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Solvent Isotope Effects on the Creation of Fluorescent Quantum Defects in Carbon Nanotubes by Aryl Diazonium Chemistry

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Download Hi-Res ImageDownload to MS-PowerPointCite This:J. Am. Chem. Soc. 2023, 145, 47, 25621-25631
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    Solvent Isotope Effects on the Creation of Fluorescent Quantum Defects in Carbon Nanotubes by Aryl Diazonium Chemistry
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    • Brandon J. Heppe
      Brandon J. Heppe
      Department of Chemical and Biomedical Engineering, Washkewicz College of Engineering, Cleveland State University, 2121 Euclid Avenue, Cleveland, Ohio 44115, United States
      More by Brandon J. Heppe
    • Nina Dzombic
      Nina Dzombic
      Department of Chemical and Biomedical Engineering, Washkewicz College of Engineering, Cleveland State University, 2121 Euclid Avenue, Cleveland, Ohio 44115, United States
      More by Nina Dzombic
    • Joseph M. Keil
      Joseph M. Keil
      Department of Chemistry, Center for Gene Regulation in Health and Disease (GRHD), Cleveland State University, 2121 Euclid Avenue, Cleveland, Ohio 44115, United States
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    • Xue-Long Sun*
      Xue-Long Sun
      Department of Chemical and Biomedical Engineering, Washkewicz College of Engineering, Cleveland State University, 2121 Euclid Avenue, Cleveland, Ohio 44115, United States
      Department of Chemistry, Center for Gene Regulation in Health and Disease (GRHD), Cleveland State University, 2121 Euclid Avenue, Cleveland, Ohio 44115, United States
      *[email protected]
      More by Xue-Long Sun
      Orcidhttps://orcid.org/0000-0001-6483-1709
    • Geyou Ao*
      Geyou Ao
      Department of Chemical and Biomedical Engineering, Washkewicz College of Engineering, Cleveland State University, 2121 Euclid Avenue, Cleveland, Ohio 44115, United States
      *[email protected]
      More by Geyou Ao
      Orcidhttps://orcid.org/0000-0002-9932-3971
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    Journal of the American Chemical Society

    Cite this: J. Am. Chem. Soc. 2023, 145, 47, 25621–25631
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    https://doi.org/10.1021/jacs.3c07341
    Published November 16, 2023
    Copyright © 2023 American Chemical Society
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    Abstract

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    The integration of aryl diazonium and carbon nanotube chemistries has offered rich and versatile tools for creating nanomaterials of unique optical and electronic properties in a controllable fashion. The diazonium reaction with single-wall carbon nanotubes (SWCNTs) is known to proceed through a radical or carbocation mechanism in aqueous solutions, with deuterated water (D2O) being the frequently used solvent. Here, we show strong water solvent isotope effects on the aryl diazonium reaction with SWCNTs for creating fluorescent quantum defects using water (H2O) and D2O. We found a deduced reaction constant of ∼18.2 times larger value in D2O than in H2O, potentially due to their different chemical properties. We also observed the generation of new defect photoluminescence over a broad concentration range of diazonium reactants in H2O, as opposed to a narrow window of reaction conditions in D2O under UV excitation. Without UV light, the physical adsorption of diazonium on the surface of SWCNTs led to the fluorescence quenching of nanotubes. These findings provide important insights into the aryl diazonium chemistry with carbon nanotubes for creating promising material platforms for optical sensing, imaging, and quantum communication technologies.

    Copyright © 2023 American Chemical Society

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    The Supporting Information is available free of charge at https://pubs.acs.org/doi/10.1021/jacs.3c07341.

    • Spectroscopic characterization of SWCNT samples, 1H NMR and absorbance spectra of diazonium salts, calculation of the total length of SWCNTs in solution, and supplementary tables (PDF)

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    Journal of the American Chemical Society

    Cite this: J. Am. Chem. Soc. 2023, 145, 47, 25621–25631
    Click to copy citationCitation copied!
    https://doi.org/10.1021/jacs.3c07341
    Published November 16, 2023
    Copyright © 2023 American Chemical Society
    Request reuse permissions

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