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WO2009063785A1 - Fullerene derivative and organic photoelectric converter using the same - Google Patents

Fullerene derivative and organic photoelectric converter using the same 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
Authority
WO
WIPO (PCT)
Prior art keywords
formula
same
fullerene derivative
group
integer
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.)
Ceased
Application number
PCT/JP2008/070168
Other languages
French (fr)
Japanese (ja)
Inventor
Toshiyuki Itoh
Yasunori Uetani
Jun Fujiwara
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Tottori University NUC
Sumitomo Chemical Co Ltd
Original Assignee
Tottori University NUC
Sumitomo Chemical Co Ltd
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/en
Application filed by Tottori University NUC, Sumitomo Chemical Co Ltd filed Critical Tottori University NUC
Publication of WO2009063785A1 publication Critical patent/WO2009063785A1/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

Classifications

    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B82—NANOTECHNOLOGY
    • B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
    • B82Y10/00—Nanotechnology for information processing, storage or transmission, e.g. quantum computing or single electron logic
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
    • C07D209/56—Ring 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
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/16—Nitrogen-containing compounds
    • C08K5/34—Heterocyclic compounds having nitrogen in the ring
    • C08K5/3412—Heterocyclic compounds having nitrogen in the ring having one nitrogen atom in the ring
    • C08K5/3415—Five-membered rings
    • C08K5/3417—Five-membered rings condensed with carbocyclic rings
    • 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
    • H10K85/20—Carbon compounds, e.g. carbon nanotubes or fullerenes
    • H10K85/211—Fullerenes, e.g. C60
    • H10K85/215—Fullerenes, e.g. C60 comprising substituents, e.g. PCBM
    • 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
    • H10K30/30—Organic 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
    • 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
    • H10K30/50—Photovoltaic [PV] devices
    • 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
    • H10K85/10—Organic polymers or oligomers
    • H10K85/111—Organic polymers or oligomers comprising aromatic, heteroaromatic, or aryl chains, e.g. polyaniline, polyphenylene or polyphenylene vinylene
    • H10K85/113—Heteroaromatic compounds comprising sulfur or selene, e.g. polythiophene
    • 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
    • H10K85/10—Organic polymers or oligomers
    • H10K85/111—Organic polymers or oligomers comprising aromatic, heteroaromatic, or aryl chains, e.g. polyaniline, polyphenylene or polyphenylene vinylene
    • H10K85/115—Polyfluorene; Derivatives thereof

Landscapes

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

Abstract

Disclosed is a fullerene derivative represented by the formula (1) below. In the formula (1) below, ring A represents a fullerene skeleton having 70 or more carbon atoms; and R1, R2 and R3 independently represent a hydrogen atom, a halogen atom, an alkyl group, an optionally substituted aryl group, an optionally substituted monovalent heterocyclic group, or a group represented by the formula (2) below. In the formula (2), m represents an integer of 1-6; n represents an integer of 1-4; p represents an integer of 0-5; X represents a methyl group or an optionally substituted aryl group; and when there are a plurality of m's, they may be the same as or different from each other.
PCT/JP2008/070168 2007-11-15 2008-11-06 Fullerene derivative and organic photoelectric converter using the same Ceased WO2009063785A1 (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
JP2007-296371 2007-11-15
JP2007296371 2007-11-15
JP2008128099A JP5366434B2 (en) 2007-11-15 2008-05-15 Fullerene derivative and organic photoelectric conversion device using the same
JP2008-128099 2008-05-15

Publications (1)

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

Family

ID=40638637

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2008/070168 Ceased WO2009063785A1 (en) 2007-11-15 2008-11-06 Fullerene derivative and organic photoelectric converter using the same

Country Status (1)

Country Link
WO (1) WO2009063785A1 (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2011010589A1 (en) * 2009-07-22 2011-01-27 住友化学株式会社 Fullerene derivative
WO2014185536A1 (en) * 2013-05-16 2014-11-20 ダイキン工業株式会社 Fullerene derivative and n-type semiconductor material
EP2905277A1 (en) * 2014-02-07 2015-08-12 LANXESS Deutschland GmbH 1',2',5'-trisubstituted Fulleropyrrolidines

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 (en) * 2009-07-22 2011-01-27 住友化学株式会社 Fullerene derivative
JP2011077486A (en) * 2009-07-22 2011-04-14 Sumitomo Chemical Co Ltd Fullerene derivatives
WO2014185536A1 (en) * 2013-05-16 2014-11-20 ダイキン工業株式会社 Fullerene derivative and n-type semiconductor material
CN105209433A (en) * 2013-05-16 2015-12-30 大金工业株式会社 Fullerene derivative and n-type semiconductor material
EP2998293A4 (en) * 2013-05-16 2017-01-04 Daikin Industries, Ltd. Fullerene derivative and n-type semiconductor material
EP2905277A1 (en) * 2014-02-07 2015-08-12 LANXESS Deutschland GmbH 1',2',5'-trisubstituted Fulleropyrrolidines
WO2016003316A1 (en) * 2014-02-07 2016-01-07 Lanxess Deutschland Gmbh 1',2',5'-trisubstituted fulleropyrrolidines
RU2669782C2 (en) * 2014-02-07 2018-10-16 Федеральное государственное бюджетное учреждение науки Институт проблем химической физики Российской академии наук (ИПХФ РАН) 1',2',5'-trisubstituted fulleropyrrolidines, methods for production and use thereof in photovoltaic cell

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