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The self-assembly and chiroptical properties of tetraphenylethylene dicycle tetracholesterol with an AIE effect†
Journal of Materials Chemistry C ( IF 5.7 ) Pub Date : 2019-06-06 00:00:00 , DOI: 10.1039/c9tc02134e Ying-Xue Yuan 1, 2, 3, 4, 5 , Jia-Bin Xiong 1, 2, 3, 4, 5 , Jun Luo 4, 6, 7, 8 , Ming Hu 1, 2, 3, 4, 5 , Hejin Jiang 9, 10, 11, 12, 13 , Minghua Liu 9, 10, 11, 12, 13 , Yan-Song Zheng 1, 2, 3, 4, 5
Journal of Materials Chemistry C ( IF 5.7 ) Pub Date : 2019-06-06 00:00:00 , DOI: 10.1039/c9tc02134e Ying-Xue Yuan 1, 2, 3, 4, 5 , Jia-Bin Xiong 1, 2, 3, 4, 5 , Jun Luo 4, 6, 7, 8 , Ming Hu 1, 2, 3, 4, 5 , Hejin Jiang 9, 10, 11, 12, 13 , Minghua Liu 9, 10, 11, 12, 13 , Yan-Song Zheng 1, 2, 3, 4, 5
Affiliation
The immobilized propeller-like conformation of tetraphenylethylene (TPE) can be used to emit strong circularly polarized luminescence (CPL) light, but the immobilized propeller-like conformation must be resolved. A single-handed helical conformation of TPE units induced by chiral group(s) that do not need resolution can also enable CPL emission, but related research is very rare. In this paper, TPE dicycle tetracholesterol is synthesized which could self-assemble into nano-tubes with a double molecule-layer shell, and which showed a fluorescence quantum yield of >76%. One film composed of nano-tubes displayed an enhanced first positive circular dichroism (CD) effect and emitted strong positive CPL light. A suspension or solution of the TPE dicycle tetracholesterol in DCE had a first negative CD band and negative CPL emission. In contrast, TPE tetracholesterol without intramolecular cyclization self-assembled into very soft “noodle-like” aggregations and showed very weak CD signals and CPL emission. The TPE dicycle tetracholesterol had a large CPL dissymmetric factor (≤3.0 × 10−3), which was 30 times larger than the TPE tetracholesterol without cycles. Due to the strong bisignate band in the CD spectrum of TPE dicycle tetracholesterol and the absence of a helical structure in aggregates, the CD and CPL signals of the TPE dicycle tetracholesterol could be ascribed to the prevailing single-handed propeller-like conformation of TPE units induced by chiral cholesterol groups.
中文翻译:
具有AIE效应的四苯乙烯二环四胆固醇的自组装和手性性质†
固定的四苯基乙烯(TPE)螺旋桨状构象可用于发出强圆偏振发光(CPL)光,但必须解决该固定的螺旋桨状构象。由不需要拆分的手性基团诱导的TPE单元的单手螺旋构象也可以实现CPL发射,但是相关研究非常少见。本文合成了可以自组装成具有双分子层壳的纳米管的TPE二环四胆固醇,其荧光量子产率> 76%。由纳米管组成的薄膜显示出增强的第一正圆二向色性(CD)效果,并发出强的正CPL光。TPE二环四胆固醇在DCE中的悬浮液或溶液具有第一个负CD带和负CPL发射。相比之下,没有分子内环化作用的TPE四胆固醇自组装成非常柔软的“面条状”聚集体,并显示出非常弱的CD信号和CPL发射。TPE二环四胆固醇的CPL不对称因子大(≤3.0×10-3),是无循环的TPE四胆固醇的30倍。由于TPE二环四胆固醇CD光谱中的强双指带和聚集体中不存在螺旋结构,因此TPE二环四胆固醇的CD和CPL信号可归因于TPE单元普遍存在的单螺旋桨状构象。由手性胆固醇基团诱导。
更新日期:2019-06-06
中文翻译:
具有AIE效应的四苯乙烯二环四胆固醇的自组装和手性性质†
固定的四苯基乙烯(TPE)螺旋桨状构象可用于发出强圆偏振发光(CPL)光,但必须解决该固定的螺旋桨状构象。由不需要拆分的手性基团诱导的TPE单元的单手螺旋构象也可以实现CPL发射,但是相关研究非常少见。本文合成了可以自组装成具有双分子层壳的纳米管的TPE二环四胆固醇,其荧光量子产率> 76%。由纳米管组成的薄膜显示出增强的第一正圆二向色性(CD)效果,并发出强的正CPL光。TPE二环四胆固醇在DCE中的悬浮液或溶液具有第一个负CD带和负CPL发射。相比之下,没有分子内环化作用的TPE四胆固醇自组装成非常柔软的“面条状”聚集体,并显示出非常弱的CD信号和CPL发射。TPE二环四胆固醇的CPL不对称因子大(≤3.0×10-3),是无循环的TPE四胆固醇的30倍。由于TPE二环四胆固醇CD光谱中的强双指带和聚集体中不存在螺旋结构,因此TPE二环四胆固醇的CD和CPL信号可归因于TPE单元普遍存在的单螺旋桨状构象。由手性胆固醇基团诱导。