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US3944539A Expired / Lapsed US ⏱️ 0.0 years remaining

Preparation of sulfurized olefins

Assignee: Mobil Oil AS
•
Filing: 1972-12-22
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Granted: 1976-03-16
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Expires: 1992-12-22
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Abstract

Abstract In preparing organic sulfides by reacting olefins (e.g., butylenes) with a sulfur halide to form a sulfohalogenated intermediate which is subsequently sulfurized and dehalogenated by reaction with an aqueous solution of an alkali metal sulfide compound to form a noncorrosive organic sulfide product of high sulfur content, blackening of both the intermediate and the final product is prevented by employing an inert gas as a purge during formation of the olefin-sulfur halide adduct.

Inventors

  • 👤 Andrew G. Horodysky
  • 👤 Paul T. Allen

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-03 20:04
CPC Classifications
C; C07; C07C; C07C319/00; C07C319/14

Claims Analysis

Total Claims: 9
Claim 1
Independent Claim 109 words
In the process of preparing organic sulfides by (1) sulfohalogenating an olefin with a sulfur halide to form a sulfohalogenated organic intermediate and thereafter (2) sulfurizing and dehalogenating said intermediate by subsequent reaction with an alkali metal sulfide, the reaction in (1) being run so as not to exceed 160°F and using an olefin to sulfur halide ratio of from about 1:1 to about 1:65:1 and the reaction in (2) being run at from about 150° to about 250°F using at least a stoichiometric amount of alkali metal sulfide, the improvement which comprises purging the reaction mixture in (1) with nitrogen prior to any substantial darkening of said intermediate.
Claim 2
Dependent Claim 109 words
In the process of preparing organic sulfides by (1) sulfohalogenating an olefin with a sulfur halide to form a sulfohalogenated organic intermediate and thereafter (2) sulfurizing and dehalogenating said intermediate by subsequent reaction with an alkali metal sulfide, the reaction in (1) being run so as not to exceed 160°F and using an olefin to sulfur halide ratio of from about 1:1 to about 1:65:1 and the reaction in (2) being run at from about 150° to about 250°F using at least a stoichiometric amount of alkali metal sulfide, the improvement which comprises purging the reaction mixture in (1) with nitrogen prior to any substantial darkening of said intermediate.
Claim 3
Dependent Claim 16 words
A process according to claim 1 wherein the olefin is a mixture predominantly consisting of butylenes.
Claim 4
Dependent Claim 22 words
A process according to claim 2 wherein the mixture comprises about 89% of isobutylene and about 10% of trans-2-butylene, both by volume.
Claim 5
Dependent Claim 26 words
A process according to claim 2 wherein the mixture comprises about 50% of isobutylene, about 28% of 1-butene and about 10.5% of trans-2-butene, all by volume.
Claim 6
Dependent Claim 13 words
A process according to claim 1 wherein the sulfur halide is sulfur monochloride.
Claim 7
Dependent Claim 24 words
A process according to claim 1 wherein the initial reaction is catalyzed with a lower aliphatic alcohol containing from 1 to 4 carbon atoms.
Claim 8
Dependent Claim 11 words
A process according to claim 6 wherein the alcohol is methanol.
Claim 9
Dependent Claim 25 words
A process according to claim 6 wherein the alcohol is present in an amount ranging from 0.2 to 10% by weight of the sulfur halide.

References Cited (Backward Citations)

US2312750A Cited
US2249312A Cited
US2380072A Cited
US2767163A Cited
US2786829A Cited
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USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1979-03-16 1979-09-15 1980-03-16 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1983-03-16 1983-09-15 1984-03-16 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1987-03-16 1987-09-15 1988-03-16 $7700.00 Window Closed / Lapsed

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