Conductive coatings

• US 5,766,515 A
• Filed: 05/14/1997
• Issued: 06/16/1998
• Est. Priority Date: 05/06/1994
• Status: Expired due to Term

• Current Assignee: Heraeus Deutschland GmbH & Co. KG (Heraeus Holding GMBH)
• Original Assignee: Bayer AG
• Inventors: van Thillo, Etienne, Elschner, Andreas, Wehrmann, Rolf, Karbach, Alexander, Jonas, Friedrich, Dujardin, Ralf, Muys, Bavo
• Primary Examiner(s): KOPEC, MARK T
• Application Number:
  US08/856,042
• Time in Patent Office: 398 Days
• Field of Search: 252/500, 528/373, 528/377, 528/378
• 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: C09D 5/24 Electrically-conducting paints conductive materials H01B1/00
• CPC Class Codes: G02F 1/13439 characterised by their electrical, optical, physical properties; materials therefor; method of making
• CPC Class Codes: H01B 1/127 comprising five-membered aromatic rings in the main chain, e.g. polypyrroles, polythiophenes
• CPC Class Codes: H01B 1/128 comprising six-membered aromatic rings in the main chain, e.g. polyanilines, polyphenylenes
• CPC Class Codes: H01G 11/48 Conductive polymers
• CPC Class Codes: H01G 11/56 Solid electrolytes, e.g. gels; Additives therein
• CPC Class Codes: H05K 3/188 by direct electroplating
• CPC Class Codes: H10K 50/17 Carrier injection layers
• CPC Class Codes: H10K 50/805 Electrodes
• CPC Class Codes: H10K 50/81 Anodes
• CPC Class Codes: H10K 85/113 Heteroaromatic compounds comprising sulfur or selene, e.g. polythiophene
• CPC Class Codes: Y02E 60/13 Energy storage using capacitors
• CPC Class Codes: Y10S 428/917 Electroluminescent

Abstract

Mixtures of

A) neutral polythiophenes of formula (I), ##STR1## wherein R₁ and R₂ separately from one another represent hydrogen or a C_1-4 alkyl group or together form an optionally substituted C_1-4 alkylene radical, preferably a methylene radical optionally substituted by alkyl groups, an ethylene-1,2 radical optionally substituted by C_1-12 alkyl or phenyl groups, or a cyclohexylene-1,2 radical, and

B) organic compounds containing dihydroxy or polyhydroxy and/or carboxyl groups or amide groups or lactam groups,

as well as transparent, electrically conducting coatings made therefrom and electroluminescent systems containing a conductive layer produced from the abovementioned mixtures as the electrode.

Claims

1. A mixture of:

(A) an aqueous solution comprising a water soluble polythiophene which is used in a cationic form with a polyanion, the polythiophene comprising a recurring structural unit of the formula (I) ##STR4## wherein R₁ and R₂ independently of one another represent hydrogen or a C₁ -C₄ alkyl group or together form an optionally substituted C₁ -C₄ radical, or a cyclohexylene-1,2, radical, and

(B) an organic compound of the formula (II) ##STR5## wherein n and m independently of one another denote an integer from 1 to 20, and

R denotes a linear, branched or cyclic alkylene radical having 2 to 20 C atoms or an optionally substituted arylene radical having 6 to 14 C atoms or a pyran or furan radical,

x denotes --OH or --NYZ, wherein Y, Z independently of one another represent hydrogen or alkyl,

or (B) is sugar, sugar derivatives, ethylene glycol, glycerol, di- or triethylene glycol.

2. A mixture according to claim 1, wherein component B is selected from the group consisting of N-methylpyrrolidone, pyrrolidone, caprolactam, N-methylcaprolactam, N-octylpyrrolidone, sucrose, glucose, fructose, lactose, sugar alcohols, 2-furan carboxylic acid, 3-furan carboxylic acid, ethylene glycol, glycerol, di- and triethylene glycol.

3. A mixture according to claim 1, wherein the polyanion is polystyrene sulfonic acid.

4. A mixture according to claim 1, containing 1 to 100,000% by weight of compounds of formula (II), based on the sum of polythiophene cations and polyanions.

5. A mixture according to claim 4, containing 10 to 1,000% by weight of compounds of formula (II), based on the sum of polytiophene cations polyanions.

11. In an aqueous mixture according to claim 3, wherein the organic compound comprises sorbitol.

6. A mixure of:

(A) an aqueous solution comprising. A water soluble polythiophene which is used in a cationic form with a polyanion, the polythiophene comprising a recurring structural unit of the formula (I) ##STR6## wherein R₁ and R₂ independently of one another represent hydrogen or a C₁ -C₄ alkyl group or together form an optionally substituted C₁ -C₄ radical, or a cyclohexylene-1,2, radical,

(B) an organic compound selected from the group of lactams consisting of N-methylpyrrolidone, pyrrolidone, caprolactam, N-methyl caprolactam, and N-octylpyrrolidone.

7. A mixture according to claim 6, wherein the organic compound comprises N-methylpyrolidone.

8. A mixture according to claim 6, further comprising water-miscible protic organic solvents.

9. A mixture of:

(A) an aqueous solution comprising. a water soluble polythiophene which is used in a cationic form with a polyanion, the polythiophene comprising a recurring structural unit of the formula (I) ##STR7## wherein R₁ and R₂ independently of one another represent hydrogen or a C₁ -C₄ alkyl group or together form an optionally substituted C₁ -C₄ radical, or a cyclohexylene-1,2, radical,

(B) an organic compound containing dihydroxy groups, polyhydroxy groups or carboxyl groups, the organic compound being selected from the group consisting of sucrose, glucose, fructose, lactose, sugar alcohols, 2-furan carboxylic acid, 3-furan carboxylic acid, ethylene glycol, glycerol, di- and triethylene glycol.

10. A mixture according to claim 9, wherein the sugar alcohols comprise a compound selected from the group consisting of sorbitol and mannitol.