WO2018147935A2 - Infrared-reflecting optically transparent assembly and method of making the same - Google Patents

Infrared-reflecting optically transparent assembly and method of making the same Download PDF

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Publication number
WO2018147935A2
WO2018147935A2 PCT/US2017/066084 US2017066084W WO2018147935A2 WO 2018147935 A2 WO2018147935 A2 WO 2018147935A2 US 2017066084 W US2017066084 W US 2017066084W WO 2018147935 A2 WO2018147935 A2 WO 2018147935A2
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WIPO (PCT)
Prior art keywords
meth
infrared
acrylate
optically transparent
reflecting
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.)
Ceased
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PCT/US2017/066084
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English (en)
French (fr)
Other versions
WO2018147935A3 (en
Inventor
Thomas P. Klun
Richard J. Pokorny
Benjamin R. COONCE
Douglas S. Dunn
Gregg A. Ambur
Henry A. Kostalik, Iv
John R. Jacobson
Christopher S. DEGRAW
Chunjie Zhang
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.)
3M Innovative Properties Co
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3M Innovative Properties Co
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 3M Innovative Properties Co filed Critical 3M Innovative Properties Co
Priority to JP2019532036A priority Critical patent/JP2020503545A/ja
Priority to US16/468,808 priority patent/US11065855B2/en
Priority to CN201780077322.8A priority patent/CN110087883B/zh
Priority to EP17890836.4A priority patent/EP3554832B1/en
Publication of WO2018147935A2 publication Critical patent/WO2018147935A2/en
Publication of WO2018147935A3 publication Critical patent/WO2018147935A3/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J2483/00—Characterised by the use of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing silicon with or without sulfur, nitrogen, oxygen, or carbon only; Derivatives of such polymers
    • C08J2483/10—Block- or graft-copolymers containing polysiloxane sequences

Definitions

  • Multilayer Optical Films comprising multiple alternating layers of two or more polymers to reflect infrared electromagnetic radiation by appropriate choice of optical thickness of the layers is known in the art.
  • an infrared-reflecting optically transparent assembly comprising:
  • Infrared-reflecting optically transparent assemblies according to the present disclosure are resistant to gouging and/or scuffing of the MOF film and may be suitable for use in preparing infrared- reflecting optically transparent assemblies such as, for example, visors, goggles, and/or safety glasses.
  • infrared-reflecting optically transparent assemblies according to the present disclosure are suitable for use in shaping and post-forming processes used to incorporate them into the
  • infrared-reflecting means at least 50 percent (e.g., at least 60 percent, at least 70 percent, at least 80 percent, at least 90 percent, or even at least 95 percent) reflective of at least some wavelengths of electromagnetic radiation in the range of 700 nm to 2500 nm;
  • urethane (meth)acrylate compound i.e., one or more urethane
  • Useful (meth)acrylate monomers (which are preferably non-urethane, and preferably non- silicone, although this is not a requirement) have a (meth)acrylate functionality of 1 to 2. These monomers may function as diluents or solvents, as viscosity reducers, as binders when cured, and as crosslinking agents, for example.
  • Lamination can be accomplished by heating and/or pressure, more preferably using an adhesive (e.g., a pressure-sensitive adhesive).
  • a pressure-sensitive adhesive include latex crepe, rosin, acrylic polymers, and copolymers including polyacrylate esters (e.g., poly(butyl acrylate)), vinyl ethers (e.g., poly(vinyl n-butyl ether)), alkyd adhesives, rubber adhesives (e.g., natural rubber, synthetic rubber, chlorinated rubber), and mixtures thereof.
  • the present disclosure provides an infrared-reflecting optically transparent assembly method according to the tenth or ninth embodiment, wherein the thermoplastic polymer film comprises a polycarbonate.
  • GENOMER 4690 Aliphatic urethane hexa-acrylate oligomer from Rahn,
  • the abrasive material used for this test was an eraser insert (obtained from Summers Optical, a division of EMS Acquisition Corp., Hatfield, Pennsylvania).
  • the eraser insert had a diameter of 6.5 mm and met the requirements of military standard Mil-E-12397B.
  • PE15-PE17 were prepared in the same manner as PE1 described above by reacting the preparations reported in Table 2. The reactions were carried out using an appropriately sized jar. The amount of materials used in preparations described in Table 1 were reported in grams (g) and unless noted otherwise, further included 250 ppm BHT, 50 ppm TEMPO, and 500ppm DBTDL with respect to solids. All materials, except the HDOL, were reacted for about 4 hr, then the HDOL was added and reacted with the mixture for an additional 4 hr.

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Wood Science & Technology (AREA)
  • Toxicology (AREA)
  • Manufacturing & Machinery (AREA)
  • Laminated Bodies (AREA)
  • Macromonomer-Based Addition Polymer (AREA)
  • Paints Or Removers (AREA)
  • Optical Filters (AREA)
  • Application Of Or Painting With Fluid Materials (AREA)
  • Injection Moulding Of Plastics Or The Like (AREA)
PCT/US2017/066084 2016-12-16 2017-12-13 Infrared-reflecting optically transparent assembly and method of making the same Ceased WO2018147935A2 (en)

Priority Applications (4)

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JP2019532036A JP2020503545A (ja) 2016-12-16 2017-12-13 赤外線を反射する光学的に透明なアセンブリ及びその製造方法
US16/468,808 US11065855B2 (en) 2016-12-16 2017-12-13 Infrared-reflecting optically transparent assembly and method of making the same
CN201780077322.8A CN110087883B (zh) 2016-12-16 2017-12-13 红外反射型光学透明组件及其制造方法
EP17890836.4A EP3554832B1 (en) 2016-12-16 2017-12-13 Infrared-reflecting optically transparent assembly and method of making the same

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US201662435607P 2016-12-16 2016-12-16
US62/435,607 2016-12-16
US201762549082P 2017-08-23 2017-08-23
US62/549,082 2017-08-23

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Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP3795602A1 (en) * 2019-09-19 2021-03-24 Essilor International 2k pu-dual cure adhesive for lamination
US11447657B2 (en) 2017-12-12 2022-09-20 3M Innovative Properties Company Compositions including alpha-alumina particles and methods of their use
CN116239948A (zh) * 2022-12-27 2023-06-09 江苏汇鼎光学眼镜有限公司 一种超抗水型镜片及其制备方法
US11693168B2 (en) 2017-10-20 2023-07-04 3M Innovative Properties Company Optical assembly
US11709299B2 (en) 2018-06-14 2023-07-25 3M Innovative Properties Company Optical assembly with protective coating
US12053945B2 (en) 2018-06-04 2024-08-06 3M Innovative Properties Company Thermoformed abrasion-resistant multilayer optical film and method of making the same
US12214564B2 (en) 2019-12-06 2025-02-04 3M Innovative Properties Company Optical assembly with encapsulated multilayer optical film and methods of making same

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20200038246A1 (en) * 2018-08-01 2020-02-06 Orange Bright Optics Inc. Eye protection device
WO2021174220A1 (en) * 2020-02-29 2021-09-02 Gary Sharp Innovations, Llc Preserving in-plane function of polarization laminates in a forming process
EP3974893A1 (en) * 2020-09-28 2022-03-30 Essilor International Method for reducing near-infrared light exposure by a laminate film structure on an eyewear
CN118946832A (zh) * 2022-03-30 2024-11-12 住友电木株式会社 光学片及光学组件
US12378415B2 (en) * 2022-04-29 2025-08-05 Innova Vision Inc. High oxygen permeability silicone hydrogel composition, contact lens made from high oxygen permeability silicone hydrogel composition and manufacturing method thereof
CN120897964A (zh) * 2023-03-31 2025-11-04 汉高股份有限及两合公司 用于塑料粘接的可光固化丙烯酸酯粘合剂

Citations (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4262072A (en) 1979-06-25 1981-04-14 Minnesota Mining And Manufacturing Company Poly(ethylenically unsaturated alkoxy) heterocyclic protective coatings
US5360659A (en) 1993-05-24 1994-11-01 The Dow Chemical Company Two component infrared reflecting film
US5882774A (en) 1993-12-21 1999-03-16 Minnesota Mining And Manufacturing Company Optical film
US6045894A (en) 1998-01-13 2000-04-04 3M Innovative Properties Company Clear to colored security film
US6667095B2 (en) 1998-01-13 2003-12-23 3M Innovative Properties Company Multicomponent optical body
US6783349B2 (en) 1998-01-13 2004-08-31 3M Innovative Properties Company Apparatus for making multilayer optical films
US7271951B2 (en) 2004-05-22 2007-09-18 3M Innovative Properties Company Cards and laminates incorporating multilayer optical films
US7632568B2 (en) 2005-01-07 2009-12-15 3M Innovative Properties Company Solar control multilayer film
US7652736B2 (en) 2005-10-25 2010-01-26 3M Innovative Properties Company Infrared light reflecting film
US7952805B2 (en) 2006-08-22 2011-05-31 3M Innovative Properties Company Solar control film

Family Cites Families (66)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4929506A (en) 1987-12-31 1990-05-29 General Electric Company Coated polycarbonate articles
US5233465A (en) 1992-05-27 1993-08-03 The Dow Chemical Company Visibly transparent infrared reflecting film with color masking
US7048997B2 (en) 1995-03-03 2006-05-23 Vision-Ease Lens Production of optical elements
DE69630219T2 (de) 1995-06-09 2004-07-22 Mitsubishi Rayon Co., Ltd. Geformte kunststoffgegenstände mit kratzfester organischer harter beschichtungsschicht und beschlagtreier organischer harter beschichtungsschicht, verfahren zu deren herstellung, und beschichtungsmaterialen dafür
DE19645432A1 (de) 1996-11-04 1998-05-07 Richard Dr Sizmann Sichtkörper für einen Schutzhelm oder eine Schutzbrille mit Heizvorrichtung
US6788463B2 (en) 1998-01-13 2004-09-07 3M Innovative Properties Company Post-formable multilayer optical films and methods of forming
US6049419A (en) 1998-01-13 2000-04-11 3M Innovative Properties Co Multilayer infrared reflecting optical body
US6391400B1 (en) * 1998-04-08 2002-05-21 Thomas A. Russell Thermal control films suitable for use in glazing
CN2393118Y (zh) 1999-11-05 2000-08-23 彭洪 电子防雾镜
WO2002016976A2 (en) 2000-08-21 2002-02-28 3M Innovative Properties Company Loss enhanced reflective optical filters
EP1352269A2 (en) 2001-01-15 2003-10-15 3M Innovative Properties Company Multilayer infrared reflecting film with high and smooth transmission in visible wavelength region and laminate articles made therefrom
US6676859B2 (en) 2001-09-19 2004-01-13 Gentex Corporation Substrate mounting for organic, dielectric, optical film
ES2400342T3 (es) 2002-03-13 2013-04-09 Insight Equity A.P.X., Lp Moldeo por inyecciones de lentes
US20040126587A1 (en) 2002-07-31 2004-07-01 Alan Maki Polyurethane laminates for photochromic lenses
US7025458B2 (en) 2002-08-07 2006-04-11 Vision-Ease Lens Process to mold a plastic optical article with integrated hard coating
WO2004034101A2 (en) 2002-10-10 2004-04-22 Vision-Ease Lens, Inc. Polarizing plate and plastic optical article
US20040080062A1 (en) 2002-10-28 2004-04-29 Advanced Lens Technology, Inc. Processes for forming a polarized lens via injection/coining injection molding
AU2003297496A1 (en) 2002-12-20 2004-07-22 Vision-Ease Lens, Inc. Polarizing plate and eyewear plastic article containing the same
GB0311406D0 (en) 2003-05-17 2003-06-25 Queen Mary & Westfield College Substituted phosphonate fluorescent sensors,and use thereof
WO2005123370A1 (en) 2004-06-10 2005-12-29 Cabot Safety Intermediate Corporation Molded-in films for spectacle lenses
US20060216524A1 (en) 2005-03-23 2006-09-28 3M Innovative Properties Company Perfluoropolyether urethane additives having (meth)acryl groups and hard coats
FR2883984B1 (fr) 2005-04-04 2007-06-22 Essilor Int Appareil pour conformer un film plan sur une lentille optique, procedes de fonctionnalisation d'une lentille optique au moyen dudit appareil, et lentille ainsi obtenue
US7648234B2 (en) 2006-04-28 2010-01-19 Kimberly-Clark Worldwide, Inc. Eyewear with heating elements
US7289257B1 (en) 2006-07-28 2007-10-30 Yasunobu Nakagoshi Molded laminate for optical use
US20090004478A1 (en) * 2007-06-29 2009-01-01 3M Innovative Properties Company Flexible hardcoat compositions, articles, and methods
FR2918463B1 (fr) 2007-07-04 2009-12-18 Essilor Int Film transparent comprenant un film de base et un revetement
CN101255289B (zh) * 2008-04-03 2010-11-03 惠州市长润发涂料有限公司 一种紫外光固化加硬液
PL2113527T3 (pl) 2008-04-28 2014-10-31 Bayer Ip Gmbh Odkształcalna folia z powłoką utwardzalną radiacyjnie i wykonane z niej kształtki
CN101687954B (zh) * 2008-04-28 2013-01-09 三菱化学株式会社 活性能量线固化性树脂组合物、固化膜、层积体、光记录介质和固化膜的制造方法
WO2009139478A1 (ja) * 2008-05-13 2009-11-19 帝人化成株式会社 偏光眼鏡レンズ
US20100003523A1 (en) * 2008-07-02 2010-01-07 Sabic Innovative Plastics Ip B.V. Coated Film for Insert Mold Decoration, Methods for Using the Same, and Articles Made Thereby
KR101237096B1 (ko) 2008-08-21 2013-02-25 엘지디스플레이 주식회사 박막 트랜지스터 어레이 기판의 제조방법
NL1036259C2 (nl) * 2008-12-01 2010-06-02 Trespa Int Bv Decorfolie en werkwijze voor het vervaardigen daarvan.
DE102009032921A1 (de) 2009-07-14 2011-01-27 Basf Coatings Gmbh Kratzfestbeschichtete Polycarbonate mit hoher Transparenz, Verfahren zu deren Herstellung und deren Verwendung
JP5443940B2 (ja) * 2009-10-21 2014-03-19 東亞合成株式会社 硬化型コーティング剤組成物
KR20120085817A (ko) * 2009-10-21 2012-08-01 엠지시 휠시트 가부시키가이샤 기능성 시트 및 그것을 이용한 렌즈
DE102010006755A1 (de) 2010-02-04 2011-08-04 BASF Coatings AG, 48165 Kratzfestbeschichtete Kunststoffsubstrate, insbesondere Gehäuse von elektronischen Geräten, mit hoher Transparenz, Verfahren zu deren Herstellung und deren Verwendung
JP2012032759A (ja) * 2010-06-30 2012-02-16 Dainippon Printing Co Ltd 選択波長反射フィルム
US8441724B2 (en) 2010-07-08 2013-05-14 Sperian Eye & Face Protection, Inc. IR filters with high VLT and neutral color
CN103180402B (zh) 2010-11-05 2015-09-23 3M创新有限公司 具有防滑性质的有机硅改性粘合剂
BR112013023128A2 (pt) 2011-03-14 2019-09-24 3M Innovative Properties Co artigos nanoestruturados
CN103430055B (zh) 2011-03-14 2016-10-12 3M创新有限公司 多层纳米结构化制品
US8398234B2 (en) 2011-05-03 2013-03-19 Kimberly-Clark Worldwide, Inc. Electro-thermal antifog optical devices
US9301879B2 (en) 2011-10-18 2016-04-05 Abominable Labs, Llc Goggle with easily interchangeable lens that is adaptable for heating to prevent fogging
US9414746B2 (en) 2012-01-26 2016-08-16 Nokia Technologies Oy Eye tracking
US9808375B2 (en) 2012-02-16 2017-11-07 Abominable Labs, Llc Power-saving method for defogging an eye-shield
WO2013169987A1 (en) 2012-05-10 2013-11-14 Oakley, Inc. Eyewear with laminated functional layers
US8798332B2 (en) 2012-05-15 2014-08-05 Google Inc. Contact lenses
EP2865519B1 (en) * 2012-06-21 2017-08-09 Nitto Denko Corporation Light transmitting substrate with infrared light reflecting function
US9523865B2 (en) 2012-07-26 2016-12-20 Verily Life Sciences Llc Contact lenses with hybrid power sources
US8857981B2 (en) 2012-07-26 2014-10-14 Google Inc. Facilitation of contact lenses with capacitive sensors
US8985763B1 (en) 2012-09-26 2015-03-24 Google Inc. Contact lens having an uneven embedded substrate and method of manufacture
WO2014110101A1 (en) 2013-01-14 2014-07-17 3M Innovative Properties Company Filters to enhance color discrimination for color vision deficient individuals
JP6116324B2 (ja) 2013-04-02 2017-04-19 株式会社ニコン・エシロール 機能性フィルムを備えた光学素子の製造方法
CN105683305B (zh) 2013-06-26 2018-11-13 3M创新有限公司 耐污染性微球体制品
NL2011719C2 (en) 2013-11-01 2015-05-04 Trespa Int Bv A decorative panel.
US9885885B2 (en) 2013-11-27 2018-02-06 3M Innovative Properties Company Blue edge filter optical lens
US9739916B2 (en) 2014-03-20 2017-08-22 3M Innovative Properties Company Circadian rhythm optical film
JP2016088042A (ja) * 2014-11-11 2016-05-23 コニカミノルタ株式会社 帯電防止性遮熱フィルム及び帯電防止性遮熱フィルムの製造方法
CN104693993A (zh) 2014-12-19 2015-06-10 四川东材绝缘技术有限公司 一种光学耐磨硬化涂料组合物及其硬化膜的制备方法
JP2016133520A (ja) * 2015-01-15 2016-07-25 コニカミノルタ株式会社 遮熱フィルム
EP3189376A1 (en) 2015-09-03 2017-07-12 3M Innovative Properties Company Beam expander with a curved reflective polarizer
CN105273585B (zh) 2015-10-20 2017-11-21 宁波大榭开发区综研化学有限公司 一种uv隔断防污涂覆组合物、硬化膜及制备方法
CN105353431B (zh) 2015-12-02 2018-06-08 合肥乐凯科技产业有限公司 一种复合增亮膜用基膜
CN108473811B (zh) 2015-12-31 2021-05-07 3M创新有限公司 包含官能化二氧化硅纳米粒子和多官能(甲基)丙烯酸酯单体的防雾涂料组合物
CN105820676A (zh) * 2016-04-13 2016-08-03 湖南省金海科技有限公司 Pvc塑料用全固含低能固化哑光uv涂料及其制备方法

Patent Citations (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4262072A (en) 1979-06-25 1981-04-14 Minnesota Mining And Manufacturing Company Poly(ethylenically unsaturated alkoxy) heterocyclic protective coatings
US5360659A (en) 1993-05-24 1994-11-01 The Dow Chemical Company Two component infrared reflecting film
US5882774A (en) 1993-12-21 1999-03-16 Minnesota Mining And Manufacturing Company Optical film
US6045894A (en) 1998-01-13 2000-04-04 3M Innovative Properties Company Clear to colored security film
US6667095B2 (en) 1998-01-13 2003-12-23 3M Innovative Properties Company Multicomponent optical body
US6783349B2 (en) 1998-01-13 2004-08-31 3M Innovative Properties Company Apparatus for making multilayer optical films
US7271951B2 (en) 2004-05-22 2007-09-18 3M Innovative Properties Company Cards and laminates incorporating multilayer optical films
US7632568B2 (en) 2005-01-07 2009-12-15 3M Innovative Properties Company Solar control multilayer film
US7652736B2 (en) 2005-10-25 2010-01-26 3M Innovative Properties Company Infrared light reflecting film
US7952805B2 (en) 2006-08-22 2011-05-31 3M Innovative Properties Company Solar control film

Cited By (11)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US11693168B2 (en) 2017-10-20 2023-07-04 3M Innovative Properties Company Optical assembly
US11447657B2 (en) 2017-12-12 2022-09-20 3M Innovative Properties Company Compositions including alpha-alumina particles and methods of their use
US12053945B2 (en) 2018-06-04 2024-08-06 3M Innovative Properties Company Thermoformed abrasion-resistant multilayer optical film and method of making the same
US11709299B2 (en) 2018-06-14 2023-07-25 3M Innovative Properties Company Optical assembly with protective coating
EP3795602A1 (en) * 2019-09-19 2021-03-24 Essilor International 2k pu-dual cure adhesive for lamination
WO2021053089A1 (en) * 2019-09-19 2021-03-25 Essilor International 2k pu-dual cure adhesive for lamination
US12521966B2 (en) 2019-09-19 2026-01-13 Essilor International 2K pu-dual cure adhesive for lamination
US12214564B2 (en) 2019-12-06 2025-02-04 3M Innovative Properties Company Optical assembly with encapsulated multilayer optical film and methods of making same
US20250170791A1 (en) * 2019-12-06 2025-05-29 3M Innovative Properties Company Optical assembly with encapsulated multilayer optical film and methods of making same
CN116239948A (zh) * 2022-12-27 2023-06-09 江苏汇鼎光学眼镜有限公司 一种超抗水型镜片及其制备方法
CN116239948B (zh) * 2022-12-27 2024-01-02 江苏汇鼎光学眼镜有限公司 一种超抗水型镜片及其制备方法

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EP3554832A2 (en) 2019-10-23
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US11065855B2 (en) 2021-07-20
EP3554832B1 (en) 2021-06-16
US20190310404A1 (en) 2019-10-10
CN110087883B (zh) 2021-11-09
CN110087883A (zh) 2019-08-02

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