Process for derivatizing carbon nanotubes with diazonium species and compositions thereof

A technology of diazo compounds and carbon nanotubes, applied in the direction of carbon nanotubes, single-walled carbon nanotubes, carbon compounds, etc., can solve the problems of a large amount of graphite, obstruction, etc.

Inactive Publication Date: 2005-05-25
RICE UNIV
View PDF3 Cites 7 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Other attempts at sidewall modification have also been made, all hampered

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • 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

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1-11

[0050] For the electrochemical derivatization experiments, a piece of "Bucky paper" obtained by filtering the suspension was used as the working electrode of the three-electrode cell, immersed in the acetonitrile solution containing the diazonium salt and the electrolyte. The diazonium salts may be reduced to aryl radicals on the Baker paper surface, which subsequently form covalent bonds with the nanotubes. There is a lot of data on the conductivity of single-walled carbon nanotubes. In general, aryl diazonium salts are readily prepared under conditions that allow for a wide variety of functional groups. Thus, the method described here allows the functionalization of nanotubes with a wide variety of diazonium salts, including those that provide chemical treatments for re-elaboration after attachment to the nanotubes.

[0051] The purified single-walled nanotubes (herein referred to as SWNT-p) employed in this study contained little amorphous carbon or other exotic carbon imp...

Embodiment 12-17

[0106] The nanotubes used in this study are still prepared by the gas-phase catalytic method developed by Smalley et al. and are now commercially available (Carbon Nanotechnology, HiPco Materials). The method for the purification of production raw materials is to oxidize in humid air at 250°C for 24 hours, then stir in concentrated hydrochloric acid at room temperature for 24 hours, the formed material is first washed with a large amount of water, then with 10% aqueous sodium bicarbonate solution, Wash again with water. After vacuum drying, the material was ready for functionalization reactions.

[0107] Figure 12 The order of the reactions is shown. In a typical test, about 8 mg of single-walled carbon nanotubes were placed in 10 ml of 1,2-dichlorobenzene (ODCB) and ultrasonically oscillated for 10 minutes. Add the solution of aniline derivative (2.6mmol, about 4 g equivalent / mole carbon) in 5ml of acetonitrile to this suspension, transfer the feed solution to the reactio...

Embodiment 18

[0119] Derivatization reactions with aryldiazonium salts can also be induced photochemically. The photochemical reaction can also be carried out with the tetrafluoroborate 4-chlorobenzene diazonium salt adopted and prepared in Example 2. Therefore, a suspension of SWNT-p in 1,2-dichlorobenzene was generated by sonication. To this suspension was added a portion of the diazonium salt dissolved in a minimal amount of acetonitrile. The obtained mixed solution is placed in a photochemical reaction chamber for stirring. The excitation wavelength is 254nm (ultraviolet light source). The light source used for the photochemically induced reaction can be light of any wavelength, usually ultraviolet light or visible light. Figure 15 Shown is the reaction. The resulting material was similar in all respects to SWNT-2 prepared electrochemically according to the present invention.

[0120] This experiment further confirms that the reaction of diazonium salt leads to covalent attachment...

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

PUM

PropertyMeasurementUnit
Melting pointaaaaaaaaaa
Login to view more

Abstract

The present invention specifically describes a new method for chemical modification of carbon nanotubes. Such methods involve the derivatization of multiwalled and single-walled carbon nanotubes, including small-diameter (about 0.7 nm) single-walled carbon nanotubes derivatized with diazo compounds. This method allows various organic compounds to be chemically attached to the sidewalls and ports of carbon nanotubes. Such chemically modified carbon nanotubes are used in polymer composites, molecular electronics and sensor elements. Derivatization methods include electrochemically induced reactions, thermally induced reactions (via in situ or pre-generated diazo compounds) and photochemically induced reactions. Derivatization significantly changes the spectral properties of the nanotubes. The functionality is estimated to be approximately one functional moiety for every 20-30 carbon atoms in the nanotube. Such electrochemical reduction methods can be used for site-selective chemical functionalization of nanotubes, and, after modification with appropriate chemical groups, derivatized nanotubes are chemically compatible with the polymer matrix, enabling nanotube properties (e.g., mechanical strength or conductivity) essentially translates into composite properties. Moreover, after modification of appropriate chemical genes, these chemical groups can be polymerized into polymers including carbon nanotubes.

Description

[0001] This invention was made in connection with research under Grant No. NASA-JSC-NCC 9-77 from the National Aeronautics and Space Administration, Grant No. NSR-DMR-0073046 from the National Science Foundation, and N00014-99-1-0406 from DARPA / ONR related. field of invention [0002] The present invention generally relates to carbon nanotubes. More specifically, the present invention relates to carbon nanotubes derivatized with diazo compounds, and uses of the derivatized carbon nanotubes. Background of the invention [0003] Fullerenes are all composed of SP 2 Closed cage molecules composed of hybridized carbons arranged in hexagonal and pentagonal shapes. Fullerenes (such as C 60 ) was initially seen as a closed spherical cage formed by the condensation of carbon vapor. Fullerene tubes are generated by preparing spherical fullerenes from carbon vapor by carbon arc method to deposit carbon on the cathode (Ebbesen et al. (Ebbesen I), "Large-Scale Synthesis of Carbon Nan...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to view more

Application Information

Patent Timeline
no application Login to view more
IPC IPC(8): C01B31/02C07C245/20C08K9/04C09C1/56
CPCB82Y30/00B82Y40/00C01B2202/02C01B2202/36C01P2002/86C01P2002/88C01P2004/04C08K9/04C09C1/56C09C1/565C01B32/174B82B3/00
Inventor J·M·图尔J·L·巴尔杨季平
Owner RICE UNIV
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap