四-(三氟乙烷氧基)空核酞菁的合成与光谱性质研究

Study on Synthesis and Spectral Properties of Tetra-trifluoroethoxy Substituted Metal-free Pathalocyanine

关键词:  三氟乙烷氧基  空核酞菁  合成  荧光量子产率

Key words:  trifluoroethoxy  metal-free phthalocyanine  synthesis  fluorescence quantum yield

摘要:

目的 合成了一种新的化合物即四-(三氟乙烷氧基)空核酞菁(H₂PcF)，并研究其光谱性质。方法 以4-硝基邻苯二腈和三氟乙醇为起始原料，通过亲核取代反应合成4-三氟乙烷氧基邻苯二腈；再利用醇锂法合成H₂PcF，并通过熔点、红外、质谱、元素分析等进行表征；同时研究其光谱性质(包括紫外吸收光谱、荧光光谱)。结果 H₂PcF的合成产率是34.7%，在可见光尤其是光动力治疗窗(600~800 nm)有较强的吸收，且具有很强的荧光性质和较高的荧光量子产率(φ_F=0.29)。结论 H₂PcF具有良好的溶解性和光谱特性，在光电材料或光学治疗方面具有潜在的应用价值。

Abstract:

OBJECTIVE To synthesis a new compound of tetra-trifluoroethoxy substituted metal-free phthalocyaninate(H₂PcF) and study its spectral properties. METHODS Firstly, 4-(trifluoroethoxy) phthalonitrile was synthesized by using 4-nitrophthalonitrile and 2, 2, 2-trifluoroethanol as starting materials by nucleophilic substitution. Then, H₂PcF was synthesized based on the precursor of 4-(trifluoroethoxy) phthalonitrile and characterized by melting point, IR, MS and elemental analysis. Its UV spectrum and fluorescence spectrum were also studied. RESULTS The yield of H₂PcF was 34.7%, it exhibited intense absorption in the visible region spectrum, mainly in the phototherapeutic window (600-800 nm) and strong fluorescence wih high fluorescence quantum yield(φ_F=0.29). CONCLUSION H₂PcF has shown potential application in photoelectric material or phototherapy filed due to its good solubility and spectral properties.