CN1592523B - 空穴迁移层以及制造利用该空穴迁移层的有机场致发光器件的方法 - Google Patents
空穴迁移层以及制造利用该空穴迁移层的有机场致发光器件的方法 Download PDFInfo
- Publication number
- CN1592523B CN1592523B CN2004100749308A CN200410074930A CN1592523B CN 1592523 B CN1592523 B CN 1592523B CN 2004100749308 A CN2004100749308 A CN 2004100749308A CN 200410074930 A CN200410074930 A CN 200410074930A CN 1592523 B CN1592523 B CN 1592523B
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- Prior art keywords
- layer
- hole
- hole moving
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- 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.)
- Expired - Lifetime
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- 230000005525 hole transport Effects 0.000 title abstract description 3
- 238000000034 method Methods 0.000 title description 14
- 238000004519 manufacturing process Methods 0.000 title description 4
- 239000000463 material Substances 0.000 claims abstract description 36
- 229920000767 polyaniline Polymers 0.000 claims abstract description 15
- 239000000203 mixture Substances 0.000 claims abstract description 11
- 239000004094 surface-active agent Substances 0.000 claims description 21
- 239000002253 acid Substances 0.000 claims description 9
- 150000002148 esters Chemical class 0.000 claims description 9
- YTPLMLYBLZKORZ-UHFFFAOYSA-N Thiophene Chemical compound C=1C=CSC=1 YTPLMLYBLZKORZ-UHFFFAOYSA-N 0.000 claims description 7
- 229930192474 thiophene Natural products 0.000 claims description 5
- KRHYYFGTRYWZRS-UHFFFAOYSA-M Fluoride anion Chemical compound [F-] KRHYYFGTRYWZRS-UHFFFAOYSA-M 0.000 claims description 3
- 241000790917 Dioxys <bee> Species 0.000 claims description 2
- 229920001609 Poly(3,4-ethylenedioxythiophene) Polymers 0.000 abstract description 20
- 150000002894 organic compounds Chemical class 0.000 abstract description 20
- 239000002184 metal Substances 0.000 abstract description 17
- 229910052751 metal Inorganic materials 0.000 abstract description 17
- 150000004982 aromatic amines Chemical class 0.000 abstract description 12
- 229910052697 platinum Inorganic materials 0.000 abstract description 5
- 229920001467 poly(styrenesulfonates) Polymers 0.000 abstract 2
- 229960002796 polystyrene sulfonate Drugs 0.000 abstract 2
- 239000011970 polystyrene sulfonate Substances 0.000 abstract 2
- 230000005012 migration Effects 0.000 description 23
- 238000013508 migration Methods 0.000 description 23
- 238000005516 engineering process Methods 0.000 description 16
- 125000000217 alkyl group Chemical group 0.000 description 9
- 238000007641 inkjet printing Methods 0.000 description 8
- 239000000758 substrate Substances 0.000 description 8
- 125000003118 aryl group Chemical group 0.000 description 6
- 229910052799 carbon Inorganic materials 0.000 description 6
- 238000000151 deposition Methods 0.000 description 6
- 238000004528 spin coating Methods 0.000 description 6
- 238000000576 coating method Methods 0.000 description 5
- -1 ethylidene dioxy thiophene Chemical compound 0.000 description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 5
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
- 125000003282 alkyl amino group Chemical group 0.000 description 4
- 125000004104 aryloxy group Chemical group 0.000 description 4
- 125000004093 cyano group Chemical group *C#N 0.000 description 4
- 230000008021 deposition Effects 0.000 description 4
- 125000005843 halogen group Chemical group 0.000 description 4
- 229910052739 hydrogen Inorganic materials 0.000 description 4
- 239000001257 hydrogen Substances 0.000 description 4
- 125000004435 hydrogen atom Chemical class [H]* 0.000 description 4
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 4
- 238000002360 preparation method Methods 0.000 description 4
- 238000001931 thermography Methods 0.000 description 4
- QAOWNCQODCNURD-UHFFFAOYSA-L Sulfate Chemical compound [O-]S([O-])(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-L 0.000 description 3
- 125000002877 alkyl aryl group Chemical group 0.000 description 3
- 125000005376 alkyl siloxane group Chemical group 0.000 description 3
- 150000001408 amides Chemical class 0.000 description 3
- 150000007942 carboxylates Chemical class 0.000 description 3
- 239000011248 coating agent Substances 0.000 description 3
- 125000003709 fluoroalkyl group Chemical group 0.000 description 3
- KWIUHFFTVRNATP-UHFFFAOYSA-N glycine betaine Chemical group C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 3
- 150000003949 imides Chemical class 0.000 description 3
- 229920002521 macromolecule Polymers 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
- 239000003960 organic solvent Substances 0.000 description 3
- 229920000570 polyether Polymers 0.000 description 3
- 239000011148 porous material Substances 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 3
- 239000004593 Epoxy Substances 0.000 description 2
- 125000005189 alkyl hydroxy group Chemical group 0.000 description 2
- 150000001356 alkyl thiols Chemical class 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 150000001721 carbon Chemical group 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- 125000000524 functional group Chemical group 0.000 description 2
- 229910052736 halogen Inorganic materials 0.000 description 2
- 150000002367 halogens Chemical class 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 230000002209 hydrophobic effect Effects 0.000 description 2
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 2
- 125000001624 naphthyl group Chemical group 0.000 description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 description 2
- 125000004469 siloxy group Chemical group [SiH3]O* 0.000 description 2
- 238000007711 solidification Methods 0.000 description 2
- 230000008023 solidification Effects 0.000 description 2
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 2
- 229920002554 vinyl polymer Polymers 0.000 description 2
- 230000010148 water-pollination Effects 0.000 description 2
- XDLMVUHYZWKMMD-UHFFFAOYSA-N 3-trimethoxysilylpropyl 2-methylprop-2-enoate Chemical compound CO[Si](OC)(OC)CCCOC(=O)C(C)=C XDLMVUHYZWKMMD-UHFFFAOYSA-N 0.000 description 1
- 229920002799 BoPET Polymers 0.000 description 1
- 241001597008 Nomeidae Species 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 125000004429 atom Chemical group 0.000 description 1
- 238000006482 condensation reaction Methods 0.000 description 1
- 238000003618 dip coating Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 125000003983 fluorenyl group Chemical class C1(=CC=CC=2C3=CC=CC=C3CC12)* 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 238000002347 injection Methods 0.000 description 1
- 239000007924 injection Substances 0.000 description 1
- 239000011259 mixed solution Substances 0.000 description 1
- 238000000465 moulding Methods 0.000 description 1
- 239000011368 organic material Substances 0.000 description 1
- 230000000737 periodic effect Effects 0.000 description 1
- 230000027756 respiratory electron transport chain Effects 0.000 description 1
- 229910052709 silver Inorganic materials 0.000 description 1
- 238000010129 solution processing Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000006467 substitution reaction Methods 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
Classifications
-
- 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
-
- 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
- H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
- H10K85/10—Organic polymers or oligomers
-
- 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
- H10K85/10—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
- H10K85/1135—Polyethylene dioxythiophene [PEDOT]; Derivatives thereof
-
- 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
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S428/00—Stock material or miscellaneous articles
- Y10S428/917—Electroluminescent
-
- 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
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
- Y10T428/2982—Particulate matter [e.g., sphere, flake, etc.]
- Y10T428/2991—Coated
- Y10T428/2998—Coated including synthetic resin or polymer
Landscapes
- Chemical & Material Sciences (AREA)
- Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Organic Chemistry (AREA)
- Electroluminescent Light Sources (AREA)
Abstract
Description
Claims (2)
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
KR36400/2001 | 2001-06-25 | ||
KR36400/01 | 2001-06-25 | ||
KR10-2001-0036400A KR100424090B1 (ko) | 2001-06-25 | 2001-06-25 | 유기 전계 발광 소자용 정공 수송층, 그 정공 수송층을사용한유기 전계 발광 소자 및 그 소자의 제조 방법 |
Related Parent Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CNB021282250A Division CN1192685C (zh) | 2001-06-25 | 2002-06-25 | 空穴迁移层以及制造利用该空穴迁移层的有机场致发光器件的方法 |
Publications (2)
Publication Number | Publication Date |
---|---|
CN1592523A CN1592523A (zh) | 2005-03-09 |
CN1592523B true CN1592523B (zh) | 2011-03-23 |
Family
ID=19711314
Family Applications (3)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CNB2004100446273A Expired - Lifetime CN100416886C (zh) | 2001-06-25 | 2002-06-25 | 空穴迁移层以及利用它制造有机场致发光器件的方法 |
CN2004100749308A Expired - Lifetime CN1592523B (zh) | 2001-06-25 | 2002-06-25 | 空穴迁移层以及制造利用该空穴迁移层的有机场致发光器件的方法 |
CNB021282250A Expired - Lifetime CN1192685C (zh) | 2001-06-25 | 2002-06-25 | 空穴迁移层以及制造利用该空穴迁移层的有机场致发光器件的方法 |
Family Applications Before (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CNB2004100446273A Expired - Lifetime CN100416886C (zh) | 2001-06-25 | 2002-06-25 | 空穴迁移层以及利用它制造有机场致发光器件的方法 |
Family Applications After (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
CNB021282250A Expired - Lifetime CN1192685C (zh) | 2001-06-25 | 2002-06-25 | 空穴迁移层以及制造利用该空穴迁移层的有机场致发光器件的方法 |
Country Status (4)
Country | Link |
---|---|
US (1) | US7201859B2 (zh) |
JP (3) | JP2003045667A (zh) |
KR (1) | KR100424090B1 (zh) |
CN (3) | CN100416886C (zh) |
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KR100441434B1 (ko) * | 2001-08-01 | 2004-07-22 | 삼성에스디아이 주식회사 | 유기 화합물 유도체 박막을 포함하는 유기 전계 발광 소자및 그 소자의 제조 방법 |
EP1487935A1 (en) | 2002-03-07 | 2004-12-22 | Acreo AB | Electrochemical device |
TW200403956A (en) * | 2002-07-01 | 2004-03-01 | Seiko Epson Corp | Composition, film formation method and device, photoelectric device and its manufacturing method, organic EL device and its manufacturing method, device, manufacturing method and electronic machine |
DE10249723A1 (de) * | 2002-10-25 | 2004-05-06 | Covion Organic Semiconductors Gmbh | Arylamin-Einheiten enthaltende konjugierte Polymere, deren Darstellung und Verwendung |
KR100991112B1 (ko) * | 2002-12-19 | 2010-11-02 | 가부시키가이샤 한도오따이 에네루기 켄큐쇼 | 발광 장치 및 그 제작 방법 |
DE10328377A1 (de) * | 2003-06-24 | 2005-01-20 | Siemens Ag | Elektrochromes Anzeigesystem |
JP4393125B2 (ja) * | 2003-07-22 | 2010-01-06 | 株式会社東芝 | 高分子型有機エレクトロルミネッセンス表示装置 |
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US7550915B2 (en) * | 2004-05-11 | 2009-06-23 | Osram Opto Semiconductors Gmbh | Organic electronic device with hole injection |
JP2006172853A (ja) * | 2004-12-15 | 2006-06-29 | Seiko Epson Corp | パターン形成基板、電気光学装置及び電気光学装置の製造方法 |
GB0428444D0 (en) * | 2004-12-29 | 2005-02-02 | Cambridge Display Tech Ltd | Conductive polymer compositions in opto-electrical devices |
KR101185658B1 (ko) * | 2004-12-30 | 2012-09-24 | 이 아이 듀폰 디 네모아 앤드 캄파니 | 전기 전도성 중합체 |
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WO2006072066A2 (en) * | 2004-12-30 | 2006-07-06 | E.I. Dupont De Nemours And Company | Organic electronic devices and methods |
KR101108148B1 (ko) | 2005-02-03 | 2012-02-09 | 삼성모바일디스플레이주식회사 | 유기 전계 발광 소자 및 이의 제조 방법 |
GB0514476D0 (en) * | 2005-07-14 | 2005-08-17 | Cambridge Display Tech Ltd | Conductive polymer compositions in opto-electrical devices |
CN101253222B (zh) * | 2005-10-13 | 2010-12-22 | 山本化成株式会社 | 含有磺酸基的高分子化合物、及含有该化合物的有机场致发光元件 |
TW200721478A (en) * | 2005-10-14 | 2007-06-01 | Pioneer Corp | Light-emitting element and display apparatus using the same |
KR100744996B1 (ko) * | 2005-11-29 | 2007-08-02 | 박병주 | 전극으로 유용한 고분자/이온염 혼합물 |
KR101386215B1 (ko) * | 2006-06-07 | 2014-04-17 | 삼성디스플레이 주식회사 | 전도성 고분자 조성물 및 이를 채용한 유기 광전 소자 |
KR20090128427A (ko) | 2007-02-28 | 2009-12-15 | 이데미쓰 고산 가부시키가이샤 | 유기 el 소자 |
KR101557109B1 (ko) | 2007-04-12 | 2015-10-02 | 닛산 가가쿠 고교 가부시키 가이샤 | 올리고아닐린 화합물 |
KR101041548B1 (ko) * | 2007-11-30 | 2011-06-15 | 제일모직주식회사 | 전도성 고분자 화합물 및 이를 포함하는 유기 광전 소자 |
KR101341012B1 (ko) * | 2008-08-29 | 2013-12-13 | 엘지디스플레이 주식회사 | 유기 발광 표시 패널 |
KR101609595B1 (ko) | 2008-10-09 | 2016-04-06 | 닛산 가가쿠 고교 가부시키 가이샤 | 전하수송성 바니시 |
JP5141600B2 (ja) * | 2009-03-09 | 2013-02-13 | 三菱化学株式会社 | 有機電界発光素子用組成物の製造方法 |
JP5760334B2 (ja) * | 2009-06-19 | 2015-08-05 | 大日本印刷株式会社 | 有機電子デバイス及びその製造方法 |
CN102093581A (zh) * | 2010-12-24 | 2011-06-15 | 东莞市贝特利新材料有限公司 | Led封装用噻吩基苯基硅树脂的合成方法 |
US8906752B2 (en) | 2011-09-16 | 2014-12-09 | Kateeva, Inc. | Polythiophene-containing ink compositions for inkjet printing |
CN103928632A (zh) * | 2013-01-16 | 2014-07-16 | 海洋王照明科技股份有限公司 | 一种阳极及其制备方法和有机电致发光器件及其制备方法 |
JP2016515759A (ja) * | 2013-03-29 | 2016-05-30 | ヘレウス ドイチェラント ゲーエムベーハー ウント カンパニー カーゲー | Pedot/pss分散液の接着促進剤添加物としての非極性溶媒 |
EP3124466A4 (en) | 2014-03-27 | 2017-11-08 | Nissan Chemical Industries, Ltd. | Triarylamine derivative and use of same |
KR102445034B1 (ko) | 2014-05-23 | 2022-09-20 | 닛산 가가쿠 가부시키가이샤 | 전하 수송성 바니시 |
KR102277378B1 (ko) * | 2015-01-19 | 2021-07-14 | 삼성디스플레이 주식회사 | 유기 발광 소자 및 이를 포함하는 유기 발광 표시 장치 |
JP7013006B2 (ja) * | 2018-01-25 | 2022-01-31 | 中日装業株式会社 | 免震構造物用の外部足場 |
CN108389943B (zh) * | 2018-02-27 | 2019-07-26 | 苏州星烁纳米科技有限公司 | 量子点发光二极管及其制备方法 |
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- 2002-06-25 CN CNB2004100446273A patent/CN100416886C/zh not_active Expired - Lifetime
- 2002-06-25 JP JP2002185307A patent/JP2003045667A/ja active Pending
- 2002-06-25 CN CN2004100749308A patent/CN1592523B/zh not_active Expired - Lifetime
- 2002-06-25 CN CNB021282250A patent/CN1192685C/zh not_active Expired - Lifetime
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Also Published As
Publication number | Publication date |
---|---|
CN1192685C (zh) | 2005-03-09 |
CN1395456A (zh) | 2003-02-05 |
US20030010959A1 (en) | 2003-01-16 |
US7201859B2 (en) | 2007-04-10 |
JP2007103384A (ja) | 2007-04-19 |
JP2006313931A (ja) | 2006-11-16 |
JP2003045667A (ja) | 2003-02-14 |
CN100416886C (zh) | 2008-09-03 |
CN1571609A (zh) | 2005-01-26 |
KR20030001623A (ko) | 2003-01-08 |
KR100424090B1 (ko) | 2004-03-22 |
CN1592523A (zh) | 2005-03-09 |
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