meso-苯基-4-吡啶基取代卟啉混合物的合成规律研究  

Synthesis Rules of meso-Porphyrins Substituted by Phenyl and 4-Pyridyl Groups

作　　者：赵文伯 路沛贤 邓亚茹 秦会安 ZHAO Wen-bo,LU Pei-xian,DENG Ya-ru, QIN Hui-an(College Chemistry and Chemical Engineering, Zhengzhou Normal University, Zhengzhou 450044, Chin)

机构地区：[1]郑州师范学院化学化工学院

出　　处：《化学试剂》2018年第5期487-490,共4页Chemical Reagents

基　　金：河南省基础与前沿技术研究资助项目(1523-00410001);郑州市普通科技攻关项目(153PKJGG147)

摘　　要：以苯甲醛、4-吡啶甲醛、吡咯为原料,同时合成6种卟啉化合物,通过改变溶剂、反应物浓度、反应时间、氧化剂用量和原料比例等反应条件,探讨了meso-苯基-4-吡啶基取代卟啉混合物的合成规律。经研究发现,在70 mL溶剂（V（乙酸）∶V（丙酸）=1∶1）、10 mL硝基苯、反应温度为110℃、反应物浓度为0.2 mol/L、反应时间为1.5 h条件下,当n（苯甲醛）∶n（4-吡啶甲醛）=1∶7-7∶1,卟啉的产率为23.4%-31.2%;当n（苯甲醛）∶n（4-吡啶甲醛）=1∶7时,5-（4-吡啶基）-10,15,20-三苯基卟啉的最高选择性为24%,5,10-二（4-吡啶基）-15,20-二苯基卟啉的最高选择性为15%;当n（苯甲醛）∶n（4-吡啶甲醛）=7∶1时,5,15-二（4-吡啶基）-10,20-二苯基卟啉的最高选择性为25%,5,10,15-三（4-吡啶基）-20苯基卟啉的最高选择性为31%。In this work,six kinds of porphyrins were synthesized by using benzaldehyde,4-pyridinecarboxaldehyde and pyrrole as raw materials.It is discussed about the synthesis regulation of meso-phenyl-4-pyridyl substituted porphyrins. Mainly related to the kinds of solvent,the concentration of reactants,reaction time,the amount of oxidant and the proportion of raw materials.Under the condition of 70 mL of acetic acid and propionic acid mixed solvent（volume ratio of 1 ∶1）,10 mL of nitrobenzene,reaction temperature of 110 ℃,reactant concentration of 0. 2 mol/L and reaction time of 1. 5 h,the total yield of porphyrin was between 23. 4%and 31. 2% when the ratio of benzaldehyde to 4-pyridinecarboxaldehyde was between 1 ∶7 and 7 ∶1.When the ratio of benzaldehyde to 4-pyridinecarboxaldehyde is 1 ∶7,the highest selectivity of 5-（4-pyridyl）-10,15,20-triphenylporphyrin and 5,10-bis（4-pyridyl）-15,20-diphenylporphyrin was 24% and 15%,respectively. When the ratio of benzaldehyde to 4-pyridinecarboxaldehyde was7 ∶1,the highest selectivity of 5,15-bis（4-pyridyl）-10,20-diphenylporphyrin and 5,10,15-tris（4-pyridyl）-20 phenylporphyrin was 25% and 31%,respectivity.

关 键 词：meso-苯基-4-吡啶基取代卟啉 合成规律 原料比例 

分 类 号：O625.6[理学—有机化学]