WO2019116760A1 - Stratifié optique, et lentille polarisante et monture oculaire équipées chacune de celui-ci - Google Patents

Stratifié optique, et lentille polarisante et monture oculaire équipées chacune de celui-ci Download PDF

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Publication number
WO2019116760A1
WO2019116760A1 PCT/JP2018/040369 JP2018040369W WO2019116760A1 WO 2019116760 A1 WO2019116760 A1 WO 2019116760A1 JP 2018040369 W JP2018040369 W JP 2018040369W WO 2019116760 A1 WO2019116760 A1 WO 2019116760A1
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Prior art keywords
support
liquid crystal
optical laminate
cholesteric liquid
crystal layer
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PCT/JP2018/040369
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English (en)
Japanese (ja)
Inventor
薫 植村
陽介 沼
淳一 瀬川
Original Assignee
株式会社ポラテクノ
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Application filed by 株式会社ポラテクノ filed Critical 株式会社ポラテクノ
Priority to JP2019558958A priority Critical patent/JPWO2019116760A1/ja
Priority to CN201880072890.3A priority patent/CN111344612A/zh
Publication of WO2019116760A1 publication Critical patent/WO2019116760A1/fr

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    • G—PHYSICS
    • G02—OPTICS
    • G02B—OPTICAL ELEMENTS, SYSTEMS OR APPARATUS
    • G02B5/00—Optical elements other than lenses
    • G02B5/30—Polarising elements
    • G—PHYSICS
    • G02—OPTICS
    • G02C—SPECTACLES; SUNGLASSES OR GOGGLES INSOFAR AS THEY HAVE THE SAME FEATURES AS SPECTACLES; CONTACT LENSES
    • G02C7/00—Optical parts
    • G02C7/10—Filters, e.g. for facilitating adaptation of the eyes to the dark; Sunglasses
    • G—PHYSICS
    • G02—OPTICS
    • G02C—SPECTACLES; SUNGLASSES OR GOGGLES INSOFAR AS THEY HAVE THE SAME FEATURES AS SPECTACLES; CONTACT LENSES
    • G02C7/00—Optical parts
    • G02C7/12—Polarisers

Definitions

  • the present invention relates to an optical laminate having a cholesteric liquid crystal layer and a polarizing element, and an eyewear (sunglass, goggles, visor for helmet, etc.) using the same.
  • Eyewear (sunglasses, goggles, visors for helmets, etc.) is used to reduce glare caused by light reflected from the water surface, road surface, snow surface, etc.
  • the lens portion is colored with a pigment or the like to reduce the amount of light incident on the eye by absorption of the pigment, thereby reducing glare, but against reflected light from the water surface or snow surface.
  • Polarized sunglasses are particularly effective. Polarized sunglasses are designed to absorb light in the polarization direction effectively because the reflected light is polarized, thereby reducing glare and visualizing without significantly reducing the amount of light incident on the eyes. It is possible to improve the quality.
  • Polarized sunglasses are usually installed in a mold with an optical laminate in which a polarizing element is held by a support such as polycarbonate in a mold, and a polarizing lens fabricated by injection molding of a lens base layer is incorporated into a frame.
  • the polarizing element is a film in which a so-called dichroic dye such as a dichroic dye or a polyiodine-polyvinyl alcohol (PVA) complex is uniaxially oriented with a polymer such as PVA, and the polarization of various colors depending on the color of the dye used.
  • a so-called dichroic dye such as a dichroic dye or a polyiodine-polyvinyl alcohol (PVA) complex
  • PVA polyiodine-polyvinyl alcohol
  • a multilayer film may be deposited on the surface for the purpose of imparting design in polarized sunglasses or further improving the visibility.
  • the reflected light of the surface of the sunglasses can be seen from others as metallic colors such as blue, green and red, and from the wearer, glare can be caused by reflecting specific light.
  • the visibility of the landscape is further improved with the reduction of While it is useful for the wearer to apply the multilayer film in this way, it is difficult to remove sebum when it adheres to the multilayer film, and it is a multilayer where it is exposed to moisture or sea breeze such as the sea. There is a problem that the film peels off.
  • a method is conceivable in which a multilayer film is provided inside the support, that is, between the polarizing element and the support, but the multilayer film exhibits reflection performance due to the difference in refractive index between layers. Because of this, it is difficult to obtain the same reflection performance as the outer air interface.
  • the multilayer film is made of an inorganic substance, there is a problem in adhesion to the polarizing element which is an organic substance.
  • a cholesteric liquid crystal layer as a method of providing a metallic color tone with an organic substance without using a multilayer film
  • Patent Document 2 Cholesteric liquid crystal is in a state in which liquid crystal molecules are in a helical orientation, and has a function of selectively reflecting a circularly polarized light component having the same direction as that of a helix in a specific wavelength range depending on the length of the helical pitch.
  • An optical laminate using a cholesteric liquid crystal layer in which the helical alignment is fixed in a desired reflection wavelength range has a bright color tone and can be imparted with decorativeness.
  • polycarbonate is generally used in view of high transparency, achromaticity, high impact resistance, high heat resistance and the like (Patent Document 3).
  • polycarbonate has a high heat distortion temperature of 130 to 140 ° C. and has a problem in processability at the time of molding.
  • a polarizing lens using polycarbonate there is a problem that the frame portion in contact is whitened under the influence of outgassing generated by heating, and the material of the frame is limited.
  • a thermosetting adhesive is used to bond the cholesteric liquid crystal layer to the polycarbonate resin, sufficient adhesive strength may not be obtained.
  • the present invention relates to an optical laminate having good processability at molding, light weight, high productivity, and suppressed whitening of a frame in eyewear such as polarized sunglasses having a cholesteric liquid crystal layer, and eyewear using the same. Intended to provide.
  • the inventors of the present invention are an optical laminate comprising a cholesteric liquid crystal layer and a polarizing element between a first support and a second support, which is a first support and / or a support.
  • the second support contains a polyamide resin, and 1) a first or second support and a polarizing element, 2) a first or second support and a cholesteric liquid crystal layer, and 3) a cholesteric liquid crystal layer It has been found that an optical laminate, in which at least one selected from the group consisting of a polarizing element is bonded with a solvent-free ultraviolet curable adhesive, solves the above-mentioned problems, and completes the present invention .
  • the present invention is (1) an optical laminate comprising a cholesteric liquid crystal layer and a polarizing element between a first support and a second support, the first support and / or the second support
  • the support contains a polyamide resin, and 1) a first or second support and a polarizing element, 2) a first or second support and a cholesteric liquid crystal layer, and 3) a cholesteric liquid crystal layer and a polarizing element,
  • An optical laminate wherein at least one selected from the group consisting of (2)
  • the optical laminate according to the above (1) or (2), wherein the solventless ultraviolet curing adhesive contains a urethane (meth) acrylate, (4)
  • the optical laminate of the present invention when used in eyewear such as polarized sunglasses, has good processability at the time of molding, is lightweight, has high productivity, and can suppress whitening of the frame.
  • FIG. 1 is an explanatory view showing an optical laminate of the present invention.
  • FIG. 2 is an explanatory view showing an optical laminate according to another embodiment of the present invention.
  • the optical laminate of the present invention comprises a cholesteric liquid crystal layer that functions as a light reflecting layer.
  • the cholesteric liquid crystal layer contains a nematic liquid crystal having chirality or a mixture obtained by adding a chiral agent to the nematic liquid crystal. Since the helical direction and the reflection wavelength can be arbitrarily designed depending on the type and amount of the chiral agent, it is preferable to add a chiral agent to the nematic liquid crystal to obtain a cholesteric liquid crystal layer.
  • nematic liquid crystal monomer having a polymerizable group it is preferable to use a nematic liquid crystal monomer having a polymerizable group, since the nematic liquid crystal layer used in the present invention is used with the helical alignment state fixed, unlike the liquid crystal layer operated by a so-called electric field.
  • a necessary amount of a right-handed or left-handed chiral agent is added to a nematic liquid crystal monomer having a polymerizable group so as to reflect a desired wavelength.
  • these are dissolved in a solvent, and a photopolymerization initiator is added.
  • this solution is applied on a plastic substrate such as PET film so that the thickness is as uniform as possible, and while removing the solvent by heating, it becomes cholesteric liquid crystal on the substrate and is oriented at a desired helical pitch. Let stand for a fixed time under temperature conditions.
  • the alignment of the cholesteric liquid crystal can be made more uniform and the haze value of the film can be reduced by subjecting the plastic film surface to an alignment treatment such as rubbing or stretching before coating. .
  • an alignment treatment such as rubbing or stretching before coating.
  • ultraviolet light is irradiated by a high pressure mercury lamp or the like to fix the alignment, whereby the cholesteric liquid crystal layer used in the present invention can be obtained.
  • the cholesteric liquid crystal layer used in the present invention can be used by laminating two or three or more layers, and can also be used as a single layer. For example, when two layers are laminated and used, it is preferable to use right-handed and left-handed layers in order to maintain a high degree of polarization.
  • the pressure-sensitive adhesive include acrylic and rubber-based pressure-sensitive adhesives, and acrylic pressure-sensitive adhesives which are easy to adjust adhesiveness, holding power and the like are preferable.
  • an adhesive agent an ultraviolet curing adhesive and a thermosetting adhesive are mentioned.
  • a UV-curable adhesive a composition in which a plurality of monomers having an acryloyl group or an epoxy group is mixed can be cured and adhered by irradiation with UV light in the presence of a photopolymerization initiator.
  • a PVA polarizing film is mentioned typically.
  • the production method is not particularly limited, but a polymer film containing polyvinyl alcohol or a derivative thereof is adsorbed with a dye such as iodine or a dichroic dye, and the film is uniaxially stretched and manufactured.
  • the dye is preferably a dichroic dye from the viewpoint of heat resistance, and particularly preferably a direct dye containing an azo dye having a sulfonic acid group.
  • the optical laminate of the present invention has a first support and a second support.
  • the first support and / or the second support contains a polyamide resin.
  • a polyamide resin has less optical anisotropy, suppresses birefringence and is excellent in solvent resistance as compared with a polycarbonate resin.
  • the specific gravity is low and the weight is low and the heat distortion temperature is low, the processability at the time of molding is good.
  • the injection molding resin of the lens base layer and the support of the optical laminate should be the same material in order to prevent the deterioration of the appearance due to the difference in refractive index and to ensure the adhesion. It is also preferred to use a polyamide resin from the viewpoint that is desirable.
  • the non-solvent type ultraviolet curing adhesive is used when the support and the polarizing element, and / or the support and the cholesteric liquid crystal layer, and / or the cholesteric liquid crystal layer and the polarizing element are bonded.
  • Use the agent In the case of the solvent type, there is a problem that the substrate surface is corroded and the adhesive strength is lowered, but by using the non-solvent type adhesive, damage to the base film can be suppressed.
  • a UV-curable adhesive a composition in which a plurality of monomers having an acryloyl group or an epoxy group is mixed can be cured and adhered by irradiation with UV light in the presence of a photopolymerization initiator.
  • a UV curable adhesive is preferred in that it cures in a short time and has high productivity. It is preferable to use a non-solvent type UV curable adhesive in all adhesive layers.
  • an adhesive utilizing photo radical polymerization reaction such as (meth) acrylate adhesive, ene / thiol adhesive, unsaturated polyester adhesive, Adhesives utilizing photo cationic polymerization such as epoxy adhesive, oxetane adhesive, epoxy / oxetane adhesive, vinyl ether adhesive, etc. may be mentioned, and these may be used alone or mixed. You may use it.
  • (meth) acrylate adhesives are preferable in terms of good transparency and weather resistance.
  • the (meth) acrylate adhesive comprises, as essential components, a monomer or oligomer having one or more (meth) acryloyl groups in the molecule, and a photopolymerization initiator.
  • the (meth) acrylate adhesive may further contain additives and the like as required.
  • oligomers having one or more (meth) acryloyl groups in the molecule include epoxy (meth) acrylates, polyester (meth) acrylates, and urethane (meth) acrylates, with urethane (meth) acrylates being particularly preferable.
  • monofunctional acrylic monomers include isooctyl (meth) acrylate, lauryl (meth) acrylate, stearyl (meth) acrylate, cyclohexyl (meth) acrylate, 2-methoxyethyl (meth) acrylate, methoxytriethylene glycol (meth) acrylate (Meth) acrylate of alkylene oxide modified product of phenol derivative, 2-ethylhexyl carbitol (meth) acrylate, ethoxyethoxyethyl (meth) acrylate, tricyclodecane (meth) acrylate, dicyclopentenyl (meth) acrylate, isobornyl ( Meta) acrylate, adamantyl (meth) acrylate, benzyl (meth) acrylate, tetrahydrofurfuryl (meth) acrylate, 2-hydroxyethyl (Meth) acrylate, 3-hydroxypropyl (me
  • the optical laminate of the present invention can be obtained by sandwiching the cholesteric liquid crystal layer and the polarizing element with a support via an adhesive layer or the like.
  • FIG. 2 shows an example of a configuration diagram of the present invention.
  • the cholesteric liquid crystal layers 3 and 5 and the polarizing element 7 laminated via the adhesive layer are held between the supports 1 and 9 via the adhesive layers 2 and 6 to obtain the optical laminate 10 of the present invention.
  • the polarization lens 11 is obtained by injection molding the lens base layer 12 to the optical laminate 10 of the present invention.
  • the lens substrate is not particularly limited, and for example, a thermoplastic resin that can be molded by injection molding, or a thermosetting resin that is generally used for eyewear lenses that can be molded by wedge polymerization or the like may be used.
  • (meth) acrylic resins such as methyl methacrylate homopolymer, copolymer of methyl methacrylate and one or more other monomers; diethylene glycol bis allyl carbonate homopolymer, diethylene glycol bis allyl carbonate and one or more other Diethylene glycol bisallyl carbonate resins such as copolymers with the following monomers; acrylonitrile-styrene copolymers; halogen-containing copolymers; homopolymers of monomers having a sulfide bond; monomers having a sulfide bond; Polyurea resins; polyamide resins; polycarbonate resins; polystyrene resins; polyolefin resins; polyvinyl chloride resins; polyester resins
  • Eyewear using the optical laminate of the present invention by molding the optical laminate of the present invention into a desired shape so that the cholesteric liquid crystal layer is on the outside and fixing to a frame. Visor etc) can be obtained.
  • the optical laminate is stamped into a desired shape and then subjected to bending.
  • the method of bending There is no particular limitation on the method of bending, and it may be processed through a process capable of giving a spherical or aspherical shape according to the purpose. Resin may be further injected into the bent product.
  • Example 1 Preparation of cholesteric liquid crystal layer> Coating liquid prepared 40 g of polymerizable liquid crystal monomer (BASF, trade name: LC242), 3 g of chiral agent (BASF, trade name: LC756), and 2 g of a photopolymerization initiator (BASF, trade name: IRGACURETPO) A right-handed cholesteric liquid crystal layer was produced according to the following procedure using Further, 40 g of a polymerizable liquid crystal monomer (manufactured by BASF, trade name: LC 242), 9 g of a chiral agent (manufactured by Merck, trade name: S1080), and 2 g of a photopolymerization initiator (manufactured by BASF, trade name: IRGACURETPO) were prepared.
  • BASF polymerizable liquid crystal monomer
  • 3 g of chiral agent BASF, trade name: LC756
  • a photopolymerization initiator BASF, trade
  • a left-handed cholesteric liquid crystal layer was produced by the same procedure using a coating solution.
  • a PET film manufactured by Toyobo Co., Ltd., with no easy adhesion layer
  • the coating solution was applied at room temperature on a PET film using a wire bar so that the thickness of the dried film was 4 ⁇ m.
  • the solvent was removed by heating at 150 ° C. for 5 minutes.
  • a high pressure mercury lamp manufactured by Hanson Toshiba Lighting Co., Ltd.
  • the PET film was peeled off.
  • a cholesteric liquid crystal layer used in the present invention was obtained.
  • the dyed sheet was then immersed in an aqueous solution containing 2.5 g / L of nickel acetate and 6.6 g / L of boric acid at 35 ° C. for 3 minutes. Then, the sheet was dried at room temperature for 3 minutes in a tension-maintained state, and then heat-treated at 70 ° C. for 3 minutes to obtain a polarizing element.
  • the degree of polarization of the polarizing element was measured by an absolute polarization method using a spectrophotometer, and as a result, the degree of polarization was 99.5%.
  • the optical laminate of the present invention is obtained by sandwiching the support of a polyamide resin having a thickness of about 0.2 mm (manufactured by EMS, trade name: Grylamide TR-90) through the adhesive, and similarly irradiating ultraviolet rays. Obtained.
  • the resulting optical laminate is punched as a strip shape with a basic shape having a diameter of 79.5 mm and a width of 55 mm in the vertical direction, and a base curve of 7.95 (curvature radius of 66.67 mm)
  • the bending process was performed at a low temperature of 110 ° C. using a mold of the above to make the cholesteric liquid crystal layer side convex.
  • the optical laminate had good processability, good adhesion, and no peeling even when immersed in water at 80 ° C. for 1 day.
  • Example 2 ⁇ Production of polarized sunglasses>
  • the optical laminate bent in Example 1 was inserted into a mold for injection molding, and transparent nylon melted on the concave side was injection molded to obtain a polarized lens. Subsequently, balling was performed according to the frame, and the polarized lens was fitted to a cellulose-based frame to produce polarized sunglasses.
  • the produced polarized sunglasses had excellent adhesion between a polyamide support and transparent nylon, and were not peeled off even if immersed in water at 80 ° C. for 1 day. Also, no whitening of the frame was confirmed.
  • Comparative Example 1 A comparative procedure is carried out in the same manner as in Example 1 and Example 2 except that a 0.3 mm thick polycarbonate support (Mitsubishi Gas Chemical Co., Ltd., bisphenol A aromatic polycarbonate) is used as the support. Polarized sunglasses were made.
  • a 0.3 mm thick polycarbonate support Mitsubishi Gas Chemical Co., Ltd., bisphenol A aromatic polycarbonate
  • the produced optical laminate was inferior in processability at a low temperature of 110 ° C., and sufficient bending could not be performed, and a crack occurred.
  • the produced polarized sunglasses had poor adhesion between the polycarbonate support and the transparent nylon, and peeling in the end was observed when immersed in water at 80 ° C. for 1 day. In addition, when combined with a cellulose-based frame, whitening was confirmed in the contact portion.
  • Comparative Example 2 As an adhesive, 6 g of polyvinyl alcohol (Nippon Synthetic Chemical Industry Co., Ltd., trade name: Gousenex Z 200), 1.5 g of a curing agent (Nippon Synthetic Chemical Industry Co., Ltd., trade name: SPM-01), 100 g of pure water An optical laminate for comparison was produced in the same manner as in Example 1, except that a mixed thermosetting adhesive was produced and cured by heating at 80 ° C. for 10 minutes.
  • polyvinyl alcohol Nippon Synthetic Chemical Industry Co., Ltd., trade name: Gousenex Z 200
  • a curing agent Nippon Synthetic Chemical Industry Co., Ltd., trade name: SPM-01
  • the produced optical laminate had poor adhesion, and when immersed in water at 80 ° C. for 1 day, peeling between layers was confirmed.
  • Comparative Example 3 An optical laminate for comparison was prepared in the same manner as Comparative Example 2 except that a 0.3 mm thick polycarbonate support (Mitsubishi Gas Chemical Co., Ltd., bisphenol A aromatic polycarbonate) was used as the support. Made.
  • a 0.3 mm thick polycarbonate support Mitsubishi Gas Chemical Co., Ltd., bisphenol A aromatic polycarbonate
  • the produced optical laminate was inferior in processability at a low temperature of 110 ° C., and sufficient bending could not be performed, and a crack occurred. Moreover, adhesiveness was inferior and peeling of the layer could be confirmed when it was immersed in 80 degreeC water for 1 day.
  • the produced optical laminate had poor adhesion, and when immersed in water at 80 ° C. for 1 day, peeling between layers was confirmed. Moreover, whitening could be confirmed due to the substrate erosion by the solvent.

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  • Physics & Mathematics (AREA)
  • Health & Medical Sciences (AREA)
  • Ophthalmology & Optometry (AREA)
  • General Physics & Mathematics (AREA)
  • Optics & Photonics (AREA)
  • General Health & Medical Sciences (AREA)
  • Polarising Elements (AREA)
  • Eyeglasses (AREA)
  • Laminated Bodies (AREA)

Abstract

L'invention concerne un stratifié optique dans lequel une couche de cristaux liquides cholestériques et un élément polarisant sont disposés entre un premier support et un second support, le premier support et/ou le second support contenant une résine polyamide, des composants selon au moins une combinaison choisie dans le groupe constitué par: (1) le premier ou le second support et l'élément polarisant; (2) le premier ou le second support et la couche de cristaux liquides cholestériques; et (3) la couche de cristaux liquides cholestériques et l'élément polarisant sont liés l'un à l'autre avec un agent adhésif durcissable par rayonnement ultraviolet sans solvant.
PCT/JP2018/040369 2017-12-13 2018-10-30 Stratifié optique, et lentille polarisante et monture oculaire équipées chacune de celui-ci WO2019116760A1 (fr)

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JP2019558958A JPWO2019116760A1 (ja) 2017-12-13 2018-10-30 光学積層体、これを備えた偏光レンズ及びアイウェア
CN201880072890.3A CN111344612A (zh) 2017-12-13 2018-10-30 光学层叠体、具备该光学层叠体的偏光透镜及眼用配戴品

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JP2017-238311 2017-12-13
JP2017238311 2017-12-13

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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2022196784A1 (fr) 2021-03-18 2022-09-22 日本化薬株式会社 Stratifié optcal et lunettes l'utilisant
WO2023112533A1 (fr) * 2021-12-17 2023-06-22 三菱瓦斯化学株式会社 Feuille polarisante
EP4134714A4 (fr) * 2020-04-07 2024-05-15 Nippon Kayaku Kk Film optique, et stratifié optique et lunettes le comprenant

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JP2014228594A (ja) * 2013-05-20 2014-12-08 大日本印刷株式会社 画像表示装置に用いられる偏光板、画像表示装置、および画像表示装置における明所コントラストの改善方法
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JP2016048361A (ja) * 2014-04-03 2016-04-07 住友化学株式会社 偏光板及び液晶パネル
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WO2017175829A1 (fr) * 2016-04-08 2017-10-12 日本化薬株式会社 Film optique pour lunettes, et stratifié optique ainsi que lunettes mettant en œuvre celui-ci

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JP2000304928A (ja) * 1999-04-21 2000-11-02 Nippon Mitsubishi Oil Corp 光学積層体
JP6408046B2 (ja) * 2016-02-17 2018-10-17 住友化学株式会社 光硬化性接着剤、並びにそれを用いた偏光板及び積層光学部材

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JPH11119167A (ja) * 1997-10-15 1999-04-30 Nikon Corp ジオプトリーが異なる複数のメガネレンズの組み合わせ
JP2005309401A (ja) * 2004-03-23 2005-11-04 Nitto Denko Corp 偏光板、光学フィルムおよび画像表示装置
JP2013109116A (ja) * 2011-11-21 2013-06-06 Konica Minolta Advanced Layers Inc 偏光膜保護フィルムの製造方法、偏光膜保護フィルム、偏光板及びそれを用いた液晶表示装置
US20140016064A1 (en) * 2012-07-11 2014-01-16 Alphamicron Incorporated Continuous wave directional emission liquid crystal structures and devices
JP2014228594A (ja) * 2013-05-20 2014-12-08 大日本印刷株式会社 画像表示装置に用いられる偏光板、画像表示装置、および画像表示装置における明所コントラストの改善方法
JP2016048361A (ja) * 2014-04-03 2016-04-07 住友化学株式会社 偏光板及び液晶パネル
WO2016002582A1 (fr) * 2014-07-01 2016-01-07 日本化薬株式会社 Film optique et stratifié optique l'utilisant
JP2017126057A (ja) * 2015-08-18 2017-07-20 住友化学株式会社 曲面画像表示パネル用偏光板
WO2017175829A1 (fr) * 2016-04-08 2017-10-12 日本化薬株式会社 Film optique pour lunettes, et stratifié optique ainsi que lunettes mettant en œuvre celui-ci

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP4134714A4 (fr) * 2020-04-07 2024-05-15 Nippon Kayaku Kk Film optique, et stratifié optique et lunettes le comprenant
WO2022196784A1 (fr) 2021-03-18 2022-09-22 日本化薬株式会社 Stratifié optcal et lunettes l'utilisant
WO2023112533A1 (fr) * 2021-12-17 2023-06-22 三菱瓦斯化学株式会社 Feuille polarisante

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CN111344612A (zh) 2020-06-26
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