JP6800202B2 - ポリオキソメタレートを含有するフォトクロミック物品並びに該物品の製造、及び使用方法 - Google Patents
ポリオキソメタレートを含有するフォトクロミック物品並びに該物品の製造、及び使用方法 Download PDFInfo
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- JP6800202B2 JP6800202B2 JP2018500376A JP2018500376A JP6800202B2 JP 6800202 B2 JP6800202 B2 JP 6800202B2 JP 2018500376 A JP2018500376 A JP 2018500376A JP 2018500376 A JP2018500376 A JP 2018500376A JP 6800202 B2 JP6800202 B2 JP 6800202B2
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- polyoxometallate
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- 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
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
- C09B57/00—Other synthetic dyes of known constitution
- C09B57/10—Metal complexes of organic compounds not being dyes in uncomplexed form
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- 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
-
- G—PHYSICS
- G02—OPTICS
- G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
- G02B5/00—Optical elements other than lenses
- G02B5/20—Filters
- G02B5/22—Absorbing filters
- G02B5/23—Photochromic filters
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- 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
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- 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
- C09K2211/18—Metal complexes
- C09K2211/183—Metal complexes of the refractory metals, i.e. Ti, V, Cr, Zr, Nb, Mo, Hf, Ta or W
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- Organic Chemistry (AREA)
- Physics & Mathematics (AREA)
- Engineering & Computer Science (AREA)
- Materials Engineering (AREA)
- General Physics & Mathematics (AREA)
- Optics & Photonics (AREA)
- Optical Filters (AREA)
- Laminated Bodies (AREA)
- Eyeglasses (AREA)
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| US201562189787P | 2015-07-08 | 2015-07-08 | |
| US62/189,787 | 2015-07-08 | ||
| US201562190402P | 2015-07-09 | 2015-07-09 | |
| US62/190,402 | 2015-07-09 | ||
| PCT/US2016/038890 WO2017007607A1 (en) | 2015-07-08 | 2016-06-23 | Photochromic articles containing a polyoxometalate and methods of making and using same |
Publications (3)
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| JP2018521358A JP2018521358A (ja) | 2018-08-02 |
| JP2018521358A5 JP2018521358A5 (https=) | 2019-05-09 |
| JP6800202B2 true JP6800202B2 (ja) | 2020-12-16 |
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| JP (1) | JP6800202B2 (https=) |
| CN (1) | CN107849437B (https=) |
| WO (1) | WO2017007607A1 (https=) |
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| US11054558B2 (en) | 2016-12-02 | 2021-07-06 | 3M Innovative Properties Company | Photochromic articles containing a porous material with a photochromic dye and fluid, methods of making and using |
| US11142682B2 (en) * | 2018-07-17 | 2021-10-12 | Furcifer Inc. | Metal oxide, metal bronze and polyoxometalate as charge storage materials in electrochromic device |
| KR102345894B1 (ko) * | 2020-04-14 | 2022-01-03 | 주식회사 케이에이피에스 | 광변색 광학적층체 |
| US20230065240A1 (en) * | 2021-08-25 | 2023-03-02 | The United States of America As Represented By The Director Of The National Geospatial-Intelligence | Method and apparatus for the display of volumetric solids using distributed photochromic compounds |
| WO2024181553A1 (ja) | 2023-03-02 | 2024-09-06 | 東京応化工業株式会社 | ヘテロポリオキソタングステン酸塩化合物若しくはその溶媒和物又はこれらの混合物、及び、それらの製造方法 |
| KR20250159703A (ko) | 2023-03-02 | 2025-11-11 | 도오꾜오까고오교 가부시끼가이샤 | 헤테로폴리옥소텅스텐산염 화합물 혹은 그 용매화물 또는 이들의 혼합물, 및 그들의 제조 방법 |
| WO2026042882A1 (ja) * | 2024-08-23 | 2026-02-26 | 株式会社トクヤマ | 光学素子積層体の製造方法 |
Family Cites Families (56)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4166043A (en) | 1974-12-23 | 1979-08-28 | American Optical Corporation | Stabilized photochromic materials |
| US4125665A (en) | 1977-08-29 | 1978-11-14 | Johnson & Johnson | Container sealing tape |
| US4576850A (en) | 1978-07-20 | 1986-03-18 | Minnesota Mining And Manufacturing Company | Shaped plastic articles having replicated microstructure surfaces |
| US4152231A (en) | 1978-10-26 | 1979-05-01 | Shell Oil Company | Radiation cured polydiene based polymer composition |
| US4539256A (en) | 1982-09-09 | 1985-09-03 | Minnesota Mining And Manufacturing Co. | Microporous sheet material, method of making and articles made therewith |
| US4656213A (en) | 1984-10-26 | 1987-04-07 | Atlantic Richfield Company | Acrylic hot melt pressure sensitive adhesive compounds |
| GB2168981B (en) | 1984-12-27 | 1988-07-06 | Asahi Chemical Ind | Porous fluorine resin membrane and process for preparation thereof |
| US4756337A (en) | 1986-02-24 | 1988-07-12 | Royston Laboratories, Inc. | Gasline repair kit |
| US4726989A (en) | 1986-12-11 | 1988-02-23 | Minnesota Mining And Manufacturing | Microporous materials incorporating a nucleating agent and methods for making same |
| JP2504988B2 (ja) | 1987-04-11 | 1996-06-05 | リンテック株式会社 | ホトクロミツク性を示す（メタ）アクリル酸誘導体類重合体の製造方法 |
| US5238623A (en) | 1989-11-20 | 1993-08-24 | Minnesota Mining And Manufacturing Company | Method for preparing microporous polyolefin shaped articles |
| US5514120A (en) | 1991-12-18 | 1996-05-07 | Minnesota Mining And Manufacturing Company | Liquid management member for absorbent articles |
| EP0563959B1 (en) | 1992-04-02 | 1998-07-29 | Canon Kabushiki Kaisha | Liquid crystal device, display apparatus using same and display method using same |
| US5728446A (en) | 1993-08-22 | 1998-03-17 | Johnston; Raymond P. | Liquid management film for absorbent articles |
| US5804610A (en) | 1994-09-09 | 1998-09-08 | Minnesota Mining And Manufacturing Company | Methods of making packaged viscoelastic compositions |
| FR2752570B1 (fr) * | 1996-08-22 | 1998-10-02 | Saint Gobain Vitrage | Vitrage a proprietes optiques et/ou energetiques variables |
| US5993954A (en) | 1997-04-29 | 1999-11-30 | 3M Innovative Properties Company | Temperature-sensitive microporous film |
| US5975696A (en) | 1997-05-12 | 1999-11-02 | Kohan; George | Process for rendering plastic substrate photochromic |
| US5932150A (en) | 1997-08-25 | 1999-08-03 | Holo-Source Corporation | Replication of diffraction images in oriented films |
| US6788463B2 (en) | 1998-01-13 | 2004-09-07 | 3M Innovative Properties Company | Post-formable multilayer optical films and methods of forming |
| US6096247A (en) | 1998-07-31 | 2000-08-01 | 3M Innovative Properties Company | Embossed optical polymer films |
| US6734256B1 (en) | 1998-12-29 | 2004-05-11 | 3M Innovative Properties Company | Block copolymer hot-melt processable adhesives, methods of their preparation, and articles therefrom |
| JP2000226572A (ja) | 1999-02-05 | 2000-08-15 | Canon Inc | フォトクロミック膜、及びフォトクロミック膜の作成方法 |
| ATE246096T1 (de) | 1999-06-01 | 2003-08-15 | 3M Innovative Properties Co | Zufällig mikrogeprägte aufnahmemedien |
| TW556044B (en) | 2001-02-15 | 2003-10-01 | Sipix Imaging Inc | Process for roll-to-roll manufacture of a display by synchronized photolithographic exposure on a substrate web |
| ITMI20010421A1 (it) | 2001-03-01 | 2002-09-02 | Ausimont Spa | Membrane porose semipermeabili di fluoropolimeri semicristallini |
| US6632850B2 (en) | 2001-04-04 | 2003-10-14 | 3M Innovative Properties Company | Microporous materials and methods of making the same |
| US6737170B2 (en) | 2001-09-06 | 2004-05-18 | Toray Plastics (America), Inc. | Coated film with exceptional embossing characteristics and method for producing it |
| JP3686999B2 (ja) * | 2001-11-01 | 2005-08-24 | 株式会社産学連携機構九州 | 機能性膜の製造方法および機能性膜 |
| US20040131872A1 (en) * | 2001-11-29 | 2004-07-08 | Shaobin Fan | Photochromic articles and methods for making them |
| US7247238B2 (en) | 2002-02-12 | 2007-07-24 | Siemens Water Technologies Corp. | Poly(ethylene chlorotrifluoroethylene) membranes |
| US7105809B2 (en) | 2002-11-18 | 2006-09-12 | 3M Innovative Properties Company | Microstructured polymeric substrate |
| JP4195936B2 (ja) * | 2004-03-17 | 2008-12-17 | 独立行政法人産業技術総合研究所 | 拡散性の反射面を持つ反射型調光素子 |
| US7371464B2 (en) | 2005-12-23 | 2008-05-13 | 3M Innovative Properties Company | Adhesive compositions |
| US8012567B2 (en) | 2006-01-12 | 2011-09-06 | 3M Innovative Properties Company | Light-collimating film |
| US8202934B2 (en) | 2007-07-31 | 2012-06-19 | 3M Innovative Properties Company | Hot melt processable polyurea copolymers and methods of their preparation and use |
| US20090110861A1 (en) | 2007-10-29 | 2009-04-30 | 3M Innovative Properties Company | Pressure sensitive adhesive article |
| US8034254B2 (en) | 2007-12-21 | 2011-10-11 | 3M Innovative Properties Company | Optical adhesive for liquid crystal display |
| US20090169870A1 (en) * | 2007-12-27 | 2009-07-02 | Essilor International (Compagnie Generale D'optique) | Carbon Nanotube-Based Curable Coating Composition Providing Antistatic Abrasion-Resistant Coated Articles |
| JP2011526831A (ja) | 2008-06-30 | 2011-10-20 | スリーエム イノベイティブ プロパティズ カンパニー | 親水性膜の形成方法 |
| FR2937979B1 (fr) * | 2008-11-05 | 2010-12-24 | Centre Nat Rech Scient | Procede de preparation d'une electrode pour la production d'hydrogene |
| US7911676B2 (en) * | 2008-12-16 | 2011-03-22 | Transitions Optical, Inc. | Photochromic optical articles prepared with reversible thermochromic materials |
| BRPI0922320A2 (pt) | 2008-12-19 | 2016-01-05 | 3M Innovative Properties Co | material microporoso de um copolímero de etileno - cloro trifluoroetileno e método para a produção do mesmo |
| BRPI0905108A2 (pt) * | 2009-03-26 | 2011-01-11 | Univ Estadual Paulista Julio De Mesquita Jr Unesp | materiais fotocrÈmicros de matriz polimérica e respectivos método de obtenção e uso |
| US8808811B2 (en) | 2009-04-15 | 2014-08-19 | 3M Innovative Properties Company | Process and apparatus for a nanovoided article |
| WO2010132176A2 (en) | 2009-05-15 | 2010-11-18 | 3M Innovative Properties Company | Urethane-based pressure sensitive adhesives |
| WO2010147236A1 (ja) | 2009-06-17 | 2010-12-23 | ソニー株式会社 | 非水電解質電池、非電解質電池用正極、非水電解質電池用負極、非電解質電池用セパレータ、非水電解質用電解質および非電解質電池用セパレータの製造方法 |
| JP4888585B2 (ja) | 2010-06-16 | 2012-02-29 | ソニー株式会社 | 光学体、壁材、建具、および日射遮蔽装置 |
| US8277899B2 (en) | 2010-12-14 | 2012-10-02 | Svaya Nanotechnologies, Inc. | Porous films by backfilling with reactive compounds |
| WO2012082706A2 (en) | 2010-12-16 | 2012-06-21 | 3M Innovative Properties Company | Methods for preparing optically clear adhesives and coatings |
| CA2825008C (en) | 2011-01-19 | 2020-10-13 | President And Fellows Of Harvard College | Slippery surfaces with high pressure stability, optical transparency, and self-healing characteristics |
| JP2014524055A (ja) | 2011-07-25 | 2014-09-18 | 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 | エレクトロクロミックナノコンポジット薄膜 |
| JP2014094999A (ja) * | 2012-11-07 | 2014-05-22 | Polyplastics Co | ポリアセタール共重合体の製造方法 |
| RU2641123C2 (ru) | 2013-10-11 | 2018-01-16 | Трэнсиженс Оптикал, Инк. | Устройство для нанесения многослойного покрытия на оптическую подложку способом центрифугирования |
| EP3161102B1 (en) | 2014-06-30 | 2019-01-16 | 3M Innovative Properties Company | Photochromic articles containing polyoxometalate derivatives and methods of making same |
| WO2016003685A1 (en) | 2014-06-30 | 2016-01-07 | 3M Innovative Properties Company | Photochromic articles containing a polyoxometalate and methods of making same |
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2016
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- 2016-06-23 US US15/741,525 patent/US10711182B2/en active Active
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- 2016-06-23 WO PCT/US2016/038890 patent/WO2017007607A1/en not_active Ceased
Also Published As
| Publication number | Publication date |
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| CN107849437B (zh) | 2020-06-05 |
| CN107849437A (zh) | 2018-03-27 |
| US20180194994A1 (en) | 2018-07-12 |
| US10711182B2 (en) | 2020-07-14 |
| JP2018521358A (ja) | 2018-08-02 |
| WO2017007607A1 (en) | 2017-01-12 |
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