Use of polypropyleneimine as curing agent for epoxide resins

Patent metadata

Field	Value
Publication number	US-9650542-B2
Application number	US-201414771681-A
Country	US
Kind code	B2
Filing date	Jul 29, 2014
Priority date	Aug 13, 2013
Publication date	May 16, 2017
Grant date	May 16, 2017

Abstract

The present invention relates to the use of substantially linear polypropyleneimine as a hardener for epoxy resins, and also to a corresponding curable composition, to the curing thereof, and to the cured epoxy resin obtainable therefrom.

First claim

The invention claimed is:

1. A curable composition comprising
a resin component and a hardener component, wherein
the resin component comprises one or more epoxy resins,
the hardener component comprises a polypropyleneimine that is substantially linear, and
the resin component and the hardener component are comprised in the curable composition in an approximately stoichiometric ratio, based on the reactive groups of the one or more epoxy resins and any reactive diluents, if present, and on the NH functionality of the hardener component.

2. The curable composition according to claim 1 , wherein the resin component further comprises one or more reactive diluents.

3. The curable composition according to claim 2 , wherein the reactive diluent is a low molecular mass organic compound comprising one or more epoxide groups or a cyclic carbonate having 3 to 10 C atoms.

4. The curable composition according to claim 1 , wherein the polypropyleneimine has a number-average molecular weight M n of 100 g/mol to 1000 g/mol.

5. The curable composition according to claim 1 , wherein the polypropyleneimine has a degree of branching, DB HF , of ≦0.3,
where DB HF =2D/(2D+L), with D corresponding to the fraction of tertiary amino groups and L corresponding to the fraction of secondary amino groups.

6. The curable composition according to claim 1 , wherein the polypropyleneimine has an amine number for primary amines of 10 mg to 1000 mg KOH/g, an amine number for secondary amines of 100 mg to 2000 mg KOH/g and an amine number for tertiary amines of 0 mg to 200 mg KOH/g.

7. The curable composition according to claim 1 , wherein the polypropyleneimine is prepared by catalytic polytransamination of propanediamine.

8. The curable composition according to claim 1 , wherein the polypropyleneimine is constructed solely of propanediamine structural elements.

9. The curable composition according to claim 1 , wherein
the resin component and the polypropyleneimine are comprised in the curable composition in an approximately stoichiometric ratio, based on the reactive groups of the one or more epoxy resins and any reactive diluents, if present, and on the NH functionality of the polypropyleneimine.

10. The curable composition according to claim 1 , wherein the one or more epoxy resins are selected from the group consisting of diglycidyl ether of bisphenol A, diglycidyl ether of bisphenol F, diglycidyl ether of hydrogenated bisphenol A, and diglycidyl ether of hydrogenated bisphenol F.

11. A process for preparing a cured epoxy resin, comprising:
curing the curable composition according to claim 1 .

12. A cured epoxy resin obtained by the process according to claim 11 .

13. A molding comprising the cured epoxy resin according to claim 12 .

14. A composite material comprising the cured epoxy resin according to claim 12 and one or more reinforcing fibers.

15. A coating comprising the cured epoxy resin according to claim 12 .

16. A cured epoxy resin obtained by curing the curable composition according to claim 1 .

17. A molding comprising the cured epoxy resin according to claim 16 .

18. A composite material comprising the cured epoxy resin according to claim 16 and one or more reinforcing fibers.

19. A coating comprising the cured epoxy resin according to claim 16 .

Assignees

• Basf Se

Inventors

• Mueller Christoph
• Mueller Christian
• Dahmen Kirsten
• Panchenko Alexander
• Altenhoff Ansgar Gereon
• Charrak Monika
• Kunst Andreas
• Henningsen Michael
• Kaffee Achim

Classifications

• C08G73/0213

  Preparatory process · CPC title

• C08G73/0206

  Polyalkylene(poly)amines · CPC title

• C08G59/4042

  Imines; Imides · CPC title

• C09D179/02 Primary

  Polyamines · CPC title

• C08L79/02

  Polyamines · CPC title