Premium
Tuning of the Electronic Levels of Oligothiophene–Naphthalimide Assemblies by Chemical Modification
Author(s) -
de la Peña Alejandro,
ArrecheaMarcos Iratxe,
Mancheño María J.,
Ruiz Delgado M. Carmen,
López Navarrete J. Teodomiro,
Segura José L.,
Ponce Ortiz Rocío
Publication year - 2016
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201602082
Subject(s) - ambipolar diffusion , intramolecular force , catenation , homo/lumo , conjugated system , molecular orbital , atomic orbital , chemistry , materials science , combinatorial chemistry , nanotechnology , photochemistry , molecule , polymer , stereochemistry , organic chemistry , physics , dna , biochemistry , quantum mechanics , electron , plasma
Inversion of the connections of amidine linkers combined with controlled oligothiophene chain catenation in oligothiophene–naphthalimide assemblies provides an efficient method to tune the HOMO and LUMO values in this type of assemblies. This modification also suppresses the intramolecular charge transfer (ICT) band normally found in this type of derivatives, also delocalizing the frontier molecular orbitals over the whole conjugated skeleton. The resultant assemblies were used in the fabrication of field‐effect transistors, which showed well‐balanced ambipolar transport.