Curable compositions and thermosets prepared therefrom

Patent metadata

Field	Value
Publication number	US-9382373-B2
Application number	US-201314423864-A
Country	US
Kind code	B2
Filing date	Oct 25, 2013
Priority date	Oct 26, 2012
Publication date	Jul 5, 2016
Grant date	Jul 5, 2016

Abstract

A curable composition comprising (a) at least one low viscosity epoxide resin compound having the following chemical structure: (I) wherein R 1 and R 2 are hydrogen or a hydrocarbon group having from 1 to 20 carbon atoms, with the proviso that R 1 and R 2 are not both hydrogen, and (b) at least one curing agent or UV photoinitiator; and a thermoset prepared from the above curable composition.

First claim

The invention claimed is:

1. A curable composition comprising at least one low viscosity epoxide resin compound having the following chemical structure:

wherein R 1 and R 2 are both a group having from 1 to 20 carbon atoms.

2. The curable composition of claim 1 , including at least one curing agent.

3. The curable composition of claim 2 , wherein the at least one curing agent comprises an anhydride, a carboxylic acid, an amine compound, a phenolic compound, a cyanate ester or mixtures thereof.

4. The curable composition of claim 2 , wherein the concentration of the at least one curing agent is from about 5 weight percent to about 95 weight percent of the curable composition.

5. The curable composition of claim 1 , including at least one UV photoinitiator.

6. The curable composition of claim 5 , wherein the at least one UV photoinitiator comprises diaryliodonium salts, phenacylsulfonium salts, and mixtures thereof.

7. The curable composition of claim 5 , wherein the concentration of the at least one UV photoinitiator is from about 0.01 weight percent to about 10 weight percent of the curable composition.

8. The curable composition of claim 1 , including a catalyst, a second epoxide compound separate and different from the at least one low viscosity epoxide resin compound (a), a filler, a reactive diluent, a flexibilizing agent, a processing aide, a toughening agent, a solvent, a reinforcing material, or a mixture thereof.

9. The curable composition of claim 1 , wherein R 1 and R 2 of the epoxide resin compound are both a hydrocarbon group having from 1 to 5 carbon atoms.

10. The curable composition of claim 1 , wherein R 1 and R 2 of the epoxide resin compound are bonded together to form a cycloalkane with a bridging group having from 1 to about 8 carbon atoms.

11. The curable composition of claim 1 , wherein R 1 and R 2 of the epoxide resin compound are bonded together to form a cycloalkane group having from 1 to about 8 carbon atoms.

12. The curable composition of claim 1 , wherein R 1 and R 2 of the epoxide resin compound are both a hydrocarbon group having from 1 to about 20 carbon atoms, and wherein the R 1 and/or the R 2 group includes an oxirane group.

13. The curable composition of claim 1 , wherein R 1 and R 2 of the epoxide resin compound are bonded together to form a cycloalkane group having from 1 to about 20 carbon atoms, and wherein an oxirane group is attached to the ring.

14. The curable composition of claim 1 , wherein R 1 and R 2 of the epoxide resin compound are bonded together to form a cycloalkane with a bridging group having from 1 to about 8 carbon atoms; and wherein the R 1 and/or the R 2 group includes an oxirane group.

15. The curable composition of claim 1 , wherein the at least one low viscosity epoxide resin compound comprises divinylhexahydropentalene trioxide having the following chemical structure:

16. The curable composition of claim 1 , wherein the at least one low viscosity epoxide resin compound comprises a compound having the following chemical structure:

17. The curable composition of claim 1 , wherein the at least one low viscosity epoxide resin compound has a viscosity of less than about 1 Pa-s.

18. The curable composition of claim 1 , wherein the concentration of the at least one low viscosity epoxide resin compound is from about 1 weight percent to about 99.5 weight percent of the curable composition.

19. A process for preparing a curable composition comprising admixing: (a) at least one low viscosity epoxide resin compound comprising an epoxide compound having the following chemical structure:

wherein R 1 and R 2 are both a hydrocarbon group having from 1 to about 20 carbon atoms; (b) at least one curing agent; and
(c) optionally, at least one catalyst.

20. A process for preparing a composition comprising:
(I) providing a mixture of:
(a) at least one low viscosity epoxide resin compound comprising an epoxide compound having the following chemical structure:

wherein R 1 and R 2 are both a hydrocarbon group having from 1 to about 20 carbon atoms;
(b) at least one curing agent; and
(c) optionally, at least one catalyst; and
(II) curing the curable composition of step (I).

21. The process of claim 20 , wherein the curing step (II) is carried out at a temperature of from about 10° C. to about 325° C.

22. A cured thermoset article prepared by the process of claim 20 .

23. The thermoset of claim 22 , wherein the thermoset is selected from the group consisting essentially of an adhesive, a composite, an electrical laminate, a coating, a potting compound, an encapsulant, and a capillary underfill.

Assignees

• Blue Cube Ip Llc

Inventors

• Potisek Stephanie L
• Mullins Michael J

Classifications

• C08K5/1515

  Three-membered rings · CPC title

• C09D163/00

  Coating compositions based on epoxy resins; Coating compositions based on derivatives of epoxy resins · CPC title

• C08G59/24

  carbocyclic · CPC title

• C07D303/04 Primary

  containing only hydrogen and carbon atoms in addition to the ring oxygen atoms · CPC title

• C09J163/00

  Adhesives based on epoxy resins; Adhesives based on derivatives of epoxy resins · CPC title