Water-soluble electrically conductive polymers

1. A method for manufacturing an electrically conductive layer or film of an electronic device, comprising:

forming an intermediate composition comprising a solvent and an electrically conductive polymer, the polymer including n repeating units of Formula 1 and Formula 2:

wherein,

A and B are independently at least one member selected from the group consisting of phenylene, phenylene vinylene, pyrrolylene, pyrrolylene vinylene, thienylene, thienylene vinylene, fluorenylene, fluorenylene vinylene, furanylene, furanylene vinylene, phenothiazinylene, phenothiazinylene vinylene, phenazinylene, phenazinylene vinylene, phenoxazinylene and phenoxazinylene vinylene, which are unsubstituted or substituted with one or more substituents,

wherein the substituents are independently selected from the group consisting of hydroxyl, alkyl, alkenyl, alkynyl, alkanoyl, alkanoylamino, alkenoyl, alkynoyl, alkoxy, alkoxycarbonyl, alkoxycarbonylamino, alkylamino, alkylamino carbonyl, dialkylaminocarbonyl, alkylsulfonyl, alkylsulfinyl, sulfonylamino alkyl, alkylsulfonylaminocarbonyl, aminoalkyl, cyanoalkyl, halogen, haloalkyl, haloalkenyl, haloalkynyl, haloalkanoyl, haloalkenoyl, haloalkynoyl, haloalkoxy, haloalkoxycarbonyl, hydroxyalkyl, oxoalkyl, cycloalkyl, cycloalkenyl, cycloalkanoyl, cycloalkenoyl, cycloalkoxy, cycloalkoxycarbonyl, aryl, arylene, heterocycle, heterocyclyl, heteroaryl, heteroarylene, arylalkyl, heteroarylalkyl, arylalkanoyl, heteroarylalkanoyl, arylalkenoyl, heteroarylalkenoyl, arylalkynoyl, heteroarylalkynoyl, arylalkoxy, heteroarylalkoxy, aryloxy, heteroaryloxy, aryloxycarbonyl, heteroarylxoycarbonyl, arylalkoxycarbonyl, heteroarylalkoxycarbonyl, alkylhio, alkylthioalkyl, arylthio, arylsulfonyl and arylsulfinyl, or the substituents together form an alkylene or alkenylene chain completing a 3, 4, 5, 6, or 7-membered aromatic or alicyclic ring, whereby said ring optionally includes one or more divalent nitrogen, sulfur or oxygen atoms; and the substituents are substituted or unsubstituted;

R 1 represents

 and R 2 represents

R 3 , R 4 , R 5 , R 6 , R 7 and R 8 are independently hydrogen, alkyl, ammonium or

 with the proviso that at least one of R 3 , R 4 , R 5 , R 6 , R 7 and R 8 is ammonium or

 with the additional proviso that R 1 ≠R 2 ;

K represents an alkylene having one or two carbon atoms;

d is 1 to 3;

R 9 is hydroxyl, carboxylic acid, sulfonic acid, or a straight or branched alkyl which is unsubstituted or substituted with hydroxyl; and

n represents an integer in a range from about 100 to about 1,000;

applying the intermediate composition to a substrate; and

removing at least a portion of the solvent to yield the electrically conductive layer or film.

2. The method of claim 1 , wherein the repeating unit of Formula 1 and the repeating unit of Formula 2 are independently represented by Formula 3, Formula 4, Formula 5, and combinations thereof:

wherein,

X 1 , X 2 and X 3 are independently NH, O, S, or PH;

R 10 , R 10 ′, R 11 , R 11 ′, R 12 and R 12 ′ independently represent

and

R 3 , R 4 , R 5 , R 6 , R 7 and R 8 are independently hydrogen, alkyl, ammonium or

with the proviso that at least one of R 3 , R 4 , R 5 , R 6 , R 7 , and R 8 is ammonium or

K represents an alkylene having one or two carbon atoms;

d is 1 to 3;

R 9 is hydroxyl, carboxylic acid, sulfonic acid, or a straight or branched alkyl which is unsubstituted or substituted with hydroxyl; and

n represents an integer in a range from about 100 to about 1,000.

3. The method of claim 1 , wherein the solvent includes water and/or a water soluble alcohol.

4. The method of claim 1 , wherein at least a portion of the solvent is removed by evaporation.

5. The method of claim 1 , further comprising a water-soluble or dispersible material selected from the group consisting of a polymer, dye, coating aid, carbon nanotubes, metal nanowires, nanoparticles, organic conductive ink or paste, inorganic conductive ink or paste, a charge transport material, a piezoelectric material, a pyroelectric material, ferroelectric oxide nano-particles or polymer, photoconductive oxide nanoparticles or polymer, dispersing agent, and combinations thereof.

6. The method of claim 1 , wherein the intermediate composition is patterned on the substrate.

7. The method of claim 1 , wherein the electrically conductive film is incorporated into an electrical component of an electronic device selected from the group consisting of light-emitting diodes, light emitting diode displays, liquid crystal displays, electronic paper, touchscreens, diode lasers, photodetectors, photoconductive cells, photoresistors, photoswitches, phototransistors, phototubes, IR detectors, photovoltaic devices, solar cells, transistors, diodes, memory storage devices, antistatic films, biosensors, electrochromic devices, solid electrolyte capacitors, energy storage devices, electromagnetic wave shielding films, window de-icers, heat reflectors, architectural materials, electro-optic modulators, microresonators, interferometers, optical switches, directional couplers and multiplexers.

8. The method of claim 1 , wherein the repeating unit of Formula 1 and the repeating unit of Formula 2 are independently represented by Formula 6, Formula 7, and combinations thereof:

wherein,

R 13 , R 13′ and R 14 independently represent

and

R 3 , R 4 , R 5 , R 6 , R 7 and R 8 are independently hydrogen, alkyl, ammonium or

with the proviso that at least one of R 3 , R 4 , R 5 , R 6 , R 7 , and R 8 is ammonium or

K represents an alkylene having two carbon atoms;

d is 2;

R 9 is a hydroxyl, a carboxylic acid, a sulfonic acid, or a straight or branched alkyl which is unsubstituted or substituted with hydroxyl; and

n represents an integer in a range from about 100 to about 1,000.