没食子酸取代酞菁锌的合成及其碱敏感荧光特性

Synthesis and alkali-sensitive fluorescence characteristics of gallic acid substituted zinc phthalocyanine

摘要:

以4-硝基邻苯二甲腈为主要原料，3,4,5-三甲氧基苯甲酰氯为酰胺化试剂，合成了没食子酸取代酞菁锌(GA-ZnPC)。通过FTIR、1HNMR、MALDI-TOFMS、UV-Vis、荧光光谱等手段对其结构及光谱特性进行表征。结果表明，GA-ZnPc可溶于多种有机溶剂。在DMF溶液中，浓度为2×10-6～1.0×10-5 mol/L时，GA-ZnPc以单体形式存在，其Q带最大吸收峰在692 nm。以浓度2×10-6 mol/L的GA-ZnPC DMF溶液进行光谱滴定，结果证实，GA-ZnPc在溶液中保持单体形式，酚到酚盐转变增强分子内电荷转移使其表现出明显的碱敏感荧光特性。

Abstract:

Gallic acid substituted zinc phthalocyanine (GA-ZnPC) was synthesized from 4-hydroxybenzaldehyde and 3,4,5-trimethoxybenzoyl chloride. Its structure and spectral characteristics were characterized utilizing FTIR, 1HNMR, MALDI-TOFMS, UV-Vis spectra, and Fluorescence Spectroscopy．The results reveal that GA-ZnPc is soluble in multiple organic solvents. When the concentration of GA-ZnPc is 2×10-6～1.0×10-5 mol/L, it exists in the monomeric form in DMF with Q-band maximum absorption peak appearing at 692 nm. Spectral titration was performed with GA-ZnPC DMF solution at a concentration of 2×10-6 mol/L, and the results confirm that GA-ZnPc maintains its monomer form, possessing apparent alkali-sensitive fluorescence characteristics owing to the intramolecular electron transfer enhanced by phenol to phenate transition．