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
收稿日期: 2013-08-21
修回日期: 2013-10-07
网络出版日期: 2013-10-11
基金资助
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）和福建省教育厅重点（No.JA11044）资助项目.
Synthesis and Dyes Complexation of Calix[4]arene Derivatives with Azo-macrocyclic Cavities
Received date: 2013-08-21
Revised date: 2013-10-07
Online published: 2013-10-11
Supported by
Project supported by the Program for Innovative Research Team in Science and Technology in Fujian Province University (No. [2012]03), the Program for Excellent Young Researchers in University of Fujian Province (No. JA10056), and the Project of Fujian Provincial Department of Education (No. JA11044).
洪碧琼 , 杨发福 , 郭红玉 , 刘志强 . 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[J]. 有机化学, 2014 , 34(2) : 424 -428 . DOI: 10.6023/cjoc201308028
Calix[4]arene hydrazide derivative 4 was obtained by reacting calix[4]-1,3-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.
Key words： calix[4]arene; azo-macrocyclic; synthesis; dye; complexation
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