Azo compound, dye-based polarizing film containing same, and polarizing plate

Patent metadata

Field	Value
Publication number	US-10150871-B2
Application number	US-201515129236-A
Country	US
Kind code	B2
Filing date	Mar 27, 2015
Priority date	Mar 31, 2014
Publication date	Dec 11, 2018
Grant date	Dec 11, 2018

Abstract

The present invention relates to an azo compound that is useful as a dichroic pigment used in a polarizing plate having excellent polarizing performance and durability and having little color leakage in a visible light region, and used in a neutral gray polarizing plate for vehicle mounting that uses the aforementioned polarizing plate. More specifically, the invention relates to an azo compound that is represented by formula (1) [In the formula, R1-R4 each independently represent a hydrogen atom, a C1-5 alkyl group, a C1-5 alkoxy group, a sulfo group, or a C1-5 alkoxy group having a sulfo group, X represents an amino group having a substituent, a benzoylamino group having a substituent, a phenylamino group having a substituent, a phenylazo group having a substituent, or a naphthotriazole group having a substituent, m represents 3 or 4, n represents 1 or 2, and p represents 1, 2, or 3.], or to a salt of said compound.

First claim

The invention claimed is:

1. A dye polarizing film containing a polarizing-film base containing an azo compound or a salt thereof, represented by the following formula (6):

wherein R 1 to R 4 each independently represent a hydrogen atom, an alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, a sulfo group or an alkoxy group having 1 to 5 carbon atoms and a sulfo group; X represents an amino group having a substituent, a phenylamino group having a substituent, a benzoylamino group having a substituent, a naphthotriazole group having a substituent or a phenylazo group having a substituent; m represents 3 or 4; n represents 1 or 2; and p represents 1, 2 or 3;
wherein the phenylamino group is represented by the following formula (2):

wherein R 5 and R 6 each independently represent a hydrogen atom, a methyl group, a methoxy group, a sulfo group, an amino group or a substituted amino group; or a salt thereof;
wherein the benzoylamino group is represented by the following formula (3):

wherein R 7 represents a hydrogen atom, a hydroxy group, an amino group or a substituted amino group; or a salt thereof;
wherein the naphthotriazole group is represented by the following formula (4):

wherein o represents 1 or 2; or a salt thereof;
wherein the phenylazo group is represented by the following formula (5):

wherein R 8 to R 10 each independently represent a hydrogen atom, a hydroxy group, an alkyl group having 1 to 5 carbon atoms, an alkoxy group having 1 to 5 carbon atoms, an amino group or a substituted amino group; or a salt thereof.

2. The dye polarizing film azo compound according to claim 1 , wherein R 1 and R 2 are hydrogen atoms; or a salt thereof.

3. The dye polarizing film according to claim 1 , wherein R 3 and R 4 each independently represent a hydrogen atom, a methyl group, a methoxy group or an alkoxy group having 1 to 5 carbon atoms and a sulfo group; or a salt thereof.

4. The dye polarizing film according to claim 1 containing the azo compound or a salt thereof, and at least one other organic dye.

5. The dye polarizing film according to claim 1 containing at least two of the azo compounds or salts thereof, and at least one other organic dye.

6. The dye polarizing film according to claim 1 , wherein the polarizing-film base is a film formed of a polyvinyl alcohol resin or a derivative thereof.

7. A dye polarizing plate obtained by attaching a transparent protecting layer onto at least one surface of the dye polarizing film according to claim 1 .

8. A dye polarizing plate for a liquid crystal display comprising the dye polarizing film according to claim 1 .

9. An in-car neutral gray dye polarizing plate comprising the dye polarizing film according to claim 1 .

10. A liquid crystal display device comprising using the dye polarizing plate according to any one of claims 7 to 9 .

Assignees

• Nippon Kayaku Kk
• Polatechno Co Ltd

Inventors

• Higeta Takahiro
• Nishiguchi Takuto
• Nakamura Mitsunori

Classifications

• G02B1/04

  made of organic materials, e.g. plastics (G02B1/08 takes precedence) · CPC title

• C09B31/08 Primary

  from a coupling component "C" containing directive hydroxyl and amino groups · CPC title

• G02F1/133528

  Polarisers · CPC title

• G02B5/30

  Polarising elements (light-modulating devices with active elements G02F1/00) · CPC title

• C09B31/20

  from a coupling component"D" containing a directive hydroxyl group · CPC title