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US5514771A Expired / Lapsed US ⏱️ 0.0 years remaining

Process for preparation of soluble ion-doped poly (alkyl-substituted pyrrole)

Assignee: Teijin Ltd
•
Filing: 1996-01-17
•
Granted: 1996-05-07
•
Expires: 2016-01-17
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Abstract

Abstract A process for the preparation of an organic solvent soluble ion-doped poly(alkyl-substituted pyrrole) which comprises dissolving an alkyl-substituted pyrrole compound represented by formula (I) in an organic solvent, oxidation-polymerizing the dissolved alkyl-substituted pyrrole in the presence of at least one oxidation polymerization agent selected from the group consisting of a ferric salt and a copper (II) salt to form an ion-doped poly(alkyl-substituted pyrrole), next adding water to the polymerization reaction system thus obtained and then recovering an organic solvent soluble ion-doped poly(alkyl-substituted pyrrole): ##STR1## wherein X represents an alkyl group; and Y represents a hydrogen atom or an alkyl group.

Inventors

  • 👤 Katsumi Nakama
  • 👤 Hiroyuki Sato

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 10:31
CPC Classifications
H; H01; H01G; H01G9/00; H01G9/004; H01G9/022; H01G9/025; C; C08; C08G; C08G61/00; C08G61/12; C08G61/122; C08G61/123; C08G61/124; H01B; H01B1/00; H01B1/06; H01B1/12; H01B1/124; H01B1/127

Claims Analysis

Total Claims: 20
Claim 1
Independent Claim 124 words
A process for the preparation of an ion-doped poly(alkyl-substituted pyrrole) having improved solubility in an organic solvent which comprises dissolving an alkyl-substituted pyrrole compound represented by formula (I) in an organic solvent, oxidation-polymerizing the dissolved alkyl-substituted pyrrole in the presence of at least one oxidation polymerization agent selected from the group consisting of a ferric salt, a copper (II) salt, and said salts having water of crystallization to form an ion-doped poly(alkyl-substituted pyrrole), and adding water to the polymerization reaction system after completion of the reaction to improve solubility of the ion-doped poly(alkyl-substituted pyrrole) in an organic solvent, said alkyl-substituted pyrrole is represented by the following formula: ##STR4## wherein X represents an alkyl group; and Y represents a hydrogen atom or an alkyl group.
Claim 2
Dependent Claim 124 words
A process for the preparation of an ion-doped poly(alkyl-substituted pyrrole) having improved solubility in an organic solvent which comprises dissolving an alkyl-substituted pyrrole compound represented by formula (I) in an organic solvent, oxidation-polymerizing the dissolved alkyl-substituted pyrrole in the presence of at least one oxidation polymerization agent selected from the group consisting of a ferric salt, a copper (II) salt, and said salts having water of crystallization to form an ion-doped poly(alkyl-substituted pyrrole), and adding water to the polymerization reaction system after completion of the reaction to improve solubility of the ion-doped poly(alkyl-substituted pyrrole) in an organic solvent, said alkyl-substituted pyrrole is represented by the following formula: ##STR4## wherein X represents an alkyl group; and Y represents a hydrogen atom or an alkyl group.
Claim 3
Dependent Claim 12 words
The process of claim 1, wherein said alkyl-substituted pyrrole compound is 3-alkylpyrrole.
Claim 4
Dependent Claim 12 words
The process of claim 1, wherein said alkyl-substituted pyrrole compound is 3,4-dialkylpyrrole.
Claim 5
Dependent Claim 31 words
The process of claim 1, wherein said organic solvent used for the polymerization is selected from the group consisting of alcohol, tetrahydrofuran, acetonitrile, benzene, toluene, acetone, diethyl ether and mixtures thereof.
Claim 6
Dependent Claim 27 words
The process of claim 1, wherein said organic solvent used for the polymerization is at least one member selected from the group consisting of methanol and ethanol.
Claim 7
Dependent Claim 32 words
The process of claim 1, wherein said ferric salt is selected from the group consisting of ferric chloride, ferric nitrate, ferric chlorate, aromatic ferric sulfonate, and said salts having water of crystallization.
Claim 8
Dependent Claim 31 words
The process of claim 1, wherein said copper (II) salt is selected from the group consisting of copper (II) chlorate, aromatic copper (II) sulfonate, and said salts having water of crystallization.
Claim 9
Dependent Claim 27 words
The process of claim 1, wherein said alkyl-substituted pyrrole compound is dissolved in an amount of from 0.01 to 5 mols per l of the organic solvent.
Claim 10
Dependent Claim 28 words
The process of claim 1, wherein the molar ratio of said oxidation polymerization agent to said alkyl-substituted pyrrole compound is in the range of from 0.1/1 to 5/1.
Claim 11
Dependent Claim 27 words
The process of claim 1, wherein X in formula (I) is an alkyl group having from 3 to 20 carbon atoms and Y is a hydrogen atom.
Claim 12
Dependent Claim 37 words
The process of claim 1, wherein X in formula (I) is an alkyl group having from 6 to 18 carbon atoms and Y in formula (I) is an alkyl group having from 1 to 12 carbon atoms.
Claim 13
Dependent Claim 26 words
The process of claim 1, wherein the molar ratio of added water to said alkyl-substituted pyrrole compound is in the range of from 200/1 to 1,000/1.
Claim 14
Dependent Claim 37 words
The process of claim 1, wherein said water is added until a solubility ratio wherein 2 g of said ion-doped poly(alkyl-substituted pyrrole) becomes 50% soluble in 38 g of said organic solvent at 23° C. is achieved.
Claim 15
Dependent Claim 27 words
The process of claim 13, wherein said organic solvent comprises at least one member selected from the group consisting of diethyl ether, toluene, benzene, chloroform, and tetrahydrofuran.
Claim 16
Dependent Claim 11 words
The process of claim 13, wherein said organic solvent is tetrahydrofuran.
Claim 17
Dependent Claim 22 words
The process of claim 1, wherein said reaction system does not contain a substantial amount of water before completion of the reaction.
Claim 18
Dependent Claim 17 words
The process of claim 16, wherein the water content of the reaction system is less than 1%.
Claim 19
Dependent Claim 133 words
An ion-doped poly(alkyl-substituted pyrrole) having improved solubility in an organic solvent produced by a process comprising the steps of: (i) dissolving an alkyl-substituted pyrrole compound represented by formula (I) in an organic solvent, (ii) oxidation-polymerizing the dissolved alkyl-substituted pyrrole in the presence of at least one oxidation polymerization agent selected from the group consisting of a ferric salt, a copper (II) salt, and said salts having water of crystallization to form an ion-doped poly(alkyl-substituted pyrrole) in a polymerization reaction system; and (iii) adding water to the polymerization reaction system after completion of the reaction to improve solubility of the ion-doped poly(alkyl-substituted pyrrole) in an organic solvent, wherein said alkyl-substituted pyrrole is represented by the following formula: ##STR5## wherein X represents an alkyl group; and Y represents a hydrogen atom or an alkyl group.
Claim 20
Dependent Claim 133 words
An ion-doped poly(alkyl-substituted pyrrole) having improved solubility in an organic solvent produced by a process comprising the steps of: (i) dissolving an alkyl-substituted pyrrole compound represented by formula (I) in an organic solvent, (ii) oxidation-polymerizing the dissolved alkyl-substituted pyrrole in the presence of at least one oxidation polymerization agent selected from the group consisting of a ferric salt, a copper (II) salt, and said salts having water of crystallization to form an ion-doped poly(alkyl-substituted pyrrole) in a polymerization reaction system; and (iii) adding water to the polymerization reaction system after completion of the reaction to improve solubility of the ion-doped poly(alkyl-substituted pyrrole) in an organic solvent, wherein said alkyl-substituted pyrrole is represented by the following formula: ##STR5## wherein X represents an alkyl group; and Y represents a hydrogen atom or an alkyl group.

References Cited (Backward Citations)

US5407699A Cited
US4697001A Cited
US4710401A Cited

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