Compound, ink, resist composition for color filter, color filter, sheet for thermal transfer recording, and toner

Patent metadata

Field	Value
Publication number	US-12098288-B2
Application number	US-202017134906-A
Country	US
Kind code	B2
Filing date	Dec 28, 2020
Priority date	Jul 30, 2018
Publication date	Sep 24, 2024
Grant date	Sep 24, 2024

Abstract

The azomethine compound provided by this case is a compound showing high chroma and having excellent light resistance.

First claim

The invention claimed is:

1. A compound represented by formula (1):

wherein, in the formula (1):
R1 and R2 represent 2-ethylhexyl groups;
R3 represents a linear alkyl group having 1 to 4 carbon atoms or a branched alkyl group having 3 or 4 carbon atoms; and
R4 represents a functional group selected from the group consisting of a t-butyl group, an iso-propyl group, a phenyl group, and a benzyl group.

2. The compound according to claim 1 , wherein R4 in the formula (1) is a t-butyl group or a phenyl group.

3. An ink comprising a medium and the compound according to claim 1 .

4. A resist composition for a color filter, comprising the compound according to claim 1 .

5. A color filter comprising the compound according to claim 1 .

6. A thermal transfer recording sheet comprising a substrate and a color material layer formed on the substrate,
wherein the color material layer contains the compound according to claim 1 .

7. A thermal transfer recording sheet comprising a substrate and a color material layer formed on the substrate,
wherein the color material layer includes a yellow layer containing a yellow dye, a magenta layer containing a magenta dye, and a cyan layer containing a cyan dye,
wherein the yellow layer, the magenta layer, and the cyan layer are surface-sequentially stacked on the substrate, and
wherein the cyan dye contains the compound according to claim 1 .

8. The thermal transfer recording sheet according to claim 7 , wherein the cyan dye further contains a compound represented by formula (2):

wherein, in the formula (2), R5 to R9 each independently represents an alkyl group or an aryl group.

9. The thermal transfer recording sheet according to claim 7 , wherein the yellow dye contains one or more compounds selected from the group of compounds represented by formulae (3) to (5), and
wherein the magenta dye contains one or more compounds selected from the group of compounds represented by formulae (6) to (8):

wherein, in the formula (3), R10 to R13 each independently represents an alkyl group or an aryl group optionally having a substituent;

wherein, in the formula (4):
R14 represents an alkyl group, an aryl group optionally having a substituent, or an amino group optionally having a substituent;
R15 represents a hydrogen atom, an alkyl group, an aryl group optionally having a substituent, or —N(—R a )R b , where R a and R b each independently represents a hydrogen atom, an alkyl group, or an acyl group, and R a and R b may bind to each other to form a ring;
R16 represents an alkyl group;
R17 represents a hydrogen atom or an alkyl group;
Y represents a carbonyl group (—C(═O)—) or a sulfonyl group (—S(—O) 2 —); and
n represents an integer of 1 to 3;

wherein, in the formula (5):
R18 represents an alkyl group, an aryl group, or an alkoxy group;
R19 represents an alkyl group or an aryl group; and
R20 and R21 each independently represents an alkyl group;

wherein, in the formula (6), R22 represents an unsubstituted alkyl group, an alkyl group substituted with an alkoxy group, or an aryl group optionally having a substituent;

wherein, in the formula (7), R23 and R24 each independently represents an alkyl group or an aryl group optionally having a substituent;

wherein, in the formula (8):
R25 and R26 each independently represents an alkyl group;
R27 represents a hydrogen atom, an alkyl group, or an aryl group optionally having a substituent;
R28 represents an alkyl group or an aryl group optionally having a substituent;
R29 represents a hydrogen atom, an alkyl group, an aryl group optionally having a substituent, or —N(—R30)R31, where R30 and R31 each independently represents a hydrogen atom, an alkyl group, an aryl group, or an acyl group or represent a cyclic structure formed by binding of R30 and R31 to each other.

10. A toner comprising a binder resin and a colorant, wherein the colorant contains the compound according to claim 1 .

11. A toner comprising a binder resin and a colorant, wherein the colorant contains the compound according to claim 2 .

12. An ink comprising a medium and the compound according to claim 2 .

13. A resist composition for a color filter, comprising the compound according to claim 2 .

14. A color filter comprising the compound according to claim 2 .

15. A thermal transfer recording sheet comprising a substrate and a color material layer formed on the substrate,
wherein the color material layer contains the compound according to claim 2 .

16. A thermal transfer recording sheet comprising a substrate and a color material layer formed on the substrate,
wherein the color material layer includes a yellow layer containing a yellow dye, a magenta layer containing a magenta dye, and a cyan layer containing a cyan dye,
wherein the yellow layer, the magenta layer, and the cyan layer are surface-sequentially stacked on the substrate, and
wherein the cyan dye contains the compound according to claim 2 .

17. The thermal transfer recording sheet according to claim 16 , wherein the cyan dye further contains a compound represented by formula (2):

wherein, in the formula (2), R5 to R9 each independently represents an alkyl group or an aryl group.

18. The thermal transfer recording sheet according to claim 8 , wherein the yellow dye contains one or more compounds selected from the group of compounds represented by formulae (3) to (5), and
wherein the magenta dye contains one or more compounds selected from the group of compounds represented by formulae (6) to (8):

wherein, in the formula (3), R10 to R13 each independently represents an alkyl group or an aryl group optionally having a substituent;

wherein, in the formula (4):
R14 represents an alkyl group, an aryl group optionally having a substituent, or an amino group optionally having a substituent;
R15 represents a hydrogen atom, an alkyl group, an aryl group optionally having a substituent, or —N(—R a )R b , where R a and R b each independently represents a hydrogen atom, an alkyl group, or an acyl group, and R a and R b may bind to each other to form a ring;
R16 represents an alkyl group;
R17 represents a hydrogen atom or an alkyl group;
Y represents a carb

Assignees

• Canon Kk

Inventors

• Shintou Taichi
• Shirota Koromo
• Hayakawa Ai
• Santo Tsuyoshi

Classifications

• G03G9/0906

  Organic dyes · CPC title

• G03F7/0045

  with organic non-macromolecular light-sensitive compounds not otherwise provided for, e.g. dissolution inhibitors · CPC title

• G02B5/20

  Filters (polarising elements G02B5/30) · CPC title

• G02B1/04

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

• C09D11/037

  characterised by the pigment · CPC title