Thioamidation of Single-Walled Carbon Nanotubes: a New Chemical Functionalization Protocol by the Willgerodt–Kindler Reaction

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Contents Vol 62(5)

doi:10.1071/CH08318

Thioamidation of Single-Walled Carbon Nanotubes: a New Chemical Functionalization Protocol by the Willgerodt–Kindler Reaction

Hossein Reza Darabi ^A ^C, Shabnam Mohandessi ^A, Kioumars Aghapoor ^A, Farshid Mohsenzadeh ^A, Mohammad Hashemi Karouei ^A, Fatemeh Tahoori ^A, Rainer Herges ^B

^A Nano and Organic Synthesis Lab, Chemistry and Chemical Engineering Research Centre of Iran, Pajoohesh Blvd, km 17, Karaj Hwy, Tehran 14968-13151, Iran.
^B Otto Diels-Institut für Organische Chemie, Christian-Albrechts-Universität Kiel, Otto-Hahn-Platz 4, D-24098 Kiel, Germany.
^C Corresponding author. Email: darabi@ccerci.ac.ir; r_darabi@yahoo.com





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Australian Journal of Chemistry 62(5) 413–418 http://dx.doi.org/10.1071/CH08318
Submitted: 27 July 2008 Accepted: 6 April 2009 Published online: 15 May 2009

Abstract

A new and convenient method for covalent attachment of thioamide groups to the side-walls of carbon nanotubes (SWNT) via the Willgerodt–Kindler (WK) reaction is presented. Treating SWNTs with 4-acetylaniline and subsequently with morpholine as a secondary amine and sulfur leads to the thioamidation of SWNTs. This approach paves the way for a new chemical functionalization protocol to enhance the potential of SWNTs for further chemical reactions applicable in various fields.