WO2006098229A1 - Materiau actif d’electrode contenant un derive d’indrocarbazole - Google Patents

Materiau actif d’electrode contenant un derive d’indrocarbazole Download PDF

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WO2006098229A1
WO2006098229A1 PCT/JP2006/304700 JP2006304700W WO2006098229A1 WO 2006098229 A1 WO2006098229 A1 WO 2006098229A1 JP 2006304700 W JP2006304700 W JP 2006304700W WO 2006098229 A1 WO2006098229 A1 WO 2006098229A1
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substituted
group
active material
electrode active
electrochemical cell
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PCT/JP2006/304700
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English (en)
Japanese (ja)
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Tohru Asari
Takaya Ishiyama
Shigetaka Ishikawa
Tomoki Nobuta
Naoki Takahashi
Toshihiko Nishiyama
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Nippon Steel Chemical Co., Ltd.
Nec Tokin Corporation
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Priority to JP2007508100A priority Critical patent/JP4945784B2/ja
Publication of WO2006098229A1 publication Critical patent/WO2006098229A1/fr

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    • 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
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/04—Ortho-condensed systems
    • H—ELECTRICITY
    • H01—ELECTRIC ELEMENTS
    • H01G—CAPACITORS; CAPACITORS, RECTIFIERS, DETECTORS, SWITCHING DEVICES, LIGHT-SENSITIVE OR TEMPERATURE-SENSITIVE DEVICES OF THE ELECTROLYTIC TYPE
    • H01G11/00—Hybrid capacitors, i.e. capacitors having different positive and negative electrodes; Electric double-layer [EDL] capacitors; Processes for the manufacture thereof or of parts thereof
    • H01G11/22—Electrodes
    • H01G11/30—Electrodes characterised by their material
    • 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
    • H01M4/13—Electrodes for accumulators with non-aqueous electrolyte, e.g. for lithium-accumulators; Processes of manufacture thereof
    • H01M4/137—Electrodes based on electro-active polymers
    • 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

Definitions

  • the present invention relates to an electrode active material used in an electrochemical cell such as a secondary battery or a capacitor. More specifically, the present invention relates to an indolo [3, 2-b] force rubazole compound or its acid as an electrode active material. The present invention relates to an electrochemistry cell that uses protons (dehydrogenated products) and protons as charge carriers.
  • a power storage device is required to be smaller and thinner and to have a larger capacity.
  • Remarkable lithium-ion batteries and high-capacity capacitors typified by electric double layer capacitors are attracting attention as power storage devices.
  • a lithium secondary battery has a large capacity, but a large output can be taken out in a short time and a large amount of power can be charged in a short time. It ’s good.
  • an electric double layer capacitor is expected because of its excellent input / output characteristics in a short time, but has a problem of low energy density.
  • Porous graphite is used as the active material of the electric double layer capacitor, and the electric double layer occurs at the interface between the electrolyte and the active material. Therefore, the larger the surface area of the active material graphite, the greater the capacitance of the capacitor. Will grow.
  • the pores are made smaller, the mobility of the electrolytic solution becomes smaller.
  • Patent Documents 1 to 3 describe excellent safety, reliability, current characteristics, long life, and the like for the purpose of improving high-speed current characteristics, which are disadvantages of lithium ion batteries.
  • High volume A quantity of proton transfer type secondary battery has been proposed.
  • Patent Document 1 JP-A-10-289617
  • Patent Document 2 Japanese Patent Laid-Open No. 2003-123834
  • Patent Document 3 Japanese Patent Laid-Open No. 2003-142098
  • the electrode active materials used in these high-capacity proton transfer secondary batteries with excellent reliability and current characteristics include polypyridines, polypyrimidines, sulfonic acid side chain systems, hydroquinone polymers, manganese. Acids, indole polymers and the like are disclosed. Since these compounds can easily insert and release protons, the energy density of the battery is inferior to that of conventional batteries.
  • An object of the present invention is to provide an electrode active material having an excellent electrode capacity density for an electrochemical cell, particularly a proton transfer type secondary battery or capacitor.
  • the present invention relates to an electrode active material involved in an electrode reaction of a secondary battery or a capacitor, and the reaction product in the electrode reaction of the electrode active material or the electrode active material is indolo [3, 2-b] force rubazole.
  • the present invention relates to an electrode active material characterized by being an indolo power rubazole compound containing a skeleton. Moreover, this invention relates to the electrochemical cell containing said electrode active material.
  • the indolocarbazole compound includes a compound represented by the following general formula (1).
  • each R independently represents an electron-withdrawing group or a substituted or unsubstituted aryl group, and each R independently represents hydrogen, lower alkyl, halogen, nitro, or
  • This electrode active material is involved in the electrode reaction of a secondary battery or capacitor, and the reaction product before or after the electrode reaction has an indolo [3, 2-b] force rubazole skeleton.
  • it may be anything that becomes indolo power rubazol compound.
  • the skeleton may be contained in a part of the polymer compound.
  • the electrode active material used in the present invention is an indolo power rubazole compound or a compound that becomes an endocarbazole compound by an electrode reaction.
  • an indolocarbazole compound is composed of a dehydrogenated indolocarbazole compound (hereinafter referred to as indolocarbazole compound (b)) and an indolo structure prior to dehydrogenation.
  • carbazole compound hereinafter referred to as indolo power rubazole compound (a)
  • Indropower rubazole compound (a) and Both (b) can be used as an electrode active material in the positive electrode or the negative electrode.
  • indolo strength rubazole ( a ) When using indolo strength rubazole ( a ) as the positive electrode active material, indolo strength rubazole ( a ) becomes indolo strength rubazole (b) by charging and then indolocarbazole (b) becomes indolo strength rubazole by discharge. (a). When indole rubazole (b) is used as the negative electrode active material, indolo rubazole (b) becomes indolo rubazole (a) by charging, and indolo rubazole (a) becomes indolo by discharge. This is rubazole (b).
  • indolocarbazole compound a compound represented by the above general formula (1) is preferably exemplified.
  • two Rs each independently represent an electron-withdrawing group or a substituted or unsubstituted aryl group.
  • the electron-withdrawing group is a substituent having an effect of attracting ⁇ electrons of the central benzene ring in the indolo [3, 2-b] force rubazole skeleton.
  • a substituent having a positive ⁇ m or ⁇ ⁇ value is preferable.
  • More preferred are halogen, nitro group, cyano group, substituted sulfol group, and substituted carboro group.
  • the substituted sulfonyl group here means a linear, branched or cyclic alkylsulfonyl group having 1 to 6 carbon atoms, having or not having a substituent, and having 1 to 3 rings.
  • a carbocyclic aromatic group or may be a heterocyclic aromatic group having 1 to 3 rings containing 1 to 2 atoms such as nitrogen, sulfur, oxygen, etc. More preferably, a methanesulfol group An ethanesulfol group, a benzenesulfol group, and a toluenesulfol group.
  • substituted carbo group here refers to one of the carbonyl groups, hydrogen, hydroxy, linear, branched, or cyclic alkyl having 1 to 6 carbon atoms or alkoxy, phenyl, amino.
  • Carbon groups having 1 to 6 carbon atoms, such as linear, branched, and cyclic alkylamino, dialkylamino, and phenylamine-containing diphenylamino, are preferably carboxy or acetyl groups.
  • the substituted or unsubstituted aryl group represents a carbocyclic aromatic group having a substituent having or not having a ring power of ⁇ to 3, preferably a phenol, Naphthyl, anthral, and phenanthryl.
  • furyl, benzofuryl, chael, benzocher, and quinolyl which may be a heterocyclic aromatic group having 1 to 3 rings containing 1 to 2 atoms such as nitrogen, sulfur, and oxygen, are preferred.
  • the substituent here is preferably an electron-withdrawing group, specifically, the electron-withdrawing group described above.
  • R Specific groups represented by R include hydrogen, methyl, ethyl, n propyl, isopropyl, n-butynole, isobutyl, sec butyl, t-butinole, fluoro, black mouth, bromo, and iodine, Nitro, Sheared Carboxy, Phenol, Phenol, 2-Methyl Phenol, 3-Methyl Phenol, 4-Methino-Lefre Nore, 4-Ethino-Lefre-Nore, 4-Bi-N-Neo-Fe-Nole, 4--Eth-Nole-F-Nole, 2 —Methoxyphenol, 3-Methoxyphenyl, 4-Methoxyphenol, 2-Trophele, 3 Nitrophenol, 4 Nitrophenol, 2 Honore, Rofenini, 3 Honore, Rofenino, 4 Lofeninole, 2 Black-mouthed Fuinole, 3 Black-mouthed Fuinole,
  • Lower alkyl is a linear, branched or cyclic aliphatic hydrocarbon group having 1 to 6 carbon atoms.
  • a substituted carbocycle is a substituted carbocyclic group in which any one of alkyl, alkoxy, phenol, amide-containing alkylamino, dialkylamino, and phenyl-aminodiphenylamino is arranged on one side of the carbo group. It is le.
  • Alkoxy is a linear, branched or cyclic aliphatic alkoxy group having 1 to 6 carbon atoms.
  • a substituted amino group means that 1 or 2 of the two hydrogens of the amino group are each independently a linear, branched or cyclic aliphatic hydrocarbon having 1 to 6 carbon atoms or a ring number of 1 to Or an amino group substituted with a carbocyclic aromatic group having 3 or an acyl group having 1 to 7 carbon atoms.
  • R Specific groups represented by R include hydrogen, methyl, ethyl, n-propyl, isopropyl
  • N-butynole isobutyl, sec butyl, t-butinole, fluoro, black mouth, bromo, iodine, nitro, carboxy-containing acetyl, acetyl, propiol, butyryl, methoxycarboninole, ethoxycanoleboninore, n Propoxycanoleboninore, isopropoxynolevonore, benzil, aminocarbonyl, methylaminocarbonyl, dimethylaminocarbonyl, ethylaminocarbonyl, jetylaminocarbonyl, phenylaminocarbonyl, diphenylamino Canoleboninole, hydroxy, methoxy, ethoxy, n-propoxy, isopropoxy, n butoxy, sec butoxy, t-butoxy, amide-containing methylamino, dimethylamine-containing acetylene-containing ethylamine-
  • each R is independently nitro, sialylated carboxy, substituted carbonyl, or a substituted or unsubstituted aryl group. More preferred is a substituted or unsubstituted aryl group represented by the following formula (2).
  • R to R are independently hydrogen, halogen, alkyl, hydroxy, alcohol,
  • alkyl means a linear, branched or cyclic aliphatic carbon having 1 to 6 carbon atoms.
  • Alkoxy is a linear, branched or cyclic aliphatic alkoxy group having 1 to 6 carbon atoms.
  • the substituted amino group is a group in which 1 or 2 hydrogens of the amino group are each independently a linear, branched, or cyclic aliphatic hydrocarbon group having 1 to 6 carbon atoms, or a ring having 1 to 3 carbon atoms. Or an amino group substituted with an acyl group having 1 to 7 carbon atoms.
  • the alkoxy of the alkoxy carbo group is a linear, branched or cyclic aliphatic alkoxy group having 1 to 6 carbon atoms.
  • a substituted aminocarbonyl group is a group in which 1 or 2 hydrogens of an amino group are each independently a linear, branched or cyclic aliphatic hydrocarbon group having 1 to 6 carbon atoms, It is an aminocarbo group substituted with a carbocyclic aromatic group having 1 to 3 carbon atoms or an acyl group having 1 to 7 carbon atoms.
  • R to R include hydrogen, methyl, ethyl, n-propyl, isop
  • Mouth pill n-butyl, isobutyl, sec-butyl, t-butyl, fluoro, black mouth, bromo, odo, hydroxy, methoxy, ethoxy, n-propoxy, isopropoxy, n-butoxy, sec-butoxy, t-butoxy, Phenyloxy, amide-containing methylamino, dimethylamino-containing ethylamino, jetylami-containing phenylamine-containing diphenylami-containing acetylamino-containing propionylamino, isopropionylami-containing n-butyrylami-containing isobutyrylamino-containing sec-butyrylamino, bivalloylami-containing methoxycarbonyl, ethoxycarbonyl, n-propoxycarbonyl , Isopropoxycarbonyl, aminocarbonyl, methylaminocarbonyl, dimethylaminocarbonyl
  • Indolo-powered rubazole derivatives are described in, for example, EP908787, Tetrahedron, vol51, No43, ppl 1801-11808 (1995) or Tetrahedron, vol55, No43, ppl2577-12594 (1999) or an application thereof. Can be synthesized.
  • indole is dissolved in a suitable solvent, mixed with a suitable acid, and aldehyde (R -C
  • a suitable solvent is not particularly limited as long as it has solubility in the indole or aldehyde used, but for example, a chain hydrocarbon such as n-xane, jetyl ether, tetrahydrofuran, Acetonitrile, acetone, water, methanol, ethanol, 1 propanol, 2-propanol, 1-butanol, 2-butanol, tert-butyl alcohol, dioxane, dimethylformamide, dimethyl sulfoxide, benzene, toluene, xylene, pyridine, quinoline Methanol and toluene are more preferable.
  • a chain hydrocarbon such as n-xane, jetyl ether, tetrahydrofuran, Acetonitrile, acetone, water, methanol, ethanol, 1 propanol, 2-propanol, 1-butanol, 2-butanol, tert-butyl alcohol, di
  • the solvent which mixed these by arbitrary ratios as needed can also be used.
  • the amount of solvent used is suitably 0.1 to L000 parts by weight, more preferably 10 to L00 parts by weight per 1 part by weight of indole. If desired, the reaction can be carried out without a solvent.
  • the aldehyde to be used is 0.9.11 mol, more preferably 0.5-10 mol per mol of indole.
  • the acid to be mixed is preferably Bronsted acid such as hydrochloric acid, sulfuric acid and nitric acid, formic acid, acetic acid, propionic acid, p-toluenesulfonic acid, benzenesulfonic acid, acetic acid and More preferably, they are Lewis acids such as aluminum, boron fluoride and zinc chloride (II). More preferred are p-toluenesulfonic acid and sulfuric acid.
  • the acid which mixed these in arbitrary ratios can also be used as needed, and the usage-amount with respect to 1 mol of indole is 0.01 to 50 mol. is there.
  • the reaction temperature is suitably from -80 to 250 ° C, more preferably from 50 to 120 ° C.
  • the reaction time is suitably 0.1 to 48 hours, more preferably 0.5 to 2 hours.
  • the method for isolating and purifying the indolo rubazole compound produced by the reaction represented by the reaction formula (3) is an operation method in a post-treatment after a normal organic reaction, for example, liquid separation operation, filtration operation, column Operation, recrystallization, etc. can be used.
  • the central benzene ring may become completely aromatic!
  • the compound shown in parentheses in formula (3) may stop.
  • a dehydrogenation reaction can be added to obtain the target compound.
  • the dehydrogenating agent used in this case is a dehydrogenating agent used in ordinary organic reactions, but chlorael, salcomine, palladium on carbon, 2, 3-dichloro-5, 6— Dicyan 1,4-quinone (DDQ), the use of activated carbon is preferred!
  • FIG. 1 A diagram showing a cross-sectional structure of an electrochemical cell.
  • IC (a) and IC (b) indicate indolo-powered rubazole compound (a) and indolo-powered rubazole compound (b), and IM (0, IM (ii) and IM (iii) are intermediates. (i), (ii) and (iii) are shown.
  • the R substituent is an electron-withdrawing group.
  • the introduction of an electron-withdrawing substituent occurs on the nitrogen atom of the intermediate (i) that is formed after taking out electrons from the lone pair of electrons on the nitrogen atom of the indolodynamic rubazole compound ( a ).
  • the intermediate (i) force also promotes the reaction to the intermediate (ii) and efficiently produces electrons.
  • an electrode active material having an excellent energy density can be obtained.
  • the electrochemical cell of the present invention preferably has a structure in which a positive electrode material layer and a negative electrode material layer respectively formed on two current collectors are arranged to face each other with a separator interposed therebetween. Then, the electrode active material is present in the positive electrode material layer or the negative electrode material layer.
  • FIG. 1 shows a cross-sectional structure of an embodiment of an electrochemical cell for producing a secondary battery or a capacitor.
  • a positive electrode material layer 2 and a negative electrode material layer 4 formed on the current collectors 1 and 6, respectively, are arranged opposite to each other with a separator 3 interposed therebetween, and the positive electrode material layer 2 and the negative electrode material layer 4 are laminated via the separator 3.
  • a gasket 5 made of insulating rubber or the like is provided on both side surfaces of the laminated body. .
  • the positive electrode material layer 2 (positive electrode) and the negative electrode material layer 4 (negative electrode) are impregnated with an electrolyte containing protons.
  • the compound of the present invention is used as an electrode active material contained in the positive electrode material layer 2 or the negative electrode material layer 4.
  • a conductive auxiliary material can be added as necessary in order to ensure conductivity.
  • the conductive auxiliary material include conductive materials such as crystalline carbon, carbon black, and graphite.
  • a binder may be added as necessary in order to maintain the moldability of the electrode or fix these materials on the current collector.
  • the mixing ratio of the constituent materials of the electrode is arbitrary as long as the desired characteristics can be obtained, but considering the efficiency per unit mass or unit capacity, the carbazole compound is 30 to 95% by mass, The range of 5-50% by weight of auxiliary material and 0-20% by weight of binder is desirable.
  • the method for producing the electrode is arbitrary as long as the desired characteristics can be obtained, but it can be obtained by kneading the indolo strength rubazole compound, the conductive additive, and the noinder mixed at a desired ratio, and compression-molding the mixture.
  • an appropriate amount of solvent may be mixed in order to improve moldability.
  • an appropriate amount of solvent is mixed in the carbazole compound, conductive additive, and binder mixed at a desired ratio and kneaded to form a paste.
  • the paste is applied onto a current collector and dried. Can also be molded.
  • the solvent to be used is not particularly limited, but dimethylformamide, ethylene carbonate, propylene carbonate, dimethyl carbonate and the like are preferable.
  • a salt or a surfactant may be added during kneading.
  • the electrolytic solution it is preferable to use an aqueous solution or a non-aqueous solution containing protons so that protons can be used as charge carriers of the force rubazole compound. Further, it is preferable that the proton concentration of the electrolytic solution is 10- 3 molZL ⁇ 18molZL.
  • a salt or a surfactant may be added to the electrolytic solution in order to improve electrical conductivity or improve various properties.
  • any film having electrical insulation and ionic conductivity may be used, for example, a porous film such as polyethylene or fluorine resin, which is impregnated with an electrolytic solution. Used.
  • An electrolyte such as a copper electrolyte or a solid electrolyte may be interposed between the electrodes.
  • the mother liquor was separated into oil and water, and 14 g of 35% aqueous sulfuric acid solution was added to the resulting aqueous layer and stirred for 30 minutes, and the resulting solid was filtered off.
  • the obtained solid was washed with water and then dried under reduced pressure at 120 ° C. to obtain 1.84 g of 5,11-2H-indolo [3,2-b] force rubazole-6,12-dicarboxylic acid.
  • the mixture was stirred at room temperature for 2 days, and the resulting solution was added to a solution of 200 g of ethyl acetate and 100 g of water.
  • the precipitated solid was filtered off, washed with water, and dried under reduced pressure at 120 ° C. to obtain 0.1 l of the title compound.
  • the compounds synthesized in this way were evaluated by the cyclic voltammetry (CV) method.
  • CV cyclic voltammetry
  • the case where it is applied to the electrode material of a secondary battery is described.
  • other electrochemical cells such as an electric double layer capacitor by appropriately setting the capacity and the charge / discharge rate.
  • a suitable configuration can also be adopted.
  • HZ-3000 manufactured by Hokuto Denko Co., Ltd. was used for CV measurement.
  • a three-electrode glass cell was used, the working electrode was the sample electrode, Pt was used as the counter electrode, the AgZAgCl electrode was used as the reference electrode, and a 20-40 wt% sulfuric acid aqueous solution was used as the electrolyte.
  • the electrode capacity (effective capacity) per lg of active material was calculated from the CV curve obtained by sweeping in the range of 200 to 1200 mV at a sweep speed of 20 mVZsec.
  • a sample electrode manufactured as follows was used. As an electrode active material, after adding 30 wt% of vapor-grown carbon fiber (VGCF) as a conductive additive to the compound 7 Owt% obtained in Synthesis Examples 1 to 10, an appropriate amount of solvent is added and mixed. It was made into a paste by glazing. This paste was uniformly applied to a carbon sheet of a certain area and dried under reduced pressure all day and night.
  • VGCF vapor-grown carbon fiber
  • the indolocarbazole compound obtained in Synthesis Example 4 is used as a positive electrode active material, VGCF as a conductive auxiliary agent, PVdF as a binder, active material ZVGCFZPVdF is mixed at a mass ratio of 70Z25Z5, and pressure-molded.
  • An electrode was obtained.
  • a negative electrode was obtained by mixing Polyphenol-Lucinoxaline as an active material, Ketjen black (KB) as a conductive auxiliary agent, and an active material ZKB at a mass ratio of 7030, followed by pressure molding.
  • the electrolyte used was a 40 wt% sulfuric acid aqueous solution.
  • the separator was a porous nonwoven fabric with a thickness of 50 m.
  • the positive electrode and the negative electrode were opposed to each other through this separator and bonded together, covered with a gasket, and sealed in a coin case to produce a coin-type secondary battery.
  • the cell was charged at 25 ° C for 1 hour and then discharged.
  • the discharge capacity value and average voltage value were converted to energy values.
  • the energy of the coin-type secondary battery was 5.1 mWh.
  • an electrode active material having a large electrode capacity density and an electric cell using the same can be provided.

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Abstract

L’invention concerne un matériau actif d’électrode qui permet d’augmenter la densité d’énergie d’une pile électrochimique telle qu’une batterie secondaire ou un condensateur de type à migration de protons. Elle concerne en particulier une pile électrochimique ayant une structure dans laquelle une couche de matériau d'électrode positive et une couche de matériau d'électrode négative sont agencées à l'opposé l'une de l'autre au moyen d'un séparateur. Un matériau actif d’électrode est présent dans la couche de matériau d'électrode positive ou la couche de matériau d’électrode négative, et un composé indro[3,2-b]carbazole est utilisé en tant que matériau actif d’électrode. Le composé indro[3,2-b]carbazole est représenté, par exemple, par la formule générale suivante (1). Dans la formule, R1 représente un groupe accepteur d’électrons ou un groupe aryle substitué ou non substitué, et R2 représente un atome d’hydrogène, un groupe alkyle inférieur, un atome d'halogène, un groupe nitro, cyano, carbonyle substitué, hydroxy, alkoxy, phénoxy ou un groupe amino substitué ou non substitué.
PCT/JP2006/304700 2005-03-15 2006-03-10 Materiau actif d’electrode contenant un derive d’indrocarbazole WO2006098229A1 (fr)

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WO2022131346A1 (fr) * 2020-12-17 2022-06-23 株式会社Adeka Composé et composition
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Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2003142099A (ja) * 2001-11-02 2003-05-16 Nec Tokin Corp インドール系化合物を用いた電気化学セル
JP2003142098A (ja) * 2001-11-01 2003-05-16 Nichia Chem Ind Ltd ポリアセチレン系電極材料及びそれを用いた二次電池
JP2003142100A (ja) * 2001-08-20 2003-05-16 Showa Denko Kk 重合体、該重合体を含む電極材料用複合物、該複合体の製造方法、該複合体を用いた電極及び該電極を用いた二次電池
JP2003257431A (ja) * 2002-03-04 2003-09-12 Nec Tokin Corp キノキサリン系化合物を用いた蓄電素子
JP2004127920A (ja) * 2002-08-05 2004-04-22 Nec Tokin Corp セル電極およびこの電極を用いた電気化学セル
JP3538185B2 (ja) * 2002-02-26 2004-06-14 Ｎｅｃトーキン株式会社 インドール系化合物を用いた二次電池及びキャパシタ

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100695106B1 (ko) * 2002-12-24 2007-03-14 삼성에스디아이 주식회사 청색 발광 고분자 및 이를 채용한 유기 전계 발광 소자
US7402681B2 (en) * 2004-12-14 2008-07-22 Xerox Corporation Compound with indolocarbazole moieties and devices containing such compound

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2003142100A (ja) * 2001-08-20 2003-05-16 Showa Denko Kk 重合体、該重合体を含む電極材料用複合物、該複合体の製造方法、該複合体を用いた電極及び該電極を用いた二次電池
JP2003142098A (ja) * 2001-11-01 2003-05-16 Nichia Chem Ind Ltd ポリアセチレン系電極材料及びそれを用いた二次電池
JP2003142099A (ja) * 2001-11-02 2003-05-16 Nec Tokin Corp インドール系化合物を用いた電気化学セル
JP3538185B2 (ja) * 2002-02-26 2004-06-14 Ｎｅｃトーキン株式会社 インドール系化合物を用いた二次電池及びキャパシタ
JP2003257431A (ja) * 2002-03-04 2003-09-12 Nec Tokin Corp キノキサリン系化合物を用いた蓄電素子
JP2004127920A (ja) * 2002-08-05 2004-04-22 Nec Tokin Corp セル電極およびこの電極を用いた電気化学セル

Cited By (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2293357A1 (fr) * 2008-05-08 2011-03-09 Nippon Steel Chemical Co., Ltd. Composé pour éléments électroluminescents organiques et élément électroluminescent organique
EP2293357A4 (fr) * 2008-05-08 2013-08-28 Nippon Steel & Sumikin Chem Co Composé pour éléments électroluminescents organiques et élément électroluminescent organique
EP2371828A1 (fr) * 2010-04-01 2011-10-05 Samsung Mobile Display Co., Ltd. Composé cyclique condensé et dispositif électroluminescent organique l'incluant
CN102212066A (zh) * 2010-04-01 2011-10-12 三星移动显示器株式会社 缩合环化合物和包括该缩合环化合物的有机发光装置
US8389986B2 (en) 2010-04-01 2013-03-05 Samsung Display Co., Ltd. Condensed-cyclic compound and organic light-emitting device including the same
CN102212066B (zh) * 2010-04-01 2015-11-25 三星显示有限公司 缩合环化合物和包括该缩合环化合物的有机发光装置
CN103242322B (zh) * 2013-05-26 2015-10-14 吉林大学 吲哚并咔唑衍生物及其在电致发光器件中的应用
CN103242322A (zh) * 2013-05-26 2013-08-14 吉林大学 吲哚并咔唑衍生物及其在电致发光器件中的应用
US11830672B2 (en) 2016-11-23 2023-11-28 KYOCERA AVX Components Corporation Ultracapacitor for use in a solder reflow process
CN110759918A (zh) * 2019-10-31 2020-02-07 上海天马有机发光显示技术有限公司 一种化合物、显示面板及电子设备
CN110759918B (zh) * 2019-10-31 2021-07-06 上海天马有机发光显示技术有限公司 一种化合物、显示面板及电子设备
US11649254B2 (en) 2019-10-31 2023-05-16 Wuhan Tianma Microelectronics Co., Ltd. Shanghai Branch Compound, a display panel and an electronic device
WO2022131346A1 (fr) * 2020-12-17 2022-06-23 株式会社Adeka Composé et composition

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