Main-chain polymers, optical films, methods for producing the same, and multilayer films
A main-chain polymer with photoreactive units and a monovalent carboxylic acid ester end group addresses the inefficiencies of existing methods by enabling the production of low-yellowness inverse wavelength dispersion films without alignment films, improving manufacturing efficiency and reducing costs.
Patent Information
- Authority / Receiving Office
- JP · JP
- Patent Type
- Patents
- Current Assignee / Owner
- TOSOH CORP
- Filing Date
- 2022-11-29
- Publication Date
- 2026-06-19
AI Technical Summary
Existing methods for producing inverse wavelength dispersion films require complex alignment films and multi-step synthesis of polymerizable liquid crystal compounds, leading to high costs and inefficiencies, and there is a demand for films with low yellowness (YI).
A main-chain polymer with photoreactive inverse wavelength dispersion units, where at least one end is a monovalent carboxylic acid ester, allows for the formation of inverse wavelength dispersion phase difference films without an alignment film, exhibiting both photoreactivity and low yellowness (YI).
The main-chain polymer enables the production of films with low yellowness and efficient phase difference without the need for an orientation film, reducing manufacturing complexity and costs.
Abstract
Description
[Technical Field] 【0001】 The present invention relates to a main-chain polymer exhibiting low yellowness (YI), an optical film containing the main-chain polymer, a method for producing the same, and a multilayer film comprising the optical film. [Background technology] 【0002】 Optical films such as phase difference films are used in various image display devices from the viewpoint of viewing angle compensation, etc. Phase difference films can be used as anti-reflective layers for various displays when combined with polarizers. In this application, a phase difference film (also called a film) with a large in-plane phase difference, especially in the longer wavelength range, that is, a film with inverse wavelength dispersion (hereinafter also referred to as an inverse wavelength dispersion film), is required. For example, when an inverse wavelength dispersion film is used in a circular polarizer for organic EL, the phase difference is preferably about 1 / 4 of the measurement wavelength λ. More specifically, the ratio of the in-plane phase difference at 450 nm to the in-plane phase difference at 550 nm, Re(450) / Re(550), is preferably close to 0.80 to 0.89. 【0003】 The raw materials for manufacturing inverse wavelength dispersion films are produced using polymerizable liquid crystalline compounds that have inverse wavelength dispersion properties. In this process, an alignment film is required on a support that forms an optically anisotropic layer in order to orient the molecules of the polymerizable liquid crystalline compound. An alignment film subjected to rubbing treatment or photo-alignment treatment is used (see, for example, Patent Documents 1-3). However, both require complex manufacturing equipment and processes, resulting in challenges in product yield. Furthermore, proposals have been made to form optical films and phase difference films without the need for an alignment film using side-chain acrylate resins (see, for example, Patent Document 4). However, side-chain acrylate resins require multiple steps for monomer synthesis, posing economic challenges. Main-chain polymers that can be polymerized from inexpensive monomers do not require an alignment film and exhibit high phase difference through polarized ultraviolet irradiation and heat treatment, thus enabling the inexpensive production of phase difference films (see, for example, Patent Document 5). [Prior art documents] [Patent Documents] 【0004】 [Patent Document 1] Japanese Patent Publication No. Hei 8-160430 [Patent Document 2] Special Publication 2003-505561 [Patent Document 3] International Publication No. 2010-150748 [Patent Document 4] Japanese Patent Publication No. 2002-226858 [Patent Document 5] International Publication No. 2021-167074 [Overview of the project] [Problems that the invention aims to solve] 【0005】 As described in the background technology section above, when using polymerizable liquid crystal compounds with reverse wavelength dispersion properties as raw materials for manufacturing reverse wavelength dispersion films, the liquid crystal alignment film formation process is indispensable, and this is not particularly advantageous in terms of the manufacturing process of reverse wavelength dispersion films. 【0006】 Furthermore, polymerizable liquid crystal compounds with reverse wavelength dispersion properties, used as raw materials for the manufacture of reverse wavelength dispersion films, often require multi-step synthesis, making them less economical. 【0007】 Furthermore, in the case of inverse wavelength dispersion films, there is a demand for films with low yellowness (YI). [Means for solving the problem] 【0008】 As a result of diligent research to solve the above problems, the inventors have found that by using a main-chain polymer having photoreactive inverse wavelength dispersion units within the polymer main chain that contribute to the expression of both photoreactivity and birefringence inverse wavelength dispersion functions, and in which at least one end of the main-chain polymer is a monovalent carboxylic acid ester, it is possible to form an inverse wavelength dispersion phase difference film without the need for an orientation film. Furthermore, the inventors have found that films made from this main-chain polymer exhibit a low degree of yellowness (YI), thus completing the present invention. 【0009】 This invention is proposed based on these findings and specifically has the following configuration. 【0010】 [1] Main-chain polymer, The polymer main chain contains photoreactive inverse wavelength dispersion units that exhibit both photoreactivity and birefringence inverse wavelength dispersion functions. A main-chain polymer characterized in that at least one end of the photoreactive main-chain polymer is a monovalent carboxylic acid ester represented by the following chemical formula (2'). 【0011】 [ka] 【0012】 [In the above chemical formula (2'), R 10 This represents a group selected from the group consisting of optionally substituted alkyl groups having 1 to 20 carbon atoms, optionally substituted cycloalkyl groups having 3 to 8 carbon atoms, and optionally substituted aromatic groups having 3 to 12 carbon atoms. ** indicates the bonding position with other structures in the main-chain polymer. 【0013】 [2] The main-chain polymer according to [1], wherein the photoreactive inverse wavelength dispersion unit has a structure represented by the following chemical formula (1'). 【0014】 [ka] 【0015】 [In the above chemical formula (1'), R 0 , R 1 , R 2 , R 3 , R 4 Each of these independently represents a hydrogen atom, a halogen atom, or an alkyl group having 1 to 8 carbon atoms. L 7 , L 8may be the same or different and represents a carbonyl group, an ester bond, an amide bond, an ether bond or a single bond. Ar represents a ring selected from the group consisting of a monocyclic aromatic ring, a polycyclic aromatic ring and a condensed aromatic ring having, as ring-constituting atoms, atoms selected from the group consisting of a carbon atom, a nitrogen atom, an oxygen atom and a sulfur atom, and these monocyclic aromatic rings, polycyclic aromatic rings and condensed aromatic rings may have substituents. ** represents the bonding position with other structures in the main-chain polymer. 【0016】 [3] The main-chain polymer according to [2], wherein in the chemical formula (1’), Ar is any one of the following chemical formulas (Ar-1) to (Ar-7). 【0017】 【Chemical formula】 【0018】 [In the chemical formulas (Ar-1) to (Ar-7), X 1 , X 2 , X 3 , X 4 , X 5 , X 6 , X 7 , and X 8 each independently represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a halogen atom, a nitro group, a cyano group, an alkylthio group having 1 to 6 carbon atoms, or a dialkylamino group having 2 to 8 carbon atoms. R e represents a hydrogen atom or an alkyl group having 1 to 10 carbon atoms. * represents the bonding position of Ar in the chemical formula (1’). [4] The main-chain polymer according to [2], wherein the structure represented by the chemical formula (1’) is a structure represented by any one of the following chemical formulas (1’-1-1) to (1’-7-4). 【0019】 【Chemical formula】 【0020】 [ka] 【0021】 [ka] 【0022】 [ka] 【0023】 [ka] 【0024】 [ka] 【0025】 [ka] [In the above chemical formulas (1'-1-1) to (1'-7-4), L 7 , and L 8 These may be the same or different in nature, and represent a carbonyl group, ester bond, amide bond, ether bond, or single bond. ** indicates the bonding position with other structures in the main-chain polymer. 【0026】 [5] Furthermore, the main-chain polymer according to [4] has at least one structure selected from the group consisting of the following chemical formulas (3'A), (3'B), (3'C), and (3'D). 【0027】 [ka] 【0028】 [In the above chemical formula (3'A), ring A, ring B, and ring C each independently represent rings selected from the group consisting of monocyclic aromatic rings, polycyclic aromatic rings, fused aromatic rings, and aliphatic hydrocarbon rings, with atoms selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms as ring constituent atoms. These monocyclic aromatic rings, polycyclic aromatic rings, fused aromatic rings, and aliphatic hydrocarbon rings may have substituents. R 8 , R 9 Each of these independently represents a group selected from the group consisting of a hydrogen atom, an optionally substituted C1 to C20 alkyl group, an optionally substituted C3 to C8 cycloalkyl group, and an optionally substituted C3 to C12 aromatic group. L 1 and L 2 Each of these independently represents a carbonyl group, an ester bond, an amide bond, an ether bond, or a single bond. n is either 0 or 1. *** indicates the bonding position with other structures in the main-chain polymer. 【0029】 [ka] [In the above chemical formula (3'B), L 9 , and L 10 These may be the same or different in nature, and represent a carbonyl group, ester bond, amide bond, ether bond, or single bond. *** indicates the bonding position with other structures in the main-chain polymer. 【0030】 [ka] [In the above chemical formula (3'C), X 9 The symbol represents an alkylene chain with 1 to 10 carbon atoms and a single bond. X 10 is -O-, -N(R c ) represents -. X 11 is -O-, -N(R d ) represents -. R c , R d These may be the same or different, and represent a hydrogen atom or an alkyl group having 1 to 10 carbon atoms. L 11 , and L 12 These may be the same or different in nature, and represent a carbonyl group, ester bond, amide bond, ether bond, or single bond. *** indicates the bonding position with other structures in the main-chain polymer. 【0031】 [ka] [In the above chemical formula (3'D), ring G represents a ring selected from the group consisting of monocyclic aromatic rings, polycyclic aromatic rings, fused aromatic rings, and aliphatic hydrocarbon rings, the constituent atoms of which are selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms. These monocyclic aromatic rings, polycyclic aromatic rings, fused aromatic rings, and aliphatic hydrocarbon rings may have substituents. L 13 , and L 14 L may be the same or different in phase, and represents a single bond or an alkylene chain having 1 to 6 carbon atoms. 15 , and L 16 These may be the same or different in nature, and represent a carbonyl group, ester bond, amide bond, ether bond, or single bond. *** indicates the bonding position with other structures in the main-chain polymer. 【0032】 [6] The main chain polymer according to [5], wherein in the chemical formula (3'A), ring A, ring B, or ring C is a benzene ring which may have substituents. 【0033】 [7] An optical film comprising a main-chain polymer as described in any one of items [1] to [6]. 【0034】 [8] The optical film according to [7], wherein the yellowness (YI) at a film thickness of 5 μm is 5% or less. 【0035】 [9] The optical film described in [7], wherein the phase difference (Re) satisfies the following formula (I). 【0036】 Re(450)≦Re(550)···(I) (In equation (I), Re(450) represents the in-plane phase difference value measured at a wavelength of 450 nm, and Re(550) represents the in-plane phase difference value measured at a wavelength of 550 nm.) 【0037】
[10] A method for manufacturing an optical film according to [7], comprising the step of irradiating with either polarized ultraviolet light or obliquely incident ultraviolet light. 【0038】
[11] A method for manufacturing an optical film according to
[10] , comprising the step of heat treatment after ultraviolet irradiation. 【0039】
[12] A multilayer film comprising the optical film described in [7]. 【0040】
[13] The process includes a step of polymerizing a raw material composition containing a dihydroxy compound represented by the following chemical formula (1) to produce a main-chain polymer, A method for producing a main-chain polymer, characterized by adding a monovalent carboxylic acid derivative compound represented by either the following chemical formula (2-1) or (2-2) during the polymerization process. 【0041】 [ka] 【0042】 [In the above chemical formula (1), R 0 , R 1 , R 2 , R 3 and R 4 Each of these independently represents a hydrogen atom, a halogen atom, or an alkyl group having 1 to 8 carbon atoms. Ar represents a ring selected from the group consisting of monocyclic aromatic rings, polycyclic aromatic rings, and fused aromatic rings, with atoms selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms as ring constituent atoms. These monocyclic, polycyclic, and fused aromatic rings may have substituents. 【0043】 [ka] 【0044】 [In the above chemical formula (2-1) or (2-2), R 5 , R 6 and R 7 Each of these independently represents a group selected from the group consisting of optionally substituted alkyl groups having 1 to 20 carbon atoms, optionally substituted cycloalkyl groups having 3 to 8 carbon atoms, and optionally substituted aromatic groups having 3 to 12 carbon atoms. X 0 [This represents a leaving group.] 【0045】
[14] A method for producing a main-chain polymer according to
[13] , wherein in the chemical formula (1) above, Ar is an aromatic ring of any of the following chemical formulas (Ar-1) to (Ar-7). 【0046】 [ka] 【0047】 [In the above chemical formulas (Ar-1) to (Ar-7), X 1 , X 2 , X 3 , X 4 , X 5 , X 6 , X 7 and X 8 Each of these independently represents a hydrogen atom, an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a halogen atom, a nitro group, an alkylthio group having 1 to 6 carbon atoms, or a dialkylamino group having 2 to 8 carbon atoms. R eThis represents a hydrogen atom or an alkyl group having 1 to 10 carbon atoms. * indicates the bond position of Ar in the chemical formula (1) above. 【0048】
[15] A method for producing a main-chain polymer according to
[13] , wherein the chemical formula (1) is one of the following chemical formulas (1-1-1) to (1-2-11). 【0049】 [ka] 【0050】 [ka] 【0051】
[16] A method for producing a main-chain polymer according to any one of
[13] to
[15] , wherein the raw material composition further contains at least one compound selected from the group consisting of the following chemical formulas (3A), (3B), (3C), and (3D). 【0052】 [ka] 【0053】 [In the above chemical formula (3A), ring A, ring B, and ring C each independently represent rings selected from the group consisting of monocyclic aromatic rings, polycyclic aromatic rings, fused aromatic rings, and aliphatic hydrocarbon rings, with atoms selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms as ring constituent atoms, and these monocyclic aromatic rings, polycyclic aromatic rings, fused aromatic rings, and aliphatic hydrocarbon rings may have substituents. R 8 , R 9 Each of these independently represents a group selected from the group consisting of a hydrogen atom, an optionally substituted C1 to C20 alkyl group, an optionally substituted C3 to C8 cycloalkyl group, and an optionally substituted C3 to C12 aromatic group. Qn1 , Qn 2 Each of these independently represents a hydroxyl group, an amino group, a carboxyl group, or -C(=O)Cl. n is either 0 or 1. 【0054】 [ka] [In the chemical formula (3B), Qn 3 , and Qn 4 These may be the same or different, and represent a hydroxyl group, an amino group, a carboxyl group, or -C(=O)Cl. 【0055】 [ka] [In the chemical formula (3C), X 9 The symbol represents an alkylene chain with 1 to 10 carbon atoms and a single bond. X 10 is -O-, -N(R c ) represents -. X 11 is -O-, -N(R d ) represents -. R c , R d These may be the same or different, and represent a hydrogen atom or an alkyl group having 1 to 10 carbon atoms. Qn 5 , and Qn 6 These may be the same or different, and represent a hydroxyl group, an amino group, a carboxyl group, or -C(=O)Cl. 【0056】 [ka] [In the above chemical formula (3D), ring G represents a ring selected from the group consisting of monocyclic aromatic rings, polycyclic aromatic rings, fused aromatic rings, and aliphatic hydrocarbon rings, the ring constituent atoms being selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms. These monocyclic aromatic rings, polycyclic aromatic rings, fused aromatic rings, and aliphatic hydrocarbon rings may have substituents. L 13 , and L 14 These may be the same or different, and represent a single bond or an alkylene chain having 1 to 6 carbon atoms. Qn 7 , and Qn 8 These may be the same or different, and represent a hydroxyl group, an amino group, a carboxyl group, or -C(=O)Cl. 【0057】
[17] A method for producing a main-chain polymer according to
[16] , wherein in the compound represented by the chemical formula (3), rings A, B, and C are optionally substituted benzene rings. [Effects of the Invention] 【0058】 The present invention provides a main-chain polymer that does not require an orientation film when forming a film, can form an inverse wavelength-dispersive phase difference film, and enables the production of a film with low yellowness (YI). [Modes for carrying out the invention] 【0059】 The present invention will be described in detail below. The following descriptions of constituent elements may be based on representative embodiments or specific examples, but the present invention is not limited to such forms. In this specification, a numerical range expressed using "from" means a range that includes the numbers written before and after "from" as the lower and upper limits. 【0060】 In this specification, structures enclosed in square brackets within a polymer structure represent repeating units within the polymer structure. 【0061】 In this specification, the numbers indicated in the lower right corner of the square brackets in the polymer structure represent the content ratio of the repeating structural unit in the polymer structure. 【0062】 In this specification, the bonding direction of the exemplified divalent groups or chemical structures (e.g., ester bonds or repeating structural units in polymer structures) is not particularly limited, as long as it is chemically acceptable. 【0063】 One aspect of the present invention is a main-chain polymer having photoreactive inverse wavelength dispersion units in the polymer main chain that exhibit both photoreactivity and birefringence inverse wavelength dispersion functions, wherein at least one end of the main-chain polymer is a monovalent carboxylic acid ester (hereinafter sometimes referred to as the polymer of the present invention). 【0064】 The polymer of the present invention, having at least one end being a monovalent carboxylic acid ester, exhibits a short-wavelength shift in its absorption band, resulting in a film with low yellowness (YI) when formed into a film. Furthermore, the polymer of the present invention contributes to the expression of both the photoreactivity and birefringence of the film. 【0065】 Examples of the monovalent carboxylic acid ester include the structure shown in the following chemical formula (2'). 【0066】 [ka] 【0067】 [In the above chemical formula (2'), R 10 This represents a group selected from the group consisting of optionally substituted alkyl groups having 1 to 20 carbon atoms, optionally substituted cycloalkyl groups having 3 to 8 carbon atoms, and optionally substituted aromatic groups having 3 to 12 carbon atoms. ** indicates the bonding position with other structures in the main-chain polymer. 【0068】 In chemical formula (2'), R 10Examples of alkyl groups having 1 to 20 carbon atoms include methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, tert-butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, and eicosyl groups. Among these, methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, and tert-butyl groups are preferred, with methyl and ethyl groups being particularly preferred because they facilitate the introduction of acyl moieties to the polymer ends. 【0069】 Examples of cycloalkyl groups having 3 to 8 carbon atoms include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, and cyclooctyl groups. 【0070】 Examples of aromatic groups having 3 to 12 carbon atoms include the phenyl group, naphthyl group, biphenylyl group, and pyridyl group. 【0071】 Examples of monovalent carboxylic acid esters include the structures shown in the following chemical formulas (2'-1) to (2'-37). 【0072】 [ka] 【0073】 [** indicates the bonding position with other structures in the main chain polymer.] 【0074】 Among these chemical formulas (2'-1) to (2'-37), those with chemical formulas (2'-1) to (2'-13) and (2'-20) to (2'-37) are preferred because they facilitate the introduction of acyl moieties to the polymer ends, and those with chemical formulas (2'-1) to (2'-6), (2'-13), (2'-20) to (2'-23), (2'-29), (2'-31) to (2'-36), etc. 【0075】 Examples of the photoreactive inverse wavelength dispersion unit include the structure represented by the following chemical formula (1’). 【0076】 [Chemical formula] 【0077】 [In Chemical formula (1’), R 0 , R 1 , R 2 , R 3 and R 4 each independently represent a hydrogen atom, a halogen atom or an alkyl group having 1 to 8 carbon atoms. L 7 and L 8 may be the same or different and represent a carbonyl group, an ester bond, an amide bond, an ether bond or a single bond. Ar represents a ring selected from the group consisting of monocyclic aromatic rings, polycyclic aromatic rings and condensed aromatic rings having ring-constituting atoms selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms and sulfur atoms, and these monocyclic aromatic rings, polycyclic aromatic rings and condensed aromatic rings may have substituents. ** represents the bonding position with other structures in the main chain type polymer.] 【0078】 In Chemical formula (1’), R 0 , R 1 , R 2 , R 3 and R 4 each independently represent a hydrogen atom, a halogen atom or an alkyl group having 1 to 8 carbon atoms. Examples of the halogen atom include a fluorine atom, a chlorine atom, a bromine atom and an iodine atom. Examples of the alkyl group having 1 to 8 carbon atoms include a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group, a sec-butyl group, a tert-butyl group, a pentyl group, a hexyl group, a heptyl group and an octyl group. 【0079】 R 0 , R 1 , R 2 , R 3 and R 4Among these, hydrogen atoms, methyl groups, ethyl groups, propyl groups, isopropyl groups, butyl groups, isobutyl groups, sec-butyl groups, and tert-butyl groups are preferred in that they exhibit good optical properties, with hydrogen atoms being particularly preferred. 【0080】 In chemical formula (1'), Ar represents a ring selected from the group consisting of monocyclic aromatic rings, polycyclic aromatic rings, and fused aromatic rings, with atoms selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms as ring constituent atoms. These monocyclic aromatic rings, polycyclic aromatic rings, and fused aromatic rings may have substituents. 【0081】 Here, examples of substituents in monocyclic aromatic rings, polycyclic aromatic rings, and fused aromatic rings include alkyl groups having 1 to 8 carbon atoms, halogen atoms, alkoxy groups having 1 to 4 carbon atoms, and acyl groups having 2 to 4 carbon atoms. 【0082】 Examples of alkyl groups having 1 to 8 carbon atoms include methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, tert-butyl, pentyl, hexyl, heptyl, and octyl groups. 【0083】 Examples of halogen atoms include fluorine, chlorine, bromine, and iodine. 【0084】 Examples of alkoxy groups having 1 to 4 carbon atoms include methoxy, ethoxy, propyloxy, isopropyloxy, butyloxy, isobutyloxy, sec-butyloxy, and tert-butyloxy groups. 【0085】 Examples of acyl groups having 2 to 4 carbon atoms include the acetyl group, propionyl group, and butyryl group. 【0086】 Examples of monocyclic aromatic rings that may have substituents and whose ring constituent atoms are selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms in Ar include benzene, pyridine, pyrazine, pyrimidine, pyridazine, furan, pyrrole, imidazole, thiophene, pyrazole, oxazole, isoxazole, thiazole, and triazole. 【0087】 Examples of polycyclic aromatic rings that may have substituents, with ring constituent atoms selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms in Ar, include biphenyl, terphenyl, bipyridine, bithiophene, and bifuran. 【0088】 Examples of fused aromatic rings that may have substituents, with ring constituent atoms selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms in Ar, include naphthalene, anthracene, phenanthrene, quinoline, benzofuran, benzimidazole, benzothiophene, indole, indazole, benzoxazole, benzothiazole, and benzotriazole. 【0089】 As for Ar, a monocyclic aromatic ring is preferred, which may have substituents, and whose ring constituent atoms are selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms, due to the ease of obtaining the raw material acetophenones. The aromatic ring is more preferably a benzene ring, furan ring, thiophene ring, thiazole ring, or oxazole ring, in that it exhibits good optical properties, and the benzene ring and thiophene ring are particularly preferred in that they exhibit good optical properties. 【0090】 Preferred examples of Ar include the structures shown by the following chemical formulas (Ar-1) to (Ar-7). 【0091】 [ka] 【0092】 In the chemical formulas (Ar-1) to (Ar-7), X 1 X 2 X 3 X 4 X 5 X 6 X 7 and X 8 each independently represents a hydrogen atom, an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a halogen atom, a nitro group, an alkylthio group having 1 to 6 carbon atoms, or a dialkylamino group having 2 to 8 carbon atoms. R e represents a hydrogen atom or an alkyl group having 1 to 10 carbon atoms. * represents the bonding position of Ar in the chemical formula (1’). 【0093】 In the chemical formulas (Ar-1) to (Ar-7), X 1 X 2 X 3 X 4 X 5 X 6 X 7 and X 8Each of these independently represents a hydrogen atom, a C1-C8 alkyl group, a C1-C6 alkoxy group, a halogen atom, a nitro group, a cyano group, a C1-C6 alkylthio group, or a C2-C8 dialkylamino group. Examples of C1-C8 alkyl groups include methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, tert-butyl, pentyl, hexyl, heptyl, and octyl groups. Examples of C1-C6 alkoxy groups include methoxy, ethoxy, propyloxy, isopropyloxy, butyloxy, isobutyloxy, sec-butyloxy, tert-butyloxy, pentyloxy, and hexyloxy groups. Examples of halogen atoms include fluorine, chlorine, bromine, and iodine. Examples of alkylthio groups having 1 to 6 carbon atoms include methylthio, ethylthio, propylthio, isopropylthio, butylthio, isobutylthio, sec-butylthio, tert-butylthio, pentylthio, and hexylthio. Examples of dialkylamino groups having 2 to 8 carbon atoms include dimethylamino, diethylamino, dipropylamino, and dibutylamino. 【0094】 X 1 , X 2 , X 3 , X 4 , X 5 , X 6 , X 7 and X 8 In terms of ease of synthesis of dihydroxy compounds, hydrogen atoms, C1 to C8 alkyl groups, C1 to C6 alkoxy groups, or halogen atoms are preferred. In terms of excellent optical properties of the polymer, hydrogen atoms, methyl groups, methoxy groups, or halogen atoms are particularly preferred. 【0095】 The aforementioned chemical formula (1') can be represented by the following chemical formulas (1'-1-1) to (1'-7-4). 【0096】 [ka] 【0097】 [ka] 【0098】 [ka] 【0099】 [ka] 【0100】 [ka] 【0101】 [ka] 【0102】 [ka] 【0103】 [Among the chemical formulas (1'-1-1) to (1'-7-4), L 7 , and L 8 These may be the same or different in nature, and represent a carbonyl group, ester bond, amide bond, ether bond, or single bond. ** indicates the bonding position with other structures in the main-chain polymer. 【0104】 Among these chemical formulas (1'-1-1) to (1'-7-4), (1'-1-1) to (1'-3-3) are preferred, more preferably (1'-1-1) to (1'-2-8), and particularly preferred (1'-2-1) to (1'-2-8). 【0105】 The polymer of the present invention preferably further has at least one repeating unit selected from the group consisting of the following chemical formulas (3'A), (3'B), (3'C), and (3'D). 【0106】 [ka] 【0107】 [In the above chemical formula (3'A), ring A, ring B, and ring C each independently represent rings selected from the group consisting of monocyclic aromatic rings, polycyclic aromatic rings, fused aromatic rings, and aliphatic hydrocarbon rings, with atoms selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms as ring constituent atoms. These monocyclic aromatic rings, polycyclic aromatic rings, fused aromatic rings, and aliphatic hydrocarbon rings may have substituents. R 8 and R 9 Each of these independently represents a group selected from the group consisting of a hydrogen atom, an optionally substituted C1 to C20 alkyl group, an optionally substituted C3 to C8 cycloalkyl group, and an optionally substituted C3 to C12 aromatic group. L 1 and L 2 Each of these independently represents a carbonyl group, an ester bond, an amide bond, an ether bond, or a single bond. n is either 0 or 1. *** indicates the bonding position with other structures in the main-chain polymer. 【0108】 In chemical formula (3'A), rings A, B, and C each independently represent rings selected from the group consisting of monocyclic aromatic rings, polycyclic aromatic rings, fused aromatic rings, and aliphatic hydrocarbon rings, with ring constituent atoms selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms. These monocyclic aromatic rings, polycyclic aromatic rings, fused aromatic rings, and aliphatic hydrocarbon rings may have substituents. 【0109】 Examples of monocyclic aromatic rings that may have substituents, in which ring A consists of atoms selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms, include benzene, pyridine, pyrazine, pyrimidine, pyridazine, furan, pyrrole, imidazole, thiophene, pyrazole, oxazole, isoxazole, thiazole, and triazole. 【0110】 Examples of polycyclic aromatic rings that may have substituents, with atomic ring constituent atoms selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms in ring A, include biphenyl, terphenyl, bipyridine, bithiophene, and bifuran. 【0111】 Examples of fused aromatic rings that may have substituents, with ring constituent atoms selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms in ring A, include naphthalene, anthracene, phenanthrene, quinoline, benzofuran, benzimidazole, benzothiophene, indole, indazole, benzoxazole, benzothiazole, and benzotriazole. 【0112】 Examples of aliphatic hydrocarbon rings that may have substituents, in which ring A consists of atoms selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms, include cyclopropane, cyclobutane, cyclopentane, cyclohexane, and tricyclo[5.2.1.0(2,6)]decane. 【0113】 As for ring A, a monocyclic aromatic ring is preferred, in terms of the ease of obtaining the raw material carboxylic acids, and a monocyclic aromatic ring is preferred, in terms of the ease of introducing the raw material carboxylic acids into chemical formula (3'A), and a benzene ring is particularly preferred. 【0114】 In chemical formula (3'A), ring B and ring C each independently represent rings selected from the group consisting of monocyclic aromatic rings, polycyclic aromatic rings, fused aromatic rings, and aliphatic hydrocarbon rings, with ring constituent atoms selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms. These monocyclic aromatic rings, polycyclic aromatic rings, fused aromatic rings, and aliphatic hydrocarbon rings may have substituents. 【0115】 Specific examples of rings B and C include those similar to ring A, in that they are easily incorporated into the chemical formula (3'A). Monocyclic aromatic rings, in which atoms selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms constitute the ring atoms, are preferred, monocyclic aromatic rings, in which carbon atoms constitute the ring atoms, are more preferred in terms of excellent optical properties of the polymer, and benzene rings are particularly preferred. 【0116】 Here, examples of substituents in monocyclic aromatic rings, polycyclic aromatic rings, fused aromatic rings, and aliphatic hydrocarbon rings include C1 to C8 alkyl groups, halogen atoms, C1 to C4 alkoxy groups, and C2 to C4 acyl groups. Examples of C1 to C8 alkyl groups include methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, tert-butyl, pentyl, hexyl, heptyl, and octyl groups. Examples of halogen atoms include fluorine, chlorine, bromine, and iodine atoms. Examples of C1 to C4 alkoxy groups include methoxy, ethoxy, propyloxy, isopropyloxy, butyloxy, isobutyloxy, sec-butyloxy, and tert-butyloxy groups. Examples of C2 to C4 acyl groups include acetyl, propionyl, and butyryl groups. 【0117】 R 8 and R 9Examples of alkyl groups having 1 to 20 carbon atoms include methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, tert-butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, and eicosyl groups. Among these, methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, and tert-butyl groups are preferred, with methyl and ethyl groups being particularly preferred because they facilitate the introduction of substituents to the raw material anilines. 【0118】 Examples of cycloalkyl groups having 3 to 8 carbon atoms include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, and cyclooctyl groups. 【0119】 Examples of aromatic groups having 3 to 12 carbon atoms include the phenyl group, naphthyl group, biphenylyl group, and pyridyl group. 【0120】 In terms of superior optical properties of the polymer, it is particularly preferable that rings A, B, and C in chemical formula (3'A) are benzene rings, which may have substituents. 【0121】 [ka] [In the above chemical formula (3'B), L 9 , and L 10 These may be the same or different in nature, and represent a carbonyl group, ester bond, amide bond, ether bond, or single bond. *** indicates the bonding position with other structures in the main-chain polymer. 【0122】 [ka] [In the above chemical formula (3'C), X 9 The symbol represents an alkylene chain with 1 to 10 carbon atoms and a single bond. X 10represents -O-, -N(R c ). X 11 represents -O-, -N(R d ). R c and R d may be the same or different and each represents a hydrogen atom or an alkyl group having 1 to 10 carbon atoms. L 11 and L 12 may be the same or different and each represents a carbonyl group, an ester bond, an amide bond, an ether bond or a single bond. *** represents the bonding position with other structures in the main-chain polymer. 【0123】 【Chemical Structure】 In the chemical formula (3'D), ring G represents a ring selected from the group consisting of a monocyclic aromatic ring, a polycyclic aromatic ring, a condensed aromatic ring and an aliphatic hydrocarbon ring, which has ring-constituting atoms selected from the group consisting of a carbon atom, a nitrogen atom, an oxygen atom and a sulfur atom, and these monocyclic aromatic rings, polycyclic aromatic rings, condensed aromatic rings and aliphatic hydrocarbon rings may have substituents. L 13 and L 14 may be the same or different and each represents a single bond or an alkylene chain having 1 to 6 carbon atoms. L 15 and L 16 may be the same or different and each represents a carbonyl group, an ester bond, an amide bond, an ether bond or a single bond. *** represents the bonding position with other structures in the main-chain polymer. 【0124】 In the chemical formula (3'D), each ring G independently represents a ring selected from the group consisting of a monocyclic aromatic ring, a polycyclic aromatic ring, a condensed aromatic ring and an aliphatic hydrocarbon ring, which has ring-constituting atoms selected from the group consisting of a carbon atom, a nitrogen atom, an oxygen atom and a sulfur atom, and these monocyclic aromatic rings, polycyclic aromatic rings, condensed aromatic rings and aliphatic hydrocarbon rings may have substituents. 【0125】 Examples of monocyclic aromatic rings that may have substituents, in which ring G consists of atoms selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms, include benzene, pyridine, pyrazine, pyrimidine, pyridazine, furan, pyrrole, imidazole, thiophene, pyrazole, oxazole, isoxazole, thiazole, and triazole. 【0126】 Examples of polycyclic aromatic rings that may have substituents, with ring constituent atoms selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms in ring G, include biphenyl, terphenyl, bipyridine, bithiophene, and bifuran. 【0127】 Examples of fused aromatic rings that may have substituents, with ring constituent atoms selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms in ring G, include naphthalene, anthracene, phenanthrene, quinoline, benzofuran, benzimidazole, benzothiophene, indole, indazole, benzoxazole, benzothiazole, and benzotriazole. 【0128】 Examples of aliphatic hydrocarbon rings that may have substituents, with ring constituent atoms selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms in ring G, include cyclopropane, cyclobutane, cyclopentane, cyclohexane, and tricyclo[5.2.1.0(2,6)]decane. 【0129】 As for ring G, a monocyclic aromatic ring or an aliphatic hydrocarbon ring is preferred, in terms of the ease of obtaining the chemical formula (3'D), and the ring constituent atoms are selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms. In terms of good optical properties, a benzene ring, cyclohexane, or tricyclo[5.2.1.0(2,6)]decane is particularly preferred. 【0130】 Specific examples of the repeating unit represented by Chemical Formula (3’A) include the structures represented by the following Chemical Formulas (3’A-1-1) to (3’A-2-20). 【0131】 【Chem.】 【0132】 【Chem.】 【0133】 【Chem.】 【0134】 【Chem.】 【0135】 【Chem.】 【0136】 【Chem.】 [In Chemical Formulas (3’A-1-1) to (3’A-2-20), L 1 and L 2 each independently represent a carbonyl group, an ester bond, an amide bond, an ether bond or a single bond. *** represents the bonding position with other structures in the main chain type polymer.] 【0137】 Among these chemical formulas (3'A-1-1) to (3'A-2-20), those with chemical formulas (3'A-1-1) to (3'A-1-10), (3'A-1-36) to (3'A-1-40), (3'A-1-51) to (3'A-1-55), and (3'A-2-1) to (3'A-2-4) are preferred in terms of ease of synthesis of the polymer of the present invention. Those with chemical formulas (3'A-1-1) to (3'A-1-10), (3'A-1-36) to (3'A-1-40), and (3'A-1-51) to (3'A-1-55) are particularly preferred in terms of excellent optical properties. 【0138】 Specific examples of the repeating unit represented by the chemical formula (3'B) include the structures shown below by chemical formulas (3'B-1) to (3'B-3). 【0139】 [ka] [*** indicates the bonding position with other structures in the main-chain polymer.] 【0140】 Among these chemical formulas (3'B-1) to (3'B-3), chemical formula (3'B-1) is preferred because it exhibits superior optical properties of the polymer of the present invention. 【0141】 Specific examples of repeating units represented by the chemical formula (3'C) include the structures shown below, from chemical formulas (3'C-1-1) to (3'C-2-23). 【0142】 [ka] 【0143】 [ka] 【0144】 [ka] [*** indicates the bonding position with other structures in the main-chain polymer.] 【0145】 Among these chemical formulas (3'C-1-1) to (3'C-2-23), chemical formula (3'C-1-6) is preferred because it exhibits excellent optical properties of the polymer of the present invention. 【0146】 Specific examples of repeating units represented by the chemical formula (3'D) include the structures shown below, from chemical formulas (3'D-1-1) to (3'D-13-1). 【0147】 [ka] 【0148】 [ka] 【0149】 [ka] [*** indicates the bonding position with other structures in the main-chain polymer.] 【0150】 Among these chemical formulas (3'D-1-1) to (3'D-13-1), chemical formulas (3'D-1-1), (3'D-2-1), (3'D-3-1), (3'D-7-3), (3'D-7-4), (3'D-7-6), (3'D-8-1), (3'D-9-1), (3'D-10-1), and (3'D-11-1) are preferred in that they exhibit excellent optical properties of the polymer of the present invention. 【0151】 The polymer of the present invention may contain structures other than those represented by chemical formula (1'), (3'A), (3'B), (3'C), or (3'D) for the purpose of adjusting the expressed physical properties. For example, the structures represented by the following chemical formulas (4-1) to (4-13) can be given as examples. 【0152】 [ka] 【0153】 [In chemical formulas (4-1) to (4-13), L 3 and L 4 Each of these independently represents a carbonyl group, an ester bond, an amide bond, an ether bond, or a single bond. In chemical formulas (4-8), n represents an integer from 1 to 5000. **** represents the bonding position with other structures in the main chain polymer. 【0154】 Among these chemical formulas (4-1) to (4-13), chemical formulas (4-1) to (4-10) are preferred because they facilitate the introduction of linker moieties into the polymer, and chemical formulas (4-1) to (4-8) are particularly preferred because they provide good optical properties after introduction. 【0155】 The polymer of the present invention may contain structures other than those represented by chemical formula (1'), (3'A), (3'B), (3'C), or (3'D) for the purpose of adjusting the expressed physical properties. For example, the structures represented by the following chemical formulas (5-1) to (5-12) can be given as examples. 【0156】 [ka] 【0157】 [In chemical formulas (5-1) to (5-12), L 5 and L 6 Each of these independently represents a carbonyl group, an ester bond, an amide bond, an ether bond, or a single bond. ***** represents the bonding position with other structures in the main-chain polymer. 【0158】 Among these chemical formulas (5-1) to (5-12), chemical formulas (5-1) to (5-11) are preferred in terms of ease of synthesis of the polymer of the present invention, and chemical formulas (5-1) to (5-8) are particularly preferred in terms of excellent optical properties after introduction. 【0159】 Specific examples of the polymer of the present invention include structures represented by the following chemical formulas (P1-1-1-1-1) to (P5-1-19). 【0160】 [ka] 【0161】 [ka] 【0162】 [ka] 【0163】 [ka] 【0164】 [ka] 【0165】 [ka] 【0166】 [ka] 【0167】 [ka] 【0168】 [ka] 【0169】 [ka] 【0170】 【change】 【0171】 【change】 【0172】 【change】 【0173】 【change】 【0174】 【change】 【0175】 【change】 【0176】 【change】 【0177】 【change】 【0178】 【change】 【0179】 【change】 【0180】 [ka] 【0181】 [In the above chemical formulas (P1-1-1-1-1) to (P5-1-19), R 10 R in the above chemical formula (2') is 10 This is synonymous with [the above]. 【0182】 Among these chemical formulas (P1-1-1-1-1) to (P5-1-19), those with good optical properties are preferably (P1-2-1-1-1) to (P1-2-5-1-4), (P2-2-1) to (P2-2-3), (P3-2-1) to (P3-2-2), and (P4-1-1) to (P4-2-9). 【0183】 In the polymer of the present invention, the content of the structural unit represented by the chemical formula (1') may be 1 mol% to 50 mol%. Preferably, it is 5 mol% to 45 mol%, and more preferably 20 mol% to 45 mol%, in terms of good optical properties. 【0184】 In the polymer of the present invention, if it contains at least one repeating unit selected from the group consisting of chemical formulas (3'A), (3'B), (3'C), and (3'D), the content may be from 0.1 mol% to 99 mol%. Preferably, it is from 10 mol% to 70 mol%, and more preferably from 15 mol% to 60 mol%, in terms of good optical properties. 【0185】 The weight-average molecular weight of the polymer of the present invention is preferably 1,000 to 100,000, and particularly preferably 1,000 to 50,000, in terms of having good optical properties. 【0186】 The polymer of the present invention can be used as an optical film. This optical film is also included in one aspect of the present invention (hereinafter sometimes referred to as the optical film of the present invention). This optical film contains the polymer of the present invention and has photoreactivity and birefringence inverse wavelength dispersion. 【0187】 In the optical film of the present invention, the degree of yellowness (YI) at a film thickness of 5 μm is preferably 5% or less, and more preferably 3% or less. 【0188】 Yellowness (YI) refers to the degree to which the hue of a polymer deviates from colorless or white towards yellow. It is expressed as a positive value, and for applications as an optical film, a lower yellowness (YI) is preferable. 【0189】 There are no particular restrictions on the method for manufacturing optical films; for example, methods such as melt deposition and solution casting can be used. 【0190】 Melt film formation methods include, but are not limited to, melt extrusion using T-dies, calendering, hot pressing, co-extrusion, co-melting, multi-layer extrusion, and inflation molding. 【0191】 Solution casting is a method for obtaining a film by casting a solution (hereinafter referred to as "casting dope"), which is a solution of a polymer (hereinafter sometimes referred to as "polymer") dissolved in a solvent, onto a support substrate, and then removing the solvent by heating. Methods for casting the casting dope onto the support substrate include spin coating, T-die method, doctor blade method, bar coater method, roll coater method, and lip coater method. Industrially, the most common method involves continuously extruding the casting dope from a die onto a belt-shaped or drum-shaped support substrate. Examples of support substrates used include glass substrates such as quartz glass substrates, stainless steel or ferrotype metal substrates, and polyethylene terephthalate films. 【0192】 The optical film of the present invention may contain at least one surfactant to reduce film thickness unevenness. Examples of surfactants include alkyl carboxylates, alkyl phosphates, alkyl sulfonates, fluoroalkyl carboxylates, fluoroalkyl phosphates, fluoroalkyl sulfonates, polyoxyethylene derivatives, fluoroalkylethylene oxide derivatives, polyethylene glycol derivatives, alkylammonium salts, and fluoroalkylammonium salts. Fluorine-containing surfactants such as fluoroalkyl carboxylates, fluoroalkyl phosphates, fluoroalkyl sulfonates, fluoroalkylethylene oxide derivatives, and fluoroalkylammonium salts are particularly preferred as surfactants. 【0193】 Since the optical film of the present invention exhibits a phase difference with inverse wavelength dispersion, it can be suitably used as an inverse wavelength dispersion film where the in-plane phase difference is larger in the longer wavelength range. 【0194】 The optical film of the present invention is preferably formed into a film by a method such as melt deposition or solution casting, and then irradiated with either polarized ultraviolet light or obliquely incident ultraviolet light to produce a more inverse wavelength-dispersive phase difference. 【0195】 When using ultraviolet light, the wavelength of the ultraviolet light is appropriately selected from the range of 200 nm to 400 nm. The irradiation energy is 10 mJ / cm². 2 More than 10000mJ / cm 2 The following is preferred, and especially 10 mJ / cm². 2 More than 1000mJ / cm 2 The following are preferable. 【0196】 The optical film of the present invention is preferably subjected to heat treatment after ultraviolet irradiation in order to produce a more inverse wavelength-dispersive phase difference. An example of a heat treatment temperature is 50°C to 400°C. 【0197】 The optical film of the present invention can be used as a phase difference film by subjecting it to polarized ultraviolet irradiation or obliquely incident ultraviolet irradiation, followed by heat treatment, which will cause it to exhibit three-dimensional refractive index anisotropy. 【0198】 The optical film of the present invention can satisfy the following formula (I). Re(450)≦Re(550)···(I) (In equation (I), Re(450) represents the in-plane phase difference value measured at a wavelength of 450 nm, and Re(550) represents the in-plane phase difference value measured at a wavelength of 550 nm.) Satisfying equation (I) above is equivalent to satisfying equation (II) below. 【0199】 Re(450) / Re(550)≦1···(II) (In equation (II), Re(450) represents the in-plane phase difference value measured at a wavelength of 450 nm, and Re(550) represents the in-plane phase difference value measured at a wavelength of 550 nm.) 【0200】 The optical film of the present invention can be used with a film thickness depending on the purpose, preferably 0.1 μm or more and 20 μm or less, and more preferably 1 μm or more and 10 μm or less. 【0201】 When the optical film of the present invention is used as a phase difference film, it may be used as a single film or as a multilayer film by laminating other films on top of it. 【0202】 Examples of films to be laminated include linear polarizing films, PET films, PEN films, PVA films, TAC films, and other cellulose ester films, as well as films made of cycloolefin polymers. 【0203】 The multilayer film can be used as a polarizing plate or a circularly polarizing film. 【0204】 One embodiment of the present invention is a method for producing a polymer (hereinafter sometimes referred to as the "production method of the present invention"), which involves polymerizing a raw material composition containing a dihydroxy compound represented by the following chemical formula (1). During polymerization, a monovalent carboxylic acid derivative compound represented by either the following chemical formula (2-1) or (2-2) is added. 【0205】 [ka] 【0206】 [In the above chemical formula (1), R 0 , R 1 , R 2 , R 3 and R 4 Each of these independently represents a hydrogen atom, a halogen atom, or an alkyl group having 1 to 8 carbon atoms. Ar represents a ring selected from the group consisting of monocyclic aromatic rings, polycyclic aromatic rings, and fused aromatic rings, with atoms selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms as ring constituent atoms. These monocyclic, polycyclic, and fused aromatic rings may have substituents. 【0207】 [ka] 【0208】 [In the above chemical formula (2-1) or (2-2), R 5 , R 6 , R 7 Each of these independently represents a group selected from the group consisting of optionally substituted alkyl groups having 1 to 20 carbon atoms, optionally substituted cycloalkyl groups having 3 to 8 carbon atoms, and optionally substituted aromatic groups having 3 to 12 carbon atoms. X 0 [This represents a leaving group.] 【0209】 In chemical formula (1), R 0 , R 1 , R 2 , R 3 and R 4Each of these independently represents a hydrogen atom, a halogen atom, or an alkyl group having 1 to 8 carbon atoms. Examples of halogen atoms include fluorine, chlorine, bromine, and iodine atoms. Examples of alkyl groups having 1 to 8 carbon atoms include methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, tert-butyl, pentyl, hexyl, heptyl, and octyl groups. 【0210】 R 0 , R 1 , R 2 , R 3 and R 4 Of these, hydrogen atoms, methyl groups, ethyl groups, propyl groups, isopropyl groups, butyl groups, isobutyl groups, sec-butyl groups, and tert-butyl groups are preferred in that they result in excellent optical properties after being introduced into the polymer of the present invention, with hydrogen atoms being particularly preferred. 【0211】 In chemical formula (1), Ar represents a ring selected from the group consisting of monocyclic aromatic rings, polycyclic aromatic rings, and fused aromatic rings, in which atoms selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms constitute the ring. These monocyclic aromatic rings, polycyclic aromatic rings, and fused aromatic rings may have substituents. 【0212】 Here, examples of substituents in monocyclic aromatic rings, polycyclic aromatic rings, and fused aromatic rings include alkyl groups having 1 to 8 carbon atoms, halogen atoms, alkoxy groups having 1 to 4 carbon atoms, and acyl groups having 2 to 4 carbon atoms. 【0213】 Examples of alkyl groups having 1 to 8 carbon atoms include methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, tert-butyl, pentyl, hexyl, heptyl, and octyl groups. 【0214】 Examples of halogen atoms include fluorine, chlorine, bromine, and iodine. 【0215】 Examples of alkoxy groups having 1 to 4 carbon atoms include methoxy, ethoxy, propyloxy, isopropyloxy, butyloxy, isobutyloxy, sec-butyloxy, and tert-butyloxy groups. 【0216】 Examples of acyl groups having 2 to 4 carbon atoms include the acetyl group, propionyl group, and butyryl group. 【0217】 Examples of monocyclic aromatic rings that may have substituents and whose ring constituent atoms are selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms in Ar include benzene, pyridine, pyrazine, pyrimidine, pyridazine, furan, pyrrole, imidazole, thiophene, pyrazole, oxazole, isoxazole, thiazole, and triazole. 【0218】 Examples of polycyclic aromatic rings that may have substituents, with ring constituent atoms selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms in Ar, include biphenyl, terphenyl, bipyridine, bithiophene, and bifuran. 【0219】 Examples of fused aromatic rings that may have substituents, with ring constituent atoms selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms in Ar, include naphthalene, anthracene, phenanthrene, quinoline, benzofuran, benzimidazole, benzothiophene, indole, indazole, benzoxazole, benzothiazole, and benzotriazole. 【0220】 As Ar, a monocyclic aromatic ring is preferred, which may have substituents, and whose ring constituent atoms are selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms, due to the ease of obtaining the raw material acetophenones. The aromatic ring is more preferably a benzene ring, furan ring, thiophene ring, thiazole ring, or oxazole ring, in that it exhibits excellent optical properties after being introduced into the polymer of the present invention. A benzene ring or thiophene ring is particularly preferred in that it exhibits excellent optical properties after being introduced into the polymer of the present invention. 【0221】 As a method for synthesizing the dihydroxy compound represented by chemical formula (1), referring to Photochemical & Photobiological Sciences, 2007, Vol. 6, pp. 372-380, one method is to synthesize it by aldol condensation from starting aldehydes and starting acetophenones, specifically by reacting a starting composition containing the compound represented by chemical formula (6) with the compound represented by chemical formula (7). 【0222】 [ka] [In the above chemical formula (6), R 0 , R 1 and R 2 In the above chemical formula (1), R 0 , R 1 and R 2 It is synonymous with [the above]. In the above chemical formula (6), R 11 This represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms. In the above chemical formula (7), R 12 This represents an alkyl group having 1 to 8 carbon atoms, or a haloalkyl group having 1 to 6 carbon atoms. In the aforementioned chemical formula (7), Ar is synonymous with Ar in the aforementioned chemical formula (1). 【0223】 In chemical formula (6), R 11This represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms. Examples of alkyl groups having 1 to 8 carbon atoms include methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, tert-butyl, pentyl, hexyl, heptyl, and octyl groups. 【0224】 R 11 In terms of excellent optical properties after being introduced into the polymer of the present invention, hydrogen atoms, methyl groups, ethyl groups, propyl groups, isopropyl groups, butyl groups, isobutyl groups, sec-butyl groups, and tert-butyl groups are preferred, and hydrogen atoms, methyl groups, and ethyl groups are particularly preferred. 【0225】 In chemical formula (7), R 12 This represents an alkyl group having 1 to 8 carbon atoms, or a haloalkyl group having 1 to 6 carbon atoms. Examples of alkyl groups having 1 to 8 carbon atoms include methyl, ethyl, propyl, butyl, pentyl, hexyl, heptyl, and octyl groups. Examples of haloalkyl groups having 1 to 6 carbon atoms include chloromethyl and 2,2,2-trifluoroethyl groups. 【0226】 R 12 As for the elements, hydrogen atoms, methyl groups, ethyl groups, propyl groups, isopropyl groups, and butyl groups are preferred in terms of their excellent optical properties after being introduced into the polymer of the present invention, with methyl groups and ethyl groups being particularly preferred. 【0227】 Preferred examples of Ar include the structures shown by the following chemical formulas (Ar-1) to (Ar-7). 【0228】 [ka] 【0229】 [In chemical formulas (Ar-1) to (Ar-7), X 1 , X 2 , X 3 , X 4 , X 5 , X6 , X 7 and X 8 Each of these independently represents a hydrogen atom, an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a halogen atom, a nitro group, a cyano group, an alkylthio group having 1 to 6 carbon atoms, or a dialkylamino group having 2 to 8 carbon atoms. R e This represents a hydrogen atom or an alkyl group having 1 to 10 carbon atoms. * indicates the bond position of Ar in the chemical formula (1) above. 【0230】 In the chemical formulas (Ar-1) to (Ar-7), X 1 , X 2 , X 3 , X 4 , X 5 , X 6 , X 7 and X 8 Each of these independently represents a hydrogen atom, a C1-C8 alkyl group, a C1-C6 alkoxy group, a halogen atom, a nitro group, a cyano group, a C1-C6 alkylthio group, or a C2-C8 dialkylamino group. Examples of C1-C8 alkyl groups include methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, tert-butyl, pentyl, hexyl, heptyl, and octyl groups. Examples of C1-C6 alkoxy groups include methoxy, ethoxy, propyloxy, isopropyloxy, butyloxy, isobutyloxy, sec-butyloxy, tert-butyloxy, pentyloxy, and hexyloxy groups. Examples of halogen atoms include fluorine, chlorine, bromine, and iodine. Examples of alkylthio groups having 1 to 6 carbon atoms include methylthio, ethylthio, propylthio, isopropylthio, butylthio, isobutylthio, sec-butylthio, tert-butylthio, pentylthio, and hexylthio. Examples of dialkylamino groups having 2 to 8 carbon atoms include dimethylamino, diethylamino, dipropylamino, and dibutylamino. 【0231】 X 1 , X 2 , X 3 , X 4 , X 5 , X 6 , X 7 and X 8 In terms of ease of synthesis of dihydroxy compounds, it is preferable that the atom is a hydrogen atom, an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, or a halogen atom, and in terms of excellent optical properties of the polymer, it is particularly preferable that the atom is a hydrogen atom, a methyl group, a methoxy group, or a halogen atom. 【0232】 As the dihydroxy compound represented by the chemical formula (1) above, the dihydroxy compounds represented by the following chemical formulas (1-1-1) to (1-2-11) are preferred. 【0233】 [ka] 【0234】 [ka] 【0235】 Among these chemical formulas (1-1-1) to (1-2-11), chemical formulas (1-2-1) to (1-2-7) are preferred, and chemical formulas (1-2-1) to (1-2-5) are particularly preferred. 【0236】 In chemical formula (2-1) or (2-2), R 5 , R 6 , R 7Examples of C1 to C20 alkyl groups in this compound include methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, tert-butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, and eicosyl groups. Among these, methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, and tert-butyl groups are preferred, with methyl and ethyl groups being particularly preferred due to their excellent optical properties. 【0237】 Examples of cycloalkyl groups having 3 to 8 carbon atoms include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, and cyclooctyl groups. 【0238】 Examples of aromatic groups having 3 to 12 carbon atoms include the phenyl group, naphthyl group, biphenylyl group, and pyridyl group. 【0239】 In chemical formula (2-2), X 0 Examples of leaving groups represented by this formula include halogen atoms. Examples of halogen atoms include fluorine atoms, chlorine atoms, bromine atoms, and iodine atoms. 【0240】 Monovalent carboxylic acid derivative compounds are represented, for example, by chemical formula (2-1) or (2-2). Specific examples of chemical formula (2-1) include acetic anhydride, propionic anhydride, butyric anhydride, isobutyric anhydride, difluoroacetic anhydride, valeric anhydride, isovaleric anhydride, pivalic anhydride, trifluoroacetic anhydride, hexanoic anhydride, benzoic anhydride, 3-pyridinecarboxylic acid anhydride, cyclohexanecarboxylic acid anhydride, heptanoic acid anhydride, chloroacetic acid anhydride, chlorodifluoroacetic acid anhydride, 2-methylbenzoic acid anhydride, n-octanoic acid anhydride, 4-methoxybenzoic acid anhydride, nonanoic acid anhydride, dichloroacetic acid anhydride, trichloroacetic acid anhydride, pentafluoropropionic acid anhydride, decanoic acid anhydride, 2-methyl-6-nitrobenzoic acid anhydride, lauric acid anhydride, 3, Examples include 4,5-trimethoxybenzoic anhydride and heptafluorobutyric anhydride, preferably acetic anhydride, propionic anhydride, butyric anhydride, isobutyric anhydride, valeric acid anhydride, isovaleric acid anhydride, pivalic acid anhydride, trifluoroacetic acid anhydride, hexanoic acid anhydride, benzoic acid anhydride, cyclohexanecarboxylic acid anhydride, heptanoic acid anhydride, chloroacetic acid anhydride, and 2-methylbenzoic acid anhydride, and particularly preferably acetic anhydride, propionic acid anhydride, butyric acid anhydride, isobutyric acid anhydride, valeric acid anhydride, isovaleric acid anhydride, pivalic acid anhydride, hexanoic acid anhydride, benzoic acid anhydride, cyclohexanecarboxylic acid anhydride, heptanoic acid anhydride, and 2-methylbenzoic acid anhydride. Specific chemical formulas (2-2) include benzoyl fluoride, undecafluorohexanoyl fluoride, acetyl chloride, propyl chloride, cyclopropanecarbonyl chloride, butyryl chloride, isobutyryl chloride, chloroacetyl chloride, valerate chloride, isovalerate chloride, pivaloyl chloride, 2-chloropropionyl chloride, 3-chloropropionyl chloride, 2-floyl chloride, cyclopentanecarbonyl chloride, hexanoyl chloride, 2,2-dimethylbutyryl chloride, 4-methylvaleryl chloride, 3,3-Dimethylbutyryl chloride, benzoyl chloride, 4-chlorobutyryl chloride, 2-tenoyl chloride, cyclohexanecarbonyl chloride, dichloroacetyl chloride, tetrahydro-2H-pyran-4-carbonyl chloride, heptanoyl chloride, p-toluyl chloride, o-toluyl chloride, m-toluyl chloride, 3-chloropivaloyl chloride, 5-chlorovalerate chloride, bromoacetyl chloride, 3-fluorobenzoyl chloride 2-Fluorobenzoyl chloride, 4-Fluorobenzoyl chloride, 3-Methyl-2-Tenoyl chloride, n-Octanoyl chloride, 2-Propylvaleryl chloride, 2-Ethylhexanoyl chloride, 4-Cyanobenzoyl chloride, 3,5-Dimethylbenzoyl chloride, 4-Methoxybenzoyl chloride, 3-Methoxybenzoyl chloride, 2-Methoxybenzoyl chloride, 2-Bromopropionyl chloride, 3-Bromopropionyl chloride Examples include 6-chloronicotinoyl chloride, 5-chlorothiophene-2-carbonyl chloride, trichloroacetyl chloride, dodecanoate chloride, 4-(trifluoromethyl)benzoyl chloride, acetyl bromide, propionyl bromide, isobutyryl bromide, valeryl bromide, benzoyl bromide, bromoacetyl bromide, 2-bromopropionyl bromide, 2-bromoisobutyryl bromide, 2-bromobutyryl bromide, acetyl iodide, etc. Preferably, acetyl chloride, propyl chloride, cyclopropanecarbonyl chloride, butyryl chloride, isobutyryl chloride, chloroacetyl chloride, valerate chloride, isovalerate chloride, pivaloyl chloride, 2-chloropropionyl chloride, 3-chloropropionyl chloride, 2-floyl chloride, cyclopentanecarbonyl chloride, hexanoyl chloride, 2,2-dimethylbutyryl chloride, 4-methylvaleryl chloride, 3,3-Dimethylbutyryl chloride, benzoyl chloride, 4-chlorobutyryl chloride, cyclohexanecarbonyl chloride, dichloroacetyl chloride, heptanoyl chloride, p-toluyl chloride, o-toluyl chloride, m-toluyl chloride, 3-chloropivaloyl chloride, 5-chlorovalerate chloride, bromoacetyl chloride, 3-fluorobenzoyl chloride, 2-fluorobenzoyl chloride, 4-fluorobenzoyl chloride, n-octanoyl chloride, 2-propylvaleryl chloride, 2-ethylhexanoyl chloride, 4-cyanobenzoyl chloride, 3,5-dimethylbenzoyl chloride, 4-methoxybenzoyl chloride, 3-methoxybenzoyl chloride, 2-methoxybenzoyl chloride, 2-bromopropionyl chloride, 3-bromopropionyl chloride, tri These are chloroacetyl chloride, dodecanoic acid chloride, and 4-(trifluoromethyl)benzoyl chloride, and are particularly preferably acetyl chloride, propyl chloride, cyclopropanecarbonyl chloride, butyryl chloride, isobutyryl chloride, valerate chloride, isovalerate chloride, pivaloyl chloride, cyclopentanecarbonyl chloride, hexanoyl chloride, 2,2-dimethylbutyryl chloride, 4-methylvaleryl chloride, 3,3-dimethylbutyryl chloride, benzoyl chloride, cyclohexanecarbonyl chloride, heptanoyl chloride, p-toluyl chloride, o-toluyl chloride, m-toluyl chloride, n-octanoyl chloride, 2-propylvaleryl chloride, 2-ethylhexanoyl chloride, 3,5-dimethylbenzoyl chloride, and dodecanoic acid chloride. 【0241】 In the manufacturing method of the present invention, it is preferable to further include at least one compound selected from the group consisting of the following chemical formulas (3A), (3B), (3C), and (3D) in the raw material composition and polymerize the raw material composition. 【0242】 [ka] 【0243】 [In the above chemical formula (3A), ring A, ring B, and ring C each independently represent rings selected from the group consisting of monocyclic aromatic rings, polycyclic aromatic rings, fused aromatic rings, and aliphatic hydrocarbon rings, with atoms selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms as ring constituent atoms, and these monocyclic aromatic rings, polycyclic aromatic rings, fused aromatic rings, and aliphatic hydrocarbon rings may have substituents. R 8 and R 9 Each of these independently represents a group selected from the group consisting of a hydrogen atom, an optionally substituted C1 to C20 alkyl group, an optionally substituted C3 to C8 cycloalkyl group, and an optionally substituted C3 to C12 aromatic group. Qn 1 and Qn 2 Each of these independently represents a hydroxyl group, an amino group, a carboxyl group, or -C(=O)Cl. n is either 0 or 1. 【0244】 In chemical formula (3A), rings A, B, and C each independently represent rings selected from the group consisting of monocyclic aromatic rings, polycyclic aromatic rings, fused aromatic rings, and aliphatic hydrocarbon rings, with ring constituent atoms selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms. These monocyclic aromatic rings, polycyclic aromatic rings, fused aromatic rings, and aliphatic hydrocarbon rings may have substituents. 【0245】 Examples of monocyclic aromatic rings that may have substituents, in which ring A consists of atoms selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms, include benzene, pyridine, pyrazine, pyrimidine, pyridazine, furan, pyrrole, imidazole, thiophene, pyrazole, oxazole, isoxazole, thiazole, and triazole. 【0246】 Examples of polycyclic aromatic rings that may have substituents, with ring constituent atoms selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms in ring A, include biphenyl, terphenyl, bipyridine, bithiophene, and bifuran. 【0247】 Examples of fused aromatic rings that may have substituents, with ring constituent atoms selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms in ring A, include naphthalene, anthracene, phenanthrene, quinoline, benzofuran, benzimidazole, benzothiophene, indole, indazole, benzoxazole, benzothiazole, and benzotriazole. 【0248】 Examples of aliphatic hydrocarbon rings that may have substituents, in which ring A consists of atoms selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms, include cyclopropane, cyclobutane, cyclopentane, cyclohexane, and tricyclo[5.2.1.0(2,6)]decane. 【0249】 As for ring A, a monocyclic aromatic ring having atoms selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms as ring constituent atoms is preferred in terms of the ease of obtaining the raw material carboxylic acids, a monocyclic aromatic ring having carbon atoms as ring constituent atoms is more preferred in terms of the ease of introducing the raw material carboxylic acids into chemical formula (3A), and a benzene ring is particularly preferred. 【0250】 In chemical formula (3A), ring B and ring C each independently represent rings selected from the group consisting of monocyclic aromatic rings, polycyclic aromatic rings, fused aromatic rings, and aliphatic hydrocarbon rings, with ring constituent atoms selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms. These monocyclic aromatic rings, polycyclic aromatic rings, fused aromatic rings, and aliphatic hydrocarbon rings may have substituents. 【0251】 Specific examples of rings B and C include those similar to ring A in that they allow for easy introduction of aniline raw materials into chemical formula (3A). A monocyclic aromatic ring with atoms selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms as ring constituent atoms is preferred, a monocyclic aromatic ring with carbon atoms as ring constituent atoms is more preferred, and a benzene ring is particularly preferred in that it provides excellent optical properties for the polymer. 【0252】 Here, examples of substituents in monocyclic aromatic rings, polycyclic aromatic rings, fused aromatic rings, and aliphatic hydrocarbon rings include C1 to C8 alkyl groups, halogen atoms, C1 to C4 alkoxy groups, and C2 to C4 acyl groups. Examples of C1 to C8 alkyl groups include methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, tert-butyl, pentyl, hexyl, heptyl, and octyl groups. Examples of halogen atoms include fluorine, chlorine, bromine, and iodine atoms. Examples of C1 to C4 alkoxy groups include methoxy, ethoxy, propyloxy, isopropyloxy, butyloxy, isobutyloxy, sec-butyloxy, and tert-butyloxy groups. Examples of C2 to C4 acyl groups include acetyl, propionyl, and butyryl groups. 【0253】 In chemical formula (3A), R 8 and R 9 Examples of C1 to C20 alkyl groups in this compound include methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, tert-butyl, pentyl, hexyl, heptyl, octyl, nonyl, decyl, and eicosyl groups. Among these, methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, and tert-butyl groups are preferred, with methyl and ethyl groups being particularly preferred due to their excellent optical properties. 【0254】 Examples of cycloalkyl groups having 3 to 8 carbon atoms include cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, cycloheptyl, and cyclooctyl groups. 【0255】 Examples of aromatic groups having 3 to 12 carbon atoms include the phenyl group, naphthyl group, biphenylyl group, and pyridyl group. 【0256】 In chemical formula (3A), Qn 1 and Qn 2 Each of these independently represents a hydroxyl group, an amino group, a carboxyl group, or -C(=O)Cl. 【0257】 In terms of superior optical properties of the polymer, it is particularly preferable that in chemical formula (3A), rings A, B, and C are all benzene rings, which may have substituents. 【0258】 The compound represented by chemical formula (3A) can be produced by reacting carboxylic acid chlorides and amines (or salts thereof) having a hydroxyl group in a mixed solvent of cyclic ether and water in the presence of an inexpensive alkali metal bicarbonate. Specifically, a synthesis method can be given in which the compound represented by chemical formula (8) is reacted with a raw material composition containing the compound represented by chemical formula (9). The raw material composition may also contain the compound represented by chemical formula (10). 【0259】 [ka] [In the above chemical formula (8), R 13 Qn in the above chemical formula (3A) is a chlorocarbonyl group. 1 It is synonymous with [the above]. In the aforementioned chemical formula (8), ring A is synonymous with ring A in the aforementioned chemical formula (3A). In the above chemical formula (9), R 8 , Qn 2 And ring B is R in the chemical formula (3A) 8 , Qn 2 This is synonymous with ring B. In the above chemical formula (10), R 9 , Qn 1 And ring C is R in the chemical formula (3A) 9 , Qn 1 This is synonymous with ring C. 【0260】 [ka] [In the chemical formula (3B), Qn 3 , and Qn 4 These may be the same or different, and represent a hydroxyl group, an amino group, a carboxyl group, or -C(=O)Cl. 【0261】 [ka] [In the chemical formula (3C), X 9 The symbol represents an alkylene chain with 1 to 10 carbon atoms and a single bond. X 10 is -O-, -N(R c ) represents -. X 11 is -O-, -N(R d ) represents -. R c , R d These may be the same or different, and represent a hydrogen atom or an alkyl group having 1 to 10 carbon atoms. Qn 5 , and Qn 6 These may be the same or different, and represent a hydroxyl group, an amino group, a carboxyl group, or -C(=O)Cl. 【0262】 [ka] [In the above chemical formula (3D), ring G represents a ring selected from the group consisting of monocyclic aromatic rings, polycyclic aromatic rings, fused aromatic rings, and aliphatic hydrocarbon rings, the ring constituent atoms being selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms. These monocyclic aromatic rings, polycyclic aromatic rings, fused aromatic rings, and aliphatic hydrocarbon rings may have substituents. L 13 , and L 14 These may be the same or different, and represent a single bond or an alkylene chain having 1 to 6 carbon atoms. Qn 7 , and Qn 8 These may be the same or different, and represent a hydroxyl group, an amino group, a carboxyl group, or -C(=O)Cl. 【0263】 In chemical formula (3D), each ring G independently represents a ring selected from the group consisting of monocyclic aromatic rings, polycyclic aromatic rings, fused aromatic rings, and aliphatic hydrocarbon rings, with atoms selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms as ring constituent atoms. These monocyclic aromatic rings, polycyclic aromatic rings, fused aromatic rings, and aliphatic hydrocarbon rings may have substituents. 【0264】 Examples of monocyclic aromatic rings that may have substituents, in which ring G consists of atoms selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms, include benzene, pyridine, pyrazine, pyrimidine, pyridazine, furan, pyrrole, imidazole, thiophene, pyrazole, oxazole, isoxazole, thiazole, and triazole. 【0265】 Examples of polycyclic aromatic rings that may have substituents, with ring constituent atoms selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms in ring G, include biphenyl, terphenyl, bipyridine, bithiophene, and bifuran. 【0266】 Examples of fused aromatic rings that may have substituents, with ring constituent atoms selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms in ring G, include naphthalene, anthracene, phenanthrene, quinoline, benzofuran, benzimidazole, benzothiophene, indole, indazole, benzoxazole, benzothiazole, and benzotriazole. 【0267】 Examples of aliphatic hydrocarbon rings that may have substituents, with ring constituent atoms selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms in ring G, include cyclopropane, cyclobutane, cyclopentane, cyclohexane, and tricyclo[5.2.1.0(2,6)]decane. 【0268】 As for ring G, a monocyclic aromatic ring or an aliphatic hydrocarbon ring is preferred, in terms of the ease of obtaining the chemical formula (3D), having atoms selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms as ring constituent atoms; a monocyclic aromatic ring or an aliphatic hydrocarbon ring having carbon atoms as ring constituent atoms is more preferred; and benzene, cyclohexane, and tricyclo[5.2.1.0(2,6)]decane are particularly preferred, in terms of the good optical properties of the polymer. 【0269】 Specific examples of compounds represented by chemical formula (3A) include the structures shown in the following chemical formulas (3A-1-1) to (3A-2-20). 【0270】 [ka] 【0271】 [ka] 【0272】 [ka] 【0273】 [ka] 【0274】 [ka] 【0275】 [ka] 【0276】 [In the chemical formulas (3A-1-1) to (3A-2-20), Qn 1 , Qn 2 Each of these independently represents a hydroxyl group, an amino group, a carboxyl group, or -C(=O)Cl. 【0277】 Among these chemical formulas (3A-1-1) to (3A-2-20), those with chemical formulas (3A-1-1) to (3A-1-10), (3A-1-36) to (3A-1-40), (3A-1-51) to (3A-1-55), and (3A-2-1) to (3A-2-4) are preferred in terms of ease of synthesis of the polymer of the present invention. Those with chemical formulas (3A-1-1) to (3A-1-10), (3A-1-36) to (3A-1-40), and (3A-1-51) to (3A-1-55) are particularly preferred in terms of excellent optical properties of the polymer. 【0278】 Specific examples of the compound represented by chemical formula (3B) include the structures shown in the following chemical formulas (3B-1) to (3B-2). 【0279】 [ka] 【0280】 Among these chemical formulas (3B-1) and (3B-2), chemical formula (3B-1) is preferred because it exhibits superior optical properties of the polymer of the present invention. 【0281】 Specific examples of compounds represented by the chemical formula (3C) include the structures shown in the following chemical formulas (3C-1-1) to (3C-2-23). 【0282】 [ka] 【0283】 [ka] 【0284】 [ka] 【0285】 Among these chemical formulas (3C-1-1) to (3C-2-23), chemical formulas (3C-1-4) to (3C-1-8) are preferred because they exhibit superior optical properties of the polymer of the present invention. 【0286】 Specific examples of compounds represented by the chemical formula (3D) include the structures shown in the following chemical formulas (3D-1-1) to (3D-13-1). 【0287】 [ka] 【0288】 [ka] 【0289】 [ka] 【0290】 Among these chemical formulas (3D-1-1) to (3D-13-1), chemical formulas (3D-1-1), (3D-2-1), (3D-3-1), (3D-7-2), (3D-7-3), (3D-8-1), (3D-9-1), and (3D-10-1) are preferred in that they exhibit excellent optical properties of the polymer of the present invention. 【0291】 In the manufacturing method of the present invention, for the purpose of adjusting the expressed properties of the polymer, one or more compounds selected from the group consisting of polyvalent hydroxy compounds, dicarboxylic acid compounds, dicarboxylic acid dichloride compounds, and hydroxycarboxylic acid compounds can be further included in the raw material composition and copolymerized. When copolymerizing one or more compounds selected from the group consisting of polyvalent hydroxy compounds, dicarboxylic acid compounds, dicarboxylic acid dichloride compounds, and hydroxycarboxylic acid compounds, the amount added is preferably 0.01 mol% to 49 mol% of the main chain polymer. 【0292】 Examples of polyhydric hydroxy compounds include ethylene glycol, diethylene glycol, triethylene glycol, tetraethylene glycol, 1,3-propanediol, 1,2-propylene glycol, 1,4-butanediol, 2,2-butanediol, 2,3-butanediol, 2,4-dimethyl-2,4-pentanediol, 1,5-pentanediol, 1,6-hexanediol, 1,7-heptanediol, 2-methyl-1,3-propanediol, 3-methyl-1,5-heptanediol, and cyclopentanediol. , cyclohexanediol, 1,8-octanediol, 1,9-nonanediol, 1,10-decanediol, 1,12-dodecanediol, hydroquinone, tetramethylhydroquinone, 2-propylhydroquinone, 2-isopropylhydroquinone, 2-tert-butylhydroquinone, 2-n-octylhydroquinone, 2-(1,1,3,3-tetramethylbutyl)hydroquinone, 2-tridecylhydroquinone, 2-pentadecylhydroquinone, 2-hexadecylhydroquinone, 2-(2-hexyldecyl)hydroquinone, 4, 4'-Dihydroxybiphenyl, vanillyl alcohol, frangimethanol, 2,2-bis(4-hydroxyphenyl)propane, 4,4'-(1,3-dimethylbutylidene)diphenol, 6,6'-dihydroxy-4,4,4',4',7,7'-hexamethyl-2,2'-spirovichromane, tricyclodecanedimethanol, 2,2'-dihydroxydiphenyl ether, 4,4'-methylenebis(2,6-dimethylphenol), 3,3',5,5'-tetramethylbiphenyl-4,4'-diol, 1,1-bis(4-H) 2,2-Droxyphenyl)cyclohexane, 2-butene-1,4-diol, 2,2-diisobutyl-1,3-propanediol, bis[4-(2-hydroxyethoxy)phenyl]sulfone, 2,2,4,4-tetramethyl-1,3-cyclobutanediol, 1,4-bis(3-hydroxyphenoxy)benzene, 4,4'-bicyclohexanol, bis(4-hydroxy-3-methylphenyl)sulfide, 2,2-diisoamyl-1,3-propanediol, 4,4'-dihydroxydiphenylmethane, dihydroxynaphthalene, 2,2-Bis(3-cyclohexyl-4-hydroxyphenyl)propane, bis(4-hydroxyphenyl)sulfone, 1,4-benzenedimethanol, 3,9-bis(1,1-dimethyl-2-hydroxyethyl)-2,4,8,10-tetraoxaspiro[5.5]undecane, 4,4'-biphenyldimethanol, 1,3-bis(hexafluoro-α-hydroxyisopropyl)benzene, 3,6-dihydroxybenzonorbornane, 2-benzyloxy-1,3-propanediol, 4,4'-dihydroxybenzophenone, 4,4'-dihydroxy Sidiphenyl ether, 9,9-bis(4-hydroxyphenyl)fluorene, 1,8-bis(hydroxymethyl)anthracene, 1,4-bis[2-(4-hydroxyphenyl)-2-propyl]benzene, α,α'-bis(4-hydroxy-3,5-dimethylphenyl)-1,4-diisopropylbenzene, 2,2-bis(4-hydroxy-3,5-dimethylphenyl)propane, 2,2'-methylenebis(4-methylphenol), 1,3-bis(4-hydroxyphenoxy)benzene, 2,2-bis(4-hydroxyphenyl)butane, 1, 1-Bis(4-hydroxy-3-methylphenyl)cyclohexane, 2,2-bis(4-hydroxy-3-methylphenyl)propane, 2,2'-dihydroxybenzophenone, 2,2'-bis(hydroxymethyl)diphenyl ether, 7,7'-dihydroxy-4,4,4',4'-tetramethyl-2,2'-spirovichromane, 1,4-bis(hydroxymethyl)-2,3,5,6-tetramethylbenzene, 4,4'-ethylidenebisphenol, cyclohexanedimethanol, polyethylene glycol, 1,3-adamantanediol, 1- Examples include hydroxy-3-(hydroxymethyl)adamantane, 2,7-dihydroxy-9H-fluoren-9-one, divalent hydroxy compounds of polyethylene glycol of various molecular weights, glycerin, trimethylolpropane, triethanolamine, 2,3,4,4'-tetrahydroxybenzophenone, 1,2,3-butanetriol, trivalent hydroxy compounds of 2,6-bis(hydroxymethyl)-4-methylphenol, and tetravalent hydroxy compounds of pentaerythritol. Other polyvalent hydroxy compounds include various sugars. 【0293】 Examples of dicarboxylic acid compounds include aliphatic polycarboxylic acids (specifically, saturated polycarboxylic acids with 2 to 20 carbon atoms, such as oxalic acid, malonic acid, succinic acid, glutaric acid, adipic acid, and sebacic acid, and unsaturated polycarboxylic acids such as maleic acid, fumaric acid, and itaconic acid), alicyclic polycarboxylic acids (cyclobutanedicarboxylic acid, trans-1,4-cyclohexanedicarboxylic acid, cis-1,4-cyclohexanedicarboxylic acid), and aromatic polycarboxylic acids (terephthalic acid, isophthalic acid, orthophthalic acid, 4,4'-biphenyldicarboxylic acid, 4,4'-oxybis(benzoic acid), and 2,5-franzicarboxylic acid). 【0294】 Examples of dicarboxylic acid dichloride compounds include saturated carboxylic acid dichlorides with 2 to 20 carbon atoms, such as oxalic acid dichloride, malonic acid dichloride, succinic acid dichloride, glutaric acid dichloride, adipic acid dichloride, and sebacate acid dichloride; unsaturated polycarboxylic acid dichlorides, such as fumaric acid dichloride and itaconic acid dichloride; alicyclic carboxylic acid dichlorides, such as cyclobutanedicarboxylic acid dichloride, cyclopentanedicarboxylic acid dichloride, trans-1,4-cyclohexanedicarboxylic acid dichloride, and cis-1,4-cyclohexanedicarboxylic acid dichloride; and aromatic polycarboxylic acid dichlorides, such as terephthalic acid dichloride, isophthalic acid dichloride, orthophthalic acid dichloride, 4,4'-biphenyldicarboxylic acid dichloride, 4,4'-oxybis(benzoic acid chloride), and 2,5-franzicarboxylic acid dichloride. 【0295】 Examples of hydroxycarboxylic acid compounds include 4-hydroxybenzoic acid, 4-hydroxy-2-methylbenzoic acid, 4-hydroxy-3-methylbenzoic acid, 3-fluoro-4-hydroxybenzoic acid, 2-fluoro-4-hydroxybenzoic acid, 4-hydroxy-3,5-dimethylbenzoic acid, vanillic acid, 2-chloro-4-hydroxybenzoic acid, 2,6-difluoro-4-hydroxybenzoic acid, 4-hydroxy-3-nitrobenzoic acid, syringic acid, 3,5-dichloro-4-hydroxybenzoic acid, 2,3,5,6-tetrafluoro-4-hydroxybenzoic acid, 3,5-tert-butyl-4-hydroxybenzoic acid, trans-4-hydroxycyclohexanecarboxylic acid, cis-4-hydroxycyclohexanecarboxylic acid, glycolic acid, and 3-hydroxypropionic acid. 【0296】 The polymerization method is not particularly limited, and examples of polymerization methods known in the art include solution polymerization, interfacial polymerization, and melt polymerization. Solution polymerization is preferred because the polymerization operation is simple. 【0297】 In solution polymerization, any organic solvent that does not inhibit the progress of the reaction can be used. Examples include hexane, benzene, toluene, xylene, chlorobenzene, carbon tetrachloride, 1,4-dioxane, chloroform, diethyl ether, N-methyl-2-pyrrolidone, dichloromethane, tetrahydrofuran, ethyl acetate, acetone, dimethylformamide, dimethylacetamide, acetonitrile, dimethyl sulfoxide, propylene carbonate, and 1,1,2,2-tetrachloroethane. Among these, chloroform, N-methyl-2-pyrrolidone, dichloromethane, dimethylformamide, and dimethylacetamide are preferred. These organic solvents may be used individually or in any ratio of two or more. 【0298】 In solution polymerization, it is preferable to use an ester-forming condensing agent and a base to accelerate the reaction. 【0299】 Ester bond-forming condensing agents refer to compounds that promote the formation of ester bonds. Examples include 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide, 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride, N,N'-diisopropylcarbodiimide, N,N'-dicyclohexylcarbodiimide, bis(2,6-diisopropylphenyl)carbodiimide, bis(trimethylsilyl)carbodiimide, 1-cyclohexyl-3-(2-morpholinoethyl)carbodiimide-p-toluenesulfonate, N,N'-di-tert-butylcarbodiimide, and 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimidemethiozide. Among these, 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide, 1-[3-(dimethylamino)propyl]-3-ethylcarbodiimide hydrochloride, N,N'-diisopropylcarbodiimide, and N,N'-dicyclohexylcarbodiimide are preferred. Two or more of these ester-forming condensing agents may be used. 【0300】 Examples of bases include pyridine, N-methylmorpholine, 1,4-diazabicyclo[2.2.2]octane, 4-(methylamino)pyridine, triethylamine, N-ethyldiisopropylamine, diazabicycloundecene, and diazabicyclononene. Among these, pyridine, 4-(methylamino)pyridine, and triethylamine are preferred. Two or more of these bases may be used. 【0301】 The reaction temperature for solution polymerization is preferably between -30°C and 100°C, and particularly preferably between 0°C and 80°C. 【0302】 The reaction time for solution polymerization is preferably 10 minutes to 72 hours, and particularly preferably 30 minutes to 6 hours. 【0303】 In the manufacturing method of the present invention, the monocarboxylic acid derivative compound can be added at any timing, and in terms of producing a good yield, it is preferable to add the monocarboxylic acid derivative compound 30 minutes or more after the start of polymerization. 【0304】 In the manufacturing method of the present invention, the amount of monovalent carboxylic acid derivative compound added can be 0.01 equivalents or more and 10 equivalents or less relative to the hydroxyl value in the raw material composition. [Examples] 【0305】 The present invention will be described in more detail below with reference to examples, but the present invention is not limited to these examples. 【0306】 <Measurement of nuclear magnetic resonance spectra> Using a nuclear magnetic resonance spectrometer (manufactured by JEOL, product name: ECZ 400S), 1 The 1H-NMR spectrum was measured. 【0307】 <Measuring film thickness> The film thickness in the examples was measured using a spectroscopic ellipsometer (JAWoollam, product name: RC2-U). 【0308】 <Evaluation of Yellowness (YI)> The degree of yellowness (YI) in the examples was determined by attaching a 7mmφ luminous flux attachment to a spectroscopic haze meter (manufactured by Nippon Denshoku Industries, product name: SH7000, light source D65) and performing measurements in accordance with ASTM E313-05. 【0309】 The appearance of the films in the examples was visually inspected and evaluated as follows: those with no visible discoloration and acceptable quality were classified as "A," those with only slight visible discoloration and acceptable quality were classified as "B," and those with significant visible discoloration and unacceptable quality were classified as "C." 【0310】 <Polarized UV irradiation> In the examples, polarized ultraviolet irradiation was performed using an ultra-high pressure mercury lamp light source (manufactured by Asahi Spectro, product name: REX-250) incorporating a bandpass filter (365 nm). Only P-polarized light was extracted using a polarizing beam splitter of the corresponding wavelength and irradiated. 【0311】 <Heat treatment> The heat treatment of the films in the examples was carried out using an oxidation-free atmosphere inert oven (ESPEC, product name: IPHH-202). 【0312】 <Measurement of Phase Difference Characteristics (Re)> The phase difference characteristics (Re) in the examples were measured using a sample tilt type automatic birefringent (AXOMETRICS, product name: AxoScan) with light at a wavelength of 589 nm. 【0313】 Re = (ny - nx) × d···(III) (In equation (III), nx represents the refractive index in the phase-advancing axis direction (the direction with the smallest refractive index) within the film plane, ny represents the refractive index in the phase-slow axis direction (the direction with the largest refractive index) within the film plane, and d (nm) represents the thickness of the film.) 【0314】 <Measurement of wavelength dispersion characteristics (Re(450) / Re(550))> The wavelength dispersion characteristics (Re(450) / Re(550)) in the examples were calculated as the ratio of the in-plane phase difference Re(450) due to 450 nm light and the in-plane phase difference Re(550) due to 550 nm light, measured using a sample tilt-type automatic birefringent (AXOMETRICS, product name: AxoScan). 【0315】 [Synthesis Example 1] 2,5-Dihydroxybenzaldehyde (58.1 g, 421 mmol) and 2-acetyl-5-chlorothiophene (67.5 g, 421 mmol) were dissolved in methanol (216 mL), and then 48% sodium hydroxide aqueous solution (126 mL, 2.25 mol) was added dropwise under ice cooling. The reaction system was stirred at 50°C for 3 hours, and then acetic acid (168 mL, 2.93 mol) was added under ice cooling. Water (270 mL), toluene (95 mL), and isopropyl alcohol (13.5 mL) were added to the resulting reaction mixture, and then water (54 mL) was added. The resulting solid was filtered and washed with water (50 mL) and toluene (270 mL). The resulting solid was suspended in a mixed solvent of acetonitrile (235 mL) and methanol (59 mL), and the system was heated in an oil bath at 70°C, followed by continuous stirring for 1.5 hours. The system was cooled again in an ice bath, and the solid formed in the system was filtered out using a Buchner funnel. Next, the solid was washed by flowing acetonitrile (270 mL) through the top of the Buchner funnel, and then vacuum-dried to obtain 81.4 g of compound (1) as yellow microcrystals (yield: 69%). 1 H-NMR(400MHz,DMSO-d6)δ9.88-8.62(br,2H),8.12(d,J=4.1Hz,1H),7.95(d,J=15.8H z,1H),7.60(d,J=15.8Hz,1H),7.31(d,J=4.1Hz,1H),7.19(s,1H),6.75-6.68(m,2H). 【0316】 [ka] 【0317】 [Synthesis Example 2] A mixture of 4-hydroxybenzoic acid (40.1 g, 290 mmol), thionyl chloride (276 g, 2.32 mol), and N,N-dimethylformamide (21.2 mg, 290 μmol) was heated under reflux and stirred for 1 hour. After distillation, excess thionyl chloride was removed to obtain 4-hydroxybenzoic acid chloride. The obtained 4-hydroxybenzoic acid chloride was dissolved in tetrahydrofuran (350 mL) and used entirely in the next reaction. 【0318】 Under a nitrogen atmosphere, a mixture of p-methylaminophenol sulfate (50.0 g, 290 mmol), water (350 mL), and tetrahydrofuran (350 mL) was stirred under ice cooling, and sodium bicarbonate (122 g, 1.45 mol) was added over 5 minutes. Subsequently, the tetrahydrofuran solution of 4-hydroxybenzoic acid chloride prepared above was added dropwise over 5 minutes. After the dropwise addition, the mixture was stirred for 15 hours while gradually raising the temperature to room temperature, and then the tetrahydrofuran was removed by distillation under reduced pressure. The resulting solid was filtered, washed with water (1 L), and then washed with 2 M hydrochloric acid (600 mL) and acetonitrile (200 mL) to obtain compound (2) as a white solid (yield: 44.3 g, yield: 62.7%). 1 H-NMR (400MHz, DMSO-d6): δ9.97-9.22(br,2H),7.03(d,J=8.7Hz,2H),6.86(d,J=8.7Hz,2H),6.58(d,J=8.7Hz,2H),6.50(d,J=8.7Hz,2H),3.20(s,3H). 【0319】 [ka] 【0320】 [Synthesis Example 3] 2,5-Dihydroxybenzaldehyde (57.5 g, 416 mmol) and acetophenone (50.0 g, 416 mmol) were dissolved in methanol (200 mL), and then 50% sodium hydroxide aqueous solution (120 mL, 2.25 mol) was added dropwise under ice cooling. The reaction system was stirred at room temperature for 12 hours, and then acetic acid (167 mL, 2.91 mmol) was added under ice cooling. The resulting reaction mixture was added to water (300 mL), and then toluene (30 mL), isopropyl alcohol (2 mL), and dichloromethane (100 mL) were added and the mixture was vigorously stirred. The resulting solid was filtered and washed with dichloromethane (50 mL) and distilled water (50 mL). The obtained solid was vacuum-dried to obtain 14.8 g of compound (3) as a yellow solid (yield: 15%). 1H-NMR(400MHz,DMSO-d6)δ9.90-8.39(br,2H),8.04(d,J=8.2Hz,2H),7.94(d,J=15.4Hz,1H),7.6 7(d,J=15.4Hz,1H),7.61(t,J=7.4Hz,1H),7.52(t,J=7.4Hz,2H),7.15(s,1H),6.76-6.67(m,2H). 【0321】 [ka] 【0322】 [Synthesis Example 4] Under an argon atmosphere, a mixture of 4-acetoxybenzoic acid (7.56 g, 42.0 mmol), thionyl chloride (24.0 mL, 331 mmol), and N,N-dimethylformamide (catalyst) was boiled under reflux for 3 hours. After removing the volatile components by distillation, 4-acetoxybenzoic acid chloride was obtained by azeotropic distillation with toluene (3 × 20 mL). The obtained 4-acetoxybenzoic acid chloride was dissolved in tetrahydrofuran (50 mL) and used entirely in the next reaction. 【0323】 Under an argon atmosphere, methylhydrazine (1.05 mL, 19.8 mmol) and triethylamine (8.40 mL, 60.3 mmol) were dissolved in tetrahydrofuran (40 mL). Under ice cooling, the previously prepared tetrahydrofuran solution of 4-acetoxybenzoic acid chloride was slowly added, and the mixture was heated to room temperature and stirred overnight. The solvent was removed under reduced pressure, 100 mL of 1 M hydrochloric acid was added, and the mixture was extracted with ethyl acetate (2 × 100 mL). The combined organic layer was sequentially washed with saturated sodium bicarbonate aqueous solution (100 mL) and saturated brine (100 mL), dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was suspended in methanol (75 mL), a solution of sodium hydroxide (4.13 g, 103 mmol) in water (25 mL) was added, and the mixture was stirred at room temperature for 1 hour. The solvent was removed under reduced pressure, 75 mL of 2 M hydrochloric acid was added, and the mixture was extracted with ethyl acetate (2 × 100 mL). The combined organic layer was sequentially washed with water (100 mL), saturated sodium bicarbonate aqueous solution (2 × 100 mL), and saturated saline solution (100 mL), and then dried over anhydrous sodium sulfate. The precipitated solid was filtered off and washed with ethyl acetate and water to obtain a white solid of compound (4). The organic layer was separated from the filtrate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography, and the resulting solid was slurry-washed in diethyl ether (50 mL) to obtain a white solid of compound (4). The total yield was 3.02 g, and the yield was 53%. 1 H-NMR (400MHz, DMSO-d6): δ10.76(brs,1H),10.12(brs,1H),9.81(brs,1H),7.66-7. 46(brm,2H),7.46-7.36(m,2H),6.82-6.73(m,2H),6.73-6.60(brm,2H),3.15(s,3H). 【0324】 [ka] 【0325】 [Synthesis Example 5] Under an argon atmosphere, a mixture of 4-acetoxybenzoic acid (7.56 g, 42.0 mmol), thionyl chloride (24.0 mL, 331 mmol), and N,N-dimethylformamide (catalyst) was boiled under reflux for 3 hours. After removing the volatile components by distillation, 4-acetoxybenzoic acid chloride was obtained by azeotropic distillation with toluene (3 × 20 mL). The obtained 4-acetoxybenzoic acid chloride was dissolved in tetrahydrofuran (50 mL) and used entirely in the next reaction. 【0326】 Under an argon atmosphere, 1,2-dimethylhydrazine dihydrochloride (2.66 g, 20.0 mmol) and N,N-diisopropylethylamine (17.0 mL, 100 mmol) were suspended in tetrahydrofuran (40 mL). Under ice cooling, the previously prepared tetrahydrofuran solution of 4-acetoxybenzoic acid chloride was slowly added, and the mixture was heated to room temperature and stirred overnight. The solvent was removed under reduced pressure, 100 mL of 1 M hydrochloric acid was added, and the mixture was extracted with ethyl acetate (2 × 100 mL). The combined organic layer was sequentially washed with saturated sodium bicarbonate aqueous solution (100 mL) and saturated brine (100 mL), dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The residue was suspended in methanol (75 mL), a solution of sodium hydroxide (4.16 g, 104 mmol) in water (25 mL) was added, and the mixture was stirred at room temperature for 1 hour. The solvent was removed under reduced pressure, 75 mL of 2 M hydrochloric acid was added, and the mixture was extracted with ethyl acetate (2 × 100 mL). The combined organic layer was sequentially washed with saturated sodium bicarbonate aqueous solution (2 × 100 mL) and saturated brine (100 mL), and then dried over anhydrous sodium sulfate. The solvent was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography. The resulting solid was then recrystallized in a mixed solvent of ethanol / hexane to obtain a white solid of compound (5) (yield: 3.02 g, yield: 50%). 1 H-NMR (400MHz, DMSO-d6): δ9.95 (brs, 2H), 7.58-6.87 (brm, 4H), 6.87-6.61 (brm, 4H), 3.13 (brs, 6H). 【0327】 [ka] 【0328】 [Example 1] Under a nitrogen atmosphere, compound (1) (4.0 g, 14.3 mmol) obtained in Synthesis Example 1, compound (2) (1.9 g, 7.7 mmol) obtained in Synthesis Example 2, trans-1,4-cyclohexanedicarboxylic acid (3.8 g, 21.9 mmol), pyridine (8.2 mL), and N-methyl-2-pyrrolidone (8.2 mL) were added to the reaction vessel. The reaction system was stirred at 40°C for 1 hour to dissolve the compounds, and then N,N'-diisopropylcarbodiimide (6.1 g, 48.2 mmol) was added dropwise as an ester-forming condensing agent to initiate polymerization. After stirring the reaction system at 40°C for 3 hours, anhydride acetic acid (2.2 g, 21.9 mmol) was added as a monovalent carboxylic acid derivative compound. After stirring the reaction system at 40°C for 30 minutes, the mixture in the system was added to methanol (300 mL). The resulting solid was filtered, washed with methanol (500 mL), and then vacuum-dried to obtain polymer 1 (yield: 6.4 g, yield: 72%). 【0329】 [ka] 【0330】 13.0% by mass of polymer 1 was dissolved in 87.0% by mass of hexafluoro-2-propanol. This was cast onto a quartz substrate and spin-coated at 2000 rpm for 60 seconds, then dried in an oven at 60°C for 30 minutes to obtain a film (thickness 5 μm). The yellowness (YI) of the obtained film was measured, and the appearance of the film was visually evaluated. Polarized ultraviolet light at 365 nm was shone on the obtained film at 100 mJ / cm². 2 After irradiation, the samples were heat-treated at 150°C for 10 minutes, and the phase difference characteristics and wavelength dispersion characteristics were evaluated. The results are shown in Table 1. 【0331】 [Example 2] Under a nitrogen atmosphere, compound (1) (4.0 g, 14.3 mmol) obtained in Synthesis Example 1, compound (2) (1.9 g, 7.7 mmol) obtained in Synthesis Example 2, trans-1,4-cyclohexanedicarboxylic acid (3.8 g, 21.9 mmol), pyridine (8.2 mL), and N-methyl-2-pyrrolidone (8.2 mL) were added to the reaction vessel. The reaction system was stirred at 40°C for 1 hour to dissolve the compounds, and then N,N'-diisopropylcarbodiimide (6.1 g, 48.2 mmol) was added dropwise as an ester-forming condensing agent to initiate polymerization. After stirring the reaction system at 40°C for 3 hours, cyclohexanecarbonyl chloride (3.2 g, 21.9 mmol) was added as a monovalent carboxylic acid derivative compound. After stirring the reaction system at 40°C for 30 minutes, the mixture in the system was added to methanol (300 mL). The resulting solid was filtered, washed with methanol (500 mL), and then vacuum-dried to obtain polymer 2 (yield: 6.6 g, yield: 75%). 【0332】 [ka] 【0333】 13.0% by mass of polymer 2 was dissolved in 87.0% by mass of hexafluoro-2-propanol. This was cast onto a quartz substrate and spin-coated at 1600 rpm for 60 seconds, then dried in an oven at 60°C for 30 minutes to obtain a film (thickness 5 μm). The yellowness (YI) of the obtained film was measured, and the appearance of the film was visually evaluated. Polarized ultraviolet light at 365 nm was shone on the obtained film at 100 mJ / cm². 2 After irradiation, the samples were heat-treated at 150°C for 10 minutes, and the phase difference characteristics and wavelength dispersion characteristics were evaluated. The results are shown in Table 1. 【0334】 [Example 3] Under a nitrogen atmosphere, compound (1) (4.0 g, 14.3 mmol) obtained in Synthesis Example 1, compound (2) (1.9 g, 7.7 mmol) obtained in Synthesis Example 2, trans-1,4-cyclohexanedicarboxylic acid (3.8 g, 21.9 mmol), pyridine (8.2 mL), and N-methyl-2-pyrrolidone (8.2 mL) were added to the reaction vessel. The reaction system was stirred at 40°C for 1 hour to dissolve the compounds, and then N,N'-diisopropylcarbodiimide (6.1 g, 48.2 mmol) was added dropwise as an ester-forming condensing agent to initiate polymerization. After stirring the reaction system at 40°C for 3 hours, a solution of chloroacetic anhydride (3.7 g, 21.9 mmol) dissolved in N-methyl-2-pyrrolidone (3.0 mL) was added as a monovalent carboxylic acid derivative compound. After stirring the reaction system at 40°C for 30 minutes, the mixture in the system was added to methanol (300 mL). The resulting solid was filtered, washed with methanol (500 mL), and then vacuum-dried to obtain polymer 3 (yield: 6.5 g, yield: 73%). 【0335】 [ka] 【0336】 13.0% by mass of polymer 3 was dissolved in 87.0% by mass of hexafluoro-2-propanol. This was cast onto a quartz substrate and spin-coated at 1800 rpm for 60 seconds, then dried in an oven at 60°C for 30 minutes to obtain a film (thickness 5 μm). The yellowness (YI) of the obtained film was measured, and the appearance of the film was visually evaluated. Polarized ultraviolet light at 365 nm was shone on the obtained film at 100 mJ / cm². 2 After irradiation, the samples were heat-treated at 150°C for 10 minutes, and the phase difference characteristics and wavelength dispersion characteristics were evaluated. The results are shown in Table 1. 【0337】 [Example 4] Under a nitrogen atmosphere, compound (1) (4.0 g, 14.3 mmol) obtained in Synthesis Example 1, compound (2) (1.9 g, 7.7 mmol) obtained in Synthesis Example 2, trans-1,4-cyclohexanedicarboxylic acid (3.8 g, 21.9 mmol), pyridine (8.2 mL), and N-methyl-2-pyrrolidone (8.2 mL) were added to the reaction vessel. The reaction system was stirred at 40°C for 1 hour to dissolve the compounds, and then N,N'-diisopropylcarbodiimide (6.1 g, 48.2 mmol) was added dropwise as an ester-forming condensing agent to initiate polymerization. After stirring the reaction system at 40°C for 3 hours, p-toluyl chloride (3.4 g, 21.9 mmol) was added as a monovalent carboxylic acid derivative compound. After stirring the reaction system at 40°C for 30 minutes, the mixture in the system was added to methanol (300 mL). The resulting solid was filtered, washed with methanol (500 mL), and then vacuum-dried to obtain polymer 4 (yield: 7.7 g, yield: 87%). 【0338】 [ka] 【0339】 13.0% by mass of polymer 4 was dissolved in 87.0% by mass of hexafluoro-2-propanol. This was cast onto a quartz substrate and spin-coated at 1800 rpm for 60 seconds, then dried in an oven at 60°C for 30 minutes to obtain a film (thickness 5 μm). The yellowness (YI) of the obtained film was measured, and the appearance of the film was visually evaluated. Polarized ultraviolet light at 365 nm was shone on the obtained film at 100 mJ / cm². 2 After irradiation, the samples were heat-treated at 250°C for 10 minutes, and the phase difference characteristics and wavelength dispersion characteristics were evaluated. The results are shown in Table 1. 【0340】 [Example 5] Under a nitrogen atmosphere, compound (3) (1.0 g, 4.2 mmol) obtained in Synthesis Example 3, compound (2) (0.55 g, 2.2 mmol) obtained in Synthesis Example 2, trans-1,4-cyclohexanedicarboxylic acid (1.1 g, 6.4 mmol), pyridine (2.2 mL), and N-methyl-2-pyrrolidone (2.2 mL) were added to the reaction vessel. The reaction system was stirred at 40°C for 1 hour to dissolve the compounds, and then N,N'-diisopropylcarbodiimide (1.8 g, 14.1 mmol) was added dropwise as an ester-forming condensing agent to initiate polymerization. After stirring the reaction system at 40°C for 3 hours, anhydride acetic acid (0.65 g, 6.4 mmol) was added as a monovalent carboxylic acid derivative compound. After stirring the reaction system at 40°C for 30 minutes, the mixture in the system was added to methanol (100 mL). The resulting solid was filtered, washed with methanol (500 mL), and then vacuum-dried to obtain polymer 5 (yield: 1.3 g, yield: 54%). 【0341】 [ka] 【0342】 13.0% by mass of polymer 5 was dissolved in 87.0% by mass of hexafluoro-2-propanol. This was cast onto a quartz substrate and spin-coated at 1800 rpm for 60 seconds, then dried in an oven at 60°C for 30 minutes to obtain a film (thickness 5 μm). The yellowness (YI) of the obtained film was measured, and the appearance of the film was visually evaluated. Polarized ultraviolet light at 365 nm was shone on the obtained film at 100 mJ / cm². 2 After irradiation, the samples were heat-treated at 250°C for 10 minutes, and the phase difference characteristics and wavelength dispersion characteristics were evaluated. The results are shown in Table 1. 【0343】 [Example 6] Under a nitrogen atmosphere, compound (1) obtained in Synthesis Example 1 (2.5 g, 9.1 mmol), 4,4'-bicyclohexanol (0.69 g, 3.5 mmol), 4-(2-hydroxyethyl)phenol (0.67 g, 4.9 mmol), trans-1,4-cyclohexanedicarboxylic acid (3.0 g, 17.4 mmol), and pyridine (16.2 mL) were added to the reaction vessel. The reaction system was stirred at 30°C for 1 hour to dissolve the compounds, and then N,N'-diisopropylcarbodiimide (4.8 g, 38.3 mmol) was added dropwise as an ester-forming condensing agent to initiate polymerization. After stirring the reaction system at 30°C for 3 hours, anhydride acetic acid (1.8 g, 17.4 mmol) was added as a monovalent carboxylic acid derivative compound. After stirring the reaction system at 30°C for 30 minutes, the mixture in the system was added to methanol (300 mL). The resulting solid was filtered, washed with methanol (500 mL), and then vacuum-dried to obtain polymer 6 (yield: 4.3 g, yield: 69%). 【0344】 [ka] 【0345】 13.0% by mass of polymer 6 was dissolved in 87.0% by mass of hexafluoro-2-propanol. This was cast onto a quartz substrate and spin-coated at 1800 rpm for 60 seconds, then dried in an oven at 60°C for 30 minutes to obtain a film (thickness 5 μm). The yellowness (YI) of the obtained film was measured, and the appearance of the film was visually evaluated. Polarized ultraviolet light at 365 nm was shone on the obtained film at 100 mJ / cm². 2 After irradiation, the samples were heat-treated at 150°C for 10 minutes, and the phase difference characteristics and wavelength dispersion characteristics were evaluated. The results are shown in Table 1. 【0346】 [Example 7] Under a nitrogen atmosphere, compound (1) (1.1 g, 4.1 mmol) obtained in Synthesis Example 1, compound (2) (7.1 g, 0.3 mmol) obtained in Synthesis Example 2, 4-(2-hydroxyethyl)phenol (0.20 g, 1.5 mmol), trans-1,4-cyclohexanedicarboxylic acid (1.0 g, 5.8 mmol), and pyridine (8.2 mL) were added to the reaction vessel. The reaction system was stirred at 30°C for 1 hour to dissolve the compounds, and then N,N'-diisopropylcarbodiimide (1.6 g, 12.8 mmol) was added dropwise as an ester-forming condensing agent to initiate polymerization. After stirring the reaction system at 30°C for 3 hours, anhydride acetic acid (0.59 g, 5.8 mmol) was added as a monovalent carboxylic acid derivative compound. After stirring the reaction system at 30°C for 30 minutes, the mixture in the system was added to methanol (300 mL). The resulting solid was filtered, washed with methanol (500 mL), and then vacuum-dried to obtain polymer 7 (yield: 1.7 g, yield: 80%). 【0347】 [ka] 【0348】 10.0% by mass of polymer 7 was dissolved in 90.0% by mass of hexafluoro-2-propanol. This was cast onto a quartz substrate and spin-coated at 1000 rpm for 60 seconds, then dried in an oven at 60°C for 30 minutes to obtain a film (thickness 5 μm). The yellowness (YI) of the obtained film was measured, and the appearance of the film was visually evaluated. Polarized ultraviolet light at 365 nm was shone on the obtained film at 100 mJ / cm². 2 After irradiation, the samples were heat-treated at 150°C for 10 minutes, and the phase difference characteristics and wavelength dispersion characteristics were evaluated. The results are shown in Table 1. 【0349】 [Example 8] Under a nitrogen atmosphere, compound (1) (1.1 g, 4.1 mmol) obtained in Synthesis Example 1, compound (2) (0.07 g, 0.3 mmol) obtained in Synthesis Example 2, 4-(2-hydroxyethyl)phenol (0.20 g, 1.5 mmol), polyethylene glycol 20000 (manufactured by Tokyo Chemical Industry Co., Ltd., 0.11 g), trans-1,4-cyclohexanedicarboxylic acid (1.0 g, 5.8 mmol), and pyridine (8.7 mL) were added to the reaction vessel. The reaction system was stirred at 30°C for 1 hour to dissolve the compounds, and then N,N'-diisopropylcarbodiimide (1.6 g, 12.8 mmol) was added dropwise as an ester-forming condensing agent to initiate polymerization. After stirring the reaction system at 30°C for 3 hours, anhydride acetic acid (0.59 g, 5.8 mmol) was added as a monovalent carboxylic acid derivative compound. The reaction system was stirred at 30°C for 30 minutes, after which the mixture in the system was added to methanol (300 mL). The resulting solid was filtered, washed with methanol (500 mL), and then vacuum-dried to obtain polymer 8 (yield: 1.6 g, yield: 68%). 【0350】 [ka] 【0351】 10.0% by mass of polymer 8 was dissolved in 90.0% by mass of hexafluoro-2-propanol. This was cast onto a quartz substrate and spin-coated at 1000 rpm for 60 seconds, then dried in an oven at 60°C for 30 minutes to obtain a film (thickness 5 μm). The yellowness (YI) of the obtained film was measured, and the appearance of the film was visually evaluated. Polarized ultraviolet light at 365 nm was shone on the obtained film at 100 mJ / cm². 2 After irradiation, the samples were heat-treated at 150°C for 10 minutes, and the phase difference characteristics and wavelength dispersion characteristics were evaluated. The results are shown in Table 1. 【0352】 [Example 9] Under a nitrogen atmosphere, compound (1) (1.3 g, 4.7 mmol) obtained in Synthesis Example 1, bis(4-hydroxybenzoic acid)hexamethylene (0.10 g, 0.3 mmol), 4-(2-hydroxyethyl)phenol (0.12 g, 0.9 mmol), trans-1,4-cyclohexanedicarboxylic acid (1.0 g, 5.8 mmol), and pyridine (8.7 mL) were added to the reaction vessel. The reaction system was stirred at 30°C for 1 hour to dissolve the compounds, and then N,N'-diisopropylcarbodiimide (1.6 g, 12.8 mmol) was added dropwise as an ester-forming condensing agent to initiate polymerization. After stirring the reaction system at 30°C for 3 hours, anhydride acetic acid (0.59 g, 5.8 mmol) was added as a monovalent carboxylic acid derivative compound. After stirring the reaction system at 30°C for 30 minutes, the mixture in the system was added to methanol (300 mL). The resulting solid was filtered, washed with methanol (500 mL), and then vacuum-dried to obtain polymer 9 (yield: 1.9 g, yield: 81%). 【0353】 [ka] 【0354】 10.0% by mass of polymer 9 was dissolved in 90.0% by mass of hexafluoro-2-propanol. This was cast onto a quartz substrate and spin-coated at 1000 rpm for 60 seconds, then dried in an oven at 60°C for 30 minutes to obtain a film (thickness 5 μm). The yellowness (YI) of the obtained film was measured, and the appearance of the film was visually evaluated. Polarized ultraviolet light at 365 nm was shone on the obtained film at 100 mJ / cm². 2 After irradiation, the samples were heat-treated at 150°C for 10 minutes, and the phase difference characteristics and wavelength dispersion characteristics were evaluated. The results are shown in Table 1. 【0355】 [Example 10] Under a nitrogen atmosphere, compound (1) obtained in Synthesis Example 1 (0.91 g, 3.3 mmol), 4,4'-bicyclohexanol (0.18 g, 0.9 mmol), 4-(2-hydroxyethyl)phenol (0.23 g, 1.6 mmol), trans-1,4-cyclohexanedicarboxylic acid (1.0 g, 5.8 mmol), and pyridine (7.8 mL) were added to the reaction vessel. The reaction system was stirred at 30°C for 1 hour to dissolve the compounds, and then N,N'-diisopropylcarbodiimide (1.6 g, 12.8 mmol) was added dropwise as an ester-forming condensing agent to initiate polymerization. After stirring the reaction system at 30°C for 3 hours, isobutyric anhydride (0.92 g, 5.8 mmol) was added as a monovalent carboxylic acid derivative compound. After stirring the reaction system at 30°C for 30 minutes, the mixture in the system was added to methanol (300 mL). The resulting solid was filtered, washed with methanol (500 mL), and then vacuum-dried to obtain polymer 10 (yield: 1.4 g, yield: 66%). 【0356】 [ka] 【0357】 13.0% by mass of polymer 10 was dissolved in 87.0% by mass of hexafluoro-2-propanol. This was cast onto a quartz substrate and spin-coated at 1800 rpm for 60 seconds, then dried in an oven at 60°C for 30 minutes to obtain a film (thickness 5 μm). The yellowness (YI) of the obtained film was measured, and the appearance of the film was visually evaluated. Polarized ultraviolet light at 365 nm was shone on the obtained film at 100 mJ / cm². 2 After irradiation, the samples were heat-treated at 150°C for 10 minutes, and the phase difference characteristics and wavelength dispersion characteristics were evaluated. The results are shown in Table 1. 【0358】 [Example 11] Under a nitrogen atmosphere, compound (1) obtained in Synthesis Example 1 (0.91 g, 3.3 mmol), 4,4'-bicyclohexanol (0.18 g, 0.9 mmol), 4-(2-hydroxyethyl)phenol (0.23 g, 1.6 mmol), trans-1,4-cyclohexanedicarboxylic acid (1.0 g, 5.8 mmol), and pyridine (7.8 mL) were added to a reaction vessel. The reaction system was stirred at 30°C for 1 hour to dissolve the compounds, and then N,N'-diisopropylcarbodiimide (1.6 g, 12.8 mmol) was added dropwise as an ester-forming condensing agent to initiate polymerization. After stirring the reaction system at 30°C for 3 hours, hexanoic anhydride (1.3 g, 5.8 mmol) was added as a monovalent carboxylic acid derivative compound. After stirring the reaction system at 30°C for 30 minutes, the mixture in the system was added to methanol (300 mL). The resulting solid was filtered, washed with methanol (500 mL), and then vacuum-dried to obtain polymer 11 (yield: 1.4 g, yield: 65%). 【0359】 [ka] 【0360】 13.0% by mass of polymer 11 was dissolved in 87.0% by mass of hexafluoro-2-propanol. This was cast onto a quartz substrate and spin-coated at 1800 rpm for 60 seconds, then dried in an oven at 60°C for 30 minutes to obtain a film (thickness 5 μm). The yellowness (YI) of the obtained film was measured, and the appearance of the film was visually evaluated. Polarized ultraviolet light at 365 nm was shone on the obtained film at 100 mJ / cm². 2 After irradiation, the samples were heat-treated at 150°C for 10 minutes, and the phase difference characteristics and wavelength dispersion characteristics were evaluated. The results are shown in Table 1. 【0361】 [Example 12] Under a nitrogen atmosphere, compound (1) obtained in Synthesis Example 1 (0.91 g, 3.3 mmol), 4,4'-bicyclohexanol (0.18 g, 0.9 mmol), 4-(2-hydroxyethyl)phenol (0.23 g, 1.6 mmol), trans-1,4-cyclohexanedicarboxylic acid (1.0 g, 5.8 mmol), and pyridine (7.8 mL) were added to the reaction vessel. The reaction system was stirred at 30°C for 1 hour to dissolve the compounds, and then N,N'-diisopropylcarbodiimide (1.6 g, 12.8 mmol) was added dropwise as an ester-forming condensing agent to initiate polymerization. After stirring the reaction system at 30°C for 3 hours, decanoic acid anhydride (1.9 g, 5.8 mmol) was added as a monovalent carboxylic acid derivative compound. After stirring the reaction system at 30°C for 30 minutes, the mixture in the system was added to methanol (300 mL). The resulting solid was filtered, washed with methanol (500 mL), and then vacuum-dried to obtain polymer 12 (yield: 1.4 g, yield: 67%). 【0362】 [ka] 【0363】 13.0% by mass of polymer 12 was dissolved in 87.0% by mass of hexafluoro-2-propanol. This was cast onto a quartz substrate and spin-coated at 1800 rpm for 60 seconds, then dried in an oven at 60°C for 30 minutes to obtain a film (thickness 5 μm). The yellowness (YI) of the obtained film was measured, and the appearance of the film was visually evaluated. Polarized ultraviolet light at 365 nm was shone on the obtained film at 100 mJ / cm². 2 After irradiation, the samples were heat-treated at 150°C for 10 minutes, and the phase difference characteristics and wavelength dispersion characteristics were evaluated. The results are shown in Table 1. 【0364】 [Example 13] Under a nitrogen atmosphere, compound (1) obtained in Synthesis Example 1 (0.91 g, 3.3 mmol), 4,4'-bicyclohexanol (0.18 g, 0.9 mmol), 4-(2-hydroxyethyl)phenol (0.23 g, 1.6 mmol), trans-1,4-cyclohexanedicarboxylic acid (1.0 g, 5.8 mmol), and pyridine (7.8 mL) were added to a reaction vessel. The reaction system was stirred at 30°C for 1 hour to dissolve the compounds, and then N,N'-diisopropylcarbodiimide (1.6 g, 12.8 mmol) was added dropwise as an ester-forming condensing agent to initiate polymerization. After stirring the reaction system at 30°C for 3 hours, cyclohexanecarboxylic acid anhydride (1.4 g, 5.8 mmol) was added as a monovalent carboxylic acid derivative compound. After stirring the reaction system at 30°C for 30 minutes, the mixture in the system was added to methanol (300 mL). The resulting solid was filtered, washed with methanol (500 mL), and then vacuum-dried to obtain polymer 13 (yield: 1.4 g, yield: 66%). 【0365】 [ka] 【0366】 13.0% by mass of polymer 13 was dissolved in 87.0% by mass of hexafluoro-2-propanol. This was cast onto a quartz substrate and spin-coated at 1800 rpm for 60 seconds, then dried in an oven at 60°C for 30 minutes to obtain a film (thickness 5 μm). The yellowness (YI) of the obtained film was measured, and the appearance of the film was visually evaluated. Polarized ultraviolet light at 365 nm was shone on the obtained film at 100 mJ / cm². 2 After irradiation, the samples were heat-treated at 150°C for 10 minutes, and the phase difference characteristics and wavelength dispersion characteristics were evaluated. The results are shown in Table 1. 【0367】 [Example 14] Under a nitrogen atmosphere, compound (1) obtained in Synthesis Example 1 (37.3 g, 133.0 mmol), compound (2) obtained in Synthesis Example 2 (9.9 g, 40.8 mmol), polyethylene glycol 20000 (Tokyo Chemical Industries, Ltd., 7.9 g), trans-1,4-cyclohexanedicarboxylic acid (30.0 g, 174.2 mmol), pyridine (74.7 mL), and N-methyl-2-pyrrolidone (74.7 mL) were added to the reaction vessel. The reaction system was stirred at 40°C for 1 hour to dissolve the compounds, and then N,N'-diisopropylcarbodiimide (48.4 g, 383.3 mmol) was added dropwise as an ester-forming condensing agent to initiate polymerization. After stirring the reaction system at 40°C for 3 hours, anhydride acetic acid (17.8 g, 174.2 mmol) was added as a monovalent carboxylic acid derivative compound. The reaction system was stirred at 40°C for 30 minutes, after which the mixture in the system was added to methanol (1320 mL). The resulting solid was filtered, washed with methanol (3000 mL), and then vacuum-dried to obtain polymer 14 (yield: 39.2 g, yield: 50%). 【0368】 [ka] 【0369】 13.0% by mass of polymer 14 was dissolved in 87.0% by mass of hexafluoro-2-propanol. This was cast onto a quartz substrate and spin-coated at 1800 rpm for 60 seconds, then dried in an oven at 60°C for 30 minutes to obtain a film (thickness 5 μm). The yellowness (YI) of the obtained film was measured, and the appearance of the film was visually evaluated. Polarized ultraviolet light at 365 nm was shone on the obtained film at 100 mJ / cm². 2 After irradiation, the samples were heat-treated at 150°C for 10 minutes, and the phase difference characteristics and wavelength dispersion characteristics were evaluated. The results are shown in Table 1. 【0370】 [Example 15] Under a nitrogen atmosphere, compound (1) (0.91 g, 3.3 mmol) obtained in Synthesis Example 1, 4-(2-hydroxyethyl)phenol (0.29 g, 2.1 mmol), hydroquinone (0.05 g, 0.5 mmol), trans-1,4-cyclohexanedicarboxylic acid (1.0 g, 5.8 mmol), and pyridine (7.5 mL) were added to the reaction vessel. The reaction system was stirred at 30°C for 1 hour to dissolve the compounds, and then N,N'-diisopropylcarbodiimide (1.6 g, 12.8 mmol) was added dropwise as an ester-forming condensing agent to initiate polymerization. After stirring the reaction system at 30°C for 3 hours, anhydride acetic acid (0.59 g, 5.8 mmol) was added as a monovalent carboxylic acid derivative compound. After stirring the reaction system at 30°C for 30 minutes, the mixture in the system was added to methanol (300 mL). The resulting solid was filtered, washed with methanol (500 mL), and then vacuum-dried to obtain polymer 15 (yield: 1.6 g, yield: 76%). 【0371】 [ka] 【0372】 13.0% by mass of polymer 15 was dissolved in 87.0% by mass of hexafluoro-2-propanol. This was cast onto a quartz substrate and spin-coated at 1800 rpm for 60 seconds, then dried in an oven at 60°C for 30 minutes to obtain a film (thickness 5 μm). The yellowness (YI) of the obtained film was measured, and the appearance of the film was visually evaluated. Polarized ultraviolet light at 365 nm was shone on the obtained film at 100 mJ / cm². 2 After irradiation, the samples were heat-treated at 150°C for 10 minutes, and the phase difference characteristics and wavelength dispersion characteristics were evaluated. The results are shown in Table 1. 【0373】 [Example 16] Under a nitrogen atmosphere, compound (1) obtained in Synthesis Example 1 (0.91 g, 3.3 mmol), 4-(2-hydroxyethyl)phenol (0.29 g, 2.1 mmol), methylhydroquinone (0.06 g, 0.5 mmol), trans-1,4-cyclohexanedicarboxylic acid (1.0 g, 5.8 mmol), and pyridine (7.6 mL) were added to the reaction vessel. The reaction system was stirred at 30°C for 1 hour to dissolve the compounds, and then N,N'-diisopropylcarbodiimide (1.6 g, 12.8 mmol) was added dropwise as an ester-forming condensing agent to initiate polymerization. After stirring the reaction system at 30°C for 3 hours, anhydride acetic acid (0.59 g, 5.8 mmol) was added as a monovalent carboxylic acid derivative compound. After stirring the reaction system at 30°C for 30 minutes, the mixture in the system was added to methanol (300 mL). The resulting solid was filtered, washed with methanol (500 mL), and then vacuum-dried to obtain polymer 16 (yield: 1.5 g, yield: 71%). 【0374】 [ka] 【0375】 13.0% by mass of polymer 16 was dissolved in 87.0% by mass of hexafluoro-2-propanol. This was cast onto a quartz substrate and spin-coated at 1800 rpm for 60 seconds, then dried in an oven at 60°C for 30 minutes to obtain a film (thickness 5 μm). The yellowness (YI) of the obtained film was measured, and the appearance of the film was visually evaluated. Polarized ultraviolet light at 365 nm was shone on the obtained film at 100 mJ / cm². 2 After irradiation, the samples were heat-treated at 150°C for 10 minutes, and the phase difference characteristics and wavelength dispersion characteristics were evaluated. The results are shown in Table 1. 【0376】 [Example 17] Under a nitrogen atmosphere, compound (1) obtained in Synthesis Example 1 (0.91 g, 3.3 mmol), 4-(2-hydroxyethyl)phenol (0.29 g, 2.1 mmol), 2-tert-butylhydroquinone (0.08 g, 0.5 mmol), trans-1,4-cyclohexanedicarboxylic acid (1.0 g, 5.8 mmol), and pyridine (7.6 mL) were added to the reaction vessel. The reaction system was stirred at 30°C for 1 hour to dissolve the compounds, and then N,N'-diisopropylcarbodiimide (1.6 g, 12.8 mmol) was added dropwise as an ester-forming condensing agent to initiate polymerization. After stirring the reaction system at 30°C for 3 hours, anhydride acetic acid (0.59 g, 5.8 mmol) was added as a monovalent carboxylic acid derivative compound. After stirring the reaction system at 30°C for 30 minutes, the mixture in the system was added to methanol (300 mL). The resulting solid was filtered, washed with methanol (500 mL), and then vacuum-dried to obtain polymer 17 (yield: 1.5 g, yield: 70%). 【0377】 [ka] 【0378】 13.0% by mass of polymer 17 was dissolved in 87.0% by mass of hexafluoro-2-propanol. This was cast onto a quartz substrate and spin-coated at 1800 rpm for 60 seconds, then dried in an oven at 60°C for 30 minutes to obtain a film (thickness 5 μm). The yellowness (YI) of the obtained film was measured, and the appearance of the film was visually evaluated. Polarized ultraviolet light at 365 nm was shone on the obtained film at 100 mJ / cm². 2 After irradiation, the samples were heat-treated at 150°C for 10 minutes, and the phase difference characteristics and wavelength dispersion characteristics were evaluated. The results are shown in Table 1. 【0379】 [Example 18] Under a nitrogen atmosphere, compound (1) obtained in Synthesis Example 1 (0.91 g, 3.3 mmol), 4-(2-hydroxyethyl)phenol (0.22 g, 1.6 mmol), 2-(1,1,3,3-tetramethylbutyl)hydroquinone (0.21 g, 0.9 mmol), polyethylene glycol 20000 (manufactured by Tokyo Chemical Industry Co., Ltd., 0.1 g), trans-1,4-cyclohexanedicarboxylic acid (1.0 g, 5.8 mmol), and pyridine (8.4 mL) were added to the reaction vessel. The reaction system was stirred at 30°C for 1 hour to dissolve the compounds, and then N,N'-diisopropylcarbodiimide (1.6 g, 12.8 mmol) was added dropwise as an ester-forming condensing agent to initiate polymerization. After stirring the reaction system at 30°C for 3 hours, anhydride acetic acid (0.59 g, 5.8 mmol) was added as a monovalent carboxylic acid derivative compound. The reaction system was stirred at 30°C for 30 minutes, after which the mixture in the system was added to methanol (300 mL). The resulting solid was filtered, washed with methanol (500 mL), and then vacuum-dried to obtain polymer 18 (yield: 1.3 g, yield: 59%). 【0380】 [ka] 【0381】 13.0% by mass of polymer 18 was dissolved in 87.0% by mass of hexafluoro-2-propanol. This was cast onto a quartz substrate and spin-coated at 1800 rpm for 60 seconds, then dried in an oven at 60°C for 30 minutes to obtain a film (thickness 5 μm). The yellowness (YI) of the obtained film was measured, and the appearance of the film was visually evaluated. Polarized ultraviolet light at 365 nm was shone on the obtained film at 100 mJ / cm². 2 After irradiation, the samples were heat-treated at 150°C for 10 minutes, and the phase difference characteristics and wavelength dispersion characteristics were evaluated. The results are shown in Table 1. 【0382】 [Example 19] Under a nitrogen atmosphere, compound (1) obtained in Synthesis Example 1 (0.91 g, 3.3 mmol), 4-(2-hydroxyethyl)phenol (0.22 g, 1.6 mmol), 2,5-di-tert-butylhydroquinone (0.21 g, 0.9 mmol), trans-1,4-cyclohexanedicarboxylic acid (1.0 g, 5.8 mmol), and pyridine (7.9 mL) were added to the reaction vessel. The reaction system was stirred at 30°C for 1 hour to dissolve the compounds, and then N,N'-diisopropylcarbodiimide (1.6 g, 12.8 mmol) was added dropwise as an ester-forming condensing agent to initiate polymerization. After stirring the reaction system at 30°C for 3 hours, anhydride acetic acid (0.59 g, 5.8 mmol) was added as a monovalent carboxylic acid derivative compound. After stirring the reaction system at 30°C for 30 minutes, the mixture in the system was added to methanol (300 mL). The resulting solid was filtered, washed with methanol (500 mL), and then vacuum-dried to obtain polymer 19 (yield: 1.5 g, yield: 68%). 【0383】 [ka] 【0384】 13.0% by mass of polymer 19 was dissolved in 87.0% by mass of hexafluoro-2-propanol. This was cast onto a quartz substrate and spin-coated at 1800 rpm for 60 seconds, then dried in an oven at 60°C for 30 minutes to obtain a film (thickness 5 μm). The yellowness (YI) of the obtained film was measured, and the appearance of the film was visually evaluated. Polarized ultraviolet light at 365 nm was shone on the obtained film at 100 mJ / cm². 2 After irradiation, the samples were heat-treated at 150°C for 10 minutes, and the phase difference characteristics and wavelength dispersion characteristics were evaluated. The results are shown in Table 1. 【0385】 [Example 20] Under a nitrogen atmosphere, compound (1) obtained in Synthesis Example 1 (0.91 g, 3.3 mmol), 4-(2-hydroxyethyl)phenol (0.22 g, 1.6 mmol), 2,5-di-tert-pentylhydroquinone (0.23 g, 0.9 mmol), trans-1,4-cyclohexanedicarboxylic acid (1.0 g, 5.8 mmol), and pyridine (8.0 mL) were added to the reaction vessel. The reaction system was stirred at 30°C for 1 hour to dissolve the compounds, and then N,N'-diisopropylcarbodiimide (1.6 g, 12.8 mmol) was added dropwise as an ester-forming condensing agent to initiate polymerization. After stirring the reaction system at 30°C for 3 hours, anhydride acetic acid (0.59 g, 5.8 mmol) was added as a monovalent carboxylic acid derivative compound. After stirring the reaction system at 30°C for 30 minutes, the mixture in the system was added to methanol (300 mL). The resulting solid was filtered, washed with methanol (500 mL), and then vacuum-dried to obtain polymer 20 (yield: 1.4 g, yield: 66%). 【0386】 [ka] 【0387】 13.0% by mass of polymer 20 was dissolved in 87.0% by mass of hexafluoro-2-propanol. This was cast onto a quartz substrate and spin-coated at 1800 rpm for 60 seconds, then dried in an oven at 60°C for 30 minutes to obtain a film (thickness 5 μm). The yellowness (YI) of the obtained film was measured, and the appearance of the film was visually evaluated. Polarized ultraviolet light at 365 nm was shone on the obtained film at 100 mJ / cm². 2 After irradiation, the samples were heat-treated at 150°C for 10 minutes, and the phase difference characteristics and wavelength dispersion characteristics were evaluated. The results are shown in Table 1. 【0388】 [Example 21] Under a nitrogen atmosphere, compound (1) obtained in Synthesis Example 1 (0.91 g, 3.3 mmol), 4-(2-hydroxyethyl)phenol (0.22 g, 1.6 mmol), 2,5-bis(1,1,3,3-tetramethylbutyl)hydroquinone (0.31 g, 0.9 mmol), trans-1,4-cyclohexanedicarboxylic acid (1.0 g, 5.8 mmol), and pyridine (8.3 mL) were added to a reaction vessel. The reaction system was stirred at 30°C for 1 hour to dissolve the compounds, and then N,N'-diisopropylcarbodiimide (1.6 g, 12.8 mmol) was added dropwise as an ester-forming condensing agent to initiate polymerization. After stirring the reaction system at 30°C for 3 hours, anhydride acetic acid (0.59 g, 5.8 mmol) was added as a monovalent carboxylic acid derivative compound. After stirring the reaction system at 30°C for 30 minutes, the mixture in the system was added to methanol (300 mL). The resulting solid was filtered, washed with methanol (500 mL), and then vacuum-dried to obtain polymer 21 (yield: 1.4 g, yield: 63%). 【0389】 [ka] 【0390】 13.0% by mass of polymer 21 was dissolved in 87.0% by mass of hexafluoro-2-propanol. This was cast onto a quartz substrate and spin-coated at 1800 rpm for 60 seconds, then dried in an oven at 60°C for 30 minutes to obtain a film (thickness 5 μm). The yellowness (YI) of the obtained film was measured, and the appearance of the film was visually evaluated. Polarized ultraviolet light at 365 nm was shone on the obtained film at 100 mJ / cm². 2 After irradiation, the samples were heat-treated at 150°C for 10 minutes, and the phase difference characteristics and wavelength dispersion characteristics were evaluated. The results are shown in Table 1. 【0391】 [Example 22] Under a nitrogen atmosphere, compound (1) obtained in Synthesis Example 1 (0.85 g, 3.0 mmol), 4-(2-hydroxyethyl)phenol (0.19 g, 1.4 mmol), 2-(1,1,3,3-tetramethylbutyl)hydroquinone (0.31 g, 1.4 mmol), polyethylene glycol 20000 (manufactured by Tokyo Chemical Industry Co., Ltd., 0.1 g), trans-1,4-cyclohexanedicarboxylic acid (1.0 g, 5.8 mmol), and pyridine (8.4 mL) were added to the reaction vessel. The reaction system was stirred at 30°C for 1 hour to dissolve the compounds, and then N,N'-diisopropylcarbodiimide (1.6 g, 12.8 mmol) was added dropwise as an ester-forming condensing agent to initiate polymerization. After stirring the reaction system at 30°C for 3 hours, decanoic acid anhydride (1.9 g, 5.8 mmol) was added as a monovalent carboxylic acid derivative compound. The reaction system was stirred at 30°C for 30 minutes, after which the mixture in the system was added to methanol (300 mL). The resulting solid was filtered, washed with methanol (500 mL), and then vacuum-dried to obtain polymer 22 (yield: 1.2 g, yield: 53%). 【0392】 [ka] 【0393】 13.0% by mass of polymer 22 was dissolved in 87.0% by mass of hexafluoro-2-propanol. This was cast onto a quartz substrate and spin-coated at 1800 rpm for 60 seconds, then dried in an oven at 60°C for 30 minutes to obtain a film (thickness 5 μm). The yellowness (YI) of the obtained film was measured, and the appearance of the film was visually evaluated. Polarized ultraviolet light at 365 nm was shone on the obtained film at 100 mJ / cm². 2 After irradiation, the samples were heat-treated at 150°C for 10 minutes, and the phase difference characteristics and wavelength dispersion characteristics were evaluated. The results are shown in Table 1. 【0394】 [Example 23] Under a nitrogen atmosphere, compound (1) obtained in Synthesis Example 1 (0.85 g, 3.0 mmol), 4-(2-hydroxyethyl)phenol (0.06 g, 0.5 mmol), 2-tert-butylhydroquinone (0.39 g, 2.3 mmol), polyethylene glycol 20000 (manufactured by Tokyo Chemical Industry Co., Ltd., 0.1 g), trans-1,4-cyclohexanedicarboxylic acid (1.0 g, 5.8 mmol), and pyridine (5.7 mL) were added to the reaction vessel. The reaction system was stirred at 30°C for 1 hour to dissolve the compounds, and then N,N'-diisopropylcarbodiimide (1.6 g, 12.8 mmol) was added dropwise as an ester-forming condensing agent to initiate polymerization. After stirring the reaction system at 30°C for 3 hours, decanoic acid anhydride (1.9 g, 5.8 mmol) was added as a monovalent carboxylic acid derivative compound. The reaction system was stirred at 30°C for 30 minutes, after which the mixture in the system was added to methanol (300 mL). The resulting solid was filtered, washed with methanol (500 mL), and then vacuum-dried to obtain polymer 23 (yield: 1.2 g, yield: 56%). 【0395】 [ka] 【0396】 13.0% by mass of polymer 23 was dissolved in 87.0% by mass of hexafluoro-2-propanol. This was cast onto a quartz substrate and spin-coated at 1800 rpm for 60 seconds, then dried in an oven at 60°C for 30 minutes to obtain a film (thickness 5 μm). The yellowness (YI) of the obtained film was measured, and the appearance of the film was visually evaluated. Polarized ultraviolet light at 365 nm was shone on the obtained film at 100 mJ / cm². 2 After irradiation, the samples were heat-treated at 150°C for 10 minutes, and the phase difference characteristics and wavelength dispersion characteristics were evaluated. The results are shown in Table 1. 【0397】 [Example 24] Under a nitrogen atmosphere, compound (1) (1.0 g, 3.7 mmol) obtained in Synthesis Example 1, 4-(2-hydroxyethyl)phenol (0.22 g, 1.6 mmol), methylhydroquinone (0.06 g, 0.5 mmol), trans-1,4-cyclohexanedicarboxylic acid (1.0 g, 5.8 mmol), and pyridine (7.8 mL) were added to the reaction vessel. The reaction system was stirred at 30°C for 1 hour to dissolve the compounds, and then N,N'-diisopropylcarbodiimide (1.6 g, 12.8 mmol) was added dropwise as an ester-forming condensing agent to initiate polymerization. After stirring the reaction system at 30°C for 3 hours, hexanoic anhydride (1.2 g, 5.8 mmol) was added as a monovalent carboxylic acid derivative compound. After stirring the reaction system at 30°C for 30 minutes, the mixture in the system was added to methanol (300 mL). The resulting solid was filtered, washed with methanol (500 mL), and then vacuum-dried to obtain polymer 24 (yield: 1.7 g, yield: 78%). 【0398】 [ka] 【0399】 13.0% by mass of polymer 24 was dissolved in 87.0% by mass of hexafluoro-2-propanol. This was cast onto a quartz substrate and spin-coated at 1800 rpm for 60 seconds, then dried in an oven at 60°C for 30 minutes to obtain a film (thickness 5 μm). The yellowness (YI) of the obtained film was measured, and the appearance of the film was visually evaluated. Polarized ultraviolet light at 365 nm was shone on the obtained film at 100 mJ / cm². 2 After irradiation, the samples were heat-treated at 150°C for 10 minutes, and the phase difference characteristics and wavelength dispersion characteristics were evaluated. The results are shown in Table 1. 【0400】 [Example 25] Under a nitrogen atmosphere, compound (1) (1.0 g, 3.7 mmol) obtained in Synthesis Example 1, compound (4) (0.1 g, 0.5 mmol) obtained in Synthesis Example 4, 4-(2-hydroxyethyl)phenol (0.22 g, 1.6 mmol), trans-1,4-cyclohexanedicarboxylic acid (1.0 g, 5.8 mmol), and pyridine (8.1 mL) were added to the reaction vessel. The reaction system was stirred at 30°C for 1 hour to dissolve the compounds, and then N,N'-diisopropylcarbodiimide (1.6 g, 12.8 mmol) was added dropwise as an ester-forming condensing agent to initiate polymerization. After stirring the reaction system at 30°C for 3 hours, anhydride acetic acid (0.6 g, 5.8 mmol) was added as a monovalent carboxylic acid derivative compound. After stirring the reaction system at 30°C for 30 minutes, the mixture in the system was added to methanol (300 mL). The resulting solid was filtered, washed with methanol (500 mL), and then vacuum-dried to obtain polymer 25 (yield: 1.7 g, yield: 79%). 【0401】 [ka] 【0402】 13.0% by mass of polymer 25 was dissolved in 87.0% by mass of hexafluoro-2-propanol. This was cast onto a quartz substrate and spin-coated at 1800 rpm for 60 seconds, then dried in an oven at 60°C for 30 minutes to obtain a film (thickness 5 μm). The yellowness (YI) of the obtained film was measured, and the appearance of the film was visually evaluated. Polarized ultraviolet light at 365 nm was shone on the obtained film at 100 mJ / cm². 2 After irradiation, the samples were heat-treated at 150°C for 10 minutes, and the phase difference characteristics and wavelength dispersion characteristics were evaluated. The results are shown in Table 1. 【0403】 [Example 26] Under a nitrogen atmosphere, compound (1) (1.0 g, 3.7 mmol) obtained in Synthesis Example 1, compound (5) (0.1 g, 0.5 mmol) obtained in Synthesis Example 5, 4-(2-hydroxyethyl)phenol (0.22 g, 1.6 mmol), trans-1,4-cyclohexanedicarboxylic acid (1.0 g, 5.8 mmol), and pyridine (8.2 mL) were added to the reaction vessel. The reaction system was stirred at 30°C for 1 hour to dissolve the compounds, and then N,N'-diisopropylcarbodiimide (1.6 g, 12.8 mmol) was added dropwise as an ester-forming condensing agent to initiate polymerization. After stirring the reaction system at 30°C for 3 hours, anhydride acetic acid (0.6 g, 5.8 mmol) was added as a monovalent carboxylic acid derivative compound. After stirring the reaction system at 30°C for 30 minutes, the mixture in the system was added to methanol (300 mL). The resulting solid was filtered, washed with methanol (500 mL), and then vacuum-dried to obtain polymer 26 (yield: 1.7 g, yield: 78%). 【0404】 [ka] 【0405】 13.0% by mass of polymer 26 was dissolved in 87.0% by mass of hexafluoro-2-propanol. This was cast onto a quartz substrate and spin-coated at 1800 rpm for 60 seconds, then dried in an oven at 60°C for 30 minutes to obtain a film (thickness 5 μm). The yellowness (YI) of the obtained film was measured, and the appearance of the film was visually evaluated. Polarized ultraviolet light at 365 nm was shone on the obtained film at 100 mJ / cm². 2 After irradiation, the samples were heat-treated at 150°C for 10 minutes, and the phase difference characteristics and wavelength dispersion characteristics were evaluated. The results are shown in Table 1. 【0406】 [Example 27] Under a nitrogen atmosphere, compound (1) (0.91 g, 3.3 mmol) obtained in Synthesis Example 1, 4-(2-hydroxyethyl)phenol (0.22 g, 1.6 mmol), 2-(1,1,3,3-tetramethylbutyl)hydroquinone (0.21 g, 0.9 mmol), trans-1,4-cyclohexanedicarboxylic acid (1.0 g, 5.8 mmol), and pyridine (7.9 mL) were added to a reaction vessel. The reaction system was stirred at 30°C for 1 hour to dissolve the compounds, and then N,N'-diisopropylcarbodiimide (1.6 g, 12.8 mmol) was added dropwise as an ester-forming condensing agent to initiate polymerization. After stirring the reaction system at 30°C for 3 hours, anhydride acetic acid (0.6 g, 5.8 mmol) was added as a monovalent carboxylic acid derivative compound. After stirring the reaction system at 30°C for 30 minutes, the mixture in the system was added to methanol (300 mL). The resulting solid was filtered, washed with methanol (500 mL), and then vacuum-dried to obtain polymer 27 (yield: 1.4 g, yield: 63%). 【0407】 [ka] 【0408】 [Comparative Example 1] Under a nitrogen atmosphere, compound (1) (4.0 g, 14.3 mmol) obtained in Synthesis Example 1, compound (2) (1.9 g, 7.7 mmol) obtained in Synthesis Example 2, trans-1,4-cyclohexanedicarboxylic acid (3.8 g, 21.9 mmol), pyridine (8.2 mL), and N-methyl-2-pyrrolidone (8.2 mL) were added to the reaction vessel. The reaction system was stirred at 40°C for 1 hour to dissolve the compounds, and then N,N'-diisopropylcarbodiimide (6.1 g, 48.2 mmol) was added dropwise as an ester-forming condensing agent to initiate polymerization. After stirring the reaction system at 40°C for 3 hours, the mixture in the system was added to methanol (300 mL). The resulting solid was filtered, washed with methanol (500 mL), and then vacuum-dried to obtain polymer 1' (yield: 6.2 g, yield: 70%). 【0409】 [ka] 【0410】 13.0% by mass of polymer 1' was dissolved in 87.0% by mass of hexafluoro-2-propanol. This was cast onto a quartz substrate and spin-coated at 2000 rpm for 60 seconds, then dried in an oven at 60°C for 30 minutes to obtain a film (thickness 5 μm). The yellowness (YI) of the obtained film was measured, and the appearance of the film was visually evaluated. Polarized ultraviolet light at 365 nm was shone on the obtained film at 100 mJ / cm². 2 After irradiation, the samples were heat-treated at 150°C for 10 minutes, and the phase difference characteristics and wavelength dispersion characteristics were evaluated. The results are shown in Table 1. 【0411】 [Example 28] Under a nitrogen atmosphere, compound (1) obtained in Synthesis Example 1 (0.91 g, 3.3 mmol), 1,4-cyclohexanedimethanol (0.13 g, 0.87 mmol), 4-(2-hydroxyethyl)phenol (0.23 g, 1.7 mmol), trans-1,4-cyclohexanedicarboxylic acid (1.0 g, 5.8 mmol), and pyridine (7.6 mL) were added to the reaction vessel. The reaction system was stirred at 30°C for 1 hour to dissolve the compounds, and then N,N'-diisopropylcarbodiimide (1.6 g, 12.8 mmol) was added dropwise as an ester-forming condensing agent to initiate polymerization. After stirring the reaction system at 30°C for 3 hours, anhydride acetic acid (0.6 g, 5.8 mmol) was added as a monovalent carboxylic acid derivative compound. After stirring the reaction system at 30°C for 30 minutes, the mixture in the system was added to methanol (300 mL). The resulting solid was filtered, washed with methanol (500 mL), and then vacuum-dried to obtain polymer 28 (yield: 1.6 g, yield: 77%). 【0412】 [ka] 【0413】 [Example 29] Under a nitrogen atmosphere, compound (1) obtained in Synthesis Example 1 (0.93 g, 3.3 mmol), tricyclodecanedimethanol (0.13 g, 0.64 mmol), 4-(2-hydroxyethyl)phenol (0.26 g, 1.7 mmol), trans-1,4-cyclohexanedicarboxylic acid (1.0 g, 5.8 mmol), and pyridine (7.8 mL) were added to a reaction vessel. The reaction system was stirred at 30°C for 1 hour to dissolve the compounds, and then N,N'-diisopropylcarbodiimide (1.6 g, 12.8 mmol) was added dropwise as an ester-forming condensing agent to initiate polymerization. After stirring the reaction system at 30°C for 3 hours, anhydride acetic acid (0.6 g, 5.8 mmol) was added as a monovalent carboxylic acid derivative compound. After stirring the reaction system at 30°C for 30 minutes, the mixture in the system was added to methanol (300 mL). The resulting solid was filtered, washed with methanol (500 mL), and then vacuum-dried to obtain polymer 29 (yield: 1.5 g, yield: 70%). 【0414】 [ka] 【0415】 [Table 1] 【0416】 As shown in Table 1, the films prepared using the polymers of Examples 1 to 26 exhibited low yellowness (YI) and developed inverse wavelength-dispersive phase differences upon irradiation with ultraviolet light and heat treatment. 【0417】 The low yellowness (YI) of the film produced using the polymer of the present invention is particularly evident when compared to Comparative Example 1.
Claims
[Claim 1] It is a main-chain polymer, The polymer has a structure represented by the following chemical formula (1') within its main chain, A main-chain polymer characterized in that at least one end of the main-chain polymer is a monovalent carboxylic acid ester represented by the following chemical formula (2'). 【Chemistry 1】 [In the above chemical formula (1'), R 0 , R 1 , R 2 , R 3 and R 4 Each of these independently represents a hydrogen atom, a halogen atom, or an alkyl group having 1 to 8 carbon atoms. L 7 and L 8 These may be the same or different in nature, and represent a carbonyl group, ester bond, amide bond, ether bond, or single bond. Ar represents a ring selected from the group consisting of monocyclic aromatic rings, polycyclic aromatic rings, and fused aromatic rings, in which atoms selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms are ring constituent atoms. These monocyclic aromatic rings, polycyclic aromatic rings, and fused aromatic rings may have substituents. ** indicates the bonding position with other structures in the main chain polymer. 【Chemistry 2】 [In the above chemical formula (2'), R 10 This represents a group selected from the group consisting of optionally substituted alkyl groups having 1 to 20 carbon atoms, optionally substituted cycloalkyl groups having 3 to 8 carbon atoms, and optionally substituted aromatic groups having 3 to 12 carbon atoms. ** indicates the bonding position with other structures in the main chain polymer. [Claim 2] The main-chain polymer according to claim 1, wherein in the chemical formula (1'), Ar is any of the following chemical formulas (Ar-1) to (Ar-7). 【Transformation 3】 [In the chemical formulas (Ar-1) to (Ar-7), X 1 , X 2 , X 3 , X 4 , X 5 , X 6 , X 7 , and X 8 each independently represents a hydrogen atom, an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a halogen atom, a nitro group, a cyano group, an alkylthio group having 1 to 6 carbon atoms, or a dialkylamino group having 2 to 8 carbon atoms. R e This represents a hydrogen atom or an alkyl group having 1 to 10 carbon atoms. * indicates the bond position of Ar in the chemical formula (1') above. [Claim 3] The main chain polymer according to claim 1, wherein the structure represented by the chemical formula (1') is a structure represented by any of the following chemical formulas (1'-1-1) to (1'-6-4). 【Chemistry 4】 【Transformation 5】 【Transformation 6】 【Transformation 7】 【Transformation 8】 【Chemistry 9】 [In the above chemical formulas (1'-1-1) to (1'-6-4), L 7 , and L 8 These may be the same or different in nature, and represent a carbonyl group, ester bond, amide bond, ether bond, or single bond. ** indicates the bonding position with other structures in the main chain polymer. [Claim 4] The main chain polymer according to claim 3, further comprising at least one structure selected from the group consisting of the following chemical formulas (3'A), (3'B), (3'C), and (3'D). 【Chemistry 10】 [In the above chemical formula (3'A), ring A, ring B, and ring C each independently represent rings selected from the group consisting of monocyclic aromatic rings, polycyclic aromatic rings, fused aromatic rings, and aliphatic hydrocarbon rings, with ring constituent atoms selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms. These monocyclic aromatic rings, polycyclic aromatic rings, fused aromatic rings, and aliphatic hydrocarbon rings may have substituents. R 8 and R 9 Each of these independently represents a group selected from the group consisting of a hydrogen atom, an optionally substituted C1 to C20 alkyl group, an optionally substituted C3 to C8 cycloalkyl group, and an optionally substituted C3 to C12 aromatic group. L 1 and L 2 Each of these independently represents a carbonyl group, an ester bond, an amide bond, an ether bond, or a single bond. n is either 0 or 1. *** indicates the bonding position with other structures in the main chain polymer. 【Chemistry 11】 [In the above chemical formula (3'B), L 9 , and L 10 These may be the same or different in nature, and represent a carbonyl group, ester bond, amide bond, ether bond, or single bond. *** indicates the bonding position with other structures in the main chain polymer. 【Chemistry 12】 [In the above chemical formula (3'C), X 9 The symbol represents an alkylene chain with 1 to 10 carbon atoms and a single bond. X 10 is -O-, -N(R c ) represents -. X 11 is -O-, -N(R d ) represents -. R c , R d These may be the same or different, and represent a hydrogen atom or an alkyl group having 1 to 10 carbon atoms. L 11 , and L 12 These may be the same or different in nature, and represent a carbonyl group, ester bond, amide bond, ether bond, or single bond. *** indicates the bonding position with other structures in the main chain polymer. 【Chemistry 13】 [In the above chemical formula (3'D), ring G represents a ring selected from the group consisting of monocyclic aromatic rings, polycyclic aromatic rings, fused aromatic rings, and aliphatic hydrocarbon rings, the constituent atoms of which are selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms. These monocyclic aromatic rings, polycyclic aromatic rings, fused aromatic rings, and aliphatic hydrocarbon rings may have substituents. L 13 , and L 14 These may be the same or different, and represent a single bond or an alkylene chain having 1 to 6 carbon atoms. L 15 , and L 16 These may be the same or different in nature, and represent a carbonyl group, ester bond, amide bond, ether bond, or single bond. *** indicates the bonding position with other structures in the main chain polymer. [Claim 5] The main chain polymer according to claim 4, wherein in the chemical formula (3'A), ring A, ring B, and ring C are benzene rings which may have substituents. [Claim 6] An optical film comprising the main-chain polymer according to any one of claims 1 to 5. [Claim 7] The optical film according to claim 6, wherein the degree of yellowness (YI) at a film thickness of 5 μm is 5% or less. [Claim 8] The optical film according to claim 6, wherein the phase difference (Re) satisfies the following formula (I). Re(450)≦Re(550)...(I) (In equation (I), Re(450) represents the in-plane phase difference value measured at a wavelength of 450 nm, and Re(550) represents the in-plane phase difference value measured at a wavelength of 550 nm.) [Claim 9] A method for manufacturing an optical film according to claim 6, comprising the step of irradiating with either polarized ultraviolet light or obliquely incident ultraviolet light. [Claim 10] A method for manufacturing an optical film according to claim 9, comprising the step of heat treatment after ultraviolet irradiation. [Claim 11] A multilayer film comprising the optical film described in claim 6. [Claim 12] The process includes a step of polymerizing a raw material composition containing a dihydroxy compound represented by the following chemical formula (1) to produce a main-chain polymer, A method for producing a main-chain polymer, characterized by adding a monovalent carboxylic acid derivative compound represented by either the following chemical formula (2-1) or (2-2) during the polymerization process. 【Chemistry 14】 [In the above chemical formula (1), R 0 , R 1 , R 2 , R 3 and R 4 Each of these independently represents a hydrogen atom, a halogen atom, or an alkyl group having 1 to 8 carbon atoms. Ar represents a ring selected from the group consisting of monocyclic aromatic rings, polycyclic aromatic rings, and fused aromatic rings, with atoms selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms as ring constituent atoms. These monocyclic, polycyclic, and fused aromatic rings may have substituents. 【Chemistry 15】 [In the above chemical formula (2-1) or (2-2), R 5 , R 6 and R 7 Each of these independently represents a group selected from the group consisting of optionally substituted alkyl groups having 1 to 20 carbon atoms, optionally substituted cycloalkyl groups having 3 to 8 carbon atoms, and optionally substituted aromatic groups having 3 to 12 carbon atoms. X 0 [This represents a leaving group.] [Claim 13] A method for producing a main-chain polymer according to claim 12, wherein in the chemical formula (1), Ar is an aromatic ring of any of the following chemical formulas (Ar-1) to (Ar-7). 【Chemistry 16】 [In the above chemical formulas (Ar-1) to (Ar-7), X 1 , X 2 , X 3 , X 4 , X 5 , X 6 , X 7 and X 8 Each of these independently represents a hydrogen atom, an alkyl group having 1 to 8 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a halogen atom, a nitro group, an alkylthio group having 1 to 6 carbon atoms, or a dialkylamino group having 2 to 8 carbon atoms. R e This represents a hydrogen atom or an alkyl group having 1 to 10 carbon atoms. * indicates the bonding position of Ar in the chemical formula (1) above. [Claim 14] A method for producing a main-chain polymer according to claim 12, wherein the chemical formula (1) is any of the following chemical formulas (1-1-1) to (1-2-11). 【Chemistry 17】 [Chemistry 18] [Claim 15] A method for producing a main-chain polymer according to any one of claims 12 to 14, wherein the raw material composition further contains at least one compound selected from the group consisting of the following chemical formulas (3A), (3B), (3C), and (3D). 【Chemistry 19】 [In the above chemical formula (3A), ring A, ring B, and ring C each independently represent rings selected from the group consisting of monocyclic aromatic rings, polycyclic aromatic rings, fused aromatic rings, and aliphatic hydrocarbon rings, with ring constituent atoms selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms. These monocyclic aromatic rings, polycyclic aromatic rings, fused aromatic rings, and aliphatic hydrocarbon rings may have substituents. R 8 and R 9 Each of these independently represents a group selected from the group consisting of a hydrogen atom, an optionally substituted C1 to C20 alkyl group, an optionally substituted C3 to C8 cycloalkyl group, and an optionally substituted C3 to C12 aromatic group. Qn 1 and Qn 2 Each of these independently represents a hydroxyl group, an amino group, a carboxyl group, or -C(=O)Cl. n is either 0 or 1. 【Chemistry 20】 [In the chemical formula (3B), Qn 3 , and Qn 4 These may be the same or different, and represent a hydroxyl group, an amino group, a carboxyl group, or -C(=O)Cl. 【Chemistry 21】 [In the chemical formula (3C), X 9 The symbol represents an alkylene chain with 1 to 10 carbon atoms and a single bond. X 10 is -O-, -N(R c ) represents -. X 11 is -O-, -N(R d ) represents -. R c , R d These may be the same or different, and represent a hydrogen atom or an alkyl group having 1 to 10 carbon atoms. Qn 5 , and Qn 6 These may be the same or different, and represent a hydroxyl group, an amino group, a carboxyl group, or -C(=O)Cl. 【Chemistry 22】 [In the above chemical formula (3D), ring G represents a ring selected from the group consisting of monocyclic aromatic rings, polycyclic aromatic rings, fused aromatic rings, and aliphatic hydrocarbon rings, the ring constituent atoms being selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms, and these monocyclic aromatic rings, polycyclic aromatic rings, fused aromatic rings, and aliphatic hydrocarbon rings may have substituents. L 13 , and L 14 These may be the same or different, and represent a single bond or an alkylene chain having 1 to 6 carbon atoms. Qn 7 , and Qn 8 These may be the same or different, and represent a hydroxyl group, an amino group, a carboxyl group, or -C(=O)Cl. [Claim 16] A method for producing a main-chain polymer according to claim 15, wherein in the compound represented by the chemical formula (3A), rings A, B, and C are benzene rings which may have substituents.
Citation Information
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