Amphiphilic Polyesters Derived from Silylated and Germylated Fatty Compounds
New classes of amphiphilic polyesters were prepared from metallated (Si, Ge) fatty methyl ester (FAME) precursors and poly(tetramethylene oxide) glycol. Hydrosilylation of 10-undecenoic methyl ester by tetramethyldisiloxane occurred at 80 °C in the presence of Karstedt’s catalyst, and hydrogermylati...
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Veröffentlicht in: | Biomacromolecules 2009-04, Vol.10 (4), p.850-857 |
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Sprache: | eng |
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Zusammenfassung: | New classes of amphiphilic polyesters were prepared from metallated (Si, Ge) fatty methyl ester (FAME) precursors and poly(tetramethylene oxide) glycol. Hydrosilylation of 10-undecenoic methyl ester by tetramethyldisiloxane occurred at 80 °C in the presence of Karstedt’s catalyst, and hydrogermylation of the same FAME derivative was obtained at the same temperature under radical AIBN initiation. These diester precursors, obtained in high yields (≈90%), reacted with poly(tetramethylene oxide) glycol under free solvent to give silicon polymers or germanium oligomers. These condensed materials display both the characteristic of organic−inorganic hybrid materials and those of amphiphilic polymers. The nature of organometallic fragment (hydrophobicity of tetramethyldisiloxy and sterical hindrance of diphenylgermyl) was shown to influence the chemical reactivity of the polymerizable monomers and the physical properties of the resulting copolymers. The amphiphilicity of these materials provides a driving force for the formation of small objects (∼1 nm), making them very attractive as hybrid nanocontainers. |
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ISSN: | 1525-7797 1526-4602 |
DOI: | 10.1021/bm8013457 |