US3853916A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Alkylation of ethers
Assignee: Universal Oil Products Co
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Filing: 1972-06-12
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Granted: 1974-12-10
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Expires: 1992-06-12
Abstract
Abstract Alkyl ethers or saturated cyclic ethers may be alkylated by treatment with an unsaturated hydrocarbon in the presence of a catalyst comprising a free-radical generating compound and a promoter comprising a hydrogen compound at a temperature at least as high as the decomposition temperature of said free-radical generating compound.
Inventors
- 👤 L Schmerling
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 20:03
CPC Classifications
C; C07; C07D; C07D309/00; C07D309/02; C07D309/04; C07C; C07C41/00; C07C41/01; C07C41/05; C07C41/06; C07D307/00; C07D307/02; C07D307/04; C07D307/06; C07D319/00; C07D319/10; C07D319/12; C07C2601/00; C07C2601/06; C07C2601/08; Y; Y02; Y02P; Y02P20/00; Y02P20/50; Y02P20/582
Claims Analysis
Total Claims: 10
Claim 1
Independent Claim
181 words
A PROCESS FOR THE ALKYLATION OF AN ALKYL OR SATURATED CYCLIC ETHER CONSISTING OF CARBON, HYDROGEN AND OXYGEN ATOMS AND HAVING AT LEAST ONE HYDROGEN ATOM ATTACHED TO A PRIMARY OF SECONDARY CARBON ATOM AND CONTAINING NO FUNCTIONAL GROUPS OTHER THAN THE ETHER LINKAGE, COMPRISING THE STEPS OF REACTING SAID ETHER WITH 1-ALKENE HAVING FROM 2 TO 20 CARBON ATOMS IN THE PRESENCE OF AN ORGANIC PEROXY COMPOUND SELECTED FROM THE GROUP CONSISTING OF PERACETIC ACID, PERSUCCINIC ACID, DIMETHYL PEROXIDE, DIETHYL PEROXIDE, DIPROPYL PEROXIDE, DI-TBUTYL PEROXIDE, BUTYRYL PEROXIDE, LAUROYL PEROXIDE, BENZOYL PEROXIDE, TETRAHYDRONAPHTHLENE PEROXIDE, UREA PEROXIDE, TBUTYL PERBENZOATE, T-BUTYL HYDROPEROXIDE, METHYLCYCLOHEXYL HYDROPEROXIDE, CYCLOHEXANONE PEROXIDE, AND CUMENE HYDROPEROXIDE AND ALSO IN THE PRESENCE OF HYDROGEN CHLORIDE IN AMOUNT F FROM ABOUT 0.5:1 TO ABOUT 4:1 WEIGHT PERCENT OF SAID ORGANIC PEROXY COMPOUND, SAID ETHER AND 1-ALKENE BEING REACTED AT A TEMPERATURE IN THE RANGE OF FROM ABOUT 50* TO ABOUT 300*C. AND AT LEAST AS HIGH AS THE DECOMPOSITION TEMPERATURE OF SAID ORGANIC PEROXY COMPOUND AND A PRESSURE OF FROM ABOUT 1 TO ABOUT 100 ATMOSPHERES, AND RECOVERING THE RESULTANT ALKYLATED ETHER.
Claim 2
Dependent Claim
181 words
A PROCESS FOR THE ALKYLATION OF AN ALKYL OR SATURATED CYCLIC ETHER CONSISTING OF CARBON, HYDROGEN AND OXYGEN ATOMS AND HAVING AT LEAST ONE HYDROGEN ATOM ATTACHED TO A PRIMARY OF SECONDARY CARBON ATOM AND CONTAINING NO FUNCTIONAL GROUPS OTHER THAN THE ETHER LINKAGE, COMPRISING THE STEPS OF REACTING SAID ETHER WITH 1-ALKENE HAVING FROM 2 TO 20 CARBON ATOMS IN THE PRESENCE OF AN ORGANIC PEROXY COMPOUND SELECTED FROM THE GROUP CONSISTING OF PERACETIC ACID, PERSUCCINIC ACID, DIMETHYL PEROXIDE, DIETHYL PEROXIDE, DIPROPYL PEROXIDE, DI-TBUTYL PEROXIDE, BUTYRYL PEROXIDE, LAUROYL PEROXIDE, BENZOYL PEROXIDE, TETRAHYDRONAPHTHLENE PEROXIDE, UREA PEROXIDE, TBUTYL PERBENZOATE, T-BUTYL HYDROPEROXIDE, METHYLCYCLOHEXYL HYDROPEROXIDE, CYCLOHEXANONE PEROXIDE, AND CUMENE HYDROPEROXIDE AND ALSO IN THE PRESENCE OF HYDROGEN CHLORIDE IN AMOUNT F FROM ABOUT 0.5:1 TO ABOUT 4:1 WEIGHT PERCENT OF SAID ORGANIC PEROXY COMPOUND, SAID ETHER AND 1-ALKENE BEING REACTED AT A TEMPERATURE IN THE RANGE OF FROM ABOUT 50* TO ABOUT 300*C. AND AT LEAST AS HIGH AS THE DECOMPOSITION TEMPERATURE OF SAID ORGANIC PEROXY COMPOUND AND A PRESSURE OF FROM ABOUT 1 TO ABOUT 100 ATMOSPHERES, AND RECOVERING THE RESULTANT ALKYLATED ETHER.
Claim 3
Dependent Claim
21 words
The process as set forth in claim 1 in which said hydrogen chloride is in the form of concentrated hydrochloric acid.
Claim 4
Dependent Claim
14 words
The process as set forth in claim 1 in which said 1-alkene is ethylene.
Claim 5
Dependent Claim
17 words
The process as set forth in claim 2 in which said organic peroxy compound is di-t-butyl peroxide.
Claim 6
Dependent Claim
26 words
The process as set forth in claim 2 in which said ether is 1, 4-dioxane, said 1 alkene is ethylene and said alkylated ether is 2-ethyl-1,4-dioxane.
Claim 7
Dependent Claim
25 words
The process as set forth in claim 2 in which said ether is tetrahydrofuran, said 1 alkene is ethylene, and said alkylated ether is 2-ethyltetrahydrofuran.
Claim 8
Dependent Claim
29 words
The process as set forth in Claim 2 in which said ether is methyl cyclohexyl ether, said 1 alkene is ethylene, and said alkylated ether is methyl 1-ethylcyclohexyl ether.
Claim 9
Dependent Claim
31 words
The process as set forth in claim 2 in which said ether is n-butyl ether, said 1 alkene is ethylene, and said alkylated ether is a mixture of butyl hexyl ethers.
Claim 10
Dependent Claim
25 words
The process as set forth in claim 2 in which said ether is pyran, said 1 alkene is propylene, and said alkylated ether is 2-n-propyltetrahydropyran.
References Cited (Backward Citations)
No citation records indexed.
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1977-12-09 | 1978-06-10 | 1978-12-10 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1981-12-09 | 1982-06-10 | 1982-12-10 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1985-12-09 | 1986-06-10 | 1986-12-10 | $7700.00 | Window Closed / Lapsed |