JPWO2019116760A1 - Optical laminate, polarized lenses and eyewear equipped with it - Google Patents
Optical laminate, polarized lenses and eyewear equipped with it Download PDFInfo
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- JPWO2019116760A1 JPWO2019116760A1 JP2019558958A JP2019558958A JPWO2019116760A1 JP WO2019116760 A1 JPWO2019116760 A1 JP WO2019116760A1 JP 2019558958 A JP2019558958 A JP 2019558958A JP 2019558958 A JP2019558958 A JP 2019558958A JP WO2019116760 A1 JPWO2019116760 A1 JP WO2019116760A1
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- liquid crystal
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- 230000003287 optical effect Effects 0.000 title claims abstract description 47
- 239000000853 adhesive Substances 0.000 claims abstract description 45
- 230000001070 adhesive effect Effects 0.000 claims abstract description 45
- 239000004986 Cholesteric liquid crystals (ChLC) Substances 0.000 claims abstract description 40
- 229920006122 polyamide resin Polymers 0.000 claims abstract description 17
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 claims description 32
- 239000000463 material Substances 0.000 claims description 21
- 239000004677 Nylon Substances 0.000 claims description 11
- 229920001778 nylon Polymers 0.000 claims description 11
- 125000001931 aliphatic group Chemical group 0.000 claims description 6
- JOYRKODLDBILNP-UHFFFAOYSA-N Ethyl urethane Chemical compound CCOC(N)=O JOYRKODLDBILNP-UHFFFAOYSA-N 0.000 claims description 5
- 239000010410 layer Substances 0.000 description 46
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- 238000000034 method Methods 0.000 description 13
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- 239000012790 adhesive layer Substances 0.000 description 9
- 239000000975 dye Substances 0.000 description 9
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 9
- 229910052753 mercury Inorganic materials 0.000 description 9
- 229920000515 polycarbonate Polymers 0.000 description 9
- 239000004417 polycarbonate Substances 0.000 description 9
- 239000002904 solvent Substances 0.000 description 9
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 9
- 239000004372 Polyvinyl alcohol Substances 0.000 description 7
- 230000010287 polarization Effects 0.000 description 7
- 229920002451 polyvinyl alcohol Polymers 0.000 description 7
- 230000002087 whitening effect Effects 0.000 description 7
- UWCWUCKPEYNDNV-LBPRGKRZSA-N 2,6-dimethyl-n-[[(2s)-pyrrolidin-2-yl]methyl]aniline Chemical compound CC1=CC=CC(C)=C1NC[C@H]1NCCC1 UWCWUCKPEYNDNV-LBPRGKRZSA-N 0.000 description 6
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 6
- 238000010438 heat treatment Methods 0.000 description 6
- 238000001746 injection moulding Methods 0.000 description 6
- -1 isooctyl Chemical group 0.000 description 6
- 239000004988 Nematic liquid crystal Substances 0.000 description 5
- NIXOWILDQLNWCW-UHFFFAOYSA-N acrylic acid group Chemical group C(C=C)(=O)O NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- 239000004973 liquid crystal related substance Substances 0.000 description 5
- 238000000465 moulding Methods 0.000 description 5
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- 229920002799 BoPET Polymers 0.000 description 4
- 125000003647 acryloyl group Chemical group O=C([*])C([H])=C([H])[H] 0.000 description 4
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- 229920003235 aromatic polyamide Polymers 0.000 description 4
- 239000011248 coating agent Substances 0.000 description 4
- 238000000576 coating method Methods 0.000 description 4
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- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 description 3
- 239000004593 Epoxy Substances 0.000 description 3
- 239000004820 Pressure-sensitive adhesive Substances 0.000 description 3
- 125000003118 aryl group Chemical group 0.000 description 3
- SYFOAKAXGNMQAX-UHFFFAOYSA-N bis(prop-2-enyl) carbonate;2-(2-hydroxyethoxy)ethanol Chemical compound OCCOCCO.C=CCOC(=O)OCC=C SYFOAKAXGNMQAX-UHFFFAOYSA-N 0.000 description 3
- 125000003700 epoxy group Chemical group 0.000 description 3
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- 230000004313 glare Effects 0.000 description 3
- 229920001519 homopolymer Polymers 0.000 description 3
- 238000002156 mixing Methods 0.000 description 3
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- 229920000647 polyepoxide Polymers 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- 239000000243 solution Substances 0.000 description 3
- BTJPUDCSZVCXFQ-UHFFFAOYSA-N 2,4-diethylthioxanthen-9-one Chemical compound C1=CC=C2C(=O)C3=CC(CC)=CC(CC)=C3SC2=C1 BTJPUDCSZVCXFQ-UHFFFAOYSA-N 0.000 description 2
- FJKROLUGYXJWQN-UHFFFAOYSA-N 4-hydroxybenzoic acid Chemical compound OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 2
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical compound COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 description 2
- 239000004952 Polyamide Substances 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 239000003795 chemical substances by application Substances 0.000 description 2
- 239000003086 colorant Substances 0.000 description 2
- UHESRSKEBRADOO-UHFFFAOYSA-N ethyl carbamate;prop-2-enoic acid Chemical compound OC(=O)C=C.CCOC(N)=O UHESRSKEBRADOO-UHFFFAOYSA-N 0.000 description 2
- 238000010030 laminating Methods 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 229910001507 metal halide Inorganic materials 0.000 description 2
- 150000005309 metal halides Chemical class 0.000 description 2
- AHHWIHXENZJRFG-UHFFFAOYSA-N oxetane Chemical compound C1COC1 AHHWIHXENZJRFG-UHFFFAOYSA-N 0.000 description 2
- 229920003023 plastic Polymers 0.000 description 2
- 239000004033 plastic Substances 0.000 description 2
- 229920002647 polyamide Polymers 0.000 description 2
- 229920005749 polyurethane resin Polymers 0.000 description 2
- DTGKSKDOIYIVQL-WEDXCCLWSA-N (+)-borneol Chemical group C1C[C@@]2(C)[C@@H](O)C[C@@H]1C2(C)C DTGKSKDOIYIVQL-WEDXCCLWSA-N 0.000 description 1
- PSGCQDPCAWOCSH-UHFFFAOYSA-N (4,7,7-trimethyl-3-bicyclo[2.2.1]heptanyl) prop-2-enoate Chemical compound C1CC2(C)C(OC(=O)C=C)CC1C2(C)C PSGCQDPCAWOCSH-UHFFFAOYSA-N 0.000 description 1
- VJZBTBIZXCDAMV-UHFFFAOYSA-N 2-(1,3-dioxo-5,6,7,7a-tetrahydro-4h-isoindol-3a-yl)ethyl prop-2-enoate Chemical compound C1CCCC2C(=O)NC(=O)C21CCOC(=O)C=C VJZBTBIZXCDAMV-UHFFFAOYSA-N 0.000 description 1
- NTINFTOOVNKGIU-UHFFFAOYSA-N 2-(2-hydroxyethoxycarbonyl)benzoic acid Chemical compound OCCOC(=O)C1=CC=CC=C1C(O)=O NTINFTOOVNKGIU-UHFFFAOYSA-N 0.000 description 1
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 description 1
- 125000004200 2-methoxyethyl group Chemical group [H]C([H])([H])OC([H])([H])C([H])([H])* 0.000 description 1
- QOXOZONBQWIKDA-UHFFFAOYSA-N 3-hydroxypropyl Chemical group [CH2]CCO QOXOZONBQWIKDA-UHFFFAOYSA-N 0.000 description 1
- SXIFAEWFOJETOA-UHFFFAOYSA-N 4-hydroxy-butyl Chemical group [CH2]CCCO SXIFAEWFOJETOA-UHFFFAOYSA-N 0.000 description 1
- NDWUBGAGUCISDV-UHFFFAOYSA-N 4-hydroxybutyl prop-2-enoate Chemical compound OCCCCOC(=O)C=C NDWUBGAGUCISDV-UHFFFAOYSA-N 0.000 description 1
- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical compound [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 description 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-M Acetate Chemical compound CC([O-])=O QTBSBXVTEAMEQO-UHFFFAOYSA-M 0.000 description 1
- 239000004925 Acrylic resin Substances 0.000 description 1
- 229920000178 Acrylic resin Polymers 0.000 description 1
- 229920002160 Celluloid Polymers 0.000 description 1
- 229920002284 Cellulose triacetate Polymers 0.000 description 1
- JHWNWJKBPDFINM-UHFFFAOYSA-N Laurolactam Chemical compound O=C1CCCCCCCCCCCN1 JHWNWJKBPDFINM-UHFFFAOYSA-N 0.000 description 1
- 229920000571 Nylon 11 Polymers 0.000 description 1
- 229920000299 Nylon 12 Polymers 0.000 description 1
- 229920002292 Nylon 6 Polymers 0.000 description 1
- 229920002302 Nylon 6,6 Polymers 0.000 description 1
- 229920002396 Polyurea Polymers 0.000 description 1
- PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
- 238000003848 UV Light-Curing Methods 0.000 description 1
- QYKIQEUNHZKYBP-UHFFFAOYSA-N Vinyl ether Chemical compound C=COC=C QYKIQEUNHZKYBP-UHFFFAOYSA-N 0.000 description 1
- 229920002978 Vinylon Polymers 0.000 description 1
- NNLVGZFZQQXQNW-ADJNRHBOSA-N [(2r,3r,4s,5r,6s)-4,5-diacetyloxy-3-[(2s,3r,4s,5r,6r)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]oxy-6-[(2r,3r,4s,5r,6s)-4,5,6-triacetyloxy-2-(acetyloxymethyl)oxan-3-yl]oxyoxan-2-yl]methyl acetate Chemical compound O([C@@H]1O[C@@H]([C@H]([C@H](OC(C)=O)[C@H]1OC(C)=O)O[C@H]1[C@@H]([C@@H](OC(C)=O)[C@H](OC(C)=O)[C@@H](COC(C)=O)O1)OC(C)=O)COC(=O)C)[C@@H]1[C@@H](COC(C)=O)O[C@@H](OC(C)=O)[C@H](OC(C)=O)[C@H]1OC(C)=O NNLVGZFZQQXQNW-ADJNRHBOSA-N 0.000 description 1
- MQRWBMAEBQOWAF-UHFFFAOYSA-N acetic acid;nickel Chemical compound [Ni].CC(O)=O.CC(O)=O MQRWBMAEBQOWAF-UHFFFAOYSA-N 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 239000003377 acid catalyst Substances 0.000 description 1
- 229920001893 acrylonitrile styrene Polymers 0.000 description 1
- 125000005073 adamantyl group Chemical group C12(CC3CC(CC(C1)C3)C2)* 0.000 description 1
- 239000000654 additive Substances 0.000 description 1
- 125000002947 alkylene group Chemical group 0.000 description 1
- WLDHEUZGFKACJH-UHFFFAOYSA-K amaranth Chemical compound [Na+].[Na+].[Na+].C12=CC=C(S([O-])(=O)=O)C=C2C=C(S([O-])(=O)=O)C(O)=C1N=NC1=CC=C(S([O-])(=O)=O)C2=CC=CC=C12 WLDHEUZGFKACJH-UHFFFAOYSA-K 0.000 description 1
- 208000003464 asthenopia Diseases 0.000 description 1
- 239000000987 azo dye Substances 0.000 description 1
- 238000005452 bending Methods 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 description 1
- KGBXLFKZBHKPEV-UHFFFAOYSA-N boric acid Chemical compound OB(O)O KGBXLFKZBHKPEV-UHFFFAOYSA-N 0.000 description 1
- 239000004327 boric acid Substances 0.000 description 1
- 239000012461 cellulose resin Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000001723 curing Methods 0.000 description 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 description 1
- 230000006866 deterioration Effects 0.000 description 1
- 238000010586 diagram Methods 0.000 description 1
- 239000000539 dimer Substances 0.000 description 1
- 239000000982 direct dye Substances 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 238000005553 drilling Methods 0.000 description 1
- 238000001035 drying Methods 0.000 description 1
- 238000004043 dyeing Methods 0.000 description 1
- 229920001971 elastomer Polymers 0.000 description 1
- 230000003628 erosive effect Effects 0.000 description 1
- 239000003292 glue Substances 0.000 description 1
- 230000005484 gravity Effects 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 229910052740 iodine Inorganic materials 0.000 description 1
- 239000011630 iodine Substances 0.000 description 1
- 229940078494 nickel acetate Drugs 0.000 description 1
- 150000002989 phenols Chemical class 0.000 description 1
- 239000002985 plastic film Substances 0.000 description 1
- 229920006255 plastic film Polymers 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229920001225 polyester resin Polymers 0.000 description 1
- 239000004645 polyester resin Substances 0.000 description 1
- 229920013716 polyethylene resin Polymers 0.000 description 1
- 229920000139 polyethylene terephthalate Polymers 0.000 description 1
- 239000005020 polyethylene terephthalate Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920006254 polymer film Polymers 0.000 description 1
- 229920005990 polystyrene resin Polymers 0.000 description 1
- 239000005077 polysulfide Substances 0.000 description 1
- 229920001021 polysulfide Polymers 0.000 description 1
- 150000008117 polysulfides Polymers 0.000 description 1
- 239000004800 polyvinyl chloride Substances 0.000 description 1
- 229920000915 polyvinyl chloride Polymers 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- SCUZVMOVTVSBLE-UHFFFAOYSA-N prop-2-enenitrile;styrene Chemical compound C=CC#N.C=CC1=CC=CC=C1 SCUZVMOVTVSBLE-UHFFFAOYSA-N 0.000 description 1
- 239000005060 rubber Substances 0.000 description 1
- 210000002374 sebum Anatomy 0.000 description 1
- 239000002356 single layer Substances 0.000 description 1
- 229910052938 sodium sulfate Inorganic materials 0.000 description 1
- 235000011152 sodium sulphate Nutrition 0.000 description 1
- 238000010186 staining Methods 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000000542 sulfonic acid group Chemical group 0.000 description 1
- 229920003002 synthetic resin Polymers 0.000 description 1
- 239000000057 synthetic resin Substances 0.000 description 1
- MUTNCGKQJGXKEM-UHFFFAOYSA-N tamibarotene Chemical compound C=1C=C2C(C)(C)CCC(C)(C)C2=CC=1NC(=O)C1=CC=C(C(O)=O)C=C1 MUTNCGKQJGXKEM-UHFFFAOYSA-N 0.000 description 1
- 229920005992 thermoplastic resin Polymers 0.000 description 1
- 150000003573 thiols Chemical class 0.000 description 1
- JLGLQAWTXXGVEM-UHFFFAOYSA-N triethylene glycol monomethyl ether Chemical compound COCCOCCOCCO JLGLQAWTXXGVEM-UHFFFAOYSA-N 0.000 description 1
- 229920006305 unsaturated polyester Polymers 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
Classifications
-
- 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
Landscapes
- 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
第一の支持体と第二の支持体の間に、コレステリック液晶層及び偏光素子を備えた光学積層体であって、第一の支持体及び/又は第二の支持体がポリアミド樹脂を含有し、1)第一の又は第二の支持体と偏光素子、2)第一の又は第二の支持体とコレステリック液晶層、及び3)コレステリック液晶層と偏光素子、からなる群から選択される少なくとも一が無溶剤系紫外線硬化型接着剤で貼り合わされている、光学積層体。An optical laminate having a cholesteric liquid crystal layer and a polarizing element between the first support and the second support, wherein the first support and / or the second support contains a polyamide resin. At least selected from the group consisting of 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 in which one is bonded with a solvent-free ultraviolet curable adhesive.
Description
本発明は、コレステリック液晶層と偏光素子を備えた光学積層体及びそれを用いたアイウェア(サングラスやゴーグル、ヘルメット用バイザーなど)に関する。 The present invention relates to an optical laminate provided with a cholesteric liquid crystal layer and a polarizing element, and eyewear using the same (sunglasses, goggles, helmet visor, etc.).
水面や路面、雪面等からの反射光による眩しさの低減のために、アイウェア(サングラスやゴーグル、ヘルメット用バイザー等)が用いられている。例えばサングラスは、レンズ部に色素等で着色することにより、該色素の吸収により目に入射する光量を低減させることで、眩しさを低減しているが、水面や雪面の反射光に対しては偏光サングラスが特に有効である。
偏光サングラスは、反射光が偏光になることから、その偏光方向の光を効果的に吸収させるように設計することにより、目への入射光量を大きく低減することなく、眩しさを低減し、視認性を向上させることができる。Eyewear (sunglasses, goggles, helmet visors, etc.) is used to reduce glare caused by reflected light from water, road, and snow. For example, in sunglasses, the lens portion is colored with a dye or the like to reduce the amount of light incident on the eyes by absorbing the dye, thereby reducing the glare, but with respect to the reflected light on the water surface or the snow surface. Polarized sunglasses are especially effective.
Polarized sunglasses are polarized because the reflected light is polarized, so by designing them to effectively absorb the light in the direction of polarization, glare is reduced and visual recognition is performed without significantly reducing the amount of incident light on the eyes. The sex can be improved.
偏光サングラスは、通常、ポリカーボネート等の支持体で偏光素子を挟持した光学積層体を金型内に装着し、レンズ基材層を射出成形して所望の形状に加工した偏光レンズをフレームに組み込むことで得ることができる(特許文献1)。偏光素子は、二色性染料や多ヨウ素‐ポリビニルアルコール(PVA)錯体といったいわゆる二色性色素がPVA等の高分子と共に一軸配向されたフィルムであり、用いる色素の色によって、様々な色の偏光素子を得ることができるが、通常のサングラスの場合は、可視光域全体に偏光性を付与するために、グレー系の色にすることが多い。 Polarized sunglasses are usually made by mounting an optical laminate in which a polarizing element is sandwiched between supports such as polycarbonate in a mold, and incorporating a polarized lens in which a lens base material layer is injection-molded into a desired shape. Can be obtained in (Patent Document 1). 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 together with a polymer such as PVA, and polarized light of various colors depending on the color of the dye used. Although an element can be obtained, in the case of ordinary sunglasses, in order to impart polarization property to the entire visible light region, a grayish color is often used.
偏光サングラスにおけるデザイン性の付与、あるいは視認性の更なる向上のために、表面に多層膜を蒸着させる場合がある。多層膜を付与することにより、他者からはサングラス表面の反射光が青や緑、赤といったメタリック調の色彩を見ることができ、装着者からは、特定の光を反射することで、眩しさの低減と共に景色の視認性がさらに向上する。このように多層膜を付与することは、装着者にとって有益である一方、皮脂などが多層膜に付着すると取れにくいといった取り扱い上の問題点や、海など水分や潮風に曝される所では、多層膜が剥がれたりしてしまうという課題がある。 In some cases, a multilayer film is vapor-deposited on the surface of polarized sunglasses in order to impart design or further improve visibility. By adding a multilayer film, the reflected light on the surface of the sunglasses can be seen by others in metallic colors such as blue, green, and red, and the wearer reflects specific light to make it dazzling. The visibility of the scenery is further improved along with the reduction of the amount of light. While it is beneficial for the wearer to apply the multilayer film in this way, it is difficult to remove when sebum or the like adheres to the multilayer film, or in places exposed to moisture or sea breeze such as the sea, the multilayer film is applied. There is a problem that the film is peeled off.
このような課題に対し、多層膜を支持体の内側、すなわち偏光素子と支持体との間に設ける方法が考えられるが、多層膜は、各層間での屈折率差により反射性能を発現しているために、外側の空気界面と同等の反射性能を得ることは困難である。また、多層膜は無機物質からなるために、有機物である偏光素子との接着に問題がある。 To solve such a problem, a method of providing a multilayer film inside the support, that is, between the polarizing element and the support can be considered, but the multilayer film exhibits reflection performance due to the difference in refractive index between the layers. Therefore, it is difficult to obtain the same level of reflection performance as the outer air interface. Further, since the multilayer film is made of an inorganic substance, there is a problem in adhesion to a polarizing element which is an organic substance.
一方、多層膜を用いることなく、有機物でメタリックな色調を付与する方法として、コレステリック液晶層を用いる方法がある(特許文献2)。コレステリック液晶は、液晶分子が螺旋配向をした状態であり、螺旋ピッチの長さによって、特定の波長域の螺旋の向きと同じ向きの円偏光成分を選択的に反射する機能を有する。この螺旋配向を所望の反射波長域となる状態で固定化したコレステリック液晶層を用いた光学積層体は、鮮やかな色調を有し、装飾性を付与することができる。 On the other hand, as a method of imparting a metallic color tone with an organic substance without using a multilayer film, there is a method of using a cholesteric liquid crystal layer (Patent Document 2). The cholesteric liquid crystal is a state in which the liquid crystal molecules are spirally oriented, and has a function of selectively reflecting a circular polarization component in the same direction as the direction of the spiral in a specific wavelength range depending on the length of the spiral pitch. The optical laminate using the cholesteric liquid crystal layer in which the spiral orientation is fixed in a desired reflection wavelength range has a vivid color tone and can impart decorativeness.
偏光レンズのレンズ基材層には、通常、高透明性、無色性、高耐衝撃性、高耐熱性などからポリカーボネートが用いられている(特許文献3)。 Polycarbonate is usually used for the lens base material layer of a polarized lens because of its high transparency, colorlessness, high impact resistance, high heat resistance, and the like (Patent Document 3).
しかしながら、特許文献3では、ポリカーボネートは熱変形温度が130〜140℃と高く成型時の加工性に問題がある。また、ポリカーボネートを使用した偏光レンズでは、加熱により生じるアウトガスの影響により、接触したフレーム部分が白化するという問題があり、フレームの材質に制限がある。さらに、コレステリック液晶層とポリカーボネート樹脂の接着に熱硬化性接着剤を用いた場合、十分な接着強度が得られないことがある。
本発明は、コレステリック液晶層を備えた偏光サングラス等のアイウェアにおいて、成型時の加工性が良く、軽量で生産性が高く、かつフレームの白化を抑えた光学積層体及びそれを用いたアイウェアを提供することを目的とする。However, in Patent Document 3, polycarbonate has a high thermal deformation temperature of 130 to 140 ° C. and has a problem in processability during molding. Further, in a polarized lens using polycarbonate, there is a problem that the contacted frame portion is whitened due to the influence of outgas generated by heating, and the material of the frame is limited. Further, when a thermosetting adhesive is used to bond the cholesteric liquid crystal layer and the polycarbonate resin, sufficient adhesive strength may not be obtained.
The present invention relates to an optical laminate having good processability at the time of molding, light weight and high productivity, and suppressing whitening of a frame in eyewear such as polarized sunglasses provided with a cholesteric liquid crystal layer, and eyewear using the same. The purpose is to provide.
本発明者らは、鋭意検討の結果、第一の支持体と第二の支持体の間に、コレステリック液晶層及び偏光素子を備えた光学積層体であって、第一の支持体及び/又は第二の支持体がポリアミド樹脂を含有し、1)第一の又は第二の支持体と偏光素子、2)第一の又は第二の支持体とコレステリック液晶層、及び3)コレステリック液晶層と偏光素子、からなる群から選択される少なくとも一が無溶剤系紫外線硬化型接着剤で貼り合わされている、光学積層体が、上記課題を解決するものであることを見出し、本発明を完成させた。 As a result of diligent studies, the present inventors have made an optical laminate having a cholesteric liquid crystal layer and a polarizing element between the first support and the second support, and the first support and / or The second support contains a polyamide resin, 1) the first or second support and the polarizing element, 2) the first or second support and the cholesteric liquid crystal layer, and 3) the cholesteric liquid crystal layer. We have found that an optical laminate in which at least one selected from the group consisting of polarizing elements is bonded with a solvent-free ultraviolet curable adhesive solves the above problems, and has completed the present invention. ..
すなわち、本発明は
(1)第一の支持体と第二の支持体の間に、コレステリック液晶層及び偏光素子を備えた光学積層体であって、第一の支持体及び/又は第二の支持体がポリアミド樹脂を含有し、1)第一の又は第二の支持体と偏光素子、2)第一の又は第二の支持体とコレステリック液晶層、及び3)コレステリック液晶層と偏光素子、からなる群から選択される少なくとも一が無溶剤系紫外線硬化型接着剤で貼り合わされている、光学積層体、
(2)前記ポリアミド樹脂が脂肪族骨格を含むナイロンである前項(1)に記載の光学積層体、
(3)前記無溶剤系紫外線硬化型接着剤がウレタン(メタ)アクリレートを含有する前項(1)又は前項(2)に記載の光学積層体、
(4)前項(1)〜前項(3)のいずれか一項に記載の光学積層体にレンズ基材が射出成型されている偏光レンズ、
(5)前記レンズ基材がポリアミド樹脂を含有する前項(4)に記載の偏光レンズ、
(6)前記レンズ基材に含有されるポリアミド樹脂が脂肪族骨格を含むナイロンである前項(5)に記載の偏光レンズ、
(7)前項(4)〜前項(6)のいずれか一項に記載の偏光レンズがフレームに組み込まれているアイウェア、
に関する。That is, the present invention is (1) an optical laminate having a cholesteric liquid crystal layer and a polarizing element between the first support and the second support, the first support and / or the second. The support contains a polyamide resin, 1) the first or second support and the polarizing element, 2) the first or second support and the cholesteric liquid crystal layer, and 3) the cholesteric liquid crystal layer and the polarizing element. An optical laminate, in which at least one selected from the group consisting of is bonded with a solvent-free UV curable adhesive,
(2) The optical laminate according to the previous item (1), wherein the polyamide resin is nylon containing an aliphatic skeleton.
(3) The optical laminate according to the previous item (1) or the previous item (2), wherein the solvent-free ultraviolet curable adhesive contains urethane (meth) acrylate.
(4) A polarized lens in which a lens base material is injection-molded on the optical laminate according to any one of the preceding items (1) to (3).
(5) The polarized lens according to the previous item (4), wherein the lens base material contains a polyamide resin.
(6) The polarized lens according to (5) above, wherein the polyamide resin contained in the lens base material is nylon containing an aliphatic skeleton.
(7) Eyewear in which the polarized lens according to any one of the preceding paragraphs (4) to (6) is incorporated in the frame.
Regarding.
本発明の光学積層体は、偏光サングラス等のアイウェアに用いた場合、成型時の加工性がよく、軽量で生産性が高く、かつフレームの白化を抑えることができる。 When the optical laminate of the present invention is used for eyewear such as polarized sunglasses, it has good processability at the time of molding, is lightweight and highly productive, and can suppress whitening of the frame.
本発明の光学積層体は、光反射層として機能するコレステリック液晶層を備える。コレステリック液晶層とは、キラリティを持つネマチック液晶やネマチック液晶にカイラル剤を添加した配合物を含有する。カイラル剤の種類や量により、螺旋の向きや反射波長を任意に設計できることから、ネマチック液晶にカイラル剤を添加してコレステリック液晶層を得る方法が好ましい。本発明で使用されるネマチック液晶層は、いわゆる電界で操作する液晶層とは異なり、螺旋配向状態を固定化して使用されるため、重合性基を有するネマチック液晶モノマーを用いることが好ましい。 The optical laminate of the present invention includes a cholesteric liquid crystal layer that functions as a light reflecting layer. The cholesteric liquid crystal layer contains a chiral liquid crystal or a compound obtained by adding a chiral agent to the nematic liquid crystal. Since the direction of the spiral and the reflection wavelength can be arbitrarily designed depending on the type and amount of the chiral agent, a method of adding the chiral agent to the nematic liquid crystal to obtain a cholesteric liquid crystal layer is preferable. Unlike the so-called electric field-operated liquid crystal layer, the nematic liquid crystal layer used in the present invention is used with the spiral orientation state fixed, and therefore it is preferable to use a nematic liquid crystal monomer having a polymerizable group.
本発明で用いられるコレステリック液晶層を作製する方法としては、例えば、重合性基を有するネマチック液晶モノマーに、所望とする波長を反射するように右巻き又は左巻きとなるカイラル剤を必要量添加する。次にこれらを溶剤に溶解し、光重合開始剤を添加する。次にこの溶液をPETフィルム等のプラスチック基板上に厚みができるだけ均一になるように塗布し、加熱にて溶剤を除去させながら、基板上でコレステリック液晶となって所望の螺旋ピッチで配向するような温度条件で一定時間放置させる。このとき、プラスチックフィルム表面を塗布前にラビングあるいは延伸等の配向処理をしておくことで、コレステリック液晶の配向をより均一にすることができ、フィルムとしてのヘーズ値を低減することが可能となる。次いでこの配向状態を保持したまま、高圧水銀灯等で紫外線を照射し、配向を固定化させることにより、本発明で用いられるコレステリック液晶層が得られる。 As a method for producing the cholesteric liquid crystal layer used in the present invention, for example, 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. Next, these are dissolved in a solvent, and a photopolymerization initiator is added. Next, this solution is applied onto a plastic substrate such as a PET film so that the thickness is as uniform as possible, and while the solvent is removed by heating, a cholesteric liquid crystal is formed on the substrate and oriented at a desired spiral pitch. Let it stand for a certain period of time under temperature conditions. At this time, by performing orientation treatment such as rubbing or stretching on the surface of the plastic film before coating, the orientation of the cholesteric liquid crystal can be made more uniform, and the haze value of the film can be reduced. .. Next, the cholesteric liquid crystal layer used in the present invention can be obtained by irradiating ultraviolet rays with a high-pressure mercury lamp or the like to fix the orientation while maintaining this orientation state.
本発明で用いられるコレステリック液晶層は2層又は3層以上を積層して用いることができるし、単層で用いることもできる。例えば2層を積層して用いる場合、高い偏光度を維持するためには右巻きと左巻きを積層して用いることが好ましい。 The cholesteric liquid crystal layer used in the present invention can be used by stacking two layers or three or more layers, or can 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 ones in a laminated manner in order to maintain a high degree of polarization.
積層する手段としては、特に制限はないが、粘着剤や接着剤を用いて積層することが好ましい。粘着剤としては、アクリル系やゴム系の粘着剤が挙げられるが、接着性や保持力等を調整しやすいアクリル系粘着剤が好ましい。また、接着剤としては、紫外線硬化型接着剤や熱硬化型接着剤が挙げられる。紫外線硬化型接着剤の場合は、アクリロイル基、あるいはエポキシ基を有するモノマーを複数混合した組成物を光重合開始剤の存在下で、紫外線を照射することにより硬化させて接着させることができる。熱硬化型接着剤の場合は、エポキシ基を有するモノマーを複数混合した組成物を酸触媒の存在下で加熱することにより硬化させて接着することができる。短時間で硬化し生産性が高いという点において紫外線硬化型接着剤が好ましい。 The means for laminating is not particularly limited, but it is preferable to use an adhesive or an adhesive for laminating. Examples of the pressure-sensitive adhesive include acrylic-based and rubber-based pressure-sensitive adhesives, but acrylic-based pressure-sensitive adhesives whose adhesiveness and holding power can be easily adjusted are preferable. In addition, examples of the adhesive include an ultraviolet curable adhesive and a thermosetting adhesive. In the case of an ultraviolet curable adhesive, a composition obtained by mixing a plurality of monomers having an acryloyl group or an epoxy group can be cured and adhered by irradiating with ultraviolet rays in the presence of a photopolymerization initiator. In the case of a thermosetting adhesive, a composition obtained by mixing a plurality of monomers having an epoxy group can be cured and adhered by heating in the presence of an acid catalyst. An ultraviolet curable adhesive is preferable because it cures in a short time and has high productivity.
本発明で用いられる偏光素子としては、典型的にはPVA偏光フィルムが挙げられる。作製方法は特に限定されないが、ポリビニルアルコールあるいはその誘導体を含有する高分子フィルムにヨウ素や二色性染料などの色素を吸着し、該フィルムを一軸に延伸配向させて製造される。色素としては、耐熱性の点から、二色性染料が好ましく、特にスルホン酸基をもつアゾ色素を含有する直接染料が好ましい。 A PVA polarizing film is typically used as the polarizing element used in the present invention. The production method is not particularly limited, but the film is produced by adsorbing a dye such as iodine or a dichroic dye on a polymer film containing polyvinyl alcohol or a derivative thereof, and stretching and orienting the film uniaxially. As the dye, a dichroic dye is preferable from the viewpoint of heat resistance, and a direct dye containing an azo dye having a sulfonic acid group is particularly preferable.
本発明の光学積層体は、第一の支持体及び第二の支持体を有する。第一の支持体及び/又は第二の支持体はポリアミド樹脂を含有する。ポリアミド樹脂はポリカーボネート樹脂と比較して、光学的異方性が少なく複屈折が抑えられ、耐溶剤性にも優れる。また、比重が低く軽量で、熱変形温度が低いため成型時の加工性が良い。射出成型樹脂としてナイロンを使用する場合、屈折率差による外観悪化を防止するため、また密着性を確保するためレンズ基材層の射出成型樹脂と光学積層体の支持体は同一の材料にすることが望ましい点でもポリアミド樹脂を使用することが好ましい。また、ポリアミド樹脂を用いる場合、加熱によるアウトガスの影響によるフレームの白化現象を抑制することができるため、後述するように、フレームの材質の制限がない点からも好ましい。
ポリアミド樹脂としては脂肪族骨格を含むナイロン、芳香族骨格のみで構成されるアラミドが挙げられる。ナイロンとしてはナイロン6、ナイロン11、ナイロン12、ナイロン66が挙げられる。アラミドとしてはパラ系アラミド、メタ系アラミドが挙げられる。
第一の支持体又は第二の支持体のみポリアミド樹脂を含有する場合、他方の支持体はポリカーボネート樹脂又はトリアセチルセルロース樹脂であることが好ましい。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. Compared with polycarbonate resin, polyamide resin has less optical anisotropy, suppresses birefringence, and has excellent solvent resistance. In addition, it has a low specific gravity, is lightweight, and has a low thermal deformation temperature, so that it has good workability during molding. When nylon is used as the injection molding resin, the injection molding resin of the lens base material layer and the support of the optical laminate should be made of the same material in order to prevent deterioration of appearance due to the difference in refractive index and to ensure adhesion. It is preferable to use a polyamide resin also in that it is desirable. Further, when the polyamide resin is used, the whitening phenomenon of the frame due to the influence of the outgas due to heating can be suppressed, and as will be described later, there is no limitation on the material of the frame, which is also preferable.
Examples of the polyamide resin include nylon containing an aliphatic skeleton and aramid composed only of an aromatic skeleton. Examples of nylon include nylon 6, nylon 11, nylon 12, and nylon 66. Examples of the aramid include para-type aramid and meta-type aramid.
When only the first support or the second support contains the polyamide resin, the other support is preferably a polycarbonate resin or a triacetyl cellulose resin.
本発明においては、支持体と偏光素子の間、及び/又は支持体とコレステリック液晶層との間、及び/又はコレステリック液晶層と偏光素子との間を張り合わせる際、無溶剤系紫外線硬化型接着剤を用いる。溶剤系の場合、基材表面を浸食し接着力が低下するといった課題があるのに対し、無溶剤系の接着剤を用いることにより、素膜へのダメージを抑えることができる。紫外線硬化型接着剤の場合は、アクリロイル基、あるいはエポキシ基を有するモノマーを複数混合した組成物を光重合開始剤の存在下で、紫外線を照射することにより硬化させて接着させることができる。短時間で硬化し生産性が高いという点において紫外線硬化型接着剤が好ましい。
全ての接着層で無溶剤系紫外線硬化型接着剤を用いることが好ましい。In the present invention, solvent-free ultraviolet curable adhesion is used when bonding between the support and the polarizing element, / or between the support and the cholesteric liquid crystal layer, and / or between the cholesteric liquid crystal layer and the polarizing element. Use an agent. In the case of a solvent-based adhesive, there is a problem that the surface of the base material is eroded and the adhesive strength is lowered, whereas by using a solvent-free adhesive, damage to the base film can be suppressed. In the case of an ultraviolet curable adhesive, a composition obtained by mixing a plurality of monomers having an acryloyl group or an epoxy group can be cured and adhered by irradiating with ultraviolet rays in the presence of a photopolymerization initiator. An ultraviolet curable adhesive is preferable because it cures in a short time and has high productivity.
It is preferable to use a solvent-free UV curable adhesive for all the adhesive layers.
本発明で用いられる無溶剤系紫外線硬化型接着剤としては、(メタ)アクリレート系接着剤、エン/チオール系接着剤、不飽和ポリエステル系接着剤などの光ラジカル重合反応を利用する接着剤や、エポキシ系接着剤、オキセタン系接着剤、エポキシ/オキセタン系接着剤、ビニルエーテル系接着剤などの光カチオン重合反応を利用する接着剤などが挙げられ、これらは単独で使用してもよいし、混合して使用してもよい。とりわけ、透明性・耐候性も良好という点から(メタ)アクリレート系接着剤が好ましい。(メタ)アクリレート系接着剤は、分子中に1個以上の(メタ)アクリロイル基を有するモノマー又はオリゴマーと、光重合開始剤を必須成分として含む。該(メタ)アクリレート系接着剤は、さらに必要に応じて、適宜、添加剤等を含有することもできる。分子中に1個以上の(メタ)アクリロイル基を有するオリゴマーとしては、例えばエポキシ(メタ)アクリレート、ポリエステル(メタ)アクリレート、及びウレタン(メタ)アクリレートが挙げられ、ウレタン(メタ)アクリレートが特に好ましい。 Examples of the solvent-free ultraviolet curable adhesive used in the present invention include adhesives that utilize photoradical polymerization reactions such as (meth) acrylate-based adhesives, en / thiol-based adhesives, and unsaturated polyester-based adhesives. Examples thereof include epoxy-based adhesives, oxetane-based adhesives, epoxy / oxetane-based adhesives, adhesives that utilize photocationic polymerization reactions such as vinyl ether-based adhesives, and these may be used alone or mixed. May be used. In particular, a (meth) acrylate-based adhesive is preferable from the viewpoint of good transparency and weather resistance. The (meth) acrylate-based adhesive contains a monomer or oligomer having one or more (meth) acryloyl groups in the molecule and a photopolymerization initiator as essential components. The (meth) acrylate-based adhesive may further contain additives and the like as appropriate, if necessary. Examples of the oligomer having one or more (meth) acryloyl groups in the molecule include epoxy (meth) acrylate, polyester (meth) acrylate, and urethane (meth) acrylate, and urethane (meth) acrylate is particularly preferable.
紫外線硬化型接着剤の粘度を調整する場合は、接着剤が十分に溶解する各種溶剤を用いれば良いが、基材表面を浸食し接着力が低下するといった問題があるため、反応性希釈剤、例えば単官能アクリル系モノマーを使用することが好ましい。単官能アクリル系モノマーとしては、例えばイソオクチル(メタ)アクリレート、ラウリル(メタ)アクリレート、ステアリル(メタ)アクリレート、シクロヘキシル(メタ)アクリレート、2−メトキシエチル(メタ)アクリレート、メトキシトリエチレングリコール(メタ)アクリレート、フェノール誘導体のアルキレンオキサイド変性物の(メタ)アクリレート、2−エチルヘキシルカルビトール(メタ)アクリレート、エトキシエトキシエチル(メタ)アクリレート、トリシクロデカン(メタ)アクリレート、ジシクロペンテニル(メタ)アクリレート、イソボルニル(メタ)アクリレート、アダマンチル(メタ)アクリレート、ベンジル(メタ)アクリレート、テトラヒドロフルフリル(メタ)アクリレート、2−ヒドロキシエチル(メタ)アクリレート、3−ヒドロキシプロピル(メタ)アクリレート、4−ヒドロキシブチル(メタ)アクリレート、2−ヒドロキシ−3−フェノキシプロピル(メタ)アクリレート、N−(メタ)アクリロイルオキシエチルヘキサヒドロフタルイミド、ω−カルボキシポリカプロラクトン(メタ)アクリレート、フタル酸モノヒドロキシエチル(メタ)アクリレート、(メタ)アクリル酸ダイマー等が挙げられる。 When adjusting the viscosity of the ultraviolet curable adhesive, various solvents that sufficiently dissolve the adhesive may be used, but there is a problem that the surface of the base material is eroded and the adhesive strength is reduced. For example, it is preferable to use a monofunctional acrylic monomer. Examples of the monofunctional acrylic monomer include isooctyl (meth) acrylate, lauryl (meth) acrylate, stearyl (meth) acrylate, cyclohexyl (meth) acrylate, 2-methoxyethyl (meth) acrylate, and methoxytriethylene glycol (meth) acrylate. , (Meta) 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 (meth) acrylate, 4-hydroxybutyl (meth) acrylate , 2-Hydroxy-3-phenoxypropyl (meth) acrylate, N- (meth) acryloyloxyethyl hexahydrophthalimide, ω-carboxypolycaprolactone (meth) acrylate, monohydroxyethyl phthalate (meth) acrylate, (meth) acrylic Examples include acid dimers.
紫外線硬化型接着剤は、紫外線の照射によって硬化される。使用する紫外線としては、種々のものが使用可能である。紫外線の光源は特に限定されないが、例えば、太陽光、低圧水銀灯、中圧水銀灯、高圧水銀灯、超高圧水銀灯、メタルハライドランプなどを用いることができ、これらの中でも安価で汎用性に優れる点で、高圧水銀ランプ及びメタルハライドランプが好ましい。 The ultraviolet curable adhesive is cured by irradiation with ultraviolet rays. Various ultraviolet rays can be used. The light source of ultraviolet rays is not particularly limited, but for example, sunlight, low-pressure mercury lamp, medium-pressure mercury lamp, high-pressure mercury lamp, ultra-high-pressure mercury lamp, metal halide lamp, etc. can be used, and among these, high pressure is obtained because it is inexpensive and has excellent versatility. Mercury lamps and metal halide lamps are preferred.
コレステリック液晶層及び偏光素子を、接着剤層等を介して支持体で挟持することによって、本発明の光学積層体を得ることができる。 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.
図2には本発明の構成図の一例を図示している。接着剤層を介して積層されたコレステリック液晶層3,5及び偏光素子7を、接着剤層2,6を介して支持体1、9で挟持することによって本発明の光学積層体10を得る。本発明の光学積層体10にレンズ基材層12を射出成型することにより、偏光レンズ11を得る。 FIG. 2 illustrates an example of the configuration diagram of the present invention. The optical laminate 10 of the present invention is obtained by sandwiching the cholesteric liquid crystal layers 3 and 5 and the polarizing element 7 laminated via the adhesive layer between the supports 1 and 9 via the adhesive layers 2 and 6. A polarized lens 11 is obtained by injection molding the lens base material layer 12 onto the optical laminate 10 of the present invention.
レンズ基材としては、特に制限はなく、例えば、射出成形法により成形可能な熱可塑性樹脂や、酎型重合等により成形可能な、アイウェアレンズ等に一般に用いられる熱硬化性樹脂等を用いることができる。例えば、メチルメタクリレート単独重合体、メチルメタクリレートと1種以上の他のモノマーとの共重合体等の(メタ)アクリル系樹脂;ジエチレングリコールビスアリルカーボネート単独重合体、ジエチレングリコールビスアリルカーボネートと1種類以上の他のモノマーとの共重合体等のジエチレングリコールビスアリルカーボネート系樹脂;アクリロニトリル−スチレン共重合体;ハロゲン含有共重合体;スルフィド結合を有するモノマーの単独重合体、スルフィド結合を有するモノマーと1種以上の他のモノマーとの共重合体等のポリスルフィド系樹脂;ポリウレア樹脂;ポリアミド樹脂;ポリカーボネート樹脂;ポリスチレン樹脂;ポリオレフィン樹脂;ポリ塩化ビニル樹脂;ポリエステル樹脂;ポリエチレンテレフタレート;ポリウレタン樹脂;ポリチオウレタン樹脂等の含硫ウレタン系樹脂;エポキシ樹脂等が挙げられる。光学積層体との密着性の観点から、接する層と同一の材料が好ましい。 The lens base material is not particularly limited, and for example, a thermoplastic resin that can be molded by an injection molding method, a thermosetting resin that can be molded by a liquor polymerization, or the like, which is generally used for eyewear lenses or the like, is used. Can be done. For example, (meth) acrylic resins such as methyl methacrylate homopolymers and copolymers of methyl methacrylate with one or more other monomers; diethylene glycol bisallyl carbonate homopolymers, diethylene glycol bisallyl carbonate and one or more other Diethylene glycol bisallyl carbonate-based resin such as a copolymer with the monomer of the above; acrylonitrile-styrene copolymer; halogen-containing copolymer; homopolymer of a monomer having a sulfide bond, a monomer having a sulfide bond and one or more other Polysulfide resin such as a copolymer with the monomer of the above; Polyurea resin; Polyurethane resin; Polycarbonate resin; Polystyrene resin; Polyethylene resin; Polyvinyl chloride resin; Polyester resin; Polyethylene terephthalate; Polyurethane resin; Urethane-based resin; Examples thereof include epoxy resin. From the viewpoint of adhesion to the optical laminate, the same material as the layer in contact is preferable.
本発明の光学積層体を用い、コレステリック液晶層が外側になるように、所望の形状に成形し、フレームに固定することで、本発明の光学積層体を使用したアイウェア(サングラスやゴーグル、ヘルメット用バイザーなど)を得ることができる。
例えばサングラスの場合は、光学積層体を所望の形状に打ち抜き、次いで、曲げ加工を施す。曲げ加工の方法に関して特に制限はなく、目的に応じて球面あるいは非球面に形状を付与できるような工程を経て加工すればよい。曲げ加工品には、さらに樹脂を射出してもよい。この場合、光学積層体の厚みムラが見えなくなるという利点もあり、焦点屈折力を持たないレンズにおいても耐衝撃性、外観や眼精疲労に対して特に優れた製品に使用されている。
表面には、適宜、ハードコート、反射防止膜などが形成され、次いで玉摺り、穴あけ、ネジ締め等によりフレームに固定することでサングラスになる。
フレームの材質としては、例えば、セルロイド、アセテート、ポリアミドなどの合成樹脂材料、さらには、鼈甲などの天然材料などが挙げられる。射出成型に脂肪族骨格を含むナイロン樹脂を使用した偏光レンズは、セルロース系フレームと組み合わせても白化等の問題がなく好適に使用できる。Eyewear (sunglasses, goggles, helmet) using the optical laminate of the present invention is formed 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 it to the frame. You can get a visor etc.).
For example, in the case of sunglasses, the optical laminate is punched into a desired shape and then bent. The bending method is not particularly limited, and the processing may be performed through a process capable of imparting a shape to a spherical surface or an aspherical surface depending on the purpose. Resin may be further injected into the bent product. In this case, there is an advantage that the thickness unevenness of the optical laminate becomes invisible, and even a lens having no focal refractive power is used in a product having particularly excellent impact resistance, appearance, and eye strain.
A hard coat, antireflection film, etc. are appropriately formed on the surface, and then sunglasses are made by fixing to the frame by shaving, drilling, screwing, or the like.
Examples of the material of the frame include synthetic resin materials such as celluloid, acetate, and polyamide, and natural materials such as tortoiseshell. A polarized lens using a nylon resin containing an aliphatic skeleton for injection molding can be suitably used without problems such as whitening even when combined with a cellulosic frame.
以下実施例により本発明を更に具体的に説明するが、本発明はかかる実施例に限定されるものではない。 Hereinafter, the present invention will be described in more detail with reference to Examples, but the present invention is not limited to such Examples.
[実施例1]
<コレステリック液晶層の作製>
重合性液晶モノマー(BASF社製、商品名:LC242)40g、カイラル剤(BASF社製、商品名:LC756)3g、光重合開始剤(BASF社製、商品名:IRGACURETPO)2gを調製した塗布液を用い、下記の手順にて右巻きのコレステリック液晶層を作製した。また、重合性液晶モノマー(BASF社製、商品名:LC242)40g、カイラル剤(メルク社製、商品名:S1080)9g、光重合開始剤(BASF社製、商品名:IRGACURETPO)2gを調製した塗布液を用い、同様の手順にて左巻きのコレステリック液晶層を作製した。プラスチック基板としては、PETフィルム(東洋紡(株)製、易接着層無し)を使用した。
(1)塗布液を、ワイヤーバーを用いて、乾燥後の膜の厚みが4μmになるように、PETフィルム上に室温にて塗布した。
(2)150℃にて5分間加熱して溶剤の除去した。次いで、高圧水銀ランプ(ハンソン東芝ライティング(株)製)を120W出力、5〜10秒間UV照射し、コレステリック液晶層を得た。
(3)PETフィルムを剥離した。
こうして、本発明で用いるコレステリック液晶層を得た。[Example 1]
<Preparation of cholesteric liquid crystal layer>
A coating solution prepared with 40 g of a polymerizable liquid crystal monomer (manufactured by BASF, trade name: LC242), 3 g of a chiral agent (manufactured by BASF, trade name: LC756), and 2 g of a photopolymerization initiator (manufactured by BASF, trade name: IRGACURETPO). A right-handed cholesteric liquid crystal layer was prepared by the following procedure. Further, 40 g of a polymerizable liquid crystal monomer (manufactured by BASF, trade name: LC242), 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. A left-handed cholesteric liquid crystal layer was prepared by the same procedure using the coating liquid. As the plastic substrate, a PET film (manufactured by Toyobo Co., Ltd., without an easy-adhesive layer) was used.
(1) The coating liquid was coated on a PET film at room temperature using a wire bar so that the thickness of the film after drying was 4 μm.
(2) The solvent was removed by heating at 150 ° C. for 5 minutes. Next, a high-pressure mercury lamp (manufactured by Hanson Toshiba Lighting Co., Ltd.) was irradiated with UV at 120 W output for 5 to 10 seconds to obtain a cholesteric liquid crystal layer.
(3) The PET film was peeled off.
In this way, the cholesteric liquid crystal layer used in the present invention was obtained.
<偏光素子の作製>
ポリビニルアルコール((株)クラレ製、商品名:クラレビニロン#750)をクロランチンファストレッド(C.I.28160)0.25g/L、クリソフェニン(C.I.24895)0.18g/L、ソロフェニルブルー4GL(C.I.34200)1.0g/L及び硫酸ナトリウム10g/Lを含む水溶液中で、35℃3分間染色した後、溶液中で4倍に延伸した。ついでこの染色シートを酢酸ニッケル2.5g/L及びほう酸6.6g/Lを含む水溶液中35℃で3分浸漬した。ついでそのシートを緊張状態が保持された状態で、室温で3分間乾燥を行った後、70℃で3分間加熱処理し、偏光素子を得た。偏光素子を、分光光度計を用い、絶対偏光法により偏光度を測定した結果、偏光度は99.5%であった。<Manufacturing of polarizing element>
Polyvinyl alcohol (manufactured by Kuraray Co., Ltd., trade name: Kuraray Vinylon # 750) 0.25 g / L of chloranthin fast red (CI 28160), 0.18 g / L of chrysophenin (CI 24895), After staining in an aqueous solution containing 1.0 g / L of solophenyl blue 4GL (CI34200) and 10 g / L of sodium sulfate for 3 minutes at 35 ° C., the product was stretched 4-fold in the solution. Then, this dyeing sheet was 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 tense state, and then heat-treated at 70 ° C. for 3 minutes to obtain a polarizing element. As a result of measuring the degree of polarization of the polarizing element by the absolute polarization method using a spectrophotometer, the degree of polarization was 99.5%.
<光学積層体の作製>
ウレタンアクリレート(日本化薬(株)製、商品名:UX−4101)6g、4−ヒドロキシブチルアクリレート(大阪有機化学工業(株)製、商品名:4−HBA)25g、テトラヒドロフルフリルアクリレート(大阪有機化学工業(株)製、商品名:ビスコート#150)20g、イソボルニルアクリレート(大阪有機化学工業(株)製、商品名:IBXA)10g、ビスフェノールA型エポキシ樹脂(日本化薬(株)製、商品名:RE−310S)30g、光重合開始剤(日本化薬(株)製、商品名:DETX−S)3g、光重合開始剤(川崎化成工業(株)製、商品名:UVS−1331)0.1g、光重合開始剤(BASF社製、商品名:IRGACURE270)5gを混合して無溶剤系紫外線硬化型接着剤を作製した。前記コレステリック液晶層と偏光素子を該接着剤で貼りあわせたのち、高圧水銀ランプを用いて照度146mW/cm2、積算光量866mJ/cm2の条件で紫外線を照射して硬化物を得た。更に該接着剤を介して厚さ約0.2mmのポリアミド樹脂の支持体(EMS社製、商品名:グリルアミドTR−90)で挟持し、同様に紫外線を照射して本発明の光学積層体を得た。<Manufacturing of optical laminate>
Urethane acrylate (manufactured by Nippon Kayaku Co., Ltd., trade name: UX-4101) 6 g, 4-hydroxybutyl acrylate (manufactured by Osaka Organic Chemical Industry Co., Ltd., trade name: 4-HBA) 25 g, tetrahydrofurfuryl acrylate (Osaka) Organic Chemical Industry Co., Ltd., trade name: Biscort # 150) 20 g, isobornyl acrylate (Osaka Organic Chemical Industry Co., Ltd., trade name: IBXA) 10 g, bisphenol A type epoxy resin (Nippon Kayaku Co., Ltd.) , Product name: RE-310S) 30 g, Photopolymerization initiator (Nippon Kayaku Co., Ltd., Product name: DETX-S) 3 g, Photopolymerization initiator (Kawasaki Kasei Kogyo Co., Ltd., Product name: UVS) -1331) 0.1 g and 5 g of a photopolymerization initiator (manufactured by BASF, trade name: IRGACURE270) were mixed to prepare a solvent-free ultraviolet curable adhesive. After said bonding of the cholesteric liquid crystal layer and the polarizing element in the adhesive, illuminance 146mW / cm 2 using a high-pressure mercury lamp to obtain a cured product by irradiating ultraviolet rays under conditions of integrated quantity of light 866mJ / cm 2. Further, the optical laminate of the present invention is sandwiched between a support of a polyamide resin having a thickness of about 0.2 mm (manufactured by EMS, trade name: Grillamide TR-90) via the adhesive, and similarly irradiated with ultraviolet rays. Obtained.
得られた光学積層体を、基本形状としては直径79.5mmの真円であり垂直方向の幅が55mmにカットされる型でストリップ形状として打ち抜き、ベースカーブ7.95(曲率半径66.67mm)の金型を用いて110℃の低温で曲げ加工を行い、コレステリック液晶層側を凸面にした。該光学積層体は良好な加工性を有し、また接着性も良好で80℃の水に1日間浸漬しても剥がれがなかった。 The obtained optical laminate was punched as a strip shape with a die having a basic shape of a perfect circle with a diameter of 79.5 mm and a vertical width of 55 mm, and a base curve of 7.95 (radius of curvature of 66.67 mm). The mold was bent at a low temperature of 110 ° C. to make the cholesteric liquid crystal layer side convex. The optical laminate had good workability and adhesiveness, and did not peel off even when immersed in water at 80 ° C. for 1 day.
[実施例2]
<偏光サングラスの作製>
実施例1で曲げ加工された光学積層体を射出成形用の金型内にインサートし、凹面側に溶融した透明ナイロンを射出成形して偏光レンズを得た。続いて、フレームに合わせて玉摺りを行い、該偏光レンズをセルロース系のフレームにはめることで偏光サングラスを作製した。[Example 2]
<Making polarized sunglasses>
The optical laminate bent in Example 1 was inserted into a mold for injection molding, and transparent nylon melted on the concave surface side was injection-molded to obtain a polarized lens. Subsequently, the polarized lenses were slid according to the frame, and the polarized lenses were fitted into the cellulosic frame to produce polarized sunglasses.
作製した偏光サングラスはポリアミドの支持体と透明ナイロンの接着性が良好で、80℃の水に1日間浸漬しても剥がれがなかった。またフレームの白化も確認されなかった。 The produced polarized sunglasses had good adhesion between the polyamide support and the transparent nylon, and did not come off even when immersed in water at 80 ° C. for 1 day. Also, no whitening of the frame was confirmed.
[比較例1]
支持体として厚さ0.3mmのポリカーボネートの支持体(三菱瓦斯化学(株)製、ビスフェノールA型芳香族ポリカーボネート)を使用する以外は、実施例1及び実施例2と同様の手順で比較用の偏光サングラスを作製した。[Comparative Example 1]
For comparison, the procedure is the same as in Example 1 and Example 2 except that a polycarbonate support having a thickness of 0.3 mm (manufactured by Mitsubishi Gas Chemical Company, Inc., bisphenol A type aromatic polycarbonate) is used as the support. Polarized sunglasses were made.
作製した光学積層体は110℃の低温では加工性が劣り、十分な曲げ加工ができずクラックが発生した。 The produced optical laminate was inferior in workability at a low temperature of 110 ° C., could not be sufficiently bent, and cracks were generated.
作製した偏光サングラスはポリカーボネートの支持体と透明ナイロンの接着性が劣り、80℃の水に1日間浸漬すると端部に剥がれが確認できた。またセルロース系のフレームと組み合わせると接触部に白化が確認できた。 The produced polarized sunglasses had poor adhesion between the polycarbonate support and the transparent nylon, and when immersed in water at 80 ° C. for 1 day, peeling was confirmed at the edges. In addition, whitening was confirmed at the contact part when combined with a cellulosic frame.
[比較例2]
接着剤としてポリビニルアルコール(日本合成化学工業(株)製、商品名:ゴーセネックスZ200)6g、硬化剤(日本合成化学工業(株)製、商品名:SPM−01)1.5g、純水100gを混合した熱硬化型接着剤を作製し、これを80℃で10分間加熱処理して硬化させる以外は、実施例1と同様の手順で比較用の光学積層体を作製した。[Comparative Example 2]
As an adhesive, 6 g of polyvinyl alcohol (manufactured by Nippon Synthetic Chemical Industry Co., Ltd., trade name: Gosenex Z200), 1.5 g of curing agent (manufactured by Nippon Synthetic Chemical Industry Co., Ltd., trade name: SPM-01), 100 g of pure water. An optical laminate for comparison was prepared in the same procedure as in Example 1 except that a mixed thermosetting adhesive was prepared and heat-treated at 80 ° C. for 10 minutes to cure.
作製した光学積層体は接着性が劣り、80℃の水に1日間浸漬すると層間の剥がれが確認できた。 The produced optical laminate was inferior in adhesiveness, and peeling between layers was confirmed when immersed in water at 80 ° C. for 1 day.
[比較例3]
支持体として厚さ0.3mmのポリカーボネートの支持体(三菱瓦斯化学(株)製、ビスフェノールA型芳香族ポリカーボネート)を使用する以外は、比較例2と同様の手順で比較用の光学積層体を作製した。[Comparative Example 3]
An optical laminate for comparison was prepared in the same procedure as in Comparative Example 2 except that a polycarbonate support having a thickness of 0.3 mm (manufactured by Mitsubishi Gas Chemical Company, Inc., bisphenol A type aromatic polycarbonate) was used as the support. Made.
作製した光学積層体は110℃の低温では加工性が劣り、十分な曲げ加工ができずクラックが発生した。また、接着性が劣り、80℃の水に1日間浸漬すると層間の剥がれが確認できた。 The produced optical laminate was inferior in workability at a low temperature of 110 ° C., could not be sufficiently bent, and cracks were generated. In addition, the adhesiveness was poor, and peeling between layers was confirmed when immersed in water at 80 ° C. for 1 day.
[比較例4]
接着剤としてウレタンアクリレート(日本化薬(株)製、商品名:UX−4101)6g、単官能アクリレート(大阪有機化学工業(株)製、商品名:4−HBA)25g、エポキシ樹脂(日本化薬(株)製、商品名:RE−310S)30g、光重合開始剤(日本化薬(株)製、商品名:DETX−S)3g、光重合開始剤(川崎化成工業(株)製、商品名:UVS−1331)0.1g、光重合開始剤(BASF社製、商品名:IRGACURE270)5g、溶剤(純正化学(株)製、商品名:メチルエチルケトン)40gを混合して溶剤系紫外線硬化型接着剤を作製し、これを80℃で3分間加熱処理をした後、高圧水銀ランプを用いて照度146mW/cm2、積算光量866mJ/cm2の条件で紫外線を照射して硬化させる以外は、実施例1と同様の手順で比較用の光学積層体を作製した。[Comparative Example 4]
As an adhesive, urethane acrylate (manufactured by Nippon Kayaku Co., Ltd., trade name: UX-4101) 6 g, monofunctional acrylate (manufactured by Osaka Organic Chemical Industry Co., Ltd., trade name: 4-HBA) 25 g, epoxy resin (Japan) Yakuhin Co., Ltd., trade name: RE-310S) 30 g, photopolymerization initiator (Nippon Kayaku Co., Ltd., trade name: DETX-S) 3 g, photopolymerization initiator (Kawasaki Kasei Kogyo Co., Ltd., Trade name: UVS-1331) 0.1 g, photopolymerization initiator (manufactured by BASF, trade name: IRGACURE270) 5 g, solvent (manufactured by Genuine Chemical Co., Ltd., trade name: methyl ethyl ketone) 40 g are mixed and solvent-based UV curing to prepare a mold glue, after a 3 minute heat treatment at 80 ° C. This, except that the cured by irradiation with ultraviolet rays at an intensity 146mW / cm 2, the integrated quantity of light 866mJ / cm 2 conditions using a high pressure mercury lamp , An optical laminate for comparison was produced in the same procedure as in Example 1.
作製した光学積層体は接着性が劣り、80℃の水に1日間浸漬すると層間の剥がれが確認できた。また溶剤による基材浸食のため白化が確認できた。 The produced optical laminate was inferior in adhesiveness, and peeling between layers was confirmed when immersed in water at 80 ° C. for 1 day. In addition, whitening was confirmed due to substrate erosion by the solvent.
1 第一の支持体
2 接着剤層
3 コレステリック液晶層
4 接着剤層
5 コレステリック液晶層
6 接着剤層
7 偏光素子
8 接着剤層
9 第二の支持体
10 光学積層体
11 偏光レンズ
12 レンズ基材
1 First support 2 Adhesive layer 3 Cholesteric liquid crystal layer 4 Adhesive layer 5 Cholesteric liquid crystal layer 6 Adhesive layer 7 Polarizing element 8 Adhesive layer 9 Second support 10 Optical laminate 11 Polarizing lens 12 Lens base material
Claims (7)
第一の支持体及び/又は第二の支持体がポリアミド樹脂を含有し、
1)第一の又は第二の支持体と偏光素子、2)第一の又は第二の支持体とコレステリック液晶層、及び3)コレステリック液晶層と偏光素子、からなる群から選択される少なくとも一が無溶剤系紫外線硬化型接着剤で貼り合わされている、
光学積層体。An optical laminate having a cholesteric liquid crystal layer and a polarizing element between the first support and the second support.
The first support and / or the second support contains a polyamide resin and
At least one selected from the group consisting of 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. Is bonded with a solvent-free UV curable adhesive,
Optical laminate.
Eyewear in which the polarized lens according to any one of claims 4 to 6 is incorporated in a frame.
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JP2017238311 | 2017-12-13 | ||
JP2017238311 | 2017-12-13 | ||
PCT/JP2018/040369 WO2019116760A1 (en) | 2017-12-13 | 2018-10-30 | Optical laminate, and polarizing lens and eye wear each equipped with same |
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JP (1) | JPWO2019116760A1 (en) |
CN (1) | CN111344612A (en) |
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KR20220164744A (en) * | 2020-04-07 | 2022-12-13 | 니폰 가야꾸 가부시끼가이샤 | Optical film, and optical laminate and eyewear having the same |
WO2022047388A1 (en) * | 2020-08-31 | 2022-03-03 | Microvention, Inc. | Polymeric coatings |
WO2022196784A1 (en) | 2021-03-18 | 2022-09-22 | 日本化薬株式会社 | Optcal laminate and eyewear using same |
TW202400407A (en) * | 2021-12-17 | 2024-01-01 | 日商三菱瓦斯化學股份有限公司 | polarizing sheet |
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JP2017126057A (en) * | 2015-08-18 | 2017-07-20 | 住友化学株式会社 | Polarizing plate for curved surface image display panel |
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JP2000304928A (en) * | 1999-04-21 | 2000-11-02 | Nippon Mitsubishi Oil Corp | Optical laminate |
GB2504003B (en) * | 2012-07-11 | 2015-08-12 | Alphamicron Inc | Continuous wave directional emission liquid crystal structures and devices |
JP6408046B2 (en) * | 2016-02-17 | 2018-10-17 | 住友化学株式会社 | Photocurable adhesive, polarizing plate and laminated optical member using the same |
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2018
- 2018-10-30 CN CN201880072890.3A patent/CN111344612A/en active Pending
- 2018-10-30 JP JP2019558958A patent/JPWO2019116760A1/en active Pending
- 2018-10-30 WO PCT/JP2018/040369 patent/WO2019116760A1/en active Application Filing
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JPH11119167A (en) * | 1997-10-15 | 1999-04-30 | Nikon Corp | Combination of plural spectacle lenses varying in dioptry |
JP2005309401A (en) * | 2004-03-23 | 2005-11-04 | Nitto Denko Corp | Polarizing plate, optical film and image display |
JP2013109116A (en) * | 2011-11-21 | 2013-06-06 | Konica Minolta Advanced Layers Inc | Method for manufacturing polarizing film protection film, polarizing film protection film, polarizing plate and liquid crystal display device using the same |
JP2014228594A (en) * | 2013-05-20 | 2014-12-08 | 大日本印刷株式会社 | Polarizing plate used for image display device, image display device, and method for improving contrast in bright place in image display device |
JP2016048361A (en) * | 2014-04-03 | 2016-04-07 | 住友化学株式会社 | Polarizing plate and liquid crystal panel |
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JP2017126057A (en) * | 2015-08-18 | 2017-07-20 | 住友化学株式会社 | Polarizing plate for curved surface image display panel |
WO2017175829A1 (en) * | 2016-04-08 | 2017-10-12 | 日本化薬株式会社 | Optical film for eyewear, and optical laminate and eyewear which use same |
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TW201927572A (en) | 2019-07-16 |
CN111344612A (en) | 2020-06-26 |
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