Dichroic azo compound and composition containing the same

Patent metadata

Field	Value
Publication number	US-10513612-B2
Application number	US-201615551940-A
Country	US
Kind code	B2
Filing date	Feb 17, 2016
Priority date	Feb 20, 2015
Publication date	Dec 24, 2019
Grant date	Dec 24, 2019

Abstract

A compound serving as a dichroic pigment which has a maximum absorption wavelength in a range of 350 nm to 510 nm is represented by the following Formula (1):

In Formula (1), R 1 represents a hydrogen atom or a C1-C20 alkyl group; R 2 through R 4 are substituents which are not hydrogen atoms and each independently represent a C1-C4 alkyl group; m, p, and q are each independently an integer of 0 to 2; and R 5 is (i) a C1-C10 alkyl group in which a hydrogen atom is substituted by at least one hydroxy group or (ii) a C1-C10 alkyl group which has carbon atoms and in which at least one —O— is inserted between the carbon atoms.

First claim

The invention claimed is:

1. A compound represented by the following Formula (1):

where: R 1 represents a hydrogen atom, a C1-C20 alkyl group, a C1-C20 alkoxy group, a C1-C20 acyl group, a C2-C20 alkoxycarbonyl group, a C1-C20 acyloxy group, or —N(R 10 )(R 11 ); R 10 represents a C1-C20 acyl group, a C1-C20 alkylsulfonyl group, or a C6-C20 arylsulfonyl group; and R 11 represents a hydrogen atom or a C1-C20 alkyl group; R 10 and R 11 can bond to each other, and form, with a nitrogen atom to which R 10 and R 11 bond, a ring including —N—CO— or —N—SO 2 —; at least one hydrogen atom of any of the alkyl group, the alkoxy group, the acyl group, the alkoxycarbonyl group, the acyloxy group, the alkylsulfonyl group, and the arylsulfonyl group can be substituted by a halogen atom, a hydroxy group, an unsubstituted amino group, or a substituted amino group; —O— or —NR 20 — can be inserted between carbon atoms of any of the alkyl group and the alkoxy group; and R 20 represents a hydrogen atom or a C1-C20 alkyl group;
R 2 through R 4 are substituents which are not hydrogen atoms and each independently represent a C1-C4 alkyl group, a C1-C4 alkoxy group, a halogen atom, or a cyano group; at least one hydrogen atom of any of the alkyl group and the alkoxy group can be substituted by a halogen atom or a hydroxy group; and m, p, and q are each independently an integer of 0 to 2; and
R 5 is a C1-C10 alkyl group in which a hydrogen atom is substituted by at least one hydroxy group; and the aliphatic hydrocarbon chain in R 5 can be a linear chain or a branched chain.

2. The compound as set forth in claim 1 , wherein
the compound is represented by the following Formula (1′):

where: R 1 is identical to R 1 of Formula 1;
n represents an integer of 1 to 10; and
—(CH 2 ) n — represents a linear or branched C1-C10 aliphatic hydrocarbon chain.

3. The compound as set forth in claim 1 , wherein
the compound has a maximum absorption wavelength in a range of 350 nm to 510 nm.

4. A composition comprising:
a polymerizable liquid crystal compound; and
a compound recited in claim 1 .

5. The composition as set forth in claim 4 , wherein
the polymerizable liquid crystal compound exhibits a smectic liquid crystal phase.

6. The composition as set forth in claim 4 , further comprising:
a polymerization initiator.

7. A polarizing film comprising:
a compound recited in claim 1 .

8. The polarizing film as set forth in claim 7 , wherein
a maximum absorption wavelength (λ max1 ) of the polarizing film is longer than a maximum absorption wavelength (λ max2 ) of the compound represented by the Formula (1).

9. The polarizing film as set forth in claim 8 , wherein
a difference between the λ max1 and the λ max2 is 10 nm or more.

10. The polarizing film as set forth in claim 7 , wherein the polarizing film exhibits a Bragg peak in X-ray diffraction measurement.

11. A liquid crystal display device comprising:
a polarizing film recited in claim 7 .

12. A liquid crystal cell comprising:
a polarizing film recited in claim 7 ;
a liquid crystal layer; and
a base.

13. The liquid crystal cell as set forth in claim 12 , wherein
the polarizing film is provided between the base and the liquid crystal layer.

14. The liquid crystal cell as set forth in claim 13 , further comprising:
a color filter provided between the base and the liquid crystal layer.

15. A circularly polarizing plate comprising:
a polarizing film recited in claim 7 ; and
a quarter-wave plate.

16. An organic EL display device comprising:
a polarizing film recited in claim 7 ; and
an organic EL element.

17. An organic EL display device comprising:
a circularly polarizing plate recited in claim 15 ; and
an organic EL element.

18. A polarizing film comprising:
a compound recited in claim 2 .

19. The polarizing film as set forth in claim 18 , wherein
a maximum absorption wavelength (λ max1 ) of the polarizing film is longer than a maximum absorption wavelength (λ max2 ) of the compound represented by the Formula (1′).

Assignees

• Sumitomo Chemical Co

Inventors

• Hida Noriyuki
• Okawa Haruki

Classifications

• G02B5/305

  including organic materials, e.g. polymeric layers · CPC title

• C09K19/601

  Azoic · CPC title

• G02F1/133514

  Colour filters · CPC title

• G02B5/3025

  Polarisers, i.e. arrangements capable of producing a definite output polarisation state from an unpolarised input state (G02B5/3008, G02B5/3016 take precedence) · CPC title

• C09K19/3852

  Poly(meth)acrylate derivatives · CPC title