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Dimethyl malonate based organic compounds bearing different aromatic substituents: Synthesis, photophysics and application in anti-blue light lenses
Optical Materials ( IF 3.8 ) Pub Date : 2022-03-12 , DOI: 10.1016/j.optmat.2022.112183
Shimao Zhao 1 , Senqiang Zhu 1 , Haifeng Zhu 2 , Gongxing Xie 2 , Rui Liu 1 , Hongjun Zhu 1
Affiliation  

Five new organic conjugated molecules (TM1TM5) based on the electron-withdrawing unit (dimethyl malonate) were synthesized and studied. Among them, TM1TM4 exhibited intense absorption bands from ultraviolet to blue region, which were mainly arisen from the π–π* transitions, mixed with intramolecular charge transfer (ICT) characters. The absorption bands in the region of 360–450 nm for TM5 might be assigned to ICT transitions, mixed with the π–π* feature. Meanwhile, the increasing electron-donating ability of the substituents caused a bathochromic shift of emission. The different electron-donating substituents in the molecular structure make a slight difference in oxidation potential. Furthermore, there is almost no mass loss up to 200 °C for these compounds and all of them exhibit the satisfactory photostability. In addition, the anti-blue light performance of these compounds doped in optical films was studied and TM5 exhibited the best anti-blue light performance. These photophysical, photochemical and electrochemical properties indicated that organic conjugated small molecules containing dimethyl malonate unit are excellent optical functional materials for anti-blue light applications.



中文翻译:

基于丙二酸二甲酯的具有不同芳香族取代基的有机化合物:合成、光物理及其在防蓝光镜片中的应用

合成并研究了五种基于吸电子单元(丙二酸二甲酯)的新型有机共轭分子(TM1 - TM5 )。其中,TM1 - TM4表现出从紫外到蓝色区域的强烈吸收带,主要由 π-π* 跃迁产生,并具有分子内电荷转移 (ICT) 特性。TM5在 360-450 nm 范围内的吸收带可能被分配给 ICT 转换,与 π-π* 特征混合。同时,取代基的供电子能力增加导致发射的红移。分子结构中不同的给电子取代基使氧化电位略有不同。此外,这些化合物在高达 200 °C 时几乎没有质量损失,并且都表现出令人满意的光稳定性。此外,研究了这些化合物掺杂在光学薄膜中的抗蓝光性能,TM5表现出最好的抗蓝光性能。这些光物理、光化学和电化学特性表明,含有丙二酸二甲酯单元的有机共轭小分子是用于抗蓝光应用的优良光学功能材料。

更新日期:2022-03-12
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