Aqueous ink-jet inks containing alternating polyurethanes as binders

Patent metadata

Field	Value
Publication number	US-9441124-B2
Application number	US-201113990470-A
Country	US
Kind code	B2
Filing date	Dec 20, 2011
Priority date	Dec 20, 2010
Publication date	Sep 13, 2016
Grant date	Sep 13, 2016

Abstract

The present disclosure provides novel aqueous ink-jet inks containing an aqueous vehicle, a pigment and an alternating polyurethane as a binder.

First claim

What is claimed is:

1. An aqueous ink-jet ink comprising a pigment, an aqueous vehicle and an alternating polyurethane binder comprising a first monomer with a formula of OCN—R 1 —NCO and a second monomer with a formula of HO—R 2 —OH, wherein the isocyanate groups in the first monomer react with the hydroxyl groups in the second monomer during polymerization to produce a polymer of the general structure of Formula I:

wherein the terminal isocyanate groups in said polymer is capped with a capping agent;
each R 1 is C 9 -C 40 arylene substituted by hydroxy, acid or ether, or a polymeric unit of the structure of Formula II:

each R 2 is C 1 -C 20 alkylene, C 3 -C 20 alkylene substituted by hydroxy, acid or ether, C 6 -C 40 arylene, C 9 -C 40 arylene substituted by hydroxy, acid or ether, polyether, polyester, polycarbonate, polycarbonate-co-polyester, acrylic, or HO—R 2 —OH is the reaction product of OCN—R 1 —NCO or a di-anhydride with a diol HO—R 5 —OH;
each R 3 is C 1 -C 20 alkylene, C 3 -C 20 alkylene substituted by hydroxy, acid or ether, C 6 -C 40 arylene, C 9 -C 40 arylene substituted by hydroxy, acid or ether;
each R 4 is C 1 -C 20 alkylene or C 3 -C 20 alkylene substituted by hydroxy, acid or ether;
R 5 is C 1 -C 20 alkylene, C 3 -C 20 alkylene substituted by hydroxy, acid or ether, C 6 -C 40 arylene, C 9 -C 40 arylene substituted by hydroxy, acid or ether, polyether, polyester or polycarbonate;
n is an integer from 1 to 200;
each m is an integer from 1 to 10;
said capping agent is one or more members selected from the group consisting of R 6 CHR 7 OH, R 6 CHR 7 SH, and epoxide CH 2 OCR 7 R 8 ;
each R 6 is C 1 -C 20 alkyl, C 3 -C 20 alkyl substituted by hydroxy, acid or ether, C 6 -C 40 aryl or C 9 -C 40 aryl substituted by hydroxy, acid or ether;
each R 7 is H, C 1 -C 20 alkyl, C 3 -C 20 alkyl substituted by hydroxy, acid or ether, C 6 -C 40 aryl or C 9 -C 40 aryl substituted by hydroxy, acid or ether;
each R 8 is H, C 1 -C 20 alkyl, C 3 -C 20 alkyl substituted by hydroxy, acid or ether, C 6 -C 40 aryl or C 9 -C 40 aryl substituted by hydroxy, acid or ether, provided that when R 7 is H, R 8 is not H; and
wherein all the ranges of carbon contents for substituents are carbon contents of the substituents of the entire molecules including the substituents, provided that when R 1 is Formula II, HO—R 2 —OH is the reaction product of a di-anhydride with a diol HO—R 5 —OH.

2. The ink of claim 1 , wherein R 2 is C 1 -C 20 alkylene, C 3 -C 20 alkylene substituted by hydroxy, acid or ether, polyether, polyester or polycarbonate.

3. The ink of claim 2 , wherein R 3 is C 3 -C 20 alkylene substituted by hydroxy, acid or ether.

4. The ink of claim 3 , wherein n is an integer from 1 to 40.

5. The ink of claim 4 , wherein said capping agent is R 6 CHR 7 OH.

6. The ink of claim 1 , wherein R 1 is a polymeric unit of the structure of Formula II:

7. The ink of claim 6 , wherein said di-anhydride is 3,3′,4,4′-biphenyl-tetracarboxylic acid dianhydride, pyromellitic dianhydride or 4,4′-oxydiphthalic dianhydride.

8. The ink of claim 7 , wherein R 5 is polyether or polycarbonate, and m is an integer from 1 to 6.

9. The ink of claim 1 , wherein HO—R 2 —OH is the reaction product of a di-anhydride with a diol HO—R 5 —OH.

10. The ink of claim 9 , wherein said di-anhydride is biphenyl-tetracarboxylic acid dianhydride, pyromellitic dianhydride or oxyphenyl dianhydride.

11. The ink of claim 10 , wherein R 5 is polyether or polycarbonate, and m is an integer from 1 to 6.

Assignees

• Berge Charles T
• Du Pont

Inventors

• Berge Charles T

Classifications

• C08G18/34

  Carboxylic acids; Esters thereof with monohydroxyl compounds · CPC title

• C09D11/322 Primary

  Pigment inks · CPC title

• C08G18/10

  Prepolymer processes involving reaction of isocyanates or isothiocyanates with compounds having active hydrogen in a first reaction step · CPC title

• C09D11/30 Primary

  Inkjet printing inks · CPC title

• C09D11/326

  characterised by the pigment dispersant · CPC title