# US 5,331,056 A · Electroconductive polymer compositions produced from polymerizable amphiphilic heterocycles

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- Number: US 5,331,056 A
- Document ID: US5331056A
- Status: Granted
- Kind: A
- Application number: 07/992,758
- Filed: 1992-12-18
- Granted: 1994-07-19
- Earliest claimed: 1991-12-18
- Assignees: Rhone-Poulenc Films
- Inventors: Nicole Pecate; Joel Richard
- Web page: https://patentgrep.com/patent/US5331056A

## CPC

- H01B 1/127: {comprising five-membered aromatic rings in the main chain, e.g. polypyrroles, polythiophenes}
- C08G 61/123: {derived from five-membered heterocyclic compounds}
- C08K 5/1535: Five-membered rings
- C08K 5/3415: Five-membered rings
- H01B: CABLES; CONDUCTORS; INSULATORS; SELECTION OF MATERIALS FOR THEIR CONDUCTIVE, INSULATING OR DIELECTRIC PROPERTIES (selection for magnetic properties H01F1/00; waveguides H01P {; printed circuits H05K})
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09)

## Abstract

Polymer compositions, typically thermoplastic polymer compositions, readily converted into electroconductive polymers and articles shaped therefrom, e.g., films, comprise at least one convertible polymer support substrate (A) and at least one amphiphilic heterocyclic monomer (B) having the formula (I): ##STR1## in which R.sub.1 and R.sub.2, which may be identical or different, are each a linear or branched alkyl, aryl, alkylaryl, arylalkyl, hydroxycarbonyl, alkoxycarbonyl or amide radical; X is an oxygen or sulfur atom or the divalent radical ##STR2## wherein R.sub.3 is a hydrogen atom or an alkyl, aryl, alkylaryl or arylalkyl radical; at least one of the substituents R.sub.1, R.sub.2 and R.sub.3 having an amphiphilicity-imparting number of carbon atoms.

## Claims

### Claim 1

A polymeric composition of matter which comprises at least one polymer support substrate (A) and at least one amphiphilic heterocyclic monomer (B) containing two conjugated sites of ethylenic unsaturation and at least one substituent having an amphiphilicity-imparting number of carbon atoms.

### Claim 2 (depends on 1)

The polymeric composition as defined by claim 1, said at least one amphiphilic heterocyclic monomer (B) being physically incorporated into a surface layer of said at least one convertible polymer (A).

### Claim 3 (depends on 2)

The polymeric composition as defined by claim 2, comprising particulates of said at least one convertible polymer support substrate (A), with hydrophobic ends of said at least one amphiphilic heterocyclic monomer (B) being intimately physically entangled with the polymer chains thereof.

### Claim 4 (depends on 1)

The polymeric composition as defined by claim 1, said at least one amphiphilic heterocyclic monomer (B) having the formula (I): ##STR6## in which R.sub.1 and R.sub.2, which may be identical or different, are each a linear or branched alkyl, aryl, alkylaryl, arylalkyl, hydroxycarbonyl, alkoxycarbonyl or amide radical; X is an oxygen or sulfur atom or the divalent radical ##STR7## wherein R.sub.3 is a hydrogen atom or an alkyl, aryl, alkylaryl or arylalkyl radical; at least one of the substituents R.sub.1, R.sub.2 and R.sub.3 having an amphiphilicity-imparting number of carbon atoms.

### Claim 5 (depends on 4)

The polymeric composition as defined by claim 4, wherein formula (I), X is nitrogen.

### Claim 6 (depends on 5)

The polymeric composition as defined by claim 5, said at least one amphiphilic heterocyclic monomer (B) comprising 3-octadecyloxycarbonyl-4-methylpyrrole.

### Claim 7 (depends on 4)

The polymeric composition as defined by claim 4, said at least one polymer comprising a thermoplastic polymer.

### Claim 8 (depends on 7)

The polymeric composition as defined by claim 7, said thermoplastic polymer comprising an .alpha.-olefin (co)polymer, a conjugated diolefin (co)polymer, a styrene or .alpha.-methyl styrene (co)polymer, a vinyl ester (co)polymer, an ethylene/vinyl acetate copolymer or hydrolysate thereof, an acrylic (co)polymer or (co)polymer of an anhydride or ester thereof, or a (co)polymer of an ethylenically unsaturated halide.

### Claim 9 (depends on 8)

The polymeric composition as defined by claim 8, said thermoplastic polymer comprising a styrene/butadiene/maleic acid copolymer.

### Claim 10 (depends on 7)

The polymeric composition as defined by claim 7, comprising a stable dispersion of particulates thereof in water or in a hydroorganic medium.

### Claim 11 (depends on 10)

The polymeric composition as defined by claim 10, said stable dispersion comprising a latex.

### Claim 12 (depends on 7)

The polymeric composition as defined by claim 7, said thermoplastic polymer comprising anionic recurring structural units.

### Claim 13 (depends on 4)

The polymeric composition as defined by claim 4, wherein the amount of said at least one amphiphilic heterocyclic monomer (B) ranges from 0.1% to 20% by weight of said at least one polymer (A).

### Claim 14 (depends on 13)

The polymeric composition as defined by claim 13, wherein the amount of said at least one amphiphilic heterocyclic monomer (B) ranges from 0.2% to 5% by weight of said at least one polymer (A).

### Claim 15 (depends on 4)

The polymeric composition as defined by claim 4, wherein at least one of the substituents R.sub.1, R.sub.2 or R.sub.3 has at least 10 carbon atoms.

### Claim 16

An electroconductive polymeric composition of matter which comprises at least one polymer support substrate (A) and at least one electroconductive polymerizate (C) having units derived from at least one amphiphilic heterocyclic monomer (B) containing two conjugated sites of ethylenic unsaturation and at least one substituent having an amphiphilicity-imparting number of carbon atoms.

### Claim 17 (depends on 16)

The electroconductive polymeric composition of matter as defined by claim 16, said at least one amphiphilic heterocyclic monomer (B) having the formula (I): ##STR8## in which R.sub.1 and R.sub.2, which may be identical or different, are each a linear or branched alkyl, aryl, alkylaryl, arylalkyl, hydroxycarbonyl, alkoxycarbonyl or amide radical; X is an oxygen or sulfur atom or the divalent radical ##STR9## wherein R.sub.3 is a hydrogen atom or an alkyl, aryl, alkylaryl or arylalkyl radical; at least one of the substituents R.sub.1, R.sub.2 and R.sub.3 having an amphiphilicity-imparting number of carbon atoms.

### Claim 18 (depends on 17)

The polymeric composition as defined by claim 17, wherein at least one of the substituents R.sub.1, R.sub.2 or R.sub.3 has at least 10 carbon atoms.

### Claim 19 (depends on 29)

The electroconductive polymeric composition of matter as defined by claim 29, wherein said at least one electroconductive polymerizate (C) is derived from a heterocyclic monomer having the formula (II)L ##STR10## in which R.sub.4 and R.sub.5, which may be identical or different, are each a hydrogen atom or a radical incapable of imparting amphiphilicity to said at least one polymerizate (C); X.sub.1 is an oxygen atom, a sulfur atom or the divalent radical ##STR11## wherein R.sub.6 is a hydrogen atom or a radical which is identical to or different than R.sub.4 and R.sub.5 and incapable of imparting amphiphilicity to said at least one polymerizate (C).

### Claim 20 (depends on 21)

The electroconductive polymeric composition as defined by claim 21, said at least one polymer (A) comprising a thermoplastic polymer.

### Claim 21 (depends on 16)

The electroconductive polymeric composition as defined by claim 16, said at least one electroconductive polymerizate (C) being physically anchored to a surface layer of said at least one polymer (A).

### Claim 22 (depends on 21)

The electroconductive polymeric composition as defined by claim 21, said at least one polymer (A) comprising a thermoplastic polymer.

### Claim 23 (depends on 21)

The electroconductive polymeric composition as defined by claim 21, comprising particulates of said at least one polymer (A) coated with said at least one electroconductive polymerizate (C).

### Claim 24 (depends on 23)

The electroconductive polymeric composition as defined by claim 23, comprising a stable aqueous or hydroorganic dispersion.

### Claim 25 (depends on 21)

The electroconductive polymeric composition as defined by claim 21, wherein the amount of said at least one amphiphilic heterocyclic monomer polymerized ranges from 1% to 50% by weight of said at least one polymer (A).
