4.4 Article

Self-assembling behavior of binary mixture of hexa-peri-hexabenzocoronene derivatives with different molecular symmetry

Journal

TETRAHEDRON
Volume 75, Issue 2, Pages 220-229

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2018.11.049

Keywords

Self-assembly; Binary; Hexa-peri-hexabenzocoronene; Excimer; Exciplex

Funding

  1. Ministry of Science and Technology [MOST 107-2113-M-017-00444]

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The self-assembly and mesophase behavior of a series of mixtures of hexa-peri-hexabenzocoronene (HBC) derivatives carrying alkyl chains of different lengths at different positions and thus of different molecular symmetry (C-1- and D-3h-symmetry) were examined by powder X-ray diffractometry, UV-vis spectrometry, photoluminescence, polarizing optical microscopy, and differential scanning calorimetry. Significant reduction of isotropic phase transition temperature/clearing temperature was observed compare to single component symmetric analogues. The chain length modulates the mesophase behavior existed in the mixture. In particular, with long dodecyl groups, the mixture exhibited excimer/ exciplex formation as well as aggregation induced emission phenomena in the non-polar solvent of hexane. Formation dynamics of intermolecular excimer/exciplex was studied by nuclear magnetic resonance and UV-vis spectroscopic method. (C) 2018 Elsevier Ltd. All rights reserved.

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