甘草次酸和聚乙二醇二取代反式/顺式四苯乙烯立体异构体表现出热响应荧光自组装,ACS Applied Polymer Materials

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甘草次酸和聚乙二醇二取代反式/顺式四苯乙烯立体异构体表现出热响应荧光自组装
ACS Applied Polymer Materials ( IF 4.4 ) Pub Date : 2023-08-08 , DOI: 10.1021/acsapm.3c01337
Xia Yu ₁ , Jiawei Li ₁ , Hao Zhang ₁ , Min-Hui Li ₂ , Jun Hu ₁

Affiliation

基于四苯撑 (TPE) 的立体异构体因其几何结构而具有独特的物理、化学和刺激响应特征。这里，利用具有良好自组装能力的天然甘草次酸（GA）和具有热响应能力的亲水性聚乙二醇（PEG），制备了具有聚集诱导发射（AIE）特性的两亲性反式/顺式TPE-GA - PEG异构体合成的，在光照射下可发生立体异构化。当四氢呋喃/水溶液中水含量升高时，反式分子表现出典型的 AIE 特征，形成纳米球，而顺式分子则表现出典型的 AIE 特征，形成纳米球。异构体表现出荧光增强特性，具有波长红移和纳米囊泡的生成。此外，两种异构体在四氢呋喃/水溶液中均具有可逆相变，其中顺式异构体与反式-TPE-GA-PEG相比具有较低的相变温度（T _{lc ）。}在此相变过程中，由于 PEG 链与水分子之间相互作用的破坏，反式和顺式异构体的形态分别从纳米球转变为螺旋纤维和不规则聚集体。我们的工作为使用天然产物的两亲性刺激响应 AIE 分子提供了一种替代构建策略。

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Glycyrrhetinic Acid and Polyethylene Glycol-Disubstituted trans/cis-Tetraphenylethene Stereoisomers Showing Thermoresponsive Fluorescent Self-Assembly

Tetraphenylene (TPE)-based stereoisomers have distinct physical, chemical, and stimuli-responsive features, attributed to their geometrical structures. Here, taking advantage of natural glycyrrhetinic acid (GA) with good self-assembly ability and hydrophilic polyethylene glycol (PEG) with thermoresponsive capacity, the amphiphilic trans-/cis-TPE-GA-PEG isomers with aggregation-induced emission (AIE) characteristics are synthesized, which can undergo stereoisomerization under light irradiation. Upon rising water content in tetrahydrofuran/water solution, trans molecules show typical AIE features with formation of nanospheres, while cis isomers display a fluorescence-enhanced property with a red-shift of wavelength and generation of nanovesicles. In addition, both isomers have reversible phase transitions in tetrahydrofuran/water solution, where cis isomers possess a lower phase transition temperature (T_lc) compared with trans-TPE-GA-PEG. During this phase transition process, the morphology of trans and cis isomers transforms from nanospheres into helical fibers and irregular aggregates, respectively, because of the disruption of interactions between PEG chains and water molecules. Our work provides an alternative construction strategy for amphiphilic stimuli-responsive AIE molecules using natural products.

更新日期：2023-08-08

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