Studies on Properties of p-Nitrophenylazo Calixarene Derivatives

作     者：金传明 归敏芝 陆国元 郭勋 张宏 游效曾 

作者机构：Department of Chemistry State Key Laboratory of Coordination Chemistry Nanjing University Nanjing Jiangsu 210093 China National Laboratory of Molecular and Biomolecular Electronics Southeast University Nanjing Jiangsu 210096 China 

出 版 物：《Chinese Journal of Chemistry》 (中国化学（英文版）)

年 卷 期：2003年第21卷第2期

页      面：105-107页

核心收录：

学科分类：081704[工学-应用化学] 07[理学] 08[工学] 0817[工学-化学工程与技术] 070303[理学-有机化学] 0703[理学-化学] 

基　　金：ProjectsupportedbytheNationalNaturalScienceFoundationofChina (No .90 10 10 18)andtheCenterofMaterialsAnalysisofNanjingUniver sity 

主　　题：calixarene NLO property crystal structure conformation LB film 

摘      要：The p nitrophenylazo calixarene derivatives 1a-1d with nonlinear optical (NLO) properties were prepared by the diazo coupling reaction of calixarene with p nitrophenyl diazonium. The diazotization reaction of p nitroaniline was carried out with isoamyl nitrite as a source of nitrous acid in EtONa/EtOH under refluxing condition. X Ray crystallographic analysis and 1H NMR spectra reveal that they exist as cone conformation in crystal state or in solution. HRS measurements at 1064 nm in THF indicate that p nitrophenylazo calixarenes have higher hyperpolarizability β z values than the corresponding reference compound 4 (4 nitrophenylazo) 2,6 dimethyl phenol, without red shift of the charge transfer band. The tetrakis p nitrophenylazo calixarene (2) with longer alkyl chains can form monolayer at the air/water interface.