A new kind of conjugated poly(carbazole)s with carbazole as the main chain was designed and synthesized via click polymerization of 3
6-diazido-9-hexyl carbazole and 3
6-diethynyl-9-hexyl carbazole.The two monomers with azide and ethynyl functional groups were synthesized according to the report literatures with some modifications which not only considerably improved the yield but also simplified the synthetic procedures.The chemical structure of these two monomers was fully characterized by 1H-NMR
FTIR and microanalysis.Due to incorporation of the long alkyl carbon chain
the monomers have good solubility in most common organic solvents.Addition polymerization of 3
6-diazido-9-hexyl carbazole and 3
6-diethynyl-9-hexyl carbazole with Cu(I) as catalyst was investigated in various conditions.After optimization on the polymerization condition of solvents and temperature
well-defined conjugated poly(carbazole)s possessing carbazole as the backbone with extremely high molecular weights were obtained in high yield under mild reaction conditions.The size exclusion chromatography analyses of these poly(carbazole)s indicated that the molecular weight can be achieved as high as 100000~130000.Moreover
the purity of the synthesized polymers is very high
and no detectable by-product could be observed on the size exclusion chromatograms.The thermal and photophysical properties of these novel conjugated poly(carbazole)s were also studied in solution and in film.Thermal analysis indicate that the polymers have excellent thermal stability with Td=359 ℃ and exhibit a glass transition temperature (Tg) of 105 ℃.These poly(carbazole)s exhibited blue-violet light emissions under irradiation with 365 nm UV light indicated that the triazoles moieties did not impede the fundamental photophysical properties of the carbazole units in the main chains.