WO2009063785A1 - Dérivé de fullerène et convertisseur photoélectrique organique l'utilisant - Google Patents

Dérivé de fullerène et convertisseur photoélectrique organique l'utilisant Download PDF

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Publication number
WO2009063785A1
WO2009063785A1 PCT/JP2008/070168 JP2008070168W WO2009063785A1 WO 2009063785 A1 WO2009063785 A1 WO 2009063785A1 JP 2008070168 W JP2008070168 W JP 2008070168W WO 2009063785 A1 WO2009063785 A1 WO 2009063785A1
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WO
WIPO (PCT)
Prior art keywords
formula
same
fullerene derivative
group
integer
Prior art date
Application number
PCT/JP2008/070168
Other languages
English (en)
Japanese (ja)
Inventor
Toshiyuki Itoh
Yasunori Uetani
Jun Fujiwara
Original Assignee
Sumitomo Chemical Company, Limited
National University Corporation Tottori University
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
Priority claimed from JP2008128099A external-priority patent/JP5366434B2/ja
Application filed by Sumitomo Chemical Company, Limited, National University Corporation Tottori University filed Critical Sumitomo Chemical Company, Limited
Publication of WO2009063785A1 publication Critical patent/WO2009063785A1/fr

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Classifications

    • BPERFORMING OPERATIONS; TRANSPORTING
    • B82NANOTECHNOLOGY
    • B82YSPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
    • B82Y10/00Nanotechnology for information processing, storage or transmission, e.g. quantum computing or single electron logic
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D209/00Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/56Ring systems containing three or more rings
    • C07D209/58[b]- or [c]-condensed
    • C07D209/70[b]- or [c]-condensed containing carbocyclic rings other than six-membered
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08KUse of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00Use of organic ingredients
    • C08K5/16Nitrogen-containing compounds
    • C08K5/34Heterocyclic compounds having nitrogen in the ring
    • C08K5/3412Heterocyclic compounds having nitrogen in the ring having one nitrogen atom in the ring
    • C08K5/3415Five-membered rings
    • C08K5/3417Five-membered rings condensed with carbocyclic rings
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K85/00Organic materials used in the body or electrodes of devices covered by this subclass
    • H10K85/20Carbon compounds, e.g. carbon nanotubes or fullerenes
    • H10K85/211Fullerenes, e.g. C60
    • H10K85/215Fullerenes, e.g. C60 comprising substituents, e.g. PCBM
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K30/00Organic devices sensitive to infrared radiation, light, electromagnetic radiation of shorter wavelength or corpuscular radiation
    • H10K30/30Organic devices sensitive to infrared radiation, light, electromagnetic radiation of shorter wavelength or corpuscular radiation comprising bulk heterojunctions, e.g. interpenetrating networks of donor and acceptor material domains
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K30/00Organic devices sensitive to infrared radiation, light, electromagnetic radiation of shorter wavelength or corpuscular radiation
    • H10K30/50Photovoltaic [PV] devices
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K85/00Organic materials used in the body or electrodes of devices covered by this subclass
    • H10K85/10Organic polymers or oligomers
    • H10K85/111Organic polymers or oligomers comprising aromatic, heteroaromatic, or aryl chains, e.g. polyaniline, polyphenylene or polyphenylene vinylene
    • H10K85/113Heteroaromatic compounds comprising sulfur or selene, e.g. polythiophene
    • HELECTRICITY
    • H10SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10KORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K85/00Organic materials used in the body or electrodes of devices covered by this subclass
    • H10K85/10Organic polymers or oligomers
    • H10K85/111Organic polymers or oligomers comprising aromatic, heteroaromatic, or aryl chains, e.g. polyaniline, polyphenylene or polyphenylene vinylene
    • H10K85/115Polyfluorene; Derivatives thereof

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Organic Chemistry (AREA)
  • Nanotechnology (AREA)
  • Materials Engineering (AREA)
  • Mathematical Physics (AREA)
  • Physics & Mathematics (AREA)
  • Theoretical Computer Science (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Photovoltaic Devices (AREA)
  • Indole Compounds (AREA)

Abstract

L'invention porte sur un dérivé de fullerène représenté par la formule (1) ci-après. Dans la formule (1) ci-après, le noyau (A) représente un squelette fullerène ayant 70 atomes de carbone ou plus; et R1, R2 et R3 représentent indépendamment un atome d'hydrogène, un atome d'halogène, un groupe alkyle, un groupe aryle facultativement substitué, un groupe hétérocyclique monovalent facultativement substitué ou un groupe représenté par la formule (2) ci-après. Dans la formule (2), m représente un entier de 1-6; n représente un entier de 1-4; p représente un entier de 0-5; X représente un groupe méthyle ou un groupe aryle facultativement substitué; et lorsqu'il y a une pluralité de m, ceux-ci peuvent être identiques ou différents les uns des autres.
PCT/JP2008/070168 2007-11-15 2008-11-06 Dérivé de fullerène et convertisseur photoélectrique organique l'utilisant WO2009063785A1 (fr)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
JP2007296371 2007-11-15
JP2007-296371 2007-11-15
JP2008128099A JP5366434B2 (ja) 2007-11-15 2008-05-15 フラーレン誘導体およびそれを用いた有機光電変換素子
JP2008-128099 2008-05-15

Publications (1)

Publication Number Publication Date
WO2009063785A1 true WO2009063785A1 (fr) 2009-05-22

Family

ID=40638637

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2008/070168 WO2009063785A1 (fr) 2007-11-15 2008-11-06 Dérivé de fullerène et convertisseur photoélectrique organique l'utilisant

Country Status (1)

Country Link
WO (1) WO2009063785A1 (fr)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2011010589A1 (fr) * 2009-07-22 2011-01-27 住友化学株式会社 Dérivé de fullerène
WO2014185536A1 (fr) * 2013-05-16 2014-11-20 ダイキン工業株式会社 Dérivé de fullerène et matériau semi-conducteur de type n
EP2905277A1 (fr) * 2014-02-07 2015-08-12 LANXESS Deutschland GmbH Fulleropyrrolidines 1',2',5'-trisubstitués

Non-Patent Citations (20)

* Cited by examiner, † Cited by third party
Title
BRITES, M.J. ET AL.: "Synthesis and fluorescence properties of [60] and [70]fullerene-coumarin dyads: Efficient dipole-dipole resonance energy transfer from coumarin to fullerene", NEW JOURNAL OF CHEMISTRY, vol. 30, no. 7, 2006, pages 1036 - 1045 *
CAMAIONI, N. ET AL.: "Solar cells based on poly(3-alkyl)thiophenes and [60]fullerene: a comparative study", JOURNAL OF MATERIALS CHEMISTRY, vol. 12, no. 7, 2002, pages 2065 - 2070 *
D'YACHKOV, P.N. ET AL.: "Isomerism of covalent CnXk (n = 60, 70, 76, 78) fullerides", THEOCHEM, vol. 397, 1997, pages 199 - 211 *
FAN, L. ET AL.: "Effect of substituent groups on the redox properties of fullerenes", DIANHUAXUE, vol. 3, no. 4, 1997, pages 371 - 377 *
GE, Z. ET AL.: "Synthesis and photophysical characterization of a new crown ether-bearing [70]fulleropyrrolidine derivative", JOURNAL OF PHYSICS AND CHEMISTRY OF SOLIDS, vol. 61, no. 7, 2000, pages 1075 - 1079 *
GIACALONE, F. ET AL.: "Probing molecular wires: Synthesis, structural, and electronic study of donor-acceptor assemblies exhibiting long-range electron transfer", CHEMISTRY--A EUROPEAN JOURNAL, vol. 11, no. 16, 2005, pages 4819 - 4834 *
GONZALEZ, S. ET AL.: "Donor-linked C60 systems for photoinduced electron transfer", SYNTHETIC METALS, vol. 121, no. 1-3, 2001, pages 1131 - 1132 *
LANGA, F. ET AL.: "Modification of Regioselectivity in Cycloadditions to C70 under Microwave Irradiation", JOURNAL OF ORGANIC CHEMISTRY, vol. 65, no. 8, 2000, pages 2499 - 2507 *
LI, Y. ET AL.: "Synthesis and characterization of stable nitroxides based on fullerenes (C60, C70) and their magnetic study", SOLID STATE COMMUNICATIONS, vol. 101, no. 2, 1996, pages 123 - 128 *
MENEGHETTI, M. ET AL.: "Sol-gel materials embedding fullerene derivatives for optical limiting", SYNTHETIC METALS, vol. 86, no. 1-3, 1997, pages 2353 - 2354 *
POSSAMAI, G. ET AL.: "Synthesis, photophysics, and photoresponse of fullerene-based azoaromatic dyads", CHEMISTRY--A EUROPEAN JOURNAL, vol. 11, no. 19, 2005, pages 5765 - 5776 *
SAUNDERS, M. ET AL.: "3He NMR: A Powerful New Tool for Following Fullerene Chemistry", JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, vol. 116, no. 8, 1994, pages 3621 - 3622 *
SEGURA, J.L. ET AL.: "A New Photoactive and Highly Soluble C60-TTF-C60 Dimer: Charge Separation and Recombination", ORGANIC LETTERS, vol. 2, no. 25, 2000, pages 4021 - 4024 *
SEGURA, J.L. ET AL.: "New functionalized and soluble bis-tetrathiafulvalene derivatives as building blocks in the construction of fullerene-derived electroactive triads", TETRAHEDRON LETTERS, vol. 41, no. 40, 2000, pages 7737 - 7741 *
TROSHIN, P.A. ET AL.: "Supramolecular Association of Pyrrolidinofullerenes Bearing Chelating Pyridyl Groups and Zinc Phthalocyanine for Organic Solar Cells", CHEMISTRY OF MATERIALS, vol. 19, no. 22, October 2007 (2007-10-01), pages 5363 - 5372 *
WANG, G. ET AL.: "Solvent-free reactions of fullerenes and N-alkylglycines with and without aldehydes under high-speed vibration milling", TETRAHEDRON, vol. 59, no. 1, 2002, pages 55 - 60 *
WIENK, M.M. ET AL.: "Efficient Methano [70] fullerene/MDMO-PPV Bulk Heterojunction Photovoltaic Cells", ANGEW CHEM INT ED, vol. 42, no. 29, 2003, pages 3371 - 3375 *
WILSON, S.R. ET AL.: "1,3-Dipolar Cycloaddition of N-Methylazomethine Ylide to C70", JOURNAL OF ORGANIC CHEMISTRY, vol. 60, no. 20, 1995, pages 6496 - 6498 *
ZHENG, D. ET AL.: "1,3-Dipolar cycloaddition reaction of two different azomethine ylides to C70", CHINESE JOURNAL OF CHEMISTRY, vol. 16, no. 2, 1998, pages 178 - 183 *
ZHENG, D. ET AL.: "Preparation of stable nitroxides integrated into [70]fullerene", SYNTHETIC COMMUNICATIONS, vol. 28, no. 5, 1998, pages 879 - 886 *

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2011010589A1 (fr) * 2009-07-22 2011-01-27 住友化学株式会社 Dérivé de fullerène
JP2011077486A (ja) * 2009-07-22 2011-04-14 Sumitomo Chemical Co Ltd フラーレン誘導体
WO2014185536A1 (fr) * 2013-05-16 2014-11-20 ダイキン工業株式会社 Dérivé de fullerène et matériau semi-conducteur de type n
CN105209433A (zh) * 2013-05-16 2015-12-30 大金工业株式会社 富勒烯衍生物和n型半导体材料
EP2998293A4 (fr) * 2013-05-16 2017-01-04 Daikin Industries, Ltd. Dérivé de fullerène et matériau semi-conducteur de type n
EP2905277A1 (fr) * 2014-02-07 2015-08-12 LANXESS Deutschland GmbH Fulleropyrrolidines 1',2',5'-trisubstitués
WO2016003316A1 (fr) * 2014-02-07 2016-01-07 Lanxess Deutschland Gmbh Fulleropyrrolidines 1',2',5'-trisubstituées
RU2669782C2 (ru) * 2014-02-07 2018-10-16 Федеральное государственное бюджетное учреждение науки Институт проблем химической физики Российской академии наук (ИПХФ РАН) 1',2',5'-тризамещенные фуллеропирролидины, способ их получения и применение в фотовольтаической ячейке

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