Carbon nanotube-containing composition, composite, and methods for producing them

• US 8,329,065 B2
• Filed: 12/05/2006
• Issued: 12/11/2012
• Est. Priority Date: 12/06/2005
• Status: Active Grant

• Current Assignee: Mitsubishi Chemical Corporation (Mitsubishi Chemical Group Corp.)
• Original Assignee: Mitsubishi Rayon Company Limited (Mitsubishi Chemical Holdings Corporation)
• Inventors: Saitoh, Takashi, Momose, Fumino
• Primary Examiner(s): MCGINTY, DOUGLAS J
• Application Number:
  US12/096,072
• Publication Number:
  US 20100065788A1
• Time in Patent Office: 2,198 Days
• Field of Search: 252/511, 264/105, 427/122
• US Class Current: 252/511
• CPC Class Codes: B82Y 30/00 Nanotechnology for materials or surface science, e.g. nanocomposites
• CPC Class Codes: C08F 283/006 on to polymers provided for in C08G18/00 C08F283/004 takes precedence
• CPC Class Codes: C08F 290/06 Polymers provided for in subclass C08G
• CPC Class Codes: C08F 290/067 Polyurethanes; Polyureas
• CPC Class Codes: C08G 18/672 Esters of acrylic or alkyl acrylic acid having only one group containing active hydrogen
• CPC Class Codes: C08G 18/673 containing two or more acrylate or alkylacrylate ester groups
• CPC Class Codes: C08G 18/73 acyclic
• CPC Class Codes: C08G 18/792 formed by oligomerisation of aliphatic and/or cycloaliphatic isocyanates or isothiocyanates
• CPC Class Codes: C08J 2375/04 Polyurethanes
• CPC Class Codes: C08J 5/005 Reinforced macromolecular compounds with nanosized materials, e.g. nanoparticles, nanofibres, nanotubes, nanowires, nanorods or nanolayered materials
• CPC Class Codes: C08K 3/041 Carbon nanotubes
• CPC Class Codes: C08L 2666/02 Organic macromolecular compounds, natural resins, waxes or and bituminous materials
• CPC Class Codes: C08L 51/003 grafted on to macromolecular compounds obtained by reactions only involving unsaturated carbon-to-carbon bonds C08L51/04, C08L51/06 take precedence
• CPC Class Codes: C08L 51/08 grafted on to macromolecular compounds obtained otherwise than by reactions only involving unsaturated carbon-to-carbon bonds
• CPC Class Codes: C08L 75/16 having terminal carbon-to-carbon unsaturated bonds
• CPC Class Codes: C09D 151/003 grafted on to macromolecular compounds obtained by reactions only involving unsaturated carbon-to-carbon bonds C09D151/04, C09D151/06 take precedence
• CPC Class Codes: C09D 151/08 grafted on to macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
• CPC Class Codes: C09D 175/16 having terminal carbon-to-carbon unsaturated bonds
• CPC Class Codes: C09D 5/08 Anti-corrosive paints
• CPC Class Codes: C09D 5/24 Electrically-conducting paints conductive materials H01B1/00
• CPC Class Codes: C09D 5/4465 : Polyurethanes
• CPC Class Codes: C09D 5/448 : characterised by the additives used C09D5/4403 - C09D5/4476, C09D5/4492 take precedence
• CPC Class Codes: C09D 7/61 : inorganic
• CPC Class Codes: C09D 7/70 : characterised by shape, e.g. fibres, flakes or microspheres

Abstract

Disclosed is a carbon nanotube-containing composition which contains a carbon nanotube and a urethane compound obtained by a reaction between a hydroxyl group-containing (meth)acrylate and a isocyanate compound. Also disclosed is a composite having a coating film or a cured film composed of the carbon nanotube-containing composition on at least one surface of a base material. The carbon nanotube-containing composition and the composite are excellent in electrical conductivity, film-formability, moldability, and transparency without deteriorating the characteristic properties of the carbon nanotube itself.

Claims

1. A carbon nanotube-containing composition comprising:

a carbon nanotube (a); and

a urethane compound (b) which is a reaction product of a hydroxyl group-containing (meth)acrylate (b-1) and an isocyanate compound (b-2),

wherein the isocyanate compound (b-2) is represented by at least one of

the following general formula (4),

2. The carbon nanotube-containing composition according to claim 1, further comprising a polymerizable monomer (c-1).

3. The carbon nanotube-containing composition according to claim 2, further comprising a photopolymerization initiator (d-1) or a thermal polymerization initiator (d-2).

4. The carbon nanotube-containing composition according to claim 1, further comprising a solvent (c-2).

5. The carbon nanotube-containing composition according to claim 1, wherein the hydroxyl group-containing (meth)acrylate (b-1) is represented by at least one of the following general formula (1),

6. A method for producing the carbon nanotube-containing composition according to claim 1, comprising irradiating ultrasonic waves on a mixture obtained by mixing respective raw materials.

7. A method for producing a composite, comprising:

coating the carbon nanotube-containing composition according to claim 1 on at least one surface of a base material; and

forming a coating film or cured film by carrying out at least one of leaving the composition to stand at an ordinary temperature, subjecting the composition to heat treatment, and applying photoirradiation to the composition.

8. A method for producing a composite, comprising:

coating the carbon nanotube-containing composition according to claim 1 on an inside surface of a mold followed by curing the composition to form a cured film;

pouring one of a polymerizable raw material or a molten resin into the mold followed by solidifying it to make a base material; and

stripping the base material together with the cured film from the mold.

9. A composite, comprising a coating film or a cured film on at least one surface of a base material, wherein the coating film or the cured film is formed by coating the carbon nanotube-containing composition according to claim 1 on at least one surface of the base material followed by carrying out at least one of leaving the composition to stand at an ordinary temperature, subjecting the composition to heat treatment, and applying photoirradiation to the composition.

10. A composite obtained by coating the carbon nanotube-containing composition according to claim 1 on an inside surface of a mold followed by curing the composition to form a cured film, pouring one of a polymerizable raw material and a molten resin into the mold followed by solidifying it to make a base material, and stripping the base material together with the cured film from the mold.

11. The composite according to claim 9, wherein the total light transmittance of the composite is 50% or more.

12. The composite according to claim 9, wherein the composite is one of a transparent conductive film, a transparent conductive sheet, and a transparent conductive molded article.

13. The composite according to claim 10, wherein the total light transmittance of the composite is 50% or more.

14. The composite according to claim 10, wherein the composite is one of a transparent conductive film, a transparent conductive sheet, and a transparent conductive molded article.