Amine composition

Patent metadata

Field	Value
Publication number	US-9944836-B2
Application number	US-201514742847-A
Country	US
Kind code	B2
Filing date	Jun 18, 2015
Priority date	Apr 26, 2007
Publication date	Apr 17, 2018
Grant date	Apr 17, 2018

Abstract

The present invention provides novel polymeric amine compositions employing amine compounds having multiple tertiary amine groups. Methods of making these new compositions are also disclosed. Amine compositions and amine-epoxy compositions employing the polymeric amine compositions of the present invention are also provided.

First claim

We claim:

1. A composition comprising polymeric amine compounds having the formula:

wherein:
each R A independently is a substituted or unsubstituted C 1 -C 12 linear or branched alkyl, wherein the substituents on the alkyl independently are

at least one occurrence of R A is a substituted C 1 -C 12 linear or branched alkyl, wherein the substituents on the alkyl independently are

each R B independently is an unsubstituted C 3 -C 8 linear or branched alkanediyl;
each X is R E —H;
R E is an unsubstituted C 1 -C 8 linear or branched alkanediyl;
the polymeric amine composition has a number-average molecular weight (Mn) from about 250 to about 1500; and
n is an integer in a range from 0 to 10, inclusive.

2. A composition comprising:
(i) a polymeric amine composition comprising amine compounds having the formula:

wherein:
each R A independently is a substituted or unsubstituted C 1 -C 12 linear or branched alkyl, wherein the substituents on the alkyl independently are

at least one occurrence of R A is a substituted C 1 -C 12 linear or branched alkyl, wherein the substituents on the alkyl independently are

each R B independently is an unsubstituted C 3 -C 8 linear or branched alkanediyl;
each X is R E —H;
R E is an unsubstituted C 1 -C 8 linear or branched alkanediyl;
the polymeric amine composition has a number-average molecular weight (M n ) from about 250 to about 1500; and
n is an integer in a range from 0 to 10, inclusive; and

(ii) at least one amine having 2 or more active amine hydrogens.

3. The composition of claim 2 , wherein R A is a substituted C 1 linear or branched alkyl and R E is a C 1 alkanediyl.

4. The composition of claim 2 , wherein the polymeric amine composition has a M n , from about 300 to about 800.

5. The composition of claim 2 , wherein the polymeric amine composition has an amine hydrogen equivalent weight (AHEW) from about 40 to about 500.

6. The composition of claim 2 , wherein the polymeric amine composition has an amine hydrogen equivalent weight (AHEW) from about 60 to about 250.

7. The composition of claim 2 , wherein the amine compounds of the polymeric amine composition comprise a derivative thereof which is a polyamide derivative, an amidoamine derivative, an amine-epoxy adduct derivative, or any combination thereof.

8. The composition of claim 2 , wherein the at least one amine has 6 or more carbon atoms.

9. The composition of claim 2 , wherein the at least one amine is an aliphatic amine, a cycloaliphatic amine, an aromatic amine, a Mannich base derivative of an aliphatic amine, a cycloaliphatic amine, or an aromatic amine, a polyamide derivative of an aliphatic amine, a cycloaliphatic amine, or an aromatic amine, an amidoamine derivative of an aliphatic amine, a cycloaliphatic amine, or an aromatic amine, an amine adduct derivative of an aliphatic amine, a cycloaliphatic amine, or an aromatic amine, or any combination thereof.

10. The composition of claim 2 , wherein the at least one amine is a mixture of methylene bridged poly(cyclohexyl-aromatic)amines.

11. An amine-epoxy composition comprising the contact product of:
(I) composition of claim 2 ; and
(II) an epoxy component comprising at least one multifunctional epoxy resin.

12. The amine-epoxy composition of claim 11 , wherein the stoichiometric ratio of epoxy groups in the epoxy component to reactive hydrogens in the polymeric amine composition ranges from about 1.5:1 to about 1:1.5.

13. The amine-epoxy composition of claim 11 , wherein the stoichiometric ratio of epoxy groups in the epoxy component to reactive hydrogens in the polymeric amine composition ranges from about 1.3:1 to about 1:1.3.

14. The amine-epoxy composition of claim 11 , wherein the polymeric amine composition has a M n from about 300 to about 800.

15. The amine-epoxy composition of claim 11 , wherein the polymeric amine composition further comprises at least one multifunctional amine having 3 or more active amine hydrogens.

16. A method comprising curing the amine-epoxy composition of claim 11 .

17. An article of manufacture comprising the amine-epoxy composition of claim 11 .

18. The article of claim 17 , wherein the article is a coating, an adhesive, a construction product, a flooring product, or a composite product.

19. The composition of claim 2 wherein R B is a C3 linear or branched alkanediyl.

20. The composition of claim 19 wherein R E is an unsubstituted C1 linear or branched alkanediyl.

21. The composition of claim 20 wherein n is 1.

Assignees

• Evonik Degussa Gmbh

Inventors

• Vedage Gamini Ananda
• Burdeniuc Juan Jesus
• Lutz Eugene George

Classifications

• C08L2205/02

  containing two or more polymers of the same C08L -group · CPC title

• C08L79/02

  Polyamines · CPC title

• C08G73/0206

  Polyalkylene(poly)amines · CPC title

• C08G73/02 Primary

  Polyamines · CPC title

• C09J179/02 Primary

  Polyamines · CPC title