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

Patent metadata

Field	Value
Publication number	US-9868710-B2
Application number	US-201415032120-A
Country	US
Kind code	B2
Filing date	Oct 30, 2014
Priority date	Oct 31, 2013
Publication date	Jan 16, 2018
Grant date	Jan 16, 2018

Abstract

This invention provides a polymerizable compound represented by formula (I), a polymerizable composition containing the polymerizable compound and a polymerization initiator, a polymer produced by polymerizing the polymerizable compound or the polymerizable composition, and an optically anisotropic product comprising the polymer as a constituent material. In formula (1), Y 1 to Y 9 represent —O—, —S—, —O—C(═O)—, —C(═O)—O— or the like, G 1 and G 2 represent a divalent linear aliphatic group having 1 to 20 carbon atoms or the like, Z 1 to Z 3 represent an alkenyl group having 2 to 10 carbon atoms or the like, A x represents a group represented by a formula (II), wherein X represents an oxygen atom, a sulfur atom or the like,
D represents an alkylene group having 1 to 20 carbon atoms or the like, A 1 represents a trivalent aromatic group or the like, A 2 and A 3 represent a divalent alicyclic hydrocarbon group having 3 to 30 carbon atoms or the like, A 4 and A 5 represent a divalent aromatic group having 4 to 30 carbon atoms or the like, Q 1 represents an alkyl group having 1 to 6 carbon atoms or the like, and m and n are 0 or 1.

First claim

The invention claimed is:

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

wherein each of Y 1 to Y 8 independently represents 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 represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms,
Y 9 represents —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 represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms,
each of G 1 and G 2 independently represents a substituted or unsubstituted divalent linear aliphatic group having 1 to 20 carbon atoms,
each of Z 1 , Z 2 , and Z 3 independently represents an alkenyl group having 2 to 10 carbon atoms that is substituted with a halogen atom, or unsubstituted,
A x represents a group represented by a formula (II),

wherein X represents —NR 2 —, an oxygen atom, or a sulfur atom, and R 2 represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms, provided that an arbitrary C—H is optionally substituted with a nitrogen atom,
D represents a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms that optionally includes —O—, —S—, —O—C(═O)—, —C(═O)—O—, —O—C(═O)—O—, —NR 3 —C(═O)—, —C(═O)—NR 3 —, —NR 3 —, or —C(═O)—, or a substituted or unsubstituted cycloalkanediyl group having 3 to 20 carbon atoms, provided that a case where the alkylene group includes two or more contiguous —O— or —S— is excluded, and R 3 represents a hydrogen atom or an alkyl group having 1 to 6 carbon atoms,
A 1 represents a substituted or unsubstituted trivalent aromatic group,
each of A 2 and A 3 independently represents a substituted or unsubstituted divalent alicyclic hydrocarbon group having 3 to 30 carbon atoms,
each of A 4 and A 5 independently represents a substituted or unsubstituted divalent aromatic group having 4 to 30 carbon atoms,
Q 1 represents a hydrogen atom, or a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms, and m and n are independently 0 or 1.

2. The polymerizable compound according to claim 1 , wherein D is a substituted or unsubstituted alkylene group having 1 to 20 carbon atoms that optionally includes —O—, —S—, —O—C(═O)—, —C(═O)—O—, —O—C(═O)—O—, or —C(═O)—, provided that a case where the alkylene group includes two or more contiguous —O— or —S— is excluded.

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 each of Y 1 to Y 8 is independently a chemical single bond, —O—, —O—C(═O)—, —C(═O)—O—, or —O—C(═O)—O—, and Y 9 is —O—, —O—C(═O)—, —C(═O)—O—, or —O—C(═O)—O—.

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

6. The polymerizable compound according to claim 1 , wherein each of G 1 and G 2 is 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 each of G 1 and G 2 is independently an alkylene group having 1 to 12 carbon atoms.

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

9. A polymerizable composition comprising at least one type of the polymerizable compound according to claim 1 , and an initiator.

10. A polymer obtained by polymerizing the polymerizable compound according to claim 1 .

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

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

13. A polymer obtained by polymerizing the polymerizable composition according to claim 8 .

14. A polymer obtained by polymerizing the polymerizable composition according to claim 9 .

15. The polymer according to claim 13 , the polymer being a liquid crystal polymer.

16. An optically anisotropic product comprising the polymer according to claim 15 .

17. A polymerizable compound represented by formula (1) or (2)

18. An antireflective film comprising the optically anisotropic product according to claim 12 and a polarizer.

19. An optical film comprising the polymer according to claim 10 .

Assignees

• Zeon Corp

Inventors

• Sakamoto Kei
• Okuyama Kumi

Classifications

• C07C251/82

  having doubly-bound carbon atoms of hydrazone groups bound to carbon atoms of rings other than six-membered aromatic rings · CPC title

• G02B1/111

  using layers comprising organic materials · CPC title

• C08F222/1006 Primary

  of polyhydric alcohols or polyhydric phenols · CPC title

• C07D277/82 Primary

  Nitrogen atoms · CPC title

• C07C251/86

  having doubly-bound carbon atoms of hydrazone groups bound to carbon atoms of six-membered aromatic rings · CPC title