CN111295433A

CN111295433A - Liquid crystal composition and liquid crystal display element

Info

Publication number: CN111295433A
Application number: CN201880070684.9A
Authority: CN
Inventors: 后藤麻里奈; 井之上雄一; 杨焯
Original assignee: DIC Corp
Current assignee: DIC Corp
Priority date: 2017-12-19
Filing date: 2018-12-06
Publication date: 2020-06-16
Also published as: TW201934726A; JP6658967B2; KR20200098497A; JPWO2019124095A1; WO2019124095A1

Abstract

An object of the present invention is to provide a polymerizable liquid crystal composition for producing a PSA-type or PSVA-type liquid crystal display device which satisfies various characteristics required for a liquid crystal display device such as high-speed response, high contrast, and low power consumption, and which can shorten the time of an ultraviolet irradiation step and has excellent reliability, and to provide a liquid crystal display device using the polymerizable liquid crystal composition. Disclosed is a polymerizable liquid crystal composition containing 1 or 2 or more types of liquid crystal compounds and 1 or 2 or more types of polymerizable compounds represented by the general formula (i), wherein the total content of the polymerizable compounds in the polymerizable liquid crystal composition containing the liquid crystal compounds and the polymerizable compounds is 0.4-10.0 mass%, and a liquid crystal display element using the same. Pⁱ¹‑Spⁱ¹‑Msⁱ¹‑Spⁱ²‑Pⁱ²(i)。

Description

Liquid crystal composition and liquid crystal display element

Technical Field

The present invention relates to a liquid crystal composition containing a polymerizable compound (polymerizable liquid crystal composition) and a liquid crystal display element using the same.

Background

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

The PSA liquid crystal display device was manufactured as follows: a liquid crystal composition containing a polymerizable compound (polymerizable liquid crystal composition) is injected between substrates, a voltage is applied to align liquid crystal molecules, and ultraviolet rays are irradiated in this state to polymerize the polymerizable compound, thereby fixing the alignment of the liquid crystal molecules. In this case, if the unreacted polymerizable compound remains in the device, various problems occur, and therefore, ultraviolet irradiation for a long time or ultraviolet irradiation of different wavelengths may be often performed a plurality of times in order to consume the polymerizable compound.

In the PSA type liquid crystal display device, the pretilt angle is an important factor in controlling the alignment direction of liquid crystal molecules and improving the response time of the liquid crystal display device, and therefore, a step of polymerizing a polymerizable compound to form the pretilt angle is very important. If the time until the pretilt angle is formed is short, and if the time for multiple ultraviolet irradiation for consuming the unreacted polymerizable compound is short or unnecessary, the time for the production process can be shortened.

Further, if a high integrated irradiation energy is required, the production apparatus is increased in size, the production efficiency is lowered, and deterioration of the liquid crystal composition due to ultraviolet rays is caused.

In the PSA liquid crystal display device, if reliability is reduced by irradiation with ultraviolet rays or if a pretilt angle changes with time, display characteristics deteriorate. Therefore, development of a liquid crystal composition which does not cause such a situation is desired.

For example, the following methods have been studied so far: the polymerizable compound added to the liquid crystal composition has a specific structure for the purpose of reducing deterioration of the liquid crystal material by increasing the polymerization rate. For example, patent document 1 discloses that a display element is formed using a polymerizable compound having a terphenyl structure as a ring structure, and patent document 2 discloses that a display element is formed using a polymerizable compound having an acetylene structure. However, even when these compounds are used, the improving effect is still insufficient.

As shown in examples of patent document 1 and patent document 2, the following attempts have been made: by using the compound (a) having a terphenyl skeleton and the compound (B) having an acetylene structure as described below, the polymerization rate of the polymerizable compound when irradiated with ultraviolet light is improved.

However, although a display device using the compound (a) or the compound (B) as a polymerizable compound has a very small residual amount of the polymerizable compound and a relatively high polymerization rate, there is a problem of improvement in reliability of a liquid crystal display device after irradiation with ultraviolet light.

[ solution 1]

Documents of the prior art

Patent document

Patent document 1: japanese Kohyo publication (Kohyo publication) No. 2013-509457

Patent document 2: japanese laid-open patent application No. 2012-530144

Disclosure of Invention

Problems to be solved by the invention

An object of the present invention is to provide a polymerizable liquid crystal composition for producing a PSA-type or PSVA-type liquid crystal display device which satisfies various characteristics required for a liquid crystal display device such as high-speed response, high contrast, and low power consumption, and has excellent reliability after an ultraviolet irradiation step, and to provide a liquid crystal display device using the polymerizable liquid crystal composition.

Means for solving the problems

As a result of intensive studies, the present inventors have found that the above problems can be solved by a polymerizable liquid crystal composition containing a liquid crystal compound and a polymerizable compound having a specific chemical structure at a specific content, and have completed the present invention.

That is, the present invention provides a polymerizable liquid crystal composition containing 1 or 2 or more kinds of liquid crystal compounds and 1 or 2 or more kinds of polymerizable compounds represented by the general formula (i), wherein the total content of the polymerizable compounds in the polymerizable liquid crystal composition containing the liquid crystal compounds and the polymerizable compounds is 0.4 mass% or more and 10.0 mass% or less, and a liquid crystal display element using the same.

[ solution 2]

Pⁱ¹-Spⁱ¹-Msⁱ¹-Spⁱ²-Pⁱ²(i)

(in the formula, wherein,

Pⁱ¹and Pⁱ²Each independently represents a methacrylate group or an acrylate group,

Spⁱ¹and Spⁱ²Each independently represents a spacer or a single bond,

Msⁱ¹a structure represented by the general formula (Ms-1) wherein the total of the number of pi electrons contained in the structure and the number of electrons of an unshared electron pair forming an oxygen atom contained in the structure is 14 or more,

[ solution 3]

(in the formula, A)ⁱ¹Is represented by the formula (B)ⁱ¹)～(Bⁱ⁴) Structure shown, nⁱ¹Represents 1,2,3 or 4, when A isⁱ¹When a plurality of them exist, they may be the same or different,

[ solution 4]

(1 or 2 or more hydrogen atoms in the structure may be substituted with a halogen atom, an alkoxy group having 1 to 8 carbon atoms and/or an alkyl group having 1 to 8 carbon atoms))).

ADVANTAGEOUS EFFECTS OF INVENTION

The liquid crystal composition of the present invention does not lower the refractive index anisotropy (Δ n) and the nematic phase-isotropic liquid phase transition temperature (Tni), exhibits a small rotational viscosity (γ 1), does not lower the reliability after irradiation with ultraviolet light, and does not cause precipitation of a polymerizable compound.

The liquid crystal display element using the liquid crystal composition of the present invention has a large amount of change in pretilt angle, and can form a sufficient pretilt angle by ultraviolet irradiation in a short time, and therefore, display defects such as alignment defects and burn-in are not caused or suppressed, and excellent display quality is exhibited, and the ultraviolet irradiation time in the production process can be shortened.

The liquid crystal composition of the present invention can form a pretilt angle in a short time, and thus deterioration of the liquid crystal composition due to ultraviolet rays can be suppressed.

Further, by adjusting the content of the polymerizable compound represented by the general formula (i), the decrease in the Voltage Holding Ratio (VHR) after UV irradiation of the liquid crystal display device after curing the polymerizable compound represented by the general formula (i) by UV irradiation is suppressed, and the remaining amount of the polymerizable compound can be suppressed.

The polymerizable liquid crystal composition of the present invention has the above-described characteristics, and a liquid crystal display element using the polymerizable liquid crystal composition of the present invention has a high response speed, a high VHR, and few display defects, and is therefore very useful.

Detailed Description

Hereinafter,% represents mass% unless otherwise specified.

The polymerizable liquid crystal composition of the present application contains 1 or 2 or more liquid crystal compounds and 1 or 2 or more polymerizable compounds, and the total content of the polymerizable compounds in the polymerizable liquid crystal composition is 0.4% or more and 10.0% or less, preferably 0.45% or more and 10.0% or less, preferably 0.48% or more and 10.0% or less, preferably 0.5% or more and 8.5% or less, preferably 0.52% or more and 8.3% or less, preferably 0.54% or more and 8.0% or less, preferably 0.54% or more and 6.0% or less, preferably 0.54% or more and 4.0% or less, preferably 0.54% or more and 3.0% or less, preferably 0.54% or more and 2.0% or less, preferably 0.54% or more and 1.0% or less, preferably 0.54% or more and 0.8% or less, preferably 0.56% or more and 0.8% or less, and the upper limit of the content is 10.9%, 0.9% or more and 7.9% or 0.9% or less, 5.0%, 3.0%, 2.0%, 1.5%, 1.2%, 1.0%, 0.8%, 0.7%, 0.6%, and the lower limit of the content is preferably 0.4%, 0.45%, 0.48%, 0.5%, 0.52%, 0.55%, 0.56%, 0.57%, 0.58%, 0.6%.

The polymerizable compound represented by the general formula (i) is preferably contained in a total amount of 1 or 2 or more species, the total amount of the polymerizable compounds represented by the general formula (i) in the total amount of the polymerizable compounds is 30% to 100%, preferably 35% to 100%, preferably 40% to 100%, preferably 42% to 100%, preferably 44% to 100%, preferably 46% to 100%, preferably 48% to 100%, preferably 50% to 100%, preferably 55% to 100%, preferably 60% to 100%, preferably 65% to 100%, preferably 70% to 100%, preferably 75% to 100%, preferably 80% to 100%, and the preferable lower limit of the amount is 30% or more and the preferable lower limit of the amount is 30% or less, 35%, 40%, 45%, 50%, 55%, 60%, 65%, 70%, 75%, 80%, 85%, 90%, 95%, and substantially 100%.

The reliability of the liquid crystal display element is important, and the reliability can be evaluated by measuring the Voltage Holding Ratio (VHR) of the liquid crystal display element immediately after production, the VHR of the liquid crystal display element immediately after production after the application of the thermal process, and the VHR of the liquid crystal display element immediately after production after UV irradiation. Display defects such as burn-in of a liquid crystal display element having excellent reliability are reduced or eliminated.

Generally, a polymerizable liquid crystal composition used for a PSA-type or PSVA-type liquid crystal display device contains about 0.3% of a polymerizable compound. However, if the compound represented by the general formula (i) of the present application is used, precipitation of the polymerizable compound from the polymerizable liquid crystal composition does not occur even if the content is increased from 0.3%. Further, if the content of the polymerizable compound is increased, an unreacted polymerizable compound remains during curing by ultraviolet irradiation, and a step of increasing the irradiation time of ultraviolet rays or re-irradiating ultraviolet rays having different wavelengths is necessary in order to consume the entire remaining polymerizable compound, but by using the compound represented by the general formula (i), the necessary step is not necessary or can be reduced. Further, if the content of the compound represented by the general formula (i) is increased, an effect of incorporating impurities in the liquid crystal composition into a cured product thereof can be expected, and reliability after ultraviolet irradiation is improved. In addition, the change in the pretilt angle with the passage of time can be suppressed by increasing the content.

The reliability of the liquid crystal display element is lowered by impurities in the liquid crystal composition (compounds generated in the production of the liquid crystal compound, compounds generated in the production of the liquid crystal display element such as deterioration of the liquid crystal compound by ultraviolet irradiation, unreacted polymerizable compounds, impurities eluted from the alignment film, and the like). In the present invention, the above contents are optimized to exhibit excellent reliability when used as a liquid crystal display element.

In the general formula (i), Pⁱ¹And Pⁱ²May all be methacrylate groups, may all be acrylate groups, and may also be one methacrylate group and the other acrylate group.

Spⁱ¹And Spⁱ²Each independently represents a single bond or an alkylene group having 1 to 30 carbon atoms, wherein-CH in the alkylene group is not directly bonded to each other₂The alkylene group may be substituted with-O-, -CO-, -COO-, -OCO-, -CH-or-C.ident.C-, and a hydrogen atom in the alkylene group may be substituted with a halogen atom, but is preferably a linear alkylene group having 1 to 10 carbon atoms or a single bond.

Msⁱ¹The total of the number of pi electrons contained in the structure and the number of unshared electron pairs of oxygen atoms contained in the structure is preferably 14 or more, and preferably 16 or more. It is to be noted that Pⁱ¹、Pⁱ²、Spⁱ¹And Spⁱ²The pi electrons in (b) and the unshared electron pairs of the oxygen atoms are not contained in the total.

Msⁱ¹Preferably of the formula (B)ⁱ¹¹) Formula (B)ⁱ¹²) Or formula (B)ⁱ⁴¹) The structure represented by formula (B)ⁱ¹¹) Formula (B)ⁱ¹²) Or formula (B)ⁱ⁴¹) The substituent(s) is preferably not,Or have 1 or 2, preferably fluorine atoms, methyl, ethyl, methoxy or ethoxy groups.

[ solution 5]

(1 or 2 or more hydrogen atoms in the structure may be substituted with a halogen atom, an alkoxy group having 1 to 8 carbon atoms and/or an alkyl group having 1 to 8 carbon atoms.)

The compound represented by the general formula (i) is preferably a compound represented by the following general formulae (i-1-1) to (i-4-14).

[ solution 6]

[ solution 7]

[ solution 8]

[ solution 9]

[ solution 10]

[ solution 11]

(in the formula, Pⁱ¹¹、Pⁱ¹²、Pⁱ²¹、Pⁱ²²、Pⁱ⁴¹、Pⁱ⁴²、Spⁱ¹¹、Spⁱ¹²、Spⁱ²¹、Spⁱ²²、Spⁱ⁴¹And Spⁱ⁴²Represents P in the general formula (i)ⁱ¹、Pⁱ²、Spⁱ¹And Spⁱ²Same meaning)

The polymerizable liquid crystal composition of the present invention preferably contains 1 or 2 or more compounds selected from the group consisting of the compounds represented by the general formulae (N-1), (N-2) and (N-3). These compounds belong to the group of negative dielectricity compounds (Δ ∈ negative in sign and greater than 2 in absolute value).

[ solution 12]

(in the formula, R^N11、R^N12、R^N21、R^N22、R^N31And R^N32Each independently represents an alkyl group having 1 to 8 carbon atoms, 1 of the alkyl groups being non-adjacent and 2 or more-CH₂-may each be independently substituted by-CH ═ CH-, -C ≡ C-, -O-, -CO-, -COO-or-OCO-,

A^N11、A^N12、A^N21、A^N22、A^N31and A^N32Each independently represents a group selected from the group consisting of the following (a), (b), (c), and (d):

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

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

(c) Naphthalene-2, 6-diyl, 1,2,3, 4-tetrahydronaphthalene-2, 6-diyl or decahydronaphthalene-2, 6-diyl (1-CH ═ in naphthalene-2, 6-diyl or 1,2,3, 4-tetrahydronaphthalene-2, 6-diyl or non-adjacent 2 or more-CH ═ may be substituted by — N ═ and

(d)1, 4-cyclohexenylene (cyclohexenylene),

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

Z^N11、Z^N12、Z^N21、Z^N22、Z^N31and Z^N32Each independently represents a single bond, -CH₂CH₂－、－(CH₂)₄－、－OCH₂－、－CH₂O－、－COO－、－OCO－、－OCF₂－、－CF₂O-, -CH-N-CH-, -CH-, -CF-or-C ≡ C-,

X^N21represents a hydrogen atom or a fluorine atom,

T^N31represents-CH₂-or an oxygen atom,

n^N11、n^N12、n^N21、n^N22、n^N31and n^N32Each independently represents an integer of 0 to 3, n^N11+n^N12、n^N21+n^N22And n^N31+n^N32Each independently is 1,2 or 3, when A^N11～A^N32、Z^N11～Z^N32When plural, they may be the same or different)

The compounds represented by the general formulae (N-1), (N-2) and (N-3) are preferably compounds having negative Δ ε and an absolute value of greater than 3.

In the general formulae (N-1), (N-2) and (N-3), R^N11、R^N12、R^N21、R^N22、R^N31And R^N32Preferably, each independently is an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms or an alkenyloxy group having 2 to 8 carbon atoms, preferably an alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms or an alkenyloxy group having 2 to 5 carbon atoms, more preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, 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 be bonded is a phenyl group (aromatic group), a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, and an alkenyl group having 4 to 5 carbon atoms are preferable, and when the ring structure to be bonded is a saturated ring structure such as cyclohexane, pyran, dioxane, or the like, a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, and a linear alkenyl group having 2 to 5 carbon atoms are preferable. In order to stabilize the nematic phase, the total of carbon atoms and oxygen atoms in the case where they are present is preferably 5 or less, and is preferably linear.

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

[ solution 13]

When an increase of Δ n is required, A^N11、A^N12、A^N21、A^N22、A^N31And A^N32Preferably, each independently is aromatic, and preferably, aliphatic in order to improve the response speed, the aromatic compound 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, or 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 having the following structure,

[ solution 14]

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

Z^N11、Z^N12、Z^N21、Z^N22、Z^N31And Z^N32Preferably 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.

X^N21Preferably a fluorine atom.

T^N31Preferably an oxygen atom.

n^N11+n^N12、n^N21+n^N22And n^N31+n^N32Preferably 1 or 2, preferably: n is^N11Is 1, n^N12A combination of 0; n is^N11Is 2, n^N12A combination of 0; n is^N11Is 1, n^N12Is a combination of 1; n is^N11Is 2, n^N12Is a combination of 1; n is^N21Is 1, n^N22A combination of 0; n is^N21Is 2, n^N22A combination of 0; n is^N31Is 1, n^N32A combination of 0; n is^N31Is 2, n^N32Is a combination of 0.

The lower limit of the preferable content of the compound represented by the formula (N-1) is 1%, 10%, 20%, 30%, 40%, 50%, 55%, 60%, 65%, 70%, 75%, 80% with respect 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%, 20%.

The lower limit of the preferable content of the compound represented by the formula (N-2) is 1%, 10%, 20%, 30%, 40%, 50%, 55%, 60%, 65%, 70%, 75%, 80% with respect 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%, 20%.

The lower limit of the preferable content of the compound represented by the formula (N-3) is 1%, 10%, 20%, 30%, 40%, 50%, 55%, 60%, 65%, 70%, 75%, 80% with respect 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%, 20%.

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

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

[ solution 15]

(in the formula, R^N11And R^N12R in the general formula (N-1)^N11And R^N12In the same sense, n^Na11Represents 0 or 1, n^Nb11Represents 1 or 2, n^Nc11Represents 0 or 1, n^Nd11Represents 1 or 2, n^Ne11Represents 1 or 2, n^Nf12Represents 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 1A^Ng11Represents 1, 4-cyclohexenylene, Z^Ne11Represents a single bond or ethylene (ethylene) but at least 1Z present in the molecule^Ne11Denotes an ethylene group, a plurality of A's being present in the molecule^Ne11、Z^Ne11And/or A^Ng11Can 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).

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

[ solution 16]

(in the formula, R^N111And R^N112Each independently represents R in the general formula (N-1)^N11And R^N12Same meaning)

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 compounds. The type of the combinable compound is not particularly limited, and it can be suitably used in combination according to the required properties 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, or 5 or more as one embodiment of the present invention.

When importance is attached to improvement of Δ ∈, it is preferable to set the content higher, when importance is attached to solubility at low temperatures, the effect is high if the content is set higher, and when importance is attached to Tni, the effect is high if the content is set lower. In addition, when the dropping marks and the burn-in characteristics are improved, the range of the content is preferably set to the middle.

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 content is preferably 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 the 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 17]

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 preferable content of these compounds alone or in relation to the total amount of the composition of the present invention is 5%, 10%, 13%, 15%, 17%, 20%, 23%, 25%, 27%, 30%, 33%, 35%. The upper limit of the content is preferably 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.

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

[ solution 18]

(in the formula, R^N121And R^N122Each independently represents R in the general formula (N-1)^N11And R^N12Same meaning)

R^N121Preferably 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 or a pentyl group. 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, but 2 or more compounds may be used in combination. The type of the combinable compound is not particularly limited, and it can be suitably used in combination according to the required properties 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, or 5 or more as one embodiment of the present invention.

When importance is attached to improvement of Δ ∈, the content is preferably set to be higher, when importance is attached to solubility at low temperatures, the effect is high if the content is set to be lower, and when importance is attached to Tni, the effect is high if the content is set to be higher. Further, when improving the dropping marks and the burn-in characteristics, the content is preferably set to the middle.

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. The upper limit of the content is preferably 50%, 48%, 45%, 43%, 40%, 38%, 35%, 33%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 7%, 6%, 5% with respect to the total amount of the composition of the present 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), the formulae (N-1-2.10), (N-1-2.11), (N-1-2.13) and (N-1-2.20), preferably a compound represented by the formulae (N-1-2.3) to (N-1-2.7) when the improvement of Δ ε is important, preferably a compound represented by the formulae (N-1-2.10), (N-1-2.11) and (N-1-2.13) when the improvement of Tni is important, and preferably a compound represented by the formula (N-1-2.20) when the improvement of response speed is important.

[ solution 19]

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 relation to the total amount of the composition of the present invention is 5%, 10%, 13%, 15%, 17%, 20%, 23%, 25%, 27%, 30%, 33%, 35%. The upper limit of the content is preferably 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.

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

[ solution 20]

(in the formula, R^N131And R^N132Each independently represents R in the general formula (N-1)^N11And R^N12Same meaning)

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 compounds. The type of the combinable compound is not particularly limited, and it can be suitably used in combination according to the required properties 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, or 5 or more as one embodiment of the present invention.

When improvement of Δ ∈ is emphasized, the content is preferably set to be higher, when solubility at low temperature is emphasized, the effect is high if the content is set to be higher, and when Tni is emphasized, the effect is high if the content is set to be much higher. Further, when improving the dropping marks and the burn-in characteristics, the content is preferably set to the middle.

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 content is preferably 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), and 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 21]

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 used in combination of 2 or 3 selected from the group consisting of the formulae (N-1-3.1) and (N-1-3.2) and (N-1-3.3), (N-1-3.4) and (N-1-3.6). The lower limit of the preferred content of these compounds alone or in relation to the total amount of the composition according to the invention is 5%, 10%, 13%, 15%, 17%, 20%. The upper limit of the content is preferably 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 22]

(in the formula, R^N141And R^N142Each independently of the otherIs represented by the formula (N-1)^N11And R^N12Same meaning)

R^N141And R^N142Preferably, 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 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, but 2 or more compounds may be used in combination. The type of the combinable compound is not particularly limited, and it can be suitably used in combination according to the required properties 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, or 5 or more as one embodiment of the present invention.

When importance is attached to improvement of Δ ∈, the content is preferably set to be higher, when importance is attached to solubility at low temperatures, the effect is high if the content is set to be higher, and when importance is attached to Tni, the effect is high if the content is set to be lower. Further, when improving the dropping marks and the burn-in characteristics, the content is preferably set to the middle.

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 content is preferably 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 23]

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 preferable content of these compounds alone or in combination with respect to the total amount of the composition of the present invention is 3%, 5%, 7%, 10%, 13%, 15%, 17%, 20%. The upper limit of the content is preferably 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 24]

(in the formula, R^N151And R^N152Each independently represents R in the general formula (N-1)^N11And R^N12Same meaning)

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, but 2 or more compounds may be used in combination. The type of the combinable compound is not particularly limited, and it can be suitably used in combination according to the required properties 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, or 5 or more as one embodiment of the present invention.

In order to reduce the residual amount of the polymerizable compound after irradiation with ultraviolet light, it is preferable to increase the content of the present compound to a certain extent.

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 content is preferably 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 25]

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 preferred content of these compounds alone or in combination with respect to the total amount of the composition of the present invention is 5%, 8%, 10%, 13%, 15%, 17%, 20%. The upper limit of the content is preferably 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 26]

(in the formula, R^N1101And R^N1102Each independently represents R in the general formula (N-1)^N11And R^N12Same meaning)

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

The compounds represented by the general formula (N-1-10) may be used alone, but 2 or more compounds may be used in combination. The type of the combinable compound is not particularly limited, and it can be suitably used in combination according to the required properties 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, or 5 or more as one embodiment of the present invention.

When importance is attached to improvement of Δ ∈, the content is preferably set to be higher, and when importance is attached to solubility at low temperatures, the effect is high if the content is set to be higher, and when importance is attached to Tni, the effect is high if the content is set to be higher. Further, when improving the dropping marks and the burn-in characteristics, the content is preferably set to the middle.

The lower limit of the preferable content of the compound represented by the formula (N-1-10) 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 content is preferably 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-1-10) 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 27]

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 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%. The upper limit of the content is preferably 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-1-11) is the following compound.

[ solution 28]

(in the formula, R^N1111And R^N1112Each independently represents R in the general formula (N-1)^N11And R^N12Same meaning)

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, but 2 or more compounds may be used in combination. The type of the combinable compound is not particularly limited, and it can be suitably used in combination according to the required properties 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, or 5 or more as 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% with respect to the total amount of the composition of the present invention. The upper limit of the content is preferably 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-1-11) 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 29]

The compounds represented by the formulae (N-1-11.2) and (N-1-11.4) 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%. The upper limit of the content is preferably 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-1-12) is the following compound.

[ solution 30]

(in the formula, R^N1121And R^N1122Each independently represents R in the general formula (N-1)^N11And R^N12Same meaning)

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, preferably an ethoxy group or a propoxy groupOr a butoxy group.

The compounds represented by the general formula (N-1-12) may be used alone, but 2 or more compounds may be used in combination. The type of the combinable compound is not particularly limited, and it can be suitably used in combination according to the required properties 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, or 5 or more as 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 content is preferably 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 31]

(in the formula, R^N1131And R^N1132Each independently represents R in the general formula (N-1)^N11And R^N12Same meaning)

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 compounds. The type of the combinable compound is not particularly limited, and it can be suitably used in combination according to the required properties 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, or 5 or more as 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 content is preferably 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 32]

(in the formula, R^N1141And R^N1142Each independently represents R in the general formula (N-1)^N11And R^N12Same meaning)

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, but 2 or more compounds may be used in combination. The type of the combinable compound is not particularly limited, and it can be suitably used in combination according to the required properties 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, or 5 or more as one embodiment of the present invention.

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 content is preferably 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 33]

(in the formula, R^N1151And R^N1152Each independently represents R in the general formula (N-1)^N11And R^N12Same meaning)

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, but 2 or more compounds may be used in combination. The type of the combinable compound is not particularly limited, and it can be suitably used in combination according to the required properties 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, or 5 or more as one embodiment of the present invention.

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 content is preferably 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.

[ chemical 34]

(in the formula, R^N1161And R^N1162Each independently represents R in the general formula (N-1)^N11And R^N12Same meaning)

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, but 2 or more compounds may be used in combination. The type of the combinable compound is not particularly limited, and it can be suitably used in combination according to the required properties 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, or 5 or more as 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 content is preferably 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-1-17) are the following compounds.

[ solution 35]

(in the formula, R^N1171And R^N1172Each independently represents R in the general formula (N-1)^N11And R^N12Same meaning)

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, but 2 or more compounds may be used in combination. The type of the combinable compound is not particularly limited, and it can be suitably used in combination according to the required properties 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, or 5 or more as 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 content is preferably 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 36]

(in the formula, R^N1181And R^N1182Each independently represents R in the general formula (N-1)^N11And R^N12Same meaning)

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, but 2 or more compounds may be used in combination. The type of the combinable compound is not particularly limited, and it can be suitably used in combination according to the required properties 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, or 5 or more as 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 content is preferably 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 37]

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

[ solution 38]

(in the formula, R^N1201And R^N1202Each independently represents R in the general formula (N-1)^N11And R^N12Same meaning)

R^N1201And R^N1202Preferably, each independently is an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group or a butyl group.

The compounds represented by the general formula (N-1-20) may be used alone, but 2 or more compounds may be used in combination. The type of the combinable compound is not particularly limited, and it can be suitably used in combination according to the required properties 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, or 5 or more as 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 content is preferably 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 39]

(in the formula, R^N1211And R^N1212Each independently represents R in the general formula (N-1)^N11And R^N12Same meaning)

R^N1211And R^N1212Preferably, each independently is an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group or a butyl group.

The compounds represented by the general formula (N-1-21) may be used alone, but 2 or more compounds may be used in combination. The type of the combinable compound is not particularly limited, and it can be suitably used in combination according to the required properties 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, or 5 or more as one embodiment of the present invention.

When importance is attached to improvement of Δ ∈, the content is preferably set to be higher, when importance is attached to solubility at low temperatures, the effect is high if the content is set to be higher, and when importance is attached to Tni, the effect is high if the content is set to be much higher. Further, when improving the dropping marks and the burn-in characteristics, the content is preferably set to the middle.

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 content is preferably 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 40]

(in the formula, R^N1221And R^N1222Each independently represents R in the general formula (N-1)^N11And R^N12Same meaning)

R^N1221And R^N1222Preferably, each independently is an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group or a butyl group.

The compounds represented by the general formula (N-1-22) may be used alone, but 2 or more compounds may be used in combination. The type of the combinable compound is not particularly limited, and it can be suitably used in combination according to the required properties 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, or 5 or more as 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 content is preferably 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 41]

The compound represented by the general formula (N-3) is preferably a compound selected from the group of compounds represented by the general formula (N-3-2).

[ solution 42]

(in the formula, R^N321And R^N322Each independently represents R in the general formula (N-1)^N11And R^N12Same meaning)

R^N321And R^N322Preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably a propyl group or a pentyl group.

The compounds represented by the general formula (N-3-2) may be used alone, but 2 or more compounds may be used in combination. The type of the combinable compound is not particularly limited, and it can be suitably used in combination according to the required properties 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, or 5 or more as one embodiment of the present invention.

The lower limit of the preferable content of the compound represented by the formula (N-3-2) is 3%, 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 content is preferably 50%, 40%, 38%, 35%, 33%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 7%, 6%, 5% with respect to the total amount of the composition of the present invention.

Further, the compound represented by the general formula (N-3-2) is preferably a compound selected from the group consisting of compounds represented by the formulae (N-3-2.1) to (N-3-2.3).

[ solution 43]

The composition of the present invention preferably contains 1 or 2 or more compounds represented by the general formula (J). These compounds belong to the group of positive dielectric compounds (. DELTA.. di-elect cons.greater than 2).

[ solution 44]

(in the formula, R^J1Represents an alkyl group having 1 to 8 carbon atoms, 1 or non-adjacent 2 or more-CH in the alkyl group₂Each independently of the others may be substituted by-CH-CH-, -C.ident.C-, -O-, -CO-, -COO-or-OCO-substituted,

n^J1represents 0, 1,2,3 or 4,

A^J1、A^J2and A^J3Each independently represents a group selected from the group consisting of the following (a), (b), and (c):

(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 non-adjacent 2 or more-CH ═ present in naphthalene-2, 6-diyl or 1,2,3, 4-tetrahydronaphthalene-2, 6-diyl may be substituted by-N ═ may be substituted),

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

Z^J1and Z^J2Each independently represents a single bond, -CH₂CH₂－、－(CH₂)₄－、－OCH₂－、－CH₂O－、－OCF₂－、－CF₂O-, -COO-, -OCO-or-C ≡ C-,

when n is^J1A plurality of A's for 2,3 or 4^J2When n is the same or different^J1A plurality of Z's for 2,3 or 4^J1In the case, they may be the same or different,

X^J1represents a hydrogen atom, a fluorine atom, a chlorine atom, a cyano group, a trifluoromethyl group, a fluoromethoxy group, a difluoromethoxy group, a trifluoromethoxy group or a 2,2, 2-trifluoroethyl group (trifluoroethyl)

In the general formula (J), R^J1Preferably an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms or an alkenyloxy group having 2 to 8 carbon atoms, preferably an alkyl group having 1 to 5 carbon atoms, a carbon atomAn alkoxy group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms or an alkenyloxy group having 2 to 5 carbon atoms, more preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, still 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 reliability is important, R^J1The alkyl group is preferable, and the alkenyl group is preferable when the reduction of viscosity is important.

The alkenyl group is preferably selected from groups represented by any one of the formulae (R1) to (R5). (Black dots in the formulae represent carbon atoms in the ring structure to which the alkenyl group is bonded.)

[ solution 45]

When an increase of Δ n is required, A^J1、A^J2And A^J3Preferably, each independently is aromatic, and preferably, aliphatic in order to improve the response speed, preferably represents trans-1, 4-cyclohexylene, 1, 4-phenylene, 1, 4-cyclohexenylene, 1, 4-bicyclo [2.2.2 ] 2]Octylene, piperidine-1, 4-diyl, naphthalene-2, 6-diyl, decahydronaphthalene-2, 6-diyl or 1,2,3, 4-tetrahydronaphthalene-2, 6-diyl, which may be substituted with a fluorine atom, more preferably represents the following structure,

[ solution 46]

More preferably, the following structure is shown.

[ solution 47]

Z^J1And Z^J2Preferably each independently represents-CH₂O－、－OCH₂－、－CF₂O－、－CH₂CH₂－、－CF₂CF₂-or a single bond, more preferably-OCH₂－、－CF₂O－、－CH₂CH₂-or a single bond, particularly preferably-OCH₂－、－CF₂O-or a single bond.

X^J1Preferably a fluorine atom or a trifluoromethoxy group, preferably a fluorine atom.

n^J1Preferably 0, 1,2 or 3, preferably 0, 1 or 2, preferably 0 or 1 when emphasis is placed on improvement Δ ∈ and preferably 1 or 2 when importance is placed on Tni.

The kind of the combinable compound is not particularly limited, and may be used in combination according to desired properties such as solubility at low temperature, transition temperature, electrical reliability, birefringence, and the like. The types of the compounds used are, for example, 1,2, and 3 as one embodiment of the present invention. In addition, in other embodiments of the present invention, the number of the cells is 4, 5, 6, or 7 or more.

In the composition of the present invention, the content of the compound represented by the general formula (J) must be appropriately adjusted depending on the required properties such as solubility at low temperatures, 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 general formula (J) is 1%, 10%, 20%, 30%, 40%, 50%, 55%, 60%, 65%, 70%, 75%, 80% with respect to the total amount of the composition of the present invention. The upper limit of the preferred content relative to the total amount of the composition of the present invention is, for example, 95%, 85%, 75%, 65%, 55%, 45%, 35%, and 25% in one embodiment of the present invention.

When the viscosity of the composition of the present invention is kept low and a composition having a high response speed is required, it is preferable to lower the lower limit value and lower the upper limit value. 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 to lower the lower limit value and lower the upper limit value. In order to increase the dielectric anisotropy while keeping the driving voltage low, it is preferable to increase the lower limit and increase the upper limit.

The compound represented by the general formula (J) is preferably a compound represented by the general formula (M).

The composition of the present invention preferably contains 1 or 2 or more compounds represented by the general formula (M). These compounds belong to the group of positive dielectric compounds (. DELTA.. di-elect cons.greater than 2).

[ solution 48]

(in the formula, R^M1Represents an alkyl group having 1 to 8 carbon atoms, 1 or non-adjacent 2 or more-CH in the alkyl group₂-may each be independently substituted by-CH ═ CH-, -C ≡ C-, -O-, -CO-, -COO-or-OCO-,

n^M1represents 0, 1,2,3 or 4,

A^M1and A^M2Each independently represents a group selected from the group consisting of the following (a), (b):

(a)1, 4-cyclohexylene (1-CH present in the radical)₂-or non-contiguous more than 2-CH₂May be substituted by-O-or-S-) and

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

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

Z^M1and Z^M2Each independently represents a single bond, -CH₂CH₂－、－(CH₂)₄－、－OCH₂－、－CH₂O－、－OCF₂－、－CF₂O-, -COO-, -OCO-or-C ≡ C-,

when n is^M1A plurality of A's for 2,3 or 4^M2When n is the same or different^M1A plurality of Z's for 2,3 or 4^M1In the case, they may be the same or different,

X^M1and X^M3Each independently represents a hydrogen atom, a chlorine atom or a fluorine atom,

X^M2represents a hydrogen atom, a fluorine atom, a chlorine atom, a cyano group, a trifluoromethyl group, a fluoromethoxy group, a difluoromethoxy group, a trifluoromethoxy group or a 2,2, 2-trifluoroethyl group)

In the general formula (M), R^M1Preferably an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms or an alkenyloxy group having 2 to 8 carbon atoms, preferably an alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms or an alkenyloxy group having 2 to 5 carbon atoms, more preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, 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 reliability is important, R^M1The alkyl group is preferable, and the alkenyl group is preferable when the reduction of viscosity is important.

[ solution 49]

When an increase of Δ n is required, A^M1And A^M2Preferably, each independently is aromatic, and preferably, aliphatic in order to improve the response speed, the aromatic compound 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, or 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 having the following structure,

[ solution 50]

More preferably, the following structure is shown.

[ solution 51]

Z^M1And Z^M2Preferably each independently represents-CH₂O－、－CF₂O－、－CH₂CH₂－、－CF₂CF₂-or a single bond, more preferably-CF₂O－、－CH₂CH₂-or a single bond, particularly preferably-CF₂O-or a single bond.

n^M1Preferably 0, 1,2 or 3, preferably 0, 1 or 2, preferably 0 or 1 when emphasis is placed on improvement Δ ∈ and preferably 1 or 2 when importance is placed on Tni.

In the composition of the present invention, the content of the compound represented by the general formula (M) must be appropriately adjusted depending on the required properties such as solubility at low temperatures, 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 (M) is 1%, 10%, 20%, 30%, 40%, 50%, 55%, 60%, 65%, 70%, 75%, 80% with respect 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%, and 25% in one embodiment of the present invention, for example, with respect to the total amount of the composition of the present invention.

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

[ solution 52]

(in the formula, R^M11Represents 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, X^M11To X^M15Each independently represents a hydrogen atom or a fluorine atom, Y^M11Represents a fluorine atom or OCF₃)

The kind of the combinable compound is not particularly limited, and may be used in combination according to desired properties 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, or 3 or more as one embodiment of the present invention.

The lower limit of the preferable content of the compound represented by the formula (M-1) is 1%, 2%, 5%, 8%, 10%, 13%, 15%, 18%, 20%, 22%, 25%, 30% with respect to the total amount of the composition of the present invention. The upper limit of the content is preferably 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.

When the viscosity of the composition of the present invention is kept low and a composition having a high response speed is required, it is preferable to lower the lower limit value and lower the upper limit value. 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 to lower the lower limit value and lower the upper limit value. In order to increase the dielectric anisotropy while keeping the driving voltage low, it is preferable to increase the lower limit and increase the upper limit.

Further, the compound represented by the general formula (M-1) is specifically preferably a compound represented by the formulae (M-1.1) to (M-1.4), preferably a compound represented by the formula (M-1.1) or (M-1.2), and more preferably a compound represented by the formula (M-1.2). Further, it is also preferable to use the compound represented by the formula (M-1.1) or the formula (M-1.2) together.

[ Hua 53]

The lower limit of the preferable content of the compound represented by the formula (M-1.1) is 1%, 2%, 5%, 6% with respect to the total amount of the composition of the present invention. The upper limit of the content is preferably 15%, 13%, 10%, 8%, 5%.

The lower limit of the preferable content of the compound represented by the formula (M-1.2) is 1%, 2%, 5%, 6% with respect to the total amount of the composition of the present invention. The upper limit of the content is preferably 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%.

The lower limit of the total preferable content of the compounds represented by the formulae (M-1.1) and (M-1.2) is 1%, 2%, 5%, and 6% with respect to the total amount of the composition of the present invention. The upper limit of the content is preferably 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%.

Further, the compound represented by the general formula (M) is preferably a compound selected from the group of compounds represented by the general formula (M-2), for example.

[ solution 54]

(in the formula, R^M21Represents 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, X^M21And X^M22Each independently represents a hydrogen atom or a fluorine atom, Y^M21Represents a fluorine atom, a chlorine atom or OCF₃)

The lower limit of the preferable content of the compound represented by the formula (M-2) is 1%, 2%, 5%, 8%, 10%, 13%, 15%, 18%, 20%, 22%, 25%, 30% with respect to the total amount of the composition of the present invention. The upper limit of the content is preferably 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.

When the viscosity of the composition of the present invention is kept low and a composition having a high response speed is required, it is preferable to lower the lower limit value and lower the upper limit value. Further, when Tni of the composition of the present invention is kept high and a composition which is less likely to cause burn-in is required, it is preferable to lower the lower limit value and lower the upper limit value. In order to increase the dielectric anisotropy while keeping the driving voltage low, it is preferable to increase the lower limit and increase the upper limit.

Further, the compound represented by the general formula (M-2) is preferably a compound represented by the formulae (M-2.1) to (M-2.5), and is preferably a compound represented by the formula (M-2.3) or/and (M-2.5).

[ solution 55]

The lower limit of the preferable content of the compound represented by the formula (M-2.2) is 1%, 2%, 5%, 6% with respect to the total amount of the composition of the present invention. The upper limit of the content is preferably 15%, 13%, 10%, 8%, 5%.

The lower limit of the preferable content of the compound represented by the formula (M-2.3) is 1%, 2%, 5%, 6% with respect to the total amount of the composition of the present invention. The upper limit of the content is preferably 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%.

The lower limit of the preferable content of the compound represented by the formula (M-2.5) is 1%, 2%, 5%, 6% with respect to the total amount of the composition of the present invention. The upper limit of the content is preferably 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%.

The lower limit of the total preferable content of the compounds represented by the formulae (M-2.2), (M-2.3) and (M-2.5) is 1%, 2%, 5% and 6% based on the total amount of the composition of the present invention. The upper limit of the content is preferably 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%.

The content is preferably 1% or more, more preferably 5% or more, further preferably 8% or more, further preferably 10% or more, further preferably 14% or more, and particularly preferably 16% or more, relative to the total amount of the composition of the present invention. In view of solubility at low temperatures, transition temperature, electrical reliability, and the like, the maximum ratio is preferably 30% or less, more preferably 25% or less, still more preferably 22% or less, and particularly preferably less than 20%.

The compound represented by the general formula (M) used in the composition of the present invention is preferably a compound represented by the general formula (M-3).

[ solution 56]

(in the formula, R^M31Represents 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, X^M31To X^M36Each independently represents a hydrogen atom or a fluorine atom, Y^M31Represents a fluorine atom, a chlorine atom or OCF₃)

The combinable compounds are not particularly limited, and 1 to 2 or more species are preferably combined in consideration of solubility at low temperature, transition temperature, electrical reliability, birefringence, and the like.

The content of the compound represented by the general formula (M-3) has an upper limit and a lower limit for each embodiment, taking into consideration the characteristics such as solubility at low temperatures, transition temperature, electrical reliability, birefringence, and the like.

The lower limit of the preferable content of the compound represented by the formula (M-3) is 1%, 2%, 4%, 5%, 8%, 10%, 13%, 15%, 18%, 20% with respect to the total amount of the composition of the present invention. The upper limit of the content is preferably 20%, 18%, 15%, 13%, 10%, 8%, 5%.

Further, the compound represented by the general formula (M-3) used in the composition of the present invention is preferably a compound represented by the formulae (M-3.1) to (M-3.8), and preferably contains a compound represented by the formula (M-3.1) and/or (M-3.2).

[ solution 57]

The lower limit of the preferable content of the compound represented by the formula (M-3.1) is 1%, 2%, 4%, 5%, 8%, 10%, 13%, 15%, 18%, 20% with respect to the total amount of the composition of the present invention. The upper limit of the content is preferably 20%, 18%, 15%, 13%, 10%, 8%, 5%.

The lower limit of the preferable content of the compound represented by the formula (M-3.2) is 1%, 2%, 4%, 5%, 8%, 10%, 13%, 15%, 18%, 20% with respect to the total amount of the composition of the present invention. The upper limit of the content is preferably 20%, 18%, 15%, 13%, 10%, 8%, 5%.

The lower limit of the total preferable content of the compounds represented by the formulae (M-3.1) and (M-3.2) is 1%, 2%, 4%, 5%, 8%, 10%, 13%, 15%, 18%, 20% relative to the total amount of the composition of the present invention. The upper limit of the content is preferably 20%, 18%, 15%, 13%, 10%, 8%, 5%.

Further, the compound represented by the general formula (M) is preferably a compound selected from the group represented by the general formula (M-4).

[ solution 58]

(in the formula, R^M41Represents 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, X^M41To X^M48Each independently represents a fluorine atom or a hydrogen atom, Y^M41Represents a fluorine atomA chlorine atom or OCF₃)

The combinable compounds are not particularly limited, and 1,2 or 3 or more species are preferably combined in consideration of solubility at low temperature, transition temperature, electrical reliability, birefringence, and the like.

The content of the compound represented by the general formula (M-4) has an upper limit and a lower limit for each embodiment, taking into consideration the characteristics 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 (M-4) is 1%, 2%, 4%, 5%, 8%, 10%, 13%, 15%, 18%, 20% with respect to the total amount of the composition of the present invention. The upper limit of the content is preferably 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.

When the composition of the present invention is used for a liquid crystal display element having a small cell gap (cell gap), the content of the compound represented by the general formula (M-4) is preferably increased to a small extent. When the compound is used for a liquid crystal display element having a small driving voltage, the content of the compound represented by the general formula (M-4) is preferably increased by a small amount. When the compound is used for a liquid crystal display element used in a low-temperature environment, the content of the compound represented by the general formula (M-4) is preferably small. When the compound is used in a composition for a liquid crystal display element having a high response speed, the content of the compound represented by the general formula (M-4) is preferably small.

Further, the compound represented by the general formula (M-4) used in the composition of the present invention is preferably a compound represented by the formulae (M-4.1) to (M-4.4), and among them, a compound represented by the formulae (M-4.2) to (M-4.4) is preferably contained, and a compound represented by the formula (M-4.2) is more preferably contained.

[ chemical 59]

Further, the compound represented by the general formula (M) is preferably a compound represented by the general formula (M-5).

[ solution 60]

(in the formula, R^M51Represents 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, X^M51And X^M52Each independently represents a hydrogen atom or a fluorine atom, Y^M51Represents a fluorine atom, a chlorine atom or OCF₃)

The type of the combinable compound is not particularly limited, and is appropriately combined and used in each embodiment in consideration of solubility at low temperature, transition temperature, electrical reliability, birefringence, and the like. For example, 1 kind in one embodiment of the present invention, 2 kinds in other embodiments, 3 kinds in other embodiments, 4 kinds in still other embodiments, 5 kinds in still other embodiments, and 6 or more kinds in still other embodiments are combined.

The lower limit of the preferable content of the compound represented by the formula (M-5) is 1%, 2%, 5%, 8%, 10%, 13%, 15%, 18%, 20%, 22%, 25%, 30% with respect to the total amount of the composition of the present invention. The upper limit of the preferable content is 50%, 45%, 40%, 35%, 33%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.

Further, the compound represented by the general formula (M-5) is preferably a compound represented by the formulae (M-5.1) to (M-5.4), preferably a compound represented by the formulae (M-5.1) to (M-5.4).

[ solution 61]

The lower limit of the preferred content of these compounds relative to the total amount of the composition of the present invention is 1%, 2%, 5%, 8%, 10%, 13%, 15%. The upper limit of the content is preferably 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.

Further, the compound represented by the general formula (M-5) is preferably a compound represented by the formulae (M-5.11) to (M-5.17), and preferably a compound represented by the formulae (M-5.11), (M-5.13) and (M-5.17).

[ solution 62]

Further, the compounds represented by the general formula (M-5) are preferably compounds represented by the formulae (M-5.21) to (M-5.28), and preferably compounds represented by the formulae (M-5.21), (M-5.22), (M-5.23) and (M-5.25).

[ solution 63]

The lower limit of the preferred content of these compounds relative to the total amount of the composition of the present invention is 1%, 2%, 5%, 8%, 10%, 13%, 15%, 18%, 20%, 22%, 25%, 30%. The upper limit of the preferable content is 40%, 35%, 33%, 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.

Further, the compound represented by the general formula (M) is preferably a compound represented by the general formula (M-6).

[ solution 64]

(in the formula, R^M61Represents 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, X^M61To X^M64Each independently represents a fluorine atom or a hydrogen atom, Y^M61Represents a fluorine atom, a chlorine atom or OCF₃)

The kind of the combinable compound is not particularly limited, and is appropriately combined in each embodiment in consideration of 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 (M-6) is 1%, 2%, 4%, 5%, 8%, 10%, 13%, 15%, 18%, 20% with respect to the total amount of the composition of the present invention. The upper limit of the content is preferably 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.

When the composition of the present invention is used for a liquid crystal display element having a small driving voltage, the content of the compound represented by the general formula (M-6) is preferably increased to a small extent. When the compound is used in a composition for a liquid crystal display element having a high response speed, the content of the compound represented by the general formula (M-6) is preferably small.

Further, the compound represented by the general formula (M-6) is preferably a compound represented by the formulae (M-6.1) to (M-6.4), and among them, a compound represented by the formulae (M-6.2) and (M-6.4) is preferably contained.

[ solution 65]

The lower limit of the preferred content of these compounds relative to the total amount of the composition of the present invention is 1%, 2%, 4%, 5%, 8%, 10%, 13%, 15%, 18%, 20%. The upper limit of the content is preferably 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.

Further, the compound represented by the general formula (M-6) is preferably a compound represented by the formulae (M-6.11) to (M-6.14), and among them, a compound represented by the formulae (M-6.12) and (M-6.14) is preferably contained.

[ solution 66]

Further, the compound represented by the general formula (M-6) is more specifically preferably a compound represented by the formulae (M-6.21) to (M-6.24), and among them, a compound represented by the formulae (M-6.21), (M-6.22) and (M-6.24) is preferably contained.

[ solution 67]

Further, the compounds represented by the general formula (M-6) are preferably compounds represented by the formulae (M-6.31) to (M-6.34). Among them, compounds represented by the formulae (M-6.31) and (M-6.32) are preferably contained.

[ solution 68]

Further, the compound represented by the general formula (M-6) is preferably a compound represented by the formulae (M-6.41) to (M-6.44), and particularly preferably a compound represented by the formula (M-6.42).

[ solution 69]

Further, the compound represented by the general formula (M) is preferably a compound selected from the group of compounds represented by the general formula (M-7).

[ solution 70]

(in the formula, X^M71To X^M76Each independently represents a fluorine atom or a hydrogen atom, R^M71Represents 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, Y^M71Represents a fluorine atom or OCF₃)

The type of the combinable compounds is not particularly limited, but 1 to 2 kinds of them are preferably contained, more preferably 1 to 3 kinds, and further preferably 1 to 4 kinds.

The content of the compound represented by the general formula (M-7) has an upper limit and a lower limit for each embodiment, taking into consideration the properties such as solubility at low temperatures, transition temperature, electrical reliability, birefringence, and the like.

The lower limit of the preferable content of the compound represented by the formula (M-7) is 1%, 2%, 4%, 5%, 8%, 10%, 13%, 15%, 18%, 20% with respect to the total amount of the composition of the present invention. The upper limit of the content is preferably 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.

When the composition of the present invention is used for a liquid crystal display element having a small cell gap, the content of the compound represented by the general formula (M-7) is preferably increased to a small extent. When the compound is used for a liquid crystal display element having a small driving voltage, the content of the compound represented by the general formula (M-7) is preferably increased by a small amount. When the compound is used for a liquid crystal display element used in a low-temperature environment, the content of the compound represented by the general formula (M-7) is preferably small. When the compound is used in a composition for a liquid crystal display element having a high response speed, the content of the compound represented by the general formula (M-7) is preferably small.

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

[ solution 71]

Further, the compound represented by the general formula (M-7) is preferably a compound represented by the formulae (M-7.11) to (M-7.14), preferably a compound represented by the formulae (M-7.11) and (M-7.12).

[ chemical formula 72]

Further, the compound represented by the general formula (M-7) is preferably a compound represented by the formulae (M-7.21) to (M-7.24), and preferably a compound represented by the formulae (M-7.21) and (M-7.22).

[ solution 73]

Further, the compound represented by the general formula (M) is preferably a compound represented by the general formula (M-8).

[ chemical formula 74]

(in the formula, X^M81To X^M84Each independently represents a fluorine atom or a hydrogen atom, Y^M81Represents a fluorine atom, a chlorine atom or-OCF₃，R^M81Represents 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^M81And A^M82Each independently represents 1, 4-cyclohexylene, 1, 4-phenylene or

[ solution 75]

The hydrogen atoms of the 1, 4-phenylene groups being substituted by fluorine atoms)

The lower limit of the preferable content of the compound represented by the general formula (M-8) is 1%, 2%, 4%, 5%, 8%, 10%, 13%, 15%, 18%, 20% with respect to the total amount of the composition of the present invention. The upper limit of the content is preferably 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.

When the viscosity of the composition of the present invention is kept low and a composition having a high response speed is required, it is preferable to lower the lower limit value and lower the upper limit value. Further, when a composition which is less likely to cause burn-in is required, it is preferable to lower the lower limit value and lower the upper limit value. In order to increase the dielectric anisotropy while keeping the driving voltage low, it is preferable to increase the lower limit and increase the upper limit.

Further, the compound represented by the general formula (M-8) used in the composition of the present invention is preferably a compound represented by the formulae (M-8.1) to (M-8.4), and preferably a compound represented by the formulae (M-8.1) and (M-8.2).

[ 76]

Further, the compound represented by the general formula (M-8) used in the composition of the present invention is preferably a compound represented by the formulae (M-8.11) to (M-8.14), and particularly preferably a compound represented by the formula (M-8.12).

[ solution 77]

Further, the compound represented by the general formula (M-8) used in the composition of the present invention is preferably a compound represented by the formulae (M-8.21) to (M-8.24), and particularly preferably a compound represented by the formula (M-8.22).

[ solution 78]

Further, the compound represented by the general formula (M-8) used in the composition of the present invention is preferably a compound represented by the formulae (M-8.31) to (M-8.34), and particularly preferably a compound represented by the formula (M-8.32).

[ solution 79]

Further, the compound represented by the general formula (M-8) used in the composition of the present invention is preferably a compound represented by the formulae (M-8.41) to (M-8.44), and particularly preferably a compound represented by the formula (M-8.42).

[ solution 80]

Further, the compound represented by the general formula (M-8) used in the composition of the present invention is preferably a compound represented by the formulae (M-8.51) to (M-8.54), and particularly preferably a compound represented by the formula (M-8.52).

[ solution 81]

Further, the compound represented by the general formula (M) may have the following partial structure in its structure.

[ solution 82]

(Black dots in the formula represent carbon atoms in the ring structure to which the partial structure is bonded.)

The compounds having the above-mentioned partial structures are preferably compounds represented by the general formulae (M-10) to (M-18).

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

[ solution 83]

(in the formula, X^M101And X^M102Each independently represents a fluorine atom or a hydrogen atom, Y^M101Represents a fluorine atom, a chlorine atom or-OCF₃，R^M101W represents 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^M101And W^M102Each independently represents-CH₂-or-O-)

The lower limit of the preferable content of the compound represented by the general formula (M-10) is 1%, 2%, 4%, 5%, 8%, 10%, 13%, 15%, 18%, 20% with respect to the total amount of the composition of the present invention. The upper limit of the content is preferably 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.

Further, the compounds represented by the general formula (M-10) used in the composition of the present invention are preferably compounds represented by the formulae (M-10.1) to (M-10.4).

[ solution 84]

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

[ solution 85]

(in the formula, X^M111～X^M114Each independently represents a fluorine atom or a hydrogen atom, Y^M111Represents a fluorine atom, a chlorine atom or-OCF₃，R^M111Represents 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 atomsBase)

The lower limit of the preferable content of the compound represented by the general formula (M-11) is 1%, 2%, 4%, 5%, 8%, 10%, 13%, 15%, 18%, 20% with respect to the total amount of the composition of the present invention. The upper limit of the content is preferably 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.

Further, the compounds represented by the general formula (M-11) used in the composition of the present invention are preferably compounds represented by the formulae (M-11.1) to (M-11.8), and particularly preferably compounds represented by the formulae (M-11.1) to (M-11.4).

[ solution 86]

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

[ solution 87]

(in the formula，X^M121And X^M122Each independently represents a fluorine atom or a hydrogen atom, Y^M121Represents a fluorine atom, a chlorine atom or-OCF₃，R^M121W represents 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^M121And W^M122Each independently represents-CH₂-or-O-)

The lower limit of the preferable content of the compound represented by the general formula (M-12) is 1%, 2%, 4%, 5%, 8%, 10%, 13%, 15%, 18%, 20% with respect to the total amount of the composition of the present invention. The upper limit of the content is preferably 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.

Further, the compounds represented by the general formula (M-12) used in the composition of the present invention are preferably compounds represented by the formulae (M-12.1) to (M-12.12), and particularly preferably compounds represented by the formulae (M-12.5) to (M-12.8).

[ solution 88]

[ solution 89]

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

[ solution 90]

(in the formula, X^M131～X^M134Each independently represents a fluorine atom or a hydrogen atom, Y^M131Represents a fluorine atom, a chlorine atom or-OCF₃，R^M131W represents 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^M131And W^M132Each independently represents-CH₂-or-O-)

The lower limit of the preferable content of the compound represented by the general formula (M-13) is 1%, 2%, 4%, 5%, 8%, 10%, 13%, 15%, 18%, 20% with respect to the total amount of the composition of the present invention. The upper limit of the content is preferably 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.

Further, the compounds represented by the general formula (M-13) used in the composition of the present invention are preferably compounds represented by the formulae (M-13.1) to (M-13.8).

[ solution 91]

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

[ solution 92]

(in the formula, X^M141～X^M144Each independently represents a fluorine atom or a hydrogen atom, Y^M141Represents a fluorine atom, a chlorine atom or-OCF₃，R^M141W represents 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^M141And W^M142Each independently represents-CH₂-or-O-)

The lower limit of the preferable content of the compound represented by the general formula (M-14) is 1%, 2%, 4%, 5%, 8%, 10%, 13%, 15%, 18%, 20% with respect to the total amount of the composition of the present invention. The upper limit of the content is preferably 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.

Further, the compound represented by the general formula (M-14) used in the composition of the present invention is preferably a compound represented by the formulae (M-14.1) to (M-14.8), and among them, a compound represented by the formulae (M-14.5) and (M-14.8) is preferably contained.

[ solution 93]

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

[ solution 94]

(in the formula, X^M151And X^M152Each independently represents a fluorine atom or a hydrogen atom, Y^M151Represents a fluorine atom, a chlorine atom or-OCF₃，R^M151W represents 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^M151And W^M152Each independently represents-CH₂-or-O-)

The lower limit of the preferable content of the compound represented by the general formula (M-15) is 1%, 2%, 4%, 5%, 8%, 10%, 13%, 15%, 18%, 20% with respect to the total amount of the composition of the present invention. The upper limit of the content is preferably 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.

Further, the compound represented by the general formula (M-15) used in the composition of the present invention is preferably a compound represented by the formulae (M-15.1) to (M-15.14), and more preferably a compound represented by the formulae (M-15.5) to (M-15.8) or (M-15.11) to (M-15.14).

[ solution 95]

[ solution 96]

The compound represented by the general formula (M-16) is the following compound.

[ solution 97]

(in the formula, X^M161～X^M164Each independently represents a fluorine atom or a hydrogen atom, Y^M161Represents a fluorine atom, a chlorine atom or-OCF₃，R^M161Represents 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)

The lower limit of the preferable content of the compound represented by the general formula (M-16) is 1%, 2%, 4%, 5%, 8%, 10%, 13%, 15%, 18%, 20% with respect to the total amount of the composition of the present invention. The upper limit of the content is preferably 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.

Further, the compounds represented by the general formula (M-16) used in the composition of the present invention are preferably compounds represented by the formulae (M-16.1) to (M-16.8), and particularly preferably compounds represented by the formulae (M-16.1) to (M-16.4).

[ solution 98]

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

[ solution 99]

(in the formula, X^M171～X^M174Each independently represents a fluorine atom or a hydrogen atom, Y^M171Represents a fluorine atom, a chlorine atom or-OCF₃，R^M171W represents 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^M171And W^M172Each independently represents-CH₂-or-O-)

The lower limit of the preferable content of the compound represented by the general formula (M-17) is 1%, 2%, 4%, 5%, 8%, 10%, 13%, 15%, 18%, 20% with respect to the total amount of the composition of the present invention. The upper limit of the content is preferably 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.

Further, the compounds represented by the general formula (M-17) used in the composition of the present invention are preferably compounds represented by the formulae (M-17.1) to (M-17.12).

[ solution 100]

[ solution 101]

The compound represented by the general formula (M-18) is the following compound.

[ solution 102]

(in the formula, X^M181～X^M186Each independently represents a fluorine atom or a hydrogen atom, Y^M181Represents a fluorine atom, a chlorine atom or-OCF₃，R^M181Represents 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)

The lower limit of the preferable content of the compound represented by the general formula (M-18) is 1%, 2%, 4%, 5%, 8%, 10%, 13%, 15%, 18%, 20% with respect to the total amount of the composition of the present invention. The upper limit of the content is preferably 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 5%.

Further, the compound represented by the general formula (M-18) used in the composition of the present invention is preferably a compound represented by the formulae (M-18.1) to (M-18.12), and more preferably a compound represented by the formulae (M-18.5) to (M-18.8).

[ solution 103]

[ solution 104]

The liquid crystal composition of the present invention preferably contains 1 or 2 or more compounds represented by the general formula (L). The compound represented by the general formula (L) is a compound having a substantially neutral dielectric property (Δ ε has a value of-2 to 2).

The liquid crystal composition of the present invention preferably contains 1 or 2 or more compounds represented by the general formula (L). The compound represented by the general formula (L) is a compound having a substantially neutral dielectric property (Δ ε has a value of-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 none.

[ solution 105]

(in the formula, R^L1And R^L2Each independently represents an alkyl group having 1 to 8 carbon atoms, 1 of the alkyl groups being non-adjacent and 2 or more-CH₂-may each be independently substituted by-CH ═ CH-, -C ≡ C-, -O-, -CO-, -COO-or-OCO-,

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 (a), (b), and (c):

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

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

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-,

when n is^L1A plurality of A's being present for 2 or 3^L2When n is the same or different^L1A plurality of Z s being 2 or 3^L3When they are the same or different, the compounds represented by the general formulae (N-1), (N-2) and (N-3) and the compound represented by the general formula (J) are excluded

The compounds represented by the general formula (L) may be used alone, but may also be used in combination. The type of the combinable compound is not particularly limited, and it can be suitably used in combination according to desired properties 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 as 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) must be appropriately adjusted depending on the required properties such as solubility at low temperatures, 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% with respect 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 and the upper limit value are preferably high. Further, when 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 order to increase the dielectric anisotropy while keeping the driving voltage low, it is preferable to lower the lower limit and lower the upper limit.

When reliability is important, R^L1And R^L2Preferably, all alkyl groups are preferably alkoxy groups when importance is placed on reduction of volatility of the compound, and at least one alkenyl group is preferably alkenyl groups when importance is placed on reduction of viscosity.

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 be 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 be bonded is a saturated ring structure such as cyclohexane, pyran, dioxane, or the like, 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 in the case where they are 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 the formulae represent carbon atoms in the ring structure.)

[ solution 106]

When importance is attached to the response speed, n^L1Preferably 0, 2 or 3 in order to improve the upper limit temperature of the nematic phase, and 1 in order to achieve a balance between these. In addition, in order to satisfy the characteristics required as a composition, it is preferable to combine compounds of different values.

When an increase of Δ n is required, A^L1、A^L2And A^L3Preferably aromatic, and preferably aliphatic, in order to improve the response speed, each independently represents preferably trans-1, 4-cyclohexylene, 1, 4-phenylene, 2-fluoro-1, 4-phenylene, 3, 5-difluoro-1, 4-phenylene, 1, 4-cyclohexenylene, 1, 4-bicyclo [2.2.2 ] 2]Octylene, piperidine-1, 4-diyl, naphthalene-2, 6-diyl, decahydronaphthalene-2, 6-diyl or 1,2,3, 4-tetrahydronaphthalene-2, 6-diyl, more preferably having the following structure,

[ solution 107]

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

When importance is attached to the response speed, Z^L1And Z^L2Preferably a single bond.

The number of halogen atoms in the compound represented by the general formula (L) 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 108]

(in the formula, R^L11And R^L12Each independently represents R in the general formula (L)^L1And R^L2Same meaning)

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, but 2 or more compounds may be used in combination. The type of the combinable compound is not particularly limited, and it can be suitably used in combination according to the required properties 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, or 5 or more as one embodiment of the present invention.

The lower limit of the content is preferably 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. The upper limit of the content is preferably 95%, 90%, 85%, 80%, 75%, 70%, 65%, 60%, 55%, 50%, 45%, 40%, 35%, 30%, 25% with respect to the total amount of the composition of the present invention.

When a composition having a low viscosity and a high response speed is required, the lower limit value and the upper limit value are preferably high. Further, when 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 be an intermediate value and the upper limit value be an intermediate value. 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 109]

(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 110]

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 content is preferably 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 111]

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 content is preferably 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 compound represented by the formula (L-1-2.2) is preferable because the response speed of the composition of the present invention is particularly improved. In addition, 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). The content of the compound represented by the formula (L-1-2.3) or the formula (L-1-2.4) is not preferably 30% or more in order to improve the solubility at low temperatures.

[ solution 112]

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. The upper limit of the content is preferably 60%, 55%, 50%, 45%, 43%, 40%, 38%, 35%, 32%, 30%, 27%, 25%, 22% 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-1-1.3) and the compound represented by the formula (L-1-2.2) in total is 10%, 15%, 20%, 25%, 27%, 30%, 35%, and 40% with respect to the total amount of the composition of the present invention. The upper limit of the content is preferably 60%, 55%, 50%, 45%, 43%, 40%, 38%, 35%, 32%, 30%, 27%, 25%, 22% 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-1-3).

[ solution 113]

(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. The upper limit of the content is preferably 60%, 55%, 50%, 45%, 40%, 37%, 35%, 33%, 30%, 27%, 25%, 23%, 20%, 17%, 15%, 13%, 10% with respect to the total amount of the composition of the present 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 the response speed of the composition of the present invention is particularly improved. In addition, when higher Tni is required than the response speed, it is preferable to use compounds represented by the formulae (L-1-3.3), (L-1-3.4), (L-1-3.11) and (L-1-3.12). In order to improve the solubility at low temperatures, 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 not preferably 20% or more.

[ chemical formula 114]

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 content is preferably 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 115]

(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 content is preferably 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 content is preferably 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 116]

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 content is preferably 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), 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 total content of these compounds is preferably 2%, 3%, 5%, 7%, 10%, 13%, 15%, 18%, 20%, 23%, 25%, 27%, 33%, and 33%, respectively, and the lower limit thereof is 35%, based on the total amount of the composition of the present invention, the upper limit value is 80%, 70%, 60%, 50%, 45%, 40%, 37%, 35%, 33%, 30%, 28%, 25%, 23%, 20% with respect 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 117]

(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 content is preferably 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 consisting of compounds represented by the formulae (L-1-6.1) to (L-1-6.3).

[ chemical formula 118]

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

[ solution 119]

(in the formula, R^L21And R^L22Each independently represents R in the general formula (L)^L1And R^L2Same meaning)

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, but 2 or more compounds may be used in combination. The type of the combinable compound is not particularly limited, and it can be suitably used in combination according to the required properties 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, or 5 or more as one embodiment of the present invention.

When importance is attached to the solubility at low temperatures, the effect is high if the content is set to be high, and conversely, when importance is attached to the response speed, the effect is high if the content is set to be low. Further, when improving the dropping marks and the burn-in characteristics, the content is preferably set to the middle.

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 content is preferably 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).

[ chemical formula 120]

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

[ solution 121]

(in the formula, R^L31And R^L32Each independently represents R in the general formula (L)^L1And R^L2Same meaning)

R^L31And R^L32Preferably, 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.

The compounds represented by the general formula (L-3) may be used alone, but 2 or more compounds may be used in combination. The type of the combinable compound is not particularly limited, and it can be suitably used in combination according to the required properties 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, or 5 or more as 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 content is preferably 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 obtained, the effect is high if the content is set to be high, and conversely, when high Tni is emphasized, the effect is high if the content is set to be low. Further, when improving the dropping marks and the burn-in characteristics, the content is preferably set to the middle.

Further, the compound represented by the general formula (L-3) is preferably a compound selected from the group consisting 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).

[ chemical formula 122]

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

[ solution 123]

In the formula, R^L41And R^L42Each independently represents R in the general formula (L)^L1And R^L2Same meaning)

R^L41Preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl 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, but 2 or more compounds may be used in combination. The type of the combinable compound is not particularly limited, and it can be suitably used in combination according to the required properties 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, or 5 or more as 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) must be appropriately adjusted depending on the required properties such as solubility at low temperatures, 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 124]

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), and 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 preferred content of the compound represented by the formula (L-4.1) or the formula (L-4.2) is 3%, 5%, 7%, 9%, 11%, 12%, 13%, 18%, 21%, and the upper limit is 45%, 40%, 35%, 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, and 8%, relative 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 preferable content of both compounds relative to the total amount of the composition of the present invention is 15%, 19%, 24%, 30%, and preferably the upper limit thereof is 45%, 40%, 35%, 30%, 25%, 23%, 20%, 18%, 15%, and 13%.

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).

[ solution 125]

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. The upper limit is preferably 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 preferable content of both the compounds is 15%, 19%, 24%, 30%, and the upper limit thereof is 45%, 40%, 35%, 30%, 25%, 23%, 20%, 18%, 15%, and 13%, with respect 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 126]

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

[ solution 127]

(in the formula, R^L51And R^L52Each independently represents R in the general formula (L)^L1And R^L2Same meaning)

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, but 2 or more compounds may be used in combination. The type of the combinable compound is not particularly limited, and it can be suitably used in combination according to the required properties 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, or 5 or more as 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) must be appropriately adjusted depending on the required properties such as solubility at low temperatures, 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 relative to the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, 7%. The upper limit of the preferable content of these compounds is 20%, 15%, 13%, 10%, 9%.

[ solution 128]

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 129]

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 130]

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

[ solution 131]

(in the formula, R^L61And R^L62Each independently represents R in the general formula (L)^L1And R^L2In the same sense, X^L61And X^L62Each independently represents a hydrogen atom or a fluorine atom)

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

The compounds represented by the general formula (L-6) may be used alone, but 2 or more compounds may be used in combination. The type of the combinable compound is not particularly limited, and it can be suitably used in combination according to the required properties 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, or 5 or more as 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 the emphasis is placed on increasing Δ n, the content is preferably increased, and when the emphasis is placed on precipitation 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 132]

The type of the combinable compounds is not particularly limited, but 1 to 3 kinds, more preferably 1 to 4 kinds, are preferably contained among these compounds. Further, since the selected compounds have a wide molecular weight distribution and are effective for solubility, it is preferable to select 1 compound from the compounds represented by the formula (L-6.1) or (L-6.2), 1 compound from the compounds represented by the formula (L-6.4) or (L-6.5), 1 compound from the compounds represented by the formula (L-6.6) or (L-6.7), 1 compound from the compounds represented by the formula (L-6.8) or (L-6.9), and appropriately combine them. Among them, 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) are preferably contained.

Further, the compound represented by the general formula (L-6) is preferably a compound represented by, for example, the formulae (L-6.10) to (L-6.17), and among them, a compound represented by the formula (L-6.11) is preferable.

[ solution 133]

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

[ solution 134]

(in the formula, R^L71And R^L72Each independently represents R in the general formula (L)^L1And R^L2In the same sense, A^L71And A^L72Each independently represents a group represented by the general formula (L)^L2And A^L3In the same sense, A^L71And A^L72Each hydrogen atom in (A) may be independently substituted by a fluorine atom, Z^L71Is represented by Z in the general formula (L)^L2In the same sense, X^L71And X^L72Each independently represents a fluorine atom or a hydrogen atom)

In the formula, R^L71And R^L72Preferably, each independently is 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 others 1, 4-cyclohexylene or 1, 4-phenylene, A^L71And A^L72Each hydrogen atom in (A) may be independently substituted by a fluorine atom, Z^L71Preferably a single bond or COO-, preferably a single bond, X^L71And X^L72Preferably a hydrogen atom.

The kind of the combinable compound is not particularly limited, and may be combined according to the required properties such as solubility at low temperature, transition temperature, electrical reliability, birefringence, and the like. The types of the compounds used are, for example, 1,2,3, and 4 as 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) must be appropriately adjusted depending on the required properties such as solubility at low temperatures, 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.

In the case where the composition of the present invention is intended to be an embodiment having a high Tni, the content of the compound represented by the formula (L-7) is preferably increased a little, and in the case where an embodiment having a low viscosity is intended, the content is preferably decreased a little.

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), and is preferably a compound represented by the formula (L-7.2).

[ solution 135]

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), and is preferably a compound represented by the formula (L-7.11).

[ solution 136]

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 137]

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), and is preferably a compound represented by the formula (L-7.31) or/and (L-7.32).

[ 138]

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 139]

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 140]

The lower limit of the total preferable content of the compounds represented by the general formulae (L), (N-1), (N-2), (N-3) and (J) is 80%, 85%, 88%, 90%, 92%, 93%, 94%, 95%, 96%, 97%, 98%, 99% and 100% with respect to the total amount of the composition of the present invention. The upper limit of the content is preferably 100%, 99%, 98%, 95%. Among these, from the viewpoint of obtaining a composition having a large absolute value of Δ ∈, it is preferable that any of the compounds represented by general formula (N-1), (N-2), (N-3), or (J) is 5% or less, preferably 3% or less, and preferably 0%.

The lower limit of the total content of the compounds represented by the general formulae (L-1) to (L-8) and the general formulae (M-1) to (M-18) is preferably 80%, 85%, 88%, 90%, 92%, 93%, 94%, 95%, 96%, 97%, 98%, 99%, and 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 total content of the compounds represented by the general formulae (L-1) to (L-8) and the general formulae (N-1 a) to (N-1 g) is preferably 80%, 85%, 88%, 90%, 92%, 93%, 94%, 95%, 96%, 97%, 98%, 99%, and 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 total content of the compounds represented by the general formulae (L-1) to (L-8) and the general formulae (N-1-1) to (N-1-21) is preferably 80%, 85%, 88%, 90%, 92%, 93%, 94%, 95%, 96%, 97%, 98%, 99%, and 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%.

In order to reduce the content of the polymerizable compound after irradiation with ultraviolet light, the content of the compounds represented by the general formulae (N-1-5) and (L-6) is preferably large, and the lower limit of the content is preferably 10%, 13%, and 15%. Similarly, the content of the compounds represented by the general formulae (M-4), (M-7), (M-8.51) to (M-8.54) and (L-6) is preferably large, and the lower limit of the content is preferably 15%, 20% or 25%.

The composition of the present invention preferably does not contain a compound having a structure in which oxygen atoms are bonded to each other, such as a peroxy (-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, even more preferably 1% or less, and most preferably substantially none, based on the total mass of the composition.

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

The content of the compound having all six-membered ring structures in the molecule is preferably large, and the content of the compound having all six-membered ring structures in the molecule is preferably 80% or more, more preferably 90% or more, further preferably 95% or more, and most preferably the composition is substantially composed of only the compound having all six-membered ring structures in the molecule.

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 small, 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 can be substituted with halogen is preferably small, and the content of the compound having 2-methylbenzene-1, 4-diyl in the molecule is preferably 10% or less, preferably 8% or less, more preferably 5% or less, preferably 3% or less, and further preferably substantially none, with respect to the total mass of the composition.

The term "substantially free" as used herein means that the term does not include substances except intentionally contained substances.

In the case where the compound contained in the composition of the first embodiment 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 it is preferable that the unsaturated bond of the alkenyl group is not directly bonded to benzene.

Average elastic constant (K) of liquid crystal composition used in the present invention_AVG) Preferably 10 to 25, as the lower limit thereof, 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, it is preferably 25, preferably 24.5, preferably 24, preferably 23.5, preferably 23, preferably 22.8, preferably 22.5, preferably 22.3, preferably 22, preferably 21.8, preferably 21.5, preferably 21.3, preferably 21, preferably 20.8, preferably 20.5, preferably 20.3, preferably 20, preferably 19.8, preferably 19.5, preferably 19.3, preferably 19, preferably 18.8, preferably 18.5, preferably 18.3, preferably 17.8, preferably 18.817.5, preferably 17.3, preferably 17. In order to effectively suppress the amount of backlight when emphasis is placed on reducing power consumption, the liquid crystal display element preferably has a high light transmittance, and therefore K is preferably set to_AVGThe value of (d) is set lower. When importance is attached to improvement of response speed, it is preferable to set K to_AVGThe value of (d) is set higher.

The polymerizable liquid crystal composition of the present application contains the polymerizable compound represented by the general formula (i), but may further contain 1 or 2 or more polymerizable compounds selected from the group of compounds represented by the general formula (P),

[ solution 141]

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

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

[ solution 142]

(in the formula, R^p11And R^p12Each independently represents a hydrogen atom, an alkyl group having 1 to 5 carbon atoms or a haloalkyl 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^p11When, they may be the same or different)

Sp^p1And Sp^p2Each independently represents 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)_z－COO－、－(CH₂)₂－OCO－、－OCO－(CH₂)₂－、－(C＝O)－O－(CH₂)₂－、－CH＝CH－、－CF＝CF－、－CF＝CH－、－CH＝CF－、－CF₂－、－CF₂O－、－OCF₂－、－CF₂CH₂－、－CH₂CF₂－、－CF₂CF₂-or-C ≡ C- (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^ZP1When, they 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, haloalkyl group having 1 to 12 carbon atoms, alkoxy group having 1 to 12 carbon atoms, haloalkoxy 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,

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

[ solution 143]

(wherein, at ★ with Sp^p1Or m^p1With Sp when 2 or 3^p1Or Z^p1Combined, at ★★ and Z^p1Wherein 1 or 2 or more hydrogen atoms in the structure may be substituted by an alkyl group having 1 to 12 carbon atoms, a haloalkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a haloalkoxy group having 1 to 12 carbon atoms, a halogen atom, a cyano group or a nitro group)

A^p3Is represented by the formula (A)^p3－11)～(A^p3-19) a group represented by (a),

[ solution 144]

(wherein, at ★ and Z^p2Combined at ★★ with R^p1Or m^p3Is 2 or 3 with R^p1Or Z^p2Wherein 1 or 2 or more hydrogen atoms in the structure may be substituted by an alkyl group having 1 to 12 carbon atoms, a haloalkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a haloalkoxy group having 1 to 12 carbon atoms, a halogen atom, a cyano group or a nitro group)

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 where the polymerizable compound represented by the general formula (i) is not contained, they may be the same or different).

In the general formula (P) of the present 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 is preferably a hydrogen atom or a methyl group.

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

Z^p1And Z^p2Preferably, each is independently 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 ≡ C-All others are single bonds, preferably only one of the groups present in the molecule is-OCH₂－、－CH₂O－、－C₂H₄-, -COO-or-OCO-, the others all being single bonds, preferably all being single bonds.

In addition, Z present in the molecule is preferable^p1And Z^p2Only one of which 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-linking groups of the group, others being 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-, and the 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, as long as oxygen atoms are not directly bonded to each other.

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, m^p2+m^p3When 0, it is preferably phenanthrene-2, 7-diyl, 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 more than 2 hydrogen atoms in the structure can be replaced by methyl, ethyl, methoxy, ethoxy or fluorine atoms.

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 more than 2 hydrogen atoms in the structure can be replaced by methyl, ethyl, methoxy, ethoxy or fluorine atoms.

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 more than 2 hydrogen atoms in the structure can be replaced by methyl, ethyl, methoxy, ethoxy or fluorine atoms.

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 hardly exhibited, and problems such as a weak alignment controlling force of the liquid crystal composition and 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) or the general formula (P-3).

[ solution 145]

P^p31Sp^p31A^p32Sp^p32P^p32(P-3)

(in the formula, P^p11、P^p12、P^p21、P^p22、P^p31And P^p32Each independently represents a group represented by the formula (P)^p1In the same sense, the term "a", "an", "the" or "the" is used,

Sp^p11、Sp^p12、Sp^p21、Sp^p22、Sp^p31and Sp^p32Each independently represents the same as Sp in the general formula (P)^p1In the same sense, the term "a", "an", "the" or "the" is used,

A^p11、A^p12、A^p13、A^p21、A^p22、A^p23and A^p32Each 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^p23And A^p32Each independently unsubstituted or optionally substituted by an alkyl group having 1 to 12 carbon atoms, a haloalkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a haloalkoxy 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,

Z^p21represents a single bond, -O-, -S-, -CH₂－、－OCH₂－、－CH₂O－、－CO－、－C₂H₄－、－COO－、－OCO－、－OCOOCH₂－、－CH₂OCOO－、－OCH₂CH₂O－、－CO－NR^ZP1－、－NR^ZP1－CO－、－SCH₂－、－CH₂S－、－CH＝CR^ZP1－COO－、－CH＝CR^ZP1－OCO－、－COO－CR^ZP1＝CH－、－OCO－CR^ZP1＝CH－、－COO－CR^ZP1＝CH－COO－、－COO－CR^ZP1＝CH－OCO－、－OCO－CR^ZP1＝CH－COO－、－OCO－CR^ZP1＝CH－OCO－、－(CH₂)_z－COO－、－(CH₂)₂－OCO－、－OCO－(CH₂)₂－、－(C＝O)－O－(CH₂)₂－、－CH＝CH－、－CF＝CF－、－CF＝CH－、－CH＝CF－、－CF₂－、－CF₂O－、－OCF₂－、－CF₂CH₂－、－CH₂CF₂－、－CF₂CF₂-or-C ≡ C- (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^ZP1When they may be the same or different))

P^p11、P^p12、P^p21、P^p22、P^p31And P^p32Preferably with P in the formula (P)^p1Are the same and are each independently 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^p31And Sp^p32Each 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-, and the 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, as long as oxygen atoms are not directly bonded to each other.

A^p11、A^p12、A^p13、A^p21、A^p22、A^p23And A^p32Preferably each independently of the others 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-cyclohexyleneA radical, phenanthrene-2, 7-diyl or naphthalene-2, 6-diyl. In the general formulae (P-1) and (P-2), 1, 4-phenylene or 1, 4-cyclohexylene is preferable, 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 the compatibility with the 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 the compatibility with the 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-, all others being single bonds, preferably only one present in the molecule is-OCH₂－、－CH₂O－、－C₂H₄-, -COO-or-OCO-, the others all being single bonds, preferably all being 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-linking groups in the group, others being single bonds.

Preferred examples of the compound represented by the general formula (P-1) of the present invention include polymerizable compounds represented by the following formulae (P-1-1) to (P-1-9).

[ solution 146]

(in the formula, P^p11、P^p12、Sp^p11And Sp^p12Represents P in the general formula (P-1)^p11、P^p12、Sp^p11And Sp^p12Same meaning)

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

[ solution 147]

(in the formula, P^p21、P^p22、Sp^p21And Sp^p22Represents P in the general formula (P-2)^p21、P^p22、Sp^p21And Sp^p22Same meaning)

Preferable examples of the compound represented by the general formula (P-4) of the present invention include polymerizable compounds represented by the following formulae (P-4-1) to (P-4-19).

[ solution 148]

[ 149]

[ solution 150]

[ solution 151]

(in the formula, P^p41、P^p42、Sp^p41And Sp^p42Represents P in the general formula (P-4)^p41、P^p42、Sp^p41And Sp^p42Same meaning)

The polymerizable liquid crystal composition is used to produce a liquid crystal display element, preferably a liquid crystal display element for active matrix driving, preferably a liquid crystal display element for PSA mode, PSVA mode, PS-IPS mode or PS-FFS mode.

Examples

The present invention will be described in more detail below with reference to 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 symbols are used for the description of the compounds.

(side chain)

－n －C_nH_2n+1Straight chain alkyl group having carbon number n

n－ C_nH_2n+1-linear alkyl group having n carbon atoms

－On －OC_nH_2n+1Straight chain alkoxy group having carbon number n

nO－ C_nH_2n+1O-straight chain alkoxy group having n carbon atoms

－V －CH＝CH₂

V－ CH₂＝CH－

－V－－CH＝CH－

－O1V －O－CH₂－V

－V1 －CH＝CH－CH₃

1V－ CH₃－CH＝CH－

－2V －CH₂－CH₂－CH＝CH₂

V2－ CH₂＝CH－CH₂－CH₂－

－2V1 －CH₂－CH₂－CH＝CH－CH₃

1V2－ CH₃－CH＝CH－CH₂－CH₂－

－F －F

－OCF3 －OCF₃

(linker)

－CF2O－－CF₂－O－

－OCF2－－O－CF₂－

－1O－－CH₂－O－

－O1－－O－CH₂－

－COO－－COO－

－OCO－－OCO－

(Ring structure)

[ solution 152]

In the examples, the measured characteristics are as follows.

T_ni: nematic phase-isotropic liquid phase transition temperature(℃)

Δ n: refractive index anisotropy at 20 DEG C

η viscosity at 20 ℃ (mPa. multidot.s)

γ₁: rotational viscosity (mPa. s) at 20 DEG C

Δ ε: dielectric anisotropy of 20 DEG C

K₃₃: elastic constant K at 20 DEG C₃₃(pN)

(method of manufacturing liquid Crystal display device and method of evaluating the same)

First, a polyimide alignment film for inducing vertical alignment was applied to a liquid crystal composition containing a polymerizable compound at a cell gap of 3.5 μm, and then the composition was injected into a liquid crystal cell having an ITO substrate, which had been subjected to rubbing treatment, by a vacuum injection method. JALS2096 manufactured by JSR corporation was used as a vertical alignment film formation material.

Subsequently, the illuminance was adjusted to 3mW/cm using a fluorescent UV lamp under a condition of a central wavelength of 365nm²Irradiating a liquid crystal cell injected with a liquid crystal composition containing a polymerizable compound with a cumulative light amount of 10J/cm²Ultraviolet rays of (1). Then, the Voltage Holding Ratio (VHR) was measured under the conditions of 1V, 60Hz, and 70 ℃ to determine VHR (UV) [% ]]。

The residual amount [ ppm ] of the polymerizable compound in the liquid crystal display element after the ultraviolet irradiation under the above conditions was measured. A method for measuring the residual amount of the polymerizable compound will be described. First, the liquid crystal display element was decomposed to obtain an acetonitrile solution containing the components eluted from the liquid crystal composition, the polymer, and the unreacted polymerizable compound. And analyzing the mixture by a high performance liquid chromatograph, and measuring the peak area of each component. The amount of the remaining polymerizable compound was determined from the ratio of the peak area of the liquid crystal compound to the peak area of the unreacted polymerizable compound as an index. From this value and the amount of the polymerizable compound added at the beginning, the residual amount of the polymerizable compound was determined. The detection limit of the residual amount of the polymerizable compound was 100 ppm. The residual polymerizable compound means that the polymerization rate of the polymerizable compound is low.

Using the liquid crystal display element irradiated with ultraviolet rays under the above conditions, evaluation of display failure (burn-in) due to a change in the pretilt angle was performed. First, the pretilt angle of the liquid crystal display element was measured as the pretilt angle (initial stage). While a voltage of 30V was applied to the liquid crystal display element at a frequency of 100Hz, a backlight was irradiated for 24 hours. Then, the pretilt angle was measured as the pretilt angle (after the test). A value obtained by subtracting the pretilt angle (after the test) from the measured pretilt angle (initial value) is taken as a pretilt angle change amount (═ absolute value of pretilt angle change) [ ° ]. The pretilt angle was measured using OPTIPRO manufactured by Shintech.

The closer the pretilt angle variation is to 0 DEG, the lower the possibility of occurrence of a display defect due to the pretilt angle variation, and if it is 0.5 DEG or more, the higher the possibility of occurrence of a display defect due to the pretilt angle variation.

As typical examples of the polymerizable compound, the compounds represented by the formulae (RM-1) to (RM-6) are used, but the present invention is not limited to these polymerizable compounds.

[ solution 153]

(preparation of liquid Crystal composition and evaluation results)

Liquid crystal compositions of LC-001 to LC-013 were prepared, and physical property values thereof were measured. The structure of the liquid crystal composition and the results of the physical property values thereof are shown below.

[ Table 1]

[ Table 2]

	LC-008	LC-009	LC-010
				3-Cy-Cy-V	50	34	22
3-Cy-Cy-V1	4	5	8
				5-Cy-Cy-V			8
3-Cy-Cy-Ph-1	6	9.5
				V-Cy-Cy-Ph-1			10
1-Ph-Ph1-Ph-2V	4		4
				2-Ph-Ph1-Ph-2V	6	3
3-Ph-Ph1-Ph-2V	8
				3-Ph-Ph2-CF2O-Ph2-F	10	18.5	18
3-Ph-Ph1-Ph2-CF2O-Ph2-F	6	4	4
				4-Ph-Ph1-Ph2-CF2O-Ph2-F		8	8
5-Ph-Ph1-Ph2-CF2O-Ph2-F		5	5
				2-Py-Ph-Ph2-CF2O-Ph2-F		5	5
3-Py-Ph-Ph2-CF2O-Ph2-F	6	8	8
				Total up to	100	100	100
Tni[℃]	73.9	78.4	82
				Δn	0.112	0.108	0.111
Δε	4.83	11.5	11.4
				γ1[mPa·s]	45	65	70

[ Table 3]

	LC-011	LC-012	LC-013
				3-Cy-Cy-V	32	44	10
5-Cy-Cy-V		4
				3-Cy-Cy-Ph-1		3	5
V-Cy-Cy-Ph-1	6	15	6
				V2-Cy-Cy-Ph-1	4		4
5-Ph-Ph-1	8
				3-Cy-Ph-Ph-2	5
V-Cy-Ph-Ph-3	4		4
				3-Cy-Cy-OCO-Ph-Cy-3		3
3-Cy-Cy-Ph2-F			6
				3-Cy-Ph-Ph2-F			8
2-Ph-Ph1-Ph2-O1-V			6
				3-Ph-Ph1-Ph2-O1-V	16	6	8
5-Ph-Ph1-Ph2-O1-V			6
				2-Ph-Ph1-Np-3	4
2-Cy-Ph-Ph2-O1-Ph2-F		3
				3-Cy-Ph-Ph2-O1-Ph2-F		5
3-Ph2-O1-Oc-Ph-Ph2-F		4
				4-Ph2-O1-Oc-Ph-Ph2-F	3	4
5-Ph2-O1-Oc-Ph2-F	3
				3-Ph2-O1-Ph-Np2-F	5
3-Ph2-O1-Oc-Ph1-Ph2-F	6	5
				5-Ph2-O1-Oc-Ph1-Ph2-F	4	4
3-Ph-Ph2-CF2O-Ph2-F			15
				3-Cy-Cy-CF2O-Ph2-F			8
3-Ph-Ph1-Ph2-CF2O-Np2-F			4
				3-Ph-Ph1-Ph2-CF2O-Np2-F			4
3-Py-Ph-Ph2-CF2O-Ph2-F			6
				Total up to	100	100	100
Tni[℃]	81.2	92.3	86.7
				Δn	0.133	0.096	0.144
Δε	7.2	6.7	11.9
				γ1[mPa·s]	66	61	114

(comparative examples 1 to 3, examples 1 to 5)

Using the prepared LC-001, LC-1-LC-1-3 (comparative examples 1 to 3) and LC-1-4-LC-1-8 (examples 1 to 5) were prepared, and after vacuum injection into a test cell, the residual amounts of VHR (UV) and polymerizable compound were evaluated. The composition of the polymerizable liquid crystal composition and the evaluation results thereof are shown.

[ Table 4]

The VHR (UV) values of the liquid crystal compositions LC-1-4 to LC-1-8 of the present invention were significantly higher than those of comparative examples 1 and 3, and showed sufficient UV resistance. By increasing the content of the polymerizable compound, impurities in the liquid crystal composition become easily incorporated into the polymer layer, and thus a high VHR is displayed.

The residual amount of the polymerizable compound after curing was 421ppm for comparative example 1 and 539ppm for comparative example 2. If the content of the polymerizable compound is increased in this manner, unreacted polymerizable compound tends to remain, and a step of increasing the irradiation time of ultraviolet rays or re-irradiating ultraviolet rays having different wavelengths is required in order to consume the whole remaining polymerizable compound. On the other hand, the residual amount of the polymerizable compound after curing in examples 1 to 5, which are the liquid crystal compositions of the present invention, was smaller than in comparative examples 1 and 2. Thus, by using the compound represented by the general formula (i), even if the content of the polymerizable compound is increased, the polymerization rate of the polymerizable compound is moderately high, and therefore, the residual amount of the polymerizable compound can be reduced by ultraviolet irradiation in a short time.

The liquid crystal display devices using LC-1-4 to LC-1-8 prepared in examples 1 to 5 each had a pretilt angle variation of 0.1[ ° and were found to have a very small pretilt angle variation.

From the above, it was confirmed that: the liquid crystal composition of the present invention has very high UV resistance, the reaction rate of the polymerizable compound is moderately fast, and display defects due to changes in the pretilt angle are less likely to occur.

(examples 6 to 28)

Using the prepared LC-001 to LC-007, LC-1-9 to LC-7-2 were prepared, and vacuum-injected into a test cell to fabricate a liquid crystal display element (examples 5 to 28). Their VHR (UV) and residual amount of polymerizable compounds were evaluated. The results are shown below.

[ Table 5]

[ Table 6]

[ Table 7]

[ Table 8]

In examples 6 to 28 using the polymerizable liquid crystal composition of the present invention, as in examples 1 to 5, it was confirmed that the VHR after UV irradiation was very high and the reaction rate of the polymerizable compound was moderately high.

(examples 29 to 40)

Examples 29 to 40 were carried out in the same manner except that the prepared LC-008 to LC-013 were used, and the amounts of remaining VHR (UV) and polymerizable compound were evaluated. The following shows the structure of the polymerizable liquid crystal composition used and the evaluation results thereof.

[ Table 9]

[ Table 10]

In examples 29 to 40 using the polymerizable liquid crystal composition of the present invention, as in examples 1 to 5, it was confirmed that the VHR after UV irradiation was very high and the reaction rate of the polymerizable compound was moderately high.

Claims

1. A polymerizable liquid crystal composition comprising 1 or 2 or more liquid crystal compounds and 1 or 2 or more polymerizable compounds represented by the general formula (i), wherein the total content of the polymerizable compounds in the polymerizable liquid crystal composition comprising the liquid crystal compounds and the polymerizable compounds is 0.4 to 10.0% by mass,

[ solution 1]

Pⁱ¹-Spⁱ¹-Msⁱ¹-Spⁱ²-Pⁱ²(i)

In the formula (I), the compound is shown in the specification,

Spⁱ¹and Spⁱ²Each is independentRepresents a spacer group or a single bond immediately,

[ solution 2]

In the formula, Aⁱ¹Is represented by the formula (B)ⁱ¹)～(Bⁱ⁴) Structure shown, nⁱ¹Represents 1,2,3 or 4, when A isⁱ¹When a plurality of them exist, they may be the same or different,

[ solution 3]

1 or 2 or more hydrogen atoms in the structure may be substituted with a halogen atom, an alkoxy group having 1 to 8 carbon atoms and/or an alkyl group having 1 to 8 carbon atoms.

2. The polymerizable liquid crystal composition according to claim 1, which comprises 1 or 2 or more Ms of the general formula (i)ⁱ¹Is represented by the formula (B)ⁱ¹¹) Formula (B)ⁱ¹²) Or formula (B)ⁱ⁴¹) The polymerizable compound having the structure shown in the above formula,

[ solution 4]

3. The polymerizable liquid crystal composition according to claim 1 or 2, which comprises 1 or 2 or more compounds selected from the group consisting of the compounds represented by the general formulae (N-1), (N-2) and (N-3),

[ solution 5]

In the formula, R^N11、R^N12、R^N21、R^N22、R^N31And R^N32Each independently represents an alkyl group having 1 to 8 carbon atoms, 1 of the alkyl groups being non-adjacent and 2 or more-CH₂-may each be independently substituted by-CH ═ CH-, -C ≡ C-, -O-, -CO-, -COO-or-OCO-,

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

(b)1, 4-phenylene, in which 1-CH or non-adjacent 2 or more-CH groups present in the radical may be substituted by-N-,

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

(d) a 1, 4-cyclohexenylene group,

X^N21represents a hydrogen atom or a fluorine atom,

T^N31represents-CH₂-or an oxygen atom,

n^N11、n^N12、n^N21、n^N22、n^N31and n^N32Each independently represents an integer of 0 to 3, n^N11+n^N12、n^N21+n^N22And n^N31+n^N32Each independently is 1,2 or 3, when A^N11～A^N32、Z^N11～Z^N32When a plurality of them exist, they may be the same or different.

4. The polymerizable liquid crystal composition according to any one of claims 1 to 3, which comprises 1 or 2 or more compounds selected from the group consisting of the compounds represented by the general formula (J),

[ solution 6]

In the formula, R^J1Represents an alkyl group having 1 to 8 carbon atoms, 1 or non-adjacent 2 or more-CH in the alkyl group₂-may each be independently substituted by-CH ═ CH-, -C ≡ C-, -O-, -CO-, -COO-or-OCO-,

n^J1represents 0, 1,2,3 or 4,

(b)1, 4-phenylene, in which 1-CH or non-adjacent 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 non-adjacent 2 or more-CH ═ present in naphthalene-2, 6-diyl or 1,2,3, 4-tetrahydronaphthalene-2, 6-diyl may be substituted by-N ═ or,

X^J1represents a hydrogen atom, a fluorine atom, a chlorine atom, a cyano group, a trifluoromethyl group, a fluoromethoxy group, a difluoromethoxy group, a trifluoromethoxy group or a 2,2, 2-trifluoroethyl group.

5. The polymerizable liquid crystal composition according to any one of claims 1 to 4, which comprises 1 or 2 or more compounds selected from the group consisting of the compounds represented by the general formula (L),

[ solution 7]

In the formula, R^L1And R^L2Each independently represents an alkyl group having 1 to 8 carbon atoms, 1 of the alkyl groups being non-adjacent and 2 or more-CH₂-may each be independently substituted by-CH ═ CH-, -C ≡ C-, -O-, -CO-, -COO-or-OCO-,

n^L1represents 0, 1,2 or 3,

when n is^L1A plurality of A's being present for 2 or 3^L2When n is the same or different^L1A plurality of Z s being 2 or 3^L2When used, they may be the same or different.

6. The polymerizable liquid crystal composition according to any one of claims 1 to 5, further comprising 1 or 2 or more polymerizable compounds selected from the group of compounds represented by the general formula (P),

[ solution 8]

In the above general formula (P), R^p1Represents a hydrogen atom, a fluorine atom, a cyano group, a hydrogen atom, an alkyl group having 1 to 15 carbon atoms in which a hydrogen atom may be substituted with a halogen atom, an alkoxy group having 1 to 15 carbon atoms in which a hydrogen atom may be substituted with a halogen atom, an alkenyl group having 1 to 15 carbon atoms in which a hydrogen atom may be substituted with a halogen atom, a carbon atom in which a hydrogen atom may be substituted with a halogen atom, aAn alkenyloxy group or-Sp having 1 to 15 atoms^p2－P^p2，

[ solution 9]

In the formula, R^p11And R^p12Each independently represents a hydrogen atom, an alkyl group having 1 to 5 carbon atoms or a haloalkyl 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^p11In the case, they may be the same or different,

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

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)_z－COO－、－(CH₂)₂－OCO－、－OCO－(CH₂)₂－、－(C＝O)－O－(CH₂)₂－、－CH＝CH－、－CF＝CF－、－CF＝CH－、－CH＝CF－、－CF₂－、－CF₂O－、－OCF₂－、－CF₂CH₂－、－CH₂CF₂－、－CF₂CF₂-or-C ≡ C-, 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, they may be the same or different,

[ solution 10]

Wherein, at ★ with Sp^p1Or m^p1With Sp when 2 or 3^p1Or Z^p1Combined, at ★★ and Z^p1In the structure, 1 or more than 2 hydrogen atoms can be substituted 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 or nitro,

[ solution 11]

In the formula, at ★ and Z^p2Combined at ★★ with R^p1Or m^p3Is 2 or 3 with R^p1Or Z^p2In the structure, 1 or more than 2 hydrogen atoms can be substituted 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 or nitro,

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 where the polymerizable compound represented by the general formula (i) is not contained, they may be the same or different.

7. A liquid crystal display element using the polymerizable liquid crystal composition according to any one of claims 1 to 6.

8. A liquid crystal display element for driving an active matrix, which uses the polymerizable liquid crystal composition according to any one of claims 1 to 6.

9. A liquid crystal display element for PSA mode, PSVA mode, PS-IPS mode or PS-FSS mode, which uses the polymerizable liquid crystal composition according to any one of claims 1 to 6.