US4739043A
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Method for the synthesis of alkyl, cycloalkyl or alcenyl aldosides or polyaldosides
Assignee: Eridania Beghin Say SA
•
Filing: 1985-07-18
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Granted: 1988-04-19
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Expires: 2005-07-18
Abstract
Abstract The process comprises the action of a saturated aliphatic or cycloaliphatic alcohol or an aliphatic or cycloaliphatic alcohol comprising a double ethylenic bound not situated in alpha of the hydroxyl group with an aldose, aldoside or polyaldoside in the solvent and reactant formed by the hydrogen fluoride. Application to the synthesis of surfactants or as additives for rigidifying polyurethane foams.
Inventors
- 👤 Jacques Defaye
- 👤 Emile Wong
- 👤 Christian Pedersen
- 👤 Jean Chedin
- 👤 Alain Bouchu
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-05 13:01
CPC Classifications
C; C07; C07H; C07H15/00; C07H15/02; C07H15/04; Y; Y02; Y02P; Y02P20/00; Y02P20/50; Y02P20/582
Claims Analysis
Total Claims: 17
Claim 1
Independent Claim
81 words
A method for the synthesis of alkyl, cycloalkyl or alcenyl aldosides or polyaldosides characterized in that a saturated aliphatic or cycloaliphatic alcohol or an aliphatic or cycloaliphatic alcohol comprising an ethylene double bond not situated in the alpha position of the hydroxyl group are reacted with an aldose, or aldoside or a polyaldoside in hydrogen fluoride solvent, said materials including the hydrogen fluoride being present in an amount sufficient to react and form an alkyl, cycloalkyl or alcenyl aldoside or polyaldoside.
Claim 2
Independent Claim
81 words
A method for the synthesis of alkyl, cycloalkyl or alcenyl aldosides or polyaldosides characterized in that a saturated aliphatic or cycloaliphatic alcohol or an aliphatic or cycloaliphatic alcohol comprising an ethylene double bond not situated in the alpha position of the hydroxyl group are reacted with an aldose, or aldoside or a polyaldoside in hydrogen fluoride solvent, said materials including the hydrogen fluoride being present in an amount sufficient to react and form an alkyl, cycloalkyl or alcenyl aldoside or polyaldoside.
Claim 3
Dependent Claim
16 words
A synthetic method according to claim 1, characterized in that the alcohol is a primary alcohol.
Claim 4
Dependent Claim
23 words
A synthetic method according to claim 2, characterized in that the alcohol is chosen from among those comprising more than 4 carbon atoms.
Claim 5
Dependent Claim
14 words
A synthetic method according to claim 1, characterized in that the aldose is glucose.
Claim 6
Dependent Claim
20 words
A synthetic method according to claim 1, characterized in that the polyaldoside is chosen from plant saccharides, starch or cellulose.
Claim 7
Dependent Claim
22 words
A synthetic method according to claim 1, characterized in that the polyaldoside is chosen from among polysaccharides of animal or fungal origin.
Claim 8
Dependent Claim
21 words
A synthetic method according to claim 1, characterized in that the molar hydrogen fluoride/monosaccharide equivalent ratio is between 10 and 60.
Claim 9
Dependent Claim
22 words
A synthetic method according to claim 1, characterized in that the molar alcohol/monosaccharide equivalent ratio is less than or equal to 60.
Claim 10
Dependent Claim
34 words
A synthetic method according to claim 1, characterized in that the aldose, aldoside or polyaldoside is dissolved in hydrogen fluoride, followed by addition of the alcohol, the molar alcohol/monosaccharide ratio being less than 50.
Claim 11
Dependent Claim
32 words
A synthetic method according to claim 8, characterized in that to an HF/alcohol mixture is added an aldose, an aldoside or a polyaldoside, the molar alcohol/monosaccharide ratio being between 3 and 20.
Claim 12
Dependent Claim
19 words
A synthetic method according to claim 1, characterized in that the reaction is carried out in a liquid medium.
Claim 13
Dependent Claim
28 words
A synthetic method according to claim 1, characterized in that the quantity of water admitted with the reagents remain less than 15% of the quantity of hydrogen fluoride.
Claim 14
Dependent Claim
17 words
A synthetic method according to claim 1, characterized in that the alcohol is diol, triol or polyol.
Claim 15
Dependent Claim
16 words
A synthetic method according to claim 1, characterized in that the alcohol is an amino alcohol.
Claim 16
Dependent Claim
43 words
A synthetic method according to claim 1, in which the alcohol comprises at least five carbon atoms, characterized in that an appropriate cosolvent is added facilitating the dissolution of the alcohol in the hydrogen fluoride and reducing the protonation capacity of the medium.
Claim 17
Dependent Claim
17 words
A synthetic method according to claim 15, characterized in that the cosolvent is dioxan or sulfur dioxide.
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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) | 1991-04-19 | 1991-10-19 | 1992-04-19 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1995-04-19 | 1995-10-19 | 1996-04-19 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1999-04-19 | 1999-10-19 | 2000-04-19 | $7700.00 | Window Closed / Lapsed |