Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 142, Issue 27, Pages 11763-11771Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jacs.0c02055
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- Ministry of Science and Technology of Taiwan, Republic of China [108-2113-M-001-022, 108-2113-M-027-007, 107-3017-F-027-001]
- Academia Sinica
- Research and Development Center for Smart Textile Technology, National Taipei University of Technology
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Thin films of four discotic liquid-crystalline hexaperi-hexabenzocoronene (HBC) derivatives carrying three diacetylenic side chains and three saturated alkyl chains at different positions around the central HBC core were prepared on phenyltrichlorosilane-modified SiO2 substrate by the Chinese brush-coating method. The brush-coated films of molecules with D 3 h symmetry and C, symmetry all exhibited anisotropic alignment with an edge-on orientation and molecular pi-pi 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, depending 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 a 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 evidence. A thin-film transistor based on this irradiated film gave a highest mobility of 1.5 cm(2) s(-1) along the column direction, which is a 3 orders of magnitude improvement over that of the monomeric film. However, for those with a diacetylenic unit extended farther away from the core, cross-linking between neighboring columns was suggested to occur and no mobility can be measured for devices based on those films.
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