Pigment dispersion liquid and inkjet ink

Patent metadata

Field	Value
Publication number	US-10538670-B2
Application number	US-201916252009-A
Country	US
Kind code	B2
Filing date	Jan 18, 2019
Priority date	Jul 26, 2016
Publication date	Jan 21, 2020
Grant date	Jan 21, 2020

Abstract

Provided are a pigment dispersion liquid including a pigment, a polymer dispersant, and water; and an inkjet ink containing the pigment dispersion liquid. The pigment contains a compound represented by General Formula ( 1 ) described in the specification, a tautomer thereof, or a salt of the compound or the tautomer. The polymer dispersant contains a polymer compound which has a repeating unit represented General Formula ( 2 - 1 ) and a repeating unit represented General Formula ( 2 - 2 ) described in the specification, and having a structure represented by General Formula ( 3 ) introduced into at least one terminal of a main chain:

in General Formula ( 3 ), L represents a linking group; R 4 represents a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heterocyclic group; and the symbol * represents a linking bond.

First claim

What is claimed is:

1. A pigment dispersion liquid comprising:
a pigment;
a polymer dispersant; and
water,
wherein the pigment is a pigment including a compound represented by General Formula (1), a tautomer thereof, or a salt of the compound or the tautomer, and
the polymer dispersant includes a polymer compound having a repeating unit represented by General Formula (2-1) and a repeating unit represented by General Formula (2-2), and having a structure represented by General Formula (3) introduced into at least one terminal of a main chain,

in General Formula (1),
Z represents a 5-membered heterocyclic ring or a 6-membered heterocyclic ring, both of which may have a substituent,
Y 1 , Y 2 , R 11 , and R 12 each independently represent a hydrogen atom or a substituent,
G 1 and G 2 each independently represent a hydrogen atom, a substituted or unsubstituted alkyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heterocyclic group, and
W 1 and W 2 each independently represent a substituted or unsubstituted alkoxy group, a substituted or unsubstituted amino group, a substituted or unsubstituted alkyl group, or a substituted or unsubstituted aryl group,

in General Formula (2-1), R 1 represents a hydrogen atom, a methyl group, or a substituted methyl group, and R 2 represents a substituted or unsubstituted alkyl group, a substituted or unsubstituted aralkyl group, or a substituted or unsubstituted aryl group,
in General Formula (2-2), R 3 represents a hydrogen atom, a methyl group, or a substituted methyl group, and M represents a hydrogen atom or a counter cation, and

in General Formula (3), L represents a linking group, R 4 represents a substituted or unsubstituted alkyl group, a substituted or unsubstituted aryl group, or a substituted or unsubstituted heterocyclic group, and the symbol * represents a linking bond.

2. The pigment dispersion liquid according to claim 1 , wherein the weight-average molecular weight of the polymer dispersant is 5,000 to 50,000.

3. The pigment dispersion liquid according to claim 1 , wherein the weight-average molecular weight of the polymer dispersant is 7,000 to 20,000.

4. The pigment dispersion liquid according to claim 1 , wherein the polymer dispersant has an acid value of from 1.6 mmol/g to 2.6 mmol/g.

5. The pigment dispersion liquid according to claim 1 , wherein the polymer dispersant has an acid value of from 1.7 mmol/g to 2.2 mmol/g.

6. The pigment dispersion liquid according to claim 1 , wherein the pigment is a pigment including at least one of a compound represented by Formula (d1), Formula (d2), or Formula (d3), a tautomer thereof, or a salt of the compound or the tautomer:

7. The pigment dispersion liquid according to claim 6 , wherein the pigment is a pigment including a compound represented by Formula (d1), a tautomer thereof, or a salt of the compound or the tautomer.

8. The pigment dispersion liquid according to claim 1 , wherein R 4 in General Formula (3) represents a substituted or unsubstituted alkyl group, or a substituted or unsubstituted aryl group.

9. The pigment dispersion liquid according to claim 1 , wherein L in General Formula (3) represents a substituted or unsubstituted alkylene group, a substituted or unsubstituted arylene group, or a substituted or unsubstituted divalent heterocyclic group.

10. The pigment dispersion liquid according to claim 1 , wherein R 4 in General Formula (3) represents a substituted or unsubstituted alkyl group having 1 to 10 carbon atoms.

11. The pigment dispersion liquid according to claim 1 , wherein L in General Formula (3) represents a substituted or unsubstituted alkylene group having 1 to 5 carbon atoms.

12. The pigment dispersion liquid according to claim 1 , wherein, in General Formula (2-1), R 1 represents a methyl group, and R 2 represents a benzyl group.

13. The pigment dispersion liquid according to claim 1 , further comprising at least one solvent selected from glycerin, ethylene glycol, diethylene glycol, triethylene glycol, polyethylene glycol, 1,3-propanediol, 1,4-butanediol, 1,2-hexanediol, hexylene glycol, diglycerol, dipropylene glycol, 2-pyrrolidone, triethylene glycol monobutyl ether, propylene glycol monomethyl ether acetate, or isopropanol.

14. An inkjet ink comprising the pigment dispersion liquid according to claim 1 .

Assignees

• Fujifilm Corp

Inventors

• Hayashi Shinya
• Nagata Yoshiaki
• Omura Kazufumi
• Furukawa Kazushi
• Tateishi Keiichi

Classifications

• C09B43/16

  linking amino-azo or cyanuric acid residues · CPC title

• C08F290/044

  Polymers of aromatic monomers as defined in group C08F12/00 · CPC title

• C09D11/326

  characterised by the pigment dispersant · CPC title

• C09D11/107

  from unsaturated acids or derivatives thereof · CPC title

• C09D17/00

  Pigment pastes, e.g. for mixing in paints (artists' paints C09D5/06) · CPC title