KR20070015586A - 반도전성 중합체를 포함하는 잉크-젯 프린팅용 제제 - Google Patents
반도전성 중합체를 포함하는 잉크-젯 프린팅용 제제 Download PDFInfo
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- KR20070015586A KR20070015586A KR1020067024189A KR20067024189A KR20070015586A KR 20070015586 A KR20070015586 A KR 20070015586A KR 1020067024189 A KR1020067024189 A KR 1020067024189A KR 20067024189 A KR20067024189 A KR 20067024189A KR 20070015586 A KR20070015586 A KR 20070015586A
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- C—CHEMISTRY; METALLURGY
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- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
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- H10K10/00—Organic devices specially adapted for rectifying, amplifying, oscillating or switching; Organic capacitors or resistors having potential barriers
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- H—ELECTRICITY
- H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
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- H—ELECTRICITY
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- H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
- H10K10/00—Organic devices specially adapted for rectifying, amplifying, oscillating or switching; Organic capacitors or resistors having potential barriers
- H10K10/40—Organic transistors
- H10K10/46—Field-effect transistors, e.g. organic thin-film transistors [OTFT]
- H10K10/462—Insulated gate field-effect transistors [IGFETs]
-
- 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
-
- 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
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- Engineering & Computer Science (AREA)
- Chemical & Material Sciences (AREA)
- Manufacturing & Machinery (AREA)
- Organic Chemistry (AREA)
- Medicinal Chemistry (AREA)
- Wood Science & Technology (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Polymers & Plastics (AREA)
- Materials Engineering (AREA)
- Electroluminescent Light Sources (AREA)
- Inks, Pencil-Leads, Or Crayons (AREA)
- Compositions Of Macromolecular Compounds (AREA)
- Medicinal Preparation (AREA)
- Cosmetics (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP04011711.1 | 2004-05-18 | ||
| EP04011711 | 2004-05-18 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR20070015586A true KR20070015586A (ko) | 2007-02-05 |
Family
ID=34968130
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020067024189A Withdrawn KR20070015586A (ko) | 2004-05-18 | 2005-04-22 | 반도전성 중합체를 포함하는 잉크-젯 프린팅용 제제 |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US7510672B2 (https=) |
| EP (1) | EP1747595A1 (https=) |
| JP (1) | JP2008505991A (https=) |
| KR (1) | KR20070015586A (https=) |
| CN (1) | CN1957484A (https=) |
| TW (1) | TW200616267A (https=) |
| WO (1) | WO2005112144A1 (https=) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2013164536A2 (fr) | 2012-05-04 | 2013-11-07 | Disasolar | Module photovoltaïque et son procede de realisation |
Families Citing this family (42)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP1836879A2 (en) | 2004-12-27 | 2007-09-26 | Quantum Paper, Inc. | Addressable and printable emissive display |
| JP5649954B2 (ja) * | 2007-04-02 | 2015-01-07 | メルク パテント ゲーエムベーハー | 光起電力セルとして構成される物品 |
| US8889216B2 (en) | 2007-05-31 | 2014-11-18 | Nthdegree Technologies Worldwide Inc | Method of manufacturing addressable and static electronic displays |
| US8852467B2 (en) | 2007-05-31 | 2014-10-07 | Nthdegree Technologies Worldwide Inc | Method of manufacturing a printable composition of a liquid or gel suspension of diodes |
| US8133768B2 (en) | 2007-05-31 | 2012-03-13 | Nthdegree Technologies Worldwide Inc | Method of manufacturing a light emitting, photovoltaic or other electronic apparatus and system |
| US9534772B2 (en) | 2007-05-31 | 2017-01-03 | Nthdegree Technologies Worldwide Inc | Apparatus with light emitting diodes |
| US8877101B2 (en) | 2007-05-31 | 2014-11-04 | Nthdegree Technologies Worldwide Inc | Method of manufacturing a light emitting, power generating or other electronic apparatus |
| US9343593B2 (en) | 2007-05-31 | 2016-05-17 | Nthdegree Technologies Worldwide Inc | Printable composition of a liquid or gel suspension of diodes |
| US9018833B2 (en) | 2007-05-31 | 2015-04-28 | Nthdegree Technologies Worldwide Inc | Apparatus with light emitting or absorbing diodes |
| US9419179B2 (en) | 2007-05-31 | 2016-08-16 | Nthdegree Technologies Worldwide Inc | Diode for a printable composition |
| US9425357B2 (en) | 2007-05-31 | 2016-08-23 | Nthdegree Technologies Worldwide Inc. | Diode for a printable composition |
| US8415879B2 (en) | 2007-05-31 | 2013-04-09 | Nthdegree Technologies Worldwide Inc | Diode for a printable composition |
| US8456393B2 (en) * | 2007-05-31 | 2013-06-04 | Nthdegree Technologies Worldwide Inc | Method of manufacturing a light emitting, photovoltaic or other electronic apparatus and system |
| US8846457B2 (en) | 2007-05-31 | 2014-09-30 | Nthdegree Technologies Worldwide Inc | Printable composition of a liquid or gel suspension of diodes |
| US8674593B2 (en) | 2007-05-31 | 2014-03-18 | Nthdegree Technologies Worldwide Inc | Diode for a printable composition |
| US8809126B2 (en) | 2007-05-31 | 2014-08-19 | Nthdegree Technologies Worldwide Inc | Printable composition of a liquid or gel suspension of diodes |
| US20090139568A1 (en) * | 2007-11-19 | 2009-06-04 | Applied Materials, Inc. | Crystalline Solar Cell Metallization Methods |
| EP2220687A1 (en) * | 2007-11-19 | 2010-08-25 | Applied Materials, Inc. | Solar cell contact formation process using a patterned etchant material |
| GB0803702D0 (en) | 2008-02-28 | 2008-04-09 | Isis Innovation | Transparent conducting oxides |
| US8127477B2 (en) | 2008-05-13 | 2012-03-06 | Nthdegree Technologies Worldwide Inc | Illuminating display systems |
| US7992332B2 (en) | 2008-05-13 | 2011-08-09 | Nthdegree Technologies Worldwide Inc. | Apparatuses for providing power for illumination of a display object |
| WO2010009297A2 (en) * | 2008-07-16 | 2010-01-21 | Applied Materials, Inc. | Hybrid heterojunction solar cell fabrication using a doping layer mask |
| JP2012501550A (ja) * | 2008-08-27 | 2012-01-19 | アプライド マテリアルズ インコーポレイテッド | 印刷誘電体障壁を使用するバックコンタクト太陽電池 |
| WO2010032447A1 (ja) * | 2008-09-19 | 2010-03-25 | 出光興産株式会社 | 有機エレクトロルミネッセンス材料組成物、薄膜形成方法及び有機エレクトロルミネッセンス素子 |
| US8052895B2 (en) * | 2008-10-09 | 2011-11-08 | Xerox Corporation | Semiconducting ink formulation |
| GB2466842B (en) * | 2009-01-12 | 2011-10-26 | Cambridge Display Tech Ltd | Interlayer formulation for flat films |
| GB0915376D0 (en) | 2009-09-03 | 2009-10-07 | Isis Innovation | Transparent conducting oxides |
| EP2550687A1 (en) * | 2010-03-25 | 2013-01-30 | Polyera Corporation | Conjugated polymers and devices incorporating same |
| AU2011233663B2 (en) * | 2010-04-03 | 2016-04-14 | Praful Doshi | Medical devices including medicaments and methods of making and using same |
| US8916066B2 (en) | 2010-05-27 | 2014-12-23 | Corning Incorporated | Polymeric fused thiophene semiconductor formulation |
| WO2012021301A1 (en) * | 2010-08-13 | 2012-02-16 | Massachusetts Institute Of Technology | Interconnection between conducting polymer materials |
| JP5871720B2 (ja) * | 2011-06-16 | 2016-03-01 | 株式会社ダイセル | 印刷用溶剤又は溶剤組成物 |
| WO2013106225A1 (en) | 2012-01-12 | 2013-07-18 | Applied Materials, Inc. | Methods of manufacturing solar cell devices |
| KR102154260B1 (ko) * | 2012-08-27 | 2020-09-10 | 코닝 인코포레이티드 | 반도체성 융합 티오펜 중합체 잉크 제형 |
| EP3065666B1 (en) * | 2013-11-07 | 2018-03-21 | DENTSPLY SIRONA Inc. | Oled dental matrix system |
| CN103756412A (zh) * | 2013-12-16 | 2014-04-30 | 合肥工业大学 | 一种用于喷墨打印的混合喷墨溶剂 |
| EP3108519B1 (de) * | 2014-02-20 | 2018-06-20 | InnovationLab GmbH | Konjugierte polymere |
| MY193487A (en) | 2014-11-06 | 2022-10-17 | Altria Client Services Llc | Methods and products for product tracing and authentication using conductive inks |
| KR20180071277A (ko) * | 2015-10-16 | 2018-06-27 | 다우 글로벌 테크놀로지스 엘엘씨 | 유기 전하 수송 막을 제조하는 방법 |
| JP6661365B2 (ja) * | 2015-12-17 | 2020-03-11 | 東芝テック株式会社 | インクジェットインク並びに有機薄膜太陽電池の製造方法及び製造装置 |
| KR20220123557A (ko) * | 2017-02-20 | 2022-09-07 | 카티바, 인크. | 향상된 광 아웃커플링을 갖는 발광 소자를 위한 잉크젯 인쇄 시스템 및 기술 |
| EP4295403A1 (en) * | 2021-02-22 | 2023-12-27 | Applied Materials, Inc. | Apparatus and method for inspecting a substrate in display manufacture and system for processing a substrate |
Family Cites Families (23)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4737557A (en) | 1986-03-20 | 1988-04-12 | Agency Of Industrial Science And Technology | 3-N-higher alkylthiophene polymer and composition thereof |
| US5069823A (en) | 1989-03-29 | 1991-12-03 | Agency Of Industrial Science And Technology | Thiophene compound and method for production thereof |
| JPH02309616A (ja) | 1989-05-24 | 1990-12-25 | Nippon Chemicon Corp | 固体電解コンデンサの製造方法 |
| US5731229A (en) | 1994-06-28 | 1998-03-24 | Nissan Motor Co., Ltd. | Method of producing device having minute structure |
| US5814376A (en) | 1995-01-13 | 1998-09-29 | Ohmicron Medical Diagnostics, Inc. | Gravure coating systems and magnetic particles in electrochemical sensors |
| US5681381A (en) | 1995-12-11 | 1997-10-28 | Pitney Bowes Inc. | Fluorescent red and magenta waterfast ink jet inks |
| JP3899566B2 (ja) | 1996-11-25 | 2007-03-28 | セイコーエプソン株式会社 | 有機ｅｌ表示装置の製造方法 |
| US6087196A (en) | 1998-01-30 | 2000-07-11 | The Trustees Of Princeton University | Fabrication of organic semiconductor devices using ink jet printing |
| US6166172A (en) | 1999-02-10 | 2000-12-26 | Carnegie Mellon University | Method of forming poly-(3-substituted) thiophenes |
| US6878312B1 (en) * | 1999-03-29 | 2005-04-12 | Seiko Epson Corporation | Composition, film manufacturing method, as well as functional device and manufacturing method therefore |
| CA2395004C (en) | 1999-12-21 | 2014-01-28 | Plastic Logic Limited | Solution processing |
| US6822629B2 (en) * | 2000-08-18 | 2004-11-23 | Semiconductor Energy Laboratory Co., Ltd. | Light emitting device |
| KR20080110928A (ko) | 2001-03-10 | 2008-12-19 | 메르크 파텐트 게엠베하 | 유기 반도체 용액 및 분산액 |
| JP2003022892A (ja) | 2001-07-06 | 2003-01-24 | Semiconductor Energy Lab Co Ltd | 発光装置の製造方法 |
| JP4152665B2 (ja) * | 2001-07-11 | 2008-09-17 | 株式会社半導体エネルギー研究所 | 発光装置及びその作製方法 |
| DE10141624A1 (de) | 2001-08-24 | 2003-03-06 | Covion Organic Semiconductors | Lösungen polymerer Halbleiter |
| US6956240B2 (en) | 2001-10-30 | 2005-10-18 | Semiconductor Energy Laboratory Co., Ltd. | Light emitting device |
| US7141817B2 (en) | 2001-11-30 | 2006-11-28 | Semiconductor Energy Laboratory Co., Ltd. | Light emitting device |
| JP4736324B2 (ja) * | 2002-04-22 | 2011-07-27 | コニカミノルタホールディングス株式会社 | 半導体素子及びその製造方法 |
| JP2004047215A (ja) * | 2002-07-10 | 2004-02-12 | Toshiba Corp | 有機ｅｌ素子および有機ｅｌ表示装置 |
| JP2004071432A (ja) * | 2002-08-08 | 2004-03-04 | Dainippon Printing Co Ltd | パターン形成体およびその製造方法 |
| GB2391686B (en) | 2002-07-31 | 2006-03-22 | Dainippon Printing Co Ltd | Electroluminescent display and process for producing the same |
| JP2004115695A (ja) * | 2002-09-27 | 2004-04-15 | Japan Science & Technology Corp | ポリ（３−置換チオフェン）の製造方法 |
-
2005
- 2005-04-22 JP JP2007517009A patent/JP2008505991A/ja active Pending
- 2005-04-22 KR KR1020067024189A patent/KR20070015586A/ko not_active Withdrawn
- 2005-04-22 WO PCT/EP2005/004338 patent/WO2005112144A1/en not_active Ceased
- 2005-04-22 US US11/596,847 patent/US7510672B2/en not_active Expired - Fee Related
- 2005-04-22 EP EP05744521A patent/EP1747595A1/en not_active Withdrawn
- 2005-04-22 CN CNA2005800159708A patent/CN1957484A/zh active Pending
- 2005-05-17 TW TW094115941A patent/TW200616267A/zh unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2013164536A2 (fr) | 2012-05-04 | 2013-11-07 | Disasolar | Module photovoltaïque et son procede de realisation |
Also Published As
| Publication number | Publication date |
|---|---|
| EP1747595A1 (en) | 2007-01-31 |
| JP2008505991A (ja) | 2008-02-28 |
| US7510672B2 (en) | 2009-03-31 |
| WO2005112144A1 (en) | 2005-11-24 |
| TW200616267A (en) | 2006-05-16 |
| US20080067475A1 (en) | 2008-03-20 |
| CN1957484A (zh) | 2007-05-02 |
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