WO2017217311A1

WO2017217311A1 - Liquid crystal composition and liquid crystal display element

Info

Publication number: WO2017217311A1
Application number: PCT/JP2017/021280
Authority: WO
Inventors: 翔太小坂; 須藤　豪; 麻里奈後藤; 雄一井ノ上
Original assignee: Dic株式会社
Priority date: 2016-06-17
Filing date: 2017-06-08
Publication date: 2017-12-21
Also published as: JPWO2017217311A1; JP6369655B2; CN108884392A; CN108884392B

Abstract

[Problem] To provide: a liquid crystal composition containing a polymerizable compound for producing a PSA- or PSVA-type liquid crystal display element having no or extremely few display defects caused by a change in pretilt angle, a sufficiently large pretilt angle, and superior response performance, the polymerizable compound having a sufficiently high polymerization rate; and a liquid crystal display element using the liquid crystal composition. [Solution] A liquid crystal composition comprising one or more polymerizable compounds represented by general formula (I-1).

Description

Liquid crystal composition and liquid crystal display element

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

The PSA (Polymer Sustained Alignment) type liquid crystal display device has a structure in which a polymer structure is formed in the cell in order to control the pretilt angle of the liquid crystal molecules, and has been developed as a liquid crystal display device due to high-speed response and high contrast. Is underway.

A PSA type liquid crystal display device is manufactured by injecting a liquid crystal composition containing a polymerizable compound between substrates, irradiating ultraviolet rays in a state where liquid crystal molecules are aligned by applying a voltage, and polymerizing the polymerizable compound. This is done by fixing the orientation of the liquid crystal molecules. Therefore, in the step of polymerizing the polymerizable compound in the liquid crystal composition used for the PSA type liquid crystal display element, the polymerization rate of the polymerizable compound is very important. When the polymerization rate is moderately high, the residual amount of the polymerizable compound decreases in a short ultraviolet irradiation time, so that deterioration of the liquid crystal composition due to ultraviolet rays is unlikely to occur.

On the other hand, if the polymerization rate of the polymerizable compound is low, a long ultraviolet irradiation time is required to reduce the residual amount of the polymerizable compound. In this way, when strong ultraviolet rays are irradiated for a long time in the polymerization step, the production apparatus is increased in size and the production efficiency is lowered, and the liquid crystal composition is deteriorated by the ultraviolet rays. However, if the ultraviolet irradiation time is shortened, the polymerization rate of the polymerizable compound is slow, so the residual amount of the polymerizable compound increases, and the occurrence of image sticking, which is one of display defects caused by the remaining polymerizable compound, is unavoidable. . Therefore, development of a liquid crystal composition containing a polymerizable compound having a high polymerization rate is desired.

As an approach for increasing the polymerization rate or reducing the residual amount of the polymerizable compound, there is a method in which the polymerizable compound added to the liquid crystal composition has a specific structure. For example, in Patent Document 1, a display element is configured using a polymerizable compound having a terphenyl structure as a ring structure, and in Patent Document 2, a display element is configured using a polymerizable compound having an acetylene structure. Is disclosed.

As shown in Examples of Patent Document 1 and Patent Document 2, ultraviolet rays can be obtained by using the following compound (A) having a terphenyl skeleton or compound (B) having an acetylene structure. Attempts have been made to improve the polymerization rate of the polymerizable compound during irradiation.

However, a display element using the compound (A) or the compound (B) as a polymerizable compound has a sufficiently small residual amount of the polymerizable compound, but a display defect occurs due to a change in the pretilt angle of liquid crystal molecules. Application as a practical liquid crystal composition has been difficult.

Special table 2013-509457 gazette Japanese Patent Application No. 2012-530144

The problem to be solved by the present invention is that the polymerization rate of the polymerizable compound is sufficiently high, and there is no or very little display failure due to a change in the pretilt angle, the pretilt angle is sufficient, and the response performance is excellent. An object of the present invention is to provide a liquid crystal composition containing a polymerizable compound for producing a PSA type or PSVA type liquid crystal display element, and to provide a liquid crystal display element using the same.

As a result of intensive studies by the present inventors, it has been found that the above problems can be solved by a liquid crystal composition comprising a polymerizable compound having a specific chemical structure and a liquid crystal compound, and the present invention has been completed.

The present invention contains one or more polymerizable compounds represented by general formula (I-1), and is represented by general formulas (N-1), (N-2) and (N-3). And a liquid crystal composition containing at least one liquid crystal compound selected from the group consisting of compounds represented by formula (J) and a liquid crystal compound selected from the group consisting of: A liquid crystal display device using the same is provided.

The liquid crystal composition of the present invention has a low viscosity (η) and a small rotational viscosity (γ1) without reducing the refractive index anisotropy (Δn) and the nematic phase-isotropic liquid phase transition temperature (Tni). A liquid crystal composition having a large elastic constant (K33), a sufficiently high polymerization rate of the polymerizable compound, and no precipitation of the polymerizable compound. The liquid crystal display device using the liquid crystal composition of the present invention has a sufficient pretilt angle, a small residual amount of the polymerizable compound, a high voltage holding ratio (VHR), a high-speed response, and poor alignment and image sticking. Excellent display quality with no or no display defects.

In the liquid crystal composition of the present invention, the content of the polymerizable compound is adjusted, or when a plurality of polymerizable compounds are contained, a combination of the polymerizable compounds and a combination of components other than the polymerizable compound (for example, other liquid crystal compounds) By adjusting the pre-tilt angle and the residual amount of the polymerizable compound, it is possible to easily improve the production efficiency by optimizing and reducing the energy cost for manufacturing. Therefore, a liquid crystal display device using the liquid crystal composition of the present invention is very useful.

The liquid crystal composition of the present invention has the general formula (I-1)

Containing a polymerizable compound represented by the formula:

The liquid crystal composition containing the polymerizable compound represented by the general formula (I-1) can impart a desired pretilt angle in a short ultraviolet irradiation time when the polymerization rate is moderately high. Furthermore, when the polymerization rate is moderately fast, the residual amount of the polymerizable compound can be reduced. Therefore, it is possible to improve the production efficiency of manufacturing the PSA type liquid crystal display element. In addition, there is an effect that display defects (for example, defects such as burn-in) due to changes in the pretilt angle do not occur or are extremely small. Note that the display failure in this specification takes into account display failure due to the pretilt angle changing over time, display failure due to the residual amount of unreacted polymerizable compound, and display failure due to a decrease in voltage holding ratio. Yes.

In the general formula (I-1), Z is a hydrogen atom, an alkyl group of from 12 1 carbon atoms, an alkoxy group, or ^P 12 ^{-Sp 12} of 1 to 12 carbon atoms - represents a, Z is ^P 12 -S It is preferable to represent ¹² −. Further, when there are a plurality of Z, they may be the same or different.

Formula (I-1) ^{in, R 11} is ^P 11 ^{-Sp 11} - ^{represents, P 11} and ^{P 12} each independently represent the formula (R-1) from the formula (R-15)

Represents one of the following. The 15 polymerizable functional groups represented by the above formulas (R-1) to (R-15) are cured by radical polymerization, radical addition polymerization, cationic polymerization, and anionic polymerization. In particular, when ultraviolet polymerization is performed as a polymerization method, the formula (R-1), formula (R-2), formula (R-4), formula (R-5), formula (R-7), formula (R -11), formula (R-13) or formula (R-15) are preferred, and formula (R-1), formula (R-2), formula (R-7), formula (R-11) or formula (R-11) R-13) is more preferred, and formula (R-1) or formula (R-2) is more preferred.

In general formula (I-1), Sp ¹¹ and Sp ¹² each independently represent a single bond or an alkylene group having 1 to 15 carbon atoms, and one or two or more —CH in the alkylene group ₂ — may be substituted with —O—, —OCO— or —COO— so that oxygen atoms are not directly adjacent to each other, but is preferably a single bond or an alkylene group having 1 to 6 carbon atoms. More preferably it is. When importance is attached to the solubility in the liquid crystal composition, the alkylene group is preferably an alkylene group having 1 to 6 carbon atoms, more preferably an alkylene group having 1 to 3 carbon atoms, and 1 to 2 carbon atoms. It is more preferable that one or more —CH ₂ — in the alkylene group is substituted with —O—, —OCO— or —COO— so that the oxygen atom is not directly adjacent to the alkylene group. May be. Further, of the ^{Sp 12} to ^{Sp 11} and there, it is preferable that at least one is a single bond, it is preferable that all of the ^{Sp 12} ^{to Sp 11} and there is a single bond.

In general formula (I-1), n ¹¹ represents an integer of 1 to 3, n ¹² represents an integer of 1 to 3, but n ¹¹ + n ¹² is an integer of 1 to 6, and R ¹¹ and Z are When there are a plurality, they may be the same or different. n ¹¹ is preferably an integer of 1 to 2, and n ¹² is preferably an integer of 1 to 2. Note that n ¹¹ + n ¹² is preferably an integer of 1 to 5, preferably an integer of 1 to 4, preferably an integer of 1 to 3, and more preferably an integer of 2 to 3. preferable. When n ¹¹ + n ¹² is an integer of 3, n ¹¹ is preferably 1 and n ¹² is preferably 2.

In general formula (I-1), m ¹¹ represents an integer of 1 to 4, and when there are a plurality of L ¹¹ and M ¹² , they may be the same or different. Incidentally, m ¹¹ is preferably an integer of 1 to 3, preferably m ¹¹ is an integer from 2 to 4 in the case of emphasizing the polymerization rate, m ¹¹ is more preferably 2 or 3 , it is preferable that m ¹¹ is an integer from 1 to 2 in the case of emphasizing compatibility with the liquid crystal composition, m ¹¹ is more preferably 1.

In general formula (I-1), m ¹² represents an integer of 1 to 4, and when a plurality of M ¹³ are present, they may be the same or different. Incidentally, m ¹² is preferably an integer of 1 to 3, preferably m ¹² is an integer from 2 to 4 in the case of emphasizing the polymerization rate, m ¹² is more preferably 2 or 3 , it is preferable that m ¹² is an integer from 1 to 2 in the case of emphasizing compatibility with the liquid crystal composition, m ¹² is more preferably 1.

In the general formula (I-1), M ¹¹ represents 1,4-phenylene group, 1,4-cyclohexylene group, pyridine-2,5-diyl group, pyrimidine-2,5-diyl group, naphthalene-2, 6-diyl group, indan-2,5-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, 1,3-dioxane-2,5-diyl group, or phenanthrene-2, 7 represents a divalent cyclic group selected from 7-diyl groups, and M ¹¹ is a divalent group selected from 1,4-phenylene group, naphthalene-2,6-diyl group, phenanthrene-2,7-diyl group. And when n ¹¹ represents 2 or 3, it further has a bond at an arbitrary position of the divalent cyclic group.

M ¹² each independently represents a 1,4-phenylene group, a 1,4-cyclohexylene group, a pyridine-2,5-diyl group, a pyrimidine-2,5-diyl group, or a naphthalene-2,6-diyl group. Indane-2,5-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, 1,3-dioxane-2,5-diyl group, or phenanthrene-2,7-diyl group And each of M ¹² is independently selected from a 1,4-phenylene group, a naphthalene-2,6-diyl group, and a phenanthrene-2,7-diyl group. A divalent cyclic group is preferred.

In general formula (I-1), M ¹³ is each independently 1,4-phenylene group, 1,4-cyclohexylene group, pyridine-2,5-diyl group, pyrimidine-2,5-diyl group, Naphthalene-2,6-diyl group, indan-2,5-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, 1,3-dioxane-2,5-diyl group, or Represents a divalent cyclic group selected from a phenanthrene-2,7-diyl group, and M ¹³ is selected from a 1,4-phenylene group, a naphthalene-2,6-diyl group, and a phenanthrene-2,7-diyl group Preferred is a divalent cyclic group. When n ¹² represents 2 or 3, M ¹³ to which Z is linked further has a bond at an arbitrary position of the divalent cyclic group, but M ¹³ to which Z is not linked is independently Selected from divalent cyclic groups.

The hydrogen atoms on M ¹¹ , M ¹² and M ¹³ are each independently substituted with an alkyl group having 1 to 12 carbon atoms which may be substituted with one or more fluorine atoms, or a fluorine atom. It may be substituted with an alkoxy group having 1 to 12 carbon atoms or a fluorine atom. Further, when hydrogen atoms on M ¹¹ , M ¹² and M ¹³ are substituted, it is preferably substituted with a fluorine atom, and 1 to 3 of hydrogen atoms on M ¹¹ , M ¹² and M ¹³ are substituted. It is preferable that 1 to 2 is substituted, and it is particularly preferable that one is substituted.

In general formula (I-1), L ¹¹ each independently represents a single bond, —O—, —S—, —CH ₂ —, —OCH ₂ —, —CH ₂ O—, —CO—, — C ₂ H ₄ —, —COO—, —OCO—, —OCOOCH ₂ —, —CH ₂ OCOO—, —OCH ₂ CH ₂ O—, —CO—NR ^a —, —NR ^a —CO—, —SCH ₂ —, —CH ₂ S—, —CH═CR ^a —COO—, —CH═CR ^a —OCO—, —COO—CR ^a = CH—, —OCO—CR ^a = CH—, —COO—CR ^a = ^{^{CH-COO -, - COO-}} CR a = CH-OCO -, - OCO-CR a = CH-COO -, - OCO-CR a = CH-OCO -, - (CH 2) Y -C (= O) —O—, — (CH ₂ ) _Y —O— (C═O) —, —O— (C═O) — (CH ₂ ) _Y —, — (C═O) —O— (CH ₂ ) _Y —, —CH═CH—, —CF═CF—, —CF═CH—, —CH═CF—, —CF ₂ —, —CF ₂ O—, —OCF ₂ —, —CF ₂ CH ₂ —, —CH ₂ CF ₂ —, —CF ₂ CF ₂ — or —C≡C— (wherein each R ^a is independently a hydrogen atom or a carbon atom number of 1 to 4 represents an alkyl group, and Y represents an integer of 1 to 4. L ¹¹ is each independently a single bond, —OCH ₂ CH ₂ O—, —O— (C═O) — (CH ₂ ) _Y — (Y is an integer of 1 to 4 from the viewpoint of tilt stability. Are particularly preferred.

In general formula (I-1), L ¹² represents —O— (CH ₂ ) _p —O—, and p represents an integer of 2 to 10. By containing a group represented by L ¹² in the polymerizable compound, a liquid crystal composition having high tilt stability can be obtained. p is preferably an integer of 2 to 8, more preferably p is an integer of 2 to 6, and p is particularly preferably an integer of 2 or 4.

Specifically, the polymerizable compound represented by the general formula (I-1) is preferably a compound represented by the following general formula (I-1-1) to general formula (I-1-22).

As the polymerizable compound represented by the general formula (I-1), it is preferable to use one or more compounds selected from the compound group represented by the following general formula (I-1-A).

In the general formula (I-1-A), R ¹¹ , n ¹¹ , L ¹² , Z and n ¹² are the same as those defined in the general formula (I-1).

In the general formula (I-1-A), the hydrogen atoms on three 1,4-phenylene groups each independently have 1 to 12 carbon atoms which may be substituted with one or more fluorine atoms. Or an alkyl group having 1 to 12 carbon atoms which may be substituted with a fluorine atom, or a fluorine atom.

In the general formula (I-1-A), when three hydrogen atoms on the 1,4-phenylene group are substituted, it is preferably substituted with a fluorine atom, and the general formula (I-1-A) Among them, 1 to 3 of hydrogen atoms on three 1,4-phenylene groups are preferably substituted, more preferably 1 to 2 are substituted, and even more preferably 1 is substituted.

It is preferable that at least a hydrogen atom on the 1,4-phenylene group linked to the linking group L ¹² is substituted with a fluorine atom, and at least among the 1,4-phenylene groups linked to the linking group L ¹² , More preferably, the lateral hydrogen atom on the 1,4-phenylene group on the biphenyl skeleton side is substituted with a fluorine atom. Specifically, the above general formula (I-1-2), general formula (I-1-5), general formula (I-1-6), general formula (I-1-11), general formula (I -1-12), compounds represented by general formula (I-1-13), general formula (I-1-15), general formula (I-1-16), and general formula (I-1-19) Is particularly good.

In the general formula ^(I-1-A), R 11 is the formula ^P is the same as defined in ^{(I-1) 11 -S 11} - represents ^{a, R 11} is ^{P 11} - are preferred, P ¹¹ represents any one of Formulas (R-1) to (R-15) defined in Formula (I-1), and is represented by Formulas (R-1) to (R-15). Of the 15 polymerizable functional groups, preferred polymerizable functional groups are the same as those preferred in the general formula (I-1).

In the general formula (I-1-A), n ¹¹ represents an integer of 1 to 3 which is the same as defined in the general formula (I-1), and n ¹¹ is 1 or 2. Preferably, n ¹¹ is more preferably 1.

In the general formula (I-1-A), L ¹² represents —O— (CH ₂ ) _p —O— which is the same as defined in the general formula (I-1), and p is 2 to 10 Wherein p is more preferably an integer of 2 to 6, and p is particularly preferably an integer of 2 or 4.

In general formula (I-1-A), Z represents the same hydrogen atom as defined in general formula (I-1), an alkyl group having 1 to 12 carbon atoms, and 1 to 12 carbon atoms. Represents an alkoxy group or P ¹² —S ¹² —, wherein Z is preferably P ¹² —, and P ¹¹ represents any of the formulas (R-1) to (R-15) defined in the general formula (I-1). Among the 15 polymerizable functional groups represented by the formulas (R-1) to (R-15), preferred polymerizable functional groups are those preferred in the general formula (I-1). Are the same.

In the general formula (I-1-A), n ¹² represents an integer of 1 to 3 which is the same as that defined in the general formula (I-1), and n ¹² is preferably 1 or 2. In the general formula (I-1-A), n ¹¹ + n ¹² is preferably an integer of 2 to 3, and in the general formula (I-1-A), n ¹¹ + n ¹² is 3. More preferred.

Among the polymerizable compounds represented by the general formula (I-1), the above general formula (I-1-11), general formula (I-1-12), general formula (I-1-17) and It is preferable to use one or more compounds selected from the group of compounds represented by formula (I-1-18). Specifically, it is a mesogenic structure having three or more rings, and among the linking groups linking the rings, -OCO-CH ₂ -CH ₂ -O- And a lateral hydrogen atom on the 1,4-phenylene group on the biphenyl skeleton side is substituted with a fluorine atom among 1,4-phenylene groups linked to at least the linking group L ¹² , and a polymerizable group Are more preferable because they have good compatibility with the liquid crystal composition, the reactivity of the monomer is fast, a stable pretilt is obtained, and the VHR after pretilt formation is good.

In the liquid crystal composition of the present invention, the polymerizable compound represented by the general formula (I-1) is 0.01 to 5% by mass (hereinafter referred to in the specification of the present invention) based on the total amount of the liquid crystal composition of the present invention. Unless otherwise specified, “%” means “% by mass.”), But the lower limit of the content is preferably 0.05%, preferably 0.1%, preferably 0.15%, 0.2 %, Preferably 0.25%, and the upper limit of the content of the polymerizable compound represented by formula (I-1) is preferably 4.5% with respect to the total amount of the liquid crystal composition of the present invention, 4% is preferable, 3.5% is preferable, 3% is preferable, 2.5% is preferable, 2% is preferable, 1.5% is preferable, 1% is preferable, 0.95% is preferable, 9% is preferred, 0.85% is preferred, 0.8% is preferred, 0.75% is preferred, 0% Preferably 7%, preferably from 0.65%, preferably 0.6%, preferably 0.55%.

More specifically, in order to obtain a sufficient pretilt angle or a small residual monomer or a high voltage holding ratio (VHR), the content thereof is 0.2 to 0.6% by mass relative to the total amount of the composition of the present invention. However, when importance is attached to the suppression of precipitation at low temperatures, the content is preferably 0.01 to 0.5% by mass. Further, when a plurality of polymerizable compounds represented by the general formula (I-1) are contained, each content is preferably 0.01 to 0.4% by mass. Therefore, in order to solve all these problems, it is particularly desirable to adjust the polymerizable compound represented by the general formula (I-1) in the range of 0.1 to 0.5% by mass.

The liquid crystal composition of the present invention comprises at least one liquid crystal compound selected from the group consisting of compounds represented by general formula (N-1), general formula (N-2) and general formula (N-3), and And at least one liquid crystal compound selected from the group consisting of compounds represented by formula (J).

The liquid crystal composition of the present invention comprises at least one liquid crystal compound selected from the group consisting of compounds represented by general formula (N-1), general formula (N-2) and general formula (N-3). Or at least one liquid crystal compound selected from the group consisting of compounds represented by formula (J), and preferably contains formula (N-1), formula (N-2) ) And at least one liquid crystal compound selected from the group consisting of compounds represented by formula (N-3), and at least one selected from the group consisting of compounds represented by formula (J) It is also preferable to use the liquid crystal compound in combination.

As described above, the composition of the present invention contains at least one liquid crystal compound selected from the group consisting of compounds represented by formulas (N-1), (N-2), and (N-3). It is preferable. These compounds correspond to dielectrically negative compounds (the sign of Δε is negative and the absolute value is greater than 2).

(Wherein, R ^N11 , R ^N12 , R ^N21 , R ^N22 , R ^N31 and R ^N32 each independently represents an alkyl group having 1 to 8 carbon atoms, and one or non-adjacent 2 in the alkyl group _Two or more —CH ₂ — may be each independently substituted by —CH═CH—, —C≡C—, —O—, —CO—, —COO— or —OCO—,
A ^N11 , A ^N12 , A ^N21 , A ^N22 , A ^N31, and A ^N32 are each independently (a) a 1,4-cyclohexylene group (one —CH ₂ — or adjacent to each other in this group). And two or more —CH ₂ — may be replaced by —O—) and (b) a 1,4-phenylene group (one —CH═ present in this group or not adjacent 2 More than one -CH = may be replaced by -N =.)
(C) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6-diyl group or One —CH═ present in the 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or two or more non-adjacent —CH═ may be replaced by —N═. )
(D) represents a group selected from the group consisting of 1,4-cyclohexenylene groups, and the groups (a), (b), (c) and (d) are each independently a cyano group, It may be substituted with a fluorine atom or a chlorine atom,
Z ^N11 , Z ^N12 , Z ^N21 , Z ^N22 , Z ^N31 and Z ^N32 are each independently a single bond, —CH ₂ CH ₂ —, — (CH ₂ ) ₄ —, —OCH ₂ —, —CH ₂ O—. , —COO—, —OCO—, —OCF ₂ —, —CF ₂ O—, —CH═N—N═CH—, —CH═CH—, —CF═CF— or —C≡C—,
^XN21 represents a hydrogen atom or a fluorine atom,
T ^N31 represents —CH ₂ — or an oxygen atom,
n ^N11 , n ^N12 , n ^N21 , n ^N22 , n ^N31, and n ^N32 each independently represent an integer of 0 to 3, but n ^N11 + n ^N12 , n ^N21 + n ^N22, and n ^N31 + n ^N32 are each independently When there are a plurality of A ^N11 to A ^N32 and Z ^N11 to Z ^N32 , they may be the same or different. )
The compounds represented by the general formulas (N-1), (N-2) and (N-3) are preferably compounds having a negative Δε and an absolute value larger than 3.

In the general formulas (N-1), (N-2) and (N-3), R ^N11 , R ^N12 , R ^N21 , R ^N22 , R ^N31 and R ^N32 each independently represent 1 to 8 carbon atoms. An alkyl 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 is preferable, and an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms is preferable. More preferably, an alkyl group having 2 to 5 carbon atoms or an alkenyl group having 2 to 3 carbon atoms is more preferable, and an alkenyl group having 3 carbon atoms (propenyl group) is particularly preferable.

Further, when the ring structure to which it is bonded is a phenyl group (aromatic), a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms and carbon An alkenyl group having 4 to 5 atoms is preferable, and when the ring structure to which the alkenyl group is bonded is a saturated ring structure such as cyclohexane, pyran and dioxane, a linear alkyl group having 1 to 5 carbon atoms, a straight chain A straight-chain alkoxy group having 1 to 4 carbon atoms and a straight-chain alkenyl group having 2 to 5 carbon atoms are preferred. In order to stabilize the nematic phase, the total of carbon atoms and oxygen atoms, if present, is preferably 5 or less, and is preferably linear.

The alkenyl group is preferably selected from groups represented by any of the formulas (R1) to (R5). (The black dots in each formula represent carbon atoms in the ring structure.)

A ^N11 , A ^N12 , A ^N21 , A ^N22 , A ^N31, and A ^N32 are preferably aromatic when it is required to increase Δn independently, and in order to improve the response speed, fat Preferably a trans-1,4-cyclohexylene group, 1,4-phenylene group, 2-fluoro-1,4-phenylene group, 3-fluoro-1,4-phenylene group, 3,5 -Difluoro-1,4-phenylene group, 2,3-difluoro-1,4-phenylene group, 1,4-cyclohexenylene group, 1,4-bicyclo [2.2.2] octylene group, piperidine-1 , 4-diyl group, naphthalene-2,6-diyl group, decahydronaphthalene-2,6-diyl group or 1,2,3,4-tetrahydronaphthalene-2,6-diyl group Preferred, it is more preferable that represents the following structures,

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

^{^{^{^{Z N11, Z N12, Z N21}}}} , Z N22, Z N31 and ^{Z N32} _-CH 2 each _{independently} _{O -, - CF 2 O -} , - CH 2 CH 2 -, - CF 2 CF 2 - or a single bond preferably represents _{_{an, -CH 2 O -, - CH}} 2 CH 2 - or a single bond is more preferable, _-CH 2 O-or a single bond is particularly preferred.

^XN21 is preferably a fluorine atom.

T ^N31 is preferably an oxygen atom.

n ^N11 + n ^N12 , n ^N21 + n ^N22 and n ^N31 + n ^N32 are preferably 1 or 2, a combination in which n ^N11 is 1 and n ^N12 is 0, a combination in which n ^N11 is 2 and n ^N12 is 0, n ^A combination in which ^N11 is 1 and n ^N12 is 1, a combination in which n ^N11 is 2 and n ^N12 is 1, a combination in which n ^N21 is 1 and n ^N22 is 0, n ^N21 is 2 and n ^N22 is n A combination in which n ^N31 is 1 and n ^N32 is 0, and a combination in which n ^N31 is 2 and n ^N32 is 0 are preferable.

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

The lower limit of the preferable content of the compound represented by the formula (N-2) with respect to the total amount of the composition of the present invention is 1%, 10%, 20%, 30% , 40%, 50%, 55%, 60%, 65%, 70%, 75%, and 80%. The upper limit of the preferred content is 95%, 85%, 75%, 65%, 55%, 45%, 35%, 25%, 20% It is.

The lower limit of the preferable content of the compound represented by the formula (N-3) with respect to the total amount of the composition of the present invention is 1%, 10%, 20%, 30% , 40%, 50%, 55%, 60%, 65%, 70%, 75%, and 80%. The upper limit of the preferred content is 95%, 85%, 75%, 65%, 55%, 45%, 35%, 25%, 20% It is.

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

Examples of the compound represented by the general formula (N-1) include compounds represented by the following general formulas (N-1a) to (N-1g).

^{(Wherein, R N11} and ^{R N12} are as defined ^{R N11} and ^{R N12} in the general formula ^{(N-1), n Na11} represents 0 or ^{1, n NB11} represents 0 or ^{1, n NC11} is ^Represents 0 or 1, n ^Nd11 represents 0 or 1, n ^Ne11 represents 1 or 2, n ^Nf11 represents 1 or 2, n ^Ng11 represents 1 or 2, A ^Ne11 represents trans-1,4 ^{-Represents a} cyclohexylene group or a 1,4-phenylene group, and A ^Ng11 represents a trans-1,4-cyclohexylene group, a 1,4-cyclohexenylene group or a 1,4-phenylene group, but at least one Represents a 1,4-cyclohexenylene group, and Z ^Ne ¹¹ represents a single bond or ethylene, but at least one represents ethylene.)
More specifically, the compound represented by the general formula (N-1) is a compound selected from the group of compounds represented by the general formulas (N-1-1) to (N-1-22). preferable.

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

(In the formula, R ^N111 and R ^N112 each independently represent the same meaning as R ^N11 and R ^N12 in General Formula (N).)
R ^N111 is preferably 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. ^RN112 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethoxy group or a butoxy group.

The compound represented by the general formula (N-1-1) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

It is preferable to set a higher content in the case of emphasizing improved [Delta] [epsilon], to emphasize the solubility at low temperature highly effective when larger amount to set the content, when importance is attached to T _NI content Setting to a small value is highly effective. Furthermore, when improving dripping marks and image sticking characteristics, it is preferable to set the content range in the middle.

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

Further, the compound represented by the general formula (N-1-1) is a compound selected from the group of compounds represented by the formula (N-1-1.1) to the formula (N-1-1.22). Preferably, it is a compound represented by the formulas (N-1-1.1) to (N-1-1.4), and the formula (N-1-1.1) and the formula (N The compound represented by -1-1.3) is preferable.

The compounds represented by formulas (N-1-1.1) to (N-1-1.22) can be used alone or in combination. The lower limit of the preferred content of these compounds alone or with respect to the total amount is 5%, 10%, 13%, 15%, 17%, 20%, 23% 25% 27% 30% 33% 35% The upper limit of the preferable content is 50%, 40%, 38%, 35%, 33%, 30%, and 28% with respect to the total amount of the composition of the present invention. %, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 7%, 6% %, 5%, 3%.

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

(In the formula, R ^N121 and R ^N122 each independently represent the same meaning as R ^N11 and R ^N12 in General Formula (N).)
^RN121 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group, a butyl group or a pentyl group. ^RN122 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and includes a methyl group, a propyl group, a methoxy group, an ethoxy group, or a propoxy group. preferable.

The compound represented by the general formula (N-1-2) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

When emphasizing the improvement of Δε, it is preferable to set the content higher. When emphasizing the solubility at low temperature, it is more effective to set the content lower. When emphasizing T _NI , the content is preferable. Setting a large number of is highly effective. Furthermore, when improving dripping marks and image sticking characteristics, it is preferable to set the content range in the middle.

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

Further, the compound represented by the general formula (N-1-2) is a compound selected from the group of compounds represented by the formula (N-1-2.1) to the formula (N-1-2.22). It is preferable that the formula (N-1-2.3) to the formula (N-1-2.7), the formula (N-1-2.10), the formula (N-1-2.11), the formula A compound represented by formula (N-1-2.13) and formula (N-1-2.20) is preferred. When importance is attached to the improvement of Δε, formula (N-1-2.3) is preferably a compound represented by the formula (N-1-2.7) _from when emphasizing improvements in _{T NI} formula (N-1-2.10), formula (N-1-2.11) And a compound represented by the formula (N-1-2.13), and when emphasizing improvement in response speed, the compound represented by the formula (N-1-2.20) Is preferred.

The compounds represented by formula (N-1-2.1) to formula (N-1-2.22) can be used alone or in combination. The lower limit of the preferable content of these compounds alone or with respect to the total amount of is 5%, 10%, 13%, 15%, 17%, 20%, 23 %, 25%, 27%, 30%, 33%, and 35%. The upper limit of the preferable content is 50%, 40%, 38%, 35%, 33%, 30%, and 28% with respect to the total amount of the composition of the present invention. %, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 7%, 6% %, 5%, 3%.

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

(In the formula, R ^N131 and R ^N132 each independently represent the same meaning as R ^N11 and R ^N12 in General Formula (N).)
R ^N131 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group or a butyl group. R ^N132 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 3 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and preferably a 1-propenyl group, an ethoxy group, a propoxy group or a butoxy group. .

The compound represented by the general formula (N-1-3) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

It is preferable to set a higher content in the case of emphasizing improved [Delta] [epsilon], to emphasize the solubility at low temperature highly effective when larger amount to set the content, when importance is attached to T _NI content Highly effective when set to. Furthermore, when improving dripping marks and image sticking characteristics, it is preferable to set the content range in the middle.

The lower limit of the preferable content of the compound represented by the general formula (N-1-3) with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% %, 17% and 20%. The upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to the total amount of the composition of the present invention. %, 15%, and 13%.

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

Compounds represented by formula (N-1-3.1) to formula (N-1-3.4), formula (N-1-3.6) and formula (N-1-3.21) are used alone Can be used in combination, or can be used in combination, but the combination of formula (N-1-3.1) and formula (N-1-3.2), formula (N-1-3.3) ), Formula (N-1-3.4) and formula (N-1-3.6) are preferred. The lower limit of the preferred content of these compounds alone or 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 preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to the total amount of the composition of the present invention. %, 15%, and 13%.

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

^{(Wherein, R N141} and ^{R N142} each independently represents the same meaning as ^{R N11} and ^{R N12} in the general formula (N).)
R ^N141 and ^{R N142} are each independently an alkyl group having 1 to 5 carbon atoms, an alkenyl group or an alkoxy group having 1 to 4 carbon atoms carbon atoms 4-5 preferably a methyl group, a propyl group, an ethoxy Group or butoxy group is preferred.

The compound represented by the general formula (N-1-4) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

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

Further, the compound represented by the general formula (N-1-4) is a compound selected from the group of compounds represented by the formula (N-1-4.1) to the formula (N-1-4.14). Preferably, it is a compound represented by the formulas (N-1-4.1) to (N-1-4.4), and the formula (N-1-4.1) and the formula (N -1-4.2) and compounds represented by formula (N-1-4.4) are preferred.

The compounds represented by the formulas (N-1-4.1) to (N-1-4.14) can be used alone or in combination, but the compounds of the present invention The lower limit of the preferable content of these compounds alone or with respect to the total amount is 3%, 5%, 7%, 10%, 13%, 15%, 17% And 20%. The upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to the total amount of the composition of the present invention. %, 15%, 13%, 11%, 10%, and 8%.

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

(In the formula, R ^N151 and R ^N152 each independently represent the same meaning as R ^N11 and R ^N12 in General Formula (N).)
R ^N151 and R ^N152 are each independently an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethyl group, a propyl group, or a butyl group. Is preferred.

The compound represented by the general formula (N-1-5) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

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

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

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

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

(In the formula, R ^N1101 and R ^N1102 each independently represent the same meaning as R ^N11 and R ^N12 in General Formula (N).)
R ^N1101 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group, a butyl group, a vinyl group or a 1-propenyl group. R ^N1102 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethoxy group, a propoxy group, or a butoxy group.

The compound represented by the general formula (N-1-10) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

When emphasizing the improvement of Δε, it is preferable to set the content higher. When emphasizing the solubility at low temperature, setting the content higher is more effective. When emphasizing _TNI , the content is high. Setting to a higher value is more effective. Furthermore, when improving dripping marks and image sticking characteristics, it is preferable to set the content range in the middle.

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

Further, the compound represented by the general formula (N-1-10) is a compound selected from the group of compounds represented by the formula (N-1-10.1) to the formula (N-1-10.21). It is preferable that they are represented by formulas (N-1-10.1) to (N-1-10.5), formula (N-1-10.20) and formula (N-1-10.21). The compound is preferably a compound of formula (N-1-10.1), formula (N-1-10.2), formula (N-1-10.20) and formula (N-1-10.21). The compound represented by these is preferable.

The compounds represented by formula (N-1-10.1), formula (N-1-10.2), formula (N-1-10.20) and formula (N-1-10.21) are singly Can be used in combination or in combination, but the lower limit of the preferred content of these compounds alone or 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 preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to the total amount of the composition of the present invention. %, 15%, and 13%.

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

(In the formula, R ^N1111 and R ^N1112 each independently represent the same meaning as R ^N11 and R ^N12 in General Formula (N).)
R ^N1111 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group, a butyl group, a vinyl group or a 1-propenyl group. R ^N1112 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethoxy group, a propoxy group or a butoxy group.

The compound represented by the general formula (N-1-11) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

When emphasizing the improvement of Δε, it is preferable to set the content higher. When emphasizing the solubility at low temperature, setting the content lower is more effective, and when emphasizing _TNI , the content. Setting to a higher value is more effective. Furthermore, when improving dripping marks and image sticking characteristics, it is preferable to set the content range in the middle.

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

Further, the compound represented by the general formula (N-1-11) is a compound selected from the group of compounds represented by the formula (N-1-11.1) to the formula (N-1-11.15). Preferably, it is a compound represented by the formulas (N-1-11.1) to (N-1-11.15), and is preferably a compound represented by the formula (N-1-11.2) or the formula (N-- The compound represented by 1-11.4) is preferable.

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

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

(In the formula, R ^N1121 and R ^N1122 each independently represent the same meaning as R ^N11 and R ^N12 in General Formula (N).)
^RN1121 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group or a butyl group. ^RN1122 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethoxy group, a propoxy group, or a butoxy group.

The compound represented by the general formula (N-1-12) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

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

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

(In the formula, R ^N1131 and R ^N1132 each independently represent the same meaning as R ^N11 and R ^N12 in General Formula (N).)
R ^N1131 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group or a butyl group. R ^N1132 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethoxy group, a propoxy group, or a butoxy group.

The compound represented by the general formula (N-1-13) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

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

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

(In the formula, R ^N1141 and R ^N1142 each independently represent the same meaning as R ^N11 and R ^N12 in formula (N).)
R ^N1141 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group or a butyl group. R ^N1142 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethoxy group, a propoxy group, or a butoxy group.

The compound represented by the general formula (N-1-14) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

The lower limit of the preferable content of the compound represented by the general formula (N-1-14) with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% %, 17% and 20%. The upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to the total amount of the composition of the present invention. %, 15%, and 13%.

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

(In the formula, R ^N1151 and R ^N1152 each independently represent the same meaning as R ^N11 and R ^N12 in General Formula (N).)
^RN1151 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group or a butyl group. R ^N1152 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethoxy group, a propoxy group, or a butoxy group.

The compound represented by the general formula (N-1-15) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

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

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

(In the formula, R ^N1161 and R ^N1162 each independently represent the same meaning as R ^N11 and R ^N12 in General Formula (N).)
R ^N1161 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group or a butyl group. R ^N1162 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethoxy group, a propoxy group, or a butoxy group.

The compound represented by the general formula (N-1-16) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

The lower limit of the preferable content of the compound represented by the general formula (N-1-16) with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% %, 17% and 20%. The upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to the total amount of the composition of the present invention. %, 15%, and 13%.

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

(In the formula, R ^N1171 and R ^N1172 each independently represent the same meaning as R ^N11 and R ^N12 in General Formula (N)).
R ^N1171 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group or a butyl group. R ^N1172 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethoxy group, a propoxy group, or a butoxy group.

The compound represented by the general formula (N-1-17) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

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

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

(In the formula, R ^N1181 and R ^N1182 each independently represent the same meaning as R ^N11 and R ^N12 in General Formula (N)).
^RN1181 is preferably 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 ^N1182 is preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and preferably an ethoxy group, a propoxy group, or a butoxy group.

The compound represented by the general formula (N-1-18) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

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

Further, the compound represented by the general formula (N-1-18) is a compound selected from the group of compounds represented by the formula (N-18.1) to the formula (N-1-18.5). Preferably, it is a compound represented by the formulas (N-18.1. 1) to (N-1-11.3), and is preferably a compound represented by the formula (N-1-18.2) or the formula (N- The compound represented by 1-18.3) is preferred.

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

(In the formula, R ^N1201 and R ^N1202 each independently represent the same meaning as R ^N11 and R ^N12 in formula (N)).
R ^N1201 and R ^N1202 are each independently preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group or a butyl group.

The compound represented by the general formula (N-1-20) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

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

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

(In the formula, R ^N1211 and R ^N1212 each independently represent the same meaning as R ^N11 and R ^N12 in General Formula (N).)
R ^N1211 and R ^N1212 are each independently preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group or a butyl group.

The compound represented by the general formula (N-1-21) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

The lower limit of the preferable content of the compound represented by the general formula (N-1-21) with respect to the total amount of the composition of the present invention is 5%, 10%, 13%, 15% %, 17% and 20%. The upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to the total amount of the composition of the present invention. %, 15%, and 13%.

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

( ^Wherein , R ^N1221 and R ^N1222 each independently represent the same meaning as R ^N11 and R ^N12 in General Formula (N)).
R ^N1221 and R ^N1222 are each independently preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and preferably an ethyl group, a propyl group, or a butyl group.

The compound represented by the general formula (N-1-22) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

The lower limit of the preferable content of the compound represented by the general formula (N-1-22) with respect to the total amount of the composition of the present invention is 1%, 5%, 10%, 13 %, 15%, 17% and 20%. The upper limit of the preferable content is 35%, 30%, 28%, 25%, 23%, 20%, and 18% with respect to the total amount of the composition of the present invention. %, 15%, 13%, 10%, 5%.

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

The liquid crystal composition of the present invention does not contain at least one liquid crystal compound selected from the group consisting of compounds represented by the general formula (J), and includes the general formula (N-1) and the general formula (N-2). ) And a compound represented by the general formula (N-3), when at least one compound selected from the group consisting of the compound represented by the general formula (N-1) is used, General Formula (N-1-2), General Formula (N-1-3), General Formula (N-1-5), General Formula (N-1-11), General Formula (N-1-13), General formula (N-1-15), general formula (N-1-16), general formula (N-1-17), general formula (N-1-18), general formula (N-1-20), And a liquid crystal composition of the present invention containing a liquid crystal compound having three ring structures in the compound selected from the general formula (N-1-22) as an essential component In view of compatibility with the polymerizable compound represented by formula (I-1) used for, further, preferred because it can be a liquid crystal display device of high voltage holding ratio obtained (VHR). In particular, among the compounds selected from the general formula (N-1-2) to the general formula (N-1-22), the general formula (N-1-2), the general formula (N-1-3), General formula (N-1-5), general formula (N-1-11), general formula (N-1-13), general formula (N-1-18), and general formula (N-1-22) It is more preferable that a liquid crystal compound selected from the group consisting of general formula (N-1-2), general formula (N-1-3), general formula (N-1-5), general formula (N N-1-11) and a liquid crystal compound selected from general formula (N-1-18) are more preferably contained as essential components. The compound represented by the general formula (N-2) is preferably a compound selected from the group of compounds represented by the following general formula (N-2-1) to general formula (N-2-3).

The compounds represented by general formula (N-2-1) to general formula (N-2-3) can be used singly, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

The lower limit of the total content of the compounds represented by the general formulas (N-2-1) to (N-2-3) with respect to the total amount of the composition of the present invention is 3%. 5%, 10%, 13%, 15%, 17%, 20%, 23%, 25%, 27%, 30% 33% and 35%. The upper limit of the total content is preferably 50%, 40%, 38%, 35%, 33%, and 30% with respect to the total amount of the composition of the present invention. 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 7% 6% and 5%.

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

^{(Wherein, R N211} and ^{R N212} each independently represents the same meaning as ^{R N11} and ^{R N12} in the general formula (N).)
The compound represented by the general formula (N-2-2) is the following compound.

^{(Wherein, R N221} and ^{R N222} each independently represents the same meaning as ^{R N11} and ^{R N12} in the general formula (N).)
The compound represented by the general formula (N-2-3) is the following compound.

^{(Wherein, R N231} and ^{R N232} each independently represents the same meaning as ^{R N11} and ^{R N12} in the general formula (N).)
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).

(In the formula, R ^N321 and R ^N322 each independently represent the same meaning as R ^N11 and R ^N12 in General Formula (N).)
R ^N321 and R ^N322 are preferably 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 compound represented by the general formula (N-3-2) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

The lower limit of the preferable content of the compound represented by the formula (N-3-2) with respect to the total amount of the composition of the present invention is 3%, 5%, 10%, 13% , 15%, 17%, 20%, 23%, 25%, 27%, 30%, 33%, and 35%. The upper limit of the preferable content is 50%, 40%, 38%, 35%, 33%, 30%, and 28% with respect to the total amount of the composition of the present invention. %, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8%, 7%, 6% % And 5%.

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

As described above, the composition of the present invention preferably contains at least one liquid crystal compound selected from the group consisting of compounds represented by formula (J). These compounds correspond to dielectrically positive compounds (Δε is greater than 2).

(In the general formula (J), R ^J1 represents an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent —CH ₂ — in the alkyl group are each independently —CH═ Optionally substituted by CH—, —C≡C—, —O—, —CO—, —COO— or —OCO—,
n ^J1 represents 0, 1, 2, 3 or 4;
A ^J1 , A ^J2 and A ^J3 are each independently
(A) 1,4-cyclohexylene group (this is present in the group one -CH ₂ - or nonadjacent two or more -CH ₂ - may be replaced by -O-.)
(B) a 1,4-phenylene group (one —CH═ present in the group or two or more non-adjacent —CH═ may be replaced by —N═) and (c) (C) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6-diyl group or One —CH═ present in the 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or two or more non-adjacent —CH═ may be replaced by —N═. )
The group (a), the group (b) and the group (c) are each independently selected from the group consisting of cyano group, fluorine atom, chlorine atom, methyl group, trifluoromethyl group or trifluoro May be substituted with a methoxy group,
Z ^J1 and Z ^J2 are each independently a single bond, —CH ₂ CH ₂ —, — (CH ₂ ) ₄ —, —OCH ₂ —, —CH ₂ O—, —OCF ₂ —, —CF ₂ O—, Represents —COO—, —OCO— or —C≡C—,
When n ^J1 is 2, 3 or 4 and a plurality of A ^J2 are present, they may be the same or different, and n ^J1 is 2, 3 or 4 and a plurality of Z ^J1 is present. If they are the same or different,
X ^J1 represents 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 general formula (J), R ^J1 represents an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, or alkenyloxy having 2 to 8 carbon atoms. A group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms or an alkenyloxy group having 2 to 5 carbon atoms is preferable. An alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms is more preferable, an alkyl group having 2 to 5 carbon atoms or an alkenyl group having 2 to 3 carbon atoms is more preferable, and an alkenyl group having 3 carbon atoms. (Propenyl group) is particularly preferred.

R ^J1 is preferably an alkyl group when emphasizing reliability, and is preferably an alkenyl group when emphasizing a decrease in viscosity.

The alkenyl group is preferably selected from groups represented by any of the formulas (R1) to (R5). (The black dot in each formula represents the carbon atom in the ring structure to which the alkenyl group is bonded.)

A ^J1 , A ^J2 and A ^J3 are preferably aromatic when it is required to independently increase Δn, and are preferably aliphatic to improve the response speed. 1,4-cyclohexylene group, 1,4-phenylene group, 1,4-cyclohexenylene group, 1,4-bicyclo [2.2.2] octylene group, piperidine-1,4-diyl group, naphthalene -2,6-diyl group, decahydronaphthalene-2,6-diyl group or 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, preferably substituted by a fluorine atom It is more preferable to represent the following structure,

It is more preferable to represent the following structure.

Z ^J1 and Z ^J2 each independently preferably represent —CH ₂ O—, —OCH ₂ —, —CF ₂ O—, —CH ₂ CH ₂ —, —CF ₂ CF ₂ — or a single bond, OCH ₂ —, —CF ₂ O—, —CH ₂ CH ₂ — or a single bond is more preferred, and —OCH ₂ —, —CF ₂ O— or a single bond is particularly preferred.

X ^J1 is preferably a fluorine atom or a trifluoromethoxy group, and more preferably a fluorine atom.

n ^J1 is preferably 0, 1, 2 or 3, preferably 0, 1 or 2, preferably 0 or 1 when emphasizing the improvement of Δε, and preferably 1 or 2 when emphasizing Tni .

There are no particular restrictions on the types of compounds that can be combined, but they are used in combination according to desired properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. For example, in one embodiment of the present invention, there are one kind, two kinds, and three kinds of compounds to be used. Furthermore, in another embodiment of the present invention, there are four types, five types, six types, and seven or more types.

In the composition of the present invention, the content of the compound represented by the general formula (J) is low temperature solubility, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, image sticking, It is necessary to appropriately adjust according to required performance such as dielectric anisotropy.

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

When the composition of the present invention keeps the viscosity low and a composition having a high response speed is required, it is preferable to lower the lower limit and lower the upper limit. Furthermore, when the composition of the present invention keeps Tni high and a composition having good temperature stability is required, it is preferable to lower the lower limit and lower the upper limit. Further, when it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable to increase the upper limit value while increasing the lower limit value.

As the compound represented by the general formula (J), a compound represented by the general formula (M) and a compound represented by the general formula (K) are preferable.

The composition of the present invention preferably contains one or more compounds represented by the general formula (M). These compounds correspond to dielectrically positive compounds (Δε is greater than 2).

(Wherein R ^M1 represents an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent —CH ₂ — in the alkyl group are each independently —CH═CH—, — Optionally substituted by C≡C—, —O—, —CO—, —COO— or —OCO—,
n ^M1 represents 0, 1, 2, 3 or 4;
A ^M1 and A ^M2 are each independently
(A) 1,4-cyclohexylene group (this is present in the group one -CH ₂ - or nonadjacent two or more -CH ₂ - may be replaced by -O- or -S- And (b) a 1,4-phenylene group (one —CH═ present in this group or two or more non-adjacent —CH═ may be replaced by —N═).
A hydrogen atom on the group (a) and the group (b) may be independently substituted with a cyano group, a fluorine atom or a chlorine atom,
Z ^M1 and Z ^M2 are each independently a single bond, —CH ₂ CH ₂ —, — (CH ₂ ) ₄ —, —OCH ₂ —, —CH ₂ O—, —OCF ₂ —, —CF ₂ O—, Represents —COO—, —OCO— or —C≡C—,
When n ^M1 is 2, 3 or 4 and a plurality of A ^M2 are present, they may be the same or different, and n ^M1 is 2, 3 or 4 and a plurality of Z ^M1 is present If they are the same or different,
X ^M1 and X ^M3 each independently represent a hydrogen atom, a chlorine atom or a fluorine atom,
X ^M2 represents 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 ^M1 represents an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, or an alkenyloxy having 2 to 8 carbon atoms. A group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms or an alkenyloxy group having 2 to 5 carbon atoms is preferable. An alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms is more preferable, an alkyl group having 2 to 5 carbon atoms or an alkenyl group having 2 to 3 carbon atoms is more preferable, and an alkenyl group having 3 carbon atoms. (Propenyl group) is particularly preferred.

R ^M1 is preferably an alkyl group when emphasizing reliability, and is preferably an alkenyl group when emphasizing a decrease in viscosity.

A ^M1 and A ^M2 are preferably aromatic when it is required to independently increase Δn, and are preferably aliphatic for improving the response speed, and trans-1,4 -Cyclohexylene group, 1,4-phenylene group, 2-fluoro-1,4-phenylene group, 3-fluoro-1,4-phenylene group, 3,5-difluoro-1,4-phenylene group, 2, 3-difluoro-1,4-phenylene group, 1,4-cyclohexenylene group, 1,4-bicyclo [2.2.2] octylene group, piperidine-1,4-diyl group, naphthalene-2,6- It preferably represents a diyl group, decahydronaphthalene-2,6-diyl group or 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, and more preferably represents the following structure:

It is more preferable to represent the following structure.

Z ^M1 and ^{Z M2} each _{independently} _{-CH 2 O -, - CF 2} O -, - CH 2 CH 2 -, - CF 2 CF 2 - or preferably a single bond, _-CF 2 O-, —CH ₂ CH ₂ — or a single bond is more preferable, and —CF ₂ O— or a single bond is particularly preferable.

n ^M1 is preferably 0, 1, 2, or 3, preferably 0, 1 or 2, preferably 0 or 1 when emphasizing the improvement of Δε, and preferably 1 or 2 when emphasizing Tni .

In the composition of the present invention, the content of the compound represented by the general formula (M) is low-temperature solubility, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, image sticking, It is necessary to appropriately adjust according to required performance such as dielectric anisotropy.

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

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

(Wherein R ^M11 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, and X ^M11 to X ^M15 each independently represents hydrogen. represents an atom or a fluorine ^{atom, Y M11} represents a fluorine atom or OCF _3.)
Although there is no restriction | limiting in particular in the kind of compound which can be combined, It uses combining according to desired performance, such as solubility at low temperature, transition temperature, electrical reliability, birefringence. The type of the compound used is, for example, one type as one embodiment of the present invention, two types, and three or more types.

The lower limit of the preferable content of the compound represented by the formula (M-1) with respect 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 preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.

Further, the compound represented by the general formula (M-1) is specifically preferably a compound represented by the formula (M-1.1) to the formula (M-1.4). A compound represented by M-1.1) or formula (M-1.2) is preferred, and a compound represented by formula (M-1.2) is more preferred. It is also preferred to use the compounds represented by formula (M-1.1) or formula (M-1.2) at the same time.

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

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

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

Furthermore, 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.

(Wherein R ^M21 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, and X ^M21 and X ^M22 each independently represent hydrogen represents an atom or a fluorine ^{atom, Y M21} represents a fluorine atom, a chlorine atom or OCF _3.)
The lower limit of the preferable content of the compound represented by the formula (M-1) with respect 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 preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.

When the composition of the present invention keeps the viscosity low and a composition having a high response speed is required, it is preferable to lower the lower limit and lower the upper limit. Furthermore, when the composition of the present invention is required to maintain a high Tni and hardly burn-in, it is preferable to lower the lower limit and lower the upper limit. Further, when it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable to increase the upper limit value while increasing the lower limit value.

Further, the compound represented by the general formula (M-2) is preferably a compound represented by the formula (M-2.1) to the formula (M-2.5). 3) or / and a compound represented by the formula (M-2.5) is preferable.

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

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

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

Lower limit value of the preferable total content of the compounds represented by formulas (M-2.2), (M-2.3) and formula (M-2.5) with respect to the total amount of the composition of the present invention Is 1%, 2%, 5%, 6%. The upper limit of the preferable content is 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8% It is.

The content is preferably 1% or more with respect to the total amount of the composition of the present invention, more preferably 5% or more, further preferably 8% or more, further preferably 10% or more, and more preferably 14% or more. 16% or more is particularly preferable. In consideration of solubility at low temperature, transition temperature, electrical reliability, etc., the maximum ratio is preferably limited to 30% or less, more preferably 25% or less, more preferably 22% or less, and more preferably 20%. Less than is particularly preferred.

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).

(Wherein R ^M31 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, and X ^M31 to X ^M36 are each independently hydrogen. represents an atom or a fluorine ^{atom, Y M31} represents a fluorine atom, a chlorine atom or OCF _3.)
There are no particular limitations on the compounds that can be combined, but it is preferable to combine one or more of them in consideration of solubility at low temperatures, transition temperature, electrical reliability, birefringence, and the like.

The content of the compound represented by the general formula (M-3) is an upper limit and a lower limit for each embodiment in consideration of properties such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. There is a value.

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

Furthermore, the compound represented by the general formula (M-3) used in the composition of the present invention is specifically represented by the formula (M-3.1) to the formula (M-3.4). A compound is preferable, and among them, a compound represented by Formula (M-3.1) and / or Formula (M-3.2) is preferably contained.

The lower limit of the preferable content of the compound represented by the formula (M-3.1) with respect 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 preferable content is 20%, 18%, 15%, 13%, 10%, 8%, and 5%.

The lower limit of the preferable content of the compound represented by the formula (M-3.2) with respect 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 preferable content is 20%, 18%, 15%, 13%, 10%, 8%, and 5%.

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

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

(Wherein R ^M41 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, and X ^M41 to X ^M48 are each independently fluorine. Represents an atom or a hydrogen atom, and Y ^M41 represents a fluorine atom, a chlorine atom or OCF _3. )
There are no particular limitations on the compounds that can be combined, but it is preferable to combine one, two, or three or more types in consideration of solubility at low temperatures, transition temperature, electrical reliability, birefringence, and the like.

The content of the compound represented by the general formula (M-4) is an upper limit and a lower limit for each embodiment in consideration of properties such as solubility at low temperatures, transition temperature, electrical reliability, and birefringence. There is a value.

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

When the composition of the present invention is used for a liquid crystal display device having a small cell gap, it is suitable to increase the content of the compound represented by the general formula (M-4). When used for a liquid crystal display element having a low driving voltage, it is suitable to increase the content of the compound represented by the general formula (M-4). Further, when used for a liquid crystal display element used in a low temperature environment, it is suitable to reduce the content of the compound represented by the general formula (M-4). In the case of a composition used for a liquid crystal display device having a high response speed, it is suitable to reduce the content of the compound represented by the general formula (M-4).

Furthermore, the compound represented by the general formula (M-4) used in the composition of the present invention is specifically represented by the formula (M-4.1) to the formula (M-4.4). Preferably, it is a compound, and among them, it is preferable to contain a compound represented by the formula (M-4.2) to the formula (M-4.4), and a compound represented by the formula (M-4.2) It is more preferable to contain.

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

(Wherein R ^M51 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, and X ^M51 and X ^M52 are each independently hydrogen. represents an atom or a fluorine ^{atom, Y M51} represents a fluorine atom, a chlorine atom or OCF _3.)
Although there is no restriction | limiting in the kind of compound which can be combined, Considering solubility at low temperature, transition temperature, electrical reliability, birefringence, etc., it uses combining suitably for every embodiment. For example, one embodiment of the present invention has one type, another embodiment has two types, yet another embodiment has three types, yet another embodiment has four types, and yet another embodiment has five types, In still another embodiment, six or more types are combined.

The lower limit of the preferable content of the compound represented by formula (M-5) with respect to the total amount of the composition of the present invention is 1%, 2%, 5%, 8% Yes, 10%, 13%, 15%, 18%, 20%, 22%, 25%, 30%. 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 formula (M-5.1) to the formula (M-5.4), and the formula (M-5. A compound represented by formula (M-5.4) is preferable.

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

Further, the compound represented by the general formula (M-5) is preferably a compound represented by the formula (M-5.11) to the formula (M-5.17), and the formula (M-5. 11), a compound represented by formula (M-5.13) and formula (M-5.17) is preferable.

Further, the compound represented by the general formula (M-5) is preferably a compound represented by the formula (M-5.21) to the formula (M-5.28), and the formula (M-5. 21), a compound represented by formula (M-5.22), formula (M-5.23) and formula (M-5.25).

The lower limit of the preferred content of these compounds with respect to the total amount of the composition of the present invention is 1%, 2%, 5%, 8%, 10%, 13% Yes, 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%

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

(Wherein R ^M61 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, and X ^M61 to X ^M64 are each independently fluorine. Represents an atom or a hydrogen atom, and Y ^M61 represents a fluorine atom, a chlorine atom or OCF ₃ )
Although there is no restriction | limiting in the kind of compound which can be combined, It combines suitably for every embodiment in consideration of solubility at low temperature, transition temperature, electrical reliability, birefringence, etc.

The lower limit of the preferable content of the compound represented by the general formula (M-6) with respect to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% Yes, 8%, 10%, 13%, 15%, 18%, 20%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.

When the composition of the present invention is used for a liquid crystal display device having a low driving voltage, it is suitable to increase the content of the compound represented by the general formula (M-6). In the case of a composition used for a liquid crystal display device having a high response speed, it is suitable to reduce the content of the compound represented by the general formula (M-6).

Further, the compound represented by the general formula (M-6) is specifically preferably a compound represented by the formula (M-6.1) to the formula (M-6.4). It is preferable to contain a compound represented by M-6.2) and formula (M-6.4).

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% Yes, 13%, 15%, 18%, 20%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.

Further, the compound represented by the general formula (M-6) is specifically preferably a compound represented by the formula (M-6.11) to the formula (M-6.14). It is preferable to contain a compound represented by M-6.12) and formula (M-6.14).

Further, the compound represented by the general formula (M-6) is specifically preferably a compound represented by the formula (M-6.21) to the formula (M-6.24). It is preferable to contain a compound represented by formula (M-6.21), formula (M-6.22) and formula (M-6.24).

Furthermore, the compound represented by the general formula (M-6) is specifically preferably a compound represented by the formula (M-6.31) to the formula (M-6.34). Among them, it is preferable to contain a compound represented by the formula (M-6.31) and the formula (M-6.32).

Further, the compound represented by the general formula (M-6) is specifically preferably a compound represented by the formula (M-6.41) to the formula (M-6.44). It is preferable to contain a compound represented by M-6.42).

Furthermore, 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).

(Wherein, X ^M71 to X ^M76 each independently represents a fluorine atom or a hydrogen atom, and R ^M71 represents an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms, or 1 to 4 represents an alkoxy group, and Y ^M71 represents a fluorine atom or OCF _3. )
There are no particular restrictions on the types of compounds that can be combined, but one to two of these compounds are preferably contained, more preferably one to three, and more preferably one to four. More preferably.

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

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

When the composition of the present invention is used for a liquid crystal display device having a small cell gap, it is suitable to increase the content of the compound represented by the general formula (M-7). When used for a liquid crystal display element with a low driving voltage, it is suitable to increase the content of the compound represented by the general formula (M-7). In addition, when used for a liquid crystal display element used in a low temperature environment, it is suitable to reduce the content of the compound represented by the general formula (M-7). In the case of a composition used for a liquid crystal display device having a high response speed, it is suitable to reduce the content of the compound represented by the general formula (M-7).

Further, the compound represented by the general formula (M-7) is preferably a compound represented by the formula (M-7.1) to the formula (M-7.4), and the formula (M-7. It is preferable that it is a compound represented by 2).

Furthermore, the compound represented by the general formula (M-7) is preferably a compound represented by the formula (M-7.11) to the formula (M-7.14), and the formula (M-7. 11) and a compound represented by the formula (M-7.12) are preferable.

Further, the compound represented by the general formula (M-7) is preferably a compound represented by the formula (M-7.21) to the formula (M-7.24). 21) and a compound represented by the formula (M-7.22) are preferable.

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

( ^Wherein , X ^M81 to X ^M84 each independently represents a fluorine atom or a hydrogen atom, Y ^M81 represents a fluorine atom, a chlorine atom or —OCF ₃ , R ^M81 represents an alkyl group having 1 to 5 carbon atoms, Represents an alkenyl group having 2 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and A ^M81 and A ^M82 are each independently 1,4-cyclohexylene group, 1,4-phenylene group or

However, the hydrogen atom on the 1,4-phenylene group may be substituted with a fluorine atom. )
The lower limit of the preferable content of the compound represented by formula (M-8) with respect to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% Yes, 8%, 10%, 13%, 15%, 18%, 20%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.

When the composition of the present invention keeps the viscosity low and a composition having a high response speed is required, it is preferable to lower the lower limit and lower the upper limit. Furthermore, when a composition that does not easily cause seizure is required, it is preferable to lower the lower limit and lower the upper limit. Further, when it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable to increase the upper limit value while increasing the lower limit value.

Furthermore, the compound represented by the general formula (M-8) used in the composition of the present invention is specifically represented by the formula (M-8.1) to the formula (M-8.4). Preferably, it is a compound, and among them, it is preferable to contain a compound represented by formula (M-8.1) or formula (M-8.2).

Furthermore, the compound represented by the general formula (M-8) used in the composition of the present invention is specifically represented by the formula (M-8.11) to the formula (M-8.14). A compound is preferable, and among them, a compound represented by the formula (M-8.12) is preferably included.

Furthermore, the compound represented by the general formula (M-8) used in the composition of the present invention is specifically represented by the formula (M-8.21) to the formula (M-8.24). A compound is preferable, and among them, a compound represented by the formula (M-8.22) is preferably contained.

Furthermore, the compound represented by the general formula (M-8) used in the composition of the present invention is specifically represented by the formula (M-8.31) to the formula (M-8.34). A compound is preferable, and among them, a compound represented by the formula (M-8.32) is preferably contained.

Furthermore, the compound represented by formula (M-8) used in the composition of the present invention is specifically represented by formula (M-8.41) to formula (M-8.44). A compound is preferable, and among them, a compound represented by the formula (M-8.42) is preferably included.

Furthermore, the compound represented by the general formula (M-8) used in the composition of the present invention is specifically represented by the formula (M-8.51) to the formula (M-8.54). A compound is preferable, and among them, a compound represented by the formula (M-8.52) is preferably included.

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

(The black spot in the formula represents a carbon atom in the ring structure to which the partial structure is bonded.)
The compound having the partial structure is preferably a compound represented by general formulas (M-10) to (M-18).

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

( ^Wherein , X ^M101 and X ^M102 each independently represent a fluorine atom or a hydrogen atom, Y ^M101 represents a fluorine atom, a chlorine atom or —OCF ₃ , R ^M101 represents an alkyl group having 1 to 5 carbon atoms, Represents an alkenyl group having 2 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and W ^M101 and W ^M102 each independently represent —CH ₂ — or —O—.
The lower limit of the preferable content of the compound represented by the general formula (M-10) with respect to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% Yes, 8%, 10%, 13%, 15%, 18%, 20%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.

Further, the compound represented by formula (M-10) used in the composition of the present invention is specifically represented by formula (M-10.1) to formula (M-10.12). A compound is preferable, and among them, a compound represented by formula (M-10. 5) to formula (M-10.12) is preferably contained.

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

( ^Wherein , X ^M111 to X ^M114 each independently represents a fluorine atom or a hydrogen atom, Y ^M111 represents a fluorine atom, a chlorine atom or —OCF ₃ , R ^M111 represents an alkyl group having 1 to 5 carbon atoms, Represents 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-11) with respect to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% Yes, 8%, 10%, 13%, 15%, 18%, 20%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.

Furthermore, the compound represented by the general formula (M-11) used in the composition of the present invention is specifically represented by the formula (M-11.1) to the formula (M-11.8). A compound is preferable, and among them, a compound represented by formula (M-11.1) to formula (M-11.4) is preferably contained.

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

( ^Wherein , X ^M121 and X ^M122 each independently represent a fluorine atom or a hydrogen atom, Y ^M121 represents a fluorine atom, a chlorine atom or —OCF ₃ , R ^M121 represents an alkyl group having 1 to 5 carbon atoms, Represents an alkenyl group having 2 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and W ^M121 and W ^M122 each independently represent —CH ₂ — or —O—.
The lower limit of the preferable content of the compound represented by formula (M-12) with respect to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% Yes, 8%, 10%, 13%, 15%, 18%, 20%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.

Furthermore, the compound represented by the general formula (M-12) used in the composition of the present invention is specifically represented by the formula (M-12.1) to the formula (M-12.12). A compound is preferable, and among them, a compound represented by formula (M-12.5) to formula (M-12.8) is preferably contained.

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

( ^Wherein , X ^M131 to X ^M134 each independently represents a fluorine atom or a hydrogen atom, Y ^M131 represents a fluorine atom, a chlorine atom or —OCF ₃ , R ^M131 represents an alkyl group having 1 to 5 carbon atoms, ^Represents an alkenyl group having 2 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and W ^M131 and W ^M132 each independently represent —CH ₂ — or —O—.
The lower limit of the preferable content of the compound represented by formula (M-13) with respect to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% Yes, 8%, 10%, 13%, 15%, 18%, 20%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.

Furthermore, the compound represented by the general formula (M-13) used in the composition of the present invention is specifically represented by the formula (M-13.1) to the formula (M-13.28). It is preferable that the compound is a compound, and among them, from the formulas (M-13.1) to (M-13.4), (M-13.11) to (M-13.14), (M-13.25) to ( It is preferable to contain a compound represented by M-13.28).

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

( ^Wherein X ^M141 to X ^M144 each independently represents a fluorine atom or a hydrogen atom, Y ^M141 represents a fluorine atom, a chlorine atom or —OCF ₃ , R ^M141 represents an alkyl group having 1 to 5 carbon atoms, ^Represents an alkenyl group having 2 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and W ^M141 and W ^M142 each independently represent —CH ₂ — or —O—.
The lower limit of the preferable content of the compound represented by the general formula (M-14) with respect to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% Yes, 8%, 10%, 13%, 15%, 18%, 20%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.

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

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

( ^Wherein X ^M151 and X ^M152 each independently represent a fluorine atom or a hydrogen atom, Y ^M151 represents a fluorine atom, a chlorine atom or —OCF ₃ , R ^M151 represents an alkyl group having 1 to 5 carbon atoms, Represents an alkenyl group having 2 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and W ^M151 and W ^M152 each independently represent —CH ₂ — or —O—.
The lower limit of the preferred content of the compound represented by formula (M-15) with respect to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% Yes, 8%, 10%, 13%, 15%, 18%, 20%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.

Furthermore, the compound represented by the general formula (M-15) used in the composition of the present invention is specifically represented by the formulas (M-15.1) to (M-15.14). Preferably, the compound contains a compound represented by formula (M-15.5) to formula (M-15.8) or formula (M-15.11) to formula (M-15.14). It is preferable to do.

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

( ^Wherein X ^M161 to X ^M164 each independently represents a fluorine atom or a hydrogen atom, Y ^M161 represents a fluorine atom, a chlorine atom or —OCF ₃ , R ^M161 represents an alkyl group having 1 to 5 carbon atoms, Represents 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 formula (M-16) with respect to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% Yes, 8%, 10%, 13%, 15%, 18%, 20%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.

Furthermore, the compound represented by the general formula (M-16) used in the composition of the present invention is specifically represented by the formula (M-16.1) to the formula (M-16.8). A compound is preferable, and among them, it is preferable to include a compound represented by Formula (M-16.1) to Formula (M-16.4).

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

^(Wherein, ^X M171 ^~ X ^M174 are each independently a fluorine atom or a hydrogen ^{atom, Y M171} fluorine atom, a chlorine atom or -OCF ^{_3, R M171} is an alkyl group having 1 to 5 carbon atoms, ^Represents an alkenyl group having 2 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms, and W ^M171 and W ^M172 each independently represent —CH ₂ — or —O—.
The lower limit of the preferable content of the compound represented by formula (M-17) with respect to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% Yes, 8%, 10%, 13%, 15%, 18%, 20%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.

Further, the compound represented by the general formula (M-17) used in the composition of the present invention is specifically represented by the formula (M-17.1) to the formula (M-17.52). Preferably, the compound is a compound (M-17.9) to (M-17.12), (M-17.21) to (M-17.28), (M-17. 45) to a compound represented by the formula (M-17.48) is preferably contained.

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

( ^Wherein X ^M181 to X ^M186 each independently represents a fluorine atom or a hydrogen atom, Y ^M181 represents a fluorine atom, a chlorine atom or —OCF ₃ , R ^M181 represents an alkyl group having 1 to 5 carbon atoms, Represents an alkenyl group having 2 to 5 carbon atoms or an alkoxy group having 1 to 4 carbon atoms.)
The lower limit of the preferred content of the compound represented by formula (M-18) with respect to the total amount of the composition of the present invention is 1%, 2%, 4%, 5% Yes, 8%, 10%, 13%, 15%, 18%, 20%. The upper limit of the preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.

Furthermore, the compound represented by the general formula (M-18) used in the composition of the present invention is specifically represented by the formula (M-18.1) to the formula (M-18.12). A compound is preferable, and among them, it is preferable to include a compound represented by Formula (M-18.5) to Formula (M-18.8).

The composition of the present invention preferably contains one or more compounds represented by the general formula (K). These compounds correspond to dielectrically positive compounds (Δε is greater than 2).

(Wherein R ^K1 represents an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent —CH ₂ — in the alkyl group are each independently —CH═CH—, — Optionally substituted by C≡C—, —O—, —CO—, —COO— or —OCO—,
n ^K1 represents 0, 1, 2, 3 or 4;
A ^K1 and A ^K2 are each independently
(A) 1,4-cyclohexylene group (this is present in the group one -CH ₂ - or nonadjacent two or more -CH ₂ - may be replaced by -O- or -S- And (b) a 1,4-phenylene group (one —CH═ present in this group or two or more non-adjacent —CH═ may be replaced by —N═).
A hydrogen atom on the group (a) and the group (b) may be independently substituted with a cyano group, a fluorine atom or a chlorine atom,
Z ^K1 and Z ^K2 are each independently a single bond, —CH ₂ CH ₂ —, — (CH ₂ ) ₄ —, —OCH ₂ —, —CH ₂ O—, —OCF ₂ —, —CF ₂ O—, Represents —COO—, —OCO— or —C≡C—,
When n ^K1 is 2, 3 or 4 and a plurality of A ^K2 are present, they may be the same or different, and n ^K1 is 2, 3 or 4 and a plurality of Z ^K1 is present If they are the same or different,
X ^K1 and X ^K3 each independently represent a hydrogen atom, a chlorine atom or a fluorine atom,
^XK2 represents 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 general formula (K), R ^K1 represents an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, or alkenyloxy having 2 to 8 carbon atoms. A group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, an alkenyl group having 2 to 5 carbon atoms or an alkenyloxy group having 2 to 5 carbon atoms is preferable. An alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms is more preferable, an alkyl group having 2 to 5 carbon atoms or an alkenyl group having 2 to 3 carbon atoms is more preferable, and an alkenyl group having 3 carbon atoms. (Propenyl group) is particularly preferred.

^RK1 is preferably an alkyl group when importance is placed on reliability, and an alkenyl group is preferred when importance is placed on lowering viscosity.

A ^K1 and A ^K2 are preferably aromatic when it is required to independently increase Δn, and are preferably aliphatic for improving the response speed, and trans-1,4 -Cyclohexylene group, 1,4-phenylene group, 2-fluoro-1,4-phenylene group, 3-fluoro-1,4-phenylene group, 3,5-difluoro-1,4-phenylene group, 2, 3-difluoro-1,4-phenylene group, 1,4-cyclohexenylene group, 1,4-bicyclo [2.2.2] octylene group, piperidine-1,4-diyl group, naphthalene-2,6- It preferably represents a diyl group, decahydronaphthalene-2,6-diyl group or 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, and more preferably represents the following structure:

It is more preferable to represent the following structure.

Z ^K1 and ^{Z K2} are each _{independently} _{-CH 2 O -, - CF 2} O -, - CH 2 CH 2 -, - CF 2 CF 2 - or preferably a single bond, _-CF 2 O-, —CH ₂ CH ₂ — or a single bond is more preferable, and —CF ₂ O— or a single bond is particularly preferable.

n ^K1 is preferably 0, 1, 2 or 3, preferably 0, 1 or 2, preferably 0 or 1 when emphasizing the improvement of Δε, and preferably 1 or 2 when emphasizing Tni. .

In the composition of the present invention, the content of the compound represented by the general formula (K) is low temperature solubility, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, image sticking, It is necessary to appropriately adjust according to required performance such as dielectric anisotropy.

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

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

(Wherein R ^K11 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, and X ^K11 to X ^K14 are each independently hydrogen. represents an atom or a fluorine ^{atom, Y K11} represents a fluorine atom or OCF _3.)
Although there is no restriction | limiting in particular in the kind of compound which can be combined, It uses combining according to desired performance, such as solubility at low temperature, transition temperature, electrical reliability, birefringence. The type of the compound used is, for example, one type as one embodiment of the present invention, two types, and three or more types.

The lower limit of the preferable content of the compound represented by the formula (K-1) with respect 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 preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.

Further, the compound represented by the general formula (K-1) is specifically preferably a compound represented by the formula (K-1.1) to the formula (K-1.4). A compound represented by formula (K-1.2) is preferred, and a compound represented by formula (K-1.2) is more preferred. It is also preferred to use the compounds represented by formula (K-1.1) or formula (K-1.2) at the same time.

The compound represented by General Formula (K) is preferably a compound selected from the group of compounds represented by General Formula (K-2), for example.

(Wherein R ^K21 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, and X ^K21 to X ^K24 are each independently hydrogen. represents an atom or a fluorine ^{atom, Y K21} represents a fluorine atom or OCF _3.)
Although there is no restriction | limiting in particular in the kind of compound which can be combined, It uses combining according to desired performance, such as solubility at low temperature, transition temperature, electrical reliability, birefringence. The type of the compound used is, for example, one type as one embodiment of the present invention, two types, and three or more types.

The lower limit of the preferable content of the compound represented by the formula (K-2) with respect 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 preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.

Further, the compound represented by the general formula (K-2) is specifically preferably a compound represented by the formula (K-2.1) to the formula (K-2.6). A compound represented by formula (K-2.5) or formula (K-2.6) is preferred, and a compound represented by formula (K-2.6) is more preferred. It is also preferred to use the compounds represented by formula (K-2.5) or formula (K-2.6) at the same time.

The compound represented by General Formula (K) is preferably a compound selected from the group of compounds represented by General Formula (K-3), for example.

(Wherein R ^K31 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, and X ^K31 to X ^K36 are each independently hydrogen. Represents an atom or a fluorine atom, and Y ^K31 represents a fluorine atom or OCF _3. )
Although there is no restriction | limiting in particular in the kind of compound which can be combined, It uses combining according to desired performance, such as solubility at low temperature, transition temperature, electrical reliability, birefringence. The type of the compound used is, for example, one type as one embodiment of the present invention, two types, and three or more types.

The lower limit of the preferable content of the compound represented by the formula (K-3) with respect 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 preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.

Further, the compound represented by the general formula (K-3) is preferably a compound represented by the formula (K-3.1) to the formula (K-3.4). A compound represented by K-3.1) or formula (K-3.2) is more preferable. It is also preferred to use the compounds represented by formula (K-3.1) and formula (K-3.2) at the same time.

The compound represented by the general formula (K) is preferably, for example, a compound selected from the group of compounds represented by the general formula (K-4).

(Wherein R ^K41 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, and X ^K41 to X ^K46 are each independently hydrogen. An atom or a fluorine atom, Y ^K41 represents a fluorine atom or OCF ₃ , and Z ^K41 represents —OCH ₂ —, —CH ₂ O—, —OCF ₂ —, or —CF ₂ O—.
Although there is no restriction | limiting in particular in the kind of compound which can be combined, It uses combining according to desired performance, such as solubility at low temperature, transition temperature, electrical reliability, birefringence. The type of the compound used is, for example, one type as one embodiment of the present invention, two types, and three or more types.

The lower limit of the preferable content of the compound represented by the formula (K-4) with respect 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 preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.

Further, the compound represented by the general formula (K-4) is preferably a compound represented by the formula (K-4.1) to the formula (K-4.18). More preferred are compounds represented by (K-4.1), formula (K-4.2), formula (K-4.11), and (K-4.12). It is also preferred to use compounds represented by formula (K-4.1), formula (K-4.2), formula (K-4.11), and (K-4.12) at the same time.

The compound represented by the general formula (K) is preferably a compound selected from, for example, a compound group represented by the general formula (K-5).

(Wherein R ^K51 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, and X ^K51 to X ^K56 are each independently hydrogen. An atom or a fluorine atom, Y ^K51 represents a fluorine atom or OCF ₃ , and Z ^K51 represents —OCH ₂ —, —CH ₂ O—, —OCF ₂ —, or —CF ₂ O—.
Although there is no restriction | limiting in particular in the kind of compound which can be combined, It uses combining according to desired performance, such as solubility at low temperature, transition temperature, electrical reliability, birefringence. The type of the compound used is, for example, one type as one embodiment of the present invention, two types, and three or more types.

The lower limit of the preferable content of the compound represented by the formula (K-5) with respect 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 preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.

Further, the compound represented by the general formula (K-5) is preferably a compound represented by the formula (K-5.1) to the formula (K-5.18). A compound represented by the formula (K-5.14) to the compound represented by the formula (K-5.14) is preferable, and a compound represented by the formula (K-5.12) is more preferable.

The compound represented by General Formula (K) is preferably a compound selected from the group of compounds represented by General Formula (K-6), for example.

( ^Wherein R ^K61 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, and X ^K61 to X ^K68 are each independently hydrogen. represents an atom or a fluorine ^{atom, Y K61} represents a fluorine atom or OCF ^{_3, Z K61} is _{_{-OCH 2 -, - CH 2 O}} -, - OCF 2 - or an _-CF 2 O-).
Although there is no restriction | limiting in particular in the kind of compound which can be combined, It uses combining according to desired performance, such as solubility at low temperature, transition temperature, electrical reliability, birefringence. The type of the compound used is, for example, one type as one embodiment of the present invention, two types, and three or more types.

The lower limit of the preferable content of the compound represented by the formula (K-6) with respect 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 preferred content is 30%, 28%, 25%, 23%, 20%, 18%, 15%, 13%, 10% 8% and 5%.

Further, the compound represented by the general formula (K-6) is preferably a compound represented by the formula (K-6.1) to the formula (K-6.18). Compounds represented by formula (K-6.18) to formula (K-6.18) are preferred, and compounds represented by formula (K-6.16) and formula (K-6.17) are more preferred. It is also preferred to use the compounds represented by formula (K-6.16) and formula (K-6.17) at the same time.

The composition of the present invention preferably further contains one or more compounds represented by the general formula (L). The compound represented by the general formula (L) corresponds to a dielectrically neutral compound (Δε value is −2 to 2).

(Wherein R ^L1 and R ^L2 each independently represents an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent —CH ₂ — in the alkyl group are each independently Optionally substituted by —CH═CH—, —C≡C—, —O—, —CO—, —COO— or —OCO—,
n ^L1 represents 0, 1, 2 or 3,
A ^L1 , A ^L2 and A ^L3 each independently represent (a) a 1,4-cyclohexylene group (one —CH ₂ — present in the group or two or more —CH ₂ — not adjacent to each other). May be replaced by -O-.)
(B) a 1,4-phenylene group (one —CH═ present in the group or two or more non-adjacent —CH═ may be replaced by —N═) and (c) (C) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6-diyl group or One —CH═ present in the 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or two or more non-adjacent —CH═ may be replaced by —N═. )
The group (a), the group (b) and the group (c) may be each independently substituted with a cyano group, a fluorine atom or a chlorine atom,
Z ^L1 and Z ^L2 are each independently a single bond, —CH ₂ CH ₂ —, — (CH ₂ ) ₄ —, —OCH ₂ —, —CH ₂ O—, —COO—, —OCO—, —OCF ₂ -, -CF ₂ O-, -CH = NN-CH-, -CH = CH-, -CF = CF- or -C≡C-
When n ^L1 is 2 or 3, and a plurality of A ^L2 are present, they may be the same or different, and when n ^L1 is 2 or 3, and a plurality of Z ^L2 are present, May be the same or different, but excludes compounds represented by general formula (N-1), general formula (N-2), general formula (N-3) and general formula (J). )
Although the compound represented by general formula (L) may be used independently, it can also be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to desired properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention. Alternatively, in another embodiment of the present invention, there are two types, three types, four types, five types, six types, seven types, eight types, nine types, 10 types, More than types.

In the composition of the present invention, the content of the compound represented by the general formula (L) is low-temperature solubility, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, image sticking, It is necessary to appropriately adjust according to required performance such as dielectric anisotropy.

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

When the viscosity of the composition of the present invention is kept low and a composition having a high response speed is required, the above lower limit value is preferably high and the upper limit value is preferably high. Furthermore, when the composition of the present invention maintains a high Tni and requires a composition having good temperature stability, the above lower limit value is preferably high and the upper limit value is preferably high. Further, when it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable that the above lower limit value is lowered and the upper limit value is low.

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

When importance is attached to reliability, R ^L1 and R ^L2 are preferably both alkyl groups, and when importance is placed on reducing the volatility of the compound, it is preferably an alkoxy group, and importance is placed on viscosity reduction. In this case, at least one is preferably an alkenyl group.

R ^L1 and R ^L2 are each a linear alkyl group having 1 to 5 carbon atoms or a linear alkyl group having 1 to 4 carbon atoms when the ring structure to which R ^L1 is bonded is a phenyl group (aromatic). When the ring structure to which it is bonded is a saturated ring structure such as cyclohexane, pyran and dioxane, a straight-chain C 1-5 carbon atom is preferred. Alkyl groups, linear alkoxy groups having 1 to 4 carbon atoms and linear alkenyl groups having 2 to 5 carbon atoms are preferred. In order to stabilize the nematic phase, the total of carbon atoms and oxygen atoms, if present, is preferably 5 or less, and is preferably linear.

n ^L1 is preferably 0 when importance is attached to the response speed, 2 or 3 is preferred for improving the upper limit temperature of the nematic phase, and 1 is preferred for balancing these. In order to satisfy the properties required for the composition, it is preferable to combine compounds having different values.

A ^L1 , A ^L2, and A ^L3 are preferably aromatic when it is required to increase Δn, and are preferably aliphatic for improving the response speed, and are each independently trans- 1,4-cyclohexylene group, 1,4-phenylene group, 2-fluoro-1,4-phenylene group, 3-fluoro-1,4-phenylene group, 3,5-difluoro-1,4-phenylene group 1,4-cyclohexenylene group, 1,4-bicyclo [2.2.2] octylene group, piperidine-1,4-diyl group, naphthalene-2,6-diyl group, decahydronaphthalene-2,6 -It preferably represents a diyl group or a 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, and more preferably represents the following structure:

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

Z ^L1 and Z ^L2 are preferably single bonds when the response speed is important.

The number of halogen atoms in the molecule is preferably 0 or 1.

The compound represented by the general formula (L) is preferably a compound selected from the group of compounds represented by the general formula (L-1) to the general formula (L-8).

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

(In the formula, R ^L11 and R ^L12 each independently represent the same meaning as R ^L1 and R ^L2 in the general formula (L).)
R ^L11 and R ^L12 are preferably a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, and a linear alkenyl group having 2 to 5 carbon atoms. .

The compound represented by the general formula (L-1) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

The lower limit of the preferable content is 1%, 2%, 3%, 5%, 7%, 10%, and 15% with respect to the total amount of the composition of the present invention. %, 20%, 25%, 30%, 35%, 40%, 45%, 50%, and 55%. The upper limit of the preferable content is 95%, 90%, 85%, 80%, 75%, 70%, 65%, based on the total amount of the composition of the present invention. %, 60%, 55%, 50%, 45%, 40%, 35%, 30%, 25%.

When the viscosity of the composition of the present invention is kept low and a composition having a high response speed is required, the above lower limit value is preferably high and the upper limit value is preferably high. Furthermore, when the composition of the present invention requires a high Tni and a composition having good temperature stability, it is preferable that the lower limit value is moderate and the upper limit value is moderate. When it is desired to increase the dielectric anisotropy in order to keep the driving voltage low, it is preferable that the lower limit value is low and the upper limit value is 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).

(Wherein R ^L12 represents the same meaning as in general formula (L-1).)
The compound represented by the general formula (L-1-1) is a compound selected from the group of compounds represented by the formula (L-1-1.1) to the formula (L-1-1.3). And is preferably a compound represented by formula (L-1-1.2) or formula (L-1-1.3), and particularly represented by formula (L-1-1.3). It is preferable that it is a compound.

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

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).

(Wherein R ^L12 represents the same meaning as in general formula (L-1).)
The lower limit of the preferable content of the compound represented by the formula (L-1-2) with respect to the total amount of the composition of the present invention is 1%, 5%, 10%, 15% 17%, 20%, 23%, 25%, 27%, 30%, 35%. The upper limit of the preferable content is 60%, 55%, 50%, 45%, 42%, 40%, and 38% with respect to the total amount of the composition of the present invention. %, 35%, 33%, and 30%.

Further, the compound represented by the general formula (L-1-2) is a compound selected from the group of compounds represented by the formula (L-1-2.1) to the formula (L-1-2.4). Preferably, the compound represented by the formula (L-1-2.1) and the formula (L-1-2.2) is preferable, and in particular, the compound represented by the formula (L-1-2.2). Compounds are preferred because they particularly improve the response speed of the compositions of the present invention. When obtaining Tni higher 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 compounds represented by the formulas (L-1-2.3) and (L-1-2.4) is not preferably 10% or more in order to improve the solubility at low temperatures.

The lower limit of the preferable content of the compound represented by the formula (L-1-2.1) with respect to the total amount of the composition of the present invention is 10%, 15%, 18%, 20%, 23%, 25%, 27%, 30%, 33%, 35%, 38%, and 40%. The upper limit of the preferable content is 60%, 55%, 50%, 45%, 43%, 40%, and 38% with respect to the total amount of the composition of the present invention. %, 35%, 32%, 30%, 27%, 25%, and 22%.

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

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

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).

(Wherein R ^L13 and R ^L14 each independently represents an alkyl group having 1 to 8 carbon atoms or an alkoxy group having 1 to 8 carbon atoms.)
R ^L13 and R ^L14 are preferably a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, and a linear alkenyl group having 2 to 5 carbon atoms. .

The lower limit of the preferable content of the compound represented by the general formula (L-1-3) with respect to the total amount of the composition of the present invention is 1%, 5%, 10%, 13 %, 15%, 17%, 20%, 23%, 25%, 30%. The upper limit of the preferable content is 60%, 55%, 50%, 45%, 40%, 37%, and 35% with respect to the total amount of the composition of the present invention. %, 33%, 30%, 27%, 25%, 23%, 23%, 20%, 17%, 15%, 13%, 10% %.
Further, the compound represented by the general formula (L-1-3) is a compound selected from the group of compounds represented by the formula (L-1-3.1) to the formula (L-1-3.12). Preferably, it is a compound represented by formula (L-1-3.1), formula (L-1-3.3) or formula (L-1-3.4). In particular, the compound represented by the formula (L-1-3.1) is preferable because the response speed of the composition of the present invention is particularly improved. Further, when obtaining Tni higher than the response speed, the equation (L-1-3.3), the equation (L-1-3.4), the equation (L-1-3.11), and the equation (L− It is preferable to use a compound represented by 1-3.12). Sum of compounds represented by formula (L-1-3.3), formula (L-1-3.4), formula (L-1-3.11) and formula (L-1-3.12) The content of is not preferably 20% or more in order to improve the solubility at low temperatures.

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

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-1-4) and / or (L-1-5).

(In the formula, R ^L15 and R ^L16 each independently represent an alkyl group having 1 to 8 carbon atoms or an alkoxy group having 1 to 8 carbon atoms.)
R ^L15 and R ^L16 are preferably a linear alkyl group having 1 to 5 carbon atoms, a linear alkoxy group having 1 to 4 carbon atoms, and a linear alkenyl group having 2 to 5 carbon atoms. .

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

Further, the compounds represented by the general formulas (L-1-4) and (L-1-5) are represented by the formulas (L-1-4.1) to (L-1-5.3). A compound selected from the group of compounds represented by formula (L-1-4.2) or a formula (L-1-5.2) is preferred.

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

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

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

(In the formula, R ^L21 and R ^L22 each independently represent the same meaning as R ^L1 and R ^L2 in the general formula (L).)
R ^L21 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and R ^L22 is an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or a carbon atom. An alkoxy group of 1 to 4 is preferable.

When emphasizing solubility at low temperatures, it is highly effective to set a large amount of content. Conversely, when emphasizing response speed, setting a small amount of content is highly effective. Furthermore, when improving dripping marks and image sticking characteristics, it is preferable to set the content range in the middle.

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

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

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

(In the formula, R ^L31 and R ^L32 each independently represent the same meaning as R ^L1 and R ^L2 in General Formula (L).)
R ^L31 and R ^L32 are each independently preferably an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms.

The compound represented by the general formula (L-3) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

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

When a high birefringence is obtained, the effect is high when the content is set to be large. On the other hand, when high Tni is emphasized, the effect is high when the content is set low. Furthermore, when improving dripping marks and image sticking characteristics, it is preferable to set the content range in the middle.

Further, the compound represented by the general formula (L-3) is preferably a compound selected from the group of compounds represented by the formulas (L-3.1) to (L-3.4). A compound represented by the formula (L-3.7) from (L-3.2) is preferable.

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

(In the formula, R ^L41 and R ^L42 each independently represent the same meaning as R ^L1 and R ^L2 in General Formula (L).)
R ^L41 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and R ^L42 is an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or a carbon atom. An alkoxy group of 1 to 4 is preferable. )
The compound represented by the general formula (L-4) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

In the composition of the present invention, the content of the compound represented by the general formula (L-4) is low-temperature solubility, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, It is necessary to adjust appropriately according to required performance such as image sticking and dielectric anisotropy.

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

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

Depending on the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence, even if the compound represented by the formula (L-4.1) is contained, the formula (L -4.2) Even if it contains a compound represented by formula (L-4.1), it contains both a compound represented by formula (L-4.1) and a compound represented by formula (L-4.2). Or all of the compounds represented by formulas (L-4.1) to (L-4.3) may be included. The lower limit of the preferable content of the compound represented by formula (L-4.1) or formula (L-4.2) with respect to the total amount of the composition of the present invention is 3%, Yes, 7%, 9%, 11%, 12%, 13%, 18%, 21%, and the preferred upper limit is 45, 40% , 35%, 30%, 25%, 23%, 20%, 18%, 15%, 13%, 10%, 8% .

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

The compound represented by the general formula (L-4) is preferably, for example, a compound represented by the formula (L-4.4) to the formula (L-4.6). It is preferable that it is a compound represented by this.

Depending on the required performance such as solubility at low temperature, transition temperature, electrical reliability, birefringence and the like, even if the compound represented by the formula (L-4.4) is contained, the formula (L -4.5) contains both the compound represented by formula (L-4.4) and the compound represented by formula (L-4.5). May be.

The lower limit of the preferable content of the compound represented by the formula (L-4.4) or the formula (L-4.5) with respect to the total amount of the composition of the present invention is 3%, Yes, 7%, 9%, 11%, 12%, 13%, 18%, 21%. Preferred upper limit values are 45, 40%, 35%, 30%, 25%, 23%, 20%, 18%, 15%, 13% %, 10%, and 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 amount of both compounds relative to the total amount of the composition of the present invention is The lower limit of the preferred content is 15%, 19%, 24%, and 30%, and the preferred upper limit is 45, 40%, 35%, and 30%. Yes, 25%, 23%, 20%, 18%, 15%, 13%.

The compound represented by the general formula (L-4) is preferably a compound represented by the formula (L-4.7) to the formula (L-4.10), and particularly the formula (L-4. The compound represented by 9) is preferred.

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

(In the formula, R ^L51 and R ^L52 each independently represent the same meaning as R ^L1 and R ^L2 in the general formula (L).)
R ^L51 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and R ^L52 is an alkyl group having 1 to 5 carbon atoms, an alkenyl group having 4 to 5 carbon atoms, or a carbon atom. An alkoxy group of 1 to 4 is preferable.

The compound represented by the general formula (L-5) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

In the composition of the present invention, the content of the compound represented by the general formula (L-5) includes solubility at low temperature, transition temperature, electrical reliability, birefringence index, process suitability, dripping marks, It is necessary to adjust appropriately according to required performance such as image sticking and dielectric anisotropy.

The lower limit of the preferable content of the compound represented by the general formula (L-5) with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5% Yes, 7%, 10%, 14%, 16%, 20%, 23%, 26%, 30%, 35%, 40% is there. The upper limit of the preferable content of the compound represented by the formula (L-5) with respect to the total amount of the composition of the present invention is 50%, 40%, 35%, and 30%. , 20%, 15%, 10%, 5% The compound represented by the general formula (L-5) is represented by the formula (L-5.1) or the formula (L-5.2). The compound represented by formula (L-5.1) is particularly desirable.

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

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).

The compound represented by the general formula (L-5) is preferably a compound selected from the group of compounds represented by the formulas (L-5.5) to (L-5.7). The compound represented by L-5.7) is preferred.

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

(In the formula, R ^L61 and R ^L62 each independently represent the same meaning as R ^L1 and R ^L2 in the general formula (L), and X ^L61 and X ^L62 each independently represent a hydrogen atom or a fluorine atom. )
R ^L61 and R ^L62 are each independently preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and one of X ^L61 and X ^L62 is a fluorine atom and the other is a hydrogen atom. Is preferred.

The compound represented by the general formula (L-6) can be used alone, or two or more compounds can be used in combination. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combinations according to the required properties such as solubility at low temperatures, transition temperatures, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, four kinds, and five kinds or more.

The lower limit of the preferable content of the compound represented by the general formula (L-6) with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5% Yes, 7%, 10%, 14%, 16%, 20%, 23%, 26%, 30%, 35%, 40% is there. The upper limit of the preferable content of the compound represented by the formula (L-6) with respect to the total amount of the composition of the present invention is 50%, 40%, 35%, and 30%. 20%, 15%, 10%, 5%. When emphasizing to increase Δn, it is preferable to increase the content, and when emphasizing the precipitation at low temperature, it is preferable to decrease the content.

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).

There are no particular restrictions on the types of compounds that can be combined, but 1 to 3 types of these compounds are preferably contained, more preferably 1 to 4 types. Further, since the wide molecular weight distribution of the selected compound is also effective for the solubility, for example, one type of the compound represented by the formula (L-6.1) or (L-6.2), the formula (L- 6.4) or one type from the compound represented by (L-6.5), one type from the compound represented by formula (L-6.6) or formula (L-6.7), It is preferable to select one compound from the compounds represented by -6.8) or (L-6.9) and combine them as appropriate. Among them, represented by formula (L-6.1), formula (L-6.3), formula (L-6.4), formula (L-6.6) and formula (L-6.9). It is preferable to include a compound.

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

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

^{(Wherein, R L71} and ^{R L72} each independently represent the same meaning as ^{R L1} and ^{R L2} in Formula ^{(L), A L71} and ^{A L72} is ^{A L2} and in the general formula (L) independently A ^L3 represents the same meaning, but the hydrogen atoms on A ^L71 and A ^L72 may be each independently substituted with a fluorine atom, Z ^L71 represents the same meaning as Z ^L2 in formula (L), X ^L71 and X ^L72 each independently represent a fluorine atom or a hydrogen atom.)
In the formula, R ^L71 and R ^L72 are each independently preferably 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, and A ^L71 and A ^L72 Are each independently preferably a 1,4-cyclohexylene group or a 1,4-phenylene group, the hydrogen atoms on A ^L71 and A ^L72 may be each independently substituted with a fluorine atom, and Q ^L71 is a single group. A bond or COO- is preferable, a single bond is preferable, and X ^L71 and X ^L72 are preferably a hydrogen atom.

There are no particular restrictions on the types of compounds that can be combined, but they are combined according to the required performance, such as solubility at low temperatures, transition temperature, electrical reliability, and birefringence. The kind of the compound used is, for example, one kind as one embodiment of the present invention, two kinds, three kinds, and four kinds.

In the composition of the present invention, the content of the compound represented by the general formula (L-7) includes solubility at low temperature, transition temperature, electrical reliability, birefringence index, process suitability, dripping marks, It is necessary to adjust appropriately according to required performance such as image sticking and dielectric anisotropy.

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

When an embodiment with high Tni is desired for the composition of the present invention, the content of the compound represented by formula (L-7) is preferably increased, and when an embodiment with low viscosity is desired, the content is It is preferable to reduce the amount.

Further, the compound represented by the general formula (L-7) is preferably a compound represented by the formula (L-7.1) to the formula (L-7.4), and the formula (L-7. It is preferable that it is a compound represented by 2).

Further, the compound represented by the general formula (L-7) is preferably a compound represented by the formula (L-7.11) to the formula (L-7.13). It is preferable that it is a compound represented by 11).

Furthermore, the compound represented by the general formula (L-7) is a compound represented by the formula (L-7.21) to the formula (L-7.23). A compound represented by formula (L-7.21) is preferable.

Further, the compound represented by the general formula (L-7) is preferably a compound represented by the formula (L-7.31) to the formula (L-7.34), and the formula (L-7. 31) or / and a compound represented by the formula (L-7.32).

Further, the compound represented by the general formula (L-7) is preferably a compound represented by the formula (L-7.41) to the formula (L-7.44), and the formula (L-7. 41) or / and a compound represented by formula (L-7.42).

The compound represented by the general formula (L-8) is the following compound.

(In the formula, R ^L81 and R ^L82 each independently represent the same meaning as R ^L1 and R ^L2 in General Formula (L), and A ^L81 represents the same meaning or single bond as A ^L1 in General Formula (L)). However, each hydrogen atom on A ^L81 may be independently substituted with a fluorine atom, and X ^L81 to X ^L86 each independently represent a fluorine atom or a hydrogen atom.)
^{Wherein, R L81} and ^{R L82} are each independently an alkyl group having 1 to 5 carbon atoms, an alkenyl group or an alkoxy group having 1 to 4 carbon atoms of 2 to 5 carbon atoms ^{preferably, A L81} is 1, A 4-cyclohexylene group or a 1,4-phenylene group is preferable, and the hydrogen atoms on A ^L71 and A ^L72 may each independently be substituted with a fluorine atom, and the same in the general formula (L-8) The number of fluorine atoms in the ring structure is preferably 0 or 1, and the number of fluorine atoms in the molecule is preferably 0 or 1.

In the composition of the present invention, the content of the compound represented by the general formula (L-8) includes solubility at low temperature, transition temperature, electrical reliability, birefringence, process compatibility, dripping marks, It is necessary to adjust appropriately according to required performance such as image sticking and dielectric anisotropy.

The lower limit of the preferable content of the compound represented by formula (L-8) with respect to the total amount of the composition of the present invention is 1%, 2%, 3%, 5% Yes, 7%, 10%, 14%, 16%, 20%. The upper limit of the preferable content of the compound represented by the general formula (L-8) with respect to the total amount of the composition of the present invention is 30%, 25%, 23%, 20% Yes, 18%, 15%, 10%, 5%.

When high Tni embodiments of the composition of the present invention are desired, it is preferable to increase the content of the compound represented by formula (L-8), and when low viscosity embodiments are desired It is preferable to reduce the amount.

Further, the compound represented by the general formula (L-8) is preferably a compound represented by the formula (L-8.1) to the formula (L-8.4), and the formula (L-8. 3), formula (L-8.5), formula (L-8.6), formula (L-8.13), formula (L-8.16) to formula (L-8.18), formula (L) A compound represented by formula (L-8.28) to L-8.23) is more preferable.

The liquid crystal composition of the present invention contains a polymerizable compound represented by the general formula (I-1), but other polymerizable compounds may be used in combination. Specifically, it is preferable to contain one or more compounds selected from the group of compounds represented by formula (II).

^{^{^{^{(Wherein, R 201, R 202, R}}}} 203, R 204, R 205, R 206, R 207, R 208, R 209 and ^{R 210} each ^{independently,} P 21 ^{-Sp 21} -, fluorine atom Represents an alkyl group having 1 to 5 carbon atoms which may be substituted, an alkoxy group having 1 to 5 carbon atoms which may be substituted with a fluorine atom, a fluorine atom or a hydrogen atom, and P ²¹ represents the above general formula Represents any one of formulas (R-1) to (R-15) in (I);
Sp ²¹ represents a single bond or an alkylene group having 1 to 15 carbon atoms, and one or two or more —CH ₂ — in the alkylene group is —O—, —, so that an oxygen atom is not directly adjacent to each other. May be substituted with OCO- or -COO-
n ²¹ represents 0, 1 or 2,
A ²¹ is
(A) 1,4-cyclohexylene group (this is present in the group one -CH ₂ - or nonadjacent two or more -CH ₂ -. May be replaced by -O-) and (B) 1,4-phenylene group (one —CH═ present in this group or two or more —CH═ that are not adjacent to each other may be replaced by —N═)
(C) (c) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6- One —CH═ present in a diyl group or 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or two or more non-adjacent —CH═ are replaced by —N═. Is also good.)
The group (a), the group (b) and the group (c) are each independently an alkyl group having 1 to 12 carbon atoms or a group having 1 to 12 carbon atoms. alkoxy group, a halogen, a cyano group, a nitro group, or ^P 21 ^{-S 21} - be substituted with good,
Having at least one P ²¹ —S ²¹ — in one molecule of the general formula (II);
L ²¹ represents a single _{_{_{_{bond, -OCH 2 -, - CH 2}}}} O -, - C 2 H 4 -, - COO -, - OCO -, - CH = CR a -COO -, - CH = CR a -OCO-, —COO—CR ^a ═CH—, —OCO—CR ^a ═CH—, — (CH ₂ ) _z —COO—, — (CH ₂ ) _z —OCO—, —OCO— (CH ₂ ) _z —, —COO — (CH ₂ ) _z —, —CH═CH—, —CF ₂ O—, —OCF ₂ — or —C≡C— (wherein each R ^a is independently a hydrogen atom or 1 to 3 carbon atoms) In the above formula, z represents an integer of 1 to 4,
When there are a plurality of P ²¹ , Sp ²¹ , and A ²¹ , they may be the same or different. ) Is preferred.

The liquid crystal composition containing the polymerizable compound represented by the general formula (I-1) and the polymerizable compound represented by the general formula (II) can further reduce the occurrence of display defects due to a change in the pretilt angle. It is effective in terms of

In the general formula (II), it is preferable that one or more of P ²¹ —Sp ²¹ — is contained in one molecule of the compound represented by the general formula (II), and that 4 or less of P ²¹ —Sp ²¹ — is used. The number of P ²¹ —Sp ²¹ — present in one molecule of the general formula (II) is preferably 1 or more and 4 or less, more preferably 1 or more and 3 or less, and the general formula (II) The number of P ²¹ —Sp ²¹ — in the molecule of the compound represented by is particularly preferably 2 or 3.

That is, the compound represented by the general formula (II) has a structure in which two benzene rings and, if necessary, a ring A ²¹ are connected to each other. In these two benzene rings and the ring A ²¹ , P ²¹ -Sp ²¹ -is substituted. Since it has at least one, the compound represented by the general formula (II) exhibits the action and effect as a polymerizable compound.

In the above general formula (II), one or more selected from the group consisting of R ²⁰¹ , R ²⁰² , R ²⁰³ , R ²⁰⁴ , R ²⁰⁵ , R ²⁰⁶ , R ²⁰⁷ , R ²⁰⁸ , R ²⁰⁹ and R ²¹⁰ If it ^{^{^{^{is, R 201, R 202, R}}}} 204, R 207, any one of ^{R 209} or ^{R 210} or more is ^P ^{21 -Sp} 21 - - but ^P 21 ^{-Sp 21} is preferably , ^{R 201} and ^{R 210} are ^P 21 ^{-Sp 21} - is more preferable.

In the general formula ^{(II), R 201} and ^{R 210} each ^{independently,} P 21 ^{-Sp 21} - is preferably, in this ^{case, R 201} and ^{R 210} identical ^P 21 ^{-Sp 21} - in even different ^P 21 ^{-Sp 21} - may be.

In the general formula ^{^{^{(II), R 202, R}}} 203, R 204, R 205, R 206, R 207, R 208 and ^{R 209} are each ^{independently,} P 21 ^{-Sp 21} -, from 1 carbon atom 3 alkyl group, preferably a fluorine atom or a hydrogen atom, P ^{21 -Sp} 21 ^-, more preferably a fluorine atom or a hydrogen atom, more preferably a fluorine atom or a hydrogen atom.

P ²¹ is preferably the formula (R-1) or the formula (R-2) described in the general formula (I), more preferably an acryl group or a methacryl group, and further preferably a methacryl group. preferable.

Sp ²¹ is preferably a single bond or an alkylene group having 1 to 3 carbon atoms, and more preferably a single bond.

In the general formula (II), n ²¹ is preferably 0 or 1.

In the general formula (II), A ²¹ is preferably a 1,4-phenylene group or a naphthalene-2,6-diyl group, and more preferably a 1,4-phenylene group.

In the general formula (II), L ²¹ represents a single bond, —OCH ₂ —, —CH ₂ O—, —C ₂ H ₄ —, —COO—, —OCO—, —CH═CH—COO—, — CH═CH—OCO—, —COO—CH═CH—, —OCO—CH═CH—, —C ₂ H ₄ —COO—, —C ₂ H ₄ —OCO—, —OCO—C ₂ H ₄ —, —COO—C ₂ H ₄ —, —CH═CH—, —CF ₂ O—, —OCF ₂ — or —C≡C— is preferable.

The content of the polymerizable compound represented by the general formula (II) is 0.01 to 5% by mass, but the lower limit of the content is preferably 0.02% by mass, preferably 0.03% by mass, 0 0.04% by mass, 0.05% by mass is preferable, 0.06% by mass is preferable, 0.07% by mass is preferable, 0.08% by mass is preferable, 0.09% by mass is preferable, and 0.1% by mass is preferable. % By mass is preferred, 0.15% by mass is preferred, 0.2% by mass is preferred, 0.25% by mass is preferred, 0.3% by mass is preferred, 0.35% by mass is preferred and 0.4% by mass 0.5 mass% is preferable, 0.55 mass% is preferable, and the upper limit of the content is preferably 4.5 mass%, preferably 4 mass%, preferably 3.5 mass%, and 3 mass% Is preferable, 2.5% by mass is preferable, and 2% by mass is Preferably, 1.5 mass% is preferable, 1 mass% is preferable, 0.95 mass% is preferable, 0.9 mass% is preferable, 0.85 mass% is preferable, 0.8 mass% is preferable, and 0 0.75% by mass is preferable, 0.7% by mass is preferable, 0.65% by mass is preferable, 0.6% by mass is preferable, and 0.55% by mass is preferable.

Of the entire liquid crystal composition according to the present invention (100% by mass), the upper limit of the total content with the polymerizable compounds represented by formulas (I-1) and (II) is 6% by mass. Preferably, 5.8% by mass is preferable, 5.5% by mass is preferable, 5.2% by mass is preferable, 5% by mass is preferable, 4.8% by mass is preferable, and 4.6% by mass is preferable. 4% by mass is preferable, 4.2% by mass is preferable, 4% by mass is preferable, 3.5% by mass is preferable, 3% by mass is preferable, 2.5% by mass is preferable, and 2% by mass is preferable. 5% by mass is preferable, 1% by mass is preferable, 0.95% by mass is preferable, 0.9% by mass is preferable, 0.85% by mass is preferable, 0.8% by mass is preferable, and 0.75% by mass is preferable. Preferably, 0.7% by mass is preferable, and 0.65% by mass is preferable. , Preferably 0.6 wt%, preferably 0.55% by mass.
The lower limit of the total content with the polymerizable compounds represented by the general formula (I-1) and the general formula (II) is preferably 0.02% by mass, more preferably 0.03% by mass, and 0.04%. % By mass is preferable, 0.05% by mass is preferable, 0.06% by mass is preferable, 0.07% by mass is preferable, 0.08% by mass is preferable, 0.09% by mass is preferable, and 0.1% by mass Is preferable, 0.15% by mass is preferable, 0.2% by mass is preferable, 0.25% by mass is preferable, 0.3% by mass is preferable, 0.35% by mass is preferable, and 0.4% by mass is preferable. 0.5 mass% is preferable.

The compound represented by the general formula (II) is preferably a compound represented by the following general formula (II-2).

^{^{^{^{(Wherein, R 101, R 102, R}}}} 103, R 104, R 105, R 106, R 107 and ^{R 108} are each ^{independently,} P 13 ^{-Sp 13} -, carbon atoms which may be substituted by fluorine atoms It represents an alkyl group having 1 to 18 atoms, an alkoxy group having 1 to 18 carbon atoms which may be substituted with a fluorine atom, a fluorine atom or a hydrogen atom, and R ¹⁰¹ , R ¹⁰² , R ¹⁰³ , R ¹⁰⁴ , R ¹⁰⁵ , R ¹⁰⁶ , R ¹⁰⁷ and R ¹⁰⁸ represent an alkoxy group having 1 to 18 carbon atoms which may be substituted with a fluorine atom,
P ¹¹ , P ¹² and P ¹³ present are each independently represented by formulas (R-2-1) to (R-2-9)

(In the formula, R ¹¹ , R ¹² , R ¹³ , R ¹⁴ and R ¹⁵ each independently represents an alkyl group having 1 to 5 carbon atoms, a fluorine atom or a hydrogen atom, and m ^r5 , m ^{and r7} , ^nr5 and ^r7 each independently represents 0, 1, or 2).
Sp ¹¹ , Sp ¹² and existing Sp ¹³ each independently represent a single bond or an alkylene group having 1 to 15 carbon atoms, and one —CH ₂ — or not adjacent ₂ in the alkylene group. One or more —CH ₂ — may be substituted with —O—, —OCO— or —COO— so that the oxygen atom is not directly adjacent,
When a plurality of P ¹³ and Sp ¹³ are present, they may be the same or different. )
In formula ^{^{(II-2), R 101}} , R 102, R 103, R 104, R 105, R 106, R 107 and ^{R 108} are each ^{independently,} P 13 ^{-Sp 13} -, fluorine atom Represents an alkyl group having 1 to 18 carbon atoms which may be substituted, an alkoxy group having 1 to 18 carbon atoms which may be substituted with a fluorine atom, a fluorine atom or a hydrogen atom; The number of carbon atoms of the group and the alkoxy group is 1 to 16, more preferably 1 to 10, still more preferably 1 to 8, still more preferably 1 to 6, even more preferably 1 ~ 4. The alkyl group and alkoxy group may be linear or branched, but linear is particularly preferable.

In addition, at least one of R ¹⁰¹ , R ¹⁰² , R ¹⁰³ , R ¹⁰⁴ , R ¹⁰⁵ , R ¹⁰⁶ , R ¹⁰⁷ and R ¹⁰⁸ is an alkoxy group having 1 to 18 carbon atoms which may be substituted with a fluorine atom. In this case, the alkoxy group preferably has 1 to 15 carbon atoms, more preferably 1 to 11, more preferably 1 to 7, still more preferably 1 to 5, Even more preferably, it is 1 to 3, particularly preferably 1. The alkoxy group may be linear or branched, but is preferably linear.

In formula ^{^{(II-2), R 101}} , R 102, R 103, R 104, R 105, R 106, R 107 and ^{R 108} are each ^{independently,} P 13 ^{-Sp 13} -, fluorine atom substituted alkoxy group from a good carbon atoms 1 also show 3, preferably represent either a fluorine atom or a hydrogen atom, P ^{13 -Sp} 13 ^-, any of C 1 -C 3 alkoxy group or a hydrogen atom It is more preferable to represent these.

The alkoxy group having 1 to 18 carbon atoms which may be substituted with the fluorine atom is preferably a linear alkoxy group, and a methoxy group, an ethoxy group, a propoxy group or a butoxy group, or a hydrogen atom of these groups is fluorine. Examples include fluorinated alkoxy groups substituted with atoms, among which methoxy group, ethoxy group, propoxy group, monofluoromethoxy group, difluoromethoxy group, trifluoromethoxy group are preferable, and methoxy group or ethoxy group is more Preferred is a methoxy group.

In the above general formula (II-2), if an alkoxy group having 1 to 18 carbon atoms, particularly an alkoxy group having 1 to 5 carbon atoms, is provided in the molecule, the UV absorption end becomes long. It is preferable from the viewpoint of increasing the polymerization rate of the polymerizable compound because efficient light absorption is possible during irradiation. Further, a methoxy group is particularly preferred because the substituent becomes bulky as the number of carbon atoms increases, and the polymerization rate and degree of polymerization are likely to be reduced.

In the general formula (II-2), the liquid crystal composition containing a bicyclic polymerizable compound composed of a benzene ring substituted with a methoxy group reduces the occurrence of display failure due to a change in pretilt angle, and the polymerizable compound From the viewpoint that the polymerization rate can be increased. A liquid crystal composition containing a monocyclic polymerizable compound substituted with a methoxy group has a slow polymerization rate of the polymerizable compound, so that the ultraviolet irradiation time required for forming a pretilt angle and reducing the residual amount of the polymerizable compound is long. Become. In addition, a liquid crystal composition containing a tricyclic polymerizable compound composed of a benzene ring substituted with a methoxy group tends to cause a display defect due to a change in pretilt angle, although the residual amount of the polymerizable compound is small.

In the general formula (II-2), among R ¹⁰¹ , R ¹⁰² , R ¹⁰³ , R ¹⁰⁴ , R ¹⁰⁵ , R ¹⁰⁶ , R ¹⁰⁷ and R ¹⁰⁸ , the number of carbon atoms which may be substituted with a fluorine atom is 1 to 18 Is preferably 1 or more, 3 or less, more preferably 1 or more and 2 or less, and particularly preferably 1.

In the general formula (II-2), one of R ¹⁰¹ , R ¹⁰² , R ¹⁰³ , R ¹⁰⁴ , R ¹⁰⁵ , R ¹⁰⁶ , R ¹⁰⁷ and R ¹⁰⁸ may be substituted with a fluorine atom. In the case of an alkoxy group from 1 to 18, the combination of three groups of R ¹⁰¹ , R ¹⁰⁴ and R ¹⁰⁷ , the combination of three groups of R ¹⁰¹ , R ¹⁰³ and R ¹⁰⁶ , or R ¹⁰¹ , R ¹⁰² and The combination of the three groups of R ¹⁰⁴ preferably represents an alkoxy group having 1 to 18 carbon atoms which may be substituted with a fluorine atom.

In the general formula (II-2), one of R ¹⁰¹ , R ¹⁰² , R ¹⁰³ , R ¹⁰⁴ , R ¹⁰⁵ , R ¹⁰⁶ , R ¹⁰⁷ and R ¹⁰⁸ may be substituted with a fluorine atom. In the case of an alkoxy group of 1 to 18, the combination of two groups of R ¹⁰¹ and R ¹⁰⁴ , the combination of two groups of R ¹⁰¹ and R ¹⁰² , or the combination of two groups of R ¹⁰¹ and R ¹⁰⁶ is It preferably represents an alkoxy group having 1 to 18 carbon atoms which may be substituted with a fluorine atom.

In the general formula (II-2), one of R ¹⁰¹ , R ¹⁰² , R ¹⁰³ , R ¹⁰⁴ , R ¹⁰⁵ , R ¹⁰⁶ , R ¹⁰⁷ and R ¹⁰⁸ may be substituted with a fluorine atom 1 from the aspects of the case 18 is an alkoxy ^group, it is preferred that an alkoxy group from ^{R 101,} or ^{R 102} is a good carbon atoms 1 be substituted by a fluorine atom ^{18, R 101} or ^{R 102} is a fluorine atom It is particularly preferable to represent an alkoxy group having 1 to 5 carbon atoms which may be substituted.

When R ¹⁰¹ represents an alkoxy group having 1 to 18 carbon atoms which may be substituted with a fluorine atom, the UV absorption end becomes long, and thus light absorption can be efficiently performed during ultraviolet irradiation in the polymerization step, so that the polymerizability is high. This is preferable from the viewpoint of increasing the polymerization rate of the compound.

When R ¹⁰² represents an alkoxy group having 1 to 18 carbon atoms which may be substituted with a fluorine atom, it is preferable from the viewpoint of enhancing solubility.

In the general formula (II-2), among R ¹⁰¹ , R ¹⁰² , R ¹⁰³ , R ¹⁰⁴ , R ¹⁰⁵ , R ¹⁰⁶ , R ¹⁰⁷ and R ¹⁰⁸ , the number of those representing P ¹³ -S ^13- is 0, It is preferably 1 or 2, more preferably 0 or 1, and particularly preferably 0.

In formula ^{^{(II-2), R 101}} , R 102, among ^{^{R 103, R 104, R 105}} , R 106, R 107 and ^{^{^{R 108, P 13 -S 13 -}}} 1 or more the number of those that represent the If it ^is, one or two or more of ^{R ^101,} R ^104, R ¹⁰⁵ and ^{R 108} are ^P 13 ^{-S 13} - preferably represents a.

P ¹¹ , P ¹² and P ¹³ may all be the same polymerizable group (formulas (R-1) to (R-9)) or different polymerizable groups.

In the general formula (II-2), P ¹¹ , P ¹² and P ¹³ are each independently represented by the formula (R-1), formula (R-2), formula (R-3), formula (R— 4), formula (R-5) or formula (R-7) is preferred, and in formula (R-1), formula (R-2), formula (R-3) or formula (R-4) More preferably, it is more preferably formula (R-1), and further preferably an acryl group or a methacryl group.

At least one of P ¹¹ and P ¹² is preferably the formula (R-1), more preferably an acrylic group or a methacryl group, still more preferably a methacryl group, and P ¹¹ and P ¹² are methacrylic groups. Particularly preferred is a group.

For example, in the general formula (II-2), R ¹⁰¹ , R ¹⁰² , R ¹⁰³ , R ¹⁰⁴ , R ¹⁰⁵ , R ¹⁰⁶ , R ¹⁰⁷ and R ¹⁰⁸ may each independently be substituted with a fluorine atom. Represents an alkyl group having 1 to 18 carbon atoms, an alkoxy group having 1 to 18 carbon atoms which may be substituted with a fluorine atom, a fluorine atom or a hydrogen atom, and R ¹⁰¹ , R ¹⁰² , R ¹⁰³ , R ^When one or two of ¹⁰⁴ , R ¹⁰⁵ , R ¹⁰⁶ , R ¹⁰⁷ and R ¹⁰⁸ represent an alkoxy group having 1 to 18 carbon atoms, P ¹¹ and P ¹² are each independently represented by the formula (R— 1) is preferable, and at least one of P ¹¹ and P ¹² is preferably a methacryl group.

R ¹¹ , R ¹² , R ¹³ , R ¹⁴ and R ¹⁵ are each independently preferably a methyl group or a hydrogen atom, and preferably a hydrogen atom when the polymerization rate of the polymerizable compound is important. In the case where importance is attached to the reduction of display defects due to changes in the pretilt angle, a methyl group is preferable.

In the general formula (II-2), Sp ¹¹ , Sp ¹² and S ¹³ present are preferably each independently a single bond or an alkylene group having 1 to 5 carbon atoms, and preferably a single bond. Is particularly preferred. When S ¹¹ , S ¹² and S ¹³ are single bonds, the residual amount of the polymerizable compound after ultraviolet irradiation is sufficiently small, and display defects due to changes in the pretilt angle are less likely to occur.

The upper limit of the total content of the polymerizable compounds represented by the general formula (I-1) and the general formula (II-2) in the entire liquid crystal composition (100% by mass) according to the present invention is 6% by mass. % Is preferred, 5.8% by weight is preferred, 5.5% by weight is preferred, 5.2% by weight is preferred, 5% by weight is preferred, 4.8% by weight is preferred, 4.6% by weight is preferred, 4.4% by mass is preferable, 4.2% by mass is preferable, 4% by mass is preferable, 3.5% by mass is preferable, 3% by mass is preferable, 2.5% by mass is preferable, and 2% by mass is preferable. 1.5% by mass is preferable, 1% by mass is preferable, 0.95% by mass is preferable, 0.9% by mass is preferable, 0.85% by mass is preferable, 0.8% by mass is preferable, and 0.75% by mass. % Is preferable, 0.7% by mass is preferable, and 0.65% by mass is preferable. Properly, it is preferably 0.6 mass%, preferably 0.55% by mass.
The lower limit of the total content with the polymerizable compounds represented by the general formula (I-1) and the general formula (II-2) is preferably 0.02% by mass, preferably 0.03% by mass, 0.04% by mass, 0.05% by mass is preferable, 0.06% by mass is preferable, 0.07% by mass is preferable, 0.08% by mass is preferable, 0.09% by mass is preferable, and 0.1% by mass is preferable. % By mass is preferable, 0.15% by mass is preferable, 0.2% by mass is preferable, 0.25% by mass is preferable, 0.3% by mass is preferable, 0.35% by mass is preferable, and 0.4% by mass Is preferable, and 0.5 mass% is preferable.

Specific examples of the polymerizable compound represented by the general formula (II-2) according to the present invention include the general formulas (II-1-1-1) to (II-1-1-2), II-2-1) to (II-1-2-7), general formulas (II-1-3-1) to (II-1-3-9), general formula (II-1-4) 1) to (II-1-4-4), general formulas (II-1-5-1) to (II-1-5-2), general formulas (II-1-6-1) to (II- 1-6-4) and compounds represented by general formulas (II-1-7-1) to (II-1-7-6) are preferred.

In the above formula, R ^M1 , R ^M2 and R ^M3 each independently represent an alkyl group having 1 to 5 carbon atoms, a fluorine atom or a hydrogen atom, but an alkyl group having 1 carbon atom or hydrogen More preferably it represents an atom.

The above general formulas (II-1-1-1) to (II-1-1-2), general formulas (II-1-2-1) to (II-1-2-7), general formula (II- 1-3-1) to (II-1-3-3-9), general formulas (II-1-4-1) to (II-1-4-4), general formula (II-1-5-1) To (II-1-5-2), general formulas (II-1-6-1) to (II-1-6-4), general formulas (II-1-7-1) to (II-1- 7-6) Among the compounds represented by formula (II-1-1-1), (II-1-1-2), (II-1-4-1), (II-1-4) -2), (II-1-7-1) and (II-1-7-2) are more preferable, and the general formulas (II-1-1-1) and (II-1-1-2) are more preferable. The general formula (II-1-1-1) is preferable.

The liquid crystal composition containing the polymerizable compound represented by the general formula (I-1) and the polymerizable compound such as the general formula (II-1-1-1) together has excellent response performance. In addition, a PSA type or PSVA type liquid crystal display element having a sufficient pretilt angle, a small amount of residual polymerizable compound, no defects such as alignment failure and display failure due to a change in pretilt, or the like is extremely small. Since it can manufacture efficiently, it is especially preferable. The compound represented by the general formula (II) according to the present invention is preferably a polymerizable compound represented by the general formula (IV).

In the general formula (IV), R ⁷ and R ⁸ each independently represent any of the following formulas (R-1) to (R-15).

The 15 polymerizable functional groups represented by the above formulas (R-1) to (R-15) are cured by radical polymerization, radical addition polymerization, cationic polymerization, and anionic polymerization. In particular, when ultraviolet polymerization is performed as a polymerization method, the formula (R-1), formula (R-2), formula (R-4), formula (R-5), formula (R-7), formula (R -11), formula (R-13) or formula (R-15) are preferred, and formula (R-1), formula (R-2), formula (R-7), formula (R-11) or formula (R-11) R-13) is more preferred, and formula (R-1) or formula (R-2) is more preferred.

In the general formula (IV), X ¹ to X ⁸ each independently represents a trifluoromethyl group, a fluorine atom or a hydrogen atom.

In the general formula (IV), R ⁷ and R ⁸ are preferably each independently a methacryl group or an acryl group.

The compound represented by the general formula (IV) is more preferably one or more selected from the group consisting of the formulas (IV-11) to (IV-15). 11) is particularly preferred.

In general formula (IV-11) to general formula (IV-15), R ⁷ and R ⁸ each independently represents a methacryl group or an acryl group.

When a polymerizable compound represented by general formula (IV-11) to general formula (IV-15) and general formula (I-1) are used in combination, a better alignment state can be obtained.

Specifically, the compound represented by the general formula (II) according to the present invention is preferably a compound represented by the general formula (XX-1) to the general formula (XX-13), for example, The general formula (XX-7) is more preferable from 1).

In general formula (XX-8) to general formula (XX-13), Sp ^xx is an alkylene group having 1 to 8 carbon atoms or —O— (CH ₂ ) _s — (wherein s is an integer of 1 to 7) And an oxygen atom is bonded to the ring.

In the general formula (XX-1) to the general formula (XX-13), the hydrogen atom in the 1,4-phenylene group is further —F, —Cl, —CF ₃ , —CH ₃ or the formula (R-1 ) To any one of formulas (R-15).

Further, as the compound represented by the general formula (II), for example, a polymerizable compound represented by the formula (M1) to the formula (M18) is preferable.

In addition, a polymerizable compound represented by the formula (M19) to the formula (M34) is also preferable.

One or two or more hydrogen atoms in the 1,4-phenylene group and naphthalene group in the formulas (M19) to (M34) are each independently -F, -Cl, -CF ₃ ,- It may be substituted by CH ₃ .

The compound represented by the general formula (II) is also preferably a polymerizable compound represented by the formula (M35) to the formula (M65).

In the liquid crystal composition according to the present invention, the content of the polymerizable compound represented by formulas (M1) to (M65) is 0.01 to 5% by mass with respect to the entire liquid crystal composition, but the lower limit of the content Is preferably 0.02 mass%, preferably 0.03 mass%, preferably 0.04 mass%, preferably 0.05 mass%, preferably 0.06 mass%, preferably 0.07 mass%, 0.08% by mass, 0.09% by mass is preferable, 0.1% by mass is preferable, 0.15% by mass is preferable, 0.2% by mass is preferable, 0.25% by mass is preferable, and 0.3% by mass is preferable. % By mass is preferable, 0.35% by mass is preferable, 0.4% by mass is preferable, 0.5% by mass is preferable, 0.55% by mass is preferable, and the upper limit of the content is preferably 4.5% by mass, 4% by mass is preferable, and 3.5% by mass is preferable. 3 mass% is preferable, 2.5 mass% is preferable, 2 mass% is preferable, 1.5 mass% is preferable, 1 mass% is preferable, 0.95 mass% is preferable, and 0.9 mass% is Preferably, 0.85 mass% is preferable, 0.8 mass% is preferable, 0.75 mass% is preferable, 0.7 mass% is preferable, 0.65 mass% is preferable, 0.6 mass% is preferable, 0.55 mass% is preferable.

The liquid crystal composition of the present invention may contain a normal nematic liquid crystal, smectic liquid crystal, cholesteric liquid crystal, antioxidant, ultraviolet absorber, light stabilizer or infrared absorber in addition to the above-mentioned compounds.

Examples of the antioxidant include hindered phenols represented by general formula (H-1) to general formula (H-4).

In general formulas (H-1) to (H-4), R ^H1 represents an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, an alkenyl group having 2 to 10 carbon atoms, or It represents an alkenyloxy group having 2 to 10 carbon atoms, one -CH ₂ present in the radical - or non-adjacent two or more -CH ₂ - are each independently -O- or -S- In addition, one or two or more hydrogen atoms present in the group may be independently substituted with a fluorine atom or a chlorine atom. More specifically, it is an alkyl group having 2 to 7 carbon atoms, an alkoxy group having 2 to 7 carbon atoms, an alkenyl group having 2 to 7 carbon atoms, or an alkenyloxy group having 2 to 7 carbon atoms. An alkyl group having 3 to 7 carbon atoms or an alkenyl group having 2 to 7 carbon atoms is more preferable.

In the general formula ^{(H4), M H4} is -CH ₂ 1, two or more of the alkylene group (the alkylene group having from 1 to 15 carbon atoms - as the oxygen atoms are not directly adjacent, - O—, —CO—, —COO—, —OCO— may be substituted.), —OCH ₂ —, —CH ₂ O—, —COO—, —OCO—, —CF ₂ O—, — OCF ₂ —, —CF ₂ CF ₂ —, —CH═CH—COO—, —CH═CH—OCO—, —COO—CH═CH—, —OCO—CH═CH—, —CH═CH—, — C≡C—, a single bond, a 1,4-phenylene group (any hydrogen atom in the 1,4-phenylene group may be substituted with a fluorine atom) or a trans-1,4-cyclohexylene group. Preferably an alkylene group having 1 to 14 carbon atoms, In consideration of the viscosity, a large number of carbon atoms is preferable, but in consideration of the viscosity, the number of carbon atoms is preferably not too large. Therefore, the number of carbon atoms is more preferably 2 to 12, more preferably 3 to 10. 4 to 10 carbon atoms are more preferred, 5 to 10 carbon atoms are more preferred, and 6 to 10 carbon atoms are more preferred.

In general formula (H-1) to general formula (H-4), one or more non-adjacent —CH═ in the 1,4-phenylene group may be substituted by —N═. In addition, each hydrogen atom in the 1,4-phenylene group may be independently substituted with a fluorine atom or a chlorine atom.

In general formula (H-1) to general formula (H-4), one or more non-adjacent —CH ₂ — in the 1,4-cyclohexylene group is replaced by —O— or —S—. May be. In addition, each hydrogen atom in the 1,4-cyclohexylene group may be independently substituted with a fluorine atom or a chlorine atom.

More specifically, for example, the formula (H-11) to the formula (H-15) can be mentioned.

When the antioxidant is contained in the liquid crystal composition of the present invention, 10 ppm by mass or more is preferable, 20 ppm by mass or more is preferable, and 50 ppm by mass or more is preferable. The upper limit when the antioxidant is contained is 10,000 ppm by mass, preferably 1000 ppm by mass, preferably 500 ppm by mass, and preferably 100 ppm by mass.

The liquid crystal composition of the present invention has a refractive index anisotropy (Δn) at 20 ° C. of 0.08 to 0.14, more preferably 0.09 to 0.13, and 0.09 to 0.12. Particularly preferred. More specifically, it is preferably 0.10 to 0.13 when dealing with a thin cell gap, and preferably 0.08 to 0.10 when dealing with a thick cell gap.

The liquid crystal composition of the present invention has a viscosity (η) at 20 ° C. of 10 to 50 mPa · s, preferably 10 to 45 mPa · s, preferably 10 to 40 mPa · s, and preferably 10 to 35 mPa · s. · Is preferably 10 to 30 mPa · s, more preferably 10 to 25 mPa · s, and particularly preferably 10 to 22 mPa · s.

The liquid crystal composition of the present invention has a rotational viscosity (γ ₁ ) at 25 ° C. of 50 to 160 mPa · s, preferably 55 to 160 mPa · s, and preferably 60 to 160 mPa · s. To 150 mPa · s, preferably 60 to 140 mPa · s, preferably 60 to 130 mPa · s, preferably 60 to 125 mPa · s, and 60 to 120 mPa · s. More preferably, it is 60 to 115 mPa · s, more preferably 60 to 110 mPa · s, and particularly preferably 60 to 100 mPa · s.

The liquid crystal composition of the present invention has a nematic phase-isotropic liquid phase transition temperature (T _ni ) of 60 ° C. to 120 ° C., more preferably 70 ° C. to 100 ° C., and particularly preferably 70 ° C. to 85 ° C.

Preferred embodiments of the liquid crystal composition according to the present invention are divided into a case where the entire liquid crystal composition exhibits positive dielectric anisotropy and a case where the entire liquid crystal composition exhibits negative dielectric anisotropy. It is preferable.

For example, when the entire liquid crystal composition according to the present invention exhibits positive dielectric anisotropy, it is selected from a polymerizable compound represented by general formula (I-1) and a compound represented by general formula (J). It is preferable to include one or more compounds, a compound represented by the general formula (L), and a polymerizable compound represented by the general formula (II-1) as necessary.

In the entire liquid crystal composition according to the present invention, the upper limit of the proportion of the component composed only of the compounds represented by general formula (I-1), general formula (J), and general formula (L) is 100 Mass%, 99 mass%, 98 mass%, 97 mass%, 96 mass%, 95 mass%, 94 mass%, 93 mass%, 92 mass%, 91 mass%, 90 mass%, 89 mass%, 88 mass% 87 mass%, 86 mass%, 85 mass%, and 84 mass%.

Further, the lower limit value of the proportion of the component composed only of the compounds represented by the general formula (I-1), the general formula (J) and the general formula (L) in the entire liquid crystal composition according to the present invention is as follows: 78 mass%, 80 mass%, 81 mass%, 83 mass%, 85 mass%, 86 mass%, 87 mass%, 88 mass%, 89 mass%, 90 mass%, 91 mass%, 92 mass%, 93 It is preferable that they are mass%, 94 mass%, 95 mass%, 96 mass%, 97 mass%, 98 mass%, and 99 mass%.

In the entire liquid crystal composition according to the present invention, the upper limit of the proportion of the component composed only of the compounds represented by general formula (I-1), general formula (M) and general formula (L) is 100 Mass%, 99 mass%, 98 mass%, 97 mass%, 96 mass%, 95 mass%, 94 mass%, 93 mass%, 92 mass%, 91 mass%, 90 mass%, 89 mass%, 88 mass% 87 mass%, 86 mass%, 85 mass%, and 84 mass%.

Further, the lower limit value of the proportion of the component composed only of the compounds represented by the general formula (I-1), the general formula (M) and the general formula (L) in the entire liquid crystal composition according to the present invention is as follows: 78 mass%, 80 mass%, 81 mass%, 83 mass%, 85 mass%, 86 mass%, 87 mass%, 88 mass%, 89 mass%, 90 mass%, 91 mass%, 92 mass%, 93 It is preferable that they are mass%, 94 mass%, 95 mass%, 96 mass%, 97 mass%, 98 mass%, and 99 mass%.

For example, when the entire liquid crystal composition according to the present invention exhibits negative dielectric anisotropy, the polymerizable compound represented by the general formula (I-1) and the general formulas (N-1), (N-2) ) And (N-3) selected from one or more compounds, a compound represented by general formula (L), and a compound represented by general formula (II-1) as necessary. It is preferable to contain a polymerizable compound.

Of the entire liquid crystal composition according to the present invention, the polymerizable compound represented by the general formula (I-1), the general formula (N-1), the general formula (N-2), and the general formula (N-3) The upper limit of the ratio which the component comprised only from the compound represented by 1 type or 2 types and the compound represented by general formula (L) is chosen from the compound represented by 100 mass%, 99 mass%, 98% by mass, 97% by mass, 96% by mass, 95% by mass, 94% by mass, 93% by mass, 92% by mass, 91% by mass, 90% by mass, 89% by mass, 88% by mass, 87% by mass, 86% by mass %, 85% by mass, and 84% by mass are preferable.

Among the entire liquid crystal composition according to the present invention, the polymerizable compound represented by the general formula (I-1), the general formula (N-1), the general formula (N-2), the general formula (N— The lower limit value of the proportion of the component composed of only one compound selected from the compounds represented by 3) and only the compound represented by the general formula (L) is 78% by mass and 80% by mass. %, 81% by mass, 83% by mass, 85% by mass, 86% by mass, 87% by mass, 88% by mass, 89% by mass, 90% by mass, 91% by mass, 92% by mass, 93% by mass, 94% by mass, It is preferable that they are 95 mass%, 96 mass%, 97 mass%, 98 mass%, and 99 mass%.

Of the entire liquid crystal composition according to the present invention, general formula (I-1), general formula (N-1a), general formula (N-1b), general formula (N-1c), and general formula (N-1d) The upper limit of the proportion of the component composed only of the compounds represented by the general formula (N-1e) and the general formula (L) is 100 mass%, 99 mass%, 98 mass%, 97 mass%, 96 Mass%, 95 mass%, 94 mass%, 93 mass%, 92 mass%, 91 mass%, 90 mass%, 89 mass%, 88 mass%, 87 mass%, 86 mass%, 85 mass%, 84 mass% It is preferable that

Further, among the entire liquid crystal composition according to the present invention, the general formula (I-1), the general formula (N-1a), the general formula (N-1b), the general formula (N-1c), the general formula (N— 1d), the lower limit of the proportion of the component composed only of the compound represented by the general formula (N-1e) and the general formula (L) is 78% by mass, 80% by mass, 81% by mass, 83% by mass 85 mass%, 86 mass%, 87 mass%, 88 mass%, 89 mass%, 90 mass%, 91 mass%, 92 mass%, 93 mass%, 94 mass%, 95 mass%, 96 mass%, 97 It is preferable that they are mass%, 98 mass%, and 99 mass%.

Of the entire liquid crystal composition according to the present invention, general formula (I-1), general formula (N-1-4), general formula (N-1b), general formula (N-1c), general formula (N— 1d), the upper limit of the proportion of the component composed only of the compounds represented by the general formula (N-1e) and the general formula (L) is 100% by mass, 99% by mass, 98% by mass, 97% by mass 96 mass%, 95 mass%, 94 mass%, 93 mass%, 92 mass%, 91 mass%, 90 mass%, 89 mass%, 88 mass%, 87 mass%, 86 mass%, 85 mass%, 84 It is preferable that it is mass%.

Further, among the whole liquid crystal composition according to the present invention, the general formula (I-1), the general formula (N-1-4), the general formula (N-1b), the general formula (N-1c), the general formula ( N-1d), the lower limit value of the proportion of the component composed only of the compound represented by the general formula (N-1e) and the general formula (L) is 78 mass%, 80 mass%, 81 mass%, 83 Mass%, 85 mass%, 86 mass%, 87 mass%, 88 mass%, 89 mass%, 90 mass%, 91 mass%, 92 mass%, 93 mass%, 94 mass%, 95 mass%, 96 mass% 97 mass%, 98 mass%, and 99 mass% are preferable.

Of the entire liquid crystal composition according to the present invention, general formula (I-1), general formula (N-1a), general formula (N-1b), general formula (N-1c), and general formula (N-1d) , General formula (N-1e), general formula (L-1), general formula (L-3), general formula (L-4), general formula (L-5) and general formula (L-6) The upper limit of the proportion of the component composed only of the compound to be formed is 100 mass%, 99 mass%, 98 mass%, 97 mass%, 96 mass%, 95 mass%, 94 mass%, 93 mass%, 92 Mass%, 91 mass%, 90 mass%, 89 mass%, 88 mass%, 87 mass%, 86 mass%, 85 mass%, 84 mass%, 83 mass%, 82 mass%, 81 mass%, 80 mass% It is preferable that

Further, among the entire liquid crystal composition according to the present invention, the general formula (I-1), the general formula (N-1a), the general formula (N-1b), the general formula (N-1c), the general formula (N— 1d), general formula (N-1e) and general formula (L-1), general formula (L-3), general formula (L-4), general formula (L-5) and general formula (L-6) The lower limit of the proportion of the component composed only of the compound represented by the formula is 68 mass%, 70 mass%, 71 mass%, 73 mass%, 75 mass%, 78 mass%, 80 mass%, 81 mass% 83 mass%, 85 mass%, 86 mass%, 87 mass%, 88 mass%, 89 mass%, 90 mass%, 91 mass%, 92 mass%, 93 mass%, 94 mass%, 95 mass%, 96 It is preferable that they are mass%, 97 mass%, 98 mass%, and 99 mass%.

Of the entire liquid crystal composition according to the present invention, general formula (I-1), general formula (N-1a), general formula (L-1), general formula (L-3), and general formula (L-4) The upper limit of the proportion of the component composed only of the compounds represented by formulas (L-5) and (L-6) is 100% by mass, 99% by mass, 98% by mass, 97% by mass 96 mass%, 95 mass%, 94 mass%, 93 mass%, 92 mass%, 91 mass%, 90 mass%, 89 mass%, 88 mass%, 87 mass%, 86 mass%, 85 mass%, 84 Mass%, 83 mass%, 82 mass%, 81 mass%, 80 mass%, 79 mass%, 78 mass%, 77 mass%, 76 mass%, 75 mass%, 74 mass%, 73 mass%, 72 mass% 71 mass%, 70 mass%, 69 mass%, 68 mass%, 67 mass%, 66 mass%, 65 mass%, 64 The amount%, 63 wt%, 62 wt%, preferably.

Further, among the entire liquid crystal composition according to the present invention, the general formula (I-1), the general formula (N-1a), the general formula (L-1), the general formula (L-3), the general formula (L- 4) The lower limit of the proportion of the component composed only of the compounds represented by formulas (L-5) and (L-6) is 38% by mass, 40% by mass, 41% by mass, 43% Mass%, 45 mass%, 48 mass%, 50 mass%, 61 mass%, 63 mass%, 65 mass%, 66 mass%, 67 mass%, 68 mass%, 69 mass%, 70 mass%, 72 mass% 74% by mass, 76% by mass, 78% by mass, 80% by mass, 82% by mass, 84% by mass, 86% by mass, 88% by mass, 90% by mass, and 92% by mass.

Of the entire liquid crystal composition according to the present invention, general formula (I-1), general formula (N-1d), general formula (L-1), general formula (L-3), and general formula (L-4) The upper limit of the proportion of the component composed only of the compounds represented by formulas (L-5) and (L-6) is 100% by mass, 99% by mass, 98% by mass, 97% by mass 96 mass%, 95 mass%, 94 mass%, 93 mass%, 92 mass%, 91 mass%, 90 mass%, 89 mass%, 88 mass%, 87 mass%, 86 mass%, 85 mass%, 84 Mass%, 83 mass%, 82 mass%, 81 mass%, 80 mass%, 79 mass%, 78 mass%, 77 mass%, 76 mass%, 75 mass%, 74 mass%, 73 mass%, 72 mass% 71 mass%, 70 mass%, 69 mass%, 68 mass%, 67 mass%, 66 mass%, 65 mass%, 64 The amount%, 63 wt%, 62 wt%, preferably.

Of the liquid crystal compositions according to the present invention, the general formula (I-1), the general formula (N-1d), the general formula (L-1), the general formula (L-3), and the general formula (L- 4) The lower limit of the proportion of the component composed only of the compounds represented by formulas (L-5) and (L-6) is 38% by mass, 40% by mass, 41% by mass, 43% Mass%, 45 mass%, 48 mass%, 50 mass%, 61 mass%, 63 mass%, 65 mass%, 66 mass%, 67 mass%, 68 mass%, 69 mass%, 70 mass%, 72 mass% 74% by mass, 76% by mass, 78% by mass, 80% by mass, 82% by mass, 84% by mass, 86% by mass, 88% by mass, 90% by mass, and 92% by mass.

The liquid crystal display device using the liquid crystal composition of the present invention has a remarkable feature of high-speed response, and in addition, a sufficient tilt angle is obtained, there is no residual monomer, or there is no problem, and the voltage Since the retention rate (VHR) is high, there are no defects such as orientation failure and display failure, or they are sufficiently suppressed. In addition, since the tilt angle and the residual monomer can be easily controlled, it is easy to optimize and reduce the energy cost for manufacturing, which is optimal for improving production efficiency and stable mass production.

The liquid crystal display device using the liquid crystal composition of the present invention is particularly useful for a liquid crystal display device for active matrix driving, and a liquid crystal display device for PSA mode, PSVA mode, VA mode, PS-IPS mode or PS-FFS mode Can be used.

The liquid crystal display element according to the present invention includes a first substrate and a second substrate disposed opposite to each other, a common electrode provided on the first substrate or the second substrate, the first substrate, Preferably, the pixel electrode includes a thin film transistor provided over a second substrate and a liquid crystal layer containing a liquid crystal composition provided between the first substrate and the second substrate. If necessary, an alignment film for controlling the alignment direction of the liquid crystal molecules may be provided on the opposing surface side of at least one of the first substrate and / or the second substrate so as to contact the liquid crystal layer. As the alignment film, a vertical alignment film, a horizontal alignment film, or the like can be appropriately selected in accordance with the driving mode of the liquid crystal display element, and a rubbing alignment film (for example, polyimide) or a photo-alignment film (decomposable polyimide, etc.) The known alignment film can be used. Furthermore, a color filter may be provided as appropriate on the first substrate or the second substrate, and a color filter may be provided on the pixel electrode or the common electrode.

The two substrates of the liquid crystal cell used in the liquid crystal display device according to the present invention can be made of a transparent material having flexibility such as glass or plastic, and one of them can be an opaque material such as silicon. A transparent substrate having a transparent electrode layer can be obtained, for example, by sputtering indium tin oxide (ITO) on a transparent substrate such as a glass plate.

The color filter can be prepared by, for example, a pigment dispersion method, a printing method, an electrodeposition method, or a dyeing method. A method for producing a color filter by a pigment dispersion method will be described as an example. A curable coloring composition for a color filter is applied on the transparent substrate, subjected to patterning treatment, and cured by heating or light irradiation. By performing this process for each of the three colors red, green, and blue, a pixel portion for a color filter can be created. In addition, a pixel electrode provided with an active element such as a TFT, a thin film diode, or a metal insulator metal specific resistance element may be provided on the substrate.

It is preferable that the first substrate and the second substrate face each other so that the common electrode and the pixel electrode layer are inside.

The distance between the first substrate and the second substrate may be adjusted via a spacer. In this case, it is preferable to adjust so that the thickness of the obtained light control layer is 1 to 100 μm. More preferably, the thickness is 1.5 to 10 μm. When a polarizing plate is used, it is preferable to adjust the product of the refractive index anisotropy Δn of the liquid crystal and the cell thickness d so that the contrast is maximized. In addition, when there are two polarizing plates, the polarizing axis of each polarizing plate can be adjusted so that the viewing angle and contrast are good. Furthermore, a retardation film for widening the viewing angle can also be used. Examples of the spacer include glass particles, plastic particles, alumina particles, and a photoresist material. Thereafter, a sealant such as an epoxy thermosetting composition is screen-printed on the substrates with a liquid crystal inlet provided, the substrates are bonded together, and heated to thermally cure the sealant.

As a method of sandwiching the liquid crystal composition between the two substrates, a normal vacuum injection method or an ODF method can be used.

As a method for polymerizing the polymerizable compound contained in the liquid crystal composition of the present invention, an appropriate polymerization rate is desirable in order to obtain good alignment performance of the liquid crystal. A method of polymerizing by irradiating one or in combination or sequentially is preferable. When ultraviolet rays are used, a polarized light source or a non-polarized light source may be used. Further, when the polymerization is performed with the liquid crystal composition sandwiched between two substrates, at least the substrate on the irradiation surface side must be given appropriate transparency to the active energy rays. Moreover, after polymerizing only a specific part using a mask during light irradiation, the orientation state of the unpolymerized part is changed by changing conditions such as an electric field, a magnetic field, or temperature, and further irradiation with active energy rays is performed. Then, it is possible to use a means for polymerization. In particular, when ultraviolet exposure is performed, it is preferable to perform ultraviolet exposure while applying an alternating electric field to the liquid crystal composition. The alternating electric field to be applied is preferably an alternating current having a frequency of 10 Hz to 10 kHz, more preferably a frequency of 60 Hz to 10 kHz, and the voltage is selected depending on a desired pretilt angle of the liquid crystal display element. That is, the pretilt angle of the liquid crystal display element can be controlled by the applied voltage. In a PSVA mode liquid crystal display element, it is preferable to control the pretilt angle from 80 degrees to 89.9 degrees from the viewpoint of alignment stability and contrast.

The temperature at the time of irradiation with active energy rays such as ultraviolet rays or electron beams used for polymerizing the polymerizable compound contained in the liquid crystal composition of the present invention is not particularly limited. For example, when the liquid crystal composition of the present invention is applied to a liquid crystal display element including a substrate having an alignment film, it is preferably within a temperature range in which the liquid crystal state of the liquid crystal composition is maintained. Polymerization is preferably performed at a temperature close to room temperature, that is, typically 15 to 35 ° C.

On the other hand, for example, when the liquid crystal composition of the present invention is applied to a liquid crystal display element having a substrate that does not have an alignment film, the irradiation time applied to the liquid crystal display element having a substrate having the alignment film described above. A temperature range wider than the temperature range may be used.

As a lamp for generating ultraviolet rays, a metal halide lamp, a high-pressure mercury lamp, an ultra-high pressure mercury lamp, or the like can be used. Moreover, as a wavelength of the ultraviolet-rays to irradiate, it is preferable to irradiate the ultraviolet-ray of the wavelength range which is not the absorption wavelength range of a liquid crystal composition, and it is preferable to cut and use an ultraviolet-ray as needed. The intensity of the irradiated ultraviolet light is preferably 0.1 mW / cm ² to 100 W / cm ^2, more preferably ² mW / cm ² to 50 W / cm ² . The amount of energy of ultraviolet rays to be irradiated can be adjusted as appropriate, but is preferably 10 mJ / cm ² to 500 J / cm ^{2, and} more preferably 100 mJ / cm ² to 200 J / cm ² . When irradiating with ultraviolet rays, the intensity may be changed. The time for irradiation with ultraviolet rays is appropriately selected depending on the intensity of ultraviolet rays to be irradiated, but is preferably 10 seconds to 3600 seconds, and more preferably 10 seconds to 600 seconds.

Hereinafter, the present invention will be described in more detail with reference to examples, but the present invention is not limited to these examples. Further, “%” in the compositions of the following Examples and Comparative Examples means “mass%”. The following abbreviations are used for the description of compounds in the examples.

(Side chain)
-N -C _n H _{2n + 1} linear alkyl group having n carbon atoms n-C _n H _{2n + 1-} linear alkyl group having n carbon atoms -On -OC _n H _{2n + 1} linear alkoxy group having n carbon atoms Group nO— C _n H _{2n + 1} O— Linear alkoxy group having n carbon atoms —V ₂ —CH═CH ₂
V- CH ₂ = CH-
-V- -CH = CH-
-V1 -CH = CH-CH ₃
1V- CH ₃ —CH═CH—
-2V -CH ₂ -CH ₂ -CH = CH ₂
V2- CH ₂ = CH-CH ₂ -CH _2-
-2V1 -CH ₂ -CH ₂ -CH = CH-CH ₃
1V2- CH ₃ —CH═CH—CH ₂ —CH ₂ —
-F -F
-OCF3 -OCF ₃
(Linking group)
—CF ₂ O——CF ₂ —O—
-OCF2- -O-CF _2-
-1O- -CH ₂ -O-
-O1- -O-CH _2-
-COO- -COO-
-OCO- -OCO-
-N- -C _n H _2n-
(Ring structure)

In the examples, the measured characteristics are as follows.

T _ni : Nematic phase-isotropic liquid phase transition temperature (° C.)
Δn: Refractive index anisotropy at 20 ° C. η: Viscosity at 20 ° C. (mPa · s)
γ ₁ : rotational viscosity at 20 ° C. (mPa · s)
Δε: dielectric anisotropy at 20 ° C. K ₃₃ : elastic constant K ₃₃ (pN) at 20 ° C.
(Liquid crystal display device manufacturing method and evaluation method)
First, a liquid crystal composition containing a polymerizable compound is coated with a polyimide alignment film that induces vertical alignment at a cell gap of 3.5 μm, and then vacuum injection is performed on a liquid crystal cell including a substrate with ITO that is rubbed with the polyimide alignment film. Injected with. As a material for forming a vertical alignment film, JALS2096 manufactured by JSR Corporation was used.

Thereafter, the liquid crystal cell into which the liquid crystal composition containing the polymerizable compound was injected was irradiated with ultraviolet rays through a filter that cuts out ultraviolet rays of 325 nm or less using a high-pressure mercury lamp with a voltage of 10 V applied at a frequency of 100 Hz. In this case, illuminance measured at the center wavelength of 365nm condition was adjusted to 100 mW / cm ^2, was irradiated with ultraviolet light at an accumulated light intensity 7J / cm ^2. The ultraviolet irradiation condition was set as irradiation condition 1. Under this irradiation condition 1, a pretilt angle is given to the liquid crystal molecules in the liquid crystal cell.

Then, using a fluorescent UV lamp, the illuminance was measured at a center wavelength of 313nm is adjusted to 3 mW / cm ^2, further irradiated with ultraviolet light at an accumulated light intensity 10J / cm ^2, to obtain a liquid crystal display device . The ultraviolet irradiation condition was set as irradiation condition 2. By irradiation condition 2, the residual amount of the polymerizable compound in the liquid crystal cell that has not reacted under irradiation condition 1 is reduced.

After UV irradiation, display defect (burn-in) evaluation due to change in pretilt angle was performed. First, the pretilt angle of the liquid crystal display element was measured and set as the pretilt angle (initial). In the present invention, the angle calculated by the rotational analyzer method was measured as the pretilt angle. The liquid crystal display element was irradiated with a backlight for 24 hours while applying a voltage of 30 V at a frequency of 100 Hz. Thereafter, the pretilt angle was measured to obtain a pretilt angle (after the test). A value obtained by subtracting the pretilt angle (after the test) from the measured pretilt angle (initial) was defined as a pretilt angle change amount (= absolute value of pretilt angle change) [°]. The pretilt angle was measured using an OPTIPRO made by Shintec.

The closer the pretilt angle change amount is to 0 [°], the lower the possibility that a display failure will occur due to the change in the pretilt angle. When the pretilt angle change amount is 0.5 [°] or more, a display failure will occur due to the change in the pretilt angle. More likely.

The residual amount [ppm] of the polymerizable compound in the liquid crystal display element after irradiation with ultraviolet rays under the irradiation condition 1 and the irradiation conditions 1 and 2 was measured. A method for measuring the residual amount of the polymerizable compound will be described. First, the liquid crystal display element was disassembled to obtain an acetonitrile solution of an elution component containing a liquid crystal composition, a polymer, and an unreacted polymerizable compound. This was analyzed with a high performance liquid chromatograph, and the peak areas of each component were measured. The amount of the remaining polymerizable compound was determined from the peak area ratio of the liquid crystal compound as an index and the peak area ratio of the unreacted polymerizable compound. The residual amount of the polymerizable compound was determined from this value and the amount of the polymerizable compound initially added. The detection limit of the residual amount of the polymerizable compound was 100 ppm. In the case where the polymerizable compound remains after the irradiation of ultraviolet rays under the irradiation conditions 1 and 2, there is a high possibility that a display defect due to the remaining polymerizable compound occurs.

(Examples 1 to 4, Comparative Examples 1 and 2)
The polymerizable compound described in Table 2 below was mixed in an amount of 0.46 parts by mass with respect to 99.6 parts by mass of the liquid crystal composition (LC-001) described in Table 1 below. A liquid crystal composition containing the compound was prepared. Specifically, LC-R1 (Comparative Example 1) in which 0.4 part by mass of the polymerizable compound (RM-R1) is added to 99.6 parts by mass of the liquid crystal composition (LC-001), the liquid crystal composition LC-R2 (Comparative Example 2), in which 0.4 part by mass of the polymerizable compound (RM-R2) was added to 99.6 parts by mass of (LC-001), the liquid crystal composition (LC-001) 99.6 Polymerization with respect to 99.6 parts by mass of LC-A (Example 1) and liquid crystal composition (LC-001) in which 0.4 parts by mass of the polymerizable compound (RM-1) was added to parts by mass. The polymerizable compound (RM-2) was added to 0 to 99.6 parts by mass of LC-B (Example 2) and the liquid crystal composition (LC-001) to which 0.4 part by mass of the compound (RM-2) was added. LC-C (Example 3) to which 3 parts by mass and 0.1 part by mass of a polymerizable compound (RM-R1) were added, a liquid crystal composition LC-001) A liquid crystal composition of LC-D (Example 4) was prepared by adding 0.4 part by mass of the polymerizable compound (RM-3) to 99.6 parts by mass. It was measured. Tables 2 and 3 show the structure of the liquid crystal composition and the results of its physical properties.

As a result, when UV irradiation was performed under UV1 conditions, the residual amount of the polymerizable compound of Comparative Example 1 (LC-R1) was 3450 [ppm], and the residual amount of the polymerizable compound of Comparative Example 2 (LC-R2) was 2200. Whereas the remaining amount of the polymerizable compound of Example 1 (LC-A) was 1400 [ppm], the remaining amount of the polymerizable compound of Example 2 (LC-B) was 1600 [ppm]. ppm], the residual amount of the polymerizable compound of Example 3 (LC-C) was 1750 [ppm], and the residual amount of the polymerizable compound of Example 4 (LC-D) was 1700 [ppm].

From the above, Examples 1 to 4 (LC-A, LC-B, LC-C and LC-) which are liquid crystal compositions containing a polymerizable compound represented by formula (I-1) of the present invention are used. The residual amount of the polymerizable compound in D) was sufficiently small, and it was confirmed that the polymerization proceeded sufficiently with less UV irradiation. On the other hand, LC-R1 as Comparative Example 1 resulted in a large residual amount of unreacted polymerizable compound that caused burn-in, which is one of the serious display defects.

Further, when the pretilt angle stability was evaluated, the pretilt angle change of Comparative Example 2 (LC-R2) was 0.5 [°], whereas the pretilt angle of Example 1 (LC-A) was Change is −0.3 [°], pretilt angle change of Example 2 (LC-B) is 0.2 [°], pretilt angle change of Example 3 (LC-C) is 0.1 [°], The change in pretilt angle of Example 4 (LC-D) was 0.2 [°]. Met. Example 3 contained (LC-R1) and (RM-3), but the change in pretilt angle was 0.1 [°], indicating high pretilt angle stability.

From the above, Examples 1 to 4 (LC-A, LC-B, LC-C and LC-) which are liquid crystal compositions containing a polymerizable compound represented by formula (I-1) of the present invention are used. It was confirmed that D) had higher pretilt angle stability than the liquid crystal composition (LC-R2) of Comparative Example 2.

When the response speed of the liquid crystal display devices using the liquid crystal compositions of Examples 1 to 4 was measured, it was confirmed that the response speed was sufficiently high. The cell thickness was 3.5 μm, the alignment film was JALS2096, the response speed measurement conditions were Von 6 V, Voff 1 V, measurement temperature 25 ° C., and the measurement equipment used was DMS703 from AUTRONIC-MELCHERS. .
(Example 5 and Comparative Example 4)
The polymerizable compound described in Table 5 below is mixed in an amount of 0.46 parts by mass with respect to 99.6 parts by mass of the liquid crystal composition (LC-002) described in Table 4 below. A liquid crystal composition containing the compound was prepared. Specifically, LC-R3 (Comparative Example 3) in which 0.4 part by mass of the polymerizable compound (RM-R2) is added to 99.6 parts by mass of the liquid crystal composition (LC-002) and the liquid crystal composition A liquid crystal composition of LC-E (Example 5) was prepared by adding 0.4 parts by mass of the polymerizable compound (RM-1) to 99.6 parts by mass of the product (LC-002). The value was measured. Table 5 shows the composition of the liquid crystal composition and the results of its physical property values.

As a result, when UV irradiation was performed under the UV1 condition, the residual amount of the polymerizable compound of Comparative Example 3 (LC-R3) was 1800 [ppm], whereas the polymerization of Example 5 (LC-E) The residual amount of the functional compound was 900 [ppm].

From the above, the remaining amount of the polymerizable compound in Example 5 (LC-E) which is a liquid crystal composition containing the polymerizable compound represented by the general formula (I-1) of the present invention is sufficiently high. It was confirmed that the polymerization proceeds sufficiently with less UV irradiation.

When the pretilt angle stability was evaluated, the pretilt angle change of Comparative Example 3 (LC-R3) was 0.5 [°], whereas the pretilt angle change of Example 5 (LC-E) was It was 0.3 [°].

From the above, Example 5 (LCE), which is a liquid crystal composition containing the polymerizable compound represented by formula (I-1) of the present invention, is a liquid crystal composition (LC-R3) which is Comparative Example 3. ), It was confirmed that the pretilt angle stability was high.

When the response speed of the liquid crystal display element using the liquid crystal composition of Example 5 was measured, it was confirmed that the response speed was sufficiently high. The cell thickness was 3.5 μm, the alignment film was JALS2096, the response speed measurement conditions were Von 6 V, Voff 1 V, measurement temperature 25 ° C., and the measurement equipment used was DMS703 from AUTRONIC-MELCHERS. .
(Example 6 and Comparative Example 4)
A polymerizable compound obtained by mixing 0.4 part by mass of the polymerizable compound described in Table 7 below with 99.6 parts by mass of the liquid crystal composition (LC-003) described in Table 6 below. A liquid crystal composition containing was prepared. Specifically, LC-R4 (Comparative Example 4) and liquid crystal composition in which 0.4 part by mass of the polymerizable compound (RM-R2) was added to 99.6 parts by mass of the liquid crystal composition (LC-003). A liquid crystal composition of LC-F (Example 6) was prepared by adding 0.4 parts by mass of the polymerizable compound (RM-1) to 99.6 parts by mass of the product (LC-003). The value was measured. Table 7 shows the composition of the liquid crystal composition and the results of its physical properties.

As a result, when UV irradiation was performed under the UV1 condition, the residual amount of the polymerizable compound of Comparative Example 4 (LC-R4) was 2150 [ppm], whereas the polymerization of Example 6 (LC-F) The residual amount of the functional compound was 1500 [ppm].

From the above, the remaining amount of the polymerizable compound in Example 6 (LC-F), which is a liquid crystal composition containing the polymerizable compound represented by the general formula (I-1) of the present invention, is sufficiently high. It was confirmed that the polymerization proceeds sufficiently with less UV irradiation.

In addition, when the pretilt angle stability was evaluated, the change in pretilt angle of Comparative Example 4 (LC-R4) was 0.5 [°], whereas that of Example 5 (LC-E) was changed. The change was 0.3 [°].

From the above, Example 6 (LC-F), which is a liquid crystal composition containing a polymerizable compound represented by the general formula (I-1) of the present invention, is a liquid crystal composition (LC-F) of Comparative Example 4. It was confirmed that the pretilt angle stability was higher than that of -R4).

When the response speed of the liquid crystal display element using the liquid crystal composition of Example 6 was measured, it was confirmed that the response speed was sufficiently high. The cell thickness was 3.5 μm, the alignment film was JALS2096, the response speed measurement conditions were Von 6 V, Voff 1 V, measurement temperature 25 ° C., and the measurement equipment used was DMS703 from AUTRONIC-MELCHERS. .
(Example 7 and Comparative Example 5)
0.4 mass parts of the polymerizable compound described in the following Table 9 is mixed with 99.6 mass parts of the liquid crystal composition (LC-004) described in the following Table 8 to obtain a polymerizable property. A liquid crystal composition containing the compound was prepared. Specifically, LC-R5 (Comparative Example 5) in which 0.4 part by mass of the polymerizable compound (RM-R2) is added to 99.6 parts by mass of the liquid crystal composition (LC-004) and the liquid crystal composition A liquid crystal composition of LC-G (Example 7) was prepared by adding 0.4 part by mass of the polymerizable compound (RM-1) to 99.6 parts by mass of (LC-004), and the physical property values thereof were It was measured. Table 9 shows the composition of the liquid crystal composition and the results of its physical properties.

As a result, when UV irradiation was performed under the UV1 condition, the residual amount of the polymerizable compound of Comparative Example 5 (LC-R5) was 2300 [ppm], whereas the polymerization of Example 7 (LC-G) The residual amount of the functional compound was 1700 [ppm].

From the above, the remaining amount of the polymerizable compound in Example 7 (LC-G) which is a liquid crystal composition containing the polymerizable compound represented by the general formula (I-1) of the present invention is sufficiently high. The pretilt angle stability was confirmed to be sufficiently advanced by less UV irradiation, and the pretilt angle change of Comparative Example 5 (LC-R5) was 0.5 [°]. On the other hand, the change in pretilt angle of Example 7 (LC-G) was 0.3 [°].

From the above, Example 7 (LC-G), which is a liquid crystal composition containing a polymerizable compound represented by the general formula (I-1) of the present invention, is a liquid crystal composition (LC It was confirmed that the pretilt angle stability was higher than that of -R5).

When the response speed of the liquid crystal display element using the liquid crystal composition of Example 7 was measured, it was confirmed that the response speed was sufficiently high. The cell thickness was 3.5 μm, the alignment film was JALS2096, the response speed measurement conditions were Von 6 V, Voff 1 V, measurement temperature 25 ° C., and the measurement equipment used was DMS703 from AUTRONIC-MELCHERS. .
(Example 8 and Comparative Example 6)
0.4 mass parts of the polymerizable compound described in the following Table 11 is mixed with 99.6 mass parts of the liquid crystal composition (LC-002) described in the following Table 10 to obtain a polymerizable property. A liquid crystal composition containing the compound was prepared. Specifically, LC-R6 (Comparative Example 6) in which 0.4 parts by mass of the polymerizable compound (RM-R2) was added to 99.6 parts by mass of the liquid crystal composition (LC-005) and the liquid crystal composition A liquid crystal composition of LC-H (Example 8) was prepared by adding 0.4 parts by mass of the polymerizable compound (RM-1) to 99.6 parts by mass of the product (LC-005). The value was measured. Table 11 shows the composition of the liquid crystal composition and the results of its physical properties.

As a result, when UV irradiation was performed under UV1 conditions, the residual amount of the polymerizable compound of Comparative Example 6 (LC-R6) was 2500 [ppm], whereas the polymerization of Example 8 (LC-H) was performed. The residual amount of the functional compound was 1900 [ppm].

From the above, the residual amount of the polymerizable compound in Example 8 (LC-H), which is a liquid crystal composition containing the polymerizable compound of the present invention, is sufficiently small, and sufficient polymerization can be achieved with less UV irradiation. Confirmed to proceed.

When the pretilt angle stability was evaluated, the pretilt angle change of Comparative Example 6 (LC-R6) was 0.5 [°], whereas the pretilt angle change of Example 8 (LC-H) was It was 0.3 [°].

From the above, Example 8 (LC-H), which is a liquid crystal composition containing the polymerizable compound of the present invention, is more stable in pretilt angle than the liquid crystal composition (LC-R6) as a comparative example. Was confirmed to be high.

When the response speed of the liquid crystal display element using the liquid crystal composition of Example 8 was measured, it was confirmed that the response speed was sufficiently high. The cell thickness was 3.5 μm, the alignment film was JALS2096, the response speed measurement conditions were Von 6 V, Voff 1 V, measurement temperature 25 ° C., and the measurement equipment used was DMS703 from AUTRONIC-MELCHERS. .
(Example 9 and Comparative Example 7)
Polymerization was performed by mixing 0.4 part by mass of the polymerizable liquid crystal compound described in Table 13 below with 99.6 parts by mass of the liquid crystal composition (LC-006) described in Table 12 below. A liquid crystal composition containing a functional compound was prepared. Specifically, LC-R8 (Comparative Example 8) and liquid crystal composition in which 0.4 parts by mass of the polymerizable compound (RM-R2) was added to 99.6 parts by mass of the liquid crystal composition (LC-006). A liquid crystal composition of LC-I (Example 9) was prepared by adding 0.4 parts by mass of the polymerizable compound (RM-1) to 99.6 parts by mass of the product (LC-006). The value was measured. Table 13 shows the composition of the liquid crystal composition and the results of its physical properties.

As a result, when UV irradiation was performed under UV1 conditions, the residual amount of the polymerizable compound of Comparative Example 7 (LC-R7) was 2350 [ppm], whereas the polymerization of Example 9 (LC-I) The residual amount of the functional compound was 2000 [ppm].

From the above, the remaining amount of the polymerizable compound in Example 9 (LC-I), which is a liquid crystal composition containing the polymerizable compound represented by the general formula (I-1) of the present invention, is sufficiently high. It was confirmed that the polymerization proceeds sufficiently with less UV irradiation.

When the pretilt angle stability was evaluated, the pretilt angle change of Comparative Example 7 (LC-R7) was 0.5 [°], whereas the pretilt angle change of Example 9 (LC-I) was It was 0.3 [°].

From the above, Example 9 (LC-I), which is a liquid crystal composition containing a polymerizable compound represented by the general formula (I-1) of the present invention, is a liquid crystal composition (LC-I) of Comparative Example 7. It was confirmed that the pretilt angle stability was higher than that of -R7).

When the response speed of the liquid crystal display element using the liquid crystal composition of Example 9 was measured, it was confirmed that the response speed was sufficiently high. The cell thickness was 3.5 μm, the alignment film was JALS2096, the response speed measurement conditions were Von 6 V, Voff 1 V, measurement temperature 25 ° C., and the measurement equipment used was DMS703 from AUTRONIC-MELCHERS. .
(Example 10 and Comparative Example 8)
The polymerizable compound described in Table 15 below was mixed in an amount of 0.46 parts by mass with respect to 99.6 parts by mass of the liquid crystal composition (LC-007) described in Table 14 below. A liquid crystal composition containing the compound was prepared. Specifically, LC-R9 (Comparative Example 9) in which 0.4 parts by mass of the polymerizable compound (RM-R2) was added to 99.6 parts by mass of the liquid crystal composition (LC-007) and the liquid crystal composition A liquid crystal composition of LC-J (Example 10) was prepared by adding 0.4 parts by mass of the polymerizable compound (RM-1) to 99.6 parts by mass of the product (LC-007). The value was measured. Table 15 shows the composition of the liquid crystal composition and the results of its physical properties.

As a result, when UV irradiation was performed under the UV1 condition, the residual amount of the polymerizable compound of Comparative Example 8 (LC-R8) was 2300 [ppm], whereas the polymerization of Example 10 (LC-J) The residual amount of the functional compound was 2000 [ppm].

From the above, the remaining amount of the polymerizable compound in Example 10 (LC-J), which is a liquid crystal composition containing the polymerizable compound represented by the general formula (I-1) of the present invention, is sufficiently high. It was confirmed that the polymerization proceeds sufficiently with less UV irradiation.

When the pretilt angle stability was evaluated, the pretilt angle change of Comparative Example 8 (LC-R8) was 0.5 [°], whereas the pretilt angle change of Example 10 (LC-J) was It was 0.3 [°].

From the above, Example 10 (LC-J), which is a liquid crystal composition containing the polymerizable compound represented by the general formula (I-1) of the present invention, is a liquid crystal composition (LC-J) of Comparative Example 8. It was confirmed that the pretilt angle stability was higher than that of -R8).

When the response speed of the liquid crystal display element using the liquid crystal composition of Example 10 was measured, it was confirmed that the response speed was sufficiently high. The cell thickness was 3.5 μm, the alignment film was JALS2096, the response speed measurement conditions were Von 6 V, Voff 1 V, measurement temperature 25 ° C., and the measurement equipment used was DMS703 from AUTRONIC-MELCHERS. .
(Example 11, Example 12 and Example 13)
0.4 parts by mass of a polymerizable liquid crystal compound was mixed with 99.6 parts by mass of the liquid crystal compositions (LC-008, LC-009, LC-010) described in Table 16 and Table 17 below. A liquid crystal composition containing a polymerizable compound was prepared. Specifically, Example 11 in which 0.4 parts by mass of the polymerizable compound (RM-1) was added to 99.6 parts by mass of the liquid crystal composition (LC-008, LC-009, LC-010). The liquid crystal compositions of Example 12 and Example 13 were prepared and their physical properties were measured. The constitution of the liquid crystal composition is shown in Tables 16 and 17.

A liquid crystal composition containing a polymerizable compound obtained by adding 0.4 parts by weight of the compound represented by the formula (RM-1) to 99.6 parts by weight of the liquid crystal composition LC-008 was taken as Example 11. .

A liquid crystal composition containing a polymerizable compound obtained by adding 0.4 parts by weight of the compound represented by the formula (RM-1) to 99.6 parts by weight of the liquid crystal composition LC-009 was defined as Example 12. .

A liquid crystal composition containing a polymerizable compound obtained by adding 0.4 parts by weight of the compound represented by the formula (RM-1) to 99.6 parts by weight of the liquid crystal composition LC-010 was defined as Example 13. .

Also in Example 11, Example 12, and Example 13, as in Examples 1 to 10, the remaining amount of the polymerizable compound after UV irradiation was sufficiently smaller than that of Comparative Example 1, and less UV irradiation. It was confirmed that the polymerization proceeded sufficiently.

When the response speed of the liquid crystal display elements using the liquid crystal compositions of Examples 11 to 13 was measured, it was confirmed that the response speed was sufficiently high. The cell thickness was 3.5 μm, the alignment film was JALS2096, the response speed measurement conditions were Von 6 V, Voff 0 V, measurement temperature 25 ° C., and the measurement equipment was DMS703 from AUTRONIC-MELCHERS. .

(Example 14, Example 15 and Example 16)
0.4 parts by mass of a polymerizable liquid crystal compound was mixed with 99.6 parts by mass of the liquid crystal compositions (LC-011, LC-012, LC-013) described in Table 18 and Table 19 below. A liquid crystal composition containing a polymerizable compound was prepared. Specifically, Example 14 in which 0.4 parts by mass of the polymerizable compound (RM-1) was added to 99.6 parts by mass of the liquid crystal composition (LC-011, LC-012, LC-013). The liquid crystal compositions of Example 15 and Example 16 were prepared and their physical properties were measured. The composition of the liquid crystal composition is shown in Table 18 and Table 19.

A liquid crystal composition containing a polymerizable compound obtained by adding 0.4 parts by weight of the compound represented by the formula (RM-1) to 99.6 parts by weight of the liquid crystal composition LC-011 was defined as Example 14. .

A liquid crystal composition containing a polymerizable compound obtained by adding 0.4 parts by weight of the compound represented by the formula (RM-1) to 99.6 parts by weight of the liquid crystal composition LC-012 was designated as Example 15. .

A liquid crystal composition containing a polymerizable compound obtained by adding 0.4 parts by weight of the compound represented by the formula (RM-1) to 99.6 parts by weight of the liquid crystal composition LC-013 was defined as Example 16. .

Also in Example 14, Example 15, and Example 16, as in Examples 1 to 10, the residual amount of the polymerizable compound after UV irradiation was sufficiently smaller than that of Comparative Example 1, and less UV irradiation. It was confirmed that the polymerization proceeded sufficiently.

When the response speed of the liquid crystal display elements using the liquid crystal compositions of Examples 14 to 16 was measured, it was confirmed that the response speed was sufficiently high. The cell thickness was 3.5 μm, the alignment film was JALS2096, the response speed measurement conditions were Von 6 V, Voff 0 V, measurement temperature 25 ° C., and the measurement equipment was DMS703 from AUTRONIC-MELCHERS. .

Note that the document of the present application claims the priority of Japanese Patent Application No. 2016-120786 filed on June 17, 2016 with the Japan Patent Office and is incorporated herein by reference in its entirety.

Claims

Formula (I-1)

(Wherein, Z is a hydrogen atom, an alkyl group having from 1 to 12 carbon atoms, from 1 to 12 carbon atoms in the alkoxy group, or P 12 -Sp 12 - represents, R 11 is, P 11 -Sp 11 - a represents , P 11 and P 12 are each independently selected from formulas (R-1) to (R-15).

Represents a group selected from
Sp 11 and Sp 12 each independently represent a single bond or an alkylene group having 1 to 15 carbon atoms, one —CH 2 — in the alkylene group or two or more —CH 2 not adjacent to each other. — May be substituted with —O—, —OCO— or —COO— so that the oxygen atom is not directly adjacent;
n 11 represents an integer of 1 to 3, n 12 represents an integer of 1 to 3, m 11 represents an integer of 1 to 4, m 12 represents an integer of 1 to 4,
M 11 , M 12 and M 13 are each independently 1,4-phenylene group, 1,4-cyclohexylene group, pyridine-2,5-diyl group, pyrimidine-2,5-diyl group, naphthalene-2 , 6-diyl group, indan-2,5-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group, 1,3-dioxane-2,5-diyl group, or phenanthrene-2 , 7-diyl group selected from a divalent group, wherein the hydrogen atoms on M 11 , M 12 and M 13 are each independently a carbon atom which may be substituted with one or more fluorine atoms An alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms which may be substituted with a fluorine atom, or a fluorine atom,
L 11 is a single bond, —O—, —S—, —CH 2 —, —OCH 2 —, —CH 2 O—, —CO—, —C 2 H 4 —, —COO—, —OCO—, -OCOOCH 2 -, - CH 2 OCOO -, - OCH 2 CH 2 O -, - CO-NR a -, - NR a -CO -, - SCH 2 -, - CH 2 S -, - CH = CR a - COO -, - CH = CR a -OCO -, - COO-CR a = CH -, - OCO-CR a = CH -, - COO-CR a = CH-COO -, - COO-CR a = CH-OCO -, - OCO-CR a = CH-COO -, - OCO-CR a = CH-OCO -, - (CH 2) Y -C (= O) -O -, - (CH 2) Y -O- ( C = O) -, - O- (C = O) - (CH 2) Y -, - (C = O) -O- (CH 2) Y -, - H = CH -, - CF = CF -, - CF = CH -, - CH = CF -, - CF 2 -, - CF 2 O -, - OCF 2 -, - CF 2 CH 2 -, - CH 2 CF 2 —, —CF 2 CF 2 — or —C≡C— (wherein, R a each independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and Y represents an integer of 1 to 4) .)
L 12 represents —O— (CH 2 ) p —O— (wherein p represents an integer of 2 to 10),
When there are a plurality of R 11 , Z, L 11 , M 12 , M 13 , P 11 , P 12 , Sp 11 and Sp 12 , they may be the same or different. ) Containing one or more polymerizable compounds represented by
Formulas (N-1), (N-2) and (N-3)

(Wherein, R N11 , R N12 , R N21 , R N22 , R N31 and R N32 each independently represents an alkyl group having 1 to 8 carbon atoms, and one or non-adjacent 2 in the alkyl group Two or more —CH 2 — may be each independently substituted by —CH═CH—, —C≡C—, —O—, —CO—, —COO— or —OCO—,
A N11 , A N12 , A N21 , A N22 , A N31, and A N32 are each independently (a) a 1,4-cyclohexylene group (one —CH 2 — or adjacent to each other in this group). And two or more —CH 2 — may be replaced by —O—) and (b) a 1,4-phenylene group (one —CH═ present in this group or not adjacent 2 More than one -CH = may be replaced by -N =.)
(C) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6-diyl group or One —CH═ present in the 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or two or more non-adjacent —CH═ may be replaced by —N═. )
(D) represents a group selected from the group consisting of 1,4-cyclohexenylene groups, and the groups (a), (b), (c) and (d) are each independently a cyano group, It may be substituted with a fluorine atom or a chlorine atom,
Z N11 , Z N12 , Z N21 , Z N22 , Z N31 and Z N32 are each independently a single bond, —CH 2 CH 2 —, — (CH 2 ) 4 —, —OCH 2 —, —CH 2 O—. , —COO—, —OCO—, —OCF 2 —, —CF 2 O—, —CH═N—N═CH—, —CH═CH—, —CF═CF— or —C≡C—,
XN21 represents a hydrogen atom or a fluorine atom,
T N31 represents —CH 2 — or an oxygen atom,
n N11 , n N12 , n N21 , n N22 , n N31, and n N32 each independently represent an integer of 0 to 3, but n N11 + n N12 , n N21 + n N22, and n N31 + n N32 are each independently When there are a plurality of A N11 to A N32 and Z N11 to Z N32 , they may be the same or different. And a liquid crystal compound selected from the group consisting of compounds represented by formula (J)

(Wherein R J1 represents an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent —CH 2 — in the alkyl group are each independently —CH═CH—, — Optionally substituted by C≡C—, —O—, —CO—, —COO— or —OCO—,
n J1 represents 0, 1, 2, 3 or 4;
A J1 , A J2 and A J3 are each independently
(A) 1,4-cyclohexylene group (this is present in the group one -CH 2 - or nonadjacent two or more -CH 2 - may be replaced by -O-.)
(B) a 1,4-phenylene group (one —CH═ present in the group or two or more non-adjacent —CH═ may be replaced by —N═) and (c) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6-diyl group or 1,2 , 3,4-tetrahydronaphthalene-2,6-diyl group, one —CH═ or two or more non-adjacent —CH═ may be replaced by —N═.
The group (a), the group (b) and the group (c) are each independently selected from the group consisting of cyano group, fluorine atom, chlorine atom, methyl group, trifluoromethyl group or trifluoro May be substituted with a methoxy group,
Z J1 and Z J2 are each independently a single bond, —CH 2 CH 2 —, — (CH 2 ) 4 —, —OCH 2 —, —CH 2 O—, —OCF 2 —, —CF 2 O—, Represents —COO—, —OCO— or —C≡C—,
When n J1 is 2, 3 or 4 and a plurality of A J2 are present, they may be the same or different, and n J1 is 2, 3 or 4 and a plurality of Z J1 is present. If they are the same or different,
X J1 represents 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. A liquid crystal composition containing at least one liquid crystal compound selected from the group consisting of compounds represented by the formula:
Furthermore, the general formula (L)

(Wherein R L1 and R L2 each independently represents an alkyl group having 1 to 8 carbon atoms, and one or two or more non-adjacent —CH 2 — in the alkyl group are each independently Optionally substituted by —CH═CH—, —C≡C—, —O—, —CO—, —COO— or —OCO—,
n L1 represents 0, 1, 2 or 3,
A L1 , A L2 and A L3 each independently represent (a) a 1,4-cyclohexylene group (one —CH 2 — present in the group or two or more —CH 2 — not adjacent to each other). May be replaced by —O—) and (b) a 1,4-phenylene group (one —CH═ present in this group or two or more —CH═ not adjacent to each other —N May be replaced by =.)
(C) (c) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6- One —CH═ present in a diyl group or 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or two or more non-adjacent —CH═ are replaced by —N═. Is also good.)
The group (a), the group (b) and the group (c) may be each independently substituted with a cyano group, a fluorine atom or a chlorine atom,
Z L1 and Z L2 are each independently a single bond, —CH 2 CH 2 —, — (CH 2 ) 4 —, —OCH 2 —, —CH 2 O—, —COO—, —OCO—, —OCF 2 -, -CF 2 O-, -CH = NN-CH-, -CH = CH-, -CF = CF- or -C≡C-
When n L1 is 2 or 3, and a plurality of A L2 are present, they may be the same or different, and when n L1 is 2 or 3, and a plurality of Z L3 are present, May be the same or different, but excludes compounds represented by general formula (N-1), general formula (N-2), general formula (N-3) and general formula (J). The liquid crystal composition according to claim 1, comprising one or more compounds selected from compounds represented by:
Furthermore, the general formula (II)

(Wherein, R 201, R 202, R 203, R 204, R 205, R 206, R 207, R 208, R 209 and R 210 each independently, P 21 -Sp 21 -, fluorine atom 1 represents an alkyl group having 1 to 5 carbon atoms which may be substituted, an alkoxy group having 1 to 5 carbon atoms which may be substituted with a fluorine atom, a fluorine atom or a hydrogen atom, and P 21 represents claim 1. Any one of the formulas (R-1) to (R-15) shown,
Sp 21 represents a single bond or an alkylene group having 1 to 15 carbon atoms, and one or two or more —CH 2 — in the alkylene group is —O—, —, so that an oxygen atom is not directly adjacent to each other. May be substituted with OCO- or -COO-
n 21 represents 0, 1 or 2,
A 21 is
(A) 1,4-cyclohexylene group (this is present in the group one -CH 2 - or nonadjacent two or more -CH 2 -. May be replaced by -O-) and (B) 1,4-phenylene group (one —CH═ present in this group or two or more —CH═ that are not adjacent to each other may be replaced by —N═)
(C) (c) Naphthalene-2,6-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or decahydronaphthalene-2,6-diyl group (naphthalene-2,6- One —CH═ present in a diyl group or 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or two or more non-adjacent —CH═ are replaced by —N═. Is also good.)
The group (a), the group (b) and the group (c) are each independently an alkyl group having 1 to 12 carbon atoms or a group having 1 to 12 carbon atoms. alkoxy group, a halogen, a cyano group, a nitro group, or P 21 -Sp 21 - be substituted with good,
Having at least one or more P 21 -Sp 21- in the molecule of the formula (II),
L 21 represents a single bond, —OCH 2 —, —CH 2 O—, —C 2 H 4 —, —OC 2 H 4 O—, —COO—, —OCO—, —CH═CR a —COO—, -CH = CR a -OCO -, - COO-CR a = CH -, - OCO-CR a = CH -, - (CH 2) z -COO -, - (CH 2) z -OCO -, - OCO- (CH 2 ) z —, —COO— (CH 2 ) z —, —CH═CH—, —CF 2 O—, —OCF 2 — or —C≡C— (wherein R a is independently Represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, wherein z represents an integer of 1 to 4,
When there are a plurality of P 21 , Sp 21 , and A 21 , they may be the same or different. The liquid crystal composition according to claim 1, which contains one or more compounds selected from the group of compounds represented by:
The liquid crystal display element using the liquid-crystal composition of any one of Claim 1 to 3.
A liquid crystal display element for driving an active matrix using the liquid crystal composition according to claim 1.
A liquid crystal display element for a PSA mode, a PSVA mode, a PS-IPS mode, or a PS-FSS mode using the liquid crystal composition according to any one of claims 1 to 3.