Compositions – Electrically conductive or emissive compositions
Reexamination Certificate
2000-02-17
2001-10-09
Gupta, Yogendra (Department: 1751)
Compositions
Electrically conductive or emissive compositions
C252S511000, C528S391000, C528S422000, C528S424000, C528S320000, C528S210000, C528S214000
Reexamination Certificate
active
06299800
ABSTRACT:
BACKGROUND OF THE INVENTION
Electrically conducting polymers are of great interest because of potential applications where they may replace metals and semimetals that require comparatively more energy in processing. For example, there is an interest in developing conducting polymers for use, in electronics (Sun et al. “Solution Processable Conducting Polymer: Polyaniline-Polylectrolyte Complexes,”
Mat. Res. Soc. Symp. Proc
., 1994, 328, 209-214; U.S. Pat. No. 5,370,825), as anti-static coatings for fabrics (R. V. Gregory et al. “Electrically Conductive Non-Metallic Textile Coatings,”
Journal of Coated Fabrics
, 1991, 20, 1-9; in corrosion prevention (S. Sathiyanarayanan et al. “Prevention of Corrosion of Iron in Acedic Media Using Poly (o-Methoxy-aniline),”
Electrochemica Acta
. 1994, 39, 831-837). in photolithography (G. Venungopal et al. “Photoinduced Doping and Photolithography of Methyl-Substituted Polyaniline,”
Chem. Mater
. 1995, 7, 271-276; and in electromagnetic radiation shielding (D. C. Trivedi, S. K. Dhawan, “Shielding of electromagnetic interference using polyaniline,”
Synthetic Metals
, 1993, 267-272.
One of the problems impeding the analysis and development of useful polyconjugated conducting materials is their insolubility in the conducting state. Soluble forms of some polyconjugated polymers are known, but their solubility is usually decreased or lost when the transition is made from the nonconducting to the conducting state. One example of this phenomenon is polyaniline, one of the most highly researched polyconjugated polymers, which shows poor solubility in the conducting state.
Over the past ten years, a considerable effort has been made to prepare novel, water soluble, conducting polymers. For example, U.S. Pat. No. 5,370,825 discloses a water soluble electrically conductive composition of matter comprising a polyacid and a polymer, comprising at least one conjugated region composed of repeating units incorporating a conjugated base atom. Additionally, U.S. Pat. No. 5,422,423 discloses electrically conductive conjugated polymer complexes comprising a substituted or unsubstituted positively charged conjugated polymer, doped with a dopant anion substituted with one or more anionic functionalities, and substituted with one or more hydrogen bonding groups.
Despite the considerable efforts that have been made to discover novel and useful water soluble conducting polymers, there continues to be a need for novel electrically conducting polymers with increased solubility and increased processability. There is also a continuing need for novel electrically conducting polymers that can be prepared from inexpensive materials, and for water soluble conductive polymers that are highly cross-linkable.
SUMMARY OF THE INVENTION
The present invention provides a conductive composition of matter comprising linearly conjugated &pgr;-systems and residues of a sulfonated lignin or a sulfonated polyflavonoid.
The invention also provides a conductive composition of matter comprising linearly conjugated &pgr;-systems and sulfonated polyaryl compounds, wherein the aryl rings of the sulfonated polyaryl compound are substituted with hydroxy, methoxy, ethoxy, hydroxymethyl, or 2-hydroxyethoxy substituents. Preferrably, the linearly conjugated &pgr;-systems are grafted to the sulfonated polyaryl compounds.
The invention also provides a method for preparing a water soluble conductive polymer comprising combining sulfonated lignin or a sulfonated polyflavonoid, with one or more monomers, an initiator (e.g. an oxidation catalyst), and a solvent. The invention also provides a composition of matter which is the product of the method.
The invention also provides a method for preparing a water soluble conductive polymer comprising combining: a) sulfonated polyaryl compounds, wherein the aryl rings of the sulfonated polyaryl compound are substituted with hydroxy, methoxy, ethoxy, hydroxymethyl, or 2-hydroxyethoxy substituents; b) one or more monomers; c) an initiator (e.g. an oxidation catalyst); and d) a solvent. The invention also provides a composition of matter which is the product of the method.
The invention also provides a method comprising producing a fiber or fabric with improve anti-static properties by: a) contacting the fiber or fabric with a conductive composition of matter of the invention and one or more formaldehyde-based resins; and b) curing the fiber or fabric. The invention also provides an article of manufacture (i.e. a fiber or fabric with improve anti-static properties) prepared by the foregoing method.
The invention also provides a method comprising producing a fiber or fabric with improve anti-static properties by: a) combining a conductive composition of matter of the invention with formaldehyde-based resin to form a resulting mixture; b) contacting the fiber or fabric with the resulting mixture; and c) curing a resulting fiber or fabric. The invention also provides an article of manufacture (i.e. a fiber or fabric with improve anti-static properties) prepared by the foregoing method.
The invention also provides an article of manufacture comprising: a) a fiber or fabric; and b) a conductive composition of matter of the invention associated with the fiber or fabric.
The invention also provides a solution comprising a composition of matter of the invention, in combination with water, dimethylsulfoxide, methanol, propanol, isopropanol, dimethylformamide, or ethanol, or a mixture thereof; the invention also provides a solution comprising a composition of matter of the invention and water.
The invention also provides a method for preparing lignin sulfonic acid comprising contacting a solution of a salt (e.g. the potassium, sodium, or ammonium salt) of sulfonated lignin with a cation exchange resin.
REFERENCES:
patent: 5968417 (1999-10-01), Viswanathan
patent: 6059999 (2000-05-01), Viswanathan
Borda Gary G.
Cox Diana M.
Gupta Yogendra
Hamlin D G
The United States of America as represented by the Administrator
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