Novel thiophene-based oligomer, 2,2 -bis(2,2 -bithiophene-5-yl)-3,3 -bithianaphthene (TX), was designed and synthesized, and its electrochemical and spectral properties characterised. TX was readily polymerised electrochemically to form well organized conducting homopolymer films on various solid electrode substrates. Moreover, it was successfully used for deposition by electropolymerisation of electrochemically active thin films of co-polymers with three different monomers of functionalised bis(2,2 -bithienyl)methane derivatives. It appeared that TX was an effective crosslinker and 3D promoter in these electropolymerisations involving co-monomers intrinsically showing limited aptitude for the electropolymerisation or forming polymer films of low conductivity. This attractive TX ability stems from combination of its (i) high conjugation efficiency in each of the two planar moieties, (ii) intrinsic 3D structure on account of the presence of the central node, and (iii) intrinsic regioselectivity in electropolymerisation on account of the positions of the two available free -thiophene sites.

An effective multipurpose building block for 3D electropolymerisations : 2,2’-bis(2,2’-bithiophene-5-yl)-3,3’-bi-1-benzothiophene / F. Sannicolò, S. Rizzo, T. Benincori, W. Kutner, K. Noworita, J.W. Sobczak, V. Bonometti, L. Falciola, P.R. Mussini, M. Pierini. - In: ELECTROCHIMICA ACTA. - ISSN 0013-4686. - 55:27(2010 Nov), pp. 8352-8364.

An effective multipurpose building block for 3D electropolymerisations : 2,2’-bis(2,2’-bithiophene-5-yl)-3,3’-bi-1-benzothiophene

F. Sannicolò
Primo
;
V. Bonometti;L. Falciola;P.R. Mussini
Penultimo
;
2010-11

Abstract

Novel thiophene-based oligomer, 2,2 -bis(2,2 -bithiophene-5-yl)-3,3 -bithianaphthene (TX), was designed and synthesized, and its electrochemical and spectral properties characterised. TX was readily polymerised electrochemically to form well organized conducting homopolymer films on various solid electrode substrates. Moreover, it was successfully used for deposition by electropolymerisation of electrochemically active thin films of co-polymers with three different monomers of functionalised bis(2,2 -bithienyl)methane derivatives. It appeared that TX was an effective crosslinker and 3D promoter in these electropolymerisations involving co-monomers intrinsically showing limited aptitude for the electropolymerisation or forming polymer films of low conductivity. This attractive TX ability stems from combination of its (i) high conjugation efficiency in each of the two planar moieties, (ii) intrinsic 3D structure on account of the presence of the central node, and (iii) intrinsic regioselectivity in electropolymerisation on account of the positions of the two available free -thiophene sites.
3D electroactive polymer functional films; Co-polymers; Crosslinking; Electropolymerisation; Thiophene-based oligomers
Settore CHIM/02 - Chimica Fisica
Settore CHIM/01 - Chimica Analitica
Settore CHIM/06 - Chimica Organica
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/2434/154532
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