Organic amine decarbonization solutions

Patent metadata

Field	Value
Publication number	US-9816029-B2
Application number	US-201414307940-A
Country	US
Kind code	B2
Filing date	Jun 18, 2014
Priority date	Jun 18, 2013
Publication date	Nov 14, 2017
Grant date	Nov 14, 2017

Abstract

An organic amine decarbonization solution includes: i) one or more organic amines serving as a carbon dioxide absorbent; and ii) an antioxidant. The antioxidant includes: a) one or more organometallic complexes of Formula [M x (L) y ]A n , wherein each M independently represents a central atom selected from the group consisting of transition metals, Group IVA metals and Group VA metals at a lower valence state; each L independently represents a bidentate or multidentate organic ligand with each ligating atom thereof being independently one of O, S, N and P; each A independently represents an uncoordinated counter-ion suitable for forming an outer sphere of a complex; x is 1, 2 or 3; y is 1, 2, 3, 4, 5, 6, 7 or 8; and n is 0, 1, 2, 3 or 4; and b) optionally one or more metal chelating agents.

First claim

The invention claimed is:

1. An organic amine decarbonization solution, comprising:
i) one or more organic amines serving as a carbon dioxide absorbent; and
ii) an antioxidant, which comprises:
a) one or more organometallic complexes having the following Formula (I):
[M x (L) y ]A n   (I)

wherein:
each M independently represents a central atom selected from the group consisting of transition metals, Group IVA metals and Group VA metals at a lower valence state;
each L independently represents a bidentate or multidentate organic ligand with each ligating atom thereof being independently one of O, S, N and P;
each A independently represents an uncoordinated counter-ion suitable for forming an outer sphere of a complex;
x is 1, 2 or 3;
y is 1, 2, 3, 4, 5, 6, 7 or 8; and
n is 0, 1, 2, 3 or 4; and
b) one or more metal chelating agents.

2. The organic amine decarbonization solution according to claim 1 , wherein each M in Formula (I) is independently selected from the group consisting of Cr, Mo, Ti, Sb, Fe, Sn, Mn, V, Co, Bi and Cu.

3. The organic amine decarbonization solution according to claim 1 , wherein each L in Formula (I) is independently selected from the group consisting of tartrate, gallate, gluconate, oxalate, ethylenediaminetetraacetate, citrate and phytate.

4. The organic amine decarbonization solution according to claim 1 , wherein the organometallic complex is selected from the group consisting of antimony sodium tartrate, bismuth potassium citrate, potassium chromium oxalate, ferrous tartrate, stannous tartrate, bismuth gallate, antimony sodium subgallate, antimony potassium citrate, ethylenediaminetetraacetic acid manganese disodium salt, bismuth sodium ethylenediaminetetraacetate and combinations thereof.

5. The organic amine decarbonization solution according to claim 1 , wherein the metal chelating agent is an organic metal chelating agent.

6. The organic amine decarbonization solution according to claim 1 , wherein the organometallic complex and the metal chelating agent are present in a mass ratio of from about 1:5 to about 1:30.

7. The organic amine decarbonization solution according to claim 1 , wherein the organic amine is selected from the group consisting of monoethanolamine, N-(2-hydroxyethyl)ethylenediamine, monoisopropanolamine, 2-amino-2-methyl-1-propanol and N -methyldiethanolamine.

8. The organic amine decarbonization solution according to claim 1 , wherein the organometallic complex is present in an amount of from about 0.05% to about 5% by mass, based on a total amount of the organic amine decarbonization solution.

9. The organic amine decarbonization solution according to claim 1 , wherein the organometallic complex and the metal chelating agent are present in a combined amount of from about 1% to about 15% by mass, based on a total amount of the organic amine decarbonization solution, and wherein the organometallic complex and the metal chelating agent are present in a mass ratio of from about 1:5 to about 1:30.

10. A method for mitigating oxidative degradation of an organic amine decarbonization solution, comprising adding to the organic amine decarbonization solution an effective amount of an antioxidant, the antioxidant comprising:
a) one or more organometallic complexes having the following Formula (I):
[M x (L) y ]A n   (I)

wherein:
each M independently represents a central atom selected from the group consisting of transition metals, Group IVA metals and Group VA metals at a lower valence state;
each L independently represents a bidentate or multidentate organic ligand with each ligating atom thereof being independently one of O, S, N and P;
each A independently represents an uncoordinated counter-ion suitable for forming an outer sphere of a complex;
x is 1, 2 or 3;
y is 1, 2, 3, 4, 5, 6, 7 or 8; and
n is 0, 1, 2, 3 or 4; and
b) one or more metal chelating agents.

11. The method according to claim 10 , wherein the antioxidant is added in such an amount that the organometallic complex is present in an amount of from about 0.05% to about 5% by mass, based on a combined amount of the organic amine decarbonization solution and the antioxidant.

12. The method according to claim 10 , wherein the antioxidant is added in such an amount that the organometallic complex and the metal chelating agent are present in a combined amount of from about 1% to about 15% by mass, based on a combined amount of the organic amine decarbonization solution and the antioxidant, and wherein the organometallic complex and the metal chelating agent are present in a mass ratio of from about 1:5 to about 1:30.

13. The organic amine decarbonization solution according to claim 2 , wherein each M in Formula (I) is independently selected from the group consisting of Cr, Sb, Fe, Sn, Mn and Bi.

14. The organic amine decarbonization solution according to claim 3 , wherein each L in Formula (I) is independently selected from the group consisting of tartrate, gallate, oxalate, citrate and ethylenediaminetetraacetate.

15. The organic amine decarbonization solution according to claim 4 , wherein the organometallic complex is selected from the group consisting of antimony sodium tartrate, bismuth potassium citrate and a combination thereof.

16. The organic amine decarbonization solution according to claim 5 , wherein the organic metal chelating agent is selected from the group consisting of ethylenediaminetetraacetic acid, 1-hydroxyethylidene-1,1-diphosphonic acid, nitrilotriacetic acid, ethylenediamine tetramethylene phosphonic acid, diethylenetriamine pentaacetic acid, diethylenetriamine pentamethylene phosphonic acid, 2-phosphonobutane-1,2,4-tricarboxylic acid, and combinations thereof.

17. The organic amine decarbonization solution according to claim 6 , wherein the organometallic complex and the metal chelating agent are present in a mass ratio of from about 1:5 to about 1:10.

18. The organic amine decarbonization solution according to claim 8 , wherein the organometallic complex is present in an amount of from about 0.1% to about 1% by mass, based on the total amount of the organic amine decarbonization solution.

19. An organic amine decarbonization solution, comprising:
i) one or more organic amines serving as a carbon dioxide absorbent; and
ii) an antioxidant, which comprises:
a) one or more organometallic complexes selected from the group consisting of bismuth potassium citrate, potassium chromium oxalate, ferrous tartrate, bismuth gallate, ethylenediaminetetraacete acid manganese disodium salt, bismuth soldium ethylenediaminetetraacete and combinations thereof; and
b) optionally one or more metal chelating agents.

Assignees

• China Petroleum & Chem Corp
• Res Institute Of Nanjing Chemical Industrial Group

Inventors

• Mao Songbai
• Huang Zhongbin

Classifications

• B01D2252/20405

  Monoamines · CPC title

• B01D2251/90

  Chelants · CPC title

• B01D53/1493

  Selection of liquid materials for use as absorbents · CPC title

• B01D2252/205

  Other organic compounds not covered by B01D2252/00 - B01D2252/20494 · CPC title

• B01D2252/604

  Stabilisers or agents inhibiting degradation · CPC title