JPH0254201A - Resin composition for light control plate - Google Patents

Resin composition for light control plate

Info

Publication number
JPH0254201A
JPH0254201A JP20537488A JP20537488A JPH0254201A JP H0254201 A JPH0254201 A JP H0254201A JP 20537488 A JP20537488 A JP 20537488A JP 20537488 A JP20537488 A JP 20537488A JP H0254201 A JPH0254201 A JP H0254201A
Authority
JP
Japan
Prior art keywords
light control
light
control plate
compsn
resin composition
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
Application number
JP20537488A
Other languages
Japanese (ja)
Other versions
JP2782200B2 (en
Inventor
Shigeo Hozumi
穂積 滋郎
Shinichiro Kitayama
北山 慎一郎
Masahiro Ueda
昌宏 植田
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Nippon Sheet Glass Co Ltd
Sumitomo Chemical Co Ltd
Original Assignee
Nippon Sheet Glass Co Ltd
Sumitomo Chemical Co Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Nippon Sheet Glass Co Ltd, Sumitomo Chemical Co Ltd filed Critical Nippon Sheet Glass Co Ltd
Priority to JP63205374A priority Critical patent/JP2782200B2/en
Publication of JPH0254201A publication Critical patent/JPH0254201A/en
Application granted granted Critical
Publication of JP2782200B2 publication Critical patent/JP2782200B2/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Abstract

PURPOSE:To provide the resin compsn. which has the uniform quality to selectively scatter only the incident light of a specific angle, high scattering power and good weatherability by incorporating acrylate monomers and urethane acrylate oligomer which are respectively specific into the compsn. CONSTITUTION:One or more kinds of the acrylate monomers which have no halogen atoms in the molecule and the urethane acrylate oligomer having >=1,000 mol.wt. are incorporated into this compsn. The light control plate which sufficiently withstands outdoor use as building materials, etc., is then obtd. merely by compounding this compsn. with various transparent films and plastic having a light degree of UV light cutting power, etc., without the need for using various additives. The light control plate which has the uniform quality to selectively scatter only the incident angle of the specific angle, the high scattering power and the good weatherability is obtd. in this way by the relatively simple method.

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
る光制御板用の樹脂組成物に関するものである。
DETAILED DESCRIPTION OF THE INVENTION <Industrial Application Field> The present invention relates to a resin composition for a light control plate that selectively scatters only incident light from a specific angle.

〈従来の技術及びその問題点〉 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な配向膜や、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−射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。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により、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
。この光制御板においては、特定角度からの入射光に対
し高い散乱、例えば曇価で示すと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。しかしながら従来の光制御板用の樹脂組成物は
、モノマーオリゴマー間の屈折率差を大きくシ、高曇化
を得るため、屈折率の大きいハロゲン原子を有する(メ
タ)アクリレートモノマーを使用する場合が多かった。
<Prior art and its problems> Conventionally, 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, an alignment film cut out from a plastic block made by laminating plastic transparent sheets and opaque sheets alternately, or a grid or stripe on a transparent substrate using photosensitive resin. A so-called "light-shielding plate" was used optically, in which a relief with a pattern such as the above was provided, and a transparent substrate or the like was placed on top of the relief. As this light shielding plate, for example, there is one shown in Japanese Patent Application Laid-Open No. 57-189439. However, these conventional alignment films and light shielding plates have problems in that they are expensive due to complicated manufacturing methods and that 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 create a uniform film that selectively scatters only incident light from specific angles. A manufacturing method for obtaining a control board has been proposed. This light control board requires high scattering for incident light from a specific angle, for example 80% or more in terms of haze value, while high transparency for incident light from other angles. . However, conventional resin compositions for light control boards often use (meth)acrylate monomers containing halogen atoms with a large refractive index in order to increase the difference in refractive index between monomer oligomers and obtain high haze. Ta.

このようなハロゲン原子を有する(メタ)アクリレート
モノマーを使用した場合、得られる膜は、加熱時あるい
は太陽光を含む紫外光照射時、分子中のハロゲン原子の
脱離が起こり、著しく黄変し、その耐候性については、
非常に悪いものであった。
When such a (meth)acrylate monomer having a halogen atom is used, the resulting film undergoes desorption of the halogen atoms in the molecule when heated or irradiated with ultraviolet light including sunlight, resulting in significant yellowing. Regarding its weather resistance,
It was very bad.

しかし、このような光制御板が使われるであろう用途と
しては、建材、自動車用部品、装飾品等が考えられ、い
ずれの用途においても、その材料においては、厳しい耐
候性を要求されるのが常である。そのため、光制御板と
して使用する際には紫外光カット能の非常に高い各種の
透明な膜やプラスチックとの複合化に加え、ノへロゲン
安定剤や紫外線吸収剤等の添加剤の併用も必須であった
However, the applications in which such light control boards may be used include building materials, automobile parts, and decorative items, and in all of these applications, the materials used must have severe weather resistance. is always the case. Therefore, when using it as a light control plate, it is necessary to combine it with various transparent films or plastics that have extremely high ultraviolet light cutting ability, and also to use additives such as noherogen stabilizers and ultraviolet absorbers. Met.

本発明者は、特定の角度を成す入射光のみを選択的に散
乱する均一な膜質を有する光制御板用樹脂組成物であっ
て、その膜の高度な散乱能を有し、かつ耐候性が良好で
あ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 has devised a resin composition for a light control board that has a uniform film quality that selectively scatters only incident light forming a specific angle, the film has a high scattering ability and is weather resistant. As a result of research to find something good, the present invention was completed.

く問題点を解決するための手段〉 すなわち本発明は、◎分子中にハロゲン原子を有しない
(メタ)アクリレートモノマー1種類以上と、(A)分
子量1000以上のウレタンアクリレートオリゴマーを
含むことを特徴とする光制御板用樹脂組成物である。
Means for Solving the Problems> That is, the present invention is characterized by: ◎ containing one or more types of (meth)acrylate monomers that do not have a halogen atom in the molecule; and (A) a urethane acrylate oligomer having a molecular weight of 1000 or more. This is a resin composition for a light control board.

(A)のウレタンアクリレートオリゴマーとしては、ポ
リイソシアネートと2−ヒドロキシアルキル(メタ)ア
クリレートとポリオールの付加反応によって生成するも
のが例示される。ここで、ポリイソシアネートとしては
、トルエンジイソシアネート、インホロンジイソシアネ
ート、トリメチルへキサメチレンジイソシアネート、ヘ
キサメチレンジイソシアネート等が挙げられる。又ポリ
オールとしては、ポリエチレングリコール、ポリプロピ
レングリコール、ポリテトラメチレングリコール等のポ
リエーテルポリオール、ポリエステルポリオールやポリ
シロキサンポリオール等が挙げられ、そのほかこれらの
ポリオールと3−メチルベンタンジオール、1.4−ブ
タンジオール、チオジェタノール等の低分子量成分との
併用も挙げられる。
Examples of the urethane acrylate oligomer (A) include those produced by addition reaction of polyisocyanate, 2-hydroxyalkyl (meth)acrylate, and polyol. Here, examples of the polyisocyanate include toluene diisocyanate, inphorone diisocyanate, trimethylhexamethylene diisocyanate, hexamethylene diisocyanate, and the like. Examples of polyols include polyether polyols such as polyethylene glycol, polypropylene glycol, and polytetramethylene glycol, polyester polyols, and polysiloxane polyols.In addition, these polyols and 3-methylbentanediol, 1,4-butanediol, Combination use with low molecular weight components such as thiogentanol may also be mentioned.

これらのウレタンアクリレート化合物は、その樹脂組成
物を光制御板とした時、高度な散乱能を発現させるため
に1000以上の分子量を必要とする。
These urethane acrylate compounds require a molecular weight of 1000 or more in order to exhibit high scattering ability when the resin composition is used as a light control plate.

これらの化合物は、通常1.5以下の屈折率を持ち、か
つその重合性においても極めて優れるといった特徴を持
つ。
These compounds usually have a refractive index of 1.5 or less and are also characterized by extremely excellent polymerizability.

(B)の化合物は、フェニルアクリレート、ベンジルア
クリレート、フェニルグリシジルエーテルアクリル酸付
加物等の屈折率1.51以とのアクリレートモノマーや
、これらのアクリレートに対応するメタクリレートモノ
マーである。
The compound (B) is an acrylate monomer having a refractive index of 1.51 or more, such as phenyl acrylate, benzyl acrylate, or a phenyl glycidyl ether acrylic acid adduct, or a methacrylate monomer corresponding to these acrylates.

これらの化合物を用いた光制御板が、高度な散乱能を有
するため鉦ζは、これらのモノマー成分とオリゴマー成
分の屈折率差が0.01以上望ましくは0.02以上あ
ることが必要である。
In order for the light control plate using these compounds to have high scattering ability, it is necessary that the refractive index difference between the monomer component and the oligomer component be 0.01 or more, preferably 0.02 or more. .

(A)   CB)ともに2種以上の化合物を併用して
もよい。
Two or more kinds of compounds (A) and CB) may be used in combination.

本組成物は紫外線硬化型の光制御枚用の樹脂組成物であ
り、(A)の組成比は、〔A〕+CB)の全重量に対し
て10〜90重量%好ましくは30〜70重量%である
。この様な組成物を図−1に示すような紫外線硬化装置
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。又、性能発現(
こ支障のない範囲での熱硬化機構の併用も可能である。
The present composition is an ultraviolet curable resin composition for a light control board, and the composition ratio of (A) is 10 to 90% by weight, preferably 30 to 70% by weight, based on the total weight of [A] + CB). It is. By curing such a composition with an ultraviolet curing device as shown in Figure 1, a light control plate that selectively scatters incident light at a specific angle is created. In addition, performance expression (
It is also possible to use a thermosetting mechanism in combination without causing any problems.

なお硬化に際しては、該組成物を基板上に塗布するか又
はセル中に封入し、特定方向から紫外線を照射し硬化さ
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02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、硬化性の向上のためには
以下の様な光重合開始剤の添加が好ましい。
For curing, it is preferable to apply the composition onto a substrate or encapsulate it in a cell, and then irradiate the composition with ultraviolet rays from a specific direction to cure it. 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 if it can be sealed in a cell to block 02, but in order to improve curability, it is preferable to add the following photopolymerization initiator.

例工ば、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、1−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。
For example, benzophenone, benzyl, Michler's ketone, 2-chlorothioxanthone, 2,4-diethylthioxanthone, benzoin ethyl ether, jetoxyacetophenone, benzyl dimethyl ketal, 2-hydroxy-2-methylpropiophenone, 1-hydroxycyclo Examples include xylphenyl ketone.

〈発明の効果〉 七寧;マ本発明の組成物においては、光制御板とした時
、高度な散乱を示し、その上高い耐候性をも持ち合わせ
るため、各種添加剤使用の必要がなく、軽度な紫外光カ
ット能を有する各種の透明な膜やプラスチックとの複合
化のみで、建材等屋外での使用に十分耐える光制御板を
得ることができる。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成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、高度な散乱能を有しかつ耐
候性が良好であるものの製造が可能となった。
<Effects of the Invention> The composition of the present invention exhibits a high degree of scattering when used as a light control plate, and also has high weather resistance, so there is no need to use various additives, and the composition of the present invention does not require the use of various additives. It is possible to obtain a light control board that is sufficiently durable for outdoor use as a building material, simply by combining it with various transparent films or plastics that have the ability to cut ultraviolet light. 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 forming a specific angle using a relatively simple method, which has high scattering ability and good weather resistance. became possible.

本発明の樹脂組成物よりなる光制御板は、プラスチック
シートであるが、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 made of the resin composition of the present invention is 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。
<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.

実施例1 平均分子96000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られたポリエーテルウレタンア
クリレート(屈折率1.467)40部に対して60部
、及び2−ヒドロキシ−2−メチル−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0.5分間、紫外線を照射し、硬化膜を得、その畳上
の入射光角度依存性を図−2の様に測定した。さらにデ
ユーパネル光コントロールウェザ−メーターを用い耐候
促進試験を行ない、色差計壽により黄変度の経時貧化を
測定した。曇価、黄変度変化については、その値を表−
IIこ示す。
Example 1 60 parts for 40 parts of polyether urethane acrylate (refractive index 1.467) obtained by the reaction of polypropylene glycol with an average molecular weight of 96,000, toluene diisocyanate and 2-hydroxyethyl acrylate, and 2-hydroxy-2- Using a methyl-30W mercury lamp ultraviolet irradiation device, the distance was 40 cm as shown in Figure 1.
UV rays were irradiated for 0.5 minutes to obtain a cured film, and the dependence of the angle of incident light on the tatami was measured as shown in Figure 2. Furthermore, an accelerated weathering test was conducted using a DuPanel light control weather meter, and the deterioration of yellowing over time was measured using a color difference meter. For haze value and yellowing change, the values are shown in the table.
II shows this.

実施例2 平均分子量2000のポリテトラメチレント クリコール、#ジメチルへキサメチレンジイソシアネー
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
して物性を測定した。その結果を表−1に示す。
Example 2 A resin composition prepared by adding and mixing 3 parts of polyether hydroxy-2-methylpropiophenone obtained by the reaction of polytetramethylene glycol having an average molecular weight of 2000, #dimethylhexamethylene diisocyanate, and 2-hydroxyethyl acrylate. was cured in the same manner as in Example 1 to obtain a cured sheet, and the physical properties were 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2000のポリテトラメチレングリコール、
インホロ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(RI=1.476) 40部に対して
、実施例1で示した化合物CI)60部、及び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と同様にして物性を測定した。その結
果を表−1に示す。
Example 3 Polytetramethylene glycol with an average molecular weight of 2000,
60 parts of the compound CI shown in Example 1 and 2-hydroxy-2 to 40 parts of polyether urethane acrylate (RI=1.476) obtained by the reaction of inphorone diisocyanate and 2-hydroxyethyl acrylate. - A resin composition containing 3 parts of methylpropiophenone was cured in the same manner as in Example 1 to obtain a cured sheet, and the physical properties were measured in the same manner as in Example 1. The results are shown in Table-1.

実施例4 実施例1と同じポリエーテルウレタンアクリレート40
部に対して、フェニルアクリレート(屈折率1.521
)60部、及び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
て物性を測定しtコ。その結果を表−1に示す。
Example 4 Same polyether urethane acrylate 40 as Example 1
phenyl acrylate (refractive index 1.521
) and 3 parts of 2-hydroxy-2-methylpropiophenone were added and mixed to obtain a cured sheet and cured in the same manner as in Example 1, and the physical properties were measured in the same manner as in Example 1. Shitco. The results are shown in Table-1.

比較例 平均分子量2000のポリテトラメチレングリコール、
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30部に対して、 r その結果を表−1に示す。
Comparative Example Polytetramethylene glycol with an average molecular weight of 2000,
The results are shown in Table 1 for 30 parts of polyether urethane acrylate obtained by the reaction of toluene diisocyanate and 2-hydroxyethyl acrylate.

表−1 及び、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と同様にして物性を
測定した。
Table 1 and a resin composition in which 3 parts of 2-hydroxy-2-methyl-propiophenone were added and mixed were cured in the same manner as in Example 1 to obtain a cured sheet, and the physical properties were measured in the same manner as in Example 1. did.

【図面の簡単な説明】[Brief explanation of the drawing]

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)

【特許請求の範囲】[Claims] 分子中にハロゲン原子を有しない(メタ)アクリレート
モノマー及び、分子量1000以上のウレタンアクリレ
ートオリゴマーを含むことを特徴とする光制御板用樹脂
組成物。
A resin composition for a light control board, comprising a (meth)acrylate monomer having no halogen atom in the molecule and a urethane acrylate oligomer having a molecular weight of 1000 or more.
JP63205374A 1988-08-18 1988-08-18 Resin composition for light control plate Expired - Fee Related JP2782200B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP63205374A JP2782200B2 (en) 1988-08-18 1988-08-18 Resin composition for light control plate

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP63205374A JP2782200B2 (en) 1988-08-18 1988-08-18 Resin composition for light control plate

Publications (2)

Publication Number Publication Date
JPH0254201A true JPH0254201A (en) 1990-02-23
JP2782200B2 JP2782200B2 (en) 1998-07-30

Family

ID=16505779

Family Applications (1)

Application Number Title Priority Date Filing Date
JP63205374A Expired - Fee Related JP2782200B2 (en) 1988-08-18 1988-08-18 Resin composition for light control plate

Country Status (1)

Country Link
JP (1) JP2782200B2 (en)

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US7683986B2 (en) 2005-09-21 2010-03-23 Sharp Kabushiki Kaisha Anisotropic scattering film for improving the viewing angle dependency of a liquid crystal display
US7800719B2 (en) 2006-02-17 2010-09-21 Sharp Kabushiki Kaisha Display
JP2012141592A (en) * 2010-12-15 2012-07-26 Lintec Corp Composition for anisotropic light-diffusing film and anisotropic light-diffusing film
US10429553B2 (en) 2015-02-27 2019-10-01 Corning Incorporated Optical assembly having microlouvers

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JPS5825905A (en) * 1981-08-10 1983-02-16 株式会社名南製作所 Supporting shaft for material wood for veneer lathe
JPH043284B2 (en) * 1981-08-10 1992-01-22
US7683986B2 (en) 2005-09-21 2010-03-23 Sharp Kabushiki Kaisha Anisotropic scattering film for improving the viewing angle dependency of a liquid crystal display
US7800719B2 (en) 2006-02-17 2010-09-21 Sharp Kabushiki Kaisha Display
JP2012141592A (en) * 2010-12-15 2012-07-26 Lintec Corp Composition for anisotropic light-diffusing film and anisotropic light-diffusing film
US10429553B2 (en) 2015-02-27 2019-10-01 Corning Incorporated Optical assembly having microlouvers

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