Title | An ESIPT-based fluorescent switch with AIEE, solvatochromism, mechanochromism and photochromism |
Authors | Liu, Xuedan Li, Aisen Xu, Weiqing Ma, Zhiyong Jia, Xinru |
Affiliation | Beijing Univ Chem Technol, Coll Chem Engn, Beijing State Key Lab Organ Inorgan Composites, Beijing 100029, Peoples R China Jilin Univ, Inst Theoret Chem, State Key Lab Supramol Struct & Mat, Changchun 130012, Jilin, Peoples R China Peking Univ, Coll Chem & Mol Engn, Minist Educ, Beijing Natl Lab Mol Sci,Key Lab Polymer Chem & P, Beijing 100871, Peoples R China |
Issue Date | 2019 |
Publisher | MATERIALS CHEMISTRY FRONTIERS |
Abstract | In this study, we report a newly synthesized molecule 1via linking a benzothiazole to rhodamine, which could exhibit AIEE, unique acidichromism and solvatochromism in solution, fascinating photochromism in a polymer matrix, intriguing mechanochromism in solid state and remarkable piezochromism in the crystal. 1 is a rarely reported organic molecule, which is sensitive to multiple stimuli such as acid/base, force, pressure, light and solvent polarity due to its distinct intramolecular hydrogen bonding and spiro-lactam structure. 1 demonstrated AIEE property in a THF/H2O system because of the water-induced aggregation and aggregation-suppressed nonradiative relaxation of the excited states. In the solution, 1 afforded yellowish-green emission at 520 nm (keto emission) in a non-polar solvent and blue emission at 447 nm (enol emission) in a polar solvent. Surprisingly, a blue shift in the emission peak was observed in a DCM solution upon treatment with acid or base, which is quite different from that of traditional rhodamine. In the solid state, the emission color of 1 changed from yellowish-green to red upon grinding or applying hydrostatic pressure, owing to the force-induced ring-opening reaction. In the polymer matrix, 1 manifested reversible photochromic behaviour and could serve as a good photoprinting material. This study is expected to contribute to the development of multistimuli-responsive fluorescent switch with multiple functions in different states. |
URI | http://hdl.handle.net/20.500.11897/543658 |
DOI | 10.1039/c8qm00633d |
Indexed | ESCI |
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