Laboratory MOLTECH-Anjou
 
Presentation of SOMaF Team (Synthèse Organique et Matériaux Fonctionnels)

 

Group leader : HUDHOMME Piétrick (PR)

 

Permanent people

David Canevet (MC)

Sébastien Goeb (CR)

Piétrick Hudhomme (PR)

Stéphanie Legoupy (CR)

Marc Salle (PR)

Non-Permanent people

Choisnet Thomas (PhD student)


El Berjawi Rayane (PhD student)

Faour Lara (PhD student)

Krikun Serhii (PhD student)

 

 

 

 

SOMaF Team Research Activity

 

The SOMaF team focuses its activities on the development of new synthetic methodologies for the elaboration of functional molecular materials with specific electronic and/or optical properties. Illustrative examples are the preparation of tetrathiafulvalene and fullerene molecular building blocks, nanotubes, perylenediimides, and polypyridines acceptors.
The corresponding areas of research concerns:

  • the construction by self-assembly of switchable electro-and photo-active systems
  • the elaboration of tetrathiafulvalene based receptors for molecular recognition
  • the development of new functionalized fullerenes.

 

Self-Assembly
(Sébastien Goeb, Sébastien Bivaud, Vincent Croué, Marc Sallé)

 

a) Metal Directed Self-Assembly

 

 

Metal assisted self-assembly constitutes an efficient strategy to synthesize discrete molecular polygons and polyhedrons of varied geometry with high yields. Our group is more particularly interested in the preparation of auto-organized architectures incorporating electro and/or photo active walls by focusing on the development of commutative assemblies but also on the preparation of new tetrathiafulvalene (TTF) based ligands.

 

 

 

 

 

b) Organogels

The team is interested in the preparation of tetrathiafulvalene (TTF)-based fibers, xerogels and electroactive organogels. These polyfunctional systems associate the structuring and cooperative character of several functions on the periphery of the TTF skeleton, with the conductive properties of the latter.

c) Polymer films for optical storage applications

SHG printing and imaging (Second-Harmonic Generation) based on the reversible photodimerization of coumarin-substituted polymer films, enables highly efficient optical data storage, opening promising perspectives in the important and sensitive field of hidden 3D data storage,(in collaboration with Minos Team (UMR CNRS 6200, Angers).

 

 

 

 

Molecular Recognition
(Esmah Belhadj, Yohan Cotelle, Piétrick Hudhomme, Marc Sallé)

 

 

a) Redox-switchable receptors, dynamic receptors, molecular switches

 

The tetrathiafulvalene unit and its derivatives present remarkable redox properties, which have positioned this unit as a key component of a number of redox-switchable molecular or supramolecular architectures. These properties are used in the synthesis of new redox ligands capable to sense various charged (cations, anions) or neutral substrates, in the preparation of molecular switches associating electro and photochemical properties, or in the elaboration of systems allowing a control over the molecular shape through an appropriate stimulus.

 

 

 

 

 

b) Molecular clips

The development of molecular machines prone to generate reversible controllable recognition processes constitutes a challenge difficult to achieve in the case of neutral molecules. Our activity addresses the synthesis of molecular clips integrating electroactive walls (tetrathiafulvalene unit) and presenting a good affinity for neutral substrates through donor-acceptor interactions.

 

 

 

 

 

Fullerenes
(Piétrick Hudhomme)

 

 

The fullerene C60 is currently the best acceptor material for use in organic solar cells. On this ground, our activity focuses on its functionalization in order to optimize its electronic properties. In addition, new directions for organic photovoltaics are developed with the grafting of light-harvesting antenna on the fullerene moiety and, on the other hand with the functionalization of carbon nanotubes in order to reach processable materials.

 

 

 

 

 

 

Ionic Liquid Supported Organotin Reagents: new effective tools for the organic synthesis
(Stéphanie Legoupy, Djibril Faye)

 

Organostannic derivatives are known for their strong toxicity and the current challenge consists in avoiding any contamination by stannic residues when these derivatives are used. We are therefore interested in the synthesis and the reactivity of new organotin reagents and catalysts supported on ionic liquids. Covalent binding of these species to the support avoided any rejection of toxic substrate (tin residual in final products < 6 ppm). Furthermore, in a context of green chemistry, it is possible at the end of reaction to recycle organotin reagents supported on ionic liquids without loss of reactivity.

 

 

Representative Publications
  • "N-Aryl Pyrrolo-tetrathiafulvalene Based Ligands: Synthesis and Metal Coordination."

J.-Y. Balandier, M. Chas, P. I. Dron, S. Goeb, D. Canevet, A. Belyasmine, M. Allain, M. Sallé, J. Org. Chem.  2010, 75, 1589.

  • "Tetrathiafulvalene (TTF) derivatives: Key building-blocks for switchable processes."

D. Canevet, M. Sallé, G. Zhang, D. Zhang, D. Zhu, Chem. Commun. 2009, 2245.

  • “Plastic solar cells using fullerene derivatives in the photoactive layer in Fullerenes, principles and applications” RSC Publishing, F. Langa and J.-F. Nierengarten Eds.

P. Hudhomme, J. Cousseau, 2007, Chapter 8, 221.

  • “Fullerene  C60-perylene-3,4:9,10-bis(dicarboximide) light-harvesting dyads: spacer-length and bay-substituent effects on intramolecular singlet and triplet energy transfer."

J. Baffreau, S. Leroy-Lhez, N. V. Anh, R. M. Williams, P. Hudhomme, Chemistry - A European Journal 2008, 14, 4974.

  • "Monitoring the formation of TTF dimers by Na+ complexation."

J. Lyskawa, M. Sallé, J. Y. Balandier, F. Le Derf, E. Levillain, M. Allain, P. Viel, S. Palacin, Chemical Communications 2006, 2233.

 

 

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