Alignment and Photopolymerization of Hexa-peri-hexabenzocoronene Derivatives Carrying Diacetylenic Side Chains for Charge Transporting Application,Journal of the American Chemical Society

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Alignment and Photopolymerization of Hexa-peri-hexabenzocoronene Derivatives Carrying Diacetylenic Side Chains for Charge Transporting Application
Journal of the American Chemical Society ( IF 14.4 ) Pub Date : 2020-06-08 , DOI: 10.1021/jacs.0c02055
Fang-Ju Lin, Chih-Wen Yang, Hsiu-Hui Chen, Yu-Tai Tao

Thin films of four discotic liquid crystalline hexa-peri-hexabenzocoronene(HBC) derivatives carrying three diacetylenic side chains and three saturated alkyl chains at different positions around the central HBC core were prepared on phenyltri-chlorosilane-modified SiO2 substrate by the Chinese brush-coating method. The brush-coated films of molecules with D3h-symmetry and C1-symmetry all exhibited anisotropic alignment, with an edge-on orientation and molecular π-π stacking along the coating direction on the surface, in contrast to the spin-coated films, where a mixture of face-on and edge-on orientations was obtained. Hexagonally packed columnar structure or lamella-like columnar structure was obtained, depend-ing on the location of the diacetylenic unit along the chain. UV-irradiation of the films resulted in cross-linking/polymerization of the molecular columns. Among them, the lamella-like structure with diacetylene unit closer to the HBC core gave more closely packed and ordered HBC arrays with the poly(ene-yne) backbones stretching along the column direction, based on a variety of experimental evidences. Thin-film transistor based on this irradiated film gave a highest mobility of 1.5 cm2V-1s-1 along the column direction, which is three order of magnitude improvement over that of the mon-omeric film. However, for those with diacetylenic unit extended farther away from the core, cross-linking between neighbor-ing columns was suggested to occur and no mobility can be measured for devices based on those films.

更新日期：2020-06-08

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