CN108699431B - 质子可溶性有机电致变色化合物 - Google Patents

质子可溶性有机电致变色化合物 Download PDF

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CN108699431B
CN108699431B CN201680067730.0A CN201680067730A CN108699431B CN 108699431 B CN108699431 B CN 108699431B CN 201680067730 A CN201680067730 A CN 201680067730A CN 108699431 B CN108699431 B CN 108699431B
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electrochromic
alkyl
independently
formula
protic solvent
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CN108699431A (zh
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K·L·鲍曼
R·林
P·基里
S·F·弗兰兹
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Gentex Corp
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    • G—PHYSICS
    • G02—OPTICS
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/15—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on an electrochromic effect
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K9/00—Tenebrescent materials, i.e. materials for which the range of wavelengths for energy absorption is changed as a result of excitation by some form of energy
    • C09K9/02—Organic tenebrescent materials
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/06—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom containing only hydrogen and carbon atoms in addition to the ring nitrogen atom
    • C07D213/22—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom containing only hydrogen and carbon atoms in addition to the ring nitrogen atom containing two or more pyridine rings directly linked together, e.g. bipyridyl
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
    • C07D241/36—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems
    • C07D241/38—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems with only hydrogen or carbon atoms directly attached to the ring nitrogen atoms
    • C07D241/46—Phenazines
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K11/00—Luminescent materials, e.g. electroluminescent or chemiluminescent
    • C09K11/06—Luminescent materials, e.g. electroluminescent or chemiluminescent containing organic luminescent materials
    • G—PHYSICS
    • G02—OPTICS
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/15—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on an electrochromic effect
    • G02F1/1514—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on an electrochromic effect characterised by the electrochromic material, e.g. by the electrodeposited material
    • G02F1/1516—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on an electrochromic effect characterised by the electrochromic material, e.g. by the electrodeposited material comprising organic material
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09K—MATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K2211/00—Chemical nature of organic luminescent or tenebrescent compounds
    • C09K2211/10—Non-macromolecular compounds
    • C09K2211/1018—Heterocyclic compounds
    • C09K2211/1025—Heterocyclic compounds characterised by ligands
    • C09K2211/1029—Heterocyclic compounds characterised by ligands containing one nitrogen atom as the heteroatom
    • G—PHYSICS
    • G02—OPTICS
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/15—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on an electrochromic effect
    • G02F1/1514—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on an electrochromic effect characterised by the electrochromic material, e.g. by the electrodeposited material
    • G02F1/1516—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on an electrochromic effect characterised by the electrochromic material, e.g. by the electrodeposited material comprising organic material
    • G02F1/15165—Polymers
    • G—PHYSICS
    • G02—OPTICS
    • G02F—OPTICAL DEVICES OR ARRANGEMENTS FOR THE CONTROL OF LIGHT BY MODIFICATION OF THE OPTICAL PROPERTIES OF THE MEDIA OF THE ELEMENTS INVOLVED THEREIN; NON-LINEAR OPTICS; FREQUENCY-CHANGING OF LIGHT; OPTICAL LOGIC ELEMENTS; OPTICAL ANALOGUE/DIGITAL CONVERTERS
    • G02F1/00—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics
    • G02F1/01—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour 
    • G02F1/15—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on an electrochromic effect
    • G02F1/1514—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on an electrochromic effect characterised by the electrochromic material, e.g. by the electrodeposited material
    • G02F2001/15145—Devices or arrangements for the control of the intensity, colour, phase, polarisation or direction of light arriving from an independent light source, e.g. switching, gating or modulating; Non-linear optics for the control of the intensity, phase, polarisation or colour  based on an electrochromic effect characterised by the electrochromic material, e.g. by the electrodeposited material the electrochromic layer comprises a mixture of anodic and cathodic compounds

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Physics & Mathematics (AREA)
  • Nonlinear Science (AREA)
  • General Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Electrochromic Elements, Electrophoresis, Or Variable Reflection Or Absorption Elements (AREA)
CN201680067730.0A 2015-11-20 2016-03-09 质子可溶性有机电致变色化合物 Active CN108699431B (zh)

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Application Number Priority Date Filing Date Title
US201562257950P 2015-11-20 2015-11-20
US201562258051P 2015-11-20 2015-11-20
US62/257,950 2015-11-20
US62/258,051 2015-11-20
PCT/US2016/021630 WO2017087019A1 (en) 2015-11-20 2016-03-09 Protic-soluble organic electrochromic compounds

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CN108699431B true CN108699431B (zh) 2021-04-27

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EP (1) EP3377590B1 (cg-RX-API-DMAC7.html)
JP (1) JP6814805B2 (cg-RX-API-DMAC7.html)
KR (2) KR20180075664A (cg-RX-API-DMAC7.html)
CN (1) CN108699431B (cg-RX-API-DMAC7.html)
WO (1) WO2017087019A1 (cg-RX-API-DMAC7.html)

Families Citing this family (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP6929878B2 (ja) 2016-05-20 2021-09-01 ジェンテックス コーポレイション 電圧均一化のための抵抗コーティング
WO2018027041A1 (en) * 2016-08-05 2018-02-08 Gentex Corporation Ultrathin, solution phase electrochromic devices
US11923581B2 (en) * 2016-08-12 2024-03-05 President And Fellows Of Harvard College Aqueous redox flow battery electrolytes with high chemical and electrochemical stability, high water solubility, low membrane permeability
WO2018075951A1 (en) 2016-10-20 2018-04-26 Gentex Corporation Electrochromic media and devices with multiple color states
WO2019130274A1 (en) * 2017-12-29 2019-07-04 Gentex Corporation Single component electrochromic device having a tunable ir filter
WO2019162887A1 (en) 2018-02-22 2019-08-29 Gentex Corporation Nanoparticle resistive films for electrochromic devices, and methods of making the same
US11414594B2 (en) * 2019-04-09 2022-08-16 Gentex Corporation Low dimerizing viologen electrochromic compounds and devices
CN111362867B (zh) * 2020-04-20 2023-04-18 宁波祢若电子科技有限公司 一种移动终端、壳组件、电致变色材料及其制备方法
US12618003B2 (en) * 2022-04-21 2026-05-05 Vitro Flat Glass Llc Electrochromic devices and compositions including poly((diallyldimethylammonium bis (substituted-sulfonyl)imide anion))
US20230340319A1 (en) * 2022-04-21 2023-10-26 Vitro Flat Glass Llc Electrochromic Devices and Compositions Including Cathodic Zwitterions
US12619116B2 (en) * 2022-04-21 2026-05-05 Vitro Flat Glass Llc Electrochromic devices including polymers having residues of ((meth)acrylate-amine cation bis(substituted-sulfonyl)imide anion)) monomer
WO2023205269A1 (en) * 2022-04-21 2023-10-26 Vitro Flat Glass Llc Electrochromic devices and compositions including cathodic zwitterions
CN114773597B (zh) * 2022-04-29 2024-02-09 中国科学技术大学 微孔框架聚合物及其制备方法、微孔框架聚合物膜及在快充液流电池中的应用
CN118754918A (zh) * 2024-09-06 2024-10-11 南方科技大学 二茂铁衍生物及其制备方法、正极活性物质和盐穴液流电池

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5770114A (en) * 1997-08-06 1998-06-23 Gentex Corporation UV stabilized compositions with improved solubility
US6067184A (en) * 1996-03-15 2000-05-23 Ecole Polytechnique Federale De Lausanne Electrochromic or photoelectrochromic device

Family Cites Families (60)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4297401A (en) 1978-12-26 1981-10-27 Minnesota Mining & Manufacturing Company Liquid crystal display and photopolymerizable sealant therefor
US4418102A (en) 1981-05-14 1983-11-29 Eaton Corporation Liquid crystal displays having improved hermetic seal
US4695490A (en) 1985-10-15 1987-09-22 Rca Corporation Seal for liquid crystal display
US4902108A (en) 1986-03-31 1990-02-20 Gentex Corporation Single-compartment, self-erasing, solution-phase electrochromic devices, solutions for use therein, and uses thereof
JPH01105916A (ja) 1987-10-19 1989-04-24 Brother Ind Ltd エレクトロクロミック表示装置
US5140455A (en) 1989-11-29 1992-08-18 Donnelly Corporation High performance electrochemichromic solutions and devices thereof
US5142407A (en) 1989-12-22 1992-08-25 Donnelly Corporation Method of reducing leakage current in electrochemichromic solutions and solutions based thereon
US5294376A (en) 1991-06-25 1994-03-15 Gentex Corporation Bipyridinium salt solutions
JP3200481B2 (ja) 1992-11-18 2001-08-20 ナミックス株式会社 液晶表示パネル用シール材及びそれを用いた液晶表示パネル
US5910854A (en) 1993-02-26 1999-06-08 Donnelly Corporation Electrochromic polymeric solid films, manufacturing electrochromic devices using such solid films, and processes for making such solid films and devices
US5596024A (en) 1993-06-22 1997-01-21 Three Bond Co., Ltd. Sealing composition for liquid crystal
US5679283A (en) 1994-07-22 1997-10-21 Gentex Corporation Electrochromic layer and devices comprising same
US5998617A (en) 1997-04-02 1999-12-07 Gentex Corporation Electrochromic compounds
US6020987A (en) 1997-04-02 2000-02-01 Gentex Corporation Electrochromic medium capable of producing a pre-selected color
US5818625A (en) 1997-04-02 1998-10-06 Gentex Corporation Electrochromic rearview mirror incorporating a third surface metal reflector
US5940201A (en) 1997-04-02 1999-08-17 Gentex Corporation Electrochromic mirror with two thin glass elements and a gelled electrochromic medium
US6700692B2 (en) 1997-04-02 2004-03-02 Gentex Corporation Electrochromic rearview mirror assembly incorporating a display/signal light
US6665107B2 (en) 1997-04-02 2003-12-16 Gentex Corporation Electrochromic device having an electrically conductive seal
WO1999002621A1 (de) 1997-07-07 1999-01-21 Bayer Aktiengesellschaft Elektrochrome polymersysteme
US6193912B1 (en) 1998-03-03 2001-02-27 Gentex Corporation Near infrared-absorbing electrochromic compounds and devices comprising same
US6157480A (en) 1998-09-21 2000-12-05 Gentex Corporation Seal for electrochromic devices
WO2000049454A1 (en) 1999-02-18 2000-08-24 Nippon Mitsubishi Oil Corporation Electrochromic element
US6137620A (en) 1999-04-30 2000-10-24 Gentex Corporation Electrochromic media with concentration-enhanced stability, process for the preparation thereof and use in electrochromic devices
US6597489B1 (en) 1999-06-30 2003-07-22 Gentex Corporation Electrode design for electrochromic devices
US6249369B1 (en) 1999-07-09 2001-06-19 Gentex Corporation Coupled electrochromic compounds with photostable dication oxidation states
US6188505B1 (en) 1999-08-19 2001-02-13 Gentex Corporation Color-stabilized electrochromic devices
US6710906B2 (en) * 1999-12-03 2004-03-23 Gentex Corporation Controlled diffusion coefficient electrochromic materials for use in electrochromic mediums and associated electrochromic devices
US6262832B1 (en) * 1999-12-03 2001-07-17 Gentex Corporation Anodic electrochromic materials having a solublizing moiety
US6392783B1 (en) 2000-02-24 2002-05-21 Gentex Corporation Substituted metallocenes for use as anodic electrochromic materials, and electrochromic media and devices comprising the same
US6407847B1 (en) 2000-07-25 2002-06-18 Gentex Corporation Electrochromic medium having a color stability
US6924919B2 (en) 2000-10-17 2005-08-02 Ppg Industries Ohio, Inc. Polymeric electrochromic devices
JP2002202530A (ja) * 2000-12-28 2002-07-19 Nippon Mitsubishi Oil Corp イオン伝導性物質
MXPA03008458A (es) 2001-03-19 2004-06-30 Dow Global Technologies Inc Dispositivo de visualizacion electrocromico y composiciones utiles para hacer tales dispositivos.
US6635194B2 (en) 2001-08-28 2003-10-21 Gentex Corporation Electrochromic medium having a self-healing cross-linked polymer gel and associated electrochromic device
US6961168B2 (en) * 2002-06-21 2005-11-01 The Regents Of The University Of California Durable electrooptic devices comprising ionic liquids
US7372611B2 (en) 2002-09-30 2008-05-13 Gentex Corporation Vehicular rearview mirror elements and assemblies incorporating these elements
TWI320428B (en) 2004-04-19 2010-02-11 Lg Chemical Ltd Gel polymer electrolyte containing ionic liquid and electrochromic device using the same
JP4861638B2 (ja) * 2004-05-19 2012-01-25 富士フイルム株式会社 光学濃度変化要素、光学素子、及び撮影ユニット
US7428091B2 (en) 2004-11-15 2008-09-23 Gentex Corporation Electrochromic compounds and associated media and devices
US7855821B2 (en) * 2004-11-15 2010-12-21 Gentex Corporation Electrochromic compounds and associated media and devices
US7372609B2 (en) 2005-03-16 2008-05-13 Gentex Corporation Nanocrystalline metal oxide films and associated devices comprising the same
KR101109253B1 (ko) * 2005-12-29 2012-01-30 삼성전자주식회사 플렉서블 전기변색 소자 및 그 제조방법
US8368992B2 (en) 2006-03-03 2013-02-05 Gentex Corporation Electro-optical element including IMI coatings
EP2426552A1 (en) 2006-03-03 2012-03-07 Gentex Corporation Electro-optic elements incorporating improved thin-film coatings
JP5181438B2 (ja) * 2006-07-21 2013-04-10 コニカミノルタホールディングス株式会社 酸化スズ多孔質層の形成方法及びエレクトロクロミック表示素子
US8115984B2 (en) * 2007-06-18 2012-02-14 Ajjer Llc Laminated electrochromic devices and processes for forming the same
ES2324807B1 (es) 2008-01-31 2010-05-31 Fundacion Cidetec Composiciones electrocromicas basadas en viologenos formulables y aplicables a temperatura ambiente.
US8599467B2 (en) 2008-01-31 2013-12-03 Ajjer, Llc Environmentally safe electrochromic devices and assemblies
JP2010250132A (ja) * 2009-04-16 2010-11-04 Fujifilm Corp エレクトロクロミック装置
US8323534B2 (en) 2009-12-18 2012-12-04 E I Du Pont De Nemours And Company Thermoplastic electrochromic materials
JP2013532769A (ja) * 2010-08-02 2013-08-19 ユニバーシティ オブ フロリダ リサーチ ファンデーション インコーポレーティッド 水溶性ポリマー材料の加工方法
US8228590B2 (en) 2010-08-09 2012-07-24 Gentex Corporation Electro-optic system configured to reduce a perceived color change
WO2013036789A1 (en) * 2011-09-09 2013-03-14 University Of Connecticut Electrochromic devices prepared from the in situ formation of conjugated polymers
JP2013200373A (ja) * 2012-03-23 2013-10-03 Ricoh Co Ltd エレクトロクロミック表示装置及びエレクトロクロミック表示装置の製造方法
US8928966B1 (en) 2012-08-08 2015-01-06 Gentex Corporation Electrochromic polyelectrolyte gel medium having improved creep resistance and associated electrochromic device
JP6122116B2 (ja) 2012-08-08 2017-04-26 スリーエム イノベイティブ プロパティズ カンパニー バリアフィルム用コーティング、並びにその製造及び使用方法
JP2014072007A (ja) * 2012-09-28 2014-04-21 Panasonic Corp 照明装置
WO2014164257A1 (en) 2013-03-13 2014-10-09 3M Innovative Properties Company Electronically switchable privacy device
JP6244710B2 (ja) * 2013-07-18 2017-12-13 株式会社リコー エレクトロクロミック表示装置及びその製造方法、並びに駆動方法
US9658508B1 (en) 2015-01-12 2017-05-23 Kinestral Technologies, Inc. Manufacturing methods for a transparent conductive oxide on a flexible substrate

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6067184A (en) * 1996-03-15 2000-05-23 Ecole Polytechnique Federale De Lausanne Electrochromic or photoelectrochromic device
US5770114A (en) * 1997-08-06 1998-06-23 Gentex Corporation UV stabilized compositions with improved solubility

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EP3377590B1 (en) 2020-07-29
CN108699431A (zh) 2018-10-23
KR102072852B1 (ko) 2020-02-03
US10466562B2 (en) 2019-11-05
KR20180075664A (ko) 2018-07-04
US20180224706A1 (en) 2018-08-09
EP3377590A4 (en) 2019-05-01
JP6814805B2 (ja) 2021-01-20
JP2019501245A (ja) 2019-01-17
US9939701B2 (en) 2018-04-10
WO2017087019A1 (en) 2017-05-26
EP3377590A1 (en) 2018-09-26
KR20180104179A (ko) 2018-09-19
US20170146880A1 (en) 2017-05-25

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