Amine composition
View Patent ↗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.
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.