含三螺吡喃单元大环分子的合成和酸致变色效应(英文)  被引量:3

Synthesis and pH-Responsive Chromism of a Macrocyclic Compound with Three Spiropyran Units

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作  者:周清清[1] 张宪哲[1] 刘和文[1] 

机构地区:[1]中国科学院软物质化学重点实验室,中国科学技术大学高分子科学与工程系,合肥230026

出  处:《应用化学》2012年第12期1371-1380,共10页Chinese Journal of Applied Chemistry

基  金:Supported by the National Natural Science Foundation of China(21090354,21174137)

摘  要:合成了含有3个螺吡喃单元的大环分子,采用点击化学方法实现高效的闭环反应,大环分子产率为64%。使用红外、核磁和质谱等方法检测和表征了反应中间产物和目标产物,质谱分析结果证实环化结构。使用紫外-可见光谱仪观察到大环产物和线性螺吡喃前体分子在pH值接近4时的酸致变色效应。与线性螺吡喃前体分子的最大紫外吸收峰位置(476 nm)相比,螺吡喃大环分子在最大紫外吸收峰位置(464 nm)发生蓝移。螺吡喃大环分子比线性前体分子具有更大的摩尔消光系数,其pH响应性能更加优异。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 

分 类 号:O633[理学—高分子化学]

 

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