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Novel chiral 1,4-bis(β-cyanostyryl)benzene liquid crystals with high circularly polarized luminescence tuned by length of alkyl chains
Journal of Molecular Liquids ( IF 5.3 ) Pub Date : 2023-04-08 , DOI: 10.1016/j.molliq.2023.121811
Nan Zhou , Hua Yan , Peibai Wei , Hongyu Guo , Fafu Yang

Although some AIE-based CPL materials had been presented, the design and synthesis novel AIE-based CPL materials and studies on the relationship of structure–property were still a challenging work. Herein, series of novel 1,4-bis(β-cyanostyryl)benzene derivatives 2a, 2b and 2c bearing chiral alkyl chains were prepared, and the influence of length of alkyl chains on CPL properties were investigated for the first time. Samples 2a, 2b and 2c were synthesized by simple procedure with 83–88 % yields. Samples 2b and 2c with longer chains displayed the typical liquid crystalline properties. All of them showed strong fluorescence in both solution and aggregated states. Their chiroptical properties of CD and CPL signals were influenced strongly by the molecular stacking in various states. The self-assembly in mesophase resulted in the best chiroptical properties. The longer alkyl chains contributed to stronger CD and CPL signals. The highest glum value attained 1.6 × 10-2 for sample 2c based on the effective chirality transfer and amplification of liquid-crystalline mesophase.



中文翻译:

新型手性 1,4-双(β-氰基苯乙烯基)苯液晶,具有由烷基链长度调节的高圆偏振发光

尽管已经出现了一些基于 AIE 的 CPL 材料,但是设计和合成基于 AIE 的新型 CPL 材料以及结构与性能关系的研究仍然是一项具有挑战性的工作。在此,制备了一系列带有手性烷基链的新型1,4-双(β-氰基苯乙烯基)苯衍生物2a2b2c,并首次研究了烷基链长度对CPL性能的影响。样品2a2b2c通过简单的程序合成,收率为 83–88%。样品2b2c长链显示出典型的液晶特性。它们都在溶液和聚集状态下显示出强烈的荧光。它们的 CD 和 CPL 信号的手性性质受到各种状态下分子堆积的强烈影响。中间相的自组装产生了最好的手性。较长的烷基链有助于增强 CD 和 CPL 信号。基于液晶中间相的有效手性转移和放大,样品2c的最高亮度达到 1.6 × 10 -2 。

更新日期:2023-04-11
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