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H-bonding tuned self-assembly of phenylene-thiophene-thiophene-phenylene derivatives at surfaces: structural and electrical studies

Massimo Bonini, Leszek Zalewski, Emanuele Orgiu, Thomas Breiner, Florian Dötz, Marcel Kastler and Paolo Samorì, New York (2011)

Several physicochemical properties of molecular ensembles can be modulated by controlling intermolecular interactions. The design and synthesis of π-conjugated rodlike molecules exposing groups that can undergo H-bondings was exploited to develop materials featuring tunable 2D self-assembly at surfaces, thermal stability, order in micrometer-thick films, and electrical characteristics in organic field-effect transistors (OFETs). As a model system, we have chosen phenylenethiophenethiophenephenylene derivatives with side groups exposing either COOH or COOMe moieties. The structure and dynamics within monolayers at the solidliquid interface was explored by in-situ scanning tunneling microscopy (STM) experiments. The thermal behavior of the materials was investigated by differential scanning calorimetry (DSC) and thermogravimetric analysis (TGA). The order in micrometer-thick films was studied by grazing-incidence small-angle X-ray scattering (GISAXS), whereas the electrical characteristics of the different systems were studied when self-assembled in thin films in a bottom-gate and bottom-contact field-effect transistor.

Partners : UdS and BASF

Place of Publication : New York

Date of Publication : 2011/04/26

Additional Data : J. Phys. Chem. C 2011, 115, 9753–9759

Link to the online version of the article.