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US4880508A Expired / Lapsed US ⏱️ 0.0 years remaining

Water-soluble conductive polymers

Assignee: United States Department of Energy
•
Filing: 1989-04-03
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Granted: 1989-11-14
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Expires: 2009-04-03
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Abstract

Abstract Polymers which are soluble in water and are electrically conductive. The monomer repeat unit is a thiophene or pyrrole molecule having an alkyl group substituted for the hydrogen atom located in the beta position of the thiophene or pyrrole ring and having a surfactant molecule at the end of the alkyl chain. Polymers of this class having 8 or more carbon atoms in the alkyl chain exhibit liquid crystalline behavior, resulting in high electrical anisotropy. The monomer-to-monomer bonds are located between the carbon atoms which are adjacent to the sulfur or nitrogen atoms. The number of carbon atoms in the alkyl group may vary from 1 to 20 carbon atoms. The surfactant molecule consists of a sulfonate group, or a sulfate group, or a carboxylate group, and hydrogen or an alkali metal. Negative ions from a supporting electrolyte which may be used in the electrochemical synthesis of a polymer may be incorporated into the polymer during the synthesis and serve as a dopant to increase the conductivity.

Inventors

  • 👤 Mahmoud Aldissi

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-25 15:45
CPC Classifications
H; H01; H01B; H01B1/00; H01B1/06; H01B1/12; H01B1/124; H01B1/127; C; C08; C08G; C08G61/00; C08G61/12; C08G61/122; C08G61/123

Claims Analysis

Total Claims: 12
Claim 1
Independent Claim 180 words
A method of making an electrically conductive self-doped polymer having a monomer repeat unit comprised of a thiophene or pyrrole ring, where the monomer-to-monomer bonds of said polymer are located between the carbon atoms adjacent to the sulfur or nitrogen atom, where an alkyl group comprised of from 1 to about 20 carbon atoms is linked to the carbon atom in the number three position of the ring of the monomer repeat unit, where a surfactant molecule is linked to the carbon atom located at the end of the alkyl group, said surfactant molecule being comprised of a sulfonate group or a sulfate group or a carboxylate group, said surfactant molecule further comprising a hydrogen or alkali metal atom linked to said group, where the alkali metal is chosen from a class consisting of lithium, sodium, potassium, rubidium, and cesium, said method comprising: a. mixing said monomer repeat unit with a compatible solvent; b. placing spaced-apart compatible conductive electrodes in the resultant mixture of step a; c. applying a voltage across said electrodes; and d. recovering an electrically conductive polymer.
Claim 2
Independent Claim 180 words
A method of making an electrically conductive self-doped polymer having a monomer repeat unit comprised of a thiophene or pyrrole ring, where the monomer-to-monomer bonds of said polymer are located between the carbon atoms adjacent to the sulfur or nitrogen atom, where an alkyl group comprised of from 1 to about 20 carbon atoms is linked to the carbon atom in the number three position of the ring of the monomer repeat unit, where a surfactant molecule is linked to the carbon atom located at the end of the alkyl group, said surfactant molecule being comprised of a sulfonate group or a sulfate group or a carboxylate group, said surfactant molecule further comprising a hydrogen or alkali metal atom linked to said group, where the alkali metal is chosen from a class consisting of lithium, sodium, potassium, rubidium, and cesium, said method comprising: a. mixing said monomer repeat unit with a compatible solvent; b. placing spaced-apart compatible conductive electrodes in the resultant mixture of step a; c. applying a voltage across said electrodes; and d. recovering an electrically conductive polymer.
Claim 3
Dependent Claim 50 words
The method of claim 1 where an additional dopant to increase conductivity, comprised of negative ions, is added to said electrically conductive polymer by means of adding an supporting electrolyte substance to the mixture of step a of claim 1, said mixture including the monomer repeat unit and compatible solvent.
Claim 4
Dependent Claim 32 words
The method of claim 2 where said supporting electrolyte substance is chosen from a grup comprised of tetraethylammonium para-toluenesulfonate, lithium perchlorate, tetrabutylammonium tetrafluoborate, lithium hexafluophosphate, lithium tetrafluoborate, lithium hexafluoarsenate, and tetrabutylammonium para-toluenesulfonate.
Claim 5
Dependent Claim 27 words
The method of claim 3 where said polymer has a conductivity in the range of from about 10 -3 to almost 50 ohm -1 cm -1 .
Claim 6
Dependent Claim 12 words
The method of claim 1 where said polymer is soluble in water.
Claim 7
Dependent Claim 22 words
The method of claim 1 where said polymer has a molecular weight in the range of from about 20,000 to about 70,000.
Claim 8
Dependent Claim 28 words
The method of claim 1 where said polymer has a conductivity in the range of from about 10 -3 to about 10 -2 ohm -1 cm -1 .
Claim 9
Dependent Claim 51 words
The method of claim 1 where said polymer has liquid crystalline properties, said ring is a thiophene ring, said alkyl group is comprised of 8 or 10 carbon atoms, and said surfactant molecule includes an SO 3 group and an element chosen from a group consisting of hydrogen, sodium, and potassium.
Claim 10
Dependent Claim 57 words
The method of claim 8 where said polymer has an electrical anisotropy of about 1000, the conductivity of a the polymer being about 10,000 ohm -1 cm -1 in a direction parallel to the orientation direction of the polymer and about 10 ohm -1 cm -1 in a direction perpendicular to the orientation direction of the polymer.
Claim 11
Dependent Claim 22 words
The method of claim 1 where said polymer is additionally doped to increase conductivity by exposure to sulfuric acid or arsenic pentafluoride.
Claim 12
Dependent Claim 28 words
The method of claim 10 where said polymer has a conductivity in the range of from about 10 -3 to about 10 -2 ohm -1 cm -1 .

References Cited (Backward Citations)

US4691005A Cited
US4711742A Cited
US4781443A Cited
US4818646A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1992-11-13 1993-05-15 1993-11-14 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1996-11-13 1997-05-15 1997-11-14 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2000-11-13 2001-05-15 2001-11-14 $7700.00 Window Closed / Lapsed

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