Aqueous pigment dispersion

Patent metadata

Field	Value
Publication number	US-11066564-B2
Application number	US-201716341817-A
Country	US
Kind code	B2
Filing date	Oct 13, 2017
Priority date	Oct 17, 2016
Publication date	Jul 20, 2021
Grant date	Jul 20, 2021

Abstract

The present invention relates to a water-based pigment dispersion containing a polymer dispersant and a pigment, the polymer dispersant being prepared by crosslinking a carboxy group-containing water-insoluble polymer (A) with a water-insoluble polyfunctional epoxy compound, in which carboxy groups of the water-insoluble polymer (A) are at least partially neutralized by an alkali metal compound, and the water-based pigment dispersion satisfies the following conditions 1 to 3. The water-based pigment dispersion of the present invention can exhibit excellent redispersibility capable of suppressing solidification of the pigment or the polymer in ink ejection nozzles and can ensure good storage stability under high-temperature conditions. The conditions 1 to 3 are as follows: Condition 1: a value calculated according to the formula: {[100−(neutralization degree)−(crosslinking degree)]/100}×[acid value of water-insoluble polymer (A)] is from −30 to 30 mgKOH/g: Condition 2: a value calculated according to the formula: [(neutralization degree)/100]×[acid value of water-insoluble polymer (A)] is from 80 to 180 mgKOH/g; and Condition 3: a value calculated according to the formula: [(crosslinking degree)/100]×[acid value of water-insoluble polymer (A)] is from 80 to 180 mgKOH/g.

First claim

The invention claimed is:

1. A water-based pigment dispersion comprising a polymer dispersant and a pigment, the polymer dispersant being prepared by crosslinking a carboxy group-containing water-insoluble polymer (A) with a water-insoluble polyfunctional epoxy compound,
in which carboxy groups of the water-insoluble polymer (A) are at least partially neutralized by an alkali metal compound, and an acid value, a neutralization degree and a crosslinking degree of the neutralized water-insoluble polymer (A) satisfy the following conditions 1 to 3:
Condition 1: a value calculated according to the formula:
{[100−(neutralization degree)−(crosslinking degree)]/100}×[acid value of

water-insoluble polymer ( A )],
is not less than −30 mgKOH/g and not more than 30 mgKOH/g;
Condition 2: a value calculated according to the formula:
[(neutralization degree)/100]×[acid value of water-insoluble polymer( A )],

is not less than 80 mgKOH/g and not more than 180 mgKOH/g; and
Condition 3: a value calculated according to the formula:
[(crosslinking degree)/100]×[acid value of water-insoluble polymer( A )],

is not less than 80 mgKOH/g and not more than 180 mgKOH/g,
wherein the neutralization degree means a percent ratio (mol %) of a mole equivalent number of the alkali metal compound to a mole equivalent number of the carboxy groups of the water-insoluble polymer (A) [(mole equivalent number of alkali metal compound)/(mole equivalent number of carboxy groups of water-insoluble polymer (A))], and the crosslinking degree means a percent ratio (mol %) of a mole equivalent number of epoxy groups of the water-insoluble polyfunctional epoxy compound to a mole equivalent number of the carboxy groups of the water-insoluble polymer (A) [(mole equivalent number of epoxy groups of water-insoluble polyfunctional epoxy compound)/(mole equivalent number of carboxy groups of water-insoluble polymer (A))].

2. The water-based pigment dispersion according to claim 1 , wherein the acid value of the water-insoluble polymer (A) is not less than 200 mgKOH/g and not more than 320 mgKOH/g.

3. The water-based pigment dispersion according to claim 1 , wherein the neutralization degree of the water-insoluble polymer (A) is not less than 20 mol % and not more than 80 mol %.

4. The water-based pigment dispersion according to claim 1 , wherein the value of the condition 2 is larger than the value of the condition 3.

5. The water-based pigment dispersion according to claim 1 , wherein the water-insoluble polyfunctional epoxy compound is a glycidyl ether compound of a polyhydric alcohol comprising a hydrocarbon group having not less than 3 and not more than 8 carbon atoms.

6. The water-based pigment dispersion according to claim 1 , wherein the water-insoluble polymer (A) is a vinyl-based polymer comprising a constitutional unit derived from at least one carboxy group-containing vinyl monomer (a) selected from the group consisting of acrylic acid and methacrylic acid, and a constitutional unit derived from at least one hydrophobic vinyl monomer (b) selected from the group consisting of an acrylate monomer, a methacrylate monomer and an aromatic group-containing monomer which comprise an alkyl group having not less than 1 and not more than 22 carbon atoms or an aryl group having not less than 6 and not more than 22 carbon atoms.

7. The water-based pigment dispersion according to claim 1 , wherein the difference value of [(value of condition 2)−(value of condition 3)] is not less than 5 and not more than 80.

8. The water-based pigment dispersion according to claim 1 , wherein the crosslinking degree of the crosslinked water-insoluble polymer (A) is not less than 5 mol % and not more than 80 mol %.

9. The water-based pigment dispersion according to claim 1 , wherein the water-insoluble polymer (A) is vinyl-based polymers obtained by addition-polymerizing at least one vinyl monomer selected from the group consisting of a vinyl compound, a vinylidene compound and a vinylene compound.

10. The water-based pigment dispersion according to claim 9 , wherein the vinyl-based polymer comprises a constitutional unit derived from (a) a carboxy group-containing vinyl monomer and a constitutional unit derived from (b) a hydrophobic vinyl monomer.

11. The water-based pigment dispersion according to claim 10 , wherein a content of the constitutional unit derived from the carboxy group-containing vinyl monomer (a) in the water-insoluble polymer (A) is not less than 20% by mass and not more than 75% by mass.

12. The water-based pigment dispersion according to claim 10 , wherein a content of the constitutional unit derived from the hydrophobic vinyl monomer (b) in the water-insoluble polymer (A) is not less than 15% by mass and not more than 80% by mass.

13. The water-based pigment dispersion according to claim 10 , wherein a mass ratio of the component (a) to the component (b) [component (a)/component (b)] is not less than 0.3 and not more than 2.0.

14. The water-based pigment dispersion according to claim 1 for use in ink-jet printing.

15. A process for producing a water-based ink, comprising the following steps 1 to 4:
Step 1: neutralizing a carboxy group-containing water-insoluble polymer (A) with an alkali metal compound;
Step 2: mixing and dispersing the neutralized carboxy group-containing water-insoluble polymer (A) obtained in the step 1 and a pigment in an aqueous medium to obtain a pigment water dispersion A;
Step 3: subjecting the pigment water dispersion A obtained in the step 2 to crosslinking treatment with a water-insoluble polyfunctional epoxy compound to obtain a water-based pigment dispersion B comprising the crosslinked water-insoluble polymer (A); and
Step 4: mixing the water-based pigment dispersion B obtained in the step 3 with an organic solvent to obtain the water-based ink,
in which an acid value and a neutralization degree of the carboxy group-containing water-insoluble polymer (A) in the step 1 and a crosslinking degree of the crosslinked water-insoluble polymer (A) in the step 3 satisfy the following conditions 1 to 3:
Condition 1: a value calculated according to the formula:
{[100−(neutralization degree)−(crosslinking degree)]/100}×[acid value of

water-insoluble polymer ( A )],
is not less than −30 mgKOH/g and not more than 30 mgKOH/g;
Condition 2: a value calculated according to the formula:
[(neutralization degree)/100]×[acid value of water-insoluble polymer( A )],

is not less than 80 mgKOH/g and not more than 180 mgKOH/g; and
Condition 3: a value calculated according to the formula:
[(crosslinking degree)/100]×[acid value of water-insoluble polymer( A )],

is not less than 80 mgKOH/g and not more than 180 mgKOH/g,
wherein the neutralization degree means a percent ratio (mol %) of a mole equivalent number of the alkali metal compound to a mole equivalent number of the carboxy groups of the water-insoluble polymer (A) [(mole equivalent number of alkali metal compound)/(mole equivalent number of carboxy groups of water-insoluble polymer (A))], and the crosslinking degree means a percent ratio (mol %) of a mole equivalent number of epoxy groups of the water-insoluble polyfunctional epoxy compound to a mole equivalent number of the carboxy groups of the water-insoluble polymer (A) [(mole equivalent number of epoxy groups of water-insoluble polyfunctional epoxy compound)/(mole equivalent number of carboxy groups of water-insoluble polymer (A))].

16. The process for producing a water-based ink according to claim 15 , wherein the acid value of the water-insoluble polymer (A) in the

Assignees

• Kao Corp

Inventors

• Shimizu Yusuke
• Azuma Koji
• Hyakuda Hirokazu
• Eguchi Tetsuya
• Kawaguchi Hiroki

Classifications

• C09D17/005

  Carbon black · CPC title

• C09D17/003

  containing an organic pigment (process features in the making of dye stuff preparations C09B67/00) · CPC title

• C09D17/001

  in aqueous medium (C09D17/003, C09D17/004 take precedence) · CPC title

• C09D11/107

  from unsaturated acids or derivatives thereof · CPC title

• C09D11/102

  containing macromolecular compounds obtained by reactions other than those only involving unsaturated carbon-to-carbon bonds · CPC title