Aqueous inkjet inks for inkjet printing

Patent metadata

Field	Value
Publication number	US-10549549-B2
Application number	US-201716070992-A
Country	US
Kind code	B2
Filing date	Jan 16, 2017
Priority date	Jan 18, 2016
Publication date	Feb 4, 2020
Grant date	Feb 4, 2020

Abstract

Aqueous inkjet ink for textile inkjet printing comprising dispersed pigments and a binder which is a carboxylated polyurethane having blocked isocyanate groups and method for using the same.

First claim

The invention claimed is:

1. An aqueous inkjet ink comprising dispersed pigments and a binder which is a carboxylated polyurethane having blocked isocyanate groups obtained by a process comprising the following steps:
a. reacting
i) at least one aliphatic or cycloaliphatic diisocyanate,
ii) at least one diol having a hydroxyl number and having molecular weight from 500 to 5,000 daltons selected in the group consisting of polyether diols, polyester diols, polycarbonate diols, polyesteramide diols, polythioether diols, polyacetal diols, polyvinyl diols and polysiloxane diols, wherein the molecular weight is determined from the hydroxyl number of the diol,
iii) at least one diol having a carboxylic acid group,
the diisocyanate of i) having —NCO groups and the diols of ii) and iii) having OH groups, the —NCO groups and OH groups having a molar ratio, wherein the molar ratio between the —NCO groups of the diisocyanate and the OH groups of the diols being between 1.2 and 2, to form a —NCO terminated intermediate;
b. reacting the —NCO terminated intermediate with one or more —NCO blocking agent selected in the group consisting of triazoles, pyrazoles, oximes and lactames, and, optionally, with a monofunctional alcohol or with a primary or secondary monoamine or with a mixture thereof, to obtain a carboxylated polyurethane having blocked isocyanate groups;
c. optionally dispersing the carboxylated polyurethane having blocked isocyanate groups in water at concentration between 15 and 60% by weight.

2. The aqueous inkjet ink according to claim 1 in which in step b. at least 40% of the —NCO groups of the —NCO terminated intermediate are reacted with the blocking agent and up to 60% of the —NCO groups of the —NCO terminated intermediate are reacted with a monofunctional alcohol or with a primary or secondary monoamine or with a mixture thereof.

3. The aqueous inkjet ink according to claim 2 in which in step b. at least 70% of the —NCO groups of the —NCO terminated intermediate are reacted with the blocking agent or with both the blocking agent and the monofunctional alcohol, the primary or secondary monoamine or the mixture thereof.

4. The aqueous inkjet ink according to claim 3 in which in step b. 100% of the —NCO groups of the —NCO terminated intermediate are reacted with the blocking agent or with both the blocking agent and the monofunctional alcohol, the primary or secondary monoamine or the mixture thereof.

5. The aqueous inkjet ink according to claim 1 in which the pigments are organic pigments and/or carbon black.

6. The aqueous inkjet ink according to claim 5 containing from 2 to 10% by weight of organic pigments and/or carbon black.

7. The aqueous inkjet ink according to claim 6 in which the weight ratio between the binder and the pigment is comprised between 0.3 and 3.

8. The aqueous inkjet ink according to claim 7 having viscosity from 3 to 15 mPa*s, as measured with a concentric cylinder rheometer at 25° C.

9. The aqueous inkjet ink according to claim 1 comprising from 50% to 90% of water and up to 40% by weight of a water-miscible organic solvent.

10. The aqueous inkjet ink according to claim 1 in which the diol ii) is selected in the group consisting of polyether diols, polyester diols, and polycarbonate diols.

11. The aqueous inkjet ink according to claim 1 in which the diol iii) having a carboxylic acid group is dimethylolpropionic acid or dimethylolbutanoic acid.

12. The aqueous inkjet ink according to claim 1 in which the aliphatic or cycloaliphatic diisocyanate is 1,6-hexamethylene diisocyanate or isophorone diisocyanate.

13. The aqueous inkjet ink according to claim 1 in which the blocking agent is selected in the group consisting of pyrazoles, oximes and mixture thereof.

14. A method for printing textiles by inkjet printing that comprises the following steps:
i. one or more aqueous inkjet ink comprising dispersed pigments and a binder which is a carboxylated polyurethane having blocked isocyanate groups are prepared by a process comprising the following steps:
a. reacting
1) at least one aliphatic or cycloaliphatic diisocyanate,
2) at least one diol having a hydroxyl number and having molecular weight from 500 to 5,000 daltons selected in the group consisting of polyether diols, polyester diols, polycarbonate diols, polyesteramide diols, polythioether diols, polyacetal diols, polyvinyl diols and polysiloxane diols, wherein the molecular weight is determined from the hydroxyl number of the diol,
3) at least one diol having a carboxylic acid group, the diisocyanate of i) having —NCO groups and the diols of ii) and iii) having OH groups, the —NCO groups and OH groups having a molar ratio, wherein the molar ratio between the —NCO groups of the diisocyanate and the OH groups of the diols being between 1.2 and 2, to form a —NCO terminated intermediate;
b. reacting the —NCO terminated intermediate with one or more —NCO blocking agent selected in the group consisting of triazoles, pyrazoles, oximes and lactames, and, optionally, with a monofunctional alcohol or with a primary or secondary monoamine or with a mixture thereof, to obtain a carboxylated polyurethane having blocked isocyanate groups;
c. optionally dispersing the carboxylated polyurethane having blocked isocyanate groups in water at concentration between 15 and 60% by weight;

ii. the one or more of the aqueous inkjet ink obtained in step i) are jetted onto a textile substrate by an inkjet printer; and
iii. the textile substrate is heated at temperatures from 120° C. to 170° C. for from 1 to 10 minutes.

15. The method for printing textiles by inkjet printing according to claim 14 in which in step b. at least 40% of the —NCO groups of the —NCO terminated intermediate are reacted with the blocking agent and up to 60% of the —NCO groups of the —NCO terminated intermediate are reacted with a monofunctional alcohol or with a primary or secondary monoamine or with a mixture thereof.

16. The method for printing textiles by inkjet printing according to claim 15 in which in step b. at least 70% of the —NCO groups of the —NCO terminated intermediate are reacted with the blocking agent or with both the blocking agent and the monofunctional alcohol, the primary or secondary monoamine or the mixture thereof.

17. The method for printing textiles by inkjet printing according to claim 16 in which in step b. 100% of the —NCO groups of the —NCO terminated intermediate are reacted with the blocking agent or with both the blocking agent and the monofunctional alcohol, the primary or secondary monoamine or the mixture thereof.

18. The method for printing textiles by inkjet printing according to claim 14 in which the pigments are organic pigments and/or carbon black.

19. The method for printing textiles by inkjet printing according to claim 14 in which the one or more aqueous inkjet ink has a viscosity from 3 to 15 mPa*s, as measured with a concentric cylinder rheometer at 25° C.

20. The method for printing textiles by inkjet printing according to claim 14 in which the blocking agent is selected in the group consisting of pyrazoles, oximes and mixture thereof.

Assignees

• Lamberti Spa

Inventors

• Coget Karine
• Gallo Thomas
• Esposito Simona
• Mariani Lorenza
• Nappa Alan
• Floridi Giovanni
• Li Bassi Giuseppe

Classifications

• C08G18/348

  Hydroxycarboxylic acids · CPC title

• C09D11/322

  Pigment inks · CPC title

• C08G18/4238

  derived from dicarboxylic acids and dialcohols · CPC title

• C08G18/6692

  with compounds of group C08G18/34 · CPC title

• C08G18/4854

  Polyethers containing oxyalkylene groups having four carbon atoms in the alkylene group · CPC title