INKJET INKS

• US 20190322887A1
• Filed: 02/27/2017
• Published: 10/24/2019
• Est. Priority Date: 02/27/2017
• Status: Active Grant

• Current Assignee: Hewlett-Packard Development Company, L.P. (HP Inc.)
• Original Assignee: Hewlett-Packard Development Company, L.P. (HP Inc.)
• Inventors: GUO, Dennis, ZHENG, Jie, CHEN, Tienteh, YANG, Jun, CABAN, Marcos A. Barreto
• Granted Patent: US 11,136,466 B2
• Time in Patent Office: Days
• CPC Class Codes: B41M 5/0023 Digital printing methods characterised by the inks used inks per se C09D11/00
• CPC Class Codes: C08G 18/0823 containing carboxylate salt groups or groups forming them
• CPC Class Codes: C08G 18/0828 containing sulfonate groups or groups forming them
• CPC Class Codes: C08G 18/348 Hydroxycarboxylic acids
• CPC Class Codes: C08G 18/4063 Mixtures of compounds of group C08G18/62 with other macromolecular compounds
• CPC Class Codes: C08G 18/4825 Polyethers containing two hydroxy groups C08G18/4833 - C08G18/5096 take precedence
• CPC Class Codes: C08G 18/6245 Polymers having terminal groups containing active hydrogen
• CPC Class Codes: C08G 18/6692 with compounds of group C08G18/34
• CPC Class Codes: C08G 18/755 and at least one isocyanate or isothiocyanate group linked to a secondary carbon atom of the cycloaliphatic ring, e.g. isophorone diisocyanate
• CPC Class Codes: C09D 11/033 characterised by the solvent
• CPC Class Codes: C09D 11/037 characterised by the pigment
• CPC Class Codes: C09D 11/102 containing macromolecular compounds obtained by reactions other than those only involving unsaturated carbon-to-carbon bonds
• CPC Class Codes: C09D 11/322 Pigment inks
• CPC Class Codes: C09D 11/38 characterised by non-macromolecular additives other than solvents, pigments or dyes
• CPC Class Codes: C09D 11/40 Ink-sets specially adapted for multi-colour inkjet printing

Abstract

Yellow inkjet inks are disclosed. In an example, an inkjet ink composition comprises: at least one colorant comprising at least one yellow pigment; at least one solvent comprising at least one triol; water; and at least one binder. The binder comprises a polyurethane-based binder dispersion, which comprises water and a polyurethane. The polyurethane comprises: (A) a polyisocyanate, (B) a first polyol having a chain with two hydroxyl functional groups at one end of the chain and no hydroxyl groups at an opposed end of the chain, (C) a second polyol having a chain with two hydroxyl functional groups at both ends of the chain, (D) a carboxylic acid functional group with two hydroxyl functional groups, and (E) a sulfonate or sulfonic acid functional group having two amino functional groups.

Claims

1. An inkjet ink composition comprising:

at least one colorant comprising at least one yellow pigment;

at least one solvent comprising at least one triol;

water; and

at least one binder, wherein the binder comprises a polyurethane-based binder dispersion, which comprises water and a polyurethane, wherein the polyurethane comprises;

(A) a polyisocyanate,

(B) a first polyol having a chain with two hydroxyl functional groups at one end of the chain and no hydroxyl groups at an opposed end of the chain,

(C) a second polyol having a chain with two hydroxyl functional groups at both ends of the chain,

(D) a carboxylic acid functional group with two hydroxyl functional groups,

(E) a sulfonate or sulfonic acid functional group having two amino functional groups, and

(F) an optional homopolymer or copolymer of poly(ethylene glycol) having one or two hydroxyl functional groups or one or two amino functional groups at one end of its chain.

2. The inkjet ink composition of claim 1, wherein the triol comprises aliphatic chain compounds having three hydroxyl groups, with the proviso that at least two of the hydroxyl groups are connected to adjacent carbon atoms, and with the proviso that the length of the aliphatic chain is from 3 to 8 carbon atoms.

3. The inkjet ink composition of claim 1, wherein the triol is present in an amount of from about 5 wt % to about 20 wt % based on the total weight of the inkjet ink composition.

4. The inkjet ink composition of claim 1, wherein the triol is 1,2,3-propanetriol, 1,2,6-hexanetriol, 1,2,3-butanetriol, 1,2,4-butanetriol, 1,2,5-pentanetriol, or mixtures thereof.

5. The inkjet ink composition of claim 1, wherein the yellow pigment is dispersed in a dispersion comprising a styrene acrylic polymer.

6. The inkjet ink composition of claim 1, wherein (A) is isophorone diisocyanate (IPDI), 2,2,4-trimethyl-hexamethylene-diisocyanate (TMDI), dicyclohexylmethane-4,4-diisocyanate (H12MDI), hexamethylene-1,6-diisocyanate(HDI), or mixtures thereof.

7. The inkjet ink composition of claim 1, wherein (B) is formed from a free radical polymerization of a monomer in the presence of a mercaptan including two hydroxyl functional groups or two carboxylic functional groups;

the monomer is selected from the group consisting of an alkylester of acrylic acid, an alkylester of methacrylic acid, an acid group containing monomer, acrylamide, an acrylamide derivative, methacrylamide, a methacrylamide derivative, styrene, a styrene derivative, acrylonitrile, vinylidene chloride, a fluorine containing acrylate, a fluorine containing methacrylate, a siloxane containing acrylate, a siloxane containing methacrylate, vinyl acetate, N-vinylpyrrolidone, and combinations thereof; and

the mercaptan is selected from the group consisting of 1,2-propanediol (thioglycerol), 1-mercapto-1,1-ethanediol, 2-mercapto-1,3-propanediol, 2-mercapto-2-methyl-1,3-propanediol, 2-mercapto-2-ethyl-1,3-propanediol, 1-mercapto-2,3-propanediol, 2-mercaptoethyl-2-methyl-1,3-propanediol, and thioglycolic acid.

8. The inkjet ink composition of claim 1, wherein (C) is poly(propyleneglycol), poly(tetrahydrofuran), poly(carbonate) polyol, or mixtures thereof.

9. The inkjet ink composition of claim 1, wherein (D) is dimethylolpropionic acid (DMPA), dimethylol butanoic acid (DMBA), or mixtures thereof.

10. The inkjet ink composition of claim 1, wherein (E) is ethyldiamineethylsulfonic acid or a salt thereof, ethyldiaminepropylsulfonic acid or a salt thereof, 5-amino-2-(aminomethyl)-1-pentanesulfonic acid or a salt thereof, 2,3-diamino-1-propanesulfonic acid or a salt thereof, 3-[bis(2-aminoethyl)amino]-1-propanesulfonic acid or a salt thereof, 2-[bis(2-aminoethyl)amino]-ethanesulfonic acid or a salt thereof, 2-[(2-aminoethyl)amino]-1-propanesulfonic acid or a salt thereof, 2-[[2-[(1-methylethyl)amino]ethyl]amino]-ethanesulfonic acid or a salt thereof, 2-[(2-aminoethyl)amino]-1-pentanesulfonic acid or a salt thereof, or mixtures thereof.

11. The inkjet ink composition of claim 1, wherein

(A) is isophorone diisocyanate, which is present in the polyurethane in an amount of from about 24 wt % to about 30 wt % based on the total weight of the polyurethane,

(B) is a copolymer of methyl methacrylate-co-ethylhexylacrylate-co-ethoxyethoxyethylacrylate with two hydroxy groups at one end, which is present in the polyurethane in an amount of from about 40 wt % to about 50 wt % based on the total weight of the polyurethane, wherein (B) the copolymer comprises about 75 wt % of methyl methacrylate, about 15 wt % of ethylhexylacrylate, and about 10 wt % of ethoxyethoxyethylacrylate, each based on the total weight of (B),

(C) is polypropylene glycol with a M_n of 1000 g/mol, which is present in the polyurethane in an amount of from about 12 wt % to about 18 wt % based on the total weight of the polyurethane,

(D) is dimethylolpropionic acid, which is present in the polyurethane in an amount of from about 2 wt % to about 6 wt % based on the total weight of the polyurethane, and

(E) is sodium 2-[(2-aminoethyl)amino]ethanesulphonate, which is present in the polyurethane in an amount of from about 8 wt % to about 12 wt % based on the total weight of the polyurethane.

12. The inkjet ink composition of claim 1, wherein the yellow pigment is present in an amount of from about 1 wt % to about 8 wt % based on the total weight of the inkjet ink composition.

13. A method of making the inkjet ink composition of claim 1 comprising:

mixing the at least one colorant comprising the at least one yellow pigment;

the at least one solvent comprising the at least one triol;

the water; and

the at least one binder, to form the inkjet ink composition.

14. A method of using the inkjet ink composition of claim 1 comprising:

applying the inkjet ink composition of claim 1 to a media substrate.

15. An ink set comprising:

(i) a yellow ink comprising;

water,

at least one solvent comprising at least one triol;

at least one yellow pigment in a polymeric dispersion, wherein the polymeric dispersion comprises a styrene acrylic polymer, and

at least one binder, wherein the binder comprises a polyurethane-based binder dispersion, which comprises water and a polyurethane, wherein the polyurethane comprises;

(A) a polyisocyanate,

(B) a first polyol having a chain with two hydroxyl functional groups at one end of the chain and no hydroxyl groups at an opposed end of the chain,

(C) a second polyol having a chain with two hydroxyl functional groups at both ends of the chain,

(D) a carboxylic acid functional group with two hydroxyl functional groups,

(E) a sulfonate or sulfonic acid functional group having two amino functional groups, and

(F) an optional homopolymer or copolymer of poly(ethylene glycol) having one or two hydroxyl functional groups or one or two amino functional groups at one end of its chain;

(ii) a cyan ink including at least one cyan pigment;

(iii) a magenta ink including at least one magenta pigment; and

(iv) optionally a black ink including at least one black pigment.