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Synthèse d’agents de contrôle originaux pour l’obtention de copolymères α-fonctionnels par le procédé RAFT. Application à l’élaboration de particules à chevelure contrôlée.

Abstract : alpha-functionalized polymer of controlled chain length can be designed by the use of the RAFT (Reversible Addition Fragmentation chain Transfer) process, which is a controlled radical polymerization technique. The first requirement for this strategy is to synthesize functionalized chain transfer agents (CTA). In this research work, a simple strategy is presented: original dithioester precursors CTA were designed and used to provide a large variety of functionalized dithioesters. The efficiency of this strategy was previously checked with a model compound, and was then applied to the synthesis of dithioesters bearing biomolecules (bio-CTA) like a biotin, a phospholipid or a carbohydrate derivative. RAFT polymerization of N-acryloylmorpholine mediated by each of these new bio-CTAs is well controlled, the resulting polymer exhibiting narrow molar mass distributions (PDI<1.1). Moreover, 1H NMR and MALDI-ToF mass spectrometry analyses confirmed the presence of the biological compound at the alpha-end of the chains. Finally, the same strategy (leading to alpha-bio-functionalized polymers) was used to elaborate macromolecular structures for applications in biological diagnostic tests: 1- a high molecular weight reactive random copolymer was synthesized from the biotin-dithioester, and may serve as “highly-fluorescent” detection probes; 2- Functionalized particles with controlled hair were obtained via dispersion polymerization using alpha-functionalized polymer chains bearing a carbohydrate derivative (potentially able to capture pathogenic agents) as precursor stabilizer.
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Submitted on : Thursday, April 16, 2020 - 7:04:56 PM
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Mael Bathfield. Synthèse d’agents de contrôle originaux pour l’obtention de copolymères α-fonctionnels par le procédé RAFT. Application à l’élaboration de particules à chevelure contrôlée.. Polymères. Université Claude Bernard Lyon 1, 2006. Français. ⟨tel-02545120⟩

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