US20060204676A1 - Polymerizable composition comprising low molecular weight organic component - Google Patents

Polymerizable composition comprising low molecular weight organic component Download PDF

Info

Publication number
US20060204676A1
US20060204676A1 US11/077,598 US7759805A US2006204676A1 US 20060204676 A1 US20060204676 A1 US 20060204676A1 US 7759805 A US7759805 A US 7759805A US 2006204676 A1 US2006204676 A1 US 2006204676A1
Authority
US
United States
Prior art keywords
acrylate
brightness enhancing
film
enhancing film
organic component
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.)
Abandoned
Application number
US11/077,598
Other languages
English (en)
Inventor
Clinton Jones
Emily Goenner
David Olson
Brant Kolb
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 US11/077,598 priority Critical patent/US20060204676A1/en
Assigned to 3M INNOVATIVE PROPERTIES COMPANY reassignment 3M INNOVATIVE PROPERTIES COMPANY ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: GOENNER, EMILY S., KOLB, BRANT U., JONES, CLINTON L., OLSON, DAVID B.
Priority to EP20060738109 priority patent/EP1861735B1/en
Priority to CN200680007952XA priority patent/CN101137915B/zh
Priority to KR1020077020634A priority patent/KR101252316B1/ko
Priority to EP20100171624 priority patent/EP2256524B1/en
Priority to PCT/US2006/009007 priority patent/WO2006099357A2/en
Priority to TW95108321A priority patent/TWI448717B/zh
Priority to AT06738109T priority patent/ATE509290T1/de
Priority to JP2008501051A priority patent/JP2008533249A/ja
Priority to US11/814,757 priority patent/US8025934B2/en
Priority to AT10171624T priority patent/ATE557317T1/de
Publication of US20060204676A1 publication Critical patent/US20060204676A1/en
Priority to US12/879,057 priority patent/US8034421B2/en
Priority to US13/226,646 priority patent/US8241755B2/en
Priority to JP2013090130A priority patent/JP2013178551A/ja
Priority to JP2015257202A priority patent/JP2016136245A/ja
Priority to JP2018116673A priority patent/JP7138491B2/ja
Abandoned legal-status Critical Current

Links

Images

Classifications

    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B1/00—Optical elements characterised by the material of which they are made; Optical coatings for optical elements
    • G02B1/04—Optical elements characterised by the material of which they are made; Optical coatings for optical elements made of organic materials, e.g. plastics
    • C—CHEMISTRY; METALLURGY
    • 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
    • C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
    • C08J5/18—Manufacture of films or sheets
    • 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
    • C09K19/00—Liquid crystal materials
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B82—NANOTECHNOLOGY
    • B82Y—SPECIFIC USES OR APPLICATIONS OF NANOSTRUCTURES; MEASUREMENT OR ANALYSIS OF NANOSTRUCTURES; MANUFACTURE OR TREATMENT OF NANOSTRUCTURES
    • B82Y30/00—Nanotechnology for materials or surface science, e.g. nanocomposites
    • 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
    • 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
    • C09K2323/035—Ester polymer, e.g. polycarbonate, polyacrylate or polyester
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B6/00—Light guides; Structural details of arrangements comprising light guides and other optical elements, e.g. couplings
    • G02B6/0001—Light guides; Structural details of arrangements comprising light guides and other optical elements, e.g. couplings specially adapted for lighting devices or systems
    • G02B6/0011—Light guides; Structural details of arrangements comprising light guides and other optical elements, e.g. couplings specially adapted for lighting devices or systems the light guides being planar or of plate-like form
    • G02B6/0033—Means for improving the coupling-out of light from the light guide
    • G02B6/005—Means for improving the coupling-out of light from the light guide provided by one optical element, or plurality thereof, placed on the light output side of the light guide
    • G02B6/0053—Prismatic sheet or layer; Brightness enhancement element, sheet or layer
    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B6/00—Light guides; Structural details of arrangements comprising light guides and other optical elements, e.g. couplings
    • G02B6/0001—Light guides; Structural details of arrangements comprising light guides and other optical elements, e.g. couplings specially adapted for lighting devices or systems
    • G02B6/0011—Light guides; Structural details of arrangements comprising light guides and other optical elements, e.g. couplings specially adapted for lighting devices or systems the light guides being planar or of plate-like form
    • G02B6/0065—Manufacturing aspects; Material aspects
    • 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
    • G02F1/133504—Diffusing, scattering, diffracting elements
    • G02F1/133507—Films for enhancing the luminance
    • 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
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S977/00—Nanotechnology
    • Y10S977/84—Manufacture, treatment, or detection of nanostructure
    • 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
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S977/00—Nanotechnology
    • Y10S977/902—Specified use of nanostructure
    • Y10S977/932—Specified use of nanostructure for electronic or optoelectronic application
    • 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
    • Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10S977/00—Nanotechnology
    • Y10S977/902—Specified use of nanostructure
    • Y10S977/932—Specified use of nanostructure for electronic or optoelectronic application
    • Y10S977/939—Electron emitter, e.g. spindt emitter tip coated with nanoparticles
    • 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
    • Y10T428/24—Structurally defined web or sheet [e.g., overall dimension, etc.]
    • Y10T428/24479—Structurally defined web or sheet [e.g., overall dimension, etc.] including variation in thickness
    • 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
    • Y10T428/25—Web or sheet containing structurally defined element or component and including a second component containing structurally defined particles
    • Y10T428/256—Heavy metal or aluminum or compound thereof
    • 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
    • Y10T428/25—Web or sheet containing structurally defined element or component and including a second component containing structurally defined particles
    • Y10T428/256—Heavy metal or aluminum or compound thereof
    • Y10T428/257—Iron oxide or aluminum oxide
    • 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
    • Y10T428/25—Web or sheet containing structurally defined element or component and including a second component containing structurally defined particles
    • Y10T428/258—Alkali metal or alkaline earth metal or compound thereof
    • 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
    • Y10T428/25—Web or sheet containing structurally defined element or component and including a second component containing structurally defined particles
    • Y10T428/259—Silicic material
    • 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
    • Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
    • Y10T428/2982—Particulate matter [e.g., sphere, flake, etc.]
    • 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
    • Y10T428/31504—Composite [nonstructural laminate]
    • Y10T428/31855—Of addition polymer from unsaturated monomers

Definitions

  • Brightness enhancing films are utilized in many electronic products to increase the brightness of a backlit flat panel display such as a liquid crystal display (LCD) including those used in electroluminescent panels, laptop computer displays, word processors, desktop monitors, televisions, video cameras, as well as automotive and aviation displays.
  • LCD liquid crystal display
  • Brightness enhancing films that comprise a brightness enhancing polymerized structure comprising the reaction product of a substantially solvent free polymerizable composition comprising an organic component and optionally an inorganic component.
  • the polymerizable composition comprises at least one ingredient that comprises at least two ethylenically unsaturated groups.
  • the organic component is the totality of the polymerizable composition
  • at least one of the monomers comprises at least two ethylenically unsaturated groups.
  • the nanoparticles may have sufficient functionality such that the monomer(s) of the organic component may be monofunctional.
  • FIG. 1 is a schematic view of an illustrative micro-structured article of the present invention in a backlit liquid crystal display
  • FIG. 3 is a cross-sectional view of an illustrative micro-structured article that has prism elements of varying height
  • FIG. 4 is a cross-sectional view of an illustrative micro-structured article that has prism elements of varying height
  • FIG. 5 is a cross-sectional view of an illustrative micro-structured article
  • FIG. 6 is a cross-sectional view of an illustrative micro-structured article in which the prism elements are of different heights and have their bases in different planes;
  • FIG. 7 is a cross-sectional view of an illustrative micro-structured article
  • FIG. 8 is a cross-sectional view of an illustrative micro-structured article
  • FIG. 11 is a cross-sectional view of a turning film
  • FIG. 12 is a cross-sectional view of another turning film.
  • Brightness enhancing films generally enhance on-axis luminance (referred herein as “brightness”) of a lighting device.
  • Brightness enhancing films can be light transmissible, microstructured films.
  • the microstructured topography can be a plurality of prisms on the film surface such that the films can be used to redirect light through reflection and refraction.
  • the heights of the prisms typically range from about 1 to 75 microns.
  • the microstructured optical film can increase brightness of an optical display by limiting light escaping from the display to within a pair of planes disposed at desired angles from a normal axis running through the optical display.
  • a microstructure-bearing article e.g. brightness enhancing film
  • a method including the steps of (a) preparing a polymerizable composition (i.e. the polymerizable composition of the invention); (b) depositing the polymerizable composition onto a master negative microstructured molding surface in an amount barely sufficient to fill the cavities of the master; (c) filling the cavities by moving a bead of the polymerizable composition between a preformed base and the master, at least one of which is flexible; and (d) curing the composition.
  • a polymerizable composition i.e. the polymerizable composition of the invention
  • the master can be metallic, such as nickel, nickel-plated copper or brass, or can be a thermoplastic material that is stable under the polymerization conditions, and that preferably has a surface energy that allows clean removal of the polymerized material from the master.
  • One or more the surfaces of the base film can optionally be primed or otherwise be treated to promote adhesion of the optical layer to the base.
  • the brightness enhancing or other microstructured articles comprise a polymerized structure comprising the reaction product of an organic component optionally comprising a plurality of (e.g. surface modified colloidal) nanoparticles.
  • the polymerized structure can be an optical element or optical product constructed of a base layer and an optical layer.
  • the base layer and optical layer can be formed from the same or different polymer material.
  • polymerizable composition refers to the total composition including the organic component that comprises at least one polymerizable monomer and the optional inorganic nanoparticles.
  • organic component refers to all of the components of the composition except for the inorganic nanoparticles.
  • the organic component and polymerizable composition are one in the same.
  • the composition is particularly amenable to the method of forming microstructured articles that is described in Lu and Lu et al., as previously described.
  • the organic component as well as the polymerizable composition is preferably substantially solvent free.
  • substantially solvent free refer to the polymerizable composition having less than 5 wt-%, 4 wt-%, 3 wt-%, 2 wt-%, 1 wt-% and 0.5 wt-% of (e.g. organic) solvent.
  • concentration of solvent can be determined by known methods, such as gas chromatography. Solvent concentrations of less than 0.5 wt-% are preferred.
  • the components of the organic component are preferably chosen such that the organic component has a low viscosity.
  • the viscosity of the organic component is substantially lower than the organic component of compositions previously employed.
  • the viscosity of the organic component is less than 1000 cps and typically less than 900 cps.
  • the viscosity of the organic component may be less than 800 cps, less than 450 cps, less than 600 cps, or less than 500 cps at the coating temperature.
  • viscosity is measured (at a shear rate up to 1000 sec-1) with 25 mm parallel plates using a Dynamic Stress Rheometer.
  • the viscosity of the organic component is typically at least 10 cps, more typically at least 50 cps, even more typically at least 100 cps, and most typically at least 200 cps at the coating temperature.
  • the coating temperature typically ranges from ambient temperature, (i.e. 25° C.) to 180° F. (82° C.).
  • the coating temperature may be less than 170° F. (77° C.), less than 160° F. (71° C.), less than 150° F. (66° C.), less than 140° F. (60° C.), less than 130° F. (54° C.), or less than 120° F. (49° C.).
  • the organic component can be a solid or comprise a solid component provided that the melting point in the polymerizable composition is less than the coating temperature.
  • the organic component can be a liquid at ambient temperature.
  • the organic component as well as the polymerizable composition has refractive index of at least 1.47, for most product applications; whereas the polymerizable resin composition of a turning film may have a refractive index as low as 1.44.
  • the refractive index of the organic component or the polymerizable composition may be at least 1.48, 1.49, 1.50, 1.51, 1.52, 1.53, 1.54, 1.55, 1.56, 1.57, 1.58, 1.59, or 1.60.
  • the polymerizable composition including the nanoparticles can have a refractive index as high as 1.70. (e.g. at least 1.61, 1.62, 1.63, 164, 1.65, 1.66, 1.67, 1.68, or 1.69) High transmittance in the visible light spectrum is also typically preferred.
  • the polymerizable composition is energy curable in time scales preferably less than five minutes such as for a brightness enhancing film having a 75 micron thickness.
  • the polymerizable composition is preferably sufficiently crosslinked to provide a glass transition temperature that is typically greater than 45° C.
  • the glass transition temperature can be measured by methods known in the art, such as Differential Scanning Calorimetry (DSC), modulated DSC, or Dynamic Mechanical Analysis.
  • DSC Differential Scanning Calorimetry
  • modulated DSC modulated DSC
  • Dynamic Mechanical Analysis Dynamic Mechanical Analysis
  • Suitable monomers having a high refractive index and a number average molecular weight no greater than 450 g/mole include for example phenoxy ethyl acrylate; phenoxy-2-methylethyl(meth)acrylate; phenoxyethoxyethyl(meth)acrylate; 3-hydroxy-2-hydroxypropyl(meth)acrylate; benzyl(meth)acrylate, 4-(1-methyl-1-phenethyl)phenoxyethyl(meth)acrylate; phenylthio ethyl acrylate; 2-naphthylthio ethyl acrylate; 1-naphthylthio ethyl acrylate; 2,4,6-tribromophenoxy ethyl acrylate; 2,4-dibromophenoxy ethyl acrylate; 2-bromophenoxy ethyl acrylate; 1-naphthyloxy ethyl acryl
  • At least one of the ingredients of the polymerizable composition comprises at least two ethylenically unsaturated groups. It is preferred that the polymerizable ingredient comprises at least one ingredient that comprises two or more (meth)acrylate groups. If surface modified nanoparticles are employed that comprise sufficient polymerizable (meth)acrylate groups, all the monomers of the organic component may be monofunctional.
  • Monomers that comprise at least two (meth)acrylate groups are also described as crosslinkers.
  • Suitable crosslinkers include for example hexanediol diacrylate, pentaerythritol tri(meth)acrylate, pentaerythritol tetra(meth)acrylate, trimethylolpropane tri(meth)acrylate, dipentaerythritol penta(meth)acrylate, dipentaerythritol hexa(meth)acrylate, trimethylolpropane ethoxylate tri(meth)acrylate, glyceryl tri(meth)acrylate, pentaerythritol propoxylate tri(meth)acrylate, and ditrimethylolpropane tetra(meth)acrylate. Any one or combination of crosslinkers may be employed. Since methacrylate groups tend to be less reactive than acrylate groups, the crosslinker(s) are preferably free of methacrylate
  • crosslinker When a crosslinker is present, it is preferably present in the organic component of the polymerizable composition in an amount of at least about 2 wt-%. Typically, the amount of crosslinker is not greater than about 25 wt-%.
  • PETA pentaerythritol triacrylate
  • SR444“and “SR399LV” are commercially available from Sartomer Company, Exton, PA under the trade designations “SR444“and “SR399LV” respectively; from Osaka Organic Chemical Industry, Ltd. Osaka, Japan under the trade designation “Viscoat #300“; from Toagosei Co. Ltd., Tokyo, Japan under the trade designation “Aronix M-305“; and from Eternal Chemical Co., Ltd., Kaohsiung, Taiwan under the trade designation “Etermer 235“.
  • Trimethylol propane triacrylate (TMPTA) and ditrimethylol propane tetraacrylate (di-TMPTA) are commercially available from Sartomer Company under the trade designations “SR351“and “SR355“. TMPTA is also available from Toagosei Co. Ltd. under the trade designation “Aronix M-309“. Further, ethoxylated trimethylolpropane triacrylate and ethoxylated pentaerythritol triacrylate are commercially available from Sartomer under the trade designations “SR454“and “SR494“respectively.
  • the organic component and polymerizable composition as a whole has the desired refractive index
  • the organic component can comprise other (e.g. lower refractive index) monomers.
  • Suitable monomers may provide other beneficial characteristics such as improved adhesion or reduced viscosity.
  • Suitable monomers include mono- or di-functional ethylenically unsaturated monomers such as (meth)acrylates or monomeric N-substituted or N,N-disubstituted (meth)acrylamides, especially acrylamide. These include N-alkylacrylamides and N,N-dialkylacrylamides, especially those containing C 1-4 alkyl groups.
  • N-isopropylacrylamide N-t-butylacrylamide, N,N-dimethylacrylamide, N,N-diethylacrylamide, N-vinyl pyrrolidone, N-vinyl caprolactam.
  • the polymerizable compositions described herein preferably comprise inorganic particles.
  • the viscosity of the organic component is generally within the lower target ranges as previously described when relatively high concentrations (e.g. 40 wt-% to 70 wt-%) of inorganic nanoparticles as employed.
  • relatively high concentrations e.g. 40 wt-% to 70 wt-%
  • the organic component may fall within the higher viscosity target ranges.
  • the viscosity of the (i.e. nanoparticle-containing) polymerizable composition is generally within the ranges previously described for the organic component alone. In general, as the concentration of inorganic nanoparticles of the polymerizable composition increases, the viscosity can increase. There is generally a substantial increase in viscosity as a function of concentration for inorganic nanoparticles lacking a suitable surface treatment as will subsequently be described.
  • the size of the particles is generally chosen to avoid significant visible light scattering.
  • the inorganic oxide particle selected can impart refractive index or scratch resistance increase or both. It may be desirable to use a mix of inorganic oxide particle types to optimize an optical or material property and to lower total composition cost.
  • the polymerized microstructured surface has a scratch contrast ratio value in a range of 1.0 to 1.15, or 1.0 to 1.12, or 1.0 to 1.10, or 1.0 to 1.05 as determined according to the test method described in U.S. patent application Ser. No. 10/938006 filed Sep. 10, 2004; incorporated herein by reference.
  • the scratch contrast ratio value can range from 1.0 to 1.65, or 1.0 to 1.4, or 1.0 to 1.10.
  • the inorganic nanoparticles are preferably surface modified such that the nanoparticles are polymerizable with the organic component.
  • Surface modified (e.g. colloidal) nanoparticles can be present in the polymerized structure in an amount effective to enhance the durability and/or refractive index of the article or optical element.
  • the surface modified colloidal nanoparticles described herein can have a variety of desirable attributes, including for example; nanoparticle compatibility with resin systems such that the nanoparticles form stable dispersions within the resin systems, surface modification can provide reactivity of the nanoparticle with the resin system making the composite more durable, properly surface modified nanoparticles added to resin systems provide a low impact on uncured composition viscosity.
  • a combination of surface modifiers can be used to manipulate the uncured and cured properties of the composition.
  • Appropriately surface modified nanoparticles can improve the optical and physical properties of the optical element such as, for example, improve resin mechanical strength, minimize viscosity changes while increasing solid volume loading in the resin system and maintain optical clarity while increasing solid volume loading in the resin system.
  • the surface modified colloidal nanoparticles can be oxide particles having a primary particle size or associated particle size of greater than 1 nm and less than 100 nm. It is preferred that the nanoparticles are unassociated. Their measurements can be based on transmission electron miscroscopy (TEM).
  • the nanoparticles can include metal oxides such as, for example, alumina, tin oxides, antimony oxides, silica, zirconia, titania, mixtures thereof, or mixed oxides thereof.
  • Surface modified colloidal nanoparticles can be substantially fully condensed.
  • Fully condensed nanoparticles such as the collidal silica used herein, typically have substantially no hydroxyls in their interiors.
  • Non-silica containing fully condensed nanoparticles typically have a degree of crystallinity (measured as isolated metal oxide particles) greater than 55%, preferably greater than 60%, and more preferably greater than 70%.
  • the degree of crystallinity can range up to about 86% or greater.
  • the degree of crystallinity can be determined by X-ray defraction techniques. Condensed crystalline (e.g. zirconia) nanoparticles have a high refractive index whereas amorphous nanoparticles typically have a lower refractive index.
  • Silica nanoparticles can have a particle size from 5 to 75 nm or 10 to 30 nm or 20 nm. Silica nanoparticles are typically in an amount from 10 to 60 wt-%. Typically the amount of silica is less than 40 wt-%.
  • Suitable silicas are commercially available from Nalco Chemical Co. (Naperville, Ill.) under the trade designation NALCO COLLOIDAL SILICAS.
  • silicas include NALCO trade designations 1040, 1042, 1050, 1060, 2327 and 2329.
  • Suitable fumed silicas include for example, products sold under the tradename, AEROSIL series OX-50, -130, -150, and -200 available from DeGussa AG, (Hanau, Germany), and CAB-O-SPERSE 2095, CAB-O-SPERSE A105, CAB-O-SIL M5 available from Cabot Corp. (Tuscola, Ill.).
  • Zirconia nanoparticles can have a particle size from approximately 5 to 50 nm, or 5 to 15 nm, or 10 nm. Zirconia nanoparticles can be present in the durable article or optical element in an amount from 10 to 70 wt %, or 30 to 50 wt %. Zirconias for use in materials of the invention are commercially available from Nalco Chemical Co. (Naperville, Ill.) under the product designation NALCO OOSSOO8 and from Buhler AG Uzwil, Switzerland under the trade designation “Buhler zirconia Z-WO sol”. Zirconia nanoparticle can also be prepared such as described in U.S. patent application Ser. No. 11/027426 filed Dec. 30, 2004 and U.S. Pat. No. 6,376,590.
  • Titania, antimony oxides, alumina, tin oxides, and/or mixed metal oxide nanoparticles can have a particle size or associated particle size from 5 to 50 nm, or 5 to 15 nm, or 10 nm. Titania, antimony oxides, alumina, tin oxides, and/or mixed metal oxide nanoparticles can be present in the durable article or optical element in an amount from 10 to 70 wt %, or 30 to 50 wt %.
  • Mixed metal oxide for use in materials of the invention are commercially available from Catalysts & Chemical Industries Corp., (Kawasaki, Japan) under the product designation Optolake.
  • Surface-treating the nano-sized particles can provide a stable dispersion in the polymeric resin.
  • the surface-treatment stabilizes the nanoparticles so that the particles will be well dispersed in the polymerizable resin and result in a substantially homogeneous composition.
  • the nanoparticles can be modified over at least a portion of its surface with a surface treatment agent so that the stabilized particle can copolymerize or react with the polymerizable resin during curing.
  • the nanoparticles are preferably treated with a surface treatment agent.
  • a surface treatment agent has a first end that will attach to the particle surface (covalently, ionically or through strong physisorption) and a second end that imparts compatibility of the particle with the resin and/or reacts with resin during curing.
  • surface treatment agents include alcohols, amines, carboxylic acids, sulfonic acids, phospohonic acids, silanes and titanates.
  • the preferred type of treatment agent is determined, in part, by the chemical nature of the metal oxide surface. Silanes are preferred for silica and other for siliceous fillers. Silanes and carboxylic acids are preferred for metal oxides such as zirconia.
  • the surface modification can be done either subsequent to mixing with the monomers or after mixing. It is preferred in the case of silanes to react the silanes with the particle or nanoparticle surface before incorporation into the resin.
  • the required amount of surface modifier is dependant upon several factors such particle size, particle type, modifier molecular wt, and modifier type. In general it is preferred that approximately a monolayer of modifier is attached to the surface of the particle. The attachment procedure or reaction conditions required also depend on the surface modifier used. For silanes it is preferred to surface treat at elevated temperatures under acidic or basic conditions for from 1-24 hr approximately. Surface treatment agents such as carboxylic acids may not require elevated temperatures or extended time.
  • surface treatment agents suitable for the compositions include compounds such as, for example, isooctyl trimethoxy-silane, N-(3-triethoxysilylpropyl)methoxyethoxyethoxyethyl carbamate (PEG3TES), N-(3-triethoxysilylpropyl)methoxyethoxyethoxyethyl carbamate (PEG2TES), 3-(methacryloyloxy)propyltrimethoxysilane, 3-acryloxypropyltrimethoxysilane, 3-(methacryloyloxy)propyltriethoxysilane, 3-(methacryloyloxy) propylmethyldimethoxysilane, 3-(acryloyloxypropyl)methyldimethoxysilane, 3-(methacryloyloxy)propyldimethylethoxysilane, 3-(methacryloyloxy) propyldimethylethoxysilane, 3-(
  • the surface modification of the particles in the colloidal dispersion can be accomplished in a variety of ways.
  • the process involves the mixture of an inorganic dispersion with surface modifying agents.
  • a co-solvent can be added at this point, such as for example, 1-methoxy-2-propanol, ethanol, isopropanol, ethylene glycol, N,N-dimethylacetamide and 1-methyl-2-pyrrolidinone.
  • the co-solvent can enhance the solubility of the surface modifying agents as well as the surface modified particles.
  • the mixture comprising the inorganic sol and surface modifying agents is subsequently reacted at room or an elevated temperature, with or without mixing. In one method, the mixture can be reacted at about 85 degree C.
  • the surface treatment of the metal oxide can preferably involve the adsorption of acidic molecules to the particle surface.
  • the surface modification of the heavy metal oxide preferably takes place at room temperature.
  • the surface modification of ZrO 2 with silanes can be accomplished under acidic conditions or basic conditions.
  • the silanes are heated under acid conditions for a suitable period of time.
  • the dispersion is combined with aqueous ammonia (or other base).
  • This method allows removal of the acid counter ion from the ZrO 2 surface as well as reaction with the silane.
  • the particles are precipitated from the dispersion and separated from the liquid component.
  • a preferred combination of surface modifying agents includes at least one surface modifying agent having a functional group that is co-polymerizable with the (organic component of the) hardenable resin and a second modifying agent different than the first modifying agent.
  • the second modifying agent is optionally co-polymerizable with the organic component of the polymerizable composition.
  • the second modifying agent may have a low refractive index (i.e. less than 1.52 or less than 1.50).
  • the second modifying agent is preferably a polyalkyleneoxide containing modifying agent that is optionally co-polymerizable with the organic component of the polymerizable composition.
  • the surface modified particles can be extracted into a water immiscible solvent followed by solvent exchange, if so desired.
  • another method for incorporating the surface modified nanoparticles in the polymerizable resin involves the drying of the modified particles into a powder, followed by the addition of the resin material into which the particles are dispersed.
  • the drying step in this method can be accomplished by conventional means suitable for the system, such as, for example, oven drying or spray drying.
  • the polymerizable compositions described herein can also contain one or more other useful additives as known in art including but not limited to surfactants, pigments, fillers, polymerization inhibitors, antioxidants, anti-static agents, and other possible ingredients.
  • Such a polymerization process lends itself to rapid, mass production of articles with no adverse environmental impact because no or only a minor amount of solvent or other volatiles are evolved.
  • the process also lends itself to replication of articles with microstructure comprising utilitarian discontinuities, such as projections and depressions, which are readily released from the mold without loss of the detail of the mold and with retention of the replication of such detail under a wide variety of conditions during use.
  • the articles can be formed with a wide variety of desired properties, such as toughness, flexibility, optical clarity and homogeneity, and resistance to common solvents, the microstructure of such articles having high thermal dimensional stability, resistance to abrasion and impact, and integrity even when the articles are bent.
  • Suitable methods of polymerization include solution polymerization, suspension polymerization, emulsion polymerization, and bulk polymerization, as are known in the art. Suitable methods include heating in the presence of a free-radical initiator as well as irradiation with electromagnetic radiation such as ultraviolet or visible light in the presence of a photoinitiator. Inhibitors are frequently used in the synthesis of the polymerizable composition to prevent premature polymerization of the resin during synthesis, transportation and storage. Suitable inhibitors include hydroquinone, 4-methoxy phenol, and hindered amine nitroxide inhibitors at levels of 50-1000 ppm. Other kinds and/or amounts of inhibitors may be employed as known to those skilled in the art.
  • Suitable photoinitiators include monoacylphosphine oxide and bisacylphosphine oxide.
  • Commercially available mono or bisacylphosphine oxide photoinitiators include 2,4,6-trimethylbenzoydiphenylphosphine oxide, commercially available from BASF (Charlotte, N.C.) under the trade designation “Lucirin TPO”; ethyl-2,4,6-trimethylbenzoylphenyl phosphinate, also commercially available from BASF under the trade designation “Lucirin TPO-L”; and bis(2,4,6-trimethylbenzoyl)-phenylphosphine oxide commercially available from Ciba Specialty Chemicals under the trade designation “Irgacure 819”.
  • photoinitiators include 2-hydroxy-2-methyl-1-phenyl-propan-1-one, commercially available from Ciba Specialty Chemicals under the trade designation “Darocur 1173” as well as other photoinitiators commercially available from Ciba Specialty Chemicals under the trade designations “Darocur 4265”, “Irgacure 651”, “Irgacure 1800”, “Irgacure 369”, “Irgacure 1700”, and “Irgacure 907”.
  • the photoinitiator can be used at a concentration of about 0.1 to about 10 weight percent. More preferably, the photoinitiator is used at a concentration of about 0.5 to about 5 wt-%. Greater than 5 wt-% is generally disadvantageous in view of the tendency to cause yellow discoloration of the brightness enhancing film.
  • Other photoinitiators and photoinitiator may also suitably be employed as may be determined by one of ordinary skill in the art.
  • Surfactants such as fluorosurfactants and silicone based surfactants can optionally be included in the polymerizable composition to reduce surface tension, improve wetting, allow smoother coating and fewer defects of the coating, etc.
  • the optical layer can directly contact the base layer or be optically aligned to the base layer, and can be of a size, shape and thickness allowing the optical layer to direct or concentrate the flow of light.
  • the optical layer can have a structured or micro-structured surface that can have any of a number of useful patterns such as described and shown in the FIGURES.
  • the micro-structured surface can be a plurality of parallel longitudinal ridges extending along a length or width of the film. These ridges can be formed from a plurality of prism apexes. These apexes can be sharp, rounded or flattened or truncated. For example, the ridges can be rounded to a radius in a range of 4 to 7 to 15 micrometers.
  • a useful microstructure is a regular prismatic pattern that can act as a totally internal reflecting film for use as a brightness enhancement film.
  • Another useful microstructure is a corner-cube prismatic pattern that can act as a retro-reflecting film or element for use as reflecting film.
  • Another useful microstructure is a prismatic pattern that can act as an optical element for use in an optical display.
  • Another useful microstructure is a prismatic pattern that can act as an optical turning film or element for use in an optical display.
  • the base layer can be of a nature and composition suitable for use in an optical product, i.e. a product designed to control the flow of light. Almost any material can be used as a base material as long as the material is sufficiently optically clear and is structurally strong enough to be assembled into or used within a particular optical product. A base material can be chosen that has sufficient resistance to temperature and aging that performance of the optical product is not compromised over time.
  • the particular chemical composition and thickness of the base material for any optical product can depend on the requirements of the particular optical product that is being constructed. That is, balancing the needs for strength, clarity, temperature resistance, surface energy, adherence to the optical layer, among others.
  • Useful base materials include, for example, styrene-acrylonitrile, cellulose acetate butyrate, cellulose acetate propionate, cellulose triacetate, polyether sulfone, polymethyl methacrylate, polyurethane, polyester, polycarbonate, polyvinyl chloride, polystyrene, polyethylene naphthalate, copolymers or blends based on naphthalene dicarboxylic acids, polycyclo-olefins, polyimides, and glass.
  • the base material can contain mixtures or combinations of these materials.
  • the base may be multi-layered or may contain a dispersed component suspended or dispersed in a continuous phase.
  • examples of preferred base materials include polyethylene terephthalate (PET) and polycarbonate.
  • PET polyethylene terephthalate
  • useful PET films include photograde polyethylene terephthalate and MELINEXTM PET available from DuPont Films of Wilmington, Del.
  • base materials can be optically active, and can act as polarizing materials.
  • a number of bases, also referred to herein as films or substrates, are known in the optical product art to be useful as polarizing materials.
  • Polarization of light through a film can be accomplished, for example, by the inclusion of dichroic polarizers in a film material that selectively absorbs passing light.
  • Light polarization can also be achieved by including inorganic materials such as aligned mica chips or by a discontinuous phase dispersed within a continuous film, such as droplets of light modulating liquid crystals dispersed within a continuous film.
  • a film can be prepared from microfine layers of different materials. The polarizing materials within the film can be aligned into a polarizing orientation, for example, by employing methods such as stretching the film, applying electric or magnetic fields, and coating techniques.
  • polarizing films examples include those described in U.S. Pat. Nos. 5,825,543 and 5,783,120, each of which are incorporated herein by reference. The use of these polarizer films in combination with a brightness enhancement film has been described in U.S. Pat. No. 6,111,696, incorporated by reference herein.
  • a second example of a polarizing film that can be used as a base are those films described in U.S. Pat. No. 5,882,774, also incorporated herein by reference. Films available commercially are the multilayer films sold under the trade designation DBEF (Dual Brightness Enhancement Film) from 3M. The use of such multilayer polarizing optical film in a brightness enhancement film has been described in U.S. Pat. No. 5,828,488, incorporated herein by reference.
  • DBEF Dual Brightness Enhancement Film
  • base materials is not exclusive, and as will be appreciated by those of skill in the art, other polarizing and non-polarizing films can also be useful as the base for the optical products of the invention. These base materials can be combined with any number of other films including, for example, polarizing films to form multilayer structures.
  • additional base materials can include those films described in U.S. Pat. Nos. 5,612,820 and 5,486,949, among others.
  • the thickness of a particular base can also depend on the above-described requirements of the optical product.
  • Durable microstructure-bearing articles can be constructed in a variety of forms, including those having a series of alternating tips and grooves sufficient to produce a totally internal reflecting film.
  • An example of such a film is a brightness enhancing film having a regular repeating pattern of symmetrical tips and grooves, while other examples have patterns in which the tips and grooves are not symmetrical.
  • Examples of microstructure bearing articles useful as brightness enhancing films are described by U.S. Pat. Nos. 5,175,030 and 5,183,597, which are both incorporated herein by reference.
  • a microstructure-bearing article can be prepared by a method including the steps of (a) preparing a polymerizable composition; (b) depositing the polymerizable composition onto a master negative microstructured molding surface in an amount barely sufficient to fill the cavities of the master; (c) filling the cavities by moving a bead of the polymerizable composition between a preformed base and the master, at least one of which is flexible; and (d) curing the composition.
  • the master can be metallic, such as nickel, nickel-plated copper or brass, or can be a thermoplastic material that is stable under polymerization conditions and that preferably has a surface energy that permits clean removal of the polymerized material from the master.
  • microstructure topography can be similar to the molding process described in U.S. Pat. No. 5,691,846 which is incorporated by reference herein.
  • the microstructure article according to the invention can be formed from a continuous process at any desired length such as, for example, 5, 10, 100, 1000 meters or more.
  • the durable article can be used in applications needing durable micro-structured film including, for example, brightness enhancing films.
  • the structure of these durable brightness enhancing films can include a wide variety of micro-structured films such as, for example, U.S. Pat. No. 5,771,328, U.S. Pat. No. 5,917,664, U.S. Pat. No. 5,919,551, U.S. Pat. No. 6,280,063, and U.S. Pat. No. 6,356,391, all incorporated by reference herein.
  • the brightness enhancement film 11 in the backlit liquid crystal display is useful in equipment such as computer displays (laptop displays and computer monitors), televisions, video recorders, mobile communication devices, handheld devices (i.e. cellphone, PDA), automobile and avionic instrument displays, and the like, represented by reference character 21 .
  • the brightness enhancement film 11 includes an array of prisms typified by prisms 22 , 24 , 26 , and 28 , as illustrated in FIG. 2 .
  • Each prism for example, such as prism 22 , has a first facet 30 and a second facet 32 .
  • the prisms 22 , 24 , 26 , and 28 can be formed on a body portion 34 that has a first surface 36 on which the prisms are formed and a second surface 38 that is substantially flat or planar and opposite the first surface.
  • a linear array of regular right prisms can provide both optical performance and ease of manufacture.
  • right prisms it is meant that the apex angle ⁇ is approximately 90°, but can also range from approximately 70° to 120° or from approximately 80° to 100°.
  • the prism facets need not be identical, and the prisms may be tilted with respect to each other.
  • the relationship between the thickness 40 of the film and the height 42 of the prisms is not critical, but it is desirable to use thinner films with well defined prism facets.
  • the angle that the facets can form with the surface 38 if the facets were to be projected can be 45°. However, this angle would vary depending on the pitch of the facet or the angle ⁇ of the apex.
  • FIGS. 3-9 illustrate representative embodiments of a construction for an optical element. It should be noted that these drawings are not to scale and that, in particular, the size of the structured surface is greatly exaggerated for illustrative purposes.
  • the construction of the optical element can include combinations or two or more of the described embodiments below.
  • the film 130 includes a first surface 132 and an opposing structured surface 134 which includes a plurality of substantially linearly extending prism elements 136 .
  • Each prism element 136 has a first side surface 138 and a second side surface 138 ′, the top edges of which intersect to define the peak, or apex 142 of the prism element 136 .
  • the bottom edges of side surfaces 138 , 138 ′ of adjacent prism elements 136 intersect to form a linearly extending groove 144 between prism elements.
  • the dihedral angle defined by the prism apex 142 measures approximately 90 degrees, however it will be appreciated that the exact measure of the dihedral angle in this and other embodiments may be varied in accordance with desired optical parameters.
  • the structured surface 134 of film 130 may be described as having a plurality of alternating zones of prism elements having peaks which are spaced at different distances from a common reference plane.
  • the common reference plane may be arbitrarily selected.
  • One convenient example of a common reference plane is the plane which contains first surface 132 ; another is the plane defined by the bottom of the lower most grooves of the structured surface, indicated by dashed line 139 .
  • the shorter prism elements measure approximately 50 microns in width and approximately 25 microns in height, measured from dashed line 139
  • the taller prism elements measure approximately 50 microns in width and approximately 26 microns in height.
  • the width of the zone which includes the taller prism elements can measure between about 1 micron and 300 microns.
  • the width of the zone that includes the shorter prism elements is not critical and can measures between 200 microns and 4000 microns. In any given embodiment the zone of shorter prism elements can be at least as wide as the zone of taller prism elements.
  • the article depicted in FIG. 3 is merely exemplary and is not intended to limit the scope of the present invention.
  • the height or width of the prism elements may be changed within practicable limits—it is practicable to machine precise prisms in ranges extending from about 1 micron to about 200 microns.
  • the dihedral angles may be changed or the prism axis may be tilted to achieve a desired optical effect.
  • the width of the first zone can be less than about 200 to 300 microns. Under normal viewing conditions, the human eye has difficulty resolving small variations in the intensity of light that occur in regions less than about 200 to 300 microns in width. Thus, when the width of the first zone is reduced to less than about 200 to 300 microns, any optical coupling that may occur in this zone is not detectable to the human eye under normal viewing conditions.
  • a variable height structured surface may also be implemented by varying the height of one or more prism elements along its linear extent to create alternating zones which include portions of prism elements having peaks disposed at varying heights above a common reference plane.
  • FIG. 4 illustrates another embodiment of the optical element similar to FIG. 3 except that the film 150 includes a structured surface 152 which has a zone of relatively shorter prism elements 154 separated by a zone including a single taller prism element 156 .
  • the taller prism element limits the physical proximity of a second sheet of film to structured surface 152 , thereby reducing the likelihood of a visible wet-out condition. It has been determined that the human eye is sensitive to changes in facet heights in light directing films and that relatively wide zones of taller prism elements will appear as visible lines on the surface of a film. While this does not materially affect the optical performance of the film, the lines may be undesirable in certain commercial circumstances. Reducing the width of a zone of taller prism elements correspondingly reduces the ability of a human eye to detect the lines in the film caused by the taller prism elements.
  • FIG. 5 is a representative example of another embodiment of an optical element in which the prism elements are approximately the same size but are arranged in a repeating stair step or ramp pattern.
  • the film 160 depicted in FIG. 5 includes a first surface 162 and an opposing structured surface 164 including a plurality of substantially linear prism elements 166 .
  • Each prism element has opposing lateral faces 168 , 168 ′ which intersect at their upper edge to define the prism peaks 170 .
  • the dihedral angle defined by opposing lateral faces 168 , 168 ′ measures approximately 90 degrees.
  • the highest prisms may be considered a first zone and adjacent prisms may be considered a second zone. Again, the first zone can measure less than about 200 to 300 microns.
  • FIG. 6 illustrates a further embodiment of an optical element.
  • the film 180 disclosed in FIG. 6 includes a first surface 182 and an opposing structured surface 184 .
  • This film may be characterized in that the second zone which includes relatively shorter prism elements contains prism elements of varying height.
  • the structured surface depicted in FIG. 6 has the additional advantage of substantially reducing the visibility to the human eye of lines on the surface of the film caused by the variations in the height of the prism elements.
  • FIG. 7 shows another embodiment of an optical element for providing a soft cutoff.
  • FIG. 7 shows a brightness enhancement film, designated generally as 240 , according to the invention.
  • Brightness enhancement film 240 includes a substrate 242 and a structured surface material 244 .
  • Substrate 242 is can generally be a polyester material and structured surface material 244 can be an ultraviolet-cured acrylic or other polymeric material discussed herein.
  • the exterior surface of substrate 242 is preferably flat, but could have structures as well. Furthermore, other alternative substrates could be used.
  • Structured surface material 244 has a plurality of prisms such as prisms 246 , 248 , and 250 , formed thereon.
  • Prisms 246 , 248 , and 250 have peaks 252 , 254 , and 256 , respectively. All of peaks 252 , 254 , and 256 have peak or prism angles of preferably 90 degrees, although included angles in the range 60 degrees to 120 degrees.
  • Between prisms 246 and 248 is a valley 258 .
  • Between prisms 248 and 250 is a valley 260 .
  • Valley 258 may be considered to have the valley associated with prism 246 and has a valley angle of 70 degrees and valley 260 may be considered the valley associated with prism 248 and has a valley angle of 110 degrees, although other values could be used.
  • brightness enhancement film 240 increases the apparent on axis brightness of a backlight by reflecting and recycling some of the light and refracting the remainder like prior art brightness enhancement film, but with the prisms canted in alternating directions. The effect of canting the prisms is to increase the size of the output light cone.
  • chord width 342 a chord width 342 , cross-sectional pitch width 344 , radius of curvature 346 , and root angle 348 in which the chord width is equal to about 20-40% of the cross-sectional pitch width and the radius of curvature is equal to about 20-50% of the cross-sectional pitch width.
  • the root angle ranges from about 70-110 degrees, or from about 85-95 degrees, with root angles of about 90 degrees being preferred.
  • the placement of the prisms within the array is selected to maximize the desired optical performance.
  • Rounded prism apex brightness enhancement articles usually suffer from decreased gain.
  • the addition of high refractive index surface modified nanoparticles can offset the lost gain from the rounded prism apex brightness enhancement articles.
  • FIGS. 10-12 illustrate an illumination device including a turning film.
  • the turning film can include the inventive material disclosed herein for form a durable turning film.
  • a turning lens or turning film typically includes prism structures formed on an input surface, and the input surface is disposed adjacent the lightguide. The light rays exiting the lightguide at the glancing angle, usually less than 30 degrees to the output surface, encounter the prism structures. The light rays are refracted by a first surface of the prism structures and are reflected by a second surface of the prism structures such that they are directed by the turning lens or film in the desired direction, e.g., substantially parallel to a viewing axis of the display.
  • Turning films may have rounded apexes, having a radius for example of at least 0.5 micrometers and typically no greater than 10 micrometers.
  • an illumination system 510 includes optically coupled a light source 512 ; a light source reflector 514 ; a lightguide 516 with an output surface 518 , a back surface 520 , an input surface 521 and an end surface 522 ; a reflector 524 adjacent the back surface 520 ; a first light redirecting element 526 with an input surface 528 and an output surface 530 ; a second light redirecting element 532 ; and a reflective polarizer 534 .
  • the lightguide 516 may be a wedge or a modification thereof.
  • the purpose of the lightguide is to provide for the uniform distribution of light from the light source 512 over an area much larger than the light source 512 , and more particularly, substantially over an entire area formed by output surface 518 .
  • the lightguide 516 further preferably accomplishes these tasks in a compact, thin package.
  • the light source 512 may be a CCFL that is edge coupled to the input surface 521 of the lightguide 516 , and the lamp reflector 514 may be a reflective film that wraps around the light source 512 forming a lamp cavity.
  • the reflector 524 backs the lightguide 516 and may be an efficient back reflector, e.g., a lambertian or a specular film or a combination.
  • the first light redirecting element 526 is arranged to redirect the light rays exiting the output surface 518 along a direction substantially parallel to a preferred viewing direction.
  • the preferred viewing direction may be normal to the output surface 518 , but will more typically be at some angle to the output surface 518 .
  • each prism 538 , 540 and 542 may be formed with differing side angles as compared to its respective neighbor prisms. That is, prism 540 may be formed with different side angles (angles C and D) than prism 538 (angles A and B), and prism 542 (angles E and F). As shown, prisms 538 have a prism angle, i.e., the included angle, equal to the sum of the angles A and B. Similarly, prisms 540 have a prism angle equal to the sum of the angles C and D, while prisms 542 have a prism angle equal to the sum of the angles E and F. While array 536 is shown to include three different prism structures based upon different prism angle, it should be appreciated that virtually any number of different prisms may be used.
  • Prisms 538 , 540 and 542 may also be formed with a common prism angle but with a varied prism orientation.
  • a prism axis “ 1 ” is illustrated in FIG. 11 for prism 538 .
  • the prism axis 1 may be arranged normal to the output surface 530 , as shown for prism 538 , or at an angle to the output surface either toward or away from the light source as illustrated by phantom axes “ 1 + ” and “ 1 ⁇ ”, respectively, for prisms 540 and 542 .
  • Prisms 538 , 540 and 542 may be arranged within array 536 as shown in FIG. 11 in a regular repeating pattern or clusters 543 of prisms, and while the array 536 is not shown to have like prisms adjacent like prisms, such a configuration may also be used.
  • the prisms 538 , 540 and 542 may change continuously from a first prism configuration, such as prism configuration 538 , to a second prism configuration, such as prism configuration 540 , and so on.
  • the prism configuration may change in a gradient manner from the first prism configuration to the second prism configuration.
  • the prisms may change in a step-wise manner, similar to the configuration shown in FIG. 11 .
  • the prisms have a prism pitch, which is selected to be smaller than the spatial ripple frequency.
  • the clusters may have a regular cluster pitch.
  • the prism array can be symmetrical as shown in FIG. 11 or the prism array can be non-symmetrical.
  • an array of prisms such as array 536 ′ shown in FIG. 12 formed in light redirecting element 526 ′, may be used.
  • prisms 538 ′ in the array 536 ′, has angle A′ unequal to angle B′.
  • angle C′ is unequal to angle A′ and angle D′
  • angle E′ is unequal to either of angle A′, angle C′ or angle F′.
  • the array 536 ′ may be advantageously formed using a single diamond cutting tool of a predetermined angle, and tilting the tool for each cut producing prisms of differing prism angle and symmetry.
  • polymer will be understood to include polymers, copolymers (e.g., polymers formed using two or more different monomers), oligomers and combinations thereof, as well as polymers, oligomers, or copolymers that can be formed in a miscible blend by, for example, coextrusion or reaction, including transesterification. Both block and random copolymers are included, unless indicated otherwise.
  • (meth)acrylate refers to both acrylate and methacrylate compounds.
  • refractive index is defined herein as the absolute refractive index of a material that is understood to be the ratio of the speed of electromagnetic radiation in free space to the speed of the radiation in that material.
  • the refractive index can be measured using known methods and is generally measured using an Abbe Refractometer in the visible light region.
  • nanoparticles is defined herein to mean particles (primary particles or associated primary particles) with a diameter less than about 100 nm.
  • associated particles refers to a grouping of two or more primary particles that are aggregated and/or agglomerated.
  • aggregation is descriptive of a strong association between primary particles that may be chemically bound to one another. The breakdown of aggregates into smaller particles is difficult to achieve.
  • Agglomeration as used herein is descriptive of a weak association of primary particles that may be held together by charge or polarity and can be broken down into smaller entities.
  • primary particle size is defined herein as the size of a non-associated single particle.
  • sol is defined herein as a dispersion or suspension of colloidal particles in a liquid phase.
  • stable dispersion is defined herein as a dispersion in which the colloidal nanoparticles do not agglomerate after standing for a period of time, such as about 24 hours, under ambient conditions—e.g. room temperature (about 20-22° C.), atmospheric pressure, and no extreme electromagnetic forces.
  • gain is defined herein as a measure of the improvement in brightness of a display due to a brightness enhancing film, and is a property of the optical material, and also of the geometry of the brightness enhancing film. Typically, the viewing angle decreases as the gain increases. A high gain is desired for a brightness enhancing film because improved gain provides an effective increase in the brightness of the backlight display.
  • the liquid suspension was concentrated to 14.5% solids using a rotovap. This concentrate was pumped at a rate of 10 mL/min through 100 feet of 1 ⁇ 4′′ outside diameter stainless steel tubing that was immersed in a bath of oil heated to 206° C. The flow then passed to an additional 40-foot length of tubing immersed in an ice/water bath to cool the stream. A backpressure regulator was placed at the end of the tubing to maintain an exit pressure of 260-270 psig. The product of this step was a liquid sol (10.5% solids).
  • the liquid suspension was concentrated to about 18.5% solids using a rotovap.
  • This concentrate was pumped at a rate of 15 mL/min through 100 feet of 1 ⁇ 4′′ outside diameter stainless steel tubing that was immersed in a bath of oil heated to 206° C. The flow then passed to an additional 40-foot length of tubing immersed in an ice/water bath to cool the stream.
  • a backpressure regulator was placed at the end of the tubing to maintain an exit pressure of 230-340 psig.
  • the product of this step was a liquid sol.
  • the sol was further concentrated via rotary evaoporation to yield a final of 40.47% solids.
  • ZrO 2 Sol 3 can be produced in the same manner yielding a sol with 45.78% solids.
  • PCS Photon Correlation Spectroscopy
  • the volume-average particle size was determined by Photon Correlation Spectroscopy (PCS) using a Malvern Series 4700 particle size analyzer (available from Malvern Instruments Inc., Southborough, Mass.). Dilute zirconia sol samples were filtered through a 0.2 ⁇ m filter using syringe-applied pressure into a glass cuvette that was then covered. Prior to starting data acquisition the temperature of the sample chamber was allowed to equilibrate at 25 ° C. The supplied software was used to do a CONTIN analysis with an angle of 90 degrees. CONTIN is a widely used mathematical method for analyzing general inverse transformation problems that is further described in S. W. Provencher, Comput. Phys. Commun. 27, 229 (1982).
  • refractive index of water equal to 1.333
  • viscosity of water equal to 0.890 centipoise
  • refractive index of the zirconia particles equal to 1.9.
  • the intensity-average particle size was equal to the size of a particle corresponding to the mean value of the scattered light intensity distribution.
  • the scattered light intensity was proportional to the sixth power of the particle diameter.
  • the volume-average particle size also reported in nanometers, was derived from a volume distribution that was calculated from the scattered light intensity distribution taking into account both the refractive index of the zirconia particles and the refractive index of the dispersing medium (i.e., water).
  • the volume-average particle size was equal to the particle size corresponding to the mean of the volume distribution.
  • the intensity-average particle size was divided by the volume-average particle size to provide a ratio that is indicative of the particle size distribution.
  • the particle size of a dried zirconia sample was reduced by hand grinding using an agate mortar and pestle. A liberal amount of the sample was applied by spatula to a glass microscope slide on which a section of double coated tape had been adhered. The sample was pressed into the adhesive on the tape by forcing the sample against the tape with the spatula blade. Excess sample was removed by scraping the sample area with the edge of the spatula blade, leaving a thin layer of particles adhered to the adhesive. Loosely adhered materials remaining after the scraping were remove by forcefully tapping the microscope slide against a hard surface. In a similar manner, corundum (Linde 1.0 ⁇ m alumina polishing powder, Lot Number C062, Union Carbide, Indianapolis, Ind.) was prepared and used to calibrate the diffractometer for instrumental broadening.
  • X-ray diffraction scans were obtained using a Philips vertical diffractometer having a reflection geometry, copper K ⁇ radiation, and proportional detector registry of the scattered radiation.
  • the diffractometer was fitted with variable incident beam slits, fixed diffracted beam slits, and graphite diffracted beam monochromator.
  • the survey scan was conducted from 25 to 55 degrees two theta (2 ⁇ ) using a 0.04 degree step size and 8 second dwell time.
  • X-ray generator settings of 45 kV and 35 mA were employed.
  • Data collections for the corundum standard were conducted on three separate areas of several individual corundum mounts. Data was collected on three separate areas of the thin layer sample mount.
  • the observed diffraction peaks were identified by comparison to the reference diffraction patterns contained within the International Center for Diffraction Data (ICDD) powder diffraction database (sets 1-47, ICDD, Newton Square, Pa.) and attributed to either cubic/tetragonal (C/T) or monoclinic (M) forms of zirconia.
  • ICDD International Center for Diffraction Data
  • C/T cubic/tetragonal
  • M monoclinic
  • Peak widths for the observed diffraction maxima due to corundum were measured by profile fitting. The relationship between mean corundum peak widths and corundum peak position (2 ⁇ ) was determined by fitting a polynomial to these data to produce a continuous function used to evaluate the instrumental breadth at any peak position within the corundum testing range. Peak widths for the observed diffraction maxima due to zirconia were measured by profile fitting observed diffraction peaks.
  • the Dispersion Index is equal to the volume-average size measured by PCS divided by the weighted average crystallite size measured by XRD.
  • ZrO 2 Sol 1 was dialyzed for approximately 12 hr (Sigma 250-7U MWCO>12,000 available from Aldrich) to yield a stable sol at 10.93% solids.
  • the dialyzed ZrO 2 Sol 1 (435.01 g) and MEEAA (9.85 g) were charged to a 1 liter round bottom flask and were concentrated via rotary evaporation.
  • Isopropanol (30 g) and NSEA (35.00 g) were then added to the concentrated sol.
  • the dispersion was then concentrated via rotary evaporation.
  • the ZrO 2 filled NSEA had a refractive index of 1.674 and was 48.83% ZrO 2 .
  • 0.39 g of TPO-L was added to 40.09 g of the concentrated dispersion.
  • 0.98 g of SR 351 was added.
  • ZrO 2 Sol 1 was dialyzed for approximately 12 hr (Sigma 250-7U MWCO>12,000 available from Aldrich) to yield a stable sol at 10.93% solids.
  • the dialyzed ZrO 2 Sol 1 (437.02 g) and MEEAA (10 g) were charged to a 1 L round bottom flask. The water and acetic acid were removed via rotary evaporation. The powder thus obtained was redispersed in D.I water. The dispersion was 21.45 wt % ZrO 2 .
  • the aqueous ZrO 2 sol (206.5 g) was charged to a jar to which was added, with stirring, 300 g 1-methoxy-2-propanol, 9.89 g A174, 6.64 g Silquest A-1230. This mixture was then poured into a IL jar, sealed and heated to 90° C. for 3 hours. The contents of the jar were removed and concentrated to approximately 25.4 wt % ZrO 2 via rotary evaporation. Deionized water (450 g) and concentrated aqueous ammonia (29% NH4OH) (13.9 g) were charged to a IL beaker. The concentrated ZrO 2 dispersion was added slowly to the beaker with stirring.
  • the white precipitate thus obtained was isolated via vacuum filtration and washed with additional D.I. water.
  • the damp solids were dispersed in 1-methoxy-2-propanol.
  • the resultant silane modified zirconia sol contained 20.53 wt % solids and 17.44 wt % ZrO 2 .
  • the silane modified ZrO 2 sol (117.03 g), PEA (15.12 g), HDDA (1.68 g) and a 5% solution of Prostab 5198 in water (0.13 g) were added to a round bottom flask. The water and 1-methoxy-2-propanol were removed via rotary evaporation.
  • the ZrO 2 filled resin had a refractive index of 1.584 and was 47% ZrO 2 .
  • ZrO 2 Sol 2 was dialyzed for approximately 4.5 hr (Spetra/Por Membrane MWCO 12-14,000 available from VWR) to yield a stable sol at 33.85% solids.
  • the dialyzed ZrO 2 Sol 2 (53.13 g), MEEAA (1.59 g), BCEA (1.14 g), 1-methoxy-2-propanol (133 g), NSEA (7.09 g) and TMPTA (0.97 g) were charged to a round bottom flask and concentrated via rotary evaporation.
  • the ZrO 2 containing resin was 58.57% ZrO 2 and had a refractive index of 1.682.
  • the ZrO 2 containing resin (21.94 g) and TPO-L (0.09 g) were mixed together.
  • ZrO 2 Sol 2 was dialyzed for approximately 4.5 hr (Spetra/Por Membrane MWCO 12-14,000 available from VWR) to yield a stable sol at 33.85% solids.
  • the dialyzed ZrO 2 Sol 2 (109.90 g), MEEAA (3.28 g), BCEA (2.36 g), 1-methoxy-2-propanol (200 g), NOEA (14.68 g) and TMPTA (2.00 g) were charged to a round bottom flask and concentrated via rotary evaporation.
  • the ZrO 2 containing resin was 57.22% ZrO 2 and had a refractive index of 1.661.
  • the ZrO 2 containing resin (29.47 g) and TPO-L (0.13 g) were mixed together.
  • ZrO 2 Sol 2 was dialyzed for approximately 4.5 hr (Spetra/Por Membrane MWCO 12-14,000 available from VWR) to yield a stable sol at 33.85% solids.
  • the dialyzed ZrO 2 Sol 2 (144.02 g), MEEAA (4.30 g), BCEA (3.09 g), 1-methoxy-2-propanol (300 g), NOEA (10.22 g), TMPTA (4.38 g), BR31 (21.89 g) and a 5% solution of Prostab 5198 in water (0.3 g) were charged to a round bottom flask and the alcohol and water were removed via rotary evaporation.
  • the ZrO 2 containing resin was 46.97% ZrO 2 and had a refractive index of 1.636.
  • the ZrO 2 containing resin (49.03 g) and TPO-L (0.26 g) were mixed together.
  • ZrO 2 Sol 3 (100.00 g), MEEAA (4.44 g), BCEA (2.13 g), 1-methoxy-2-propanol (115 g), a 50/50 mix of PEA/BR31 (29.78 g) and a 5% solution of Prostab 5198 in water (0.12 g) were charged to a round bottom flask and the alcohol and water were removed via rotary evaporation.
  • the ZrO 2 containing resin was approximately 53.3% ZrO 2 and had a refractive index of 1.642. 0.47 pph of TPO-L was added to the above mixture.
  • ZrO 2 Sol 3 200 g
  • MEEAA 8.81 g
  • BCEA 4.22 g
  • 1-methoxy-2-propanol 230 g
  • a 38/50/12 mix of BR31/PEA/TMPTA 59.1 g
  • a 5% solution of Prostab 5198 in water (0.24 g) were charged to a round bottom flask and the alcohol and water were removed via rotary evaporation.
  • the ZrO 2 containing resin was 52.31% ZrO 2 and had a refractive index of 1.638.
  • the ZrO 2 filled resin (116 g) and TPO-L (0.55 g) were mixed together.
  • the organic component of all the examples as well as the polymerizable compositions of all the examples have a solvent content of less than 2 wt-%. All of the organic components employed in the examples have a viscosity of less than 100 cps at 50° C. All of the organic components employed in the examples have a viscosity of less than 1000 cps at 25° C. provided that the organic component is a homogeneous mixture at 25° C. All the polymerizable compositions of the examples (i.e. including the nanoparticles) have a viscosity of less than 1000 cps at 50° C.
  • polymerizable resin compositions were prepared into brightness enhancing films using a master tool that had a 90° apex angles as defined by the slope of the sides of the prisms.
  • the mean distance between adjacent apices was about 50 micrometers, the apexes of the prism are sharp, and the prisms varied in height along their length similar to that of a brightness enhancing film sold by 3M Company under the trade designation “Vikuiti BEF 11190/50 Film”.
  • the mean distance between adjacent apices was about 24 micrometers and the apex of the prism vertices was sharp.
  • polymerizable resin compositions were heated to a temperature of about 50° C. and poured onto the master tool in a sufficient volume to create a continuous film.
  • the master tool and polymerizable resin were pulled through a coating bar device to create a thickness of polymerizable resin of approximately 25 microns in the first set of experiments and approximately 13 microns in the second and third set of experiments.
  • a 5 mil PET film was laminated onto the polymerizable resin for Experiment 1; a 2 mil PET film was used for Experiment two; and a reflective polarizer substantially the same as commercially available from 3M Company under the trade designation “Vikuiti DBEF-P” was used for Experiment 3.
  • the master tool, polymerizable resin, and PET or reflective polarizer film were then placed into UV curing machine and exposed at 3000 millijoules/cm 2 . After curing, the polymerized resin and PET were peeled from the master tool.
  • SpectraScanTM PR-650 SpectraColorimeter available from Photo Research, Inc, Chatsworth, Calif. Results of this method for each example formed below are reported in the RESULTS section below.
  • SS single sheet gain
  • XS crossed sheet gain
  • a second sheet of the same material is placed underneath the first sheet and orientated such that the grooves of the second sheet are normal to the front face of the Teflon light cube.
  • the brightness enhancing film commercially available from 3M Company under the trade designation “Vikuiti T-BEF” was placed underneath a brightness enhancing film having the same composition as Example 6 prepared according to Experiment 3 such that the grooves of the second sheet are normal to the front face of the Teflon light cube.
  • the single sheet gain of Example 6 prepared according to Experiment 3 was 2.519.
  • the gain of this sheet combined with “Vikuiti T-BEF” was 3.143.

Landscapes

  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Physics & Mathematics (AREA)
  • General Physics & Mathematics (AREA)
  • Materials Engineering (AREA)
  • Nanotechnology (AREA)
  • Crystallography & Structural Chemistry (AREA)
  • Optics & Photonics (AREA)
  • Organic Chemistry (AREA)
  • Manufacturing & Machinery (AREA)
  • Composite Materials (AREA)
  • Condensed Matter Physics & Semiconductors (AREA)
  • Polymers & Plastics (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Medicinal Chemistry (AREA)
  • Optical Elements Other Than Lenses (AREA)
  • Polymerisation Methods In General (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Liquid Crystal (AREA)
  • Planar Illumination Modules (AREA)
  • Manufacture Of Macromolecular Shaped Articles (AREA)
  • Polarising Elements (AREA)
US11/077,598 2005-03-11 2005-03-11 Polymerizable composition comprising low molecular weight organic component Abandoned US20060204676A1 (en)

Priority Applications (16)

Application Number Priority Date Filing Date Title
US11/077,598 US20060204676A1 (en) 2005-03-11 2005-03-11 Polymerizable composition comprising low molecular weight organic component
AT10171624T ATE557317T1 (de) 2005-03-11 2006-03-10 Polymerisierbare zusammensetzung mit niedermolekularen organischen bestandteilen
AT06738109T ATE509290T1 (de) 2005-03-11 2006-03-10 Polymerisierbare zusammensetzung mit organischem bestandteil von niedrigem molekulargewicht
US11/814,757 US8025934B2 (en) 2005-03-11 2006-03-10 Polymerizable composition comprising low molecular weight organic component
CN200680007952XA CN101137915B (zh) 2005-03-11 2006-03-10 包含低分子量有机组分的可聚合组合物
KR1020077020634A KR101252316B1 (ko) 2005-03-11 2006-03-10 저분자량 유기 성분을 포함하는 중합가능한 조성물
EP20100171624 EP2256524B1 (en) 2005-03-11 2006-03-10 Polymerizable composition comprising low molecular weight organic component
PCT/US2006/009007 WO2006099357A2 (en) 2005-03-11 2006-03-10 Polymerizable composition comprising low molecular weight organic component
TW95108321A TWI448717B (zh) 2005-03-11 2006-03-10 包含低分子量有機成分之可聚合組合物
EP20060738109 EP1861735B1 (en) 2005-03-11 2006-03-10 Polymerizable composition comprising low molecular weight organic component
JP2008501051A JP2008533249A (ja) 2005-03-11 2006-03-10 低分子量有機成分を含む重合性組成物
US12/879,057 US8034421B2 (en) 2005-03-11 2010-09-10 Polymerizable composition comprising low molecular weight organic component
US13/226,646 US8241755B2 (en) 2005-03-11 2011-09-07 Polymerizable composition comprising low molecular weight organic component
JP2013090130A JP2013178551A (ja) 2005-03-11 2013-04-23 低分子量有機成分を含む重合性組成物
JP2015257202A JP2016136245A (ja) 2005-03-11 2015-12-28 低分子量有機成分を含む重合性組成物
JP2018116673A JP7138491B2 (ja) 2005-03-11 2018-06-20 低分子量有機成分を含む重合性組成物

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US11/077,598 US20060204676A1 (en) 2005-03-11 2005-03-11 Polymerizable composition comprising low molecular weight organic component

Related Child Applications (2)

Application Number Title Priority Date Filing Date
PCT/US2006/009007 Continuation-In-Part WO2006099357A2 (en) 2005-03-11 2006-03-10 Polymerizable composition comprising low molecular weight organic component
US11/814,757 Continuation-In-Part US8025934B2 (en) 2005-03-11 2006-03-10 Polymerizable composition comprising low molecular weight organic component

Publications (1)

Publication Number Publication Date
US20060204676A1 true US20060204676A1 (en) 2006-09-14

Family

ID=36577526

Family Applications (4)

Application Number Title Priority Date Filing Date
US11/077,598 Abandoned US20060204676A1 (en) 2005-03-11 2005-03-11 Polymerizable composition comprising low molecular weight organic component
US11/814,757 Expired - Fee Related US8025934B2 (en) 2005-03-11 2006-03-10 Polymerizable composition comprising low molecular weight organic component
US12/879,057 Active US8034421B2 (en) 2005-03-11 2010-09-10 Polymerizable composition comprising low molecular weight organic component
US13/226,646 Active US8241755B2 (en) 2005-03-11 2011-09-07 Polymerizable composition comprising low molecular weight organic component

Family Applications After (3)

Application Number Title Priority Date Filing Date
US11/814,757 Expired - Fee Related US8025934B2 (en) 2005-03-11 2006-03-10 Polymerizable composition comprising low molecular weight organic component
US12/879,057 Active US8034421B2 (en) 2005-03-11 2010-09-10 Polymerizable composition comprising low molecular weight organic component
US13/226,646 Active US8241755B2 (en) 2005-03-11 2011-09-07 Polymerizable composition comprising low molecular weight organic component

Country Status (8)

Country Link
US (4) US20060204676A1 (fi)
EP (2) EP1861735B1 (fi)
JP (4) JP2008533249A (fi)
KR (1) KR101252316B1 (fi)
CN (1) CN101137915B (fi)
AT (2) ATE557317T1 (fi)
TW (1) TWI448717B (fi)
WO (1) WO2006099357A2 (fi)

Cited By (44)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20060187366A1 (en) * 2003-08-22 2006-08-24 Takaki Sugimoto Microstructured article comprising a polymerized composition having low glass transition temperature
US20070232705A1 (en) * 2004-12-30 2007-10-04 3M Innovative Properties Company Zirconia particles
US20080119583A1 (en) * 2005-02-17 2008-05-22 Jones Clinton L Brightness Enhancement Film Comprising Polymerized Organic Phase Having Low Glass Transition Temperature
WO2008082929A2 (en) 2006-12-28 2008-07-10 3M Innovative Properties Company Adhesive composition for hard tissue
US20080253148A1 (en) * 2005-03-11 2008-10-16 Jones Clinton L Polymerizable Composition Comprising Low Molecular Weight Organic Component
EP1986041A1 (en) * 2007-04-27 2008-10-29 Sony Corporation Liquid crystal display with improved backlight
US20090047486A1 (en) * 2005-03-11 2009-02-19 3M Innovative Properties Company Light management films with zirconia particles
US20090091937A1 (en) * 2007-10-05 2009-04-09 Tien-Hon Chiang Light control device having irregular prism surface
US7547467B2 (en) 2005-11-15 2009-06-16 3M Innovative Properties Company Brightness enhancing film and methods of surface treating inorganic nanoparticles
US20090264589A1 (en) * 2008-04-17 2009-10-22 Kunihisa Obi Material composition and optical elements using the same
US20090270576A1 (en) * 2008-04-29 2009-10-29 3M Innovative Properties Company Optical films comprising fluorenol (meth)acrylate monomer
US20090275720A1 (en) * 2008-04-30 2009-11-05 3M Innovative Properties Company Ortho-benzylphenol mono(meth)acrylate monomers suitable for microstructured optical films
WO2009146055A2 (en) * 2008-04-02 2009-12-03 3M Innovative Properties Company Methods and systems for fabricating optical films having superimposed features
EP2180352A1 (en) * 2007-08-23 2010-04-28 Konica Minolta Opto, Inc. Resin material for optical use and optical device
US20100184103A1 (en) * 2007-04-19 2010-07-22 Naiyong Jing Methods of use of solid support material for binding biomolecules
CN101794044A (zh) * 2010-03-12 2010-08-04 友达光电股份有限公司 一种显示装置及其增光膜
US20100209946A1 (en) * 2007-04-19 2010-08-19 Naiyong Jing Uses of water-dispersible silica nanoparticles for attaching biomolecules
US8128249B2 (en) 2007-08-28 2012-03-06 Qd Vision, Inc. Apparatus for selectively backlighting a material
US8309015B2 (en) 2006-12-29 2012-11-13 3M Innovative Properties Company Zirconia body and methods
US8405063B2 (en) 2007-07-23 2013-03-26 Qd Vision, Inc. Quantum dot light enhancement substrate and lighting device including same
US20130083291A1 (en) * 2011-09-29 2013-04-04 Disney Enterprises, Inc. Autostereoscopic display system with one dimensional (1d) retroreflective screen
US8642977B2 (en) 2006-03-07 2014-02-04 Qd Vision, Inc. Article including semiconductor nanocrystals
US8718437B2 (en) 2006-03-07 2014-05-06 Qd Vision, Inc. Compositions, optical component, system including an optical component, devices, and other products
US8836212B2 (en) 2007-01-11 2014-09-16 Qd Vision, Inc. Light emissive printed article printed with quantum dot ink
US8901198B2 (en) 2010-11-05 2014-12-02 Ppg Industries Ohio, Inc. UV-curable coating compositions, multi-component composite coatings, and related coated substrates
WO2015013019A1 (en) * 2013-07-26 2015-01-29 GE Lighting Solutions, LLC An improved edge-lit panel protection layer
US9034489B2 (en) 2009-07-03 2015-05-19 3M Innovative Properties Company Hydrophilic coatings, articles, coating compositions and methods
CN104678466A (zh) * 2015-03-18 2015-06-03 张家港康得新光电材料有限公司 增亮膜
US20150241599A1 (en) * 2012-09-20 2015-08-27 Bryan V. Hunt Microstructured film comprising nanoparticles and monomer comprising alkylene oxide repeat units
US9140844B2 (en) 2008-05-06 2015-09-22 Qd Vision, Inc. Optical components, systems including an optical component, and devices
US9207385B2 (en) 2008-05-06 2015-12-08 Qd Vision, Inc. Lighting systems and devices including same
US20160266285A1 (en) * 2005-06-09 2016-09-15 Ubright Optronics Corporation Light directing film
CN107132694A (zh) * 2017-06-14 2017-09-05 上海天马微电子有限公司 一种背光模组及显示装置
US9810817B2 (en) 2008-04-02 2017-11-07 3M Innovative Properties Company Light directing film and method for making the same
US9874674B2 (en) 2006-03-07 2018-01-23 Samsung Electronics Co., Ltd. Compositions, optical component, system including an optical component, devices, and other products
US9929325B2 (en) 2012-06-05 2018-03-27 Samsung Electronics Co., Ltd. Lighting device including quantum dots
RU2660764C2 (ru) * 2016-12-19 2018-07-09 ООО "ПроматиксЛаб" Сенсор на основе поверхностно-плазмонного резонанса с элементом плоской оптики
US10145539B2 (en) 2008-05-06 2018-12-04 Samsung Electronics Co., Ltd. Solid state lighting devices including quantum confined semiconductor nanoparticles, an optical component for a solid state lighting device, and methods
US10297698B2 (en) 2010-05-11 2019-05-21 3M Innovative Properties Company Articles, coating compositions, and methods
US10316212B2 (en) 2007-12-26 2019-06-11 3M Innovative Properties Company Removable antifogging coatings, articles, coating compositions, and methods
CN110483700A (zh) * 2018-05-14 2019-11-22 佳能株式会社 固化物和使用该固化物的光学元件、衍射光学元件、光学仪器和成像装置
US11472979B2 (en) 2007-06-25 2022-10-18 Samsung Electronics Co., Ltd. Compositions and methods including depositing nanomaterial
CN115220140A (zh) * 2022-08-11 2022-10-21 芜湖科莱特光电科技有限公司 一种柔性光学棱镜膜及其使用方法
US20230304645A1 (en) * 2022-03-24 2023-09-28 Ytdiamond Co., Ltd. Optical film and light emitting module using the same

Families Citing this family (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2437728A (en) * 2005-10-17 2007-11-07 Eques Coatings Coating for Optical Discs
JP5134304B2 (ja) * 2007-08-09 2013-01-30 帝人デュポンフィルム株式会社 輝度向上シート用ポリエステルフィルム
US8080608B2 (en) 2008-06-03 2011-12-20 3M Innovative Properties Company Optical films comprising phenyl ethylene (meth)acrylate monomers
KR100898100B1 (ko) * 2008-07-29 2009-05-18 이대환 프리즘 시트
US8730579B2 (en) * 2008-07-29 2014-05-20 Dae-Hwan Lee Optical sheet having enhanced optical characteristics
SG171872A1 (en) 2008-12-15 2011-07-28 3M Innovative Properties Co High refractive index inorganic oxide nanoparticles comprising surface treatment, polymerizable resin, and articles
TWI490194B (zh) * 2009-09-18 2015-07-01 Eternal Chemical Co Ltd 可聚合組合物及其用途
TWI494619B (zh) * 2011-06-09 2015-08-01 Innolux Corp 液晶顯示裝置
CN102818219B (zh) * 2011-06-09 2015-02-18 群创光电股份有限公司 光学膜片及其制造方法及使用该光学膜片的液晶显示装置
JP5952040B2 (ja) * 2012-03-15 2016-07-13 東京応化工業株式会社 光インプリント用の膜形成組成物及び光学部材の製造方法
JP6034613B2 (ja) * 2012-07-31 2016-11-30 第一工業製薬株式会社 無機化合物微粒子分散組成物の製造方法および無機化合物微粒子分散硬化物の製造方法
KR20140020493A (ko) * 2012-08-08 2014-02-19 삼성디스플레이 주식회사 도광판 및 그 제조 방법
KR20170015300A (ko) * 2014-05-30 2017-02-08 쓰리엠 이노베이티브 프로퍼티즈 컴파니 비대칭적 터닝 필름을 갖는 시간 다중화 백라이트
CN104280811B (zh) * 2014-11-04 2017-09-22 深圳市华星光电技术有限公司 偏光片、液晶面板以及液晶显示器
EP3457210B1 (en) * 2016-05-13 2020-12-16 Agc Inc. Image projection structure, transparent screen, and manufacturing method for image projection structure
CN108169949A (zh) * 2016-12-07 2018-06-15 群创光电股份有限公司 显示设备
US11945253B2 (en) 2019-05-20 2024-04-02 Crane & Co., Inc. Use of nanoparticles to tune index of refraction of layers of a polymeric matrix to optimize microoptic (MO) focus
CN116888163A (zh) * 2021-02-24 2023-10-13 东京应化工业株式会社 光固性液态组合物、固化物、及固化物的制造方法

Citations (86)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4487904A (en) * 1983-09-21 1984-12-11 Toray Industries, Inc. Urethanized acrylic resin material for plastic lens and lens composed thereof
US4542449A (en) * 1983-08-29 1985-09-17 Canadian Patents & Development Limited Lighting panel with opposed 45° corrugations
US4568445A (en) * 1984-12-21 1986-02-04 Honeywell Inc. Electrode system for an electro-chemical sensor for measuring vapor concentrations
US4721377A (en) * 1984-09-19 1988-01-26 Toray Industries, Inc. Highly-refractive plastic lens
US4812032A (en) * 1984-09-19 1989-03-14 Toray Industries, Inc. Highly-refractive plastic lens
US4931523A (en) * 1987-05-12 1990-06-05 Kureha Kagaku Kogyo Kabushiki Kaisha Plastic lens
US4937172A (en) * 1986-12-02 1990-06-26 E. I. Du Pont De Nemours And Company Photopolymerizable composition having superior adhesion, articles and processes
US4962163A (en) * 1989-01-17 1990-10-09 The Dow Chemical Company Vinyl ester resins containing mesogenic/rigid rodlike moieties
US4970135A (en) * 1988-09-27 1990-11-13 Mitsubishi Rayon Co., Ltd. Flame-retardant liquid photosensitive resin composition
US5045397A (en) * 1987-02-13 1991-09-03 Hughes Aircraft Company Optical adhesive system having low refractive index
US5066750A (en) * 1989-01-17 1991-11-19 The Dow Chemical Company Vinyl ester resins containing mesogenic/rigid rodlike moieties
US5149776A (en) * 1989-11-17 1992-09-22 Mitsubishi Rayon Co., Ltd. Cross-linking hardenable resin composition, metal laminates thereof and metal surface processing method therewith
US5164464A (en) * 1989-01-17 1992-11-17 The Dow Chemical Company Vinyl ester resins containing mesogenic/rigid rodlike moieties
US5175030A (en) * 1989-02-10 1992-12-29 Minnesota Mining And Manufacturing Company Microstructure-bearing composite plastic articles and method of making
US5183870A (en) * 1990-02-08 1993-02-02 Mitsubishi Rayon Co., Ltd Composition for plastic lenses
US5183597A (en) * 1989-02-10 1993-02-02 Minnesota Mining And Manufacturing Company Method of molding microstructure bearing composite plastic articles
US5247038A (en) * 1989-11-29 1993-09-21 Mitsubishi Rayon Co., Ltd. Polybutylene glycol dimethacrylate and resin composition for cast polymerization
US5354821A (en) * 1988-08-31 1994-10-11 Henkel Kommanditgesellschaft Auf Aktien Radically polymerizable multicomponent mixtures and their use (III)
US5424339A (en) * 1992-03-27 1995-06-13 Mitsubishi Petrochemical Company Limited Method for producing an optical material having a high refractive index
US5486949A (en) * 1989-06-20 1996-01-23 The Dow Chemical Company Birefringent interference polarizer
US5626800A (en) * 1995-02-03 1997-05-06 Minnesota Mining And Manufacturing Company Prevention of groove tip deformation in brightness enhancement film
US5635278A (en) * 1995-02-03 1997-06-03 Minnesota Mining And Manufacturing Company Scratch resistant optical films and method for producing same
US5665494A (en) * 1991-04-17 1997-09-09 Nippon Paint Company, Ltd. Photosensitive composition for volume hologram recording
US5691846A (en) * 1993-10-20 1997-11-25 Minnesota Mining And Manufacturing Company Ultra-flexible retroreflective cube corner composite sheetings and methods of manufacture
US5714218A (en) * 1995-08-21 1998-02-03 Dainippon Printing Co., Ltd. Ionizing radiation-curable resin composition for optical article, optical article, and surface light source
US5734454A (en) * 1993-12-08 1998-03-31 Matsushita Electric Industrial Co., Ltd. Liquid crystal panel with reducing means, manufacturing method therefor and projection display apparatus using the same
US5760126A (en) * 1996-12-20 1998-06-02 Minnesota Mining And Manufacturing Company Aqueous fluorochemical compositions and abrasion-resistant coatings therefrom
US5771328A (en) * 1995-03-03 1998-06-23 Minnesota Mining And Manufacturing Company Light directing film having variable height structured surface and light directing article constructed therefrom
US5783120A (en) * 1996-02-29 1998-07-21 Minnesota Mining And Manufacturing Company Method for making an optical film
US5825543A (en) * 1996-02-29 1998-10-20 Minnesota Mining And Manufacturing Company Diffusely reflecting polarizing element including a first birefringent phase and a second phase
US5828488A (en) * 1993-12-21 1998-10-27 Minnesota Mining And Manufacturing Co. Reflective polarizer display
US5855983A (en) * 1995-02-03 1999-01-05 Minnesota Mining And Manufacturing Company Flame retardant ultraviolet cured multi-layered film
US5882774A (en) * 1993-12-21 1999-03-16 Minnesota Mining And Manufacturing Company Optical film
US5898523A (en) * 1997-07-02 1999-04-27 Minnesota Mining & Manufacturing Company Tiled retroreflective sheeting composed of highly canted cube corner elements
US5908874A (en) * 1996-06-18 1999-06-01 3M Innovative Properties Company Polymerizable compositions containing fluorochemicals to reduce melting temperature
US5917664A (en) * 1996-02-05 1999-06-29 3M Innovative Properties Company Brightness enhancement film with soft cutoff
US5919551A (en) * 1996-04-12 1999-07-06 3M Innovative Properties Company Variable pitch structured optical film
US5932626A (en) * 1997-05-09 1999-08-03 Minnesota Mining And Manufacturing Company Optical product prepared from high index of refraction brominated monomers
US5948514A (en) * 1995-06-06 1999-09-07 Taiyo Ink Manufacturing Co., Ltd. Photocurable thermosettting resin composition developable with aqueous alkali solution
US6107364A (en) * 1997-05-09 2000-08-22 3M Innovative Properties Company Methyl styrene as a high index of refraction monomer
US6218074B1 (en) * 1997-02-25 2001-04-17 E. I. Du Pont De Nemours And Company Flexible, flame-retardant, aqueous-processable photoimageable composition for coating flexible printed circuits
US6261700B1 (en) * 1998-12-30 2001-07-17 3M Innovative Properties Co Ceramer containing a brominated polymer and inorganic oxide particles
US6265061B1 (en) * 1998-05-04 2001-07-24 3M Innovative Properties Company Retroflective articles including a cured ceramer composite coating having abrasion and stain resistant characteristics
US6280063B1 (en) * 1997-05-09 2001-08-28 3M Innovative Properties Company Brightness enhancement article
US6291070B1 (en) * 1997-05-13 2001-09-18 Institut für Neue Materialien Gemeinnützige GmbH Nanostructured moulded bodies and layers and method for producing same
US20010036546A1 (en) * 1999-08-03 2001-11-01 Kaytor Scott R. Dimensionally stabilized diffuse reflective articles
US6356391B1 (en) * 1999-10-08 2002-03-12 3M Innovative Properties Company Optical film with variable angle prisms
US6355754B1 (en) * 1997-05-09 2002-03-12 3M Innovative Properties Company High refractive index chemical composition and polymers and polymeric material derived therefrom
US6359170B1 (en) * 1998-09-02 2002-03-19 3M Innovative Properties Company Brominated materials
US20020039651A1 (en) * 2000-05-31 2002-04-04 Chikara Murata Adhesive film for displays
US6368682B1 (en) * 1999-10-22 2002-04-09 3M Innovative Properties Company Composition and structures made therefrom
US6376590B2 (en) * 1999-10-28 2002-04-23 3M Innovative Properties Company Zirconia sol, process of making and composite material
US6432526B1 (en) * 1999-05-27 2002-08-13 3M Innovative Properties Company Nanosize metal oxide particles for producing transparent metal oxide colloids and ceramers
US20030021566A1 (en) * 2001-07-11 2003-01-30 Shustack Paul J. Curable high refractive index compositions
US6521677B2 (en) * 1998-11-06 2003-02-18 Dsm N.V. Radiation-curable metal particles and curable resin compositions comprising these particles
US20030034445A1 (en) * 2001-08-15 2003-02-20 Boyd Gary T. Light guide for use with backlit display
US20030050358A1 (en) * 2001-06-22 2003-03-13 Zhikai Wang Curable halogenated compositions
US6541591B2 (en) * 2000-12-21 2003-04-01 3M Innovative Properties Company High refractive index microreplication resin from naphthyloxyalkylmethacrylates or naphthyloxyacrylates polymers
US20030129385A1 (en) * 2001-06-28 2003-07-10 Mikiko Hojo Photocurable resin composition, finely embossed pattern-forming sheet, finely embossed pattern transfer sheet, optical article, stamper and method of forming finely embossed pattern
US6599631B2 (en) * 2001-01-26 2003-07-29 Nanogram Corporation Polymer-inorganic particle composites
US20030153643A1 (en) * 2001-10-03 2003-08-14 Jin Pei Wen Low viscosity scratch resistant coatings using texturizing and inorganic fillers
US20030165680A1 (en) * 2001-11-21 2003-09-04 3M Innovative Properties Company Nanoparticles having a rutile-like crystalline phase and method of preparing same
US20030175004A1 (en) * 2002-02-19 2003-09-18 Garito Anthony F. Optical polymer nanocomposites
US20030180029A1 (en) * 2002-03-15 2003-09-25 Garito Anthony F. Optical polymer nanocomposite substrates with surface relief structures
US6645569B2 (en) * 2001-01-30 2003-11-11 The Procter & Gamble Company Method of applying nanoparticles
US6683720B2 (en) * 2000-12-14 2004-01-27 Mitsui Chemicals, Inc. Reflector, sidelight type backlighting apparatus and reflector substrate
US6727309B1 (en) * 2002-10-08 2004-04-27 3M Innovative Properties Company Floor finish composition
US6749779B2 (en) * 1999-03-16 2004-06-15 Zms, Llc Precision integral articles
US20040132858A1 (en) * 2003-01-07 2004-07-08 General Electric Company Microstructure-bearing articles of high refractive index
US20040131826A1 (en) * 2003-01-06 2004-07-08 General Electric Company Radiation curable microstructure-bearing articles
US20040202822A1 (en) * 2002-10-24 2004-10-14 Eastman Kodak Company Light management film with colorant receiving layer
US6809889B2 (en) * 2001-10-23 2004-10-26 Dainippon Ink And Chemicals, Inc. Radiation curable resin composition for fresnel lens and fresnel lens sheet
US20040229059A1 (en) * 2003-05-12 2004-11-18 Kausch William L. Static dissipative optical construction
US20040233526A1 (en) * 2003-05-22 2004-11-25 Eastman Kodak Company Optical element with nanoparticles
US6844047B2 (en) * 2002-10-07 2005-01-18 Eastman Kodak Company Optical element containing nanocomposite materials
US6846089B2 (en) * 2003-05-16 2005-01-25 3M Innovative Properties Company Method for stacking surface structured optical films
US20050049325A1 (en) * 2003-08-29 2005-03-03 Chisholm Bret Ja Method of making a high refractive index optical management coating and the coating
US20050059766A1 (en) * 2003-09-12 2005-03-17 Jones Clinton L. Durable optical element
US20050063898A1 (en) * 2003-08-29 2005-03-24 Bret Ja Chisholm Metal oxide nanoparticles, methods of making, and methods of use
US20050124713A1 (en) * 2003-12-04 2005-06-09 Jones Clinton L. Brightness enhancing film composition
US20050136252A1 (en) * 2003-12-23 2005-06-23 Chisholm Bret J. UV curable coating compositions and uses thereof
US20060077322A1 (en) * 2004-09-03 2006-04-13 Eternal Chemical Co., Ltd. Optical film having high hardness and use thereof
US20070082218A1 (en) * 2005-10-07 2007-04-12 Eternal Chemical Co., Ltd. Brightness enhancement film
US20070112097A1 (en) * 2005-11-15 2007-05-17 3M Innovative Properties Company Brightness enhancing film and methods of surface treating inorganic nanoparticles
US20080030829A1 (en) * 2003-09-12 2008-02-07 3M Innovative Properties Company Polymerizable compositions comprising nanoparticles
US7361409B2 (en) * 2003-08-22 2008-04-22 3M Innovative Properties Company Microstructured article comprising a polymerized composition having low glass transition temperature

Family Cites Families (25)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2742604A (en) 1951-04-25 1956-04-17 Bosch Arma Corp Electromechanical resolvers
US4576850A (en) 1978-07-20 1986-03-18 Minnesota Mining And Manufacturing Company Shaped plastic articles having replicated microstructure surfaces
DE3374717D1 (en) 1982-03-16 1988-01-07 Du Pont Use of a negative acting photopolymerizable element as a solder mask
JPH0735407B2 (ja) * 1985-10-18 1995-04-19 住友化学工業株式会社 反応性モノマ−を分散媒とする酸化物ゾル
US5073462A (en) 1986-12-02 1991-12-17 E. I. Du Pont De Nemours And Company Photopolymerizable composition having superior adhesion, articles and processes
CA2030145A1 (en) * 1989-11-20 1991-05-21 Thomas E. Dueber Flame retardant adhesive composition and laminates
US5193597A (en) 1991-08-26 1993-03-16 Strong Manufacturing Company Material stripper and debris removal apparatus therefor
CA2141515A1 (en) * 1994-02-08 1995-08-09 John D. Blizzard Abrasion-resistant coating
CN1148399A (zh) * 1994-05-19 1997-04-23 美国3M公司 具有改进亲水性的聚合物制品及其制备方法
JPH08113616A (ja) * 1994-10-18 1996-05-07 Mitsubishi Rayon Co Ltd 活性エネルギー線硬化性組成物およびレンズシート
JPH08217991A (ja) * 1995-02-02 1996-08-27 Minnesota Mining & Mfg Co <3M> 放射線硬化性材料
EP0768351B1 (en) 1995-04-28 2001-09-19 BASF NOF Coatings Co., Ltd., Coating composition, process for preparing the composition, and process for preparing dispersion of inorganic oxide sol
JPH11349645A (ja) * 1998-06-11 1999-12-21 Mitsubishi Rayon Co Ltd 活性エネルギー線硬化性樹脂組成物および光学シート
KR100547959B1 (ko) * 1998-07-30 2006-02-02 미네소타 마이닝 앤드 매뉴팩춰링 캄파니 투명한 금속 산화물 콜로이드 및 세라머를 제조하기 위한 나노크기 금속 산화물 입자
EP1014113A3 (en) 1998-12-21 2001-05-09 Dsm N.V. Photo curable resin composition and optical parts
JP2002053792A (ja) * 2000-08-08 2002-02-19 Toto Ltd 吸水性コーティング組成物
US20050256219A1 (en) 2002-03-11 2005-11-17 Hideaki Takase Photocurable resin composition and optical component
US7569673B2 (en) * 2002-06-28 2009-08-04 The United States Of America As Represented By The Department Of Health And Human Services Humanized anti-tag 72 cc49 for diagnosis and therapy of human tumors
EP1388581B1 (en) 2002-08-08 2007-06-06 Nissan Motor Co., Ltd. Acrylic urethane paint composition
JP4117679B2 (ja) * 2002-09-26 2008-07-16 三菱マテリアル株式会社 安定性の良い金属コロイドとその用途
GB0304011D0 (en) * 2003-02-21 2003-03-26 Microsharp Corp Ltd High refractive index material
JP2005314661A (ja) 2004-03-30 2005-11-10 Mitsubishi Chemicals Corp 樹脂成形体
DE102004026423A1 (de) * 2004-05-29 2005-12-22 Basf Coatings Ag Integriertes Dual-Cure-Beschichtungsstoffsystem und seine Verwendung für die Innen- und Außenbeschichtung komplex geformter dreidimensionaler Substrate
US20060204676A1 (en) 2005-03-11 2006-09-14 Jones Clinton L Polymerizable composition comprising low molecular weight organic component
US20070206286A1 (en) * 2006-03-01 2007-09-06 Fujifilm Corporartion Optical film, production process thereof, anti-reflection film, polarizing plate and display device

Patent Citations (99)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4542449A (en) * 1983-08-29 1985-09-17 Canadian Patents & Development Limited Lighting panel with opposed 45° corrugations
US4487904A (en) * 1983-09-21 1984-12-11 Toray Industries, Inc. Urethanized acrylic resin material for plastic lens and lens composed thereof
US4721377A (en) * 1984-09-19 1988-01-26 Toray Industries, Inc. Highly-refractive plastic lens
US4812032A (en) * 1984-09-19 1989-03-14 Toray Industries, Inc. Highly-refractive plastic lens
US4568445A (en) * 1984-12-21 1986-02-04 Honeywell Inc. Electrode system for an electro-chemical sensor for measuring vapor concentrations
US4937172A (en) * 1986-12-02 1990-06-26 E. I. Du Pont De Nemours And Company Photopolymerizable composition having superior adhesion, articles and processes
US5045397A (en) * 1987-02-13 1991-09-03 Hughes Aircraft Company Optical adhesive system having low refractive index
US4931523A (en) * 1987-05-12 1990-06-05 Kureha Kagaku Kogyo Kabushiki Kaisha Plastic lens
US5354821A (en) * 1988-08-31 1994-10-11 Henkel Kommanditgesellschaft Auf Aktien Radically polymerizable multicomponent mixtures and their use (III)
US4970135A (en) * 1988-09-27 1990-11-13 Mitsubishi Rayon Co., Ltd. Flame-retardant liquid photosensitive resin composition
US5164464A (en) * 1989-01-17 1992-11-17 The Dow Chemical Company Vinyl ester resins containing mesogenic/rigid rodlike moieties
US4962163A (en) * 1989-01-17 1990-10-09 The Dow Chemical Company Vinyl ester resins containing mesogenic/rigid rodlike moieties
US5066750A (en) * 1989-01-17 1991-11-19 The Dow Chemical Company Vinyl ester resins containing mesogenic/rigid rodlike moieties
US5183597A (en) * 1989-02-10 1993-02-02 Minnesota Mining And Manufacturing Company Method of molding microstructure bearing composite plastic articles
US5175030A (en) * 1989-02-10 1992-12-29 Minnesota Mining And Manufacturing Company Microstructure-bearing composite plastic articles and method of making
US5612820A (en) * 1989-06-20 1997-03-18 The Dow Chemical Company Birefringent interference polarizer
US5486949A (en) * 1989-06-20 1996-01-23 The Dow Chemical Company Birefringent interference polarizer
US5149776A (en) * 1989-11-17 1992-09-22 Mitsubishi Rayon Co., Ltd. Cross-linking hardenable resin composition, metal laminates thereof and metal surface processing method therewith
US5247038A (en) * 1989-11-29 1993-09-21 Mitsubishi Rayon Co., Ltd. Polybutylene glycol dimethacrylate and resin composition for cast polymerization
US5183870A (en) * 1990-02-08 1993-02-02 Mitsubishi Rayon Co., Ltd Composition for plastic lenses
US5665494A (en) * 1991-04-17 1997-09-09 Nippon Paint Company, Ltd. Photosensitive composition for volume hologram recording
US5424339A (en) * 1992-03-27 1995-06-13 Mitsubishi Petrochemical Company Limited Method for producing an optical material having a high refractive index
US5691846A (en) * 1993-10-20 1997-11-25 Minnesota Mining And Manufacturing Company Ultra-flexible retroreflective cube corner composite sheetings and methods of manufacture
US5734454A (en) * 1993-12-08 1998-03-31 Matsushita Electric Industrial Co., Ltd. Liquid crystal panel with reducing means, manufacturing method therefor and projection display apparatus using the same
US5882774A (en) * 1993-12-21 1999-03-16 Minnesota Mining And Manufacturing Company Optical film
US5828488A (en) * 1993-12-21 1998-10-27 Minnesota Mining And Manufacturing Co. Reflective polarizer display
US5855983A (en) * 1995-02-03 1999-01-05 Minnesota Mining And Manufacturing Company Flame retardant ultraviolet cured multi-layered film
US5635278A (en) * 1995-02-03 1997-06-03 Minnesota Mining And Manufacturing Company Scratch resistant optical films and method for producing same
US5626800A (en) * 1995-02-03 1997-05-06 Minnesota Mining And Manufacturing Company Prevention of groove tip deformation in brightness enhancement film
US6114010A (en) * 1995-02-03 2000-09-05 3M Innovative Properties Company Devices with flame retardant ultraviolet cured multi-layered film
US5900287A (en) * 1995-02-03 1999-05-04 Minnesota Mining And Manufacturing Company Scratch resistant optical films and method for producing same
US5771328A (en) * 1995-03-03 1998-06-23 Minnesota Mining And Manufacturing Company Light directing film having variable height structured surface and light directing article constructed therefrom
US5948514A (en) * 1995-06-06 1999-09-07 Taiyo Ink Manufacturing Co., Ltd. Photocurable thermosettting resin composition developable with aqueous alkali solution
US5714218A (en) * 1995-08-21 1998-02-03 Dainippon Printing Co., Ltd. Ionizing radiation-curable resin composition for optical article, optical article, and surface light source
US5917664A (en) * 1996-02-05 1999-06-29 3M Innovative Properties Company Brightness enhancement film with soft cutoff
US5783120A (en) * 1996-02-29 1998-07-21 Minnesota Mining And Manufacturing Company Method for making an optical film
US5825543A (en) * 1996-02-29 1998-10-20 Minnesota Mining And Manufacturing Company Diffusely reflecting polarizing element including a first birefringent phase and a second phase
US6111696A (en) * 1996-02-29 2000-08-29 3M Innovative Properties Company Brightness enhancement film
US5919551A (en) * 1996-04-12 1999-07-06 3M Innovative Properties Company Variable pitch structured optical film
US5908874A (en) * 1996-06-18 1999-06-01 3M Innovative Properties Company Polymerizable compositions containing fluorochemicals to reduce melting temperature
US5760126A (en) * 1996-12-20 1998-06-02 Minnesota Mining And Manufacturing Company Aqueous fluorochemical compositions and abrasion-resistant coatings therefrom
US6218074B1 (en) * 1997-02-25 2001-04-17 E. I. Du Pont De Nemours And Company Flexible, flame-retardant, aqueous-processable photoimageable composition for coating flexible printed circuits
US5932626A (en) * 1997-05-09 1999-08-03 Minnesota Mining And Manufacturing Company Optical product prepared from high index of refraction brominated monomers
US6107364A (en) * 1997-05-09 2000-08-22 3M Innovative Properties Company Methyl styrene as a high index of refraction monomer
US6280063B1 (en) * 1997-05-09 2001-08-28 3M Innovative Properties Company Brightness enhancement article
US6355754B1 (en) * 1997-05-09 2002-03-12 3M Innovative Properties Company High refractive index chemical composition and polymers and polymeric material derived therefrom
US6291070B1 (en) * 1997-05-13 2001-09-18 Institut für Neue Materialien Gemeinnützige GmbH Nanostructured moulded bodies and layers and method for producing same
US5898523A (en) * 1997-07-02 1999-04-27 Minnesota Mining & Manufacturing Company Tiled retroreflective sheeting composed of highly canted cube corner elements
US6265061B1 (en) * 1998-05-04 2001-07-24 3M Innovative Properties Company Retroflective articles including a cured ceramer composite coating having abrasion and stain resistant characteristics
US6359170B1 (en) * 1998-09-02 2002-03-19 3M Innovative Properties Company Brominated materials
US6521677B2 (en) * 1998-11-06 2003-02-18 Dsm N.V. Radiation-curable metal particles and curable resin compositions comprising these particles
US6261700B1 (en) * 1998-12-30 2001-07-17 3M Innovative Properties Co Ceramer containing a brominated polymer and inorganic oxide particles
US6749779B2 (en) * 1999-03-16 2004-06-15 Zms, Llc Precision integral articles
US6432526B1 (en) * 1999-05-27 2002-08-13 3M Innovative Properties Company Nanosize metal oxide particles for producing transparent metal oxide colloids and ceramers
US20010036546A1 (en) * 1999-08-03 2001-11-01 Kaytor Scott R. Dimensionally stabilized diffuse reflective articles
US20030112521A1 (en) * 1999-10-08 2003-06-19 3M Optical film with variable angle prisms
US6356391B1 (en) * 1999-10-08 2002-03-12 3M Innovative Properties Company Optical film with variable angle prisms
US20020057497A1 (en) * 1999-10-08 2002-05-16 3M Innovative Properties Company Optical film with variable angle prisms
US6368682B1 (en) * 1999-10-22 2002-04-09 3M Innovative Properties Company Composition and structures made therefrom
US6376590B2 (en) * 1999-10-28 2002-04-23 3M Innovative Properties Company Zirconia sol, process of making and composite material
US20020039651A1 (en) * 2000-05-31 2002-04-04 Chikara Murata Adhesive film for displays
US6683720B2 (en) * 2000-12-14 2004-01-27 Mitsui Chemicals, Inc. Reflector, sidelight type backlighting apparatus and reflector substrate
US6541591B2 (en) * 2000-12-21 2003-04-01 3M Innovative Properties Company High refractive index microreplication resin from naphthyloxyalkylmethacrylates or naphthyloxyacrylates polymers
US20030100693A1 (en) * 2000-12-21 2003-05-29 3M Innovative Properties Company Optical product having a high refractive index microreplication resin
US6599631B2 (en) * 2001-01-26 2003-07-29 Nanogram Corporation Polymer-inorganic particle composites
US6645569B2 (en) * 2001-01-30 2003-11-11 The Procter & Gamble Company Method of applying nanoparticles
US20030050358A1 (en) * 2001-06-22 2003-03-13 Zhikai Wang Curable halogenated compositions
US6593392B2 (en) * 2001-06-22 2003-07-15 Corning Incorporated Curable halogenated compositions
US20030129385A1 (en) * 2001-06-28 2003-07-10 Mikiko Hojo Photocurable resin composition, finely embossed pattern-forming sheet, finely embossed pattern transfer sheet, optical article, stamper and method of forming finely embossed pattern
US20030021566A1 (en) * 2001-07-11 2003-01-30 Shustack Paul J. Curable high refractive index compositions
US20030034445A1 (en) * 2001-08-15 2003-02-20 Boyd Gary T. Light guide for use with backlit display
US20030153643A1 (en) * 2001-10-03 2003-08-14 Jin Pei Wen Low viscosity scratch resistant coatings using texturizing and inorganic fillers
US6809889B2 (en) * 2001-10-23 2004-10-26 Dainippon Ink And Chemicals, Inc. Radiation curable resin composition for fresnel lens and fresnel lens sheet
US20030165680A1 (en) * 2001-11-21 2003-09-04 3M Innovative Properties Company Nanoparticles having a rutile-like crystalline phase and method of preparing same
US20030175004A1 (en) * 2002-02-19 2003-09-18 Garito Anthony F. Optical polymer nanocomposites
US20030180029A1 (en) * 2002-03-15 2003-09-25 Garito Anthony F. Optical polymer nanocomposite substrates with surface relief structures
US6844047B2 (en) * 2002-10-07 2005-01-18 Eastman Kodak Company Optical element containing nanocomposite materials
US6727309B1 (en) * 2002-10-08 2004-04-27 3M Innovative Properties Company Floor finish composition
US20040202822A1 (en) * 2002-10-24 2004-10-14 Eastman Kodak Company Light management film with colorant receiving layer
US20040131826A1 (en) * 2003-01-06 2004-07-08 General Electric Company Radiation curable microstructure-bearing articles
US6844950B2 (en) * 2003-01-07 2005-01-18 General Electric Company Microstructure-bearing articles of high refractive index
US20040132858A1 (en) * 2003-01-07 2004-07-08 General Electric Company Microstructure-bearing articles of high refractive index
US20040229059A1 (en) * 2003-05-12 2004-11-18 Kausch William L. Static dissipative optical construction
US6846089B2 (en) * 2003-05-16 2005-01-25 3M Innovative Properties Company Method for stacking surface structured optical films
US7046439B2 (en) * 2003-05-22 2006-05-16 Eastman Kodak Company Optical element with nanoparticles
US20040233526A1 (en) * 2003-05-22 2004-11-25 Eastman Kodak Company Optical element with nanoparticles
US7361409B2 (en) * 2003-08-22 2008-04-22 3M Innovative Properties Company Microstructured article comprising a polymerized composition having low glass transition temperature
US20050049325A1 (en) * 2003-08-29 2005-03-03 Chisholm Bret Ja Method of making a high refractive index optical management coating and the coating
US20050063898A1 (en) * 2003-08-29 2005-03-24 Bret Ja Chisholm Metal oxide nanoparticles, methods of making, and methods of use
US7074463B2 (en) * 2003-09-12 2006-07-11 3M Innovative Properties Company Durable optical element
US7179513B2 (en) * 2003-09-12 2007-02-20 3M Innovative Properties Company Durable optical element
US20080030829A1 (en) * 2003-09-12 2008-02-07 3M Innovative Properties Company Polymerizable compositions comprising nanoparticles
US20050059766A1 (en) * 2003-09-12 2005-03-17 Jones Clinton L. Durable optical element
US20050124713A1 (en) * 2003-12-04 2005-06-09 Jones Clinton L. Brightness enhancing film composition
US6998425B2 (en) * 2003-12-23 2006-02-14 General Electric Company UV curable coating compositions and uses thereof
US20050136252A1 (en) * 2003-12-23 2005-06-23 Chisholm Bret J. UV curable coating compositions and uses thereof
US20060077322A1 (en) * 2004-09-03 2006-04-13 Eternal Chemical Co., Ltd. Optical film having high hardness and use thereof
US20070082218A1 (en) * 2005-10-07 2007-04-12 Eternal Chemical Co., Ltd. Brightness enhancement film
US20070112097A1 (en) * 2005-11-15 2007-05-17 3M Innovative Properties Company Brightness enhancing film and methods of surface treating inorganic nanoparticles

Cited By (79)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7361409B2 (en) 2003-08-22 2008-04-22 3M Innovative Properties Company Microstructured article comprising a polymerized composition having low glass transition temperature
US20060187366A1 (en) * 2003-08-22 2006-08-24 Takaki Sugimoto Microstructured article comprising a polymerized composition having low glass transition temperature
US20080305943A1 (en) * 2004-12-30 2008-12-11 3M Innovative Properties Company Zirconia particles
US20070232705A1 (en) * 2004-12-30 2007-10-04 3M Innovative Properties Company Zirconia particles
US7674523B2 (en) 2004-12-30 2010-03-09 3M Innovative Properties Company Zirconia particles
US7429422B2 (en) 2004-12-30 2008-09-30 3M Innovative Properties Company Zirconia particles
US20080119583A1 (en) * 2005-02-17 2008-05-22 Jones Clinton L Brightness Enhancement Film Comprising Polymerized Organic Phase Having Low Glass Transition Temperature
US7943206B2 (en) 2005-02-17 2011-05-17 3M Innovative Properties Company Brightness enhancement film comprising polymerized organic phase having low glass transition temperature
US20080253148A1 (en) * 2005-03-11 2008-10-16 Jones Clinton L Polymerizable Composition Comprising Low Molecular Weight Organic Component
US8241755B2 (en) 2005-03-11 2012-08-14 3M Innovative Properties Company Polymerizable composition comprising low molecular weight organic component
US20090047486A1 (en) * 2005-03-11 2009-02-19 3M Innovative Properties Company Light management films with zirconia particles
US20100331442A1 (en) * 2005-03-11 2010-12-30 3M Innovative Properties Company Polymerizable composition comprising low molecular weight organic component
US7833621B2 (en) 2005-03-11 2010-11-16 3M Innovative Properties Company Light management films with zirconia particles
US8025934B2 (en) 2005-03-11 2011-09-27 3M Innovative Properties Company Polymerizable composition comprising low molecular weight organic component
US8034421B2 (en) 2005-03-11 2011-10-11 3M Innovative Properties Company Polymerizable composition comprising low molecular weight organic component
US20160266285A1 (en) * 2005-06-09 2016-09-15 Ubright Optronics Corporation Light directing film
US10379268B2 (en) * 2005-06-09 2019-08-13 Ubright Optronics Corporation Light directing film
US7547467B2 (en) 2005-11-15 2009-06-16 3M Innovative Properties Company Brightness enhancing film and methods of surface treating inorganic nanoparticles
US8642977B2 (en) 2006-03-07 2014-02-04 Qd Vision, Inc. Article including semiconductor nanocrystals
US10393940B2 (en) 2006-03-07 2019-08-27 Samsung Electronics Co., Ltd. Compositions, optical component, system including an optical component, devices, and other products
US8718437B2 (en) 2006-03-07 2014-05-06 Qd Vision, Inc. Compositions, optical component, system including an optical component, devices, and other products
US9874674B2 (en) 2006-03-07 2018-01-23 Samsung Electronics Co., Ltd. Compositions, optical component, system including an optical component, devices, and other products
WO2008082929A2 (en) 2006-12-28 2008-07-10 3M Innovative Properties Company Adhesive composition for hard tissue
US20100090157A1 (en) * 2006-12-28 2010-04-15 Rao Prabhakara S Adhesive composition for hard tissue
US8076389B2 (en) 2006-12-28 2011-12-13 3M Innovative Properties Company Adhesive composition for hard tissue
US8309015B2 (en) 2006-12-29 2012-11-13 3M Innovative Properties Company Zirconia body and methods
US8836212B2 (en) 2007-01-11 2014-09-16 Qd Vision, Inc. Light emissive printed article printed with quantum dot ink
US8597959B2 (en) 2007-04-19 2013-12-03 3M Innovative Properties Company Methods of use of solid support material for binding biomolecules
US20100209946A1 (en) * 2007-04-19 2010-08-19 Naiyong Jing Uses of water-dispersible silica nanoparticles for attaching biomolecules
US20100184103A1 (en) * 2007-04-19 2010-07-22 Naiyong Jing Methods of use of solid support material for binding biomolecules
US8395723B2 (en) 2007-04-27 2013-03-12 Sony Corporation Liquid crystal display with sheet deadweight and television apparatus
US20080266487A1 (en) * 2007-04-27 2008-10-30 Sony Corporation Liquid crystal display and television apparatus
EP1986041A1 (en) * 2007-04-27 2008-10-29 Sony Corporation Liquid crystal display with improved backlight
US11866598B2 (en) 2007-06-25 2024-01-09 Samsung Electronics Co., Ltd. Compositions and methods including depositing nanomaterial
US11472979B2 (en) 2007-06-25 2022-10-18 Samsung Electronics Co., Ltd. Compositions and methods including depositing nanomaterial
US8405063B2 (en) 2007-07-23 2013-03-26 Qd Vision, Inc. Quantum dot light enhancement substrate and lighting device including same
US10096744B2 (en) 2007-07-23 2018-10-09 Samsung Electronics Co., Ltd. Quantum dot light enhancement substrate and lighting device including same
US9680054B2 (en) 2007-07-23 2017-06-13 Samsung Electronics Co., Ltd. Quantum dot light enhancement substrate and lighting device including same
US8759850B2 (en) 2007-07-23 2014-06-24 Qd Vision, Inc. Quantum dot light enhancement substrate
US9276168B2 (en) 2007-07-23 2016-03-01 Qd Vision, Inc. Quantum dot light enhancement substrate and lighting device including same
EP2180352A1 (en) * 2007-08-23 2010-04-28 Konica Minolta Opto, Inc. Resin material for optical use and optical device
EP2180352A4 (en) * 2007-08-23 2010-11-03 Konica Minolta Opto Inc RESIN MATERIAL FOR OPTICAL USE AND OPTICAL DEVICE
US8128249B2 (en) 2007-08-28 2012-03-06 Qd Vision, Inc. Apparatus for selectively backlighting a material
US20090091937A1 (en) * 2007-10-05 2009-04-09 Tien-Hon Chiang Light control device having irregular prism surface
US10316212B2 (en) 2007-12-26 2019-06-11 3M Innovative Properties Company Removable antifogging coatings, articles, coating compositions, and methods
US10197713B2 (en) * 2008-04-02 2019-02-05 3M Innovative Properties Company Light directing film and method for making the same
US20180059294A1 (en) * 2008-04-02 2018-03-01 3M Innovative Properties Company Light directing film and method for making the same
WO2009146055A2 (en) * 2008-04-02 2009-12-03 3M Innovative Properties Company Methods and systems for fabricating optical films having superimposed features
US9810817B2 (en) 2008-04-02 2017-11-07 3M Innovative Properties Company Light directing film and method for making the same
WO2009146055A3 (en) * 2008-04-02 2010-01-28 3M Innovative Properties Company Methods and systems for fabricating optical films having superimposed features
US20090264589A1 (en) * 2008-04-17 2009-10-22 Kunihisa Obi Material composition and optical elements using the same
US20090270576A1 (en) * 2008-04-29 2009-10-29 3M Innovative Properties Company Optical films comprising fluorenol (meth)acrylate monomer
US7981986B2 (en) 2008-04-29 2011-07-19 3M Innovative Properties Company Optical films comprising fluorenol (meth)acrylate monomer
US20090275720A1 (en) * 2008-04-30 2009-11-05 3M Innovative Properties Company Ortho-benzylphenol mono(meth)acrylate monomers suitable for microstructured optical films
US9946004B2 (en) 2008-05-06 2018-04-17 Samsung Electronics Co., Ltd. Lighting systems and devices including same
US10359555B2 (en) 2008-05-06 2019-07-23 Samsung Electronics Co., Ltd. Lighting systems and devices including same
US9140844B2 (en) 2008-05-06 2015-09-22 Qd Vision, Inc. Optical components, systems including an optical component, and devices
US10627561B2 (en) 2008-05-06 2020-04-21 Samsung Electronics Co., Ltd. Lighting systems and devices including same
US9207385B2 (en) 2008-05-06 2015-12-08 Qd Vision, Inc. Lighting systems and devices including same
US10145539B2 (en) 2008-05-06 2018-12-04 Samsung Electronics Co., Ltd. Solid state lighting devices including quantum confined semiconductor nanoparticles, an optical component for a solid state lighting device, and methods
US10208190B2 (en) 2009-07-03 2019-02-19 3M Innovative Properties Company Hydrophilic coatings, articles, coating compositions, and methods
US9034489B2 (en) 2009-07-03 2015-05-19 3M Innovative Properties Company Hydrophilic coatings, articles, coating compositions and methods
CN101794044A (zh) * 2010-03-12 2010-08-04 友达光电股份有限公司 一种显示装置及其增光膜
US10297698B2 (en) 2010-05-11 2019-05-21 3M Innovative Properties Company Articles, coating compositions, and methods
US8901198B2 (en) 2010-11-05 2014-12-02 Ppg Industries Ohio, Inc. UV-curable coating compositions, multi-component composite coatings, and related coated substrates
US20130083291A1 (en) * 2011-09-29 2013-04-04 Disney Enterprises, Inc. Autostereoscopic display system with one dimensional (1d) retroreflective screen
US9182524B2 (en) * 2011-09-29 2015-11-10 Disney Enterprises, Inc. Autostereoscopic display system with one dimensional (1D) retroreflective screen
US9929325B2 (en) 2012-06-05 2018-03-27 Samsung Electronics Co., Ltd. Lighting device including quantum dots
US20150241599A1 (en) * 2012-09-20 2015-08-27 Bryan V. Hunt Microstructured film comprising nanoparticles and monomer comprising alkylene oxide repeat units
US9360591B2 (en) * 2012-09-20 2016-06-07 3M Innovative Properties Company Microstructured film comprising nanoparticles and monomer comprising alkylene oxide repeat units
WO2015013019A1 (en) * 2013-07-26 2015-01-29 GE Lighting Solutions, LLC An improved edge-lit panel protection layer
CN104678466A (zh) * 2015-03-18 2015-06-03 张家港康得新光电材料有限公司 增亮膜
RU2660764C2 (ru) * 2016-12-19 2018-07-09 ООО "ПроматиксЛаб" Сенсор на основе поверхностно-плазмонного резонанса с элементом плоской оптики
US20180364412A1 (en) * 2017-06-14 2018-12-20 Shanghai Tianma Micro-electronics Co., Ltd. Backlight module and display device
CN107132694A (zh) * 2017-06-14 2017-09-05 上海天马微电子有限公司 一种背光模组及显示装置
CN110483700A (zh) * 2018-05-14 2019-11-22 佳能株式会社 固化物和使用该固化物的光学元件、衍射光学元件、光学仪器和成像装置
US20230304645A1 (en) * 2022-03-24 2023-09-28 Ytdiamond Co., Ltd. Optical film and light emitting module using the same
US11796151B2 (en) * 2022-03-24 2023-10-24 Ytdiamond Co., Ltd. Optical film and light emitting module using the same
CN115220140A (zh) * 2022-08-11 2022-10-21 芜湖科莱特光电科技有限公司 一种柔性光学棱镜膜及其使用方法

Also Published As

Publication number Publication date
EP2256524A1 (en) 2010-12-01
EP2256524B1 (en) 2012-05-09
US20110318538A1 (en) 2011-12-29
TW200643453A (en) 2006-12-16
TWI448717B (zh) 2014-08-11
US8025934B2 (en) 2011-09-27
US20080253148A1 (en) 2008-10-16
US8241755B2 (en) 2012-08-14
WO2006099357A3 (en) 2007-01-25
WO2006099357A2 (en) 2006-09-21
EP1861735A2 (en) 2007-12-05
JP2008533249A (ja) 2008-08-21
JP2013178551A (ja) 2013-09-09
JP7138491B2 (ja) 2022-09-16
ATE557317T1 (de) 2012-05-15
CN101137915B (zh) 2010-06-23
CN101137915A (zh) 2008-03-05
KR101252316B1 (ko) 2013-04-08
JP2016136245A (ja) 2016-07-28
JP2018142029A (ja) 2018-09-13
US20100331442A1 (en) 2010-12-30
US8034421B2 (en) 2011-10-11
EP1861735B1 (en) 2011-05-11
ATE509290T1 (de) 2011-05-15
KR20070110082A (ko) 2007-11-15

Similar Documents

Publication Publication Date Title
US8034421B2 (en) Polymerizable composition comprising low molecular weight organic component
US7943206B2 (en) Brightness enhancement film comprising polymerized organic phase having low glass transition temperature
US7282272B2 (en) Polymerizable compositions comprising nanoparticles
US8361599B2 (en) Durable optical element
US7326448B2 (en) Polymerizable oligomeric urethane compositions comprising nanoparticles
US20060204679A1 (en) Polymerizable compositions comprising nanoparticles
US7361409B2 (en) Microstructured article comprising a polymerized composition having low glass transition temperature
US20060204745A1 (en) Light management films with zirconia particles
WO2006099375A1 (en) Polymerizable oligomeric urethane compositions comprising nanoparticles

Legal Events

Date Code Title Description
AS Assignment

Owner name: 3M INNOVATIVE PROPERTIES COMPANY, MINNESOTA

Free format text: ASSIGNMENT OF ASSIGNORS INTEREST;ASSIGNORS:JONES, CLINTON L.;GOENNER, EMILY S.;OLSON, DAVID B.;AND OTHERS;REEL/FRAME:016275/0138;SIGNING DATES FROM 20050519 TO 20050524

STCB Information on status: application discontinuation

Free format text: ABANDONED -- FAILURE TO RESPOND TO AN OFFICE ACTION