US4847368A
Expired / Lapsed
US
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Method of manufacturing alkyloligoglycosides
Assignee: Huels AG
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Filing: 1988-05-09
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Granted: 1989-07-11
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Expires: 2008-05-09
Abstract
Abstract A method of manufacturing alkyloligoglycosides. Alkyloligoglycosides and 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 polar polymeric complex-forming agents, 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
2026-11-04 10:18
CPC Classifications
C; C07; C07H; C07H15/00; C07H15/02; C07H15/04
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
129 words
A method of manufacturing alkyloligoglycosides and alkylglycosides having C 8-24 alkyl groups from saccharides and alcohols, comprising the steps of: (i) reacting one or more saccharides 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 and in the presence of an acid catalyst, wherein a complex-forming agent, said agent comprising a polar polymer having a HLB-value (hydrophilelipophile balance) of 10-20 is present during at least one 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
Independent Claim
129 words
A method of manufacturing alkyloligoglycosides and alkylglycosides having C 8-24 alkyl groups from saccharides and alcohols, comprising the steps of: (i) reacting one or more saccharides 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 and in the presence of an acid catalyst, wherein a complex-forming agent, said agent comprising a polar polymer having a HLB-value (hydrophilelipophile balance) of 10-20 is present during at least one 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
20 words
The method of claim 1, wherein said complex-forming agent is a polyether diol having a molar oxygen:carbon ratio of 1:2-1:3.
Claim 4
Dependent Claim
20 words
The method of claim 1, wherein said complex-forming agent is a cyclic ether having a molar oxygen:carbon ratio of 1:2-1:3.
Claim 5
Dependent Claim
13 words
The method of claim 1, wherein said complex-forming agent is a vinylpyrrolidone polymer.
Claim 6
Dependent Claim
24 words
The method of claim 1, wherein said complex-forming agent is added in amounts of about 0.001-10 wt.% based on the weight of said saccharide.
Claim 7
Dependent Claim
17 words
The method of claim 5, wherein said complex-forming agent is added in an amount from 0.01-1 wt.%.
Claim 8
Dependent Claim
25 words
The method of claim 1, wherein said peroxide compound is selected from the group consisting of hydrogen peroxide, peracetic acid, perbenzoic and peroxy disulfuric acid.
Claim 9
Dependent Claim
23 words
The method of claim 1, wherein said peroxide compound is used in concentrations of about 0.05-5 wt.% based on said alkyloligoglycosides and alkylglycosides.
Claim 10
Dependent Claim
28 words
The process of claim 1, wherein said peroxide compound is hydrogen peroxide used in amounts from about 0.05-5 wt.% based on the weight of said alkyloligoglycosides and alkylglycosides.
Claim 11
Dependent Claim
28 words
The method 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 method of claim 10, wherein said adsorption agent is activated carbon.
Claim 13
Dependent Claim
20 words
The method of claim 1, wherein said reacting step is conducted at a temperature of 80°-140° C. for 0.5-4 hours.
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) | 1992-07-10 | 1993-01-09 | 1993-07-11 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1996-07-10 | 1997-01-09 | 1997-07-11 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 2000-07-10 | 2001-01-09 | 2001-07-11 | $7700.00 | Window Closed / Lapsed |