IP Library Granted Patent US 8,766,018
Granted Patent B2
US 8,766,018 · App. 13/509,800 · Granted Jul 1, 2014

Divinylarene dioxide resins

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Quick Facts
Patent No.
US 8,766,018
App. No.
13/509,800
Granted
Jul 1, 2014
Kind
B2
Abstract

A hydrolyzed divinylarene dioxide resin composition including the reaction product of (a) a divinylarene dioxide, and (b) water; a process for making the hydrolyzed divinylarene dioxide resin composition; and a curable hydrolyzed divinylarene dioxide resin composition made therefrom. The cured product made from the above hydrolyzed divinylarene dioxide resin composition offers improved properties such as a lower viscosity and a high heat resistance compared to known cured products prepared from known epoxy resins.

Claims (17)

1. A hydrolyzed divinylarene dioxide resin composition comprising the reaction product of (a) a divinylarene dioxide having a mixture of meta and para isomers, and (b) water; wherein the reaction product formed comprises at least a partially hydrolyzed divinylarene dioxide resin composition.

2. The composition of claim 1 , wherein the divinylarene dioxide comprises one or more substituted divinylbenzene dioxides; wherein the one or more substituted divinylbenzene dioxides comprises divinylbenzene dioxide, divinylnaphthalene dioxide, divinylbiphenyl dioxide, divinyldiphenylether dioxide, or mixtures thereof.

3. The composition of claim 1 , wherein the divinylarene dioxide is divinylbenzene dioxide.

4. The composition of claim 1 , wherein the concentration of said divinylarene dioxide ranges from about 99 weight percent to about 1 weight percent based on the combined weight of the composition.

5. The composition of claim 1 , including a hydrolysis catalyst for the hydrolyzation of the divinylarene dioxide resin; wherein the catalyst comprises bismuth chloride, bismuth triflate, tetrabutylammonium bisulfate, tin(IV) porphyrin, iron(III) perchlorate, iron(III) trifluoroacetate, iron(III) chloride, cesium triflate, phosphoric acid, oxalic acid, ion exchange resins, metal phosphates and metal exchanged zeolites or mixtures thereof.

6. The composition of claim 5 , wherein the concentration of said catalyst ranges from about 0.01 weight percent to about 10 weight percent based on the combined weight of the composition.

7. A curable hydrolyzed divinylarene dioxide resin composition comprising (i) at least one hydrolyzed divinylarene dioxide resin composition of claim 1 ; and (ii) at least one curing agent.

8. The curable composition of claim 7 , wherein the concentration of the hydrolyzed epoxy resin ranges from about 99 weight percent to about 10 weight percent based on the combined weight of the composition.

9. The curable composition of claim 7 , wherein the curing agent comprises anhydrides, carboxylic acids, amine compounds, tertiary amines, quaternary ammonium salts, Lewis acids, Lewis acid-amine complexes; or mixtures thereof.

10. The curable composition of claim 7 , wherein the concentration of the curing agent ranges from about 1 weight percent to about 90 weight percent based on the combined weight of the composition.

11. A process for hydrolyzing a divinylarene dioxide epoxy resin comprising reacting (a) a divinylarene dioxide having a mixture of meta and para isomers, (b) water, and (c) optionally, a catalyst; under conditions to provide at least a partially hydrolyzed divinylarene dioxide resin composition.

12. A process for preparing a curable hydrolyzed divinylarene dioxide resin composition comprising admixing (i) a hydrolyzed divinylarene dioxide resin of claim 1 ; and (ii) at least one curing agent.

13. The process of claim 11 , wherein the divinylarene dioxide is divinylbenzene dioxide.

14. The process of claim 13 wherein the reaction product produced from the hydrolysis of divinylbenzene dioxide containing both an organic and liquid phase yields exclusively a dihydrolyzed product.

15. The process of claim 13 , wherein the reaction product formed during hydrolysis using a co-solvent for a single liquid phase reaction yields a monohydrolyzed divinylbenzene dioxide as the primary product.

16. The process of claim 13 , wherein the reaction product produced comprises divinylbenzene dioxide-diglycol.

17. The process of claim 13 , wherein the reaction product formed comprises divinylbenzene dioxide-monoglycol.

Assignments (2)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 11, 2015
From: DOW GLOBAL TECHNOLOGIES LLC
To: BLUE CUBE IP LLC
Reel/Frame 035887/0193 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 23, 2014
From: MARKS, MAURICE J; CAMPBELL, E. JOSEPH
To: DOW GLOBAL TECHNOLOGIES LLC
Reel/Frame 032733/0922 →