TWI498353B - 製造用於光電裝置之材料的方法、該材料及該光電裝置 - Google Patents
製造用於光電裝置之材料的方法、該材料及該光電裝置 Download PDFInfo
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- TWI498353B TWI498353B TW099139605A TW99139605A TWI498353B TW I498353 B TWI498353 B TW I498353B TW 099139605 A TW099139605 A TW 099139605A TW 99139605 A TW99139605 A TW 99139605A TW I498353 B TWI498353 B TW I498353B
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- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 150000002430 hydrocarbons Chemical group 0.000 description 1
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 description 1
- 150000002460 imidazoles Chemical class 0.000 description 1
- 238000007654 immersion Methods 0.000 description 1
- 229910052738 indium Inorganic materials 0.000 description 1
- 229910003437 indium oxide Inorganic materials 0.000 description 1
- PJXISJQVUVHSOJ-UHFFFAOYSA-N indium(iii) oxide Chemical compound [O-2].[O-2].[O-2].[In+3].[In+3] PJXISJQVUVHSOJ-UHFFFAOYSA-N 0.000 description 1
- AMGQUBHHOARCQH-UHFFFAOYSA-N indium;oxotin Chemical compound [In].[Sn]=O AMGQUBHHOARCQH-UHFFFAOYSA-N 0.000 description 1
- HRHKULZDDYWVBE-UHFFFAOYSA-N indium;oxozinc;tin Chemical compound [In].[Sn].[Zn]=O HRHKULZDDYWVBE-UHFFFAOYSA-N 0.000 description 1
- PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 description 1
- RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 description 1
- 229910052741 iridium Inorganic materials 0.000 description 1
- 125000001449 isopropyl group Chemical group [H]C([H])([H])C([H])(*)C([H])([H])[H] 0.000 description 1
- CTAPFRYPJLPFDF-UHFFFAOYSA-N isoxazole Chemical compound C=1C=NOC=1 CTAPFRYPJLPFDF-UHFFFAOYSA-N 0.000 description 1
- 229910052747 lanthanoid Inorganic materials 0.000 description 1
- 150000002602 lanthanoids Chemical class 0.000 description 1
- 230000031700 light absorption Effects 0.000 description 1
- 125000005647 linker group Chemical group 0.000 description 1
- 239000004973 liquid crystal related substance Substances 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 238000004020 luminiscence type Methods 0.000 description 1
- 229910001512 metal fluoride Inorganic materials 0.000 description 1
- 229910044991 metal oxide Inorganic materials 0.000 description 1
- 150000004706 metal oxides Chemical class 0.000 description 1
- 125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 description 1
- 125000004092 methylthiomethyl group Chemical group [H]C([H])([H])SC([H])([H])* 0.000 description 1
- 125000002950 monocyclic group Chemical group 0.000 description 1
- 125000004108 n-butyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000004123 n-propyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 125000006574 non-aromatic ring group Chemical group 0.000 description 1
- 229910052762 osmium Inorganic materials 0.000 description 1
- WCPAKWJPBJAGKN-UHFFFAOYSA-N oxadiazole Chemical compound C1=CON=N1 WCPAKWJPBJAGKN-UHFFFAOYSA-N 0.000 description 1
- 150000004866 oxadiazoles Chemical class 0.000 description 1
- BMMGVYCKOGBVEV-UHFFFAOYSA-N oxo(oxoceriooxy)cerium Chemical compound [Ce]=O.O=[Ce]=O BMMGVYCKOGBVEV-UHFFFAOYSA-N 0.000 description 1
- GCSHUYKULREZSJ-UHFFFAOYSA-N phenyl(pyridin-2-yl)methanone Chemical compound C=1C=CC=NC=1C(=O)C1=CC=CC=C1 GCSHUYKULREZSJ-UHFFFAOYSA-N 0.000 description 1
- HKOOXMFOFWEVGF-UHFFFAOYSA-N phenylhydrazine Chemical compound NNC1=CC=CC=C1 HKOOXMFOFWEVGF-UHFFFAOYSA-N 0.000 description 1
- 229940067157 phenylhydrazine Drugs 0.000 description 1
- 229910052698 phosphorus Inorganic materials 0.000 description 1
- 239000011574 phosphorus Substances 0.000 description 1
- 229910052697 platinum Inorganic materials 0.000 description 1
- 229920000767 polyaniline Polymers 0.000 description 1
- 229920002098 polyfluorene Polymers 0.000 description 1
- 229920000123 polythiophene Polymers 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 description 1
- WHMDPDGBKYUEMW-UHFFFAOYSA-N pyridine-2-thiol Chemical compound SC1=CC=CC=N1 WHMDPDGBKYUEMW-UHFFFAOYSA-N 0.000 description 1
- 125000004076 pyridyl group Chemical group 0.000 description 1
- VIXWGKYSYIBATJ-UHFFFAOYSA-N pyrrol-2-one Chemical compound O=C1C=CC=N1 VIXWGKYSYIBATJ-UHFFFAOYSA-N 0.000 description 1
- 239000010453 quartz Substances 0.000 description 1
- 230000005855 radiation Effects 0.000 description 1
- 150000003254 radicals Chemical class 0.000 description 1
- 239000013557 residual solvent Substances 0.000 description 1
- BPEVHDGLPIIAGH-UHFFFAOYSA-N ruthenium(3+) Chemical compound [Ru+3] BPEVHDGLPIIAGH-UHFFFAOYSA-N 0.000 description 1
- 229910052706 scandium Inorganic materials 0.000 description 1
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
- 239000004332 silver Substances 0.000 description 1
- 239000002356 single layer Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 238000010129 solution processing Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 229910052712 strontium Inorganic materials 0.000 description 1
- 239000000758 substrate Substances 0.000 description 1
- 125000000999 tert-butyl group Chemical group [H]C([H])([H])C(*)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 125000001712 tetrahydronaphthyl group Chemical group C1(CCCC2=CC=CC=C12)* 0.000 description 1
- 239000010409 thin film Substances 0.000 description 1
- 125000002813 thiocarbonyl group Chemical group *C(*)=S 0.000 description 1
- 229930192474 thiophene Natural products 0.000 description 1
- 229910052718 tin Inorganic materials 0.000 description 1
- XOLBLPGZBRYERU-UHFFFAOYSA-N tin dioxide Chemical compound O=[Sn]=O XOLBLPGZBRYERU-UHFFFAOYSA-N 0.000 description 1
- 229910001887 tin oxide Inorganic materials 0.000 description 1
- 229910052723 transition metal Inorganic materials 0.000 description 1
- 150000003624 transition metals Chemical class 0.000 description 1
- TVIVIEFSHFOWTE-UHFFFAOYSA-K tri(quinolin-8-yloxy)alumane Chemical compound [Al+3].C1=CN=C2C([O-])=CC=CC2=C1.C1=CN=C2C([O-])=CC=CC2=C1.C1=CN=C2C([O-])=CC=CC2=C1 TVIVIEFSHFOWTE-UHFFFAOYSA-K 0.000 description 1
- 125000005259 triarylamine group Chemical group 0.000 description 1
- 125000003866 trichloromethyl group Chemical group ClC(Cl)(Cl)* 0.000 description 1
- ODHXBMXNKOYIBV-UHFFFAOYSA-N triphenylamine Chemical compound C1=CC=CC=C1N(C=1C=CC=CC=1)C1=CC=CC=C1 ODHXBMXNKOYIBV-UHFFFAOYSA-N 0.000 description 1
- 229910052727 yttrium Inorganic materials 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- YVTHLONGBIQYBO-UHFFFAOYSA-N zinc indium(3+) oxygen(2-) Chemical compound [O--].[Zn++].[In+3] YVTHLONGBIQYBO-UHFFFAOYSA-N 0.000 description 1
- 239000011787 zinc oxide Substances 0.000 description 1
- 229910052726 zirconium 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
- 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
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G73/00—Macromolecular compounds obtained by reactions forming a linkage containing nitrogen with or without oxygen or carbon in the main chain of the macromolecule, not provided for in groups C08G12/00 - C08G71/00
- C08G73/02—Polyamines
- C08G73/026—Wholly aromatic polyamines
-
- 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
- C08K5/0008—Organic ingredients according to more than one of the "one dot" groups of C08K5/01 - C08K5/59
- C08K5/0025—Crosslinking or vulcanising agents; including accelerators
-
- 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
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- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- Electroluminescent Light Sources (AREA)
- Polymerisation Methods In General (AREA)
- Graft Or Block Polymers (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US12/619,740 US8455042B2 (en) | 2009-11-17 | 2009-11-17 | Method for making material useful in optoelectronic device, the material and the optoelectronic device |
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|---|---|
| TW201139518A TW201139518A (en) | 2011-11-16 |
| TWI498353B true TWI498353B (zh) | 2015-09-01 |
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| TW099139605A TWI498353B (zh) | 2009-11-17 | 2010-11-17 | 製造用於光電裝置之材料的方法、該材料及該光電裝置 |
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| EP (1) | EP2502289B1 (enExample) |
| JP (1) | JP5716035B2 (enExample) |
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| CN (1) | CN102725875B (enExample) |
| TW (1) | TWI498353B (enExample) |
| WO (1) | WO2011062802A1 (enExample) |
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| US20110077373A1 (en) * | 2009-09-29 | 2011-03-31 | General Electric Company | Polymer and optoelectronic device comprising the same |
| US20120049168A1 (en) * | 2010-08-31 | 2012-03-01 | Universal Display Corporation | Cross-Linked Charge Transport Layer Containing an Additive Compound |
| US9397294B2 (en) * | 2011-07-05 | 2016-07-19 | Solvay Usa, Inc. | Vertically phase-separating semiconducting organic material layers |
| WO2013080696A1 (ja) * | 2011-11-29 | 2013-06-06 | コニカミノルタ株式会社 | 有機ｅｌ素子 |
| EP2838931A1 (de) | 2012-04-17 | 2015-02-25 | Merck Patent GmbH | Vernetzbare sowie vernetzte polymere, verfahren zu deren herstellung sowie deren verwendung |
| KR101382292B1 (ko) | 2012-09-21 | 2014-04-08 | 현대자동차(주) | 플라이휠의 댐핑장치 |
| WO2016026123A1 (en) | 2014-08-21 | 2016-02-25 | Dow Global Technologies Llc | Compositions comprising oxygen substituted benzocyclobutenes and dienophiles, and electronic devices containing same |
| TWI657123B (zh) * | 2016-01-27 | 2019-04-21 | 國立交通大學 | 鈣鈦礦型發光元件及其製造方法 |
| JP2019518845A (ja) * | 2016-06-28 | 2019-07-04 | ダウ グローバル テクノロジーズ エルエルシー | 有機電荷輸送膜を作製するためのプロセス |
| CN106449999A (zh) * | 2016-09-21 | 2017-02-22 | 广西南宁荣威德新能源科技有限公司 | 一种新型环保宽光谱太阳能电池材料 |
| CN109585698B (zh) * | 2018-11-12 | 2020-11-27 | 天津理工大学 | 一种溶液法制备p-i-n结构的低压驱动有机发光二极管的方法 |
Citations (1)
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| WO2006043087A1 (en) * | 2004-10-22 | 2006-04-27 | Cambridge Display Technology Limited | Monomer for making a crosslinked polymer |
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| US5728801A (en) | 1996-08-13 | 1998-03-17 | The Dow Chemical Company | Poly (arylamines) and films thereof |
| JPH10338872A (ja) | 1997-06-09 | 1998-12-22 | Tdk Corp | 色変換材料およびこれを用いた有機ｅｌカラーディスプレイ |
| US6572985B2 (en) * | 2000-12-15 | 2003-06-03 | Shuang Xie Light Corporation | Electroluminescent compositions and devices |
| TW200300154A (en) * | 2001-11-09 | 2003-05-16 | Jsr Corp | Light emitting polymer composition, and organic electroluminescene device and production process thereof |
| US7138483B2 (en) * | 2003-02-12 | 2006-11-21 | E.I. Du Pont De Nemours And Company | Monomers, conjugated polymers and electronic devices using such polymers |
| DE102004009355A1 (de) * | 2004-02-26 | 2005-09-15 | Covion Organic Semiconductors Gmbh | Verfahren zur Vernetzung organischer Halbleiter |
| JP2005340042A (ja) | 2004-05-28 | 2005-12-08 | Bando Chem Ind Ltd | 有機エレクトロルミネッセンス素子とその製造方法 |
| JP4311336B2 (ja) | 2004-10-18 | 2009-08-12 | セイコーエプソン株式会社 | 導電性材料用組成物、導電性材料、導電層、電子デバイスおよび電子機器 |
| JP4457946B2 (ja) | 2005-01-14 | 2010-04-28 | セイコーエプソン株式会社 | 導電性材料用組成物、導電性材料、導電層、電子デバイスおよび電子機器 |
| US7576356B2 (en) | 2005-08-08 | 2009-08-18 | Osram Opto Semiconductors Gmbh | Solution processed crosslinkable hole injection and hole transport polymers for OLEDs |
| JP4866041B2 (ja) | 2005-08-29 | 2012-02-01 | 株式会社リコー | アリールアミン重合体 |
| JP2008047428A (ja) | 2006-08-17 | 2008-02-28 | Konica Minolta Holdings Inc | 有機エレクトロルミネッセンス素子の製造方法、有機エレクトロルミネッセンス素子、照明装置及びディスプレイ装置 |
| US20080097076A1 (en) * | 2006-08-24 | 2008-04-24 | Radu Nora S | Hole transport polymers |
| JP2008077856A (ja) | 2006-09-19 | 2008-04-03 | Konica Minolta Holdings Inc | 転写材料、有機薄膜素子、有機薄膜素子の製造方法、該製造方法を用いて作製された有機エレクトロルミネッセンス素子、表示装置及び照明装置 |
| KR101434632B1 (ko) | 2006-12-08 | 2014-08-27 | 에이전시 포 사이언스, 테크놀로지 앤드 리서치 | 아릴아민 화합물 및 전자 장치 |
| JP5067060B2 (ja) | 2007-07-31 | 2012-11-07 | 凸版印刷株式会社 | キャップ式部分洗浄除去装置 |
| JP5056351B2 (ja) | 2007-10-30 | 2012-10-24 | トヨタ自動車株式会社 | 電動パワーステアリング装置 |
| JP2009158535A (ja) | 2007-12-25 | 2009-07-16 | Canon Inc | 有機発光素子及びその製造方法、並びに表示装置 |
| WO2009107497A1 (ja) | 2008-02-27 | 2009-09-03 | コニカミノルタホールディングス株式会社 | 有機エレクトロルミネッセンス素子材料、有機エレクトロルミネッセンス素子、有機エレクトロルミネッセンス素子の製造方法、照明装置及び表示装置 |
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Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2006043087A1 (en) * | 2004-10-22 | 2006-04-27 | Cambridge Display Technology Limited | Monomer for making a crosslinked polymer |
Also Published As
| Publication number | Publication date |
|---|---|
| EP2502289A1 (en) | 2012-09-26 |
| US8455042B2 (en) | 2013-06-04 |
| KR101776972B1 (ko) | 2017-09-19 |
| JP5716035B2 (ja) | 2015-05-13 |
| WO2011062802A1 (en) | 2011-05-26 |
| US20110114923A1 (en) | 2011-05-19 |
| CN102725875A (zh) | 2012-10-10 |
| CN102725875B (zh) | 2015-05-06 |
| EP2502289B1 (en) | 2016-04-06 |
| JP2013510927A (ja) | 2013-03-28 |
| KR20120105472A (ko) | 2012-09-25 |
| TW201139518A (en) | 2011-11-16 |
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