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US4447557A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for selective formation of C4 compounds and thiol-containing catalyst system used therein

Assignee: Chevron USA Inc
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Filing: 1982-03-01
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Granted: 1984-05-08
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Expires: 2002-03-01
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Abstract

Abstract C4 compounds including n-butanol and n-butanal are produced by reacting methanol, hydrogen, and carbon monoxide, in the presence of a cobalt catalyst selected from the group consisting of (a) a cobalt carbonyl, (b) a hydrido cobalt carbonyl and (c) a cobalt-containing material convertible to a cobalt carbonyl or a hydrido cobalt carbonyl, an iodine promotor and a thiol defined by the formula: RSH wherein R is selected from the group consisting of saturated or unsaturated, straight or branched chain alkyl radicals having from one to 24 carbon atoms, cycloalkyl radicals having from three to 40 carbon atoms, aryl radicals having from six to 20 carbon atoms, aralkyl and alkaryl radicals having from six to 40 carbon atoms and halogen substituted derivatives thereof. A high degree of selectivity towards the formation of butanol and butanal is provided by using the cobalt entity and the thiol in a molar ratio in the range of about 2:1 to about 10:1, based on elemental cobalt and sulfur. The reaction is conducted at elevated temperature and pressure conditions for a time sufficient to convert methanol to n-butanol and n-butanal.

Inventors

  • 👤 Wayne R. Pretzer
  • 👤 Thaddeus P. Kobylinski
  • 👤 John E. Bozik

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-08 18:17
CPC Classifications
C; C07; C07C; C07C29/00; C07C29/32; C07C45/00; C07C45/49; Y; Y02; Y02P; Y02P20/00; Y02P20/50; Y02P20/52

Claims Analysis

Total Claims: 10
Claim 1
Independent Claim 108 words
A catalyst system comprising a cobalt catalyst selected from the group consisting of (a) a cobalt carbonyl, (b) a hydrido cobalt carbonyl and (c) a cobalt-containing material convertible to a cobalt carbonyl or a hydrido cobalt carbonyl, an iodine promoter and a thiol defined by the folowing formula: RSH wherein R is selected from the group consisting of saturated or unsaturated, straight or branched chain alkyl radicals having from one to 24 carbon atoms, cycloalkyl radicals having from three to 40 carbon atoms, aryl radicals having from six to 20 carbon atoms, aralkyl and alkaryl radicals having from six to 40 carbon atoms and halogen substituted derivatives thereof.
Claim 2
Dependent Claim 108 words
A catalyst system comprising a cobalt catalyst selected from the group consisting of (a) a cobalt carbonyl, (b) a hydrido cobalt carbonyl and (c) a cobalt-containing material convertible to a cobalt carbonyl or a hydrido cobalt carbonyl, an iodine promoter and a thiol defined by the folowing formula: RSH wherein R is selected from the group consisting of saturated or unsaturated, straight or branched chain alkyl radicals having from one to 24 carbon atoms, cycloalkyl radicals having from three to 40 carbon atoms, aryl radicals having from six to 20 carbon atoms, aralkyl and alkaryl radicals having from six to 40 carbon atoms and halogen substituted derivatives thereof.
Claim 3
Dependent Claim 33 words
The catalyst system of claim 1 wherein the molar ratio of the cobalt catalyst and the thiol is in the range of about 2:1 to about 10:1, based upon elemental cobalt and sulfur.
Claim 4
Dependent Claim 32 words
The catalyst system of claim 2 wherein the molar ratio of said cobalt catalyst to thiol is in the range of about 3:1 to about 8:1 based upon elemental cobalt and sulfur.
Claim 5
Dependent Claim 15 words
The catalyst system of claim 2 wherein the thiol is phenyl thiophenol, pentachlorothiophenol or pentafluorothiophenol.
Claim 6
Dependent Claim 12 words
The catalyst system of claim 2 wherein the thiol is phenyl thiophenol.
Claim 7
Dependent Claim 11 words
The catalyst system of claim 2 wherein the thiol is pentachlorothiophenol.
Claim 8
Dependent Claim 11 words
The catalyst system of claim 2 wherein the thiol is pentafluorothiophenol.
Claim 9
Dependent Claim 28 words
The catalyst system of claim 2 wherein the combined cobalt, sulfur and iodine present is between about 0.01 and about 10 percent based upon the weight of methanol.
Claim 10
Dependent Claim 13 words
The catalyst system of claim 2 wherein said cobalt catalyst is cobalt acetylacetonate.

References Cited (Backward Citations)

US2623906A Cited
US3248432A 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) 1987-05-08 1987-11-07 1988-05-08 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1991-05-08 1991-11-07 1992-05-08 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1995-05-08 1995-11-07 1996-05-08 $7700.00 Window Closed / Lapsed

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