Department of Chemistry, University of Wisconsin-Madison, 1101 University Avenue, Madison, Wisconsin 53706, USA.
Langmuir. 2012 Jan 17;28(2):1322-9. doi: 10.1021/la204145t. Epub 2011 Dec 28.
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, Fe(2)O(3), TiO(2), and WO(3) nanoparticles.
柠檬酸是一种广泛用于生长和处理各种纳米粒子的表面改性配体; 然而，由于无法轻易制备这种分子的衍生物，限制了用于纳米粒子表面功能化的多功能化学的发展。在这里，我们报告了一种带有炔基的柠檬酸衍生物的设计和合成，并证明该分子具有实现稳定的、多齿羧酸盐与金属氧化物纳米粒子结合的能力，同时也通过铜 (I) 催化的叠氮-炔环加成 (CuAAC) 反应实现了后续的多步化学。该策略通过铜AAC 修饰 ZnO、Fe2O3、TiO2 和 WO3 纳米粒子，证明了其在金属氧化物表面的模块化功能化方面的广泛适用性。
