TWI511997B - 共軛聚合物及其於光電子裝置的用途 - Google Patents

共軛聚合物及其於光電子裝置的用途 Download PDF

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Publication number
TWI511997B
TWI511997B TW099116343A TW99116343A TWI511997B TW I511997 B TWI511997 B TW I511997B TW 099116343 A TW099116343 A TW 099116343A TW 99116343 A TW99116343 A TW 99116343A TW I511997 B TWI511997 B TW I511997B
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group
alkyl group
alkyl
electrode
organic
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TW099116343A
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English (en)
Chinese (zh)
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TW201105701A (en
Inventor
Zhengguo Zhu
Martin Drees
Hualong Pan
Yan Yao
He Yan
Shaofeng Lu
Antonio Facchetti
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Raynergy Tek Inc
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    • 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
    • C08G61/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G61/12—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B82—NANOTECHNOLOGY
    • B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
    • B82Y10/00—Nanotechnology for information processing, storage or transmission, e.g. quantum computing or single electron logic
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    • C08G61/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G61/12—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule
    • C08G61/122—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule derived from five- or six-membered heterocyclic compounds, other than imides
    • C08G61/123—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule derived from five- or six-membered heterocyclic compounds, other than imides derived from five-membered heterocyclic compounds
    • C08G61/125—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule derived from five- or six-membered heterocyclic compounds, other than imides derived from five-membered heterocyclic compounds with a five-membered ring containing one oxygen atom in the ring
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    • C08G61/12—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule
    • C08G61/122—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule derived from five- or six-membered heterocyclic compounds, other than imides
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    • C08G61/126—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule derived from five- or six-membered heterocyclic compounds, other than imides derived from five-membered heterocyclic compounds with a five-membered ring containing one sulfur atom in the ring
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    • C08L65/00—Compositions of macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain; Compositions of derivatives of such polymers
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    • H01B1/06—Conductors or conductive bodies characterised by the conductive materials; Selection of materials as conductors mainly consisting of other non-metallic substances
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    • 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
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    • 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
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    • C08G2261/322—Monomer units or repeat units incorporating structural elements in the main chain incorporating heteroaromatic structural elements in the main chain non-condensed
    • C08G2261/3223—Monomer units or repeat units incorporating structural elements in the main chain incorporating heteroaromatic structural elements in the main chain non-condensed containing one or more sulfur atoms as the only heteroatom, e.g. thiophene
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    • C08G2261/32—Monomer units or repeat units incorporating structural elements in the main chain incorporating heteroaromatic structural elements in the main chain
    • C08G2261/324—Monomer units or repeat units incorporating structural elements in the main chain incorporating heteroaromatic structural elements in the main chain condensed
    • C08G2261/3243—Monomer units or repeat units incorporating structural elements in the main chain incorporating heteroaromatic structural elements in the main chain condensed containing one or more sulfur atoms as the only heteroatom, e.g. benzothiophene
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    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
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    • C08G2261/30—Monomer units or repeat units incorporating structural elements in the main chain
    • C08G2261/32—Monomer units or repeat units incorporating structural elements in the main chain incorporating heteroaromatic structural elements in the main chain
    • C08G2261/324—Monomer units or repeat units incorporating structural elements in the main chain incorporating heteroaromatic structural elements in the main chain condensed
    • C08G2261/3246—Monomer units or repeat units incorporating structural elements in the main chain incorporating heteroaromatic structural elements in the main chain condensed containing nitrogen and sulfur as heteroatoms
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    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
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    • C08G2261/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
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    • C08G2261/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
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    • 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]
    • H10K10/466—Lateral bottom-gate IGFETs comprising only a single gate
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    • H10K50/11—OLEDs or polymer light-emitting diodes [PLED] characterised by the electroluminescent [EL] layers
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    • 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
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    • H10K85/215—Fullerenes, e.g. C60 comprising substituents, e.g. PCBM
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    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
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  • Chemical & Material Sciences (AREA)
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  • Organic Chemistry (AREA)
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  • Nanotechnology (AREA)
  • Electromagnetism (AREA)
  • Mathematical Physics (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Theoretical Computer Science (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Photovoltaic Devices (AREA)
  • Thin Film Transistor (AREA)
  • Electroluminescent Light Sources (AREA)
  • Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
TW099116343A 2009-05-21 2010-05-21 共軛聚合物及其於光電子裝置的用途 TWI511997B (zh)

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US18025609P 2009-05-21 2009-05-21
US32315210P 2010-04-12 2010-04-12

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TWI511997B true TWI511997B (zh) 2015-12-11

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US (3) US8334456B2 (enExample)
EP (1) EP2432817B1 (enExample)
JP (1) JP5292514B2 (enExample)
KR (1) KR101763954B1 (enExample)
CN (2) CN102482402A (enExample)
TW (1) TWI511997B (enExample)
WO (2) WO2010135701A1 (enExample)

Families Citing this family (91)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2010135701A1 (en) 2009-05-21 2010-11-25 Polyera Corporation Conjugated polymers and their use in optoelectronic devices
US8304512B2 (en) 2010-01-19 2012-11-06 Xerox Corporation Benzodithiophene based materials compositions
RU2012139316A (ru) * 2010-02-15 2014-03-27 Мерк Патент Гмбх Полупроводниковые полимеры
JP5588559B2 (ja) * 2010-03-20 2014-09-10 ポリエラ コーポレイション ピロロ［３，２−ｂ］ピロール半導体化合物およびそれを組み込んだデバイス
JP5847800B2 (ja) * 2010-04-19 2016-01-27 メルク パテント ゲゼルシャフト ミット ベシュレンクテル ハフツングＭｅｒｃｋ Ｐａｔｅｎｔ Ｇｅｓｅｌｌｓｃｈａｆｔ ｍｉｔ ｂｅｓｃｈｒａｅｎｋｔｅｒ Ｈａｆｔｕｎｇ ベンゾジチオフェンのポリマーおよび有機半導体としてのそれらの使用
KR20140009134A (ko) * 2010-09-04 2014-01-22 메르크 파텐트 게엠베하 공액 중합체
EP2897183B1 (en) 2010-10-22 2020-04-29 Raynergy Tek Inc. Conjugated polymers and their use in optoelectronic devices
US8598450B2 (en) * 2010-11-24 2013-12-03 Polyera Corporation Conjugated polymers and their use in optoelectronic devices
WO2012074909A1 (en) * 2010-11-29 2012-06-07 Arizona Board Of Regents Acting For And On Behalf Of Arizona State University Methods for fabricating bulk heterojunctions using solution processing techniques
GB2501199A (en) 2010-12-17 2013-10-16 Merck Patent Gmbh Conjugated polymers
KR102011872B1 (ko) * 2011-01-04 2019-08-19 삼성전자주식회사 낮은 밴드 갭을 갖는 유기 반도체 화합물 및 이를 포함하는 트랜지스터와 전자 소자
JP5916761B2 (ja) 2011-01-28 2016-05-11 ノースウェスタン ユニバーシティ 金属酸化物薄膜およびナノ材料から誘導される金属複合薄膜の低温製造
US8742403B2 (en) 2011-03-08 2014-06-03 Samsung Electronics Co., Ltd. Xanthene based semiconductor compositions
US20140060650A1 (en) * 2011-03-21 2014-03-06 The University Of Akron Polyhedral oligomeric silsesquioxane organic/polymeric dyads and its application for organic photovoltaic cells
CN103649162A (zh) * 2011-03-31 2014-03-19 可乐丽股份有限公司 嵌段共聚物及光电转换元件
JP2014518564A (ja) * 2011-04-21 2014-07-31 メルク パテント ゲゼルシャフト ミット ベシュレンクテル ハフツング 共役ポリマー
JP6051206B2 (ja) * 2011-04-28 2016-12-27 メルク パテント ゲーエムベーハー 新規な光活性ポリマー
JP2014513743A (ja) 2011-05-16 2014-06-05 メルク パテント ゲゼルシャフト ミット ベシュレンクテル ハフツング 共役ポリマー
FR2975831B1 (fr) * 2011-05-27 2013-11-22 Arkema France Composition d'une cellule photovoltaique organique d'un module photovoltaique
CN103687861B (zh) 2011-07-21 2017-08-25 默克专利股份有限公司 共轭聚合物
US9590178B2 (en) 2011-09-28 2017-03-07 Merck Patent Gmbh Conjugated polymers
WO2013083506A1 (en) 2011-12-07 2013-06-13 Basf Se Diketopyrrolopyrrole polymers for use in organic semiconductor devices
US9082981B1 (en) 2012-01-16 2015-07-14 Polyera Corporation Curable polymeric materials and related electronic devices
KR20130090736A (ko) 2012-02-06 2013-08-14 주식회사 엘지화학 헤테로 방향족 화합물 및 이를 포함하는 유기 태양전지
TWI635111B (zh) 2012-03-16 2018-09-11 馬克專利公司 共軛聚合物
US8835598B2 (en) * 2012-03-22 2014-09-16 Polyera Corporation Conjugated polymers and their use in optoelectronic devices
US8883958B2 (en) 2012-03-22 2014-11-11 Raynergy Tek Inc. Conjugated polymers and their use in optoelectronic devices
JP5853805B2 (ja) * 2012-03-23 2016-02-09 コニカミノルタ株式会社 共役系高分子化合物およびこれを用いた有機光電変換素子
EP2650938A1 (en) * 2012-04-13 2013-10-16 Acreo Swedish ICT AB Organic Field-Effect Transistor Device
CN102751242B (zh) * 2012-07-27 2015-04-29 深圳市华星光电技术有限公司 具有嵌入式光伏电池的阵列基板的制作方法及其制得的阵列基板
US9758606B2 (en) 2012-07-31 2017-09-12 The Trustees Of Columbia University In The City Of New York Cyclopropenium polymers and methods for making the same
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CN102887828B (zh) * 2012-10-18 2014-09-17 武汉大学 醇溶性星形芴材料及其应用
WO2014109814A2 (en) 2012-10-26 2014-07-17 Arizona Board Of Regents Acting For And On Behalf Of Arizona State University Metal complexes, methods, and uses thereof
CN102983274B (zh) * 2012-11-20 2015-02-25 溧阳市生产力促进中心 一种包括电子传输层和空穴传输层的太阳能电池
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WO2014202184A1 (en) * 2013-06-21 2014-12-24 Merck Patent Gmbh Conjugated polymers
EP3009463A4 (en) * 2013-07-15 2016-12-07 Lg Chemical Ltd COPOLYMER AND ORGANIC SOLAR CELL WITH IT
US9541829B2 (en) 2013-07-24 2017-01-10 Orthogonal, Inc. Cross-linkable fluorinated photopolymer
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JP6804823B2 (ja) 2013-10-14 2020-12-23 アリゾナ・ボード・オブ・リージェンツ・オン・ビハーフ・オブ・アリゾナ・ステイト・ユニバーシティーＡｒｉｚｏｎａ Ｂｏａｒｄ ｏｆ Ｒｅｇｅｎｔｓ ｏｎ ｂｅｈａｌｆ ｏｆ Ａｒｉｚｏｎａ Ｓｔａｔｅ Ｕｎｉｖｅｒｓｉｔｙ 白金錯体およびデバイス
CN105849931A (zh) * 2013-12-26 2016-08-10 默克专利有限公司 光伏电池
US10020455B2 (en) 2014-01-07 2018-07-10 Arizona Board Of Regents On Behalf Of Arizona State University Tetradentate platinum and palladium complex emitters containing phenyl-pyrazole and its analogues
KR20160118340A (ko) 2014-02-07 2016-10-11 올싸거널 인코포레이티드 교차-결합 가능한 플루오르화된 포토폴리머
US10388879B2 (en) 2014-03-31 2019-08-20 Nano-C, Inc. Fused bis-aryl fullerene derivatives
WO2015161203A1 (en) * 2014-04-18 2015-10-22 Massachusetts Institute Of Technology Functionalized nanostructures and devices including photovoltaic devices
US10636974B2 (en) 2014-04-24 2020-04-28 The Trustees Of Columbia University In The City Of New York Molecular compositions, materials, and methods for efficient multiple exciton generation
WO2016105533A1 (en) * 2014-12-23 2016-06-30 The Trustees Of Columbia University In The City Of New York Design strategy for intramolecular singlet fission mediated by charge-transfer states in donor-acceptor organic materials
US9941479B2 (en) 2014-06-02 2018-04-10 Arizona Board Of Regents On Behalf Of Arizona State University Tetradentate cyclometalated platinum complexes containing 9,10-dihydroacridine and its analogues
JP2017519771A (ja) 2014-06-17 2017-07-20 メルク パテント ゲーエムベーハー フラーレン誘導体
US9923155B2 (en) 2014-07-24 2018-03-20 Arizona Board Of Regents On Behalf Of Arizona State University Tetradentate platinum (II) complexes cyclometalated with functionalized phenyl carbene ligands and their analogues
WO2016025921A1 (en) 2014-08-15 2016-02-18 Arizona Board Of Regents On Behalf Of Arizona State University Non-platinum metal complexes for excimer based single dopant white organic light emitting diodes
US11329244B2 (en) 2014-08-22 2022-05-10 Arizona Board Of Regents On Behalf Of Arizona State University Organic light-emitting diodes with fluorescent and phosphorescent emitters
US10033003B2 (en) 2014-11-10 2018-07-24 Arizona Board Of Regents On Behalf Of Arizona State University Tetradentate metal complexes with carbon group bridging ligands
US9879039B2 (en) 2015-06-03 2018-01-30 Arizona Board Of Regents On Behalf Of Arizona State University Tetradentate and octahedral metal complexes containing naphthyridinocarbazole and its analogues
US10147895B2 (en) 2015-07-13 2018-12-04 Flexterra, Inc. Curable polymeric materials and their use for fabricating electronic devices
EP3173435B1 (en) 2015-11-26 2020-11-25 Raynergy Tek Inc. Semiconducting mixtures
CN108431076B (zh) * 2016-01-09 2020-12-15 飞利斯有限公司 二噻吩噻二唑半导体和相关器件
US11335865B2 (en) 2016-04-15 2022-05-17 Arizona Board Of Regents On Behalf Of Arizona State University OLED with multi-emissive material layer
CN107586379A (zh) * 2016-07-07 2018-01-16 南方科技大学 含氯代苯并噻二唑的共轭聚合物及其制备方法和有机太阳能电池器件
CA3030705A1 (en) * 2016-07-19 2018-01-25 Phillips 66 Company Unsymmetrical benzothiadiazole-based random copolymers
US10361370B2 (en) * 2016-07-19 2019-07-23 Phillips 66 Company Unsymmetrical benzothiadiazole-based molecular complexes in organic photovoltaic devices
US10804468B2 (en) * 2016-07-19 2020-10-13 Phillips 66 Company Unsymmetrical benzo[1,2-b:4,5-b′]dithiophene and benzothiadiazole-based molecular complexes
WO2018017344A1 (en) * 2016-07-19 2018-01-25 Phillips 66 Company Unsymmetrical benzothiadiazole-based molecular complexes
KR20210083134A (ko) 2016-10-12 2021-07-06 아리조나 보드 오브 리젠츠 온 비하프 오브 아리조나 스테이트 유니버시티 협대역 적색 인광성 4좌 백금(ii) 착물
CN106519800A (zh) * 2016-11-04 2017-03-22 苏州星烁纳米科技有限公司 量子点墨水和电致发光器件
US11183670B2 (en) 2016-12-16 2021-11-23 Arizona Board Of Regents On Behalf Of Arizona State University Organic light emitting diode with split emissive layer
US11708385B2 (en) 2017-01-27 2023-07-25 Arizona Board Of Regents On Behalf Of Arizona State University Metal-assisted delayed fluorescent emitters employing pyrido-pyrrolo-acridine and analogues
US11101435B2 (en) 2017-05-19 2021-08-24 Arizona Board Of Regents On Behalf Of Arizona State University Tetradentate platinum and palladium complexes based on biscarbazole and analogues
US10516117B2 (en) 2017-05-19 2019-12-24 Arizona Board Of Regents On Behalf Of Arizona State University Metal-assisted delayed fluorescent emttters employing benzo-imidazo-phenanthridine and analogues
KR102104159B1 (ko) * 2017-06-08 2020-04-23 주식회사 엘지화학 화합물 및 이를 포함하는 유기 태양 전지
CN109651599B (zh) * 2017-10-12 2021-04-30 南方科技大学 一种p型聚合物半导体材料及其制备方法和应用
US11594688B2 (en) 2017-10-17 2023-02-28 Arizona Board Of Regents On Behalf Of Arizona State University Display and lighting devices comprising phosphorescent excimers with preferred molecular orientation as monochromatic emitters
US11647643B2 (en) 2017-10-17 2023-05-09 Arizona Board Of Regents On Behalf Of Arizona State University Hole-blocking materials for organic light emitting diodes
KR102082222B1 (ko) 2018-10-23 2020-02-27 한국화학연구원 극성관능기가 부분적으로 도입된 중합체, 이의 제조방법 및 이를 함유하는 유기 전자 소자
KR101986591B1 (ko) 2017-12-04 2019-06-07 한국화학연구원 극성관능기가 부분적으로 도입된 중합체, 이의 제조방법 및 이를 함유하는 유기 전자 소자
CN112204070B (zh) 2018-01-19 2023-07-25 飞利斯有限公司 有机电介质材料及包含它们的器件
US12037348B2 (en) 2018-03-09 2024-07-16 Arizona Board Of Regents On Behalf Of Arizona State University Blue and narrow band green and red emitting metal complexes
US20200017632A1 (en) * 2018-07-16 2020-01-16 Phillips 66 Company Polymers containing 3' -(alkoxy)-[2,2'-bithiophene] -3- carbonitrile for high performance organic photovoltaics
CN109438480A (zh) * 2018-10-30 2019-03-08 江西理工大学 Dpp-芴d-a型超长共轭寡聚物的制备方法及其产物
US11878988B2 (en) 2019-01-24 2024-01-23 Arizona Board Of Regents On Behalf Of Arizona State University Blue phosphorescent emitters employing functionalized imidazophenthridine and analogues
US11594691B2 (en) 2019-01-25 2023-02-28 Arizona Board Of Regents On Behalf Of Arizona State University Light outcoupling efficiency of phosphorescent OLEDs by mixing horizontally aligned fluorescent emitters
CN110137357B (zh) * 2019-05-23 2022-04-15 苏州大学 良柔性三明治型pn结电存储器件
US11785838B2 (en) 2019-10-02 2023-10-10 Arizona Board Of Regents On Behalf Of Arizona State University Green and red organic light-emitting diodes employing excimer emitters
KR102310582B1 (ko) 2020-04-01 2021-10-08 한국화학연구원 유기 반도체 화합물 및 이를 포함하는 유기 전자 소자
US11945985B2 (en) 2020-05-19 2024-04-02 Arizona Board Of Regents On Behalf Of Arizona State University Metal assisted delayed fluorescent emitters for organic light-emitting diodes
CN111621003A (zh) * 2020-06-05 2020-09-04 南昌航空大学 一种d-a型氯化共轭聚合物及其制备方法和应用
KR102389528B1 (ko) 2020-09-29 2022-04-22 한국화학연구원 유기 반도체 화합물 및 이를 포함하는 유기 전자 소자
WO2024060203A1 (zh) * 2022-09-23 2024-03-28 北京大学深圳研究生院 一种有机空穴注入材料及应用

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
TW200834572A (en) * 2006-10-25 2008-08-16 Xerox Corp Electronic devices
US20090181509A1 (en) * 2008-01-14 2009-07-16 Xerox Corporation Polymer semiconductors with high mobility
US20100078074A1 (en) * 2008-09-29 2010-04-01 The Regents Of The University Of California Active materials for photoelectric devices and devices that use the materials

Family Cites Families (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2005206750A (ja) * 2004-01-26 2005-08-04 Konica Minolta Holdings Inc 有機半導体材料、有機トランジスタ、電界効果トランジスタ、スイッチング素子及び５員複素環化合物
WO2008000664A1 (en) * 2006-06-30 2008-01-03 Ciba Holding Inc. Diketopyrrolopyrrole polymers as organic semiconductors
US7834132B2 (en) * 2006-10-25 2010-11-16 Xerox Corporation Electronic devices
US7820782B2 (en) * 2006-10-25 2010-10-26 Xerox Corporation Poly(dithienylbenzo[1,2-b:4,5-b′]dithiophene) polymers
KR101546985B1 (ko) * 2007-10-09 2015-08-24 바스프 에스이 피롤로피롤 유도체, 그의 제조 및 용도
NZ589490A (en) * 2008-05-27 2013-09-27 Univ Houston Fiber photovoltaic devices and methods for production thereof
WO2010108873A1 (en) * 2009-03-23 2010-09-30 Basf Se Diketopyrrolopyrrole polymers for use in organic semiconductor devices
WO2010135701A1 (en) 2009-05-21 2010-11-25 Polyera Corporation Conjugated polymers and their use in optoelectronic devices
US20120216866A1 (en) 2009-10-30 2012-08-30 Takehito Kato Organic photovoltaic cell
JP5588559B2 (ja) * 2010-03-20 2014-09-10 ポリエラ コーポレイション ピロロ［３，２−ｂ］ピロール半導体化合物およびそれを組み込んだデバイス

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
TW200834572A (en) * 2006-10-25 2008-08-16 Xerox Corp Electronic devices
US20090181509A1 (en) * 2008-01-14 2009-07-16 Xerox Corporation Polymer semiconductors with high mobility
US20100078074A1 (en) * 2008-09-29 2010-04-01 The Regents Of The University Of California Active materials for photoelectric devices and devices that use the materials

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