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Updated: Apr 27, 2026

Scale-up Chemical Synthesis of Thermally-activated Delayed Fluorescence Emitters Based on the Dibenzothiophene-S,S-Dioxide Core
Published on: October 24, 2017
Controllable aggregation-induced emission based on a tetraphenylethylene-functionalized pillar[5]arene via host-guest
Jie Wu1, Shu Sun, Xiaoqing Feng
1Key Laboratory of Mesoscopic Chemistry of MOE, Center for Multimolecular Organic Chemistry, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, China. huxy@nju.edu.cn lywang@nju.edu.cn.
Researchers developed a new molecule, tetraphenylethylene-functionalized pillar[5]arene (TPEP5), which exhibits enhanced fluorescence. This occurs because restricting the molecule
Area of Science:
- Supramolecular Chemistry
- Materials Science
- Fluorescent Materials
Background:
- Aggregation-Induced Emission (AIE) is a phenomenon where luminogens are non-emissive in solution but become highly fluorescent in the aggregated state.
- Pillararenes are macrocyclic hosts known for their host-guest complexation abilities, offering potential for molecular recognition and material design.
- Tetraphenylethylene (TPE) is a well-known AIE-active luminogen whose fluorescence is sensitive to molecular environment and aggregation.
Purpose of the Study:
- To synthesize a novel supramolecular material combining TPE and pillar[5]arene functionalities.
- To investigate the effect of host-guest interactions on the photophysical properties of TPE.
- To achieve controlled fluorescence enhancement through molecular design and supramolecular assembly.
Main Methods:
- Synthesis of tetraphenylethylene-functionalized pillar[5]arene (TPEP5).
- Host-guest complexation studies to investigate molecular recognition between TPEP5 components.
- Fluorescence spectroscopy to monitor emission changes upon complexation and cross-linking.
- Analysis of the mechanism controlling fluorescence based on the AIE effect.
Main Results:
- Successful synthesis of the TPEP5 molecule.
- Demonstration of host-guest recognition-mediated restriction of TPE motif motion within the pillararene cavity.
- Observation of efficient 'turn-on' fluorescence emission, confirming the AIE mechanism.
- The cross-linking strategy effectively suppressed non-radiative decay pathways, enhancing luminescence.
Conclusions:
- The study presents a novel TPE-functionalized pillar[5]arene (TPEP5) with controllable fluorescence.
- Host-guest recognition is a viable strategy to restrict molecular motion and activate AIE.
- This work provides a new avenue for designing advanced fluorescent materials based on supramolecular self-assembly.
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