Extended benzodifuran – thiophene systems connected with azomethine junctions: Synthesis and electronic properties

The synthesis of extended benzodifuran – thiophene systems connected by azomethine junctions are described. The electronic properties of these systems, studied by UV-Vis spectroscopy and cyclic voltammetry, are discussed in relation with the electron withdrawing groups grafted on the benzodifuran unit and the electron donor ability of the thiophene moieties

Synthèse de nouveaux systèmes conjugués de types Donneur-Accepteur basés sur le motif benzodifurane

Date du colloque : 06/2011</p

Towards the development of sustainable π-Conjugated materials: Synthesis of new donor-acceptor systems based on extended benzodifuran derivatives

Date du colloque : 08/2012</p

Synthèse de nouveaux matériaux alternés Donneur-Accepteur conjugués pour l’électronique plastique

Date du colloque : 05/2013</p

Extended benzodifuran-furan derivatives as example of pi-conjugated materials obtained from sustainable approach

The synthesis of extended benzodifuran-furan systems are described as an example of pi-conjugated materials prepared by following a green approach with only water being produced as waste and using furan derivatives from renewable sources. Investigation of their optical and electrochemical properties shows that the new compounds present electronic properties compatible for application in organic electronics. (C) 2012 Elsevier Ltd. All rights reserved

Nouveaux dérivés du thiophène substitués sur les positions 3 et 4 par des groupements donneurs et accepteurs

Date du colloque : 05/2013</p

Rational Topological Design for Fluorescence Enhancement upon Aggregation of Distyrylfuran Derivatives

A series of 2,5-distyrylfuran derivatives bearing pentafluorophenyl- and cyanovinyl units have been synthesized for aggregation-induced emission (AIE). The effect of the type and extent of the supramolecular connections on the AIE of the furan derivatives were examined and correlated with their X-ray crystal structures. It was found that the simultaneous presence of cyano and perfluorophenyl units strongly enhances the fluorescence upon aggregation. Single-crystal X-ray diffraction analysis confirmed that C — H⋅⋅⋅F, F⋅⋅⋅F, C — H⋅⋅⋅nitrile, Ar⋅⋅⋅ArF (Ar=aryl, ArF=fluoroaryl), and nitrile⋅⋅⋅ArF intra- and intermolecular interactions drive the topology of the molecule and that solid-state supramolecular contacts favor AIE of the furan derivatives

Distyrylfuranes: Synthesis and optical properties

Date du colloque : 05/2013</p

Synthesis, electronic properties and packing modes of conjugated systems based on 2,5-di(cyanovinyl)furan or thiophene and imino-perfluorophenyl moieties

The synthesis, the electronic properties and the solid state arrangements of conjugated systems associating pentafluorophenyl units linked via azomethine bonds to a central 2,5-di(cyanovinyl)-thiophene or furan moieties have been investigated. The crystal structures of the two compounds are analyzed in terms of intermolecular interactions involving hydrogen and halogen bonding, pi-pi stacking and donor-acceptor interactions. Both structures reveal similar pi-stacking of the molecules with nevertheless a more compact packing mode for the furan derivative. Moreover this structure is stabilized by several F center dot center dot center dot F interactions between the columns of molecules. By contrast for the thiophene derivative, the structure requires the insertion of CH2Cl2 to be stabilized via Cl center dot center dot center dot F interactions