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 and Rainer Herges BA 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
Australian Journal of Chemistry 62(5) 413-418 https://doi.org/10.1071/CH08318
Submitted: 27 July 2008 Accepted: 6 April 2009 Published: 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.
Acknowledgements
Financial support from the National committee of Nanotechnology in the Ministry of Science, Research and Technology of Iran is gratefully acknowledged. We also thank the University of Tehran for the TEM images.
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