abstract
The synthesis and properties of two highly stable K-conjugated dibenzoazahexacenes are reported. Single-crystal X-ray, optoelectronic, and electrochemical characterization combined with theoretical studies show a favorable molecular packing and an optimal energy alignment of their frontier orbitals for charge transport. Electrical characterization illustrates that the preferential transport of holes or electrons depends on the number of N atoms in the aromatic framework.
keywords
PYRENE-FUSED AZAACENES; N-HETEROACENES; ORGANIC SEMICONDUCTORS; PHENAZINE DERIVATIVES; ACENES; BASES; TETRAAZAHEPTACENE; TETRAAZAOCTACENE; SUBSTITUTION
subject category
Chemistry
authors
Antonicelli, G; Gozalvez, C; Abcabal, A; Melle-Franco, M; Hueso, LE; Mateo-Alonso, A
our authors
Manuel Melle-Franco
Principal ResearcherProjects
CICECO - Aveiro Institute of Materials (UID/CTM/50011/2013)
Redesigning 2D Materials for the Formulation of Semiconducting Inks (2D INK)
acknowledgements
We are grateful to the Basque Science Foundation for Science (Ikerbasque), POLYMAT, the University of the Basque Country (SGIker), Deutsche Forschungsgemeinschaft (AU 373/3-1 and MA 5215/4-1), Gobierno de Espana (Ministerio de Economia y Competitividad, MAT2012-35826 and MAT2015-65159-R), Gobierno Vasco (BERC program and PC2015-1-01(06-37)), Diputacion Foral de Guipuzkoa (2015-CIEN-000054-01), CICECO - Aveiro Institute of Materials, POCI-01-0145-FEDER-007679 (FCT ref. UID/CTM/50011/2013), ON2 (NORTE-07-0162-FEDER-000086), and the European Union (ERA-Chemistry, Career Integration Grant No. 618247, and FEDER). This project has received funding from the European Union's Horizon 2020 research and innovation programme under grant agreement No. 664878.