JPH03107901A - Production of light control plate - Google Patents
Production of light control plateInfo
- Publication number
- JPH03107901A JPH03107901A JP24741489A JP24741489A JPH03107901A JP H03107901 A JPH03107901 A JP H03107901A JP 24741489 A JP24741489 A JP 24741489A JP 24741489 A JP24741489 A JP 24741489A JP H03107901 A JPH03107901 A JP H03107901A
- Authority
- JP
- Japan
- Prior art keywords
- compd
- curing
- specific angle
- light
- light control
- 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.)
- Granted
Links
Landscapes
- Paints Or Removers (AREA)
- Optical Elements Other Than Lenses (AREA)
- Polymerisation Methods In General (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」が一般的に用いられていた。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 "light-shielding plate" was commonly used, in which a relief with a pattern such as the above was provided, and a transparent substrate or the like was further placed on top of the relief. 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
差のある複数の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、例えば特開昭63−309902号公報等に提
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 multiple polymerizable compounds with different refractive indexes under specific ultraviolet curing conditions, it is extremely easy to control light to create a uniform film that selectively scatters only incident light from specific angles. A manufacturing method for obtaining a plate is proposed, for example, in Japanese Patent Application Laid-Open No. 63-309902.
しかしながら、この光制御板は、原料として屈折率に差
がある分子内に1個以上の重合性炭素−炭素二重結合を
有する化合物の複数を必要とするものであった。However, this light control plate requires a plurality of compounds having one or more polymerizable carbon-carbon double bonds in the molecule and having different refractive indexes as raw materials.
本発明者は単一化合物で特定の角度を成す入射光のみを
選択的に散乱透過するものを見い出すべく検討した結果
、本発明を完成した。The present inventor completed the present invention after studying to find a single compound that selectively scatters and transmits only incident light forming a specific angle.
く課題を解決するための手段〉
すなわち、本発明は、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、その硬化前後の屈折率差が0
.01以上である化合物を注型、または基板に被覆し、
ついで特定の角度から該化合物に活性光線を照射するこ
とにより該化合物を硬化せしめ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 provides a compound having multiple polymerizable carbon-carbon double bonds in the molecule, and the difference in refractive index before and after curing is 0.
.. 01 or more is cast or coated on a substrate,
The present invention provides a method for producing a light control board, which comprises curing the compound by irradiating the compound with actinic rays from a specific angle.
以下、本発明について詳述する。The present invention will be explained in detail below.
本発明において用いられる化合物とは、分子内にアクリ
ロイル基、メタアクリロイル基、ビニル基、アリル基な
どの重合可能な基を2個以上含有するモノマー又はオリ
ゴマーで、その硬化前後の屈折率差が0.01以上であ
る化合物である化合物である。具体的には例えば、トリ
エチレングリコールジアクリレート、ポリエチレングリ
コールジアクリレート、ネオペンチルグリコールジアク
リレート、1,6−ヘキサンシオールジアアクリレート
、水添ジシクロペンタジェニルジアクリレート、エチレ
ンオキサイド変性ビスフェノールAジアクリレート、ト
リメチロールプロパントリアクリレート、ペンタエリス
リトールへキサアクリレート、トリスアクリロキシイソ
シアヌレート、多官能のエポキシアクリレート、多官能
のウレタンアクリルシートや、これらのアクリレートに
対応するメタクリレートおよびジビニルベンゼン、トリ
アリルイソシヌレート、ジエチレングリコールビスアリ
ルカーボネートなどがあげられる。The compound used in the present invention is a monomer or oligomer containing two or more polymerizable groups such as acryloyl group, methacryloyl group, vinyl group, or allyl group in the molecule, and the difference in refractive index before and after curing is 0. .01 or more. Specifically, for example, triethylene glycol diacrylate, polyethylene glycol diacrylate, neopentyl glycol diacrylate, 1,6-hexanesiol diacrylate, hydrogenated dicyclopentagenyl diacrylate, ethylene oxide modified bisphenol A diacrylate, Methylolpropane triacrylate, pentaerythritol hexaacrylate, trisacryloxyisocyanurate, multifunctional epoxy acrylate, multifunctional urethane acrylic sheet, methacrylates corresponding to these acrylates, divinylbenzene, triallylisocyanurate, diethylene glycol bis Examples include allyl carbonate.
これらの化合物を用いた光制御板が十分な散乱能を有す
るためには、これらの化合物の硬化前後の屈折率差が0
.01以上、望ましくは0.02以上あることが必要で
ある。これらの化合物は単独で光制御板の製造を可能と
するが、他の化合物を併用してもよい。In order for a light control plate using these compounds to have sufficient scattering ability, the difference in refractive index before and after curing of these compounds must be 0.
.. 01 or more, preferably 0.02 or more. Although these compounds can be used alone to produce a light control board, they may be used in combination with other compounds.
本発明に使用の化合物は光硬化型の化合物であり、図−
1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。なお硬化に際して該化合物を例えば、基板上
に流延、塗布等の手段で被覆し、又は注型、例えばセル
中に封入し、ついで特定方向から光を照射して硬化させ
る。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る。The compound used in the present invention is a photocurable compound.
By curing with a photocuring device as shown in 1, a light control plate that selectively scatters incident light at a specific angle is created. For curing, the compound is coated onto a substrate by means such as casting or coating, or cast, for example, sealed in a cell, and then irradiated with light from a specific direction to be cured. This method makes it possible to create a light control plate that selectively scatters incident light at a desired angle.
ここで活性光線としては、可視光線、紫外線等の重合反
応を起こさせるものが用いられるが、特に紫外線が好ま
しく用いられる。必要に応じて用いられる光重合開始剤
としては、例えばベンゾフェノン、ベンジル、ミヒラー
ズケトン、2−ク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−メチルプロピオフェノン、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。Here, as the active light, visible light, ultraviolet light, or the like that causes a polymerization reaction is used, and ultraviolet light is particularly preferably used. Examples of the photopolymerization initiator used as necessary include benzophenone, benzyl, Michler's ketone, 2-chlorothioxanthone, 2,4-diethylthioxanthone, benzoin ethyl ether, jetoxyacetophenone, benzyl dimethyl ketal, 2-
Examples include hydroxy-2-methylpropiophenone and l-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
等の活性光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 active rays such as ultraviolet rays that contribute to photopolymerization, and the light source has a linear shape when viewed from the irradiated position (film surface).
A rod-shaped lamp is one of the preferred linear illumination sources.
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 produced sheet-like cured polymer, regions with different refractive indexes exist periodically in a state oriented in a certain direction, and light incident from a specific angle is completely absorbed at the boundary between the regions with different refractive indexes. It is thought that it is reflected and scattered.
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が0.0
1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 0.0.
Compounds with a hardness of 1 or less are considered not to have sufficient 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〉
本発明において、従来複数の重合性化合物を必要とした
特定角度の入射光のみを選択的に散乱する光制御板を単
一の重合性化合物で製造することが可能となった。<Effects of the Invention> In the present invention, it has become possible to manufacture a light control plate that selectively scatters only incident light at a specific angle, which conventionally required multiple polymerizable compounds, using a single polymerizable compound. .
本発明により得られる光制御板は、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。The light control plate obtained by the present invention is in the form of a plastic sheet, but 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
トリメチロールプロパントリアクリレート 100部に
対して2−ヒドロキシ−2−メチル−プロピオフェノン
3部を添加混合した組成物をガラス板上に200μmの
厚さで塗布し、30wの水銀ランプの紫外線照射装置を
用いて図−1の様に距離40cmで1分間紫外線を照射
し硬化膜を得た。その曇価の入射光角度依存性を図−2
の様に測定した結果を表−1に示す。Example 1 A composition prepared by adding and mixing 3 parts of 2-hydroxy-2-methyl-propiophenone to 100 parts of trimethylolpropane triacrylate was coated on a glass plate to a thickness of 200 μm, and heated with a 30 W mercury lamp. Using an ultraviolet irradiation device, ultraviolet rays were irradiated for 1 minute at a distance of 40 cm as shown in Figure 1 to obtain a cured film. Figure 2 shows the dependence of the haze value on the incident light angle.
The results of the measurements are shown in Table 1.
実施例 2
下記構造式で示される化合物(I)100部に対し2−
ヒドロキシ−2−メチル−プロピオフェノン3部を添加
混合した組成物を実施例1と同様にして重合硬化させ硬
化シートを得、実施例1と同様にして曇化を測定した。Example 2 2- to 100 parts of compound (I) represented by the following structural formula
A composition containing 3 parts of hydroxy-2-methyl-propiophenone was polymerized and cured in the same manner as in Example 1 to obtain a cured sheet, and clouding was measured in the same manner as in Example 1.
その結果を表−1に示す。The results are shown in Table-1.
実施例 3
下記構造式で示されるエポキシアクリレート(rl)i
oo部に対し
CHlhOCOCH:Ct(2(II )l−ヒドロキ
シシクロへキシルフェニルケトン3部を添加混合した組
成物を実施例1と同様にして重合硬化させ硬化シートを
得、実施例1と同様にして曇価を測定した結果を表−1
に示す。Example 3 Epoxy acrylate (rl)i represented by the following structural formula
A composition prepared by adding and mixing 3 parts of CHlhOCOCH:Ct(2(II)l-hydroxycyclohexylphenylketone to oo part) was polymerized and cured in the same manner as in Example 1 to obtain a cured sheet. Table 1 shows the results of measuring the haze value.
Shown below.
実施例 4
ヘキサメチレンジイソシアネート1モルに対してペンタ
エリスリトールトリアクリレート2モルを反応させて得
られたウレタンアクリレート100部に対して2−ヒド
ロキシ−2−メチ”ループロピオフェノン3部を添加混
合した組成物を実施例1と同様にして硬化させ硬化シー
トを得、実施例1と同様にして曇価を測定した結果を表
−1に示す。Example 4 Composition in which 3 parts of 2-hydroxy-2-methy"-propiophenone was added and mixed with 100 parts of urethane acrylate obtained by reacting 1 mol of hexamethylene diisocyanate with 2 mol of pentaerythritol triacrylate. The material was 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.
比較例 1
下記構造式で示される化合物(II[)100部に対し
H
2−ヒドロキシ−2−メチル−プロピオフェノン3部を
添加混合した樹脂組成物を実施例1と同様にして硬化さ
せ硬化シートを得、実施例1と同様にして曇価を測定し
た。その結果を表−1に示す。Comparative Example 1 A resin composition prepared by adding and mixing 3 parts of H2-hydroxy-2-methyl-propiophenone to 100 parts of compound (II[) represented by the following structural formula was cured in the same manner as in Example 1. A sheet was obtained, and the haze value was measured in the same manner as in Example 1. The results are shown in Table-1.
比較例 2
平均分子量3000のポリプロピレングリコールとトル
エンジイソシアネート及び2−ヒドロキシエチルアクリ
レートの反応によって得たポリエーテルウレタンアクリ
レート100部に対して2−ヒドロキシ−2−メチル−
プロピオフェノン3部を添加混合した組成物を実施例1
と同様にして硬化させ硬化シートを得、実施1例1と同
様にして曇価を測定した結果を表−1に示す。Comparative Example 2 2-hydroxy-2-methyl- to 100 parts of polyether urethane acrylate obtained by reacting polypropylene glycol with an average molecular weight of 3000, toluene diisocyanate, and 2-hydroxyethyl acrylate.
Example 1 A composition containing 3 parts of propiophenone was added and mixed.
A cured sheet was obtained by curing in the same manner as in Example 1, and the haze value was measured in the same manner as in Example 1. The results are shown in Table 1.
表−1Table-1
図−1は実施例、比較例で用いられた紫外線照射装置の
側面図及び平面図を示す。
図−2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 and a plan view of the ultraviolet irradiation device used in Examples and Comparative Examples. Figure 2 shows the method for measuring haze value in Examples and Comparative Examples.
Claims (1)
物で、その硬化前後の屈折率差が0.01以上である化
合物を注型または基板上に被覆し、ついで特定の角度か
ら活性光線を該化合物に照射することにより該化合物を
硬化せしめることを特徴とする光制御板の製造法A compound that has multiple polymerizable carbon-carbon double bonds in its molecule and has a refractive index difference of 0.01 or more before and after curing is cast or coated on a substrate, and then actinic light is irradiated from a specific angle. A method for producing a light control board, comprising curing the compound by irradiating the compound.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP24741489A JP2822065B2 (en) | 1989-09-22 | 1989-09-22 | Manufacturing method of light control plate |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP24741489A JP2822065B2 (en) | 1989-09-22 | 1989-09-22 | Manufacturing method of light control plate |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPH03107901A true JPH03107901A (en) | 1991-05-08 |
| JP2822065B2 JP2822065B2 (en) | 1998-11-05 |
Family
ID=17163081
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP24741489A Expired - Fee Related JP2822065B2 (en) | 1989-09-22 | 1989-09-22 | Manufacturing method of light control plate |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JP2822065B2 (en) |
Cited By (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0913715A3 (en) * | 1997-10-31 | 1999-09-29 | Sumitomo Chemical Company, Limited | Method for producing light control sheet |
| EP1128202A3 (en) * | 2000-02-02 | 2002-04-10 | Sanyo Electric Co., Ltd. | Reflective liquid crystal display |
| 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 |
| US7586680B2 (en) | 2004-03-31 | 2009-09-08 | Sumitomo Chemical Company, Limited | Projection screen having a plural number of light control layers |
-
1989
- 1989-09-22 JP JP24741489A patent/JP2822065B2/en not_active Expired - Fee Related
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| EP0913715A3 (en) * | 1997-10-31 | 1999-09-29 | Sumitomo Chemical Company, Limited | Method for producing light control sheet |
| EP1128202A3 (en) * | 2000-02-02 | 2002-04-10 | Sanyo Electric Co., Ltd. | Reflective liquid crystal display |
| EP1500968A1 (en) * | 2000-02-02 | 2005-01-26 | Sanyo Electric Co. Ltd | Reflective liquid crystal display |
| US7586680B2 (en) | 2004-03-31 | 2009-09-08 | Sumitomo Chemical Company, Limited | Projection screen having a plural number of light control layers |
| 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 |
Also Published As
| Publication number | Publication date |
|---|---|
| JP2822065B2 (en) | 1998-11-05 |
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| Date | Code | Title | Description |
|---|---|---|---|
| LAPS | Cancellation because of no payment of annual fees |