Functionalization of Diamond Nanoparticles Using "Click" Chemistry

Functionalization of Diamond Nanoparticles Using "Click" Chemistry
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DOI:
10.1021/la101709q
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发表时间:
2010-08-17
期刊:
影响因子:
3.9
通讯作者:
Boukherroub, Rabah
Boukherroub, Rabah
中科院分区:
化学2区
文献类型:
--
作者:
Barras, Alexandre;Szunerits, Sabine;Boukherroub, Rabah

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本文报道了不同含炔(癸炔、乙基二茂铁和n -丙炔-1-芘甲酰胺)化合物与叠氮端端纳米金刚石(ND)颗粒的共价连接。在碳二酰亚胺偶联剂的存在下,通过与4-叠氮苯甲酸反应,得到了端胺纳米金刚石颗粒(ND-NH2)端叠氮颗粒(ND-N-3)。具有长烷基链的官能化ND颗粒在各种有机溶剂中分散,几个小时后没有明显的沉淀。采用傅里叶变换红外光谱(FT-IR)、紫外/可见光谱(UV/vis)、荧光、循环伏安法、热重分析(TGA)和粒度测量对反应过程进行了跟踪。含有末端乙炔基团的芘的表面负荷为0.54 mmol/g。由于其温和的性质和特异性,在这项工作中发展的化学可以作为一个通用的平台,用于制备各种应用的功能纳米颗粒。
The paper reports on covalent linking of different alkyne-containing (decyne, ethynylferrocene, and N-propargyl-1-pyrenecarboxamide) compounds to azide-terminated nanodiamond (ND) particles. Azide-terminated particles (ND-N-3) were obtained from amine-terminated nanodiamond particles (ND-NH2) through the reaction with 4-azidobenzoic acid in the presence of a carbodiimide coupling agent. Functionalized ND particles with long alkyl chain groups can be easily dispersed in various organic solvents without any apparent precipitation after several hours. The course of the reaction was followed using Fourier transform infrared (FT-IR) spectroscopy, UV/vis spectroscopy, fluorescence, cyclic voltammetry, thermogravimetric analysis (TGA), and particle size measurements. The surface loading of pyrene bearing a terminal acetylene group was found to be 0.54 mmol/g. Because of its gentle nature and specificity, the chemistry developed in this work can be used as a general platform for the preparation of functional nanoparticles for various applications.