水溶性八取代酞菁锌配合物(ZnPcBPO_8Ⅰ_8)的合成及光谱性质研究  

The synthesis and spectral properties research of water soluble octasubstituted phthalocyaninatozinc( ZnPcBPO_8Ⅰ_8)

作　　者：许秀枝[1] 陈志枫 朱文山[1] 王艰[1] 李柱来[1] 

机构地区：[1]福建医科大学药学院,福州350004

出　　处：《海峡药学》2014年第6期141-145,共5页Strait Pharmaceutical Journal

基　　金：福建省教育厅基金(编号:JA11115);福建省自然科学基金(编号:2013J01375)资助

摘　　要：目的研究水溶性八取代季铵盐酞菁锌配合物的合成和光谱性质。方法以4-溴-5-硝基邻苯二甲腈为原料,与3-羟基吡啶通过亲核取代反应得到4,5-二(3-吡啶氧基)邻苯二甲腈前驱体,此前驱体通过与无水Zn(OAc)2缩合得到相应的八-β-(3-吡啶氧基)酞菁锌配合物ZnPcBPO8,ZnPcBPO8继续与碘甲烷反应转化成水溶性的酞菁配合物ZnPcBPO8I8,测试其紫外光谱和荧光光谱的性质。结果季铵盐ZnPcBPO8I8在DMF中最大吸收波长在673nm,而在荧光光谱中观察到其荧光发射峰的位置随着酞菁浓度的增大波长逐渐红移。ZnPcBPO8I8在水中以聚集体存在,随着体系中乙醇比例的增加,单体的吸收峰逐渐增强,70%乙醇对其解聚能力最好。在不同pH条件下,不同酸碱性对ZnPcBPO8I8单体—聚集体的平衡影响不同:弱酸性pH为5时主要以单体形式存在,在弱碱性pH为9时主要以单体形式存在,而随酸性或碱性逐渐增强,单体含量都随之下降。结论合成得到的八取代酞菁锌配合物水溶性好,在水溶液中单体—聚集体间平衡随不同的条件相互转变。OBJECTIVE To study on the synthesis of a water soluble cationic octasubstituted phthalocyaninatozinc and its spectral properties. METHODS The precursor 4,5-bis（ pyridin-3-yloxy） phthalonitrile was synthesized from the nucleophilic substitution reaction of 4-bromo-5-nitrophthalonitrile and pyridin-3-ol. The corresponding octasubstituted phthalocyaninatozinc,ZnPcBPO8,was prepared by the condensation reaction of 4,5-bis（ pyridin-3-yloxy） phthalonitrile and anhydrous Zn（ OAc）2. The prepared ZnPcBPO8was converted to water soluble ZnPcBPO8I8by quaternizing with methyl iodide. UV-vis and fluorescence spectra of ZnPcBPO8I8were determined. RESULTS The maximum absorbance of ZnPcBPO8I8was 673nm in DMF and its emission wavelength was gradually red shift with the concentration. ZnPcBPO8I8was aggregation in water and its monomer increases with the percent of ethanol,which maximum content of monomer was obtained in 70% ethanol. However,ZnPcBPO8I8exits mainly as monomer at pH 5 or 9 and assembles with the increases of acidity or alkalinity. CONCLUSION These results indicates that ZnPcBPO8I8has good water solubility and its monomer-aggregate may convert to each other at different condition.

关 键 词：酞菁锌 合成 聚集 水溶性 

分 类 号：R927.2[医药卫生—药学]