Azo-Derived Symmetrical Trithiocarbonate for Unprecedented RAFT Control
Author(s) -
Oleksandr Ivanchenko,
Maksym Odnoroh,
Sonia MalletLadeira,
Marc Guerre,
Stéphane Mazières,
Mathias Destarac
Publication year - 2021
Publication title -
journal of the american chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 7.115
H-Index - 612
eISSN - 1520-5126
pISSN - 0002-7863
DOI - 10.1021/jacs.1c10031
Subject(s) - chain transfer , copolymer , chemistry , raft , polymer chemistry , reversible addition−fragmentation chain transfer polymerization , methyl methacrylate , molar mass , polymerization , methacrylate , radical polymerization , acrylate , thermoplastic elastomer , polymer , organic chemistry
Bis(2-cyanopropan-2-yl)trithiocarbonate ( TTC-bCP ) is a new symmetrical trithiocarbonate with the best leaving group ever reported for reversible addition-fragmentation chain transfer (RAFT) polymerization. We propose an elegant route to obtain TTC-bCP starting from 2,2'-azobis(2-methylpropionitrile) (AIBN) as a donor of the 2-cyanopropan-2-yl group. TTC-bCP allowed the preparation of a high-molar-mass ( M n ≈ 135 kg mol -1 ) methyl methacrylate- n -butyl acrylate-methyl methacrylate triblock copolymer with unprecedented control ( D̵ = 1.04) in reversible-deactivation radical polymerization. Rheology measurements of this triblock copolymer showed a typical thermoplastic elastomer behavior with a steady rubbery plateau up to 120 °C.
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