研究目的
To design and synthesize novel carbazole-based tetraphenylethene derivatives with high thermal stability, strong solid-state fluorescence, aggregation-induced emission (AIE) characteristics, and reversible mechanofluorochromism for potential applications in mechanical-force sensors.
研究成果
The synthesized carbazole-based tetraphenylethene derivatives exhibit high thermal stability, strong solid-state fluorescence with tunable colors, significant AIE effects, and reversible mechanofluorochromism due to crystalline-to-amorphous phase transitions. These properties make them promising candidates for developing mechanical-force sensors with AIE features, and the work provides a foundation for future exploration of similar materials.
研究不足
The study is limited to specific carbazole-based derivatives; generalizability to other compounds may require further investigation. The mechanochromic behavior relies on solvent vapor treatment, which might not be practical for all applications. The quantum yield for compound 3 is lower than for 1 and 2, indicating potential issues with certain substituents.
1:Experimental Design and Method Selection:
The study involved the synthesis of three carbazole-based tetraphenylethene derivatives (compounds 1-3) using palladium-catalyzed coupling reactions. The AIE behaviors were investigated using photoluminescence spectroscopy in DMF-water mixtures, and mechanofluorochromic properties were studied through grinding and solvent vapor exposure, with powder X-ray diffraction (PXRD) to analyze morphological changes.
2:Sample Selection and Data Sources:
Compounds 1-3 were synthesized from intermediate products (1-1, 1-2, 1-3, and 1-4) as described in the literature. Solutions were prepared in DMF with varying water fractions for aggregation studies, and solid samples were used for fluorescence and mechanochromism tests.
3:List of Experimental Equipment and Materials:
Equipment included a Varian Mercury Plus 400 NMR spectrometer, Bruker AmaZon SL Ion Trap Mass spectrometer, PE CHN 2400 analyzer, Agilent 8453 UV/Vis spectrophotometer, Hitachi-F-4600 fluorescence spectrophotometer, Shimadzu XRD-6000 diffractometer, Edinburgh FLS1000 spectrometer for quantum yields and lifetimes, and NanoBrook 90Plus for dynamic light scattering. Materials included various boronic acids, palladium catalysts, solvents (e.g., DMF, toluene, dichloromethane), and silica gel for chromatography.
4:Experimental Procedures and Operational Workflow:
Synthesis involved refluxing intermediates with catalysts in toluene, followed by extraction and purification. For AIE studies, DMF solutions of compounds were mixed with water, and PL spectra were recorded. For mechanochromism, solid samples were ground with a pestle, treated with dichloromethane vapor, and analyzed using PXRD and PL spectroscopy.
5:Data Analysis Methods:
Data were analyzed using NMR for structural confirmation, mass spectrometry for molecular weight, UV/Vis and PL spectroscopy for optical properties, PXRD for crystallinity, and DLS for aggregate size distribution. Quantum yields and lifetimes were measured using the Edinburgh FLS1000 spectrometer.
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Mass Spectrometer
AmaZon SL Ion Trap
Bruker
Used for obtaining mass spectra to determine the molecular weights of the compounds.
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Elemental Analyzer
CHN 2400
PE
Used for elemental analysis (C, H, N) to verify the composition of the synthesized compounds.
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UV/Vis Spectrophotometer
8453
Agilent
Used for measuring absorption spectra of compounds in solution to study aggregation behaviors.
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Fluorescence Spectrophotometer
F-4600
Hitachi
Used for recording photoluminescence spectra to investigate fluorescence properties and AIE effects.
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X-ray Diffractometer
XRD-6000
Shimadzu
Used for powder X-ray diffraction studies to analyze crystallinity and phase changes during mechanochromism.
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Spectrometer
FLS1000
Edinburgh
Used for measuring absolute fluorescence quantum yields and fluorescence lifetimes.
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NMR Spectrometer
Mercury Plus 400
Varian
Used for collecting 1H and 13C NMR spectra to confirm the molecular structures of synthesized compounds.
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Dynamic Light Scattering Instrument
90Plus
NanoBrook
Used for dynamic light scattering measurements to characterize the size distribution of aggregates in solution.
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