WO2015065499A3 - Polythiophene-containing ink compositions for inkjet printing - Google Patents

Polythiophene-containing ink compositions for inkjet printing Download PDF

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Publication number
WO2015065499A3
WO2015065499A3 PCT/US2013/073175 US2013073175W WO2015065499A3 WO 2015065499 A3 WO2015065499 A3 WO 2015065499A3 US 2013073175 W US2013073175 W US 2013073175W WO 2015065499 A3 WO2015065499 A3 WO 2015065499A3
Authority
WO
WIPO (PCT)
Prior art keywords
ink compositions
inkjet printing
light emitting
organic light
polythiophene
Prior art date
Application number
PCT/US2013/073175
Other languages
French (fr)
Other versions
WO2015065499A2 (en
Inventor
Inna Tregub
Rajsapan Jain
Michelle CHAN
Original Assignee
Kateeva, 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 Kateeva, Inc filed Critical Kateeva, Inc
Priority to KR1020187027819A priority Critical patent/KR20180108917A/en
Priority to EP13896242.8A priority patent/EP3063800A4/en
Priority to JP2016552406A priority patent/JP6438041B2/en
Priority to CN201380080634.6A priority patent/CN105658742B/en
Priority to KR1020167011210A priority patent/KR20160078973A/en
Priority to TW106110553A priority patent/TW201726834A/en
Priority to TW102145826A priority patent/TWI583746B/en
Priority to TW108101688A priority patent/TW201920513A/en
Publication of WO2015065499A2 publication Critical patent/WO2015065499A2/en
Publication of WO2015065499A3 publication Critical patent/WO2015065499A3/en

Links

Classifications

    • 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
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D11/00—Inks
    • C09D11/30—Inkjet printing inks
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D11/00—Inks
    • C09D11/02—Printing inks
    • C09D11/10—Printing inks based on artificial resins
    • C09D11/102—Printing inks based on artificial resins containing macromolecular compounds obtained by reactions other than those only involving unsaturated carbon-to-carbon bonds
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D11/00—Inks
    • C09D11/30—Inkjet printing inks
    • C09D11/36—Inkjet printing inks based on non-aqueous solvents
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D11/00—Inks
    • C09D11/52—Electrically conductive inks
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D181/00—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing sulfur, with or without nitrogen, oxygen, or carbon only; Coating compositions based on polysulfones; Coating compositions based on derivatives of such polymers
    • C09D181/02—Polythioethers; Polythioether-ethers
    • 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
    • H10K71/15—Deposition of organic active material using liquid deposition, e.g. spin coating characterised by the solvent used
    • 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
    • H10K50/00—Organic light-emitting devices
    • H10K50/10—OLEDs or polymer light-emitting diodes [PLED]
    • H10K50/17—Carrier injection layers

Landscapes

  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Manufacturing & Machinery (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Electroluminescent Light Sources (AREA)
  • Inks, Pencil-Leads, Or Crayons (AREA)
  • Ink Jet (AREA)
  • Ink Jet Recording Methods And Recording Media Thereof (AREA)

Abstract

Ink compositions comprising polythiophenes and methicone that are formulated for Inkjet printing the hole injecting layer (HIL) of an organic light emitting diode (OLED) are provided. Also provided are methods of inkjet printing the HILs using the ink compositions. Ink compositions for inkjet printing layers in organic light emitting diodes (OLEDs) have been proposed. However, problems associated with inadequate wetting properties of the ink compositions has stifled the development of printable inks because improper wetting leads to non-uniform film formation and, therefore, non-uniform luminescence from organic light emitting diode pixels that incorporate the printed films.
PCT/US2013/073175 2013-10-31 2013-12-04 Polythiophene-containing ink compositions for inkjet printing WO2015065499A2 (en)

Priority Applications (8)

Application Number Priority Date Filing Date Title
KR1020187027819A KR20180108917A (en) 2013-10-31 2013-12-04 Polythiophene-containing ink compositions for inkjet printing
EP13896242.8A EP3063800A4 (en) 2013-10-31 2013-12-04 Polythiophene-containing ink compositions for inkjet printing
JP2016552406A JP6438041B2 (en) 2013-10-31 2013-12-04 Polythiophene-containing ink composition for inkjet printing
CN201380080634.6A CN105658742B (en) 2013-10-31 2013-12-04 The composition for ink for including polythiophene for ink jet printing
KR1020167011210A KR20160078973A (en) 2013-10-31 2013-12-04 Polythiophene-containing ink compositions for inkjet printing
TW106110553A TW201726834A (en) 2013-10-31 2013-12-12 Polythiophene-containing ink compositions for inkjet printing
TW102145826A TWI583746B (en) 2013-10-31 2013-12-12 Polythiophene-containing ink compositions for inkjet printing
TW108101688A TW201920513A (en) 2013-10-31 2013-12-12 Polythiophene-containing ink compositions for inkjet printing

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US201361898343P 2013-10-31 2013-10-31
US61/898,343 2013-10-31

Publications (2)

Publication Number Publication Date
WO2015065499A2 WO2015065499A2 (en) 2015-05-07
WO2015065499A3 true WO2015065499A3 (en) 2015-07-16

Family

ID=53005351

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2013/073175 WO2015065499A2 (en) 2013-10-31 2013-12-04 Polythiophene-containing ink compositions for inkjet printing

Country Status (5)

Country Link
EP (1) EP3063800A4 (en)
JP (2) JP6438041B2 (en)
KR (2) KR20160078973A (en)
CN (2) CN105658742B (en)
WO (1) WO2015065499A2 (en)

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CN107926094A (en) * 2015-08-24 2018-04-17 Dic株式会社 Organic semiconductor device ink composite and use its organic semiconductor device
CN108291105B (en) * 2015-11-12 2021-09-10 广州华睿光电材料有限公司 Composition for printing electronic devices and use thereof in electronic devices
CN105440802B (en) * 2015-12-22 2017-12-12 江南大学 It is a kind of can ultraviolet photodimerization PEDOT conductive inks and preparation method thereof
US20180323373A1 (en) * 2017-05-05 2018-11-08 Universal Display Corporation Capacitive sensor for positioning in ovjp printing
WO2019106715A1 (en) * 2017-11-28 2019-06-06 堺ディスプレイプロダクト株式会社 Organic el light-emitting element and method for manufacturing same
KR102316066B1 (en) * 2018-07-27 2021-10-21 주식회사 엘지화학 Ink composition, organic light emitting device using the same and method of manufacturing the same
KR102156301B1 (en) * 2018-09-06 2020-09-15 (주)에스티아이 Method of inkjet printing and inkjet printing apparatus
KR102170962B1 (en) * 2018-12-10 2020-10-28 (주)에스티아이 Method of inkjet printing and inkjet printing apparatus
CN110137230B (en) * 2019-05-21 2021-02-23 深圳市华星光电半导体显示技术有限公司 OLED display panel and manufacturing method thereof
KR102243003B1 (en) * 2020-12-22 2021-04-21 코오롱인더스트리 주식회사 Composition for forming hole transport layer and semitransparent organic photovoltaics comprising the same
WO2023070618A1 (en) * 2021-10-30 2023-05-04 华为技术有限公司 Light-emitting element ink and application of polymer in same, and display apparatus and manufacturing method therefor

Citations (3)

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US20090103284A1 (en) * 2005-05-20 2009-04-23 Sumitomo Chemical Company, Limited Polymer Composition And Polymer Light-Emitting Device Using Same
US20120043530A1 (en) * 2010-08-20 2012-02-23 Centre National De La Recherche Scientifique Polymer compositions, polymer films, polymer gels, polymer foams, and electronic devices containing such films, gels and foams
US20130252351A1 (en) * 2011-09-16 2013-09-26 Kateeva, Inc Film-forming formulations for substrate printing

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US20090103284A1 (en) * 2005-05-20 2009-04-23 Sumitomo Chemical Company, Limited Polymer Composition And Polymer Light-Emitting Device Using Same
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US20130252351A1 (en) * 2011-09-16 2013-09-26 Kateeva, Inc Film-forming formulations for substrate printing

Also Published As

Publication number Publication date
WO2015065499A2 (en) 2015-05-07
KR20180108917A (en) 2018-10-04
CN108219588A (en) 2018-06-29
KR20160078973A (en) 2016-07-05
JP6438041B2 (en) 2018-12-12
EP3063800A4 (en) 2017-06-21
EP3063800A2 (en) 2016-09-07
CN105658742A (en) 2016-06-08
JP2017502485A (en) 2017-01-19
JP2018119164A (en) 2018-08-02
CN105658742B (en) 2018-03-30

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