Reductive diazotation of carbon nanotubes: an experimental and theoretical selectivity study

Journal article


Publication Details

Author(s): Schirowski M, Tyborski C, Maultzsch J, Hauke F, Hirsch A, Goclon J
Journal: Chemical Science
Publication year: 2019
Volume: 10
Journal issue: 3
Pages range: 706-717
ISSN: 2041-6520


Abstract

The reaction of neutral single-walled carbon nanotubes (SWCNTs) with diazonium salts proceeds with a high selectivity towards metallic carbon nanotube species; this reaction is well-understood and the mechanism has been elucidated. In the present joint theoretical and experimental study, we investigate the reaction of negatively charged SWCNTs -carbon nanotubides -with diazonium salts. Our density functional theory calculations predict a stronger binding of the aryl diazonium cations to charged metallic SWCNTs species and therefore lead to a preferential addend binding in the course of the reaction. The Raman resonance profile analysis on the reductive arylation of carbon nanotubides obtained by the solid state intercalation approach with potassium in varying concentrations confirms the predicted preferred functionalization of metallic carbon nanotubes. Furthermore, we were also able to show that the selectivity for metallic SWCNT species could be further increased when low potassium concentrations (K : C < 1 : 200) are used for an initial selective charging of the metallic species. Further insights into the nature of the bound addends were obtained by coupled thermogravimetric analysis of the functionalized samples.


FAU Authors / FAU Editors

Hauke, Frank Dr.
Lehrstuhl für Organische Chemie II
Hirsch, Andreas Prof. Dr.
Lehrstuhl für Organische Chemie II
Maultzsch, Janina Prof. Dr.
Lehrstuhl für Experimentalphysik
Schirowski, Milan
Lehrstuhl für Organische Chemie II


External institutions with authors

Technische Universität Berlin
University of Białystok


How to cite

APA:
Schirowski, M., Tyborski, C., Maultzsch, J., Hauke, F., Hirsch, A., & Goclon, J. (2019). Reductive diazotation of carbon nanotubes: an experimental and theoretical selectivity study. Chemical Science, 10(3), 706-717. https://dx.doi.org/10.1039/c8sc03737j

MLA:
Schirowski, Milan, et al. "Reductive diazotation of carbon nanotubes: an experimental and theoretical selectivity study." Chemical Science 10.3 (2019): 706-717.

BibTeX: 

Last updated on 2019-22-03 at 08:08