Dichroic pigment compounds and compositions containing the same

Patent metadata

Field	Value
Publication number	US-10023743-B2
Application number	US-201615551305-A
Country	US
Kind code	B2
Filing date	Feb 17, 2016
Priority date	Feb 20, 2015
Publication date	Jul 17, 2018
Grant date	Jul 17, 2018

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; n, m, and p are each independently an integer of 0 to 2; and Ar 1 represents a nitrogen-containing saturated heterocyclic group which is a 5 to 8-membered ring and in which (i) N is bonded to a phenylene group and (ii) at least one β-position is an oxygen atom or a sulfur atom.

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; 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 n, m, and p are each independently an integer of 0 to 2; and
Ar 1 represents a nitrogen-containing saturated heterocyclic group which is a 5 to 8-membered ring and in which (i) N is bonded to the phenylene group and (ii) at least one β-position to the ring nitrogen is an oxygen atom or a sulfur atom, and 1 to 6 of hydrogen atoms bonded to the ring of the nitrogen-containing saturated heterocyclic group can be substituted by a C1-C3 alkyl group.

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; and
A represents an oxygen atom or a sulfur atom.

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 any 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.

Assignees

• Sumitomo Chemical Co

Inventors

• Hida Noriyuki
• Okawa Haruki

Classifications

• C09K19/3497

  the heterocyclic ring containing sulfur and nitrogen atoms · CPC title

• C09B31/043 Primary

  Amino-benzenes · CPC title

• B29D11/00644

  polarizing · CPC title

• C09K19/601

  Azoic · CPC title

• C09K2019/0448

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