Energetic and Structural Insights into the Molecular and Supramolecular Properties of Rubrene

• Type: Article in International Scientific Journal
• Date: 2017

Authors

Lima, C.F.R.A.C. (Author) Other; Costa, J.C.S. (Author) FEUP; Lima, L.M.S.S. (Author) Other; Andre Melo (Author) FCUP; Silva, A.M.S. (Author) Other; Santos, L.M.N.B.F. (Author) Other

Journal

Title: ChemistrySelect

Vol. 2

Pages: 1759-1769

Publisher: Wiley-Blackwell

Indexing

ISI Web of Knowledge - 7 Citations

Scopus - 7 Citations

Associated Projects

LEPABE - Laboratório de Engenharia de Processos, Ambiente, Biotecnologia e Energia

Other information

Authenticus ID: P-00M-K81

DOI: 10.1002/slct.201601636

Abstract (EN): The molecular and supramolecular structure and energetics of tetracene and rubrene were investigated by a combined experimental and theoretical study. Accurate equilibrium vapour pressures at various temperatures were measured for both compounds. For rubrene the energetic analysis evidences lower crystal packing efficiency, strong molecular destabilization and confirms the non-planar twisted equilibrium structure in the gas phase. The results also indicate that phenyl internal rotation in rubrene is highly hindered. The intra- and intermolecular interactions in crystal tetracene and rubrene were evaluated by computational methods. The representative stacked dimer of the tetracene...tetracene interaction in rubrene has lower ionization energy than the one modelling the same interaction in tetracene, due to stronger cation...pi interactions in the cation-radical of rubrene. Charge distribution in the cation dimer is symmetrical in rubrene, whereas in tetracene it is largely localized on the C-H center dot center dot center dot pi donor partner of the herringbone dimer. These findings highlight the impact of cation...pi interactions on the semiconducting properties of OSCs.

Language: English

Type (Professor's evaluation): Scientific

No. of pages: 11