Sealed isocyanates

Patent metadata

Field	Value
Publication number	US-11697706-B2
Application number	US-201917049046-A
Country	US
Kind code	B2
Filing date	Apr 19, 2019
Priority date	Apr 20, 2018
Publication date	Jul 11, 2023
Grant date	Jul 11, 2023

Abstract

The present disclosure relates to sealed isocyanate resin compositions. The resin compositions may be used for additive manufacturing. One embodiment of the invention includes a photopolymerizable resin for additive manufacturing, the resin comprising: a blocked isocyanate; at least one monomer or oligomer; and a multifunctional nucleophile.

First claim

What is claimed is:

1. A photopolymerizable resin for additive manufacturing, the resin comprising:
a blocked isocyanate;
30-90% by weight of one or more acrylic monomers; and
a multifunctional nucleophile;

wherein the resin is configured to react by exposure to light to form a cured material, and
wherein, after a post-cure heat treatment, the cured material has a strain capacity of between about 10% and about 500%.

2. The photopolymerizable resin according to claim 1 , further comprising one or more includes an a thiol monomers or -ene monomers.

3. The photopolymerizable resin according to claim 1 , wherein the multifunctional nucleophile includes at least one of a multifunctional alcohol, a multifunctional thiol, or a multifunctional amine.

4. The photopolymerizable resin according to claim 3 , wherein the multifunctional nucleophile includes a multifunctional thiol.

5. The photopolymerizable resin according to claim 4 , wherein the multifunctional thiol has a molecular weight greater than about 100 daltons.

6. The photopolymerizable resin according to claim 4 , wherein the resin includes about 1-20% of a multifunctional thiol.

7. The photopolymerizable resin according to claim 4 , wherein the multifunctional thiol includes a difunctional thiol.

8. The photopolymerizable resin according to claim 4 , wherein the multifunctional thiol includes a secondary thiol.

9. The photopolymerizable resin according to claim 8 , wherein the secondary thiol includes at least one of Pentaerythritol tetrakis (3-mercaptobutylate); 1,4-bis (3-mercaptobutylyloxy) butane; or 1,3,5-Tris(3-mercaptobutyloxethyl)-1,3,5,-triazine.

10. The photopolymerizable resin according to claim 1 , wherein the resin includes 1-70% of a blocked isocyanate.

11. The photopolymerizable resin according to claim 1 , wherein the blocked isocyanate includes at least one of a uretdione, a biuret, an allophanate, an isocyanaurate, methylene dicyclohexyl diisocyanate (MDI), or toluene diisocyanate (TDI).

12. The photopolymerizable resin according to claim 8 , wherein the uretdione is a uretdione of hexamethylene diisocyanate (HDI), a uretdione of isophorone diisocyanate (IDI), a uretdione of methylene dicyclohexyl diisocyanate (MDI), a uretdione of hydrogenated methylene dicyclohexyl diisocyanate (HMDI), or a uretdione of toluene diisocyanate (TDI).

13. The photopolymerizable resin according to claim 11 , wherein the isocyanaurate is an isocyanaurate of hexamethylene diisocyanate (HDI), an isocyanaurate of isophorone diisocyanate (IDI), an isocyanaurate of methylene dicyclohexyl diisocyanate (MDI), an isocyanaurate of hydrogenated methylene dicyclohexyl diisocyanate (HMDI), or an isocyanaurate of toluene diisocyanate (TDI).

14. The photopolymerizable resin according to claim 11 , wherein the biuret is a biuret of hexamethylene diisocyanate (HDI), a biuret of isophorone diisocyanate (IDI), a biuret of methylene dicyclohexyl diisocyanate (MDI), a biuret of hydrogenated methylene dicyclohexyl diisocyanate (HMDI), or a biuret of toluene diisocyanate (TDI).

15. The photopolymerizable resin according to claim 1 , wherein the blocked isocyanate includes an isocyanate and a blocking agent.

16. The photopolymerizable resin according to claim 15 , wherein the blocking agent includes at least one of a nucleophile, a derivative of an alcohol, a hindered amine, a caprolactam, a phenol, an oxime, or a pyrazole malonate.

Assignees

• Adaptive 3D Tech
• Univ Texas

Inventors

• Lund Benjamin R
• Voit Walter

Classifications

• C08G18/3855

  having sulfur · CPC title

• B33Y10/00

  Processes of additive manufacturing · CPC title

• B33Y70/00

  Materials specially adapted for additive manufacturing · CPC title

• C08F220/12

  of monohydric alcohols or phenols · CPC title

• C08G18/80 Primary

  Masked polyisocyanates · CPC title