JPWO2018221236A1 - Polymerizable monomer, liquid crystal composition and liquid crystal display device using the same - Google Patents

Abstract

The problem to be solved by the present invention is to provide a liquid crystal composition excellent in vertical alignment and compatibility, and to provide a liquid crystal display device using the same. Liquid Crystal Composition Comprising One or More Self Aligning Polymerizable Monomers, and Polymerizable Monomer (or Polymerizable Compound) Having One or More Specific Chemical Structures, and Liquid Crystal Display Using the Same Depending on the element, specifically, the polymerizable monomer represented by the general formula (I) and the polymerizable monomer represented by the general formula (I) have a different chemical structure and have a polar group and a spontaneous orientation The above object is achieved by a liquid crystal composition having an organic monomer and a liquid crystal display device including the same.

Description

  The present invention relates to a novel polymerizable monomer, a liquid crystal composition containing the polymerizable monomer and a spontaneous alignment monomer, and a liquid crystal display device using the same.

  Generally, in liquid crystal display devices such as liquid crystal panels and liquid crystal displays, the state of alignment of liquid crystal molecules is changed by an external stimulus such as an electric field, and the change in optical characteristics accompanying this is used for display. Such a liquid crystal display element has a configuration in which liquid crystal molecules are filled in a gap between two transparent substrates, and the liquid crystal molecules are arranged in advance in a specific direction on the surface of the substrate in contact with the liquid crystal molecules. It is general to form an alignment film for making it.

  However, with the problem that alignment defects occur due to scratches and dust generated on the alignment film surface in the manufacturing process of the liquid crystal display element and the size of the substrate is increased, uniform alignment can be performed over the entire surface of the substrate for a long time There is a problem in that it becomes difficult to design and manage an alignment film to be obtained.

  Therefore, in recent years, development of a liquid crystal display device that does not require an alignment film is required by using a liquid crystal composition including a spontaneous alignment material that controls the alignment of liquid crystal molecules for the liquid crystal layer.

  For example, in Patent Document 1, instead of lauryl acrylate, which has relatively weak interaction with liquid crystal molecules, a highly linear monofunctional biphenyl monomer having an octyl group and a low straight line having a stearyl group are shown. A liquid crystal composition containing a spontaneous alignment material that suppresses a decrease in voltage holding ratio by a liquid crystal composition containing a functional biphenyl monomer is described. Further, Patent Document 2 discloses various liquid crystal compositions containing a polymerizable self-orienting additive for controlling the alignment of liquid crystal molecules instead of an alignment film, and a nematic LC medium and a polymerizable self-orienting additive, When a liquid crystal composition, optionally comprising a polymerisable compound, is loaded into a test cell without an alignment layer, it has spontaneous homeotropic (vertical) alignment with respect to the substrate surface and this vertical alignment is stable until the clearing point It is stated that the formed VA cell can be reversibly switched by voltage application.

U.S. Patent Publication No. 2017-0123275 Japanese Patent Publication No. 2015-168826

  However, a composition including two hydrophobic monomers each having a long alkyl chain and a biphenyl skeleton as shown in the above-mentioned Patent Document 1 has an interaction with liquid crystal molecules of a liquid crystal layer filled between a pair of substrates. Although it is considered to be stronger than lauryl acrylate, there arises a problem that the alignment direction of liquid crystal molecules can not be regulated due to the low adsorption power to the substrate.

  Moreover, in patent document 2, since the polymerizable self-orientation additive provided with polar groups, such as a hydroxyl group, is used, it is thought that the adsorption power with respect to a board | substrate is higher than the monomer of the said patent document 1. However, if the adsorptive power of the polymerizable self-orienting additive to the substrate is too high, the polymerizable self-orienting additive does not spread uniformly on the substrate, causing the problem of uneven alignment. Furthermore, a liquid crystal composition comprising a polymerizable compound having a highly symmetrical chemical structure used in Patent Document 2 and a polymerizable self-orientation additive having a polar group such as a hydroxyl group is used as a liquid crystal layer as a pair. In a system in which the liquid crystal layer is hydrophobic, the polymerizable compound is present in a horizontal direction with respect to the substrate from the viewpoint of free energy. For molecules, the problem arises that it is difficult to form a vertical alignment with the substrate. In addition, a liquid crystal composition containing a polymerizable self-orienting additive having a polar group such as a hydroxyl group has a problem that the liquid crystal compound, the polymerizable compound, and the like precipitate because the compatibility with the liquid crystal molecules which are hydrophobic is reduced. It will occur.

  Therefore, the problem to be solved by the present invention is to provide a novel polymerizable monomer excellent in vertical alignment and compatibility or a liquid crystal composition excellent in vertical alignment and compatibility, and a liquid crystal display using the same It is in providing an element.

  As a result of intensive studies conducted by the present inventors, the present invention contains one or more self-aligned polymerizable monomers, and a polymerizable monomer (or polymerizable compound) having one or more specific chemical structures. It has been found that the above problems can be solved by the liquid crystal composition and the liquid crystal display device using the same, and the present invention has been completed.

  The liquid crystal composition according to the present invention exhibits high compatibility and excellent vertical alignment to liquid crystal molecules.

  The liquid crystal composition according to the present invention exhibits excellent spreadability (wet spread) with respect to a substrate.

  The liquid crystal composition according to the present invention can reduce or eliminate the alignment unevenness.

  The liquid crystal display element according to the present invention exhibits no alignment unevenness or reduced alignment unevenness.

  The polymerizable monomer according to the present invention exhibits high compatibility and excellent vertical alignment to liquid crystal molecules.

  The liquid crystal composition containing the polymerizable monomer according to the present invention exhibits excellent spreadability (wet spread) with respect to the substrate.

  The liquid crystal composition containing the polymerizable monomer according to the present invention can have no alignment unevenness or reduce the alignment unevenness.

Chart showing evaluation results of orientation test of comparative example The figure which shows the evaluation result of the orientation test of this invention

The first aspect of the present invention is a spontaneous monomer having a chemical structure different from the polymerizable monomer represented by the following general formula (I) and the polymerizable monomer represented by the general formula (I) and having a polar group. It is a liquid crystal composition having an orientation monomer.
It is.

(In the above general formula (I), R ¹⁰¹ , R ¹⁰² , R ¹⁰³ , R ¹⁰⁴ , R ¹⁰⁵ , R ¹⁰⁶ , R ¹⁰⁷ , R ¹⁰⁸ , R ¹⁰⁹ and R ¹¹⁰ are each independently P ¹¹ -S ¹¹ -Represents an alkyl group having 1 to 18 carbon atoms, an alkoxy group having 1 to 18 carbon atoms, a halogen atom or a hydrogen atom, and P ¹¹ is a group represented by the following formula (R-I) to a formula (R- Represents any of IX),

(In the above formulas (R-I) to (R-IX), R ²¹ , R ³¹ , R ⁴¹ , R ⁵¹ and R ⁶¹ are each independently a hydrogen atom, an alkyl group having 1 to 5 carbon atoms) Or a halogenated alkyl group having 1 to 5 carbon atoms, W is a single bond, -O- or a methylene group, T is a single bond or -COO-, and p, t and q are each independently , 0, 1 or 2.)
S ¹¹ represents a single bond or an alkylene group having 1 to 15 carbon atoms, and one or more of —CH ₂ — in the alkylene group is —O—, such that oxygen atoms are not directly adjacent to each other -OCO- or -COO- may be substituted,
n ¹¹ represents 0, 1 or 2;
A ¹¹ is a group (a), a group (b) and a group (c) shown below:
(A) 1,4-cyclohexylene group (this is present in the group one -CH ₂ - or nonadjacent two or more -CH ₂ - may be replaced by -O-.)
(B) 1,4-phenylene group (one -CH = present in this group or two or more non-adjacent -CH = may be replaced by -N =) and (c) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6-diyl group or 1,2 , And one or more non-adjacent -CH = present in the 3,4-tetrahydronaphthalene-2,6-diyl group may be replaced by -N =).
Group (a), group (b) and group (c) are each independently an alkyl group having 1 to 12 carbon atoms, or 1 to 12 carbon atoms alkoxy group, a halogen, a cyano group, a nitro group, or ^P 11 ^{-S 11} - be substituted with good,
L ¹⁰ and ^{L 11} are each independently a single _{bond, -OCH 2 -, - CH 2} O -, - C 2 H 4 -, - OC 2 H 4 O -, - COO -, - OCO -, - ^{CH = CR a -COO -, -} CH = CR a -OCO -, - COO-CR a = CH -, - OCO-CR a = CH -, - (CH 2) z -COO -, - (CH 2) _{z -OCO -, - OCO- (CH} 2) z -, - COO- (CH 2) z -, - CH = CH -, - CF 2 O -, - OCF 2 - or -C≡C- (wherein And ^Ra each independently represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, and in the above formula, each z independently represents an integer of 1 to 4).
At least two or more P ¹¹ -S ^11- in one molecule of the general formula (I),
The alkyl group having 1 to 18 carbon atoms is contained in one molecule of the above general formula (I), and one or two non-adjacent two or more -CH ₂ -in the alkyl group are each independently- May be substituted by O-,
When a plurality of P ¹¹ , S ¹¹ , L ¹⁰ , L ¹¹ and A ¹¹ exist, they may be the same or different. )
As a result, the liquid crystal composition having excellent vertical alignment property to liquid crystal molecules and excellent in compatibility is provided. In addition, in the liquid crystal composition, liquid crystal molecules can be vertically aligned without the need for an alignment film.

In the above general formula (I), A ¹¹ represents a group selected from the group consisting of the following (a) to (c), and the following groups (a), (b) and (c) independently, an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a halogen, a cyano group, a nitro group, or ^P 11 ^{-S 11} - may be substituted with.
(A) 1,4-cyclohexylene group (this is present in the group one -CH ₂ - or nonadjacent two or more -CH ₂ - may be replaced by -O-.)
(B) 1,4-phenylene group (one -CH = present in this group or two or more non-adjacent -CH = may be replaced by -N =) and (c) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6-diyl group or 1,2 , And one or more non-adjacent -CH = present in the 3,4-tetrahydronaphthalene-2,6-diyl group may be replaced by -N =).
In the general formula ^{(I), A 11} represents an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a halogen, a cyano group, a nitro group, or ^P 11 ^{-S 11} - substituted with And is preferably a 1,4-phenylene group or a naphthalene-2,6-diyl group, and is preferably an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a halogen, a cyano group or a nitro it is further preferred be replaced by a good 1,4-phenylene group - or ^P 11 ^{-S 11.}

In the general formula ^{(I), L 10} represents a single _{bond, -OCH 2 -, - CH 2} O -, - C 2 H 4 -, - COO -, - OCO -, - CH = CH-COO -, - CH = CH-OCO -, - COO-CH = CH -, - OCO-CH = CH -, - C 2 H 4 -COO -, - C 2 H 4 -OCO -, - OCO-C 2 H 4 -, _{-COO-C 2 H 4 -,} - CH = CH -, - CF 2 O -, - OCF 2 - or -C≡C-, more preferably a single _{bond, -OCH 2 -, - CH 2} O -, - C _{2 H 4 -, - COO -} , - OCO -, - C 2 H 4 -COO -, - C 2 H 4 -OCO -, - OCO-C 2 H 4 -, - COO-C 2 H 4 -, - CF ₂ O—, —OCF ₂ — or —C≡C— is more preferable, and a single bond is particularly preferable.

The above linking group L ¹⁰ is an even-numbered link, and the molecule is linear, so it is easy to conform to liquid crystal molecules.

In the general formula ^{(I), L 11} represents a single _{bond, -OCH 2 -, - CH 2} O -, - C 2 H 4 -, - COO -, - OCO -, - CH = CH-COO -, - CH = CH-OCO -, - COO-CH = CH -, - OCO-CH = CH -, - C 2 H 4 -COO -, - C 2 H 4 -OCO -, - OCO-C 2 H 4 -, _{-COO-C 2 H 4 -,} - CH = CH -, - CF 2 O -, - OCF 2 - or -C≡C-, more preferably a single _{bond, -OCH 2 -, - CH 2} O -, - C _{2 H 4 -, - COO -} , - OCO -, - C 2 H 4 -COO -, - C 2 H 4 -OCO -, - OCO-C 2 H 4 -, - COO-C 2 H 4 -, - CH = CH-, -CF ₂ O-, -OCF ₂ -or -C≡C- is more preferable, and a single bond is particularly preferable.

The above linking group L ¹¹ is an even-numbered link, and the molecule is linear, so that it is easy to conform to liquid crystal molecules.

In the above general formula (I), L ¹⁰ and L ¹¹ may be the same as or different from each other, but L ¹⁰ and L ¹¹ are more preferably the same.

In the general formula ^{(I), R 101, R} 102, R 103, R 104, R 105, R 106, R 107 R 108, R 109 and ^{R 110} are each ^{independently,} P 11 ^{-S 11} -, The alkyl group having 1 to 18 carbon atoms, the alkoxy group having 1 to 18 carbon atoms, a halogen atom or a hydrogen atom represents any of the alkyl group and the alkoxy group in the liquid crystal. When the orientation is important, 10 to 18 is preferable, and when the solubility in the liquid crystal compound is important, 1 to 4 is preferable. The alkyl group and the alkoxy group may be linear or branched, and linear is particularly preferable.

When at least one or more of R ¹⁰¹ , R ¹⁰² , R ¹⁰³ , R ¹⁰⁴ , R ¹⁰⁵ , R ¹⁰⁶ , R ¹⁰⁷ R ¹⁰⁸ , R ¹⁰⁹ and R ¹¹⁰ represents an alkyl group having 1 to 18 carbon atoms, The preferred number of carbon atoms of the alkyl group is preferably 10 to 18 when the orientation of the liquid crystal is important, and 1 to 4 when the solubility in the liquid crystal compound is important. The alkyl group may be linear or branched, and linear is particularly preferable.

In the general formula ^{(I), R 101, R} 102, R 103, R 104, R 105, R 106, R 107 R 108, R 109 and ^{R 110} are each ^{independently,} P 11 ^{-S 11} -, an alkyl group having 1 to 10 carbon atoms, preferably represents either a halogen atom or a hydrogen atom, P ^{11 -S} 11 ^-, alkyl group having 1 to 3 carbon atoms, one fluorine atom or a hydrogen atom It is further preferable to represent. From the viewpoint of solubility, the alkyl chain should not be too long.

At least two P ¹¹ -S ¹¹ -are contained in one molecule of the polymerizable monomer represented by the above general formula (I). In the polymerizable monomer represented by the above general formula (I), it is preferable in view of the crosslink density that two or more polymerizable groups are provided.

In the above general formula (I), at least two or more P ¹¹ -S ^{11 of} R ¹⁰¹ , R ¹⁰² , R ¹⁰³ , R ¹⁰⁴ , R ¹⁰⁵ , R ¹⁰⁶ , R ¹⁰⁷ , R ¹⁰⁸ , R ¹⁰⁹ and R ^110. - preferably be provided with, two to four ^P 11 ^{-S 11} - more preferably it is equipped with, two to three ^P 11 ^{-S 11} - it is more preferably provided with a.

  In the polymerizable monomer represented by the above general formula (I), it is preferable that one to four polymerizable groups be provided in the outer portion of the mesogen skeleton from the viewpoint of the polymerizability.

That is, the polymerizable monomer represented by General Formula (I) has at least two or more P ¹¹ -S ^11- in one molecule. In this case, ^{(1) A 11} in 2 or more ^P 11 ^{-S 11} - and form comprises a one or more ^P 11 ^{-S 11} in ^{(2) A 11} - provided with a, and ^{R 101,} R in ^{102, R 103,} any of ^{R 104, R 105, R 106} , R 107 R 108, R 109 and ^{R 110,} at least one or more ^P 11 ^{-S 11} - and form and a, (3) Form provided with at least 2 or more P ¹¹ -S ^11-in any one of R ¹⁰¹ , R ¹⁰² , R ¹⁰³ , R ¹⁰⁴ , R ¹⁰⁵ , R ¹⁰⁶ , R ¹⁰⁷ , R ¹⁰⁸ , R ¹⁰⁹ and R ¹¹⁰ Divided into three.

In the above general formula (I), in the case where (1) A ¹¹ is provided with two or more P ¹¹ -S ^11- groups, A ¹¹ is preferably a six-membered ring group, and P at 2- and 5-positions. A structure in which ¹¹ -S ¹¹ -is substituted is preferable, and a structure in which A ¹¹ is a 1, 4-phenylene group and in which P ¹¹ -S ¹¹ -is substituted at 2- and 5-positions is more preferable. .

In the general formula ^{(I), (2) A} 11 are one or more ^P 11 ^{-S 11} - provided with a, and ^{R 101, R 102, R 103} , R 104, R 105, R 106, R 107, in either R ^{108, R 109} and ^{R 110,} at least one or more ^P 11 ^{-S 11} - when the form of and ^a, a group of the ^{a 11} is 6-membered ring ^{a 11} and a 6-membered ring, one of the 2-position or 3-position ^P 11 ^{-S 11} of - have further ^{R 101} or ^{R 110} is ^P 11 ^{-S 11} - the structure has a preferred.

In the above general formula (I), two or more of P in any one of (3) R ¹⁰¹ , R ¹⁰² , R ¹⁰³ , R ¹⁰⁴ , R ¹⁰⁵ , R ¹⁰⁶ , R ¹⁰⁷ , R ¹⁰⁸ , R ¹⁰⁹ and R ^{110. 11} -S ¹¹ - as preferred form comprises ^{a, R 101} and ^{R 110} are ^P 11 ^{-S 11} - of structure ^{(P 11} and ^{S 11} may be each independently identical or different), R ¹⁰¹ and ^{R 107} are ^P 11 ^{-S 11} - of structure ^{(P 11} and ^{S 11,} respectively may be the same or ^{different), R 108} and ^{R 110} are ^P 11 ^{-S 11} - is Structures (P ¹¹ and S ¹¹ may be the same or different) and the like.

R ¹⁰¹ and ^{R 110} are ^P 11 ^{-S 11} - to be desirable in view of solubility in the liquid crystal compound.

The preferred form is provided with ^{a, R 101,} R ¹¹⁰ and ^{R 107} are ^{P 11 -S} 11 - - in the general formula represented by the polymerizable monomers in one molecule (I) 3 single ^P 11 ^{-S 11} is structure ^{(P 11} and ^{S 11,} respectively may be the same or different) ^and, R ^{101, R 110} and ^{R 102} are ^P 11 ^{-S 11} - of structure ^{(P 11} and ^{S 11,} respectively the same or different, ^{a), a 11} is a group of 6-membered ring, and one of 2-position or 3-position of the ^{a 11} is a 6-membered ring ^P 11 ^{-S 11} - has a further ^{R 101} and ^{R 110} are ^P 11 ^{-S 11} - and structure is, and the like.

As a preferable embodiment having four P ¹¹ -S ^11-in one molecule of the polymerizable monomer represented by the general formula (I), R ¹⁰² , R ¹⁰⁴ , R ¹⁰⁷ and R ¹⁰⁹ are P ¹¹ -S ¹¹ A structure (-P ¹¹ and S ¹¹ may be the same or different), and R ¹⁰² , R ¹⁰⁴ and R ¹⁰⁷ are P ¹¹ -S ¹¹ -and are 6-membered rings one of the 2-position or 3-position of the a ¹¹ is ^P 11 ^{-S 11} - include a structure having a.

It is needless to say that when a plurality of P ¹¹ and S ¹¹ exist as described above, P ¹¹ and S ¹¹ may be identical to or different from each other.

In one molecule of the above general formula (I), it has at least one alkyl group having 1 to 18 carbon atoms in one molecule, and one or two or more non-adjacent -CH ₂ -in the alkyl group are each independently And may be substituted by -O-.

As a result, the long chain alkyl group is directed to the side of the liquid crystal layer which is hydrophobic, and the liquid crystal molecules are also aligned in the vertical direction with respect to the substrate, thereby improving the vertical alignment.
An alkyl group having 1 to 18 carbon atoms having one or more in one molecule of the polymerizable monomer represented by the above general formula (I) (1 or 2 non-adjacent two or more -CH _{2 in the} alkyl group) And-is independently optionally substituted by -O-.) Is preferably an alkyl group having 1 to 18 carbon atoms or an alkoxy group having 1 to 18 carbon atoms, It is more preferable that it is a C1-C18 alkyl group.
In the polymerizable monomer represented by the above general formula (I), when one or more alkyl groups are provided in one molecule, the alkyl moiety is easily conformable to the liquid crystal which is hydrophobic, and arranged in a brush shape on the liquid crystal layer side This is preferable because the liquid crystal molecules are vertically aligned accordingly.

Further, an alkyl group having 1 to 18 carbon atoms having one or more in one molecule of the polymerizable monomer represented by the above general formula (I) (one or two or more non-adjacent ones in the alkyl group) As preferred forms of CH _2-, each of which may be independently substituted by -O-), linear or branched may be mentioned, with linear being preferred. Furthermore, as a preferable carbon atom number of an alkyl group, when importance is attached to the solubility and the developability of the liquid crystal composition, 1 to 3 are preferable. On the other hand, when importance is attached to the vertical alignment to liquid crystal molecules, 10 to 19 are preferable.

In one molecule of the polymerizable monomer represented by the above general formula (I), an alkyl group having 1 to 2 carbon atoms having 1 to 18 carbon atoms (one or two or more non-adjacent ones in the alkyl group) It is preferable that each of CH ₂ — is independently provided with —O—.

  It is preferable from the viewpoint of orientation to have an alkyl group having 1 to 2 carbon atoms having 1 to 2 carbon atoms in one molecule of the polymerizable monomer represented by the above general formula (I).

In one molecule of the polymerizable monomer represented by the above general formula (I), an alkyl group having 1 to 18 carbon atoms (one or two or more non-adjacent ones in the alkyl group or one or more of the —CH ₂ — If you have a may) be substituted by independently ^-O-, either 2-position or 3-position of the ^{R 102, R 103, R 106} , R 107 and ^{a 11} is a 6-membered ring Is preferred. In one molecule of the polymerizable monomer represented by the above general formula (I), two alkyl groups having 1 to 18 carbon atoms (one in the alkyl group or two or more non-adjacent ones in the alkyl group) When CH ₂ -is independently provided with -O-), the combination of the positions of the two alkyl groups is R ¹⁰² and R ¹⁰⁴ , R ¹⁰³ and R ¹⁰⁵ , R ¹⁰² And R ¹⁰³ , R ¹⁰⁶ and R ¹⁰⁸ , R ¹⁰⁷ and R ¹⁰⁹ , or a combination of R ¹⁰⁶ and R ¹⁰⁷ are preferred, R ¹⁰² and R ¹⁰⁴ , R ¹⁰³ and R ¹⁰⁵ , R ¹⁰⁶ and R ¹⁰⁸ or R ¹⁰⁷ and R ¹⁰⁹ The combination of is more preferable.

In the above general formula (I), n ¹¹ represents 0, 1 or 2, n ¹¹ is preferably 0 or 1, and n ¹¹ is more preferably 0.

In the above general formula (I), when n ¹¹ is 2, L ¹¹ and A ¹¹ may be the same or different.

The compound represented by the general formula (I) has a structure in which two benzene rings and, if necessary, a ring A ¹¹ are linked, at least two P ¹¹ -S ^11- in these two benzene rings and the ring A ¹¹ As a result, the compound represented by the general formula (I) exhibits the function and effect as a polymerizable monomer.

In the general formula (I), P ¹¹ represents any one of the following formulas (R-I) to (R-IX).

(In the above formulas (R-I) to (R-IX), R ²¹ , R ³¹ , R ⁴¹ , R ⁵¹ and R ⁶¹ are each independently a hydrogen atom, an alkyl group having 1 to 5 carbon atoms) Or a halogenated alkyl group having 1 to 5 carbon atoms, W is a single bond, -O- or a methylene group, T is a single bond or -COO-, and p, t and q are each independently , 0, 1 or 2.)
Among these, in the above general formula (I), P ¹¹ is independently represented by formula (R-1), formula (R-2), formula (R-3), formula (R-4), or formula (R) −5) or the formula (R-7), and more preferably the formula (R-1), the formula (R-2), the formula (R-3) or the formula (R-4), Formula (R-1) is more preferable, an acryl group or a methacryl group is more preferable, and a methacryl group is more preferable.

In the general formula (I), S ¹¹ is preferably a single bond or an alkylene group having 1 to 3 carbon atoms, and more preferably a single bond.

  The lower limit of the content of the polymerizable monomer represented by the general formula (I) in the liquid crystal composition of the present invention is preferably 0.02% by mass, preferably 0.03% by mass, and more preferably 0.04% by mass. 0.05 mass% is preferable, 0.06 mass% is preferable, 0.07 mass% is preferable, 0.08 mass% is preferable, 0.09 mass% is preferable, 0.1 mass% is preferable, 0. 12 mass% is preferable, 0.15 mass% is preferable, 0.17 mass% is preferable, 0.2 mass% is preferable, 0.22 mass% is preferable, 0.25 mass% is preferable, 0.27 mass % Is preferable, 0.3% by mass is preferable, 0.32% by mass is preferable, 0.35% by mass is preferable, 0.37% by mass is preferable, 0.4% by mass is preferable, and 0.42% by mass is Preferably, 0.45% by mass is preferable , Preferably 0.5% by mass, preferably 0.55% by mass. The upper limit of the content of the polymerizable compound represented by the general formula (I) in the liquid crystal composition of the present invention is preferably 2.5% by mass, preferably 2.3% by mass, and preferably 2.1% by mass. 2 mass% is preferable, 1.8 mass% is preferable, 1.6 mass% is preferable, 1.5 mass% is preferable, 1 mass% is preferable, 0.95 mass% is preferable, and 0.9 mass% is 0.85% by mass is preferable, 0.8% by mass is preferable, 0.75% by mass is preferable, 0.7% by mass is preferable, 0.65% by mass is preferable, and 0.6% by mass is preferable, 0.55 mass% is preferable, 0.5 mass% is preferable, 0.45 mass% is preferable, and 0.4 mass% is preferable.

  The liquid crystal composition according to the present invention comprises one or more polymerizable monomers represented by the general formula (I), and one or five polymerizable monomers represented by the general formula (I) It is preferable to contain, it is preferable to contain the polymerizable monomer represented by 1 to 4 types of general formula (I), and to include the polymerizable monomers represented to 1 to 3 types of general formula (I) Is preferred. In another embodiment, from the viewpoint of improving the vertical alignment and the alignment unevenness, it is preferable to contain two to five polymerizable monomers represented by the general formula (I), and generally two to four types. It is preferable to contain the polymerizable monomer represented by Formula (I).

  It is preferable that the suitable form of the polymerizable monomer represented by general formula (I) which concerns on this invention is represented by general formula (Ia).

(In the above general formula (Ia), R ¹⁰² , R ¹⁰³ , R ¹⁰⁴ , R ¹⁰⁵ , R ¹⁰⁶ , R ¹⁰⁷ , R ¹⁰⁸ and R ¹⁰⁹ are each independently P ¹¹ -S ¹¹ -and having 1 carbon atom) 18 represents an alkyl group, an alkoxy group having 1 to 18 carbon atoms, a halogen atom or a hydrogen atom, and P ¹¹ represents any of the following formulas (R-I) to (R-IX) ,

(In the above formulas (R-I) to (R-IX), R ²¹ , R ³¹ , R ⁴¹ , R ⁵¹ and R ⁶¹ are each independently a hydrogen atom, an alkyl group having 1 to 5 carbon atoms) Or a halogenated alkyl group having 1 to 5 carbon atoms, W is a single bond, -O- or a methylene group, T is a single bond or -COO-, and p, t and q are each independently , 0, 1 or 2.)
S ¹¹ represents a single bond or an alkylene group having 1 to 15 carbon atoms, and one or more of —CH ₂ — in the alkylene group is —O—, such that oxygen atoms are not directly adjacent to each other -OCO- or -COO- may be substituted,
At least one of R ¹⁰² , R ¹⁰³ , R ¹⁰⁴ , R ¹⁰⁵ , R ¹⁰⁶ , R ¹⁰⁷ , R ¹⁰⁸ and R ¹⁰⁹ is an alkyl group having 1 to 18 carbon atoms and an alkoxy group having 1 to 18 carbon atoms. However, a plurality of P ¹¹ and S ¹¹ may be identical to or different from each other. )
In the above general formula (Ia), any one of R ¹⁰² , R ¹⁰³ , R ¹⁰⁶ and R ¹⁰⁷ is preferably an alkyl group having 1 to 18 carbon atoms or an alkoxy group having 1 to 18 carbon atoms. Moreover, in the said General formula (Ia), when it has two C1-C18 alkyl groups or C1-C18 alkoxy groups, the combination of the position of the said two alkyl groups is R Preferred is a combination of ¹⁰² and R ¹⁰⁴ , R ¹⁰³ and R ¹⁰⁵ , R ¹⁰² and R ¹⁰³ , R ¹⁰⁶ and R ¹⁰⁸ , R ¹⁰⁷ and R ¹⁰⁹ , or R ¹⁰⁶ and R ¹⁰⁷ , R ¹⁰² and R ¹⁰⁴ , R ¹⁰³ and R ^{A combination of 105} , R ¹⁰⁶ and R ¹⁰⁸ or R ¹⁰⁷ and R ¹⁰⁹ is more preferred.

In General Formula (Ia) above, P ¹¹ is each independently Formula (R-1), Formula (R-2), Formula (R-3), Formula (R-4), Formula (R-5) Or the formula (R-7), more preferably the formula (R-1), the formula (R-2), the formula (R-3) or the formula (R-4); R-1) is more preferable, an acryl group or a methacryl group is more preferable, and a methacryl group is still more preferable. In addition, two or more P ^{11 in the} general formula (Ia) may be the same or different, but are preferably the same.

In the above general formula (Ia), S ¹¹ is preferably a single bond or an alkylene group having 1 to 3 carbon atoms, and more preferably a single bond. In addition, two or more S ^{11 in the} general formula (Ia) may be the same or different, but are preferably the same.

  In addition, the preferable aspect of a C1-C18 alkyl group and a C1-C18 alkoxy group is the same as that of general formula (I).

  The lower limit of the content of the polymerizable monomer represented by Formula (Ia) in the liquid crystal composition of the present invention is preferably 0.02% by mass, preferably 0.03% by mass, and more preferably 0.04% by mass. 0.05 mass% is preferable, 0.06 mass% is preferable, 0.07 mass% is preferable, 0.08 mass% is preferable, 0.09 mass% is preferable, 0.1 mass% is preferable, 0. 12 mass% is preferable, 0.15 mass% is preferable, 0.17 mass% is preferable, 0.2 mass% is preferable, 0.22 mass% is preferable, 0.25 mass% is preferable, 0.27 mass % Is preferable, 0.3% by mass is preferable, 0.32% by mass is preferable, 0.35% by mass is preferable, 0.37% by mass is preferable, 0.4% by mass is preferable, and 0.42% by mass is Preferably, 0.45% by mass is preferred Ku, preferably 0.5 wt%, preferably 0.55% by mass. The upper limit of the content of the polymerizable compound represented by the general formula (I) in the liquid crystal composition of the present invention is preferably 2.5% by mass, preferably 2.3% by mass, and preferably 2.1% by mass. 2 mass% is preferable, 1.8 mass% is preferable, 1.6 mass% is preferable, 1.5 mass% is preferable, 1 mass% is preferable, 0.95 mass% is preferable, and 0.9 mass% is 0.85% by mass is preferable, 0.8% by mass is preferable, 0.75% by mass is preferable, 0.7% by mass is preferable, 0.65% by mass is preferable, and 0.6% by mass is preferable, 0.55 mass% is preferable, 0.5 mass% is preferable, 0.45 mass% is preferable, and 0.4 mass% is preferable.

  The liquid crystal composition according to the present invention preferably contains one or more polymerizable monomers represented by general formula (Ia). Types of polymerizable monomers represented by the general formula (Ia) contained in the liquid crystal composition according to the present invention are one to five, one to four, one to three, one to two Is preferred. In another embodiment, it is preferable to contain two to five, two to four, two to three from the viewpoint of improving the vertical alignment property and the alignment unevenness.

  As a suitable compound of the polymerizable monomer represented by general formula (I) which concerns on this invention, following formula RM-1-RM-75-6 are mentioned.

In the above formulas, R ^M1 , R ^M2 and R ^M3 each independently represent an alkyl group having 1 to 5 carbon atoms, any of a fluorine atom or a hydrogen atom, but an alkyl group having 1 carbon atom or hydrogen More preferably, it represents an atom.

  The above formulas RM-1 to RM-66 are preferable, and RM-2 to RM-4, RM-16 to RM-18, RM-20 to RM-26, RM-30 to RM-32, RM-34 to RM- 36, RM-38, RM-42, RM-45 to RM-48, RM-50 and RM-55 to RM-57 are more preferable, and RM-2 to RM-4 and RM-16 to RM-18 are More preferable.

The liquid crystal composition according to the present invention essentially includes a spontaneous alignment monomer that controls the alignment of liquid crystal molecules. In addition, the spontaneous orientation monomer has at least one polar group, and has a chemical structure different from that of the polymerizable monomer represented by the general formula (I) according to the present invention.
The polar group preferably has a role of an adsorption site that adsorbs to a substrate, a film, or an electrode.

  It is preferable that the polar group which the spontaneous orientation monomer which concerns on this invention has is 1 type (s) or 2 or more types selected from the group which consists of following formula (K-1)-(K-28).

(In the above formulas (K-1) to (K-23), R ^K1 and R ^K2 each independently represent a hydrogen atom or a linear or branched alkyl group having 1 to 5 carbon atoms or an alkyloxy group And R ^K3 represents a hydrogen atom or a linear or branched alkyl group of 1 to 20, and one or two or more non-adjacent -CH _2- in the alkyl group is -O-, -COO- or- R ^K4 and R ^K5 each independently represent a hydrogen atom or an alkyl group having 1 to 8 carbon atoms, and W ^K1 may be a methine group, ≡C—CH ₃ or ≡C. _{-C 2 H 5, ≡C-C} 3 H 7, ≡C-C 4 H 9, ≡C-C 5 H 11, represents _{≡C-C 6 H 13} or a nitrogen ^{atom, X K1} and ^{X K2,} respectively independently, -CH ₂ -, an oxygen atom, -C (= O) - or sulfur Represents ^child, Y ^{K1, Y K2} and ^{Y K3} each independently represents a methine group or a nitrogen ^{atom, Z K1} represents an oxygen atom or a sulfur ^{atom, Z K2} represents a carbon atom or a silicon atom, Z ^K3 represents an oxygen atom, and Z ^K4 represents a single bond or a double bond.)

( ^Wherein , Y ⁱ¹ represents a linear or branched alkyl group having 3 to 20 carbon atoms, a halogenated alkyl group or a cyanated alkyl group, and at least two or more secondary carbons in these alkyl groups) The atom is substituted ^by- (C = X ⁱ¹ ) ^-and / ^or- (CH-CN)-, and the secondary carbon atom in the alkyl group is not directly adjacent to an oxygen atom -CH = It may be substituted by CH-, -C≡C-, -O-, -NH-, -COO- or -OCO-, and X ⁱ¹ represents an oxygen atom, a sulfur atom, NH or NR ^il ,
S ⁱ¹ and S ⁱ³ each independently represent an alkylene group having 1 to 6 carbon atoms or a single bond, and -CH _2- in the alkylene group is -CH = CH-,-so that oxygen atoms are not directly adjacent to each other. C≡C-, -C (= CH ₂ )-, -C (= CHR ^{i 3} )-, -C (= CR ^{i 3} ₂ )-, -O-, -NH-, -C = O-, -COO- Or -OCO- may be substituted,
S ⁱ² represents a carbon atom, a nitrogen atom or a silicon atom,
R ⁱ² represents a hydrogen atom or a linear or branched alkyl group having 1 to 20 carbon atoms, and the secondary carbon atom in these groups is —O—, —CH = CH so that oxygen atoms are not directly adjacent to each other -Or -C≡C- may be substituted,
P ⁱ¹ represents a polymerizable group,
Sp ⁱ¹ represents a spacer group or a single bond,
n ⁱ¹ represents an integer of ¹ to 3, and n ⁱ² and n ⁱ³ each independently represent an integer of 0 to 2, but when S ⁱ² represents a carbon atom or a silicon atom, n ⁱ¹ + n ⁱ² + n ⁱ³ is 3 When S ⁱ² represents a nitrogen atom, n ⁱ¹ + n ⁱ² + n ⁱ³ is 2. R ⁱ³ has the same meaning as ^{R i3} in the general formula (i), ^R i2 in the general formula ^{(K-1), X i1} , Y i1, S i1, S i3, P i1 and ^{Sp i1} multiple presence If they are, they may be identical or different. )

^(Wherein, S ^{i1, P} i1 and ^{Sp i1} is general formula (K-1) each represents a same meaning as ^{S i1, P i1} and ^{Sp i1 in, R K21} is a straight-chain or 1 to 10 carbon atoms Represents a branched alkyl group, a halogenated alkyl group or a cyanated alkyl group, and at least two or more of the secondary carbon atoms in these alkyl groups are not directly adjacent to an oxygen atom -CH = CH-, -Cよ く C-, -O-, or -NH- may be substituted, and n ⁱ⁴ and n ^{i K 21} each independently represent 0 or 1.)
The spontaneous orientation monomer according to the present invention comprises at least one polar group, a mesogenic group, and at least one polymerizable group, and is a polymerizable monomer represented by the general formula (I) according to the present invention And have a different chemical structure. The polar group may be bonded to a mesogenic group or a polymerizable group via a spacer.

The spacer is preferably a single bond or an alkylene group having 1 to 15 carbon atoms, and one or more of —CH ₂ — in the alkylene group is not directly adjacent to an oxygen atom, It may be substituted by -O-, -OCO- or -COO-.

  The mesogen group has a general formula (mes):

( ^Wherein , Z ^me1 is a single bond, -CH = CH-, -CF = CF-, -C≡C-, -COO-, -OCO-, -OCOO-, -OOCO-, -CF ₂ O- _{, -OCF 2 -, - CH =} CHCOO -, - OCOCH = CH -, - CH 2 -CH 2 COO -, - OCOCH 2 -CH 2 -, - CH = C (CH 3) COO -, - OCOC (CH _{3) = CH -, - CH} 2 -CH (CH 3) COO -, - OCOCH (CH 3) -CH 2 -, - OCH 2 CH 2 O-, or an alkylene group having 2 to 20 carbon atoms, One or two or more non-adjacent -CH _2- in the alkylene group may be substituted by -O-, -COO- or -OCO-, provided that Ki ¹ is (K-11), a mesogen At least _-CH 2 _-CH 2 COO based -, - OC _{CH 2 -CH 2 -, - CH} = C (CH 3) COO -, - OCOC (CH 3) = CH -, - CH 2 -CH (CH 3) COO -, - OCOCH (CH 3) -CH 2 - , Any one of -OCH ₂ CH ₂ O-,
A ^me1 represents a divalent 6-membered ring aromatic group, a divalent 6-membered ring heteroaromatic group, a divalent 6-membered ring aliphatic group, or a divalent 6-membered ring heteroaliphatic group, The hydrogen atom in the ring structure may be substituted by a halogen atom or P ¹¹ -S ^11- and a polar group. In addition, when there are a plurality of Z ^me1 and A ^me1 respectively, they may be identical to or different from each other, and m ^me1 represents an integer of 1 to 5, and in the formula (me), the black point at the left end and The black dot at the right end represents a bond. )
The spontaneously orienting monomer according to the present invention is one or two selected from the group consisting of compounds represented by general formula (i), general formula (ii), general formula (iii) and general formula (iv) It is preferable that it is the above compound.

(In the above general formula (i), R ^al1 , R ^al2 , Z ^al1 , Z ^al2 , L ^al1 , L ^al2 , L ^al3 , ^Spal1 , ^Spal2 , ^Spal3 , X ^al1 , X ^al1 , X ^al2 , X ^al3 , ^mal1 , ^{Mal 2} , ^{mal 3} , n ^{al 1} , n ^{al 2} , n ^{al 3} , p ^{al 1} and p ^{al 2} are each independently of each other
R ^al1 represents a hydrogen atom, a halogen atom, a linear, branched or cyclic alkyl having 1 to 20 carbon atoms, and in the alkyl group, one or more non-adjacent CH _{The two} groups are such that O and / or S atoms are not directly bonded to each other by -O-, -S-, -CO-, -CO-O-, -O-CO-, -O-CO-O- It may be substituted, and one or more hydrogen atoms may be further replaced by F or Cl.
R ^al2 represents a group having any of the following partial structures,

^Spa11 , ^Spa2 and ^Spa3 each independently represent an alkyl group having 1 to 12 carbon atoms or a single bond,
X ^al1 , X ^al2 and X ^al3 each independently represent an alkyl group, an acryl group, a methacryl group or a vinyl group,
Z ^al1 is —O—, —S—, ^—CO— , ^—CO—O— , ^—OCO— , —O—CO—O—, —OCH ₂ —, —CH ₂ O—, —SCH ₂ −, _{-CH 2 S -, - CF 2} O -, - OCF 2 -, - CF 2 S -, - SCF 2 -, - (CH 2) n al -, - CF 2 CH 2 -, - CH 2 CF 2 - ,-(CF ₂ ) _n ^al- , -CH = CH-, -CF = ^{CF-, -C≡C-} , -CH = CH- ^{COO-, -OCO} -CH = CH-,-(CR ^al 3 R ^{al 4 _{) n a1 -, - CH (}} -Sp al1 -X al1) -, - CH 2 CH (-Sp al1 -X al1) -, - CH (-Sp al1 -X al1) CH (-Sp al1 -X al1) Indicates-,
Z ^al2 is each independently a single bond, -O-, -S-, -CO-, ^{-CO-O-, -OCO-} , -O-CO-O-, -OCH _2- , -CH _{2 O -, - SCH 2 -,} - CH 2 S -, - CF 2 O -, - OCF 2 -, - CF 2 S -, - SCF 2 -, - (CH 2) n1 -, - CF 2 CH 2 - , -CH ₂ CF ₂ -,-(CF ₂ ) _n ^al- , -CH = CH-, -CF = CF-, -C≡C-, -CH = CH-COO-, -OCO-CH = CH- _{^{, - (CR al3 R al4)}} na1 -, - CH (-Sp al1 -X al1) -, - CH 2 CH (-Sp al1 -X al1) -, - CH (-Sp al1 -X al1) CH (- ^{Show Spall- Xal1} )-,
L ^al1 , L ^al2 and L ^al3 are each independently a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, -CN, -NO ₂ , -NCO, -NCS, -OCN, -SCN,- C (= O) N (R ^al3 ) ₂ , —C (= O) R ^al3 , an optionally substituted silyl group having 3 to 15 carbon atoms, an optionally substituted aryl group or a cycloalkyl group or And 1 to 25 carbon atoms, wherein one or more hydrogen atoms may be replaced by halogen atoms (fluorine atoms, chlorine atoms),
The ^{R AL3} represents an alkyl group having 1 to 12 carbon atoms, the ^{R AL4} represents an alkyl group having a hydrogen atom or 1 to 12 carbon atoms, the ^{n al} is 1 to 4 Represents an integer,
p ^al1 and p ^al2 each independently represent 0 or 1, and m ^al1 , m ^al2 and m ^al3 each independently represent an integer of 0 to 3, and n ^al1 , n ^al2 and n ^al3 represent Each independently represents an integer of 0 to 3. )
General formula (ii):

( ^Wherein , Z ⁱⁱ¹ is a single bond, -CH = CH-, -CF = CF-, -C≡C-, -COO-, -OCO-, -OCOO-, -OOCO-, -CF ₂ O- _{, -OCF 2 -, - CH =} CHCOO -, - OCOCH = CH -, - CH 2 -CH 2 COO -, - OCOCH 2 -CH 2 -, - CH = C (CH 3) COO -, - OCOC (CH _{3) = CH -, - CH} 2 -CH (CH 3) COO -, - OCOCH (CH 3) -CH 2 -, - OCH 2 CH 2 O-, or an alkylene group having 2 to 20 carbon atoms, One or two or more non-adjacent -CH _2- in the alkylene group may be substituted by -O-, -COO- or -OCO-, provided that Ki ¹ is (K-11), a mesogen At least _-CH 2 _-CH 2 COO based -, - OC _{CH 2 -CH 2 -, - CH} = C (CH 3) COO -, - OCOC (CH 3) = CH -, - CH 2 -CH (CH 3) COO -, - OCOCH (CH 3) -CH 2 - , Any one of -OCH ₂ CH ₂ O-,
A ⁱⁱ¹ represents a divalent 6-membered ring aromatic group, a divalent 6-membered ring heteroaromatic group, a divalent 6-membered ring aliphatic group, or a divalent 6-membered ring heteroaliphatic group, hydrogen atoms of the ring structure is a halogen atom, or a P ^{i1 -Sp} i1 ^-, and monovalent may be substituted with an organic group, or R ⁱ¹ but having a substituent represented by the general formula K ^i1, at least a One is ^P i1 ^{-Sp i1} - is substituted with,
When a plurality of Z ⁱⁱ¹ and A ⁱⁱ¹ exist, they may be identical to or different from each other,
m ⁱⁱ¹ represents an integer of 1 to 5,
R ⁱⁱ¹ and ^{R ii2} are each independently a hydrogen atom, a linear or branched alkyl group having 1 to 40 carbon atoms, a halogenated alkyl group, or ^P i1 ^{-Sp i1} - represents, in the alkyl group - CH _2- may be substituted by -CH = CH-, -C≡C-, -O-, -NH-, -COO- or -OCO-, but -O- is not continuous, and R ^{ii 1} at least one and ^{R ii2 is,} represents a monovalent organic group having a substituent represented by ^{K i1,} one in the general formula (ii) or two or more ^P i1 ^{-Sp i1} - having It has a monovalent organic group having one or more substituents represented by K ⁱ¹ and has one or more R ⁱ¹ . However, when K ⁱ¹ is (K-11), Z ⁱⁱ¹ is —CH ₂ —CH ₂ COO—, —OCOCH ₂ —CH ₂ —, —CH ₂ —CH (CH ₃ ) COO—, —OCOCH (CH ₂ ) ₃ ) A compound represented by any one of -CH ₂ -and -OCH ₂ CH ₂ O- (hereinafter also referred to as "compound (ii)")
The ^{P i1 -Sp} i1 - ^(P i1 represents a polymerizable group, the following General Formula (P-1) substituent selected from the group represented by - formula (P-15) (in the formula , The black dot on the right represents the bond.),

Sp ⁱ¹ represents a spacer group. ^), The monovalent organic group having a substituent represented by ^{K i1 (K i1} is the following general formula (K-1) represents the substituents represented by general formula (K-11).) And R ^{i1 (R i1} is a hydrogen atom, a linear or branched alkyl group having 1 to 40 carbon atoms, a halogenated alkyl group, or ^P i1 ^{-Sp i1} - represents, -CH ₂ in the alkyl group - is -CH = CH-, -C≡C-, -O-, -NH-, -COO- or -OCO- may be substituted, but -O- is not continuous)
In the above general formula (ii), Z ⁱⁱ¹ is preferably a single bond, -CH = CH-, -C≡C-, -COO-, -OCO-, -OCOO-, -OOCO-, -CH = CHCOO _{-, - OCOCH = CH -,} - CH 2 -CH 2 COO -, - OCOCH 2 -CH 2 -, - CH = C (CH 3) COO -, - OCOC (CH 3) = CH -, - CH 2 - CH (CH ₃ ) COO-, -OCOCH (CH ₃ ) -CH _2- , -OCH ₂ CH ₂ O-, or a linear or branched alkylene group having 1 to 40 carbon atoms, or in the alkylene group Or a group in which two or more non-adjacent -CH ₂ -are substituted by -O-, more preferably a single bond, -COO-, -OCO-, -CH = CHCOO-, -OCOCH = _{CH -, - CH 2 -CH 2} COO —, —OCOCH ₂ —CH ₂ —, —CH (C (CH ₃ ) COO—, —OCOC (CH ₃ ) = CH—, —CH ₂ —CH (CH ₃ ) COO—, —OCOCH (CH ₃ ) — CH _2- , -OCH ₂ CH ₂ O-, or a linear or branched alkylene group having 1 to 40 carbon atoms, or one or two or more non-adjacent -CH _2- in the alkylene group are -O-, a single bond, a linear alkylene group having 2 to 15 carbon atoms, or a group in which one or two or more adjacent -CH ₂ -in the alkylene group are substituted by -O- And more preferably, a single bond, CH ₂ —CH ₂ COO—, —OCOCH ₂ —CH ₂ —, —CH = C (CH ₃ ) COO—, —OCOC (CH ₃ ) = CH—, —CH _{2 -CH (CH 3) COO -,} - OCOCH (CH 3) _{CH 2 -, - OCH 2 CH} 2 O-, or an alkylene group (ethylene group _(-CH 2 _CH 2 -)) of the carbon atoms 2 or -CH ₂ in the ethylene group - one is replaced with -O- in Group (-CH ₂ O-, -OCH _2- ), or a linear alkylene group having 3 to 13 carbon atoms, or one or two or more non-adjacent -CH ₂ -in the alkylene group Represents a group substituted with -O-.

A ⁱⁱ¹ preferably represents a divalent 6-membered ring aromatic group or a divalent 6-membered ring aliphatic group, but a divalent unsubstituted 6-membered ring aromatic group, a divalent unsubstituted 6 Membered aliphatic group or a hydrogen atom in these ring structures is substituted or unsubstituted with an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, or a halogen atom And is preferably a divalent unsubstituted 6-membered aromatic group, or a group in which a hydrogen atom in this ring structure is substituted with a fluorine atom, or a divalent unsubstituted 6-membered aliphatic group, with a substituent The above hydrogen atom is preferably a 1,4-phenylene group optionally substituted by a halogen atom, an alkyl group or an alkoxy group, a 2,6-naphthalene group or a 1,4-cyclohexyl group, but at least one substituent the ^{P i1 -Sp} i1 - has been replaced with.

m ⁱⁱ¹ preferably represents an integer of 2 to 5, and more preferably an integer of 2 to 4.

  General formula (iii);

(In the above general formula (iii), R ⁱⁱⁱ¹ is an alkyl group having 1 to 15 carbon atoms, and in the alkyl group, at least one —CH ₂ — is substituted by —O— or —S— And at least one-(CH ₂ ) ₂ -may be substituted by -CH = CH- or -C≡C-, and in these groups, at least one hydrogen atom is substituted by a halogen atom May be
A ⁱⁱⁱ¹ and A ^{iii 4} are each independently 1,4-cyclohexylene, 1,4-cyclohexenylene, 1,4-phenylene, naphthalene-2,6-diyl, decahydronaphthalene-2,6-diyl 1,2,3,4-tetrahydronaphthalene-2,6-diyl, tetrahydropyran-2,5-diyl, 1,3-dioxane-2,5-diyl, pyrimidine-2,5-diyl, pyridine-2 3,5-diyl, fluorene-2,7-diyl, phenanthrene-2,7-diyl, anthracene-2,6-diyl, perhydrocyclopenta [a] phenanthrene-3,17-diyl, or 2,3,4 7,8,9,10,11,12,13,14,15,16,17-tetradecahydrocyclopenta [a] phenanthrene-3,17-diyl In these rings, at least one hydrogen atom is a fluorine atom, a chlorine atom, an alkyl group having 1 to 12 carbon atoms, an alkenyl group having 2 to 12 carbon atoms, an alkoxy group having 1 to 11 carbon atoms, Or an alkenyloxy group having 2 to 11 carbon atoms, and in these groups, at least one hydrogen atom may be substituted by a fluorine atom or a chlorine atom,
Z ⁱⁱⁱ¹ is a single bond or alkylene having 1 to 10 carbon atoms, and in this alkylene, at least one —CH ₂ — is —O—, —CO—, —COO—, —OCO—, or —OCOO And at least one-(CH _{2) 2} -may be substituted by -CH = CH- or -C≡C-, and in these groups, at least one hydrogen atom is It may be substituted by a halogen atom,
S ⁱⁱⁱ¹ is a single bond or an alkylene group having 1 to 10 carbon atoms, and in the alkylene group, at least one —CH ₂ — is —O—, ^—CO— , ^—COO— , ^—OCO— , or -OCOO- may be substituted, and at least one-(CH ₂ ) ₂ -may be substituted by -CH = CH- or -C≡C-, and in these groups, at least one hydrogen is , May be substituted with a halogen atom,
Each of K ⁱⁱⁱ¹ and K ⁱⁱⁱ² independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 5 carbon atoms, or one or more carbon atoms having at least one hydrogen atom substituted with a halogen atom (eg, a fluorine atom) 5 alkyl group,
n ⁱⁱⁱ¹ is 0, 1, 2, 3 or 4;
R ⁱⁱⁱ² is a group represented by formula (iii-1) or formula (iii-2),

In formulas (iii-1) and (iii-2),
S ⁱⁱⁱ² and S ^{iii 3} are each independently a single bond or an alkylene group having 1 to 10 carbon atoms, and in the alkylene group, at least one —CH ₂ — is —O—, ^—NH— or ^—CO -, -COO-, -OCO-, or -OCOO- may be substituted, and at least one-(CH ₂ ) ₂ -may be substituted by -CH = CH- or -C≡C- In these groups, at least one hydrogen atom may be substituted with a halogen atom,
S ⁱⁱⁱ¹ is = CH- or = N-,
X ⁱⁱⁱ¹ is —OH, —NH ₂ , —OR ³ , —N (R ³ ) ₂ , a formula (X ^{iii 1} ), —COOH, —SH, —B (OH) ₂ , or —Si (R ³ ) ₃ And R ³ is a hydrogen atom or an alkyl group having 1 to 10 carbon atoms, and in the alkyl group, at least one —CH ₂ — is —O— or —CH It may be substituted by = CH-, and in these groups, at least one hydrogen atom may be substituted by a halogen atom,
Formula (X ⁱⁱⁱ¹ ):

(Niii2 is an integer of 1 to 5)
General formula (iv);

The compound represented by the general formula (iv) has a partial structure particularly represented by K ⁱ¹ , and therefore, when used in a liquid crystal composition, it is oriented to a substrate sandwiching the liquid crystal composition (liquid crystal layer), Liquid crystal molecules can be held in a state of being aligned in the vertical direction. The compound represented by the general formula (iv) is adsorbed to the substrate sandwiching the liquid crystal composition (liquid crystal layer) because the partial structure represented by K ⁱ¹ has polarity, and the compound has a surface represented by K ⁱ¹ . It is believed that the liquid crystal molecules are held in the vertically oriented state, because they have the partial structure at the end of the compound. Therefore, according to the liquid crystal composition using the polymerizable compound of the present embodiment, the liquid crystal molecules are aligned without providing the PI layer (in which the vertical alignment of the liquid crystal molecules is induced when no voltage is applied, and when the voltage is applied It is possible to realize horizontal orientation). For this reason, the liquid crystal composition containing the compound (iv) is suitably used to assist the vertical alignment of liquid crystal molecules.

In addition, since the liquid crystal composition containing the compound (iv) in the present embodiment has a partial structure represented by K ⁱ¹ , not only the alignment of the liquid crystal molecules but also the storage stability of the liquid crystal composition It has been found that stability can be ensured.

Further, the compound represented by formula (iv) a liquid crystal composition comprising (iv) ^as the substituent of ^{A i2} or ^{A i3,} or ^as a substituent ^{K i1,} having a polymerizable group at a specific position Therefore, better orientation can be maintained.

From the above viewpoints, the compound (iv) in the liquid crystal composition of the present embodiment may have a partial structure represented by K ⁱ¹ at the terminal of the molecule, preferably at the terminal of the main chain of the molecule, The chemical structure to which the partial structure represented by ⁱ¹ binds is not particularly limited as long as it does not inhibit the function of the liquid crystal composition.

  Hereinafter, specific examples of the compound represented by Formula (iv) will be described.

K ⁱ¹ in the general formula (iv) is preferably a linear or branched alkyl group having 3 to 40 carbon atoms, a linear or branched halogenated alkyl group having 3 to 40 carbon atoms, or 3 to 3 carbon atoms 40 linear or branched cyanated alkyl groups, wherein at least two or more secondary carbon atoms in K ⁱ¹ are — (C = X ⁱ¹ ) — and / or — (CH—CN) — It is preferable that at least two or more secondary carbon atoms in K ⁱ¹ be substituted by — (C = X ⁱ¹ ) —, and at least three or more secondary carbon atoms be It is preferable that it is substituted by (C = ^Xi1 )-, and it is preferable that at least 4 secondary carbon atoms are substituted ^by- (C = ^Xi1 )-. X ⁱ¹ is preferably an oxygen atom from the viewpoint of improving the voltage holding ratio (VHR). K ⁱ¹ preferably represents a linear or branched alkyl group having 3 to 30 carbon atoms, a linear or branched halogenated alkyl group, or a linear or branched cyanated alkyl group, and secondary carbon atom, as the oxygen atoms are not directly adjacent ^{_{- (C = CH 2) -}} , - (C = CHR i3) -, - (C = CR i3 2) -, - CH = CH -, - C≡ It may be substituted by C- or -O-, and more preferably represents a linear or branched alkyl group having 3 to 20 carbon atoms or a linear or branched cyanated alkyl group, and secondary carbon atom, as the oxygen atoms are not directly adjacent ^{_{- (C = CH 2) -}} , - (C = CHR i3) -, - (C = CR i3 2) -, - may be replaced by O- , More preferably, a branched alkyl group having 3 to 20 carbon atoms or branched cyano It represents an alkyl group, a secondary carbon atom of the alkyl group so that oxygen atoms are not directly adjacent _{- (C = CH 2) -} , - may be substituted with O-. R ⁱ³ is preferably a linear or branched alkyl group having 1 to 10 carbon atoms, preferably an alkyl group having 1 to 7 carbon atoms, preferably an alkyl group having 1 to 3 carbon atoms, and The secondary carbon atom may be substituted by -O-, -CH = CH- or -C≡C- such that the oxygen atom is not immediately adjacent.

The ^hydrogen atom in ^{K i1} polymerizable group, i.e. ^P i1 ^{-Sp i1} - it is preferably substituted with. By the presence of a polar group and a polymerizable group in K ⁱ¹ , better orientation can be obtained.

It is preferable that ^Ki1 represents general formula (K-24).

( ^Wherein , Y ⁱ¹ represents a linear or branched alkyl group having 3 to 20 carbon atoms, a halogenated alkyl group or a cyanated alkyl group, and at least two or more secondary carbons in these alkyl groups) The atom is substituted ^by- (C = X ⁱ¹ ) ^-and / ^or- (CH-CN)-, and the secondary carbon atom in the alkyl group is not directly adjacent to an oxygen atom -CH = CH -, - C≡C -, - O -, - NH -, - COO- or -OCO- may be substituted with, also, a hydrogen atom in the alkyl group ^P i1 ^{-Sp i1} - substituted with X ⁱ¹ may represent an oxygen atom, a sulfur atom, NH or NR ⁱ³ , and
S ⁱ¹ and S ⁱ³ each independently represent an alkylene group having 1 to 6 carbon atoms or a single bond, and -CH _2- in the alkylene group is -CH = CH-,-so that oxygen atoms are not directly adjacent to each other. C≡C-,-(C = CH ₂ )-,-(C = CHR ^{i 3} )-,-(C = CR ^{i 3} ₂ )-, ^-O- , -NH-,-(C = O)-,- It may be substituted by COO- or -OCO-,
S ⁱ² represents a carbon atom, a nitrogen atom or a silicon atom,
R ⁱ² represents a hydrogen atom, a linear or branched alkyl group having 1 to 20 carbon atoms, a halogenated alkyl group or a cyanated alkyl group, and the secondary carbon atom in these groups is not directly adjacent to an oxygen atom And may be substituted with -O-, -CH = CH-, -C≡C-, -C (= X ⁱ¹ )-or -CH (-CN)-,
P ⁱ¹ represents a polymerizable group,
Sp ⁱ¹ represents a spacer group or a single bond,
n ⁱ¹ represents an integer of ¹ to 3, and n ⁱ² and n ⁱ³ each independently represent an integer of 0 to 2, but when S ⁱ² represents a carbon atom or a silicon atom, n ⁱ¹ + n ⁱ² + n ⁱ³ is 3 When S ⁱ² represents a nitrogen atom, n ⁱ¹ + n ⁱ² + n ⁱ³ is 2. R ⁱ³ has the same meaning as ^{R i3} in the general formula (i), ^R i2 in the general formula ^{(K-1), X i1} , Y i1, S i1, S i3, P i1 and ^{Sp i1} multiple presence If they are, they may be identical or different. )
S ⁱ¹ and S ⁱ³ in the general formula (K-1) are preferably a linear or branched alkylene group having 1 to 6 carbon atoms or a single bond, and -CH _2- in the alkylene group is an oxygen atom May be substituted with -CH = CH-,-(C = CH ₂ )-, -O-,-(C = O)-, -COO- or -OCO-, and more preferably , A single bond, a linear alkylene group having 1 to 6 carbon atoms, or -CH _2- in the alkylene group is preferably a group substituted by -O- such that the oxygen atom is not directly adjacent . Specifically, S ⁱ¹ and S ⁱ³ are — (CH ₂ ) n —, —O— (CH ₂ ) n —, — (CH ₂ ) n —O—, — (CH ₂ ) n — O— (CH _{2) m -, - COO- (} CH 2) n -, - OCO- (CH 2) preferably represents an n-(n and m represents an integer of 1-6).
S ⁱ² is preferably a carbon atom. R ⁱ² is preferably a hydrogen atom or a linear or branched alkyl group having 1 to 10 carbon atoms, and -CH _2- in the alkyl group is -O-, -C (= X ⁱ¹ ) ^-or- The alkyl group may be substituted with CH (-CN)-(provided that -O- is not continuous), preferably a hydrogen atom or a linear or branched alkyl group having 1 to 7 carbon atoms, -CH ₂ -in the above may be substituted with -O-, -C (= X ⁱ¹ )-or -CH (-CN)-(however, -O- is not continuous), more preferably hydrogen An atom and a linear alkyl group having 1 to 3 carbon atoms are preferable.

Y ⁱ¹ is an alkyl group having 3 to 20 carbon atoms, a linear or branched halogenated alkyl group having 3 to 20 carbon atoms, or a linear or branched cyanated alkyl group having 3 to 20 carbon atoms, in at ^least two or more secondary carbon atom in ^{Y i1} is - (C ^{= X i1)} - and / or - (CH-CN) - in is substituted ^{in Y i1} of at least two The secondary carbon atom is preferably substituted ^by- (C = X ⁱ¹ )-. X ⁱ¹ is preferably an oxygen atom from the viewpoint of improving the voltage holding ratio (VHR). Y ⁱ¹ preferably represents a linear or branched alkyl group having 3 to 10 carbon atoms, a halogenated alkyl group or a cyanated alkyl group, and the secondary carbon atom in the alkyl group is directly adjacent to the oxygen atom Not substituted by-(C = CH ₂ )-,-(C = CHR ^{i 3} )-,-(C = CR ^{i 3} ₂ )-, -CH = CH-, -C≡C-, -O- And more preferably a linear or branched alkyl group having 3 to 7 carbon atoms or a cyanated alkyl group, and the secondary carbon atom in the alkyl group is not directly adjacent to an oxygen atom- ^{_{C = CH 2) -, -}} (C = CHR i3) -, - (C = CR i3 2) -, - may be replaced by O-, more preferably a carbon number of 3 to 7 straight or Represents a branched alkyl group, and the secondary carbon atom in the alkyl group is directly an oxygen atom It may be substituted with -O- so as not to be in contact. The hydrogen atom in the alkyl group is ^P i1 ^{-Sp i1} - may be substituted with.

It is preferable that Y ⁱ¹ represents a group selected from General Formula (Y-1) from the viewpoint of improving the alignment of the liquid crystal.

( ^Wherein , W ^{i Y 1} represents a single bond or an oxygen atom, the broken line represents a single bond or a double bond, and R ^{i Y 1} is a hydrogen atom, a straight chain having 1 to 20 carbon atoms when the broken line represents a single bond or branched alkyl group or ^P i1 ^{-Sp i1} - represents, as a secondary carbon atom of the alkyl group is an oxygen atom not directly adjacent -O -, - CH = CH - , - C≡C- or -CO- may be substituted, and when the broken line represents a double bond, it represents = CH ₂ , = CHR ^{iY 4} , or = CR ^{iY 4} ₂ , R ^{iY 4} is a hydrogen atom, a straight chain having 1 to 20 carbon atoms Or a branched alkyl group, and the secondary carbon atom in the alkyl group may be substituted with -O-, -CH = CH- or -C≡C- such that the oxygen atom is not directly adjacent, R ^iY3 has the same meaning as R ^iY1 when the broken line represents a single bond, R ^iY2 represents a hydrogen atom, a linear or branched alkyl group having 1 to 20 carbon atoms, a halogenated alkyl group, or a cyanated alkyl group, and the secondary carbon atom in these alkyl groups is not directly adjacent to an oxygen atom As such, it is substituted by -CH = CH-, -C≡C-, -O-, -NH-, -COO-, -OCO-, -C (= O)-or -CH ₂ (-CN)- may, ^{also, R Iy2} the ^P i1 ^{-Sp i1} - ^{represents, n iy1} is 0 if the broken line represents a double bond, 1 if the broken line represents a single ^{bond, n Iy2's} 0-5 represents an ^{integer, P i1} represents a polymerizable group, ^{Sp i1} represents a spacer group or a single ^bond, if ^{R iY1, R iY3, R iY4} , P i1 and ^{Sp i1} there are a plurality, they may be the same It may be the be different, binds to the S ⁱ³ with *.
In the case where the broken line represents a single bond, R ^iY1 is preferably a hydrogen atom or a linear or branched alkyl group having 1 to 10 carbon atoms, a hydrogen atom or an alkyl group having 1 to 7 carbon atoms, and a hydrogen atom or An alkyl group having 1 to 3 carbon atoms is preferable, and the secondary carbon atom in the alkyl group is substituted by -O-, -CH = CH- or -C≡C- so that oxygen atoms are not directly adjacent to each other It is also good. Specifically, it is preferable to represent a hydrogen atom, and from the viewpoint of improving heat resistance, an alkyl group having 1 to 3 carbon atoms, an alkoxy group having 1 to 3 carbon atoms, -CO-CH ₃ , -CH preferably represents a ₂ -O-CH _3. Moreover, it is also preferable that R ^iY1 represents P ⁱ¹ -S p1 ^1- from the viewpoint of heat resistance improvement. R ^iy1 is P ^{i1 -Sp} i1 ^- when referring to, since the decomposition product caused by the general formula (i) compounds represented by is decomposed by heat is polymerized, it is possible to prevent an increase in impurities It is believed that the adverse effect on the liquid crystal composition is reduced. P ⁱ¹ represents a polymerizable group, and preferably represents an acryloyl group, a methacryloyl group, or a substituent selected from the group represented by general formulas (P-1) to (P-15) described later. Sp ⁱ¹ is preferably a linear alkylene group having 1 to 18 carbon atoms or a single bond, more preferably a linear alkylene group having 2 to 15 carbon atoms or a single bond, still more preferably the number of carbon atoms 2 to 8 represents a linear alkylene group or a single bond.

Moreover, when a broken line represents a double bond, it is preferable to represent = CH ₂ , = CHR ^{iY 4} , or = CR ^{iY 4} _{2, and} to represent = CH ₂ . R ^{iY 4} is preferably a linear or branched alkyl group having 1 to 10 carbon atoms, preferably an alkyl group having 1 to 7 carbon atoms, preferably an alkyl group having 1 to 3 carbon atoms, and The secondary carbon atom may be substituted by -O-, -CH = CH- or -C≡C- such that the oxygen atom is not immediately adjacent.

Preferred groups R ^IY3 are the same as the preferable groups of ^{R iy1} when the broken line represents a single bond. n ^{i Y} 1 is preferably 0.

As a preferable combination of R ^{iY 1} and R ^{i Y} 3, both a hydrogen atom, an alkyl group having 1 to 3 carbon atoms, an alkoxy group having 1 to 3 carbon atoms, and —CH ₂ —O—CH ₃ may both be mentioned. When any one of R ^iY1 and R ^iY3 represents P ⁱ¹ -Spi ¹ -or -CO-CH ₃ , the other preferably represents a hydrogen atom. n ^{i Y} 2 is preferably an integer of 0 to 3, more preferably 0, 1 or 2, and more preferably 0 or 1.

R ^{iY 2} is preferably a hydrogen atom or an alkyl group having 1 to 10 carbon atoms, a halogenated alkyl group or a cyanated alkyl group, and is preferably an alkyl group having 1 to 7 carbon atoms, a halogenated alkyl group or a cyanated alkyl group And an alkyl group having 1 to 3 carbon atoms is preferable. Further, it is preferable that the secondary carbon atom in the alkyl group is substituted by -O-,-(C = X ⁱ² )-or-(CH ₂ -CN)-so that oxygen atoms are not directly adjacent to each other. . X ⁱ² is preferably an oxygen atom from the viewpoint of improving VHR. ^{Also, R Iy2 is,} P ^{i1 -Sp} i1 - preferably represents a. R ^Iy2 is P ^{i1 -Sp} i1 ^- when referring to, since the decomposition product caused by the general formula (i) compounds represented by is decomposed by heat is polymerized, it is possible to prevent an increase in impurities It is believed that the adverse effect on the liquid crystal composition is reduced.

  More specifically, the general formula (Y-1) has the formulas (Y-1-1), (Y-1-2), (Y-1-3a), (Y-1-3b) and (Y-). -1-4) is preferable.

( ^Wherein , n ^{i Y 11} represents 0 or 1, R ^{i Y 21} represents an alkyl group having 1 to 10 carbon atoms, a halogenated alkyl group, or a cyanated alkyl group, and the secondary carbon atom in these alkyl groups is -CH = CH-, -C≡C-, -O-, -NH-, -COO-, -OCO-,-(C = O)-or-(CH ₂ -CN so that oxygen atoms are not directly adjacent to each other ) - also good, be substituted ^{with, R IY21} the ^P i1 ^{-Sp i1} - ^{represents, R IY31} and ^{R IY32} are each independently hydrogen atom, a linear or branched alkyl group having 1 to 10 carbon atoms And the secondary carbon atom in the alkyl group may be substituted by -O-, -CH = CH-, -C≡C- or -CO- so that the oxygen atom is not directly adjacent, and R ^IY31 and ^{R IY32} is ^P i1 ^{-Sp i1} - Table .)
R ^{iY 21} is preferably an alkyl group having 1 to 7 carbon atoms, a halogenated alkyl group or a cyanated alkyl group, and an alkyl group having 1 to 3 carbon atoms is preferable. ^{Also, R iY21 is,} P ^{i1 -Sp} i1 - preferably represents a. R ^{iY 31} and R ^{i Y 32} are preferably a hydrogen atom, an alkyl group having 1 to 5 carbon atoms, or an alkoxy group having 1 to 5 carbon atoms, and a hydrogen atom, an alkyl group having 1 to 3 carbon atoms, or 1 to 1 carbon atom 3 alkoxy _group, -CO-CH _3, preferably represents a -CH 2 -O-CH _3. ^Further, at least one of ^{R IY31} and ^{R IY32 is,} P i1 ^{-Sp i1} - preferably represents a.

  It is preferable to have a structure of a formula (Y-1-1) from a viewpoint of improving compatibility with a liquid crystal compound. As a formula (Y-1-1), a formula (Y-1-1a)-a formula (Y-1-1h) are preferable.

( ^Wherein , n ^{i Y 11} represents 0 or 1)
It is preferable to have a structure of a formula (Y-1-2) from a viewpoint of improving compatibility with a liquid crystal compound, and heat resistance. As a formula (Y-1-2), a formula (Y-1-2a)-a formula (Y-1-2f) are preferable.

(In the formula, n ⁱ Y 11 represents 0 or 1.) From the viewpoint of improving the heat resistance, it is preferable to have a structure of the formula (Y-1-3a) and the formula (Y-1-3b). As a formula (Y-1-3a), a formula (Y-1-3aa) and a formula (Y-1-3b) as a formula (Y-1-3ba) are preferable.

( ^Wherein , n ^{i Y 11} represents 0 or 1)
It is preferable to have a structure of a formula (Y-1-4) from a viewpoint of improving the orientation of a liquid-crystal composition, and a voltage holding ratio. As a formula (Y-1-4), a formula (Y-1-4a)-a formula (Y-1-4f) are preferable. In particular, the structures of (Y-1-4a) to (Y-1-4c) are preferable because the compatibility with the liquid crystal compound and the alignment of the liquid crystal composition are well balanced.

( ^Wherein , n ^{i Y 11} represents 0 or 1)
Moreover, it is preferable that Y ⁱ¹ represents a group selected from General Formula (Y-2).

( ^Wherein , W ⁱ Y 1, R ⁱ Y ³ and R ⁱ Y ² have the same meaning as W ⁱ Y 1, R ⁱ Y ³ and R ⁱ Y ² in the general formula (Y-1).)
It is preferable that general formula (Y-2) represents general formula (Y-2-1).

( ^Wherein , n ⁱ Y ¹¹ , R ⁱ Y ²¹ and R ^{i 31} have the same meaning as n ⁱ Y ¹¹ , R ⁱ Y ²¹ and R ^{i 31} in General Formula (Y-1-1).)
Moreover, it is preferable from a viewpoint of heat resistance improvement that Y ⁱ¹ represents the group chosen from General formula (Y-3).

^{(Wherein, R iY1, R iY2, R} iY3, n iY1 and ^{n iy1} is Formula (Y-1) in ^{R iY1, R iY2, R iY3} , respectively ^{n iy1} and ^{n iy1} the same meaning.)
It is preferable that general formula (Y-3) represents general formula (Y-3-1)-general formula (Y-3-4).

^{(Wherein, R iY21, R iY31, R} iY32 and ^{n IY11} the general formula (Y-1-1) in the ^{R iY21, R iY31,} each represent the same meaning as ^{R IY32} and ^{n iY11.)}
More specifically, general formula (Y-3-1) is preferably general formula (Y-3-11).

( ^Wherein , R ⁱ Y ²¹ represents the same meaning as R ⁱ Y ²¹ in General Formula (Y-3-1).)
Moreover, it is preferable from a viewpoint of heat resistance improvement that Y ⁱ¹ represents the group chosen from General formula (Y-4).

^{(Wherein, R iY1, R iY2, R} iY3, n iY1 and ^{n iy1} is Formula (Y-1) in ^{R iY1, R iY2, R iY3} , respectively ^{n iy1} and ^{n iy1} the same meaning.)
It is preferable that general formula (Y-4) represents general formula (Y-4-1)-general formula (Y-4-3b).

^{(Wherein, R iY21, R iY31, R} iY32 and ^{n IY11} the general formula (Y-1-1) in the ^{R iY21, R iY31,} each represent the same meaning as ^{R IY32} and ^{n iY11.)}
More specifically, general formula (Y-4-1) is preferably general formula (Y-4-11).

( ^Wherein , R ⁱ Y ²¹ represents the same meaning as R ⁱ Y ²¹ in General Formula (Y-4-1).)
P ⁱ¹ is preferably represents a substituent selected from the group represented by the following formula (P-1) ~ formula (P-15). From the viewpoint of ease of handling and reactivity, any of the substituents of formulas (P-1) to (P-3), (P-14) and (P-15) is preferable, and formula (P-1) And (P-2) are more preferable.

(In the equation, the black dot on the right represents the bond.)

Sp ⁱ¹ preferably represents a linear alkylene group having 1 to 18 carbon atoms or a single bond, more preferably a linear alkylene group having 2 to 15 carbon atoms or a single bond, and still more preferably a carbon atom It represents a linear alkylene group of the formulas 2 to 8 or a single bond.

n ⁱ¹ preferably represents 1 or 2 from the viewpoint of improving the alignment of the liquid crystal and the solubility in the liquid crystal compound. n ⁱ² is preferably 0 or 1, and more preferably 1 from the viewpoint of improving the orientation. Preferably, n ⁱ³ represents 0 or 1.

  It is preferable that general formula (K-24) represents the group chosen from general formula (K-24A) or (K-24B).

^{(Wherein, S i1, S i2, S} i3, Y i1, P i1 and ^{Sp i1} has a general formula ^(S i1 of K-1) ^{in, S i2, S i3, Y} i1, P i1 and ^{Sp i1} each represent the same ^{meaning, n iA1} represents an integer of 1 to ^{3, n iA3} represents an integer of 0 to ^{2, n IB1} represents an integer of ^1-2, but ^{n IB3} is 0 or 1, S ^{If i2} represents a carbon atom or a silicon ^atom, n iA1 ^{+ n iA3} is ^{3, n iB1 +} n iB3 is ^2, if ^{the S i2} represents a nitrogen ^atom, n iA1 ^{+ n iA3} is ^{2, n IB1} is 1, n ^{i B} 3 represents 0.)

K ⁱ¹ in the formula (i) is an important structure for vertically aligning the liquid crystal composition, and by the polar group and the polymerizing group being adjacent to each other, a better alignment can be obtained, and the liquid crystal composition Show good solubility in water. Therefore, when importance is given to the orientation of the liquid crystal, the general formula (K-24B) is preferable. On the other hand, when importance is attached to the solubility in a liquid crystal compound, the general formula (K-24A) is preferable. Preferred examples of the general formulas (K-24A) to (K-24B) include the following formulas (K-24A-1) to (K-24A-4) and formulas (K-24B-1) to (K-24B) Formulas (K-24A-1) to (K-24A-3) are preferable from the viewpoint of solubility in a liquid crystal composition, and formula (K-24B) from the viewpoint of orientation. -2) to (K-24B-4) are preferable, and the formulas (K-24A-1), (K-24B-2) and (K-24B-4) are particularly preferable.

( ^Wherein , S ⁱ¹ , Y ⁱ¹ and P ⁱ¹ each independently represent the same meaning as S ⁱ¹ , Y ⁱ¹ and P ⁱ¹ in the general formula (K-24).)
Moreover, general formula (K-24) has a general formula (K-24-1), (K-24-2), (K-24-3a), (K-24-3b), (K-24). It is preferable to represent the group chosen from 4a), (K-24-4b) (K-24-Y2), (K-24-Y3), and (K-24-Y4).

^{(Wherein, n iY11, R iY21, R} iY31 and ^{R IY32} formula (Y-1-1 each independently) ~ (Y-4) ⁿ in ^iY11, R ^iY21, respectively ^{R IY31} and ^{R IY32} the same meaning, ^{Sp i1} and ^{P i1} have the same meanings respectively as in the general formula (i) ^{Sp i1} and ^{P i1 in, R IK1} represents an alkylene group or a single bond having 1 to 6 carbon atoms, said alkylene -CH in group ₂ - so are not adjacent to the oxygen atom directly -CH = CH -, - C≡C- or -O- may be substituted ^{with, n IK1} is and ^{n IK2} are each independently 0 Or 1))
R ^iK 1 is preferably a linear alkylene group having 1 to 6 carbon atoms, and is preferably a linear alkylene group having 1 to 3 carbon atoms. ^{Incidentally, R iY21, R iY31, R} iY32, Sp preferred group of ⁱ¹ and ^{P i1} general formula (Y-1-1) ~ (Y -1-4), (Y-2) ~ (Y-4), ^R in the general formula ^{(i) iY21,} R ^iY31, is the same as ^{R iY32, Sp i1, P i1} .

Moreover, it is preferable that ^Ki1 represents general formula (K-25)-(K-28).

^(Wherein, S ^{i1, P} i1 and ^{Sp i1} is the general formula ^{(K-24) S i1,} P i1 and ^{Sp i1} in the same meanings, ^{respectively, R K21} is a straight-chain or 1 to 10 carbon atoms Represents a branched alkyl group, a halogenated alkyl group or a cyanated alkyl group, and at least one or more of the secondary carbon atoms in these alkyl groups are not directly adjacent to an oxygen atom -CH = CH-, -Cよ く C-, -O-, or -NH- may be substituted, and n ⁱ⁴ and n ^{i K 21} each independently represent 0 or 1.)
R ^{K 21} preferably represents a linear or branched alkyl group having 1 to 5 carbon atoms, a halogenated alkyl group or a cyanated alkyl group, and a linear alkyl group having 1 to 3 carbon atoms or a cyanated alkyl group It is more preferable to represent. In addition, at least one or more secondary carbon atoms in these alkyl groups are preferably substituted by -O- such that oxygen atoms are not directly adjacent to each other. Specifically, R ^K21 is preferably an alkyl group having 1 to 3 carbon atoms, an alkoxy group having 1 to 3 carbon atoms, or a cyanated alkyl group having 1 to 3 carbon atoms.

  It is preferable that general formula (K-25) represents the following general formula (K-25-1)-(K-25-3).

^{(Wherein, S i1, P i1, Sp} i1, n i4 and ^{n IK21} are in the general formula ^{(K-25) S i1,} P i1, Sp i1, and ^{n i4} and ^{n IK21} represent the same meanings, respectively, R ^K211 represents a linear or branched alkyl group having 1 to 3 carbon atoms, a halogenated alkyl group or a cyanated alkyl group)
It is preferable that general formula (K-26) represents the following general formula (K-26-1) and (K-26-2).

(Wherein, S ⁱ¹ represents the same meaning as S ⁱ¹ in the general formula (K-26), R ^{K 211} represents a linear or branched alkyl group having 1 to 3 carbon atoms, a halogenated alkyl group or a cyanated alkyl Represents a group)
It is preferable that general formula (K-27) represents the following general formula (K-27-1).

^{(Wherein, S i1, P i1, Sp} i1 and ^{n i4} each represents the same meaning as in the formula ^{(K-27) S i1,} P i1 in, ^{Sp i1} and ^{n iK21, R K211} is 1 carbon atom -3 linear or branched alkyl group, halogenated alkyl group or cyanated alkyl group)
It is preferable that general formula (K-28) represents the following general formula (K-28-1).

^{(Wherein, S i1, P i1, Sp} i1 and ^{n i4} each represents the same meaning as in the formula ^{(K-28) S i1,} P i1 in, ^{Sp i1} and ^{n iK21, R K211} is 1 carbon atom -3 linear or branched alkyl group, halogenated alkyl group or cyanated alkyl group)
^A preferable group of S ^{i1, P i1} and ^{Sp i1} are the same as ^{S i1, P i1} and ^{Sp i1} in the general formula (K-24).

Wherein ^{(i), Z i1} and ^{Z i1} is preferably a single bond, -CH = CH -, - C≡C -, - COO -, - OCO -, - OCOO -, - OOCO -, - CH = _{CHCOO -, - OCOCH = CH -} , - CH = C (CH 3) COO -, - OCOC (CH 3) = CH -, - CH 2 -CH (CH 3) COO -, - OCOCH (CH 3) -CH ₂ -, _- OCH 2 _CH 2 O-, linear or branched alkylene group having 1 to 40 carbon atoms, or no one or adjacent in the alkylene group two or more -CH ₂ - is -O -Represents a group substituted by-, more preferably a single bond, -COO-, -OCO-, -CH = CHCOO-, -OCOCH = CH-, -CH = C (CH ₃ ) COO-, -OCOC (- _{CH 3) = CH -, -} CH 2 -CH (CH 3) CO _{O -, - OCOCH (CH 3} ) -CH 2 -, - OCH 2 CH 2 O-, not one or adjacent in linear or branched alkylene group or the alkylene group, having 1 to 10 carbon atoms two or more -CH 2 _- represents a substituted group by -O-, more preferably a single bond, a straight-chain alkylene group having carbon atoms 2 to 15, or one or in the alkylene radical Represents a group in which two or more non-adjacent -CH ₂ -are substituted by -O-, more preferably a single bond, -COO-, -OCO-, -OCOO-, -OOCO-, -OCH ₂ CH ₂ O-, or an alkylene group having 2 carbon atoms (ethylene group (-CH ₂ CH _2- )) or a group in which one of -CH _2- in the ethylene group is substituted by -O- (-CH ₂ O- , -OCH _2- ), or -CH _2-in ethylene group One is a group (-CH-CHCOO-, -OCOCH-CH-) substituted with -COO- or -OCO-.

R ⁱ¹ preferably represents a linear or branched alkyl group having 1 to 20 carbon atoms, or a halogenated alkyl group, and the secondary carbon atom in the alkyl group is such that oxygen atoms are not directly adjacent to each other- O-, preferably substituted, more preferably a linear or branched alkyl group having 3 to 18 carbon atoms, and the secondary carbon atom in the alkyl group is not directly adjacent to an oxygen atom And may be substituted with -O-. From the viewpoint of improving the alignment of the liquid crystal compound, the number ^of carbon atoms in R ⁱ¹ is preferably 3 or more, preferably 4 or more, and more preferably 5 or more.

A ⁱ¹ is a divalent 6-membered ring aromatic group, a divalent 6-membered ring heteroaromatic group, a divalent 6-membered ring aliphatic group, or a divalent 6-membered ring heteroaliphatic group, a divalent group A 5-membered ring aromatic group, a divalent 5-membered ring heteroaromatic group, a divalent 5-membered ring aliphatic group, or a divalent 5-membered ring hetero aliphatic group is preferable, and specifically -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, cyclopentane-1,3-diyl group, indan-2,5-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group and 1,3-dioxane It is preferable to represent a ring structure selected from 2,5-diyl groups, and the ring structure is unsubstituted or L Preferably, it is substituted by ⁱ¹ . L ⁱ¹ is 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 halogenated alkoxy group having 1 to 12 carbon atoms, a halogen atom, It is preferable to represent a cyano group or a nitro group. A ⁱ¹ preferably represents a divalent 6-membered aromatic group or a divalent 6-membered aliphatic group, but a divalent unsubstituted 6-membered aromatic group, a divalent unsubstituted 6-membered It is preferable that the ring aliphatic group or a hydrogen atom in these ring structures is a group having 1 to 6 carbon atoms, an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, or a halogen atom, And the hydrogen atom in this ring structure is substituted by a fluorine atom, or a divalent unsubstituted 6-membered aliphatic group, and the hydrogen atom on the substituent is More preferred is a 1,4-phenylene group, a 2,6-naphthalene group or a 1,4-cyclohexyl group which may be substituted by a halogen atom, an alkyl group or an alkoxy group.

^Ai2 and ^Ai3 are each independently a divalent 6-membered ring aromatic group, a divalent 6-membered ring heteroaromatic group, a divalent 6-membered ring aliphatic group, or a divalent 6-membered ring complex Aliphatic groups, divalent 5-membered ring aromatic groups, divalent 5-membered ring heteroaromatic groups, divalent 5-membered ring aliphatic groups, or divalent 5-membered ring heteroaliphatic groups are preferable, In particular, 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, cyclopentane-1,3-diyl group, indan-2,5-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group And preferably represents a ring structure selected from 1,3-dioxane-2,5-diyl group, Structure is either unsubstituted or ^{L i1,} P i1 ^-Sp i1 - or it is preferably substituted with ^{K i1. Also, A i3} is also preferably represents a ring structure selected 1,3-phenylene group, 1,3-cyclohexylene, naphthalene 2,5-diyl group.

Preferred groups L ^{i1 is} the same as ^{L i1} in ^{A i1.} A ⁱ² and A ⁱ³ preferably represent a divalent 6-membered ring aromatic group or a divalent 6-membered ring aliphatic group, but a divalent unsubstituted 6-membered ring aromatic group or a divalent unsubstituted group 6-membered ring aliphatic group or a group in which a hydrogen atom in these ring structures is substituted by an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a halogen atom or P-Sp- And is preferably a divalent unsubstituted 6-membered aromatic group or a group in which a hydrogen atom in this ring structure is substituted with a fluorine atom, or a divalent unsubstituted 6-membered aliphatic group. A hydrogen atom on the substituent is a halogen atom, an alkyl group or an alkoxy group, a 1,4-phenylene group which may be substituted by P-Sp-, a 2,6-naphthalene group or a 1,4-cyclohexyl group preferable. ^{Also, A i3} is also preferably substituted with ^{K i1.}

Here, Formula ⁽ⁱ⁾ as a substituent ^{A i2} or ^{A i3,} or ^as a substituent ^{K i1,} at least one or more ^P i1 ^{-Sp i1} - has a, to further improve the reliability From the viewpoint, the number of polymerizable groups in the general formula (i) is preferably 2 or more, and more preferably 3 or more. When importance is placed on reliability, by introducing a polymerization group into A ⁱ² or A ⁱ³ part, multifunctionalization can be easily achieved, and a strong polymer can be constructed. ^P i1 ^{-Sp i1} in A ⁱ² or ^{A i3} - position to be substituted ^is preferably near the ^{K i1, A i3} is ^P i1 ^{-Sp i1} - it is more preferably substituted with.

m ⁱ¹ preferably represents an integer of 0 to 3, more preferably an integer of 0 to 1.

  The compound represented by the general formula (iv) is preferably a compound represented by the following general formula (iv-1).

(Wherein, R ⁱ¹ , A ⁱ¹ , A ⁱ² , Z ⁱ¹ , Z ⁱ² , M ⁱ¹ , P ⁱ¹ and S ⁱ¹ are each independently R ⁱ¹ , A ⁱ¹ , A ⁱ² , Z ^{i1 in} general formula (iv) ^{, Z} i2, m i1, the same meanings as ^{P i1} and ^{Sp i1, Y i1} independently represents the same meaning as ^{Y i1} in the general formula ^{(K-24), R iK1} , n iK1, n iK2 Each independently has the same meaning as R ^iK1 , n ^iK1 , n ^iK2 in the general formula (K-24-1), L ⁱ¹¹ represents an alkyl group having 1 to 3 carbon atoms, and m ⁱ³ is 0 to represents the integer ^{3, m i4} represents an integer of ^{0~3, m} i3 ⁺ m ⁱ⁴ represents 0-4.)
The compounds represented by the general formula (iv-1) can be prepared by the following general formulas (iv-1-1), (iv-1-2), (iv-1-3a), (iv-1-3b), (Iv-1-4), (iv-1-Y2), (iv-1-Y3) and (iv-1-Y4) are preferable.

(Wherein, R ⁱ¹ , A ⁱ¹ , A ⁱ² , Z ⁱ¹ , Z ⁱ² , M ⁱ¹ , P ⁱ¹ and S ⁱ¹ are each independently R ⁱ¹ , A ⁱ¹ , A ⁱ² , Z ^{i1 in} general formula (iv) Z ⁱ² , m ⁱ¹ , P ⁱ¹ and S ⁱ¹ have the same meaning, and R ^{i K 1} , R ^{i Y 21} , R ⁱ 3 ^{Y 1} , R ⁱ 3 ^{Y 2} , n ⁱ K ¹ , n ⁱ K ² , n ^{i Y 11} are each independently a general formula (K-24 1) ~ (K-24-3) in the ^{R iK1, R iY21, R i31} , R i32, n iK1, n iK2, n represents the same meaning as ^{iY11, L i11} represents an alkyl group having 1 to 3 carbon atoms the ^{stands, m i3} represents an integer of 0 to ^{3, m i4} represents an integer of ^{0~3, m} i3 ⁺ m ⁱ⁴ represents 0-4.)
In addition, the preferable group of each code | symbol in general formula (iv-1) and general formula (iv-1-1), (iv-1-2), (iv-1-3) is said general formula (i) And the same as the preferred groups in formulas (K-1) and (K-1-1) to (K-1-3).

  Moreover, it is preferable that the compound represented by general formula (iv) is a compound represented by the following general formula (iv-2)-(iv-5).

(Wherein, R ⁱ¹ , A ⁱ¹ , A ⁱ² , Z ⁱ¹ , Z ⁱ² , M ⁱ¹ , P ⁱ¹ and S ⁱ¹ are each independently R ⁱ¹ , A ⁱ¹ , A ⁱ² , Z ^{i1 in} general formula (iv) ^{, Z} i2, m i1, the same meanings as ^{P i1} and ^{Sp i1, n i4, n iK21} , R K21 is ⁿ i4 each independently in the general formula ^{(K-24), n iK21} , same as ^{R K21} R ⁱ²² represents an alkylene group having 1 to 6 carbon atoms or a single bond, and -CH _2- in the alkylene group is -CH = CH-, -C≡C so that the oxygen atom is not directly adjacent ^-Or -O- may be substituted, ^Li11 represents an alkyl group having 1 to 3 carbon atoms, ⁿⁱ²² represents 0 or 1, ^mi23 represents an integer of 0 to 3, and ^mi24 represents It represents an integer of ^{0~3, m} i23 ⁺ m ⁱ²⁴ It represents the 0-4.)
R ⁱ²² is preferably a linear alkylene group having 1 to 6 carbon atoms, and is preferably a linear alkylene group having 1 to 3 carbon atoms. ^{Incidentally, R iY21, R iY31, R} iY32, preferred groups ^{Sp i1} and ^{P i1} general formula (Y-1-1) ~ (Y -1-3), R iY21 in the general formula ^{(i), R} iY31 is the same as ^{R iY32, Sp i1, P i1} . In addition, the preferable group of each code | symbol in General formula (iv-2) is the same as the preferable group in the said General formula (iv) and General formula (K-24).

  It is preferable that general formula (iv) represents the following general formula (R-1)-(R-6).

^(Wherein, each represent the same meaning as R ^{i1, K i1} and ^{L i1} is in the general formula (iv) ^{R i1, K} i1 and ^{L i1.)}
Although it represents to following formula (R-1-1)-(R-6-7) as a more specific example of General formula (iv), it is not restricted to this.

^{(Wherein, R i1, P i1, S} i1 and ^{Y i1} the same meaning as ^{R i1,} P ^{i1, S} i1 and ^{Y i1} respectively in independently the general formula (iv) and general formula (K-1) Represent)
The lower limit of the content of the spontaneous orientation monomer in the liquid crystal composition of the present invention is preferably 0.02% by mass, preferably 0.03% by mass, preferably 0.04% by mass, and more preferably 0.05% by mass. 0.06 mass% is preferable, 0.07 mass% is preferable, 0.08 mass% is preferable, 0.09 mass% is preferable, 0.1 mass% is preferable, 0.12 mass% is preferable, 0. 15 mass% is preferable, 0.17 mass% is preferable, 0.2 mass% is preferable, 0.22 mass% is preferable, 0.25 mass% is preferable, 0.27 mass% is preferable, 0.3 mass % Is preferable, 0.32% by mass is preferable, 0.35% by mass is preferable, 0.37% by mass is preferable, 0.4% by mass is preferable, 0.42% by mass is preferable, and 0.45% by mass is Preferably 0.5% by mass is Preferred, preferably 0.55% by mass. The upper limit of the content of the polymerizable compound represented by the general formula (I) in the liquid crystal composition of the present invention is preferably 2.5% by mass, preferably 2.3% by mass, and preferably 2.1% by mass. 2 mass% is preferable, 1.8 mass% is preferable, 1.6 mass% is preferable, 1.5 mass% is preferable, 1 mass% is preferable, 0.95 mass% is preferable, and 0.9 mass% is 0.85% by mass is preferable, 0.8% by mass is preferable, 0.75% by mass is preferable, 0.7% by mass is preferable, 0.65% by mass is preferable, and 0.6% by mass is preferable, 0.55 mass% is preferable, 0.5 mass% is preferable, 0.45 mass% is preferable, and 0.4 mass% is preferable.

  Specifically, preferable spontaneous orientation monomers include the following compounds.

  The liquid crystal composition according to the present invention is represented by the general formulas (N-1), (N-2) and (N-3) in addition to the compound represented by the general formula (I) and the spontaneously orienting monomer. It is preferable to contain one or two or more compounds selected from the compounds. These compounds correspond to dielectrically negative compounds (the sign of Δε is negative and its absolute value is larger than 2).

  Further, Δε of the compound is a value extrapolated from the measured value of dielectric anisotropy of the composition prepared by adding to the composition substantially dielectrically at 25 ° C. In addition, although content is described with% below, this means mass%.

(Wherein, R ^N11 , R ^N12 , R ^N21 , R ^N22 , R ^N31 and R ^N32 each independently represent an alkyl group having 1 to 8 carbon atoms, and one or two non-adjacent ones in the alkyl group Or more of -CH ₂ -may be each independently substituted by -CH = CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-,
A ^N11 , A ^N12 , A ^N21 , A ^N22 , A ^N31 and A ^N32 are each independently (a) 1,4-cyclohexylene group (one -CH _2- present in this group or adjacent thereto And two or more -CH _2- may be replaced by -O-.)
(B) 1,4-phenylene group (one -CH = present in this group or two or more non-adjacent -CH = may be replaced by -N =)
(C) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6-diyl group or One —CH = or two or more non-adjacent —CH = present in the 1,2,3,4-tetrahydronaphthalene-2,6-diyl group may be replaced by —N =. And d) represent a group selected from the group consisting of 1,4-cyclohexenylene groups, and the above groups (a), (b), (c) and (d) are each independently cyano It may be substituted by a group, a fluorine atom or a chlorine atom,
^{Z N11, Z N12, Z N21} , Z N22, Z N31 and ^{Z N32} are each independently a single _{bond, -CH 2 CH 2 -, -} (CH 2) 4 -, - OCH 2 -, - CH 2 O- , -COO-, -OCO-, -OCF _2- , -CF ₂ O-, -CH = N-N = N-, -CH = CH-, -CF = CF- or -C≡C-,
X ^N21 represents a hydrogen atom or a fluorine atom,
T ^N31 represents -CH ₂ -or an oxygen atom,
n ^N11 , n ^N12 , n ^N21 , n ^N22 , n ^N31 and n ^N32 each independently represent an integer of 0 to 3, but n ^N11 + n ^N12 , n ^N21 + n ^N22 and n ^N31 + n ^N32 are each independently When there are a plurality of A ^{N11 to} A ^N32 and Z ^{N11 to} Z ^N32 , they may be the same or different. )
The compounds represented by the general formulas (N-1), (N-2) and (N-3) are preferably compounds in which Δε is negative and the absolute value is larger than 3.

In the general formulas (N-1), (N-2) and (N-3), R ^N11 , R ^N12 , R ^N21 , R ^N22 , R ^N31 and R ^N32 each independently have 1 to 8 carbon atoms Alkyl group, alkoxy group having 1 to 8 carbon atoms, alkenyl group having 2 to 8 carbon atoms or alkenyloxy group having 2 to 8 carbon atoms are preferable, and alkyl group having 1 to 5 carbon atoms, the number of carbon atoms An alkoxy group of 1 to 5, an alkenyl group of 2 to 5 carbon atoms, or an alkenyloxy group of 2 to 5 carbon atoms is preferable. Each of R ¹¹ , R ²¹ and R ³¹ is independently preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and R ¹² , R ²² and R ³² are each independently. An alkyl group of 1 to 5 carbon atoms, an alkoxy group of 1 to 5 carbon atoms, or an alkenyloxy group of 2 to 5 carbon atoms is more preferable.

When the ring structure to which the terminal groups (R ^N11 , R ^N12 , R ^N21 , R ^N22 , R ^N31 and R ^N32 ) are bonded is a phenyl group (aromatic), linear C 1 -C 1 -C atoms 5 alkyl group, linear alkoxy group having 1 to 4 carbon atoms and alkenyl group having 4 to 5 carbon atoms are preferable, and the ring structure to which the terminal group is bonded is a saturated ring such as cyclohexane, pyran and dioxane In the case of the structure, a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, and a linear alkenyl group having 2 to 5 carbon atoms are preferable. In order to stabilize the nematic phase, the total of carbon atoms and oxygen atoms, if present, is preferably 5 or less, preferably linear.

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

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

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

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

X ^N21 is preferably a fluorine atom.

T ^N31 is preferably an oxygen atom.

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

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

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

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

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

  As a compound represented by general formula (N-1), the compound group represented by the following general formula (N-1a)-(N-1g) can be mentioned.

^{(Wherein, R N11} and ^{R N12} are as defined ^{R N11} and ^{R N12} in the general formula ^{(N-1), n Na12} represents 0 or ^{1, n NB11} represents 0 or ^{1, n NC11} is represents 0 or ^{1, n Nd11} represents 0 or ^{1, n NE11} is 1 or ^{2, n Nf12} is 1 or ^{2, n NG11} is 1 or ^{2, a NE11} is 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 ^; If is ^{1, a NG11} represents cyclohexenylene ^group, when ^{n NG11} is 2, represents at least one ^{a NG11} 1,4-cyclohexenylene ^{group, Z NE11} is a single bond Represents an ethylene ^group, when ^{n NE11} is ^{1, Z NE11} if ^{.n NE11} representing the ethylene group is 2, represents at least one ^{Z NE11} ethylene group.)
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-1-22) preferable.

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

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

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

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

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

  Furthermore, the compound represented by the general formula (N-1-1) is a compound selected from the group of compounds represented by the formula (N-1-1. 1) to the formula (N- 1-1. 22) And the compounds represented by formulas (N-1-1. 1) to (N- 1.1.4) are preferable, and the compounds represented by formulas (N- 1.1. 1) and (N- The compound represented by 1-1.3) is preferable.

  The compounds represented by the formulas (N-1.1.) To (N-1.1.22) may be used alone or in combination, but the composition of the present invention The lower limit of the preferable content of these compounds alone or in the total amount is 5%, 10%, 13%, 15%, 17%, 20%, 23% 25%, 27%, 30%, 33% and 35%. The upper limit of the preferred content is 50%, 40%, 38%, 35%, 33%, 30%, or 50%, based on the total weight of the composition of the present invention. %, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 7%, 6 %, 5% and 3%.

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

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

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

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

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

Furthermore, the compound represented by General Formula (N-1-2) is a compound selected from the compound group represented by Formula (N-1-2. 1) to Formula (N- 1-2. 22) It is preferable that the formula (N-1-2.3) to the formula (N-1-2.7), the formula (N-1-2.10), the formula (N-1-2.11), the formula It is preferable that it is a compound represented by (N-1-2.13) and Formula (N-1-2.20), and when emphasizing improvement of (DELTA) (epsilon), Formula (N-1-2. 3) Or a compound represented by the formula (N-1-2.7), and when emphasis is placed on improvement of T _NI , the formula (N-1-2.10), the formula (N-1-2.11) And the compound represented by the formula (N-1-2.13), and in the case of emphasizing the improvement of the response speed, the compound represented by the formula (N-1-2.20) Is preferred.

  Although the compounds represented by Formula (N-1-2. 1) to Formula (N- 1-2. 22) can be used alone or in combination, the composition of the present invention The lower limit of the preferred content of these compounds alone or in the total amount of these is 5%, 10%, 13%, 15%, 17%, 20%, 23 %, 25%, 27%, 30%, 33%, 35%. The upper limit of the preferred content is 50%, 40%, 38%, 35%, 33%, 30%, or 50%, based on the total weight of the composition of the present invention. %, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 7%, 6 %, 5% and 3%.

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

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

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

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

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

  Furthermore, the compound represented by the general formula (N-1-3) is a compound selected from the group of compounds represented by the formula (N-3.1. 1) to the formula (N-1 3.2. 1) And the compounds represented by formulas (N-3.1.) To (N-1-3. 7) and formula (N-1-3. 21) are preferable. -1-3.1), the formula (N-1-3.2), the formula (N-1-3.3), the formula (N-1-3.4) and the formula (N-1-3.6) The compounds represented by) are preferred.

  The compounds represented by the formulas (N-3.1.) To (N-1-3.4), (N-1-3.6) and (N-1-3.21) can be used alone. Although it is possible to use in combination or in combination, a combination of formula (N-3.1.) And formula (N-1-3.2), a formula (N-1-3. 3) Or a combination of two or three selected from formula (N-1-3.4) and formula (N-1-3.6). The lower limit of the preferred content of these compounds alone or in the total amount of the composition of the present invention is 5%, 10%, 13%, 15%, 17%, 20 %. The upper limit of the preferred content is 35%, 30%, 28%, 25%, 23%, 20%, or 35%, based on the total weight of the composition of the present invention. %, 15% and 13%.

  The compounds represented by General Formula (N-1-4) are the following compounds.

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

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

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

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

  Furthermore, the compound represented by the general formula (N-1-4) is a compound selected from the group of compounds represented by formula (N-4.1. 4) to formula (N-1-4. 14) And the compounds represented by formulas (N-4.1.) To (N-1-4. 4) are preferable, and the compounds represented by formulas (N-4-1. 4) and (N The compounds represented by the formula (1--4.2) and the formula (N-1-4.4) are preferred.

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

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

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

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

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

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

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

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

  The compounds represented by General Formula (N-1-10) are the following compounds.

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

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

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

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

  Furthermore, the compound represented by General Formula (N-1-10) is a compound selected from the group of compounds represented by Formula (N-1-10.1) to Formula (N-1-10.14) Are preferably represented by formulas (N-1-10.1) to (N-1-10.5) formulas (N-1-10.13) and formulas (N-1-10.14). It is preferable that it is a compound, and a formula (N-1-10.1), a formula (N-1-10.2), a formula (N-1-10.13), and a formula (N-1-10.14). The compound represented by is preferable.

  The compounds represented by the formula (N-1-10.1), the formula (N-1-10.2), the formula (N-1-10.13) and the formula (N-1-10.14) can be used alone. The lower limit of the preferred content of these compounds alone or in the total amount of the composition of the present invention is 5%, and 10%, although it is possible to use them in combination or in combination. 13%, 15%, 17% and 20%. The upper limit of the preferred content is 35%, 30%, 28%, 25%, 23%, 20%, or 35%, based on the total weight of the composition of the present invention. %, 15% and 13%.

  The compounds represented by General Formula (N-1-11) are the following compounds.

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

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

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

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

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

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

  The compounds represented by General Formula (N-1-12) are the following compounds.

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

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

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

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

  The compounds represented by General Formula (N-1-13) are the following compounds.

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

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

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

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

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

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

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

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

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

  The compounds represented by General Formula (N-1-15) are the following compounds.

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

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

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

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

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

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

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

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

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

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

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

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

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

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

  The compounds represented by General Formula (N-1-18) are the following compounds.

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

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

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

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

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

  The compounds represented by General Formula (N-1-20) are the following compounds.

^{(Wherein, R N1201} and ^{R N1202} independently represents the same meaning as ^{R N11} and ^{R N12} in the general formula (N-1).)
Each of ^{RN 1201} and ^{RN 1202} is independently preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group.

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

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

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

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

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

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

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

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

  The compounds represented by General Formula (N-1-22) are the following compounds.

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

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

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

  The lower limit of the preferable content of the compound represented by the formula (N-1-22) to the total amount of the composition of the present invention is 1%, 5%, 10%, 13% 15%, 17% and 20%. The upper limit of the preferred content is 35%, 30%, 28%, 25%, 23%, 20%, or 35%, based on the total weight of the composition of the present invention. %, 15%, 13%, 10%, 5%.

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

  It is preferable that the compound represented by general formula (N-2) is a compound chosen from the compound group represented by the following general formula (N-2-1)-(N-2-3).

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

^{(Wherein, R N211} and ^{R N212} each independently represents the same meaning as ^{R N21} and ^{R N22} in the general formula (N-2).)
The compounds represented by General Formula (N-2-2) are the following compounds.

^{(Wherein, R N221} and ^{R N222} each independently represents the same meaning as ^{R N21} and ^{R N22} in the general formula (N-2).)
The compounds represented by General Formula (N-2-3) are the following compounds.

^{(Wherein, R N231} and ^{R N232} each independently represents the same meaning as ^{R N21} and ^{R N22} in the general formula (N-2).)
The compound represented by General Formula (N-3) is preferably a compound selected from the group of compounds represented by General Formula (N-3-2).

^{(Wherein, R N321} and ^{R N322} each independently represents the same meaning as ^{R N31} and ^{R N32} in the general formula (N-3).)
^Each of R ^N321 and R ^N322 is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and more preferably a propyl group or a pentyl group.

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

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

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

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

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

(Wherein, R ^L1 and R ^L2 each independently represent an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent -CH ₂ -in the alkyl group are independently of each other It may be substituted by -CH = CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-,
n ^L1 represents 0, 1, 2 or 3;
A ^L1 , A ^L2 and A ^L3 are each independently (a) 1,4-cyclohexylene group (one -CH _2- present in this group or two or more non-adjacent -CH _2- May be replaced by -O-)
(B) 1,4-phenylene group (one -CH = present in this group or two or more non-adjacent -CH = may be replaced by -N =) and (c) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6-diyl group or 1,2 , And one or more non-adjacent -CH = present in the 3,4-tetrahydronaphthalene-2,6-diyl group may be replaced by -N =).
And the group (a), the group (b) and the group (c) may be each independently substituted with a cyano group, a fluorine atom or a chlorine atom,
Z ^L1 and ^{Z L2} each independently represent a single _{bond, -CH 2 CH 2 -, -} (CH 2) 4 -, - OCH 2 -, - CH 2 O -, - COO -, - OCO -, - OCF 2 _{-, - CF 2 O -,} - CH = N-N = CH -, - CH = CH -, - represents CF = CF- or -C≡C-,
When n ^L1 is 2 or 3 and a plurality of A ^L2 is present, they may be the same or different, and when n ^L1 is 2 or 3 and a plurality of Z ^L2 is present, they may be May be the same or different, but the compounds represented by the general formulas (N-1), (N-2) and (N-3) are excluded. )
The compounds represented by formula (L) may be used alone or in combination. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the desired performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The type of compound used is, for example, one type in one embodiment of the present invention. Or in another embodiment of the present invention, there are 2 types, 3 types, 4 types, 5 types, 5 types, 6 types, 7 types, 8 types, 9 types and 10 It is more than kind.

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

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

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

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

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

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

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

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

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

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

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

  The compound represented by formula (L) preferably has 0 or 1 halogen atoms in the molecule. As the said halogen atom, a fluorine atom or a chlorine atom is preferable, and a fluorine atom is more preferable.

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

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

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

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

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

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

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

(Wherein, R ^L12 represents the same meaning as in the general formula (L-1).)
The compound represented by General Formula (L-1-1) is a compound selected from the compound group represented by Formula (L-1-1. 1) to Formula (L- 1-1. 3) It is preferable that it is a compound represented by formula (L-1-1.2) or formula (L-1-1.3), in particular, it is represented by formula (L-1-1.3) It is preferable that it is a compound.

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

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

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

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

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

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

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

(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 a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, and a linear alkenyl group having 2 to 5 carbon atoms. .

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

  Furthermore, the compound represented by the general formula (L-1-3) is a compound selected from the group of compounds represented by the formula (L-3.1. 1) to the formula (L-1-3. 13) It is preferable that it is a compound represented by Formula (L-1-3.1), Formula (L-1-3.3), or Formula (L-1-3.4). In particular, the compound represented by the formula (L-3.1) is preferable in order to particularly improve the response speed of the composition of the present invention. In addition, when Tni higher than the response speed is to be determined, the formula (L-1-3.3), the formula (L-1-3.4), the formula (L-1-3.11) and the formula (L-) can be obtained. It is preferable to use the compound represented by 1-3.12). The total of the compounds represented by the formula (L-1-3.3), the formula (L-1-3.4), the formula (L-1.3.11) and the formula (L-1.3.12) It is not preferable to make the content of 20% or more to improve the solubility at low temperature.

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

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

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

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

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

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

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

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

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

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

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

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

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

  When importance is given to solubility at low temperature, setting the content higher is more effective, and conversely, when importance is placed on response speed, setting the content smaller is more effective. Furthermore, in the case of improving the drop marks and the sticking characteristic, it is preferable to set the range of the content in the middle.

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

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

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

(Wherein, R ^L31 and R ^L32 each independently represent the same meaning as R ^L1 and R ^L2 in general formula (L).)
Each of R ^L31 and R ^L32 is preferably 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.

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

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

  In the case of obtaining a high birefringence, it is effective to set the content to a large value, and conversely, in the case of placing importance on high Tni, the effect is set to a small amount. Furthermore, in the case of improving the drop marks and the sticking characteristic, it is preferable to set the range of the content in the middle.

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

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

(Wherein, R ^L41 and R ^L42 each independently represent the same meaning as R ^L1 and R ^L2 in General Formula (L).)
R ^L41 is preferably an alkyl group of 1 to 5 carbon atoms or an alkenyl group of 2 to 5 carbon atoms, and R ^L42 is an alkyl group of 1 to 5 carbon atoms, an alkenyl group of 4 to 5 carbon atoms or a carbon atom The alkoxy group of the number 1-4 is preferable. )
Although a compound denoted by a general formula (L-4) can also be used alone, it can also be used combining two or more compounds. There is no particular limitation on the types of compounds that can be combined, but they are used in appropriate combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like. The type of the compound used is, for example, one type, two types, three types, four types, five types or more as one embodiment of the present invention.

  In the composition of the present invention, the content of the compound represented by the general formula (L-4) is low temperature solubility, transition temperature, electrical reliability, birefringence, process compatibility, dripping mark, It is necessary to appropriately adjust according to the required performance such as burn-in and dielectric anisotropy.

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

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

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

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

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

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

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

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

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

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

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

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

  In the composition of the present invention, the content of the compound represented by the general formula (L-5) is low temperature solubility, transition temperature, electrical reliability, birefringence, process compatibility, dripping mark, It is necessary to appropriately adjust according to the required performance such as burn-in and dielectric anisotropy.

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

  The compound represented by General Formula (L-5) is preferably a compound represented by Formula (L-5.1) or Formula (L-5.2), and in particular, a compound represented by Formula (L-5. It is preferable that it is a compound represented by 1).

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

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

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

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

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

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

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

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

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

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

  Although there is no restriction | limiting in particular in the kind of compound which can be combined, It is preferable to contain 1 type-3 types in these compounds, and 1 type-4 types are more preferable to contain. In addition, since a broad molecular weight distribution of the selected compound is also effective for solubility, for example, one compound represented by the formula (L-6.1) or (L-6.2), a compound of the formula (L- 6.4) or (L-6.5) from the compound represented by the formula (L-6.6) or the formula (L-6.7) It is preferable to select one type of compound from the compounds represented by -6.8) or (L-6.9) and appropriately combine these. Among them, it is represented by the formula (L-6.1), the formula (L-6.3) the formula (L-6.4), the formula (L-6.6) and the formula (L-6.9) It is preferred to include a compound.

  Furthermore, the compound represented by General Formula (L-6) is preferably a compound represented by Formula (L-6.10) to Formula (L-6.17), for example. It is preferable that it is a compound represented by L-6.

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

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

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

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

  In the composition of the present invention, the content of the compound represented by the general formula (L-7) is low temperature solubility, transition temperature, electrical reliability, birefringence, process compatibility, dripping mark, It is necessary to appropriately adjust according to the required performance such as burn-in and dielectric anisotropy.

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

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

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

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

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

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

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

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

The liquid crystal composition according to the present invention contains the polymerizable monomer represented by the general formula (I) and the spontaneously orienting monomer, but other polymerizable compounds may be used in combination. That is, the liquid crystal composition according to the present invention preferably further includes a polymerizable compound represented by General Formula (II).
As the other polymerizable compound, a compound represented by the general formula (II):

^{(Wherein, R 201, R 202, R} 203, R 204, R 205, R 206, R 207, R 208, R 209 and ^{R 210} each ^{independently,} P 21 ^{-S 21} -, fluorine atom P ²¹ represents an alkyl group having 1 to 18 carbon atoms which may be substituted, an alkoxy group having 1 to 18 carbon atoms which may be substituted on a fluorine atom, a fluorine atom or a hydrogen atom, and P ²¹ represents the above general formula Represents any of (R-I) to (R-IX) of (I),
S ²¹ represents a single bond or an alkylene group having 1 to 15 carbon atoms, and one or more of —CH ₂ — in the alkylene group is —O—, such that oxygen atoms are not directly adjacent to each other -OCO- or -COO- may be substituted,
n ²¹ represents 0, 1 or 2;
A ²¹ is
(A) 1,4-cyclohexylene group (this is present in the group one -CH ₂ - or nonadjacent two or more -CH ₂ - may be replaced by -O-.)
(B) 1,4-phenylene group (one -CH = present in this group or two or more non-adjacent -CH = may be replaced by -N =) and (c) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6-diyl group or 1,2 , And one or more non-adjacent -CH = present in the 3,4-tetrahydronaphthalene-2,6-diyl group may be replaced by -N =).
Group (a), group (b) and group (c) are each independently an alkyl group having 1 to 12 carbon atoms, or 1 to 12 carbon atoms alkoxy group, a halogen, a cyano group, a nitro group, or ^P 21 ^{-S 21} - be substituted with good,
At least one or more P ²¹ -S ^21- in one molecule of the above general formula (II),
L ²¹ represents a single _{bond, -OCH 2 -, - CH 2} O -, - C 2 H 4 -, - OC 2 H 4 O -, - COO -, - OCO -, - CH = CR a -COO -, - ^{CH = CR a -OCO -, -} COO-CR a = CH -, - OCO-CR a = CH -, - (CH 2) z -COO -, - (CH 2) z -OCO -, - OCO- ( CH ₂ ) _z- , -COO- (CH ₂ ) _z- , -CH = CH-, -CF ₂ O-, -OCF ₂ -or -C≡C- (wherein each R ^a is independently hydrogen And each represents an alkyl group having 1 to 3 carbon atoms, wherein z independently represents an integer of 1 to 4).
When a plurality of P ²¹ , S ²¹ and A ²¹ are present, they may be the same or different, provided that the compound represented by General Formula (I) is excluded. The polymerizable compound represented by is preferable.

  A liquid crystal composition containing the polymerizable compound represented by the general formula (I) and the polymerizable compound represented by the general formula (II) is effective in that the occurrence of display defects can be further reduced.

In the general formula (II), 1 or 2 or more ^P 21 ^{-S 21} in one molecule of the compound represented by the general formula (II) - preferably having the 4 following ^P 21 ^{-S 21} - The number of P ²¹ -S ^21- present in one molecule of the general formula (II) is preferably 1 or more and 4 or less, more preferably 1 or more and 3 or less, and the general formula (II) It is particularly preferable that the number of P ²¹ -S ^21- in the molecule of the compound represented by is 2 or 3.

That is, the compound represented by the general formula (II) has a structure in which two benzene rings and, if necessary, a ring A ²¹ are linked, P ²¹ -S ^21- in these two benzene rings and the ring A ²¹ Since it has at least one compound, the compound represented by the general formula (II) exhibits the action and effect as a polymerizable compound.

In the above general formula (II), one or more selected from the group consisting of R ²⁰¹ , R ²⁰² , R ²⁰³ , R ²⁰⁴ , R ²⁰⁵ , R ²⁰⁶ , R ²⁰⁷ , R ²⁰⁸ , R ²⁰⁹ and R ²¹⁰ If it ^{is, R 201, R 202, R} 204, R 207, R 209 or one or two or more either ^{R 210} is ^{P 21 -S} 21 - - but ^P 21 ^{-S 21} is preferably , ^{R 201} and ^{R 210} are ^P 21 ^{-S 21} - is more preferable.

In the general formula ^{(II), R 201} and ^{R 210} each ^{independently,} P 21 ^{-S 21} - is preferably, in this ^{case, R 201} and ^{R 210} identical ^P 21 ^{-S 21} - in Or P ²¹ -S ^21- may be different.

In the general formula ^{(II), R 201, R} 202, R 203, R 204, R 205, R 206, R 207, R 208, R 209 and ^{R 210} each ^{independently,} P 21 ^{-S 21} - And a C 1 to C 18 alkyl group which may be substituted by a fluorine atom, an alkoxy group having 1 to 18 carbon atoms which may be substituted by a fluorine atom, a fluorine atom or a hydrogen atom, In such a case, the preferable carbon atom number of the alkyl group and the alkoxy group is 1 to 16, more preferably 1 to 10, still more preferably 1 to 8, still more preferably 1 to 6, and further more preferably More preferably, it is 1-4, Especially preferably, it is 1-3. The alkyl group and the alkoxy group may be linear or branched, and linear is particularly preferable.

In the general formula ^{(II), R 202, R} 203, R 204, R 205, R 206, R 207, R 208 and ^{R 209} are each ^{independently,} P 21 ^{-S 21} -, from 1 carbon atom 3 alkyl group, preferably a fluorine atom or a hydrogen atom, P ^{21 -S} 21 ^-, more preferably a fluorine atom or a hydrogen atom, more preferably a fluorine atom or a hydrogen atom.

P ²¹ is preferably a formula (R-1), more preferably an acryl group or a methacryl group, and still more preferably a methacryl group.

S ²¹ is preferably a single bond or an alkylene group having 1 to 3 carbon atoms, and more preferably a single bond.

In the above general formula (II), n ²¹ is preferably 0 or 1.

In the above general formula (II), A ²¹ is preferably a 1,4-phenylene group or a naphthalene-2,6-diyl group, and more preferably a 1,4-phenylene group.

In the general formula ^{(II), L 21} represents a single _{bond, -OCH 2 -, - CH 2} O -, - C 2 H 4 -, - COO -, - OCO -, - CH = CH-COO -, - CH = CH-OCO -, - COO-CH = CH -, - OCO-CH = CH -, - C 2 H 4 -COO -, - C 2 H 4 -OCO -, - OCO-C 2 H 4 -, _{-COO-C 2 H 4 -,} - CH = CH -, - CF 2 O -, - OCF 2 - or -C≡C- is preferred.

  The content of the polymerizable compound represented by the general formula (II) is 0.01 to 5% by mass, but the lower limit of the content is preferably 0.02% by mass, preferably 0.03% by mass, 0 .04 mass% is preferable, 0.05 mass% is preferable, 0.06 mass% is preferable, 0.07 mass% is preferable, 0.08 mass% is preferable, 0.09 mass% is preferable 0.1 % By mass is preferable, 0.15% by mass is preferable, 0.2% by mass is preferable, 0.25% by mass is preferable, 0.3% by mass is preferable, 0.35% by mass is preferable, and 0.4% by mass 0.5 mass% is preferable, 0.55 mass% is preferable, the upper limit of the content is preferably 4.5 mass%, 4 mass% is preferable, 3.5 mass% is preferable, 3 mass% Is preferable, 2.5% by mass is preferable, and 2% by mass is preferable. 1.5% by mass is preferable, 1% by mass is preferable, 0.95% by mass is preferable, 0.9% by mass is preferable, 0.85% by mass is preferable, 0.8% by mass is preferable, and 0. 75 mass% is preferable, 0.7 mass% is preferable, 0.65 mass% is preferable, 0.6 mass% is preferable, and 0.55 mass% is preferable.

The upper limit value of the total content of the polymerizable compound represented by the general formula (I) and the general formula (II) is preferably 6% by mass in the whole liquid crystal composition (100% by mass) according to the present invention. 5.8 mass% is preferable, 5.5 mass% is preferable, 5.2 mass% is preferable, 5 mass% is preferable, 4.8 mass% is preferable, 4.6 mass% is preferable, and 4.4 mass% % Is preferable, 4.2 mass% is preferable, 4 mass% is preferable, 3.5 mass% is preferable, 3 mass% is preferable, 2.5 mass% is preferable, 2 mass% is preferable, and 1.5 mass% is preferable. % Is preferable, 1% by mass is preferable, 0.95% by mass is preferable, 0.9% by mass is preferable, 0.85% by mass is preferable, 0.8% by mass is preferable, and 0.75% by mass is preferable. 0.7 mass% is preferable and 0.65 mass% is preferable, Preferably .6% by weight, preferably 0.55% by mass.
The lower limit of the total content is preferably 0.02% by mass, preferably 0.03% by mass, preferably 0.04% by mass, preferably 0.05% by mass, and more preferably 0.06% by mass. .07% by mass is preferable, 0.08% by mass is preferable, 0.09% by mass is preferable, 0.1% by mass is preferable, 0.15% by mass is preferable, 0.2% by mass is preferable, 0.25 % By mass is preferable, 0.3% by mass is preferable, 0.35% by mass is preferable, 0.4% by mass is preferable, and 0.5% by mass is preferable.

  The compound represented by the general formula (II) according to the present invention is preferably a polymerizable compound represented by the general formula (IV).

In the above general formula (IV), R ⁷ and R ⁸ each independently represent any of the above formulas (R-1) to (R-9), and X ¹ to X ⁸ are each independently And represents a trifluoromethyl group, a fluorine atom or a hydrogen atom.

In the above general formula (IV), R ⁷ and R ⁸ are preferably each independently a methacryl group or an acryl group.

  The compound represented by the above general formula (IV) is more preferably one or more selected from the group consisting of formulas (IV-11) to (IV-15), 11) is particularly preferred.

  When the polymerizable compound represented by Formula (IV-11) to Formula (IV-15) and General Formula (I) are used in combination, a more favorable alignment state can be obtained.

  Specifically, the compounds represented by the general formula (II) according to the present invention are, for example, preferably compounds represented by the formula (XX-1) to the general formula (XX-13), and the formula (XX-1) Formula (XX-7) is more preferable.

In the general formulas (XX-1) to (XX-13), Sp ^xx is an alkylene group having 1 to 8 carbon atoms or -O- (CH ₂ ) _s- (wherein s is an integer of 1 to 7) And the oxygen atom is taken to be attached to the ring).

Formula (XX-1) from the formula (XX-13) in the hydrogen atom in the 1,4-phenylene group, _{further, -F, -Cl, -CF 3,} -CH 3 or formula (R-1) May be substituted by any one of formulas (R-15).

  Moreover, as a compound represented by General formula (II), the polymeric compound represented by Formula (M1)-Formula (M18) is preferable, for example.

  In addition, polymerizable compounds such as those represented by formulas (M19) to (M34) are also preferable.

Hydrogen atoms in the 1,4-phenylene group and naphthalene group in the formula (M34) from equation (M19) is further, -F, _-Cl, -CF 3, may be substituted by -CH _3.

  Moreover, the compound represented by general formula (II) is also preferable with the polymeric compound represented by Formula (M35)-Formula (M65).

  In the liquid crystal composition according to the present invention, the content of the polymerizable compound represented by Formula (M1) to Formula (M65) with respect to the entire liquid crystal composition is 0.01 to 5% by mass, but the lower limit of the content 0.02% by mass is preferable, 0.03% by mass is preferable, 0.04% by mass is preferable, 0.05% by mass is preferable, 0.06% by mass is preferable, 0.07% by mass is preferable, and 0% is preferable. .08 mass% is preferable, 0.09 mass% is preferable, 0.1 mass% is preferable, 0.15 mass% is preferable, 0.2 mass% is preferable, 0.25 mass% is preferable, 0.3 % By mass is preferable, 0.35% by mass is preferable, 0.4% by mass is preferable, 0.5% by mass is preferable, 0.55% by mass is preferable, and the upper limit of the content is preferably 4.5% by mass, 4% by mass is preferable, 3.5% by mass is preferable 3% by mass is preferable, 2.5% by mass is preferable, 2% by mass is preferable, 1.5% by mass is preferable, 1% by mass is preferable, 0.95% by mass is preferable, and 0.9% by mass is 0.85% by mass is preferable, 0.8% by mass is preferable, 0.75% by mass is preferable, 0.7% by mass is preferable, 0.65% by mass is preferable, and 0.6% by mass is preferable, 0.55 mass% is preferable.

  The liquid crystal composition of the present invention may contain ordinary nematic liquid crystals, smectic liquid crystals, cholesteric liquid crystals, antioxidants, ultraviolet absorbers, light stabilizers, infrared absorbers and the like in addition to the above-mentioned compounds.

  Examples of the antioxidant include hindered phenols represented by general formula (H-1) to general formula (H-4).

In the general formula (H-1) to the general formula (H-4), R ^H1 represents an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms or An alkenyloxy group having 2 to 10 carbon atoms is represented, but one —CH ₂ — or non-adjacent two or more —CH ₂ — present in the group are each independently —O— or —S— And one or more hydrogen atoms present in the group may be independently substituted with a fluorine atom or a chlorine atom. More specifically, it is an alkyl group having 2 to 7 carbon atoms, an alkoxy group having 2 to 7 carbon atoms, an alkenyl group having 2 to 7 carbon atoms or an alkenyloxy group having 2 to 7 carbon atoms. More preferably, it is an alkyl group having 3 to 7 carbon atoms or an alkenyl group having 2 to 7 carbon atoms.

In the general formula (H-4), M ^H4 is an alkylene group having 1 to 15 carbon atoms (one or more of -CH _2- in the alkylene group is such that an oxygen atom is not directly adjacent to- O -, - CO -, - COO -, - OCO- it may be substituted _{in), -. OCH 2 -,} - CH 2 O -, - COO -, - OCO -, - CF 2 O -, - _{OCF 2 -, - CF 2 CF} 2 -, - CH = CH-COO -, - CH = CH-OCO -, - COO-CH = CH -, - OCO-CH = CH -, - CH = CH -, - C≡C—, single bond, 1,4-phenylene group (optional hydrogen atom in 1,4-phenylene group may be substituted by fluorine atom) or trans-1,4-cyclohexylene group Is preferably an alkylene group having 1 to 14 carbon atoms, In view of viscosity, it is preferable that the number of carbon atoms is large, but in view of viscosity, it is preferable that the number of carbon atoms is not too large, so 2 to 12 carbon atoms are more preferable, and 3 to 10 carbon atoms are more preferable. The carbon number is preferably 4 to 10, more preferably 5 to 10 carbon atoms, and still more preferably 6 to 10 carbon atoms.

  In General Formula (H-1) to General Formula (H-4), one or more non-adjacent two or more -CH = in the 1,4-phenylene group may be substituted by -N =. In addition, each hydrogen atom in the 1,4-phenylene group may be independently substituted with a fluorine atom or a chlorine atom.

In the general formula (H-1) to the general formula (H-4), one or more non-adjacent two or more -CH ₂ -in the 1,4-cyclohexylene group are substituted by -O- or -S- It may be done. The hydrogen atoms in the 1,4-cyclohexylene group may be each independently substituted with a fluorine atom or a chlorine atom.

  More specifically, for example, formula (H-11) to formula (H-15) can be mentioned.

  When an antioxidant is contained in the liquid crystal composition of the present invention, 10 mass ppm or more is preferable, 20 mass ppm or more is preferable, and 50 mass ppm or more is preferable. 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, and 100 mass ppm is preferable.

  The liquid crystal composition of the present invention has a dielectric anisotropy (Δε) at −20 ° C. of −2.0 to −8.0, preferably −2.0 to −6.0, and −2.0 to -5.0 is more preferable, and -2.5 to -5.0 is particularly preferable.

  The liquid crystal composition of the present invention has a refractive index anisotropy (Δn) at 20 ° C. of 0.08 to 0.14, preferably 0.09 to 0.13, and more preferably 0.09 to 0.12. Particularly preferred. More specifically, in the case of a thin cell gap, it is preferably 0.10 to 0.13, and in the case of a thick cell gap, it is preferably 0.08 to 0.10.

  The liquid crystal composition of the present invention has a viscosity (η) of 10 to 50 mPa · s at 20 ° C., preferably 10 to 45 mPa · s, preferably 10 to 40 mPa · s, and 10 to 35 mPa · s. S is preferable, 10 to 30 mPa · s is preferable, 10 to 25 mPa · s is more preferable, and 10 to 22 mPa · s is particularly preferable.

The liquid crystal composition of the present invention has a rotational viscosity (γ ₁ ) at 50 ° C. of 50 to 160 mPa · s, preferably 55 to 160 mPa · s, more preferably 60 to 160 mPa · s, 60 Of from 150 to 150 mPa · s, preferably from 60 to 140 mPa · s, preferably from 60 to 130 mPa · s, preferably from 60 to 125 mPa · s, preferably from 60 to 120 mPa · s. The viscosity is more preferably 60 to 115 mPa · s, more preferably 60 to 110 mPa · s, and particularly preferably 60 to 100 mPa · s.

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., preferably 70 ° C. to 100 ° C., particularly preferably 70 ° C. to 85 ° C.

  For example, when the whole liquid crystal composition according to the present invention exhibits negative dielectric anisotropy, a spontaneous alignment monomer, a polymerizable monomer represented by the general formula (I), and a general formula (N-1), It is preferable to include one or two or more compounds selected from the compounds represented by (N-2) and (N-3) and the compound represented by the general formula (L).

  Among the whole liquid crystal composition according to the present invention, one or more types of spontaneous alignment monomers, one or more types of polymerizable monomers represented by general formula (I), and a general formula (N- 1) The upper limit value of the proportion of the component constituted only of the compound represented by the general formula (N-2), the general formula (N-3) and the general formula (L) is 100% by mass, 99% by mass , 98 mass%, 97 mass%, 96 mass%, 95 mass%, 94 mass%, 93 mass%, 92 mass%, 91 mass%, 90 mass%, 89 mass%, 88 mass%, 87 mass%, 86 It is preferable that they are mass%, 85 mass%, and 84 mass%.

  In the entire liquid crystal composition according to the present invention, one or more types of spontaneous alignment monomers, one or more types of polymerizable monomers represented by general formula (I), and a compound represented by the general formula The lower limit value of the proportion of the component constituted only of the compound represented by N-1), general formula (N-2), general formula (N-3) and general formula (L) is 78% by mass, 80 Mass%, 81 mass%, 83 mass%, 85 mass%, 86 mass%, 87 mass%, 88 mass%, 89 mass%, 90 mass%, 91 mass%, 92 mass%, 93 mass%, 94 mass% 95% by weight, 96% by weight, 97% by weight, 98% by weight, and 99% by weight.

  Among the whole liquid crystal composition according to the present invention, one or more types of spontaneous alignment monomers, one or more types of polymerizable monomers represented by general formula (I), and a general formula (N- 1a), consisting only of compounds represented by general formula (N-1b), general formula (N-1c), general formula (N-1d), general formula (N-1e) and general formula (L) The upper limit value of the ratio of the component is 100 mass%, 99 mass%, 98 mass%, 97 mass%, 96 mass%, 95 mass%, 94 mass%, 93 mass%, 92 mass%, 91 mass%, 90 It is preferable that they are mass%, 89 mass%, 88 mass%, 87 mass%, 86 mass%, 85 mass%, and 84 mass%.

  In the entire liquid crystal composition according to the present invention, one or more types of spontaneous alignment monomers, one or more types of polymerizable monomers represented by general formula (I), and a compound represented by the general formula N-1a), General Formula (N-1b), General Formula (N-1c), General Formula (N-1d), General Formula (N-1e) and General Formula (L) The lower limit value of the ratio of the component to be contained is 78 mass%, 80 mass%, 81 mass%, 83 mass%, 85 mass%, 86 mass%, 87 mass%, 88 mass%, 89 mass%, 90 mass% 91% by weight, 92% by weight, 93% by weight, 94% by weight, 95% by weight, 96% by weight, 97% by weight, 98% by weight, 99% by weight.

    Among the whole liquid crystal composition according to the present invention, one or more kinds of spontaneously orienting monomers, a polymerizable monomer represented by the general formula (I), and a polymerizable compound represented by the general formula (II) And are represented by general formula (N-1a), general formula (N-1b), general formula (N-1c), general formula (N-1d), general formula (N-1e) and general formula (L) The upper limit value of the proportion of the component constituted only of the compound is 100 mass%, 99 mass%, 98 mass%, 97 mass%, 96 mass%, 95 mass%, 94 mass%, 93 mass%, 92 mass %, 91% by mass, 90% by mass, 89% by mass, 88% by mass, 87% by mass, 86% by mass, 85% by mass.

  In the entire liquid crystal composition according to the present invention, one or more types of spontaneously orienting monomers, a polymerizable monomer represented by formula (I), and a polymerization represented by formula (II) Compound (N-1a), general formula (N-1b), general formula (N-1c), general formula (N-1d), general formula (N-1e) and general formula (L) The lower limit value of the ratio of the component constituted only of the compound represented is 78 mass%, 80 mass%, 81 mass%, 83 mass%, 85 mass%, 86 mass%, 87 mass%, 88 mass%, It is preferable that they are 89 mass%, 90 mass%, 91 mass%, 92 mass%, 93 mass%, 94 mass%, 95 mass%, 96 mass%, 97 mass%, 98 mass%.

  Among the whole liquid crystal composition according to the present invention, one or more kinds of spontaneously orienting monomers, a polymerizable monomer represented by the general formula (I), and a polymerizable compound represented by the general formula (II) And are represented by general formula (N-1a), general formula (N-1b), general formula (N-1c), general formula (N-1d), general formula (N-1e) and general formula (L) The upper limit value of the proportion of the component constituted only of the compound is 100 mass%, 99 mass%, 98 mass%, 97 mass%, 96 mass%, 95 mass%, 94 mass%, 93 mass%, 92 mass %, 91% by mass, 90% by mass, 89% by mass, 88% by mass, 87% by mass, 86% by mass, 85% by mass.

  In the entire liquid crystal composition according to the present invention, one or more types of spontaneously orienting monomers, a polymerizable monomer represented by formula (I), and a polymerization represented by formula (II) Compound (N-1a), general formula (N-1b), general formula (N-1c), general formula (N-1d), general formula (N-1e) and general formula (L) The lower limit value of the ratio of the component constituted only of the compound represented is 78 mass%, 80 mass%, 81 mass%, 83 mass%, 85 mass%, 86 mass%, 87 mass%, 88 mass%, It is preferable that they are 89 mass%, 90 mass%, 91 mass%, 92 mass%, 93 mass%, 94 mass%, 95 mass%, 96 mass%, 97 mass%, 98 mass%.

  Among the whole liquid crystal composition according to the present invention, one or two or more types of spontaneous alignment monomers, two or more types of polymerizable monomers represented by general formula (II-1), and a general formula (N-1a) A component composed of only the compounds represented by general formula (N-1b), general formula (N-1c), general formula (N-1d), general formula (N-1e) and general formula (L) The upper limit value of the ratio of 100%, 99% by mass, 98% by mass, 97% by mass, 96% by mass, 95% by mass, 94% by mass, 93% by mass, 92% by mass, 92% by mass, 91% by mass, 90% by mass %, 89% by mass, 88% by mass, 87% by mass, 86% by mass, 85% by mass.

  In the entire liquid crystal composition according to the present invention, one or more types of spontaneous alignment monomers, two or more types of polymerizable monomers represented by general formula (II-1), and a general formula (N -1a), the general formula (N-1b), the general formula (N-1c), the general formula (N-1d), the general formula (N-1e), and the compound represented by the general formula (L) The lower limit value of the proportion of the component is 78 mass%, 80 mass%, 81 mass%, 83 mass%, 85 mass%, 86 mass%, 87 mass%, 88 mass%, 89 mass%, 90 mass%, It is preferable that they are 91 mass%, 92 mass%, 93 mass%, 94 mass%, 95 mass%, 96 mass%, 97 mass%, 98 mass%.

  In addition, in the liquid crystal composition according to the present invention, in the case where the orientation is important, the polymerizable compound represented by one or more types of spontaneous alignment monomers and one or more types of general formula (I) A monomer (A) and a monomer represented by the general formula (N-1-1), the general formula (N-1-2), the general formula (N-1-3) or the general formula (N-1-4) Is preferred.

In the liquid crystal composition according to the present invention, when importance is attached to the response speed, the polymerizable compound represented by one or more types of spontaneous alignment monomers and one or more types of general formula (I) It is preferable to include a monomer and to include the general formula (N-1-10) or the general formula (N-1-11).
In addition, in the liquid crystal composition according to the present invention, in the case where the orientation is important, the polymerizable compound represented by one or more types of spontaneous alignment monomers and one or more types of general formula (I) A monomer and a polymerizable compound represented by one or more types of general formula (II) are essentially contained, and a general formula (N-1-1), a general formula (N-1-2), a general formula It is preferable to include Formula (N-1-3) or General Formula (N-1-4).

  In the liquid crystal composition according to the present invention, when importance is attached to the response speed, the polymerizable compound represented by one or more types of spontaneous alignment monomers and one or more types of general formula (I) It essentially contains a monomer and one or more polymerizable compounds represented by general formula (II), and contains general formula (N-1-10) or general formula (N-1-11) Is preferred.

  In the liquid crystal composition according to the present invention, when importance is placed on the orientation, one or two or more types of spontaneous orientation monomers, and a polymerizable compound represented by two or more types of general formula (II-1) And essentially, and it is preferable to include the general formula (N-1-1), the general formula (N-1-2), the general formula (N-1-3) or the general formula (N-1-4). preferable.

  In the liquid crystal composition according to the present invention, when importance is attached to the response speed, one or two or more types of spontaneous alignment monomers, and a polymerizable compound represented by two or more types of general formula (II-1) And the like, and it is preferable to contain the general formula (N-1-10) or the general formula (N-1-11).

  Among the whole liquid crystal composition according to the present invention, the general formula (N-1-4), the general formula (N-1b), the general formula (N-1c), the general formula (N-1d), and the general formula (N-) The upper limit value of the proportion of the component constituted only of the compound represented by 1e) and the general formula (L) is 99% by mass, 98% by mass, 97% by mass, 96% by mass, 95% by mass, 94% by mass 93% by mass, 92% by mass, 91% by mass, 90% by mass, 89% by mass, 88% by mass, 87% by mass, 86% by mass, 85% by mass, 84% by mass.

  Moreover, among the liquid crystal compositions according to the present invention, the general formula (N-1-4), the general formula (N-1b), the general formula (N-1c), the general formula (N-1d), and the general formula The lower limit value of the proportion of the component constituted only of the compound represented by N-1e) and the general formula (L) is 78 mass%, 80 mass%, 81 mass%, 83 mass%, 85 mass%, 86 Mass%, 87 mass%, 88 mass%, 89 mass%, 90 mass%, 91 mass%, 92 mass%, 93 mass%, 94 mass%, 95 mass%, 96 mass%, 97 mass%, 98 mass% Is preferred.

  Among the liquid crystal compositions according to the present invention, the general formula (N-1a), the general formula (N-1b), the general formula (N-1c), the general formula (N-1d), and the general formula (N-1e) , General Formula (L-1), General Formula (L-3), General Formula (L-4), General Formula (L-5) and General Formula (L-6) The upper limit value of the proportion of the component is 99% by mass, 98% by mass, 97% by mass, 96% by mass, 95% by mass, 94% by mass, 93% by mass, 92% by mass, 91% by mass, 90% by mass, 89 It is preferable that they are mass%, 88 mass%, 87 mass%, 86 mass%, 85 mass%, 84 mass%, 83 mass%, 82 mass%, 81 mass%, 80 mass%.

  Further, among the whole liquid crystal composition according to the present invention, the general formula (N-1a), the general formula (N-1b), the general formula (N-1c), the general formula (N-1d), and the general formula (N-) 1e) and General Formula (L-1), General Formula (L-3), General Formula (L-4), General Formula (L-5) and General Formula (L-6) The lower limit value of the ratio of the component to be contained is 68 mass%, 70 mass%, 71 mass%, 73 mass%, 75 mass%, 78 mass%, 80 mass%, 81 mass%, 83 mass%, 85 mass% , 86 mass%, 87 mass%, 88 mass%, 89 mass%, 90 mass%, 91 mass%, 92 mass%, 93 mass%, 94 mass%, 95 mass%, 96 mass%, 97 mass%, 98 It is preferable that it is mass%.

  The liquid crystal display device using the liquid crystal composition of the present invention has the remarkable feature of high-speed response, and additionally, the tilt angle is sufficiently obtained, and there is no problem with unreacted polymerizable compounds. As the voltage holding ratio (VHR) is relatively small, problems such as alignment failure and display failure are sufficiently suppressed. In addition, since the tilt angle and the residual amount of the polymerizable compound can be easily controlled, it is easy to optimize and reduce the energy cost for manufacturing, which is optimal for improvement of production efficiency and stable mass production.

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

  A liquid crystal display device according to the present invention comprises a first substrate and a second substrate disposed opposite to each other, a common electrode provided on the first substrate or the second substrate, and the first substrate or the first substrate. It is preferable to have a pixel electrode provided on a second substrate and having a thin film transistor, and a liquid crystal layer containing a liquid crystal composition provided between the first substrate and the second substrate. If necessary, an alignment film for controlling the alignment direction of liquid crystal molecules may be provided on the opposite surface side of at least one of the first substrate and / or the second substrate so as to abut on the liquid crystal layer. As the alignment film, a vertical alignment film, a horizontal alignment film, etc. can be appropriately selected according to the drive mode of the liquid crystal display element, and a rubbing alignment film (eg, polyimide) or a photoalignment film (degradable polyimide etc.) The well-known alignment film of can be used. Furthermore, a color filter may be appropriately provided on the first substrate or the second substrate, and a color filter may be provided on the pixel electrode or the common electrode.

  The two substrates of the liquid crystal cell used in the liquid crystal display device according to the present invention may be a flexible transparent material such as glass or plastic, and one of them may be an opaque material such as silicon. A transparent substrate having a transparent electrode layer can be obtained, for example, by sputtering indium tin oxide (ITO) on a transparent substrate such as a glass plate.

  The color filter can be produced, for example, by a pigment dispersion method, a printing method, an electrodeposition method, a dyeing method or the like. A method of producing a color filter by the pigment dispersion method will be described by way of example. A curable coloring composition for a color filter is applied on the transparent substrate, subjected to a patterning treatment, and cured by heating or light irradiation. By performing this process for each of three colors of red, green, and blue, it is possible to create a pixel portion for a color filter. In addition, on the substrate, a pixel electrode provided with an active element such as a TFT, a thin film diode, or a metal insulator metal specific resistance element may be provided.

  It is preferable that the first substrate and the second substrate be opposed so that the common electrode and the pixel electrode layer are inside.

  The distance between the first substrate and the second substrate may be adjusted via a spacer. At this time, it is preferable to adjust the thickness of the obtained light control layer to 1 to 100 μm. The thickness is more preferably 1.5 to 10 μm, and in the case of using a polarizing plate, it is preferable to adjust the product of the refractive index anisotropy Δn of the liquid crystal and the cell thickness d so as to maximize the contrast. When two polarizing plates are provided, the polarizing axis of each polarizing plate can be adjusted to adjust the viewing angle and contrast to be good. Furthermore, retardation films for widening the viewing angle can also be used. Examples of the spacer include glass particles, plastic particles, alumina particles, and photoresist materials. Thereafter, a sealing agent such as an epoxy-based thermosetting composition is screen-printed on the substrate in a form provided with a liquid crystal injection port, the substrates are adhered to each other, and the sealing agent is thermally cured.

  As a method of holding the liquid crystal composition between the two substrates, a normal vacuum injection method or an ODF method can be used.

  A second aspect of the present invention is a liquid crystal composition used for a liquid crystal display device having no alignment film on the surface of at least one of a pair of substrates, comprising a polymerizable compound having two or more biphenyl skeletons. It is a liquid crystal composition. When two or more kinds of polymerizable compounds having a biphenyl group are contained, a difference occurs in the reaction rate, so that unevenness in alignment, display failure and the like can be reduced.

  The polymerizable compound having a biphenyl skeleton is a concept including a terphenyl as long as it has a biphenyl skeleton in which two benzene rings are directly linked. Therefore, a polymerizable compound having two or more biphenyl skeletons means that two or more kinds of polymerizable compounds having a biphenyl skeleton in which two benzene rings are directly linked to each other exist.

  The polymerizable compound having a biphenyl group according to the present invention has the following formula (II-1):

(In the above general formula (II-1), R ²⁰¹ , R ²⁰² , R ²⁰³ , R ²⁰⁴ , R ²⁰⁵ , R ²⁰⁶ , R ²⁰⁷ , R ²⁰⁸ , R ²⁰⁹ , R ²¹⁰ , R ²¹⁰ , R ²¹¹ , R ²¹² , R ²¹³ and R ²¹⁴ are each independently, P ^{21 -S} 21 ^-, from a good carbon atoms 1 be substituted by a fluorine atom 18 alkyl group, an alkoxy group are replaced by fluorine atoms from a good carbon number of 18 And P ²¹ represents any of (R-I) to (R-IX) in the above general formula (I), and S ²¹ represents a single bond or a single bond or P ²¹ represents a halogen atom (fluorine atom) or a hydrogen atom. Represents an alkylene group having 1 to 15 carbon atoms, and one or more of —CH ₂ — in the alkylene group is —O—, —OCO— or —COO— such that oxygen atoms are not directly adjacent to each other Replaced by And n ²¹ represents 0, 1 or 2.).

In the above general formula (II-1), it is preferable to have one or more P ²¹ -S ^21- in one molecule of the compound represented by the general formula (II-1), and four or less P ²¹ -S ²¹ - preferably has a, ^P 21 ^{-S 21} existing in one molecule of the general formula (II) - the number of preferably 1 to 4, more preferably 1 to 3, the general The number of P ²¹ -S ^21- in the molecule of the compound represented by formula (II) is particularly preferably 2 or 3.

That is, the compound represented by the general formula (II-1) has two benzene rings (biphenyl structures), and at least one P ²¹ -S ^21- is contained in these two benzene rings. Thus, the compound represented by the general formula (II) exhibits the action and effect as a polymerizable compound.

In the case where one or more kinds of P ²¹ -S ²¹ -are contained in the above general formula (II-1), any one of R ²⁰¹ , R ²⁰² , R ²⁰⁴ , R ²⁰⁷ , R ^{209 and} R ^210. or two or more of ^P 21 ^{-S 21} - is ^{preferably, R 201} and ^{R 210} are ^P 21 ^{-S 21} - is more preferable.

In formula ^{(II-1), R 201} and ^{R 210} each ^{independently,} P 21 ^{-S 21} - is preferably, in this ^{case, R 201} and ^{R 210} identical ^P 21 ^{-S 21} - even, different ^P 21 ^{-S 21} - may be.

In the above general formula (II), R ²⁰¹ , R ²⁰² , R ²⁰³ , R ²⁰⁴ , R ²⁰⁵ , R ²⁰⁶ , R ²⁰⁷ , R ²⁰⁸ , R ²⁰⁹ , R ²¹⁰ , R ²¹¹ , R ²¹¹ , R ²¹² , R ²¹³ and R ²¹⁴ are independently, P ^{21 -S} 21 ^-, an alkyl group substituted by fluorine atoms from a good carbon atoms 1 also 18, substituted from a good carbon atoms 1 be 18 alkoxy groups with a fluorine atom, a fluorine atom Or a hydrogen atom, and in this case, the preferred carbon atom number of the alkyl group and the alkoxy group is 1 to 16, more preferably 1 to 10, and still more preferably 1 to 8, Still more preferably, it is 1 to 6, still more preferably 1 to 4, and particularly preferably 1 to 3. The alkyl group and the alkoxy group may be linear or branched, and linear is particularly preferable.

In the above general formula (II-1), R ²⁰¹ , R ²⁰² , R ²⁰³ , R ²⁰⁴ , R ²⁰⁵ , R ²⁰⁶ , R ²⁰⁷ , R ²⁰⁸ , R ²⁰⁹ , R ²¹⁰ , R ²¹¹ , R ²¹¹ , R ²¹² , R ²¹³ and R ²¹⁴ are each ^{independently,} P 21 ^{-S 21} -, alkyl group of one to three carbon atoms, alkoxy group having one to three carbon atoms, is preferably a fluorine atom or a hydrogen ^atom, P 21 ^{-S 21} -, A fluorine atom or a hydrogen atom is more preferable, and a fluorine atom or a hydrogen atom is more preferable.

In the above general formula (II-1), P ²¹ is preferably a formula (R-I), more preferably an acryl group or a methacryl group, and still more preferably a methacryl group.

In the above general formula (II-1), S ²¹ is preferably a single bond or an alkylene group having 1 to 3 carbon atoms, and more preferably a single bond.

In the above general formula (II-1), n ²¹ is preferably 0.

  The liquid crystal composition according to the present invention preferably contains 2 to 6 types of polymerizable compounds having a biphenyl group represented by the above general formula (II-1), and more preferably 2 to 5 types, It is further preferable to include 2 to 4 types, further preferably 2 to 3 types, and particularly preferably 2 types. If two or more of the biphenyl group-containing polymerizable compounds represented by the above general formula (II-1) having different chemical structures are included, a difference occurs in the reaction rate, so that uneven alignment, display defects, etc. can be reduced. it can.

  Moreover, you may use the compound represented by the said General formula (Ia) as one of the polymeric compounds which have 2 or more types of biphenyl skeletons.

  Examples of the polymerizable compound having a biphenyl skeleton that can be suitably used for the liquid crystal composition according to the present invention include polymerizable compounds represented by the above formula (XX-1) to general formula (XX-13), and the above formula RM-1 To RM-14 and Formulas I-1-1 to I-7-6.

  Therefore, in the liquid crystal composition according to the present invention, as a preferred embodiment of the polymerizable compound having two or more biphenyl skeletons, the polymerizability represented by the above formula (XX-1) to the general formula (XX-13) Two types selected from the group consisting of a compound, a polymerizable compound represented by the above formula RM-1 to RM-14, and a polymerizable compound represented by the formula I-1-1 to the formula I-7-6 .

  The total content of the polymerizable compounds having two or more biphenyl skeletons is 0.02 to 10% by mass, but the lower limit of the content is preferably 0.02% by mass, and preferably 0.03% by mass, 0.04 mass% is preferable, 0.05 mass% is preferable, 0.06 mass% is preferable, 0.07 mass% is preferable, 0.08 mass% is preferable, 0.09 mass% is preferable, 0. 1% by mass is preferable, 0.15% by mass is preferable, 0.2% by mass is preferable, 0.25% by mass is preferable, 0.3% by mass is preferable, 0.35% by mass is preferable, and 0.4% by mass % Is preferable, 0.5 mass% is preferable, 0.55 mass% is preferable, and 5 mass% and 4.5 mass% are preferable, and 4 mass% is preferable, and the upper limit of the content is 3.5 mass%. 3 mass% is preferable and 2.5 quality is preferable % Is preferable, 2% by mass is preferable, 1.5% by mass is preferable, 1% by mass is preferable, 0.95% by mass is preferable, 0.9% by mass is preferable, 0.85% by mass is preferable, and 0. 8 mass% is preferable, 0.75 mass% is preferable, 0.7 mass% is preferable, 0.65 mass% is preferable, 0.6 mass% is preferable, and 0.55 mass% is preferable.

  The liquid crystal composition according to the present invention preferably includes a spontaneous orientation monomer having a polar group and a chemical structure different from each of the polymerizable compounds having two or more types of biphenyl skeletons.

  As the spontaneous orientation monomer, the above-mentioned spontaneous monomers can be suitably used.

  Further, as a preferable embodiment of the liquid crystal composition according to the present invention, two or more kinds of the polymerizable compound having a biphenyl group represented by the above general formula (II-1) and one kind of the above-mentioned spontaneous orientation monomer And a compound group represented by general formula (N-1a) to (N-1g) and a compound represented by general formula (L) It is preferable to occupy 100% by mass.

According to a third aspect of the present invention, there are provided a first substrate and a second substrate disposed opposite to each other, a liquid crystal layer filled between the first substrate and the second substrate, and the first substrate. A plurality of gate bus lines and data bus lines arranged in a matrix, thin film transistors provided at intersections of the gate bus lines and the data bus lines, and pixel electrodes driven by the thin film transistors are provided for each pixel. A polymerizable compound having two or more biphenyl skeletons between an electrode layer, a common electrode formed on the first substrate or the second substrate, and the first substrate and the second substrate It is a liquid crystal display element which is not equipped with an alignment film on the surface of at least one substrate which has a cured resin component.
As a method of polymerizing the polymerizable compound or the polymerizable monomer and the spontaneous orientation monomer contained in the liquid crystal composition of the present invention, in order to obtain a good alignment performance of the liquid crystal, an appropriate polymerization rate is desirable. Preferred is a method in which polymerization is performed by irradiating an active energy ray such as an electron beam singly or in combination or sequentially. When ultraviolet light is used, a polarized light source may be used or a non-polarized light source may be used. In addition, when polymerization is carried out in a state where the liquid crystal composition is held between two substrates, at least the substrate on the irradiation surface side must be given appropriate transparency to active energy rays. Moreover, after polymerizing only a specific part using a mask at the time of light irradiation, the alignment state of the unpolymerized part is changed by changing conditions such as an electric field, a magnetic field or temperature, and irradiation of active energy rays is further performed. It is also possible to use a means of polymerization. In particular, when ultraviolet light exposure is performed, it is preferable to perform ultraviolet light exposure while applying an alternating electric field to the liquid crystal composition. The alternating electric field to be applied is preferably an alternating current having a frequency of 10 Hz to 10 kHz, more preferably a frequency of 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 liquid crystal display element of the PSVA mode, 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 of active energy rays such as ultraviolet rays or electron beams used when polymerizing the polymerizable compound contained in the liquid crystal composition of the present invention is not particularly limited. For example, in the case of applying the liquid crystal composition of the present invention to a liquid crystal display element provided with a substrate having an alignment film, it is preferable to be within a temperature range in which the liquid crystal state of the liquid crystal composition is maintained. It is preferred to polymerize at a temperature close to room temperature, i.e. typically 15 to 35 ° C.

  On the other hand, for example, when the liquid crystal composition of the present invention is applied to a liquid crystal display element provided with a substrate having no alignment film, it is applied to a liquid crystal display element provided with a substrate having the above alignment film The temperature range may be wider than the temperature range.

As a lamp that generates ultraviolet light, a metal halide lamp, a high pressure mercury lamp, an ultrahigh pressure mercury lamp, or the like can be used. Moreover, as a wavelength of the ultraviolet-ray to irradiate, it is preferable to irradiate the ultraviolet-ray of the wavelength range which is not an absorption wavelength range of a liquid crystal composition, and it is preferable to cut and use an ultraviolet-ray as needed. 0.1 mW / cm ^{2 to} 100 W / cm ² is preferable, and ² mW / cm ^{2 to} 50 W / cm ² is more preferable. The energy amount of the ultraviolet rays to be irradiated can be adjusted as appropriate, but is preferably 10 mJ / cm ² to 500 J / cm ^{2, and} more preferably 100 mJ / cm ² to 200 J / cm ² . When irradiating ultraviolet light, the intensity may be changed. The irradiation time of the ultraviolet light is appropriately selected depending on the intensity of the ultraviolet light to be irradiated, preferably 10 seconds to 3600 seconds, and more preferably 10 seconds to 600 seconds.

  The third of the present invention is a compound represented by the general formula (I).

(In the above general formula (I), R ¹⁰¹ , R ¹⁰² , R ¹⁰³ , R ¹⁰⁴ , R ¹⁰⁵ , R ¹⁰⁶ , R ¹⁰⁷ , R ¹⁰⁸ , R ¹⁰⁹ and R ¹¹⁰ are each independently P ¹¹ -S ¹¹ -Represents an alkyl group having 1 to 18 carbon atoms, an alkoxy group having 1 to 18 carbon atoms, a halogen atom or a hydrogen atom, and P ¹¹ is a group represented by the following formula (R-I) to a formula (R- Represents any of IX),

(In the above formulas (R-I) to (R-IX), R ²¹ , R ³¹ , R ⁴¹ , R ⁵¹ and R ⁶¹ are each independently a hydrogen atom, an alkyl group having 1 to 5 carbon atoms) And W is a single bond, -O- or a methylene group, T is a single bond or -COO-, and p, t and q are each independently 0, 1 or 2.)
S ¹¹ represents a single bond or an alkylene group having 1 to 15 carbon atoms, and one or more of —CH ₂ — in the alkylene group is —O—, such that oxygen atoms are not directly adjacent to each other -OCO- or -COO- may be substituted,
n ¹¹ represents 0, 1 or 2;
A ¹¹ is a group (a), a group (b) and a group (c) shown below:
(A) 1,4-cyclohexylene group (this is present in the group one -CH ₂ - or nonadjacent two or more -CH ₂ - may be replaced by -O-.)
(B) 1,4-phenylene group (one -CH = present in this group or two or more non-adjacent -CH = may be replaced by -N =) and (c) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6-diyl group or 1,2 , And one or more non-adjacent -CH = present in the 3,4-tetrahydronaphthalene-2,6-diyl group may be replaced by -N =).
Group (a), group (b) and group (c) are each independently an alkyl group having 1 to 12 carbon atoms, or 1 to 12 carbon atoms alkoxy group, a halogen, a cyano group, a nitro group, or ^P 11 ^{-S 11} - be substituted with good,
L ¹⁰ and ^{L 11} are each independently a single _{bond, -OCH 2 -, - CH 2} O -, - C 2 H 4 -, - OC 2 H 4 O -, - COO -, - OCO -, - ^{CH = CR a -COO -, -} CH = CR a -OCO -, - COO-CR a = CH -, - OCO-CR a = CH -, - (CH 2) z -COO -, - (CH 2) _{z -OCO -, - OCO- (CH} 2) z -, - COO- (CH 2) z -, - CH = CH -, - CF 2 O -, - OCF 2 - or -C≡C- (wherein And ^Ra each independently represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, and in the above formula, each z independently represents an integer of 1 to 4).
At least two or more P ¹¹ -S ^11- in one molecule of the general formula (I),
The alkyl group having 1 to 18 carbon atoms is contained in one molecule of the above general formula (I), and one or two non-adjacent two or more -CH ₂ -in the alkyl group are each independently- May be substituted by O-,
When a plurality of P ¹¹ , S ¹¹ , L ¹¹ and A ¹¹ exist, they may be the same or different. )
Preferred embodiments of the compound represented by the general formula (I) according to the present invention are as described above. The most preferable form of the compound represented by the general formula (I) according to the present invention is that, in the above general formula (I), A ¹¹ is an alkyl group having 1 to 12 carbon atoms, or 1 to 12 carbon atoms. an optionally substituted 1,4-phenylene group, - 12 alkoxy group, a halogen, a cyano group, a nitro group, or ^P 11 ^{-S 11}
L ¹⁰ and L ¹¹ are both single bonds,
^{R 101, R 102, R 103} , R 104, R 105, R 106, R 107 R 108, R 109 and ^{R 110} are each ^{independently,} P 11 ^{-S 11} -, straight of 1 to 10 carbon atoms Represents a linear alkyl group, a linear alkoxy group having 1 to 10 carbon atoms, a halogen atom or a hydrogen atom,
At least two or more P ¹¹ -S ^11- in one molecule of the polymerizable monomer represented by the above general formula (I),
An alkyl group having 1 to 10 carbon atoms in one molecule of the above general formula (I) (one or two or more non-adjacent -CH ₂ -in the alkyl group are each independently -O- At least one of which may be substituted),
n ¹¹ represents 0 or 1;
It is particularly preferable that P ¹¹ be the above formula (R-1) and S ¹¹ be a single bond or an alkylene group having 1 to 3 carbon atoms.

  Hereinafter, the synthesis of an example of the compound represented by the general formula (I) according to the present invention will be described.

Preparation of Compound Represented by General Formula (RM-3) Palladium-catalysed Suzuki coupling reaction of 4-bromo-2,6-dimethylphenol with 4-bromo-2,6-dimethylphenol was carried out (S -1) is obtained. Subsequently, deacetalization is performed, and the target product (RM-3) can be obtained by the esterification reaction with methacrylic acid.

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

Synthesis Example 1
"Method of synthesizing RM-3"
In a reaction vessel equipped with a stirrer, a condenser, and a dropping funnel, 20 g of 4-bromo-2,6-dimethylphenol, 100 ml of a 2 mol / l aqueous potassium carbonate solution, dichlorobis [di-t-butyl (p-dimethylaminophenol) phosphino] 3.5 g of palladium and 100 ml of THF were charged and stirred at 50 ° C. 100 ml of a THF solution of 24 g of 4-benzyloxyphenylboronic acid was slowly added dropwise. The reaction was allowed to proceed at 50 ° C. for 5 hours. After completion of the reaction, the reaction solution is cooled, 200 ml of ethyl acetate is added, the organic layer is washed with water and saturated brine, the solvent is distilled off, and purification with a silica gel column and recrystallization with hexane / ethyl acetate are carried out. 26 g of benzyloxy-3,5-dimethyl-4-biphenol were obtained.

  The autoclave was charged with 18 g of 4'-benzyloxy-3,5-dimethyl-4-biphenol, 0.9 g of 5% palladium carbon, and 100 ml of THF, and stirred at 50 DEG C. for 3 hours under a hydrogen pressure of 0.5 MPa. After the reaction, the reaction solution was filtered through cellulose and further washed with THF. The filtrate was concentrated, purified through a silica gel column, and dispersed and washed with hexane to obtain 13 g of the target compound 4,4'-dihydroxy-3,5-biphenyl. .

  Furthermore, 8 g (37 mmol) of 4,4'-dihydroxy-3,5-biphenyl synthesized, 7.1 g (82 mmol) of methacrylic acid, and dimethylaminopyridine 0 were added to a reaction vessel equipped with a stirrer, a condenser and a thermometer. .23 g and 160 ml of dichloromethane were charged, and the reaction vessel was kept at 5 ° C. or less with an ice bath, and 11 g (90 mmol) of diisopropylcarbodiimide was slowly dropped. After the addition was completed, the reaction vessel was returned to room temperature and allowed to react for 11 hours. The reaction solution was filtered, then 150 ml of dichloromethane was added to the filtrate, and the mixture was washed with a 5% aqueous hydrochloric acid solution, and further washed with saturated brine, and the organic layer was dried over anhydrous sodium sulfate. After distilling off the solvent, purification was carried out by column chromatography using silica gel to obtain 11 g of the objective compound represented by the formula (RM-3).

The physical property values ( ¹ H-NMR, ¹³ C-NMR and melting point) of the obtained compound are as follows. Physical properties: ¹ H-NMR (solvent: deuterated chloroform): δ: 7.57 to 7.54 (m, 2 H), 7.26 (s, 2 H), 7.19 to 7.15 (m, 2 H), 6.39 (d, 2 H), 5. 76 (dq, 2 H), 2.21 (s, 6 H), 2.11 (d, 3 H), 2.07 (d, 3 H)
¹³ C-NMR (solvent: heavy chloroform): δ 165.8, 165.1, 150.2, 147.8, 138.4, 138.0, 135.8, 135.5, 130.5, 130. 5, 128.0, 128.0, 127.3, 127.3, 127.2, 127.1, 121.7, 18.4, 18.3, 16.4, 16.4
Melting point: 111 ° C
(Composition example 2)
"Method of synthesizing RM-4"
In a reaction vessel equipped with a stirrer, condenser, and dropping funnel, 10 g of 4-bromo-3,5-dimethylphenol, 50 ml of 2 mol / l aqueous potassium carbonate solution, dichlorobis [di-t-butyl (p-dimethylaminophenol) phosphino] 1.8 g of palladium and 50 ml of THF were charged and stirred at 50 ° C. 36 ml of a THF solution of 12 g of 4-benzyloxyphenylboronic acid was slowly added dropwise. The reaction was allowed to proceed at 50 ° C. for 4 hours. After completion of the reaction, the reaction solution is cooled, 50 ml of ethyl acetate is added, the organic layer is washed with water and saturated brine, the solvent is distilled off, purification by silica gel column and washing with hexane / ethyl acetate are carried out. 13 g of benzyloxy-2,6-dimethyl-4-biphenol were obtained.

  The autoclave was added with 11 g of 4'-benzyloxy-2,6-dimethyl-4-biphenol, 0.6 g of 5% palladium carbon and 100 ml of THF, and stirred at 50 ° C. for 3 hours under a hydrogen pressure of 0.5 MPa. After the reaction, the reaction solution was filtered through cellulose and further washed with THF. The filtrate was concentrated, purified through a silica gel column, and dispersed and washed with hexane to obtain 7 g of the target compound 4,4'-dihydroxy-2,6-biphenyl. .

  Furthermore, 7 g (32 millimoles) of 4,4'-dihydroxy-2,6-biphenyl, 6.0 g (70 millimoles) of methacrylic acid, 0.2 g of dimethylaminopyridine in a reaction vessel equipped with a stirrer, a condenser and a thermometer. 140 ml of dichloromethane was charged, the reaction vessel was kept at 5 ° C. or less with an ice-cold bath, and 50 ml of THF in which 9.6 g (76 mmol) of diisopropylcarbodiimide was dissolved was slowly dropped. After completion of the dropwise addition, the reaction vessel was returned to room temperature and allowed to react for 15 hours. After filtering the reaction solution, 120 ml of dichloromethane was added to the filtrate, and the mixture was washed with a 5% aqueous hydrochloric acid solution, and further washed with saturated brine, and the organic layer was dried over anhydrous sodium sulfate. After distilling off the solvent, purification was carried out by column chromatography using amino silica gel, followed by dispersion washing with methanol. After precipitation at -20.degree. C., the precipitate was collected by filtration and vacuum dried to obtain 11 g of the objective compound represented by the formula (RM-4).

The physical property values ( ¹ H-NMR, ¹³ C-NMR and melting point) of the obtained compound are as follows. Physical properties: ¹ H-NMR (solvent: heavy chloroform): δ 7.64 to 7.54 (m, 4 H), 7.26 (s, 2 H), 6.75 (d, 2 H), 6. 15 (dq, 2 H), 2.48-2.46 (m, 6 H), 2.43 (s, 6 H)
¹³ C-NMR (solvent: deuterated chloroform): δ 166.4, 166.1, 150.1, 149.9, 138.8, 138.1, 136.3, 136.2, 130.5, 130.5 , 128.4, 128.4, 127.5, 127.4, 122.2, 121.9, 120.4, 120.4, 21.3, 21.2, 18.7, 18.7
Melting point: 89 ° C
(Composition example 3)
"Method of synthesizing RM-7"
In a reaction vessel equipped with a stirrer, a condenser and a thermometer under a nitrogen atmosphere, 25 g of 1-benzyloxy-2-bromobenzene, 10 g of triethylamine, 13 g of 1-trimethylsilyl-1-propyne, and 250 ml of N, N-dimethylformamide The reaction vessel was heated to 70.degree. C. and stirred for 7 hours. After allowing to cool, water and toluene are added for liquid separation, the aqueous layer is extracted with toluene, and the combined organic layer is washed with water and saturated brine. After adding anhydrous sodium sulfate and drying, the organic solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography to obtain 18 g of the objective compound represented by the following chemical formula.

  In an autoclave, 18 g of the previously synthesized compound, 0.5 g of 5% palladium carbon, and 60 ml of THF were added, and the mixture was stirred at 40 ° C. for 5 hours under a hydrogen pressure of 0.5 MPa. After the reaction, the reaction solution was filtered through cellulose and further washed with THF. The filtrate was concentrated and purified through a silica gel column to obtain 16 g of the objective compound represented by the following chemical formula.

  In a reaction vessel equipped with a stirrer, condenser and thermometer, 16 g of 1-benzyloxy-2-propylbenzene and 100 ml of acetonitrile were charged, 12.5 g of N-bromosuccinimide was added at 0 ° C., and the mixture was stirred at room temperature for 4 hours . The reaction mixture was concentrated under reduced pressure, hexane was added, and the precipitate was filtered. The filtrate was washed with water and saturated brine and then dried over anhydrous sodium sulfate. The solvent was concentrated under reduced pressure to obtain 18 g of the objective compound represented by the following chemical formula.

  In a reaction vessel equipped with a stirrer, a condenser and a dropping funnel, 17 g of 4-bromo-1-benzyloxy-2-propylbenzene, 60 ml of a 2 mol / l aqueous potassium carbonate solution, 0.8 g of tetrakistriphenylphosphine palladium, and 60 ml of ethanol are charged. The mixture was stirred at 50 ° C. A 20 ml THF solution of 9 g of 4-hydroxyphenylboronic acid was slowly added dropwise. The reaction was allowed to proceed at 50 ° C. for 6 hours. After completion of the reaction, the reaction solution is cooled, 100 ml of ethyl acetate is added, the organic layer is washed with water and saturated brine, the solvent is distilled off, purification with a silica gel column and crystallization with hexane are carried out. 13 g of the target compound was obtained.

  In an autoclave, 12 g of the previously synthesized compound, 0.6 g of 5% palladium carbon, and 80 ml of THF were added, and the mixture was stirred at 50 ° C. for 4 hours under a hydrogen pressure of 0.5 MPa. After the reaction, the reaction solution was filtered through cellulose and further washed with THF. The filtrate was concentrated and purified through a silica gel column to obtain 11 g of the objective compound represented by the following chemical formula.

  Further, 10 g (43 mmol) of the previously synthesized compound, 7.7 g (90 mmol) of methacrylic acid, 0.2 g of dimethylaminopyridine and 100 ml of dichloromethane are charged into a reaction vessel equipped with a stirrer, a condenser and a thermometer. The reaction vessel was maintained at 5 ° C. or less with a cold bath, and 50 ml of THF in which 11.6 g (91 mmol) of diisopropylcarbodiimide was dissolved was slowly dropped. After completion of the addition, the reaction vessel was returned to room temperature and allowed to react for 10 hours. The reaction solution was filtered, and then 100 ml of dichloromethane was added to the filtrate, and the mixture was washed with a 5% aqueous hydrochloric acid solution, and further washed with saturated brine, and the organic layer was dried over anhydrous sodium sulfate. After distilling off the solvent, purification was carried out by column chromatography using amino silica gel, followed by dispersion washing with methanol. The mixture was allowed to stand at -20.degree. C., filtered and vacuum dried to obtain 11 g of the objective compound represented by the formula (RM-7).

The physical property values ( ¹ H-NMR, ¹³ C-NMR and melting point) of the obtained compound are as follows. Physical properties: ¹ H-NMR (solvent: deuterated chloroform): δ 7.70 to 7.58 (m, 4 H), 7.34 (d, 1 H), 7.18 (d, 2 H), 6.55 (D, 2 H), 6.15 (d, 2 H), 2.46 (t, 2 H), 2.18 (s, 6 H), 1. 66 (m, 2 H), 0.96 ( t, 3H)
¹³ C-NMR (solvent: deuterated chloroform): δ 166.2, 166.1, 150.2, 146.9, 138.0, 137.6, 136.0, 135.7, 132.5, 128.0 , 128.0, 127.8, 127.8, 122.1, 121.9, 121.8, 120.7, 120.6, 32.6, 24.1, 18.1, 18.0, 12 .8
Melting point: 119 ° C
(Composition example 4)
"Method of synthesizing RM-18"
In a reaction vessel equipped with a stirrer, a cooler and a thermometer under a nitrogen atmosphere, 30 g of 1-benzyloxy-2,6-dibromobenzene, 10 g of triethylamine, 25 g of 1-trimethylsilyl-1-propyne, and N, N-dimethyl After 300 ml of formamide was charged and 2 g of tetrakistriphenylphosphine palladium was added at room temperature as a catalyst, the reaction vessel was heated to 70 ° C. and stirred for 8 hours. After allowing to cool, water and toluene are added for liquid separation, the aqueous layer is extracted with toluene, and the combined organic layer is washed with water and saturated brine. After adding anhydrous sodium sulfate and drying, the organic solvent was distilled off under reduced pressure, and the residue was purified by silica gel column chromatography to obtain 20 g of the objective compound.

In an autoclave, 20 g of the previously synthesized compound, 0.6 g of 5% palladium carbon and 100 ml of THF were added, and the mixture was stirred at 50 ° C. for 5 hours under a hydrogen pressure of 0.5 MPa. After the reaction, the reaction solution was filtered through cellulose and further washed with THF. The filtrate was concentrated and purified through a silica gel column to obtain 18 g of the objective compound represented by the following chemical formula.

  In a reaction vessel equipped with a stirrer, condenser and thermometer, 16 g of 1-benzyloxy-2,6-dipropylbenzene and 100 ml of acetonitrile are charged, 12 g of N-bromosuccinimide is added at 0 ° C., and stirring is carried out at room temperature for 6 hours did. The reaction mixture was concentrated under reduced pressure, hexane was added, and the precipitate was filtered. The filtrate was washed with water and saturated brine and then dried over anhydrous sodium sulfate. The solvent was concentrated under reduced pressure to obtain 18 g of the objective compound represented by the following chemical formula.

  In a reaction vessel equipped with a stirrer, a condenser, and a dropping funnel, 16 g of 4-bromo-1-benzyloxy-3,5-dipropylbenzene, 60 ml of a 2 mol / l aqueous potassium carbonate solution, 1.0 g of tetrakistriphenylphosphine palladium, ethanol 50 ml was charged and it stirred at 50 degreeC. 30 ml of a THF solution of 12 g of 4-hydroxyphenylboronic acid was slowly added dropwise. The reaction was allowed to proceed at 60 ° C. for 10 hours. After completion of the reaction, the reaction solution is cooled, 100 ml of ethyl acetate is added, the organic layer is washed with water and saturated brine, the solvent is distilled off, purification with a silica gel column and crystallization with hexane are carried out. 12 g of the target compound was obtained.

  11 g of the previously synthesized compound, 0.6 g of 5% palladium carbon, and 50 ml of THF were added to an autoclave and stirred at 50 ° C. for 5 hours under a hydrogen pressure of 0.5 MPa. After the reaction, the reaction solution was filtered through cellulose and further washed with THF. The filtrate was concentrated and purified through a silica gel column to obtain 7.5 g of the objective compound represented by the following chemical formula.

  Further, 7 g (25 mmol) of the compound represented above, 4.7 g (54 mmol) of methacrylic acid, 0.2 g of dimethylaminopyridine and 100 ml of dichloromethane are charged in a reaction vessel equipped with a stirrer, a condenser and a thermometer. The reaction vessel was maintained at 5 ° C. or less with an ice bath, and 50 ml of THF in which 7 g (55 mmol) of diisopropylcarbodiimide was dissolved was slowly dropped. After completion of the dropwise addition, the reaction vessel was returned to room temperature and allowed to react for 15 hours. The reaction solution was filtered, and then 100 ml of dichloromethane was added to the filtrate, and the mixture was washed with a 5% aqueous hydrochloric acid solution, and further washed with saturated brine, and the organic layer was dried over anhydrous sodium sulfate. After distilling off the solvent, purification was carried out by column chromatography using amino silica gel, followed by dispersion washing with methanol. After precipitation at −20 ° C., the precipitate was collected by filtration and vacuum dried to obtain 8 g of the objective compound represented by the following formula (RM-18).

The physical property values ( ¹ H-NMR, ¹³ C-NMR and melting point) of the obtained compound are as follows. Physical properties: ( ¹ H-NMR (solvent: deuterated chloroform): δ 7.64-7.54 (m, 4 H), 7.26 (s, 2 H), 6.75 (d, 2 H), 6 .15 (dq, 2 H), 2.48-2.46 (t, 4 H), 2.23 (s, 6 H), 1.64 (m, 4 H), 0.96 (t, 6 H)
¹³ C-NMR (solvent: deuterated chloroform): δ 166.4, 166.0, 150.2, 146.8, 138.4, 137.6, 136.0, 135.8, 132.5, 132.5 , 128.0, 128.0, 127.8, 127.8, 122.1, 121.9, 120.7, 120.6, 32.8, 32.8, 24.3, 24.2, 17 .9, 17.9, 12.8, 12.8
Melting point: 125 ° C
The characteristics measured in the examples are as follows.

T _ni : Nematic phase-isotropic liquid phase transition temperature (° C.)
Δn: refractive index anisotropy at 20 ° C. :: viscosity at 20 ° C. (mPa · s)
γ ₁ : rotational viscosity (mPa · s) at 20 ° C
Δε: dielectric anisotropy at 20 ° C. K ₃₃ : elastic constant K _{33 at} 20 ° C. (pN)
<Ring structure>

  <Side chain structure>

(However, n in the table is a natural number.)
<Connected structure>

(However, n in the table is a natural number.)
The evaluations of “low temperature storage stability”, “vertical alignment”, “pretilt angle formation” and “response characteristics” in the present example and the comparative example were performed by the following methods.

(Evaluation test of low temperature storage stability)
The liquid crystal composition was filtered with a membrane filter (manufactured by Agilent Technologies, PTFE 13 m-0.2 μm), and allowed to stand for 15 minutes under vacuum reduced pressure conditions to remove dissolved air. This was washed with acetone and weighed 0.5 g in a fully dried vial, and allowed to stand in an environment of -25 ° C for 10 days. Then, the presence or absence of precipitation was observed visually and it determined in the following two steps.

  A: Precipitation can not be confirmed.

  B: precipitate after 1 week.

  D: Precipitation can be confirmed.

(Evaluation test of vertical orientation)
It is driven by a first substrate (common electrode substrate) having a transparent electrode layer consisting of a transparent common electrode patterned on an insulating layer and not having an alignment film provided with a color filter layer, and an active element A second substrate (pixel electrode substrate) not having an alignment film having a pixel electrode layer having a transparent pixel electrode was produced. The liquid crystal composition was dropped on the first substrate and sandwiched between the second substrate, and the sealing material was cured under normal pressure at 110 ° C. for 2 hours to obtain a liquid crystal cell with a cell gap of 3.2 μm. At this time, the vertical alignment property and alignment unevenness such as dripping marks were observed using a polarization microscope, and evaluated in the following four steps.

A: Uniform vertical alignment uniformly over the entire surface B: Acceptable level with slight alignment defects C: Acceptable level with alignment defects D: Significant deterioration in alignment defects (Evaluation test of pretilt angle formation)
The pretilt angle in the initial state of the liquid crystal cell used in the above (evaluation test of vertical alignment) was measured using Syntech OPTIPRO.

(Evaluation test of response characteristics)
The cell gap of 3.2 μm used in the above (evaluation test of formation of pretilt angle) was further irradiated for 60 minutes with a UV fluorescent lamp manufactured by Toshiba Lightech Co. (illuminance at 313 nm: 1.7 mW / cm ² ). The response speed was measured for the cells obtained by this. The response speed was measured at a Voff at 6 V using a DAM 703 manufactured by AUTRONIC-MELCHERS under a temperature condition of 25 ° C.

(Preparation and Evaluation of Liquid Crystal Composition)
A liquid crystal composition was prepared at a mixing ratio with the compound obtained in the above synthesis example or the compound as shown below, and the composition was designated LC-1. The composition of the liquid crystal composition and the results of physical properties are shown below.

The nematic phase-isotropic liquid phase transition temperature (T _NI ) of LC-1 is 75 ° C., the solid phase-nematic phase transition temperature (T _CN ) is -33 ° C., and the refractive index anisotropy (Δn) is 0.11. The dielectric anisotropy (Δε) was −2.8, and the rotational viscosity (γ ₁ ) was 98 mPa · s. The refractive index anisotropy (Δn), the dielectric anisotropy (Δε), and the rotational viscosity (γ1) are all measurement results at 25 ° C. (the same applies hereinafter).

(Comparative Examples 1 to 4)
Polymerization in which 1.0 part by mass of the following spontaneous orientation monomer (P-1) and 0.3 part by mass of a compound represented by the formula (RM-R1) were added, based on 100 parts by mass of LC-1 A liquid crystal composition containing a light emitting compound is referred to as Comparative Example 1.

  Polymerization in which 1.0 part by mass of a spontaneous orientation monomer (P-1) and 0.3 parts by mass of a compound represented by the formula (RM-R2) are added to 100 parts by mass of the liquid crystal composition LC-1 A liquid crystal composition containing a light emitting compound is referred to as Comparative Example 2.

  Polymerization in which 1.0 part by mass of the spontaneously orienting monomer (P-1) and 0.6 parts by mass of the compound represented by the formula (RM-R2) are added to 100 parts by mass of the liquid crystal composition LC-1 The liquid crystal composition containing the light emitting compound is referred to as Comparative Example 3.

  Polymerization in which 1.0 part by mass of the spontaneously orienting monomer (P-1) and 0.9 parts by mass of a compound represented by the formula (RM-R2) were added to 100 parts by mass of the liquid crystal composition LC-1 The liquid crystal composition containing the light emitting compound is referred to as Comparative Example 4.

  The results of the vertical alignment test of the polymerizable compounds after ultraviolet irradiation in Comparative Examples 1 to 4 are as shown in Table 2.

(Examples 1 to 111)
Other than the spontaneous orientation monomers (P-2) to (P-35) and the polymerizable monomers (RM-1) to (RM-15) shown below were added to LC-1 in the amounts shown in Table 3 below, respectively In the same manner as in Comparative Example 1, a liquid crystal composition was prepared.

  With regard to the low-temperature storage stability of Examples 1 to 111, precipitation starts to occur in about one week in the polymerizable monomer having a long chain alkyl group. In addition, the short chain alkyl or alkoxy group-containing polymerizable compound had good solubility and low temperature storage stability. In addition, the cell in which the liquid crystal composition containing the vertical alignment assistant and the polymerizable monomer was sealed was set in a polarization microscope in which the polarizer and the analyzer were disposed orthogonal to each other, and the transmitted light was observed. If the liquid crystal molecules are vertically aligned, light can not be transmitted by the action of the polarizing plate, and the cell is displayed black. When the above samples were evaluated by this test method, it was confirmed that alignment unevenness did not occur in all the samples, and uniform vertical alignment was exhibited. The evaluation results of representative orientation tests are shown in FIG. 1 and FIG. FIG. 1 is a photograph under cross nicol of the cell injected with the liquid crystal of Comparative Example 2 and FIG. The white-appearing part in the cell peripheral part of FIG. 1 is not vertically oriented, but is a part which is obliquely or horizontally oriented, and shows uneven alignment. Many white spots are seen in FIG. 1, and many regions which are not vertically oriented are present. In addition, a domain divided into four is seen in the cell. This is a dripping nonuniformity, and when the liquid crystal composition is dripped and spreads when the compositions intersect, it is a nonuniformity which can not be uniformly mixed, and this is also a kind of defect. However, in FIG. 2, almost no white line is seen, and black is uniformly shown. In FIG. 1 and FIG. 2, the white straight line which is partially visible is not an uneven alignment but a scratch on a physical glass, so it is not an uneven alignment. Therefore, this indicates that the liquid crystal is vertically aligned in one plane, and it is confirmed that the liquid crystal molecules are vertically aligned by appropriately combining the vertical alignment assistant (spontaneous alignment monomer) shown above and the polymerizable monomer. It was done.

  Moreover, when the pretilt angle which arises by superposition | polymerization by ultraviolet light irradiation was evaluated, it confirmed that the suitable tilt angle was provided in all the samples. It was confirmed that the liquid crystal display element using these has a sufficiently fast response since a sufficient pretilt angle is given.

  Moreover, when producing a liquid crystal cell by the composition containing RM-2 to RM-4 which are used by Example 2-4 etc. as a polymerizable monomer, developability (wet spread) was favorable.

(Examples 112 to 129)
100 parts by mass of the liquid crystal composition LC-1, 1.0 parts by mass of the spontaneously orienting monomer (P-1), 0.3 parts by mass of the compound represented by the formula (RM-R2), and A liquid crystal composition containing a polymerizable monomer in which 0.5 parts by mass of a compound represented by RM-1) was added was taken as Example 112.

  100 parts by mass of the liquid crystal composition LC-1, 1.0 parts by mass of the spontaneously orienting monomer (P-1), 0.3 parts by mass of the compound represented by the formula (RM-R2), and A liquid crystal composition containing a polymerizable monomer to which 1.0 part by mass of a compound represented by RM-2) is added is taken as Example 113.

  100 parts by mass of the liquid crystal composition LC-1, 1.0 parts by mass of the spontaneously orienting monomer (P-5), 0.3 parts by mass of the compound represented by the formula (RM-R2), and A liquid crystal composition containing a polymerizable monomer obtained by adding 0.3 parts by mass of a compound represented by RM-3) was prepared as Example 114.

  100 parts by mass of the liquid crystal composition LC-1, 1.0 parts by mass of the spontaneously orienting monomer (P-5), 0.3 parts by mass of the compound represented by the formula (RM-R2), and A liquid crystal composition containing a polymerizable monomer to which 0.6 parts by mass of a compound represented by RM-3) is added is taken as Example 115.

  100 parts by mass of the liquid crystal composition LC-1, 1.0 parts by mass of the spontaneously orienting monomer (P-6), 0.3 parts by mass of the compound represented by the formula (RM-R2), and A liquid crystal composition containing a polymerizable monomer obtained by adding 0.5 parts by mass of a compound represented by RM-3) was set as Example 116.

  100 parts by mass of the liquid crystal composition LC-1, 1.0 parts by mass of the spontaneously orienting monomer (P-6), 0.3 parts by mass of the compound represented by the formula (RM-R2), and A liquid crystal composition containing a polymerizable monomer to which 1.0 part by mass of a compound represented by RM-3) is added is taken as Example 117.

  100 parts by mass of the liquid crystal composition LC-1, 1.0 parts by mass of the spontaneously orienting monomer (P-6), 0.3 parts by mass of the compound represented by the formula (RM-R2), and A liquid crystal composition containing a polymerizable monomer to which 0.3 part by mass of a compound represented by RM-4) is added is taken as Example 118.

  100 parts by mass of the liquid crystal composition LC-1, 1.0 parts by mass of the spontaneously orienting monomer (P-6), 0.3 parts by mass of the compound represented by the formula (RM-R2), and A liquid crystal composition containing a polymerizable monomer to which 0.6 parts by mass of a compound represented by RM-4) is added is taken as Example 119.

  100 parts by mass of the liquid crystal composition LC-1, 1.0 parts by mass of the spontaneously orienting monomer (P-13), 0.3 parts by mass of the compound represented by the formula (RM-R2), and A liquid crystal composition containing a polymerizable monomer to which 0.3 part by mass of a compound represented by RM-7) is added is taken as Example 120.

  100 parts by mass of the liquid crystal composition LC-1, 1.0 parts by mass of the spontaneously orienting monomer (P-13), 0.3 parts by mass of the compound represented by the formula (RM-R2), and A liquid crystal composition containing a polymerizable monomer in which 0.6 parts by mass of a compound represented by RM-7) was added was taken as Example 121.

  100 parts by mass of the liquid crystal composition LC-1, 1.0 parts by mass of the spontaneously orienting monomer (P-14), 0.3 parts by mass of the compound represented by the formula (RM-R2), and A liquid crystal composition containing a polymerizable monomer to which 0.5 parts by mass of a compound represented by RM-8) is added is taken as Example 122.

  100 parts by mass of the liquid crystal composition LC-1, 1.0 parts by mass of the spontaneously orienting monomer (P-14), 0.3 parts by mass of the compound represented by the formula (RM-R2), and A liquid crystal composition containing a polymerizable monomer to which 1.0 part by mass of a compound represented by RM-8) is added is taken as Example 123.

  100 parts by mass of the liquid crystal composition LC-1, 0.5 parts by mass of the spontaneous alignment monomer (P-1), 1.0 parts by mass of the spontaneous alignment monomer (P-5), and the formula (RM-) A liquid crystal composition containing a polymerizable monomer obtained by adding 0.3 parts by mass of a compound represented by R2) and 0.3 parts by mass of a compound represented by Formula (RM-4) is set as Example 124.

  100 parts by mass of the liquid crystal composition LC-1, 0.5 parts by mass of the spontaneous alignment monomer (P-5), 1.2 parts by mass of the spontaneous alignment monomer (P-6), the formula (RM- A liquid crystal composition containing a polymerizable monomer obtained by adding 0.3 parts by mass of a compound represented by R2) and 1.0 parts by mass of a compound represented by formula (RM-3) is set as Example 125.

  100 parts by mass of the liquid crystal composition LC-1, 1.0 parts by mass of the spontaneous alignment monomer (P-5), and 0.5 parts by mass of the spontaneous alignment monomer (P-8); A liquid crystal composition containing a polymerizable monomer obtained by adding 0.3 parts by mass of a compound represented by R2) and 0.5 parts by mass of a compound represented by formula (RM-4) is set as Example 126.

  To 100 parts by mass of the liquid crystal composition LC-1, 0.8 parts by mass of the spontaneous alignment monomer (P-5), 0.2 parts by mass of the spontaneous alignment monomer (P-17), the formula (RM- A liquid crystal composition containing a polymerizable monomer obtained by adding 0.3 parts by mass of a compound represented by R2) and 1.0 parts by mass of a compound represented by formula (RM-4) is set as Example 127.

  100 parts by mass of the liquid crystal composition LC-1, 1.2 parts by mass of the spontaneously alignment monomer (P-6), 0.3 parts by mass of the spontaneously alignment monomer (P-13), and the formula (RM-) A liquid crystal composition containing a polymerizable monomer obtained by adding 0.3 parts by mass of a compound represented by R2) and 0.5 parts by mass of a compound represented by formula (RM-3) is set as Example 128.

  100 parts by mass of the liquid crystal composition LC-1, 1.0 parts by mass of the spontaneous alignment monomer (P-6), and 0.5 parts by mass of the spontaneous alignment monomer (P-19); A liquid crystal composition containing a polymerizable monomer obtained by adding 0.3 parts by mass of a compound represented by R2) and 0.6 parts by mass of a compound represented by formula (RM-3) is set as Example 129.

  100 parts by mass of the liquid crystal composition LC-1, 1.0 parts by mass of the spontaneous alignment monomer (P-6), and 0.3 parts by mass of the spontaneous alignment monomer (P-26); A liquid crystal composition containing a polymerizable monomer obtained by adding 0.3 parts by mass of a compound represented by R2) and 0.5 parts by mass of a compound represented by Formula (RM-4) is set as Example 130.

  100 parts by mass of the liquid crystal composition LC-1, 1.0 parts by mass of the spontaneous alignment monomer (P-6), and 0.5 parts by mass of the spontaneous alignment monomer (P-32); A liquid crystal composition containing a polymerizable monomer obtained by adding 0.3 parts by mass of a compound represented by R2) and 0.3 parts by mass of a compound represented by formula (RM-4) is set as Example 131.

  In Examples 112 to 123, the low temperature storage stability and the vertical alignment property were evaluated when one type of spontaneous orientation auxiliary and two types of polymerizable compounds (or polymerizable monomers) were used. It was also confirmed that low temperature storage stability and vertical alignment were improved by newly adding a polymerizable compound even when using a compound. When the solubility of the spontaneous alignment monomer in the liquid crystal is low, the concentration of one component can be lowered, and further, different spontaneous alignment monomers can be added to improve the vertical alignment. In Examples 124 to 131, it was confirmed that low temperature storage stability and vertical alignment are improved by mixing two types of spontaneously orienting monomers and two types of polymerizable compounds.

  Moreover, when producing a liquid crystal cell by the composition containing RM-2 to RM-4 which are used by Example 113-118 etc. as a polymerizable monomer, the developability (wet spread) was favorable.

(Examples 132 to 140)
Furthermore, it replaces with composition LC-1, the composition comprised with the compound and mixing ratio as shown below was prepared, and the prepared liquid crystal composition was set to LC-2 to LC-8.

  Spontaneous alignment monomers (P-5, P-6, P-J-23, P-K-5, P-K-6, or P-28) with respect to the liquid crystal compositions LC-2 to LC-8. P-35) and a polymerizable monomer (RM-2, RM-3 or RM-4) were mixed at an appropriate concentration, and the orientation test was evaluated in the same manner as described above. It confirmed that the sex improved.

Claims (14)

A polymerizable monomer represented by the following general formula (I):
A liquid crystal composition having a chemical orientation different from that of the polymerizable monomer represented by the general formula (I) and a spontaneously aligning monomer having a polar group.

(In the above general formula (I), R ¹⁰¹ , R ¹⁰² , R ¹⁰³ , R ¹⁰⁴ , R ¹⁰⁵ , R ¹⁰⁶ , R ¹⁰⁷ , R ¹⁰⁸ , R ¹⁰⁹ and R ¹¹⁰ are each independently P ¹¹ -S ¹¹ -Represents an alkyl group having 1 to 18 carbon atoms, an alkoxy group having 1 to 18 carbon atoms, a halogen atom or a hydrogen atom, and P ¹¹ is a group represented by the following formula (R-I) to a formula (R- Represents any of IX),

(In the above formulas (R-I) to (R-IX), R ²¹ , R ³¹ , R ⁴¹ , R ⁵¹ and R ⁶¹ are each independently a hydrogen atom, an alkyl group having 1 to 5 carbon atoms) And W is a single bond, -O- or a methylene group, T is a single bond or -COO-, and p, t and q are each independently 0, 1 or 2.)
S ¹¹ represents a single bond or an alkylene group having 1 to 15 carbon atoms, and one or more of —CH ₂ — in the alkylene group is —O—, such that oxygen atoms are not directly adjacent to each other -OCO- or -COO- may be substituted,
n ¹¹ represents 0, 1 or 2;
A ¹¹ is a group (a), a group (b) and a group (c) shown below:
(A) 1,4-cyclohexylene group (this is present in the group one -CH ₂ - or nonadjacent two or more -CH ₂ - may be replaced by -O-.)
(B) 1,4-phenylene group (one -CH = present in this group or two or more non-adjacent -CH = may be replaced by -N =) and (c) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6-diyl group or 1,2 , And one or more non-adjacent -CH = present in the 3,4-tetrahydronaphthalene-2,6-diyl group may be replaced by -N =).
Group (a), group (b) and group (c) are each independently an alkyl group having 1 to 12 carbon atoms, or 1 to 12 carbon atoms alkoxy group, a halogen, a cyano group, a nitro group, or ^P 11 ^{-S 11} - be substituted with good,
L ¹⁰ and ^{L 11} are each independently a single _{bond, -OCH 2 -, - CH 2} O -, - C 2 H 4 -, - OC 2 H 4 O -, - COO -, - OCO -, - ^{CH = CR a -COO -, -} CH = CR a -OCO -, - COO-CR a = CH -, - OCO-CR a = CH -, - (CH 2) z -COO -, - (CH 2) _{z -OCO -, - OCO- (CH} 2) z -, - COO- (CH 2) z -, - CH = CH -, - CF 2 O -, - OCF 2 - or -C≡C- (wherein And ^Ra each independently represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, and in the above formula, each z independently represents an integer of 1 to 4).
At least two or more P ¹¹ -S ^11- in one molecule of the general formula (I),
The alkyl group having 1 to 18 carbon atoms is contained in one molecule of the above general formula (I), and one or two non-adjacent two or more -CH ₂ -in the alkyl group are each independently- May be substituted by O-,
When a plurality of P ¹¹ , S ¹¹ , L ¹¹ and A ¹¹ exist, they may be the same or different. ) The liquid crystal composition according to claim 1, having two identical or different P ¹¹ -S ^11- in one molecule of the compound represented by the general formula (I). In the general formula (I), n ¹¹ is 0 or 1, the liquid crystal composition according to any one of claims 1 or 2. In the general formula ^{(I), L 10} and ^{L 11} is a single bond, the liquid crystal composition according to any one of claims 1 to 3. General Formulas (N-1), (N-2) and (N-3)

(Wherein, R ^N11 , R ^N12 , R ^N21 , R ^N22 , R ^N31 and R ^N32 each independently represent an alkyl group having 1 to 8 carbon atoms, and one or more non-adjacent ones in the alkyl group Two or more of -CH ₂ -may be each independently substituted by -CH = CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-,
A ^N11 , A ^N12 , A ^N21 , A ^N22 , A ^N31 and A ^N32 are each independently (a) 1,4-cyclohexylene group (one -CH _2- present in this group or adjacent thereto And two or more -CH _2- may be replaced by -O-.)
(B) 1,4-phenylene group (one -CH = present in this group or two or more non-adjacent -CH = may be replaced by -N =)
(C) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6-diyl group or One —CH = or two or more non-adjacent —CH = present in the 1,2,3,4-tetrahydronaphthalene-2,6-diyl group may be replaced by —N =. And d) represent a group selected from the group consisting of 1,4-cyclohexenylene groups, and the above groups (a), (b), (c) and (d) are each independently cyano It may be substituted by a group, a fluorine atom or a chlorine atom,
^{Z N11, Z N12, Z N21} , Z N22, Z N31 and ^{Z N32} are each independently a single _{bond, -CH 2 CH 2 -, -} (CH 2) 4 -, - OCH 2 -, - CH 2 O-, -COO-, -OCO-, -OCF _2- , -CF ₂ O-, -CH = N-N = N-CH-, -CH = CH-, -CF = CF- or -C≡C- Represent
X ^N21 represents a hydrogen atom or a fluorine atom,
T ^N31 represents -CH ₂ -or an oxygen atom,
n ^N11 , n ^N12 , n ^N21 , n ^N22 , n ^N31 and n ^N32 each independently represent an integer of 0 to 3, but n ^N11 + n ^N12 , n ^N21 + n ^N22 and n ^N31 + n ^N32 each represent an integer Independently, 1, 2 or 3 and when there are a plurality of A ^{N11 to} A ^N32 and Z ^{N11 to} Z ^N32 , they may be the same or different. The liquid crystal composition according to any one of claims 1 to 4, which contains one or two or more compounds selected from the compounds represented by). General formula (L)

(Wherein, R ^L1 and R ^L2 each independently represent an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent —CH ₂ — in the alkyl group are each independently And may be substituted by -CH = CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-,
n ^L1 represents 0, 1, 2 or 3;
A ^L1 , A ^L2 and A ^L3 are each independently (a) 1,4-cyclohexylene group (one -CH _2- present in this group or two or more non-adjacent -CH ₂ groups -May be replaced by -O-)
(B) 1,4-phenylene group (one -CH = present in this group or two or more non-adjacent -CH = may be replaced by -N =) and (c) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6-diyl group or 1,2 , And one or more non-adjacent -CH = present in the 3,4-tetrahydronaphthalene-2,6-diyl group may be replaced by -N =).
And the group (a), the group (b) and the group (c) may be each independently substituted with a cyano group, a fluorine atom or a chlorine atom,
Z ^L1 and ^{Z L2} are each independently a single _{bond, -CH 2 CH 2 -, -} (CH 2) 4 -, - OCH 2 -, - CH 2 O -, - COO -, - OCO -, - OCF _2- , -CF ₂ O-, -CH = N-N = CH-, -CH = CH-, -CF = CF- or -C≡C-
When n ^L1 is 2 or 3 and a plurality of A ^L2 is present, they may be the same or different, and when n ^L1 is 2 or 3 and a plurality of Z ^L2 is present, they may be May be the same or different, but the compounds represented by the general formula (N-1), the general formula (N-2) and the general formula (N-3) are excluded. The liquid crystal composition according to any one of claims 1 to 5, containing one or two or more compounds selected from the compounds represented by). The liquid crystal composition according to any one of claims 1 to 6, wherein the polar group is one or more selected from the group consisting of the following formulas (K-1) to (K-28): object.

(In the above formulas (K-1) to (K-23), R ^K1 and R ^K2 each independently represent a hydrogen atom or a linear or branched alkyl group having 1 to 5 carbon atoms or an alkyloxy group And R ^K3 represents a hydrogen atom or a linear or branched alkyl group of 1 to 20, and one or two or more non-adjacent -CH _2- in the alkyl group is -O-, -COO- or- And R ^K4 and R ^K5 each independently represent a hydrogen atom or an alkyl group having 1 to 8 carbon atoms;
W ^K1 is a methine group, ≡C—CH ₃ , ≡C—C ₂ H ₅ , ≡C—C ₃ H ₇ , ≡C—C ₄ H ₉ , ≡C—C ₅ H ₁₁ , ≡C—C ₆ Represents H ₁₃ or a nitrogen atom,
X ^K1 and X ^K2 each independently represent -CH _2- , an oxygen atom, -C (= O)-or a sulfur atom,
Y ^K1 , Y ^K2 and Y ^K3 each independently represent a methine group or a nitrogen atom,
Z ^K1 represents an oxygen atom or a sulfur atom, Z ^K2 represents a carbon atom or a silicon atom, Z ^K3 represents an oxygen atom, and Z ^K4 represents a single bond or a double bond. )

( ^Wherein , Y ⁱ¹ represents a linear or branched alkyl group having 3 to 20 carbon atoms, a halogenated alkyl group or a cyanated alkyl group, and at least two or more secondary carbons in these alkyl groups) The atom is substituted ^by- (C = X ⁱ¹ ) ^-and / ^or- (CH-CN)-, and the secondary carbon atom in the alkyl group is not directly adjacent to an oxygen atom -CH = It may be substituted by CH-, -C≡C-, -O-, -NH-, -COO- or -OCO-, and X ⁱ¹ represents an oxygen atom, a sulfur atom, NH or NR ^il ,
S ⁱ¹ and S ⁱ³ each independently represent an alkylene group having 1 to 6 carbon atoms or a single bond, and -CH _2- in the alkylene group is -CH = CH-,-so that oxygen atoms are not directly adjacent to each other. C≡C-, -C (= CH ₂ )-, -C (= CHR ^{i 3} )-, -C (= CR ^{i 3} ₂ )-, -O-, -NH-, -C = O-, -COO- Or -OCO- may be substituted,
S ⁱ² represents a carbon atom, a nitrogen atom or a silicon atom,
R ⁱ² represents a hydrogen atom or a linear or branched alkyl group having 1 to 20 carbon atoms, and the secondary carbon atom in these groups is —O—, —CH = CH so that oxygen atoms are not directly adjacent to each other -Or -C≡C- may be substituted,
P ⁱ¹ represents a polymerizable group,
Sp ⁱ¹ represents a spacer group or a single bond,
n ⁱ¹ represents an integer of ¹ to 3, and n ⁱ² and n ⁱ³ each independently represent an integer of 0 to 2, but when S ⁱ² represents a carbon atom or a silicon atom, n ⁱ¹ + n ⁱ² + n ⁱ³ is 3 When S ⁱ² represents a nitrogen atom, n ⁱ¹ + n ⁱ² + n ⁱ³ is 2. R ⁱ³ has the same meaning as ^{R i3} in the general formula (i), ^R i2 in the general formula ^{(K-24), X i1} , Y i1, S i1, S i3, P i1 and ^{Sp i1} multiple presence If they are, they may be identical or different. )

^(Wherein, S ^{i1, P} i1 and ^{Sp i1} is the general formula ^{(K-24) S i1,} P i1 and ^{Sp i1} in the same meanings, ^{respectively, R K21} is a straight-chain or 1 to 10 carbon atoms Represents a branched alkyl group, a halogenated alkyl group or a cyanated alkyl group, and at least two or more of the secondary carbon atoms in these alkyl groups are not directly adjacent to an oxygen atom -CH = CH-, -Cよ く C-, -O-, or -NH- may be substituted, and n ⁱ⁴ and n ^{i K 21} each independently represent 0 or 1.) A liquid crystal display device using the liquid crystal composition according to any one of claims 1 to 7. The liquid crystal display element for active matrix drive using the liquid crystal composition of any one of Claim 1 to 7. A liquid crystal display element for a PSA mode, a PSVA mode, a PS-IPS mode or a PS-FSS mode using the liquid crystal composition according to any one of claims 1 to 7. A liquid crystal composition for use in a liquid crystal display device having no alignment film on the surface of at least one of a pair of substrates,
Liquid crystal composition containing a polymerizable compound having two or more biphenyl skeletons. The liquid crystal composition according to claim 11, comprising a spontaneous alignment monomer having a chemical group different from each of the polymerizable compounds having two or more biphenyl skeletons and having a polar group. A first substrate and a second substrate disposed opposite to each other;
A liquid crystal layer filled between the first substrate and the second substrate;
A plurality of gate bus lines and data bus lines arranged in a matrix on the first substrate, a thin film transistor provided at an intersection of the gate bus line and the data bus line, and a pixel electrode driven by the thin film transistor An electrode layer having each
A common electrode formed on the first substrate or the second substrate;
A liquid crystal display having no alignment film on at least one of the substrate surfaces, comprising a resin component in which a polymerizable compound having two or more biphenyl skeletons is cured between the first substrate and the second substrate. element. The following general formula (I):

(In the above general formula (I), R ¹⁰¹ , R ¹⁰² , R ¹⁰³ , R ¹⁰⁴ , R ¹⁰⁵ , R ¹⁰⁶ , R ¹⁰⁷ , R ¹⁰⁸ , R ¹⁰⁹ and R ¹¹⁰ are each independently P ¹¹ -S ¹¹ -Represents an alkyl group having 1 to 18 carbon atoms, an alkoxy group having 1 to 18 carbon atoms, a halogen atom or a hydrogen atom, and P ¹¹ is a group represented by the following formula (R-I) to a formula (R- Represents any of IX),

(In the above formulas (R-I) to (R-IX), R ²¹ , R ³¹ , R ⁴¹ , R ⁵¹ and R ⁶¹ are each independently a hydrogen atom, an alkyl group having 1 to 5 carbon atoms) And W is a single bond, -O- or a methylene group, T is a single bond or -COO-, and p, t and q are each independently 0, 1 or 2.)
S ¹¹ represents a single bond or an alkylene group having 1 to 15 carbon atoms, and one or more of —CH ₂ — in the alkylene group is —O—, such that oxygen atoms are not directly adjacent to each other -OCO- or -COO- may be substituted,
n ¹¹ represents 0, 1 or 2;
A ¹¹ is a group (a), a group (b) and a group (c) shown below:
(A) 1,4-cyclohexylene group (this is present in the group one -CH ₂ - or nonadjacent two or more -CH ₂ - may be replaced by -O-.)
(B) 1,4-phenylene group (one -CH = present in this group or two or more non-adjacent -CH = may be replaced by -N =) and (c) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6-diyl group or 1,2 , And one or more non-adjacent -CH = present in the 3,4-tetrahydronaphthalene-2,6-diyl group may be replaced by -N =).
Group (a), group (b) and group (c) are each independently an alkyl group having 1 to 12 carbon atoms, or 1 to 12 carbon atoms alkoxy group, a halogen, a cyano group, a nitro group, or ^P 11 ^{-S 11} - be substituted with good,
L ¹⁰ and ^{L 11} are each independently a single _{bond, -OCH 2 -, - CH 2} O -, - C 2 H 4 -, - OC 2 H 4 O -, - COO -, - OCO -, - ^{CH = CR a -COO -, -} CH = CR a -OCO -, - COO-CR a = CH -, - OCO-CR a = CH -, - (CH 2) z -COO -, - (CH 2) _{z -OCO -, - OCO- (CH} 2) z -, - COO- (CH 2) z -, - CH = CH -, - CF 2 O -, - OCF 2 - or -C≡C- (wherein And ^Ra each independently represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, and in the above formula, each z independently represents an integer of 1 to 4).
At least two or more P ¹¹ -S ^11- in one molecule of the general formula (I),
The alkyl group having 1 to 18 carbon atoms is contained in one molecule of the above general formula (I), and one or two non-adjacent two or more -CH ₂ -in the alkyl group are each independently- May be substituted by O-,
When a plurality of P ¹¹ , S ¹¹ , L ¹¹ and A ¹¹ exist, they may be the same or different. A polymerizable monomer represented by).

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