Polymerizable compound, composition, polymer, optically anisotropic body, liquid crystal display device, and organic EL device

Patent metadata

Field	Value
Publication number	US-9809668-B2
Application number	US-201415039972-A
Country	US
Kind code	B2
Filing date	Nov 27, 2014
Priority date	Nov 29, 2013
Publication date	Nov 7, 2017
Grant date	Nov 7, 2017

Abstract

It is an object of the present invention to provide a polymerizable compound suitable as a material for optically anisotropic bodies having excellent optical properties, a composition containing the polymerizable compound, a polymer obtained by polymerizing the polymerizable compound, an optically anisotropic body formed of the polymer, and a liquid crystal display device including the optically anisotropic body.

First claim

The invention claimed is:

1. A polymerizable compound represented by general formula (1):

[in the formula, P represents a polymerizable functional group and Sp represents a spacer group or a single bond,
A 1 , A 2 , A 3 , and A 4 each independently represent a divalent alicyclic hydrocarbon group or aromatic hydrocarbon group,
X 1 , X 2 , X 3 , and X 4 each independently represent a divalent linking group or a single bond (at least one of X 1 , X 2 , X 3 , and X 4 represents one of linking groups selected from —CH 2 CH 2 COO—, —CH 2 CH 2 OCO—, —COOCH 2 CH 2 —, —OCOCH 2 CH 2 —, —CH═CH—, —CH═CHCOO—, —OCOCH═CH—, —N═N—, —N═C—, and —C═N—N═C—), wherein a combination of X 2 and X 3 (hereafter expressed as “X 2 /X 3 ”) in the general formula (1) is as follows:
“—COO—(CH 2 ) u —/—CH 2 CH 2 —COO—”, “—COO—(CH 2 ) u —/—COO—CH 2 CH 2 —”,
“—COO—(CH 2 ) u —/—OCO—CH 2 CH 2 —”, “—COO—(CH 2 ) u —/—CH 2 CH 2 —OCO—”,
“—OCO—(CH 2 ) u —/—CH 2 CH 2 —COO—”, “—OCO—(CH 2 ) u —/—COO—CH 2 CH 2 —”,
“—OCO—(CH 2 ) u —/—OCO—CH 2 CH 2 —”, “—OCO—(CH 2 ) u —/—CH 2 CH 2 —OCO—”,
“—OCO—CH 2 CH 2 —/—COO—(CH 2 ) u —”, “—CH 2 CH 2 —OCO—/—COO—(CH 2 ) u —”,
“—CH 2 CH 2 —COO—/—(CH 2 ) u —”, “—COO—CH 2 CH 2 —/—COO—(CH 2 ) u —”,
“—OCO—CH 2 CH 2 —/—OCO—(CH 2 ) u —”, “—CH 2 CH 2 —OCO—/—OCO—(CH 2 ) u —”,
“—CH 2 CH 2 —COO—/—OCO(CH 2 ) u —”, “—COO—CH 2 CH 2 —/—OCO—(CH 2 ) u —”,
(u represents an integer of 0 to 2)
“single bond/—CH 2 CH 2 —COO—”, “single bond/—COO—CH 2 CH 2 —”,
“single bond/—OCO—CH 2 CH 2 —”, “single bond/—CH 2 CH 2 —OCO—”,
“—OCO—CH 2 CH 2 —/single bond”, “—CH 2 CH 2 —OCO—/single bond”,
“—CH 2 CH 2 —COO—/single bond”, or “—COO—CH 2 CH 2 —/single bond,”
R 1 represents an alkyl group having 1 to 12 carbon atoms, an alkoxy group having 1 to 12 carbon atoms, or “*-Sp-P” (* represents a bond with A 4 or A 3 ),
R 3 represents an alkyl group having 1 to 6 carbon atoms, an alicyclic hydrocarbon group, or an aromatic hydrocarbon group, wherein a hydrogen atom in the alicyclic hydrocarbon group or the aromatic hydrocarbon group may be substituted with an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a halogen atom, a cyano group, a nitro group, a —C≡C—CH 3 group, or a hydroxy group,
m and n each independently represent an integer of 0 to 4 (m+n is an integer of 2 or more),
T 1 represents —S—, —O—, —CH 2 —, —NH—, —C(═O)—, —S(═O)—, or —C(═S)—,
T 2 represents ═CR 2 — or ═N—, and
R 2 represents a hydrogen atom, a halogen atom, an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a cyano group, a nitro group, or a hydroxy group].

2. The polymerizable compound according to claim 1 , wherein a group that links X 2 and X 3 in the general formula (1) is a group represented by one of general formulae (2-1) to (2-5) below:

[in the formulae, “*” represent bonds with X 2 and X 3 in the general formula (1), and R 3 is the same as R 3 in the general formula (1)].

3. The polymerizable compound according to claim 1 ,
wherein R 3 in the general formula (1) represents a phenyl group or a cyclohexylene group, and
a hydrogen atom that bonds to the phenyl group or the cyclohexylene group may be substituted with an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, a halogen atom, a cyano group, a nitro group, a —C≡C—CH 3 group, or a hydroxy group.

4. A composition comprising the polymerizable compound according to claim 1 .

5. A polymer obtained by polymerizing the composition according to claim 4 .

6. An optically anisotropic body using the polymer according to claim 5 .

7. A liquid crystal display device using the optically anisotropic body according to claim 6 .

8. An organic EL device using the optically anisotropic body according to claim 6 .

9. The organic EL device according to claim 8 , wherein the organic EL device means an organic electroluminescence device.

Assignees

• Dainippon Ink & Chemicals

Inventors

• Hasebe Hiroshi
• Aoki Yoshio
• Kotani Kunihiko
• Koiso Akihiro
• Nakata Hidetoshi

Classifications

• G02F1/13363

  Birefringent elements, e.g. for optical compensation · CPC title

• C09K19/34

  containing at least one heterocyclic ring · CPC title

• C09K2019/0448

  the end chain group being a polymerizable end group, e.g. -Sp-P or acrylate · CPC title

• C09K19/3497

  the heterocyclic ring containing sulfur and nitrogen atoms · CPC title

• C09K19/38

  Polymers · CPC title