WO2009137220A2 - Optical bonding with silicon-containing photopolymerizable composition - Google Patents

Optical bonding with silicon-containing photopolymerizable composition Download PDF

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Publication number
WO2009137220A2
WO2009137220A2 PCT/US2009/040000 US2009040000W WO2009137220A2 WO 2009137220 A2 WO2009137220 A2 WO 2009137220A2 US 2009040000 W US2009040000 W US 2009040000W WO 2009137220 A2 WO2009137220 A2 WO 2009137220A2
Authority
WO
WIPO (PCT)
Prior art keywords
optical assembly
silicon
display panel
platinum
photopolymerizable
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
Application number
PCT/US2009/040000
Other languages
English (en)
French (fr)
Other versions
WO2009137220A3 (en
Inventor
D. Scott Thompson
Larry D. Boardman
Chien-Chih Chiang
Huang-Chin Hung
Kuo-Chung Yin
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
Original Assignee
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 EP09743207A priority Critical patent/EP2286301A4/en
Priority to CN2009801253442A priority patent/CN102077131B/zh
Priority to JP2011508535A priority patent/JP2011525298A/ja
Priority to US12/991,138 priority patent/US20110171400A1/en
Publication of WO2009137220A2 publication Critical patent/WO2009137220A2/en
Publication of WO2009137220A3 publication Critical patent/WO2009137220A3/en
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

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
    • C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/04—Polysiloxanes
    • C08G77/06—Preparatory processes
    • C08G77/08—Preparatory processes characterised by the catalysts used
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J183/00—Adhesives based on 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; Adhesives based on derivatives of such polymers
    • C09J183/04—Polysiloxanes
    • 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 
    • G02F1/13—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 liquid crystals, e.g. single liquid crystal display cells
    • G02F1/133—Constructional arrangements; Operation of liquid crystal cells; Circuit arrangements
    • G02F1/1333—Constructional arrangements; Manufacturing methods
    • G02F1/1335—Structural association of cells with optical devices, e.g. polarisers or reflectors
    • G02F1/133502—Antiglare, refractive index matching layers
    • G—PHYSICS
    • G06—COMPUTING OR CALCULATING; COUNTING
    • G06F—ELECTRIC DIGITAL DATA PROCESSING
    • G06F3/00—Input arrangements for transferring data to be processed into a form capable of being handled by the computer; Output arrangements for transferring data from processing unit to output unit, e.g. interface arrangements
    • G06F3/01—Input arrangements or combined input and output arrangements for interaction between user and computer
    • G06F3/03—Arrangements for converting the position or the displacement of a member into a coded form
    • G06F3/041—Digitisers, e.g. for touch screens or touch pads, characterised by the transducing means
    • 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
    • C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/04—Polysiloxanes
    • C08G77/12—Polysiloxanes containing silicon bound to hydrogen
    • 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
    • C08G77/00—Macromolecular compounds obtained by reactions forming a linkage containing silicon with or without sulfur, nitrogen, oxygen or carbon in the main chain of the macromolecule
    • C08G77/04—Polysiloxanes
    • C08G77/20—Polysiloxanes containing silicon bound to unsaturated aliphatic groups
    • 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
    • C09K2323/00—Functional layers of liquid crystal optical display excluding electroactive liquid crystal layer characterised by chemical composition
    • C09K2323/03—Viewing layer characterised by chemical composition
    • C09K2323/033—Silicon compound, e.g. glass or organosilicon
    • 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
    • G02F2202/00—Materials and properties
    • G02F2202/02—Materials and properties organic material
    • G02F2202/022—Materials and properties organic material polymeric
    • G02F2202/023—Materials and properties organic material polymeric curable
    • 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
    • G02F2202/00—Materials and properties
    • G02F2202/28—Adhesive materials or arrangements
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/26—Web or sheet containing structurally defined element or component, the element or component having a specified physical dimension
    • Y10T428/269—Web or sheet containing structurally defined element or component, the element or component having a specified physical dimension including synthetic resin or polymer layer or component

Definitions

  • This invention relates to optical bonding of optical components, and more particularly, to optical bonding of display components using silicon-containing photopolymerizable compositions.
  • the optical assembly comprises: a display panel; a substantially transparent substrate; and a photopolymerizable layer disposed between the display panel and the substantially transparent substrate, the photopolymerizable layer having a thickness of from greater than 10 um to about 12 mm and comprising: a silicon-containing resin comprising silicon- bonded hydrogen and aliphatic unsaturation, and a platinum photocatalyst present in an amount of from about 0.5 to about 30 parts of platinum per one million parts of the photopolymerizable layer.
  • the display panel may comprise a liquid crystal display panel.
  • the substantially transparent substrate may comprise a touch screen.
  • the method comprises: providing a display panel; providing a substrate comprising a substantially transparent substrate or a polarizer; forming a seal between the display panel and the substrate so that a cell is formed between the display panel and the substrate, the cell having a thickness of from greater than 10 um to about 12 mm; disposing a photopolymerizable composition into the cell, the photopolymerizable composition comprising: a silicon-containing resin comprising silicon-bonded hydrogen and aliphatic unsaturation, and a platinum photocatalyst present in an amount of from about 0.5 to about 30 parts of platinum per one million parts of the photopolymerizable composition; and photopolymerizing the photopolymerizable composition by applying actinic radiation having a wavelength of 700 nm or less.
  • the optical assembly disclosed herein may be used in an optical device comprising, for example, a handheld device comprising a display, a television, a computer monitor, a laptop display, or a digital sign.
  • the photopolymerizable layer also has transparency suitable for optical applications.
  • the photopolymerizable layer may have, per millimeter thickness, a transmission of greater than about 85% at 460 nm, greater than about 90% at 530 nm, and greater than about 90% at 670 nm. These transmission characteristics provide for uniform transmission of light across the visible region of the electromagnetic spectrum which is important to maintain the color point in full color displays.
  • the photopolymerizable layer made from the silicon-containing photopolymerizable composition can provide a bond which is more robust when compared to layers made from conventional materials such as epoxies. More robust bonding can be obtained because of the elastomeric or gel-like nature of the silicon-containing photopolymerizable composition.
  • the photopolymerizable layer comprises a platinum photocatalyst used to accelerate the hydrosilylation reaction.
  • the amount of platinum photocatalyst used in a given photopolymerizable composition or layer is said to depend on a variety of factors such as the radiation source, whether or not heat is used, amount of time, temperature, etc., as well as on the particular chemistry of the silicon-containing resin(s), its reactivity, the amount present in the photopolymerizable layer, etc.
  • the intensity of the light was ⁇ 1 W/cm 2 at the surface of the silicone.
  • the time to gel and time to tack free were determined by probing the surface of the silicone on the glass slide with the tip of a tweezer. Data for the time to gel and time to tack free are shown in Tables 9 and 10 respectively. Table 9

Landscapes

  • Chemical & Material Sciences (AREA)
  • Physics & Mathematics (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Organic Chemistry (AREA)
  • Nonlinear Science (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • General Physics & Mathematics (AREA)
  • Engineering & Computer Science (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Mathematical Physics (AREA)
  • Optics & Photonics (AREA)
  • General Engineering & Computer Science (AREA)
  • Theoretical Computer Science (AREA)
  • Human Computer Interaction (AREA)
  • Laminated Bodies (AREA)
  • Adhesives Or Adhesive Processes (AREA)
  • Devices For Indicating Variable Information By Combining Individual Elements (AREA)
  • Liquid Crystal Substances (AREA)
  • Electroluminescent Light Sources (AREA)
PCT/US2009/040000 2008-05-07 2009-04-09 Optical bonding with silicon-containing photopolymerizable composition Ceased WO2009137220A2 (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
EP09743207A EP2286301A4 (en) 2008-05-07 2009-04-09 OPTICAL BOND WITH A SILICLE-CONTAINING PHOTOPOLYMERIZABLE COMPOSITION
CN2009801253442A CN102077131B (zh) 2008-05-07 2009-04-09 光学组件，制作该光学组件的方法和包括该光学组件的光学装置
JP2011508535A JP2011525298A (ja) 2008-05-07 2009-04-09 ケイ素含有光重合可能組成物による光学結合
US12/991,138 US20110171400A1 (en) 2008-05-07 2009-04-09 Optical bonding with silicon-containing photopolymerizable composition

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US5123808P 2008-05-07 2008-05-07
US61/051,238 2008-05-07

Publications (2)

Publication Number Publication Date
WO2009137220A2 true WO2009137220A2 (en) 2009-11-12
WO2009137220A3 WO2009137220A3 (en) 2010-01-14

Family

ID=41265272

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US2009/040000 Ceased WO2009137220A2 (en) 2008-05-07 2009-04-09 Optical bonding with silicon-containing photopolymerizable composition

Country Status (7)

Country Link
US (1) US20110171400A1 (https=)
EP (1) EP2286301A4 (https=)
JP (1) JP2011525298A (https=)
KR (1) KR20110011659A (https=)
CN (1) CN102077131B (https=)
TW (1) TW201000319A (https=)
WO (1) WO2009137220A2 (https=)

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WO2011084315A2 (en) 2009-12-17 2011-07-14 3M Innovative Properties Company Display panel assembly and methods of making same
EP3370947A4 (en) * 2015-11-06 2019-05-29 Wacker Chemie AG LAMINATION PROCESSING OF SUBSTRATES AND PRODUCT THEREOF

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CN109306259A (zh) * 2018-09-07 2019-02-05 东莞市贝特利新材料有限公司 一种光固化有机硅胶粘剂及其在贴合触摸屏中的应用
US12516229B2 (en) 2021-02-02 2026-01-06 Dow Silicones Corporation Printable silicone composition and methods for its preparation and use
JP2024508428A (ja) 2021-02-23 2024-02-27 ダウ シリコーンズ コーポレーション シリコーンエマルジョン並びにその調製方法及び使用
JP2025505111A (ja) 2022-01-28 2025-02-21 ダウ シリコーンズ コーポレーション シリコーン剥離コーティングエマルジョン、その調製方法、及びベーカリー紙への使用
JP7830020B1 (ja) * 2024-04-26 2026-03-16 モメンティブ・パフォーマンス・マテリアルズ・ジャパン合同会社 紫外線活性型シリコーン組成物及びそれを用いた接着部材の製造方法

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Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2011084315A2 (en) 2009-12-17 2011-07-14 3M Innovative Properties Company Display panel assembly and methods of making same
JP2013514551A (ja) * 2009-12-17 2013-04-25 スリーエム イノベイティブ プロパティズ カンパニー ディスプレイパネルアセンブリ及びその作製方法
KR101749367B1 (ko) * 2009-12-17 2017-06-20 쓰리엠 이노베이티브 프로퍼티즈 컴파니 디스플레이 패널 어셈블리 및 이의 제조 방법
US10738172B2 (en) 2009-12-17 2020-08-11 3M Innovative Properties Company Display panel assembly and methods of making same
EP3370947A4 (en) * 2015-11-06 2019-05-29 Wacker Chemie AG LAMINATION PROCESSING OF SUBSTRATES AND PRODUCT THEREOF
US10884515B2 (en) 2015-11-06 2021-01-05 Wacker Chemie Ag Lamination method of substrates and product prepared thereby

Also Published As

Publication number Publication date
EP2286301A2 (en) 2011-02-23
JP2011525298A (ja) 2011-09-15
KR20110011659A (ko) 2011-02-08
EP2286301A4 (en) 2011-08-24
WO2009137220A3 (en) 2010-01-14
TW201000319A (en) 2010-01-01
CN102077131B (zh) 2013-06-19
US20110171400A1 (en) 2011-07-14
CN102077131A (zh) 2011-05-25

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