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Aromatization of dienes in the liquid phase

Assignee: Honeywell International Inc
•
Filing: 1978-11-01
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Granted: 1980-12-16
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Expires: 1998-11-01
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Abstract

Abstract Alkyl cyclohexa-1,3-dienes are aromatized with sulfur dioxide and oxygen. Cyclohexa-1,4-dienes are aromatized with sulfur dioxide. Conjugated dienic hydrocarbons, including alkyl cyclohexa-1,3-dienes, are converted to beta-olefinic peroxides by sulfur dioxide and oxygen. The aromatization reactions are useful as part of the synthesis of selected aromatics from acyclic olefins. The beta-olefinic peroxides are useful intermediates in the production of 1,4-diols.

Inventors

  • 👤 Divakaran Masilamani
  • 👤 Milorad M. Rogic

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-09 17:03
CPC Classifications
C; C07; C07D; C07D493/00; C07D493/02; C07D493/08; C07C; C07C5/00; C07C5/42; C07C5/46; C07J; C07J71/00; C07J71/0005

Claims Analysis

Total Claims: 12
Claim 1
Independent Claim 82 words
A method of producing aromatic compounds which comprises reacting in the liquid phase sulfur dioxide with a diene selected from the group consisting of alkyl cyclo-hexa-1,3-dienes of the formula: ##STR7## where R 1 is alkyl of 1-6 carbons, R 2 is hydrogen or alkyl of 1-6 carbons and R 3 is independently at each occurrence hydrogen or alkyl of 1-6 carbons, and cyclohexa-1,4-dienes, under conditions producing the corresponding aromatic compound, including, when the diene is an alkyl cyclohexa-1,3-diene, the presence of oxygen.
Claim 2
Independent Claim 82 words
A method of producing aromatic compounds which comprises reacting in the liquid phase sulfur dioxide with a diene selected from the group consisting of alkyl cyclo-hexa-1,3-dienes of the formula: ##STR7## where R 1 is alkyl of 1-6 carbons, R 2 is hydrogen or alkyl of 1-6 carbons and R 3 is independently at each occurrence hydrogen or alkyl of 1-6 carbons, and cyclohexa-1,4-dienes, under conditions producing the corresponding aromatic compound, including, when the diene is an alkyl cyclohexa-1,3-diene, the presence of oxygen.
Claim 3
Dependent Claim 28 words
The method of claim 1 wherein the diene is a cyclohexa-1,4-diene of the formula: ##STR8## where R is independently at each occurrence hydrogen or alkyl of 1-6 carbons.
Claim 4
Dependent Claim 14 words
The method of claim 2 wherein R is hydrogen in at least five occurrences.
Claim 5
Dependent Claim 23 words
The method of claim 3 wherein R is hydrogen in five occurrences and hydrogen, methyl, ethyl, isopropyl or butyl in the sixth occurrent.
Claim 6
Dependent Claim 13 words
The method of claim 4 wherein R is hydrogen in all six occurrences.
Claim 7
Dependent Claim 13 words
The method of claim 4 wherein R is ethyl in the sixth occurrence.
Claim 8
Dependent Claim 25 words
The method of claim 1 wherein the diene is an alkyl cyclohexa-1,3-diene and the reaction conditions include a temperature of greater than about -50° C.
Claim 9
Dependent Claim 14 words
The method of claim 7 wherein the temperature is at least about -20° C.
Claim 10
Dependent Claim 13 words
The method of claim 7 wherein R 3 is hydrogen in all occurrences.
Claim 11
Dependent Claim 19 words
The method of claim 9 wherein R 1 and R 2 are each independently methyl, ethyl, isopropyl or butyl.
Claim 12
Dependent Claim 19 words
The method of claim 9 wherein R 1 is methyl, ethyl, isopropyl or butyl and R 2 is hydrogen.

References Cited (Backward Citations)

US2126817A Cited
US2720550A Cited
US3585249A Cited
US3585250A Cited
US3590090A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1983-12-16 1984-06-16 1984-12-16 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1987-12-16 1988-06-16 1988-12-16 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1991-12-16 1992-06-16 1992-12-16 $7700.00 Window Closed / Lapsed

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