TW201930281A - Polymerizable composition and optical anisotropic body using the same having a specific structure containing a plurality of polymerizable groups as shown in a general formula (IA) - Google Patents

Abstract

The subject to be solved by this invention lies in providing a polymerizable composition with high curability in a situation of forming a polymer. Further, this invention provides an optical anisotropic body composed of the polymerizable composition, a phase difference film, an optical compensation film, an anti-reflection film, a lens, a lens sheet, a liquid crystal display module using the polymerizable composition, an organic light emitting display module, a lighting module, an optical element, a colorant, a safety sign, a laser light emitting component, a polarizing film, a color material, a printed matter and the like. This invention provides the polymerizable composition containing a polymerizable compound, and the polymerizable compound has a specific structure containing a plurality of polymerizable groups as shown in a general formula (IA).

Description

Polymeric composition and optical anisotropy using the same

The present invention relates to a polymer having optical anisotropy which requires various optical characteristics, a polymerizable composition suitable as a constituent member of a film, and an optical anisotropic body, a retardation film, and an optical body composed of the polymerizable composition. Compensation film, antireflection film, lens, lens sheet, liquid crystal display element using the polymerizable composition, organic light emitting display element, illumination element, optical part, polarizing film, coloring agent, safety mark, laser light emitting member , printed matter, etc.

A compound having a polymerizable group (polymerizable compound) is used in various optical materials. For example, a polymerizable composition containing a polymerizable compound can be polymerized in a liquid crystal state and then polymerized to prepare a polymer having a uniform alignment. Such a polymer can be used for a polarizing plate, a phase difference plate, and the like required for a display. In most cases, in order to satisfy the required optical characteristics, polymerization rate, solubility, melting point, glass transition temperature, transparency of the polymer, mechanical strength, surface hardness, heat resistance, and light resistance, two or more kinds are used. A polymerizable composition of a polymerizable compound. In this case, it is required that the polymerizable compound to be used will impart good physical properties to the polymerizable composition without adversely affecting other characteristics.

In order to enhance the viewing angle of the liquid crystal display, it is required to make the wavelength dispersion of the birefringence of the retardation film small or opposite. As a material for achieving this purpose, various polymerizable liquid crystal compounds having reverse wavelength dispersion or low wavelength dispersion have been developed. However, when the polymerizable compound is added to the polymerizable composition, crystals are precipitated and the storage stability is insufficient (Patent Document 1). Again, when When the polymerizable composition is applied to a substrate to be polymerized, there is a problem that unevenness is likely to occur (Patent Documents 1 to 3). When a film having unevenness is used, for example, in a display, there is a problem in that the brightness of the screen is uneven, or the color tone is unnatural, and the quality of the display product is greatly lowered. Therefore, development of a polymerizable liquid crystal compound having reverse wavelength dispersion or low wavelength dispersion which can solve such a problem has been demanded.

Therefore, I am developing a polymerizable liquid crystal compound having a reverse wavelength dispersion property (Patent Document 4), and it is required to develop a polymerizable compound which is hardened when it is added to the polymerizable composition to form a polymer. Highness and durability of the film do not become insufficient.

[Previous Technical Literature]

[Patent Literature]

[Patent Document 1] Japanese Patent Laid-Open Publication No. 2008-107767

[Patent Document 2] Japanese Patent Publication No. 2010-522892

[Patent Document 3] Japanese Patent Publication No. 2013-509458

[Patent Document 4] WO2016/056542A1

An object of the present invention is to provide a polymerizable composition which is high in curability when it is formed into a polymer. Further, an optical anisotropic body, a retardation film, an optical compensation film, an antireflection film, a lens, a lens sheet, a liquid crystal display element using the polymerizable composition, and an organic light emitting display element comprising the polymerizable composition are provided. , lighting elements, optical parts, colorants, safety signs, laser light-emitting members, polarizing films, color materials, printed matter, and the like.

In order to solve the above problems, the present invention has been made in view of a polymerizable composition using a liquid crystal compound which is composed of a specific structure having a plurality of polymerizable groups, and which has been subjected to repeated studies.

That is, the present invention provides a polymerizable composition containing a polymerizable compound having a specific structure containing a plurality of polymerizable groups represented by the formula (IA).

Further, an optical anisotropic body, a retardation film, an optical compensation film, an antireflection film, a lens, a lens sheet, a liquid crystal display element using the polymerizable composition, and an organic light emitting display comprising the polymerizable composition are provided together. Components, lighting elements, optical parts, colorants, safety signs, laser light-emitting members, printed matter, and the like.

The polymerizable composition of the present invention can be obtained by using a liquid crystal compound having a specific structure having a plurality of polymerizable groups and having a reverse wavelength dispersibility, and can be obtained in the case of forming a polymer, having high hardenability and durability of the film. Polymeric composition that does not become insufficient.

In the present invention, the "liquid crystal compound" means a compound having a mesogen skeleton, and the liquid crystallinity may not be exhibited when the compound is alone. In addition, the polymerizable composition may be subjected to light irradiation such as ultraviolet rays or by polymerization treatment by heating to carry out polymerization (film formation).

(3-functional polymerizable compound)

The polymerizable composition of the present invention has three polymerizable groups represented by the following formula (IA) The compound (trifunctional polymerizable compound) is used as an essential component.

In the formula (IA), P ³ represents a polymerizable group; and Sp ³ represents a spacer group, and when a plurality of Sp ³ are present, the same may be the same or different, and in the formula (IA), X ³ represents - 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, when there are multiple X ³ , they may be the same or different (where P ³ -( Sp ³ -X ³ ) _k3 - does not contain -OO-bonding); in the general formula (IA), k3 represents an integer of 1 to 10; in the general formula (IA), A ¹ and A ² each independently represent 1 , 4-phenylene, 1,4-cyclohexylene, pyridine-2,5-diyl, pyrimidine-2,5-diyl, naphthalene-2,6-diyl, naphthalene-1,4-diyl , tetrahydronaphthalene-2,6-diyl, decahydronaphthalene-2,6-diyl or 1,3-di Alkane-2,5-diyl, these groups may be unsubstituted or may be substituted by more than one substituent L; L represents a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a pentafluorosulfanyl group, a nitro group , cyano, isocyano, amine, hydroxy, decyl, methylamino, dimethylamino, diethylamino, diisopropylamino, trimethyl decyl, dimethyl sulfhydryl, thioisocyano, or a -CH ₂ - adjacent to the two or more of -CH ₂ - may each independently -O -, - S -, - CO -, - COO -, - OCO -, - CO-S- , -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH- , -OCO-CH=CH-, -CH=CH-, -CF=CF- or -C≡C-substituted linear or branched alkyl group having 1 to 20 carbon atoms, in the alkyl group Any hydrogen atom may be substituted by a fluorine atom. When a plurality of Ls are present in the compound, the same may or may not be different. In the general formula (IA), Z ¹ and Z ² each independently represent -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 multiple Z ¹ , they may be the same or different. When there are multiple Z ² , they may be the same or different. M1 and m2 each independently represent an integer of 0 to 6, and m1+m2 represents an integer of 0 to 6; in the formula (IA), Y represents a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, and a pentafluoro group. Sulfhydryl, nitro, cyano, isocyano, amine, hydroxy, decyl, methylamino, dimethylamino, diethylamino, diisopropylamino, trimethylsulfonyl, dimethylhydrazine, sulfur isocyano group or a -CH ₂ - adjacent to the two or more of -CH ₂ - may each independently -O -, - S -, - CO -, - COO -, - OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -CH=CH-COO-, -CH=CH-OCO-, -COO -CH=CH-, -OCO-CH=CH-, -CH=CH-, -CF= a CF- or -C≡C-substituted linear or branched alkyl group having 1 to 20 carbon atoms, and any hydrogen atom in the alkyl group may be substituted by a fluorine atom; in the formula (IA), R ¹ represents a group represented by P ¹ -(Sp ¹ -X ¹ ) _k1 - (wherein P ¹ represents a polymerizable group, and Sp ¹ represents a spacer group, and when a plurality of Sp ¹ are present, etc. The same or different, X ¹ represents -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 single bond. When there are multiple X ¹ cases, they may be the same. It may be different (wherein P ¹ -(Sp ¹ -X ¹ ) _k1 - does not contain -OO-bond), k1 represents an integer of 0 to 10); in the general formula (IA), R ² represents P ² -( Sp ² -X ²⁾ _k2 - the group represented by (wherein, P ² represents a polymerizable group, Sp ² represents Spacer groups Sp when the presence of a plurality of case ^2, and the like which may be identical or different, X ² represents -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 single The bond may be the same or different when there are a plurality of X ² (wherein P ² -(Sp ² -X ² ) _k2 - does not contain -OO-bond), and k2 represents 0 to 10 In the general formula (IA), the above P ¹ , P ² and P ³ each independently represent a polymerizable group, and preferably each independently represents a formula (P-1) to (P) -19) The base of the

The polymerizable group is polymerized by radical polymerization, radical addition polymerization, cationic polymerization, and anionic polymerization. In particular, when ultraviolet polymerization is carried out as a polymerization method, it is preferably Formula (P-1), Formula (P-2), Formula (P-3), Formula (P-4), and Formula (P-6). ), formula (P-10), formula (P-12), formula (P-14) or formula (P-17), more preferably formula (P-1), formula (P-2), formula (P) -6), formula (P-10) or formula (P-12), and more preferably of formula (P-1), formula (P-2) or formula (P-3), particularly preferred formula (P- 1) or formula (P-2).

In the general formula (IA), the above-mentioned Sp ¹ , Sp ² and Sp ³ each independently represent a spacer group, and when a plurality of Sp ¹ , Sp ² and Sp ³ are present, they may be the same or different. From the viewpoints of liquid crystal properties, ease of preparation of raw materials, and ease of synthesis, when there are a plurality of cases, they may be the same or different, and preferably each independently represents one -CH ₂ - or not. Two or more adjacent -CH ₂ - may also be independently 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- or -C≡C-substituted alkylene with 1 to 20 carbon atoms In the case where there are a plurality of groups, each may be the same or different, and more preferably each independently represents one -CH ₂ - or two or more non-adjacent -CH ₂ - may be independently - O-, -COO-, -OCO-, -OCO-O-substituted linear alkyl groups having 1 to 20 carbon atoms, which may be the same or different in the case of a plurality of cases, and more preferably for Each of the -CH ₂ - or two or more -CH ₂ - groups which are not adjacent to each other may independently represent a linear alkyl group having 1 to 12 carbon atoms which are independently substituted by -O-. From the viewpoints of liquid crystallinity and solubility in a solvent, it is particularly preferred that Sp ¹ and Sp ² each independently represent a linear alkyl group having 1 to 12 carbon atoms, and Sp ³ represents 1 -CH ₂ - or Two or more of -CH ₂ - which are not adjacent to each other may be independently a -O-substituted linear alkyl group having 1 to 12 carbon atoms.

In the formula (IA), the above X ¹ , X ² and X ³ each independently represent -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, in the presence In the case of a plurality of X ¹ , X ² and X ³ , they may be the same or different. From the viewpoint of easiness of obtaining raw materials and easiness of synthesis, when a plurality of X ¹ , X ² and X ³ are present, they may be the same or different, and preferably each independently represents -O-, -S-, -OCH ₂ -, -CH ₂ O-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -COO-CH ₂ CH ₂ -, -OCO-CH ₂ CH ₂ -, -CH ₂ CH ₂ -COO-, -CH ₂ CH ₂ -OCO- or a single bond, more preferably each independently represents -O-, -COO-, -OCO- Or a single button. From the viewpoint of easiness of synthesis, it is particularly preferred that X ¹ and X ² represent -O-, and X ³ represents a single bond.

In the general formula (IA), k1 and k2 each independently represent an integer of 0 to 10. From the viewpoint of the liquid crystal property and the ease of obtaining the raw materials, it is preferred to independently represent an integer of 0 to 3. From the viewpoint of hardening shrinkage at the time of film formation, it is more preferred to independently represent an integer of 1 to 3, and particularly preferably 1 .

In the formula (IA), k3 represents an integer of from 1 to 10. From the viewpoint of the liquid crystal property and the ease of obtaining the raw material, it is preferably an integer of 1 to 3. From the viewpoint of hardening shrinkage at the time of film formation, it is particularly preferable to indicate 1.

In the formula (IA), the group directly bonded to the N atom in the group represented by P ³ -(Sp ³ -X ³ ) _k3 - is preferably - from the viewpoint of easiness of synthesis - CH ₂ -.

In the general formula (IA), regarding the basis of P ³ -(Sp ³ -X ³ ) _k3 -, the stability from the phase difference and the reverse wavelength dispersion and the peeling when the ultraviolet light is irradiated for a long time From the viewpoint of the above, it is preferably a group selected from the following formula (P3-1), formula (P3-2) or formula (P3-3).

(wherein P ³ represents the same meaning as in the formula (IA), k3a represents an integer of 2 to 20, and k3b represents an integer of 1 to 6). In the formula (P3-1), it is more preferable that k3a represents an integer of 2 to 12, and particularly preferably an integer of 2 to 8, from the viewpoint of liquid crystallinity. In the formula (P3-2) and the formula (P3-3), it is more preferable that k3b represents an integer of 1 to 3, and particularly preferably 1 or 2, from the viewpoint of liquid crystallinity.

In the general formula (IA), A ¹ and A ² each independently represent a 1,4-phenylene, 1,4-cyclohexylene, pyridine-2,5-diyl, pyrimidine-2,5-diyl , naphthalene-2,6-diyl, naphthalene-1,4-diyl, tetrahydronaphthalene-2,6-diyl, decahydronaphthalene-2,6-diyl or 1,3-di Alkyl-2,5-diyl, these groups may be unsubstituted or may be substituted by more than one substituent L. From the viewpoints of easiness of synthesis, ease of obtaining raw materials, and liquid crystallinity, A ¹ and A ^{2 are} preferably each independently indicating that they are unsubstituted or substituted by one or more substituents L, - a phenyl group, a 1,4-cyclohexylene group, a naphthalene-2,6-diyl group, and more preferably each independently represents a group selected from the following formula (A-1) to formula (A-11) ,

More preferably, each independently represents a group selected from the group consisting of the formula (A-1) to the formula (A-8), and particularly preferably each independently represents a selected from the group consisting of the formula (A-1) to the formula (A-4). The basis.

In the formula (I), L represents a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a pentafluorosulfanyl group, a nitro group, a cyano group, an isocyano group, an amine group, a hydroxyl group, a decyl group, a methylamino group, and a second group. Methylamino, diethylamino, diisopropylamino, trimethylsulfonyl, dimethylhydrazine, thioisocyano, or one -CH ₂ - or two or more adjacent -CH ₂ - They can be independently independently -O-, -S-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH- , -NH-CO-, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -CH=CH-, -CF=CF- Or -C≡C-substituted a linear or branched alkyl group having 1 to 20 carbon atoms, and any hydrogen atom in the alkyl group may be substituted by a fluorine atom. From the viewpoint of liquid crystallinity and ease of synthesis, when a plurality of L are present, they may be the same or different, and it is preferred that a fluorine atom, a chlorine atom, or an arbitrary hydrogen atom may be substituted by a fluorine atom. a -CH ₂ - adjacent to the two or more of the -CH ₂ - can be each independently selected from -O -, - COO- number of carbon atoms in the or -OCO- group of 1 to 12 The linear or branched alkyl group may be the same or different in the case where a plurality of L are present, and more preferably the number of carbon atoms in which a fluorine atom, a chlorine atom, or an arbitrary hydrogen atom may be substituted by a fluorine atom. The linear or branched alkyl group or alkoxy group of 1 to 12 may be the same or different in the case where a plurality of L are present, and more preferably a fluorine atom, a chlorine atom or a carbon number of 1 to 8 The linear alkyl group or the linear alkoxy group may be the same or different in the case where a plurality of L are present, and particularly preferably a fluorine atom, a chlorine atom, a methyl group or a methoxy group. In the formula (IA), Z ¹ and Z ² each independently represent -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 single bond, in the presence of multiple Z ^In the case of ¹ , the same may be the same or different, and when there are a plurality of Z ² , they may be the same or different. Z ¹ and Z ² may be the same or different from the viewpoint of liquid crystallinity, easiness of obtaining raw materials, and ease of synthesis, and it is preferred to independently represent -OCH _{2 .} -, -CH ₂ O-, -COO-, -OCO-, -CF ₂ O-, -OCF ₂ -, -CH ₂ CH ₂ -, -CF ₂ CF ₂ -, -COO-CH ₂ CH ₂ -, -OCO-CH ₂ CH ₂ -, -CH ₂ CH ₂ -COO-, -CH ₂ CH ₂ -OCO- or a single bond, in the case of a plurality of cases, may be the same or different, more preferably independently Indicates that -OCH ₂ -, -CH ₂ O-, -COO-, -OCO-, -CF ₂ O-, -OCF ₂ - or a single bond may be the same or different when there are a plurality of cases, particularly good Each is independently represented by -OCH ₂ -, -CH ₂ O-, -COO- or -OCO-.

In the general formula (IA), m1 and m2 each independently represent an integer of 0 to 6, and m1+m2 represents an integer of 0 to 6. From the viewpoints of stability to solvent solubility, liquid crystallinity, phase difference, and reverse wavelength dispersion, it is preferred that m1 and m2 each independently represent an integer of 1 to 3, more preferably independently of each other. 1 or 2, especially good for 2.

In the formula (IA), Y represents a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a pentafluorosulfanyl group, a nitro group, a cyano group, an isocyano group, an amine group, a hydroxyl group, a decyl group or a methylamine. Base, dimethylamino, diethylamino, diisopropylamino, trimethylsulfonyl, dimethylhydrazine, thioisocyano or 1 -CH ₂ - or 2 or more -CH ₂ not adjacent - may also be independently -O-, -S-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO- NH-, -NH-CO-, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -CH=CH-, -CF= CF- or -C≡C-substituted a linear or branched alkyl group having 1 to 20 carbon atoms, and any hydrogen atom in the alkyl group may be substituted by a fluorine atom. From the viewpoint of liquid crystallinity and ease of synthesis, Y preferably represents a hydrogen atom, a fluorine atom, a chlorine atom, a nitro group, a cyano group or a hydrogen atom of any one of which may be substituted by a fluorine atom and one- CH ₂ - or two or more non-adjacent -CH ₂ - may also be independently substituted by -O-, -S-, -CO-, -COO- or -OCO- to have 1 to 20 carbon atoms a linear or branched alkyl group, and more preferably Y is a linear or branched alkyl group having 1 to 12 carbon atoms which may be substituted by a fluorine atom or a hydrogen atom in the group, Y More preferably, it represents a hydrogen atom or a linear alkyl group having 1 to 12 carbon atoms, and Y particularly preferably represents a hydrogen atom.

With respect to the compound represented by the formula (IA), from the viewpoints of the stability of the phase difference and the reverse wavelength dispersion, and the ease of peeling from the substrate in the case of irradiating ultraviolet light, the following formula is preferred. (IA-i) a compound represented.

(wherein P ¹ , P ² , P ³ , Sp ¹ , Sp ² , Sp ³ , X ¹ , X ² , X ³ , k1, k2, k3, A ¹ , A ² , Z ¹ , Z ² , m1 , m2 and Y represent the same meanings as in the formula (IA), and preferred groups also represent the same as in the formula (IA))

Further, a compound represented by the following formula (IA-i-i) is more preferred.

(wherein P ¹ , P ² , P ³ , Sp ¹ , Sp ² , Sp ³ , X ¹ , X ² , X ³ , k1, k2, k3 and Y have the same meanings as in the formula (IA), preferably The group also represents the same as the formula (IA). A ¹¹ and A ²² each independently represent a 1,4-phenylene group, a 1,4-cyclohexylene group or a naphthalene-2,6-diyl group, A ¹² and A ²¹ each independently represents a 1,4-phenylene group or a 1,4-cyclohexylene group, and Z ¹¹ and Z ²² each independently represent -OCH ₂ -, -CH ₂ O-, -CH ₂ CH ₂ -, - COO-, -OCO-, -CF ₂ O-, -OCF ₂ -, -CH=CH-COO-, -OCO-CH=CH- or a single bond, and Z ¹² and Z ²¹ each independently represent -OCH ₂ - , -CH ₂ O-, -CH ₂ CH ₂ -, -COO-, -OCO-, -CF ₂ O-, -OCF ₂ -, -COO-CH ₂ CH ₂ -, -OCO-CH ₂ CH ₂ - , -CH ₂ CH ₂ -COO-, -CH ₂ CH ₂ -OCO- or a single bond)

Further, a compound represented by the following formula (IA-i-i-i) is particularly preferred.

(wherein P ¹ , P ² , P ³ , Sp ¹ , Sp ² , Sp ³ , X ¹ , X ² , X ³ , k1, k2 and k3 have the same meanings as in the formula (IA), and a preferred group is also To indicate the same as the general formula (IA), A ¹¹¹ and A ²²¹ represent 1,4-phenylene, A ¹²¹ and A ²¹¹ represent 1,4-cyclohexylene, and Z ¹¹¹ and Z ²²¹ each independently represent -OCH. ₂ -, -CH ₂ O-, -COO- or -OCO-, Z ¹²¹ and Z ²¹¹ each independently represent -OCH ₂ -, -CH ₂ O-, -COO- or -OCO-, and Y ¹ represents a hydrogen atom. )

Specifically, the compound represented by the formula (IA) is preferably a compound represented by the following formula (IA-1) to formula (IA-32).

The total content of the above-mentioned trifunctional polymerizable compound is preferably 2 to 100% by mass, more preferably 5 to 100% by mass, even more preferably contained in the total amount of the polymerizable compound used for the polymerizable composition. 5 to 100% by mass.

In addition, when the storage stability of the polymerizable composition is important, the upper limit is preferably 95% by mass or less, and more preferably 90% by mass or less.

(other polymeric compounds)

In the polymerizable composition of the present invention, it is preferred to use a polymerizable compound having a polymerizable group (reverse wavelength-dispersible monofunctional polymerizable compound) having a reverse wavelength dispersibility in addition to the above-mentioned trifunctional polymerizable compound. And/or a polymerizable compound having two polymerizable groups (reverse wavelength-dispersible bifunctional polymerizable compound).

(reverse wavelength dispersible monofunctional polymerizable compound)

As the reverse wavelength-dispersible monofunctional polymerizable compound, a polymerizable compound represented by the following formula (I-1) is preferably used.

Wherein P ¹¹ represents a polymerizable group; S ¹¹ represents a spacer group or a single bond, and when a plurality of S ¹¹ are present, the same may be the same or different, and X ¹¹ represents -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, when there are a plurality of X ¹¹ , the same or different (wherein, P ¹¹ -(S ¹¹ -X ¹¹ ) _m11 - does not contain -OO-bond); MG ¹¹ represents a liquid crystal-derived group; R ¹¹ represents a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a pentafluorosulfanyl group, a cyano group, a nitro group, a different a cyano group, a thioisocyano group, or an alkyl group having 1 to 20 carbon atoms, the alkyl group may be linear or branched, and any hydrogen atom in the alkyl group may be substituted by a fluorine atom. , the alkyl group The one -CH ₂ - adjacent to the two or more of -CH ₂ - may each independently -O -, - S -, - CO -, - COO -, - OCO -, - CO-S -, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO- or -C≡C-substitution)

In the formula (I-1), the liquid crystalgenic group MG ¹¹ represents the formula (1-a).

(wherein A ¹¹ and A ¹² each independently represent 1,4-phenylene, 1,4-cyclohexylene, pyridine-2,5-diyl, pyrimidine-2,5-diyl, naphthalene-2 ,6-diyl, naphthalene-1,4-diyl, tetrahydronaphthalene-2,6-diyl, decahydronaphthalene-2,6-diyl or 1,3-di An alkane-2,5-diyl group, wherein the group may be unsubstituted or may be substituted by more than one L ¹ , and in the case where a plurality of A ¹¹ and/or A ¹² are present, each may be the same or different; ¹¹ and Z ¹² each independently represent -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-, -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, in the case where a plurality of Z ¹¹ and/or Z ¹² are present, each may be the same or different; M represents a group selected from the following formula (M-1) to (M-11),

The group may be unsubstituted or may be substituted by more than one L ¹ , and G represents a group selected from the following formula (G-1) to formula (G-6),

(wherein R ³ represents a hydrogen atom or an alkyl group having 1 to 20 carbon atoms, and the alkyl group may be linear or branched, and any hydrogen atom in the alkyl group may be a fluorine atom. Alternatively, one of -CH ₂ - or two or more of -CH ₂ - which are not adjacent to each other may be independently -O-, -S-, -CO-, -COO-, -OCO -, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO- or -C≡C-substituted; W ¹¹ represents at least one aromatic group a group having 5 to 30 carbon atoms, the group may be unsubstituted or may be substituted by more than one L ¹ ; W ¹² represents a hydrogen atom or an alkyl group having 1 to 20 carbon atoms, and the alkyl group may be straight The chain shape may also be branched, and any hydrogen atom in the alkyl group may be substituted by a fluorine atom and/or -OH, and one of the alkyl groups may be -CH ₂ - or two or more adjacent ones. -CH ₂ - may also be independently -O-, -S-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -CH=CH-, -CF = CF- or -C≡C-, or, and W ¹² may represent the same meanings as W ^11, and, W ¹¹ and W ¹² may also be connected to each other The ring structure formed in the same; W ^13, W ¹⁴ each independently represent a halogen atom, a cyano group, a hydroxyl group, a nitro group, a carboxyl group, acyl group, carbamoyl, amino, acyl amine sulfonamide, an aromatic group having at least one of carbon a group having 5 to 30 atoms, an alkyl group having 1 to 20 carbon atoms, a cycloalkyl group having 3 to 20 carbon atoms, an alkenyl group having 2 to 20 carbon atoms, a cycloalkenyl group having 3 to 20 carbon atoms, An alkoxy group having 1 to 20 carbon atoms, a decyloxy group having 2 to 20 carbon atoms, an alkylcarbonyloxy group having 2 to 20 carbon atoms, an alkyl group, a cycloalkyl group, an alkenyl group or a ring alkenyl group, alkoxy group, acyl group, alkoxy carbonyl group in one of -CH ₂ - adjacent to the two or more of -CH ₂ - may each independently -O -, - S-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO- or -C≡C- Wherein, in the case where the above M is selected from the formula (M-1) to the formula (M-10), G is selected from the formula (G-1) to the formula (G-5), and the M is a formula (M-11). In the case of G, G represents a formula (G-6); L ¹ represents a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a pentafluorosulfanyl group, a nitro group, an isocyano group, an amine group, a hydroxyl group, a thiol group, and a Amine, two An amine group, a diethylamino group, a diisopropylamino group, a trimethyl decyl group, a dimethyl sulfonyl group, a thioisocyano group, or an alkyl group having 1 to 20 carbon atoms, and the alkyl group may be linear or may be Branched, any hydrogen atom may be substituted by a fluorine atom, and one of -CH ₂ - or two or more of -CH ₂ - which are not adjacent to each other may be independently selected from -O- , -S-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, - CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -CH=CH-, -CF=CF- or -C≡C- Base substitution, m11 represents an integer from 0 to 8, j11 represents an integer from 0 to 5, j12 represents an integer from 1 to 5, and j11+j12 represents an integer from 1 to 5)

In the formula (1-1), the polymerizable group P ¹¹ preferably represents a group selected from the following formula (P-1) to formula (P-20),

The polymerizable group can be polymerized by radical polymerization, radical addition polymerization, cationic polymerization, and anionic polymerization. In particular, when UV polymerization is carried out as a polymerization method, it is preferably Formula (P-1), Formula (P-2), Formula (P-3), Formula (P-4), and Formula (P-5). ), formula (P -7), formula (P-11), formula (P-13), formula (P-15) or formula (P-18), more preferably formula (P-1), formula (P-2), formula (P-7), formula (P-11) or formula (P-13), and more preferably of formula (P-1), formula (P-2) or formula (P-3), particularly preferred formula ( P-1) or formula (P-2).

In the formula (1-1), S ¹¹ represents a spacer group or a single bond, and when a plurality of S ¹¹ are present, they may be the same or different. And, as a spacer group, preferably represents a -CH ₂ - adjacent to the two or more of -CH ₂ - may each independently -O -, - COO -, - OCO -, - OCO -O-, -CO-NH-, -NH-CO-, -CH=CH-, or -C≡C-substituted alkylene group having 1 to 20 carbon atoms. From the viewpoint of easiness of obtaining raw materials and easiness of synthesis, in the case where a plurality of S ¹¹ are present, each may be the same or different, and more preferably each independently represents 1 -CH ₂ - or not adjacent The two or more -CH ₂ - may also be independently substituted by -O-, -COO-, -OCO-, and the alkyl or single bond having 1 to 10 carbon atoms, and more preferably independently represented by each other. The alkylene group or the single bond having 1 to 10 carbon atoms may be the same or different in the case of a plurality of them, and particularly preferably each independently represents an alkylene group having 1 to 8 carbon atoms.

In the formula (1-1), X ¹¹ represents -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, in the case where there are multiple X ¹¹ They may be the same or different (wherein, P ¹¹ -(S ¹¹ -X ¹¹ ) _m11 - does not contain -OO-bond). Further, from the viewpoint of easiness of obtaining raw materials and easiness of synthesis, when there are a plurality of cases, they may be the same or different, and preferably each independently represents -O-, -S-, -OCH ₂ -, -CH ₂ O-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, - COO-CH ₂ CH ₂ -, -OCO-CH ₂ CH ₂ -, -CH ₂ CH ₂ -COO-, -CH ₂ CH ₂ -OCO- or a single bond, more preferably each independently represents -O-, - OCH ₂ -, -CH ₂ O-, -COO-, -OCO-, -COO-CH ₂ CH ₂ -, -OCO-CH ₂ CH ₂ -, -CH ₂ CH ₂ -COO-, -CH ₂ CH ₂ -OCO- or a single bond, when there are a plurality of cases, each may be the same or different, and particularly preferably each independently represents -O-, -COO-, -OCO- or a single bond.

In the formula (1-1), A ¹¹ and A ¹² each independently represent a 1,4-phenylene group, a 1,4-cyclohexylene group, a pyridine-2,5-diyl group, a pyrimidine-2,5- group. Diyl, naphthalene-2,6-diyl, naphthalene-1,4-diyl, tetrahydronaphthalene-2,6-diyl, decahydronaphthalene-2,6-diyl or 1,3-di Alkyl-2,5-diyl, these groups may be unsubstituted or may be substituted by more than one L. In the case where a plurality of A ¹¹ and/or A ¹² are present, they may be the same or different. From the viewpoints of easiness of obtaining raw materials and easiness of synthesis, A ¹¹ and A ^{12 are} preferably each independently a 1,4-phenylene group which is unsubstituted or which may be substituted by one or more L ¹ , 1,4-cyclohexylene or naphthalene-2,6-diyl, more preferably each independently represents a group selected from the following formula (A-1) to formula (A-11),

More preferably, it is represented by a group selected from the group consisting of the formula (A-1) to the formula (A-8), and particularly preferably each independently selected from the formula (A-1) to the formula (A-4). The basis.

In the formula (1-1), Z ¹¹ and Z ¹² each independently represent -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 single bond, in existence In the case of Z ¹¹ and/or Z ¹² , they may be the same or different. Z ¹¹ and Z ¹² preferably each independently represent a single bond, -OCH ₂ -, -CH ₂ O-, -COO-, from the viewpoints of the liquid crystallinity of the compound, the ease of obtaining the raw material, and the ease of synthesis. , -OCO-, -CF ₂ O-, -OCF ₂ -, -CH ₂ CH ₂ -, -CF ₂ CF 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-, -CH =CH-, -CF=CF-, -C≡C- or a single bond, more preferably each independently represents -OCH ₂ -, -CH ₂ O-, -CH ₂ CH ₂ -, -COO-, -OCO -, -COO-CH ₂ CH ₂ -, -OCO-CH ₂ CH ₂ -, -CH ₂ CH ₂ -COO-, -CH ₂ CH ₂ -OCO-, -CH=CH-, -C≡C- or The single bond, and more preferably each independently represents -CH ₂ CH ₂ -, -COO-, -OCO-, -COO-CH ₂ CH ₂ -, -OCO-CH ₂ CH ₂ -, -CH ₂ CH ₂ - COO-, -CH ₂ CH ₂ -OCO- or a single bond, particularly preferably each independently represents -CH ₂ CH ₂ -, -COO-, -OCO- or a single bond.

In the formula (1-1), M represents a group selected from the following formula (M-1) to formula (M-11),

These groups may be unsubstituted or may be substituted by more than one L ¹ . From the viewpoint of easiness of obtaining raw materials and easiness of synthesis, M preferably each independently represents a formula (M-1) or a formula (M-) selected from unsubstituted or substituted by more than one L. 2) or an unsubstituted formula (M-3) to a formula (M-6), more preferably a formula (M-1) selected from unsubstituted or substituted by more than one L ¹ or The group of the formula (M-2) is particularly preferably a group selected from the group consisting of unsubstituted formula (M-1) or formula (M-2).

In the formula (1), R ¹¹ represents a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a pentafluorosulfanyl group, a cyano group, a nitro group, an isocyano group, a thio-isocyano group, or 1 a -CH ₂ - or more than two of the adjacent -CH ₂ - may each independently -O -, - S -, - CO -, - COO -, - OCO -, - CO-S-, a linear or branched alkyl group having 1 to 20 carbon atoms substituted with -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO- or -C≡C-, Any hydrogen atom in the alkyl group may be substituted by a fluorine atom. From the viewpoint of liquid crystallinity and ease of synthesis, R ¹¹ preferably represents a hydrogen atom, a fluorine atom, a chlorine atom, a cyano group, or a -CH ₂ - or two or more adjacent -CH ₂ a linear or branched alkyl group having 1 to 12 carbon atoms which may be independently substituted by -O-, -COO-, -OCO-, -O-CO-O-, more preferably a hydrogen atom, A fluorine atom, a chlorine atom, a cyano group, or a linear alkyl group or a linear alkoxy group having 1 to 12 carbon atoms, particularly preferably a linear alkyl group or a linear alkoxy group having 1 to 12 carbon atoms.

In the formula (1-1), G represents a group selected from the group consisting of the formula (G-1) to the formula (G-6),

In the formula, R ³ represents a hydrogen atom, or a -CH ₂ - or two or more of the adjacent -CH ₂ - may each independently -O -, - S -, - CO -, - COO- , -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO- or -C≡C-substituted carbon atoms 1 to 20 A linear or branched alkyl group in which any of the hydrogen atoms may be substituted by a fluorine atom.

And, W ¹¹ represents a group having 5 to 30 carbon atoms of at least one aromatic group, the group may be unsubstituted or which may be substituted with ^one or more of a L.

W ¹² represents a hydrogen atom, or one -CH ₂ - or two or more adjacent -CH ₂ - may be independently independently -O-, -S-, -CO-, -COO-, -OCO -, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -CH=CH-, -CF=CF- or -C≡C-substituted linear or branched alkyl having 1 to 20 carbon atoms Any one of the hydrogen atoms in the alkyl group may be substituted by a fluorine atom and/or -OH, or W ¹² may have the same meaning as W ¹¹ , and W ¹¹ and W ¹² may form a ring structure together.

W ¹³ and W ¹⁴ each independently represent a halogen atom, a cyano group, a hydroxyl group, a nitro group, a carboxyl group, an amine methyl methoxy group, an amine group, an amine sulfonyl group, and a carbon atom having at least one aromatic group of 5 to 30. a group, an alkyl group having 1 to 20 carbon atoms, a cycloalkyl group having 3 to 20 carbon atoms, an alkenyl group having 2 to 20 carbon atoms, a cycloalkenyl group having 3 to 20 carbon atoms, and 1 to 20 carbon atoms Alkoxy group, an alkyloxy group having 2 to 20 carbon atoms, an alkylcarbonyloxy group having 2 to 20 carbon atoms, an alkyl group, a cycloalkyl group, an alkenyl group, a cycloalkenyl group, an alkoxy group or a decyloxy group. One -CH ₂ - or two or more -CH ₂ - in the alkoxycarbonyl group may also be independently -O-, -S-, -CO-, -COO-, -OCO -, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO- or -C≡C-.

L ¹ represents a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a pentafluorosulfanyl group, a nitro group, an isocyano group, an amine group, a hydroxyl group, a decyl group, a methylamino group, a dimethylamino group, a diethylamino group, and a second group. An isopropylamine group, a trimethylsulfonyl group, a dimethylhydrazine group, a thioisocyano group, or an alkyl group having 1 to 20 carbon atoms, and the alkyl group may be linear or branched, and any hydrogen atom may also be used. It may be substituted by a fluorine atom, and one of -CH ₂ - or two or more of -CH ₂ - which are not adjacent to each other may be independently selected from -O-, -S-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -CH=CH-COO-, -CH Substituents in =CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -CH=CH-, -CF=CF- or -C≡C-, multiple in the compound In the case of L ¹ , the same may be the same or different.

Further, R ³ independently represents a hydrogen atom, or one -CH ₂ - or two or more adjacent -CH ₂ - may be independently independently -O-, -S-, -CO-, - The number of carbon atoms substituted by COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO- or -C≡C- To a linear or branched alkyl group of 20, any hydrogen atom in the alkyl group may be substituted by a fluorine atom. From the viewpoint of liquid crystallinity and ease of synthesis, R ² preferably means that any hydrogen atom may be substituted by a fluorine atom, and one -CH ₂ - or two or more adjacent -CH ₂ - a linear or branched alkyl group having 1 to 12 carbon atoms which may be independently substituted by -O-, -COO- or -OCO-, more preferably an arbitrary hydrogen atom may be substituted by a fluorine atom. The linear or branched alkyl group having 1 to 12 carbon atoms is particularly preferably a linear alkyl group having 1 to 12 carbon atoms.

Further, W ¹¹ represents a group having 5 to 30 carbon atoms having at least one aromatic group, and the group may be unsubstituted or may be substituted by more than one L ¹ . The aromatic group contained in W ¹¹ may be an aromatic hydrocarbon group or an aromatic heterocyclic ring, or both. These aromatic groups may be bonded via a single bond or a linking group, or may also form a condensed ring. Further, W ¹¹ may contain an acyclic structure and/or a ring structure other than the aromatic group in addition to the aromatic group. From the viewpoint of easiness of obtaining raw materials and ease of synthesis, the aromatic group contained in W ¹¹ preferably represents a formula selected from the group consisting of unsubstituted or substituted by more than one L ¹ (W- 1) to the base of formula (W-19),

(wherein the group may have a bonding bond at any position, or may form a group in which a single bond is bonded to two or more aromatic groups selected from the group, and Q ¹ represents -O- , -S-, -NR ⁴ - (wherein R ⁴ represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms) or -CO-. Among them, -CH= in the aromatic group may be independently -N=substitution, -CH ₂ - may also be independently -O-, -S-, -NR ⁴ - (wherein R ⁴ represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms) or -CO - substituted, does not contain -OO- bonded formula (W-1) represented by the group, it is preferably a group selected from unsubstituted or may be substituted with ¹ L of more than one of the following formulas (W-1. -1) to the base of the formula (W-1-8),

(wherein, the group may have a bonding bond at any position), and as the group represented by the formula (W-7), it is preferred to be selected from unsubstituted or may be more than one L ¹ Substituting the base of the following formula (W-7-1) to formula (W-7-7),

(wherein, the group may have a bonding bond at any position), and the group represented by the formula (W-10) preferably represents an unsubstituted or one or more L ¹ group. Substituting the base of the following formula (W-10-1) to (W-10-8),

(wherein the group may have a bonding bond at any position, and R ³ represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms), and is preferably a group represented by the formula (W-11). To represent a group selected from the following formula (W-11-1) to formula (W-11-13) which is unsubstituted or substituted by more than one L ¹ ,

(wherein, the group may have a bonding bond at any position, and R ³ represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms), and is preferably a group represented by the formula (W-12). To represent a group selected from the following formula (W-12-1) to formula (W-12-19) which is unsubstituted or which may be substituted by more than one L ¹ ,

(wherein the group may have a bonding bond at any position, and R ³ represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms), and is preferably a group represented by the formula (W-13). To represent a group selected from the following formula (W-13-1) to formula (W-13-10) which is unsubstituted or which may be substituted by more than one L ¹ ,

(wherein the group may have a bonding bond at any position, and R ³ represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms), and is preferably a group represented by the formula (W-14). To represent a group selected from the following formula (W-14-1) to formula (W-14-4) which is unsubstituted or which may be substituted by more than one L ¹ ,

(wherein, the group may have a bonding bond at any position, and R ³ represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms), and is preferably a group represented by the formula (W-15). To represent a group selected from the following formula (W-15-1) to formula (W-15-18) which is unsubstituted or which may be substituted by more than one L ¹ ,

(wherein, the group may have a bonding bond at any position, and R ³ represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms), and is preferably a group represented by the formula (W-16). To represent a group selected from the following formula (W-16-1) to formula (W-16-4) which is unsubstituted or which may be substituted by more than one L ¹ ,

(wherein the group may have a bonding bond at any position, and R ³ represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms), and is preferably a group represented by the formula (W-17). To represent a group selected from the following formula (W-17-1) to formula (W-17-6) which is unsubstituted or which may be substituted by more than one L ¹ ,

(wherein the group may have a bonding bond at any position, and R ³ represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms), and is preferably a group represented by the formula (W-18). To represent a group selected from the following formula (W-18-1) to formula (W-18-6) which is unsubstituted or substituted by more than one L ¹ ,

(wherein, the group may have a bonding bond at any position, and R ³ represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms), and is preferably a group represented by the formula (W-19). To represent a group selected from the following formula (W-19-1) to formula (W-19-9) which is unsubstituted or substituted by more than one L ¹ ,

(wherein, the group thereof may have a bonding bond at any position, and R ³ represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms). The aromatic group contained in W ¹¹ preferably represents a formula (W-1-1), a formula (W-7-1), or a formula (W-1-1) selected from unsubstituted or substituted by more than one L ¹ . W-7-2), formula (W-7-7), formula (W-8), formula (W-10-6), formula (W-10-7), formula (W-10-8), Formula (W-11-8), Formula (W-11-9), Formula (W-11-10), Formula (W-11-11), Formula (W-11-12) or Formula (W-11 a group of -13), particularly preferably a formula (W-1-1), a formula (W-7-1), or a formula (W-7) which is selected from unsubstituted or substituted by more than one L ¹ -2), a group of the formula (W-7-7), the formula (W-10-6), the formula (W-10-7) or the formula (W-10-8). Further, W ^{11 is} particularly preferably a group selected from the group consisting of the following formulas (Wa-1) to (Wa-6),

(wherein, r represents an integer of 0 to 5, s represents an integer of 0 to 4, and t represents an integer of 0 to 3).

W ¹² represents a hydrogen atom, or one -CH ₂ - or two or more adjacent -CH ₂ - may be independently independently -O-, -S-, -CO-, -COO-, -OCO -, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -CH=CH-, -CF=CF- or -C≡C-substituted linear or branched alkyl having 1 to 20 carbon atoms Any one of the hydrogen atoms in the alkyl group may be substituted by a fluorine atom, or W ¹² may have the same meaning as W ¹¹ , and W ¹¹ and W ¹² may together form a ring structure.

From the viewpoint of easiness of obtaining raw materials and easiness of synthesis, W ¹² preferably means that a hydrogen atom or any hydrogen atom may be substituted by a fluorine atom and one -CH ₂ - or two adjacent ones The above -CH ₂ - may also be independently independently -O-, -CO-, -COO-, -OCO-, -CH=CH-COO-, -OCO-CH=CH-, -CH=CH-, -CF=CF- or -C≡C-substituted a linear or branched alkyl group having 1 to 20 carbon atoms, more preferably a hydrogen atom, or 1 -CH ₂ - or not adjacent 2 ₂ of two or more -CH - carbon atoms each independently may be replaced by -O- the linear or branched alkyl group of 1 to 20, particularly preferably represents a hydrogen atom, or a -CH ₂ - or Two or more of -CH ₂ - which are not adjacent to each other may be independently substituted by -O- to a linear alkyl group having 1 to 12 carbon atoms. Further, when W ¹² represents the same meaning as W ¹¹ , W ¹² may be the same as or different from W ¹¹ , and a preferred base is the same as that described for W ¹¹ . Further, in the case where W ¹¹ and W ¹² together form a ring structure, the cyclic group represented by -NW ¹¹ W ¹² preferably represents a group selected from the group consisting of unsubstituted or substituted by more than one L ¹ . (Wb-1) to the base of the formula (Wb-42),

(wherein R ³ represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms), and from the viewpoint of easiness of obtaining raw materials and easiness of synthesis, it is particularly preferable to select from unsubstituted or may be selected More than one L-substituted formula (Wb-20), formula (Wb-21), formula (Wb-22), formula (Wb-23), formula (Wb-24), formula (Wb-25) or formula ( The base of Wb-33).

Further, the cyclic group represented by =CW ¹¹ W ¹² preferably represents a compound of the following formula (Wc-1) to (Wc-81) which is selected from unsubstituted or substituted by more than one L ¹ ; base,

(wherein R ³ represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms), and from the viewpoint of easiness of obtaining raw materials and easiness of synthesis, it is particularly preferable to select from unsubstituted or may be selected One or more L ¹ substituted formulas (Wc-11), (Wc-12), (Wc-13), (Wc-14), (Wc-53), (Wc-54), (Wc-55), a formula (Wc-56), a formula (Wc-57) or a formula (Wc-78).

The total number of π electrons contained in W ¹¹ and W ¹² is preferably 4 to 24 from the viewpoints of wavelength dispersion characteristics, storage stability, liquid crystallinity, and ease of synthesis.

More preferably, W ¹³ is selected from the group consisting of a cyano group, a nitro group, a carboxyl group, a -CH ₂ - or two or more adjacent groups -CH ₂ - are each independently -O-, -S-, -CO- , -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO- or -C≡C-substituted carbon atoms a group of 1 to 20 alkyl, alkenyl, anthracenyl or alkoxycarbonyl, particularly preferably selected from the group consisting of a cyano group, a carboxyl group, a -CH ₂ - or two or more adjacent -CH ₂ - each independently substituted by -CO-, -COO-, -OCO-, -O-CO-O-, -CO-NH-, -NH-CO- or -C≡C-, the number of carbon atoms is 1 More preferably, W ¹⁴ is selected from the group consisting of a cyano group, a nitro group, a carboxy group, a mono-CH ₂ - or two or more adjacent groups. -CH ₂ - are each independently -O-, -S-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO a group of an alkyl group, an alkenyl group, a decyloxy group or an alkylcarbonyloxy group having 1 to 20 carbon atoms which is substituted with -NH-, -NH-CO- or -C≡C-, particularly preferably selected from the group consisting of cyano groups. a carboxyl group, a -CH ₂ - adjacent to the two or more -CH ₂ - are each independently -CO -, - COO -, - OCO -, - OCO-O -, - CO-NH-, -NH-CO- or -C≡C-substituted carbon atoms 1 to 2 a group of an alkyl group, an alkenyl group, a decyloxy group or an alkylcarbonyloxy group of 0.

L ¹ represents a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a pentafluorosulfanyl group, a nitro group, an isocyano group, an amine group, a hydroxyl group, a decyl group, a methylamino group, a dimethylamino group, a diethylamino group, and a second group. isopropylamine, trimethyl silicon based, silicon based dimethyl, isocyano group, or a -CH ₂ - adjacent to the two or more of -CH ₂ - may each independently -O -, - S-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -CH= CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -CH=CH-, -CF=CF- or -C≡C-substituted carbon atom A linear or branched alkyl group of 1 to 20, and any hydrogen atom in the alkyl group may be substituted by a fluorine atom. From the viewpoint of liquid crystallinity and ease of synthesis, L ¹ preferably represents a fluorine atom, a chlorine atom, a pentafluorosulfanyl group, a nitro group, a methylamino group, a dimethylamino group, a diethylamino group, a di-iso group. The propylamine group or any of the hydrogen atoms may be substituted by a fluorine atom, and one -CH ₂ - or two or more adjacent -CH ₂ - may be independently selected from -O-, -S-, -CO-, -COO-, -OCO-, -O-CO-O-, -CH=CH-, -CF=CF- or -C≡C- is substituted with a carbon atom number of 1 to 20 A chain or branched alkyl group, more preferably a fluorine atom, a chlorine atom, or an arbitrary hydrogen atom may be substituted by a fluorine atom and one -CH ₂ - or two or more adjacent -CH ₂ - Further, each of the linear or branched alkyl groups having 1 to 12 carbon atoms which is substituted with a group selected from -O-, -COO- or -OCO-, and more preferably a fluorine atom or a chlorine atom. A straight or branched alkyl group or alkoxy group having 1 to 12 carbon atoms or an atom, or an arbitrary hydrogen atom, may be substituted by a fluorine atom, particularly preferably a fluorine atom, a chlorine atom or a carbon atom a linear alkyl group or a linear alkoxy group to 8.

M11 represents an integer of 0 to 8, and preferably represents an integer of 0 to 4, more preferably an integer of 0 to 2, and more preferably from the viewpoints of liquid crystallinity, ease of obtaining raw materials, and ease of synthesis. To represent 0 or 1, it is particularly preferable to indicate 1.

In the formula (1-1), j11 represents an integer of 0 to 5, j12 represents an integer of 1 to 5, and j11+j12 represents an integer of 1 to 5. From the viewpoints of liquid crystallinity, ease of synthesis, and storage stability, j11 and j12 preferably each independently represent an integer of 1 to 4, more preferably an integer of 1 to 3, particularly preferably 1 or 2. . J11+j12 preferably represents an integer from 2 to 4.

Specifically, the compound represented by the formula (1-1) is preferably a compound represented by the following formula (1-1-1) to formula (1-1-106).

The total content of the reverse wavelength-dispersible monofunctional polymerizable compound is preferably from 0 to 90% by mass, more preferably from 0 to 80% by mass, based on the total amount of the polymerizable compound used in the polymerizable composition. Particularly preferred is 0 to 70% by mass.

Moreover, when the storage stability of the polymerizable composition is important, the lower limit is preferably 5% by mass or more, and more preferably 10% by mass or more.

(reverse wavelength dispersive bifunctional polymerizable compound)

As the reverse wavelength-dispersible monofunctional polymerizable compound, a polymerizable compound represented by the following formula (2-1) is preferably used.

In the above formula (2-1), P ²¹ to P ²² each independently represent a polymerizable group.

In the general formula (2-1), S ²¹ to S ²² each independently represent a spacer group or a single bond, and when a plurality of S ²¹ to S ²² are present, they may be the same or different.

In the formula (2-1), X ²¹ to X ²² each independently represent -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, in the presence of multiple X ^In the case of ²¹ to X ²² , they may be the same or different (wherein each P-(SX)-bond does not contain -OO-).

In the general formula (2-1), MG ²¹¹ each independently represents a liquid crystal original group.

In the formula (2-1), m2 and n2 each independently represent an integer of 0 to 5.

In the above formula (2-1), the spacer group represented by S ²¹ to S ²² represents an alkylene group having 1 to 18 carbon atoms, and the alkylene group may be more than one halogen atom, CN group or carbon. atoms of an alkyl group having 1 to 8, or having a polymerizable functional group having a carbon number of atoms of the alkyl group having 1 to 8 substituents, one or more CH ₂ group of the group present in or adjacent two of the CH ₂ groups also Each of them may be independently -O-, -S-, -NH-, -N(CH ₃ )-, -CO-, -CH(OH) -, CH (COOH) in such a manner that oxygen atoms are not directly bonded to each other. ), -COO-, -OCO-, -OCOO-, -SCO-, -COS-, -C≡C-, or (S-1) or (S-2).

Among these spacer groups, from the viewpoint of the alignment property, a linear alkyl group having 2 to 8 carbon atoms, an alkyl group having 2 to 6 carbon atoms substituted by a fluorine atom, and an alkyl group are preferred. One of the parts is substituted by -O- and has an alkyl group having 5 to 14 carbon atoms.

In the formula (2-1), the polymerizable group represented by P ²¹ to P ²² is preferably the following formula (P-1) to formula (P-20).

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

In the general formula (2-1), the liquid crystal original group represented by MG ²¹¹ is represented by the following formula (8-a).

(wherein A ⁸¹ and A ⁸² each independently represent 1,4-phenylene, 1,4-cyclohexylene, pyridine-2,5-diyl, pyrimidine-2,5-diyl, naphthalene-2 ,6-diyl, naphthalene-1,4-diyl, tetrahydronaphthalene-2,6-diyl, decahydronaphthalene-2,6-diyl or 1,3-di An alkane-2,5-diyl group, these groups may be unsubstituted or may be substituted by more than one L ² , and in the case where a plurality of A ⁸¹ and/or A ⁸² are present, each may be the same or different, Z ⁸¹ and Z ⁸² each independently represent -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-, -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, in the case where a plurality of Z ⁸¹ and/or Z ⁸² are present, each may be the same or different, and M represents a group selected from the following formula (M-81) to (M-813).

These groups may be unsubstituted or may be substituted by more than one L ² , and G is a group represented by the following formula (G-81) to formula (G-86),

(wherein R ³ represents a hydrogen atom or an alkyl group having 1 to 20 carbon atoms, and the alkyl group may be linear or branched, and any hydrogen atom in the alkyl group may be a fluorine atom. Alternatively, one of -CH ₂ - or two or more of -CH ₂ - which are not adjacent to each other may be independently -O-, -S-, -CO-, -COO-, -OCO -, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO- or -C≡C-substituted; W ⁸¹ represents at least one aromatic group a group having 5 to 30 carbon atoms, the group may be unsubstituted or may be substituted by more than one L ² ; W ⁸² represents a hydrogen atom or an alkyl group having 1 to 20 carbon atoms, and the alkyl group may be straight The chain shape may also be branched, and any hydrogen atom in the alkyl group may be substituted by a fluorine atom and/or -OH, and one of the alkyl groups may be -CH ₂ - or two or more adjacent ones. -CH ₂ - may also be independently -O-, -S-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -CH=CH-, -CF = CF- or -C≡C-, or W ⁸² may represent the same meaning as W ^81, and, W ⁸¹ and W ⁸² may be connected to each other The same into a cyclic structure, W ^83, W ⁸⁴ each independently represent a halogen atom, a cyano group, a hydroxyl group, a nitro group, a carboxyl group, acyl group, carbamoyl, amino, acyl amine sulfonamide, an aromatic group having at least one of carbon a group having 5 to 30 atoms, an alkyl group having 1 to 20 carbon atoms, a cycloalkyl group having 3 to 20 carbon atoms, an alkenyl group having 2 to 20 carbon atoms, a cycloalkenyl group having 3 to 20 carbon atoms, An alkoxy group having 1 to 20 carbon atoms, a decyloxy group having 2 to 20 carbon atoms, or an alkylcarbonyl group having 2 to 20 carbon atoms, the above alkyl group, cycloalkyl group, alkenyl group, cycloalkenyl group, or alkane group, acyl group, alkoxy carbonyl group in one of -CH ₂ - adjacent to the two or more of -CH ₂ - may each independently -O -, - S -, - CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO- or -C≡C-substitution; wherein When M is selected from the formula (M-81) to (M-812), G is selected from the formula (G-81) to (G-85), and when M is the formula (M-813) when, G represents the formula (G-86); L ² represents a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a pentafluorosulfanyl group, a nitro, cyano, amino, hydroxy, mercapto, methylamino, Dimethylamino, diethyl a base, a diisopropylamino group, a trimethylsulfonyl group, a dimethylhydrazine group, a thioisocyano group, or an alkyl group having 1 to 20 carbon atoms, and the alkyl group may be linear or branched, and any of them may be used. The hydrogen atom may be substituted by a fluorine atom, and one of -CH ₂ - or two or more of -CH ₂ - which are not adjacent to each other may be independently selected from -O-, -S-, - CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -CH=CH-COO- , -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -CH=CH-, -CF=CF- or -C≡C-, the base substitution, j81 and j82 Each independently represents an integer from 0 to 5, and j81+j82 represents an integer from 1 to 5.

Further, the compound represented by the above formula (2-1) is preferably a compound represented by the following formula (2-a).

In the above formula (2-a), the polymerizable groups P ²¹ to P ²² preferably each independently represent a group selected from the following formula (P-1) to formula (P-20).

Among these polymerizable groups, from the viewpoint of improving polymerizability and storage stability, the formula (P-1), the formula (P-2), the formula (P-7), and the formula (P-12) are preferred. Or, (P-13), more preferably (P-1), (P-7), and (P-12).

In the general formula ^{(2-a), S 21} ~ S 22 each independently represent a spacer group or a single bond, in case of the presence of a plurality of S ²¹ ~ S ^22, and the like which may be identical or different. Further, the spacer group represents an alkylene group having 1 to 18 carbon atoms, and the alkylene group may be one or more halogen atoms, a CN group, an alkyl group having 1 to 8 carbon atoms, or a polymerizable functional group. the number of carbon atoms of the alkyl group having 1 to 8 substituents, the presence of this group of more than a CH ₂ group or two of the adjacent CH ₂ groups may independently of one another are each an oxygen atom is not bonded directly to one another of The form is -O-, -S-, -NH-, -N(CH ₃ )-, -CO-, -CH (OH)-, CH(COOH), -COO-, -OCO-, -OCOO-, -SCO-, -COS- or -C≡C- substituted. Among these spacer groups, from the viewpoint of the alignment property, a linear alkyl group having 2 to 8 carbon atoms, an alkyl group having 2 to 6 carbon atoms substituted by a fluorine atom, and an alkyl group are preferred. One of the parts is substituted by -O- and has an alkyl group having 5 to 14 carbon atoms.

In the formula (2-a), X ²¹ to X ²² each independently represent -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 single bond, respectively In the case of X ²¹ ~ X ²² , the terms may be the same or different (wherein each P-(SX) _k - does not contain a -OO-bond). Further, from the viewpoint of easiness of obtaining raw materials and easiness of synthesis, when there are a plurality of cases, they may be the same or different, and preferably each independently represents -O-, -S-, -OCH ₂ -, -CH ₂ O-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, - COO-CH ₂ CH ₂ -, -OCO-CH ₂ CH ₂ -, -CH ₂ CH ₂ -COO-, -CH ₂ CH ₂ -OCO- or a single bond, more preferably each independently represents -O-, - OCH ₂ -, -CH ₂ O-, -COO-, -OCO-, -COO-CH ₂ CH ₂ -, -OCO-CH ₂ CH ₂ -, -CH ₂ CH ₂ -COO-, -CH ₂ CH ₂ -OCO- or a single bond, in the case where a plurality of X ²¹ to X ²² are respectively present, each may be the same or different, and particularly preferably each independently represents -O-, -COO-, -OCO- or a single bond.

In the formula (2-a), A ²¹ to A ²² each independently represent 1,4-phenylene, 1,4-cyclohexylene, pyridine-2,5-diyl, pyrimidine-2,5- Diyl, naphthalene-2,6-diyl, naphthalene-1,4-diyl, tetrahydronaphthalene-2,6-diyl, decahydronaphthalene-2,6-diyl or 1,3-di Alkyl-2,5-diyl, these groups may be unsubstituted or may be substituted by more than one L. In the case where a plurality of A ²¹ to A ²² are present, they may be the same or different. From the viewpoints of easiness of obtaining raw materials and easiness of synthesis, A ²¹ to A ^{22 are} preferably 1,4-phenylene groups which are independently unsubstituted or which may be substituted by one or more L ² groups. 1,4-cyclohexylene or naphthalene-2,6-diyl, more preferably each independently represents a group selected from the following formula (A-1) to formula (A-11),

More preferably, each independently represents a group selected from the group consisting of the formula (A-1) to the formula (A-8), and particularly preferably each independently represents a selected from the group consisting of the formula (A-1) to the formula (A-4). The basis.

In the formula (2-a), Z ²¹ to Z ²² each independently represent -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 single bond, in existence In the case of Z ²¹ ~ Z ²² , they may be the same or different. From the viewpoints of the liquid crystallinity of the compound, the ease of obtaining the raw material, and the ease of synthesis, Z ²¹ to Z ²² preferably each independently represent a single bond, -OCH ₂ -, -CH ₂ O-, -COO-. , -OCO-, -CF ₂ O-, -OCF ₂ -, -CH ₂ CH ₂ -, -CF ₂ CF 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-, -CH =CH-, -CF=CF-, -C≡C- or a single bond, and Z ²¹ to Z ^{22 are more} preferably independently represented by -OCH ₂ -, -CH ₂ O-, -CH ₂ CH ₂ -, - COO-, -OCO-, -COO-CH ₂ CH ₂ -, -OCO-CH ₂ CH ₂ -, -CH ₂ CH ₂ -COO-, -CH ₂ CH ₂ -OCO-, -CH=CH-, - C≡C- or a single bond, Z ²¹ ~Z ²² and further preferably each independently represent -CH ₂ CH ₂ -, -COO-, -OCO-, -COO-CH ₂ CH ₂ -, -OCO-CH ₂ CH ₂ -, -CH ₂ CH ₂ -COO-, -CH ₂ CH ₂ -OCO- or a single bond, particularly preferably each independently represents -CH ₂ CH ₂ -, -COO-, -OCO- or a single bond.

In the formula (2-a), M represents a group selected from the following formula (M-81) to formula (M-813),

These groups may be unsubstituted or may be substituted by more than one L ² . From the viewpoint of easiness of obtaining raw materials and easiness of synthesis, M preferably each independently represents a formula (M-81) or a formula (M) which is selected from unsubstituted or may be substituted by more than one L ² . -82) or an unsubstituted formula (M-83) to a group of the formula (M-86), more preferably a formula selected from unsubstituted or substituted by more than one L ² (M-81) Or a group in the formula (M-82), particularly preferably a group selected from the group consisting of unsubstituted formula (M-81) or formula (M-82).

In the formula (2-a), G represents a group selected from the group consisting of the formula (G-81) to the formula (G-86).

In the formula, R ³ represents a hydrogen atom, or a -CH ₂ - or two or more of the adjacent -CH ₂ - may each independently -O -, - S -, - CO -, - COO- , -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO- or -C≡C-substituted carbon atoms 1 to 20 the linear or branched alkyl group, any of the hydrogen atoms of the alkyl group may be substituted with a fluorine atom, W ⁸¹ represents a group having 5 to 30 carbon atoms of at least one of an aromatic group, which group may be Unsubstituted or substituted by more than one L ² , W ⁸² represents a hydrogen atom, or one -CH ₂ - or two or more adjacent -CH ₂ - may also be independently -O-, -S-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -CH =CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -CH=CH-, -CF=CF- or -C≡C-substituted carbon a linear or branched alkyl group having 1 to 20 atoms, and any hydrogen atom in the alkyl group may be substituted by a fluorine atom and/or -OH, or W ⁸² may also have the same meaning as W ⁸¹ ; W ⁸¹ and W ⁸² may also form a ring structure together.

From the viewpoint of liquid crystallinity and ease of synthesis, R ³ preferably means that any hydrogen atom may be substituted by a fluorine atom, and one -CH ₂ - or two or more adjacent -CH ₂ - a linear or branched alkyl group having 1 to 12 carbon atoms which may be independently substituted by -O-, -COO- or -OCO-, more preferably an arbitrary hydrogen atom may be substituted by a fluorine atom. The linear or branched alkyl group having 1 to 12 carbon atoms is particularly preferably a linear alkyl group having 1 to 12 carbon atoms.

W ⁸³ and W ⁸⁴ each independently represent a halogen atom, a cyano group, a hydroxyl group, a nitro group, a carboxyl group, an amine methyl methoxy group, an amine group, an amine sulfonyl group, and a carbon atom having at least one aromatic group of 5 to 30. a group, an alkyl group having 1 to 20 carbon atoms, a cycloalkyl group having 3 to 20 carbon atoms, an alkenyl group having 2 to 20 carbon atoms, a cycloalkenyl group having 3 to 20 carbon atoms, and 1 to 20 carbon atoms Alkoxy group, an alkyloxy group having 2 to 20 carbon atoms, or an alkylcarbonyloxy group having 2 to 20 carbon atoms, the above alkyl group, cycloalkyl group, alkenyl group, cycloalkenyl group, alkoxy group, anthracene oxygen One of -CH ₂ - or two or more of -CH ₂ - which are not adjacent to each other may be independently -O-, -S-, -CO-, -COO-, - OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO- or -C≡C-.

The aromatic group contained in W ⁸¹ may be an aromatic hydrocarbon group or an aromatic heterocyclic group, or both. These aromatic groups may be bonded via a single bond or a linking group (-OCO-, -COO-, -CO-, -O-) or may form a condensed ring. Further, W ⁸¹ may contain an acyclic structure and/or a ring structure other than the aromatic group in addition to the aromatic group. The aromatic group contained in W ^{81 is} preferably the following formula (W-1) which is unsubstituted or substituted by more than one L ^{2 from} the viewpoint of easiness of obtaining raw materials and ease of synthesis. To the base of the formula (W-19),

(wherein, the group may have a bonding bond at any position, or may form a group in which a single bond is bonded to two or more aromatic groups selected from the group, and Q ¹ represents -O -, -S-, -NR ⁵ - (wherein R ⁵ represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms) or -CO-. Among these aromatic groups, -CH= may also be independently Substituted by -N=, -CH ₂ - may also be independently independently -O-, -S-, -NR ⁴ - (wherein R ⁴ represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms) or CO-substituted, but does not contain -OO-bonds). The group represented by the formula (W-1) is preferably selected from the following formula (W-1-1) to formula (W-1-8) which is unsubstituted or substituted by one or more of L ² . The base of the

(wherein, the group may have a bonding bond at any position), and the group represented by the formula (W-7) preferably represents an unsubstituted or may be more than one L ² Substituting the base of the following formula (W-7-1) to formula (W-7-7),

(wherein, the group may have a bonding bond at any position), and as the group represented by the formula (W-10), it is preferred to be selected from unsubstituted or may be more than one L ² Substituting the base of the following formula (W-10-1) to (W-10-8),

(wherein the group may have a bonding bond at any position, and R ⁶ represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms), and is preferably a group represented by the formula (W-11). To represent a group selected from the following formula (W-11-1) to formula (W-11-13) which is unsubstituted or which may be substituted by more than one L ² ,

(wherein the group may have a bonding bond at any position, and R ⁶ represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms), and is preferably a group represented by the formula (W-12). To represent a group selected from the following formula (W-12-1) to formula (W-12-19) which is unsubstituted or which may be substituted by more than one L ² ,

(wherein, the group thereof may have a bonding bond at any position, and R ⁶ represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms, and in the case where a plurality of R ⁶ are present, each may be the same or Differently, as the group represented by the formula (W-13), it is preferred to represent the following formula (W-13-1) to formula (W- which is selected from unsubstituted or which may be substituted by more than one L ² . 13-10) The base of the base,

(In the formula, the group which can also be in any other location having the bonded bond, a hydrogen atom or ⁶ carbon atoms represented by R 1 to 8 ter alkyl group, when a plurality of R ⁶ in the present case, each may be identical or Differently, as the group represented by the formula (W-14), it is preferred to represent the following formula (W-14-1) to formula (W- which is selected from unsubstituted or substituted by more than one L ² . 14-4) The base of the

(wherein the group may have a bonding bond at any position, and R ⁶ represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms), and is preferably a group represented by the formula (W-15). To represent a group selected from the following formula (W-15-1) to formula (W-15-18) which is unsubstituted or substituted by more than one L ² ,

(wherein, the group thereof may have a bonding bond at any position, and R ⁶ represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms, and in the case where a plurality of R ⁶ are present, each may be the same or Differently, as the group represented by the formula (W-16), it is preferred to represent the following formula (W-16-1) to (W- which is selected from unsubstituted or substituted by more than one L ² . 16-4) The base of the

(In the formula, the group which can also be in any other location having the bonded bond, a hydrogen atom or ⁶ carbon atoms represented by R 1 to C8 alkyl), the formula (W-17) represented by the group, it is preferably And a group selected from the following formula (W-17-1) to (W-17-6) which is unsubstituted or substituted by more than one L ² ,

(In the formula, the group which can also be in any other location having the bonded bond, a hydrogen atom or ⁶ carbon atoms represented by R 1 to 8 ter alkyl group), a group of formula (W-18) represented, the preferred To represent a group selected from the following formula (W-18-1) to formula (W-18-6) which is unsubstituted or substituted by more than one L ² ,

(wherein, the group thereof may have a bonding bond at any position, and R ⁶ represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms, and in the case where a plurality of R ⁶ are present, each may be the same or Differently, as the group represented by the formula (W-19), it is preferred to represent the following formula (W-19-1) to (W- which is selected from unsubstituted or substituted by more than one L ² . 19-9) The base of the

(wherein, the group thereof may have a bonding bond at any position, and R ⁶ represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms, and in the case where a plurality of R ⁶ are present, each may be the same or different). More preferably, the aromatic group contained in W ⁸¹ is selected from (W-1-1), (W-7-1), and (W-) which are unsubstituted or substituted by more than one L ² . 7-2), formula (W-7-7), formula (W-8), formula (W-10-6), formula (W-10-7), formula (W-10-8), formula ( W-11-8), formula (W-11-9), formula (W-11-10), formula (W-11-11), formula (W-11-12) or formula (W-11-13 Particularly preferred is a formula (W-1-1), a formula (W-7-1), and a formula (W-7-2) selected from unsubstituted or substituted by more than one L. A group in the formula (W-7-7), the formula (W-10-6), the formula (W-10-7) or the formula (W-10-8). Further, W ^{81 is} particularly preferably a group selected from the group consisting of the following formulas (Wa-1) to (Wa-6),

(wherein, r represents an integer of 0 to 5, s represents an integer of 0 to 4, and t represents an integer of 0 to 3.).

W ⁸² represents a hydrogen atom, or a -CH ₂ - or two or more of the adjacent -CH ₂ - may each independently -O -, - S -, - CO -, - COO -, - OCO -, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -CH=CH-, -CF=CF- or -C≡C-substituted linear or branched alkyl having 1 to 20 carbon atoms Any one of the hydrogen atoms in the alkyl group may be substituted by a fluorine atom, or W ⁸² may also have the same meaning as W ^81. Further, W ⁸¹ and W ⁸² may together form a ring structure.

From the viewpoint of easiness of obtaining raw materials and easiness of synthesis, W ⁸² preferably means that a hydrogen atom or any hydrogen atom may be substituted by a fluorine atom and one -CH ₂ - or two adjacent ones the more -CH ₂ - may each independently -O -, - CO -, - COO -, - OCO -, - CH = CH-COO -, - OCO-CH = CH -, - CH = CH-, -CF=CF- or -C≡C-substituted a linear or branched alkyl group having 1 to 20 carbon atoms, more preferably a hydrogen atom, or 1 -CH ₂ - or not adjacent 2 More than one -CH ₂ - may also be independently substituted by -O- to a linear or branched alkyl group having 1 to 20 carbon atoms.

Further, when W ⁸² indicates the same meaning as W ⁸¹ , W ⁸² may be the same as or different from W ⁸¹ , and a preferred base is the same as that described for W ⁸¹ .

Further, in the case where W ⁸¹ and W ⁸² together form a ring structure, the cyclic group represented by -NW ⁸¹ W ⁸² preferably represents a group selected from the group consisting of unsubstituted or substituted by more than one L ² . (Wb-1) to the base of the formula (Wb-42),

(wherein R ⁶ represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms), and from the viewpoint of easiness of obtaining a raw material and easiness of synthesis, it is particularly preferred to be selected from unsubstituted or may be selected More than one L ² substituted formula (Wb-20), formula (Wb-21), formula (Wb-22), formula (Wb-23), formula (Wb-24), formula (Wb-25) or formula The base in (Wb-33).

Further, the cyclic group represented by =CW ⁸¹ W ⁸² preferably represents a compound of the following formula (Wc-1) to (Wc-81) which is selected from unsubstituted or substituted by more than one L ² ; base,

(wherein R ⁶ represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms, and may be the same or different in the case where a plurality of R ⁶ are present), and the ease of obtaining from the raw material and the ease of synthesis are considered. In particular, it is particularly preferred to represent a formula (Wc-11), a formula (Wc-12), a formula (Wc-13), a formula (Wc-14) selected from unsubstituted or substituted by more than one L. A group of the formula (Wc-53), the formula (Wc-54), the formula (Wc-55), the formula (Wc-56), the formula (Wc-57) or the formula (Wc-78).

The total number of π electrons contained in W ⁸¹ and W ^{82 is} preferably 4 to 24 from the viewpoints of wavelength dispersion characteristics, storage stability, liquid crystallinity, and ease of synthesis.

W ⁸³ and W ⁸⁴ each independently represent a halogen atom, a cyano group, a hydroxyl group, a nitro group, a carboxyl group, an amine methyl methoxy group, an amine group, an amine sulfonyl group, and have 5 to 30 carbon atoms having at least one aromatic group. a group, an alkyl group having 1 to 20 carbon atoms, a cycloalkyl group having 3 to 20 carbon atoms, an alkenyl group having 2 to 20 carbon atoms, a cycloalkenyl group having 3 to 20 carbon atoms, and 1 to 100 carbon atoms Alkoxy group of 20, an alkyloxy group having 2 to 20 carbon atoms, or an alkylcarbonyloxy group having 2 to 20 carbon atoms, the above alkyl group, cycloalkyl group, alkenyl group, cycloalkenyl group, alkoxy group, anthracene group, alkoxy carbonyl group in one of -CH ₂ - adjacent to the two or more of -CH ₂ - may each independently -O -, - S -, - CO -, - COO-, -OCO -, - CO-S - , - S-CO -, - O-CO-O -, - CO-NH -, - NH-CO- or -C≡C-, W ⁸³ is more preferably selected The cyano group, the nitro group, the carboxyl group, the one -CH ₂ - or the two or more adjacent -CH ₂ - may also be independently independently -O-, -S-, -CO-, -COO-, - OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO- or -C≡C-substituted alkane having 1 to 20 carbon atoms a group in a group, an alkenyl group, a decyloxy group or an alkylcarbonyloxy group, particularly preferably selected from the group consisting of a cyano group and a carboxyl group. A -CH ₂ - adjacent to the two or more of -CH ₂ - may each independently be -CO -, - COO -, - OCO -, - OCO-O -, - CO-NH- , -NH-CO- or -C≡C-substituted in the alkyl group having 1 to 20 carbon atoms, alkenyl group, decyloxy group or alkylcarbonyloxy group, W ^{84 is more} preferably selected from the group consisting of cyano group and nitrate group, a carboxyl group, a -CH ₂ - adjacent to the two or more of -CH ₂ - may each independently -O -, - S -, - CO -, - COO -, - OCO -, - CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO- or -C≡C-substituted alkyl or alkenyl group having 1 to 20 carbon atoms a group selected from the group consisting of a methoxy group and an alkylcarbonyloxy group, particularly preferably selected from the group consisting of a cyano group, a carboxyl group, a -CH ₂ - or two or more adjacent groups -CH ₂ - may also be independently -CO -, -COO-, -OCO-, -O-CO-O-, -CO-NH-, -NH-CO- or -C≡C-substituted alkyl, alkenyl, 1 to 20, a group in a decyloxy group or an alkylcarbonyloxy group.

L ² represents a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a pentafluorosulfanyl group, a nitro group, an isocyano group, an amine group, a hydroxyl group, a decyl group, a methylamino group, a dimethylamino group, a diethylamino group, and a second group. isopropylamine, trimethyl silicon based, silicon based dimethyl, isocyano group, or a -CH ₂ - adjacent to the two or more of -CH ₂ - may each independently -O -, - S-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -CH= CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -CH=CH-, -CF=CF- or -C≡C-substituted carbon atom A linear or branched alkyl group of 1 to 20, and any hydrogen atom in the alkyl group may be substituted by a fluorine atom. From the viewpoint of liquid crystallinity and ease of synthesis, L ² preferably represents a fluorine atom, a chlorine atom, a pentafluorosulfanyl group, a nitro group, a methylamino group, a dimethylamino group, a diethylamino group, a di-iso group. The propylamine group or any of the hydrogen atoms may be substituted by a fluorine atom, and one -CH ₂ - or two or more adjacent -CH ₂ - may be independently selected from -O-, -S-, -CO-, -COO-, -OCO-, -O-CO-O-, -CH=CH-, -CF=CF- or -C≡C- is substituted with a carbon atom number of 1 to 20 a chain or branched alkyl group, or a group represented by the above formula (1-c), more preferably a fluorine atom, a chlorine atom, or an arbitrary hydrogen atom may be substituted by a fluorine atom and one -CH ₂ - Or two or more of -CH ₂ - which are not adjacent to each other may be independently substituted by a group selected from -O-, -COO- or -OCO-, and a linear or branched carbon number of 1 to 12 More preferably, it is a linear or branched alkyl group or alkoxy group having 1 to 12 carbon atoms which is a fluorine atom, a chlorine atom or an arbitrary hydrogen atom which may be substituted by a fluorine atom. It is a fluorine atom, a chlorine atom, or a linear alkyl group or a linear alkoxy group having 1 to 8 carbon atoms.

In the formula (2-a), G more preferably represents a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a pentafluorosulfanyl group, a nitro group, an isocyano group, an amine group, a hydroxyl group, a decyl group, Methylamino, dimethylamino, diethylamino, diisopropylamino, trimethylsulfonyl, dimethylhydrazine, thioisocyano, or one -CH ₂ - or two or more adjacent -CH ₂ - may also be independently -O-, -S-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -CH=CH-, -CF=CF- or -C≡C-substituted a linear or branched alkyl group having 1 to 20 carbon atoms.

In the formula (2-a), j21 and j22 each independently represent an integer of 0 to 5, and j21+j22 represents an integer of 1 to 5. From the viewpoints of liquid crystallinity, ease of synthesis, and storage stability, j21, Preferably, j22 each independently represents an integer of 1 to 4, more preferably an integer of 1 to 3, particularly preferably 1 or 2. J21+j22 is preferably an integer of 1 to 4, particularly preferably 2 or 3.

Specifically, the compound represented by the above formula (2-a) is preferably a compound represented by the following formula (2-a-1) to formula (2-a-65).

(where n is an integer from 1 to 10)

The total content of the above-mentioned reverse wavelength-dispersible bifunctional polymerizable compound is preferably from 0 to 90% by mass, more preferably from 0 to 80% by mass, based on the total amount of the polymerizable compound used for the polymerizable composition. , especially preferably contains 0 to 70% by mass.

In addition, when the storage stability of the polymerizable composition is important, the lower limit is preferably 5% by mass or more, and more preferably 10% by mass or more.

(Positive wavelength dispersible bifunctional polymerizable compound)

In addition to the above-mentioned reverse wavelength-dispersible polymerizable compound, the polymerizable composition of the present invention may further contain a compound represented by the following formula (2-2) before it is impaired in performance. A positive wavelength dispersible polymerizable compound of two polymerizable groups.

In the above formula (2-2), P ²¹² to P ²²² each independently represent a polymerizable group, and in the formula (2-2), S ²¹² to S ²²² each independently represent a spacer group or a single bond, and exist in the presence of a spacer group or a single bond. In the case of a plurality of S ²¹² to S ²²² , the respective ones may be the same or different. In the general formula (2-2), X ²¹² to X ²²² each independently represent -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. When there are multiple X ²¹² ~ X ²²² , these may be the same or different (wherein each P-(SX)-bond is not In the formula (2-2), MG ²¹² represents a liquid crystal-derived group, and in the formula (2-2), m22 and n22 each independently represent an integer of 0 to 5.

In the general formula ^{(2-2), S 212 ~ S} 222 spacer group represented by the carbon atoms of the alkylene group having 1 to 18, which alkylene may also be more of a halogen atom, CN group, C atoms of an alkyl group having 1 to 8, or having a polymerizable functional group having a carbon number of atoms of the alkyl group having 1 to 8 substituents, one or more CH ₂ group of the group present in or adjacent two of the CH ₂ groups also Each of them may be independently -O-, -S-, -NH-, -N(CH ₃ )-, -CO-, -CH(OH)-, CH (COOH) in such a manner that oxygen atoms are not directly bonded to each other. ), -COO-, -OCO-, -OCOO-, -SCO-, -COS-, -C≡C-, or (S-1) or (S-2).

Among these spacer groups, from the viewpoint of the alignment property, a linear alkyl group having 2 to 8 carbon atoms, an alkyl group having 2 to 6 carbon atoms substituted by a fluorine atom, and an alkyl group are preferred. One of the parts is substituted by -O- and has an alkyl group having 5 to 14 carbon atoms.

Further, the polymerizable group represented by P ²¹² to P ²²² is preferably the following formula (P-1) to formula (P-20).

Among these polymerizable groups, from the viewpoint of improving polymerizability and storage stability, the formula (P-1), the formula (P-2), the formula (P-7), and the formula (P-12) are preferred. Or, (P-13), more preferably (P-1), (P-7), and (P-12).

The liquid crystal-based system represented by MG ²¹² is represented by the formula (8-b).

(wherein A ⁸³ and A ⁸⁴ each independently represent 1,4-phenylene, 1,4-cyclohexylene, pyridine-2,5-diyl, pyrimidine-2,5-diyl, naphthalene-2 ,6-diyl, naphthalene-1,4-diyl, tetrahydronaphthalene-2,6-diyl, decahydronaphthalene-2,6-diyl or 1,3-di An alkane-2,5-diyl group, which may be unsubstituted or substituted by more than one of the above L ² , and may be the same or different when a plurality of A ⁸³ and/or A ⁸⁴ are present. Z ⁸³ and Z ⁸⁴ each independently represent -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-, -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, in the case where a plurality of Z ⁸³ and/or Z ⁸⁴ are present, each may be the same or different, and M ⁸¹ represents a group selected from 1,4-phenylene, 1,4-cyclohexylene, 1, 4-cyclohexenyl, tetrahydropyran-2,5-diyl, 1,3-di Alkano-2,5-diyl, tetrahydrothiopyran-2,5-diyl, 1,4-bicyclo(2,2,2) octyl, decahydronaphthalene-2,6-diyl, pyridine- 2,5-diyl, pyrimidine-2,5-diyl, pyridyl -2,5-diyl, thiophene-2,5-diyl, 1,2,3,4-tetrahydronaphthalene-2,6-diyl, anthranyl-1,4-diyl, anthranyl -1,5-diyl, anthranyl-1,6-diyl, anthranyl-2,6-diyl, phenanthrene-2,7-diyl, 9,10-dihydrophenanthrene-2,7 -diyl, 1,2,3,4,4a,9,10a-octahydrophenanthrene-2,7-diyl, benzo[1,2-b:4,5-b']dithiophene-2, 6-diyl, benzo[1,2-b:4,5-b']diselenophene-2,6-diyl, [1]benzothieno[3,2-b]thiophene -2,7-diyl, [1] benzoselenopheno [3,2-b] selenophene-2,7-diyl, or a fluorene-2,7-diyl group, The yl group may be unsubstituted or may be substituted by more than one L ² , and L ² represents a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a pentafluorosulfanyl group, a nitro group, an isocyano group, an amine group, a hydroxyl group, Mercapto, methylamino, dimethylamino, diethylamino, diisopropylamino, trimethylsulfonyl, dimethylhydrazine, thioisocyano, or one -CH ₂ - or two adjacent The above -CH ₂ - may also be independently -O-, -S-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O -, -CO-NH-, -NH-CO-, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -CH=CH-, -CF=CF- or -C≡C-substituted linear or branched alkyl group having 1 to 20 carbon atoms, any of the alkyl groups The hydrogen atom may also be substituted by a fluorine atom, j83 and j84 each independently represent an integer from 0 to 5, and j83+j84 represents an integer from 1 to 5)

Further, the above formula (2-2) is represented by the following formula (2-b).

In the above formula (2-b), the polymerizable groups P ²¹² to P ²²² preferably each independently represent a group selected from the following formula (P-1) to formula (P-20).

Among these polymerizable groups, from the viewpoint of improving polymerizability and storage stability, the formula (P-1), the formula (P-2), the formula (P-7), and the formula (P-12) are preferred. Or, (P-13), more preferably (P-1), (P-7), and (P-12).

In the formula (2-b), S ²¹² to S ²²² each independently represent a spacer group or a single bond, and when a plurality of S ²¹² to S ²²² are present, they may be the same or different. Further, the spacer group represents an alkylene group having 1 to 18 carbon atoms, and the alkylene group may be one or more halogen atoms, a CN group, an alkyl group having 1 to 8 carbon atoms, or a polymerizable functional group. the number of carbon atoms of the alkyl group having 1 to 8 substituents, the presence of this group of more than a CH ₂ group or two of the adjacent CH ₂ groups may independently of one another are each an oxygen atom is not bonded directly to one another of The form is -O-, -S-, -NH-, -N(CH ₃ )-, -CO-, -CH(OH)-, CH(COOH), -COO-, -OCO-, -OCOO-, -SCO-, -COS- or -C≡C- substituted. Among these spacer groups, from the viewpoint of the alignment property, a linear alkyl group having 2 to 8 carbon atoms, an alkyl group having 2 to 6 carbon atoms substituted by a fluorine atom, and an alkyl group are preferred. One of the parts is substituted by -O- and has an alkyl group having 5 to 14 carbon atoms.

In the general formula (2-b), X ²¹² to X ²²² each independently represent -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 single bond, respectively In the case of X ²¹² ~ X ²²² , they may be the same or different (wherein each P-(SX)- does not contain -OO-bond). Further, from the viewpoint of easiness of obtaining raw materials and easiness of synthesis, each of them may be the same or different in the case of a plurality of cases, and preferably each independently represents -O-, -S-, -OCH ₂ -, -CH ₂ O-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -COO -CH ₂ CH ₂ -, -OCO-CH ₂ CH ₂ -, -CH ₂ CH ₂ -COO-, -CH ₂ CH ₂ -OCO- or a single bond, more preferably each independently represents -O-, -OCH ₂ -, -CH ₂ O-, -COO-, -OCO-, -COO-CH ₂ CH ₂ -, -OCO-CH ₂ CH ₂ -, -CH ₂ CH ₂ -COO-, -CH ₂ CH ₂ - The OCO- or single bond may be the same or different when a plurality of X ²¹² to X ²²² are respectively present, and particularly preferably each independently represents -O-, -COO-, -OCO- or a single bond.

In the formula (2-b), A ²¹² to A ²²² each independently represent 1,4-phenylene, 1,4-cyclohexylene, pyridine-2,5-diyl, pyrimidine-2,5- Diyl, naphthalene-2,6-diyl, naphthalene-1,4-diyl, tetrahydronaphthalene-2,6-diyl, decahydronaphthalene-2,6-diyl or 1,3-di Alkyl-2,5-diyl, these groups may be unsubstituted or may be substituted by more than one L ² , and in the case where a plurality of A ²¹² to A ²²² are present, they may be the same or different. From the viewpoints of easiness of obtaining raw materials and easiness of synthesis, A ²¹² to A ^{222 are} preferably 1,4-phenylene groups which are independently unsubstituted or which may be substituted by one or more L ² groups. 1,4-cyclohexylene or naphthalene-2,6-diyl, more preferably each independently represents a group selected from the following formula (A-1) to formula (A-11),

More preferably, each independently represents a group selected from the group consisting of (A-1) to (A-8), and particularly preferably each independently represents a group selected from the group consisting of the formula (A-1) to the formula (A-4). base.

In the formula (2-b), Z ²¹² to Z ²²² each independently represent -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 single bond, in existence In the case of Z ²¹² ~ Z ²²² , they may be the same or different. From the viewpoints of the liquid crystallinity of the compound, the ease of obtaining the raw material, and the ease of synthesis, Z ²¹² to Z ²²² preferably each independently represent a single bond, -OCH ₂ -, -CH ₂ O-, -COO-. , -OCO-, -CF ₂ O-, -OCF ₂ -, -CH ₂ CH ₂ -, -CF ₂ CF 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-, -CH =CH-, -CF=CF-, -C≡C- or a single bond, and Z ²¹² to Z ^{222 are more} preferably independently represented by -OCH ₂ -, -CH ₂ O-, -CH ₂ CH ₂ -, - COO-, -OCO-, -COO-CH ₂ CH ₂ -, -OCO-CH ₂ CH ₂ -, -CH ₂ CH ₂ -COO-, -CH ₂ CH ₂ -OCO-, -CH=CH-, - C≡C- or a single bond, Z ²¹² ~Z ^222, and more preferably each independently represents -CH ₂ CH ₂ -, -COO-, -OCO-, -COO-CH ₂ CH ₂ -, -OCO-CH ₂ CH ₂ -, -CH ₂ CH ₂ -COO-, -CH ₂ CH ₂ -OCO- or a single bond, particularly preferably each independently represents -CH ₂ CH ₂ -, -COO-, -OCO- or a single bond.

In the formula (2-b), M ^{212 is} preferably selected from the group consisting of 1,4-phenylene, 1,4-cyclohexylene, 1,4-cyclohexenyl, tetrahydropyran-2,5. - two base, 1,3-two Alkano-2,5-diyl, tetrahydrothiopyran-2,5-diyl, 1,4-bicyclo(2,2,2) octyl, decahydronaphthalene-2,6-diyl, pyridine- 2,5-diyl, pyrimidine-2,5-diyl, pyridyl -2,5-diyl, thiophene-2,5-diyl-, 1,2,3,4-tetrahydronaphthalene-2,6-diyl, anthranyl-1,4-diyl, naphthene Base-1,5-diyl, anthranyl-1,6-diyl, anthranyl-2,6-diyl, phenanthrene-2,7-diyl, 9,10-dihydrophenanthrene-2, 7-diyl, 1,2,3,4,4a,9,10a-octahydrophenanthrene-2,7-diyl,benzo[1,2-b:4,5-b']dithiophene-2 ,6-diyl, benzo[1,2-b:4,5-b']diselenophene-2,6-diyl, [1]benzothieno[3,2-b]thiophene-2 , 7-diyl, [1] benzoselenophene [3,2-b]selenophene-2,7-diyl, or a group of fluorene-2,7-diyl, these groups may be Substituted or substituted by more than one L ² , M ^{212 is} preferably independently unsubstituted or may be substituted by more than one L ^{2 from} the viewpoint of ease of obtaining raw materials and ease of synthesis. 1,4-phenylene, anthranyl-1,4-diyl, or anthranyl-2,6-diyl, more preferably selected from unsubstituted or may be more than one L ² Substituted in the 1,4-phenylene group.

In the formula (2-b), L ² represents a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a pentafluorosulfanyl group, a nitro group, an isocyano group, an amine group, a hydroxyl group, a decyl group, a methylamino group, or a second group. Methylamino, diethylamino, diisopropylamino, trimethylsulfonyl, dimethylhydrazine, thioisocyano, or one -CH ₂ - or two or more adjacent -CH ₂ - They can be independently independently -O-, -S-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH- , -NH-CO-, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -CH=CH-, -CF=CF- Or -C≡C-substituted a linear or branched alkyl group having 1 to 20 carbon atoms, and any hydrogen atom in the alkyl group may be substituted by a fluorine atom. From the viewpoint of liquid crystallinity and ease of synthesis, L ² preferably represents a fluorine atom, a chlorine atom, a pentafluorosulfanyl group, a nitro group, a methylamino group, a dimethylamino group, a diethylamino group, a di-iso group. The propylamine group or any of the hydrogen atoms may be substituted by a fluorine atom, and one -CH ₂ - or two or more adjacent -CH ₂ - may be independently selected from -O-, -S-, -CO-, -COO-, -OCO-, -O-CO-O-, -CH=CH-, -CF=CF- or -C≡C- is substituted with a carbon atom number of 1 to 20 A chain or branched alkyl group, more preferably a fluorine atom, a chlorine atom, or an arbitrary hydrogen atom may be substituted by a fluorine atom and one -CH ₂ - or two or more adjacent -CH ₂ - Further, each of the linear or branched alkyl groups having 1 to 12 carbon atoms which is substituted with a group selected from -O-, -COO- or -OCO-, and more preferably a fluorine atom or a chlorine atom. A straight or branched alkyl group or alkoxy group having 1 to 12 carbon atoms or an atom, or an arbitrary hydrogen atom, may be substituted by a fluorine atom, particularly preferably a fluorine atom, a chlorine atom or a carbon atom a linear alkyl group or a linear alkoxy group to 8.

In the formula (2-b), m22 and n22 each independently represent an integer of 0 to 5, and preferably represent 0 to 4 from the viewpoints of liquid crystallinity, ease of obtaining raw materials, and ease of synthesis. An integer, more preferably an integer from 0 to 2, and even more preferably 0 or 1.

In the formula (2-b), j21 and j22 each independently represent an integer of 0 to 5, and j21+j22 represents an integer of 1 to 5. From the viewpoints of liquid crystallinity, ease of synthesis, and storage stability, j21 and j22 preferably each independently represent an integer of 1 to 4, more preferably an integer of 1 to 3, and particularly preferably 1 or 2. . J21+j22 preferably represents an integer from 1 to 4, particularly preferably 2 or 3.

Specifically, the compound represented by the formula (2-b) is preferably a compound represented by the following formula (2-b-1) to formula (2-b-33).

(wherein m and n each independently represent an integer of 1 to 18, and R represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, or a cyano group. When the group is an alkyl group having 1 to 6 carbon atoms or an alkoxy group having 1 to 6 carbon atoms, it may be unsubstituted or substituted by one or two or more halogen atoms. These liquid crystal compounds may be used singly or in combination of two or more.

The total content of the above-mentioned positive-wavelength-dispersible bifunctional polymerizable compound is preferably 0 to 30% by mass, more preferably 0 to 20% by mass, based on the total amount of the polymerizable compound used for the polymerizable composition. , particularly preferably contains 0 to 15% by mass.

In addition, when the storage stability of the polymerizable composition is important, the lower limit is preferably 5% by mass or more, and more preferably 10% by mass or more.

(starting agent)

The polymerizable composition of the present invention may optionally contain an initiator. The polymerization initiator used in the polymerizable composition of the present invention is used for polymerizing the polymerizable composition of the present invention. The photopolymerization initiator to be used in the case of polymerization by irradiation is not particularly limited, and a known one can be used to the extent that the alignment state of the polymerizable compound is not inhibited.

For example, 1-hydroxycyclohexyl phenyl ketone "Irgacure 184", 1-(4-isopropylphenyl)-2-hydroxy-2-methylpropan-1-one "Darocur 1116", 2-methyl group -1-[(methylthio)phenyl]-2-N- Lolinylpropane-1 "Irgacure 907", 2,2-dimethoxy-1,2-diphenylethane-1-one "Irgacure 651", 2-benzyl-2-dimethylamino-1- 4-N- Polinylphenyl)-butanone "Irgacure 369"), 2-dimethylamino-2-(4-methylbenzyl)-1-(4-N- Phytyl-phenyl)butan-1-one "Irgacure 379", 2,2-dimethoxy-1,2-diphenylethane-1-one, bis(2,4,6-trimethylbenzene Mercapto)-diphenylphosphine oxide "Lucirin TPO", 2,4,6-trimethylbenzylidene-phenyl-phosphine oxide "Irgacure 819", 1,2-octanedione, 1 -[4-(phenylthio)-,2-(O-benzylidenehydrazide)], ethyl ketone "Irgacure OXE01"), 1-[9-ethyl-6-(2-toluamyl) -9H-carbazol-3-yl]-, 1-(O-ethylidene fluorene) "Irgacure OXE02", "Irgacure OXE04" (above, BASF), 2,4-B 9-oxosulfur (thioxanthone) ("Kayacure DETX" manufactured by Nippon Kayaku Co., Ltd.) and p-dimethylaminobenzoic acid ethyl ester (Kayacure EPA, manufactured by Nippon Kayaku Co., Ltd.), isopropyl 9-oxosulfur ("Quantacure-ITX" by WARD BLEKINSOP) and a mixture of p-dimethylaminobenzoate, "Esacure ONE", "EsacureKIP150", "EsacureKIP160", "Esacure1001M", "EsacureA198", "EsacureKIP IT""EsacureKTO46","EsacureTZT" (manufactured by Lamberti Co., Ltd.), "SpeedCure BMS" by LAMBSON, "SpeedCure PBZ", "diphenyl ketone", etc. Further, as the photocationic initiator, a photoacid generator can be used. Examples of the photoacid generator include a diazodiamine compound, a triphenylsulfonium compound, a benzoquinone compound, a sulfopyridine compound, and three. A compound, a diphenyl iodonium compound, or the like.

The content of the photopolymerization initiator is preferably 0.1 to 10 parts by mass, particularly preferably 1 to 8 parts by mass, per 100 parts by mass of the total of the polymerizable compound contained in the polymerizable composition. These may be used singly or in combination of two or more.

Further, as the thermal polymerization initiator used in the thermal polymerization, a known one can be used, and for example, methyl acetate peroxide, cumene hydroperoxide, benzoyl peroxide, bis (4-tri) can be used. Butylcyclohexyl)peroxydicarbonate, tertiary butyl peroxybenzoate, methyl ethyl ketone peroxide, 1,1-bis(tri-hexyl peroxy) 3,3,5- Trimethylcyclohexane, p-pentyl hydroperoxide, tertiary butyl hydroperoxide, bisisophenylpropyl peroxide, isobutyl peroxide, bis(3-methyl-3-methoxy Organic peroxides such as peroxycarbonate, 1,1-bis(tri-butylperoxy)cyclohexane; 2,2'-azobisisobutyronitrile, 2,2'-azo An azonitrile compound such as bis(2,4-dimethylvaleronitrile); azoquinone such as 2,2'-azobis(2-methyl-N-phenyldiethyl ketoxime) dihydrochloride ( Azoamidine) compound, 2,2'-azobis{2-methyl-N-[1,1-bis(hydroxymethyl)-2-hydroxyethyl]propanamine} and other azoamine compounds, 2 An alkylazo compound such as 2'-azobis(2,4,4-trimethylpentane). The content of the thermal polymerization initiator is preferably 0.1 to 10 parts by mass, particularly preferably 1 to 6 mass%, based on 100 parts by mass of the total of the polymerizable compounds contained in the polymerizable composition. These may be used singly or in combination of two or more.

(Organic solvents)

The polymerizable composition of the present invention may optionally contain an organic solvent. The organic solvent to be used is not particularly limited, but an organic solvent exhibiting good solubility of the polymerizable compound is preferred, and an organic solvent which can be dried at a temperature of 100 ° C or lower is preferred. Examples of such a solvent include aromatic hydrocarbons such as toluene, xylene, cumene, and mesitylene; methyl acetate, ethyl acetate, and ethyl acetate; Ester, butyl acetate, cyclohexyl acetate, 3-butoxymethyl acetate, ethyl lactate and other ester solvents; methyl ethyl ketone, methyl isobutyl ketone, cyclohexanone, cyclopentanone and other ketones a solvent; an ether solvent such as tetrahydrofuran, 1,2-dimethoxyethane or anisole; a guanamine solvent such as N,N-dimethylformamide or N-methyl-2-pyrrolidone; Ethylene glycol monomethyl ether acetate, propylene glycol monomethyl ether acetate, propylene glycol monomethyl ether, propylene glycol diacetate, propylene glycol monomethyl propyl ether, diethylene glycol monomethyl ether acetate, γ - Butyrolactone and chlorobenzene. These may be used alone or in combination of two or more. It is preferable to use at least one of a ketone solvent, an ether solvent, an ester solvent, and an aromatic hydrocarbon solvent in terms of solution stability.

Since the ratio of the organic solvent to be used is usually carried out by coating, the polymerizable composition used in the present invention is not particularly limited as long as it does not significantly impair the state of application, and is preferably relative to the polymerizable composition. The total content of the polymerizable compound contained in the polymer is 50 to 700 parts by mass, more preferably 100 to 650 parts by mass, particularly preferably 150 to 600 parts by mass.

Further, when the polymerizable liquid crystal compound is dissolved in an organic solvent, it is preferably heated and stirred 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 polymerizable liquid crystal compound to be used in the organic solvent, but from the viewpoint of productivity, it is preferably 15 ° C to 130 ° C, more preferably 30. °C~110°C, especially 50°C~100°C.

(additive)

The polymerizable composition of the present invention may be used in order to uniformly coat or use a general-purpose additive for various purposes. For example, a polymerization inhibitor, an antioxidant, an ultraviolet absorber, a leveling agent, an alignment control agent, a chain transfer agent, an infrared absorbing agent, a thixotropic agent, or the like may be added to such an extent that the alignment of the liquid crystal is not remarkably lowered. An additive such as an antistatic agent, a coloring matter, a filler, a palm compound, a non-liquid crystal compound having a polymerizable group, another liquid crystal compound, or an alignment material.

(polymerization inhibitor)

The polymerizable composition of the present invention may contain a polymerization inhibitor as needed. The polymerization inhibitor to be used is not particularly limited, and a known one can be used.

For example, p-methoxyphenol, cresol, tertiary butyl catechol, 3,5-di-tertiary butyl-4-hydroxytoluene, 2,2'-methylene bis (4-methyl) Base-6-tertiary butyl phenol), 2,2'-methylenebis(4-ethyl-6-tertiary butylphenol), 4,4'-thiobis(3-methyl-6 a phenolic compound such as 3-tert-butylphenol), 4-methoxy-1-naphthol, 4,4'-dialkoxy-2,2'-bi-1-naphthol, hydroquinone , methyl hydroquinone, tertiary butyl hydroquinone, p-benzoquinone, methyl-p-benzoquinone, tert-butyl-p-benzoquinone, 2,5-diphenylphenylhydrazine, 2-hydroxyl - 1,4-naphthoquinone, 1,4-naphthoquinone, 2,3-dichloro-1,4-naphthoquinone, anthracene, bis-p-benzoquinone, etc., p-phenylenediamine, 4-amine Diphenylamine, N,N'-diphenyl-p-phenylenediamine, N-isopropyl-N'-phenyl-p-phenylenediamine, N-(1,3-dimethylbutyl) -N'-phenyl-p-phenylenediamine, N,N'-di-2-naphthyl-p-phenylenediamine, diphenylamine, N-phenyl-β-naphthylamine, 4,4-di An amine compound such as dicumyl-diphenylamine or 4,4'-dioctyl-diphenylamine, and thiophene a thioether compound such as di(octadecyl) thiodipropionate, N-nitrosodiphenylamine, N-nitrosophenylnaphthylamine, N-nitrosodinaphthylamine, P-nitrosophenol, nitrosobenzene, p-nitrosodiphenylamine, α-nitroso-β-naphthol, etc., N,N-dimethyl-nitrosoaniline, p-nitroso Phenylamine, p-nitrosodimethylamine, p-nitroso-N,N-diethylamine, N-nitrosethanolamine, N-nitrosodi-n-butylamine, N-nitrogen --N-n-butyl-4-butanolamine, N-nitroso-diisopropanolamine, N-nitroso-N-ethyl-4-butanolamine, 5-nitroso-8 -hydroxyquinoline, N-nitroso Porphyrin, N-nitroso-N-phenylhydroxylamine ammonium salt, nitrosobenzene, 2,4,6-tri-tertiary butyl nitrosobenzene, N-nitroso-N-methyl- p-Toluenesulfonamide, N-nitroso-N-ethylamine ester, N-nitroso-N-n-propylamine ester, 1-nitroso-2-naphthol, 2-nitroso- 1-naphthol, sodium 1-nitroso-2-naphthol-3,6-sulfonate, sodium 2-nitroso-1-naphthol-4-sulfonate, 2-nitroso-5- A nitroso compound such as a benzyl phenol hydrochloride or a 2-nitroso-5-methylamino phenol hydrochloride.

The amount of the polymerization inhibitor to be added is preferably 0.01 to 2.0 parts by mass, more preferably 0.05 to 1.0, based on 100 parts by mass of the total of the polymerizable compound contained in the polymerizable composition. Quantities.

(Antioxidants)

The polymerizable composition of the present invention may contain an antioxidant or the like as needed. Examples of such a compound include a hydroquinone derivative, a nitrosamine-based polymerization inhibitor, and a hindered phenol-based antioxidant. More specifically, a tertiary butyl p-benzoate is exemplified. Diphenol, "Q-1300", "Q-1301" of Wako Pure Chemical Industries, Ltd., pentaerythritol [3-(3,5-di-tri-butyl-4-hydroxyphenyl)propionate "IRGANOX1010", thiodiethylidene bis[3-(3,5-di-tri-butyl-4-hydroxyphenyl)propionate "IRGANOX1035", octadecyl-3-(3,5- Di-tertiary butyl-4-hydroxyphenyl)propionate "IRGANOX1076", "IRGANOX1135", "IRGANOX1330", 4,6-bis(octylthiomethyl)-o-cresol "IRGANOX1520L", "IRGANOX1726" "IRGANOX245", "IRGANOX259", "IRGANOX3114", "IRGANOX3790", "IRGANOX5057", "IRGANOX565" (above is BASF Co., Ltd.), ADK STAB AO-20, AO by Adico Co., Ltd. -30, AO-40, AO-50, AO-60, AO-80, Sumitomo Chemical Co., Ltd. Sumilizer BHT, Sumilizer BBM-S and Sumilizer GA-80.

The amount of the antioxidant added is preferably 0.01 to 2.0 parts by mass, more preferably 0.05 to 1.0 part by mass, per 100 parts by mass of the total of the polymerizable compound contained in the polymerizable composition.

(UV absorber)

The polymerizable composition of the present invention may contain an ultraviolet absorber or a light stabilizer as needed. The ultraviolet absorber or the light stabilizer to be used is not particularly limited, and it is preferably one which can improve the light resistance of an optical anisotropic body or an optical film.

Examples of the ultraviolet absorber include 2-(2-hydroxy-5-tert-butylphenyl)-2H-benzotriazole "TINUVIN PS", "TINUVIN 99-2", and "TINUVIN 109". "TINUVIN 213", "TINUVIN 234", "TINUVIN 326", "TINUVIN 328", "TINUVIN 329", "TINUVIN 384-2", "TINUVIN 571", 2-(2H-benzotriazol-2-yl -4,6-bis(1-methyl-1-phenylethyl)phenol "TINUVIN 900", 2-(2H-benzotriazol-2-yl)-6-(1-methyl-1 -Phenylethyl)-4-(1,1,3,3-tetramethylbutyl)phenol "TINUVIN 928", "TINUVIN 1130", "TINUVIN 400", "TINUVIN 405", 2,4-double [2-hydroxy-4-butoxyphenyl]-6-(2,4-dibutoxyphenyl)-1,3,5-three "TINUVIN 460", "TINUVIN 479", "TINUVIN 5236" (above, BASF Corporation), "ADK STAB LA-32", "ADK STAB LA-34", "ADK STAB LA-36", "ADK STAB LA-31", "ADK STAB 1413", "ADK STAB LA-51" (above, Adico Co., Ltd.).

Examples of the light stabilizer include "TINUVIN 111FDL", "TINUVIN 123", "TINUVIN 144", "TINUVIN 152", "TINUVIN 292", "TINUVIN 622", "TINUVIN 770", "TINUVIN 765", and " TINUVIN 780", "TINUVIN 905", "TINUVIN 5100", "TINUVIN 5050", "TINUVIN 5060", "TINUVIN 5151", "CHIMASSORB 119FL", "CHIMASSORB 944FL", "CHIMASSORB 944LD" (above is BASF Corporation) System), "ADK STAB LA-52", "ADK STAB LA-57", "ADK STAB LA-62", "ADK STAB LA-67", "ADK STAB LA-63P", "ADK STAB LA-68LD" "ADK STAB LA-77", "ADK STAB LA-82", "ADK STAB LA-87" (above, Adico Co., Ltd.).

(leveling agent)

The polymerizable composition of the present invention may contain a leveling agent as needed. The leveling agent to be used is not particularly limited, and is preferably used to reduce film thickness unevenness in the case of forming a film such as an optical anisotropic body or an optical film. As the above leveling agent, an alkyl carboxylate, an alkyl phosphate, an alkyl sulfonate, a fluoroalkyl carboxylate, a fluoroalkyl phosphate, a fluoroalkyl sulfonate, or a polyoxyethylene derivative may be mentioned. , fluoroalkyl oxirane derived , polyethylene glycol derivatives, alkyl ammonium salts, fluoroalkyl ammonium salts, and the like.

Specifically, "MEGAFACE F-114", "MEGAFACE F-251", "MEGAFACE F-281", "MEGAFACE F-410", "MEGAFACE F-430", "MEGAFACE F-444", "MEGAFACE" F-472SF, MEGAFACE F-477, MEGAFACE F-510, MEGAFACE F-511, MEGAFACE F-552, MEGAFACE F-553, MEGAFACE F-554, MEGAFACE F -555", "MEGAFACE F-556", "MEGAFACE F-557", "MEGAFACE F-558", "MEGAFACE F-559", "MEGAFACE F-560", "MEGAFACE F-561", "MEGAFACE F-" 562", "MEGAFACE F-563", "MEGAFACE F-565", "MEGAFACE F-567", "MEGAFACE F-568", "MEGAFACE F-569", "MEGAFACE F-570", "MEGAFACE F-571" "MEGAFACE R-40", "MEGAFACE R-41", "MEGAFACE R-43", "MEGAFACE R-94", "MEGAFACE RS-72-K", "MEGAFACE RS-75", "MEGAFACE RS-" 76-E", "MEGAFACE RS-76-NS", "MEGAFACE RS-90", "MEGAFACE EXP.TF-1367", "MEGAFACE EXP.TF1437", "MEGAFACE EXP.TF1537", "MEGAFACE EXP.TF- 2066", "MEG AFACE DS-21" (above), "FTERGENT 100", "FTERGENT 100C", "FTERGENT 110", "FTERGENT 150", "FTERGENT 150CH", "FTERGENT 100A-K", "FTERGENT" 300", "FTERGENT 310", "FTERGENT 320", "FTERGENT 400SW", "FTERGENT 251", "FTERGENT 215M", "FTERGENT 212M", "FTERGENT 215M", "FTERGENT 250", "FTERGENT 222F", "FTERGENT" 212D", "FTX-218", "FTERGENT 209F", "FTERGENT 245F", "FTERGENT 208G", "FTERGENT 240G", "FTERGENT212P", "FTERGENT 220P", "FTERGENT 228P", "DFX" -18", "FTERGENT 601AD", "FTERGENT 602A", "FTERGENT 650A", "FTERGENT 750FM", "FTX-730FM", "FTERGENT 730FL", "FTERGENT 710FS", "FTERGENT 710FM", "FTERGENT 710FL", "FTERGENT 750LL", "FTX-730LS", "FTERGENT 730LM" (above is Nios Co., Ltd.), "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", "BYK-Silclean3700" (above, BYK Co., Ltd.), "TEGO Rad2100", "TEGO Rad2011", "TEGO Rad2200N", " TEGO Rad2250", "TEGO Rad2300" , TEGO Rad2500, TEGO Rad2600, TEGO Rad2650, TEGO Rad2700, TEGO Flow300, TEGO Flow370, TEGO Flow425, TEGO Flow ATF2, TEGO Flow ZFS460, TEGO Glide100", "TEGO Glide110", "TEGO Glide130", "TEGO Glide410", "TEGO Glide411", "TEGO Glide415", "TEGO Glide432", "TEGO Glide440", "TEGO Glide450", "TEGO Glide482", "TEGO" Glide A115", "TEGO Glide B1484", "TEGO Glide ZG400", "TEGO Twin4000", "TEGO Twin4100", "TEGO Twin4200", "TEGO Wet240", "TEGO Wet250", "TEGO Wet260", "TEGO Wet265" "TEGO Wet270", "TEGO Wet280", "TEGO Wet500", "TEGO Wet505", "TEGO Wet510", "TEGO Wet520", "TEGO Wet KL245" (above Evonik Industries, Inc.), "FC-4430", "FC-4432" (above is 3M Japan Co., Ltd.), "Unidyne NS" (above is Daikin Industries Co., Ltd.), "Surflon S-241", "Surflon S-242" "Surflon S-243", "Surflon S-420", "Surflon S-611", "Surflon S-651", "Surflon S-386" (above is AGC Qingmei Chemical Co., Ltd.), "DISPARLON" OX-880EF", "DISPARLON OX-881", "DISPARLON OX-883", "DISPARLON OX-77EF", "DISPARLON OX-710", "DISPARLON 1922", "DISPARLON 1927", "DISPARLON 1958", "DISPARLON" P-410EF, DISPARLON P-420, DISPARLON P-425, DISPARLON PD-7, DISPARLON 1970, DISPARLON 230, DISPARLON LF-1980, DISPARLON LF-1982 DISPARLON LF-1983, DISPARLON LF-1084, DISPARLON LF-1985, DISPARLON LHP-90, DISPARLON LHP-91, DISPARLON LHP-95, DISPARLON LHP-96, DISPARLON OX-715", "DISPARLON 1930N", "DISPARLON 1931", "DISPARLON 1933", DISPARLON 1934, DISPARLON 1711EF, DISPARLON 1751N, DISPARLON 1761, DISPARLON LS-009, DISPARLON LS-001, DISPARLON LS-050 (above) , "PF-151N", "PF-636", "PF-6320", "PF-656", "PF-6520", "PF-652-NF", "PF-3320" (above is Onofrio) Answer company system), "Polyflow No.7", "Polyflow No.50E", "Polyflow No.50EHF", "Polyflow No.54N", "Polyflow No.75", "Polyflow N0.77", "Polyflow No .85", "Polyflow No.85HF", "Polyflow No.90", "Polyflow No.90D-50", "Polyflow No.95", "Polyflow No.99C", "Polyflow KL-400K", "Polyflow KL-400HF, Polyflow KL-401, Polyflow KL-402, Polyflow KL-403, Polyflow KL-100, Polyflow LE-604, Polyflow KL -700", "Flowlen AC-300", "Flowlen AC -303", "Flowlen AC-324", "Flowlen AC-326F", "Flowlen AC-530", "Flowlen AC-903", "Flowlen AC-903HF", "Flowlen AC-1160", "Flowlen AC-" 1190", "Flowlen AC-2000", "Flowlen AC-2300C", "Flowlen AO-82", "Flowlen AO-98", "Flowlen AO-108" (above is Kyoeisha Chemical Co., Ltd.), "L-7001", "L-7002", "8032ADDITIVE", "57ADDTIVE", "L-7064", "FZ-2110", "FZ-2105", "67ADDTIVE", "8616ADDTIVE" (above is Toray Dow An example of Silicone Co., Ltd.).

The amount of the leveling agent to be added is preferably from 0.01 to 2.0 parts by mass, more preferably from 0.05 to 0.5 parts by mass, per 100 parts by mass of the total amount of the polymerizable compound contained in the polymerizable composition.

Further, in the case where the polymerizable composition of the present invention is formed into an optical anisotropic body by using the above-mentioned leveling agent, the tilt angle of the air interface may be effectively reduced.

(Alignment control agent)

The polymerizable composition of the present invention may contain an alignment controlling agent in order to control the alignment state of the liquid crystalline compound. As the alignment control agent to be used, a liquid crystal compound is substantially horizontally aligned with respect to the substrate, substantially vertically aligned, and substantially blended and aligned. Further, in the case where a palm compound is added, a substantially planar alignment person can be cited. As described above, the horizontal alignment and the planar alignment are sometimes induced by the surfactant. However, those which can induce various alignment states are not particularly limited, and known conventional ones can be used.

As such an alignment control agent, for example, an effect of effectively reducing the inclination angle of the air interface when the optically anisotropic body is formed, and having a weight average molecular weight of a repeating unit represented by the following general formula (8) is 100. Above 1,000,000 compounds.

(wherein R ¹¹ , R ¹² , R ¹³ and R ¹⁴ each independently represent a hydrogen atom, a halogen atom or a hydrocarbon group having 1 to 20 carbon atoms, and a hydrogen atom in the hydrocarbon group may be substituted by one or more halogen atoms)

Further, a rod-like liquid crystal compound modified with a fluoroalkyl group, a discotic liquid crystalline compound, or a polymerizable compound containing a long-chain aliphatic alkyl group which may have a branched structure may, for example, be mentioned.

As an effect of effectively increasing the inclination angle of the air interface when the optically anisotropic body is formed, it may be exemplified by nitrocellulose, cellulose acetate, cellulose propionate, cellulose butyrate, and heteroaromatic ring salt. The rod-like liquid crystalline compound is a rod-like liquid crystal compound modified with a cyano group or a cyanoalkyl group.

(chain transfer agent)

The polymerizable composition of the present invention may contain a chain transfer agent in order to further improve the adhesion between the polymer or the optically anisotropic body and the substrate. Examples of the chain transfer agent include halogenated hydrocarbons such as aromatic hydrocarbons, chloroform, carbon tetrachloride, carbon tetrabromide, and bromochloromethane, and octyl mercaptan, n-butyl mercaptan, and n-pentyl sulfur. a thiol compound such as an alcohol, n-hexadecyl mercaptan, n-tetradecyl mercaptan, n-dodecyl mercaptan, a tertiary tetradecyl mercaptan or a tridecyl mercaptan, hexanedithiol (hexane) Dithiol), decane dithiol, 1,4-butanediol bisthiopropionate, 1,4-butanediol bis-mercaptoacetate (1,4 -Butanediol bisthioglycolate), ethyleneglycol bisthioglycolate, ethyleneglycol bisthiopropionate, trimethylol propane tristhioglycolate, trihydroxyl Methylpropane trithiopropionate, trimethylol propane tris (3-mercaptobutylate), pentaerythritol tetrakis (thioglycolate) ), neopentyl alcohol tetrathiopropionate, tris(2-hydroxyethyl) trimeric isocyanate (trim) Ercaptopropionic acid tris(2-hydroxyethyl)isocyanurate), 1,4-dimethyl mercapto-benzene, 2,4,6-trimethyl-symmetric , 2-(N,N-dibutylamino)-4,6-dimercapto-symmetric three a thiol compound, dimethyl xanthogen disulfide, diethyl xanthogen disulfide, diisopropyl xanthogen disulfide, tetramethylthiuram disulfide Sulfate compound such as tetramethylthiuram disulfide), tetraethylthiuram disulfide, tetrabutyl thiuram disulfide, N,N-dimethylaniline, N,N-divinylaniline, Pentabenzeneethane, α-methylstyrene dimer, acrolein, allyl alcohol, terpinolene, α-terpinene, γ-terpinene, dipentene, etc., more preferably 2, 4 - Diphenyl-4-methyl-1-pentene, a thiol compound.

Specifically, a compound represented by the following general formulae (9-1) to (9-12) is preferred.

In the formula, R ⁹⁵ represents an alkyl group having 2 to 18 carbon atoms, and the alkyl group may be a straight chain or a branched chain, and one or more methylene groups of the alkyl group may also have an oxygen atom and a sulfur atom. Instead of being directly bonded to each other, it is substituted by an oxygen atom, a sulfur atom, -CO-, -OCO-, -COO- or -CH=CH-, and R ⁹⁶ represents an alkylene group having 2 to 18 carbon atoms. One or more methylene groups in the group may be substituted by an oxygen atom, a sulfur atom, -CO-, -OCO-, -COO- or -CH=CH- in such a manner that the oxygen atom and the sulfur atom are not directly bonded to each other.

The chain transfer agent is preferably added in the step of preparing the polymerizable solution by mixing the polymerizable liquid crystal compound in an organic solvent and heating and stirring, but may be added in the subsequent step of mixing the polymerization initiator in the polymerizable solution, or It can also be added in two steps.

The amount of the chain transfer agent to be added is preferably from 0.5 to 10 parts by mass, more preferably from 1.0 to 5.0 parts by mass, per 100 parts by mass of the total of the polymerizable compound contained in the polymerizable composition.

Further, in order to adjust the physical properties, a liquid crystal compound or the like which is not polymerizable may be added as needed. The polymerizable compound having no liquid crystal property is preferably added in a step of preparing a polymerizable solution by mixing a polymerizable compound in an organic solvent and heating and stirring, but a liquid crystal compound which is not polymerizable or the like may be used in the subsequent polymerization. Adding in the step of mixing the polymerizable solution, or in two steps Add to. The amount of the compound to be added is preferably 20 parts by mass or less, more preferably 10 parts by mass or less, and still more preferably 5 parts by mass based on 100 parts by mass of the total of the polymerizable compounds contained in the polymerizable composition. Below the mass.

(infrared absorber)

The polymerizable composition of the present invention may contain an infrared absorbing agent as needed. The infrared ray absorbing agent to be used is not particularly limited, and may be a well-known person in a range that does not disturb the alignment property.

Examples of the infrared ray absorbing agent include a cyanine compound, an indigo compound, a naphthoquinone compound, a dithiol compound, a diimmonium compound, an azo compound, and an aluminum salt.

Specifically, "NIR-IM1" of the diimmonium salt type, "NIR-AM1" of the aluminum salt type (the above is manufactured by Nagase Chemical Co., Ltd.), "Karenz IR-T", " "Karenz IR-13F" (above is Showa Denko Co., Ltd.), "YKR-2200", "YKR-2100" (above is Yamamoto Chemical Co., Ltd.), "IRA908", "IRA931", "IRA955", "IRA1034" (the above is INDECO Co., Ltd.) and so on.

(antistatic agent)

The polymerizable composition of the present invention may contain an antistatic agent as needed. The antistatic agent to be used is not particularly limited, and may be a well-known person in a range that does not disturb the alignment property.

Examples of the antistatic agent include a polymer compound having at least one sulfonate group or phosphate group in the molecule, a compound having a quaternary ammonium salt, and a surfactant having a polymerizable group.

Among them, a surfactant having a polymerizable group is preferable, for example, among a surfactant having a polymerizable group, and examples of the anion include "Antox SAD" and "Antox MS-2N" (above is Japan) "Equalant KH-05", "Aqualon KH-10", "Aqualon KH-20", "Aqualon KH-0530", "Aqualon KH-1025" (above) "First Industrial Pharmaceutical Co., Ltd.", "Adeka Reasoap SR-10N", "Adeka Reasoap SR-20N" (made by Adico Co., Ltd.), "Latemul PD-104" (made by Kao Co., Ltd.), etc. The alkyl ether system, "Latemul S-120", "Latemul S-120A", "Latemul S-180P", "Latemul S-180A" (above is Kao Co., Ltd.), "Eleminol JS-2" ( Sulfonic succinates such as Sanyo Chemical Co., Ltd., "Aqualon H-2855A", "Aqualon H-3855B", "Aqualon H-3855C", "Aqualon H-3856", "Aqualon HS-05" "Aqualon HS-10", "Aqualon HS-20", "Aqualon HS-30", "Aqualon HS-1025", "Aqualon BC-05", "Aqualon BC-10", "Aqualon BC-20" "Aqualon BC-1025", "Aqualon BC-2020" (above the first industrial pharmaceutical company), "Adeka Reasoap SDX-222", "Adeka Reasoap SDX-223", "Adeka Reasoap SDX-232" , "Adeka Reasoap SDX-233", "Adeka Reasoap SDX-259", "Adeka Reasoap SE-10N", "Adeka Reasoap SE-20N" (The above is an alkyl phenyl ether or alkyl phenyl ester system, etc.), "Antox MS-60", "Antox MS-2N" (above, manufactured by Nippon Emulsifier Co., Ltd.) "Eleminol RS-30" (manufactured by Sanyo Chemical Co., Ltd.), etc., "H-3330P" (manufactured by Daiichi Kogyo Co., Ltd.), "Adeka Reasoap PP-70" Phosphate ester system (made by Aidike Co., Ltd.).

On the other hand, among the surfactants having a polymerizable group, examples of the nonionic group include "Antox LMA-20", "Antox LMA-27", "Antox EMH-20", and "Antox LMH". -20", "Antox SMH-20" (above is made by Japan Emulsifier Co., Ltd.), "Adeka Reasoap ER-10", "Adeka Reasoap ER-20", "Adeka Reasoap ER-30", "Adeka Reasoap ER" -40" (above is Adico Co., Ltd.), alkyl ethers such as "Latemul PD-420", "Latemul PD-430", and "Latemul PD-450" (above Kao Co., Ltd.) , "Aqualon RN-10", "Aqualon RN-20", "Aqualon RN-30", "Aqualon RN-50", "Aqualon RN-2025" (above is First Industrial Pharmaceutical Co., Ltd.) System, "Adeka Reasoap NE-10", "Adeka Reasoap NE-20", "Adeka Reasoap NE-30", "Adeka Reasoap NE-40" (above, Adico Co., Ltd.) A (meth) acrylate sulfate system such as "RMA-564", "RMA-568", or "RMA-1114" (the above is manufactured by Nippon Emulsifier Co., Ltd.) .

Examples of other antistatic agents include polyethylene glycol (meth) acrylate, methoxy polyethylene glycol (meth) acrylate, and ethoxy polyethylene glycol (meth) acrylate. Propoxy polyethylene glycol (meth) acrylate, n-butoxy polyethylene glycol (meth) acrylate, n-pentoxy polyethylene glycol (meth) acrylate, benzene Oxypolyethylene glycol (meth) acrylate, polypropylene glycol (meth) acrylate, methoxy polypropylene glycol (meth) acrylate, ethoxylated polypropylene glycol (meth) acrylate, propoxy poly Propylene glycol (meth) acrylate, n-butoxy polypropylene glycol (meth) acrylate, n-pentyloxy polypropylene glycol (meth) acrylate, phenoxy polypropylene glycol (meth) acrylate, polybutylene Alcohol (meth) acrylate, methoxy-polybutylene glycol (meth) acrylate, phenoxytriethylene glycol (meth) acrylate, hexaethylene glycol (methyl) Acrylate, methoxyhexaethylene glycol (meth) acrylate, and the like.

These antistatic agents may be used alone or in combination of two or more. The amount of the antistatic agent to be added is preferably 0.001 to 10 parts by weight, more preferably 0.01 to 5 parts by weight, per 100 parts by mass of the total of the polymerizable compound contained in the polymerizable composition.

(pigment)

The polymerizable composition of the present invention may contain a coloring matter as needed. The coloring matter to be used is not particularly limited, and may be a well-known person in a range that does not disturb the alignment property.

Examples of the dye include a dichroic dye, a fluorescent dye, and the like. Examples of such a coloring matter include a polyazo dye, an anthraquinone dye, a cyanine dye, an anthraquinone dye, an anthraquinone dye, a perinone dye, a squarylium dye, and the like. In view of the above, the pigment is preferably a pigment exhibiting liquid crystallinity.

For example, U.S. Patent 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., "Light Polarization 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, GWGray, HWSpiessm, V.Vill Ed, Willey-VCH, P.981-1007 (1998), Dichroic Dyes for Liquid Crystal Display AVlvashchenko CRC Press, 1994, and "New Development of Functional Pigment Markets", Chapter 1, Page 1, 1994 , CMC Co., Ltd., such as the pigment described in the light.

Examples of the dichroic dye include the following formula (d-1) to formula (d-9).

The amount of the dye to be added to the polymerizable composition is preferably 0.001 to 20 parts by weight, more preferably 0.01 to 10 parts by weight, per 100 parts by mass of the total of the polymerizable compound contained in the polymerizable composition. .

(filler)

The polymerizable composition of the present invention may contain a filler as needed. The filler to be used is not particularly limited, and may be a known one insofar as it does not lower the thermal conductivity of the obtained polymer.

Examples of the filler include inorganic fillers such as alumina, titanium white, aluminum hydroxide, talc, clay, mica, barium titanate, zinc oxide, and glass fibers, and metal powders or nitriding such as silver powder and copper powder. Aluminum, boron nitride, tantalum nitride, gallium nitride, tantalum carbide, bitter soil (alumina), vermiculite, crystalline vermiculite (yttria), molten vermiculite (yttria), graphite, nanofiber-containing carbon fiber A thermally conductive filler such as carbon fiber or a silver nanoparticle.

Specifically, examples of the alumina include DAM-70, DAM-45, and DAM-. 07, DAM-05, DAW-45, DAW-05, DAW-03, ASFP-20 (above), AL-43-KT, AL-47-H, AL-47-1 , AL-160SG-3, AL-43-BE, AS-30, AS-40, AS-50, AS-400, CB-P02, CB-P05 (above is Showa Denko Co., Ltd.), A31, A31B , A32, A33F, A41A, A43A, MM-22, MM-26, MM-P, MM-23B, LS-110F, LS-130, LS-210, LS-242C, LS-250, AHP300 (above is Japan) Light Metal Co., Ltd.), AA-03, AA-04, AA-05, AA-07, AA-2, AA-5, AA-10, AA-18 (above is Sumitomo Chemical Co., Ltd.), as Titanium white can be exemplified by G-1, G-10, F-2, F-4, and F-6 (the above are manufactured by Showa Denko Co., Ltd.), TAF-520, TAF-500, TAF-1500, and TM-1. , TA-100C, TA-100CT (above is Fuji Titanium Industry Co., Ltd.), MT-01, MT-10EX, MT-05, MT-100S, MT-100TV, MT-100Z, MT-150EX, MT- 100AQ, MT-100WP, MT-100SA, MT-100HD, MT-300HD, MT-500SA, MT-600SA, MT-700HD (above is made by Dihua Co., Ltd.), TTO-51(A), TTO-51 (C), TTO-55 (A), TTO-55 (B), TTO-55 (C), TTO-55 (D) , TTO-S-1, TTO-S-2, TTO-S-3, TTO-S-4, MPT-136, TTO-V-3 (above is Ishihara Sangyo Co., Ltd.), as aluminum hydroxide Listed as: B-309, B-309 (above is made by Ba Industrial Co., Ltd.), BA173, BA103, B703, B1403, BF013, BE033, BX103, BX043 (above is manufactured by Nippon Light Metal Co., Ltd.), as talc :NANO ACE D-1000, NANO ACE D-800, MICRO ACE SG-95, MICRO ACE P-8, MICRO ACE P-6 (above is NIPPON TALC Co., Ltd.), FH104, FH105, FL108, FG106, MG115 , FH104S, ML112S (the above is made by FUJI TALC INDUSTRIAL Co., Ltd.), and as mica, Y-1800, TM-10, A-11, SJ-005 (the above is manufactured by YAMAGUCHI MICA Co., Ltd.), as titanic acid钡 can be listed as: BT-H9DX, HF-9, HF-37N, HF-90D, HF-120D, HT-F (above is KCM Co., Ltd.), BT-100, HPBT series (above is Fuji Titanium Industry Co., Ltd.), BT series (manufactured by Suga Chemical Industry Co., Ltd.), Palceram BT (manufactured by Nippon Chemical Industry Co., Ltd.), as oxidation Examples of zinc include FINEX-30, FINEX-30W-LP2, FINEX-50, FINEX-50S-LP2, and XZ-100F (above, 堺Chemical Industries, Ltd.), FZO-50 (made by Ishihara Sangyo Co., Ltd.) , MZ-300, MZ-306X, MZY-505S, MZ-506X, MZ-510HPSX (above is made by Dihua Co., Ltd.), as glass fiber, CS6SK-406, CS13C-897, CS3PC-455, CS3LCP -256 (above is Nitto Spin Co., Ltd.), ECS03-615, ECS03-650, EFDE50-01, EFDE50-31 (above is Central Glass Co., Ltd.), ACS6H-103, ACS6S-750 (above is Nippon Electric Glass) Co., Ltd., as a silver powder, may be exemplified by spherical silver powder AG3, AG4, flake silver powder FA5, FA2 (above, DOWA HIGHTECH Co., Ltd.), SPQ03R, SPN05N, SPN08S, Q03R (above is Mitsui Metals Mining Co., Ltd.) Company system), AY-6010, AY-6080 (above is Tianzhong precious metal stocks) Co., Ltd.), ASP-100 (Aida Chemical Industry Co., Ltd.), silver coated powder AG/SP (manufactured by Mitsubishi Materials Electronic Co., Ltd.), as copper powder, MA-O015K, MA-O02K, MA-O025K (above is Mitsui Metal Expansion Co., Ltd.), electrolytic copper powder # 52-C, # 6 (above is JX Nippon Mining & Metal Co., Ltd.), 10% silver-clad copper-HWQ (Futian Metal Foil Powder Industry Co., Ltd.), copper powder Type-A, Type-B (above is DOWA ELECTRONICS MATERIALS Co., Ltd.), UCP-030 (manufactured by Sumitomo Metals Co., Ltd.), as Examples of the aluminum nitride include H grade, E grade, and HT grade (the above are manufactured by Toyama Co., Ltd.), TOYAL TecFiller TFS-A05P, TOYAL TecFiller TFZ-A02P (above, manufactured by Toyo Aluminum Co., Ltd.), ALN020BF, ALN050BF. , ALN020AF, ALN050AF, ALN020SF (above), FAN-f05, FAN-f30 (above is Furukawa Electronics Co., Ltd.), as boron nitride, DENKA Boron Nitride SGP, DENKA Boron Nitride MGP, DENKA Boron Nitride GP, DENKA Boron Nitride HGP, DENKA Boron Nitride SP-2, DENKA Boron Nitride SGPS (above, Electric Chemical Industry Co., Ltd.), UHP-S1, UHP-1K, UHP -2, UHP-EX (above is Showa Denko Co., Ltd.), as lanthanum nitride, SN-9, SN-9S, SN-9FWS, SN-F1, SN-F2 (the above are the shares of the electrical and chemical industry) Co., Ltd.), CF0027, CF0093, CF0018, CF0033 (above is Nippon Frit Co., Ltd.), as carbon carbide 矽 can be listed as: GMF-H type, GMF-H2 type, GMF-LC type (the above is limited by Pacific Rundum) Company), HSC1200, HSC1000, HSC059, HSC059I, HSC007 (above is made by Ba Industrial Co., Ltd.), as a meteorite, singly: sylysia (Fuji Silisia Chemical Co., Ltd.), AEROSIL R972, AEROSIL R104, AEROSIL R202, AEROSIL 805, AEROSIL R812, AEROSIL R7200 (above is made by Japan Aerosil Co., Ltd.), Reolosil series (made by Tokuyama Co., Ltd.), and as crystalline vermiculite (manganese oxide), CMC-12, VX- S, VX -SR (above is Longsen Co., Ltd.), and as fused vermiculite (矽3), FB-3SDC, FB-3SDX, SFP-30M, SFP-20M, SFP-30MHE, SFP-130MC, UFP -30 (the above is made by Electric Chemical Industry Co., Ltd.), excelica series (made by Tokuyama Co., Ltd.), and as alumina, AEROXIDE Alu C and AEROXIDE Alu 65 (the above is made by Japan Aerosil Co., Ltd.) As carbon fiber or graphite, torayca mildfiber MLD-30, torayca mildfiber MLD-300 (above, Toray Co., Ltd.), CFMP-30X, CFMP-150X (above, Nippon Polymer Sangyo Co., Ltd.), XN-100, HC-600 (above is Nippon Graphite Fiber Co., Ltd.), SWeNT SG65, SWeNT SGi, IsoNanoTubes-M, IsoNanoTubes-S, PureTubes, Pyrograf PR-25-XT-PS, PR-25XT-LHT ( The above is Sigma-Aldrich Co., Ltd.).

These fillers may be used alone or in combination of two or more. About the above filler The amount of addition is preferably from 0.01 to 80 parts by weight, more preferably from 0.1 to 50 parts by weight, per 100 parts by mass of the total of the polymerizable compound contained in the polymerizable composition.

(palm compound)

The polymerizable composition of the present invention may contain a palm compound in order to obtain a palmitic nematic phase. The palm compound itself does not need to exhibit liquid crystallinity, and may have a polymerizable group or may have no polymerizable group. Further, the spiral direction of the palm compound can be appropriately selected depending on the intended use of the polymer.

The palm compound having a polymerizable group is not particularly limited, and a known one can be used, but a palm compound having a large helical torque (HTP) is preferable. Further, the polymerizable group is preferably a vinyl group, a vinyloxy group, an allyl group, an allyloxy group, an acryloxy group, a methacryloyloxy group, a glycidyl group, or an oxygen group. Oxetanyl, particularly preferably acryloxy, epoxypropyl or oxetane.

The blending amount of the palm compound is appropriately adjusted according to the spiral inductive force of the compound, but preferably 0.5 to 80 by mass based on the total amount of the liquid crystalline compound and the palm compound having a polymerizable group. More preferably, it contains 3 to 50 parts by mass, and particularly preferably contains 5 to 30 parts by mass.

Specific examples of the palm compound include compounds represented by the following formulas (10-1) to (10-4), but are not limited to the following formulas.

In the above formula, Sp ^5a and Sp ^5b each independently represent an alkylene group having from 0 to 18 carbon atoms, and the alkylene group may be one or more halogen atoms, a CN group or a carbon atom having a polymerizable functional group. the alkyl group substituted to 8, in this group the presence of a CH ₂ group or two or more of the CH ₂ group adjacent thereto may form independently of one another are each an oxygen atom not directly bonded to each of the -O- , -S-, -NH-, -N(CH ₃ )-, -CO-, -COO-, -OCO-, -OCOO-, -SCO-, -COS- or -C≡C-substitution, A1 A2, A3, A4, A5 and A6 each independently represent 1,4-phenylene, 1,4-cyclohexylene, 1,4-cyclohexenyl, tetrahydropyran-2,5-diyl, 1,3-two Alkano-2,5-diyl, tetrahydrothiopyran-2,5-diyl, 1,4-bicyclo(2,2,2) octyl, decahydronaphthalene-2,6-diyl, pyridine- 2,5-diyl, pyrimidine-2,5-diyl, pyridyl -2,5-diyl, thiophene-2,5-diyl-, 1,2,3,4-tetrahydronaphthalene-2,6-diyl, 2,6-anthranyl, phenanthrene-2,7 -diyl, 9,10-dihydrophenanthrene-2,7-diyl, 1,2,3,4,4a,9,10a-octahydrophenanthrene-2,7-diyl, 1,4-anthracene Benzo,benzo[1,2-b:4,5-b']dithiophene-2,6-diyl,benzo[1,2-b:4,5-b']dithiophene-2, 6-diyl, [1] benzothieno[3,2-b]thiophene-2,7-diyl, [1]benzoselenopheno[3,2-b]selenophene-2,7- Dibasic or 茀-2,7-diyl, n, l and k each independently represent 0 or 1, and become 0≦n+l+k≦3, m5 represents 0 or 1, Z0, Z1, Z2, Z3, Z4, Z5 and Z6 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 -, -CONH-, -NHCO-, carbon number 2 ~10 may also have an alkyl or single bond of a halogen atom, and R ^5a and R ^5b 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 more than one halogen. atoms or CN, the presence of this group of more than one CH ₂ group or two of the adjacent CH ₂ groups may independently of one another are each an oxygen atom to The forms in which the sub-bonds are not directly bonded to each other are -O-, -S-, -NH-, -N(CH ₃ )-, -CO-, -COO-, -OCO-, -OCOO-, -SCO-, - COS- or -C≡C-substituted, or R ^5a and R ^{5b are} preferably represented by the formula (10-a), -P ^5a (10-a)

(wherein ^P5a represents a polymerizable functional group, and Sp ^5a represents the same meaning as Sp ¹ )

P ^5a represents a substituent selected from a polymerizable group represented by the following formula (P-1) to formula (P-20).

More specific examples of the above-mentioned palm compound include compounds represented by the following formula (10-5) to formula (10-38).

In the above formula, m and n each independently represent an integer of 1 to 10, and R represents a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, or a fluorine atom, and when a plurality of R are present, they may be the same or different.

Specific examples of the palm compound having no polymerizable group include, for example, Cholesterol-based cholesteryl citrate cholesterol, stearic acid cholesterol, "CB-15" and "C-15" manufactured by BDH, which has a 2-methylbutyl group as a palm base, manufactured by Merck. "S-1082", "CM-19", "CM-20", and "CM" manufactured by Chisso Corporation, "S-811" manufactured by Merck, which has a 1-methylheptyl group as a palm. "CM-21" and "CM-22" made by Chisso Corporation.

In the case of adding a palm compound, although depending on the use of the polymer of the polymerizable liquid crystal composition of the present invention, it is preferred to add the thickness (d) of the obtained polymer divided by the value of the helical pitch (P) ( d/P) is an amount in the range of 0.1 to 100, more preferably in the range of 0.1 to 20.

(non-liquid crystalline compound having a polymerizable group)

The polymerizable composition of the present invention has a polymerizable group, but a compound which is not a liquid crystal compound may be added. Such a compound is not particularly limited as long as it is generally considered to be a polymerizable monomer or a polymerizable oligomer in the technical field. In the case of the addition, it is preferably 15 parts by mass or less, and more preferably 10 parts by mass or less, based on 100 parts by mass of the total of the polymerizable compounds contained in the polymerizable composition.

Specific examples thereof include methyl (meth) acrylate, ethyl (meth) acrylate, 2-hydroxyethyl acrylate, propyl (meth) acrylate, and 2-hydroxypropyl (methyl) Acrylate, butyl (meth) acrylate, isobutyl (meth) acrylate, 4-hydroxybutyl (meth) acrylate, 2-hydroxybutyl (meth) acrylate, octyl ( Methyl) acrylate, 2-ethylhexyl (meth) acrylate, dodecyl (meth) acrylate, stearyl (meth) acrylate, cyclohexyl (meth) acrylate , dicyclopentanyloxylethyl (meth) acrylate, isodecyl oxyethyl (meth) acrylate, isodecyl (meth) acrylate, adamantyl (Meth) acrylate, dimethyl adamantyl (meth) acrylate, dicyclopentanyl (meth) acrylate, dicyclopentenyl (meth) acrylate, methoxyethyl ( Methyl) acrylate, ethyl carbitol (meth) acrylate, tetrahydrofurfuryl (meth) acrylate, benzyl (meth) acrylate, phenoxy ethyl (meth) acrylate, 2-phenoxy diethylene glycol (Meth) acrylate, 2-hydroxy-3-phenoxyethyl (meth) acrylate, (2-methyl-2-ethyl-1,3-dioxalate-4-yl) A (meth) acrylate, (3-ethyloxaindole-3-yl)methyl (meth) acrylate, o-phenylphenol ethoxy (meth) acrylate, dimethylamino (methyl) Acrylate, diethylamino (meth) acrylate, 2,2,3,3,3-pentafluoropropyl (meth) acrylate, 2,2,3,4,4,4-hexafluoro Butyl (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) acrylate, 1H-1-(trifluoromethyl)trifluoroethyl (meth) acrylate, 1H, 1H, 3H-hexafluorobutyl (Meth) acrylate, 1,2,2,2-tetrafluoro-1-(trifluoromethyl)ethyl (meth) acrylate, 1H, 1H-pentafluorooctyl (meth) acrylate , 1H, 1H, 2H, 2H-tridecafluorooctyl (meth) acrylate, 2-(meth) propylene methoxyethyl decanoic acid, 2-(methyl) propylene methoxy ethoxylate Hexahydro-phthalic acid, glycidyl (meth) acrylate, 2- (meth) Bing Xixi oxyethyl phosphate, Bing Xixi group Porphyrin, dimethyl acrylamide, dimethylaminopropyl acrylamide, isopropyl acrylamide, diethyl acrylamide, hydroxyethyl acrylamide, N-propylene methoxyethyl hexahydro Mono (meth) acrylate, 1,4-butanediol di(meth) acrylate, 1,6-hexanediol di(meth) acrylate, 1,9-fluorene, etc. Alcohol di(meth) acrylate, neopentyl diol di(meth) acrylate, tripropylene propylene di(meth) acrylate, ethylene glycol di(meth) acrylate, diexi B 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-propenyloxyethoxy)phenyl]anthracene, glycerol di(meth)acrylate, 2-hydroxy-3-propenyloxypropyl methacrylate , an acrylic acid addition product of 1,6-hexanediol diepoxypropyl ether, an acrylic acid addition product of 1,4-butanediol diepoxypropyl ether, a triacrylate, and a trimethylolpropane tri Methyl) acrylate, ethoxylated iso-cyanuric acid triacrylate, neopentyl alcohol three ( (meth) acrylate, ε-caprolactone modified ginseng-(2-propenyl methoxyethyl) isocyanurate, etc. tris(meth) acrylate, neopentyl alcohol tetra (meth) acrylate Tetra (meth) acrylate such as ester, ditrimethylolpropane tetra(meth) acrylate, dipentaerythritol hexa(meth) acrylate, oligomer type (meth) acrylate, various Urethane acrylate, various macromonomers, ethylene glycol diepoxypropyl ether, diethylene glycol diepoxypropyl ether, propylene glycol diepoxypropyl ether, neopentyl glycol Epoxy compound such as epoxidized propyl ether, 1,6-hexanediol diepoxypropyl ether, glycerol diepoxypropyl ether, bisphenol A diglycidyl ether, maleimide Wait. These may be used alone or in combination of two or more.

(Other liquid crystal compounds)

The polymerizable composition of the present invention may contain a polymerizable compound having one polymerizable group in addition to the above polymerizable compound. However, when the amount of addition is too large, the optical characteristics of the optically anisotropic body obtained may be lowered. In the case of addition, the total content of the polymerizable compound contained in the polymerizable composition is preferably 100. The mass part is 30 parts by mass or less, more preferably 10 parts by mass or less, and particularly preferably 5 parts by mass or less.

Examples of such a liquid crystal compound include the following formulas (11-1) to (11-39).

In the above formula, m11 and n11 each independently represent an integer of 1 to 10, and R ¹¹¹ and R ¹¹² each independently represent a hydrogen atom, an alkyl group having 1 to 10 carbon atoms, or a fluorine atom, and R ¹¹³ represents a hydrogen atom or fluorine. An atom, a chlorine atom, a bromine atom, an iodine atom, a pentafluorosulfanyl group, a cyano group, a nitro group, an isocyano group, a thioisocyano group, or a -CH ₂ - or two or more adjacent ones - CH ₂ - may also be independently -O-, -S-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, - a linear or branched alkyl group having 1 to 20 carbon atoms substituted by CO-NH-, -NH-CO- or -C≡C-, and any hydrogen atom in the alkyl group may be substituted by a fluorine atom .

(alignment material)

The polymerizable composition of the present invention may contain an alignment material which enhances the alignment property in order to improve the alignment property. The alignment material to be used may be a known solvent as long as it is soluble in a solvent capable of dissolving the polymerizable group-containing liquid crystalline compound used in the polymerizable composition of the present invention, and the alignment property is not significantly increased by the addition. The range of deterioration is added. Specifically, it is preferably 0.05 to 30 parts by weight, more preferably 0.5 to 15 parts by weight, even more preferably 1 to 10 parts by weight based on 100 parts by mass of the total of the polymerizable compound contained in the polymerizable composition. Share.

Specifically, the alignment material may be exemplified by polyimine, polyamine, BCB (benzocyclobutene polymer), polyvinyl alcohol, polycarbonate, polystyrene, polyphenylene ether, polyaryl Polyarylate, polyethylene terephthalate, polyether sulfone, epoxy resin, epoxy acrylate resin, acrylic resin, coumarin compound, chalcone compound, cinnamate a compound, a fulgide compound, an anthraquinone compound, an azo compound, an arylethene compound, or the like, a photoisomerization or a photodimerization compound, preferably aligning by irradiation with ultraviolet rays and irradiation of visible light Material (light alignment material).

Examples of the photo-alignment material include a polyfluorene imine having a cyclic cycloalkane and a wholly aromatic polyarylate; and a polyvinyl cinnamate as disclosed in JP-A-H05-232473; p-methoxycinnamic acid; A cinnamate derivative as shown in Japanese Laid-Open Patent Publication No. Hei 6-287453, and Japanese Patent Application Laid-Open No. Hei 6-289374; A quinone imine derivative or the like. Specifically, a compound represented by the following formula (12-1) to formula (12-9) is preferred.

In the above formula, R ⁵ represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 3 carbon atoms, an alkoxy group or a nitro group, and R ⁶ represents a hydrogen atom or an alkyl group having 1 to 10 carbon atoms. It may be linear or branched, and any hydrogen atom in the alkyl group may be substituted by a fluorine atom, and one of the alkyl groups may be -CH ₂ - or two or more adjacent -CH ₂ - may also be independently -O-, -S-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO- The NH-, -NH-CO- or -C≡C- is substituted, and the terminal CH ₃ may be substituted by CF ₃ , CCl ₃ , cyano, nitro, isocyano or thioisocyanato. n represents 4 to 100000, and m represents an integer from 1 to 10.

R ⁷ represents a group selected from a hydrogen atom, a halogen atom, an alkyl halide, an allyloxy group, a cyano group, a nitro group, an alkyl group, a hydroxyalkyl group, an alkoxy group, a carboxyl group or an alkali metal salt thereof, or an alkoxycarbonyl group. , halogenated methoxy, hydroxy, sulfonyloxy group or its alkali metal salt, amine group, amine methyl sulfonyl group, amine sulfonyl group or (meth) acrylonitrile group, (meth) propylene oxime A polymerizable functional group in the group consisting of a (meth) acrylamidoamine group, a vinyl group, a vinyloxy group, and a maleimide group.

(polymer)

The polymer of the present invention can be obtained by polymerizing the polymerizable composition of the present invention in a state containing an initiator. The polymer of the present invention can be used for an optical anisotropic body, a retardation film, a lens, a colorant, a printed matter, and the like.

(Method of manufacturing optical anisotropic body)

(optical anisotropic body)

Applying the polymerizable composition of the present invention to a substrate or a substrate having an alignment function, and the present invention The liquid crystal molecules in the polymerizable liquid crystal composition are uniformly aligned in a state in which a nematic phase or a smectic phase is maintained, and are polymerized, whereby the optically anisotropic body of the present invention can be obtained.

Further, the polymerizable composition of the present invention containing a material having a photo-alignment function such as an azo derivative, a chalcone derivative, a coumarin derivative, a cinnamic acid ester derivative or a cycloalkane derivative is applied to a substrate. The liquid crystalline compound molecules in the polymerizable composition of the present invention are uniformly aligned in a state in which a nematic phase or a smectic phase is maintained, and are polymerized, whereby the optically anisotropic body of the present invention can also be obtained.

(substrate)

The substrate used for the optically anisotropic body of the present invention is a substrate generally used for a liquid crystal display element, an organic light-emitting display element, other display elements, optical parts, colorants, marks, printed matter or optical films, as long as it is resistant The heat-resistant material heated by the solution of the polymerizable composition of the present invention after drying is not particularly limited. Examples of such a substrate include organic materials such as a glass substrate, a metal substrate, a ceramic substrate, a plastic substrate, and paper. Especially in the case where the substrate is an organic material, examples thereof include cellulose derivatives, polyolefins, polyesters, polyolefins, polycarbonates, polyacrylates, polyarylates, polyether oximes, polyfluorenes. Imine, polyphenylene sulfide, polyphenylene ether, nylon or polystyrene. Among them, a plastic substrate such as polyester, polystyrene, polyolefin, cellulose derivative, polyarylate or polycarbonate is preferred. The shape of the substrate may be a curved surface in addition to a flat plate. Such substrates may also have an electrode layer, an anti-reflection function, and a reflective function as needed.

In order to improve the coatability of the polymerizable composition of the present invention or the adhesion to the polymer, the surface treatment of these substrates may be carried out. Examples of the surface treatment include ozone treatment, plasma treatment, corona treatment, and decane coupling treatment. Further, in order to adjust the transmittance or reflectance of light, an organic thin film, an inorganic oxide thin film, a metal thin film or the like may be provided on the surface of the substrate by vapor deposition or the like, or the substrate may be read for imparting optical added value. A pickup lens, a rod lens, a optical disk, a retardation film, a light diffusion film, a color filter, and the like are used. Among them, it is preferable that the added value becomes more High reading lens, retardation film, light diffusing film, and color filter.

(Orientation processing)

Moreover, in the above-mentioned base material, an alignment treatment or an alignment film may be usually provided so that the polymerizable composition is applied while the polymerizable composition solution of the present invention is applied and dried. Examples of the alignment treatment include elongation treatment, rubbing treatment, polarized ultraviolet visible light irradiation treatment, ion beam treatment, and SiO ₂ oblique vapor deposition treatment on a substrate. In the case of using an alignment film, a known film can be used as the alignment film. Examples of such an alignment film include polyimine, polyoxyalkylene, polyamine, polyvinyl alcohol, polycarbonate, polystyrene, polyphenylene ether, polyarylate, and polypyrene. Ethylene glycol diester, polyether oxime, epoxy resin, epoxy acrylate resin, acrylic resin, azo compound, coumarin compound, chalcone compound, cinnamate compound, fulgide A compound, a hydrazine compound, an azo compound, an arylvinyl compound or the like, or a polymer or copolymer of the above compound. The compound which is subjected to the alignment treatment by rubbing is preferably one which promotes crystallization of the material by the alignment treatment or by adding a heating step after the alignment treatment. Among the compounds subjected to the alignment treatment other than rubbing, it is preferred to use a photoalignment material.

In general, when a liquid crystal composition is brought into contact with a substrate having an alignment function, liquid crystal molecules are aligned in the vicinity of the substrate in a direction in which the substrate is subjected to alignment treatment. The liquid crystal molecules are aligned with the substrate horizontally or obliquely or vertically, which has a great influence on the alignment treatment method of the substrate. For example, when an alignment film having a very small pretilt angle such as a coplanar switching (IPS) liquid crystal display element is provided on a substrate, a polymerizable liquid crystal layer which is almost horizontally aligned can be obtained.

Further, when an alignment film such as a TN type liquid crystal display element is provided on a substrate, a polymer liquid crystal layer which is slightly tilted can be obtained, and an alignment film which is used for an STN type liquid crystal display element can be used. Then, a polymerizable liquid crystal layer having a substantially inclined orientation can be obtained.

(coating)

As a coating method for obtaining the optical anisotropic body of the present invention, an applicator can be applied Method), bar coating method, spin coating method, roll coating method, direct gravure coating method, reverse gravure coating method, flexo coating method, inkjet method A well-known conventional method such as a die coating method, a cap coating method, a dip coating method, a slit coating method, or a spray coating method. After coating the polymerizable composition, it is dried.

After coating, it is preferred that the liquid crystal molecules in the polymerizable composition of the present invention are uniformly aligned in a state in which the layer phase or the nematic phase of the layer is maintained. As one of the methods, a heat treatment method can be mentioned. Specifically, after the polymerizable composition of the present invention is applied onto a substrate, it is heated to a N (nematic phase)-I (isotropic liquid phase) transition temperature of the liquid crystal composition (hereinafter, referred to as NI transition). Above the temperature, the liquid crystal composition is in an isotropic phase liquid state. Thereafter, slow cooling is performed as needed to reveal a nematic phase. At this time, it is preferable to temporarily maintain the temperature in the liquid crystal phase, and the liquid crystal phase region is sufficiently grown to form a monodomain. Alternatively, after the polymerizable composition of the present invention is applied onto a substrate, a heat treatment such as holding the temperature for a predetermined period of time in a temperature range in which the nematic phase of the polymerizable composition of the present invention is exhibited may be applied.

When the heating temperature is too high, the polymerizable liquid crystal compound may be deteriorated by a poor polymerization reaction. In addition, when it is excessively cooled, the polymerizable liquid crystal composition may be phase-separated, crystals may be precipitated, and a high-end liquid crystal phase such as a smectic phase may be formed, and the alignment treatment may not be performed.

By performing such heat treatment, it is possible to produce a homogeneous optical anisotropic body having less alignment defects than a coating method in which only coating is performed.

Further, after performing the homogeneous alignment treatment in this manner, the liquid crystal phase is cooled to a temperature at which the phase separation does not occur, that is, the temperature is cooled to a supercooled state, and the liquid crystal phase is polymerized at the temperature. , an optical anisotropic body with higher alignment order and excellent transparency can be obtained.

(aggregation step)

The polymerization treatment of the dried polymerizable composition is usually carried out in a state of uniform alignment It is irradiated with light such as visible ultraviolet rays or heated. When the polymerization is carried out by irradiation with light, specifically, it is preferable to irradiate visible ultraviolet light of 420 nm or less, and it is preferable to irradiate ultraviolet light of a wavelength of 250 to 370 nm. However, when the polymerizable composition is decomposed by visible ultraviolet light of 420 nm or less, it may be preferable to carry out polymerization treatment with visible ultraviolet light of 420 nm or more.

(polymerization method)

The method for polymerizing the polymerizable composition of the present invention may be a method of irradiating an active energy ray or a thermal polymerization method. However, since the reaction is carried out at room temperature without heating, it is preferred to irradiate the active energy ray. Among them, since it is easy to handle, it is preferably a method of irradiating light such as ultraviolet rays. The temperature at the time of irradiation is such that the polymerizable composition of the present invention can maintain the temperature of the liquid crystal phase, and in order to avoid the induction of thermal polymerization of the polymerizable composition, it is preferably set to 30 ° C or less as much as possible. Further, the polymerizable liquid crystal composition usually exhibits a liquid crystal phase in a C (solid phase)-N (nematic) transition temperature (hereinafter, simply referred to as CN transition temperature) to a N-1 transition temperature range during temperature rise. On the other hand, in the process of cooling, in order to obtain a non-equilibrium state by thermodynamics, there is a case where the liquid crystal state is maintained without being solidified even below the CN transition temperature. This state is referred to as 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 maintained. Specifically, it is preferable to irradiate ultraviolet light of 390 nm or less, and it is preferable to irradiate light of a wavelength of 250 to 370 nm. However, when the polymerizable composition is decomposed by ultraviolet light of 390 nm or less, it is preferred to carry out polymerization treatment with ultraviolet light of 390 nm or more. This light is preferably diffused light and is unpolarized light. The ultraviolet irradiation intensity is preferably in the range of 0.05 mW/cm ² to 10 W/cm ² . It is particularly preferably in the range of 0.2 mW/cm ² to 2 W/cm ² . When the ultraviolet intensity is less than 0.05 mW/cm ² , it takes a lot of time to complete the polymerization. On the other hand, when the strength is more than 2 W/cm ² , the liquid crystal molecules in the polymerizable composition tend to be photodecomposed, or there is a possibility that a large amount of polymerization heat is generated to increase the temperature during polymerization, and the polymerizable liquid crystal The ordering parameters are changed, and the retardation of the film after polymerization is abnormal.

Further, the amount of ultraviolet irradiation is preferably in the range of 10 mJ/cm ² to 20 J/cm ² , more preferably 50 mJ/cm ² to 10 J/cm ² , and particularly preferably 100 mJ/cm ² to 5 J/cm ² .

When a mask is used, only a specific portion is polymerized by irradiation of ultraviolet rays, an electric field, a magnetic field, a temperature, or the like is applied to change the alignment state of the unpolymerized portion, and then the unpolymerized portion is polymerized, and it is also possible to obtain a different one. An optically anisotropic body of a plurality of regions in the alignment direction.

In addition, when only a specific portion is polymerized by irradiation with ultraviolet rays, an electric field, a magnetic field, a temperature, or the like is applied to the polymerizable liquid crystal composition in an unpolymerized state to control the alignment, and the self-mask is held while being held in this state. By irradiating light and polymerizing it, an optical anisotropic body having a plurality of regions having different alignment directions can also be obtained.

The optically anisotropic body obtained by polymerizing the polymerizable liquid crystal composition of the present invention can be used as an optically anisotropic body by being peeled off from the substrate, and can be used as an optical anisotropic body without being peeled off from the substrate. In particular, since it is less likely to contaminate other members, it is useful when used as a laminated substrate or bonded to another substrate.

The optically isotropic body may be subjected to heat aging in order to stabilize the solvent resistance or heat resistance of the obtained optically anisotropic body. In this case, it is preferred to carry out heating at a glass transition point or higher of the above-mentioned polymer film. It is usually preferably from 50 to 300 ° C, more preferably from 60 to 200 ° C, and particularly preferably from 80 to 150 ° C.

(phase difference film)

The retardation film of the present invention contains the optically anisotropic body, and the liquid crystal compound uniformly forms a continuous alignment state with respect to the substrate, and has a double in-plane, out-of-plane, in-plane and out-of-plane or in-plane with respect to the substrate. Axis can be. Further, an adhesive or an adhesive layer, an adhesive or an adhesive layer, a protective film, a polarizing film, or the like may be laminated.

As such a retardation film, for example, a positive A-plate in which a rod-like liquid crystal compound is substantially horizontally aligned with respect to a substrate, and a discotic liquid crystalline compound can be applied uniaxially perpendicular to the substrate. Aligned negative A-plate, rod-like liquid crystal compound relative to the substrate A positive C plate or a rod-like liquid crystal compound having a vertical alignment with a vertical alignment, a negative C plate, a biaxial plate, and a rod-like liquid crystal having a cholesterol alignment or a discotic liquid crystal compound horizontally uniaxially aligned with respect to the substrate. The alignment mode of the negative O plate in which the compound is mixed with the positive O plate and the discotic liquid crystalline compound is mixed with respect to the substrate. When it is used for an optical compensation film of a liquid crystal display element, it is not particularly limited in order to improve the viewing angle dependence, and various alignment modes can be applied.

For example, an alignment mode of a positive A plate, a negative A plate, a positive C plate, a negative C plate, a biaxial plate, a positive O plate, and a negative O plate can be applied. Among them, a positive type A plate and a negative type C plate are preferably used. Further, it is more preferable to laminate the positive A plate and the negative C plate.

In order to compensate for the viewing angle of the orthogonality of the polarization axis and to increase the viewing angle by using the liquid crystal cell having the retardation film, it is preferable to use a positive type A plate as the first retardation layer. Here, in the positive A plate, the refractive index in the slow axis direction of the film is set to nx, the refractive index in the fast axis direction of the film is set to ny, and the refractive index in the thickness direction of the film is set to When nz, it will become the relationship of "nx>ny=nz". As the positive type A plate, it is preferable that the in-plane retardation value at a wavelength of 550 nm is in the range of 30 to 500 nm. Further, the thickness direction retardation value is not particularly limited. The Nz coefficient is preferably in the range of 0.5 to 1.5.

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

Here, the negative C plate is formed by setting the refractive index in the slow axis direction of the retardation layer to nx, the refractive index in the fast axis direction of the retardation layer to ny, and the thickness direction of the retardation layer. When the refractive index is nz, the phase difference layer of "nx=ny>nz" is obtained. The phase difference in the thickness direction of the negative C plate is preferably in the range of 20 to 400 nm.

Further, the refractive index anisotropy in the thickness direction is represented by a thickness direction phase difference value Rth defined by the formula (2). The thickness direction phase difference value Rth may be an in-plane phase difference value R ₀ , a phase difference value R ₅₀ measured by tilting the slow axis axis by 50°, a film thickness d, and an average refractive index n _{0 of the} film. (1) The following equations (4) to (7) are obtained by numerically calculating nx, ny, and nz, and are substituted into the equation (2) to calculate. Further, the Nz coefficient can be calculated from the equation (3). Hereinafter, the same applies to other descriptions of the present specification.

R ₀ = (nx-ny) × d (1)

Rth=[(nx+ny)/2-nz]×d (2)

Nz coefficient = (nx-nz) / (nx-ny) (3)

(nx+ny+nz)/3=n0 (5)

Here,

Most commercially available phase difference measuring devices automatically perform the numerical calculation shown here in the device, and automatically display the in-plane phase difference value R ₀ or the thickness direction phase difference value Rth. As such a measuring device, for example, RETS-100 (manufactured by Otsuka Chemical Co., Ltd.) can be cited.

Further, in the case where the liquid crystal medium of the liquid crystal display device is in the coplanar switching (IPS) mode or the boundary electric field switching (FFS) mode, it is preferable to use a positive type A plate, a positive type C plate, and/or a biaxial plate. Further, it is more preferable to use a positive type A plate and/or a positive type C plate, and it is particularly preferable to laminate the positive type A plate and the positive type C plate.

In the liquid crystal cell, it is preferable to use a positive type A plate as the first retardation layer. Here, in the positive A plate, the refractive index in the slow axis direction of the film is set to nx, the refractive index in the fast axis direction of the film is set to ny, and the refractive index in the thickness direction of the film is set to When nz, it will become the relationship of "nx>ny=nz". As the positive type A plate, it is preferable that the in-plane retardation value at a wavelength of 550 nm is in the range of 10 to 300 nm. Further, the thickness direction retardation value is not particularly limited. The Nz coefficient is preferably in the range of 0.9 to 1.1.

Further, as the second retardation layer, a so-called positive C plate having a positive refractive index anisotropy is preferably used. Alternatively, the positive C plate may be laminated on the positive A plate.

Here, the positive C plate is characterized in that the refractive index in the in-plane direction of the retardation layer is nx, the refractive index in the in-plane direction of the retardation layer is ny, and the refractive index in the thickness direction of the retardation layer is set. When it is nz, it becomes a phase difference layer of "nx=ny<nz" relationship. The phase difference in the thickness direction of the positive C plate is preferably in the range of 10 to 300 nm.

Further, the refractive index anisotropy in the thickness direction is represented by a thickness direction phase difference value Rth defined by the formula (2). The thickness direction phase difference value Rth may be an in-plane phase difference value R ₀ , a phase difference value R ₅₀ measured by tilting the slow axis axis by 50°, a film thickness d, and an average refractive index n _{0 of the} film. (1) The following equations (4) to (7) are obtained by numerically calculating nx, ny, and nz, and are substituted into the equation (2) to calculate. Further, the Nz coefficient can be calculated from the equation (3). Hereinafter, the same applies to other descriptions of the present specification.

R ₀ = (nx-ny) × d (1)

Rth=[(nx+ny)/2-nz]×d (2)

Nz coefficient = (nx-nz) / (nx-ny) (3)

(nx+ny+nz)/3=n0 (5)

Here,

Further, the retardation film of the present invention can also be used as a circularly polarizing plate by being combined with a linear polarizing plate. In the case of being used as a circularly polarizing plate, the retardation film of the present invention is preferably a positive-type A plate in which the polymerizable liquid crystalline compound is substantially horizontally aligned with respect to the substrate, and preferably the polarizing axis of the linear polarizing plate is The angle of the slow axis of the retardation film is substantially 45°.

The retardation film of the present invention can also be used as a wavelength plate. When used as a wavelength plate, the retardation film of the present invention is preferably a positive-type A plate in which a polymerizable liquid crystal compound is substantially horizontally aligned with respect to a substrate, preferably as a 1/2 wavelength plate or 1/ 4 wave plate is used.

The retardation film of the present invention can also be used as a polarizing reflection film or an infrared reflection film. In this case, the retardation film of the present invention preferably has a rod-like liquid crystalline compound substantially aligned with the substrate in a horizontal direction, and in the case of a polarized reflective film, preferably has a pitch in the visible region, and is in the infrared region. In the case of a reflective film, it is preferred that the pitch be in the infrared region.

(lens)

The polymerizable composition of the present invention can be applied to a substrate or a substrate having an alignment function, or can be injected into a lens-shaped mold to uniformly align and polymerize in a state in which a nematic phase or a smectic phase is maintained. This is used in the lens of the present invention. The shape of the lens may be, for example, a simple cell type, a scorpion type, or a lenticular type.

(liquid crystal display element)

The polymerizable composition of the present invention can be applied to a substrate or a substrate having an alignment function, and can be uniformly aligned and polymerized while maintaining a nematic phase or a smectic phase, thereby being used in the present invention. Liquid crystal display element. Examples of the use form include an optical compensation film, a patterned retardation film of a liquid crystal stereoscopic display element, a phase difference compensation layer of a color filter, an overcoat layer, and an alignment film for a liquid crystal medium. The liquid crystal display element has at least two liquid crystal dielectric layers, a TFT driving circuit, a black matrix layer, a color filter layer, a spacer, and an electrode circuit corresponding to the liquid crystal dielectric layer on at least two substrates, usually, an optical compensation layer and a polarizing plate. The layer and the touch panel layer are disposed on the outer side of the two substrates, and the optical compensation layer, the protective layer, the polarizing plate layer, and the electrode layer for the touch panel may be sandwiched between the two substrates, as the case may be.

The alignment mode of the liquid crystal display element has a TN mode, a VA mode, an IPS mode, an FFS mode, an OCB mode, etc., and can be used when used in an optical compensation film or an optical compensation layer. A film having a phase difference corresponding to the alignment mode is made. When it is used in the patterned retardation film, the liquid crystalline compound in the polymerizable composition may be substantially horizontally aligned with respect to the substrate. When it is used as a protective layer, it is sufficient to thermally polymerize a liquid crystal compound having more polymerizable groups in one molecule. When it is used for an alignment film for a liquid crystal medium, it is preferred to use a polymerizable composition in which an alignment material and a liquid crystalline compound having a polymerizable group are mixed. Further, it may be mixed in a liquid crystal medium and has an effect of improving various characteristics such as response speed or contrast by the ratio of the liquid crystal medium to the liquid crystal compound.

(Organic light-emitting display element)

The polymerizable composition of the present invention can be applied to a substrate or a substrate having an alignment function, and can be uniformly aligned and polymerized while maintaining a nematic phase or a smectic phase, thereby being used in the organic matter of the present invention. Illuminated display element. The use form can be used as an antireflection film of an organic light-emitting display element by combining with a retardation film obtained by the above polymerization and a polarizing plate. When used as an antireflection film, the angle between the polarization axis of the polarizing plate and the slow axis of the retardation film is preferably about 45°. The polarizing plate and the retardation film described above may be bonded together with an adhesive or an adhesive. Further, it may be laminated directly by performing rubbing treatment on the polarizing plate or alignment treatment of the laminated photo-alignment film. The polarizing plate to be used in this case may be a film having a polarizing function, and examples thereof include a film obtained by adsorbing iodine or a dichroic dye by a polyvinyl alcohol film, and a polyvinyl alcohol film. A film obtained by stretching and adsorbing iodine or a dichroic dye or a dichroic dye, and a solution containing a dichroic dye on a substrate to form a polarizing layer, a wire grid polarizing element, or the like.

As the polyvinyl alcohol-based resin, a polyvinyl acetate-based resin can be used, and as the polyvinyl acetate-based resin, polyvinyl acetate which is a homopolymer of vinyl acetate, and vinyl acetate can be exemplified. Copolymers with other monomers copolymerizable therewith, and the like. Examples of the other monomer copolymerizable with vinyl acetate include unsaturated carboxylic acids, olefins, vinyl ethers, unsaturated sulfonic acids, and acrylamides having an ammonium group. The method of forming the film of the polyvinyl alcohol-based resin is not particularly limited, and the film formation can be carried out by a known method. The thickness of the polyvinyl alcohol raw film is not It is particularly limited to, for example, about 10 to 150 μm.

When iodine is used as the dichroic dye, a method in which a polyvinyl alcohol-based resin film is immersed in an aqueous solution containing iodine and potassium iodide is usually used for dyeing. When a dichroic dye is used as the dichroic dye, a method in which a polyvinyl alcohol-based resin film is immersed in an aqueous solution containing a water-soluble dichroic dye is usually used for dyeing.

When an aqueous solution containing a dichroic dye is applied onto a substrate to form a film of a polarizing layer, examples of the applied dichroic dye vary depending on the type of the substrate to be used, and examples thereof include direct Water-soluble dyes such as dyes and acid dyes, water-insoluble pigments such as amine salts, disperse dyes, and oil-soluble pigments. These pigments are usually dissolved in water and an organic solvent, and may be applied to a substrate subjected to rubbing or corona treatment by adding a surfactant as the case may be. The organic solvent varies depending on the solvent resistance of the substrate, and examples thereof include alcohols such as methanol, ethanol, and isopropanol, and acesulfames such as methyl acesulfame, ethyl acesulfame, and acetone. A ketone such as ethyl ketone; an amide such as dimethylformamide or N-methylpyrrolidone; or an aromatic organic solvent such as benzene or toluene. The coating amount of the pigment varies depending on the polarizing property of the dye, and is usually 0.05 to 1.0 g/m ² , preferably 0.1 to 0.8 g/m ² . Examples of the method of applying the dye solution to the substrate include various coating methods such as bar coating, spray coating, roll coating, and gravure coating.

When a wire grid polarizing element is used, it is preferable to use a conductive material such as Al, Cu, Ag, Cu, Ni, Cr, or Si.

(lighting component)

The polymer obtained by polymerizing the polymerizable composition of the present invention in a nematic phase, a smectic phase or a state of being aligned on a substrate having an alignment function may also be used as a lighting element, particularly a light-emitting diode element. The heat dissipation material is used. The form of the heat dissipating material is preferably a prepreg, a polymer sheet, an adhesive, a sheet with a metal foil, or the like.

(optical parts)

The polymerizable composition of the present invention can be used as an optical component of the present invention by polymerizing in a state in which a nematic phase or a smectic phase is maintained or in combination with an alignment material.

(Colorant)

The polymerizable composition of the present invention may be used as a colorant by adding a coloring agent such as a dye or an organic pigment.

(polarized film)

The polymerizable composition of the present invention may be used in combination with or added to a dichroic dye, a liquid crystal liquid crystal, a chromonic liquid crystal or the like, and used as a polarizing film.

[Examples]

Hereinafter, the present invention will be described based on examples and comparative examples, but the present invention is of course not limited thereto. In addition, "parts" and "%" are quality benchmarks unless otherwise stated.

(Preparation of polymerizable composition (1))

After adding 100 parts of the compound represented by the formula (1A-1-1) to 300 parts of toluene, the mixture was heated to 60 ° C, stirred and dissolved, and after confirming dissolution, it was returned to room temperature, and Irgacure OXE01 (OXE01: 6 parts of FBS-218 (manufactured by Nios Co., Ltd.) and 0.1 part of p-methoxyphenol (MEHQ) were further stirred to obtain a solution. The solution is transparent and uniform. The obtained solution was filtered through a 0.20 μm membrane filter to obtain a polymerizable composition (1) used in Example 1 and the like.

(Preparation of polymerizable compositions (2) to (39) and comparative polymerizable composition (C1))

The same conditions as those for the preparation of the polymerizable composition (1) of Example 1 were carried out, except that the respective compounds shown in the following table were changed to the ratios shown in the following table, and used in Examples 2 to 39 and the like. The polymerizable compositions (2) to (39) and the polymerizable composition (C1) of Comparative Example 1. Further, in addition to toluene, chloroform or cyclopentanone (CPN) was also used as a solvent.

The polymerizable compositions (1) to (39) of the present invention and the comparative polymerizable composition (C1) The specific composition is shown in the table below.

MEGAFACE F-554 (F-554; Di Ai Sheng Co., Ltd.)

(Example 1)

The alignment film was applied to a glass substrate having a thickness of 0.7 mm by a spin coating method, dried at 100 ° C for 10 minutes, and then fired at 200 ° C for 60 minutes to obtain a coating film. The obtained coating film was subjected to a rubbing treatment. The rubbing treatment was carried out using a commercially available friction device.

The polymerizable composition (1) of the present invention was applied to a rubbed substrate by a spin coating method, and dried at a phase transition temperature T _NI -20 ° C for 2 minutes in such a manner that the nematic phase was expressed. After the obtained coating film was cooled to room temperature, the optically polarized body of the positive type A plate of Example 1 was obtained by irradiating ultraviolet rays at a strength of 30 mW/cm ² for 30 seconds using a high pressure mercury lamp. The obtained optical anisotropic body was subjected to an alignment evaluation, a phase difference ratio, and a hardenability evaluation in accordance with the following criteria.

(Orientation evaluation)

◎: There was no defect at all under visual observation, and there was no defect at all by observation under a polarizing microscope.

○: There was no defect under visual observation, but there was a portion with no alignment observed by a polarizing microscope.

△: There was no defect under visual observation, but there was an unoriented portion as a whole as observed by a polarizing microscope.

×: A defect was observed in the next part of the visual observation, and the unaligned portion was also present as a whole by a polarizing microscope.

(phase difference ratio)

Using a retardation film ‧ optical material inspection device RETS-100 (manufactured by Otsuka Electronics Co., Ltd.) The retardation (phase difference) of the optically anisotropic body produced as the sample for evaluation was measured, and as a result, the in-plane retardation (Re (550)) at a wavelength of 550 nm was 140 nm. Further, the ratio of Re (450)/Re (550) of the phase difference (Re (450)) to Re (550) in the in-plane wavelength of 450 nm was 0.864, and a retardation film having good uniformity was obtained.

(hardenability evaluation)

The optically anisotropic body prepared as a sample for evaluation was placed under a crossed Nichol, and the surface of the film of the optical anisotropic body was wiped with a cotton swab impregnated with methyl isobutyl ketone to visually observe The number of times the film was peeled off was evaluated.

◎: It does not peel even if it is wiped 200 times or more.

○: Film peeling was performed at 100 to 200 times.

△: Film peeling was carried out at 50 to 100 times.

×: Film peeling was not performed 50 times.

(durability)

The optically anisotropic body prepared as a sample for evaluation was subjected to a heat resistance test at 85 ° C for 500 hours, and then the rate of change with respect to the delay (phase difference) before the test was evaluated.

○: The rate of change is less than 5%

△: The rate of change is 5 to 8%.

×: The rate of change is 8% or more

(Examples 2 to 39, Comparative Example 1)

The alignment, phase difference ratio, hardenability, and durability of the film produced by using the polymerizable compositions (2) to (39) and the comparative polymerizable composition (C1) under the same conditions as in Example 1 were carried out. Determination. The film obtained by using the polymerizable compositions (2) to (32) and the comparative polymerizable composition (C1) is an optical anisotropic body of a positive type A plate, and the polymerizable compositions (33) to (39) are used. The obtained film is a positive C plate. These were set to Examples 2 to 39 and Comparative Example 1, respectively, and the results are shown in the above table.

(Preparation of polymerizable composition (40))

40 parts of the compound represented by the formula (1A-1-1), 40 parts of the compound represented by the formula (2-1-1-2), and 10 parts of the compound represented by the formula (2-2-1-1), 10 parts of the compound represented by the formula (2-2-1-2) and 6 parts of the compound represented by the following formula (10-10) are added to 150 parts of methyl ethyl ketone and 150 parts of toluene, and then heated to 60 parts. After stirring at °C, it was dissolved, and after confirming the dissolution, it was returned to room temperature, and 6 parts of Irgacure OXE01 (OXE01: manufactured by BASF Japan Co., Ltd.) and 0.05 parts of MEGAFACE F-554 (manufactured by Di Aisheng Co., Ltd.) were added. 0.2 part of polypropylene having a weight average molecular weight of 1200, 0.1 part of p-methoxyphenol, and 0.1 part of IRGANOX 1076 (manufactured by BASF Japan Co., Ltd.) were further stirred to obtain a solution. The solution is transparent and uniform. The obtained solution was filtered with a 0.20 μm membrane filter to obtain a polymerizable composition (40) of the present invention.

(Preparation of polymerizable compositions (41) and (42))

The polymerizable compositions (41) and (42) were obtained under the same conditions as those for the preparation of the polymerizable composition (40), except that each of the compounds shown in the following table was changed to the ratio shown in the following table.

The specific compositions of the polymerizable compositions (40) to (42) of the present invention are shown in the following table.

IRGANOX1076

Polypropylene (weight average molecular weight 1200)

(Embodiment 40)

The uniaxially stretched PET film having a thickness of 180 μm was subjected to a rubbing treatment using a commercially available rubbing device, and then the polymerizable composition (40) of the present invention was applied by a bar coating method and dried at 80 ° C for 2 minutes. Coating the resulting coating After the film was cooled to room temperature, ultraviolet light was irradiated at a conveying speed of 4 m/min using a UV transfer device (manufactured by Jasper Co., Ltd.) of a lamp output of 2 kW (80 W/cm) to obtain the optical of the negative C plate of Example 40. Anisotropic body. The alignment of the obtained optical anisotropic body was evaluated, and as a result, there was no defect at all under the visual observation, and there was no defect at all by observation under a polarizing microscope. Further, it was found that the obtained optical anisotropic body exhibited green color and became a reflective film.

(Example 41)

The optically anisotropic body of Example 41 was obtained under the same conditions as in Example 40 except that the polymerizable composition used was replaced with the polymerizable composition (41). The alignment of the obtained optical anisotropic body was evaluated, and as a result, there was no defect at all under the visual observation, and there was no defect at all by observation under a polarizing microscope. In addition, the obtained optical anisotropic body was transparent, and the transmittance was measured by a spectrophotometer (manufactured by Hitachi High-Technologies Co., Ltd.), and as a result, a region where the transmittance was reduced was observed in the infrared region, and it was found that the infrared reflecting film was changed. . Further, using RETS-100, the angle of incident light is changed from -50° to 50° in units of 10°, the phase difference is measured, and the out-of-plane phase difference (Rth) at a wavelength of 550 nm is calculated from the obtained phase difference, and the result is obtained. Known as 130nm, it becomes a negative C plate.

(Example 42)

The optically anisotropic body of Example 42 was obtained under the same conditions as in Example 40 except that the polymerizable composition used was replaced with the polymerizable composition (42). The alignment of the obtained optical anisotropic body was evaluated, and as a result, there was no defect at all under the visual observation, and there was no defect at all by observation under a polarizing microscope. In addition, the obtained optical anisotropic body was transparent, and the transmittance was measured by a spectrophotometer (manufactured by Hitachi High-Technologies Co., Ltd.), and as a result, a region where the transmittance was reduced was observed in the ultraviolet field, and it was found that the ultraviolet reflective film was changed. . Further, using RETS-100, the angle of incident light is changed from -50° to 50° in units of 10°, the phase difference is measured, and the out-of-plane phase difference (Rth) at a wavelength of 550 nm is calculated from the obtained phase difference, and the result is obtained. Known as 132nm, it becomes a negative C plate.

(Preparation of polymerizable composition (43))

45 parts of the compound represented by the formula (1A-1-1), 45 parts of the compound represented by the formula (2-1-1-2), and 10 parts of the compound represented by the formula (2-2-1-1), One part of the compound represented by the following formula (12-9) was added to 150 parts of methyl ethyl ketone and 150 parts of toluene, and then heated to 60 ° C, stirred and dissolved, and after confirming dissolution, it was returned to the chamber. In the temperature, 6 parts of Irgacure OXE01 (manufactured by BASF Japan Co., Ltd.), 0.1 part of MEGAFACE F-554 (manufactured by Di-Aisheng Co., Ltd.), and 0.1 part of p-methoxyphenol were added, and further stirred to obtain a solution. The solution is transparent and uniform. The obtained solution was filtered with a 0.20 μm membrane filter to obtain a polymerizable composition (43) of the present invention.

(Preparation of polymerizable compositions (44) and (45))

The polymerizable compositions (44) and (45) were obtained under the same conditions as those for the preparation of the polymerizable composition (43), except that each of the compounds shown in the following table was changed to the ratio shown in the following table.

The specific compositions of the polymerizable compositions (43) to (45) of the present invention are shown in the following table.

(Example 43)

The polymerizable composition (43) of the present invention was applied to a glass substrate having a thickness of 0.7 mm by a spin coating method, dried at 70 ° C for 2 minutes, further dried at 100 ° C for 2 minutes, and irradiated with a strength of 10 mW/cm ² at 313 nm. The line is polarized for 30 seconds. Then, the coating film was returned to room temperature, and ultraviolet rays were irradiated with an intensity of 30 mW/cm ² for 30 seconds using a high pressure mercury lamp to obtain an optical anisotropic body of the positive type A plate of Example 43. The alignment of the obtained optical anisotropic body was evaluated, and as a result, there was no defect at all under the visual observation, and there was no defect at all by observation under a polarizing microscope. Furthermore, the retardation of the obtained optical anisotropic body was measured by RETS-100 (manufactured by Otsuka Electronics Co., Ltd.), and the in-plane retardation (Re (550)) at a wavelength of 550 nm was 137 nm, and uniformity was obtained. Phase difference film.

(Example 44)

The polymerizable composition (44) of the present invention was applied to a glass substrate having a thickness of 0.7 mm by a spin coating method, dried at 60 ° C for 2 minutes, and further dried at 110 ° C for 2 minutes, and returned to 60 ° C at 10 mW/cm. The intensity of ² was irradiated with a linear polarization of 313 nm for 50 seconds. Then, the coated film back to room temperature using a high pressure mercury lamp, at 30mW / cm ² of intensity of ultraviolet rays for 30 seconds to obtain a positive optical plate of Example 44. A different embodiment the body. The alignment of the obtained optical anisotropic body was evaluated, and as a result, there was no defect at all under the visual observation, and there was no defect at all by observation under a polarizing microscope. Furthermore, the retardation of the obtained optical anisotropic body was measured by RETS-100 (manufactured by Otsuka Electronics Co., Ltd.), and the in-plane retardation (Re (550)) at a wavelength of 550 nm was 130 nm, and uniformity was obtained. Phase difference film.

(Example 45)

The polymerizable composition (45) of the present invention was applied to a glass substrate having a thickness of 0.7 mm by a spin coating method, dried at 60 ° C for 2 minutes, and further dried at 110 ° C for 2 minutes, and returned to 60 ° C at 10 mW/cm. The intensity of ² was irradiated with a linear polarization of 313 nm for 100 seconds. Then, the coating film was returned to room temperature, and ultraviolet rays were irradiated with an intensity of 30 mW/cm ² for 30 seconds using a high pressure mercury lamp to obtain an optical anisotropic body of Example 45. The alignment of the obtained optical anisotropic body was evaluated, and as a result, there was no defect at all under the visual observation, and there was no defect at all by observation under a polarizing microscope. Furthermore, the retardation of the obtained optical anisotropic body was measured by RETS-100 (manufactured by Otsuka Electronics Co., Ltd.), and the in-plane retardation (Re (550)) at a wavelength of 550 nm was 108 nm, and uniformity was obtained. Phase difference film.

(Preparation of polymerizable composition (46))

45 parts of the compound represented by the formula (1A-1-1), 45 parts of the compound represented by the formula (2-1-1-2), and 10 parts of the compound represented by the formula (2-2-1-1), 6 parts of the compound represented by the formula (d-7) was added to 100 parts of toluene and 200 parts of cyclopentanone, and then heated to 60 ° C, stirred and dissolved, and after confirming dispersion and dissolution, it was returned to room temperature, and Irgacure was added. OXE-01 (Irg.OXE-01: manufactured by BASF Japan Co., Ltd.) 6 parts, MEGAFACE F-554 (made by Di Aisheng Co., Ltd.) 0.20 parts, p-methoxyphenol (MEHQ) 0.1 parts, IRGANOX 1076 (BASF Japan shares) To a solution of 0.1 part by weight, 3-mercaptopropionate TMMP (manufactured by SC Organic Chemical Co., Ltd.) was further stirred to obtain a solution. The solution is homogeneous. The obtained solution was filtered with a 0.20 μm membrane filter to obtain a polymerizable composition (46) of the present invention. The solution is transparent and uniform.

(Preparation of polymerizable composition (47))

The polymerizable composition (47) was obtained by the same conditions as those of the preparation of the polymerizable composition (46), except that each of the compounds shown in the following table was changed to the ratio shown in the following table.

The specific compositions of the polymerizable compositions (46) and (47) of the present invention are shown in the following table.

Trimethylolpropane ginseng (3-mercaptopropionate) (TMMP)

(Example 46)

The alignment film was applied to a glass substrate having a thickness of 0.7 mm by a spin coating method, dried at 100 ° C for 10 minutes, and then fired at 200 ° C for 60 minutes to obtain a coating film. The obtained coating film was subjected to a rubbing treatment. The rubbing treatment was carried out using a commercially available friction device.

The polymerizable composition (46) of the present invention was applied onto a rubbed substrate by a spin coating method, and dried at 90 ° C for 2 minutes. The obtained coating film was cooled to room temperature in 2 minutes, and then irradiated with ultraviolet rays at a strength of 30 mW/cm ² for 30 seconds using a high pressure mercury lamp to obtain an optical anisotropic body of the positive type A plate of Example 46. No coating unevenness was observed in the obtained optically anisotropic body. Further, the polarization degree, transmittance, and contrast of the obtained optical anisotropic body were measured by RETS-100 (manufactured by Otsuka Electronics Co., Ltd.), and it was found that the degree of polarization was 98.0%, the transmittance was 43.5%, and the contrast was observed. It is 92 and functions as a polarizing film.

(Example 47)

An optically anisotropic body of the positive type A plate of Example 47 was obtained under the same conditions as in Example 46 except that the polymerizable composition used was replaced with the polymerizable composition (47). No coating unevenness was observed in the obtained optically anisotropic body. Further, the polarization degree, transmittance, and contrast of the obtained optical anisotropic body were measured by RETS-100 (manufactured by Otsuka Electronics Co., Ltd.), and as a result, the degree of polarization was 97.5%, the transmittance was 42.3%, and contrast was observed. It is 90 and functions as a polarizing film.

(Example 48)

The PET film having a thickness of 180 μm was subjected to a rubbing treatment using a commercially available rubbing device, and then the polymerizable composition (19) of the present invention was applied by a bar coating method and dried at 80 ° C for 2 minutes. After the obtained coating film was cooled to room temperature, an ultraviolet light-transmitting device (manufactured by Jasper Co., Ltd.) of a lamp output of 2 kW was used to irradiate ultraviolet rays at a conveying speed of 5 m/min to obtain an optical anisotropic body of a positive A plate. The alignment evaluation, phase difference ratio, hardenability evaluation, and heat resistance of the obtained optical anisotropic body were carried out in the same manner as in Example 1. The obtained optically anisotropic body was in a good alignment state which was completely free from defects under visual observation and was completely free from defects by observation with a polarizing microscope. Further, the phase difference Re (550) of the obtained optical anisotropic body was 137 nm, and the ratio of the phase difference (Re (450)) to Re (550) at a wavelength of 450 nm was Re (450) / Re (550). 0.833, a retardation film having good uniformity was obtained. The hardenability of the obtained optical anisotropic body was evaluated, and as a result, peeling of the film did not occur at all even after wiping for 200 times or more. Optically isotropic body obtained After the heat resistance test at 85 ° C for 500 hours was carried out, the rate of change with respect to the delay (phase difference) before the test was evaluated, and the result was less than 5%.

Then, the polyvinyl alcohol film having an average polymerization degree of about 2400, a degree of saponification of 99.9 mol% or more and a thickness of 75 μm was uniaxially stretched to about 5.5 times in a dry manner, and immersed in pure water at 60 ° C for 60 seconds while being kept in a tight state. After the clock, the aqueous solution of iodine/potassium iodide/water in a weight ratio of 0.05/5/100 was immersed at 28 ° C for 20 seconds. Then, the aqueous solution of potassium iodide/boric acid/water in a weight ratio of 8.5/8.5/100 was immersed at 72 ° C for 300 seconds. Subsequently, it was washed with pure water at 26 ° C for 20 seconds, and then dried at 65 ° C to obtain a polarizing film in which iodine was adsorbed and adsorbed on a polyvinyl alcohol resin.

To both sides of the polarizing element obtained in this manner, via a carboxyl group-modified polyvinyl alcohol [Kuraray POVAL KL318, manufactured by Kuraray Co., Ltd.], 3 parts and a water-soluble polyamide resin [Limited Chemicals Co., Ltd. Co., Ltd., Sumirez Resin 650 (aqueous solution with a concentration of 30% solids)] 1.5 parts of a polyvinyl alcohol-based adhesive prepared by saponification of a triacetyl cellulose film [Konica Minolta Precision Optics] Co., Ltd., KC8UX2MW] protects both sides and produces a polarizing film.

The antireflection film of the present invention is obtained by bonding the polarizing axis of the obtained polarizing film to the slow axis of the retardation film at 45° via an adhesive. Further, the obtained antireflection film was bonded to an aluminum plate used as an alternative to the organic light-emitting element via an adhesive, and the reflection visibility from the aluminum plate was visually confirmed from the front side and at an inclination of 45°, and as a result, no reflection from the aluminum plate was observed. .

As shown in the above examples, the polymerizable composition of the present invention containing a polymerizable compound having a specific structure containing a plurality of polymerizable groups represented by the formula (IA), that is, a polymerizable composition (1) to (1) 47) The optically anisotropic body of the present invention (Examples 1 to 48) can be said to have excellent alignment property evaluation, phase difference ratio evaluation, hardenability evaluation, and durability evaluation result, and is excellent in productivity. In particular, a polymerizable composition having the following polymerizable compound is used, and the results of the alignment evaluation, the phase difference ratio evaluation, the hardenability evaluation, and the durability evaluation result are very good, and the polymerizable compound has three polymerizations. The specific structure of the base, as a table containing a plurality of formulas (IA) A polymerizable compound having a specific structure of a polymerizable group. On the other hand, when the polymerizable composition of the polymerizable compound of the general formula (IA) of the present invention is not contained, the curability is evaluated as poor, and the polymerizable composition of the present invention is inferior. Compared to it, it is the result of poor.

Claims (18)

A polymerizable composition containing a compound represented by the following formula (IA), (In the formula, P ³ represents a polymerizable group, and Sp ³ represents a spacer group, and when a plurality of Sp ³ are present, the same may be the same or different, and X ³ represents -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, when there are multiple X ³ cases, they may be the same or different (wherein P ³ -(Sp ³ -X ³ ) _k3 - is not Containing -OO-bond); k3 represents an integer from 1 to 10; A ¹ and A ² each independently represent 1,4-phenylene, 1,4-cyclohexylene, pyridine-2,5-diyl, Pyrimidine-2,5-diyl, naphthalene-2,6-diyl, naphthalene-1,4-diyl, tetrahydronaphthalene-2,6-diyl, decahydronaphthalene-2,6-diyl or 1 , 3-two Alkane-2,5-diyl, these groups may be unsubstituted or may be substituted by more than one substituent L; L represents a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a pentafluorosulfanyl group, a nitro group , cyano, isocyano, amine, hydroxy, decyl, methylamino, dimethylamino, diethylamino, diisopropylamino, trimethyl decyl, dimethyl sulfhydryl, thioisocyano, or a -CH ₂ - adjacent to the two or more of -CH ₂ - may each independently -O -, - S -, - CO -, - COO -, - OCO -, - CO-S- , -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH- , -OCO-CH=CH-, -CH=CH-, -CF=CF- or -C≡C-substituted linear or branched alkyl group having 1 to 20 carbon atoms, in the alkyl group Any hydrogen atom may be substituted by a fluorine atom. When a plurality of Ls are present in the compound, the same may be the same or different; Z ¹ and Z ² each independently represent -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 ¹ , the same or different, and when there are a plurality of Z ² , the same or different, m1 and m2 are independently represented. An integer from 0 to 6, m1+m2 represents an integer from 0 to 6; Y represents a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a pentafluorosulfanyl group, a nitro group, a cyano group, an isocyano group, an amine. Base, hydroxyl, thiol, methylamino, dimethylamino, diethylamino, diisopropylamino, trimethylsulfonyl, dimethylhydrazine, thioisocyano or 1 -CH ₂ - or not adjacent two or more of the -CH ₂ - may each independently -O -, - S -, - CO -, - COO -, - OCO -, - CO-S -, - S-CO -, - O- CO-O-, -CO-NH-, -NH-CO-, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, - CH=CH-, -CF=CF- or -C≡C-substituted carbon atom Linear or branched alkyl group of 1 to 20, any of the hydrogen atoms of the alkyl group may be substituted with a fluorine atom; R ¹ represents ^{P 1 - (Sp 1 -X 1} ) k1 - represented by the group ( In the formula, P ¹ represents a polymerizable group, and Sp ¹ represents a spacer group. When a plurality of Sp ¹ are present, the same may be the same or different, and X ¹ represents -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, when there are a plurality of X ¹ , they may be the same or different (wherein P ¹ -(Sp ¹ -X ¹ ) _k1 - does not contain -OO-bond), k1 represents an integer from 0 to 10); R ² represents a group represented by P ² -(Sp ² -X ² ) _k2 - (wherein P ² represents a polymerizable group, and Sp ² represents an interval) when the group, in the case of the presence of a plurality of Sp ^2, and the like which is movable relative Or different, X ² represents -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. When there are multiple X ² cases, they may be the same or Different (wherein P ² -(Sp ² -X ² ) _k2 - does not contain -OO-bond), k2 represents an integer from 0 to 10)). The polymerizable composition according to claim 1, which contains a polymerizable compound represented by the following formula (1-1) having one polymerizable group and/or a following formula having two polymerizable groups ( 2-1) the polymerizable compound represented, Wherein P ¹¹ represents a polymerizable group; S ¹¹ represents a spacer group or a single bond, and when a plurality of S ¹¹ are present, they may be the same or different; X ¹¹ represents -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, when there are a plurality of X ¹¹ , the same or different (wherein, P ¹¹ -(S ¹¹ -X ¹¹ ) _m11 - does not contain -OO-), m11 represents an integer from 0 to 8; MG ¹¹ represents the formula (1-a); (wherein A ¹¹ and A ¹² each independently represent 1,4-phenylene, 1,4-cyclohexylene, pyridine-2,5-diyl, pyrimidine-2,5-diyl, naphthalene-2 ,6-diyl, naphthalene-1,4-diyl, tetrahydronaphthalene-2,6-diyl, decahydronaphthalene-2,6-diyl or 1,3-di An alkane-2,5-diyl group, wherein the group may be unsubstituted or may be substituted by more than one L ¹ , and in the case where a plurality of A ¹¹ and/or A ¹² are present, each may be the same or different; ¹¹ and Z ¹² each independently represent -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-, -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, in the case where a plurality of Z ¹¹ and/or Z ¹² are present, each may be the same or different; M represents a group selected from the following formula (M-1) to (M-11), The group may be unsubstituted or may be substituted by more than one L ¹ ; G is a formula (G-1) to (G-6) below, (wherein R ³ represents a hydrogen atom or an alkyl group having 1 to 20 carbon atoms, and the alkyl group may be linear or branched, and any hydrogen atom in the alkyl group may be a fluorine atom. Alternatively, one of -CH ₂ - or two or more of -CH ₂ - which are not adjacent to each other may be independently -O-, -S-, -CO-, -COO-, -OCO -, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO- or -C≡C-substituted; W ¹¹ represents at least one aromatic group a group having 5 to 30 carbon atoms, the group may be unsubstituted or may be substituted by more than one L ¹ ; W ¹² represents a hydrogen atom or an alkyl group having 1 to 20 carbon atoms, and the alkyl group may be straight The chain shape may also be branched, and any hydrogen atom in the alkyl group may be substituted by a fluorine atom and/or -OH, and one of the alkyl groups may be -CH ₂ - or two or more adjacent ones. -CH ₂ - may also be independently -O-, -S-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -CH=CH-, -CF = CF- or -C≡C-, or, and W ¹² may represent the same meanings as W ^11, and, W ¹¹ and W ¹² may also be connected to each other The ring structure formed in the same; W ^13, W ¹⁴ each independently represent a halogen atom, a cyano group, a hydroxyl group, a nitro group, a carboxyl group, acyl group, carbamoyl, amino, acyl amine sulfonamide, an aromatic group having at least one of carbon a group having 5 to 30 atoms, an alkyl group having 1 to 20 carbon atoms, a cycloalkyl group having 3 to 20 carbon atoms, an alkenyl group having 2 to 20 carbon atoms, a cycloalkenyl group having 3 to 20 carbon atoms, An alkoxy group having 1 to 20 carbon atoms, a decyloxy group having 2 to 20 carbon atoms, or an alkylcarbonyloxy group having 2 to 20 carbon atoms, the above alkyl group, cycloalkyl group, alkenyl group, One of the cycloalkenyl, alkoxy, decyloxy or alkoxycarbonyl groups -CH ₂ - or two or more non-adjacent -CH ₂ - may also be independently -O-, -S- , -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO- or -C≡C- Substituting; wherein, in the case where the above M is selected from the formula (M-1) to the formula (M-10), G is selected from the formula (G-1) to the formula (G-5), and the M is a formula (M- In the case of 11), G represents a formula (G-6); L ¹ represents a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a pentafluorosulfanyl group, a nitro group, an isocyano group, an amine group, a hydroxyl group, a thiol group, Methylamine, A methylamino group, a diethylamino group, a diisopropylamino group, a trimethyl decyl group, a dimethyl fluorenyl group, a thioisocyano group, or an alkyl group having 1 to 20 carbon atoms, and the alkyl group may be linear or may be used. In the form of a branch, any hydrogen atom may be substituted by a fluorine atom, and one of -CH ₂ - or two or more of -CH ₂ - which are not adjacent to each other may be independently selected from -O -, -S-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -CH=CH-, -CF=CF- or -C≡C- Substituting, in the case where there are a plurality of L ¹ in the compound, the same may be the same or different, j11 represents an integer of 0 to 5, j12 represents an integer of 1 to 5, and j11+j12 represents an integer of 1 to 5) ; R ¹¹ represents a hydrogen atom, a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a pentafluorosulfanyl group, a cyano group, a nitro group, an isocyano group, a thioisocyano group, or an alkyl group having 1 to 20 carbon atoms; The alkyl group may be linear or branched, and any hydrogen atom in the alkyl group may be substituted by a fluorine atom, and one of the alkyl groups is -CH ₂ - or not adjacent thereto. More than one - CH ₂ - can also be independent Sites are -O-, -S-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH -CO- or -C≡C-substituted) (wherein, P ²¹ to P ²² represent a polymerizable group; and S ²¹ to S ²² each independently represent a spacer group or a single bond, and when a plurality of S ²¹ to S ²² are present, each of them may be the same or Different; X ²¹ ~ X ²² represents -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 single bond, when there are multiple X ²¹ ~X ²² cases, etc. Each may be the same or different (wherein each P-(SX)-bond does not contain -OO-) the base represented by MG ²¹¹ (8-a), (wherein A ⁸¹ and A ⁸² each independently represent 1,4-phenylene, 1,4-cyclohexylene, pyridine-2,5-diyl, pyrimidine-2,5-diyl, naphthalene-2 ,6-diyl, naphthalene-1,4-diyl, tetrahydronaphthalene-2,6-diyl, decahydronaphthalene-2,6-diyl or 1,3-di Alkane-2,5-diyl, these groups may be unsubstituted or may be substituted by more than one L ² , and in the case where a plurality of A ⁸¹ and/or A ⁸² are present, they may be the same or different; ⁸¹ and Z ⁸² each independently represent -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-, -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, in the case where a plurality of Z ⁸¹ and/or Z ⁸² are present, each may be the same or different; M represents a group selected from the following formula (M-81) to (M-813), These groups may be unsubstituted or may be substituted by more than one L ² ; G represents a group selected from the following formula (G-81) to formula (G-86), (wherein R ³ represents a hydrogen atom or an alkyl group having 1 to 20 carbon atoms, and the alkyl group may be linear or branched, and any hydrogen atom in the alkyl group may be a fluorine atom. Alternatively, one of -CH ₂ - or two or more of -CH ₂ - which are not adjacent to each other may be independently -O-, -S-, -CO-, -COO-, -OCO -, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO- or -C≡C-substituted; W ⁸¹ represents at least one aromatic group a group having 5 to 30 carbon atoms, the group may be unsubstituted or may be substituted by more than one of L ² ; W ⁸² represents a hydrogen atom or an alkyl group having 1 to 20 carbon atoms, and the alkyl group may be The linear form may be branched, and any hydrogen atom in the alkyl group may be substituted by a fluorine atom and/or -OH, and one of the alkyl groups may be -CH ₂ - or two or more adjacent ones. -CH ₂ - may also be independently -O-, -S-, -CO-, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O- , -CO-NH-, -NH-CO-, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -CH=CH- , -CF = CF- or -C≡C-, or W ⁸² may represent the same meaning as W ^81, and, W ⁸¹ and W ⁸² may also be connected to each other and form The same ring structure; W ^83, W ⁸⁴ each independently represent a halogen atom, a cyano group, a hydroxyl group, a nitro group, a carboxyl group, acyl group, carbamoyl, amino, acyl amine sulfonamide, an aromatic group having at least one carbon atom of a group of 5 to 30, an alkyl group having 1 to 20 carbon atoms, a cycloalkyl group having 3 to 20 carbon atoms, an alkenyl group having 2 to 20 carbon atoms, a cycloalkenyl group having 3 to 20 carbon atoms, and carbon An alkoxy group having 1 to 20 atomic atoms, a decyloxy group having 2 to 20 carbon atoms, or an alkylcarbonyl group having 2 to 20 carbon atoms, the above alkyl group, cycloalkyl group, alkenyl group, cycloalkenyl group, alkoxy group One of -CH ₂ - or two or more of -CH ₂ - which are not related to the group, the decyloxy group or the alkylcarbonyloxy group may be independently -O-, -S-, -CO-, - COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO- or -C≡C-substitution; wherein, when When M is selected from the case of the formula (M-81) to the formula (M-812), G is selected from the formula (G-81) to the formula (G-85), and when M is the formula (M-813) , G represents a formula (G-86); L ² represents a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a pentafluorosulfanyl group, a nitro group, an isocyano group, an amine group, a hydroxyl group, a decyl group, a methylamino group, and two Methylamine, diethylamine , diisopropylamino, trimethylsulfonyl, dimethylhydrazine, thioisocyano, or an alkyl group having 1 to 20 carbon atoms, the alkyl group may be linear or branched, and any hydrogen The atom may also be substituted by a fluorine atom, and one of -CH ₂ - or two or more of -CH ₂ - which are not adjacent to each other may be independently selected from -O-, -S-, -CO -, -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -CH=CH-COO-, -CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -CH=CH-, -CF=CF- or -C≡C-, the base substitution in the compound In the case of a plurality of L ² , they may be the same or different, j81 and j82 each independently represent an integer of 0 to 5, and j81+j82 represents an integer of 1 to 5) m2 and n2 each independently represent 0 to 5 Integer). The polymerizable composition according to claim 1 or 2, further comprising a polymerizable compound represented by the following formula (2-2) having two polymerizable groups. (In the formula, P ²¹² ~ P ²²² represents a polymerizable group; S ²¹² ~ S ²²² represents a spacer group or a single bond, when the case where a plurality of S ²¹² ~ S ²²² in the presence of, each of these may be the same or different; X- ²¹² ~ X ²²² represents -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, which may be the same when there are multiple X ²¹² ~ X ²²² It may also be different (wherein each P-(SX)-bond does not contain -OO-); MG ²¹² represents formula (8-b) (wherein A ⁸³ and A ⁸⁴ each independently represent 1,4-phenylene, 1,4-cyclohexylene, pyridine-2,5-diyl, pyrimidine-2,5-diyl, naphthalene-2 ,6-diyl, naphthalene-1,4-diyl, tetrahydronaphthalene-2,6-diyl, decahydronaphthalene-2,6-diyl or 1,3-di Alkane-2,5-diyl, these groups may be unsubstituted or may be substituted by more than one L ² , and in the case where a plurality of A ⁸³ and/or A ⁸⁴ are present, they may be the same or different; ⁸³ and Z ⁸⁴ each independently represent -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-, -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, in the case where a plurality of Z ⁸³ and/or Z ⁸⁴ are present, each may be the same or different; M ⁸¹ represents a selected from 1,4-phenylene, 1,4-cyclohexylene, 1,4 -cyclohexenyl, tetrahydropyran-2,5-diyl, 1,3-di Alkano-2,5-diyl, tetrahydrothiopyran-2,5-diyl, 1,4-bicyclo(2,2,2) octyl, decahydronaphthalene-2,6-diyl, pyridine- 2,5-diyl, pyrimidine-2,5-diyl, pyridyl -2,5-diyl, thiophene-2,5-diyl-, 1,2,3,4-tetrahydronaphthalene-2,6-diyl, anthranyl-1,4-diyl, naphthene Base-1,5-diyl, anthranyl-1,6-diyl, anthranyl-2,6-diyl, phenanthrene-2,7-diyl, 9,10-dihydrophenanthrene-2, 7-diyl, 1,2,3,4,4a,9,10a-octahydrophenanthrene-2,7-diyl,benzo[1,2-b:4,5-b']dithiophene-2 ,6-diyl, benzo[1,2-b:4,5-b']diselenophene-2,6-diyl, [1]benzothieno[3,2-b]thiophene-2 , 7-diyl, [1] benzoselenophene [3,2-b]selenophene-2,7-diyl, or a group of fluorene-2,7-diyl, these groups may be Substituted or substituted by more than one L ² ; L ² represents a fluorine atom, a chlorine atom, a bromine atom, an iodine atom, a pentafluorosulfanyl group, a nitro group, an isocyano group, an amine group, a hydroxyl group, a decyl group, a methylamino group , dimethylamino, diethylamino, diisopropylamino, trimethylsulfonyl, dimethylhydrazine, thioisocyano, or an alkyl group having 1 to 20 carbon atoms, the alkyl group may be linear Further, it may be branched, and any hydrogen atom may be substituted by a fluorine atom, and one of -CH ₂ - or two or more of -CH ₂ - which are not adjacent to each other may be independently selected from each other. -O-, -S-, -CO- , -COO-, -OCO-, -CO-S-, -S-CO-, -O-CO-O-, -CO-NH-, -NH-CO-, -CH=CH-COO-, - Substituting in CH=CH-OCO-, -COO-CH=CH-, -OCO-CH=CH-, -CH=CH-, -CF=CF- or -C≡C-, there are many compounds in the compound In the case of L ² , they may be the same or different, j83 and j84 each independently represent an integer of 0 to 5, and j83+j84 represents an integer of 1 to 5) m2 and n2 each independently represent an integer of 0 to 5. ). A polymer using the polymerizable composition according to any one of claims 1 to 3. An optically anisotropic body using the polymerizable composition according to any one of claims 1 to 3. A retardation film using the polymerizable composition according to any one of claims 1 to 3. A display element comprising the optically oriented body according to claim 5, or the retardation film of claim 6. A light-emitting element comprising the optically oriented body according to claim 5 or the retardation film of claim 6. A light-emitting diode lighting device comprising the polymer of claim 4. A reflective film comprising the retardation film of claim 6. A lens sheet comprising the polymer of claim 4. A polymerizable composition containing the polymerizable composition according to any one of claims 1 to 3, and a dichroic dye. A polarizing film using the polymerizable composition of claim 12. A polymerizable composition containing the polymerizable composition according to any one of claims 1 to 3, and an azo derivative, a chalcone derivative, a coumarin derivative, a cinnamic acid ester derivative, Any one or more of the cycloalkane derivatives. An optically oriented body using the polymerizable composition of claim 14. A retardation film using the polymerizable composition described in claim 14. A display element comprising the retardation film of claim 6 or claim 16, and/or the polarizing film of claim 13. A light-emitting element comprising the retardation film of claim 6 or claim 16, and/or the polarizing film of claim 13.