Compositions produced by solvent exchange methods and articles of manufacture comprising same

• US 6,852,250 B2
• Filed: 08/01/2002
• Issued: 02/08/2005
• Est. Priority Date: 02/16/2001
• Status: Expired due to Fees

• Current Assignee: Elecon Incorporated
• Original Assignee: Elecon Incorporated
• Inventors: Ryu, Jae, Mojazza, Hamid R., Haghighat, R. Ross, Schuler, Peter, Vinciguerra, Michael A.
• Primary Examiner(s): KOPEC, MARK T
• Application Number:
  US10/211,424
• Publication Number:
  US 20030015691A1
• Time in Patent Office: 922 Days
• Field of Search: 252/500, 252/301.32, 528/373, 528/377, 528/378, 257/82, 362/800
• US Class Current: 252/500
• CPC Class Codes: C08G 61/126 with a five-membered ring containing one sulfur atom in the ring
• CPC Class Codes: C08G 73/1039 comprising halogen-containing substituents
• CPC Class Codes: C08G 73/1057 Polyimides containing other atoms than carbon, hydrogen, nitrogen or oxygen in the main chain
• CPC Class Codes: C09D 165/00 Coating compositions based on macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain C09D107/00 - C09D157/00, C09D161/00 take precedence; Coating compositions based on derivatives of such polymers
• CPC Class Codes: H01G 11/48 Conductive polymers
• CPC Class Codes: H01G 11/56 Solid electrolytes, e.g. gels; Additives therein
• CPC Class Codes: H01G 9/028 Organic semiconducting electrolytes, e.g. TCNQ
• CPC Class Codes: H10K 50/17 Carrier injection layers
• CPC Class Codes: H10K 85/1135 Polyethylene dioxythiophene [PEDOT]; Derivatives thereof
• CPC Class Codes: Y02E 10/549 Organic PV cells
• CPC Class Codes: Y02E 60/13 Energy storage using capacitors
• CPC Class Codes: Y02P 70/50 Manufacturing or production processes characterised by the final manufactured product

Abstract

Disclosed are coatings, films, and articles of manufacture comprising or derived from compositions that are produced by a method for exchanging solvent in a mixture that includes water and an optionally substituted thiophene. Also disclosed are methods for making and using said coatings, films, and articles of manufacture, including electro-optical implementations.

Claims

1. A composition comprising:

a combination of an aqueous dispersion of an optionally substituted poly-3,4 alkylene dioxythiophene cation and an associated polyanion; and

1% (w/v) to 100% (w/v) of at least one or more organic solvents, wherein the one or more organic solvents have a boiling point between from about 81.6°

c.to about 290°

C., wherein at least 30% (w/v) of the water from the aqueous dispersion is removed from said combination.

2. The composition of claim 1, wherein at least 90% of the water from the aqueous dispersion is removed.

3. The composition of claim 1, wherein the polyanion is polystyrene sulfonic acid (PSS).

4. The composition of claim 1, wherein the aqueous dispersion of said optionally substituted poly-3,4-alkylene dioxythiophene includes an aqueous dispersion of 0.5-5% by weight of poly-3,4-ethylene dioxythiophene and the anion is polystyrene sulfonic acid.

5. The composition of claim 1, further comprising at least one additive.

6. The composition of claim 5, wherein the additive is a binder.

7. The composition of claim 5, wherein the additive is ferric toluene sulfonic acid.

8. The composition of claim 7, wherein the ferric toluene sulfonic acid is present in trace amounts.

9. The composition of claim 1, wherein a coating of composition has at least an order of magnitude higher conductivity than a coating of corresponding unexchanged optionally substituted poly-3,4-alkylene dioxythiophene aqueous dispersion.

10. The composition of claim 9, wherein the aqueous dispersion of said optionally substituted poly-3,4-alkylene dioxythiophene includes an aqueous dispersion of 0.5-5% by weight of poly-3,4-ethylene dioxythiophene and the anion is polystyrene sulfonic acid.

11. The composition of claim 10, further including at least one water insoluble solvent.

12. The composition of claim 1, when the aqueous dispersion of the optionally substituted poly-3,4-alkylene dioxythiophene cation and an associated polyanion is from about 0.38% to about 1.55% by weight of said composition.

13. The composition of claim 1 wherein said one or more organic solvents have a boiling point between about 100°

C. to about 250°

C.