Fluorescent Single-Walled Carbon Nanotubes Following the 1,3-Dipolar Cycloaddition of Pyridinium Ylides

Bayazit, MK; Coleman, KS

Abstract

Pyridinium ylides generated from simple Krohnke salts undergo a 1,3-dipolar cycloaddition to single-walled carbon nanotubes (SWNTs) offering a simple and convenient method for the covalent modification of carbon nanotubes. The indolizine functionalized SWNTs generated, emit blue light when excited at 335 nm. The location and distribution of the functional groups was determined by AFM using electrostatic interactions with gold nanoparticles. While resonance Raman spectroscopy showed that the 1,3-dipolar cylcloaddition of the pyridinium ylides to the nanotube surface was selective for metallic and large diameter semiconducting SWNTs. The indolizine functionalized SWNTs were further characterized using FTIR, UV-vis-NIR, TGA-MS, and XPS.

Citation

Bayazit, M., & Coleman, K. (2009). Fluorescent Single-Walled Carbon Nanotubes Following the 1,3-Dipolar Cycloaddition of Pyridinium Ylides. Journal of the American Chemical Society, 131(30), 10670-10676. https://doi.org/10.1021/ja903712f

• Journal Article Type: Article
• Publication Date: 2009
• Deposit Date: Feb 1, 2012
• Journal: Journal of the American Chemical Society
• Print ISSN: 0002-7863
• Electronic ISSN: 1520-5126
• Publisher: American Chemical Society
• Volume: 131
• Issue: 30
• Pages: 10670-10676
• DOI: https://doi.org/10.1021/ja903712f
• Keywords: sidewall functionalization absorption-spectroscopy raman-spectroscopy water solubilization noncovalent derivatives alkylation reactivity separation
• Public URL: https://durham-repository.worktribe.com/output/1516328