JPWO2019124345A1 - Polymerizable liquid crystal composition, liquid crystal display device, and polymerizable compound - Google Patents

Abstract

The problem to be solved by the present invention is to provide a desired pretilt angle while satisfying the requirements such as a liquid crystal display element conventionally required, high-speed response, low voltage drive, high contrast and long-term reliability, Furthermore, the present invention provides a polymerizable liquid crystal composition in which a change in the pretilt angle does not occur with time or is suppressed, and a liquid crystal display device using the same, and a polymerizable compound used in the polymerizable liquid crystal composition. To provide. The present invention achieves the above object by a liquid crystal composition containing one or more polymerizable compounds having a specific chemical structure and a liquid crystal display device using the same.

Description

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

In general, a liquid crystal display element such as a liquid crystal panel or a liquid crystal display changes a state of alignment of liquid crystal molecules by an external stimulus such as an electric field, and uses a change in optical characteristics accompanying this for display. Such a liquid crystal display device has a structure in which liquid crystal molecules are filled in a gap between two transparent substrates, and the liquid crystal molecules are arranged in a specific direction in advance on the surface of the substrate that is in contact with the liquid crystal molecules. It is common to form an alignment film for The alignment film was generally manufactured by rubbing a polyimide film, but in the case of imparting the alignment property by rubbing, an alignment defect occurs due to scratches or dust generated on the alignment film surface. In addition, the rubbing method cannot meet the demand that the liquid crystal display element takes a plurality of different alignment directions in the pixel.

There are liquid crystal display elements in which the initial alignment state of liquid crystal molecules (state in which no voltage is applied) is vertical to the substrate (VA method) and horizontal. In the case of the VA method, a voltage is usually applied between two substrates, and a liquid crystal composition having a negative dielectric anisotropy (Δε) is laid horizontally with respect to the substrates to change the optical characteristics and display. Is going. Since the VA method regulates the tilt direction of the liquid crystal compound, it has been put to practical use as a PSA (Polymer Sustained Alignment) type liquid crystal display device using a cured product of a polymerizable compound (Patent Document 1). The PSA liquid crystal display device has a structure in which a polymer structure is formed in a cell in order to control the pretilt angle of liquid crystal molecules, and has an advantage that high-speed response and high contrast can be realized.

This PSA type liquid crystal display device is manufactured by injecting a polymerizable compound-containing liquid crystal composition containing a polymerizable compound and a liquid crystal compound between substrates and polymerizing the polymerizable compound in a state in which a voltage is applied and liquid crystal molecules are aligned. It is performed by fixing the orientation of liquid crystal molecules. As a result, the liquid crystal molecules that have been aligned vertically with respect to the substrate by the alignment film are tilted to regulate the alignment direction (giving a pretilt angle). It is known that the cause of image sticking which is a display failure of the PSA type liquid crystal display element is due to impurities and a change in the alignment of liquid crystal molecules (change in pretilt angle). Therefore, it is possible to provide the required initial pretilt angle, and it is important that the pretilt angle does not change with time.

Further, as a method of vertically aligning liquid crystal molecules with respect to a substrate, a method of using a compound having self-alignment property without using an alignment film has been developed (Patent Document 2). In this method, it is necessary to vertically align the liquid crystal compound together with the compound having the self-alignment property and to develop a polymerizable liquid crystal compound that satisfies the requirement for the pretilt angle.

International Publication No. 2012/086504 JP, 2005-168826, A

When it is used as a liquid crystal display element, it has been provided with a target pretilt angle while satisfying the requirements such as high-speed response, low voltage drive, high contrast and long-term reliability that have been conventionally required for liquid crystal display elements, To provide a polymerizable liquid crystal composition in which a change in pretilt angle does not occur or a change is suppressed, and a liquid crystal display device and a polymerizable compound using the same.

As a result of intensive studies by the present inventors, it was found that the above problems can be solved by a liquid crystal composition containing one or more polymerizable compounds having a specific chemical structure and a liquid crystal display device using the same. The invention was completed.

Since the polymerizable liquid crystal composition according to the present invention has excellent compatibility between the liquid crystal compound and the polymerizable compound, precipitation at low temperature can be suppressed for a long period of time.

The liquid crystal display device using the polymerizable liquid crystal composition according to the present invention is excellent because the target pretilt is imparted and the pretilt angle does not change over a long period of time while satisfying the characteristics conventionally required for the liquid crystal display device. Has display characteristics.

5 is a photograph of a cell injected with the liquid crystal composition of Comparative Example 2 under crossed Nicols. 5 is a photograph of a cell injected with the liquid crystal composition of Example 2 under crossed Nicols.

The present invention provides a polymerizable compound represented by the general formula (i)

(In the general formula (i), A ⁱ² is a group (a) or a group (b) below.
(A) cyclopentane-1,2,3-triyl, cyclopentane-1,3,4-triyl, cyclohexane-1,3,4-triyl or cyclohexane-1,3,5-triyl (present in this group) One —CH ₂ — or two or more non-adjacent —CH ₂ — may be replaced with —O—, and one —CH ₂ CH ₂ — is replaced with —CH═CH—. at best, one of _-CH 2 CH <may be replaced by a -CH = C <.) and (b) benzene-1,3,4-triyl, benzene-1,3,5-triyl, Naphthalene-2,5,6-triyl, naphthalene-2,6,7-triyl, naphthalene-2,5,7-triyl, naphthalene-1,4,5-triyl, phenanthrene-3,6,9-triyl, Phenanthrene-1,3,7-triyl, phenanthrene-3,5,9-triyl, phenanthrene-2,7,9-triyl, phenanthrene-4,5,9-triyl or phenanthrene-4,6,9-triyl( One -CH= present in this group or two or more -CH= which are not adjacent to each other may be replaced with -N=.)
Represents a group selected from the group consisting of, the group (a) and the group (b) each independently represent an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, halogen, a cyano group, a nitro ^group, P i3 ^{-Sp i3} - or _{^{R il - (a il -L il}} ) ni1 - ( hydrogen atom in the alkyl group halogen, cyano group, a nitro group, and ^P i3 ^{-Sp i3} - in It may be substituted, and one or more —CH ₂ — present in the alkyl group may be replaced with —O—, —COO— or —OCO— so that the oxygen atom is not directly linked. , the present in the alkyl group one _-CH 2 CH ₂ - may be replaced by may be substituted with -CH = CH-), - or two or more _-CH 2 CH _2.
R ⁱ¹ is a hydrogen atom (when n ⁱ¹ described later is 0, it does not become a hydrogen atom), an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a halogen, a cyano group, nitro. represents a hydrogen atom in the alkyl group halogen, cyano group, a nitro group, and ^{P i3 -Sp} i3 - - group or ^P i3 ^{-Sp i3} may be substituted with, existing in the alkyl group One or more —CH ₂ — may be replaced with —O—, —COO— or —OCO— so that the oxygen atom is not directly linked, and one —CH ₂ present in the alkyl group. CH ₂ — or two or more —CH ₂ CH ₂ — may be substituted with —CH═CH—,
A ⁱ¹ is the following group (a), group (b) and group (c):
(A) 1,3-cyclopentyl group, 1,4-cyclohexyl group, 1,4-cyclohexylene group (one —CH ₂ — present in this group or two or more —CH ₂ which are not adjacent to each other). -May be replaced with -O-.)
(B) 1,4-phenylene group (one -CH= present in this group or two or more -CH= which are not adjacent to each other may be replaced with -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 may have one -CH= or two or more non-adjacent -CH=, which may be replaced with -N=.
Represents a group selected from the group consisting of, the group (a), the group (b) and the group (c) are each independently an alkyl group having 1 to 12 carbon atoms and a group having 1 to 12 carbon atoms. alkoxy group, a halogen, a cyano group, a nitro group, or ^{P i3 -Sp} i3 - (hydrogen atom in the alkyl group halogen, cyano group, a nitro group, and ^P i3 ^{-Sp i3} - may be substituted with, One or more —CH ₂ — present in the alkyl group may be replaced with —O—, —COO— or —OCO— so that the oxygen atom is not directly linked, and is present in the alkyl group. to one _-CH 2 CH ₂ - or two or more _-CH 2 CH ₂ -. is that may be substituted by -CH = CH-) may be replaced by,
L ⁱ¹ is 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, and in the above formula, z each independently represents an integer of 1 to 4),
P ⁱ¹ , P ⁱ² and P ⁱ³ each independently represent one of the following formulas (R-I) to (R-IX),

(In the formulas (R-I) to (R-IX), R ²¹ , R ³¹ , R ⁴¹ , R ⁵¹ and R ⁶¹ are each independently a hydrogen atom or an alkyl group having 1 to 5 carbon atoms. And W is a single bond, -O- or a methylene group, T is a single bond or -COO-, and p, t and q are each independently 0, 1 or 2.)
Sp ⁱ¹ , Sp ⁱ² and Sp ⁱ³ each independently represent 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 have an oxygen atom. It may be substituted with -O-, -OCO- or -COO- so as not to be directly adjacent to each other, and one or more hydrogen atoms in the alkylene group are halogen, cyano group, P ⁱ³ -Sp ⁱ³ -. or an alkyl group having 1 to 12 carbon atoms (the alkyl group is a halogen, cyano group, or ^{P i3 -Sp} i3 -. which in may be substituted) may be substituted with,
n ⁱ¹ is 0, 1, 2 or 3, ^R il in the same ^{molecule, A il, L il, P} i3, ^{if Sp i3} and ^{R a} are present in plural, plural ^{R il, A il} , L ^il , P ⁱ³ , Sp ⁱ³ and R ^a may be the same or different. )
The present invention provides a polymerizable liquid crystal composition containing one or more of the above, a polymerizable liquid crystal composition further containing a spontaneous alignment compound in addition to the polymerizable compound, and a liquid crystal display device using the polymerizable liquid crystal composition.

The present invention also provides a polymerizable compound represented by the general formula (ii).

(In the general formula (ii), R ⁱ² represents an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a halogen or a nitro group (wherein the hydrogen atom in the alkyl group is fluorine, It may be substituted with a cyano group or a nitro group, and one or more —CH ₂ — present in the alkyl group is —O—, —COO— or —OCO— so that an oxygen atom is not directly linked. may be replaced with, one _-CH 2 CH ₂ present in the alkyl group -, or two or more _-CH 2 CH ₂ - may be substituted by -CH = CH-,
A ⁱ² is the following group (a) and group (b)
(A) cyclopentane-1,2,3-triyl, cyclopentane-1,3,4-triyl, cyclohexane-1,3,4-triyl or cyclohexane-1,3,5-triyl (present in this group) One —CH ₂ — or two or more non-adjacent —CH ₂ — may be replaced with —O—, and one —CH ₂ CH ₂ — is replaced with —CH═CH—. Alternatively, one -CH ₂ CH< may be replaced with -CH=C<) and (b) benzene-1,3,4-triyl, benzene-1,3,5-triyl, Naphthalene-2,5,6-triyl, naphthalene-2,6,7-triyl, naphthalene-2,5,7-triyl, naphthalene-1,4,5-triyl, phenanthrene-3,6,9-triyl, Phenanthrene-1,3,7-triyl, phenanthrene-3,5,9-triyl, phenanthrene-2,7,9-triyl, phenanthrene-4,5,9-triyl or phenanthrene-4,6,9-triyl( One -CH= present in this group or two or more -CH= which are not adjacent to each other may be replaced with -N=.)
Represents a group selected from the group consisting of, the group (a) and the group (b) each independently represent an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, halogen, a cyano group, a nitro ^group, P i3 ^{-Sp i3} - or _{^{R i2 - (a il -L il}} ) ni1 - ( hydrogen atom in the alkyl group halogen, cyano group, a nitro group, and ^P i3 ^{-Sp i3} - in It may be substituted, and one or more —CH ₂ — present in the alkyl group may be replaced with —O—, —COO— or —OCO— so that the oxygen atom is not directly linked. , the present in the alkyl group one _-CH 2 CH ₂ - may be replaced by may be substituted with -CH = CH-), - or two or more _-CH 2 CH _2.
A ⁱ¹ is the following group (a), group (b) and group (c):
(A) 1,3-cyclopentyl group, 1,4-cyclohexyl group, 1,4-cyclohexylene group (one —CH ₂ — present in this group or two or more —CH ₂ which are not adjacent to each other). -May be replaced with -O-.)
(B) 1,4-phenylene group (one -CH= present in this group or two or more -CH= which are not adjacent to each other may be replaced with -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 may have one -CH= or two or more non-adjacent -CH=, which may be replaced with -N=.
Represents a group selected from the group consisting of, the group (a), the group (b) and the group (c) are each independently an alkyl group having 1 to 12 carbon atoms and a group having 1 to 12 carbon atoms. alkoxy group, a halogen, a cyano group, a nitro group, or ^{P i3 -Sp} i3 - (hydrogen atom in the alkyl group halogen, cyano group, a nitro group, and ^P i3 ^{-Sp i3} - may be substituted with, One or more —CH ₂ — present in the alkyl group may be replaced with —O—, —COO— or —OCO— so that the oxygen atom is not directly linked, and is present in the alkyl group. to one _-CH 2 CH ₂ - or two or more _-CH 2 CH ₂ -. is that may be substituted by -CH = CH-) may be replaced by,
L ⁱ¹ is 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, and in the above formula, z each independently represents an integer of 1 to 4),
P ⁱ¹ , P ⁱ² and P ⁱ³ each independently represent one of the following formulas (R-I) to (R-IX),

(In the formulas (R-I) to (R-IX), R ²¹ , R ³¹ , R ⁴¹ , R ⁵¹ and R ⁶¹ are each independently a hydrogen atom or an alkyl group having 1 to 5 carbon atoms. And W is a single bond, -O- or a methylene group, T is a single bond or -COO-, and p, t and q are each independently 0, 1 or 2.)
Sp ⁱ¹ , Sp ⁱ² and Sp ⁱ³ each independently represent 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 have an oxygen atom. It may be substituted with -O-, -OCO- or -COO- so as not to be directly adjacent to each other, and one or more hydrogen atoms in the alkylene group are halogen, cyano group, P ⁱ³ -Sp ⁱ³ -. or an alkyl group having 1 to 12 carbon atoms (the alkyl group is a halogen, cyano group, or ^{P i3 -Sp} i3 -. which in may be substituted) may be substituted with,
n ⁱ¹ is 0, 1, 2 or 3, ^R i2 in the same ^{molecule, A il, L il, P} i3, ^{if Sp i3} and ^{R a} are present in plural, plural ^{R i2, A il} , L ^il , P ⁱ³ , Sp ⁱ³ and R ^a may be the same or different. )
The polymerizable compound represented by the general formula (ii) provides a liquid crystal composition that imparts excellent vertical alignment properties to liquid crystal molecules and has excellent compatibility. In addition, the liquid crystal composition can align liquid crystal molecules vertically without requiring an alignment film.

The compound represented by the general formula (i) can be used alone, or two or more compounds can be used in combination. The kinds of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to the solubility at low temperature. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.

The lower limit of the preferred content of the compound represented by formula (i) is 0.01%, 0.04%, 0.07% with respect to the total amount of the composition of the present invention. , 0.1%, 0.13%, 0.16%, 0.2%, 0.23%, 0.26%, 0.3%, It is 0.33%, 0.36%, 0.40%, 0.45%. The preferable upper limit of the content is 3%, 2.5%, 2%, 1%, 0.9%, 0.8%, 0.7%. , 0.6% and 0.5%.

In order to improve the image sticking property of the composition of the present invention and maintain the vertical orientation, it is preferable that the lower limit value and the upper limit value are high. In particular, when the alignment film is not used and the spontaneous alignment compound is used in combination, the lower limit of the content of the compound represented by the general formula (i) is set to increase the vertical alignment property of the liquid crystal composition. Is improved, which is preferable. However, if the upper limit value is excessively increased, problems such as unpolymerized polymerizable compound remaining after irradiation with ultraviolet rays may occur, which is not preferable.

Further, when the composition of the present invention has high storage stability at low temperature and requires a composition with good temperature stability, it is preferable that the lower limit value is low and the upper limit value is low.

Further, when the polymerizable liquid crystal composition is dropped onto the substrate, in order to improve a drop mark that causes display unevenness at the dropped point, it is preferable to set the content range to an intermediate range.

The polymerizable compound of the present invention is represented by general formula (i).

In the above general formula (I), the preferable structure of A ⁱ² is cyclohexane-1,3,4-triyl or cyclohexane-1,3,5-triyl, benzene-1,3,4-triyl, benzene-1, 3,5-triyl, naphthalene-2,5,6-triyl, naphthalene-2,6,7-triyl, naphthalene-2,5,7-triyl, naphthalene-1,4,5-triyl, phenanthrene-3, 6,9-triyl, phenanthrene-1,3,7-triyl, phenanthrene-3,5,9-triyl, phenanthrene-2,7,9-triyl, phenanthrene-4,5,9-triyl or phenanthrene-4, 6,9-Triyl is preferable, and cyclohexane-1,3,5-triyl, benzene-1,3,5-triyl, naphthalene-2,5,7-triyl are particularly preferable. One -CH= or two or more non-adjacent -CH= present in these groups may be replaced by -N=. Further, these groups include an alkyl group having 1 to 12 carbon atoms, a halogenated alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms (provided that one or more groups present in the alkyl group are present. —CH ₂ — may be replaced with —O—, —COO— or —OCO— so that the oxygen atom is not directly linked.), halogen, cyano group, nitro group, P ⁱ³ —Sp ⁱ³ — or R ^il −(A ^il −L ^il ) _ni1 − may be substituted.
The preferred structure of R ⁱ¹ is an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a halogen, a cyano group or a nitro group, provided that at least one of the alkyl groups present in the alkyl group is present. —CH ₂ — may be replaced with —O—, —COO— or —OCO—, or fluorine so that the oxygen atom is not directly linked, and one —CH ₂ CH existing in the alkyl group may be replaced. ₂ - or two or more _-CH 2 CH ₂ - may be substituted by -CH = CH-, 1 one hydrogen atom in the alkyl group ^P i3 ^{-Sp i3} - may be substituted with.
As a preferable structure of A ⁱ¹ , a 1,4-cyclohexyl group, a 1,4-cyclohexylene group (one —CH ₂ — present in this group or two or more —CH ₂ — which are not adjacent to each other are -O-), 1,4-phenylene group, benzene-2,6,4-triyl, benzene-1,2,4-triyl (one -CH present in this group) = Or two or more -CH= which are not adjacent to each other may be replaced by -N=), and a naphthalene-2,6-diyl group, and L ⁱ¹ represents a single bond or -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} -, more preferably 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 — (In the formula, R ^a independently represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, and in the formula, z is 1 to 4 is preferable, and at least one in the molecule is other than a single bond, and the other is preferably a single bond, and one in the molecule is -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 - or -COO- _{(CH 2) z} - a and is preferably other is a single bond.

P ⁱ¹ , P ⁱ² and P ⁱ³ each independently represent any one of formula (R-I) to formula (R-IX), but in particular (R-I), (R-III) and (R- VIII) is preferred.

(In the formulas (R-I) to (R-IX), R ²¹ , R ³¹ , R ⁴¹ , R ⁵¹ and R ⁶¹ are each independently a hydrogen atom or an alkyl group having 1 to 5 carbon atoms. And W is a single bond, -O- or a methylene group, T is a single bond or -COO-, and p, t and q are each independently 0, 1 or 2.)
Sp ⁱ¹ , Sp ⁱ² and Sp ⁱ³ each independently represent 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 have an oxygen atom. It may be substituted with -O-, -OCO- or -COO- so as not to be directly adjacent to each other, and one or more hydrogen atoms in the alkylene group are halogen, cyano group, P ⁱ³ -Sp ⁱ³ -. or an alkyl group having 1 to 12 carbon atoms (the alkyl group is a halogen, cyano group, or ^P i3 ^{-Sp i3} - may be substituted with.) may be substituted with.

n ⁱ¹ represents 0, 1, 2 or 3, but 0, 1 or 2 is preferable, and 1 or 2 is preferable.

In the general formula (i), ^R il in the same ^{molecule, A il, L il, P} i3, ^{if Sp i3} and ^{R a} are present in plural, plural ^{R il, A il, L il} , P i3, Sp ⁱ³ and R ^a may be the same or different.

More specifically, the compound represented by formula (i) is preferably a compound selected from the group of compounds represented by formulas (i-1) to (i-35).

The composition of the present invention preferably contains one kind or two or more kinds of compounds selected from the compounds represented by the general formulas (N-1), (N-2) and (N-3). These compounds correspond to dielectrically negative compounds (the sign of Δε is negative and the absolute value thereof is larger than 2).

(In the formula, R ^N11 , R ^N12 , R ^N21 , R ^N22 , R ^N31, and R ^N32 each independently represent an alkyl group having 1 to 8 carbon atoms, and one of the alkyl groups or a non-adjacent 2 more than five -CH ₂ - are each independently -CH = CH -, - C≡C - , - O -, - CO -, - COO- or -OCO- may be substituted by,
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 — present in this group or adjacent thereto). Two or more —CH ₂ — that are not present may be replaced with —O—),
(B) 1,4-phenylene group (one -CH= present in this group or two or more -CH= which are not adjacent to each other may be replaced with -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=. ) And (d) represents a group selected from the group consisting of 1,4-cyclohexenylene groups, wherein the groups (a), (b), (c) and (d) are each independently cyano. A group, which 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 -, - represents CF = CF- or -C≡C-,
X ^N21 represents a hydrogen atom or a fluorine atom,
T ^N31 is -CH ₂ - represents an 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, and 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 formulas (N-1), (N-2) and (N-3), R ^N11 , R ^N12 , R ^N21 , R ^N22 , R ^N31 and R ^N32 each independently have 1 to 8 carbon atoms. Preferred are an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms or an alkenyloxy group having 2 to 8 carbon atoms, and 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 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.

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 it 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 linear alkoxy group having 1 to 4 carbon atoms and a linear alkenyl group having 2 to 5 carbon atoms are preferable. In order to stabilize the nematic phase, the total of carbon atoms and oxygen atoms, if present, is preferably 5 or less, and is preferably linear.

The alkenyl group is preferably selected from the 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 independently increase Δn, and fat is used to improve the response speed. Group 1, preferably, 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 is preferable, and More preferably, the structure of

It is more preferable to represent 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.

X ^N21 is preferably a fluorine atom.

T ^N31 is preferably an oxygen atom.

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

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

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

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

When a composition which keeps the viscosity of the composition of the present invention low and has a high response speed is required, it is preferable that the lower limit value is low and the upper limit value is low. Furthermore, when the composition of the present invention is required to have a high T _ni and a composition having good temperature stability, it is preferable that the lower limit value is low and the upper limit value is low. Further, 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 high 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} is 1 or ^{2, n NC11} is 0 or 1, n ^Nd11 represents 1 or 2, n ^Ne11 represents 1 or 2, n ^Nf12 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, Z ^Ne11 represents a single bond or ethylene, but at least one present in the molecule represents ethylene, and a plurality of A ^Ne11 , Z ^Ne11 , and/or present in the molecule. A ^Ng11 may be the same or different.)
More specifically, the compound represented by the general formula (N-1) is a compound selected from the compound group represented by the general formulas (N-1-1) to (N-1-22). preferable.

The compound represented by 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 the general formula (N-1).)
R ^N111 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and is preferably a propyl group, a pentyl group or a vinyl group. R ^N112 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 in combination of two or more compounds. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combination depending on the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.

When the improvement in Δε is important, it is preferable to set the content higher. When the solubility at low temperature is important, the content is set high, and the effect is high. When the T _ni is important, the content is high. The effect is high when is set low. Further, in the case of improving the dripping mark and the seizure property, it is preferable to set the content range to the middle.

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

Furthermore, the compound represented by formula (N-1-1) is a compound selected from the group of compounds represented by formula (N-1-1.1) to formula (N-1-1.25). It is preferable that the compounds are represented by formulas (N-1-1.1) to (N-1-1.4), and formulas (N-1-1.1) and formula (N) are preferable. The compound represented by -1-1.3) is preferable.

The compounds represented by the formulas (N-1-1.1) to (N-1-1.25) can be used alone or in combination, but the composition of the present invention can be used. 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 preferable upper limit of the content is 50%, 40%, 38%, 35%, 33%, 30%, 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% and 3%.

The compound represented by 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 the general formula (N-1).)
R ^N121 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group, a butyl group or a pentyl group. R ^N122 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 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 combination depending on the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.

When the improvement of Δε is important, it is preferable to set the content higher. When the solubility at low temperature is important, the content is low, the effect is high, and when T _ni is important, the content is high. The effect is high when is set to a high value. Further, in the case of improving the dripping mark and the seizure property, it is preferable to set the content range to the middle.

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

Furthermore, 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-1-2.25). Preferably, 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 The compounds represented by formula (N-1-2.13) and formula (N-1-2.20) are preferable, and when importance is attached to the improvement of Δε, formula (N-1-2.3) To the compound represented by the formula (N-1-2.7) are preferable, and in the case where improvement in T _ni is emphasized, the formula (N-1-2.10) and the formula (N-1-2.11) are preferable. And a compound represented by the formula (N-1-2.13) is preferable, and a compound represented by the formula (N-1-2.20) when the improvement in response speed is important. Is preferred.

The compounds represented by formula (N-1-2.1) to formula (N-1-2.25) can be used alone or in combination, but the composition of the present invention The lower limit of the preferred 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%, 35%. The preferable upper limit of the content is 50%, 40%, 38%, 35%, 33%, 30%, 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% and 3%.

The compound represented by 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 the general formula (N-1).)
R ^N131 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group. 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 a 1-propenyl group, an ethoxy group, a propoxy group or a butoxy group is preferable. ..

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

When the improvement in Δε is important, it is preferable to set the content higher. When the solubility at low temperature is important, the content is set high, and the effect is high. When the T _ni is important, the content is high. The effect is high when is set roughly. Further, in the case of improving the dripping mark and the seizure property, it is preferable to set the content range to the middle.

The lower limit of the preferred content of the compound represented by formula (N-1-3) based on the total amount of the composition of the present invention is 5%, 10%, 13%, and 15%. And 17% and 20%. The preferable upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 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 preferable that it is a compound represented by Formula (N-1-3.1) to (N-1-3.7) and 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). The compound represented by these is preferable.

The compounds represented by formula (N-1-3.1) to formula (N-1-3.4), formula (N-1-3.6) and formula (N-1-3.21) are independent. Can be used in combination with each other, or can be used in combination. However, the combination of the formula (N-1-3.1) and the formula (N-1-3.2), the formula (N-1-3.3). ), a combination of two or three kinds selected from the formula (N-1-3.4) and the formula (N-1-3.6). The lower limit of the preferable 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 preferable upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18 with respect to the total amount of the composition of the present invention. %, 15% and 13%.

The compound represented by 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-1).)
Independently R ^N141 and ^{R N142} are each an alkyl group having 1 to 5 carbon atoms, preferably an alkenyl group or an alkoxy group having 1 to 4 carbon atoms carbon atoms 4-5, methyl group, propyl group, ethoxy A 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 combination depending on the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.

When the improvement in Δε is important, it is preferable to set the content higher. When the solubility at low temperature is important, the content is set high, and the effect is high. When the T _ni is important, the content is high. The effect is high when is set low. Further, in the case of improving the dripping mark and the seizure property, it is preferable to set the content range to the middle.

The lower limit of the preferred content of the compound represented by formula (N-1-4) based on the total amount of the composition of the present invention is 3%, 5%, 7%, and 10%. , 13%, 15%, 17%, 20%. The preferable upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18 with respect to the total amount of the composition of the present invention. %, 15%, 13%, 11%, 10%, 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-1-4.24). It is preferable that the compounds are represented by formulas (N-1-4.1) to (N-1-4.4), and formulas (N-1-4.1) and (N-1-4.1) are preferable. -1-4.2) and compounds represented by the formula (N-1-4.4) are preferred.

The compounds represented by the formulas (N-1-4.1) to (N-1-4.24) can be used alone or in combination, but the composition of the present invention The lower limit of the preferred content of these compounds alone or with respect to the total amount is 3%, 5%, 7%, 10%, 13%, 15%, 17%. And 20%. The preferable upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18 with respect to the total amount of the composition of the present invention. %, 15%, 13%, 11%, 10%, 8%.

The compound represented by 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 the general formula (N-1).)
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, 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 combination depending on the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.

When the improvement of Δε is important, it is preferable to set the content higher, when the solubility at low temperature is important, the effect is high when the content is set low. When the T _NI is important, the content is high. The effect is high when is set to a high value. Further, in the case of improving the dripping mark and the seizure property, it is preferable to set the content range to the middle.

The lower limit of the preferred content of the compound represented by formula (N-1-5) based on the total amount of the composition of the present invention is 5%, 8%, 10%, 13%. , 15%, 17%, 20%. The preferable upper limit of the content is 35%, 33%, 30%, 28%, 25%, 23%, 20 with respect to the total amount of the composition of the present invention. %, 18%, 15%, 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-1-5.12). It is preferable that the compound is represented by the formula (N-1-5.1), the formula (N-1-5.2) and the compound represented by the formula (N-1-5.4).

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. It is also possible, 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%, 8%, 10%, 13%, 15%, 17% and 20%. The preferable upper limit of the content is 35%, 33%, 30%, 28%, 25%, 23%, 20 with respect to the total amount of the composition of the present invention. %, 18%, 15%, 13%.

The compound represented by 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 the general formula (N-1).)
R ^N1101 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and an ethyl group, a propyl group, a butyl group, a vinyl group or a 1-propenyl group is preferable. 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 is 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 combination depending on the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.

When the improvement in Δε is important, it is preferable to set the content higher. When the solubility at low temperature is important, the content is set high, and the effect is high. When the T _ni is important, the content is high. The effect is high when is set to a high value. Further, in the case of improving the dripping mark and the seizure property, it is preferable to set the content range to the middle.

The lower limit of the preferred content of the compound represented by formula (N-1-10) based on the total amount of the composition of the present invention is 5%, 10%, 13%, and 15%. And 17% and 20%. The preferable upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 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-1-1.14). It is preferable that the compounds are represented by formulas (N-1-10.1) to (N-1-10.5), and formulas (N-1-10.1) and (N-1-10.1) are also preferable. The compound represented by (1-1-10) is preferable.

Although the compounds represented by formula (N-1-10.1) and formula (N-1-10.2) can be used alone or in combination, the composition of the present invention can be used. The lower limit of the preferred content of these compounds alone or with respect to the total amount of is 5%, 10%, 13%, 15%, 17% and 20%. The preferable upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 18 with respect to the total amount of the composition of the present invention. %, 15% and 13%.

The compound represented by 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 the general formula (N-1).)
R ^N1111 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group, a butyl group, a vinyl group or a 1-propenyl group. 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 combination depending on the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.

When the improvement of Δε is important, it is preferable to set the content higher. When the solubility at low temperature is important, the content is low, the effect is high, and when T _ni is important, the content is high. The effect is high when is set to a high value. Further, in the case of improving the dripping mark and the seizure property, it is preferable to set the content range to the middle.

The lower limit of the preferred content of the compound represented by formula (N-1-11) based on the total amount of the composition of the present invention is 5%, 10%, 13%, and 15%. And 17% and 20%. The preferable upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 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 compound group represented by the formula (N-1-11.1) to the formula (N-1-11.14). It is preferable that the compounds are represented by formulas (N-1-11.1) to (N-1-11.14), and formulas (N-1-11.2 and formula (N- The compound represented by 1-11.4) is preferable.

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

The compound represented by 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 the general formula (N).)
R ^N1121 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group. R ^N1122 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 more 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 combination depending on the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.

When the improvement in Δε is important, it is preferable to set the content higher. When the solubility at low temperature is important, the content is set high, and the effect is high. When the T _ni is important, the content is high. The effect is high when is set roughly. Further, in the case of improving the dripping mark and the seizure property, it is preferable to set the content range to the middle.

The lower limit of the preferred content of the compound represented by formula (N-1-12) based on the total amount of the composition of the present invention is 5%, 10%, 13%, and 15%. And 17% and 20%. The preferable upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 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 the 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 is 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 more 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 combination depending on the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.

When the improvement in Δε is important, it is preferable to set the content higher. When the solubility at low temperature is important, the content is set high, and the effect is high. When the T _ni is important, the content is high. The effect is high when is set roughly. Further, in the case of improving the dripping mark and the seizure property, it is preferable to set the content range to the middle.

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

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

(In the formula, R ^N1141 and R ^N1142 each independently have the same meaning as R ^N11 and R ^N12 in the general 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 is 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 combination depending on the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.

When the improvement in Δε is important, it is preferable to set the content higher. When the solubility at low temperature is important, the content is set high, and the effect is high. When the T _ni is important, the content is high. The effect is high when is set roughly. Further, in the case of improving the dripping mark and the seizure property, it is preferable to set the content range to the middle.

The lower limit of the preferred content of the compound represented by formula (N-1-14) based on the total amount of the composition of the present invention is 5%, 10%, 13%, and 15%. And 17% and 20%. The preferable upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 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 the general formula (N).)
R ^N1151 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and is preferably an ethyl group, a propyl group or a butyl group. 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 more 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 combination depending on the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.

When the improvement in Δε is important, it is preferable to set the content higher. When the solubility at low temperature is important, the content is set high, and the effect is high. When the T _ni is important, the content is high. The effect is high when is set roughly. Further, in the case of improving the dripping mark and the seizure property, it is preferable to set the content range to the middle.

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

The compound represented by 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 the 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 is 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 combination depending on the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.

When the improvement in Δε is important, it is preferable to set the content higher. When the solubility at low temperature is important, the content is set high, and the effect is high. When the T _ni is important, the content is high. The effect is high when is set roughly. Further, in the case of improving the dripping mark and the seizure property, it is preferable to set the content range to the middle.

The lower limit of the preferred content of the compound represented by formula (N-1-16) based on the total amount of the composition of the present invention is 5%, 10%, 13%, and 15%. And 17% and 20%. The preferable upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 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 the 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 is 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 is 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 combination depending on the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.

When the improvement in Δε is important, it is preferable to set the content higher. When the solubility at low temperature is important, the content is set high, and the effect is high. When the T _ni is important, the content is high. The effect is high when is set roughly. Further, in the case of improving the dripping mark and the seizure property, it is preferable to set the content range to the middle.

The lower limit of the preferred content of the compound represented by formula (N-1-17) based on the total amount of the composition of the present invention is 5%, 10%, 13%, and 15%. And 17% and 20%. The preferable upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 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 the general formula (N).)
R ^N1181 is preferably an alkyl group having 1 to 5 carbon atoms or an alkenyl group having 2 to 5 carbon atoms, and 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 more 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 combination depending on the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.

When the improvement in Δε is important, it is preferable to set the content higher. When the solubility at low temperature is important, the content is set high, and the effect is high. When the T _ni is important, the content is high. The effect is high when is set roughly. Further, in the case of improving the dripping mark and the seizure property, it is preferable to set the content range to the middle.

The lower limit of the preferred content of the compound represented by formula (N-1-18) based on the total amount of the composition of the present invention is 5%, 10%, 13%, and 15%. And 17% and 20%. The preferable upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 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-1-18.1) to the formula (N-1-18.5). It is preferable that the compounds are represented by formulas (N-1-18.1) to (N-1-11.3.), and formulas (N-1-18.2 and formula (N- The compound represented by 1-18.3) is preferable.

The compound represented by 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 the general 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 combination depending on the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.

When the improvement in Δε is important, it is preferable to set the content higher. When the solubility at low temperature is important, the content is set high, and the effect is high. When the T _ni is important, the content is high. The effect is high when is set roughly. Further, in the case of improving the dripping mark and the seizure property, it is preferable to set the content range to the middle.

The lower limit of the preferred content of the compound represented by formula (N-1-20) based on the total amount of the composition of the present invention is 5%, 10%, 13%, and 15%. And 17% and 20%. The preferable upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 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 the 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 formula (N-1-21) may be used alone, or may be used in combination of two or more compounds. There are no particular restrictions on the types of compounds that can be combined, but they are used in appropriate combination depending on the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.

When the improvement in Δε is important, it is preferable to set the content higher. When the solubility at low temperature is important, the content is set high, and the effect is high. When the T _ni is important, the content is high. The effect is high when is set roughly. Further, in the case of improving the dripping mark and the seizure property, it is preferable to set the content range to the middle.

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

(In the formula, R ^N1221 and R ^N1222 each independently represent the same meaning as R ^N11 and R ^N12 in the 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 combination depending on the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.

When the improvement in Δε is important, it is preferable to set the content higher. When the solubility at low temperature is important, the content is set high, and the effect is high. When the T _ni is important, the content is high. The effect is high when is set roughly. Further, in the case of improving the dripping mark and the seizure property, it is preferable to set the content range to the middle.

The lower limit of the preferred content of the compound represented by formula (N-1-22) based on the total amount of the composition of the present invention is 1%, 5%, 10%, 13%. , 15%, 17% and 20%. The preferable upper limit of the content is 35%, 30%, 28%, 25%, 23%, 20%, 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). It is preferable that the compounds are represented by formulas (N-1-22.1) to (N-1-22.5), and formulas (N-1-22.1) to (N-) are preferable. The compound represented by 1-22.4) is preferable.

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

(In the formula, R ^N321 and R ^N322 each independently represent the same meaning as R ^N31 and R ^N32 in the general formula (N-3).)
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 more 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 combination depending on the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.

When the improvement in Δε is important, it is preferable to set the content higher. When the solubility at low temperature is important, the content is set high, and the effect is high. When the T _ni is important, the content is high. The effect is high when is set low. Further, in the case of improving the dripping mark and the seizure property, it is preferable to set the content range to the middle.

The lower limit of the preferred content of the compound represented by formula (N-3-2) based on the total amount of the composition of the present invention is 3%, 5%, 10%, 13%. , 15%, 17%, 20%, 23%, 25%, 27%, 30%, 33%, 35%. The preferable upper limit of the content is 50%, 40%, 38%, 35%, 33%, 30%, 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 compound group represented by the formula (N-3-2.1) to the formula (N-3-2.3). It is preferable to have.

The liquid crystal composition of the present invention preferably contains one kind or two or more kinds of the compound represented by the general formula (L). The compound represented by the general formula (L) corresponds to a dielectrically almost neutral compound (the value of Δε is −2 to 2). Therefore, the number of polar groups such as halogens in the molecule is preferably 2 or less, more preferably 1 or less, and preferably not.

(In the formula, R ^L1 and R ^L2 each independently represent an alkyl group having 1 to 8 carbon atoms, and one or non-adjacent two or more —CH ₂ — in the alkyl group are each independently. -CH=CH-, -C[identical to]C-, -O-, -CO-, -COO- or -OCO- may be substituted,
n ^L1 represents 0, 1, 2 or 3,
A ^L1 , A ^L2 and A ^L3 are each independently (a) a 1,4-cyclohexylene group (one —CH ₂ — present in this group or two or more —CH ₂ — which are not adjacent to each other). May be replaced with -O-) and (b) 1,4-phenylene group (one -CH= present in this group or two or more -CH= not adjacent to each other is -N). It may be replaced with =.)
(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=. )
Represents a group selected from the group consisting of, the above groups (a), (b) and (c) may each independently be 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 = N-N = CH -, - CH = CH -, - represents 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, they may be the same. May be the same or different but exclude the compounds represented by the general formulas (N-1), (N-2) and (N-3). )
The compounds represented by general formula (L) may be used alone or in combination. The kinds of compounds that can be combined are not particularly limited, but they are appropriately combined and used according to desired properties such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The type of compound used is, for example, one type in 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, and ten types. More than type.

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

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

When a composition which keeps the viscosity of the composition of the present invention low and has a high response speed is required, it is preferable that the lower limit value is high and the upper limit value is high. Furthermore, when the composition of the present invention has a high T _ni and a composition having good temperature stability is required, it is preferable that the lower limit value is high and the upper limit value is high. Further, 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.

Both R ^L1 and R ^L2 are preferably alkyl groups when the reliability is important, and alkoxy groups are preferred when the volatility of the compound is important, and the viscosity is important. In that case, at least one is preferably an alkenyl group.

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

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

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

n ^L1 is preferably 0 when importance is attached to the response speed, 2 or 3 is preferable for improving the maximum temperature of the nematic phase, and 1 is preferable for achieving a balance between them. Further, 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 preferably aliphatic in order to improve the response speed. 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 -Diyl group or 1,2,3,4-tetrahydronaphthalene-2,6-diyl group is preferable, and the following structure is more preferable.

It is more preferable to represent a trans-1,4-cyclohexylene group or a 1,4-phenylene group.

Z ^L1 and Z ^L2 are preferably single bonds when importance is attached to the response speed.

The compound represented by the general formula (L) preferably has 0 or 1 halogen atom in the molecule.

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

The compound represented by 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 combination depending on the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.

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

When a composition which keeps the viscosity of the composition of the present invention low and has a high response speed is required, it is preferable that the lower limit value is high and the upper limit value is high. Further, when the composition of the present invention has a high T _ni and a composition having good temperature stability is required, it is preferable that the lower limit value is moderate and the upper limit value is moderate. Further, 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 formula (L-1) is preferably a compound selected from the group of compounds represented by formula (L-1-1).

(In the formula, R ^L12 has the same meaning as in the general formula (L-1).)
The compound represented by General Formula (L-1-1) is a compound selected from the group of compounds represented by Formula (L-1-1.1) to Formula (L-1-1.3). Is preferably a compound represented by the formula (L-1-1.2) or the formula (L-1-1.3), and particularly preferably a compound represented by the formula (L-1-1.3). The compound is preferably

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

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

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

Furthermore, 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). It is preferable that the compound is represented by the formula (L-1-2.2) to the compound represented by the formula (L-1-2.4). Particularly, the compound represented by the formula (L-1-2.2) is preferable because the response speed of the composition of the present invention is particularly improved. Further, when obtaining T _ni higher than the response speed, it is preferable to use the compound represented by the formula (L-1-2.3) or the formula (L-1-2.4). The content of the compounds represented by formula (L-1-2.3) and formula (L-1-2.4) is not preferably 30% or more in order to improve the solubility at low temperature.

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

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

(In the formula, R ^L13 and R ^L14 each independently represent 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 preferred content of the compound represented by formula (L-1-3) based on the total amount of the composition of the present invention is 1%, 5%, 10%, 13%. , 15%, 17%, 20%, 23%, 25%, 30%. The preferable upper limit of the content is 60%, 55%, 50%, 45%, 40%, 37%, 35 with respect to the total amount of the composition of the present invention. %, 33%, 30%, 27%, 25%, 23%, 20%, 17%, 15%, 13%, 10 %.
Furthermore, the compound represented by the general formula (L-1-3) is a compound selected from the compound group represented by the formula (L-1-3.1) to the formula (L-1-3.13). It is preferable that the compound is represented by the formula (L-1-3.1), the formula (L-1-3.3) or the formula (L-1-3.4). In particular, the compound represented by the formula (L-1-3.1) is preferable because it improves the response speed of the composition of the present invention. Further, when obtaining T _ni 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 the compound represented by -1-3.12). The total of the compounds represented by formula (L-1-3.3), formula (L-1-3.4), formula (L-1-3.11) and formula (L-1-3.12). The content of is not preferably 20% or more in order to improve the solubility at low temperature.

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

The compound represented by General Formula (L-1) is preferably a compound selected from the group of compounds represented by 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 preferred content of the compound represented by formula (L-1-4) based on the total amount of the composition of the present invention is 1%, 5%, 10%, 13%. , 15%, 17%, 20%. The preferable upper limit of the content is 25%, 23%, 20%, 17%, 15%, 13%, 10 with respect to the total amount of the composition of the present invention. %.

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

Furthermore, 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 consisting of compounds represented by the formula (L-1 -4.2) or the compound represented by the formula (L-1 -5.2) is preferable.

The lower limit of the preferred content of the compound represented by formula (L-1-4.2) based on the total amount of the composition of the present invention is 1%, 2%, 3%, 5%, 7%, 10%, 13%, 15%, 18%, 20%. The preferable upper limit of the content is 20%, 17%, 15%, 13%, 10%, 8%, 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-) It is preferable to combine two or more compounds selected from the compounds represented by formula (L-1-3.11) and formula (L-1-3.11), and formula (L-1 -1.3), formula (L-1-2.2), formula (L-1-3.1), formula (L-1-3.3), formula (L-1-3.4) and It is preferable to combine two or more compounds selected from the compounds represented by formula (L-1-4.2), and the preferable lower limit of the total content of these compounds is the composition of the present invention. 1%, 2%, 3%, 5%, 7%, 10%, 13%, 15%, 18% with respect to the total amount of , 20%, 23%, 25%, 27%, 30%, 33%, 35%, the upper limit being relative to the total amount of the composition of the present invention. , 80%, 70%, 60%, 50%, 45%, 40%, 37%, 35%, 33%, 30% , 28%, 25%, 23%, 20%. When importance is placed on the reliability of the composition, the 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 following, and when the response speed of the composition is emphasized, they are represented by the formula (L-1-1.3) and the formula (L-1-2.2). It is preferable to combine two or more compounds selected from the above compounds.
The compound represented by formula (L-1) is preferably a compound selected from the group of compounds represented by formula (L-1-6).

(In the formula, R ^L17 and R ^L18 each independently represent a methyl group or a hydrogen atom.)
The lower limit of the preferred content of the compound represented by formula (L-1-6) based on the total amount of the composition of the present invention is 1%, 5%, 10%, 15%. , 17%, 20%, 23%, 25%, 27%, 30%, 35%. The preferable upper limit of the content is 60%, 55%, 50%, 45%, 42%, 40%, 38 with respect to the total amount of the composition of the present invention. %, 35%, 33%, 30%.

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

The compound represented by 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. The alkoxy groups of the numbers 1 to 4 are preferable.

The compound represented by the general formula (L-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 combination depending on the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.

When the solubility at low temperature is important, the effect is high when the content is set high. On the contrary, when the response speed is important, the effect is high when the content is low. Further, in the case of improving the dripping mark and the seizure property, it is preferable to set the content range to the middle.

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

Furthermore, the compound represented by General Formula (L-2) is preferably a compound selected from the group of compounds represented by Formula (L-2.1) to Formula (L-2.6), The compounds represented by formula (L-2.1), formula (L-2.3), formula (L-2.4) and formula (L-2.6) are preferable.

The compound represented by 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 the 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 combination depending on the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.

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

When obtaining a high birefringence index higher effective to set a higher content, on the contrary, when importance is attached to high T _ni is highly effective Setting content lower. Further, in the case of improving the dripping mark and the seizure property, it is preferable to set the content range to the middle.

Furthermore, the compound represented by General Formula (L-3) is preferably a compound selected from the group of compounds represented by Formula (L-3.1) to Formula (L-3.7), A compound represented by formula (L-3.5) to (L-3.2) is preferable.

The compound represented by 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 the 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. The alkoxy groups of the numbers 1 to 4 are 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 combination depending on the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.

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

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

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

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

When both the compound represented by the formula (L-4.1) and the compound represented by the formula (L-4.2) are contained, both compounds are contained in the total amount of the composition of the present invention. The lower limit of the preferable content is 15%, 19%, 24% and 30%, and the preferable 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), and the compound represented by the formula (L-4.4). It is preferable that it is a compound represented by these.

Depending on the required properties such as solubility at low temperature, transition temperature, electrical reliability, and birefringence, even if the compound represented by the formula (L-4.4) is contained, -4.5), even if it contains both the compound represented by formula (L-4.4) and the compound represented by formula (L-4.5) It 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) is 3% with respect to the total amount of the composition of the present invention. Yes, 7%, 9%, 11%, 12%, 13%, 18%, 21%. Preferred upper limit values are 45, 40%, 35%, 30%, 25%, 23%, 20%, 18%, 15%, 13 %, 10%, 8%.

In the case of containing both the compound represented by the formula (L-4.4) and the compound represented by the formula (L-4.5), both compounds are contained in the total amount of the composition of the present invention. The lower limit of the preferable content is 15%, 19%, 24% and 30%, and the preferable 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 compound represented by the formula (L-4. The compound represented by 9) is preferable.

The compound represented by 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. The alkoxy groups of the numbers 1 to 4 are 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 combination depending on the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.

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

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

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

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), and particularly preferably the formula (L-5) It is preferably a compound represented by L-5.7).

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

The compound represented by 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 ^{XL 62} 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 combination depending on the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, four types, and five or more types in one embodiment of the present invention.

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

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

The kinds of compounds that can be combined are not particularly limited, but it is preferable to contain 1 to 3 kinds of these compounds, and it is more preferable to contain 1 to 4 kinds. In addition, since a compound having a wide molecular weight distribution is effective for solubility, for example, one kind of the compound represented by the formula (L-6.1) or (L-6.2) or the compound represented by the formula (L-6.2) is used. 6.4) or one type from the compound represented by (L-6.5), one type from the compound represented by the formula (L-6.6) or the formula (L-6.7), or the formula (L It is preferable to select one kind of compound from the compounds represented by -6.8) or (L-6.9) and combine them appropriately. Among them, it is represented by the formula (L-6.1), the formula (L-6.3), the formula (L-6.4), the formula (L-6.6), and the formula (L-6.9). 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). It is preferably a compound represented by L-6.11).

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

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

(In the formula, R ^L71 and R ^L72 each independently represent the same meaning as R ^L1 and R ^L2 in the general formula (L), and A ^L71 and A ^L72 are each independently A ^L2 in the general formula (L) and It has the same meaning as A ^L3 , but the hydrogen atoms on A ^L71 and A ^L72 may be each independently substituted by a fluorine atom, and Z ^L71 has 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 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, hydrogen atoms on A ^L71 and A ^L72 may be independently substituted by a fluorine atom, and Z ^L71 is a single group. A bond or COO- is preferred, a single bond is preferred, and X ^L71 and ^{XL 72} are preferably hydrogen atoms.

The types of compounds that can be combined are not particularly limited, but they are combined according to the required performance such as solubility at low temperature, transition temperature, electrical reliability, and birefringence. The types of compounds used are, for example, one type, two types, three types, and four types in one embodiment of the present invention.

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

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

It is preferable to increase the content of the compound represented by the formula (L-7) when an embodiment having a high T _ni of the composition of the present invention is desired. It is preferable to use a small amount.

Furthermore, 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 compound represented by the formula (L-7. The compound represented by 2) is preferable.

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), and the compound represented by the formula (L-7. It is preferably a compound represented by 11).

Furthermore, the compound represented by General Formula (L-7) is a compound represented by Formula (L-7.21) to Formula (L-7.23). The compound represented by the formula (L-7.21) is preferable.

Furthermore, the compound represented by General Formula (L-7) is preferably a compound represented by Formula (L-7.31) to Formula (L-7.34), and formula (L-7. 31) or/and a compound represented by the formula (L-7.32) are preferred.

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 compound represented by the formula (L-7. 41) and/or a compound represented by the formula (L-7.42) are preferred.

Furthermore, the compound represented by General Formula (L-7) is preferably a compound represented by Formula (L-7.51) to Formula (L-7.53).

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

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

It is preferable that the composition of the present invention does not contain a compound having a structure in which oxygen atoms are bonded to each other such as a peracid (—CO—OO—) structure in the molecule.

When importance is placed on the reliability and long-term stability of the composition, the content of the compound having a carbonyl group is preferably 5% or less, and more preferably 3% or less with respect to the total mass of the composition. It is more preferably 1% or less, and most preferably substantially not contained.

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

It is preferable to increase the content of the compound in which all the ring structures in the molecule are 6-membered rings, and the content of the compound in which all the ring structures in the molecule are 6-membered rings is 80 relative to the total mass of the composition. % Or more, more preferably 90% or more, still more preferably 95% or more, and the composition is composed of only the compound in which all the ring structures in the molecule are all 6-membered rings. Most preferably.

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

When importance is attached to the improvement of viscosity and the improvement of T _ni , the content of a compound having a 2-methylbenzene-1,4-diyl group in which a hydrogen atom may be replaced by a halogen in the molecule is reduced. Is preferable, and the content of the compound having the 2-methylbenzene-1,4-diyl group in the molecule is preferably 10% or less, and more preferably 8% or less with respect to the total mass of the composition. It is preferably 5% or less, more preferably 3% or less, and further preferably substantially not contained.

In the present application, “substantially free from” means not containing except an unintentional inclusion.

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

The average elastic constant (K _AVG ) of the liquid crystal composition used in the present invention is preferably 10 to 25, and the lower limit value thereof is preferably 10, preferably 10.5, preferably 11 and 11.5. , 12 are preferred, 12.3 are preferred, 12.5 are preferred, 12.8 is preferred, 13 is preferred, 13.3 is preferred, 13.5 is preferred, 13.8 is preferred, 14 is preferred, 14 .3 is preferred, 14.5 is preferred, 14.8 is preferred, 15 is preferred, 15.3 is preferred, 15.5 is preferred, 15.8 is preferred, 16 is preferred, 16.3 is preferred, 16 .5 is preferable, 16.8 is preferable, 17 is preferable, 17.3 is preferable, 17.5 is preferable, 17.8 is preferable, 18 is preferable, and its upper limit value is preferably 25 and 24.5. Is preferred, 24 is preferred, 23.5 is preferred, 23 is preferred, 22.8 is preferred, 22.5 is preferred, 22.3 is preferred, 22 is preferred, 21.8 is preferred, and 21.5 is preferred. 21.3 is preferable, 21 is preferable, 20.8 is preferable, 20.5 is preferable, 20.3 is preferable, 20 is preferable, 19.8 is preferable, 19.5 is preferable, and 19.3 is preferable. , 19 are preferred, 18.8 is preferred, 18.5 is preferred, 18.3 is preferred, 18 is preferred, 17.8 is preferred, 17.5 is preferred, 17.3 is preferred, and 17 is preferred. When importance is placed on reduction of power consumption, it is effective to reduce the amount of light of the backlight, and it is preferable that the liquid crystal display element has improved light transmittance. For that purpose, the value of K _AVG should be set low. preferable. When the improvement in response speed is important, it is preferable to set the value of K _AVG higher.

The polymerizable liquid crystal composition according to the present invention preferably further contains a spontaneous alignment compound in order to impart vertical alignment properties. The spontaneous orientation compound is a compound that controls the orientation of the liquid crystal composition without using a conventional liquid crystal orientation film such as polyimide on one or both of the substrates.

The spontaneously orienting compound is mainly used by being added to a liquid crystal composition, and a member (electrode (for example, ITO)), substrate (for example, glass substrate, acrylic substrate, transparent substrate) that directly contacts a liquid crystal layer containing the liquid crystal composition. , Flexible substrates, etc.), resin layers (eg, color filters, alignment films, overcoat layers, etc.), insulating films (eg, inorganic material films, SiNx, etc.)), and the homeostasis of liquid crystal molecules in the liquid crystal layer. It has a function of inducing a tropic array or homogeneous orientation. Particularly preferred is a compound capable of aligning the liquid crystal composition vertically or substantially vertically to the substrate.

The spontaneous orientation compound has a polymerizable group for polymerization, a mesogenic group similar to a liquid crystal molecule, an adsorption group capable of interacting with a member in direct contact with the liquid crystal layer, and a bending group for inducing the orientation of the liquid crystal molecule. It is preferable to have.

The spontaneously orienting compound is preferably a compound represented by the following general formula (SAL).

(In the above formula, ^Pal is a general formula (P-I)-general formula (P-IX).

(In the formula, R ^p11 and R ^p12 each independently represent a hydrogen atom, an alkyl group having 1 to 5 carbon atoms or a halogenated alkyl group having 1 to 5 carbon atoms, W ^p11 is a single bond, —O -, -COO- or a methylene group is represented, and p and ^tp11 each independently represent 0, 1 or 2.)
Represents a group represented by
Sp ^a1 represents a single bond or a linear or branched alkylene group having 1 to 20 carbon atoms, and one alkylene group or two or more non-adjacent —CH ₂ — groups are each independently. And may be substituted by -CH=CH-, -C≡C-, -O-, -CO-, -COO- or -OCO-,
T represents an adsorption group,
MG represents a mesogenic group,
Cg represents a hydrogen atom, adsorbing group represents -Sp ^al -P ^al or a linear or branched alkylene group having 1 to 20 carbon atoms, 2 or more that is not one or adjacent in the alkylene group —CH ₂ — may be each independently substituted by —CH═CH—, —C≡C—, —O—, —CO—, —COO— or —OCO—, and Cg, MG and any of the T may be substituted by a polymerizable group ^-Sp al ^{-P al,}
n ^sal1 , n ^sal2, and n ^sal3 each independently represent a natural number of 1 to 5. )
Polymerizable group according to the present invention is a group represented by P ^al, combined with other structures directly or through if necessary spacer group. Polymerizable ^group, P ^{al -Sp} al - is preferably represented by.

^Pal is a group selected from the group represented by the following general formulas (P-I) to (P-IX), more preferably the general formula (P-I). ..

(In the formula, R ^p11 and R ^p12 each independently represent a hydrogen atom, an alkyl group having 1 to 5 carbon atoms or a halogenated alkyl group having 1 to 5 carbon atoms, W ^p11 is a single bond, —O -, -COO- or a methylene group is represented, and p and ^tp11 represent 0, 1 or 2.)
In spontaneous orientation compounds according to the present invention, P ^{al -Sp} al ^- it is mesogenic groups may be bonded to an adsorptive group and / or bending group.

Further, in the spontaneously orienting compound according to the present invention, the polymerizable group is preferably bonded directly to the mesogen group, the adsorption group or the bending group or via a spacer group, and directly to the mesogen group or the adsorption group. Alternatively, it is more preferable to bond via a spacer group.

The spacer group (Sp ^a1 ) preferably represents a single bond or a linear or branched alkylene group having 1 to 20 carbon atoms, and a single bond or linear chain having 1 to 20 carbon atoms. It is more preferable to represent an alkylene group, and it is more preferable to represent a single bond or a linear alkylene group having 2 to 10 carbon atoms. Further, in the spacer group ^{(Sp al),} 1 one or non-adjacent two or more -CH ₂ in the alkylene group - are each independently, -CH = CH -, - C [identical to] C -, - It may be substituted by O-, -CO-, -COO- or -OCO-.

In spontaneous orientation compounds according to the present invention, the polymerizable group (P ^{al -Sp al -)} number of, preferably 1 to 5 or less, more preferably 1 to 4, 2 to 4 Is more preferred, 2 or 3 is more preferred, and 2 is even more preferred.

P ^{al -Sp} al ^- hydrogen atoms in the polymerizable group, may be substituted with an adsorptive group and / or bending group.

The mesogenic group according to the present invention refers to a group having a rigid portion, for example, one having at least one cyclic group, preferably having 2 to 4 cyclic groups, and a cyclic group. It is more preferable to have 3 to 4 groups, and the cyclic group may be linked by a linking group if necessary. The mesogenic group preferably has a skeleton similar to that of the liquid crystal compound used in the liquid crystal layer.

In addition, in the present specification, the “cyclic group” refers to an atomic group in which constituent atoms are cyclically bonded, and includes a carbocycle, a heterocycle, a saturated or unsaturated cyclic structure, a monocyclic, bicyclic structure, and a polycyclic ring. Includes formula structures, aromatics, non-aromatics, and the like. The cyclic group may contain at least one hetero atom and may be further substituted with at least one substituent (halogen atom, reactive functional group, organic group (alkyl, aryl, etc.). When the group is monocyclic, the mesogenic group preferably contains two or more monocycles.

The mesogen group is preferably represented by, for example, general formula (AL).

^{(Wherein, Z AL} is a single bond, -CH = CH -, - CF = CF -, - C≡C -, - COO -, - OCO -, - OCOO -, - CF 2 O -, - OCF 2 _{-, - CH = CHCOO -,} - OCOCH = CH -, - CH 2 -CH 2 COO -, - OCOCH 2 -CH 2 -, - CH = C (CH 3) COO -, - OCOC (CH 3) = CH _{-, - CH 2 -CH (CH} 3) COO -, - OCOCH (CH 3) -CH 2 -, - OCH 2 CH 2 O- or represents an alkylene group having 1 to 20 carbon atoms, in the alkylene radical One or two or more non-adjacent —CH ₂ — may be substituted with —O—, —COO— or —OCO—,
A ^AL represents a divalent cyclic group,
One or more hydrogen atoms in Z ^AL and A ^AL may each independently be substituted with a halogen atom, an adsorbing group, P ^al —Sp ^al — or a monovalent organic group,
When a plurality of Z ^AL and A ^AL are present, they may be the same or different from each other,
m ^AL represents an integer of 1 to 5,
The * at the left end and the * at the right end in the above formula represent a bond. )
In formula (AL), Z ^AL is preferably a single bond or an alkylene group having 2 to 20 carbon atoms, and more preferably a single bond or an alkylene group having 2 to 10 carbon atoms. One or two or more non-adjacent —CH ₂ — in the above alkylene group may be substituted with —O—, —COO— or —OCO—. Further, for the purpose of linearity of the rod-shaped molecule, a single bond, which is a form in which rings are directly connected, or a form in which the number of atoms directly connecting rings is an even number, is preferable. For example, in the case of —CH ₂ —CH ₂ COO—, the number of atoms that directly connect the rings is four.

In the general formula (AL), the cyclic group that A ^AL can take is a 1,4-phenylene group, a 1,4-cyclohexylene group, a 1,4-cyclohexenyl group, a tetrahydropyran-2,5-diyl group, 1,3-dioxane-2,5-diyl group, tetrahydrothiopyran-2,5-diyl group, thiophene-2,5-diyl group, 1,4-bicyclo(2,2,2)octylene group, decahydro Naphthalene-2,6-diyl group, pyridine-2,5-diyl group, pyrimidine-2,5-diyl group, pyrazine-2,5-diyl group, thiophene-2,5-diyl group-, 1,2, 3,4-tetrahydronaphthalene-2,6-diyl group, 2,6-naphthylene group, phenanthrene-2,7-diyl group, 9,10-dihydrophenanthrene-2,7-diyl group, 1,2,3,3 4,4a,9,10a-octahydrophenanthrene-2,7-diyl group, 1,4-naphthylene group, benzo[1,2-b:4,5-b']dithiophene-2,6-diyl group, Benzo[1,2-b:4,5-b']diselenophen-2,6-diyl group, [1]benzothieno[3,2-b]thiophene-2,7-diyl group, [1]benzoselenopheno It is preferable to represent one kind of structure selected from the group consisting of [3,2-b]selenophene-2,7-diyl group and fluorene-2,7-diyl group, and these structures are unsubstituted or substituted. , 1,4-phenylene group, 1,4-cyclohexylene group, 2,6-naphthylene group or phenanthrene-2,7-diyl group is more preferable, 1,4-phenylene group or 1,4- A cyclohexylene group is preferred. Also, one or more hydrogen atoms of the halogen atom in the cyclic group, adsorptive group, P ^{al -Sp} al ^- may be substituted with or a monovalent organic group.

In the general formula (AL), the monovalent organic group is a group having a chemical structure formed by the organic compound being in the form of a monovalent group, and is formed by removing one hydrogen atom from the organic compound. Refers to an atomic group, for example, an alkyl group having 1 to 15 carbon atoms, an alkenyl group having 2 to 15 carbon atoms, an alkoxy group having 1 to 14 carbon atoms, an alkenyloxy group having 2 to 15 carbon atoms, and the like. And an alkyl group having 1 to 15 carbon atoms or an alkoxy group having 1 to 14 carbon atoms is preferable. Further, one or two or more non-adjacent —CH ₂ — in the above alkyl group, alkenyl group, alkoxy group, and alkenyloxy group may be substituted with —O—, —COO— or —OCO—. Further, the monovalent organic group may have a role as a bending group described later.

In the general formula (AL), m ^AL is preferably an integer of 2 to 4.

Among the above mesogen groups, a particularly preferable form is represented by the following general formula (AL-1) or (AL-2), and the formula (AL-1) is more preferable.

(In the ^formula, X ^{AL1 to X AL18} are each independently a hydrogen atom, a halogen ^atom, P al ^{-Sp al} -, represents an adsorption group or bend group, ring A and ring B are each independently a cyclohexane ring Or represents a benzene ring,
Any one kind or two or more kinds of X ^{al1 to} X ^al18 is substituted with the adsorption group,
Any one or two or more of ^{Xal1 to Xal18} are substituted with the bending group,
The adsorptive group and said bending group wherein ^P al ^{-Sp al} - may be substituted with,
Having one or more - formula (AL-1) or general formula (AL-2) of the ^P al ^{-Sp al,} respectively. )
In the above formulas ^{(AL-1), X al1} or ^X AL8 is preferably at least one ^{to X AL12} or more is replaced with adsorption ^group, at least one or more ^{X AL1} or ^{X AL10} Is more preferably substituted by an adsorptive group. In this case, the suction group ^P al ^{-Sp al} - may be substituted for. Particularly, when Ring A is a cyclohexane ring, it is preferable that X ^al10 is substituted with an adsorptive group.

In the above formulas ^(AL-1), at least one or preferably two or more is replaced with the polymerizable ^group, either ^{X Al9} or ^{X AL11 is} P al ^{-Sp al} of X ^{AL6 to X AL14} More preferably, it is replaced with -.

In the above formulas ^(AL-1), preferably the ^{X al1 ~X al3, X al6 ~X} al14, X al17 least one ^{to X AL18} or more is replaced with the bending ^{group, X} AL1 to X ^{al3, X al6 ~X al9, X} al11 ~X al14 or at least one or more ^X AL17 ^{to X AL18} preferably be substituted on the bending group. It is more preferable that X ^al1 is substituted with a bending group, and any one of X ^{al6 to} X ^al9 or X ^{al11 to} X ^al14 is substituted with a bending group. In this case, it is more preferable that the former bending group in ^Xal1 has more carbon atoms than the latter bending group. Bending group ^P al ^{-Sp al} - may be substituted for.

In the above formula ^(AL-2), it is preferable that more than at least one or two of ^{X AL1} or ^X AL6 ^{to X AL10} is replaced by a suction ^{group, X AL1} or ^{X AL8} is substituted with an adsorptive group Is more preferable. In this case, the adsorption group ^P al ^{-Sp al} - may be substituted for. Particularly, when Ring A is a cyclohexane ring, it is preferable that ^Xal8 is substituted with an adsorptive group.

In the above formula ^(AL-2), or any one or two of X ^{AL6 to X AL10 is} P al ^{-Sp al} - is preferably substituted in ^either one of ^{X AL7} or ^{X Al9} is P it is more preferably substituted in the - ^al -Sp ^al.

In the above formula ^(AL-2), at least one ^or two or more P al ^{-Sp al} of ^X al6 ~X al10 - is preferably substituted in either one ^{of X AL7} or ^{X AL4} is ^{P al} More preferably, it is substituted with -Sp ^al- .

In the above formula (AL-2), it is preferable that at least one kind or two or more kinds of X ^{al1 to} X ^al7 or X ^{al9 to} X ^al14 is substituted with a bending group, and X ^al1 , X ^{al4 to} X ^al7 or X. it is preferred ^{that al9} least one to X ^AL12 or more is replaced with the bending group. It is more preferable that X ^a11 is substituted with a bending group, and any one of X ^{al4 to} X ^al7 or X ^{al9 to} X ^al12 is substituted with a bending group. In this case, it is more preferable that the former bending group in ^Xal1 has more carbon atoms than the latter bending group. Bending group ^P al ^{-Sp al} - may be substituted for.

The following formulas (AL-1-1) to (AL-2-3) are mentioned as preferable forms of the mesogen group. The general formula (AL) is a structure in which two hydrogen atoms in these structures are eliminated.

One or more hydrogen atoms in the cyclohexane ring, benzene ring, pyran ring or dioxane ring in these general formulas (AL-1-1) to (AL-2-3) are halogen atoms or ^Pal-. Sp ^al- may be substituted with a monovalent organic group (for example, an alkyl group having 1 to 15 carbon atoms, an alkoxy group having 1 to 14 carbon atoms), an adsorption group or a bending group.

Among the above mesogen groups, preferred forms are general formula (AL-1-1), general formula (AL-1-4), general formula (AL-1-7), general formula (AL-2-1) or general formula (AL-1-7). It is a structure represented by formula (AL-2-3), represented by general formula (AL-1-4), general formula (AL-1-7) or general formula (AL-2-3). The structure is represented by the general formula (AL-1-4) or the general formula (AL-1-7).

The adsorptive group according to the present invention is a group having a role of adsorbing with an adsorbent such as a substrate, a film or an electrode. Adsorption is generally classified into chemical adsorption in which a chemical bond (covalent bond, ionic bond or metal bond) is formed to adsorb between the adsorbent and the adsorbate, or physical adsorption other than the chemical adsorption. Although the chemical adsorption may be either chemical adsorption or physical adsorption, it is preferable that the adsorption is performed with the adsorbent by physical adsorption. Therefore, the adsorption group according to the present invention is preferably a group capable of physically adsorbing to the adsorption medium, and more preferably the adsorption group is bonded to the adsorption medium by intermolecular force. Examples of the form of bonding with the adsorbent by the intermolecular force include bonding with the adsorbent by an interaction such as permanent dipole, permanent quadrupole, dispersive force, charge transfer force or hydrogen bond. A preferred form of the adsorptive group according to the present invention is a form capable of binding to an adsorbent by hydrogen bonding. In this case, the adsorptive group according to the present invention may be a donor or an acceptor of protons intervening hydrogen bond, or may be both.

The adsorptive group according to the present invention is preferably a group containing a polar element having an atomic group in which a carbon atom and a hetero atom are linked. The polar element as used herein refers to an atomic group in which a carbon atom and a hetero atom are directly linked. The hetero atom is preferably at least one selected from the group consisting of N, O, S, P, B and Si, and at least one selected from the group consisting of N, O and S. Preferably, it is at least one selected from the group consisting of N and O, and is preferably O.

Further, in the spontaneous orientation compound according to the present invention, the valence of the polar element according to the present invention is not particularly limited, such as monovalent, divalent, and trivalent, and the number of polar elements in the adsorptive group is also particularly limited. There is nothing.

In the spontaneously orienting compound according to the present invention, the number of the adsorbing groups in the molecule is preferably 1 to 8, more preferably 1 to 4, and still more preferably 1 to 3.

Incidentally, the adsorption group according to the present ^invention, P al ^{-Sp al} - and bent groups are excluded.

The adsorptive group according to the present invention contains one or more polar elements, and the adsorptive group is roughly classified into a cyclic group type and a chain group type. The cyclic radical type is a form including a cyclic group with a cyclic structure containing a polar element in its structure, and the chain radical type includes a cyclic group with a cyclic structure containing a polar element in its structure There is no form. The chain group is a form having a polar element in a linear or branched chain group, and may have a cyclic structure which does not include a polar element in a part thereof.

The form in which the adsorptive group according to the present invention contains a cyclic group means a form in which at least one polar element is contained in a cyclic atomic arrangement. The cyclic group in the present specification is as described above. Therefore, in the case where the adsorptive group according to the present invention has a form containing a cyclic group, it only needs to contain a cyclic group containing a polar element, and the whole adsorptive group may be branched or linear. ..

The form in which the adsorptive group according to the present invention is a chain group means that there is no cyclic atomic arrangement containing a polar element in the molecule and at least one polar element is in a linear atomic arrangement (may be branched). Means the forms involved. The chain group in the present specification refers to an atomic group in which the constituent atoms have a linear (may be branched) bond without a cyclic atomic arrangement in the structural formula, and refers to an acyclic group. .. In other words, it means a linear or branched aliphatic group, which may contain either a saturated bond or an unsaturated bond, and includes, for example, alkyl, alkenyl, alkoxy, ester, ether or ketone, and at least one It is a concept that it may be substituted with a substituent (reactive functional group (vinyl group, acryl group, methacryl group, etc.), or chain organic group (alkyl, cyano, etc.). It may be chain-like or branched.

The adsorptive group according to the present invention preferably has a chain group or a cyclic group, is preferably a chain group when importance is attached to the adsorptivity, and is preferably a cyclic group from the viewpoint of stability with respect to the liquid crystal composition.

When the adsorptive group according to the present invention is a cyclic group, a heteroaromatic group having 3 to 20 carbon atoms (including a condensed ring) or a heteroaliphatic group having 3 to 20 carbon atoms (including a condensed ring) ) Is more preferable, a heteroaromatic group having 3 to 12 carbon atoms (including a condensed ring) or a heteroaliphatic group having 3 to 12 carbon atoms (including a condensed ring) is more preferable, and a 5-membered ring hetero group. It is even more preferable to represent an aromatic group, a 5-membered heteroaliphatic group, a 6-membered heteroaromatic group or a 6-membered heteroaliphatic group, and the hydrogen atom in these ring structures is a halogen atom or the number of carbon atoms. It may be substituted with a linear or branched alkyl group of 1 to 5 or an alkyloxy group.

When the adsorptive group according to the present invention is a chain group, it is preferable that a hydrogen atom or —CH ₂ — in a linear or branched alkyl group having 1 to 20 carbon atoms is substituted with a polar element. , one or non-adjacent two or more -CH ₂ in the alkyl group - is, -CH = CH -, - C≡C -, - O -, - CO -, - COO -, - OCO- Alternatively, it may be substituted by -OCO-COO-. Further, when the adsorptive group according to the present invention is a chain group, it is preferable that the end portion contains a polar element or contains two or more polar elements.

The hydrogen atom of the adsorptive group according to the present invention may be replaced with a polymerizable group.

The types of polar elements according to the present invention include, specifically, polar elements containing oxygen atoms (hereinafter referred to as oxygen-containing polar elements), polar elements containing nitrogen atoms (hereinafter referred to as nitrogen-containing polar elements), and polarities including phosphorus atoms. Element (hereinafter, phosphorus-containing polar element), polar element containing boron atom (hereinafter, boron-containing polar element), polar element containing silicon atom (hereinafter, silicon-containing polar element), or polar element containing sulfur atom (hereinafter, containing It is preferably a partial structure represented by (sulfur polar element), and from the viewpoint of adsorption ability, a nitrogen-containing polar element, a nitrogen-containing polar element or an oxygen-containing polar element is more preferable, and an oxygen-containing polar element is further preferable.

Examples of the oxygen-containing polar element include a hydroxyl group (—OH), an alkylol group (—R ^t —OH; R ^t is an alkylene group), an alkoxy group (—OR; where R is an alkyl group), a formyl group (—CHO). ), carboxyl (-COOH), an ether group ^{(-R t} oR t '-; ^however, R t, ^{R t'} represents an alkylene group or alkenylene group), carbonyl group ^{(-R t -C (= O)} -R ^t '-; ^however, R t, ^{R t'} represents an alkylene group or alkenylene group), a carbonate group (-O-C (= O) -O-) and ester groups (-COOR ^t '-; where ^{R t'} is It is preferably at least one group selected from the group consisting of an alkylene group or an alkenylene group) or a group in which the group is linked to a carbon atom.

Examples of the nitrogen-containing polar elements, a cyano group (-CN), 1 primary amino group _(-NH 2), 2 amino groups (-NH -), 3 amino groups (-NRR '; however, R, R' Is an alkyl group), a pyridyl group, a carbamoyl group (-CONH ₂ ) and at least one group selected from the group consisting of an ureido group (-NHCONH ₂ ) or a group in which the group is linked to a carbon atom. Is preferred.

As the phosphorus-containing polar elements, at least selected from the group consisting of a phosphinyl group _{(-CX 2 -P (= O)} H 2) and phosphate groups _{(-CX 2 -OP (= O)} (OH) 2) It is preferably one type of group or a group in which the group is linked to a carbon atom.

The boron-containing polar element is preferably a group in which a boric acid group (-B(OH) ₂ ) is linked to a carbon atom.

Examples of the silicon-containing polar element include —Si(OH) ₃ group or —Si(OR)(OR′)(OR″); provided that R, R′ and R″ are alkyl groups) are carbon atoms. It is preferably a linked group.

As the sulfur-containing polar elements, a mercapto group (-SH), sulfide groups (-S-), sulfinyl group (-S (= O) -) , a sulfonyl group _(-SO 2 -), sulfonamide group (-SO ₂ NH _2), sulfo group _(-SO 3 H) and sulfino group (-S (= O) OH) of at least one group or the group is selected from the group consisting of is linked to a carbon atom group Is preferred.

Therefore, the adsorptive group according to the present invention includes a group in which a cyclic group has an oxygen-containing polar element (hereinafter referred to as an oxygen-containing cyclic group) and a group in which a cyclic group has a nitrogen atom polar element (hereinafter referred to as a nitrogen-containing ring). Formula group), a cyclic group having a phosphorus-containing polar element (hereinafter, phosphorus-containing cyclic group), a cyclic group having a boron-containing polar element (hereinafter, boron-containing cyclic group), a cyclic group A group having a silicon-containing polar element (hereinafter, silicon-containing cyclic group), a cyclic group having a sulfur-containing polar element (hereinafter, sulfur-containing cyclic group), and a chain group having an oxygen-containing polar element A group (hereinafter, oxygen-containing chain group), a chain group having a nitrogen atom polar element (hereinafter, nitrogen-containing chain group), a chain group having a phosphorus-containing polar element (hereinafter , A phosphorus-containing chain group), a chain group having a boron-containing polar element (hereinafter, boron-containing chain group), a chain group having a silicon-containing polar element (hereinafter, a silicon-containing chain group) ) And the chain group preferably include one or more groups selected from the group consisting of groups having a sulfur-containing polar element (hereinafter referred to as a sulfur-containing chain group) or the group, From the viewpoint of the above, it is more preferable to include one or more groups selected from the group consisting of an oxygen-containing cyclic group, a sulfur-containing cyclic group, an oxygen-containing chain group and a nitrogen-containing chain group.

The oxygen-containing cyclic group preferably has an ether group or a carbonyl group in the ring, and the ether group preferably contains the following groups.

The carbonyl group preferably contains any of the following groups.

The nitrogen-containing cyclic group preferably contains any of the following groups.

The sulfur-containing cyclic group preferably contains any of the following groups.

The boron-containing cyclic group preferably contains any of the following groups.

As the silicon-containing cyclic groups, silsesquioxane group _{[- (R) n (SiO} 1.5) n-1] preferably contains.

The oxygen-containing chain group preferably contains any of the following groups.

(In the above general formula, R ^at each independently represents a hydrogen atom or an alkyl group having 1 to 5 carbon atoms. In the above general formula, Z ^at is a single bond or a direct bond having 1 to 15 carbon atoms. represents a linear or branched alkylene group having carbon atoms or 2 to 18 straight-chain or branched alkenylene group, -CH 2 of the alkylene group or the Arukeniruren groups _- is that oxygen atoms are not directly adjacent , - - -O in COO -, - C (= O ) -, - OCO- may be substituted ^{by, X at} represents an alkyl group having 1 to 5 carbon atoms, -CH ₂ of the alkyl group -May be substituted with -O-, -COO-, -C(=O)-, or -OCO- so that oxygen atoms are not directly adjacent to each other.)
The nitrogen-containing chain group preferably contains the following groups.

(In the general formula, R ^at , R ^bt , R ^ct, and R ^dt each independently represent a hydrogen atom or an alkyl group having 1 to 5 carbon atoms.)
The sulfur-containing chain group preferably contains the following groups.

The above-mentioned silicon-containing chain group preferably contains -Si(OH) ₃ or -Si(OR)(OR')(OR"); provided that R, R'and R" are alkyl groups. .. The boron-containing chain group preferably contains -B(OH) ₂ . The phosphorus-containing chain group preferably contains -OP(=O)(OH) ₂ .

The adsorption group according to the present invention is preferably a group represented by the following general formula (T).

(In the general formula (T), X ^t1 represents a straight-chain or branched alkyl group having 1 to 18 carbon atoms, —NH ₂ or —Z ^t2 —O—R ^t1 group, and the alkyl group described above. hydrogen atom a cyano group ^in, P al ^{-Sp al} - may be substituted by, or said alkyl groups -CH ₂ - such that oxygen atoms are not directly adjacent are -O -, - COO -, - C ( ═O)-, —OCO—, —CH═CH—, and R ^t1 is a hydrogen atom, an alkyl group having 1 to 5 carbon atoms, or a carbon atom which may be bonded to Z ^t1. A linear or branched alkylene group having 1 to 8 carbon atoms or a linear or branched alkenylene group having 2 to 8 carbon atoms that may be bonded to Z ^t1 , wherein Z ^t2 is a single A bond, a linear or branched alkylene group having 1 to 18 carbon atoms or a linear or branched alkenylene group having 2 to 18 carbon atoms, and -CH of the alkylene group or the alkenylene group. ₂ -may be substituted with -O-, -COO-, -C(=O)-, or -OCO- so that oxygen atoms are not directly adjacent to each other,
Z ^t1 represents a single bond, a linear or branched alkylene group having 1 to 18 carbon atoms or a linear or branched alkenylene group having 2 to 18 carbon atoms, and CH ₂ — may be substituted with —O—, —COO—, —C(═O)—, or —OCO— so that oxygen atoms are not directly adjacent to each other, and X ^t1 is —Z ^t2 —O—R ^t1. When R ^t1 is a group and R ^t1 is an alkylene group or an alkenylene group, it may be bonded to R ^t1 by substituting the hydrogen atom of Z ^t1. W ^t0 is linear or branched having 1 to 18 carbon atoms. represents Jo alkylene group, -CH ₂ of the alkylene group - such that oxygen atoms are not directly adjacent are -O -, - CH = CH - , - COO -, - C (= O) -, - OCO- in May be substituted, and the hydrogen atom of the alkylene group may be substituted by the general formula (T),
W ^t1 represents a single bond or a linear or branched alkylene group, and —CH ₂ — of the alkylene group is —O—, —COO—, or —C(═O) so that oxygen atoms are not directly adjacent to each other. -, -OCO- may be substituted,
n ^t1 represents an integer of 0 or more and 4 or less,
Hydrogen atoms in the molecule a polymerizable group ^{P al -Sp al - (. P} al and ^{Sp al} are the same as ^{P al} and ^{Sp al} in the above general formula (SAL)) may be substituted by, * the binding Represents a hand and bonds with a mesogenic group, a polymerizable group, a bending group or a spacer group. )
In the general formula (T), preferable X ^t1 represents a linear or branched alkyl group having 1 to 17 carbon atoms, —NH ₂ or —Z ^t2 —O—R ^t1 group, and the alkyl group. hydrogen atom in the cyano ^group, P al ^{-Sp al} - may be substituted by the above ^{R t1} represents a hydrogen atom, a carbon atom bonded to an alkyl group or ^{Z t1} of 1 to 5 carbon atoms A linear or branched alkylene group having 1 to 8 carbon atoms or a linear or branched alkenylene group having 2 to 8 carbon atoms that may be bonded to Z ^t1 , wherein Z ^t2 is a single A bond, a linear or branched alkylene group having 1 to 18 carbon atoms or a linear or branched alkenylene group having 2 to 18 carbon atoms, and -CH of the alkylene group or the alkenylene group. _2- may be substituted with -O-, -COO-, -C(=O)-, or -OCO- so that oxygen atoms are not directly adjacent to each other.

In the general formula (T), the hydrogen atom of the alkylene group represented by W ^t0 may be replaced by the general formula (T), in other words, the adsorption group (general formula (T)) is an adsorption group (general formula (T Examples of the form which may be substituted with (T)) include groups represented by the above general formula (T) represented by the following general formula (t).

(In the general formula ^{(t), X t1, Z} t1, W t1 and ^{n t1} is the same as ^{X t1,} Z ^{t1, W} t1 and ^{n t1} in the above general formula (T),
W ^t2 represents a single bond or a divalent to tetravalent organic group,
m ^t1 represents an integer of 1 to 3, hydrogen atoms in the molecule a polymerizable group ^{P al -Sp} al - ^(P al and ^{Sp al} are the same as ^{P al} and ^{Sp al} in the above general formula (SAL) ) May be substituted, and * represents a bond and is bonded to a mesogen group, a polymerizable group, a bending group or a spacer group. )
"-W ^t2- Any" in the general formula (t) represents that W ^t2 represents a single bond to a polyvalent group, and the bond is monovalent to polyvalent (Any).

In the above general formula (t), the divalent to tetravalent organic group is a group having a chemical structure formed by the organic compound being in the form of a divalent to tetravalent group. Refers to an atomic group formed by removing 2 to 4 of

In formula (t), ^-W t2 -Any a divalent to tetravalent organic group, a chain organic group is preferred, for example, a linear or branched 1 to 10 carbon atoms alkylene group (the alkylene group -CH ₂ - so are not adjacent to the oxygen atom directly -O -, - COO -, - C (= O) -, - may be substituted with OCO-), linear Jo or branched carbon atoms 1 to ten alkylene multivalent (the alkylene group -CH ₂ - so are not adjacent to the oxygen atom directly -O -, - COO -, - C (= O) -, -OCO- may be substituted), -PH-, -POH-, -NH-, a nitrogen atom or a phosphorus atom and the like. The alkylene polyvalent group refers to a trivalent or tetravalent group formed by further removing one or two hydrogen atoms from the alkylene group, and is a so-called trivalent or trivalent group having a free valence in a hydrocarbon chain.

The group represented by the general formula (t) is a preferred embodiment of W ^t0 in the general formula (T), that is, the adsorption group (general formula (T)) is substituted with the adsorption group (general formula (T)). As one mode of a good form, a preferable form of the group represented by the general formula (t) is, for example, when W ^t2 is a trivalent organic group, that is, m ^t1 is 2 and W ^t2 is nitrogen. In the case of an atom or an alkylene polyvalent group, for example, the following general formula (ta) or (tb) can be mentioned.

(In the above formulas (t-a) and (t-b), R ^tc represents a hydrogen atom, a linear or branched alkyl group having 1 to 10 carbon atoms, or a polymerizable group P ^al -Sp ^al -. Is represented by
Z ^t1 and Z ^{t1 ′} each independently have the same meaning as Z ^t1 in formula (T),
X ^t1 and X ^t1′ each independently have the same meaning as X ^t1 in formula (T),
W ^t1 has the same meaning as W ^t1 in formula (T),
n ^t1 and n ^t1′ each independently represent the same meaning as n ^t1 in the general formula (T),
Hydrogen atoms in the molecule a polymerizable group ^{P al -Sp al - (. P} al and ^{Sp al} are the same as ^{P al} and ^{Sp al} in the above general formula (SAL)) may be substituted by, * the binding Represents a hand and bonds with a mesogenic group, a polymerizable group, a bending group or a spacer group. )
In the general formula (t), for example, when -W ^t2- Any is a tetravalent organic group, that is, m ^t1 is 3, and -W ^t2- Any is an alkylene polyvalent group, for example, the following general formula ( t-c).

(In the formula (t-c), Z ^t1 , Z ^{t1 ′} and Z ^{t1 ″} each independently represent the same meaning as Z ^t1 in the general formula (T),
X ^t1 , X ^{t1 ′} and X ^{t1 ″} each independently have the same meaning as X ^t1 in formula (T),
W ^t1 has the same meaning as W ^t1 in formula (T),
n ^t1 , n ^{t1 ′,} and n ^{t1 ″} each independently have the same meaning as n ^t1 in the general formula (T), and the hydrogen atom in the molecule is a polymerizable group P ^al —Sp ^al —(P ^al And Sp ^al are the same as P ^al and Sp ^al in the above general formula (SAL)), and * represents a bond, which is bonded to a mesogen group, a polymerizable group, a bending group or a spacer group. To do. )
In the above general formula (t), m ^t1 is preferably 1 or 2, and more preferably 1. Moreover, among the forms represented by the general formula (t-a), the general formula (t-b), and the general formula (t-c), the form represented by the general formula (t-a) is preferable. ..

In the general formula (t), -W ^t2- Any is preferably a single bond or a divalent to trivalent organic group, and a single bond, a linear or branched alkylene group having 1 to 8 carbon atoms ( —CH ₂ — of the alkylene group may be substituted with —O— so that oxygen atoms are not directly adjacent to each other.), or a linear or branched alkanetriyl group having 1 to 8 carbon atoms (the relevant one). -CH 2 alkanetriyl group _- an oxygen atom may be replaced by -O- so as not immediately adjacent), or a linear or branched alkyl -. ylidene group (said alkyl - -CH the ylidene group _2- may be substituted with -O- so that oxygen atoms are not directly adjacent to each other.) is more preferable. For example, the following groups may be mentioned.

(In the ^{formula, R tc} is -C 1-8 alkyl group or a polymerizable group ^{P al -Sp} al - ^(P al and ^{Sp al} are the same as ^{P al} and ^{Sp al} in the above general formula (SAL) ), n ^t0 represents an integer of 1 to 7, and * represents a bond.) Further, the hydrogen atom of W ^t2 may be substituted with a polymerizable group P ^al —Sp ^al —. ..

In the general formula (t), it is preferable that m ^t1 represents 1 or 2.

In the general formula (T) or the general formula (t), W ^t1 is a single bond or a linear or branched alkylene group having 1 to 8 carbon atoms (single bond or linear or branched alkylene. represents a group, -CH ₂ of the alkylene group - as is not adjacent the oxygen atom directly -O -, - COO -, - C (= O) -, -. the OCO- may be substituted) represent a Preferably, a single bond or a linear or branched alkylene group having 1 to 7 carbon atoms (represents a single bond or a linear or branched alkylene group, and —CH ₂ — of the alkylene group is oxygen). More preferably, it is represented by -O- so that the atoms are not directly adjacent to each other. Further, W ^t1 may be substituted with a hydrogen atom of a mesogenic group, a polymerizable group or a bending group to be bonded.

The general formula (T) or the general formula (t) ^{is, X t1} is a form that does not bind to the ^{Z t1 (Kusarishikimoto), X t1} to form a ring with ^{Z t1} forms (cyclic group) Includes and.

In the case of the former form, X ^t1 is the number of carbon atoms substituted with a linear or branched alkyl group having 1 to 8 carbon atoms, —NH ₂ , —Z ^t2 —O—R ^t1 group or cyano group. A linear or branched alkyl group having 1 to 7 carbon atoms is preferable, and substituted with a linear or branched alkyl group having 1 to 7 carbon atoms, a -Z ^t2- O-R ^t1 group, or a cyano group. A straight-chain or branched alkyl group having 1 to 7 carbon atoms is more preferable. In the case of the former ^embodiment, -Z t2 ^{-O-R t1} groups ^{R t1} each independently represent a hydrogen atom, an alkyl group having 1 to 5 carbon ^{atoms, Z t2} is a single bond, a carbon atom A linear or branched alkylene group having 1 to 10 carbon atoms or a linear or branched alkenylene group having 2 to 10 carbon atoms is preferable (-CH _{2-in the} alkylene group or alkenylene group is oxygen. It may be substituted with -O-, -COO-, -C(=O)-, -OCO- so that the atoms are not directly adjacent to each other).

In the case of the latter form, n ^t1 is 1 or more, X ^t1 is —Z ^t2 —O—R ^t1 , and R ^t1 is a linear or branched alkylene group having 1 to 7 carbon atoms or the number of carbon atoms. It is 2 to 7 linear or branched alkenylene groups, and it is preferable that the hydrogen atom of Z ^t1 is substituted and bonded to R ^t1 . For example, it is represented by the following general formula (T′). Is preferred.

(In the general formula (T′), each R ^{t1 ′} is independently a linear or branched alkylene group having 1 to 8 carbon atoms or a linear or branched chain having 2 to 8 carbon atoms. Represents an alkenylene group,
Z ^{t2 ′} each independently represents a single bond, a linear or branched alkylene group having 1 to 10 carbon atoms or a linear or branched alkenylene group having 2 to 10 carbon atoms, and the alkylene group or the alkenylene group -CH ₂ - so are not adjacent to the oxygen atom directly -O -, - COO -, - C (= O) -, - OCO- may be substituted by,
Z ^{t1 ′} represents a linear or branched alkylene trivalent group having 1 to 18 carbon atoms or a linear or branched alkenylene trivalent group having 1 to 18 carbon atoms, and the alkylene 3 diradical or alkenylene 3 divalent group of -CH ₂ - may, -O so that oxygen atoms are not directly adjacent -, - COO -, - C (= O) - or OCO- may be substituted by,
W ^t2 represents a single bond or a divalent to tetravalent organic group,
W ^t1 represents a single bond or a linear or branched alkylene group, and —CH ₂ — of the alkylene group is —O—, —COO—, or —C(═O) so that oxygen atoms are not directly adjacent to each other. -, -OCO- may be substituted,
n ^t1′ represents an integer of 1 or more and 4 or less,
m ^t1 'represents an integer of 1 to 3, hydrogen atoms in the molecule a polymerizable group ^{P al -Sp} al - ^(P al and ^{Sp al} the same as ^{P al} and ^{Sp al} in the above general formula (SAL) Is present) and * represents a bond, and is bonded to a mesogen group, a polymerizable group, a bending group or a spacer group. )
The alkylene trivalent group means a trivalent group formed by further removing one hydrogen atom from the alkylene group. The alkenylene trivalent group refers to a trivalent group formed by removing one hydrogen atom from an alkenylene group, and is a so-called trivalent group having a free valence in a hydrocarbon chain, for example, an alkanetriyl group or an alkyl-ylidene group. Including groups.

In the above general formula (T), when X ^t1 is in a form not binding to Z ^t1 (chain group), Z ^t1 is a single bond, a linear or branched alkylene group having 1 to 12 carbon atoms, or represents a linear or branched alkenylene group having 2 to 12 carbon atoms, _-CH 2 of the alkylene group - is -O -, - COO -, - C (= O) -, - OCO- substituted May be done.

In the above general formula (T), the case where X ^t1 is bonded to Z ^t1 (cyclic group) is as in the above general formula (T′).

In the general formula (T), n ^t1 preferably represents an integer of 0 or more and 3 or less, and more preferably n ^t1 represents an integer of 0 or more and 2 or less.

The general formula (T) is a cyclic group represented by general formulas (T-1-1) to (T-4-1) or general formulas (T-5-1) to (T-6-1). It is preferably at least one selected from the group consisting of the chain groups represented by: When the adsorptive group represented by the general formula (T) according to the present invention is a cyclic group, the general formula (T-1-1) or the general formula (T-1-1) is selected from the viewpoint of the adsorptivity and the compatibility with the liquid crystal composition. T-2-1) is preferable. When the adsorptive group represented by the general formula (T) according to the present invention is a chain-type group, the general formula (T-5-1) or the general formula (T-5-1) is selected from the viewpoint of the adsorptivity and the stability to the liquid crystal composition. T-7-1) is preferable.

(In the general formula (T-1-1) ~ (T -7-1), X ta and ^{X tb} are each independently, -O -, - S- or CH ₂ - represents,
R ^t5 represents a linear or branched alkyl group having 1 to 8 carbon atoms, a cyanated alkyl group or a linear or branched alkoxy group having 1 to 8 carbon atoms, and these alkyl groups At least two or more —CH ₂ — in the group may be substituted with —CH═CH—, —C≡C—, —O— or —NH— so that oxygen atoms are not directly adjacent to each other,
Z ^t3 represents a single bond, a linear or branched alkylene group having 1 to 18 carbon atoms or a linear or branched alkenylene group having 2 to 18 carbon atoms, and the alkylene group or the —CH ₂ — of the alkenylene group may be substituted with —O—, —COO—, —C(═O)—, or —OCO— so that oxygen atoms are not directly adjacent to each other,
W ^t2 represents a single bond or a monovalent to tetravalent organic group,
W ^t1 represents a single bond or a linear or branched alkylene group,
nt1 represents an integer of 0 or more and 4 or less,
mt1 represents an integer of 1 to 3, hydrogen atoms in the molecule a polymerizable group ^{P al -Sp} al - ^(P al and ^{Sp al} are the same as ^{P al} and ^{Sp al} in the above general formula (SAL). ), * represents a bond and is bonded to a mesogen group, a polymerizable group, a bending group or a spacer group. )
In the general formulas (T-1-1) to (T-4-1), either X ^ta or X ^tb is preferably -O-, and X ^ta and X ^tb are -O-. Is more preferable.

The following groups are mentioned as specific examples of the general formulas (T-1-1) to (T-4-1).

(In the ^{formula, R tc} represents a hydrogen atom, 1 to 7 carbon atoms, alkyl groups or polymerizable group ^{P al -Sp} al - ^(P al and ^{Sp al} is ^{P al} and Sp in formula (SAL) is the same as ^al is represented by), the hydrogen atoms in the molecule of the polymerizable group P ^{al -Sp} al ^-. may be substituted by, * represents a bond, mesogenic group, the polymerizable group, the bending group Or, it binds to a spacer group.)
The above general formula (T-5-1) preferably represents the general formula (T-5-2).

In (the general formula ^{(T-5-2), W t1} represents the same meaning as ^{W t1} in the general formula ^{(T-5), R t51} and ^{R t52} are each independently 1 to carbon atoms It represents eight linear or branched alkyl groups or cyanated alkyl groups, and at least two or more —CH ₂ — in these alkyl groups are —CH═CH— so that oxygen atoms are not directly adjacent to each other. , -C≡C-, -O-, or -NH-,
R ^tc represents a hydrogen atom, 1 to 7 carbon atoms, alkyl groups or polymerizable group ^P al ^{-Sp al} - represented by,
n ^{t1, n t2} and ^{n t3} is 0 or 1 each independently, a hydrogen atom in the molecule a polymerizable group ^{P al -Sp} al - ^(P al and ^{Sp al} is ^{P al} in formula (SAL) And Sp ^al .). )
Specific examples of the above general formula (T-5-1) include the following groups.

(In the ^{formula, R tc} represents a hydrogen atom, 1 to 7 carbon atoms, alkyl groups or polymerizable group ^{P al -Sp} al - ^(P al and ^{Sp al} is ^{P al} and Sp in formula (SAL) is the same as ^al is represented by), the hydrogen atoms in the molecule of the polymerizable group P ^{al -Sp} al ^-.. which may be substituted with * represents a bond, mesogenic group, the polymerizable group, the bending group Or, it binds to a spacer group.)
The following examples may be mentioned as specific examples of the general formula (T-6-1).

(In the ^{formula, R tc} represents a hydrogen atom, 1 to 7 carbon atoms, alkyl groups or polymerizable group ^{P al -Sp} al - ^(P al and ^{Sp al} is ^{P al} and Sp in formula (SAL) is the same as ^al is represented by), the hydrogen atoms in the molecule of the polymerizable group P ^{al -Sp} al ^-. may be substituted by, * represents a bond, mesogenic group, the polymerizable group, the bending group Or, it binds to a spacer group.)
The following examples may be mentioned as specific examples of the general formula (T-7-1).

(In the formula, ^{R c} is a hydrogen atom, 1 to 7 carbon atoms, alkyl groups or polymerizable group ^{P al -Sp} al - ^(P al and ^{Sp al} is ^{P al} and Sp in formula (SAL) is the same as ^al is represented by), the hydrogen atoms in the molecule of the polymerizable group P ^{al -Sp} al ^-. may be substituted by, * represents a bond, mesogenic group, the polymerizable group, the bending group Or, it binds to a spacer group.)
In the spontaneously orienting compound according to the present invention, it is preferable that the polar element contained in the adsorptive group or the polar element contained in the polymerizable group is localized. The adsorptive group is an important structure for vertically aligning the liquid crystal composition, and when the adsorptive group and the polymerizable group are adjacent to each other, a better alignment property can be obtained, and a good liquid crystal composition can be obtained. Shows solubility. Specifically, a form having a polymerizable group and an adsorptive group on the same ring of the mesogen group is preferable. In this case, one or more polymerizable groups and one or more adsorptive groups each bonded on the same ring, and at least one of the one or more polymerizable groups or at least one of the one or more adsorptive groups, One is bonded to the other and has a polymerizable group and an adsorptive group on the same ring. Further, in this case, the hydrogen atom of the spacer group (Sp ^a1 ) of the polymerizable group may be replaced with an adsorptive group, and further, the hydrogen atom of the molecule of the adsorptive group may be replaced with the spacer group (Sp ^a1 ) of the polymerizable group. It also includes the form of binding.

Further, in the spontaneously orienting compound according to the present invention, one or more hydrogen atoms of the polymerizable group may be replaced with an adsorptive group. As the preferred form of the case, one or more hydrogen atoms of the spacer group Sp ^al linked to the polymerizable group P ^al is mentioned embodiment has been replaced with adsorptive group by polymerizable group P ^al or necessary, more As a preferable form, a form in which one or more hydrogen atoms in the polymerizable group (P ^a1 -Sp ^a1 −) are substituted with an adsorptive group represented by the general formula (T) can be mentioned.

For example, as a suitable form in which an adsorptive group and a polymerizable group are linked, the following formula (T-1-1.1), (T-6-1.1) or (T-5-1.1) Are listed.

(In the above formula, R ^t11a , R ^t16a, and R ^t151a each independently represent a hydrogen atom or an alkyl group having 1 to 3 carbon atoms,
R ^t151b and R ^t151c each independently represent an alkyl group having 1 to 3 carbon atoms or a cyanated alkyl group having 1 to 3 carbon atoms,
X ^a and X ^b represent —O—, —S— or —CH ₂ —,
L ^t151a and L ^t151b each independently represent a single bond, a methylene group, an ethylene group, a propylene group, a vinylidene group, a vinylene group, an isopropenylene group or an ethylidene group,
n ^t11c , n ^t151c , n ^t16c , n ^t151d , n ^t151e , n ^t151f and n ^t151g each independently represent 0 or 1.
n ^t11a , n ^t11b , n ^t16a , n ^t16b , n ^t151a and n ^t151b each independently represent an integer of 1 to 11, and * represents a bond to a mesogenic group. )
In the above formula (T-1-1.1), it is preferable that either X ^a or X ^b is —O—, and it is more preferable that X ^ta and X ^tb are —O—.

In the above formula (T-5-1.1), L ^t151a and L ^t151a are preferably each independently a methylene group, an ethylene group, a vinylidene group, a vinylene group, an ^{isopropenylene} group or an ethylidene group.

In the above formulas (T-1-1.1), (T-6-1.1) and (T-5-1.1),
n ^t11a , n ^t11b , n ^t16a , n ^t16b , n ^t151a and n ^t151b are each independently preferably an integer of 1 to 8 and more preferably an integer of 1 to 5.

The bending group according to the present invention has a function of inducing the alignment of liquid crystal molecules, and preferably represents a linear or branched alkylene group having 1 to 20 carbon atoms, and a linear carbon atom. It is more preferable to represent an alkylene group having 1 to 20 carbon atoms, and it is more preferable to represent a linear alkylene group having 2 to 15 carbon atoms. Further, one or two or more non-adjacent —CH ₂ — in the alkylene group are each independently —CH═CH—, —C≡C—, —O—, —CO—, —. It may be substituted by COO- or -OCO-.

From the viewpoint that the spontaneous alignment compound has a so-called amphipathic property with respect to the liquid crystal layer, the bending group is preferably bonded to a mesogenic group.

In the spontaneous orientation compound according to the present invention, the bending group preferably has 1 to 6 groups, more preferably 1 to 4 groups, and further preferably 1 to 3 groups.

In the spontaneously orienting compound, the polar part such as an adsorptive group or a polymerizable group that is hard to be compatible with the liquid crystal layer and the nonpolar part such as a mesogenic group or a bending group that is easily compatible with the liquid crystal layer are unevenly distributed in the molecule. Is preferable, and it is preferable that the liquid crystal layer exhibits an amphipathic property. Therefore, the spontaneously orienting compound according to the present invention preferably has a structure having a bending group for orienting liquid crystal molecules at one end of the mesogen group and a polymerizable group and an adsorption group at the other end of the mesogen group. .. Since the interfacial free energy becomes high in the vicinity of the interface between the liquid crystal layer and the substrate, a substance having in its molecule a non-polar part having affinity for the liquid crystal layer and a polar part having low affinity for the liquid crystal layer. It is considered that the free energy of the interface is lowered by arranging on the interface.

The lower limit of the content of the spontaneous alignment compound in the liquid crystal composition of the present invention is preferably 0.02% by mass, preferably 0.03% by mass, preferably 0.04% by mass, and preferably 0.05% by mass, 0.06 mass% is preferable, 0.07 mass% is preferable, 0.08 mass% is preferable, 0.09 mass% is preferable, 0.1 mass% is preferable, 0.12 mass% is preferable, and 0. 15 mass% is preferable, 0.17 mass% is preferable, 0.2 mass% is preferable, 0.22 mass% is preferable, 0.25 mass% is preferable, 0.27 mass% is preferable, and 0.3 mass% is. %, 0.32% by mass, 0.35% by mass, 0.37% by mass, 0.4% by mass, 0.42% by mass, 0.45% by mass are preferable. Preferably, 0.5 mass% is preferable, and 0.55 mass% is preferable. The upper limit of the content of the spontaneous alignment compound in the liquid crystal composition of the present invention is preferably 2.5 mass%, preferably 2.3 mass%, 2.1 mass%, and 2 mass%. 8 mass% is preferable, 1.6 mass% is preferable, 1.5 mass% is preferable, 1 mass% is preferable, 0.95 mass% is preferable, 0.9 mass% is preferable, and 0.85 mass% is. Preferably, 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, 0.5 mass% is preferable, 0.45 mass% is preferable, and 0.4 mass% is preferable.

A particularly preferred specific example of the spontaneously orienting compound according to the present invention is a compound represented by the following general formula (al-1-1).

(In the general formula (al-1-1), R ^al3 represents a linear alkyl group having 1 to 12 carbon atoms, and in the alkyl group, one or two or more —CH ₂ — which are not adjacent to each other. May be substituted with -O- or -CH=CH-,
^{L al5,} L al6, L al7 and ^{L AL8} are each independently a hydrogen atom, a carbon atom number from 1 to 12 alkyl group, a halogen atom or a ^{P al -Sp} al - ^(P al and ^{Sp al} above general formula . (SAL) in the same as the ^{P al} and ^{Sp al)} represents, in the alkyl group, one or not adjacent two or more -CH ₂ - may be replaced by -O- or -CH = CH- Maybe,
Ring A ^al3 represents 1,4-cyclohexylene or 1,4-phenylene,
R ^ala or ^{R alb} are each independently hydrogen atom or the ^P al ^{-Sp al} - represents at ^least one of ^{R ala} or ^{R alb} is the ^P al ^{-Sp al} - represents,
Z ^AL3 is a single _{bond, -CH 2 -CH 2 -, -} CH 2 -O- or O-CH ₂ - represents,
R ^al4 represents an adsorption group represented by the general formula (T),
p ^al3 and p ^al4 each independently represent 0 or 1. )
In the above general formula (al-1-1), it is preferable that one of L ^al7 and L ^al8 represents an alkyl group having 1 to 5 carbon atoms.

In the general formula (al-1-1), it is preferable that R ^ala and R ^alb represent the above P ^al- Sp ^al- .

In the general formula (al-1-1), R ^al4 is the general formula (T-1-1) to (T-4-1) or the formula (T-1-1.1), (T-6). -1.1) or (T-5-1.1) is preferable.

Preferred compounds include compounds represented by the following formulas (AL-1.1) to (AL-3.6).

The lower limit of the total preferred content of the compound represented by formula (i) and the spontaneous orientation compound is 0.1%, 0.2%, 0.25%, and 0.3. %, 0.35%, 0.4%, 0.45%, 0.5%, 0.55%, 0.6%. The preferable upper limit of the total is 3.0%, 3.8%, 3.5%, 3.2%, 3.0%, 2.8%, 2. 5%, 2.2%, 2.0%, 1.8%, 1.5%, 1.2%, 1.0%, 0.8 %, 0.6%, 0.5%.

The liquid crystal composition according to the present invention contains a polymerizable compound (polymerizable monomer) represented by the general formula (i) and a spontaneous alignment compound, but other polymerizable compounds may be used in combination.

As the other polymerizable compound according to the present invention, a compound represented by the following general formula (P) is preferable.

(In the general formula (P), R ^p1 is a hydrogen atom, a fluorine atom, a cyano group, a hydrogen atom, an alkyl group having 1 to 15 carbon atoms in which the hydrogen atom may be replaced by a halogen atom, or a hydrogen atom. An alkoxy group having 1 to 15 carbon atoms which may be substituted with a halogen atom, an alkenyl group having 2 to 15 carbon atoms which may have a hydrogen atom substituted with a halogen atom, and a hydrogen atom substituted with a halogen atom Optionally represents an alkenyloxy group having 2 to 15 carbon atoms or -Sp ^p2- P ^p2 ,
P ^p1 and P ^p2 are each independently a general formula (P ^p1 -1) to a formula (P ^p1 -9).

(In the formula, R ^p11 and R ^p12 each independently represent a hydrogen atom, an alkyl group having 1 to 5 carbon atoms or a halogenated alkyl group having 1 to 5 carbon atoms, W ^p11 is a single bond, —O Represents a —, —COO— or methylene group, and t ^p11 represents 0, 1 or 2, but when a plurality of R ^p11 , R ^p12 , W ^p11 and/or t ^p11 are present in the molecule, they are respectively the same. Or may be different.)
Represents one of the
Sp ^p1 and Sp ^p2 are each independently a single bond or an alkylene group having 1 to 30 carbon atoms (-CH _2- in the alkylene group is -O-, -CO- unless oxygen atoms are directly linked to each other. , —COO—, —OCO—, —CH═CH— or —C≡C—, and the hydrogen atom in the alkylene group may be substituted with a halogen atom).
Z ^p1 and Z ^p2 are each independently 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 ZP1 -, - NR ZP1 -CO -, - SCH 2 -, - CH 2 S- ^{, -CH = CR ZP1 -COO -,} - CH = CR ZP1 -OCO -, - COO-CR ZP1 = CH -, - OCO-CR ZP1 = CH -, - COO-CR ZP1 = CH-COO -, - COO ^{-CR ZP1 = CH-OCO -,} - OCO-CR ZP1 = CH-COO -, - OCO-CR ZP1 = CH-OCO -, - (CH 2) z -COO -, - (CH 2) 2 -OCO- _{, -OCO- (CH 2) 2 -} , - (C = O) -O- (CH 2) 2 -, - 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, R ZP1} is Each independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, but when a plurality of R ^ZP1's are present in the molecule, they may be the same or different.)
Represents
A ^p2 is 1,4-phenylene group, 1,4-cyclohexylene group, anthracene-2,6-diyl group, phenanthrene-2,7-diyl group, pyridine-2,5-diyl group, pyrimidine-2, 5-diyl group, naphthalene-2,6-diyl group, indane-2,5-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or 1,3-dioxane-2,5 Represents a diyl group, wherein A ^p2 is unsubstituted or is an alkyl group having 1 to 12 carbon atoms, a halogenated alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, and a carbon atom. It may be substituted with a halogenated alkoxy group of formulas 1 to 12, a halogen atom, a cyano group, a nitro group or -Sp ^p2- P ^p2 ,
A ^p1 is represented by the formulas (A ^p1 -11) to (A ^p1 -19).

(In the formula, when Sp ^p1 is ★, or m ^p1 is 2 or 3, it is bonded to Sp ^p1 or Z ^p1 by ★, and it is bonded to Z ^p1 by ★★, and one or more hydrogen atoms in the structure are An alkyl group having 1 to 12 carbon atoms, a halogenated alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a halogenated alkoxy group having 1 to 12 carbon atoms, a halogen atom, a cyano group or Represents a group which may be substituted by a nitro group),
A ^p3 is the formula (A ^p3 -11) to (A ^p3 -19).

(In the formula, ★ is bonded to Z ^p2, and ★ is R ^p1 or, when m ^p3 is 2 or 3, bonded to R ^p1 or Z ^p2 by ★★, and is one or more hydrogen atoms in the structure. Is an alkyl group having 1 to 12 carbon atoms, a halogenated alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a halogenated alkoxy group having 1 to 12 carbon atoms, a halogen atom, a cyano group Or may be substituted by a nitro group).
m ^p2 and m ^p3 each independently represent 0, 1, 2 or 3, and m ^p1 and m ^p4 each independently represent 1, 2 or 3, but P ^p1 , Sp ^p1 , and A in the molecule. ^{When a} plurality of ^p1 , Z ^p1 , Z ^p2 , A ^p3 and R ^p1 are present, they may be the same or different. )
Moreover, it is preferable to contain 1 type, or 2 or more types of the said polymeric compound (polymerizable monomer).

In the general formula (P) according to the present invention, R ^p1 is preferably —Sp ^p2 —P ^p2 .

P ^p1 and P ^p2 each independently represent one of formulas (P ^p1 -1) to (P ^p1 -3), preferably (P ^p1 -1).

R ^p11 and R ^p12 are preferably each independently a hydrogen atom or a methyl group.

It is preferable that m ^p1 +m ^p4 is 2 or more, and 2 or 3 is preferable.

Z ^p1 and ^{Z p2} are each independently a single _{bond, -OCH 2 -, - CH 2} O -, - CO -, - C 2 H 4 -, - COO -, - OCO -, - COOC 2 H 4 - _{, -OCOC 2 H 4 -, -} C 2 H 4 OCO -, - C 2 H 4 COO -, - CH = CH -, - CF 2 -, - CF 2 O -, - (CH 2) 2 -COO- _{, - (CH 2) 2 -OCO} -, - OCO- (CH 2) 2 -, - CH = CH-COO -, - COO-CH = CH -, - OCOCH = CH -, - COO- (CH 2) ₂ -, - OCF ₂ - or -C≡C-, more preferably a single _{bond, -OCH 2 -, - CH 2} O -, - C 2 H 4 -, - COO -, - OCO -, - COOC 2 H 4 _{-, - OCOC 2 H 4 -} , - C 2 H 4 OCO -, - C 2 H 4 COO -, - CH = CH -, - (CH 2) 2 -COO -, - (CH 2) 2 -OCO- _{, -OCO- (CH 2) 2 -} , - CH = CH-COO -, - COO-CH = CH -, - OCOCH = CH -, - COO- (CH 2) 2 - or -C≡C- are preferred , only one -OCH ₂ present in the molecule _{-, - CH 2 O -,} - C 2 H 4 -, - COO -, - OCO -, - COOC 2 H 4 -, - OCOC 2 H 4 -, _{-C 2 H 4 OCO -, -} C 2 H 4 COO -, - CH = CH -, - (CH 2) 2 -COO -, - (CH 2) 2 -OCO -, - OCO- (CH 2) 2 -, - CH = CH-COO -, - COO-CH = CH -, - OCOCH = CH -, - COO- (CH 2) 2 - or a -C≡C-, that other are all single bonds preferably, only one present in the _{molecule, -OCH 2 -, - CH 2} O -, - C 2 H 4 -, - COO- or a -OCO-, that other are all single bonds It is preferable that all are single bonds.

Further, only one of Z ^p1 and Z ^p2 existing in the molecule is —CH═CH—COO—, —COO—CH═CH—, —(CH ₂ ) ₂ —COO—, —(CH ₂ ) _{2 -OCO -, - O-CO- (} CH 2) 2 -, - COO- (CH 2) 2 - is a linking group selected from the group consisting of, it is preferred the other is a single bond.

Sp ^p1 and Sp ^p2 each independently represent a single bond or an alkylene group having 1 to 30 carbon atoms, and —CH ₂ — in the alkylene group is —O—, — as long as oxygen atoms are not directly linked to each other. CO-, -COO-, -OCO-, -CH=CH- or -C≡C- may be substituted, and the hydrogen atom in the alkylene group may be substituted with a halogen atom. An alkylene group having 1 to 10 carbon atoms in the chain or a single bond is preferable.

A ^p2 is preferably a 1,4-phenylene group, a 1,4-cyclohexylene group, an anthracene-2,6-diyl group, a phenanthrene-2,7-diyl group or a naphthalene-2,6-diyl group, and 4-phenylene group, 1,4-cyclohexylene group, phenanthrene-2,7-diyl group or naphthalene-2,6-diyl group is preferred, and when m ^p2 +m ^p3 is 0, phenanthrene-2,7-diyl group is Preferably, when m ^p2 +m ^p3 is 1, 2 or 3, a 1,4-phenylene group or a 1,4-cyclohexylene group is preferred. In order to improve the compatibility with the liquid crystal compound, A ^p2 may have one or more hydrogen atoms in its structure substituted with a methyl group, an ethyl group, a methoxy group, an ethoxy group or a fluorine atom.

A ^p1 is preferably of the formula (A ^p1 -15), (A ^p1 -16), (A ^p1 -17) or (A ^p1 -18). A ^p1 may have one or more hydrogen atoms in its structure substituted with a methyl group, an ethyl group, a methoxy group, an ethoxy group or a fluorine atom in order to improve the compatibility with the liquid crystal compound.

A ^p3 formula ^{(A p3 -14), (A} p3 -15), (A p3 -16), is ^(A p3 -17) or ^(A p3 -18) preferred. In order to improve compatibility with the liquid crystal compound, A ^p3 may have one or more hydrogen atoms in its structure substituted with a methyl group, an ethyl group, a methoxy group, an ethoxy group or a fluorine atom.

0, 1, 2 or 3 is preferable and 1 or 2 is preferable for m ^p2 +m ^p3 .

The total content of the compound represented by the general formula (P) is preferably 0.05 to 10% with respect to the composition containing the compound represented by the general formula (P) of the present application, It is preferable to contain 0.1 to 8%, preferably 0.1 to 5%, preferably 0.1 to 3%, and 0.2 to 2%. Preferably, it contains 0.2 to 1.3%, preferably 0.2 to 1%, and more preferably 0.2 to 0.56%.

A preferable lower limit value of the total content of the compounds represented by the general formula (P) is 0.01% with respect to the composition containing the compound represented by the general formula (P) of the present application, 03%, 0.05%, 0.08%, 0.1%, 0.15%, 0.2%, 0.25%, 0.3 %.

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

If the content is small, the effect of adding the compound represented by the general formula (P) is difficult to appear, and problems such as weak alignment control force of the liquid crystal composition or weakening over time occur, and if too large, curing occurs. Problems such as a large amount remaining afterwards, a long time for curing, and a decrease in reliability of the liquid crystal occur. Therefore, the content is set in consideration of these balances.

The compound represented by General Formula (P) is preferably a compound represented by General Formula (P-1), General Formula (P-2), General Formula (P-3) and General Formula (P-4). ..

(In the formula, P ^p11 , P ^p12 , P ^p21 , P ^p22 , P ^p31 , P ^p32 , P ^p41, and P ^p42 each independently represent the same meaning as P ^p1 in the general formula (P),
Sp ^p11 , Sp ^p12 , Sp ^p21 , Sp ^p22 , Sp ^p31 and Sp ^p32 , Sp ^p41 and Sp ^p42 each independently represent the same meaning as Sp ^p1 in the general formula (P),
A ^p11 , A ^p12 , A ^p13 , A ^p21 , A ^p22 , A ^p23 , A ^p32 and A ^p42 are each independently 1,4-phenylene group, 1,4-cyclohexylene group, anthracene-2,6- Diyl group, phenanthrene-2,7-diyl group, pyridine-2,5-diyl group, pyrimidine-2,5-diyl group, naphthalene-2,6-diyl group, indan-2,5-diyl group, 1, A 2,3,4-tetrahydronaphthalene-2,6-diyl group or a 1,3-dioxane-2,5-diyl group is represented, but A ^p11 , A ^p12 , A ^p13 , A ^p21 , A ^p22 , A ^p23 , A ^p32 and A ^p42 are each independently an unsubstituted or alkyl group having 1 to 12 carbon atoms, a halogenated alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, carbon It may be substituted with a halogenated alkoxy group having 1 to 12 atoms, a halogen atom, a cyano group, a nitro group or -Sp ^p2- P ^p2 in the general formula (P),
A ^p41 has the same meaning as A ^{p1 in} formula (P),
A ^p43 has the same meaning as A ^{p3 in} formula (P),
Z ^p21 , Z ^p22 , Z ^p41 and Z ^p42 are a single bond, —O—, —S—, —CH ₂ —, —OCH ₂ —, —CH ₂ O—, —CO—, or —C ₂ H ₄ —. _{, -COO -, - OCO -,} - OCOOCH 2 -, - CH 2 OCOO -, - OCH 2 CH 2 O -, - CO-NR ZP1 -, - NR ZP1 -CO -, - SCH 2 -, - CH 2 ^{S -, - CH = CR ZP1} -COO -, - CH = CR ZP1 -OCO -, - COO-CR ZP1 = CH -, - OCO-CR ZP1 = CH -, - COO-CR ZP1 = CH-COO-, ^{-COO-CR ZP1 = CH-OCO} -, - OCO-CR ZP1 = CH-COO -, - OCO-CR ZP1 = CH-OCO -, - (CH 2) z -COO -, - (CH 2) 2 - _{OCO -, - OCO- (CH 2} ) 2 -, - (C = O) -O- (CH 2) 2 -, - 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, R ^ZP1's each independently represent a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, but when a plurality of ^RZP1s are present in the molecule, they may be the same or different. , At least one of Z ^p21 and Z ^p22 existing in the molecule represents a bond other than a single bond,
m ^p22 and m ^p23 each independently represent 0, 1, 2 or 3.
m ^p42 and m ^p43 each independently represent 0, 1, 2 or 3.
m ^p41 and m ^p44 each independently represent 1, 2 or 3,
When a plurality of A ^p11 , A ^p21 , A ^p23 , Z ^p21 , Z ^p22 , Sp ^p41 , Sp ^p42 , P ^p41 , P ^p42 , A ^p41 , A ^p43 , Z ^p41 and Z ^p42 are present in the molecule, respectively. They may be the same or different. )
^{P p11, P p12, P p21} , P p22, P p31, P p32, P p41 and ^{P p42} each independently Similarly equations ^{P p1} in the general formula ^{(P) (P p1 -1)} ~ formula ( P ^p1 -3) is preferred, (P ^p1 -1) is preferred, and R ^p11 and R ^p12 are preferably each independently a hydrogen atom or a methyl group.

Sp ^p11 , Sp ^p12 , Sp ^p21 , Sp ^p22 , Sp ^p31 and Sp ^p32 , Sp ^p41 and Sp ^p42 each independently represent a single bond or an alkylene group having 1 to 30 carbon atoms. CH ₂ — may be substituted with —O—, —CO—, —COO—, —OCO—, —CH═CH— or —C≡C— as long as oxygen atoms are not directly linked to each other, and the alkylene The hydrogen atom in the group may be substituted with a halogen atom, but a linear alkylene group having 1 to 10 carbon atoms or a single bond is preferable.

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

^{Z p21,} Z p22, Z ^p41 and ^{Z p42} is a single _{bond, -OCH 2 -, - CH 2} O -, - CO -, - C 2 H 4 -, - COO -, - OCO -, - COOC 2 H _{4 -, - OCOC 2 H 4} -, - C 2 H 4 OCO -, - C 2 H 4 COO -, - CH = CH -, - CF 2 -, - CF 2 O -, - (CH 2) 2 - _{COO -, - (CH 2)} 2 -OCO -, - OCO- (CH 2) 2 -, - CH = CH-COO -, - COO-CH = CH -, - OCOCH = CH -, - COO- (CH _{2) 2 -, - OCF 2} - or -C≡C-, more preferably a single _{bond, -OCH 2 -, - CH 2} O -, - C 2 H 4 -, - COO -, - OCO -, - COOC 2 _{H 4 -, - OCOC 2 H} 4 -, - C 2 H 4 OCO -, - C 2 H 4 COO -, - CH = CH -, - (CH 2) 2 -COO -, - (CH 2) 2 - _{OCO -, - OCO- (CH 2} ) 2 -, - CH = CH-COO -, - COO-CH = CH -, - OCOCH = CH -, - COO- (CH 2) 2 - or -C≡C- preferably, only one present in the molecule is _{-OCH 2 -, - CH 2 O} -, - C 2 H 4 -, - COO -, - OCO -, - COOC 2 H 4 -, - OCOC 2 H 4 _{-, - C 2 H 4 OCO} -, - C 2 H 4 COO -, - CH = CH -, - (CH 2) 2 -COO -, - (CH 2) 2 -OCO -, - OCO- (CH 2 _{) 2 -, - CH = CH} -COO -, - COO-CH = CH -, - OCOCH = CH -, - COO- (CH 2) 2 - or a -C≡C-, others at all single bond preferably there, only one present in the _{molecule, -OCH 2 -, - CH 2} O -, - C 2 H 4 -, - COO- or a -OCO-, others all in a single bond It is preferable that all are single bonds.

Further, only one of ^{Z p21, Z p22, Z p41} and ^{Z p42} present in the _{molecule, - (CH 2) 2 -COO} -, - (CH 2) 2 -OCO -, - O-CO- ( It is preferably a connecting group selected from the group consisting of CH ₂ ) ₂ — and —COO—(CH ₂ ) ₂ — and the other is preferably a single bond.

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

^(Wherein, P ^p11, P p12, ^{Sp p11} and ^{Sp p12} are the same as defined ^{P p11, P p12, Sp} p11 and ^{Sp p12} in the general formula (P-1).)
Preferable examples of the compound represented by the general formula (P-2) according to the present invention include polymerizable compounds represented by the following formulas (P-2-1) to (P-2-12).

^(Wherein, P ^p21, P p22, ^{Sp p21} and ^{Sp p22} are the same as defined ^{P p21, P p22, Sp} p21 and ^{Sp p22} in the general formula (P-2).)
Preferable examples of the compound represented by the general formula (P-3) according to the present invention include polymerizable compounds represented by the following formulas (P-3-1) to (P-3-15).

^(Wherein, P ^p31, P p32, ^{Sp p31} and ^{Sp p32} are the same as defined ^{P p31, P p32, Sp} p31 and ^{Sp p32} in the general formula (P-3).)
Preferred examples of the compound represented by the general formula (P-4) according to the present invention include polymerizable compounds represented by the following formulas (P-4-1) to (P-4-19).

^(Wherein, P ^p41, P p42, ^{Sp p41} and ^{Sp p42} are the same as defined ^{P p41, P p42, Sp} p41 and ^{Sp p42} in the general formula (P-4).)
The liquid crystal composition of the present invention may contain ordinary nematic liquid crystals, smectic liquid crystals, cholesteric liquid crystals, antioxidants, ultraviolet absorbers, light stabilizers or infrared absorbers in addition to the above compounds.

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

In formula (H-1) to formula (H-3), 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- Or one 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. Preferably, it is an alkyl group having 3 to 7 carbon atoms or an alkenyl group having 2 to 7 carbon atoms.

In the general formula (H-4), M ^H4 is an alkylene group having 1 to 15 carbon atoms (one or two or more —CH ₂ — in the alkylene group may have an oxygen atom not directly adjacent to each other, O -, - CO -, - COO -, - OCO- may be substituted _{in), -. 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 by a fluorine atom) or a trans-1,4-cyclohexylene group. It is preferable that it is an alkylene group having 1 to 14 carbon atoms, and a large number of carbon atoms is preferable in consideration of volatility, but it is preferable that the number of carbon atoms is not too large in consideration of viscosity. The number of carbon atoms is more preferably 2 to 12, more preferably 3 to 10 carbon atoms, still more preferably 4 to 10 carbon atoms, still more preferably 5 to 10 carbon atoms, still more preferably 6 to 10 carbon atoms.

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

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

More specifically, the antioxidants include, for example, formulas (H-11) to (H-15).

When the liquid crystal composition of the present invention contains an antioxidant, the content of the antioxidant is preferably 10 mass ppm or more, preferably 20 mass ppm or more, and more preferably 50 mass ppm or more. The upper limit in the case of containing an antioxidant is 10000 mass ppm, but 1000 mass ppm is preferable, 500 mass ppm is preferable, and 100 mass ppm is preferable.

The liquid crystal composition of the present invention has a dielectric anisotropy (Δε) of −2.0 to −8.0 at 20° C., preferably −2.0 to −6.0, and −2.0. -5.0 is more preferable, and -2.5 to -5.0 is particularly preferable.

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 it corresponds to a thin cell gap, and preferably 0.08 to 0.10 when it corresponds to 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 10 to 35 mPas. .S is preferable, 10 to 30 mPa.s is preferable, 10 to 25 mPa.s is more preferable, and 10 to 22 mPa.s is particularly preferable.

The liquid crystal composition of the present invention has a rotational viscosity (γ ₁ ) at 20° C. of 50 to 160 mPa·s, preferably 55 to 160 mPa·s, and more 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 more preferably 60 to 115 mPa·s, even 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., particularly preferably 70° C. to 85° C.

For example, when the entire liquid crystal composition according to the present invention exhibits negative dielectric anisotropy, the spontaneous alignment compound, the polymerizable compound (polymerizable monomer) represented by the general formula (i), and the general formula ( N-1), (N-2) and one or more compounds selected from the group of compounds represented by (N-3), and a compound represented by the general formula (L). Is preferred.

Of the whole liquid crystal composition according to the present invention, the polymerizable compound represented by the general formula (i), the spontaneous alignment compound, the general formula (N-1), the general formula (N-2), and the general formula ( N-3) is a compound selected from the group of compounds represented by the general formula (L), the upper limit of the proportion of the components composed of only the compound is 100 mass%, 99 mass%, 98 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, It is preferably 85% by mass and 84% by mass.

Moreover, among the entire liquid crystal composition according to the present invention, the spontaneous alignment compound, the polymerizable compound represented by the general formula (i), the general formula (N-1), the general formula (N-2), and the general formula (N-2). The lower limit values of the proportions of the components composed only of the compound represented by the formula (N-3) and the compound represented by the general formula (L) are 78% by mass and 80% by 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 %. It is preferably mass%, 96 mass%, 97 mass%, 98 mass%, 99 mass%.

Of the entire liquid crystal composition according to the present invention, the spontaneous alignment compound, the polymerizable compound represented by the general formula (i), the general formula (N-1a), the general formula (N-1b), the general formula ( N-1c), the general formula (N-1d), the compound represented by the general formula (N-1e), and the upper limit of the proportion occupied by the component composed only of the compound represented by the general formula (L). Is 100% by mass, 99% by 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, It is preferably 88% by mass, 87% by mass, 86% by mass, 85% by mass and 84% by mass.

Further, among the entire liquid crystal composition according to the present invention, the spontaneous alignment compound, the polymerizable compound represented by the general formula (i), the general formula (N-1a), the general formula (N-1b), and the general formula (N-1b), Of the proportion of the components composed only of the compound represented by the formula (N-1c), the general formula (N-1d) and the general formula (N-1e) and the compound represented by the general formula (L). The lower limit values are 78% by mass, 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 mass %, 94 mass %, 95 mass %, 96 mass %, 97 mass %, 98 mass %, 99 mass %.

Of the entire liquid crystal composition according to the present invention, a spontaneous alignment compound, a polymerizable compound represented by the general formula (i), a compound represented by the general formula (P), a general formula (N-1a), Compounds represented by general formula (N-1b), general formula (N-1c), general formula (N-1d), and general formula (N-1e), and compounds represented by general formula (L). The upper limit of the proportion occupied by the components composed only of 100% by mass, 99% by mass, 98% by mass, 97% by mass, 96% by mass, 95% by mass, 94% by mass, 93% by mass, 92% by mass, It is preferably 91% by mass, 90% by mass, 89% by mass, 88% by mass, 87% by mass, 86% by mass, and 85% by mass.

Further, among the entire liquid crystal composition according to the present invention, the spontaneous alignment compound, the polymerizable compound represented by the general formula (i), the compound represented by the general formula (P), and the general formula (N-1a). ), the general formula (N-1b), the general formula (N-1c), the general formula (N-1d), the compound represented by the general formula (N-1e), and the compound represented by the general formula (L). The lower limit of the proportion occupied by the components consisting of and 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 %, and 98 mass %.

Further, the liquid crystal composition according to the present invention, when the orientation is important, a spontaneous orientation compound, a polymerizable compound represented by the general formula (i), a compound represented by the general formula (P), The compound represented by general formula (N-1-1), general formula (N-1-2), general formula (N-1-3), or general formula (N-1-4) is included. preferable.

Further, in the liquid crystal composition according to the present invention, when importance is attached to response speed, a spontaneous alignment compound, a polymerizable compound represented by the general formula (i), a compound represented by the general formula (P), It preferably contains the general formula (N-1-10) or the general formula (N-1-11).

Further, in the liquid crystal composition according to the present invention, when importance is attached to the response speed, one or more kinds of spontaneous alignment compounds and two or more kinds of polymerization represented by the general formula (II-1) described below are used. And a general compound (N-1-10) or a general formula (N-1-11).

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

Moreover, in the whole liquid crystal composition according to the present invention, the general formula (N-1a), the general formula (N-1b), the general formula (N-1c), the general formula (N-1d), and the general formula (N- 1e) and the lower limit of the proportion occupied by the component composed only of the compound represented by the general formula (L) is 78% by mass, 80% by mass, 81% by mass, 83% by mass, 85% by 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 %, It is preferably 98% by mass.

Of the whole liquid crystal composition according to the present invention, general formula (N-1a), general formula (N-1b), general formula (N-1c), general formula (N-1d), and general formula (N-1e). A compound represented by 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 occupied by the components composed only of 99% by 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, 84% by mass, 83% by mass, 82% by mass, 81% by mass and 80% by mass are preferred.

Moreover, in the whole liquid crystal composition according to the present invention, the general formula (N-1a), the general formula (N-1b), the general formula (N-1c), the general formula (N-1d), and the general formula (N- 1e) and a compound represented by the general formula (L-1), the general formula (L-3), the general formula (L-4), the general formula (L-5) or the general formula (L-6). The lower limit of the proportion occupied by the component composed of only the compound is 68% by mass, 70% by mass, 71% by mass, 73% by mass, 75% by mass, 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 %, It is preferably 97% by mass and 98% 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 tilt angle is sufficiently obtained, and there is no unreacted polymerizable compound or there is no problem. Since the number is small and the voltage holding ratio (VHR) is high, there are no defects such as alignment defects and display defects, or they are sufficiently suppressed. Further, since the tilt angle and the residual amount of the polymerizable compound 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.

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

A liquid crystal display element according to the present invention includes a first substrate and a second substrate which are arranged to face each other, a common electrode provided on the first substrate or the second substrate, the first substrate or the It is preferable to have a pixel electrode provided on the second substrate and having a thin film transistor, and a liquid crystal layer containing a liquid crystal composition provided between the first substrate and the second substrate. If necessary, an alignment film that controls the alignment direction of the liquid crystal molecules may be provided on the facing surface side of at least one of the first substrate and the second substrate so as to come into contact with the liquid crystal layer. As the alignment film, a vertical alignment film, a horizontal alignment film, or the like can be appropriately selected according to the driving mode of the liquid crystal display element, and a rubbing alignment film (for example, a polyimide alignment film) or an optical alignment film (decomposition type polyimide alignment film). A known alignment film such as a film) can be used. Furthermore, a color filter may be appropriately provided on the first substrate or the second substrate, and a color filter can 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 may be made of a transparent transparent material such as glass or plastic, and one of them may be an opaque material such as silicon. The transparent substrate having the 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, a dyeing method, or the like. The method for producing a color filter by the 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 step for each of the three colors of 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 are opposed to each other such 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. At this time, it is preferable to adjust the thickness of the obtained light control layer to be 1 to 100 μm. 1.5 to 10 μm is more preferable, and 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 as to maximize the contrast. Further, when there are two polarizing plates, the polarizing axis of each polarizing plate can be adjusted so that the viewing angle and contrast are improved. Further, a retardation film for expanding the viewing angle can also be used. Examples of the spacer include glass particles, plastic particles, alumina particles, and photoresist material. After that, a sealing agent such as an epoxy thermosetting composition is screen-printed on the substrates with a liquid crystal injection port provided, the substrates are attached to each other, and heated to heat cure the sealing agent.

As a method for sandwiching the liquid crystal composition between the two substrates, a usual vacuum injection method or ODF method can be used. A second aspect of the present invention is a liquid crystal composition for use in a liquid crystal display device in which an alignment film is not provided on the surface of at least one of a pair of substrates, which contains a polymerizable compound having two or more biphenyl skeletons. It is a liquid crystal composition. When two or more polymerizable compounds having a biphenyl skeleton are contained, a difference in reaction rate occurs, so that alignment unevenness and display defects can be reduced.

The polymerizable compound having a biphenyl skeleton may be one having a biphenyl skeleton in which two benzene rings are directly connected, and is a concept including terphenyl. Therefore, the polymerizable compound having two or more kinds of biphenyl skeleton means that there are two or more kinds of polymerizable compounds having a biphenyl skeleton in which two benzene rings are directly linked.

Examples of the polymerizable compound having a biphenyl skeleton according to the present invention include a polymerizable compound having a biphenyl skeleton among the polymerizable compounds represented by the formula (i). The polymerizable compound having a biphenyl skeleton according to the present invention has the following formula (II-1):

(In the general formula (II-1), R ²⁰¹ , R ²⁰² , R ²⁰³ , R ²⁰⁴ , R ²⁰⁵ , R ²⁰⁶ , R ²⁰⁷ , R ²⁰⁸ , R ²⁰⁹ , R ²¹⁰ , R ²¹¹ , R ²¹² , R ²¹³ and R ²¹⁴ are each independently, P ^{21 -S} 21 ^-, from a good carbon atoms 1 be substituted by a fluorine atom 18 alkyl group, an alkoxy group are replaced by fluorine atoms from a good carbon number of 18 , A halogen atom (fluorine atom) or a hydrogen atom, P ²¹ represents any one of (RI) to (R-IX) in the general formula (i), and S ²¹ represents a single bond or It represents an alkylene group having 1 to 15 carbon atoms, and one or two or more —CH ₂ — in the alkylene group is —O—, —OCO— or —COO— so that oxygen atoms are not directly adjacent to each other. And n ²¹ represents 0, 1 or 2).

In formula (II-1), 1 or 2 or more ^P 21 ^{-S 21} in one molecule of the compound represented by the general formula (II-1) - preferably having the 4 following ^{P 21} -S ²¹ - preferably has a, ^P 21 ^{-S 21} existing in one molecule of the formula (II-1) - number of, preferably 1 to 4, more preferably 1 to 3, ^P 21 ^{-S 21} in a molecule of the compound represented by the above formula (II-1) - number of, particularly preferably 2 or 3.

That is, the compound represented by the general formula (II-1) is provided with two benzene rings (biphenyl skeleton), two P ^{21 -S} 21 in the benzene ring ^- to have at least one Therefore, the compound represented by the general formula (II-1) has the action and effect as a polymerizable compound.

In formula (II-1), one or more ^P 21 ^{-S 21} - if it contains ^{is, R 201, R 202, R} 204, any one of R ^{207, R 209} or ^{R 210} or two or more of ^P 21 ^{-S 21} - is ^{preferably, R 201} and ^{R 210} are ^P 21 ^{-S 21} - is more preferable.

In the general formula (II-1), R ²⁰¹ and R ²¹⁰ are preferably each independently P ²¹ -S ²¹ -, and in this case, R ²⁰¹ and R ²¹⁰ are the same P ²¹ -S ^{21 -.} It may be − or different P ²¹ −S ²¹ −.

In the general formula (II-1), R ²⁰¹ , R ²⁰² , R ²⁰³ , R ²⁰⁴ , R ²⁰⁵ , R ²⁰⁶ , R ²⁰⁷ , R ²⁰⁸ , R ²⁰⁹ , R ²¹⁰ , R ²¹¹ , R ²¹² , R ²¹³ and R are included. ²¹⁴ are each independently, P ^{21 -S} 21 ^-, alkoxy group of the alkyl group are substituted by fluorine atoms from a good carbon atoms 1 also 18, from a good carbon atoms 1 be substituted by a fluorine atom 18, It represents either a fluorine atom or a hydrogen atom, and in this case, the number of carbon atoms of the alkyl group and the alkoxy group is preferably 1 to 16, more preferably 1 to 10, and further preferably 1 to 8. Yes, even more preferably 1 to 6, even more preferably 1 to 4, and particularly preferably 1 to 3. Further, the alkyl group and the alkoxy group may be linear or branched, but linear is particularly preferable.

In the general formula (II-1), R ²⁰¹ , R ²⁰² , R ²⁰³ , R ²⁰⁴ , R ²⁰⁵ , R ²⁰⁶ , R ²⁰⁷ , R ²⁰⁸ , R ²⁰⁹ , R ²¹⁰ , R ²¹¹ , R ²¹² , R ²¹³ and R are included. Each of ²¹⁴ is preferably P ²¹ -S ²¹ -, an alkyl group having 1 to 3 carbon atoms, an alkoxy group having 1 to 3 carbon atoms, a fluorine atom or a hydrogen atom, and P ²¹ -S ²¹ -, a fluorine atom or a hydrogen atom is more preferable, and a fluorine atom or a hydrogen atom is more preferable.

In the above general formula (II-1), P ²¹ is preferably the formula (RI), more preferably an acrylic group or a methacrylic group, and further preferably a methacrylic group.

In the above general formula (II-1), S 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-1), n ²¹ is preferably 0.

The liquid crystal composition according to the present invention preferably contains 2 to 6 types, more preferably 2 to 5 types of the polymerizable compound having a biphenyl skeleton represented by the general formula (II-1). It is more preferable to include 2 to 4 types, even more preferable to include 2 to 3 types, and particularly preferable to be 2 types. When two or more polymerizable compounds having a biphenyl skeleton represented by the above general formula (II-1) having different chemical structures are contained, a difference in reaction rate occurs, so that alignment unevenness and display defects can be reduced. it can.

Further, as one of the polymerizable compounds having a biphenyl skeleton), the polymerizable compound represented by the above formula (P), specifically, the above general formula (P-1-1) to the general formula (P-1) -46), general formula (P-2-1) to general formula (P-2-12), general formula (P-3-1) to general formula (P-3-15), and general formula (P- You may use the compound represented by general formula (P-4-19) from 4-1).

In addition, as the polymerizable compound having a biphenyl skeleton, which can be preferably used in the liquid crystal composition according to the present invention, formula (XX-1) to formula (XX-13)

(In Formula (XX-1) to General Formula (XX-13), Sp ^xx is an alkylene group having 1 to 8 carbon atoms or —O—(CH ₂ ) _s — (In the formula, s is an integer of 1 to 7.) the represents an oxygen atom shall be attached to the ring.), and hydrogen atoms in the 1,4-phenylene group, _{further, -F, -Cl, -CF 3,} -CH 3 or the following formula (R- 1) to formula (R-9)

(In the formula, R ¹¹ , R ¹² , R ¹³ , R ¹⁴ and R ¹⁵ each independently represent an alkyl group having 1 to 5 carbon atoms, a fluorine atom or a hydrogen atom, and m ^r5 , m ^r7 , n ^r5, and ^r7 each independently represent a group selected from 0, 1, or 2),
S ¹¹ , S ¹² and S ¹³ each independently represent a single bond or an alkylene group having 1 to 15 carbon atoms, and one —CH ₂ — in the alkylene group or two or more that are not adjacent to each other. , as the oxygen atoms are not directly adjacent, -O - - -CH ₂ of, - OCO- or -COO- in may be substituted,
When there are a plurality of P ¹³ and S ¹³ , they may be the same or different. ) May be substituted. )
A polymerizable compound represented by formulas (RM-1) to (RM-14)

And a polymerizable compound represented by formula (I-1-1) to formula (I-7-6)

(In the formulas (I-1-1) to (I-7-6), R ^M1 , R ^M2 and R ^M3 are each independently an alkyl group having 1 to 5 carbon atoms, a fluorine atom or hydrogen. And a polymerizable compound represented by any one of the atoms). Therefore, as a preferable embodiment of the polymerizable compound having two or more kinds of biphenyl skeletons, the polymerizable compound represented by the formula (XX-1) to the general formula (XX-13), the formula (RM-1) ) To a polymerizable compound represented by the formula (RM-14) and a polymerizable compound represented by the formulas (I-1-1) to (Formula I-7-6). Can be

The total content of the polymerizable compounds having two or more biphenyl skeletons in the liquid crystal composition may be 0.02 to 10% by mass, and the lower limit of the content is preferably 0.02% by mass, 0.03 mass% is preferable, 0.04 mass% is preferable, 0.05 mass% is preferable, 0.06 mass% is preferable, 0.07 mass% is preferable, 0.08 mass% is preferable, and 0.09 mass% is preferable. Mass% is preferable, 0.1 mass% is preferable, 0.15 mass% is preferable, 0.2 mass% is preferable, 0.25 mass% is preferable, 0.3 mass% is preferable, 0.35 mass% Is preferred, 0.4 mass% is preferred, 0.5 mass% is preferred, 0.55 mass% is preferred, and the upper limit of the content is preferably 5 mass%, 4.5 mass%, and 4 mass% is preferred. , 3.5 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. , 0.9% by mass is preferred, 0.85% by mass is preferred, 0.8% by mass is preferred, 0.75% by mass is preferred, 0.7% by mass is preferred, 0.65% by mass is preferred, 0 0.6% by mass is preferable, and 0.55% by mass is preferable.

The liquid crystal composition according to the present invention preferably includes a spontaneously aligning monomer having a polar group and a chemical structure different from that of each of the polymerizable compounds having two or more kinds of biphenyl skeletons.

As the spontaneous orientation monomer, the above-mentioned spontaneous orientation compound can be preferably used.

In addition, as a preferred embodiment of the liquid crystal composition according to the present invention, two or more polymerizable compounds having a biphenyl skeleton represented by the general formula (II-1), and one kind of the spontaneous alignment monomer or One or more compounds selected from the group of compounds represented by the general formulas (N-1a) to (N-1g) and one or more compounds represented by the general formula (L). It is preferable that these compounds occupy 85 to 100% by mass of the liquid crystal composition.

3rd of this invention is the 1st board|substrate and 2nd board|substrate which were arrange|positioned facing, the liquid crystal layer filled between the said 1st board|substrate and the said 2nd board|substrate, and the said 1st board|substrate. Each pixel has a plurality of gate bus lines and data bus lines arranged in a matrix, thin film transistors provided at intersections of the gate bus lines and data bus lines, and pixel electrodes driven by the thin film transistors. An electrode layer, a common electrode formed on the first substrate or the second substrate, and a polymerizable compound having two or more biphenyl skeletons between the first substrate and the second substrate. A liquid crystal display element having a cured resin component and having no alignment film on the surface of at least one substrate. As the polymerizable compound having a biphenyl skeleton, similar to the second liquid crystal display device described above, for example, the polymerizable compound represented by the formula (i), the polymerizable compound represented by the formula (II-1) , A polymerizable compound represented by the above formula (P), a polymerizable compound represented by the above formula (XX-1) to the general formula (XX-13), and a polymerizable compound represented by the above formula (RM-1) to the formula (RM-14). ), a polymerizable compound represented by the formula (I-1-1) to the formula (I-7-6), and two or more selected from these polymerizable compounds. Can be used. Among them, the polymerizable compound having two or more biphenyl skeletons is represented by one or more polymerizable compounds represented by the above formula (i) and one or more polymerizable compounds represented by the above formula (P). It is preferable that the compound is a polymerizable compound.

As a method for polymerizing the polymerizable compound and the spontaneous alignment compound contained in the liquid crystal composition of the present invention, in order to obtain good alignment performance of the liquid crystal, an appropriate polymerization rate is desirable, and therefore, ultraviolet rays or electron beams A method of polymerizing by irradiating with active energy rays singly 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 carried out in a state where the liquid crystal composition is sandwiched between two substrates, at least the substrate on the irradiation surface side must be provided with appropriate transparency for active energy rays. Moreover, after polymerizing only a specific part using a mask at the time of light irradiation, the orientation state of the unpolymerized part is changed by changing the conditions such as electric field, magnetic field or temperature and further irradiation with active energy rays. It is also possible to use a means of polymerizing the polymer. In particular, when exposing to ultraviolet light, it is preferable to apply ultraviolet light while applying an alternating electric field to the liquid crystal composition. The applied AC electric field is preferably AC with a frequency of 10 Hz to 10 kHz, more preferably 60 Hz to 10 kHz, and the voltage is selected depending on the desired pretilt angle of the liquid crystal display element. That is, the pretilt angle of the liquid crystal display element can be controlled by the applied voltage. In the PSVA mode liquid crystal display device, 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 rays used when 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 device 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. It is preferable to polymerize at a temperature close to room temperature, that is, typically at 15 to 35°C.

On the other hand, for example, in the case of applying the liquid crystal composition of the present invention to a liquid crystal display device including a substrate having no alignment film, when applying the liquid crystal display device including the above-described substrate having an alignment film during irradiation. The temperature range may be wider than the temperature range.

A metal halide lamp, a high-pressure mercury lamp, an ultra-high-pressure mercury lamp, or the like can be used as the lamp that generates ultraviolet rays. Further, as the wavelength of the ultraviolet ray to be irradiated, it is preferable to irradiate the ultraviolet ray in a wavelength range other than the absorption wavelength range of the liquid crystal composition, and it is preferable to use the ultraviolet ray after cutting the ultraviolet ray as necessary. The intensity of the ultraviolet rays to be applied is preferably 0.1 mW/cm ^{2 to} 100 W/cm ^{2, and} more preferably ² mW/cm ^{2 to} 50 W/cm ² . The amount of energy of the ultraviolet rays to be applied can be appropriately adjusted, but is preferably 10 mJ/cm ² to 500 J/cm ^{2, and} more preferably 100 mJ/cm ² to 200 J/cm ² . The intensity may be changed when the ultraviolet rays are irradiated. The irradiation time of ultraviolet rays is appropriately selected according to the intensity of ultraviolet rays to be irradiated, but is preferably 10 seconds to 3600 seconds, 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. Moreover, "%" in the compositions of the following Examples and Comparative Examples means "mass %". The following abbreviations are used for describing compounds in the examples.

(Example 1)
A reaction vessel equipped with a stirrer, a cooler, and a thermometer was charged with 19 g of 5-bromobenzene 1,3-diol, 2.5 g of pyridinium p-toluenesulfonate and 200 ml of dichloromethane, and 3,4-dihydro-2H-pyran was added. 12 g was dropped. Further, the reaction was carried out at room temperature for 4 hours. After completion of the reaction, the organic layer was washed with water and saturated saline and the solvent was distilled off to obtain 33 g of the compound represented by the formula (1).

Then, in a reaction vessel equipped with a stirrer, a cooler, and a thermometer, 33 g of the compound represented by the formula (1), 19 g of 4-pentylphenylboric acid, 18 g of potassium carbonate, 3 g of tetrakistriphenylphosphine palladium, 3 g of tetrahydrofuran, 200 ml of tetrahydrofuran, 20 ml of pure water was charged and reacted at 70° C. for 5 hours. After completion of the reaction, the mixture was cooled, the target product was extracted with ethyl acetate, the organic layer was washed with water and saturated saline, and the solvent was evaporated. After that, dispersion washing with methanol and purification with an alumina column were performed to obtain 35 g of the compound represented by the formula (2).

Furthermore, 35 g of the compound represented by the above formula (2) and 200 ml of THF were charged into a reaction vessel equipped with a stirrer and a thermometer, and a mixed solution of 10 ml of methanol solution and 1 ml of hydrochloric acid was slowly added dropwise. After the dropping was completed, the reaction was continued for 2 hours. After completion of the reaction, 200 ml of ethyl acetate was added to the reaction solution, the organic layer was washed with pure water and a saturated sodium hydrogencarbonate 5% hydrochloric acid aqueous solution, and further washed with saturated saline, and the organic layer was dried over anhydrous sodium sulfate. The solvent was distilled off to obtain 20 g of the compound represented by the formula (3).

Then, into a reaction vessel equipped with a stirrer, a cooler, and a thermometer, 20 g of the compound represented by the above formula (3), 16.7 g of methacrylic acid, 2.2 g of dimethylaminopyridine, and 150 ml of dichloromethane were charged, and placed in an ice-cooled bath. The temperature of the reaction vessel was kept below 5° C., and 23 g of diisopropylcarbodiimide was slowly added dropwise under an atmosphere of nitrogen gas. After completion of dropping, the reaction container was returned to room temperature and reacted for 5 hours. After filtering the reaction solution, 150 ml of dichloromethane was added to the filtrate, and the solution was washed with a 5% hydrochloric acid aqueous solution and further washed with saturated saline, and the organic layer was dried over anhydrous sodium sulfate. After evaporating the solvent, the residue was purified by a silica gel column to obtain 26 g of the target compound represented by the formula (i-33).

(Physical property value)
¹ H-NMR (solvent: deuterated chloroform): δ: 0.93 (m, 3H), 1.33-1.35 (m, 4H), 1.61-1.63 (m, 2H), 2. 12 (s, 6H), 2.66 (t, 2H), 5.77 (s, 2H), 6.39 (s, 2H), 7.27-7.29 (m, 4H), 7.41. (S, 1H), 7.63 (d, 2H)
¹³ C-NMR (solvent: deuterated chloroform): δ: 14.1, 17.9, 22.7, 22.8, 30.9, 31.4, 35.8, 115.1, 115.9, 127. .3, 127.8, 130.1, 135.4, 137.2, 141.5, 142.8, 151.4, 166.4.
(Example 2)
In a reaction vessel equipped with a stirrer, a cooler and a thermometer, 33 g of the compound represented by the formula (1) synthesized in Example 1, 15 g of acrylic acid tert-butyl ester, 14 g of triethylamine, 800 mg of palladium acetate, 200 ml of dimethylformamide. Was charged, and the reactor was heated to 100° C. and reacted in a nitrogen gas atmosphere. After completion of the reaction, ethyl acetate and THF were added, and the organic layer was washed with 10% hydrochloric acid aqueous solution, pure water and saturated saline. The solvent was distilled off and the residue was purified by a silica gel column to obtain 32 g of the compound represented by the formula (4).

Further, 32 g of the compound represented by the above formula (4) and 200 ml of THF were charged into a reaction vessel equipped with a stirrer and a thermometer, and a mixed solution of 10 ml of methanol solution and 1 ml of hydrochloric acid was slowly added dropwise. After the dropping was completed, the reaction was continued for 2 hours. After completion of the reaction, 200 ml of ethyl acetate was added to the reaction solution, the organic layer was washed with pure water and a saturated sodium hydrogencarbonate 5% hydrochloric acid aqueous solution, and further washed with saturated saline, and the organic layer was dried over anhydrous sodium sulfate. The solvent was distilled off.
Then, a reaction vessel equipped with a stirrer, a cooler and a thermometer was charged with the concentrate, 17 g of methacrylic acid, 230 mg of dimethylaminopyridine, and 150 ml of dichloromethane, and the reaction vessel was kept at 5°C or lower in an ice-cooled bath to remove nitrogen gas. 24 g of diisopropylcarbodiimide was slowly added dropwise under an atmosphere. After completion of dropping, the reaction container was returned to room temperature and reacted for 5 hours. After the reaction solution was filtered, 150 ml of dichloromethane was added to the filtrate, washed with pure water and further washed with saturated saline, and the organic layer was dried over anhydrous sodium sulfate. After the solvent was distilled off, the residue was purified by a silica gel column to obtain 24 g of the compound represented by the formula (5).

In a reaction vessel equipped with a stirrer, a cooler and a thermometer, 24 g of the compound represented by the above formula (5) was dissolved in 100 ml of methylene chloride, 30 ml of trifluoroacetic acid was added dropwise, and the mixture was stirred at room temperature for 30 minutes. .. Then, 200 ml of ethyl acetate was added, and the organic layer was washed with pure water and saturated saline. The solvent was distilled off to obtain 19 g of the compound represented by the formula (6).

Then, into a reaction vessel equipped with a stirrer, a cooler and a thermometer, 19 g of the compound represented by the above formula (6), 12.7 g of 4-heptylphenol, 700 mg of dimethylaminopyridine and 150 ml of dichloromethane were charged, and the mixture was put in an ice-cooled bath. The reaction vessel was maintained at 5° C. or lower, and 9 g of diisopropylcarbodiimide was slowly added dropwise under a nitrogen gas atmosphere. After completion of dropping, the reaction container was returned to room temperature and reacted for 5 hours. After filtering the reaction solution, 150 ml of dichloromethane was added to the filtrate, and the solution was washed with a 5% hydrochloric acid aqueous solution and further washed with saturated saline, and the organic layer was dried over anhydrous sodium sulfate. After evaporating the solvent, the residue was purified by a silica gel column to obtain 24 g of the target compound represented by the formula (i-34).

(Physical property value)
¹ H-NMR (solvent: deuterated chloroform): δ: 0.89-0.91 (m, 3H), 1.27 (s, 8H), 1.61-1.63 (m, 2H), 2. 12 (s, 6H), 2.66 (t, 2H), 5.77 (s, 2H), 6.28 (d, 1H), 6.39 (s, 2H), 6.84 (s, 2H) ), 7.12-7.15 (m, 2H), 7.17-7.19 (m, 3H), 7.49 (d, 1H).
¹³ C-NMR (solvent: deuterated chloroform): δ: 14.1, 17.9, 22.7, 22.8, 29.2, 30.9, 31.4, 31.8, 35.8, 115. .1, 115.4, 118.0, 121.4, 127.8, 129.6, 135.4, 137.2, 139.5, 148.5, 151.4, 164.3, 166.4.
(Example 3)
In an autoclave vessel equipped with a stirrer, 32 g of the compound represented by the formula (4) synthesized in Example 1 and 200 ml of THF were charged, 20 ml of ethanol solution and 1.6 g of 5% palladium carbon (containing water) were charged, and contact with hydrogen gas was performed. Hydrogen reduction was performed. After completion of the reaction, the reaction solution was filtered and the solvent was distilled off. Further, 32 g of the concentrate and 200 ml of THF were charged into a reaction vessel equipped with a stirrer and a thermometer, and a mixed solution of 10 ml of methanol solution and 1 ml of hydrochloric acid was slowly added dropwise. After the dropping was completed, the reaction was continued for 2 hours. After completion of the reaction, 200 ml of ethyl acetate was added to the reaction solution, and the organic layer was washed with pure water and a saturated aqueous solution of sodium hydrogencarbonate 5% hydrochloric acid, and further washed with a saturated saline solution. 17 g of a compound represented by

Then, in a reaction vessel equipped with a stirrer, a cooler and a thermometer, 17 g of the compound represented by the above formula (7), 15 g of methacrylic acid, 1.0 g of dimethylaminopyridine and 150 ml of dichloromethane were charged, and the mixture was cooled in an ice-cooled bath. With the reaction vessel kept at 5°C or lower, 22 g of diisopropylcarbodiimide was slowly added dropwise under an atmosphere of nitrogen gas. After completion of dropping, the reaction container was returned to room temperature and reacted for 5 hours. After the reaction solution was filtered, 150 ml of dichloromethane was added to the filtrate, washed with pure water and further washed with saturated saline, and the organic layer was dried over anhydrous sodium sulfate. After the solvent was distilled off, the residue was purified by column chromatography using twice the amount (weight ratio) of silica gel to obtain 23 g of the target compound represented by the formula (8).

In a reaction vessel equipped with a stirrer, a cooler and a thermometer, 23 g of the compound represented by the above formula (8) was dissolved in 120 ml of methylene chloride, 30 ml of trifluoroacetic acid was added dropwise, and the mixture was stirred at room temperature for 30 minutes. .. Then, 200 ml of ethyl acetate was added, and the organic layer was washed with pure water and saturated saline. The solvent was distilled off to obtain 19 g of the compound represented by the formula (9).

Then, into a reaction vessel equipped with a stirrer, a cooler and a thermometer, 19 g of the compound represented by the above formula (9), 12.8 g of 4-heptylphenol, 700 mg of dimethylaminopyridine and 150 ml of dichloromethane were charged, and the mixture was put in an ice-cooled bath. The reaction vessel was maintained at 5° C. or lower, and 9 g of diisopropylcarbodiimide was slowly added dropwise under a nitrogen gas atmosphere. After completion of dropping, the reaction container was returned to room temperature and reacted for 5 hours. After filtering the reaction solution, 150 ml of dichloromethane was added to the filtrate, and the solution was washed with a 5% hydrochloric acid aqueous solution and further washed with saturated saline, and the organic layer was dried over anhydrous sodium sulfate. After evaporating the solvent, the residue was purified by a silica gel column to obtain 22 g of the target compound represented by the formula (i-35).

(Physical property value)
¹ H-NMR (solvent: deuterated chloroform): δ: 0.89-0.91 (m, 3H), 1.27 (s, 8H), 1.61-1.63 (m, 2H), 2. 12 (s, 6H), 2.66 (t, 2H), 2.71-2.73 (m, 2H), 2.811-2.83 (m, 2H), 5.77 (s, 2H). , 6.39 (s, 2H), 6.89 (s, 2H), 7.13-7.21 (m, 5H)
¹³ C-NMR (solvent: deuterated chloroform): δ: 14.1, 17.9, 22.7, 22.8, 29.2, 30.5, 30.9, 31.4, 31.8, 33. .2, 35.8, 39.4, 113.4, 118.0, 121.4, 127.8, 129.6, 135.4, 137.2, 139.5, 148.5, 151.4. , 166.4, 172.2
(Example 4)
In a reaction vessel equipped with a stirrer, a cooler, and a thermometer, 3,5-dimethylphenylboronic acid 15 g, 5-bromobenzene 1,3-diol 18 g, potassium carbonate 20 g, tetrakistriphenylphosphine palladium 2 g, tetrahydrofuran 200 ml, 20 ml of pure water was charged and reacted at 70° C. for 5 hours. After completion of the reaction, the mixture was cooled, the target product was extracted with ethyl acetate, the organic layer was washed with water and saturated saline, and the solvent was evaporated. Then, dispersion washing with methanol and purification with an alumina column were performed to obtain 18 g of the compound represented by the formula (10).

Then, into a reaction vessel equipped with a stirrer, a cooler, and a thermometer, 18 g of the compound represented by the above formula (10), 17.5 g of methacrylic acid, 2.0 g of dimethylaminopyridine, and 150 ml of dichloromethane were charged, and placed in an ice-cooled bath. The temperature of the reaction vessel was kept below 5° C., and 25 g of diisopropylcarbodiimide was slowly added dropwise under a nitrogen gas atmosphere. After completion of dropping, the reaction container was returned to room temperature and reacted for 5 hours. After filtering the reaction solution, 150 ml of dichloromethane was added to the filtrate, and the solution was washed with a 5% hydrochloric acid aqueous solution and further washed with saturated saline, and the organic layer was dried over anhydrous sodium sulfate. After evaporating the solvent, the residue was purified by a silica gel column to obtain 24 g of the target compound represented by the formula (i-2).

(Physical property value)
¹ H-NMR (solvent: deuterated chloroform): δ: 2.10 (s, 6H), 2.36 (s, 6H), 5.77 (s, 2H), 6.39 (s, 2H), 7 .29 (s, 2H), 7.40-7.44 (m, 2H), 7.68 (d, 2H)
¹³ C-NMR (solvent: deuterated chloroform): δ: 17.9, 21.9, 115.1, 115.9, 125.8, 127.8, 135.4, 138.2, 140.5, 141. .5, 152.2, 166.4
Hereinafter, the present invention will be described in more detail with reference to examples of liquid crystal compositions, but the present invention is not limited to these examples. Moreover, "%" in the compositions of the following Examples and Comparative Examples means "mass %". The following abbreviations are used for describing compounds in the examples.

The characteristics measured in the examples are as follows.

T _ni : Nematic phase-isotropic liquid phase transition temperature (° C.)
Δn: refractive index anisotropy at 25°C η: viscosity at 20°C (mPa·s)
γ ₁ : rotational viscosity at 25°C (mPa·s)
Δε: Dielectric anisotropy at 25° C. K ₃₃ : Elastic constant K _{33 at} 20° C. (pN)
<Ring structure>

<Side chain structure>

(However, n in the table is a natural number.)
<Connection structure>

(However, n in the table is a natural number.)
The evaluation of "low temperature storage property", "vertical alignment property", "pretilt angle formation" and "response property" in the examples and comparative examples was carried out by the following methods.

(Evaluation test of low temperature storage stability)
The liquid crystal composition was filtered with a membrane filter (PTFE 13m-0.2 μm, manufactured by Agilent Technologies), and dissolved air was removed by allowing it to stand for 15 minutes under vacuum reduced pressure conditions. 0.5 g of this was weighed in a vial bottle washed with acetone and dried sufficiently, and allowed to stand in an environment of -25°C for 10 days. Then, the presence or absence of precipitation was visually observed, and the judgment was made according to the following two stages.

A: No precipitation can be confirmed.

B: Precipitation occurs after 1 week.

D: Precipitation can be confirmed.

(Vertical orientation evaluation test)
It is driven by an active element and a first substrate (common electrode substrate) having a transparent electrode layer made of a patterned transparent common electrode on an insulating layer and having no alignment film provided with a color filter layer. A second substrate (pixel electrode substrate) having an alignment film having a pixel electrode layer having a transparent pixel electrode was prepared. The liquid crystal composition was dropped on the first substrate, sandwiched on the second substrate, and the sealing material was cured at 110° C. for 2 hours under normal pressure to obtain a liquid crystal cell with a cell gap of 3.2 μm. At this time, the vertical alignment property and the alignment unevenness such as a drop mark were observed using a polarization microscope and evaluated in the following four stages.

A: Vertical alignment uniformly over the entire surface B: A level with a slight amount of alignment defects that is acceptable C: A level of alignment defects that is unacceptable D: Alignment defects are considerably poor Evaluation method for liquid crystal image sticking (change of pretilt angle with time) )
First, a polyimide alignment film that induces vertical alignment was applied to a substrate with ITO, and then the polyimide alignment film was injected by a vacuum injection method into a liquid crystal cell (cell gap 3.5 μm) including a substrate with ITO rubbed. .. Then, the liquid crystal cell in which the liquid crystal composition was injected was irradiated with ultraviolet rays through a filter that cuts ultraviolet rays having a wavelength of 325 nm or less using a high pressure mercury lamp while applying a voltage of 10 V at a frequency of 100 Hz. At this time, the illuminance measured under the condition of the central wavelength of 365 nm was adjusted so as to be 100 mW/cm ² , and the integrated light amount of 10 J/cm ² of ultraviolet rays was irradiated. The above-mentioned ultraviolet irradiation condition was set as irradiation condition 1. This irradiation condition 1 imparts a pretilt angle 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 20 J / cm ^2, to obtain a liquid crystal display device .. The above-mentioned ultraviolet irradiation condition was set as irradiation condition 2. The irradiation condition 2 reduces the residual amount of the polymerizable compound in the unreacted liquid crystal cell under the irradiation condition 1.

After the ultraviolet irradiation, the display defect (burn-in) was evaluated by the change of the pretilt angle. First, the pretilt angle of the liquid crystal display element was measured and used as the pretilt angle (initial). A backlight was irradiated for 10 hours while applying a rectangular wave of 30 V at a frequency of 100 Hz to the liquid crystal display element. Then, the pretilt angle was measured and used as the pretilt angle (after the test). The value obtained by subtracting the pretilt angle (after the test) from the measured pretilt angle (initial) was taken as the pretilt angle change amount (=absolute value of pretilt angle change) [°]. The pretilt angle was measured using OPTIPRO manufactured by Shintech. The voltage of 30 V is several times larger than the normal drive voltage, and the acceleration test is performed.

The closer the pretilt angle change amount is to 0[°], the lower the possibility of display failure due to the change in the pretilt angle. In this study, the change amount of 1.0 [°] or less was set as the allowable limit range of display unevenness.
A: Change amount less than 1.0[°] B: Change amount 1.0[°] or more and less than 1.5[°] C: Change amount 1.5[°] or more (Preparation of liquid crystal composition and evaluation result)
A liquid crystal composition was prepared at a mixing ratio with the compounds shown in Table 3 below, and the composition was designated as LC-1. The constitution of the liquid crystal composition and the results of its physical properties are shown below.

LC-1 has a nematic phase-isotropic liquid phase transition temperature (T _ni ) of 75°C, a solid phase-nematic phase transition temperature (T _CN ) of -33°C, and a refractive index anisotropy (Δn) of 0.11. , The dielectric anisotropy (Δε) was −2.8, and the rotational viscosity (γ ₁ ) was 98 mPa·s. The refractive index anisotropy (Δn), the dielectric anisotropy (Δε), and the rotational viscosity (γ1) are all the measurement results at 25° C. (hereinafter the same).

(Comparative Examples 1 to 4)
When LC-1 was 100 parts by mass, 1.0 part by mass of the following spontaneous orientation compound (AL-2.2) and 0.3 parts by mass of the compound represented by the formula (RM-R1) were added. A liquid crystal composition containing the polymerizable compound was prepared as Comparative Example 1.

To 100 parts by mass of the liquid crystal composition LC-1, 1.0 parts by mass of the spontaneous alignment monomer (AL-2,2) and 0.3 parts by mass of the compound represented by the formula (RM-R2) were added. A liquid crystal composition containing the polymerizable compound was prepared as Comparative Example 2.

To 100 parts by mass of the liquid crystal composition LC-1, 1.0 parts by mass of the spontaneous alignment monomer (AL-2.2) and 0.6 parts by mass of the compound represented by the formula (RM-R2) were added. A liquid crystal composition containing the polymerizable compound was prepared as Comparative Example 3.

To 100 parts by mass of the liquid crystal composition LC-1, 1.0 parts by mass of the spontaneous alignment monomer (Al-2.2) and 0.9 parts by mass of the compound represented by the formula (RM-R2) were added. A liquid crystal composition containing the polymerizable compound was set as Comparative Example 4.

The results are shown in Table 4 below for the low temperature storage stability of Comparative Examples 1 to 4, the vertical alignment test of the polymerizable compound after ultraviolet irradiation, and the tilt stability test.

(Examples 1 to 3)
A liquid crystal composition was prepared in the same manner as in Comparative Example 1 except that the spontaneous orientation monomer (AL-2.2) and the following polymerizable compound (i-33) were added to LC-1 in the amounts shown in Table 5 below. did.

Table 5 shows the results of the low temperature storability of Examples 1 to 3, the vertical alignment test of the polymerizable compound after ultraviolet irradiation, and the tilt stability test.

Regarding the orientations of Examples 1 to 3, the cell in which the liquid crystal composition described in the example was enclosed was set in a polarizing microscope in which a polarizer and an analyzer were arranged orthogonally, and the transmitted light was observed. If the liquid crystal molecules are vertically aligned, light cannot be transmitted due to the action of the polarizing plate, and the cell is displayed in black. When the above-mentioned samples were evaluated by this test method, it was confirmed that alignment unevenness did not occur in all the samples and uniform vertical alignment was exhibited. The evaluation results of a typical orientation test are shown in FIGS. 1 and 2. FIG. 1 is a photograph of Comparative Example 2, and FIG. 2 is a photograph of a cell injected with the liquid crystal composition of Example 2 under crossed Nicols. The white portion in the peripheral portion of the cell shown in FIG. 1 is not vertically aligned but is diagonally or horizontally aligned, which indicates uneven alignment. In FIG. 1, many white parts are seen, and many parts are not vertically aligned. In addition, there are domains divided into four in the cell. This is an unevenness of dropping, which is an unevenness that can be caused when the liquid crystal compositions are dropped and spread and do not mix uniformly when the compositions intersect with each other, which is also a kind of defect. However, in FIG. 2, almost no white line is seen, and black is uniformly shown. In FIG. 1 and FIG. 2, the white straight line that is partially visible is not alignment unevenness, but is a physical scratch on the glass, and thus is not defective in alignment. Therefore, this indicates that the liquid crystal is vertically aligned on one side, and by appropriately combining the above-described vertical alignment aid (spontaneous alignment compound) with the polymerizable compound represented by the formula (i). It was confirmed that the liquid crystal molecules were vertically aligned.

Moreover, it is considered that the pretilt change with time in the present invention is affected by the hardness of the polymer film, and the addition of the polymerizable compound represented by the formula (i) increases, so that a harder polymer film is formed. It is considered that the pre-tilt is formed and the change amount of the pretilt with time becomes small.

Further, in this evaluation, in order to evaluate the polymer stability of each monomer in a state where the initial pretilt angle is constant, when confirming the pretilt angle change amount, a substrate with a polyimide alignment film that induces vertical alignment is used. Using. An additional first substrate (common electrode substrate) having no alignment film and a second substrate (pixel electrode substrate) having no alignment film were prepared, and the liquid crystal composition was formed on the first substrate. It was confirmed that similar results were obtained when a liquid crystal cell having a cell gap of 3.2 μm, in which the liquid crystal material was dropped, sandwiched on the second substrate, and the sealing material was cured, was used.

Moreover, when the pretilt angle generated by the polymerization by irradiation with ultraviolet light was evaluated, it was confirmed that an appropriate tilt angle was given to all the samples. It was confirmed that the liquid crystal display device using these has a sufficiently high-speed response because it is provided with a sufficient pretilt angle.

Further, when liquid crystal cells were produced using the liquid crystal compositions of Examples 1 to 3, spreadability (wetting and spreading) was good.
(Examples 4-58)
Addition of the polymerizable compounds (i-1) to (i-19) and the spontaneous orientation compounds (AL-1.4) to (AL-2.33) shown below in Tables 6, 8 and 10 respectively. A liquid crystal composition was prepared in the same manner as in Comparative Example 1 except that the amount was added to LC-1. Tables 7, 9 and 11 show the results of the low temperature storage stability of Examples 4 to 58, the vertical alignment test of the polymerizable compound after ultraviolet irradiation, and the tilt stability test.

(Examples 59 to 73)
With respect to 100 parts by mass of the liquid crystal composition LC-1, 0.8 parts by mass of the spontaneous alignment compound (AL-2.5), 0.3 parts by mass of the compound represented by the formula (RM-R1), and A liquid crystal composition containing a polymerizable compound to which 0.1 part by mass of the compound represented by the formula (i-1) was added was set as Example 59.

With respect to 100 parts by mass of the liquid crystal composition LC-1, 0.8 parts by mass of the spontaneous alignment compound (AL-2.5), 0.3 parts by mass of the compound represented by the formula (RM-R1), and Example 60 was a liquid crystal composition containing a polymerizable compound to which 0.1 part by mass of the compound represented by formula (i-2) was added.

With respect to 100 parts by mass of the liquid crystal composition LC-1, 0.8 parts by mass of the spontaneous alignment compound (AL-2.5), 0.3 parts by mass of the compound represented by the formula (RM-R1), and Example 61 was a liquid crystal composition containing a polymerizable compound to which 0.1 part by mass of the compound represented by formula (i-6) was added.

With respect to 100 parts by mass of the liquid crystal composition LC-1, 0.8 parts by mass of the spontaneous alignment compound (AL-2.5), 0.3 parts by mass of the compound represented by the formula (RM-R1), and Example 62 was a liquid crystal composition containing a polymerizable compound to which 0.1 part by mass of the compound represented by the formula (i-7) was added.

With respect to 100 parts by mass of the liquid crystal composition LC-1, 0.8 parts by mass of the spontaneous alignment compound (AL-2.5), 0.3 parts by mass of the compound represented by the formula (RM-R1), and Example 63 provides a liquid crystal composition containing a polymerizable compound to which 0.1 part by mass of the compound represented by formula (i-14) has been added.

With respect to 100 parts by mass of the liquid crystal composition LC-1, 0.8 parts by mass of the spontaneous alignment compound (AL-2.25), 0.3 parts by mass of the compound represented by the formula (RM-R1), and Example 64 was a liquid crystal composition containing a polymerizable compound to which 0.3 part by mass of the compound represented by the formula (i-1) was added.

With respect to 100 parts by mass of the liquid crystal composition LC-1, 0.8 parts by mass of the spontaneous alignment compound (AL-2.25), 0.3 parts by mass of the compound represented by the formula (RM-R1), and Example 65 was a liquid crystal composition containing a polymerizable compound to which 0.3 part by mass of the compound represented by the formula (i-2) was added.

With respect to 100 parts by mass of the liquid crystal composition LC-1, 0.8 parts by mass of the spontaneous alignment compound (AL-2.25), 0.3 parts by mass of the compound represented by the formula (RM-R1), and Example 66 was a liquid crystal composition containing a polymerizable compound to which 0.3 part by mass of the compound represented by the formula (i-6) was added.

With respect to 100 parts by mass of the liquid crystal composition LC-1, 0.8 parts by mass of the spontaneous alignment compound (AL-2.25), 0.3 parts by mass of the compound represented by the formula (RM-R1), and Example 67 was a liquid crystal composition containing a polymerizable compound to which 0.3 part by mass of the compound represented by the formula (i-7) was added.

With respect to 100 parts by mass of the liquid crystal composition LC-1, 0.8 parts by mass of the spontaneous alignment compound (AL-2.25), 0.3 parts by mass of the compound represented by the formula (RM-R1), and A liquid crystal composition containing a polymerizable compound containing 0.3 part by mass of the compound represented by the formula (i-14) was prepared as Example 68.

With respect to 100 parts by mass of the liquid crystal composition LC-1, a spontaneous compound 0.4 mass part of the formula (AL-2.17), 0.4 mass part of the formula (AL-2.17), and the formula (RM Example 69 was a liquid crystal composition containing a polymerizable compound to which 0.3 part by mass of the compound represented by -R2) and 0.4 part by mass of the compound represented by formula (i-1) were added.

With respect to 100 parts by mass of the liquid crystal composition LC-1, 0.4 parts by mass of the spontaneous compound compound (AL-2.17), 0.4 parts by mass of the formula (AL-2.25), and formula (RM Example 70 A liquid crystal composition containing a polymerizable compound obtained by adding 0.3 part by mass of the compound represented by —R2) and 0.4 part by mass of the compound represented by formula (i-2) was used.

With respect to 100 parts by mass of the liquid crystal composition LC-1, 0.4 parts by mass of the spontaneous compound compound (AL-2.17), 0.4 parts by mass of the formula (AL-2.29), and formula (RM Example 71 A liquid crystal composition containing a polymerizable compound obtained by adding 0.3 part by mass of the compound represented by —R2) and 0.4 part by mass of the compound represented by formula (i-6) was used.

With respect to 100 parts by mass of the liquid crystal composition LC-1, 0.4 parts by mass of the spontaneous compound compound (AL-2.17), 0.4 parts by mass of the formula (AL-1.15), and formula (RM Example 72 A liquid crystal composition containing a polymerizable compound obtained by adding 0.3 part by mass of the compound represented by —R2) and 0.4 part by mass of the compound represented by formula (i-7) was used.

With respect to 100 parts by mass of the liquid crystal composition LC-1, 0.4 parts by mass of the spontaneous distribution compound formula (AL-2.17), 0.4 parts by mass of the formula (AL-1.10), and formula (RM Example 73 A liquid crystal composition containing a polymerizable compound obtained by adding 0.3 part by mass of the compound represented by —R2) and 0.4 part by mass of the compound represented by formula (i-14) was used.

With respect to 100 parts by mass of the liquid crystal composition LC-1, 0.4 parts by mass of the spontaneous compound compound (AL-2.29), 0.4 parts by mass of the formula (AL-2.17), and formula (RM Example 74 A liquid crystal composition containing a polymerizable compound obtained by adding 0.3 part by mass of the compound represented by —R2) and 0.6 part by mass of the compound represented by formula (i-1) was used.

With respect to 100 parts by mass of the liquid crystal composition LC-1, a spontaneous compound 0.4 mass part of the formula (AL-2.29), 0.4 mass part of the formula (AL-2.25), and the formula (RM Example 75 A liquid crystal composition containing a polymerizable compound obtained by adding 0.3 part by mass of the compound represented by -R2) and 0.6 part by mass of the compound represented by formula (i-2) was used.

With respect to 100 parts by mass of the liquid crystal composition LC-1, 0.4 parts by mass of the spontaneous compound compound (AL-2.29), 0.4 parts by mass of the formula (AL-2.17), and formula (RM Example 76 was a liquid crystal composition containing a polymerizable compound to which 0.3 part by mass of the compound represented by -R2) and 0.6 part by mass of the compound represented by formula (i-6) were added.

With respect to 100 parts by mass of the liquid crystal composition LC-1, 0.4 parts by mass of the spontaneous distribution compound formula (AL-2.29), 0.4 parts by mass of the formula (AL-1.15), and formula (RM Example 77 was a liquid crystal composition containing a polymerizable compound to which 0.3 part by mass of the compound represented by —R2) and 0.6 part by mass of the compound represented by formula (i-7) were added.

With respect to 100 parts by mass of the liquid crystal composition LC-1, 0.4 parts by mass of the spontaneous distribution compound formula (AL-2.29), 0.4 parts by mass of the formula (AL-1.10), and formula (RM Example 78 was set as a liquid crystal composition containing a polymerizable compound obtained by adding 0.3 part by mass of the compound represented by -R2) and 0.6 part by mass of the compound represented by formula (i-14).

The formulations of the liquid crystal compositions of Examples 59 to 78 are shown in Tables 12 to 15. Table 16 shows the results of the low temperature storage properties of Examples 59 to 78, the vertical alignment test of the polymerizable compound after ultraviolet irradiation, and the tilt stability test.

In Examples 59 to 78, when one type of spontaneous orientation compound and two types of polymerizable compounds were used to evaluate low temperature storage stability and vertical orientation, even if the polymerizable compound used in Comparative Examples was used, It was confirmed that the low temperature storage property and the vertical alignment property were improved by newly adding the polymerizable compound. When the solubility of the spontaneous alignment compound in the liquid crystal is low, the concentration of one component can be reduced and a different spontaneous alignment compound can be added to improve the vertical alignment property. In the examples, it was confirmed that the low temperature storage property and the vertical alignment property were improved by mixing 2 types of the spontaneous orientation compound and 2 types of the polymerizable compound.

Further, when a liquid crystal cell was prepared using a composition containing RM-1 and RM-2 used in Examples 59 to 78 as a polymerizable compound, the developability (wetting and spreading) was good.

Furthermore, in Examples 1 to 78 and Comparative Examples 1 to 4, instead of the composition LC-1, compositions composed of the compounds and the mixing ratios shown in the following 17 were prepared, and the liquid crystal compositions were prepared as LC-2. To LC-8.

A spontaneous orientation compound and a polymerizable compound were mixed in the liquid crystal compositions LC-2 to LC-8 at appropriate concentrations shown in Examples 1 to 78 and Comparative Examples 1 to 4, and the same as above. When the orientation test was evaluated, it was confirmed that the compositions of the examples had improved orientation than the comparative examples.

A spontaneous orientation compound and a polymerizable compound were mixed in the liquid crystal compositions LC-2 to LC-8 at appropriate concentrations shown in Examples 1 to 78 and Comparative Examples 1 to 4, and the same as above. When the orientation test was evaluated, it was confirmed that the compositions of the examples had improved orientation than the comparative examples.
In addition, Examples 18 and 33 are referred to as Reference Examples 1 and 2, respectively.

Claims (12)

A polymerizable liquid crystal composition containing one or more polymerizable compounds represented by general formula (i).

(In the general formula (i), A ⁱ² is a group (a) or a group (b) below.
(A) cyclopentane-1,2,3-triyl, cyclopentane-1,3,4-triyl, cyclohexane-1,3,4-triyl or cyclohexane-1,3,5-triyl (present in this group) One —CH ₂ — or two or more non-adjacent —CH ₂ — may be replaced with —O—, and one —CH ₂ CH ₂ — is replaced with —CH═CH—. at best, one of _-CH 2 CH <may be replaced by a -CH = C <.) and (b) benzene-1,3,4-triyl, benzene-1,3,5-triyl, Naphthalene-2,5,6-triyl, naphthalene-2,6,7-triyl, naphthalene-2,5,7-triyl, naphthalene-1,4,5-triyl, phenanthrene-3,6,9-triyl, Phenanthrene-1,3,7-triyl, phenanthrene-3,5,9-triyl, phenanthrene-2,7,9-triyl, phenanthrene-4,5,9-triyl or phenanthrene-4,6,9-triyl( One -CH= present in this group or two or more -CH= which are not adjacent to each other may be replaced with -N=.)
Represents a group selected from the group consisting of, the group (a) and the group (b) each independently represent an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, halogen, a cyano group, a nitro ^group, P i3 ^{-Sp i3} - or _{^{R il - (a il -L il}} ) ni1 - ( hydrogen atom in the alkyl group halogen, cyano group, a nitro group, and ^P i3 ^{-Sp i3} - in It may be substituted, and one or more —CH ₂ — present in the alkyl group may be replaced with —O—, —COO— or —OCO— so that the oxygen atom is not directly linked. , the present in the alkyl group one _-CH 2 CH ₂ - may be replaced by may be substituted with -CH = CH-), - or two or more _-CH 2 CH _2.
R ⁱ¹ is a hydrogen atom (when n ⁱ¹ described later is 0, it does not become a hydrogen atom), an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a halogen, a cyano group, nitro. represents a hydrogen atom in the alkyl group halogen, cyano group, a nitro group, and ^{P i3 -Sp} i3 - - group or ^P i3 ^{-Sp i3} may be substituted with, existing in the alkyl group One or more —CH ₂ — may be replaced with —O—, —COO— or —OCO— so that the oxygen atom is not directly linked, and one —CH ₂ present in the alkyl group. CH ₂ — or two or more —CH ₂ CH ₂ — may be substituted with —CH═CH—,
A ⁱ¹ is the following group (a), group (b) and group (c):
(A) 1,3-cyclopentyl group, 1,4-cyclohexyl group, 1,4-cyclohexylene group (one —CH ₂ — present in this group or two or more —CH ₂ which are not adjacent to each other). -May be replaced with -O-.)
(B) 1,4-phenylene group (one -CH= present in this group or two or more -CH= which are not adjacent to each other may be replaced with -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 may have one -CH= or two or more non-adjacent -CH=, which may be replaced with -N=.
Represents a group selected from the group consisting of, the group (a), the group (b) and the group (c) are each independently an alkyl group having 1 to 12 carbon atoms, a group having 1 to 12 carbon atoms. alkoxy group, a halogen, a cyano group, a nitro group, or ^{P i3 -Sp} i3 - (hydrogen atom in the alkyl group halogen, cyano group, a nitro group, and ^P i3 ^{-Sp i3} - may be substituted with, One or more —CH ₂ — present in the alkyl group may be replaced with —O—, —COO— or —OCO— so that the oxygen atom is not directly linked, and is present in the alkyl group. to one _-CH 2 CH ₂ - or two or more _-CH 2 CH ₂ -. is that may be substituted by -CH = CH-) may be replaced by,
L ⁱ¹ is 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, and in the above formula, z each independently represents an integer of 1 to 4),
P ⁱ¹ , P ⁱ² and P ⁱ³ each independently represent one of the following formulas (R-I) to (R-IX),

(In the formulas (R-I) to (R-IX), R ²¹ , R ³¹ , R ⁴¹ , R ⁵¹ and R ⁶¹ are each independently a hydrogen atom or an alkyl group having 1 to 5 carbon atoms. And W is a single bond, -O- or a methylene group, T is a single bond or -COO-, and p, t and q are each independently 0, 1 or 2.)
Sp ⁱ¹ , Sp ⁱ² and Sp ⁱ³ each independently represent 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 have an oxygen atom. It may be substituted with -O-, -OCO- or -COO- so as not to be directly adjacent to each other, and one or more hydrogen atoms in the alkylene group are halogen, cyano group, P ⁱ³ -Sp ⁱ³ -. or an alkyl group having 1 to 12 carbon atoms (the alkyl group is a halogen, cyano group, or ^{P i3 -Sp} i3 -. which in may be substituted) may be substituted with,
n ⁱ¹ is 0, 1, 2 or 3, ^R il in the same ^{molecule, A il, L il, P} i3, ^{if Sp i3} and ^{R a} are present in plural, plural ^{R il, A il} , L ^il , P ⁱ³ , Sp ⁱ³ and R ^a may be the same or different. ) The polymerizable liquid crystal composition according to claim 1, further comprising one or more spontaneously aligning compounds. The polymerizable liquid crystal composition according to claim 1, wherein ⁿⁱ 1 in the general formula (i) is 1 or 2. General formula (N-1), (N-2) and (N-3)

(In the formula, R ^N11 , R ^N12 , R ^N21 , R ^N22 , R ^N31, and R ^N32 each independently represent an alkyl group having 1 to 8 carbon atoms, and one of the alkyl groups or a non-adjacent group. of two or more -CH ₂ - are each independently -CH = CH -, - C≡C - , - O -, - CO -, - COO- or -OCO- may be substituted by,
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 — present in this group or adjacent Two or more —CH ₂ — which are not present may be replaced with —O—.)
(B) 1,4-phenylene group (one -CH= present in this group or two or more -CH= which are not adjacent to each other may be replaced with -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=. ) And (d) represents a group selected from the group consisting of 1,4-cyclohexenylene groups, wherein the group (a), the group (b), the group (c) and the group (d) are each independently a cyano group. A group, which 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- the Represents
X ^N21 represents a hydrogen atom or a fluorine atom,
T ^N31 is -CH ₂ - represents an 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 respectively Independently, 1 or 2 or 3, and when a plurality of A ^{N11 to} A ^N32 and Z ^{N11 to} Z ^N32 are present, they may be the same or different. The polymerizable liquid crystal composition according to any one of claims 1 to 3, containing one kind or two or more kinds of compounds selected from the compounds represented by the formula (4). General formula (L)

(In the formula, R ^L1 and R ^L2 each independently represent an alkyl group having 1 to 8 carbon atoms, and one or non-adjacent two or more —CH ₂ — in the alkyl group are each independently. And may be 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 are each independently (a) a 1,4-cyclohexylene group (one —CH ₂ — present in this group or two or more —CH ₂ which are not adjacent to each other). -May be replaced with -O-.)
(B) 1,4-phenylene group (one -CH= present in this group or two or more -CH= which are not adjacent to each other may be replaced with -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 may have one -CH= or two or more non-adjacent -CH=, which may be replaced with -N=.
Represents a group selected from the group consisting of, the group (a), the group (b) and the group (c) may each independently be 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 = N-N = CH -, - CH = CH -, - represents 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, they are May be the same or different, but compounds represented by general formula (N-1), general formula (N-2) and general formula (N-3) are excluded. 5. The polymerizable liquid crystal composition according to any one of claims 1 to 4, which contains one kind or two or more kinds of compounds selected from the compounds represented by the formula (4). General formula (P)

(In the general formula (P), R ^p1 is a hydrogen atom, a fluorine atom, a cyano group, a hydrogen atom, an alkyl group having 1 to 15 carbon atoms in which the hydrogen atom may be replaced by a halogen atom, or a hydrogen atom. An alkoxy group having 1 to 15 carbon atoms which may be substituted with a halogen atom, an alkenyl group having 1 to 15 carbon atoms which may have a hydrogen atom substituted with a halogen atom, and a hydrogen atom substituted with a halogen atom Optionally represents an alkenyloxy group having 1 to 15 carbon atoms or -Sp ^p2- P ^p2 ,
P ^p1 and P ^p2 are each independently a general formula (P ^p1 -1) to a formula (P ^p1 -9).

(In the formula, R ^p11 and R ^p12 each independently represent a hydrogen atom, an alkyl group having 1 to 5 carbon atoms or a halogenated alkyl group having 1 to 5 carbon atoms, W ^p11 is a single bond, —O Represents a —, —COO— or methylene group, and t ^p11 represents 0, 1 or 2, and when a plurality of R ^p11 , R ^p12 , W ^p11 and t ^p11 are present in the molecule, they are the same. It may or may not be.)
Represents one of the
Sp ^p1 and Sp ^p2 are each independently a single bond or an alkylene group having 1 to 30 carbon atoms (-CH _2- in the alkylene group is -O-, -CO- unless oxygen atoms are directly linked to each other. , —COO—, —OCO—, —CH═CH— or —C≡C—, and the hydrogen atom in the alkylene group may be substituted with a halogen atom).
Z ^p1 and Z ^p2 are each independently 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 ZP1 -, - NR ZP1 -CO -, - SCH 2 -, - CH 2 S- ^{, -CH = CR ZP1 -COO -,} - CH = CR ZP1 -OCO -, - COO-CR ZP1 = CH -, - OCO-CR ZP1 = CH -, - COO-CR ZP1 = CH-COO -, - COO ^{-CR ZP1 = CH-OCO -,} - OCO-CR ZP1 = CH-COO -, - OCO-CR ZP1 = CH-OCO -, - (CH 2) z -COO -, - (CH 2) 2 -OCO- _{, -OCO- (CH 2) 2 -} , - (C = O) -O- (CH 2) 2 -, - 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, R ZP1} is Each independently represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, but when a plurality of R ^ZP1's are present in the molecule, they may be the same or different.)
Represents
A ^p2 is 1,4-phenylene group, 1,4-cyclohexylene group, anthracene-2,6-diyl group, phenanthrene-2,7-diyl group, pyridine-2,5-diyl group, pyrimidine-2, 5-diyl group, naphthalene-2,6-diyl group, indane-2,5-diyl group, 1,2,3,4-tetrahydronaphthalene-2,6-diyl group or 1,3-dioxane-2,5 Represents a diyl group, wherein A ^p2 is unsubstituted or is an alkyl group having 1 to 12 carbon atoms, a halogenated alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, and a carbon atom. It may be substituted with a halogenated alkoxy group of formulas 1 to 12, a halogen atom, a cyano group, a nitro group or -Sp ^p2- P ^p2 ,
A ^p1 is represented by the formulas (A ^p1 -11) to (A ^p1 -19).

(In the formula, when Sp ^p1 is ★, or m ^p1 is 2 or 3, it is bonded to Sp ^p1 or Z ^p1 by ★, and it is bonded to Z ^p1 by ★★, and one or more hydrogen atoms in the structure are An alkyl group having 1 to 12 carbon atoms, a halogenated alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a halogenated alkoxy group having 1 to 12 carbon atoms, a halogen atom, a cyano group or Represents a group which may be substituted by a nitro group),
A ^p3 is the formula (A ^p3 -11) to (A ^p3 -19).

(In the formula, ★ is bonded to Z ^p2, and ★ is R ^p1 or, when m ^p3 is 2 or 3, bonded to R ^p1 or Z ^p2 by ★★, and is one or more hydrogen atoms in the structure. Is an alkyl group having 1 to 12 carbon atoms, a halogenated alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a halogenated alkoxy group having 1 to 12 carbon atoms, a halogen atom, a cyano group Or may be substituted by a nitro group).
m ^p2 and m ^p3 each independently represent 0, 1, 2 or 3, and m ^p1 and m ^p4 each independently represent 1, 2 or 3, but P ^p1 , P ^p2 , Sp in the molecule. ^{When a} plurality of ^p1 , Sp ^p2 , A ^p1 , Z ^p1 , Z ^p2 , A ^p3 and R ^p1 are present, they may be the same or different, but are represented by the general formula (i). Excludes compounds. )
The polymerizable liquid crystal composition according to any one of claims 1 to 5, which contains one or more polymerizable compounds represented by. A liquid crystal display device using the polymerizable liquid crystal composition according to claim 1. A liquid crystal display element for active matrix driving, comprising the polymerizable liquid crystal composition according to claim 1. A liquid crystal display device for PSA mode, PSVA mode, PS-IPS mode or PS-FSS mode, which uses the polymerizable liquid crystal composition according to claim 1. A liquid crystal display device having no alignment film on the surface of at least one of a pair of substrates using the polymerizable liquid crystal composition according to any one of claims 1 to 6. A first substrate and a second substrate arranged to face each other,
A liquid crystal layer containing the polymerizable liquid crystal composition according to claim 6, which is filled between the first substrate and the second substrate,
A plurality of gate bus lines and data bus lines arranged in a matrix on the first substrate, a thin film transistor provided at an intersection of the gate bus line and the data bus line, and a pixel electrode driven by the thin film transistor. An electrode layer having for each pixel,
A common electrode formed on the first substrate or the second substrate,
Between the first substrate and the second substrate, one or more polymerizable compounds represented by the general formula (i) and one or more general formulas (P) A liquid crystal display element having a resin component obtained by curing a polymerizable compound represented by the above, and having no alignment film on the surface of at least one substrate. A polymerizable compound represented by the general formula (ii).

(In the general formula (ii), R ⁱ² represents an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, a halogen or a nitro group (wherein the hydrogen atom in the alkyl group is fluorine, It may be substituted with a cyano group or a nitro group, and one or more —CH ₂ — present in the alkyl group is —O—, —COO— or —OCO— so that an oxygen atom is not directly linked. may be replaced with, one _-CH 2 CH ₂ present in the alkyl group -, or two or more _-CH 2 CH ₂ - may be substituted by -CH = CH-,
A ⁱ² is the following group (a) and group (b)
(A) cyclopentane-1,2,3-triyl, cyclopentane-1,3,4-triyl, cyclohexane-1,3,4-triyl or cyclohexane-1,3,5-triyl (present in this group) One —CH ₂ — or two or more non-adjacent —CH ₂ — may be replaced with —O—, and one —CH ₂ CH ₂ — is replaced with —CH═CH—. Alternatively, one -CH ₂ CH< may be replaced with -CH=C<) and (b) benzene-1,3,4-triyl, benzene-1,3,5-triyl, Naphthalene-2,5,6-triyl, naphthalene-2,6,7-triyl, naphthalene-2,5,7-triyl, naphthalene-1,4,5-triyl, phenanthrene-3,6,9-triyl, Phenanthrene-1,3,7-triyl, phenanthrene-3,5,9-triyl, phenanthrene-2,7,9-triyl, phenanthrene-4,5,9-triyl or phenanthrene-4,6,9-triyl( One -CH= present in this group or two or more -CH= which are not adjacent to each other may be replaced with -N=.)
Represents a group selected from the group consisting of, the group (a) and the group (b) each independently represent an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, halogen, a cyano group, a nitro ^group, P i3 ^{-Sp i3} - or _{^{R i2 - (a il -L il}} ) ni1 - ( hydrogen atom in the alkyl group halogen, cyano group, a nitro group, and ^P i3 ^{-Sp i3} - in It may be substituted, and one or more —CH ₂ — present in the alkyl group may be replaced with —O—, —COO— or —OCO— so that the oxygen atom is not directly linked. , the present in the alkyl group one _-CH 2 CH ₂ - may be replaced by may be substituted with -CH = CH-), - or two or more _-CH 2 CH _2.
A ⁱ¹ is the following group (a), group (b) and group (c):
(A) 1,3-cyclopentyl group, 1,4-cyclohexyl group, 1,4-cyclohexylene group (one —CH ₂ — present in this group or two or more —CH ₂ which are not adjacent to each other). -May be replaced with -O-.)
(B) 1,4-phenylene group (one -CH= present in this group or two or more -CH= which are not adjacent to each other may be replaced with -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 may have one -CH= or two or more non-adjacent -CH=, which may be replaced with -N=.
Represents a group selected from the group consisting of, the group (a), the group (b) and the group (c) are each independently an alkyl group having 1 to 12 carbon atoms, a group having 1 to 12 carbon atoms. alkoxy group, a halogen, a cyano group, a nitro group, or ^{P i3 -Sp} i3 - (hydrogen atom in the alkyl group halogen, cyano group, a nitro group, and ^P i3 ^{-Sp i3} - may be substituted with, One or more —CH ₂ — present in the alkyl group may be replaced with —O—, —COO— or —OCO— so that the oxygen atom is not directly linked, and is present in the alkyl group. to one _-CH 2 CH ₂ - or two or more _-CH 2 CH ₂ -. is that may be substituted by -CH = CH-) may be replaced by,
L ⁱ¹ is 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, and in the above formula, z each independently represents an integer of 1 to 4),
P ⁱ¹ , P ⁱ² and P ⁱ³ each independently represent one of the following formulas (R-I) to (R-IX),

(In the formulas (R-I) to (R-IX), R ²¹ , R ³¹ , R ⁴¹ , R ⁵¹ and R ⁶¹ are each independently a hydrogen atom or an alkyl group having 1 to 5 carbon atoms. And W is a single bond, -O- or a methylene group, T is a single bond or -COO-, and p, t and q are each independently 0, 1 or 2.)
Sp ⁱ¹ , Sp ⁱ² and Sp ⁱ³ each independently represent 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 have an oxygen atom. It may be substituted with -O-, -OCO- or -COO- so as not to be directly adjacent to each other, and one or more hydrogen atoms in the alkylene group are halogen, cyano group, P ⁱ³ -Sp ⁱ³ -. or an alkyl group having 1 to 12 carbon atoms (the alkyl group is a halogen, cyano group, or ^{P i3 -Sp} i3 -. which in may be substituted) may be substituted with,
n ⁱ¹ is 0, 1, 2 or 3, ^R i2 in the same ^{molecule, A il, L il, P} i3, ^{if Sp i3} and ^{R a} are present in plural, plural ^{R i2, A il} , L ^il , P ⁱ³ , Sp ⁱ³ and R ^a may be the same or different. )

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