Abstract

Two monomers with preformed Schiff base and arylenevinylene structure and final bromine substituents were synthesized by coupling of 3-formyl-6-bromo-N-hexyl-carbazole with 1,4-phenylenediamine and tetraethyl-p-xylylene diphosphonate, respectively. These compounds were used to synthesize arylenimine and arylenevinylene polymers containing N-hexyl 3,6-carbazolylydiyl units in the main chain by dehalogenative coupling reactions via organometallic reductive catalysis (Ni°.bipy). The polymers were characterized by spectral methods (Fourier transform-infrared, 1H NMR, UV-vis and fluorescence) as well as gel permeation chromatography and differential scanning calorimetry.

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