← Back to Patent Explorer
US4828756A Expired / Lapsed US ⏱️ 0.0 years remaining

Electrically conductive composites of polyacetylene and high-nitrile resins and method thereof

Assignee: Standard Oil Co
•
Filing: 1988-01-13
•
Granted: 1989-05-09
•
Expires: 2008-01-13
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

Abstract

Abstract An electrically conductive composite comprising conductive polyacetylene moiety, a nonconductive high nitrile resin, and a dopant. The high nitrile resin further comprises at least nitrile monomers or comonomers and optionally copolymerized with comonomers of mono-ethylenically unsaturated monomers and conjugated diolefins and further optionally containing an elastomeric component. The invention further includes a process for producing an electrically conductive composite comprising: (1) impregnating a high nitrile resin with a Zeigler type catalyst comprising an alkyl aluminum compound and alkyl, alkyl halide, halide, oxyhalide or alkoxide of Group IVA and VA metals, (2) exposing the impregnated high nitrile resin with an alkyne under polymerization conditions whereby polymerization occurs to form a polyacetylene/nitrile composite, and (3) adding dopant to the composite.

Inventors

  • 👤 Kenneth C. Benton
  • 👤 Raymond J. Weinert, Jr.
  • 👤 Lawrence E. Ball

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-29 14:15
CPC Classifications
H; H01; H01B; H01B1/00; H01B1/20; H01B1/06; H01B1/12; H01B1/124; H01B1/125; Y; Y10; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31855; Y10T428/31909; Y10T428/31928; Y10T428/31935

Claims Analysis

Total Claims: 47
Claim 1
Independent Claim 65 words
An electrically conductive composite comprising: a high nitrile polymer film matrix comprising from about 25% to about 96% by weight of said composite without a dopant; a conductive alkyne polymer, polymerized in situ in the presence of said high nitrile polymer film matrix and incorporated therewith and comprising from about 4% to about 75% by weight of said composite without a dopant; and a dopant.
Claim 2
Dependent Claim 65 words
An electrically conductive composite comprising: a high nitrile polymer film matrix comprising from about 25% to about 96% by weight of said composite without a dopant; a conductive alkyne polymer, polymerized in situ in the presence of said high nitrile polymer film matrix and incorporated therewith and comprising from about 4% to about 75% by weight of said composite without a dopant; and a dopant.
Claim 3
Dependent Claim 31 words
The electrically conductive composite of claim 1 wherein said high nitrile polymer film is formed with comonomers selected from the group consisting of monoethylenically unsaturated monomers, conjugated diolefins and mixtures thereof.
Claim 4
Dependent Claim 35 words
The electrically conductive composite of claim 1 wherein said high nitrile polymer film is formed with elastomeric components selected from the group consisting of conjugated diolefin copolymers, conjugated diolefin homopolymers, ethylene-propylenediene terpolymer and mixtures thereof.
Claim 5
Dependent Claim 21 words
The electrically conductive composite of claim 1 wherein conductive polyacetylene is selected from the group consisting of alkynes and unconjugated diynes.
Claim 6
Dependent Claim 22 words
The electrically conductive composite of claim 4 wherein the alkyne is selected from the group consisting of acetylene, methylacetylene, trifluoromethylacetylene and cyclohexylacetylene.
Claim 7
Dependent Claim 12 words
The electrically conductive composite of claim 5 wherein the alkyne is acetylene.
Claim 8
Dependent Claim 21 words
The electrically conductive composites of claim 4 wherein the unconjugated diynes are selected from the group consisting of 1,6-heptadiyne and 1,5-hexadiyne.
Claim 9
Dependent Claim 13 words
An electrically conductive composite of claim 7 wherein the unconjugated diyne is 1,6-heptadiyne.
Claim 10
Dependent Claim 27 words
The electrically conductive composite of claim 1 wherein said high nitrile polymer film comprise from about 50% to about 95% by weight of said composite without dopant.
Claim 11
Dependent Claim 27 words
The electrically conductive composite of claim 1 wherein said high nitrile polymer film comprises from about 75% to about 94% by weight of said composite without dopant.
Claim 12
Dependent Claim 24 words
The electrically conductive composite of claim 1 wherein said comonomer comprises from about 50% to about 5% by weight of said composite without dopant.
Claim 13
Dependent Claim 24 words
The electrically conductive composite of claim 1 wherein said comonomer comprises from about 30% to about 15% by weight of said composite without dopant.
Claim 14
Dependent Claim 36 words
An electrically conductive composite of claim 1 wherein said high nitrile polymer film contains a monomer selected from the group consisting of acrylonitrile, methacrylonitrile, 1,1-dicyanoethylene, tetracyanoethylene, itaconic acid nitrile, crotonic acid nitrile and alpha methylene glutaronitrile.
Claim 15
Dependent Claim 21 words
An electrically conductive composite of claim 1 wherein said nitrile monomer is selected from the group consisting of acrylonitrile and methacrylonitrile.
Claim 16
Dependent Claim 36 words
The electrically conductive composite of claim 2 wherein the comonomer of monoethylenically unsaturated monomers is selected from the group consisting of acrylates, vinyl aromatics, mono-alpha-olefins, cyclic olefins, vinylester of carboxylic acids, vinyl halides and vinylidene halides.
Claim 17
Dependent Claim 30 words
An electrically conductive composite of claim 15 wherein the acrylates are selected from a group consisting of methyl acrylate, methyl methacrylate, ethyl acrylate, n-butyl acrylate, lauryl methacrylate and cyclohexyl acrylate.
Claim 18
Dependent Claim 22 words
The electrically conductive composite of claim 16 wherein the acrylates are selected from the group consisting of methylacrylate, methyl methacrylate and ethylacrylate.
Claim 19
Dependent Claim 22 words
An electrically conductive composite of claim 15 wherein the vinylaromatics are selected from the group consisting of styrene, alpha-methylstyrene, para-t-butylstyrene and para-methylstyrene.
Claim 20
Dependent Claim 20 words
An electrically conductive composite of claim 18 wherein the vinylaromatics are selected from the group consisting of styrene and alpha-methylstyrene.
Claim 21
Dependent Claim 23 words
An electrically conductive composite of claim 15 wherein the mono-alpha-olefins are selected from the group consisting of ethylene, propylene, 1-butene, 1-hexene and i-butylene.
Claim 22
Dependent Claim 21 words
An electrically conductive composite of claim 20 wherein the mono-alpha-olefins are selected from the group consisting of ethylene, propylene and i-butylene.
Claim 23
Dependent Claim 24 words
An electrically conductive composite of claim 15 wherein the cyclic olefins are selected from the group consisting of norbornene, indene, 5-methylene-2-norbornene, 5-ethylidene-2-norbornene and dicylcopentadiene.
Claim 24
Dependent Claim 22 words
An electrically conductive composite of claim 22 wherein the cyclic olefins are selected from the group consisting of norbornene, indene and 5-ethylidene-2-norbornene.
Claim 25
Dependent Claim 26 words
An electrically conductive composite of claim 15 wherein the vinyl esters of carboxylic acids are selected from the group consisting of vinyl acetate and vinyl stearate.
Claim 26
Dependent Claim 17 words
An electrically conductive composite of claim 24 wherein the vinyl ester of carboxylic acids is vinyl acetate.
Claim 27
Dependent Claim 25 words
An electrically conductive composite of claim 15 wherein the vinyl halides are selected from the group consisting of vinyl chloride, vinyl fluoride and vinyl bromide.
Claim 28
Dependent Claim 14 words
An electrically conductive composite of claim 26 wherein the vinyl halide is vinyl chloride.
Claim 29
Dependent Claim 23 words
An electrically conductive composite of claim 14 wherein the vinylidene halides are selected from the group consisting of vinylidene chloride and vinylidene fluoride.
Claim 30
Dependent Claim 14 words
An electrically conductive composite of claim 28 wherein the vinylidene halide is vinylidene chloride.
Claim 31
Dependent Claim 30 words
An electrically conductive composite of claim 2 wherein the comonomers of monoethylenically unsaturated monomer are selected from the group consisting of maleic anhydride, diethyl maleate, dibutyl maleate and diethyl fumarate.
Claim 32
Dependent Claim 30 words
An electrically conductive composite of claim 2 wherein the comonomer of conjugated diolefin are selected from the group consisting of 1,3-butadiene; 2-methyl 1,3-butadiene; 2,3-dimethyl-1,3-butadiene; 2-chloro-1,3-butadiene; 1,3-pentadiene, 3-methyl-1,3-pentadiene; 4-methyl-1,3-pentadiene; and 1,3-hexadiene.
Claim 33
Dependent Claim 25 words
An electrically conductive composite of claim 2 wherein the comonomer of conjugated diolefins is selected from the group consisting of 1,3-butadiene; 2-methyl 1,3-butadiene; 2,3-dimethyl 1,3-butadiene.
Claim 34
Dependent Claim 37 words
An electrically conductive composite of claim 1 wherein the dopant is selected from the group consisting of iodine, sulfuric acid, perchloric acid, arsenic pentafluoride, antimony pentafluoride, potassium naphthalide, sodium naphthalide, lithium naphthalide, molybdenum pentachloride and tungsten hexachloride.
Claim 35
Dependent Claim 12 words
An electrically conductive composite of claim 33 wherein the dopant is iodine.
Claim 36
Dependent Claim 123 words
A process for producing an electrically conductive composite comprising the steps of: (1) impregnating a polymer film selected from the group consisting of nitrile polymers and high nitrile copolymers with a Ziegler-type catalyst comprising an alkyl aluminum compound and an alkyl, alkyl halide, alkoxide, or oxyhalide of a Group IVA metal, a Group VA metal or combinations thereof, wherein said polymer film comprises from about 75% to about 96% by weight of said composite without a dopant, (2) exposing said catalyst impregnated polymer film to acetylenic monomers under polymerization conditions whereby polymerization occurs to form a composite, wherein the polyacetylene comprises from about 4% to about 25% by weight of said composite without a dopant, and (3) exposing said composite to a dopant.
Claim 37
Dependent Claim 123 words
A process for producing an electrically conductive composite comprising the steps of: (1) impregnating a polymer film selected from the group consisting of nitrile polymers and high nitrile copolymers with a Ziegler-type catalyst comprising an alkyl aluminum compound and an alkyl, alkyl halide, alkoxide, or oxyhalide of a Group IVA metal, a Group VA metal or combinations thereof, wherein said polymer film comprises from about 75% to about 96% by weight of said composite without a dopant, (2) exposing said catalyst impregnated polymer film to acetylenic monomers under polymerization conditions whereby polymerization occurs to form a composite, wherein the polyacetylene comprises from about 4% to about 25% by weight of said composite without a dopant, and (3) exposing said composite to a dopant.
Claim 38
Dependent Claim 34 words
A process for producing an electrically conductive composite of claim 35 wherein the alkyl aluminum compound is selected from a group consisting of triethylaluminum, trimethylaluminum, triisobutylalumnium, tri-n-hexylaluminum, diethylaluminum chloride, ethylaluminum sesquichloride, diisobutylaluminumhydride and 1-phenyl-2-(diethylalumino)-1-heptene.
Claim 39
Dependent Claim 18 words
A process for producing an electrically conductive composite of claim 36 wherein the alkyl aluminum compound is triethylaluminum.
Claim 40
Dependent Claim 42 words
A process for producing an electrically conductive composite of claim 35 wherein the alkyl, alkylhalide, alkoxide or oxyhalides of Group IVA or VA metals is selected from the group consisting of tetra(isobutyl)titanate, tetra(n-butyl)titanate, tetra(isopropyl)titanate, dicyclopentadienyltitanium dichloride, dicyclopentadienylzirconium dimethyl, vanadiumtriacetylacetonate and vanadium oxytrichloride.
Claim 41
Dependent Claim 25 words
A process for producing an electrically conductive composite of claim 35 wherein the alkyl, alkylhalide and alkoxide of Group IVA on VA metals is tetra(isobutyl)titanate.
Claim 42
Dependent Claim 34 words
The process for producing an electrically conductive composite of claim 35 wherein said catalyst impregnated polymer film is exposed to the acetylene monomers at a temperature of about -78° C. to about +95° C.
Claim 43
Dependent Claim 34 words
The process for producing an electrically conductive composite of claim 35 wherein said catalyst impregnated polymer film is exposed to the acetylene monomer at a temperature of about -40° C. to about +25° C.
Claim 44
Dependent Claim 34 words
The process for producing an electrically conductive composite of claim 35 wherein said catalyst impregnated polymer is exposed to the acetylene monomer at a pressure of from about 1 psig to about 25 psig.
Claim 45
Dependent Claim 35 words
The process for producing an electrically conductive composite of claim 35 wherein said catalyst impregnated polymer film is exposed to the acetylene monomer at a pressure of from about 5 psig to about 15 psig.
Claim 46
Dependent Claim 41 words
The process for producing an electrically conductive composite of claim 1 wherein the dopant is selected from the group consisting of iodine, sulfuric acid, perchloric acid, arsenic pentafluoride, antimony pentafluoride, potassium naphthalide, sodium naphthalide, lithium naphthalide, molybdenum pentachloride and tungsten hexachloride.
Claim 47
Dependent Claim 16 words
The process for producing an electrically conductive composite of claim 44 wherein the dopant is iodine.

References Cited (Backward Citations)

US4222903A Cited
US4519939A Cited
US4374948A Cited
US4456548A Cited
US4454178A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1992-05-08 1992-11-07 1993-05-09 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1996-05-08 1996-11-07 1997-05-09 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2000-05-08 2000-11-07 2001-05-09 $7700.00 Window Closed / Lapsed

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag