Liquid crystal composition containing polymerizable compound and liquid crystal display element

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

Technical Field

[0001] The present invention relates to a liquid crystal composition containing a polymerizable compound and a liquid crystal display element using the same. In this specification, the liquid crystal composition containing a polymerizable compound is referred to as a polymerizable compound-containing liquid crystal composition. The polymerizable compound refers to a compound having a polymerizable group.

[0002] For example, a liquid crystal display element in the PSA (Polymer Sustained Alignment) mode has a structure in which a polymer structure is formed in a cell to control the pretilt angle of liquid crystal molecules, and has been put into practical use as a liquid crystal display element due to its high-speed response and high contrast.

[0003] The production of a liquid crystal display element in the PSA mode is carried out by injecting a liquid crystal composition containing a polymerizable compound between substrates, irradiating UV light in a state where a voltage is applied to align liquid crystal molecules, and polymerizing the polymerizable compound to fix the alignment of the liquid crystal molecules.

[0004] In recent years, high-definition pixels have been required for liquid crystal display elements in the PSA mode such as 4K and 8K. For this reason, a considerable amount of UV light is cut off due to an increase in the area of wiring and light-shielding portions, and in the conventional UV irradiation process, problems such as insufficient tilt formation, insufficient polymerization of the polymerizable compound, and a large amount of the polymerizable compound remaining occur. Further, as a result, display defects such as deterioration of the response speed, generation of afterimages due to deterioration of the alignment property, and image sticking (IS) generated by the remaining polymerizable compound gradually polymerizing during driving and changing the tilt have been confirmed.

[0005] From the above, for a high-definition liquid crystal display element in the PSA mode, a liquid crystal composition that can be stably produced with weaker or less UV light than before is required.

[0006] As an approach from a liquid crystal composition for polymerizing a coincidence compound-containing liquid crystal composition with weaker or less UV light than in the past, Patent Document 1 and Patent Document 2 introduce techniques for shortening the polymerization reaction rate by containing a liquid crystal compound having a terphenyl skeleton or a naphthalene skeleton.

Prior Art Documents

Patent Documents

[0007]

Patent Document 1

Patent Document 2

Summary of the Invention

Problems to be Solved by the Invention

[0008] As described above, in recent years, in a high-definition PSA-mode liquid crystal display element, a polymerizable compound-containing liquid crystal composition that can be stably manufactured with weaker or less UV light than in the past has been demanded. However, although the polymerization rate of the polymerizable compound-containing liquid crystal composition containing a liquid crystal compound having a terphenyl skeleton or a naphthalene skeleton described in Examples of Patent Document 1 and Patent Document 2 is sufficient, the tilt formation is insufficient, and the tilt stability is not sufficiently high. For this reason, improvement of the characteristics of the polymerizable compound-containing liquid crystal composition has been demanded. Improvement of the characteristics of such a polymerizable compound-containing liquid crystal composition is required not only for PSA-mode liquid crystal display element applications but also for polymerizable compound-containing liquid crystal compositions used in other driving mode liquid crystal display elements.

[0009] The problems to be solved by the present invention are to provide a polymerizable compound-containing liquid crystal composition useful for manufacturing a liquid crystal display element that can be sufficiently polymerized at a high speed, can form a tilt with weak or less UV light, and has excellent reliability after the UV irradiation process, and to provide a liquid crystal display element using the same.

Means for Solving the Problems

[0010] As a result of intensive studies by the inventors on the above problems, it has been found that a polymerizable compound-containing liquid crystal composition containing a compound having a specific structure and a polymerizable compound, and having the content of the compound having the specific structure within a predetermined range can solve the above problems, and the present invention has been completed.

[0011] That is, the present invention provides a polymerizable compound-containing liquid crystal composition containing one or more compounds represented by the following general formula (i) and one or more polymerizable compounds, wherein the total content of the compounds represented by the general formula (i) is less than 2.0% by mass.

[0012] [Chemical formula]

[0013] (In the formula, R i1 and R i2 each independently represents an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms or an alkenyloxy group having 2 to 10 carbon atoms, and one or more hydrogen atoms present in these groups may be substituted by fluorine atoms. Ring A and ring B each independently represent (a) a 1,4-cyclohexylene group (one -CH2- or two or more non-adjacent -CH2- present in this group may be replaced by -O-.) (b) a 1,4-phenylene group (one -CH= or two or more non-adjacent -CH= present in this group may be replaced by -N=.) (c) a naphthalene-2,6-diyl group, a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or a decahydronaphthalene-2,6-diyl group (one -CH= or two or more non-adjacent -CH= present in the naphthalene-2,6-diyl group or the 1,2,3,4-tetrahydronaphthalene-2,6-diyl group may be replaced by -N=.) and (d) a 1,4-cyclohexenylene group wherein the groups (a), (b), (c) and (d) each independently 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, one or more hydrogen atoms of the fused ring group being optionally substituted by an alkyl group having 1 to 8 carbon atoms which may be substituted by a fluorine atom, an alkoxy group having 1 to 8 carbon atoms which may be substituted by a fluorine atom, or a fluorine atom; Z i1 and Z i2 each independently represents -OCH-, -CHO-, -COO-, -OCO-, -CFO-, -OCF-, -CHCH-, -CFCF-, -C≡C-, or a single bond, n i1 and n i2 each independently represents 0, 1 or 2, Ring A, Ring B, Z i1 and Z i2 When there are multiple of each, they may be the same or different.)

[0014] The present invention also provides a liquid crystal display element, an active matrix liquid crystal display element, and a PSA mode, PSVA mode, PS-IPS mode, or PS-FFS mode liquid crystal display element, which use a polymerizable compound-containing liquid crystal composition containing one or more compounds represented by the above general formula (i) and one or more polymerizable compounds, wherein the total content of the compounds represented by the general formula (i) is less than 2.0 mass %. [Effects of the Invention]

[0015] The polymerizable compound-containing liquid crystal composition of the present invention can be sufficiently polymerized at a high speed, and can form a tilt with weak or little UV light, thereby achieving high tilt stability. Furthermore, the polymerizable compound-containing liquid crystal composition of the present invention can be sufficiently polymerized at a high speed and can shorten the UV irradiation time, thereby suppressing deterioration of the liquid crystal composition and a decrease in voltage holding ratio (VHR) due to UV irradiation.

[0016] A liquid crystal display element using the polymerizable compound-containing liquid crystal composition of the present invention has a small amount of unreacted polymerizable compound remaining, can form a tilt with weak or little UV light, exhibits high-speed response, a high VHR, and high tilt stability, and can exhibit excellent display quality with no or suppressed display defects such as alignment defects and burn-in due to changes in the pretilt angle. DETAILED DESCRIPTION OF THE INVENTION

[0017] 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 below. The compound represented by general formula (i) may be referred to as the compound of general formula (i) or compound (i). The same applies to other compounds.

[0018] A. Liquid crystal composition containing polymerizable compound The polymerizable compound-containing liquid crystal composition of the present invention contains one or more compounds represented by general formula (i) and one or more polymerizable compounds, and the total content of the compounds represented by general formula (i) is less than 2.0 mass %.

[0019] [ka]

[0020] (In the formula, R i1 , R i2 , ring A, ring B, C, Z i1 , Z i2 , n i1 and n i2 are as defined above.)

[0021] According to the polymerizable compound-containing liquid crystal composition of the present invention, by setting the content of the compound represented by general formula (i), that is, the compound containing the fused ring within the structure within a given range, the sensitizing action exerted by the compound represented by general formula (i) above makes the polymerizable compound sufficiently polymerize at a high speed, and large tilt can be formed with weak or small UV light, and high tilt stability can be achieved. Furthermore, the polymerizable compound-containing liquid crystal composition of the present invention is sufficiently polymerizable at a high speed, and therefore, UV irradiation time can be shortened, which prevents deterioration of the liquid crystal composition due to UV irradiation, and a decrease in voltage retention (VHR) can be suppressed.

[0022] Furthermore, a liquid crystal display element using the polymerizable compound-containing liquid crystal composition of the present invention has a small amount of unreacted polymerizable compound remaining, can form a large tilt angle with weak or little UV light, exhibits high-speed response, a high VHR, and high tilt stability, and can exhibit excellent display quality with no or suppressed display defects such as alignment defects and image sticking due to changes in the pretilt angle.

[0023] In particular, in the production of high-resolution PSA mode liquid crystal display elements such as 4K and 8K, a long UV irradiation time significantly reduces production efficiency. In contrast, the polymerizable compound-containing liquid crystal composition of the present invention enables the production of high-resolution PSA mode liquid crystal display elements such as 4K and 8K with a short UV irradiation time, and therefore has great industrial utility value.

[0024] Of the polymerizable compound-containing liquid crystal compositions of the present invention, a composition excluding the polymerizable compound and the compound represented by general formula (i) may be referred to as the liquid crystal composition of the present invention. Hereinafter, each component contained in the polymerizable compound-containing liquid crystal composition of the present invention will be described.

[0025] [1] Compound represented by general formula (i) The polymerizable compound-containing liquid crystal composition of the present invention contains the compound represented by general formula (i) in a predetermined content.

[0026] [ka]

[0027] In general formula (i), R i1 and R i2 each independently represents an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, or an alkenyloxy group having 2 to 10 carbon atoms. One or more hydrogen atoms present in these groups may be substituted with a fluorine atom.

[0028] Because it has a high effect of lowering γ1, R i1 and R i2 are each independently preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, particularly preferably an alkyl group having 1 to 3 carbon atoms or an alkenyl group having 2 to 3 carbon atoms. Furthermore, the alkyl group and alkenyl group are preferably linear.

[0029] In addition, since |Δε| of the liquid crystal composition containing the polymerizable compound can be increased, R i1 and R i2 are preferably each independently an alkoxy group having 1 to 5 carbon atoms or an alkenyloxy group having 2 to 5 carbon atoms.

[0030] In addition, since it is highly effective in improving the reliability of VHR, etc., i1 and R i2 are each independently preferably an alkyl group having 1 to 5 carbon atoms or an alkoxy group having 1 to 5 carbon atoms, and particularly preferably an alkyl group having 1 to 3 carbon atoms or an alkoxy group having 1 to 3 carbon atoms.

[0031] R i1 and R i2 One or more hydrogen atoms in the group may or may not be substituted with a fluorine atom, buti1 and R i2 is preferably not substituted with a fluorine atom.

[0032] In general formula (i), ring A and ring B each independently represent (a) a 1,4-cyclohexylene group (in which one —CH— or two or more non-adjacent —CH— groups may be replaced by —O—). (b) a 1,4-phenylene group (in which one -CH= or two or more non-adjacent -CH= groups may be replaced by -N=). (c) a naphthalene-2,6-diyl group, a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, or a decahydronaphthalene-2,6-diyl group (one -CH= or two or more non-adjacent -CH= groups in the naphthalene-2,6-diyl group or the 1,2,3,4-tetrahydronaphthalene-2,6-diyl group may be replaced by -N=); and (d) 1,4-cyclohexenylene group represents a group selected from the group consisting of:

[0033] The above groups (a), (b), (c) and (d) may each independently 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.

[0034] Among these, ring A and ring B each independently have the following structure:

[0035] [ka]

[0036] It is preferable that the aryl group represents a group selected from the group consisting of 1,4-cyclohexylene, unsubstituted 1,4-phenylene, 2-fluoro-1,4-phenylene, 3-fluoro-1,4-phenylene, and 2,3-difluoro-1,4-phenylene.

[0037] More specifically, for the reason that the polymerization rate of the polymerizable compound can be increased, ring A and ring B are each independently preferably an unsubstituted 1,4-phenylene group, 2-fluoro-1,4-phenylene group, 3-fluoro-1,4-phenylene group or 2,3-difluoro-1,4-phenylene group, and particularly preferably an unsubstituted 1,4-phenylene group. The absorption wavelength band of the unsubstituted phenylene group is located on the longer wavelength side than that of the phenylene group substituted with other atoms such as fluorine atoms. Thereby, 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 can increase the reaction rate of the polymerizable compound and can sufficiently suppress the decrease in VHR as compared with the case where the compound represented by the general formula (i) having a substituent is contained.

[0038] On the other hand, for the reason that the miscibility with other liquid crystal components is further improved, ring A and ring B are each independently preferably a 2-fluoro-1,4-phenylene group, 3-fluoro-1,4-phenylene group or 2,3-difluoro-1,4-phenylene group.

[0039] When a plurality of ring A and a plurality of ring B are present respectively, the plurality of ring A and the plurality of ring B may be the same or different from each other.

[0040] 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 refers to a group in which a plurality of rings containing 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 are bonded by sharing two or more atoms.

[0041] The condensed ring group represented by C is preferably a condensed ring group formed by condensation of two, three or four rings. In other words, the condensed ring group represented by C is preferably a bicyclic condensed ring group, tricyclic condensed ring group or tetracyclic condensed ring group. Among them, from the viewpoint of compatibility with other liquid crystal molecules, a bicyclic condensed ring group or tricyclic condensed ring group is more preferable.

[0042] 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 condensed ring group within the above range, it becomes easier to achieve both an appropriate polymerization rate and high reliability by including the compound represented by the general formula (i).

[0043] The condensed ring group represented by C may be composed only of benzene rings. Examples of the condensed ring group composed only of benzene rings include a naphthyl group, an anthracenyl group, a phenanthrenyl group, and the like.

[0044] Alternatively, the condensed ring group represented by C may be composed of one or more benzene rings and one or more rings selected from the group consisting of an aliphatic monocyclic ring, an aromatic heterocyclic ring, and an aliphatic heterocyclic ring.

[0045] The aliphatic monocyclic ring has a structure in which the cyclic bond is composed only of carbon atoms. The aliphatic monocyclic ring preferably has 4 to 8 carbon atoms, more preferably 4 to 6 carbon atoms, and even more preferably 5 or 6 carbon atoms. Examples of the aliphatic monocyclic 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. Among them, the aliphatic monocyclic ring contained in the condensed ring represented by C is preferably a cyclopentane ring or a cyclohexane ring.

[0046] The aliphatic heterocyclic ring has a structure in which one, two, or three -CH2- groups in the ring of the aliphatic ring are replaced by -O-, -S-, or -NH-. The number of ring members of the aliphatic heterocyclic ring is preferably 4 to 8, more preferably 4 to 6, and even more preferably 5 or 6. Examples of such an aliphatic heterocyclic ring include a pyrrolidine ring, a tetrahydrofuran ring, a tetrahydrothiophene ring, a piperidine ring, a tetrahydropyran ring, a tetrahydrothiopyran ring, and the like.

[0047] The aromatic heterocycle has a structure in which one, two, or three -CH= in the aromatic ring is replaced with -O-, -S-, or -N-. The number of ring members in the aromatic heterocycle is preferably 4 to 8, 4 to 6, or 5 or 6. Examples of such aromatic heterocycles include a pyrrole ring, a furan ring, a thiophene ring, and a pyridine ring.

[0048] Among these, the fused ring group represented by C is preferably a fused ring group composed of two or three benzene rings, or a fused ring composed of one or two benzene rings and one or two rings selected from the group consisting of a tetrahydrofuran ring, a tetrahydropyran ring, a pyridine ring, a pyrrolidine ring, and a tetrahydrothiophene ring.

[0049] One or more hydrogen atoms of the fused ring group represented by C 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, or a fluorine atom; however, in terms of ease of synthesis of the compound, it is preferable that one or more hydrogen atoms of the fused ring group represented by C are not substituted.

[0050] In the fused ring group represented by C, Z i1 (n i1 When is 0, R i1 ) and bonding positions A and Z i2 (n i2 When is 0, R i2 ) is not particularly limited, but it is preferable that the above-mentioned binding position A and the above-mentioned binding position B are located on a straight line.

[0051] Specifically, C in the general formula (i) preferably represents a fused ring group selected from the following structures.

[0052] [ka]

[0053] (where * represents Z i1 or Ri1 represents the bonding point to, and the black dot (●) represents Z i2 or R i2 represents the bonding point to.)

[0054] Among the structures described above, C in the general formula (i) more preferably represents a condensed ring group selected from the following structures.

[0055]

Chemical formula

[0056] (In the formula, * represents the bonding point to Z i1 or R i1 represents the bonding point to, and the black dot (●) represents Z i2 or R i2 represents the bonding point to.)

[0057] Among the structures described above, C in the general formula (i) particularly preferably represents a 2,6-naphthalenediyl group because it can further improve the compatibility between a high polymerization rate and high reliability.

[0058] In the general formula (i), Z i1 and Z i2 each independently represents -OCH2-, -CH2O-, -COO-, -OCO-, -CF2O-, -OCF2-, -CH2CH2-, -CF2CF2-, -C≡C- or a single bond. Among them, Z i1 and Z i2 each independently preferably represents -OCH2-, -CH2O-, -CH2CH2- or a single bond, and a single bond is particularly preferred for increasing the polymerization rate of the polymerizable compound. TIFF0007716191000007.tif21112

[0059] In the general formula (i), when there are a plurality of Z i1 and Z i2 respectively, the plurality of Z i1 and the plurality of Z i2 may be the same or different from each other.

[0060] For example, the compound represented by general formula (i) may have a fused ring represented by C and a ring bonded to Z via one of rings A and B. i1 or Z i2 When represents any of the above groups other than a single bond, the reliability and solubility can be further improved.

[0061] In the general formula (i), n i1 and n i2 Each independently represents 0, 1 or 2, but n i1 +n i2 It is preferable that n represents 1 or 2, and n i1 +n i2 More preferably, n represents 1. i1 +n i2 If represents 2, then n i1 represents 1 and n i2 may represent 1, and n i1 or n i2 One of them may represent 2 and the other may represent 0. In particular, n i1 or n i2 Preferably, one of these represents 2 and the other represents 0.

[0062] In the general formula (i), ring A, ring B, Z i1 and Z i2 When there are a plurality of each of these, they may be the same or different.

[0063] The compound represented by general formula (i) is preferably a compound represented by the following general formula (i-1).

[0064] [ka]

[0065] (In the formula, R i11 , R i12 , ring A i1 , ring B i1 , Z i11, Z i12 , n i11 and n i12 are R in the general formula (i), respectively. i1 , R i2 , ring A, ring B, Z i1 , Z i2 , n i1 and n i2 has the same definition as n i11 +n i12 represents 1, 2, 3 or 4, X i11 From X i16 each independently represents 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 fluorine atom, or a hydrogen atom.

[0066] In general formula (i-1), n i11 +n i12 is preferably 1 or 2 from the viewpoint of miscibility with other liquid crystal molecules, and more preferably 1 since miscibility with other liquid crystal molecules and tilt stability are further improved.

[0067] In general formula (i-1), X i11 From X i16 are each independently preferably 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, more preferably a fluorine atom or a hydrogen atom, and particularly preferably a hydrogen atom.

[0068] X i11 From X i16 The number of hydrogen atom groups among X is preferably at least 3. i11 From X i16 The number of groups that are hydrogen atoms is preferably 3, 4, 5 or 6, more preferably 4, 5 or 6, and still more preferably 5 or 6 or 6.

[0069] In general formula (i-1), R i11 , R i12, ring A i1 , ring B i1 , Z i11 and Z i12 Regarding the preferred embodiments of the formula (i), R i1 , R i2 , ring A, ring B, Z i1 and Z i2 The preferred embodiment of the present invention can be the same as that of the above.

[0070] In general formula (i-1), n i11 represents 0 and n i12 represents 1 or 2, and R i12 Ring B directly bonded to i1 is a 2,3-difluoro-1,4-phenylene group, R i12 is preferably an alkoxy group having 1 to 10 carbon atoms, more preferably an alkoxy group having 1 to 5 carbon atoms, and even more preferably an alkoxy group having 1 to 3 carbon atoms. i12 This is because the effect of improving the reactivity of the polymerizable compound when used in combination with the compound represented by general formula (i-1) is higher than when R is a group other than an alkoxy group. i11 is preferably an alkyl group having 1 to 10 carbon atoms, more preferably an alkyl group having 1 to 5 carbon atoms, and even more preferably an alkyl group having 1 to 3 carbon atoms.

[0071] In addition, in the general formula (i-1), n i11 represents 0 and n i12 represents 2, and R i11 Ring B directly bonded to i1 is a 1,4-phenylene group, R i1 and R i2 are each independently preferably an alkyl group having 1 to 10 carbon atoms, more preferably an alkyl group having 1 to 5 carbon atoms, and even more preferably an alkyl group having 1 to 3 carbon atoms. i1 and R i2 This is because, compared to when one or both of the above are groups other than alkyl groups, the combined use with the compound represented by general formula (i-1) has a higher effect of suppressing a decrease in voltage holding ratio (VHR).

[0072] The compound represented by the general formula (i) is more preferably a compound represented by the following general formula (i-1-1).

[0073]

Chemical formula

[0074] (In the formula, R i111 , R i112 , ring A i11 , ring B i11 , Z i111 and Z i112 each represent the same definitions as R i1 , R i2 , ring A, ring B, Z i1 and Z i2 in the general formula (i), Y i111 and Y i112 each independently represent 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 fluorine atom or a hydrogen atom, n i111 and n i112 each independently represent 0 or 1.)

[0075] In the general formula (i-1-1), Y i111 and Y i112 are each independently preferably 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, 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. Y i111 and Y i112 may be such that one is a fluorine atom and the other is a hydrogen atom, both may represent a fluorine atom, or both may represent a hydrogen atom. Y i111 and Y i112However, when each independently represents a fluorine atom or a hydrogen atom, the compound represented by general formula (i-1-1) can increase the polymerization rate of the polymerizable compound, further improve the miscibility with other liquid crystal components, and obtain high tilt stability.

[0076] In general formula (i-1-1), n i111 and n i112 Each independently represents 0 or 1, but from the viewpoint of miscibility with other liquid crystal molecules, n i111 +n i112 is preferably 0 or 1, and more preferably 0, since this further improves the miscibility with other liquid crystal molecules and the tilt stability. i111 +n i112 When is 1, n i111 represents 1 and n i112 may represent 0, and n i111 represents 0 and n i112 may represent 1. Among them, n i111 represents 0 and n i112 preferably represents 1. This is because the compound represented by general formula (i-1-1) has a molecular structure in which the ring structure is unevenly distributed on one side of the fused ring at the center, thereby improving the miscibility with other liquid crystal molecules.

[0077] In general formula (i-1-1), R i111 , R i112 , ring A i11 , ring B i11 , Z i111 and Z i112 Regarding the preferred embodiments of the formula (i), R i1 , R i2 , ring A, ring B, Z i1 and Z i2 The preferred embodiment of the present invention can be the same as that of the above.

[0078] In general formula (i-1-1), n i111 and n i12 represents 0, and Y i111 and Y i112 When both represent fluorine atoms, R i112is preferably an alkoxy group having 1 to 10 carbon atoms, more preferably an alkoxy group having 1 to 5 carbon atoms, and even more preferably an alkoxy group having 1 to 3 carbon atoms. i112 This is because the effect of improving the reactivity of the polymerizable compound when used in combination with the compound represented by general formula (i-1-1) is higher than when R is a group other than an alkoxy group. i111 is preferably an alkyl group having 1 to 10 carbon atoms, more preferably an alkyl group having 1 to 5 carbon atoms, and even more preferably an alkyl group having 1 to 3 carbon atoms.

[0079] In addition, in the general formula (i-1-1), n i11 represents 0 and n i12 represents 1, and Y i111 and Y i112 Both represent fluorine atoms, and B i11 When represents a 1,4-phenylene group, R i11 and R i12 are each independently preferably an alkyl group having 1 to 10 carbon atoms, more preferably an alkyl group having 1 to 5 carbon atoms, and even more preferably an alkyl group having 1 to 3 carbon atoms. i11 and R i12 This is because, compared to when one or both of the above are groups other than alkyl groups, the combined use with the compound represented by general formula (i-1) has a higher effect of suppressing a decrease in voltage holding ratio (VHR).

[0080] The compound represented by the general formula (i) is preferably each compound represented by the following general formula (i-1-1-1) to general formula (i-1-1-55). Among them, more preferable compounds are those represented by general formula (i-1-1-1) to general formula (i-1-1-6), general formula (i-1-1-12) to general formula (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), general formula (i-1-1-45) to general formula (i-1-1-50), more preferably those represented by general formula (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 (i-1-1-48), and particularly preferably those represented by general formula (i-1-1-1) to general formula (i-1-1-4).

[0081]

Chemical formula

[0082]

Chemical formula

[0083]

Chemical formula

[0084]

Chemical formula

[0085]

Chemical formula

[0086] (In the formula, R i111 and R i112 each represent the same definition as R i1 and R i2 in the general formula (i).)

[0087] The compound of general formula (i) can promote the polymerization reaction of the polymerizable compound due to its sensitizing effect, but on the other hand, if the content of the compound of general formula (i) is too high, it may be difficult to form a tilt of sufficient magnitude in a short reaction time, or VHR may decrease, etc. In contrast, the polymerizable compound-containing liquid crystal composition of the present invention can sufficiently polymerize the polymerizable compound at a high speed by adjusting the content of the compound of general formula (i) within a predetermined range, making it possible to form a tilt of sufficient magnitude in a short time, suppress a decrease in VHR due to UV irradiation, and achieve a good balance of various properties.

[0088] The content of the compound of general formula (i) may be less than 2.0% by mass in 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%, 1.8%, 1.7%, 1.6%, 1.5%, 1.4%, 1.3%, 1.2%, 1.0%, 0.9%, 0.8%, 0.7%, 0.6%, or 0.5% by mass. The content of the compound of general formula (i) may be more than 0% by mass in 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%, 0.05%, 0.1%, 0.2%, 0.3%, 0.4%, 0.5%, 0.6%, 0.7%, 0.8%, 0.9%, or 1.0% by mass.

[0089] More specifically, the content of the compound of general formula (i) may be in the range of more than 0% by mass and less than 2.0% by mass, and is preferably 0.05% by mass to 1.9% by mass, 0.5% by mass to 1.9% by mass, 0.5% by mass to 1.5% by mass, or 0.5% by mass to 1.0% by mass.

[0090] [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 its molecular structure, and by forming a polymer in the manufacturing process of a liquid crystal display element, it is possible to impart a tilt angle to liquid crystal molecules and improve response speed, T ni, physical properties such as Δε can be increased.

[0091] 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.

[0092] [2-1] Polymerizable compound A The polymerizable compound-containing liquid crystal composition of the present invention preferably contains one or more of the polymerizable compounds represented by the general formula (P) as the polymerizable compound.

[0093] [Chemical formula]

[0094] (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 more non-adjacent -CH2- in the alkyl group may each be independently substituted by -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-, and one or more hydrogen atoms in the alkyl group may each be independently substituted by a cyano group, a fluorine atom or a chlorine atom. P p1 and P p2 each independently represent a general formula (P p1 -1) to formula (P p1 -9)

[0095] [Chemical formula]

[0096] (In the formula, R p11 and R p12 each independently represent a hydrogen atom, an alkyl group having 1 to 5 carbon atoms or a halogenated alkyl group having 1 to 5 carbon atoms, and W p11represents a single bond, -O-, -COO-, or an alkylene group having 1 to 5 carbon atoms, and t p11 represents 0, 1, or 2, provided that when there are multiple R p11 , R p12 , W p11 and / or t p11 in the molecule, they may be the same or different. Any of the following represents Sp p1 and Sp p2 each independently represents a single bond or a spacer group, Z p1 and Z p2 each independently represents a single bond, -O-, -S-, -CH2-, -OCH2-, -CH2O-, -CO-, -C2H4-, -COO-, -OCO-, -OCOOCH2-, -CH2OCOO-, -OCH2CH2O-, -CO-NR ZP1 -, -NR ZP1 -CO-, -SCH2-, -CH2S-, -CH=CR ZP1 -COO-, -CH=CR ZP1 -OCO-, -COO-CR ZP1 =CH-, -OCO-CR ZP1 =CH-, -COO-CR ZP1 =CH-COO-, -COO-CR ZP1 =CH-OCO-, -OCO-CR ZP1 =CH-COO-, -OCO-CR ZP1 =CH-OCO-, -(CH2) z -COO-, -(CH2) z -OCO-, -OCO-(CH2) z -, -(C=O)-O-(CH2) z -, -CH=CH-, -CF=CF-, -CF=CH-, -CH=CF-, -CF2-, -CF2O-, -OCF2-, -CF2CH2-, -CH2CF2-, -CF2CF2-, or -C≡C- (wherein z each independently represents an integer of 1 to 4, and R ZP1 each independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, provided that when there are multiple R ZP1 in the molecule, they may be the same or different. Note that * in the formula represents Sp p1 or Sp p2represents a bonding point to...).), and A p1 and A p2 each independently represents (a p ) a 1,4 - cyclohexylene group (one - CH₂ - or two or more non - adjacent - CH₂ - groups present in this group may be replaced by - O -). (b p ) a 1,4 - phenylene group (one - CH = or two or more non - adjacent - CH = groups present in this group may be replaced by - N =), and (c p ) a naphthalenediyl group, 1,2,3,4 - tetrahydronaphthalenediyl group, decahydronaphthalenediyl group, phenanthrene - 2,7 - diyl group or anthracene - 2,6 - diyl group (one - CH = or two or more non - adjacent - CH = groups present in these groups may be replaced by - N =). represents a group selected from the group consisting of A p3 is a group selected from the group consisting of the above - mentioned group (a p ), group (b p ), group (c p ), and a single bond, for the above - mentioned group (a p ), group (b p ), and group (c p ), each independently, a hydrogen atom present in this group may be substituted with a cyano group, a halogen atom, an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an alkenyl group having 1 to 8 carbon atoms or - Sp p2 -P p2 and may be substituted, m p1 represents 0, 1, 2 or 3. When there are a plurality of Z p1 , A p2 , Sp p2 and / or P p2 ]>in the molecule, they may be the same or different, but m p1 is 0 and A p1When it is a group other than a naphthalenediyl 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 general formula (P), R p1 is -Sp p2 -P p2 and is preferably so.)

[0097] In general formula (P), P p1 and P p2 each represent a polymerizable group. Here, the polymerizable group in general formula (P) is excluded from the polar groups described in the polymerizable compound B described later. P p1 and P p2 are each independently preferably any of the groups represented by the above general formula (P p1 -1) to formula (P p1 -3), and is preferably the group represented by the above general formula (P p1 -1).

[0098] General formula (P p1 -1) to formula (P p1 -9) in R p11 and R p12 are each independently preferably a hydrogen atom or a methyl group.)

[0099] General formula (P p1 -1) to formula (P p1 -9) in t p11 is preferably 0 or 1.)

[0100] General formula (P p1 -1) to formula (P p1 -9) in W p11 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.)

[0101] In general formula (P), m p1 is preferably 0, 1, or 2, and 0 or 1 is preferable.)

[0102] In the general formula (P), Z p1 and Z p2 are each independently a single bond, -OCH2-, -CH2O-, -CO-, -C2H4-, -COO-, -OCO-, -COOC2H4-, -OCOC2H4-, -C2H4OCO-, -C2H4COO-, -CH=CH-, -CF2-, -CF2O-, -(CH2) z -COO-, -(CH2) z -OCO-, -OCO-(CH2) z -, -CH=CH-COO-, -COO-CH=CH-, -OCOCH=CH-, -COO-(CH2) z -, -OCF2- or -C≡C- are preferred, a single bond, -OCH2-, -CH2O-, -C2H4-, -COO-, -OCO-, -COOC2H4-, -OCOC2H4-, -C2H4OCO-, -C2H4COO-, -CH=CH-, -(CH2)2-COO-, -(CH2)2-OCO-, -OCO-(CH2)2-, -CH=CH-COO-, -COO-CH=CH-, -OCOCH=CH-, -COO-(CH2)2- or -C≡C- are preferred, only one present in the molecule is -OCH2-, -CH2O-, -C2H4-, -COO-, -OCO-, -COOC2H4-, -OCOC2H4-, -C2H4OCO-, -C2H4COO-, -CH=CH-, -(CH2)2-COO-, -(CH2)2-OCO-, -OCO-(CH2)2-, -CH=CH-COO-, -COO-CH=CH-, -OCOCH=CH-, -COO-(CH2)2- or -C≡C-, and the others are all preferably single bonds, only one present in the molecule is -OCH2-, -CH2O-, -C2H4-, -COO- or -OCO-, and the others are all preferably single bonds, and all being single bonds is preferred.

[0103] Also, only one of Z p1 and Z p2 present in the molecule is a linking group selected from the group consisting of -CH=CH-COO-, -COO-CH=CH-, -(CH2)2-COO-, -(CH2)2-OCO-, -O-CO-(CH2)2-, -COO-(CH2)2-, and the others are preferably single bonds.

[0104] In general formula (P), Sp p1 and Sp p2 each independently represents a single bond or a spacer group. The spacer group is preferably an alkylene group having 1 to 30 carbon atoms, and -CH2- in the alkylene group may be substituted with -O-, -CO-, -COO-, -OCO-, -CH=CH- or -C≡C- as long as oxygen atoms are not directly connected to each other, and a hydrogen atom in the alkylene group may be substituted with a halogen atom. Among them, Sp p1 and Sp p2 each independently preferably represents a linear alkylene group having 1 to 10 carbon atoms or a single bond, and more preferably a single bond.

[0105] In general formula (P), -Sp p1 -P p1 and Sp p2 -P p2 preferably have a total number of 2 or more, preferably 2 to 4, and more preferably 2 to 3.

[0106] A p1 and A p2 each independently (a p ) 1,4-cyclohexylene group (one -CH2- present in this group or two or more non-adjacent -CH2- may be replaced by -O-.) (b p ) 1,4-phenylene group (one -CH= present in this group or two or more non-adjacent -CH= may be replaced by -N=.) and (c p ) naphthalenediyl group, 1,2,3,4-tetrahydronaphthalenediyl group, decahydronaphthalenediyl group, phenanthrene-2,7-diyl group or anthracene-2,6-diyl group (one -CH= present in these groups or two or more non-adjacent -CH= may be replaced by -N=.) represents a group selected from the group consisting of. Also, A p3 is the above group (a p ), group (b p) and a group selected from the group consisting of a radical (c p ) and represents a group selected from the group consisting of a single bond.

[0107] Here, A p1 , A p2 and A p3 The naphthalenediyl group and 1,2,3,4-tetrahydronaphthalenediyl group that can be taken are groups that are bonded at two positions selected from the 1st to 8th positions. Specifically, the naphthalenediyl group and 1,2,3,4-tetrahydronaphthalenediyl group, in the case of A p1 , are groups that are bonded to Sp p1 at one of the two positions selected from the 1st to 8th positions and to Z p1 or Z p2 at the other position. In the case of A p2 , they are groups that are bonded to Z p1 at one of the two positions selected from the 1st to 8th positions and to Z p1 or Z p2 at the other position. In the case of A p3 , they are groups that are bonded to Z p2 at one of the two positions selected from the 1st to 8th positions and to R p1 at the other position.

[0108] Also, the decahydronaphthalenediyl group that A p1 , A p2 and A p3 can take is a group that is bonded at two positions selected from the 1st to 10th positions. Specifically, the decahydronaphthalenediyl group, in the case of A p1 , is a group that is bonded to Sp p1 at one of the two positions selected from the 1st to 10th positions and to Z p1 or Z p2 at the other position. In the case of A p2 , it is a group that is bonded to Z p1 at one of the two positions selected from the 1st to 10th positions and to Z p1 or Z p2 at the other position. In the case of A p3 , it is a group that is bonded to Z p2 at one of the two positions selected from the 1st to 10th positions and to R p1 at the other position.

[0109] Examples of the naphthalenediyl group include a naphthalene-1,2-diyl group, a naphthalene-1,3-diyl group, a naphthalene-1,4-diyl group, a naphthalene-1,5-diyl group, a naphthalene-1,6-diyl group, a naphthalene-1,7-diyl group, a naphthalene-1,8-diyl group, a naphthalene-2,3-diyl group, a naphthalene-2,6-diyl group, a naphthalene-2,7-diyl group, and the like. Among them, a naphthalene-1,4-diyl group or a naphthalene-2,6-diyl group is preferable.

[0110] Examples of the 1,2,3,4-tetrahydronaphthalenediyl group include a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, a 1,2,3,4-tetrahydronaphthalene-1,4-diyl group, a 1,2,3,4-tetrahydronaphthalene-1,5-diyl group, and the like. Among them, a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group is preferable.

[0111] As the decahydronaphthalenediyl group, a decahydronaphthalene-2,6-diyl group is preferable.

[0112] A p1 、A p2 and A p3 are each independently preferably a 1,4-phenylene group or a 1,4-cyclohexylene group, and from the viewpoint of reactivity, a 1,4-phenylene group is preferable. In order to improve the compatibility with the liquid crystal compound, at least one hydrogen atom present in the 1,4-phenylene group is preferably substituted with a fluorine atom, an alkyl group having 1 to 8 carbon atoms, or an alkoxy group having 1 to 8 carbon atoms.

[0113] Since the residual amount of the polymerizable compound A after UV irradiation can be reduced, it is preferable that at least one hydrogen atom present in the 1,4-phenylene group is substituted with an alkyl group having 1 to 8 carbon atoms or an alkoxy group having 1 to 8 carbon atoms, preferably substituted with an alkyl group having 1 to 5 carbon atoms or an alkoxy group having 1 to 5 carbon atoms, and more preferably substituted with an alkyl group having 1 to 3 carbon atoms or 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 more preferably mentioned.

[0114] In addition, since the tilt stability can be enhanced, the 1,4-phenylene group is preferably unsubstituted or at least one hydrogen atom present in the 1,4-phenylene group is substituted with a fluorine atom.

[0115] m p1 is 0 and A p1 is a naphthalenediyl group, a phenanthrene-2,7-diyl group or an anthracene-2,6-diyl group, A p3 may represent a single bond.

[0116] m p1 is 0 and A p1 is a group other than a naphthalenediyl 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, a group selected from the group consisting of the above groups (a p ), group (b p ) and group (c p ).

[0117] 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, 0.05% by mass, 0.08% by mass, 0.1% by mass, 0.15% by mass, 0.2% by mass, 0.25% by mass, or 0.3% by mass in the total amount of the polymerizable compound-containing liquid crystal composition of the present invention. Further, the preferable upper limit of the content of the polymerizable compound A represented by the general formula (P) is 10% by mass, 8% by mass, 5% by mass, 3% by mass, 1.5% by mass, 1.2% by mass, 1% by mass, 0.8% by mass, or 0.5% by mass in the total amount of the polymerizable compound-containing liquid crystal composition of the present invention.

[0118] If 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 effects of adding the polymerizable compound A represented by the general formula (P) are difficult to appear, and problems such as insufficient tilt formation and poor tilt stability are likely to occur. In addition, problems such as weak alignment control force of the liquid crystal composition or weakening over time are likely to occur. On the other hand, if the above 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 upper limit and lower limit while considering these balances, the polymerizable compound-containing liquid crystal composition of the present invention can impart a tilt to the liquid crystal molecules at a sufficiently large angle, and can maintain high tilt stability and alignment control force of the liquid crystal composition for a long time, and can exhibit high reliability.

[0119] As a specific range of the content of the polymerizable compound A represented by the general formula (P), for example, it is preferably within the range of 0.05% by mass to 10% by mass, preferably within the range of 0.1% by mass to 8% by mass, preferably within the range of 0.1% by mass to 5% by mass, preferably within the range of 0.1% by mass to 3% by mass, preferably within the range of 0.2% by mass to 2% by mass, preferably within the range of 0.2% by mass to 1.3% by mass, preferably within the range of 0.2% by mass to 1% by mass, preferably within the range of 0.2% by mass to 0.56% by mass in the total amount of the polymerizable compound-containing liquid crystal composition of the present invention.

[0120] Preferable 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).

[0121]

Chemical formula

[0122]

Chemical formula

[0123]

Chemical formula

[0124]

Chemical formula

[0125]

Chemical formula

[0126] (In the formula, P p11 , P p12 , Sp p11 and Sp p12 are P p1 , P p2 , Spp1 and Sp p2 represents the same meaning.)

[0127] Further, preferable examples of the polymerizable compound A represented by the general formula (P) include compounds represented by the following formulas (P-2-1) to (P-2-16).

[0128]

Chemical formula

[0129]

Chemical formula

[0130] (In the formula, P p21 , P p22 , Sp p21 and Sp p22 represent the same meanings as P p1 , P p2 , Sp p1 and Sp p2 in the general formula (P).)

[0131] Further, preferable examples of the polymerizable compound A represented by the general formula (P) include compounds represented by the following formulas (P-3-1) to (P-3-15).

[0132]

Chemical formula

[0133]

Chemical formula

[0134] (In the formula, P p31 , P p32 , Sp p31 and Sp p32 represent the same meanings as P p1 , P p2 , Sp p1 and Sp p2It has the same meaning as

[0135] Preferred examples of the polymerizable compound A represented by general formula (P) include polymerizable compounds represented by the following formulae (P-4-1) to (P-4-21).

[0136] [ka]

[0137] [ka]

[0138] [ka]

[0139] [ka]

[0140] (In the formula, P p41 , P p42 , Sp p41 and Sp p42 is P in general formula (P) p1 , P p2 , Sp p1 and Sp p2 It has the same meaning as

[0141] Preferred examples of the polymerizable compound represented by general formula (P) include compounds represented by the following formulae (P-5-1) to (P-5-37).

[0142] [ka]

[0143] [ka]

[0144] [Chemical formula]

[0145] [Chemical formula]

[0146] [Chemical formula]

[0147] (In the formula, P p51 , P p52 , Sp p51 and Sp p52 represent the same meanings as P p1 , P p2 , Sp p1 and Sp p2 in the general formula (P).)

[0148] Among the compounds represented by the general formulas (P-1-1) to (P-5-37), more preferably, the compounds are those represented by the general formulas (P-1-1) to (P-1-34) or the general formulas (P-2-10) to (P-2-16), still more preferably the compounds represented by the general formulas (P-1-1) to (P-1-3), the general formulas (P-1-6) to (P-1-7), the general formulas (P-1-10) to (P-1-11), the general formula (P-1-23), the general formula (P-1-32) or the general formula (P-2-10), and particularly preferably the compounds represented by the general formulas (P-1-1) to (P-1-3), the general formulas (P-1-6) to (P-1-7), the general formula (P-1-10) or the general formula (P-1-11).

[0149] [2-2] Polymerizable compound B The liquid crystal composition containing the polymerizable compound of the present invention preferably further contains, as the polymerizable compound, one or more polymerizable compounds B having one or more polymerizable groups and one or more polar groups in the molecular structure.

[0150] 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.

[0151] The polymerizable compound B has the same function as the polymerizable compound A, but by having a polar group in the molecular structure, it can further exhibit the following functions. That is, in a liquid crystal display element without an alignment film, the polar group of the polymer of the polymerizable compound B interacts with the substrate, so that the liquid crystal molecules can be given a vertical alignment property even without an alignment film. Therefore, the liquid crystal composition containing the polymerizable compound 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 a 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 present in the liquid crystal layer or the alignment film, so that the impurities can be adsorbed and collected. Therefore, the liquid crystal composition containing the polymerizable compound of the present invention can suppress the decrease in specific resistance and VHR due to impurities, and can produce a highly reliable liquid crystal display element. It is presumed that the function of adsorbing and collecting impurities by the polar group can also be exhibited in a liquid crystal display element having no alignment film.

[0152] The polymerizable compound B may have a structure having at least one or more polymerizable groups and one or more polar groups, and preferably has a structure having a mesogen group, one or more polymerizable groups, and one or more polar groups. Details regarding the mesogen group will be described later.

[0153] [Polymerizable group] The polymerizable group possessed by the polymerizable compound B is P AP1 represented by. P AP1 is preferably a group selected from the group represented by the following general formulas (AP-1) to (AP-9).

[0154] [Chemical formula]

[0155] (In the formula, RAP1 and R AP2 each independently represents a hydrogen atom, an alkyl group having 1 to 5 carbon atoms, or a halogenated alkyl group having 1 to 10 carbon atoms, one or two or more non-adjacent -CH2- in the alkyl group may be substituted with -O- or -CO- so that an oxygen atom is not directly adjacent, and one or two or more hydrogen atoms in the alkyl group may each independently be substituted with a halogen atom or a hydroxyl group. W AP1 represents a single bond, -O-, -COO-, or -CH2-. t AP1 represents 0, 1, or 2. * in the formula represents a bond.)

[0156] Among them, P AP1 is preferably a group selected from the group represented by the general formulas (AP-1) to (AP-7) above, more preferably a group represented by the following general formula (AP-1) or general formula (AP-2), and even more preferably a group represented by general formula (AP-1).

[0157] Polymerizable group P AP1 is preferably bonded to the mesogenic group via a spacer group Sp AP1 . The mesogenic group will be described in detail later. Spacer group Sp AP1 preferably represents a single bond or a linear or branched alkylene group having 1 to 20 carbon atoms, more preferably represents a single bond or a linear alkylene group having 1 to 20 carbon atoms, and even more preferably represents a single bond or a linear alkylene group having 2 to 10 carbon atoms. Also, in the spacer group Sp AP1 , one or two or more non-adjacent -CH2- in the alkylene group may be substituted with -CH=CH-, -C≡C-, -O-, -CO-, -COO-, or -OCO- so that an oxygen atom is not directly adjacent. Note that "substituted with the polymerizable group P AP1 " may mean a mode substituted only with the polymerizable group P AP1 , or a group P AP1 including the spacer group Sp AP1 -SpAP1 The same applies to other polymerizable groups.

[0158] In the polymerizable compound B, P AP1 -Sp AP1 The number of - is preferably 1 or more and 5 or less, more preferably 1 or more and 4 or less, even more preferably 2 or more and 4 or less, particularly preferably 2 or 3, and most preferably 2.

[0159] P AP1 -Sp AP1 The hydrogen atom in - may be substituted with a polymerizable group or a polar group.

[0160] P AP1 -Sp AP1 - may be bonded to a polymerizable group, a mesogenic group or a polar group. AP1 -Sp AP1 - is preferably bonded to a mesogenic group or a polar group.

[0161] P in the molecule AP1 and / or Sp AP1 When there are a plurality of groups, they may be the same or different.

[0162] [Polar group] The polar group of the polymerizable compound B is a group that interacts with the substrate or with impurities contained in the liquid crystal layer or the alignment film, and may play the role of either a donor or acceptor of protons that mediate hydrogen bonds, or may play both roles. Preferably, the group contains a polar element having an atomic group in which a carbon atom and a heteroatom are linked. In this specification, the polar element refers to an atomic group in which a carbon atom and a heteroatom are directly linked. The heteroatom is preferably at least one selected from the group consisting of N, O, S, P, B, and Si, more preferably at least one selected from the group consisting of N, O, and S, even more preferably at least one selected from the group consisting of N and O, and particularly preferably O.

[0163] In the polymerizable compound B, the valence of the polar element is not particularly limited and may be monovalent, divalent, trivalent, or higher. Also, the number of polar elements in the polar group is not particularly limited.

[0164] The polymerizable compound B preferably has 1 to 8 polar groups in one molecule, more preferably has 1 to 4 polar groups, and even more preferably has 1 to 3 polar groups.

[0165] Note that the polymerizable group is excluded from the polar group, but the structure in which the hydrogen atom in the polar group is substituted by P AP1 -Sp AP1 - and the structure in which the hydrogen atom in P AP1 -Sp AP1 - is substituted by -OH are included in the polar group. P AP1 and Sp AP1 are as described in the section of "polymerizable group" above, respectively.

[0166] The polar group contains one or more polar elements and is roughly classified into a cyclic group type and a chain group type. The cyclic group type is a form including a cyclic group having a cyclic structure containing a polar element in its structure. The chain group type is a form not including a cyclic group having a cyclic structure containing a polar element in its structure and having a polar element in a linear or branched chain group, and may have a cyclic structure not containing a polar element in a part thereof.

[0167] The polar group of the cyclic group type means a form having a structure containing at least one polar element in a cyclic atomic arrangement. Note that in this specification, the cyclic group is as described above. Therefore, the polar group of the cyclic group type only needs to include a cyclic group containing a polar element, and the whole polar group may be branched or linear.

[0168] On the other hand, the polar group of the chain group type means a form having a structure not including a cyclic atomic arrangement containing a polar element in the molecule and containing at least one polar element in a linear atomic arrangement (which may be branched).

[0169] In the present specification, the chain group refers to an atomic group in which the structural formula does not contain a cyclic atomic arrangement and the constituent atoms are linearly (which may be branched) bonded, that is, an acyclic group. In other words, the chain group refers to a linear or branched aliphatic group, which may contain either a saturated bond or an unsaturated bond.

[0170] Therefore, the chain group type polar groups include, for example, an alkyl group, an alkenyl group, an alkoxy group, an ester group, an ether group, or a ketone group. Note that the hydrogen atoms in these groups may be substituted with at least one substituent (reactive functional group (vinyl group, acrylic group, methacrylic group, etc.), chain organic group (alkyl group, cyano group, etc.)). Further, the chain group type polar group may be either linear or branched.

[0171] The cyclic group type polar group is preferably a heteroaromatic group having 3 to 20 carbon atoms (including a condensed ring) or a heteroalicyclic group having 3 to 20 carbon atoms (including a condensed ring), more preferably a heteroaromatic group having 3 to 12 carbon atoms (including a condensed ring) or a heteroalicyclic group having 3 to 12 carbon atoms (including a condensed ring), and even more preferably a 5-membered heteroaromatic group, a 5-membered heteroalicyclic group, a 6-membered heteroaromatic group, or a 6-membered heteroalicyclic group. Note that the hydrogen atoms 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.

[0172] The chain group type polar group is preferably a linear or branched alkyl group having 1 to 20 carbon atoms in which the hydrogen atoms or -CH2- in the structure are substituted with polar elements. Note that one or two or more non-adjacent -CH2- in the alkyl group may be substituted with -CH=CH-, -C≡C-, -O-, -CO-, -COO-, -OCO-, or -OCO-COO- so that oxygen atoms are not directly adjacent. Further, the chain group type polar group preferably contains one or two or more polar elements at its end.

[0173] 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 item of "polymerizable group".

[0174] Specific examples of the polar element include a polar element containing an oxygen atom (hereinafter referred to as an oxygen-containing polar element), a polar element containing a nitrogen atom (hereinafter referred to as a nitrogen-containing polar element), a polar element containing a phosphorus atom (hereinafter referred to as a phosphorus-containing polar element), a polar element containing a boron atom (hereinafter referred to as a boron-containing polar element), a polar element containing a silicon atom (hereinafter referred to as a silicon-containing polar element), or a polar element containing a sulfur atom (hereinafter referred to as a sulfur-containing polar element). 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 the interaction of these polar elements with the substrate and impurities is higher than that of other polar elements.

[0175] The oxygen-containing polar element is preferably 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 a group in which the group is linked to a carbon atom.

[0176] The nitrogen-containing polar element is preferably 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 a group in which the group is linked to a carbon atom.

[0177] 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.

[0178] The polar group is preferably one or more groups selected from the group consisting of 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), 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), or a group containing such a group itself.

[0179] As the oxygen-containing cyclic group, it 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.

[0180]

Chemical formula

[0181] In addition, as the oxygen-containing cyclic group, it 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.

[0182]

Chemical formula

[0183] As the nitrogen-containing cyclic group, it preferably contains any of the following groups. * in the following formula represents a bond.

[0184]

Chemical formula

[0185] As the oxygen-containing chain group, it preferably contains any of the following groups.

[0186]

Chemical formula

[0187] (In the formula, R at1represents 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 alkenylene group having 2 to 18 carbon atoms. However, one or more of the -CH2- in the alkylene group or the alkenylene group may be substituted with -O-, -COO-, -C(=O)-, -OCO- so that no oxygen atom is directly adjacent. X at1 represents a hydrogen atom or an alkyl group having 1 to 15 carbon atoms. However, one or more of the -CH2- in the alkyl group may be substituted with -O-, -COO-, -C(=O)-, -OCO- so that no oxygen atom is directly adjacent. * in the formula represents a bond. )

[0188] As the nitrogen-containing chain group, it preferably contains any of the following groups.

[0189]

Chemical formula

[0190] (In the formula, R at , R bt , R ct and R dt each independently represent a hydrogen atom or an alkyl group having 1 to 5 carbon atoms. * in the formula represents a bond. )

[0191] The polar group is preferably bonded to the mesogenic group via a spacer group. At this time, one or more hydrogen atoms in the spacer group are preferably substituted with a polymerizable group.

[0192] The polymerizable compound B preferably has one or more groups represented by the following general formula (AT).

[0193]

Chemical formula

[0194] (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 substituted with -OH, -CN, -W AT1 -Z AT1 or P AP1 -Sp AP1 one or two or more non-adjacent —CH— groups in the alkylene group may be replaced by a cyclic group, —CH═CH—, —C≡C—, —O—, —CO—, —COO— or —OCO—, so that the oxygen atom is not directly bonded; W AT1 represents a single bond or the following general formula (WAT1) or (WAT2):

[0195] [ka]

[0196] (In the formula, Sp WAT1 and Sp WAT2 each independently 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 substituted with -OH, -CN, or P AP1 -Sp AP1 one or two or more non-adjacent -CH2- groups in the alkylene group may be replaced by a cyclic group, -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-, so that the oxygen atoms are not directly adjacent to each other. * in the formula represents a bond. Z AT1 represents a monovalent polar group containing a polar element, and Z AT1 One or more hydrogen atoms in AP1 -Sp AP1 - may be substituted. P AP1 represents a polymerizable group, Sp AP1 represents a spacer group. * in the formula represents a bond.)

[0197] Sp WAT1 and SpWAT2 Each independently preferably represents a single bond or a linear or branched alkylene group having 1 to 20 carbon atoms, more preferably represents a single bond or a linear alkylene group having 1 to 20 carbon atoms, and even more preferably represents a single bond or a linear alkylene group having 2 to 10 carbon atoms.

[0198] 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. Among them, it preferably represents a single bond or a linear or branched alkylene group having 1 to 20 carbon atoms, more preferably represents a single bond or a linear alkylene group having 1 to 20 carbon atoms, and even more preferably represents a single bond or a linear alkylene group having 2 to 10 carbon atoms.

[0199] Also, in Sp AT1 Sp WAT1 and Sp WAT2 one or two or more non-adjacent -CH2- in the alkylene group may each independently be replaced by -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO- so that an oxygen atom is not directly bonded.

[0200] Sp AT1 and Sp WAT1 the hydrogen atoms in may each independently be replaced by -W AT1 -Z AT1 or P AP1 -Sp AP1 -.

[0201] Among them, Sp AT1 preferably is a linear or branched alkylene group having 1 to 25 carbon atoms in which at least one hydrogen atom is replaced by P AP1 -Sp AP1 -. The polar group Z AT1 and the substituent P AT1 that Sp AP1 -Sp AP1 - has, the polymerizable group P AP1can be located in the vicinity. By having such a structure, the polymer of the polymerizable compound B formed at the interface between the liquid crystal layer and the substrate in a liquid crystal display element without an alignment film can enhance the interaction of the polymer of the polymerizable compound B with the substrate, and can enhance the vertical alignment control force of the polymer of the polymerizable compound B on the liquid crystal molecules. Further, in a liquid crystal display element having an alignment film, impurities adsorbed and collected by the polar group can be easily incorporated into the polymer, and deterioration of the physical properties of the liquid crystal layer due to leakage and diffusion of impurities into the liquid crystal layer can be prevented.

[0202] 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.

[0203]

Chemical formula

[0204] (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 - and may be substituted, and one or two or more non-adjacent -CH2- in the alkylene group may be substituted with a cyclic group, -O-, -COO-, -C(=O)-, -OCO- or -CH=CH- so that oxygen atoms are not directly adjacent. 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 AP1 - and may be substituted, and one or two or more non-adjacent -CH2- in the alkylene group may be substituted with a cyclic group, -O-, -COO-, -C(=O)-, -OCO-, -CH=CH- or -Z ZAT11 - and may be substituted. ZZAT11 represents a polar group containing a polar element. Z ZAT12 The structure represented by the ring containing Z represents a 5- to 7-membered ring. Z ZAT11 and Z ZAT12 One or more hydrogen atoms in are -OH, -CN or P AP1 -Sp AP1 - may be substituted. R ZAT11 and R ZAT12 each independently represents a hydrogen atom, 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 - may be substituted, and one or two or more non-adjacent -CH2- in the alkyl group are a cyclic group, -O-, -COO-, -C(=O)-, -OCO-, -CH=CH- or -Z so that an oxygen atom is not directly bonded ZAT11 - may be substituted. P AP1 represents a polymerizable group, Sp AP1 represents a spacer group. * in the formula represents a bond.)

[0205] 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).

[0206]

Chemical formula

[0207]

Chemical formula

[0208] (In the formula, Sp ZAT11 and R ZAT11 have the same meanings as described above, and the hydrogen atom bonded to the carbon atom is -OH, -CN or P AP1 -Sp AP1 - may be substituted. In the formula, * represents a bond.)

[0209] Moreover, as the group represented by the general formula (ZAT1-1), the following groups are preferably mentioned.

[0210]

Chemical formula

[0211]

Chemical formula

[0212]

Chemical formula

[0213]

Chemical formula

[0214]

Chemical formula

[0215] (In the formula, R tc represents a hydrogen atom, a linear or branched alkyl group having 1 to 20 carbon atoms or P AP1 -Sp AP1 -, and one or more hydrogen atoms in the alkyl group may be substituted with -OH, -CN or P AP1 -Sp AP1 -, and one or two or more non-adjacent -CH2- in the alkyl group may be substituted with a cyclic group, -O-, -COO-, -C(=O)-, -OCO-, -CH=CH- or -Z ZAT11 - so that oxygen atoms are not directly adjacent.) The hydrogen atoms in the molecule may be substituted with P AP1 -Sp AP1 -.) In the formula, * represents a bond.)

[0216] 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).

[0217]

Chemical formula

[0218] (In the formula, Sp ZAT12 has the same meaning as described above, and one or more hydrogen atoms bonded to a carbon atom may be substituted with a halogen atom, -OH, -CN, or P AP1 -Sp AP1 -. * in the formula represents a bond.)

[0219] [Mesogenic group] The polymerizable compound B preferably has a mesogenic group. The mesogenic group refers to a group having one or more rigid moieties, such as a cyclic group. Here, the "cyclic group" refers to an atomic group in which the constituent atoms are bonded in a cyclic manner, and includes a carbocyclic ring, a heterocyclic ring, a saturated or unsaturated cyclic structure, a monocyclic ring, a bicyclic structure, a polycyclic structure, an aromatic group, a non-aromatic group, and the like.

[0220] The mesogenic group preferably has a skeleton similar to that of a liquid crystal molecule (liquid crystal compound).

[0221] The mesogenic group preferably has 2 to 4 cyclic groups, and more preferably has 3 to 4 cyclic groups. The cyclic groups may be linked by a single bond or a linking group.

[0222] When the cyclic group is a monocyclic ring, the mesogenic group preferably contains two or more monocyclic rings.

[0223] The cyclic group may contain at least one heteroatom. Further, the cyclic group may be substituted with at least one substituent. Examples of the above-mentioned substituent include an organic group such as a halogeno group, a polymerizable group, an alkyl group, an alkoxy group, and an aryl group.

[0224] The mesogenic group can be represented, for example, by the general formula (AL). In the present invention, it is preferable that the polymerizable compound B has a group represented by the general formula (AL).

[0225]

Chemical formula

[0226] (In the formula, Z AL1 represents a single bond, -CH=CH-, -CF=CF-, -C≡C-, -COO-, -OCO-, -OCOO-, -CF2O-, -OCF2-, -CH=CHCOO-, -OCOCH=CH-, -CH2-CH2COO-, -OCOCH2-CH2-, -CH=C(CH3)COO-, -OCOC(CH3)=CH-, -CH2-CH(CH3)COO-, -OCOCH(CH3)-CH2-, -OCH2CH2O- or an alkylene group having 1 to 20 carbon atoms, and one or two or more non-adjacent -CH2- in the alkylene group may be substituted with a cyclic group, -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO- so that an oxygen atom is not directly bonded. A AL1 and A AL2 each independently represent a divalent cyclic group. Z AL1 、A AL1 and A AL2 one or more hydrogen atoms in may each independently be substituted with a halogeno group, a polar group, -Sp AT1 -W AT1 -Z AT1 、P AP1 -Sp AP1 - or a monovalent organic group. Sp AP1 、Sp AT1 、P AP1 、W AT1 and Z AT1 each represent the same meaning as described above. m AL1 represents an integer from 1 to 5. m AL1 When represents an integer from 2 to 5, a plurality of Z AL1may be the same or different, and a plurality of A AL1 may be the same or different. In the formula, * each represents a bond.)

[0227] In general formula (AL), Z AL1 is preferably a single bond or an alkylene group having 2 to 20 carbon atoms, more preferably a single bond or an alkylene group having 2 to 10 carbon atoms, and even more preferably a single bond, -(CH2)2- or -(CH2)4-. One or more -CH2- in the alkylene group may be substituted with -O-, -COO- or -OCO- so that an oxygen atom is not directly adjacent.

[0228] When enhancing the linearity of the polymerizable compound B, Z AL1 is preferably a single bond or an alkylene group having 2 to 20 carbon atoms with an even number of atoms directly connecting ring to ring. One or two or more non-adjacent -CH2- in the alkylene group may be substituted with -O-, -COO- or -OCO- so that an oxygen atom is not directly adjacent. The number of atoms directly connecting ring to ring is, for example, 4 in the case of -CH2-CH2COO-.

[0229] In general formula (AL), A AL1 and A AL2Each independently represents a divalent cyclic group. Examples of the divalent cyclic group include a 1,4-phenylene group, a 1,4-cyclohexylene group, a 1,4-cyclohexenyl group, a tetrahydropyran-2,5-diyl group, a 1,3-dioxane-2,5-diyl group, a tetrahydrothiopyran-2,5-diyl group, a thiophene-2,5-diyl group, a 1,4-bicyclo(2.2.2)octylene group, a decahydronaphthalene-2,6-diyl group, a pyridine-2,5-diyl group, a pyrimidine-2,5-diyl group, a pyrazine-2,5-diyl group, a thiophene-2,5-diyl group, a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, a 2,6-naphthylene group, a phenanthrene-2,7-diyl group, a 9,10-dihydrophenanthrene-2,7-diyl group, a 1,2,3,4,4a,9,10a-octahydrophenanthrene-2,7-diyl group, a 1,4-naphthylene group, a benzo[1,2-b:4,5-b‘]dithiophene-2,6-diyl group, a benzo[1,2-b:4,5-b‘]diselenophene-2,6-diyl group, a [1]benzothieno[3,2-b]thiophene-2,7-diyl group, a [1]benzoselenopheno[3,2-b]selenophene-2,7-diyl group, and a fluorene-2,7-diyl group. It is preferably one selected from the group consisting of these. Among them, A AL1 and A AL2 Each independently is more preferably a 1,4-phenylene group, a 1,4-cyclohexylene group, a 2,6-naphthylene group, or a phenanthrene-2,7-diyl group, and even more preferably a 1,4-phenylene group or a 1,4-cyclohexylene group.

[0230] The divalent cyclic group may be unsubstituted, or one or more hydrogen atoms in the cyclic group may be substituted with a substituent. Examples of the substituent include a halogeno group, a polar group, P AP1 -Sp AP1 - or a monovalent organic group. When the monovalent organic group is an alkyl group, the alkyl group may be substituted with a fluorine atom or a hydroxyl group. Examples of the halogeno group include a fluoro group, a chloro group, etc., and a fluoro group is preferred.

[0231] Here, in general formula (AL), the monovalent organic group is a group in which the chemical structure is constituted by the organic compound being in the form of a monovalent group, and refers to an atomic group obtained by removing one hydrogen atom from the organic compound. Examples of such monovalent organic groups 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, an alkenyloxy group having 2 to 15 carbon atoms, and the like. One or more of -CH2- in the above alkyl group, the above alkenyl group, the above alkoxy group, and the above alkenyloxy group may each be substituted with -O-, -COO- or -OCO- so that an oxygen atom is not directly adjacent.

[0232] 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, more preferably an alkyl group having 1 to 8 carbon atoms or an alkoxy group having 1 to 8 carbon atoms, still more preferably an alkyl group having 1 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, particularly preferably an alkyl group having 1 to 3 carbon atoms or an alkoxy group having 1 to 2 carbon atoms, and most preferably an alkyl group having 1 or 2 carbon atoms or an alkoxy group having 1 carbon atom. One or more of -CH2- in the above alkyl group, the above alkenyl group, the above alkoxy group, and the above alkenyloxy group may each be substituted with -O-, -COO- or -OCO- so that an oxygen atom is not directly adjacent.

[0233] 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 still more preferably 2 or 3.

[0234] Preferred forms of the above mesogenic group include structures represented by the following formulas (me-1) to (me-44).

[0235]

Chemical formula

[0236] [Chemistry]

[0237] [Chemistry]

[0238] [Chemistry]

[0239] (In formulas (me-1) to (me-44), the rings at both ends each have a bond at the position where any one of the hydrogen atoms bonded to the carbon atoms constituting the ring has been eliminated.)

[0240] In the above formulas (me-1) to (me-44), one or more hydrogen atoms in the cyclohexane ring, benzene ring or naphthalene ring may each independently be substituted with a halogeno group, P AP1 -Sp AP1 -, 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.

[0241] A more preferred form of the above mesogen group is a structure represented by formulas (me-8) to (me-44), a more preferred form is a structure represented by formulas (me-8) to (me-10), formulas (me-12) to (me-18), formulas (me-22) to (me-24), formulas (me-26) to (me-27) and formulas (me-29) to (me-44), and an even more preferred form is a structure represented by 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).

[0242] Among the above mesogen groups, a particularly preferred form is a structure represented by the following general formula (AL-1) or (AL-2), and the most preferred form is a structure represented by the following general formula (AL-1).

[0243]

Chem.

[0244] (wherein X AL101 ~X AL118 and X AL201 ~X AL214 each independently represents a hydrogen atom, an alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, a halogeno group, P APl -Sp APl - or a polar group. However, one of X AL101 , X AL102 , X AL103 , X AL117 and X AL118 represents a bond, and one of X AL108 , X AL109 , X AL110 , X AL111 and X AL112 represents a bond, and one of X AL201 , X AL202 , X AL203 , X AL212 and X AL213 represents a bond, and one of X AL206 , X AL207 , X AL208 , X AL209 and X AL210 represents a bond.) Also, one or more of X AL101 ~X AL118 , X AL201 ~X AL214 is substituted with a polar group. The polar group may be substituted with P AP1 -Sp AP1 -. Ring A AL11 , Ring A AL12 and Ring A AL21 each independently represents a cyclohexane ring or a benzene ring. General formula (AL-1) or general formula (AL-2) has one or more P AP1 -Sp APl - in its molecule.)

[0245] In general formula (AL-1), X AL109 , X AL110 and X AL111 are preferably at least one polar group, and X AL109 and X AL110 are both polar groups or X AL110 is a polar group is more preferable, and X AL110 being a polar group is even more preferable.

[0246] In general formula (AL-1), X AL109 , X AL110 and X AL111 are preferably at least one polar group among P AP1 -Sp AP1 - or a polar group having a polymerizable site in the structure, and X AL109 and X AL111 are more preferably both or one of P AP1 -Sp AP1 -.

[0247] In general formula (AL-1), X AL104 ~X AL108 , X AL112 ~X AL116 is preferably one or two of them are each independently an alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms or a halogeno group, and more preferably an alkyl group having 1 to 3 carbon atoms or a fluorine atom. In particular, X AL105 , X AL106 or X AL107 is preferably each independently an alkyl group having 1 to 5 carbon atoms or a fluorine atom.

[0248] In general formula (AL-2), X AL207 , X AL208 and X AL209 are preferably at least one polar group, and X AL207 and X AL208 are both polar groups or X AL208 is a polar group is more preferable, and X AL208 being a polar group is even more preferable.

[0249] In general formula (AL-2), X AL207 , X AL208 and X AL209 at least one of which is preferably a polar group P AP1 -Sp AP1 - or a polar group having a polymerizable site in the structure, and X AL207 and X AL209 both or one of which is preferably P AP1 -Sp AP1 -. More preferably.

[0250] In general formula (AL-2), X AL202 ~X AL206 , X AL210 ~X AL214 One or two of them are each independently preferably an alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms or a halogeno group, and more preferably an alkyl group having 1 to 3 carbon atoms or a fluorine atom. In particular, X AL204 , X AL205 or X AL206 is each independently preferably an alkyl group having 1 to 3 carbon atoms or a fluorine atom.

[0251] [Specific embodiments of the polymerizable compound B] The polymerizable compound B has one or more polar groups, one or more polymerizable groups, and a mesogen group, and it is preferable that the polymerizable group is substituted directly or via a spacer group with the mesogen group or the polar group. In particular, it is preferable that the polymerizable group is substituted with the mesogen group in a state incorporated in the polar group.

[0252] In the polymerizable compound B, one or more hydrogen atoms in the spacer group of the polymerizable group may be substituted with a polar group. Also, one or more hydrogen atoms in the polar group may be substituted with a polymerizable group via a spacer group.

[0253] The polymerizable compound B preferably has a form in which polar elements contained in the polar group or polar elements contained in the polymerizable group are localized. The adjacent arrangement of the polar group and the polymerizable group can enhance the interaction with the substrate and impurities, and also exhibit good solubility in the liquid crystal composition. Specifically, the polymerizable compound B preferably has a form in which a polymerizable group and a polar group are present on the same ring. Such forms include a form in which one or more polymerizable groups and one or more polar groups are each bonded to the same ring, and a form in which at least one of one or more polymerizable groups or at least one of one or more polar groups is bonded to the other, and the polymerizable group and the polar group are present on the same ring.

[0254] The polymerizable compound B is preferably a compound represented by the following general formula (SAL).

[0255] [Chemical formula]

[0256] (In the formula, R AK1 represents a linear or branched alkyl group having 1 to 20 carbon atoms, and one or two or more non-adjacent -CH2- in the alkyl group may be substituted with -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO- so that an oxygen atom is not directly bonded, and one or two or more hydrogen atoms in the alkyl group may each independently be substituted with a halogen atom. A AL1 and A AL2 each independently represent the same meaning as A AL1 and A AL2 in the general formula (AL). Z AL1 represents the same meaning as Z AL1 in the general formula (AL). m AL1 represents the same meaning as m AL1 in the general formula (AL). Sp AT1 represents the same meaning as Sp AT1 in the general formula (AT). WAT1 represents the same meaning as W in the general formula (AT). AT1 It represents the same meaning as Z AT1 represents the same meaning as Z in the general formula (AT). AT1 It represents the same meaning as P AP1 represents a polymerizable group. Sp AP1 represents a spacer group. In the formula, when there are multiple R AK1 , A AL1 , A AL2 , Z AL1 , Z AT1 , Sp AT1 , W AT1 , P AP1 , Sp AP1 , they may be the same or different from each other. ())

[0257] R AK1 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 even more preferably represents a linear alkyl group having 1 to 8 carbon atoms. One or two or more non-adjacent -CH2- in the alkyl group may each be independently substituted with -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO- so that an oxygen atom is not directly adjacent. Also, one or two or more hydrogen atoms in the alkyl group may each be independently substituted with a halogen atom. As the halogen atom, a fluorine atom or a chlorine atom is preferable, and a fluorine atom is more preferable.

[0258] A AL1 , A AL2 , Z AL1 , Z AT1 , Sp AT1 , W AT1 , P AP1 and Sp AP1 are as described above.

[0259] The compound represented by the general formula (SAL) is preferably a compound represented by the following formulas (SAL-1.1) to (SAL-2.10).

[0260]

Chem.

[0261]

Chem.

[0262]

Chem.

[0263]

Chem.

[0264]

Chem.

[0265]

Chem.

[0266]

Chem.

[0267]

Chem.

[0268]

Chem.

[0269]

Chem.

[0270]

Chem.

[0271]

Chem.

[0272]

Chem.

[0273] The preferable lower limit of the content of polymerizable compound B is 0.01% by mass, 0.03% by mass, 0.05% by mass, 0.08% by mass, 0.1% by mass, 0.15% by mass, 0.2% by mass, 0.25% by mass, 0.3% by mass in the total amount of the polymerizable compound-containing liquid crystal composition of the present invention. Further, the preferable upper limit of the content of polymerizable compound B is 10% by mass, 8% by mass, 5% by mass, 3% by mass, 1.5% by mass, 1.2% by mass, 1% by mass, 0.8% by mass, 0.5% by mass in the total amount of the polymerizable compound-containing liquid crystal composition of the present invention.

[0274] When the content of polymerizable compound B contained in the polymerizable compound-containing liquid crystal composition of the present invention is small, the effect by adding polymerizable compound B becomes difficult to appear. On the other hand, when the above content is too large, problems such as an increase in the amount remaining after curing, a long curing time, and a decrease in the reliability of the liquid crystal occur. For this reason, it is preferable to set the content by combining the above-mentioned upper limit value and lower limit value while considering these balances.

[0275] As a specific range of the content of the polymerizable compound B, for example, it is preferably within the range of 0.05% by mass to 10% by mass, preferably within the range of 0.1% by mass to 8% by mass, preferably within the range of 0.1% by mass to 5% by mass, preferably within the range of 0.1% by mass to 3% by mass, preferably within the range of 0.2% by mass to 2% by mass, preferably within the range of 0.2% by mass to 1.3% by mass, preferably within the range of 0.2% by mass to 1% by mass, and preferably within the range of 0.2% by mass to 0.56% by mass in the total amount of the polymerizable compound-containing liquid crystal composition of the present invention.

[0276] [2-3] Other details regarding the polymerizable compound The polymerizable compound-containing liquid crystal composition of the present invention may contain only one or more kinds of the polymerizable compound A, may contain only one or more kinds of the polymerizable compound B, or may contain one or more kinds of the polymerizable compound A and one or more kinds of the polymerizable compound B.

[0277] Among them, the polymerizable compound-containing liquid crystal composition of the present invention preferably contains one or more kinds of the polymerizable compound A and one or more kinds of the polymerizable compound B. This is because by containing both the polymerizable compound A and the polymerizable compound B, the effect of suppressing the decrease in VHR by UV irradiation is higher and higher tilt stability can be achieved compared with the case of containing each polymerizable compound alone.

[0278] In addition, the polymerizable compound-containing liquid crystal composition of the present invention may contain a polymerizable compound other than the above-described polymerizable compounds A and B.

[0279] The preferable lower limit value of the content of the polymerizable compound is 0.01% by mass, 0.02% by mass, 0.03% by mass, 0.05% by mass, 0.08% by mass, 0.1% by mass, 0.15% by mass, 0.2% by mass, 0.25% by mass, or 0.3% by mass in the total amount of the polymerizable compound-containing liquid crystal composition of the present invention.

[0280] Also, the preferable upper limit of the content of the polymerizable compound is 10% by mass, 8% by mass, 5% by mass, 3% by mass, 1.5% by mass, 1.2% by mass, 1% by mass, 0.8% by mass, 0.6% by mass, and 0.5% by mass in the total amount of the polymerizable compound-containing liquid crystal composition of the present invention.

[0281] [3] The 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).

[0282]

Chemical formula

[0283] (In the formula, R L1 and R L2 each independently represents an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent -CH2- in the alkyl group may each independently be substituted by -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-. n L1 represents 0, 1, 2 or 3. A L1 、A L2 and A L3 each independently (a) 1,4-cyclohexylene group (one -CH2- or two or more non-adjacent -CH2- present in this group may be replaced by -O-.) (b) 1,4-phenylene group (one -CH= or two or more non-adjacent -CH= present in this group may be replaced by -N=.) and (c) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (one -CH= or two or more non-adjacent -CH= present in the naphthalene-2,6-diyl group or 1,2,3,4-tetrahydronaphthalene-2,6-diyl group may be replaced by -N=.) represents a group selected from the group consisting of, and the above groups (a), (b) and (c) may each independently be substituted with a cyano group, a fluorine atom or a chlorine atom, Z L1 and Z L2 each independently represents a single bond, -CH2CH2-, -(CH2)4-, -OCH2-, -CH2O-, -COO-, -OCO-, -OCF2-, -CF2O-, -CH=N-N=CH-, -CH=CH-, -CF=CF- or -C≡C-, n L1 is 2 or 3 and when there are a plurality of A L2 they may be the same or different, and n L1 is 2 or 3 and when there are a plurality of Z L2 they may be the same or different. However, the compound represented by the general formula (i) is excluded.)

[0284] The compound represented by the general formula (L) corresponds to a compound that is substantially dielectrically neutral (the value of Δε is -2 to 2). Therefore, it is preferably that the number of polar groups such as halogen in the molecule is 2 or less, more preferably 1 or less, and most preferably none. Further, the number of halogen atoms present in the molecule is preferably 0, 1, 2 or 3, more preferably 0 or 1, and 1 is preferable when emphasizing compatibility with other liquid crystal molecules.

[0285] The compound represented by the general formula (L) may be used alone or in combination. There is no particular limitation on the types of compounds that can be combined, but they are appropriately combined and used according to desired properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The number of types of compounds used is, for example, 1 type as one embodiment of the present invention. Alternatively, in another embodiment of the present invention, there are 2 types, 3 types, 4 types, 5 types, 6 types, 7 types, 8 types, 9 types, or 10 types or more.

[0286] The content of the compound represented by the general formula (L) can be appropriately adjusted according to the required performances such as solubility at low temperatures, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, burning-in, and dielectric anisotropy.

[0287] 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, 30% by mass, 40% by mass, 50% by mass, 55% by mass, 60% by mass, 65% by mass, 70% by mass, 75% by mass, 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, 35% by mass, 25% by mass.

[0288] When it is necessary to keep the viscosity of the liquid crystal composition in the present invention low and have a composition with a fast response speed, it is preferable that the content of the compound represented by the general formula (L) has a high lower limit and a high upper limit. T of the liquid crystal composition in the present invention ni When it is necessary to keep T high and have a composition with good temperature stability, it is preferable that the content of the compound represented by the general formula (L) has a high lower limit and a high upper limit. When it is desired to increase the dielectric anisotropy 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 and a low upper limit.

[0289] In the above general formula (L), R L1 and R L2 each independently represents an alkyl group having 1 to 8 carbon atoms. One or two or more non-adjacent -CH2- in the alkyl group may each independently be substituted by -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-. Among them, R L1 and R L2 each preferably independently represents an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, or an alkenyl group having 2 to 8 carbon atoms.

[0290] More specifically, when emphasizing reliability, R L1 and R L2 are both preferably alkyl groups having 1 to 8 carbon atoms. Also, when emphasizing reduction of the volatility of the compound, R L1 and R L2 are both preferably alkoxy groups having 1 to 8 carbon atoms. Further, when emphasizing reduction of viscosity, at least one of R L1 and R L2 is preferably an alkenyl group having 2 to 8 carbon atoms.

[0291] In the general formula (L), when the ring structures of A L1 and A L2 to which R L1 and A L3 are attached are each a phenylene group (aromatic), R L1 and R L2 each preferably represent a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, or an alkenyl group having 4 to 5 carbon atoms. On the other hand, when the ring structures (A L1 and A L2 ) to which R L1 and A L3 are attached are each a saturated ring structure such as cyclohexylene, pyran, and dioxane, R L1 and R L2 are each preferably a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, and a linear alkenyl group having 2 to 5 carbon atoms. To stabilize the nematic phase, R L1 and R L2 each preferably have a total of 5 or less carbon and oxygen atoms and are preferably linear.

[0292] In the general formula (L), n L1 is preferably 0 when emphasizing response speed, preferably 2 or 3 for improving the upper limit temperature of the nematic phase, and preferably 1 for taking a balance between these. Also, in order to satisfy the properties required for the composition, n L1It is preferable to combine compounds having different values.

[0293] In the general formula (L), A L1 , A L2 and A L3 are preferably aromatic when it is required to increase Δn, and are preferably aliphatic in order to improve the response speed. A L1 , A L2 and A L3 each independently preferably represents a trans-1,4-cyclohexylene group, a 1,4-phenylene group, a 2-fluoro-1,4-phenylene group, a 3-fluoro-1,4-phenylene group, a 3,5-difluoro-1,4-phenylene group, a 1,4-cyclohexenylene group, a 1,4-bicyclo[2.2.2]octylene group, a piperidine-1,4-diyl group, a naphthalene-2,6-diyl group, a decahydronaphthalene-2,6-diyl group or a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, and more preferably represents the following structure,

[0294]

Chemical formula

[0295] Particularly preferably represents a trans-1,4-cyclohexylene group or a 1,4-phenylene group.

[0296] In the general formula (L), Z L1 and Z L2 are preferably single bonds respectively when importance is attached to the response speed.

[0297] The polymerizable compound-containing liquid crystal composition of the present invention preferably contains one or more compounds in which at least one of R L1 and R L2 in the general formula (L) represents an alkenyl group having 2 to 8 carbon atoms (compound represented by the following general formula (L-a)).

[0298]

Chemical formula

[0299] (In formula (L-a), R L1a and R L2a each independently represent an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent -CH2- in the alkyl group may each independently be substituted by -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-; R L1a and R L2a at least one of which is an alkenyl group having 2 to 8 carbon atoms; A L1a A L2a A L3a Z L1a Z L2a and n L1a each represent the same definition as A L1 A L2 A L3 Z L1 Z L2 and n L1 in formula (L).)

[0300] The compound represented by the general formula (L-a) can increase the response speed in a liquid crystal display element, but is liable to deteriorate by UV irradiation when polymerizing the polymerizable compound, and the voltage holding ratio (VHR) of the liquid crystal display element is liable to decrease. On the other hand, the polymerizable compound-containing liquid crystal composition of the present invention can shorten the UV irradiation time required for the polymerization reaction of the polymerizable compound by containing, in addition to the polymerizable compound, a compound represented by the general formula (i). As a result, the deterioration of the compound represented by the general formula (L-a) and the effect of suppressing the decrease in the voltage holding ratio (VHR) can be enhanced.

[0301] Therefore, the polymerizable compound-containing liquid crystal composition of the present invention can produce a liquid crystal display element having a higher compatibility between high-speed responsiveness and high VHR by containing a compound represented by the general formula (i) and a compound represented by the general formula (L-a) in addition to the polymerizable compound.

[0302] The compound represented by the general formula (L-a) has R in the general formula (L-a) L1 or R L2 which may each represent an alkenyl group, and R L1 and R L2 may both represent an alkenyl group. The number of carbon atoms in the alkenyl group may be from 2 to 8, preferably 2, 3, 4, or 5, and more preferably 2 or 3.

[0303] 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 formula represent carbon atoms in the ring structure.)

[0304]

Chemical formula

[0305] The compound represented by the general formula (L) is preferably a compound selected from the group of compounds represented by the general formulas (NU-01) to (NU-08).

[0306]

Chemical formula

[0307] (In the formula, 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 each independently represent 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.)

[0308] 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 preferably an alkyl group having 1 to 5 carbon atoms or an alkoxy group having 1 to 5 carbon atoms, and more preferably an alkyl group having 1 to 5 carbon atoms.

[0309] R NU11 、R NU21 、R NU31 、R NU41 and R NU51 preferably contain one or more compounds that are each independently an alkenyl group having 2 to 8 carbon atoms. That is, the compound represented by the general formula (L-a) is R in the general formulas (NU-01) to (NU-08) NU11 、R NU21 、R NU31 、R NU41 and R NU51 is preferably a compound that is each independently an alkenyl group having 2 to 8 carbon atoms. This is because these compounds contribute to improving the response speed. Examples of the alkenyl group preferably include alkenyl groups represented by formula (R1) to formula (R5).

[0310] [Chemical formula]

[0311] (The black dots in each formula represent carbon atoms in the ring structure.)

[0312] Among them, R NU11 、R NU21 、R NU31 、R NU41and R NU51 is preferably an alkenyl group having 2 to 3 carbon atoms independently, and an alkenyl group represented by the formula (R1) or the formula (R2) is preferred.

[0313] The liquid crystal composition in the present invention is more preferably contained as a compound selected from the group of compounds represented by the general formula (NU-01) to the general formula (NU-08), and is selected from the group consisting of compounds represented by the following general formula (NU-01A) to the general formula (NU-05A). That is, the compound represented by the general formula (L-a) is preferably a compound selected from the group consisting of compounds represented by the following general formula (NU-01A) to the general formula (NU-05A). By containing one or more of these compounds, the response speed can be made faster.

[0314] [Chemical formula]

[0315] (In the above formulas, R NU12a , R NU22a , R NU32a , R NU42a , and R NU52a each independently represents an alkyl group having 1 to 8 carbon atoms, one or two or more non-adjacent -CH2- in the alkyl group may be substituted with -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO- as long as oxygen atoms are not adjacent to each other, one or two or more hydrogen atoms in the alkyl group may be substituted with a halogen atom, n1 to n5 each independently represents an integer from 0 to 6.)

[0316] 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).

[0317] 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).

[0318] 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).

[0319] 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).

[0320] 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).

[0321] 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).

[0322] 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).

[0323] The liquid crystal composition in the present invention more preferably 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).

[0324] The liquid crystal composition in the present invention more preferably 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).

[0325] The liquid crystal composition in the present invention more preferably contains 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 compound represented by the general formula (NU-05).

[0326] 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 still more preferably 20 to 40% by mass in the total amount of the liquid crystal composition.

[0327] 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 still more preferably 5 to 20% by mass in the total amount of the liquid crystal composition.

[0328] 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 still more preferably 3 to 15% by mass in the total amount of the liquid crystal composition.

[0329] 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 still more preferably 0 to 10% by mass in the total amount of the liquid crystal composition.

[0330] 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 still more preferably 3 to 20% by mass in the total amount of the liquid crystal composition.

[0331] 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 still more preferably 0 to 10% by mass in the total amount of the liquid crystal composition.

[0332] 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 still more preferably 0 to 10% by mass in the total amount of the liquid crystal composition.

[0333] 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 still more preferably 0 to 10% by mass in the total amount of the liquid crystal composition.

[0334] [4] Compound represented by the general formula (N-1) The polymerizable compound-containing liquid crystal composition of the present invention preferably contains one or more compounds selected from the compounds represented by the general formula (N-1).

[0335]

Chemical formula

[0336] (In the formula, R N11 and R N12 each independently represents an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent -CH2- in the alkyl group may each independently be replaced by -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-. A N11 and A N12 each independently (a) 1,4-cyclohexylene group (one -CH2- or two or more non-adjacent -CH2- present in this group may be replaced by -O-.) (b) 1,4-phenylene group (one -CH= or two or more non-adjacent -CH= present in this group may be replaced by -N=.) (c) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (one -CH= or two or more non-adjacent -CH= present in the naphthalene-2,6-diyl group or 1,2,3,4-tetrahydronaphthalene-2,6-diyl group may be replaced by -N=.) and (d) 1,4-cyclohexenylene group represents a group selected from the group consisting of, and the above groups (a), (b), (c) and (d) may each independently be substituted with a cyano group, a fluorine atom or a chlorine atom, Z N11 and Z N12 each independently represents a single bond, -CH2CH2-, -(CH2)4-, -OCH2-, -CH2O-, -COO-, -OCO-, -OCF2-, -CF2O-, -CH=N-N=CH-, -CH=CH-, -CF=CF- or -C≡C-, n N11 and n N12 each independently represents an integer from 0 to 3, provided that n N11 +n N12 is 1, 2 or 3, and when there are a plurality of A N11 ~A N12 、Z N11 ~Z N12 they may be the same or different. However, compounds represented by general formula (i) and general formula (L) are excluded.)

[0337] The compound represented by general formula (N-1) corresponds to a dielectrically negative compound (the sign of Δε is negative and its absolute value is greater than 2). Among them, the compound represented by general formula (N-1) preferably has a negative Δε and an absolute value greater than 3.

[0338] In general formula (N-1), R N11 and R N12 each independently represents an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent -CH2- in the alkyl group may each independently be substituted by -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-. Among them, R N11 and R N12Each is independently preferably an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms or an alkenyloxy group having 2 to 8 carbon atoms, more preferably an alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms or an alkenyloxy group having 2 to 5 carbon atoms, still more preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and particularly preferably an alkyl group having 2 to 5 carbon atoms or an alkenyl group having 2 to 3 carbon atoms.

[0339] Also, R N11 and R N12 are preferably a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms and an alkenyl group having 4 to 5 carbon atoms when the ring structure to which they are attached is a phenyl group (aromatic). R N11 and R N12 are preferably a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms and a linear alkenyl group having 2 to 5 carbon atoms when the ring structure to which they are attached is a saturated ring structure such as cyclohexane, pyran and dioxane. In order to stabilize the nematic phase, R N11 and R N12 preferably have a total of 5 or less carbon atoms and oxygen atoms when present, and are preferably linear.

[0340] The alkenyl group is preferably selected from the groups represented by any of the formulas (R1) to (R5).

[0341]

Chemical formula

[0342] (The black dots in each formula represent carbon atoms in the ring structure.)

[0343] In the general formula (N-1), A N11 and A N12 are each independently (a) 1,4 - cyclohexylene group (one - CH2 - or two or more non - adjacent - CH2 - groups present in this group may be replaced by - O -.) (b) 1,4 - phenylene group (one - CH = or two or more non - adjacent - CH = groups present in this group may be replaced by - N =.) (c) naphthalene - 2,6 - diyl group, 1,2,3,4 - tetrahydronaphthalene - 2,6 - diyl group or decahydronaphthalene - 2,6 - diyl group (one - CH = or two or more non - adjacent - CH = groups present in the naphthalene - 2,6 - diyl group or 1,2,3,4 - tetrahydronaphthalene - 2,6 - diyl group may be replaced by - N =.) and (d) 1,4 - cyclohexenylene group represents a group selected from the group consisting of

[0344] The above - mentioned group (a), group (b), group (c) and group (d) may each independently be substituted with a cyano group, a fluorine atom or a chlorine atom.

[0345] A N11 and A N12 are each independently preferably aromatic when it is required to increase Δn, and preferably aliphatic to improve the response speed. The above - mentioned group (a), group (b), group (c) and group (d) preferably represent a 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 - tetrahydronaphthalene - 2,6 - diyl group, and more preferably represent the following structures,

[0346]

Chemical formula

[0347] It is particularly preferable that it represents a trans-1,4-cyclohexylene group, a 1,4-cyclohexenylene group or a 1,4-phenylene group.

[0348] In general formula (N-1), Z N11 and Z N12 each independently represents a single bond, -CH2CH2-, -(CH2)4-, -OCH2-, -CH2O-, -COO-, -OCO-, -OCF2-, -CF2O-, -CH=N-N=CH-, -CH=CH-, -CF=CF- or -C≡C-, and among them, it is preferable that it represents -CH2O-, -CF2O-, -CH2CH2-, -CF2CF2- or a single bond, more preferably -CH2O-, -CH2CH2- or a single bond, and particularly preferably -CH2O- or a single bond.

[0349] In general formula (N-1), n N11 and n N12 each independently represents an integer of 0 to 3. Further, n N11 +n N12 each independently is 1, 2 or 3. Among them, n N11 +n N12 is preferably 1 or 2. At this time, the combination where n N11 is 1 and n N12 is 0, the combination where n N11 is 2 and n N12 is 0, the combination where n N11 is 1 and n N12 is 1, and the combination where n N11 is 2 and n N12 is 1 are preferable.

[0350] 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, 30% by mass, 40% by mass, 50% by mass, 55% by mass, 60% by mass, 65% by mass, 70% by mass, 75% by mass, 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, 35% by mass, 25% by mass, 20% by mass.

[0351] When a composition with a low viscosity and a fast response speed of the liquid crystal composition of the present invention is required, it is preferable that the above lower limit is low and the upper limit is low. The T of the liquid crystal composition ni When a composition with a high T and good temperature stability is required, it is preferable that the above lower limit is low and the upper limit is low. Also, when it is desired to increase the dielectric anisotropy to keep the driving voltage low, it is preferable that the above lower limit is high and the upper limit is high.

[0352] Examples of the compound represented by the general formula (N-1) include compounds selected from the group of compounds represented by the following general formulas (N-01), (N-02), (N-03), (N-04) and (N-05).

[0353] [Chemical formula]

[0354] (In the formula, R 21 and R 22 each independently represent 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, and Z 1 each independently represents a single bond, -CH2CH2-, -OCH2- or -CH2O-, and m each independently represents 1 or 2.)

[0355] R 21is preferably an alkyl group having 1 to 8 carbon atoms, more preferably an alkyl group having 1 to 5 carbon atoms, and still more preferably an alkyl group having 2 to 4 carbon atoms. However, when Z 1 represents other than a single bond, R 21 is preferably an alkyl group having 1 to 3 carbon atoms.

[0356] R 22 is preferably an alkyl group having 1 to 8 carbon atoms or an alkoxy group having 1 to 8 carbon atoms, more preferably an alkyl group having 1 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and still more preferably an alkoxy group having 1 to 4 carbon atoms.

[0357] R 21 and R 22 are each independently an alkenyl group, the alkenyl group is preferably represented by formula (R1) to formula (R5), and more preferably represented by formula (R1) or formula (R2).

[0358]

Chemical formula

[0359] (The black dots in each formula represent carbon atoms in the ring structure.)

[0360] Z 1 are each independently, a single bond, -CH2CH2- or -CH2O- is more preferable.

[0361] When m is 1, Z 1 is preferably a single bond or -CH2O-.

[0362] When m is 2, Z 1 is preferably a single bond, -CH2CH2- or -CH2O-.

[0363] The liquid crystal composition in the present invention preferably contains, as the compound represented by the general formula (N-01), one or more compounds selected from the group of compounds represented by the general formula (N-01-1) to the general formula (N-01-4).

[0364]

Chem.

[0365] (In the formula, R 24 each independently represents an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and R 23 each independently represents an alkoxy group having 1 to 4 carbon atoms.)

[0366] 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).

[0367] The liquid crystal composition in the present invention preferably contains, as the compound represented by the general formula (N-02), one or more compounds selected from the group of compounds represented by the general formulas (N-02-1) to (N-02-3).

[0368]

Chem.

[0369] (In the formula, R 24 each independently represents an alkyl group having 1 to 5 carbon atoms, and R 23 each independently represents an alkoxy group having 1 to 4 carbon atoms.)

[0370] 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).

[0371] The liquid crystal composition in the present invention preferably contains, as the compound represented by the general formula (N-03), one or more compounds represented by the general formula (N-03-1).

[0372]

Chem.

[0373] (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.)

[0374] The liquid crystal composition in the present invention preferably contains a compound represented by the general formula (N-03-1).

[0375] 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).

[0376] 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).

[0377] [Chemical formula]

[0378] (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.)

[0379] The liquid crystal composition in the present invention preferably contains a compound represented by the general formula (N-04-1).

[0380] 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).

[0381] The liquid crystal composition in the present invention particularly preferably contains a compound represented by the general formula (N-04-1), a compound represented by the general formula (N-01-4), and a compound represented by the general formula (N-03-1).

[0382] The liquid crystal composition in the present invention may contain, as the compound represented by the general formula (N-05), a compound selected from the group of compounds represented by the formulas (N-05-1) to (N-05-3).

[0383]

Chemical formula

[0384] 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, 10% 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, 75% by mass, 80% by mass, and 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, 35% by mass, 25% by mass, 20% by mass, 15% by mass, 10% by mass.

[0385] 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, 10% 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, 75% by mass, 80% by mass, and 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, 35% by mass, 25% by mass, 20% by mass, 15% by mass, 10% by mass.

[0386] In the total amount of the liquid crystal composition of 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, 10% 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, 75% by mass, 80% by mass, and 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, 35% by mass, 25% by mass, 20% by mass, 15% by mass, 10% by mass.

[0387] In the total amount of the liquid crystal composition of 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, 10% 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, 75% by mass, 80% by mass, and 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, 35% by mass, 25% by mass, 20% by mass, 15% by mass, 10% by mass.

[0388] In the total amount of the liquid crystal composition of 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, 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, 13% by mass.

[0389] [5] Other compounds The polymerizable compound-containing liquid crystal composition of the present invention may contain one or more compounds having a positive dielectric anisotropy as described in paragraphs 0236 to 0509 of Japanese Patent No. 6233550.

[0390] 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 importance is attached to the reliability and long-term stability of the liquid crystal composition, the content of the compound having a carbonyl group is preferably 5% by mass or less, more preferably 3% by mass or less, still more preferably 1% by mass or less, and most preferably substantially not contained, based on the total mass of the composition.

[0391] When importance is attached to the stability against UV irradiation, the content of the compound in which a chlorine atom is substituted in the polymerizable compound-containing liquid crystal composition of the present invention is preferably 15% by mass or less, 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 still more preferably substantially not contained, based on the total mass of the composition.

[0392] In the polymerizable compound-containing liquid crystal composition of the present invention, it is preferable to increase the content of the compound in which all the ring structures in the molecule are six-membered rings. The content of the compound in which all the ring structures in the molecule are six-membered rings is preferably 80% by mass or more, more preferably 90% by mass or more, still more preferably 95% by mass or more, and most preferably the composition is substantially composed only of the compound in which all the ring structures in the molecule are six-membered rings, based on the total mass of the composition.

[0393] In order to suppress the deterioration of the liquid crystal composition due to oxidation, in the polymerizable compound-containing liquid crystal composition of the present invention, it is preferable to reduce the content of the compound having a cyclohexenylene group as a ring structure. The content of the compound having a cyclohexenylene group is preferably 10% by mass or less, preferably 8% by mass or less, more preferably 5% by mass or less, preferably 3% by mass or less, and still more preferably substantially not contained, based on the total mass of the composition.

[0394] Improvement of viscosity and T niWhen emphasizing improvement, in the polymerizable compound-containing liquid crystal composition of the present invention, it is preferable to reduce the content of a compound having a 2-methylbenzene-1,4-diyl group in the molecule in which a hydrogen atom may be substituted with a halogen. The content of the compound having a 2-methylbenzene-1,4-diyl group in the molecule 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 even more preferably substantially not contained in the total amount of the liquid crystal composition in the present invention.

[0395] In addition, in this specification, "substantially not contained" means not contained except for substances contained unintentionally.

[0396] 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.

[0397] [6] Additives The polymerizable compound-containing liquid crystal composition of the present invention can contain an antioxidant, an ultraviolet absorber, a light stabilizer, an infrared absorber, or the like. Among them, the polymerizable compound-containing liquid crystal composition of the present invention preferably contains an antioxidant so as not to polymerize during the heat treatment, which is one of the manufacturing processes of the liquid crystal display element.

[0398] The polymerizable compound-containing liquid crystal composition of the present invention preferably contains an antioxidant represented by general formula (H-1) to general formula (H-4). The lower limit of the content is preferably 10 ppm by mass, preferably 20 ppm by mass, preferably 50 ppm by mass, and the upper limit is 10,000 ppm by mass, but preferably 1,000 ppm by mass, preferably 500 ppm by mass, preferably 100 ppm by mass.

[0399]

Chemical formula

[0400] In general formula (H-1) to general formula (H-3), RH1 Each independently represents an alkyl group having 3 to 7 carbon atoms. More specifically, R in the general formula (H-1) H1 represents an alkyl group having 7 carbon atoms. R in the general formula (H-2) H1 represents an alkyl group having 3 carbon atoms. R in the general formula (H-3) H1 represents an alkyl group having 3 carbon atoms.

[0401] In the general formula (H-4), M H1 represents an alkylene group having 4 to 10 carbon atoms (one or more -CH2- in the alkylene group may be substituted with -COO- or -OCO- so that an oxygen atom is not directly adjacent), a single bond, a 1,4-phenylene group (any hydrogen atom in the 1,4-phenylene group may be substituted with a fluorine atom), or a trans-1,4-cyclohexylene group, and M H1 is preferably an alkylene group having 4 to 8 carbon atoms.

[0402] [7] Others The polymerizable compound-containing liquid crystal composition of the present invention may contain one or more compounds represented by the general formula (i), one or more compounds represented by the polymerizable compound A represented by the general formula (P), one or more compounds selected from the group of compounds represented by the general formulas (N-01) to (N-05), and one or more compounds selected from the group of compounds represented by the general formulas (NU-01) to (NU-08). The compound represented by the general formula (i) may be a compound represented by the general formula (i-1-1).

[0403] The polymerizable compound-containing liquid crystal composition of the present invention may contain one or more compounds represented by the general formula (i-1-1), one or more compounds represented by the polymerizable compound A represented by the general formula (P), one or more compounds selected from the group of compounds represented by the general formulas (N-01-1), (N-01-3), (N-01-4), (N-02-1), (N-03-1), and (N-04-1), and one or more compounds selected from the group of compounds represented by the general formulas (NU-01), (NU-02), (NU-03), and (NU-05).

[0404] The polymerizable compound-containing liquid crystal composition of the present invention may contain one or more compounds represented by the general formula (i), one or more polymerizable compounds B, one or more compounds selected from the group of compounds represented by the general formulas (N-01) to (N-05), and one or more compounds selected from the group of compounds represented by the general formulas (NU-01) to (NU-08). In the above-described combination, the compound represented by the general formula (i) may be a compound represented by the general formula (i-1-1).

[0405] The polymerizable compound-containing liquid crystal composition of the present invention may contain one or more compounds represented by the general formula (i-1-1), one or more polymerizable compounds B represented by the general formula (SAL), one or more compounds selected from the group of compounds represented by the general formulas (N-01-1), (N-01-3), (N-01-4), (N-02-1), (N-03-1), and (N-04-1), and one or more compounds selected from the group of compounds represented by the general formulas (NU-01), (NU-02), (NU-03), and (NU-05).

[0406] The polymerizable compound-containing liquid crystal composition of the present invention may contain one or more compounds represented by the general formula (i), one or more polymerizable compounds A represented by the general formula (P), one or more polymerizable compounds B, one or more compounds selected from the group of compounds represented by the general formulas (N-01) to (N-05), and one or more compounds selected from the group of compounds represented by the general formulas (NU-01) to (NU-08). In the above-described combination, the compound represented by the general formula (i) may be a compound represented by the general formula (i-1-1).

[0407] The polymerizable compound-containing liquid crystal composition of the present invention may contain one or more compounds represented by the general formula (i-1-1), one or more polymerizable compounds A represented by the general formula (P), one or more polymerizable compounds B represented by the general formula (SAL), one or more compounds selected from the group of compounds represented by the general formulas (N-01-1), (N-01-3), (N-01-4), (N-02-1), (N-03-1) and (N-04-1), and one or more compounds selected from the group of compounds represented by the general formulas (NU-01), (NU-02), (NU-03) and (NU-05).

[0408] In the polymerizable compound-containing liquid crystal composition of the present invention, the upper limit value of the proportion occupied by the components composed only of the compound represented by the general formula (i), the polymerizable compound selected from the group consisting of the polymerizable compounds A and B represented by the general formula (P), the compound selected from the group of compounds represented by the general formulas (N-01) to (N-05), and the compound selected from the group of compounds represented by the general formulas (NU-01) to (NU-08) is 100% by mass, 99% by mass, 98% by mass, 97% by mass, 96% by mass, 95% by mass, 94% by mass, 93% by mass, 92% by mass, 91% by mass, 90% by mass, 89% by mass, 88% by mass, 87% by mass, 86% by mass, 85% by mass, 84% by mass in the total amount of the polymerizable compound-containing liquid crystal composition of the present invention, which is preferable.

[0409] Also, in the polymerizable compound-containing liquid crystal composition of the present invention, the lower limit value of the proportion occupied by the components composed only of the compound represented by the general formula (i), the polymerizable compound selected from the group consisting of the polymerizable compounds A and B represented by the general formula (P), the compound selected from the group of compounds represented by the general formulas (N-01) to (N-05), and the compound selected from the group of compounds represented by the general formulas (NU-01) to (NU-08) is 78% by mass, 80% by mass, 81% by mass, 83% by mass, 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, 97% by mass, 98% by mass, 99% by mass in the total amount of the polymerizable compound-containing liquid crystal composition of the present invention, which is preferable.

[0410] The polymerizable compound-containing liquid crystal composition of the present invention comprises only a compound represented by the general formula (i-1-1), a polymerizable compound A represented by the general formula (P), a polymerizable compound B represented by the general formula (SAL), a compound selected from the group of compounds represented by the general formulas (N-01-1), (N-01-3), (N-01-4), (N-02-1), (N-03-1) and (N-04-1), and a compound selected from the group of compounds represented by the general formulas (NU-01), (NU-02), (NU-03) and (NU-05). The upper limit of the proportion occupied by the components is preferably 100% by mass, 99% by mass, 98% by mass, 97% by mass, 96% by mass, 95% by mass, 94% by mass, 93% by mass, 92% by mass, 91% by mass, 90% by mass, 89% by mass, 88% by mass, 87% by mass, 86% by mass, 85% by mass, 84% by mass in the total amount of the polymerizable compound-containing liquid crystal composition of the present invention. Further, the lower limit of the above proportion is preferably 78% by mass, 80% by mass, 81% by mass, 83% by mass, 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, 97% by mass, 98% by mass, 99% by mass in the total amount of the polymerizable compound-containing liquid crystal composition of the present invention.

[0411] 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, more preferably 70°C to 100°C, and particularly preferably 70°C to 85°C. In the present invention, a temperature of 60°C or higher is expressed as a high T ni .

[0412] In the case of liquid crystal TV applications, T ni is preferably 70 to 80°C. In the case of mobile applications, T ni is preferably 80 to 90°C. In the case of outdoor display applications such as PID (Public Information Display), T ni is preferably 90 to 110°C.

[0413] The polymerizable compound-containing liquid crystal composition of the present invention and the liquid crystal composition in the present invention have a refractive index anisotropy (Δn) at 20 °C of 0.08 to 0.14, more preferably 0.09 to 0.13, and particularly preferably 0.09 to 0.12. More specifically, when corresponding to a thin cell gap, it is preferably 0.10 to 0.13, and when corresponding to a thick cell gap, it is preferably 0.08 to 0.10. In addition, it is particularly preferable that the liquid crystal composition of the present invention has a refractive index anisotropy (Δn) at 20 °C of 0.098 to 0.118.

[0414] The polymerizable compound-containing liquid crystal composition of the present invention and the liquid crystal composition in the present invention have a rotational viscosity (γ1) at 20 °C of 50 to 160 mPa·s, preferably 55 to 160 mPa·s, preferably 60 to 160 mPa·s, preferably 80 to 150 mPa·s, preferably 90 to 140 mPa·s, preferably 90 to 130 mPa·s, and preferably 90 to 115 mPa·s.

[0415] The polymerizable compound-containing liquid crystal composition of the present invention and the liquid crystal composition in the present invention have Δε of -1.7 to -4.0, preferably -2.5 to -3.8, more preferably -2.7 to -3.7, and more preferably -2.6 to -3.6.

[0416] 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 section of "A. Polymerizable Compound-Containing Liquid Crystal Composition" described above. That is, the liquid crystal display element of the present invention is a liquid crystal display element using a polymerizable compound-containing liquid crystal composition containing one or more compounds represented by the general formula (i) and one or more polymerizable compounds, and the total content of the compounds represented by the general formula (i) is within a predetermined range.

[0417] The liquid crystal display element of the present invention uses the polymerizable compound-containing liquid crystal composition described above, so that a tilt angle of sufficient size can be obtained, the residual amount of the polymerizable compound in the liquid crystal display element after polymerization is small, and display defects such as image sticking (IS) of a high-definition PSA mode liquid crystal display element such as 4K or 8K do not occur or can be significantly suppressed. In addition, in the production of a high-definition PSA mode liquid crystal display element such as 4K or 8K, when the UV irradiation time becomes long, a decrease in VHR due to deterioration of the liquid crystal composition and a significant deterioration in production efficiency are observed. However, since the polymerizable compound-containing liquid crystal composition described above is used in the liquid crystal display element of the present invention, it becomes a high-definition PSA mode liquid crystal display element with a short UV irradiation time, and has extremely high industrial utility value.

[0418] The liquid crystal display element of the present invention is particularly useful for a liquid crystal display element for active matrix driving. Further, the liquid crystal display element of the present invention can be suitably used for a liquid crystal display element having a driving method of PSA mode, PSVA mode, VA mode, PS-IPS mode or PS-FFS mode, and can be particularly suitably used for a liquid crystal display element of PSA mode or PSVA mode.

[0419] The liquid crystal display element of the present invention can have a general structure. For example, it can have a structure including a first substrate and a second substrate arranged opposite to each other, a common electrode provided on the first substrate or the second substrate, 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. In the liquid crystal display element of the present invention, the liquid crystal layer contains at least a compound represented by the general formula (i), a liquid crystal composition contained in the polymerizable compound-containing liquid crystal composition, and a polymer of the polymerizable compound.

[0420] The liquid crystal display element of the present invention can have alignment films on the surfaces of the first substrate on the liquid crystal layer side and the second substrate on the liquid crystal layer side, respectively.

[0421] The liquid crystal display element of the present invention may have alignment films on the surfaces of the first substrate and the second substrate on the liquid crystal layer side, respectively. The alignment film is a member that contacts 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 in the production of the liquid crystal display element of the present invention preferably contains at least one of polymerizable compound A and polymerizable compound B. In the liquid crystal display element of the present invention, the polymers of polymerizable compound A and / or polymerizable compound B are unevenly distributed at the interfaces of the liquid crystal layer on the first substrate side and the second substrate side, respectively, so that the polymers of polymerizable compound A and / or polymerizable compound B can impart a pretilt angle to the liquid crystal molecules. Further, when the polymer of polymerizable compound B is included, impurities present in the liquid crystal layer or the alignment film are adsorbed and collected by the polar groups of the polymerizable compound B and incorporated into the polymer of polymerizable compound B. Thus, the liquid crystal display element of the present invention can suppress a decrease in VHR caused by the presence of impurities and can have high reliability.

[0422] As the alignment film, known alignment films such as a rubbed alignment film or a photo-alignment film can be used. Further, the alignment film can be appropriately selected, such as a vertical alignment film or a horizontal alignment film, according to the driving mode of the liquid crystal display element. The material constituting the alignment film can be the same as that of known alignment film materials, and examples thereof include polyimide, polyamide, polysiloxane, and mixtures thereof. Among them, polyimide is preferred. The polyimide may be a photo-crosslinkable polyimide or a decomposable polyimide. The thickness of the alignment film can be a general-purpose thickness in the liquid crystal display element.

[0423] Further, the liquid crystal display element of the present invention may not 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 an element of a mode commonly referred to as PI-less. In this case, the polymerizable compound-containing liquid crystal composition used in the production of the liquid crystal display element of the present invention preferably contains at least the polymerizable compound B. The polymerizable compound B becomes a polymer and is unevenly distributed on the interface of the liquid crystal layer on the first substrate side and the interface of the second substrate side, respectively. The polar group of the polymer of the polymerizable compound B interacts with the substrate surface, so that the liquid crystal display element of the present invention can vertically align the liquid crystal molecules in the liquid crystal layer even without an alignment film.

[0424] The first substrate and the second substrate (which may be generally referred to as a substrate) in the liquid crystal display element of the present invention may be a flexible substrate or a rigid substrate. Further, the substrate may be transparent or opaque, but is preferably transparent. Examples of the material of the substrate include glass, resin, metal, silicon, and the like.

[0425] The liquid crystal display element of the present invention has a common electrode on either the first substrate or the second substrate, and a pixel electrode on the other. The common electrode and the pixel electrode are each disposed on the surface of the substrate on the liquid crystal layer side. The common electrode is preferably disposed on the substrate provided with the color filter, and the pixel electrode is preferably disposed on the substrate not provided with the color filter. The pixel electrode has an active element such as a TFT, a thin film diode, or a metal insulator metal specific resistance element. The common electrode and the pixel electrode can generally be formed of materials used for the electrodes of liquid crystal display elements. Among them, 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 oxide semiconductors such as indium-doped tin oxide (ITO), zinc oxide (ZnO), tin oxide (SnO2), InGaZnO, SiGe, GaAs, indium zinc oxide (IZO), TiO, and aluminum zinc tin oxide (AZTO).

[0426] The common electrode and the pixel electrode can each select a shape according to the driving method of the liquid crystal display element. Among them, when the liquid crystal display element of the present invention is driven by an active matrix, of the first substrate and the second substrate, one substrate is provided with a common electrode formed of a transparent conductor over the entire surface, and the other substrate has gate electrodes and source electrodes arranged in a matrix, and it is preferable that a TFT element and a pixel electrode are provided in a portion surrounded by the gate electrode and the source electrode.

[0427] The common electrode and the pixel electrode can be formed by known methods such as chemical vapor deposition (CVD) method, physical vapor deposition (PVD) methods such as sputtering method, ion plating method, and vacuum evaporation method.

[0428] In the liquid crystal display element of the present invention, a color filter may be disposed on the first substrate or the second substrate. The color filter is preferably disposed on the substrate on which the common electrode is disposed. The color filter can be formed, for example, using a pigment dispersion method (color resist method, etching method), printing method, inkjet method, or the like.

[0429] The liquid crystal display element of the present invention may have 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. Examples of the spacer include glass particles, plastic particles, alumina particles, and photoresist materials.

[0430] The liquid crystal display element of the present invention may have a polarizing plate. When having a polarizing plate, it is preferable to adjust the product of the refractive index anisotropy Δn of the liquid crystal composition and the cell thickness d so that the contrast is maximized. Also, when there are two polarizing plates, the polarization axes of the respective polarizing plates can be adjusted so that the viewing angle and contrast are improved. Furthermore, a retardation film for widening the viewing angle can also be used.

[0431] 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 sealant include epoxy-based thermosetting compositions.

[0432] The liquid crystal display element of the present invention can be manufactured by a known method. Examples of the manufacturing method of the liquid crystal display element of the present invention are as follows. First, with the surface on the side where the alignment film of the first substrate faces the surface on the side where the alignment film of the second substrate faces, a spacer and a seal portion are used to bond them so as to obtain a desired cell gap, thereby producing an empty cell. 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 using a vacuum injection method or an ODF method, etc., and the seal portion is cured to seal the liquid crystal composition between the first and second substrates. Next, by irradiating UV light to polymerize the polymerizable compound contained in the polymerizable compound-containing liquid crystal composition, the liquid crystal display element of the present invention can be obtained. The irradiation conditions (temperature, light source, wavelength, applied voltage, irradiation method, irradiation time, irradiation intensity, etc.) of the UV light when polymerizing the polymerizable compound can be set as appropriate.

[0433] The present invention is not limited to the above-described embodiments. The above-described embodiments are examples, and any configuration that has substantially the same configuration as the technical idea described in the claims of the present invention and exhibits the same operational effects is included in the technical scope of the present invention.

Examples

[0434] The present invention will be described in more detail with reference to the following examples, but the present invention is not limited to these examples.

[0435] The following abbreviations are used for the description of the compounds in the following examples and comparative examples.

[0436] (Side chain) -n -C n H 2n+1 A linear alkyl group having n carbon atoms n- C n H 2n+1 - A linear alkyl group having n carbon atoms -On -OC n H 2n+1 A linear alkoxy group having n carbon atoms V-CH2=CH- 1V-CH3-CH=CH- -V-CH=CH2 -V1-CH=CH-CH3 (Linking group) -1O--CH2-O- -2--CH2-CH2- (Ring structure)

[0437] [Chemical formula]

[0438] The properties measured in the following examples and comparative examples are as follows.

[0439] T ni : Nematic phase-isotropic liquid phase transition temperature (°C) Δn: Refractive index anisotropy at 20°C γ1: Rotational viscosity at 20°C (mPa·s) Δε: Dielectric 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.

[0440] (Manufacturing method of liquid crystal display element) First, a polymerizable compound-containing liquid crystal composition was injected into a liquid crystal cell with a cell gap of 3.5 μm including an ITO-coated substrate coated with a polyimide alignment film that induces vertical alignment and subjected to rubbing treatment, by a vacuum injection method. Then, the liquid crystal cell injected with the polymerizable compound-containing liquid crystal composition 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 a central wavelength of 313 nm was 3 mW / cm 2 2.

[0441] (Evaluation method for 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 irradiating ultraviolet rays for 15 minutes, 30 minutes, 45 minutes, 60 minutes, 75 minutes, 90 minutes, and 115 minutes was measured by the following method. First, the decomposed liquid crystal display element and acetonitrile were placed in a test tube, shaken, and filtered to obtain an acetonitrile solution of the eluted components containing the liquid crystal composition, polymer, and unreacted polymerizable compound. This was analyzed by high-performance liquid chromatography (column: reverse-phase nonpolar column, developing solvent: a mixed solvent of 70% by volume of acetonitrile and 30% by volume of water), and the peak areas of each component were calculated. The amount of the remaining polymerizable compound was determined from the peak area ratio of the liquid crystal compound used 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 T ND [min] when the residual amount of the polymerizable compound was less than the detection lower limit was defined as follows.

[0442] (Evaluation method for the amount of pretilt angle change (tilt imparting property)) Under the above irradiation conditions, the amount of pretilt angle change [°] of the liquid crystal display element before and after irradiating ultraviolet rays for 200 seconds was measured by the following method. First, the pretilt angle of the liquid crystal display element was measured and defined as the pretilt angle (initial). While applying a voltage of 10 V to this liquid crystal display element at a frequency of 100 Hz, ultraviolet rays were irradiated for 200 seconds. Then, the pretilt angle was measured and defined as the pretilt angle (after UV). The value obtained by subtracting the measured pretilt angle (after UV) from the pretilt angle (initial) was defined as the amount of pretilt angle change [°]. The pretilt angle was measured using OPTIPRO manufactured by Syntec. A larger value of the amount of pretilt angle change [°] indicates higher tilt imparting property.

[0443] (Evaluation method for VHR) UV was irradiated to the liquid crystal cell filled with the polymerizable compound-containing liquid crystal composition for T ND [min] under the above irradiation conditions, and the VHR was measured under the conditions of 1 V, 0.6 Hz, and 60 °C.

[0444] (Preparation of liquid crystal composition and physical property values) The liquid crystal compositions LC-001 to LC-005 before adding the compound of formula (i) and the polymerizable compound were prepared, and their physical property values were measured. The compositions and the results of their physical property values of the liquid crystal compositions LC-001 to LC-005 were as shown in Table 1.

[0445] [Table 1]

[0446] (Comparative Examples 1 to 3, Examples 1 to 3) A polymerizable compound-containing liquid crystal composition obtained by adding 0.3 parts by mass of polymerizable compound A represented by formula (RM-A1) to 100 parts by mass of liquid crystal composition LC-001 was used as Comparative Example 1.

[0447] A polymerizable compound-containing liquid crystal composition obtained by adding 3 parts by mass of the compound represented by formula (i-1-1-1A) as the compound of formula (i) and 0.3 parts by mass of polymerizable compound A represented by formula (RM-A1) to 97 parts by mass of liquid crystal composition LC-001 was used as Comparative Example 2.

[0448] A polymerizable compound-containing liquid crystal composition obtained by adding 2 parts by mass of the compound represented by formula (i-1-1-1A) as the compound of formula (i) and 0.3 parts by mass of polymerizable compound A represented by formula (RM-A1) to 98 parts by mass of liquid crystal composition LC-001 was used as Comparative Example 3.

[0449] A polymerizable compound-containing liquid crystal composition obtained by adding 1.5 parts by mass of the compound represented by formula (i-1-1-1A) as the compound of formula (i) and 0.3 parts by mass of polymerizable compound A represented by formula (RM-A1) to 98.5 parts by mass of liquid crystal composition LC-001 was used as Example 1.

[0450] A polymerizable compound-containing liquid crystal composition obtained by adding 1 part by mass of the compound represented by formula (i-1-1-1A) as the compound of formula (i) and 0.3 parts by mass of polymerizable compound A represented by formula (RM-A1) to 99 parts by mass of liquid crystal composition LC-001 was used as Example 2.

[0451] To 99.5 parts by mass of liquid crystal composition LC-001, 0.5 part by mass of the compound represented by formula (i-1-1-1A) as the compound of formula (i) and 0.3 part by mass of polymerizable compound A represented by formula (RM-A1) as the polymerizable compound were added, and the polymerizable compound-containing liquid crystal composition was used as Example 3.

[0452]

Chemical formula

[0453] Regarding the polymerizable compound-containing liquid crystal compositions of Comparative Examples 1 to 3 and Examples 1 to 3, the UV irradiation time T at which the residual amount of the polymerizable compound becomes less than the detection limit ND [min], VHR [%] after irradiating with UV for T ND and the amount of change in pretilt angle [°] when irradiating with UV for 200 seconds were as shown in Table 2 below. The content (mass %) of the compound of formula (i) in the total amount of the polymerizable compound-containing liquid crystal composition is a value calculated by {parts by mass of the compound of formula (i) / (parts by mass of the liquid crystal composition + parts by mass of the compound of formula (i) + parts by mass of the polymerizable compounds (A and B))} × 100. The same shall apply hereinafter.

[0454]

Table 2

[0455] From Table 2, the VHR [%] after irradiating with UV for T ND was a sufficiently high value in all cases, but the UV irradiation time T ND [min] at which the residual amount of the polymerizable compound becomes less than the detection limit was shorter for Comparative Examples 2 to 3 and Examples 1 to 2 than for Comparative Example 1. Also, the amount of change in pretilt angle [°] when irradiating with UV for 200 seconds was larger for Comparative Examples 2 to 3 than for Comparative Example 1, but Examples 1 to 3 showed an even larger value than Comparative Examples 1 to 3, indicating that Examples 1 to 3 can form a larger pretilt angle with a shorter UV irradiation time than Comparative Examples 1 to 3. Also, when irradiating with UV for T NDRegarding the liquid crystal display element after irradiation, using OPTIPRO manufactured by Syntec, the display defect (image sticking) was evaluated by the change in the pretilt angle before and after irradiating the backlight for 3 hours while applying a voltage of 30 V at a frequency of 100 Hz. As a result, Examples 1 to 3 showed high tilt stability.

[0456] (Comparative Examples 4 to 5, Example 4, Example 4-2) A polymerizable compound-containing liquid crystal composition was prepared as Comparative Example 4 by adding 0.3 parts by mass of polymerizable compound A represented by formula (RM-A1) as a polymerizable compound to 100 parts by mass of liquid crystal composition LC-002.

[0457] A polymerizable compound-containing liquid crystal composition was prepared as Comparative Example 5 by adding 3 parts by mass of the compound represented by formula (i-1-1-1A) as a compound of formula (i) and 0.3 parts by mass of polymerizable compound A represented by formula (RM-A1) as a polymerizable compound to 97 parts by mass of liquid crystal composition LC-002.

[0458] A polymerizable compound-containing liquid crystal composition was prepared as Example 4 by adding 1 part by mass of the compound represented by formula (i-1-1-1A) as a compound of formula (i) and 0.3 parts by mass of polymerizable compound A represented by formula (RM-A1) as a polymerizable compound to 99 parts by mass of liquid crystal composition LC-002.

[0459] A polymerizable compound-containing liquid crystal composition was prepared as Example 4-2 by adding 0.5 part by mass of the compound represented by formula (i-1-1-1A) as a compound of formula (i) and 0.3 parts by mass of polymerizable compound A represented by formula (RM-A1) as a polymerizable compound to 99.5 parts by mass of liquid crystal composition LC-002.

[0460] Regarding the polymerizable compound-containing liquid crystal compositions of Comparative Examples 4 to 5 and Examples 4 and 4-2, the UV irradiation time T when the residual amount of the polymerizable compound was below the detection limit ND [min], UV was irradiated for T ND The VHR [%] after irradiation and the change amount [°] of the pretilt angle when irradiated with UV for 200 seconds were as shown in Table 3 below.

[0461]

Table 3

[0462] The UV irradiation time T at which the residual amount of the polymerizable compound becomes less than the detection limit, as shown in Table 3 ND [minutes] was shorter for Comparative Example 5 and Example 4 than for Comparative Example 4. After UV irradiation for T ND the VHR [%] was sufficiently higher for Comparative Example 5 and Example 4 than for Comparative Example 4. Also, the amount of change in the pretilt angle [°] when irradiated with UV for 200 seconds was larger for Comparative Example 5 than for Comparative Example 4, but Example 4 showed an even larger value, indicating that a pretilt angle can be formed with a shorter UV irradiation time than in Comparative Examples 4 to 5. Also, for the liquid crystal display element after UV irradiation for T ND using OPTIPRO manufactured by Syntec, evaluation of display defects (image sticking) due to the change in the pretilt angle before and after irradiating the backlight for 3 hours while applying a voltage of 30 V at a frequency of 100 Hz showed that Example 4 exhibited high tilt stability.

[0463] Also, in Example 4-2, T ND was shorter and the VHR was higher than in Comparative Example 4, and the amount of change in the pretilt angle was larger than in Comparative Example 5.

[0464] Also, the liquid crystal composition LC-002 is a composition containing an alkenyl compound represented by "3-Cy-Cy-V". As shown in Table 1, the value of γ1 of the liquid crystal composition LC-002 was smaller than the value of γ1 of other liquid crystal compositions not containing "3-Cy-Cy-V". Since the smaller the value of γ1, the faster the response speed, it was shown that the liquid crystal composition has a faster response speed by containing an alkenyl compound. On the other hand, from the results of Comparative Example 1 and Comparative Example 4, the liquid crystal composition LC-002 has a longer T ND than the liquid crystal composition LC-001 not containing "3-Cy-Cy-V", and furthermore, the VHR after UV irradiation for T ND was significantly lower than that of the liquid crystal composition LC-001. From this, it was shown that a liquid crystal composition containing an alkenyl compound has a long T ND and a decrease in VHR occurs due to UV irradiation.

[0465] By adding the compound of formula (i) to such a liquid crystal composition LC-002, T ND becomes shorter, and the decrease in VHR can be suppressed. Furthermore, by defining the content of the compound of formula (i) within a predetermined range, it has been shown that even with short-time UV irradiation, the amount of change in the pretilt angle [°] can be increased.

[0466] (Examples 5 to 6) A polymerizable compound-containing liquid crystal composition was prepared as Example 5 by adding 1 part by mass of the compound represented by formula (i-1-1-4A) as the compound of formula (i) and 0.3 part by mass of polymerizable compound A represented by formula (RM-A1) as the polymerizable compound to 99 parts by mass of liquid crystal composition LC-001.

[0467] A polymerizable compound-containing liquid crystal composition was prepared as Example 6 by adding 1 part by mass of the compound represented by formula (i-1-1-37A) as the compound of formula (i) and 0.3 part by mass of polymerizable compound A represented by formula (RM-A1) as the polymerizable compound to 99 parts by mass of liquid crystal composition LC-001.

[0468] [Chemical formula]

[0469] Regarding the polymerizable compound-containing liquid crystal compositions of Examples 5 to 6, the UV irradiation time T at which the residual amount of the polymerizable compound becomes less than the detection limit ND [min], the VHR [%] after irradiating with UV for T ND and the amount of change in the pretilt angle [°] when irradiating with UV for 200 seconds were as shown in Table 4 below.

[0470] [Table 4]

[0471] The same evaluations as in Example 1 were also conducted on the polymerizable compound-containing liquid crystal compositions of Example 5 and Example 6. As a result, it was confirmed that, similarly to Example 1, the polymerizable compound-containing liquid crystal compositions of Example 5 and Example 6 also solved the problems of the present invention.

[0472] (Examples 7 to 12) A polymerizable compound-containing liquid crystal composition was prepared as Example 7 by adding 1 part by mass of the compound represented by the formula (i-1-1-4A) as the compound of the formula (i), and 0.3 part by mass of the polymerizable compound A represented by the formula (RM-A1) as the polymerizable compound to 99 parts by mass of the liquid crystal composition LC-002.

[0473] A polymerizable compound-containing liquid crystal composition was prepared as Example 8 by adding 1 part by mass of the compound represented by the formula (i-1-1-37A) as the compound of the formula (i), and 0.3 part by mass of the polymerizable compound A represented by the formula (RM-A1) as the polymerizable compound to 99 parts by mass of the liquid crystal composition LC-002.

[0474] A polymerizable compound-containing liquid crystal composition was prepared as Example 9 by adding 1 part by mass of the compound represented by the formula (i-1-1-4B) as the compound of the formula (i), and 0.3 part by mass of the polymerizable compound A represented by the formula (RM-A1) as the polymerizable compound to 99 parts by mass of the liquid crystal composition LC-002.

[0475] A polymerizable compound-containing liquid crystal composition was prepared as Example 10 by adding 1 part by mass of the compound represented by the formula (i-1-1-48A) as the compound of the formula (i), and 0.3 part by mass of the polymerizable compound A represented by the formula (RM-A1) as the polymerizable compound to 99 parts by mass of the liquid crystal composition LC-002.

[0476] A polymerizable compound-containing liquid crystal composition was prepared as Example 11 by adding 1 part by mass of the compound represented by the formula (i-1-1-1B) as the compound of the formula (i), and 0.3 part by mass of the polymerizable compound A represented by the formula (RM-A1) as the polymerizable compound to 99 parts by mass of the liquid crystal composition LC-002.

[0477] To 99 parts by mass of the liquid crystal composition LC-002, 1 part by mass of the compound represented by the formula (i-1-1-2A) as the compound of the formula (i), and 0.3 part by mass of the polymerizable compound A represented by the formula (RM-A1) as the polymerizable compound were added to obtain the polymerizable compound-containing liquid crystal composition as Example 12.

[0478] [Chemical formula]

[0479] Regarding the polymerizable compound-containing liquid crystal compositions of Examples 7 to 12, the UV irradiation time T at which the residual amount of the polymerizable compound becomes less than the detection limit ND [minutes], the VHR [%] after irradiating with UV for T ND and the amount of change in the pretilt angle [°] when irradiating with UV for 200 seconds were as shown in Table 5 below.

[0480] [Table 5]

[0481] Regarding the polymerizable compound-containing liquid crystal compositions of Examples 7 to 12 as well, when compared with Comparative Example 4 in which the compound of the formula (i) was not added to LC-002, T ND was short, the value of VHR was high, and the amount of change in the pretilt angle was large. Among them, Example 11 containing the compound of the formula (i-1-1B) had a smaller T ND compared with the other Examples 7 to 10 and 12, and the value of VHR after UV irradiation was high. This is presumably because, in the compound of the formula (i), having no substituent on the ring adjacent to the condensed ring enables shortening of the UV irradiation time and suppression of deterioration due to UV irradiation.

[0482] (Comparative Examples 6 to 7, Examples 13 to 14) To 100 parts by mass of the liquid crystal composition LC-002, 0.7 part by mass of the polymerizable compound A represented by the formula (RM-A1) as the polymerizable compound was added to obtain the polymerizable compound-containing liquid crystal composition as Comparative Example 6.

[0483] To 100 parts by mass of the liquid crystal composition LC-002, 0.3 part by mass of the polymerizable compound A represented by the formula (RM-A1) and 0.4 part by mass of the polymerizable compound A represented by the formula (RM-B1) were added as polymerizable compounds, and the resulting polymerizable compound-containing liquid crystal composition was designated as Comparative Example 7.

[0484] To 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 the formula (i) and 0.7 part by mass of the polymerizable compound A represented by the formula (RM-A1) as the polymerizable compound were added, and the resulting polymerizable compound-containing liquid crystal composition was designated as Comparative Example 13.

[0485] To 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 the formula (i), 0.3 part by mass of the polymerizable compound B represented by the formula (RM-A1) and 0.4 part by mass of the polymerizable compound B represented by the formula (RM-B1) as the polymerizable compounds were added, and the resulting polymerizable compound-containing liquid crystal composition was designated as Example 14.

[0486] [Chemical formula]

[0487] For the polymerizable compound-containing liquid crystal compositions of Comparative Examples 6 to 7 and Examples 13 to 14, the UV irradiation time T ND [min] at which the residual amount of the polymerizable compound becomes less than the detection lower limit, the VHR [%] after UV irradiation for T ND irradiation and the amount of change in the pretilt angle [°] at the time of 200-second UV irradiation were as shown in Table 6 below. The content (% by mass) of the compound of the formula (i) in the total amount of the polymerizable compound-containing liquid crystal composition was a value calculated by {mass part of the compound of the formula (i) / (mass part of the liquid crystal composition + mass part of the compound of the formula (i) + mass parts of the polymerizable compounds (A and B))} × 100.

[0488] [Table 6]

[0489] The UV irradiation time T at which the residual amount of the polymerizable compound becomes less than the detection lower limitND [Minute] was shorter for Examples 13 - 14 than for Comparative Examples 6 - 7. For UV to T ND The VHR [%] after UV irradiation was a sufficiently high value for Example 13 compared to Comparative Example 6, and was a sufficiently high value for Example 17 compared to Comparative Example 7. The amount of pretilt angle change [°] at the time of irradiating UV for 200 seconds was a larger value for Example 13 than for Comparative Example 6, and was a larger value for Example 17 than for Comparative Example 7.

[0490] In Example 14, where 0.4 part by mass of the 0.7 part by mass of the compound of formula (RM - A1) in Example 13 was replaced with the compound of formula (RM - B1), the VHR was a higher value than in Example 13. Example 14 containing the polymerizable compound A, the polymerizable compound B, and the compound of formula (i) was a sufficiently higher value than Comparative Examples 6 - 7 and Example 13. From these results, it was found that by including both the polymerizable compound A and the polymerizable compound B, it was possible to further suppress the decrease in VHR.

[0491] From the results of the above - described Examples and Comparative Examples, when the content of the compound of general formula (i) was within a predetermined range, it was possible to polymerize sufficiently fast, to form a large - angle tilt with weak or less UV light, and the VHR after UV irradiation also showed a high value. Also, the occurrence of display defects (burn - in) due to the exposure of the backlight was suppressed, indicating high tilt stability.

[0492] (Examples 15 - 19) A polymerizable - compound - containing liquid - crystal composition was prepared as Example 15 by adding 1 part by mass of the compound represented by formula (i - 1 - 1 - 1A) as the compound of formula (i) and 0.3 part by mass of the polymerizable compound represented by formula (RM - A2) as the polymerizable compound to 99 parts by mass of the liquid - crystal composition LC - 001.

[0493] A polymerizable - compound - containing liquid - crystal composition was prepared as Example 16 by adding 1 part by mass of the compound represented by formula (i - 1 - 1 - 1A) as the compound of formula (i) and 0.3 part by mass of the polymerizable compound represented by formula (RM - A3) as the polymerizable compound to 99 parts by mass of the liquid - crystal composition LC - 001.

[0494] To 99 parts by mass of the liquid crystal composition LC-001, 1 part by mass of the compound represented by the formula (i-1-1-1A) as the compound of the formula (i), and 0.3 part by mass of the polymerizable compound represented by the formula (RM-A4) as the polymerizable compound were added, and the resulting polymerizable compound-containing liquid crystal composition was designated as Example 17.

[0495] To 99 parts by mass of the liquid crystal composition LC-001, 1 part by mass of the compound represented by the formula (i-1-1-1A) as the compound of the formula (i), and 0.5 part by mass of the polymerizable compound represented by the formula (RM-A1) as the polymerizable compound were added, and the resulting polymerizable compound-containing liquid crystal composition was designated as Example 18.

[0496] To 99 parts by mass of the liquid crystal composition LC-001, 1 part by mass of the compound represented by the formula (i-1-1-1A) as the compound of the formula (i), 0.2 part by mass of the polymerizable compound represented by the formula (RM-A1) as the polymerizable compound, and 0.1 part by mass of the polymerizable compound represented by the formula (RM-A5) as the polymerizable compound were added, and the resulting polymerizable compound-containing liquid crystal composition was designated as Example 19.

[0497]

Chemical formula

[0498] 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, and it was suggested that the effects of the present invention can be achieved by containing a predetermined amount of the compound of the formula (i) regardless of the type of the polymerizable compound.

[0499] (Examples 20 to 24) To 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 the formula (i), and 0.3 part by mass of the polymerizable compound represented by the formula (RM-A2) as the polymerizable compound were added, and the resulting polymerizable compound-containing liquid crystal composition was designated as Example 20.

[0500] To 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 the formula (i), and 0.3 part by mass of the polymerizable compound represented by the formula (RM-A3) were added, and the resulting polymerizable compound-containing liquid crystal composition was designated as Example 21.

[0501] To 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 the formula (i), and 0.3 part by mass of the polymerizable compound represented by the formula (RM-A4) were added, and the resulting polymerizable compound-containing liquid crystal composition was designated as Example 22.

[0502] To 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 the formula (i), and 0.5 part by mass of the polymerizable compound represented by the formula (RM-A1) were added, and the resulting polymerizable compound-containing liquid crystal composition was designated as Example 23.

[0503] To 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 the formula (i), 0.2 part by mass of the polymerizable compound represented by the formula (RM-A1), and 0.1 part by mass of the polymerizable compound represented by the formula (RM-A5) were added, and the resulting polymerizable compound-containing liquid crystal composition was designated as Example 24.

[0504] The polymerizable compound-containing liquid crystal compositions of Examples 20 to 24 were evaluated in the same manner as in Example 4. As a result, it was confirmed that, similar to Example 4, the polymerizable compound-containing liquid crystal compositions of Examples 20 to 24 also solved the problems of the present invention, and it was suggested that, regardless of the type of the polymerizable compound, by containing a predetermined amount of the compound of the formula (i), the effects of the present invention can be achieved even when an alkenyl compound is contained.

[0505] (Examples 25 to 27) To 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 the formula (i) and 0.3 part by mass of the polymerizable compound represented by the formula (RM-A1) as the polymerizable compound were added, and the polymerizable compound-containing liquid crystal composition was designated as Example 25.

[0506] To 99 parts by mass of the liquid crystal composition LC-004, 1 part by mass of the compound represented by the formula (i-1-1-1A) as the compound of the formula (i) and 0.3 part by mass of the polymerizable compound represented by the formula (RM-A3) as the polymerizable compound were added, and the polymerizable compound-containing liquid crystal composition was designated as Example 26.

[0507] To 99 parts by mass of the liquid crystal composition LC-005, 1 part by mass of the compound represented by the formula (i-1-1-1A) as the compound of the formula (i) and 0.3 part by mass of the polymerizable compound represented by the formula (RM-A4) as the polymerizable compound were added, and the polymerizable compound-containing liquid crystal composition was designated as Example 27.

[0508] The polymerizable compound-containing liquid crystal compositions of Examples 25 to 27 were evaluated in the same manner as in Example 1. As a result, it was confirmed that, similar to Example 1, the polymerizable compound-containing liquid crystal compositions of Examples 25 to 27 also solved the problems of the present invention, and it was suggested that, regardless of the composition of the liquid crystal composition and the type of the polymerizable compound in the present invention, by containing a predetermined amount of the compound of the formula (i), the effects of the present invention can be achieved.

[0509] (Examples 28 to 31) To the polymerizable compound-containing liquid crystal composition obtained in Example 2, 0.005 part by mass of the antioxidant represented by the formula (H-2-1) was further added, and the polymerizable compound-containing liquid crystal composition was designated as Example 28.

[0510] To the polymerizable compound-containing liquid crystal composition obtained in Example 2, 0.005 part by mass of the antioxidant represented by the formula (H-4-1) was further added, and the polymerizable compound-containing liquid crystal composition was designated as Example 29.

[0511] The polymerizable compound-containing liquid crystal composition obtained in Example 4 was used as Example 30, to which 0.005 part by mass of an antioxidant represented by the formula (H-2-1) was further added.

[0512] The polymerizable compound-containing liquid crystal composition obtained in Example 4 was used as Example 31, to which 0.005 part by mass of an antioxidant represented by the formula (H-4-1) was further added.

[0513]

Chemical formula

[0514] The polymerizable compound-containing liquid crystal compositions of Examples 28 to 29 were evaluated in the same manner as in Example 1. As a result, it was confirmed that, similar to Example 1, the polymerizable compound-containing liquid crystal compositions of Examples 28 to 29 also solved the problems of the present invention.

[0515] Also, the polymerizable compound-containing liquid crystal compositions of Examples 30 to 31 were evaluated in the same manner as in Example 4. As a result, it was confirmed that, similar to Example 4, the polymerizable compound-containing liquid crystal compositions of Examples 30 to 31 also solved the problems of the present invention.

[0516] (Examples 32 to 46)

[0517] The liquid crystal compositions LC-006 to LC-010 before adding the compound of formula (i) and the polymerizable compound were prepared in the same manner as LC-001 to LC-005, and their physical property values were measured in the same manner as LC-001 to LC-005. The compositions and the results of their physical property values of the liquid crystal compositions LC-006 to LC-010 were as shown in Table 7.

[0518]

Table 7

[0519] Next, as shown in Tables 8 to 12 for LC-006 to LC-010, a 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, and Examples 32 to 46 were obtained.

[0520] 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 were compared with Comparative Example 8, Examples 35 to 37 were compared with Comparative Example 9, Examples 38 to 40 were compared with Comparative Example 10, Examples 41 to 43 were compared with Comparative Example 11, and Examples 44 to 46 were compared with Comparative Example 12. It was confirmed that, as in Example 1, the problems of the present invention were solved.

[0521]

Table 8

[0522]

Table 9

[0523]

Table 10

[0524]

Table 11

[0525]

Table 12

[0526] (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 formula (H-2-1) was further added, and the adjusted polymerizable compound-containing liquid crystal compositions were designated as Examples 47 to 61.

[0527] Further, 0.005 parts by mass of the antioxidant represented by the formula (H-4-1) was added to each of the polymerizable compound-containing liquid crystal compositions used in Examples 32 to 46, and the adjusted polymerizable compound-containing liquid crystal compositions were designated as Examples 62 to 76.

[0528] Then, the same evaluation as in Example 1 was also performed on the polymerizable compound-containing liquid crystal compositions of Examples 47 to 76. As a result, it was confirmed that the polymerizable compound-containing liquid crystal compositions of Examples 47 to 76 were also excellent compared to the comparative examples, similarly to Example 1. From the above, it was confirmed that the problems of the present invention were solved.

Claims

1. containing one or more compounds represented by the general formula (i-1-1-1) and one or more polymerizable compounds, a polymerizable compound-containing liquid crystal composition in which the total content of the compounds represented by the general formula (i-1-1-1) is more than 0% by mass and less than 2.0% by mass. 【Chemical 1】 (wherein, R ｉ１11 and R ｉ11２ each independently represents an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms or an alkenyloxy group having 2 to 10 carbon atoms, and one or more hydrogen atoms present in these groups may be substituted by fluorine atoms.)

2. As the polymerizable compound, the general formula (P): 【Chemical 2】 (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 ; in the alkyl group, one or two or more non-adjacent -CH ２ - may each independently be replaced by -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-; and one or more hydrogen atoms in the alkyl group may each independently be replaced by a cyano group, a fluorine atom or a chlorine atom. P ｐ１ and P ｐ２ are each independently, general formula (P ｐ１ -1) to formula (P ｐ１ -9): 【Chemical Formula 3】 (wherein, R ｐ１１ and R ｐ１２ each independently represents a hydrogen atom, an alkyl group having 1 to 5 carbon atoms, or a halogenated alkyl group having 1 to 5 carbon atoms, and W ｐ１１ represents a single bond, -O-, -COO-, or an alkylene group having 1 to 5 carbon atoms, and t ｐ１１ represents 0, 1, or 2, provided that when there are a plurality of R ｐ１１ , R ｐ１２ , W ｐ１１ and / or t ｐ１１ in the molecule, they may be the same or different. ) represents any one of, Sp ｐ１ and Sp ｐ２ each independently represents a single bond or a spacer group, Z ｐ１ and Z ｐ２ each independently represents a single bond, -O-, -S-, -CH ２ -, -OCH ２ -, -CH ２ O-, -CO-, -C ２ H ４ -, -COO-, -OCO-, -OCOOCH ２ -, -CH ２ OCOO-, -OCH ２ CH ２ O-, -CO-NR ＺＰ１ -, -NR ＺＰ１ -CO-, -SCH ２ -, -CH ２ S-, -CH=CR ＺＰ１ -COO-, -CH=CR ＺＰ１ -OCO-, -COO-CR ＺＰ１ =CH-, -OCO-CR ＺＰ１ =CH-, -COO-CR ＺＰ１ =CH-COO-, -COO-CR ＺＰ１ =CH-OCO-, -OCO-CR ＺＰ１ =CH-COO-, -OCO-CR ＺＰ１ =CH-OCO-, -(CH ２ ｚ -COO-, -(CH ２ 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 each z independently represents an integer of 1 to 4, and each R ＺＰ１ independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, provided that R is present in the molecule ＺＰ１ ​​​​If there are a plurality of them, they may be the same or different. Note that * in the formula represents a bonding point to Sp ｐ１ or Sp ｐ２ .) represents, A ｐ１ and A ｐ２ are each independently (a ｐ ) 1,4-cyclohexylene group (one -CH ２ - or two or more non-adjacent -CH ２ - in this group may be replaced by -O-.) (b ｐ ) A 1,4-phenylene group (one —CH═ or two or more non-adjacent —CH═ present in this group may be replaced by —N═), and (c ｐ ) a naphthylene group, a 1,2,3,4-tetrahydronaphthylene diyl group, a decahydronaphthylene diyl group, a phenanthrene-2,7-diyl group or an anthracene-2,6-diyl group (one —CH═ or two or more non-adjacent —CH═ present in these groups may be replaced by —N═). represents a group selected from the group consisting of, A ｐ３ represents a group selected from the group consisting of the above radical (a ｐ ), radical (b ｐ ), radical (c ｐ ), and a single bond, The above-mentioned group (a ｐ ), group (b ｐ ), and group (c ｐ ) are each independently such that a hydrogen atom present in this group may be substituted with a cyano group, a halogen atom, an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an alkenyl group having 1 to 8 carbon atoms, or -Sp ｐ２ -P ｐ２ and may be substituted, m ｐ１ represents 0, 1, 2 or 3, and when there are a plurality of Z ｐ１ , A ｐ２ , Sp ｐ２ and / or P ｐ２ in the molecule, they may be the same or different, but m ｐ１ is 0 and when A ｐ１ is a group other than a naphthalenediyl 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, containing one or more kinds of the polymerizable compound A represented by the formula:

3. Furthermore, the general formula (L): 【Chemical Formula 4】 (wherein R Ｌ１ and R Ｌ２ each independently represents an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent -CH ２ - may each independently be substituted by -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-) n Ｌ１ represents 0, 1, 2, or 3, and A Ｌ１ 、 A Ｌ２ and A Ｌ３ are each independently (a) 1,4-cyclohexylene group (one -CH ２ ２ - or two or more non-adjacent -CH ２ ２ - may be replaced by -O-. ) (b) 1,4-phenylene group (one -CH= present in this group or two or more non-adjacent -CH= may be replaced by -N=). And (c) naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (one -CH= present in the naphthalene-2,6-diyl group or 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or two or more non-adjacent -CH= may be replaced by -N=). represents a group selected from the group consisting of, and the above group (a), group (b) and group (c) may each independently be substituted with a cyano group, a fluorine atom or a chlorine atom, Z Ｌ１ and Z Ｌ２ each independently represents a single bond, -CH ２ CH ２ -, -(CH ２ ) ４ -, -OCH ２ -, -CH ２ O-, -COO-, -OCO-, -OCF ２ -, -CF ２ O-, -CH=N-N=CH-, -CH=CH-, -CF=CF- or -C≡C-; n Ｌ１ is 2 or 3 and when there are a plurality of As Ｌ２ they may be the same or different, and n Ｌ１ is 2 or 3 and when there are a plurality of Zs Ｌ２ they may be the same or different. provided that it excludes the compound represented by the general formula (i-1-1-1).) The polymerizable compound-containing liquid crystal composition according to claim 1 or claim 2, containing one or more compounds selected from the compounds represented by

4. Furthermore, the general formula (N-1) [Chemical Formula 5] (wherein R Ｎ１１ and R Ｎ１２ each independently represents an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent -CH ２ - may each independently be substituted by -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-) A Ｎ１１ and A Ｎ１２ are each independently (a) 1,4-cyclohexylene group (one -CH ２ ２ - or two or more non-adjacent -CH ２ ２ - may be replaced by -O-. ) (b) 1,4-phenylene group (one -CH= present in this group or two or more non-adjacent -CH= may be replaced by -N=). (c) naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (one -CH= present in the naphthalene-2,6-diyl group or 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or two or more non-adjacent -CH= may be replaced by -N=) and (d) 1,4-cyclohexenylene group represents a group selected from the group consisting of, and the above group (a), group (b), group (c) and group (d) may each independently be substituted with a cyano group, a fluorine atom or a chlorine atom, Z Ｎ１１ and Z Ｎ１２ each independently represents a single bond, -CH ２ CH ２ -, -(CH ２ ) ４ -, -OCH ２ -, -CH ２ O-, -COO-, -OCO-, -OCF ２ -, -CF ２ O-, -CH=N-N=CH-, -CH=CH-, -CF=CF- or -C≡C-; n Ｎ１１ and n Ｎ１２ each independently represents an integer from 0 to 3, provided that n Ｎ１１ + n Ｎ１２ is 1, 2 or 3, and A Ｎ１１ to A Ｎ１２ , Z Ｎ１１ to Z Ｎ１２ if there are a plurality of them, they may be the same or different. However, it excludes the compounds represented by the general formula (i-1-1-1) and the general formula (L).) 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

5. R in the general formula (L) above Ｌ１ and R Ｌ２ The polymerizable compound-containing liquid crystal composition according to claim 3, containing one or more compounds in which at least one of them represents an alkenyl group having 2 to 8 carbon atoms.

6. The polymerizable compound-containing liquid crystal composition according to any one of claims 1 to 5, further containing 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.

7. The polymerizable compound B is represented by the general formula (AT): 【Chemical Formula 6】 (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 - and may be substituted, and one or two or more non-adjacent -CH ２ - in the alkylene group may be substituted with a cyclic group, -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO- so that an oxygen atom is not directly bonded, W ＡＴ１ is a single bond or the following general formula (WAT1) or (WAT2): [Chemical Formula 7] (wherein, Sp ＷＡＴ１ and Sp ＷＡＴ２ each independently 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 ＡＰ１ — may be substituted, and one or two or more non-adjacent —CH ２ — may be substituted with a cyclic group, —CH═CH—, —C≡C—, —O—, —CO—, —COO— or —OCO— so that oxygen atoms are not directly adjacent. * in the formula represents a bond.) represents, Z ＡＴ１ represents a monovalent polar group containing a polar element, and one or more hydrogen atoms in Z ＡＴ１ may be substituted with -OH, -CN or P ＡＰ１ -Sp ＡＰ１ -. 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 6, which is a compound represented by

8. A liquid crystal display element using the polymerizable compound-containing liquid crystal composition according to any one of claims 1 to 7.

9. An active matrix drive liquid crystal display element using the polymerizable compound-containing liquid crystal composition according to any one of claims 1 to 7.

10. 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 7.

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