Reference : Synthesis and Surface-Active Properties of Uronic Amide Derivatives, Surfactants from Re...
Scientific journals : Article
Physical, chemical, mathematical & earth Sciences : Chemistry
http://hdl.handle.net/2268/60853
Synthesis and Surface-Active Properties of Uronic Amide Derivatives, Surfactants from Renewable Organic Raw Materials
English
Laurent, Pascal mailto [Université de Liège - ULg > Chimie et bio-industries > Chimie biologique industrielle >]
Razafindralambo, Hary [Université de Liège - ULg > Chimie et bio-industries > Chimie biologique industrielle >]
Wathelet, Bernard mailto [Université de Liège - ULg > Chimie et bio-industries > Chimie biologique industrielle >]
Blecker, Christophe mailto [Université de Liège - ULg > Chimie et bio-industries > Technologie des industries agro-alimentaires >]
Wathelet, Jean-Paul mailto [Université de Liège - ULg > Chimie et bio-industries > Chimie générale et organique >]
Paquot, Michel mailto [Université de Liège - ULg > Chimie et bio-industries > Chimie biologique industrielle >]
2011
Journal of Surfactants and Detergents
Springer Verlag
14
1
51-63
Yes (verified by ORBi)
International
1097-3958
Berlin
Germany
[en] Uronic acid ; Amide formation ; Carbohydrates ; Critical micellar concentration ; Surface tension
[en] Short chemical syntheses were developed to produce a new set of surfactants from uronic acids derived from widely available raw material. Three different strategies were used to synthesise uronic amide derivatives, the structures of which were totally characterized by spectrometric methods (IR, MS, 1H-RMN and 13C-RMN). The best one, using an acid chloride as synthetic intermediate, furnished the expected amides as a mixture of anomers in 46 to 58 % global yield. Surface-active properties (CMC, g cmc, Tmax, Amin) of homologous series of uronic acid N-alkylamides from C8 to C18 were also assessed. In general, these sugar-based surfactants exhibited good surface-activities, and appeared as valuable non ionic surfactants compared to Triton X-100, the most well-known non ionic surfactant. Increasing the alkyl chain length influenced the CMC values for both glucuronic and galacturonic N-alkylamide derivatives. The galacturonic N-alkylamides decreased g cmc at slower values than their counterpart's glucuronic N-alkylamides.
http://hdl.handle.net/2268/60853
10.1007/s11743-010-1205-8

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