US3909216A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Preparation of improved motor fuels containing furan antiknocks
Assignee: Sun Ventures Inc
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Filing: 1972-07-14
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Granted: 1975-09-30
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Expires: 1992-07-14
Abstract
Abstract The octane rating of gasoline alkylate may be improved by separating therefrom 2,4- and 2,5-dimethylhexanes (''''DMH'''') and subjecting said DMH to the following combination of steps: (1) oxidizing the DMH to form the corresponding hydroperoxides; (2) reacting of the hydroperoxides with propylene to yield the corresponding diols plus propylene oxide; and (3) dehydrating of the diols to produce 2,2,5,5-tetramethyltetrahydrofuran (''''TMTHF''''), which product is then added to the gasoline alkylate, thereby improving its octane rating. In addition, valuable propylene oxide is recovered as a by-product.
Inventors
- 👤 Richard S Stearns
- 👤 Robert M Thompson
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 14:26
CPC Classifications
C; C10; C10L; C10L1/00; C10L1/10; C10L1/14; C10L1/18; C10L1/185; C10L1/1852; C10L1/1855; C07; C07C; C07C407/00; C07C409/00; C07C409/02; C07C409/04; C07D; C07D307/00; C07D307/02; C07D307/04; C07D307/06; C10L1/02; C10L1/023
Claims Analysis
Total Claims: 16
Claim 1
Independent Claim
110 words
A PROCESS FOR IMPROVING THE OCTANE RATING OF A GASOLINE ALKYLATE CONTAINING AT LEAST 6 PERCENT BY WEIGHT OF A MIXTURE OF 2,4 AND 2, 5-DIMETHYLHEXANES WHICH COMPRISES THE STEPS OF: A SEPARATING AT LEAST ABOUT 4 PERCENT OF SAID DIMETHYLHEXANES FROM SAID ALKYLATE, B. OXIDIZING THE DIMETYLHEXANES WITH OXYGEN TO FROM THE CORRESPONDING 2,4- AND 2,5-DIMETHYLHEXANE DIHYDROPEROXIDES, C. REACTING SAID HYDROPEROXIDES WITH A C3-C8 MONOOLEFIN TO FORM A MIXTURE OF THE CORRESPONDING DIMETHYLHEXANE DIOLS AND OLEFIN OXIDE AND RECOVERING SAID OLEFIN OXIDE FROM SAID MIXTURE, D. DEHYDRATING SAID DIMETHYLHEXANE DIOLS TO FORM 2,2,5,5TETRAMETHYLTETRAHYDROFURAN, AND E. COMBINING SAID TETRAHYDROFURAN WITH SAID GASOLINE ALKYLATE FROM WHICH THE DIMETHYLHEXANES HAS BEEN REMOVED
Claim 2
Dependent Claim
110 words
A PROCESS FOR IMPROVING THE OCTANE RATING OF A GASOLINE ALKYLATE CONTAINING AT LEAST 6 PERCENT BY WEIGHT OF A MIXTURE OF 2,4 AND 2, 5-DIMETHYLHEXANES WHICH COMPRISES THE STEPS OF: A SEPARATING AT LEAST ABOUT 4 PERCENT OF SAID DIMETHYLHEXANES FROM SAID ALKYLATE, B. OXIDIZING THE DIMETYLHEXANES WITH OXYGEN TO FROM THE CORRESPONDING 2,4- AND 2,5-DIMETHYLHEXANE DIHYDROPEROXIDES, C. REACTING SAID HYDROPEROXIDES WITH A C3-C8 MONOOLEFIN TO FORM A MIXTURE OF THE CORRESPONDING DIMETHYLHEXANE DIOLS AND OLEFIN OXIDE AND RECOVERING SAID OLEFIN OXIDE FROM SAID MIXTURE, D. DEHYDRATING SAID DIMETHYLHEXANE DIOLS TO FORM 2,2,5,5TETRAMETHYLTETRAHYDROFURAN, AND E. COMBINING SAID TETRAHYDROFURAN WITH SAID GASOLINE ALKYLATE FROM WHICH THE DIMETHYLHEXANES HAS BEEN REMOVED
Claim 3
Dependent Claim
19 words
The process according to claim 1 wherein the monoolefin is propylene and the recovered olefin oxide is propylene oxide.
Claim 4
Dependent Claim
19 words
The process according to claim 1 wherein the mole ratio of olefin to hydroperoxide is about 3:1 to 1.5:1.
Claim 5
Dependent Claim
24 words
The process according to claim 1 wherein the reaction of the olefin with the hydroperoxide is carried out in the presence of a catalyst.
Claim 6
Dependent Claim
11 words
The process according to claim 4 wherein the catalyst is Mo(CO)6.
Claim 7
Dependent Claim
19 words
The process according to claim 1 wherein the dimethylhexane diols are dehydrated in the presence of a dehydration catalyst.
Claim 8
Dependent Claim
12 words
The process according to claim 6 wherein the catalyst is aniline hydrobromide.
Claim 9
Dependent Claim
60 words
A PROCESS FOR THE PREPARATION OF 2,2,5,5-TETRAMETHYLTETRAHYDROFURAN WHICH COMPRISES THE STEPS OF: A. OXIDIZING 2,4- AND 2,5-DIMETHYLHEXANES WITH OXYGEN TO FORM 2,4- AND 2,5-DIMETHYLHEXANEDIHYDROPEROXIDE B. REACTING SAID HYDROPEROXIDES WITH A C3-C8 MONOOLEFIN TO FORM A MITURE OF THE CORRESPONDING DIMETHYLHEXANE DIOLS AND OLEFIN OXIDE AND RECOVERING THE OLEFIN OXIDE FROM SAID MIXTURE, C. DEHYDRATING SAID DEMETHYLHEXANE DIOLS TO FORM 2,2,5,5TETRAMETHYLTETRAHYDROFURAN
Claim 10
Dependent Claim
60 words
A PROCESS FOR THE PREPARATION OF 2,2,5,5-TETRAMETHYLTETRAHYDROFURAN WHICH COMPRISES THE STEPS OF: A. OXIDIZING 2,4- AND 2,5-DIMETHYLHEXANES WITH OXYGEN TO FORM 2,4- AND 2,5-DIMETHYLHEXANEDIHYDROPEROXIDE B. REACTING SAID HYDROPEROXIDES WITH A C3-C8 MONOOLEFIN TO FORM A MITURE OF THE CORRESPONDING DIMETHYLHEXANE DIOLS AND OLEFIN OXIDE AND RECOVERING THE OLEFIN OXIDE FROM SAID MIXTURE, C. DEHYDRATING SAID DEMETHYLHEXANE DIOLS TO FORM 2,2,5,5TETRAMETHYLTETRAHYDROFURAN
Claim 11
Dependent Claim
19 words
The process according to claim 8 wherein the monoolefin is propylene and the recovered olefin oxide is propylene oxide.
Claim 12
Dependent Claim
19 words
The process according to claim 8 wherein the mole ratio of olefin to dihydroperoxide is about 3:1 to 1.5:1.
Claim 13
Dependent Claim
24 words
The process according to claim 8 wherein the reaction of the olefin with the hydroperoxide is carried out in the presence of a catalyst.
Claim 14
Dependent Claim
11 words
The process according to claim 8 wherein the catalyst is Mo(CO)6.
Claim 15
Dependent Claim
19 words
The process according to claim 8 wherein the dimethylhexane diols are dehydrated in the presence of a dehydration catalyst.
Claim 16
Dependent Claim
12 words
The process according to claim 8 wherein the catalyst is aniline hydrobromide.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1978-09-29 | 1979-03-31 | 1979-09-30 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1982-09-29 | 1983-03-31 | 1983-09-30 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1986-09-29 | 1987-03-31 | 1987-09-30 | $7700.00 | Window Closed / Lapsed |