IP Library › Granted Patent US 10,782,625
Granted Patent B2
US 10,782,625 · App. 15/738,936 · Granted Sep 22, 2020

Use of novel naphthol AS-pigment-mixtures in printing-materials

Inventors: Ulrike Rohr (Weinheim, DE); Gemma Solduga Ramirez (Mannheim, DE); Joachim Eichhorn (Frankfurt am Main, DE)
Assignee: Clariant Plastics & Coatings Ltd
G03G9/091C09B29/0003C09B29/18C09B35/029C09B67/0051C09D11/037C09D11/322C09D11/40G03G9/092
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Quick Facts
Patent No.
US 10,782,625
App. No.
15/738,936
Granted
Sep 22, 2020
Kind
B2
Abstract

The invention relates to the use of pigment mixtures which contain at least one pigment of formulas (la) and (lb), wherein variables X 1 , X 2 , X 3 , X 4 , Y 1 , Y 2 , Z 1 and Z 2 are as defined and wherein the pigment mixtures are useful as dyes in printing methods.

Claims (76)

1. A colorant comprising a pigment mixture, wherein the pigment mixture comprises at least one pigment of each of the formulae (IIIa) and (IIIb)

wherein, independently of one another,

X 1 is C 1 -C 2 -alkylcarbannoyl or di(C 1 -C 2 )-alkylcarbamoyl;

Y is methyl, methoxy, ethyl or ethoxy;

Z 1 is phenyl or a phenyl substituted by one, two or three radicals selected from the group consisting of methyl, ethyl, methoxy, ethoxy and chlorine;

Z 2 is nitrophenyl or cyanophenyl, and

wherein the pigments of the formulae (IIIa) and (IIIb) are different.

2. The colorant as claimed in claim 1 , wherein

X 1 is methylcarbamoyl;

Y is methoxy;

Z 1 is methylphenyl; and

Z 2 is nitrophenyl.

3. The colorant as claimed in claim 1 , wherein the pigment mixture contains 1% to 99% by weight of a component of the formula (IIIa) and 99% to 1% by weight of a component of the formula (IIIb) based in each case on the total weight of the pigment mixture.

4. The colorant as claimed in claim 1 , further comprising at least one auxiliary selected from the group consisting of surfactants, pigmentary dispersants, nonpigmentary dispersants, fillers, suspending agents, resins, waxes, defoamers, dust suppressants, extenders, shading colorants, preservatives, drying retardants, rheology control additives, wetting agents, antioxidants, UV absorbers, light stabilizers and combinations thereof.

5. The colorant as claimed in claim 4 , wherein the shading colorant is a quinacridone pigment or an azo pigment.

6. An ink comprising the colorant as claimed in claim 1 .

7. A printing ink comprising a pigment mixture including at least one pigment of each of the formulae (IIIa) and (IIIb)

wherein, independently of one another,

X 1 is C 1 -C 2 -alkylcarbannoyl or di(C 1 -C 2 )-alkylcarbamoyl;

Y is methyl, methoxy, ethyl or ethoxy;

Z 1 is phenyl or a phenyl substituted by one, two or three radicals selected from the group consisting of methyl, ethyl, methoxy, ethoxy and chlorine;

Z 2 is nitrophenyl or cyanophenyl, and

wherein the pigments of the formulae (IIIa) and (IIIb) are different.

8. The printing ink as claimed in claim 7 , wherein

X 1 is C 1 -C 2 -alkylcarbamoyl;

Y is methoxy;

Z 1 is methylphenyl; and

Z 2 is nitrophenyl.

9. An electrophotographic toner or developer comprising a pigment mixture including at least one pigment of each of the formulae (IIIa) and (IIIb)

wherein, independently of one another,

X 1 is C 1 -C 2 -alkylcarbamoyl or di(C 1 -C 2 )-alkylcarbamoyl;

Y is methyl, methoxy, ethyl or ethoxy;

Z 1 is phenyl or a phenyl substituted by one, two or three radicals selected from the group consisting of methyl, ethyl, methoxy, ethoxy and chlorine;

Z 2 is nitrophenyl or cyanophenyl, and

wherein the pigments of the formulae (IIIa) and (IIIb) are different.

10. The electrophotographic toner or developer as claimed in claim 9 , wherein

X 1 is C 1 -C 2 -alkylcarbamoyl;

Y is methoxy;

Z 1 is methylphenyl; and

Z 2 is nitrophenyl.

11. An inkjet ink comprising a pigment mixture including at least one pigment of each of the formulae (IIIa) and (IIIb)

wherein, independently of one another,

X 1 is C 1 -C 2 -alkylcarbannoyl or di(C 1 -C 2 )-alkylcarbamoyl;

Y is methyl, methoxy, ethyl or ethoxy;

Z 1 is phenyl or a phenyl substituted by one, two or three radicals selected from the group consisting of methyl, ethyl, methoxy, ethoxy and chlorine;

Z 2 is nitrophenyl or cyanophenyl, and

wherein the pigments of the formulae (IIIa) and (IIIb) are different.

12. The inkjet ink as claimed in claim 11 , wherein

X 1 is C 1 -C 2 -alkylcarbamoyl;

Y is methoxy;

Z 1 is methylphenyl; and

Z 2 is nitrophenyl.

13. A toner cartridge set comprising a yellow, magenta, cyan and black toner cartridge, wherein the magenta cartridge contains a toner comprising a pigment mixture including at least one pigment of each of the formulae (IIIa) and (IIIb)

wherein, independently of one another,

X 1 is C 1 -C2-alkylcarbamoyl or di(C 1 -C 2 )-alkylcarbamoyl;

Y is methyl, methoxy, ethyl or ethoxy;

Z 1 is phenyl or a phenyl substituted by one, two or three radicals selected from the group consisting of methyl, ethyl, methoxy, ethoxy and chlorine;

Z 2 is nitrophenyl or cyanophenyl, and

wherein the pigments of the formulae (IIIa) and (IIIb) are different.

14. The toner cartridge set as claimed in claim 13 , wherein

X 1 is C 1 -C 2 -alkylcarbamoyl;

Y is methoxy;

Z 1 is methylphenyl; and

Z 2 is nitrophenyl.

15. An inkjet ink set comprising a yellow, magenta, cyan and black ink cartridge, wherein the magenta ink cartridge contains an inkjet ink comprising a pigment mixture including at least one pigment of each of the formulae (IIIa) and (IIIb)

wherein, independently of one another,

X 1 is C 1 -C 2 -alkylcarbamoyl or di(C 1 -C 2 )-alkylcarbamoyl;

Y is methyl, methoxy, ethyl or ethoxy;

is phenyl or a phenyl substituted by one, two or three radicals selected from the group consisting of methyl, ethyl, methoxy, ethoxy and chlorine;

Z 2 is nitrophenyl or cyanophenyl, and

wherein the pigments of the formulae (IIIa) and (IIIb) are different.

16. The inkjet ink set as claimed in claim 15 , wherein

X 1 is C 1 -C 2 -alkylcarbamoyl;

Y is methoxy;

Z 1 is methylphenyl; and

Z 2 is nitrophenyl.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 21, 2017
From: ROHR, ULRIKE; SOLDUGA RAMIREZ, GEMMA; EICHHORN, JOACHIM
To: CLARIANT PLASTICS & COATINGS LTD
Reel/Frame 044464/0370 →
Priority Claims (1)
DE 10 2015 211 829 · Jun 25, 2015 · national
Continuity (1)
Related Publication 20180312704A1 · Nov 1, 2018