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US4298764A Expired / Lapsed US ⏱️ 0.0 years remaining

Preparation of alkyl glyceryl ether alcohols

Assignee: FMC Corp
•
Filing: 1980-03-21
•
Granted: 1981-11-03
•
Expires: 2000-03-21
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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)

GB420903A Cited
US2089569A Cited
US3719636A Cited
US4105580A Cited
US4217296A Cited

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

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