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CC BY-NC-ND 4.0 · Organic Materials 2020; 02(03): 204-213
DOI: 10.1055/s-0040-1713856
DOI: 10.1055/s-0040-1713856
Original Article
5,7,12,14-Tetraphenyl-Substituted 6,13-Diazapentacenes as Versatile Organic Semiconductors: Characterization in Field Effect Transistors
Funding Information This study was supported by the Deutsche Forschungsgemeinschaft (DFG; Project number 182849149—SFB 953 “Synthetic Carbon Allotropes” and Project number 281029004—SFB 1249 “N-Heteropolyzyklen als Funktionsmaterialien”).Further Information
Publication History
Received: 22 April 2020
Accepted after revision: 16 May 2020
Publication Date:
19 July 2020 (online)
Abstract
We report the synthesis of 5,7,12,14-tetraphenyl-substituted 6,13-dihydro-6,13-diazapentacene and its fully aromatic 6,13-diazapentacene congener. Both arylated diazapentacenes were characterized by X-ray crystallography to investigate their solid-state structures and by UV–vis spectroscopy and cyclic voltammetry to unveil their electronic properties. The experimental results are complemented with theoretical investigations. The semiconductor properties of both diazapentacene derivatives were assessed in organic field-effect transistors, whereby the fully aromatized compound showed comparably less abundant n-type behavior.
Key words
diazapentacenes - polycyclic aromatic hydrocarbons - tetra-substitution - organic semiconductors - organic field-effect transistorsSupporting Information
Supporting information for this article is available online at https://doi.org/10.1055/s-0040-1713856.
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