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US 2020/0262801 A1Published application
Polymerizable compound and a production method for same, polymerizable composition, polymer, optical film, opticailly anisotropic body, polarizing plate, display device, antireflection film, and compound and use for same
AssigneeZeon Corporation
InventorsKei SAKAMOTO, Kumi OKUYAMA, Takanori MIMA
Life of this patent
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Abstract
Disclosed is a polymerizable compound useful in the preparation of a polymer which is capable of producing, for example, an optical film having excellent in-plane thickness uniformity and improved in-plane uniformity in optical properties. The polymerizable compound of the present disclosure is represented by formula (I): where Ar is represented by the following formula (II-1) or (II-2):
Claims31
A polymerizable compound represented by the following formula (I):
- where in the formula (I), Ar is represented by the following formula (II-1) or (II-2):
- where in the formulas (II-1) and (II-2),
- Fx1 and Fx2 each independently represent an organic group having at least one of an aromatic hydrocarbon ring and an aromatic heterocyclic ring,
- Ya represents a chemical single bond, —O—, —C(═O)—, —C(═O)—O—, —O—C(═O)—, —O—C(═O)—O—, —C(═O)—S—, —S—C(═O)—, —NR11—C(═O)—, —C(═O)—NR11—, —O—C(═O)—NR11—, —NR11—C(═O)—O—, —S—, —N═N—, or —C≡C—, where R11 represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms,
- Ga is an organic group having 3 to 30 carbon atoms which may have a substituent,
- Q represents a hydrogen atom, or an alkyl group having 1 to 6 carbon atoms which may have a substituent,
- RI to RIV each independently represent a hydrogen atom, a halogen atom, an alkyl group having 1 to 6 carbon atoms, a cyano group, a nitro group, an alkyl group having 1 to 6 carbon atoms in which at least one hydrogen atom is substituted with a halogen atom, an alkoxy group having 1 to 6 carbon atoms, —OCF3, —C(═O)—O—Ra, or —O—C(═O)—Ra, where Ra represents an alkyl group having 1 to 20 carbon atoms which may have a substituent, an alkenyl group having 2 to 20 carbon atoms which may have a substituent, a cycloalkyl group having 3 to 12 carbon atoms which may have a substituent, or an aromatic hydrocarbon ring having 5 to 12 carbon atoms which may have a substituent, RI to RIV may be the same or different, and one or more ring constituents C—RI to C—RIV may be replaced by a nitrogen atom,
- R0 represents halogen atom, an alkyl group having 1 to 6 carbon atoms, a cyano group, a nitro group, an alkyl group having 1 to 6 carbon atoms in which at least one hydrogen atom is substituted with a halogen atom, an alkoxy group having 1 to 6 carbon atoms, —OCF3, —C(═O)—O—Ra, or, —O—C(═O)—Ra, where Ra represents an alkyl group having 1 to 20 carbon atoms which may have a substituent, an alkenyl group having 2 to 20 carbon atoms which may have a substituent, a cycloalkyl group having 3 to 12 carbon atoms which may have a substituent, or an aromatic hydrocarbon ring having 5 to 12 carbon atoms which may have a substituent, and when there is a plurality of R0, the plurality of R0 may be the same or different from each other,
- * represents a bond with Y1 or Y2, and
- p represents an integer from 0 to 3, p1 represents an integer from 0 to 4, and p2 represents 0 or 1;
- Y1 to Y8 each independently represent a chemical single bond, —O—, —O—CH2—, —CH2—O—, —O—CH2—CH2—, —CH2—CH2—O—, —C(═O)—O—, —O—C(═O)—, —O—C(═O)—O—, —C(═O)—S—, —S—C(═O)—, —NR13—C(═O)—, —C(═O)—NR13—, —CF2—O—, —O—CF2—, —CH2—CH2—, —CF2—CF2—, —O—CH2—CH2—O—, —CH═CH—C(═O)—O—, —O—C(═O)—CH═CH—, —CH2—C(═O)—O—, —O—C(═O)—CH2—, —CH2—O—C(═O)—, —C(═O)—O—CH2—, —CH2—CH2—C(═O)—O—, —O—C(═O)—CH2—CH2—, —CH2—CH2—O—C(═O)—, —C(═O)—O—CH2—CH2—, —CH═CH—, —N═CH—, —CH═N—, —N═C(CH3)—, —C(CH3)═N—, —N═N—, or —C≡C—, where R13 represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms;
- A1, A2, B1 and B2 each independently represent a cyclic aliphatic group which may have a substituent, or, an aromatic group which may have a substituent;
- G1 and G2 each independently represent an organic group which is either a divalent aliphatic hydrocarbon group having 1 to 30 carbon atoms, or a divalent aliphatic hydrocarbon group having 3 to 30 carbon atoms in which at least one —CH2-contained in the divalent aliphatic hydrocarbon group is substituted with —O—, —S—, —O—C(═O)—, —C(═O)—O—, —O—C(═O)—O—, —NR14—C(═O)—, —C(═O)—NR14—, —NR11—, or —C(═O)—, with the proviso that cases where there are two or more contiguous —O— or —S— are excluded, where R14 represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms, and the hydrogen atoms included in the organic group of G1 and G2 may be substituted by an alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, a cyano group, or a halogen atom;
- P1 and P2 each independently represent an alkenyl group having 2 to 10 carbon atoms which may be substituted by a halogen atom or a methyl group;
- and
- n and m each independently represent 0 or 1.
13 more elements
A compound represented by the following formula (IV):
- where in the formula (IV), RI to RIV represent each independently a hydrogen atom, a halogen atom, an alkyl group having 1 to 6 carbon atoms, a cyano group, a nitro group, an alkyl group having 1 to 6 carbon atoms in which at least one hydrogen atom is substituted with a halogen atom, an alkoxy group having 1 to 6 carbon atoms, —OCF3, —C(═O)—O—Ra, or —O—C(═O)—Ra, where Ra represents an alkyl group having 1 to 20 carbon atoms which may have a substituent, an alkenyl group having 2 to 20 carbon atoms which may have a substituent, a cycloalkyl group having 3 to 12 carbon atoms which may have a substituent, or an aromatic hydrocarbon ring having 5 to 12 carbon atoms which may have a substituent, where RI to RIV may be the same or different, and one or more ring constituents C—R′ to C—RIV may be replaced by a nitrogen atom;
- Ya represents a chemical single bond, —O—, —C(═O)—, —C(═O)—O—, —O—C(═O)—, —O—C(═O)—O—, —C(═O)—S—, —S—C(═O)—, —NR11—C(═O)—, —C(═O)—NR11—, —O—C(═O)—NR11—, —NR11—C(═O)—O—, —S—, —N═N—, or —C≡C—, where R11 represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms;
- Ga represents an organic group which is either an alkylene group having 3 to 18 carbon atoms which may have a substituent, or an alkylene group having 3 to 18 carbon atoms in which at least one —CH2— contained in the alkylene group is substituted with —O—, —S—, —O—C(═O)—, —C(═O)—O—, or —C(═O)—, with the proviso that cases where there are two or more contiguous —O— or —S— are excluded;
- Fx3 is a hydrogen atom, or an organic group having 2 to 30 carbon atoms having at least one of an aromatic hydrocarbon ring and an aromatic heterocyclic ring;
- and
- when Fx3 has a ring structure, the number of π electrons included in the ring structure in Fx3 is 4 or more.
3 more elements
A compound represented by the following formula (V-3) or (V-4):
- where in the formulas (V-3) and (V-4),
- Q represents a hydrogen atom, or, an alkyl group having 1 to 6 carbon atoms which may have a substituent;
- R0 represents a halogen atom, an alkyl group having 1 to 6 carbon atoms, a cyano group, a nitro group, an alkyl group having 1 to 6 carbon atoms in which at least one hydrogen atom is substituted with a halogen atom, an alkoxy group having 1 to 6 carbon atoms, —OCF3, —C(═O)—O—Ra, or —O—C(═O)—Ra, where Ra represents an alkyl group having 1 to 20 carbon atoms which may have a substituent, an alkenyl group having 2 to 20 carbon atoms which may have a substituent, a cycloalkyl group having 3 to 12 carbon atoms which may have a substituent, or an aromatic hydrocarbon ring having 5 to 12 carbon atoms which may have a substituent, and when there is a plurality of R0, the plurality of R0 may be the same or different from each other;
- p represents an integer from 0 to 3, p1 represents an integer from 0 to 4, and p2 represents 0 or 1;
- Y1 to Y8 each independently represent a chemical single bond, —O—, —O—CH2—, —CH2—O—, —O—CH2—CH2—, —CH2—CH2—O—, —C(═O)—O—, —O—C(═O)—, —O—C(═O)—O—, —C(═O)—S—, —S—C(═O)—, —NR13—C(═O)—, —C(═O)—NR13—, —CF2—O—, —O—CF2—, —CH2—CH2—, —CF2—CF2—, —O—CH2—CH2—O—, —CH═CH—C(═O)—O—, —O—C(═O)—CH═CH—, —CH2—C(═O)—O—, —O—C(═O)—CH2—, —CH2—O—C(═O)—, —C(═O)—O—CH2—, —CH2—CH2—C(═O)—O—, —O—C(═O)—CH2—CH2—, —CH2—CH2—O—C(═O)—, —C(═O)—O—CH2—CH2—, —CH═CH—, —N═CH—, —CH═N—, —N═C(CH3)—, —C(CH3)═N—, —N═N—, or —C≡C—, where R13 represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms;
- A1, A2, B1 and B2 each independently represent a cyclic aliphatic group which may have a substituent, or, an aromatic group which may have a substituent;
- G1 and G2 each independently represent an organic group which is either a divalent aliphatic hydrocarbon group having 1 to 30 carbon atoms, or a divalent aliphatic hydrocarbon group having 3 to 30 carbon atoms in which at least one —CH2-contained in the divalent aliphatic hydrocarbon group is substituted with —O—, —S—, —O—C(═O)—, —C(═O)—O—, —O—C(═O)—O—, —NR14—C(═O)—, —C(═O)—NR14—, —NR14—, or —C(═O)—, with the proviso that cases where there are two or more contiguous —O— or —S— are excluded, where R14 represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms, and the hydrogen atoms included in the organic group of G1 and G2 may be substituted by an alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, a cyano group, or, a halogen atom;
- P1 and P2 each independently represent an alkenyl group having 2 to 10 carbon atoms which may be substituted by a halogen atom or a methyl group;
- n and m each independently represent 0 or 1;
- RI to RIV each independently represent a hydrogen atom, a halogen atom, an alkyl group having 1 to 6 carbon atoms, a cyano group, a nitro group, an alkyl group having 1 to 6 carbon atoms in which at least one hydrogen atom is substituted with a halogen atom, an alkoxy group having 1 to 6 carbon atoms, —OCF3, —C(═O)—O—Ra, or —O—C(═O)—Ra, where Ra represents an alkyl group having 1 to 20 carbon atoms which may have a substituent, an alkenyl group having 2 to 20 carbon atoms which may have a substituent, a cycloalkyl group having 3 to 12 carbon atoms which may have a substituent, or an aromatic hydrocarbon ring having 5 to 12 carbon atoms which may have a substituent, where R′ to RIV may be the same or different, and one or more ring constituents C—R′ to C—RIV may be replaced by a nitrogen atom;
- Ga represents an organic group which is either an alkylene group having 3 to 18 carbon atoms which may have a substituent, or an alkylene group having 3 to 18 carbon atoms in which at least one —CH2— contained in the alkylene group is substituted with —O—, —S—, —O—C(═O)—, —C(═O)—O—, or —C(═O)—, with the proviso that cases where there are two or more contiguous —O— or —S— are excluded;
- and
- FG represents —OH, —C(═O)—OH, —SH, or —NR*R**, where R* and R** each independently represent a hydrogen atom or an alkyl group having 1 to 6 carbon atoms, with the proviso that R* and R** are not simultaneously an alkyl group having 1 to 6 carbon atoms.
10 more elements
Dependencies are inferred from the claim text.