GB1291437A - Electrically conductive polymers - Google Patents
Electrically conductive polymersInfo
- Publication number
- GB1291437A GB1291437A GB5883868A GB5883868A GB1291437A GB 1291437 A GB1291437 A GB 1291437A GB 5883868 A GB5883868 A GB 5883868A GB 5883868 A GB5883868 A GB 5883868A GB 1291437 A GB1291437 A GB 1291437A
- Authority
- GB
- United Kingdom
- Prior art keywords
- tcnq
- methylated
- polymer
- poly
- triazine
- 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.)
- Expired
Links
- 229920001940 conductive polymer Polymers 0.000 title abstract 2
- PCCVSPMFGIFTHU-UHFFFAOYSA-N tetracyanoquinodimethane Chemical compound N#CC(C#N)=C1C=CC(=C(C#N)C#N)C=C1 PCCVSPMFGIFTHU-UHFFFAOYSA-N 0.000 abstract 9
- ZMXDDKWLCZADIW-UHFFFAOYSA-N N,N-Dimethylformamide Chemical compound CN(C)C=O ZMXDDKWLCZADIW-UHFFFAOYSA-N 0.000 abstract 6
- 229920000642 polymer Polymers 0.000 abstract 6
- JIHQDMXYYFUGFV-UHFFFAOYSA-N 1,3,5-triazine Chemical compound C1=NC=NC=N1 JIHQDMXYYFUGFV-UHFFFAOYSA-N 0.000 abstract 4
- NLZUEZXRPGMBCV-UHFFFAOYSA-N Butylhydroxytoluene Chemical compound CC1=CC(C(C)(C)C)=C(O)C(C(C)(C)C)=C1 NLZUEZXRPGMBCV-UHFFFAOYSA-N 0.000 abstract 4
- 239000003054 catalyst Substances 0.000 abstract 3
- 238000001914 filtration Methods 0.000 abstract 3
- 230000000379 polymerizing effect Effects 0.000 abstract 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 abstract 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 abstract 2
- SMWDFEZZVXVKRB-UHFFFAOYSA-N Quinoline Chemical compound N1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-N 0.000 abstract 2
- 238000001816 cooling Methods 0.000 abstract 2
- 239000011928 denatured alcohol Substances 0.000 abstract 2
- 238000001035 drying Methods 0.000 abstract 2
- SMWDFEZZVXVKRB-UHFFFAOYSA-O hydron;quinoline Chemical compound [NH+]1=CC=CC2=CC=CC=C21 SMWDFEZZVXVKRB-UHFFFAOYSA-O 0.000 abstract 2
- 238000010992 reflux Methods 0.000 abstract 2
- WASJFLRMRDGSBD-UHFFFAOYSA-N 2-[4-(dicyanomethyl)phenyl]propanedinitrile Chemical compound N#CC(C#N)C1=CC=C(C(C#N)C#N)C=C1 WASJFLRMRDGSBD-UHFFFAOYSA-N 0.000 abstract 1
- 241000720913 Fuchsia Species 0.000 abstract 1
- -1 TCNQ anion Chemical class 0.000 abstract 1
- UATJOMSPNYCXIX-UHFFFAOYSA-N Trinitrobenzene Chemical compound [O-][N+](=O)C1=CC([N+]([O-])=O)=CC([N+]([O-])=O)=C1 UATJOMSPNYCXIX-UHFFFAOYSA-N 0.000 abstract 1
- 244000172533 Viola sororia Species 0.000 abstract 1
- 239000000853 adhesive Substances 0.000 abstract 1
- 230000001070 adhesive effect Effects 0.000 abstract 1
- 238000009835 boiling Methods 0.000 abstract 1
- 239000003990 capacitor Substances 0.000 abstract 1
- 125000002091 cationic group Chemical group 0.000 abstract 1
- 238000006243 chemical reaction Methods 0.000 abstract 1
- 238000000576 coating method Methods 0.000 abstract 1
- 238000004132 cross linking Methods 0.000 abstract 1
- 239000013078 crystal Substances 0.000 abstract 1
- 238000007865 diluting Methods 0.000 abstract 1
- 238000010438 heat treatment Methods 0.000 abstract 1
- 229940107698 malachite green Drugs 0.000 abstract 1
- FDZZZRQASAIRJF-UHFFFAOYSA-M malachite green Chemical compound [Cl-].C1=CC(N(C)C)=CC=C1C(C=1C=CC=CC=1)=C1C=CC(=[N+](C)C)C=C1 FDZZZRQASAIRJF-UHFFFAOYSA-M 0.000 abstract 1
- 238000001556 precipitation Methods 0.000 abstract 1
- 239000007787 solid Substances 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 1
- 238000005303 weighing Methods 0.000 abstract 1
Classifications
-
- 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
- H01G9/004—Details
- H01G9/022—Electrolytes; Absorbents
- H01G9/025—Solid electrolytes
- H01G9/028—Organic semiconducting electrolytes, e.g. TCNQ
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
-
- 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
- C08G61/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
- C08G61/02—Macromolecular compounds containing only carbon atoms in the main chain of the macromolecule, e.g. polyxylylenes
-
- 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
- C08G73/0622—Polycondensates containing six-membered rings, not condensed with other rings, with nitrogen atoms as the only ring hetero atoms
- C08G73/0638—Polycondensates containing six-membered rings, not condensed with other rings, with nitrogen atoms as the only ring hetero atoms with at least three nitrogen atoms in the ring
- C08G73/065—Preparatory processes
- C08G73/0655—Preparatory processes from polycyanurates
-
- 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
- H05K1/00—Printed circuits
- H05K1/02—Details
- H05K1/09—Use of materials for the conductive, e.g. metallic pattern
-
- 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
- H05K2201/00—Indexing scheme relating to printed circuits covered by H05K1/00
- H05K2201/03—Conductive materials
- H05K2201/032—Materials
- H05K2201/0329—Intrinsically conductive polymer [ICP]; Semiconductive polymer
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Electrochemistry (AREA)
- Microelectronics & Electronic Packaging (AREA)
- Power Engineering (AREA)
- Health & Medical Sciences (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Laminated Bodies (AREA)
Abstract
1291437 Tetracyanoquinodimethane polymers PLESSEY CO Ltd 19 Dec 1969 [11 Dec 1968] 58838/68 Heading C3R [Also in Divisions C2 and C4] An electrically-conductive polymer (P) comprises groups In (P), the groups may constitute or form part of the polymer chain; or they may be groups cross-linking a polymer. (P) may be formed by polymerizing tetracyanoquinodimethane (TCNQ) e.g. by reacting TCNQ with a polymerizing catalyst, e.g. trinitrobenzene or SCl 2 , e.g. by heating TCNQ and the catalyst in dimethyl formamide, cooling, filtering and drying. Or the TCNQ may be used to cross-link polymerized S - triazine (S) by dialysing methylated S- triazine polymer, diluting with methylated spirit, and adding LiTCNQ, boiling under N 2 , cooling, filtering and drying. Or a TCNQ anion may be polymerized in the presence of a cationic dye to form a polymerized dye TCNQ complex, e.g. by reaction in methylated spirit between LiTCNQ and the dye, followed by precipitation with water, and filtering the precipitated complex, and polymerizing, e.g. with SCl 2 catalyst in dimethyl formamide solution. The dye may be Brilliant Green, Crystal Violet, Fuchsia, or Malachite Green. Or quinolinium poly-TCNQ may be prepared by dissolving TCNQ, p-phenylenedimalononitrile, and quinoline in CH 3 CN, adding a solution of poly-TCNQ in CH 3 CN, and reacting under N 2 to precipitate quinolinium-TCNQ. Quinolinium poly-TCNQ may be mixed with poly-TCNQ or with S- triazine/TCNQ polymer. S-Triazine polymer (S) is prepared as shown S has m.p. >350‹ C. (S) is methylated by refluxing with KOH in IMS and then adding (CH 3 ) 2 SO 4 . After refluxing the solution is then made just alkaline and poured into ether, whereupon methylated (S) is pptd., washed and dried: m.p. is 180-182‹ C. This is dialysed. Methylated (S) may be dissolved in IMS and conductive films may be cast from the solution. Uses.-In potentiometers, solid electrolytic capacitors, gramophone pick-ups, load cells, fixed contact variable resistors, electrical heaters, thermal detectors, adhesives, primary and secondary voltaic cells, leakage paths, printed circuits, antistatic coatings, microphones, loud-speakers, strain gauges, automatic weighing, overload alarms, adjustable microwave loads and switches in conjunction with integrated circuits.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB5883868A GB1291437A (en) | 1968-12-11 | 1968-12-11 | Electrically conductive polymers |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB5883868A GB1291437A (en) | 1968-12-11 | 1968-12-11 | Electrically conductive polymers |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1291437A true GB1291437A (en) | 1972-10-04 |
Family
ID=10482518
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB5883868A Expired GB1291437A (en) | 1968-12-11 | 1968-12-11 | Electrically conductive polymers |
Country Status (1)
| Country | Link |
|---|---|
| GB (1) | GB1291437A (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0084329A2 (en) * | 1982-01-20 | 1983-07-27 | Bayer Ag | Process for the production of 1,4-bis-(dicyanomethylene) cyclohexane |
| US4439505A (en) * | 1982-01-21 | 1984-03-27 | Eastman Kodak Company | Electrical conductive compositions |
| US4478922A (en) * | 1982-01-21 | 1984-10-23 | Eastman Kodak Company | Electrically conductive compositions |
| CN108054429A (en) * | 2017-11-30 | 2018-05-18 | 苏州科技大学 | A kind of lithium an- ode protection electrolysis additive and its preparation method and application |
-
1968
- 1968-12-11 GB GB5883868A patent/GB1291437A/en not_active Expired
Cited By (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0084329A2 (en) * | 1982-01-20 | 1983-07-27 | Bayer Ag | Process for the production of 1,4-bis-(dicyanomethylene) cyclohexane |
| EP0084329A3 (en) * | 1982-01-20 | 1984-12-05 | Bayer Ag | Process for the production of 1,4-bis-(dicyanomethylene) cyclohexane |
| US4439505A (en) * | 1982-01-21 | 1984-03-27 | Eastman Kodak Company | Electrical conductive compositions |
| US4478922A (en) * | 1982-01-21 | 1984-10-23 | Eastman Kodak Company | Electrically conductive compositions |
| CN108054429A (en) * | 2017-11-30 | 2018-05-18 | 苏州科技大学 | A kind of lithium an- ode protection electrolysis additive and its preparation method and application |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed | ||
| PCNP | Patent ceased through non-payment of renewal fee |