JP2021102753A - Polymerizable compound-containing liquid crystal composition and liquid crystal display element - Google Patents

Abstract

To provide a polymerizable liquid crystal composition which can be polymerized sufficiently at high speed, allows tilt formation with weak or little UV light, and is useful for producing a liquid crystal display element with excellent reliability after a UV irradiation process; and a liquid crystal display element based on the same.SOLUTION: A polymerizable compound-containing liquid crystal composition contains one or more compounds represented by a general formula (i), and one or more polymerizable compounds, where a total content of the compounds represented by the general formula (i) is within a prescribed range.SELECTED DRAWING: None

Description

The present invention relates to a liquid crystal composition containing a polymerizable compound and a liquid crystal display device using the same. In addition, in this specification, a liquid crystal composition containing a polymerizable compound is referred to as a polymerizable compound-containing liquid crystal composition. Further, the polymerizable compound means a compound having a polymerizable group.

For example, a liquid crystal display element in PSA (Polymer Sustained Alignment) mode has a structure in which a polymer structure is formed in a cell in order to control a pretilt angle of liquid crystal molecules, and is a liquid crystal display element due to high-speed response and high contrast. It has been put into practical use as.

In the production of a liquid crystal display element in PSA mode, a liquid crystal composition containing a polymerizable compound is injected between substrates, and UV light is irradiated in a state where a voltage is applied to orient the liquid crystal molecules to polymerize the polymerizable compound. This is done by fixing the orientation of the liquid crystal molecules.

In recent years, high-definition pixels are required for PSA mode liquid crystal display elements such as 4K and 8K. For this reason, a considerable amount of UV light is cut by increasing the area of the wiring and the light-shielding portion, and in the same UV irradiation process as in the conventional case, the tilt formation is insufficient, and the polymerizable compound is not sufficiently polymerized. Problems such as the remaining of many polymerizable compounds occur. In addition, this causes afterimages due to deterioration of response speed and orientation, and display defects such as burn-in (IS) that occurs when the remaining polymerizable compound gradually polymerizes during driving and the tilt changes. It has been confirmed.

From the above, in a high-definition PSA mode liquid crystal display element, there is a demand for a liquid crystal composition that can be stably produced with weaker or less UV light than before.

As an approach from a liquid crystal composition for polymerizing a liquid crystal composition containing a polymerizable compound with weaker or less UV light than before, Patent Document 1 and Patent Document 2 contain a liquid crystal compound having a terphenyl skeleton or a naphthalene skeleton. Techniques for shortening the polymerization reaction rate by doing so have been introduced.

Special Table 2013-503952 International Publication No. 2014/148197

As described above, in recent years, high-definition PSA mode liquid crystal display devices have been required to have a polymerizable compound-containing liquid crystal composition that can be stably produced with weaker or less UV light than before. However, the polymerizable compound-containing liquid crystal composition containing the liquid crystal compound having a terphenyl skeleton or a naphthalene skeleton described in Examples of Patent Document 1 and Patent Document 2 has a sufficient polymerization rate but does not form a tilt. It was sufficient, and the tilt stability was not sufficiently high. Therefore, it is required to improve the characteristics of the liquid crystal composition containing a polymerizable compound. Such improvement of the characteristics of the polymerizable compound-containing liquid crystal composition is not limited to the use of the liquid crystal display element in the PSA mode, but is similarly required for the polymerizable compound-containing liquid crystal composition used in the liquid crystal display element in another drive mode. ing.

The problem to be solved by the present invention is to manufacture a liquid crystal display element which can sufficiently polymerize at a high speed, can form a tilt with weak or a small amount of UV light, and has excellent reliability after a UV irradiation step. It is an object of the present invention to provide a useful polymerizable compound-containing liquid crystal composition, and to provide a liquid crystal display element using the same.

As a result of diligent studies by the present inventors on the above-mentioned problems, a polymerizable compound containing a compound having a specific structure and a polymerizable compound, and further setting the content of the compound having the specific structure within a predetermined range. It has been found that the above-mentioned problems can be solved by the contained liquid crystal composition, and the present invention has been completed.

That is, the present invention contains one or more compounds represented by the following general formula (i) and one or more polymerizable compounds, and is represented by the general formula (i). Provided is a polymerizable compound-containing liquid crystal composition having a total content of the compounds to be less than 2.0% by mass.

(In the formula, R ⁱ¹ and R ⁱ² are independently 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 2 carbon atoms. Represents 10 to 10 alkoxyoxy groups, one or more hydrogen atoms present in these groups may be substituted with fluorine atoms, and rings A and B are independent of each other.
(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 = existing in this group or two or more -CH = not adjacent to each other may be replaced with -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 = existing in the 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or two or more non-adjacent -CH = may be replaced with -N =. ) And (d) represent a group selected from the group consisting of 1,4-cyclohexenylene groups, and the above groups (a), group (b), group (c) and group (d) are independently fluorine. It may be substituted with an alkyl group having 1 to 8 carbon atoms which may be substituted with an atom, an alkoxy group having 1 to 8 carbon atoms which may be substituted with a fluorine atom, a cyano group, or a fluorine atom.
C represents a divalent fused ring group having one or more benzene rings, and one or more hydrogen atoms contained in the fused ring group may be substituted with fluorine atoms from 1 to 8 carbon atoms. Alkyl group, may be substituted with a fluorine atom, an alkoxy group having 1 to 8 carbon atoms, or may be substituted with a fluorine atom.
Z ⁱ¹ and Z ⁱ² are independent of -OCH _2- , -CH ₂ O-, -COO-, -OCO-, -CF ₂ O-, -OCF _2- , -CH ₂ CH ₂ -,-, respectively. CF ₂ Represents CF _2- , -C≡C- or a single bond,
n ⁱ¹ and n ⁱ² independently represent 0, 1 or 2, respectively.
Ring A, ring B, and Z ⁱ¹ and Z ⁱ² is present in plural, respectively, it may be different and the same. )

Further, the present invention contains one or more compounds represented by the general formula (i) and one or more polymerizable compounds, and the compound represented by the general formula (i). A liquid crystal display element using a liquid crystal composition containing a polymerizable compound having a total content of less than 2.0% by mass, a liquid crystal display element for driving an active matrix, and PSA mode, PSVA mode, PS-IPS mode or PS-FFS. A liquid crystal display element for a mode is provided.

According to the polymerizable compound-containing liquid crystal composition of the present invention, it is possible to sufficiently polymerize at a high speed, and tilt can be formed with weak or little UV light, and high tilt stability can be achieved. Further, according to the polymerizable compound-containing liquid crystal composition of the present invention, the liquid crystal composition can be sufficiently polymerized at a high speed and the UV irradiation time can be shortened. It is possible to suppress a decrease in the retention rate (VHR).

The liquid crystal display element using the polymerizable compound-containing liquid crystal composition of the present invention has a small residual amount of unreacted polymerizable compound, can form a tilt with weak or small UV light, and has high high-speed response and high response. It shows VHR and high tilt stability, and can show excellent display quality with no or suppressed display defects such as orientation defects and seizure due to changes in the pretilt angle.

Hereinafter, the polymerizable compound-containing liquid crystal composition of the present invention and the liquid crystal display device using the same will be described in detail. The compound represented by the general formula (i) may be referred to as a compound of the general formula (i) or a compound (i). The same applies to other compounds.

A. Polymerizable Compound-Containing Liquid Crystal Composition The polymerizable compound-containing liquid crystal composition of the present invention comprises one or more compounds represented by the general formula (i) and one or more polymerizable compounds. The total content of the compounds contained and represented by the general formula (i) is less than 2.0% by mass.

(In the equation, R ⁱ¹ , R ⁱ² , ring A, ring B, C, Z ⁱ¹ , Z ⁱ² , ^{ni 1} and ^{ni 2} are as defined above, respectively.)

According to the polymerizable compound-containing liquid crystal composition of the present invention, the content of the compound represented by the general formula (i), that is, the compound containing a condensed ring in the structure is set within a predetermined range, and the above general formula ( Due to the sensitizing action exhibited by the compound represented by i), the polymerizable compound can be sufficiently polymerized at a high speed, a large tilt can be formed with weak or a small amount of UV light, and high tilt stability can be achieved. Can be achieved. Further, according to the polymerizable compound-containing liquid crystal composition of the present invention, since the polymer can be sufficiently polymerized at a high speed, the UV irradiation time can be shortened, so that the deterioration of the liquid crystal composition due to UV irradiation can be prevented. It can be suppressed and the decrease in the voltage holding ratio (VHR) can be suppressed.

Further, the liquid crystal display element using the polymerizable compound-containing liquid crystal composition of the present invention has a small residual amount of unreacted polymerizable compound, can form a large tilt with weak or small UV light, and has high-speed response. , High VHR and high tilt stability can be exhibited, and excellent display quality can be exhibited with no or suppressed display defects such as orientation defects and seizure due to changes in the pretilt angle.

Above all, in the production of a high-definition PSA mode liquid crystal display element such as 4K or 8K, the production efficiency is remarkably deteriorated as the UV irradiation time becomes long. On the other hand, according to the polymerizable compound-containing liquid crystal composition of the present invention, a high-definition PSA mode liquid crystal display element such as 4K or 8K can be manufactured in a short UV irradiation time, so that it has industrial utility value. Very expensive.

Among the polymerizable compound-containing liquid crystal compositions of the present invention, the composition excluding the polymerizable compound and the compound represented by the general formula (i) may be referred to as the liquid crystal composition in the present invention. Hereinafter, each component contained in the polymerizable compound-containing liquid crystal composition of the present invention will be described.

[1] Compound represented by the general formula (i) The polymerizable compound-containing liquid crystal composition of the present invention contains the compound represented by the general formula (i) in a predetermined content.

In the general formula (i), R ⁱ¹ and R ⁱ² independently have an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, and an alkenyl group or carbon having 2 to 10 carbon atoms. Represents an alkoxyoxy group having 2 to 10 atoms. One or more hydrogen atoms present in these groups may be substituted with fluorine atoms.

Since the effect of lowering _{γ 1} ^{is high, R i1} and R ⁱ² are preferably alkyl groups having 1 to 5 carbon atoms or alkenyl groups having 2 to 5 carbon atoms, respectively, and carbon atoms. It is particularly preferable that the alkyl group has a number of 1 to 3 or an alkenyl group having 2 to 3 carbon atoms. Further, the alkyl group and the alkenyl group are preferably linear.

Further, since | Δε | of the polymerizable compound-containing liquid crystal composition can be increased, ^Ri1 and ^Ri2 independently have an alkoxy group having 1 to 5 carbon atoms or an alkenyloxy group having 2 to 5 carbon atoms. Is preferable.

Further, since the effect of improving the reliability of VHR and the like is high, ^Ri1 and ^Ri2 are independently alkyl groups having 1 to 5 carbon atoms or alkoxy groups having 1 to 5 carbon atoms. Is preferable, and an alkyl group having 1 to 3 carbon atoms or an alkoxy group having 1 to 3 carbon atoms is particularly preferable.

One or more hydrogen atoms present in the groups of R ⁱ¹ and R ⁱ² may or may not be substituted with a fluorine atom, but R ⁱ¹ and R ⁱ² are fluorine atoms. It is preferable that it is not replaced with.

In the general formula (i), the ring A and the ring B are independent of each other.
(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 = existing in this group or two or more -CH = not adjacent to each other may be replaced with -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 = existing in the 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or two or more non-adjacent -CH = may be replaced with -N =. ) And (d) represent a group selected from the group consisting of 1,4-cyclohexenylene groups.

The above groups (a), group (b), group (c) and group (d) are substituted with alkyl groups and fluorine atoms having 1 to 8 carbon atoms, which may be independently substituted with fluorine atoms, respectively. It may be substituted with an alkoxy group having 1 to 8 carbon atoms, a cyano group or a fluorine atom.

Among them, ring A and ring B have the following structures independently.

It is preferable to represent a group selected from, 1,4-cyclohexylene group, unsubstituted 1,4-phenylene group, 2-fluoro-1,4-phenylene group, 3-fluoro-1,4-phenylene group or More preferably, it is a 2,3-difluoro-1,4-phenylene group.

To elaborate further. Rings A and B are independently unsubstituted 1,4-phenylene group, 2-fluoro-1,4-phenylene group, and 3-fluoro-, respectively, because the polymerization rate of the polymerizable compound can be increased. It is preferably a 1,4-phenylene group or a 2,3-difluoro-1,4-phenylene group, and particularly preferably an unsubstituted 1,4-phenylene group. The unsubstituted phenylene group has a UV absorption wavelength band located on the longer wavelength side than the phenylene group substituted with another atom such as a fluorine atom. As a result, the polymerizable compound-containing liquid crystal composition of the present invention containing the compound represented by the general formula (i) having an unsubstituted phenylene group contains the compound represented by the general formula (i) having a substituent. The reaction rate of the polymerizable compound can be increased, and the decrease in VHR can be sufficiently suppressed.

On the other hand, ring A and ring B independently have a 2-fluoro-1,4-phenylene group and a 3-fluoro-1,4-phenylene group, respectively, because the miscibility with other liquid crystal components is further improved. Alternatively, it is preferably a 2,3-difluoro-1,4-phenylene group.

When a plurality of rings A and a plurality of rings B are present, the plurality of rings A and the plurality of rings B may be the same or different from each other.

In the general formula (i), C represents a divalent condensed ring group having one or more benzene rings. Here, the condensed ring group having one or more benzene rings means a group in which a plurality of rings including at least one benzene ring form a condensed ring. Further, the condensed ring refers to a ring having a structure in which two or more rings share two or more atoms and are bonded to each other.

The condensed ring group represented by C is preferably a condensed ring group formed by condensing two, three or four rings. In other words, the condensed ring group represented by C is preferably a bicyclic condensed ring group, a tricyclic condensed ring group, or a tetracyclic condensed ring group. Of these, a bicyclic condensed ring group or a tricyclic condensed ring group is more preferable from the viewpoint of compatibility with other liquid crystal molecules.

Further, among the rings constituting the condensed ring group represented by C, the number of benzene rings is preferably 1, 2 or 3, more preferably 2 or 3, and particularly preferably 2. By setting the number of benzene rings in the fused ring group to the above range, it becomes easier to achieve both an appropriate polymerization rate and high reliability by containing the compound represented by the general formula (i).

The condensed ring group represented by C may be composed of only a benzene ring. Examples of the fused ring group composed of only a benzene ring include a naphthyl group, an anthrasenyl group, a phenanthrenyl group and the like.

The fused ring group represented by C is composed of one or more benzene rings and one or more rings selected from the group consisting of an aliphatic mono-prime ring, an aromatic heterocycle and an aliphatic heterocycle. It may have been.

Aliphatic monoprime rings have a structure in which cyclic bonds are composed only of carbon atoms. The aliphatic monoprime ring preferably has 4 to 8 carbon atoms, more preferably 4 to 6 carbon atoms, and more preferably 5 or 6 carbon atoms. Examples of the aliphatic monoprime ring include a cyclobutane ring, a cyclopentane ring, a cyclohexane ring, a cycloheptane ring, a cyclooctane ring, a cyclobutene ring, a cyclopentene ring, a cyclohexene ring and the like. Above all, the aliphatic monoprime ring contained in the condensed ring represented by C is preferably a cyclopentane ring or a cyclohexane ring.

The aliphatic heterocycle has a structure in which one, two or three -CH ₂ − in the ring of the aliphatic ring is substituted with -O-, -S-, or -NH-. The number of ring members of the aliphatic heterocycle is preferably 4 to 8, 4 to 6, and 5 or 6. Examples of such an aliphatic heterocycle include a pyrrolidine ring, a tetrahydrofuran ring, a tetrahydrothiophene ring, a piperidine ring, a tetrahydropyran ring, a tetrahydropyran ring and the like.

An aromatic heterocycle is a structure in which one, two, or three -CH = in the ring of an aromatic ring is substituted with -O-, -S-, or -N-. The number of ring members of the aromatic heterocycle is preferably 4 to 8, 4 to 6, and 5 or 6. Examples of such an aromatic heterocycle include a pyrrole ring, a furan ring, a thiophene ring, a pyridine ring and the like.

Among them, the condensed ring group represented by C is a condensed ring group composed of two or three benzene rings, or one or two benzene rings and a tetrahydrofuran ring, a tetrahydropyran ring, a pyridine ring, a pyrrolidine ring, and a ring. It is preferably a fused ring composed of one or two rings selected from the group consisting of tetrahydrothiophene rings.

One or two or more hydrogen atoms contained in the condensed ring group represented by C are alkyl groups having 1 to 8 carbon atoms which may be substituted with fluorine atoms, and carbon atoms 1 which may be substituted with fluorine atoms. Although it may be substituted with an alkoxy group of 8 or a fluorine atom, one or two or more hydrogen atoms of the fused ring group represented by C above are not substituted due to the ease of synthesizing the compound. Is preferable.

In the fused ring group represented by C above ^{, the bond position A with Z i1} ( ^{R i1 when n i1} is 0) and the bond position B with Z ⁱ² ( ^{R i2 when n i2} is 0) are particularly different. Although not limited, it is preferable that the coupling position A and the coupling position B are positioned linearly.

Specifically, C in the general formula (i) preferably represents a fused ring group selected from the following structures.

(Wherein * represents the point of attachment to ^{Z i1} or ^{R i1,} black dots (●) represents the point of attachment to ^{Z i2} or ^{R i2.)}

Among the above-mentioned structures, C in the general formula (i) more preferably represents a fused ring group selected from the following structures.

(Wherein * represents the point of attachment to ^{Z i1} or ^{R i1,} black dots (●) represents the point of attachment to ^{Z i2} or ^{R i2.)}

It is particularly preferable that C in the general formula (i) represents a 2,6-naphthalenediyl group among the above-mentioned structures because it can further improve the compatibility between high polymerization rate and high reliability.

In the general formula (i), Z ⁱ¹ and Z ⁱ² independently have -OCH _2- , -CH ₂ O-, -COO-, -OCO-, -CF ₂ O-, -OCF ₂ -,-, respectively. CH ₂ CH _2- , −CF ₂ CF _2- , −C≡C− or single bond. Among them, Z ⁱ¹ and Z ⁱ² _{are preferably -OCH 2-} , -CH ₂ O-, -CH ₂ CH _2- or a single bond independently, respectively, and in order to increase the polymerization rate of the polymerizable compound, simply. Bonding is particularly preferred.

In the general formula ^{(i), if Z i1} and ^{Z i2} is present in plural, it may be a plurality of ^{Z i1} and a plurality of ^{Z i2} are not each be the same or different.

For example, in the compound represented by the general formula (i), Z ⁱ¹ or Z ⁱ² bonded to the condensed ring represented by C via one ring A or B is any of the above-mentioned groups other than a single bond. By expressing, reliability and solubility can be further improved.

In the general formula (i), n ⁱ¹ and n ⁱ² independently represent 0, 1 or 2, respectively, but since miscibility with other liquid crystal molecules is good, n ⁱ¹ + n ⁱ² is 1 or It is preferable to represent 2, and it is more preferable that ⁿⁱ¹ + ⁿⁱ² represents 1 because the miscibility with other liquid crystal molecules and the tilt stability are further improved. When n ⁱ¹ + n ⁱ² represents 2, n ⁱ¹ may represent 1 and n ⁱ² may represent 1, and one of ^{ni 1} or ⁿⁱ 2 may represent 2 and the other may represent 0. ^{Above all, it is preferable that one of ni1} or ⁿⁱ² represents 2 and the other represents 0 because the miscibility with other liquid crystal molecules becomes better.

In the general formula (i), ^{when a plurality of rings A, B, Z i1} and Z ⁱ² are present, they may be the same or different from each other.

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

(In the formula, R ⁱ¹¹ , R ⁱ¹² , ring A ⁱ¹ , ring B ⁱ¹ , Z ⁱ¹¹ , Z ⁱ¹² , n ⁱ¹¹ and n ^{i12 are R i1} , R ⁱ² , ring A and ring, respectively, in the general formula (i). It has the same definition as B, Z ⁱ¹ , Z ⁱ² , ^{ni 1} and ^{ni 2.}
n ⁱ¹¹ + n ⁱ¹² represents 1, 2, 3 or 4
X ⁱ¹¹ to X ⁱ¹⁶ are independent alkyl groups having 1 to 8 carbon atoms which may be substituted with fluorine atoms, alkoxy groups having 1 to 8 carbon atoms which may be substituted with fluorine atoms, and fluorine atoms. Or represents a hydrogen atom. )

In the general formula (i-1), ⁿⁱ¹¹ + ⁿⁱ¹² is preferably 1 or 2 from the viewpoint of miscibility with other liquid crystal molecules, and miscibility with other liquid crystal molecules and tilt stability are further improved. Therefore, it is more preferable to be 1.

In the general formula (i-1), X ⁱ¹¹ to X ⁱ¹⁶ may be independently an alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, a fluorine atom or a hydrogen atom. It is preferably a fluorine atom or a hydrogen atom, and particularly preferably a hydrogen atom.

The number of groups that are hydrogen atoms in X ⁱ¹¹ to X ^{i16 is preferably at least 3.} Specifically, ^{the number of groups that are hydrogen atoms in X i11} to X ⁱ¹⁶ is preferably 3, 4, 5 or 6, preferably 4, 5 or 6, and is 5 or 6. It is preferably 6, and more preferably 6.

In the general formula (i-1), R ⁱ¹¹ , R ⁱ¹² , ring A ^{i1 , ring B i1} , Z ^i11, and Z ⁱ¹² are described with respect to preferred embodiments of R i11, R i12, ring A i1, and ring B ⁱ¹ , R ⁱ² , and ring, respectively. It can be the same as the preferred embodiment of A, ring B, Z ⁱ¹ and Z ^i2.

In the general formula (i-1), when n ⁱ¹¹ represents 0, n ⁱ¹² represents 1 or 2, and the ring B ^{i1 directly bonded to Ri 12} is a 2,3-difluoro-1,4-phenylene group. ^Ri12 is preferably an alkoxy group having 1 to 10 carbon atoms, preferably an alkoxy group having 1 to 5 carbon atoms, and preferably an alkoxy group having 1 to 3 carbon atoms. ^This is because the effect of improving the reactivity of the polymerizable compound by the combined use with the compound represented by the general formula (i-1) is higher than that in the case where Ri12 is a group other than the alkoxy group. At this time, ^Ri11 is preferably an alkyl group having 1 to 10 carbon atoms, preferably an alkyl group having 1 to 5 carbon atoms, and preferably an alkyl group having 1 to 3 carbon atoms. ..

In the general formula ^{(i1), n i11} represents represents ^{n i12} 2 ^0, when the ring ^{B i1} directly bonded with ^{R i11} is a 1,4-phenylene ^{group, R i1} and ^{R i2} are , Each independently preferably has an alkyl group having 1 to 10 carbon atoms, preferably an alkyl group having 1 to 5 carbon atoms, and preferably an alkyl group having 1 to 3 carbon atoms. Compared with the case where one or both of R ⁱ¹ and R ⁱ² are groups other than the alkyl group, the effect of suppressing the decrease in the voltage holding ratio (VHR) by the combined use with the compound represented by the general formula (i-1) is obtained. Because it is expensive.

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

(In the formula, R ⁱ¹¹¹ , R ⁱ¹¹² , ring A ⁱ¹¹ , ring B ⁱ¹¹ , Z ⁱ¹¹¹ and Z ^{i112 are R i1} , R ⁱ² , ring A, ring B, Z ⁱ¹ and Z in the general formula (i), respectively. ^{Represents the} same definition as i2
Y ⁱ¹¹¹ and Y ⁱ¹¹² independently have an alkyl group having 1 to 8 carbon atoms which may be substituted with a fluorine atom, an alkoxy group having 1 to 8 carbon atoms which may be substituted with a fluorine atom, and a fluorine atom. Or represents a hydrogen atom
n ⁱ¹¹¹ and n ⁱ¹¹² independently represent 0 or 1, respectively. )

In the general formula (i-1-1), Y ⁱ¹¹¹ and Y ⁱ¹¹² are independently an alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, a fluorine atom or a hydrogen atom, respectively. It is more preferable, it is more preferably an alkyl group having 1 to 3 carbon atoms, an alkoxy group having 1 to 3 carbon atoms, a fluorine atom or a hydrogen atom, and particularly preferably a fluorine atom or a hydrogen atom. One of Y ⁱ¹¹¹ and Y ⁱ¹¹² may be a fluorine atom and the other may be a hydrogen atom, both may represent a fluorine atom, and both may represent a hydrogen atom. Since Y ⁱ¹¹¹ and Y ⁱ¹¹² each independently represent a fluorine atom or a hydrogen atom, the compound represented by the general formula (i-1-1) can increase the polymerization rate of the polymerizable compound. , Miscibility with other liquid crystal components can be further improved, and high tilt stability can be obtained.

In the general formula (i-1-1), ⁿⁱ¹¹¹ and ⁿⁱ¹¹² independently represent 0 or 1, but from the viewpoint of miscibility with other liquid crystal molecules, ⁿⁱ¹¹¹ + ⁿⁱ¹¹² is 0 or 1. Is preferable, and 0 is more preferable because the miscibility with other liquid crystal molecules and the tilt stability are further improved. When n ⁱ¹¹¹ + n ⁱ¹¹² is 1, n ⁱ¹¹¹ may represent 1 and n ⁱ¹¹² may represent 0, and n ⁱ¹¹¹ may represent 0 and n ^{i 112} may represent 1. Among ^{them, n i112 n i111} represents 0 preferably represents 1. This is because the compound represented by the general formula (i-1-1) has a molecular structure in which the ring structure is unevenly distributed on one side with the condensed ring as the center, so that the miscibility with other liquid crystal molecules becomes better. is there.

^{Regarding the preferred embodiments of the rings R i111} , R ⁱ¹¹² , ring A ⁱ¹¹ , ring B ⁱ¹¹ , Z ⁱ¹¹¹ and Z ^{i112 in} the general formula (i-1-1) ^{, R i1} and R in the general formula (i), respectively. It can be the same as the preferred embodiment of ⁱ² , ring A, ring B, ^Zi1 and ^Zi2.

In the general formula (i-1-1), when n ⁱ¹¹¹ and n ⁱ¹² each represent 0 and ^{both Y i111} and Y ⁱ¹¹² represent a fluorine atom, R ⁱ¹¹² is an alkoxy group having 1 to 10 carbon atoms. It is preferably an alkoxy group having 1 to 5 carbon atoms, and preferably an alkoxy group having 1 to 3 carbon atoms. ^This is because the effect of improving the reactivity of the polymerizable compound by the combined use with the compound represented by the general formula (i-1-1) is higher than that in the case where R i112 is a group other than the alkoxy group. At this time, ^Ri111 is preferably an alkyl group having 1 to 10 carbon atoms, preferably an alkyl group having 1 to 5 carbon atoms, and preferably an alkyl group having 1 to 3 carbon atoms. ..

Further, in the general formula (i-1-1), when ⁿⁱ¹¹ represents 0, ⁿⁱ¹² represents 1, ^{both Yi111} and ^Yi112 represent a fluorine atom, and ^Bi11 represents a 1,4-phenylene group. , R ⁱ¹¹ and R ⁱ¹² are preferably alkyl groups having 1 to 10 carbon atoms independently, preferably alkyl groups having 1 to 5 carbon atoms, and alkyl groups having 1 to 3 carbon atoms. It is preferably a group. Compared with the case where one or both of R ⁱ¹¹ and R ⁱ¹² are groups other than the alkyl group, the effect of suppressing the decrease in voltage retention rate (VHR) by the combined use with the compound represented by the general formula (i-1) is obtained. Because it is expensive.

As the compound represented by the general formula (i), each compound represented by the following general formulas (i-1-1-1) to (i-1-1-55) is preferable. Among them, more preferable compounds are general formulas (i-1-1-1) to general formulas (i-1-1-6) and general formulas (i-1-1-12) to general formulas (i-1). -1-17), general formula (i-1-1-23) to general formula (i-1-1-28) or general formula (i-1-1-34) to general formula (i-1-1) −39), compounds represented by the general formulas (i-1-1-45) to the general formula (i-1-1-50), and more preferably the general formulas (i-1-1-1) to. General formula (i-1-1-4), general formula (i-1-1-34) to general formula (i-1-1-37) or general formula (i-1-1-45) to general formula It is a compound represented by (i-1-1-48), and particularly preferably a compound represented by the general formulas (i-1-1-1) to (i-1-1-4). ..

(In the formula, R ⁱ¹¹¹ and R ⁱ¹¹² represent the same definitions as ^{R i1} and R ⁱ² in the general formula (i), respectively.)

The compound of the general formula (i) can accelerate the polymerization reaction of the polymerizable compound by its sensitizing action, but on the other hand, if the content of the compound of the general formula (i) is too large, the reaction takes a short time. In some cases, it is difficult to form a tilt having a sufficient size, or in some cases, the VHR is lowered. On the other hand, in the polymerizable compound-containing liquid crystal composition of the present invention, the polymerizable compound can be sufficiently polymerized at a high speed by adjusting the content of the compound of the general formula (i) within a predetermined range. Therefore, it is possible to form a tilt having a sufficient size in a short time, it is possible to suppress a decrease in VHR due to UV irradiation, and various characteristics can be satisfied in a well-balanced manner.

The content of the compound of the general formula (i) may be less than 2.0% by mass based on the total amount of the polymerizable compound-containing liquid crystal composition of the present invention, and the upper limit of the content is preferably 1.9% by mass. % 1.8% by mass, 1.7% by mass, 1.6% by mass, 1.5% by mass, 1.4% by mass, 1.3% by mass, 1.2% by mass, 1.0% by mass, It is 0.9% by mass, 0.8% by mass, 0.7% by mass, 0.6% by mass, and 0.5% by mass. The content of the compound of the general formula (i) may be more than 0% by mass based on the total amount of the polymerizable compound-containing liquid crystal composition of the present invention, and the lower limit of the content is preferably 0.01. Mass%, 0.05% by mass, 0.1% by mass, 0.2% by mass, 0.3% by mass, 0.4% by mass, 0.5% by mass, 0.6% by mass, 0.7% by mass , 0.8% by mass, 0.9% by mass and 1.0% by mass.

More specifically, the content of the compound of the general formula (i) may be more than 0% by mass and less than 2.0% by mass, preferably 0.05% by mass to 1.9% by mass, 0. It is 5% by mass to 1.9% by mass, 0.5% by mass to 1.5% by mass, and 0.5% by mass to 1.0% by mass.

[2] Polymerizable Compound The polymerizable compound-containing liquid crystal composition of the present invention contains one or more polymerizable compounds. The polymerizable compound is a compound having at least one polymerizable group in the molecular structure, and by forming a polymer in the manufacturing process of the liquid crystal display element, a tilt angle can be imparted to the liquid crystal molecule. In addition, physical properties such as response speed, T _ni , and Δε can be increased.

The polymerizable compound-containing liquid crystal composition of the present invention preferably contains at least one or more of the following polymerizable compound A and the following polymerizable compound B. Hereinafter, the polymerizable compound A and the polymerizable compound B will be described.

[2-1] Polymerizable compound A
The polymerizable compound-containing liquid crystal composition of the present invention preferably contains one or more polymerizable compounds A represented by the general formula (P) as the polymerizable compound.

(In the above general formula (P), R ^p1 represents a hydrogen atom, a fluorine atom, a cyano group, an alkyl group having 1 to 15 carbon atoms or -Sp ^p2- P ^p2 , and one or a non-alkyl group. Two or more adjacent −CH ₂ −s may be independently substituted by −CH = CH−, −C≡C−, −O−, −CO−, −COO− or −OCO−. One or more hydrogen atoms in the alkyl group may be independently substituted with a cyano group, a fluorine atom or a chlorine atom.
P ^p1 and P ^p2 are independent from the general formula (P ^p1-1 ) to the formula (P ^p1-9 ).

(In the formula, R ^p11 and R ^p12 independently represent a hydrogen atom, an alkyl group having 1 to 5 carbon atoms or an alkyl halide group having 1 to 5 carbon atoms, and W ^p11 is a single bond, −O. -, -COO-, represents an alkylene group having 1 to 5 carbon atoms, and t ^p11 represents 0, 1 or 2, but there are a plurality ^{of R p11} , R ^p12 , W ^p11 and / or t ^{p11 in the molecule.} If so, they may be the same or different.)
Sp ^p1 and Sp ^p2 independently represent a single bond or spacer group, respectively.
Z ^p1 and Z ^p2 are independent, single-bonded, -O-, -S-, -CH _2- , -OCH _2- , -CH ₂ O-, -CO-, -C ₂ H ₄ -,-, respectively. _{COO -, - OCO -, -} OCOOCH 2 -, - CH 2 OCOO -, - OCH 2 CH 2 O -, - CO-NR ZP1 -, - NR ZP1 -CO -, - SCH 2 -, - CH 2 S- ^{, -CH = CR ZP1 -COO -,} - CH = CR ZP1 -OCO -, - COO-CR ZP1 = CH -, - OCO-CR ZP1 = CH -, - COO-CR ZP1 = CH-COO -, - COO -CR ZP1 = CH- ^{OCO-, -OCO -CR ZP1} = CH- ^{COO-, -OCO} -CR ZP1 = CH-OCO-,-(CH ₂ ) _z- COO-,-(CH ₂ ) _z- OCO- , -OCO- (CH ₂ ) _z -,-(C = O) -O- (CH ₂ ) _z- , -CH = CH-, -CF = CF-, -CF = CH-, -CH = CF- _{, -CF 2 -, - CF 2} O -, - OCF 2 -, - CF 2 CH 2 -, - CH 2 CF 2 -, - CF 2 CF 2 - or -C≡C- (wherein, z are each They independently represent integers 1 to 4, and R ^ZP1 independently represent hydrogen atoms or alkyl groups with 1 to 4 carbon atoms, but if there are multiple ^{R ZP1s in the molecule, they are the same.} In addition, * in the formula represents the connection point to ^{Sp p1} or Sp ^p2).
A ^p1 and A ^p2 are independent of each other.
^(A p) 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 p) 1,4-phenylene group (the one present in the group -CH = or non-adjacent two or more -CH = may be replaced by -N =.) And (c ^p ) Naphthalene diyl group, 1,2,3,4-tetrahydronaphthalenediyl group, decahydronaphthalenediyl group, phenanthrene-2,7-diyl group or anthracene-2,6-diyl group (1 present in these groups) Two or more -CH = or two or more non-adjacent -CH = may be replaced with -N =.)
Represents a group selected from the group consisting of
A ^p3 represents a group described above ^(a p), group ^{(b p)} and group ^(c p), and a group selected from the group consisting of a single bond,
The above groups ^(a p), group ^{(b p)} and group ^{(c p)} are each independently hydrogen atoms present in this group, a cyano group, a halogen atom, an alkyl of 1 to 8 carbon atoms It may be substituted with a group, an alkoxy group having 1 to 8 carbon atoms, an alkenyl group having 1 to 8 carbon atoms, or −Sp ^p2 −P ^p2.
m ^p1 represents 0, 1, 2 or 3, ^{and when a plurality of Z p1} , ^Ap2 , Sp ^p2 and / or P ^p2 are present in the molecule, they may be the same or different.
When m ^p1 is 0 and A ^p1 is a group other than a naphthalene diyl group, a phenanthrene-2,7-diyl group and an anthracene-2,6-diyl group, A ^p3 represents a group other than a single bond. )
In the general formula (P), R ^p1 is preferably −Sp ^p2 −P ^p2 .

In the general formula (P), P ^p1 and P ^p2 each represent a polymerizable group. Here, the polymerizable group in the general formula (P) is excluded from the polar groups described in the polymerizable compound B described later. It is preferable that P ^p1 and P ^p2 are independently one of the groups represented by the above general formulas (P ^p1-1 ) to (P ^p1 -3), respectively, and the above general formula (P ^p1-1 ). It is preferably a group represented by.

It is preferable that R ^p11 and R ^p12 in the general formulas (P ^p1-1 ) to (P ^p1-9 ) are independent hydrogen atoms or methyl groups, respectively.

The t ^p11 in the general formulas (P ^p1-1 ) to (P ^p1-9 ) is preferably 0 or 1.

^{W p11} in the general formulas (P ^p1-1 ) to (P ^p1-9 ) is preferably a single bond or an alkylene group having 1 to 5 carbon atoms. As the alkylene group having 1 to 5 carbon atoms, a methylene group or an ethylene group is preferable.

In the general formula (P), ^mp1 is preferably 0, 1 or 2, preferably 0 or 1.

Each independently represent a single _bond, -OCH ₂ in the general formula ^(P), the ^{Z p1} and ^{Z p2 -, - CH 2 O} -, - CO -, - C 2 H 4 -, - COO -, - OCO- _{, -COOC 2 H 4 -, -} OCOC 2 H 4 -, - C 2 H 4 OCO -, - C 2 H 4 COO -, - CH = CH -, - CF 2 -, - CF 2 O -, - ( CH ₂ ) _z- COO-,-(CH ₂ ) _z- OCO-, -OCO- (CH ₂ ) _z- , -CH = CH-COO-, -COO-CH = CH-, -OCOCH = CH-, _{-COO- (CH 2) z -,} - OCF 2 - or -C≡C-, more preferably a single _{bond, -OCH 2 -, - CH 2} O -, - C 2 H 4 -, - COO -, - OCO _{-, - COOC 2 H 4 -} , - OCOC 2 H 4 -, - C 2 H 4 OCO -, - C 2 H 4 COO -, - CH = CH -, - (CH 2) 2 -COO -, - ( CH ₂ ) _2- OCO-, -OCO- (CH ₂ ) _2- , -CH = CH-COO-, -COO-CH = CH-, -OCOCH = CH-, -COO- (CH ₂ ) ₂ -or -C≡C- are preferred, only one present in the molecule is _{-OCH 2 -, - CH 2 O} -, - C 2 H 4 -, - COO -, - OCO -, - COOC 2 H 4 -, _{-OCOC 2 H 4 -, - C} 2 H 4 OCO -, - C 2 H 4 COO -, - CH = CH -, - (CH 2) 2 -COO -, - (CH 2) 2 -OCO -, - OCO- (CH ₂ ) _2- , -CH = CH-COO-, -COO-CH = CH-, -OCOCH = CH-, -COO- (CH ₂ ) _2- or -C≡C-, etc. preferably but are all single bonds, only one present in the _{molecule, -OCH 2 -, - CH 2} O -, - C 2 H 4 -, - COO- or a -OCO-, others All are preferably single-bonded, and all are preferably single-bonded.

^{Also, only one of Z p1} and Z ^p2 present in the molecule is -CH = CH-COO-, -COO-CH = CH-,-(CH ₂ ) _2- COO-,-(CH ₂ ) _{2. -OCO -, - O-CO- (} CH 2) 2 -, - COO- (CH 2) 2 - is a linking group selected from the group consisting of, it is preferred the other is a single bond.

In the general formula (P), Sp ^p1 and Sp ^p2 each independently represent a single bond or a spacer group, but the spacer group is preferably an alkylene group having 1 to 30 carbon atoms, and −CH in the alkylene group. ₂ − may be substituted with −O−, −CO−, −COO−, −OCO−, −CH = CH− or −C≡C− as long as the oxygen atoms are not directly linked to each other, and the alkylene group may be substituted. The hydrogen atom inside may be replaced with a halogen atom. Among them, Sp ^p1 and Sp ^p2 are each independently preferably a linear alkylene group having 1 to 10 carbon atoms or a single bond, and more preferably a single bond.

In the general formula (P), ^{the total number of -Sp p1-} P ^p1 and Sp ^p2- P ^p2 is preferably 2 or more, preferably 2 to 4, and preferably 2 to 3.

A ^p1 and A ^p2 are independent of each other.
^(A p) 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 p) 1,4-phenylene group (the one present in the group -CH = or non-adjacent two or more -CH = may be replaced by -N =.) And (c ^p ) Naphthalene diyl group, 1,2,3,4-tetrahydronaphthalenediyl group, decahydronaphthalenediyl group, phenanthrene-2,7-diyl group or anthracene-2,6-diyl group (1 present in these groups) Two or more -CH = or two or more non-adjacent -CH = may be replaced with -N =.)
Represents a group selected from the group consisting of. ^{Also, A p3} represents a group described above ^(a p), group ^{(b p)} and group ^(c p), and a group selected from the group consisting of a single bond.

Here, the ^{naphthalenediyl group and the 1,2,3,4-tetrahydronaphthalenediyl group that Ap1} , ^Ap2 and ^Ap3 can take are groups that are bonded at two positions selected from the 1 to 8 positions. Specifically, naphthalene-diyl group and a 1,2,3,4-tetrahydronaphthalene-diyl ^group, in the case of ^{A p1,} combined with ^{Sp p1} in one of two positions selected from 1-8 of On the other hand, it is a group that binds to ^{Z p1} or Z ^{p2, and in the case of A p2 , it binds to Z p1 in} one of the two positions selected from the 1st to 8th positions ^{, and Z p1} or Z ^p2 in the other. ^{In the case of A p3} , it is a group that binds to ^{Z p2 at} one of the two positions selected from the 1st to 8th positions and to ^{R p1} at the other.

Further, the ^{decahydronaphthalinyl group that can be taken by A p1} , A ^p2 and A ^p3 is a group that binds at two positions selected from the 1st to 10th positions. ^{Specifically, in the case of A p1} , the decahydronaphthalinyl group ^{binds to Sp p1 at} one of the two positions selected from the 1 to 10 positions, and to Z ^p1 or Z ^{p2 at the other. In the case of A p2} , it is a group that ^{binds to Z p1 at} one of the two positions selected from the 1st to 10th positions, and to ^{Z p1} or Z ^p2 on the other, and in the case of ^{A p3.} If so, it is a group that ^{binds to Z p2 on} one of the two positions selected from the 1st to 10th positions and to ^{R p1} on the other.

Examples of the naphthalene diyl group include naphthalene-1,2-diyl group, naphthalene-1,3-diyl group, naphthalene-1,4-diyl group, naphthalene-1,5-diyl group, naphthalene-1,6-diyl group. Groups, naphthalene-1,7-diyl group, naphthalene-1,8-diyl group, naphthalene-2,3-diyl group, naphthalene-2,6-diyl group, naphthalene-2,7-diyl group and the like can be mentioned. .. Of these, a naphthalene-1,4-diyl group or a naphthalene-2,6-diyl group is preferable.

Examples of the 1,2,3,4-tetrahydronaphthalenediyl group include 1,2,3,4-tetrahydronaphthalene-2,6-diyl group and 1,2,3,4-tetrahydronaphthalene-1,4-diyl. Groups, 1,2,3,4-tetrahydronaphthalene-1,5-diyl groups and the like can be mentioned. Of these, 1,2,3,4-tetrahydronaphthalene-2,6-diyl groups are preferable.

As the decahydronaphthalenedyl group, a decahydronaphthalene-2,6-diyl group is preferable.

A ^p1 , A ^p2 and A ^p3 are each independently preferably a 1,4-phenylene group or a 1,4-cyclohexylene group, and a 1,4-phenylene group is preferable from the viewpoint of reactivity. In order to improve the compatibility of the 1,4-phenylene group with the liquid crystal compound, at least one hydrogen atom present in the 1,4-phenylene group is a fluorine atom and an alkyl group having 1 to 8 carbon atoms. Alternatively, it is preferably substituted with an alkoxy group having 1 to 8 carbon atoms.

Since the residual amount of the polymerizable compound A after UV light irradiation can be reduced, at least one hydrogen atom present in the 1,4-phenylene group is an alkyl group having 1 to 8 carbon atoms or 1 to 1 carbon atoms. It is preferably substituted with an alkoxy group of 8, preferably an alkyl group having 1 to 5 carbon atoms or an alkoxy group having 1 to 5 carbon atoms, and an alkyl group having 1 to 3 carbon atoms or It is preferably substituted with an alkoxy group having 1 to 3 carbon atoms. As the alkyl group, for example, a methyl group is more preferably mentioned, and as the alkoxy group, for example, a methoxy group is further preferably mentioned.

Further, since the tilt stability can be improved, the 1,4-phenylene group is unsubstituted or at least one hydrogen atom existing in the 1,4-phenylene group is substituted with a fluorine atom. Is preferable.

When m ^p1 is 0 and A ^p1 is a naphthalene diyl group, a phenanthrene-2,7-diyl group or an anthracene-2,6-diyl group, A ^p3 may represent a single bond.

When m ^p1 is 0 and A ^p1 is a group other than a naphthalene diyl group, a phenanthrene-2,7-diyl group and an anthracene-2,6-diyl group, A ^p3 is a group other than a single bond, that is, the above. group ^(a p), represents a group selected from the group consisting of group ^{(b p)} and group ^{(c p).}

The preferable lower limit of the content of the polymerizable compound A represented by the general formula (P) is 0.01% by mass, 0.03% by mass, based on the total amount of the polymerizable compound-containing liquid crystal composition of the present invention. Yes, 0.05% by mass, 0.08% by mass, 0.1% by mass, 0.15% by mass, 0.2% by mass, 0.25% by mass, and so on. It is 0.3% by mass. The preferable upper limit of the content of the polymerizable compound A represented by the general formula (P) is 10% by mass or 8% by mass in the total amount of the polymerizable compound-containing liquid crystal composition of the present invention. It is 5% by mass, 3% by mass, 1.5% by mass, 1.2% by mass, 1% by mass, 0.8% by mass, and 0.5% by mass.

When the content of the polymerizable compound A represented by the general formula (P) contained in the polymerizable compound-containing liquid crystal composition of the present invention is small, the polymerizable compound A represented by the general formula (P) is added. The effect is hard to appear, and problems such as insufficient tilt formation and inferior tilt stability are likely to occur. In addition, problems such as a weak orientation regulating force of the liquid crystal composition or a weakening with time are likely to occur. On the other hand, if the content is too large, problems such as a large amount remaining after curing, a long curing time, and a decrease in the reliability of the liquid crystal occur. Therefore, by setting the content by combining the above-mentioned upper limit value and lower limit value while considering these balances, the polymerizable compound-containing liquid crystal composition of the present invention has an angle sufficiently large for the liquid crystal molecule. The tilt can be applied, the tilt stability and the orientation regulating force of the liquid crystal composition can be maintained high for a long time, and high reliability can be exhibited.

The specific range of the content of the polymerizable compound A represented by the general formula (P) is, for example, the range of 0.05% by mass to 10% by mass in the total amount of the polymerizable compound-containing liquid crystal composition of the present invention. It is preferably in the range of 0.1% by mass to 8% by mass, preferably in the range of 0.1% by mass to 5% by mass, and 0.1% by mass to 3%. It is preferably in the range of% by mass, preferably in the range of 0.2% by mass to 2% by mass, preferably in the range of 0.2% by mass to 1.3% by mass, and is 0. It is preferably in the range of 2% by mass to 1% by mass, and preferably in the range of 0.2% by mass to 0.56% by mass.

Preferred examples of the polymerizable compound A represented by the general formula (P) include compounds represented by the following general formulas (P-1-1) to (P-1-46).

(In the formula, P ^p11 , P ^p12 , Sp ^p11 and Sp ^p12 have the same meanings as ^{P p1} , P ^p2 , Sp ^p1 and Sp ^p2 in the general formula (P).)

Moreover, as a preferable example of the polymerizable compound A represented by the general formula (P), the compounds represented by the following formulas (P-2-1) to (P-2-16) can be mentioned.

(In the formula, P ^p21 , P ^p22 , Sp ^p21 and Sp ^p22 have the same meanings as ^{P p1} , P ^p2 , Sp ^p1 and Sp ^p2 in the general formula (P).)

Moreover, as a preferable example of the polymerizable compound A represented by the general formula (P), the compounds represented by the following formulas (P-3-1) to (P-3-15) can be mentioned.

(In the formula, P ^p31 , P ^p32 , Sp ^p31 and Sp ^p32 have the same meanings as ^{P p1} , P ^p2 , Sp ^p1 and Sp ^p2 in the general formula (P).)

Moreover, as a preferable example of the polymerizable compound A represented by the general formula (P), the polymerizable compound represented by the following formulas (P-4-1) to (P-4-21) can be mentioned.

(In the formula, P ^p41 , P ^p42 , Sp ^p41 and Sp ^p42 have the same meanings as ^{P p1} , P ^p2 , Sp ^p1 and Sp ^p2 in the general formula (P).)

Moreover, as a preferable example of the polymerizable compound represented by the general formula (P), the compound represented by the following formulas (P-5-1) to (P-5-37) can be mentioned.

(In the formula, P ^p51 , P ^p52 , Sp ^p51 and Sp ^p52 have the same meanings as ^{P p1} , P ^p2 , Sp ^p1 and Sp ^p2 in the general formula (P).)

Among the compounds represented by the general formulas (P-1-1) to (P-5-37), the general formulas (P-1-1) to the general formulas (P-1-34) or the general formulas are more preferable. It is a compound represented by the formulas (P-2-10) to the general formula (P-2-16), and more preferably the general formula (P-1-1) to the general formula (P-1-3). Formulas (P-1-6) to general formulas (P-1-7), general formulas (P-1-10) to general formulas (P-1-11), general formulas (P-1-23), general formulas It is a compound represented by the formula (P-1-32) or the general formula (P-2-10), and is particularly preferably the general formula (P-1-1) to the general formula (P-1-3). It is a compound represented by the formulas (P-1-6) to the general formula (P-1-7), the general formula (P-1-10), or the general formula (P-1-11).

[2-2] Polymerizable compound B
The polymerizable compound-containing liquid crystal composition of the present invention further contains one or more polymerizable compounds B having one or more polymerizable groups and one or more polar groups in the molecular structure as the polymerizable compound. It is preferable to do so.

The polymerizable compound B is a compound having a structure different from that of the polymerizable compound A, and is different from the polymerizable compound A in that it has a polar group.

The polymerizable compound B has the same function as that of the polymerizable compound A, but by having a polar group in the molecular structure, the following functions can be further exhibited. That is, in a liquid crystal display element having no alignment film, the polar groups of the polymer of the polymerizable compound B interact with the substrate to impart vertical orientation to the liquid crystal molecules even without the alignment film. Can be done. Therefore, the polymerizable compound-containing liquid crystal composition of the present invention can produce a liquid crystal display element having no alignment film on at least one surface of the liquid crystal layer. Further, in the liquid crystal display element having an alignment film, the polar group of the polymer of the polymerizable compound B interacts with impurities such as polar compounds, ionic compounds, and radical compounds existing in the liquid crystal layer and the alignment film. By doing so, impurities can be adsorbed and collected. Therefore, the polymerizable compound-containing liquid crystal composition of the present invention can suppress a decrease in resistivity and VHR due to impurities, and can manufacture a highly reliable liquid crystal display element. It is presumed that the function of adsorbing and collecting impurities by the polar group can be exhibited even in a liquid crystal display element having no alignment film.

The polymerizable compound B may have a structure having at least one polymerizable group and one or more polar groups, and among them, a mesogen group, one or more polymerizable groups, and one or more polar groups. , Is preferable. Details regarding the mesogen group will be described later.

[Polymerizable group]
The polymerizable group of the polymerizable compound B is represented by ^PAP1. P ^AP1 is preferably a group selected from the group represented by the general formula (AP-9) from the following general formula (AP-1).

(In the formula, R ^AP1 and R ^AP2 independently represent a hydrogen atom, an alkyl group having 1 to 5 carbon atoms, or an alkyl halide group having 1 to 10 carbon atoms.
One or not adjacent two or more -CH 2 in the alkyl group _- may have an oxygen atom which may be substituted with a -O- or -CO- not directly adjacent one or in the alkyl group Two or more hydrogen atoms may be independently substituted with halogen atoms or hydroxyl groups.
W ^AP1 represents a single bond, -O-, -COO- or -CH _2- .
t ^AP1 represents 0, 1 or 2.
* In the formula represents a bond. )

Among them, P ^AP1 is preferably a group selected from the group represented by the general formula (AP-1) to the general formula (AP-7), and is preferably the following general formula (AP-1) or general formula (AP-). The group represented by 2) is more preferable, and the group represented by the general formula (AP-1) is further preferable.

The polymerizable group P ^AP1 is preferably bonded to a mesogen group via the spacer group Sp ^AP1. The mesogen group will be described in detail later. The spacer group Sp ^AP1 preferably represents a single bond or a linear or branched alkylene group having 1 to 20 carbon atoms, and more preferably a single bond or a linear alkylene group having 1 to 20 carbon atoms. It is more preferable to represent a single bond or a linear alkylene group having 2 to 10 carbon atoms. Further, in the spacer group Sp ^AP1 , one or two or more −CH ₂ − in the alkylene group are −CH = CH−, −C≡C−, −O so that oxygen atoms are not directly adjacent to each other. It may be substituted with −, −CO−, −COO− or −OCO−. Incidentally, "substituted with a polymerizable group ^{P AP1"} Rutowa may be a mode that is substituted only with a polymerizable group ^{P AP1,} group ^P AP1 including spacer group ^{Sp AP1 -Sp AP1} - substituted with It may be in this mode. The same applies to other polymerizable groups.

In the polymerizable compound B, ^{the number of P AP1-} Sp ^AP1- is preferably 1 or more and 5 or less, more preferably 1 or more and 4 or less, further preferably 2 or more and 4 or less, or 2 or. 3 is particularly preferable, and 2 is most preferable.

P ^AP1 -Sp ^AP1 - hydrogen atoms in may be substituted with a polymerizable group or a polar group.

P ^AP1 -Sp ^AP1 - the polymerisable group may be bonded to the mesogenic group or polar group. Of these ^P AP1 ^{-Sp AP1} - it is preferably bound to the mesogenic group or polar group.

^{When a plurality of P AP1} and / or Sp ^AP1 are present in the molecule, they may be the same or different from each other.

[Polar group]
The polar group contained in the polymerizable compound B is a group that interacts with the substrate or with impurities contained in the liquid crystal layer and the alignment film, and serves as a donor or acceptor of a hydrogen bond-mediated proton. May play the role of, or may play the role of both.
It is preferable that the group contains a polar element having an atomic group in which a carbon atom and a hetero atom are linked. In the present specification, the polar element means an atomic group in which a carbon atom and a hetero atom are directly linked. The heteroatom is preferably at least one selected from the group consisting of N, O, S, P, B and Si, and at least one selected from the group consisting of N, O and S. Is more preferable, at least one selected from the group consisting of N and O is further preferable, and O is particularly preferable.

In the polymerizable compound B, the valence of the polar element is not particularly limited, and may be monovalent, divalent, trivalent, or higher. Further, the number of polar elements in the polar group is not particularly limited.

The polymerizable compound B preferably has 1 to 8 polar groups in one molecule, more preferably 1 to 4 polar groups, and further preferably 1 to 3 polar groups. ..

Incidentally, the polymerizable group is removed from the polar group, a hydrogen atom in the polar group ^P AP1 ^{-Sp AP1} - with substituted structures and ^P AP1 ^{-Sp AP1} - hydrogen atoms in substituted with -OH structure Is included in the polar group. P ^AP1 and Sp ^AP1 are as described in the above-mentioned "polymerizable group" section, respectively.

The polar group contains one or more polar elements, and is roughly classified into a cyclic group type and a chain type group type. A cyclic base type is a form in which a cyclic group having a cyclic structure including a polar element is included in the structure. The chain type is a form in which the structure does not include a cyclic group having a cyclic structure containing a polar element, but has a polar element in a linear or branched chain group, and the polar element is a part thereof. It may have an annular structure that does not contain.

The cyclic group-type polar group means a form having a structure containing at least one polar element in a cyclic atomic arrangement. In the present specification, the cyclic group is as described above. Therefore, the cyclic group-type polar group may include only a cyclic group containing a polar element, and the polar group as a whole may be branched or linear.

On the other hand, a chain-type polar group is a structure that does not contain a cyclic atomic arrangement containing a polar element in the molecule and contains at least one polar element in a linear atomic arrangement (which may be branched). Means a form having.

In the present specification, the chain type group means an atomic group in which the constituent atoms are linearly (may be branched) bonded without including a cyclic atomic arrangement in the structural formula, and is an acyclic group. Refers to the group. In other words, the chain group refers to a linear or branched aliphatic group and may contain either a saturated bond or an unsaturated bond.

Therefore, the chain-type polar group includes, for example, an alkyl group, an alkenyl group, an alkoxy group, an ester group, an ether group, a ketone group and the like. The hydrogen atom in these groups is substituted with at least one substituent (reactive functional group (vinyl group, acrylic group, methacryl group, etc.), chain organic group (alkyl group, cyano group, etc.)). May be good. Further, the polar group of the chain type group may be either linear or branched.

The cyclic group-type polar group may be a heteroaromatic group having 3 to 20 carbon atoms (including a fused ring) or a heterolipocyclic group having 3 to 20 carbon atoms (including a fused ring). More preferably, it is a heteroaromatic group having 3 to 12 carbon atoms (including a fused ring) or a heterolipocyclic group having 3 to 12 carbon atoms (including a fused ring), and a 5-membered complex. More preferably, it is an aromatic group, a 5-membered heterolipid ring group, a 6-membered heteroaromatic group or a 6-membered heterolipocyclic group. The hydrogen atom in these ring structures may be substituted with a halogeno group, a linear or branched alkyl group having 1 to 5 carbon atoms, or an alkyloxy group. As the halogeno group, a fluoro group or a chloro group is preferable, and a fluoro group is more preferable.

The chain-type polar group is preferably a linear or branched alkyl group having 1 to 20 carbon atoms in which a _{hydrogen atom or −CH 2 − in the structure is substituted with a polar element.} It should be noted that one or two or more −CH ₂ −s in the alkyl group are −CH = CH−, −C≡C−, −O−, −CO−, − so that the oxygen atoms are not directly adjacent to each other. It may be substituted with COO-, -OCO- or -OCO-COO-. Further, the chain-type polar group preferably contains one or two or more polar elements at its end.

One or more hydrogen atoms in the polar group may be substituted with a polymerizable group. The polymerizable group is as described in the above-mentioned "Polymerizable group" section.

Specific examples of the polar element include a polar element containing an oxygen atom (hereinafter, oxygen-containing polar element), a polar element containing a nitrogen atom (hereinafter, nitrogen-containing polar element), and a polar element containing a phosphorus atom (hereinafter, phosphorus-containing polar element). Elements), polar elements containing boron atoms (hereinafter, boron-containing polar elements), polar elements containing silicon atoms (hereinafter, silicon-containing polar elements), or polar elements containing sulfur atoms (hereinafter, sulfur-containing polar elements) can be mentioned. .. Among them, the polar element is preferably a sulfur-containing polar element, a nitrogen-containing polar element, or an oxygen-containing polar element, and more preferably an oxygen-containing polar element. This is because these polar elements have a higher interaction with the substrate and impurities than other polar elements.

As the oxygen-containing polar element, at least one group selected from the group consisting of a hydroxyl group, an alkylol group, an alkoxy group, a formyl group, a carboxyl group, an ether group, a carbonyl group, a carbonate group and an ester group, or the group is carbon. It is preferably a group linked to an atom.

As the nitrogen-containing polar element, at least one group selected from the group consisting of a cyano group, a primary amino group, a secondary amino group, a tertiary amino group, a pyridyl group, a carbamoyl group and a ureido group, or the group is carbon. It is preferably a group linked to an atom.

The phosphorus-containing polar element is preferably at least one group selected from the group consisting of a phosphinyl group and a phosphoric acid group, or a group in which the group is linked to a carbon atom.

The polar group includes a cyclic group having an oxygen-containing polar element (hereinafter referred to as an oxygen-containing cyclic group), a cyclic group having a nitrogen-containing polar element (hereinafter referred to as a nitrogen-containing cyclic group), and the like. Selected from the group consisting of a chain group having an oxygen-containing polar element (hereinafter referred to as an oxygen-containing chain group) and a chain group having a nitrogen-containing polar element (hereinafter referred to as a nitrogen-containing chain group). It is preferable that the group is one or more of the groups to be used, or a group containing the group.

The oxygen-containing cyclic group preferably contains any of the following groups having an oxygen atom as an ether group in the ring structure. * In the following formula represents a bond.

Further, the oxygen-containing cyclic group preferably contains any of the following groups having an oxygen atom as a carbonyl group, a carbonate group and an ester group in the ring structure. * In the following formula represents a bond.

The nitrogen-containing cyclic group preferably contains any of the following groups. * In the following formula represents a bond.

The oxygen-containing chain type group preferably contains any of the following groups.

(In the formula, ^Rat1 represents an alkyl group having 1 to 5 carbon atoms.
Z ^at1 represents a single bond, a linear or branched alkylene group having 1 to 15 carbon atoms, or a linear or branched alkaneylene group having 2 to 18 carbon atoms. However, one or more -CH _{2- in the} alkylene group or the alkaneylene group is -O-, -COO-, -C (= O)-, -OCO so that oxygen atoms are not directly adjacent to each other. It may be replaced with −.
X ^at1 represents a hydrogen atom or an alkyl group having 1 to 15 carbon atoms. However, one or more -CH _2- in the alkyl group is replaced with -O-, -COO-, -C (= O)-, -OCO- so that oxygen atoms are not directly adjacent to each other. You may.
* In the formula represents a bond. )

The nitrogen-containing chain type group preferably contains any of the following groups.

^{(Wherein, R at, R bt, R} ct and ^{R dt} are each independently, represent a hydrogen atom or an alkyl group having 1 to 5 carbon atoms. In formula of * represents a bond.)

The polar group is preferably attached to the mesogen group via a spacer group. At this time, it is preferable that one or two or more hydrogen atoms in the spacer group are substituted with the polymerizable group.

The polymerizable compound B preferably has one or more groups represented by the following general formula (AT).

(In the formula, Sp ^AT1 represents a single bond or a linear or branched alkylene group having 1 to 25 carbon atoms, and one or more hydrogen atoms in the alkylene group are -OH, -CN, -W ^AT1 -Z ^AT1 or ^P AP1 ^{-Sp AP1} - may be substituted with, one or not adjacent two or more -CH ₂ in the alkylene group - is, as the oxygen atoms are not directly bonded cyclic The group may be substituted with −CH = CH−, −C≡C−, −O−, −CO−, −COO− or −OCO−.
W ^AT1 represents a single bond or the following general formula (WAT1) or (WAT2):

(In the formula, Sp ^WAT1 and Sp ^WAT2 each independently represent a single bond or a linear or branched alkylene group having 1 to 25 carbon atoms, and one or two or more hydrogen atoms in the alkylene group. is -OH, -CN or ^P AP1 ^{-Sp AP1} - may be substituted with, not one or adjacent in the alkylene group two or more -CH ₂ -, the ring so that oxygen atoms are not directly adjacent It may be substituted with the formula group, -CH = CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-. * In the formula represents a bond). ,
Z ^AT1 represents a monovalent polar group comprising a polar ^component, one or more hydrogen atoms in ^{Z AT1} is -OH, -CN or ^P AP1 ^{-Sp AP1} - may be substituted with.
P ^AP1 represents a polymerizable group
Sp ^AP1 represents a spacer group.
* In the formula represents a bond. )

Sp ^WAT1 and Sp ^WAT2 each independently preferably represent a single bond or a linear or branched alkylene group having 1 to 20 carbon atoms, and a single bond or a linear alkylene group having 1 to 20 carbon atoms. It is more preferable to represent a single bond or a linear alkylene group having 2 to 10 carbon atoms.

Sp ^AT1 represents a spacer group. The spacer group Sp ^AT1 represents a single bond or a linear or branched alkylene group having 1 to 25 carbon atoms, and more preferably represents a single bond or a linear or branched alkylene group having 1 to 20 carbon atoms. It is more preferable to represent a single bond or a linear alkylene group having 1 to 20 carbon atoms, and further preferably to represent a single bond or a linear alkylene group having 2 to 10 carbon atoms.

Further, in Sp ^AT1 , Sp ^WAT1 and Sp ^WAT2 _{, one or two or more -CH 2} −s in the alkylene group, which are not adjacent to each other, are independent of each other so that oxygen atoms are not directly bonded to each other, -CH = CH-. , -C≡C-, -O-, -CO-, -COO- or -OCO- may be substituted.

Sp ^AT1 and ^Sp hydrogen atoms in ^WAT1 are each ^{independently,} -W AT1 ^{-Z AT1} or ^P AP1 ^{-Sp AP1} - it may be substituted with.

Above all ^{Sp AT1} at least one hydrogen atom is ^P AP1 ^{-Sp AP1} - is preferably a linear or branched alkylene group having 1 to 25 carbon atoms which is substituted with. Polar group ^{Z AT1} and substituents ^{Sp AT1} having ^P AP1 ^{-Sp AP1} - a polymerizable group of medium ^{P AP1} can be located near. By having such a structure, the polymerizable compound B interacts with the substrate of the polymer of the polymerizable compound B formed at the interface between the liquid crystal layer and the substrate in the liquid crystal display element having no alignment film. Can be strengthened, and the ability of the polymer of the polymerizable compound B to control the vertical orientation of the polymer to the liquid crystal molecules can be enhanced. Further, in the station line display element having an alignment film, impurities adsorbed and collected by polar groups can be easily taken into the polymer, and it is possible to prevent deterioration of physical properties of the liquid crystal layer due to leakage and diffusion of impurities into the liquid crystal layer. ..

Z ^AT1 represents a monovalent polar group containing a polar element, and among them, a group represented by the following general formula (ZAT1-1) or (ZAT1-2) is preferable.

(In the formula, Sp ^ZAT11 represents a single bond or a linear or branched alkylene group having 1 to 25 carbon atoms, and one or more hydrogen atoms in the alkylene group are -OH, -CN, -Z ^ZAT11 -R ^ZAT11 or ^P AP1 ^{-Sp AP1} - may be substituted with, one or not adjacent two or more -CH ₂ in the alkylene group - is, as the oxygen atoms are not directly adjacent cyclic It may be substituted with an atom, −O−, −COO−, −C (= O) −, −OCO− or −CH = CH−.
Sp ^ZAT12 represents a single bond or a linear or branched alkylene group having 1 to 25 carbon atoms, and one or more hydrogen atoms in the alkylene group are -OH, -CN or P ^AP1 -Sp. ^{It may be substituted with AP1} −, and one or two or more −CH ₂₋ in the alkylene group are cyclic groups, −O−, −COO−, −C so that oxygen atoms are not directly adjacent to each other. It may be substituted with (= O) −, ^{−OCO−, −CH = CH− or −Z ZAT11−.}
Z ^ZAT11 represents a polar group containing a polar element.
The ^{structure represented by the ring containing Z ZAT12} represents a 5- to 7-membered ring.
Z ^ZAT11 and one or more hydrogen atoms in ^{Z ZAT12} is, -OH, -CN or ^P AP1 ^{-Sp AP1} - may be substituted with.
R ^ZAT11 and R ^ZAT12 independently represent a hydrogen atom and a linear or branched alkyl group having 1 to 8 carbon atoms, and one or more hydrogen atoms in the alkyl group are -OH. , -CN or ^P AP1 ^{-Sp AP1} - it may be substituted with, one or nonadjacent two or more -CH ₂ in the alkyl group - is, as the oxygen atoms are not directly bonded cyclic group, - It may be substituted with O-, -COO-, -C (= O)-, ^{-OCO-, -CH = CH- or -Z ZAT11-.}
P ^AP1 represents a polymerizable group
Sp ^AP1 represents a spacer group.
* In the formula represents a bond. )

The group represented by the general formula (ZAT1-1) is preferably a group represented by the following general formulas (ZAT1-1-1) to (ZAT1-1-30).

^{(Wherein, Sp ZAT11} and ^{R ZAT11} are the same meanings respectively as described above, the hydrogen atom bonded to a carbon atom, -OH, -CN or ^P AP1 ^{-Sp AP1} - it may be substituted with.
* In the formula represents a bond. )

Further, as the group represented by the general formula (ZAT1-1), the following groups are preferably mentioned.

^{(Wherein, R tc} represents a hydrogen atom, a linear or branched alkyl group or ^P AP1 ^-Sp carbon atoms 1 to 20 ^AP1 - represents one or two or more hydrogen atoms in the alkyl group , -OH, -CN or ^P AP1 ^{-Sp AP1} - may be substituted with, one or non-adjacent two or more -CH ₂ in the alkyl group -, the ring so that oxygen atoms are not directly adjacent formula It may be substituted with an ^atom, −O−, −COO−, −C (= O) −, −OCO−, −CH = CH− or −Z ZAT11−.
Hydrogen atoms in the ^molecule, P ^{AP1 -Sp} AP1 - may be substituted with.
* In the formula represents a bond. )

The group represented by the general formula (ZAT1-2) is preferably a group represented by the following general formulas (ZAT1-2-1) to (ZAT1-2-9).

^{(Wherein, Sp ZAT12} is the same meaning as described above, one or more hydrogen atoms bonded to a carbon atom, a halogen atom, -OH, -CN or ^P AP1 ^{-Sp AP1} - be substituted by Good.
* In the formula represents a bond. )

[Mesogen group]
The polymerizable compound B preferably has a mesogen group. A mesogen group refers to a group having one or more rigid portions, such as a cyclic group. Here, the "cyclic group" refers to an atomic group in which constituent atoms are cyclically bonded to each other, and is a carbocyclic ring, a heterocyclic ring, a saturated or unsaturated cyclic structure, a monocyclic or bicyclic structure, or a polycyclic structure. Includes aromatic, non-aromatic, etc.

The mesogen group preferably has a skeleton similar to that of a liquid crystal molecule (liquid crystal compound).

The mesogen group is preferably a group having 2 to 4 cyclic groups, and more preferably a group having 3 to 4 cyclic groups. The cyclic groups may be linked by a single bond or may be linked by a linking group.

When the cyclic group is monocyclic, the mesogen group preferably contains two or more monocyclic rings.

The cyclic group may contain at least one heteroatom. Further, the cyclic group may be substituted with at least one substituent. Examples of the substituent include a halogeno group, a polymerizable group, an organic group such as alkyl, alkoxy, and aryl, and the like.

The mesogen group can be represented by, for example, the general formula (AL). In the present invention, the polymerizable compound B preferably has a group represented by the general formula (AL).

(In the formula, Z ^AL1 is a single bond, -CH = CH-, -CF = CF-, -C≡C-, -COO-, -OCO-, -OCOO-, -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 1 to 20 carbon atoms, among the alkylene groups. One or two or more non-adjacent −CH ₂ −s are cyclic groups, −CH = CH−, −C≡C−, −O−, −CO−, −COO− so that oxygen atoms are not directly bonded. Alternatively, it may be replaced with -OCO-.
A ^AL1 and A ^AL2 each independently represent a divalent cyclic group.
Z ^{AL1, A AL1} and one or more hydrogen atoms in ^{A AL2} are each independently halogeno group, a polar ^{group, -Sp AT1 -W AT1 -Z AT1,} P AP1 -Sp AP1 - or 1 It may be substituted with a valent organic group.
Sp ^AP1 , Sp ^AT1 , P ^AP1 , W ^AT1 and Z ^AT1 have the same meanings as described above.
m ^AL1 represents an integer of 1-5.
When m ^AL1 represents an integer of 2 to 5, a plurality of Z ^AL1s may be the same or different, and a plurality of A ^AL1s may be the same or different.
Each * in the formula represents a bond. )

In the general formula (AL), Z ^AL1 is preferably a single bond or an alkylene group having 2 to 20 carbon atoms, and more preferably a single bond or an alkylene group having 2 to 10 carbon atoms. It is more preferably − (CH ₂ ) ₂ − or − (CH ₂ ) _{4 −.} One or more -CH _2- in the alkylene group may be substituted with -O-, -COO- or -OCO- so that oxygen atoms are not directly adjacent to each other.

When increasing the linearity of the polymerizable compound B, it is preferable that Z ^AL1 is an alkylene group having an even number of atoms having an even number of carbon atoms, which is a single bond or directly connects a ring to a ring. One or two or more non-adjacent -CH _2- in the alkylene group may be substituted with -O-, -COO- or -OCO- so that the oxygen atom is not directly adjacent. The number of atoms that directly connect the rings is, for example, four in the case of _{−CH 2} −CH _{2 COO−.}

In the general formula (AL), A ^AL1 and A ^AL2 each independently represent a divalent cyclic group. The divalent cyclic group includes 1,4-phenylene group, 1,4-cyclohexylene group, 1,4-cyclohexenyl group, tetrahydropyran-2,5-diyl group, 1,3-dioxane-2, 5-diyl group, tetrahydrothiopyran-2,5-diyl group, thiophene-2,5-diyl group, 1,4-bicyclo (2.2.2) octylene group, decahydronaphthalene-2,6-diyl group , Pyridin-2,5-diyl group, pyrimidine-2,5-diyl group, pyrazine-2,5-diyl group, thiophene-2,5-diyl group-, 1,2,3,4-tetrahydronaphthalene-2 , 6-Diyl group, 2,6-naphthylene group, phenanthrene-2,7-diyl group, 9,10-dihydrophenanthrene-2,7-diyl group, 1,2,3,4,4a, 9,10a- Octahydrophenanthrene-2,7-diyl group, 1,4-naphthylene group, benzo [1,2-b: 4,5-b'] dithiophene-2,6-diyl group, benzo [1,2-b: 4,5-b'] diselenophen-2,6-diyl group, [1] benzothieno [3,2-b] thiophene-2,7-diyl group, [1] benzoselenopheno [3,2-b] selenophen It is preferably one selected from the group consisting of a -2,7-diyl group and a fluorene-2,7-diyl group. Among them, A ^AL1 and A ^AL2 are independently 1,4-phenylene group, 1,4-cyclohexylene group, 2,6-naphthylene group or phenanthrene-2,7-diyl group, more preferably 1, It is more preferably a 4-phenylene group or a 1,4-cyclohexylene group.

The divalent cyclic group may be unsubstituted, and one or more hydrogen atoms in the cyclic group may be substituted with the substituent. Examples of the substituent include a halogeno group, a polar group, P ^{AP1 -Sp} AP1 ^- or a monovalent organic group and the like, and a monovalent organic group is the alkyl group, the alkyl group is substituted with a fluorine atom or a hydroxyl group You may. Examples of the halogeno group include a fluoro group and a chloro group, and a fluoro group is preferable.

Here, in the general formula (AL), the monovalent organic group is a group having a chemical structure formed by the organic compound in the form of a monovalent group, and one hydrogen atom is removed from the organic compound. Atomic group. Examples of the monovalent organic group include an alkyl group having 1 to 15 carbon atoms, an alkenyl group having 2 to 15 carbon atoms, an alkoxy group having 1 to 14 carbon atoms, and an alkenyloxy having 2 to 15 carbon atoms. The group and the like can be mentioned. The alkyl group, the alkenyl group, the alkoxy group, and one or more of -CH _2- in the alkenyloxy group are -O-, -COO-, or-so that oxygen atoms are not directly adjacent to each other. It may be replaced with OCO−.

Among them, the monovalent organic group is preferably an alkyl group having 1 to 15 carbon atoms or an alkoxy group having 1 to 14 carbon atoms, and an alkyl group having 1 to 8 carbon atoms or 1 to 8 carbon atoms. It is more preferably an alkyl group having 1 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and an alkyl group having 1 to 3 carbon atoms or 1 carbon atom number. It is particularly preferably an alkoxy group having ~ 2, and most preferably an alkyl group having 1 or 2 carbon atoms or an alkoxy group having 1 carbon atom. The alkyl group, the alkenyl group, the alkoxy group, and one or more of -CH _2- in the alkenyloxy group are -O-, -COO-, or-so that oxygen atoms are not directly adjacent to each other. It may be replaced with OCO−.

In the above general formula (AL), m ^AL1 is preferably an integer of 1 to 4, more preferably an integer of 1 to 3, and even more preferably 2 or 3.

Preferred forms of the mesogen group include structures represented by the following formulas (me-1) to (me-44).

(In formulas (me-1) to (me-44), each of the rings at both ends has a bond at a position where any one of the hydrogen atoms bonded to the carbon atom constituting the ring is eliminated. )

In the formula (me-1) ~ (me -44), a cyclohexane ring, one or more hydrogen atoms of the benzene ring or in naphthalene rings is independently halogeno ^group, P AP1 ^{-Sp AP1} - It may be substituted with a monovalent organic group (for example, an alkyl group having 1 to 15 carbon atoms, an alkoxy group having 1 to 14 carbon atoms) or a polar group.

More preferable forms of the mesogen group are structures represented by the formulas (me-8) to (me-44), and more preferable forms are the formulas (me-8) to (me-10) and the formula (me). -12) to (me-18), equations (me-22) to (me-24), equations (me-26) to (me-27) and equations (me-29) to (me-44). The structure is more preferable, and the more preferable forms are the formulas (me-12), (me-14), (me-16), (me-22) to (me-24), (me-29), (me). -34), (me-36) to (me-37), and (me-42) to (me-44).

Among the above-mentioned mesogen groups, a particularly preferable form is a structure represented by the following general formula (AL-1) or (AL-2), and the most preferable form is represented by the following general formula (AL-1). It is a structure.

(In the formula, X ^{AL101 to} X ^AL118 and X ^{AL201 to} X ^AL214 are independently hydrogen atoms, alkyl groups having 1 to 5 carbon atoms, alkoxy groups having 1 to 5 carbon atoms, halogeno groups, and ^PAPl. -Sp ^APl- or polar group, however, one of X ^AL101 , X ^AL102 , X ^AL103 , X ^AL117 and X ^AL118 represents a bond and represents X ^AL108 , X ^AL109 , X ^AL110 , X ^AL111 and X ^AL112. One of them represents a bond and one of X ^AL201 , X ^AL202 , X ^AL203 , X ^AL212 and X ^AL213 represents a bond, of which X ^AL206 , X ^AL207 , X ^AL208 , X ^AL209 and X ^AL210 . One represents a bond.
^Further , any one or more of X ^{AL101 to} X ^AL118 and X ^{AL201 to} X AL214 are substituted with polar groups.
Polar ^groups, P ^{AP1 -Sp} AP1 - may be substituted with.
Ring ^{A AL11,} Ring ^{A AL12} and ring ^{A AL21} each independently represent a cyclohexane ring or a benzene ring.
The general formula (AL-1) or the general formula (AL-2) has one or more ^{P AP1-} Sp ^{APl-in its molecule.} )

In formula ^{(AL-1), X AL109} , it is preferred that at least one of ^{X AL110} and ^{X AL111} is a polar ^group, or that ^{X AL110 X AL109} and ^{X AL110} are both polar group is a polar group Is more preferable, and it is further preferable that ^{X AL110 is a polar group.}

In formula ^{(AL-1), X AL109} , at least one of ^{X AL110} and ^{X AL111 P AP1 -Sp} AP1 of polar groups - is preferably a polar group having a or polymerizable sites in the structure, X more preferably - both or one of the ^AL109 and ^{X AL111} is ^P AP1 ^{-Sp AP1.}

In the general formula (AL-1), ^{one or two of X AL104 to} X ^AL108 and X ^{AL112 to} X ^AL116 are independently an alkyl group having 1 to 5 carbon atoms and an alkoxy group having 1 to 5 carbon atoms. Alternatively, it is preferably a halogeno group, and more preferably an alkyl group or a fluorine atom having 1 to 3 carbon atoms. In particular, ^{it is preferable that X AL105} , X ^AL106 or X ^AL107 are independently alkyl groups or fluorine atoms having 1 to 3 carbon atoms.

In formula ^{(AL-2), X AL207} , it is preferred that at least one of ^{X AL208} and ^{X AL209} is a polar ^group, or that ^{X AL208 X AL207} and ^{X AL208} are both polar group is a polar group Is more preferable, and it is further preferable that ^{X AL208 is a polar group.}

In formula ^{(AL-2), X AL207} , at least one of ^{X AL208} and ^{X AL209 P AP1 -Sp} AP1 of polar groups - is preferably a polar group having a or polymerizable sites in the structure, X more preferably - both or one of the ^AL207 and ^{X AL209} is ^P AP1 ^{-Sp AP1.}

In the general formula (AL-2), ^{one or two of X AL202 to} X ^AL206 and X ^{AL210 to} X ^AL214 are independently alkyl groups having 1 to 5 carbon atoms and alkoxy groups having 1 to 5 carbon atoms. Alternatively, it is preferably a halogeno group, and more preferably an alkyl group or a fluorine atom having 1 to 3 carbon atoms. In particular, ^{it is preferable that X AL204} , X ^AL205 or X ^AL206 are independently alkyl groups or fluorine atoms having 1 to 3 carbon atoms.

[Specific Aspects of Polymerizable Compound B]
The polymerizable compound B has one or more polar groups, one or more polymerizable groups, and a mesogen group, and the polymerizable group is substituted with the mesogen group or the polar group directly or via a spacer group. In particular, the polymerizable group is preferably substituted with the mesogen group in a state of being incorporated in the polar group.

In the polymerizable compound B, one or two or more hydrogen atoms in the spacer group of the polymerizable group may be substituted with a polar group. Further, one or more hydrogen atoms in the polar group may be substituted with a polymerizable group via a spacer group.

The polymerizable compound B is preferably in a form in which the polar elements contained in the polar group and the polar elements contained in the polymerizable group are localized. When the polar group and the polymerizable group are adjacent to each other, the interaction with the substrate and impurities can be enhanced, and good solubility in the liquid crystal composition can be exhibited. Specifically, the polymerizable compound B preferably has a polymerizable group and a polar group on the same ring. Such a form includes a form in which one or more polymerizable groups and one or more polar groups are bonded on the same ring, and at least one or one or more polar groups of one or more polymerizable groups. A form in which one of at least one is bonded to the other and has a polymerizable group and a polar group on the same ring is included.

The polymerizable compound B is preferably a compound represented by the following general formula (SAL).

(Wherein, R ^AK1 represents a linear or branched alkyl group having 1 to 20 carbon atoms, one or not adjacent two or more -CH 2 in the alkyl group _- is directly bonded oxygen atom It may be substituted with -CH = CH-, -C≡C-, -O-, -CO-, -COO- or -OCO- so as not to cause one or more hydrogens in the alkyl group. Atoms may be independently substituted with halogen atoms.
A ^AL1 and A ^AL2 independently represent the same meanings as ^{A AL1} and A ^AL2 in the general formula (AL).
Z ^AL1 has the same meaning as ^{Z AL1} in the general formula (AL).
m ^AL1 are the same as defined ^{m AL1} in the general formula (AL).
Sp ^AT1 represents the same meaning as ^{Sp AT1} in formula (AT).
W ^AT1 represents the same meaning as ^{W AT1} in formula (AT).
Z ^AT1 represents the same meaning as ^{Z AT1} in formula (AT).
P ^AP1 represents a polymerizable group.
Sp ^AP1 represents a spacer group.
^{When a plurality of R AK1} , A ^AL1 , A ^AL2 , Z ^AL1 , Z ^AT1 , Sp ^AT1 , W ^AT1 , P ^AP1 , and Sp ^AP1 are present in the formula, they may be the same or different. )

^RAK1 preferably represents a linear or branched alkyl group having 1 to 20 carbon atoms, more preferably represents a linear alkyl group having 1 to 20 carbon atoms, and directly represents 1 to 8 carbon atoms. It is more preferred to represent a chain alkyl group. One or two or more non-adjacent −CH ₂ −s in the alkyl group are independently −CH = CH−, −C≡C−, −O−, − so that the oxygen atoms are not directly adjacent to each other. It may be substituted with CO-, -COO- or -OCO-. Further, one or more hydrogen atoms in the alkyl group may be independently substituted with halogen atoms. As the halogen atom, a fluorine atom or a chlorine atom is preferable, and a fluorine atom is more preferable.

Details of A ^AL1 , A ^AL2 , Z ^AL1 , Z ^AT1 , Sp ^AT1 , W ^AT1 , P ^AP1 and Sp ^AP1 are as described above.

The compound represented by the general formula (SAL) is preferably a compound represented by the following formulas (SAL-1.1) to (SAL-2.10).

The preferable lower limit of the content of the polymerizable compound B is 0.01% by mass, 0.03% by mass, and 0.05% by mass in the total amount of the polymerizable compound-containing liquid crystal composition of the present invention. , 0.08% by mass, 0.1% by mass, 0.15% by mass, 0.2% by mass, 0.25% by mass, and 0.3% by mass. The preferable upper limit of the content of the polymerizable compound B is 10% by mass, 8% by mass, 5% by mass, and 3% by mass in the total amount of the polymerizable compound-containing liquid crystal composition of the present invention. , 1.5% by mass, 1.2% by mass, 1% by mass, 0.8% by mass, and 0.5% by mass.

If the content of the polymerizable compound B contained in the polymerizable compound-containing liquid crystal composition of the present invention is small, the effect of adding the polymerizable compound B is less likely to appear. On the other hand, if the content is too large, problems such as a large amount remaining after curing, a long curing time, and a decrease in the reliability of the liquid crystal occur. Therefore, it is preferable to set the content by combining the above-mentioned upper limit value and lower limit value while considering these balances.

The specific range of the content of the polymerizable compound B is, for example, preferably in the range of 0.05% by mass to 10% by mass, based on the total amount of the polymerizable compound-containing liquid crystal composition of the present invention. It is preferably in the range of 1% by mass to 8% by mass, preferably in the range of 0.1% by mass to 5% by mass, and preferably in the range of 0.1% by mass to 3% by mass. It is preferably in the range of 0.2% by mass to 2% by mass, preferably in the range of 0.2% by mass to 1.3% by mass, and preferably in the range of 0.2% by mass to 1% by mass. It is preferably within the range, preferably within the range of 0.2% by mass to 0.56% by mass.

[2-3] Other Details Regarding Polymerizable Compounds The polymerizable compound-containing liquid crystal composition of the present invention may contain only one or two or more polymerizable compounds A, and may contain only one or two polymerizable compounds B. The above may be included, and the polymerizable compound A may be contained in one or more types, and the polymerizable compound B may be contained in one or more types.

Above all, the polymerizable compound-containing liquid crystal composition of the present invention preferably contains one or more polymerizable compounds A and one or more polymerizable compounds B. By including both the polymerizable compound A and the polymerizable compound B, the effect of suppressing the decrease in VHR due to UV irradiation is higher and higher tilt stability can be achieved as compared with the case where each polymerizable compound is contained alone. Is.

Further, the polymerizable compound-containing liquid crystal composition of the present invention may contain a polymerizable compound other than the above-mentioned polymerizable compounds A and B.

The preferable lower limit of the content of the polymerizable compound is 0.01% by mass, 0.02% by mass, and 0.03% by mass in the total amount of the polymerizable compound-containing liquid crystal composition of the present invention. 0.05% by mass, 0.08% by mass, 0.1% by mass, 0.15% by mass, 0.2% by mass, 0.25% by mass, and 0. It is 3% by mass.

The preferable upper limit of the content of the polymerizable compound is 10% by mass, 8% by mass, 5% by mass, and 3% by mass in the total amount of the polymerizable compound-containing liquid crystal composition of the present invention. Yes, 1.5% by mass, 1.2% by mass, 1% by mass, 0.8% by mass, 0.6% by mass, 0.5% by mass.

[3] Compound represented by the general formula (L) The polymerizable compound-containing liquid crystal composition of the present invention preferably contains one or more compounds represented by the general formula (L).

^{(Wherein, R L1} and ^{R L2} are each independently an alkyl group having 1 to 8 carbon atoms, one or two or more -CH ₂ non-adjacent in the alkyl group - each independently Then, it may be replaced 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 independently (a) 1,4-cyclohexylene groups (one -CH _{2- existing in this group or two or more -CH 2} not adjacent to each other. -May be replaced with -O-.)
(B) 1,4-phenylene group (one -CH = existing in this group or two or more -CH = not adjacent to each other may be replaced with -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) , 3,4-Tetrahydronaphthalene-2,6-Diyl Group, one -CH = or two or more non-adjacent -CH = may be replaced with -N =).
Representing a group selected from the group consisting of, the above group (a), group (b) and group (c) may be independently substituted with a cyano group, a fluorine atom or a chlorine atom, respectively.
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 -, - It represents OCF _2- , -CF ₂ O-, -CH = N-N = CH-, -CH = CH-, -CF = CF- or -C≡C-.
If n ^L1 is 2 or 3 and there ^{are multiple A L2s} , they may be the same or different, and if n ^L1 is 2 or 3 and there are multiple ^{Z L2s, they may be the same or different.} May be the same or different.
However, the compound represented by the general formula (i) is excluded. )

The compound represented by the general formula (L) corresponds to a dielectrically substantially neutral compound (the value of Δε is -2 to 2). Therefore, the number of polar groups such as halogens contained in the molecule is preferably 2 or less, preferably 1 or less, and preferably not present. The number of halogen atoms present in the molecule is preferably 0, 1, 2 or 3, preferably 0 or 1, and preferably 1 when compatibility with other liquid crystal molecules is important.

The compound represented by the general formula (L) may be used alone or in combination. The types of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to desired performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The type of compound used is, for example, one type as one embodiment of the present invention. Alternatively, in another embodiment of the present invention, there are two types, three types, four types, five types, six types, seven types, eight types, nine types, and ten. More than a kind.

The content of the compound represented by the general formula (L) includes solubility at low temperature, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, seizure, dielectric anisotropy, and the like. It can be adjusted as appropriate according to the required performance.

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

When a composition having a low viscosity and a fast response rate is required in the present invention, the content of the compound represented by the general formula (L) is preferably a high lower limit value and a high upper limit value. .. _{When a composition having a high T ni} of the liquid crystal composition in the present invention and having good temperature stability is required, the content of the compound represented by the general formula (L) has a high lower limit value and a higher upper limit value. Is preferable. When it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable that the content of the compound represented by the general formula (L) has a low lower limit value and a lower upper limit value.

In the above general formula (L), ^RL1 and ^RL2 each independently represent an alkyl group having 1 to 8 carbon atoms. One or two or more non-adjacent −CH ₂ −s in the alkyl group are independently −CH = CH−, −C≡C−, −O−, −CO−, −COO− or −. It may be replaced by OCO−. Among these ^{R L1} and ^{R L2} independently an alkyl group having 1 to 8 carbon atoms, preferably represents an alkoxy group, or an alkenyl group having 2 to 8 carbon atoms of 1 to 8 carbon atoms.

In more detail, when emphasizing reliability, it is preferable R ^L1 and R ^L2 are both an alkyl group having 1 to 8 carbon atoms. Further, when importance is attached to reducing the volatile compounds is preferably R ^L1 and R ^L2 are both alkoxy group having 1 to 8 carbon atoms. Further, when importance is attached to lowering of viscosity, it is preferable that at least one of R ^L1 and R ^L2 is an alkenyl group having 2 to 8 carbon atoms.

In the general formula ^(L), the ring structure of ^{A L1} and ^{A L3 where R L1} and ^{R L2} are bonded, in the case of each phenylene group (aromatic) ^{may, R L1} and ^{R L2} are linear, respectively It is preferable to represent an alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, or an alkenyl group having 4 to 5 carbon atoms. On the other ^hand, ring ^{structure R L1} and ^{R L2} are bonded ^{(A L1} and ^{A L3)} are each cyclohexylene, in the case of the saturated ring structure such as pyran and dioxane ^are each ^{R L1} and ^{R L2,} 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 are preferable. In order to stabilize the nematic phase, each R ^L1 and R ^L2, it is preferable that the sum of carbon atoms and oxygen atoms is 5 or less, is preferably linear.

In the above general formula (L), n ^L1 is preferably 0 when the response speed is important, 2 or 3 is preferable to improve the upper limit temperature of the nematic phase, and 1 is set to balance these. preferable. Further, in order to satisfy the properties required for the composition, it is preferable to combine compounds having different values of ^{n L1.}

In the general formula (L), that A ^L1, A ^L2, and A ^L3 is preferably when it is required to increase the Δn is aromatic, in order to improve the response speed is an aliphatic preferable. ^AL1 , ^AL2 and ^AL3 independently trans-1,4-cyclohexylene group, 1,4-phenylene group, 2-fluoro-1,4-phenylene group, 3-fluoro-1,4- Phenylene group, 3,5-difluoro-1,4-phenylene group, 1,4-cyclohexenylene group, 1,4-bicyclo [2.2.2] octylene group, piperidine-1,4-diyl group, naphthalene It is preferable to represent a -2,6-diyl group, a decahydronaphthalene-2,6-diyl group or a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, and it is possible to represent the following structure. Preferably

It is particularly preferred to represent a trans-1,4-cyclohexylene group or a 1,4-phenylene group.

In the above general formula (L), Z ^L1 and Z ^L2 are preferably single bonds, respectively, when the response speed is important.

The polymerizable compound-containing liquid crystal composition of the present invention is a compound in which ^{at least one of RL1} and ^{RL2 in} the general formula (L) represents an alkenyl group having 2 to 8 carbon atoms (the following general formula (La)). It is preferable to contain one or more of the represented compounds).

(In the formula ( ^La ), R L1a and R ^L2a each independently represent an alkyl group having 1 to 8 carbon atoms, and one or two or more -CHs in the alkyl group that are not adjacent to each other. ₂ − may be independently substituted by −CH = CH−, −C≡C−, −O−, −CO−, −COO− or −OCO−, respectively.
At ^{least one of RL1a} and ^RL2a is an alkenyl group having 2 to 8 carbon atoms.
A ^L1a , A ^L2a , A ^L3a , Z ^L1a , Z ^L2a and n ^L1a represent the same definitions as ^{A L1} , A ^L2 , A ^L3 , Z ^L1 , Z ^L2 and n ^{L1 in the} formula (L), respectively. )

While the compound represented by the general formula (La) can increase the response speed in the liquid crystal display element, it is easily deteriorated by UV irradiation when the polymerizable compound is polymerized, and the voltage of the liquid crystal display element is maintained. The rate (VHR) tends to decrease. On the other hand, in the present invention, the polymerizable compound-containing liquid crystal composition contains the compound represented by the general formula (i) in addition to the polymerizable compound, so that the UV irradiation time required for the polymerization reaction of the polymerizable compound can be increased. It can be shortened, and as a result, the effect of suppressing the deterioration of the compound represented by the general formula (La) and the decrease in the voltage retention rate (VHR) can be enhanced.

Therefore, the polymerizable compound-containing liquid crystal composition of the present invention contains a compound represented by the general formula (i) and a compound represented by the general formula (La) in addition to the polymerizable compound. It is possible to manufacture a liquid crystal surface element having a higher compatibility between responsiveness and high VHR.

Compound represented by the general formula (L-a) has the general formula (L-a) may represent either one alkenyl group ^{R L1} or ^{R L2 in,} together alkenyl group ^{R L1} and ^{R L2} It may be represented. The number of carbon atoms in the alkenyl group may be 2 to 8, preferably 2, 3, 4, or 5, and more preferably 2 or 3.

The alkenyl group is preferably selected from the groups represented by any of the formulas (R1) to (R5), and is preferably the group represented by the formula (R1) or the formula (R2). (The black dots in each equation represent carbon atoms in the ring structure.)

The compound represented by the general formula (L) is preferably a compound selected from the compound group represented by the general formula (NU-01) to the general formula (NU-08).

^{(Wherein, R NU11, R NU12, R} NU21, R NU22, R NU31, R NU32, R NU41, R NU42, R NU51, R NU52, R NU61, R NU62, R NU71, R NU72, R NU81 and R ^NU82 independently represents an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, or an alkenyloxy group having 2 to 8 carbon atoms. .)

^{R NU11, R NU12, R NU21} , R NU22, R NU31, R NU32, R NU41, R NU42, R NU51, R NU52, R NU61, R NU62, R NU71, R NU72, R NU81 and ^{R NU82} are each Independently, an alkyl group having 1 to 5 carbon atoms or an alkoxy group having 1 to 5 carbon atoms is preferable, and an alkyl group having 1 to 5 carbon atoms is more preferable.

It is preferable that R ^NU11 , R ^NU21 , R ^NU31 , R ^NU41 and R ^NU51 each independently contain one or more compounds which are alkenyl groups having 2 to 8 carbon atoms. ^{That is, the compounds represented by the general formula (LA} ) are R NU11, R ^NU21 , R ^NU31 , R ^NU41 and R ^{NU51 in} the general formula (NU-01) to the general formula (NU-08), respectively. It is preferably a compound that is independently an alkenyl group having 2 to 8 carbon atoms. This is because these compounds contribute to the improvement of the response speed. As the alkenyl group, preferably, an alkenyl group represented by the formulas (R1) to (R5) can be mentioned.

(The black dots in each equation represent carbon atoms in the ring structure.)

Among ^them , R NU11, R ^NU21 , R ^NU31 , R ^NU41 and R ^NU51 are preferably alkenyl groups having 2 to 3 carbon atoms independently, respectively, and are alkenyl represented by the formula (R1) or the formula (R2). Groups are preferred.

The liquid crystal composition in the present invention has the following general formula (NU-01A) to general formula (NU-05A) as a compound selected from the compound group represented by the general formula (NU-01) to the general formula (NU-08). It is more preferable to contain one or more compounds selected from the group consisting of the compounds represented by). That is, it is preferable that the compound represented by the general formula (La) is a compound selected from the group consisting of compounds represented by the following general formulas (NU-01A) to general formula (NU-05A). .. This is because the response speed can be made higher by containing one or more of these compounds.

(In each of the above formulas, R ^NU12a , R ^NU22a , R ^NU32a , R ^NU42a , and R ^NU52a each independently represent an alkyl group having 1 to 8 carbon atoms.
One or two or more non-adjacent −CH ₂ −s in the alkyl group are −CH = CH−, −C≡C−, −O−, −CO−, −COO as long as the oxygen atoms are not adjacent to each other. May be replaced with − or −OCO−
One or more hydrogen atoms in the alkyl group may be substituted with halogen atoms.
n1 to n5 independently represent integers from 0 to 6. )

The liquid crystal composition in the present invention preferably contains a compound represented by the general formula (NU-01) and a compound represented by the general formula (NU-02).

The liquid crystal composition in the present invention preferably contains a compound represented by the general formula (NU-01) and a compound represented by the general formula (NU-03).

The liquid crystal composition in the present invention preferably contains a compound represented by the general formula (NU-03) and a compound represented by the general formula (NU-04).

The liquid crystal composition in the present invention preferably contains a compound represented by the general formula (NU-03) and a compound represented by the general formula (NU-05).

The liquid crystal composition in the present invention preferably contains a compound represented by the general formula (NU-01) and a compound represented by the general formula (NU-06).

The liquid crystal composition in the present invention preferably contains a compound represented by the general formula (NU-01) and a compound represented by the general formula (NU-07).

The liquid crystal composition in the present invention preferably contains a compound represented by the general formula (NU-01) and a compound represented by the general formula (NU-08).

The liquid crystal composition in the present invention contains a compound represented by the general formula (NU-01), a compound represented by the general formula (NU-02), and a compound represented by the general formula (NU-04). Is more preferable.

The liquid crystal composition in the present invention contains a compound represented by the general formula (NU-01), a compound represented by the general formula (NU-03), and a compound represented by the general formula (NU-05). Is more preferable.

The liquid crystal composition in the present invention includes a compound represented by the general formula (NU-01), a compound represented by the general formula (NU-02), a compound represented by the general formula (NU-03), and a general formula (NU-03). It is more preferable to contain the compound represented by NU-05).

The content of the compound represented by the general formula (NU-01) is preferably 1 to 60% by mass, more preferably 10 to 50% by mass, and 20 to 40% by mass in the total amount of the liquid crystal composition. It is more preferably%.

The content of the compound represented by the general formula (NU-02) is preferably 0 to 40% by mass, more preferably 5 to 25% by mass, and 5 to 20% by mass in the total amount of the liquid crystal composition. It is more preferably%.

The content of the compound represented by the general formula (NU-03) is preferably 0 to 30% by mass, more preferably 1 to 20% by mass, and 3 to 15% by mass in the total amount of the liquid crystal composition. It is more preferably%.

The content of the compound represented by the general formula (NU-04) is preferably 0 to 30% by mass, more preferably 0 to 20% by mass, and 0 to 10% by mass in the total amount of the liquid crystal composition. It is more preferably%.

The content of the compound represented by the general formula (NU-05) is preferably 0 to 30% by mass, more preferably 1 to 20% by mass, and 3 to 20% by mass in the total amount of the liquid crystal composition. It is more preferably%.

The content of the compound represented by the general formula (NU-06) is preferably 0 to 30% by mass, more preferably 0 to 20% by mass, and 0 to 10% by mass in the total amount of the liquid crystal composition. It is more preferably%.

The content of the compound represented by the general formula (NU-07) is preferably 0 to 30% by mass, more preferably 0 to 20% by mass, and 0 to 10% by mass in the total amount of the liquid crystal composition. It is more preferably%.

The content of the compound represented by the general formula (NU-08) is preferably 0 to 30% by mass, more preferably 0 to 20% by mass, and 0 to 10% by mass in the total amount of the liquid crystal composition. It is more preferably%.

[4] Compound represented by the general formula (N-1) The polymerizable compound-containing liquid crystal composition of the present invention contains one or more compounds selected from the compounds represented by the general formula (N-1). It is preferable to contain it.

^{(Wherein, R N11} and ^{R N12} are each independently an alkyl group having 1 to 8 carbon atoms, one or non-adjacent two or more -CH ₂ in the alkyl group - is independently Then, it may be replaced by −CH = CH−, −C≡C−, −O−, −CO−, −COO− or −OCO−.
A ^N11 and ^{A N12} are each independently (a) 1,4-cyclohexylene group (this is present in the group one -CH ₂ - or nonadjacent two or more -CH ₂ - is - It may be replaced with O-.)
(B) 1,4-Phenylene group (one -CH = existing in this group or two or more -CH = not adjacent to each other may be replaced with -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 = existing in the 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or two or more non-adjacent -CH = may be replaced with -N =. ) And (d) represent a group selected from the group consisting of 1,4-cyclohexenylene groups, and the above groups (a), group (b), group (c) and group (d) are independently cyano. It may be substituted with a group, a fluorine atom or a chlorine atom, and may be substituted.
Z ^N11 and ^{Z N12} are each independently a single _{bond, -CH 2 CH 2 -, -} (CH 2) 4 -, - OCH 2 -, - CH 2 O -, - COO -, - OCO -, - It represents OCF _2- , -CF ₂ O-, -CH = N-N = CH-, -CH = CH-, -CF = CF- or -C≡C-.
n ^N11 and n ^N12 each independently represent an integer of 0 to 3, but n ^N11 + n ^N12 is 1, 2 or 3, and there are a plurality of ^{A N11 to} A ^N12 and Z ^{N11 to} Z ^N12. If so, they may be the same or different.
However, the compounds represented by the general formula (i) and the general formula (L) are excluded. )

The compound represented by the general formula (N-1) corresponds to a dielectrically negative compound (the sign of Δε is negative and its absolute value is larger than 2). Among them, the compound represented by the general formula (N-1) is preferably a compound having a negative Δε and an absolute value of more than 3.

In the general formula (N-1), ^RN11 and ^RN12 each independently represent an alkyl group having 1 to 8 carbon atoms, and one of the alkyl groups or two or more -CHs that are not adjacent to each other. ₂ − may be independently substituted by −CH = CH−, −C≡C−, −O−, −CO−, −COO− or −OCO−, respectively. Among them, ^RN11 and ^RN12 independently have an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, or an alkenyl group having 2 to 8 carbon atoms. Alkyloxy groups are preferable, alkyl groups having 1 to 5 carbon atoms, alkoxy groups having 1 to 5 carbon atoms, alkenyl groups having 2 to 5 carbon atoms, or alkenyloxy groups having 2 to 5 carbon atoms are preferable. Alkyl groups having 1 to 5 atoms or alkoxy groups having 2 to 5 carbon atoms are more preferable, and alkyl groups having 2 to 5 carbon atoms or alkoxy groups having 2 to 3 carbon atoms are particularly preferable.

Further, ^RN11 and ^RN12 have a linear alkyl group having 1 to 5 carbon atoms and a linear carbon atom number 1 when the ring structure to which they are bonded is a phenyl group (aromatic). Alkoxy groups of ~ 4 and alkenyl groups of 4-5 carbon atoms are preferred. ^RN11 and ^RN12 are linear alkyl groups having 1 to 5 carbon atoms and linear carbon atoms when the ring structure to which they are bonded is a saturated ring structure such as cyclohexane, pyran, or dioxane. Alkoxy groups having a number of 1 to 4 and alkenyl groups having a linear number of 2 to 5 carbon atoms are preferable. In order to stabilize the nematic phase, ^RN11 and ^RN12 preferably have a total of 5 or less carbon atoms and, if present, oxygen atoms, and are preferably linear.

The alkenyl group is preferably selected from the groups represented by any of the formulas (R1) to (R5).

(The black dots in each equation represent carbon atoms in the ring structure.)

In the general formula (N-1), ^AN11 and ^AN12 are independently (a) 1,4-cyclohexylene groups (one −CH ₂₋ present in this group or not adjacent 2). More than one -CH _2- may be replaced with -O-.)
(B) 1,4-Phenylene group (one -CH = existing in this group or two or more -CH = not adjacent to each other may be replaced with -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 = existing in the 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or two or more non-adjacent -CH = may be replaced with -N =. ) And (d) represent a group selected from the group consisting of 1,4-cyclohexenylene groups.

The above group (a), group (b), group (c) and group (d) may be independently substituted with a cyano group, a fluorine atom or a chlorine atom, respectively.

A ^N11 and A ^N12 are preferably aromatic when it is required to increase Δn independently, and are preferably aliphatic in order to improve the response rate. The above groups (a), group (b), group (c) and group (d) are trans-1,4-cyclohexylene group, 1,4-phenylene group, 2-fluoro-1,4-phenylene. Group, 3-fluoro-1,4-phenylene group, 3,5-difluoro-1,4-phenylene group, 2,3-difluoro-1,4-phenylene group, 1,4-cyclohexenylene group, 1, 4-bicyclo [2.2.2] Octylene group, piperidine-1,4-diyl group, naphthalene-2,6-diyl group, decahydronaphthalene-2,6-diyl group or 1,2,3,4- It preferably represents a tetrahydronaphthalene-2,6-diyl group, more preferably the following structure.

It is particularly preferable to represent a trans-1,4-cyclohexylene group, a 1,4-cyclohexenylene group or a 1,4-phenylene group.

In formula ^{(N-1), Z N11} and ^{Z N12} are each independently a single _{bond, -CH 2 CH 2 -, -} (CH 2) 4 -, - OCH 2 -, - CH 2 O -, - It represents COO-, -OCO-, -OCF _2- , -CF ₂ O-, -CH = NN = CH-, -CH = CH-, -CF = CF- or -C≡C-, among others. _{-CH 2 O -, - CF 2} O -, - CH 2 CH 2 -, - CF 2 CF 2 - or preferably a single _{bond, -CH 2 O -, - CH} 2 CH 2 - or a single bond More preferably, -CH ₂ O- or a single bond is particularly preferred.

In the general formula (N-1), n ^N11 and n ^N12 each independently represent an integer of 0 to 3. Further, n ^N11 + n ^N12 are 1, 2 or 3 independently of each other. Among them, n ^N11 + n ^N12 is preferably 1 or 2, in which case n ^N11 is 1 and n ^N12 is 0, n ^N11 is 2 and n ^N12 is 0, and n ^N11 is 1 and n. ^A combination in which N12 is 1 and a combination in which n ^N11 is 2 and n ^N12 is 1 are preferable.

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

When a composition having a low viscosity and a high response speed is required, the liquid crystal composition of the present invention preferably has a low lower limit value and a lower upper limit value. _{When a composition having a high T ni} of the liquid crystal composition and good temperature stability is required, it is preferable that the above lower limit value is low and the upper limit value is low. Further, when it is desired to increase the dielectric anisotropy in order to keep the drive voltage low, it is preferable that the above lower limit value is high and the upper limit value is high.

As the compound represented by the general formula (N-1), it is represented by the following general formulas (N-01), (N-02), (N-03), (N-04) and (N-05). Compounds selected from the above-mentioned compound group can be mentioned.

(In the formula, R ²¹ and R ²² are independently an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, and 2 carbon atoms. Represents alkoxyoxy groups from 8 to 8, where Z ¹ independently represents a single bond, -CH ₂ CH _2- , -OCH _2- or -CH ₂ O-, and m independently represents 1 Or represents 2.)

R ²¹ is preferably an alkyl group having 1 to 8 carbon atoms, more preferably an alkyl group having 1 to 5 carbon atoms, and even more preferably an alkyl group having 2 to 4 carbon atoms. However, when Z ¹ represents a bond other than a single bond, R ²¹ is preferably an alkyl group having 1 to 3 carbon atoms.

R ²² is preferably an alkyl group having 1 to 8 carbon atoms or an alkoxy group having 1 to 8 carbon atoms, and more preferably an alkyl group having 1 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms. Preferably, an alkoxy group having 1 to 4 carbon atoms is more preferable.

When R ²¹ and R ²² are independently alkenyl groups, the alkenyl groups are preferably of the formulas (R1) to (R5), more preferably of the formula (R1) or the formula (R2).

(The black dots in each equation represent carbon atoms in the ring structure.)

Z ¹ is more preferably single-bonded, -CH ₂ CH _2- or -CH _{2 O- independently of each other.}

When m is 1, Z ¹ is preferably single bond or −CH ₂ O−.

When m is 2, Z ¹ is preferably a single bond, −CH ₂ CH _2- or −CH ₂ O−.

The liquid crystal composition in the present invention is selected from the compound group represented by the general formula (N-01-1) to the general formula (N-01-4) as the compound represented by the general formula (N-01). It is preferable to contain one kind or two or more kinds of compounds.

(In the formula, R ²⁴ independently represents an alkyl group having 1 to 5 carbon atoms or an alkoxy group having 2 to 5 carbon atoms, and R ²³ independently represents 1 to 4 carbon atoms. Represents the alkoxy group of.)

The liquid crystal composition in the present invention preferably contains a compound represented by the general formula (N-01-1) or a compound represented by the general formula (N-01-4).

The liquid crystal composition in the present invention is selected from the compound group represented by the general formula (N-02-1) to the general formula (N-02-3) as the compound represented by the general formula (N-02). It is preferable to contain one kind or two or more kinds of compounds.

(In the formula, R ²⁴ independently represents an alkyl group having 1 to 5 carbon atoms, and R ²³ independently represents an alkoxy group having 1 to 4 carbon atoms.)

The liquid crystal composition in the present invention preferably contains a compound represented by the general formula (N-02-1) or a compound represented by the general formula (N-02-3).

The liquid crystal composition in the present invention preferably contains one or more compounds represented by the general formula (N-03-1) as the compound represented by the general formula (N-03).

(In the formula, R ²⁴ represents an alkyl group having 1 to 5 carbon atoms, and R ²³ represents an alkoxy group having 1 to 4 carbon atoms.)

The liquid crystal composition in the present invention preferably contains a compound represented by the general formula (N-03-1).

The liquid crystal composition in the present invention preferably contains a compound represented by the general formula (N-03-1) and a compound represented by the general formula (N-01-4).

The liquid crystal composition in the present invention preferably contains one or more compounds represented by the general formula (N-04-1) as the compound represented by the general formula (N-04).

(In the formula, R ²⁴ represents an alkyl group having 1 to 5 carbon atoms, and R ²³ represents an alkoxy group having 1 to 4 carbon atoms.)

The liquid crystal composition in the present invention preferably contains a compound represented by the general formula (N-04-1).

The liquid crystal composition in the present invention particularly preferably contains a compound represented by the general formula (N-04-1) and a compound represented by the general formula (N-01-4).

The liquid crystal composition in the present invention is represented by a compound represented by the general formula (N-04-1), a compound represented by the general formula (N-01-4), and a general formula (N-03-1). It is particularly preferable to contain the compound.

The liquid crystal composition in the present invention is a compound selected from the compound group represented by the formulas (N-05-1) to (N-05-3) as the compound represented by the general formula (N-05). It may be contained.

In the total amount of the liquid crystal composition in the present invention, the lower limit of the preferable content of the compound represented by the general formula (N-01) is 0% by mass, 1% by mass, 5% by mass, and 10%. 20% by mass, 20% by mass, 30% by mass, 40% by mass, 50% by mass, 55% by mass, 60% by mass, 65% by mass, 70% by mass. The upper limit of the content is 95% by mass, 85% by mass, 75% by mass, 65% by mass, and 55% by mass. 45% by mass, 35% by mass, 25% by mass, 20% by mass, 15% by mass, and 10% by mass.

In the total amount of the liquid crystal composition in the present invention, the lower limit of the preferable content of the compound represented by the general formula (N-02) is 0% by mass, 1% by mass, 5% by mass, and 10%. 20% by mass, 20% by mass, 30% by mass, 40% by mass, 50% by mass, 55% by mass, 60% by mass, 65% by mass, 70% by mass. The upper limit of the content is 95% by mass, 85% by mass, 75% by mass, 65% by mass, and 55% by mass. 45% by mass, 35% by mass, 25% by mass, 20% by mass, 15% by mass, and 10% by mass.

In the total amount of the liquid crystal composition in the present invention, the lower limit of the preferable content of the compound represented by the general formula (N-03) is 0% by mass, 1% by mass, 5% by mass, and 10%. 20% by mass, 20% by mass, 30% by mass, 40% by mass, 50% by mass, 55% by mass, 60% by mass, 65% by mass, 70% by mass. The upper limit of the content is 95% by mass, 85% by mass, 75% by mass, 65% by mass, and 55% by mass. 45% by mass, 35% by mass, 25% by mass, 20% by mass, 15% by mass, and 10% by mass.

In the total amount of the liquid crystal composition in the present invention, the lower limit of the preferable content of the compound represented by the general formula (N-04) is 0% by mass, 1% by mass, 5% by mass, and 10%. 20% by mass, 20% by mass, 30% by mass, 40% by mass, 50% by mass, 55% by mass, 60% by mass, 65% by mass, 70% by mass. The upper limit of the content is 95% by mass, 85% by mass, 75% by mass, 65% by mass, and 55% by mass. 45% by mass, 35% by mass, 25% by mass, 20% by mass, 15% by mass, and 10% by mass.

In the total amount of the liquid crystal composition in the present invention, the lower limit of the preferable content of the compound represented by the formula (N-05) is 0% by mass, 2% by mass, 5% by mass, and 8% by mass. %, 10% by mass, 13% by mass, 15% by mass, 17% by mass, 20% by mass, and the upper limit of the preferable content is 30% by mass, 28% by mass. %, 25% by mass, 23% by mass, 20% by mass, 18% by mass, 15% by mass, and 13% by mass.

[5] Other Compounds The polymerizable compound-containing liquid crystal composition of the present invention contains one or more compounds having a positive dielectric anisotropy, which are described in paragraphs 0236 to 0509 of Japanese Patent No. 6233550. You may.

The polymerizable compound-containing liquid crystal composition of the present invention preferably does not contain a compound having a structure in which oxygen atoms are bonded to each other, such as a peracid (-CO-OO-) structure, in the molecule. When the reliability and long-term stability of the liquid crystal composition are emphasized, the content of the compound having a carbonyl group is preferably 5% by mass or less, preferably 3% by mass or less, based on the total mass of the composition. More preferably, it is more preferably 1% by mass or less, and most preferably it is not substantially contained.

In the polymerizable compound-containing liquid crystal composition of the present invention, when stability with respect to UV irradiation is emphasized, the content of the compound substituted with chlorine atoms shall be 15% by mass or less with respect to the total mass of the composition. It is preferably 10% by mass or less, preferably 8% by mass or less, more preferably 5% by mass or less, preferably 3% by mass or less, and substantially not contained. Is more preferable.

The polymerizable compound-containing liquid crystal composition of the present invention preferably contains a compound having a 6-membered ring structure in the molecule, and contains a compound having a 6-membered ring structure in the molecule. The amount is preferably 80% by mass or more, more preferably 90% by mass or more, further preferably 95% by mass or more, and substantially an intramolecular ring, based on the total mass of the composition. Most preferably, the composition is composed only of compounds having a structure of all 6-membered rings.

In order to suppress deterioration of the liquid crystal composition due to oxidation, the polymerizable compound-containing liquid crystal composition of the present invention preferably has a low content of a compound having a cyclohexenylene group as a ring structure, and contains a cyclohexenylene group. The content of the compound contained is preferably 10% by mass or less, preferably 8% by mass or less, more preferably 5% by mass or less, and 3% by mass or less with respect to the total mass of the composition. It is preferable that it is substantially not contained.

When the improvement of viscosity and the improvement of T _ni are emphasized, the polymerizable compound-containing liquid crystal composition of the present invention contains a 2-methylbenzene-1,4-diyl group in which a hydrogen atom may be substituted with a halogen. It is preferable to reduce the content of the compound contained in the molecule, and the content of the compound having the 2-methylbenzene-1,4-diyl group in the molecule is 10% by mass or less based on the total amount of the liquid crystal composition in the present invention. It is preferably 8% by mass or less, more preferably 5% by mass or less, preferably 3% by mass or less, and further preferably substantially not contained.

In addition, in this specification, "substantially not contained" means that it is not contained except for an unintentionally contained substance.

In addition to the above-mentioned compounds, the polymerizable compound-containing liquid crystal composition of the present invention may contain ordinary nematic liquid crystals, smectic liquid crystals, cholesteric liquid crystals and the like.

[6] Additives The liquid crystal composition containing a polymerizable compound of the present invention may contain an antioxidant, an ultraviolet absorber, a light stabilizer, an infrared absorber and the like. Above all, the polymerizable compound-containing liquid crystal composition of the present invention preferably contains an antioxidant so as not to polymerize in the heat treatment, which is one of the manufacturing steps of the liquid crystal display element.

The polymerizable compound-containing liquid crystal composition of the present invention preferably contains an antioxidant represented by the general formulas (H-1) to (H-4), and the lower limit of the content is 10 mass ppm. Is preferable, 20 mass ppm is preferable, 50 mass ppm is preferable, and the upper limit thereof is 10000 mass ppm, but 1000 mass ppm is preferable, 500 mass ppm is preferable, and 100 mass ppm is preferable.

From the general formula (H-1) to the general formula (H-3), ^RH1 independently represents an alkyl group having 3 to 7 carbon atoms. More specifically, ^{R H1} of the general formula (H1) represents an alkyl group having a carbon number of 7. ^{R H1} of the general formula (H-2) represents an alkyl group having a carbon number of 3. ^{R H1} of the general formula (H-3) represents an alkyl group having a carbon number of 3.

In the general formula (H-4), ^MH1 is an alkylene group having 4 to 10 carbon atoms (one or more -CH ₂ − in the alkylene group is -CH 2 − so that oxygen atoms are not directly adjacent to each other. It may be substituted with COO- or -OCO-) single bond, 1,4-phenylene group (any hydrogen atom in the 1,4-phenylene group may be substituted with a fluorine atom) or. It represents trans-1,4-cyclohexylene ^{group, M H1} is preferably an alkylene group having 4 to 8 carbon atoms.

[7] Others In the polymerizable compound-containing liquid crystal composition of the present invention, one or more compounds represented by the general formula (i) and one polymerizable compound A represented by the general formula (P) are used. Species or two or more, and one or two or more compounds selected from the compound group represented by the general formulas (N-01) to (N-05), and the general formulas (NU-01) to (NU-01) The compound selected from the compound group represented by −08) may contain one kind or two or more kinds, and the compound represented by the above general formula (i) is the general formula (i-1-1). ) May be used.

The polymerizable compound-containing liquid crystal composition of the present invention contains one or more compounds represented by the general formula (i-1-1) and one polymerizable compound A represented by the general formula (P). Species or two or more species and the general formulas (N-01-1), (N-01-3), (N-01-4), (N-02-1), (N-03-1) and ( One or more compounds selected from the compound group represented by N-04-1) and the general formulas (NU-01), (NU-02), (NU-03) and (NU-05). ) May contain one or more compounds selected from the compound group represented by).

The polymerizable compound-containing liquid crystal composition of the present invention contains one or more compounds represented by the general formula (i) and one or more polymerizable compounds B, and the general formula (N-01). ) To (N-05), one or more compounds selected from the compound group represented by (N-05), and one or more compounds selected from the compound group represented by the general formulas (NU-01) to (NU-08). The compound may contain one kind or two or more kinds, and in the above-mentioned combination, the compound represented by the above general formula (i) is a compound represented by the general formula (i-1-1). You may.

The polymerizable compound-containing liquid crystal composition of the present invention contains one or more compounds represented by the general formula (i-1-1) and one polymerizable compound B represented by the general formula (SAL). Species or two or more species and the general formulas (N-01-1), (N-01-3), (N-01-4), (N-02-1), (N-03-1) and ( One or more compounds selected from the compound group represented by N-04-1) and the general formulas (NU-01), (NU-02), (NU-03) and (NU-05). ) May contain one or more compounds selected from the compound group represented by).

The polymerizable compound-containing liquid crystal composition of the present invention contains one or more compounds represented by the general formula (i) and one or two polymerizable compounds A represented by the general formula (P). The above, the polymerizable compound B is generally one or two or more, and the compound selected from the compound group represented by the general formulas (N-01) to (N-05) is one or two or more. The compound selected from the compound group represented by the formulas (NU-01) to (NU-08) may include one kind or two or more kinds, and in the above-mentioned combination, the above general formula (i). The compound represented by may be a compound represented by the general formula (i-1-1).

The polymerizable compound-containing liquid crystal composition of the present invention contains one or more compounds represented by the general formula (i-1-1) and one polymerizable compound A represented by the general formula (P). Species or two or more, and one or more polymerizable compounds B represented by the general formula (SAL), general formulas (N-01-1), (N-01-3), (N- 01-4), (N-02-1), (N-03-1) and (N-04-1) are selected from the compound group with one or more compounds, which is a general formula. It may contain one or more compounds selected from the compound group represented by (NU-01), (NU-02), (NU-03) and (NU-05).

The polymerizable compound-containing liquid crystal composition of the present invention is selected from the group consisting of the compound represented by the general formula (i), the polymerizable compound A represented by the general formula (P), and the polymerizable compound B. From the sex compound, the compound selected from the compound group represented by the general formulas (N-01) to (N-05), and the compound group represented by the general formulas (NU-01) to (NU-08). The upper limit of the proportion of the selected compound and the component composed of only is 100% by mass, 99% by mass, 98% by mass, 97% by mass, based on the total amount of the polymerizable compound-containing liquid crystal composition of the present invention. 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. It is preferably%.

The polymerizable compound-containing liquid crystal composition of the present invention is selected from the group consisting of the compound represented by the general formula (i), the polymerizable compound A represented by the general formula (P), and the polymerizable compound B. Polymeric compounds, compounds selected from the compound group represented by the general formulas (N-01) to (N-05), and compounds represented by the general formulas (NU-01) to (NU-08). The lower limit of the proportion of the compound selected from the group and the component composed only of the compound is 78% by mass, 80% by mass, 81% by mass, or 83% by mass in the total amount of the polymerizable compound-containing liquid crystal composition of the present invention. %, 85% by mass, 86% by mass, 87% by mass, 88% by mass, 89% by mass, 90% by mass, 91% by mass, 92% by mass, 93% by mass, 94% by mass, 95% by mass, 96% by mass, It is preferably 97% by mass, 98% by mass, and 99% by mass.

The polymerizable compound-containing liquid crystal composition of the present invention is represented by a compound represented by the general formula (i-1-1), a polymerizable compound A represented by the general formula (P), and a general formula (SAL). The polymerizable compound B to be used, and the general formulas (N-01-1), (N-01-3), (N-01-4), (N-02-1), (N-03-1) and Compounds selected from the compound group represented by (N-04-1) and compounds represented by the general formulas (NU-01), (NU-02), (NU-03) and (NU-05). The upper limit of the proportion of the compound selected from the group and the component composed only of the compound is 100% by mass, 99% by mass, 98% by mass, or 97% by mass in the total amount of the polymerizable compound-containing liquid crystal composition of the present invention. %, 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, It is preferably 84% by mass. Further, the lower limit of the above ratio is 78% by mass, 80% by mass, 81% by mass, 83% by mass, 85% by mass, 86% by mass, 87% by mass in the total amount of the polymerizable compound-containing liquid crystal composition of the present invention. , 88% by mass, 89% by mass, 90% by mass, 91% by mass, 92% by mass, 93% by mass, 94% by mass, 95% by mass, 96% by mass, 97% by mass, 98% by mass, 99% by mass. Is preferable.

The polymerizable compound-containing liquid crystal composition of the present invention and the liquid crystal composition in the present invention have a nematic phase-isotropic liquid phase transition temperature (T _ni ) of 60 ° C. to 120 ° C., but 70 ° C. to 100 ° C. is higher. Preferably, 70 ° C to 85 ° C is particularly preferable. In the present invention, 60 ° C. or higher is expressed as having a high _{T ni.}

For LCD TV applications, T _ni is preferably 70 to 80 ° C, for mobile applications, T _ni is preferably 80 to 90 ° C, and for outdoor display applications such as PID (Public Information Display), T _ni is 90 to 90 ° C. 110 ° C is preferable.

The polymerizable compound-containing liquid crystal composition of the present invention and the liquid crystal composition of the present invention have a refractive index anisotropy (Δn) of 0.08 to 0.14 at 20 ° C., but 0.09 to 0.13. More preferably, 0.09 to 0.12 is particularly preferable. More specifically, it is preferably 0.10 to 0.13 when dealing with a thin cell gap, and preferably 0.08 to 0.10. When dealing with a thick cell gap. The liquid crystal composition of the present invention preferably has a refractive index anisotropy (Δn) of 0.098 to 0.118 at 20 ° C.

The polymerizable compound-containing liquid crystal composition of the present invention and the liquid crystal composition of the present invention have a rotational viscosity (γ ₁ ) at 20 ° C. of 50 to 160 mPa · s, preferably 55 to 160 mPa · s, and 60. From 90 to 160 mPa · s, preferably 80 to 150 mPa · s, preferably 90 to 140 mPa · s, preferably 90 to 130 mPa · s, 90 to 115 mPa · s. Is preferable.

The polymerizable compound-containing liquid crystal composition of the present invention and the liquid crystal composition of the present invention have Δε of -1.7 to -4.0, preferably -2.5 to -3.8, preferably -2.7. From -3.7 is more preferable, and from -2.6 to -3.6 is more preferable.

B. Liquid crystal display element Next, the liquid crystal display element of the present invention will be described. The liquid crystal display element of the present invention is a liquid crystal display element using the polymerizable compound-containing liquid crystal composition described in the above-mentioned "A. Polymerizable compound-containing liquid crystal composition". That is, the liquid crystal display element of the present invention contains one or more compounds represented by the general formula (i) and one or more polymerizable compounds, and is represented by the general formula (i). A liquid crystal display element using a polymerizable compound-containing liquid crystal composition in which the total content of the compounds to be compounded is within a predetermined range.

By using the above-mentioned polymerizable compound-containing liquid crystal composition in the liquid crystal display element of the present invention, a sufficiently large tilt angle can be obtained, and the residual amount of the polymerizable compound in the liquid crystal display element after polymerization is small. Display defects such as burn-in (IS) of high-definition PSA mode liquid crystal display elements such as 4K and 8K can be remarkably suppressed. Further, in the manufacture of a high-definition PSA mode liquid crystal display element such as 4K or 8K, when the UV irradiation time is long, the VHR is lowered due to the deterioration of the liquid crystal composition and the production efficiency is remarkably deteriorated. Since the above-mentioned polymerizable compound-containing liquid crystal composition is used as the liquid crystal display element, it becomes a high-definition PSA mode liquid crystal display element in a short UV irradiation time, and has very high industrial utility value.

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

The liquid crystal display element of the present invention can have a general-purpose structure, and is, for example, common to the first substrate and the second substrate arranged to face each other and the first substrate or the second substrate. The structure may include an electrode, a pixel electrode provided on the first substrate or the second substrate and having a thin film transistor, and a liquid crystal layer provided between the first substrate and the second substrate. it can. In the liquid crystal display element of the present invention, the liquid crystal layer comprises at least a compound represented by the general formula (i), a liquid crystal composition contained in a polymerizable compound-containing liquid crystal composition, and a polymer of a polymerizable compound. Including.

The liquid crystal display element of the present invention may have an alignment film on the surface of the first substrate on the liquid crystal layer side and the surface of the second substrate on the liquid crystal layer side, respectively.

The liquid crystal display element of the present invention may have an alignment film on the surface of the first substrate on the liquid crystal layer side and the surface of the second substrate on the liquid crystal layer side, respectively. The alignment film is a member that comes into contact with the liquid crystal layer and has a function of aligning liquid crystal molecules contained in the liquid crystal layer. In this case, the polymerizable compound-containing liquid crystal composition used for producing the liquid crystal display element of the present invention preferably contains at least one of the polymerizable compound A and the polymerizable compound B. In the liquid crystal display element of the present invention, the polymer of the polymerizable compound A and / or the polymerizable compound B is unevenly distributed at the first substrate side interface and the second substrate side interface of the liquid crystal layer, respectively, so that the polymerizable compound A pretilt angle can be imparted to the liquid crystal molecules by the polymer of A and / or the polymer of the polymerizable compound B. When the polymer of the polymerizable compound B is contained, impurities existing in the liquid crystal layer and the alignment film are adsorbed and collected by the polar groups of the polymerizable compound B and incorporated into the polymer of the polymerizable compound B. As a result, the liquid crystal display element of the present invention can have high reliability by suppressing a decrease in VHR due to the presence of impurities.

As the alignment film, a known alignment film such as a rubbing alignment film or a photo-alignment film can be used. Further, the alignment film can be appropriately selected such as a vertical alignment film and a horizontal alignment film according to the drive mode of the liquid crystal display element. The material constituting the alignment film can be the same as that of a known alignment film, and examples thereof include polyimide, polyamide, polysiloxane, and a mixture thereof. Of these, polyimide is preferable. The polyimide may be a photocrosslinked polyimide or a decomposed polyimide. The thickness of the alignment film can be a general-purpose thickness in the liquid crystal display element.

Further, the liquid crystal display element of the present invention does not have to have an alignment film on at least one of the first substrate and the second substrate. That is, the liquid crystal display element of the present invention may be a mode element commonly called PI-less. In this case, the polymerizable compound-containing liquid crystal composition used for producing the liquid crystal display device of the present invention preferably contains at least the polymerizable compound B. The polymerizable compound B becomes a polymer and is unevenly distributed at the first substrate-side interface and the second substrate-side interface of the liquid crystal layer, respectively, and the polar groups of the polymer of the polymerizable compound B interact with the substrate surface. Therefore, the liquid crystal display element of the present invention can vertically align the liquid crystal molecules in the liquid crystal layer without the alignment film.

The first substrate and the second substrate (which may be generally referred to as substrates) in the liquid crystal display element of the present invention may be a flexible substrate or a rigid substrate. May be good. Further, the substrate may be transparent or opaque, but it is preferably transparent. Examples of the material of the substrate include glass, resin, metal, silicon and the like.

The liquid crystal display element of the present invention has a common electrode on either one of the first substrate and the second substrate, and has a pixel electrode on the other. The common electrode and the pixel electrode are arranged on the surface of the substrate on the liquid crystal layer side, respectively. It is preferable that the common electrode is arranged on a substrate provided with a color filter, and the pixel electrode is arranged on a substrate not provided with a color filter. The pixel electrode has an active element such as a TFT, a thin film diode, and a metal insulator metal resistivity element. The common electrode and the pixel electrode can be formed of a material generally used for an electrode of a liquid crystal display element. Above all, it is preferable that at least the common electrode is formed of a transparent conductor, and it is more preferable that both the common electrode and the pixel electrode are formed of a transparent conductor. Examples of the transparent conductor include indium-added tin oxide (ITO), zinc oxide (ZnO), tin oxide (SnO ₂ ), InGaZnO, SiGe, GaAs, IZO (Indium Zinc Oxide), TiO, AZTO (AlZnSnO) and the like. Oxide semiconductors can be mentioned.

The shapes of the common electrode and the pixel electrode can be selected according to the driving method of the liquid crystal display element. Above all, when the liquid crystal display element of the present invention is driven by an active matrix, one of the first substrate and the second substrate is provided with a common electrode formed of a transparent conductor, and the other substrate is gated. It is preferable that the electrodes and the source electrode are arranged in a matrix, and the TFT element and the pixel electrode are provided in the portion surrounded by the gate electrode and the source electrode.

The common electrode and the pixel electrode can be formed by a known method such as a chemical vapor deposition (CVD) method, a physical vapor deposition (PVD) method such as a sputtering method, an ion plating method, or a vacuum vapor deposition method.

In the liquid crystal display element of the present invention, a color filter may be arranged on the first substrate or the second substrate. The color filter is preferably arranged on a substrate on which a common electrode is arranged. The color filter can be formed by using, for example, a pigment dispersion method (color resist method, etching method), a printing method, an inkjet method, or the like.

The liquid crystal display element of the present invention has a spacer between the first substrate and the second substrate in order to adjust the separation distance between the first substrate and the second substrate, that is, the thickness of the liquid crystal layer. You may. Examples of the spacer include glass particles, plastic particles, alumina particles, photoresist material and the like.

The liquid crystal display element of the present invention may have a polarizing plate. When a polarizing plate is provided, it is preferable to adjust the product of the refractive index anisotropy Δn and the cell thickness d of the liquid crystal composition so as to maximize the contrast. Further, when there are two polarizing plates, the polarization axis of each polarizing plate can be adjusted so that the viewing angle and contrast are improved. Further, a retardation film for widening the viewing angle can also be used.

In the liquid crystal display element of the present invention, the first substrate and the second substrate may be fixed with a sealant. Examples of the sealing agent include an epoxy-based thermosetting composition and the like.

The liquid crystal display element of the present invention can be manufactured by a known method. Examples of the method for manufacturing the liquid crystal display element of the present invention include the following. First, the spacer and the sealing portion are provided so that the surface on the side where the alignment film of the first substrate is arranged and the surface on the side where the alignment film of the second substrate is arranged face each other so as to obtain a desired cell gap. To make an empty cell by pasting them together. Next, the polymerizable compound-containing liquid crystal composition of the present invention is sandwiched between the first substrate and the second substrate of the empty cell by a vacuum injection method, an ODF method, or the like, and the seal portion is cured to cure the liquid crystal composition. Is sealed between the first and second substrates. Next, the liquid crystal display element of the present invention can be obtained by irradiating with UV light to polymerize the polymerizable compound contained in the polymerizable compound-containing liquid crystal composition. The irradiation conditions of UV light (temperature, light source, wavelength, applied voltage, irradiation method, irradiation time, irradiation intensity, etc.) when polymerizing the polymerizable compound can be appropriately set.

The present invention is not limited to the above embodiment. The above-described embodiment is an example, and any object having substantially the same configuration as the technical idea described in the claims of the present invention and exhibiting the same effect and effect is the present invention. Is included in the technical scope of.

The present invention will be described in more detail with reference to Examples below, but the present invention is not limited to these Examples.

The following abbreviations are used for the description of compounds in the following examples and comparative examples.

(Side chain)
−N −C _n H _{2n + 1} Linear alkyl group with n −C _n H _{2n + 1} − Linear alkyl group with _n −On −OC n H _{2n + 1} Linear alkoxy with n + carbon Group V-CH ₂ = CH-
1V-CH _3- CH = CH-
−V −CH = CH ₂
−V1 −CH = CH-CH ₃
(Connecting group)
-1O--CH _2- O-
-2- -CH ₂ -CH ₂ -
(Ring structure)

The characteristics measured in the following examples and comparative examples are as follows.

T _ni : Nematic phase-isotropic liquid phase transition temperature (° C)
Δn: Refractive index anisotropy at _{20 ° C. γ 1} : Rotational viscosity at 20 ° C. (mPa · s)
Δε: Dielectric constant anisotropy at 20 ° C. The manufacturing method and evaluation method of the liquid crystal display element in the following Examples and Comparative Examples are as follows.

(Manufacturing method of liquid crystal display element)
First, a polymerizable compound-containing liquid crystal composition described later was injected by a vacuum injection method into a liquid crystal cell having a cell gap of 3.5 μm containing a substrate with ITO coated and rubbed with a polyimide alignment film that induces vertical orientation. Then, the liquid crystal cell into which the liquid crystal composition containing the polymerizable compound was injected was irradiated with ultraviolet rays for an arbitrary time using a fluorescent UV lamp to obtain a liquid crystal display element. At this time, the fluorescent UV lamp was adjusted so that the illuminance measured under the condition of the center wavelength of 313 nm was 3 mW / cm ^2.

(Method of evaluating residual amount of polymerizable compound)
Under the above irradiation conditions, the residual amount [ppm] of the polymerizable compound in the liquid crystal display element after irradiation with ultraviolet rays for 15 minutes, 30 minutes, 45 minutes, 60 minutes, 75 minutes, 90 minutes, and 115 minutes is determined by the following method. Measured by. First, the decomposed liquid crystal display element and acetonitrile were placed in a test tube and filtered by shaking to obtain an acetonitrile solution of an elution component containing a liquid crystal composition, a polymer, and an unreacted polymerizable compound. This was analyzed by a high performance liquid chromatograph (column: reverse phase non-polar column, developing solvent: mixed solvent of 70% by volume of acetonitrile and 30% by volume of water), and the peak area of each component was calculated. The amount of the remaining polymerizable compound was determined from the ratio of the peak area of the liquid crystal compound as an index to the peak area of the unreacted polymerizable compound. The residual amount of the polymerizable compound was determined from this value and the amount of the polymerizable compound initially added. The detection limit of the residual amount of the polymerizable compound was 200 ppm. At this time, the UV irradiation time at which the residual amount of the polymerizable compound was less than the lower limit of detection was defined as _TND [minutes].

(Evaluation method of pre-tilt angle change amount (tilt imparting property))
The amount of change in pretilt angle [°] of the liquid crystal display element before and after irradiation with ultraviolet rays for 200 seconds under the above irradiation conditions was measured by the following method. First, the pre-tilt angle of the liquid crystal display element was measured and used as the pre-tilt angle (initial). The liquid crystal display element was irradiated with ultraviolet rays for 200 seconds while applying a voltage of 10 V at a frequency of 100 Hz. Then, the pre-tilt angle was measured and used as the pre-tilt angle (after UV). The value obtained by subtracting the pre-tilt angle (after UV) from the measured pre-tilt angle (initial) was defined as the amount of change in the pre-tilt angle [°]. The pretilt angle was measured using OPTIPRO manufactured by Shintec. The larger the value of the pre-tilt angle change amount [°], the higher the tilt-giving property.

(VHR evaluation method)
A liquid crystal cell was injected a polymerizable compound-containing liquid crystal composition, UV and the _{T ND} [min] irradiation at conditions described above, 1V, 0.6 Hz, were measured VHR under the conditions of 60 ° C..

(Preparation of liquid crystal composition and physical characteristics)
The liquid crystal compositions LC-001 to LC-005 before the addition of the compound of formula (i) and the polymerizable compound were prepared, and their physical characteristics were measured. Table 1 shows the configurations of the liquid crystal compositions LC-001 to LC-005 and the results of their physical property values.

(Comparative Examples 1 to 3 and Examples 1 to 3)
A liquid crystal composition containing a polymerizable compound in which 0.3 parts by mass of the liquid crystal composition LC-001 was added to 100 parts by mass and 0.3 parts by mass of the polymerizable compound A represented by the formula (RM-A1) was added as a polymerizable compound with Comparative Example 1. did.

The liquid crystal composition LC-001 is 97 parts by mass, the compound represented by the formula (i-1-1-1A) as the compound of the formula (i) is 3 parts by mass, and the polymerizable compound is the formula (RM-A1). A liquid crystal composition containing a polymerizable compound to which 0.3 parts by mass of the represented polymerizable compound A was added was designated as Comparative Example 2.

The liquid crystal composition LC-001 is 98 parts by mass, the compound represented by the formula (i-1-1-1A) as the compound of the formula (i) is 2 parts by mass, and the polymerizable compound is the formula (RM-A1). A liquid crystal composition containing a polymerizable compound to which 0.3 parts by mass of the represented polymerizable compound A was added was designated as Comparative Example 3.

The liquid crystal composition LC-001 is 98.5 parts by mass, the compound represented by the formula (i-1-1-1A) as the compound of the formula (i) is 1.5 parts by mass, and the formula (RM) is the polymerizable compound. A liquid crystal composition containing a polymerizable compound to which 0.3 parts by mass of the polymerizable compound A represented by −A1) was added was designated as Example 1.

The liquid crystal composition LC-001 is 99 parts by mass, the compound represented by the formula (i-1-1-1A) as the compound of the formula (i) is 1 part by mass, and the polymerizable compound is the formula (RM-A1). A liquid crystal composition containing a polymerizable compound to which 0.3 parts by mass of the represented polymerizable compound A was added was designated as Example 2.

The liquid crystal composition LC-001 is 99.5 parts by mass, the compound represented by the formula (i-1-1-1A) as the compound of the formula (i) is 0.5 parts by mass, and the formula (RM) is the polymerizable compound. A liquid crystal composition containing a polymerizable compound to which 0.3 parts by mass of the polymerizable compound A represented by −A1) was added was designated as Example 3.

The polymerizable compound-containing liquid crystal composition of Comparative Examples 1-3 and Examples 1-3, UV irradiation time _{T ND} residual amount of the polymerizable compound is less than the detection limit [min], the UV _{post-T ND} irradiation VHR [%] And the amount of change in pretilt angle [°] when irradiated with UV for 200 seconds are as shown in Table 2 below. The content (% by mass) of the compound of formula (i) in the total amount of the liquid crystal composition containing a polymerizable compound is {mass part of the compound of formula (i) / (mass part of the liquid crystal composition + mass of the compound of formula (i)). It is a value calculated by part + mass part of the polymerizable compound (A and B)} × 100. The same shall apply hereinafter.

From Table 2, VHR [%] after _{T ND} irradiated with UV, which none was sufficiently high value, UV irradiation time _{T ND} residual amount of the polymerizable compound is less than the detection limit [min] is The time was shorter in Comparative Examples 2 and 3 and Examples 1 and 2 than in Comparative Example 1. Further, the amount of change in pretilt angle [°] when UV is irradiated for 200 seconds is larger in Comparative Examples 2 and 3 than in Comparative Example 1, but is further larger in Examples 1 to 3 than in Comparative Examples 1 to 3. The values were shown, and it was found that Examples 1 to 3 can form a large pretilt angle with UV irradiation for a shorter time than Comparative Examples 1 to 3. Further, the liquid crystal display element after _{T ND} irradiated with UV, with SHINTECH made OPTIPRO, display failure (burn) due to changes in the pretilt angle before and after irradiation with the backlight 3 hours while 30V applied voltage at frequency 100Hz Rating As a result, Examples 1 to 3 showed high tilt stability.

(Comparative Examples 4 to 5, Example 4, Example 4-2)
A liquid crystal composition containing a polymerizable compound in which 0.3 parts by mass of the liquid crystal composition LC-002 was added to 100 parts by mass and 0.3 parts by mass of the polymerizable compound A represented by the formula (RM-A1) was added as a polymerizable compound with Comparative Example 4. did.

The liquid crystal composition LC-002 is 97 parts by mass, the compound represented by the formula (i-1-1-1A) as the compound of the formula (i) is 3 parts by mass, and the polymerizable compound is the formula (RM-A1). A liquid crystal composition containing a polymerizable compound to which 0.3 parts by mass of the represented polymerizable compound A was added was designated as Comparative Example 5.

99 parts by mass of the liquid crystal composition LC-002, 1 part by mass of the compound represented by the formula (i-1-1-1A) as the compound of formula (i), and the formula (RM-A1) as the polymerizable compound. A liquid crystal composition containing a polymerizable compound to which 0.3 parts by mass of the represented polymerizable compound A was added was designated as Example 4.

The liquid crystal composition LC-002 was added to 99.5 parts by mass, 0.5 parts by mass of the compound represented by the formula (i-1-1-1A) as the compound of formula (i), and the formula (RM-RM-) as the polymerizable compound. A liquid crystal composition containing a polymerizable compound to which 0.3 parts by mass of the polymerizable compound A represented by A1) was added was designated as Example 4-2.

The polymerizable compound-containing liquid crystal composition of Comparative Example 4-5 and Examples 4,4-2, UV irradiation time _{T ND} [min] of the residual amount of the polymerizable compound is less than the detection limit, after _{T ND} irradiated with UV The amount of change in pretilt angle [°] after irradiation with VHR [%] and UV for 200 seconds was shown in Table 3 below.

_{From Table 3, the UV irradiation time TND} [minutes] at which the residual amount of the polymerizable compound was less than the lower limit of detection was shorter in Comparative Example 5 and Example 4 than in Comparative Example 4. VHR [%] after the UV T _ND irradiation was sufficiently high value towards the Comparative Example 5 and Example 4 than in Comparative Example 4. Further, the amount of change in pretilt angle [°] when UV is irradiated for 200 seconds is larger in Comparative Example 5 than in Comparative Example 4, but in Example 4, it shows a larger value, and Comparative Examples 4 to 5 show a larger value. It was found that the pre-tilt angle can be formed by UV irradiation for a shorter time than that. Further, the liquid crystal display element after _{T ND} irradiated with UV, with SHINTECH made OPTIPRO, display failure (burn) due to changes in the pretilt angle before and after irradiation with the backlight 3 hours while 30V applied voltage at frequency 100Hz Rating Example 4 showed high tilt stability.

In Examples 4-2, _{T ND} Comparative Example 4 has a high short VHR, greater amount of change in the pretilt angle than Comparative Example 5.

Further, the liquid crystal composition LC-002 is a composition containing an alkenyl compound represented by "3-Cy-Cy-V", and as shown in Table 1, the liquid crystal composition LC-002 of γ1 The value was smaller than the value of γ1 of other liquid crystal compositions not containing "3-Cy-Cy-V". The smaller the value of γ1, the faster the response rate. Therefore, it was shown that the liquid crystal composition contains the alkenyl compound to increase the response rate. On the other hand, from the results of Comparative Example 1 and Comparative Example 4, the liquid crystal composition LC-002 is "3-Cy-Cy-V" longer _{T ND} than the liquid crystal composition LC-001 that does not contain, further, the UV T _{The VHR after ND} irradiation was significantly lower than that of the liquid crystal composition LC-001. Therefore, liquid crystal composition containing the alkenyl compound has been shown to decrease the VHR occurs by UV irradiation long T _ND.

For such a liquid crystal composition LC-002, by adding the formula (i) compounds, T _ND is shortened, it is possible to suppress the reduction VHR, further wherein (i) the compound content predetermined It was shown that the amount of change in pretilt angle [°] can be increased even by UV irradiation for a short time by defining the range.

(Examples 5 to 6)
The liquid crystal composition LC-001 is 99 parts by mass, the compound represented by the formula (i-1-1-4A) as the compound of the formula (i) is 1 part by mass, and the polymerizable compound is the formula (RM-A1). A liquid crystal composition containing a polymerizable compound to which 0.3 parts by mass of the represented polymerizable compound A was added was designated as Example 5.

The liquid crystal composition LC-001 is 99 parts by mass, the compound represented by the formula (i-1-1-37A) as the compound of the formula (i) is 1 part by mass, and the polymerizable compound is the formula (RM-A1). A liquid crystal composition containing a polymerizable compound to which 0.3 parts by mass of the represented polymerizable compound A was added was designated as Example 6.

The polymerizable compound-containing liquid crystal compositions of Examples 5 to 6, UV irradiation time _{T ND} residual amount of the polymerizable compound is less than the detection limit [min], VHR [%] after _{T ND} irradiated with UV and UV The amount of change in pretilt angle [°] during irradiation for 200 seconds is as shown in Table 4 below.

The polymerizable compound-containing liquid crystal compositions of Examples 5 and 6 were also evaluated in the same manner as in Example 1. As a result, it was confirmed that the polymerizable compound-containing liquid crystal compositions of Examples 5 and 6 also solved the problems of the present invention in the same manner as in Example 1.

(Examples 7 to 12)
99 parts by mass of the liquid crystal composition LC-002, 1 part by mass of the compound represented by the formula (i-1-1-4A) as the compound of formula (i), and the formula (RM-A1) as the polymerizable compound. A liquid crystal composition containing a polymerizable compound to which 0.3 parts by mass of the represented polymerizable compound A was added was designated as Example 7.

99 parts by mass of the liquid crystal composition LC-002, 1 part by mass of the compound represented by the formula (i1-1-37A) as the compound of formula (i), and the formula (RM-A1) as the polymerizable compound. A liquid crystal composition containing a polymerizable compound to which 0.3 parts by mass of the represented polymerizable compound A was added was designated as Example 8.

99 parts by mass of the liquid crystal composition LC-002, 1 part by mass of the compound represented by the formula (i-1-1-4B) as the compound of formula (i), and the formula (RM-A1) as the polymerizable compound. A liquid crystal composition containing a polymerizable compound to which 0.3 parts by mass of the represented polymerizable compound A was added was designated as Example 9.

99 parts by mass of the liquid crystal composition LC-002, 1 part by mass of the compound represented by the formula (i1-1-48A) as the compound of formula (i), and the formula (RM-A1) as the polymerizable compound. A liquid crystal composition containing a polymerizable compound to which 0.3 parts by mass of the represented polymerizable compound A was added was designated as Example 10.

99 parts by mass of the liquid crystal composition LC-002, 1 part by mass of the compound represented by the formula (i-1-1-1B) as the compound of formula (i), and the formula (RM-A1) as the polymerizable compound. The polymerizable compound-containing liquid crystal composition in which 0.3 parts by mass of the represented polymerizable compound A was added was designated as Example 11.

The liquid crystal composition LC-002 is 99 parts by mass, the compound represented by the formula (i-1-1-2A) as the compound of the formula (i) is 1 part by mass, and the polymerizable compound is the formula (RM-A1). A liquid crystal composition containing a polymerizable compound to which 0.3 parts by mass of the represented polymerizable compound A was added was designated as Example 12.

The polymerizable compound-containing liquid crystal compositions of Examples 7 to 12, UV irradiation time _{T ND} residual amount of the polymerizable compound is less than the detection limit [min], VHR [%] after _{T ND} irradiated with UV and UV The amount of change in pretilt angle [°] during irradiation for 200 seconds is shown in Table 5 below.

For even polymerizable compound-containing liquid crystal compositions of Examples 7 to 12, as compared with Comparative Example 4 not added formula (i) compounds _LC-002, short _{T ND,} the value of VHR high pretilt angle changes The amount was large. Among them, Example 11 containing the expression (i-1-1B) compounds, as compared to other Examples 7 to 10 and 12, _a small _{T ND,} the value of VHR after UV irradiation was high. It is presumed that this is because the compound of formula (i) does not have a substituent on the ring adjacent to the condensed ring, so that the UV irradiation time can be shortened and the deterioration due to UV irradiation is suppressed. ..

(Comparative Examples 6 to 7, Examples 13 to 14)
A liquid crystal composition containing a polymerizable compound in which 0.7 parts by mass of the polymerizable compound A represented by the formula (RM-A1) was added as a polymerizable compound to 100 parts by mass of the liquid crystal composition LC-002 was compared with Comparative Example 6. did.

The liquid crystal composition LC-002 is 100 parts by mass, the polymerizable compound A represented by the formula (RM-A1) as a polymerizable compound is 0.3 parts by mass, and the polymerizable compound is represented by the formula (RM-B1). A liquid crystal composition containing a polymerizable compound to which 0.4 parts by mass of compound A was added was designated as Comparative Example 7.

99 parts by mass of the liquid crystal composition LC-002, 1 part by mass of the compound represented by the formula (i-1-1-4A) as the compound of formula (i), and the formula (RM-A1) as the polymerizable compound. A liquid crystal composition containing a polymerizable compound to which 0.7 parts by mass of the represented polymerizable compound A was added was designated as Comparative Example 13.

The liquid crystal composition LC-002 is represented by 99 parts by mass, the compound represented by the formula (i-1-1-4A) as the compound of formula (i) is represented by 1 part by mass, and the compound represented by the formula (RM-A1) is represented as a polymerizable compound. Example 14 was a polymerizable compound-containing liquid crystal composition in which 0.3 parts by mass of the polymerizable compound B to be obtained and 0.4 parts by mass of the polymerizable compound B represented by the formula (RM-B1) were added.

The polymerizable compound-containing liquid crystal composition of Comparative Example 6-7 and Examples 13 to 14, UV irradiation time _{T ND} residual amount of the polymerizable compound is less than the detection limit [min], the UV _{post-T ND} irradiation VHR Table 6 below shows [%] and the amount of change in pretilt angle [°] when irradiated with UV for 200 seconds. The content (% by mass) of the compound of formula (i) in the total amount of the liquid crystal composition containing a polymerizable compound is {mass part of the compound of formula (i) / (mass part of the liquid crystal composition + mass of the compound of formula (i)). It is a value calculated by part + mass part of the polymerizable compound (A and B)} × 100.

_{The UV irradiation time TND} [minutes] at which the residual amount of the polymerizable compound was less than the lower limit of detection was shorter in Examples 13 to 14 than in Comparative Examples 6 to 7. VHR [%] after the UV T _ND irradiation, Example 13 than in Comparative Example 6 are sufficiently high value, also, Example 17 than in Comparative Example 7 was sufficiently high value. The amount of change in pretilt angle [°] when UV was irradiated for 200 seconds was larger in Example 13 than in Comparative Example 6, and was larger in Example 17 than in Comparative Example 7. ..

In Example 14 in which 0.4 parts by mass of 0.7 parts by mass of the formula (RM-A1) compound of Example 13 was replaced with the compound of formula (RM-B1), VHR was higher than that of Example 13. Example 14, which contains the polymerizable compound A, the polymerizable compound B, and the compound of the formula (i), had sufficiently higher values than Comparative Examples 6 to 7 and Example 13. From this result, it was found that the decrease in VHR can be further suppressed by containing both the polymerizable compound A and the polymerizable compound B.

From the results of the above-mentioned Examples and Comparative Examples, the content of the compound of the general formula (i) can be sufficiently polymerized at a high speed in a predetermined range, and a large angle tilt can be formed with weak or a small amount of UV light. Yes, VHR after UV irradiation also showed a high value. In addition, it was found that the occurrence of display defects (burn-in) due to the exposure of the backlight was suppressed, and that high tilt stability was exhibited.

(Examples 15 to 19)
The liquid crystal composition LC-001 is 99 parts by mass, the compound represented by the formula (i-1-1-1A) as the compound of the formula (i) is 1 part by mass, and the polymerizable compound is the formula (RM-A2). Example 15 was a liquid crystal composition containing a polymerizable compound to which 0.3 parts by mass of the polymerizable compound represented was added.

The liquid crystal composition LC-001 is 99 parts by mass, the compound represented by the formula (i-1-1-1A) as the compound of the formula (i) is 1 part by mass, and the polymerizable compound is the formula (RM-A3). A liquid crystal composition containing a polymerizable compound to which 0.3 parts by mass of the represented polymerizable compound was added was designated as Example 16.

The liquid crystal composition LC-001 is 99 parts by mass, the compound represented by the formula (i-1-1-1A) as the compound of the formula (i) is 1 part by mass, and the polymerizable compound is the formula (RM-A4). A liquid crystal composition containing a polymerizable compound to which 0.3 parts by mass of the represented polymerizable compound was added was designated as Example 17.

The liquid crystal composition LC-001 is 99 parts by mass, the compound represented by the formula (i-1-1-1A) as the compound of the formula (i) is 1 part by mass, and the polymerizable compound is the formula (RM-A1). Example 18 was a liquid crystal composition containing a polymerizable compound to which 0.5 parts by mass of the polymerizable compound represented was added.

The liquid crystal composition LC-001 is represented by 99 parts by mass, the compound represented by the formula (i-1-1-1A) as the compound of formula (i) is represented by 1 part by mass, and the compound represented by the formula (RM-A1) is represented as a polymerizable compound. A polymerizable compound-containing liquid crystal composition containing 0.2 parts by mass of the polymerizable compound to be obtained and 0.1 parts by mass of the polymerizable compound represented by the formula (RM-A5) as the polymerizable compound was added to Example 19. did.

The polymerizable compound-containing liquid crystal compositions of Examples 15 to 19 were evaluated in the same manner as in Example 1. As a result, it was confirmed that the polymerizable compound-containing liquid crystal compositions of Examples 15 to 19 also solved the problems of the present invention in the same manner as in Example 1, regardless of the type of the polymerizable compound. It was suggested that the effect of the present invention can be exhibited by containing the quantitative formula (i) compound.

(Examples 20 to 24)
99 parts by mass of the liquid crystal composition LC-002, 1 part by mass of the compound represented by the formula (i-1-1-1A) as the compound of formula (i), and the formula (RM-A2) as the polymerizable compound. A liquid crystal composition containing a polymerizable compound to which 0.3 parts by mass of the represented polymerizable compound was added was designated as Example 20.

99 parts by mass of the liquid crystal composition LC-002, 1 part by mass of the compound represented by the formula (i-1-1-1A) as the compound of formula (i), and the formula (RM-A3) as the polymerizable compound. A liquid crystal composition containing a polymerizable compound to which 0.3 parts by mass of the represented polymerizable compound was added was designated as Example 21.

The liquid crystal composition LC-002 is 99 parts by mass, the compound represented by the formula (i-1-1-1A) as the compound of the formula (i) is 1 part by mass, and the polymerizable compound is the formula (RM-A4). Example 22 was a liquid crystal composition containing a polymerizable compound to which 0.3 parts by mass of the polymerizable compound represented was added.

99 parts by mass of the liquid crystal composition LC-002, 1 part by mass of the compound represented by the formula (i-1-1-1A) as the compound of formula (i), and the formula (RM-A1) as the polymerizable compound. A liquid crystal composition containing a polymerizable compound to which 0.5 parts by mass of the represented polymerizable compound was added was designated as Example 23.

The liquid crystal composition LC-002 is represented by 99 parts by mass, the compound represented by the formula (i-1-1-1A) as the compound of formula (i) is represented by 1 part by mass, and the compound represented by the formula (RM-A1) is represented as a polymerizable compound. Example 24 was a polymerizable compound-containing liquid crystal composition in which 0.2 parts by mass of the polymerizable compound to be polymerized and 0.1 parts by mass of the polymerizable compound represented by the formula (RM-A5) were added.

The polymerizable compound-containing liquid crystal compositions of Examples 20 to 24 were also evaluated in the same manner as in Example 4. As a result, it was confirmed that the polymerizable compound-containing liquid crystal compositions of Examples 20 to 24 also solved the problems of the present invention in the same manner as in Example 4, and a predetermined amount was determined regardless of the type of the polymerizable compound. It was suggested that by containing the compound of the formula (i) of the above, the effect of the present invention can be exhibited even when the alkenyl compound is contained.

(Examples 25 to 27)
99 parts by mass of the liquid crystal composition LC-003, 1 part by mass of the compound represented by the formula (i-1-1-1A) as the compound of formula (i), and the formula (RM-A1) as the polymerizable compound. A liquid crystal composition containing a polymerizable compound to which 0.3 parts by mass of the represented polymerizable compound was added was designated as Example 25.

The liquid crystal composition LC-004 is 99 parts by mass, the compound represented by the formula (i-1-1-1A) as the compound of the formula (i) is 1 part by mass, and the polymerizable compound is the formula (RM-A3). A liquid crystal composition containing a polymerizable compound to which 0.3 parts by mass of the represented polymerizable compound was added was designated as Example 26.

The liquid crystal composition LC-005 is 99 parts by mass, the compound represented by the formula (i-1-1-1A) as the compound of the formula (i) is 1 part by mass, and the polymerizable compound is the formula (RM-A4). A liquid crystal composition containing a polymerizable compound to which 0.3 parts by mass of the represented polymerizable compound was added was designated as Example 27.

The polymerizable compound-containing liquid crystal compositions of Examples 25 to 27 were also evaluated in the same manner as in Example 1. As a result, it was confirmed that the polymerizable compound-containing liquid crystal compositions of Examples 25 to 27 also solved the problems of the present invention in the same manner as in Example 1, and the composition and polymerizable property of the liquid crystal composition in the present invention. It was suggested that the effect of the present invention can be obtained by containing a predetermined amount of the compound of the formula (i) regardless of the type of the compound.

(Examples 28 to 31)
A polymerizable compound-containing liquid crystal composition obtained by further adding 0.005 parts by mass of an antioxidant represented by the formula (H-2-1) to the polymerizable compound-containing liquid crystal composition obtained in Example 2 was carried out. Example 28 was used.

A polymerizable compound-containing liquid crystal composition obtained by further adding 0.005 parts by mass of an antioxidant represented by the formula (H-4-1) to the polymerizable compound-containing liquid crystal composition obtained in Example 2 was carried out. Example 29 was used.

A polymerizable compound-containing liquid crystal composition obtained by further adding 0.005 parts by mass of an antioxidant represented by the formula (H-2-1) to the polymerizable compound-containing liquid crystal composition obtained in Example 4 was carried out. Example 30 was used.

A polymerizable compound-containing liquid crystal composition obtained by further adding 0.005 parts by mass of an antioxidant represented by the formula (H-4-1) to the polymerizable compound-containing liquid crystal composition obtained in Example 4 was carried out. Example 31 was used.

The polymerizable compound-containing liquid crystal compositions of Examples 28 to 29 were also evaluated in the same manner as in Example 1. As a result, it was confirmed that the polymerizable compound-containing liquid crystal compositions of Examples 28 to 29 also solved the problems of the present invention in the same manner as in Example 1.

Further, the polymerizable compound-containing liquid crystal compositions of Examples 30 to 31 were also evaluated in the same manner as in Example 4. As a result, it was confirmed that the polymerizable compound-containing liquid crystal compositions of Examples 30 to 31 also solved the problems of the present invention in the same manner as in Example 4.

(Examples 32 to 46)

The liquid crystal compositions LC-006 to LC-010 before the addition of the compound of formula (i) and the polymerizable compound were prepared in the same manner as in LC-001 to LC-005, and similarly in the same manner as in LC-001 to LC-005. Their physical properties were measured. Table 7 shows the configurations of the liquid crystal compositions LC-006 to LC-010 and the results of their physical property values.

Next, the polymerizable compound-containing liquid crystal composition was prepared in the same manner as in Example 1 except that the compound of formula (i) and the polymerizable compound A were added to LC-006 to LC-010 as shown in Tables 8 to 12. Adjustments were made to Examples 32 to 46.

Then, the polymerizable compound-containing liquid crystal compositions of Examples 32 to 46 were evaluated in the same manner as in Example 1. The evaluation test results of Examples 32 to 46 are shown in Tables 8 to 12. As a result, Examples 32 to 34 are Comparative Example 8, Examples 35 to 37 are Comparative Example 9, Examples 38 to 40 are Comparative Example 10, and Examples 41 to 43 are Comparative Example 11 and Example 44. It was confirmed that ~ 46 solves the problem of the present invention as compared with Comparative Example 12 as in Example 1.

(Examples 47 to 76)
To the polymerizable compound-containing liquid crystal compositions used in Examples 32 to 46, 0.005 parts by mass of an antioxidant represented by the formula (H-2-1) was further added to adjust the polymerizable property. The compound-containing liquid crystal compositions were designated as Examples 47 to 61.

Further, 0.005 parts by mass of an antioxidant represented by the formula (H-4-1) was further added to each of the polymerizable compound-containing liquid crystal compositions used in Examples 32 to 46 to prepare the liquid crystal compositions. The liquid crystal compositions containing a polymerizable compound were designated as Examples 62 to 76.

Then, the polymerizable compound-containing liquid crystal compositions of Examples 47 to 76 were also evaluated in the same manner as in Example 1. As a result, it was confirmed that the polymerizable compound-containing liquid crystal compositions of Examples 47 to 76 were also superior to Comparative Examples as in Example 1. From the above, it was confirmed that the problem of the present invention was solved.

Claims (12)

It contains one or more compounds represented by the general formula (i) and one or more polymerizable compounds.
A liquid crystal composition containing a polymerizable compound in which the total content of the compounds represented by the general formula (i) is less than 2.0% by mass.

(In the formula, R ⁱ¹ and R ⁱ² are independently 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 2 carbon atoms. Represents 10 to 10 alkoxyoxy groups, and one or more hydrogen atoms present in these groups may be substituted with fluorine atoms.
Ring A and Ring B are independent of each other.
(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 = existing in this group or two or more -CH = not adjacent to each other may be replaced with -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 = existing in the 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or two or more non-adjacent -CH = may be replaced with -N =. ) And (d) represent a group selected from the group consisting of 1,4-cyclohexenylene groups, and the above groups (a), group (b), group (c) and group (d) are independent of each other. It may be substituted with an alkyl group having 1 to 8 carbon atoms which may be substituted with a fluorine atom, an alkoxy group having 1 to 8 carbon atoms which may be substituted with a fluorine atom, a cyano group, or a fluorine atom.
C represents a divalent fused ring group having one or more benzene rings, and one or more hydrogen atoms contained in the fused ring group may be substituted with fluorine atoms from 1 to 8 carbon atoms. Alkyl group, may be substituted with a fluorine atom, an alkoxy group having 1 to 8 carbon atoms, or may be substituted with a fluorine atom.
Z ⁱ¹ and Z ⁱ² are independent of -OCH _2- , -CH ₂ O-, -COO-, -OCO-, -CF ₂ O-, -OCF _2- , -CH ₂ CH ₂ -,-, respectively. CF ₂ Represents CF _2- , -C≡C- or a single bond,
n ⁱ¹ and n ⁱ² independently represent 0, 1 or 2, respectively.
Ring A, ring B, and Z ⁱ¹ and Z ⁱ² is present in plural, it may differ even respectively identical. ) The compound represented by the general formula (i) is the general formula (i-1):

(In the formula, R ⁱ¹¹ , R ⁱ¹² , ring A ⁱ¹ , ring B ⁱ¹ , Z ⁱ¹¹ , Z ⁱ¹² , n ⁱ¹¹ and n ^{i12 are R i1} , R ⁱ² , ring A and ring, respectively, in the general formula (i). It has the same definition as B, Z ⁱ¹ , Z ⁱ² , ^{ni 1} and ^{ni 2.}
n ⁱ¹¹ + n ⁱ¹² represents 1, 2, 3 or 4
X ⁱ¹¹ to X ⁱ¹⁶ are independent alkyl groups having 1 to 8 carbon atoms which may be substituted with fluorine atoms, alkoxy groups having 1 to 8 carbon atoms which may be substituted with fluorine atoms, and fluorine atoms. Or represents a hydrogen atom. )
The polymerizable compound-containing liquid crystal composition according to claim 1, which is a compound represented by. As the polymerizable compound, the general formula (P):

(In the above general formula (P), R ^p1 represents a hydrogen atom, a fluorine atom, a cyano group, an alkyl group having 1 to 15 carbon atoms or -Sp ^p2- P ^p2 , and one or a non-alkyl group. Two or more adjacent −CH ₂ −s may be independently substituted by −CH = CH−, −C≡C−, −O−, −CO−, −COO− or −OCO−. One or more hydrogen atoms in the alkyl group may be independently substituted with a cyano group, a fluorine atom or a chlorine atom.
P ^p1 and P ^p2 are independent of each other, and the general formulas (P ^p1-1 ) to the formulas (P ^p1-9 ):

(In the formula, R ^p11 and R ^p12 independently represent a hydrogen atom, an alkyl group having 1 to 5 carbon atoms or an alkyl halide group having 1 to 5 carbon atoms, and W ^p11 is a single bond, −O. -, -COO-, represents an alkylene group having 1 to 5 carbon atoms, and t ^p11 represents 0, 1 or 2, but there are a plurality ^{of R p11} , R ^p12 , W ^p11 and / or t ^{p11 in the molecule.} If so, they may be the same or different.)
Sp ^p1 and Sp ^p2 independently represent a single bond or spacer group, respectively.
Z ^p1 and Z ^p2 are independent, single-bonded, -O-, -S-, -CH _2- , -OCH _2- , -CH ₂ O-, -CO-, -C ₂ H ₄ -,-, respectively. _{COO -, - OCO -, -} OCOOCH 2 -, - CH 2 OCOO -, - OCH 2 CH 2 O -, - CO-NR ZP1 -, - NR ZP1 -CO -, - SCH 2 -, - CH 2 S- ^{, -CH = CR ZP1 -COO -,} - CH = CR ZP1 -OCO -, - COO-CR ZP1 = CH -, - OCO-CR ZP1 = CH -, - COO-CR ZP1 = CH-COO -, - COO -CR ZP1 = CH- ^{OCO-, -OCO -CR ZP1} = CH- ^{COO-, -OCO} -CR ZP1 = CH-OCO-,-(CH ₂ ) _z- COO-,-(CH ₂ ) _z- OCO- , -OCO- (CH ₂ ) _z -,-(C = O) -O- (CH ₂ ) _z- , -CH = CH-, -CF = CF-, -CF = CH-, -CH = CF- _{, -CF 2 -, - CF 2} O -, - OCF 2 -, - CF 2 CH 2 -, - CH 2 CF 2 -, - CF 2 CF 2 - or -C≡C- (wherein, z are each They independently represent integers 1 to 4, and R ^ZP1 independently represent hydrogen atoms or alkyl groups with 1 to 4 carbon atoms, but if there are multiple ^{R ZP1s in the molecule, they are the same.} In addition, * in the formula represents a binding point to ^{Sp p1} or Sp ^p2.)
Represents
A ^p1 and A ^p2 are independent of each other.
^(A p) 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 p) 1,4-phenylene group (the one present in the group -CH = or non-adjacent two or more -CH = may be replaced by -N =.) And (c ^p ) Naphthalene diyl group, 1,2,3,4-tetrahydronaphthalenediyl group, decahydronaphthalenediyl group, phenanthrene-2,7-diyl group or anthracene-2,6-diyl group (1 present in these groups) Two or more -CH = or two or more non-adjacent -CH = may be replaced with -N =.)
Represents a group selected from the group consisting of
A ^p3 represents a group described above ^(a p), group ^{(b p)} and group ^(c p), and a group selected from the group consisting of a single bond,
The above groups ^(a p), group ^{(b p)} and group ^{(c p)} are each independently hydrogen atoms present in this group, a cyano group, a halogen atom, an alkyl of 1 to 8 carbon atoms It may be substituted with a group, an alkoxy group having 1 to 8 carbon atoms, an alkenyl group having 1 to 8 carbon atoms, or −Sp ^p2 −P ^p2.
m ^p1 represents 0, 1, 2 or 3, ^{and when a plurality of Z p1} , ^Ap2 , Sp ^p2 and / or P ^p2 are present in the molecule, they may be the same or different.
When m ^p1 is 0 and A ^p1 is a group other than a naphthalene diyl group, a phenanthrene-2,7-diyl group or an anthracene-2,6-diyl group, A ^p3 represents a group other than a single bond. )
The liquid crystal composition according to claim 1 or 2, which contains one or more polymerizable compounds A represented by. Further general formula (L):

^{(Wherein, R L1} and ^{R L2} are each independently an alkyl group having 1 to 8 carbon atoms, one or two or more -CH ₂ non-adjacent in the alkyl group - each independently Then, it may be replaced 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 independently (a) 1,4-cyclohexylene groups (one -CH _{2- existing in this group or two or more -CH 2} not adjacent to each other. -May be replaced with -O-.)
(B) 1,4-phenylene group (one -CH = existing in this group or two or more -CH = not adjacent to each other may be replaced with -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) , 3,4-Tetrahydronaphthalene-2,6-Diyl Group, one -CH = or two or more non-adjacent -CH = may be replaced with -N =).
Representing a group selected from the group consisting of, the above group (a), group (b) and group (c) may be independently substituted with a cyano group, a fluorine atom or a chlorine atom, respectively.
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 -, - It represents OCF _2- , -CF ₂ O-, -CH = N-N = CH-, -CH = CH-, -CF = CF- or -C≡C-.
If n ^L1 is 2 or 3 and there ^{are multiple A L2s} , they may be the same or different, and if n ^L1 is 2 or 3 and there are multiple ^{Z L2s, they may be the same or different.} May be the same or different.
However, the compound represented by the general formula (i) is excluded. )
The polymerizable compound-containing liquid crystal composition according to any one of claims 1 to 3, which contains one or more compounds selected from the compounds represented by. Further general formula (N-1)

^{(Wherein, R N11} and ^{R N12} are each independently an alkyl group having 1 to 8 carbon atoms, one or non-adjacent two or more -CH ₂ in the alkyl group - is independently Then, it may be replaced by −CH = CH−, −C≡C−, −O−, −CO−, −COO− or −OCO−.
A ^N11 and ^{A N12} are each independently (a) 1,4-cyclohexylene group (this is present in the group one -CH ₂ - or nonadjacent two or more -CH ₂ - is - It may be replaced with O-.)
(B) 1,4-Phenylene group (one -CH = existing in this group or two or more -CH = not adjacent to each other may be replaced with -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 = existing in the 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or two or more non-adjacent -CH = may be replaced with -N =. ) And (d) represent a group selected from the group consisting of 1,4-cyclohexenylene groups, and the above groups (a), group (b), group (c) and group (d) are independently cyano. It may be substituted with a group, a fluorine atom or a chlorine atom, and may be substituted.
Z ^N11 and ^{Z N12} are each independently a single _{bond, -CH 2 CH 2 -, -} (CH 2) 4 -, - OCH 2 -, - CH 2 O -, - COO -, - OCO -, - It represents OCF _2- , -CF ₂ O-, -CH = N-N = CH-, -CH = CH-, -CF = CF- or -C≡C-.
n ^N11 and n ^N12 each independently represent an integer of 0 to 3, but n ^N11 + n ^N12 is 1, 2 or 3, and there are a plurality of ^{A N11 to} A ^N12 and Z ^{N11 to} Z ^N12. If so, they may be the same or different.
However, the compounds represented by the general formula (i) and the general formula (L) are excluded. The polymerizable compound-containing liquid crystal composition according to any one of claims 1 to 4, which contains one kind or two or more kinds of compounds selected from the compounds represented by). The general formula (i) is the general formula (i-1-1):

(In the formula, R ⁱ¹¹¹ , R ⁱ¹¹² ring A ⁱ¹¹ , ring B ⁱ¹¹ , Z ⁱ¹¹¹ and Z ^{i112 are R i1} , R ⁱ² , ring A, ring B, Z ⁱ¹ and Z ^{i2 in the} general formula (i), respectively. Represents the same definition as
Y ⁱ¹¹¹ and Y ⁱ¹¹² independently have an alkyl group having 1 to 8 carbon atoms which may be substituted with a fluorine atom, an alkoxy group having 1 to 8 carbon atoms which may be substituted with a fluorine atom, and a fluorine atom. Or represents a hydrogen atom
n ⁱ¹¹¹ and n ⁱ¹¹² independently represent 0 or 1, respectively. )
The polymerizable compound-containing liquid crystal composition according to any one of claims 1 to 5, which is a compound selected from the above. ^{In any one of claims 1 to 6, at least one of RL1} and ^{RL2 in} the general formula (L) contains one or more compounds representing an alkenyl group having 2 to 8 carbon atoms. The polymerizable compound-containing liquid crystal composition according to the above. Any one of claims 1 to 7, further comprising one or more polymerizable compounds B having one or more polymerizable groups and one or more polar groups in the molecular structure as the polymerizable compound. The polymerizable compound-containing liquid crystal composition according to the section. The polymerizable compound B has a general formula (AT):

(In the formula, Sp ^AT1 represents a single bond or a linear or branched alkylene group having 1 to 25 carbon atoms, and one or more hydrogen atoms in the alkylene group are -OH, -CN, -W ^AT1 -Z ^AT1 or ^P AP1 ^{-Sp AP1} - may be substituted with, one or not adjacent two or more -CH ₂ in the alkylene group - is, as the oxygen atoms are not directly bonded cyclic The group may be substituted with −CH = CH−, −C≡C−, −O−, −CO−, −COO− or −OCO−.
W ^AT1 represents a single bond or the following general formula (WAT1) or (WAT2):

(In the formula, Sp ^WAT1 and Sp ^WAT2 each independently represent a single bond or a linear or branched alkylene group having 1 to 25 carbon atoms, and one or two or more hydrogen atoms in the alkylene group. is -OH, -CN or ^P AP1 ^{-Sp AP1} - may be substituted with, not one or adjacent in the alkylene group two or more -CH ₂ -, the ring so that oxygen atoms are not directly adjacent It may be substituted with the formula group, -CH = CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-. * In the formula represents a bond). ,
Z ^AT1 represents a monovalent polar group comprising a polar ^component, one or more hydrogen atoms in ^{Z AT1} is -OH, -CN or ^P AP1 ^{-Sp AP1} - may be substituted with.
P ^AP1 represents a polymerizable group
Sp ^AP1 represents a spacer group.
* In the formula represents a bond. )
The polymerizable compound-containing liquid crystal composition according to claim 8, which is a group represented by. A liquid crystal display device using the polymerizable compound-containing liquid crystal composition according to any one of claims 1 to 9. An active matrix driving liquid crystal display device using the polymerizable compound-containing liquid crystal composition according to any one of claims 1 to 9. A liquid crystal display element for PSA mode, PSVA mode, PS-IPS mode, or PS-FFS mode using the polymerizable compound-containing liquid crystal composition according to any one of claims 1 to 9.