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Article Dans Une Revue Polymer Année : 2012

Thiol-ene “clickable” carbon-chain polymers based on diallyl cyclopropane-1,1-dicarboxylate

Résumé

A novel type of clickable polymers with a very high local density of allyl side groups was developed. These polymers were obtained by the anionic ring-opening (co)polymerization of diallyl cyclopropane- 1,1-dicarboxylate using as an initiating system a protic precursor whose acidebase reaction with the t-BuP4 phosphazene base generated the initiator in situ. The obtained polymers display geminated allyl groups on every third carbon alongside the macromolecular backbone. Homopolymers as well as block and statistical copolymers have been synthesized, with controlled molecular weights and narrow molecular weight distributions. The coupling of mercaptans with the allyl C]C double bonds has been investigated both thermally and photochemically, with the influence of the type of initiation on the efficiency of the polymer modification being discussed in comparison with other “clickable” systems. Further functionalization by several thiols was performed, leading to a range of functional poly(cyclopropane-1,1-dicarboxylate)s.
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hal-02090316 , version 1 (04-04-2019)

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Nicolas Illy, Sylvie Boileau, Mitchell Winnik, Jacques Penelle, Valessa Barbier. Thiol-ene “clickable” carbon-chain polymers based on diallyl cyclopropane-1,1-dicarboxylate. Polymer, 2012, 53 (4), pp.903-912. ⟨10.1016/j.polymer.2011.12.047⟩. ⟨hal-02090316⟩
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