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Cohen, Céline; Damiron, Denis; Dkhil, Sadok Ben; Drockenmuller, Eric; Restagno, Frédéric; Léger, Liliane

Synthesis of well‐defined poly(dimethylsiloxane) telechelics having nitrobenzoxadiazole fluorescent chain‐ends via thiol‐ene coupling

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  • Medientyp: E-Artikel
  • Titel: Synthesis of well‐defined poly(dimethylsiloxane) telechelics having nitrobenzoxadiazole fluorescent chain‐ends via thiol‐ene coupling
  • Beteiligte: Cohen, Céline; Damiron, Denis; Dkhil, Sadok Ben; Drockenmuller, Eric; Restagno, Frédéric; Léger, Liliane
  • Erschienen: Wiley, 2012
  • Erschienen in: Journal of Polymer Science Part A: Polymer Chemistry
  • Sprache: Englisch
  • DOI: 10.1002/pola.25952
  • ISSN: 0887-624X; 1099-0518
  • Schlagwörter: Materials Chemistry ; Organic Chemistry ; Polymers and Plastics
  • Entstehung:
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  • Beschreibung: <jats:title>Abstract</jats:title><jats:p>Well‐defined PDMS telechelics having nitrobenzoxadiazole (NBD) fluorescent probes covalently attached at both chain‐ends were prepared in two steps and a series of fractionation procedures starting from commercially available divinyl‐terminated PDMS having a broad molar mass dispersity. First, thiol‐ene coupling between 6‐mercapto‐1‐hexanol and vinyl chain‐ends allowed the formation of dihydroxy‐terminated PDMS telechelics through the formation of a thioether linkage. The resulting material was then sequentially fractionated using dichloromethane/methanol mixtures to afford several well‐defined dihydroxy‐terminated PDMS fractions having sharp distributions of molar masses (<jats:italic>M</jats:italic><jats:sub>n</jats:sub> = 99.5–158 kDa and <jats:italic>Đ</jats:italic> &lt; 1.2). The NBD fluorescent probes were then attached at both chain‐ends by <jats:italic>N</jats:italic>,<jats:italic>N</jats:italic>′‐dicyclohexylcarbodiimide/4‐(dimethylamino)pyridine esterification coupling between the hydroxyl groups and 6‐(7‐nitrobenzofurazan‐4‐ylamino)hexanoic acid. The resulting fluorescent PDMS telechelics were characterized by SEC, <jats:sup>1</jats:sup>H NMR, UV–visible, and fluorescence spectroscopies. These materials are suitable probes to investigate the dynamics of polymer chains in bulk or at interfaces by the fringe pattern fluorescent recovery after photobleaching technique. © 2012 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2012</jats:p>