WO2014170839A3 - New spiro compounds and their use in organic electronics applications and devices - Google Patents

New spiro compounds and their use in organic electronics applications and devices Download PDF

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Publication number
WO2014170839A3
WO2014170839A3 PCT/IB2014/060759 IB2014060759W WO2014170839A3 WO 2014170839 A3 WO2014170839 A3 WO 2014170839A3 IB 2014060759 W IB2014060759 W IB 2014060759W WO 2014170839 A3 WO2014170839 A3 WO 2014170839A3
Authority
WO
WIPO (PCT)
Prior art keywords
organic
compounds
electronics applications
independently
general formula
Prior art date
Application number
PCT/IB2014/060759
Other languages
French (fr)
Other versions
WO2014170839A2 (en
Inventor
Ingmar Bruder
Rüdiger Sens
Henrike WONNEBERGER
Hermann Bergmann
Robert SEND
Vytautas Getautis
Maryte Daskeviciene
Tadas Malinauskas
Original Assignee
Basf Se
Basf (China) Company Limited
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
Application filed by Basf Se, Basf (China) Company Limited filed Critical Basf Se
Publication of WO2014170839A2 publication Critical patent/WO2014170839A2/en
Publication of WO2014170839A3 publication Critical patent/WO2014170839A3/en

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C217/00—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton
    • C07C217/78—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton
    • C07C217/80—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of non-condensed six-membered aromatic rings
    • C07C217/82—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of non-condensed six-membered aromatic rings of the same non-condensed six-membered aromatic ring
    • C07C217/84—Compounds containing amino and etherified hydroxy groups bound to the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of six-membered aromatic rings of the same carbon skeleton having amino groups and etherified hydroxy groups bound to carbon atoms of non-condensed six-membered aromatic rings of the same non-condensed six-membered aromatic ring the oxygen atom of at least one of the etherified hydroxy groups being further bound to an acyclic carbon atom
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K11/00—Luminescent, e.g. electroluminescent, chemiluminescent materials
    • C09K11/06—Luminescent, e.g. electroluminescent, chemiluminescent materials containing organic luminescent materials
    • 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
    • H10K30/10—Organic devices sensitive to infrared radiation, light, electromagnetic radiation of shorter wavelength or corpuscular radiation comprising heterojunctions between organic semiconductors and inorganic semiconductors
    • H10K30/15—Sensitised wide-bandgap semiconductor devices, e.g. dye-sensitised TiO2
    • H10K30/151—Sensitised wide-bandgap semiconductor devices, e.g. dye-sensitised TiO2 the wide bandgap semiconductor comprising titanium oxide, e.g. TiO2
    • 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
    • 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
    • H10K85/631—Amine compounds having at least two aryl rest on at least one amine-nitrogen atom, e.g. triphenylamine
    • 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
    • H10K85/631—Amine compounds having at least two aryl rest on at least one amine-nitrogen atom, e.g. triphenylamine
    • H10K85/633—Amine compounds having at least two aryl rest on at least one amine-nitrogen atom, e.g. triphenylamine comprising polycyclic condensed aromatic hydrocarbons as substituents on the nitrogen atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2603/00—Systems containing at least three condensed rings
    • C07C2603/93—Spiro compounds
    • C07C2603/94—Spiro compounds containing "free" spiro atoms
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
    • C09K2211/10—Non-macromolecular compounds
    • C09K2211/1003—Carbocyclic compounds
    • C09K2211/1011—Condensed systems
    • 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
    • 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
    • Y02E10/00—Energy generation through renewable energy sources
    • Y02E10/50—Photovoltaic [PV] energy
    • Y02E10/542—Dye sensitized solar cells
    • 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
    • Y02E10/00—Energy generation through renewable energy sources
    • Y02E10/50—Photovoltaic [PV] energy
    • Y02E10/549—Organic PV cells

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  • Chemical & Material Sciences (AREA)
  • Physics & Mathematics (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Organic Chemistry (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Inorganic Chemistry (AREA)
  • Electromagnetism (AREA)
  • Photovoltaic Devices (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)

Abstract

The present invention relates to 9,9'-spirobifluorene compounds of general formula I wherein the variables have the meaning R11, R12, R21, R22,R31, R32, R41 and R42 independently of each other aryl or hetaryl, S1, S2, S3 and S4 independently of each other π-conjugated, bivalent moieties, n1, n2, n3 and n4 independently of each other 0, 1, 2 or 3, with the proviso that n1 + n2 + n3 + n4 ≠ 0, in case n1 ≥ 2, n2 ≥ 2, n3 ≥ 2 and/or n4 ≥ 2 the moieties S1, S2, S3 and S4 are identical to or different from each other and in case n1 + n2 + n3 + n4 = 12 not all of the radicals R11, R12, R21, R22, R31, R32, R41 and R42 are identical, to the use of compounds of general formula I in organic electronics applications, especially in organic field effect transistors, in organic photodetectors and organic solar cells, specifically in dye-sensitized solar cells and bulk heterojunction solar cells, and to an organic field effect transistor, a dye-sensitized solar cell and a bulk heterojunction solar cell comprising compounds of general formula I.
PCT/IB2014/060759 2013-04-19 2014-04-16 New spiro compounds and their use in organic electronics applications and devices WO2014170839A2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP13164546.7 2013-04-19
EP13164546 2013-04-19

Publications (2)

Publication Number Publication Date
WO2014170839A2 WO2014170839A2 (en) 2014-10-23
WO2014170839A3 true WO2014170839A3 (en) 2015-02-26

Family

ID=48128215

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/IB2014/060759 WO2014170839A2 (en) 2013-04-19 2014-04-16 New spiro compounds and their use in organic electronics applications and devices

Country Status (1)

Country Link
WO (1) WO2014170839A2 (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US11563180B2 (en) 2016-11-09 2023-01-24 Korea Research Institute Of Checmical Technology Spirobifluorene compound and perovskite solar cell comprising same
KR102028331B1 (en) 2017-06-30 2019-10-04 한국화학연구원 perovskite solar cells
CN114181127B (en) * 2021-11-12 2024-04-23 深圳无限光能技术有限公司 Sulfur-containing fluorene diphenylamine, mercapto fluorene aromatic amine, and preparation methods and applications thereof

Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1433095A (en) * 2001-10-05 2003-07-30 日本电气株式会社 Organic film transistor
CN1734806A (en) * 2004-08-05 2006-02-15 诺瓦尔德股份有限公司 Application of organic basis material in production of organic semiconductor material, organic semiconductor material and electronic member
JP2007246468A (en) * 2006-03-17 2007-09-27 Shinshu Univ Fluorene compound and organic electroluminescent element using the same
JP2011113649A (en) * 2009-11-24 2011-06-09 Konica Minolta Business Technologies Inc Photoelectric conversion element and solar cell
JP2012023266A (en) * 2010-07-16 2012-02-02 Konica Minolta Business Technologies Inc Solar cell
WO2013156129A1 (en) * 2012-04-17 2013-10-24 Merck Patent Gmbh Polymers containing substituted oligo-triarylamine units and electroluminescence devices containing such polymers
CN103589419A (en) * 2013-09-17 2014-02-19 吉林奥来德光电材料股份有限公司 Spirobifluorene organic electroluminescence material and preparation method thereof

Patent Citations (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN1433095A (en) * 2001-10-05 2003-07-30 日本电气株式会社 Organic film transistor
CN1734806A (en) * 2004-08-05 2006-02-15 诺瓦尔德股份有限公司 Application of organic basis material in production of organic semiconductor material, organic semiconductor material and electronic member
JP2007246468A (en) * 2006-03-17 2007-09-27 Shinshu Univ Fluorene compound and organic electroluminescent element using the same
JP2011113649A (en) * 2009-11-24 2011-06-09 Konica Minolta Business Technologies Inc Photoelectric conversion element and solar cell
JP2012023266A (en) * 2010-07-16 2012-02-02 Konica Minolta Business Technologies Inc Solar cell
WO2013156129A1 (en) * 2012-04-17 2013-10-24 Merck Patent Gmbh Polymers containing substituted oligo-triarylamine units and electroluminescence devices containing such polymers
CN103589419A (en) * 2013-09-17 2014-02-19 吉林奥来德光电材料股份有限公司 Spirobifluorene organic electroluminescence material and preparation method thereof

Also Published As

Publication number Publication date
WO2014170839A2 (en) 2014-10-23

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