Terpolymers from Borane-Initiated Copolymerization of Triphenyl Arsonium and Sulfoxonium Ylides: An Unexpected Light Emission

Angewandte Chemie
De Wang, Nikos Hadjichristidis

Abstract

The first synthesis of well-defined poly[(phenylmethylene-co-methylpropenylene)-b-methylene, [(C1-co-C3)-b-C1], terpolymers was achieved by one-pot borane-initiated random copolymerization of ω-methylallyl (C3 units, chain is growing by three carbon atoms at a time) and benzyltriphenylarsonium (C1 units, chain is growing by one carbon atom at a time) ylides, followed by polymerization of sulfoxonium methylide (C1 units). Other substituted arsonium ylides, such as prenyltriphenyl, propyltriphenyl and (4-fluorobenzyl)triphenyl can also be used instead of benzyltriphenylarsonium. The obtained terpolymers are well-defined, possess a predictable molecular weight and low polydispersity (Mn,NMR =1.83-9.68×103  g mol-1 , Đ=1.09-1.22). An unexpected light emission phenomenon was discovered in these non-conjugated terpolymers, as confirmed by fluorescence and NMR spectroscopy. This phenomenon can be explained by the isomerization of the double bonds of allylic monomeric units along the chain of the terpolymers (isomerization-induced light emission).

References

Apr 4, 2002·Journal of the American Chemical Society·Brett B BuschHuide Zhu
Aug 2, 2003·Journal of the American Chemical Society·Jean-Philippe GoddardCharles Mioskowski
Mar 29, 2007·Journal of the American Chemical Society·Jie BaiKenneth J Shea
Sep 10, 2010·Accounts of Chemical Research·Jun Luo, Kenneth J Shea
Aug 22, 2013·Chemical Communications : Chem Comm·Hefeng ZhangNikos Hadjichristidis
Jan 21, 2014·Macromolecular Rapid Communications·Hefeng ZhangNikos Hadjichristidis
Oct 23, 2015·Chemical Reviews·Ju MeiBen Zhong Tang
Jan 10, 2017·Chemical Communications : Chem Comm·De Wang, Nikos Hadjichristidis

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