DE3224159A1 - Doped polymers - Google Patents

Doped polymers

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Publication number
DE3224159A1
DE3224159A1 DE19823224159 DE3224159A DE3224159A1 DE 3224159 A1 DE3224159 A1 DE 3224159A1 DE 19823224159 DE19823224159 DE 19823224159 DE 3224159 A DE3224159 A DE 3224159A DE 3224159 A1 DE3224159 A1 DE 3224159A1
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DE
Germany
Prior art keywords
weight
parts
polymers
doped
doped polymers
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Withdrawn
Application number
DE19823224159
Other languages
German (de)
Inventor
Gerhard Prof. Dipl.-Chem. Dr. 1000 Berlin Koßmehl
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Bayer AG
Original Assignee
Bayer AG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Bayer AG filed Critical Bayer AG
Priority to DE19823224159 priority Critical patent/DE3224159A1/en
Priority to EP83105962A priority patent/EP0101808A3/en
Priority to JP11444083A priority patent/JPS5911327A/en
Publication of DE3224159A1 publication Critical patent/DE3224159A1/en
Priority to US06/699,170 priority patent/US4617143A/en
Withdrawn legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F8/00—Chemical modification by after-treatment
    • 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
    • H01B1/128—Intrinsically conductive polymers comprising six-membered aromatic rings in the main chain, e.g. polyanilines, polyphenylenes

Abstract

Doped polymers of the formula <IMAGE> in which X is O or S, and n is an integer > 10, and a process for the preparation thereof.

Description

Dotierte PolymereDoped polymers

Gegenstand der Erfindung sind dotierte Polymere der Formel wobei X für 0 oder S steht, und n eine ganze Zahl >10 bedeutet, und ein Verfahren zu ihrer Herstellung.The invention relates to doped polymers of the formula where X is 0 or S, and n is an integer> 10, and a process for their preparation.

Die Ausgangsmaterialien P-oly(2.5-thiophendiylvinylen) und Poly(2.5-furandiylvinylen) sind an sich bekannt. Das Thiophendiylderivat kann erhalten werden gemäß Makromol.The starting materials P-oly (2.5-thiophenediylvinylen) and poly (2.5-furandiylvinylen) are known per se. The thiophenediyl derivative can be obtained according to Makromol.

Chem. 131, 15 (1970) und 131, 37 (1970) und das Furandiylderivat durch basenkatalysierte Selbstkondensation von 5-Me thylfuran-2-carbaldehyd.Chem. 131, 15 (1970) and 131, 37 (1970) and the furandiyl derivative base-catalyzed self-condensation of 5-methylfuran-2-carbaldehyde.

Es wurde nun Refunden, daß man diese Polymere mit an sich bekannten Dotierunzsmitteln behandeln kann, z.B. rr£ Protonensätirer wie z.B.It has now been found that these polymers are known per se Can treat dopants, e.g. rr £ proton saturators such as

H2SO4, HC104, H2Cr207, HJ, HN03, mit Lewis-Säuren wie z.B.H2SO4, HC104, H2Cr207, HJ, HN03, with Lewis acids such as e.g.

SbC15, AsCl5, TiC14, FeC13, SnC14 oder mit AsF5 oder mit Halogen wie z. B. Iod. Diese Behandlung kann im allgemeinen so durchgeführt werden, daß man Dämpfe oder Lösungen des Dotierungsmittels auf die Polymeren einwirken läßt.SbC15, AsCl5, TiC14, FeC13, SnC14 or with AsF5 or with halogen like z. B. iodine. This treatment can generally be carried out so that one Allowing vapors or solutions of the dopant to act on the polymers.

Meist arbeitet man bei etwa 10 - 30°C und unter Luft- und Feuchtigkeitsausschluß. Die Behandlung kann einige Stunden oder auch Tage dauern. Im einfachsten Fall bringt man eine Probe des Polymeren und eine Probe des Dotierungsmittels in einen Exsiccator, evakuiert und überläßt sie sich dann selbst. Die Dotierung ist an einer Farbänderung der Proben erkennbar. Die Polymerisate sind im allgemeinen gelb bis farblos und werden durch die Dotierung dunkelbraun bis schwarz. Nach der Dotierung haben die Produkte eine um mehrere Größenordnungen erhöhte elektrische Leitfähigkeit.Usually one works at about 10 - 30 ° C and with exclusion of air and moisture. The treatment can last a few hours or even days. In the simplest case it brings a sample of the polymer and a sample of the dopant in a desiccator, evacuates and then leaves it to itself. The doping is about to change color of the samples recognizable. The polymers are generally yellow to colorless and become dark brown to black due to the doping. After the doping, they have Products have an electrical conductivity increased by several orders of magnitude.

Die erfindungsgemäßen Polymeren können z. B. als elektrisch leitende oder halbleitende Bauelemente, z.B. in Flächenheizleitern, in elektronischen Devices, als Batterieelemente, in Kondensatoren, für photovoltaische Wandler sowie zur Abschirmung elektromagnetischer Strahlung angewendet werden.The polymers according to the invention can, for. B. as electrically conductive or semiconducting components, e.g. in surface heating conductors, in electronic devices, as battery elements, in capacitors, for photovoltaic converters and for shielding electromagnetic radiation are applied.

BEISPIELE: Beispiel 1 10 Gew.-Tle PolythiopheXdiylvinylen werden in einem geschlossenen Gefäß mit 20 Gew.-Tln Jod sich selbst überlassen. Nach 24 Std. hat sich das Polythiophendiylvinylen schwarz gefärbt. Man entnimmt 18 Gew.-Tle dotiertes Polythiophendiylvinylen mit einer spezifischen Leitfähigkeit von 2 x 10-4 # -1 cm -1.EXAMPLES: Example 1 10 parts by weight of PolythiopheXdiylvinylen are in Left to itself in a closed vessel with 20 parts by weight of iodine. After 24 hours the polythiophenediyl vinylene has turned black. 18 parts by weight of doped are removed Polythiophenediyl vinylene with a specific conductivity of 2 x 10-4 # -1 cm -1.

Beispiel 2 Analog Beispiel 1 werden 10 Gew.-Tle Polyfurandiylvinylen mit 20 Gew.-Tln Jod zusammengebracht. Man erhält 16,5 Gew.-Tle dotiertes Produkt mit einer spezifischen Leitfähigkeit von 2 x 10 3 Q 1cm 1.Example 2 Analogously to Example 1, 10 parts by weight of polyfurandiylvinylene are used brought together with 20 parts by weight of iodine. 16.5 parts by weight of doped product are obtained with a specific conductivity of 2 x 10 3 Q 1cm 1.

Beispiel 3 10 Gew.-Tle Polyfurandiylvinylen werden in einem evakuierten Gefäß mit 12 Gew.-Tln gasförmigem AsF5 zusammengebracht. Das Produkt wird sofort schwarz. Nach 8 Std.Example 3 10 parts by weight of polyfurandiylvinylen are evacuated in an Combined vessel with 12 parts by weight of gaseous AsF5. The product is instant black. After 8 hours

entnimmt man 18,5 Gew.-Tle dotiertes Produkt mit einer spezifischen Leitfähigkeit von 6 x 10-1# - 1 cm -1.one takes 18.5 parts by weight of doped product with a specific Conductivity of 6 x 10-1 # - 1 cm -1.

Beispiel 4 10 Gew.-Tle Polythiophendivinylen werden in einem evakuierten Gefäß mit einem Überschuß an HCl04 (in getrennten Behältern) gestellt. Nach 30 Tagen entnimmt man 14,5 Gew.-Tle eines dunklen Pulvers mit einer spezifischen Leitfähig--1 keit vor 4,8 x 10 8Q cmExample 4 10 parts by weight of polythiophene divinylene are evacuated in a Place a vessel with an excess of HCl04 (in separate containers). After 30 days one takes 14.5 parts by weight of a dark powder with a specific conductivity - 1 before 4.8 x 10 8Q cm

Claims (2)

Patentansprüche: Dotierte Polymere der Formel worin X = O, S und n eine ganze Zahl >10 bedeuten.Claims: Doped polymers of the formula where X = O, S and n are an integer> 10. 2. Verfahren zur Herstellung von dotierten Polymeren der Formel worin X = 0 oder S, und n eine ganze Zahl >10 bedeuten.2. Process for the preparation of doped polymers of the formula where X = 0 or S, and n is an integer> 10. dadurch gekennzeichnet, daß man solche Polymere mit einer Protonsäure, einer Lewis-Säure oder mit Halogen behandelt.characterized in that such polymers are treated with a protonic acid, a Lewis acid or treated with halogen.
DE19823224159 1982-06-29 1982-06-29 Doped polymers Withdrawn DE3224159A1 (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
DE19823224159 DE3224159A1 (en) 1982-06-29 1982-06-29 Doped polymers
EP83105962A EP0101808A3 (en) 1982-06-29 1983-06-18 Doted polymers
JP11444083A JPS5911327A (en) 1982-06-29 1983-06-27 Oxidation polymerization using asf5
US06/699,170 US4617143A (en) 1982-06-29 1985-02-07 Oxidizing polymerization with AsF5

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE19823224159 DE3224159A1 (en) 1982-06-29 1982-06-29 Doped polymers

Publications (1)

Publication Number Publication Date
DE3224159A1 true DE3224159A1 (en) 1983-12-29

Family

ID=6167087

Family Applications (1)

Application Number Title Priority Date Filing Date
DE19823224159 Withdrawn DE3224159A1 (en) 1982-06-29 1982-06-29 Doped polymers

Country Status (2)

Country Link
JP (1) JPS5911327A (en)
DE (1) DE3224159A1 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4816521A (en) * 1987-05-27 1989-03-28 Monsanto Company Cyclopentadienylene vinylene polymers

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS61103512A (en) * 1984-10-25 1986-05-22 Hideo Nakamura Filter

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4816521A (en) * 1987-05-27 1989-03-28 Monsanto Company Cyclopentadienylene vinylene polymers

Also Published As

Publication number Publication date
JPS5911327A (en) 1984-01-20

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