DE3305401A1 - Method for the production of electrically conductive plastics - Google Patents

Method for the production of electrically conductive plastics

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Publication number
DE3305401A1
DE3305401A1 DE19833305401 DE3305401A DE3305401A1 DE 3305401 A1 DE3305401 A1 DE 3305401A1 DE 19833305401 DE19833305401 DE 19833305401 DE 3305401 A DE3305401 A DE 3305401A DE 3305401 A1 DE3305401 A1 DE 3305401A1
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electrically conductive
plastics
solvent
pyrroles
parts
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Walter Dr. 6940 Weinheim Heckmann
Gernot Dr. 6700 Ludwigshafen Koehler
Herbert Dr. 6719 Wattenheim Naarmann
Petr Dr. 6700 Ludwigshafen Simak
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BASF SE
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BASF SE
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    • H—ELECTRICITY
    • H05—ELECTRIC TECHNIQUES NOT OTHERWISE PROVIDED FOR
    • H05K—PRINTED CIRCUITS; CASINGS OR CONSTRUCTIONAL DETAILS OF ELECTRIC APPARATUS; MANUFACTURE OF ASSEMBLAGES OF ELECTRICAL COMPONENTS
    • H05K9/00—Screening of apparatus or components against electric or magnetic fields
    • H05K9/0073—Shielding materials
    • H05K9/0079—Electrostatic discharge protection, e.g. ESD treated surface for rapid dissipation of charges
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
    • C08G73/06—Polycondensates having nitrogen-containing heterocyclic rings in the main chain of the macromolecule
    • C08G73/0605—Polycondensates containing five-membered rings, not condensed with other rings, with nitrogen atoms as the only ring hetero atoms
    • C08G73/0611—Polycondensates containing five-membered rings, not condensed with other rings, with nitrogen atoms as the only ring hetero atoms with only one nitrogen atom in the ring, e.g. polypyrroles
    • H—ELECTRICITY
    • H01—ELECTRIC ELEMENTS
    • H01B—CABLES; CONDUCTORS; INSULATORS; SELECTION OF MATERIALS FOR THEIR CONDUCTIVE, INSULATING OR DIELECTRIC PROPERTIES
    • H01B1/00—Conductors or conductive bodies characterised by the conductive materials; Selection of materials as conductors
    • H01B1/06—Conductors or conductive bodies characterised by the conductive materials; Selection of materials as conductors mainly consisting of other non-metallic substances
    • H01B1/12—Conductors or conductive bodies characterised by the conductive materials; Selection of materials as conductors mainly consisting of other non-metallic substances organic substances
    • H01B1/124—Intrinsically conductive polymers
    • H01B1/125—Intrinsically conductive polymers comprising aliphatic main chains, e.g. polyactylenes
    • H—ELECTRICITY
    • H01—ELECTRIC ELEMENTS
    • H01B—CABLES; CONDUCTORS; INSULATORS; SELECTION OF MATERIALS FOR THEIR CONDUCTIVE, INSULATING OR DIELECTRIC PROPERTIES
    • H01B1/00—Conductors or conductive bodies characterised by the conductive materials; Selection of materials as conductors
    • H01B1/06—Conductors or conductive bodies characterised by the conductive materials; Selection of materials as conductors mainly consisting of other non-metallic substances
    • H01B1/12—Conductors or conductive bodies characterised by the conductive materials; Selection of materials as conductors mainly consisting of other non-metallic substances organic substances
    • H01B1/124—Intrinsically conductive polymers
    • H01B1/127—Intrinsically conductive polymers comprising five-membered aromatic rings in the main chain, e.g. polypyrroles, polythiophenes
    • H—ELECTRICITY
    • H01—ELECTRIC ELEMENTS
    • H01G—CAPACITORS; CAPACITORS, RECTIFIERS, DETECTORS, SWITCHING DEVICES, LIGHT-SENSITIVE OR TEMPERATURE-SENSITIVE DEVICES OF THE ELECTROLYTIC TYPE
    • H01G9/00—Electrolytic capacitors, rectifiers, detectors, switching devices, light-sensitive or temperature-sensitive devices; Processes of their manufacture
    • H01G9/20—Light-sensitive devices
    • H—ELECTRICITY
    • H01—ELECTRIC ELEMENTS
    • H01L—SEMICONDUCTOR DEVICES NOT COVERED BY CLASS H10
    • H01L23/00—Details of semiconductor or other solid state devices
    • H01L23/48—Arrangements for conducting electric current to or from the solid state body in operation, e.g. leads, terminal arrangements ; Selection of materials therefor
    • H01L23/482—Arrangements for conducting electric current to or from the solid state body in operation, e.g. leads, terminal arrangements ; Selection of materials therefor consisting of lead-in layers inseparably applied to the semiconductor body
    • H01L23/4827—Materials
    • H01L23/4828—Conductive organic material or pastes, e.g. conductive adhesives, inks
    • H—ELECTRICITY
    • H01—ELECTRIC ELEMENTS
    • H01L—SEMICONDUCTOR DEVICES NOT COVERED BY CLASS H10
    • H01L31/00—Semiconductor devices sensitive to infrared radiation, light, electromagnetic radiation of shorter wavelength or corpuscular radiation and specially adapted either for the conversion of the energy of such radiation into electrical energy or for the control of electrical energy by such radiation; Processes or apparatus specially adapted for the manufacture or treatment thereof or of parts thereof; Details thereof
    • H01L31/02—Details
    • H01L31/0224—Electrodes
    • H01L31/022408—Electrodes for devices characterised by at least one potential jump barrier or surface barrier
    • H01L31/022425—Electrodes for devices characterised by at least one potential jump barrier or surface barrier for solar cells
    • H—ELECTRICITY
    • H01—ELECTRIC ELEMENTS
    • H01M—PROCESSES OR MEANS, e.g. BATTERIES, FOR THE DIRECT CONVERSION OF CHEMICAL ENERGY INTO ELECTRICAL ENERGY
    • H01M4/00—Electrodes
    • H01M4/02—Electrodes composed of, or comprising, active material
    • H01M4/36—Selection of substances as active materials, active masses, active liquids
    • H01M4/60—Selection of substances as active materials, active masses, active liquids of organic compounds
    • H—ELECTRICITY
    • H05—ELECTRIC TECHNIQUES NOT OTHERWISE PROVIDED FOR
    • H05K—PRINTED CIRCUITS; CASINGS OR CONSTRUCTIONAL DETAILS OF ELECTRIC APPARATUS; MANUFACTURE OF ASSEMBLAGES OF ELECTRICAL COMPONENTS
    • H05K9/00—Screening of apparatus or components against electric or magnetic fields
    • H05K9/0073—Shielding materials
    • H05K9/0081—Electromagnetic shielding materials, e.g. EMI, RFI shielding
    • H—ELECTRICITY
    • H01—ELECTRIC ELEMENTS
    • H01L—SEMICONDUCTOR DEVICES NOT COVERED BY CLASS H10
    • H01L2924/00—Indexing scheme for arrangements or methods for connecting or disconnecting semiconductor or solid-state bodies as covered by H01L24/00
    • H01L2924/0001—Technical content checked by a classifier
    • H01L2924/0002—Not covered by any one of groups H01L24/00, H01L24/00 and H01L2224/00
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
    • Y02E10/00—Energy generation through renewable energy sources
    • Y02E10/50—Photovoltaic [PV] energy
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
    • Y02E60/00—Enabling technologies; Technologies with a potential or indirect contribution to GHG emissions mitigation
    • Y02E60/10—Energy storage using batteries

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  • Engineering & Computer Science (AREA)
  • Microelectronics & Electronic Packaging (AREA)
  • Physics & Mathematics (AREA)
  • Power Engineering (AREA)
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  • Sustainable Development (AREA)
  • Electrochemistry (AREA)
  • General Chemical & Material Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Organic Chemistry (AREA)
  • Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)

Abstract

A method is described for producing electrically conductive plastics in which a compound selected from the class of pyrroles is mixed with small amounts of a strong acid and a solvent. Further addition substances may be present in the mixture, such as finely divided, electrically conductive organic plastics. Thereupon the solvent is evaporated, an electrically conductive plastic being formed. These plastics can be used in electrical engineering, in solar cells for the antistatic finishing of plastics, and for a number of other fields of use.

Description

verfahren zur Herstellung von elektrisch leitfähigen Kunst-process for the production of electrically conductive plastic

stoffen Die Erfindung betrifft ein Verfahren zur Herstellung von elektrisch leitfähigen Kunststoffen unter Verwendung von Verbindungen aus der Klasse der Pyrrole. Die nach dem Verfahren erhaltenen Kunststoffe, die eine hohe elektrische Leitfähigkeit haben, können in der Elektrotechnik verwendet werden.materials The invention relates to a method for producing electrically conductive plastics using compounds from the pyrroles class. The plastics obtained by the process, which have high electrical conductivity can be used in electrical engineering.

In der US-Patentschrift 3 574 072 wird die elektrochemische Polymerisation von Pyrrol beschrieben. Über die elektrische Leitfähigkeit und die Verarbeitbarkeit der erhaltenen Materialien werden keine Angaben gemacht.In US Pat. No. 3,574,072, electrochemical polymerization described by pyrrole. About the electrical conductivity and processability no details are given of the materials obtained.

Es war außerdem aus der DE-OS 30 49 551 bekannt, daß man durch anodiche Polymerisation von Pyrrolen in Gegenwart von Leitsalzen elektrisch leitfähige Polypyrrolkomplexe herstellen kann. Diese Polypyrrolkomplexe erhalten bei ihrer Abscheidung auf der Anode die Form der jeweils verwendeten Anode. Man kann also nur Formkörper in den Ausmaßen der Anode herstellen.It was also known from DE-OS 30 49 551 that one by anodiche Polymerization of pyrroles in the presence of conductive salts, electrically conductive polypyrrole complexes can produce. These polypyrrole complexes get when they are deposited on the Anode the shape of the anode used in each case. So you can only mold body in the Make the dimensions of the anode.

Aufgabe der vorliegenden Erfindung ist es, weitere neue elektrisch leitfähige Kunststoffe auf der Basis von Polymeren von Pyrrolen zu schaffen, die eine hohe elektrische Leitfähigkeit und in beliebiger Formgebung herstellbar sind und gegenüber den bekannten elektrisch leitfähigen Polypyrrolsystemen ein verbessertes Eigenschaftsbild aufweisen.The object of the present invention is to provide further new electrical To create conductive plastics based on polymers of pyrroles that high electrical conductivity and can be produced in any shape and an improved one compared to the known electrically conductive polypyrrole systems Have property profile.

Es wurde nun gefunden, daß diese Aufgabe durch ein Verfahren gelöst wird, bei dem man a) eine Verbindung aus der Klasse der Pyrrole, b) 1 bis 50 Gew.-%, bezogen auf die Verbindung a) mit einer starken Säure oder deren Salze und c) ein Lösungsmittel sowie gegebenenfalls d) weitere- Zusatzstoffe mischt und das Lösungsmittel verdampft.It has now been found that this object is achieved by a method in which one a) a compound from the class of the pyrroles, b) 1 to 50% by weight, based on the compound a) with a strong acid or its Mixes salts and c) a solvent and, if appropriate, d) other additives and the solvent evaporates.

Ein weiterer Gegenstand der Erfindung ist die Verwendung der so hergestellten Kunststoffe in Solarzellen, in der Elektrotechnik, zur antistatischen Ausrüstung von Kunststoffen, als Abschirmmaterial, Elektroden oder als Katalysatoren.The invention also relates to the use of the products thus produced Plastics in solar cells, in electrical engineering, for antistatic finishing of plastics, as shielding material, electrodes or as catalysts.

Die Verbindung a) aus der Klasse der Pyrrole, die sich für das erfindungsgemäße Verfahren eignen, sind einmal Pyrrol selbst als auch die substituierten Pyrrole, die N-Alkylpyrrole, N-Arylpyrrole, die an den C-Atomen monoalkyl- oder thialkylsubstituierten Pyrrole und die an den C-Atomen monohalogen oder dihalogen substituierten Pyrrole. Zum erfindungsgemäßen Verfahren können Pyrrol allein oder in Mischung mit anderen Verbindungen aus der Klasse der Pyrrole verwendet werden.The compound a) from the class of pyrroles, which are suitable for the invention Suitable processes are pyrrole itself as well as the substituted pyrroles, the N-alkylpyrroles, N-arylpyrroles which are monoalkyl- or thialkyl-substituted on the carbon atoms Pyrroles and the pyrroles which are monohalogenously or dihalogenically substituted on the carbon atoms. For the process according to the invention, pyrrole can be used alone or in a mixture with others Compounds from the class of the pyrroles can be used.

Vorzugsweise verwendet man unsubstituiertes Pyrrol selbst.It is preferable to use unsubstituted pyrrole itself.

Werden substituierte Pyrrole eingesetzt, so sind das 3,4-Dialkylpyrrol, insbesondere mit 1 bis 4 C-Atomen im Alkylrest, sowie auch die 3,4-Dihalogenpyrrole, insbesondere das 3,4-Dichlorpyrrol bevorzugt.If substituted pyrroles are used, they are 3,4-dialkylpyrrole, in particular with 1 to 4 carbon atoms in the alkyl radical, as well as the 3,4-dihalopyrroles, 3,4-dichloropyrrole is particularly preferred.

Es können auch gegebenenfalls geringe Mengen anderer heterocyclische Verbindungen, die einen konjugierten 11-Elektronensystem enthalten, wie Furan, Thiophen oder Thiazol mitverwendet werden.Small amounts of other heterocyclic compounds can also be used Compounds that contain a conjugated 11-electron system, such as furan, thiophene or thiazole can also be used.

bas Gemisch, aus dem die elektrisch leitfähigen Kunststoffe entstehen, soll 0,1 bis 50 Gew.-%, vorzugsweise 2 bis 15 Gew.-%, bezogen auf die Verbindung a), also bezogen auf Pyrrol oder substituierte Pyrrole oder Gemische aus diesen Verbindungen einer starken Säure enthalten. Unter starken Säuren sollen solche Säuren verstanden werden die in 10 %iger Konzentration in Wasser vollständig beziehungsweise weitgehend dissoziiert sind. Geeignet sind z.B. anorganische Säuren, wie Schwefelsäure, Phosphorsäure, Salzsäure. In Frage kommen aber auch organische Säuren, insbesondere Sulfonsäuren wie Benzolsulfonsäure, Anthrachinonsulfonsäure. Als Salze sind beispielsweise die Alkali- oder Ammoniumverbindungen der oben angegebenen Säuren geeignet.the mixture from which the electrically conductive plastics are made, should be 0.1 to 50% by weight, preferably 2 to 15% by weight, based on the compound a), ie based on pyrrole or substituted pyrroles or mixtures of these Contains strong acid compounds. Such acids are said to be strong acids are understood to be complete or in 10% concentration in water are largely dissociated. For example, inorganic acids such as sulfuric acid, Phosphoric acid, hydrochloric acid. Organic acids, in particular, are also suitable Sulphonic acids such as benzenesulphonic acid, anthraquinonesulphonic acid. The salts are, for example the alkali or ammonium compounds of the acids indicated above are suitable.

Die Verbindung aus der Klasse der Pyrrole und die Säure werden mit einem Lösungsmittel gemischt. Als Lösungsmittel eignen sich z.B. Azeton, Methylenchlorid, Acetonitril oder Ethanol.The compound from the class of the pyrroles and the acid are with mixed with a solvent. Suitable solvents are e.g. acetone, methylene chloride, Acetonitrile or ethanol.

Es können auch Lösungsmittelgemische verwendet werden. Besonders eignen sich chlorhaltige Lösungsmittel wie Methylenchlorid. Bezogen auf 100 Teile des Gemisches aus a) und b) und gegebenenfalls d) verwendet man 10 bis 1000 Gew.-Teile Lösungsmittel.Mixtures of solvents can also be used. Particularly suitable chlorine-containing solvents such as methylene chloride. Based on 100 parts of the mixture from a) and b) and optionally d), 10 to 1000 parts by weight of solvent are used.

Die Gemische können noch weitere Zusatzstoffe d) enthalten, von denen sich insbesondere elektrisch leitfähige organische Kunststoffe, wie Polyacetylen oder Polyphenylen eignen. Die leitfähigen Zusatzstoffe sollen eine Teilchengröße unter 0,1 mm, zweckmäßig im Bereich von 0,01/zum bis 0,05 mm haben.The mixtures can also contain further additives d), of which in particular electrically conductive organic plastics such as polyacetylene or polyphenylene are suitable. The conductive additives should have a particle size below 0.1 mm, expediently in the range from 0.01 / to 0.05 mm.

Es können aber auch andere nicht leitfähige Zusatzstoffe beigemischt werden, als solche kommen z.B. Sauerstoffüberträger, Salcomin, Cu-Amminkomplexe, Metallkomplexe wie Phthalocyamine in Frage.However, other non-conductive additives can also be added as such come e.g. oxygen carriers, salcomin, Cu-ammine complexes, Metal complexes such as phthalocyamines are in question.

Sie Zusatzstoffe sind in dem Gemisch bezogen auf 100 Gew.-Teile des Gemisches aus a) und b) in Mengen von 0,1 bis 100 Gew.-Teilen, insbesondere 5 bis 35 Gew.-Teile enthalten.They are based on 100 parts by weight of the additives in the mixture Mixtures of a) and b) in amounts of 0.1 to 100 parts by weight, in particular 5 to 35 parts by weight included.

Die Mischungen aus a), b), c) und gegebenenfalls d) werden nun entweder zu Filmen ausgegossen oder ausgestrichen. Sie können aber auch in Formen gefüllt werden. Für die Verwendung der elektrisch leitfähigen Kunststoffe in der Elektroindustrie haben sich vor allem solche Formkörper geeignet, die eine Dicke von 0,1 bis 50 mm haben. Dies kann durch entsprechende Wahl der Füllhöhe der Formen erreicht werden. Man kann auch die erfindungsgemäß zu verwendenden Mischungen mehrfach in Schichten übereinander anordnen. Wobei jeweils die folgende Schicht nach Härtung der darunterliegenden Schicht aufgebracht wird.The mixtures of a), b), c) and optionally d) are now either poured or spread into films. But they can also be filled in forms will. For the use of electrically conductive plastics in the electrical industry Moldings that have a thickness of 0.1 to 50 mm are particularly suitable to have. This can be achieved by appropriate selection of the filling height of the forms. The mixtures to be used according to the invention can also be used several times in layers arrange on top of each other. In each case the following layer after hardening of the underlying one Layer is applied.

Man läßt nach dem Filmgießen, bzw. Einbringen der Mischung und der Formgebung das Lösungsmittel oder das Lösungsmittelgemisch verdampfen. Das Verdampfen erfolgt zweckmäßig in einem Temperaturbereich von 20 bis 500C. Es kann dabei in einer Sauerstoff enthaltenden Atmosphäre gearbeitet werden.After the film has been cast, or the mixture and the Shaping the solvent or solvent mixture evaporate. The evaporation is expediently carried out in a temperature range from 20 to 50.degree. It can be in an oxygen-containing atmosphere.

Mitunter ist es aber zweckmäßig in Gegenwart von Sauerstoff und Sauerstoffüberträgern zu arbeiten. Während, bzw. nach dem Abdampfen des Lösungsmittels erfolgt eine Härtung des Gemisches zu einem polymeren vernetzten Gebilde auf der Grundlage von Pyrrol, das die starke Säure in gleichmäßiger Verteilung enthält. Der Vorgang der Härtung ist in einem Zeitraum von 0,1 bis 10 Stunden meist abgeschlossen. Mitunter ist es zweckmäßig, anschließend das erhaltene Gebilde auf Temperaturen von 30 bis 1000C zu erhitzen.Sometimes it is useful in the presence of oxygen and oxygen carriers to work. Hardening takes place during or after the evaporation of the solvent the mixture to form a polymeric crosslinked structure based on pyrrole, which contains the strong acid in an even distribution. The process of hardening is usually completed within 0.1 to 10 hours. Sometimes it is expedient, then the structure obtained to temperatures of 30 to 1000C to heat.

Das erfindungsgemäße Verfahren hat gegenüber dem Verfahren zur Herstellung von elektrisch leitfähigen Polypyrrolen den Vorteil, daß man Formkörper beliebiger Gestalt und Größe herstellen kann. Nach dem Verfahren der anodischen Oxidation von Pyrrol ist es nur möglich solche Formkörper herzustellen, die der Dimension der verwendeten Elektroden entsprechen.The method according to the invention has compared to the method of production of electrically conductive polypyrroles the advantage that you can mold any Shape and size can produce. According to the method of anodic Oxidation of pyrrole, it is only possible to produce moldings that the Dimension of the electrodes used.

Die nach dem erfindungsgemäßen Verfahren hergestellten Formkörper haben Leitfahigkeitswerte, die im Bereich um ca. 10 2 bis 10+2. l/cm 1, insbesondere bei etwa 502L l/cm 1 liegen.The moldings produced by the process according to the invention have conductivity values in the range around 10 2 to 10 + 2. l / cm 1, in particular be around 502L l / cm 1.

Die nach dem erfindungsgemäßen Verfahren erhaltenen elektrisch leitfähigen Kunststoffe haben sehr gute anwendungstechnische Eigenschaften. Sie können z.B. zur Herstellung von Elektroden, Katalysatoren, elektrischen Speichersystemen, Batterien, Schaltern, Halbleiterbauteilen, Abschirmmaterialien sowie als Solarzellen und zur antistatischen Ausrüstung von Kunststoffen Einsatz finden. Vor allem führen die erhaltenen elektrisch leitfähigen Kunststoffe überall dort zu einem technischen Fortschritt, wo ein geringes spezifisches Gewicht von Bedeutung ist.The electrically conductive obtained by the process according to the invention Plastics have very good application properties. You can e.g. for the production of electrodes, catalysts, electrical storage systems, batteries, Switches, semiconductor components, shielding materials as well as solar cells and for Antistatic finishing of plastics are used. Above all, the lead obtained electrically conductive plastics everywhere to a technical Progress where a low specific gravity is important.

Die Erfindung wird durch die nachfolgenden Beispiele näher erläutert. Die in den Beispielen angegebenen Teile und Prozente beziehen sich auf das Gewicht.The invention is illustrated in more detail by the following examples. The parts and percentages given in the examples are based on weight.

Beispiel 1 - 8 1 Teil Polyacetylen (Teilchengröße 0,03 mm) werden mit 10 Teilen Pyrol und 100 Teilen Acetonitril sowie 5 Teilen Benzolsulfonsäure vermischt. Die Lösung wird dispergiert und auf einer Glasplatte aufgetragen und bei Raumtemperatur an der Luft getrocknet. Nach 3 Stunden ist ein Film entstanden, der nach Behandeln mit Luft (300-500C) und Waschen mit Wasser eine Leitfähigkeit von 4,5101 S/m aufweist.Example 1 - 8 1 part of polyacetylene (particle size 0.03 mm) with 10 parts of pyrene and 100 parts of acetonitrile and 5 parts of benzenesulfonic acid mixed. The solution is dispersed and applied to a glass plate and air dried at room temperature. After 3 hours a film was made which after treatment with air (300-500C) and washing with water has a conductivity of 4.5101 S / m.

Wird wie im Beispiel 1 beschrieben gearbeitet, jedoch die Reaktionsbedingungen varliiert, so werden die folgenden Ergebnisse erzielt; Nr. Pyrrol Art und Menge Säure bzw. Salz Zusatzstoff Leitfähigkeit S/cm --------------------------------------------------------------------------------------------------- 2 10 Teile Pyrrol 5 Teile KHSO4 1 Teil Polyacetylen 5,3.10-1 (0,03 mm) 3 5 Teile Pyrrol 2 Teile H2SO4 2 Teile Polyacetylen 6,5.100 (0,03 mm) 4 5 Teile Pyrrol / 1 Teil HCl 2 Teile Polyphenylen 4,5.10-1 5 Teile N-Methylpyrrol (0,04 mm) 5 wie 1 wie 1 1 Teil Salcomin 1,3.10+1 6 wie 1 wie 1 1 Teil Cu-Phthalocyanin 1,0.10+1 7 wie 1 wie 1 1 Teil TiO2 3,5.10+1 8 wie 1 wie 1 2 Teile TiO2 3,8.10+1 ------------------------------------------------------------------------------------------------ Die erfindungsgemäßen Polymerisate sind vorzugsweise als Elektroden geeignet.If the procedure described in Example 1 is followed, but the reaction conditions are varied, the following results are achieved; No. Pyrrole type and amount of acid or salt additive conductivity S / cm -------------------------------------------------- ------------------------------------------------- 2 10 parts pyrrole 5 parts KHSO4 1 part polyacetylene 5,3.10-1 (0.03 mm) 3 5 parts pyrrole 2 parts H2SO4 2 parts polyacetylene 6.5.100 (0.03 mm) 4 5 parts pyrrole / 1 part HCl 2 parts polyphenylene 4,5.10-1 5 parts of N-methylpyrrole (0.04 mm) 5 like 1 like 1 1 part salcomin 1,3.10 + 1 6 as 1 as 1 1 part Cu phthalocyanine 1.0.10 + 1 7 like 1 like 1 1 part TiO2 3.5.10 + 1 8 like 1 like 1 2 parts TiO2 3.8.10 + 1 -------------------------------------------------- ---------------------------------------------- The polymers according to the invention are preferably suitable as electrodes.

Claims (3)

9 atentansprüche 5 Verfahren zur Herstellung von elektrisch leitfähigen Kunststoffen, dadurch gekennzeichnet, daß man a) eine Verbindung aus der Klasse der Pyrrole, b) 0,1 bis 50 Gew . -%, bezogen auf die Verbindung a) einer starken Säure oder deren Salze und c) ein Lösungsmittel sowie gegebenenfalls d) weitere Zusatzstoffe mischt und das Lösungsmittel verdampft. 9 patent claims 5 method for producing electrically conductive Plastics, characterized in that a) a compound from the class of the pyrroles, b) 0.1 to 50 wt. -%, based on the compound a) a strong one Acid or its salts and c) a solvent and, if appropriate, d) others Mixes additives and evaporates the solvent. 2. Verfahren nach Anspruch 1, dadurch gekennzeichnet, daß der weitere Zusatzstoff d) ein elektrisch leitfähiger organischer Kunststoff in feinteiliger Form ist.2. The method according to claim 1, characterized in that the further Additive d) an electrically conductive organic plastic in finely divided Shape is. 3. Verwendung der Kunststoffe nach Ansprüchen 1 und 2 in Solarzellen, in der Elektrotechnik, zur antistatischen Ausrüstung von Kunststoffen, als Abschirmmaterialien, Elektroden oder als Katalysatoren.3. Use of the plastics according to Claims 1 and 2 in solar cells, in electrical engineering, for the antistatic treatment of plastics, as shielding materials, Electrodes or as catalysts.
DE19833305401 1983-02-17 1983-02-17 Method for the production of electrically conductive plastics Pending DE3305401A1 (en)

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EP0436064A1 (en) * 1989-12-01 1991-07-10 TRW United-Carr GmbH & Co. KG Lamp holder for receiving a glow lamp
EP0507676A2 (en) * 1991-04-02 1992-10-07 Alcatel Cable Material for semiconductor screen
DE4138771A1 (en) * 1991-11-26 1993-05-27 Daimler Benz Ag Electroconductive film prodn. on plastics surface - esp. for electromagnetic screen by impregnation with monomer and oxidant to form conductive polymer
US5284723A (en) * 1989-07-14 1994-02-08 Solvay & Cie (Societe Anonyme) Electrochemical energy storage devices comprising electricaly conductive polymer and their uses
FR2792959A1 (en) 1999-04-28 2000-11-03 Brombach Hansjoerg VALVE DAM FOR RAINWATER SPILLAGE SYSTEMS

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Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5284723A (en) * 1989-07-14 1994-02-08 Solvay & Cie (Societe Anonyme) Electrochemical energy storage devices comprising electricaly conductive polymer and their uses
FR2650909A1 (en) * 1989-08-14 1991-02-15 Solvay ELECTROCHEMICAL ENERGY STORAGE DEVICES COMPRISING AN ELECTRICITY-CONDUCTIVE POLYMER AND USES THEREOF
EP0413382A1 (en) * 1989-08-14 1991-02-20 SOLVAY (Société Anonyme) Electrochemical energy storage devices containing an electrically conductive polymer and their applications
EP0436064A1 (en) * 1989-12-01 1991-07-10 TRW United-Carr GmbH & Co. KG Lamp holder for receiving a glow lamp
EP0507676A2 (en) * 1991-04-02 1992-10-07 Alcatel Cable Material for semiconductor screen
WO1992017995A1 (en) * 1991-04-02 1992-10-15 Alcatel Cable Material for semiconductor screen
EP0507676A3 (en) * 1991-04-02 1992-11-25 Alcatel Cable Material for semiconductor screen
US5416155A (en) * 1991-04-02 1995-05-16 Alcatel Cable Material for semiconductive screening
DE4138771A1 (en) * 1991-11-26 1993-05-27 Daimler Benz Ag Electroconductive film prodn. on plastics surface - esp. for electromagnetic screen by impregnation with monomer and oxidant to form conductive polymer
FR2792959A1 (en) 1999-04-28 2000-11-03 Brombach Hansjoerg VALVE DAM FOR RAINWATER SPILLAGE SYSTEMS

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