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Silicon-Modified Carbohydrate Surfactants I: Synthesis of Siloxanyl Moieties Containing Straight-chained Glycosides and Amides

✍ Scribed by R Wagner; L Richter; R Wersig; G Schmaucks; B Weiland; J Weissmüller; J Reiners


Publisher
John Wiley and Sons
Year
1996
Tongue
English
Weight
872 KB
Volume
10
Category
Article
ISSN
0268-2605

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✦ Synopsis


New siloxanyl-modified carbohydrate surfactants of the amide and glycoside type have been synthesized by coupling between defined as well as highermolecular-weight siloxanes and carbohydrate structures via spacers of different lengths and hydrophilic power. Linear and branched monohydrogen di-, tri-, tetra-and penta-siloxanes and polyhydrogen siloxanes as well as mono-and di-saccharide lactone structures have been found to be good starting materials for the synthesis of amides, often in quantitative yield, whereas glycosides had to be prepared in low-yield multistep sequences including protection/deprotection steps. Selected strategies were applied to polysiloxanes yielding quantitatively a broad variety of carbohydrate-modified comb-like structures. The new substances were characterized by means of 13C NMR spectroscopy, GC, capillary GC, GC-MS coupling and elemental analysis.