WO2009082583A3 - An organic composition and method of producing an electronic article comprising the organic composition - Google Patents

An organic composition and method of producing an electronic article comprising the organic composition Download PDF

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Publication number
WO2009082583A3
WO2009082583A3 PCT/US2008/084474 US2008084474W WO2009082583A3 WO 2009082583 A3 WO2009082583 A3 WO 2009082583A3 US 2008084474 W US2008084474 W US 2008084474W WO 2009082583 A3 WO2009082583 A3 WO 2009082583A3
Authority
WO
WIPO (PCT)
Prior art keywords
transport material
organic composition
hole transport
polymeric
producing
Prior art date
Application number
PCT/US2008/084474
Other languages
French (fr)
Other versions
WO2009082583A2 (en
Inventor
Katrin Mueller
Andreas Schaller
Doreen Thielmann
Eike Becker
Original Assignee
Motorola, Inc.
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 Motorola, Inc. filed Critical Motorola, Inc.
Publication of WO2009082583A2 publication Critical patent/WO2009082583A2/en
Publication of WO2009082583A3 publication Critical patent/WO2009082583A3/en

Links

Classifications

    • 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
    • H10K85/141—Organic polymers or oligomers comprising aliphatic or olefinic chains, e.g. poly N-vinylcarbazol, PVC or PTFE
    • H10K85/146—Organic polymers or oligomers comprising aliphatic or olefinic chains, e.g. poly N-vinylcarbazol, PVC or PTFE poly N-vinylcarbazol; Derivatives thereof
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G5/00—Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
    • G03G5/02—Charge-receiving layers
    • G03G5/04—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor
    • G03G5/06—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor characterised by the photoconductive material being organic
    • G03G5/0622—Heterocyclic compounds
    • G03G5/0624—Heterocyclic compounds containing one hetero ring
    • G03G5/0627—Heterocyclic compounds containing one hetero ring being five-membered
    • G03G5/0629—Heterocyclic compounds containing one hetero ring being five-membered containing one hetero atom
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G5/00—Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
    • G03G5/02—Charge-receiving layers
    • G03G5/04—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor
    • G03G5/043—Photoconductive layers characterised by having two or more layers or characterised by their composite structure
    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03G—ELECTROGRAPHY; ELECTROPHOTOGRAPHY; MAGNETOGRAPHY
    • G03G5/00—Recording members for original recording by exposure, e.g. to light, to heat, to electrons; Manufacture thereof; Selection of materials therefor
    • G03G5/02—Charge-receiving layers
    • G03G5/04—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor
    • G03G5/06—Photoconductive layers; Charge-generation layers or charge-transporting layers; Additives therefor; Binders therefor characterised by the photoconductive material being organic
    • G03G5/0664—Dyes
    • G03G5/0696—Phthalocyanines
    • 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
    • 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
    • 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
    • H10K85/30—Coordination compounds
    • H10K85/311—Phthalocyanine
    • 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 a potential-jump barrier or a surface barrier
    • H10K10/20—Organic diodes
    • H10K10/26—Diodes comprising organic-organic junctions
    • 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
    • H10K50/10—OLEDs or polymer light-emitting diodes [PLED]
    • H10K50/14—Carrier transporting layers
    • H10K50/15—Hole transporting layers
    • H10K50/155—Hole transporting layers comprising dopants
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K71/00—Manufacture or treatment specially adapted for the organic devices covered by this subclass
    • H10K71/10—Deposition of organic active material
    • H10K71/12—Deposition of organic active material using liquid deposition, e.g. spin coating
    • H10K71/13—Deposition of organic active material using liquid deposition, e.g. spin coating using printing techniques, e.g. ink-jet printing or screen printing
    • H10K71/135—Deposition of organic active material using liquid deposition, e.g. spin coating using printing techniques, e.g. ink-jet printing or screen printing using ink-jet printing
    • 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
    • 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
    • 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
    • Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
    • Y02P70/00—Climate change mitigation technologies in the production process for final industrial or consumer products
    • Y02P70/50—Manufacturing or production processes characterised by the final manufactured product

Landscapes

  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Physics & Mathematics (AREA)
  • Materials Engineering (AREA)
  • General Physics & Mathematics (AREA)
  • Electromagnetism (AREA)
  • Inorganic Chemistry (AREA)
  • Manufacturing & Machinery (AREA)
  • Light Receiving Elements (AREA)
  • Electroluminescent Light Sources (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Photovoltaic Devices (AREA)

Abstract

An organic composition is provided which comprises a non-polymeric charge transport material being one of a hole transport material and an electron transport material; a polymeric charge transport material being one of a hole transport material and an electron transport material; and a charge generation material. Specifically, the organic composition can comprise between 1% to 10% of low-molecular weight hole transport material in the form of titanyl oxyphtalocyanine (TiOPc); between 50% to 70% of polymeric hole transport material in the form of triphenyldiamin; and between 10% to 50% of charge generation material in the form of polyvinylcarbazol. The invention may provide an optical sensor element which allows a combination of advantageous physical, electrical and optical properties. In particular, the properties may be suitable for a low cost printing manufacturing process using a printing ink generated by dissolving the organic composition in a suitable solvent.
PCT/US2008/084474 2007-12-18 2008-11-24 An organic composition and method of producing an electronic article comprising the organic composition WO2009082583A2 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB0724607A GB2455726A (en) 2007-12-18 2007-12-18 Printable organic composition for organic electronics
GB0724607.7 2007-12-18

Publications (2)

Publication Number Publication Date
WO2009082583A2 WO2009082583A2 (en) 2009-07-02
WO2009082583A3 true WO2009082583A3 (en) 2009-09-03

Family

ID=39048247

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2008/084474 WO2009082583A2 (en) 2007-12-18 2008-11-24 An organic composition and method of producing an electronic article comprising the organic composition

Country Status (2)

Country Link
GB (1) GB2455726A (en)
WO (1) WO2009082583A2 (en)

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20040234875A1 (en) * 2003-03-20 2004-11-25 Naohiro Toda Electrophotographic photoconductor and process for manufacturing the same, and image forming apparatus and process cartridge containing the same
US20050042477A1 (en) * 1996-11-25 2005-02-24 Seiko Epson Corporation Method of manufacturing organic EL element, organic EL element and organic EL display device
WO2005060012A1 (en) * 2003-12-17 2005-06-30 Sumitomo Chemical Company, Limited Organic light-light conversion device
WO2005089027A1 (en) * 2004-03-17 2005-09-22 Idemitsu Kosan Co., Ltd. Material for organic electroluminescent element and organic electroluminescent element employing the same
WO2006007327A2 (en) * 2004-06-30 2006-01-19 Motorola, Inc. Forming semiconductor devices by printing multiple semiconductor inks

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0550161B1 (en) * 1991-12-30 2000-06-07 Xerox Corporation Single layer photoreceptor
US6372154B1 (en) * 1999-12-30 2002-04-16 Canon Kabushiki Kaisha Luminescent ink for printing of organic luminescent devices
US7056632B2 (en) * 2003-01-21 2006-06-06 Xerox Corporatioin Solution-coatable, three-component thin film design for organic optoelectronic devices
US7070892B2 (en) * 2004-01-27 2006-07-04 Xerox Corporation Imaging members

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20050042477A1 (en) * 1996-11-25 2005-02-24 Seiko Epson Corporation Method of manufacturing organic EL element, organic EL element and organic EL display device
US20040234875A1 (en) * 2003-03-20 2004-11-25 Naohiro Toda Electrophotographic photoconductor and process for manufacturing the same, and image forming apparatus and process cartridge containing the same
WO2005060012A1 (en) * 2003-12-17 2005-06-30 Sumitomo Chemical Company, Limited Organic light-light conversion device
WO2005089027A1 (en) * 2004-03-17 2005-09-22 Idemitsu Kosan Co., Ltd. Material for organic electroluminescent element and organic electroluminescent element employing the same
WO2006007327A2 (en) * 2004-06-30 2006-01-19 Motorola, Inc. Forming semiconductor devices by printing multiple semiconductor inks

Also Published As

Publication number Publication date
GB2455726A (en) 2009-06-24
GB0724607D0 (en) 2008-01-30
WO2009082583A2 (en) 2009-07-02

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