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Polymers 2012, 4(2), 1226-1241; doi:10.3390/polym4021226
Article

Synthesis and Optical Study of a New Oligophenylene

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1 Laboratoire Polymères, Biopolymères, Matériaux Organiques, Faculté des sciences, Université de Monastir, Boulevard de l’environnement, 5000, Tunisia 2 Unité de Recherche, Matériaux Nouveaux et Dispositifs Electroniques Organiques, Faculté des Sciences, Université de Monastir, Boulevard de l’environnement, 5000 Monastir, Tunisia 3 Institut des Matériaux Jean Rouxel, Université de Nantes, CNRS, UMR 6502, 2 rue de la Houssinière, B.P. 32229, 44322 Nantes, Cedex 03, France
* Author to whom correspondence should be addressed.
Received: 16 April 2012 / Revised: 10 May 2012 / Accepted: 14 May 2012 / Published: 31 May 2012
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Abstract

A new substituted oligophenylene was prepared by the Knoevenagel condensation of 4-methoxybezaldehyde with a functionalized oligophenylene (OMPA). The latter was obtained by (4-methoxy phenyl) acetonitrile electrochemical oxidation. The resulting modified oligomer was characterized by various spectroscopic techniques: NMR, FTIR and UV. The thermal study showed that the modified material exhibited a lower thermal stability compared with OMPA. Finally, the optical study revealed that in solution, the emission was red-shifted when compared with the non-modified oligomer emission and that the optical gap changed from 3.1 eV to 2.75 eV. In thin layer solid state, photoluminescence was again red-shifted by 120 nm, which is probably due to an interaction between the oligomer chains. In addition, a transient photoluminescence study was undertaken for the synthesized materials. It showed that the lifetimes of the photo-generated species were shortened by the conjugation extension in the modified oligomer and by the inter-chain interactions in the solid state.
Keywords: conjugated polymers; oligophenylenes; photoluminescence conjugated polymers; oligophenylenes; photoluminescence
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).
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Amor, S.B.; Said, A.H.; Chemek, M.; Massuyeau, F.; Wéry, J.; Faulques, E.; Alimi, K.; Roudesli, S. Synthesis and Optical Study of a New Oligophenylene. Polymers 2012, 4, 1226-1241.

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