Göstl R, Sijbesma R P
Laboratory of Supramolecular Polymer Chemistry , Department of Chemical Engineering and Chemistry , Eindhoven University of Technology , P.O. Box 513 , 5600 MB Eindhoven , The Netherlands . Email:
Chem Sci. 2016 Jan 1;7(1):370-375. doi: 10.1039/c5sc03297k. Epub 2015 Oct 7.
Smart molecular systems having the ability to report on mechanical strain or failure in polymers alteration of their optical properties are of great interest in materials science. However, only limited attention has been devoted to targeted chromophore engineering to fine-tune their physicochemical properties. Here, we describe the synthesis of π-extended anthracenes that can be released from their respective maleimide Diels-Alder adducts through the application of mechanical stress in solution and in the solid state. We demonstrate the improvement of fluorescence quantum yield as well as the tuning of excitation and emission wavelengths while retaining their excellent mechanochemical properties laying the foundation for a new series of mechanophores whose spectral characteristics can be modularly adjusted.
能够报告聚合物中的机械应变或失效情况以及其光学性质改变的智能分子系统，在材料科学中备受关注。然而，针对发色团工程以微调其物理化学性质的研究却很少。在此，我们描述了π-扩展蒽的合成，这些蒽可以通过在溶液和固态中施加机械应力从各自的马来酰亚胺-狄尔斯-阿尔德加合物中释放出来。我们展示了荧光量子产率的提高以及激发和发射波长的调节，同时保留了它们优异的机械化学性质，为一系列光谱特征可模块化调节的新型机械发色团奠定了基础。
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