Sterically hindered amines and associated methods

Patent metadata

Field	Value
Publication number	US-9987588-B2
Application number	US-201715425350-A
Country	US
Kind code	B2
Filing date	Feb 6, 2017
Priority date	Dec 1, 2010
Publication date	Jun 5, 2018
Grant date	Jun 5, 2018

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. A mixture of at least two sterically hindered amines obtained from a method comprising:
reacting a polyethylene glycol having a molecular weight of from about 180 g/mol to about 1000 g/mol and a tertiarybutylamine in the presence of a nickel-based hydrogenation catalyst in a reactor where at least one sterically hindered amine has a formula (1):

and another sterically hindered amine has a formula:

wherein x is an integer from 7 to 14, y is an integer from 3 to 14, and the weight ratio of the sterically hindered amine of formula (1) to the sterically hindered amine of formula (2) is about 2.5:1 to about 6:1.

2. The mixture of claim 1 , wherein y is an integer from 7 to 14.

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

4. The mixture of claim 1 , wherein the polyethylene glycol has a molecular weight of from about 180 g/mol to about 400 g/mol.

5. The mixture of claim 1 , wherein the polyethylene glycol has a molecular weight of from about 200 g/mol to about 300 g/mol.

6. The mixture of claim 1 , wherein the reaction occurs in the presence of hydrogen.

7. 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 3 to 14, 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.

8. The amine composition of claim 7 wherein the weight ratio of the first amine to the second amine is about 4:1.

9. A mixture comprising the amine composition of claim 7 and a liquid medium comprising water or an organic solvent or a mixture thereof.

10. The mixture of claim 9 further comprising a strong acid.

11. A mixture of at least two sterically hindered amines obtained from a method comprising:
reacting a polyethylene glycol having a molecular weight of from about 180 g/mol to about 1000 g/mol and a tertiarybutylamine in the presence of a nickel-based hydrogenation catalyst in a reactor where at least one sterically hindered amine has a formula (1):

and another sterically hindered amine has a formula:

wherein x is an integer from 3 to 14, y is an integer from 7 to 14, and the weight ratio of the sterically hindered amine of formula (1) to the sterically hindered amine of formula (2) is about 2.5:1 to about 6:1.

12. The mixture of claim 11 , wherein the weight ratio of the first amine to the second amine is about 4:1.

13. The mixture of claim 11 , wherein the polyethylene glycol has a molecular weight of from about 180 g/mol to about 400 g/mol.

14. The mixture of claim 11 , wherein the polyethylene glycol has a molecular weight of from about 200 g/mol to about 300 g/mol.

15. The mixture of claim 11 , wherein the reaction occurs in the presence of hydrogen.

Assignees

• Huntsman Petrochemical Llc

Inventors

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

Classifications

• B01D2252/20484

  with one hydroxyl group · CPC title

• B01D2252/504

  Mixtures of two or more absorbents · CPC title

• B01D2252/2041

  Diamines · CPC title

• B01D53/1493 Primary

  Selection of liquid materials for use as absorbents · CPC title

• B01D2252/2023

  Glycols, diols or their derivatives · CPC title