IP Library Granted Patent US 8,048,175
Granted Patent B2
US 8,048,175 · App. 12/420,605 · Granted Nov 1, 2011

Quick removal of mercaptans from hydrocarbons

View Patent ↗
Loading inventors, assignments & file history…
Monitor This Case
Get email alerts when status or documents change.
Order Certified Copies
Most orders are placed with the USPTO same day — all within 24 business hours.
Order via The Patent Place →
Pre-filled with this patent's details
Quick Facts
Patent No.
US 8,048,175
App. No.
12/420,605
Granted
Nov 1, 2011
Kind
B2
Abstract

Mercaptans and/or hydrogen sulfide (H 2 S) in hydrocarbons, naphthas, gasolines, and the like may be scavenged therefrom by being brought into intimate contact with a mercaptan scavenger formulation containing at least one disubstituted azodicarboxylate of the formula R 1 OOCN═NCOOR 2 , where R 1 and R 2 are independently alkyl groups, alkenyl groups and aromatic groups having from 1 to 18 carbon atoms. These scavengers remove mercaptans and/or H 2 S from hydrocarbons faster than many conventional mercaptan scavengers. An effective scavenging amount of disubstituted azodicarboxylate in the hydrocarbon fluid ranges from about 5 to about 20 parts by weight based on 1 part as sulfur of mercaptan and/or H 2 S.

Claims (22)

1. A method for scavenging sulfur-containing compounds from a hydrocarbon fluid, the method comprising adding to the hydrocarbon fluid an effective sulfur-containing compounds scavenging amount of at least one disubstituted azodicarboxylate of the formula R 1 OOCN=NCOOR 2 , where R 1 and R 2 are independently alkyl groups, alkenyl groups and aromatic groups having from 1 to 18 carbon atoms.

2. The method of claim 1 where the hydrocarbon fluid is selected from the group consisting of crude oil, naphthas, gasoline, oil field condensates, residual fuels, petroleum distillates, light hydrocarbons, dry gas streams, paraffinic solvents, fuels comprising oxygenated compounds, biodiesel, and mixtures thereof.

3. The method of claim 1 where the effective scavenging amount of disubstituted azodicarboxylate in the hydrocarbon fluid ranges from about 8 to about 20 parts by weight based on 1 part as sulfur of sulfur-containing compounds.

4. The method of claim 1 where the effective scavenging amount of disubstituted azodicarboxylate in the hydrocarbon fluid ranges from about 8 to about 10 parts by weight based on 1 part as sulfur of sulfur-containing compounds.

5. The method of claim 1 where R 1 and R 2 are independently alkyl groups having from 2 to 3 carbon atoms.

6. The method of claim 1 where the sulfur-containing compounds are selected from the group consisting of H 2 S, mercaptans and combinations thereof.

7. A method for scavenging sulfur-containing compounds from a hydrocarbon fluid, comprising adding to the hydrocarbon fluid from about 8 to about 20 parts by weight based on 1 part as sulfur of sulfur-containing compounds of at least one disubstituted azodicarboxylate of the formula R 1 OOCN=NCOOR 2 , where R 1 and R 2 are independently alkyl groups, alkenyl groups and aromatic groups having from 1 to 18 carbon atoms, where the hydrocarbon fluid is selected from the group consisting of crude oil, naphthas, gasoline, oil field condensates, residual fuels, petroleum distillates, light hydrocarbons, dry gas streams, paraffinic solvents, fuels comprising oxygenated compounds, biodiesel, and mixtures thereof, where it is not necessary that the mixture of the fluid and the scavenger be subjected to any particular temperature necessary to scavenge the mercaptans and/or H 2 S.

8. The method of claim 7 where R 1 and R 2 are independently alkyl groups having from 2 to 3 carbon atoms.

9. The method of claim 7 where the sulfur-containing compounds are selected from the group consisting of H 2 S, mercaptans and combinations thereof.

10. A hydrocarbon composition having a reduced concentration of sulfur-containing compounds, where the sulfur-containing compounds are selected from the group consisting of H 2 S, mercaptans and combinations thereof, the hydrocarbon composition comprising:

a hydrocarbon fluid;

at least one sulfur-containing compound;

an effective sulfur-containing compound scavenging amount of at least one disubstituted azodicarboxylate of the formula R 1 OOCN=NCOOR 2 , where R 1 and R 2 are independently alkyl groups, alkenyl groups and aromatic groups having from 1 to 18 carbon atoms; where at least some of the additive has reacted with the sulfur-containing compound.

11. The hydrocarbon composition of claim 10 where the hydrocarbon fluid is selected from the group consisting of crude oil, naphthas, gasoline, oil field condensates, residual fuels, petroleum distillates, light hydrocarbons, dry gas streams, paraffinic solvents, fuels comprising oxygenated compounds, biodiesel, and mixtures thereof.

12. The hydrocarbon composition of claim 10 where the effective scavenging amount of disubstituted azodicarboxylate in the hydrocarbon fluid ranges from about 8 to about 20 parts by weight based on 1 part as sulfur of sulfur-containing compound.

13. The hydrocarbon composition of claim 10 where the effective scavenging amount of disubstituted azodicarboxylate in the hydrocarbon fluid ranges from about 8 to about 10 parts by weight based on 1 part as sulfur of sulfur-containing compound.

14. The hydrocarbon composition of claim 10 where R 1 and R 2 are independently alkyl groups having from 2 to 3 carbon atoms.

15. A hydrocarbon composition having a reduced concentration of sulfur-containing compounds, where the sulfur-containing compound is selected from the group consisting of H 2 S, mercaptans and combinations thereof, the hydrocarbon composition comprising:

a hydrocarbon fluid selected from the group consisting of crude oil, naphthas, gasoline, oil field condensates, residual fuels, petroleum distillates, light hydrocarbons, dry gas streams, paraffinic solvents, fuels comprising oxygenated compounds, biodiesel, and mixtures thereof;

at least one sulfur-containing compound;

from about 8 to about 20 parts by weight based on 1 part as sulfur of sulfur-containing compound of an effective sulfur-containing compound scavenging amount of at least one disubstituted azodicarboxylate of the formula R 1 OOCN=NCOOR 2 , where R 1 and R 2 are independently alkyl groups, alkenyl groups and aromatic groups having from 1 to 18 carbon atoms; where at least some of the additive has reacted with the sulfur-containing compound, where it is not necessary that the mixture of the fluid and the scavenger be subjected to any particular temperature necessary to scavenge the mercaptans and/or H 2 S.

16. The hydrocarbon composition of claim 15 where R 1 and R 2 are independently alkyl groups having from 2 to 3 carbon atoms.

Assignments (3)
CHANGE OF NAME Recorded Mar 8, 2022
From: BAKER HUGHES, A GE COMPANY, LLC
To: BAKER HUGHES HOLDINGS LLC
Reel/Frame 059338/0944 →
CHANGE OF NAME Recorded Feb 16, 2022
From: BAKER HUGHES INCORPORATED
To: BAKER HUGHES, A GE COMPANY, LLC
Reel/Frame 059126/0123 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 8, 2009
From: YANG, JIANZHONG; ARENSDORF, JOSEPH J; BARKER, MELANIE V.
To: BAKER HUGHES INCORPORATED
Reel/Frame 022523/0258 →