Aromatic imide-based dispersant for carbon nanotubes and carbon nanotube composition comprising the same

Abstract

Disclosed herein are an aromatic imide-based dispersant for CNTs and a carbon nanotube composition comprising the same. Having an aromatic ring structure advantageously realizing adsorption on carbon nanotubes, the dispersant, even if used in a small amount, can disperse a large quantity of carbon nanotubes.

1 . An aromatic imide-based dispersant for carbon nanotubes, selected from the group consisting of compounds represented by the following Chemical Formulas 1, 2, and 4: 
       
         
           
           
               
               
           
         
       
       wherein,
 X is N, 
 Y is O or S, 
 
       
         
           
           
               
               
           
         
       
       is a monocyclic or polycyclic aromatic group selected from the group consisting of 
       
         
           
           
               
               
           
         
       
       is a polycyclic aromatic group selected from the group consisting of 
       
         
           
           
               
               
           
         
       
       and
 R is selected from the group consisting of polymethylmethacrylate, polybutylacrylate, polyacrylic acid, polymethacrylic acid, a copolymer of polyalkylmethacrylate and polymethacrylic acid, polyoxyethylene, polyoxypropylene, polyvinylalcohol, and polyacrylamide. 
 
     
     
         2 . The aromatic imide-based dispersant as set forth in  claim 1 , wherein the aromatic imide-based dispersant is one of the compounds represented by Chemical Formulas 6 to 8: 
       
         
           
           
               
               
           
         
         wherein n is an integer from 4 to 15; 
       
       
         
           
           
               
               
           
         
         wherein n is an integer from 4 to 15; and 
       
       
         
           
           
               
               
           
         
         wherein n is an integer from 4 to 15. 
       
     
     
         3 . A carbon nanotube composition, comprising an aromatic imide-based dispersant, a carbon nanotube, and a solvent. 
     
     
         4 . The carbon nanotube composition of  claim 3 , wherein the aromatic imide-based dispersant is selected from the group consisting of compounds represented by the following Chemical Formulas 1, 2 and 4: 
       
         
           
           
               
               
           
         
       
       wherein,
 X is N, 
 Y is O or S, 
 
       
         
           
           
               
               
           
         
       
       is a monocyclic or polycyclic aromatic group selected from the group consisting of 
       
         
           
           
               
               
           
         
       
       is a polycyclic aromatic group selected from the group consisting of 
       
         
           
           
               
               
           
         
       
       and
 R is selected from the group consisting of polymethylmethacrylate, polybutylacrylate, polyacrylic acid, polymethacrylic acid, a copolymer of polyalkylmethacrylate and polymethacrylic acid, polyoxyethylene, polyoxypropylene, polyvinylalcohol, and polyacrylamide. 
 
     
     
         5 . The carbon nanotube composition as set forth in  claim 4 , wherein the aromatic imide-based dispersant is one of the compounds represented by Chemical Formulas 6 to 8: 
       
         
           
           
               
               
           
         
         wherein n is an integer from 4 to 15; 
       
       
         
           
           
               
               
           
         
         wherein n is an integer from 4 to 15; and 
       
       
         
           
           
               
               
           
         
         wherein n is an integer from 4 to 15. 
       
     
     
         6 . The carbon nanotube composition as set forth in  claim 3 , wherein the composition contains the aromatic imide-based dispersant in an amount from 0.001 to 10 wt %, the carbon nanotube in an amount from 0.01 to 5 wt %, and the solvent based on the total weight of aromatic imide-based dispersant, carbon nanotube, and solvent. 
     
     
         7 . The carbon nanotube composition as set forth in  claim 3 , wherein the carbon nanotube is mixed at a weight ratio of 1:0.001 to 1:10 with the aromatic imide-based dispersant. 
     
     
         8 . The carbon nanotube composition as set forth in  claim 3 , wherein the carbon nanotube is selected from a group consisting of a single-wall carbon nanotube, a double-wall carbon nanotube, a triple-wall carbon nanotube, a quadruple-wall carbon nanotube, a carbon nanohorn, a carbon nanofiber, and combinations thereof. 
     
     
         9 . The carbon nanotube composition as set forth in  claim 3 , wherein the solvent is selected from the group consisting of aqueous based solvents; alcohols; ketones; ethyleneglycols; propyleneglycols; amides; pyrrolidones; hydroxyesters; sulfoxides; lactones; anilines; hydrocarbons; halogenated solvents; aromatic solvents; glycol esters; and a combination comprising at least one of the foregoing solvents. 
     
     
         10 . The carbon nanotube composition as set forth in  claim 9 , wherein the solvent is selected from the group consisting of water, methanol, ethanol, isopropyl alcohol, propyl alcohol, butanol, terpineol, acetone, methylethyl ketone, ethyl isobutyl ketone, methylisobutyl ketone, ethyleneglycol, ethyleneglycol methylether, ethyleneglycol mono-n-propylether, propyleneglycol, propyleneglycol methylether, propyleneglycol ethylether, propyleneglycol butylether, propyleneglycol propylether, dimethylformamide, dimethylacetoamide; N-methyl-2-pyrrolidone (NMP), N-ethylpyrrolidone, dimethylsulfoxide, γ-butyrolactone, lactic acid methyl ester, lactic acid ethyl ester, β-methoxyisobutyric acid methyl ester, and α-hydroxyisobutyric acid methyl ester, aniline, N-methylaniline, hexane; chloroform; toluene; propylene glycol monomethyl ether acetate (PGMEA) and a combination comprising at least one of the foregoing solvents. 
     
     
         11 . A carbon nanotube film comprising a carbon nanotube, and an aromatic imide-based dispersant selected from the group consisting of compounds represented by the following Chemical Formulas 1, 2 and 4: 
       
         
           
           
               
               
           
         
       
       wherein,
 X is N, 
 Y is O or S, 
 
       
         
           
           
               
               
           
         
       
       is a monocyclic or polycyclic aromatic group selected from the group consisting of 
       
         
           
           
               
               
           
         
       
       is a polycyclic aromatic group selected from the group consisting of 
       
         
           
           
               
               
           
         
       
       and
 R is selected from the group consisting of polymethylmethacrylate, polybutylacrylate, polyacrylic acid, polymethacrylic acid, a copolymer of polyalkylmethacrylate and polymethacrylic acid, polyoxyethylene, polyoxypropylene, polyvinylalcohol, and polyacrylamide. 
 
     
     
         12 . The carbon nanotube film as set forth in  claim 11 , wherein the aromatic imide-based dispersant is one of the compounds represented by Chemical Formulas 6 to 8: 
       
         
           
           
               
               
           
         
         wherein n is an integer from 4 to 15; 
       
       
         
           
           
               
               
           
         
         wherein n is an integer from 4 to 15; and 
       
       
         
           
           
               
               
           
         
         wherein n is an integer from 4 to 15. 
       
     
     
         13 . An electronic device comprising the carbon nanotube film as set forth in  claim 11 . 
     
     
         14 . A method of preparing a carbon nanotube film comprising:
 dispersing a carbon nanotube in a solvent with an aromatic imide-based dispersant to form a carbon nanotube composition, wherein the aromatic imide-based dispersant is selected from the group consisting of compounds represented by the following Chemical Formulas 1, 2, and 4:   
       
         
           
           
               
               
           
         
       
       wherein,
 X is N, 
 Y is O or S, 
 
       
         
           
           
               
               
           
         
       
       is a monocyclic or polycyclic aromatic group selected from the group consisting of 
       
         
           
           
               
               
           
         
       
       is a polycyclic aromatic group selected from the group consisting of 
       
         
           
           
               
               
           
         
       
       and
 R is selected from the group consisting of polymethylmethacrylate, polybutylacrylate, polyacrylic acid, polymethacrylic acid, a copolymer of polyalkylmethacrylate and polymethacrylic acid, polyoxyethylene, polyoxypropylene, polyvinylalcohol, and polyacrylamide; 
 casting the carbon nanotube composition on a substrate. 
 
     
     
         15 . The method as set forth in  claim 14 , wherein the aromatic imide-based dispersant is one of the compounds represented by Chemical Formulas 6 to 8: 
       
         
           
           
               
               
           
         
         wherein n is an integer from 4 to 15; 
       
       
         
           
           
               
               
           
         
         wherein n is an integer from 4 to 15; and 
       
       
         
           
           
               
               
           
         
         wherein n is an integer from 4 to 15. 
       
     
     
         16 . The method as set forth in  claim 14 , wherein dispersing is accomplished by mixing using an apparatus including an ultrasonicator, a homogenator, a spiral mixer, a planetary mixer, a disperser, or a blending mixer. 
     
     
         17 . The method as set forth in  claim 14  wherein casting is accomplished using a coating technique comprising spin coating, electrophoretic deposition, or inkjet printing. 
     
     
         18 . A carbon nanotube film prepared by the method as set forth in  claim 14 .