Nickel-2,2′-bipyridyl and palladium-triphenylphospine complex promoted synthesis of new π-conjugated poly(2-hexylbenzotriazole)s and characterization of the polymers

A nickel(0) complex (Ni-bpy) promoted dehalogenative polycondensation of 4,7-dibromo-2-hexylbenzotriazole gives the new pi-conjugated polymer, polybenzotriazole [P(BTz)]. Palladium-triphenylphosphine [Pd(PPh3)(4)] catalyzed the copolymerization between 4,7-dibromo-2-hexylbenzotriazole with 2,5-diethynyl-1,4-dihexyloxybenzene and 9,9'-dihexylfluorene-2,7-bis(trimethylene borate) to give the corresponding polymers P(BTz-AE) and P(BTz-F), respectively. The number average molecular weights, M-n, Of the polymers ranged from 3000 to 7400. P(BTz-AE) showed a photoluminescence (PL) peak at 500 nm in CHCl3 with a high quantum yield of PL (87%).