Polymer composition, phase difference film-forming composition, alignment film-forming composition, and phase difference material

A polymer composition with a specific polymer and compound forms retardation films with high alignment and retardation values, addressing the limitations of existing technologies by achieving an NZ coefficient close to 0.5 in a single resin layer, improving display quality in liquid crystal and organic electroluminescence displays.

WO2026053908A1PCT designated stage Publication Date: 2026-03-12NISSAN CHEM CORP
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Patent Information

Authority / Receiving Office
WO · WO
Patent Type
Applications
Current Assignee / Owner
Filing Date
2025-09-01
Publication Date
2026-03-12

AI Technical Summary

Technical Problem

Existing technologies fail to provide retardation materials with high alignment and retardation values, often requiring multiple resin layers to achieve desired optical properties, and do not adequately address the need for a high NZ coefficient between 0 and 1, particularly in liquid crystal and organic electroluminescence displays.

Method used

A polymer composition containing a specific polymer with a photosensitive group and a compound with a carboxy group is used to form a retardation film or alignment film, which can achieve high alignment and retardation values, with an NZ coefficient close to 0.5, using a single resin layer.

Benefits of technology

The polymer composition enables the production of retardation materials with high alignment and retardation values, achieving an NZ coefficient close to 0.5, thereby enhancing display quality in liquid crystal and organic electroluminescence displays.

✦ Generated by Eureka AI based on patent content.

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Abstract

This polymer composition contains a polymer (P) and a compound (AC). Polymer (P): a polymer including a structural unit (X) derived from a monomer compound having a photosensitive group (p) and a polymerizable unsaturated bond. The polymer is not a polymer selected from the group consisting of a polyimide precursor and an imidated polymer that is an imidated product of the polyimide precursor. Compound (AC): a compound which has a carboxyl group and a chain-like group and which is selected from the group consisting of compounds (AC-1) to (AC-2). Compound (AC-1): a low molecular weight compound not having a polymerizable unsaturated bond. Compound (AC-2): a compound (aC) having a polymerizable unsaturated bond
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Description

Polymer composition, retardation film-forming composition, alignment film-forming composition, and retardation material

[0001] The present invention relates to a polymer composition (particularly, a composition for forming a retardation film or a composition for forming an alignment film) containing a specific polymer component and a compound component, and a retardation material. More specifically, the present invention relates to a composition for forming a retardation film or a composition for forming an alignment film that can be suitably used for materials having optical properties suitable for applications such as display devices and recording materials (particularly, optical compensation films such as polarizing plates and retardation plates for liquid crystal displays and organic EL (Electro Luminescence) display devices), and a retardation material obtained from the film-forming composition.

[0002] Due to demands for improved display quality and lighter weight of liquid crystal display devices, there is an increasing demand for polymer films with controlled internal molecular orientation structures as optical compensation films such as polarizing plates and retardation plates. These polymer films are used to change the polarization state of light and are known as films that impart birefringence (also referred to as birefringent films or retardation films). Hereinafter, materials that change the polarization state of light will also be referred to as retardation materials. To meet these demands, birefringent films have been developed that utilize the optical anisotropy of polymerizable liquid crystal compounds. The polymerizable liquid crystal compounds used here are generally liquid crystal compounds having a polymerizable group and a liquid crystal structural portion (a structural portion having a spacer portion and a mesogen portion), and acrylic groups are commonly used as the polymerizable group.

[0003] A polymerizable liquid crystal compound can exhibit optical anisotropy by, for example, contacting it with a substrate that has been subjected to an alignment treatment and irradiating it with radiation such as ultraviolet light. Conventional techniques include a method of supporting a specific polymerizable liquid crystal compound having an acrylic group between supports on which a polymer film having alignment ability (hereinafter also referred to as an alignment film) is formed, and irradiating the compound with radiation while maintaining the compound in a liquid crystal state (Patent Document 1), and a method of adding a photopolymerization initiator to a mixture of two types of polymerizable liquid crystal compounds having an acrylic group or a composition obtained by mixing this mixture with a chiral liquid crystal, and irradiating the mixture with ultraviolet light on an alignment-treated substrate (Patent Document 2).

[0004] In addition, various coating-type birefringent films have been reported, such as birefringent films using polymerizable liquid crystal compounds or their polymers without using an alignment film (Patent Documents 3 and 4), and birefringent films using polymers containing photocrosslinkable moieties (Patent Documents 5 and 6).

[0005] JP-A-62-70407, JP-A-9-208957, Special Publication No. 2002-517605, WO2008 / 031243, JP-A 2008-164925, JP-A 11-189665

[0006] In recent years, demands for higher quality in liquid crystal displays and organic electroluminescence (EL) displays have become even stronger than before. In particular, from the perspective of achieving high display quality, retardation materials that achieve high alignment and retardation values ​​are required. Furthermore, retardation materials are sometimes used for viewing angle compensation, and the NZ coefficient, a parameter that represents the characteristics of a retardation material, is required to be greater than 0 and less than 1. Furthermore, the NZ coefficient is preferably 0.5 or a value close to 0.5. Here, the NZ coefficient is given by the formula {NZ = (nx - nz) / (nx - ny)}, where nx is the refractive index of the slow axis in the plane of the retardation material, ny is the refractive index of the fast axis, and nz is the refractive index in the thickness direction of the retardation material. From the perspective of reducing the number of processes, it is preferable for a retardation material to exhibit desired optical properties with only a single resin layer, rather than combining multiple resin layers to achieve the desired optical properties. The inventors' investigations revealed that prior art did not necessarily yield materials that satisfy the above-mentioned properties at a high level.

[0007] An object of the present invention is to provide a retardation material that exhibits a high degree of orientation and a high retardation value, and an alignment film and a polymer composition that provide the retardation material.

[0008] As a result of extensive research to solve the above problems, the present inventors have found that a polymer composition containing a specific polymer and a specific compound is suitable for a retardation film-forming composition for forming a retardation material, such as a birefringent film, or an alignment film-forming composition for forming an alignment film, and have completed the present invention.

[0009] Therefore, the present invention encompasses the following aspects: CPolymer (P): A polymer having a structural unit (X) derived from a monomer compound having a photosensitive group (p) and a polymerizable unsaturated bond, the polymer being different from a polymer selected from the group consisting of polyimide precursors and imidized polymers which are imidized products of the polyimide precursors. C ) a compound having a carboxy group and a chain group, and C -1) to (A C Compound (A) selected from the group consisting of C -1): A low molecular weight compound having no polymerizable unsaturated bond (A C -2): Compound having a polymerizable unsaturated bond (a C )

[0010] The present invention provides a retardation material that exhibits high alignment and retardation value, an alignment film that provides the retardation material, and a polymer composition.Furthermore, it is possible to provide a retardation material that can obtain an NZ coefficient close to 0.5, and an alignment film that provides the retardation material.

[0011] The following provides a detailed description of a polymer composition containing a specific polymer and a specific compound, as well as an alignment film or retardation material formed using the polymer composition. However, the following description of the constituent elements is merely an example of one embodiment of the present invention and is not intended to be limiting. In the following description, examples of "halogen atoms" include fluorine atoms, chlorine atoms, bromine atoms, and iodine atoms. Furthermore, "tert-," meaning tertiary, is also represented by "t-." Examples of aryl groups include aryl groups having 6 to 20 carbon atoms, such as phenyl groups, biphenyl groups, and naphthyl groups. Examples of arylene groups include arylene groups having 6 to 20 carbon atoms, such as phenylene groups, biphenylene groups, and naphthylene groups. In the present invention, the main chain of a polymer refers to the "trunk" portion of the polymer, which is the longest chain of atoms. Furthermore, the side chain of a polymer refers to the portion branched from the "trunk" of the polymer.

[0012] Hereinafter, embodiments of the present invention will be described in detail. [Polymer (P)] The polymer composition of the present invention contains a polymer (P) having a photosensitive group (p) and a structural unit (X) derived from a monomer compound having a polymerizable unsaturated bond. The polymer (P) is a polymer different from a polymer selected from the group consisting of polyimide precursors and imidized polymers which are imidized products of the polyimide precursors. The polymer (P) preferably has the photosensitive group (p) in a side chain of the polymer.

[0013] (Photosensitive Group (p)) The polymer (P) has a photosensitive group (p). Specific examples of the photosensitive group (p) include functional groups that can undergo a photocrosslinking reaction (for example, a photodimerization reaction), a photoisomerization reaction, or a photo-Fries rearrangement reaction when exposed to light energy, such as a cinnamic acid group, an azobenzene skeleton, a cinnamoyl group, a chalcone group, a coumarin group, a benzophenone group, a phenylbenzoate skeleton, or derivatives thereof, as represented by the following formulas (ca-1) to (ca-2): (In formulas (ca-1) to (ca-2), Ar represents a divalent organic group having 6 to 30 carbon atoms and an arylene group, and Ar represents —C(X 1 ) = is bonded to a carbon atom constituting an aromatic hydrocarbon ring. *1 represents a bond bonded to an atom other than a hydrogen atom. X 1 , and X 2 each independently represents a hydrogen atom, a halogen atom, a cyano group, or an alkyl group having 1 to 3 carbon atoms, and some or all of the hydrogen atoms in the alkyl group may be substituted with fluorine atoms. * represents a bond.) In the above formulas (ca-1) and (ca-2), Ar and COOH or COO-*1 may be bonded at the cis position or the trans position relative to the double bond, but are preferably bonded at the trans position.

[0014] The alkyl group having 1 to 3 carbon atoms may be either linear or branched, and specific examples thereof include a methyl group, an ethyl group, an n-propyl group, and an isopropyl group.

[0015] One preferred embodiment of the photosensitive group (p) is a photosensitive group (p1) represented by the following formula (a1): In the following formula (a1), an optionally substituted phenylene group and a COO—R M may be bonded at the cis position or the trans position relative to the double bond, but is preferably bonded at the trans position. (In formula (a1), Cy represents a single bond or a divalent organic group represented by the following formula (Ph). L represents a single bond or —O—. R M represents a hydrogen atom or a monovalent organic group having 1 to 4 carbon atoms. m is an integer from 1 to 12. R and R' each independently represent a hydrogen atom, a halogen atom, a cyano group, or an alkyl group having 1 to 3 carbon atoms, and some or all of the hydrogen atoms in the alkyl group may be substituted with fluorine atoms. The hydrogen atoms on the benzene ring in formula (a1) may be substituted with a substituent selected from the group consisting of an alkyl group, an alkyloxy group, an alkenyl group, an alkynyl group, and a halogen atom. * represents a bond. (In formula (Ph), X represents a single bond, an alkylene group having 1 to 3 carbon atoms, -CH=CH-, -C≡C-, -O-, -N=N-, -COO-, or -OCO-. A hydrogen atom on the benzene ring in formula (Ph) may be substituted with a substituent selected from the group consisting of an alkyl group, an alkyloxy group, an alkenyl group, an alkynyl group, and a halogen atom. *1 represents a bond to L in formula (a1). *2 represents a bond to the benzene ring in formula (a1).)

[0016] The above R MPreferred specific examples of the monovalent organic group in the formula (I) include an alkyl group or an alkoxyalkyl group. The alkyl group may be either linear or branched, and specific examples thereof include a methyl group, an ethyl group, an n-propyl group, and an isopropyl group. Examples of the alkoxyalkyl group include a methoxymethyl group, a methoxyethyl group, an ethoxymethyl group, and an ethoxyethyl group. The alkyl group having 1 to 3 carbon atoms in R and R' may be either linear or branched, and specific examples thereof include a methyl group, an ethyl group, an n-propyl group, and an isopropyl group. m is an integer of 1 to 12, preferably an integer of 2 to 10, and more preferably an integer of 2 to 6.

[0017] Examples of the alkyl group as a substituent include alkyl groups having 1 to 3 carbon atoms, such as a methyl group, an ethyl group, and a propyl group. Examples of the alkyloxy group as a substituent include alkyloxy groups having 1 to 3 carbon atoms, such as a methoxy group and an ethoxy group. Examples of the alkenyl group as a substituent include alkenyl groups having 2 to 4 carbon atoms, such as a vinyl group, an allyl group, and a 2-butenyl group. Examples of the alkynyl group as a substituent include alkynyl groups having 2 to 4 carbon atoms, such as a propargyl group.

[0018] The photosensitive group (p1) is preferably a photosensitive group represented by any one of the following formulae (a-1) to (a-2): 3 may be bonded at the cis position or the trans position relative to the double bond, but is preferably bonded at the trans position. (In the formula, R and R' each independently represent a hydrogen atom, a halogen atom, a cyano group, or an alkyl group having 1 to 3 carbon atoms, and some or all of the hydrogen atoms in the alkyl group may be substituted with fluorine atoms. m is an integer of 1 to 12. * represents a bond.)

[0019] Examples of the photosensitive group (p) include the following structures. In the formulae (p2-1) to (p2-45), one or more hydrogen atoms on the benzene ring or cyclohexane ring may be substituted with a methyl group, a t-butyl group, a methoxy group, a nitrile group, an acetyl group, or a halogen atom. 1 is -(CH 2 ) s1 -, Sp 2 is -(CH 2 ) s2 -. s1 and s2 each independently represent an integer of 1 to 12. * represents a bond.

[0020] (Other Functional Groups) The polymer (P) may have other functional groups in addition to the photosensitive group (p). Examples of the other functional groups include a mesogen-forming group (m), a crosslinkable group, a group having a five- or greater-membered heterocycle, and a thermally detachable group.

[0021] The polymer (P) has, for example, another functional group in its side chain. The polymer (P) may have a structural unit (X2) having another functional group in its side chain. The structural unit (X2) having another functional group in its side chain is, for example, a structural unit derived from a monomer compound having a polymerizable unsaturated bond and another functional group.

[0022] ((Mesogen-forming group (m))) The mesogen-forming group (m) is not particularly limited as long as it can impart liquid crystallinity, and includes not only mesogenic groups but also hydrogen-bonding mesogenic groups that exhibit liquid crystallinity through intermolecular hydrogen bonding.

[0023] The polymer (P) has, for example, a mesogen-forming group (m) in a side chain. When the polymer (P) has a mesogen-forming group (m), the polymer (P) contains a structural unit (X m It is preferable that the structural unit (X) has a mesogen-forming group (m) in the side chain. m ) is, for example, a structural unit derived from a monomer compound having a polymerizable unsaturated bond and a mesogen-forming group (m).

[0024] The mesogen-forming group (m) may be in embodiment (A) having a side chain containing the photosensitive group (p), or in embodiment (B) having a side chain not containing the photosensitive group (p), or a combination thereof. The embodiment (A) may include, but is not limited to, embodiment (A1) having a mesogen-forming group in the side chain sharing part or all of the structure of the photosensitive group (p), or embodiment (A2) having a mesogen-forming group in the side chain independently of the structure of the photosensitive group (p). In embodiment (A2), the mesogen-forming group (m) and the photosensitive group (p) may be bonded to each other by a single bond, or may be bonded to each other via a linking group. Examples of the linking group include an alkylene group, -O-, -S-, -SO-, -SO 2 Examples of the alkylene group include -, -CH=CH-, -C≡C-, -N=N-, -COO-, and -OCO-. Examples of the alkylene group include alkylene groups having 1 to 20 carbon atoms, such as a methylene group, an ethylene group, and a propylene group. The alkylene group is preferably an alkylene group having 1 to 10 carbon atoms, and more preferably an alkylene group having 1 to 10 carbon atoms.

[0025] Examples of the mesogenic group include -Ar 1 -Y-Ar 2 -, where Ar 1 and Ar 2 are the same or different and represent an arylene group which may have a substituent, a cycloalkylene group which may have a substituent (e.g., a cyclopropylene group, a cyclobutane group, or a cyclohexylene group), or a divalent heterocyclic ring which may have a substituent (e.g., an oxygen-containing heterocyclic ring such as a furan ring or a pyran ring; a nitrogen-containing heterocyclic ring such as a pyrrole ring or an imidazole ring). Y represents a single bond, an alkylene group having 1 to 3 carbon atoms, -CH=CH-, -C≡C-, -O-, -COO-, -OCO-, -CH=N-, or an arylene group.

[0026] The positions of the bonds of the arylene group and heterocyclic residue are not particularly limited as long as they impart liquid crystallinity, but the phenylene group is preferably bonded at the p-position, and the naphthylene group is preferably bonded at the 2,6-position.

[0027] The arylene group, cycloalkylene group, and heterocyclic residue may have a substituent. Examples of the substituent include an alkyl group, a formyl group, an alkyloxy group, an alkenyl group, an alkynyl group, a halogen atom, a haloalkyl group, a cycloalkyl group which may have a substituent, and an aryl group which may have a substituent. Examples of the alkyl group include an alkyl group having 1 to 3 carbon atoms such as a methyl group, an ethyl group, and a propyl group. Examples of the alkyloxy group include an alkyloxy group having 1 to 3 carbon atoms such as a methoxy group and an ethoxy group. Examples of the alkenyl group include an alkenyl group having 2 to 4 carbon atoms such as a vinyl group, an allyl group, and a 2-butenyl group. Examples of the alkynyl group include an alkynyl group having 2 to 4 carbon atoms such as a propargyl group. Examples of the haloalkyl group include a haloalkyl group having 1 to 3 carbon atoms such as a trifluoromethyl group. Examples of the cycloalkyl group include a cycloalkyl group having 3 to 6 carbon atoms such as a cyclopropyl group, a cyclopentyl group, and a cyclohexyl group. The cycloalkyl group and aryl group may have a substituent, and examples of the substituent include a methoxy group and a halogen atom.

[0028] More preferred examples of the mesogenic group include the following structures. (* represents a bond.)

[0029] Examples of the hydrogen-bonding mesogenic group include the following structure in addition to a hydroxybenzoic acid residue: -Ar-X-Ar 3 -COOH -Ar-X-Ar 3 -(Z) j —COOH where Ar and Ar 3are the same or different and represent an arylene group which may have a substituent. X represents a single bond, an alkylene group having 1 to 3 carbon atoms, -CH=CH-, -C≡C-, -O-, -COO-, -OCO-, or -CH=N-. Z represents -CH=CH-. j represents an integer of 2 to 3, preferably 2. The arylene group may have a substituent, and examples of the substituent include an alkyl group, a formyl group, an alkyloxy group, an alkenyl group, an alkynyl group, a halogen atom, and a haloalkyl group. Specific examples of the alkyl group, alkyloxy group, alkenyl group, alkynyl group, and haloalkyl group as the substituent include, for example, "-Ar 1 -Y-Ar 2 Specific examples of the alkyl group, alkyloxy group, alkenyl group, alkynyl group, and haloalkyl group mentioned in the explanation of "-" include:

[0030] Preferred specific examples of the side chain (bm) having no photosensitive group (p) but having a mesogen-forming group (m) include the following structures and vinylbenzoic acid residues. (Note: Sp 1 is -(CH 2 ) s1 In the above formulas (bm-1) to (bm-4), s1 each independently represents an integer of 1 to 12. * represents a bond.

[0031] ((Crosslinkable Group)) The crosslinkable group may be one functional group selected from the group consisting of an oxetanyl group, an oxiranyl group, a carboxy group, and a hydroxy group.

[0032] The polymer (P) has, for example, a crosslinkable group in a side chain. When the polymer (P) has a crosslinkable group, the polymer (P) contains a structural unit (X CL It is preferable that the structural unit (X) has a crosslinkable group in the side chain. CL ) is, for example, a structural unit derived from a monomer compound having a polymerizable unsaturated bond and a crosslinkable group.

[0033] The structural unit (X CLExamples of the monomer compounds which give the copolymer (meth)acrylate include glycidyl (meth)acrylate, glycidyl α-ethylacrylate, glycidyl α-n-propylacrylate, glycidyl α-n-butylacrylate, 3,4-epoxybutyl (meth)acrylate, 3,4-epoxybutyl α-ethylacrylate, 3,4-epoxycyclohexylmethyl (meth)acrylate, 6,7-epoxyheptyl (meth)acrylate, 6,7-epoxyheptyl α-ethylacrylate, 3-methyl-3-oxetanylmethyl (meth)acrylate, and (3-ethyloxetan-3-yl) (meth)acrylate. Examples of suitable acrylic acid compounds include methyl acrylate, 4-hydroxybutyl (meth)acrylate glycidyl ether, and compounds having an oxetanyl group or an oxiranyl group, such as those represented by the following formulae (G1) to (G3); carboxy group-containing compounds such as (meth)acrylic acid, crotonic acid, α-ethylacrylic acid, α-n-propylacrylic acid, α-n-butylacrylic acid, maleic acid, fumaric acid, citraconic acid, mesaconic acid, and itaconic acid; and hydroxy group-containing compounds such as 2-hydroxyethyl (meth)acrylate, 3-hydroxypropyl (meth)acrylate, and 4-hydroxybutyl (meth)acrylate.

[0034] <Group Having a Five- or More-Membered Heterocycle> Examples of the heterocycle in the group having a five- or more-membered heterocycle include cyclic amines such as piperidine, piperazine, 1,2,3-triazole, purine, 1,4-diazabicyclo[2.2.2]octane (triethylenediamine), quinuclidine, morpholine, diazabicycloundecene (DBU), diazabicyclononene (DBN), and N,N-dimethyl-4-aminopyridine (DMAP); and aromatic heterocycles such as pyridine, pyrrole, imidazole, and acridine.

[0035] The group having a 5 or more membered heterocyclic ring is, for example, a residue obtained by removing a hydrogen atom from a 5 or more membered heterocyclic ring.

[0036] The polymer (P) has, for example, a group having a 5- or larger-membered heterocyclic ring in a side chain. When the polymer (P) has a group having a 5- or larger-membered heterocyclic ring, the polymer (P) has a structural unit (X htIt is preferable that the structural unit (X) has a group having a 5- or more-membered heterocyclic ring in a side chain. ht ) is, for example, a structural unit derived from a monomer compound having a polymerizable unsaturated bond and a group having a five- or greater-membered heterocyclic ring.

[0037] The structural unit (X ht Examples of the monomer compound that gives the above-mentioned compound (ht-1) include the following compounds (ht-1) to (ht-2).

[0038] ((Thermal-Leaving Group)) Examples of the thermal-leaving group include carbamate-based protecting groups such as a tert-butoxycarbonyl group (Boc group), a 9-fluorenylmethyloxycarbonyl group (Fmoc group), a benzyloxycarbonyl group, a 1,1-dimethyl-2-haloethyloxycarbonyl group, an allyloxycarbonyl group, or a 2-(trimethylsilyl)ethoxycarbonyl group.

[0039] The polymer (P) has, for example, a thermally detachable group in a side chain. When the polymer (P) has a thermally detachable group, the polymer (P) has a structural unit (X BL It is preferable that the structural unit (X) has a thermally detachable group in the side chain. BL ) is, for example, a structural unit derived from a monomer compound having a polymerizable unsaturated bond and a thermally detachable group.

[0040] The structural unit (X BL Examples of the monomer compound that gives the above-mentioned methyl group include the following compounds (BL-1) to (BL-2). (In the formula, "Boc" represents a tert-butoxycarbonyl group.)

[0041] The polymer (P) of the present invention may have a structural unit other than the structural unit (X) (hereinafter also referred to as an "other structural unit"), and the other structural unit is preferably a structural unit derived from a monomer compound having a polymerizable unsaturated bond.

[0042] In the present invention, examples of the group or structure having a polymerizable unsaturated bond include a (meth)acryloyl group, a maleimide group, a styryl group, a vinyl group, and an α-methylene-γ-butyrolactone structure.

[0043] The polymer (P) of the present invention can be obtained, for example, by polymerizing a monomer compound having at least one polymerizable unsaturated bond and at least one functional group described above.

[0044] Furthermore, when the polymer (P) of the present invention has the above-mentioned other structural units, it can be obtained by polymerizing a monomer compound having at least one of the above-mentioned polymerizable unsaturated bonds and at least one of the above-mentioned other functional groups. Furthermore, the polymer (P) of the present invention may contain structural units derived from other monomer compounds other than the above-mentioned monomer compounds. Specific examples of other monomer compounds include the following (meth)acrylic acid ester compounds, maleimide compounds, maleic anhydride, styrene compounds, vinyl compounds, and (meth)acrylamide compounds.Methyl (meth)acrylate, ethyl (meth)acrylate, isopropyl (meth)acrylate, benzyl (meth)acrylate, naphthyl (meth)acrylate, anthryl (meth)acrylate, anthrylmethyl (meth)acrylate, phenyl (meth)acrylate, 2,2,2-trifluoroethyl (meth)acrylate, tert-butyl (meth)acrylate, cyclohexyl (meth)acrylate, isobornyl (meth)acrylate, 2-methoxyethyl (meth)acrylate (meth)acrylic acid ester compounds such as acrylate, methoxytriethylene glycol (meth)acrylate, 2-ethoxyethyl (meth)acrylate, tetrahydrofurfuryl (meth)acrylate, 3-methoxybutyl (meth)acrylate, 2-methyl-2-adamantyl (meth)acrylate, 2-propyl-2-adamantyl (meth)acrylate, 8-methyl-8-tricyclodecyl (meth)acrylate, and 8-ethyl-8-tricyclodecyl (meth)acrylate; Maleimide compounds such as N-benzylmaleimide, 4-maleimidobutyric acid, N-methoxycarbonylmaleimide, and N-cyclohexylmaleimide; styrene compounds such as styrene, 4-methylstyrene, 4-vinylphenylboronic acid, 4-vinylbenzoic acid, and trans-anethole; vinyl compounds such as vinyl ether, methyl vinyl ether, benzyl vinyl ether, 2-hydroxyethyl vinyl ether, phenyl vinyl ether, and propyl vinyl ether; styrene compounds such as styrene, 4-methylstyrene, 4-chlorostyrene, and 4-bromostyrene; maleimide compounds such as maleimide, N-methylmaleimide, N-phenylmaleimide, and N-cyclohexylmaleimide; (Meth)acrylamide compounds such as (meth)acrylamide, N,N-dimethyl(meth)acrylamide, N-(hydroxymethyl)(meth)acrylamide, N-isopropyl(meth)acrylamide, N-propyl(meth)acrylamide, N-tert-butyl(meth)acrylamide, N-(methoxymethyl)(meth)acrylamide, and N-(butoxymethyl)(meth)acrylamide.

[0045] From the viewpoint of photoreactivity, the content of the structural unit (X) in the polymer (P) of the present invention is preferably 5 mol % or more, and more preferably 10 mol % or more, relative to 100 mol % of the total structural units contained in the polymer (P), and may be 100 mol % or less, 95 mol % or less, 90 mol % or less, or 80 mol % or less.

[0046] The content of the other structural units and structural units derived from other monomer compounds in the polymer (P) of the present invention is the remaining portion when the content of the structural unit (X) is less than 100 mol%. From the viewpoint of photoreactivity, the content of the other structural units and structural units derived from other monomer compounds in the polymer (P) of the present invention is preferably 5 mol% or more, and more preferably 10 mol% or more, relative to the total 100 mol% of the structural units possessed by the polymer (P). Alternatively, it may be 95 mol% or less, or may be 90 mol% or less.

[0047] (Synthesis of Polymer (P)) The polymer (P) can be obtained by a polymerization reaction using a monomer compound having a polymerizable unsaturated bond, and is preferably obtained by a radical polymerization reaction. Examples of the polymerization initiator used in this polymerization reaction include initiators typically used in radical polymerization, such as azo compounds such as 2,2'-azobis(isobutyronitrile), 2,2'-azobis(2,4-dimethylvaleronitrile), 2,2'-azobis(4-methoxy-2,4-dimethylvaleronitrile), and 2,2'-azobis(dimethylisobutyrate); organic peroxides such as benzoyl peroxide, lauroyl peroxide, t-butyl peroxypivalate, and 1,1'-bis(t-butylperoxy)cyclohexane; hydrogen peroxide; and redox initiators composed of these peroxides and a reducing agent. Among these, azo compounds are preferred, and 2,2'-azobis(isobutyronitrile) or 2,2'-azobis(dimethylisobutyrate) are more preferred. As the polymerization initiator, these can be used alone or in combination of two or more. The proportion of the polymerization initiator used is preferably 0.01 to 50 parts by mass, more preferably 0.1 to 40 parts by mass, per 100 parts by mass of all the monomer compounds used in the reaction.

[0048] The polymerization reaction of the polymer (P) is preferably carried out in an organic solvent, such as alcohols, ethers, ketones, amides, esters, and hydrocarbon compounds. Specific examples thereof include tetrahydrofuran, cyclopentanone, cyclohexanone, N,N-dimethylformamide, N,N-dimethylacetamide, N,N-diethylformamide, N,N-dimethylacetamide, N-methyl-2-pyrrolidone, N-ethyl-2-pyrrolidone, N-methyl-ε-caprolactam, dimethyl sulfoxide, tetramethylurea, dimethyl sulfone, hexamethyl sulfoxide, γ-butyrolactone, methoxymethylpentanol, dipentene, ethyl amyl ketone, methyl nonyl ketone, methyl ethyl ketone, methyl isoamyl ketone, methyl isopropyl ketone, methyl cellosolve, ethyl cellosolve, methyl cellosolve acetate, ethyl cellosolve acetate, butyl carbitol, ethyl carbitol, ethylene glycol, ethylene glycol monoacetate, ethylene glycol monoisopropyl ether, ethylene glycol monobutyl ether, propylene glycol, and propanediol. Pyrene glycol monoacetate, propylene glycol monomethyl ether, propylene glycol tert-butyl ether, diethylene glycol, diethylene glycol monoacetate, diethylene glycol dimethyl ether, dipropylene glycol monoacetate monomethyl ether, dipropylene glycol monomethyl ether, dipropylene glycol monoethyl ether, dipropylene glycol monoacetate monoethyl ether, dipropylene glycol monopropyl ether, dipropylene glycol monoacetate monopropyl ether, 3-methyl-3-methoxybutyl acetate, tripropylene glycol methyl ether, 3-methyl-3-methoxybutanol, diisopropyl ether, ethyl isobutyl ether, diisobutylene, amyl acetate, butyl butyrate, butyl ether, diisobutyl ketone, methylcyclohexene, propyl ether, dihexyl ether, 1,Examples of the organic solvent include 4-dioxane, n-hexane, n-pentane, n-octane, diethyl ether, cyclohexanone, ethylene carbonate, propylene carbonate, methyl lactate, ethyl lactate, methyl acetate, ethyl acetate, n-butyl acetate, propylene glycol monoethyl ether acetate, methyl pyruvate, ethyl pyruvate, methyl 3-methoxypropionate, ethyl 3-ethoxypropionate, ethyl 3-methoxypropionate, 3-ethoxypropionic acid, 3-methoxypropionic acid, propyl 3-methoxypropionate, butyl 3-methoxypropionate, diglyme, 4-hydroxy-4-methyl-2-pentanone, 3-methoxy-N,N-dimethylpropanamide, 3-ethoxy-N,N-dimethylpropanamide, 3-butoxy-N,N-dimethylpropanamide, etc. These organic solvents can be used alone or in combination of two or more. In addition, in a radical polymerization reaction, oxygen in the organic solvent can inhibit the polymerization reaction, so it is preferable to use an organic solvent that has been degassed to the greatest extent possible.

[0049] In the polymerization reaction of the polymer (P), the reaction temperature is preferably 30 to 120°C, more preferably 60 to 110°C. The reaction time is preferably 1 to 36 hours, more preferably 2 to 24 hours. The amount of organic solvent (a) used is preferably such that the total amount of monomers (b) used in the reaction is 0.1 to 50 mass% with respect to the total amount of the reaction solution (a + b).

[0050] In consideration of the strength of the coating film to be obtained, the workability during coating film formation, and the uniformity of the coating film, the polymer (P) of the present invention preferably has a weight average molecular weight, measured by GPC (Gel Permeation Chromatography), of 2,000 to 2,000,000, more preferably 2,000 to 1,000,000, and even more preferably 5,000 to 200,000.

[0051] The content of the polymer (P) in the polymer composition is not particularly limited, but is preferably from 1 to 30% by mass, more preferably from 5 to 30% by mass, in the polymer composition.

[0052] (Compound (A C The polymer composition of the present invention is a compound having a carboxy group and a chain group, and is C -1) to (A C A compound (A-2) selected from the group consisting of C Compound (A) C -1): A low molecular weight compound having no polymerizable unsaturated bond (A C -2): Compound having a polymerizable unsaturated bond (a C )

[0053] The compound (A C ) preferably has the above-mentioned mesogen-forming group (m) in the molecule.

[0054] The compound (A C Compound (A) has a chain group in the molecule. C The chain group in (a) may be linear or branched, and may be a hydrocarbon group or a group containing heteroatoms other than carbon atoms and hydrogen atoms. Examples of heteroatoms include O, N, S, P, B, Si, and halogen atoms.

[0055] The chain group may be a monovalent group or a divalent group.

[0056] Compound (A C Specific preferred examples of the chain group in (i) include the following groups (i) to (iii). The following groups (i) to (iii) may be monovalent or divalent: (i): a saturated hydrocarbon group having 1 to 16 carbon atoms; (ii): a saturated hydrocarbon group in which any one or more methylene groups contained in the saturated hydrocarbon group of (i) above are replaced with -O-, -S-, -CO-, -COO-, -COS-, -NR 3 --CO-NR 3 -, -Si(R 3 ) 2 - (However, R 3 is a hydrogen atom or a monovalent hydrocarbon group having 1 to 6 carbon atoms, or —SO 2- or the like (excluding the case where two adjacent methylene groups are replaced). (iii): a divalent group in which at least one hydrogen atom bonded to a carbon atom of the saturated hydrocarbon group of (i) above or the group A of (ii) above is substituted with a halogen atom, a hydroxy group, an alkoxy group, a nitro group, an amino group, a mercapto group, a nitroso group, an alkylsilyl group, an alkoxysilyl group, a silanol group, a sulfino group, a phosphino group, a carboxy group, a cyano group, a sulfo group, an acyl group, or the like.

[0057] Compound (A C More preferred specific examples of the chain group in formula (Ac-101) include groups represented by the following formulae (Ac-101) to (Ac-123). In the above formula, n is an integer of 1 to 12, more preferably an integer of 2 to 12, and even more preferably an integer of 2 to 6. m1 and m2 are each independently an integer of 0 to 4. n1 and n2 are each independently an integer of 1 to 6. n3 is an integer of 1 to 6. In formulas (Ac-109), (Ac-110), (Ac-114), and (Ac-115), the sum of m1, m2, and n3 is 1 to 12. R each independently represents a hydrogen atom or a monovalent organic group having 1 to 3 carbon atoms. * represents a bond. Examples of the monovalent organic group having 1 to 3 carbon atoms represented by R include an alkyl group having 1 to 3 carbon atoms.

[0058] <Compound (A C -1)> Compound (A C Compound (A-1) is a low molecular weight compound that does not have a polymerizable unsaturated bond. C The molecular weight of the compound (A-1) is preferably 50 or more. C The molecular weight of -1) is preferably 2,000 or less.

[0059] Compound (A C -1) preferably has at least one aromatic ring. The aromatic ring is preferably located in the vicinity of the carboxy group. For example, the aromatic ring is preferably bonded to a carbon atom of the carboxy group.

[0060] Examples of the aromatic ring include a hydrocarbon aromatic ring such as a benzene ring, a naphthalene ring, and an anthracene ring; and an aromatic heterocycle such as a pyridine ring, a pyrazine ring, and a pyrrole ring. C The number of aromatic rings contained in -1) is not particularly limited, but it is preferable that the number be 1 to 4. These aromatic rings may have a substituent. Examples of the substituent include a methyl group, a t-butyl group, a methoxy group, a nitrile group, an acetyl group, or a halogen atom.

[0061] Furthermore, when the polymer (P) has a high in-plane orientation and the NZ coefficient of the retardation film is close to 1.0, it is preferable to apply a biphenyl structure having a high out-of-plane orientation to the aromatic ring in order to reduce the NZ coefficient value to close to 0.5.

[0062] Compound (A C Preferred specific examples of -1) include compounds represented by the following formulae (0-1) to (0-6). (In formulas (0-1) to (0-6), T 0 represents a single bond, an ether bond, an ester bond, or an amide bond (-CO-NR- or -NR-CO-, where R represents a hydrogen atom or a monovalent organic group having 1 to 3 carbon atoms). 0 represents an alkyl group having 2 to 12 carbon atoms, and n is an integer of 1 or 2.

[0063] Compound (A C Preferred specific examples of -1) include the following compounds:

[0064] <Compound (A C -2)> Compound (A C Compound (a-2) C ) preferably has at least one aromatic ring. The aromatic ring is preferably located in the vicinity of the carboxy group. For example, the aromatic ring is preferably bonded to a carbon atom of the carboxy group.

[0065] Examples of the aromatic ring include a hydrocarbon aromatic ring such as a benzene ring, a naphthalene ring, and an anthracene ring; and an aromatic heterocycle such as a pyridine ring, a pyrazine ring, and a pyrrole ring.C The number of aromatic rings contained in the aromatic ring (a) is not particularly limited, but it is preferable that the aromatic ring (a) has 1 to 4 rings. These aromatic rings may have a substituent. Examples of the substituent include a methyl group, a t-butyl group, a methoxy group, a nitrile group, an acetyl group, or a halogen atom.

[0066] Furthermore, when the polymer (P) has a high in-plane orientation and the NZ coefficient of the retardation film is close to 1.0, it is preferable to apply a biphenyl structure having a high out-of-plane orientation to the aromatic ring in order to reduce the NZ coefficient value to close to 0.5.

[0067] Compound (a C The compound (a) may be the same compound as the monomer compound from which the structural unit of the polymer (P) is derived, or may be a different compound. C The compound (a) may be the same compound as the monomer compound from which the structural unit (X) of the polymer (P) is derived, or may be a different compound. C The compound (a) may be a compound having a photosensitive group (p) and a polymerizable unsaturated bond. C ) may be a compound having another functional group and a polymerizable unsaturated bond. The "photosensitive group (p)" may be the photosensitive group (p) mentioned in the description of the polymer (p). The "other functional groups" may be the other functional groups mentioned in the description of the polymer (p). The "compound having a photosensitive group (p) and a polymerizable unsaturated bond" may be the monomer compound having a photosensitive group (p) and a polymerizable unsaturated bond mentioned in the description of the polymer (p). The "compound having another functional group and a polymerizable unsaturated bond" may be the monomer compound having a polymerizable unsaturated bond and another functional group mentioned in the description of the polymer (p).

[0068] Compound (a C Preferred specific examples of the compound (1-1) include compounds represented by the following formulas (1-1) to (1-6), and more preferred specific examples include compounds represented by the following formulas (2-1) to (2-7). (In formulas (1-1) to (1-6), T represents an ether bond, an ester bond, or an amide bond. S represents an alkylene group having 2 to 12 carbon atoms. R represents a hydrogen atom or a methyl group. n is an integer of 1 or 2.) (wherein n is an integer from 1 to 8.)

[0069] Compound (A C The content of the compound (A) is preferably 0.1 parts by mass or more, more preferably 0.5 parts by mass or more, and even more preferably 0.8 parts by mass or more, based on 100 parts by mass of the polymer component (e.g., polymer (P)) in the polymer composition. C The content of the polymer component (e.g., polymer (P)) in the polymer composition is preferably 40 parts by mass or less, more preferably 30 parts by mass or less, and even more preferably 25 parts by mass or less, based on 100 parts by mass of the polymer component (e.g., polymer (P)) in the polymer composition.

[0070] [(B) Organic Solvent] The polymer composition of the present invention preferably contains an organic solvent (good solvent). The organic solvent (good solvent) is not particularly limited as long as it is an organic solvent that dissolves the polymer components. Specific examples thereof include N,N-dimethylformamide, N,N-dimethylacetamide, N-methyl-2-pyrrolidone, N-methyl-ε-caprolactam, 2-pyrrolidone, N-ethyl-2-pyrrolidone, N-vinyl-2-pyrrolidone, dimethyl sulfoxide, tetramethylurea, pyridine, dimethyl sulfone, hexamethylphosphoramide, γ-butyrolactone, 3-methoxy-N,N-dimethylpropanamide, 3-ethoxy-N,N-dimethylpropanamide ...2-pyrrolidone, N-ethyl-2-pyrrolidone, N-vinyl-2-pyrrolidone, 2-pyrrolidone, N-ethyl-2-pyrrolidone, N-vinyl-2-pyrrolidone, 2-pyrrolidone, N-vinyl-2-pyrrolidone, 2-pyrrolidone, N-ethyl-2-pyrrolidone, 2-pyrrolidone, N-vinyl-2-pyrrolidone, 2-pyrrolidone, N-vinyl-2-pyrrolidone, 2-pyrrolidone, N-ethyl-2-pyrrolidone, 2-pyrrolidone amide, 3-butoxy-N,N-dimethylpropanamide, 1,3-dimethyl-2-imidazolidinone, ethyl amyl ketone, methyl nonyl ketone, methyl ethyl ketone, methyl isoamyl ketone, methyl isopropyl ketone, cyclohexanone, cyclopentanone, ethylene carbonate, propylene carbonate, diglyme, 4-hydroxy-4-methyl-2-pentanone, tetrahydrofuran, tetrahydrofurfuryl alcohol, etc. These may be used alone or in combination of two or more.

[0071] The polymer composition of the present invention may also contain a solvent (poor solvent) that improves the film thickness uniformity and surface smoothness when the polymer composition is applied.

[0072] Specific examples of the solvent (poor solvent) that improves the film thickness uniformity and surface smoothness include isopropyl alcohol, methoxymethyl pentanol, methyl cellosolve, ethyl cellosolve, methyl cellosolve acetate, ethyl cellosolve acetate, butyl carbitol, ethyl carbitol, ethyl carbitol acetate, ethylene glycol, ethylene glycol monoacetate, ethylene glycol monoisopropyl ether, ethylene glycol monobutyl ether (butyl cellosolve), propylene glycol, propylene glycol monoacetate, propylene glycol monomethyl ether, propylene glycol-tert-butyl ether, dipropylene glycol monomethyl ether, diethylene glycol, diethylene glycol monoacetate, diethylene glycol dimethyl ether, dipropylene glycol monoacetate monomethyl ether, dipropylene glycol monomethyl ether, dipropylene glycol monoethyl ether, dipropylene glycol monoacetate monoethyl ether, dipropylene glycol monopropyl ether, and dipropylene glycol monoacetate. Monopropyl ether, 3-methyl-3-methoxybutyl acetate, tripropylene glycol methyl ether, 3-methyl-3-methoxybutanol, diisopropyl ether, ethyl isobutyl ether, diisobutylene, amyl acetate, butyl butyrate, butyl ether, diisobutyl ketone, methylcyclohexene, propyl ether, dihexyl ether, 1-hexanol, n-hexane, n-pentane, n-octane, diethyl ether, methyl lactate, ethyl lactate, n-propyl lactate, n-butyl lactate, isoamyl lactate, acetic acid methyl acetate, ethyl acetate, n-butyl acetate, propylene glycol monoethyl ether acetate, methyl pyruvate, ethyl pyruvate, methyl 3-methoxypropionate, ethyl 3-ethoxypropionate, ethyl 3-methoxypropionate, 3-ethoxypropionic acid, 3-methoxypropionic acid, propyl 3-methoxypropionate, butyl 3-methoxypropionate, 1-methoxy-2-propanol, 1-ethoxy-2-propanol, 1-butoxy-2-propanol, 1-phenoxy-2-propanol, propylene glycol monoacetate,Examples of solvents having low surface tension include propylene glycol diacetate, propylene glycol-1-monomethyl ether-2-acetate, propylene glycol-1-monoethyl ether-2-acetate, dipropylene glycol, and 2-(2-ethoxypropoxy)propanol.

[0073] The poor solvent may be used alone or in combination of two or more. When a poor solvent is used, its content in the solvent is preferably 5 to 80% by mass, more preferably 10 to 60% by mass, so as not to significantly reduce the solubility of the polymer.

[0074] The content of the organic solvent in the polymer composition is not particularly limited, but is preferably 70 to 99 mass%, more preferably 75 to 99 mass%, and particularly preferably 80 to 99 mass%, relative to 100 mass% of the polymer composition.

[0075] The polymer composition of the present invention may additionally contain components other than the polymer (P) and the solvent (hereinafter also referred to as additive components). Examples of such additive components include compounds that improve film thickness uniformity and surface smoothness, compounds that increase film strength (hereinafter also referred to as crosslinking compounds), adhesion aids that increase adhesion between the film and the substrate, and photosensitizers.

[0076] Compounds that improve the film thickness uniformity and surface smoothness include fluorine-based surfactants, silicone-based surfactants, and nonionic surfactants. Specific examples of these include EFTOP (registered trademark) 301, EF303, EF352 (manufactured by Tochem Products Co., Ltd.), MEGAFAC (registered trademark) F171, F173, F560, F563, R-30, R-40, R-41 (manufactured by DIC Corporation), Fluorad FC430, FC431 (manufactured by 3M Limited), Asahiguard (registered trademark) AG710 (manufactured by AGC), Surflon (registered trademark) S-382, SC101, SC102, SC103, SC104, SC105, SC106 (manufactured by AGC Seimi Chemical Co., Ltd.), BYK-302, BYK-331, BYK-348, BYK-360N, BYK-381, BYK-3441 (manufactured by BYK Corporation), and the like. The content of these surfactants is preferably 0.01 to 2 parts by mass, more preferably 0.01 to 1 part by mass, per 100 parts by mass of the polymer component (for example, polymer (P)) contained in the polymer composition.

[0077] Examples of the crosslinkable compound include at least one crosslinkable compound selected from the group consisting of a crosslinkable compound (c-1) having at least one substituent selected from an epoxy group, an oxetanyl group, an oxazoline structure, a cyclocarbonate group, a blocked isocyanate group, a hydroxy group, and an alkoxy group, and a crosslinkable compound (c-2) having a polymerizable unsaturated group. The crosslinkable compound preferably has a molecular weight of 10 or more, and is preferably a low-molecular-weight compound of 2,000 or less. Specific preferred examples of the crosslinkable compounds (c-1) and (c-2) include the following compounds: Examples of compounds having an epoxy group include ethylene glycol diglycidyl ether, polyethylene glycol diglycidyl ether, propylene glycol diglycidyl ether, tripropylene glycol diglycidyl ether, polypropylene glycol diglycidyl ether, neopentyl glycol diglycidyl ether, 1,6-hexanediol diglycidyl ether, glycerin diglycidyl ether, dibromoneopentyl glycol diglycidyl ether, 1,3,5,6-tetraglycidyl-2,4-hexanediol, bisphenol A epoxy resins such as Epikote 828 (manufactured by Mitsubishi Chemical Corporation), bisphenol F epoxy resins such as Epikote 807 (manufactured by Mitsubishi Chemical Corporation), and hydrogenated bisphenols such as YX-8000 (manufactured by Mitsubishi Chemical Corporation). phenol A type epoxy resins, biphenyl skeleton-containing epoxy resins such as YX6954BH30 (manufactured by Mitsubishi Chemical Corporation), phenol novolac type epoxy resins such as EPPN-201 (manufactured by Nippon Kayaku Co., Ltd.), (o, m, p-) cresol novolac type epoxy resins such as EOCN-102S (manufactured by Nippon Kayaku Co., Ltd.), compounds in which a tertiary nitrogen atom is bonded to an aromatic carbon atom such as tetrakis(glycidyloxymethyl)methane, N,N,N',N'-tetraglycidyl-1,4-phenylenediamine, N,N,N',N'-tetraglycidyl-2,2'-dimethyl-4.4'-diaminobiphenyl, 2,2-bis[4-(N,N-diglycidyl-4-aminophenoxy)phenyl]propane, and N,N,N',N'-tetraglycidyl-4,4'-diaminodiphenylmethane;N,N,N',N'-tetraglycidyl-1,2-diaminocyclohexane, N,N,N',N'-tetraglycidyl-1,3-diaminocyclohexane, N,N,N',N'-tetraglycidyl-1,4-diaminocyclohexane, bis(N,N-diglycidyl-4-aminocyclohexyl)methane, bis(N,N-diglycidyl-2-methyl-4-aminocyclohexyl)methane, bis(N,N-diglycidyl-3-methyl-4-aminocyclohexyl)methane, 1,3-bis(N,N-diglycidylaminomethyl)cyclohexane, 1,4-bis(N,N-diglycidylaminomethyl) ) cyclohexane, 1,3-bis(N,N-diglycidylaminomethyl)benzene, 1,4-bis(N,N-diglycidylaminomethyl)benzene, 1,3,5-tris(N,N-diglycidylaminomethyl)cyclohexane, 1,3,5-tris(N,N-diglycidylaminomethyl)benzene and other compounds in which a tertiary nitrogen atom is bonded to an aliphatic carbon atom; isocyanurate compounds such as triglycidyl isocyanurate such as TEPIC (manufactured by Nissan Chemical Industries, Ltd.); compounds described in paragraph

[0037] of JP-A-10-338880 and compounds described in WO2017 / 170483; Examples of compounds having an oxetanyl group include 1,4-bis{[(3-ethyl-3-oxetanyl)methoxy]methyl}benzene (Aron Oxetane OXT-121 (XDO)), bis[2-(3-oxetanyl)butyl]ether (Aron Oxetane OXT-221 (DOX)), 1,4-bis[(3-ethyloxetan-3-yl)methoxy]benzene (HQOX), 1,3-bis[(3-ethyloxetan-3-yl)methoxy]benzene (RSOX), 1,2-bis[(3-ethyloxetan-3-yl)methoxy]benzene (CTOX), and compounds having two or more oxetanyl groups described in paragraphs

[0170] to

[0175] of WO2011 / 132751; Examples of compounds having an oxazoline structure include compounds such as 2,2'-bis(2-oxazoline) and 2,2'-bis(4-methyl-2-oxazoline), polymers and oligomers having an oxazoline group such as EPOCROS (trade name, manufactured by Nippon Shokubai Co., Ltd.), and compounds described in paragraph

[0115] of Japanese Patent Application Laid-Open No. 2007-286597;Examples of compounds having a cyclocarbonate group include N,N,N',N'-tetra[(2-oxo-1,3-dioxolan-4-yl)methyl]-4,4'-diaminodiphenylmethane, N,N',-di[(2-oxo-1,3-dioxolan-4-yl)methyl]-1,3-phenylenediamine, and the compounds described in paragraphs

[0025] to

[0030] and

[0032] of WO2011 / 155577; Examples of compounds having a blocked isocyanate group include Coronate AP Stable M, Coronate 2503, 2515, 2507, 2513, 2555, and Millionate MS-50 (all manufactured by Tosoh Corporation), and Takenate B-830, B-815N, B-820NSU, B-842N, B-846N, B-870N, B-874N, and B-882N (all manufactured by Mitsui Chemicals, Inc.). Specific examples of commercially available compounds such as the above, compounds represented by the following formulae (bL-1) to (bL-3), compounds having two or more protected isocyanate groups described in paragraphs

[0046] to

[0047] of JP 2014-224978 A, compounds having three or more protected isocyanate groups described in paragraphs

[0119] to

[0120] of WO 2015 / 141598 A, and the like;

[0078] Examples of compounds having a hydroxy group and / or an alkoxy group include N,N,N',N'-tetrakis(2-hydroxyethyl)adipamide, compounds represented by the following formulae (pL-1) to (pL-4), 2,2-bis(4-hydroxy-3,5-dihydroxymethylphenyl)propane, 2,2-bis(4-hydroxy-3,5-dimethoxyphenyl)propane, 2,2-bis(4-hydroxy-3,5-dihydroxymethylphenyl)-1,1,1,3,3,3-hexafluoropropane, compounds described in WO2015 / 072554 and paragraph

[0058] of JP2016-118753A, compounds described in JP2016-200798A, and compounds described in WO2010 / 074269A;

[0079] Examples of crosslinkable compounds having a polymerizable unsaturated group include glycerin mono(meth)acrylate, glycerin di(meth)acrylate (1,2-, 1,3-mixture), glycerin tris(meth)acrylate, glycerol 1,3-diglycerolate di(meth)acrylate, pentaerythritol tri(meth)acrylate, diethylene glycol mono(meth)acrylate, triethylene glycol mono(meth)acrylate, tetraethylene glycol mono(meth)acrylate, pentaethylene glycol mono(meth)acrylate, and hexaethylene glycol mono(meth)acrylate.

[0080] The above compounds are examples of crosslinkable compounds, and are not limited thereto. For example, components other than those described above are disclosed on pages 53

[0105] to 55

[0116] of WO2015 / 060357. Two or more types of crosslinkable compounds may be combined.

[0081] When a crosslinkable compound is used, the content of the crosslinkable compound in the polymer composition is preferably 0.5 to 20 parts by mass, and more preferably 1 to 15 parts by mass, relative to 100 parts by mass of the polymer component (e.g., polymer (P)) contained in the polymer composition.

[0082] Specific examples of compounds that improve adhesion between a film and a substrate include functional silane-containing compounds, such as 3-aminopropyltrimethoxysilane, 3-aminopropyltriethoxysilane, 3-aminopropyldiethoxymethylsilane, 2-aminopropyltrimethoxysilane, 2-aminopropyltriethoxysilane, N-(2-aminoethyl)-3-aminopropyltrimethoxysilane, N-(2-aminoethyl)-3-aminopropylmethyldimethoxysilane, 3-ureidopropyltrimethoxysilane, and 3-ureidopropyltriethoxysilane. N-ethoxycarbonyl-3-aminopropyltrimethoxysilane, N-ethoxycarbonyl-3-aminopropyltriethoxysilane, N-3-triethoxysilylpropyltriethylenetetramine, N-3-trimethoxysilylpropyltriethylenetetramine, 10-trimethoxysilyl-1,4,7-triazadecane, 10-triethoxysilyl-1,4,7-triazadecane, 9-trimethoxysilyl-3,6-diazanonyl acetate, 9-triethoxysilyl-3,6-diazanonyl acetate, N-benzyl-3 -aminopropyltrimethoxysilane, N-benzyl-3-aminopropyltriethoxysilane, N-phenyl-3-aminopropyltrimethoxysilane, N-phenyl-3-aminopropyltriethoxysilane, vinyltrimethoxysilane, vinyltriethoxysilane, 2-(3,4-epoxycyclohexyl)ethyltrimethoxysilane, 3-glycidoxypropylmethyldimethoxysilane, 3-glycidoxypropyltrimethoxysilane, 3-glycidoxypropylmethyldiethoxysilane, 3-glycidoxypropyltriethoxysilane Examples of compounds that can be used include silane, p-styryltrimethoxysilane, 3-methacryloxypropylmethyldimethoxysilane, 3-methacryloxypropyltrimethoxysilane, 3-methacryloxypropylmethyldiethoxysilane, 3-methacryloxypropyltriethoxysilane, 3-acryloxypropyltrimethoxysilane, tris[3-(trimethoxysilyl)propyl]isocyanurate, 3-mercaptopropylmethyldimethoxysilane, 3-mercaptopropyltrimethoxysilane, and 3-isocyanatopropyltriethoxysilane.

[0083] When an adhesion aid is used, the content of the adhesion aid in the polymer composition is preferably 0.1 to 30 parts by mass, and more preferably 0.1 to 20 parts by mass, per 100 parts by mass of the polymer component (e.g., polymer (P)) contained in the polymer composition.

[0084] Examples of the photosensitizer include benzophenone, benzophenone derivatives such as 2,4-dichlorobenzophenone and N,N-diethylaminobenzophenone, 2-nitrofluorene, 2-nitrofluorenone, 5-nitroacenaphthene, and 9-hydroxymethylanthracene.

[0085] The content of the photosensitizer is not particularly limited, but is preferably 0.2 parts by mass to 10 parts by mass, and more preferably 0.5 parts by mass to 7 parts by mass, relative to 100 parts by mass of the polymer component (e.g., polymer (P)) contained in the polymer composition.

[0086] [Preparation of Polymer Composition] The polymer composition of the present invention is preferably prepared as a coating liquid suitable for forming a retardation material. That is, the polymer composition used in the present invention is preferably prepared as a solution in which the polymer (P) is dissolved in the above-mentioned solvent. Here, the content of the polymer (P) in the polymer composition of the present invention is preferably 1 to 30% by mass, more preferably 1 to 20% by mass.

[0087] The polymer composition of the present invention may contain other polymers in addition to the polymer (P) described above. In this case, the content of the other polymers in the polymer component is preferably 0.5 to 80 mass %, more preferably 1 to 50 mass %. Examples of the other polymers include polymers that are not photosensitive side-chain polymers capable of exhibiting liquid crystallinity, such as poly(meth)acrylate, polyamic acid, and polyimide.

[0088] The polymer composition of the present invention is preferably used as a composition for forming an alignment film or a composition for forming a retardation film.

[0089] [Resin Film, Retardation Material, and Method for Producing Retardation Material] The resin film of the present invention is formed from the polymer composition of the present invention. The resin film can be obtained, for example, by step (1) described below. The retardation material of the present invention has the resin film of the present invention. The retardation material of the present invention can be produced, for example, by a method including the following steps (1) to (3) (hereinafter referred to as production method (A)). When the polymer composition of the present invention is used as a composition for forming an alignment film, step (4) described below may be added in addition to the above steps (1) to (3) (hereinafter referred to as production method (B)). Step (1): A step of applying the polymer composition of the present invention to a substrate to form a coating film (coating film formation step), Step (2): A step of irradiating the coating film with polarized ultraviolet light (light irradiation step), and Step (3): A step of heating the coating film irradiated with ultraviolet light (heating step).

[0090] [Step (1): Coating Film Formation Step] Step (1) is a step of forming a coating film by applying the polymer composition of the present invention to a substrate. More specifically, the polymer composition of the present invention is applied to a substrate such as a substrate (e.g., a silicon / silicon dioxide-coated substrate, a silicon nitride substrate, a glass substrate coated with a metal (e.g., aluminum, molybdenum, chromium, etc.), a glass substrate, a quartz substrate, an ITO substrate, etc.) or a film (e.g., a resin film such as a triacetyl cellulose (TAC) film, a cycloolefin polymer film, a polyethylene terephthalate film, or an acrylic film) by a method such as bar coating, spin coating, flow coating, roll coating, slit coating, slit coating followed by spin coating, an inkjet method, or a printing method. After application, the solvent is evaporated at 50 to 200°C, preferably 50 to 150°C, using a heating means such as a hot plate, a hot air circulation oven, or an IR (infrared) oven, to obtain a coating film.

[0091] [Step (2): Light Irradiation Step] In step (2), polarized ultraviolet light is irradiated onto the coating film obtained in step (I). When irradiating the surface of the coating film with polarized ultraviolet light, the polarized ultraviolet light is irradiated onto the substrate from a specific direction via a polarizing plate. The ultraviolet light can have a wavelength in the range of 100 to 400 nm. For example, ultraviolet light having a wavelength in the range of 290 to 400 nm can be selected and used so as to selectively induce a photocrosslinking reaction. Preferably, an optimal wavelength is selected using a filter or the like depending on the type of coating film used. For example, light with a wavelength of 313 nm can be reduced using a bandpass filter (BPF) with a center wavelength of 365 nm or a long wavepass filter (LWPF) that transmits wavelengths longer than 313 nm. Examples of light sources that can be used for the irradiation light include low-pressure mercury lamps, high-pressure mercury lamps, deep UV lamps, deuterium lamps, metal halide lamps, argon resonance lamps, xenon lamps, mercury-xenon lamps, excimer lasers (e.g., KrF excimer lasers), fluorescent lamps, LED lamps, halogen lamps (e.g., sodium lamps), and microwave-excited electrodeless lamps.

[0092] [Step (3): Heating Step] In step (3), the coating film irradiated with polarized UV light in step (2) is heated. Heating can impart orientation controllability to the coating film. Heating can be performed using a heating means such as a hot plate, a hot air circulation oven, or an IR (infrared) oven. The heating temperature can be determined taking into account the temperature at which the coating film to be used will exhibit liquid crystallinity. The heating temperature is preferably within the temperature range at which the polymer (P) contained in the polymer composition of the present invention exhibits liquid crystallinity (hereinafter referred to as the liquid crystal onset temperature). The heating temperature range after irradiation with polarized UV light is preferably a temperature ranging from the lower limit of the liquid crystal onset temperature range of the polymer (P) to a temperature 10°C lower than the upper limit of the liquid crystal onset temperature range. The liquid crystal onset temperature refers to a temperature above the liquid crystal transition temperature at which the polymer or coating film surface undergoes a phase transition from a solid phase to a liquid crystal phase, but below the isotropic phase transition temperature (Tiso) at which the liquid crystal phase undergoes a phase transition from an isotropic phase to an isotropic phase. For example, expressing liquid crystallinity at 130° C. or lower means that the liquid crystal transition temperature at which a phase transition from a solid phase to a liquid crystal phase occurs is 130° C. or lower. The thickness of the coating film formed after heating can be appropriately selected taking into consideration the step height and optical properties of the substrate used, and is preferably, for example, 0.5 to 10 μm.

[0093] The retardation material of the present invention may be produced by a method using the above polymer composition as a composition for forming an alignment film, and including the following step (4) in addition to the above steps (1) to (3). In this production method, the thickness of the coating film (alignment film) formed after heating in the above step (3) can be appropriately selected taking into consideration the step height and optical properties of the substrate used, and is, for example, preferably 5 to 300 nm, more preferably 10 to 200 nm.

[0094] [Step (4): Forming a Liquid Crystal Layer] Step (4) is a step of applying and curing a polymerizable liquid crystal onto the alignment film obtained in step (3) to form a liquid crystal layer. This results in the formation of a coating film (liquid crystal layer) containing the polymerizable liquid crystal. The polymerizable liquid crystal used here is a polymerizable liquid crystal compound or liquid crystal composition that polymerizes upon at least one of heating and light irradiation. Such polymerizable liquid crystals can be conventionally known, including nematic liquid crystal compounds. Cholesteric liquid crystals, discotic liquid crystals, and twisted nematic alignment liquid crystals containing chiral agents may also be used. The polymerizable liquid crystal compound preferably has a polymerizable functional group capable of three-dimensional crosslinking within the molecule. Examples of the polymerizable functional group include those that polymerize upon the action of ionizing radiation such as ultraviolet light or electron beams, or heat. Representative examples of these polymerizable functional groups include radically polymerizable functional groups and cationically polymerizable functional groups. Representative examples of radically polymerizable functional groups include functional groups having at least one addition-polymerizable ethylenically unsaturated double bond. Specific examples include vinyl groups with or without substituents, and acrylate groups (a general term including acryloyl groups, methacryloyl groups, acryloyloxy groups, and methacryloyloxy groups). Specific examples of cationically polymerizable functional groups include epoxy groups. Other polymerizable functional groups include isocyanate groups and unsaturated triple bonds. Among these, functional groups having ethylenically unsaturated double bonds are preferred from a process standpoint. Furthermore, liquid crystal compounds having a polymerizable functional group at their terminals are particularly preferred. The polymerizable liquid crystal may be a mixture of multiple liquid crystal compounds, or may be a composition containing other liquid crystal compounds (excluding polymerizable liquid crystal compounds) other than those listed above, other polymerizable compounds (excluding polymerizable liquid crystal compounds), known polymerization initiators, surfactants, photosensitizers, chain transfer agents, antioxidants, UV absorbers, radical scavengers, light stabilizers, optically active compounds, silane coupling agents, solvents, etc. Commercially available polymerizable liquid crystals include, for example, RMS03-013C and RMS16-089 manufactured by Merck.

[0095] To apply the polymerizable liquid crystal as described above onto the alignment film formed in step (3), any suitable application method can be used, such as a bar coater method, a roll coater method, a spinner method, a printing method, or an inkjet method. The polymerizable liquid crystal coating formed as described above is then subjected to one or more treatments selected from heating and light irradiation to harden the coating and form a liquid crystal layer. Performing these treatments in a superimposed manner is preferred because good alignment can be obtained. The heating temperature of the coating should be appropriately selected depending on the type of polymerizable liquid crystal used. For example, heating may be performed at a temperature in the range of 40 to 80°C, and the heating time may be, for example, 0.5 to 5 minutes. Unpolarized ultraviolet light having a wavelength in the range of 200 to 500 nm can be preferably used as the irradiation light. The light irradiation dose is 50 to 10,000 mJ / cm. 2 It is preferable to set the exposure dose to 100 to 5,000 mJ / cm. 2 It is more preferable to set the following.

[0096] The retardation material of the present invention obtained by the above-mentioned production method (A) or (B) is a material having optical properties suitable for applications such as display devices and recording materials, and is particularly suitable as an optical compensation film such as a polarizing plate and a retardation plate for liquid crystal displays and organic EL displays.

[0097] The present invention will be described in more detail below with reference to synthesis examples, preparation examples, working examples and comparative examples, but the present invention is not limited to the following examples.

[0098] The monomers and additives used in the examples are shown below. M-1 was synthesized according to the synthesis method described in WO 2011 / 084546. M-2 was synthesized according to the synthesis method described in JP 9-118717 A. M-5 was synthesized according to the synthesis method described in JP 2016-128403 A. M-10 and M-11 were synthesized according to the synthesis method described in WO 2017 / 135130 A.

[0099] The abbreviations of the reagents used in this example are as follows: (organic solvents) CPN: cyclopentanone

[0100] (Polymerization initiator) V601: 2,2'-azobis(isobutyrate) dimethyl

[0101] (Surfactant) AP-001: Marproof AP-001 (manufactured by NOF Corp.)

[0102] [1] Polymer Synthesis <Synthesis Example 1> M-1 (2.49 g, 7.5 mmol), M-2 (8.96 g, 29.3 mmol), M-3 (0.52 g, 2.5 mmol), M-5 (2.75 g, 6.3 mmol), M-6 (0.13 g, 1.5 mmol), M-7 (0.36 g, 2.5 mmol), M-9 (0.12 g, 0.5 mmol), and V601 (0.35 g, 1.5 mmol) were dissolved in CPN (34.9 g) to prepare a monomer mixed solution. Under a nitrogen atmosphere, the monomer mixed solution was added dropwise over 1 hour to CPN (14.9 g) heated to 70°C. After completion of the dropwise addition, the mixture was allowed to react at 70°C for 6 hours. After completion of the reaction, the reaction solution was added to a mixed solution of methanol (200 g) and pure water (50 g) to reprecipitate the polymer. Subsequently, the mixture was filtered, washed with methanol, and dried to obtain polymer P-1.

[0103] Synthesis Examples 2 to 5 Polymers P-2 to P-5 were obtained by carrying out the same operations as in Synthesis Example 1, except that the types and amounts (g) of the monomers used were changed as shown in Table 1 below.

[0104]

[0105] The amount of residual monomer contained in the obtained polymer was below the detection limit of NMR, and it was found that the amount was far less than the amount of added monomer.

[0106] [2] Preparation of polymer film-forming material <Preparation Example 1> CPN (86 g), additive M-2 (0.07 g), and AP-001 (0.14 g) were added to polymer P-1 (14 g) obtained in Synthesis Example 1 and stirred. This was filtered through a filter with a pore size of 5.0 μm to obtain polymer preparation solution T-1. This polymer preparation solution T-1 was used as is as a material for forming a polymer film.

[0107] <Preparation Examples 2 to 23> As shown in Table 2 below, polymer preparation solutions T-2 to T-23 were obtained by performing the same operations as in Preparation Example 1, except for changing the type of polymer and the type and amount (g) of additive.

[0108] In Table 2, "solid content [g]" represents the amount of polymer blended.

[0109] [3] Production of Polymer Film Example 1 Polymer Preparation Solution T-1 was applied to a COP (cycloolefin polymer) film using a bar coater to a film thickness of 4.4 μm. The substrate was dried in a hot air circulating oven at 70°C for 3 minutes. Subsequently, the substrate was irradiated with 100 mJ / cm of ultraviolet light with a wavelength of 365 nm from a high-pressure mercury lamp through a cut filter (325 nm low-cut filter) and a polarizer. 2 The substrate was heated in an IR oven at 130° C. for 5 minutes to prepare a polymer film substrate S-1.

[0110] Examples 2 to 17, Comparative Examples 1 to 6 Polymer film substrates S-2 to S-17 and R-1 to R-6 were obtained by the same procedure as in Example 1, except that the type of polymer preparation solution, film thickness, hot air circulation oven temperature, UV exposure dose, and IR oven temperature were changed as shown in Table 3 below.

[0111]

[0112] [Evaluation of retardation material] The orientation (Δn) of each of the polymer film substrates S-1 to S-15, S-17, and R-1 to R-6 was evaluated by the following method. In addition, the NZ coefficient (described later) of each of the polymer film substrates S-14 to S-17, and R-5 to R-6 was evaluated.

[0113] [Orientation Evaluation] (Examples 1 to 15, 17, Comparative Examples 1 to 5) The linear retardation at a wavelength of 550 nm was measured using an AxoScan manufactured by Axometrics, and the obtained retardation value (nm) was divided by the film thickness (nm) of the polymer film to calculate the value, which is summarized in Tables 4-1 to 4-5. The exposure dose at which the obtained retardation value (nm) was largest was defined as the "optimum exposure dose," and is summarized in Tables 4-1 to 4-5.

[0114]

[0115]

[0116]

[0117]

[0118]

[0119] Comparison of the results of Examples 1 to 8 and Comparative Example 1 in Table 4-1, comparison of the results of Examples 9 to 11 and Comparative Example 2 in Table 4-2, comparison of the results of Example 12 and Comparative Example 3 in Table 4-3, comparison of the results of Example 13 and Comparative Example 4 in Table 4-4, and comparison of the results of Examples 14, 15, and 17 and Comparative Example 5 in Table 4-5 reveals that the compound (A C It was found that the addition of the compound (A) improved the exposure sensitivity and the alignment. Furthermore, the results of Examples 1 to 4, 5 to 7, and 9 to 11 also showed that the exposure sensitivity and the alignment improved as the amount of the additive increased. C It is believed that the carboxy group of Additive A-2 interacted with the polymer component and functioned as a plasticizer that did not inhibit alignment, resulting in improved exposure sensitivity and alignment. On the other hand, a comparison of the results of Comparative Examples 5 and 6 showed that Additive A-2, which does not have a carboxy group, did not improve alignment.

[0120] [Evaluation of NZ Coefficient] (Examples 14 to 17, Comparative Examples 5 to 6) The refractive indexes of the retardation films in the three-dimensional directions at a wavelength of 550 nm were measured using an AxoScan manufactured by Axometrics, and the NZ coefficient was calculated. The NZ coefficient is an index of the magnitude relationship between the three-dimensional refractive indices, and is expressed by the following formula: NZ coefficient = (nx - nz) / (nx - ny) nx: refractive index in the x-axis direction (slow axis direction) ny: refractive index in the y-axis direction (direction perpendicular to the slow axis) nz: refractive index in the z-axis direction (thickness direction) The results calculated for the polymer film substrates S-14 to S-17 and R-5 to R-6, assuming an average refractive index of the polymer film to be 1.61, are summarized in Table 5.

[0121] From the comparison of the results of Examples 14 to 16 and Comparative Example 5 in Table 5, it is clear that the compound (A CIt was found that the addition of compound (A-2) reduced the NZ coefficient. C It has been found that the addition of compound (A-1) reduces the NZ coefficient. C It is believed that the NZ coefficient was reduced by the biphenyl skeleton, which is a structure in which the carboxyl groups of the carboxyl groups of the polymer component interact with the polymer component and easily undergo out-of-plane orientation. On the other hand, the results of Comparative Examples 5 and 6 show that the NZ coefficient was not reduced with Additive A-2, which does not have a carboxyl group.

Claims

1. The following polymer (P) and compound (A C Polymer (P): A polymer having a structural unit (X) derived from a monomer compound having a photosensitive group (p) and a polymerizable unsaturated bond, the polymer being different from a polymer selected from the group consisting of polyimide precursors and imidized polymers which are imidized products of the polyimide precursors. C ) a compound having a carboxy group and a chain group, and C -1) to (A C Compound (A) selected from the group consisting of C -1): A low molecular weight compound having no polymerizable unsaturated bond (A C -2): Compound having a polymerizable unsaturated bond (a C ) 2. The compound (A C 2. The polymer composition according to claim 1, wherein (a) has a mesogen-forming group (m) in the molecule.

3. The polymer composition according to claim 1, wherein the polymer (P) has a functional group other than the photosensitive group (p), and the other functional group is selected from a mesogen-forming group (m), a crosslinkable group, a group having a heterocycle with five or more members, and a thermally cleavable group.

4. The compound (A C ) the chain group is a saturated hydrocarbon group having 1 to 16 carbon atoms, and any one or more methylene groups contained in the saturated hydrocarbon group are replaced with -O-, -S-, -CO-, -COO-, -COS-, -NR 3 --CO-NR 3 -, -Si(R 3 ) 2 - (However, R 3 are each independently a hydrogen atom or a monovalent hydrocarbon group having 1 to 6 carbon atoms, or —SO 2 2. The polymer composition according to claim 1, wherein the saturated hydrocarbon group or the group A is a group A in which at least one hydrogen atom bonded to a carbon atom of the saturated hydrocarbon group or the group A is replaced with - (excluding the case where two adjacent methylene groups are replaced), or a group B in which at least one hydrogen atom bonded to a carbon atom of the saturated hydrocarbon group or the group A is replaced with a halogen atom, a hydroxy group, an alkoxy group, a nitro group, an amino group, a mercapto group, a nitroso group, an alkylsilyl group, an alkoxysilyl group, a silanol group, a sulfino group, a phosphino group, a carboxy group, a cyano group, a sulfo group, or an acyl group.

5. The compound (A C 2. The polymer composition according to claim 1, wherein the compound represented by formula (1-1) is selected from the compounds represented by formulas (1-1) to (1-6): (In formulas (1-1) to (1-6), T represents an ether bond, an ester bond, or an amide bond. S represents an alkylene group having 2 to 12 carbon atoms. R represents a hydrogen atom or a methyl group. n is an integer of 1 or 2.) 6. The compound (A C 2. The polymer composition according to claim 1, wherein the compound represented by formula (0-1) is selected from the compounds represented by formulas (0-2) to (0-3): (In formulas (0-1) to (0-6), T 0 represents a single bond, an ether bond, an ester bond, or an amide bond (-CO-NR- or -NR-CO-, where R represents a hydrogen atom or a monovalent organic group having 1 to 3 carbon atoms). 0 represents an alkylene group having 2 to 12 carbon atoms, and n is an integer of 1 or 2.

7. A composition for forming a retardation film, which is the polymer composition according to any one of claims 1 to 6.

8. A composition for forming an alignment film, which is the polymer composition according to any one of claims 1 to 6.

9. A method for producing a retardation material, comprising the following steps (1) to (3): (1) a step of applying the polymer composition according to any one of claims 1 to 6 onto a substrate to form a coating film, (2) a step of irradiating the coating film with polarized ultraviolet light, and (3) a step of heating the coating film irradiated with ultraviolet light.

10. A resin film formed from the polymer composition according to any one of claims 1 to 6.

11. A retardation material comprising the resin film according to claim 10.

Citation Information

Patent Citations

  • Photoreactive composition, and photoalignment film and optical anisotropic film using same

    WO2014077248A1

  • Liquid crystal aligning agent for photo-alignment, aligning material and retardation material

    WO2016194846A1

  • Polymer composition

    WO2018021328A1

  • Single-layer phase difference material and phase difference film

    WO2024162343A1