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US5583274A Expired / Lapsed US ⏱️ 0.0 years remaining

Alkyne hydrogenation process

Assignee: Phillips Petroleum Co
•
Filing: 1995-01-20
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Granted: 1996-12-10
•
Expires: 2015-01-20
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Abstract

Abstract C 2 -C 6 alkynes (preferably acetylene) contained in feeds which also contain sulfur impurities are hydrogenated to the corresponding alkenes in the presence of a supported palladium catalyst which has been promoted with alkali metal fluoride (preferably potassium fluoride).

Inventors

  • 👤 Tin-Tack P. Cheung
  • 👤 Marvin M. Johnson

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-23 03:41
CPC Classifications
C; C07; C07C; C07C5/00; C07C5/02; C07C5/08; C07C5/09; C07C7/00; C07C7/148; C07C7/163; C07C7/167; C07C2521/00; C07C2521/02; C07C2521/04; C07C2523/00; C07C2523/38; C07C2523/40; C07C2523/44; C07C2523/48; C07C2523/50; C07C2527/00; C07C2527/06; C07C2527/08; C07C2527/12

Claims Analysis

Total Claims: 20
Claim 1
Independent Claim 68 words
A process for selectively hydrogenating at least one alkyne containing 2-6 carbon atoms per molecule, which is present in a feed also comprising at least one sulfur compound, with hydrogen gas to at least one corresponding alkene containing 2-6 carbon atoms per molecule comprising contacting said feed and said hydrogen gas with a catalyst which comprises palladium, at least one alkali metal fluoride and an inorganic support material.
Claim 2
Dependent Claim 68 words
A process for selectively hydrogenating at least one alkyne containing 2-6 carbon atoms per molecule, which is present in a feed also comprising at least one sulfur compound, with hydrogen gas to at least one corresponding alkene containing 2-6 carbon atoms per molecule comprising contacting said feed and said hydrogen gas with a catalyst which comprises palladium, at least one alkali metal fluoride and an inorganic support material.
Claim 3
Dependent Claim 25 words
A process in accordance with claim 1, wherein said at least one alkyne is selected from the group consisting of acetylene, propyne, butyne-1 and butyne-2.
Claim 4
Dependent Claim 23 words
A process in accordance with claim 2, wherein said at least one alkyne is acetylene and said at least one alkene is ethylene.
Claim 5
Dependent Claim 67 words
A process in accordance with claim 2, wherein said at least one sulfur compound is selected from the group consisting of hydrogen sulfide, carbonyl sulfide, mercaptans having the general formula of RSH, organic sulfides having the general formula of R-S-R, organic disulfides having the general formula of R-S-S-R and mixtures thereof, wherein each R can be an alkyl or cycloalkyl or aryl group containing 1-10 carbon atoms.
Claim 6
Dependent Claim 28 words
A process in accordance with claim 4, wherein said at least sulfur compound is present in said feed at a level of about 1-1,000 ppm by weight sulfur.
Claim 7
Dependent Claim 32 words
A process in accordance with claim 2, wherein said at least one alkali metal fluoride contained in said catalyst is potassium fluoride and said inorganic support material in said catalyst is alumina.
Claim 8
Dependent Claim 20 words
A process in accordance with claim 6, wherein said catalyst contains about 0.01-1 weight-% palladium and about 0.05-1.5 weight-% fluorine.
Claim 9
Dependent Claim 24 words
A process in accordance with claim 7, wherein the weight ratio of fluorine to palladium in said catalyst is about 3:1 to about 30:1.
Claim 10
Dependent Claim 83 words
A process in accordance with claim 6, wherein said at least one alkyne contained in said feed is acetylene, and said at least one sulfur compound contained in said feed is selected from the group consisting of hydrogen sulfide, carbonyl sulfide, mercaptans having the general formula of RSH, organic sulfides having the general formula of R-S-R, organic disulfides having the general formula of R-S-S-R and mixtures thereof, wherein each R can be an alkyl or cycloalkyl or aryl group containing 1-10 carbon atoms.
Claim 11
Dependent Claim 13 words
A process in accordance with claim 2, wherein said catalyst additionally comprises silver.
Claim 12
Dependent Claim 33 words
A process in accordance with claim 10, wherein said at least one alkali metal fluoride contained in said catalyst is potassium fluoride and said inorganic support material contained in said catalyst is alumina.
Claim 13
Dependent Claim 24 words
A process in accordance with claim 11, wherein said catalyst comprises about 0.01-1 weight-% palladium, about 0.01-10 weight-% silver and about 0.05-1.5 weight-% fluorine.
Claim 14
Dependent Claim 41 words
A process in accordance with claim 12, wherein the weight ratio of fluorine to palladium in said catalyst is about 3:1 to about 30:1 and the weight ratio of silver to palladium in said catalyst is about 2:1 to about 10:1.
Claim 15
Dependent Claim 83 words
A process in accordance with claim 11, wherein said at least one alkyne contained in said feed is acetylene, and said at least one sulfur compound contained in said feed is selected from the group consisting of hydrogen sulfide, carbonyl sulfide, mercaptans having the general formula of RSH, organic sulfides having the general formula of R-S-R, organic disulfides having the general formula of R-S-S-R and mixtures thereof, wherein each R can be an alkyl or cycloalkyl or aryl group containing 1-10 carbon atoms.
Claim 16
Dependent Claim 27 words
A process in accordance with claim 2, wherein said feed contains said at least one alkyne as an impurity in a C 2 -C 6 alkene stream.
Claim 17
Dependent Claim 24 words
A process in accordance with claim 15, wherein said feed contains said at least alkyne at a level of about 1-50,000 ppm by weight.
Claim 18
Dependent Claim 21 words
A process in accordance with claim 16, wherein said alkyne is acetylene and said C 2 -C 6 alkene is ethylene.
Claim 19
Dependent Claim 44 words
A process in accordance with claim 2, wherein said contacting is carried out at a reaction temperature of about 40°-200° C. and a molar ratio of hydrogen gas to said at least one alkyne is in the range of about 0.5:1 to about 100:1.
Claim 20
Dependent Claim 15 words
A process in accordance with claim 18, wherein said at least one alkyne is acetylene.

References Cited (Backward Citations)

US3325556A Cited
US4009126A Cited
US4644088A Cited
US4658080A Cited
US4404124A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1999-12-10 2000-06-10 2000-12-10 $2000.00 Window Closed / Lapsed
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