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High Performance Polymers
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Synthesis and Study of Arylenevinylene and Aryleneimine-Type Polymers Containing N-Hexyl-3.6-Carbazolyl Groups

Daniel Conduruta

Nicoleta Cristina Antonoaia

Macromolecular Chemistry Department, ‘Gh. Asachi’ Technical University, 71 Mangeron Bvd, Iasi-700050, Romania

Mircea Grigoras

Electroactive Polymers Department, ‘P. Poni’ Institute of Macromolecular Chemistry, 41A Gr. Ghica Voda alley, Iasi-700487, Romania; grim{at}mail.icmpp.ro

Maria Ivanoiu

Macromolecular Chemistry Department, ‘Gh. Asachi’ Technical University, 71 Mangeron Bvd, Iasi-700050, Romania

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.

Key Words: Polyimines • polyarylenevinylenes • electrosynthesis • organometallic reductive catalysis

This version was published on December 1, 2006

High Performance Polymers, Vol. 18, No. 6, 979-989 (2006)
DOI: 10.1177/0954008306069174
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