Synthesis and Properties of a New Poly(arylene ethynylene) Containing 1,3,5‐Triazine Units

Abstract

AbstractSummary: A new photoluminescent poly(arylene ethynylene) containing 1,3,5‐triazine units was prepared by polycondensation between 2,4‐diphenyl‐6‐N,N‐bis(4‐bromophenyl)amino‐1,3,5‐triazine and 1,4‐didodecyloxy‐2,5‐diethynylbenzene using Pd(PPh3)4 and CuI as the catalysts in the presence of triethylamine. The polymer showed good solubility in common organic solvents and had a number average molecular weight, $\overline M _{\rm n}$, of 3 400, and a weight average molecular weight, $\overline M _{\rm w}$, of 8 100. In toluene the polymer exhibited an intrinsic viscosity [η] of 0.11 dL · g−1 at 30 °C. The polymer showed photoluminescence (PL) with emission peaks at 479 nm in CHCl3 and at 509 nm in the solid state; quantum yield of the PL in CHCl3 was 21%. Electrochemical reduction (or n‐doping) of the polymer started at about −2.05 V versus Ag/AgNO3 and gave a peak at −2.30 V versus Ag/AgNO3.The 1,2,3‐triazine unit‐containing poly(arylene ethynylene) (PATZ) polymer synthesized and investigated here.magnified imageThe 1,2,3‐triazine unit‐containing poly(arylene ethynylene) (PATZ) polymer synthesized and investigated here.