EP0092355A1
Expired / Lapsed
EP
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Preparation of a fatty glycoside mixture
Assignee: Primary Products Ingredients Americas LLC
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Filing: 1983-04-08
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Granted: —
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Expires: 2003-04-08
Abstract
Abstract The present invention provides a simplified process for preparing surface active glycoside mixtures such as the C B -C 22 alkyl glycosides directly from hydrophilic saccharide-containing compositions by fatty alcohol interchange. The lipophilic fatty alcohol and hydrophilic saccharide-containing compositions are rendered reactively compatible with one another by incorporating into the reaction medium a sufficient amount of nonionic surface active agent (e. g. long-chain organo glycoside) to permit the fatty alcohol interchange. Long chain-alkyl glycoside mixtures can be easily prepared under acid catalysis and elevated temperatures for either dextrose or lower alkyl glycoside mixtures by direct fatty alkyl alcohol interchange by means of reaction medium which contains a sufficient amount of long-chain alkyl glycoside to render these normally incompatible reactants reactively compatible with one another. Relatively small amounts of nonionic surface active reagents (e.g. 0.2 moles for each mole of anhydrous glucose unit) have been found to significantly increase fatty glycoside mixture yields under the processing conditions of this invention.
Inventors
- 👤 Leonard Fay Van Der Burgh
- 👤 Stephen Joseph Sommer
Bibliographic Details
Application Number
—
Jurisdiction
EP
Data Source
google_patents
Last Synchronized
2026-11-05 04:00
CPC Classifications
C; C07; C07H; C07H15/00; C07H15/02; C07H15/04; Y; Y02; Y02P; Y02P20/00; Y02P20/50; Y02P20/582
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
190 words
A method for preparing a fatty glycoside mixture comprising glycosidic components represented by the structural formula RO(G) wherein R represents an organo group containing at least 8 carbon atoms, G represents a saccharide unit and n is a number having a value of at least 1, by chemically reacting a saccharide containing composition with at least one lipophilic alcohol having at least 8 carbon atoms in the presence of a catalytically effective amount of an acid catalyst and recovering at least a portion of the glycoside mixture produced from the reaction medium, characterised in that the reaction is carried out in the presence of a surfactant additive represented by the structural formula: R f O(G) n where R f represents a lipophilic organo group containing at least 8 carbon atoms, G represents a saccharide unit (which may be the same as or different from the saccharide unit in the glycosidic component) and n is a number having a value of at least 1, the surfactant additive being present in the reaction medium in an amount sufficient to render the saccharide-containing composition and the lipophilic alcohol reactively compatible with one another.
Claim 2
Independent Claim
190 words
A method for preparing a fatty glycoside mixture comprising glycosidic components represented by the structural formula RO(G) wherein R represents an organo group containing at least 8 carbon atoms, G represents a saccharide unit and n is a number having a value of at least 1, by chemically reacting a saccharide containing composition with at least one lipophilic alcohol having at least 8 carbon atoms in the presence of a catalytically effective amount of an acid catalyst and recovering at least a portion of the glycoside mixture produced from the reaction medium, characterised in that the reaction is carried out in the presence of a surfactant additive represented by the structural formula: R f O(G) n where R f represents a lipophilic organo group containing at least 8 carbon atoms, G represents a saccharide unit (which may be the same as or different from the saccharide unit in the glycosidic component) and n is a number having a value of at least 1, the surfactant additive being present in the reaction medium in an amount sufficient to render the saccharide-containing composition and the lipophilic alcohol reactively compatible with one another.
Claim 3
Dependent Claim
21 words
A method as claimed in claim 1, characterised in that the group G in the surfactant additive represents an aldosidic unit.
Claim 4
Dependent Claim
21 words
A method as claimed in claim 1 or 2, characterised in that the saccharide-containing composition consists essentially of lower alkyl aldoside.
Claim 5
Dependent Claim
19 words
A method as claimed in claim 1 or 2, characterised in that the saccharide-containing composition consists essentially of dextrose.
Claim 6
Independent Claim
51 words
A method as claimed in any of claims 1 to 4 , characterised in that the group R f is an alkyl group having from 10 to 18 carbon atoms and the surfactant additive is present in a molar concentration is at least 0.2 mole per mole of anhydrous saccharide unit.
Claim 7
Independent Claim
57 words
A method as claimed in any of claims 1 to 5, characterised in that the saccharide-containing composition comprises a composition represented by the structural formula A-O-(G) x wherein A represents hydrogen or an organo group with less than 8 carbon atoms, G represents a saccharide and x is a number having a value of at least 1.
Claim 8
Dependent Claim
43 words
A method as claimed claim 6, characterised in that the lipophilic alcohol is an alkanol of 10 to 18 carbon-atoms, the group R f is an alkyl group of 10 to 18 carbon atoms, G represents a glucosidic unit and A is hydrogen.
Claim 9
Dependent Claim
31 words
A method as claimed in claim 7, characterised in that the surfactant additive is present in a molar concentration from 0.25 mole to 0.5 mole per mole of anhydrous glucosidic unit.
Claim 10
Dependent Claim
41 words
A method as claimed in claim 5, characterised in that G represents a glucoside unit and the reaction medium contains from 1 mole to 3 mole alkanol and from 0.2 mole to 0.75 mole surfactant additive per mole anhydrous glucose unit.
Claim 11
Dependent Claim
34 words
A method as claimed in claim 9, characterised in that the saccharide containing composition is dextrose, or a lower alkyl aldoside having less than 3 alkyl carbon atoms such as a methyl glycoside mixture.
Claim 12
Independent Claim
48 words
A method as claimed in any of claims 1 to 10, characterised in that the fatty glycoside mixture is separated into an acetone-soluble fraction and an acetone-insoluble fraction with at least a portion of one of the separated fractions being recycled to the reactor as the surfactant additive.
Claim 13
Dependent Claim
18 words
A method as claimed in claim 11, characterised in that the recycled surfactant additive is the acetone-soluble fraction.
References Cited (Backward Citations)
US3839318A
Cited
FR2221436A1
Cited
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