Reactive polyurethane dispersions

Patent metadata

Field	Value
Publication number	US-10858474-B2
Application number	US-201716335407-A
Country	US
Kind code	B2
Filing date	Jan 31, 2017
Priority date	Jan 31, 2017
Publication date	Dec 8, 2020
Grant date	Dec 8, 2020

Abstract

The present disclosure is drawn to a reactive polyurethane dispersion including a polymer strand having a polymer backbone that has two ends terminating at a first capping unit and a second capping unit. The polymer backbone can include polymerized monomers including a reactive diol and a diisocyanate. The reactive diol can be an acrylate-containing diol, a methacrylate-containing diol, an allyl-containing diol, or combination thereof. The first capping unit can be an allyl-containing monoalcohol reacted with an isocyanate group of the diisocyanate. The second capping unit can be an ionic stabilizing group.

First claim

What is claimed is:

1. A reactive polyurethane dispersion, comprising a polymer strand comprising a polymer backbone having two ends terminating at a first capping unit and a second capping unit, wherein the polymer backbone comprises polymerized monomers including:
a reactive diol selected from an acrylate-containing diol, a methacrylate-containing diol, an allyl-containing diol, or combination thereof; and
a diisocyanate,
wherein the first capping unit is an allyl-containing monoalcohol or an allyl-containing monoamine reacted with an isocyanate group of the diisocyanate; and
wherein the second capping unit is an ionic stabilizing group.

2. The reactive polyurethane dispersion of claim 1 , wherein the polymer backbone is devoid of ionic stabilizing groups.

3. The reactive polyurethane dispersion of claim 1 , wherein the reactive polyurethane dispersion has a NCO/OH ratio of 1.2 to 10.

4. The reactive polyurethane dispersion of claim 1 , wherein the reactive polyurethane dispersion has an acid number of 20 to 100.

5. The reactive polyurethane dispersion of claim 1 , wherein the reactive polyurethane dispersion has a double bond density of 1.5 to 10.

6. The reactive polyurethane dispersion of claim 1 , wherein the reactive diol is selected from:

or a combination thereof.

7. The reactive polyurethane dispersion of claim 1 , wherein the allyl-containing monoalcohol or allyl-containing monoamine is selected from:

or a combination thereof.

8. The reactive polyurethane dispersion of claim 1 , wherein the reactive polyurethane dispersion is devoid of polymer strands having capping units that include acrylate groups or methacrylate groups.

9. The reactive polyurethane dispersion of claim 1 , wherein a majority of polymer strands in the reactive polyurethane dispersion have a first capping unit that is an allyl-containing monoalcohol or an allyl-containing monoamine reacted with an isocyanate group of the diisocyanate and a second capping unit that is an ionic stabilizing group.

10. A UV-curable ink composition, comprising:
a colorant;
a photoinitiator; and
a reactive polyurethane dispersion comprising a polymer strand comprising a polymer backbone having two ends terminating at a first capping unit and a second capping unit, wherein the polymer backbone comprises polymerized monomers including:
a reactive diol selected from an acrylate-containing diol, a methacrylate-containing diol, an allyl-containing diol, or combination thereof, and
a diisocyanate,

wherein the first capping unit is an allyl-containing monoalcohol or an allyl-containing monoamine reacted with an isocyanate group of the diisocyanate; and
wherein the second capping unit is an ionic stabilizing group.

11. The UV-curable ink composition of claim 10 , wherein the UV-curable ink composition has a pH of 7.0 to 11.5.

12. The UV-curable ink composition of claim 11 , wherein the pH does not decrease by more than 1.0 when the UV-curable ink composition is exposed to accelerated shelf life (ASL) at 50° C. in open air for 1 week.

13. The UV-curable ink composition of claim 10 , wherein the polymer backbone is devoid of ionic stabilizing groups.

14. A method of making a reactive polyurethane dispersion, comprising:
reacting a diisocyanate with a reactive diol selected from an acrylate-containing diol, a methacrylate-containing diol, an allyl-containing diol, or combination thereof, to form a first pre-polymer;
reacting the first pre-polymer with a reactive group selected from an allyl-containing monoalcohol, an allyl-containing monoamine, or combination thereof, to form a second pre-polymer;
reacting the second pre-polymer with an acid-containing amine to form a polymer strand; and
dispersing the polymer strand in water to form the reactive polyurethane dispersion.

15. The method of claim 14 , further comprising adding a colorant and a photoinitiator to the reactive polyurethane dispersion to form a UV-curable ink composition.

Assignees

• Hewlett Packard Development Co

Inventors

• Zhou Zhang-Lin
• Stramel Rodney David
• Lane Gregg A

Classifications

• C08G18/8166

  with unsaturated monofunctional alcohols or amines · CPC title

• C08G18/815

  Polyisocyanates or polyisothiocyanates masked with unsaturated compounds having active hydrogen · CPC title

• C09D175/16

  having terminal carbon-to-carbon unsaturated bonds · CPC title

• C08G18/3857

  having nitrogen in addition to sulfur · CPC title

• C08G18/675

  Low-molecular-weight compounds · CPC title