Polyurethane-based binder dispersion

Patent metadata

Field	Value
Publication number	US-11098212-B2
Application number	US-201716462474-A
Country	US
Kind code	B2
Filing date	Feb 27, 2017
Priority date	Feb 27, 2017
Publication date	Aug 24, 2021
Grant date	Aug 24, 2021

Abstract

An inkjet ink composition comprising a polyurethane-based binder dispersion is described. The polyurethane-based binder dispersion comprises: a polyurethane, which 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 compound shown in formula (1): m(M+)n(X)—R—Y— (1), wherein m is 0 or 1, M is a metal, n is 2 to 10, X is an amino group, R is a C1 to C18 alkyl group, a C6 to C30 aromatic compound or a C4 to C20 aliphatic cyclic compound, and Y is SO3- or SO3H, with the proviso that when m is 0, Y is SO3H and when m is 1, Y is SO3-.

First claim

What is claimed is:

1. An inkjet ink composition, comprising:
water;
at least one co-solvent;
at least one surfactant;
at least one colorant; and
a polyurethane-based binder dispersion comprising:
water and a polyurethane, wherein the polyurethane comprises:
(A) a polyisocyanate, which is isophorone diisocyanate (IPDI), 2,2,4-trimethyl-hexamethylene-diisocyanate (TMDI), dicyclohexylmethane-4,4-diisocyanate (H12MDI), hexamethylene-1,6-diisocyanate(HDI), or mixtures thereof,
(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 one hydroxyl functional group at each end of the chain,
(D) a hydroxyl-carboxylic acid having a formula: (HO) x Q(COOH) y , where Q is a straight or branched hydrocarbon radical containing 1 to 12 carbon atoms, and x is 2 or 3 and y ranges from 1 to 3,
(E) a sulfonate or sulfonic acid amine compound 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 (A) is present in the polyurethane-based binder dispersion in an amount of from about 20 wt % to about 35 wt % based on the total weight of the polyurethane-based binder dispersion.

3. The inkjet ink composition of claim 1 , wherein (B) is present in the polyurethane-based binder dispersion in an amount of from about 30 wt % to about 60 wt % based on the total weight of the polyurethane-based binder dispersion.

4. 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.

5. The inkjet ink composition of claim 1 , wherein (C) is present in the polyurethane-based binder dispersion in an amount of from about 8 wt % to about 20 wt % based on the total weight of the polyurethane-based binder dispersion.

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

7. The inkjet ink composition of claim 1 , wherein (D) is present in the polyurethane-based binder dispersion in an amount of from about 2 wt % to about 8 wt % based on the total weight of the polyurethane-based binder dispersion.

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

9. The inkjet ink composition of claim 1 , wherein (E) is present in the polyurethane-based binder dispersion in an amount of from about 5 wt % to about 15 wt % based on the total weight of the polyurethane-based binder dispersion.

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 the two hydroxyl functional groups at the 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 Mn 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. A method of making the inkjet ink composition of claim 1 comprising:
mixing the water; the at least one co-solvent; the at least one surfactant; the at least one colorant; and the polyurethane-based binder dispersion.

Assignees

• Hewlett Packard Development Co

Inventors

• Chen Tienteh
• Abelovski Benjamin
• Akinlabi Olakemi
• Lane Gregg A
• Brandstein Or

Classifications

• C08G18/6225

  Polymers of esters of acrylic or methacrylic acid · CPC title

• C09D175/08

  from polyethers · CPC title

• C08G18/4063

  Mixtures of compounds of group C08G18/62 with other macromolecular compounds · CPC title

• C09D11/102

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

• C09D11/54

  Inks based on two liquids, one liquid being the ink, the other liquid being a reaction solution, a fixer or a treatment solution for the ink · CPC title