CA2606985C - Electronic devices - Google Patents

Electronic devices Download PDF

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Publication number
CA2606985C
CA2606985C CA2606985A CA2606985A CA2606985C CA 2606985 C CA2606985 C CA 2606985C CA 2606985 A CA2606985 A CA 2606985A CA 2606985 A CA2606985 A CA 2606985A CA 2606985 C CA2606985 C CA 2606985C
Authority
CA
Canada
Prior art keywords
accordance
polymer
semiconductor
poly
dithiophene
Prior art date
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 - Fee Related
Application number
CA2606985A
Other languages
English (en)
French (fr)
Other versions
CA2606985A1 (en
Inventor
Beng S. Ong
Hualong Pan
Yuning Li
Yiliang Wu
Ping Liu
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Samsung Electronics Co Ltd
Original Assignee
Xerox Corp
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
Priority claimed from US11/586,449 external-priority patent/US7834132B2/en
Priority claimed from US11/586,448 external-priority patent/US7820782B2/en
Application filed by Xerox Corp filed Critical Xerox Corp
Publication of CA2606985A1 publication Critical patent/CA2606985A1/en
Application granted granted Critical
Publication of CA2606985C publication Critical patent/CA2606985C/en
Expired - Fee Related legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D495/00—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms
    • C07D495/02—Heterocyclic compounds containing in the condensed system at least one hetero ring having sulfur atoms as the only ring hetero atoms in which the condensed system contains two hetero rings
    • C07D495/04—Ortho-condensed systems
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D519/00—Heterocyclic compounds containing more than one system of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring system not provided for in groups C07D453/00 or C07D455/00
    • 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
    • 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
    • C08G61/126—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
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • 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]
    • H10K10/464—Lateral top-gate IGFETs comprising only a single gate
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • 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]
    • H10K10/466—Lateral bottom-gate IGFETs comprising only a single gate
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • 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]
    • H10K10/484—Insulated gate field-effect transistors [IGFETs] characterised by the channel regions
    • 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
    • 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
    • C08G2261/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G2261/10—Definition of the polymer structure
    • C08G2261/14—Side-groups
    • C08G2261/141—Side-chains having aliphatic units
    • 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
    • C08G2261/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • 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
    • C08G2261/3243—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
    • 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
    • C08G2261/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
    • C08G2261/90—Applications
    • C08G2261/92—TFT applications

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Thin Film Transistor (AREA)
  • Electroluminescent Light Sources (AREA)
  • Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)
CA2606985A 2006-10-25 2007-10-18 Electronic devices Expired - Fee Related CA2606985C (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US11/586,449 US7834132B2 (en) 2006-10-25 2006-10-25 Electronic devices
US11/586,449 2006-10-25
US11/586,448 US7820782B2 (en) 2006-10-25 2006-10-25 Poly(dithienylbenzo[1,2-b:4,5-b′]dithiophene) polymers
US11/586,448 2006-10-25

Publications (2)

Publication Number Publication Date
CA2606985A1 CA2606985A1 (en) 2008-04-25
CA2606985C true CA2606985C (en) 2011-02-01

Family

ID=38926331

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2606985A Expired - Fee Related CA2606985C (en) 2006-10-25 2007-10-18 Electronic devices

Country Status (7)

Country Link
EP (1) EP1916250B1 (https=)
JP (1) JP5472874B2 (https=)
KR (1) KR101397662B1 (https=)
BR (1) BRPI0703903A (https=)
CA (1) CA2606985C (https=)
DE (1) DE602007011709D1 (https=)
TW (1) TW200834572A (https=)

Families Citing this family (22)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20090181509A1 (en) * 2008-01-14 2009-07-16 Xerox Corporation Polymer semiconductors with high mobility
JP2009215546A (ja) * 2008-02-13 2009-09-24 Sumitomo Chemical Co Ltd 多環縮環化合物、多環縮環重合体及びこれらを含む有機薄膜
US7968871B2 (en) * 2008-04-11 2011-06-28 Xerox Corporation Organic thin film transistor
WO2010000669A1 (en) * 2008-07-02 2010-01-07 Basf Se Poly(5,5'bis(thiophen-2-yl)-benzo[2,1-b;3,4-b']dithiophene) and its use as high performance solution processable semiconducting polymer
US8367798B2 (en) * 2008-09-29 2013-02-05 The Regents Of The University Of California Active materials for photoelectric devices and devices that use the materials
WO2010135701A1 (en) * 2009-05-21 2010-11-25 Polyera Corporation Conjugated polymers and their use in optoelectronic devices
US8389670B2 (en) 2009-12-02 2013-03-05 Basf Se Dithienobenzo-thieno[3,2-B]thiophene-copolymer and its use as high performance solution processable semiconducting polymer
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
US8895693B2 (en) 2010-06-25 2014-11-25 Samsung Electronics Co., Ltd. Electron-donating polymers and organic solar cells including the same
GB2494607B (en) * 2010-07-09 2018-05-02 Merck Patent Gmbh Semiconducting polymers
DE102010032737A1 (de) 2010-07-29 2012-02-02 Merck Patent Gmbh Polymere enthaltend substituierte Benzodithiopheneinheiten, Blends enthaltend diese Polymere sowie Vorrichtungen enthaltend diese Polymere oder Blends
US8759421B2 (en) * 2010-08-31 2014-06-24 Samsung Electronics Co., Ltd. Continuous process for preparing nanodispersions using an ultrasonic flow-through heat exchanger
US20120168726A1 (en) * 2011-01-05 2012-07-05 Samsung Electronics Co., Ltd. Organic semiconductor compound, and transistor and electronic device including the same
US9790236B2 (en) 2011-01-05 2017-10-17 Samsung Electronics Co., Ltd. Organic semiconductor compound, and transistor and electronic device including the same
US8394918B2 (en) 2011-02-28 2013-03-12 Corning Incorporated Five-ring fused heteroaromatic compounds and conjugated polymers thereof
US8754188B2 (en) 2011-03-24 2014-06-17 Northwestern University Semiconducting compounds and devices incorporating same
KR101853395B1 (ko) 2011-05-23 2018-04-30 삼성전자주식회사 전자 공여체 고분자 및 이를 포함하는 태양 전지
CN103687891A (zh) * 2011-09-23 2014-03-26 海洋王照明科技股份有限公司 二氟代苯并三唑基太阳能电池聚合材料及其制备方法和应用
CN103842402B (zh) * 2011-09-28 2018-12-11 默克专利股份有限公司 共轭聚合物
KR101777326B1 (ko) 2011-10-05 2017-09-12 삼성전자주식회사 전자 공여체 고분자 및 이를 포함하는 유기 태양 전지
US9748487B2 (en) * 2012-11-07 2017-08-29 Basf Se Polymers based on naphthodiones
EP2928940B1 (en) * 2012-12-04 2021-03-03 CLAP Co., Ltd. Functionalized benzodithiophene polymers for electronic application

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE602004024629D1 (de) 2003-10-15 2010-01-28 Merck Patent Gmbh Polybenzodithiophene
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
CN100443483C (zh) * 2005-12-08 2008-12-17 中国科学院长春应用化学研究所 稠环单元封端的齐聚噻吩类高迁移率有机半导体材料及用途

Also Published As

Publication number Publication date
JP2008109135A (ja) 2008-05-08
BRPI0703903A (pt) 2008-06-10
KR101397662B1 (ko) 2014-06-27
CA2606985A1 (en) 2008-04-25
TW200834572A (en) 2008-08-16
EP1916250B1 (en) 2011-01-05
EP1916250A1 (en) 2008-04-30
KR20080037580A (ko) 2008-04-30
DE602007011709D1 (de) 2011-02-17
JP5472874B2 (ja) 2014-04-16

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