JP5311936B2 - ジケトピロロピロール系ポリマーおよびその形成方法 - Google Patents

ジケトピロロピロール系ポリマーおよびその形成方法 Download PDF

Info

Publication number
JP5311936B2
JP5311936B2 JP2008228384A JP2008228384A JP5311936B2 JP 5311936 B2 JP5311936 B2 JP 5311936B2 JP 2008228384 A JP2008228384 A JP 2008228384A JP 2008228384 A JP2008228384 A JP 2008228384A JP 5311936 B2 JP5311936 B2 JP 5311936B2
Authority
JP
Japan
Prior art keywords
polymer
group
heteroatom
optionally substituted
groups
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
JP2008228384A
Other languages
English (en)
Japanese (ja)
Other versions
JP2009062537A5 (enExample
JP2009062537A (ja
Inventor
リ ユニン
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.)
Xerox Corp
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
Application filed by Xerox Corp filed Critical Xerox Corp
Publication of JP2009062537A publication Critical patent/JP2009062537A/ja
Publication of JP2009062537A5 publication Critical patent/JP2009062537A5/ja
Application granted granted Critical
Publication of JP5311936B2 publication Critical patent/JP5311936B2/ja
Expired - Fee Related legal-status Critical Current
Anticipated expiration legal-status Critical

Links

Images

Classifications

    • 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
    • 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
    • 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
    • C08G73/06—Polycondensates having nitrogen-containing heterocyclic rings in the main chain of the macromolecule
    • C08G73/0666—Polycondensates containing five-membered rings, condensed with other rings, with nitrogen atoms as the only ring hetero atoms
    • C08G73/0672—Polycondensates containing five-membered rings, condensed with other rings, with nitrogen atoms as the only ring hetero atoms with only one nitrogen atom in the ring
    • 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
    • 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]
    • 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

Landscapes

  • 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)
  • Thin Film Transistor (AREA)
  • Polyoxymethylene Polymers And Polymers With Carbon-To-Carbon Bonds (AREA)
  • Electroluminescent Light Sources (AREA)
JP2008228384A 2007-09-06 2008-09-05 ジケトピロロピロール系ポリマーおよびその形成方法 Expired - Fee Related JP5311936B2 (ja)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US11/850,965 2007-09-06
US11/850,965 US7932344B2 (en) 2007-09-06 2007-09-06 Diketopyrrolopyrrole-based polymers

Publications (3)

Publication Number Publication Date
JP2009062537A JP2009062537A (ja) 2009-03-26
JP2009062537A5 JP2009062537A5 (enExample) 2011-07-14
JP5311936B2 true JP5311936B2 (ja) 2013-10-09

Family

ID=40202913

Family Applications (1)

Application Number Title Priority Date Filing Date
JP2008228384A Expired - Fee Related JP5311936B2 (ja) 2007-09-06 2008-09-05 ジケトピロロピロール系ポリマーおよびその形成方法

Country Status (4)

Country Link
US (1) US7932344B2 (enExample)
EP (1) EP2033983A3 (enExample)
JP (1) JP5311936B2 (enExample)
TW (1) TWI402292B (enExample)

Families Citing this family (56)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA2655076A1 (en) 2006-06-30 2008-01-03 Ciba Holding Inc. Diketopyrrolopyrrole polymers as organic semiconductors
CA2700713A1 (en) 2007-10-09 2009-04-16 Zhimin Hao Pyrrolopyrrole derivatives, their manufacture and use
US20110129954A1 (en) * 2008-08-01 2011-06-02 Oerlikon Solar Ag, Truebbach Method for manufacturing a photovoltaic cell structure
JP5611217B2 (ja) * 2008-10-31 2014-10-22 ビーエーエスエフ ソシエタス・ヨーロピアＢａｓｆ Ｓｅ 有機半導体デバイスに使用するためのジケトピロロピロールポリマー
WO2010049321A1 (en) 2008-10-31 2010-05-06 Basf Se Diketopyrrolopyrrole polymers for use in organic field effect transistors
US10224484B2 (en) 2008-10-31 2019-03-05 Basf Se Diketopyrrolopyrrole polymers for use in organic field effect transistors
JP5635070B2 (ja) * 2009-03-23 2014-12-03 ビーエーエスエフ ソシエタス・ヨーロピアＢａｓｆ Ｓｅ 有機半導体デバイスでの使用のためのジケトピロロピロールポリマー
JP5396128B2 (ja) * 2009-03-31 2014-01-22 大阪瓦斯株式会社 ジケトピロロピロール骨格を有するポリマーおよび白色発光材料
DE112010002086B4 (de) * 2009-05-27 2020-07-09 Basf Se Verfahren zum Polymerisieren von (hetero)aromatischen Verbindungen
WO2011025454A1 (en) 2009-08-28 2011-03-03 Agency For Science, Technology And Research Ambipolar polymeric semiconductor materials and organic electronic devices
JP5653436B2 (ja) 2009-08-28 2015-01-14 エージェンシー フォー サイエンス， テクノロジー アンド リサーチ ポリマー半導体、デバイス、および関連する方法
WO2011119446A1 (en) * 2010-03-20 2011-09-29 Polyera Corporation Pyrrolo[3,2-b]pyrrole semiconducting compounds and devices incorporating same
TWI602844B (zh) * 2010-05-19 2017-10-21 巴地斯顏料化工廠 用於有機半導體裝置之二酮基吡咯并吡咯聚合物
JP2013533895A (ja) * 2010-05-19 2013-08-29 ビーエーエスエフ ソシエタス・ヨーロピア 有機半導体デバイスにおいて使用するためのジケトピロロピロール系ポリマー
CN102276804B (zh) * 2010-06-13 2013-04-17 海洋王照明科技股份有限公司 含双噻吩并吡咯单元苝四羧酸二酰亚胺共聚物及其制备方法和应用
CN102372842B (zh) * 2010-08-19 2013-06-05 海洋王照明科技股份有限公司 含噻吩吡咯二酮单元的共聚物及其制备方法和应用
CN103097431A (zh) * 2010-09-10 2013-05-08 住友化学株式会社 高分子化合物和有机光电转换装置
US8946376B2 (en) * 2010-09-29 2015-02-03 Basf Se Semiconductors based on diketopyrrolopyrroles
WO2012050070A1 (ja) * 2010-10-13 2012-04-19 住友化学株式会社 高分子化合物及びそれを用いた有機光電変換素子
WO2012060283A1 (ja) * 2010-11-02 2012-05-10 住友化学株式会社 高分子化合物及びそれを用いた有機光電変換素子
US8598450B2 (en) 2010-11-24 2013-12-03 Polyera Corporation Conjugated polymers and their use in optoelectronic devices
US8158744B1 (en) 2011-03-01 2012-04-17 Xerox Corporation Dithioketopyrrolopyrrole-based polymers
JP2014512100A (ja) * 2011-03-29 2014-05-19 ザ リージェンツ オブ ザ ユニバーシティ オブ カリフォルニア 電気光学デバイスの活性物質および電気光学デバイス
US20140021462A1 (en) * 2011-04-06 2014-01-23 Konica Minolta, Inc. Method for manufacturing organic electroluminescent element, and organic electroluminescent element
WO2012165128A1 (ja) * 2011-05-27 2012-12-06 住友化学株式会社 高分子化合物及び有機光電変換素子
EP2723750B1 (en) * 2011-06-22 2022-08-10 CLAP Co., Ltd. Diketopyrrolopyrrole oligomers for use in organic semiconductor devices
WO2013028441A2 (en) * 2011-08-19 2013-02-28 University Of Washington New poly(heteroarylene vinylene)s based on diketopyrrolopyrrole
EP2565504A1 (de) * 2011-09-02 2013-03-06 Aurotec GmbH Verbindungsstück einer Transportleitung
WO2013030325A1 (en) 2011-09-02 2013-03-07 Basf Se Diketopyrrolopyrrole oligomers and compositions, comprising diketopyrrolopyrrole oligomers
US8846855B2 (en) 2011-10-31 2014-09-30 Corning Incorporated Conjugated fused thiophenes, methods of making conjugated fused thiophenes, and uses thereof
KR101286014B1 (ko) * 2011-11-21 2013-07-18 광주과학기술원 팔라듐계 촉매를 사용한 직접적 ｃｈ 아릴화 방법
US8901544B2 (en) 2011-12-06 2014-12-02 Corning Incorporated Organic thin film transistor with ion exchanged glass substrate
US8598299B2 (en) 2011-12-06 2013-12-03 Xerox Corporation Semiconductor composition
KR101990167B1 (ko) * 2011-12-07 2019-06-17 바스프 에스이 유기 전계 효과 트랜지스터
US8558109B2 (en) 2012-03-19 2013-10-15 Xerox Corporation Semiconductor composition for high performance organic devices
US8563851B2 (en) 2012-03-19 2013-10-22 Xerox Corporation Method to increase field effect mobility of donor-acceptor semiconductors
US9379335B2 (en) 2012-04-08 2016-06-28 The Regents Of The University Of California Benzodipyrrolidones and their polymers: synthesis and applications for organic electronics and optoelectronics
JP2013254818A (ja) * 2012-06-06 2013-12-19 Hiroshima Univ 有機半導体材料及び有機半導体材料用中間体
CN103012751B (zh) * 2012-11-30 2015-05-20 四川大学 一类双噻吩基吡咯并[3,4-c]吡咯-1,4-二酮与(杂)芳烃共聚物的制备方法
US9214258B2 (en) * 2012-12-06 2015-12-15 Xerox Corporation Semiconductor composites comprising carbon nanotubes and diketopyrrolopyrrole-thiophene based copolymers
US8809484B2 (en) 2012-12-27 2014-08-19 Xerox Corporation Extended isoindigo polymers and semiconductor compositions
US8575477B1 (en) * 2012-12-27 2013-11-05 Xerox Corporation Diketopyrrolopyrrole-based polymers containing a diene group for semiconductors
US8865861B2 (en) 2012-12-27 2014-10-21 Xerox Corporation Pechmann dye based polymers and semiconductor compositions
KR101443295B1 (ko) * 2013-02-25 2014-09-22 국립대학법인 울산과학기술대학교 산학협력단 주극성 변환이 가능한 신규한 양극성 유기 반도체 화합물과 이를 포함하는 유기 박막트랜지스터
CN104211920A (zh) * 2013-05-29 2014-12-17 海洋王照明科技股份有限公司 共轭聚合物及其制备方法与应用
US9761803B2 (en) 2013-07-22 2017-09-12 Xerox Corporation Semiconductor composition
CN105637009B (zh) * 2013-09-16 2018-06-12 株式会社Lg化学 共聚物和包含其的有机太阳能电池
US10381583B2 (en) 2013-12-05 2019-08-13 Xerox Corporation Electronic device
WO2015108360A1 (ko) * 2014-01-17 2015-07-23 경상대학교산학협력단 비대칭 헤테로고리-비닐렌-헤테로고리계 다이케토피롤로피롤 중합체, 이를 채용하고 있는 유기 전자 소자 및 이를 제조하기 위한 단량체
US9399698B2 (en) 2014-01-31 2016-07-26 Xerox Corporation Processes for purifying diketopyrrolopyrrole copolymers
KR101600031B1 (ko) * 2014-03-24 2016-03-07 경상대학교산학협력단 비대칭 다이케토피롤로피롤 중합체 및 이를 함유하는 유기 전자 소자
US9580556B2 (en) 2015-01-29 2017-02-28 Corning Incorporated DPP with branched alkyl-chain or (and) fused thiophene with branched alkyl-chain and the related designing strategy to increase the molecular weight of their semi-conducting copolymers
US10109798B2 (en) * 2015-05-26 2018-10-23 Purdue Research Foundation Methods and compositions for enhancing processability and charge transport of polymer semiconductors
JP6484724B2 (ja) * 2015-11-20 2019-03-13 富士フイルム株式会社 有機半導体組成物、有機半導体膜、有機薄膜トランジスタおよび有機薄膜トランジスタの製造方法
US10050203B2 (en) 2016-05-27 2018-08-14 Samsung Electronics Co., Ltd. Polymer and electronic device and organic thin film transistor including the same
CN106750193A (zh) * 2016-12-12 2017-05-31 中国科学院化学研究所 连三吡咯并吡咯二酮聚合物及其合成方法与应用

Family Cites Families (22)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3262270D1 (en) * 1981-03-20 1985-03-28 Ciba Geigy Ag Process for colouring highly molecular organic material and polycyclic pigments
US4579949A (en) * 1982-05-17 1986-04-01 Ciba-Geigy Corporation Preparation of pyrrolo[3,4-c]pyrroles
DE59707889D1 (de) * 1996-01-30 2002-09-12 Ciba Sc Holding Ag Polymerisierbare Diketopyrrolopyrrole und damit hergestellte Polymere
US6107117A (en) * 1996-12-20 2000-08-22 Lucent Technologies Inc. Method of making an organic thin film transistor
TWI290164B (en) * 1999-08-26 2007-11-21 Ciba Sc Holding Ag DPP-containing conjugated polymers and electroluminescent devices
US20020060321A1 (en) * 2000-07-14 2002-05-23 Kazlas Peter T. Minimally- patterned, thin-film semiconductor devices for display applications
ATE461237T1 (de) * 2001-08-17 2010-04-15 Merck Patent Gmbh Konjugierte copolymere aus dithienothiophen und vinylen oder acetylen
EP1478713A1 (en) * 2002-02-01 2004-11-24 Ciba SC Holding AG Fluorescent compositions comprising diketopyrrolopyrroles
ATE432306T1 (de) * 2003-03-07 2009-06-15 Merck Patent Gmbh Fluorene und arylgruppen enthaltende mono-, oligo-und polymere
DE602004017550D1 (de) 2003-08-28 2008-12-18 Merck Patent Gmbh Mono-, Oligo- und Polythienoi2,3-b thiophene
DE602004024629D1 (de) * 2003-10-15 2010-01-28 Merck Patent Gmbh Polybenzodithiophene
CN101747493B (zh) * 2003-10-28 2014-07-02 西巴特殊化学品控股有限公司 二酮基吡咯并吡咯聚合物
CN102702486A (zh) * 2004-05-18 2012-10-03 默克专利股份有限公司 单体、低聚和聚噻吩并[3,2-b]噻吩
WO2006021277A1 (en) * 2004-08-21 2006-03-02 Merck Patent Gmbh MONOMERS, OLIGOMERS AND POLYMERS OF THIENO[2,3-b]THIOPHENE
US7170093B2 (en) * 2004-11-05 2007-01-30 Xerox Corporation Dielectric materials for electronic devices
JP2006232898A (ja) * 2005-02-23 2006-09-07 Ricoh Co Ltd 導電性高分子材料、それを用いた電界効果型トランジスタ及びその製造方法
JP2007067263A (ja) * 2005-09-01 2007-03-15 Konica Minolta Holdings Inc 有機半導体材料、有機半導体膜、有機半導体デバイス及び有機薄膜トランジスタ
US7919573B2 (en) * 2005-11-16 2011-04-05 Xerox Corporation Polymer having thieno[3,2-b] thiophene moieties
US7425723B2 (en) * 2005-12-21 2008-09-16 Xerox Corporation Organic thin-film transistors
US7632703B2 (en) * 2005-12-22 2009-12-15 Xerox Corporation Organic thin-film transistors
JP5229520B2 (ja) * 2006-03-14 2013-07-03 株式会社リコー 新規なベンゾジチオフェン重合体
CA2655076A1 (en) 2006-06-30 2008-01-03 Ciba Holding Inc. Diketopyrrolopyrrole polymers as organic semiconductors

Also Published As

Publication number Publication date
US7932344B2 (en) 2011-04-26
TWI402292B (zh) 2013-07-21
EP2033983A2 (en) 2009-03-11
TW200922963A (en) 2009-06-01
EP2033983A3 (en) 2009-11-25
JP2009062537A (ja) 2009-03-26
US20090065766A1 (en) 2009-03-12

Similar Documents

Publication Publication Date Title
JP5311936B2 (ja) ジケトピロロピロール系ポリマーおよびその形成方法
US7910684B2 (en) Diketopyrrolopyrrole-based derivatives for thin film transistors
Sonar et al. Furan containing diketopyrrolopyrrole copolymers: synthesis, characterization, organic field effect transistor performance and photovoltaic properties
Zou et al. Polythiophene derivative with phenothiazine− vinylene conjugated side chain: Synthesis and its application in field-effect transistors
US8871884B2 (en) Copolymer semiconductors comprising thiazolothiazole or benzobisthiazole, or benzobisoxazole electron acceptor subunits, and electron donor subunits, and their uses in transistors and solar cells
CN101835821B (zh) 作为有机半导体的酮基吡咯
KR101473083B1 (ko) 중합체 및 이를 포함하는 유기 태양 전지
CA2797308C (en) Semiconductor composition
US8809484B2 (en) Extended isoindigo polymers and semiconductor compositions
Kim et al. New quinoxaline derivatives as accepting units in donor–acceptor type low‐band gap polymers for organic photovoltaic cells
Patil et al. Synthesis and photovoltaic properties of narrow band gap copolymers of dithieno [3, 2-b: 2′, 3′-d] thiophene and diketopyrrolopyrrole
JP5946273B2 (ja) 有機半導体化合物および、これを含むトランジスタと電子素子
Lim et al. Synthesis and photovoltaic properties of a thienylenevinylene and diketopyrrolopyrrole copolymer with high mobility
Shin et al. Synthesis and Photovoltaic Properties of a New Low‐Bandgap Polymer Consisting of Benzodithiophene and Fluorinated Benzoselenadiazole Units
Truong et al. Synthesis, characterization, and application to polymer solar cells of polythiophene derivatives with ester‐or ketone‐substituted phenyl side groups
Chang et al. Molecular engineering of conjugated polymers for solar cells and field‐effect transistors: Side‐chain versus main‐chain electron acceptors
Kim et al. New low band‐gap semiconducting polymers consisting of 5‐(9H‐carbazol‐9‐yl) benzo [a] phenazine as a new acceptor unit for organic photovoltaic cells
KR20150111094A (ko) 다이케토피롤로피롤 중합체 및 이를 채용하고 있는 유기 전자 소자
Tang et al. 5, 6‐bis (tetradecyloxy)‐2, 1, 3‐benzoselenadiazole‐based polymers for photovoltaic applications
KR101947020B1 (ko) 낮은 밴드 갭을 갖는 유기 반도체 화합물 및 이를 포함하는 트랜지스터와 전자 소자
KR20120100529A (ko) 유기광전변환 고분자 및 이를 활성층으로 채용한 유기광전소자

Legal Events

Date Code Title Description
A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20110601

A621 Written request for application examination

Free format text: JAPANESE INTERMEDIATE CODE: A621

Effective date: 20110601

A871 Explanation of circumstances concerning accelerated examination

Free format text: JAPANESE INTERMEDIATE CODE: A871

Effective date: 20110601

A975 Report on accelerated examination

Free format text: JAPANESE INTERMEDIATE CODE: A971005

Effective date: 20110627

A131 Notification of reasons for refusal

Free format text: JAPANESE INTERMEDIATE CODE: A131

Effective date: 20110705

A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20110929

A02 Decision of refusal

Free format text: JAPANESE INTERMEDIATE CODE: A02

Effective date: 20111220

A521 Request for written amendment filed

Free format text: JAPANESE INTERMEDIATE CODE: A523

Effective date: 20120220

A911 Transfer to examiner for re-examination before appeal (zenchi)

Free format text: JAPANESE INTERMEDIATE CODE: A911

Effective date: 20120302

A912 Re-examination (zenchi) completed and case transferred to appeal board

Free format text: JAPANESE INTERMEDIATE CODE: A912

Effective date: 20120406

A61 First payment of annual fees (during grant procedure)

Free format text: JAPANESE INTERMEDIATE CODE: A61

Effective date: 20130702

R150 Certificate of patent or registration of utility model

Free format text: JAPANESE INTERMEDIATE CODE: R150

Ref document number: 5311936

Country of ref document: JP

Free format text: JAPANESE INTERMEDIATE CODE: R150

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

R250 Receipt of annual fees

Free format text: JAPANESE INTERMEDIATE CODE: R250

LAPS Cancellation because of no payment of annual fees