A Citric Acid-Derived Ligand for Modular Functionalization of Metal Oxide Surfaces via "Click" Chemistry
A Citric Acid-Derived Ligand for Modular Functionalization of Metal Oxide Surfaces via "Click" Chemistry
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DOI：
10.1021/la204145t
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发表时间：
2012-01-17
期刊：
影响因子：
3.9
通讯作者：
Hamers, Robert J.
中科院分区：
文献类型：
--
作者：
Bishop, Lee M.;Yeager, Joseph C.;Hamers, Robert J.
柠檬酸是一种广泛使用的表面改性配体，用于各种纳米颗粒的生长和加工；然而，无法轻松制备该分子的衍生物，限制了纳米颗粒表面功能化多功能化学的发展。在这里，我们报告了带有炔基的柠檬酸衍生物的设计和合成，并证明该分子能够实现稳定的多齿羧酸盐与金属氧化物纳米颗粒的结合，同时还能够通过 Cu(I) 催化的叠氮化物-炔环加成 (CuAAC) 反应进行后续的多步化学反应。该策略在金属氧化物表面模块化功能化方面的广泛实用性通过其在 ZnO、Fe2O3、TiO2 和 WO3 纳米颗粒的 CuAAC 改性中的应用得到了证明。
Citric acid is a widely used surface-modifying ligand for growth and processing of a variety of nanoparticles; however, the inability to easily prepare derivatives of this molecule has restricted the development of versatile chemistries for nanoparticle surface functionalization. Here, we report the design and synthesis of a citric acid derivative bearing an alkyne group and demonstrate that this molecule provides the ability to achieve stable, multidentate carboxylate binding to metal oxide nanoparticles, while also enabling subsequent multistep chemistry via the Cu(I)-catalyzed azide-alkyne cycloaddition (CuAAC) reaction. The broad utility of this strategy for the modular functionalization of metal oxide surfaces was demonstrated by its application in the CuAAC modification of ZnO, Fe2O3, TiO2, and WO3 nanoparticles.