Terminal-modified polymer and optical element

Abstract

To provide a polymer for an optical element that enables formation of a retardation film and a molecular alignment pattern without requiring an alignment film and through the application of the polymer.SOLUTION: A main-chain polymer has a photo-reactive structure in the polymer main chain and has, at least at one end of the polymer main chain, a structure containing a polymerizable functional group.SELECTED DRAWING: None

Description

Technical Field

[0001] The present invention relates to a terminal-modified polymer and an optical element.

Background Art

[0002] Organic EL displays and liquid crystal displays are widely used in various smart devices, computer monitors, televisions, etc. as important display devices in the multimedia society. In addition, many optical films are used in these displays to improve display characteristics, and play a major role in improving contrast when viewed from the front or obliquely, compensating for color tone, etc. In recent years, materials capable of forming a pattern of molecular orientation dependent on the polarization direction by irradiation with polarized light have been demanded, and applications to high-definition flexible displays, augmented reality (AR) devices, virtual reality (VR) devices, mixed reality (MR) devices, head-up displays (HUD), etc. are expected.

[0003] Typical optical films related to organic EL displays and liquid crystal displays include retardation films. A retardation film can be used as an antireflection layer for various displays by combining it with a polarizing plate. In this application, a retardation film having a larger in-plane retardation especially in the long wavelength region, that is, a film having 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 for an organic EL circular polarizing plate, its retardation is preferably about 1 / 4 of the measurement wavelength λ. Specifically, the ratio Re(450) / Re(550) of the in-plane retardation at 450 nm to the in-plane retardation at 550 nm is preferably close to 0.80 to 0.89.

[0004] As raw materials for manufacturing a retardation film and an optical element having a pattern of molecular orientation, various polymerizable liquid crystal low-molecular compounds have been developed. However, when manufacturing a retardation film, these polymerizable liquid crystal low-molecular compounds are applied onto an alignment film prepared in advance by rubbing treatment or photo-alignment treatment, and then cured by light, heat, etc. to form a film. That is, the step of forming an alignment film is indispensable (for example, Patent Document 1). Further, the polymerizable liquid crystal compound is manufactured by multi-step synthesis (for example, Patent Document 2).

Prior Art Documents

Patent Documents

[0005]

Patent Document 1

Patent Document 2

Summary of the Invention

Problems to be Solved by the Invention

[0006] As described in the above background art, when using a polymerizable liquid crystal low-molecular compound as a raw material for manufacturing a retardation film and an optical element having a pattern of molecular orientation, the step of forming a liquid crystal alignment film is indispensable, and it is difficult to say that it is advantageous in the manufacturing process of the retardation film and the optical element having a pattern of molecular orientation.

[0007] Further, the polymerizable liquid crystal low-molecular compound used as a raw material for manufacturing a retardation film and an optical element having a pattern of molecular orientation often requires multi-step synthesis, and is inferior in economy.

[0008] Therefore, in the present invention, an object is to provide a polymer for a retardation film that does not require an alignment film and can be formed by applying a polymer, and the inventors have conducted studies.

Means for Solving the Problems

[0009] As a result of intensive studies to solve the above problems, the present inventors have found that by using a polymer having a specific photoreactive structure and having a structure containing a polymerizable functional group at at least one of the ends of the polymer main chain, it is possible to form an optical element in which a retardation film and a pattern of molecular orientation are formed without requiring an alignment film, and have completed the present invention.

[0010] The present invention has been proposed based on such findings, and specifically has the following configuration. [1] A main-chain type polymer characterized by having a photoreactive structure in the polymer main chain and having a structure containing a polymerizable functional group at at least one of the ends of the polymer main chain. [2] The main-chain type polymer according to [1], wherein the photoreactive structure is a structure represented by the following chemical formula (1).

[0011] [Chemical formula]

[0012] [Here, in the chemical formula (1), R 0 , R 1 , R 2 , R 3 , and R 4 each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 8 carbon atoms, or a group represented by the following chemical formula (Z1).

[0013] [Chemical formula]

[0014] Here, Rz 3 and Rz 4 each 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 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, or condensed aromatic rings may have substituents. L 1 and L 2 may be the same or different and 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 polymer. 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, or condensed aromatic rings may have substituents. [3] The main-chain polymer according to [1] or [2]2, wherein at least one of the structures containing a polymerizable functional group at the end of the polymer main chain is represented by the following chemical formula (7).

[0015]

Chemical formula

[0016] [Here, L 17 , and L 18 each independently represents a single bond, an optionally substituted alkylene group having 1 to 4 carbon atoms, -O-, -C(=O)O-, -C(=O)-, or -NR a -C(=O)-. R a represents a hydrogen atom or an optionally substituted alkyl group having 1 to 20 carbon atoms. Sp 1 represents a single bond or an optionally branched alkylene group having 1 to 20 carbon atoms, and the hydrogen atoms contained in the alkylene group may be substituted with -OR b or a halogen atom, and each -CH2- contained in the alkylene group is independently -O-, -S-, -C(=O)O-, -C(=O)-, or -NR f-C(=O)- may be substituted, and the methine group contained in the alkylene group may be substituted with a nitrogen atom. R b , and R f may be the same as or different from each other, and each represents a hydrogen atom or an optionally substituted alkyl group having 1 to 20 carbon atoms. FG 1 represents a polymerizable group. [4] FG 1 is the main-chain polymer according to [3], wherein FG is a structure represented by the following structural formulas (Fg-1) to (Fg-30).

[0017]

Chemical formula

[0018] [5] FG 1 is the main-chain polymer according to [3], wherein FG is an acryloyl group, a methacryloyl group, an acryloyloxy group, a methacryloyloxy group or an epoxy group. [6] In the chemical formula (1), the main-chain polymer according to any one of [2] to [5], wherein Ar is any one of the following chemical formulas (Ar-1) to (Ar-7).

[0019]

Chemical formula

[0020] [Here, 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 represents a hydrogen atom or an alkyl group having 1 to 10 carbon atoms. ** represents the bonding position with other parts except Ar in the chemical formula (1). [7] The main-chain polymer according to any one of [1] to [6], wherein the photoreactive structural unit has a structure represented by the following chemical formulas (1-1-1) to (1-7-4).

[0021] [Chemical formula]

[0022] [Chemical formula]

[0023] [Chemical formula]

[0024] [Chemical formula]

[0025] [Chemical formula]

[0026] [Chemical formula]

[0027] [Chemical formula]

[0028] [8] The main-chain polymer according to any one of [1] to [7], further having at least one kind of a site represented by the following chemical formulas (2A), (2B), (2C), (2D), and (2F).

[0029] [Chemical formula]

[0030] In the above chemical formula (2A), ring C, ring D, and ring E each independently represent a ring selected from the group consisting of monocyclic aromatic rings, polycyclic aromatic rings, condensed aromatic rings, and aliphatic hydrocarbon rings, which have 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, condensed aromatic rings, and aliphatic hydrocarbon rings may have substituents. R 5 and R 6 may be the same or different and each represents a group selected from the group consisting of a hydrogen atom, an optionally substituted alkyl group having 1 to 20 carbon atoms, an optionally substituted cycloalkyl group having 3 to 8 carbon atoms, and an optionally substituted aromatic group having 3 to 12 carbon atoms. n is 0 or 1. L 3 and L 4 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.

[0031]

Chemical formula

[0032] In the above chemical formula (2B), L 9 and L 10 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.

[0033]

Chemical formula

[0034] In the above chemical formula (2C), X 9represents an optionally branched alkylene chain having 1 to 20 carbon atoms or a single bond. X 10 represents -O- or -N(R c ). X 11 represents -O- or -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 type polymer.

[0035]

Chemical formula

[0036] In the above chemical formula (2D), ring G represents a ring selected from the group consisting of a monocyclic aromatic ring, a polycyclic aromatic ring, a condensed aromatic ring, a spiro 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, spiro 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 type polymer.

[0037]

Chemical formula

[0038] [In the above chemical formula (2F), R 9 represents an alkylene group which may have a branch having 1 to 40 carbon atoms, and a hydrogen atom contained in the alkylene group may be substituted with -OR b or a halogen atom, and each -CH2- contained in the alkylene group may be independently -O-, -S-, -C(=O)O-, -C(=O)-, or -NR f -C(=O)-, and a methine group contained in the alkylene group may be substituted with a nitrogen atom. R b , and R f may be the same as or different from each other, and represent a hydrogen atom or an alkyl group having 1 to 20 carbon atoms which may be substituted. L 19 and L 20 may be the same as or different from each other, and represent a carbonyl group, an ester bond, an amide bond, an ether bond or a single bond. *** represents a bonding position with other structures in the main chain type polymer.] [9] A method for producing a main chain type polymer by reacting a raw material composition containing a dihydroxy compound represented by the following chemical formula (1’) and a compound represented by the following chemical formula (7’).

[0039]

Chemical formula

[0040] [Here, in the above chemical formula (1’), R 0 , R 1 , R 2 , R 3 , and R 4 each independently represent a hydrogen atom, a halogen atom, an alkyl group having 1 to 8 carbon atoms, or a group represented by the following chemical formula (Z1).

[0041]

Chemical formula

[0042] Here, Rz 3 and Rz 4 each independently represents a hydrogen atom, a halogen atom, or an alkyl group having 1 to 8 carbon atoms. Arz 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, or condensed aromatic rings may have substituents. 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, or condensed aromatic rings may have substituents.

[0043] [Chemical formula]

[0044] [Here, L 17 and L 18 each independently represents a single bond, an optionally substituted alkylene group having 1 to 4 carbon atoms, -O-, -C(=O)O-, -C(=O)-, or -NR a -C(=O)-. R a represents a hydrogen atom or an optionally substituted alkyl group having 1 to 20 carbon atoms. Sp 1 represents a single bond or an optionally branched alkylene group having 1 to 20 carbon atoms, and the hydrogen atoms contained in the alkylene group may be substituted with -OR b or a halogen atom, and the -CH2- contained in the alkylene group may each independently be substituted with -O-, -S-, -C(=O)O-, -C(=O)-, or -NR f -C(=O)-, and the methine group contained in the alkylene group may be substituted with a nitrogen atom. R b and R fmay be the same as or different from each other and represents a hydrogen atom or an optionally substituted alkyl group having 1 to 20 carbon atoms. FG 1 represents a polymerizable group. FG 2 represents a hydroxy group, an amino group, a carboxy group or a chlorocarbonyl group.

[10] In the above chemical formula (1’), Ar is any one selected from the group consisting of the groups represented by the following chemical formulas (Ar-1) to (Ar-7), the method for producing a main-chain type polymer according to [9].

[0045] [Chemical formula]

[0046] [Here, 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 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 represents a hydrogen atom or an alkyl group having 1 to 10 carbon atoms. ** represents the bonding position with the other part except Ar in the above chemical formula (1’).

[11] The method for producing a main-chain type polymer according to [9] or

[10] , wherein the chemical formula (1’) is any one of the following chemical formulas (1’-1-1) to (1’-7-4).

[0047] [Chemical formula]

[0048] [Chemical formula]

[0049]

Chem.

[0050]

Chem.

[0051]

Chem.

[0052]

Chem.

[0053]

Chem.

[0054]

[12] The method for producing a main-chain polymer according to any one of [9] to

[11] , wherein the raw material composition further contains at least one compound represented by the following chemical formulas (2”A), (2”B), (2”C), (2”D), and (2”F).

[0055]

Chem.

[0056] [In the above chemical formula (2”A), ring C, ring D, and ring E each independently represent 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, having 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. R 5 and R 6represents a group selected from the group consisting of a hydrogen atom, an optionally substituted alkyl group having 1 to 20 carbon atoms, an optionally substituted cycloalkyl group having 3 to 8 carbon atoms, and an optionally substituted aromatic group having 3 to 12 carbon atoms, which may be the same or different. Qn 1 , and Qn 2 represent, which may be the same or different, a hydroxy group, an amino group, a carboxy group or a chlorocarbonyl group. n is 0 or 1.]

[0057]

Chemical formula

[0058] [In the chemical formula (2”B), Qn 3 , and Qn 4 represent, which may be the same or different, a hydroxy group, an amino group, a carboxy group or a chlorocarbonyl group.]

[0059]

Chemical formula

[0060] [In the chemical formula (2”C), X 9 represents an optionally branched alkylene chain having 1 to 20 carbon atoms or a single bond. X 10 represents -O- or -N(R c )-. X 11 represents -O- or -N(R d )-. R c and R d represent, which may be the same or different, a hydrogen atom or an alkyl group having 1 to 10 carbon atoms. Qn 5 and Qn 6 represent, which may be the same or different, a hydroxy group, an amino group, a carboxy group or a chlorocarbonyl group.]

[0061] [Chemical formula]

[0062] [In the above chemical formula (2”D), ring G represents a ring selected from the group consisting of a monocyclic aromatic ring, a polycyclic aromatic ring, a condensed aromatic ring, a spiro ring, and an aliphatic hydrocarbon ring, the ring-constituting atoms of which are 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, spiro 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. Qn 7 and Qn 8 may be the same or different and each represents a hydroxy group, an amino group, a carboxy group, or a chlorocarbonyl group.

[0063] [Chemical formula]

[0064] [In the above chemical formula (2”F), R 9 represents an optionally branched alkylene group having 1 to 20 carbon atoms, in which the hydrogen atoms contained in the alkylene group may be substituted with -OR b or a halogen atom, and each -CH2- contained in the alkylene group may be independently substituted with -O-, -S-, -C(=O)O-, -C(=O)-, or -NR f -C(=O)-, and each methine group contained in the alkylene group may be substituted with a nitrogen atom. R b , and R f may be the same as or different from each other and each represents a hydrogen atom or an optionally substituted alkyl group having 1 to 20 carbon atoms. Qn 9 and Qn 10may be the same or different and represents a hydroxy group, an amino group, a carboxy group or a chlorocarbonyl group.

[13] An optical film made using the polymer according to any one of [1] to [8].

[14] The optical film according to

[13] , wherein the in-plane retardation (Re) measured at a wavelength of 589 nm is 1 nm or more.

[15] The optical film according to

[14] , which satisfies the following formula (I).

[0065] Re(450) ≦ Re(550) ··· (I) (Here, in formula (I), Re(450) represents the in-plane retardation value measured at a wavelength of 450 nm, and Re(550) represents the in-plane retardation value measured at a wavelength of 550 nm.)

[16] A method for producing an optical film containing the polymer according to any one of [1] to [8], wherein either polarized ultraviolet light or obliquely incident ultraviolet light is irradiated from the upper surface of the film, the lower surface of the film, or both surfaces of the film.

[17] The method for producing an optical film according to

[16] , wherein heat treatment is performed after ultraviolet irradiation.

[18] A multilayer film including the optical film according to

[13] .

[19] A circular polarizing plate including the optical film according to

[13] .

[20] A liquid crystal alignment film made of the optical film according to

[13] .

[21] A polymer composition containing the polymer according to any one of [1] to [8] and one or more additives.

[22] The polymer composition according to

[21] , wherein the additive is a polymerization initiator.

[23] An optical element made of the polymer according to any one of [1] to [8].

[24] A diffractive optical element made of the polymer according to any one of [1] to [8].

Embodiments for Carrying Out the Invention

[0066] Hereinafter, the present invention will be described in detail. The description of the constituent elements described below may be made based on typical embodiments or specific examples, but the present invention is not limited to such embodiments. In the present specification, a numerical range represented using "from" means a range including the numerical values described before and after "from" as the lower limit value and the upper limit value.

[0067] In the present specification, the structure within the range enclosed by square brackets in the polymer structure represents the repeating unit in the polymer structure.

[0068] In the present specification, the number described at the lower right of the square brackets in the polymer structure represents the content ratio of the repeating unit in the polymer structure.

[0069] In the present specification, the bonding direction of the exemplified divalent groups and chemical structures (for example, ester bonds and repeating units in the polymer structure) is not particularly limited within the chemically acceptable range.

[0070] The polymer of the present invention has a photoreactive structural unit A that exhibits photoreactivity in the polymer main chain, and is a main-chain type polymer containing a polymerizable functional group at at least one of the polymer main chain terminals (hereinafter, may be expressed as the polymer of the present invention).

[0071] Examples of the photoreactive structure of the polymer of the present invention include structures derived from chalcone, cinnamic acid, cinnamic acid ester, benzophenone, coumarin, cyclobutane, azobenzene, benzanilide, anthracene, stilbene, diarylethene, maleimide, and the like.

[0072] Preferred examples of the photoreactive structural unit A include the structure represented by the following chemical formula (1).

[0073]

Chemical formula

[0074] [In formula (1), R 0, R 1 , R 2 , R 3 , and R 4 each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 8 carbon atoms, or a group represented by the following chemical formula (Z1).

[0075] [Chemical formula]

[0076] [Rz 3 and Rz 4 each independently represents a hydrogen atom, a halogen atom, or an alkyl group having 1 to 8 carbon atoms. Arz represents a ring selected from the group consisting of a monocyclic aromatic ring, a polycyclic aromatic ring, and a condensed aromatic ring having atoms selected from the group consisting of a carbon atom, a nitrogen atom, an oxygen atom, and a sulfur atom as ring-constituting atoms, and these monocyclic aromatic rings, polycyclic aromatic rings, or condensed aromatic rings may have substituents. L 1 and L 2 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 a bonding position with other structures in the main-chain type polymer. Ar represents a ring selected from the group consisting of a monocyclic aromatic ring, a polycyclic aromatic ring, and a condensed aromatic ring having atoms selected from the group consisting of a carbon atom, a nitrogen atom, an oxygen atom, and a sulfur atom as ring-constituting atoms, and these monocyclic aromatic rings, polycyclic aromatic rings, and condensed aromatic rings may have substituents.] In formula (1), R 0 , R 1 , R 2 , R 3 , and R 4Each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 8 carbon atoms, or a group represented by the chemical formula (Z1). Examples of the halogen atom include a chlorine atom, a bromine atom, an iodine atom, and a fluorine 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.

[0077] In formula (Z1), Rz 3 and Rz 4 Each independently represents a hydrogen atom, a halogen atom, or an alkyl group having 1 to 8 carbon atoms. Examples of the halogen atom include a chlorine atom, a bromine atom, an iodine atom, and a fluorine 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.

[0078] In formula (Z1), Rz 3 and Rz 4 As, a hydrogen atom, a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group, a sec-butyl group, and a tert-butyl group are preferable in that the polymer of the present invention exhibits good optical properties, and a hydrogen atom, a methyl group, and an ethyl group are particularly preferable.

[0079] Arz represents a ring selected from the group consisting of a monocyclic aromatic ring, a polycyclic aromatic ring, and a condensed aromatic ring having an atom selected from the group consisting of a carbon atom, a nitrogen atom, an oxygen atom, and a sulfur atom as a ring-constituting atom, and these monocyclic aromatic rings, polycyclic aromatic rings, and condensed aromatic rings may have a substituent.

[0080] Examples of the monocyclic aromatic ring which may have a substituent and which has, as ring-constituting atoms, atoms selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms in Arz include benzene, pyridine, pyrazine, pyrimidine, pyridazine, furan, pyrrole, imidazole, thiophene, pyrazole, oxazole, isoxazole, thiazole, and triazole.

[0081] Examples of the polycyclic aromatic ring which may have a substituent and which has, as ring-constituting atoms, atoms selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms in Arz include biphenyl, terphenyl, bipyridine, bithiophene, and bifuran.

[0082] Examples of the condensed aromatic ring which may have a substituent and which has, as ring-constituting atoms, atoms selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms in Arz include naphthalene, anthracene, phenanthrene, quinoline, benzofuran, benzimidazole, benzothiophene, indole, indazole, benzoxazole, benzothiazole, and benzotriazole.

[0083] As Arz, a monocyclic aromatic ring which may have a substituent and which has, as ring-constituting atoms, atoms selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms is preferable in terms of easy availability. The aromatic ring is more preferably benzene, furan, thiophene, thiazole, or oxazole in that the polymer of the present invention exhibits good optical properties, and particularly preferably benzene or thiophene in that the polymer of the present invention exhibits better optical properties.

[0084] In formula (1), R 0 , R 1 , R 2 , R 3 , and R 4Examples of the group include a hydrogen atom, 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, and groups represented by the following chemical formulas (Z1-1) to (Z1-4). These groups are preferred in that the polymer of the present invention exhibits good optical properties, and a hydrogen atom, a methyl group, and an ethyl group are particularly preferred.

[0085] [Chemical formula]

[0086] In formula (1), L 1 , and L 2 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.

[0087] L 1 and L 2 are preferably a carbonyl group, an ester bond, or an ether bond.

[0088] In formula (1), Ar represents a ring selected from the group consisting of a monocyclic aromatic ring, a polycyclic aromatic ring, and a condensed aromatic ring, the ring-constituting atoms of which are selected from the group consisting of a carbon atom, a nitrogen atom, an oxygen atom, and a sulfur atom. These monocyclic aromatic rings, polycyclic aromatic rings, and condensed aromatic rings may have a substituent.

[0089] Here, examples of the substituent in the monocyclic aromatic ring, polycyclic aromatic ring, and condensed aromatic ring include an alkyl group having 1 to 8 carbon atoms, a halogen atom, an alkoxy group having 1 to 4 carbon atoms, and an acyl group having 2 to 4 carbon atoms.

[0090] 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.

[0091] Examples of the halogen atom include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom.

[0092] Examples of the alkoxy group having 1 to 4 carbon atoms include a methoxy group, an ethoxy group, a propyloxy group, an isopropyloxy group, a butyloxy group, an isobutyloxy group, a sec-butyloxy group, and a tert-butyloxy group.

[0093] Examples of the acyl group having 2 to 4 carbon atoms include an acetyl group, a propionyl group, and a butyryl group.

[0094] Examples of the monocyclic aromatic ring which may have a substituent and which has, as ring-constituting atoms, atoms selected from the group consisting of a carbon atom, a nitrogen atom, an oxygen atom, and a sulfur atom in Ar include benzene, pyridine, pyrazine, pyrimidine, pyridazine, furan, pyrrole, imidazole, thiophene, pyrazole, oxazole, isoxazole, thiazole, and triazole.

[0095] Examples of the polycyclic aromatic ring which may have a substituent and which has, as ring-constituting atoms, atoms selected from the group consisting of a carbon atom, a nitrogen atom, an oxygen atom, and a sulfur atom in Ar include biphenyl, terphenyl, bipyridine, bithiophene, and bifuran.

[0096] Examples of the condensed aromatic ring which may have a substituent and which has, as ring-constituting atoms, atoms selected from the group consisting of a carbon atom, a nitrogen atom, an oxygen atom, and a sulfur atom in Ar include naphthalene, anthracene, phenanthrene, quinoline, benzofuran, benzimidazole, benzothiophene, indole, indazole, benzoxazole, benzothiazole, and benzotriazole.

[0097] As Ar, from the viewpoint of easy availability, a monocyclic aromatic ring which may have a substituent and which has, as ring-constituting atoms, atoms selected from the group consisting of a carbon atom, a nitrogen atom, an oxygen atom, and a sulfur atom is preferable. The monocyclic aromatic ring is more preferably benzene, furan, thiophene, thiazole, or oxazole in that the polymer of the present invention exhibits good optical properties, and still more preferably benzene or thiophene in that the polymer of the present invention exhibits good optical properties.

[0098] Preferable examples of Ar include structures represented by the following chemical formulas (Ar-1) to (Ar-7).

[0099] [Chemical formula]

[0100] [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 represent 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 represents a hydrogen atom or an alkyl group having 1 to 10 carbon atoms. ** represents the bonding position with the other part except Ar in the chemical formula (1). In formulas (Ar-1) to (Ar-7), X 1 , X 2 , X 3 , X 4 , X 5 , X 6 , X 7 , and X 8each 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. 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. Examples of the alkoxy group having 1 to 6 carbon atoms include a methoxy group, an ethoxy group, a propyloxy group, an isopropyloxy group, a butyloxy group, and an isobutyloxy group. Examples of the halogen atom include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom. Examples of the alkylthio group having 1 to 6 carbon atoms include a methylthio group, an ethylthio group, a propylthio group, an isopropylthio group, a butylthio group, an isobutylthio group, a sec-butylthio group, a tert-butylthio group, a pentylthio group, and a hexylthio group. Examples of the dialkylamino group having 2 to 8 carbon atoms include a dimethylamino group, a diethylamino group, a dipropylamino group, and a dibutylamino group.

[0101] X 1 , X 2 , X 3 , X 4 , X 5 , X 6 , X 7 , and X 8 As the alkyl group, 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 is preferred in that the polymer of the present invention has excellent optical properties, and a hydrogen atom, a methyl group, a methoxy group, or a halogen atom is particularly preferred in that it is easily introduced.

[0102] In (Ar-1) to (Ar-7), R erepresents a hydrogen atom or an alkyl group having 1 to 10 carbon atoms. Examples of the alkyl group having 1 to 10 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, an octyl group, a nonyl group, and a decyl group.

[0103] R e is preferably a hydrogen atom, a methyl group, or an alkyl group having 1 to 4 carbon atoms in terms of excellent optical properties of the polymer of the present invention, and particularly preferably a hydrogen atom, a methyl group, an ethyl group, a propyl group, a butyl group, an isobutyl group, a sec-butyl group, or a tert-butyl group.

[0104] Specific examples of the photoreactive structural unit A represented by the general formula (1) include photoreactive structural units A represented by the following chemical formulas (1-1-1) to (1-7-4).

[0105]

Chemical formula

[0106]

Chemical formula

[0107]

Chemical formula

[0108]

Chemical formula

[0109]

Chemical formula

[0110]

Chemical formula

[0111] [Chemical formula]

[0112] [In formulas (1-1-1) to (1-7-4), L 1 and L 2 may be the same or different and 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.] Among these (1-1-1) to (1-7-4), preferably (1-1-1) to (1-2-11), (1-6-1) to (1-6-4), (1-7-1) to (1-7-4), and particularly preferably (1-2-1) to (1-2-8), (1-7-1) to (1-7-3).

[0113] Examples of the polymerizable functional group possessed by the polymer of the present invention include the structure represented by the following chemical formula (7).

[0114] [Chemical formula]

[0115] [L 17 , and L 18 each independently represents a single bond, an optionally substituted alkylene group having 1 to 4 carbon atoms, -O-, -C(=O)O-, -C(=O)- or -NR a -C(=O)-. R a represents a hydrogen atom or an optionally substituted alkyl group having 1 to 20 carbon atoms. Sp 1 represents a single bond or an optionally branched alkylene group having 1 to 20 carbon atoms, and the hydrogen atoms contained in the alkylene group may be substituted with -OR b or a halogen atom, and each -CH2- contained in the alkylene group is independently -O-, -S-, -C(=O)O-, -C(=O)-, or -NRf It may be substituted with —C(═O)—, and the methine group contained in the alkylene group may be substituted with a nitrogen atom. R b , and R f may be the same or different and represent a hydrogen atom or an optionally substituted alkyl group having 1 to 20 carbon atoms. FG 1 represents a polymerizable group.] In equation (7), L 17 and L 18 each independently represents a single bond, an optionally substituted alkylene group having 1 to 4 carbon atoms, —O—, —C(═O)O—, —C(═O)—, or —NR a represents -C(=O)-, and R b , and R f may be the same or different and represent a hydrogen atom or an optionally substituted alkyl group having 1 to 20 carbon atoms.

[0116] Examples of the alkylene group having 1 to 4 carbon atoms include a methylene group, an ethylene group, a propylene group, and a butylene group.

[0117] L 17 and L 18 As the alkyl group, -O-, -C(=O)O- and -C(=O)- are preferred.

[0118] In equation (7), Sp 1 represents a single bond or an alkylene group having 1 to 20 carbon atoms which may be branched, and a hydrogen atom contained in the alkylene group is -OR b or a halogen atom, and each —CH2— contained in the alkylene group is independently —O—, —S—, —C(═O)O—, —C(═O)—, or —NR f It may be substituted with —C(═O)—, and the methine group contained in the alkylene group may be substituted with a nitrogen atom.

[0119] Sp 1 Specific examples of the structure include the structures represented by the following chemical formulas (Sp1-1-1) to (Sp1-20-1).

[0120]

Chem.

[0121]

Chem.

[0122] Sp 1 Preferably has a structure represented by chemical formulas (Sp1-1-1) to (Sp1-6-1).

[0123] In formula (7), FG 1 represents a polymerizable group.

[0124] FG 1 Specific examples of FG include structures represented by the following chemical formulas (Fg-1) to (Fg-30).

[0125]

Chem.

[0126] FG 1 Preferably has a structure represented by chemical formulas (Fg-1) to (Fg-3), (Fg-7) to (Fg-13), and particularly preferably has a structure represented by chemical formulas (Fg-1) and (Fg-2).

[0127] As the structure represented by the chemical formula (7), compounds represented by the following chemical formulas (7-1) to (7-16) are preferred.

[0128]

Chem.

[0129] The polymer of the present invention preferably further has at least one repeating unit represented by the following chemical formulas (2A), (2B), (2C), (2D), (2F).

[0130] [Chemical formula]

[0131] In the above chemical formula (2A), ring C, ring D, and ring E each independently represent a ring selected from the group consisting of monocyclic aromatic rings, polycyclic aromatic rings, condensed aromatic rings, and aliphatic hydrocarbon rings, the ring-constituting atoms of which are selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms, and these monocyclic aromatic rings, polycyclic aromatic rings, condensed aromatic rings, and aliphatic hydrocarbon rings may have substituents. R 5 and R 6 may be the same or different and each represents a group selected from the group consisting of a hydrogen atom, an optionally substituted alkyl group having 1 to 20 carbon atoms, an optionally substituted cycloalkyl group having 3 to 8 carbon atoms, and an optionally substituted aromatic group having 3 to 12 carbon atoms. n is 0 or 1. L 3 and L 4 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 type polymer. In formula (2A), ring C, ring D, and ring E each independently represent a ring selected from the group consisting of monocyclic aromatic rings, polycyclic aromatic rings, condensed aromatic rings, and aliphatic hydrocarbon rings, the ring-constituting atoms of which are selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms, and these monocyclic aromatic rings, polycyclic aromatic rings, condensed aromatic rings, and aliphatic hydrocarbon rings may have substituents.

[0132] Specific examples of the monocyclic aromatic ring having substituents and having, as ring-constituting atoms, atoms selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms in ring C include benzene, pyridine, pyrazine, pyrimidine, pyridazine, furan, pyrrole, imidazole, thiophene, pyrazole, oxazole, isoxazole, thiazole, and triazole.

[0133] Examples of the carbon atom in ring C and the polycyclic aromatic ring which may have a substituent include biphenyl, terphenyl, bipyridine, bithiophene, and bifulan.

[0134] Examples of the condensed aromatic ring which may have a substituent and which has, as ring-constituting atoms, atoms selected from the group consisting of a carbon atom, a nitrogen atom, an oxygen atom, and a sulfur atom in ring C include naphthalene, anthracene, phenanthrene, quinoline, benzofuran, benzimidazole, benzothiophene, indole, indazole, benzoxazole, benzothiazole, and benzotriazole.

[0135] Specific examples of the aliphatic hydrocarbon ring which may have a substituent and which has, as ring-constituting atoms, atoms selected from the group consisting of a carbon atom, a nitrogen atom, an oxygen atom, and a sulfur atom in ring C include cyclopentane, cyclohexane, and tricyclo[5.2.1.0(2,6)]decane.

[0136] As ring C, from the viewpoint of easy availability, a monocyclic aromatic ring which may have a substituent and which has, as ring-constituting atoms, atoms selected from the group consisting of a carbon atom, a nitrogen atom, an oxygen atom, and a sulfur atom is preferable, and benzene is particularly preferable from the viewpoint of easy introduction.

[0137] In formula (2A), ring D 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 have, 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 ring, polycyclic aromatic ring, condensed aromatic ring, and aliphatic hydrocarbon ring may have a substituent.

[0138] Specific examples of ring D include the same ones as those of ring C, and a monocyclic aromatic ring which has, as ring-constituting atoms, atoms selected from the group consisting of a carbon atom, a nitrogen atom, an oxygen atom, and a sulfur atom is preferable, and benzene is particularly preferable from the viewpoint of easy introduction.

[0139] In formula (2A), ring E 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 atoms selected from the group consisting of a carbon atom, a nitrogen atom, an oxygen atom, and a sulfur atom as ring-constituting atoms, and these monocyclic aromatic rings, polycyclic aromatic rings, condensed aromatic rings, and aliphatic hydrocarbon rings may have substituents.

[0140] Specific examples of ring E include the same ones as those of ring C, and a monocyclic aromatic ring having atoms selected from the group consisting of a carbon atom, a nitrogen atom, an oxygen atom, and a sulfur atom as ring-constituting atoms is preferable, and benzene is particularly preferable in terms of easy introduction.

[0141] Here, examples of the substituents in the monocyclic aromatic ring, polycyclic aromatic ring, condensed aromatic ring, and aliphatic hydrocarbon ring include an alkyl group having 1 to 8 carbon atoms, a halogen atom, an alkoxy group having 1 to 4 carbon atoms, and an acyl group having 2 to 4 carbon atoms. 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. Examples of the halogen atom include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom. Examples of the alkoxy group having 1 to 4 carbon atoms include a methoxy group, an ethoxy group, a propyloxy group, an isopropyloxy group, a butyloxy group, an isobutyloxy group, a sec-butyloxy group, and a tert-butyloxy group. Examples of the acyl group having 2 to  4 carbon atoms include an acetyl group, a propionyl group, and a butyryl group.

[0142] In formula (2A), R 5 and R 6 may be the same or different and each represents a group selected from the group consisting of a hydrogen atom, an optionally substituted alkyl group having 1 to 20 carbon atoms, an optionally substituted cycloalkyl group having 3 to 8 carbon atoms, and an optionally substituted aromatic group having 3 to 12 carbon atoms.

[0143] Examples of the alkyl group having 1 to 20 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, an octyl group, a nonyl group, a decyl group, an icosyl group, and a dodecyl group. Among them, 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, and a dodecyl group are preferable, and a methyl group, an ethyl group, and a dodecyl group are particularly preferable in terms of easy introduction.

[0144] Examples of the cycloalkyl group having 3 to 8 carbon atoms include a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, and a cyclooctyl group.

[0145] Examples of the aromatic group having 3 to 12 carbon atoms include a phenyl group, a naphthyl group, a biphenylyl group, and a pyridyl group.

[0146]

Chemical formula

[0147] [In the chemical formula (2B), L 9 and L 10 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.

[0148]

Chemical formula

[0149] [In the chemical formula (2C), X 9 represents an optionally branched alkylene chain having 1 to 20 carbon atoms or a single bond. X 10 represents -O- or -N(R c )-. X 11 represents -O- or -N(R d ). R c , 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.

[0150]

Chemical formula

[0151] In the above chemical formula (2D), ring G represents a ring selected from the group consisting of a monocyclic aromatic ring, a polycyclic aromatic ring, a condensed-ring aromatic ring, a spiro ring and an aliphatic hydrocarbon ring, the ring-constituting atoms of which are 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-ring aromatic rings, spiro 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. In formula (2D), ring G each independently represents a ring selected from the group consisting of a monocyclic aromatic ring, a polycyclic aromatic ring, a condensed-ring aromatic ring, a spiro ring and an aliphatic hydrocarbon ring, the ring-constituting atoms of which are 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-ring aromatic rings, spiro rings and aliphatic hydrocarbon rings may have substituents.

[0152] Specific examples of the monocyclic aromatic ring which may have a substituent and has, as ring-constituting atoms, atoms selected from the group consisting of a carbon atom, a nitrogen atom, an oxygen atom, and a sulfur atom in ring G include benzene, pyridine, pyrazine, pyrimidine, pyridazine, furan, pyrrole, imidazole, thiophene, pyrazole, oxazole, isoxazole, thiazole, and triazole.

[0153] Examples of the polycyclic aromatic ring which may have a substituent and has, as ring-constituting atoms, atoms selected from the group consisting of a carbon atom, a nitrogen atom, an oxygen atom, and a sulfur atom in ring G include biphenyl, terphenyl, bipyridine, bithiophene, and bifulran.

[0154] Examples of the condensed aromatic ring which may have a substituent and has, as ring-constituting atoms, atoms selected from the group consisting of a carbon atom, a nitrogen atom, an oxygen atom, and a sulfur atom in ring G include naphthalene, anthracene, phenanthrene, quinoline, benzofuran, benzimidazole, benzothiophene, indole, indazole, benzoxazole, benzothiazole, and benzotriazole.

[0155] Examples of the spiro ring which may have a substituent and has, as ring-constituting atoms, atoms selected from the group consisting of a carbon atom, a nitrogen atom, an oxygen atom, and a sulfur atom in ring G include the structure represented by the following chemical formula (spiro1-1).

[0156]

Chemical formula

[0157] Examples of the aliphatic hydrocarbon ring which may have a substituent and has, as ring-constituting atoms, atoms selected from the group consisting of a carbon atom, a nitrogen atom, an oxygen atom, and a sulfur atom in ring G include cyclopropane, cyclopentane, cyclohexane, and tricyclo[5.2.1.0(2,6)]decane.

[0158] As the ring G, from the viewpoint of easy availability, a monocyclic aromatic ring or an aliphatic hydrocarbon ring having an atom selected from the group consisting of a carbon atom, a nitrogen atom, an oxygen atom, and a sulfur atom as a ring-constituting atom is preferable, and benzene, cyclohexane, and tricyclo[5.2.1.0(2,6)]decane are particularly preferable in terms of good optical properties.

[0159]

Chemical formula

[0160] [In the chemical formula (2F), R 9 represents an alkylene group which may be branched and has 1 to 40 carbon atoms, and a hydrogen atom contained in the alkylene group may be substituted with -OR b or a halogen atom, and each -CH2- contained in the alkylene group may be independently substituted with -O-, -S-, -C(=O)O-, -C(=O)-, or -NR f -C(=O)-, and a methine group contained in the alkylene group may be substituted with a nitrogen atom. R b , and R f may be the same as or different from each other, and represent a hydrogen atom or an alkyl group having 1 to 20 carbon atoms which may be substituted. L 19 and L 20 may be the same as or different from each other, and 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. Preferable examples of the repeating unit represented by the general formula (2A) include the repeating unit represented by the following chemical formula (2’A).

[0161]

Chemical formula

[0162] In the formula (2’A), ring C, R 5 , R6 , L 3 , L 4 , and n are the ring C, R in formula (2A), respectively 5 , R 6 , L 3 , L 4 , and are synonymous with n.

[0163] As specific examples of the repeating unit represented by the general formula (2A), the structures represented by the following chemical formulas (2A-1-1) to (2A-2-20) can be cited.

[0164] [Chemical formula]

[0165] [Chemical formula]

[0166] [Chemical formula]

[0167] [Chemical formula]

[0168] [Chemical formula]

[0169] [Chemical formula]

[0170] [In formulas (2A-1-1) to (2A-2-20), L 3 and L 4 may be the same or different and represent a carbonyl group, an ester bond, an amide bond, an ether bond, or a single bond.] Among these from (2A-1-1) to (2A-2-20), those preferably from (2A-1-1) to (2A-1-10), (2A-1-36) to (2A-1-40), (2A-1-51) to (2A-1-55), (2A-1-91) to (2A-1-105), (2A-2-1) to (2A-2-4) are preferred in that the monomers serving as raw materials for the polymer of the present invention are easy to synthesize, and those from (2A-1-1) to (2A-1-10), (2A-1-36) to (2A-1-40), (2A-1-91) to (2A-1-105), (2A-1-51) to (2A-1-55), (2A-1-104) are particularly preferred in that the polymers of the present invention have excellent optical properties.

[0171] As specific examples of the repeating unit represented by the general formula (2B), the structures represented by the following chemical formulas (2B-1) to (2B-3) can be cited.

[0172]

Chemical formula

[0173] Among these from (2B-1) to (2B-3), (2B-1) is preferred in that the polymers of the present invention have excellent optical properties.

[0174] As specific examples of the repeating unit represented by the general formula (2C), the structures represented by the following chemical formulas (2C-1-1) to (2C-2-23) can be cited.

[0175]

Chemical formula

[0176]

Chemical formula

[0177]

Chemical formula

[0178] Among these from (2C-1-1) to (2C-2-23), in terms of the excellent optical properties of the polymer of the present invention, (2C-1-6) to (2C-1-6), (2C-2-2) to (2C-2-6), and (2C-2-13) to (2C-2-19) are preferable.

[0179] As specific examples of the repeating unit represented by the general formula (2D), the structures represented by the following chemical formulas (2D-1-1) to (2D-14-1) can be cited.

[0180]

Chemical formula

[0181]

Chemical formula

[0182]

Chemical formula

[0183]

Chemical formula

[0184]

Chemical formula

[0185] Among these from (2D-1-1) to (2D-14-1), in terms of the excellent optical properties of the polymer of the present invention, (2D-1-1), (2D-2-1), (2D-3-1), (2D-7-3), (2D-7-4), (2D-7-6), (2D-8-1) to (2D-13-1), and (2D-14-1) are preferable.

[0186] As specific examples of the repeating unit represented by the general formula (2F), the repeating units represented by the following chemical formulas (2F-1-2-1) to (2F-1-33-1) can be cited.

[0187]

Chem.

[0188]

Chem.

[0189]

Chem.

[0190] Among these from (2F-1-2-1) to (2F-1-33-1), those from (2F-1-2-1) to (2F-1-12-1) are preferred.

[0191] Furthermore, for the purpose of adjusting the expressed physical properties, the polymer of the present invention may contain at least one kind of repeating unit represented by the following chemical formulas (5-1) to (5-13).

[0192]

Chem.

[0193] [In formulas (5-1) to (5-13), L 5 and L 6 may be the same or different and represent a carbonyl group, an ester bond, an amide bond, an ether bond or a single bond. n represents an integer from 4 to 500.] For the purpose of adjusting the expressed physical properties, the polymer of the present invention may contain the structures represented by the following chemical formulas (6-1) to (6-12).

[0194]

Chem.

[0195] [In formulas (6-1) to (6-17), L 7 and 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. Among these from (6-1) to (6-17), those from (6-1) to (6-12) are preferable in terms of the ease of synthesizing the monomers that are raw materials for the polymers of the present invention, and those from (6-1) to (6-8) are particularly preferable in terms of the excellent optical properties of the polymers of the present invention.

[0196] The terminal portion other than the structure represented by the chemical formula (7) at the polymer terminal of the present invention may contain an acyl group.

[0197] Examples of the acyl group include an acetyl group, a propanoyl group, a butanoyl group, a pentanoyl group, a hexanoyl group, an octanoyl group, a nonanoyl group, and a decanoyl group.

[0198] Specific examples of the polymer of the present invention include structures represented by the following chemical formulas (P0-1-1-1) to (P13-2-2-2).

[0199]

Chemical formula

[0200]

Chemical formula

[0201]

Chemical formula

[0202]

Chemical formula

[0203]

Chemical formula

[0204] [Chemistry]

[0205] [Chemistry]

[0206] [Chemistry]

[0207] [Chemistry]

[0208] [Chemistry]

[0209] [Chemistry]

[0210] [Chemistry]

[0211] [Chemistry]

[0212] In the polymer of the present invention, the content of the photoreactive structural unit A in the polymer is from 1 mol% to 50 mol%, preferably from 5 mol% to 45 mol%, more preferably from 20 mol% to 45 mol%.

[0213] In the polymer of the present invention, when it contains repeating units represented by (2A), (2B), (2C), (2D), and (2F), the content of the repeating units represented by (2A), (2B), (2C), (2D), and (2F) in the polymer is from 0.1 mol% to 99 mol%, preferably from 0.1 mol% to 70 mol%, and more preferably from 0.1 mol% to 60 mol%.

[0214] The weight average molecular weight of the polymer of the present invention is preferably 1,000 or more and 100,000 or less, and particularly preferably 1,100 or more and 50,000 or less.

[0215] The polymer of the present invention may contain a structure represented by the following chemical formula (X1) and / or (X2).

[0216]

Chemical formula

[0217] [In the above chemical formulas (X1) and (X2), R 1x , R 2x and R 3x each independently represents a hydrogen atom or an alkyl group having 1 to 8 carbon atoms. * represents the bonding position with other structures in the polymer. 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.] The polymer of the present invention can be produced by a production method in which a raw material composition containing a dihydroxy compound represented by the following chemical formula (1’) and a compound represented by the following chemical formula (7’) is reacted, and it is particularly preferable to contain and polymerize one or more selected from the group consisting of dicarboxylic acid dichloride and dicarboxylic acid in the raw material composition.

[0218]

Chemical formula

[0219] [Here, in the chemical formula (1’), R 0 , R 1 , R 2 , R 3 , and R 4 each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 8 carbon atoms, or a group represented by the following chemical formula (Z1).

[0220] [Chemical formula]

[0221] Rz 3 and Rz 4 each independently represents a hydrogen atom, a halogen atom, or an alkyl group having 1 to 8 carbon atoms. Arz 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, or condensed aromatic rings may have substituents. 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, or condensed aromatic rings may have substituents.

[0222] [Chemical formula]

[0223] [Here, L 17 , and L 18 each independently represents a single bond, an optionally substituted alkylene group having 1 to 4 carbon atoms, -O-, -C(=O)O-, -C(=O)-, or -NR a -C(=O)-. R arepresents a hydrogen atom or an optionally substituted alkyl group having 1 to 20 carbon atoms. Sp 1 represents a single bond or an optionally branched alkylene group having 1 to 20 carbon atoms, and the hydrogen atoms contained in the alkylene group are -OR b or may be substituted with a halogen atom, and each -CH2- contained in the alkylene group is independently -O-, -S-, -C(=O)O-, -C(=O)-, or -NR f -C(=O)- may be substituted, and the methine group contained in the alkylene group may be substituted with a nitrogen atom. R b , and R f may be the same as or different from each other and represent a hydrogen atom or an optionally substituted alkyl group having 1 to 20 carbon atoms. FG 1 represents a polymerizable group. FG 2 represents a hydroxy group, an amino group, a carboxy group, or a chlorocarbonyl group. In formula (1’), R 0 , R 1 , R 2 , R 3 , and R 4 each independently represent a hydrogen atom, a halogen atom, an alkyl group having 1 to 8 carbon atoms, or a group represented by formula (Z1). Examples of the halogen atom include a chlorine atom, a bromine atom, an iodine atom, and a fluorine 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.

[0224] In formula (Z1), Rz 3 , and Rz 4independently represents a hydrogen atom, a halogen atom, or an alkyl group having 1 to 8 carbon atoms. Examples of the halogen atom include a chlorine atom, a bromine atom, an iodine atom, and a fluorine 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.

[0225] In formula (Z1), Rz 3 and Rz 4 are preferably a hydrogen atom, a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group, a sec-butyl group, or a tert-butyl group in terms of the polymer of the present invention exhibiting good optical properties, and particularly preferably a hydrogen atom, a methyl group, or an ethyl group.

[0226] Arz 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.

[0227] Examples of the monocyclic 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 which may have substituents include benzene, pyridine, pyrazine, pyrimidine, pyridazine, furan, pyrrole, imidazole, thiophene, pyrazole, oxazole, isoxazole, thiazole, and triazole.

[0228] Examples of the polycyclic 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 which may have substituents include biphenyl, terphenyl, bipyridine, bithiophene, and bifuran.

[0229] Examples of the condensed aromatic ring which may have a substituent and has, as ring-constituting atoms, atoms selected from the group consisting of a carbon atom, a nitrogen atom, an oxygen atom, and a sulfur atom in Arz include naphthalene, anthracene, phenanthrene, quinoline, benzofuran, benzimidazole, benzothiophene, indole, indazole, benzoxazole, benzothiazole, and benzotriazole.

[0230] As Arz, from the viewpoint of easy availability, a monocyclic aromatic ring which may have a substituent and has, as ring-constituting atoms, atoms selected from the group consisting of a carbon atom, a nitrogen atom, an oxygen atom, and a sulfur atom is preferable. The monocyclic aromatic ring is more preferably benzene, furan, thiophene, thiazole, or oxazole in terms of the polymer of the present invention exhibiting good optical properties, and particularly preferably benzene or thiophene in terms of the polymer of the present invention exhibiting better optical properties.

[0231] R 0 、R 1 、R 2 、R 3 、and R 4 are preferably a hydrogen atom, 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, or groups represented by the following chemical formulas (Z1-1) to (Z1-4) in terms of excellent optical properties after being introduced into the polymer of the present invention, and particularly preferably a hydrogen atom, a methyl group, or an ethyl group in terms of easy introduction.

[0232]

Chemical formula

[0233] Ar represents a ring selected from the group consisting of a monocyclic aromatic ring, a polycyclic aromatic ring, and a condensed aromatic ring, which has an atom selected from the group consisting of a carbon atom, a nitrogen atom, an oxygen atom, and a sulfur atom as a ring-constituting atom. These monocyclic aromatic rings, polycyclic aromatic rings, or condensed aromatic rings may have a substituent, and any aromatic ring selected from the group consisting of the groups represented by the following chemical formulas (Ar-1) to (Ar-7) is preferable.

[0234]

Chemical formula

[0235] [Here, 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 represents a hydrogen atom or an alkyl group having 1 to 10 carbon atoms. * represents the bonding position with the other part except Ar in the chemical formula (1’).] (In (Ar-1) to (Ar-7), X 1 , X 2 , X 3 , X 4 , X 5 , X 6 , X 7 , and X 8each 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. 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. Examples of the alkoxy group having 1 to 6 carbon atoms include a methoxy group, an ethoxy group, a propyloxy group, an isopropyloxy group, a butyloxy group, and an isobutyloxy group. Examples of the halogen atom include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom. Examples of the alkylthio group having 1 to 6 carbon atoms include a methylthio group, an ethylthio group, a propylthio group, an isopropylthio group, a butylthio group, an isobutylthio group, a sec-butylthio group, a tert-butylthio group, a pentylthio group, and a hexylthio group. Examples of the dialkylamino group having 2 to 8 carbon atoms include a dimethylamino group, a diethylamino group, a dipropylamino group, and a dibutylamino group.

[0236] X 1 , X 2 , X 3 , X 4 , X 5 , X 6 , X 7 , and X 8 As the substituent, 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 is preferred in terms of excellent optical properties after being introduced into the polymer of the present invention, and a hydrogen atom, a methyl group, a methoxy group, or a halogen atom is particularly preferred in terms of ease of introduction.

[0237] The dihydroxy compound represented by the chemical formula (1') is preferably a dihydroxy compound represented by the following chemical formulas (1'-1-1) to (1'-7-4).

[0238]

Chem.

[0239]

Chem.

[0240]

Chem.

[0241]

Chem.

[0242]

Chem.

[0243]

Chem.

[0244]

Chem.

[0245] Among these (1’-1-1) to (1’-7-4), preferably (1’-2-1) to (1’-2-11), (1’-6-1) to (1’-6-4), (1’-7-1) to (1’-7-4), and particularly preferably (1’-2-1) to (1’-2-6), (1’-2-1) to (1’-2-11), (1’-6-2) to (1’-6-3), (1’-7-2).

[0246] In formula (7’), L 17 , and L 18 each independently represents a single bond, an optionally substituted alkylene group having 1 to 4 carbon atoms, -O-, -C(=O)O-, -C(=O)- or -NR a -C(=O)-, and R arepresents a hydrogen atom or an optionally substituted alkyl group having 1 to 20 carbon atoms.

[0247] In formula (7’), Sp 1 represents a single bond or an optionally branched alkylene group having 1 to 20 carbon atoms, and the hydrogen atoms contained in the alkylene group may be substituted with -OR b or a halogen atom, and each -CH2- contained in the alkylene group may independently be -O-, -S-, -C(=O)O-, -C(=O)-, or -NR f -C(=O)-, and the methine groups contained in the alkylene group may be substituted with a nitrogen atom, and R b , and R f may be the same as or different from each other and represent a hydrogen atom or an optionally substituted alkyl group having 1 to 20 carbon atoms, and R b , and R f may be the same as or different from each other and represent a hydrogen atom or an optionally substituted alkyl group having 1 to 20 carbon atoms.

[0248] Sp 1 Specific examples of Sp

[0249]

Chemical formula

[0250]

Chemical formula

[0251] Sp 1 is preferably a structure represented by chemical formulas (Sp1-1-1) to (Sp1-6-1).

[0252] In formula (7’), FG 1 represents a polymerizable group.

[0253] FG 1Specific examples thereof include structures represented by the following chemical formulas (Fg-1) to (Fg-30).

[0254]

Chem.

[0255] FG 1 Among them, structures represented by chemical formulas (Fg-1) to (Fg-3), (Fg-7) to (Fg-13) are preferred, and structures represented by chemical formulas (Fg-1) and (Fg-2) are particularly preferred.

[0256] In formula (7’), FG 2 represents a hydroxy group, an amino group, a carboxy group or a chlorocarbonyl group.

[0257] As the compound represented by the chemical formula (7’), compounds represented by the following chemical formulas (7’-1) to (7’-13) are preferred.

[0258]

Chem.

[0259] In the method for producing the polymer of the present invention, the compound represented by the chemical formula (7’) is preferably used in an amount of 1 to 90 mol%, more preferably 1 to 40 mol%, based on the total amount of monomers used in the method for producing the polymer of the present invention.

[0260] In the method for producing the polymer of the present invention, dicarboxylic acid or dicarboxylic acid chloride may be used as a raw material.

[0261] Examples of the dicarboxylic acid include aliphatic polyvalent carboxylic acids (specifically, saturated polyvalent carboxylic acids having 2 to 20 carbon atoms such as oxalic acid, malonic acid, succinic acid, glutaric acid, adipic acid, and sebacic acid, and unsaturated polyvalent carboxylic acids such as maleic acid, fumaric acid, and itaconic acid), alicyclic polyvalent carboxylic acids (cyclobutanedicarboxylic acid, trans-1,4-cyclohexanedicarboxylic acid, cis-1,4-cyclohexanedicarboxylic acid), and aromatic polyvalent carboxylic acids (terephthalic acid, isophthalic acid, orthophthalic acid, 4,4'-biphenyldicarboxylic acid, 4,4'-oxybis(benzoic acid), 2,5-furandicarboxylic acid).

[0262] Examples of the dicarboxylic acid dichloride include saturated carboxylic acid dichlorides having 2 to 20 carbon atoms such as oxalic acid dichloride, malonic acid dichloride, succinic acid dichloride, glutaric acid dichloride, adipic acid dichloride, and sebacic acid dichloride, unsaturated polyvalent carboxylic 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 polyvalent carboxylic acid dichlorides such as terephthalic acid dichloride, isophthalic acid dichloride, orthophthalic acid dichloride, 4,4'-biphenyldicarboxylic acid dichloride, 4,4'-oxybis(benzoyl chloride), and 2,5-furandicarboxylic acid dichloride.

[0263] In the method for producing the polymer of the present invention, it is preferable to further include a compound represented by the following chemical formulas (2"A), (2"B), (2"C), (2"D), and (2"F) in the raw material composition and polymerize them.

[0264]

Chemical formula

[0265] In the formula (2"A), ring C, ring D, and ring E each independently represent 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, having 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. R 5 and R 6 may be the same or different and each represents a group selected from the group consisting of a hydrogen atom, an optionally substituted alkyl group having 1 to 20 carbon atoms, an optionally substituted cycloalkyl group having 3 to 8 carbon atoms, and an optionally substituted aromatic group having 3 to 12 carbon atoms. Qn 1 and Qn 2 may be the same or different and each represents a hydroxy group, an amino group, a carboxy group, or a chlorocarbonyl group. n is 0 or 1. In formula (2"A), ring C, ring D, and ring E each independently represent 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, having 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.

[0266] Specific examples of the monocyclic aromatic ring having ring-constituting atoms selected from the group consisting of a carbon atom, a nitrogen atom, an oxygen atom, and a sulfur atom in ring C and optionally having substituents include benzene, pyridine, pyrazine, pyrimidine, pyridazine, furan, pyrrole, imidazole, thiophene, pyrazole, oxazole, isoxazole, thiazole, and triazole.

[0267] Specific examples of the polycyclic aromatic ring having ring-constituting atoms selected from the group consisting of a carbon atom, a nitrogen atom, an oxygen atom, and a sulfur atom in ring C and optionally having substituents include biphenyl, terphenyl, bipyridine, bithiophene, and bifulran.

[0268] Examples of the condensed aromatic ring which may have a substituent and has, as ring-constituting atoms, atoms selected from the group consisting of a carbon atom, a nitrogen atom, an oxygen atom, and a sulfur atom in ring C include naphthalene, anthracene, phenanthrene, quinoline, benzofuran, benzimidazole, benzothiophene, indole, indazole, benzoxazole, benzothiazole, and benzotriazole.

[0269] Specific examples of the aliphatic hydrocarbon ring which may have a substituent and has, as ring-constituting atoms, atoms selected from the group consisting of a carbon atom, a nitrogen atom, an oxygen atom, and a sulfur atom in ring C include cyclopentane, cyclohexane, and tricyclo[5.2.1.0(2,6)]decane.

[0270] As ring C, a monocyclic 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 is preferable in terms of easy availability, and benzene is particularly preferable in terms of easy introduction.

[0271] In formula (2"A), ring D 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 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 ring, polycyclic aromatic ring, condensed aromatic ring, and aliphatic hydrocarbon may have a substituent.

[0272] Specific examples of ring D include those similar to ring C in terms of easy introduction, and a monocyclic 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 is preferable, and benzene is particularly preferable in terms of easy introduction.

[0273] In formula (2”A), ring E 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 ring, polycyclic aromatic ring, condensed aromatic ring, and aliphatic hydrocarbon ring may have substituents.

[0274] Specific examples of ring E include the same ones as those of ring C, and a monocyclic aromatic ring having ring-constituting atoms selected from the group consisting of a carbon atom, a nitrogen atom, an oxygen atom, and a sulfur atom is preferable in terms of easy introduction, and benzene is particularly preferable in terms of easy introduction.

[0275] Here, examples of the substituents in the monocyclic aromatic ring, polycyclic aromatic ring, condensed aromatic ring, and aliphatic hydrocarbon ring include an alkyl group having 1 to 8 carbon atoms, a halogen atom, an alkoxy group having 1 to 4 carbon atoms, and an acyl group having 2 to 4 carbon atoms. 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. Examples of the halogen atom include a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom. Examples of the alkoxy group having 1 to 4 carbon atoms include a methoxy group, an ethoxy group, a propyloxy group, an isopropyloxy group, a butyloxy group, an isobutyloxy group, a sec-butyloxy group, and a tert-butyloxy group. Examples of the acyl group having 2 to 4 carbon atoms include an acetyl group, a propionyl group, and a butyryl group.

[0276] In formula (2”A), R 5 and R 6 may be the same or different and each represents a group selected from the group consisting of a hydrogen atom, an optionally substituted alkyl group having 1 to 20 carbon atoms, an optionally substituted cycloalkyl group having 3 to 8 carbon atoms, and an optionally substituted aromatic group having 3 to 12 carbon atoms.

[0277] Examples of the alkyl group having 1 to 20 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, an octyl group, a nonyl group, a decyl group, and an icosyl group. Among them, a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, an isobutyl group, a sec-butyl group, and a tert-butyl group are preferable in terms of excellent optical properties after being introduced into the polymer of the present invention, and a methyl group and an ethyl group are particularly preferable in terms of easy introduction.

[0278] Examples of the cycloalkyl group having 3 to 8 carbon atoms include a cyclopropyl group, a cyclobutyl group, a cyclopentyl group, a cyclohexyl group, a cycloheptyl group, and a cyclooctyl group.

[0279] Examples of the aromatic group having 3 to 12 carbon atoms include a phenyl group, a naphthyl group, a biphenylyl group, and a pyridyl group.

[0280] In formula (2”A), Qn 1 and Qn 2 may be the same or different and each represents a hydroxy group, an amino group, a carboxy group or a chlorocarbonyl group.

[0281]

Chemical formula

[0282] [In the chemical formula (2”B), Qn 3 and Qn 4 may be the same or different and each represents a hydroxy group, an amino group, a carboxy group or a chlorocarbonyl group.]

[0283]

Chemical formula

[0284] [In the chemical formula (2”C), X 9represents an optionally branched alkylene chain having 1 to 20 carbon atoms or a single bond. X 10 represents -O- or -N(R c ). X 11 represents -O- or -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. Qn 5 and Qn 6 may be the same or different and each represents a hydroxy group, an amino group, a carboxy group or a chlorocarbonyl group.

[0285]

Chemical formula

[0286] [In the chemical formula (2”D), ring G represents a ring selected from the group consisting of a monocyclic aromatic ring, a polycyclic aromatic ring, a condensed aromatic ring, a spiro 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, spiro 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. Qn 7 and Qn 8 may be the same or different and each represents a hydroxy group, an amino group, a carboxy group or a chlorocarbonyl group. In formula (2”D), ring G represents a ring selected from the group consisting of a monocyclic aromatic ring, a polycyclic aromatic ring, a condensed aromatic ring, a spiro 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, spiro rings and aliphatic hydrocarbon rings may have substituents.

[0287] Specific examples of the monocyclic aromatic ring which may have a substituent and which has, as ring-constituting atoms, atoms selected from the group consisting of a carbon atom, a nitrogen atom, an oxygen atom, and a sulfur atom in ring G include benzene, pyridine, pyrazine, pyrimidine, pyridazine, furan, pyrrole, imidazole, thiophene, pyrazole, oxazole, isoxazole, thiazole, and triazole.

[0288] Examples of the polycyclic aromatic ring which may have a substituent and which has, as ring-constituting atoms, atoms selected from the group consisting of a carbon atom, a nitrogen atom, an oxygen atom, and a sulfur atom in ring G include biphenyl, terphenyl, bipyridine, bithiophene, and bifulran.

[0289] Examples of the condensed aromatic ring which may have a substituent and which has, as ring-constituting atoms, atoms selected from the group consisting of a carbon atom, a nitrogen atom, an oxygen atom, and a sulfur atom in ring G include naphthalene, anthracene, phenanthrene, quinoline, benzofuran, benzimidazole, benzothiophene, indole, indazole, benzoxazole, benzothiazole, and benzotriazole.

[0290] Examples of the spiro ring which may have a substituent and which has, as ring-constituting atoms, atoms selected from the group consisting of a carbon atom, a nitrogen atom, an oxygen atom, and a sulfur atom in ring G include the structure represented by the following chemical formula (spiro1-1).

[0291]

Chemical formula

[0292] Examples of the aliphatic hydrocarbon ring which may have a substituent and which has, as ring-constituting atoms, atoms selected from the group consisting of a carbon atom, a nitrogen atom, an oxygen atom, and a sulfur atom in ring G include cyclopentane, cyclohexane, and tricyclo[5.2.1.0(2,6)]decane.

[0293] As the ring G, a monocyclic aromatic ring or an aliphatic hydrocarbon ring having an atom selected from the group consisting of a carbon atom, a nitrogen atom, an oxygen atom, and a sulfur atom as a ring-constituting atom is preferable in terms of easy availability, and benzene, cyclohexane, and tricyclo[5.2.1.0(2,6)]decane are particularly preferable in terms of good optical properties of the polymer.

[0294] [Chemical formula]

[0295] [In the chemical formula (2”F), R 9 represents an alkylene group which may be branched and has 1 to 20 carbon atoms, and a hydrogen atom contained in the alkylene group may be substituted with -OR b or a halogen atom, and each -CH2- contained in the alkylene group may be independently substituted with -O-, -S-, -C(=O)O-, -C(=O)-, or -NR f -C(=O)-, and a methine group contained in the alkylene group may be substituted with a nitrogen atom. Qn 9 and Qn 10 may be the same or different and represent a hydroxy group, an amino group, a carboxy group or a chlorocarbonyl group. Specific examples of the compound represented by the formula (2”A) include structures represented by the following chemical formulas (2”A-1-1) to (2”A-2-20).

[0296] [Chemical formula]

[0297] [Chemical formula]

[0298] [Chemical formula]

[0299] [Chemical]

[0300] [Chemical]

[0301] [Chemical]

[0302] [Among formulas (2”A-1-1) to (2”A-2-20), Qn 1 and Qn 2 may be the same or different and each represents a hydroxy group, an amino group, a carboxy group or a chlorocarbonyl group.] Among these formulas (2”A-1-1) to (2”A-2-20), those from (2”A-1-1) to (2”A-1-10), (2”A-1-36) to (2”A-1-40), (2”A-1-51) to (2”A-1-55), (2”A-1-95) to (2”A-1-105), and (2”A-2-1) to (2”A-2-4) are preferable in terms of ease of synthesizing the polymer of the present invention, and those from (2”A-1-1) to (2”A-1-10), (2”A-1-36) to (2”A-1-40), and (2”A-1-51) to (2”A-1-55) are particularly preferable in terms of the excellent optical properties of the polymer of the present invention.

[0303] Specific examples of the compound represented by formula (2”B) include structures represented by the following chemical formulas (2”B-1) to (2”B-2).

[0304] [Chemical]

[0305] Among these formulas (2”B-1) to (2”B-2), (2”B-1) is preferable in terms of the excellent optical properties of the polymer of the present invention.

[0306] Specific examples of the compound represented by the formula (2”C) include structures represented by the following chemical formulas (2”C-1-1) to (2”C-2-23).

[0307]

Chemical formula

[0308]

Chemical formula

[0309]

Chemical formula

[0310] Among these from (2”C-1-1) to (2”C-2-23), (2”C-1-4) to (2”C-1-8) and (2”C-2-1) to (2”C-2-23) are preferred in terms of the excellent optical properties of the polymer of the present invention.

[0311] Specific examples of the compound represented by the formula (2”D) include structures represented by the following chemical formulas (2”D-1-1) to (2”D-14-1).

[0312]

Chemical formula

[0313]

Chemical formula

[0314]

Chemical formula

[0315]

Chemical formula

[0316] Among these from (2”D-1-1) to (2”D-14-1), (2”D-1-1), (2”D-2-1), (2”D-3-1), (2”D-3-1), (2”D-4-3), (2”D-7-3), (2”D-7-4), (2”D-7-4) to (2”D-13-1), (2”D-14-1) are preferable in terms of the excellent optical properties of the polymer of the present invention.

[0317] Specific examples of the compound represented by formula (2”F) include structures represented by the following chemical formulas (2”F-1-2-1) to (2”F-33-1).

[0318]

Chemical formula

[0319]

Chemical formula

[0320]

Chemical formula

[0321] Among these from (2F-1-2-1) to (2F-1-33-1), (2F-1-2-1) to (2F-1-12-1) are preferable.

[0322] For the production method of the polymer of the present invention, a polyhydric hydroxy compound may be used as a raw material for the purpose of adjusting the physical properties of the polymer to be produced.

[0323] Examples of the polyhydric hydroxy compound 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, 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, 2,5-bis(1,1,3,3-tetramethylbutyl)hydroquinone, 4,4'-dihydroxybiphenyl, vanillyl alcohol, furandimethanol, 2,2-bis(4-hydroxyphenyl)propane, 4,4'-(1,3-dimethylbutylidene)diphenol, 6,6'-dihydroxy-4,4,4',4',7,7'-hexamethyl-2,2'-spirobichroman, tricyclodecanedimethanol, 2,2'-dihydroxydiphenyl ether, 4,4'-methylenebis(2,6-dimethylphenol), 3,3',5,5'-tetramethylbiphenyl-4,4'-diol, 1,1-bis(4-hydroxyphenyl)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-dihydroxybenzobornane, 2-benzyloxy-1,3-propanediol, 4,4'-dihydroxybenzophenone, 4,4'-dihydroxydiphenyl 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'-spirobichroman, 1,4-bis(hydroxymethyl)-2,3,5,6-tetramethylbenzene, 4,4'-ethylidenebisphenol, cyclohexanedimethanol, polyethylene glycol, 1,3-adamantanediol, 1-hydroxy-3-(hydroxymethyl)adamantane, 2,7-dihydroxy-9H-fluoren-9-one, divalent hydroxy compounds of polyethylene glycols with 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, tetravalent hydroxy compounds of pentaerythritol, and various saccharides as other polyhydric hydroxy compounds are mentioned.,

[0324] In the method for producing the polymer of the present invention, for the purpose of adjusting the physical properties of the resulting polymer, compounds represented by the following chemical formulas (6”-1-DH) to (6”-17-DH) may be copolymerized.

[0325]

Chemical formula

[0326] In the method for producing the polymer of the present invention, the polymerization method is not particularly limited, and examples thereof include polymerization methods known in the art, such as an interfacial polymerization method and a solution polymerization method.

[0327] Examples of the interfacial polymerization method include a method of performing interfacial polymerization in a two-layer system of water and an organic solvent.

[0328] When performing interfacial polymerization in a two-layer system of water and an organic solvent, it is preferable to use a phase transfer catalyst and a base for the purpose of accelerating the reaction.

[0329] Examples of the phase transfer catalyst include ammonium salts such as benzyltriethylammonium chloride, benzyltriethylammonium bromide, tetrabutylammonium chloride, tetrabutylammonium bromide, tetraamylammonium chloride, tetraamylammonium bromide, tetraheptylammonium chloride, tetraheptylammonium bromide, dimethyldipalmitylammonium chloride, dimethyldipalmitylammonium bromide; phosphonium salts such as tetraethylphosphonium chloride, tetraethylphosphonium bromide, tributylhexylphosphonium chloride, tributylhexylphosphonium bromide, tetra-n-octylphosphonium chloride, tetra-n-octylphosphonium bromide, tributyl-n-octylphosphonium chloride, tributyl-n-octylphosphonium bromide, tetrabutylphosphonium chloride, tetrabutylphosphonium bromide, tetraphenylphosphonium bromide, and tetraphenylphosphonium chloride.

[0330] Examples of the base include alkali metal hydroxides such as sodium hydroxide and potassium hydroxide, alkali metal carbonates such as sodium carbonate and potassium carbonate, alkali metal hydrides such as sodium hydride, alkali metal alkoxides such as sodium methoxide and sodium ethoxide, and tetrabutylammonium hydroxide.

[0331] The reaction temperature of the interfacial polymerization is preferably -30°C or higher and 50°C or lower, particularly preferably 0°C or higher and 40°C or lower, and the reaction time is preferably 30 minutes or longer and 24 hours or shorter.

[0332] As the organic solvent used in the interfacial polymerization, any organic solvent that does not harm the reaction can be used. For example, ether solvents such as diethyl ether, diisopropyl ether, cyclopentyl methyl ether, and dimethoxyethane; aromatic solvents such as benzene, toluene, xylene, chlorobenzene, and dichlorobenzene; halogen solvents such as dichloromethane, chloroform, and carbon tetrachloride can be exemplified. These solvents may be used alone or in admixture of two or more in any ratio.

[0333] Examples of the solution polymerization method include a method using a condensing agent in an organic solvent.

[0334] As the organic solvent used in the solution polymerization method, any organic solvent that does not harm the reaction can be used. For example, ether solvents such as dioxane, THF, diethyl ether, diisopropyl ether, cyclopentyl methyl ether, and dimethoxyethane; aromatic solvents such as benzene, toluene, xylene, chlorobenzene, dichlorobenzene, and pyridine; halogen solvents such as dichloromethane, chloroform, and carbon tetrachloride; amide solvents such as N,N-dimethylformamide, N,N-dimethylacetamide, and NMP; ester solvents such as ethyl acetate and butyl acetate; etc. can be exemplified. These solvents may be used alone or in admixture of two or more in any ratio.

[0335] Examples of the condensing agent used in the solution polycondensation method 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-ethylcarbodiimide methiodide. 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 bond-forming condensing agents may be used.

[0336] The reaction temperature in the solution polycondensation method is preferably -30°C or higher and 90°C or lower, particularly preferably 0°C or higher and 60°C or lower. The reaction time is preferably 30 minutes or longer and 24 hours or shorter.

[0337] In the solution polycondensation method, in order to allow the reaction to proceed smoothly, it is preferable to carry out the reaction by adding a base.

[0338] Examples of the base to be used include organic bases, inorganic bases, organometallic compounds, metal alkoxides, and metal amides.

[0339] Examples of the organic base include triethylamine, tributylamine, diisopropylethylamine, pyridine, 4-dimethylaminopyridine, piperidine, piperazine, pyrrolidine, morpholine, N-methylmorpholine, imidazole, and N-methylimidazole.

[0340] Examples of inorganic bases include lithium hydroxide, sodium hydroxide, potassium hydroxide, calcium hydroxide, lithium carbonate, sodium carbonate, potassium carbonate, cesium carbonate, sodium hydrogen carbonate, potassium hydrogen carbonate, sodium hydride, and potassium hydride.

[0341] Examples of organometallic compounds include normal butyllithium, sec-butyllithium, tert-butyllithium, and phenyllithium.

[0342] Examples of metal alkoxides include sodium methoxide, sodium ethoxide, sodium tert-butoxide, and potassium tert-butoxide.

[0343] Examples of metal amides include lithium amide, sodium amide, lithium diisopropylamide, lithium hexamethyldisilazide, sodium hexamethyldisilazide, and potassium hexamethyldisilazide.

[0344] Among the bases, organic bases are preferred in terms of the reaction proceeding favorably and being inexpensive. Triethylamine, tributylamine, diisopropylethylamine, pyridine, 4-dimethylaminopyridine, piperidine, piperazine, and pyrrolidine are more preferred.

[0345] The amount of the base used is not particularly limited, and it may be used based on the amount of the solvent.

[0346] Depending on its properties, the base may be used as a liquid, granular, particulate, or solid powder. Further, their solutions can also be used, and their concentration is not particularly limited.

[0347] The polymer of the present invention can be used as an optical film.

[0348] The optical film of the present invention can satisfy the following formula (I).

[0349] Re(450)≦Re(550) ··· (I) (Here, in formula (I), Re(450) represents the in-plane retardation value measured at a wavelength of 450 nm, and Re(550) represents the in-plane retardation value measured at a wavelength of 550 nm.) Satisfying the formula (I) is synonymous with satisfying the following formula (II).

[0350] Re(450) / Re(550) ≦ 1 ··· (II) (Here, in formula (II), Re(450) represents the in-plane retardation value measured at a wavelength of 450 nm, and Re(550) represents the in-plane retardation value measured at a wavelength of 550 nm.) The optical film of the present invention can be used with a film thickness according to the purpose, preferably 1 to 20 μm, and more preferably 10 μm or less.

[0351] There is no particular limitation on the method for manufacturing the optical film of the present invention. For example, a melt film-forming method and a solution casting method can be mentioned.

[0352] Specifically, the melt film-forming method includes a melt extrusion method using a T-die, a calendar forming method, a hot press method, a coextrusion method, a co-melting method, a multilayer extrusion, and an inflation forming method, and is not particularly limited.

[0353] The solution casting method is a method of obtaining a film by casting a solution (hereinafter sometimes referred to as a "dope for casting") in which a polymer (hereinafter sometimes also referred to as a polymer) is dissolved in a solvent onto a support substrate and then removing the solvent by heating. At that time, as a method of casting the dope for casting onto the support substrate, a spin coating method, a T-die method, a doctor blade method, a bar coater method, a roll coater method, and a lip coater method are used. Particularly industrially, the T-die method of continuously extruding the dope for casting from a die onto a belt-shaped or drum-shaped support substrate is the most common. Examples of the support substrate used include a glass substrate such as a quartz glass substrate, a metal substrate such as stainless steel or a ferrotype, and a film of polyethylene terephthalate.

[0354] The optical film of the present invention may contain at least one surfactant in order to reduce film thickness unevenness. Examples of the surfactant include alkyl carboxylates, alkyl phosphates, alkyl sulfonates, fluoroalkyl carboxylates, fluoroalkyl phosphates, fluoroalkyl sulfonates, polyoxyethylene derivatives, fluoroalkyl ethylene oxide derivatives, polyethylene glycol derivatives, alkyl ammonium salts, and fluoroalkyl ammonium salts. Particularly preferred are fluorine-containing surfactants such as fluoroalkyl carboxylates, fluoroalkyl phosphates, fluoroalkyl sulfonates, fluoroalkyl ethylene oxide derivatives, and fluoroalkyl ammonium salts.

[0355] Among the optical films of the present invention, particularly, since it exhibits a retardation with reverse wavelength dispersion, it can be suitably used as a reverse wavelength dispersion film.

[0356] After forming the optical film of the present invention into a film by a melt film forming method or a solution casting method, in order to develop a retardation with reverse wavelength dispersion, it is preferable to irradiate the upper surface of the film, the temporary surface of the film, or both surfaces of the film with either polarized ultraviolet light or obliquely incident ultraviolet light.

[0357] When using ultraviolet light, the wavelength of the ultraviolet light is appropriately selected from the range of 200 nm or more and 400 nm or less. The irradiation energy amount is preferably 10 mJ / cm 2 or more and 10000 mJ / cm 2 or less, and particularly preferably 10 mJ / cm 2 or more and 1000 mJ / cm 2 or less.

[0358] After performing the ultraviolet irradiation on the optical film of the present invention, in order to develop a greater retardation with reverse wavelength dispersion, it is preferable to perform a heat treatment. Examples of the heat treatment temperature include 50°C or more and 400°C or less.

[0359] The optical film of the present invention can exhibit three-dimensional refractive index anisotropy by performing polarized ultraviolet irradiation or oblique-incident ultraviolet irradiation and further performing heat treatment, and can be used as a retardation film.

[0360] The optical film of the present invention can also be used as a liquid crystal alignment film.

[0361] When the optical film of the present invention is used as a retardation film, it may be used as a single film, or may be used as a multilayer film in which other films are laminated.

[0362] Examples of the film to be laminated include cellulose ester films such as linear polarizing films, PET films, PEN films, PVA films, and TAC films, and films made of cycloolefin polymers.

[0363] The multilayer film can be used as a retardation film, a polarizing plate, a circular polarizing plate, or a liquid crystal alignment film.

[0364] The polymer of the present invention can be used as a composition containing one or more additives (hereinafter sometimes referred to as the polymer composition of the present invention).

[0365] There is no particular limitation on the form of the polymer composition of the present invention, and it may be implemented in any form such as a solution, pellets, a film, an ingot, a paste, a fiber, or a powder according to the purpose.

[0366] Examples of the additives contained in the polymer composition of the present invention include plasticizers, antioxidants, light stabilizers, surfactants, polymerization initiators, and the like.

[0367] Examples of the plasticizer include carboxylic acid esters, phosphate esters, polymer-based plasticizers, and the like.

[0368] Specific examples of the carboxylic acid ester include, for example, phthalic acid ester, trimellitic acid ester, pyromellitic acid ester, citric acid ester, oleic acid ester, ricinoleic acid ester, sebacic acid ester, stearic acid ester, adipic acid ester, epoxidized ester, etc. Among them, phthalic acid ester and adipic acid ester are preferred in terms of easy availability.

[0369] Specific examples of the phthalic acid ester include, for example, dimethyl phthalate, diethyl phthalate, dipropyl phthalate, diisopropyl phthalate, dibutyl phthalate, diisobutyl phthalate, diamyl phthalate, dihexyl phthalate, diheptyl phthalate, di-n-octyl phthalate, dinonyl phthalate, diisononyl phthalate, di-n-decyl phthalate, diisodecyl phthalate, diundecyl phthalate, ditridecyl phthalate, dicyclohexyl phthalate, diphenyl phthalate, di-2-ethylhexyl phthalate, benzylbutyl phthalate, di-2-ethylhexyl isophthalate, etc.

[0370] Specific examples of the trimellitic acid ester include, for example, trimethyl trimellitate, triethyl trimellitate, tributyl trimellitate, tris(2-ethylhexyl) trimellitate, tri-n-octyl trimellitate, triisooctyl trimellitate, trinonyl trimellitate, triisononyl trimellitate, tri-n-decyl trimellitate, triisodecyl trimellitate, triundecyl trimellitate, tridodecyl trimellitate, tri(tridecyl) trimellitate, tritetradecyl trimellitate, etc.

[0371] Specific examples of pyromellitic esters include, for example, tetramethyl pyromellitate, tetraethyl pyromellitate, tetrapropyl pyromellitate, tetrabutyl pyromellitate, 2-ethylhexyl pyromellitate, tetra(2-ethylhexyl) pyromellitate, tetra-n-octyl pyromellitate, tetraisooctyl pyromellitate, tetranonyl pyromellitate, tetraisononyl pyromellitate, tetra-n-decyl pyromellitate, tetraisodecyl pyromellitate, tetraundecyl pyromellitate, tetradodecyl pyromellitate, tetratridecyl pyromellitate, tetra(tetradecyl) pyromellitate, and the like.

[0372] Specific examples of citric esters include, for example, trimethyl citrate, triethyl citrate, tripropyl citrate, tributyl citrate, tripentyl citrate, trihexyl citrate, trimethyl acetylcitrate, triethyl acetylcitrate, tripropyl acetylcitrate, tributyl acetylcitrate, tripentyl acetylcitrate, trihexyl acetylcitrate, and the like.

[0373] Specific examples of oleic esters include, for example, methyl oleate, ethyl oleate, propyl oleate, butyl oleate, hexyl oleate, heptyl oleate, n-octyl oleate, nonyl oleate, n-decyl oleate, and the like.

[0374] Specific examples of ricinoleic esters include, for example, methyl ricinoleate, ethyl ricinoleate, propyl ricinoleate, butyl ricinoleate, pentyl ricinoleate, hexyl ricinoleate, methyl acetylricinoleate, ethyl acetylricinoleate, propyl acetylricinoleate, and the like.

[0375] Specific examples of sebacic acid esters include, for example, dimethyl sebacate, diethyl sebacate, dipropyl sebacate, dibutyl sebacate, di(2-ethylhexyl) sebacate, di-n-octyl sebacate, diisooctyl sebacate, dinonyl sebacate, diisononyl sebacate, di-n-decyl sebacate, diisodecyl sebacate, diundecyl sebacate, didodecyl sebacate, ditridecyl sebacate, ditetradecyl sebacate, etc.

[0376] Specific examples of stearic acid esters include, for example, methyl stearate, ethyl stearate, propyl stearate, butyl stearate, pentyl stearate, hexyl stearate, heptyl stearate, n-octyl stearate, nonyl stearate, decyl stearate, dodecyl stearate, phenyl stearate, glycidyl stearate, methyl dichlorostearate, monostearin, tristearin, etc.

[0377] Specific examples of adipic acid esters include, for example, dimethyl adipate, diethyl adipate, dipropyl adipate, dibutyl adipate, diisobutyl adipate, bis[2-(2-butoxyethoxy)ethyl] adipate, di(2-ethylhexyl) adipate, di-n-octyl adipate, diisooctyl adipate, dinonyl adipate, diisononyl adipate, di-n-decyl adipate, diisodecyl adipate, diundecyl adipate, didodecyl adipate, ditridecyl adipate, ditetradecyl adipate, etc.

[0378] The epoxidized ester is not particularly limited as long as it has one or more epoxy groups and ester bonds. For example, 4,5-epoxycyclohexane-1,2-dicarboxylic acid di-2-ethylhexyl, 4,5-epoxycyclohexane-1,2-dicarboxylic acid di(9,10-epoxystearyl), epoxidized soybean oil, epoxidized linseed oil, epoxidized fatty acid isobutyl, epoxidized fatty acid 2-ethylhexyl, etc. can be mentioned.

[0379] The carboxylic acid ester is not limited to those shown above. For example, dimethyl isophthalate, diethyl isophthalate, dipropyl isophthalate, dibutyl isophthalate, bis(2-ethylhexyl) isophthalate, di-n-decyl isophthalate, diisodecyl isophthalate, diundecyl isophthalate, didodecyl isophthalate, ditridecyl isophthalate, ditetradecyl isophthalate, dimethyl terephthalate, diethyl terephthalate, dipropyl terephthalate, dibutyl terephthalate, bis(2-ethylhexyl) terephthalate, di-n-decyl terephthalate, diisodecyl terephthalate, diundecyl terephthalate, didodecyl terephthalate, ditridecyl terephthalate, ditetradecyl terephthalate, diisodecyl 4-cyclohexene-1,2-dicarboxylate, bis(2-ethylhexyl) 4-cyclohexene-1,2-dicarboxylate, dimethyl succinate, diethyl succinate, dipropyl succinate, dibutyl succinate, bis(2-ethylhexyl) succinate, di-n-decyl succinate, diisodecyl succinate, diundecyl succinate, didodecyl succinate, ditridecyl succinate, ditetradecyl succinate, dimethyl maleate, diethyl maleate, dipropyl maleate, dibutyl maleate, bis(2-ethylhexyl) maleate, di-n-decyl maleate, diisodecyl maleate, diundecyl maleate, didodecyl maleate, ditridecyl maleate, ditetradecyl maleate, dimethyl fumarate, diethyl fumarate, dipropyl fumarate, dibutyl fumarate, bis(2-ethylhexyl) fumarate, di-n-decyl fumarate, diisodecyl fumarate, diundecyl fumarate, didodecyl fumarate, ditridecyl fumarate, ditetradecyl fumarate, dimethyl suberate, diethyl suberate, dipropyl suberate, dibutyl suberate, bis(2-ethylhexyl) suberate, di-n-decyl suberate, diisodecyl suberate, diundecyl suberate, didodecyl suberate, ditridecyl suberate, ditetradecyl suberate, dimethyl azelate, diethyl azelate, dipropyl azelate, dibutyl azelate, bis(2-ethylhexyl) azelate, di-n-decyl azelate, diisodecyl azelate, diundecyl azelate,Dilauryl azelate, ditridecyl azelate, ditetradecyl azelate, dimethyl dodecanoate, diethyl dodecanoate, dipropyl dodecanoate, dibutyl dodecanoate, bis(2-ethylhexyl) dodecanoate, di-n-decyl dodecanoate, diisodecyl dodecanoate, diundecyl dodecanoate, dilauryl dodecanoate, ditridecyl dodecanoate, ditetradecyl dodecanoate, dimethyl tetradecanoate, diethyl tetradecanoate, dipropyl tetradecanoate, dibutyl tetradecanoate, bis(2-ethylhexyl) tetradecanoate, di-n-decyl tetradecanoate, diisodecyl tetradecanoate, diundecyl tetradecanoate, dilauryl tetradecanoate, ditridecyl tetradecanoate, ditetradecyl tetradecanoate, dimethyl hexadecanoate, diethyl hexadecanoate, dipropyl hexadecanoate, dibutyl hexadecanoate, bis(2-ethylhexyl) hexadecanoate, di-n-decyl hexadecanoate, diisodecyl hexadecanoate, diundecyl hexadecanoate, dilauryl hexadecanoate, ditridecyl hexadecanoate, ditetradecyl hexadecanoate, dimethyl octadecanoate, diethyl octadecanoate, dipropyl octadecanoate, dibutyl octadecanoate, bis(2-ethylhexyl) octadecanoate, di-n-decyl octadecanoate, diisodecyl octadecanoate, diundecyl octadecanoate, dilauryl octadecanoate, ditridecyl octadecanoate, ditetradecyl octadecanoate, dimethyl icosadecanoate, diethyl icosadecanoate, dipropyl icosadecanoate, dibutyl icosadecanoate, bis(2-ethylhexyl) icosadecanoate, di-n-decyl icosadecanoate, diisodecyl icosadecanoate, diundecyl icosadecanoate, dilauryl icosadecanoate, ditridecyl icosadecanoate, ditetradecyl icosadecanoate and the like can also be mentioned.

[0380] Specific examples of phosphate esters include, for example, trimethyl phosphate, triethyl phosphate, tripropyl phosphate, tributyl phosphate, triamyl phosphate, trihexyl phosphate, triheptyl phosphate, tri-n-octyl phosphate, trinonyl phosphate, tri-n-decyl phosphate, tris(2-ethylhexyl) phosphate, tris(2-butoxyethyl) phosphate, tris(2-chloroethyl) phosphate, tris(1,3-dichloro-2-propyl) phosphate, 2-ethylhexyl diphenyl phosphate, triphenyl phosphate, trixylenyl phosphate, cresyl diphenyl phosphate, tris(2-ethylhexyl) phosphate, tricresyl phosphate, and the like.

[0381] Specific examples of polymer plasticizers include, for example, polyester plasticizers, ether plasticizers, and the like.

[0382] Specific examples of polyester plasticizers include, for example, Adeka Sizer PN-160, PN-9302, PN-150, PN-170, PN-7230, PN-1010, PN-1020, P-200, PN-650, PN-7650, PN-1030, PN-1430, HPN-3130, PN-400, P-5040, PN-7250, PN-250, PN-7220, PN-7550, PN-446, PN-310, P-300, PN-280, PN-5090 (all of the above are trade names, manufactured by ADEKA CORPORATION), D620, D623, D643, D645, D633, D620N, D623N, D643D, D640A, D671N (all of the above are trade names, manufactured by Mitsubishi Chemical Corporation), Poly Sizer W-230-H, W-1430-EL, W-2050, W-2310 (all of the above are trade names, manufactured by DIC CORPORATION), and the like.

[0383] Specific examples of ether plasticizers include, for example, Adeka Sizer RS-107, RS-700, RS-735, RS-966, RS-1000 (all of the above are trade names, manufactured by ADEKA CORPORATION), Monosizer W-260, W-262 (both of the above are trade names, manufactured by DIC CORPORATION), diethylene glycol, triethylene glycol, tetraethylene glycol, pentaethylene glycol, hexaethylene glycol, heptaethylene glycol, octaethylene glycol, nonaethylene glycol, decaethylene glycol, dodecaethylene glycol, polyethylene glycol 200, polyethylene glycol 400, polyethylene glycol 300, polyethylene glycol 600, polyethylene glycol 1000, polyethylene glycol 2000, polyethylene glycol 4000, polyethylene glycol 6000, polyethylene glycol 11000, polyethylene glycol 20000, diethylene glycol dimethyl ether, diethylene glycol ethyl methyl ether, diethylene glycol diethyl ether, triethylene glycol dimethyl ether, diethylene glycol Examples include dibutyl ether, diethylene glycol diacetate, triethylene glycol diacetate, diethylene glycol dibenzoate, etc.

[0384] Examples of antioxidants include, for example, phenolic antioxidants, amine antioxidants, phosphorus antioxidants, sulfur antioxidants, lactone antioxidants, hydroxylamine antioxidants, vitamin E antioxidants, etc.

[0385] Specific examples of phenolic antioxidants include, for example, Irganox 245 (bis[3-(3-tert-butyl-4-hydroxy-5-methylphenyl)propionic acid][ethylenebis(oxyethylene)]), Irganox 1010 (pentaerythritol tetrakis[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate]), Irganox 1035 (2,2’-thiodiethyl bis[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate]), Irganox 1076 (octadecyl 3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate), Irganox 1098 (N,N’-(hexane-1,6-diyl)bis[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propanamide]), Irganox 1135 (octyl 3,5-di-tert-butyl-4-hydroxy-hydrocinnamate), Irganox 1330 (2,4,6-tris(3’,5’-di-tert-butyl-4’-hydroxybenzyl)mesitylene), Irganox 1520 (2,4-bis(octylthiomethyl)-6-methylphenol), Irganox 259 (1,6-hexanediol bis[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate]), Irganox 3114 (1,3,5-tris(3,5-di-tert-butyl-4-hydroxybenzyl)-1,3,5-triazine-2,4,6(1H,3H,5H)-trione), Irganox 565 (4-[[4,6-bis(octylthio)-1,3,5-triazin-2-yl]amino]-2,6-di-tert-butylphenol) (all of the above are trade names, manufactured by BASF Japan Ltd.), etc.

[0386] The phenolic antioxidants are not limited to those shown above, and for example, galvinoxyl free radical, 3,3’,5,5’-tetra-tert-butyl-4,4’-stilbenequinone, 4-(hexyloxy)-2,3,6-trimethylphenol, etc. are also included.

[0387] Specific examples of amine antioxidants include, for example, 6-ethoxy-2,2,4-trimethyl-1,2-dihydroquinoline, N-phenyl-1-naphthylamine, N,N'-di-sec-butyl-1,4-phenylenediamine, 4-isopropylaminodiphenylamine, N,N'-diphenyl-1,4-phenylenediamine, N-(1,3-dimethylbutyl)-N'-phenyl-N,N'-phenylenediamine, N,N'-di-2-naphthyl-1,4-phenylenediamine, 4,4'-bis(α,α-dimethylbenzyl)diphenylamine, 6-ethoxy-2,2,4-trimethyl-1,2-dihydroquinoline, poly(2,2,4-trimethyl-1,2-dihydroquinoline), and the like.

[0388] Specific examples of phosphorus antioxidants include, for example, trimethyl phosphite, triethyl phosphite, tripropyl phosphite, tributyl phosphite, triphenyl phosphite, trihexyl phosphite, tri-o-cresyl phosphite, tri-m-cresyl phosphite, tri-p-cresyl phosphite, tris(2-ethylhexyl) phosphite, trioctyl phosphite, triisodecyl phosphite, tris(1,1,1,3,3,3-hexafluoro-2-propyl) phosphite, 3,9-bis(2,4-di-tert-butylphenoxy)-2,4,8,10-tetraoxa-3,9-diphosphaspiro[5.5]undecane, tris(2,4-di-tert-butylphenyl) phosphite, trioleyl phosphite, and the like.

[0389] Specific examples of sulfur antioxidants include, for example, dilauryl 3,3'-thiodipropionate, dioctadecyl 3,3'-thiodipropionate, pentaerythritol tetrakis[3-(dodecylthio)propionate], and the like.

[0390] Examples of light stabilizers include, for example, hindered amine light stabilizers.

[0391] Specific examples of the hindered amine light stabilizers include, for example, 2,2,6,6-tetramethyl-4-piperidyl methacrylate, 1,2,2,6,6-pentamethyl-4-piperidyl methacrylate, N,N'-bis(2,2,6,6-tetramethylpiperidin-4-yl)hexane-1,6-diamine, N,N'-bis(2,2,6,6-tetramethyl-4-piperidinyl)isophthalamide, bis(2,2,6,6-tetramethyl-4-piperidyl)sebacate, bis(2,2,6,6-tetramethyl-4-piperidyl-1-oxyl)sebacate, bis(1,2,2,6,6-pentamethyl-4-piperidyl)sebacate, bis(1,2,2,6,6-pentamethyl-4-piperidyl)butyl(3,5-di-tert-butyl-4-hydroxybenzyl)malonate, and the like.

[0392] In order to reduce the film thickness unevenness of the obtained optical thin film, at least one kind of surfactant may be contained. Examples of the surfactants that can be contained include, for example, acrylate salts, alkyl carboxylates, alkyl phosphates, alkyl sulfonates, fluoroalkyl carboxylates, fluoroalkyl phosphates, fluoroalkyl sulfonates, polyoxyethylene derivatives, fluoroalkyl ethylene oxide derivatives, polyethylene glycol derivatives, alkyl ammonium salts, fluoroalkyl ammonium salts, and the like. Particularly, acrylic surfactants and fluorine-containing surfactants are preferred.

[0393] Examples of the polymerization initiators include photoinitiators and thermal initiators.

[0394] Examples of the photoinitiators include photo radical initiators, photoanionic initiators, and photocationic initiators.

[0395] Specific examples of the photo radical polymerization initiator include 2-(hydroxyimino)propiophenone, benzophenone, 2-ethylanthraquinone, 4,4'-bis(dimethylamino)benzophenone, p-methylbenzophenone, methyl 2-benzoylbenzoate, 2,4-diethyl-9H-thioxanthen-9-one, 2,2-dimethoxy-2-phenylacetophenone, 1-hydroxycyclohexyl phenyl ketone, 2-isopropoxy-2-phenylacetophenone, 2-hydroxy-4'-(2-hydroxyethoxy)-2-methylpropiophenone, 2-methyl-4'-(methylthio)-2-morpholinopropiophenone, 2-benzyl-2-(dimethylamino)-4'-morpholinobutyrophenone, diphenyl(2,4,6-trimethylbenzoyl)phosphine oxide, phenylbis(2,4,6-trimethylbenzoyl)phosphine oxide.

[0396] Specific examples of the photoanionic polymerization initiator include 1,2-dicyclohexyl-4,4,5,5-tetramethylbiguanidium n-butyltriphenylborate, (Z)-{[bis(dimethylamino)methylene]amino}-N-cyclohexyl(cyclohexylamino)methaniminium tetrakis(3-fluorophenyl)borate, 1,2-diisopropyl-3-[bis(dimethylamino)methylene]guanidium = 2-(3-benzoylphenyl)propionate, 9-anthrylmethyl N,N-diethylcarbamate, (E)-1-piperidino-3-(2-hydroxyphenyl)-2-propen-1-one, 1-(anthraquinone-2-yl)ethyl imidazole-1-carboxylate.

[0397] Specific examples of the photo cationic polymerization initiator include triphenylsulfonium hexafluoroantimonate, diphenyl[4-(phenylthio)phenyl]sulfonium hexafluoroantimonate, triphenylsulfonium hexafluorophosphate, diphenyl[4-(phenylthio)phenyl]sulfonium hexafluorophosphate, (4-hydroxyphenyl)dimethylsulfonium hexafluorophosphate, tri-p-tolylsulfonium hexafluorophosphate, triphenylsulfonium tetrafluoroborate, dimethylphenacylsulfonium tetrafluoroborate, triphenylsulfonium trifluoromethanesulfonate, tri-p-tolylsulfonium trifluoromethanesulfonate, triphenylsulfonium nonafluoro-1-butanesulfonate, triphenylsulfonium 10-camphorsulfonate, triphenylsulfonium chloride, triphenylsulfonium bromide, [4-(octyloxy)phenyl](phenyl)iodonium hexafluoroantimonate, [4-[(2-hydroxytetradecyl)oxy]phenyl]phenyliodonium hexafluoroantimonate, bis(4-tert-butylphenyl)iodonium hexafluoroantimonate, 4-isopropyl-4'-methyldiphenyliodonium tetrakis(pentafluorophenyl)borate, bis(4-tert-butylphenyl)iodonium hexafluorophosphate, (4-isobutylphenyl)(p-tolyl)iodonium hexafluorophosphate, diphenyliodonium hexafluorophosphate, bis(4-tert-butylphenyl)iodonium tetrafluoroborate, diphenyliodonium tetrafluoroborate, bis(4-tert-butylphenyl)iodonium nonafluoro-1-butanesulfonate, diphenyliodonium trifluoromethanesulfonate, diphenyliodonium hexafluoroarsenate, bis(4-tert-butylphenyl)iodonium chloride, bis(4-tert-butylphenyl)iodonium bromide, N-hydroxynaphthalimide trifluoromethanesulfonate, 2-(4-methoxyphenyl)-4,6-bis(trichloromethyl)-1,3,5-triazine, 2-(1,(3 - benzodioxol - 5 - yl) - 4,6 - bis(trichloromethyl) - 1,3,5 - triazine, 2 - [2 - (furan - 2 - yl)vinyl] - 4,6 - bis(trichloromethyl) - 1,3,5 - triazine, 2 - [2 - (5 - methylfuran - 2 - yl)vinyl] - 4,6 - bis(trichloromethyl) - 1,3,5 - triazine, 2 - (4 - methoxystyryl) - 4,6 - bis(trichloromethyl) - 1,3,5 - triazine, 2 - (3,4 - dimethoxystyryl) - 4,6 - bis(trichloromethyl) - 1,3,5 - triazine, 4 - nitrobenzenediazonium tetrafluoroborate, (cumene)cyclopentadienyliron(II) hexafluorophosphate may be mentioned.,

[0398] Examples of the thermal polymerization initiator include thermal radical polymerization initiators, thermal anion polymerization initiators, and thermal cation polymerization initiators.,

[0399] Specific examples of the thermal radical polymerization initiator include ammonium peroxydisulfate, 4,4’ - azobis(4 - cyanovaleric acid), 2,2’ - azobis(isobutyronitrile), 2,2’ - azobis(2,4 - dimethylvaleronitrile), 2,2’ - azobis(2 - methylbutyronitrile), 2,2’ - azobis(2 - methylpropionamidine) dihydrochloride, 2,2’ - azobis[2 - (2 - imidazolin - 2 - yl)propane] dihydrochloride, di - tert - butyl peroxide, 2,2’ - azobis(2 - methylpropionic acid) dimethyl, benzoyl peroxide, tert - butyl hydroperoxide, cumene hydroperoxide, bis(1 - methyl - 1 - phenylethyl) peroxide, 2,2’ - azobis[N - (2 - carboxyethyl) - 2 - methylpropionamidine] n - hydrate, 2,2’ - azobis[2 - methyl - N - (2 - hydroxyethyl)propionamide].

[0400] Specific examples of the thermal anionic polymerization initiator include the phenol salt of 1,8-diazabicyclo[5.4.0]-7-undecene, the ethylhexanoate salt of 1,8-diazabicyclo[5.4.0]-7-undecene, the formate salt of 1,8-diazabicyclo[5.4.0]-7-undecene, the orthophthalate salt of 1,8-diazabicyclo[5.4.0]-7-undecene, the paratoluenesulfonate salt of 1,8-diazabicyclo[5.4.0]-7-undecene, the phenol resin salt of 1,8-diazabicyclo[5.4.0]-7-undecene, the ethylhexanoate salt of 1,5-diazabicyclo[4.3.0]nona-5-ene, benzyltriphenylphosphonium bromide, and ethyltriphenylphosphonium methanesulfonate. Specific examples of the thermal cationic polymerization initiator include benzyl(4-hydroxyphenyl)methylsulfonium hexafluoroantimonate, dicyandiamide, cyclohexyl paratoluenesulfonate, (4-hydroxyphenyl)methyl(2-methylbenzyl)sulfonium hexafluoroantimonate, (4-hydroxyphenyl)dimethylsulfonium hexafluorophosphate, triphenylsulfonium nonafluoro-1-butanesulfonate, diphenyl(methyl)sulfonium tetrafluoroborate, tributyl(methyl)phosphonium dimethylphosphate, and tetrabutylphosphonium O,O-diethyl phosphorodithioate.

[0401] As the polymerization initiator contained in the polymer of the present invention, a photopolymerization initiator is preferred, and a photo radical polymerization initiator is more preferred.

[0402] In the polymer composition of the present invention, the compounding ratio of the additive is 70 to 99.99% by weight of the polymer of the present invention and 0.01 to 30% by weight of the additive. More preferably, due to the problem of precipitation and exudation of the additive in a high-temperature environment, it is 85 to 99.9% by weight of the polymer of the present invention and 0.1 to 15% by weight of the additive. Particularly preferably, from the viewpoint of the efficiency of improving performance, it is 85 to 99.0% by weight of the polymer of the present invention and 1.0 to 15% by weight of the additive. When the ratio of the additive in the film of the present invention is less than 0.01% by weight, it is difficult to improve the performance, and when it is greater than 30% by weight, precipitation and exudation of the heat reorientation accelerator are likely to occur.

[0403] The use of the polymer of the present invention is not particularly limited, but it is preferably used as a material for a retardation film and a material for manufacturing an optical element. By using the polymer of the present invention, excellent molecular orientation can be formed without an alignment film.

Examples

[0404] Hereinafter, the present invention will be described in more detail with reference to examples, but the present invention is not construed as being limited thereto.

[0405] For the polarized ultraviolet irradiation in the examples, an ultra-high pressure mercury lamp source (manufactured by Asahi Spectra Co., Ltd., product name: REX-250) incorporating a band-pass filter (365 nm or a mixture of 313 to 405 nm) was used, and only P-polarized light was extracted by a polarization beam splitter of the corresponding wavelength and irradiated.

[0406] For the heat treatment of the film in the examples, heat treatment was performed using a non-oxidizing atmosphere thermostat inert oven (manufactured by ESPEC, product name: IPHH-202).

[0407] For the measurement of the retardation characteristics (in-plane retardation) in the examples, a sample tilt type automatic birefringence meter (manufactured by AXOMETRICS, product name: AxoScan) was used, and measurement was performed using light with a wavelength of 589 nm. The retardation characteristics were calculated from the following formula.

[0408] In-plane retardation (Re) = (ny - nx) × d (In the formula, nx represents the refractive index in the in-plane phase advance axis direction (the direction with the lowest refractive index) of the film plane, ny represents the refractive index in the in-plane retardation axis direction (the direction with the highest refractive index) of the film plane, and d (nm) represents the film thickness.) The wavelength dispersibility (R(450) / R(550)) was calculated using the in-plane phase difference (Re) measured and calculated using light with wavelengths of 450 nm and 550 nm, respectively.

[0409] The film thickness of the film in the examples was measured using a spectroscopic ellipsometer (manufactured by J.A. Woollam Co., Ltd., product name: RC2-U). [Monomer Synthesis Reference Example 1]

[0410] [Chemical formula]

[0411] 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 a 48% aqueous sodium hydroxide solution (126 mL, 2.25 mol) was added dropwise under ice cooling. After the reaction system was stirred at 50 °C for 3 hours, 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 obtained reaction mixture, and then further water (54 mL) was added. The resulting solid was collected by filtration and washed with water (50 mL) and toluene (270 mL). The obtained solid was suspended in a mixed solvent of acetonitrile (235 mL) - methanol (59 mL), and then the system was heated in an oil bath at 70 °C, and stirring was continued for one and a half hours. The system was cooled again in an ice bath, and the solid formed in the system was collected by filtration using a Buchner funnel. Then, the solid was washed by flowing acetonitrile (270 mL) from above the Buchner funnel, and then dried under vacuum to obtain 81.4 g (yield: 69%) of compound (1'-2-2) as yellow microcrystals. 1H-NMR (400 MHz, DMSO-d6) δ 9.88 - 8.62 (br, 2H), 8.12 (d, J = 4.1 Hz, 1H), 7.95 (d, J = 15.8 Hz, 1H), 7.60 (d, J = 15.8 Hz, 1H), 7.31 (d, J = 4.1 Hz, 1H), 7.19 (s, 1H), 6.75 - 6.68 (m, 2H). [Polymer Example 1]

[0412] [Chemical Formula]

[0413] The compound (1’-2-2) obtained in Monomer Synthesis Reference Example 1 (2.38 g, 8.48 mmol) as the diol monomer, 4-(2-hydroxyethyl)phenol (2”D-1-1) (433 mg, 3.14 mmol), trans-1,4-cyclohexanedicarboxylic acid (2”D-7-3) (2.00 g, 11.6 mmol) as the dicarboxylic acid monomer, diisopropylcarbodiimide (3.23 g, 25.6 mmol) as the condensing agent, 2-hydroxyethyl methacrylate (7’-2) (378 mg, 2.90 mmol) as the monoalcohol, pyridine (5.2 mL) and N-methylpyrrolidone (5.2 mL) as the solvents, and pyridinium p-toluenesulfonate (292 mg, 1.16 mmol) as the catalyst were used. After adding all the raw materials to a four-necked flask, stirring was carried out at 40 °C for 3 hours under a nitrogen atmosphere. Subsequently, acetic anhydride (1.19 g, 11.6 mmol) was added and stirring was continued for another 30 minutes. The resulting mixture was added to methanol (300 mL), and the resulting solid was collected by filtration and then washed with methanol (300 mL) and water (300 mL). The obtained solid was vacuum dried at 70 °C for 6 hours to obtain 3.95 g of Polymer 1 (Yield: 90%). [Polymer Composition and Film Example 1-1] 5.1 wt% of Polymer 1, 0.6 wt% of diisodecyl phthalate (hereinafter sometimes abbreviated as DIDP) (molecular weight: 447) as an additive, and 0.3 wt% of 2-benzyl-2-(dimethylamino)-4'-morpholinobutyrophenone were dissolved in 94 wt% of 1,1,1,3,3,3-hexafluoro-2-propanol. This was cast onto a quartz glass substrate and spin-coated at 2200 rpm for 60 seconds, and then dried in an oven at 60 °C for 30 minutes to obtain a thin film (film thickness 1 μm). Polarized ultraviolet light with a wavelength of 365 nm was irradiated from the front direction onto the polymer thin film side of the obtained thin film at 100 mJ / cm 2 Irradiated. Then, it was heated at 150 °C, and the retardation characteristics were measured. The results are shown in Table 1. [Polymer Composition and Film Example 1-2] 7.65 wt% of Polymer 1, 0.9 wt% of diisodecyl phthalate (hereinafter sometimes abbreviated as DIDP) (molecular weight: 447) as an additive, and 0.45 wt% of 2-benzyl-2-(dimethylamino)-4'-morpholinobutyrophenone were dissolved in 91 wt% of 1,1,1,3,3,3-hexafluoro-2-propanol. This was cast onto a quartz glass substrate and spin-coated at 1400 rpm for 60 seconds, and then dried in an oven at 60 °C for 30 minutes to obtain a thin film (film thickness 2.4 μm). Polarized ultraviolet light with a wavelength of 365 nm was irradiated from the front direction onto the polymer thin film side of the obtained thin film at 100 mJ / cm 2 Irradiated. Then, it was heated at 150 °C, and the retardation characteristics were measured. The results are shown in Table 1. [Polymer Example 2]

[0414]

Chemical Formula

[0415] As the diol monomer, the compound (1’-2-2) obtained in Monomer Synthesis Reference Example 1 (2.28 g, 8.13 mmol), 4-(2-hydroxyethyl)phenol (2”D-1-1) (433 mg, 3.14 mmol), 1,10-decanediyl bis(4-hydroxybenzoate) (2”C-1-10) (144 mg, 349 μmol), as the dicarboxylic acid monomer, trans-1,4-cyclohexanedicarboxylic acid (2”D-7-3) (2.00 g, 11.6 mmol), as the condensing agent, diisopropylcarbodiimide (3.23 g, 25.6 mmol), as the monoalcohol, 2-hydroxyethyl methacrylate (302 mg, 2.32 mmol), as the solvents, pyridine (5.4 mL) and N-methylpyrrolidone (5.4 mL), and as the catalyst, pyridinium p-toluenesulfonate (292 mg, 1.16 mmol) were used. After adding all the raw materials to a four-necked flask, stirring was carried out at 40 °C for 3 hours under a nitrogen atmosphere. Subsequently, acetic anhydride (1.19 g, 11.6 mmol) was added and stirring was continued for another 30 minutes. The resulting mixture was added to methanol (300 mL), and the resulting solid was collected by filtration and then washed with methanol (300 mL) and water (300 mL). The obtained solid was vacuum dried at 70 °C for 6 hours to obtain 4.08 g of Polymer 2 (yield: 92%). [Polymer Composition and Film Example 2-1] 6 wt% of Polymer 2 was dissolved in 94 wt% of 1,1,1,3,3,3-hexafluoro-2-propanol. This was cast onto a quartz glass substrate and spin-coated at 2700 rpm for 60 seconds, and then dried in an oven at 60 °C for 30 minutes to obtain a thin film (film thickness 1 μm). Polarized ultraviolet light of 365 nm was irradiated from the front direction onto the polymer thin film side of the obtained thin film at 100 mJ / cm 2 Then, it was heated at 150 °C and the retardation characteristics were measured. The results are shown in Table 1. [Polymer Composition and Film Example 2-2] 5.37 wt% of Polymer 2, 0.6 wt% of diisodecyl phthalate (hereinafter may be abbreviated as DIDP) (molecular weight: 447) as an additive, and 0.03 wt% of 2-benzyl-2-(dimethylamino)-4'-morpholinobutyrophenone were dissolved in 94 wt% of 1,1,1,3,3,3-hexafluoro-2-propanol. This was cast on a quartz glass substrate and spin-coated at 2200 rpm for 60 seconds, and then dried in an oven at 60 °C for 30 minutes to obtain a thin film (film thickness 1 μm). Polarized ultraviolet light at 365 nm was irradiated from the front direction to the polymer thin film side of the obtained thin film at 100 mJ / cm 2 irradiated. Then, it was heated at 150 °C and the retardation characteristics were measured. The results are shown in Table 1. [Polymer Composition and Film Example 2-3] 7.65 wt% of Polymer 2, 0.9 wt% of diisodecyl phthalate (hereinafter may be abbreviated as DIDP) (molecular weight: 447) as an additive, and 0.45 wt% of 2-benzyl-2-(dimethylamino)-4'-morpholinobutyrophenone were dissolved in 91 wt% of 1,1,1,3,3,3-hexafluoro-2-propanol. This was cast on a quartz glass substrate and spin-coated at 1500 rpm for 60 seconds, and then dried in an oven at 60 °C for 30 minutes to obtain a thin film (film thickness 2.4 μm). Polarized ultraviolet light at 365 nm was irradiated from the front direction to the polymer thin film side of the obtained thin film at 100 mJ / cm 2 irradiated. Then, it was heated at 150 °C and the retardation characteristics were measured. The results are shown in Table 1. [Polymer Composition and Film Example 2-4] 7.65 wt% of Polymer 2, 0.9 wt% of diisodecyl phthalate (hereinafter may be abbreviated as DIDP) (molecular weight: 447) as an additive, and 0.45 wt% of 2-benzyl-2-(dimethylamino)-4'-morpholinobutyrophenone were dissolved in 91 wt% of 1,1,1,3,3,3-hexafluoro-2-propanol. This was cast on a quartz glass substrate and spin-coated at 1500 rpm for 60 seconds, and then dried in an oven at 60 °C for 30 minutes to obtain a thin film (film thickness 2.4 μm). Polarized ultraviolet light at 365 nm was irradiated from the front direction to the polymer thin film side of the obtained thin film at 100 mJ / cm 2After irradiation, polarized ultraviolet light with a wavelength of 365 nm was irradiated from the front direction onto the side of the quartz glass substrate at 100 mJ / cm 2 Then, it was heated at 150 °C, and the retardation characteristics were measured. The results are shown in Table 1. [Polymer Example 3]

[0416] [Chemical Formula]

[0417] As the diol monomer, the compound (1’-2-2) obtained in Monomer Synthesis Reference Example 1 (2.28 g, 8.13 mmol), 4-(2-hydroxyethyl)phenol (2”D-1-1) (433 mg, 3.14 mmol), 1,10-decanediyl bis(4-hydroxybenzoate) (2”C-1-10) (144 mg, 349 μmol), PEG20000 (116 mg), as the dicarboxylic acid monomer, trans-1,4-cyclohexanedicarboxylic acid (2”D-7-3) (2.00 g, 11.6 mmol), as the condensing agent, diisopropylcarbodiimide (3.23 g, 25.6 mmol), as the monoalcohol, 2-hydroxyethyl methacrylate (302 mg, 2.32 mmol), as the solvent, pyridine (5.4 mL) and N-methylpyrrolidone (5.4 mL), and as the catalyst, pyridinium p-toluenesulfonate (292 mg, 1.16 mmol) were used. After adding all the raw materials to a four-necked flask, stirring was carried out at 40 °C for 3 hours under a nitrogen atmosphere. Subsequently, acetic anhydride (1.19 g, 11.6 mmol) was added, and stirring was continued for another 30 minutes. The obtained mixture was added to methanol (300 mL), and the resulting solid was collected by filtration and then washed with methanol (300 mL) and water (300 mL). The obtained solid was vacuum dried at 70 °C for 6 hours to obtain 4.19 g of Polymer 3 (Yield: 92%). [Polymer Composition and Film Example 3-1] 5.1 wt% of Polymer 3, 0.6 wt% of diisodecyl phthalate (hereinafter sometimes abbreviated as DIDP) (molecular weight: 447) as an additive, and 0.3 wt% of 2-benzyl-2-(dimethylamino)-4'-morpholinobutyrophenone were dissolved in 94 wt% of 1,1,1,3,3,3-hexafluoro-2-propanol. This was cast onto a quartz glass substrate and spin-coated at 2300 rpm for 60 seconds, and then dried in an oven at 60 °C for 30 minutes to obtain a thin film (film thickness 1 μm). Polarized ultraviolet light with a wavelength of 365 nm was irradiated onto the polymer thin film side of the obtained thin film from the front direction at 100 mJ / cm 2 irradiated. Then, it was heated at 150 °C, and the retardation characteristics were measured. The results are shown in Table 1. [Polymer Example 4]

[0418] [Chemical Formula]

[0419] As the diol monomer, the compound (1’-2-2) obtained in Monomer Synthesis Reference Example 1 (2.19 g, 7.78 mmol), 4-(2-hydroxyethyl)phenol (2”D-1-1) (433 mg, 3.14 mmol), methylhydroquinone (2”D-5-1) (86.5 mg, 697 μmol), as the dicarboxylic acid monomer, trans-1,4-cyclohexanedicarboxylic acid (2”D-7-3) (2.00 g, 11.6 mmol), as the condensing agent, diisopropylcarbodiimide (3.23 g, 25.6 mmol), as the monoalcohol, 2-hydroxyethyl methacrylate (302 mg, 2.32 mmol), as the solvent, pyridine (5.1 mL) and N-methylpyrrolidone (5.1 mL), and as the catalyst, pyridinium p-toluenesulfonate (292 mg, 1.16 mmol) were used. After adding all the raw materials to a four-necked flask, stirring was carried out at 40 °C for 3 hours under a nitrogen atmosphere. Subsequently, acetic anhydride (1.19 g, 11.6 mmol) was added, and stirring was continued for another 30 minutes. The obtained mixture was added to methanol (300 mL), and the resulting solid was collected by filtration and then washed with methanol (300 mL) and water (300 mL). The obtained solid was vacuum dried at 70 °C for 6 hours to obtain 3.91 g of Polymer 4 (yield: 91%). [Polymer Composition and Film Example 4-1] 5.1 wt% of Polymer 4, 0.6 wt% of diisodecyl phthalate (hereinafter may be abbreviated as DIDP) (molecular weight: 447) as an additive, and 0.3 wt% of 2-benzyl-2-(dimethylamino)-4'-morpholinobutyrophenone were dissolved in 94 wt% of 1,1,1,3,3,3-hexafluoro-2-propanol. This was cast onto a quartz glass substrate and spin-coated at 2000 rpm for 60 seconds, and then dried in an oven at 60 °C for 30 minutes to obtain a thin film (film thickness 1 μm). Polarized ultraviolet light of 365 nm was irradiated onto the polymer thin film side of the obtained thin film from the front direction at 100 mJ / cm 2 irradiated. Then, it was heated at 150 °C, and the retardation characteristics were measured. The results are shown in Table 1. [Polymer Composition and Film Example 4-2] 7.65 wt% of Polymer 4, 0.9 wt% of diisodecyl phthalate (hereinafter may be abbreviated as DIDP) (molecular weight: 447) as an additive, and 0.45 wt% of 2-benzyl-2-(dimethylamino)-4'-morpholinobutyrophenone were dissolved in 91 wt% of 1,1,1,3,3,3-hexafluoro-2-propanol. This was cast onto a quartz glass substrate and spin-coated at 1400 rpm for 60 seconds, and then dried in an oven at 60 °C for 30 minutes to obtain a thin film (film thickness 2.3 μm). Polarized ultraviolet light of 365 nm was irradiated onto the polymer thin film side of the obtained thin film from the front direction at 100 mJ / cm 2 irradiated. Then, it was heated at 150 °C, and the retardation characteristics were measured. The results are shown in Table 1. [Polymer Composition and Film Example 4-3] 7.65 wt% of polymer 4, 0.9 wt% of diisodecyl phthalate (hereinafter may be abbreviated as DIDP) (molecular weight: 447) as an additive, and 0.45 wt% of 2-benzyl-2-(dimethylamino)-4'-morpholinobutyrophenone were dissolved in 91 wt% of 1,1,1,3,3,3-hexafluoro-2-propanol. This was cast onto a quartz glass substrate and spin-coated at 1500 rpm for 60 seconds, and then dried in an oven at 60 °C for 30 minutes to obtain a thin film (film thickness 2.4 μm). Polarized ultraviolet light of mixed light of 311 to 405 nm was irradiated from the front direction onto the polymer thin film side of the obtained thin film at 100 mJ / cm 2 irradiated. Then, it was heated at 160 °C and the retardation characteristics were measured. The results are shown in Table 1. [Polymer Example 5]

[0420] [Chemical formula]

[0421] As the diol monomer, the compound (1’-2-2) obtained in Monomer Synthesis Reference Example 1 (2.28 g, 8.13 mmol), 4-(2-hydroxyethyl)phenol (2”D-1-1) (321 mg, 2.32 mmol), 2-butyl-2-ethyl-1,3-propanediol (2”F-1-9-3) (186 mg, 1.16 mmol), as the dicarboxylic acid monomer, trans-1,4-cyclohexanedicarboxylic acid (2”D-7-3) (2.00 g, 11.6 mmol), as the condensing agent, diisopropylcarbodiimide (3.23 g, 25.6 mmol), as the monoalcohol, 2-hydroxyethyl methacrylate (302 mg, 2.32 mmol), as the solvent, pyridine (5.3 mL) and N-methylpyrrolidone (5.3 mL), and as the catalyst, pyridinium p-toluenesulfonate (292 mg, 1.16 mmol) were used. After adding all the raw materials to a four-necked flask, stirring was carried out at 40 °C for 3 hours under a nitrogen atmosphere. Subsequently, acetic anhydride (1.19 g, 11.6 mmol) was added and stirring was continued for another 30 minutes. The resulting mixture was added to methanol (300 mL), and the resulting solid was collected by filtration and then washed with methanol (300 mL) and water (300 mL). The obtained solid was vacuum dried at 70 °C for 6 hours to obtain 3.96 g of Polymer 5 (yield: 91%). [Polymer Composition and Film Example 5-1] 5.1 wt% of Polymer 5, 0.6 wt% of diisodecyl phthalate (hereinafter may be abbreviated as DIDP) (molecular weight: 447) as an additive, and 0.3 wt% of 2-benzyl-2-(dimethylamino)-4'-morpholinobutyrophenone were dissolved in 94 wt% of 1,1,1,3,3,3-hexafluoro-2-propanol. This was cast onto a quartz glass substrate and spin-coated at 2200 rpm for 60 seconds, and dried in an oven at 60 °C for 30 minutes to obtain a thin film (film thickness 1 μm). Polarized ultraviolet light of 365 nm was irradiated from the front direction onto the polymer thin film side of the obtained thin film at 100 mJ / cm 2 Irradiated. Then, it was heated at 150 °C and the retardation characteristics were measured. The results are shown in Table 1. [Polymer Example 6]

[0422] [Chemical Formula]

[0423] As the diol monomer, the compound (1’-2-2) obtained in Monomer Synthesis Reference Example 1 (2.28 g, 8.13 mmol), 4-(2-hydroxyethyl)phenol (2”D-1-1) (321 mg, 2.32 mmol), 2,4-diethyl-1,5-pentanediol (2”F-1-9-2) (186 mg, 1.16 mmol), as the dicarboxylic acid monomer, trans-1,4-cyclohexanedicarboxylic acid (2”D-7-3) (2.00 g, 11.6 mmol), as the condensing agent, diisopropylcarbodiimide (3.23 g, 25.6 mmol), as the monoalcohol, 2-hydroxyethyl methacrylate (302 mg, 2.32 mmol), as the solvent, pyridine (5.3 mL) and N-methylpyrrolidone (5.3 mL), and as the catalyst, pyridinium p-toluenesulfonate (292 mg, 1.16 mmol) were used. After adding all the raw materials to a four-necked flask, stirring was carried out at 40 °C for 3 hours under a nitrogen atmosphere. Subsequently, acetic anhydride (1.19 g, 11.6 mmol) was added and stirring was continued for another 30 minutes. The resulting mixture was added to methanol (300 mL), and the resulting solid was collected by filtration and then washed with methanol (300 mL) and water (300 mL). The obtained solid was vacuum dried at 70 °C for 6 hours to obtain 3.81 g of Polymer 6 (yield: 87%). [Polymer Composition and Film Example 6-1] 5.1 wt% of Polymer 6, 0.6 wt% of diisodecyl phthalate (hereinafter may be abbreviated as DIDP) (molecular weight: 447) as an additive, and 0.3 wt% of 2-benzyl-2-(dimethylamino)-4’-morpholinobutyrophenone were dissolved in 94 wt% of 1,1,1,3,3,3-hexafluoro-2-propanol. This was cast onto a quartz glass substrate and spin-coated at 2400 rpm for 60 seconds, and then dried in an oven at 60 °C for 30 minutes to obtain a thin film (film thickness 1 μm). Polarized ultraviolet light of 365 nm was irradiated from the front direction onto the polymer thin film side of the obtained thin film at 100 mJ / cm 2 irradiated. Then, it was heated at 150 °C and the retardation characteristics were measured. The results are shown in Table 1. [Polymer Example 7]

[0424] [Chemical]

[0425] As the diol monomer, the compound (1'-2-2) obtained in Monomer Synthesis Reference Example 1 (2.28 g, 8.13 mmol), 4-(2-hydroxyethyl)phenol (2”D-1-1) (433 mg, 3.14 mmol), compound (2”A-1-1-DH) (85 mg, 349 μmol), as the dicarboxylic acid monomer, trans-1,4-cyclohexanedicarboxylic acid (2”D-7-3) (2.00 g, 11.6 mmol), as the condensing agent, diisopropylcarbodiimide (3.23 g, 25.6 mmol), as the monoalcohol, 2-hydroxyethyl methacrylate (302 mg, 2.32 mmol), as the solvent, pyridine (5.3 mL) and N-methylpyrrolidone (5.3 mL), and as the catalyst, pyridinium p-toluenesulfonate (292 mg, 1.16 mmol) were used. After adding all the raw materials to a four-necked flask, stirring was carried out at 40 °C for 3 hours under a nitrogen atmosphere. Subsequently, acetic anhydride (1.19 g, 11.6 mmol) was added, and stirring was continued for another 30 minutes. The obtained mixture was added to methanol (300 mL), and the resulting solid was collected by filtration and then washed with methanol (300 mL) and water (300 mL). The obtained solid was vacuum dried at 70 °C for 6 hours to obtain 4.07 g of Polymer 7 (yield: 86%). [Polymer Composition and Film Example 7-1] 7.65 wt% of Polymer 7, 0.9 wt% of diisodecyl phthalate (hereinafter may be abbreviated as DIDP) (molecular weight: 447) as an additive, and 0.45 wt% of 2-benzyl-2-(dimethylamino)-4'-morpholinobutyrophenone were dissolved in 91 wt% of 1,1,1,3,3,3-hexafluoro-2-propanol. This was cast onto a quartz glass substrate and spin-coated at 1500 rpm for 60 seconds, and then dried in an oven at 60 °C for 30 minutes to obtain a thin film (film thickness 2.4 μm). With respect to the polymer thin film side of the obtained thin film, polarized ultraviolet light of 365 nm was irradiated from the front direction at 100 mJ / cm 2It was irradiated. Then, it was heated at 150 °C, and the retardation characteristics were measured. The results are shown in Table 1. [Polymer Example 8]

[0426] [Chemical formula]

[0427] As the diol monomer, the compound (1’-2-2) obtained in Monomer Synthesis Reference Example 1 (1.96 g, 6.97 mmol), 4-(2-hydroxyethyl)phenol (2”D-1-1) (433 mg, 3.14 mmol), methylhydroquinone (2”D-5-1) (86.5 mg, 697 μmol), compound (6”-1-DH) (202 mg, 813 μmol), as the dicarboxylic acid monomer, trans-1,4-cyclohexanedicarboxylic acid (2”D-7-3) (2.00 g, 11.6 mmol), as the condensing agent, diisopropylcarbodiimide (3.23 g, 25.6 mmol), as the monoalcohol, 2-hydroxyethyl methacrylate (302 mg, 2.32 mmol), as the solvent, pyridine (5.1 mL) and N-methylpyrrolidone (5.1 mL), and as the catalyst, pyridinium p-toluenesulfonate (292 mg, 1.16 mmol) were used. After adding all the raw materials to a four-necked flask, stirring was carried out at 40 °C for 3 hours under a nitrogen atmosphere. Subsequently, acetic anhydride (1.19 g, 11.6 mmol) was added, and stirring was continued for another 30 minutes. The resulting mixture was added to methanol (300 m), and the resulting solid was collected by filtration and then washed with methanol (300 mL) and water (300 mL). The obtained solid was vacuum dried at 70 °C for 6 hours to obtain 4.04 g of Polymer 8 (yield: 95%). [Polymer Composition and Film Example 8-1] 7.65 wt% of polymer 8, 0.9 wt% of diisodecyl phthalate (hereinafter sometimes abbreviated as DIDP) (molecular weight: 447), and 0.45 wt% of 2-benzyl-2-(dimethylamino)-4'-morpholinobutyrophenone were dissolved in 91 wt% of 1,1,1,3,3,3-hexafluoro-2-propanol. This was cast onto a quartz glass substrate and spin-coated at 1600 rpm for 60 seconds, and then dried in an oven at 60 °C for 30 minutes to obtain a thin film (film thickness 2.4 μm). Polarized ultraviolet light at 365 nm was irradiated from the front direction onto the polymer thin film side of the obtained thin film at 100 mJ / cm 2 irradiation. Then, it was heated at 150 °C and the retardation characteristics were measured. The results are shown in Table 1. [Polymer Example 9]

[0428] [Chemical formula]

[0429] As the diol monomer, the compound (1’-2-2) obtained in Monomer Synthesis Reference Example 1 (2.28 g, 8.13 mmol), 4-(2-hydroxyethyl)phenol (2”D-1-1) (321 mg, 2.32 mmol), pentanediol (2”F-1-5-1) (121 mg, 1.16 mmol), as the dicarboxylic acid monomer, trans-1,4-cyclohexanedicarboxylic acid (2”D-7-3) (2.00 g, 11.6 mmol), as the condensing agent, diisopropylcarbodiimide (3.23 g, 25.6 mmol), as the monoalcohol, 2-hydroxyethyl methacrylate (302 mg, 2.32 mmol), as the solvent, pyridine (5.1 mL) and N-methylpyrrolidone (5.1 mL), and as the catalyst, pyridinium p-toluenesulfonate (292 mg, 1.16 mmol) were used. After adding all the raw materials to a four-necked flask, stirring was carried out at 40 °C for 3 hours under a nitrogen atmosphere. Subsequently, acetic anhydride (1.19 g, 11.6 mmol) was added and stirring was continued for another 30 minutes. The obtained mixture was added to methanol (300 m), and the resulting solid was collected by filtration and then washed with methanol (300 mL) and water (300 mL). The obtained solid was vacuum dried at 70 °C for 6 hours to obtain 3.78 g of polymer 9 (yield: 88%). [Polymer Composition and Film Example 9-1] 5.4 wt% of Polymer 9 and 0.6 wt% of diisodecyl phthalate (hereinafter sometimes abbreviated as DIDP) (molecular weight: 447) as an additive were dissolved in 94 wt% of 1,1,1,3,3,3-hexafluoro-2-propanol. This was cast onto a quartz glass substrate and spin-coated at 2500 rpm for 60 seconds, and then dried in an oven at 60 °C for 30 minutes to obtain a thin film (film thickness 1 μm). Polarized ultraviolet light of 365 nm was irradiated from the front direction onto the polymer thin film side of the obtained thin film at 100 mJ / cm 2 irradiation. Then, it was heated at 150 °C and the retardation characteristics were measured. The results are shown in Table 1. [Polymer Example 10]

[0430] [Chemical formula]

[0431] As the diol monomer, the compound (1’-2-2) obtained in Monomer Synthesis Reference Example 1 (2.28 g, 8.13 mmol), 4-(2-hydroxyethyl)phenol (2”D-1-1) (321 mg, 2.32 mmol), heptanediol (2”F-1-7-1) (154 mg, 1.16 mmol), as the dicarboxylic acid monomer, trans-1,4-cyclohexanedicarboxylic acid (2”D-7-3) (2.00 g, 11.6 mmol), as the condensing agent, diisopropylcarbodiimide (3.23 g, 25.6 mmol), as the monoalcohol, 2-hydroxyethyl methacrylate (302 mg, 2.32 mmol), as the solvent, pyridine (5.2 mL) and N-methylpyrrolidone (5.2 mL), and as the catalyst, pyridinium p-toluenesulfonate (292 mg, 1.16 mmol) were used. After adding all the raw materials to a four-necked flask, stirring was carried out at 40 °C for 3 hours under a nitrogen atmosphere. Subsequently, acetic anhydride (1.19 g, 11.6 mmol) was added and stirring was continued for another 30 minutes. The obtained mixture was added to methanol (300 m), and the resulting solid was collected by filtration and then washed with methanol (300 mL) and water (300 mL). The obtained solid was vacuum dried at 70 °C for 6 hours to obtain 3.81 g of Polymer 10 (yield: 88%). [Polymer Composition and Film Example 10-1] 5.4% by weight of Polymer 10 and 0.6% by weight of diisodecyl phthalate (hereinafter sometimes abbreviated as DIDP) (molecular weight: 447) as an additive were dissolved in 94% by weight of 1,1,1,3,3,3-hexafluoro-2-propanol. This was cast onto a quartz glass substrate and spin-coated at 2500 rpm for 60 seconds, and then dried in an oven at 60 °C for 30 minutes to obtain a thin film (film thickness 1 μm). Polarized ultraviolet light of 365 nm was irradiated from the front direction onto the polymer thin film side of the obtained thin film at 100 mJ / cm 2 . After that, it was heated at 150 °C and the retardation characteristics were measured. The results are shown in Table 1. [Polymer Example 11]

[0432] [Chemical formula]

[0433] As the diol monomer, the compound (1’-2-2) obtained in Monomer Synthesis Reference Example 1 (2.28 g, 8.13 mmol), 4-(2-hydroxyethyl)phenol (2”D-1-1) (385 mg, 2.79 mmol), 4,4’-bicyclohexanol (2”B-1) (138 mg, 697 μmol), as the dicarboxylic acid monomer, trans-1,4-cyclohexanedicarboxylic acid (2”D-7-3) (2.00 g, 11.6 mmol), as the condensing agent, diisopropylcarbodiimide (3.23 g, 25.6 mmol), as the monoalcohol, 2-hydroxyethyl methacrylate (302 mg, 2.32 mmol), as the solvent, pyridine (5.3 mL) and N-methylpyrrolidone (5.3 mL), and as the catalyst, pyridinium p-toluenesulfonate (292 mg, 1.16 mmol) were used. After adding all the raw materials to a four-necked flask, stirring was carried out at 40 °C for 3 hours under a nitrogen atmosphere. Subsequently, acetic anhydride (1.19 g, 11.6 mmol) was added and stirring was continued for another 30 minutes. The obtained mixture was added to methanol (300 mL), and the resulting solid was collected by filtration and then washed with methanol (300 mL) and water (300 mL). The obtained solid was vacuum dried at 70 °C for 6 hours to obtain 3.99 g of Polymer 11 (yield: 91%). [Polymer Composition and Film Example 11-1] 5.1 wt% of Polymer 11, 0.6 wt% of diisodecyl phthalate (hereinafter may be abbreviated as DIDP) (molecular weight: 447) as an additive, and 0.3 wt% of 2-benzyl-2-(dimethylamino)-4’-morpholinobutyrophenone were dissolved in 94 wt% of 1,1,1,3,3,3-hexafluoro-2-propanol. This was cast onto a quartz glass substrate and spin-coated at 2200 rpm for 60 seconds, and then dried in an oven at 60 °C for 30 minutes to obtain a thin film (film thickness 1 μm). Polarized ultraviolet light of 365 nm was irradiated from the front direction onto the polymer thin film side of the obtained thin film at 100 mJ / cm 2 Irradiated. Then, it was heated at 150 °C and the retardation characteristics were measured. The results are shown in Table 1. [Polymer Example 12]

[0434] [Chemical Formula]

[0435] As the diol monomer, the compound (1’-2-2) obtained in Monomer Synthesis Reference Example 1 (2.28 g, 8.13 mmol), 4-(2-hydroxyethyl)phenol (2”D-1-1) (321 mg, 2.32 mmol), 1,4-cyclohexanediol (2”D-7-5) (135 mg, 1.16 mmol), as the dicarboxylic acid monomer, trans-1,4-cyclohexanedicarboxylic acid (2”D-7-3) (2.00 g, 11.6 mmol), as the condensing agent, diisopropylcarbodiimide (3.23 g, 25.6 mmol), as the monoalcohol, 2-hydroxyethyl methacrylate (302 mg, 2.32 mmol), as the solvent, pyridine (5.2 mL) and N-methylpyrrolidone (5.2 mL), and as the catalyst, pyridinium p-toluenesulfonate (292 mg, 1.16 mmol) were used. After adding all the raw materials to a four-necked flask, stirring was carried out at 40 °C for 3 hours under a nitrogen atmosphere. Subsequently, acetic anhydride (1.19 g, 11.6 mmol) was added and stirring was continued for another 30 minutes. The obtained mixture was added to methanol (300 m), and the resulting solid was collected by filtration and then washed with methanol (300 mL) and water (300 mL). The obtained solid was vacuum dried at 70 °C for 6 hours to obtain 3.89 g of Polymer 12 (yield: 90%). [Polymer Composition and Film Example 12-1] 5.1 wt% of Polymer 12, 0.6 wt% of diisodecyl phthalate (hereinafter may be abbreviated as DIDP) (molecular weight: 447) as an additive, and 0.3 wt% of 2-benzyl-2-(dimethylamino)-4’-morpholinobutyrophenone were dissolved in 94 wt% of 1,1,1,3,3,3-hexafluoro-2-propanol. This was cast onto a quartz glass substrate and spin-coated at 2200 rpm for 60 seconds, and dried in an oven at 60 °C for 30 minutes to obtain a thin film (film thickness 1 μm). Polarized ultraviolet light of 365 nm was irradiated from the front direction onto the polymer thin film side of the obtained thin film at 100 mJ / cm 2 Then, it was heated at 150 °C and the retardation characteristics were measured. The results are shown in Table 1.

[0436]

Table 1

[0437] As shown in Table 1, the film prepared using the polymer of the present invention has excellent anisotropy of molecular orientation and exhibits a high retardation (Re) in a thin film.

Industrial Applicability

[0438] By using the polymer of the present invention, it is possible to form a retardation film and a retardation film with inverse wavelength dispersion without requiring an alignment film. Therefore, the present invention has high industrial applicability.

Claims

1. A main-chain polymer characterized by having a photoreactive structure within the polymer main chain and having a structure containing a polymerizable functional group at at least one of the ends of the polymer main chain.

2. The main-chain polymer according to Claim 1, wherein the photoreactive structure is a structure represented by the following chemical formula (1). 【Chemical 1】 [Here, in the chemical formula (1), R ０ , R １ , R ２ , R ３ , and R ４ each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 8 carbon atoms, or a group represented by the following chemical formula (Z1). [Chemical Formula 2] Here, Rz ３ and Rz ４ each independently represents a hydrogen atom, a halogen atom, or an alkyl group having 1 to 8 carbon atoms. Arz represents a ring selected from the group consisting of monocyclic aromatic rings, polycyclic aromatic rings, and condensed-ring aromatic rings having, as ring-constituting atoms, atoms selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms, and these monocyclic aromatic rings, polycyclic aromatic rings, or condensed-ring aromatic rings may have substituents. L １ and L ２ may be the same or different and 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 polymer. Ar represents a ring selected from the group consisting of monocyclic aromatic rings, polycyclic aromatic rings, and condensed-ring aromatic rings having, as ring-constituting atoms, atoms selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms, and these monocyclic aromatic rings, polycyclic aromatic rings, or condensed-ring aromatic rings may have substituents. ]

3. The main-chain polymer according to Claim 2, wherein the structure containing a polymerizable functional group at at least one of the ends of the polymer main chain is represented by the following chemical formula (7). [Chemical Formula 3] [Here, L １７ , and L １８ each independently represents a single bond, an optionally substituted alkylene group having 1 to 4 carbon atoms, —O—, —C(═O)O—, —C(═O)—, or —NR ａ —C(═O)—. R ａ represents a hydrogen atom or an optionally substituted alkyl group having 1 to 20 carbon atoms. Sp １ represents a single bond or an alkylene group which may be branched and has 1 to 20 carbon atoms, and a hydrogen atom contained in the alkylene group may be substituted with -OR ｂ or a halogen atom, and -CH ２ - in the alkylene group may each independently be substituted with -O-, -S-, -C(=O)O-, -C(=O)-, or -NR ｆ -C(=O)-, and a methine group contained in the alkylene group may be substituted with a nitrogen atom. R ｂ 、 and R ｆ may be the same as or different from each other and each represents a hydrogen atom or an optionally substituted alkyl group having 1 to 20 carbon atoms. FG １ represents a polymerizable group.

4. FG １ The main-chain polymer according to claim 3, wherein FG has a structure represented by the following structural formulas (Fg-1) to (Fg-30). 【Chemical Formula 4】

5. FG １ The main-chain polymer according to claim 3, wherein １ is an acryloyl group, a methacryloyl group, an acryloyloxy group, a methacryloyloxy group, or an epoxy group.

6. The main-chain polymer according to Claim 2, wherein Ar in the chemical formula (1) is any one of the following chemical formulas (Ar-1) to (Ar-7). 【Chemical Formula 5】 [Here, 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 represents a hydrogen atom or an alkyl group having 1 to 10 carbon atoms. ** represents the bonding position with other parts excluding Ar in the chemical formula (1). ]

7. The main-chain polymer according to Claim 1, wherein the photoreactive structural unit is a structure represented by the following chemical formulas (1-1-1) to (1-7-4). 【Chemical Formula 6】 【Chemical Formula 7】 【Chemical Formula 8】 【Chemical Formula 9】 【Chemical Formula 10】 【Chemical 11】 【Chemical Formula 12】

8. The main-chain polymer according to Claim 1, further having at least one kind of site represented by the following chemical formulas (2A), (2B), (2C), (2D), (2F). 【Chemical 13】 [In the chemical formula (2A), ring C, ring D, and ring E each independently represent a ring selected from the group consisting of monocyclic aromatic rings, polycyclic aromatic rings, condensed-ring aromatic rings, and aliphatic hydrocarbon rings having, as ring-constituting atoms, atoms selected from the group consisting of carbon atoms, nitrogen atoms, oxygen atoms, and sulfur atoms, and these monocyclic aromatic rings, polycyclic aromatic rings, condensed-ring aromatic rings, and aliphatic hydrocarbon rings may have substituents. R ５ and R ６ may be the same or different and each represents a group selected from the group consisting of a hydrogen atom, an optionally substituted alkyl group having 1 to 20 carbon atoms, an optionally substituted cycloalkyl group having 3 to 8 carbon atoms, and an optionally substituted aromatic group having 3 to 12 carbon atoms. n is 0 or 1. L ３ and L ４ may be the same or different and 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 polymer. ] 【Chemical 14】 In the chemical formula (2B), L ９ and L １０ 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. ] 【Chemical Formula 15】 In the chemical formula (2C), X ９ represents an optionally branched alkylene chain having 1 to 20 carbon atoms or a single bond. X １０ represents -O- or -N(R ｃ )-. X １１ represents -O- or -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 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 polymer. 【Chemical 16】 [In the chemical formula (2D), ring G represents a ring selected from the group consisting of a monocyclic aromatic ring, a polycyclic aromatic ring, a condensed aromatic ring, a spiro ring, and an aliphatic hydrocarbon ring, having 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, spiro 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. 【Chemical 17】 In the chemical formula (2F), R ９ represents an alkylene group which may have a branch having 1 to 40 carbon atoms, and a hydrogen atom contained in the alkylene group may be substituted with -OR ｂ or a halogen atom, and -CH ２ - in the alkylene group may each independently be substituted with -O-, -S-, -C(=O)O-, -C(=O)-, or -NR ｆ -C(=O)-, and a methine group contained in the alkylene group may be substituted with a nitrogen atom. R ｂ 、 and R ｆ may be the same as or different from each other and each represents a hydrogen atom or an optionally substituted alkyl group having 1 to 20 carbon atoms. L １９ and L ２０ may be the same or different and 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 polymer. **Claim 9** A method for producing a main-chain polymer by reacting a raw material composition containing a dihydroxy compound represented by the following chemical formula (1') and a compound represented by the following chemical formula (7'). 【Chemical 18】 [Here, in the chemical formula (1'), R ０ , R １ , R ２ , R ３ , and R ４ each independently represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 8 carbon atoms, or a group represented by the following chemical formula (Z1). 【Chemical Formula 19】 Here, Rz ３ and Rz ４ each independently represents a hydrogen atom, a halogen atom, or an alkyl group having 1 to 8 carbon atoms. Arz represents a ring selected from the group consisting of a monocyclic aromatic ring, a polycyclic aromatic ring, and a condensed aromatic ring, having 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, or condensed aromatic rings may have substituents. Ar represents a ring selected from the group consisting of a monocyclic aromatic ring, a polycyclic aromatic ring, and a condensed aromatic ring, having 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, or condensed aromatic rings may have substituents. 【Chemical 20】 [Here, L １７ , and L １８ each independently represents a single bond, an optionally substituted alkylene group having 1 to 4 carbon atoms, -O-, -C(=O)O-, -C(=O)-, or -NR ａ -C(=O)-. R ａ represents a hydrogen atom or an optionally substituted alkyl group having 1 to 20 carbon atoms. Sp １ represents a single bond or an alkylene group which may be branched and has 1 to 20 carbon atoms, and the hydrogen atoms contained in the alkylene group may be substituted with -OR ｂ or a halogen atom, and -CH ２ - in the alkylene group may each independently be substituted with -O-, -S-, -C(=O)O-, -C(=O)-, or -NR ｆ -C(=O)-, and the methine group contained in the alkylene group may be substituted with a nitrogen atom. R ｂ and R ｆ may be the same as or different from each other and each represents a hydrogen atom or an optionally substituted alkyl group having 1 to 20 carbon atoms. FG １ represents a polymerizable group. FG ２ represents a hydroxy group, an amino group, a carboxy group or a chlorocarbonyl group.] **Claim 10** The method for producing a main-chain polymer according to claim 9, wherein in the chemical formula (1'), Ar is any one selected from the group consisting of the groups represented by the following chemical formulas (Ar-1) to (Ar-7). 【Chemical 21】 [Here, 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 represents a hydrogen atom or an alkyl group having 1 to 10 carbon atoms. ** represents the bonding position with other parts except Ar in the chemical formula (1'). **Claim 11** The method for producing a main-chain polymer according to claim 9, wherein the chemical formula (1') is any one of the following chemical formulas (1'-1-1) to (1'-7-4). 【Chemical 22】 【Chemical 23】 【Chemical 24】 【Chemical 25】 ​ 【Chemical 27】 【Chemical 28】 **Claim 12** The method for producing a main-chain polymer according to claim 9, wherein the raw material composition further contains at least one compound represented by the following chemical formulas (2"A), (2"B), (2"C), (2"D), (2"F). 【Chemical 29】 [In the chemical formula (2"A), ring C, ring D, and ring E each independently represent a ring selected from the group consisting of a monocyclic aromatic ring, a polycyclic aromatic ring, a fused aromatic ring, and an aliphatic hydrocarbon ring, having an atom selected from the group consisting of a carbon atom, a nitrogen atom, an oxygen atom, and a sulfur atom as a ring-constituting atom, and these monocyclic aromatic rings, polycyclic aromatic rings, fused aromatic rings, and aliphatic hydrocarbon rings may have a substituent. R ５ and R ６ may be the same or different and each represents a group selected from the group consisting of a hydrogen atom, an optionally substituted alkyl group having 1 to 20 carbon atoms, an optionally substituted cycloalkyl group having 3 to 8 carbon atoms, and an optionally substituted aromatic group having 3 to 12 carbon atoms. Qn １ 、and Qn ２ may be the same or different and represent a hydroxy group, an amino group, a carboxy group or a chlorocarbonyl group. n is 0 or 1. 【Chemical Formula 30】 [In the chemical formula (2"B), Qn ３ , and Qn ４ may be the same or different and each represents a hydroxy group, an amino group, a carboxy group or a chlorocarbonyl group.] 【Chemical Formula 31】 In the chemical formula (2"C), X ９ represents an optionally branched alkylene chain having 1 to 20 carbon atoms or a single bond. X １０ represents -O- or -N(R ｃ ). X １１ represents -O- or -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. Qn ５ and Qn ６ may be the same or different and represent a hydroxy group, an amino group, a carboxy group, or a chlorocarbonyl group. 【Chemical 32】 [In the chemical formula (2"D), ring G represents a ring selected from the group consisting of a monocyclic aromatic ring, a polycyclic aromatic ring, a fused aromatic ring, a spiro ring, and an aliphatic hydrocarbon ring, and has an atom selected from the group consisting of a carbon atom, a nitrogen atom, an oxygen atom, and a sulfur atom as a ring-constituting atom, and these monocyclic aromatic rings, polycyclic aromatic rings, fused aromatic rings, spiro rings, and aliphatic hydrocarbon rings may have a substituent. 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. Qn ７ and Qn ８ may be the same or different and represent a hydroxy group, an amino group, a carboxy group, or a chlorocarbonyl group. 【Chemical Formula 33】 In the above chemical formula (2"F), R ９ represents an optionally branched alkylene group having 1 to 20 carbon atoms, and a hydrogen atom contained in the alkylene group may be substituted with -OR ｂ or a halogen atom, and -CH ２ - in the alkylene group may each independently be substituted with -O-, -S-, -C(=O)O-, -C(=O)-, or -NR ｆ -C(=O)-, and a methine group contained in the alkylene group may be substituted with a nitrogen atom. R ｂ and R ｆ may be the same as or different from each other and each represents a hydrogen atom or an optionally substituted alkyl group having 1 to 20 carbon atoms. Qn ９ and Qn １０ may be the same or different and represent a hydroxy group, an amino group, a carboxy group or a chlorocarbonyl group.

13. An optical film comprising the polymer according to claim 1 .

14. 14. The optical film according to claim 13, which has an in-plane retardation (Re) of 1 nm or more measured at a wavelength of 589 nm.

15. The optical film according to claim 14, which satisfies the following formula (I): Re(450)≦Re(550)...(I) (Here, in formula (I), Re(450) represents an in-plane retardation value measured at a wavelength of 450 nm, and Re(550) represents an in-plane retardation value measured at a wavelength of 550 nm.)

16. A method for producing an optical film containing the polymer according to claim 1 , wherein the film is irradiated with either polarized ultraviolet light or obliquely incident ultraviolet light from the top, bottom, or both surfaces of the film.

17. The method for producing an optical film according to claim 16, wherein a heat treatment is carried out after the ultraviolet irradiation.

18. A multilayer film comprising the optical film according to claim 13.

19. A circularly polarizing plate comprising the optical film according to claim 13 .

20. A liquid crystal alignment film comprising the optical film according to claim 13.

21. A polymer composition comprising a polymer according to any one of claims 1 to 8 and one or more additives.

22. 22. The polymer composition of claim 21, wherein the additive is a polymerization initiator.

23. An optical element comprising the polymer according to any one of claims 1 to 8.

24. A diffractive optical element made of the polymer according to any one of claims 1 to 8.

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