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A Novel Diameter‐Selective Functionalization of SWCNTs with Lithium Alkynylides
Author(s) -
Gebhardt Benjamin,
Graupner Ralf,
Hauke Frank,
Hirsch Andreas
Publication year - 2010
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200900848
Subject(s) - surface modification , chemistry , carbanion , carbon nanotube , raman spectroscopy , derivatization , reagent , lithium (medication) , nucleophile , covalent bond , combinatorial chemistry , carbon fibers , nanotechnology , photochemistry , organic chemistry , materials science , catalysis , medicine , physics , high performance liquid chromatography , endocrinology , composite number , optics , composite material
Covalent functionalization by addition to the sidewalls ofsingle‐walled carbon nanotubes (SWCNTs) is one of the most important methods for the derivatization of carbon nanotubes. The nucleophilic addition of organometallic reagents (carbon‐ and nitrogen‐based carbanions) has recently become a widely used tool for the introduction of functional moieties onto the surface of this new carbon allotrope. The extension of this concept by the successful nucleophilic addition of in situ generated lithium acetylides to the SWCNT scaffold is presented herein. The chemically derivatized SWCNTs have been characterized in detail by TGA/MS, Raman, UV/Vis/NIR and fluorescence spectroscopy. On the basis of a detailed examination of the signals in the radial breathing‐mode region of the Raman spectra, the preferred functionalization of smaller‐diameter tubes has been clearly demonstrated.