CN104583161B - 作为有机电子材料和染料的结构单元的方便制备的萘和苝衍生物 - Google Patents
作为有机电子材料和染料的结构单元的方便制备的萘和苝衍生物 Download PDFInfo
- Publication number
- CN104583161B CN104583161B CN201380044965.4A CN201380044965A CN104583161B CN 104583161 B CN104583161 B CN 104583161B CN 201380044965 A CN201380044965 A CN 201380044965A CN 104583161 B CN104583161 B CN 104583161B
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- alkyl
- aryl
- phenyl
- alkenyl
- alkynyl
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- 0 CCC(C)*(C)CN** Chemical compound CCC(C)*(C)CN** 0.000 description 13
- VYUIYZMMBSABMA-UHFFFAOYSA-N C=[Br]c1cc(Cl)c(-c(c(Cl)c2)c3c(c(Br)c4)c2[Br]=C)c2c1c(Br)cc(Cl)c2-c3c4Cl Chemical compound C=[Br]c1cc(Cl)c(-c(c(Cl)c2)c3c(c(Br)c4)c2[Br]=C)c2c1c(Br)cc(Cl)c2-c3c4Cl VYUIYZMMBSABMA-UHFFFAOYSA-N 0.000 description 1
- QAYVCHUJWNFCCU-UHFFFAOYSA-N CCCCCCCOC(c1cc(N)c-2c3c1c(C(O)OCCCCCC=C)cc(N)c3C1c3c-2c(N)cc(C(OCCCCCCC)=O)c3C(C(OCCCCCCC)=O)=CC1=N)=O Chemical compound CCCCCCCOC(c1cc(N)c-2c3c1c(C(O)OCCCCCC=C)cc(N)c3C1c3c-2c(N)cc(C(OCCCCCCC)=O)c3C(C(OCCCCCCC)=O)=CC1=N)=O QAYVCHUJWNFCCU-UHFFFAOYSA-N 0.000 description 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
- C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
- C07D495/06—Peri-condensed systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C13/00—Cyclic hydrocarbons containing rings other than, or in addition to, six-membered aromatic rings
- C07C13/28—Polycyclic hydrocarbons or acyclic hydrocarbon derivatives thereof
- C07C13/32—Polycyclic hydrocarbons or acyclic hydrocarbon derivatives thereof with condensed rings
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C211/00—Compounds containing amino groups bound to a carbon skeleton
- C07C211/33—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings
- C07C211/39—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings of an unsaturated carbon skeleton
- C07C211/41—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings of an unsaturated carbon skeleton containing condensed ring systems
- C07C211/42—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings of an unsaturated carbon skeleton containing condensed ring systems with six-membered aromatic rings being part of the condensed ring systems
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C25/00—Compounds containing at least one halogen atom bound to a six-membered aromatic ring
- C07C25/18—Polycyclic aromatic halogenated hydrocarbons
- C07C25/22—Polycyclic aromatic halogenated hydrocarbons with condensed rings
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C253/00—Preparation of carboxylic acid nitriles
- C07C253/30—Preparation of carboxylic acid nitriles by reactions not involving the formation of cyano groups
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C255/00—Carboxylic acid nitriles
- C07C255/49—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton
- C07C255/52—Carboxylic acid nitriles having cyano groups bound to carbon atoms of six-membered aromatic rings of a carbon skeleton to carbon atoms of six-membered aromatic rings being part of condensed ring systems
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
- C07C41/01—Preparation of ethers
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
- C07C41/01—Preparation of ethers
- C07C41/16—Preparation of ethers by reaction of esters of mineral or organic acids with hydroxy or O-metal groups
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
- C07C41/01—Preparation of ethers
- C07C41/18—Preparation of ethers by reactions not forming ether-oxygen bonds
- C07C41/22—Preparation of ethers by reactions not forming ether-oxygen bonds by introduction of halogens; by substitution of halogen atoms by other halogen atoms
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C43/00—Ethers; Compounds having groups, groups or groups
- C07C43/02—Ethers
- C07C43/18—Ethers having an ether-oxygen atom bound to a carbon atom of a ring other than a six-membered aromatic ring
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C43/00—Ethers; Compounds having groups, groups or groups
- C07C43/02—Ethers
- C07C43/257—Ethers having an ether-oxygen atom bound to carbon atoms both belonging to six-membered aromatic rings
- C07C43/29—Ethers having an ether-oxygen atom bound to carbon atoms both belonging to six-membered aromatic rings containing halogen
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C67/00—Preparation of carboxylic acid esters
- C07C67/08—Preparation of carboxylic acid esters by reacting carboxylic acids or symmetrical anhydrides with the hydroxy or O-metal group of organic compounds
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/74—Esters of carboxylic acids having an esterified carboxyl group bound to a carbon atom of a ring other than a six-membered aromatic ring
- C07C69/753—Esters of carboxylic acids having an esterified carboxyl group bound to a carbon atom of a ring other than a six-membered aromatic ring of polycyclic acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C69/00—Esters of carboxylic acids; Esters of carbonic or haloformic acids
- C07C69/76—Esters of carboxylic acids having a carboxyl group bound to a carbon atom of a six-membered aromatic ring
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
- C07F7/00—Compounds containing elements of Groups 4 or 14 of the Periodic Table
- C07F7/02—Silicon compounds
- C07F7/08—Compounds having one or more C—Si linkages
- C07F7/0803—Compounds with Si-C or Si-Si linkages
- C07F7/081—Compounds with Si-C or Si-Si linkages comprising at least one atom selected from the elements N, O, halogen, S, Se or Te
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- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B1/00—Dyes with anthracene nucleus not condensed with any other ring
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B3/00—Dyes with an anthracene nucleus condensed with one or more carbocyclic rings
- C09B3/14—Perylene derivatives
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- C09B3/00—Dyes with an anthracene nucleus condensed with one or more carbocyclic rings
- C09B3/14—Perylene derivatives
- C09B3/18—Preparation from starting materials already containing the perylene nucleus
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B3/00—Dyes with an anthracene nucleus condensed with one or more carbocyclic rings
- C09B3/14—Perylene derivatives
- C09B3/18—Preparation from starting materials already containing the perylene nucleus
- C09B3/20—Preparation from starting materials already containing the perylene nucleus by halogenation
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B5/00—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings
- C09B5/02—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings the heterocyclic ring being only condensed in peri position
- C09B5/022—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings the heterocyclic ring being only condensed in peri position not provided for in one of the sub groups C09B5/04 - C09B5/20
- C09B5/026—Dyes with an anthracene nucleus condensed with one or more heterocyclic rings with or without carbocyclic rings the heterocyclic ring being only condensed in peri position not provided for in one of the sub groups C09B5/04 - C09B5/20 only S-containing hetero rings
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- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
- H10K85/40—Organosilicon compounds, e.g. TIPS pentacene
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- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
- H10K85/60—Organic compounds having low molecular weight
- H10K85/615—Polycyclic condensed aromatic hydrocarbons, e.g. anthracene
- H10K85/623—Polycyclic condensed aromatic hydrocarbons, e.g. anthracene containing five rings, e.g. pentacene
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- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
- H10K85/60—Organic compounds having low molecular weight
- H10K85/649—Aromatic compounds comprising a hetero atom
- H10K85/657—Polycyclic condensed heteroaromatic hydrocarbons
- H10K85/6576—Polycyclic condensed heteroaromatic hydrocarbons comprising only sulfur in the heteroaromatic polycondensed ring system, e.g. benzothiophene
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2603/00—Systems containing at least three condensed rings
- C07C2603/02—Ortho- or ortho- and peri-condensed systems
- C07C2603/52—Ortho- or ortho- and peri-condensed systems containing five condensed rings
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- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K10/00—Organic devices specially adapted for rectifying, amplifying, oscillating or switching; Organic capacitors or resistors having potential barriers
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- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K30/00—Organic devices sensitive to infrared radiation, light, electromagnetic radiation of shorter wavelength or corpuscular radiation
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- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K50/00—Organic light-emitting devices
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- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Physics & Mathematics (AREA)
- Spectroscopy & Molecular Physics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Thin Film Transistor (AREA)
Applications Claiming Priority (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US201261694783P | 2012-08-30 | 2012-08-30 | |
| EP12182331.4 | 2012-08-30 | ||
| EP12182331 | 2012-08-30 | ||
| US61/694,783 | 2012-08-30 | ||
| PCT/IB2013/058009 WO2014033622A2 (en) | 2012-08-30 | 2013-08-27 | Conveniently prepared naphthalene and perylene derivatives as building blocks for organic electronic materials and dyestuff |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| CN104583161A CN104583161A (zh) | 2015-04-29 |
| CN104583161B true CN104583161B (zh) | 2016-12-14 |
Family
ID=46939531
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| CN201380044965.4A Expired - Fee Related CN104583161B (zh) | 2012-08-30 | 2013-08-27 | 作为有机电子材料和染料的结构单元的方便制备的萘和苝衍生物 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US9382264B2 (enExample) |
| EP (1) | EP2890668B1 (enExample) |
| JP (1) | JP6284531B2 (enExample) |
| KR (1) | KR101764512B1 (enExample) |
| CN (1) | CN104583161B (enExample) |
| WO (1) | WO2014033622A2 (enExample) |
Families Citing this family (9)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US9385326B2 (en) | 2013-01-15 | 2016-07-05 | Basf Se | Triangulene oligomers and polymers and their use as hole conducting material |
| KR20150133785A (ko) | 2013-03-18 | 2015-11-30 | 바스프 에스이 | 페릴렌모노이미드 및 나프탈렌모노이미드 유도체 및 염료-감응성 태양 전지에서 이의 용도 |
| RU2016148230A (ru) * | 2014-05-09 | 2018-06-13 | Басф Се | Цианированные периленовые соединения |
| KR101867399B1 (ko) * | 2015-08-26 | 2018-06-21 | 욱성화학주식회사 | 페릴렌계 화합물, 이의 제조 방법, 및 이를 포함하는 형광 염료 |
| KR102403983B1 (ko) * | 2017-03-31 | 2022-05-30 | 도레이첨단소재 주식회사 | 고색재현 필름, 이의 제조방법 및 이를 포함하는 백라이트 유닛 |
| CN112119515A (zh) | 2018-03-07 | 2020-12-22 | Clap有限公司 | 用于制造顶栅底接触有机场效应晶体管的图案化方法 |
| JP7075682B2 (ja) | 2018-03-08 | 2022-05-26 | クラップ カンパニー リミテッド | 半導電性単層カーボンナノチューブ及び有機半導電性材料を含む有機電界効果トランジスタ |
| EP3735430B1 (en) | 2018-06-26 | 2023-09-13 | Clap Co., Ltd. | Vinylether-based polymer as dielectric |
| JP2020083982A (ja) * | 2018-11-21 | 2020-06-04 | 住友化学株式会社 | 着色硬化性樹脂組成物、カラーフィルタ、表示装置及び化合物 |
Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4505858A (en) * | 1982-10-12 | 1985-03-19 | Ciba-Geigy Corporation | Process for producing 3,4,9,10-tetrathioperylene and 3,4,9,10-tetraselenoperylene |
| US4618694A (en) * | 1984-01-13 | 1986-10-21 | Basf Aktiengesellschaft | Perylene compounds |
| US4956508A (en) * | 1988-02-12 | 1990-09-11 | Thomson-Csf | Process for preparing polyalkyl perylenes, perylenes obtained by this process, and organic materials with ESR properties derived from the same |
| US6329084B1 (en) * | 1998-06-15 | 2001-12-11 | Toyo Ink Mfg. Co., Ltd. | Compound for organic electro-luminescence device and organic electro-luminescence device using the compound |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE340091C (de) | 1921-09-02 | Francois Louis Brodu | Aufspannvorrichtung mit Kugellagerung zwischen Ober- und Unterteil | |
| DE66611C (de) | Badische Anilin- und Sodafabrik in Ludwigshafen a. Rh | Verfahren zur Darstellung eines beizenziehenden Farbstoffs aus Perchlornaphtalin | ||
| DE498039C (de) | 1924-12-19 | 1930-05-17 | Felice Bensa | Verfahren zur Herstellung von Halogensubstitutionsprodukten des Perylens und des 3,10-Perylenchinons |
| DE1154799B (de) | 1962-04-19 | 1963-09-26 | Hoechst Ag | Verfahren zur Herstellung von 4, 5-Dichlor- und 4, 5-Dibrom-naphthalin-1, 8-dicarbonsaeureanhydrid |
| US3652637A (en) | 1968-11-22 | 1972-03-28 | Diamond Shamrock Corp | Vapor phase synthesis of chlorinated aromatic nitriles |
| DE3413418A1 (de) * | 1984-04-10 | 1985-10-17 | Basf Ag, 6700 Ludwigshafen | Farbstofflaser |
| DE4316378A1 (de) * | 1993-05-17 | 1994-11-24 | Max Planck Gesellschaft | Perylenderivate |
| US5989737A (en) * | 1997-02-27 | 1999-11-23 | Xerox Corporation | Organic electroluminescent devices |
| JP2002003833A (ja) | 2000-06-23 | 2002-01-09 | Toyo Ink Mfg Co Ltd | 有機エレクトロルミネッセンス素子用発光材料およびそれを使用した有機エレクトロルミネッセンス素子 |
| JP2002012861A (ja) * | 2000-07-03 | 2002-01-15 | Toyo Ink Mfg Co Ltd | 有機エレクトロルミネッセンス素子用発光材料およびそれを使用した有機エレクトロルミネッセンス素子 |
| CN1271168C (zh) * | 2000-09-07 | 2006-08-23 | 出光兴产株式会社 | 有机电场发光元件 |
| JP2003012612A (ja) * | 2001-06-29 | 2003-01-15 | Toyo Ink Mfg Co Ltd | ペリレンの製造方法 |
| JP5538941B2 (ja) * | 2010-02-18 | 2014-07-02 | Jsr株式会社 | レジスト下層膜形成方法、パターン形成方法、および組成物、レジスト下層膜形成材料用添加剤、架橋剤並びにレジスト下層膜 |
| US9056822B2 (en) * | 2011-06-10 | 2015-06-16 | National University Corporation Nagoya University | Method for producing polycyclic aromatic compound substituted by aryl group |
-
2013
- 2013-08-27 CN CN201380044965.4A patent/CN104583161B/zh not_active Expired - Fee Related
- 2013-08-27 EP EP13833442.0A patent/EP2890668B1/en not_active Not-in-force
- 2013-08-27 JP JP2015529176A patent/JP6284531B2/ja not_active Expired - Fee Related
- 2013-08-27 KR KR1020157007594A patent/KR101764512B1/ko not_active Expired - Fee Related
- 2013-08-27 WO PCT/IB2013/058009 patent/WO2014033622A2/en not_active Ceased
- 2013-08-27 US US14/424,748 patent/US9382264B2/en active Active
Patent Citations (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4505858A (en) * | 1982-10-12 | 1985-03-19 | Ciba-Geigy Corporation | Process for producing 3,4,9,10-tetrathioperylene and 3,4,9,10-tetraselenoperylene |
| US4618694A (en) * | 1984-01-13 | 1986-10-21 | Basf Aktiengesellschaft | Perylene compounds |
| US4956508A (en) * | 1988-02-12 | 1990-09-11 | Thomson-Csf | Process for preparing polyalkyl perylenes, perylenes obtained by this process, and organic materials with ESR properties derived from the same |
| US6329084B1 (en) * | 1998-06-15 | 2001-12-11 | Toyo Ink Mfg. Co., Ltd. | Compound for organic electro-luminescence device and organic electro-luminescence device using the compound |
Non-Patent Citations (3)
| Title |
|---|
| Ability of substituted perylenes to from organic conductors;vieros, Luis F 等;《molecular crystals and liquid crystals》;20060924;第333卷;第259-268页 * |
| Gas Phase Reactions of Carbon Cluster Ions with Crotononitrile;Jing Sun 等;《J. Phys. Chem》;19940401;第98卷;4536-4542 * |
| Gas-phase reactions of carbon cluster ions with isomeric Chloropropenes;Jing Sun 等;《International Journal of Mass Spectrometry and Ion Processes》;19941231;第138卷;49-61 * |
Also Published As
| Publication number | Publication date |
|---|---|
| WO2014033622A3 (en) | 2014-04-24 |
| EP2890668A2 (en) | 2015-07-08 |
| EP2890668A4 (en) | 2016-09-07 |
| WO2014033622A2 (en) | 2014-03-06 |
| CN104583161A (zh) | 2015-04-29 |
| US9382264B2 (en) | 2016-07-05 |
| KR101764512B1 (ko) | 2017-08-02 |
| EP2890668B1 (en) | 2019-08-21 |
| JP2015534542A (ja) | 2015-12-03 |
| US20150225418A1 (en) | 2015-08-13 |
| KR20150045515A (ko) | 2015-04-28 |
| JP6284531B2 (ja) | 2018-02-28 |
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