Sterically hindered amines and associated methods

Patent metadata

Field	Value
Publication number	US-9352271-B2
Application number	US-201113989137-A
Country	US
Kind code	B2
Filing date	Nov 21, 2011
Priority date	Dec 1, 2010
Publication date	May 31, 2016
Grant date	May 31, 2016

Abstract

Amine compositions comprising sterically hindered amines and associated methods are provided. In some embodiments, amine compositions of the present disclosure may be useful for selective removal of H 2 S from an acidic gas stream.

First claim

What is claimed is:

1. An amine composition comprising:
a mixture of at least two sterically hindered amines comprising a first amine with the formula:

and a second amine with the formula:

wherein x is an integer from 7 to 14; y is an integer from 3 to 14, and the weight ratio of the first amine to the second amine is about 2.5:1 to about 6:1.

2. The amine composition of claim 1 wherein y is an integer from 7 to 14.

3. The amine composition of claim 1 wherein the weight ratio of the first amine to the second amine is about 4:1.

4. A method of making an amine composition comprising:
reacting a polyethylene glycol with a tertiarybutylamine in the presence of a nickel-based hydrogenation catalyst to form an amine composition comprising a mixture of at least two sterically hindered amines, wherein the amine composition comprises at least a first amine with the formula:

and a second amine with the formula:

wherein x is an integer from 3 to 14; y is an integer from 3 to 14, and the weight ratio of the first amine to the second amine is about 2.5:1 to about 6:1.

5. The method of claim 4 wherein x is an integer from 7 to 14.

6. The method of claim 4 wherein y is an integer from 7 to 14.

7. The method of claim 4 wherein x is an integer from 7 to 14 and y is an integer from 7 to 14.

8. The method of claim 4 wherein the weight ratio of the first amine to the second amine is about 4:1.

9. The method of claim 4 wherein the polyethylene glycol has a molecular weight of from about 180 to 1000 g/mol.

10. The method of claim 4 wherein the polyethylene glycol has a molecular weight of from about 180 to 400 g/mol.

11. The method of claim 4 further comprising contacting a gaseous stream comprising sulfur-containing compounds with the amine composition.

12. The method of claim 4 wherein the polyethylene glycol and the tertiarybutylamine are reacted in a fixed-bed reactor, a fluid-bed reactor, a continuous stirred reactor or a batch reactor.

13. The method of claim 4 wherein the polyethylene glycol and the tertiarybutylamine are reacted at a temperature of from about 160° C. to about 240° C.

14. A method comprising:
contacting a gaseous stream comprising sulfur-containing compounds with an amine composition comprising a mixture of at least two sterically hindered amines, wherein the amine composition comprises at least a first amine with the formula:

and a second amine with the formula:

wherein x is an integer from 7 to 14 and y is an integer from 7 to 14 and the weight ratio of the first amine to the second amine is about 2.5:1 to about 6:1.

15. The method of claim 14 wherein the weight ratio of the first amine to the second amine is about 4:1.

Assignees

• Su Wei-Yang
• Grigsby Jr Robert A
• Zhou Jingjun
• Huntsman Petrochemical Llc

Inventors

• Su Wei-Yang
• Grigsby Jr Robert A
• Zhou Jingjun

Classifications

• C07C217/50

  Ethers of hydroxy amines of undetermined structure, e.g. obtained by reactions of epoxides with hydroxy amines · CPC title

• B01D2252/20426

  Secondary amines · CPC title

• B01D53/1468 Primary

  Removing hydrogen sulfide · CPC title

• B01D2256/16

  Hydrogen · CPC title

• C09K3/00

  Materials not provided for elsewhere · CPC title