Abstract

Three novel triphenylene–perylene–triphenylene triads 5, 6, and 7 with short amido spacer and bay-substituents (H, Br, and tert-butylphenyl) were synthesized in yields of 40–70%. Their structural and conformational characterization had been achieved by FT-IR, NMR, and HR-MS. The studies of liquid crystalline behaviors suggested that triads 5, 6, and 7 possessed hexagonal columnar mesophase. The bay-substituents were favorable for decreasing the phase transitions temperature and enlarging the ranges of phase transfer temperatures. Their absorption spectra were similar to the absorption bands of analogues of triphenylene and perylene. Their fluorescence spectra exhibited strong Dexter electron transfer between triphenylene moiety and perylene moiety, resulting in drastic fluorescence quenching. The larger π–π conjugated system of perylene core enhanced the electron transfer property.

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