引用本文:
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.
doi:
10.3724/SP.J.1095.2012.20329
Citation: ZHOU Qingqing, ZHANG Xianzhe, LIU Hewen. Synthesis and pH-Responsive Chromism of a Macrocyclic Compound with Three Spiropyran Units[J]. Chinese Journal of Applied Chemistry, 2012, 29(12): 1371-1380. doi: 10.3724/SP.J.1095.2012.20329
Citation: ZHOU Qingqing, ZHANG Xianzhe, LIU Hewen. Synthesis and pH-Responsive Chromism of a Macrocyclic Compound with Three Spiropyran Units[J]. Chinese Journal of Applied Chemistry, 2012, 29(12): 1371-1380. 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
English
Synthesis and pH-Responsive Chromism of a Macrocyclic Compound with Three Spiropyran Units
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.
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Key words:
- macrocyclic compound
- / spiropyran
- / click chemistry
- / pH-responsive
- / UV-Vis absorption
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