Process for derivatizing carbon nanotubes with diazonium species and compositions thereof

a carbon nanotube and diazonium compound technology, applied in the field of carbon nanotubes, can solve the problems of incompatibility of certain processes, slow report on chemical manipulation of nanotubes, and limited scope of single-wall derivatization of covalent sidewall derivatization of single-wall carbon nanotubes, and achieve the effect of scalability

Inactive Publication Date: 2008-04-24
RICE UNIV
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  • Abstract
  • Description
  • Claims
  • Application Information

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Benefits of technology

[0013] The thermally induced processes include procedures in which a dispersion of carbon nanotubes in an organic solvent mixture is treated with a precursor to a reactive diazonium species. This precursor is then transformed in-situ to the reactive species, and its thermal deco

Problems solved by technology

While there have been many reports and review articles on the production and physical properties of carbon nanotubes, reports on chemical manipulation of nanotubes have been slow to emerge.
Success at covalent sidewall derivatization of single-wall carbon nanotubes has been limited in scope, and the reactivity of the sidewalls has been compared to the reactivity of the basal plane of graphite.
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  • Process for derivatizing carbon nanotubes with diazonium species and compositions thereof
  • Process for derivatizing carbon nanotubes with diazonium species and compositions thereof
  • Process for derivatizing carbon nanotubes with diazonium species and compositions thereof

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Embodiment Construction

Electrochemical Derivatization of Carbon Nanotubes with Diazonium Species

[0042] Aryl diazonium salts are known to react with electron deficient olefins, known as the Meerwein reaction. Obushak, M. D., et al., Tett. Lett. 1998, 39, 9567-9570. In such solution phase reactions, diazonium salt decomposition is typically catalyzed by a metal salt such as copper (I) chloride, giving a reactive aryl radical. In some cases, the reaction is believed to proceed through an aryl cation. This type of chemistry has been successfully applied to the modification of carbon surfaces via grafting of electrochemically reduced aryl diazonium salts. Delamar, M., et al., Carbon 1997, 35, 801-807; Allongue, P., et al., J. Am. Chem. Soc. 1997, 119, 201-207; Ortiz, B., et al., J. Electro. Chem. 1998, 455, 75-81; Saby, C., et al., Langmuir 1997, 13, 6805-6813; Delamar, M, et al., J. Am. Chem. Soc. 1992, 114, 5883-5884. Reduction may give an aryl radical that covalently attaches to the carbon surface. This t...

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Abstract

The invention incorporates new processes for the chemical modification of carbon nanotubes. Such processes involve the derivatization of multi- and single-wall carbon nanotubes, including small diameter (ca. 0.7 nm) single-wall carbon nanotubes, with diazonium species. The method allows the chemical attachment of a variety of organic compounds to the side and ends of carbon nanotubes. These chemically modified nanotubes have applications in polymer composite materials, molecular electronic applications, and sensor devices. The methods of derivatization include electrochemical induced reactions, thermally induced reactions (via in-situ generation of diazonium compounds or preformed diazonium compounds), and photochemically induced reactions. The derivatization causes significant changes in the spectroscopic properties of the nanotubes. The estimated degree of functionality is ca. 1 out of every 20 to 30 carbons in a nanotube bearing a functionality moiety. Such electrochemical reduction processes can be adapted to apply site-selective chemical functionalization of nanotubes. Moreover, when modified with suitable chemical groups, the derivatized nanotubes are chemically compatible with a polymer matrix, allowing transfer of the properties of the nanotubes (such as, mechanical strength or electrical conductivity) to the properties of the composite material as a whole. Furthermore, when modified with suitable chemical groups, the groups can be polymerized to form a polymer that includes carbon nanotubes.

Description

CROSS-REFERENCE TO RELATED APPLICATIONS [0001] This application is a divisional application of U.S. application Ser. No. 10 / 470,517, filed Jul. 29, 2003, the disclosure of which is hereby incorporated by reference as if written herein in its entirety.STATEMENT OF FEDERALLY SPONSORED RESEARCH [0002] The present invention was made in connection with research pursuant to grant numbers NASA-JSC-NCC 9-77 from the National Aeronautics and Space Administration; grant number NSR-DMR-0073046 from the National Science Foundation; and grant number N00014-99-1-0406 from the DARPA / ONR.FIELD OF INVENTION [0003] The present invention relates broadly to carbon nanotubes. More specifically, the invention relates to derivatization of carbon nanotubes with diazonium compounds and to uses for the derivatized carbon nanotubes. BACKGROUND OF THE INVENTION [0004] Fullerenes are closed-cage molecules composed entirely of sp2-hybridized carbons, arranged in hexagons and pentagons. Fullerenes (e.g., C60) wer...

Claims

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Application Information

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IPC IPC(8): C25B3/10C25B3/29
CPCC25B3/10C25B3/29
Inventor TOUR, JAMES M.BAHR, JEFFREY L.YANG, JIPING
Owner RICE UNIV
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