研究目的
To design and synthesize novel Bodipy derivatives with symmetric alkyl chains for near-infrared fluorescence and columnar mesophase properties.
研究成果
Bodipy derivative 6 with six alkyl chains forms the first near-infrared fluorescent columnar liquid crystal, demonstrating high fluorescence quantum yields and orderly mesophase at room temperature, providing a strategy for designing such materials.
研究不足
Sample 3 did not exhibit mesophase; sample 6's fluorescence in solid films was weak due to aggregation-caused quenching; the study is limited to specific alkyl chain configurations and may not generalize to other derivatives.
1：Experimental Design and Method Selection:
The study used Knoevenagel condensation to synthesize Bodipy derivatives with symmetric alkyl chains. Theoretical models included molecular symmetry for mesophase formation and photophysical analysis for fluorescence properties.
2：Sample Selection and Data Sources:
Compounds 1 and 4 were prepared from literature methods; samples 3 and 6 were synthesized and characterized.
3：List of Experimental Equipment and Materials:
Chemical reagents from commercial suppliers, silica gel for chromatography, NMR spectrometer (Bruker-ARX 400), MALDI-TOF mass spectrometer, elemental analyzer (Vario EL III), UV-Vis spectrometer (Varian), fluorescence spectrometer (Hitachi F-4500), FLS920 Fluorescence Spectrometer (Edinburgh Instruments), DSC, POM, XRD.
4：Experimental Procedures and Operational Workflow:
Synthesis involved condensation, oxidation, and complexation reactions; purification by column chromatography; characterization by NMR, MS, elemental analysis; mesomorphic studies using DSC, POM, XRD; photophysical measurements in various solvents.
5：Data Analysis Methods:
Data analyzed using Bragg's formula for XRD, spectral analysis for fluorescence quantum yields and Stokes shifts.
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NMR Spectrometer
Bruker-ARX 400
Bruker
Characterization of molecular structures by nuclear magnetic resonance spectroscopy.
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Fluorescence Spectrometer
Hitachi F-4500
Hitachi
Fluorescence emission measurements.
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Fluorescence Spectrometer
FLS920
Edinburgh Instruments
Measurement of fluorescence absolute quantum yields using an integrating sphere.
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MALDI-TOF Mass Spectrometer
Mass spectral analysis for molecular weight confirmation.
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Elemental Analyzer
Vario EL III
Elemental analysis for compound composition.
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UV-Vis Spectrometer
Varian
Absorption spectroscopy measurements.
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Differential Scanning Calorimetry
Thermal analysis for phase transition studies.
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Polarising Optical Microscopy
Observation of mesophase textures.
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X-ray Diffraction
Structural analysis of mesophases.
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