US4294991A
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Process for monoalkylation of dihydric phenols
Assignee: Eastman Chemical Co
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Filing: 1979-09-24
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Granted: 1981-10-13
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Expires: 1999-09-24
Abstract
Abstract A process for the preparation of a monoalkyl ether having the formula ##STR1## wherein R is an alkyl radical having 1 to 18 carbon atoms or C 2 H 5 --O--CH 2 CH 2 -- and R 1 is hydrogen or an alkyl radical having 1 to 4 carbon atoms, which comprises reacting a compound having the formula R--OH with a mixture of a compound having the formula ##STR2## and a compound having the formula ##STR3## in the presence of an acid dehydration catalyst, wherein the weight ratio of II:III is from 5:1 to 20:1.
Inventors
- 👤 Michael Bellas
- 👤 Robert Cahill
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 03:53
CPC Classifications
C; C07; C07C; C07C43/00; C07C43/02; C07C43/20; C07C43/23
Claims Analysis
Total Claims: 17
Claim 1
Independent Claim
95 words
A process for the preparation of a monoalkyl ether having the formula ##STR7## wherein R is an alkyl radical having 1 to 18 carbon atoms or C 2 H 5 --O--CH 2 CH 2 -- and R 1 is hydrogen or an alkyl radical having 1 to 4 carbon atoms, which comprises reacting a compound having the formula R-OH with a mixture of a compound having the formula ##STR8## and a compound having the formula ##STR9## in the presence of an acid dehydration catalyst, wherein the weight ratio of II:III is from 5:1 to 20:1.
Claim 2
Dependent Claim
95 words
A process for the preparation of a monoalkyl ether having the formula ##STR7## wherein R is an alkyl radical having 1 to 18 carbon atoms or C 2 H 5 --O--CH 2 CH 2 -- and R 1 is hydrogen or an alkyl radical having 1 to 4 carbon atoms, which comprises reacting a compound having the formula R-OH with a mixture of a compound having the formula ##STR8## and a compound having the formula ##STR9## in the presence of an acid dehydration catalyst, wherein the weight ratio of II:III is from 5:1 to 20:1.
Claim 3
Dependent Claim
18 words
Process of claim 1 wherein the weight ratio of compound II to III is from 10:1 to 20:1.
Claim 4
Dependent Claim
21 words
Process of claim 2 wherein the acid dehydration catalyst is selected from sulfuric acid, sulfonated styrene resin acids and p-toluenesulfonic acid.
Claim 5
Dependent Claim
24 words
Process of claim 1 wherein R is methyl, ethyl, isopropyl, isobutyl, n-butyl, sec-butyl, or 2-ethoxyethyl; and R 1 is hydrogen, methyl, ethyl, or t-butyl.
Claim 6
Dependent Claim
24 words
Process of claim 2 wherein R is methyl, ethyl, isopropyl, isobutyl, n-butyl, sec-butyl, or 2-ethoxyethyl; and R 1 is hydrogen, methyl, ethyl or t-butyl.
Claim 7
Dependent Claim
24 words
Process of claim 3 wherein R is methyl, ethyl, isopropyl, isobutyl, n-butyl, sec-butyl, or 2-ethoxyethyl; and R 1 is hydrogen, methyl, ethyl or t-butyl.
Claim 8
Dependent Claim
19 words
Process of claim 1 wherein compound II is hydroquinone and compound III is benzoquinone, and the alcohol is methanol.
Claim 9
Dependent Claim
19 words
Process of claim 2 wherein compound II is hydroquinone and compound III is benzoquinone, and the alcohol is methanol.
Claim 10
Dependent Claim
19 words
Process of claim 3 wherein compound II is hydroquinone and compound III is benzoquinone, and the alcohol is methanol.
Claim 11
Dependent Claim
13 words
Process of claim 4 wherein R 1 is t-butyl and R is methyl.
Claim 12
Dependent Claim
14 words
Process of claim 1 wherein the acid catalyst is a sulfonated styrene resin acid.
Claim 13
Dependent Claim
18 words
Process of claim 11 wherein the weight ratio of compounds II to III is from 10:1 to 20:1.
Claim 14
Dependent Claim
24 words
Process of claim 12 wherein R is methyl, ethyl, isopropyl, isobutyl, n-butyl, sec-butyl or 2-ethoxyethyl; and R 1 is hydrogen, methyl, ethyl or t-butyl.
Claim 15
Dependent Claim
18 words
Process of claim 13 wherein compound II is hydroquinone, compound III is benzoquinone and the alcohol is methanol.
Claim 16
Dependent Claim
22 words
Process of claim 3 wherein the process is carried out at a temperature in the range of room temperature to reflux temperature.
Claim 17
Dependent Claim
22 words
Process of claim 9 wherein the process is carried out at a temperature in the range of room temperature to reflux temperature.
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) | 1984-10-12 | 1985-04-13 | 1985-10-13 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-10-12 | 1989-04-13 | 1989-10-13 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-10-12 | 1993-04-13 | 1993-10-13 | $7700.00 | Window Closed / Lapsed |