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

Synthesis and Optical Study of a New Oligophenylene

1,* , 2
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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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) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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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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