研究目的
Synthesis and characterization of tetra-substituted phthalocyanines bearing 2-(ethyl(m-tolyl)amino)ethanol, and investigation of their computational, photophysical, and photochemical properties for potential applications in photodynamic therapy.
研究成果
The synthesized phthalocyanines exhibit good singlet oxygen yields (0.28 to 0.70), making them suitable for photodynamic therapy applications. Computational studies indicate spontaneous reactions, with gallium phthalocyanine (4) being the most favorable. The compounds show potential as photosensitizers due to their photophysical properties.
研究不足
The study is limited to specific synthesized compounds and solvents (e.g., DMSO, THF); computational methods may have approximations; photophysical properties are solvent-dependent and may not fully represent in vivo conditions for photodynamic therapy.
1:Experimental Design and Method Selection:
Synthesis of ligand and phthalocyanines using standard organic synthesis methods, characterization via spectroscopy (FT-IR, UV-Vis, NMR, mass spectrometry), single-crystal X-ray diffraction for structural confirmation, and computational studies using quantum chemical methods (B3lyp, HF, M062x with various basis sets). Photophysical and photochemical properties were measured in DMSO.
2:Sample Selection and Data Sources:
Compounds synthesized from commercial reagents; samples prepared in solvents like DMSO, THF for analysis.
3:List of Experimental Equipment and Materials:
Equipment includes Shimadzu IR-Prestige for FT-IR, Agilent Model 8453 diode array spectrophotometer for UV-Vis, Bruker microflex LT MALDI-TOF for mass spectra, Bruker 300 MHz spectrometer for NMR, Varian Eclipse spectrofluorometer for fluorescence, General Electric quartz line lamp (300 W) for photo-irradiations, POWER MAX 5100 power meter for light intensity. Materials include anhydrous metal salts, solvents (DMF, DMSO, THF, etc.), and chemicals for synthesis.
4:Experimental Procedures and Operational Workflow:
Synthesis involved stirring reactants under N2 atmosphere, purification by column chromatography, crystallization. Characterization involved spectral measurements. Computational studies performed using Gaussian software. Photophysical studies included fluorescence and singlet oxygen quantum yield measurements.
5:Data Analysis Methods:
Spectral data analyzed using instrument software; computational data analyzed with Gaussian and related programs; statistical analysis for correlations (e.g., R2 values for NMR).
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FT-IR Spectrometer
IR-Prestige
Shimadzu
Measure FT-IR spectra of compounds
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UV-Vis Spectrophotometer
8453
Agilent
Measure UV-Vis spectra of compounds
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MALDI-TOF Mass Spectrometer
microflex LT
Bruker
Measure mass spectra of compounds
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NMR Spectrometer
300 MHz
Bruker
Measure NMR spectra of compounds
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X-ray Diffractometer
APEX II Quazar
Bruker
Perform single-crystal X-ray diffraction experiments
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Spectrofluorometer
Eclipse
Varian
Measure fluorescence spectra
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Quartz Line Lamp
300 W
General Electric
Provide light for photo-irradiations
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Power Meter
POWER MAX 5100
Mol electron detector incorporated
Measure light intensities
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