title: Functionalization of diamond nanoparticles using "click" chemistry.
abstract: 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-NH(2)) 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.
authors.affiliation: Institut de Recherche Interdisciplinaire (USR 3078), Parc de la Haute Borne, 50 Avenue de Halley, BP 70478, 59658 Villeneuve d'Ascq, France.
authors.forename: Alexandre
authors.initials: A
authors.lastname: Barras
authors.forename: Sabine
authors.initials: S
authors.lastname: Szunerits
authors.forename: Lionel
authors.initials: L
authors.lastname: Marcon
authors.forename: Nicole
authors.initials: N
authors.lastname: Monfilliette-Dupont
authors.forename: Rabah
authors.initials: R
authors.lastname: Boukherroub
mesh_terms: D018130:Diamond / Q000737:chemistry*; D015394:Molecular Structure; D053758:Nanoparticles / Q000737:chemistry*; D036103:Nanotechnology / Q000379:methods*; D013056:Spectrophotometry, Ultraviolet / Q000379:methods; D017550:Spectroscopy, Fourier Transform Infrared
chemical_list: D018130:Diamond