Although various perylene derivatives have been studied widely, circularly polarized luminescence (CPL) perylenes in the aggregated state are seldom presented due to the ACQ effect. In this study, a novel diphenylacrylonitrile–perylene derivative with peripheral chiral alkyl chains (CPL-P) was designed and prepared in 81% yield. CPL-P showed Colh mesophase with a wide mesomorphic temperature ranging from 42.8 °C to 155.6 °C. Its photophysical studies suggested good fluorescence emission (550–700 nm) in the aggregated state due to the AIE-FRET effect between the diphenylacrylonitrile unit and perylene skeleton. The chiral optical investigation implied that CPL-P exhibited excellent CPL emission in the aggregated state, which could be attributed to the favourable influence of the AIE-FRET effect and the effective chiral transfer from chiral alkyl chains to the perylene skeleton based on the spiral columnar mesophase. This work not only presents a novel perylene derivative with a good CPL property in the aggregated state, but also opens a new strategy of combining the AIE-FRET effect and chiral transfer based on mesomorphic self-assembly to construct normal dye derivatives with excellent CPL property in the aggregated state.
Qian Wang,Lei Wang,Xiaoyu Zhao,Ling Huang,Daojiang Gao,Jian Bi,Xin Wang,Guohong Zou
By introducing Sb3+ cations with a stereochemically active lone pair in the sulfate system, two antimony fluoride sulfates with the same stoichiometric ratio, namely, K2SO4·(SbF3)2 and Rb2SO4·(SbF3)2, were successfully synthesized via mild hydrothermal reactions. The cooperative effects of the alkali metal cation size and lone pairs resulted in a different symmetry for these two title compounds. The compound K2SO4·(SbF3)2 crystallized in a centrosymmetric (CS) space group of P21/c, while Rb2SO4·(SbF3)2 crystallized in the noncentrosymmetric (NCS) space group of P21. Though both of these two compounds consisted of similar structural building units, [SbF3O2]4− tetragonal pyramid complexes and [SO4]2− tetrahedra, they displayed discrepant helix columns in the crystal structure due to the different steric hindrance forces produced by the alkali metal cations. The alkali metal cations K+/Rb+ provided a charge balance and connected the different helix columns to form the three-dimensional framework. The detailed characterizations revealed that Rb2SO4·(SbF3)2 was a potential ultraviolet nonlinear optical material. In addition, theoretical calculations were performed.
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