Studies on Properties of p-Nitrophenylazo Calixarene Derivatives
Studies on Properties of p-Nitrophenylazo Calixarene Derivatives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]
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.