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WO2002060812A3 - Process for derivatizing carbon nanotubes with diazonium species and compositions thereof - Google Patents

Process for derivatizing carbon nanotubes with diazonium species and compositions thereof Download PDF

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Publication number
WO2002060812A3
WO2002060812A3 PCT/US2002/002562 US0202562W WO02060812A3 WO 2002060812 A3 WO2002060812 A3 WO 2002060812A3 US 0202562 W US0202562 W US 0202562W WO 02060812 A3 WO02060812 A3 WO 02060812A3
Authority
WO
WIPO (PCT)
Prior art keywords
nanotubes
carbon nanotubes
derivatization
properties
modified
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Ceased
Application number
PCT/US2002/002562
Other languages
French (fr)
Other versions
WO2002060812A2 (en
Inventor
James M Tour
Jeffrey L Bahr
Jiping Yang
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
William Marsh Rice University
Original Assignee
William Marsh Rice University
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority to AU2002240159A priority Critical patent/AU2002240159A1/en
Priority to KR10-2003-7010023A priority patent/KR20030091977A/en
Priority to DE10295944T priority patent/DE10295944T5/en
Priority to GB0319871A priority patent/GB2389847B/en
Priority to JP2002560970A priority patent/JP4308527B2/en
Priority to US10/470,517 priority patent/US7250147B2/en
Application filed by William Marsh Rice University filed Critical William Marsh Rice University
Publication of WO2002060812A2 publication Critical patent/WO2002060812A2/en
Publication of WO2002060812A3 publication Critical patent/WO2002060812A3/en
Anticipated expiration legal-status Critical
Priority to US10/632,948 priority patent/US7384815B2/en
Priority to US10/632,419 priority patent/US7691359B2/en
Priority to US10/632,284 priority patent/US7304103B2/en
Priority to US11/840,433 priority patent/US7892517B2/en
Ceased legal-status Critical Current

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    • BPERFORMING OPERATIONS; TRANSPORTING
    • B82NANOTECHNOLOGY
    • B82BNANOSTRUCTURES FORMED BY MANIPULATION OF INDIVIDUAL ATOMS, MOLECULES, OR LIMITED COLLECTIONS OF ATOMS OR MOLECULES AS DISCRETE UNITS; MANUFACTURE OR TREATMENT THEREOF
    • B82B3/00Manufacture or treatment of nanostructures by manipulation of individual atoms or molecules, or limited collections of atoms or molecules as discrete units
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B82NANOTECHNOLOGY
    • B82YSPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
    • B82Y30/00Nanotechnology for materials or surface science, e.g. nanocomposites
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B82NANOTECHNOLOGY
    • B82YSPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
    • B82Y40/00Manufacture or treatment of nanostructures
    • CCHEMISTRY; METALLURGY
    • C01INORGANIC CHEMISTRY
    • C01BNON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
    • C01B32/00Carbon; Compounds thereof
    • C01B32/15Nano-sized carbon materials
    • C01B32/158Carbon nanotubes
    • C01B32/168After-treatment
    • C01B32/174Derivatisation; Solubilisation; Dispersion in solvents
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K9/00Use of pretreated ingredients
    • C08K9/04Ingredients treated with organic substances
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09CTREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK  ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
    • C09C1/00Treatment of specific inorganic materials other than fibrous fillers; Preparation of carbon black
    • C09C1/44Carbon
    • C09C1/48Carbon black
    • C09C1/56Treatment of carbon black ; Purification
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09CTREATMENT OF INORGANIC MATERIALS, OTHER THAN FIBROUS FILLERS, TO ENHANCE THEIR PIGMENTING OR FILLING PROPERTIES ; PREPARATION OF CARBON BLACK  ; PREPARATION OF INORGANIC MATERIALS WHICH ARE NO SINGLE CHEMICAL COMPOUNDS AND WHICH ARE MAINLY USED AS PIGMENTS OR FILLERS
    • C09C1/00Treatment of specific inorganic materials other than fibrous fillers; Preparation of carbon black
    • C09C1/44Carbon
    • C09C1/48Carbon black
    • C09C1/56Treatment of carbon black ; Purification
    • C09C1/565Treatment of carbon black ; Purification comprising an oxidative treatment with oxygen, ozone or oxygenated compounds, e.g. when such treatment occurs in a region of the furnace next to the carbon black generating reaction zone
    • CCHEMISTRY; METALLURGY
    • C01INORGANIC CHEMISTRY
    • C01BNON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
    • C01B2202/00Structure or properties of carbon nanotubes
    • C01B2202/02Single-walled nanotubes
    • CCHEMISTRY; METALLURGY
    • C01INORGANIC CHEMISTRY
    • C01BNON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
    • C01B2202/00Structure or properties of carbon nanotubes
    • C01B2202/20Nanotubes characterized by their properties
    • C01B2202/36Diameter
    • CCHEMISTRY; METALLURGY
    • C01INORGANIC CHEMISTRY
    • C01PINDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
    • C01P2002/00Crystal-structural characteristics
    • C01P2002/80Crystal-structural characteristics defined by measured data other than those specified in group C01P2002/70
    • C01P2002/86Crystal-structural characteristics defined by measured data other than those specified in group C01P2002/70 by NMR- or ESR-data
    • CCHEMISTRY; METALLURGY
    • C01INORGANIC CHEMISTRY
    • C01PINDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
    • C01P2002/00Crystal-structural characteristics
    • C01P2002/80Crystal-structural characteristics defined by measured data other than those specified in group C01P2002/70
    • C01P2002/88Crystal-structural characteristics defined by measured data other than those specified in group C01P2002/70 by thermal analysis data, e.g. TGA, DTA, DSC
    • CCHEMISTRY; METALLURGY
    • C01INORGANIC CHEMISTRY
    • C01PINDEXING SCHEME RELATING TO STRUCTURAL AND PHYSICAL ASPECTS OF SOLID INORGANIC COMPOUNDS
    • C01P2004/00Particle morphology
    • C01P2004/01Particle morphology depicted by an image
    • C01P2004/04Particle morphology depicted by an image obtained by TEM, STEM, STM or AFM

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Nanotechnology (AREA)
  • Organic Chemistry (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Materials Engineering (AREA)
  • Condensed Matter Physics & Semiconductors (AREA)
  • General Physics & Mathematics (AREA)
  • Manufacturing & Machinery (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Physics & Mathematics (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Composite Materials (AREA)
  • Health & Medical Sciences (AREA)
  • Inorganic Chemistry (AREA)
  • Carbon And Carbon Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Analysing Materials By The Use Of Radiation (AREA)
  • Investigating Or Analyzing Materials By The Use Of Fluid Adsorption Or Reactions (AREA)
  • Treatments Of Macromolecular Shaped Articles (AREA)

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 pre-formed 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.
PCT/US2002/002562 2001-01-29 2002-01-29 Process for derivatizing carbon nanotubes with diazonium species and compositions thereof Ceased WO2002060812A2 (en)

Priority Applications (10)

Application Number Priority Date Filing Date Title
US10/470,517 US7250147B2 (en) 2001-01-29 2002-01-29 Process for derivatizing carbon nanotubes with diazonium species
KR10-2003-7010023A KR20030091977A (en) 2001-01-29 2002-01-29 Process for derivatizing carbon nanotubes with diazonium species and compositions thereof
DE10295944T DE10295944T5 (en) 2001-01-29 2002-01-29 Process for the derivatization of carbon nanotubes with diazonium species and compositions thereof
GB0319871A GB2389847B (en) 2001-01-29 2002-01-29 Process for derivatizing carbon nanotubes with diazonium species and compositions thereof
JP2002560970A JP4308527B2 (en) 2001-01-29 2002-01-29 Method for derivatizing carbon nanotubes using diazonium species and composition thereof
AU2002240159A AU2002240159A1 (en) 2001-01-29 2002-01-29 Process for derivatizing carbon nanotubes with diazonium species and compositions thereof
US10/632,948 US7384815B2 (en) 2001-01-29 2003-08-01 Process for attaching molecular wires and devices to carbon nanotubes and compositions thereof
US10/632,419 US7691359B2 (en) 2001-01-29 2003-08-01 Carbon nanotubes derivatized with diazonium species
US10/632,284 US7304103B2 (en) 2001-01-29 2003-08-01 Process for making polymers comprising derivatized carbon nanotubes and compositions thereof
US11/840,433 US7892517B2 (en) 2001-01-29 2007-08-17 Process for derivatizing carbon nanotubes with diazonium species and compositions thereof

Applications Claiming Priority (8)

Application Number Priority Date Filing Date Title
US26478401P 2001-01-29 2001-01-29
US60/264,784 2001-01-29
US27290301P 2001-03-02 2001-03-02
US60/272,903 2001-03-02
US31650101P 2001-08-31 2001-08-31
US31652101P 2001-08-31 2001-08-31
US60/316,501 2001-08-31
US60/316,521 2001-08-31

Related Child Applications (4)

Application Number Title Priority Date Filing Date
US10470517 A-371-Of-International 2002-01-29
US10/632,419 Division US7691359B2 (en) 2001-01-29 2003-08-01 Carbon nanotubes derivatized with diazonium species
US10/632,948 Division US7384815B2 (en) 2001-01-29 2003-08-01 Process for attaching molecular wires and devices to carbon nanotubes and compositions thereof
US10/632,284 Division US7304103B2 (en) 2001-01-29 2003-08-01 Process for making polymers comprising derivatized carbon nanotubes and compositions thereof

Publications (2)

Publication Number Publication Date
WO2002060812A2 WO2002060812A2 (en) 2002-08-08
WO2002060812A3 true WO2002060812A3 (en) 2002-11-14

Family

ID=27500832

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2002/002562 Ceased WO2002060812A2 (en) 2001-01-29 2002-01-29 Process for derivatizing carbon nanotubes with diazonium species and compositions thereof

Country Status (7)

Country Link
JP (1) JP4308527B2 (en)
KR (1) KR20030091977A (en)
CN (1) CN1309887C (en)
AU (1) AU2002240159A1 (en)
DE (1) DE10295944T5 (en)
GB (2) GB2389847B (en)
WO (1) WO2002060812A2 (en)

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