Sidewall Amino-Functionalization of Single-Walled Carbon Nanotubes through Fluorination and Subsequent Reactions with Terminal Diamines

Abstract

Single-walled carbon nanotubes (SWNTs) with the N-alkylidene amino groups covalently attached to their side walls have been prepared starting from colloidal solutions of fluorinated SWNTs (fluoronanotubes) in terminal alkylidene diamines followed by heating at 70−170 °C. On the basis of data from thermal gravimetric and energy-dispersive X-ray analyses, the degree of SWNT functionalization achieved was estimated to be as high as 1 in 8 to 12 sidewall carbons. The demonstrated new C−N functionalization method provides a synthetic tool for binding amino acids, DNA, and polymer matrices to the side walls of the SWNTs as well as yields sidewall amino-functionalized nanotube precursors for the preparation of nylon−SWNT polymer materials.