Liquid crystal composition

By developing a polymerizable liquid crystal composition with negative dielectric constant anisotropy, the existing PSA liquid crystal composition has poor display stability, high driving voltage and slow response speed over a wide temperature range, and stable display and high-performance liquid crystal display components are achieved during outdoor use.

CN112400011BActive Publication Date: 2025-04-25SHIJIAZHUANG CHENGZHI YONGHUA DISPLAY MATERIALS CO LTD
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Patent Information

Application Number
CN201980045425.5
Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
Priority Date
2018-08-28
Filing Date
2019-07-18
Publication Date
2025-04-25
Estimated Expiration
2039-07-18

AI Technical Summary

Technical Problem

The existing PSA liquid crystal compositions show poor stability over a wide temperature range, high driving voltage, slow response speed, and poor display problems when used outdoors.

Method used

A polymerizable liquid crystal composition is developed, containing a compound of a specific general formula and a polymerizable compound, with a negative dielectric constant anisotropy and a nematic phase-isotropic liquid phase transition temperature (Tni) of 100°C or above, which can maintain stability at low temperatures and have low driving voltage, fast response speed and high VHR.

Benefits of technology

It realizes stable display over a wide temperature range, reduces driving voltage, improves response speed and VHR, and reduces poor display conditions when used outdoors.

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Abstract

The present invention provides a polymeric liquid crystal composition having a negative dielectric anisotropy, satisfying display in a wide temperature range, low voltage drivability, high-speed responsiveness, and high VHR required for a general liquid crystal composition, and having no display defects or very few display defects when formed into a liquid crystal display element. The present invention relates to a liquid crystal composition containing one or more compounds represented by the general formula (N-1) and one or more polymeric compounds; containing n N11 is an integer of 1 to 3 and at least one Z N11 is -CH 2 O-compound as the compound represented by the general formula (N-1); the nematic-isotropic liquid phase transition temperature of the liquid crystal composition is 100 °C or higher, and the dielectric anisotropy (Δε) is negative. [Chemical 1] #imgabs0#
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Description

Technical Field

[0001] The present invention relates to a liquid crystal composition and a liquid crystal display device using the same. Prior art

[0002] PSA (Polymer Sustained Alignment) type liquid crystal display devices have a structure in which a polymer structure is formed in the unit in order to control the pretilt angle of liquid crystal molecules. Due to its high-speed responsiveness and high contrast, it has been continuously developed as a liquid crystal display element (Patent Document 1).

[0003] The requirements for PSA liquid crystal compositions used in PIDs (Public Information Displays) and the like that are assumed to be used outdoors are that the nematic phase-isotropic liquid phase transition temperature (T NI ) high, solid-nematic 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 small enough.

[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, whose dielectric anisotropy (Δε) is negative, which satisfies the display in a wide temperature range, low voltage driveability, high-speed responsiveness, and high VHR required by conventional liquid crystal compositions, and has no display defects or very few display defects when made into liquid crystal display elements; and also to provide a liquid crystal display element using the liquid crystal composition.

[0009] Means for solving technical problems

[0010] The present invention provides a liquid crystal composition comprising one or more compounds selected from the compounds represented by the general formula (N-1) and one or more polymerizable compounds, wherein n N11 is an integer from 1 to 3 and at least one Z N11The compound represented by the general formula (N-1) is a compound which is -CH2O-; the nematic phase-isotropic liquid phase transition temperature (Tni) of the liquid crystal composition is above 100°C, and the dielectric constant anisotropy (Δε) is negative; the present invention also provides a liquid crystal display element using the liquid crystal composition.

[0011] [Chemistry 1]

[0012]

[0013] (Where R N11 and R N12 Each independently represents an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent -CH2- 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 (a) to (c),

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

[0018] The above group (a), group (b), and group (c) may be substituted by a cyano group, a fluorine atom, or a chlorine atom, respectively.

[0019] 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-,

[0020] n N11 and n N12 Each independently represents an integer from 0 to 3, and n N11 +n N12 is 1, 2 or 3. When there are multiple A N11 ~A N12 , Z N11 ~Z N12In the case of , they can be the same or different. )

[0021] The polymerizable liquid crystal of the present application is particularly useful as a liquid crystal display element for active matrix driving.

[0022] Effects of the Invention

[0023] By using the polymerizable liquid crystal composition of the present invention, it is possible to obtain a liquid crystal display element that can display in a wide temperature range due to its excellent low-temperature storage stability and has low driving voltage, fast response speed and high VHR, and can provide a liquid crystal display element that can fully cope with outdoor use. BRIEF DESCRIPTION OF THE DRAWINGS

[0024] [ Figure 1 ] is a diagram schematically showing an embodiment of a liquid crystal display element.

[0025] [ Figure 2 ] Figure 1 A magnified top view of the area enclosed by line I in FIG. DETAILED DESCRIPTION

[0026] The liquid crystal composition of the present invention has negative dielectric anisotropy, a nematic phase-isotropic liquid transition temperature of 100° C. or higher, and contains one or more compounds selected from the group consisting of compounds represented by the following general formula (N-1).

[0027] 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).

[0028] 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.

[0029] In the general formula (N-1), R N11 and R N12 Preferably, each independently represents an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, or an alkenyloxy group having 2 to 8 carbon atoms; preferably, it is 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; more preferably, it is an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms; further preferably, it is an alkyl group having 2 to 5 carbon atoms or an alkenyl group having 2 to 3 carbon atoms; and particularly preferably, it is an alkenyl group having 3 carbon atoms (propenyl).

[0030] In addition, when the ring structure to which it is connected is a phenyl (aromatic), it is preferably a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, and an alkenyl group having 4 to 5 carbon atoms. When the ring structure to which it is connected is a saturated ring structure such as cyclohexane, pyran, and dioxane, it is preferably a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, and an alkenyl group having 2 to 5 carbon atoms. In order to stabilize the nematic phase, the total number of carbon atoms and oxygen atoms when present is preferably 5 or less, and is preferably linear.

[0031] The alkenyl group is preferably a group represented by any one of formula (R1) to formula (R5). (The black dots in each formula represent carbon atoms in the ring structure.)

[0032] [Chemistry 2]

[0033]

[0034] When it is necessary to increase Δn, A N11 and A N12 Each of them is preferably independently aromatic, and is preferably aliphatic in order to improve the response speed. It is preferably 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,

[0035] [Chemistry 3]

[0036]

[0037] More preferably, it represents trans-1,4-cyclohexylene, 1,4-cyclohexenylene or 1,4-phenylene.

[0038] Z N11 and Z N12 Preferably, they each independently represent -CH2O-, -CF2O-, -CH2CH2-, -CF2CF2- or a single bond, more preferably -CH2O-, -CH2CH2- or a single bond, and particularly preferably -CH2O- or a single bond.

[0039] Among them, in the present invention, it is necessary to contain n N11 is an integer from 1 to 3, and at least one Z N11A compound having -CH2O- (hereinafter, also referred to as "compound (N-10)"). That is, in the present invention, in the general formula (N-1), the compound (N-10) having at least one -CH2O- linking group is an essential component. By containing this compound, a liquid crystal composition showing excellent low-temperature storage stability can be obtained, and by using this liquid crystal composition, a liquid crystal display element showing low driving voltage, fast response speed and high VHR can be obtained. Compound (N-10) is represented by the following general formula (N-10).

[0040] [Chemistry 4]

[0041]

[0042] (Where R N11 , R N12 , A N11 , A N12 , Z N11 and Z N12 have the same meanings as the symbols in the above formula (N-1),

[0043] n N110 、n N111 and n N120 Each independently represents an integer from 0 to 2, and n N110 +n N111 is 0, 1, or 2, n N110 +n N111 +n N120 is 0, 1 or 2. When there are multiple A N11 and Z N11 In the case of , they can be the same or different. )

[0044] The composition of the present invention contains compound (N-10) as the compound represented by formula (N-1), and preferably further contains a compound represented by formula (N-1) other than compound (N-10).

[0045] In the compounds represented by the formula (N-1) other than the compound (N-10), 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.

[0046] In the present application, % means mass % unless otherwise specified.

[0047] The preferred lower limit of the content of compound (N-10) 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%.

[0048] 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%.

[0049] When the viscosity of the composition of the present invention is maintained as a relatively low, fast composition requiring a response speed, it is preferably that 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, it is preferably that 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, it is preferably that the above-mentioned lower limit is high and the upper limit is high.

[0050] As compound (N-10), compounds represented by the following general formulae (N-10a) to (N-10b) are mentioned as preferred compounds.

[0051] [Chemistry 5]

[0052]

[0053] (Where R N11 and R N12 Represents the same as R in the general formula (N-1) N11 and R N12 Same meaning, n Na110 Indicates 1 or 2, n Na120 Indicates 1 or 2. )

[0054] More specifically, the compound represented by the general formula (N-10) is preferably a compound selected from the group consisting of compounds represented by the general formulae (N-1-10) to (N-1-11) and (N-1-20) to (N-1-21) described below.

[0055] 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-1c), (N-1e), and (N-1g).

[0056] [Chemistry 6]

[0057]

[0058] (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 Ne11 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 in the molecule represents ethylene, and multiple A in the molecule Ne11 , Z Ne11 , and / or A Ng11 Can be the same or different.)

[0059] More specifically, the compound represented by the general formula (N-1) is preferably a compound selected from the group of compounds represented by the general formulae (N-1-1) to (N-1-21). Among them, the group of compounds represented by the general formulae (N-1-10) to (N-1-11) and (N-1-20) to (N-1-21) is equivalent to the compound (N-10).

[0060] The compound represented by the general formula (N-1-1) is the following compound.

[0061] [Chemistry 7]

[0062]

[0063] (Where R N111 and R N112 Each independently represents the same as R in the general formula (N-1) N11 and R N12 Same meaning.)

[0064] 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 It is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and is preferably an ethoxy group or a butoxy group.

[0065] 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.

[0066] 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.

[0067] 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%.

[0068] 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-1-1.23), 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).

[0069] [Chemistry 8]

[0070]

[0071] 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.

[0072] The compounds represented by the general formula (N-1-2) are the following compounds.

[0073] [Chemistry 9]

[0074]

[0075] (Where R N121 and R N122 Each independently represents the same as R in the general formula (N-1) N11 and R N12 Same meaning.)

[0076] R N121 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 or a pentyl group. N122 It is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and is preferably a methyl group, a propyl group, a methoxy group, an ethoxy group, or a propoxy group.

[0077] 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.

[0078] 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.

[0079] 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%.

[0080] 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 compound represented by formula (N-1-2.3) to formula (N-1-2.7) is 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.

[0081] [Chemistry 10]

[0082]

[0083] 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.

[0084] The compound represented by the general formula (N-1-3) is the following compound.

[0085] [Chemistry 11]

[0086]

[0087] (Where R N131 and R N132 Each independently represents the same as R in the general formula (N-1) N11 and R N12 Same meaning.)

[0088] 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 It is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 3 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and is preferably a 1-propenyl group, an ethoxy group, a propoxy group, or a butoxy group.

[0089] 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.

[0090] 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.

[0091] 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%.

[0092] 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).

[0093] [Chemistry 12]

[0094]

[0095] 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 a 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). The preferred lower limits of the content of these 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.

[0096] The compound represented by the general formula (N-1-4) is the following compound.

[0097] [Chemistry 13]

[0098]

[0099] (Where R N141 and R N142 Each independently represents the same as R in the general formula (N-1) N11 and R N12 Same meaning.)

[0100] R N141 and R N142 Preferably, each independently represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and is preferably a methyl group, a propyl group, an ethoxy group, or a butoxy group.

[0101] 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.

[0102] 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.

[0103] 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%.

[0104] 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).

[0105] [Chemistry 14]

[0106]

[0107] 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.

[0108] The compounds represented by the general formula (N-1-5) are the following compounds.

[0109] [Chemistry 15]

[0110]

[0111] (Where R N151 and R N152 Each independently represents the same as R in the general formula (N-1) N11 and R N12 Same meaning.)

[0112] R N151 and R N152 Preferably, each independently represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and is preferably an ethyl group, a propyl group, or a butyl group.

[0113] 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.

[0114] 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.

[0115] 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%.

[0116] 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), and is preferably a compound represented by formula (N-1-5.1), formula (N-1-5.2) and formula (N-1-5.4).

[0117] [Chemistry 16]

[0118]

[0119] 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 preferred lower limits of the content 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 preferred upper limits of the content are 35%, 33%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, and 13% relative to the total amount of the composition of the present invention.

[0120] The compound represented by the general formula (N-1-10) is the following compound.

[0121] [Chemistry 17]

[0122]

[0123] (Where R N1101 and R N1102 Each independently represents the same as R in the general formula (N-1) N11 and R N12 Same meaning.)

[0124] 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 It is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and is preferably an ethoxy group, a propoxy group, or a butoxy group.

[0125] 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.

[0126] 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.

[0127] 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 1%, 2%, 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%, 8%.

[0128] 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).

[0129] [Chemistry 18]

[0130]

[0131] The compounds represented by formula (N-1-10.1) and formula (N-1-10.2) can be used alone or in combination. The lower limit of the preferred content of the compounds alone or in combination is 2%, 5%, 10%, 13%, 15%, 17%, 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%, 10%, 8% relative to the total amount of the composition of the present invention.

[0132] The compound represented by the general formula (N-1-11) is the following compound.

[0133] [Chemistry 19]

[0134]

[0135] (Where R N1111 and R N1112 Each independently represents the same as R in the general formula (N-1) N11 and R N12 Same meaning.)

[0136] 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 It is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and is preferably an ethoxy group, a propoxy group, or a butoxy group.

[0137] 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.

[0138] 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.

[0139] 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%, 25%, 30%. The preferred upper limit of the content relative to the total amount of the composition of the present invention is 50%, 45%, 40%, 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%.

[0140] 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).

[0141] [Chemistry 20]

[0142]

[0143] The compounds represented by formula (N-1-11.2) and formula (N-1-11.4) can be used alone or in combination. The lower limit of the preferred content of the compounds alone or in combination is 5%, 10%, 13%, 15%, 17%, 20%, 25%, 30% relative to the total amount of the composition of the present invention. The upper limit of the preferred content is 50%, 45%, 40%, 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13% relative to the total amount of the composition of the present invention.

[0144] The compound represented by the general formula (N-1-12) is the following compound.

[0145] [Chemistry 21]

[0146]

[0147] (Where R N1121 and R N1122 Each independently represents the same as R in the general formula (N-1) N11 and R N12 Same meaning.)

[0148] 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. N1122 It is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and is preferably an ethoxy group, a propoxy group, or a butoxy group.

[0149] 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.

[0150] 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.

[0151] 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%.

[0152] The compound represented by the general formula (N-1-13) is the following compound.

[0153] [Chemistry 22]

[0154]

[0155] (Where R N1131 and R N1132 Each independently represents the same as R in the general formula (N-1) N11 and R N12 Same meaning.)

[0156] 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 It is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and is preferably an ethoxy group, a propoxy group, or a butoxy group.

[0157] 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.

[0158] 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.

[0159] 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%.

[0160] The compound represented by the general formula (N-1-14) is the following compound.

[0161] [Chemistry 23]

[0162]

[0163] (Where R N1141 and R N1142Each independently represents the same as R in the general formula (N-1) N11 and R N12 Same meaning.)

[0164] 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 It is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and is preferably an ethoxy group, a propoxy group, or a butoxy group.

[0165] 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.

[0166] 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.

[0167] 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 is 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13% relative to the total amount of the composition of the present invention.

[0168] The compound represented by the general formula (N-1-15) is the following compound.

[0169] [Chemistry 24]

[0170]

[0171] (Where R N1151 and R N1152 Each independently represents the same as R in the general formula (N-1) N11 and R N12 Same meaning.)

[0172] 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. N1152It is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and is preferably an ethoxy group, a propoxy group, or a butoxy group.

[0173] 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.

[0174] 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.

[0175] 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%.

[0176] The compound represented by the general formula (N-1-16) is the following compound.

[0177] [Chemistry 25]

[0178]

[0179] (Where R N1161 and R N1162 Each independently represents the same as R in the general formula (N-1) N11 and R N12 Same meaning.)

[0180] 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 It is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and is preferably an ethoxy group, a propoxy group, or a butoxy group.

[0181] 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.

[0182] 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.

[0183] 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 is 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13% relative to the total amount of the composition of the present invention.

[0184] The compound represented by the general formula (N-1-17) is the following compound.

[0185] [Chemistry 26]

[0186]

[0187] (Where R N1171 and R N1172 Each independently represents the same as R in the general formula (N-1) N11 and R N12 Same meaning.)

[0188] 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 It is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and is preferably an ethoxy group, a propoxy group, or a butoxy group.

[0189] 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.

[0190] 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.

[0191] 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 is 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13% relative to the total amount of the composition of the present invention.

[0192] The compound represented by the general formula (N-1-18) is the following compound.

[0193] [Chemistry 27]

[0194]

[0195] (Where R N1181 and R N1182 Each independently represents the same as R in the general formula (N-1) N11 and R N12 Same meaning.)

[0196] 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 It is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and is preferably an ethoxy group, a propoxy group, or a butoxy group.

[0197] 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.

[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-1-18) 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%.

[0200] 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).

[0201] [Chemistry 28]

[0202]

[0203] The compound represented by the general formula (N-1-20) is the following compound.

[0204] [Chemistry 29]

[0205]

[0206] (Where R N1201 and R N1202 Each independently represents the same as R in the general formula (N-1) N11 and R N12 Same meaning.)

[0207] R N1201 and R N1202 Preferably, each independently is 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.

[0208] 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.

[0209] 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.

[0210] 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 is 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13% relative to the total amount of the composition of the present invention.

[0211] The compound represented by the general formula (N-1-21) is the following compound.

[0212] [Chemistry 30]

[0213]

[0214] (Where R N1211 and R N1212 Each independently represents the same as R in the general formula (N-1) N11 and R N12 Same meaning.)

[0215] R N1211 and R N1212 Preferably, each independently is 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.

[0216] 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.

[0217] 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.

[0218] 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 is 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13% relative to the total amount of the composition of the present invention.

[0219] The compound represented by the general formula (N-1-22) is the following compound.

[0220] [Chemistry 31]

[0221]

[0222] (Where R N1221 and R N1222 Each independently represents the same as R in the general formula (N-1) N11 and R N12 Same meaning.)

[0223] R N1221 and R N1222 Preferably, each independently is 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.

[0224] 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.

[0225] 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.

[0226] The preferred lower limit of the content of the compound represented by formula (N-1-22) 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%.

[0227] 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).

[0228] [Chemistry 32]

[0229]

[0230] The liquid crystal composition of the present invention preferably further contains one or more compounds represented by the general formula (L). The compound represented by the general formula (L) is equivalent to a compound having a dielectric property that is almost neutral (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 does not contain polar groups such as halogens.

[0231] [Chemistry 33]

[0232]

[0233] (Where R L1 and R L2 Each independently represents an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent -CH2- groups in the alkyl group may be independently substituted by -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-,

[0234] n L1 represents 0, 1, 2 or 3,

[0235] A L1 , A L2 and A L3 Each independently represents a group selected from the group consisting of the following groups (a) to (c),

[0236] (a) 1,4-cyclohexylene (one -CH2- or two or more non-adjacent -CH2- groups in this group may be substituted with -O-.)

[0237] (b) 1,4-phenylene (one -CH= or two or more non-adjacent -CH= groups in the group may be substituted with -N=.) and

[0238] (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=.)

[0239] The above-mentioned groups (a), (b) and (c) may be substituted by cyano groups, fluorine atoms or chlorine atoms, respectively and independently.

[0240] 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-,

[0241] n L1 There are multiple A's for 2 or 3 L2 When they are the same or different, n L1 There are multiple Zs for 2 or 3 L3 When (N-1), (N-2) and (N-3) are used, they may be the same or different, except for the compounds represented by (N-1), (N-2) and (N-3).

[0242] 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.

[0243] 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.

[0244] 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%.

[0245] When the viscosity of the composition of the present invention is maintained as a relatively low, fast composition requiring a response speed, it is preferably that 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, it is preferably that the above-mentioned lower limit is high and the upper limit is high. In addition, when the driving voltage is maintained as relatively low and the dielectric anisotropy is increased, it is preferably that the above-mentioned lower limit is low and the upper limit is low.

[0246] When reliability is important, R is preferred. L1 and R L2 All of them 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 them is preferably an alkenyl group.

[0247] 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.

[0248] About R L1 and RL2 When the ring structure to which it is connected is a phenyl (aromatic), it is preferably a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, and an alkenyl group having 4 to 5 carbon atoms. When the ring structure to which it is connected is a saturated ring structure such as cyclohexane, pyran, and dioxane, it is preferably a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, and an alkenyl group having 2 to 5 carbon atoms. In order to stabilize the nematic phase, the total number of carbon atoms and oxygen atoms when present is preferably 5 or less, and is preferably linear.

[0249] The alkenyl group is preferably a group represented by any one of formula (R1) to formula (R5). (The black dots in each formula represent carbon atoms in the ring structure.)

[0250] [Chemistry 34]

[0251]

[0252] About n L1 When the response speed is emphasized, it is preferably 0, and in order to improve the upper limit temperature of the nematic phase, it is preferably 2 or 3, and in order to achieve a balance between them, it is preferably 1. In addition, in order to satisfy the characteristics required as a composition, it is preferred to combine compounds with different values.

[0253] 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 preferably each independently 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,

[0254] [Chemistry 35]

[0255]

[0256] More preferably, it represents trans-1,4-cyclohexylene or 1,4-phenylene.

[0257] About Z L1 and Z L2 , when response speed is important, a single key is preferred.

[0258] In the compound represented by the general formula (L), the number of halogen atoms in the molecule is preferably 0 or 1.

[0259] 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).

[0260] The compound represented by the general formula (L-1) is the following compound.

[0261] [Chemistry 36]

[0262]

[0263] (Where R L11 and R L12 Each independently represents R in the general formula (L) L1 and R L2 Same meaning.)

[0264] 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.

[0265] 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.

[0266] 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.

[0267] When the viscosity of the composition of the present invention is maintained as a relatively low, fast composition requiring a response speed, it is preferably that 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, it is preferably that the above-mentioned lower limit is centered and the upper limit is centered. In addition, when the driving voltage is maintained as relatively low and the dielectric anisotropy is increased, it is preferably that the above-mentioned lower limit is low and the upper limit is low.

[0268] 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).

[0269] [Chemistry 37]

[0270]

[0271] (Where R L12 has the same meaning as in the general formula (L-1).

[0272] 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).

[0273] [Chemistry 38]

[0274]

[0275] 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%.

[0276] 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).

[0277] [Chemistry 39]

[0278]

[0279] (Where R L12 has the same meaning as in the general formula (L-1).

[0280] 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.

[0281] 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, it is not preferred to set the content of the compounds represented by formula (L-1-2.3) and formula (L-1-2.4) to 30% or more.

[0282] [Chemistry 40]

[0283]

[0284] 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.

[0285] The preferred lower limit of the total content 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 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.

[0286] 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).

[0287] [Chemistry 41]

[0288]

[0289] (Where 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.

[0290] R L13 and R L14Preferred 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.

[0291] 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.

[0292] 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), and is preferably a compound represented by formula (L-1-3.1), formula (L-1-3.3) or formula (L-1-3.4). In particular, the compound represented by formula (L-1-3.1) 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, it is not preferred that 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-1-3.13) is set to 20% or more.

[0293] [Chemistry 42]

[0294]

[0295] 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 is 20%, 17%, 15%, 13%, 10%, 8%, 7%, 6% relative to the total amount of the composition of the present invention.

[0296] 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).

[0297] [Chemistry 43]

[0298]

[0299] (Where R L15 and RL16 Each independently represents an alkyl group having 1 to 8 carbon atoms or an alkoxy group having 1 to 8 carbon atoms.

[0300] 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.

[0301] 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%.

[0302] 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%.

[0303] Furthermore, the compounds represented by general formula (L-1-4) and (L-1-5) are preferably compounds selected from the group of compounds represented by formula (L-1-4.1) to formula (L-1-5.3), and are preferably compounds represented by formula (L-1-4.2) or formula (L-1-5.2).

[0304] [Chemistry 44]

[0305]

[0306] 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 is 20%, 17%, 15%, 13%, 10%, 8%, 7%, 6% relative to the total amount of the composition of the present invention.

[0307] 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).

[0308] 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).

[0309] [Chemistry 45]

[0310]

[0311] (Where R L17 and R L18 Each independently represents a methyl group or a hydrogen atom. )

[0312] 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.

[0313] 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).

[0314] [Chemistry 46]

[0315]

[0316] The compound represented by the general formula (L-2) is the following compound.

[0317] [Chemistry 47]

[0318]

[0319] (Where R L21 and R L22 Each independently represents R in the general formula (L) L1 and R L2 Same meaning.)

[0320] R L21 It is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and 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.

[0321] 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.

[0322] 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.

[0323] 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%.

[0324] Furthermore, the compound represented by the general formula (L-2) is preferably a compound selected from the group of compounds represented by formulas (L-2.1) to (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).

[0325] [Chemistry 48]

[0326]

[0327] The compound represented by the general formula (L-3) is the following compound.

[0328] [Chemistry 49]

[0329]

[0330] (Where R L31 and R L32 Each independently represents R in the general formula (L) L1 and R L2 Same meaning.)

[0331] R L31 and R L32 Preferably, each independently 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-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.

[0333] 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%.

[0334] 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.

[0335] 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).

[0336] [Chemistry 50]

[0337]

[0338] The compound represented by the general formula (L-4) is the following compound.

[0339] [Chemistry 51]

[0340]

[0341] (Where R L41 and R L42 Each independently represents R in the general formula (L) L1 and R L2 Same meaning.)

[0342] R L41 It is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and R L42 It 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.)

[0343] 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.

[0344] 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.

[0345] 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%.

[0346] 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).

[0347] [Chemistry 52]

[0348]

[0349] 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%.

[0350] 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%.

[0351] 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).

[0352] [Chemistry 53]

[0353]

[0354] 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).

[0355] 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%.

[0356] When containing both the compound represented by formula (L-4.4) and the compound represented by formula (L-4.5), the preferred lower limit of the content of the two compounds relative to the total amount of the composition of the present invention is 15%, 19%, 24%, 30%, and the preferred upper limit is 45%, 40%, 35%, 30%, 25%, 23%, 20%, 18%, 15%, 13%.

[0357] The compound represented by general formula (L-4) is preferably a compound represented by formula (L-4.7) to formula (L-4.10), and is particularly preferably a compound represented by formula (L-4.9).

[0358] [Chemistry 54]

[0359]

[0360] The compound represented by the general formula (L-5) is the following compound.

[0361] [Chemistry 55]

[0362]

[0363] (Where R L51 and R L52 Each independently represents R in the general formula (L) L1 and R L2 Same meaning.)

[0364] R L51 It is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and 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.

[0365] 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.

[0366] 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.

[0367] 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%.

[0368] 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).

[0369] 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%.

[0370] [Chemistry 56]

[0371]

[0372] The compound represented by general formula (L-5) is preferably a compound represented by formula (L-5.3) or formula (L-5.4).

[0373] 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%.

[0374] [Chemistry 57]

[0375]

[0376] The compound represented by the 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).

[0377] 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%.

[0378] [Chemistry 58]

[0379]

[0380] The compound represented by the general formula (L-6) is the following compound.

[0381] [Chemistry 59]

[0382]

[0383] (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. )

[0384] R L61 and R L62 Preferably, each independently represents an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and X L61 and X L62 One of them is a fluorine atom and the other is a hydrogen atom.

[0385] 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.

[0386] 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.

[0387] The compound represented by general formula (L-6) is preferably a compound represented by formula (L-6.1) to formula (L-6.9).

[0388] [Chemistry 60]

[0389]

[0390] The types of compounds that can be combined are not particularly limited, and it is preferred to contain 1 to 3 of these compounds, and more preferably 1 to 4. In addition, the wide 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 them, 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).

[0391] 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 them, a compound represented by the formula (L-6.11) is preferred.

[0392] [Chemistry 61]

[0393]

[0394] 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%.

[0395] The compound represented by the general formula (L-7) is the following compound.

[0396] [Chemistry 62]

[0397]

[0398] (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 also 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. )

[0399] In the formula, R L71 and R L72 Preferably, each of A and A is 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 independently is 1,4-cyclohexylene or 1,4-phenylene, A L71 and A L72 The hydrogen atoms on Z can also be replaced by fluorine atoms independently. L71 Preferably it is a single bond or -COO-, preferably a single bond, X L71 and X L72 Preferred is a hydrogen atom.

[0400] 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.

[0401] 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.

[0402] 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%.

[0403] 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.

[0404] 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).

[0405] [Chemistry 63]

[0406]

[0407] 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).

[0408] [Chemistry 64]

[0409]

[0410] 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).

[0411] [Chemistry 65]

[0412]

[0413] 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).

[0414] [Chemistry 66]

[0415]

[0416] 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) and / or formula (L-7.42).

[0417] [Chemistry 67]

[0418]

[0419] Furthermore, the compound represented by general formula (L-7) is preferably a compound represented by formula (L-7.51) to formula (L-7.53).

[0420] [Chemistry 68]

[0421]

[0422] 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%.

[0423] The preferred lower limit of the total content of the compounds represented by the general formula (N-1) and the general formula (L) 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%.

[0424] 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.

[0425] 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.

[0426] 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 even more preferably substantially free of the compound, relative to the total mass of the composition.

[0427] It is preferred to increase the content of compounds whose intramolecular ring structures are all 6-membered rings. It is preferred to set the content of compounds whose intramolecular ring structures are all 6-membered rings to 80% or more, more preferably to 90% or more, and further preferably to 95% or more, and it is most preferred that the composition is substantially composed only of compounds whose intramolecular ring structures are all 6-membered rings.

[0428] In order to suppress the deterioration caused by oxidation of the composition, it is preferred to reduce the content of the compound having a cyclohexenylene group as a ring structure. The content of the compound having a cyclohexenylene group is preferably set to 10% or less, preferably 8% or less, more preferably 5% or less, preferably 3% or less, and further preferably substantially free of the compound.

[0429] When emphasis is placed on improvement in viscosity and Tni, it is preferred to reduce the content of the compound having a 2-methylbenzene-1,4-diyl group in the molecule in which a hydrogen atom may be substituted with a halogen. The content of the compound having a 2-methylbenzene-1,4-diyl group in the molecule is preferably set to 10% or less, preferably 8% or less, more preferably 5% or less, preferably 3% or less, and further preferably substantially free of the compound.

[0430] In the present application, “substantially free of content” means that the content does not contain any substance other than substances that are unintentionally contained.

[0431] When the compound contained in the composition of the present invention has an alkenyl group as a side chain, when the above alkenyl group is connected to cyclohexane, the number of carbon atoms of the alkenyl group is preferably 2 to 5, and when the above 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 above alkenyl group is preferably not directly connected to benzene.

[0432] 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, preferably 18. The upper limit is preferably 18, and is 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 reducing power consumption is important, 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.

[0433] The composition of the present invention preferably further contains a polymerizable compound (hereinafter, sometimes referred to as a "polymerizable monomer"). The polymerizable compound is preferably a compound represented by the following general formula (P). In addition, it is preferred to contain one or more polymerizable monomers.

[0434] [Chemistry 69]

[0435]

[0436] (In the above general formula (P), R p1represents a hydrogen atom, a fluorine atom, a cyano group, a hydrogen atom, an alkyl group having 1 to 15 carbon atoms in which the hydrogen atom may be substituted by a halogen atom, an alkoxy group having 1 to 15 carbon atoms in which the hydrogen atom may be substituted by a halogen atom, an alkenyl group having 1 to 15 carbon atoms in which the hydrogen atom may be substituted by a halogen atom, an alkenyloxy group having 1 to 15 carbon atoms in which the hydrogen atom may be substituted by a halogen atom, or -Sp p2 -P p2 ,

[0437] P p1 and P p2 Each independently represents the general formula (P p1 -1)~Formula(P p1 -9) any one of the following,

[0438] [Chemistry 70]

[0439]

[0440] (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 may be the same or different),

[0441] Sp p1 and Sp p2 Each independently represents a single bond or a spacer,

[0442] 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-CRZP1 =CH-COO-, -OCO-CR ZP1 =CH-OCO-, -(CH2)2-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. ),

[0443] A p2 represents 1,4-phenylene, 1,4-cyclohexylene, anthracene-2,6-diyl, phenanthrene-2,7-diyl, pyridine-2,5-diyl, pyrimidine-2,5-diyl, naphthalene-2,6-diyl, indan-2,5-diyl, 1,2,3,4-tetrahydronaphthalene-2,6-diyl or 1,3-dioxane-2,5-diyl, p2 unsubstituted or substituted by an alkyl group having 1 to 12 carbon atoms, a halogenated alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a halogenated alkoxy group having 1 to 12 carbon atoms, a halogen atom, a cyano group, a nitro group or -Sp p2 -P p2 replace,

[0444] Among them, in the following m p2 is 0 and m described later p1 When it is 2 or more, or m described later p3 is 0 and m described later p4 When it is 2 or more, the above A p2 At any position of each group, there is further p1 or m p4 The connection key,

[0445] A p1 Indicates (A p1 -11)~(A p1 -19) represented by a group,

[0446] [Chemistry 71]

[0447]

[0448] (In the formula, between ★ and Sp p1 or Z p1 Connect with Z p1One or more hydrogen atoms in the structure may be alkyl groups having 1 to 12 carbon atoms, halogenated alkyl groups having 1 to 12 carbon atoms, alkoxy groups having 1 to 12 carbon atoms, halogenated alkoxy groups having 1 to 12 carbon atoms, halogen atoms, cyano groups, nitro groups, or -Sp p2 -P p2 replace.),

[0449] A p3 Indicates (A p3 -11)~(A p3 -19) represented by a group,

[0450] [Chemistry 72]

[0451]

[0452] (In the formula, between ★ and Z p2 Connect with R p1 or Z p2 One or more hydrogen atoms in the structure may be alkyl groups having 1 to 12 carbon atoms, halogenated alkyl groups having 1 to 12 carbon atoms, alkoxy groups having 1 to 12 carbon atoms, halogenated alkoxy groups having 1 to 12 carbon atoms, halogen atoms, cyano groups, nitro groups, or -Sp p2 -P p2 replace.),

[0453] m p2 and m p3 Each independently represents 0, 1, 2 or 3, m p1 and m p4 Each independently represents 1, 2 or 3. There are multiple P in the molecule. p1 、Sp p1 , A p1 , Z p1 , Z p2 , A p3 and / or R p1 In the case of , they can be the same or different. )

[0454] In the general formula (P) of the present invention, R p1 Preferably -Sp p2 -P p2 .

[0455] P p1 and P p2 Preferably, they are independently p1 -1)~Formula(P p1 -3), preferably (P p1 -1).

[0456] R p11 and R p12Each independently preferably is a hydrogen atom or a methyl group.

[0457] m p1 +m p4 It is preferably 2 or more, and preferably 2 or 3.

[0458] Z p1 and Z p2 Preferably, 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-, -CO O-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- or -C≡C- exists in the molecule 2-COO-, -(CH2)2-OCO-, -OCO-(CH2)2-, -CH=CH-COO-, -COO-CH=CH-, -OCOCH=CH-, -COO-(CH2)2- or -C≡C- and the others are all single bonds. Preferably, there is only one -OCH2-, -CH2O-, -C2H4-, -COO- or -OCO- in the molecule and the others are all single bonds, preferably all are single bonds.

[0459] In addition, it is preferred that Z present in the molecule 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.

[0460] Spp1 and Sp p2 Each independently represents a single bond or an alkylene group having 1 to 30 carbon atoms, the -CH2- in the alkylene group may 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 atom in the alkylene group may be replaced by a halogen atom, and is preferably a straight-chain alkylene group having 1 to 10 carbon atoms or a single bond.

[0461] A p2 Preferably, 1,4-phenylene, 1,4-cyclohexylene, anthracene-2,6-diyl, phenanthrene-2,7-diyl, or naphthalene-2,6-diyl is selected, and preferably 1,4-phenylene, 1,4-cyclohexylene, phenanthrene-2,7-diyl, or naphthalene-2,6-diyl is selected, and in m p2 +m p3 When m is 0, it is preferably phenanthrene-2,7-diyl. p2 +m p3 When A is 1, 2 or 3, it is preferably 1,4-phenylene or 1,4-cyclohexylene. In order to improve the compatibility with the liquid crystal compound, A p2 One or two or more hydrogen atoms in the structure may be substituted by a methyl group, an ethyl group, a methoxy group, an ethoxy group or a fluorine atom.

[0462] A p1 Preferably, the formula (A p1 -15)、(A p1 -16)、(A p1 -17) or (A p1 -18). In order to improve the compatibility with liquid crystal compounds, A p1 One or two or more hydrogen atoms in the structure may be substituted by a methyl group, an ethyl group, a methoxy group, an ethoxy group or a fluorine atom.

[0463] A p3 Preferably, the formula (A p1 -14)、(A p1 -15)、(A p1 -16)、(A p1 -17) or (A p1 -18). In order to improve the compatibility with liquid crystal compounds, A p3 One or two or more hydrogen atoms in the structure may be substituted by a methyl group, an ethyl group, a methoxy group, an ethoxy group or a fluorine atom.

[0464] m p2 +m p3 Preferably it is 0, 1, 2 or 3, preferably 1 or 2.

[0465] Regarding the total content of the compounds represented by the general formula (P), relative to the composition containing the compounds represented by the general formula (P) of the present application, it preferably contains 0.05 to 10%, preferably contains 0.1 to 8%, preferably contains 0.1 to 5%, preferably contains 0.1 to 3%, preferably contains 0.2 to 2%, preferably contains 0.2 to 1.3%, preferably contains 0.2 to 1%, preferably contains 0.2 to 0.56%.

[0466] 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%, and 0.3% relative to the composition containing the compounds represented by the general formula (P) of the present application.

[0467] The preferred upper limit value 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%, and 0.5% relative to the composition containing the compounds represented by the general formula (P) of the present application.

[0468] If the content is too low, the effect of adding the compound represented by the general formula (P) is difficult to be manifested, and the alignment control force of the liquid crystal composition is weak, or the alignment control force weakens over time. If it is too high, the amount remaining after curing increases, the curing takes time, and the reliability of the liquid crystal decreases. Therefore, the content is set in consideration of the balance between them.

[0469] The compound represented by the general formula (P) is preferably a compound represented by the general formula (P-1), the general formula (P-2), the general formula (P-3), and the general formula (P-4).

[0470] [Chemistry 73]

[0471]

[0472] (Where P p11 , P p12 , P p21 , P p22 , P p31 , P p32 , P p41 and P p42 Each independently represents P in the general formula (P) p1 The same meaning,

[0473] Sp p11 、Sp p12 、Sp p21 、Sp p22 、Sp p31 、Sp p32, SP p41 and SP p42 Each independently represents Sp in the general formula (P) p1 The same meaning,

[0474] A p11 , A p12 , A p13 , A p21 , A p22 , A p23 , A p32 and A p42 each independently represents 1,4-phenylene, 1,4-cyclohexylene, anthracene-2,6-diyl, phenanthrene-2,7-diyl, pyridine-2,5-diyl, pyrimidine-2,5-diyl, naphthalene-2,6-diyl, indan-2,5-diyl, 1,2,3,4-tetrahydronaphthalene-2,6-diyl or 1,3-dioxane-2,5-diyl, p11 , A p12 , A p13 , A p21 , A p22 , A p23 , A p32 and A p42 Each of the following is independently unsubstituted or may be substituted with an alkyl group having 1 to 12 carbon atoms, a halogenated alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a halogenated alkoxy group having 1 to 12 carbon atoms, a halogen atom, a cyano group, a nitro group or -Sp in the general formula (P) p2 -P p2 replace,

[0475] A p41 A of the general formula (P) p1 The same meaning,

[0476] A p43 Indicates that A in the general formula (P) p3 The same meaning,

[0477] Z p21 , Z p22 , Z p41 and Z p42 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)2-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 a plurality of R ZP1 In the case of Z, they may be the same or different), but the Z present in the molecule p21 and Z p22 At least one of represents a group other than a single bond. )

[0478] P p11 , P p12 , P p21 , P p22 , P p31 , P p32 , P p41 and P p42 Preferably, they are independently p1 Similarly, for the formula (P p1 -1)~Formula(P p1 -3), preferably (P p1 -1), R p11 and R p12 Preferably, they are each independently a hydrogen atom or a methyl group.

[0479] Sp p11 、Sp p12 、Sp p21 、Sp p22 、Sp p31 、Sp p32 、Sp p41 and Sp p42 Each independently represents a single bond or an alkylene group having 1 to 30 carbon atoms, the -CH2- in the alkylene group may 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 atom in the alkylene group may be replaced by a halogen atom, and is preferably a straight-chain alkylene group having 1 to 10 carbon atoms or a single bond.

[0480] A p11 , A p12 , A p13 , A p21 , A p22 , A p23 , A p32 and A p42 Preferably, 1,4-phenylene, 1,4-cyclohexylene, anthracene-2,6-diyl, phenanthrene-2,7-diyl or naphthalene-2,6-diyl are independently selected, and preferably 1,4-phenylene, 1,4-cyclohexylene, phenanthrene-2,7-diyl or naphthalene-2,6-diyl are selected. In general formulas (P-1) and (P-2), preferably, 1,4-phenylene or 1,4-cyclohexylene is independently selected, and in order to improve the compatibility with the liquid crystal compound, one or more hydrogen atoms in its structure may be substituted with a methyl group, an ethyl group, a methoxy group, an ethoxy group or a fluorine atom. In general formula (P-3), preferably, phenanthrene-2,7-diyl is selected, and in order to improve the compatibility with the liquid crystal compound, one or more hydrogen atoms in its structure may be substituted with a methyl group, an ethyl group, a methoxy group, an ethoxy group or a fluorine atom.

[0481] Z p21Preferred are single bonds, -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-(CH 2) 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, there is only one -OCH2-, -CH2O-, -C2H4-, -COO- or -OCO- in the molecule and all the others are single bonds. Preferably, all are single bonds.

[0482] In addition, Z present in the molecule is preferably p21 Only one of them is a linking group selected from the group consisting of -(CH2)2-COO-, -(CH2)2-OCO-, -O-CO-(CH2)2-, and -COO-(CH2)2-, and the others are single bonds.

[0483] Preferred examples of the compound represented by the general formula (P-1) according to the present invention include polymerizable compounds represented by the following formulas (P-1-1) to (P-1-46).

[0484] [Chemistry 74]

[0485]

[0486] [Chemistry 75]

[0487]

[0488] [Chemistry 76]

[0489]

[0490] [Chemistry 77]

[0491]

[0492] [Chemistry 78]

[0493]

[0494] (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.)

[0495] Preferred examples of the compound represented by the general formula (P-2) according to the present invention include polymerizable compounds represented by the following formulas (P-2-1) to (P-2-12).

[0496] [Chemistry 79]

[0497]

[0498] (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.)

[0499] Preferred examples of the compound represented by the general formula (P-3) according to the present invention include polymerizable compounds represented by the following formulas (P-3-1) to (P-3-15).

[0500] [Chemistry 80]

[0501]

[0502] [Chemistry 81]

[0503]

[0504] (Where P p31 , Pp32 、Sp p31 and Sp p32 Indicates that P in the general formula (P-3) p31 , P p32 、Sp p31 and Sp p32 Same meaning.)

[0505] Preferred examples of the compound represented by the general formula (P-4) according to the present invention include polymerizable compounds represented by the following formulas (P-4-1) to (P-4-15).

[0506] [Chemistry 82]

[0507]

[0508] [Chemistry 83]

[0509]

[0510] [Chemistry 84]

[0511]

[0512] [Chemistry 85]

[0513]

[0514] (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.)

[0515] The composition of the present invention may further contain one or more compounds (Q) as additives in order to improve reliability. The compound (Q) preferably has the following structure.

[0516] [Chemistry 86]

[0517]

[0518] (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 substituted by -O-, -CH=CH-, -CO-, -OCO-, -COO-, -C≡C-, -CF2O-, -OCF2- in a manner that the oxygen atom is not directly adjacent, and is connected to other structures at *. )

[0519] 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 can 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. It is preferably a straight-chain alkyl group, 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-, and it is further preferably a straight-chain alkyl 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-. M Q It represents a trans-1,4-cyclohexylene group, a 1,4-phenylene group or a single bond, and is preferably a trans-1,4-cyclohexylene group or a 1,4-phenylene group.

[0520] More specifically, compound (Q) is preferably a compound represented by the following general formula (Qa) to general formula (Qd).

[0521] [Chemistry 87]

[0522]

[0523] In the formula, R Q1 Preferably, it is a linear or branched alkyl group having 1 to 10 carbon atoms, Q2 Preferably, it is a linear or branched alkyl group having 1 to 20 carbon atoms, Q3 It is preferably a straight-chain alkyl group, a branched-chain alkyl group, a straight-chain alkoxy group or a branched-chain alkoxy group having 1 to 8 carbon atoms, Q It is preferably a linear or branched alkylene group having a carbon number 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.

[0524] The composition of the present invention preferably contains one or two compounds represented by the general formula (Q), more preferably one to five compounds, and the content thereof is preferably 0.001 to 1%, more preferably 0.001 to 0.1%, particularly preferably 0.001 to 0.05%.

[0525] Furthermore, as the antioxidant or light stabilizer that can be used in the present invention, specifically, compounds represented by the following (Q-1) to (Q-44) are preferred.

[0526] [Chemistry 88]

[0527]

[0528] [Chemistry 89]

[0529]

[0530] [Chemistry 90]

[0531]

[0532] [Chemistry 91]

[0533]

[0534] [Chemistry 92]

[0535]

[0536] (In the formula, n represents an integer from 0 to 20.)

[0537] The liquid crystal composition of this embodiment is used for a liquid crystal display element. Figure 1 , Figure 2 An example of a liquid crystal display element according to this embodiment will be described.

[0538] Figure 1 Schematic diagram of the structure of a liquid crystal display element. Figure 1 In the figure, for the convenience of explanation, each component is shown separately. Figure 1 As shown, the liquid crystal display element 1 according to this embodiment includes a first substrate 2 and a second substrate 3 arranged in an opposing manner, 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 this embodiment.

[0539] On the first substrate 2, a pixel electrode layer 5 is formed on the surface on the liquid crystal layer 4 side. On 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.

[0540] That is, the liquid crystal display element 1 of 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 this order.

[0541] 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 by a sealing material and a sealing material such as an epoxy-based thermosetting composition arranged in the peripheral area. In order to maintain the distance between the substrates, granular spacers such as glass particles, plastic particles, aluminum oxide particles, or spacer columns composed of resin formed by photolithography may also be arranged therebetween.

[0542] The first polarizing plate 7 and the second polarizing plate 8 can be adjusted in such a way that the viewing angle and contrast are improved by adjusting the polarization axis of each polarizing plate, and preferably have mutually orthogonal transmission axes in such a way that their transmission axes operate in a normally black mode. It is particularly preferred that either the first polarizing plate 7 or the second polarizing plate 8 has a transmission axis parallel to the orientation direction of the liquid crystal molecules when no voltage is applied.

[0543] From the viewpoint of preventing light leakage, the color filter 9 is preferably formed as a black matrix, and the black matrix (not shown) is preferably formed in a portion corresponding to the thin film transistor.

[0544] The black matrix can be disposed together with the color filter on the substrate opposite to the array substrate, or can be disposed together with the color filter on the array substrate side, or can be disposed separately, that is, the black matrix is ​​disposed on the array substrate and the color filter is disposed on the other substrate. In addition, the black matrix can be disposed separately from the color filter, and the transmittance can be reduced by overlapping the colors of the color filter.

[0545] Figure 2 Yes Figure 1 FIG. 1 is an enlarged top view of a portion of the pixel electrode layer 5 formed on the first substrate 2, that is, the area surrounded by the I line. 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 by crossing each other. Figure 2 Only a pair of gate bus lines 11, 11 and a pair of data bus lines 12, 12 are shown.

[0546] The unit pixel of the liquid crystal display element is formed by the area surrounded by a plurality of gate bus lines 11 and a plurality of data bus lines 12, and a pixel electrode 13 is formed in the unit pixel. The pixel electrode 13 is a so-called fishbone structure having two main bodies that are orthogonal to each other and form a cross shape and a plurality of branch parts extending from each main body. In addition, a Cs electrode 14 is provided between a pair of gate bus lines 11, 11 and is substantially parallel to the gate bus line 11. In addition, a thin film transistor including a source electrode 15 and a drain electrode 16 is provided near the intersection where the gate bus line 11 and the data bus line 12 intersect each other. A contact hole 17 is provided in the drain electrode 16.

[0547] The gate bus 11 and the data bus 12 are preferably formed of metal films respectively, more preferably formed of Al, Cu, Au, Ag, Cr, Ta, Ti, Mo, W, Ni or their alloys, and further preferably formed of Mo, Al or their alloys.

[0548] 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 sintering an amorphous ITO film.

[0549] The liquid crystal display element of the present embodiment can be formed by sputtering metal materials such as Al or its alloy on the first substrate 2 and the second substrate 3 to form wiring, and form a pixel electrode layer 5 and a common electrode layer 6 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. If the method for making a color filter using a pigment dispersion method is described as an example, the curable coloring composition for the color filter is applied to the transparent substrate, a patterning process is performed, and it is cured by heating or light irradiation. By performing this process for three colors of red, green and blue, a pixel portion for a color filter can be made. In addition, the color filter 9 can also be arranged on the substrate side having a TFT, etc.

[0550] The first substrate 2 and the second substrate 3 face each other with the pixel electrode layer 5 and the common electrode layer 6 facing inside. In this case, the distance between the first substrate 2 and the second substrate 3 can be adjusted via a spacer. In this case, the thickness of the liquid crystal layer 4 is preferably adjusted to 1 to 100 μm, for example.

[0551] When polarizing plates 7 and 8 are used, 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. Further, a phase difference film for expanding the viewing angle can also be used. Then, a sealant such as an epoxy-based thermosetting composition is screen-printed on the substrate in the form of a liquid crystal injection port, and the substrates are bonded to each other and heated to thermally cure the sealant.

[0552] As a method for sandwiching the composition between two substrates 2 and 3, a conventional vacuum injection method or a dripping (ODF: One Drop Fill) method can be used. Although no drip marks are produced in the vacuum injection method, there is a problem of residual injection marks. In this embodiment, it can be more appropriately used for a display element manufactured by the ODF method. In the manufacturing process of the liquid crystal display element of the ODF method, on any substrate of the backplane or the frontplane, a sealant such as an epoxy-based photothermal and curable sealant is drawn in a closed-loop embankment shape using a dispensing machine, and a specific amount of the composition is dripped therein under degassing conditions. The frontplane and the backplane are bonded, thereby manufacturing a liquid crystal display element. In this embodiment, the generation of drip marks when the liquid crystal composition is dripped onto the substrate can be suppressed in the ODF method. Among them, the so-called drip marks are defined as the phenomenon that the traces of dripping the liquid crystal composition appear white in the case of a black display.

[0553] In addition, in the manufacturing process of the liquid crystal display element using the ODF method, the optimal liquid crystal injection amount must be dripped according to the size of the liquid crystal display element. The liquid crystal composition of this embodiment is less affected by the sudden pressure change and impact in the dripping device generated when the liquid crystal is dripped, and the liquid crystal can be dripped stably for a long time, so the yield of the liquid crystal display element can also be kept high. In particular, the small liquid crystal display elements used in the recently popular smart phones are difficult to control the deviation from the optimal value within a certain range due to the small optimal liquid crystal injection amount. By using the liquid crystal composition of this embodiment, a stable liquid crystal material discharge amount can be achieved in small liquid crystal display elements.

[0554] In the case where the liquid crystal composition of the present embodiment contains a polymerizable compound, as a method for polymerizing the polymerizable compound, in order to obtain good orientation properties of the liquid crystal, a moderate polymerization speed is desired, so it is preferred to irradiate a single ultraviolet ray or an electron beam or other active energy rays, or use them together or irradiate them in sequence to perform polymerization. In the case of using ultraviolet rays, a polarized light source can be used, and a non-polarized light source can also be used. In addition, in the case of polymerizing a composition containing a polymerizable compound in a state where it is sandwiched between two substrates, at least the substrate on the irradiated side must be given appropriate transparency relative 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 orientation state of the unpolymerized part is changed by changing conditions such as an electric field, a magnetic field or temperature, and further irradiating 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 a 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. That is, the pretilt angle of the liquid crystal display element can be controlled by the applied voltage. In the liquid crystal display element of the transverse electric field type MVA mode, the pretilt angle is preferably controlled to be 80 degrees to 89.9 degrees from the viewpoint of alignment stability and contrast.

[0555] 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, that is, typically at a temperature of 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 2 mW / cm 2 ~50W / cm 2 The 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 The intensity of ultraviolet rays may be varied during irradiation. The time for irradiation with ultraviolet rays is appropriately selected depending on the intensity of ultraviolet rays to be irradiated, and is preferably 10 seconds to 3600 seconds, and more preferably 10 seconds to 600 seconds.

[0556] The liquid crystal display element 1 may be an active matrix driving liquid crystal display element, a PSA type, a PSVA type, a VA type, an IPS type, a FFS type or an ECB type liquid crystal display element, and is preferably a PSA type liquid crystal display element.

[0557] Example

[0558] 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 %".

[0559] In the examples, the following abbreviations are used to describe the liquid crystal compounds.

[0560] (Ring structure)

[0561] [Chemistry 93]

[0562]

[0563] (Side chain structure and connection structure)

[0564] [Table 1]

[0565]

[0566]

[0567] In the examples, the properties measured are as follows: Unless otherwise specified, the measurements were performed according to the method specified in JEITA ED-2521B.

[0568] Tni: Nematic phase-isotropic liquid phase transition temperature (℃)

[0569] Tcn: solid phase-liquid crystal phase transition phase (℃)

[0570] Δn: Refractive index anisotropy at 25°C

[0571] γ1: Rotational viscosity at 25°C (mPa·s)

[0572] Δε: Dielectric anisotropy at 25°C

[0573] K11: Elastic constant K11 (pN) at 25°C

[0574] K33: Elastic constant K33 (pN) at 25°C

[0575] Solubility evaluation test: 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 levels. The observation was performed 10 days after the preparation of the liquid crystal composition.

[0576] ○: No precipitation was confirmed

[0577] ×: Precipitation was confirmed

[0578] Electro-optical characteristics evaluation test (V50): After irradiation with ultraviolet rays, the electro-optical characteristics are evaluated. The transmittance is measured when a voltage of 0 to 10 V is applied. The voltage at which the maximum transmittance is 50% is set as V50. The electro-optical characteristics are 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.

[0579] Voltage holding ratio (VHR): Prepare to irradiate 313nm illumination 3mW / cm 2 After the liquid crystal display element was exposed to UV light for 60 minutes, the voltage holding ratio (%) when measured at 1 V, 60 Hz and 60° C. was evaluated.

[0580] (Method for producing a liquid crystal evaluation unit)

[0581] First, a liquid crystal composition containing a polymerizable compound was injected into a liquid crystal cell by vacuum injection. The liquid crystal cell was a liquid crystal cell with an ITO substrate obtained by applying a polyimide alignment film inducing vertical alignment with a cell gap of 3.8 μm and then rubbing the polyimide alignment film. JALS2096 manufactured by JSR was used as a vertical alignment film forming material.

[0582] Then, a 10V voltage was applied to the liquid crystal cell injected with the liquid crystal composition containing the polymerizable compound at a frequency of 100 Hz, and ultraviolet rays were irradiated through a filter that cuts off ultraviolet rays below 325 nm using a high-pressure mercury lamp. At this time, the illumination obtained by measuring under the condition of adjusting the central wavelength to 365 nm was 100 mW / cm 2 , cumulative irradiation light 30J / cm 2 The ultraviolet irradiation condition is set as irradiation condition 1. The irradiation condition 1 gives a pretilt angle to the liquid crystal molecules in the liquid crystal cell.

[0583] Next, a fluorescent UV lamp was used and adjusted to obtain an illuminance of 3 mW / cm2 at a central wavelength of 313 nm. 2 , and further irradiation with a cumulative light dose of 10 J / cm 2 The ultraviolet irradiation condition is set 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.

[0584] (Preparation of Liquid Crystal Composition)

[0585] Liquid crystal compositions of LC-1 and RLC-1 to RLC-R4 shown in the following table were prepared, and their physical properties were measured. The physical properties are shown in Table 1 and Table 2. Among them, the TNI of the PSA liquid crystal composition used in PID is usually 100°C or more, so in this example, the liquid crystal composition with a temperature of 100°C or more was used as the evaluation object.

[0586] [Table 2]

[0587] 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-Cy-V 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-1 3-Cy-Ph-Ph-2 4.5 4.5 4.5 4.5 4.5 3-Cy-10-Ph5-02 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 2-Ph-1-Ph-Ph5-02 3-Ph-1-Ph-Ph5-02 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 - 0.100 0.099 0.100 <![CDATA[Y1[mPa·s]]]> 162 - 136 143 148 Δε -3.3 - -2.1 -2.3 -2.3 K11 [pN] 20.4 - 23.6 26.6 24.0 K33 [pN] 18.5 - 19.2 18.4 18.7

[0588] [Table 3]

[0589] LC-2 LC-3 LC-4 LC-5 LC-6 LC-7 LC-8 3-Cy-Cy-2 12 11.5 11.5 12.5 12.5 3-Cy-Cy-4 8 7 7 7 7 3-Cy-Cy-5 7 7.5 7.5 7.5 7.5 3-Cy-Cy-V 30 27.5 3-Cy-Ph-01 3 4 2 9 7 8 6 3-Cy-Cy-Ph-1 7.5 7.5 7.5 7 7 7 7.5 3-Cy-Cy-Ph-3 4 4 6.5 3 4 4 4 3-Cy-Ph-Ph-1 4 3-Cy-Ph-Ph-2 4.5 3.5 3.5 5 5 4.5 3-Cy-10-Ph5-02 2 2 3-Cy-Cy-Ph5-1 2-Cy-Cy-Ph5-02 3-Cy-Cy-Ph5-01 3-Cy-Cy-Ph5-02 3-Cy-Cy-Ph5-03 4-Cy-Cy-Ph5-02 5-Cy-Cy-Ph5-02 2-Cy-Cy-10-Ph5-02 17 16 17 15 14 15 15 3-Cy-Cy-10-Ph5-02 16 16 17 15 14 15 15 2-Cy-Ph-Ph5-02 5 5 5 6 6 5 5 3-Cy-Ph-Ph5-02 5 5 5 5 5 5 5 3-Cy-Ph-Ph5-03 5 3 5 5 5 5 3-Cy-Ph-Ph5-04 3 5 5 4 4 2-Ph-1-Ph-Ph5-02 4 4 3-Ph-1-Ph-Ph5-02 5 5 Total 100 100 100 100 100 100 100 <![CDATA[T NI [℃]]]> 110.9 110.8 110.1 110.6 110.5 110.8 110.2 <![CDATA[T CN [℃]]]> -51 -37 -53 -36 -32 -41 -42 Δn 0.098 0.103 0.104 0.100 0.101 0.098 0.098 <![CDATA[γ1[mPa·s]]]> 139 167 147 167 160 142 157 Δε -3.3 -3.5 -3.4 -3.3 -3.3 -3.1 -3.3 K11 [pN] 18.4 20.8 18.8 19.6 20.0 20.0 19.9 K33 [pN] 19.3 19.0 19.6 18.4 18.0 18.4 18.1

[0590] (Example 1, Comparative Examples 1 to 4)

[0591] The polymerizable compound-containing liquid crystal composition obtained by adding 0.3 parts by mass of the compound represented by the formula (RM-1) to 100 parts by mass of the liquid crystal composition LC-1 was referred to as Example 1.

[0592] Comparative Example 1 was used to obtain a liquid crystal composition containing a polymerizable compound, in which 0.3 parts by mass of the compound represented by the formula (RM-1) was added to 100 parts by mass of the liquid crystal composition RLC-1.

[0593] Comparative Example 2 was used to obtain a polymerizable compound-containing liquid crystal composition obtained by adding 0.3 parts by mass of the compound represented by Formula (RM-1) to 100 parts by mass of the liquid crystal composition RLC-2.

[0594] Comparative Example 3 was used to obtain a polymerizable compound-containing liquid crystal composition obtained by adding 0.3 parts by mass of the compound represented by Formula (RM-1) to 100 parts by mass of the liquid crystal composition RLC-3.

[0595] Comparative Example 4 was used to obtain a liquid crystal composition containing a polymerizable compound, in which 0.3 parts by mass of the compound represented by the formula (RM-1) was added to 100 parts by mass of the liquid crystal composition RLC-4.

[0596] The solubility test evaluation and V50 of Example 1 and Comparative Examples 1 to 4 are shown in Table 4 below.

[0597] [Chemistry 94]

[0598]

[0599] [Table 4]

[0600] Example 1 Comparative Example 1 Comparative Example 2 Comparative Example 3 Comparative Example 4 Solubility Test Evaluation ○ × × × × V50 [V] 3.6 - 4.6 4.4 4.3

[0601] The result of the solubility evaluation test of Example 1 was that no precipitation was confirmed. V50 was evaluated, and the result confirmed a sufficiently low value. 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. Among them, the unit thickness was 3.8μm, the orientation film was JALS2096, the measurement conditions of the response speed were: Von was 6V, Voff was 1V, the measurement temperature was 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.

[0602] From the above content, it was confirmed that the liquid crystal display element using the liquid crystal composition of Example 1 showed 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 a value higher than that of Example 1 was confirmed. Tcn was above 0°C. It was thus confirmed that Comparative Examples 1 to 4 had poor solubility, a narrow driving temperature range, and low transmittance. Among them, in Comparative Example 1, precipitation of the constituent components occurred immediately after the liquid crystal composition was prepared, so it was impossible to implement the physical property measurement and electro-optical property test of the liquid crystal composition.

[0603] (Examples 2 to 8)

[0604] Example 2 was used to obtain a polymerizable compound-containing liquid crystal composition obtained by adding 0.3 parts by mass of the compound represented by formula (RM-1) to 100 parts by mass of the liquid crystal composition LC-2.

[0605] The polymerizable compound-containing liquid crystal composition obtained by adding 0.3 parts by mass of the compound represented by the formula (RM-2) to 100 parts by mass of the liquid crystal composition LC-3 was named Example 3.

[0606] The polymerizable compound-containing liquid crystal composition obtained by adding 0.3 parts by mass of the compound represented by the formula (RM-2) to 100 parts by mass of the liquid crystal composition LC-4 was named Example 4.

[0607] The polymerizable compound-containing liquid crystal composition obtained by adding 0.3 parts by mass of the compound represented by the formula (RM-1) to 100 parts by mass of the liquid crystal composition LC-5 was named Example 5.

[0608] The polymerizable compound-containing liquid crystal composition obtained by adding 0.3 parts by mass of the compound represented by the formula (RM-1) to 100 parts by mass of the liquid crystal composition LC-6 was named Example 6.

[0609] The polymerizable compound-containing liquid crystal composition obtained by adding 0.3 parts by mass of the compound represented by the formula (RM-1) to 100 parts by mass of the liquid crystal composition LC-7 was named Example 7.

[0610] The polymerizable compound-containing liquid crystal composition obtained by adding 0.3 parts by mass of the compound represented by the formula (RM-1) to 100 parts by mass of the liquid crystal composition LC-8 was named Example 8.

[0611] The polymerizable compound-containing liquid crystal composition obtained by adding 0.2 parts by mass of the compound represented by formula (RM-1) and 0.1 parts by mass of the compound represented by formula (RM-2) to 100 parts by mass of liquid crystal composition LC-8 was named Example 9.

[0612] The solubility evaluation tests and V50 of Examples 2 to 9 are shown in Table 4 below.

[0613] [Chemistry 95]

[0614]

[0615] [Table 5]

[0616]

[0617] The solubility of Examples 2 to 8 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 result confirmed a sufficiently high-speed response. Among them, the unit thickness was 3.8μm, the orientation film was JALS2096, the measurement conditions of the response speed were: Von was 6V, Voff was 1V, the measurement temperature was 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. In addition, in all examples, no display defects such as burn-in and unevenness were confirmed.

[0618] 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.

Claims

1. A liquid crystal composition comprising one or two compounds represented by the following formula I and formula II, one or more compounds represented by the following formula L-1, one or more compounds represented by the following formula L-2, one or more compounds represented by the following formula L-4, one or more compounds represented by the following formula L-5, one or more compounds represented by the following formula L-6, and one or more polymerizable compounds, wherein the nematic phase-isotropic liquid phase transition temperature Tni of the liquid crystal composition is above 100°C, the dielectric anisotropy Δε is negative, in, R L11 and R L12 A linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, or a linear alkenyl group having 2 to 5 carbon atoms; R L21 is an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, R L22 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; R L41 is an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, R L42 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; R L51 is an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, R L52 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; R N131 is an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, R N132 is 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; The mass ratio of Formula I and Formula II in the liquid crystal composition is 25% to 35%; The mass ratio of formula L-1 in the liquid crystal composition is 25% to 35%; The mass ratio of formula L-2 in the liquid crystal composition is 1% to 10%; The mass ratio of formula L-4 in the liquid crystal composition is 10% to 15%; The mass ratio of formula L-5 in the liquid crystal composition is 3.5% to 5%; The mass ratio of formula L-6 in the liquid crystal composition is 10% to 21%. 2 . The liquid crystal composition according to claim 1 , wherein the transition temperature Tni of the liquid crystal composition containing the compounds represented by Formula I and Formula II contained in the liquid crystal composition is 110° C. or higher.

3. The liquid crystal composition according to claim 1 or 2, comprising one or more compounds represented by the general formula (P) as polymerizable compounds, 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 in which the hydrogen atom may be substituted by a halogen atom, an alkoxy group having 1 to 15 carbon atoms in which the hydrogen atom may be substituted by a halogen atom, an alkenyl group having 1 to 15 carbon atoms in which the hydrogen atom may be substituted by a halogen atom, an alkenyloxy group having 1 to 15 carbon atoms in which the hydrogen atom may be substituted by a halogen atom, or -Sp p2 -P p2 , P p1 and P p2 Each independently represents the general formula (P p1 -1)~Formula(P p1 -9) any one of the following, In the formula, 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. Sp p1 and Sp p2 Each independently represents a single bond or a spacer, 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)2-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. A p2 represents 1,4-phenylene, 1,4-cyclohexylene, anthracene-2,6-diyl, phenanthrene-2,7-diyl, pyridine-2,5-diyl, pyrimidine-2,5-diyl, naphthalene-2,6-diyl, indan-2,5-diyl, 1,2,3,4-tetrahydronaphthalene-2,6-diyl or 1,3-dioxane-2,5-diyl, p2 unsubstituted or substituted by an alkyl group having 1 to 12 carbon atoms, a halogenated alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a halogenated alkoxy group having 1 to 12 carbon atoms, a halogen atom, a cyano group, a nitro group or -Sp p2 -P p2 replace, in, In the following m p2 is 0 and m described later p1 When it is 2 or more, or m described later p3 is 0 and m described later p4 When it is 2 or more, the above A p2 At any position of each group, there is further a p1 or R p1 The connection key, A p1 Indicates (A p1 -11)~(A p1 -19) represented by a group, In the formula, ★ and Sp p1 or Z p1 Connect with Z p1 One or more hydrogen atoms in the structure may be alkyl groups having 1 to 12 carbon atoms, halogenated alkyl groups having 1 to 12 carbon atoms, alkoxy groups having 1 to 12 carbon atoms, halogenated alkoxy groups having 1 to 12 carbon atoms, halogen atoms, cyano groups, nitro groups, or -Sp p2 -P p2 replace, A p3 Indicates (A p3 -11)~(A p3 -19) represented by a group, In the formula, between ★ and Z p2 Connect with R p1 or Z p2 One or more hydrogen atoms in the structure may be alkyl groups having 1 to 12 carbon atoms, halogenated alkyl groups having 1 to 12 carbon atoms, alkoxy groups having 1 to 12 carbon atoms, halogenated alkoxy groups having 1 to 12 carbon atoms, halogen atoms, cyano groups, nitro groups, or -Sp p2 -P p2 replace, m p2 and m p3 Each independently represents 0, 1, 2 or 3, m p1 and m p4 Each independently represents 1, 2 or 3. There are multiple P in the molecule. p1 、Sp p1 , A p1 , Z p1 , Z p2 , A p3 and / or R p1 In the case of , they may be the same or different. 4 . A liquid crystal display element using the liquid crystal composition according to claim 1 . 5 . An active matrix driving liquid crystal display element using the liquid crystal composition according to claim 1 . 6 . 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 .

Citation Information

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