Diels–Alder Polymer Networks with Temperature‐Reversible Cross‐Linking‐Induced Emission,Angewandte Chemie International Edition

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Diels–Alder Polymer Networks with Temperature‐Reversible Cross‐Linking‐Induced Emission
Angewandte Chemie International Edition ( IF 16.1 ) Pub Date : 2020-10-08 , DOI: 10.1002/anie.202013183
Yu Jiang ₁ , Nikos Hadjichristidis ₂

Affiliation

A novel synthetic strategy gives reversible cross‐linked polymeric materials with tunable fluorescence properties. Dimaleimide‐substituted tetraphenylethene (TPE‐2MI), which is non‐emissive owing to the photo‐induced electron transfer (PET) between maleimide (MI) and tetraphenylethene (TPE) groups, was used to cross‐link random copolymers of methyl (MM), decyl (DM) or lauryl (LM) methacrylate with furfuryl methacrylate (FM). The mixture of copolymer and TPE‐2MI in DMF showed reversible fluorescence with “on/off” behavior depending on the Diels–Alder (DA)/retro‐DA process, which is easily adjusted by temperature. At high temperatures, the retro‐DA reaction is dominant, and the fluorescence is quenched by the photo‐induced electron transfer (PET) mechanism. In contrast, at low temperatures, the emission recovers as the DA reaction takes over. A transparent PMFM/TPE‐2MI polymer film was prepared which shows an accurate response to the external temperature and exhibited tunable fluorescent “turn on/off” behavior. These results suggest the possible application in areas including information security and transmission. An example of invisible/visible writing is given.

中文翻译：

具有温度可逆交联诱导发射的 Diels-Alder 聚合物网络

一种新颖的合成策略提供了具有可调荧光特性的可逆交联聚合物材料。二马来酰亚胺取代的四苯乙烯（TPE-2MI）由于马来酰亚胺（MI）和四苯乙烯（TPE）基团之间的光致电子转移（PET）而具有非发射性，可用于交联甲基（MM）的无规共聚物）、甲基丙烯酸癸酯（DM）或月桂酯（LM）与甲基丙烯酸糠酯（FM）。共聚物和 TPE-2MI 在 DMF 中的混合物表现出可逆荧光，并具有“开/关”行为，具体取决于 Diels-Alder (DA)/retro-DA 过程，该过程很容易通过温度进行调节。在高温下，retro-DA 反应占主导地位，荧光被光诱导电子转移 (PET) 机制猝灭。相反，在低温下，随着 DA 反应的发生，发射会恢复。制备了透明 PMFM/TPE-2MI 聚合物薄膜，该薄膜对外部温度具有准确的响应，并表现出可调谐的荧光“打开/关闭”行为。这些结果表明其在信息安全和传输等领域的可能应用。给出了不可见/可见书写的示例。

更新日期：2020-10-08

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