Novel polythiophene dispersions
AssigneeBayer Aktiengesellschaft
InventorsFriedrich Jonas, Stephan Kirchmeyer
Life of this patent
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Abstract
A process for the preparation of dispersions or solutions comprising polythiophene+An− ion complexes in anhydrous or low-water-content organic solvents, characterized in that at least one water-miscible organic solvent or a water-miscible solvent mixture is added to an aqueous dispersion or solution comprising optionally substituted polythiophenes, all or some of the water is removed, and the resultant dispersion or solution is, if desired, diluted with organic solvents.
Claims19
A process for preparing a dispersion or a solution containing an optionally substituted polythiophene in an organic solvent, comprising
- a) adding a water-miscible organic solvent or a water-miscible solvent mixture to an aqueous dispersion or solution comprising optionally substituted polythiophenes, and
- b) removing at least some of the water from the mixture resulting from step a), and thereby forming the dispersion or the solution.
A process for preparing a dispersion or a solution containing a polythiophene+An− ion complex in an organic solvent, the process comprising
- a) adding a water-miscible organic solvent or a water-miscible organic solvent mixture to an aqueous dispersion or a solution of a polythiophene+An− ion complex,
- wherein the polythiophene+ is a polymer comprising recurring units of the formula (I)
- 5
- at least some of which are positively charged and wherein
- Y is —(CH2)m—CR1R2(CH2)n— or an optionally substituted 1,2-C3-C8-cycloalkylene radical, and
- R1 and R2, independently of one another, are hydrogen, hydroxymethyl, an optionally substituted C1-C20-alkyl radical or an optionally substituted C6-C14-aryl radical, and
- m and n are identical or different and are an integer from 0 to 3, and wherein
- An− is an anion of an organic polyacid, or wherein
- the polythiophene+An− is a polymer comprising recurring units of the formula (II)
- 6
- wherein at least some of the thiophene rings carry a positive charge and wherein
- Z is —(CH2)m—CR3R4(CH2)n—,
- R3 is hydrogen or —(CH2)s—O—(CH2)p—SO3−M+,
- R4 is —(CH2)s—O—(CH2)p—SO3−M+,
- m and n are an integer from 0 to 3,
- M+ is a cation,
- s is an integer from 0 to 10, and
- p is an integer from 1 to 18, and
- b) removing water from the mixture resulting in step a), and thereby forming the dispersion or the solution.
A dispersion or a solution comprising a polythiophene+An− ion complex, wherein the polythiophene+ is a polymer comprising recurring units of the formula (I)
- 9
- at least some of which are positively charged and wherein
- Y is —(CH2)m—CR1R2(CH2)n— or an optionally substituted 1,2-C3-C8-cycloalkylene radical, and
- R1 and R2, independently of one another, are hydrogen, hydroxymethyl, an optionally substituted C1-C20-alkyl radical or an optionally substituted C6-C14-aryl, and
- m and n are identical or different and are an integer from 0 to 3, and wherein
- An− is an anion of an organic polyacid, in a low-water-content or an anhydrous organic solvent.
A dispersion or a solution comprising a polythiophene+An− ion complex, wherein the polythiophene+An− is a polymer comprising recurring units of the formula (II)
- 10
- wherein at least some of the thiophene rings carry a positive charge and wherein
- Z is —(CH2)m—CR3R4(CH2)n—,
- R3 is hydrogen or —(CH2)s—O—(CH2)p—SO3−M+,
- R4 is —(CH2)s—O—(CH2)p—SO3−M+,
- m and n are an integer from 0 to 3,
- M+ is a cation,
- s is an integer from 0 to 10,
- p is an integer from 1 to 18, in a low-water-content or an anhydrous organic solvent.
A process for providing a substrate with conductivity comprising applying a dispersion or a solution to a substrate,
- wherein the dispersion or the solution contains a polythiophene+An− ion complex in organic solvents, and the solution or the dispersion has been made by a process comprising
- a) adding a water-miscible organic solvent or a water-miscible organic solvent mixture to an aqueous dispersion or a solution of a polythiophene+An− ion complex, wherein polythiophene+ is a polymer comprising recurring units of the formula (I)
- 11
- at least some of which are positively charged and in which
- Y is —(CH2)m—CR1R2(CH2)n— or an optionally substituted 1,2-C3-C8-cycloalkylene radical, and
- R1 and R2, independently of one another, are hydrogen, hydroxymethyl, an optionally substituted C1-C20-alkyl radical or an optionally substituted C6-C14-aryl radical,
- and m and n are identical or different and are an integer from 0 to 3, and wherein
- An− is an anion of an organic polyacid, or wherein
- polythiophene+An− is a polymer which comprises recurring units of the formula (II)
- 12
- wherein at least some of the thiophene rings carry a positive charge and wherein
- Z is —(CH2)m—CR3R4(CH2)n—,
- R3 is hydrogen or —(CH2)s—O—(CH2)p—SO3−M+,
- R4 is —(CH2)s—O—(CH2)p—SO3−M+,
- m and n are an integer from 0 to 3,
- M+ is a cation,
- s is an integer from 0 to 10, and
- p is an integer from 1 to 18, and
- b) removing water from the mixture resulting in step a).
A process for antistatic finishing of substrates comprising applying a dispersion or a solution comprising a polythiophene+An− ion complex to a substrate,
- wherein the dispersion or the solution contains a polythiophene+An− ion complex in an organic solvent, and the solution or the dispersion has been made by a process comprising
- a) adding a water-miscible organic solvent or a water-miscible organic solvent mixture to an aqueous dispersion or a solution of a polythiophene+An− ion complex, wherein polythiophene+ is a polymer comprising recurring units of the formula (I)
- 13
- at least some of which are positively charged and in which
- Y is —(CH2)m—CR1R2(CH2)n— or an optionally substituted 1,2-C3-C8-cycloalkylene radical, and
- R1 and R2, independently of one another, are hydrogen, hydroxymethyl, an optionally substituted C1-C20-alkyl radical or an optionally substituted C6-C14-aryl radical, and
- m and n are identical or different and are an integer from 0 to 3, and wherein
- An− is an anion of an organic polyacid,
- or wherein the polythiophene+An− is a polymer comprising recurring units of the formula (II)
- 14
- wherein at least some of the thiophene rings carry a positive charge and wherein
- Z is —(CH2)m—CR3R4(CH2)n—,
- R3 is hydrogen or —(CH2)s—O—(CH2)p—SO3−M+,
- R4 is —(CH2)s—O—(CH2)p—SO3−M+,
- m and n are an integer from 0 to 3,
- M+ is a cation,
- s is an integer from 0 to 10, and
- p is an integer from 1 to 18, and
- b) removing water from the mixture resulting in step a).
A process for the antistatic finishing of photographic material comprising applying a dispersion or a solution to a photographic material,
- wherein the dispersion or the solution contains a polythiophene+An− ion complex in an organic solvent, and the solution or the dispersion has been made by a process comprising
- a) adding a water-miscible organic solvent or a water-miscible organic solvent mixture to an aqueous dispersion or a solution of polythiophene+An− ion complex,
- wherein the polythiophene+ is a polymer comprising recurring units of the formula (I)
- 15
- at least some of which are positively charged and in which
- Y is —(CH2)m—CR1R2(CH2)n— or an optionally substituted 1,2-C3-C8-cycloalkylene radical, and
- R1 and R2, independently of one another, are hydrogen, hydroxymethyl, an optionally substituted C1-C20-alkyl radical or an optionally substituted C6-C14-aryl radical, and
- m and n are identical or different and are an integer from 0 to 3, and wherein
- An− is an anion of an organic polyacid, or wherein
- polythiophene+An− is a polymer which comprises recurring units of the formula (II)
- 16
- wherein at least some of the thiophene rings carry a positive charge and wherein
- Z is —(CH2)m—CR3R4(CH2)n—,
- R3 is hydrogen or —(CH2)s—O—(CH2)p—SO3−M+,
- R4 is —(CH2)s—O—(CH2)p—SO3−M+,
- m and n are an integer from 0 to 3,
- M+ is a cation,
- s is an integer from 0 to 10, and
- p is an integer from 1 to 18, and
- b) removing water from the mixture resulting in step a).
Dependencies are inferred from the claim text.