Alkyl Triarylstannanecarbodithioates: Synthesis, Crystal Structures, and Efficiency in RAFT Polymerization

作者:Kulai Ihor; Saffon Merceron Nathalie; Voitenko Zoia; Mazieres Stephane*; Destarac Mathias*
来源:Chemistry - A European Journal, 2017, 23(63): 16066-16077.
DOI:10.1002/chem.201703412

摘要

Eight alkyl triarylstannanecarbodithioates were synthesized starting from the corresponding triarylstannyl chlorides. They were fully characterized by IR and H-1, C-13, and Sn-119 NMR spectroscopy and mass spectrometry. Their solid-state structures and geometric parameters were determined and compared to those of other classes of thiocarbonylthio compounds. These new organotin derivatives are efficient reversible chain-transfer agents for reversible addition-fragmentation chain transfer (RAFT) polymerization of styrene (St) and n-butyl acrylate (BA), with controlled number-average molecular weights and narrow dispersities (D<1.3). In some cases, loss of control of the polymerization was evidenced and supported by the observation of side products by Sn-119 NMR spectroscopy. This phenomenon was attributed to the thermal instability of the Sn-RAFT terminal group.

  • 出版日期2017-11-13