1361119-48-3Relevant articles and documents
The relationship between molecular structure and electronic properties in dicyanovinyl substituted acceptor-donor-acceptor chromophores
Tarku?, Simge,Eelkema, Rienk,Grozema, Ferdinand C.
, p. 4994 - 5004 (2017)
In this contribution we describe a combined experimental and theoretical study of the relation between the molecular structure and the electronic properties of conjugated donor-acceptor type chromophores for light-harvesting applications. A series of model systems was synthesized where a central anthracene (electron donor) is connected to dicyanovinyl units (electron acceptor) through a π-conjugated spacer. The study of the redox and optical properties of these chromophores and of reference compounds without dicyanovinyl units allows us correlate the electronic properties to the presence of the electron withdrawing groups and the molecular conformation. Comparison with calculated electronic structure shows that the construction of chromophores that consist of electron donating and accepting units does not always follow the simple rules that are generally used in the design of such molecules. The results show a subtle relation between the charge transfer character and the geometry of the molecules. In some cases this leads to significant contribution of charge transfer excitation to the absorption spectra of some chromophores while such contributions are completely absent in others.
Synthesis, photophysical properties, and field-effect characteristics of (ethynylphenyl)benzimidazole-decorated anthracene and perylene bisimide derivatives
Lee, I-Lin,Li, Sie-Rong,Chen, Kuan-Fu,Ku, Po-Jen,Singh, Ashutosh S.,Kuo, Hui-Tung,Wen, Yuh-Sheng,Chu, Chi-Wei,Sun, Shih-Sheng
experimental part, p. 2906 - 2915 (2012/07/14)
A series of anthracene and perylene bisimide derivatives with electron-withdrawing benzimidazole substituents has been designed and prepared. Detailed studies on the electrochemical and photophysical properties as well as the field-effect mobilities of these new compounds were explored. The incorporation of electron-withdrawing benzimidazole groups lowered the LUMO levels in both anthracene and perylene bisimide derivatives compared to those of the parent compounds. Strong emission was observed for all anthracene derivatives, but only weak emission was observed for perylene bisimide derivatives. The anthracene derivatives showed typical p-type semiconducting character, even when the derivatives were substituted with electron-withdrawing benzimidazole groups at the 9- and 10-positions, which apparently does not lower the LUMO levels to transform them into electron-transporting molecules. Perylene bisimide derivatives displayed typical n-channel semiconducting properties with low threshold voltages and electron mobilities of ca. 5.2 × 10-5 cm2 V-1 s-1. Copyright
