Water dispersible polypyrroles made with polymeric acid colloids for electronics applications

Abstract

Compositions are provided comprising aqueous dispersions of at least one polypyrrole and at least one colloid-forming polymeric acid. The colloid-forming polymeric acid may be fluorinated. The new compositions are useful in electronic devices including organic electronic devices such as organic light emitting diode displays, memory storage, electromagnetic shielding, electrochromic displays, and thin film transistors, field effect resistance devices.

1 . A composition comprising an aqueous dispersion of a polypyrrole and at least one colloid-forming polymeric acid. 
     
     
         2 . A composition according to  claim 1 , wherein said polypyrrole has Formula I below. 
       
         
           
           
               
               
           
         
       
       where in Formula I:
 R 1  is independently selected so as to be the same or different at each occurrence and is selected from hydrogen, alkyl, alkenyl, alkoxy, alkanoyl, alkythio, aryloxy, alkylthioalkyl, alkylaryl, arylalkyl, amino, alkylamino, dialkylamino, aryl, alkylsulfinyl, alkoxyalkyl, alkylsulfonyl, arylthio, arylsulfinyl, alkoxycarbonyl, arylsulfonyl, acrylic acid, phosphoric acid, phosphonic acid, halogen, nitro, cyano, hydroxyl, epoxy, silane, siloxane, alcohol, benzyl, carboxylate, ether, ether carboxylate, amidosulfonate, ether sulfonate, and urethane; or both R 1  groups together may form an alkylene or alkenylene chain completing a 3, 4, 5, 6, or 7-membered aromatic or alicyclic ring, which ring may optionally include one or more divalent nitrogen, sulfur or oxygen atoms; and 
 R 2  is independently selected so as to be the same or different at each occurrence and is selected from hydrogen, alkyl, alkenyl, aryl, alkanoyl, alkylthioalkyl, alkylaryl, arylalkyl, amino, epoxy, silane, siloxane, amidosulfonate, alcohol, benzyl, carboxylate, ether, ether carboxylate, ether sulfonate, and urethane, and may be a homopolymer or co-polymer. 
 
     
     
         3 . A composition according to  claim 2 , wherein R 1  is the same or different at each occurrence and is independently selected from hydrogen, alkyl, alkenyl, alkoxy, cycloalkyl, cycloalkenyl, alcohol, benzyl, carboxylate, ether, ether carboxylate, amidosulfonate, ether sulfonate, urethane, epoxy, silane, siloxane, and alkyl substituted with one or more of sulfonic acid, carboxylic acid, acrylic acid, phosphoric acid, phosphonic acid, halogen, nitro, cyano, hydroxyl, epoxy, silane, or siloxane moieties. 
     
     
         4 . A composition according to  claim 2 , wherein R 2  is selected from hydrogen, alkyl, and alkyl substituted with one or more of sulfonic acid, carboxylic acid, acrylic acid, phosphoric acid, phosphonic acid, halogen, cyano, hydroxyl, epoxy, silane, or siloxane moieties. 
     
     
         5 . A composition according to  claim 2 , wherein R 1  and R 2  are hydrogen. 
     
     
         6 . A composition according to  claim 2 , wherein both R 1  together form a 6- or 7-membered alicyclic ring, which is further substituted with a group selected from alkyl, heteroalkyl, alcohol, benzyl, carboxylate, ether, ether carboxylate, amidosulfonate, ether sulfonate, and urethane. 
     
     
         7 . A composition according to  claim 2 , wherein both R 1  together form —O—(CHY) m —O—, where m is 2 or 3, and Y is the same or different at each occurrence and is selected from hydrogen, alkyl, alcohol, benzyl, carboxylate, ether, ether carboxylate, amidosulfonate, ether sulfonate, and urethane. 
     
     
         8 . A composition according to  claim 1 , wherein said colloid-forming polymeric acid is selected from polymeric sulfonic acids, polymeric carboxylic acids, polymeric acrylic acids, polymeric phosphoric acids, polymeric phosphonic acids, and mixtures thereof. 
     
     
         9 . A composition according to  claim 1 , wherein said polymeric acid is a fluorinated polymeric sulfonic acid. 
     
     
         10 . The composition of  claim 1 , wherein the composition further comprises at least one selected from a conductive polymer, metal particles, graphite fibers, graphite particles, carbon nanotubes, carbon nanoparticles, metal nanowires, organic conductive inks, organic conductive pastes, inorganic conductive inks, inorganic conductive pastes, charge transport materials, semiconductive inorganic oxide nano-particles, insulating inorganic oxide nano-particles, piezoelectric oxide nano-particles, piezoelectric polymers, pyrroelectric oxide nano-particles, pyrroelectric polymers, ferroelectric oxide nano-particles, ferroelectric polymers, dispersing agents, crosslinking agents and combinations thereof. 
     
     
         11 . The composition of  claim 1 , wherein the composition has a pH of 1 to 8 
     
     
         12 . A composition according to  claim 9 , wherein said polymeric sulfonic acid is a perfluoroalkylenesulfonic acid. 
     
     
         13 . Anti-static coating and anti-corrosion protection coating comprising at least one layer comprising at least one polypyrrole and at least one colloid-forming polymeric acid.