US3929912A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Alkylation of hydroxy-substituted aromatic compounds
Assignee: Universal Oil Products Co
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Filing: 1972-12-22
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Granted: 1975-12-30
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Expires: 1992-12-22
Abstract
Abstract The alkylation of hydroxy-substituted aromatic hydrocarbons is effected in the presence of a novel catalyst comprising a hydrogen fluoride-carbon dioxide complex to prepare alkylated hydroxy-substituted aromatic compounds.
Inventors
- 👤 George L Hervert
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-09 15:21
CPC Classifications
C; C07; C07C; C07C37/00; C07C37/11; C07C37/14
Claims Analysis
Total Claims: 7
Claim 1
Independent Claim
127 words
IN A PROCESS FOR THE LIQUID PHASE ALKYLATION OF A HYDROXYSUBSITUTED AROMATIC COMPOUND BY CONDENSING SAID COMPOUND WITH AN ALIIPHATIC MONO-OLEFINIC HYDROCARBON OF FROM 2 TO 20 CARBON ATOM AT A TEMPERATURE IN THE RANGE OF FROM ABOUT -20* TO ABOUT 150*C. AND A PRESSURE IN THE RANGE OF FROM ABOUT 10 TO ABOUT 2,000 POUNDS PER SQUARE INCH, SAID AROMATIC COMPOUND BEING SELECTED FROM THE GROUP CONSISTING OF PHENOL, POLY-HYDRIC PHENOLS, MONOALKYL MONO-HYDRIC PHENOLS AND POLYALKYL MONO-HYDRIC PHENOLS EACH OD SAID ALKYLS CONTAINING FROM 1 TO 3 CARBON ATOMS, THE IMPROVEMENT WHICH COMPRISES EFFECTING THE CONDENSATION OF SAID AROMATIC COMPOUND AND HYDROCARBON IN THE PRESENCE OF A HYDROGEN FLUORIDE-CARBON DIOXIDE COMPLEX CONSISTING ESSENTIALLY OF CARBON DIOXIDE AND FROM ABOUT 0.1 ABOUT 95 WEIGHT PERCENT HYDROGEN FLUORIDE.
Claim 2
Dependent Claim
127 words
IN A PROCESS FOR THE LIQUID PHASE ALKYLATION OF A HYDROXYSUBSITUTED AROMATIC COMPOUND BY CONDENSING SAID COMPOUND WITH AN ALIIPHATIC MONO-OLEFINIC HYDROCARBON OF FROM 2 TO 20 CARBON ATOM AT A TEMPERATURE IN THE RANGE OF FROM ABOUT -20* TO ABOUT 150*C. AND A PRESSURE IN THE RANGE OF FROM ABOUT 10 TO ABOUT 2,000 POUNDS PER SQUARE INCH, SAID AROMATIC COMPOUND BEING SELECTED FROM THE GROUP CONSISTING OF PHENOL, POLY-HYDRIC PHENOLS, MONOALKYL MONO-HYDRIC PHENOLS AND POLYALKYL MONO-HYDRIC PHENOLS EACH OD SAID ALKYLS CONTAINING FROM 1 TO 3 CARBON ATOMS, THE IMPROVEMENT WHICH COMPRISES EFFECTING THE CONDENSATION OF SAID AROMATIC COMPOUND AND HYDROCARBON IN THE PRESENCE OF A HYDROGEN FLUORIDE-CARBON DIOXIDE COMPLEX CONSISTING ESSENTIALLY OF CARBON DIOXIDE AND FROM ABOUT 0.1 ABOUT 95 WEIGHT PERCENT HYDROGEN FLUORIDE.
Claim 3
Dependent Claim
29 words
The process as set forth in claim 1 in which said hydroxy-substituted aromatic compound is phenol, said olefinic hydrocarbon is propylene, and the alkylated hydroxy-substituted aromatic compound is isopropylphenol.
Claim 4
Dependent Claim
29 words
The process as set forth in claim 1 in which said hydroxy-substituted aromatic compound is phenol, said olefinic hydrocarbon is isobutene, and the alkylated hydroxy-substituted aromatic compound is t-butylphenol.
Claim 5
Dependent Claim
29 words
The process as set forth in claim 1 in which said hydroxy-substituted aromatic compound is m-cresol, said olefinic hydrocarbon is isobutene, and the alkylated hydroxy-substituted aromatic compound is t-butyl-m-cresol.
Claim 6
Dependent Claim
29 words
The process as set forth in claim 1 in which said hydroxy-substituted aromatic compound is phenol, said olefinic hydrocarbon is dodecene-1, and the alkylated hydroxy-substituted aromatic compound is dodecylphenol.
Claim 7
Dependent Claim
29 words
The process as set forth in claim 1, in which said hydroxy-substituted aromatic compound is hydroquinone, said olefinic hydrocarbon is isobutene, and the alkylated hydroxy-substituted aromatic compound is t-butylhydroquinone.
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) | 1978-12-29 | 1979-06-30 | 1979-12-30 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1982-12-29 | 1983-06-30 | 1983-12-30 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1986-12-29 | 1987-06-30 | 1987-12-30 | $7700.00 | Window Closed / Lapsed |