Alkylated Benzodithienoquinolizinium Salts as Possible Non-Fullerene Organic N-Type Semiconductors: An Experimental and Theoretical Study

• Published in: Materials Vol. 14; no. 21; p. 6239
• Main Authors: Aracena, Andrés, Rezende, Marcos Caroli, García, Macarena, Muñoz-Becerra, Karina, Wrighton-Araneda, Kerry, Valdebenito, Cristian, Celis, Freddy, Vásquez, Octavio
• Format: Journal Article
• Language: English
• Published: Switzerland MDPI AG 20.10.2021; MDPI
• Subjects: Alkylation; benzodithienoquinolizinium cations; Current carriers; Dimers; Electrochemical analysis; Energy gap; Ethanol; Fluorescence; Mathematical analysis; Molecular orbitals; N-type semiconductors; Organic semiconductors; photocyclization of N-aryl pyridinium salts; Photovoltaic cells; Semiconductors; π-stacked assemblies; organic semiconductors; benzodithienoquinolizinium cations; photocyclization of N-aryl pyridinium salts; π-stacked assemblies
• ISSN: 1996-1944; 1996-1944
• DOI: 10.3390/ma14216239

Three photobicyclized benzodithienoquinolizinium tetrafluoroborates (BPDTQBF4) were prepared and evaluated by UV-Vis and fluorescence spectral, electrochemical analysis, and by theoretical calculations as possible organic n-type semiconductors. Evaluation and comparison of their LUMO levels, HOMO-LUMO energy gaps as monomeric and π-stacked dimers with those of other materials, suggest their potential as organic n-type semiconductors. Calculations of their relative charge carrier mobilities confirmed this potential for one derivative with a long (C-14) alkyl chain appended to the polycyclic planar π-system.