Highly soluble carbon nanotubes with enhanced conductivity

• US 9,157,003 B2
• Filed: 06/22/2012
• Issued: 10/13/2015
• Est. Priority Date: 06/24/2011
• Status: Active Grant

• Current Assignee: Brewer Science Inc.
• Original Assignee: Brewer Science Inc.
• Inventors: Landorf, Christopher, Jones, Carissa, Nelson, Marriana
• Primary Examiner(s): Nguyen, Tri V
• Application Number:
  US13/530,471
• Publication Number:
  US 20120326093A1
• Time in Patent Office: 1,208 Days
• Field of Search: 252500-511, 977/742, 977/842, 977/932
• US Class Current: 1/1
• CPC Class Codes: B82Y 30/00 Nanotechnology for materials or surface science, e.g. nanocomposites
• CPC Class Codes: B82Y 40/00 Manufacture or treatment of nanostructures
• CPC Class Codes: C01B 32/174 Derivatisation; Solubilisation; Dispersion in solvents
• CPC Class Codes: C09D 11/52 Electrically conductive inks
• CPC Class Codes: H01B 1/24 the conductive material comprising carbon-silicon compounds, carbon or silicon

Abstract

New methods for preparing carbon nanotube films having enhanced properties are provided. The method broadly provides reacting carbon nanotubes (CNTs) and compounds comprising a polyaromatic moieties in the presence a strong acid. During the reaction process, the polyaromatic moieties noncovalently bond with the carbon nanotubes. Additionally, the functionalizing moieties are further functionalized by the strong acid. This dual functionalization allows the CNTs to be dispersed at concentrations greater than 0.5 g/L in solution without damaging their desirable electronic and physical properties. The resulting solutions are stable on the shelf for months without observable bundling, and can be incorporated into solutions for printing conductive traces by a variety of means, including inkjet, screen, flexographic, gravure printing, or spin and spray coating.

Claims

1. A dispersion comprising carbon nanotubes noncovalently bonded to compounds comprising respective polyaromatic moieties, wherein said polyaromatic moieties are selected from the group of C₁₀-C₁₀₀ polyaromatic moieties, at least some of said polyaromatic moieties being reacted with an acid, said dispersion:

being free of surfactants;

having a carbon nanotube concentration of at least about 0.05% by weight, based upon the total weight of the dispersion taken as 100% by weight; and

being formable into a film having a sheet resistance of less than about 7,000 Ω

/sq.

2. The dispersion of claim 1, wherein said carbon nanotubes are selected from the group consisting of single-walled, double-walled, and multi-walled carbon nanotubes.

3. The dispersion of claim 1, wherein said acid has a pKa of less than about −

1.

4. The dispersion of claim 1, wherein said acid is selected from the group consisting of sulfuric acid, chlorosulfonic acid, triflic acid, p-toluenesulfonic acid, and mixtures thereof.

5. The dispersion of claim 1, wherein said carbon nanotubes and compounds comprising at least one polyaromatic moiety are provided in quantities such that the molar ratio of carbon nanotubes to polyaromatic moieties is from about 25:

75 to about 75;

25.

6. The dispersion of claim 1, wherein the carbon nanotube concentration in the dispersion is at least about 0.10% by weight, based upon the total weight of the dispersion taken as 100% by weight.

7. The dispersion of claim 1, wherein the dispersion can be formed into a film having a sheet resistance of less than about 2,000 Ω

/sq.

8. The dispersion of claim 1, wherein said polyaromatic moieties are planar or have a large planar area.

9. The dispersion of claim 1, wherein said film has a sheet resistance of less than about 7,000 Ω

/sq at 85% T.

10. A dispersion prepared by:

providing a mixture of carbon nanotubes, a compound comprising at least one polyaromatic moiety, and an acid;

noncovalently bonding said carbon nanotubes with said compound comprising at least one polyaromatic moiety; and

reacting said acid with said at least one polyaromatic moiety, wherein said polyaromatic moiety is selected from the group of C₁₀-C₁₀₀ polyaromatic moieties,

wherein said dispersion is free of surfactants has a carbon nanotube concentration of at least about 0.05% by weight, based upon the total weight of the dispersion taken as 100% by weight; and

is formable into a film having a sheet resistance of less than about 7,000 Ω

/sq.

11. The dispersion of claim 10, wherein said carbon nanotubes are selected from the group consisting of single-walled, double-walled, and multi-walled carbon nanotubes.

12. The dispersion of claim 10, wherein said acid has a pKa of less than about −

1.

13. The dispersion of claim 10, wherein said acid is selected from the group consisting of sulfuric acid, chlorosulfonic acid, triflic acid, p-toluenesulfonic acid, and mixtures thereof.

14. The dispersion of claim 10, wherein said carbon nanotubes and compounds comprising at least one polyaromatic moiety are provided in quantities such that the molar ratio of carbon nanotubes to polyaromatic moieties is from about 25:

75 to about 75;

25.

15. The dispersion of claim 10, wherein said polyaromatic moieties are planar or have a large planar area.

16. The dispersion of claim 10, wherein said film has a sheet resistance of less than about 7,000 Ω

/sq at 85% T.

17. A dispersion comprising carbon nanotubes noncovalently bonded to compounds comprising respective polyaromatic moieties, at least some of said polyaromatic moieties being reacted with an acid, said dispersion:

being free of surfactants;

having a carbon nanotube concentration of at least about 0.05% by weight, based upon the total weight of the dispersion taken as 100% by weight; and

being formable into a film having a sheet resistance of less than about 7,000 Ω

/sq,

wherein said compound comprising at least one aromatic moiety is selected from the group consisting of substituted and unsubstituted compounds selected from the group consisting of naphthalene, pyrene, chrysene, triphenylene, pentaphene, perylene, benzo[a]pyrene, coronene, anthanthrene, corannulene, ovalene, graphene, fullerene, cycloparaphenylene, polyparaphenylene, cyclophene, and compounds containing moieties of the foregoing.