US4298764A
Expired / Lapsed
US
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Preparation of alkyl glyceryl ether alcohols
Assignee: FMC Corp
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Filing: 1980-03-21
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Granted: 1981-11-03
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Expires: 2000-03-21
Abstract
Abstract This invention relates to a process for preparing nonionic glycidol-derived surfactants. Specifically C 10 -C 20 n-alkyl glyceryl ether alcohols containing from 1 to about 10 glyceryl units, are prepared by reacting crude glycidol and a C 10 -C 20 n-alkyl alcohol in the presence of a non-polar, non-reactive miscible solvent.
Inventors
- 👤 Sidney Berkowitz
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-04 10:47
CPC Classifications
C; C07; C07C; C07C41/00; C07C41/01; C07C41/02; C07C41/03
Claims Analysis
Total Claims: 14
Claim 1
Independent Claim
161 words
A process for preparing n-alkyl glyceryl ether alcohols of the general formula: ##STR5## wherein R is a C 10 -C 20 n-alkyl radical and m is a number from 1 to about 10, which comprises the steps of bringing together and reacting a C 10 -C 20 n-alkyl primary alcohol and crude glycidol which is predissolved in a non-polar, non-reactive and miscible solvent selected from the group consisting of benzene, toluene, ortho-xylene, meta-xylene, para-xylene and mesitylene, in the presence of a basic catalyst in a reaction zone, said alcohol and glycidol being brought together and reacted in a molecular ratio within the range of from about 1:0.9 to about 1:10; maintaining the resulting reaction mass in an agitated condition; maintaining the temperature of the reaction mass within the range of from about 125° to about 180° C. during the reaction period; separating said non-polar solvent from the reaction mass; and recovering a C 10 -C 20 n-alkyl glyceryl ether alcohol product.
Claim 2
Dependent Claim
161 words
A process for preparing n-alkyl glyceryl ether alcohols of the general formula: ##STR5## wherein R is a C 10 -C 20 n-alkyl radical and m is a number from 1 to about 10, which comprises the steps of bringing together and reacting a C 10 -C 20 n-alkyl primary alcohol and crude glycidol which is predissolved in a non-polar, non-reactive and miscible solvent selected from the group consisting of benzene, toluene, ortho-xylene, meta-xylene, para-xylene and mesitylene, in the presence of a basic catalyst in a reaction zone, said alcohol and glycidol being brought together and reacted in a molecular ratio within the range of from about 1:0.9 to about 1:10; maintaining the resulting reaction mass in an agitated condition; maintaining the temperature of the reaction mass within the range of from about 125° to about 180° C. during the reaction period; separating said non-polar solvent from the reaction mass; and recovering a C 10 -C 20 n-alkyl glyceryl ether alcohol product.
Claim 3
Dependent Claim
14 words
The process of claim 1 wherein the non-polar non-reactive and miscible solvent is toluene.
Claim 4
Dependent Claim
18 words
The process of claim 1 wherein the n-alkyl alcohol reactant is a C 12 -C 16 n-alkyl alcohol.
Claim 5
Dependent Claim
13 words
The process of claim 1 wherein the n-alkyl alcohol reactant is lauryl alcohol.
Claim 6
Dependent Claim
13 words
The process of claim 1 wherein the n-alkyl alcohol reactant is myristyl alcohol.
Claim 7
Dependent Claim
25 words
The process of claim 1 wherein the temperature of the reaction mass is maintained within the range of from about 150° to about 170° C.
Claim 8
Dependent Claim
21 words
The process of claim 1 wherein the reaction of the n-alkyl alcohol and glycidol is carried out in an inert atmosphere.
Claim 9
Dependent Claim
20 words
The process of claim 1 wherein the solution of glycidol in the non-polar solvent, is a 10-20 weight percent solution.
Claim 10
Dependent Claim
12 words
The process of claim 1 wherein the basic catalyst is potassium hydroxide.
Claim 11
Dependent Claim
16 words
The process of claim 1 wherein the crude glycidol contains at least 1% by weight glycerine.
Claim 12
Dependent Claim
17 words
The process of claim 1 wherein the crude glycidol contains from 1 to 25% by weight glycerine.
Claim 13
Dependent Claim
17 words
The process of claim 1 wherein the crude glycidol contains from 5 to 20% by weight glycerine.
Claim 14
Dependent Claim
16 words
The process of claim 1, 10, 11 or 12 wherein the crude glycidol also contains water.
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) | 1984-11-02 | 1985-05-04 | 1985-11-03 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1988-11-02 | 1989-05-04 | 1989-11-03 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1992-11-02 | 1993-05-04 | 1993-11-03 | $7700.00 | Window Closed / Lapsed |