JPS62220517A - 導電性重合体組成物及びその製造方法 - Google Patents
導電性重合体組成物及びその製造方法Info
- Publication number
- JPS62220517A JPS62220517A JP6299886A JP6299886A JPS62220517A JP S62220517 A JPS62220517 A JP S62220517A JP 6299886 A JP6299886 A JP 6299886A JP 6299886 A JP6299886 A JP 6299886A JP S62220517 A JPS62220517 A JP S62220517A
- Authority
- JP
- Japan
- Prior art keywords
- ion
- dopant
- formula
- polymer composition
- polymer
- 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.)
- Granted
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 35
- 229920001940 conductive polymer Polymers 0.000 title claims description 10
- 238000004519 manufacturing process Methods 0.000 title claims description 6
- 229920000642 polymer Polymers 0.000 claims abstract description 40
- 239000002019 doping agent Substances 0.000 claims abstract description 15
- 239000000178 monomer Substances 0.000 claims abstract description 14
- 239000003115 supporting electrolyte Substances 0.000 claims abstract description 7
- 150000003577 thiophenes Chemical class 0.000 claims abstract description 7
- -1 hexafluorophosphate ion Chemical class 0.000 claims description 26
- 239000000126 substance Substances 0.000 claims description 5
- 150000001450 anions Chemical class 0.000 claims description 4
- VLTRZXGMWDSKGL-UHFFFAOYSA-M perchlorate Chemical compound [O-]Cl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-M 0.000 claims description 4
- 238000006116 polymerization reaction Methods 0.000 abstract description 14
- 238000006243 chemical reaction Methods 0.000 abstract description 4
- 239000002253 acid Substances 0.000 abstract description 2
- VLTRZXGMWDSKGL-UHFFFAOYSA-N perchloric acid Substances OCl(=O)(=O)=O VLTRZXGMWDSKGL-UHFFFAOYSA-N 0.000 abstract 1
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 15
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 description 11
- 239000000463 material Substances 0.000 description 9
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 8
- 229930192474 thiophene Natural products 0.000 description 7
- UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 6
- HEDRZPFGACZZDS-UHFFFAOYSA-N Chloroform Chemical compound ClC(Cl)Cl HEDRZPFGACZZDS-UHFFFAOYSA-N 0.000 description 6
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
- 239000002904 solvent Substances 0.000 description 6
- CXWXQJXEFPUFDZ-UHFFFAOYSA-N tetralin Chemical compound C1=CC=C2CCCCC2=C1 CXWXQJXEFPUFDZ-UHFFFAOYSA-N 0.000 description 6
- QENGPZGAWFQWCZ-UHFFFAOYSA-N 3-Methylthiophene Chemical compound CC=1C=CSC=1 QENGPZGAWFQWCZ-UHFFFAOYSA-N 0.000 description 4
- JEDHEMYZURJGRQ-UHFFFAOYSA-N 3-hexylthiophene Chemical compound CCCCCCC=1C=CSC=1 JEDHEMYZURJGRQ-UHFFFAOYSA-N 0.000 description 4
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 description 4
- 125000000217 alkyl group Chemical group 0.000 description 4
- 239000004020 conductor Substances 0.000 description 4
- BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 4
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
- JFDZBHWFFUWGJE-UHFFFAOYSA-N benzonitrile Chemical compound N#CC1=CC=CC=C1 JFDZBHWFFUWGJE-UHFFFAOYSA-N 0.000 description 3
- 125000004432 carbon atom Chemical group C* 0.000 description 3
- 238000005868 electrolysis reaction Methods 0.000 description 3
- 239000011521 glass Substances 0.000 description 3
- 230000000379 polymerizing effect Effects 0.000 description 3
- RUOJZAUFBMNUDX-UHFFFAOYSA-N propylene carbonate Chemical compound CC1COC(=O)O1 RUOJZAUFBMNUDX-UHFFFAOYSA-N 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 2
- 229910052786 argon Inorganic materials 0.000 description 2
- 150000002500 ions Chemical class 0.000 description 2
- 229910052697 platinum Inorganic materials 0.000 description 2
- XOLBLPGZBRYERU-UHFFFAOYSA-N tin dioxide Chemical compound O=[Sn]=O XOLBLPGZBRYERU-UHFFFAOYSA-N 0.000 description 2
- NJPMFDNZCLKTHE-UHFFFAOYSA-N 2-dodecylthiophene Chemical compound CCCCCCCCCCCCC1=CC=CS1 NJPMFDNZCLKTHE-UHFFFAOYSA-N 0.000 description 1
- GIFWAJGKWIDXMY-UHFFFAOYSA-N 2-octylthiophene Chemical compound CCCCCCCCC1=CC=CS1 GIFWAJGKWIDXMY-UHFFFAOYSA-N 0.000 description 1
- WQYWXQCOYRZFAV-UHFFFAOYSA-N 3-octylthiophene Chemical compound CCCCCCCCC=1C=CSC=1 WQYWXQCOYRZFAV-UHFFFAOYSA-N 0.000 description 1
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 229920000265 Polyparaphenylene Polymers 0.000 description 1
- 239000004734 Polyphenylene sulfide Substances 0.000 description 1
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 238000000862 absorption spectrum Methods 0.000 description 1
- HSFWRNGVRCDJHI-UHFFFAOYSA-N alpha-acetylene Natural products C#C HSFWRNGVRCDJHI-UHFFFAOYSA-N 0.000 description 1
- 229910052782 aluminium Inorganic materials 0.000 description 1
- XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 238000007664 blowing Methods 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 229920001795 coordination polymer Polymers 0.000 description 1
- 238000011161 development Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
- 229910052737 gold Inorganic materials 0.000 description 1
- 239000010931 gold Substances 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 229910003437 indium oxide Inorganic materials 0.000 description 1
- PJXISJQVUVHSOJ-UHFFFAOYSA-N indium(iii) oxide Chemical compound [O-2].[O-2].[O-2].[In+3].[In+3] PJXISJQVUVHSOJ-UHFFFAOYSA-N 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 229910052751 metal Inorganic materials 0.000 description 1
- 239000002184 metal Substances 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 125000001280 n-hexyl group Chemical group C(CCCCC)* 0.000 description 1
- 229910052759 nickel Inorganic materials 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 229910000510 noble metal Inorganic materials 0.000 description 1
- 229920001197 polyacetylene Polymers 0.000 description 1
- 229920006254 polymer film Polymers 0.000 description 1
- 229920000069 polyphenylene sulfide Polymers 0.000 description 1
- 229920000128 polypyrrole Polymers 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000012827 research and development Methods 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 229910052721 tungsten Inorganic materials 0.000 description 1
- 125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229910052720 vanadium Inorganic materials 0.000 description 1
Landscapes
- Compositions Of Macromolecular Compounds (AREA)
- Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)
Priority Applications (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP6299886A JPS62220517A (ja) | 1986-03-20 | 1986-03-20 | 導電性重合体組成物及びその製造方法 |
US07/028,620 US4737557A (en) | 1986-03-20 | 1987-03-20 | 3-N-higher alkylthiophene polymer and composition thereof |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP6299886A JPS62220517A (ja) | 1986-03-20 | 1986-03-20 | 導電性重合体組成物及びその製造方法 |
Publications (2)
Publication Number | Publication Date |
---|---|
JPS62220517A true JPS62220517A (ja) | 1987-09-28 |
JPH0138805B2 JPH0138805B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1989-08-16 |
Family
ID=13216552
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP6299886A Granted JPS62220517A (ja) | 1986-03-20 | 1986-03-20 | 導電性重合体組成物及びその製造方法 |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPS62220517A (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) |
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS62253617A (ja) * | 1986-04-01 | 1987-11-05 | ソルベイ(ソシエテ アノニム) | 導電性ポリマー |
WO1990008792A1 (en) * | 1989-01-31 | 1990-08-09 | Nippon Oil And Fats Co., Ltd. | Fluoroalkylated heteroaromatic polymer |
JPH02292872A (ja) * | 1989-05-02 | 1990-12-04 | Agency Of Ind Science & Technol | 安定化半導体電極の製造方法 |
JPH03210326A (ja) * | 1990-01-13 | 1991-09-13 | Dainippon Printing Co Ltd | 導電性高分子化合物及びその製造方法 |
-
1986
- 1986-03-20 JP JP6299886A patent/JPS62220517A/ja active Granted
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS62253617A (ja) * | 1986-04-01 | 1987-11-05 | ソルベイ(ソシエテ アノニム) | 導電性ポリマー |
WO1990008792A1 (en) * | 1989-01-31 | 1990-08-09 | Nippon Oil And Fats Co., Ltd. | Fluoroalkylated heteroaromatic polymer |
JPH02292872A (ja) * | 1989-05-02 | 1990-12-04 | Agency Of Ind Science & Technol | 安定化半導体電極の製造方法 |
JPH03210326A (ja) * | 1990-01-13 | 1991-09-13 | Dainippon Printing Co Ltd | 導電性高分子化合物及びその製造方法 |
Also Published As
Publication number | Publication date |
---|---|
JPH0138805B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | 1989-08-16 |
Similar Documents
Publication | Publication Date | Title |
---|---|---|
US4737557A (en) | 3-N-higher alkylthiophene polymer and composition thereof | |
Feldhues et al. | Polyalxykothiophenes soluble electrically conducting polymers | |
Hotta | Electrochemical synthesis and spectroscopic study of poly (3-alkylthienylenes) | |
KR0162864B1 (ko) | 가용 전기전도성 폴리피롤의 제조방법 | |
Siove et al. | Chain length effect on the electroactivity of poly (N-alkyl-3, 6-carbazolediyl) thin films | |
Ruiz et al. | Soluble ethylmercapto-substituted polythiophenes | |
Gal et al. | Synthesis and characterization of an ionic conjugated polymer: Poly [2‐ethynyl‐N‐(2‐thiophenecarbonyl) pyridinium chloride] | |
Ikenoue et al. | A facile preparation of a self-doped conducting polymer | |
US4548738A (en) | Electrically conducting complexes of poly (3,6-N-alkylcarbazolyl alkenes) and method of making | |
Gal et al. | An ionic conjugated polymer from the catalyst-free polymerization of 2-ethynylpyridine using 3, 4, 5-trimethoxybenzoyl chloride | |
US5069823A (en) | Thiophene compound and method for production thereof | |
JPS61159424A (ja) | 細工しやすい電気的活性ポリマ− | |
Saito et al. | Poly (1, 5-naphthyridine-2, 6-diyl) Having a Highly Extended and Electron-Withdrawing. pi.-Conjugation System. Preparation, Optical Properties, and Electrochemical Redox Reaction | |
JPS62220517A (ja) | 導電性重合体組成物及びその製造方法 | |
EP0231309B1 (en) | Process for manufacturing electrically conductive polythiophene | |
Naarmann et al. | Synthesis of New Electronicaly Conducting Polymers | |
JPS60229917A (ja) | 有機半導体材料の製造方法 | |
Faid et al. | Electrosynthesis and study of phenylene-carbazolylene copolymers | |
JPS62220518A (ja) | チオフエン系重合体及びその製造方法 | |
JPH026767B2 (GUID-C5D7CC26-194C-43D0-91A1-9AE8C70A9BFF.html) | ||
Wu et al. | Steric effect and mobility of the alkyl chain in regio‐irregular poly‐3‐alkylthiophenes | |
Sarjadi et al. | Synthesis of carbazole based co-polymers containing thienothiophene and benzothiadiazole units in a direct arylation scheme | |
JPH06104716B2 (ja) | 導電性重合体組成物及びその製造方法 | |
JPH02255718A (ja) | 導電性共重合体組成物及びその製造方法 | |
US4598139A (en) | Complexes of poly (3,6-N-alkylcarbazolyl alkenes) |
Legal Events
Date | Code | Title | Description |
---|---|---|---|
EXPY | Cancellation because of completion of term |