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Maeda, Yutaka,Higo, Junki,Amagai, Yuri,Matsui, Jun,Ohkubo, Kei,Yoshigoe, Yusuke,Hashimoto, Masahiro,Eguchi, Kazuhiro,Yamada, Michio,Hasegawa, Tadashi,Sato, Yoshinori,Zhou, Jing,Lu, Jing,Miyashita, Tok American Chemical Society 2013 JOURNAL OF THE AMERICAN CHEMICAL SOCIETY - Vol.135 No.16
<P>This report describes a helicity-selective photoreaction of single-walled carbon nanotubes (SWNTs) with disulfide in the presence of oxygen. The SWNTs were characterized using absorption, photoluminescence (PL), Raman, and X-ray photoelectron spectroscopy, scanning electron microscopy, and current–voltage (<I>I</I>–<I>V</I>) measurements. Results showed remarkable helicity-selective (metallic SWNTs/semiconducting SWNTs and diameter) functionalization of SWNTs. The reaction rate decreases in the order of metallic SWNTs > semiconducting SWNTs and small-diameter SWNTs > large-diameter SWNTs. Control experiments conducted under various experimental conditions and ESR and femtosecond laser flash photolysis measurements revealed that the helicity-selective reaction proceeds via a photoinduced electron transfer reaction. The PL and <I>I</I>–<I>V</I> measurements showed that the photoreaction is effective not only to control SWNT conductivity but also for the band gap modulation of semiconducting SWNTs.</P><P><B>Graphic Abstract</B> <IMG SRC='http://pubs.acs.org/appl/literatum/publisher/achs/journals/content/jacsat/2013/jacsat.2013.135.issue-16/ja402199n/production/images/medium/ja-2013-02199n_0012.gif'></P><P><A href='http://pubs.acs.org/doi/suppl/10.1021/ja402199n'>ACS Electronic Supporting Info</A></P>