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

Patent metadata

Field	Value
Publication number	US-9341747-B2
Application number	US-201514813166-A
Country	US
Kind code	B2
Filing date	Jul 30, 2015
Priority date	Feb 7, 2011
Publication date	May 17, 2016
Grant date	May 17, 2016

Abstract

The present invention relates to an azo compound represented by the following formula (1) [wherein, A represents a naphthyl group having a substituent, R 1 to R 6 each independently represent a hydrogen atom, an alkyl group having a carbon atom number of 1 to 5, an alkoxy group having a carbon atom number of 1 to 5, a sulfo group, or an alkoxy group having a sulfo group and a carbon atom number of 1 to 5, and X represents 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] and a salt thereof. By using the azo compound or a salt thereof of the present invention, a neutral color polarizing plate and a color polarizing plate for a liquid crystal projector being excellent in polarization performance and durability.

First claim

The invention claimed is:

1. A dye-based polarizing film containing in a raw film for a polarizing film, one or more kinds of an azo compound and/or a salt thereof, which is represented by the following formula (7):

wherein, A represents a naphthyl group having at least one substituent; R 1 to R 6 each independently represent a hydrogen atom an alkyl group having a carbon atom number of 1 to 5, an alkoxy group having a carbon atom number of 1 to 5, a sulfo group or an alkoxy group having a sulfo group and a carbon atom number of 1 to 5; and X represents a benzoylamino group represented by the following formula (3):

in the formula (3), R 9 represents a hydrogen atom or an unsubstituted amino group; and/or a salt thereof.

2. The dye-based polarizing film according to claim 1 , wherein A is a naphthyl group having at least one substituent and at least one of the substituents is a sulfo group.

3. The dye-based polarizing film according to claim 1 , wherein A is a naphthyl group represented by the following formula (6):

in the formula (6), R 13 represents a hydrogen atom, a hydroxy group, or an alkoxy group having a sulfo group and a carbon atom number of 1 to 5, and n represents 1 to 3.

4. The dye-based polarizing film according to claim 1 , wherein R 1 to R 6 are each independently a hydrogen atom, a methyl group, a methoxy group, or an alkoxy group having a sulfo group and a carbon atom number of 1 to 5.

5. The dye-based polarizing film according to claim 1 , wherein A is a naphthyl group substituted with 2 or 3 sulfo groups or a naphthyl group substituted with a 3-sulfopropoxy group and a sulfo group; R 1 , R 3 and R 5 are each independently a hydrogen atom, a methyl group, a methoxy group or a 3-sulfopropoxy group; R 2 , R 4 and R 6 are methyl groups; and X is a benzoylamino group substituted with an unsubstituted amino group.

6. The dye-based polarizing film containing one or more kinds of the azo compound and/or a salt thereof according to claim 5 and one or more kinds of dichroic organic dyes other than it in the raw film for a polarizing film.

7. The dye-based polarizing film according to claim 5 , wherein the raw film for a polarizing film is a film comprising a polyvinyl alcohol resin, a vinyl alcohol copolymer resin or a modified form of a polyvinyl alcohol resin.

8. The dye-based polarizing film according to claim 7 , wherein the raw film for a polarizing film is a polyvinyl alcohol resin film.

9. A dye-based polarizing plate with a transparent protective film attached to at least one surface of the dye-based polarizing film according to claim 5 .

10. A liquid crystal display comprising the dye-based polarizing plate according to claim 9 .

11. The dye-based polarizing film containing one or more kinds of the azo compound and/or a salt thereof according to claim 1 and one or more kinds of dichroic organic dyes other than it in the raw film for a polarizing raw film.

12. The dye-based polarizing film containing two or more kinds of the azo compound and/or a salt thereof according to claim 1 and one or more kinds of dichroic organic dyes other than it in the raw film for a polarizing raw film.

13. The dye-based polarizing film according to claim 1 wherein the film is a color dye-based polarizing film.

14. The dye-based polarizing film according to claim 1 , wherein the raw film for a polarizing film is a film comprising a polyvinyl alcohol resin, a vinyl alcohol copolymer resin or a modified form of a polyvinyl alcohol resin.

15. The dye-based polarizing film according to claim 14 , wherein the raw film for a polarizing film is a polyvinyl alcohol resin film.

16. A dye-based polarizing plate with a transparent protective film attached to at least one surface of the dye-based polarizing film according to claim 1 .

17. A liquid crystal display comprising the dye-based polarizing plate according to claim 16 .

18. A liquid crystal projector comprising the dye-based polarizing film according to claim 1 , or comprising a dye-based polarizing plate with a transparent protective film attached to at least one surface of the dye-based polarizing film.

Assignees

• Nippon Kayaku Kk
• Polatechno Co Ltd

Inventors

• Higeta Takahiro
• Nishiguchi Takuto

Classifications

• G02B1/04

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

• G02B1/08 Primary

  made of polarising materials · CPC title

• Y10T428/1041

  Cross-Sectional Technologies · mapped topic

• C09B67/0046

  Mixtures of two or more azo dyes · CPC title

• C09B67/0055

  Mixtures of two or more disazo dyes · CPC title