CN112400011A

CN112400011A - Liquid crystal composition

Info

Publication number: CN112400011A
Application number: CN201980045425.5A
Authority: CN
Inventors: 小坂翔太; 栗泽和树
Original assignee: DIC Corp
Current assignee: Shijiazhuang Chengzhi Yonghua Display Material Co Ltd
Priority date: 2018-08-28
Filing date: 2019-07-18
Publication date: 2021-02-23
Also published as: JP7088251B2; JP2021004372A; WO2020044833A1; TW202020121A; JPWO2020044833A1

Abstract

The present invention provides a polymerizable liquid crystal composition which has negative dielectric anisotropy, satisfies the requirements of a liquid crystal composition for display over a wide temperature range, low voltage drivability, high speed response, and high VHR, and has no or very few display defects when produced into a liquid crystal display element. The present invention relates to a liquid crystal composition containing 1 or 2 or more compounds represented by the general formula (N-1) and 1 or 2 or more polymerizable compounds; containing n^N11Is an integer of 1 to 3 and at least one Z^N11is-CH₂O-as a compound represented by the above general formula (N-1); the liquid crystal composition has a nematic phase-isotropic liquid phase transition temperature of 100 ℃ or higher and a negative dielectric anisotropy (Delta epsilon). [ formula 1]

Description

Liquid crystal composition

Technical Field

The present invention relates to a liquid crystal composition and a liquid crystal display element using the same.

Prior Art

PSA (Polymer stabilized Alignment) type liquid crystal display devices have a structure in which a Polymer structure is formed in a cell in order to control a pretilt angle of liquid crystal molecules, and have been continuously developed as liquid crystal display elements because of high-speed response and high contrast (patent document 1).

For the requirements of PSA liquid crystal compositions to be used in PID (Public Information Display) or the like assumed to be used outdoors, nematic phase-isotropic liquid phase is requiredTransition temperature (T)_NI) High, solid-to-nematic phase transition temperature (T)_CN) Low and Low Temperature Storage stability (Low Temperature Storage test), and further requires Low driving voltage and elastic constant (K)₃₃) Large, rotational viscosity (. gamma.)₁) Is small enough.

Documents of the prior art

Patent document

Patent document 1: WO2016/017569 publication

Disclosure of Invention

Problems to be solved by the invention

The invention provides a polymerizable liquid crystal composition which has negative dielectric anisotropy (Delta epsilon), satisfies the requirements of display in a wide temperature range, low voltage driving property, high-speed response property and high VHR required by a common liquid crystal composition, and has no display defect or rarely generates display defect when being prepared into a liquid crystal display element; also disclosed is a liquid crystal display element using such a liquid crystal composition.

Means for solving the problems

The invention provides a liquid crystal composition containing 1 or 2 or more compounds selected from the group consisting of compounds represented by the general formula (N-1) and 1 or 2 or more polymerizable compounds, and containing N^N11Is an integer of 1 to 3 and at least one Z^N11is-CH₂O-as a compound represented by the above general formula (N-1); the liquid crystal composition has a nematic phase-isotropic liquid phase transition temperature (Tni) of 100 ℃ or higher and a negative dielectric anisotropy (Delta epsilon); the invention also provides a liquid crystal display element using the liquid crystal composition.

[ solution 1]

(in the formula, R^N11And R^N12Each independently represents an alkyl group having 1 to 8 carbon atoms, 1 of the alkyl groups or 2 or more-CH groups not adjacent to each other₂-may also be independently replaced by-CH ═ CH-, -C ≡ C-, -O-, -CO-, -COO-Or a-OCO-substitution,

A^N11and A^N12Each independently represents a group selected from the group consisting of the following groups (a) to (c),

(a)1, 4-cyclohexylene (1-CH present in the radical)₂-or non-contiguous 2 or more-CH₂-may be substituted by-O-. )

(b)1, 4-phenylene (1-CH-present in the radical or 2 or more-CH-not adjacent may be substituted by-N), and

(c) a 1, 4-cyclohexenylene group,

the above-mentioned group (a), group (b) and group (c) may be each independently substituted with a cyano group, a fluorine atom or a chlorine atom,

Z^N11and Z^N12Each independently represents a single bond, -CH₂CH₂-、-(CH₂)₄-、-OCH₂-、-CH₂O-、-COO-、-OCO-、-OCF₂-、-CF₂O-, -CH-N-CH-, -CH-, -CF-or-C ≡ C-,

n^N11and n^N12Each independently represents an integer of 0 to 3, n^N11+n^N12Is 1,2 or 3, when a plurality of A's are present^N11～A^N12、Z^N11～Z^N12In the case of (2), they may be the same or different. )

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

ADVANTAGEOUS EFFECTS OF INVENTION

By using the polymerizable liquid crystal composition of the present invention, a liquid crystal display element which can display images in a wide temperature range due to excellent low-temperature storage stability and has a low driving voltage, a fast response speed, and a high VHR can be obtained, and a liquid crystal display element which can sufficiently cope with outdoor use can be provided.

Drawings

Fig. 1 is a diagram schematically showing an embodiment of a liquid crystal display element.

FIG. 2 is an enlarged plan view of a region surrounded by the line I in FIG. 1.

Detailed Description

The liquid crystal composition of the present invention has negative dielectric anisotropy, has a nematic phase-isotropic liquid transition temperature of 100 ℃ or higher, and contains 1 or 2 or more compounds selected from the group of compounds represented by the following general formula (N-1).

The compound represented by the general formula (N-1) corresponds to a compound having a negative dielectric property (Δ ε has a negative sign and an absolute value of Δ ε is more than 2).

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

In the general formula (N-1), R^N11And R^N12Each of the alkyl group and the alkoxy group is preferably an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms or an alkenyloxy group having 2 to 8 carbon atoms, more preferably an alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms or an alkenyloxy group having 2 to 5 carbon atoms, still more preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, yet more preferably an alkyl group having 2 to 5 carbon atoms or an alkenyl group having 2 to 3 carbon atoms, and particularly preferably an alkenyl group having 3 carbon atoms (propenyl group).

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

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

[ solution 2]

In case of need to increase Δ n, A^N11And A^N12Preferably each independently aromatic, and preferably aliphatic for improving response speed, and preferably represents trans-1, 4-cyclohexylene, 1, 4-phenylene, 2-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 ] phenylene]Octylene, piperidine-1, 4-diyl, naphthalene-2, 6-diyl, decahydronaphthalene-2, 6-diyl or 1,2,3, 4-tetrahydronaphthalene-2, 6-diyl, more preferably represents the following structure,

[ solution 3]

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

Z^N11And Z^N12Preferably each independently represents-CH₂O-、-CF₂O-、-CH₂CH₂-、-CF₂CF₂-or a single bond, more preferably-CH₂O-、-CH₂CH₂-or a single bond, particularly preferably-CH₂O-or a single bond.

Among them, n is essentially contained in the present invention^N11Is an integer of 1 to 3, and at least one Z^N11is-CH₂A compound of O- (hereinafter, also referred to as "Compound (N-10)"). That is, in the present invention, in the general formula (N-1), at least one-CH group is present₂An O-linking group compound (N-10) as an essential component. By containing the compound, a liquid crystal composition exhibiting excellent low-temperature storage stability can be obtained, and by using the liquid crystal composition, a liquid crystal display element exhibiting low driving voltage, fast response speed, and high VHR can be obtained. The compound (N-10) is represented by the following general formula (N-10).

[ solution 4]

(in the formula, R^N11、R^N12、A^N11、A^N12、Z^N11And Z^N12Each having the same meaning as that of each symbol in the above formula (N-1),

n^N110、n^N111and n^N120Each independently represents an integer of 0 to 2, n^N110+n^N111Is 0, 1 or 2, n^N110+n^N111+n^N120Is 0, 1 or 2, when a plurality of A's are present^N11And Z^N11In the case of (2), they may be the same or different. )

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

In the compound represented by the formula (N-1) other than the compound (N-10), N^N11+n^N12Preferably 1 or 2, preferably n^N11Is 1 and n^N12A combination of 0, n^N11Is 2 and n^N12A combination of 0, n^N11Is 1 and n^N12Is a combination of 1, n^N11Is 2 and n^N12Is a combination of 1.

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

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

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

When the viscosity of the composition of the present invention is kept low and a high response speed is required, the lower limit value and the upper limit value are preferably low. Further, when the Tni of the composition of the present invention is kept high and a composition having good temperature stability is required, it is preferable that the lower limit value is low and the upper limit value is low. In addition, when the dielectric anisotropy is to be increased in order to keep the driving voltage low, it is preferable that the lower limit value is high and the upper limit value is high.

As the compound (N-10), compounds represented by the following general formulae (N-10a) to (N-10b) are exemplified as preferable compounds.

[ solution 5]

(in the formula, R^N11And R^N12R in the general formula (N-1)^N11And R^N12Same meaning, n^Na110Represents 1 or 2, n^Na120Represents 1 or 2. )

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 following general formulae (N-1-10) to (N-1-11) and (N-1-20) to (N-1-21).

The compounds represented by the general formula (N-1) include compounds represented by the following general formulae (N-1a) to (N-1c), (N-1e) and (N-1 g).

[ solution 6]

(in the formula, R^N11And R^N12R in the general formula (N-1)^N11And R^N12Same meaning, n^Na11Represents 0 or 1, n^Nb11Represents 1 or 2, n^Nc11Represents 0 or 1, n^Ne11Represents 1 or 2, n^Ng11Represents 1 or 2, A^Ne11Represents trans-1, 4-cyclohexylene or 1, 4-phenylene, A^Ng11Represents trans-1, 4-cyclohexylene, 1, 4-cyclohexenylene or 1, 4-phenylene, but at least 1 represents 1, 4-cyclohexenylene, Z^Ne11Presentation sheetA bond or an ethylene group, but at least 1 present in the molecule represents an ethylene group, and a plurality of A's present in the molecule^Ne11、Z^Ne11And/or A^Ng11May be the same or different. )

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). Wherein the compound groups represented by the general formulae (N-1-10) to (N-1-11) and (N-1-20) to (N-1-21) correspond to the compound (N-10).

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

[ solution 7]

(in the formula, R^N111And R^N112Each independently represents R in the general formula (N-1)^N11And R^N12The same meaning is used. )

R^N111Preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably a propyl group, a pentyl group or a vinyl group. R^N112Preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethoxy group or a butoxy group.

The compounds represented by the general formula (N-1-1) may be used alone or in combination of 2 or more. The kind of the compound that can be combined is not particularly limited, and it is suitably combined and used in accordance with the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence, and the like. The kind of the compound to be used is, for example, 1,2,3,4, 5 or more in one embodiment of the present invention.

When importance is attached to improvement of Δ ∈, it is preferable to set the content higher, and when importance is attached to solubility at low temperature, the effect is high when the content is set higher, and when importance is attached to T_NIWhen the content is set to be low, the effect is high. Further, when improving the dropping mark and the burn-in characteristic, it is preferable to set the range of the content to be centered.

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

Further, the compound represented by the general formula (N-1-1) is preferably a compound selected from the group consisting of compounds represented by the formulae (N-1-1.1) to (N-1-1.23), preferably a compound represented by the formulae (N-1-1.1) to (N-1-1.4), preferably a compound represented by the formulae (N-1-1.1) and (N-1-1.3).

[ solution 8]

The compounds represented by the formulae (N-1-1.1) to (N-1-1.22) may be used alone or in combination, and the lower limit of the content of these compounds alone or in combination is 5%, 10%, 13%, 15%, 17%, 20%, 23%, 25%, 27%, 30%, 33%, 35% with respect to the total amount of the composition of the present invention. Preferred upper limits of the amounts 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 invention.

The compound represented by the general formula (N-1-2) is the following compound.

[ solution 9]

(in the formula, R^N121And R^N122Each independently represents R in the general formula (N-1)^N11And R^N12The same meaning is used. )

R^N121Preferably 1E to E carbon atoms5 alkyl or alkenyl having 2 to 5 carbon atoms, preferably ethyl, propyl, butyl or pentyl. R^N122Preferably 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, preferably a methyl group, a propyl group, a methoxy group, an ethoxy group or a propoxy group.

The compounds represented by the general formula (N-1-2) may be used alone or in combination of 2 or more. The kind of the compound that can be combined is not particularly limited, and it is suitably combined and used in accordance with the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence, and the like. The kind of the compound to be used is, for example, 1,2,3,4, 5 or more in one embodiment of the present invention.

When importance is attached to improvement of Δ ∈, it is preferable to set the content higher, and when importance is attached to solubility at low temperature, the effect is high when the content is lower, and when importance is attached to T_NIIn the case of the above, the effect is high when the content is set to be higher. Further, when improving the dropping mark and the burn-in characteristic, it is preferable to set the range of the content to be centered.

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

Further, the compound represented by the general formula (N-1-2) is preferably a compound selected from the group consisting of the compounds represented by the formulae (N-1-2.1) to (N-1-2.22), preferably a compound represented by the formulae (N-1-2.3) to (N-1-2.7), a compound represented by the formula (N-1-2.10), a compound represented by the formula (N-1-2.11), a compound represented by the formula (N-1-2.13) or a compound represented by the formula (N-1-2.20), and when importance is attached to the improvement of Δ ε, a compound represented by the formulae (N-1-2.3) to (N-1-2.7) is preferably attached to T-1_NIThe improvement (2) is preferably a compound represented by the formula (N-1-2.10), the formula (N-1-2.11) or the formula (N-1-2.13), and when an improvement in response speed is important, the improvement is preferably a compound represented by the formula(N-1-2.20).

[ solution 10]

The compounds represented by the formulae (N-1-2.1) to (N-1-2.22) may be used alone or in combination, and the lower limit of the preferred content of these compounds alone or in combination with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15%, 17%, 20%, 23%, 25%, 27%, 30%, 33%, 35%. Preferred upper limits of the amounts 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 invention.

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

[ solution 11]

(in the formula, R^N131And R^N132Each independently represents R in the general formula (N-1)^N11And R^N12The same meaning is used. )

R^N131Preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably an ethyl group, a propyl group or a butyl group. R^N132Preferably 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, preferably a 1-propenyl group, an ethoxy group, a propoxy group or a butoxy group.

The compounds represented by the general formula (N-1-3) may be used alone or in combination of 2 or more. The kind of the compound that can be combined is not particularly limited, and it is suitably combined and used in accordance with the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence, and the like. The kind of the compound to be used is, for example, 1,2,3,4, 5 or more in one embodiment of the present invention.

When importance is attached to improvement of Δ ∈, it is preferable to set the content higher, and when importance is attached to solubility at low temperature, the effect is high when the content is set higher, and when importance is attached to T_NIIn the case of the above, the effect is high when the content is set to be higher. Further, when improving the dropping mark and the burn-in characteristic, it is preferable to set the range of the content to be centered.

The lower limit of the preferable content of the compound represented by the formula (N-1-3) is 5%, 10%, 13%, 15%, 17%, 20% with respect 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% with respect to the total amount of the composition of the present invention.

Further, the compound represented by the general formula (N-1-3) is preferably a compound selected from the group consisting of compounds represented by the formulae (N-1-3.1) to (N-1-3.21), preferably a compound represented by the formulae (N-1-3.1) to (N-1-3.7) and (N-1-3.21), preferably a compound represented by the formulae (N-1-3.1), (N-1-3.2), (N-1-3.3), (N-1-3.4) and (N-1-3.6).

[ solution 12]

The compounds represented by the formulae (N-1-3.1) to (N-1-3.4), (N-1-3.6) and (N-1-3.21) may be used alone or in combination, but preferably are a combination of 2 or 3 selected from the group consisting of the formulae (N-1-3.3), (N-1-3.4) and (N-1-3.6) and a combination of 2 or 3. The lower limit of the preferred amounts of these compounds alone or in combination is 5%, 10%, 13%, 15%, 17%, 20% relative to the total amount of the composition of the invention. The upper limit of the preferred content is 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13% with respect to the total amount of the composition of the present invention.

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

[ solution 13]

(in the formula, R^N141And R^N142Each independently represents R in the general formula (N-1)^N11And R^N12The same meaning is used. )

R^N141And R^N142Each of which is preferably independently an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and is preferably a methyl group, a propyl group, an ethoxy group or a butoxy group.

The compounds represented by the general formula (N-1-4) may be used alone or in combination of 2 or more. The kind of the compound that can be combined is not particularly limited, and it is suitably combined and used in accordance with the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence, and the like. The kind of the compound to be used is, for example, 1,2,3,4, 5 or more in one embodiment of the present invention.

The lower limit of the preferable content of the compound represented by the formula (N-1-4) is 3%, 5%, 7%, 10%, 13%, 15%, 17%, 20% with respect 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%, 8% with respect to the total amount of the composition of the present invention.

Further, the compound represented by the general formula (N-1-4) is preferably a compound selected from the group consisting of compounds represented by the formulae (N-1-4.1) to (N-1-4.14), preferably a compound represented by the formulae (N-1-4.1) to (N-1-4.4), preferably a compound represented by the formulae (N-1-4.1), (N-1-4.2) and (N-1-4.4).

[ solution 14]

The compounds represented by the formulae (N-1-4.1) to (N-1-4.14) may be used alone or in combination, and the lower limit of the content of these compounds alone or in combination is 3%, 5%, 7%, 10%, 13%, 15%, 17%, or 20% based on 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%, 8% with respect to the total amount of the composition of the present invention.

The compound represented by the general formula (N-1-5) is the following compound.

[ solution 15]

(in the formula, R^N151And R^N152Each independently represents R in the general formula (N-1)^N11And R^N12The same meaning is used. )

R^N151And R^N152Preferably, 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, and preferably an ethyl group, a propyl group or a butyl group.

The compounds represented by the general formula (N-1-5) may be used alone or in combination of 2 or more. The kind of the compound that can be combined is not particularly limited, and it is suitably combined and used in accordance with the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence, and the like. The kind of the compound to be used is, for example, 1,2,3,4, 5 or more in one embodiment of the present invention.

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

Further, the compound represented by the general formula (N-1-5) is preferably a compound selected from the group consisting of compounds represented by the formulae (N-1-5.1) to (N-1-5.6), and is preferably a compound represented by the formulae (N-1-5.1), (N-1-5.2) or (N-1-5.4).

[ solution 16]

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

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

[ solution 17]

(in the formula, R^N1101And R^N1102Each independently represents R in the general formula (N-1)^N11And R^N12The same meaning is used. )

R^N1101Preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably an ethyl group, a propyl group, a butyl group, a vinyl group or a 1-propenyl group. R^N1102Preferably 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, preferably an ethoxy groupPropoxy or butoxy.

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

The lower limit of the preferable content of the compound represented by the formula (N-1-10) is 1%, 2%, 5%, 10%, 13%, 15%, 17%, 20% with respect 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% with respect to the total amount of the composition of the present invention.

Further, the compound represented by the general formula (N-1-10) is preferably a compound selected from the group consisting of compounds represented by the formulae (N-1-10.1) to (N-1-10.14), preferably a compound represented by the formulae (N-1-10.1) to (N-1-10.5), preferably a compound represented by the formulae (N-1-10.1) and (N-1-10.2).

[ solution 18]

The compounds represented by the formulae (N-1 to 10.1) and (N-1 to 10.2) may be used alone or in combination, and the lower limit of the content of these compounds alone or in combination is 2%, 5%, 10%, 13%, 15%, 17%, 20% based on 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% with respect to the total amount of the composition of the present invention.

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

[ solution 19]

(in the formula, R^N1111And R^N1112Each independently represents R in the general formula (N-1)^N11And R^N12The same meaning is used. )

R^N1111Preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably an ethyl group, a propyl group, a butyl group, a vinyl group or a 1-propenyl group. R^N1112Preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethoxy group, a propoxy group or a butoxy group.

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

The lower limit of the preferable content of the compound represented by the formula (N-1-11) is 5%, 10%, 13%, 15%, 17%, 20%, 25%, 30% with respect to the total amount of the composition of the present invention. Preferred upper limits of the amounts are 50%, 45%, 40%, 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13% relative to the total amount of the composition of the invention.

Further, the compound represented by the general formula (N-1-11) is preferably a compound selected from the group consisting of compounds represented by the formulae (N-1-11.1) to (N-1-11.14), preferably a compound represented by the formulae (N-1-11.2) and (N-1-11.4).

[ solution 20]

The compounds represented by the formulae (N-1 to 11.2) and (N-1 to 11.4) may be used alone or in combination, and the lower limit of the content of these compounds alone or in combination is 5%, 10%, 13%, 15%, 17%, 20%, 25%, 30% based on the total amount of the composition of the present invention. Preferred upper limits of the amounts are 50%, 45%, 40%, 35%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13% relative to the total amount of the composition of the invention.

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

[ solution 21]

(in the formula, R^N1121And R^N1122Each independently represents R in the general formula (N-1)^N11And R^N12The same meaning is used. )

R^N1121Preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably an ethyl group, a propyl group or a butyl group. R^N1122Preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethoxy group, a propoxy group or a butoxy group.

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

The lower limit of the preferable content of the compound represented by the formula (N-1-12) is 5%, 10%, 13%, 15%, 17%, 20% with respect 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% with respect to the total amount of the composition of the present invention.

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

[ solution 22]

(in the formula, R^N1131And R^N1132Each independently represents R in the general formula (N-1)^N11And R^N12The same meaning is used. )

R^N1131Preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably an ethyl group, a propyl group or a butyl group. R^N1132Preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethoxy group, a propoxy group or a butoxy group.

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

The lower limit of the preferable content of the compound represented by the formula (N-1-13) is 5%, 10%, 13%, 15%, 17%, 20% with respect 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% with respect to the total amount of the composition of the present invention.

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

[ solution 23]

(in the formula, R^N1141And R^N1142Each independently represents R in the general formula (N-1)^N11And R^N12The same meaning is used. )

R^N1141Preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably an ethyl group, a propyl group or a butyl group. R^N1142Preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethoxy group, a propoxy group or a butoxy group.

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

When importance is attached to improvement of Δ ∈, it is preferable to set the content higher, and when importance is attached to solubility at low temperatures, the content is set higherHigh effect, attach importance to T_NIWhen the content is set to be low, the effect is high. Further, when improving the dropping mark and the burn-in characteristic, it is preferable to set the range of the content to be centered.

The lower limit of the preferable content of the compound represented by the formula (N-1-14) is 5%, 10%, 13%, 15%, 17%, 20% with respect 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% with respect to the total amount of the composition of the present invention.

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

[ solution 24]

(in the formula, R^N1151And R^N1152Each independently represents R in the general formula (N-1)^N11And R^N12The same meaning is used. )

R^N1151Preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably an ethyl group, a propyl group or a butyl group. R^N1152Preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethoxy group, a propoxy group or a butoxy group.

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

When importance is attached to improvement of Δ ∈, it is preferable to set the content higher, and when importance is attached to solubility at low temperature, the effect is high when the content is set higher, and when importance is attached to T_NIIn the case of the above, the effect is high when the content is set to be higher. Further, when the dropping mark and the burn-in characteristic are improved, it is preferable to set the content rangeIs centered.

The lower limit of the preferable content of the compound represented by the formula (N-1-15) is 5%, 10%, 13%, 15%, 17%, 20% with respect 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% with respect to the total amount of the composition of the present invention.

The compounds represented by the general formula (N-1-16) are the following compounds.

[ solution 25]

(in the formula, R^N1161And R^N1162Each independently represents R in the general formula (N-1)^N11And R^N12The same meaning is used. )

R^N1161Preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably an ethyl group, a propyl group or a butyl group. R^N1162Preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethoxy group, a propoxy group or a butoxy group.

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

The lower limit of the preferable content of the compound represented by the formula (N-1-16) is 5%, 10%, 13%, 15%, 17%, 20% with respect 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% with respect to the total amount of the composition of the present invention.

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

[ solution 26]

(in the formula, R^N1171And R^N1172Each independently represents R in the general formula (N-1)^N11And R^N12The same meaning is used. )

R^N1171Preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably an ethyl group, a propyl group or a butyl group. R^N1172Preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethoxy group, a propoxy group or a butoxy group.

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

The lower limit of the preferable content of the compound represented by the formula (N-1-17) is 5%, 10%, 13%, 15%, 17%, 20% with respect 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% with respect to the total amount of the composition of the present invention.

The compounds represented by the general formula (N-1-18) are the following compounds.

[ solution 27]

(in the formula, R^N1181And R^N1182Each independently represents R in the general formula (N-1)^N11And R^N12The same meaning is used. )

R^N1181Preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, preferably a methyl group, an ethyl group, a propyl group or a butyl group. R^N1182Preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethoxy group, a propoxy group or a butoxy group.

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

The lower limit of the preferable content of the compound represented by the formula (N-1-18) is 5%, 10%, 13%, 15%, 17%, 20% with respect 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% with respect to the total amount of the composition of the present invention.

Further, the compound represented by the general formula (N-1-18) is preferably a compound selected from the group consisting of the compounds represented by the formulae (N-1-18.1) to (N-1-18.5), preferably a compound represented by the formulae (N-1-18.1) to (N-1-18.3), preferably a compound represented by the formulae (N-1-18.2) and (N-1-18.3).

[ solution 28]

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

[ solution 29]

(in the formula, R^N1201And R^N1202Each independently represents R in the general formula (N-1)^N11And R^N12The same meaning is used. )

R^N1201And R^N1202Each of the alkyl groups 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.

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

The lower limit of the preferable content of the compound represented by the formula (N-1-20) is 5%, 10%, 13%, 15%, 17%, 20% with respect 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% with respect to the total amount of the composition of the present invention.

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

[ solution 30]

(in the formula, R^N1211And R^N1212Each independently represents R in the general formula (N-1)^N11And R^N12The same meaning is used. )

R^N1211And R^N1212Each of the alkyl groups 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.

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

The lower limit of the preferable content of the compound represented by the formula (N-1-21) is 5%, 10%, 13%, 15%, 17%, 20% with respect 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% with respect to the total amount of the composition of the present invention.

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

[ solution 31]

(in the formula, R^N1221And R^N1222Each independently represents R in the general formula (N-1)^N11And R^N12The same meaning is used. )

R^N1221And R^N1222Each of the alkyl groups 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.

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

The lower limit of the preferable content of the compound represented by the formula (N-1-22) is 1%, 5%, 10%, 13%, 15%, 17%, 20% with respect 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%, 5% with respect to the total amount of the composition of the present invention.

Further, the compound represented by the general formula (N-1-22) is preferably a compound selected from the group consisting of the compounds represented by the formulae (N-1-22.1) to (N-1-22.12), preferably a compound represented by the formulae (N-1-22.1) to (N-1-22.5), and preferably a compound represented by the formulae (N-1-22.1) to (N-1-22.4).

[ solution 32]

The liquid crystal composition of the present invention preferably further contains 1 or 2 or more compounds represented by the general formula (L). The compound represented by the general formula (L) corresponds to a compound having almost neutral dielectric properties (having a value of. DELTA. epsilon. -2 to 2). Therefore, the number of polar groups such as halogen contained in the molecule is preferably 2 or less, preferably 1 or less, and preferably no polar groups such as halogen are contained.

[ solution 33]

(in the formula, R^L1And R^L2Each independently represents an alkyl group having 1 to 8 carbon atoms, 1 of the alkyl groups or 2 or more-CH groups not adjacent to each other₂-may also be independently substituted by-CH- ═ CH-, -C.ident.C-, -O-, -CO-, -COO-or-OCO-, respectively,

n^L1represents 0, 1,2 or 3,

A^L1、A^L2and A^L3Each independently represents a group selected from the group consisting of the following groups (a) to (c),

(a)1, 4-cyclohexylene (1-CH present in the radical)₂-or 2 or more-CH not adjacent₂-may be substituted by-O-. )

(b)1, 4-phenylene (1-CH-or nonadjacent 2 or more-CH-present in the radical may be substituted by-N,) and

(c) naphthalene-2, 6-diyl, 1,2,3, 4-tetrahydronaphthalene-2, 6-diyl or decahydronaphthalene-2, 6-diyl (1-CH ═ or noncontiguous 2 or more-CH ═ present in naphthalene-2, 6-diyl or 1,2,3, 4-tetrahydronaphthalene-2, 6-diyl may be substituted by — N ═ to.)

Z^L1and Z^L2Each independently represents a single bond, -CH₂CH₂-、-(CH₂)₄-、-OCH₂-、-CH₂O-、-COO-、-OCO-、-OCF₂-、-CF₂O-, -CH-N-CH-, -CH-, -CF-or-C ≡ C-,

n^L1a plurality of A's being present for 2 or 3^L2When they are the same or different, n^L1A plurality of Z s being 2 or 3^L3These may be the same or different, except for the compounds represented by (N-1), (N-2) and (N-3). )

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

In the composition of the present invention, the content of the compound represented by the general formula (L) is desirably adjusted depending on the required properties such as solubility at low temperature, transition temperature, electrical reliability, birefringence, process adaptability, dropping marks, burn-in, dielectric anisotropy, and the like.

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

When a composition having a low viscosity and a high response speed is required, the lower limit value is preferably high and the upper limit value is preferably high. Further, when the Tni of the composition of the present invention is kept high and a composition having good temperature stability is required, it is preferable that the lower limit value is high and the upper limit value is high. In addition, when the dielectric anisotropy is to be increased in order to keep the driving voltage low, the lower limit value and the upper limit value are preferably low.

When importance is attached to reliability, R is preferably selected^L1And R^L2All of them are alkyl groups, and when importance is attached to reduction in volatility of the compound, alkoxy groups are preferable, and when importance is attached to reduction in viscosity, at least one of them is preferably alkenyl groups.

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

With respect to R^L1And R^L2When the ring structure to which the compound is bonded is a phenyl group (aromatic group), it is preferably a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, or an alkenyl group having 4 to 5 carbon atoms, and when the ring structure to which the compound is bonded is a saturated ring structure such as cyclohexane, piperazine, or dioxane, it is preferably 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. In order to stabilize the nematic phase, the total of carbon atoms and oxygen atoms when present is preferably 5 or less, and is preferably linear.

[ chemical 34]

With respect to n^L1When importance is attached to the response speed, 0 is preferable, 2 or 3 is preferable for improving the upper limit temperature of the nematic phase, and 1 is preferable for achieving the balance therebetween. In addition, in order to satisfy the characteristics required as a composition, it is preferable to combine compounds of different values.

With respect to A^L1、A^L2And A^L3When Δ n is required to be increased, it is preferably aromatic, and in order to improve the response speed, it is preferably aliphatic, and each of them preferably independently represents trans-1, 4-cyclohexylene, 1, 4-phenylene, 2-fluoro-1, 4-phenylene, 3, 5-difluoro-1, 4-phenylene, 1, 4-cyclohexenylene, or 1, 4-bicyclo [2.2.2 ] bicyclo]Octylene, piperidine-1, 4-diyl, naphthalene-2, 6-diylA decahydronaphthalene-2, 6-diyl group or a 1,2,3, 4-tetrahydronaphthalene-2, 6-diyl group, more preferably the following structures,

[ solution 35]

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

With respect to Z^L1And Z^L2When importance is attached to the response speed, a single bond is preferable.

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

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

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

[ solution 36]

(in the formula, R^L11And R^L12Each independently represents R in the general formula (L)^L1And R^L2The same meaning is used. )

R^L11And R^L12Preferably, the alkyl group has a straight chain of 1 to 5 carbon atoms, the alkoxy group has a straight chain of 1 to 4 carbon atoms, and the alkenyl group has a straight chain of 2 to 5 carbon atoms.

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

The lower limit of the preferred content is 1%, 2%, 3%, 5%, 7%, 10%, 15%, 20%, 25%, 30%, 35%, 40%, 45%, 50%, 55% with respect to the total amount of the composition of the present invention. Preferred upper limits for the amounts are 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 invention.

When a composition having a low viscosity and a high response speed is required, the lower limit value is preferably high and the upper limit value is preferably high. Further, when the Tni of the composition of the present invention is kept high and a composition having good temperature stability is required, it is preferable that the lower limit value is centered and the upper limit value is centered. In addition, when the dielectric anisotropy is to be increased in order to keep the driving voltage low, the lower limit value and the upper limit value are preferably low.

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

[ solution 37]

(in the formula, R^L12Represents the same meaning as in the general formula (L-1). )

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

[ solution 38]

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

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

[ solution 39]

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

Further, the compound represented by the general formula (L-1-2) is preferably a compound selected from the group consisting of compounds represented by the formulae (L-1-2.1) to (L-1-2.4), and is preferably a compound represented by the formulae (L-1-2.2) to (L-1-2.4). In particular, the compounds represented by the formula (L-1-2.2) are preferable because they particularly improve the response speed of the composition of the present invention. When higher Tni is required than the response speed, it is preferable to use a compound represented by the formula (L-1-2.3) or the formula (L-1-2.4). In order to improve the solubility at low temperatures, it is not preferable that the content of the compound represented by the formula (L-1-2.3) or the formula (L-1-2.4) is 30% or more.

[ solution 40]

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

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

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

[ solution 41]

(in the formula, R^L13And R^L14Each independently represents an alkyl group having 1 to 8 carbon atoms or an alkoxy group having 1 to 8 carbon atoms. )

R^L13And R^L14Preferably, the alkyl group has a straight chain of 1 to 5 carbon atoms, the alkoxy group has a straight chain of 1 to 4 carbon atoms, and the alkenyl group has a straight chain of 2 to 5 carbon atoms.

The lower limit of the preferable content of the compound represented by the formula (L-1-3) is 1%, 5%, 10%, 13%, 15%, 17%, 20%, 23%, 25%, 30% with respect to the total amount of the composition of the present invention. Preferred upper limits of the amounts are 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 invention.

Further, the compound represented by the general formula (L-1-3) is preferably a compound selected from the group consisting of compounds represented by the formulae (L-1-3.1) to (L-1-3.13), and is preferably a compound represented by the formula (L-1-3.1), the formula (L-1-3.3) or the formula (L-1-3.4). In particular, the compound represented by the formula (L-1-3.1) is preferable because it improves the response speed of the composition of the present invention. When higher Tni is required than the response speed, the compounds represented by the formulae (L-1-3.3), (L-1-3.4), (L-1-3.11) and (L-1-3.12) are preferably used. In order to improve the solubility at low temperatures, it is not preferable that the total content of the compounds represented by the formulae (L-1-3.3), (L-1-3.4), (L-1-3.11) and (L-1-3.13) is 20% or more.

[ solution 42]

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

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

[ solution 43]

(in the formula, R^L15And R^L16Each independently represents an alkyl group having 1 to 8 carbon atoms or an alkoxy group having 1 to 8 carbon atoms. )

R^L15And R^L16Preferably, the alkyl group has a straight chain of 1 to 5 carbon atoms, the alkoxy group has a straight chain of 1 to 4 carbon atoms, and the alkenyl group has a straight chain of 2 to 5 carbon atoms.

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

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

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

[ solution 44]

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

Preferably, 2 or more compounds selected from the group consisting of the compounds represented by the formulae (L-1-1.3), (L-1-2.2), (L-1-3.1), (L-1-3.3), (L-1-3.4), (L-1-3.11) and (L-1-3.12) are combined, preferably 2 or more compounds selected from the group consisting of the compounds represented by the formulae (L-1-1.3), (L-1-2.2), (L-1-3.1), (L-1-3.3), (L-1-3.4) and (L-1-4.2), and the lower limit of the total content of these compounds is 1%, 2%, based on the total amount of the composition of the present invention, 3%, 5%, 7%, 10%, 13%, 15%, 18%, 20%, 23%, 25%, 27%, 30%, 33%, 35%, with upper limit values of 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 importance is attached to the reliability of the composition, it is preferable to combine 2 or more compounds selected from the group consisting of the compounds represented by the formulae (L-1-3.1), (L-1-3.3) and (L-1-3.4), and when importance is attached to the response speed of the composition, it is preferable to combine 2 or more compounds selected from the group consisting of the compounds represented by the formulae (L-1-1.3) and (L-1-2.2).

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

[ solution 45]

(in the formula, R^L17And R^L18Each independently represents a methyl group or a hydrogen atom. )

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

Further, the compound represented by the general formula (L-1-6) is preferably a compound selected from the group of compounds represented by the formulae (L-1-6.1) to (L-1-6.3).

[ solution 46]

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

[ solution 47]

(in the formula, R^L21And R^L22Each independently represents R in the general formula (L)^L1And R^L2The same meaning is used. )

R^L21Preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, R^L22Preferably 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.

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

When the solubility at low temperature is important, the effect is high if the content is set to be high, whereas when the response speed is important, the effect is high if the content is set to be low. Further, when improving the dropping mark and the burn-in characteristic, it is preferable to set the range of the content to be centered.

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

Further, the compound represented by the general formula (L-2) is preferably a compound selected from the group consisting of compounds represented by the formulae (L-2.1) to (L-2.6), and is preferably a compound represented by the formulae (L-2.1), (L-2.3), (L-2.4) or (L-2.6).

[ solution 48]

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

[ solution 49]

(in the formula, R^L31And R^L32Each independently represents R in the general formula (L)^L1And R^L2The same meaning is used. )

R^L31And R^L32Preferably, each of the alkyl group having 1 to 5 carbon atoms, the alkenyl group having 4 to 5 carbon atoms or the alkenyl group having 1 to 4 carbon atoms is independent of the otherAlkoxy group of (2).

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

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

When a high birefringence is to be obtained, the effect is high if the content is set to be high, whereas when high Tni is regarded as important, the effect is high if the content is set to be low. Further, when improving the dropping mark and the burn-in characteristic, it is preferable to set the range of the content to be centered.

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

[ solution 50]

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

[ solution 51]

(in the formula, R^L41And R^L42Each independently represents R in the general formula (L)^L1And R^L2The same meaning is used. )

R^L41Preferably an alkyl group having 1 to 5 carbon atoms orAlkenyl group having 2 to 5 carbon atoms, R^L42Preferably 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. )

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

In the composition of the present invention, the content of the compound represented by the general formula (L-4) is desirably adjusted depending on the required properties such as solubility at low temperature, transition temperature, electrical reliability, birefringence, process adaptability, dropping marks, burn-in, dielectric anisotropy, and the like.

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

The compounds represented by the general formula (L-4) are preferably, for example, compounds represented by the formulae (L-4.1) to (L-4.3).

[ solution 52]

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

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

The compound represented by the general formula (L-4) is preferably 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).

[ Hua 53]

The compound represented by the formula (L-4.4), the compound represented by the formula (L-4.5), or both the compound represented by the formula (L-4.4) and the compound represented by the formula (L-4.5) may be contained in accordance with the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence, and the like.

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

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

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

[ solution 54]

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

[ solution 55]

(in the formula, R^L51And R^L52Each independently represents R in the general formula (L)^L1And R^L2The same meaning is used. )

R^L51Preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, R^L52Preferably 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.

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

In the composition of the present invention, the content of the compound represented by the general formula (L-5) is desirably adjusted depending on the required properties such as solubility at low temperature, transition temperature, electrical reliability, birefringence, process adaptability, dropping marks, burn-in, dielectric anisotropy, and the like.

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

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

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

[ solution 56]

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

[ solution 57]

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

[ solution 58]

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

[ chemical 59]

(in the formula, R^L61And R^L62Each independently represents R in the general formula (L)^L1And R^L2Same meaning as X^L61And X^L62Each independently represents a hydrogen atom or a fluorine atom. )

R^L61And R^L62Preferably independently represents an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably X^L61And X^L62One of which is a fluorine atom and the other is a hydrogen atom.

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

The lower limit of the preferable content of the compound represented by the formula (L-6) is 1%, 2%, 3%, 5%, 7%, 10%, 14%, 16%, 20%, 23%, 26%, 30%, 35%, 40% with respect to the total amount of the composition of the present invention. The upper limit of the preferable content of the compound represented by the formula (L-6) is 50%, 40%, 35%, 30%, 20%, 15%, 10%, 5% with respect to the total amount of the composition of the present invention. When increasing Δ n is emphasized, the content is preferably increased, and when precipitation is emphasized at a low temperature, the content is preferably decreased.

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

[ solution 60]

The kind of the compound which can be combined is not particularly limited, and 1 to 3 of these compounds are preferably contained, and 1 to 4 are more preferably contained. Further, since the wide molecular weight distribution of the selected compound is effective also for solubility, it is preferable to select 1 from the compounds represented by the formula (L-6.1) or (L-6.2), 1 from the compounds represented by the formula (L-6.4) or (L-6.5), 1 from the compounds represented by the formula (L-6.6) or (L-6.7), 1 from the compounds represented by the formula (L-6.8) or (L-6.9), and to appropriately combine them. Among them, preferred are compounds represented by the formula (L-6.1), the formula (L-6.3), the formula (L-6.4), the formula (L-6.6) and the formula (L-6.9).

Further, 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 preferable.

[ solution 61]

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

[ solution 62]

(in the formula, R^L71And R^L72Each independently represents R in the general formula (L)^L1And R^L2Same meaning as A^L71And A^L72Each independently represents a group represented by the general formula (L)^L2And A^L3Same meaning as A^L71And A^L72May also be independently substituted by fluorine atoms, Z^L71Is represented by Z in the general formula (L)^L2Same meaning as X^L71And X^L72Each independently represents a fluorine atom or a hydrogen atom. )

In the formula, R^L71And R^L72Preferably 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, A^L71And A^L72Preferably each independently of the other 1, 4-cyclohexylene or 1, 4-phenylene, A^L71And A^L72May also be independently substituted by fluorine atoms, Z^L71Preferably a single bond or-COO-, preferably a single bond, X^L71And X^L72Preferably a hydrogen atom.

The kind of the compound that can be combined is not particularly limited, and is combined with the properties required for solubility at low temperature, transition temperature, electrical reliability, birefringence, and the like. The types of the compounds used are, for example, 1,2,3, or 4 in one embodiment of the present invention.

In the composition of the present invention, the content of the compound represented by the general formula (L-7) is desirably adjusted depending on the required properties such as solubility at low temperature, transition temperature, electrical reliability, birefringence, process adaptability, dropping marks, burn-in, dielectric anisotropy, and the like.

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

When the composition of the present invention is intended to be an embodiment having a high Tni, it is preferable to increase the content of the compound represented by the formula (L-7), and when an embodiment having a low viscosity is intended, it is preferable to decrease the content to a small extent.

Further, the compound represented by the general formula (L-7) is preferably a compound represented by the formulae (L-7.1) to (L-7.4), preferably a compound represented by the formula (L-7.2).

[ solution 63]

Further, the compound represented by the general formula (L-7) is preferably a compound represented by the formulae (L-7.11) to (L-7.13), preferably a compound represented by the formula (L-7.11).

[ solution 64]

Further, the compounds represented by the general formula (L-7) are compounds represented by the formulae (L-7.21) to (L-7.23). Preferred is a compound represented by the formula (L-7.21).

[ solution 65]

Further, the compound represented by the general formula (L-7) is preferably a compound represented by the formulae (L-7.31) to (L-7.34), preferably a compound represented by the formula (L-7.31) or/and (L-7.32).

[ solution 66]

Further, the compound represented by the general formula (L-7) is preferably a compound represented by the formulae (L-7.41) to (L-7.44), and is preferably a compound represented by the formula (L-7.41) or/and (L-7.42).

[ solution 67]

Further, the compounds represented by the general formula (L-7) are preferably compounds represented by the formulae (L-7.51) to (L-7.53).

[ solution 68]

The lower limit of the total preferable content of the compounds represented by the general formulae (i), (ii), (L) and (N) is 80%, 85%, 88%, 90%, 92%, 93%, 94%, 95%, 96%, 97%, 98%, 99% or 100% based on the total amount of the composition of the present invention. The upper limit of the content is preferably 100%, 99%, 98%, 95%.

The lower limit of the preferable content of the total of the compounds represented by the general formula (N-1) and the general formula (L) is 80%, 85%, 88%, 90%, 92%, 93%, 94%, 95%, 96%, 97%, 98%, 99%, 100% relative to the total amount of the composition of the present invention. The upper limit of the content is preferably 100%, 99%, 98%, 95%.

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.

When importance is attached to the reliability and long-term stability of the composition, the content of the compound having a carbonyl group is preferably 5% or less, more preferably 3% or less, still more preferably 1% or less, and most preferably substantially none, based on the total mass of the composition.

When importance is attached to the stability by UV irradiation, the content of the chlorine atom-substituted compound is preferably 15% or less, preferably 10% or less, preferably 8% or less, more preferably 5% or less, preferably 3% or less, and further preferably substantially not contained, with respect to the total mass of the composition.

The content of the compound having all ring structures in the molecule of 6-membered rings is preferably increased, the content of the compound having all ring structures in the molecule of 6-membered rings is preferably 80% or more, more preferably 90% or more, further preferably 95% or more, and the composition is most preferably constituted by substantially only the compound having all ring structures in the molecule of 6-membered rings, based on the total mass of the composition.

In order to suppress deterioration due to oxidation of the composition, the content of the compound having a cyclohexenylene group as a ring structure is preferably reduced, and the content of the compound having a cyclohexenylene group is preferably 10% or less, preferably 8% or less, more preferably 5% or less, preferably 3% or less, and further preferably substantially not contained, with respect to the total mass of the composition.

When importance is attached to the improvement of viscosity and the improvement of Tni, the content of the compound having 2-methylbenzene-1, 4-diyl in which a hydrogen atom may be substituted with halogen in a molecule is preferably reduced, and the content of the compound having 2-methylbenzene-1, 4-diyl in a molecule is preferably 10% or less, preferably 8% or less, more preferably 5% or less, preferably 3% or less, and further preferably substantially none, with respect to the total mass of the composition.

The term "substantially free" in the present application means not containing other than an unintended substance.

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

Average elastic constant (K) of liquid crystal composition used in the present invention_AVG) Preferably 10 to 25, as its lower limit, 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, as its upper limit, preferably 25, preferably 24.5, preferably 24, preferably 23.5, preferably 23, preferably 22.8, preferably 22.5Is 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 it is important to reduce power consumption, it is effective to suppress the amount of backlight light, and since the liquid crystal display element preferably has a high light transmittance, K is preferably used_AVGThe value of (c) is set lower. When importance is attached to improvement of response speed, K is preferably set_AVGThe value of (b) is set higher.

The composition of the present invention preferably further contains a polymerizable compound (hereinafter, may be referred to as "polymerizable monomer"). The polymerizable compound is preferably a compound represented by the following general formula (P). It is preferable that 1 or 2 or more of the polymerizable monomers are contained.

[ solution 69]

(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 which may be substituted with a halogen atom, an alkoxy group having 1 to 15 carbon atoms which may be substituted with a halogen atom, an alkenyl group having 1 to 15 carbon atoms which may be substituted with a halogen atom, an alkenyloxy group having 1 to 15 carbon atoms which may be substituted with a halogen atom, or-Sp^p2-P^p2，

P^p1And P^p2Each independently represents a general formula (P)^p1-1) to formula (P)^p1-any one of the above-mentioned-9),

[ solution 70]

(in the formula, R^p11And R^p12Each independently represents a hydrogen atom or a carbon atom1 to 5 alkyl groups or C1 to 5 halogenated alkyl groups, W^p11Represents a single bond, -O-, -COO-or methylene, t^p11Represents 0, 1 or 2, and a plurality of R exist in the molecule^p11、R^p12、W^p11And/or t^p11When they are the same or different),

Sp^p1and Sp^p2Each independently represents a single bond or a spacer,

Z^p1and Z^p2Each 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- (wherein, R is^ZP1Each independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and a plurality of R's are present in the molecule^ZP1They may be the same or different. ),

A^p2represents 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, A^p2Unsubstituted or substituted alkyl group having 1 to 12 carbon atoms, halogenated alkyl group having 1 to 12 carbon atoms, alkoxy group having 1 to 12 carbon atoms, halogenated alkoxy group having 1 to 12 carbon atoms, halogen atom, cyano group, nitro group or-Sp^p2-P^p2The substitution is carried out by the following steps,

wherein m is described later^p2M is 0 and described later^p1When m is 2 or more, or m described later^p3M is 0 and described later^p4When the number is 2 or more, the above-mentioned A^p2Further having m at any position of the respective group^p1Or m^p4The connecting key of (2) is provided,

A^p1is represented by (A)^p1-11)～(A^p1-19) a group represented by (a),

[ solution 71]

(in the formula, in:. and Sp^p1Or Z^p1Is connected between^p1Wherein 1 or more than 2 hydrogen atoms in the structure can be bonded by alkyl with 1-12 carbon atoms, halogenated alkyl with 1-12 carbon atoms, alkoxy with 1-12 carbon atoms, halogenated alkoxy with 1-12 carbon atoms, halogen atom, cyano, nitro or-Sp^p2-P^p2And (4) substitution. ),

A^p3is represented by (A)^p3-11)～(A^p3-19) a group represented by (a),

[ chemical formula 72]

(in the formula, in:. and Z)^p2Is connected between^p1Or Z^p2Wherein 1 or more than 2 hydrogen atoms in the structure can be bonded by alkyl with 1-12 carbon atoms, halogenated alkyl with 1-12 carbon atoms, alkoxy with 1-12 carbon atoms, halogenated alkoxy with 1-12 carbon atoms, halogen atom, cyano, nitro or-Sp^p2-P^p2And (4) substitution. ),

m^p2and m^p3Each independently represents 0, 1,2 or 3, m^p1And m^p4Each independently represents 1,2 or 3, and a plurality of P's are present in the molecule^p1、Sp^p1、A^p1、Z^p1、Z^p2、A^p3And/or R^p1In the case of (2), they may be the same or different. )

In the general formula (P) related to the invention, R^p1Is preferably-Sp^p2-P^p2。

P^p1And P^p2Are each independently preferably of the formula (P)^p1-1) to formula (P)^p1-3), preferably (P)^p1-1)。

R^p11And R^p12Each independently preferably a hydrogen atom or a methyl group.

m^p1+m^p4Preferably 2 or more, preferably 2 or 3.

Z^p1And Z^p2Preferably independently of one another, a single bond, -OCH₂-、-CH₂O-、-CO-、-C₂H₄-、-COO-、-OCO-、-COOC₂H₄-、-OCOC₂H₄-、-C₂H₄OCO-、-C₂H₄COO-、-CH＝CH-、-CF₂-、-CF₂O-、-(CH₂)₂-COO-、-(CH₂)₂-OCO-、-OCO-(CH₂)₂-、-CH＝CH-COO-、-COO-CH＝CH-、-OCOCH＝CH-、-COO-(CH₂)₂-、-OCF₂-or-C ≡ C-, preferably a single bond, -OCH₂-、-CH₂O-、-C₂H₄-、-COO-、-OCO-、-COOC₂H₄-、-OCOC₂H₄-、-C₂H₄OCO-、-C₂H₄COO-、-CH＝CH-、-(CH₂)₂-COO-、-(CH₂)₂-OCO-、-OCO-(CH₂)₂-、-CH＝CH-COO-、-COO-CH＝CH-、-OCOCH＝CH-、-COO-(CH₂)₂-or-C.ident.C-, preferably only one present in the molecule is-OCH₂-、-CH₂O-、-C₂H₄-、-COO-、-OCO-、-COOC₂H₄-、-OCOC₂H₄-、-C₂H₄OCO-、-C₂H₄COO-、-CH＝CH-、-(CH₂)₂-COO-、-(CH₂)₂-OCO-、-OCO-(CH₂)₂-、-CH＝CH-COO-、-COO-CH＝CH-、-OCOCH＝CH-、-COO-(CH₂)₂-or-C.ident.C-and all others are single bonds, preferably only one present in the molecule is-OCH₂-、-CH₂O-、-C₂H₄-, -COO-or-OCO-and the others are all single bonds, preferably all single bonds.

In addition, Z present in the molecule is preferable^p1And Z^p2Wherein only one is selected from the group consisting of-CH-COO-, -COO-CH-, - (CH)₂)₂-COO-、-(CH₂)₂-OCO-、-O-CO-(CH₂)₂-、-COO-(CH₂)₂-a linker group in the group and others are single bonds.

Sp^p1And Sp^p2Each independently represents a single bond or an alkylene group having 1 to 30 carbon atoms, wherein-CH in the alkylene group₂The alkylene group may be substituted with-O-, -CO-, -COO-, -OCO-, -CH-or-C.ident.C-in the case where oxygen atoms are not directly bonded to each other, and a hydrogen atom in the alkylene group may be substituted with a halogen atom, and is preferably a linear alkylene group having 1 to 10 carbon atoms or a single bond.

A^p2Preferably 1, 4-phenylene, 1, 4-cyclohexylene, anthracene-2, 6-diyl, phenanthrene-2, 7-diyl or naphthalene-2, 6-diyl, preferably 1, 4-phenylene, 1, 4-cyclohexylene, phenanthrene-2, 7-diyl or naphthalene-2, 6-diyl, in m^p2+m^p3At 0, it is preferably phenanthrene-2, 7-diyl, in m^p2+

m

^p31,2 or 3, it is preferably 1, 4-phenylene or 1, 4-cyclohexylene. To improve the compatibility with liquid-crystalline compounds, A^p21 or 2 or more hydrogen atoms in the structure thereof may be substituted with a methyl group, an ethyl group, a methoxy group, an ethoxy group or a fluorine atom.

A^p1Preferably of the formula (A)^p1-15)、(A^p1-16)、(A^p1-17) or (A)^p1-18). To improve the compatibility with liquid-crystalline compounds, A^p11 or 2 or more hydrogen atoms in the structure thereof may be substituted with a methyl group, an ethyl group, a methoxy group, an ethoxy group or a fluorine atom.

A^p3Preferably of the formula (A)^p1-14)、(A^p1-15)、(A^p1-16)、(A^p1-17) or (A)^p1-18). To improve the compatibility with liquid-crystalline compounds, A^p31 or 2 or more hydrogen atoms in the structure thereof may be substituted with a methyl group, an ethyl group, a methoxy group, an ethoxy group or a fluorine atom.

m^p2+m^p3Preferably 0, 1,2 or 3, preferably 1 or 2.

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

The preferable 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%, 0.3% with respect to the composition containing the compound represented by the general formula (P) of the present application.

The preferable upper limit of the total content of the compounds represented by the general formula (P) is 10%, 8%, 5%, 3%, 1.5%, 1.2%, 1%, 0.8%, 0.5% with respect to the composition containing the compounds represented by the general formula (P) of the present application.

If the content is small, the effect of adding the compound represented by the general formula (P) is difficult to be exhibited, and problems such as a weak alignment controlling force of the liquid crystal composition or a weak alignment controlling force with the passage of time occur, and if it is too large, the amount remaining after curing increases, the curing takes time, and the reliability of the liquid crystal deteriorates. Therefore, the content is set in consideration of their balance.

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) or the general formula (P-4).

[ solution 73]

(in the formula, P^p11、P^p12、P^p21、P^p22、P^p31、P^p32、P^p41And P^p42Each independently represents a group represented by the formula (P)^p1The same meaning is given to the same person,

Sp^p11、Sp^p12、Sp^p21、Sp^p22、Sp^p31、Sp^p32、SP^p41and SP^p42Each independently represents Sp in the general formula (P)^p1The same meaning is given to the same person,

A^p11、A^p12、A^p13、A^p21、A^p22、A^p23、A^p32and A^p42Each 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, A^p11、A^p12、A^p13、A^p21、A^p22、A^p23、A^p32And A^p42Independently, each of which is 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 in the general formula (P)^p2-P^p2The substitution is carried out by the following steps,

A^p41a is represented by the general formula (P)^p1The same meaning is given to the same person,

A^p43represents a in the general formula (P)^p3The same meaning is given to the same person,

Z^p21、Z^p22、Z^p41and Z^p42Represents 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- (wherein, R is^ZP1Each independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and a plurality of R's are present in the molecule^ZP1In the case where they are the same or different), but Z is present in the molecule^p21And Z^p22At least one of them represents a group other than a single bond. )

P^p11、P^p12、P^p21、P^p22、P^p31、P^p32、P^p41And P^p42Preferably each independently of P in the formula (P)^p1Is likewise of formula (P)^p1-1) to formula (P)^p1-3), preferably (P)^p1-1)，R^p11And R^p12Preferably each independently a hydrogen atom or a methyl group.

Sp^p11、Sp^p12、Sp^p21、Sp^p22、Sp^p31、Sp^p32、Sp^p41And Sp^p42Each independently represents a single bond or an alkylene group having 1 to 30 carbon atoms, wherein-CH in the alkylene group₂The alkylene group may be substituted with-O-, -CO-, -COO-, -OCO-, -CH-or-C.ident.C-in the case where oxygen atoms are not directly bonded to each other, and a hydrogen atom in the alkylene group may be substituted with a halogen atom, and is preferably a linear alkylene group having 1 to 10 carbon atoms or a single bond.

A^p11、A^p12、A^p13、A^p21、A^p22、A^p23、A^p32And A^p42Independently of one another, 1, 4-phenylene, 1, 4-cyclohexylene, anthracene-2, 6-Diyl, phenanthrene-2, 7-diyl or naphthalene-2, 6-diyl, preferably 1, 4-phenylene, 1, 4-cyclohexylene, phenanthrene-2, 7-diyl or naphthalene-2, 6-diyl. In the general formulae (P-1) and (P-2), each independently preferably represents a 1, 4-phenylene group or a 1, 4-cyclohexylene group, and 1 or 2 or more hydrogen atoms in the structure may be substituted with a methyl group, an ethyl group, a methoxy group, an ethoxy group or a fluorine atom for the purpose of improving compatibility with a liquid crystal compound. In the general formula (P-3), phenanthrene-2, 7-diyl group is preferable, and 1 or 2 or more hydrogen atoms in the structure thereof may be substituted with a methyl group, an ethyl group, a methoxy group, an ethoxy group or a fluorine atom in order to improve compatibility with a liquid crystal compound.

Z^p21Preferably a single bond, -OCH₂-、-CH₂O-、-CO-、-C₂H₄-、-COO-、-OCO-、-COOC₂H₄-、-OCOC₂H₄-、-C₂H₄OCO-、-C₂H₄COO-、-CH＝CH-、-CF₂-、-CF₂O-、-(CH₂)₂-COO-、-(CH₂)₂-OCO-、-OCO-(CH₂)₂-、-CH＝CH-COO-、-COO-CH＝CH-、-OCOCH＝CH-、-COO-(CH₂)₂-、-OCF₂-or-C ≡ C-, preferably a single bond, -OCH₂-、-CH₂O-、-C₂H₄-、-COO-、-OCO-、-COOC₂H₄-、-OCOC₂H₄-、-C₂H₄OCO-、-C₂H₄COO-、-CH＝CH-、-(CH₂)₂-COO-、-(CH₂)₂-OCO-、-OCO-(CH₂)₂-、-CH＝CH-COO-、-COO-CH＝CH-、-OCOCH＝CH-、-COO-(CH₂)₂-or-C.ident.C-, preferably only one present in the molecule is-OCH₂-、-CH₂O-、-C₂H₄-、-COO-、-OCO-、-COOC₂H₄-、-OCOC₂H₄-、-C₂H₄OCO-、-C₂H₄COO-、-CH＝CH-、-(CH₂)₂-COO-、-(CH₂)₂-OCO-、-OCO-(CH₂)₂-、-CH＝CH-COO-、-COO-CH＝CH-、-OCOCH＝CH-、-COO-(CH₂)₂-or-C.ident.C-and all others are single bonds, preferably only one present in the molecule is-OCH₂-、-CH₂O-、-C₂H₄-, -COO-or-OCO-and the others are all single bonds, preferably all single bonds.

In addition, Z present in the molecule is preferable^p21Only one of (A) is selected from the group consisting of- (CH)₂)₂-COO-、-(CH₂)₂-OCO-、-O-CO-(CH₂)₂-、-COO-(CH₂)₂-a linker group in the group and others are single bonds.

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

[ chemical formula 74]

[ solution 75]

[ 76]

[ solution 77]

[ solution 78]

(in the formula, P^p11、P^p12、Sp^p11And Sp^p12Is shown andp in the formula (P-1)^p11、P^p12、Sp^p11And Sp^p12The same meaning is used. )

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

[ solution 79]

(in the formula, P^p21、P^p22、Sp^p21And Sp^p22Represents P in the general formula (P-2)^p21、P^p22、Sp^p21And Sp^p22The same meaning is used. )

Preferable examples of the compound represented by the general formula (P-3) according to the present invention include polymerizable compounds represented by the following formulae (P-3-1) to (P-3-15).

[ solution 80]

[ solution 81]

(in the formula, P^p31、P^p32、Sp^p31And Sp^p32Represents P in the general formula (P-3)^p31、P^p32、Sp^p31And Sp^p32The same meaning is used. )

Preferable examples of the compound represented by the general formula (P-4) according to the present invention include polymerizable compounds represented by the following formulae (P-4-1) to (P-4-15).

[ solution 82]

[ solution 83]

[ solution 84]

[ solution 85]

(in the formula, P^p41、P^p42、Sp^p41And Sp^p42Represents P in the general formula (P-4)^p41、P^p42、Sp^p41And Sp^p42The same meaning is used. )

The composition of the present invention may further contain 1 or 2 or more compounds (Q) as additives for improving reliability. The compound (Q) preferably has the following structure.

[ solution 86]

(in the formula, R^QRepresents a hydroxyl group, a hydrogen atom, a straight-chain or branched-chain alkyl group having 1 to 22 carbon atoms, 1 or 2 or more CH in the alkyl group₂The radicals may be interrupted by-O-, -CH ═ CH-, -CO-, -OCO-, -COO-, -C.ident.C-, -CF-in such a way that the oxygen atoms are not directly adjacent to one another₂O-、-OCF₂-substitution, where x is linked to other structures. )

R^QRepresents a straight-chain or branched alkyl group having 1 to 22 carbon atoms, and 1 or 2 or more CH in the alkyl group₂The radicals can be interrupted by-O-, -CH ═ CH-, -CO-, -OCO-, -COO-, -C.ident.C-, -CF-in such a way that the oxygen atoms are not directly adjacent to one another₂O-、-OCF₂-substituted, preferably of 1 to 10 carbon atomsStraight chain alkyl, straight chain alkoxy, one CH₂Straight-chain alkyl, branched-chain alkoxy, one CH substituted by-OCO-or-COO-)₂The branched alkyl group in which the group is substituted with-OCO-or-COO-, the straight-chain alkyl group having 1 to 20 carbon atoms and one CH are more preferable₂Straight-chain alkyl, branched-chain alkoxy, one CH substituted by-OCO-or-COO-)₂The group is substituted with a branched alkyl group of-OCO-or-COO-. M^QRepresents trans-1, 4-cyclohexylene, 1, 4-phenylene or a single bond, preferably trans-1, 4-cyclohexylene or 1, 4-phenylene.

More specifically, the compound (Q) is preferably a compound represented by the following general formula (Q-a) to general formula (Q-d).

[ solution 87]

In the formula, R^Q1Preferably a linear or branched alkyl group of 1 to 10 carbon atoms, R^Q2Preferably a linear or branched alkyl group of 1 to 20 carbon atoms, R^Q3Preferably a linear alkyl group, a branched alkyl group, a linear alkoxy group or a branched alkoxy group having 1 to 8 carbon atoms, L^QPreferably a linear alkylene group or a branched alkylene group having 1 to 8 carbon atoms. Among the compounds represented by the general formulae (Q-a) to (Q-d), the compounds represented by the general formulae (Q-c) and (Q-d) are more preferable.

In the composition of the present invention, 1 or 2 kinds of compounds represented by the general formula (Q) are preferably contained, and 1 to 5 kinds are further preferably contained, and the content thereof is preferably 0.001 to 1%, more preferably 0.001 to 0.1%, and particularly preferably 0.001 to 0.05%.

Specifically, the antioxidants and light stabilizers usable in the present invention are preferably compounds represented by the following (Q-1) to (Q-44).

[ solution 88]

[ solution 89]

[ solution 90]

[ solution 91]

[ solution 92]

(wherein n represents an integer of 0 to 20.)

The liquid crystal composition of the present embodiment is applied to a liquid crystal display element. Hereinafter, an example of the liquid crystal display element of the present embodiment will be described with reference to fig. 1 and 2 as appropriate.

Fig. 1 is a diagram schematically showing the structure of a liquid crystal display element. In fig. 1, the respective components are shown in a spaced manner for convenience of explanation. As shown in fig. 1, the liquid crystal display element 1 according to the present embodiment includes a first substrate 2 and a second substrate 3 disposed to face each other, and a liquid crystal layer 4 provided between the first substrate 2 and the second substrate 3, and the liquid crystal layer 4 is formed of the liquid crystal composition of the present embodiment.

A pixel electrode layer 5 is formed on the first substrate 2 on the liquid crystal layer 4 side surface. A common electrode layer 6 is formed on the second substrate 3 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.

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.

The first substrate 2 and the second substrate 3 are formed of a material having flexibility, 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 is 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 with a sealing material and a sealing material such as an epoxy thermosetting composition disposed in the peripheral region, and for example, a granular spacer such as glass particles, plastic particles, or alumina particles, or a spacer made of a resin formed by photolithography may be disposed therebetween in order to maintain the distance between the substrates.

The first polarizing plate 7 and the second polarizing plate 8 can be adjusted so that the polarizing axes of the respective polarizing plates are adjusted to improve the viewing angle and the contrast, and preferably have transmission axes orthogonal to each other so that the transmission axes operate in the normally black mode. In particular, it is preferable that either one of the first polarizing plate 7 and the second polarizing plate 8 has a transmission axis parallel to the alignment direction of the liquid crystal molecules when no voltage is applied.

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

The black matrix may be provided on the substrate on the opposite side of the array substrate together with the color filter, may be provided on the array substrate side together with the color filter, or may be provided separately from each other, that is, the black matrix may be provided on the array substrate and the color filter may be provided on the other substrate. The black matrix may be provided separately from the color filters, and the transmittance may be reduced by overlapping the respective colors of the color filters.

Fig. 2 is an enlarged plan view of a region surrounded by an I-line, which is a part of the pixel electrode layer 5 formed on the first substrate 2 in fig. 1. As shown in fig. 2, in the pixel electrode layer 5 including thin film transistors formed on the surface of the first substrate 2, a plurality of gate bus lines 11 for supplying scanning signals and a plurality of data bus lines 12 for supplying display signals are arranged in a matrix shape so as to intersect with each other. Fig. 2 shows only a pair of gate bus lines 11 and a pair of

data bus lines

12 and 12.

A unit pixel of the liquid crystal display element is formed by a region surrounded by the plurality of gate bus lines 11 and the plurality of data bus lines 12, and a pixel electrode 13 is formed in the unit pixel. The pixel electrode 13 has a so-called fishbone structure including two trunk portions that are orthogonal to each other and form a cross shape, and a plurality of branch portions extending from the trunk portions. Further, a Cs electrode 14 is provided between the pair of

gate bus lines

11, 11 substantially in parallel with the gate bus lines 11. In addition, a thin film transistor including a source electrode 15 and a drain electrode 16 is provided in the vicinity of an intersection where the gate bus line 11 and the data bus line 12 intersect with each other. The drain electrode 16 is provided with a contact hole 17.

The gate bus lines 11 and the data bus lines 12 are preferably formed of metal films, more preferably of Al, Cu, Au, Ag, Cr, Ta, Ti, Mo, W, Ni, or an alloy thereof, and still more preferably of Mo, Al, or an alloy thereof.

The pixel electrode 13 is preferably a transparent electrode in order to increase the transmittance. 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), or the like). In this case, the thickness of the transparent electrode may be 10 to 200 nm. In addition, in order to reduce the resistance, the transparent electrode may be formed as a polycrystalline ITO film by firing an amorphous ITO film.

In the liquid crystal display device of the present embodiment, for example, the pixel electrode layer 5 and the common electrode layer 6 can be formed by forming wirings by sputtering a metal material such as Al or an alloy thereof on the first substrate 2 and the second substrate 3. The color filter 9 can be produced by, for example, a pigment dispersion method, a printing method, an electrodeposition method, a dyeing method, or the like. In the case of describing a method for producing a color filter by a pigment dispersion method as an example, a curable color composition for a color filter is applied to the transparent substrate, subjected to patterning treatment, and cured by heating or light irradiation. This process is performed for 3 colors of red, green, and blue, respectively, whereby a pixel portion for a color filter can be manufactured. In addition, the color filter 9 may be provided on the substrate side having the TFT or the like.

The first substrate 2 and the second substrate 3 are opposed to each other so that the pixel electrode layer 5 and the common electrode layer 6 are located inside, and in this case, the distance between the first substrate 2 and the second substrate 3 may be adjusted with a spacer interposed therebetween. In this case, the thickness of the liquid crystal layer 4 is preferably adjusted to be, for example, 1 to 100 μm.

When the polarizing plates 7 and 8 are used, the product of the refractive index anisotropy Δ n of the liquid crystal layer 4 and the thickness of the liquid crystal layer 4 is preferably adjusted so that the contrast becomes maximum. In the case of two polarizing plates 7 and 8, the polarizing axes of the polarizing plates may be adjusted so that the viewing angle and the contrast are improved. Further, a retardation film for widening the viewing angle may be used. Then, a sealant such as an epoxy thermosetting composition is screen-printed on the substrates so as to provide a liquid crystal injection port, and the substrates are bonded to each other and heated to thermally cure the sealant.

As a method for holding the composition between the 2 substrates 2 and 3, a general vacuum injection method or a Drop Fill (ODF) method can be used, and although no Drop mark is generated in the vacuum injection method, there is a problem that an injection mark remains. In the ODF method liquid crystal display element production process, an epoxy-based photo-thermal curable sealant is drawn in a closed bank shape on either a back plate or a front plate by a dispenser, a specific amount of a composition is dropped under a degassing condition, and then the front plate and the back plate are joined to each other, whereby a liquid crystal display element can be produced. In this embodiment mode, the ODF method can suppress the occurrence of dropping marks when the liquid crystal composition is dropped onto the substrate. Among them, the dropping mark is defined as a phenomenon that a white color appears on the trace of the dropping liquid crystal composition in the case of black display.

In addition, in the manufacturing process of the liquid crystal display element using the ODF method, it is necessary to drop an optimum amount of liquid crystal to be injected according to the size of the liquid crystal display element, and the liquid crystal composition of the present embodiment has little influence on, for example, a sudden pressure change or impact in a dropping device generated at the time of dropping the liquid crystal, and can stably continue dropping the liquid crystal for a long time, and therefore, the yield of the liquid crystal display element can be kept high. In particular, in a small liquid crystal display device which is frequently used in a smart phone which is recently popular, since the optimum amount of liquid crystal injected is small, it is difficult to control the deviation from the optimum value within a certain range.

When the liquid crystal composition of the present embodiment contains a polymerizable compound, a polymerization rate is desired to be appropriate as a method for polymerizing the polymerizable compound in order to obtain good alignment performance of the liquid crystal, and therefore, a method of polymerizing by irradiating active energy rays such as a single ultraviolet ray or an electron beam, or by irradiating them in combination or sequentially is preferable. In the case of using ultraviolet rays, a polarized light source may be used, and a non-polarized light source may be used. In addition, in the case of polymerizing a composition containing a polymerizable compound in a state of being held between 2 substrates, at least the substrate on the irradiation surface side must be provided with appropriate transparency to active energy rays. In addition, the following means may be used: in the light irradiation, only a specific portion is polymerized using a mask, and then the orientation state of the unpolymerized portion is changed by changing conditions such as an electric field, a magnetic field, or temperature, and further, the polymerization is performed by irradiation with an active energy ray. In particular, when ultraviolet exposure is performed, it is preferable to perform ultraviolet exposure while applying an alternating-current electric field to the composition containing the polymerizable compound. The applied alternating electric field is preferably alternating at a frequency of 10Hz to 10kHz, more preferably at a frequency of 60Hz to 10kHz, the voltage being 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 MVA mode, the pretilt angle is preferably controlled to 80 degrees to 89.9 degrees from the viewpoints of alignment stability and contrast.

Temperature at the time of irradiationThe temperature range in which the liquid crystal state of the composition of the present embodiment is maintained is preferable. The polymerization is preferably carried out at a temperature close to room temperature, i.e., typically at a temperature of 15 to 35 ℃. As the lamp for generating ultraviolet rays, a metal halide lamp, a high pressure mercury lamp, an ultra high pressure mercury lamp, or the like can be used. The wavelength of the ultraviolet light to be irradiated is preferably ultraviolet light whose irradiation wavelength region is not in the absorption wavelength region of the composition, and is preferably used by cutting off the ultraviolet light as necessary. The intensity of the ultraviolet ray to be irradiated is preferably 0.1mW/cm²～100W/cm²More preferably 2mW/cm²～50W/cm². The energy of the ultraviolet rays to be irradiated may be appropriately adjusted, and is preferably 10mJ/cm²～500J/cm²More preferably 100mJ/cm²～200J/cm². The intensity may be changed when ultraviolet rays are irradiated. The time for irradiating ultraviolet rays is appropriately selected depending on the intensity of the ultraviolet rays to be irradiated, and is preferably 10 seconds to 3600 seconds, and more preferably 10 seconds to 600 seconds.

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

Examples

The present invention will be described in more detail with reference to the following examples, but the present invention is not limited to these examples. In the compositions of the following examples and comparative examples, "%" means "% by mass".

In the examples, the following abbreviations are used for the description of the liquid crystal compounds.

(Ring structure)

[ solution 93]

(side chain Structure and linker Structure)

[ Table 1]

In the examples, the measured characteristics are as follows. Unless otherwise specified, the measurement was carried out according to the method defined in JEITA ED-2521B.

Tni: nematic phase-isotropic liquid phase transition temperature (. degree.C.)

Tcn: solid-liquid Crystal phase transition phase (. degree. C.)

Δ n: refractive index anisotropy at 25 DEG C

γ 1: rotational tack at 25 ℃ (mPa. multidot.s)

Δ ε: anisotropy of dielectric constant at 25 DEG C

K11: elastic constant at 25 ℃ K11(pN)

K33: elastic constant at 25 ℃ K33(pN)

Solubility evaluation test: the liquid crystal composition was observed at-25 ℃. The presence or absence of precipitation was visually observed, and the determination was performed in the following 2 stages. Wherein the observation was performed 10 days after the liquid crystal composition was prepared.

O: no precipitation could be confirmed

X: precipitation was confirmed

Electrooptical property evaluation test (V50): after the irradiation with ultraviolet rays, the electrooptical properties were evaluated. The transmittance is measured when a voltage of 0 to 10V is applied. The voltage at 50% of the maximum transmittance was set as V50. The electrooptical properties were measured using OPTIPRO manufactured by Shintec. The smaller V50, the higher the transmittance of the liquid crystal panel, and the higher the transmittance can be obtained at a lower voltage.

Voltage Holding Ratio (VHR): illumination intensity of 313nm prepared for 3mW/cm²The liquid crystal display device after 60 minutes of UV light of (1) was evaluated for the voltage holding ratio (%) when measured at 1V, 60Hz and 60 ℃.

(method of manufacturing liquid Crystal evaluation Unit)

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

Then, the liquid crystal cell into which the liquid crystal composition containing the polymerizable compound was injected was irradiated with ultraviolet light through a filter for cutting ultraviolet light of 325nm or less by using a high-pressure mercury lamp while applying a voltage of 10V at a frequency of 100 Hz. At this time, the illuminance obtained by measurement under the condition of a central wavelength of 365nm was adjusted to 100mW/cm²Irradiation cumulative light quantity of 30J/cm²Ultraviolet rays of (1). The ultraviolet irradiation conditions were set to irradiation condition 1. The liquid crystal molecules in the liquid crystal cell are given a pretilt angle by the irradiation condition 1.

Then, the illuminance obtained by measuring the sample under the condition of the central wavelength of 313nm was adjusted to 3mW/cm using a fluorescent UV lamp²Further, the cumulative light quantity of irradiation was 10J/cm²Thereby obtaining a liquid crystal display element. The ultraviolet irradiation conditions were set as irradiation conditions 2. The irradiation condition 2 reduces the residual amount of the polymerizable compound in the liquid crystal cell that has not reacted under the irradiation condition 1.

(preparation of liquid Crystal composition)

LC-1 and RLC-1 to RLC-R4 liquid crystal compositions shown in the following tables were prepared and their physical properties were measured. The physical properties are shown in tables 1 and 2. Among them, since the TNI of the PSA liquid crystal composition used in PID is usually 100 ℃ or higher, the liquid crystal composition of 100 ℃ or higher is used as an evaluation target in the present example.

[ Table 2]

	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 up to	100	100	100	100	100
						T_NI[℃]	113.1	-	117.9	118.8	120.1
T_CN[℃]	-41	-	C＞0	C＞0	C＞0
						Δn	0.098	-	0.100	0.099	0.100
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

[ Table 3]

	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 up to	100	100	100	100	100	100	100
								T_NI[℃]	110.9	110.8	110.1	110.6	110.5	110.8	110.2
T_CN[℃]	-51	-37	-53	-36	-32	-41	-42
								Δn	0.098	0.103	0.104	0.100	0.101	0.098	0.098
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

(example 1, comparative examples 1 to 4)

A polymerizable compound-containing liquid crystal composition obtained by adding 0.3 part by mass of a compound represented by the formula (RM-1) to 100 parts by mass of a liquid crystal composition LC-1 was defined as example 1.

A polymerizable compound-containing liquid crystal composition obtained by adding 0.3 part by mass of a compound represented by the formula (RM-1) to 100 parts by mass of a liquid crystal composition RLC-1 was used as comparative example 1.

A polymerizable compound-containing liquid crystal composition obtained by adding 0.3 part by mass of a compound represented by the formula (RM-1) to 100 parts by mass of a liquid crystal composition RLC-2 was used as comparative example 2.

A polymerizable compound-containing liquid crystal composition obtained by adding 0.3 part by mass of a compound represented by the formula (RM-1) to 100 parts by mass of a liquid crystal composition RLC-3 was used as comparative example 3.

A polymerizable compound-containing liquid crystal composition obtained by adding 0.3 part by mass of a compound represented by the formula (RM-1) to 100 parts by mass of a liquid crystal composition RLC-4 was used as comparative example 4.

The solubility test evaluation results of example 1 and comparative examples 1 to 4, V50, are shown in Table 4 below.

[ solution 94]

[ Table 4]

	Example 1	Comparative example 1	Comparative example 2	Comparative example 3	Comparative example 4
						Evaluation of solubility test	○	×	×	×	×
V50[V]	3.6	-	4.6	4.4	4.3

As a result of the solubility evaluation test in example 1, no precipitation was observed. Evaluation V50 confirmed a sufficiently low value. Tni is 113.1 ℃ and Tcn is-41 ℃. The response speed of the liquid crystal display element using the same was measured, and as a result, it was confirmed that the response speed was sufficiently high. The cell thickness was 3.8 μm, the alignment film was JALS2096, and the measurement conditions of the response speed were: von of 6V, Voff was 1V, the measurement temperature was 20 ℃ and OPTIPRO manufactured by Shintec was used as a measurement apparatus. In addition, it was confirmed that the Voltage Holding Ratio (VHR) was high.

As described above, it was confirmed that the liquid crystal display element using the liquid crystal composition of example 1 exhibited 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. Evaluation V50 confirmed a higher value than in example 1. Tcn is above 0 ℃. As a result, it was confirmed that comparative examples 1 to 4 are poor in solubility, narrow in driving temperature range and low in transmittance. In comparative example 1, since the deposition of the constituent components occurred immediately after the production of the liquid crystal composition, the measurement of the physical properties and the test of the electro-optical characteristics of the liquid crystal composition could not be carried out.

(examples 2 to 8)

The polymerizable compound-containing liquid crystal composition obtained by adding 0.3 part by mass of the compound represented by the formula (RM-1) to 100 parts by mass of the liquid crystal composition LC-2 was named example 2.

The polymerizable compound-containing liquid crystal composition obtained by adding 0.3 part 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.

The polymerizable compound-containing liquid crystal composition obtained by adding 0.3 part by mass of the compound represented by the formula (RM-2) to 100 parts by mass of the liquid crystal composition LC-4 was regarded as example 4.

A polymerizable compound-containing liquid crystal composition obtained by adding 0.3 part by mass of a compound represented by the formula (RM-1) to 100 parts by mass of a liquid crystal composition LC-5 was used as example 5.

The polymerizable compound-containing liquid crystal composition obtained by adding 0.3 part by mass of the compound represented by the formula (RM-1) to 100 parts by mass of the liquid crystal composition LC-6 was regarded as example 6.

A polymerizable compound-containing liquid crystal composition obtained by adding 0.3 part by mass of a compound represented by the formula (RM-1) to 100 parts by mass of a liquid crystal composition LC-7 was defined as example 7.

A polymerizable compound-containing liquid crystal composition obtained by adding 0.3 part by mass of a compound represented by the formula (RM-1) to 100 parts by mass of a liquid crystal composition LC-8 was defined as example 8.

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

The solubility evaluation test V50 of examples 2 to 9 is shown in table 4 below.

[ solution 95]

[ Table 5]

The solubility of examples 2 to 8 was evaluated, and no precipitation was observed. Evaluation V50 confirmed a sufficiently low value. Tni is 110 ℃ or higher and Tcn is-30 ℃ or lower. The response speed of the liquid crystal display element using the same was measured, and as a result, a sufficiently high-speed response was confirmed. The cell thickness was 3.8 μm, the alignment film was JALS2096, and the measurement conditions of the response speed were: von of 6V, Voff was 1V, the measurement temperature was 20 ℃ and OPTIPRO manufactured by Shintec was used as a measurement apparatus. In addition, it was confirmed that the Voltage Holding Ratio (VHR) was high. In all examples, no defective display such as burn-in or unevenness was observed.

From the above, it was confirmed that the liquid crystal display devices 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 1 or 2 or more compounds represented by the general formula (N-1) and 1 or 2 or more polymerizable compounds,

containing n^N11Is an integer of 1 to 3 and at least one Z^N11is-CH₂O-as a compound represented by the general formula (N-1),

the liquid crystal composition has a nematic phase-isotropic liquid phase transition temperature Tni of 100 ℃ or higher, a negative dielectric anisotropy Delta epsilon,

[ solution 1]

In the formula, R^N11And R^N12Each independently represents an alkyl group having 1 to 8 carbon atoms, 1 of the alkyl groups or 2 or more-CH groups not adjacent to each other₂-is independently substitutable with-CH ═ CH-, -C ≡ C-, -O-, -CO-, -COO-or-OCO-,

(a)1, 4-cyclohexylene radical, 1-CH present in this radical₂-or non-contiguous 2 or more-CH₂-may be substituted by-O-,

(b)1, 4-phenylene, 1-CH ═ or nonadjacent 2 or more-CH ═ present in the radical may be substituted by-N ═ and

(c) a 1, 4-cyclohexenylene group,

the hydrogen atoms in the above-mentioned group (a), group (b) and group (c) may each independently be substituted by a cyano group, a fluorine atom or a chlorine atom,

n^N11and n^N12Each independently represents an integer of 0 to 3, n^N11+n^N12Is 1,2 or 3, when a plurality of A's are present^N11And A^N12、Z^N11And Z^N12In the case of (2), they may be the same or different.

2. The liquid crystal composition according to claim 1, wherein the transition temperature Tni of the liquid crystal composition containing the compound represented by the general formula (N-1) contained in the liquid crystal composition is 110 ℃ or higher.

3. The liquid crystal composition according to claim 1 or 2, comprising 1 or 2 or more compounds represented by the general formula (P) as the polymerizable compound,

[ solution 2]

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 which may be substituted with a halogen atom, an alkoxy group having 1 to 15 carbon atoms which may be substituted with a halogen atom, an alkenyl group having 1 to 15 carbon atoms which may be substituted with a halogen atom, an alkenyloxy group having 1 to 15 carbon atoms which may be substituted with a halogen atom, or-Sp^p2-P^p2，

[ solution 3]

In the formula, R^p11And R^p12Each 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, W^p11Represents a single bond, -O-, -COO-or methylene, t^p11Represents 0, 1 or 2, and a plurality of R exist in the molecule^p11、R^p12、W^p11And/or t^p11They may be the same or different,

Sp^p1and Sp^p2Each independently represents a single bond or a spacer,

Z^p1and Z^p2Each 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-, wherein R is^ZP1Each independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and a plurality of R's are present in the molecule^ZP1They may be the same or different,

A^p2represents 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, A^p2Unsubstituted or may be substitutedAn 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^p2The substitution is carried out by the following steps,

wherein m is described later^p2M is 0 and described later^p1When m is 2 or more, or m described later^p3M is 0 and described later^p4When the number is 2 or more, A is^p2Further having m at any position of the respective group^p1Or m^p4The connecting key of (2) is provided,

A^p1is represented by (A)^p1-11)～(A^p1-19) a group represented by (a),

[ solution 4]

In the formula, in^p1Or Z^p1Is connected between^p1Wherein 1 or more than 2 hydrogen atoms in the structure can be bonded by alkyl with 1-12 carbon atoms, halogenated alkyl with 1-12 carbon atoms, alkoxy with 1-12 carbon atoms, halogenated alkoxy with 1-12 carbon atoms, halogen atom, cyano, nitro or-Sp^p2-P^p2The substitution is carried out by the following steps,

A^p3is represented by (A)^p3-11)～(A^p3-19) a group represented by (a),

[ solution 5]

In the formula, in^p2Is connected between^p1Or Z^p2Wherein 1 or more than 2 hydrogen atoms in the structure can be bonded by alkyl with 1-12 carbon atoms, halogenated alkyl with 1-12 carbon atoms, alkoxy with 1-12 carbon atoms, halogenated alkoxy with 1-12 carbon atoms, halogen atom, cyano, nitro or-Sp^p2-P^p2The substitution is carried out by the following steps,

m^p2and m^p3Each independently represents 0, 1,2 or 3, m^p1And m^p4Each independently represents 1,2 or 3, and a plurality of P's are present in the molecule^p1、Sp^p1、A^p1、Z^p1、Z^p2、A^p3And/or R^p1In the case of (2), they may be the same or different.

4. A liquid crystal display element using the liquid crystal composition according to any one of claims 1 to 3.

5. A liquid crystal display device for active matrix driving, which uses the liquid crystal composition according to any one of claims 1 to 3.

6. A VA-type, IPS-type, FFS-type, PSA-type or PSVA-type liquid crystal display element using the liquid crystal composition according to any one of claims 1 to 3.