Pure Appl. Chem., 2010, Vol. 82, No. 4, pp. 1001-1009
http://dx.doi.org/10.1351/PAC-CON-09-09-09
Published online 2010-03-13
Click synthesis of donor–acceptor-type aromatic polymers
Abstract:
A high-yielding addition reaction between electron-rich alkynes and a small acceptor molecule, tetracyanoethylene (TCNE), was employed as a new click reaction to construct donor–acceptor chromophores in the polymer main chains and side chains. The donor–acceptor alternating conjugated polymers were prepared from the ferrocene-containing poly(aryleneethynylene)s in one step and atom-economic fashion. The energy levels and thermal properties of the aromatic polyamines substituted by electron-rich alkynes as a side chain can be tunable by the amount of the added TCNE. The resulting donor–acceptor-type polymers feature broad charge-transfer (CT) bands in the visible region, potent redox activities, and improved thermal properties.
Keywords
alkynes; charge transfer; click chemistry; conjugated polymers; cycloaddition; electrochemistry; thermal properties.