JPH03156402A - Production of light control plate - Google Patents
Production of light control plateInfo
- Publication number
- JPH03156402A JPH03156402A JP29656189A JP29656189A JPH03156402A JP H03156402 A JPH03156402 A JP H03156402A JP 29656189 A JP29656189 A JP 29656189A JP 29656189 A JP29656189 A JP 29656189A JP H03156402 A JPH03156402 A JP H03156402A
- Authority
- JP
- Japan
- Prior art keywords
- light control
- control plate
- hydroxy
- light
- incident light
- 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.)
- Pending
Links
- 238000004519 manufacturing process Methods 0.000 title claims description 12
- 238000000034 method Methods 0.000 claims abstract description 7
- 239000000203 mixture Substances 0.000 claims description 19
- 239000006097 ultraviolet radiation absorber Substances 0.000 claims description 8
- 230000001678 irradiating effect Effects 0.000 claims description 3
- 239000010408 film Substances 0.000 abstract description 28
- 239000010409 thin film Substances 0.000 abstract description 9
- QUAMTGJKVDWJEQ-UHFFFAOYSA-N octabenzone Chemical compound OC1=CC(OCCCCCCCC)=CC=C1C(=O)C1=CC=CC=C1 QUAMTGJKVDWJEQ-UHFFFAOYSA-N 0.000 abstract description 2
- DXGLGDHPHMLXJC-UHFFFAOYSA-N oxybenzone Chemical compound OC1=CC(OC)=CC=C1C(=O)C1=CC=CC=C1 DXGLGDHPHMLXJC-UHFFFAOYSA-N 0.000 abstract description 2
- 230000002745 absorbent Effects 0.000 abstract 4
- 239000002250 absorbent Substances 0.000 abstract 4
- SMWMPMNQFQRVTR-UHFFFAOYSA-N 2-(1,3-benzothiazol-2-yl)-4-methylphenol Chemical compound CC1=CC=C(O)C(C=2SC3=CC=CC=C3N=2)=C1 SMWMPMNQFQRVTR-UHFFFAOYSA-N 0.000 abstract 1
- PASDZGKVGPNUTM-UHFFFAOYSA-N 2-tert-butyl-6-(5-chloro-1,3-benzothiazol-2-yl)-4-methylphenol Chemical compound Cc1cc(-c2nc3cc(Cl)ccc3s2)c(O)c(c1)C(C)(C)C PASDZGKVGPNUTM-UHFFFAOYSA-N 0.000 abstract 1
- 238000001723 curing Methods 0.000 description 14
- 150000001875 compounds Chemical class 0.000 description 6
- 239000000463 material Substances 0.000 description 6
- -1 2-talolothioxanthone Chemical compound 0.000 description 5
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 5
- 230000000052 comparative effect Effects 0.000 description 5
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Substances OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 5
- 239000011521 glass Substances 0.000 description 5
- UHESRSKEBRADOO-UHFFFAOYSA-N ethyl carbamate;prop-2-enoic acid Chemical compound OC(=O)C=C.CCOC(N)=O UHESRSKEBRADOO-UHFFFAOYSA-N 0.000 description 4
- 239000000178 monomer Substances 0.000 description 4
- 229920000058 polyacrylate Polymers 0.000 description 4
- 239000011342 resin composition Substances 0.000 description 4
- 239000004721 Polyphenylene oxide Substances 0.000 description 3
- 239000006096 absorbing agent Substances 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 239000003999 initiator Substances 0.000 description 3
- 230000003287 optical effect Effects 0.000 description 3
- 239000004033 plastic Substances 0.000 description 3
- 229920000570 polyether Polymers 0.000 description 3
- 239000000758 substrate Substances 0.000 description 3
- OMIGHNLMNHATMP-UHFFFAOYSA-N 2-hydroxyethyl prop-2-enoate Chemical compound OCCOC(=O)C=C OMIGHNLMNHATMP-UHFFFAOYSA-N 0.000 description 2
- VVBLNCFGVYUYGU-UHFFFAOYSA-N 4,4'-Bis(dimethylamino)benzophenone Chemical compound C1=CC(N(C)C)=CC=C1C(=O)C1=CC=C(N(C)C)C=C1 VVBLNCFGVYUYGU-UHFFFAOYSA-N 0.000 description 2
- YTSFYTDPSSFCLU-UHFFFAOYSA-N 5-chloro-1,3-benzothiazole Chemical compound ClC1=CC=C2SC=NC2=C1 YTSFYTDPSSFCLU-UHFFFAOYSA-N 0.000 description 2
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 2
- 239000005057 Hexamethylene diisocyanate Substances 0.000 description 2
- IOJUPLGTWVMSFF-UHFFFAOYSA-N benzothiazole Chemical compound C1=CC=C2SC=NC2=C1 IOJUPLGTWVMSFF-UHFFFAOYSA-N 0.000 description 2
- 239000011203 carbon fibre reinforced carbon Substances 0.000 description 2
- RRAMGCGOFNQTLD-UHFFFAOYSA-N hexamethylene diisocyanate Chemical compound O=C=NCCCCCCN=C=O RRAMGCGOFNQTLD-UHFFFAOYSA-N 0.000 description 2
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 2
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 2
- 239000002985 plastic film Substances 0.000 description 2
- 229920005862 polyol Polymers 0.000 description 2
- 150000003077 polyols Chemical class 0.000 description 2
- 229920005989 resin Polymers 0.000 description 2
- 239000011347 resin Substances 0.000 description 2
- 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
- XLPJNCYCZORXHG-UHFFFAOYSA-N 1-morpholin-4-ylprop-2-en-1-one Chemical compound C=CC(=O)N1CCOCC1 XLPJNCYCZORXHG-UHFFFAOYSA-N 0.000 description 1
- VHJHZYSXJKREEE-UHFFFAOYSA-N 2,2,3,3-tetrafluoropropyl prop-2-enoate Chemical compound FC(F)C(F)(F)COC(=O)C=C VHJHZYSXJKREEE-UHFFFAOYSA-N 0.000 description 1
- 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 1
- RKYJPYDJNQXILT-UHFFFAOYSA-N 2-(2-prop-2-enoyloxyethoxycarbonyl)benzoic acid Chemical compound OC(=O)C1=CC=CC=C1C(=O)OCCOC(=O)C=C RKYJPYDJNQXILT-UHFFFAOYSA-N 0.000 description 1
- GOXQRTZXKQZDDN-UHFFFAOYSA-N 2-Ethylhexyl acrylate Chemical compound CCCCC(CC)COC(=O)C=C GOXQRTZXKQZDDN-UHFFFAOYSA-N 0.000 description 1
- BSQLQMLFTHJVKS-UHFFFAOYSA-N 2-chloro-1,3-benzothiazole Chemical compound C1=CC=C2SC(Cl)=NC2=C1 BSQLQMLFTHJVKS-UHFFFAOYSA-N 0.000 description 1
- KMNCBSZOIQAUFX-UHFFFAOYSA-N 2-ethoxy-1,2-diphenylethanone Chemical compound C=1C=CC=CC=1C(OCC)C(=O)C1=CC=CC=C1 KMNCBSZOIQAUFX-UHFFFAOYSA-N 0.000 description 1
- XMLYCEVDHLAQEL-UHFFFAOYSA-N 2-hydroxy-2-methyl-1-phenylpropan-1-one Chemical compound CC(C)(O)C(=O)C1=CC=CC=C1 XMLYCEVDHLAQEL-UHFFFAOYSA-N 0.000 description 1
- ROPDSOYFYJCSTC-UHFFFAOYSA-N 2-phenoxyundecyl prop-2-enoate Chemical compound CCCCCCCCCC(COC(=O)C=C)OC1=CC=CC=C1 ROPDSOYFYJCSTC-UHFFFAOYSA-N 0.000 description 1
- UZDMJPAQQFSMMV-UHFFFAOYSA-N 4-oxo-4-(2-prop-2-enoyloxyethoxy)butanoic acid Chemical compound OC(=O)CCC(=O)OCCOC(=O)C=C UZDMJPAQQFSMMV-UHFFFAOYSA-N 0.000 description 1
- 239000005062 Polybutadiene Substances 0.000 description 1
- 101700004678 SLIT3 Proteins 0.000 description 1
- 102100027339 Slit homolog 3 protein Human genes 0.000 description 1
- 150000001252 acrylic acid derivatives Chemical class 0.000 description 1
- 238000000149 argon plasma sintering Methods 0.000 description 1
- RWCCWEUUXYIKHB-UHFFFAOYSA-N benzophenone Chemical compound C=1C=CC=CC=1C(=O)C1=CC=CC=C1 RWCCWEUUXYIKHB-UHFFFAOYSA-N 0.000 description 1
- 239000012965 benzophenone Substances 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
- 230000015572 biosynthetic process Effects 0.000 description 1
- ZNAAXKXXDQLJIX-UHFFFAOYSA-N bis(2-cyclohexyl-3-hydroxyphenyl)methanone Chemical compound C1CCCCC1C=1C(O)=CC=CC=1C(=O)C1=CC=CC(O)=C1C1CCCCC1 ZNAAXKXXDQLJIX-UHFFFAOYSA-N 0.000 description 1
- 239000011248 coating agent Substances 0.000 description 1
- 238000000576 coating method Methods 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- 230000001747 exhibiting effect Effects 0.000 description 1
- WJRBRSLFGCUECM-UHFFFAOYSA-N hydantoin Chemical group O=C1CNC(=O)N1 WJRBRSLFGCUECM-UHFFFAOYSA-N 0.000 description 1
- 230000001771 impaired effect Effects 0.000 description 1
- ZFSLODLOARCGLH-UHFFFAOYSA-N isocyanuric acid Chemical group OC1=NC(O)=NC(O)=N1 ZFSLODLOARCGLH-UHFFFAOYSA-N 0.000 description 1
- 238000010030 laminating Methods 0.000 description 1
- PBOSTUDLECTMNL-UHFFFAOYSA-N lauryl acrylate Chemical compound CCCCCCCCCCCCOC(=O)C=C PBOSTUDLECTMNL-UHFFFAOYSA-N 0.000 description 1
- 239000012528 membrane Substances 0.000 description 1
- QSHDDOUJBYECFT-UHFFFAOYSA-N mercury Chemical compound [Hg] QSHDDOUJBYECFT-UHFFFAOYSA-N 0.000 description 1
- 229910052753 mercury Inorganic materials 0.000 description 1
- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 1
- 238000000016 photochemical curing Methods 0.000 description 1
- 229920002857 polybutadiene Polymers 0.000 description 1
- QCTJRYGLPAFRMS-UHFFFAOYSA-N prop-2-enoic acid;1,3,5-triazine-2,4,6-triamine Chemical compound OC(=O)C=C.NC1=NC(N)=NC(N)=N1 QCTJRYGLPAFRMS-UHFFFAOYSA-N 0.000 description 1
- KCTAWXVAICEBSD-UHFFFAOYSA-N prop-2-enoyloxy prop-2-eneperoxoate Chemical compound C=CC(=O)OOOC(=O)C=C KCTAWXVAICEBSD-UHFFFAOYSA-N 0.000 description 1
- KRIOVPPHQSLHCZ-UHFFFAOYSA-N propiophenone Chemical compound CCC(=O)C1=CC=CC=C1 KRIOVPPHQSLHCZ-UHFFFAOYSA-N 0.000 description 1
- RSVDRWTUCMTKBV-UHFFFAOYSA-N sbb057044 Chemical compound C12CC=CC2C2CC(OCCOC(=O)C=C)C1C2 RSVDRWTUCMTKBV-UHFFFAOYSA-N 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
- 229920001187 thermosetting polymer Polymers 0.000 description 1
- DVKJHBMWWAPEIU-UHFFFAOYSA-N toluene 2,4-diisocyanate Chemical compound CC1=CC=C(N=C=O)C=C1N=C=O DVKJHBMWWAPEIU-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Optical Elements Other Than Lenses (AREA)
Abstract
Description
【発明の詳細な説明】
〈産業上の利用分野〉
本発明は特定角度からの入射光のみを選択的に散乱する
光制御板の製造法に関するものである。DETAILED DESCRIPTION OF THE INVENTION <Industrial Application Field> The present invention relates to a method for manufacturing a light control plate that selectively scatters only incident light from a specific angle.
〈従来の技術〉
従来プラスチックやガラスより成る透明体は、どの角度
からの光に対しても透明なものしかなかった。そこで特
定の角度からの光のみを透過するものとしては、プラス
チックの透明シート及び不透明シートを交互に貼り合せ
たプラスチックブロックより切り出した配向膜や、感光
性樹脂を用いて透明基板上に格子や縞等の模様をなすレ
リーフを設け、さらにその上に透明基板等を組み合わせ
る、いわゆる「遮光板」が−船釣に用いられていた。こ
の遮光板としては例えば特開昭57−189439号公
報に示されているものがある。<Conventional technology> Conventional transparent bodies made of plastic or glass were only transparent to light from any angle. Therefore, as a material that only transmits light from a specific angle, there is an alignment film cut out from a plastic block made by laminating plastic transparent sheets and opaque sheets alternately, and a checkered or striped film made of photosensitive resin on a transparent substrate. A so-called "shading plate", which had a relief pattern like this on it and a transparent substrate etc., was used for boat fishing. As this light shielding plate, for example, there is one shown in Japanese Patent Laid-Open No. 189439/1983.
〈発明が解決しようとする課題〉
しかし、これら従来の配向膜や遮光板は、その製造方法
が煩雑であるために高価であり、又膜質が均一にならな
いという問題点を有していた。これに対して、屈折率に
差のある重合性化合物を特定の紫外線硬化条件で硬化す
ることより、極めて容易に特定角度からの入射光のみを
選択的に散乱する均一な膜質の光制御板を得る製造法が
提案されている。<Problems to be Solved by the Invention> However, these conventional alignment films and light shielding plates have problems in that they are expensive due to complicated manufacturing methods, and the film quality is not uniform. In contrast, by curing polymerizable compounds with different refractive indexes under specific ultraviolet curing conditions, it is extremely easy to create a light control plate with a uniform film quality that selectively scatters only incident light from a specific angle. A manufacturing method has been proposed.
この制御板においては、特定角度からの入射光に対し高
い散乱、例えば曇価で表すと80%以上を必要とし、一
方他の角度の入射光に対しては高い透明性を必要とする
。This control plate requires high scattering, for example, 80% or more in terms of haze value, for incident light from a specific angle, and high transparency for incident light from other angles.
これらの膜は膜中に深さ方向に沿い、層状微小構造体が
数〜十数μmの間隔で比較的規則正しく並んで生成して
いる。入射角度に依存する曇価の発現はこの特異的な層
状微小構造体に起因している。また、この層状微小構造
体は膜表面(硬化時素外光が直接照射される面)から数
十〜数百μm(樹脂組成により異なる)の間は見られな
い。In these films, layered microstructures are formed relatively regularly arranged at intervals of several to tens of micrometers along the depth direction. The incidence angle-dependent haze value is caused by this specific layered microstructure. Moreover, this layered microstructure is not visible within several tens to hundreds of micrometers (depending on the resin composition) from the film surface (the surface directly irradiated with external light during curing).
この膜中の無層部の厚みが曇価の発現性に大きな影響を
及ぼす。つまり、この無層部の厚みが薄い程膜は薄膜で
高曇価を示す。しかしながら、例えば特開昭63−30
9902号公報に示された光制御板用組成物においても
この無層部の厚みが約50μmあり、最高曇価が80%
を超えるためには300μm以上の膜厚が必要である。The thickness of the non-layered portion in the film has a large effect on the development of haze value. In other words, the thinner the layerless part is, the thinner the film is and the higher the haze value. However, for example, JP-A-63-30
In the composition for a light control board disclosed in Publication No. 9902, the thickness of this non-layered portion is approximately 50 μm, and the maximum haze value is 80%.
In order to exceed this, a film thickness of 300 μm or more is required.
一方、照射条件にの変更によって曇価の向上を図る場合
、例えば硬化用棒状ランプと硬化試料表面までの距離を
大きく取ったり、照射光を平行光にしたり、また点光源
を使用する場合等は、曇価は向上するものの、入射光の
角度に対する曇価の依存性は著しく損なわれ、透明であ
るべき領域での透明度に問題が残る。このような場合に
おいても膜中の層構造に幾分変化がみられるものの、膜
表面の無層部の厚みは変化していない。On the other hand, when trying to improve the haze value by changing the irradiation conditions, for example, increasing the distance between the curing rod lamp and the surface of the cured sample, making the irradiation light parallel light, or using a point light source, etc. Although the haze value is improved, the dependence of the haze value on the angle of incident light is significantly impaired, and problems remain in transparency in areas that should be transparent. Even in such a case, although there is some change in the layer structure in the film, the thickness of the layer-free portion on the film surface remains unchanged.
つまり、薄膜における十分な機能の発現は大変に困難で
あり、さらに薄膜で十分な機能を発現させるためには膜
中の無層部の厚みをできるだけ薄くする必要がある。In other words, it is very difficult to develop a sufficient function in a thin film, and furthermore, in order to develop a sufficient function in a thin film, it is necessary to make the thickness of the non-layered part of the film as thin as possible.
この種の光学材料に対する機能性の付与が重要視される
現状において材料の薄膜化は高機能発現に大きな寄与を
もつと共に、コスト面においてもメリットは大きく、切
望されるところであった。In the current situation where it is important to add functionality to optical materials of this type, thinning the material has been highly desired as it not only greatly contributes to the development of high functionality but also has great cost advantages.
本発明者らは、特定の角度を成す入射光のみを選択的に
散乱透過する均一な膜質を有する光制御板の製造方法で
あって、薄膜においても高度な散乱とその入射光角度依
存性を両有する製造方法を見い出すべく検討した結果、
本発明を完成した。The present inventors have developed a method for manufacturing a light control plate having uniform film quality that selectively scatters and transmits only incident light at a specific angle, and which is capable of achieving high scattering and its dependence on the incident light angle even in a thin film. As a result of studying to find a manufacturing method that has both,
The invention has been completed.
く課題を解決するための手段〉
すなわち、本発明は、
光重合性組成物に特定方向から紫外線を照射して硬化さ
せ特定角度範囲の入射光のみを選択的に散乱透過する光
制御板を製造する方法において、該組成物に微量の紫外
線吸収剤を添加することを特徴とする光制御板の製造法
を提供する。Means for Solving the Problems> That is, the present invention manufactures a light control plate that selectively scatters and transmits only incident light within a specific angle range by curing a photopolymerizable composition by irradiating it with ultraviolet rays from a specific direction. The present invention provides a method for producing a light control board, which comprises adding a trace amount of an ultraviolet absorber to the composition.
本発明は、光制御板用組成物に紫外線吸収剤を添加する
ことにより、周期的に形成される屈折率の異なる層状微
小構造体を紫外線照射表面のより近傍から形成させるこ
とができ、薄膜においても高度な散乱とその入射光角度
依存性を両有する光制御板が製造できることを見出した
ものである。By adding an ultraviolet absorber to the composition for a light control board, the present invention enables the formation of periodically formed layered microstructures with different refractive indexes from closer to the ultraviolet irradiation surface, and in the form of a thin film. We have also discovered that it is possible to manufacture a light control plate that has both a high degree of scattering and its dependence on the angle of incident light.
以下、本発明について詳述する。The present invention will be explained in detail below.
本発明に使用の光制御板用組成物としては、例えば特開
昭63−309902号公報、特願平1−247414
および1−247415号明細書等に記載の光制御板側
の光重合性組成物が使用できる。すなわち、それらの例
としては(I)屈折率が異なる2種以上の(A)重合性
二重結合を有するモノマーまたは(B)オリゴマーの組
合せ、または(II)これらのモノマーまたはオリゴマ
ーで硬化前後で屈折率が異なるもの、または(II[)
これら(A)または(B)と屈折率がこれらと異なる光
重合性を有しない化合物との組成物等が使用できる。特
に上記の屈折率差は0.01以上の組合せが好ましい。Examples of the composition for a light control plate used in the present invention include Japanese Patent Application Laid-Open No. 63-309902 and Japanese Patent Application No. 1-247414.
The photopolymerizable composition for the light control plate described in Japanese Patent No. 1-247415 and the like can be used. That is, examples thereof include (I) a combination of two or more (A) monomers having polymerizable double bonds or (B) oligomers having different refractive indexes, or (II) curing with these monomers or oligomers before and after curing. those with different refractive indexes, or (II[)
A composition of these (A) or (B) and a compound having a different refractive index and not having photopolymerizability can be used. In particular, a combination of the above refractive index differences of 0.01 or more is preferred.
モノマー(A)の具体例としてはテトラヒドロフルフ
リルアクリレート、エチルカルヒト−ルアクリレート、
ジシクロペンテニルオキシエチルアクリレート、フェニ
ルカルピトールアクリレート、ノニルフェノキシエチル
アクリレート、2−ヒドロキシ−8−フェノキシプロピ
ルアクリレート、ω−ヒドロキシヘキサノイルオキシエ
チルアクリレート、アクリロイルオキシエチルサクシネ
ート、アクリロイルオキシエチルフタレート、トリブロ
ムフェノキシエチルアクリレート、イソボルニルアクリ
レート、2−エチルへキシルアクリレート、ラウリルア
クリレート、2、2.3.3−テトラフルオロプロピル
アクリレート、ならびにこれらのアクリレートに対応す
るメタアクリレート、およびN−ヒニルピロリドン、N
アクリロイルモルフォリンなどかあげられる。これらの
モノマーは上記の条件を満たせば、単独または1昆合し
て使用することができる。Specific examples of the monomer (A) include tetrahydrofurfuryl acrylate, ethylcalcyl acrylate,
Dicyclopentenyloxyethyl acrylate, phenylcarpitol acrylate, nonylphenoxyethyl acrylate, 2-hydroxy-8-phenoxypropyl acrylate, ω-hydroxyhexanoyloxyethyl acrylate, acryloyloxyethyl succinate, acryloyloxyethyl phthalate, tribromphenoxy Ethyl acrylate, isobornyl acrylate, 2-ethylhexyl acrylate, lauryl acrylate, 2,2.3.3-tetrafluoropropyl acrylate, and methacrylates corresponding to these acrylates, and N-hinylpyrrolidone, N
Examples include acryloylmorpholine. These monomers can be used alone or in combination as long as they satisfy the above conditions.
オリゴマー(B)としては例えばポリオールポリアクリ
レート、変性ポリオールポリアクリレート、イソシアヌ
ル酸骨格のポリアクリレート、メラミンアクリレート、
ヒダントイン骨格のポリアクリレート、ポリブタジェン
アクリレート、エポキシアクリレート、ウレタンアクリ
レートなどがあげられる。これらのオリゴマーは(A)
と同様に上記条件を満たせば単独または混合して使用す
ることができる。Examples of the oligomer (B) include polyol polyacrylate, modified polyol polyacrylate, isocyanuric acid skeleton polyacrylate, melamine acrylate,
Examples include hydantoin skeleton polyacrylate, polybutadiene acrylate, epoxy acrylate, and urethane acrylate. These oligomers are (A)
Similarly, if the above conditions are met, they can be used alone or in combination.
さらに紫外線吸収剤としては2−ヒドロキシ4−メトキ
シベンゾフェノン、2−ヒドロキシ−4−オクトキシベ
ンゾフェノン、2−(2°−ヒドロキシ−5゛−メチル
フェニル)ベンゾチアゾール、2〜(2′−ヒドロキシ
−3°−tert−ブチル−5′メチルフエニル)−5
−クロロベンゾチアゾールなどがあげられる。これらの
紫外線吸収剤は単独あるいは2種以上の混合物として使
用することができ、その使用量としては組成物に対して
通常50〜5000ppm 、望ましくは100゛〜t
oooppmの範囲である。Furthermore, as ultraviolet absorbers, 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-octoxybenzophenone, 2-(2°-hydroxy-5′-methylphenyl)benzothiazole, 2-(2′-hydroxy-3 °-tert-butyl-5'methylphenyl)-5
- Examples include chlorobenzothiazole. These ultraviolet absorbers can be used alone or as a mixture of two or more, and the amount used is usually 50 to 5000 ppm, preferably 100 to 5,000 ppm based on the composition.
The range is oooppm.
上記の組成物を第1図に示すような光硬化装置で硬化さ
せることにより、特定の角度をなす入射光を選択的に散
乱する光制御板が作成される。また、性能発現に支障の
ない範囲で熱硬化機構の併用も可能である。なお硬化に
際して該組成物を例えば、基板上に塗布するか、又はセ
ル中に封入して膜状の形状にし、ついで特定方向から紫
外線を照射して硬化させる方法が好ましい。この方法に
より所望の角度をなす入射光を選択的に散乱する光制御
板を作ることができる。又、セル中に封入し、0□を遮
断できる場合は必ずしも光重合開始剤は必要としないが
、硬化性向上のためには以下のような光重合開始剤の添
加が好ましい。By curing the above composition in a photocuring device as shown in FIG. 1, a light control plate that selectively scatters incident light at a specific angle is produced. Further, a thermosetting mechanism can also be used in combination within a range that does not impede performance development. For curing, it is preferable to apply the composition onto a substrate or encapsulate it in a cell to form a film, and then to cure the composition by irradiating it with ultraviolet rays from a specific direction. By this method, it is possible to create a light control plate that selectively scatters incident light at a desired angle. Further, a photopolymerization initiator is not necessarily required when it is sealed in a cell and can block 0□, but in order to improve curability, it is preferable to add the following photopolymerization initiator.
光重合開始剤として例えばベンゾフェノン、ベンジル、
ミヒラーズケトン、2−タロロチオキサントン、2,4
−ジエチルチオキサントン、ベンゾインエチルエーテル
、ジェトキシアセトフェノン、ベンジルジメチルケター
ル、2−ヒドロキシ−2メチルプロピオフエノン、l−
ヒドロキシシクロへキシルフェニルケトンなどが例示さ
れる。Examples of photopolymerization initiators include benzophenone, benzyl,
Michler's ketone, 2-talolothioxanthone, 2,4
-diethylthioxanthone, benzoin ethyl ether, jetoxyacetophenone, benzyl dimethyl ketal, 2-hydroxy-2methylpropiophenone, l-
Examples include hydroxycyclohexylphenyl ketone.
光重合において用いる光源は、光重合に寄与する紫外線
を発するものであって、被照射位置(膜面)から見て光
源が線状の形状をなしているものであり、棒状のランプ
は好ましい線状照射光源の1つである。The light source used in photopolymerization emits ultraviolet rays that contribute to photopolymerization, and the light source has a linear shape when viewed from the irradiated position (film surface), and a rod-shaped lamp is a preferable linear lamp. This is one type of irradiation light source.
線状光源を用い、その照射条件を調節すると、生成した
シート状の硬化物は光源の長軸と短軸方向に対して異方
性を示し、光源の長軸方向を軸として回転させた場合に
のみ、特定角度の光を散乱する。When a linear light source is used and the irradiation conditions are adjusted, the resulting sheet-like cured material exhibits anisotropy in the long and short axis directions of the light source, and when rotated around the long axis of the light source, It only scatters light at a specific angle.
すなわち、生成したシート状(膜状)の重合硬化物は屈
折率の異なる領域が、ある方向に配向した状態で周期的
に存在しており、特定の角度より入射した光は屈折率の
異なる領域の境界で全反射し散乱するものと考えられる
。In other words, in the sheet-like (film-like) polymerized cured product that is produced, regions with different refractive indexes exist periodically in a state oriented in a certain direction, and light incident from a specific angle causes regions with different refractive indexes to exist periodically. It is thought that the light is totally reflected and scattered at the boundary.
この屈折率の異なる領域は、本発明に使用の化合物の硬
化度の違いによって生成しているものと思われ、硬化度
による屈折率差が大きければ大きい程、生成した光制御
板の光散乱能は高くなるものと考えられる。したがって
分子内に重合性炭素−炭素二重結合を1つしか有しない
化合物及び分子内に重合性炭素−炭素二重結合を複数有
する化合物であってもその硬化前後の屈折率差か0.旧
以下である化合物は、硬化度の差による屈折率差がつき
にくいため十分な散乱能を有しないものと考えられる。This region with different refractive index is thought to be generated due to the difference in the degree of curing of the compound used in the present invention, and the larger the difference in refractive index due to the degree of curing, the greater the light scattering ability of the produced light control plate. is expected to increase. Therefore, even for compounds having only one polymerizable carbon-carbon double bond in the molecule and compounds having multiple polymerizable carbon-carbon double bonds in the molecule, the difference in refractive index before and after curing is 0. It is thought that compounds with a molecular weight of less than 100% have insufficient scattering ability because it is difficult to create a difference in refractive index due to a difference in degree of curing.
〈発明の効果〉
光制御膜はその膜中に深さ方向に沿い層状微小構造体が
数〜十数μmの間隔で比較的規則正しく並んで生成して
いる。入射光角度に依存する曇価の発現はこの特異的な
層状微小構造体かに起因している。また、この層状微小
構造体は膜表面(硬化時光が直接照射される面)から数
十〜数百μm(樹脂組成により異なる)の間は見られな
い。この膜中の無層部の厚みが曇価の発現性に大きな影
響を及ぼす。つまり、この無層部の厚みが薄い程膜は薄
膜で高曇価を示す。本発明によれば光制御仮相重合性組
成物に紫外線吸収剤を添加することにより、より薄膜で
も高曇価を示す光制御板を製造することができる。<Effects of the Invention> The light control film has layered microstructures arranged in a relatively regular manner along the depth direction at intervals of several to tens of micrometers. The appearance of haze value, which depends on the incident light angle, is due to this specific layered microstructure. Further, this layered microstructure is not visible within several tens to several hundreds of μm (depending on the resin composition) from the film surface (the surface directly irradiated with light during curing). The thickness of the non-layered portion in the film has a large effect on the development of haze value. In other words, the thinner the layerless part is, the thinner the film is and the higher the haze value. According to the present invention, by adding an ultraviolet absorber to the light-controlled pseudophase polymerizable composition, it is possible to produce a light-control board exhibiting a high haze value even in a thinner film.
従来、例えば特開昭63−309902号公報に示され
た光制御板用組成物においてもこの無層部の厚みは約5
0μmあり、その結果曇価が80%を超えるためには3
00μm以上の膜厚が必要であった。本発明の製造法に
より製造した光制御板においては膜中の無層部の厚みを
大幅に薄くことができる。したがって、300μm以下
の膜厚でも80%以上の曇価を発現することができる。Conventionally, for example, in the composition for a light control board disclosed in JP-A No. 63-309902, the thickness of the non-layered portion is approximately 5.
0μm, and as a result, in order for the haze value to exceed 80%, 3
A film thickness of 00 μm or more was required. In the light control plate manufactured by the manufacturing method of the present invention, the thickness of the non-layered portion in the film can be significantly reduced. Therefore, even with a film thickness of 300 μm or less, a haze value of 80% or more can be achieved.
最も高い曇価を示すものについては150μm程度の薄
膜においても80%以上の高曇価を発現する。The one showing the highest haze value exhibits a high haze value of 80% or more even in a thin film of about 150 μm.
またこの様な散乱は、特定角度の入射光に対してのみ起
こり、それ以外の角度においては極めて高い透明性をも
つ。つまり、薄膜においても高度な散乱とその入射角度
依存性を両有するものである。すなわち、本発明により
比較的簡単な方法で特定の角度をなす入射光のみを選択
的に散乱する均一な膜質の光制御板で薄膜においても高
度な散乱とその入射角度依存性を両有するものの製造が
可能となった。Further, such scattering occurs only for incident light at a specific angle, and the material has extremely high transparency at other angles. In other words, even a thin film has both a high degree of scattering and its dependence on the angle of incidence. That is, according to the present invention, it is possible to manufacture a light control plate with a uniform film quality that selectively scatters only incident light at a specific angle using a relatively simple method, and which has both a high degree of scattering and its dependence on the angle of incidence even in a thin film. became possible.
本発明により製造した光制御板は、プラスチックシート
状であるが、これをガラス板や他のプラスチックシート
等にコートしても使用できる。そしてこれらを用いて窓
材、車輌、デイスプレィ、鏡、温室など多方面への応用
が期待できる。Although the light control plate manufactured according to the present invention is in the form of a plastic sheet, it can also be used by coating a glass plate or other plastic sheet. These products can be used in a variety of applications, including window materials, vehicles, displays, mirrors, and greenhouses.
〈実施例〉
以下本発明を実施例によって更に詳細に説明するが、本
発明はこれら実施例に限定されるものではない。なお、
実施例における“部”は“重量部”を意味する。<Examples> The present invention will be described in more detail below with reference to Examples, but the present invention is not limited to these Examples. In addition,
"Parts" in the examples mean "parts by weight."
実施例 l
平均分子量1000のポリ一二チレングリコールとへキ
サメチレンジイソシアネートおよび2−ヒドロキンエチ
ルアクリレートの反応によって得られたポリエーテルウ
レタンアクリレート(屈折率1.483)・10部に対
して
60部、2−ヒドロキシ−2−プロピオフェノン1.5
部および紫外線吸収剤として2−(2°−ヒドロキシ−
3°−tert−ブチル−5°−メチルフェノール)−
5−クロロ−ベンゾチアゾール160ppmを添加混合
した樹脂組成物をガラス板上に300μmの厚さで塗布
し、第1図のような装置を用いて紫外線照射した。すな
わち、照射は反射ミラー1を備えたランプ長40cm、
強度80W/cmの水銀棒状ランプ2を用い、ランプ直
下にスリット幅1.5cmのスリット3およびランプ軸
上のベルトコンベア5上にスリット幅3cmのスリット
4を装備した装置を使用して、組成物を塗布したサンプ
ル6をベルトコンベア5に載せ、照射距離を50cm、
コンベア速度150mm/分の速さで移動させて照射を
行った。Example 1 60 parts per 10 parts of polyether urethane acrylate (refractive index 1.483) obtained by the reaction of poly-1-2-ethylene glycol with an average molecular weight of 1000, hexamethylene diisocyanate and 2-hydroquine ethyl acrylate, 2-Hydroxy-2-propiophenone 1.5
2-(2°-hydroxy-
3°-tert-butyl-5°-methylphenol)-
A resin composition mixed with 160 ppm of 5-chloro-benzothiazole was coated on a glass plate to a thickness of 300 μm, and irradiated with ultraviolet rays using an apparatus as shown in FIG. That is, the irradiation was carried out using a lamp with a length of 40 cm equipped with a reflecting mirror 1.
Using a mercury rod lamp 2 with an intensity of 80 W/cm, using an apparatus equipped with a slit 3 with a slit width of 1.5 cm directly below the lamp and a slit 4 with a slit width of 3 cm on the belt conveyor 5 on the lamp shaft, the composition was prepared. The coated sample 6 was placed on the belt conveyor 5, and the irradiation distance was 50 cm
Irradiation was performed by moving the conveyor at a speed of 150 mm/min.
得られた硬化膜の曇価の入射光角度依存性を第2図に示
すようにして測定した。また、光学顕微鏡を用い、膜断
面のブラインド状層構造の観察を行ったところ、微小層
状構造体は表面から約60μmのところに発現していた
。また曇価を表1に示した。The dependence of the haze value of the obtained cured film on the angle of incident light was measured as shown in FIG. Furthermore, when the blind layered structure of the cross section of the membrane was observed using an optical microscope, it was found that the microlayered structure was developed at a distance of approximately 60 μm from the surface. Further, the haze value is shown in Table 1.
実施例 2
平均分子量1000のポリテトラメチレングリコールと
へキサメチレンジイソシアネートおよび2−ヒドロキシ
エチルアクリレートの反応によって得られたポリエーテ
ルウレタンアクリレート(屈折率1、483 )40部
に対して
60部、2−ヒドロキシ−2−メチル−プロピオフェノ
ン1.5部および紫外線吸収剤として2−(2’ヒドロ
キシ−3’ −tert−ブチル−5゛−メチルフェノ
ール)−5−クロロ−ベンゾチアゾール160ppmを
添加混合した樹脂組成物をガラス板上に300μmの厚
さで塗布し、実施例1と同様にして硬化させ、硬化シー
トを得、実施例1と同様にして曇価の測定を行った。結
果を表1に示す。Example 2 60 parts of 2-hydroxy based on 40 parts of polyether urethane acrylate (refractive index 1,483) obtained by the reaction of polytetramethylene glycol with an average molecular weight of 1000, hexamethylene diisocyanate and 2-hydroxyethyl acrylate A resin mixed with 1.5 parts of -2-methyl-propiophenone and 160 ppm of 2-(2'hydroxy-3'-tert-butyl-5'-methylphenol)-5-chloro-benzothiazole as an ultraviolet absorber. The composition was applied to a thickness of 300 μm on a glass plate and cured in the same manner as in Example 1 to obtain a cured sheet, and the haze value was measured in the same manner as in Example 1. The results are shown in Table 1.
実施例 3
平均分子量1000のポリテトラメチレングリコールと
トルエンジイソシアネートおよび2−ヒドロキシエチル
アクリレートの反応によって得られたポリエーテルウレ
タンアクリレート(屈折率1.483)30部に対して
2−ヒドロキシ−2−メチル−プロピオフェノン3部及
び紫外線吸収剤として2−(2°−ヒドロキシ−3’
−tert−ブチル−5゛−メチルフェノール)5−ク
ロロ−ベンゾチアゾール120ppmを添加混合した樹
脂組成物をガラス板上に150μmの厚さで塗布し、実
施例1と同様にして硬化させ、硬化シートを得、実施例
1と同様にして曇価の測定を行った。結果を表1に示す
。Example 3 2-hydroxy-2-methyl- to 30 parts of polyether urethane acrylate (refractive index 1.483) obtained by the reaction of polytetramethylene glycol having an average molecular weight of 1000, toluene diisocyanate and 2-hydroxyethyl acrylate. 3 parts of propiophenone and 2-(2°-hydroxy-3' as a UV absorber)
A resin composition containing 120 ppm of -tert-butyl-5'-methylphenol)5-chloro-benzothiazole was coated on a glass plate to a thickness of 150 μm, and cured in the same manner as in Example 1 to form a cured sheet. The haze value was measured in the same manner as in Example 1. The results are shown in Table 1.
比較例 l
紫外線吸収剤を使用しない以外は実施例1と同じように
して硬化シートを得、実施例1と同様にして曇価の測定
を行った。また、同様に膜断面の光学顕微鏡による観察
を行ったところ、微小層状構造体は表面から約130μ
mと実施例1より深いところに発現していた。また曇価
を表1に示す。Comparative Example 1 A cured sheet was obtained in the same manner as in Example 1, except that no ultraviolet absorber was used, and the haze value was measured in the same manner as in Example 1. In addition, when we similarly observed the cross section of the film using an optical microscope, we found that the microlayered structure was about 130 μm from the surface.
m and was expressed deeper than in Example 1. Further, the haze value is shown in Table 1.
比較例 2
紫外線吸収剤を使用しない以外は実施例2と同じように
して硬化シートを得、実施例1と同様にして曇価の測定
を行った。Comparative Example 2 A cured sheet was obtained in the same manner as in Example 2, except that no ultraviolet absorber was used, and the haze value was measured in the same manner as in Example 1.
比較例 3
紫外線吸収剤を使用しない以外は実施例2と同じように
して硬化シートを得、実施例1と同様にして曇価の測定
を行った。Comparative Example 3 A cured sheet was obtained in the same manner as in Example 2, except that no ultraviolet absorber was used, and the haze value was measured in the same manner as in Example 1.
表 1Table 1
第1図は実施例、比較例で用いられた紫外線照射装置の
側面図を示す。
第2図は実施例、比較例における曇価の測定方法を表す
。FIG. 1 shows a side view of an ultraviolet irradiation device used in Examples and Comparative Examples. FIG. 2 shows a method for measuring haze value in Examples and Comparative Examples.
Claims (1)
て該組成物を硬化させ、特定角度範囲の入射光のみを選
択的に散乱透過する光制御板を製造する方法において、
該組成物に紫外線吸収剤を添加することを特徴とする光
制御板の製造法In a method for manufacturing a light control plate that selectively scatters and transmits only incident light in a specific angle range by irradiating a film-like body of a photopolymerizable composition with ultraviolet rays from a specific direction to cure the composition,
A method for producing a light control board, which comprises adding an ultraviolet absorber to the composition.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP29656189A JPH03156402A (en) | 1989-11-14 | 1989-11-14 | Production of light control plate |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP29656189A JPH03156402A (en) | 1989-11-14 | 1989-11-14 | Production of light control plate |
Publications (1)
Publication Number | Publication Date |
---|---|
JPH03156402A true JPH03156402A (en) | 1991-07-04 |
Family
ID=17835139
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP29656189A Pending JPH03156402A (en) | 1989-11-14 | 1989-11-14 | Production of light control plate |
Country Status (1)
Country | Link |
---|---|
JP (1) | JPH03156402A (en) |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1995006267A1 (en) * | 1993-08-25 | 1995-03-02 | Sumitomo Chemical Company, Limited | Filter for liquid crystal display element |
JP2009157251A (en) * | 2007-12-27 | 2009-07-16 | Sumitomo Chemical Co Ltd | Manufacturing apparatus for light control film, and method for manufacturing the same |
WO2009104433A1 (en) * | 2008-02-19 | 2009-08-27 | セントラル硝子株式会社 | Coating material for forming coating film with dependence of haze on visible-light incidence angle |
-
1989
- 1989-11-14 JP JP29656189A patent/JPH03156402A/en active Pending
Cited By (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO1995006267A1 (en) * | 1993-08-25 | 1995-03-02 | Sumitomo Chemical Company, Limited | Filter for liquid crystal display element |
JP2009157251A (en) * | 2007-12-27 | 2009-07-16 | Sumitomo Chemical Co Ltd | Manufacturing apparatus for light control film, and method for manufacturing the same |
WO2009104433A1 (en) * | 2008-02-19 | 2009-08-27 | セントラル硝子株式会社 | Coating material for forming coating film with dependence of haze on visible-light incidence angle |
JP2009223287A (en) * | 2008-02-19 | 2009-10-01 | Central Glass Co Ltd | Coating material for forming coating film with dependence of haze on visible-light incidence angle |
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