Process for treating a hydrocarbon substrate with a bisoxazolidine hydrogen sulfide scavenger

• US 6,117,310 A
• Filed: 11/14/1997
• Issued: 09/12/2000
• Est. Priority Date: 07/12/1996
• Status: Expired due to Fees

• Current Assignee: Baker Hughes Incorporated (Baker Hughes Company)
• Original Assignee: Baker Hughes Incorporated (Baker Hughes Company)
• Inventors: Rivers, Gordon T.
• Primary Examiner(s): Griffin, Walter D.
• Assistant Examiner(s): NORTON, NADINE GEORGIANNA
• Application Number:
  US08/970,669
• Time in Patent Office: 1,033 Days
• Field of Search: 208/236, 585/860
• US Class Current: 208/236
• CPC Class Codes: C10G 29/20 Organic compounds not containing metal atoms
• CPC Class Codes: C10L 3/10 Working-up natural gas or synthetic natural gas

Abstract

The present invention provides a method for scavenging sulfhydryl compounds from sour hydrocarbon substrates, preferably crude oils, refined distillate streams, and natural gas, by mixing the substrates with preferably substantially water free bisoxazolidines.

Claims

1. A method for scavenging sulfhydryl compounds from a substantially water free hydrocarbon substrate comprising a sulfhydryl content, said method comprising:

reacting an alkanolamine with a paraformaldehyde to form a condensation product comprising a water content and a sulfhydryl scavenging compound having the following general structure;

##STR2## wherein n is from about 1 to about 2,

R¹ and R² independently are selected from the group consisting of hydrogen, phenyl groups, and linear, branched, or cyclic alkyl, alkenyl, and alkynyl groups having from about 1 to about 6 carbon atoms, treating said condensation product to reduce said water content, producing sulfhydryl scavenging agent comprising about 5% water or less; and

mixing said substrate with an amount of said sulfhydryl scavenging agent effective to reduce said sulfhydryl content of said substrate.

2. The method of claim 1 wherein

n is 1;

and

said sulfhydryl scavenging compound comprises a bisoxazolidine.

3. The method of claim 1 wherein said substrate is selected from the group consisting of crude oil, refined distillate streams, and natural gas.

4. The method of claim 1 wherein said substrate is selected from the group consisting of crude oil, refined distillate streams, and natural gas.

5. A method for scavenging sulfhydryl compounds from a substantially water free hydrocarbon substrate comprising a sulfhydryl content, said method comprising:

reacting an alkanolamine with a paraformaldehyde to form a condensation product comprising a water content and a sulfhydryl scavenging compound having the following general structure;

##STR3## wherein R¹ and R² independently are selected from the group consisting of hydrogen, phenyl groups, and linear, branched, or cyclic alkyl, alkenyl, and alkynyl groups having from about 1 to about 6 carbon atoms;

treating said condensation product to reduce said water content, producing a sulfhydryl scavenging agent comprising about 5% water or less; and

mixing said substrate with an amount of said sulfhydryl scavenging agent effective to reduce said sulfhydryl content of said substrate.

6. The method of claim 5 wherein said linear, branched, and cyclic alkyl, alkenyl, and alkynyl groups comprise between about 1-3 carbon atoms.

7. The method of claim 5 wherein R¹ and R² are methyl groups.

8. The method of claim 5 wherein said substrate is selected from the group consisting of crude oil, refined distillate streams, and natural gas.

9. The method of claim 6 wherein said substrate is selected from the group consisting of crude oil, refined distillate streams, and natural gas.

10. The method of claim 7 wherein said substrate is selected from the group consisting of crude oil, refined distillate streams, and natural gas.

11. The method of claim 5 wherein said substrate is selected from the group consisting of crude oil, refined distillate streams, and natural gas.

12. A method for scavenging sulfhydryl compounds from a substantially water free hydrocarbon substrate comprising a sulfhydryl content, said method comprising:

reacting an alkanolamine with an aldehyde to form a condensation product comprising a water content and a sulfhydryl scavenging compound comprising an N--C--N moeity;

treating said condensation product to reduce said first water content, producing a sulfhydryl scavenging agent comprising about 5% water or less; and

mixing said substrate with an amount of said sulfhydryl scavenging agent effective to reduce sa id sulfhydryl content.

13. The method of claim 12 wherein said substrate is selected from the group consisting of crude oil, refined distillate streams, and natural gas.

14. The method of claim 12 wherein said treating said condensation product comprises removing water from said condensation product by distillation.

15. The method of claim 12 further comprising forming said condensation product by reacting an amino alcohol with an aldehyde comprising in the range of from about 1 to about 4 carbon atoms.

16. The method of claim 14 further comprising forming said condensation product by reacting an amino alcohol with an aldehyde comprising in the range of from about 1 to about 4 carbon atoms.

17. The method of claim 15 wherein said amino alcohol comprises in the range of from about 3 to about 7 carbon atoms and is selected from the group consisting of a 1,2-amino alcohol and a 1,3-amino alcohol.

18. The method of claim 16 wherein said amino alcohol comprises in the range of from about 3 to about 7 carbon atoms and is selected from the group consisting of a 1,2-amino alcohol and a 1,3-amino alcohol.