Polymerizable compound, polymerizable composition, polymer, and optically anisotropic body

Patent metadata

Field	Value
Publication number	US-10227292-B2
Application number	US-201414768016-A
Country	US
Kind code	B2
Filing date	Feb 12, 2014
Priority date	Feb 15, 2013
Publication date	Mar 12, 2019
Grant date	Mar 12, 2019

Abstract

A polymerizable compound, a polymerizable composition, and a polymer, which have a low melting point at a practical level and exhibit excellent solubility in a general-purpose solvent, can be produced at low cost. The polymerizable compound, polymerizable composition, and polymer can produce an optical film, which exhibits excellent transparency and achieves uniform conversion of polarized light over a wide wavelength band, and an optically anisotropic article. The polymerizable compound is represented by formula (I).

First claim

The invention claimed is:

1. A polymerizable compound represented by a formula (I),

wherein Y 1 to Y 8 are independently a chemical single bond, —O—, —S—, —O—C(═O)—, —C(═O)—O—, —O—C(═O)—O—, —NR 1 —C(═O)—, —C(═O)—NR 1 —, —O—C(═O)—NR 1 —, —NR 1 —C(═O)—O—, —NR 1 —C(═O)—NR 1 —, —O—NR 1 —, or —NR 1 —O—, R 1 is a hydrogen atom or an alkyl group having 1 to 6 carbon atoms,
G 1 and G 2 are independently a substituted or unsubstituted divalent linear aliphatic group having 1 to 20 carbon atoms that optionally includes —O—, —S—, —O—C(═O)—, —C(═O)—O—, —O—C(═O)—O—, —NR 2 —C(═O)—, —C(═O)—NR 2 —, —NR 2 —, or —C(═O)—, provided that a case where the aliphatic group includes two or more contiguous —O— or —S— is excluded, R 2 is a hydrogen atom or an alkyl group having 1 to 6 carbon atoms,
Z 1 and Z 2 are independently an alkenyl group having 2 to 10 carbon atoms that is substituted with a halogen atom, or unsubstituted,
A x is an organic group having 2 to 30 carbon atoms that includes at least one aromatic ring selected from a group consisting of an aromatic hydrocarbon ring and a heteroaromatic ring,
A y is a hydrogen atom, a substituted or unsubstituted alkyl group having 1 to 20 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 20 carbon atoms, a substituted or unsubstituted cycloalkyl group having 3 to 12 carbon atoms, —C(═O)—R 3 , —SO 2 —R 4 , or an organic group having 2 to 30 carbon atoms that includes at least one aromatic ring selected from a group consisting of an aromatic hydrocarbon ring and a heteroaromatic ring, provided that the aromatic ring included in A x and the aromatic ring optionally included in A y are either substituted or unsubstituted, and A x and A y are optionally bonded to each other to form a ring, R 3 is a substituted or unsubstituted alkyl group having 1 to 12 carbon atoms, a substituted or unsubstituted alkenyl group having 2 to 12 carbon atoms, or a substituted or unsubstituted cycloalkyl group having 3 to 12 carbon atoms, R 4 is an alkyl group having 1 to 12 carbon atoms, an alkenyl group having 2 to 12 carbon atoms, a phenyl group, or a 4-methylphenyl group,
A 1 is a substituted or unsubstituted trivalent aromatic group,
A 2 and A 3 are independently a substituted or unsubstituted divalent alicyclic hydrocarbon group having 3 to 30 carbon atoms,
A 4 and A 5 are independently a substituted or unsubstituted divalent aromatic group having 6 to 30 carbon atoms, and
Q 1 is a hydrogen atom, or a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms.

2. The polymerizable compound according to claim 1 , wherein a total number of π electrons included in A x and A y is 4 to 24.

3. The polymerizable compound according to claim 1 , wherein A 1 is a substituted or unsubstituted trivalent benzene ring group, or a substituted or unsubstituted trivalent naphthalene ring group.

4. The polymerizable compound according to claim 1 , wherein Y 1 to Y 8 are independently a chemical single bond, —O—, —O—C(═O)—, —C(═O)—O—, or —O—C(═O)—O—.

5. The polymerizable compound according to claim 1 , wherein Z 1 and Z 2 are independently CH 2 ═CH—, CH 2 ═C(CH 3 )—, or CH 2 ═C(Cl)—.

6. The polymerizable compound according to claim 1 , wherein G 1 and G 2 are independently a substituted or unsubstituted divalent aliphatic group having 1 to 12 carbon atoms that optionally includes —O—, —O—C(═O)—, —C(═O)—O—, or —C(═O)—, provided that a case where the aliphatic group includes two or more contiguous —O— is excluded.

7. The polymerizable compound according to claim 1 , wherein G 1 and G 2 are independently a divalent alkylene group having 1 to 12 carbon atoms.

8. A polymerizable composition comprising at least one polymerizable compound according to claim 1 .

9. A polymerizable composition comprising the polymerizable compound according to claim 1 , and an initiator.

10. A polymer comprising the polymerizable compound according to claim 1 .

11. The polymer according to claim 10 , the polymer being a liquid crystalline polymer.

12. An optically anisotropic article comprising the polymer according to claim 11 .

13. A polymerizable composition comprising at least one polymerizable compound according to claim 2 .

14. A polymerizable composition comprising at least one polymerizable compound according to claim 3 .

15. A polymerizable composition comprising at least one polymerizable compound according to claim 4 .

16. A polymerizable composition comprising at least one polymerizable compound according to claim 5 .

17. A polymerizable composition comprising at least one polymerizable compound according to claim 6 .

18. A polymerizable composition comprising at least one polymerizable compound according to claim 7 .

19. A polymerizable composition comprising the polymerizable compound according to claim 2 , and an initiator.

20. A polymerizable composition comprising the polymerizable compound according to claim 3 , and an initiator.

Assignees

• Zeon Corp

Inventors

• Sakamoto Kei
• Kiriki Satoshi
• Okuyama Kumi
• SANUKI Kanako

Classifications

• C09K19/32

  containing condensed ring systems, i.e. fused, bridged or spiro ring systems · CPC title

• C09K2019/0444

  characterized by a linking chain between rings or ring systems, a bridging chain between extensive mesogenic moieties or an end chain group · CPC title

• C08F128/06

  by a heterocyclic ring containing sulfur · CPC title

• C09K19/3809

  Polyesters; Polyester derivatives, e.g. polyamides · CPC title

• C08F22/10

  Esters · CPC title