquid crystal display element. . The UV irradiation condition described above was referred to as irradiation condition 2. Irradiation condition 2 reduces the residual amount of the polymerizable compound in the liquid crystal cell that has not reacted under irradiation condition 1 .
(Adjustment of liquid crystal composition)
LC-1 shown in the table below was prepared and its physical properties were measured. Physical properties were as shown in Table 1. The measurement temperature is 20°C.

(Examples 1 to 3, Comparative Example 1)
A polymerizable compound obtained by adding 0.3 parts by mass of a compound represented by the formula (RM-1) to 100 parts by mass of the liquid crystal composition LC-1, and 0 parts by mass of the compound represented by the formula (AD-1). Example 1 was a liquid crystal composition containing 0.01 part by mass of the compound represented by the formula (PI-1).

A polymerizable compound obtained by adding 0.3 parts by mass of the compound represented by the formula (RM-2) to 100 parts by mass of the liquid crystal composition LC-1, and 0 parts by mass of the compound represented by the formula (AD-1). Example 2 was a liquid crystal composition containing 0.01 part by mass of the compound represented by the formula (PI-1).

0.2 parts by mass of the compound represented by the formula (RM-1) and 0.1 parts by mass of the compound represented by the formula (RM-2) are added to 100 parts by mass of the liquid crystal composition LC-1. Example 3 and a liquid crystal composition containing 0.65 parts by mass of a polymerizable compound, a compound represented by formula (AD-1), and 0.01 parts by mass of a compound represented by formula (PI-1) bottom.

As a result of evaluating Examples 1 to 3, the nematic phase-isotropic liquid phase transition temperature (Tni) was sufficiently high, the refractive index anisotropy (Δn) was sufficiently high, and the dielectric anisotropy (Δε) was sufficiently high. The absolute value was sufficiently high, the rotational viscosity (γ1) was sufficiently low, and the pitch was 13.2 μm. It was confirmed that a liquid crystal display device using this had a sufficiently high transmittance and a sufficiently high response speed. Also, the voltage holding ratio (VHR) after heating and UV irradiation was 93%, which was equivalent to 93% before heating and UV irradiation.

From the above, 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).
(Comparative example 1)
Per 100 parts by mass of the liquid crystal composition LC-1, 0.3 parts by mass of the compound represented by the formula (RM-1) and 0.65 parts by mass of the compound represented by the formula (AD-1) A liquid crystal composition containing these was designated as Comparative Example 1.

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

Claims (7)

As a chiral agent that induces pitch, the general formula (Ch-I)

(In the formula,
R ¹⁰⁰ and R ¹⁰¹ are each independently a hydrogen atom, —CN, —NO ₂ , a halogen atom, —OCN, —SCN, —SF ₅ , a chiral or achiral alkyl group having 1 to 30 carbon atoms, polymerization or a chiral group containing a ring structure,
when ⁿ¹¹ is ⁰ , at least one of R100 and ^R101 is a chiral alkyl group;
Z ¹⁰⁰ and Z ¹⁰¹ each independently represent -O-, -S-, -CO-, -COO-, -OCO-, -O-COO-, -CO-N(R ¹⁰⁵ )-, -N( R ¹⁰⁵ ) -CO-, -OCH ₂ -, -CH ₂ O-, -SCH ₂ -, -CH ₂ S-, -CF ₂ O-, -OCF ₂ -, -CF ₂ S-, -SCF ₂ - , -CH ₂ CH ₂ -, -CF _{2 CH 2 -, -CH 2 CF 2 -, -CF 2 CF 2 - , -CH = CH-} , -CF=CH-, -CH=CF-, -CF= CF-, -C≡C-, -CH=CH-COO-, -OCO-CH=CH- or represents a single bond,
A ¹⁰⁰ and A ¹⁰¹ each independently
(a′) a trans-1,4-cyclohexylene group (one methylene group or two or more non-adjacent methylene groups present in the group may be substituted with an oxygen atom or a sulfur atom; good.),
(b') a 1,4-phenylene group (one -CH= or two or more non-adjacent -CH= present in this group may be substituted with a nitrogen atom), or (c′) 1,4-cyclohexenylene group, 1,4-bicyclo[2.2.2]octylene group, indane-2,5-diyl, naphthalene-2,6-diyl group, decahydronaphthalene-2 ,6-diyl group and 1,2,3,4-tetrahydronaphthalene-2,6-diyl group (one methylene group or two or more non-adjacent methylene groups in these groups are oxygen or a sulfur atom, and one -CH= or two or more non-adjacent -CH= present in these groups may be substituted by a nitrogen atom.)
represents
When there are multiple A ¹⁰⁰ or A ¹⁰¹ , they may be the same or different,
n ¹¹ represents 0 or 1,
when ⁿ¹¹ represents 0, ^m12 represents 0 and ^m11 represents 0, 1, 2, 3, 4 or 5;
when ⁿ¹¹ represents ¹ , m11 and ^m12 each independently represent 0, 1, 2, 3, 4 or 5;
D is a divalent group represented by the following formulas (D1) to (D4)

(In formulas (D1) to (D4),
At the site marked with a black circle, it binds to Z ¹⁰¹ (or R ¹⁰⁰ ) or Z ¹⁰¹ (or R ¹⁰⁰ ), respectively. )
represents )
and a compound with the following structure as an additive to improve reliability

(In the formula,
* connects to other structures. )
A liquid crystal composition having a negative dielectric anisotropy (Δε) containing one or more compounds having
General formula (P) as a polymerizable compound

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

(In the formula,
R ^p11 and R ^p12 each independently represent a hydrogen atom, an alkyl group having 1 to 5 carbon atoms or a halogenated alkyl group having 1 to 5 carbon atoms;
W ^p11 represents a single bond, -O-, -COO- or a methylene group,
t ^p11 represents 0, 1 or 2,
When multiple R ^p11 , R ^p12 , W ^p11 and/or t ^p11 are present in the molecule, they may be the same or different. )
represents either
Sp ^p1 and Sp ^p2 each independently represent a single bond or a spacer group;
Z ^p1 and Z ^p2 are each independently a single bond, —O—, —S—, —CH ₂ —, —OCH ₂ —, —CH ₂ O—, —CO—, —C ₂ H ₄ —, — COO-, -OCO-, -OCOOCH ₂ -, -CH ₂ OCOO-, -OCH ₂ CH ₂ O-, -CO-NR ^ZP1 -, -NR ^ZP1 -CO-, -SCH ₂ -, -CH ₂ S- , -CH=CR ZP1 -COO-, -CH=CR ^{ZP1 -OCO-} , -COO-CR ZP1 = ^CH- , -OCO-CR ^ZP1 =CH-, -COO-CR ^{ZP1 =CH-COO- ,} -COO -CR ZP1 =CH-OCO-, -OCO-CR ^{ZP1 =CH-COO- ,} -OCO-CR ZP1 =CH- ^OCO- , -(CH ₂ ) _z -COO-, -(CH ₂ ) ₂ -OCO- , -OCO-(CH ₂ ) ₂ -, -(C=O)-O-(CH ₂ ) ₂ -, -CH=CH-, -CF=CF-, -CF=CH-, -CH=CF- , -CF ₂ -, -CF ₂ O-, -OCF ₂ -, -CF ₂ CH ₂ -, -CH ₂ CF ₂ -, -CF ₂ CF ₂ - or -C≡C- (wherein R ^ZP1 is Each independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, but when multiple R ^ZP1 are present in the molecule, they may be the same or different.)
represents
A ^p2 is a 1,4-phenylene group, 1,4-cyclohexylene group, anthracene-2,6-diyl group, phenanthrene-2,7-diyl group, pyridine-2,5-diyl group, pyrimidine-2, 5-diyl group, naphthalene-2,6-diyl group, indan-2,5-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or 1,3-dioxane-2,5 - represents a diyl group,
A ^p2 is unsubstituted or an alkyl group having 1 to 12 carbon atoms, a halogenated alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, or a halogenated group having 1 to 12 carbon atoms optionally substituted with an alkoxy group, a halogen atom, a cyano group, a nitro group or -Sp ^p2 -P ^p2 ,
A ^p1 is (A ^p1 −11) to (A ^p1 −19)

(In the formula,
Binds to Sp ^p1 or Z ^p1 at *,
is bonded to Z ^p1 by ***, and one or more hydrogen atoms in the structure are alkyl groups having 1 to 12 carbon atoms, halogenated alkyl groups having 1 to 12 carbon atoms, and alkoxy groups having 1 to 12 carbon atoms. group, a halogenated alkoxy group having 1 to 12 carbon atoms, a halogen atom, a cyano group, a nitro group or -Sp ^p2 -P ^p2 . )
represents a group represented by
A ^p3 is (A ^p3 -11) to (A ^p3 -19)

(In the formula,
Combines with Z ^p2 at ★,
binds to R ^p1 or Z ^p2 at ★★,
1 or 2 or more hydrogen atoms in the structure are alkyl groups having 1 to 12 carbon atoms, halogenated alkyl groups having 1 to 12 carbon atoms, alkoxy groups having 1 to 12 carbon atoms, alkoxy groups having 1 to 12 carbon atoms, It may be substituted by a halogenated alkoxy group, a halogen atom, a cyano group, a nitro group or -Sp ^p2 -P ^p2 . )
represents a group represented by
^mp2 and ^mp3 each independently represent 0, 1, 2 or 3;
^mp1 and ^mp4 each independently represent 1, 2 or 3,
When a plurality of P ^p1 , Sp ^p1 , A ^p1 , Z ^p1 , Z ^p2 , A ^p3 and/or R ^p1 are present in the molecule, they may be the same or different. )
Contains one or more compounds represented by
The content of the compound represented by the general formula (P) is 0.05 to 1% by mass,
General formulas (N-1a) to (N-1g)

(In the formula,
R ^N11 and R ^N12 each independently represent an alkyl group having 1 to 8 carbon atoms;
One or two or more non-adjacent -CH ₂ - in the alkyl group are each independently -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO - may be substituted by
n ^Na11 represents 0 or 1,
n ^Nb11 represents 1 or 2,
n ^Nc11 represents 0 or 1,
n ^Nd11 represents 1 or 2,
n ^Ne11 represents 1 or 2,
n ^Nf12 represents 1 or 2,
n ^Ng11 represents 1 or 2,
A ^Ne11 represents a trans-1,4-cyclohexylene group or a 1,4-phenylene group,
A ^Ng11 represents a trans-1,4-cyclohexylene group, a 1,4-cyclohexenylene group or a 1,4-phenylene group, at least one of which represents a 1,4-cyclohexenylene group;
Z ^Ne11 represents a single bond or ethylene, but at least one present in the molecule represents ethylene,
A ^Ne11 , Z ^Ne11 , and/or A ^Ng11 present in a molecule may be the same or different. )
A liquid crystal composition containing one or more compounds selected from the group consisting of the compounds represented by: The chiral alkyl group is represented by the following general formulas (Ra) to (Rk)

(In the formula,
The asterisk (*) represents a chiral carbon atom,
R ¹⁰³ and R ¹⁰⁴ each independently represent a linear or branched alkyl group having 1 to 12 carbon atoms or a hydrogen atom,
In general formulas (Ra), (Rb), (Rd), (Re), (Rf), (Rg), (Ri), and (Rj), R ¹⁰³ is a straight chain having 1 to 10 carbon atoms or represents a branched alkyl group,
One or more methylene groups of the alkyl group are -O-, -S-, -NH-, -N(CH ₃ )-, -CO -, -CO-O-, -O-CO-, -O-CO-O-, -S-CO-, -CO-S-, -O-SO ₂ -, -SO ₂ -O-, -CH =CH-, -C≡C-, optionally substituted with a cyclopropylene group or -Si(CH ₃ ) ₂ -,
Furthermore, one or more hydrogen atoms of the alkyl group may be substituted with a halogen atom, a cyano group, a vinyl group, an allyl group or a (meth)acryloyl group,
n ¹² represents an integer from 0 to 20,
n ¹³ represents an integer of 0 or 1,
n ¹⁴ represents an integer from 0 to 5,
X ¹⁰¹ and X ¹⁰² each independently represent a halogen atom, a cyano group, a phenyl group (one or more arbitrary hydrogen atoms in the phenyl group are a halogen atom, a methyl group, a methoxy group, a trifluoromethyl group (-CF ₃ ), optionally substituted with a trifluoromethoxy group (-OCF ₃ ), an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a trifluoromethyl group, or represents a trifluoromethoxy group,
X ¹⁰¹ and R ¹⁰³ represent groups different from each other,
X ¹⁰¹ and X ¹⁰² represent groups different from each other,
Q represents a divalent hydrocarbon group. )
2. The liquid crystal composition according to claim 1, which is a group selected from the group consisting of groups represented by: 3. The liquid crystal composition according to claim 1, which has a nematic phase-isotropic liquid phase transition temperature (Tni) of 60° C. to 120° C. or higher. 4. The liquid crystal composition according to any one of claims 1 to 3 , wherein the content of the chiral agent is 0.01% by mass to 5% by mass. 4. The liquid crystal composition according to any one of claims 1 to 3 , wherein the content of the additive is 0.01% by mass to 5% by mass in order to improve reliability. A liquid crystal display element for active matrix driving, using the liquid crystal composition according to any one of claims 1 to 5 . A PS mode, PSA mode, PSVA mode, PS-IPS mode or PS-FFS mode liquid crystal display device using the liquid crystal composition according to claim 1 .

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