Article Dans Une Revue Journal of Molecular Structure Année : 2013

Electrosynthesis and characterization of oligophenylene deriving from 4-(methoxyphenyl)acetonitrile

Résumé

An oligophenylene deriving from the 4-(methoxyphenyl)acetonitrile (MPA), was electrosynthesized by direct anodic oxidation at a constant potential in acetonitrile on a platinium electrode. This oligomer (OMPA) showed a good solubility in common organic solvents. The results of osmometry and gel permeation chromatography analyzes indicated that the average chain length for OMPA was about 5 units. Its chemical structure was elucidated by 1H and 13C NMR, FTIR and UV spectroscopy. A thermal study carried out by thermogravimetric analysis and Differential Scanning Calorimetry showed that the oligomer was stable up to 268 °C. In addition, the photoluminescent properties of OMPA were investigated. In solution, an emission was recorded in the indigo-blue region, however, in solid state this emission was shifted to the orange-red zone. Finally a mechanism for the electro-oligomerization was evoked in the light of the electronic structures of the MPA and its radical cation obtained by DFT calculation.

Dates et versions

hal-00969277 , version 1 (02-04-2014)

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Citer

Sarra Ben Amor, Ayoub Haj Said, Mourad Chemek, Sahbi Ayachi, Florian Massuyeau, et al.. Electrosynthesis and characterization of oligophenylene deriving from 4-(methoxyphenyl)acetonitrile. Journal of Molecular Structure, 2013, 1031, pp.186. ⟨10.1016/j.molstruc.2012.03.050⟩. ⟨hal-00969277⟩
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