Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
7839642 | Journal of Luminescence | 2018 | 23 Pages |
Abstract
Four new barbituric derivatives that bears the furan and thiophene and the 1,3-dimethyl barbituric acid moiety, has been synthesized. These D-Ï-A type conjugated compounds showed obvious intramolecular charge transfer (ICT) properties, which were evidenced by theoretical calculations and spectral analysis. The compounds exhibited Aggregation induced emission (AIE) characteristic. TOB-1 and FTB-1 were quite weakly emission in pure THF, while a significant AIE effect was observed in water/THF (fw =â¯70% and 90%) mixtures with a large AIE factor of 40.5 and 46.8. Barbituric acid derivatives with thiophene electron donating group possess the distinct mechanofluorochromic (MFC) behavior. The original powder of FTB-1, BFTB-2 and TFTB-4 could emit strong orange-yellow (614â¯nm), orange-red (663â¯nm) and yellow (571â¯nm) light under UV irradiation, while the fluorescence color changed into orange (629â¯nm), red (691â¯nm) and orange yellow (583â¯nm) emission after grinding, respectively, a red shift of 15, 28 and 12â¯nm was observed, respectively. Among them, the emission color of compound BFTB-2 can be observed by naked eyes. Such mechanochromism was reversible upon the treatment of grinding and fuming with CH2Cl2. The XRD studies of the powders showed that the MFC behavior of FTB-1 and BFTB-2 might be switched reversibly under the stimulus of external force because of the decrease in crystallinity. The resultant red shift of TFTB-4 was attributed to the planarization induced by grinding.
Related Topics
Physical Sciences and Engineering
Chemistry
Physical and Theoretical Chemistry
Authors
Kai Li, Xi Su, Yixuan Wang, Furong Tao, Yuezhi Cui, Huayong Zhang, Tianduo Li,