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

Patent metadata

Field	Value
Publication number	US-9029490-B2
Application number	US-201214124983-A
Country	US
Kind code	B2
Filing date	May 31, 2012
Priority date	Jun 10, 2011
Publication date	May 12, 2015
Grant date	May 12, 2015

Abstract

The present invention provides a polymerizable compound represented by the following formula (I), a polymerizable composition that includes the polymerizable compound and an initiator, a polymer obtained by polymerizing the polymerizable compound or the polymerizable composition, and an optically anisotropic article that includes the polymer. The polymerizable compound, polymerizable composition, and polymer have a practical low melting point, exhibit an excellent solubility in a general-purpose solvent, can be produced at low cost, and may produce an optical film that achieves uniform conversion of polarized light over a wide wavelength band, and an optically anisotropic article.

First claim

The invention claimed is:

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

wherein Q 1 to Q 4 are independently a hydrogen atom, or a substituted or unsubstituted alkyl group having 1 to 6 carbon atoms,
X is a substituted or unsubstituted divalent aromatic group having 6 to 12 carbon atoms,
A x and A y are independently a group represented by a general formula (II),

wherein “*” indicates a bonding position,
Y 1 to Y 6 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 —, 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 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 adjacent —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 1 is a substituted or unsubstituted trivalent aromatic group, and
A 2 and A 3 are independently a substituted or unsubstituted divalent aromatic group having 6 to 30 carbon atoms, and
n is 0 or 1.

2. The polymerizable compound according to claim 1 , wherein A x and A y are independently the group represented by the general formula (II) wherein A 1 is a substituted or unsubstituted trivalent benzene ring group, or a substituted or unsubstituted trivalent naphthalene ring group, and A 2 and A 3 are independently a substituted or unsubstituted phenylene group, or a substituted or unsubstituted naphthylene group.

3. The polymerizable compound according to claim 1 , wherein A x and A y are independently the group represented by the general formula (II) wherein Y 1 to Y 6 are independently a chemical single bond, —O—, —O—C(═O)—, —C(═O)—O—, or —O—C(═O)—O—.

4. The polymerizable compound according to claim 1 , wherein A x and A y are independently the group represented by the general formula (II) wherein Z 1 and Z 2 are independently CH 2 ═CH—, CH 2 ═C(CH 3 )—, or CH 2 ═C(Cl)—.

5. The polymerizable compound according to claim 1 , wherein A x and A y are independently the group represented by the general formula (II) 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 adjacent —O— is excluded.

6. The polymerizable compound according to claim 1 , wherein X in the general formula (I) is a substituted or unsubstituted phenylene group, a substituted or unsubstituted naphthylene group, or a substituted or unsubstituted biphenylene group.

7. The polymerizable compound according to claim 1 , wherein A x and A y are independently the group represented by the general formula (II) wherein A 1 is a substituted or unsubstituted trivalent benzene ring group, A 2 and A 3 are independently a substituted or unsubstituted phenylene group, Y 1 to Y 6 are independently a chemical single bond, —O—, —O—C(═O)—, —C(═O)—O—, or —O—C(═O)—O—, G 1 and G 2 are independently an alkylene group having 1 to 12 carbon atoms, and Z 1 and Z 2 are independently CH 2 ═CH—, CH 2 ═C(CH 3 )—, or CH 2 ═C(Cl)—.

8. A polymerizable composition comprising at least polymerizable compound according to claim 1 , and an initiator.

9. The polymerizable compound according to claim 2 , wherein A x and A y are independently the group represented by the general formula (II) wherein Y 1 to Y 6 are independently a chemical single bond, —O—, —O—C(═O)—, —C(═O)—O—, or —O—C(═O)—O—.

10. The polymerizable compound according to claim 2 , wherein A x and A y are independently the group represented by the general formula (II) wherein Z 1 and Z 2 are independently CH 2 ═CH—, CH 2 ═C(CH 3 )—, or CH 2 ═C(Cl)—.

11. The polymerizable compound according to claim 3 , wherein A x and A y are independently the group represented by the general formula (II) wherein Z 1 and Z 2 are independently CH 2 ═CH—, CH 2 ═C(CH 3 )—, or CH 2 ═C(Cl)—.

12. The polymerizable compound according to claim 2 , wherein A x and A y are independently the group represented by the general formula (II) 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 adjacent —O— is excluded.

13. The polymerizable compound according to claim 3 , wherein A x and A y are independently the group represented by the general formula (II) 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 adjacent —O— is excluded.

14. The polymerizable compound according to claim 4 , wherein A x and A y are independently the group represented by the general formula (II) 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 adjacent —O— is excluded.

15. The polymerizable compound according to claim 2 , wherein X in the general formula (I) is a substituted or unsubstituted phenylene group, a substituted or unsubstituted naphthylene group, or a substituted or unsubstituted biphenylene group.

16. The polymerizable compound according to claim 3 , wherein X in the general formula (I) is a substituted or unsubstituted phenylene group, a substituted or unsubstituted naphthylene group, or a substituted or unsubstituted biphenylene group.

Assignees

• Sakamoto Kei
• Okuyama Kumi
• Zeon Corp

Inventors

• Sakamoto Kei
• Okuyama Kumi

Classifications

• C08F222/1006

  of polyhydric alcohols or polyhydric phenols · CPC title

• C07C251/88 Primary

  having also the other nitrogen atom doubly-bound to a carbon atom, e.g. azines · CPC title

• G02B5/3083

  Birefringent or phase retarding elements (G02B5/3008, G02B5/3016 take precedence; systems for polarisation control G02B27/286; manufacturing phase modulating patterns by lithographic processes G03F7/001) · CPC title

• C08F122/26

  of unsaturated alcohols {(C08F122/1006 takes precedence)} · CPC title

• C07C243/18 Primary

  containing rings · CPC title