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US4021454A Expired / Lapsed US ⏱️ 0.0 years remaining

Olefin epoxidation

Assignee: Shell USA Inc
•
Filing: 1976-04-26
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Granted: 1977-05-03
•
Expires: 1996-04-26
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Abstract

Abstract Substituted olefins are epoxidized by contacting a hydrocarbon hydroperoxide and a substituted olefin in the presence of a catalyst of an inorganic oxygen compound of silicon in chemical combination with an oxide or hydroxide of titanium.

Inventors

  • 👤 Harald P. Wulff
  • 👤 Freddy Wattimena

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-04 01:48
CPC Classifications
C; C07; C07D; C07D301/00; C07D301/02; C07D301/03; C07D301/19; B; B01; B01J; B01J21/00; B01J21/06; B01J21/063; C07D303/00; C07D303/02

Claims Analysis

Total Claims: 10
Claim 1
Independent Claim 104 words
A process of epoxidizing allyl chloride by reacting in liquid phase in inert solvent at a temperature of about 25° C. to 200° C., the allyl chloride with a hydrocarbon hydroperoxide selected from tertiary alkyl hydroperoxide of from 4 to 20 carbon atoms and aralkyl hydroperoxide of from 7 to 20 carbon atoms wherein the hydroperoxy group is on a carbon atom attached directly to an aromatic ring in the presence of a heterogeneous, essentially insoluble catalyst composition comprising an inorganic siliceous solid in chemical combination with at least 0.1% by weight, based on total catalyst composition, of an oxide or hydroxide of titanium.
Claim 2
Dependent Claim 104 words
A process of epoxidizing allyl chloride by reacting in liquid phase in inert solvent at a temperature of about 25° C. to 200° C., the allyl chloride with a hydrocarbon hydroperoxide selected from tertiary alkyl hydroperoxide of from 4 to 20 carbon atoms and aralkyl hydroperoxide of from 7 to 20 carbon atoms wherein the hydroperoxy group is on a carbon atom attached directly to an aromatic ring in the presence of a heterogeneous, essentially insoluble catalyst composition comprising an inorganic siliceous solid in chemical combination with at least 0.1% by weight, based on total catalyst composition, of an oxide or hydroxide of titanium.
Claim 3
Dependent Claim 18 words
The process of claim 1 wherein the inorganic siliceous solid contains at least 90% by weight of silica.
Claim 4
Dependent Claim 28 words
The process of claim 2 wherein the inorganic siliceous solid is silica gel and the molar ratio of allyl chloride to hydroperoxide is from about 20:1 to 1:1.
Claim 5
Dependent Claim 11 words
The process of claim 3 wherein the hydroperoxide is ethylbenzene hydroperoxide.
Claim 6
Dependent Claim 12 words
The process of claim 3 wherein the hydroperoxide is tertiary butyl hydroperoxide.
Claim 7
Dependent Claim 30 words
The process of claim 1 wherein the catalyst composition contains from about 0.2 to about 50% by weight of the oxide or hydroxide of titanium, based on total catalyst composition.
Claim 8
Dependent Claim 30 words
The process of claim 6 wherein the catalyst composition contains from about 0.2 to about 10% by weight of the oxide or hydroxide of titanium, based on total catalyst composition.
Claim 9
Dependent Claim 31 words
The process of claim 6 wherein the catalyst composition additionally contains up to about 5% by weight, based on the total catalyst composition, of an alkali metal or alkaline earth metal.
Claim 10
Dependent Claim 29 words
The process of claim 8 wherein the alkali metal or alkaline earth metal is present in an amount of up to 2% by weight of the total catalyst composition.

References Cited (Backward Citations)

US3505360A Cited
US3351635A Cited
FR1524851A Cited
US3391214A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1980-05-02 1980-11-01 1981-05-03 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1984-05-02 1984-11-01 1985-05-03 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1988-05-02 1988-11-01 1989-05-03 $7700.00 Window Closed / Lapsed

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