应用化学2012,Vol.29Issue(12):1371-1380,10.DOI:10.3724/SP.J.1095.2012.20329
含三螺吡喃单元大环分子的合成和酸致变色效应
Synthesis and pH-Responsive Chromism of a Macrocyclic Compound with Three Spiropyran Units
摘要
Abstract
A macrocyclic compound containing three spiropyran subunits (macrocyclic spiropyrans) has been synthesized.Click chemistry has been conducted in a dilute solution to construct the cyclic structure of the target product.The yield of macrocylic compound is 64%.The structure of the macrocyclic compounds is characterized by FT-IR,1H NMR,13C NMR and ESI-MS.Cyclization of the macrocyclic spiropyrans is confirmed via MS analysis.The pH-responsive chromic properties of macrocyclic spiropyrans and linear compounds have been studied by using UV-Vis absorption spectroscopy in solutions at pH near 4.The maximum UV-Vis absorption (464 nm) of the macrocylic compound exhibits a blue shift comparing with that of linear compounds (476 nm).It is found that the molar extinction coefficient of the maximum UV-Vis absorption of macrocyclic spiropyrans is greater than those of its linear precursors.Furthermore,macrocyclic spiropyrans shows more sensitive pH-responsivity than its linear precursors.关键词
大环分子/螺吡喃/点击化学/pH响应/紫外可见吸收Key words
macrocyclic compound/spiropyran/click chemistry/pH-responsive/UV-Vis absorption分类
化学化工引用本文复制引用
周清清,张宪哲,刘和文..含三螺吡喃单元大环分子的合成和酸致变色效应[J].应用化学,2012,29(12):1371-1380,10.基金项目
Supported by the National Natural Science Foundation of China(21090354,21174137) (21090354,21174137)