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US3873625A Expired / Lapsed US ⏱️ 0.0 years remaining

Preparation of hydroperoxides by autoxidation

Assignee: Texas Petrochemicals Corp
•
Filing: 1971-04-28
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Granted: 1975-03-25
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Expires: 1991-04-28
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Abstract

Abstract In autoxidation of tertiary, aryl or cycloalkanes the selectivity for organic hydroperoxides can be substantially increased by carrying out the reaction in the presence of metalfree phthalocyanine or chlorophyll. For example, an autoxidation of isopentane with 0.05 wt. % phthalocyanine at 9.1 mole % conversion gave selectivities of t-amyl hydroperoxides - 83.6 mole % acetone - 12.3 mole % and t-amyl alcohol - 1.7 mole %. The same reaction without the phthalocyanine at 10.0 mole % conversion gave selectivities of t-amyl hydroperoxide - 56.8 mole % acetone - 31.2 mole % and t-amyl alcohol - 4.8 mole %.

Inventors

  • 👤 Bruno J Barone

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-02 03:40
CPC Classifications
C; C07; C07C; C07C409/00; C07C409/02; C07C409/14; C07C407/00; C07C409/04; C07C409/08; C07C409/10; C07C2601/00; C07C2601/06; C07C2601/08; C07C2601/12; C07C2601/14; C07C2601/18

Claims Analysis

Total Claims: 6
Claim 1
Independent Claim 81 words
A PROCESS FOR PREPARING ORGANIC HYDROPEROXIDES COMPRISING CONTACTING A TERTIARY ALKANE, ARALKANE OR CYCLOALKANE SELECTED FROM THE GROUP CONSISTING OF ISOBUTANE, ISOPENTANE ISOHEXANE, ISOHEPTANE, ISOOCTANE, ETHYL BENZENE, CUMENE, CYCLOPENTANE, CYCLOHEXANE AND CYCLOHEPTANE WITH MOLECULAR OXYGEN IN LIQUID PHASE AT A TEMPERATURE OF 145*-170*C. IN THE PRESENCE OF FROM ABOUT 0.025 TO 1.0 WEIGHT PERCENT BASED ON THE TERTIARY ALKANE, ARALKANE OR CYCLOALKANE FEED OF SOLID METAL-FREE PHTHALOCYANINE AS A FINE POWDER BELOW ABOUT 20 MICRON SIZE DISPERSED IN THE REACTION MIXTURE.
Claim 2
Dependent Claim 81 words
A PROCESS FOR PREPARING ORGANIC HYDROPEROXIDES COMPRISING CONTACTING A TERTIARY ALKANE, ARALKANE OR CYCLOALKANE SELECTED FROM THE GROUP CONSISTING OF ISOBUTANE, ISOPENTANE ISOHEXANE, ISOHEPTANE, ISOOCTANE, ETHYL BENZENE, CUMENE, CYCLOPENTANE, CYCLOHEXANE AND CYCLOHEPTANE WITH MOLECULAR OXYGEN IN LIQUID PHASE AT A TEMPERATURE OF 145*-170*C. IN THE PRESENCE OF FROM ABOUT 0.025 TO 1.0 WEIGHT PERCENT BASED ON THE TERTIARY ALKANE, ARALKANE OR CYCLOALKANE FEED OF SOLID METAL-FREE PHTHALOCYANINE AS A FINE POWDER BELOW ABOUT 20 MICRON SIZE DISPERSED IN THE REACTION MIXTURE.
Claim 3
Dependent Claim 12 words
The process according to claim 1 wherein the temperature is between 150*-160*C.
Claim 4
Dependent Claim 16 words
The process according to claim 1 wherein the pressure is sufficient to maintain the liquid phase.
Claim 5
Dependent Claim 15 words
The process according to claim 3 wherein the pressure is atmospheric to about 1,000 psi.
Claim 6
Dependent Claim 19 words
The process according to claim 1 wherein the tertiary alkane is isopentane and the hydroperoxide is tertiary amyl hydroperoxide.

References Cited (Backward Citations)

US2376257A Cited
US2954405A Cited
US2792426A Cited
US3634328A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1978-03-24 1978-09-23 1979-03-25 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1982-03-24 1982-09-23 1983-03-25 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1986-03-24 1986-09-23 1987-03-25 $7700.00 Window Closed / Lapsed

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