Switching in visible-light emission of carbazole-modified pyrazole derivatives induced by mechanical forces and solution-organogel transition
| Autor: | Wenhua Mi, Lu Zhai, Fushuang Zhang, Meng Sun, Jingbo Sun, Jipeng Ding, Ran Lu |
|---|---|
| Rok vydání: | 2019 |
| Předmět: |
Materials science
Carbazole Process Chemistry and Technology General Chemical Engineering 02 engineering and technology Pyrazole 010402 general chemistry 021001 nanoscience & nanotechnology Photochemistry medicine.disease_cause 01 natural sciences Fluorescence Blue emission 0104 chemical sciences Grinding chemistry.chemical_compound chemistry medicine 0210 nano-technology Ultraviolet Visible spectrum |
| Zdroj: | Dyes and Pigments. 162:67-74 |
| ISSN: | 0143-7208 |
| DOI: | 10.1016/j.dyepig.2018.10.005 |
| Popis: | New carbazole-modified pyrazole derivatives were synthesized. It was found that tert-butylcarbazole derivatives of TCPDP, TCPHP, TCPPM and TCPPF exhibited reversible mechanofluorochromic (MFC) behavior under the treatment of grinding/fuming with CH2Cl2. Particularly, the emission of the as-synthesized crystals of TCPDP was weak and emerged in the ultraviolet region, while the grinding led to significant red-shift of the emission to the visible-light region, accompanied with the significant fluorescence enhancement on account of the formation of J-aggregates. Thus, TCPDP showed intriguing fluorescence switching in visible-light region during MFC processes, which could be easily observed visually. Additionally, TCPDP, TCPHP, TCPPM and TCPPF could form stable organogels in some organic solvents. Notably, the solutions of TCPPM and TCPPF were almost non-emissive, but gelation-induced blue emission was achieved. Thus, the fluorescence could be also turned on due to the AIE (aggregation-induced emission) during the gel formation. |
| Databáze: | OpenAIRE |
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