Solubilization of Single‐Walled Carbon Nanotubes by using Polycyclic Aromatic Ammonium Amphiphiles in Water—Strategy for the Design of High‐Performance Solubilizers

作者: Yasuhiko Tomonari , Hiroto Murakami , Naotoshi Nakashima

DOI: 10.1002/CHEM.200501176

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摘要: We describe the design of polycyclic aromatic compounds with high performance that dissolve single-walled carbon nanotubes (SWNTs). Synthetic amphiphiles trimethyl-(2-oxo-2-phenylethyl)-ammonium bromide (1) and trimethyl-(2-naphthalen-2-yl-2-oxo-ethyl)-ammonium (2) carrying a phenyl or naphtyl moiety were not able to dissolve/disperse SWNTs in water. By contrast, trimethyl-(2-oxo-2-phenanthren-9-yl-ethyl)-ammonium (3) solubilized SWNTs, although solubilization ability was lower than trimethyl-(2-oxo-2-pyrene-1-yl-ethyl)-ammonium (4) (solubilization behavior observed by using 4 described briefly reference 4a). Transmission electron microscopy (TEM), as well visible/near-IR, fluorescence, near-IR photoluminescence spectroscopies employed reveal properties water, compare these results those obtained sodium dodecyl sulfate (SDS) hexadecyltrimethylammonium (HTAB) solubilizers. Compound both as-produced (raw-SWNTs) purified under mild experimental conditions, better SDS HTAB. Near-IR measurements revealed chiral indices dissolved an aqueous solution quite different from micelles HTAB; for SWNTs/4 solution, intensity (7,6), (9,5), (12,1) strong chirality distribution narrower micellar solutions. This indicates has tendency semiconducting diameters range 0.89–1.0 nm, which are larger (0.76–0.97 nm)

参考文章(49)
Alexander B. Artyukhin, Olgica Bakajin, Pieter Stroeve, Aleksandr Noy, Layer-by-Layer electrostatic self-assembly of polyelectrolyte nanoshells on individual carbon nanotube templates. Langmuir. ,vol. 20, pp. 1442- 1448 ,(2004) , 10.1021/LA035699B
Robert J. Chen, Yuegang Zhang, Dunwei Wang, Hongjie Dai, Noncovalent Sidewall Functionalization of Single-Walled Carbon Nanotubes for Protein Immobilization Journal of the American Chemical Society. ,vol. 123, pp. 3838- 3839 ,(2001) , 10.1021/JA010172B
Huaping Li, Bing Zhou, Yi Lin, Lingrong Gu, Wei Wang, K. A. Shiral Fernando, Satish Kumar, Lawrence F. Allard, Ya-Ping Sun, Selective interactions of porphyrins with semiconducting single-walled carbon nanotubes. Journal of the American Chemical Society. ,vol. 126, pp. 1014- 1015 ,(2004) , 10.1021/JA037142O
G. M. Aminur Rahman, Dirk M. Guldi, Rita Cagnoli, Adele Mucci, Luisa Schenetti, Lisa Vaccari, Maurizio Prato, Combining single wall carbon nanotubes and photoactive polymers for photoconversion. Journal of the American Chemical Society. ,vol. 127, pp. 10051- 10057 ,(2005) , 10.1021/JA050396K
Sumio Iijima, Helical microtubules of graphitic carbon Nature. ,vol. 354, pp. 56- 58 ,(1991) , 10.1038/354056A0
Tsuneya Andō, Excitons in Carbon Nanotubes Journal of the Physical Society of Japan. ,vol. 66, pp. 1066- 1073 ,(1997) , 10.1143/JPSJ.66.1066
I. W. Chiang, B. E. Brinson, A. Y. Huang, P. A. Willis, M. J. Bronikowski, J. L. Margrave, R. E. Smalley, R. H. Hauge, Purification and Characterization of Single-Wall Carbon Nanotubes (SWNTs) Obtained from the Gas-Phase Decomposition of CO (HiPco Process) Journal of Physical Chemistry B. ,vol. 105, pp. 8297- 8301 ,(2001) , 10.1021/JP0114891
K. A. Shiral Fernando, Yi Lin, Wei Wang, Satish Kumar, Bing Zhou, Su-Yuan Xie, LaShonda T. Cureton, Ya-Ping Sun, Diminished band-gap transitions of single-walled carbon nanotubes in complexation with aromatic molecules Journal of the American Chemical Society. ,vol. 126, pp. 10234- 10235 ,(2004) , 10.1021/JA047691+
Mercedes Álvaro, Pedro Atienzar, José L Bourdelande, Hermenegildo Garcı́a, An organically modified single wall carbon nanotube containing a pyrene chromophore: fluorescence and diffuse reflectance laser flash photolysis study Chemical Physics Letters. ,vol. 384, pp. 119- 123 ,(2004) , 10.1016/J.CPLETT.2003.12.010
Naotoshi Nakashima, Shingo Okuzono, Hiroto Murakami, Tonau Nakai, Kenichi Yoshikawa, DNA Dissolves Single-walled Carbon Nanotubes in Water Chemistry Letters. ,vol. 32, pp. 456- 457 ,(2003) , 10.1246/CL.2003.456