具氮杂大环空腔的杯[4]衍生物的合成与染料分子配合性能  

Synthesis and Dyes Complexation of Calix[4]arene Derivatives with Azo-macrocyclic Cavities

作　　者：洪碧琼[1,2] 杨发福[1,3] 郭红玉[1] 刘志强[1] 

机构地区：[1]福建师范大学化学与化工学院,福州350007 [2]武警福州指挥学院,福州350002 [3]福建省高分子材料重点实验室,福州350007

出　　处：《有机化学》2014年第2期424-428,共5页Chinese Journal of Organic Chemistry

基　　金：福建省高校科技创新团队支持计划(闽教科[2012]03号);福建省高校杰出青年科研人才培育计划(No.JA10056);福建省教育厅重点(No.JA11044)资助项目~~

摘　　要：以杯[4]-1,3-二酯衍生物3为起始原料,通过肼解得到杯[4]酰肼衍生物4.化合物4分别与己二异氰酸酯发生"1+1"环加成反应和长链二醛衍生物2发生"1+1"席夫碱缩合反应,分别以85%和80%的产率得到二例新型含氮杂大环空腔的杯[4]衍生物5和6.两相萃取实验表明它们对染料分子橙黄I和亚甲基蓝的萃取率均在80%以上.紫外滴定光谱表明它们对这两种染料分子显示出较强的配合能力,配合比为1∶1,配合常数的数量级为104.Calix[4]arene hydrazide derivative 4 was obtained by reacting calix[4]-l,3-bis-ester derivative 3 with hydrazine. Then reacting compound 4 with hexamethylene diisocyanate or long aliphatic bis-aldehyde derivative 2 in ＂1 ＋ 1＂ condensation mode, two novel calix[4]arene derivatives 5 and 6 with azo-macrocyclic cavity were obtained in yields of 85% and 80%, respectively. The liquid-liquid two phase extraction experiments showed that the extraction percentages of compounds 5 and 6 for orange I and methylene blue were more than 80%. The experiments of UV titration spectra suggested that they exhibited good complexation abilities for dyes with 1 ： 1 ratios for complexation and 104 magnitudes for the association constants.

关 键 词：杯[4]芳烃 氮杂大环 合成 染料 配合 

分 类 号：TQ610.1[化学工程—精细化工]