WO2018047806A1

WO2018047806A1 - Polymerizable liquid crystal composition and optical film using same

Info

Publication number: WO2018047806A1
Application number: PCT/JP2017/031899
Authority: WO
Inventors: 桑名　康弘; 秀俊中田; 浩一延藤
Original assignee: Dic株式会社
Priority date: 2016-09-09
Filing date: 2017-09-05
Publication date: 2018-03-15
Also published as: KR102197550B1; CN109715761A; JPWO2018047806A1; KR20190042046A; JP6590075B2

Abstract

The present invention addresses the problem of providing: a polymerizable liquid crystal composition that has excellent productivity and that can improve color purity; an optical film which can be obtained by polymerizing the polymerizable liquid crystal composition and which exhibits good transmittance and improved color purity; a laminated film obtained by laminating the optical film with another optical element; and an image display device that uses the optical film or laminated film. The present invention provides+ a polymerizable liquid crystal composition that contains one or more polymerizable liquid crystal compounds represented by general formula (I-1) and one or more polymerizable liquid crystal compounds represented by general formula (II-1); an optical film which can be obtained by polymerizing the polymerizable liquid crystal composition; a laminated film obtained by laminating the optical film with another optical element; and an image display device that uses the optical film or laminated film.

Description

Polymerizable liquid crystal composition and optical film using the same

The present invention is useful as a liquid crystal device, a display, an optical component, a colorant, a security marking, a laser emission member, an optical anisotropic body used for optical compensation of a liquid crystal display or the like, a reflective polarizing element, and a constituent member. The present invention relates to a polymerizable liquid crystal composition, an optical film comprising the composition, and an image display device using the optical film.

The polymerizable liquid crystal composition is useful as a component of an optical anisotropic body, and the optical anisotropic body is applied to various liquid crystal displays as an optical film such as a polarizing film and a retardation film. A polarizing film or a retardation film is obtained by applying a polymerizable liquid crystal composition to a substrate, drying the solvent, and then heating or activating active energy rays in a state where the polymerizable liquid crystal composition is aligned by an alignment film or the like. It is obtained by curing the polymerizable liquid crystal composition by irradiation. Further, it is known that a circularly polarized light separating element can be obtained by using a polymerizable cholesteric liquid crystal composition obtained by adding a chiral compound to a polymerizable liquid crystal composition, and its application to a brightness enhancement film or the like is being studied.

In general, in a circularly polarized light separating element produced using a polymerizable cholesteric liquid crystal composition, the relationship between the selective reflection wavelength (λ) and the helical pitch (p) is λ = p · N (N is a polymerizable cholesteric liquid crystal) The wavelength width (Δλ) exhibiting selective reflection is expressed by the product of birefringence anisotropy (Δn) and p of the polymerizable liquid crystal composition.

So far, optical films using a polymerizable cholesteric liquid crystal composition having a narrow selective reflection / reflection band have been proposed in order to increase the color purity of a light source used in a liquid crystal display element (Patent Documents 1 and 2). However, when actually examined, the desired Δλ cannot be obtained, and the color purity cannot be increased as expected. In addition, there is room for improvement in permeability and productivity, which has been a problem.

Japanese Patent Application Laid-Open No. 2004-262884 JP 2008-129483 A

The problem to be solved by the present invention is to provide a polymerizable liquid crystal composition excellent in productivity capable of improving color purity. Furthermore, an optical film having good transparency and improved color purity obtained by polymerizing the polymerizable liquid crystal composition, a laminated film in which the optical film and another optical element are laminated, and the optical film, An object of the present invention is to provide an image display device using a laminated film.

As a result of intensive research aimed at solving the above-mentioned problems, the present inventors have developed a polymerizable liquid crystal composition containing a plurality of polymerizable liquid crystal compounds having a specific structure. That is, the present invention provides one or more polymerizable liquid crystal compounds represented by general formula (I-1) and one or two polymerizable liquid crystal compounds represented by general formula (II-1). Provided a polymerizable liquid crystal composition containing more than one species, an optical film obtained by polymerizing the polymerizable liquid crystal composition, a laminated film in which the optical film and another optical element are laminated, and the optical film, An image display device using a laminated film is provided.

The polymerizable liquid crystal composition of the present invention has a polymerizable liquid crystal compound having two polymerizable functional groups represented by general formula (I-1) and a spacer group represented by general formula (II-1). And a polymerizable liquid crystal compound having one polymerizable functional group directly linked to a cyclic group is used in combination. When the polymerizable liquid crystal composition is polymerized, the mesogenic skeleton portion present in the polymerizable liquid crystal compound represented by each general formula is partially unaligned and a polymer having a low alignment order can be obtained. The birefringence anisotropy (Δn) can be kept low. As a result, an optical anisotropic body having good transparency and improved color purity can be obtained, which is useful for applications of optical materials such as optical films.

The best mode of the polymerizable liquid crystal composition according to the present invention will be described below. In the present invention, the “liquid crystal” of the polymerizable liquid crystal composition refers to removing the organic solvent after coating the polymerizable liquid crystal composition on a substrate. It is intended to show liquid crystal properties in the state. In the present invention, the “liquid crystal” of the polymerizable liquid crystal compound means a case where it is intended to show liquid crystal properties with only one type of polymerizable liquid crystal compound used, or a mixture with other liquid crystal compounds. It is intended to exhibit liquid crystal properties. The polymerizable liquid crystal composition can be polymerized (formed into a film) by performing a polymerization treatment by irradiation with light such as ultraviolet rays, heating, or a combination thereof.

The polymerizable liquid crystal composition of the present invention has a polymerizable liquid crystal compound having two polymerizable functional groups represented by general formula (I-1) and a spacer group represented by general formula (II-1). In general, the birefringence anisotropy (Δn) is generally determined for each polymerization in the polymerizable liquid crystal composition by using in combination with a polymerizable liquid crystal compound having one polymerizable functional group directly linked to a cyclic group. In contrast to the sum of the product of the individual Δn and component ratio of the liquid crystalline compound, it is directly linked to the cyclic group without the spacer group represented by the general formula (II-2) during polymerization. When the mesogen skeleton portion in the polymerizable liquid crystal compound having one polymerizable functional group to be polymerized is deviated from the original alignment axis, the alignment order is specifically lowered. As a result, Δn can be reduced, and the value of selective reflection wavelength band (Δλ) / selective reflection center wavelength (λ) when a chiral compound is added to the polymerizable liquid crystal composition can be reduced. Become.
(Bifunctional polymerizable liquid crystal compound)
(Bifunctional polymerizable liquid crystal compound represented by formula (I-1))
The polymerizable liquid crystal composition of the present invention contains a polymerizable liquid crystal compound (bifunctional polymerizable liquid crystal compound) having two polymerizable functional groups in the molecule, and one or more of them are The essential component is selected from polymerizable liquid crystal compounds represented by the following general formula (I-1).

(Wherein P ¹¹¹ and P ¹¹² each independently represent a polymerizable functional group,
Sp ¹¹¹ and Sp ¹¹² each independently represent an alkylene group having 1 to 18 carbon atoms or a single bond, and one —CH ₂ — in the alkylene group or two or more —CH ₂ — that are not adjacent to each other. Each independently may be substituted by —COO—, —OCO— or —OCO—O—, and one or more hydrogen atoms of the alkylene group may be substituted with a halogen atom or a CN group. Well,
X ¹¹¹ and X ¹¹² are each independently —O—, —S—, —OCH ₂ —, —CH ₂ O—, —CO—, —COO—, —OCO—, —CO—S—, —S. —CO—, —O—CO—O—, —CO—NH—, —NH—CO—, —SCH ₂ —, —CH ₂ S—, —CF ₂ O—, —OCF ₂ —, —CF ₂ S —, —SCF ₂ —, —CH═CH—COO—, —CH═CH—OCO—, —COO—CH═CH—, —OCO—CH═CH—, —COO—CH ₂ CH ₂ —, —OCO _{_{_{_{-CH 2 CH 2 -, - CH}}}} 2 CH 2 -COO -, - CH 2 CH 2 -OCO -, - COO-CH 2 -, - OCO-CH 2 -, - CH 2 -COO -, - CH 2 - OCO—, —CH═CH—, —N═N—, —CH═NN—CH—, —CF═CF—, —C≡C— It represents a single bond (provided ^that, in the ^{^{^{^{P 111 -Sp 111, P 112 -Sp}}}} 112, Sp 111 -X 111 and ^Sp 112 ^{-X 112,} does not include a direct bond between the oxygen atom.)
q111 and q112 each independently represents 0 or 1,
A ¹¹ and A ¹² are each independently 1,4-phenylene group, 1,4-cyclohexylene group, bicyclo [2.2.2] octane-1,4-diyl group, pyridine-2,5-diyl. Group, pyrimidine-2,5-diyl group, naphthalene-2,6-diyl group, naphthalene-1,4-diyl group, tetrahydronaphthalene-2,6-diyl group, decahydronaphthalene-2,6-diyl group or Represents a 1,3-dioxane-2,5-diyl group, these groups may be unsubstituted or substituted by one or more substituents L;
L is fluorine atom, chlorine atom, bromine atom, iodine atom, pentafluorosulfuranyl group, nitro group, cyano group, isocyano group, amino group, hydroxyl group, mercapto group, methylamino group, dimethylamino group, diethylamino group, Diisopropylamino group, trimethylsilyl group, dimethylsilyl group, thioisocyano group, optionally substituted phenyl group, optionally substituted phenylalkyl group, optionally substituted cyclohexylalkyl group, or one —CH ₂ or two or more non-adjacent —CH ₂ — are each independently —O—, —S—, —CO—, —COO—, —OCO—, —CO—S—, —S—CO. ^{^{-, - OCO-O -,}} - CO-NR 0 -, - NR 0 -CO -, - CH = CH-COO -, - CH = CH-OCO -, - C O-CH = CH -, - OCO-CH = CH -, - CH = CH -, - N = N -, - CR 0 = N -, - N = CR 0 -, - CH = N-N = CH- , —CF═CF— or —C≡C— (wherein R ⁰ represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms) and is a straight chain having 1 to 20 carbon atoms A hydrogen atom in the alkyl group may be substituted with a fluorine atom, and when a plurality of L are present in the compound, they may be the same or different. , When a plurality of A ¹¹ are present, they may be the same or different, and when a plurality of A ¹² are present, they may be the same or different,
Z ¹¹ and Z ¹² are each independently —O—, —S—, —OCH ₂ —, —CH ₂ O—, —CH ₂ CH ₂ —, —CO—, —COO—, —OCO—, — CO—S—, —S—CO—, —O—CO—O—, —CO—NH—, —NH—CO—, —OCO—NH—, —NH—COO—, —NH—CO—NH— , —NH—O—, —O—NH—, —SCH ₂ —, —CH ₂ S—, —CF ₂ O—, —OCF ₂ —, —CF ₂ S—, —SCF ₂ —, —CH═CH —COO—, —CH═CH—OCO—, —COO—CH═CH—, —OCO—CH═CH—, —COO—CH ₂ CH ₂ —, —OCO—CH ₂ CH ₂ —, —CH ₂ CH _{_{_{_{2 -COO -, - CH 2 CH}}}} 2 -OCO -, - COO-CH 2 -, - OCO-CH 2 -, - CH 2 -COO-, _{CH 2 -OCO -, - CH =} CH -, - N = N -, - CH = N -, - N = CH -, - CH = N-N = CH -, - CF = CF -, - C≡C -Represents a single bond, when a plurality of Z ¹¹ are present, they may be the same or different, and when a plurality of Z ¹² are present, they may be the same or different,
m111 and m112 each independently represent an integer of 0 to 2,
R ¹ and R ² are each independently a hydrogen atom, a fluorine atom, a cyano group, a hydroxyl group, a nitro group, an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, or 2 carbon atoms. 10 acyl group, an alkylcarbonyloxy group having 2 to 10 carbon atoms, an alkoxycarbonyl group having 2 to 10 carbon atoms, or an aromatic ring group having 5 to 12 carbon atoms, R ¹ or R ² Either one represents a group other than a hydrogen atom, or R ² represents a cyclic group connected to the substituent L of the adjacent A ¹² . )
In the general formula (I-1), P ¹¹¹ and P ¹¹² each independently represent a polymerizable functional group, but the following formulas (P-1) to (P-17)

Preferably, these polymerizable groups are polymerized by radical polymerization, radical addition polymerization, cationic polymerization and anionic polymerization. In particular, when ultraviolet polymerization is performed as a polymerization method, the formula (P-1), formula (P-2), formula (P-3), formula (P-4), formula (P-8), formula (P −10), formula (P-12) or formula (P-15) is preferred, and formula (P-1), formula (P-2), formula (P-3), formula (P-4), P-8) or formula (P-10) is more preferred, formula (P-1), formula (P-2) or formula (P-3) is more preferred, and formula (P-1) or formula (P— 2) is particularly preferred.

In the general formula (I-1), q111 and q112 each independently represents 0 or 1, but the birefringence anisotropy (Δn) of the polymer using the resulting polymerizable liquid crystal composition is kept low. It is particularly preferable that 1 is represented.

In the above general formula (I-1), Sp ¹¹¹ and Sp ¹¹² each independently represent an alkylene group having 1 to 18 carbon atoms or a single bond, and one —CH ₂ — or adjacent group in the alkylene group. Two or more —CH ₂ — that are not present may be each independently replaced by —COO—, —OCO—, or —OCO—O—, and one or more hydrogen atoms of the alkylene group are , A halogen atom (fluorine atom, chlorine atom, bromine atom, iodine atom) or a CN group may be substituted. Further, Sp ¹¹¹ and Sp ¹¹² each independently preferably represents an alkylene group having 1 to 12 carbon atoms, and one —CH ₂ — or two or more non-adjacent ones in the alkylene group. Each of —CH ₂ — may be independently substituted with —COO—, —OCO— or —OCO—O—. Further, it is particularly preferable that Sp ¹¹¹ and Sp ¹¹² each independently represent an alkylene group having 1 to 8 carbon atoms.

In the general formula (I), X ¹¹¹ and X ¹¹² are each independently —O—, —S—, —OCH ₂ —, —CH ₂ O—, —CO—, —COO—, —OCO—, —CO—S—, —S—CO—, —O—CO—O—, —CO—NH—, —NH—CO—, —SCH ₂ —, —CH ₂ S—, —CF ₂ O—, — OCF ₂ —, —CF ₂ S—, —SCF ₂ —, —CH═CH—COO—, —CH═CH—OCO—, —COO—CH═CH—, —OCO—CH═CH—, —COO— CH ₂ CH ₂ —, —OCO—CH ₂ CH ₂ —, —CH ₂ CH ₂ —COO—, —CH ₂ CH ₂ —OCO—, —COO—CH ₂ —, —OCO—CH ₂ —, —CH ₂ _{-COO -, - CH 2 -OCO -} , - CH = CH -, - N = N -, - CH = N-N = CH-, CF = CF -, - C≡C- or a single bond. X ¹¹¹ and X ¹¹² are each independently —O—, —OCH ₂ —, —CH ₂ O—, —CO—, —COO—, —OCO—, —O—CO—O—, —CF ₂ O—, —OCF ₂ —, —CH═CH—COO—, —CH═CH—OCO—, —COO—CH═CH—, —OCO—CH═CH—, —COO—CH ₂ CH ₂ —, —OCO—CH ₂ CH ₂ —, —CH ₂ CH ₂ —COO—, —CH ₂ CH ₂ —OCO—, —COO—CH ₂ —, —OCO—CH ₂ —, —CH ₂ —COO—, —CH _{2 -OCO -, - CH = CH} -, - CF = CF -, - C≡C- or more preferably a single bond. Further, it is particularly preferable that X ¹¹¹ and X ¹¹² each independently represent —O— or a single bond.

In the above general formula (I-1), A ¹¹ and A ¹² are each independently 1,4-phenylene group, 1,4-cyclohexylene group, bicyclo [2.2.2] octane-1,4-diyl. Group, pyridine-2,5-diyl group, pyrimidine-2,5-diyl group, naphthalene-2,6-diyl group, naphthalene-1,4-diyl group, tetrahydronaphthalene-2,6-diyl group, decahydro Although it represents a naphthalene-2,6-diyl group or a 1,3-dioxane-2,5-diyl group, these groups may be unsubstituted or substituted by one or more substituents L. In view of ease of synthesis, availability of raw materials, and liquid crystallinity, A ¹¹ and A ¹² are each independently unsubstituted or may be substituted with one or more substituents L -Represents a phenylene group, 1,4-cyclohexylene group, bicyclo [2.2.2] octane-1,4-diyl group, naphthalene-2,6-diyl group or naphthalene-1,4-diyl group Preferably, each independently of the following formulas (A-1) to (A-16)

It is more preferable to represent a group selected from: In addition, from the viewpoint of low refractive index anisotropy, the existing A ¹¹ and A ¹² are each independently from the above formulas (A-1) to (A-7) and (A-10). It is even more preferred that it represents a selected group, and it is even more preferable that A ¹¹ and A ¹² present independently represent a group selected from the above formulas (A-1) to (A-7). It is particularly preferable that A ¹¹ and A ¹² each independently represent a group selected from the above formulas (A-1) to (A-4). In the case where A ¹¹ there are a plurality thereof may be different even in the same, A ¹² may be those when there are multiple different be the same.

In the above general formula (I-1), L is a fluorine atom, chlorine atom, bromine atom, iodine atom, pentafluorosulfuranyl group, nitro group, cyano group, isocyano group, amino group, hydroxyl group, mercapto group, methyl Amino group, dimethylamino group, diethylamino group, diisopropylamino group, trimethylsilyl group, dimethylsilyl group, thioisocyano group, phenyl group which may be substituted, phenylalkyl group which may be substituted, cyclohexyl which may be substituted An alkyl group, or one —CH ₂ — or two or more non-adjacent —CH ₂ — are each independently —O—, —S—, —CO—, —COO—, —OCO—, -CO-S -, - S- CO -, - O-CO-O -, - CO-NR 0 -, - NR 0 -CO -, - CH = CH-COO- -CH = CH-OCO -, - COO-CH = CH -, - OCO-CH = CH -, - CH = CH -, - N = N -, - CR 0 = N -, - N = CR 0 -, —CH═N—N═CH—, —CF═CF—, or —C≡C— (wherein R ⁰ represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms) may be substituted. A linear or branched alkyl group having 1 to 20 carbon atoms is represented, and any hydrogen atom in the alkyl group may be substituted with a fluorine atom, and when a plurality of L are present in the compound, they are the same Or different. From the viewpoint of liquid crystallinity and ease of synthesis, the substituent L is a fluorine atom, chlorine atom, pentafluorosulfuranyl group, nitro group, methylamino group, dimethylamino group, diethylamino group, diisopropylamino group, or any A hydrogen atom may be substituted with a fluorine atom, and one —CH ₂ — or two or more non-adjacent —CH ₂ — are each independently —O—, —S—, —CO—, — 1 to 20 carbon atoms which may be substituted by a group selected from COO—, —OCO—, —O—CO—O—, —CH═CH—, —CF═CF— or —C≡C—. It preferably represents a linear or branched alkyl group, and the substituent L may be a fluorine atom, a chlorine atom, or any hydrogen atom may be substituted with a fluorine atom, and one —CH ₂ — or adjacent group may be substituted. not two or more -CH ₂ - More preferably, each independently represents a linear or branched alkyl group having 1 to 12 carbon atoms which may be substituted with a group selected from —O—, —COO— or —OCO—. More preferably, L represents a fluorine atom, a chlorine atom, or an arbitrary hydrogen atom, a linear or branched alkyl group or alkoxy group having 1 to 12 carbon atoms, which may be substituted with a fluorine atom. L particularly preferably represents a fluorine atom, a chlorine atom, or a linear alkyl group or linear alkoxy group having 1 to 8 carbon atoms.

In the general formula (I-1), Z ¹¹ and Z ¹² are each independently —O—, —S—, —OCH ₂ —, —CH ₂ O—, —CH ₂ CH ₂ —, —CO—, —COO—, —OCO—, —CO—S—, —S—CO—, —O—CO—O—, —CO—NH—, —NH—CO—, —OCO—NH—, —NH—COO. —, —NH—CO—NH—, —NH—O—, —O—NH—, —SCH ₂ —, —CH ₂ S—, —CF ₂ O—, —OCF ₂ —, —CF ₂ S—, —SCF ₂ —, —CH═CH—COO—, —CH═CH—OCO—, —COO—CH═CH—, —OCO—CH═CH—, —COO—CH ₂ CH ₂ —, —OCO—CH _{_{_{_{2 CH 2 -, - CH 2}}}} CH 2 -COO -, - CH 2 CH 2 -OCO -, - COO-CH 2 -, - OCO-CH _{_{-, - CH 2 -COO -,}} - CH 2 -OCO -, - CH = CH -, - N = N -, - CH = N -, - N = CH -, - CH = N-N = CH-, —CF═CF—, —C≡C— or a single bond. When a plurality of Z ¹¹ are present, they may be the same or different. When there are a plurality of Z ^12, they are the same. Or different. In particular, when importance is attached to the small number of orientation defects, when there are a plurality of Z ¹¹ and Z ¹² each independently, they may be the same or different, —OCH ₂ —, —CH ₂ O—, —CH ₂ CH ₂ —, —COO—, —OCO—, —CO—NH—, —NH—CO—, —CH═CH—COO—, —OCO—CH═CH—, —COO—CH ₂ CH ₂ -, -CH ₂ CH ₂ -OCO-, -CH = CH-, -N = N-, -CH = N-, -N = CH-, -CH = NN-CH-, -CF = CF- , —C≡C— or a single bond, and when there are a plurality of Z ¹¹ and Z ¹² each independently, they may be the same or different, —OCH ₂ —, —CH ₂ O—, —COO—, —OCO—, —CO—NH—, —NH—CO—, —CH═CH COO—, —OCO—CH═CH—, —CH═CH—, —N═N—, —CH═NN—CH—, —CF═CF—, —C≡C— or a single bond. More preferably, when there are a plurality of Z ¹¹ and Z ¹² each independently, they may be the same or different, —OCH ₂ —, —CH ₂ O—, —COO—, —OCO—, More preferably, it represents —CO—NH—, —NH—CO— or a single bond, and when there are a plurality of Z ¹¹ and Z ¹² each independently, they may be the same or different —OCH It is particularly preferable to represent ₂ —, —CH ₂ O—, —COO—, —OCO— or a single bond.

In the general formula (I-1), m111 and m112 each independently represents an integer of 0 to 2, m111 + m112 is preferably 1 or 2, m111 + m112 is more preferably 2, and both m111 and m112 are 1. It is particularly preferred.

In the general formula (I-1), R ¹ and R ² are each independently a hydrogen atom, a fluorine atom, a cyano group, a hydroxyl group, a nitro group, an alkyl group having 1 to 10 carbon atoms, or 1 carbon atom. To 10 alkoxy groups, acyl groups having 2 to 10 carbon atoms, alkylcarbonyloxy groups having 2 to 10 carbon atoms, alkoxycarbonyl groups having 2 to 10 carbon atoms, or aromatic ring groups having 5 to 12 carbon atoms In which either one of R ^{1 and} R ² represents other than a hydrogen atom. Here, as a preferable group other than a hydrogen atom, it is more preferable to represent a fluorine atom, a cyano group, a hydroxyl group, a nitro group, an alkyl group having 1 to 6 carbon atoms, or an alkoxy group having 1 to 6 carbon atoms, More preferably, it represents a fluorine atom, an alkyl group having 1 to 4 carbon atoms, or an alkoxy group having 1 to 4 carbon atoms, and an alkyl group having 1 to 4 carbon atoms or an alkoxy group having 1 to 4 carbon atoms. Is particularly preferred. Also, one of R ¹ or R ² represents a non-hydrogen atoms, of R ¹ and R ^2, one representing a hydrogen atom, it is preferred that the other represents a non-hydrogen atom.

Or it is preferable that R ² represents a cyclic group by linking to the substituent L of the adjacent A ¹² .

The bifunctional polymerizable liquid crystal compound represented by the general formula (I-1) may be used alone or in combination of two or more, but the total of the bifunctional polymerizable liquid crystal compounds represented by the general formula (I-1) The content is preferably 10 to 95% by mass, more preferably 20 to 90% by mass, in order to specifically reduce Δn out of the total amount of polymerizable liquid crystal compounds used in the polymerizable liquid crystal composition. Is more preferable. Further, in order to facilitate the expression of a twisted nematic phase or a cholesteric phase when a chiral compound is added to the polymerizable liquid crystal composition, 30% of the total amount of the polymerizable liquid crystal compound used in the polymerizable liquid crystal composition is used. It is particularly preferred to contain ˜85% by mass. Specifically, when the following general formula (I-1-1) to general formula (I-1-23) are used, it is preferably contained in this proportion.

Specifically, the compounds represented by the general formula (I-1) are preferably compounds represented by the following formulas (I-1-1) to (I-1-23).

(In the above general formulas (I-1-1) to (I-1-23), R ^c represents a fluorine atom, a cyano group, a hydroxyl group, a nitro group, an alkyl group having 1 to 10 carbon atoms, or a carbon atom. An alkoxy group having 1 to 10 carbon atoms, an acyl group having 2 to 10 carbon atoms, an alkylcarbonyloxy group having 2 to 10 carbon atoms, an alkoxycarbonyl group having 2 to 10 carbon atoms, or an aromatic group having 5 to 12 carbon atoms R ^e and R ^d each independently represent a hydrogen atom or a methyl group, m1 and m2 each independently represent an integer of 0 to 8, and n1 and n2 each independently represent 0 or 1 represents n1 = 0 when m1 = 0, and n2 = 0 when m2 = 0.
The compounds represented by the general formulas (I-1-1) to (I-1-23) are more specifically represented by the following general formulas (I-1-1-1) to (I-1 The compound represented by -1-60) can be exemplified, but is not limited thereto.

(Bifunctional polymerizable liquid crystal compound represented by formula (I-2))
The polymerizable liquid crystal composition of the present invention contains one or more bifunctional polymerizable liquid crystal compounds represented by the above general formula (I-1), and is represented by the above general formula (I-1). One or two or more polymerizable liquid crystal compounds selected from bifunctional polymerizable liquid crystal compounds represented by the following general formula (I-2) may be used in combination with the bifunctional polymerizable liquid crystal compound.

(Wherein P ¹²¹ and P ¹²² each independently represent a polymerizable functional group, and Sp ¹²¹ and Sp ¹²² each independently represent an alkylene group having 1 to 18 carbon atoms or a single bond, one -CH ₂ in the group - or nonadjacent two or more -CH ₂ - -COO are each independently -, - OCO- or --OCO-O-may be substituted by, said alkylene One or more hydrogen atoms of the group may be substituted with a halogen atom (a fluorine atom, a chlorine atom, a bromine atom, an iodine atom) or a CN group, and X ¹²¹ and X ¹²² are each independently —O—, —S—, —OCH ₂ —, —CH ₂ O—, —CO—, —COO—, —OCO—, —CO—S—, —S—CO—, —O—CO—O—. , -CO-NH-, -NH-CO-, _{_{_{_{SCH 2 -, - CH 2 S}}}} -, - CF 2 O -, - OCF 2 -, - CF 2 S -, - SCF 2 -, - CH = CH-COO -, - CH = CH-OCO -, - COO _{_{-CH = CH -, - OCO-}} CH = CH -, - COO-CH 2 CH 2 -, - OCO-CH 2 CH 2 -, - CH 2 CH 2 -COO -, - CH 2 CH 2 -OCO-, —COO—CH ₂ —, —OCO—CH ₂ —, —CH ₂ —COO—, —CH ₂ —OCO—, —CH═CH—, —N═N—, —CH═NN—CH—, —CF═CF—, —C≡C— or a single bond (wherein P ¹²¹ -Sp ¹²¹ , P ¹²² -Sp ¹²² , Sp ¹²¹ -X ¹²¹ and Sp ¹²² -X ¹²² are direct bonds between heteroatoms. Q121 and q122 are respectively Independently represents 0 or ^{1, MG 121} represents a mesogen group.)
In the general formula (I-2), P ¹²¹ and P ¹²² each independently represent a polymerizable functional group, but the following formulas (P-1) to (P-17)

In the general formula (I-2), Sp ¹²¹ and Sp ¹²² each independently preferably represent an alkylene group having 1 to 15 carbon atoms, and one —CH ₂ — or adjacent group in the alkylene group Two or more —CH ₂ — that are not present may be each independently substituted by —COO—, —OCO— or —OCO—O—, and one or more hydrogen atoms of the alkylene group May be substituted by a halogen atom (fluorine atom, chlorine atom, bromine atom, iodine atom) or a CN group, and Sp ¹¹ and Sp ¹² each independently represent an alkylene group having 1 to 12 carbon atoms. still more preferably, one -CH ₂ in the alkylene group - or nonadjacent two or more -CH ₂ - are each independently -O -, - COO -, - OCO- or --OCO-O - Therefore, it may be substituted.

In the general formula (I-2), X ¹²¹ and X ¹²² are each independently —O—, —OCH ₂ —, —CH ₂ O—, —CO—, —COO—, —OCO—, —O —CO—O—, —CO—NH—, —NH—CO—, —CF ₂ O—, —OCF ₂ —, —CH═CH—COO—, —CH═CH—OCO—, —COO—CH═ _{_{CH -, - OCO-CH =}} CH -, - COO-CH 2 CH 2 -, - OCO-CH 2 CH 2 -, - CH 2 CH 2 -COO -, - CH 2 CH 2 -OCO -, - COO- CH ₂ —, —OCO—CH ₂ —, —CH ₂ —COO—, —CH ₂ —OCO—, —CH═CH—, —N═N—, —CH═N—N═CH—, —CF═ CF -, - C≡C- or preferably a single ^{bond, X 121} and ^{X 122} each independently _{_{Te, -O -, - OCH 2 -}} , - CH 2 O -, - CO -, - COO -, - OCO -, - OCO-O -, - CF 2 O -, - OCF 2 -, - CH ═CH—COO—, —CH═CH—OCO—, —COO—CH═CH—, —OCO—CH═CH—, —COO—CH ₂ CH ₂ —, —OCO—CH ₂ CH ₂ —, —CH ₂ CH ₂ —COO—, —CH ₂ CH ₂ —OCO—, —COO—CH ₂ —, —OCO—CH ₂ —, —CH ₂ —COO—, —CH ₂ —OCO—, —CH═CH—, More preferably, it represents —CF═CF—, —C≡C— or a single bond.
MG ¹²² represents a mesogenic group and has the general formula (I-2-b)

In general formula (I-2-b), A1, A2 and A3 are each independently 1,4-phenylene group, 1,4-cyclohexylene group, 1,4-cyclohexenyl group, tetrahydropyran-2, 5-diyl group, 1,3-dioxane-2,5-diyl group, tetrahydrothiopyran-2,5-diyl group, 1,4-bicyclo (2,2,2) octylene group, decahydronaphthalene-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, 1,2,3,4,4a, 9,10a-octahi Lophenanthrene-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 [3,2-b] selenophene- Represents a 2,7-diyl group or a fluorene-2,7-diyl group, and Z1 and Z2 are each independently —COO—, —OCO—, —CH ₂ CH ₂ —, —OCH ₂ —, —CH ₂ O—, —CH═CH—, —C≡C—, —CH═CHCOO—, —OCOCH═CH—, —CH ₂ CH ₂ COO—, —CH ₂ CH ₂ OCO—, —COOCH ₂ CH ₂ — _{_{, -OCOCH 2 CH 2 -, -}} C = N -, - N = C -, - CONH _{, -NHCO -, - C (CF} 3) 2 -, represents a halogen atom (fluorine atom, chlorine atom, bromine atom, iodine atom) alkyl group or a single bond good 2 to 10 carbon atoms which may have a, Z1 and Z2 are each independently —COO—, —OCO—, —CH ₂ CH ₂ —, —OCH ₂ —, —CH ₂ O—, —CH═CH—, —C≡C—, —CH═CHCOO. —, —OCOCH═CH—, —CH ₂ CH ₂ COO—, —CH ₂ CH ₂ OCO—, —COOCH ₂ CH ₂ —, —OCOCH ₂ CH ₂ — or a single bond is preferable, —COO—, —OCO—, —OCH ₂ —, —CH ₂ O—, —CH ₂ CH ₂ O—, —CH ₂ CH ₂ OCO—, —COOCH ₂ CH ₂ —, —OCOCH ₂ CH ₂ — or a single bond Is more preferable, and r1 is 0, 1, 2 Represents 3, if A1, and Z1 there are multiple, respectively, may be the same or different. Of these, A1, A2 and A3 each independently preferably represents a 1,4-phenylene group, a 1,4-cyclohexylene group or a 2,6-naphthylene group.

Examples of the general formula (I-2) include compounds represented by the following general formulas (I-2-1) to (I-2-4), but are limited to the following general formulas Do not mean.

In the formula, each of P ¹²¹ , Sp ¹²¹ , X ¹²¹ , q ¹²¹ , X ¹²² , Sp ¹²² , q ¹²² , and P ¹²² represents the same definition as in the general formula (I-2),
A11, A12, A13, A2, and A3 represent the same definitions as A1 to A3 in the general formula (I-2-b), and may be the same or different.
Z11, Z12, Z13, and Z2 each represent the same definition as Z1 and Z2 in the general formula (I-2-b), and may be the same or different.

Of the compounds represented by the general formulas (I-2-1) to (I-2-4), among the compounds represented by the general formulas (I-2-2) to (I-2-4) It is preferable to use a compound having three or more ring structures in order to improve the orientation of the obtained optical anisotropic body, and the compound represented by formula (I-2-2) having three ring structures in the compound is preferable. It is particularly preferred to use the compounds

Examples of the compounds represented by the general formulas (I-2-1) to (I-2-4) include the following general formulas (I-2-1-1) to (I-2-1-36). ) Is exemplified, but not limited thereto.

In the general formulas (I-2-1-1) to (I-2-1-36), R ^d and R ^e each independently represents a hydrogen atom, a fluorine atom, a trifluoromethyl group or a methyl group. Represent,
The cyclic group includes one or more F, Cl, CF ₃ , OCF ₃ , CN groups, an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, and 1 to 8 alkanoyl groups, alkanoyloxy groups having 1 to 8 carbon atoms, alkoxycarbonyl groups having 1 to 8 carbon atoms, alkenyl groups having 2 to 8 carbon atoms, alkenyloxy groups having 2 to 8 carbon atoms, carbon atoms May have an alkenoyl group having 2 to 8 carbon atoms and an alkenoyloxy group having 2 to 8 carbon atoms,
m1, m2, m3, and m4 each independently represents an integer of 0 to 18, preferably each independently an integer of 0 to 8, and n1, n2, n3, and n4 each independently represents 0 or 1. To express.

The bifunctional polymerizable liquid crystal compound represented by the general formula (I-2) may be used alone or in combination of two or more, but the total of the bifunctional polymerizable liquid crystal compounds represented by the general formula (I-2) The content is preferably 0 to 50% by mass, more preferably 0 to 30% by mass, based on the total amount of the polymerizable liquid crystal compound used in the polymerizable liquid crystal composition. In addition, when a chiral compound is added to the polymerizable liquid crystal composition, in order to easily develop a twisted nematic phase or a cholesteric phase, the compound has an asymmetric structure or has a substituent in the mesogenic skeleton. Of these, it is particularly preferable to contain 0 to 20% by mass of the total amount of the polymerizable liquid crystal compounds used in the polymerizable liquid crystal composition. Further, specifically, the compounds represented by the above general formulas (I-2-1) to (I-2-4), and further the above general formulas (I-2-1-1) to (I- When the compound represented by (2-1-36) is used, it is preferably contained in this proportion.

The compounds represented by the general formulas (I-2-1-1) to (I-2-1-36) are more specifically represented by the following general formulas (I-2-2-1) to A compound represented by (I-2-2-41) can be exemplified, but is not limited thereto.

(Monofunctional polymerizable liquid crystal compound)
(Monofunctional polymerizable liquid crystal compound represented by formula (II-1))
The polymerizable liquid crystal composition of the present invention contains a polymerizable liquid crystal compound (monofunctional polymerizable liquid crystal compound) having one polymerizable functional group in the molecule, and one or more of them are The essential component is selected from polymerizable liquid crystal compounds represented by the following general formula (I-1).

(In General Formula (II-1), P ²¹¹ represents a polymerizable functional group,
A ²¹¹ and A ²¹² are each independently 1,4-phenylene group, 1,4-cyclohexylene group, bicyclo [2.2.2] octane-1,4-diyl group, pyridine-2,5-diyl. Group, pyrimidine-2,5-diyl group, naphthalene-2,6-diyl group, naphthalene-1,4-diyl group, tetrahydronaphthalene-2,6-diyl group, decahydronaphthalene-2,6-diyl group or Represents a 1,3-dioxane-2,5-diyl group, these groups may be unsubstituted or substituted by one or more substituents L;
L is fluorine atom, chlorine atom, bromine atom, iodine atom, pentafluorosulfuranyl group, nitro group, cyano group, isocyano group, amino group, hydroxyl group, mercapto group, methylamino group, dimethylamino group, diethylamino group, Diisopropylamino group, trimethylsilyl group, dimethylsilyl group, thioisocyano group, optionally substituted phenyl group, optionally substituted phenylalkyl group, optionally substituted cyclohexylalkyl group, or one —CH ₂ or two or more non-adjacent —CH ₂ — are each independently —O—, —S—, —CO—, —COO—, —OCO—, —CO—S—, —S—CO. ^{^{-, - OCO-O -,}} - CO-NR 0 -, - NR 0 -CO -, - CH = CH-COO -, - CH = CH-OCO -, - C O-CH = CH -, - OCO-CH = CH -, - CH = CH -, - N = N -, - CR 0 = N -, - N = CR 0 -, - CH = N-N = CH- , —CF═CF— or —C≡C— (wherein R ⁰ represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms) and is a straight chain having 1 to 20 carbon atoms A hydrogen atom in the alkyl group may be substituted with a fluorine atom, and when a plurality of L are present in the compound, they may be the same or different. , A ²¹² may be the same or different when there are multiple,
Z ²¹¹ represents —O—, —S—, —OCH ₂ —, —CH ₂ O—, —CH ₂ CH ₂ —, —CO—, —COO—, —OCO—, —CO—S—, —S. —CO—, —O—CO—O—, —CO—NH—, —NH—CO—, —OCO—NH—, —NH—COO—, —NH—CO—NH—, —NH—O—, _{_{_{-O-NH -, - SCH 2}}} -, - CH 2 S -, - CF 2 O -, - OCF 2 -, - CF 2 S -, - SCF 2 -, - CH = CH-COO -, - CH = CH—OCO—, —COO—CH═CH—, —OCO—CH═CH—, —COO—CH ₂ CH ₂ —, —OCO—CH ₂ CH ₂ —, —CH ₂ CH ₂ —COO—, —CH _{_{_{_{2 CH 2 -OCO -, - COO}}}} -CH 2 -, - OCO-CH 2 -, - CH 2 -COO -, - CH 2 -OCO-, CH = CH—, —N═N—, —CH═N—, —N═CH—, —CH═NN—CH—, —CF═CF—, —C≡C— or a single bond. , When there are a plurality of Z ^211, they may be the same or different,
m211 represents an integer of 1 to 3,
T ²¹¹ is a hydrogen atom, —OH group, —SH group, —CN group, —COOH group, —NH ₂ group, —NO ₂ group, —COCH ₃ group, —O (CH ₂ ) _n CH ₃ , or — ( CH ₂ ) _n represents CH ₃ , and n represents an integer of 0 to 20. )
In the general formula (II-1), ^P211 represents a polymerizable functional group, and the following formulas (P-1) to (P-17)

In the general formula (II-1), A ²¹¹ and A ²¹² are each independently 1,4-phenylene group, 1,4-cyclohexylene group, bicyclo [2.2.2] octane-1,4-diyl. Group, pyridine-2,5-diyl group, pyrimidine-2,5-diyl group, naphthalene-2,6-diyl group, naphthalene-1,4-diyl group, tetrahydronaphthalene-2,6-diyl group, decahydro Although it represents a naphthalene-2,6-diyl group or a 1,3-dioxane-2,5-diyl group, these groups may be unsubstituted or substituted by one or more substituents L. From the viewpoints of ease of synthesis, availability of raw materials, and liquid crystallinity, A ²¹¹ and A ²¹² are each independently unsubstituted or may be substituted with one or more substituents L -Represents a phenylene group, 1,4-cyclohexylene group, bicyclo [2.2.2] octane-1,4-diyl group, naphthalene-2,6-diyl group or naphthalene-1,4-diyl group Preferably, each independently of the following formulas (A-1) to (A-16)

It is more preferable to represent a group selected from: In addition, from the viewpoint of low refractive index anisotropy, at least one of A ²¹¹ and A ²¹² represents a group selected from the above formula (A-2) or formula (A-10), and the rest More preferably, each independently represents a group selected from the above formulas (A-1) to (A-7) and (A-10), and at least one of A ²¹¹ and A ²¹² is the above More preferably, it represents a group represented by formula (A-2), and the rest each independently represents a group selected from the above formulas (A-1) to (A-7), and A ²¹¹ and At least one of A ²¹² represents a group represented by the above formula (A-2), and the rest each independently represents a group selected from the above formulas (A-1) to (A-4). It is particularly preferred to represent. When a plurality of A ²¹² are present, they may be the same or different.

In the above general formula (II-1), L is a fluorine atom, chlorine atom, bromine atom, iodine atom, pentafluorosulfuranyl group, nitro group, cyano group, isocyano group, amino group, hydroxyl group, mercapto group, methyl Amino group, dimethylamino group, diethylamino group, diisopropylamino group, trimethylsilyl group, dimethylsilyl group, thioisocyano group, phenyl group which may be substituted, phenylalkyl group which may be substituted, cyclohexyl which may be substituted An alkyl group, or one —CH ₂ — or two or more non-adjacent —CH ₂ — are each independently —O—, —S—, —CO—, —COO—, —OCO—, -CO-S -, - S- CO -, - O-COO -, - CO-NR 0 -, - NR 0 -CO -, - CH = CH-COO , -CH = CH-OCO -, - COO-CH = CH -, - OCO-CH = CH -, - CH = CH -, - N = N -, - CR 0 = N -, - N = CR 0 - , —CH═N—N═CH—, —CF═CF—, or —C≡C— (wherein R ⁰ represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms). Represents a straight or branched alkyl group having 1 to 20 carbon atoms, and any hydrogen atom in the alkyl group may be substituted with a fluorine atom, but when a plurality of L are present in the compound, May be the same or different. From the viewpoint of liquid crystallinity and ease of synthesis, the substituent L is a fluorine atom, chlorine atom, pentafluorosulfuranyl group, nitro group, methylamino group, dimethylamino group, diethylamino group, diisopropylamino group, or any A hydrogen atom may be substituted with a fluorine atom, and one —CH ₂ — or two or more non-adjacent —CH ₂ — are each independently —O—, —S—, —CO—, — 1 to 20 carbon atoms which may be substituted by a group selected from COO—, —OCO—, —O—CO—O—, —CH═CH—, —CF═CF— or —C≡C—. It preferably represents a linear or branched alkyl group, and the substituent L may be a fluorine atom, a chlorine atom, or any hydrogen atom may be substituted with a fluorine atom, and one —CH ₂ — or adjacent group may be substituted. not two or more -CH ₂ - More preferably, each independently represents a linear or branched alkyl group having 1 to 12 carbon atoms which may be substituted with a group selected from —O—, —COO— or —OCO—. More preferably, L represents a fluorine atom, a chlorine atom, or an arbitrary hydrogen atom, a linear or branched alkyl group or alkoxy group having 1 to 12 carbon atoms, which may be substituted with a fluorine atom. L particularly preferably represents a fluorine atom, a chlorine atom, or a linear alkyl group or linear alkoxy group having 1 to 8 carbon atoms.

In the general formula (II-1), Z ²¹² represents —O—, —S—, —OCH ₂ —, —CH ₂ O—, —CH ₂ CH ₂ —, —CO—, —COO—, —OCO—. , -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -OCO-NH-, -NH-COO-, -NH-CO- NH—, —NH—O—, —O—NH—, —SCH ₂ —, —CH ₂ S—, —CF ₂ O—, —OCF ₂ —, —CF ₂ S—, —SCF ₂ —, —CH ═CH—COO—, —CH═CH—OCO—, —COO—CH═CH—, —OCO—CH═CH—, —COO—CH ₂ CH ₂ —, —OCO—CH ₂ CH ₂ —, —CH ₂ CH ₂ —COO—, —CH ₂ CH ₂ —OCO—, —COO—CH ₂ —, —OCO—CH ₂ —, —CH ₂ —C OO—, —CH ₂ —OCO—, —CH═CH—, —N═N—, —CH═N—, —N═CH—, —CH═NN—CH—, —CF═CF—, —C≡C— or a single bond is represented, and when a plurality of Z ²¹² are present, they may be the same or different.

In the above general formula (II-1), when importance is attached to the small number of orientation defects, when there are a plurality of Z ^{212 s,} they may be the same or different, —OCH ₂ —, —CH ₂ O— , —CH ₂ CH ₂ —, —COO—, —OCO—, —CO—NH—, —NH—CO—, —CF ₂ O—, —OCF ₂ —, —CH═CH—COO—, —OCO— CH═CH—, —COO—CH ₂ CH ₂ —, —CH ₂ CH ₂ —OCO—, —CH═CH—, —N═N—, —CH═N—, —N═CH—, —CH═ N—N═CH—, —CF═CF—, —C≡C— or a single bond is preferable, and when there are a plurality of Z ^212, they may be the same or different —COO—, -OCO -, - CO-NH - , - NH-CO -, - CF 2 O -, - OCF 2 - —CH═CH—COO—, —OCO—CH═CH—, —CH═CH—, —N═N—, —CH═NN—CH—, —CF═CF—, —C≡C— or More preferably, it represents a single bond, and when there are a plurality of Z ^{212 s,} they may be the same or different, —COO—, —OCO—, —CO—NH—, —NH—CO—, —CF More preferably, it represents ₂ O—, —OCF ₂ — or a single bond, and when there are a plurality of Z ^{212 s,} they may be the same or different, —COO—, —OCO—, —CF ₂ O— , —OCF ₂ — or a single bond is particularly preferred.

In the general formula (II-1), m211 represents an integer of 1 to 3, but m211 preferably represents 1 or 2, and m211 preferably represents 1.

In the general formula (II-1), T ²¹¹ is a hydrogen atom, —OH group, —SH group, —CN group, —COOH group, —NH ₂ group, —NO ₂ group, —COCH ₃ group, —O ( CH ₂ ) _n CH ₃ or — (CH ₂ ) _n CH ₃ (n represents an integer of 0 to 20), T ²¹¹ is a hydrogen atom, —O (CH ₂ ) _n CH ₃ , or — ( More preferably, it represents CH ₂ ) _n CH ₃ (n represents an integer of 0 to 10), and T ²¹¹ represents —O (CH ₂ ) _n CH ₃ or — (CH ₂ ) _n CH ₃ (n represents Represents an integer of 0 to 8).

The monofunctional polymerizable liquid crystal compound represented by the general formula (II-1) may be used alone or in combination of two or more, but the total of the monofunctional polymerizable liquid crystal compounds represented by the general formula (II-1) The content is preferably 5 to 85% by mass, more preferably 10 to 80% by mass, out of the total amount of the polymerizable liquid crystal compound used in the polymerizable liquid crystal composition. In order to keep the birefringence anisotropy (Δn) low when the polymerizable liquid crystal composition is polymerized, the total amount of the polymerizable liquid crystal compound used in the polymerizable liquid crystal composition is 15 to 70% by mass. % Content is particularly preferable. Specifically, when the following general formula (II-1-1) to general formula (II-1-22) are used, it is preferably contained in this proportion.

Specifically, compounds represented by the following formula (II-1-1) to formula (II-1-22) are preferable as the compound represented by the general formula (II-1).

In the general formulas (II-1-1) to (II-1-22), R ^c represents a hydrogen atom, a fluorine atom, a trifluoromethyl group or a methyl group, and the cyclic group is substituted by a hydrogen atom When substituted with a group, one or more fluorine atoms, chlorine atoms, pentafluorosulfuranyl groups, nitro groups, methylamino groups, dimethylamino groups, diethylamino groups, diisopropylamino groups, or any of the substituents A hydrogen atom may be substituted with a fluorine atom, and one —CH ₂ — or two or more non-adjacent —CH ₂ — are each independently —O—, —S—, —CO—, — 1 to 20 carbon atoms which may be substituted by a group selected from COO—, —OCO—, —O—CO—O—, —CH═CH—, —CF═CF— or —C≡C—. It represents a linear or branched alkyl group, T Is hydrogen atom, -OH group, -SH group, -CN group, -COOH group, -NH ₂ group, -NO ₂ group, -COCH ₃ _{_{group, -O (CH 2) n CH}} 3, or - (CH ₂ ) _N CH ₃ (n represents an integer of 0 to 20).
Specific examples of the compounds represented by the general formula (II-1-1) to the general formula (II-1-22) include the following formulas (II-1-1-1) to (II-1-1): The compound represented by -31) is preferred.

(Monofunctional polymerizable liquid crystal compound represented by formula (II-2))
The polymerizable liquid crystal composition of the present invention contains one or more monofunctional polymerizable liquid crystal compounds represented by the above general formula (II-1), and is represented by the above general formula (II-1). In addition to the monofunctional polymerizable liquid crystal compound, one or more polymerizable liquid crystal compounds selected from the monofunctional polymerizable liquid crystal compound represented by the following general formula (II-2) may be used in combination.

In the formula, P ²²¹ represents a polymerizable functional group, Sp ²²¹ represents an alkylene group having 1 to 18 carbon atoms or a single bond, and one —CH ₂ — in the alkylene group or _two not adjacent to each other The above —CH ₂ — may be each independently substituted by —O—, —COO—, —OCO— or —OCO—O—, and one or more hydrogen atoms of the alkylene group are X ²²¹ may be substituted by a halogen atom (a fluorine atom, a chlorine atom, a bromine atom, an iodine atom) or a CN group, and X ²²¹ is —O—, —S—, —OCH ₂ —, —CH ₂ O—, —CO -, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -SCH _2- , -CH ₂ _{_{S -, - CF 2 O -}} , - OCF 2 -, - CF 2 S -, - SCF 2 , -CH = CH-COO -, - CH = CH-OCO -, - COO-CH = CH -, - OCO-CH = CH -, - COO-CH 2 CH 2 -, - OCO-CH 2 CH 2 - _{_{_{, -CH 2 CH 2 -COO -,}}} - CH 2 CH 2 -OCO -, - COO-CH 2 -, - OCO-CH 2 -, - CH 2 -COO -, - CH 2 -OCO -, - CH = CH—, —N═N—, —CH═NN—CH—, —CF═CF—, —C≡C— or a single bond (provided that P ²²¹ —Sp ²²¹ and Sp ²²¹ —X ²²¹ , MG ²²¹ represents a mesogenic group, R ²²¹ represents a hydrogen atom, a halogen atom (a fluorine atom, a chlorine atom, a bromine atom, an iodine atom), A cyano group, a straight chain of 1 to 12 carbon atoms The branched alkyl group, a linear or branched alkenyl group having from 1 to 12 carbon atoms, the alkyl group and one -CH 2 in the alkenyl _- or nonadjacent two or more -CH 2 _- is Each independently —O—, —S—, —CO—, —COO—, —OCO—, —CO—S—, —S—CO—, —O—CO—O—, —CO—NH—, —NH—CO—, —NH—, —N (CH ₃ ) —, —CH═CH—COO—, —CH═CH—OCO—, —COO—CH═CH—, —OCO—CH═CH—, -CH = CH-, -CF = CF- or -C≡C- may be substituted, and one or more hydrogen atoms of the alkyl group and the alkenyl group are each independently a halogen atom. (Fluorine atom, chlorine atom, bromine atom, iodine atom) or substituted by cyano group At best, even respectively identical If a plurality substituted, may be different.

In the general formula (II-2), P ²²¹ represents a polymerizable functional group, and the following formulas (P-1) to (P-17)

In the above general formula (II-2), Sp ²²¹ preferably represents an alkylene group having 1 to 15 carbon atoms, and one —CH ₂ — in the alkylene group or two or more non-adjacent — CH ₂ — may be each independently substituted by —O—, —COO—, —OCO— or —OCO—O—, and one or more hydrogen atoms of the alkylene group may be a halogen atom (A fluorine atom, a chlorine atom, a bromine atom, an iodine atom) or a CN group, Sp ²² preferably represents an alkylene group having 1 to 12 carbon atoms, and one of the alkylene groups —CH ₂ — or two or more non-adjacent —CH ₂ — may each independently be replaced by —O—, —COO—, —OCO— or —OCO—O—.

In the general formula (II-2), X ²²¹ represents —O—, —OCH ₂ —, —CH ₂ O—, —CO—, —COO—, —OCO—, —O—CO—O—, —CO. —NH—, —NH—CO—, —CF ₂ O—, —OCF ₂ —, —CH═CH—COO—, —CH═CH—OCO—, —COO—CH═CH—, —OCO—CH═ CH—, —COO—CH ₂ CH ₂ —, —OCO—CH ₂ CH ₂ —, —CH ₂ CH ₂ —COO—, —CH ₂ CH ₂ —OCO—, —COO—CH ₂ —, —OCO—CH ₂ —, —CH ₂ —COO—, —CH ₂ —OCO—, —CH═CH—, —N═N—, —CH═NN—CH—, —CF═CF—, —C≡C— or preferably a single ^bond, X 221 is _{_{-O -, - OCH 2 -,}} - CH 2 O -, - CO -, - C _{_{O -, - OCO -, -}} OCO-O -, - CF 2 O -, - OCF 2 -, - CH = CH-COO -, - CH = CH-OCO -, - COO-CH = CH-, —OCO—CH═CH—, —COO—CH ₂ CH ₂ —, —OCO—CH ₂ CH ₂ —, —CH ₂ CH ₂ —COO—, —CH ₂ CH ₂ —OCO—, —COO—CH ₂ — More preferably, it represents —, —OCO—CH ₂ —, —CH ₂ —COO—, —CH ₂ —OCO—, —CH═CH—, —CF═CF—, —C≡C— or a single bond.

In the general formula (II-2), MG ²²¹ represents a mesogenic group, and the general formula (II-2-b)

(In the formula, A1 and A2 are each independently 1,4-phenylene group, 1,4-cyclohexylene group, 1,4-cyclohexenyl group, tetrahydropyran-2,5-diyl group, 1,3 -Dioxane-2,5-diyl group, tetrahydrothiopyran-2,5-diyl group, 1,4-bicyclo (2,2,2) octylene group, decahydronaphthalene-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, 1,2,3,4,4a, 9,10a-octahydrophenanthrene- , 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 [3,2-b] selenophene-2,7- represents diyl group, fluorene-2,7-diyl group, cholesteryl group, or Koresutariru group, the one or more of _F as substituents ^{_{L 2, Cl, CF 3,}} OCF 3, CN groups, 1-8 carbon atoms An alkyl group having 1 to 8 carbon atoms, an alkanoyl group having 1 to 8 carbon atoms, an alkanoyloxy group having 1 to 8 carbon atoms, an alkoxycarbonyl group having 1 to 8 carbon atoms, and 2 carbon atoms. ~ 8 alkenyl groups, 2 ~ carbon atoms May have an alkenoyl group having 2 to 8 carbon atoms and / or an alkenoyloxy group having 2 to 8 carbon atoms, of which A1 to A3 are each independently It preferably represents a 1,4-phenylene group, a 1,4-cyclohexylene group or a 2,6-naphthylene group which may have the above-described substituent L ^2. Examples of the substituent L ² include F, An alkyl group having 1 to 8 carbon atoms or an alkoxy group having 1 to 8 carbon atoms is preferable.

In the general formula (II-2), R ²²¹ represents a hydrogen atom, a halogen atom (a fluorine atom, a chlorine atom, a bromine atom, an iodine atom), a cyano group, a linear or branched alkyl group having 1 to 8 carbon atoms, more preferably represents a straight-chain or branched alkenyl group having 1 to 8 carbon atoms, the alkyl group and one -CH 2 in the alkenyl _- or nonadjacent two or more -CH 2 _- are each Independently —O—, —CO—, —COO—, —OCO—, —O—CO—O—, —CH═CH—COO—, —CH═CH—OCO—, —COO—CH═CH— , —OCO—CH═CH—, —CH═CH—, or —C≡C—, wherein one or more hydrogen atoms of the alkyl group and the alkenyl group are each independently Halogen atoms (fluorine atoms, salts Atom, a bromine atom, may be substituted by an iodine atom) or a cyano group, even each identical If a plurality substituted, may be different.
Examples of the general formula (II-2) include compounds represented by the following general formulas (II-2-1) to (II-2-4), but are not limited to the following general formulas is not.

In the formula, P ²²¹ , Sp ²²¹ , X ²²¹ and R ²²¹ each represent the same definition as in the general formula (II-2),
A11, A12, A13, A2, and A3 represent the same definitions as A1 to A3 in the general formula (II-2-b), and may be the same or different,
Z11, Z12, Z13 and Z2 represent the same definitions as Z1 to Z3 in the general formula (II-2-b), and may be the same or different,
Examples of the compounds represented by the general formulas (II-2-1) to (II-2-4) include the following general formulas (II-2-1-1) to (II-2-1-26). ) Is exemplified, but not limited thereto.

In the above general formulas (II-2-1-1) to (II-2-1-26), R ^c represents a hydrogen atom or a methyl group, m represents an integer of 1 to 18, and n represents 0 Or R ²²¹ represents the same as defined in the general formulas (II-2-1) to (II-2-4), but R ²²¹ represents a hydrogen atom, a halogen atom (fluorine atom, chlorine). Atom, bromine atom, iodine atom), cyano group, one —CH ₂ — may be substituted by —O—, —CO—, —COO—, —OCO—, It preferably represents a straight-chain alkyl group or a straight-chain alkenyl group having 1 to 6 carbon atoms.

In the above general formulas (II-2-1-1) to (II-2-1-26), the cyclic group has one or more F, Cl, CF ₃ , OCF ₃ , CN groups as substituents, An alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 8 carbon atoms, an alkanoyl group having 1 to 8 carbon atoms, an alkanoyloxy group having 1 to 8 carbon atoms, and an alkoxycarbonyl having 1 to 8 carbon atoms A alkenyl group having 2 to 8 carbon atoms, an alkenyloxy group having 2 to 8 carbon atoms, an alkenoyl group having 2 to 8 carbon atoms, and an alkenoyloxy group having 2 to 8 carbon atoms. good.

The monofunctional polymerizable liquid crystal compound represented by the general formula (II-2) may be used alone or in combination of two or more, but the total of the monofunctional polymerizable liquid crystal compounds represented by the general formula (II-2) The content is preferably 0 to 40% by mass, more preferably 0 to 35% by mass, out of the total amount of the polymerizable liquid crystal compound used in the polymerizable liquid crystal composition. In order to keep the birefringence anisotropy (Δn) low when the polymerizable liquid crystal composition is polymerized, 0 to 30 mass out of the total amount of the polymerizable liquid crystal compound used in the polymerizable liquid crystal composition. % Content is particularly preferable. Specifically, when the general formula (II-2-1) to the general formula (II-2-4) are used, the general formula (II-2-1-1) to the general formula (II) Also when II-2-1-26) is used, it is preferably contained in this proportion.
(Polyfunctional polymerizable liquid crystal compound)
The polymerizable liquid crystal composition of the present invention may contain a polymerizable liquid crystal compound having three or more polymerizable functional groups in the molecule as long as the physical properties are not impaired. Examples of the polymerizable liquid crystal compound having three or more polymerizable functional groups in the molecule include compounds represented by the following general formula (III-1) and general formula (III-2).

(Wherein P ³¹ to P ³⁵ each independently represents a polymerizable functional group, and Sp ³¹ to S ³⁵ each independently represents an alkylene group having 1 to 18 carbon atoms or a single bond, one -CH ₂ in the group - or nonadjacent two or more -CH ₂ - are each independently -O -, - COO -, - OCO- or --OCO-O-substituted by Preferably, one or more hydrogen atoms of the alkylene group may be substituted with a halogen atom (fluorine atom, chlorine atom, bromine atom, iodine atom) or a CN group, and X ³¹ to X ³⁵ are respectively Independently, —O—, —S—, —OCH ₂ —, —CH ₂ O—, —CO—, —COO—, —OCO—, —CO—S—, —S—CO—, —O— CO—O—, —CO—NH—, —NH—CO—, —SCH ₂ —, —CH ₂ S—, —CF ₂ O—, —OCF ₂ —, —CF ₂ S—, —SCF ₂ —, —CH═CH—COO—, —CH═CH—OCO—, —COO—CH _{_{= CH -, - OCO-CH}} = CH -, - COO-CH 2 CH 2 -, - OCO-CH 2 CH 2 -, - CH 2 CH 2 -COO -, - CH 2 CH 2 -OCO -, - COO _{_{_{_{-CH 2 -, - OCO-CH}}}} 2 -, - CH 2 -COO -, - CH 2 -OCO -, - CH = CH -, - N = N -, - CH = N-N = CH -, - CF = CF -, - C≡C- or a single bond and represents ^{^{^{^{(where, P 31 -Sp 31, P 32}}}} -Sp 32, P 33 -Sp 33, P 34 -Sp 34, P 35 -Sp 35, Sp 31 - X ³¹ , Sp ³² -X ³² , Sp ³³ -X ³³ , Sp ³⁴ -X ³⁴ , And Sp ³⁵ -X ³⁵ does not include a direct bond between oxygen atoms.), Q31, q32, q34, q35, q36, q37, q38 and q39 each independently represent 0 or 1, and j3 represents 0 or 1 and MG ³¹ represents a mesogenic group.)
In the above general formulas (III-1) to (III-2), P ³¹ to P ³⁵ are each independently represented by the following formulas (P-2-1) to (P-2-20). It is preferable to represent a substituent selected from the polymerizable group.

Among these polymerizable functional groups, from the viewpoint of increasing the polymerizability, the formulas (P-2-1), (P-2-2), (P-2-7), (P-2-12), ( P-2-13) is preferred, and formulas (P-2-1) and (P-2-2) are more preferred.

In the general formulas (III-1) to (III-2), each of Sp ³¹ to Sp ³⁵ preferably independently represents an alkylene group having 1 to 15 carbon atoms, and 1 in the alkylene group -CH ₂ — or two or more non-adjacent —CH ₂ — may be each independently substituted by —O—, —COO—, —OCO— or —OCO—O— One or more hydrogen atoms of the group may be substituted with a halogen atom (fluorine atom, chlorine atom, bromine atom, iodine atom) or a CN group, and Sp ³¹ to Sp ³⁵ are each independently it is more preferably an alkylene group having 1 to 12 carbon atoms, one -CH 2 in the alkylene group _- or nonadjacent two or more -CH 2 _- are each independently -O-, -COO-, OCO- or may be substituted by --OCO-O-.

In the general formulas (III-1) to (III-2), X ³¹ to X ³⁵ are each independently —O—, —OCH ₂ —, —CH ₂ O—, —CO—, —COO. —, —OCO—, —O—CO—O—, —CO—NH—, —NH—CO—, —CF ₂ O—, —OCF ₂ —, —CH═CH—COO—, —CH═CH— OCO—, —COO—CH═CH—, —OCO—CH═CH—, —COO—CH ₂ CH ₂ —, —OCO—CH ₂ CH ₂ —, —CH ₂ CH ₂ —COO—, —CH ₂ CH ₂ —OCO—, —COO—CH ₂ —, —OCO—CH ₂ —, —CH ₂ —COO—, —CH ₂ —OCO—, —CH═CH—, —N═N—, —CH═N— N = CH -, - CF = CF -, - C≡C- or preferably a single ^bond, ^X 31 ~ X ³ Each _{_{independently, -O -, - OCH 2 -}} , - CH 2 O -, - CO -, - COO -, - OCO -, - OCO-O -, - CF 2 O -, - OCF 2 —, —CH═CH—COO—, —CH═CH—OCO—, —COO—CH═CH—, —OCO—CH═CH—, —COO—CH ₂ CH ₂ —, —OCO—CH ₂ CH ₂ —, —CH ₂ CH ₂ —COO—, —CH ₂ CH ₂ —OCO—, —COO—CH ₂ —, —OCO—CH ₂ —, —CH ₂ —COO—, —CH ₂ —OCO—, —CH More preferably, it represents ═CH—, —CF═CF—, —C≡C— or a single bond.

In the above general formulas (III-1) to (III-2), MG ³¹ represents a mesogenic group, and the general formula (III-A)

In the formula, A1, A2 and A3 are each independently 1,4-phenylene group, 1,4-cyclohexylene group, 1,4-cyclohexenyl group, tetrahydropyran-2,5-diyl group, 1,3 -Dioxane-2,5-diyl group, tetrahydrothiopyran-2,5-diyl group, 1,4-bicyclo (2,2,2) octylene group, decahydronaphthalene-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, 1,2,3,4,4a, 9,10a-octahydrophenant Les -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 [3,2-b] selenophene-2, 7-diyl group or fluorene-2,7-diyl group, and one or more F, Cl, CF ₃ , OCF ₃ , CN groups, alkyl groups having 1 to 8 carbon atoms, carbon atoms as substituents An alkoxy group having 1 to 8 carbon atoms, an alkanoyl group having 1 to 8 carbon atoms, an alkanoyloxy group having 1 to 8 carbon atoms, an alkoxycarbonyl group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, carbon Alkenyloxy group having 2 to 8 atoms, carbon atoms May have an alkenoyl group of ˜8 and / or an alkenoyloxy group of 2 to 8 carbon atoms, but is present when forming the structure represented by the above general formula (III-1) , A2 and A3 each have a — (X ³³ ) _q35 — (Sp ³³ ) _q34 —P ³³ group. Z1 and Z2 are each independently —COO—, —OCO—, —CH ₂ CH ₂ —, —OCH ₂ —, —CH ₂ O—, —CH═CH—, —C≡C—, —CH═ CHCOO—, —OCOCH═CH—, —CH ₂ CH ₂ COO—, —CH ₂ CH ₂ OCO—, —COOCH ₂ CH ₂ —, —OCOCH ₂ CH ₂ —, —C═N—, —N═C— , —CONH—, —NHCO—, —C (CF ₃ ) ₂ —, a halogen atom (fluorine atom, chlorine atom, bromine atom, iodine atom) or an alkyl group having 2 to 10 carbon atoms or a single atom Z1 and Z2 each independently represent —COO—, —OCO—, —CH ₂ CH ₂ —, —OCH ₂ —, —CH ₂ O—, —CH═CH—, —C≡C—, —CH═CHCOO—, —OCOCH═CH—, —CH ₂ CH ₂ COO—, —CH ₂ CH ₂ OCO—, —COOCH ₂ CH ₂ —, —OCOCH ₂ CH ₂ — or a single bond is preferable, and r1 represents 0, 1, 2 or 3, and when A1 and Z1 are plurally present These may be the same or different. ). Of these, A1, A2 and A3 each independently preferably represents a 1,4-phenylene group, a 1,4-cyclohexylene group or a 2,6-naphthylene group.
Examples of the general formula (III) include the following general formula (III-1-1) to general formula (III-1-8), general formula (III-2-1) to general formula III-2-2) Although the compound represented can be mentioned, it is not necessarily limited to the following general formula.

In the formula, P ³¹ to P ³⁵ , Sp ³¹ to Sp ³⁵ , X ³¹ to X ³⁵ , q31 to q39 MG ³¹ are the same as defined in the above general formula (III-1) to general formula (III-2), respectively. Represents
A11, A12, A13, A2, and A3 each represent the same definition as A1 to A3 in the general formula (III-A), and may be the same or different,
Z11, Z12, Z13, and Z2 each represent the same definition as Z1 and Z2 in the general formula (III-A), and may be the same or different.

The compounds represented by the above general formula (III-1-1) to general formula (III-1-8), general formula (III-2-1), and general formula (III-2-2) include the following: Examples of the compounds represented by the general formulas (III-9-1) to (III-9-6) are exemplified, but not limited thereto.

In the general formulas (III-9-1) to (III-9-6), R ^f , R ^g and R ^h each independently represent a hydrogen atom or a methyl group, and R ⁱ , R ^j and R ^k Each independently represents a hydrogen atom, a halogen atom (a fluorine atom, a chlorine atom, a bromine atom, an iodine atom), an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, or a cyano group. Are an alkyl group having 1 to 6 carbon atoms or an alkoxy group having 1 to 6 carbon atoms, all are unsubstituted, or one or more halogen atoms (fluorine atom, chlorine atom, bromine atom, The cyclic group may be substituted with one or more of F, Cl, CF ₃ , OCF ₃ , CN group, an alkyl group having 1 to 8 carbon atoms, or 1 carbon atom. 8 to 8 alkoxy groups, 1 to 8 carbon atoms Alkanoyl group, alkanoyloxy group having 1 to 8 carbon atoms, alkoxycarbonyl group having 1 to 8 carbon atoms, alkenyl group having 2 to 8 carbon atoms, alkenyloxy group having 2 to 8 carbon atoms, 2 carbon atoms It may have an alkenoyl group of ˜8 and an alkenoyloxy group of 2 to 8 carbon atoms.
m4 to m9 each independently represents an integer of 0 to 18, and n4 to n10 each independently represents 0 or 1.

The polyfunctional polymerizable liquid crystal compound having three or more polymerizable functional groups can be used alone or in combination of two or more.

The total content of the polyfunctional polymerizable liquid crystal compound having three polymerizable functional groups in the molecule may be 0 to 20% by mass of the total amount of the polymerizable liquid crystal compound used in the polymerizable liquid crystal composition. The content is preferably 0 to 10% by mass, more preferably 0 to 5% by mass.

The polymerizable liquid crystal composition of the present invention includes a bifunctional polymerizable liquid crystal compound represented by the general formula (I-1) and a monofunctional compound represented by the general formula (II-1) among the polymerizable liquid crystal compounds. By using a polymerizable liquid crystal compound in combination, an optical film having a birefringence difference (Δn) of 0.1 or less can be obtained.

The polymerizable liquid crystal composition of the present invention essentially comprises a bifunctional polymerizable liquid crystal compound represented by the general formula (I-1) and a monofunctional polymerizable liquid crystal compound represented by the general formula (II-1). The component is preferably 60 to 100% by mass, more preferably 70 to 100% by mass of the two essential components in the total amount of the polymerizable liquid crystal compound used in the polymerizable liquid crystal composition. 75 to 100% by mass is particularly preferable.

Further, when a chiral compound to be described later is added to the polymerizable liquid crystal composition to develop a twisted nematic phase or a cholesteric phase, the total amount of the polymerizable liquid crystal compound used in the polymerizable liquid crystal composition is represented by the general formula ( An optical film having a selective reflection wavelength band (Δλ) / selective reflection center wavelength (λ) of 0.1 or less by containing 30 to 85% by mass of the bifunctional polymerizable liquid crystal compound represented by I-1) In addition, the resulting optical film is excellent in transparency.

The value of the selective reflection wavelength band (Δλ) / selective reflection center wavelength (λ) of the optical film of the present invention is a polymerizable property represented by the general formula (II-1) in the polymerizable liquid crystal composition of the present invention. This is applied by appropriately adjusting the weight ratio of the liquid crystal compound according to the technical field of the present invention. The value of the selective reflection wavelength band (Δλ) / selective reflection center wavelength (λ) is 0.010 or more and 0.095. The following is more preferable, 0.020 or more and 0.090 or less is more preferable, and 0.030 or more and 0.080 or less is particularly preferable.

(Other liquid crystal compounds)
Further, the polymerizable liquid crystal composition of the present invention may contain a compound containing a mesogenic group having no polymerizable group, such as a normal liquid crystal device, for example, STN (super twisted nematic) liquid crystal, Examples thereof include compounds used for TN (twisted nematic) liquid crystal, TFT (thin film transistor) liquid crystal, and the like.

Specifically, the compound containing a mesogenic group having no polymerizable functional group is preferably a compound represented by the following general formula (5).

The mesogenic group or mesogenic supporting group represented by MG3 has the general formula (5-b)

Wherein A1 ^d , A2 ^d and A3 ^d are each independently 1,4-phenylene group, 1,4-cyclohexylene group, 1,4-cyclohexenyl group, tetrahydropyran-2,5-diyl group 1,3-dioxane-2,5-diyl group, tetrahydrothiopyran-2,5-diyl group, 1,4-bicyclo (2,2,2) octylene group, decahydronaphthalene-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, 1,2,3,4,4a, 9,10a- Octahydrof Enanthrene-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 [3,2-b] selenophene-2 , 7-diyl group, or fluorene-2,7-diyl group, and one or more F, Cl, CF ₃ , OCF ₃ , CN groups, alkyl groups having 1 to 8 carbon atoms, alkoxy groups as substituents , An alkanoyl group, an alkanoyloxy group, an alkenyl group having 2 to 8 carbon atoms, an alkenyloxy group, an alkenoyl group, an alkenoyloxy group,
Z0 ^d , Z1 ^d , Z2 ^d and Z3 ^d are each independently —COO—, —OCO—, —CH ₂ CH ₂ —, —OCH ₂ —, —CH ₂ O—, —CH═CH—, — _{_{C≡C -, - CH = CHCOO -}} , - OCOCH = CH -, - CH 2 CH 2 COO -, - CH 2 CH 2 OCO -, - COOCH 2 CH 2 -, - OCOCH 2 CH 2 -, - CONH- , -NHCO-, an alkylene group which may have a halogen atom having 2 to 10 carbon atoms (a fluorine atom, a chlorine atom, a bromine atom, an iodine atom) or a single bond;
n ^e represents 0, 1 or 2,
R ⁵¹ and R ⁵² each independently represent a hydrogen atom, a halogen atom (a fluorine atom, a chlorine atom, a bromine atom, an iodine atom), a cyano group or an alkyl group having 1 to 18 carbon atoms. one or more halogen atoms (fluorine atom, chlorine atom, bromine atom, iodine atom) may be substituted by or CN, this is not one CH ₂ group or adjacent present in group two or more CH ₂ The groups are independent of each other, and in such a form that oxygen atoms are not directly bonded to each other, —O—, —S—, —NH—, —N (CH ₃ ) —, —CO—, —COO—, —OCO It may be replaced by —, —OCOO—, —SCO—, —COS— or —C≡C—. ).

Specific examples are shown below, but are not limited thereto.

Ra and Rb each independently represent a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, an alkenyl group having 1 to 6 carbon atoms, or a cyano group. In the case of an alkyl group of ˜6 or an alkoxy group of 1 to 6 carbon atoms, all may be unsubstituted or substituted by one or more halogen atoms.

The total content of the compound having a mesogenic group is preferably 0% by mass or more and 20% by mass or less with respect to the total amount of the polymerizable liquid crystal composition, and when used, it is preferably 1% by mass or more. It is preferably at least mass%, preferably at least 5 mass%, more preferably at most 15 mass%, preferably at most 10 mass%.
(Organic solvent)
An organic solvent may be added to the polymerizable liquid crystal composition in the present invention. Although there is no limitation in particular as an organic solvent to be used, the organic solvent in which a polymeric liquid crystal compound shows favorable solubility is preferable, and it is preferable that it is an organic solvent which can be dried at the temperature of 100 degrees C or less. Examples of such solvents include aromatic hydrocarbons such as toluene, xylene, cumene and mesitylene, ester solvents such as methyl acetate, ethyl acetate, propyl acetate and butyl acetate, methyl ethyl ketone (MEK), methyl isobutyl ketone ( MIBK), ketone solvents such as cyclohexanone and cyclopentanone, ether solvents such as tetrahydrofuran, 1,2-dimethoxyethane and anisole, amide solvents such as N, N-dimethylformamide and N-methyl-2-pyrrolidone Propylene glycol monomethyl ether acetate, diethylene glycol monomethyl ether acetate, γ-butyrolactone and chlorobenzene. These can be used alone or in combination of two or more, but any one of ketone solvents, ether solvents, ester solvents and aromatic hydrocarbon solvents It is preferable to use the above from the viewpoint of solution stability.

When the composition used in the present invention is a solution using an organic solvent, it can be applied to the substrate, and the ratio of the organic solvent used in the polymerizable liquid crystal composition is not particularly limited as long as the applied state is not significantly impaired. However, the total amount of the organic solvent contained in the polymerizable liquid crystal composition is preferably 10 to 95% by mass, more preferably 12 to 90% by mass, and 15 to 85% by mass. Is particularly preferred.

When dissolving the polymerizable liquid crystal composition in an organic solvent, it is preferable to stir with heating in order to dissolve it uniformly. The heating temperature at the time of heating and stirring may be appropriately adjusted in consideration of the solubility of the composition to be used in the organic solvent, but is preferably 15 ° C. to 110 ° C., more preferably 15 ° C. to 105 ° C. from the viewpoint of productivity. 15 to 100 ° C. is more preferable, and 20 to 90 ° C. is particularly preferable.

Further, when adding the solvent, it is preferable to stir and mix with a dispersion stirrer. Specific examples of the dispersion stirrer include a disperser having a stirring blade such as a disper, a propeller, and a turbine blade, a paint shaker, a planetary stirring device, a shaker, a shaker, or a rotary evaporator. In addition, an ultrasonic irradiation apparatus can be used.

The stirring rotation speed when adding the solvent is preferably adjusted appropriately depending on the stirring device used, but in order to obtain a uniform polymerizable liquid crystal composition solution, the stirring rotation speed is preferably 10 rpm to 1000 rpm, preferably 50 rpm to 800 rpm is more preferable, and 150 rpm to 600 rpm is particularly preferable.
(Polymerization inhibitor)
It is preferable to add a polymerization inhibitor to the polymerizable liquid crystal composition in the present invention. Examples of the polymerization inhibitor include phenol compounds, quinone compounds, amine compounds, thioether compounds, nitroso compounds, and the like.

Examples of phenolic compounds include p-methoxyphenol, cresol, t-butylcatechol, 3.5-di-t-butyl-4-hydroxytoluene, 2.2'-methylenebis (4-methyl-6-t-butylphenol) 2.2′-methylenebis (4-ethyl-6-tert-butylphenol), 4.4′-thiobis (3-methyl-6-tert-butylphenol), 4-methoxy-1-naphthol, 4,4′- Dialkoxy-2,2′-bi-1-naphthol, and the like.

Examples of quinone compounds include hydroquinone, methylhydroquinone, tert-butylhydroquinone, p-benzoquinone, methyl-p-benzoquinone, tert-butyl-p-benzoquinone, 2,5-diphenylbenzoquinone, 2-hydroxy-1,4-naphthoquinone 1,4-naphthoquinone, 2,3-dichloro-1,4-naphthoquinone, anthraquinone, diphenoquinone and the like.

Examples of amine compounds include p-phenylenediamine, 4-aminodiphenylamine, N.I. N'-diphenyl-p-phenylenediamine, Ni-propyl-N'-phenyl-p-phenylenediamine, N- (1.3-dimethylbutyl) -N'-phenyl-p-phenylenediamine, N.I. N′-di-2-naphthyl-p-phenylenediamine, diphenylamine, N-phenyl-β-naphthylamine, 4.4′-dicumyl-diphenylamine, 4.4′-dioctyl-diphenylamine and the like.

Examples of thioether compounds include phenothiazine and distearyl thiodipropionate.

Examples of nitroso compounds include N-nitrosodiphenylamine, N-nitrosophenylnaphthylamine, N-nitrosodinaphthylamine, p-nitrosophenol, nitrosobenzene, p-nitrosodiphenylamine, α-nitroso-β-naphthol, and the like, N, N-dimethyl p-nitrosoaniline, p-nitrosodiphenylamine, p-nitronedimethylamine, p-nitrone-N, N-diethylamine, N-nitrosoethanolamine, N-nitrosodi-n-butylamine, N-nitroso-Nn-butyl- 4-butanolamine, N-nitroso-diisopropanolamine, N-nitroso-N-ethyl-4-butanolamine, 5-nitroso-8-hydroxyquinoline, N-nitrosomorpholine, N-nitroso-N-phenylhydroxylamine Minammonium salt, ditrosobenzene, 2,4.6-tri-tert-butylnitronebenzene, N-nitroso-N-methyl-p-toluenesulfonamide, N-nitroso-N-ethylurethane, N-nitroso-N- n-propyl urethane, 1-nitroso-2-naphthol, 2-nitroso 1-naphthol, 1-nitroso-2-naphthol-3,6-sodium sulfonate, 2-nitroso-1-naphthol-4-sodium sulfonate, Examples include 2-nitroso-5-methylaminophenol hydrochloride and 2-nitroso-5-methylaminophenol hydrochloride.

The addition amount of the polymerization inhibitor is preferably 0.01 to 1.0% by mass and more preferably 0.05 to 0.5% by mass with respect to the polymerizable liquid crystal composition.
(Photopolymerization initiator)
The polymerizable liquid crystal composition in the present invention preferably contains a photopolymerization initiator. It is preferable to contain at least one photopolymerization initiator. Specifically, “Irgacure 651”, “Irgacure 184”, “Darocur 1173”, “Irgacure 907”, “Irgacure 127”, “Irgacure 369”, “Irgacure 379”, “Irgacure 819”, “ “Irgacure 2959”, “Irgacure 1800”, “Irgacure 250”, “Irgacure 754”, “Irgacure 784”, “Irgacure OXE01”, “Irgacure OXE04”, “Lucirin TPO”, “Darocur 1173”, “Darocur MBF” and LAMBSON “Esacure 1001M”, “Esacure KIP150”, “Speed Cure BEM”, “Speed Cure BMS”, “Speed Cure MBP”, “Speed Cure PBZ”, “Speed Cure ITX” “Speed Cure DETX”, “Speed Cure EBD”, “Speed Cure MBB”, “Speed Cure BP”, “Kayacure DMBI” manufactured by Nippon Kayaku Co., Ltd., “TAZ-A” manufactured by Nippon Shibel Hegner (currently DKSH) “Adekaoptomer SP-152”, “Adekaoptomer SP-170”, “Adekaoptomer N-1414”, “Adekaoptomer N-1606”, “Adekaoptomer N-1717” manufactured by ADEKA, “Adekaoptomer N-1919”, “Syracure UVI-6990”, “Syracure UVI-6974” and “Syracure UVI-6922” manufactured by UCC, “Adekaoptomer SP-150” manufactured by Asahi Denka Kogyo Co., Ltd. , SP-152, SP-170, SP-172 "and Rhodia's" PHOTOINI " IATOR2074 ", BASF Corp. of" Irgacure 250 ", GE Silicones Co., Ltd. of" UV-9380C ", Midori Chemical Co., Ltd. of the" DTS-102 ", and the like.

The amount of the photopolymerization initiator used is preferably 0.1 to 10 parts by weight, preferably 0.5 to 7 parts by weight with respect to 100 parts by weight of the polymerizable liquid crystal compound contained in the polymerizable liquid crystal composition. Is particularly preferred. In order to improve the curability of the optical anisotropic body, it is preferable to use a photopolymerization initiator of 3 parts by mass or more with respect to 100 parts by mass of the polymerizable liquid crystal compound. These can be used alone or in combination of two or more, and a sensitizer or the like may be added.
(Thermal polymerization initiator)
In the polymerizable liquid crystal composition of the present invention, a thermal polymerization initiator may be used in combination with a photopolymerization initiator. As the thermal polymerization initiator, known and conventional ones can be used. For example, methyl acetoacetate peroxide, cumene hydroperoxide, benzoyl peroxide, bis (4-t-butylcyclohexyl) peroxydicarbonate, t-butyl Peroxybenzoate, methyl ethyl ketone peroxide, 1,1-bis (t-hexylperoxy) 3,3,5-trimethylcyclohexane, p-pentahydroperoxide, t-butylhydroperoxide, dicumyl peroxide, isobutyl Organic peroxides such as peroxide, di (3-methyl-3-methoxybutyl) peroxydicarbonate, 1,1-bis (t-butylperoxy) cyclohexane, 2,2′-azobisisobutyronitrile , 2,2'-azobis (2,4 Azonitrile compounds such as dimethylvaleronitrile), azoamidin compounds such as 2,2′-azobis (2-methyl-N-phenylpropion-amidin) dihydrochloride, 2,2′azobis {2-methyl-N- [1, An azoamide compound such as 1-bis (hydroxymethyl) -2-hydroxyethyl] propionamide}, an alkylazo compound such as 2,2′azobis (2,4,4-trimethylpentane), and the like can be used. Specifically, “V-40” and “VF-096” manufactured by Wako Pure Chemical Industries, Ltd., “Perhexyl D” and “Perhexyl I” of Nippon Oil & Fats Co., Ltd. (currently Nippon Oil Co., Ltd.) Etc.

The amount of the thermal polymerization initiator used is preferably 0.1 to 10 parts by weight, particularly preferably 0.5 to 5 parts by weight, based on 100 parts by weight of the polymerizable liquid crystal compound contained in the polymerizable liquid crystal composition. . These can be used alone or in combination of two or more.
(Surfactant)
The polymerizable liquid crystal composition in the present invention may contain at least one surfactant in order to reduce film thickness unevenness when an optical anisotropic body is used. Surfactants that can be included include alkyl carboxylates, alkyl phosphates, alkyl sulfonates, fluoroalkyl carboxylates, fluoroalkyl phosphates, fluoroalkyl sulfonates, polyoxyethylene derivatives, fluoro Examples thereof include alkylethylene oxide derivatives, polyethylene glycol derivatives, alkylammonium salts, fluoroalkylammonium salts and the like, and fluorine-based and acrylic surfactants are particularly preferable.

Specifically, “Megafuck F-251”, “Megafuck F-444”, “Megafuck F-477”, “Megafuck F-510”, “Megafuck F-552”, “Megafuck F-” "553", "Megafuck F-554", "Megafuck F-555", "Megafuck F-556", "Megafuck F-557", "Megafuck F-558", "Megafuck F-559" , “Megafuck F-560”, “Megafuck F-561”, “Megafuck F-562”, “Megafuck F-563”, “Megafuck F-565”, “Megafuck F-567”, “ “Megafuck F-568”, “Megafuck F-569”, “Megafuck F-570”, “Megafuck F-571”, “Megafuck R-40” , “Megafuck R-41”, “Megafuck R-43”, “Megafuck R-94”, “Megafuck RS-72-K”, “Megafuck RS-75”, “Megafuck RS-76-” E "," Megafuck RS-90 "(above, manufactured by DIC Corporation),
“Furgent 100”, “Furgent 100C”, “Furgent 110”, “Furgent 150”, “Furgent 150CH”, “Furgent A”, “Furgent 100A-K”, “Furgent 501”, "Factent 300", "Factent 310", "Factent 320", "Factent 400SW", "FTX-400P", "Factent 251", "Factent 215M", "Factent 212MH", "Footer Gent 250, Fategent 222F, Fategent 212D, FTX-218, FTX-209F, FTX-213F, FTX-233F, Fate 245F, FTX-208G ”,“ FTX-240G ”,“ FT -206D "," FTX-220D "," FTX-230D "," FTX-240D "," FTX-207S "," FTX-211S "," FTX-220S "," FTX-230S "," FTX-750FM " ”,“ FTX-730FM ”,“ FTX-730FL ”,“ FTX-710FS ”,“ FTX-710FM ”,“ FTX-710FL ”,“ FTX-750LL ”,“ FTX-730LS ”,“ FTX-730LM ”, "FTX-730LL", "FTX-710LL" (above, manufactured by Neos Corporation),
“BYK-300”, “BYK-302”, “BYK-306”, “BYK-307”, “BYK-310”, “BYK-315”, “BYK-320”, “BYK-322”, “BYK” -323 "," BYK-325 "," BYK-330 "," BYK-331 "," BYK-333 "," BYK-337 "," BYK-340 "," BYK-344 "," BYK-370 " ”,“ BYK-375 ”,“ BYK-377 ”,“ BYK-350 ”,“ BYK-352 ”,“ BYK-354 ”,“ BYK-355 ”,“ BYK-356 ”,“ BYK-358N ”, “BYK-361N”, “BYK-357”, “BYK-390”, “BYK-392”, “BYK-UV3500”, “BYK-UV3510”, “BYK-UV3570”, “B K-Silclean3700 "(manufactured by BYK Japan KK),
“TEGO Rad2100”, “TEGO Rad2200N”, “TEGO Rad2250”, “TEGO Rad2300”, “TEGO Rad2500”, “TEGO Rad2600”, “TEGO Rad2700”, “TEGO Flow300”, “TEGO Flow370”, “TEGO4”, “4” "TEGO Flow ATF2", "TEGO Flow ZFS460" (Evonik Industries, Inc.)
Examples include “N215”, “N535”, “N605K”, “N935” (above, manufactured by Solvay Solexis).

In the present invention, the surfactant is not an essential component, but when added, the surfactant is added in an amount of 0.001 part by mass relative to 100 parts by mass of the polymerizable liquid crystal compound contained in the polymerizable liquid crystal composition. The amount is preferably 01 to 2 parts by mass, and more preferably 0.05 to 0.5 parts by mass.

Further, by using the above surfactant, when the polymerizable liquid crystal composition of the present invention is an optical anisotropic body, the tilt angle at the air interface can be effectively reduced.

The polymerizable liquid crystal composition according to the present invention has the effect of effectively reducing the tilt angle of the air interface in the case of an optical anisotropic body, and is represented by the following general formula (7) except for the surfactant. Examples thereof include compounds having a unit having a weight average molecular weight of 100 or more.

In the formula, each of R ¹¹ , R ¹² , R ¹³ and R ¹⁴ independently represents a hydrogen atom, a halogen atom or a hydrocarbon group having 1 to 20 carbon atoms, and one or more hydrogen atoms in the hydrocarbon group It may be substituted with a halogen atom.

Examples of suitable compounds represented by the general formula (7) include polyethylene, polypropylene, polyisobutylene, paraffin, liquid paraffin, chlorinated polypropylene, chlorinated paraffin, and chlorinated liquid paraffin.

The amount of the compound represented by the general formula (7) is preferably 0.01 to 1 part by mass with respect to 100 parts by mass of the polymerizable liquid crystal compound contained in the polymerizable liquid crystal composition. More preferably, it is 0.05 to 0.5 parts by mass.
(Non-liquid crystalline compound having a polymerizable group)
In the polymerizable composition of the present invention, a compound having a polymerizable group but not a liquid crystal compound can be added. Such a compound can be used without particular limitation as long as it is generally recognized as a polymerizable monomer or polymerizable oligomer in this technical field. The addition amount of the non-liquid crystalline compound having a polymerizable group is preferably 0.01 to 5 parts by mass with respect to 100 parts by mass of the polymerizable liquid crystal compound contained in the polymerizable liquid crystal composition. The amount is more preferably 0.05 to 1 part by mass, and particularly preferably 0.05 to 0.5 part by mass.
Specifically, methyl (meth) acrylate, ethyl (meth) acrylate, 2-hydroxyethyl acrylate, propyl (meth) acrylate, 2-hydroxypropyl (meth) acrylate, butyl (meth) acrylate, isobutyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate, 2-hydroxybutyl (meth) acrylate, octyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, dodecyl (meth) acrylate, stearyl (meth) acrylate, cyclohexyl (meth) acrylate, Dicyclopentanyloxylethyl (meth) acrylate, isobornyloxylethyl (meth) acrylate, isobornyl (meth) acrylate, adamantyl (meth) acrylate, dimethyl Damantyl (meth) acrylate, dicyclopentanyl (meth) acrylate, dicyclopentenyl (meth) acrylate, dicyclopentenyloxyethyl (meth) acrylate, methoxyethyl (meth) acrylate, ethyl carbitol (meth) acrylate, tetrahydroflur Furyl (meth) acrylate, benzyl (meth) acrylate, phenoxyethyl (meth) acrylate, 2-phenoxydiethylene glycol (meth) acrylate, ω-carboxy-polycaprolactone (n≈2) monoacrylate, 2-hydroxy-3-phenoxypropyl Acrylate, 2-hydroxy-3-phenoxyethyl (meth) acrylate, (2-methyl-2-ethyl-1,3-dioxolan-4-yl) methyl (meth) acrylate, ( -Ethyloxetane-3-yl) methyl (meth) acrylate, o-phenylphenol ethoxy (meth) acrylate, dimethylamino (meth) acrylate, diethylamino (meth) acrylate, 2,2,3,3,3-pentafluoropropyl (Meth) acrylate, 2,2,3,4,4,4-hexafluorobutyl (meth) acrylate, 2,2,3,3,4,4,4-heptafluorobutyl (meth) acrylate, 2- ( Perfluorobutyl) ethyl (meth) acrylate, 2- (perfluorohexyl) ethyl (meth) acrylate, 1H, 1H, 3H-tetrafluoropropyl (meth) acrylate, 1H, 1H, 5H-octafluoropentyl (meth) acrylate 1H, 1H, 7H-dodecafluoroheptyl (meth) Chryrate, 1H-1- (trifluoromethyl) trifluoroethyl (meth) acrylate, 1H, 1H, 3H-hexafluorobutyl (meth) acrylate, 1,2,2,2-tetrafluoro-1- (trifluoromethyl ) Ethyl (meth) acrylate, 1H, 1H-pentadecafluorooctyl (meth) acrylate, 1H, 1H, 2H, 2H-tridecafluorooctyl (meth) acrylate, 2- (meth) acryloyloxyethylphthalic acid, 2- (Meth) acryloyloxyethyl hexahydrophthalic acid, glycidyl (meth) acrylate, 2- (meth) acryloyloxyethyl phosphoric acid, acryloylmorpholine, dimethylacrylamide, dimethylaminopropylacrylamide, isopropylpropylacrylamide, diethylacetate Mono (meth) acrylates such as rilamide, hydroxyethylacrylamide, N-acryloyloxyethylhexahydrophthalimide, 1,4-butanediol di (meth) acrylate, 1,6-hexanediol di (meth) acrylate, 1,9- Nonanediol di (meth) acrylate, neopentyldiol di (meth) acrylate, tripropylene glycol di (meth) acrylate, ethylene glycol di (meth) acrylate, diethylene glycol di (meth) acrylate, triethylene glycol di (meth) acrylate, Ethylene oxide modified bisphenol A di (meth) acrylate, tricyclodecane dimethanol di (meth) acrylate, 9,9-bis [4- (2-acryloyloxyethoxy) phenyl] phenyl Orene, glycerin di (meth) acrylate, 2-hydroxy-3-acryloyloxypropyl methacrylate, 1,6-hexanediol diglycidyl ether acrylic acid adduct, 1,4-butanediol diglycidyl ether acrylic acid adduct Triacrylates such as diacrylate, trimethylolpropane tri (meth) acrylate, ethoxylated isocyanuric acid triacrylate, pentaerythritol tri (meth) acrylate, ε-caprolactone modified tris- (2-acryloyloxyethyl) isocyanurate, etc. Tetra (meth) acrylates such as (meth) acrylate, pentaerythritol tetra (meth) acrylate, ditrimethylolpropane tetra (meth) acrylate, etc., dipentaerythritol hexa (meth) acrylate Rate, oligomeric (meth) acrylate, various urethane acrylates, various macromonomers, ethylene glycol diglycidyl ether, diethylene glycol diglycidyl ether, propylene glycol diglycidyl ether, neopentyl glycol diglycidyl ether, 1,6-hexanediol diglycidyl Examples thereof include epoxy compounds such as ether, glycerin diglycidyl ether, and bisphenol A diglycidyl ether, and maleimide. These can be used alone or in combination of two or more.
(Chain transfer agent)
The polymerizable liquid crystal composition in the present invention preferably further includes a chain transfer agent in order to further improve the adhesion with the base material in the case of an optical anisotropic body. The chain transfer agent is preferably a thiol compound, more preferably a monothiol, dithiol, trithiol, or tetrathiol compound, and even more preferably a trithiol compound. Specifically, compounds represented by the following general formulas (8-1) to (8-13) are preferable.

In the formula, R ⁶⁵ represents an alkyl group having 2 to 18 carbon atoms, and the alkyl group may be linear or branched, and one or more methylene groups in the alkyl group are oxygen atoms. , And a sulfur atom that is not directly bonded to each other, may be substituted with an oxygen atom, a sulfur atom, —CO—, —OCO—, —COO—, or —CH═CH—, and R ⁶⁶ is a carbon atom Represents an alkylene group of 2 to 18, and one or more methylene groups in the alkylene group are oxygen atoms, sulfur atoms, —CO—, —OCO—, wherein oxygen atoms and sulfur atoms are not directly bonded to each other. , —COO—, or —CH═CH— may be substituted.

The addition amount of the chain transfer agent is preferably 0.5 to 10 parts by mass, preferably 1.0 to 5.0 parts per 100 parts by mass of the polymerizable liquid crystal compound contained in the polymerizable liquid crystal composition. More preferably, it is part by mass.
(Dye)
The polymerizable liquid crystal composition of the present invention may contain a dye as necessary. The dye to be used is not particularly limited, and may include known and commonly used dyes as long as the orientation is not disturbed.

Examples of the dye include a dichroic dye and a fluorescent dye. Examples of such dyes include polyazo dyes, anthraquinone dyes, cyanine dyes, phthalocyanine dyes, perylene dyes, perinone dyes, squarylium dyes and the like. From the viewpoint of addition, the dye is preferably a liquid crystal dye. . For example, U.S. Pat. No. 2,400,877, Dreyer J. F., Phys. And Colloid Chem., 1948, 52, 808., "The Fixing of Molecular Orientation", Dreyer JF, Journal de Physique, 1969, 4, 114., "LightPolarization from Films of Lyotropic Nematic Liquid Crystals" and J. Lydon, "Chromonics" in "Handbook of Liquid Crystals Vol.2B: Low Molecular Weight Liquid Crystals II", D. Demus, J. Goodby, GW Gray , HW Spiessm, V. Villed, Willey-VCH, P. 981-1007 (1998), Dichroic Dyes for Liquid Crystal Display A. V. lvashchenko
The dyes described in CRC Press, 1994, and “New Developments in Functional Dye Market”, Chapter 1, Page 1, 1994, CMC Corporation Luminescence, etc. can be used.

Examples of the dichroic dye include the following formulas (d-1) to (d-8)

Is mentioned. The addition amount of the dichroic dye or the like is preferably 0.001 to 10 parts by mass, and 0.01 to 5 parts by mass with respect to 100 parts by mass of the total amount of the polymerizable liquid crystal compound contained in the powder mixture. More preferably, it is a part.
(Filler)
The polymerizable liquid crystal composition of the present invention may contain a filler as necessary. The filler to be used is not particularly limited, and may contain known and commonly used fillers as long as the thermal conductivity of the obtained polymer is not lowered. Specifically, inorganic fillers such as alumina, titanium white, aluminum hydroxide, talc, clay, mica, barium titanate, zinc oxide, glass fiber, metal powder such as silver powder, copper powder, aluminum nitride, boron nitride, Examples thereof include thermally conductive fillers such as silicon nitride, gallium nitride, silicon carbide, magnesia (aluminum oxide), alumina (aluminum oxide), crystalline silica (silicon oxide), fused silica (silicon oxide), and silver nanoparticles. .
(Chiral compound)
The polymerizable liquid crystal composition in the present invention may contain a chiral compound which may exhibit liquid crystallinity or may be non-liquid crystalline in order to give the obtained optical film cholesteric liquid crystallinity. Among the chiral compounds, it is preferable to use a polymerizable chiral compound having polymerizability.

The polymerizable chiral compound used in the present invention preferably has one or more polymerizable functional groups. Examples of such compounds include JP-A-11-193287, JP-A-2001-158788, JP-T 2006-52669, JP-A-2007-269639, JP-A-2007-269640, 2009. -84178, which contains chiral saccharides such as isosorbide, isomannite, glucoside, etc., and a rigid group such as 1,4-phenylene group and 1,4-cyclohexylene group, and a vinyl group A polymerizable chiral compound having a polymerizable functional group such as an acryloyl group, a (meth) acryloyl group, or a maleimide group, a polymerizable chiral compound comprising a terpenoid derivative as described in JP-A-8-239666, NATURE VOL35, pages 467-469 (November 30, 1995) Issue), NATURE VOL392, pages 476-479 (issued on April 2, 1998), or the like, or a polymerizable chiral compound comprising a mesogenic group and a spacer having a chiral moiety, or JP-T-2004-504285. And a polymerizable chiral compound containing a binaphthyl group as described in JP-A-2007-248945. Among these, a chiral compound having a large helical twisting power (HTP) is preferable for the polymerizable liquid crystal composition of the present invention.

Among the chiral compounds, the following general formulas (3-1) to (3-4) can be given as the chiral compounds having a large helical twisting power (HTP), and the general formula (3-1) to the general formula It is more preferable to use a chiral compound selected from (3-3). Among the chiral compounds selected from the general formula (3-1) to the general formula (3-3), the following general formula (3-a) It is particularly preferable to use a polymerizable chiral compound having a polymerizable group represented.

In the formula, Sp ^3a and Sp ^3b each independently represent an alkylene group having 0 to 18 carbon atoms, and the alkylene group is a carbon atom having one or more halogen atoms, a CN group, or a polymerizable functional group. may be substituted by an alkyl group having 1 to 8, two or more of CH ₂ groups, independently of one another each of the present in the radical is not one CH ₂ group or adjacent, each other oxygen atom -O-, -S-, -NH-, -N (CH ₃ )-, -CO-, -COO-, -OCO-, -OCOO-, -SCO-, -COS- Or it may be replaced by -C≡C-
A1, A2, A3, A4, A5 and A6 are each independently 1,4-phenylene group, 1,4-cyclohexylene group, 1,4-cyclohexenyl group, tetrahydropyran-2,5-diyl group, 1,3-dioxane-2,5-diyl group, tetrahydrothiopyran-2,5-diyl group, 1,4-bicyclo (2,2,2) octylene group, decahydronaphthalene-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, 1,2,3,4,4a, 9,10a-octahydro Enanthrene-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 [3,2-b] selenophene-2 , 7-diyl group, or fluorene-2,7-diyl group, and one or more F, Cl, CF ₃ , OCF ₃ , CN groups, alkyl groups having 1 to 8 carbon atoms, carbon atoms as substituents An alkoxy group having 1 to 8 carbon atoms, an alkanoyl group having 1 to 8 carbon atoms, an alkanoyloxy group having 1 to 8 carbon atoms, an alkoxycarbonyl group having 1 to 8 carbon atoms, an alkenyl group having 2 to 8 carbon atoms, Alkenyloxy group having 2 to 8 carbon atoms Alkenoyl group having 2 to 8 carbon atoms, and / or may have a alkenoyloxy group having a carbon number of 2-8. A1, A2, A3, A4, A5 and A6 each independently preferably represents a 1,4-phenylene group, a 1,4-cyclohexylene group or a 2,6-naphthylene group, and one or more substituents And F, CN group, an alkyl group having 1 to 8 carbon atoms, and an alkoxy group having 1 to 8 carbon atoms.

n, l, k and s each independently represent 0 or 1;
Z0, Z1, Z2, Z3, Z4, Z5, and Z6 are each independently —COO—, —OCO—, —CH ₂ CH ₂ —, —OCH ₂ —, —CH ₂ O—, —CH═ CH—, —C≡C—, —CH═CHCOO—, —OCOCH═CH—, —CH ₂ CH ₂ COO—, —CH ₂ CH ₂ OCO—, —COOCH ₂ CH ₂ —, —OCOCH ₂ CH ₂ — , -CONH-, -NHCO-, an alkyl group which may have a halogen atom having 2 to 10 carbon atoms or a single bond;
n5 and m5 each independently represent 0 or 1,
R ^3a and R ^3b represent a hydrogen atom, a halogen atom, a cyano group, or an alkyl group having 1 to 18 carbon atoms, and the alkyl group may be substituted with one or more halogen atoms or CN. two or more CH ₂ groups not one CH ₂ group or adjacent present in the radical are each, independently of one another, in the form of oxygen atoms are not directly bonded to each other, -O -, - S -, - May be replaced by NH—, —N (CH ₃ ) —, —CO—, —COO—, —OCO—, —OCOO—, —SCO—, —COS— or —C≡C—,
Alternatively, R ^3a and R ^3b are represented by the general formula (3-a)

(In the formula, P ^3a represents a polymerizable functional group.)
P ^3a preferably represents a substituent selected from the polymerizable groups represented by the following formulas (P-1) to (P-20).

Among these polymerizable functional groups, from the viewpoint of enhancing the polymerizability and storage stability, the formula (P-1) or the formulas (P-2), (P-7), (P-12), (P-13) ) Are preferred, and formulas (P-1), (P-7), and (P-12) are more preferred.

Specific examples of the polymerizable chiral compound include compounds (3-5) to (3-24), but are not limited to the following compounds.

In the formula, m, n, k, and l each independently represent an integer of 1 to 18, R ¹ to R ⁴ each independently represent a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, or 1 to 6 carbon atoms. An alkoxy group, a carboxy group, and a cyano group. When these groups are alkyl groups having 1 to 6 carbon atoms or alkoxy groups having 1 to 6 carbon atoms, all of them may be unsubstituted or substituted by one or more halogen atoms. .

Of the polymerizable chiral compounds represented by the general formulas (3-5) to (3-24), the chiral compounds having large helical twisting power (HTP) are represented by the general formulas (3-5) to (3) It is particularly preferable to use a polymerizable chiral compound represented by 3-9), general formula (3-12) to general formula (3-14), or general formula (3-16) to general formula (3-18). .

The compounding amount of the polymerizable chiral compound needs to be appropriately adjusted depending on the helical induction force of the compound, but it is preferably 0 to 25% by mass, preferably 0 to 20% by mass in the polymerizable liquid crystal composition. More preferably, the content is particularly preferably 0 to 15% by mass.

In order to give the optical film obtained cholesteric properties and to obtain an optical film having good transparency, the polymerizable liquid crystal composition in the present invention includes a polymerizable liquid crystal using the chiral compound as a polymerizable liquid crystal composition. It is preferable to use 0.5 to 20 parts by weight, more preferably 1 to 15 parts by weight, and particularly preferably 1.5 to 10 parts by weight with respect to a total of 100 parts by weight of the compound.
(Other additives)
Furthermore, in order to adjust the physical properties, additives such as polymerizable compounds that do not have liquid crystallinity, thixotropic agents, ultraviolet absorbers, infrared absorbers, antioxidants, surface treatment agents, etc., do not significantly reduce the alignment ability of liquid crystals. To the extent that can be added.
(Optical anisotropic body manufacturing method)
(Optical anisotropic)
The optical anisotropic body produced using the polymerizable liquid crystal composition of the present invention is obtained by sequentially laminating a base material, if necessary, an alignment film, and a polymer of the polymerizable liquid crystal composition.
(Base material)
The substrate used for the optical anisotropic body of the present invention is a substrate that is usually used for liquid crystal devices, displays, optical components and optical films, and is heated during drying after the application of the polymerizable liquid crystal composition of the present invention. If it is the material which has heat resistance which can endure, there will be no restriction | limiting in particular. Examples of such a substrate include organic materials such as a glass substrate, a metal substrate, a ceramic substrate, and a plastic substrate. In particular, when the substrate is an organic material, examples thereof include cellulose derivatives, polyolefins, polyesters, polycarbonates, polyacrylates (acrylic resins), polyarylate, polyether sulfone, polyimide, polyphenylene sulfide, polyphenylene ether, nylon, and polystyrene. Among them, plastic base materials such as polyester, polystyrene, polyacrylate, polyolefin, cellulose derivative, polyarylate, and polycarbonate are preferable, and base materials such as polyacrylate, polyolefin, and cellulose derivative are more preferable, and COP (cycloolefin polymer) is used as the polyolefin. It is particularly preferable to use TAC (triacetyl cellulose) as the cellulose derivative and PMMA (polymethyl methacrylate) as the polyacrylate. As a shape of a base material, you may have a curved surface other than a flat plate. These base materials may have an electrode layer, an antireflection function, and a reflection function as needed.

In order to improve the applicability and adhesiveness of the polymerizable liquid crystal composition of the present invention, these substrates may be subjected to surface treatment. Examples of the surface treatment include ozone treatment, plasma treatment, corona treatment, silane coupling treatment, and the like. In addition, in order to adjust the light transmittance and reflectance, an organic thin film, an inorganic oxide thin film, a metal thin film, etc. are provided on the surface of the substrate by a method such as vapor deposition, or in order to add optical added value. The material may be a pickup lens, a rod lens, an optical disk, a retardation film, a light diffusion film, a color filter, or the like. Among these, a pickup lens, a retardation film, a light diffusion film, and a color filter that have higher added value are preferable.
(Orientation treatment)
In addition, as the substrate, a glass substrate alone or an alignment film is provided on the substrate so that the polymerizable liquid crystal composition is aligned when the polymerizable liquid crystal composition of the present invention is applied and dried. Also good. Examples of the alignment treatment include stretching treatment, rubbing treatment, polarized ultraviolet visible light irradiation treatment, ion beam treatment, and the like. When the alignment film is used, a known and conventional alignment film is used. As such an alignment film, a hydrophilic polymer containing polyimide, polyamide, lecithin, hydroxyl group, carboxylic acid group or sulfonic acid group, a hydrophilic inorganic compound, a photo-alignment film, or the like can be used. Examples of the hydrophilic polymer include polyvinyl alcohol, polyacrylic acid, polyacrylic acid soda, polymethacrylic acid, sodium polyalginate, polycarboxymethylcellulose soda salt, pullulan, and polystyrene sulfonic acid. Examples of hydrophilic inorganic compounds include oxides such as Si, Al, Mg, and Zr, and inorganic compounds such as fluoride. Since the hydrophilic base material is effective for orienting the optical axis of the optical anisotropic body almost parallel to the normal direction with respect to the base material, it is preferable for obtaining the optical anisotropic body of the positive C plate. However, since it acts as a horizontal alignment film when a rubbing treatment is performed on a hydrophilic substrate, the rubbing treatment adversely affects the vertical alignment in the hydrophilic polymer layer, so that an optical anisotropic body of a positive C plate is obtained. Is not preferred.
(Application)
Application methods for obtaining the optical anisotropic body of the present invention include applicator method, bar coating method, spin coating method, roll coating method, direct gravure coating method, reverse gravure coating method, flexo coating method, ink jet method, and die coating. A publicly known method such as a method, a cap coating method, a dip coating method, or a slit coating method can be used. After coating the polymerizable liquid crystal composition, the solvent contained in the polymerizable liquid crystal composition is dried by heating as necessary.
(Polymerization process)
Regarding the polymerization operation of the polymerizable liquid crystal composition of the present invention, the liquid crystal compound in the polymerizable liquid crystal composition is generally in a state in which it is horizontally aligned, vertically aligned, hybrid aligned, or cholesteric aligned (planar aligned) with respect to the substrate. It is performed by irradiation with light such as ultraviolet rays or by heating. When the polymerization is performed by light irradiation, specifically, irradiation with ultraviolet light of 390 nm or less is preferable, and irradiation with light having a wavelength of 250 to 370 nm is most preferable. However, when the polymerizable liquid crystal composition causes decomposition or the like due to ultraviolet light of 390 nm or less, it may be preferable to perform polymerization treatment with ultraviolet light of 390 nm or more. This light is preferably diffused light and unpolarized light.
(Polymerization method)
Examples of the method for polymerizing the polymerizable liquid crystal composition of the present invention include a method of irradiating active energy rays and a thermal polymerization method. However, since the reaction proceeds at room temperature without requiring heating, active energy rays are used. A method of irradiating is preferable, and among them, a method of irradiating light such as ultraviolet rays is preferable because the operation is simple.

The temperature at the time of irradiation is preferably set to 30 ° C. or less as much as possible in order to avoid the induction of thermal polymerization of the polymerizable liquid crystal composition so that the polymerizable liquid crystal composition of the present invention can maintain the liquid crystal phase. The liquid crystal composition usually exhibits a nematic phase-only liquid crystal phase by phase transition in the order of Cr (crystal) -N (nematic) -I (isotropic liquid) in the temperature rising process. The polymerizable liquid crystal composition has a characteristic of exhibiting smectic liquid crystallinity. Therefore, the phase transition of Cr (crystal) -Sm (smectic) -N (nematic) -I (isotropic liquid) is caused in the temperature rising process. For the sake of illustration, two liquid crystal phases, a smectic phase and a nematic phase, are shown. On the other hand, in the temperature lowering process, since it takes a thermodynamic non-equilibrium state, it does not crystallize below the Cr (crystal) -N (nematic) or Cr (crystal) -Sm (smectic) transition temperature. The liquid crystal state may be maintained. This state is called a supercooled state. In the present invention, the liquid crystal composition in a supercooled state is also included in the state in which the liquid crystal phase is retained. Because the smectic phase has a layer structure, it has a structure closer to the crystal than the nematic phase, so it irradiates ultraviolet rays in the smectic phase state rather than the optical anisotropic body obtained by irradiating ultraviolet rays in the nematic phase state. The optically anisotropic body obtained in this manner is preferable because it becomes an optically anisotropic body having a structure closer to a crystal, and orientation order and / or heat resistance is improved. The smectic phase is roughly classified into two types depending on whether the molecular long axis is perpendicular or inclined with respect to the layer normal. The smectic phase in which the molecular long axis is perpendicular to the layer normal includes a smectic A phase (SmA) and a smectic B phase (SmB), and the smectic phase whose molecular long axis is inclined with respect to the layer normal is smectic C. A phase (SmC), a smectic F phase (SmF), a smectic G phase (SmG), a smectic I phase (SmI), and a smectic J phase (SmJ) are known. In the homogeneous alignment, when the phase transition from the nematic phase whose molecular long axis is aligned in the rubbing direction of the polyimide alignment film to the smectic phase, the smectic phase in which the molecular long axis is perpendicular to the layer normal, specifically smectic A In the phase (SmA) and smectic B (SmB), the molecular major axis in the layer is oriented along the rubbing direction, and therefore, the occurrence of orientation defects is small and favorable orientation is preferable.
Specifically, the method of irradiating light such as ultraviolet rays is preferably irradiated with ultraviolet light having a wavelength of 390 nm or less, and most preferably irradiated with light having a wavelength of 250 to 370 nm. However, when the polymerizable composition causes decomposition or the like due to ultraviolet light of 390 nm or less, it may be preferable to perform the polymerization treatment with ultraviolet light of 390 nm or more. This light is preferably diffused light and unpolarized light. Ultraviolet irradiation intensity in ^the range of ^{0.05kW / m 2 ~ 10kW / m} 2 is preferred. In particular, the range of 0.2 kW / m ² to 2 kW / m ² is preferable. When the ultraviolet intensity is less than 0.05 kW / m ² , it takes a lot of time to complete the polymerization. On the other hand, when the strength exceeds ² kW / m ² , liquid crystal molecules in the polymerizable liquid crystal composition tend to be photodegraded, or a large amount of polymerization heat is generated to increase the temperature during polymerization. The parameter may change, and the retardation of the film after polymerization may be distorted.

After only a specific part is polymerized by UV irradiation using a mask, the orientation state of the unpolymerized part is changed by applying an electric field, a magnetic field or temperature, and then the unpolymerized part is polymerized. An optical anisotropic body having a plurality of regions having orientation directions can also be obtained.

Further, when only a specific portion was polymerized by ultraviolet irradiation using a mask, the alignment was regulated in advance by applying an electric field, magnetic field or temperature to the unpolymerized polymerizable liquid crystal composition, and the state was maintained. An optical anisotropic body having a plurality of regions having different orientation directions can also be obtained by irradiating light from above the mask and polymerizing it.

The optical anisotropic body obtained by polymerizing the polymerizable liquid crystal composition of the present invention can be peeled off from the substrate and used alone as an optical anisotropic body, or it can be used as an optical anisotropic body as it is without peeling off from the substrate. You can also In particular, since it is difficult to contaminate other members, it is useful when used as a laminated substrate or by being attached to another substrate.
(Optical film)
The optical film (retardation film) of the present invention is produced in the same manner as in the ordinary method for producing an optical anisotropic body. The obtained retardation film can be used as various birefringent films. Liquid crystal devices, liquid crystal displays, organic EL devices, organic EL displays, quantum dot EL devices, quantum dot EL displays, devices and displays such as micro LEDs, optical elements, optical components, colorants, security markings, laser emission members, The optical film and the compensation film are formed in a form suitable for the application depending on the application.

As such a retardation film, for example, a positive A plate in which a rod-like liquid crystalline compound is substantially horizontally aligned with respect to a substrate, and a negative A plate in which a disk-like liquid crystalline compound is uniaxially aligned with respect to a substrate. A positive C plate in which rod-like liquid crystalline compounds are aligned substantially vertically with respect to the substrate, a rod-like liquid crystalline compound is cholesteric aligned with respect to the substrate, or a negative C in which disc-like liquid crystalline compounds are horizontally aligned uniaxially. An orientation mode of a plate, a biaxial plate, a positive O plate in which a rod-like liquid crystalline compound is hybrid-aligned with respect to a substrate, and a negative O plate in which a disc-like liquid crystalline compound is hybrid-aligned with respect to a substrate can be applied. When used in a liquid crystal display element, various orientation modes can be applied without particular limitation as long as the viewing angle dependency is improved.

For example, orientation modes of positive A plate, negative A plate, positive C plate, negative C plate, biaxial plate, positive O plate, and negative O plate can be applied. Among them, it is preferable to use a positive A plate and a negative C plate. Further, it is more preferable to stack a positive A plate and a negative C plate.

Here, the positive A plate means an optically anisotropic body obtained by homogeneously aligning a polymerizable liquid crystal composition. Moreover, a negative C plate means the optically anisotropic body which made the polymerizable liquid crystal composition the cholesteric orientation.

In a liquid crystal cell using a retardation film, it is preferable to use a positive A plate as the first retardation layer in order to compensate the viewing angle dependence of polarization axis orthogonality and widen the viewing angle. Here, when the positive A plate has a refractive index in the in-plane slow axis direction of the film as nx, a refractive index in the in-plane fast axis direction of the film as ny, and a refractive index in the thickness direction of the film as nz, The relationship is “nx> ny = nz”. The positive A plate preferably has an in-plane retardation value in the range of 30 to 500 nm at a wavelength of 550 nm. Moreover, the thickness direction retardation value is not particularly limited. The Nz coefficient is preferably in the range of 0.9 to 1.1.

In order to cancel the birefringence of the liquid crystal molecules themselves, it is preferable to use a so-called negative C plate having negative refractive index anisotropy as the second retardation layer. Further, a negative C plate may be laminated on a positive A plate.

Here, the negative C plate has a refractive index nx in the in-plane slow axis direction of the retardation layer, ny in the in-plane fast axis direction of the retardation layer, and a refractive index in the thickness direction of the retardation layer. The phase difference layer has a relationship of “nx = ny> nz” when nz. The thickness direction retardation value of the negative C plate is preferably in the range of 20 to 400 nm.

The refractive index anisotropy in the thickness direction is represented by a thickness direction retardation value Rth defined by the following formula (2). As the thickness direction retardation value Rth, an in-plane retardation value R ₀ , a retardation value R ₅₀ measured with a slow axis as an inclination axis and an inclination of 50 °, a film thickness d, and an average refractive index n ₀ of the film are used. Thus, nx, ny, and nz can be obtained by numerical calculation from the equation (1) and the following equations (4) to (7), and these can be substituted into the equation (2). The Nz coefficient = can be calculated from the equation (3). The same applies to other descriptions in the present specification.

R ₀ = (nx−ny) × d (1)
Rth = [(nx + ny) / 2−nz] × d (2)
Nz coefficient = (nx−nz) / (nx−ny) (3)
R ₅₀ = (nx−ny ′) × d / cos (φ) (4)
(Nx + ny + nz) / 3 = n0 (5)
here,
φ = sin ⁻¹ [sin (50 °) / n ₀ ] (6)
ny ′ = ny × nz / [ny ² × sin ² (φ) + nz ² × cos ² (φ)] ^1/2 (7)
In the commercially available phase difference measuring device, the numerical calculation shown here is automatically performed in the device, and the in-plane retardation value _R0 , the thickness direction retardation value Rth, etc. are automatically displayed. There are many. An example of such a measuring apparatus is RETS-100 (manufactured by Otsuka Chemical Co., Ltd.).
The optical film of the present invention is used depending on the application, but the film thickness of the optical film is too thin or too thick to be manufactured by coating, because it becomes difficult to control the orientation, From the viewpoint of orientation, it is preferably 0.05 μm or more and 20 μm, more preferably 0.1 μm or more and 12 μm or less, and particularly preferably 0.2 μm or more and 6 μm or less.
(Phase difference patterning film)
The optical film of the present invention can also be used for a retardation patterning film. The retardation patterning film is a layered structure of a substrate, an alignment film, and a polymer of a polymerizable liquid crystal composition, which are patterned so as to obtain partially different retardations in the polymerization process. It is. The patterning may be in different directions, such as linear patterning, lattice patterning, circular patterning, polygonal patterning, and the like. The liquid crystal device, display, optical element, optical component, colorant, security marking, laser emission member, optical film, compensation film, and the like are used.

As a method of obtaining a partially different phase difference, an alignment film is provided on the substrate, and the polymerizable liquid crystal composition is patterned and aligned when the polymerizable liquid crystal composition of the present invention is applied and dried during the alignment treatment. Process. Examples of such an alignment treatment include a fine rubbing treatment, a polarized ultraviolet visible light irradiation treatment through a photomask, and a fine shape processing treatment. As the alignment film, known and conventional ones are used. Such alignment films include polyimide, polysiloxane, polyamide, polyvinyl alcohol, polycarbonate, polystyrene, polyphenylene ether, polyarylate, polyethylene terephthalate, polyether sulfone, epoxy resin, epoxy acrylate resin, acrylic resin, coumarin compound, chalcone. Examples of the compound include compounds, cinnamate compounds, fulgide compounds, anthraquinone compounds, azo compounds, and arylethene compounds. The compound subjected to the alignment treatment by fine rubbing is preferably an alignment treatment or a compound in which crystallization of the material is promoted by adding a heating step after the alignment treatment. Among the compounds that perform alignment treatment other than rubbing, it is preferable to use a photo-alignment material.
(Brightness enhancement film)
The optical film of the present invention can also be used for a brightness enhancement film. The brightness enhancement film of the present invention is a brightness enhancement film having a λ / 4 plate and a reflective polarizer, and the reflective polarizer has a first light reflection layer and a second light reflection layer from the λ / 4 plate side. And a third light reflecting layer in this order, and the first light reflecting layer, the second light reflecting layer and the third light reflecting layer are all light reflecting layers in which a cholesteric liquid crystal phase is fixed, A blue light reflecting layer having a reflectance peak in which any one of the first light reflecting layer, the second light reflecting layer, and the third light reflecting layer has a reflection center wavelength of 380 to 499 nm and a half-value width of 100 nm or less. Any one is a green light reflecting layer having a reflectance peak with a reflection center wavelength of 500 to 599 nm and a half-value width of 200 nm or less, and any one has a reflection center wavelength of 600 to 750 nm and a half-value width of 150 nm or less. Has a reflectance peak The red light reflecting layer is characterized in that the sign of Rth (550) of the first light reflecting layer is opposite to that of Rth (550) of the second light reflecting layer. With such a configuration, the brightness enhancement film of the present invention has high brightness and can suppress oblique color change when incorporated in a liquid crystal display device.
(Color compensation film)
The optical film of the present invention can also be used for a color compensation film. The color compensation film is a film that cuts the wavelength of the mixed color portion of the white light emitted from the backlight source, that is, the mixed color light of blue, green, and red. In the case of normal white light, the area around 570 to 620 nm is divided into green and red colors by the color filter, but color reproducibility can be improved by using a color compensation film having a selective reflection wavelength around 570 to 620 nm. Can be improved.
(Cholesteric reflective film)
The cholesteric reflective film of the present invention is a cholesteric reflective film composed of a cured product of a planar aligned polymerizable liquid crystal composition, the polymerizable liquid crystal composition having only one polymerizable functional group, 1 type or 2 types of liquid crystal compounds having a skeleton, 1 type or 2 types of liquid crystal compounds having 2 or more polymerizable functional groups, and 1 type of chiral compound having 1 or more polymerizable functional groups Or it contains 2 or more types, It contains 1 or 2 or more types of polymerization initiators, It is characterized by the above-mentioned. (Antireflection film)
The antireflection film of the present invention is a circularly polarizing plate in which a retardation plate is further laminated on a polarizing plate. A phase difference plate or the like is used when changing linearly polarized light into circularly polarized light, changing circularly polarized light into linearly polarized light, or changing the polarization direction of linearly polarized light. In particular, a so-called quarter-wave plate (also referred to as a λ / 4 plate) is used as a retardation plate that changes linearly polarized light into circularly polarized light or changes circularly polarized light into linearly polarized light. A half-wave plate (also referred to as a λ / 2 plate) is usually used when changing the polarization direction of linearly polarized light.

The circularly polarizing plate is effectively used, for example, when adjusting the color tone of an image of a reflective liquid crystal display device in which an image is displayed in color, and also has an antireflection function. Examples of the retardation plate include a liquid crystal polymer alignment film, a liquid crystal polymer alignment layer supported by a film, and the like. The retardation plate may have an appropriate retardation according to the purpose of use, such as those for the purpose of compensating for various wavelength plates or birefringence of the liquid crystal layer, viewing angle, and the like. What laminated | stacked the phase difference plate and controlled optical characteristics, such as phase difference, etc. may be used.
(Viewing angle compensation film)
The optical film of the present invention can also be used as a viewing angle compensation film. The viewing angle compensation film of the present invention is a film for widening the viewing angle so that the image can be seen relatively clearly even when the screen of the liquid crystal display device is viewed from a slightly oblique direction rather than perpendicular to the screen. Examples of such a viewing angle compensation film include an alignment film such as a retardation film and a liquid crystal polymer, and a film in which an alignment layer such as a liquid crystal polymer is supported on a transparent substrate. A normal retardation film uses a birefringent polymer film or a uniaxially oriented liquid crystal polymer film that is uniaxially stretched in the plane direction, whereas a retardation film used as a viewing angle compensation film has a surface. A birefringent polymer film stretched biaxially in the direction, a polymer having a birefringence with a controlled refractive index in the thickness direction and uniaxially stretched in the plane direction and stretched in the thickness direction, and a tilted orientation film Such a bi-directionally stretched film is used. Examples of the tilted alignment film include a film obtained by obliquely aligning a liquid crystal polymer and a polymer film polymerized by active energy rays such as ultraviolet rays in a state where a polymerizable liquid crystal is obliquely aligned. An appropriate material is used for the purpose of preventing coloring or the like due to a change in the viewing angle based on the phase difference due to the liquid crystal cell and increasing the viewing angle for good viewing.

In addition, an optical compensation retardation plate in which an optically anisotropic layer made of a liquid crystal polymer tilted alignment film is supported by an optical film is preferably used from the viewpoint of achieving a wide viewing angle with good visibility.
(Reflective polarizing plate)
The optical film of the present invention can also be used as a reflective polarizing plate. The reflective polarizing plate of the present invention is a reflective polarizing plate in which a cholesteric reflective film, an adhesive layer, and a linear polarizing film are sequentially laminated, and the cholesteric reflective film uses the cholesteric reflective film of the present invention. Further, one or more retardation films may be included in the reflective polarizing plate, and retardation films having different retardations may be used. Lamination of the retardation film is performed by bonding an adhesive or an adhesive film to the obtained retardation film, and then attaching the cholesteric reflective film of the present invention and the retardation film via an adhesive or an adhesive film. Obtained by pasting. In the case of using an adhesive or an adhesive film, known adhesives and adhesive films for optical film use are used.

Hereinafter, the present invention will be described with reference to synthesis examples, examples, and comparative examples, but the present invention is not limited to these examples. Unless otherwise specified, “part” and “%” are based on mass.
(Preparation of polymerizable liquid crystal composition)
Tables 1 to 5 show formulas (A-1) to (A-8), formulas (B-1) to (B-11), and formulas (C-1) to (C-2). The compounds represented by formulas (D-1) to (D-3), (E-1) to (E-4) as organic solvents, A compound represented by (F-1), (G-1) as a polymerization inhibitor, (H-1) to (H-2) as polymerization initiators, (I-1) as chain transfer agents, a polymerizable group Formula (I-2) as a non-liquid crystalline compound having the above and (J-1) to (J-3) as surfactants, respectively, in the proportions (parts by mass) shown in Tables 1 to 4, respectively. Liquid crystal compositions (1) to (28) were prepared.
(Preparation of polymerizable liquid crystal composition (1))
As shown in Table 1, 40 parts by mass of the compound represented by formula (A-1), 40 parts by mass of the compound represented by formula (A-2), and 20 parts by mass of the compound represented by formula (B-1) Of the compound represented by the formula (D-1), 0.1 part by weight of (G-1), 3 parts by weight of (H-1), Using J2) 0.2 parts by mass, organic solvent (E-3) 100 parts by mass and (E-4) 200 parts by mass, using a stirrer having a stirring propeller, stirring speed was 500 rpm After stirring for 1 hour under the condition of a solution temperature of 60 ° C., the solution was filtered through a 0.2 μm membrane filter to obtain a polymerizable liquid crystal composition (1).
(Preparation of polymerizable liquid crystal compositions (2) to (33) and comparative polymerizable liquid crystal compositions (34) to (38))
Similar to the preparation of the polymerizable liquid crystal composition (1) of the present invention, the formulas (A-1) to (A-8) and the formulas (B-1) to (B-11) shown in Tables 1 to 5 are used. ), Compounds represented by formulas (D-1) to (D-3), and organic solvents with respect to 100 parts by mass of the total amount of compounds represented by formulas (C-1) to (C-2) (E-1) to (E-4), a compound represented by the formula (F-1) as an antioxidant, a polymerization inhibitor (G-1), and a polymerization initiator (H-1) to (H -2), (I-1) as a chain transfer agent, formula (I-2) as a non-liquid crystalline compound having a polymerizable group, and components (J-1) to (J-3) as surfactants The polymerizable liquid crystal compositions (2) to (33) and comparative polymerizable liquid crystals were respectively prepared under the same conditions as the preparation of the polymerizable liquid crystal composition (1) except that the ratios were changed to the ratios shown in Tables 1 to 5, respectively. Composition 34) was obtained to (38).

Tables 1 to 5 show specific compositions of the polymerizable liquid crystal compositions (1) to (33) and comparative polymerizable liquid crystal compositions (34) to (38) of the present invention.

Cyclopentanone (E-1)
Methyl isobutyl ketone (E-2)
Methyl ethyl ketone (E-3)
Toluene (E-4)

P-methoxyphenol (G-1)
Irgacure 907 (H-1)
Lucilin TPO (H-2)
Trimethylolpropane tris (3-mercaptopropionate) (I-1)
2-Hydroxy-3-phenoxypropyl acrylate (I-2)
Megafuck R-40 (J-1)
Polypropylene (Mw = 1960) (J-2)
ZFS460 (Evonik Industry) (J-3)

(Example 1)
(Orientation)
On a glass substrate with a horizontal alignment polyimide (SE-6414 manufactured by Nissan Chemical Industries, Ltd.) rubbed with the prepared polymerizable liquid crystal composition (1), spin coating is performed for 20 seconds at a rotation speed of 100 rpm at room temperature (25 ° C.). After coating, drying at 70 ° C. for 2 minutes, and leaving at 25 ° C. for 1 minute, a 30 mW UV light was irradiated for 30 seconds at room temperature using a high-pressure mercury lamp to obtain a thin film of Example 1. . The obtained thin film was evaluated under the following conditions.
◯: There are no defects visually, and there are no defects even when observed with a polarizing microscope.
Δ: There are no defects visually, but a non-oriented portion exists in part by observation with a polarizing microscope.
X: Some defects are visually observed, and non-oriented portions are present as a whole by observation with a polarizing microscope.
(Haze measurement)
The thin film obtained in the orientation test was measured at three points using a turbidimeter NDH2000 manufactured by Nippon Denshoku Industries Co., Ltd., and the average value was evaluated.
(Λ, Δλ)
The selective reflection center wavelength (λ) and the maximum reflectance of the thin film obtained in the orientation test were measured using a spectrophotometer (manufactured by JASCO Corporation, V-560), and the reflection was half of the maximum reflectance. The wavelength bandwidth having a rate was determined as the selective reflection wavelength band (Δλ).
The results obtained are shown in the table below.

(Examples 2 to 33, Comparative Examples 1 to 5)
Thin films were prepared using the polymerizable liquid crystal compositions (2) to (31) and (34) to (38), and the orientation, haze measurement results, λ, and Δλ were measured. The results are shown in the above table as Examples 2 to 31 and Comparative Examples 1 to 5, respectively.
In Examples 2 to 18, Example 22 to Example 31, Example 32, Example 33, and Comparative Examples 1 to 5, the same substrate as that for Example 1 was used as a substrate for evaluation of orientation. In addition, a glass substrate with a rubbed polyimide for horizontal alignment (SE-6414 manufactured by Nissan Chemical Industries, Ltd.) was used, and the coating and curing conditions of the polymerizable liquid crystal composition were the same as those in Example 1.
On the other hand, in Examples 19 to 21, PET is used as a base material for evaluation of orientation, etc., applied onto a PET base material by a percoater method at room temperature, dried at 60 ° C. for 2 minutes, and then a conveyor type. Using a high-pressure mercury lamp, the integrated light amount was set to 900 mJ / cm ² and irradiated with UV light.
In Examples 32 and 33 using the polymerizable liquid crystal compositions (32) and (33), the polymerizable liquid crystal composition contains the components (D-1) to (D-3). Therefore, Δn was measured. Δn is measured with a retardation film / optical material inspection apparatus RETS-100 (manufactured by Otsuka Electronics Co., Ltd.) at 550 nm, and a film thickness (d) is measured with a stylus profilometer DEKTAK (manufactured by Bruker). Was measured, and Δn was calculated from the relationship Re = Δn × d. As a result, Δn of the thin film obtained in Example 22 was 0.090, and Δn of the thin film obtained in Example 23 was 0.050.
As a result of the above, the polymerizable liquid crystal compound represented by the general formula (I-1) of the present invention represented by the formula (A-1) to the formula (A-8), and the formula (B-1) to the formula (B-1) The polymerizable liquid crystal compositions (Example 1 to Example 33) containing the polymerizable liquid crystal compound represented by the general formula (II-1) of the present invention represented by (B-11) are represented by the general formula of the present invention. A polymerizable liquid crystal compound represented by (I-1) or a polymerizable liquid crystal composition not containing the polymerizable liquid crystal compound represented by formula (II-1) of the present invention (Comparative Examples 1 to 5) ), The optical film is excellent in orientation, has a low value of selective reflection wavelength band (Δλ) / selective reflection center wavelength (λ), and a value of Δn and is excellent in transparency.

Claims

The following general formula (I-1)

(Wherein P 111 and P 112 each independently represent a polymerizable functional group,
Sp 111 and Sp 112 each independently represent an alkylene group having 1 to 18 carbon atoms or a single bond, and one —CH 2 — in the alkylene group or two or more —CH 2 — that are not adjacent to each other. Each independently may be substituted by —COO—, —OCO— or —OCO—O—, and one or more hydrogen atoms of the alkylene group may be substituted with a halogen atom or a CN group. Well,
X 111 and X 112 are each independently —O—, —S—, —OCH 2 —, —CH 2 O—, —CO—, —COO—, —OCO—, —CO—S—, —S. —CO—, —O—CO—O—, —CO—NH—, —NH—CO—, —SCH 2 —, —CH 2 S—, —CF 2 O—, —OCF 2 —, —CF 2 S —, —SCF 2 —, —CH═CH—COO—, —CH═CH—OCO—, —COO—CH═CH—, —OCO—CH═CH—, —COO—CH 2 CH 2 —, —OCO -CH 2 CH 2 -, - CH 2 CH 2 -COO -, - CH 2 CH 2 -OCO -, - COO-CH 2 -, - OCO-CH 2 -, - CH 2 -COO -, - CH 2 - OCO—, —CH═CH—, —N═N—, —CH═NN—CH—, —CF═CF—, —C≡C— It represents a single bond (provided that, in the P 111 -Sp 111, P 112 -Sp 112, Sp 111 -X 111 and Sp 112 -X 112, does not include a direct bond between the oxygen atom.)
q111 and q112 each independently represents 0 or 1,
A 11 and A 12 are each independently 1,4-phenylene group, 1,4-cyclohexylene group, bicyclo [2.2.2] octane-1,4-diyl group, pyridine-2,5-diyl. Group, pyrimidine-2,5-diyl group, naphthalene-2,6-diyl group, naphthalene-1,4-diyl group, tetrahydronaphthalene-2,6-diyl group, decahydronaphthalene-2,6-diyl group or Represents a 1,3-dioxane-2,5-diyl group, these groups may be unsubstituted or substituted by one or more substituents L;
L is fluorine atom, chlorine atom, bromine atom, iodine atom, pentafluorosulfuranyl group, nitro group, cyano group, isocyano group, amino group, hydroxyl group, mercapto group, methylamino group, dimethylamino group, diethylamino group, Diisopropylamino group, trimethylsilyl group, dimethylsilyl group, thioisocyano group, optionally substituted phenyl group, optionally substituted phenylalkyl group, optionally substituted cyclohexylalkyl group, or one —CH 2 or two or more non-adjacent —CH 2 — are each independently —O—, —S—, —CO—, —COO—, —OCO—, —CO—S—, —S—CO. -, - OCO-O -, - CO-NR 0 -, - NR 0 -CO -, - CH = CH-COO -, - CH = CH-OCO -, - C O-CH = CH -, - OCO-CH = CH -, - CH = CH -, - N = N -, - CR 0 = N -, - N = CR 0 -, - CH = N-N = CH- , —CF═CF— or —C≡C— (wherein R 0 represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms) and is a straight chain having 1 to 20 carbon atoms A hydrogen atom in the alkyl group may be substituted with a fluorine atom, and when a plurality of L are present in the compound, they may be the same or different. , When a plurality of A 11 are present, they may be the same or different, and when a plurality of A 12 are present, they may be the same or different,
Z 11 and Z 12 are each independently —O—, —S—, —OCH 2 —, —CH 2 O—, —CH 2 CH 2 —, —CO—, —COO—, —OCO—, — CO—S—, —S—CO—, —O—CO—O—, —CO—NH—, —NH—CO—, —OCO—NH—, —NH—COO—, —NH—CO—NH— , —NH—O—, —O—NH—, —SCH 2 —, —CH 2 S—, —CF 2 O—, —OCF 2 —, —CF 2 S—, —SCF 2 —, —CH═CH —COO—, —CH═CH—OCO—, —COO—CH═CH—, —OCO—CH═CH—, —COO—CH 2 CH 2 —, —OCO—CH 2 CH 2 —, —CH 2 CH 2 -COO -, - CH 2 CH 2 -OCO -, - COO-CH 2 -, - OCO-CH 2 -, - CH 2 -COO-, CH 2 -OCO -, - CH = CH -, - N = N -, - CH = N -, - N = CH -, - CH = N-N = CH -, - CF = CF -, - C≡C -Represents a single bond, when a plurality of Z 11 are present, they may be the same or different, and when a plurality of Z 12 are present, they may be the same or different,
m111 and m112 each independently represent an integer of 0 to 2,
R 1 and R 2 are each independently a hydrogen atom, a fluorine atom, a cyano group, a hydroxyl group, a nitro group, an alkyl group having 1 to 10 carbon atoms, an alkoxy group having 1 to 10 carbon atoms, or 2 carbon atoms. 10 acyl group, an alkylcarbonyloxy group having 2 to 10 carbon atoms, an alkoxycarbonyl group having 2 to 10 carbon atoms, or an aromatic ring group having 5 to 12 carbon atoms, R 1 or R 2 Either one represents a group other than a hydrogen atom, or R 2 represents a cyclic group connected to the substituent L of the adjacent A 12 . And one or more polymerizable liquid crystal compounds represented by the following general formula (II-1)

( Wherein P 211 represents a polymerizable functional group,
A 211 and A 212 are each independently 1,4-phenylene group, 1,4-cyclohexylene group, bicyclo [2.2.2] octane-1,4-diyl group, pyridine-2,5-diyl Group, pyrimidine-2,5-diyl group, naphthalene-2,6-diyl group, naphthalene-1,4-diyl group, tetrahydronaphthalene-2,6-diyl group, decahydronaphthalene-2,6-diyl group or Represents a 1,3-dioxane-2,5-diyl group, these groups may be unsubstituted or substituted by one or more substituents L;
L is fluorine atom, chlorine atom, bromine atom, iodine atom, pentafluorosulfuranyl group, nitro group, cyano group, isocyano group, amino group, hydroxyl group, mercapto group, methylamino group, dimethylamino group, diethylamino group, Diisopropylamino group, trimethylsilyl group, dimethylsilyl group, thioisocyano group, optionally substituted phenyl group, optionally substituted phenylalkyl group, optionally substituted cyclohexylalkyl group, or one —CH 2 or two or more non-adjacent —CH 2 — are each independently —O—, —S—, —CO—, —COO—, —OCO—, —CO—S—, —S—CO. -, - OCO-O -, - CO-NR 0 -, - NR 0 -CO -, - CH = CH-COO -, - CH = CH-OCO -, - C O-CH = CH -, - OCO-CH = CH -, - CH = CH -, - N = N -, - CR 0 = N -, - N = CR 0 -, - CH = N-N = CH- , —CF═CF— or —C≡C— (wherein R 0 represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms) and is a straight chain having 1 to 20 carbon atoms A hydrogen atom in the alkyl group may be substituted with a fluorine atom, and when a plurality of L are present in the compound, they may be the same or different. , When there are a plurality of A 212 s, they may be the same or different,
Z 211 represents —O—, —S—, —OCH 2 —, —CH 2 O—, —CH 2 CH 2 —, —CO—, —COO—, —OCO—, —CO—S—, —S. —CO—, —O—CO—O—, —CO—NH—, —NH—CO—, —OCO—NH—, —NH—COO—, —NH—CO—NH—, —NH—O—, -O-NH -, - SCH 2 -, - CH 2 S -, - CF 2 O -, - OCF 2 -, - CF 2 S -, - SCF 2 -, - CH = CH-COO -, - CH = CH—OCO—, —COO—CH═CH—, —OCO—CH═CH—, —COO—CH 2 CH 2 —, —OCO—CH 2 CH 2 —, —CH 2 CH 2 —COO—, —CH 2 CH 2 —OCO—, —COO—CH 2 —, —OCO—CH 2 —, —CH 2 —COO—, —CH 2 —OCO—, — CH = CH—, —N═N—, —CH═N—, —N═CH—, —CH═NN—CH—, —CF═CF—, —C≡C— or a single bond. , When there are a plurality of Z 211, they may be the same or different,
m211 represents an integer of 1 to 3,
T 211 represents a hydrogen atom, —OH group, —SH group, —CN group, —COOH group, —NH 2 group, —NO 2 group, —COCH 3 group, —O (CH 2 ) n CH 3 , or — ( CH 2 ) n represents CH 3 , and n represents an integer of 0 to 20. A polymerizable liquid crystal composition containing one or more polymerizable liquid crystal compounds represented by the formula:
As the polymerizable liquid crystal composition, a polymerizable liquid crystal composition containing 10 to 95% by mass of the polymerizable liquid crystal compound represented by the general formula (I-1) among all polymerizable liquid crystal compounds contained in the composition The polymerizable liquid crystal composition according to claim 1, wherein:
The polymerizable liquid crystal composition containing 5 to 85% by mass of the polymerizable liquid crystal compound represented by the general formula (II-1) among the total polymerizable liquid crystal compounds contained in the composition as the polymerizable liquid crystal composition The polymerizable liquid crystal composition according to claim 1, wherein a polymerizable liquid crystal composition is used.
An optical film using the polymerizable liquid crystal composition according to any one of claims 1 to 3.
The optical film according to claim 4, wherein the birefringence difference (Δn) is 0.1 or less.
The polymerizable liquid crystal composition according to any one of claims 1 to 3, further comprising a chiral compound.
An optical film using the polymerizable liquid crystal composition according to claim 6.
The optical film according to claim 7, wherein the value of selective reflection wavelength band (Δλ) / selective reflection center wavelength (λ) is 0.1 or less.
A laminated film in which the optical film according to claim 4 and / or the optical film according to claim 7 and another optical element are laminated.
An image display device using the optical film according to claim 4 and / or the optical film according to claim 7.