Liquid crystal composition

Abstract

The subject of the present invention is to provide a polymerizable liquid crystal composition, whose dielectric anisotropy (Δε) is negative, and the wide temperature range display, low voltage driveability and high-speed responsiveness required by the usual liquid crystal composition are satisfied, and when the liquid crystal display element is made, there is no or very little display failure; and a narrow-framed liquid crystal display element using the liquid crystal composition is also provided. As a solution, a liquid crystal composition containing one or more compounds selected from the compounds represented by the general formula (N‑1) and one or more polymerizable compounds and having a negative dielectric anisotropy (Δε) is provided, and a liquid crystal display element using the liquid crystal composition is provided.

Description

Technical Field

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

[0002] For displays used in PID (Public Information Display) and the like, which are assumed to be used outdoors, the nematic phase-isotropic liquid phase transition temperature (T NI ) high, solid phase-nematic phase transition temperature (T CN ) and excellent low temperature storage stability (Low Temperature Storage test), and further requirements are low driving voltage and elastic constant (K 33 ) is large and the rotational viscosity (γ1) is sufficiently small.

[0003] For this purpose, a PSA (Polymer Sustained Alignment) type liquid crystal display device using a liquid crystal composition having a negative dielectric anisotropy (Δε) is adopted. In the PSA type liquid crystal display device, a polymer structure is formed in the cell in order to control the pre-tilt angle of the liquid crystal molecules. Due to its high-speed responsiveness and high contrast, it is useful as a liquid crystal display element (Patent Document 1). However, in order to further bond multiple display devices to achieve large-scale display, there is a demand for narrow frame, etc., which has problems.

[0004] Prior art literature

[0005] Patent Literature

[0006] Patent Document 1: WO2016 / 017569 Summary of the invention

[0007] Problems to be solved by the invention

[0008] The object of the present invention is to provide a polymerizable liquid crystal composition, which has a negative dielectric anisotropy (Δε), satisfies the requirements of a conventional liquid crystal composition for display over a wide temperature range, low voltage driveability and high-speed responsiveness, and has no or very little display defects when made into a liquid crystal display element; and also provides a liquid crystal display element with a narrow frame using the liquid crystal composition.

[0009] Means for solving problems

[0010] The present invention provides a liquid crystal composition, which contains one or more compounds selected from the compounds represented by the general formula (N-1), one or more polymerizable compounds, one or more alignment aids having an adsorption group different from the polymerizable compounds, and the nematic phase-isotropic liquid phase transition temperature (Tni) is above 100°C and the dielectric constant anisotropy (Δε) is negative; and a liquid crystal display element using the liquid crystal composition is provided.

[0011] [Chemistry 1]

[0012]

[0013] (Where R N11 and R N12 Each independently represents an alkyl group having 1 to 8 carbon atoms, wherein one or two or more non-adjacent -CH2- groups in the alkyl group may be independently substituted by -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-,

[0014] A N11 and A N12 Each independently represents a group selected from the group consisting of the following groups,

[0015] (a) 1,4-cyclohexylene (one -CH2- or two or more non-adjacent -CH2- in this group may be substituted by -O-.)

[0016] (b) 1,4-phenylene (one -CH= or two or more non-adjacent -CH= groups in the group may be substituted with -N=.) and

[0017] (c) naphthalene-2,6-diyl, 1,2,3,4-tetrahydronaphthalene-2,6-diyl or decahydronaphthalene-2,6-diyl (one -CH= or two or more non-adjacent -CH= in naphthalene-2,6-diyl or 1,2,3,4-tetrahydronaphthalene-2,6-diyl may be substituted with -N=.)

[0018] (d) 1,4-cyclohexenylene,

[0019] The above group (a), group (b), group (c) and group (d) may be independently substituted by a cyano group, a fluorine atom or a chlorine atom.

[0020] Z N11 and Z N12 Each independently represents a single bond, -CH2CH2-, -(CH2)4-, -OCH2-, -CH2O-, -COO-, -OCO-, -OCF2-, -CF2O-, -CH=NN=CH-, -CH=CH-, -CF=CF- or -C≡C-,

[0021] n N11 and n N12 Each independently represents an integer from 0 to 3, and n N11 +n N12 is 1, 2 or 3, A N11 ~A N12 , Z N11 ~Z N12 When there are multiple, they can be the same or different.)

[0022] The polymerizable liquid crystal of the present application is particularly useful as a liquid crystal display element for active-matrix driving for PDI.

[0023] Effects of the Invention

[0024] By using the polymerizable liquid crystal composition of the present invention, it is possible to obtain a liquid crystal display element having excellent low-temperature storage stability, low driving voltage, fast response speed and high VHR, and further, by narrowing the frame, it is possible to provide a VA type, PSA type or PSVA type liquid crystal display element that can fully cope with outdoor use. BRIEF DESCRIPTION OF THE DRAWINGS

[0025] Figure 1 A diagram schematically showing one embodiment of a liquid crystal display element.

[0026] Figure 2 For the general Figure 1 An enlarged plan view of the area enclosed by line I in the figure. DETAILED DESCRIPTION

[0027] The liquid crystal composition of the present invention has a negative dielectric anisotropy, a nematic phase-isotropic liquid transition temperature of above 100°C, an absolute value of dielectric anisotropy of above 1.5, and contains one or more compounds selected from the compound group represented by the following general formula (N-1).

[0028] The compound represented by the general formula (N-1) corresponds to a compound having a negative dielectric property (the sign of Δε is negative and the absolute value thereof is greater than 2).

[0029] The compound represented by the general formula (N-1) is preferably a compound having a negative Δε and an absolute value of more than 3.

[0030] In the general formula (N-1), R N11 and R N12An alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms or an alkenyloxy group having 2 to 8 carbon atoms is preferably independently selected; 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 is preferably selected; an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms is more preferably selected; an alkyl group having 2 to 5 carbon atoms or an alkenyl group having 2 to 3 carbon atoms is further preferably selected; and an alkenyl group having 3 carbon atoms (propenyl) is particularly preferably selected.

[0031] In addition, when the ring structure to which it is connected is a phenyl (aromatic), 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 are preferred, and when the ring structure to which it is connected is a saturated ring structure such as cyclohexane, pyran, and dioxane, a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, and an alkenyl group having 2 to 5 carbon atoms are preferred. In order to stabilize the nematic phase, the total number of carbon atoms and oxygen atoms when present is preferably 5 or less, and a linear chain is preferred.

[0032] As the alkenyl group, a group represented by any one of formula (R1) to formula (R5) is preferred. (The black dots in each formula represent carbon atoms in the ring structure.)

[0033] [Chemistry 2]

[0034]

[0035] A N11 and A N12 Each independently is preferably aromatic when increasing Δn is required, and is preferably aliphatic in order to improve the response speed, and preferably represents trans-1,4-cyclohexylene, 1,4-phenylene, 2-fluoro-1,4-phenylene, 3-fluoro-1,4-phenylene, 3,5-difluoro-1,4-phenylene, 2,3-difluoro-1,4-phenylene, 1,4-cyclohexenylene, 1,4-bicyclo[2.2.2]octylene, piperidine-1,4-diyl, naphthalene-2,6-diyl, decahydronaphthalene-2,6-diyl or 1,2,3,4-tetrahydronaphthalene-2,6-diyl, and more preferably represents the following structure,

[0036] [Chemistry 3]

[0037]

[0038] More preferably, it represents trans-1,4-cyclohexylene, 1,4-cyclohexenylene or 1,4-phenylene.

[0039] Z N11 and Z N12Each independently preferably 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.

[0040] n N11 +n N12 Preferably 1 or 2, preferably n N11 is 1 and n N12 The combination of 0, n N11 is 2 and n N12 The combination of 0, n N11 is 1 and n N12 The combination of 1, n N11 is 2 and n N12 A combination of 1.

[0041] In the present application, % means mass % unless otherwise specified.

[0042] The preferred lower limit of the content of the compound represented by formula (N-1) relative to the total amount of the composition of the present invention is 1%, 10%, 20%, 30%, 40%, 50%, 55%, 60%, 65%, 70%, 75%, 80%. The preferred upper limit of the content is 95%, 85%, 75%, 65%, 55%, 45%, 35%, 25%, 20%.

[0043] When the viscosity of the composition of the present invention is maintained as a relatively low, fast composition requiring a response speed, preferably the above-mentioned lower limit is low and the upper limit is low. Further, when the Tni of the composition of the present invention is maintained as a relatively high, good composition requiring temperature stability, preferably the above-mentioned lower limit is low and the upper limit is low. In addition, in order to maintain the driving voltage relatively low and when wanting to increase the dielectric anisotropy, preferably the above-mentioned lower limit is high and the upper limit is high.

[0044] Examples of the compound represented by the general formula (N-1) include the compound group represented by the following general formulae (N-1a) to (N-1g).

[0045] [Chemistry 4]

[0046]

[0047] (Where R N11 and R N12 Represents the same as R in the general formula (N-1) N11 and R N12 Same meaning, n Na11 Indicates 0 or 1, n Nb11 Indicates 1 or 2, n Nc11 Indicates 0 or 1, n Nd11 Indicates 1 or 2, nNe11 Indicates 1 or 2, n Nf12 Indicates 1 or 2, n Ng11 Indicates 1 or 2, A Ne11 represents trans-1,4-cyclohexylene or 1,4-phenylene, A Ng11 represents trans-1,4-cyclohexylene, 1,4-cyclohexenylene or 1,4-phenylene, but at least one of them represents 1,4-cyclohexenylene, Z Ne11 represents a single bond or ethylene, but at least one of the A atoms in the molecule represents ethylene, and the multiple A atoms in the molecule Ne11 , Z Ne11 , and / or A Ng11 Can be the same or different.)

[0048] More specifically, the compound represented by the general formula (N-1) is preferably a compound selected from the group consisting of compounds represented by general formulae (N-1-1) to (N-1-21).

[0049] The compound represented by the general formula (N-1-1) is the following compound.

[0050] [Chemistry 5]

[0051]

[0052] (Where R N111 and R N112 Each independently represents R in the general formula (N-1) N11 and R N12 Same meaning.)

[0053] R N111 It is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and is preferably a propyl group, a pentyl group or a vinyl group. N112 An alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms is preferred, and an ethoxy group or a butoxy group is preferred.

[0054] The compound represented by general formula (N-1-1) can be used alone or in combination with two or more compounds. The type of compound that can be combined is not particularly limited, and is suitably used in combination according to the required performances such as solubility at low temperature, transition temperature, electrical reliability, birefringence, etc. The type of compound used is, for example, 1, 2, 3, 4, 5 or more in one embodiment of the present invention.

[0055] When emphasis is placed on improvement of Δε, it is preferred to set the content higher. When emphasis is placed on solubility at low temperatures, setting the content higher will have a greater effect. When emphasis is placed on T NIWhen the content is set lower, the effect is higher. Furthermore, when improving drip marks and screen burn-in characteristics, it is preferred to set the content range to the middle.

[0056] The preferred lower limit of the content of the compound represented by formula (N-1-1) relative to the total amount of the composition of the present invention is 5%, 10%, 13%, 15%, 17%, 20%, 23%, 25%, 27%, 30%, 33%, 35%. The preferred upper limit of the content relative to the total amount of the composition of the present invention is 50%, 40%, 38%, 35%, 33%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 7%, 6%, 5%, 3%.

[0057] Furthermore, the compound represented by the general formula (N-1-1) is preferably a compound selected from the group of compounds represented by formulas (N-1-1.1) to (N-1-1.22), preferably a compound represented by formulas (N-1-1.1) to (N-1-1.4), and preferably a compound represented by formulas (N-1-1.1) and (N-1-1.3).

[0058] [Chemistry 6]

[0059]

[0060] The compounds represented by formula (N-1-1.1) to (N-1-1.22) can be used alone or in combination. The lower limits of the preferred contents of the compounds alone or in combination are 5%, 10%, 13%, 15%, 17%, 20%, 23%, 25%, 27%, 30%, 33%, 35% relative to the total amount of the composition of the present invention. The upper limits of the preferred contents are 50%, 40%, 38%, 35%, 33%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 7%, 6%, 5%, 3% relative to the total amount of the composition of the present invention.

[0061] The compounds represented by the general formula (N-1-2) are the following compounds.

[0062] [Chemistry 7]

[0063]

[0064] (Where R N121 and R N122 Each independently represents R in the general formula (N-1) N11 and R N12 Same meaning.)

[0065] R N121It is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group, a butyl group or a pentyl group. N122 An alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms is preferred, and a methyl group, a propyl group, a methoxy group, an ethoxy group, or a propoxy group is preferred.

[0066] The compound represented by general formula (N-1-2) can be used alone or in combination with two or more compounds. The type of compound that can be combined is not particularly limited, and is suitably used in combination according to the required performances such as solubility at low temperature, transition temperature, electrical reliability, birefringence, etc. The type of compound used is, for example, 1, 2, 3, 4, 5 or more in one embodiment of the present invention.

[0067] When the improvement of Δε is emphasized, it is preferred to set the content higher. When the solubility at low temperature is emphasized, the effect is higher when the content is lower. When the T NI When the content is set higher, the effect is higher. Furthermore, when improving drip marks and screen burn-in characteristics, it is preferred to set the content range to the middle.

[0068] The preferred lower limit of the content of the compound represented by formula (N-1-2) relative to the total amount of the composition of the present invention is 5%, 7%, 10%, 13%, 15%, 17%, 20%, 23%, 25%, 27%, 30%, 33%, 35%, 37%, 40%, 42%. The preferred upper limit of the content relative to the total amount of the composition of the present invention is 50%, 48%, 45%, 43%, 40%, 38%, 35%, 33%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 7%, 6%, 5%.

[0069] Furthermore, the compound represented by the general formula (N-1-2) is preferably a compound selected from the group of compounds represented by formula (N-1-2.1) to formula (N-1-2.22), preferably a compound represented by formula (N-1-2.3) to formula (N-1-2.7), formula (N-1-2.10), formula (N-1-2.11), formula (N-1-2.13) and formula (N-1-2.20). When attention is paid to the improvement of Δε, the compounds represented by formula (N-1-2.3) to formula (N-1-2.7) are preferred, and when attention is paid to T NI When improvement is desired, compounds represented by formula (N-1-2.10), formula (N-1-2.11) and formula (N-1-2.13) are preferred. When improvement of response speed is desired, compounds represented by formula (N-1-2.20) are preferred.

[0070] [Chemistry 8]

[0071]

[0072] The compounds represented by formula (N-1-2.1) to formula (N-1-2.22) can be used alone or in combination. The lower limits of the preferred contents of the compounds alone or in combination are 5%, 10%, 13%, 15%, 17%, 20%, 23%, 25%, 27%, 30%, 33%, 35% relative to the total amount of the composition of the present invention. The upper limits of the preferred contents are 50%, 40%, 38%, 35%, 33%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 7%, 6%, 5%, 3% relative to the total amount of the composition of the present invention.

[0073] The compounds represented by the general formula (N-1-3) are the following compounds.

[0074] [Chemistry 9]

[0075]

[0076] (Where R N131 and R N132 Each independently represents R in the general formula (N-1) N11 and R N12 Same meaning.)

[0077] R N131 It is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group. N132 An alkyl group having 1 to 5 carbon atoms, an alkenyl group having 3 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms is preferred, and a 1-propenyl group, an ethoxy group, a propoxy group, or a butoxy group is preferred.

[0078] The compound represented by general formula (N-1-3) can be used alone or in combination with two or more compounds. The type of compound that can be combined is not particularly limited, and is suitably used in combination according to the required performances such as solubility at low temperature, transition temperature, electrical reliability, birefringence, etc. The type of compound used is, for example, 1, 2, 3, 4, 5 or more in one embodiment of the present invention.

[0079] When emphasis is placed on improvement of Δε, it is preferred to set the content higher. When emphasis is placed on solubility at low temperatures, setting the content higher will have a greater effect. When emphasis is placed on T NI When the content is set higher, the effect is higher. Furthermore, when improving drip marks and screen burn-in characteristics, it is preferred to set the content range to the middle.

[0080] The preferred lower limit of the content of the compound represented by formula (N-1-3) relative to the total amount of the composition of the present invention is 5%, 10%, 13%, 15%, 17%, 20%. The preferred upper limit of the content relative to the total amount of the composition of the present invention is 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%.

[0081] Furthermore, the compound represented by the general formula (N-1-3) is preferably a compound selected from the group of compounds represented by formulas (N-1-3.1) to (N-1-3.21), preferably a compound represented by formulas (N-1-3.1) to (N-1-3.7) and (N-1-3.21), and preferably a compound represented by formulas (N-1-3.1), (N-1-3.2), (N-1-3.3), (N-1-3.4) and (N-1-3.6).

[0082] [Chemistry 10]

[0083]

[0084] The compounds represented by formula (N-1-3.1) to formula (N-1-3.4), formula (N-1-3.6) and formula (N-1-3.21) can be used alone or in combination. Preferably, the combination of formula (N-1-3.1) and formula (N-1-3.2), or a combination of two or three selected from formula (N-1-3.3), formula (N-1-3.4) and formula (N-1-3.6) is used. The preferred lower limit of the content of each of these compounds is 5%, 10%, 13%, 15%, 17%, or 20% relative to the total amount of the composition of the present invention. The preferred upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, or 13% relative to the total amount of the composition of the present invention.

[0085] The compound represented by the general formula (N-1-4) is the following compound.

[0086] [Chemistry 11]

[0087]

[0088] (Where R N141 and R N142 Each independently represents R in the general formula (N-1) N11 and R N12 Same meaning.)

[0089] R N141 and R N142Each independently is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and preferably a methyl group, a propyl group, an ethoxy group, or a butoxy group.

[0090] The compound represented by general formula (N-1-4) can be used alone or in combination with two or more compounds. The type of compound that can be combined is not particularly limited, and is suitably used in combination according to the required performances such as solubility at low temperature, transition temperature, electrical reliability, birefringence, etc. The type of compound used is, for example, 1, 2, 3, 4, 5 or more in one embodiment of the present invention.

[0091] When emphasis is placed on improvement of Δε, it is preferred to set the content higher. When emphasis is placed on solubility at low temperatures, setting the content higher will have a greater effect. When emphasis is placed on T NI When the content is set lower, the effect is higher. Furthermore, when improving drip marks and screen burn-in characteristics, it is preferred to set the content range to the middle.

[0092] The preferred lower limit of the content of the compound represented by formula (N-1-4) relative to the total amount of the composition of the present invention is 3%, 5%, 7%, 10%, 13%, 15%, 17%, 20%. The preferred upper limit of the content relative to the total amount of the composition of the present invention is 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 11%, 10%, 8%.

[0093] Furthermore, the compound represented by the general formula (N-1-4) is preferably a compound selected from the group of compounds represented by formulas (N-1-4.1) to (N-1-4.14), preferably a compound represented by formulas (N-1-4.1) to (N-1-4.4), and preferably a compound represented by formula (N-1-4.1), formula (N-1-4.2) and formula (N-1-4.4).

[0094] [Chemistry 12]

[0095]

[0096] The compounds represented by formula (N-1-4.1) to (N-1-4.14) can be used alone or in combination. The lower limit of the preferred content of the compounds alone or in combination is 3%, 5%, 7%, 10%, 13%, 15%, 17%, and 20% relative to the total amount of the composition of the present invention. The upper limit of the preferred content is 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 11%, 10%, and 8% relative to the total amount of the composition of the present invention.

[0097] The compounds represented by the general formula (N-1-5) are the following compounds.

[0098] [Chemistry 13]

[0099]

[0100] (Where R N151 and R N152 Each independently represents R in the general formula (N-1) N11 and R N12 Same meaning.)

[0101] R N151 and R N152 Each independently is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethyl group, a propyl group, or a butyl group.

[0102] The compound represented by general formula (N-1-5) can be used alone or in combination with two or more compounds. The type of compound that can be combined is not particularly limited, and is suitably used in combination according to the required performances such as solubility at low temperature, transition temperature, electrical reliability, birefringence, etc. The type of compound used is, for example, 1, 2, 3, 4, 5 or more in one embodiment of the present invention.

[0103] When the improvement of Δε is emphasized, it is preferred to set the content higher. When the solubility at low temperature is emphasized, the effect is higher when the content is lower. When the T NI When the content is set higher, the effect is higher. Furthermore, when improving drip marks and screen burn-in characteristics, it is preferred to set the content range to the middle.

[0104] The preferred lower limit of the content of the compound represented by formula (N-1-5) relative to the total amount of the composition of the present invention is 5%, 8%, 10%, 13%, 15%, 17%, 20%. The preferred upper limit of the content relative to the total amount of the composition of the present invention is 35%, 33%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%.

[0105] Furthermore, the compound represented by the general formula (N-1-5) is preferably a compound selected from the group of compounds represented by formula (N-1-5.1) to formula (N-1-5.6), preferably a compound represented by formula (N-1-5.1), formula (N-1-5.2) and formula (N-1-5.4).

[0106] [Chemistry 14]

[0107]

[0108] The compounds represented by formula (N-1-5.1), formula (N-1-5.2) and formula (N-1-5.4) can be used alone or in combination. The lower limits of the preferred contents of the compounds alone or in combination are 5%, 8%, 10%, 13%, 15%, 17%, and 20% relative to the total amount of the composition of the present invention. The upper limits of the preferred contents are 35%, 33%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, and 13% relative to the total amount of the composition of the present invention.

[0109] The compound represented by the general formula (N-1-10) is the following compound.

[0110] [Chemistry 15]

[0111]

[0112] (Where R N1101 and R N1102 Each independently represents R in the general formula (N-1) N11 and R N12 Same meaning.)

[0113] R N1101 It is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group, a butyl group, a vinyl group or a 1-propenyl group. N1102 An alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms is preferred, and an ethoxy group, a propoxy group, or a butoxy group is preferred.

[0114] The compound represented by general formula (N-1-10) can be used alone or in combination with two or more compounds. The type of compound that can be combined is not particularly limited, and is suitably used in combination according to the required performances such as solubility at low temperature, transition temperature, electrical reliability, birefringence, etc. The type of compound used is, for example, 1, 2, 3, 4, 5 or more in one embodiment of the present invention.

[0115] When emphasis is placed on improvement of Δε, it is preferred to set the content higher. When emphasis is placed on solubility at low temperatures, setting the content higher will have a greater effect. When emphasis is placed on T NI When the content is set lower, the effect is higher. Furthermore, when improving drip marks and screen burn-in characteristics, it is preferred to set the content range to the middle.

[0116] The preferred lower limit of the content of the compound represented by formula (N-1-10) relative to the total amount of the composition of the present invention is 5%, 10%, 13%, 15%, 17%, 20%. The preferred upper limit of the content relative to the total amount of the composition of the present invention is 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%.

[0117] Furthermore, the compound represented by the general formula (N-1-10) is preferably a compound selected from the group of compounds represented by formulas (N-1-10.1) to (N-1-10.14), preferably a compound represented by formulas (N-1-10.1) to (N-1-10.5), and preferably a compound represented by formulas (N-1-10.1) and (N-1-10.2).

[0118] [Chemistry 16]

[0119]

[0120] The compounds represented by formula (N-1-10.1) and formula (N-1-10.2) can be used alone or in combination, and the preferred lower limits of the content of the compounds alone or in combination are 5%, 10%, 13%, 15%, 17%, and 20% relative to the total amount of the composition of the present invention. The preferred upper limits of the content are 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, and 13% relative to the total amount of the composition of the present invention.

[0121] The compound represented by the general formula (N-1-11) is the following compound.

[0122] [Chemistry 17]

[0123]

[0124] (Where R N1111 and R N1112 Each independently represents R in the general formula (N-1) N11 and R N12 Same meaning.)

[0125] R N1111 It is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group, a butyl group, a vinyl group or a 1-propenyl group. N1112 An alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms is preferred, and an ethoxy group, a propoxy group, or a butoxy group is preferred.

[0126] The compound represented by general formula (N-1-11) can be used alone or in combination with two or more compounds. The type of compound that can be combined is not particularly limited, and is suitably used in combination according to the required performances such as solubility at low temperature, transition temperature, electrical reliability, birefringence, etc. The type of compound used is, for example, 1, 2, 3, 4, 5 or more in one embodiment of the present invention.

[0127] When the improvement of Δε is emphasized, it is preferred to set the content higher. When the solubility at low temperature is emphasized, the effect is higher when the content is lower. When the T NI When the content is set higher, the effect is higher. Furthermore, when improving drip marks and screen burn-in characteristics, it is preferred to set the content range to the middle.

[0128] The preferred lower limit of the content of the compound represented by formula (N-1-11) relative to the total amount of the composition of the present invention is 5%, 10%, 13%, 15%, 17%, 20%. The preferred upper limit of the content relative to the total amount of the composition of the present invention is 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%.

[0129] Furthermore, the compound represented by the general formula (N-1-11) is preferably a compound selected from the group of compounds represented by formulas (N-1-11.1) to (N-1-11.14), preferably a compound represented by formulas (N-1-11.1) to (N-1-11.14), and preferably a compound represented by formulas (N-1-11.2) and (N-1-11.4).

[0130] [Chemistry 18]

[0131]

[0132] The compounds represented by formula (N-1-11.2) and formula (N-1-11.4) can be used alone or in combination, and the preferred lower limits of the content of the compounds alone or in combination are 5%, 10%, 13%, 15%, 17%, and 20% relative to the total amount of the composition of the present invention. The preferred upper limits of the content are 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, and 13% relative to the total amount of the composition of the present invention.

[0133] The compound represented by the general formula (N-1-12) is the following compound.

[0134] [Chemistry 19]

[0135]

[0136] (Where R N1121 and R N1122 Each independently represents R in the general formula (N-1) N11 and R N12 Same meaning.)

[0137] R N1121 It is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group. N1122An alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms is preferred, and an ethoxy group, a propoxy group, or a butoxy group is preferred.

[0138] The compound represented by general formula (N-1-12) can be used alone or in combination with two or more compounds. The type of compound that can be combined is not particularly limited, and is suitably used in combination according to the required performances such as solubility at low temperature, transition temperature, electrical reliability, birefringence, etc. The type of compound used is, for example, 1, 2, 3, 4, 5 or more in one embodiment of the present invention.

[0139] When emphasis is placed on improvement of Δε, it is preferred to set the content higher. When emphasis is placed on solubility at low temperatures, setting the content higher will have a greater effect. When emphasis is placed on T NI When the content is set lower, the effect is higher. Furthermore, when improving drip marks and screen burn-in characteristics, it is preferred to set the content range to the middle.

[0140] The preferred lower limit of the content of the compound represented by formula (N-1-12) relative to the total amount of the composition of the present invention is 5%, 10%, 13%, 15%, 17%, 20%. The preferred upper limit of the content relative to the total amount of the composition of the present invention is 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%.

[0141] The compound represented by the general formula (N-1-13) is the following compound.

[0142] [Chemistry 20]

[0143]

[0144] (Where R N1131 and R N1132 Each independently represents R in the general formula (N-1) N11 and R N12 Same meaning.)

[0145] R N1131 It is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group. N1132 An alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms is preferred, and an ethoxy group, a propoxy group, or a butoxy group is preferred.

[0146] The compound represented by general formula (N-1-13) can be used alone or in combination with two or more compounds. The type of compound that can be combined is not particularly limited, and is suitably used in combination according to the required performances such as solubility at low temperature, transition temperature, electrical reliability, birefringence, etc. The type of compound used is, for example, 1, 2, 3, 4, 5 or more in one embodiment of the present invention.

[0147] When emphasis is placed on improvement of Δε, it is preferred to set the content higher. When emphasis is placed on solubility at low temperatures, setting the content higher will have a greater effect. When emphasis is placed on T NI When the content is set higher, the effect is higher. Furthermore, when improving drip marks and screen burn-in characteristics, it is preferred to set the content range to the middle.

[0148] The preferred lower limit of the content of the compound represented by formula (N-1-13) relative to the total amount of the composition of the present invention is 5%, 10%, 13%, 15%, 17%, 20%. The preferred upper limit of the content relative to the total amount of the composition of the present invention is 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%.

[0149] The compound represented by the general formula (N-1-14) is the following compound.

[0150] [Chemistry 21]

[0151]

[0152] (Where R N1141 and R N1142 Each independently represents R in the general formula (N-1) N11 and R N12 Same meaning.)

[0153] R N1141 It is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group. N1142 An alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms is preferred, and an ethoxy group, a propoxy group, or a butoxy group is preferred.

[0154] The compound represented by general formula (N-1-14) can be used alone or in combination with two or more compounds. The type of compound that can be combined is not particularly limited, and is suitably used in combination according to the required performances such as solubility at low temperature, transition temperature, electrical reliability, birefringence, etc. The type of compound used is, for example, 1, 2, 3, 4, 5 or more in one embodiment of the present invention.

[0155] When emphasis is placed on improvement of Δε, it is preferred to set the content higher. When emphasis is placed on solubility at low temperatures, setting the content higher will have a greater effect. When emphasis is placed on T NI When the content is set lower, the effect is higher. Furthermore, when improving drip marks and screen burn-in characteristics, it is preferred to set the content range to the middle.

[0156] The preferred lower limit of the content of the compound represented by formula (N-1-14) relative to the total amount of the composition of the present invention is 5%, 10%, 13%, 15%, 17%, 20%. The preferred upper limit of the content relative to the total amount of the composition of the present invention is 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%.

[0157] The compound represented by the general formula (N-1-15) is the following compound.

[0158] [Chemistry 22]

[0159]

[0160] (Where R N1151 and R N1152 Each independently represents R in the general formula (N-1) N11 and R N12 Same meaning.)

[0161] R N1151 It is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group. N1152 An alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms is preferred, and an ethoxy group, a propoxy group, or a butoxy group is preferred.

[0162] The compound represented by general formula (N-1-15) can be used alone or in combination with two or more compounds. The type of compound that can be combined is not particularly limited, and is suitably used in combination according to the required performances such as solubility at low temperature, transition temperature, electrical reliability, birefringence, etc. The type of compound used is, for example, 1, 2, 3, 4, 5 or more in one embodiment of the present invention.

[0163] When emphasis is placed on improvement of Δε, it is preferred to set the content higher. When emphasis is placed on solubility at low temperatures, setting the content higher will have a greater effect. When emphasis is placed on T NI When the content is set higher, the effect is higher. Furthermore, when improving drip marks and screen burn-in characteristics, it is preferred to set the content range to the middle.

[0164] The preferred lower limit of the content of the compound represented by formula (N-1-15) relative to the total amount of the composition of the present invention is 5%, 10%, 13%, 15%, 17%, 20%. The preferred upper limit of the content relative to the total amount of the composition of the present invention is 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%.

[0165] The compound represented by the general formula (N-1-16) is the following compound.

[0166] [Chemistry 23]

[0167]

[0168] (Where R N1161 and R N1162 Each independently represents R in the general formula (N-1) N11 and R N12 Same meaning.)

[0169] R N1161 It is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group. N1162 An alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms is preferred, and an ethoxy group, a propoxy group, or a butoxy group is preferred.

[0170] The compound represented by general formula (N-1-16) can be used alone or in combination with two or more compounds. The type of compound that can be combined is not particularly limited, and is suitably used in combination according to the required performances such as solubility at low temperature, transition temperature, electrical reliability, birefringence, etc. The type of compound used is, for example, 1, 2, 3, 4, 5 or more in one embodiment of the present invention.

[0171] When emphasis is placed on improvement of Δε, it is preferred to set the content higher. When emphasis is placed on solubility at low temperatures, setting the content higher will have a greater effect. When emphasis is placed on T NI When the content is set higher, the effect is higher. Furthermore, when improving drip marks and screen burn-in characteristics, it is preferred to set the content range to the middle.

[0172] The preferred lower limit of the content of the compound represented by formula (N-1-16) relative to the total amount of the composition of the present invention is 5%, 10%, 13%, 15%, 17%, 20%. The preferred upper limit of the content relative to the total amount of the composition of the present invention is 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%.

[0173] The compound represented by the general formula (N-1-17) is the following compound.

[0174] [Chemistry 24]

[0175]

[0176] (Where R N1171 and R N1172 Each independently represents R in the general formula (N-1) N11 and R N12 Same meaning.)

[0177] R N1171 It is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group. N1172 An alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms is preferred, and an ethoxy group, a propoxy group, or a butoxy group is preferred.

[0178] The compound represented by general formula (N-1-17) can be used alone or in combination with two or more compounds. The type of compound that can be combined is not particularly limited, and is suitably used in combination according to the required performances such as solubility at low temperature, transition temperature, electrical reliability, birefringence, etc. The type of compound used is, for example, 1, 2, 3, 4, 5 or more in one embodiment of the present invention.

[0179] When emphasis is placed on improvement of Δε, it is preferred to set the content higher. When emphasis is placed on solubility at low temperatures, setting the content higher will have a greater effect. When emphasis is placed on T NI When the content is set higher, the effect is higher. Furthermore, when improving drip marks and screen burn-in characteristics, it is preferred to set the content range to the middle.

[0180] The preferred lower limit of the content of the compound represented by formula (N-1-17) relative to the total amount of the composition of the present invention is 5%, 10%, 13%, 15%, 17%, 20%. The preferred upper limit of the content relative to the total amount of the composition of the present invention is 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%.

[0181] The compound represented by the general formula (N-1-18) is the following compound.

[0182] [Chemistry 25]

[0183]

[0184] (Where R N1181 and R N1182 Each independently represents R in the general formula (N-1) N11 and R N12 Same meaning.)

[0185] R N1181 It is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and is preferably a methyl group, an ethyl group, a propyl group or a butyl group. N1182 An alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms is preferred, and an ethoxy group, a propoxy group, or a butoxy group is preferred.

[0186] The compound represented by general formula (N-1-18) can be used alone or in combination with two or more compounds. The type of compound that can be combined is not particularly limited, and is suitably used in combination according to the required performances such as solubility at low temperature, transition temperature, electrical reliability, birefringence, etc. The type of compound used is, for example, 1, 2, 3, 4, 5 or more in one embodiment of the present invention.

[0187] When emphasis is placed on improvement of Δε, it is preferred to set the content higher. When emphasis is placed on solubility at low temperatures, setting the content higher will have a greater effect. When emphasis is placed on T NI When the content is set higher, the effect is higher. Furthermore, when improving drip marks and screen burn-in characteristics, it is preferred to set the content range to the middle.

[0188] The preferred lower limit of the content of the compound represented by formula (N-1-18) relative to the total amount of the composition of the present invention is 5%, 10%, 13%, 15%, 17%, 20%. The preferred upper limit of the content relative to the total amount of the composition of the present invention is 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%.

[0189] Furthermore, the compound represented by the general formula (N-1-18) is preferably a compound selected from the group of compounds represented by formulas (N-1-18.1) to (N-1-18.5), preferably a compound represented by formulas (N-1-18.1) to (N-1-18.3), and preferably a compound represented by formulas (N-1-18.2) and (N-1-18.3).

[0190] [Chemistry 26]

[0191]

[0192] The compound represented by the general formula (N-1-20) is the following compound.

[0193] [Chemistry 27]

[0194]

[0195] (Where R N1201 and R N1202 Each independently represents R in the general formula (N-1)N11 and R N12 Same meaning.)

[0196] R N1201 and R N1202 Each independently is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group or a butyl group.

[0197] The compound represented by general formula (N-1-20) can be used alone or in combination with two or more compounds. The type of compound that can be combined is not particularly limited, and is suitably used in combination according to the required performances such as solubility at low temperature, transition temperature, electrical reliability, birefringence, etc. The type of compound used is, for example, 1, 2, 3, 4, 5 or more in one embodiment of the present invention.

[0198] When emphasis is placed on improvement of Δε, it is preferred to set the content higher. When emphasis is placed on solubility at low temperatures, setting the content higher will have a greater effect. When emphasis is placed on T NI When the content is set higher, the effect is higher. Furthermore, when improving drip marks and screen burn-in characteristics, it is preferred to set the content range to the middle.

[0199] The preferred lower limit of the content of the compound represented by formula (N-1-20) relative to the total amount of the composition of the present invention is 5%, 10%, 13%, 15%, 17%, 20%. The preferred upper limit of the content relative to the total amount of the composition of the present invention is 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%.

[0200] The compound represented by the general formula (N-1-21) is the following compound.

[0201] [Chemistry 28]

[0202]

[0203] (Where R N1211 and R N1212 Each independently represents R in the general formula (N-1) N11 and R N12 Same meaning.)

[0204] R N1211 and R N1212 Each independently is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group or a butyl group.

[0205] The compound represented by general formula (N-1-21) can be used alone or in combination with two or more compounds. The type of compound that can be combined is not particularly limited, and is suitably used in combination according to the required performances such as solubility at low temperature, transition temperature, electrical reliability, birefringence, etc. The type of compound used is, for example, 1, 2, 3, 4, 5 or more in one embodiment of the present invention.

[0206] When emphasis is placed on improvement of Δε, it is preferred to set the content higher. When emphasis is placed on solubility at low temperatures, setting the content higher will have a greater effect. When emphasis is placed on T NI When the content is set higher, the effect is higher. Furthermore, when improving drip marks and screen burn-in characteristics, it is preferred to set the content range to the middle.

[0207] The preferred lower limit of the content of the compound represented by formula (N-1-21) relative to the total amount of the composition of the present invention is 5%, 10%, 13%, 15%, 17%, 20%. The preferred upper limit of the content relative to the total amount of the composition of the present invention is 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%.

[0208] The compound represented by the general formula (N-1-22) is the following compound.

[0209] [Chemistry 29]

[0210]

[0211] (Where R N1221 and R N1222 Each independently represents R in the general formula (N-1) N11 and R N12 Same meaning.)

[0212] R N1221 and R N1222 Each independently is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group or a butyl group.

[0213] The compound represented by general formula (N-1-22) can be used alone or in combination with two or more compounds. The type of compound that can be combined is not particularly limited, and is suitably used in combination according to the required performances such as solubility at low temperature, transition temperature, electrical reliability, birefringence, etc. The type of compound used is, for example, 1, 2, 3, 4, 5 or more in one embodiment of the present invention.

[0214] When emphasis is placed on improvement of Δε, it is preferred to set the content higher. When emphasis is placed on solubility at low temperatures, setting the content higher will have a greater effect. When emphasis is placed on T NIWhen the content is set higher, the effect is higher. Furthermore, when improving drip marks and screen burn-in characteristics, it is preferred to set the content range to the middle.

[0215] The preferred lower limit of the content of the compound represented by formula (N-1-21) relative to the total amount of the composition of the present invention is 1%, 5%, 10%, 13%, 15%, 17%, 20%. The preferred upper limit of the content relative to the total amount of the composition of the present invention is 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 5%.

[0216] Furthermore, the compound represented by the general formula (N-1-22) is preferably a compound selected from the group of compounds represented by formulas (N-1-22.1) to (N-1-22.12), preferably a compound represented by formulas (N-1-22.1) to (N-1-22.5), and preferably a compound represented by formulas (N-1-22.1) to (N-1-22.4).

[0217] [Chemistry 30]

[0218]

[0219] By adjusting the above content, when the liquid crystal composition of the present invention is used to make a liquid crystal display element, the liquid crystal composition of the present invention preferably contains one or more compounds represented by the general formula (L). The compound represented by the general formula (L) is equivalent to a compound with a substantially neutral dielectric property (the value of Δε is -2 to 2). Therefore, the number of polar groups such as halogens in the molecule is preferably set to 2 or less, preferably set to 1 or less, and preferably not having.

[0220] [Chemistry 31]

[0221]

[0222] (Where R L1 and R L2 Each independently represents an alkyl group having 1 to 8 carbon atoms, wherein one or two or more non-adjacent -CH2- groups in the alkyl group may be independently substituted by -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-,

[0223] n L1 represents 0, 1, 2 or 3,

[0224] A L1 , A L2 and A L3 Each independently represents a group selected from the group consisting of the following groups,

[0225] (a) 1,4-cyclohexylene (one -CH2- or two or more non-adjacent -CH2- in this group may be substituted by -O-.)

[0226] (b) 1,4-phenylene (one -CH= or two or more non-adjacent -CH= groups in the group may be substituted with -N=.) and

[0227] (c) naphthalene-2,6-diyl, 1,2,3,4-tetrahydronaphthalene-2,6-diyl or decahydronaphthalene-2,6-diyl (one -CH= or two or more non-adjacent -CH= in naphthalene-2,6-diyl or 1,2,3,4-tetrahydronaphthalene-2,6-diyl may be substituted with -N=.)

[0228] The above group (a), group (b) and group (c) may be independently substituted by a cyano group, a fluorine atom or a chlorine atom.

[0229] Z L1 and Z L2 Each independently represents a single bond, -CH2CH2-, -(CH2)4-, -OCH2-, -CH2O-, -COO-, -OCO-, -OCF2-, -CF2O-, -CH=NN=CH-, -CH=CH-, -CF=CF- or -C≡C-,

[0230] n L1 is 2 or 3 so A L2 When there are multiple, they can be the same or different, n L1 is 2 or 3 so Z L3 When there are multiple compounds, they may be the same or different, except for compounds represented by general formula (N-1), (N-2) and (N-3).

[0231] The compound represented by the general formula (L) can be used alone or in combination. The type of compound that can be combined is not particularly limited, and is suitably used in combination according to desired performances such as solubility at low temperatures, transition temperature, electrical reliability, and birefringence. The type of compound used is, for example, 1 in one embodiment of the present invention. Or in other embodiments of the present invention, it is 2, 3, 4, 5, 6, 7, 8, 9, or 10 or more.

[0232] In the composition of the present invention, the content of the compound represented by the general formula (L) needs to be appropriately adjusted according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence, process adaptability, drip marks, screen burn-in, dielectric constant anisotropy, etc.

[0233] The preferred lower limit of the content of the compound represented by formula (L) relative to the total amount of the composition of the present invention is 1%, 10%, 20%, 30%, 40%, 50%, 55%, 60%, 65%, 70%, 75%, 80%. The preferred upper limit of the content is 95%, 85%, 75%, 65%, 55%, 45%, 35%, 25%.

[0234] When the viscosity of the composition of the present invention is maintained as a relatively low, fast composition requiring a response speed, preferably the above-mentioned lower limit is high and the upper limit is high. Further, when the Tni of the composition of the present invention is maintained as a relatively high, good composition requiring temperature stability, preferably the above-mentioned lower limit is high and the upper limit is high. In addition, in order to maintain the driving voltage relatively low and to increase the dielectric anisotropy, preferably the above-mentioned lower limit is low and the upper limit is low.

[0235] When reliability is important, R is preferred. L1 and R L2 Both are alkyl groups. When emphasis is placed on reducing the volatility of the compound, an alkoxy group is preferred. When emphasis is placed on reducing the viscosity, at least one of the groups is preferably an alkenyl group.

[0236] The number of halogen atoms present in the molecule is preferably 0, 1, 2 or 3, preferably 0 or 1, and when compatibility with other liquid crystal molecules is emphasized, preferably 1.

[0237] About R L1 and R L2 When the ring structure to which it is connected is a phenyl (aromatic), 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 are preferred. When the ring structure to which it is connected is a saturated ring structure such as cyclohexane, pyran, and dioxane, a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, and an alkenyl group having 2 to 5 carbon atoms are preferred. In order to stabilize the nematic phase, the total number of carbon atoms and oxygen atoms when present is preferably 5 or less, and a linear chain is preferred.

[0238] As the alkenyl group, a group represented by any one of formula (R1) to formula (R5) is preferred. (The black dots in each formula represent carbon atoms in the ring structure.)

[0239] [Chemistry 32]

[0240]

[0241] About n L1 When the response speed is emphasized, 0 is preferred, 2 or 3 is preferred to improve the upper limit temperature of the nematic phase, and 1 is preferred to achieve a balance therebetween. In addition, in order to satisfy the characteristics required as a composition, it is preferred to combine compounds with different values.

[0242] About A L1 , A L2 and A L3 , when it is required to increase Δn, it is preferably aromatic, and in order to improve the response speed, it is preferably aliphatic, and each independently preferably represents trans-1,4-cyclohexylene, 1,4-phenylene, 2-fluoro-1,4-phenylene, 3-fluoro-1,4-phenylene, 3,5-difluoro-1,4-phenylene, 1,4-cyclohexenylene, 1,4-bicyclo[2.2.2]octylene, piperidine-1,4-diyl, naphthalene-2,6-diyl, decahydronaphthalene-2,6-diyl or 1,2,3,4-tetrahydronaphthalene-2,6-diyl, and more preferably represents the following structure,

[0243] [Chemistry 33]

[0244]

[0245] More preferably, it represents trans-1,4-cyclohexylene or 1,4-phenylene.

[0246] About Z L1 and Z L2 , when response speed is important, a single key is preferred.

[0247] In the compound represented by the general formula (L), the number of halogen atoms in the molecule is preferably 0 or 1.

[0248] The compound represented by the general formula (L) is preferably a compound selected from the group consisting of compounds represented by general formulae (L-1) to (L-7).

[0249] The compound represented by the general formula (L-1) is the following compound.

[0250] [Chemistry 34]

[0251]

[0252] (Where R L11 and R L12 Each independently represents R in the general formula (L) L1 and R L2 Same meaning.)

[0253] R L11 and R L12 Preferred are linear alkyl groups having 1 to 5 carbon atoms, linear alkoxy groups having 1 to 4 carbon atoms, and linear alkenyl groups having 2 to 5 carbon atoms.

[0254] The compound represented by general formula (L-1) can be used alone or in combination with two or more compounds. The type of compound that can be combined is not particularly limited, and is suitably used in combination according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence, etc. The type of compound used is, for example, 1, 2, 3, 4, 5 or more in one embodiment of the present invention.

[0255] The preferred lower limit of the content is 1%, 2%, 3%, 5%, 7%, 10%, 15%, 20%, 25%, 30%, 35%, 40%, 45%, 50%, 55% relative to the total amount of the composition of the present invention. The preferred upper limit of the content is 95%, 90%, 85%, 80%, 75%, 70%, 65%, 60%, 55%, 50%, 45%, 40%, 35%, 30%, 25% relative to the total amount of the composition of the present invention.

[0256] When the viscosity of the composition of the present invention is maintained at a relatively low level, a composition with a fast response speed is required, preferably the above-mentioned lower limit is high and the upper limit is high. Further, when the Tni of the composition of the present invention is maintained at a relatively high level, a composition with good temperature stability is required, preferably the above-mentioned lower limit is centered and the upper limit is centered. In addition, in order to maintain the driving voltage relatively low and to increase the dielectric anisotropy, preferably the above-mentioned lower limit is low and the upper limit is low.

[0257] The compound represented by the general formula (L-1) is preferably a compound selected from the group consisting of compounds represented by the general formula (L-1-1).

[0258] [Chemistry 35]

[0259]

[0260] (R L12 has the same meaning as in the general formula (L-1).

[0261] The compound represented by the general formula (L-1-1) is preferably a compound selected from the group of compounds represented by formulas (L-1-1.1) to (L-1-1.3), preferably a compound represented by formula (L-1-1.2) or formula (L-1-1.3), and particularly preferably a compound represented by formula (L-1-1.3).

[0262] [Chemistry 36]

[0263]

[0264] The preferred lower limit of the content of the compound represented by formula (L-1-1.3) relative to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, 7%, 10%. The preferred upper limit of the content relative to the total amount of the composition of the present invention is 20%, 15%, 13%, 10%, 8%, 7%, 6%, 5%, 3%.

[0265] The compound represented by the general formula (L-1) is preferably a compound selected from the group consisting of compounds represented by the general formula (L-1-2).

[0266] [Chemistry 37]

[0267]

[0268] (R L12 has the same meaning as in the general formula (L-1).

[0269] The preferred lower limit of the content of the compound represented by formula (L-1-2) relative to the total amount of the composition of the present invention is 1%, 5%, 10%, 15%, 17%, 20%, 23%, 25%, 27%, 30%, 35%. The preferred upper limit of the content is 60%, 55%, 50%, 45%, 42%, 40%, 38%, 35%, 33%, 30% relative to the total amount of the composition of the present invention.

[0270] Furthermore, the compound represented by the general formula (L-1-2) is preferably a compound selected from the group of compounds represented by formula (L-1-2.1) to formula (L-1-2.4), and is preferably a compound represented by formula (L-1-2.2) to formula (L-1-2.4). In particular, the compound represented by formula (L-1-2.2) particularly improves the response speed of the composition of the present invention and is therefore preferred. In addition, when a higher Tni is required than the response speed, it is preferred to use a compound represented by formula (L-1-2.3) or formula (L-1-2.4). In order to achieve good solubility at low temperatures, the content of the compounds represented by formula (L-1-2.3) and formula (L-1-2.4) is not preferably set to more than 30%.

[0271] [Chemistry 38]

[0272]

[0273] The preferred lower limit of the content of the compound represented by formula (L-1-2.2) relative to the total amount of the composition of the present invention is 10%, 15%, 18%, 20%, 23%, 25%, 27%, 30%, 33%, 35%, 38%, 40%. The preferred upper limit of the content is 60%, 55%, 50%, 45%, 43%, 40%, 38%, 35%, 32%, 30%, 27%, 25%, 22% relative to the total amount of the composition of the present invention.

[0274] The lower limit of the preferred content of the total of the compound represented by formula (L-1-1.3) and the compound represented by formula (L-1-2.2) relative to the total amount of the composition of the present invention is 10%, 15%, 20%, 25%, 27%, 30%, 35%, 40%. The upper limit of the preferred content is 60%, 55%, 50%, 45%, 43%, 40%, 38%, 35%, 32%, 30%, 27%, 25%, 22% relative to the total amount of the composition of the present invention.

[0275] The compound represented by the general formula (L-1) is preferably a compound selected from the group consisting of compounds represented by the general formula (L-1-3).

[0276] [Chemistry 39]

[0277]

[0278] (R L13 and R L14 Each independently represents an alkyl group having 1 to 8 carbon atoms or an alkoxy group having 1 to 8 carbon atoms.

[0279] R L13 and R L14 Preferred are linear alkyl groups having 1 to 5 carbon atoms, linear alkoxy groups having 1 to 4 carbon atoms, and linear alkenyl groups having 2 to 5 carbon atoms.

[0280] The preferred lower limit of the content of the compound represented by formula (L-1-3) relative to the total amount of the composition of the present invention is 1%, 5%, 10%, 13%, 15%, 17%, 20%, 23%, 25%, 30%. The preferred upper limit of the content is 60%, 55%, 50%, 45%, 40%, 37%, 35%, 33%, 30%, 27%, 25%, 23%, 20%, 17%, 15%, 13%, 10% relative to the total amount of the composition of the present invention.

[0281] Furthermore, the compound represented by the general formula (L-1-3) is preferably a compound selected from the group of compounds represented by formula (L-1-3.1) to formula (L-1-3.13), preferably a compound represented by formula (L-1-3.1), formula (L-1-3.3) or formula (L-1-3.4). In particular, the compound represented by formula (L-1-3.1) particularly improves the response speed of the composition of the present invention and is therefore preferred. In addition, when a higher Tni is required than the response speed, it is preferred to use compounds represented by formula (L-1-3.3), formula (L-1-3.4), formula (L-1-3.11) and formula (L-1-3.12). In order to make the solubility at low temperatures good, the total content of the compounds represented by formula (L-1-3.3), formula (L-1-3.4), formula (L-1-3.11) and formula (L-1-3.12) is not preferably set to more than 20%.

[0282] [Chemistry 40]

[0283]

[0284] The preferred lower limit of the content of the compound represented by formula (L-1-3.1) relative to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, 7%, 10%, 13%, 15%, 18%, 20%. The preferred upper limit of the content relative to the total amount of the composition of the present invention is 20%, 17%, 15%, 13%, 10%, 8%, 7%, 6%.

[0285] The compound represented by the general formula (L-1) is preferably a compound selected from the group consisting of compounds represented by the general formula (L-1-4) and / or (L-1-5).

[0286] [Chemistry 41]

[0287]

[0288] (R L15 and R L16 Each independently represents an alkyl group having 1 to 8 carbon atoms or an alkoxy group having 1 to 8 carbon atoms.

[0289] R L15 and R L16 Preferred are linear alkyl groups having 1 to 5 carbon atoms, linear alkoxy groups having 1 to 4 carbon atoms, and linear alkenyl groups having 2 to 5 carbon atoms.

[0290] The preferred lower limit of the content of the compound represented by formula (L-1-4) relative to the total amount of the composition of the present invention is 1%, 5%, 10%, 13%, 15%, 17%, 20%. The preferred upper limit of the content relative to the total amount of the composition of the present invention is 25%, 23%, 20%, 17%, 15%, 13%, 10%.

[0291] The preferred lower limit of the content of the compound represented by formula (L-1-5) relative to the total amount of the composition of the present invention is 1%, 5%, 10%, 13%, 15%, 17%, 20%. The preferred upper limit of the content relative to the total amount of the composition of the present invention is 25%, 23%, 20%, 17%, 15%, 13%, 10%.

[0292] Furthermore, the compounds represented by general formulae (L-1-4) and (L-1-5) are preferably compounds selected from the group of compounds represented by formulae (L-1-4.1) to (L-1-5.3), and are preferably compounds represented by formula (L-1-4.2) or (L-1-5.2).

[0293] [Chemistry 42]

[0294]

[0295] The preferred lower limit of the content of the compound represented by formula (L-1-4.2) relative to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, 7%, 10%, 13%, 15%, 18%, 20%. The preferred upper limit of the content relative to the total amount of the composition of the present invention is 20%, 17%, 15%, 13%, 10%, 8%, 7%, 6%.

[0296] It is preferred to combine two or more compounds selected from the group consisting of compounds represented by formula (L-1-1.3), formula (L-1-2.2), formula (L-1-3.1), formula (L-1-3.3), formula (L-1-3.4), formula (L-1-3.11) and formula (L-1-3.12), and it is preferred to combine compounds selected from the group consisting of compounds represented by formula (L-1-1.3), formula (L-1-2.2), formula (L-1-3.1), formula (L-1-3.3), formula (L-1-3.4) and formula (L-1-4.2) The preferred lower limit of the total content of these compounds is 1%, 2%, 3%, 5%, 7%, 10%, 13%, 15%, 18%, 20%, 23%, 25%, 27%, 30%, 33%, 35% relative to the total amount of the composition of the present invention, and the upper limit is 80%, 70%, 60%, 50%, 45%, 40%, 37%, 35%, 33%, 30%, 28%, 25%, 23%, 20% relative to the total amount of the composition of the present invention. When the reliability of the composition is emphasized, it is preferred to combine two or more compounds selected from the compounds represented by formula (L-1-3.1), formula (L-1-3.3) and formula (L-1-3.4). When the response speed of the composition is emphasized, it is preferred to combine two or more compounds selected from the compounds represented by formula (L-1-1.3) and formula (L-1-2.2).

[0297] The compound represented by the general formula (L-1) is preferably a compound selected from the group consisting of compounds represented by the general formula (L-1-6).

[0298] [Chemistry 43]

[0299]

[0300] (R L17 and R L18 Each independently represents a methyl group or a hydrogen atom. )

[0301] The preferred lower limit of the content of the compound represented by formula (L-1-6) relative to the total amount of the composition of the present invention is 1%, 5%, 10%, 15%, 17%, 20%, 23%, 25%, 27%, 30%, 35%. The preferred upper limit of the content is 60%, 55%, 50%, 45%, 42%, 40%, 38%, 35%, 33%, 30% relative to the total amount of the composition of the present invention.

[0302] Furthermore, the compound represented by the general formula (L-1-6) is preferably a compound selected from the group consisting of compounds represented by formula (L-1-6.1) to formula (L-1-6.3).

[0303] [Chemistry 44]

[0304]

[0305] The compound represented by the general formula (L-2) is the following compound.

[0306] [Chemistry 45]

[0307]

[0308] (Where R L21 and R L22 Each independently represents R in the general formula (L) L1 and R L2 Same meaning.)

[0309] R L21 Preferably, R L22 An alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms is preferred.

[0310] The compound represented by general formula (L-2) can be used alone or in combination with two or more compounds. The type of compound that can be combined is not particularly limited, and is suitably used in combination according to the required performances such as solubility at low temperature, transition temperature, electrical reliability, birefringence, etc. The type of compound used is, for example, 1, 2, 3, 4, 5 or more in one embodiment of the present invention.

[0311] When the solubility at low temperature is important, the effect is high when the content is set higher. On the contrary, when the response speed is important, the effect is high when the content is set lower. Furthermore, when improving dripping marks and screen burn-in characteristics, it is preferable to set the content range to the middle.

[0312] The preferred lower limit of the content of the compound represented by formula (L-2) relative to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, 7%, 10%. The preferred upper limit of the content relative to the total amount of the composition of the present invention is 20%, 15%, 13%, 10%, 8%, 7%, 6%, 5%, 3%.

[0313] Furthermore, the compound represented by the general formula (L-2) is preferably a compound selected from the group of compounds represented by formula (L-2.1) to formula (L-2.6), and is preferably a compound represented by formula (L-2.1), formula (L-2.3), formula (L-2.4) and formula (L-2.6).

[0314] [Chemistry 46]

[0315]

[0316] The compound represented by the general formula (L-3) is the following compound.

[0317] [Chemistry 47]

[0318]

[0319] (Where R L31 and R L32 Each independently represents R in the general formula (L) L1 and R L2 Same meaning.)

[0320] R L31 and R L32 Each independently selected from the group consisting of an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, and an alkoxy group having 1 to 4 carbon atoms is preferred.

[0321] The compound represented by general formula (L-3) can be used alone or in combination with two or more compounds. The type of compound that can be combined is not particularly limited, and is suitably used in combination according to the required performances such as solubility at low temperature, transition temperature, electrical reliability, birefringence, etc. The type of compound used is, for example, 1, 2, 3, 4, 5 or more in one embodiment of the present invention.

[0322] The preferred lower limit of the content of the compound represented by formula (L-3) relative to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, 7%, 10%. The preferred upper limit of the content relative to the total amount of the composition of the present invention is 20%, 15%, 13%, 10%, 8%, 7%, 6%, 5%, 3%.

[0323] When a high birefringence is desired, a higher content is more effective, whereas when a high Tni is important, a lower content is more effective. Furthermore, when drip marks and screen burn-in characteristics are improved, the content is preferably set in the middle range.

[0324] Furthermore, the compound represented by the general formula (L-3) is preferably a compound selected from the group consisting of compounds represented by formulae (L-3.1) to (L-3.7), and preferably a compound represented by formulae (L-3.2) to (L-3.5).

[0325] [Chemistry 48]

[0326]

[0327] The compound represented by the general formula (L-4) is the following compound.

[0328] [Chemistry 49]

[0329]

[0330] (Where R L41 and R L42 Each independently represents R in the general formula (L) L1 and R L2 Same meaning.)

[0331] R L41 Preferably, R L42 Preferably, it is an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms.

[0332] The compound represented by general formula (L-4) can be used alone or in combination with two or more compounds. The type of compound that can be combined is not particularly limited, and is suitably used in combination according to the required performances such as solubility at low temperature, transition temperature, electrical reliability, birefringence, etc. The type of compound used is, for example, 1, 2, 3, 4, 5 or more in one embodiment of the present invention.

[0333] In the composition of the present invention, the content of the compound represented by the general formula (L-4) needs to be appropriately adjusted according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence, process adaptability, drip marks, screen burn-in, dielectric constant anisotropy, etc.

[0334] The preferred lower limit of the content of the compound represented by formula (L-4) relative to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, 7%, 10%, 14%, 16%, 20%, 23%, 26%, 30%, 35%, 40%. The preferred upper limit of the content of the compound represented by formula (L-4) relative to the total amount of the composition of the present invention is 50%, 40%, 35%, 30%, 20%, 15%, 10%, 5%.

[0335] The compound represented by the general formula (L-4) is preferably, for example, a compound represented by the formula (L-4.1) to the formula (L-4.3).

[0336] [Chemistry 50]

[0337]

[0338] Depending on the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence, etc., the compound represented by formula (L-4.1) may be contained, the compound represented by formula (L-4.2) may be contained, both the compound represented by formula (L-4.1) and the compound represented by formula (L-4.2) may be contained, or all the compounds represented by formula (L-4.1) to formula (L-4.3) may be contained. The preferred lower limit of the content of the compound represented by formula (L-4.1) or formula (L-4.2) relative to the total amount of the composition of the present invention is 3%, 5%, 7%, 9%, 11%, 12%, 13%, 18%, 21%, and the preferred upper limit is 45%, 40%, 35%, 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%.

[0339] When containing both the compound represented by formula (L-4.1) and the compound represented by formula (L-4.2), the preferred lower limits of the contents of the two compounds relative to the total amount of the composition of the present invention are 15%, 19%, 24%, and 30%, and the preferred upper limits are 45%, 40%, 35%, 30%, 25%, 23%, 20%, 18%, 15%, and 13%.

[0340] The compound represented by the general formula (L-4) is preferably, for example, a compound represented by the formula (L-4.4) to the formula (L-4.6), and is preferably a compound represented by the formula (L-4.4).

[0341] [Chemistry 51]

[0342]

[0343] Depending on the required performance such as solubility at low temperatures, transition temperature, electrical reliability, birefringence, etc., it may contain a compound represented by formula (L-4.4), it may contain a compound represented by formula (L-4.5), or it may contain both a compound represented by formula (L-4.4) and a compound represented by formula (L-4.5).

[0344] The preferred lower limit of the content of the compound represented by formula (L-4.4) or formula (L-4.5) relative to the total amount of the composition of the present invention is 3%, 5%, 7%, 9%, 11%, 12%, 13%, 18%, 21%. The preferred upper limit is 45%, 40%, 35%, 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%.

[0345] When containing both the compound represented by formula (L-4.4) and the compound represented by formula (L-4.5), the preferred lower limits of the contents of the two compounds relative to the total amount of the composition of the present invention are 15%, 19%, 24%, and 30%, and the preferred upper limits are 45%, 40%, 35%, 30%, 25%, 23%, 20%, 18%, 15%, and 13%.

[0346] The compound represented by the general formula (L-4) is preferably a compound represented by formula (L-4.7) to formula (L-4.10), and particularly preferably a compound represented by formula (L-4.9).

[0347] [Chemistry 52]

[0348]

[0349] The compound represented by the general formula (L-5) is the following compound.

[0350] [Chemistry 53]

[0351]

[0352] (Where R L51 and R L52 Each independently represents R in the general formula (L) L1 and R L2 Same meaning.)

[0353] R L51 Preferably, R L52 An alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms is preferred.

[0354] The compound represented by general formula (L-5) can be used alone or in combination with two or more compounds. The type of compound that can be combined is not particularly limited, and is suitably used in combination according to the required performances such as solubility at low temperature, transition temperature, electrical reliability, birefringence, etc. The type of compound used is, for example, 1, 2, 3, 4, 5 or more in one embodiment of the present invention.

[0355] In the composition of the present invention, the content of the compound represented by the general formula (L-5) needs to be appropriately adjusted according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence, process adaptability, drip marks, screen burn-in, dielectric constant anisotropy, etc.

[0356] The preferred lower limit of the content of the compound represented by formula (L-5) relative to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, 7%, 10%, 14%, 16%, 20%, 23%, 26%, 30%, 35%, 40%. The preferred upper limit of the content of the compound represented by formula (L-5) relative to the total amount of the composition of the present invention is 50%, 40%, 35%, 30%, 20%, 15%, 10%, 5%.

[0357] The compound represented by general formula (L-5) is preferably a compound represented by formula (L-5.1) or formula (L-5.2), and is particularly preferably a compound represented by formula (L-5.1).

[0358] The preferred lower limits of the content of these compounds relative to the total amount of the composition of the present invention are 1%, 2%, 3%, 5%, and 7%, and the preferred upper limits of the content of these compounds are 20%, 15%, 13%, 10%, and 9%.

[0359] [Chemistry 54]

[0360]

[0361] The compound represented by general formula (L-5) is preferably a compound represented by formula (L-5.3) or formula (L-5.4).

[0362] The preferred lower limits of the content of these compounds relative to the total amount of the composition of the present invention are 1%, 2%, 3%, 5%, and 7%, and the preferred upper limits of the content of these compounds are 20%, 15%, 13%, 10%, and 9%.

[0363] [Chemistry 55]

[0364]

[0365] The compound represented by general formula (L-5) is preferably a compound selected from the group consisting of compounds represented by formulae (L-5.5) to (L-5.7), and is particularly preferably a compound represented by formula (L-5.7).

[0366] The preferred lower limits of the content of these compounds relative to the total amount of the composition of the present invention are 1%, 2%, 3%, 5%, and 7%, and the preferred upper limits of the content of these compounds are 20%, 15%, 13%, 10%, and 9%.

[0367] [Chemistry 56]

[0368]

[0369] The compound represented by the general formula (L-6) is the following compound.

[0370] [Chemistry 57]

[0371]

[0372] (Where R L61 and R L62 Each independently represents R in the general formula (L) L1 and R L2 Same meaning, X L61 and X L62 Each independently represents a hydrogen atom or a fluorine atom. )

[0373] R L61 and R L62 Each of them is independently preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and X is preferably L61 and X L62 One of them is a fluorine atom and the other is a hydrogen atom.

[0374] The compound represented by general formula (L-6) can be used alone or in combination with two or more compounds. The type of compound that can be combined is not particularly limited, and is suitably used in combination according to the required performances such as solubility at low temperature, transition temperature, electrical reliability, birefringence, etc. The type of compound used is, for example, 1, 2, 3, 4, 5 or more in one embodiment of the present invention.

[0375] The preferred lower limit of the content of the compound represented by formula (L-6) relative to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, 7%, 10%, 14%, 16%, 20%, 23%, 26%, 30%, 35%, 40%. The preferred upper limit of the content of the compound represented by formula (L-6) relative to the total amount of the composition of the present invention is 50%, 40%, 35%, 30%, 20%, 15%, 10%, 5%. When the emphasis is on increasing Δn, it is preferred to increase the content, and when the emphasis is on precipitation at low temperatures, it is preferred to reduce the content.

[0376] The compound represented by general formula (L-6) is preferably a compound represented by formula (L-6.1) to formula (L-6.9).

[0377] [Chemistry 58]

[0378]

[0379] There is no particular limitation on the types of compounds that can be combined, and it is preferred that 1 to 3 of these compounds are contained, and it is further preferred that 1 to 4 of these compounds are contained. In addition, the molecular weight distribution of the selected compound is also effective for solubility, so for example, it is preferred to select 1 compound from the compounds represented by formula (L-6.1) or (L-6.2), 1 compound from the compounds represented by formula (L-6.4) or (L-6.5), 1 compound from the compounds represented by formula (L-6.6) or (L-6.7), and 1 compound from the compounds represented by formula (L-6.8) or (L-6.9), and combine them appropriately. Among these, it is preferred to contain compounds represented by formula (L-6.1), formula (L-6.3), formula (L-6.4), formula (L-6.6) and formula (L-6.9).

[0380] Furthermore, the compound represented by the general formula (L-6) is preferably, for example, a compound represented by the formula (L-6.10) to the formula (L-6.17), and among these, a compound represented by the formula (L-6.11) is preferred.

[0381] [Chemistry 59]

[0382]

[0383] The preferred lower limits of the content of these compounds relative to the total amount of the composition of the present invention are 1%, 2%, 3%, 5%, and 7%, and the preferred upper limits of the content of these compounds are 20%, 15%, 13%, 10%, and 9%.

[0384] The compound represented by the general formula (L-7) is the following compound.

[0385] [Chemistry 60]

[0386]

[0387] (Where R L71 and R L72 Each independently represents R in the general formula (L) L1 and R L2 The same meaning, A L71 and A L72 Each independently represents A in the general formula (L) L2 and A L3 The same meaning, A L71 and A L72 The hydrogen atoms on Z can be replaced by fluorine atoms independently. L71 It represents the same as Z in the general formula (L) L2 Same meaning, X L71 and X L72 Each independently represents a fluorine atom or a hydrogen atom. )

[0388] In the formula, R L71 and R L72 Each of the above groups is preferably independently an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms. L71 and A L72 Preferably, each of A and B is independently 1,4-cyclohexylene or 1,4-phenylene. L71 and A L72 The hydrogen atoms on Z can be replaced by fluorine atoms independently. L71 Preferably a single bond or -COO-, preferably a single bond, X L71 and X L72 A hydrogen atom is preferred.

[0389] The types of compounds that can be combined are not particularly limited and can be combined according to required performance such as solubility at low temperatures, transition temperature, electrical reliability, birefringence, etc. The types of compounds used are, for example, 1, 2, 3, or 4 in one embodiment of the present invention.

[0390] In the composition of the present invention, the content of the compound represented by the general formula (L-7) needs to be appropriately adjusted according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence, process adaptability, drip marks, screen burn-in, dielectric constant anisotropy, etc.

[0391] The preferred lower limit of the content of the compound represented by formula (L-7) relative to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, 7%, 10%, 14%, 16%, 20%. The preferred upper limit of the content of the compound represented by formula (L-7) relative to the total amount of the composition of the present invention is 30%, 25%, 23%, 20%, 18%, 15%, 10%, 5%.

[0392] When the composition of the present invention is desired to have a high Tni, the content of the compound represented by the formula (L-7) is preferably increased, and when a low viscosity embodiment is desired, the content is preferably decreased.

[0393] Furthermore, the compound represented by general formula (L-7) is preferably a compound represented by formula (L-7.1) to formula (L-7.4), and is preferably a compound represented by formula (L-7.2).

[0394] [Chemistry 61]

[0395]

[0396] Furthermore, the compound represented by general formula (L-7) is preferably a compound represented by formula (L-7.11) to formula (L-7.13), and is preferably a compound represented by formula (L-7.11).

[0397] [Chemistry 62]

[0398]

[0399] Furthermore, the compound represented by general formula (L-7) is a compound represented by formula (L-7.21) to formula (L-7.23). Preferably, it is a compound represented by formula (L-7.21).

[0400] [Chemistry 63]

[0401]

[0402] Furthermore, the compound represented by general formula (L-7) is preferably a compound represented by formula (L-7.31) to formula (L-7.34), and preferably a compound represented by formula (L-7.31) or / and formula (L-7.32).

[0403] [Chemistry 64]

[0404]

[0405] Furthermore, the compound represented by general formula (L-7) is preferably a compound represented by formula (L-7.41) to formula (L-7.44), and preferably a compound represented by formula (L-7.41) or / and formula (L-7.42).

[0406] [Chemistry 65]

[0407]

[0408] Furthermore, the compound represented by general formula (L-7) is preferably a compound represented by formula (L-7.51) to formula (L-7.53).

[0409] [Chemistry 66]

[0410]

[0411] The preferred lower limit of the total content of the compounds represented by general formula (i), general formula (ii), general formula (L) and (N) relative to the total amount of the composition of the present invention is 80%, 85%, 88%, 90%, 92%, 93%, 94%, 95%, 96%, 97%, 98%, 99%, 100%. The preferred upper limit of the content is 100%, 99%, 98%, 95%.

[0412] The preferred lower limit of the total content of the compounds represented by general formula (i), general formula (ii), general formulas (L-1) to (L-7) and (M-1) to (M-8) relative to the total amount of the composition of the present invention is 80%, 85%, 88%, 90%, 92%, 93%, 94%, 95%, 96%, 97%, 98%, 99%, 100%. The preferred upper limit of the content is 100%, 99%, 98%, 95%.

[0413] The composition of the present invention preferably does not contain a compound having a structure in which oxygen atoms are linked to each other, such as a peracid (—CO—OO—) structure, in the molecule.

[0414] When reliability and long-term stability of the composition are important, the content of the compound having a carbonyl group is preferably 5% or less, more preferably 3% or less, further preferably 1% or less, and most preferably substantially free of the compound, relative to the total mass of the composition.

[0415] When emphasis is placed on stability due to UV irradiation, the content of the compound substituted with chlorine atoms is preferably 15% or less, preferably 10% or less, preferably 8% or less, more preferably 5% or less, preferably 3% or less, and further preferably substantially free of the compound, relative to the total mass of the composition.

[0416] The content of compounds whose ring structures in the molecules are all 6-membered rings is preferably increased. The content of compounds whose ring structures in the molecules are all 6-membered rings is preferably set to 80% or more, more preferably to 90% or more, and further preferably to 95% or more, relative to the total mass of the aforementioned composition. It is most preferred that the composition is essentially composed only of compounds whose ring structures in the molecules are all 6-membered rings.

[0417] In order to suppress the deterioration caused by oxidation of the composition, the content of the compound having a cyclohexenylene group as a ring structure is preferably reduced, and the content of the compound having a cyclohexenylene group is preferably set to 10% or less, preferably 8% or less, more preferably 5% or less, preferably 3% or less, and further preferably substantially not contained, relative to the total mass of the aforementioned composition.

[0418] When emphasis is placed on improvement in viscosity and improvement in Tni, the content of the compound having a 2-methylbenzene-1,4-diyl group in which a hydrogen atom may be substituted by a halogen in the molecule is preferably reduced, and the content of the compound having the aforementioned 2-methylbenzene-1,4-diyl group in the molecule is preferably 10% or less, preferably 8% or less, more preferably 5% or less, preferably 3% or less, and further preferably substantially not contained, relative to the total mass of the aforementioned composition.

[0419] In the present application, “substantially free of content” means that the content does not contain any substance other than substances that are unintentionally contained.

[0420] When the compound contained in the composition of the first embodiment of the present invention has an alkenyl group as a side chain, when the alkenyl group is connected to cyclohexane, the number of carbon atoms of the alkenyl group is preferably 2 to 5, and when the alkenyl group is connected to benzene, the number of carbon atoms of the alkenyl group is preferably 4 to 5, and the unsaturated bond of the alkenyl group is preferably not directly connected to benzene.

[0421] The average elastic constant (K AVG ) is preferably 10 to 25, and as its lower limit, it is preferably 10, preferably 10.5, preferably 11, preferably 11.5, preferably 12, preferably 12.3, preferably 12.5, preferably 12.8, preferably 13, preferably 13.3, preferably 13.5, preferably 13.8, preferably 14, preferably 14.3, preferably 14.5, preferably 14.8, preferably 15, preferably 15.3, preferably 15.5, preferably 15.8, preferably 16, preferably 16.3, preferably 16.5, preferably 16.8, preferably 17, preferably 17.3, preferably 17.5, preferably 17.8, Preferably 18, and as the upper limit value, preferably 25, preferably 24.5, preferably 24, preferably 23.5, preferably 23, preferably 22.8, preferably 22.5, preferably 22.3, preferably 22, preferably 21.8, preferably 21.5, preferably 21.3, preferably 21, preferably 20.8, preferably 20.5, preferably 20.3, preferably 20, preferably 19.8, preferably 19.5, preferably 19.3, preferably 19, preferably 18.8, preferably 18.5, preferably 18.3, preferably 18, preferably 17.8, preferably 17.5, preferably 17.3, preferably 17. When emphasis is placed on reducing power consumption, it is effective to suppress the amount of backlight, and the liquid crystal display element preferably increases the light transmittance, so it is preferred to set K AVG When improving the response speed, it is better to set K AVG Set the value higher.

[0422] As the polymerizable compound according to the present invention, a compound represented by the following general formula (P) is preferred.

[0423] [Chemistry 67]

[0424]

[0425] (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, one or more non-adjacent -CH2- in the alkyl group may be independently substituted by -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-, and one or more hydrogen atoms in the alkyl group may be independently substituted by cyano, fluorine or chlorine atoms,

[0426] P p1 and P p2 Each independently represents the general formula (P p1 -1)~Formula(P p1 -9) any one of the following,

[0427] [Chemistry 68]

[0428]

[0429] (Where R p11 and R p12 Each independently represents a hydrogen atom, an alkyl group having 1 to 5 carbon atoms, or a halogenated alkyl group having 1 to 5 carbon atoms, and W p11 represents a single bond, -O-, -COO- or methylene, t p11 Represents 0, 1 or 2, and there are multiple R in the molecule p11 , R p12 , W p11 and / or p11 , they can be the same or different. )

[0430] Sp p1 and Sp p2 Each independently represents a single bond or a spacer,

[0431] 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)2-OCO-, -OCO-(CH2)2-, -(C=O)-O-(CH2)2-, -CH=CH-, -CF=CF-, -CF=CH-, -CH=CF-, -CF2-, -CF2O-, -OCF2-, -CF2CH2-, -CH2CF2-, -CF2CF2- or -C≡C-(where R ZP1 Each independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and there are multiple R ZP1 , they can be the same or different. ),

[0432] A p1 , A p2 and A p3 Each independently represents a group selected from the group consisting of the following groups,

[0433] (a p )1,4-cyclohexylene (one -CH2- or two or more non-adjacent -CH2- in the group may be substituted by -O-.)

[0434] (b p ) 1,4-phenylene (one -CH= or two or more non-adjacent -CH= in the group may be substituted with -N=.) and

[0435] (c p ) naphthalene-2,6-diyl, 1,2,3,4-tetrahydronaphthalene-2,6-diyl, decahydronaphthalene-2,6-diyl, phenanthrene-2,7-diyl or anthracene-2,6-diyl (one -CH= or two or more non-adjacent -CH= in these groups may be substituted with -N=.)

[0436] The above group (a p ), group (b p ) and group (c p ) in the present invention, the one or more hydrogen atoms may be independently replaced by a halogen atom, a cyano group, an alkyl group having 1 to 8 carbon atoms, or -Sp p2 -P p2 substituted, one or two or more non-adjacent -CH2- in the alkyl group may be independently substituted by -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-,

[0437] m p1 Represents 0, 1, 2 or 3, there are multiple Z in the molecule p1 , A p2 、Sp p2 and / or P p2 When they are the same or different,p1 is 0 and A p1 When A is phenanthrene-2,7-diyl or anthracene-2,6-diyl p3 Represents a single bond.

[0438] However, compounds represented by general formula (i) are excluded.)

[0439] In addition, the polymerizable monomer preferably contains one or more kinds.

[0440] In the general formula (P) of the present invention, R p1 Preferably -Sp p2 -P p2 .

[0441] P p1 and P p2 Preferably, they are independently p1 -1)~Formula(P p1 -3), preferably (P p1 -1).

[0442] R p11 and R p12 Each independently preferably is a hydrogen atom or a methyl group.

[0443] t p11 Preferably 0 or 1.

[0444] W p11 Preferred is a single bond, a methylene group or an ethylene group.

[0445] m p1 Preferably it is 0, 1 or 2, preferably 0 or 1.

[0446] Z p1 and Z p2Preferably, each independently represents a single bond, -OCH2-, -CH2O-, -CO-, -C2H4-, -COO-, -OCO-, -COOC2H4-, -OCOC2H4-, -C2H4OCO-, -C2H4COO-, -CH=CH-, -CF2-, -CF2O-, -(CH2)2-COO-, -(CH2)2-OCO-, -OCO-(CH2)2-, -CH=CH-COO-, -COO-CH=CH-, -OCOCH=CH-, -COO-(CH2)2-, -OCF2- or -C≡C-, preferably a single bond, -OCH2-, -CH2O-, -C2H4-, -COO-, -OCO-, -COOC2H4-, -OCOC2H4-, -C2H4OCO-, -C2H4COO-, -CH=CH-, -(CH2)2-COO-, -(CH2)2-OCO-, -OCO-(CH2)2-, -CH=CH-COO-, -COO-CH=CH-, -OCOCH=CH-, -COO-(CH2)2- or -C≡C-, preferably only one of -OCH2-, -CH2O-, -C2H4-, -COO-, -OCO-, -COOC2H4-, -OCOC2H4-, -C2H4OCO-, -C2H4COO-, -CH=CH-, - (CH2)2-COO-, -(CH2)2-OCO-, -OCO-(CH2)2-, -CH=CH-COO-, -COO-CH=CH-, -OCOCH=CH-, -COO-(CH2)2- or -C≡C-, and all the others are single bonds. Preferably, only one of them is -OCH2-, -CH2O-, -C2H4-, -COO- or -OCO- in the molecule, and all the others are single bonds. Preferably, all are single bonds.

[0447] In addition, Z present in the molecule is preferably p1 and Z p2 Only one of them is a linking group selected from the group consisting of -CH=CH-COO-, -COO-CH=CH-, -(CH2)2-COO-, -(CH2)2-OCO-, -O-CO-(CH2)2-, and -COO-(CH2)2-, and the others are single bonds.

[0448] Sp p1 and Sp p2Each independently represents a single bond or a spacer, the spacer is preferably an alkylene group having 1 to 30 carbon atoms, the -CH2- in the alkylene group can be replaced by -O-, -CO-, -COO-, -OCO-, -CH=CH- or -C≡C- when the oxygen atoms are not directly connected to each other, the hydrogen atoms in the alkylene group can be replaced by halogen atoms, and a straight-chain alkylene group having 1 to 10 carbon atoms or a single bond is preferred.

[0449] A p1 , A p2 and A p3 1,4-phenylene or 1,4-cyclohexylene is respectively preferred, and 1,4-phenylene is preferred. In order to improve compatibility with liquid crystal compounds, 1,4-phenylene is preferably substituted with one fluorine atom, one methyl group or one methoxy group.

[0450] The total content of the compounds represented by the general formula (P) relative to the composition of the present application containing the compounds represented by the general formula (P) is preferably 0.05 to 10%, preferably 0.1 to 8%, preferably 0.1 to 5%, preferably 0.1 to 3%, preferably 0.2 to 2%, preferably 0.2 to 1.3%, preferably 0.2 to 1%, preferably 0.2 to 0.56%.

[0451] The preferred lower limit of the total content of the compounds represented by the general formula (P) is 0.01%, 0.03%, 0.05%, 0.08%, 0.1%, 0.15%, 0.2%, 0.25%, or 0.3% relative to the composition containing the compounds represented by the general formula (P) of the present application.

[0452] The preferred upper limit of the total content of the compounds represented by the general formula (P) is 10%, 8%, 5%, 3%, 1.5%, 1.2%, 1%, 0.8%, or 0.5% relative to the composition containing the compounds represented by the general formula (P) of the present application.

[0453] If the content is too low, the effect of adding the compound represented by the general formula (P) will be difficult to show, and the orientation constraint of the liquid crystal composition will be weak or weaken over time. If it is too high, the amount remaining after curing will increase, which will cause problems such as curing taking time and reduced reliability of the liquid crystal. Therefore, the content is set in consideration of the balance between them.

[0454] Preferred examples of the compound represented by the general formula (P) according to the present invention include polymerizable compounds represented by the following formulas (P-1-1) to (P-1-46).

[0455] [Chemistry 69]

[0456]

[0457] [Chemistry 70]

[0458]

[0459] [Chemistry 71]

[0460]

[0461] [Chemistry 72]

[0462]

[0463] [Chemistry 73]

[0464]

[0465] (Where P p11 , P p12 、Sp p11 and Sp p12 Indicates that P in the general formula (P-1) p11 , P p12 、Sp p11 and Sp p12 Same meaning.)

[0466] Preferred examples of the compound represented by the general formula (P) according to the present invention include polymerizable compounds represented by the following formulas (P-2-1) to (P-2-12).

[0467] [Chemistry 74]

[0468]

[0469] (Where P p21 , P p22 、Sp p21 and Sp p22 Indicates that P in the general formula (P-2) p21 , P p22 、Sp p21 and Sp p22 Same meaning.)

[0470] Preferred examples of the compound represented by the general formula (P) according to the present invention include polymerizable compounds represented by the following formulas (P-3-1) to (P-3-15).

[0471] [Chemistry 75]

[0472]

[0473] [Chemistry 76]

[0474]

[0475] (Where P p31 , P p32 、Sp p31 and Sp p32 Indicates that P in the general formula (P-3) p31 , P p32 、Sp p31 and Sp p32 Same meaning.)

[0476] Preferred examples of the compound represented by the general formula (P) according to the present invention include polymerizable compounds represented by the following formulas (P-4-1) to (P-4-15).

[0477] [Chemistry 77]

[0478]

[0479] [Chemistry 78]

[0480]

[0481] [Chemistry 79]

[0482]

[0483] [Chemistry 80]

[0484]

[0485] (Where P p41 , P p42 、Sp p41 and Sp p42 Indicates that P in the general formula (P-4) p41 , P p42 、Sp p41 and Sp p42 Same meaning.)

[0486] The liquid crystal composition contains liquid crystal molecules and an alignment aid having a function of spontaneously aligning the liquid crystal molecules and having a polar group.

[0487] ((Orientation aid))

[0488] The alignment aid (spontaneous alignment compound) has the following functions: interacting with components that are in direct contact with the liquid crystal layer containing the liquid crystal composition (electrodes (such as ITO), substrates (such as glass substrates, acrylic substrates, transparent substrates, flexible substrates, etc.), resin layers (such as color filters, alignment films, overcoats, etc.), insulating films (such as inorganic material films, SiNx, etc.)), and inducing vertical arrangement or homogeneous orientation of liquid crystal molecules contained in the liquid crystal layer.

[0489] The alignment aid preferably contains a polymerizable group for polymerization, a mesogenic group similar to liquid crystal molecules, an adsorption group (polar group) capable of interacting with a member directly in contact with the liquid crystal layer, and an alignment inducing group that induces the alignment of liquid crystal molecules.

[0490] The adsorbent group and the orientation inducing group are linked to the mesogenic group, and the polymerizable group is preferably substituted with the mesogenic group, the adsorbent group and the orientation inducing group directly or via a spacer as required. It is particularly preferred that the polymerizable group is substituted with the mesogenic group in a state of being incorporated into the adsorbent group.

[0491] In the following chemical formulae, * on the left and * on the right represent connecting bonds.

[0492] “Orientation-inducing group”

[0493] The alignment inducing group has a function of inducing the alignment of liquid crystal molecules, and is preferably a group represented by the following general formula (AK).

[0494] [Chemistry 81]

[0495] R AK1 -* (AK)

[0496] In the formula, R AK1 It represents a linear or branched alkyl group having 1 to 20 carbon atoms. In particular, one or more -CH2- in the alkyl group may be independently substituted by -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO- when the oxygen atom is not directly connected, and one or more hydrogen atoms in the alkyl group may be independently substituted by a halogen group.

[0497] R AK1 It 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 further preferably represents a linear alkyl group having 1 to 8 carbon atoms.

[0498] Furthermore, one or two or more non-adjacent -CH2- groups in the alkyl group may each independently be substituted with -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-.

[0499] Furthermore, the hydrogen atom in the alkyl group may be substituted by a fluorine atom or a chlorine atom, and may be substituted by a fluorine atom.

[0500] From the viewpoint of imparting so-called amphiphilicity to the liquid crystal layer to the alignment auxiliary agent, the alignment inducing group is preferably linked to a mesogenic group.

[0501] "Polymerization Group"

[0502] The polymerizable group is preferably composed of P AP1 -Sp AP1 -express.

[0503] P AP1 Preferred are groups selected from the group represented by the following general formulae (AP-1) to (AP-9).

[0504] [Chemistry 82]

[0505]

[0506] In the formula, R AP1 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. In particular, one or more -CH2- in the alkyl group may be substituted by -O- or -CO-, and one or more hydrogen atoms in the alkyl group may be substituted by a halogen atom or a hydroxyl group.

[0507] W AP1 It represents a single bond, -O-, -COO- or -CH2-.

[0508] t AP1 Represents 0, 1, or 2.

[0509] P AP1 Preferred are groups represented by the following general formulae (AP-1) to (AP-7), more preferred are groups represented by the following general formulae (AP-1) or (AP-2), and still more preferred are groups represented by general formula (AP-1).

[0510] Sp AP1 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 further preferably represents a single bond or a linear alkylene group having 2 to 10 carbon atoms.

[0511] In addition, Sp AP1 In the alkylene group, one or two or more non-adjacent -CH2- groups may be independently substituted by -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-.

[0512] In the orientation aid, the polymerizable group (P AP1 -Sp AP1 The number of -) is preferably 1 to 5, more preferably 1 to 4, further preferably 2 to 4, particularly preferably 2 or 3, and most preferably 2.

[0513] P AP1 -Sp AP1 The hydrogen atoms in - may be substituted by polymerizable groups, adsorbable groups and / or orientation inducing groups.

[0514] Polymerization group (P AP1-Sp AP1 -) can be connected with a polymerizable group, a mesogenic group, an adsorbing group and / or an orientation inducing group.

[0515] In addition, the polymerizable group (P AP1 -Sp AP1 -) is preferably connected to a mesogenic group, an adsorptive group or an orientation inducing group, and more preferably connected to a mesogenic group or an adsorptive group.

[0516] It should be noted that there are multiple P AP1 and / or Sp AP1 -, they may be the same as or different from each other.

[0517] "Mesogenic base"

[0518] The mesogen group refers to a group having a rigid part, for example, a group having one or more cyclic groups, preferably a group having 2 to 4 cyclic groups, and more preferably a group having 3 to 4 cyclic groups. It should be noted that the cyclic groups can be connected by a linking group as needed. The mesogen group preferably has a skeleton similar to the liquid crystal molecule (liquid crystal compound) used in the liquid crystal layer.

[0519] It should be noted that, in the present specification, "cyclic group" refers to an atomic group whose constituent atoms are connected to form a ring, including 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, etc.

[0520] The cyclic group may contain at least one heteroatom, and may be substituted by at least one substituent (halogen group, polymerizable group, organic group (alkyl group, alkoxy group, aryl group, etc.). When the cyclic group is a monocyclic ring, the mesogenic group preferably contains two or more monocyclic rings.

[0521] The above-mentioned mesogenic group is preferably represented by, for example, the general formula (AL).

[0522] [Chemistry 83]

[0523]

[0524] In the formula, Z AL1It 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. In the alkylene group, one or two or more non-adjacent -CH2- groups may be substituted with -O-, -COO-, or -OCO-.

[0525] A AL1 and A AL2 Each independently represents a divalent cyclic group.

[0526] Z AL1 , A AL1 and A AL2 One or more hydrogen atoms in the AP1 -Sp AP1 - or substituted with a monovalent organic group.

[0527] It should be noted that there are multiple Z AL1 and A AL1 , they may be the same as or different from each other.

[0528] m AL1 Indicates an integer from 1 to 5.

[0529] In the general formula (AL), Z AL1 It 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 still more preferably a single bond, -(CH2)2- or -(CH2)4-. One or two or more non-adjacent -CH2- groups in the alkylene group may be substituted with -O-, -COO- or -OCO-.

[0530] Furthermore, when the linearity of the rod-shaped molecule is to be improved, Z AL1 Preferably, the rings are directly connected to each other via a single bond, and the number of atoms directly connecting the rings to each other is an even number. For example, in the case of -CH2-CH2COO-, the number of atoms directly connecting the rings to each other is 4.

[0531] In the general formula (AL), A AL1 and A AL2Each independently represents a divalent cyclic group. The divalent cyclic group is preferably selected from 1,4-phenylene, 1,4-cyclohexylene, 1,4-cyclohexenylene, tetrahydropyran-2,5-diyl, 1,3-dioxane-2,5-diyl, tetrahydrothiopyran-2,5-diyl, thiophene-2,5-diyl, 1,4-bicyclo(2,2,2)octylene, decahydronaphthalene-2,6-diyl, pyridine-2,5-diyl, pyrimidine-2,5-diyl, pyrazine-2,5-diyl, thiophene-2,5-diyl, 1,2,3,4-tetrahydronaphthalene-2,6-diyl, 2,6-naphthylene, phenanthrene-2,7-diyl, 9,10-dihydrophenanthrene-2,7-diyl, 1, One selected from the group consisting of 2,3,4,4a,9,10a-octahydrophenanthrene-2,7-diyl, 1,4-naphthylene, benzo[1,2-b:4,5-b']dithiophene-2,6-diyl, benzo[1,2-b:4,5-b']diselenophene-2,6-diyl, [1]benzothieno[3,2-b]thiophene-2,7-diyl, [1]benzoselenopheno[3,2-b]selenophene-2,7-diyl and fluorene-2,7-diyl, more preferably 1,4-phenylene, 1,4-cyclohexylene, 2,6-naphthylene or phenanthrene-2,7-diyl, and even more preferably 1,4-phenylene or 1,4-cyclohexylene.

[0532] It should be noted that these groups may be unsubstituted or substituted with a substituent. The substituent is preferably a fluorine atom or an alkyl group having 1 to 8 carbon atoms. Furthermore, the alkyl group may be substituted with a fluorine atom or a hydroxyl group.

[0533] In addition, one or more hydrogen atoms in the cyclic group may be halogenated, adsorbed, or P- AP1 -Sp AP1 - or substituted with a monovalent organic group.

[0534] In the general formula (AL), the monovalent organic group is a group constituting a chemical structure of an organic compound in the form of a monovalent group, and refers to an atomic group formed by removing one hydrogen atom from an organic compound.

[0535] Examples of the monovalent organic group include an alkyl group having 1 to 15 carbon atoms, an alkenyl group having 2 to 15 carbon atoms, an alkoxy group having 1 to 14 carbon atoms, and an alkenyloxy group having 2 to 15 carbon atoms. Preferably, it is an alkyl group having 1 to 15 carbon atoms or an alkoxy group having 1 to 14 carbon atoms. More preferably, it is an alkyl group having 1 to 8 carbon atoms or an alkoxy group having 1 to 8 carbon atoms. Further preferably, it is an alkyl group having 1 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms. Especially preferably, it is an alkyl group having 1 to 3 carbon atoms or an alkoxy group having 1 to 2 carbon atoms. Most preferably, it is an alkyl group having 1 or 2 carbon atoms or an alkoxy group having 1 carbon atom.

[0536] In addition, one or two or more non-adjacent -CH2- in the above-mentioned alkyl, alkenyl, alkoxy and alkenyloxy groups may be substituted with -O-, -COO- or -OCO-. Furthermore, the above-mentioned monovalent organic group may have a role as an alignment inducing group as described below.

[0537] In the above general formula (AL), m AL1 It is preferably an integer of 1 to 4, more preferably an integer of 1 to 3, and even more preferably 2 or 3.

[0538] Preferred embodiments of the mesogenic group include the following formulae (me-1) to (me-44).

[0539] [Chemistry 84]

[0540]

[0541] [Chemistry 85]

[0542]

[0543] [Chemistry 86]

[0544]

[0545] [Chemistry 87]

[0546]

[0547] General formula (AL) is a structure in which two hydrogen atoms are separated from these compounds.

[0548] In these formulas (me-1) to (me-44), one or more hydrogen atoms in the cyclohexane ring, benzene ring or naphthalene ring may be independently substituted with a halogen group, a 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), an adsorbing group or an orientation inducing group.

[0549] Among the above-mentioned mesogenic groups, the preferred forms are formulas (me-8) to (me-44), the more preferred forms are 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 the further preferred forms are formulas (me-12), (me-15) to (me-16), (me-22) to (me-24), (me-29), (me-34), (me-36) to (me-37), and (me-42) to (me-44).

[0550] Among the above-mentioned mesogenic groups, a particularly preferred embodiment is the following general formula (AL-1) or (AL-2), and the most preferred embodiment is the following general formula (AL-1).

[0551] [Chemistry 88]

[0552]

[0553] Where, X AL101 ~X AL118 , X AL201 ~X AL214 Each independently represents a hydrogen atom, a halogen group, P APl -Sp APl -, adsorption group or orientation inducing group.

[0554] Ring A AL11 , Ring A AL12 and Ring A AL21 Each independently represents a cyclohexane ring or a benzene ring.

[0555] X AL101 ~X AL118 , X AL201 ~X AL214 Any one or two or more of them may be substituted by an adsorbent group.

[0556] X AL101 ~X AL118 , X AL201 ~X AL214 Any one or two or more of them may be substituted by an orientation inducing group.

[0557] Adsorption groups and orientation-inducing groups can be AP1 -Sp AP1 -replace.

[0558] Regarding the general formula (AL-1) or the general formula (AL-2), the molecule has one or more P AP1 -Sp APl -.

[0559] In the general formula (AL-1), X AL101 An orientation inducing group is preferred.

[0560] In the general formula (AL-1), X is preferably AL109 , X AL110 and X AL111 At least one of them is an adsorption group, and more preferably X AL109 and X AL110 All are adsorbents or X AL110 is an adsorption group, and X is further preferably AL110 For adsorption base.

[0561] In the general formula (AL-1), X is preferablyAL109 , X AL110 and X AL111 At least one of them is P AP1 -Sp AP1 - or an adsorbent having a polymerizable site within the structure, more preferably X AL109 and X AL111 Both or one of them is P AP1 -Sp AP1 -.

[0562] In the general formula (AL-1), X AL104 ~X AL108 , X AL112 ~X AL116 One or more of them are independently preferably an alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, or a halogen group, and more preferably an alkyl group having 1 to 3 carbon atoms or a fluorine atom. AL105 , X AL106 or X AL107 Each independently is preferably an alkyl group having 1 to 3 carbon atoms or a fluorine atom.

[0563] In the general formula (AL-2), X AL201 An orientation inducing group is preferred.

[0564] In the general formula (AL-2), X is preferably AL207 , X AL208 and X AL209 At least one of them is an adsorption group, and more preferably X AL207 and X AL208 All are adsorbents or X AL208 is an adsorption group, and X is further preferably AL208 For adsorption base.

[0565] In the general formula (AL-2), X is preferably AL207 , X AL208 and X AL209 At least one of them is P AP1 -Sp AP1 - or an adsorbent having a polymerizable site within the structure, more preferably X AL207 and X AL209 Either or both of these are P AP1 -Sp AP1 -.

[0566] In the general formula (AL-2), X AL202 ~X AL206 , X AL210 ~X AL214 One or more of them are independently preferably an alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, or a halogen group, and more preferably an alkyl group having 1 to 3 carbon atoms or a fluorine atom.AL204 , X AL205 or X AL206 Each independently is preferably an alkyl group having 1 to 3 carbon atoms or a fluorine atom.

[0567] "Adsorption base"

[0568] The adsorption group is a group having a function of adsorbing an adsorption medium, which is a layer in contact with the liquid crystal composition such as a substrate, a film, or an electrode.

[0569] Adsorption is generally divided into chemical adsorption, which forms a chemical bond (covalent bond, ionic bond or metallic bond) between the adsorption medium and the adsorbate, and physical adsorption other than chemical adsorption. In this specification, adsorption can be either chemical adsorption or physical adsorption, preferably physical adsorption. Therefore, the adsorption group is preferably a group that can be physically adsorbed with the adsorption medium, and more preferably a group that can be connected to the adsorption medium by intermolecular force.

[0570] Examples of methods for connecting with the adsorption medium by utilizing intermolecular forces include methods utilizing interactions such as permanent dipoles, permanent quadrupoles, dispersion forces, charge transfer forces, and hydrogen bonds.

[0571] A preferred embodiment of the adsorbent group is one that can be connected to the adsorption medium by hydrogen bonding. In this case, the adsorbent group may play the role of either a proton donor or an acceptor of hydrogen bonding protons, or may play both roles.

[0572] The adsorbent group is preferably a group containing a polar element having an atomic group formed by connecting a carbon atom and a heteroatom (hereinafter, "adsorbent group" is also referred to as "polar group"). In the present specification, the polar element refers to an atomic group formed by directly connecting a carbon atom and a heteroatom.

[0573] The hetero atom 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, further preferably at least one selected from the group consisting of N and O, and particularly preferably O.

[0574] In the alignment aid, the valence of the polar element is not particularly limited, and may be monovalent, divalent, trivalent, or the like. Also, the number of polar elements in the adsorption group is not particularly limited.

[0575] The alignment aid preferably has 1 to 8 adsorption groups in one molecule, more preferably 1 to 4 adsorption groups, and further preferably 1 to 3 adsorption groups.

[0576] It should be noted that the polymerizable groups and orientation-inducing groups are excluded from the adsorption groups, but the hydrogen atoms in the adsorption groups are AP1 -Sp AP1- The structure after substitution and P AP1 -Sp AP1 The structure in which the hydrogen atom in - is replaced by -OH is included in the adsorption group.

[0577] Adsorption groups contain one or more polar elements and are roughly divided into ring-type and chain-type.

[0578] The cyclic radical type is an embodiment in which a cyclic group having a cyclic structure containing a polar element is included in the structure, and the chain radical type is an embodiment in which a cyclic group having a cyclic structure containing a polar element is not included in the structure.

[0579] The chain group type is an embodiment in which a polar element is present in a linear or branched chain group, and a part of the chain group may have a cyclic structure without a polar element.

[0580] The cyclic group-type adsorbent refers to a structure having at least one polar element in a cyclic atomic array.

[0581] In the present specification, the cyclic group is as described above. Therefore, the cyclic group type adsorbent may include a cyclic group containing a polar element, and the adsorbent as a whole may be branched or linear.

[0582] On the other hand, the chain-type adsorbent refers to a structure having a structure in which a cyclic atomic arrangement containing a polar element is not included in the molecule and at least one polar element is included in a linear atomic arrangement (which may be branched).

[0583] It should be noted that in this specification, a chain group refers to an atomic group in which the atoms in the structural formula do not contain a cyclic atomic arrangement and the constituent atoms are connected in a linear (branchable) manner, which is called a non-cyclic group. In other words, a chain group refers to a straight-chain or branched aliphatic group, which may contain either a saturated bond or an unsaturated bond.

[0584] Therefore, the chain group includes, for example, alkyl, alkenyl, alkoxy, ester, ether or ketone. It should be noted that the hydrogen atoms in these groups may be substituted by at least one substituent (reactive functional group (vinyl, acryloyl, methacryloyl, etc.), chain organic group (alkyl, cyano, etc.)). In addition, the chain group may be either linear or branched.

[0585] As the cyclic adsorption group, a heteroaromatic group (including condensed ring) having 3 to 20 carbon atoms or a heteroalicyclic group (including condensed ring) having 3 to 20 carbon atoms is preferred, a heteroaromatic group (including condensed ring) having 3 to 12 carbon atoms or a heteroalicyclic group (including condensed ring) having 3 to 12 carbon atoms is more preferred, and a 5-membered heteroaromatic group, a 5-membered heteroalicyclic group, a 6-membered heteroaromatic group or a 6-membered heteroalicyclic group is further preferred. It should be noted that the hydrogen atoms in these ring structures may be substituted by a halogen group, a linear or branched alkyl group or an alkoxy group having 1 to 5 carbon atoms.

[0586] As the chain-type adsorbent, a linear or branched alkyl group having 1 to 20 carbon atoms in which the hydrogen atoms or -CH2- in the structure are replaced by polar elements is preferred. It should be noted that one or more non-adjacent -CH2- in the alkyl group may be replaced by -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-. In addition, the chain-type adsorbent preferably contains one or more polar elements at its end.

[0587] The hydrogen atoms in the adsorbent groups may be replaced by polymerizable groups.

[0588] Specific examples of polar elements include polar elements containing oxygen atoms (hereinafter referred to as oxygen-containing polar elements), polar elements containing nitrogen atoms (hereinafter referred to as nitrogen-containing polar elements), polar elements containing phosphorus atoms (hereinafter referred to as phosphorus-containing polar elements), polar elements containing boron atoms (hereinafter referred to as boron-containing polar elements), polar elements containing silicon atoms (hereinafter referred to as silicon-containing polar elements), or polar elements containing sulfur atoms (hereinafter referred to as sulfur-containing polar elements). From the viewpoint of adsorption capacity, the polar element is preferably a nitrogen-containing polar element or an oxygen-containing polar element, and more preferably an oxygen-containing polar element.

[0589] The oxygen-containing polar element is preferably at least one group selected from the group consisting of a hydroxyl group, an alkanol 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 connected to a carbon atom.

[0590] 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 bonded to a carbon atom.

[0591] The phosphorus-containing polar element is preferably at least one group selected from the group consisting of a phosphono group and a phosphoric acid group, or a group in which the group is bonded to a carbon atom.

[0592] Therefore, as the adsorbent group, it is preferred that the adsorbent contains 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 cyclic group having a sulfur-containing polar element (hereinafter referred to as a sulfur-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). From the viewpoint of adsorption capacity, it is more preferred that the adsorbent contains one or more groups selected from the group consisting of an oxygen-containing cyclic group, a sulfur-containing cyclic group, an oxygen-containing chain group and a nitrogen-containing chain group.

[0593] As the oxygen-containing cyclic group, any of the following groups having an oxygen atom as an ether group in the ring structure is preferably included.

[0594] [Chemistry 89]

[0595]

[0596] In addition, as the oxygen-containing cyclic group, it is preferable to contain any of the following groups having an oxygen atom in the form of a carbonyl group, a carbonate group, and an ester group in the ring structure.

[0597] [Chemistry 90]

[0598]

[0599] As the nitrogen-containing cyclic group, it is preferred that any of the following groups be contained.

[0600] [Chemistry 91]

[0601]

[0602] As the oxygen-containing chain group, any of the following groups is preferably contained.

[0603] [Chemistry 92]

[0604]

[0605] In the formula, R at1 It represents a hydrogen atom or an alkyl group having 1 to 5 carbon atoms.

[0606] Z at1 It 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. In particular, -CH2- in the alkylene group or alkenylene group may be substituted by -O-, -COO-, -C(=O)-, or -OCO- so that the oxygen atom is not directly adjacent thereto.

[0607] X at1It represents an alkyl group having 1 to 15 carbon atoms. In this case, -CH2- in the alkyl group may be substituted by -O-, -COO-, -C(=O)-, or -OCO- so that the oxygen atom is not directly adjacent thereto.

[0608] As the nitrogen-containing chain group, any of the following groups is preferably contained.

[0609] [Chemistry 93]

[0610]

[0611] In the formula, R at , R bt , R ct and R dt Each independently represents a hydrogen atom or an alkyl group having 1 to 5 carbon atoms.

[0612] As the adsorption group, a group represented by the following general formula (AT) is preferred.

[0613] [Chemistry 94]

[0614] *-Sp AT1 -W AT1 -Z AT1 (AT)

[0615] Where Sp AT1 represents a single bond, a linear or branched alkylene group having 1 to 25 carbon atoms. The hydrogen atoms in the alkylene group may be -OH, -CN, -W AT1 -Z AT1 or P AP1 -Sp AP1 -substituted, the -CH2- in the alkylene group may be substituted by a cyclic group, -O-, -COO-, -C(=O)-, -OCO-, or -CH=CH- in a manner that the oxygen atom is not directly connected.

[0616] W AT1 represents a single bond or the following general formula (WAT1) or (WAT2).

[0617] Z AT1 represents a monovalent group containing a polar element. AT1 The hydrogen atoms in the AT1 -W AT1 -Z AT1 or P AP1 -Sp AP1 -replace.

[0618] [Chemistry 95]

[0619]

[0620] (Where Sp WAT1 and Sp WAT2 Each independently represents a single bond, a linear or branched alkylene group having 1 to 25 carbon atoms, and the hydrogen atoms in the alkylene group may be -OH, -CN, -Sp AT1 -W AT1 -Z AT1 or P AP1 -Sp AP1 -substituted, the -CH2- in the alkylene group may be substituted by a cyclic group, -O-, -COO-, -C(=O)-, -OCO- or -CH=CH- in a manner that the oxygen atom is not directly connected.)

[0621] Sp AT1 、Sp WAT1 and Sp WAT2 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 further preferably represents a single bond or a linear alkylene group having 2 to 10 carbon atoms.

[0622] In addition, Sp AT1 、Sp WAT1 and Sp WAT2 In the alkylene group, one or two or more non-adjacent -CH2- groups may be independently substituted by -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO- in a manner that the oxygen atom is not directly connected.

[0623] In addition, Sp AT1 and Sp WAT1 The hydrogen atoms in the AT1 -W AT1 -Z AT1 or P AP1 -Sp AP1 -replace.

[0624] Z AT1 It represents a monovalent group containing a polar element, and is preferably a group represented by the following general formula (ZAT1-1) or (ZAT1-2).

[0625] [Chemistry 96]

[0626]

[0627] Where Sp ZAT11 and Sp ZAT12 Each independently represents a linear or branched alkylene group having 1 to 25 carbon atoms. The hydrogen atoms in the alkylene group may be -OH, -CN, -Sp AT1 -W AT1 -ZAT1 or P AP1 -Sp AP1 -substituted, the -CH2- in the alkylene group may be substituted by a cyclic group, -O-, -COO-, -C(=O)-, -OCO- or -CH=CH- in a manner such that the oxygen atom is not directly adjacent.

[0628] Z ZAT11 It represents a group containing a polar element.

[0629] The general formula (ZAT1-2) contains Z ZAT12 The structure represented by the ring represents a 5- to 7-membered ring.

[0630] Z ZAT11 and Z ZAT12 The hydrogen atoms in the AT1 -W AT1 -Z AT1 or P AP1 -Sp AP1 -replace.

[0631] R ZAT11 and R ZAT12 Each independently represents a linear or branched alkyl group having 1 to 8 carbon atoms. The hydrogen atom in the alkyl group may be -OH, -CN, -Sp AT1 -W AT1 -Z AT1 or P AP1 -Sp AP1 -substituted, the -CH2- in the alkyl group may be substituted by a cyclic group, -O-, -COO-, -C(=O)-, -OCO- or -CH=CH- in a manner that the oxygen atom is not directly connected.

[0632] As the group represented by the general formula (ZAT1-1), groups represented by the following general formulae (ZAT1-1-1) to (ZAT1-1-30) are preferred.

[0633] [Chemistry 97]

[0634]

[0635] [Chemistry 98]

[0636]

[0637] In the formula, the hydrogen atom connected to the carbon atom can be -OH, -CN, -Sp AT1 -W AT1 -Z AT1 or P AP1 -Sp AP1 -replace.

[0638] Sp ZAT11 represents a linear or branched alkylene group having 1 to 25 carbon atoms. The hydrogen atoms in the alkylene group may be -OH, -CN, -Sp AT1 -W AT1 -Z AT1 or P AP1 -Sp AP1 -substituted, the -CH2- in the alkylene group may be substituted by a cyclic group, -O-, -COO-, -C(=O)-, -OCO- or -CH=CH- in a manner such that the oxygen atom is not directly adjacent.

[0639] R ZAT11 represents a linear or branched alkyl group having 1 to 8 carbon atoms. The hydrogen atoms in the alkyl group may be -OH, -CN, -Sp AT1 -W AT1 -Z AT1 or P AP1 -Sp AP1 -substituted, the -CH2- in the alkyl group may be substituted by a cyclic group, -O-, -COO-, -C(=O)-, -OCO- or -CH=CH- in a manner that the oxygen atom is not directly connected.

[0640] As the group represented by the general formula (ZAT1-2), groups represented by the following general formulae (ZAT1-2-1) to (ZAT1-2-9) are preferred.

[0641] [Chemistry 99]

[0642]

[0643] In the formula, the hydrogen atom connected to the carbon atom can be replaced by a halogen atom, -OH, -CN, -Sp AT1 -W AT1 -Z AT1 or P AP1 -Sp AP1 -replace.

[0644] Sp ZAT11 represents a linear or branched alkylene group having 1 to 25 carbon atoms. The hydrogen atoms in the alkylene group may be -OH, -CN, -Sp AT1 -W AT1 -Z AT1 or P AP1 -Sp AP1 -substituted, the -CH2- in the alkylene group may be substituted by a cyclic group, -O-, -COO-, -C(=O)-, -OCO- or -CH=CH- in a manner such that the oxygen atom is not directly adjacent.

[0645] Examples of the group represented by the general formula (ZAT1-1) include the following groups.

[0646] [Chemical 100]

[0647]

[0648] [Chemistry 101]

[0649]

[0650] [Chemistry 102]

[0651]

[0652] [Chemistry 103]

[0653]

[0654] [Chemistry 104]

[0655]

[0656] In the formula, R tc represents a hydrogen atom, an alkyl group having 1 to 20 carbon atoms, or P AP1 -Sp AP1 -. The hydrogen atom in the alkyl group can be -OH, -CN, -Sp AT1 -W AT1 -Z AT1 or P AP1 -Sp AP1 -substituted, the -CH2- in the alkyl group may be substituted by a cyclic group, -O-, -COO-, -C(=O)-, -OCO- or -CH=CH- in a manner such that the oxygen atom is not directly adjacent to the alkyl group.

[0657] The hydrogen atoms in the molecule can be AP1 -Sp AP1 -replace.

[0658] * indicates a connection key.

[0659] The alignment aid is preferably a polar element contained in the adsorption group and a polar element contained in the polymerizable group in a localized manner. The adsorption group is an important structure for vertically aligning liquid crystal molecules. By making the adsorption group adjacent to the polymerizable group, better alignment can be obtained, and good solubility in the liquid crystal composition can be exhibited.

[0660] Specifically, the alignment aid preferably has a polymerizable group and an adsorbent group on the same ring of the mesogen group. This includes: a method in which one or more polymerizable groups and one or more adsorbent groups are respectively connected to the same ring; a method in which at least one of the one or more polymerizable groups or at least one of the one or more adsorbent groups is connected to the other, and the polymerizable group and the adsorbent group are on the same ring.

[0661] In this case, the hydrogen atom in the spacer of the polymerizable group may be substituted with the adsorbing group, and further, the hydrogen atom in the adsorbing group may be substituted with the polymerizable group via the spacer.

[0662] As the alignment aid, a compound represented by the following general formula (SAL) is preferred.

[0663] [Chemistry 105]

[0664]

[0665] In the formula, the hydrogen atom connected to the carbon atom may be a straight-chain or branched alkyl group having 1 to 25 carbon atoms, -OH, -CN, -Sp AT1 -W AT1 -Z AT1 or P AP1 -Sp AP1 -substituted. The hydrogen atom in the alkyl group can be replaced by -OH, -CN, -Sp AT1 -W AT1 -Z AT1 or P AP1 -Sp AP1 -substituted, the -CH2- in the alkyl group may be substituted by a cyclic group, -O-, -COO-, -C(=O)-, -OCO- or -CH=CH- in a manner that the oxygen atom is not directly connected.

[0666] R AK1 Represents the same as R in the general formula (AK) AK1 Same meaning.

[0667] A AL1 and A AL2 and A in the general formula (AL) AL1 and A AL2 Same meaning.

[0668] Z AL1 It represents the same as Z in the general formula (AL) AL1 Same meaning.

[0669] m AL1 Indicates the m in the general formula (AL) AL1 Same meaning.

[0670] Sp AT1 Indicates the same as Sp in the general formula (AT) AT1 Same meaning.

[0671] W AT1 Indicates the same as W in the general formula (AT) AT1 Same meaning.

[0672] Z AT1 It represents the same as Z in the general formula (AT) AT1 Same meaning.

[0673] As the compound represented by the general formula (SAL), compounds represented by the following formulas (SAL-1.1) to (SAL-2.9) are preferred.

[0674] [Chemistry 106]

[0675]

[0676] [Chemistry 107]

[0677]

[0678] [Chemistry 108]

[0679]

[0680] [Chemistry 109]

[0681]

[0682] [Chemistry 110]

[0683]

[0684] [Chemistry 111]

[0685]

[0686] [Chemistry 112]

[0687]

[0688] [Chemistry 113]

[0689]

[0690] [Chemistry 114]

[0691]

[0692] [Chemistry 115]

[0693]

[0694] [Chemistry 116]

[0695]

[0696] [Chemistry 117]

[0697]

[0698] The amount of the orientation aid contained in the liquid crystal composition is preferably 0.01 to 50% by mass. From the viewpoint of more appropriately orienting the liquid crystal molecules, the more preferred lower limit is 0.05% by mass and 0.1% by mass. On the other hand, from the viewpoint of improving the response characteristics, the more preferred upper limit is 30% by mass, 10% by mass, 7% by mass, 5% by mass, 4% by mass, and 3% by mass.

[0699] Concentration of PSA monomer (P) + PI-free monomer (SAL)

[0700] The total content of the compounds represented by the general formula (P) is preferably 0.05 to 10 mass % relative to the liquid crystal composition, more preferably 0.1 to 8 mass %, further preferably 0.1 to 5 mass %, further preferably 0.1 to 3 mass %, further preferably 0.2 to 2 mass %, further preferably 0.2 to 1.3 mass %, particularly preferably 0.2 to 1 mass %, and most preferably 0.2 to 0.56 mass %.

[0701] The preferred lower limit of the total content of the compounds represented by general formula (P) is 0.01 mass %, 0.03 mass %, 0.05 mass %, 0.08 mass %, 0.1 mass %, 0.15 mass %, 0.2 mass %, 0.25 mass %, or 0.3 mass % relative to the liquid crystal composition.

[0702] The preferred upper limit of the total content of the compounds represented by the general formula (P) is 10 mass %, 8 mass %, 5 mass %, 3 mass %, 1.5 mass %, 1.2 mass %, 1 mass %, 0.8 mass %, or 0.5 mass % relative to the liquid crystal composition.

[0703] If the content of the compound represented by the general formula (P) is small, it is difficult to show the effect of adding the compound to the liquid crystal composition, for example, depending on the type of liquid crystal molecules, orientation aids, etc., sometimes the orientation constraint of the liquid crystal molecules is weak or weakened over time. On the other hand, if the content of the compound represented by the general formula (P) is too much, for example, depending on the illumination of the active energy ray, the following problems may sometimes occur: the amount of the compound remaining after curing becomes more, curing takes time, and the reliability of the liquid crystal composition is reduced. Therefore, it is preferred to consider their balance to set its content.

[0704] The compound represented by the general formula (SAL) (i.e., containing an adsorbent group Z AT1The total content of the compound represented by the general formula (P) and the compound represented by the general formula (P) is preferably 0.05 to 10 mass %, preferably 0.1 to 8 mass %, preferably 0.1 to 5 mass %, preferably 0.1 to 3 mass %, preferably 0.2 to 2 mass %, preferably 0.2 to 1.3 mass %, preferably 0.2 to 1 mass %, preferably 0.2 to 0.56 mass % relative to the liquid crystal composition.

[0705] The preferred lower limit of the total content of the compound represented by the general formula (SAL) and the compound represented by the general formula (P) is 0.01 mass%, 0.03 mass%, 0.05 mass%, 0.08 mass%, 0.1 mass%, 0.15 mass%, 0.2 mass%, 0.25 mass%, and 0.3 mass% relative to the liquid crystal composition.

[0706] The preferred upper limit value of the total content of the compound represented by the general formula (SAL) and the compound represented by the general formula (P) is 10 mass%, 8 mass%, 5 mass%, 3 mass%, 1.5 mass%, 1.2 mass%, 1 mass%, 0.8 mass%, and 0.5 mass% relative to the liquid crystal composition.

[0707] If the total content of the compound represented by the general formula (SAL) and the compound represented by the general formula (P) is small, it is difficult to show the effect of adding these compounds to the liquid crystal composition, and depending on the type of liquid crystal molecules, for example, the orientation constraint of the liquid crystal molecules is weak or weakened over time. On the other hand, if the total content of the compound represented by the general formula (SAL) and the compound represented by the general formula (P) is too much, for example, depending on the illumination of the active energy ray, the following problems may sometimes occur: the amount of the compound remaining after curing becomes more, curing takes time, and the reliability of the liquid crystal composition is reduced. Therefore, it is preferred to consider their balance to set its content.

[0708] In order to improve reliability, the composition of the present invention may further contain one or more compounds (Q) as an additive. The compound (Q) preferably has the following structure.

[0709] [Chemistry 118]

[0710]

[0711] (Where R Q Represents a hydroxyl group, a hydrogen atom, a straight-chain alkyl group or a branched alkyl group having 1 to 22 carbon atoms, wherein one or more CH2 groups in the alkyl group may be replaced by -O-, -CH=CH-, -CO-, -OCO-, -COO-, -C≡C-, -CF2O-, or -OCF2- in a manner that the oxygen atom is not directly adjacent, and is connected to other structures at *.)

[0712] R Q It represents a straight-chain alkyl group or a branched-chain alkyl group having 1 to 22 carbon atoms, wherein one or more CH2 groups in the alkyl group may be substituted by -O-, -CH=CH-, -CO-, -OCO-, -COO-, -C≡C-, -CF2O-, or -OCF2- in a manner that the oxygen atom is not directly adjacent. Preferably, it is a straight-chain alkyl group having 1 to 10 carbon atoms, a straight-chain alkoxy group, a straight-chain alkyl group in which one CH2 group is substituted by -OCO- or -COO-, a branched alkyl group, a branched alkoxy group, or a branched alkyl group in which one CH2 group is substituted by -OCO- or -COO-. More preferably, it is a straight-chain alkyl group having 1 to 20 carbon atoms, a straight-chain alkyl group in which one CH2 group is substituted by -OCO- or -COO-, a branched alkyl group, a branched alkoxy group, or a branched alkyl group in which one CH2 group is substituted by -OCO- or -COO-. Q represents a trans-1,4-cyclohexylene group, a 1,4-phenylene group or a single bond, and preferably a trans-1,4-cyclohexylene group or a 1,4-phenylene group.

[0713] More specifically, the compound (Q) is preferably a compound represented by the following general formula (Qa) to general formula (Qd).

[0714] [Chemistry 119]

[0715]

[0716] In the formula, R Q1 Preferably, the carbon number is 1 to 10 straight chain alkyl or branched chain alkyl. Q2 Preferably, the carbon number is 1 to 20 straight chain alkyl or branched chain alkyl, R Q3 Preferably, the carbon number of the straight chain alkyl group is 1 to 8, the branched chain alkyl group, the straight chain alkoxy group or the branched chain alkoxy group. Q Preferred are linear or branched alkylene groups having carbon atoms of 1 to 8. Among the compounds represented by general formulae (Qa) to (Qd), compounds represented by general formulae (Qc) and (Qd) are more preferred.

[0717] The composition of the present invention preferably contains one or more compounds represented by the general formula (Q), more preferably one to five compounds, and the content thereof is preferably 0.001 to 1%, more preferably 0.001 to 0.1%, particularly preferably 0.001 to 0.05%.

[0718] As the antioxidant or light stabilizer that can be used in the present invention, more specifically, compounds represented by the following (Q-1) to (Q-44) are preferred.

[0719] [Chemistry 120]

[0720]

[0721] [Chemistry 121]

[0722]

[0723] [Chemistry 122]

[0724]

[0725] [Chemistry 123]

[0726]

[0727] [Chemistry 124]

[0728]

[0729] (In the formula, n represents an integer from 0 to 20.)

[0730] The liquid crystal composition of this embodiment is suitable for use in a liquid crystal display element. Figure 1 , Figure 2 , while explaining an example of a liquid crystal display element involved in this embodiment.

[0731] Figure 1 A diagram schematically showing the structure of a liquid crystal display element. Figure 1 In the embodiment, the components are shown separated from each other for the sake of convenience. Figure 1 As shown, the device includes a first substrate 2 and a second substrate 3 that are arranged opposite to each other, and a liquid crystal layer 4 provided between the first substrate 2 and the second substrate 3. The liquid crystal layer 4 is composed of the liquid crystal composition of the present embodiment described above.

[0732] In the first substrate 2, a pixel electrode layer 5 is formed on the surface on the liquid crystal layer 4 side. In the second substrate 3, a common electrode layer 6 is formed on the liquid crystal layer 4 side. The first substrate 2 and the second substrate 3 may be sandwiched by a pair of polarizing plates 7 and 8. A color filter 9 may be further provided on the liquid crystal layer 4 side of the second substrate 3.

[0733] That is, a liquid crystal display element 1 according to one embodiment has a structure in which a first polarizing plate 7, a first substrate 2, a pixel electrode layer 5, a liquid crystal layer 4 containing a liquid crystal composition, a common electrode layer 6, a color filter 9, a second substrate 3 and a second polarizing plate 8 are stacked in sequence.

[0734] The first substrate 2 and the second substrate 3 are formed of a flexible material such as glass or plastic. At least one of the first substrate 2 and the second substrate 3 is formed of a transparent material, and the other may be formed of a transparent material or an opaque material such as metal or silicon. The first substrate 2 and the second substrate 3 are bonded to each other using a sealing material and a sealing material such as an epoxy-based thermosetting composition arranged in the peripheral area, and in order to maintain the distance between the substrates, granular spacers such as glass particles, plastic particles, and alumina particles, or spacer columns composed of resin formed by photolithography may be arranged.

[0735] The first polarizing plate 7 and the second polarizing plate 8 can adjust the polarization axis of each polarizing plate so as to improve the viewing angle and contrast, and preferably have mutually orthogonal transmission axes in a manner that their transmission axes operate in a normally black mode. In particular, it is preferred that either the first polarizing plate 7 or the second polarizing plate 8 is configured so as to have a transmission axis parallel to the orientation direction of the liquid crystal molecules when no voltage is applied.

[0736] The color filter 9 is preferably formed with a black matrix from the viewpoint of preventing light leakage, and a black matrix (not shown) is preferably formed in a portion corresponding to the thin film transistor.

[0737] The black matrix can be arranged together with the color filter on the substrate opposite to the array substrate, or can be arranged together with the color filter on the array substrate side, or the black matrix can be arranged on the array substrate and the color filter can be arranged on the other side of the substrate. In addition, the black matrix can be arranged separately from the color filter, or the colors of the color filter can be overlapped to reduce the transmittance.

[0738] Figure 2 For the general Figure 1 FIG. 1 is a plan view of an area enclosed by line I, which is a portion of the pixel electrode layer 5 formed on the first substrate 2. Figure 2 As shown, in the pixel electrode layer 5 including thin film transistors formed on the surface of the first substrate 2, a plurality of gate buses 11 for supplying scanning signals and a plurality of data buses 12 for supplying display signals are arranged in a matrix shape in a cross-shaped manner. Figure 2 In the figure, only a pair of gate bus lines 11, 11 and a pair of data bus lines 12, 12 are shown.

[0739] The unit pixel of the liquid crystal display element is formed by the area surrounded by multiple gate bus lines 11 and multiple data bus lines 12, and a pixel electrode 13 is formed in the unit pixel. The pixel electrode 13 has two trunks that are orthogonal to each other and form a cross shape, and multiple branches extending from each trunk, that is, it has a so-called fishbone structure. In addition, between a pair of gate bus lines 11, 11, a Cs electrode 14 is provided substantially parallel to the gate bus line 11. In addition, near the intersection where the gate bus line 11 and the data bus line 12 intersect each other, a thin film transistor including a source electrode 15 and a drain electrode 16 is provided. A contact hole 17 is provided in the drain electrode 16.

[0740] The gate bus 11 and the data bus 12 are preferably formed of metal films respectively, more preferably of Al, Cu, Au, Ag, Cr, Ta, Ti, Mo, W, Ni or their alloys, and further preferably of Mo, Al or their alloys.

[0741] In order to improve the transmittance, the pixel electrode 13 is preferably a transparent electrode. The transparent electrode is formed by sputtering an oxide semiconductor (ZnO, InGaZnO, SiGe, GaAs, IZO (Indium Zinc Oxide), ITO (Indium Tin Oxide), SnO, TiO, AZTO (AlZnSnO), etc.). At this time, the film thickness of the transparent electrode can be 10 to 200 nm. In addition, in order to reduce the resistance, the transparent electrode can also be formed in the form of a polycrystalline ITO film by firing an amorphous ITO film.

[0742] Regarding the liquid crystal display element of the present embodiment, for example, wiring can be formed on the first substrate 2 and the second substrate 3 by sputtering a metal material such as Al or its alloy, and a pixel electrode layer 5 and a common electrode layer 6 are formed respectively. In addition, the color filter 9 can be made by, for example, a pigment dispersion method, a printing method, an electrodeposition method or a dyeing method. Taking the method for making a color filter using a pigment dispersion method as an example, a curable coloring composition for the color filter is applied to the transparent substrate, a patterning treatment is performed, and then it is cured by heating or light irradiation. This process is performed separately for the three colors of red, green and blue, so that a pixel portion for a color filter can be made. In addition, the color filter 9 can be arranged on the substrate side having a TFT, etc.

[0743] The first substrate 2 and the second substrate 3 face each other so that the pixel electrode layer 5 and the common electrode layer 6 are respectively on the inner side. In this case, the interval between the first substrate 2 and the second substrate 3 can be adjusted by a spacer. In this case, the thickness of the liquid crystal layer 4 is preferably adjusted to, for example, 1 to 100 μm.

[0744] In the case of using polarizing plates 7 and 8, it is preferred to adjust the product of the refractive index anisotropy Δn of the liquid crystal layer 4 and the thickness of the liquid crystal layer 4 in such a way that the contrast is maximized. In addition, in the case of two polarizing plates 7 and 8, the polarization axis of each polarizing plate can also be adjusted to adjust the viewing angle and contrast in a good manner. Furthermore, a phase difference film for widening the viewing angle can also be used. Afterwards, a sealant such as an epoxy-based thermosetting composition is screen-printed on the substrate in the form of a liquid crystal injection port, the substrates are bonded to each other, and the sealant is thermally cured by heating.

[0745] Regarding the method of sandwiching the composition between the two substrates 2 and 3, the usual vacuum injection method or dripping (ODF: One Drop Fill) method can be used. Although the vacuum injection method does not produce drip marks, there is a problem of residual injection marks. However, in this embodiment, it can be more appropriately used for display elements manufactured by the ODF method. In the manufacturing process of liquid crystal display elements by the ODF method, an epoxy-based photothermal and curable sealant can be drawn into a closed-loop dam shape on either the front plate or the back plate by a dispenser, and a predetermined amount of the composition is dripped therein under degassing conditions, and then the front plate and the back plate are bonded to manufacture a liquid crystal display element. In this embodiment, in the ODF method, the generation of drip marks when the liquid crystal composition is dripped onto the substrate can be suppressed. It should be noted that the so-called drip marks are defined as the phenomenon that the traces of dripping the liquid crystal composition appear white when the display is black.

[0746] In addition, in the manufacturing process of the liquid crystal display element using the ODF method, it is necessary to drip the most suitable liquid crystal injection amount according to the size of the liquid crystal display element, but for the liquid crystal composition of this embodiment, for example, due to the rapid pressure change in the dripping device generated when the liquid crystal is dripped, the impact caused by the impact is small, and the liquid crystal can be dripped stably for a long time, so the yield of the liquid crystal display element can be kept high. Especially in the small liquid crystal display elements commonly used in the recently popular smart phones, since the most suitable liquid crystal injection amount is small, it is difficult to control the deviation from the optimum value within a certain range, but by using the liquid crystal composition of this embodiment, a stable discharge amount of liquid crystal material can be achieved in small liquid crystal display elements.

[0747] In the case where the liquid crystal composition of the present embodiment contains a polymerizable compound, as a method for polymerizing the polymerizable compound, a moderate polymerization speed is desired in order to obtain good orientation performance of the liquid crystal, so it is preferred to polymerize it by irradiating active energy rays such as ultraviolet rays or electron beams alone or in combination or in sequence. When ultraviolet rays are used, a polarized light source can be used, or a non-polarized light source can be used. In addition, when the composition containing the polymerizable compound is polymerized in a state where it is sandwiched between two substrates, at least the substrate on the irradiated side must be given appropriate transparency with respect to the active energy rays. In addition, the following means can also be used: after using a mask to polymerize only a specific part during light irradiation, the conditions such as the electric field, magnetic field or temperature are changed, thereby changing the orientation state of the unpolymerized part, and further irradiating the active energy rays to polymerize it. In particular, when ultraviolet exposure is performed, it is preferred to perform ultraviolet exposure while applying an alternating electric field to the composition containing the polymerizable compound. The applied alternating electric field is preferably an alternating current with a frequency of 10 Hz to 10 kHz, more preferably a frequency of 60 Hz to 10 kHz, and the voltage is selected depending on the desired pretilt angle of the liquid crystal display element. In other words, the pretilt angle of the liquid crystal display element can be controlled by the applied voltage. In a transverse electric field type MVA mode liquid crystal display element, the pretilt angle is preferably controlled to 80 degrees to 89.9 degrees from the viewpoint of alignment stability and contrast.

[0748] The temperature during irradiation is preferably within the temperature range in which the liquid crystal state of the composition of this embodiment is maintained. It is preferred to polymerize at a temperature close to room temperature, typically 15 to 35°C. As a lamp that generates ultraviolet rays, a metal halide lamp, a high-pressure mercury lamp, an ultra-high-pressure mercury lamp, etc. can be used. In addition, as the wavelength of the irradiated ultraviolet rays, it is preferred that the irradiation wavelength region is not the absorption wavelength region of the composition, and it is preferred to cut off the ultraviolet rays as needed. The intensity of the irradiated ultraviolet rays is preferably 0.1mW / cm 2 ~100W / cm 2 , more preferably 2mW / cm 2 ~50W / cm 2 The amount of energy of the irradiated ultraviolet light can be adjusted appropriately, preferably 10 mJ / cm 2 ~500J / cm 2 , more preferably 100 mJ / cm 2 ~200J / cm 2 When irradiating with ultraviolet rays, the intensity may be changed. The time for irradiating with ultraviolet rays is appropriately selected according to the intensity of the ultraviolet rays to be irradiated, and is preferably 10 seconds to 3600 seconds, and more preferably 10 seconds to 600 seconds.

[0749] In the liquid crystal composition of the present embodiment, the compound (i) does not inhibit the polymerization reaction of the polymerizable compound, so the polymerizable compounds are preferably polymerized with each other, and it is possible to suppress the unreacted polymerizable compound from remaining in the liquid crystal composition.

[0750] When, for example, the above-mentioned compound (ii) is used as the polymerizable compound, the resulting liquid crystal display element 1 includes two substrates 2 and 3, and a liquid crystal layer 4 containing a liquid crystal composition and a polymer of the compound represented by the general formula (ii) disposed between the two substrates 2 and 3. In this case, it is considered that the polymer of the compound represented by the general formula (ii) is concentrated on the substrates 2 and 3 side in the liquid crystal layer 4.

[0751] The liquid crystal display element 1 may be an active matrix driven liquid crystal display element. The liquid crystal display element 1 may be a PSA type, PSVA type, VA type, IPS type, FFS type or ECB type liquid crystal display element, and is preferably a PSA type liquid crystal display element.

[0752] In the liquid crystal display element of this embodiment, since a liquid crystal composition containing compound (i) is used, it is not necessary to provide an alignment film such as a polyimide alignment film on the liquid crystal layer 4 side of the first substrate 2 and the second substrate 3. That is, the liquid crystal display element of this embodiment can adopt a configuration in which at least one of the two substrates does not have an alignment film such as a polyimide alignment film.

[0753] Example

[0754] The present invention will be described in further detail below with reference to Examples, but the present invention is not limited to these Examples. In addition, "%" in the compositions of the following Examples and Comparative Examples means "mass %".

[0755] In the examples, the following abbreviations are used to describe the liquid crystal compounds.

[0756] (Ring structure)

[0757] [Chemistry 125]

[0758]

[0759] (Side chain structure and connection structure)

[0760] [Table 1]

[0761] The description in the formula The substituents and linking groups represented 1- <![CDATA[CH3-]]> 2- <![CDATA[C2H5-]]> 3- <![CDATA[n-C3H7-]]> 4- <![CDATA[n-C4H9-]]> 5- <![CDATA[n-C5H 11 -]]> V- <![CDATA[CH2=CH-]]> V2- <![CDATA[CH2=CH-CH2-CH2-]]> 1V2- <![CDATA[CH3-CH=CH-CH2-CH2-]]> -1 <![CDATA[-CH3]]> -2 <![CDATA[-C2H5]]> -3 <![CDATA[-n-C3H7]]> -4 <![CDATA[-n-C4H9]]> -5 <![CDATA[-n-C5H 11 ]]> -O1 <![CDATA[-O-CH3]]> -O2 <![CDATA[-O-C2H5]]> -O3 <![CDATA[-O-n-C3H7]]> -O4 <![CDATA[-O-n-C4H9]]> -O5 <![CDATA[-O-n-C5H 11 ]]> -V <![CDATA[-CH=CH2 <!-- 86 -->]]> -V1 <![CDATA[-CH=CH-CH3]]> -2V <![CDATA[-CH2-CH2-CH=CH2]]> -F -F -OCF3 <![CDATA[-OCF3]]> -CN -CN - Single bond -E- -COO- -1- <![CDATA[-CH2CH2-]]> -CFFO- <![CDATA[-CF2O-]]> -T- -C≡C- -O1- <![CDATA[-OCH2-]]> -1O- <![CDATA[-CH2O-]]>

[0762] The properties measured in the examples are as follows: Unless otherwise specified, the measurements were made in accordance with the method specified in JEITA ED-2521B.

[0763] Tni: Nematic phase-isotropic liquid phase transition temperature (℃)

[0764] Tcn: solid phase-liquid crystal phase transition temperature (℃)

[0765] Δn: Refractive index anisotropy at 25°C

[0766] γ1: Rotational viscosity at 25°C (mPa·s)

[0767] Δε: Dielectric anisotropy at 25°C

[0768] K11: Elastic constant K11 (pN) at 25°C

[0769] K33: Elastic constant K33 (pN) at 25°C

[0770] Solubility evaluation test:

[0771] The liquid crystal composition was observed at -25°C. The presence or absence of precipitation was visually observed and judged according to the following two stages. The observation was performed 10 days after the preparation of the liquid crystal composition.

[0772] ○: No precipitation was confirmed

[0773] ×: Precipitation was confirmed

[0774] Electro-optical properties evaluation test (V50):

[0775] After irradiation with ultraviolet rays, the electro-optical properties were evaluated. The transmittance was measured when a voltage of 0 to 10 V was applied. The voltage at which the maximum transmittance was 50% was set as V50. The electro-optical properties were measured using OPTIPRO manufactured by Shintec. The smaller the V50, the higher the transmittance of the liquid crystal panel, and a high transmittance can be obtained at a lower voltage.

[0776] (Method for producing a liquid crystal evaluation cell)

[0777] First, a liquid crystal composition containing a polymerizable compound was injected into a liquid crystal cell with an ITO substrate set to a cell gap of 3.8 μm by a vacuum injection method. Then, a high-pressure mercury lamp was used to irradiate ultraviolet light through a filter that cuts off ultraviolet light below 325 nm while applying a 10V voltage at a frequency of 100 Hz to the liquid crystal cell injected with the liquid crystal composition containing a polymerizable compound. At this time, the illuminance measured under the condition of a central wavelength of 365 nm became 100 mW / cm 2 The cumulative amount of light irradiated was adjusted to 30 J / cm 2 The above-mentioned ultraviolet irradiation condition is referred to as irradiation condition 1. The irradiation condition 1 gives a pretilt angle to the liquid crystal molecules in the liquid crystal cell.

[0778] Next, a fluorescent UV lamp was used and the illuminance measured at a central wavelength of 313 nm was 3 mW / cm 2 The cumulative light intensity was further adjusted to 10 J / cm 2 The above-mentioned ultraviolet irradiation condition is referred to as irradiation condition 2. By irradiation condition 2, the residual amount of the polymerizable compound in the liquid crystal cell that has not reacted under irradiation condition 1 is reduced.

[0779] Vertical orientation evaluation test:

[0780] A first substrate (common electrode substrate) having a transparent electrode layer and a color filter layer composed of a transparent common electrode and having no orientation film, and a second substrate (pixel electrode substrate) driven by an active element and having a pixel electrode layer containing a transparent pixel electrode and having no orientation film are prepared. A liquid crystal composition is dripped onto the first substrate, clamped with a second substrate, and the sealing material is cured to obtain a liquid crystal unit. The vertical orientation at this time is observed using a polarizing microscope and evaluated according to the following 4 stages.

[0781] ◎: Uniform vertical orientation

[0782] ○: There are very few orientation defects but the level is acceptable

[0783] △: There is an orientation defect, which is an unacceptable level

[0784] ×: Poor orientation, quite bad

[0785] (Preparation of Liquid Crystal Composition)

[0786] Liquid crystal compositions of LC-1 to LC-8 and RLC-1 to RLC-4 shown in the following table were prepared, and their physical properties were measured. The physical properties are shown in Tables 1 and 2. It should be noted that the TNI of the PSA liquid crystal composition used in PID is usually 100°C or higher, so in this example, the liquid crystal composition at 100°C or higher was used as the evaluation object.

[0787] [Table 2]

[0788] LC-1 RLC-1 RLC-2 RLC-3 RLC-4 3-Cy-Cy-2 12 12 12 12 12 3-Cy-Cy-4 8 8 8 8 8 3-Cy-Cy-5 7 7 7 7 7 3-Cy-Ph-01 6 6 6 6 6 3-Cy-Cy-Ph-1 7.5 7.5 7.5 7.5 7.5 3-Cy-Cy-Ph-3 4 4 4 4 4 3-Cy-Ph-Ph-2 4.5 4.5 4.5 4.5 4.5 3-Cy-Cy-Ph5-1 16 8 5 2-Cy-Cy-Ph5-02 16 3-Cy-Cy-Ph5-01 5 3-Cy-Cy-Ph5-02 16 16 8 7 3-Cy-Cy-Ph5-03 8 5 4-Cy-Cy-Ph5-02 8 5 5-Cy-Cy-Ph5-02 5 2-Cy-Cy-10-Ph5-02 16 3-Cy-Cy-10-Ph5-02 16 2-Cy-Ph-Ph5-02 5 5 5 5 5 3-Cy-Ph-Ph5-02 5 5 5 5 5 3-Cy-Ph-Ph5-03 5 5 5 5 5 3-Cy-Ph-Ph5-04 4 4 4 4 4 Total 100 100 100 100 100 <![CDATA[T NI [℃]]]> 113.1 - 117.9 118.8 120.1 <![CDATA[T CN [℃]]]> -41 - C＞0 C＞0 C＞0 Δn 0.098 - 0.1 0.099 0.1 <![CDATA[γ1[mPa·s]]]> 162 - 136 143 148 Δε -3.3 - -2.1 -2.3 -2.3 K11 [pN] 20.4 - 23.6 26.6 24 K33 [pN] 18.5 - 19.2 18.4 18.7

[0789] [Table 3]

[0790] LC-2 LC-3 LC-4 LC-5 3-Cy-Cy-2 12 11.5 3-Cy-Cy-4 8 7 3-Cy-Cy-5 7 7.5 3-Cy-Cy-V 30 27.5 3-Cy-Ph-01 3 4 2 9 3-Cy-Cy-Ph-1 7.5 7.5 7.5 7 3-Cy-Cy-Ph-3 4 4 6.5 3 3-Cy-Ph-Ph-1 4 3-Cy-Ph-Ph-2 4.5 3.5 3.5 3-Cy-10-Ph5-02 2-Cy-Cy-10-Ph5-02 17 16 17 15 3-Cy-Cy-10-Ph5-02 16 16 17 15 2-Cy-Ph-Ph5-02 5 5 5 6 3-Cy-Ph-Ph5-02 5 5 5 5 3-Cy-Ph-Ph5-03 5 3 5 3-Cy-Ph-Ph5-04 3 5 2-Ph-1-Ph-Ph5-02 4 4 3-Ph-1-Ph-Ph5-02 5 5 Total 100 100 100 100 <![CDATA[T NI [℃]]]> 110.9 110.8 110.1 110.6 <![CDATA[T CN [℃]]]> -51 -37 -53 -36 Δn 0.098 0.103 0.104 0.100 <![CDATA[γ1[mPa·s]]]> 139 167 147 167 Δε -3.3 -3.5 -3.4 -3.3 K11 [pN] 18.4 20.8 18.8 19.6 K33 [pN] 19.3 19.0 19.6 18.4

[0791] [Table 4]

[0792] LC-6 LC-7 LC-8 3-Cy-Cy-2 11.5 12.5 12.5 3-Cy-Cy-4 7 7 7 3-Cy-Cy-5 7.5 7.5 7.5 3-Cy-Cy-V 3-Cy-Ph-01 7 8 6 3-Cy-Cy-Ph-1 7 7 7.5 3-Cy-Cy-Ph-3 4 4 4 3-Cv-Ph-Ph-1 3-Cy-Ph-Ph-2 5 5 4.5 3-Cy-10-Ph5-02 2 2 2-Cy-Cy-10-Ph5-02 14 15 15 3-Cy-Cy-10-Ph5-02 14 15 15 2-Cy-Ph-Ph5-02 6 5 5 3-Cy-Ph-Ph5-02 5 5 5 3-Cy-Ph-Ph5-03 5 5 5 3-Cy-Ph-Ph5-04 5 4 4 2-Ph-1-Ph-Ph5-02 3-Ph-1-Ph-Ph5-02 Total 100 100 100 <![CDATA[T NI [℃]]]> 110.5 110.8 110.2 <![CDATA[T CN [℃]]]> -32 -41 -42 Δn 0.101 0.098 0.098 <![CDATA[γ1[mPa·s]]]> 160 142 157 Δε -3.3 -3.1 -3.3 K11 [pN] 20.0 20.0 19.9 K33 [pN] 18.0 18.4 18.1

[0793] [Chemistry 126]

[0794]

[0795] [Chemistry 127]

[0796]

[0797] [Chemistry 128]

[0798]

[0799] (Example 1, Comparative Examples 1 to 7)

[0800] Example 1 was a liquid crystal composition containing a polymerizable compound in which 0.2 parts by mass of the compound represented by formula (RM-1) and 0.2 parts by mass of the compound represented by formula (RM-11) were added to 100 parts by mass of liquid crystal composition LC-1.

[0801] Comparative Example 1 was a liquid crystal composition containing a polymerizable compound in which 0.2 parts by mass of the compound represented by formula (RM-1) and 0.2 parts by mass of the compound represented by formula (RM-11) were added to 100 parts by mass of liquid crystal composition RLC-1.

[0802] Comparative Example 2 was a liquid crystal composition containing a polymerizable compound in which 0.2 parts by mass of the compound represented by formula (RM-1) and 0.2 parts by mass of the compound represented by formula (RM-11) were added to 100 parts by mass of liquid crystal composition RLC-2.

[0803] Comparative Example 3 was a liquid crystal composition containing a polymerizable compound, in which 0.2 parts by mass of the compound represented by formula (RM-1) and 0.2 parts by mass of the compound represented by formula (RM-11) were added to 100 parts by mass of liquid crystal composition RLC-3.

[0804] Comparative Example 4 was a liquid crystal composition containing a polymerizable compound in which 0.2 parts by mass of the compound represented by formula (RM-1) and 0.2 parts by mass of the compound represented by formula (RM-11) were added to 100 parts by mass of liquid crystal composition RLC-4.

[0805] Comparative Example 5 was a liquid crystal composition containing a polymerizable compound in which 1.0 part by mass of the compound represented by the formula (RRM-1) was added to 100 parts by mass of the liquid crystal composition LC-1.

[0806] Comparative Example 6 was used as a liquid crystal composition containing a polymerizable compound in which 1.0 part by mass of the compound represented by the formula (RRM-2) was added to 100 parts by mass of the liquid crystal composition LC-1.

[0807] Comparative Example 7 was a liquid crystal composition containing a polymerizable compound in which 1.0 part by mass of the compound represented by the formula (RRM-3) was added to 100 parts by mass of the liquid crystal composition LC-1.

[0808] The solubility, V50, and vertical alignment properties of Example 1 and Comparative Examples 1 to 6 are shown in Table 3 below.

[0809] [Table 5]

[0810]

[0811] The result of the solubility evaluation test of Example 1 was that no precipitation was confirmed. V50 was evaluated and a sufficiently low value was confirmed. Tni was 113.1°C and Tcn was -41°C. The response speed of the liquid crystal display element using it was measured and the result confirmed a sufficiently high-speed response. It should be noted that the measurement conditions of the response speed were Von of 6V, Voff of 1V, and a measurement temperature of 20°C, and the measurement equipment used was OPTIPRO manufactured by Shintec. In addition, it was confirmed that the voltage holding ratio (VHR) was high.

[0812] From the above content, it is confirmed that the liquid crystal display element using the liquid crystal composition of Example 1 shows excellent low-temperature storage stability, low driving voltage, fast response speed, and high VHR. The solubility of Comparative Examples 1 to 4 was evaluated, and precipitation was confirmed. V50 was evaluated, and the result was confirmed to be a higher value than that of Example 1. Tcn is above 0°C. It is thus confirmed that Comparative Examples 1 to 4 have poor solubility, a narrow driving temperature range, and low transmittance. It is confirmed that the vertical orientation of Comparative Example 5 is poor. It is confirmed that the solubility of Comparative Example 6 is poor. It is confirmed that the solubility of Comparative Example 7 is poor, and the vertical orientation is also insufficient. It should be noted that in Comparative Example 1, precipitation of the constituent components occurred immediately after the liquid crystal composition was prepared, so the physical property measurement and electro-optical property test of the liquid crystal composition could not be carried out.

[0813] In addition, in this technology that does not require an alignment film, since there is no need to control the alignment film coating position that was required in the previous technology, a narrow frame is achieved in an actual panel with TFT. In particular, in a panel with Gate On Array (a TFT substrate in which a gate drive circuit is incorporated into a substrate), the narrow frame is excellent and can be as narrow as a few mm or less.

[0814] (Examples 2 to 24)

[0815] Example 2 was a liquid crystal composition containing a polymerizable compound in which 0.3 parts by mass of the compound represented by formula (RM-1) and 0.5 parts by mass of the compound represented by formula (RM-11) were added to 100 parts by mass of liquid crystal composition LC-1.

[0816] Example 3 was a liquid crystal composition containing a polymerizable compound in which 0.3 parts by mass of the compound represented by formula (RM-1) and 0.3 parts by mass of the compound represented by formula (RM-12) were added to 100 parts by mass of liquid crystal composition LC-1.

[0817] Example 4 was a liquid crystal composition containing a polymerizable compound in which 0.2 parts by mass of the compound represented by formula (RM-1) and 0.2 parts by mass of the compound represented by formula (RM-7) were added to 100 parts by mass of liquid crystal composition LC-2.

[0818] Example 5 was a liquid crystal composition containing a polymerizable compound in which 0.2 parts by mass of the compound represented by formula (RM-1) and 0.2 parts by mass of the compound represented by formula (RM-3) were added to 100 parts by mass of liquid crystal composition LC-2.

[0819] Example 6 was a liquid crystal composition containing a polymerizable compound in which 0.3 parts by mass of the compound represented by formula (RM-1) and 0.5 parts by mass of the compound represented by formula (RM-3) were added to 100 parts by mass of liquid crystal composition LC-2.

[0820] Example 7 was a liquid crystal composition containing a polymerizable compound in which 0.6 parts by mass of the compound represented by formula (RM-1) and 1.0 parts by mass of the compound represented by formula (RM-3) were added to 100 parts by mass of liquid crystal composition LC-2.

[0821] Example 8 was a liquid crystal composition containing a polymerizable compound in which 0.3 parts by mass of the compound represented by formula (RM-1) and 0.5 parts by mass of the compound represented by formula (RM-4) were added to 100 parts by mass of liquid crystal composition LC-3.

[0822] Example 9 was a liquid crystal composition containing a polymerizable compound in which 0.6 parts by mass of the compound represented by formula (RM-1) and 1.0 parts by mass of the compound represented by formula (RM-4) were added to 100 parts by mass of liquid crystal composition LC-3.

[0823] Example 10 was a liquid crystal composition containing a polymerizable compound in which 0.3 parts by mass of the compound represented by formula (RM-1) and 0.25 parts by mass of the compound represented by formula (RM-3) were added to 100 parts by mass of liquid crystal composition LC-3.

[0824] A liquid crystal composition containing a polymerizable compound was prepared by adding 0.15 parts by mass of the compound represented by formula (RM-1) and 0.5 parts by mass of the compound represented by formula (RM-3) to 100 parts by mass of liquid crystal composition LC-3.

[0825] A liquid crystal composition containing a polymerizable compound is prepared by adding 0.3 parts by mass of a compound represented by formula (RM-1), 0.5 parts by mass of a compound represented by formula (RM-2), 0.4 parts by mass of a compound represented by formula (RM-5), and 0.4 parts by mass of a compound represented by formula (RM-8) to 100 parts by mass of the liquid crystal composition LC-4 as Example 12.

[0826] A liquid crystal composition containing a polymerizable compound, in which 0.3 parts by mass of the compound represented by formula (RM-1), 0.4 parts by mass of the compound represented by formula (RM-5), and 0.4 parts by mass of the compound represented by formula (RM-10) are added to 100 parts by mass of the liquid crystal composition LC-4, is used as Example 13.

[0827] A liquid crystal composition containing a polymerizable compound is prepared by adding 0.3 parts by mass of a compound represented by formula (RM-1), 0.5 parts by mass of a compound represented by formula (RM-2), 0.4 parts by mass of a compound represented by formula (RM-5), and 0.4 parts by mass of a compound represented by formula (RM-10) to 100 parts by mass of the liquid crystal composition LC-4 as Example 14.

[0828] A liquid crystal composition containing a polymerizable compound is prepared by adding 0.3 parts by mass of a compound represented by formula (RM-1), 0.5 parts by mass of a compound represented by formula (RM-2), 0.3 parts by mass of a compound represented by formula (RM-5), 0.3 parts by mass of a compound represented by formula (RM-10), and 0.2 parts by mass of a compound represented by formula (RM-8) to 100 parts by mass of the liquid crystal composition LC-5.

[0829] A liquid crystal composition containing a polymerizable compound is prepared by adding 0.3 parts by mass of a compound represented by formula (RM-1), 0.5 parts by mass of a compound represented by formula (RM-2), 0.3 parts by mass of a compound represented by formula (RM-5), 0.3 parts by mass of a compound represented by formula (RM-10), and 0.2 parts by mass of a compound represented by formula (RM-9) to 100 parts by mass of the liquid crystal composition LC-5.

[0830] A liquid crystal composition containing a polymerizable compound is prepared by adding 0.3 parts by mass of a compound represented by formula (RM-1), 0.3 parts by mass of a compound represented by formula (RM-2), 0.3 parts by mass of a compound represented by formula (RM-5), and 0.3 parts by mass of a compound represented by formula (RM-10) to 100 parts by mass of the liquid crystal composition LC-5 as Example 17.

[0831] A liquid crystal composition containing a polymerizable compound is prepared by adding 0.3 parts by mass of a compound represented by formula (RM-1), 0.5 parts by mass of a compound represented by formula (RM-2), 0.6 parts by mass of a compound represented by formula (RM-5), and 0.5 parts by mass of a compound represented by formula (RM-10) to 100 parts by mass of the liquid crystal composition LC-5 as Example 18.

[0832] Example 19 was a liquid crystal composition containing a polymerizable compound in which 0.3 parts by mass of the compound represented by formula (RM-1) and 0.3 parts by mass of the compound represented by formula (RM-13) were added to 100 parts by mass of liquid crystal composition LC-6.

[0833] Example 20 was a liquid crystal composition containing a polymerizable compound in which 0.4 parts by mass of the compound represented by formula (RM-17) and 0.25 parts by mass of the compound represented by formula (RM-14) were added to 100 parts by mass of liquid crystal composition LC-7.

[0834] A liquid crystal composition containing a polymerizable compound obtained by adding 0.3 parts by mass of the compound represented by formula (RM-17) and 0.3 parts by mass of the compound represented by formula (RM-15) to 100 parts by mass of liquid crystal composition LC-7 was prepared as Example 21.

[0835] Example 22 was a liquid crystal composition containing a polymerizable compound in which 0.3 parts by mass of the compound represented by formula (RM-17) and 0.7 parts by mass of the compound represented by formula (RM-16) were added to 100 parts by mass of liquid crystal composition LC-7.

[0836] A liquid crystal composition containing a polymerizable compound is prepared by adding 0.3 parts by mass of a compound represented by formula (RM-1), 0.3 parts by mass of a compound represented by formula (RM-2), 0.2 parts by mass of a compound represented by formula (RM-10), and 0.4 parts by mass of a compound represented by formula (RM-18) to 100 parts by mass of the liquid crystal composition LC-8 as Example 23.

[0837] A liquid crystal composition containing a polymerizable compound, in which 0.6 parts by mass of the compound represented by formula (RM-1), 0.4 parts by mass of the compound represented by formula (RM-18), and 0.5 parts by mass of the compound represented by formula (RM-19) are added to 100 parts by mass of the liquid crystal composition LC-8, is used as Example 24.

[0838] The solubility, V50, and vertical orientation properties of Examples 2 to 24 are shown in Tables 4, 5, and 6 below.

[0839] [Table 6]

[0840]

[0841] [Table 7]

[0842]

[0843] [Table 8]

[0844]

[0845] The solubility of Examples 2 to 24 was evaluated, and no precipitation was confirmed. V50 was evaluated, and the results confirmed that it was a sufficiently low value. Tni was above 110°C, and Tcn was below -30°C. The response speed of the liquid crystal display element using it was measured, and the results confirmed a sufficiently high-speed response. It should be noted that the measurement conditions of the response speed are that Von is 6V, Voff is 1V, and the measurement temperature is 20°C. The measurement equipment used is OPTIPRO manufactured by Shintec. In addition, it was confirmed that the voltage holding ratio (VHR) is high.

[0846] From the above, it was confirmed that the liquid crystal display elements using the liquid crystal compositions of Examples 2 to 8 exhibited excellent low-temperature storage stability, low driving voltage, fast response speed, and high VHR.

[0847] In addition, in this technology that does not require an alignment film, since there is no need to control the alignment film coating position that was required in the previous technology, a narrow frame is achieved in an actual panel with TFT. In particular, in a panel with Gate On Array (a TFT substrate in which a gate drive circuit is incorporated into a substrate), the narrow frame is excellent and can be as narrow as a few mm or less.

Claims

1. A liquid crystal composition, wherein the nematic phase-isotropic liquid phase transition temperature Tni of the liquid crystal composition is above 100°C, the dielectric constant anisotropy Δε is negative, and the liquid crystal composition contains the compound represented by the following: The liquid crystal composition further contains the following compound: 2 . The liquid crystal composition according to claim 1 , wherein a transition temperature (Tni) of the liquid crystal composition is 110° C. or higher. 3 . A liquid crystal display element using the liquid crystal composition according to claim 1 . 4 . An active matrix driven liquid crystal display element using the liquid crystal composition according to claim 1 . 5 . A VA-mode, IPS-mode, FFS-mode, PSA-mode or PSVA-mode liquid crystal display element, comprising the liquid crystal composition according to claim 1 .

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