α-和β-四烷氧取代酞菁的合成及性能研究  

The Study on the Synthesis and Properties of α- and β-tetra-substituted Phthalocyanines

作　　者：谢文委[1] 徐海涛[2] 甘昌胜[1] 潘忠孝[1] 闫天堂[1] 彭必先[2] 

机构地区：[1]中国科学技术大学化学系,合肥230026 [2]中国科学院理化技术研究所,北京100101

出　　处：《Chinese Journal of Chemical Physics》2003年第6期491-498,共8页化学物理学报（英文）

摘　　要：利用 3 烷氧取代邻苯二腈和 4 烷氧取代邻苯二腈与相应的金属盐反应制备了两大系列 (α 和 β )四烷氧取代酞菁 .讨论了温度对中间体烷氧取代邻苯二腈合成的影响 ,探讨了酞菁的两种环合方法 ,并对 β 烷氧酞菁的环合历程进行了初步的考察 .研究了不同取代位置和酞菁的最大吸收波长之间的关系 ,结果表明 ,α 取代烷氧取代酞菁导致λmax红移值较大 ,而相应 β位取代情况下红移值较小 ,说明给电子基团在α位对酞菁骨架的π共轭结构微扰作用比 β位大 .In order to comparatively study the properties of the α and β alkoxy-substituted phthalocyanines, these two series of tetra- substituted phthalocyanines were synthesized from corresponding 3-alkoxyphthalonitrile and 4-alkoxyphthalonitrile with metal salts. The effect of temperature on the synthesis of phthalonitrile was studied, the results indicated that the α-substituted derivatives were formed more easily than correspoinding β derivatives. Two condensation methods of phthalonitriles were investigated comparatively. An attempt was made to correlate the different substituted positions with the spectral performance of Pc. The results shown that the different substituted has little effect on the maximum absorption wavelength. In the contrary, the solubility can be improved largely by the introduction of the bulk high brached substituents. The spectra data also demonstrated that the maximum absorbance of phthalocyanine with the substituted group located in the α position had large red-shift than that in the β position. The results showed that the alloxy-substituents in the α position had larger pertubance on the π conjucted system of phthalocyanine than in β position. The relationship between their structure and other properties including solubility and thermal gravity losses were also presented and discussed.

关 键 词：酞菁 反应历程 热失重 最大吸收 α-四烷氧取代酞菁 β-四烷氧取代酞菁 合成 性能 

分 类 号：O621[理学—有机化学]