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Covalent Grafting of BPin functions on Carbon Nanotubes and Chan–Lam–Evans Post‐Functionalization
Author(s) -
Desmecht Antonin,
Sheet Debobrata,
Poleunis Claude,
Hermans Sophie,
Riant Olivier
Publication year - 2019
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201804859
Subject(s) - surface modification , x ray photoelectron spectroscopy , covalent bond , grafting , thermogravimetric analysis , chemistry , secondary ion mass spectrometry , carbon nanotube , nucleophile , raman spectroscopy , heteroatom , mass spectrometry , polymer chemistry , materials science , chemical engineering , nanotechnology , organic chemistry , ring (chemistry) , physics , chromatography , optics , engineering , catalysis , polymer
The chemical functionalization of carbon nanotubes is often a prerequisite prior to their use in various applications. The covalent grafting of 4,4,5,5‐tetramethyl‐1,3,2‐dioxaborolane (BPin) functional groups directly on the surface of multi‐ and single‐walled carbon nanotubes, activated by nucleophilic addition of n BuLi, was carried out. Thermogravimetric analysis (TGA) coupled with mass spectrometry, Raman spectroscopy, X‐ray photoelectron spectroscopy (XPS) and time‐of‐flight secondary ions mass spectrometry (ToF‐SIMS) confirmed the efficiency of this methodology and proved the integrity and covalent grafting of the BPin functional groups. These groups were further reacted with various nucleophiles in the presence of a copper(II) source in the conditions of the aerobic Chan–Lam–Evans coupling. The resulting materials were characterized by TGA, XPS and ToF‐SIMS. This route is efficient, reliable and among the scarce reactions that enable the direct grafting of heteroatoms at carbonaceous material surfaces.