US3919333A
Expired / Lapsed
US
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Alkylation process
Assignee: Ethyl Corp
•
Filing: 1974-03-12
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Granted: 1975-11-11
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Expires: 1994-03-12
Abstract
Abstract Phenols are alkylated by reaction with primary or secondary alkanols containing two or more carbon atoms in the presence of alkali metal hydroxides at elevated temperatures.
Inventors
- 👤 John C Wollensak
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 15:21
CPC Classifications
C; C07; C07C; C07C37/00; C07C37/11; C07C37/16; C07C41/00; C07C41/01; C07C41/18; C07C41/30
Claims Analysis
Total Claims: 25
Claim 1
Independent Claim
96 words
A PROCESS FOR ALKYLATING THE NUCLEUS OF A PHENOL, SAID PROCESS COMPRISING REACTING A PRIMARY ALKANOL CONTAINING FROM 2 TO 30 CARBON ATOMS WITH A PHENOL HAVING AN UNSUBSTITUTED NUCLEAR POSITION ORTHO OR PARA TO THE PHENOLIC HYDROXYL GROUP, WITHOUT ADDING ALDEHYDE OR COPPER, SAID PHENOL BEING SELECTED FROM THE GROUP CONSISTING OF UNSUBSTITUTED PHENOLS AND PHENOLS SUBSTITUTED WITH HYDROCARBON, HALOGEN OR ALKOXY GROUPS IN THE PRESENCE OF AN ALKALI METAL HYDROXIDE AT A TEMPERATURE OF 200*-300*C AND OBTAINING AS THE PRODUCT SAID PHENOL HAVING A PRIMARY C2-30 ALKYL GROUP IN SAID ORTHO OR PARA POSITION.
Claim 2
Dependent Claim
96 words
A PROCESS FOR ALKYLATING THE NUCLEUS OF A PHENOL, SAID PROCESS COMPRISING REACTING A PRIMARY ALKANOL CONTAINING FROM 2 TO 30 CARBON ATOMS WITH A PHENOL HAVING AN UNSUBSTITUTED NUCLEAR POSITION ORTHO OR PARA TO THE PHENOLIC HYDROXYL GROUP, WITHOUT ADDING ALDEHYDE OR COPPER, SAID PHENOL BEING SELECTED FROM THE GROUP CONSISTING OF UNSUBSTITUTED PHENOLS AND PHENOLS SUBSTITUTED WITH HYDROCARBON, HALOGEN OR ALKOXY GROUPS IN THE PRESENCE OF AN ALKALI METAL HYDROXIDE AT A TEMPERATURE OF 200*-300*C AND OBTAINING AS THE PRODUCT SAID PHENOL HAVING A PRIMARY C2-30 ALKYL GROUP IN SAID ORTHO OR PARA POSITION.
Claim 3
Dependent Claim
31 words
A process of claim 1 wherein said phenol is a mononuclear alkyl-substituted phenol, there being from 1 to 3 of said alkyl groups, each containing from 1 to 20 carbon atoms.
Claim 4
Dependent Claim
12 words
A process of claim 2 wherein said alkyl-substituted phenol is a 2,6-di-tert-alkylphenol.
Claim 5
Dependent Claim
10 words
A process of claim 3 wherein said 2,6-di-tert-alkylphenol is 2,6-di-tert-butylphenol.
Claim 6
Dependent Claim
13 words
A process of claim 4 wherein said alkali metal hydroxide is potassium hydroxide.
Claim 7
Dependent Claim
10 words
A process of claim 5 wherein said alkanol is ethanol.
Claim 8
Dependent Claim
10 words
A process of claim 5 wherein said alkanol is n-propanol.
Claim 9
Dependent Claim
10 words
A process of claim 5 wherein said alkanol is n-butanol.
Claim 10
Dependent Claim
10 words
A process of claim 5 wherein said alkanol is n-hexanol.
Claim 11
Dependent Claim
10 words
A process of claim 5 wherein said alkanol is n-octanol.
Claim 12
Dependent Claim
10 words
A process of claim 5 wherein said alkanol is n-decanol.
Claim 13
Dependent Claim
10 words
A process of claim 5 wherein said alkanol is n-dodecanol.
Claim 14
Dependent Claim
12 words
A process of claim 2 wherein said alkyl-substituted phenol is a 4-alkylphenol.
Claim 15
Dependent Claim
10 words
A process of claim 13 wherein said 4-alkylphenol is 4-methylphenol.
Claim 16
Dependent Claim
13 words
A process of claim 14 wherein said alkali metal hydroxide is potassium hydroxide.
Claim 17
Dependent Claim
10 words
A process of claim 15 wherein said alkanol is n-octanol.
Claim 18
Dependent Claim
10 words
A process of claim 15 wherein said alkanol is n-decanol.
Claim 19
Dependent Claim
10 words
A process of claim 15 wherein said alkanol is n-dodecanol.
Claim 20
Dependent Claim
10 words
A process of claim 15 wherein said alkanol is n-tetradecanol.
Claim 21
Dependent Claim
10 words
A process of claim 15 wherein said alkanol is n-hexadecanol.
Claim 22
Dependent Claim
10 words
A process of claim 15 wherein said alkanol is n-octadecanol.
Claim 23
Dependent Claim
13 words
A process of claim 1 wherein said alkali metal hydroxide is potassium hydroxide.
Claim 24
Dependent Claim
13 words
A process of claim 1 wherein said alkali metal hydroxide is sodium hydroxide.
Claim 25
Dependent Claim
22 words
A process of claim 1 wherein said primary alkanol is a normal primary alkanol containing from 2 to about 20 carbon atoms.
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) | 1978-11-10 | 1979-05-12 | 1979-11-11 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1982-11-10 | 1983-05-12 | 1983-11-11 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1986-11-10 | 1987-05-12 | 1987-11-11 | $7700.00 | Window Closed / Lapsed |