Facile synthesis of 1,4-cis-polyisoprene–polypeptide hybrids with different architectures
Résumé
The synthesis of polypeptide hybrids by controlled/living ring-opening polymerization of N-carboxyanhydrides (NCA) using Schreiner′s thiourea catalyst and amino-alcohol terminated poly(1,4-cis-isoprene)s as initiators was demonstrated for γ-benzyl-ʟ-glutamate (BLG) and ε-tert-butyloxycarbonyl-ʟ-lysine (BLL) NCAs. One-pot synthesis of amino-alcohol terminated macroinitiators from heterotelechelic keto/aldehyde polyisoprene by reductive amination of carbonyl(s) was presented. Selection of amines allowed to obtain mono-, di-and tri-functional macroinitiators that were used for the synthesis of polyisoprene-polypeptide hybrids of different architecture: AB, BAB, AB2, BAB2, CBABC. Due to the living character of the polymerization, the molar mass of the polypeptide blocks could be controlled by the monomer to initiator ratio (6000
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https://hal.science/hal-02136046
Soumis le : mercredi 9 septembre 2020-09:57:42
Dernière modification le : jeudi 11 avril 2024-13:08:14
Archivage à long terme le : samedi 5 décembre 2020-01:11:56
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Alexei Radchenko, Jérémie Grange, Amelie Vax, François Jean-Baptiste-Dit-Dominique, Rachid Matmour, et al.. Facile synthesis of 1,4-cis-polyisoprene–polypeptide hybrids with different architectures. Polymer Chemistry, 2019, 10 (19), pp.2456-2468. ⟨10.1039/c9py00241c⟩. ⟨hal-02136046⟩
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