Aqueous resin based inkjet ink

Patent metadata

Field	Value
Publication number	US-12378427-B2
Application number	US-202117922818-A
Country	US
Kind code	B2
Filing date	Apr 26, 2021
Priority date	May 5, 2020
Publication date	Aug 5, 2025
Grant date	Aug 5, 2025

Abstract

An aqueous inkjet ink comprises a compound functionalized with at least two functional groups selected from the group consisting of a primary amine and a secondary amine, a colorant and a polymeric particle comprising an oligomer or polymer having at least 3 repeating units comprising a functional group according to general formula I, II or III general formula I general formula II general formula III

First claim

The invention claimed is:

1. An aqueous inkjet ink comprising a compound functionalized with at least two functional groups selected from the group consisting of a primary amine and a secondary amine, a colorant, and a polymeric particle comprising an oligomer or polymer having at least 3 repeating units comprising a functional group according to Formula I, II, or III:

wherein
R 1 is selected from the group consisting of a hydrogen, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted alkaryl group, a substituted or unsubstituted aryl or heteroaryl group, COR 3 , and CN;
R 2 is selected from the group consisting of a hydrogen, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted alkaryl group, a substituted or unsubstituted aryl or heteroaryl group, and COR 3 , or R 1 and R 2 may represent the necessary atoms to form a five to eight membered ring;
R 3 is selected from the group consisting of a hydrogen, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted alkaryl group, a substituted or unsubstituted aryl or heteroaryl group, OR 4 , and NR 5 R 6 ;
R 4 is selected from the group consisting of a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted alkaryl group, and a substituted or unsubstituted aryl or heteroaryl group;
R 5 and R 6 are each independently selected from the group consisting of a hydrogen, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted alkaryl group, and a substituted or unsubstituted aryl or heteroaryl group, or R 5 and R 6 may represent the necessary atoms to form a five to eight membered ring;
X is selected from the group consisting of O and NR 7 ;
R 7 is selected from the group consisting of a hydrogen, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted alkaryl group, and a substituted or unsubstituted aryl or heteroaryl group; and
R 8 and R 9 are each independently selected from the group consisting of a hydrogen, a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, a substituted or unsubstituted aralkyl group, a substituted or unsubstituted alkaryl group, and a substituted or unsubstituted aryl or heteroaryl group, or R 8 and R 9 may represent the necessary atoms to form a five to eight membered ring.

2. The aqueous inkjet ink of claim 1 , wherein the polymeric particle is a capsule, the capsule comprising a polymeric shell surrounding a core, the core comprising the oligomer or polymer having at least 3 repeating units comprising a functional group according to Formula I, II, or III.

3. The aqueous inkjet ink of claim 2 , wherein the polymeric shell comprises a poly(urea), a (poly)urethane, or a combination thereof.

4. The aqueous inkjet ink of claim 1 , wherein the compound is a resin particle, functionalized with at least 5 functional groups selected from the group consisting of a primary amine and a secondary amine.

5. The aqueous inkjet ink of claim 2 , wherein the compound is a resin particle, functionalized with at least 5 functional groups selected from the group consisting of a primary amine and a secondary amine.

6. The aqueous inkjet ink of claim 1 , wherein the oligomer or polymer comprises at least 15 repeating units.

7. The aqueous inkjet ink of claim 2 , wherein the oligomer or polymer comprises at least 15 repeating units.

8. The aqueous inkjet ink of claim 1 , wherein the compound is di- or trifunctional.

9. The aqueous inkjet ink of claim 2 , wherein a dispersing group is covalently bonded to the polymeric shell.

10. The aqueous inkjet ink of claim 9 , wherein the dispersing group is selected from the group consisting of a carboxylic acid or salt thereof, a sulfonic acid or salt thereof, a phosphoric acid ester or a salt thereof, and a phosphonic acid or salt thereof.

11. The aqueous inkjet ink of claim 1 , wherein the colorant is a pigment.

12. The aqueous inkjet ink of claim 2 , wherein the colorant is a pigment.

13. An inkjet recording method comprising the steps of:
a) jetting an inkjet ink as defined in claim 1 on a substrate; and
b) drying the jetted inkjet ink by applying heat to obtain a temperature of the jetted ink of at least 60° C.

14. An inkjet recording method comprising the steps of:
a) jetting an inkjet ink as defined in claim 2 on a substrate; and
b) drying the jetted inkjet ink by applying heat to obtain a temperature of the jetted ink of at least 60° C.

15. The inkjet recording method of claim 13 , further comprising the step of applying, before step a), an aqueous pre-treatment liquid on the substrate, the pre-treatment liquid comprises a compound capable of aggregating components in the aqueous inkjet ink.

16. The inkjet recording method of claim 14 , further comprising the step of applying, before step a), an aqueous pre-treatment liquid on the substrate, the pre-treatment liquid comprises a compound capable of aggregating components in the aqueous inkjet ink.

17. The inkjet recording method of claim 15 , wherein the pre-treatment liquid is applied via a technique selected from the group of ink jetting, valve jetting and spraying.

18. The inkjet recording method of claim 16 , wherein the pre-treatment liquid is applied via a technique selected from the group of ink jetting, valve jetting and spraying.

Assignees

• Agfa Nv

Inventors

• Loccufier Johan
• Louwet Jos

Classifications

• B01J13/16

  Interfacial polymerisation · 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

• C09D11/322 Primary

  Pigment inks · CPC title

• B41J2/2107

  characterised by the ink properties (supplying ink in a solid state B41J2/17593) · CPC title

• C09D149/00

  Coating compositions based on homopolymers or copolymers of compounds having one or more carbon-to-carbon triple bonds; Coating compositions based on derivatives of such polymers · CPC title