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EP0432929A2 Expired / Lapsed EP ⏱️ 0.0 years remaining

Polyaniline dispersion and method for making same

Assignee: Milliken Research Corp
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Filing: 1990-11-23
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Granted: —
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Expires: 2010-11-23
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Abstract

Abstract A method is provided for the preparation of a conductive composition containing a polymerized aromatic amine wherein the aromatic amine is oxidatively polymerized in an acidic aqueous medium in the presence of an oxidizing agent, a doping agent and an aromatic polyalkyleneoxide in an amount sufficient to stabilize the resulting composition. Preferably, the aromatic amine is aniline or a substituted aniline. Compositions produced by such method are also disclosed. These compositions are useful for treating various substrates to make such substrates conductive.

Inventors

  • 👤 Neilson Carey Junior Barry
  • 👤 Hans Heinrich Kuhn

Bibliographic Details

Application Number —
Jurisdiction EP
Data Source google_patents
Last Synchronized 2026-10-24 22:22
CPC Classifications
C; C08; C08G; C08G73/00; C08G73/06; C08G73/10; C08G73/1046; C08G73/1067; C08G73/1071; H; H01; H01B; H01B1/00; H01B1/06; H01B1/12; H01B1/124; H01B1/128; H01M; H01M4/00; H01M4/02; H01M4/36; H01M4/60; H01M4/64; H01M4/66; Y; Y02; Y02E; Y02E60/00; Y02E60/10

Claims Analysis

Total Claims: 30
Claim 1
Independent Claim 121 words
A method of making an aqueous dispersion of a conductive polymer, comprising reacting a solution of an oxidatively polymerizeable aromatic amine and an oxidizing agent, capable of effecting the oxidative polymerization of said aromatic amine, in an aqueous acid in which said acid functions as a doping agent to impart electrical conductivity to said conductive polymer when subsequently formed, wherein further present in said solution is an aromatic polyalkyleneoxide having an aromatic group linked to one or more polymer chains of monomer units selected from ethylene oxide and propylene oxide wherein the total number of monomer units is greater than 20, said aromatic polyalkyleneoxide is present in sufficient amount to enhance the stability of said conductive polymer in an aqueous solvent.
Claim 2
Dependent Claim 146 words
A method according to Claim 1 wherein said aromatic polyalkyleneoxide is selected from the group consisting of a compound of the general formula I: wherein X is nitrogen or oxygen, Y is a polymer chain selected from polyethyleneoxide, polypropyleneoxide and copolymers of polyethyleneoxide and polypropyleneoxide, said polymer having about Z repeating units, n is an integer from 1 to 2, and the product of n times Z is from about 20 to about 250, and R is one or more substituent groups selected from the group consisting of alkyl, aryl, alkoxy, aryloxy, amino, arylamino, hydroxy, nitro and halogen; a compound of the general formula II: wherein Y and R are defined as for formula I, n is the integer 1 and R' is an aryl or substituted aryl group; a salt of a compound of formula I; and a salt of a compound of formula II.
Claim 3
Dependent Claim 34 words
A method according to Claim 2 wherein said aromatic amine is selected from aniline and substituted aniline having at least one substituent group selected from alkyl, aryl, alkoxy, aryloxy, arylamino, hydroxy, nitro and halogen.
Claim 4
Dependent Claim 36 words
A method according to Claim 3 wherein said acid is selected from hydrochloric acid, sulfuric acid, p-toluenesulfonic acid, 1,5-naphthalenedisulfonic acid and trifluoromethanesulfonic acid and said acid is present in a concentration from 0.5 to 2.5 molar.
Claim 5
Dependent Claim 29 words
A method according to Claim 4 wherein said solution is maintained at a temperature of between -5°C and 35°C during oxidation of said aromatic amine to form said polymer.
Claim 6
Dependent Claim 19 words
A method according to Claim 5 wherein said aromatic amine is aniline and wherein Y is a polyethyleneoxide chain.
Claim 7
Dependent Claim 26 words
A method according to Claim 2 wherein said aromatic polyalkyleneoxide is present in said solution from 0.1 to 10 grams per gram of said aromatic amine.
Claim 8
Dependent Claim 32 words
A method according to Claim 1 wherein said aromatic polyalkyleneoxide is selected from the following groups wherein y represents said polymer chain of monomer units selected from ethylene oxide and propylene oxide:
Claim 9
Dependent Claim 34 words
A method according to Claim 8 wherein said aromatic amine is selected from aniline and substituted aniline having at least one substituent group selected from alkyl, aryl, alkoxy, aryloxy, arylamino, hydroxy, nitro and halogen.
Claim 10
Dependent Claim 12 words
A method according to Claim 8 wherein said aromatic amine is aniline.
Claim 11
Independent Claim 238 words
A method of making an aqueous dispersion of a conductive polymer, comprising forming an aqueous solution of an oxidatively polymerizeable aromatic amine, an oxidizing agent capable of effecting the oxidative polymerization of said aromatic amine, a 0.5 to 2.5 molar acid doping agent which imparts electrical conductivity to said conductive polymer when subsequently formed, wherein said aromatic amine is present in a concentration of from 0.1 to 15 grams per 100 grams of said 0.5 to 2.5 molar acid, and an aromatic polyalkylene oxide selected from the group consisting of a compound of the general formula I: wherein x is nitrogen or oxygen, Y is a polymer chain selected from polyethyleneoxide, polypropyleneoxide and copolymers of polyethyleneoxide and polypropyleneoxide, said polymer having about Z repeating units, n is an integer from 1 to 2, and the product of n times Z is from about 20 to about 250, and R is one or more substituent groups selected from the group consisting of alkyl, aryl, alkoxy, aryloxy, amino, arylamino, hydroxy, nitro and halogen; a compound of the general formula II: wherein Y and R are defined as for formula I, n is the integar 1 and R' is an aryl or substituted aryl group; a salt of a compound of formula I; and a salt of a compound of formula II; maintaining said solution at a temperature of between -5°C and 35°C for sufficient time to form said conductive polymer.
Claim 12
Dependent Claim 26 words
A method according to claim 11 wherein said aromatic polyalkyleneoxide is present in said solution from 0.1 to 10 grams per gram of said aromatic amine.
Claim 13
Dependent Claim 26 words
A method according to Claim 11 wherein said aromatic polyalkyleneoxide is present in said solution from 0.5 to 5.0 grams per gram of said aromatic amine.
Claim 14
Dependent Claim 12 words
A method according to Claim 13 wherein said aromatic amine is aniline.
Claim 15
Dependent Claim 34 words
A method according to Claim 11 wherein said aromatic amine is selected from aniline and substituted aniline having at least one substituent group selected from alkyl, aryl, alkoxy, aryloxy, arylamino, hydroxy, nitro and halogen.
Claim 16
Dependent Claim 26 words
A method according to Claim 15 wherein said aromatic polyalkyleneoxide is present in said solution from 0.1 to 10 grams per gram of said aromatic amine.
Claim 17
Dependent Claim 12 words
A method according to Claim 16 wherein Y is a polyethyleneoxide chain.
Claim 18
Dependent Claim 25 words
A method according to Claim 16 wherein said acid is selected from hydrochloric acid, sulfuric acid, p-toluenesulfonic acid, 1,5-naphthalene disulfonic acid and trifluoromethane sulfonic acid.
Claim 19
Dependent Claim 23 words
A method according to Claim 18 wherein said oxidizing agent is selected from ferric chloride and salts of persulfate iodate, periodate and vanadate.
Claim 20
Dependent Claim 16 words
A method according to Claim 12 wherein said aromatic polyalkyleneoxide is selected from the following groups
Claim 21
Dependent Claim 34 words
A method according to Claim 20 wherein said aromatic amine is selected from aniline and substituted aniline having at least one substituent group selected from alkyl, aryl, alkoxy, aryloxy, arylamino, hydroxy, nitro and halogen.
Claim 22
Dependent Claim 25 words
A method according to Claim 20 wherein said aromatic polyalkyleneoxide is present in said solution from 0.5 to 5.0 grams per gram of aromatic amine.
Claim 23
Dependent Claim 12 words
A method according to Claim 22 wherein said aromatic amine is aniline.
Claim 24
Dependent Claim 25 words
A method according to Claim 23 wherein said acid is selected from hydrochloric acid, sulfuric acid, p-toluenesulfonic acid, 1,5-naphthalene disulfonic acid and trifluoromethane sulfonic acid.
Claim 25
Dependent Claim 13 words
A method according to Claim 24 wherein Y is a polyethylene oxide chain.
Claim 26
Dependent Claim 14 words
An aqueous dispersion of a conductive polymer made by the method of Claim 11.
Claim 27
Dependent Claim 27 words
An aqueous dispersion according to Claim 26 wherein said aromatic polyalkyleneoxide is present in said solution from 0.1 to 10 grams per gram of said aromatic amine.
Claim 28
Dependent Claim 35 words
An aqueous dispersion according to Claim 27 wherein said aromatic amine is selected from aniline and substituted aniline having at least one substituent group selected from alkyl, aryl, alkoxy, aryloxy, arylamino, hydroxy, nitro and halogen.
Claim 29
Dependent Claim 27 words
An aqueous dispersion according to Claim 26 wherein said aromatic polyalkyleneoxide is present in said solution from 0.5 to 5.0 grams per gram of said aromatic amine.
Claim 30
Dependent Claim 13 words
An aqueous dispersion according to Claim 29 wherein said aromatic amine is aniline.

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