US3719636A
Expired / Lapsed
US
⏱️ 0.0 years remaining
Method for the preparation of biodegradable glycidol surfactants
Assignee: Olin Corp
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Filing: 1970-04-09
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Granted: 1973-03-06
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Expires: 1990-04-09
Abstract
Abstract This invention relates to a novel method of preparing biodegradable glycidol surfactants by reacting selected aliphatic alcohols with glycidol in the presence of a polar, non-reactive, miscible solvent and to the surfactants produced by such method.
Inventors
- 👤 J Wojtowicz
- 👤 M Lapkin
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-24 07:07
CPC Classifications
C; C11; C11D; C11D1/00; C11D1/66; C11D1/72; Y; Y10; Y10S; Y10S516/00; Y10S516/01; Y10S516/02; Y10S516/905; Y10S516/917
Claims Analysis
Total Claims: 6
Claim 1
Independent Claim
214 words
The method for preparing surfactants comprising reacting: a. an aliphatic alcohol having the formula: wherein R is a linear aliphatic hydrocarbon containing 6 to 24 carbons and y is a hydrogen or hydroxyl group with b. glycidol in the presence of a polar, non-reactive and miscible solvent selected from the group consisting of a. dialkyl ketones having 4 to 8 carbon atoms, b. dialkyl ethers and dialkyl ethers of alkylene glycols having 3 to 12 carbon atoms, c. amides having the formula: wherein R1, R2 and R3 represent independently selected alkyl groups having a combined total of 2 to 12 carbon atoms or are hydrogen atoms, d. dioxolanes o of the formula: wherein the R groups represent independently selected alkyl groups having a combined total of 3 to 8 carbon atoms or are hydrogen atoms, e. formals of the formula: R1 - OCH2O - R2 wherein the R groups are independently selected alkyl groups having a combined total of 2 to 8 carbon atoms and f. dioxane and a basic catalyst selected from the group consisting of alkali metal hydroxides, alkali metals and alkali metal alkoxides at a temperature of from 125 to 175*C., said glycidol and alcohol being present in a ratio of 4:1 to 14:1 moles of glycidol per mole of alcohol.
Claim 2
Independent Claim
214 words
The method for preparing surfactants comprising reacting: a. an aliphatic alcohol having the formula: wherein R is a linear aliphatic hydrocarbon containing 6 to 24 carbons and y is a hydrogen or hydroxyl group with b. glycidol in the presence of a polar, non-reactive and miscible solvent selected from the group consisting of a. dialkyl ketones having 4 to 8 carbon atoms, b. dialkyl ethers and dialkyl ethers of alkylene glycols having 3 to 12 carbon atoms, c. amides having the formula: wherein R1, R2 and R3 represent independently selected alkyl groups having a combined total of 2 to 12 carbon atoms or are hydrogen atoms, d. dioxolanes o of the formula: wherein the R groups represent independently selected alkyl groups having a combined total of 3 to 8 carbon atoms or are hydrogen atoms, e. formals of the formula: R1 - OCH2O - R2 wherein the R groups are independently selected alkyl groups having a combined total of 2 to 8 carbon atoms and f. dioxane and a basic catalyst selected from the group consisting of alkali metal hydroxides, alkali metals and alkali metal alkoxides at a temperature of from 125 to 175*C., said glycidol and alcohol being present in a ratio of 4:1 to 14:1 moles of glycidol per mole of alcohol.
Claim 3
Dependent Claim
18 words
The method of claim 1 wherein the solvent is a dialkyl ketone having 4 to 8 carbon atoms.
Claim 4
Dependent Claim
12 words
The method of claim 2 wherein the solvent is methyl ethyl ketone.
Claim 5
Dependent Claim
10 words
The method of claim 1 wherein the solvent is dioxane.
Claim 6
Dependent Claim
14 words
The method of claim 1 wherein a mixture of said aliphatic alcohols is used.
References Cited (Backward Citations)
No citation records indexed.
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1976-03-05 | 1976-09-04 | 1977-03-06 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1980-03-05 | 1980-09-04 | 1981-03-06 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1984-03-05 | 1984-09-04 | 1985-03-06 | $7700.00 | Window Closed / Lapsed |