Synthesis and electropolymerisation of pyrrol-1-yl substituted phthalocyanines

N. Trombach; O. Hild; D. Schlettwein; D. Wöhrle

doi:10.1039/B109283A

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N. Trombach,†^a O. Hild,^a D. Schlettwein^b and D. Wöhrle*^a

Author affiliations

* Corresponding authors

^a Universität Bremen, Institut für Organische und Makromolekulare Chemie, P.O. Box 330 440, Bremen, Germany
E-mail: woehrle@chemie.uni-bremen.de

^b Universität Oldenburg, Fachbereich 9-Chemie, Physikalische Chemie 1, P.O. Box 2503, Oldenburg, Germany

Abstract

2,9,16,23-Tetrakis(2-pyrrol-1-ylalkoxy)phthalocyanines, in which the phthalocyanine is connected via an alkylene spacer to a pyrrole substituent, are prepared via three steps in good yields. For the first time monomers with groups for electropolymerisation electronically isolated from the phthalocyanine are described. Films of thickness up to 5 µm of these pyrrole substituted phthalocyanines were obtained by oxidative electropolymerisation under potentiodynamic conditions or at constant potential. UV/Vis spectra show the presence of phthalocyanine and polypyrrole structural units in the polymers. The charge–discharge behaviour is accompanied by a reversible electrochromic colour change. The polymer films exhibit specific electrical conductivities of ∼10⁻⁵ S cm⁻¹.

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Article information

DOI: https://doi.org/10.1039/B109283A
Article type: Paper
Submitted: 11 Oct 2001
Accepted: 19 Dec 2001
First published: 15 Feb 2002

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J. Mater. Chem., 2002,12, 879-885

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