研究目的
To synthesize new water-soluble derivatives of phthalocyanines and investigate their hydrophilic-lipophilic properties.
研究成果
Sequential esterification and hydrolysis allowed reversible variation of the peripheral substituents in the phosphoryl-containing phthalocyanines, enabling the synthesis of compounds with desired lipophilic-hydrophilic properties. The synthesized phthalocyanines showed potential for applications in electroactive materials, pigments, and photodynamic therapy.
研究不足
The synthesis conditions led to side reactions, such as hydrolysis of an ethoxy group, which reduced the yield of the target compound and complicated its isolation. The solubility of some compounds in certain solvents was limited, affecting their purification and characterization.
1：Experimental Design and Method Selection:
The synthesis involved the preparation of О?,О?-diethyl-[2-(3,4-dicyanophenoxy)phenyl]phosphonate and its use in template condensation on lithium and zinc cations to prepare new phthalocyanines.
2：Sample Selection and Data Sources:
4-Nitrophthalonitrile and diethyl(2-oxyphenyl)phosphonate were used as starting materials.
3：List of Experimental Equipment and Materials:
NMR spectrometer (Bruker-DPX-200), mass spectrometer (Ultraflex Bruker Daltonics), UV-vis spectrophotometer (Specord UV-vis).
4：Experimental Procedures and Operational Workflow:
The synthesis procedures included refluxing in anhydrous DMSO, treatment with NaOH, acidification with HCl, and purification by column chromatography.
5：Data Analysis Methods:
The synthesized compounds were characterized by NMR, mass spectrometry, and electronic absorption spectroscopy.
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