A New Cyanofluorene-Triphenylamine Copolymer: Synthesis and Photoinduced Intramolecular Electron Transfer Processes

作者:Lin Ying; El Khouly Mohamed E*; Chen Yu; Supur Mustafa; Gu Lingling; Li Yongxi; Fukuzumi Shunichi
来源:Chemistry - A European Journal, 2009, 15(41): 10818-10824.
DOI:10.1002/chem.200900752

摘要

A new pi-conjugated copolymer, namely, poly{cyanofluore-alt-[5-(N,N'-diphenylamino)phenylenevinylene]} ((CNF-TPA)(n)), was synthesized by condensation polymerization of 2,2'-(9,9-dioctyl-9H-fluorene-2,7-diyl)diacetonitrile and 5-(N,N'-diphenylamino)benzene-1,3-dicarbaldehyde by using the Knoevenagel reaction. By design, diphenylamine, alkylfluorene and poly(p-phenylenevinylene) linkages were combined to form a (CNF-TPA)(n) copolymer which exhibits high thermal stability and glass-transition temperature. Photodynamic measurements in polar benzonitrile indicate fast and efficient photoinduced electron transfer (approximate to 10(11) s(-1)) from triphenylamine (TPA) to cyanofluorene (CNF) to produce the long-lived charge-separated state (90 mu s). The finding that the charge-recombination process of (CNF(center dot-)-TPA(center dot ))(n) is much slower than the charge separation in polar benzonitrile suggests a potential application in molecular-level electronic and optoelectronic devices.