Synthesis, Photophysical Characterization, and Self-Assembly of Hexa-peri-hexabenzocoronene/Benzothiadiazole Donor–Acceptor Structure

Hu Y, Doessel LF, Wang XY, Mahesh S, Pisula W, De Feyter S, Feng X, Muellen K, Narita A (2017)


Publication Type: Journal article

Publication year: 2017

Journal

Book Volume: 82

Pages Range: 1030-1033

Journal Issue: 7

DOI: 10.1002/cplu.201700162

Abstract

Hexa-peri-hexabenzocoronene (HBC) substituted by six benzothiadiazole (BTZ) units with ethynylene bridges is synthesized as a new donor–acceptor (D–A) motif. The C≡C bridges significantly reduce the dihedral angles between HBC and BTZ, and thus, lead to a planar molecular conformation as predicted by density functional theory calculations. The optoelectronic properties are investigated by UV/Vis absorption and emission spectroscopies with absorption and emission maxima at 424 and 650 nm, respectively, demonstrating the tunable electronic structures of HBC through the attachment of electron-withdrawing BTZ units. Two-dimensional wide-angle X-ray scattering analysis shows that the molecules self-assemble into liquid-crystalline columns with high stability over a wide temperature range. Scanning tunneling microscopy reveals the formation of ordered bilayers of the D–A molecules with star-shaped structures.

Involved external institutions

How to cite

APA:

Hu, Y., Doessel, L.F., Wang, X.-Y., Mahesh, S., Pisula, W., De Feyter, S.,... Narita, A. (2017). Synthesis, Photophysical Characterization, and Self-Assembly of Hexa-peri-hexabenzocoronene/Benzothiadiazole Donor–Acceptor Structure. ChemPlusChem, 82(7), 1030-1033. https://doi.org/10.1002/cplu.201700162

MLA:

Hu, Yunbin, et al. "Synthesis, Photophysical Characterization, and Self-Assembly of Hexa-peri-hexabenzocoronene/Benzothiadiazole Donor–Acceptor Structure." ChemPlusChem 82.7 (2017): 1030-1033.

BibTeX: Download