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Switching in visible-light emission of carbazole-modified pyrazole derivatives induced by mechanical forces and solution-organogel transition.
- Source :
-
Dyes & Pigments . Mar2019, Vol. 162, p67-74. 8p. - Publication Year :
- 2019
-
Abstract
- Abstract 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 CH 2 Cl 2. 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. Graphical abstract Image 1 Highlights • New carbazole-modified pyrazole derivatives were synthesized. • Tert -butylcarbazole derivatives showed reversible mechanofluorochromism and good gelation abilities. • High-contrast mechanofluorochromism of TCPDP was achieved via fluorescence switching in visible-light region. • Gelation-induced emission of TCPPM and TCPPF was detected. [ABSTRACT FROM AUTHOR]
- Subjects :
- *PYRAZOLES
*VISIBLE spectra
*FLUORESCENCE
*ORGANIC solvents
*NONAQUEOUS solvents
Subjects
Details
- Language :
- English
- ISSN :
- 01437208
- Volume :
- 162
- Database :
- Academic Search Index
- Journal :
- Dyes & Pigments
- Publication Type :
- Academic Journal
- Accession number :
- 133706406
- Full Text :
- https://doi.org/10.1016/j.dyepig.2018.10.005