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US4898934A
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Process for manufacturing light-colored alkyloligogycosides and alkylglycosides
Assignee: Huels AG
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Filing: 1988-09-06
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Granted: 1990-02-06
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Expires: 2008-09-06
Abstract
Abstract A process for manufacturing alkyloligoglycosides. Alkyloligoglycosides nand alkylglycosides having alkyl groups with 8 to 24 carbon atoms, which are of interest in home economics and in the cosmetics industry, can be manufactured by glycosidation and transglycosidation. Light-colored alkyloligoglycosides and alkylglycosides are manufactured from saccharides and alcohols by glycosidation and transglycosidation with the addition of salts of inorganic acids, or polybasic saturated carboxylic acids, and by bleaching of the final products with peroxides.
Inventors
- 👤 Harald Lueders
- 👤 Peter Hofmann
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 08:27
CPC Classifications
C; C07; C07H; C07H15/00; C07H15/02; C07H15/04
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
156 words
A process for manufacturing light-colored alkyloligoglycosides and alkylglycosides having C 8-24 alkyl groups from saccharides and alcohols, comprising the steps of: (i) reacting at least one saccharide with a C 1-6 alcohol to prepare a C 1-6 alkylglycoside or alkyloligoglycoside; (ii) reacting said C 1-6 alkylglycoside or alkyloligoglycoside with a C 8-24 alcohol at an elevated temperature of 80° to 140° C. and in the presence of an acid catalyst, wherein a complex-forming agent selected from the group consisting of alkali salts of phosphoric acid, polyphosphoric acid, hydrofluoric acid, and hydrocyanic acid and polybasic saturated carboxylic acids, an alkali salt thereof of a methyl or ethyl ester thereof is present during one or both of steps (i) and (ii), to produce a product solution containing said C 8-24 alkyloligoglycoside or alkylglycoside; (iii) separating said C 8-24 alkyloligoglycoside or alkylglycoside from said product solution; and (iv) bleaching said C 8-24 alkyloligoglycoside or alkylglycoside with a peroxide compound.
Claim 2
Dependent Claim
156 words
A process for manufacturing light-colored alkyloligoglycosides and alkylglycosides having C 8-24 alkyl groups from saccharides and alcohols, comprising the steps of: (i) reacting at least one saccharide with a C 1-6 alcohol to prepare a C 1-6 alkylglycoside or alkyloligoglycoside; (ii) reacting said C 1-6 alkylglycoside or alkyloligoglycoside with a C 8-24 alcohol at an elevated temperature of 80° to 140° C. and in the presence of an acid catalyst, wherein a complex-forming agent selected from the group consisting of alkali salts of phosphoric acid, polyphosphoric acid, hydrofluoric acid, and hydrocyanic acid and polybasic saturated carboxylic acids, an alkali salt thereof of a methyl or ethyl ester thereof is present during one or both of steps (i) and (ii), to produce a product solution containing said C 8-24 alkyloligoglycoside or alkylglycoside; (iii) separating said C 8-24 alkyloligoglycoside or alkylglycoside from said product solution; and (iv) bleaching said C 8-24 alkyloligoglycoside or alkylglycoside with a peroxide compound.
Claim 3
Dependent Claim
32 words
The process of claim 1, wherein said complex forming agent is an alkali salt selected from the group consisting of alkali salts of phosphoric acid, polyphosphoric acid, hydrofluoric acid, and hydrocyanic acid.
Claim 4
Dependent Claim
26 words
The process of claim 1, wherein said complex-forming agent is a polybasic saturated carboxylic acid, an alkali salt thereof or a methyl or ethyl ester thereof.
Claim 5
Dependent Claim
25 words
The process of claim 1, wherein said complex-forming agent is present in an amount from 0.001-10 wt. % based on the weight of said saccharide.
Claim 6
Dependent Claim
18 words
The process of claim 4, wherein said complex-forming agent is present in an amount from 0.01-1 wt. %.
Claim 7
Dependent Claim
26 words
The process of claim 1, wherein said peroxide compound is selected from the group consisting of hydrogen peroxide, peracetic acid, perbenzoic acid and peroxy disulfuric acid.
Claim 8
Dependent Claim
26 words
The process of claim 1, wherein said peroxide compound is used in concentrations of about 0.05-5 wt. % based on said C 8-24 alkyloligoglycoside or alkylglycoside.
Claim 9
Dependent Claim
36 words
The process of claim 7, wherein said peroxide compound is hydrogen peroxide, and said hydrogen peroxide is used in an amount of 0.05-5 wt. % based on the weight of said C 8-24 alkyloligoglycosides or alkylglycosides.
Claim 10
Dependent Claim
16 words
The process of claim 8, wherein said complex-forming agent is an alkali salt of phosphoric acid.
Claim 11
Dependent Claim
28 words
The process of claim 1, further comprising: treating said product solution at 10°-140° C. with 0.01-10 wt.% of an adsorption agent based on the weight of said solution.
Claim 12
Dependent Claim
12 words
The process of claim 10, wherein said adsorption agent is activated carbon.
Claim 13
Dependent Claim
19 words
The process of claim 1, wherein step (ii) is conducted at a temperature of 80°-140° C. for 0.5°-4 hours.
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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) | 1993-02-05 | 1993-08-07 | 1994-02-06 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1997-02-05 | 1997-08-07 | 1998-02-06 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2001-02-05 | 2001-08-07 | 2002-02-06 | $7700.00 | Window Closed / Lapsed |