Photophysical properties of isoelectronic oligomers with vinylene, imine, azine and ethynylene spacers bearing triphenylamine and carbazole end-groups

摘要

Ten symmetrical oligomers containing either triphenylamine or carbazole substituents as end-groups and 1,4-phenyienevinylene, 1,4-phenylene imine, azine and 1,4-phenylene ethynylene as π-spacers, have been synthesized by polycondensation reactions between aromatic aldehydes (4-formyltriphenylamine and 3-formyl N-hexylcarbazole) or iodides (4-iodotriphenyiamine and 3-iodo N-hexylcarbazole) with bisphosphonate derivative, 1,4-diaminobenzene, hydrazine or 1,4-diethynylbenzene, respectively. These oligomers are models for the corresponding conducting polymers, have a well-defined molecular structure, can be highly purified using common methods and processed as thin films by vacuum evaporation, dip or spin coating. The oligomers preserve all of the properties and potential applications of the corresponding polymers. The structural characterization of these oligomers was performed using usual spectroscopic methods (~1H-RMN, FT-IR and DSC) and their photophysical properties were analyzed by UV—Vis and fluorescence spectroscopy. Their redox properties were studied by cyclic voltammetry.