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Covalent Modification of Multiwalled Carbon Nanotubes with Imidazolium-Based Ionic Liquids: Effect of Anions on Solubility
Abstract
Multiwalled carbon nanotubes (MWCNTs) were covalently modified with imidazolium salt-based ionic liquids (ILs). Coupling of acid chloride-functionalized MWCNTs with commercially available (3-aminopropyl)imidazole, followed by the reaction with n -butyl bromide, afforded 1-butylimidazolium bromide salt-functionalized MWCNTs ( f -3a ). The bromide anion of f- 3a could be exchanged with BF 4 -, PF 6 -, and NTf 2 - ( N, N -bis((trifluoromethyl)sulfonyl)amide) by metathesis and afforded functionalized MWCNTs, f -3b (BF 4 - ), f -3c (PF 6 - ), and f -3d (NTf 2 - ), bearing different counteranions. Raman, IR, NMR, TGA, and XPS analyses clearly confirmed covalent functionalization and imidazolium salt formation as well as anion exchange of the IL-functionalized MWCNTs. UV−vis data imply that counteranions have an effect on the relative solubility of the IL-functionalized MWCNTs in water: the solubility of f -3 in water is of the order f -3a (Br - ) > f -3b (BF 4 - ) > f -3c (PF 6 - ) > f -3d (NTf 2 - ), and the water-soluble f -3a was phase-transferred from the aqueous phase to the chloroform phase via simple anion exchange with NTf 2 - . All of the IL-functionalized MWCNTs, including the water-soluble f -3a, exhibited a preferential solubility in an ionic liquid, [bmim][NTf 2 ].
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Metadata
- Authors
- Park, M. J., Lee, J. K., Lee, B. S., Lee, Y.-W., Choi, I. S., & Lee, S.-G.
- Venue
- Chemistry of Materials
- Publisher
- American Chemical Society (ACS)
- Published
- 2006-02-10
- Volume
- 18
- Issue
- 6
- Pages
- 1546-1551
- ISSN
- 0897-4756 (ISSN-L)
- 1520-5002
- OpenAlex
- W2024947479
- Cited by
- 254
- References
- 27
- FWCI
- 5.71
- Type
- journal article
- Language
- en
- Open access
- closed
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