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US4889925A
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Process for the purification of alkyl glycosides, products obtainable by this process and their use
Assignee: Henkel AG and Co KGaA
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Filing: 1987-02-04
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Granted: 1989-12-26
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Expires: 2007-02-04
Abstract
Abstract Mixtures of alkyl glycosides and fatty alcohols are readily separated by distillation without thermal degradation of glycoside. In the presence of one or more viscosity-reducing agents which are heat-stable and color-stable at temperatures of up to 160° C., which are miscible with the alkyl glycosides, which have a boiling point at 760 mbar at least 50° C. above the boiling point of the fatty alcohol present in the mixture, and reduce the viscosity of the mixture to at most 10,000 mPas at the distillation temperature. The fatty alcohols are quantitatively separated off from this mixture by distillation in customary distillation apparatus at a temperature at least 20° C. below the thermal decomposition point of the alky glycosides and under pressures of from 1 to 10 -3 bar. The process is particularly applicable to the purification of reaction mixtures obtained from the preparation of alkyl glycosides from fatty alcohols and saccharides to provide a product comprising alkyl glycoside and viscosity-reducing agent directly useable is cosmetics and fabric detergents, dishwashing detergents and cleaning preparations.
Inventors
- 👤 Karl H. Schmid
- 👤 Manfred Biermann
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-04 09:59
CPC Classifications
C; C07; C07H; C07H15/00; C07H15/02; C07H15/04
Claims Analysis
Total Claims: 25
Claim 1
Independent Claim
225 words
A method for purifying an alkyl glycoside/fatty alcohol mixture by distillation compromising: (a) adding to the mixture at least one polar organic viscosity-reducing agent, miscible with the alkyl glycoside, which is color-stable and heat-stable at the distillation temperature and which has a boiling point at least about 50° C. above the boiling point of the fatty alcohol component at 760 mbar, in an amount sufficient to reduce the viscosity of the mixture to a viscosity of no more than 20,000 mPas under distillation conditions, selected from a group consisting of (1) fatty alcohol ethoxylates containing from 12 to 18 carbon atoms in the fatty alcohol moiety and from 3 to 10 mols of ethylene oxide per mol of fatty alcohol, and (2) 1,2-alkane diols containing from 12 to 18 carbon atoms; and (b) quantitatively distilling off fatty alcohol from the alkyl glycoside/fatty alcohol mixture at a temperature of up to about 160° C. and at least about 20° C. below the thermal decomposition point of the alkyl glycoside component, and under a pressure of from about 1 to 10- 3 to substantially eliminate fatty alcohol from the mixture and provide a mixture, with reduced fatty alcohol content, comprising alkyl glycoside and from 10 to 50% by weight of the mixture, with reduced fatty alcohol content, of the at least one polar organic viscosity reducing agent.
Claim 2
Independent Claim
225 words
A method for purifying an alkyl glycoside/fatty alcohol mixture by distillation compromising: (a) adding to the mixture at least one polar organic viscosity-reducing agent, miscible with the alkyl glycoside, which is color-stable and heat-stable at the distillation temperature and which has a boiling point at least about 50° C. above the boiling point of the fatty alcohol component at 760 mbar, in an amount sufficient to reduce the viscosity of the mixture to a viscosity of no more than 20,000 mPas under distillation conditions, selected from a group consisting of (1) fatty alcohol ethoxylates containing from 12 to 18 carbon atoms in the fatty alcohol moiety and from 3 to 10 mols of ethylene oxide per mol of fatty alcohol, and (2) 1,2-alkane diols containing from 12 to 18 carbon atoms; and (b) quantitatively distilling off fatty alcohol from the alkyl glycoside/fatty alcohol mixture at a temperature of up to about 160° C. and at least about 20° C. below the thermal decomposition point of the alkyl glycoside component, and under a pressure of from about 1 to 10- 3 to substantially eliminate fatty alcohol from the mixture and provide a mixture, with reduced fatty alcohol content, comprising alkyl glycoside and from 10 to 50% by weight of the mixture, with reduced fatty alcohol content, of the at least one polar organic viscosity reducing agent.
Claim 3
Dependent Claim
29 words
The process of claim 1, wherein the mixture is a reaction mixture containing products of the reaction of a fatty alcohol and a saccharide to form an alkyl glycoside.
Claim 4
Dependent Claim
24 words
The process of claim 2, wherein the viscosity-reducing agent is added in an amount from about 10 to 50% by weight of the mixture.
Claim 5
Dependent Claim
21 words
The process of claim 2, wherein the viscosity-reducing agent depresses the melting point of the mixture to below about 100° C.
Claim 6
Dependent Claim
23 words
The process of claim 2, wherein the viscosity-reducing agent further functions to potentiate the properties of the alkyl glycoside component of the mixture.
Claim 7
Dependent Claim
21 words
The process of claim 2, wherein the viscosity-reducing agent functions as a detergent, wetting agent, emulsifier, foam inhibitor or detergency booster.
Claim 8
Dependent Claim
26 words
The process of claim 1, wherein from about 10 to 50% by weight of the fatty alcohol ethoxylate or 1,2-alkane diol is added to the mixture.
Claim 9
Dependent Claim
38 words
The process of claim 1, wherein an adduct comprising a fatty alcohol ethoxylate containing from 12 to 14 carbon atoms in the alkyl moiety of the alcohol and 5 moles ethylene oxide per mole fatty alcohol is added.
Claim 10
Dependent Claim
24 words
The process of claim 1, wherein a 1,2-alkane diol or a mixture of 1,2-alkane diols containing from 12 to 14 carbon atoms is used.
Claim 11
Dependent Claim
194 words
A composition comprising: (a) an alkyl glycoside in a quantity of from about 90 to 50% by weight of the composition; and (b) at least one viscosity-reducing polar organic agent in an amount of from about 10 to 50% by weight of the composition which is heat-stable and color-stable at a temperature of up to about 160° C., which is miscible with the alkyl glycoside, which has a boiling point at 760 mbar of at least 50° C. above the boiling point of the fatty alcohol component of the alkyl glycoside, and which functions in said amount to decrease the viscosity of a mixture consisting essentially of said alkyl glycoside and said fatty alcohol in a weight ratio of from about 1:10 to 2:1 to at most about 10,000 mPas at a temperature of from about 120° C. up to about 160° C., wherein the viscosity-reducing agent is selected from the group consisting of (1) fatty alcohol ethoxylates containing from 12 to 18 carbon atoms in the fatty alcohol moiety and from 3 to 10 moles ethylene oxide per mole of fatty alcohol, and (2) 1,2-alkane diols containing from 12 to 18 carbon atoms.
Claim 12
Dependent Claim
194 words
A composition comprising: (a) an alkyl glycoside in a quantity of from about 90 to 50% by weight of the composition; and (b) at least one viscosity-reducing polar organic agent in an amount of from about 10 to 50% by weight of the composition which is heat-stable and color-stable at a temperature of up to about 160° C., which is miscible with the alkyl glycoside, which has a boiling point at 760 mbar of at least 50° C. above the boiling point of the fatty alcohol component of the alkyl glycoside, and which functions in said amount to decrease the viscosity of a mixture consisting essentially of said alkyl glycoside and said fatty alcohol in a weight ratio of from about 1:10 to 2:1 to at most about 10,000 mPas at a temperature of from about 120° C. up to about 160° C., wherein the viscosity-reducing agent is selected from the group consisting of (1) fatty alcohol ethoxylates containing from 12 to 18 carbon atoms in the fatty alcohol moiety and from 3 to 10 moles ethylene oxide per mole of fatty alcohol, and (2) 1,2-alkane diols containing from 12 to 18 carbon atoms.
Claim 13
Dependent Claim
25 words
The composition of claim 10, wherein the viscosity-reducing agent is present in an amount of from about 20 to 50% by weight of the composition.
Claim 14
Dependent Claim
21 words
The composition of claim 11, wherein the viscosity-reducing agent functions as a detergent, wetting agent, emulsifier, foam inhibitor or detergency booster.
Claim 15
Dependent Claim
32 words
The composition of claim 11, wherein the fatty alcohol ethoxylate or 1,2-alkane diol is present in a ratio by weight of the alkylglycoside to viscosity-reducing agent of from about 80:20 to 50:50.
Claim 16
Dependent Claim
71 words
The composition of claim 11, wherein (a) the alkyl glycoside is present in a quantity of from about 75 to 40% by weight of the composition; (b) the fatty alcohol ethoxylate or 1,2-alkane diol is present in an amount of from about 5 to 40% by weight of the composition; and wherein the composition further includes water in an amount of from about 20 to 30% by weight of the composition.
Claim 17
Dependent Claim
27 words
In a cosmetic, cleaning, or detergent composition including an alkyl glycoside, the improvement comprising substituting the viscosity-reduced alkyl glycoside composition of claim 10 for the alkyl glycoside.
Claim 18
Dependent Claim
27 words
In a cosmetic, cleaning, or detergent composition including an alkyl glycoside, the improvement comprising substituting the viscosity-reduced alkyl glycoside composition of claim 11 for the alkyl glycoside.
Claim 19
Dependent Claim
13 words
The purified reaction mixture obtained according to the purification process of claim 3.
Claim 20
Dependent Claim
14 words
A detergent, cleaning, or cosmetic composition containing the purified reaction mixture of claim 17.
Claim 21
Dependent Claim
22 words
The purified reaction mixture of claim 17, wherein the mixture contains from about 20 to 50% by weight of the viscosity-reducing agent.
Claim 22
Dependent Claim
24 words
The purified reaction mixture of claim 19, further including water in an amount of from about 20 to 30% by weight of the mixture.
Claim 23
Dependent Claim
28 words
The purified reaction mixture of claim 17, wherein a C 12 -C 14 -1,2-alkane diol or an ethoxylate of a C 12 -C 14 -fatty alcohol is added.
Claim 24
Dependent Claim
28 words
The purified reaction mixture of claim 21, wherein an ethoxylate of a C 12 -C 14 -fatty alcohol with 5 moles ethylene oxide per mole alcohol is added.
Claim 25
Dependent Claim
19 words
The purified reaction mixture of claim 17, wherein from about 20 to 50% of the viscosity-reducing agent is added.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1992-12-25 | 1993-06-26 | 1993-12-26 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1996-12-25 | 1997-06-26 | 1997-12-26 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2000-12-25 | 2001-06-26 | 2001-12-26 | $7700.00 | Window Closed / Lapsed |