JPH04331215A - Production of methacrylate resin plate - Google Patents
Production of methacrylate resin plateInfo
- Publication number
- JPH04331215A JPH04331215A JP25114691A JP25114691A JPH04331215A JP H04331215 A JPH04331215 A JP H04331215A JP 25114691 A JP25114691 A JP 25114691A JP 25114691 A JP25114691 A JP 25114691A JP H04331215 A JPH04331215 A JP H04331215A
- Authority
- JP
- Japan
- Prior art keywords
- alkyl
- ester
- methacrylic resin
- producing
- weight
- 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 9
- 239000011347 resin Substances 0.000 title abstract description 8
- 229920005989 resin Polymers 0.000 title abstract description 8
- CERQOIWHTDAKMF-UHFFFAOYSA-M Methacrylate Chemical compound CC(=C)C([O-])=O CERQOIWHTDAKMF-UHFFFAOYSA-M 0.000 title abstract description 6
- -1 alkyl phosphate Chemical compound 0.000 claims abstract description 17
- 239000007870 radical polymerization initiator Substances 0.000 claims abstract description 11
- 229910019142 PO4 Inorganic materials 0.000 claims abstract description 9
- 230000002378 acidificating effect Effects 0.000 claims abstract description 9
- 239000010452 phosphate Substances 0.000 claims abstract description 9
- 239000000178 monomer Substances 0.000 claims abstract description 6
- 239000000203 mixture Substances 0.000 claims abstract description 5
- 229920000642 polymer Polymers 0.000 claims abstract description 5
- 230000000379 polymerizing effect Effects 0.000 claims abstract description 5
- 239000000113 methacrylic resin Substances 0.000 claims description 11
- 125000004432 carbon atom Chemical group C* 0.000 claims description 6
- 239000012986 chain transfer agent Substances 0.000 claims description 6
- 125000000217 alkyl group Chemical group 0.000 claims description 5
- VVQNEPGJFQJSBK-UHFFFAOYSA-N Methyl methacrylate Chemical group COC(=O)C(C)=C VVQNEPGJFQJSBK-UHFFFAOYSA-N 0.000 claims description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-N 2-Propenoic acid Natural products OC(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-N 0.000 claims description 2
- 239000011541 reaction mixture Substances 0.000 abstract 1
- 239000002253 acid Substances 0.000 description 3
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 3
- NBIIXXVUZAFLBC-UHFFFAOYSA-K phosphate Chemical compound [O-]P([O-])([O-])=O NBIIXXVUZAFLBC-UHFFFAOYSA-K 0.000 description 3
- 238000006116 polymerization reaction Methods 0.000 description 3
- PMBXCGGQNSVESQ-UHFFFAOYSA-N 1-Hexanethiol Chemical compound CCCCCCS PMBXCGGQNSVESQ-UHFFFAOYSA-N 0.000 description 2
- RTEZVHMDMFEURJ-UHFFFAOYSA-N 2-methylpentan-2-yl 2,2-dimethylpropaneperoxoate Chemical compound CCCC(C)(C)OOC(=O)C(C)(C)C RTEZVHMDMFEURJ-UHFFFAOYSA-N 0.000 description 2
- YMMLZUQDXYPNOG-UHFFFAOYSA-N 2-methylpentan-2-yl 7,7-dimethyloctaneperoxoate Chemical compound CCCC(C)(C)OOC(=O)CCCCCC(C)(C)C YMMLZUQDXYPNOG-UHFFFAOYSA-N 0.000 description 2
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- SOGAXMICEFXMKE-UHFFFAOYSA-N Butylmethacrylate Chemical compound CCCCOC(=O)C(C)=C SOGAXMICEFXMKE-UHFFFAOYSA-N 0.000 description 2
- BAPJBEWLBFYGME-UHFFFAOYSA-N Methyl acrylate Chemical compound COC(=O)C=C BAPJBEWLBFYGME-UHFFFAOYSA-N 0.000 description 2
- LOCHFZBWPCLPAN-UHFFFAOYSA-N butane-2-thiol Chemical compound CCC(C)S LOCHFZBWPCLPAN-UHFFFAOYSA-N 0.000 description 2
- WQAQPCDUOCURKW-UHFFFAOYSA-N butanethiol Chemical compound CCCCS WQAQPCDUOCURKW-UHFFFAOYSA-N 0.000 description 2
- CQEYYJKEWSMYFG-UHFFFAOYSA-N butyl acrylate Chemical compound CCCCOC(=O)C=C CQEYYJKEWSMYFG-UHFFFAOYSA-N 0.000 description 2
- 239000003086 colorant Substances 0.000 description 2
- 238000002845 discoloration Methods 0.000 description 2
- WNAHIZMDSQCWRP-UHFFFAOYSA-N dodecane-1-thiol Chemical compound CCCCCCCCCCCCS WNAHIZMDSQCWRP-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 125000005395 methacrylic acid group Chemical group 0.000 description 2
- 238000000034 method Methods 0.000 description 2
- 150000003014 phosphoric acid esters Chemical class 0.000 description 2
- 239000003505 polymerization initiator Substances 0.000 description 2
- 229910001220 stainless steel Inorganic materials 0.000 description 2
- 239000010935 stainless steel Substances 0.000 description 2
- 239000006188 syrup Substances 0.000 description 2
- 235000020357 syrup Nutrition 0.000 description 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
- FVQMJJQUGGVLEP-UHFFFAOYSA-N (2-methylpropan-2-yl)oxy 2-ethylhexaneperoxoate Chemical compound CCCCC(CC)C(=O)OOOC(C)(C)C FVQMJJQUGGVLEP-UHFFFAOYSA-N 0.000 description 1
- BEQKKZICTDFVMG-UHFFFAOYSA-N 1,2,3,4,6-pentaoxepane-5,7-dione Chemical compound O=C1OOOOC(=O)O1 BEQKKZICTDFVMG-UHFFFAOYSA-N 0.000 description 1
- YAJYJWXEWKRTPO-UHFFFAOYSA-N 2,3,3,4,4,5-hexamethylhexane-2-thiol Chemical compound CC(C)C(C)(C)C(C)(C)C(C)(C)S YAJYJWXEWKRTPO-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
- WYGWHHGCAGTUCH-UHFFFAOYSA-N 2-[(2-cyano-4-methylpentan-2-yl)diazenyl]-2,4-dimethylpentanenitrile Chemical compound CC(C)CC(C)(C#N)N=NC(C)(C#N)CC(C)C WYGWHHGCAGTUCH-UHFFFAOYSA-N 0.000 description 1
- AQKYLAIZOGOPAW-UHFFFAOYSA-N 2-methylbutan-2-yl 2,2-dimethylpropaneperoxoate Chemical compound CCC(C)(C)OOC(=O)C(C)(C)C AQKYLAIZOGOPAW-UHFFFAOYSA-N 0.000 description 1
- JIGUQPWFLRLWPJ-UHFFFAOYSA-N Ethyl acrylate Chemical compound CCOC(=O)C=C JIGUQPWFLRLWPJ-UHFFFAOYSA-N 0.000 description 1
- 229910000831 Steel Inorganic materials 0.000 description 1
- BZHJMEDXRYGGRV-UHFFFAOYSA-N Vinyl chloride Chemical compound ClC=C BZHJMEDXRYGGRV-UHFFFAOYSA-N 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 230000002411 adverse Effects 0.000 description 1
- 125000005250 alkyl acrylate group Chemical group 0.000 description 1
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 description 1
- 239000004566 building material Substances 0.000 description 1
- RHZIVIGKRFVETQ-UHFFFAOYSA-N butyl 2-methylpropaneperoxoate Chemical compound CCCCOOC(=O)C(C)C RHZIVIGKRFVETQ-UHFFFAOYSA-N 0.000 description 1
- 238000005266 casting Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000001816 cooling Methods 0.000 description 1
- GHVNFZFCNZKVNT-UHFFFAOYSA-N decanoic acid Chemical compound CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 description 1
- 239000012933 diacyl peroxide Substances 0.000 description 1
- SUPCQIBBMFXVTL-UHFFFAOYSA-N ethyl 2-methylprop-2-enoate Chemical compound CCOC(=O)C(C)=C SUPCQIBBMFXVTL-UHFFFAOYSA-N 0.000 description 1
- ZJXZSIYSNXKHEA-UHFFFAOYSA-N ethyl dihydrogen phosphate Chemical compound CCOP(O)(O)=O ZJXZSIYSNXKHEA-UHFFFAOYSA-N 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 239000003999 initiator Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000006082 mold release agent Substances 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- KZCOBXFFBQJQHH-UHFFFAOYSA-N octane-1-thiol Chemical compound CCCCCCCCS KZCOBXFFBQJQHH-UHFFFAOYSA-N 0.000 description 1
- PNJWIWWMYCMZRO-UHFFFAOYSA-N pent‐4‐en‐2‐one Natural products CC(=O)CC=C PNJWIWWMYCMZRO-UHFFFAOYSA-N 0.000 description 1
- 150000002978 peroxides Chemical class 0.000 description 1
- 239000010959 steel Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- OPQYOFWUFGEMRZ-UHFFFAOYSA-N tert-butyl 2,2-dimethylpropaneperoxoate Chemical compound CC(C)(C)OOC(=O)C(C)(C)C OPQYOFWUFGEMRZ-UHFFFAOYSA-N 0.000 description 1
- NMOALOSNPWTWRH-UHFFFAOYSA-N tert-butyl 7,7-dimethyloctaneperoxoate Chemical compound CC(C)(C)CCCCCC(=O)OOC(C)(C)C NMOALOSNPWTWRH-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Polymerisation Methods In General (AREA)
Abstract
Description
【０００１】0001
【産業上の利用分野】本発明は、無色透明性に優れたメ
タクリル系樹脂板の製造方法に関するものである。BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a method for producing a methacrylic resin plate having excellent colorless transparency.
【０００２】0002
【従来の技術】メタクリル系樹脂は透明性、耐候性、機
械的性質等に優れた性質を持ち、照明材料、看板、ディ
スプレイ、建築材料等に応用されている。BACKGROUND OF THE INVENTION Methacrylic resins have excellent properties such as transparency, weather resistance, and mechanical properties, and are used in lighting materials, signboards, displays, building materials, and the like.
【０００３】従来のメタクリル系樹脂の重合には、アゾ
ビス系のラジカル重合開始剤が多く用いられてきた。ア
ゾビス系のラジカル重合開始剤は多量に用いると重合速
度を速くすることができるが、製品には多量の空隙を含
む。これは重合開始剤のアゾ基から発生する窒素のため
であると考えられている。[0003] In the conventional polymerization of methacrylic resins, azobis-based radical polymerization initiators have often been used. When a large amount of azobis-based radical polymerization initiator is used, the polymerization rate can be increased, but the product contains a large amount of voids. This is thought to be due to nitrogen generated from the azo group of the polymerization initiator.
【０００４】そこで、ラジカル重合開始剤としては、空
隙を生成させにくい過酸化結合を有するパーオキサイド
を用いる試みが多数なされてきた。[0004] Therefore, many attempts have been made to use peroxides having peroxide bonds that are less likely to form voids as radical polymerization initiators.
【０００５】[0005]
【発明が解決しようとする課題】しかしながら、ジアシ
ルパーオキサイドやパーオキシジカーボネートといった
ラジカル重合開始剤は、着色剤の退色を起こす作用があ
るために、ラジカル重合開始剤としての使用は好ましく
ない。However, since radical polymerization initiators such as diacyl peroxide and peroxydicarbonate have the effect of causing discoloration of the colorant, their use as radical polymerization initiators is not preferred.
【０００６】また、ラジカル重合開始剤としてパーオキ
シエステルを使用した場合は、着色剤の退色を起こす作
用はないが、連鎖移動剤としてアルキルメルカプタンと
の併用により製品が黄色に帯色するという問題がある。[0006] In addition, when peroxyester is used as a radical polymerization initiator, it does not cause discoloration of the coloring agent, but when used in combination with alkyl mercaptan as a chain transfer agent, there is a problem that the product becomes yellowish. be.
【０００７】[0007]
【課題を解決するための手段】そこで本発明者らは、ラ
ジカル重合開始剤としてパーオキシエステルと、連鎖移
動剤としてアルキルメルカプタンを併用しても黄帯色の
ない、無色透明性に優れたメタクリル系樹脂板の製造方
法を提供するべく鋭意検討した結果、本発明を完成する
に到った。[Means for Solving the Problems] Therefore, the present inventors have developed a methacrylate with excellent colorless transparency that does not produce yellowish color even when a peroxyester is used as a radical polymerization initiator and an alkyl mercaptan is used as a chain transfer agent. As a result of intensive studies aimed at providing a method for manufacturing a resin board, the present invention has been completed.
【０００８】即ち、本発明はメタクリル酸アルキルエス
テル９０〜１００重量％及びアクリル酸アルキルエステ
ル０〜１０重量％からなる単量体混合物あるいは部分重
合体に、連鎖移動剤としてアルキルメルカプタンを添加
し、少なくとも１種のパーオキシエステルを含むラジカ
ル重合開始剤の存在下に重合するに際し、０．０００５
〜０．０２重量％の酸性アルキル燐酸エステルを添加混
合することを特徴とするメタクリル系樹脂板の製造方法
である。That is, in the present invention, an alkyl mercaptan is added as a chain transfer agent to a monomer mixture or partial polymer consisting of 90 to 100% by weight of alkyl methacrylate and 0 to 10% by weight of alkyl acrylate, and at least When polymerizing in the presence of a radical polymerization initiator containing one type of peroxyester, 0.0005
This is a method for producing a methacrylic resin board, characterized in that ~0.02% by weight of acidic alkyl phosphate is added and mixed.
【０００９】以下、本発明を詳細に説明する。本発明に
用いられるメタクリル酸アルキルエステルとしては、ア
ルキル基の炭素数が１〜４個のものが好ましく、具体的
にはメタクリル酸メチル、メタクリル酸エチル、メタク
リル酸ブチルなどが挙げられ、中でもメタクリル酸メチ
ルが特に好ましい。The present invention will be explained in detail below. The methacrylic acid alkyl ester used in the present invention preferably has an alkyl group having 1 to 4 carbon atoms, and specific examples thereof include methyl methacrylate, ethyl methacrylate, butyl methacrylate, and among them, methacrylic acid Methyl is particularly preferred.
【００１０】また、アクリル酸アルキルエステルとして
は、アルキル基の炭素数が１〜８個のものが好ましく、
具体的にはアクリル酸メチル、アクリル酸エチル、アク
リル酸ブチル、アクリル酸２−エチルヘキシルなどが挙
げられる。[0010] Furthermore, as the acrylic acid alkyl ester, those in which the alkyl group has 1 to 8 carbon atoms are preferred;
Specific examples include methyl acrylate, ethyl acrylate, butyl acrylate, and 2-ethylhexyl acrylate.
【００１１】次に、連鎖移動剤としてはｎ−ブチルメル
カプタン、ｓｅｃ−ブチルメルカプタン、ｎ−ヘキシル
メルカプタン、ｎ−オクチルメルカプタン、ｎ−ドデシ
ルメルカプタン、ｔ−ドデシルメルカプタンなどのアル
キルメルカプタン類が挙げられる。Next, examples of the chain transfer agent include alkyl mercaptans such as n-butyl mercaptan, sec-butyl mercaptan, n-hexyl mercaptan, n-octyl mercaptan, n-dodecyl mercaptan, and t-dodecyl mercaptan.
【００１２】また、本発明で使用されるパーオキシエス
テルとしては、１０時間半減温度が４５〜６５℃の範囲
にあるものが好ましく、ｔ−ブチルパーオキシネオデカ
ノエート、ｔ−ヘキシルパーオキシネオデカノエート、
ｔ−ブチルパーオキシピバレート、ｔ−アミルパーオキ
シピバレート、ｔ−ヘキシルパーオキシピバレート、ｔ
−ブチルパーオキシ−２−エチルヘキサノエート、ｔ−
ブチルパーオキシイソブチレートなどが挙げられる。こ
れらの重合開始剤は、単独あるいは２種以上を併用して
用いることができる。The peroxyester used in the present invention is preferably one having a 10-hour half-life temperature of 45 to 65°C, such as t-butylperoxyneodecanoate, t-hexylperoxyneodecanoate, and t-hexylperoxyneodecanoate. decanoate,
t-Butyl peroxypivalate, t-amyl peroxypivalate, t-hexyl peroxypivalate, t
-butylperoxy-2-ethylhexanoate, t-
Examples include butyl peroxyisobutyrate. These polymerization initiators can be used alone or in combination of two or more.
【００１３】更に、酸性燐酸エステルとしては、炭素数
が２〜６のアルキル基を有するものが好ましく、特に酸
性燐酸エチル（エチルアシッドホスフェート）が好まし
い。Furthermore, as the acidic phosphoric acid ester, those having an alkyl group having 2 to 6 carbon atoms are preferred, and acidic ethyl phosphate (ethyl acid phosphate) is particularly preferred.
【００１４】酸性燐酸エステルの添加量は、単量体混合
物または部分重合体の総量に対し０．０００５〜０．０
２重量％が好ましく、より好ましくは０．００１〜０．
００５重量％である。添加量が０．０００５重量％未満
では無色透明なメタクリル系樹脂が得られず、一方０．
０２重量％を超えると得られるメタクリル系樹脂の吸水
率の増加や樹脂表面に悪影響を与えることがある。The amount of acidic phosphoric acid ester added is 0.0005 to 0.0 based on the total amount of the monomer mixture or partial polymer.
2% by weight is preferred, more preferably 0.001-0.
005% by weight. If the amount added is less than 0.0005% by weight, a colorless and transparent methacrylic resin cannot be obtained;
If the amount exceeds 0.02% by weight, the water absorption rate of the resulting methacrylic resin may increase and the resin surface may be adversely affected.
【００１５】本発明のメタクリル系樹脂板は、上記の単
量体混合物あるいは部分重合体に、連鎖移動剤ラジカル
重合開始剤及び酸性アルキル燐酸エステルを添加混合し
た後、強化ガラス、クロムメッキ板、ステンレス板等の
板状体と軟質塩化ビニル製ガスケットで構成した鋳型や
同一方向へ同一速度で走行する一対のエンドレスベルト
の相対する面とその両側辺部において両エンドレスベル
トと同一速度で走行するガスケットとで構成される鋳型
に注入して重合することにより製造することができる。The methacrylic resin plate of the present invention is produced by adding and mixing a chain transfer agent, a radical polymerization initiator, and an acidic alkyl phosphate ester to the monomer mixture or partial polymer described above, and then forming a reinforced glass, chrome-plated plate, or stainless steel plate. A mold made of a plate-like body such as a plate and a soft vinyl chloride gasket, and a gasket that runs at the same speed as both endless belts on the opposing surfaces of a pair of endless belts that run in the same direction and at the same speed, and on both sides of the opposite sides. It can be manufactured by injecting it into a mold made of and polymerizing it.
【００１６】[0016]
【実施例】以下、実施例により本発明をさらに詳細に説
明する。なお、実施例中のＹＩ値はＳＭカラーコンピュ
ータＳＭ−４（スガ試験機（株）製）を用いて測定した
。[Examples] The present invention will be explained in more detail with reference to Examples below. Note that the YI values in the examples were measured using an SM color computer SM-4 (manufactured by Suga Test Instruments Co., Ltd.).
【００１７】実施例１
冷却管、温度計及び攪拌機を取り付けたセパラブルフラ
スコにメタクリル酸メチル３０００ｇを入れた後、攪拌
しながら加熱して内温が８０℃になった時点で２，２′
−アゾビス（２，４−ジメチルバレロニトリル）１．９
５ｇを添加し、更に加熱して内温９５℃で１５分間保持
した後、室温まで冷却して、粘度が２０℃において１０
ポイズで重合率が２０％のシラップを得た。Example 1 3000 g of methyl methacrylate was put into a separable flask equipped with a cooling tube, a thermometer, and a stirrer, and heated while stirring. When the internal temperature reached 80°C, 2,2'
-azobis(2,4-dimethylvaleronitrile) 1.9
5g was added, further heated and held at an internal temperature of 95°C for 15 minutes, then cooled to room temperature and the viscosity reached 10 at 20°C.
A syrup with a polymerization rate of 20% was obtained using Poise.
【００１８】このシラップ２８８ｇに、アクリル酸ブチ
ル１２ｇ、ｔ−ヘキシルパーオキシピバレート０．９ｇ
、ｎ−ドデシルメルカプタン０．３ｇ及び少量の離型剤
を添加し、更にエチルアシッドホスフェート０．００２
７ｇを添加溶解した後、真空中で脱ガスして揮発分を除
去した。次に、適当な大きさのステンレススチール板、
スチールクリップ、ポリ塩化ビニル製ガスケットから作
られたキャスト用セルに注型し、８０℃の水浴中で３０
分間、更に１３０℃の空気浴中で２時間重合させ厚さ３
ｍｍの板を得た。結果を表１に示す。[0018] To 288 g of this syrup, 12 g of butyl acrylate and 0.9 g of t-hexyl peroxypivalate.
, 0.3 g of n-dodecyl mercaptan and a small amount of mold release agent, and further 0.002 g of ethyl acid phosphate.
After adding and dissolving 7 g, it was degassed in vacuo to remove volatile components. Next, a stainless steel plate of appropriate size,
It was poured into a casting cell made of steel clips and a PVC gasket and kept in a water bath at 80°C for 30 minutes.
3 minutes, and then polymerized for 2 hours in an air bath at 130℃ to a thickness of 3.
A plate of mm was obtained. The results are shown in Table 1.
【００１９】実施例２〜４、比較例１〜３使用する開始
剤の種類及びエチルアシッドホスフェートの添加量を表
１に示すように変更した以外は、実施例１と同様にして
実験を行った。結果を表１に示す。Examples 2 to 4, Comparative Examples 1 to 3 Experiments were conducted in the same manner as in Example 1, except that the type of initiator used and the amount of ethyl acid phosphate added were changed as shown in Table 1. . The results are shown in Table 1.
【００２０】[0020]
【表１】[Table 1]
【００２１】[0021]
【発明の効果】本発明の方法によれば、黄帯色のない無
色透明性に優れたメタクリル系樹脂板が得られるので、
その工業的意義は極めて高い。[Effects of the Invention] According to the method of the present invention, a methacrylic resin plate with excellent colorless transparency and no yellowish color can be obtained.
Its industrial significance is extremely high.
Claims (5)
１００重量％及びアクリル酸アルキルエステル０〜１０
重量％からなる単量体混合物あるいは部分重合体に、連
鎖移動剤としてアルキルメルカプタンを添加し、少なく
とも１種のパーオキシエステルを含むラジカル重合開始
剤の存在下に重合するに際し、０．０００５〜０．０２
重量％の酸性アルキル燐酸エステルを添加混合すること
を特徴とするメタクリル系樹脂板の製造方法。[Claim 1] Methacrylic acid alkyl ester 90~
100% by weight and acrylic acid alkyl ester 0-10
When adding an alkyl mercaptan as a chain transfer agent to a monomer mixture or partial polymer consisting of 0.0005 to 0.0% by weight and polymerizing in the presence of a radical polymerization initiator containing at least one peroxy ester, .02
1. A method for producing a methacrylic resin board, which comprises adding and mixing % by weight of an acidic alkyl phosphate.
キル基の炭素数が１〜４個、アクリル酸アルキルエステ
ルのアルキル基の炭素数が１〜８個である請求項第１項
に記載のメタクリル系樹脂板の製造方法。2. The methacrylic resin plate according to claim 1, wherein the alkyl group of the methacrylic acid alkyl ester has 1 to 4 carbon atoms, and the alkyl acrylate ester has 1 to 8 carbon atoms. manufacturing method.
温度が３５〜６５℃の範囲である請求項第１項に記載の
メタクリル系樹脂板の製造方法。3. The method for producing a methacrylic resin board according to claim 1, wherein the 10-hour half-life temperature of the peroxyester is in the range of 35 to 65°C.
基の炭素数が２〜４個である請求項第１項に記載のメタ
クリル系樹脂板の製造方法。4. The method for producing a methacrylic resin board according to claim 1, wherein the alkyl group of the acidic alkyl phosphate ester has 2 to 4 carbon atoms.
クリル酸メチルである請求項第１項に記載のメタクリル
系樹脂板の製造方法。5. The method for producing a methacrylic resin board according to claim 1, wherein the methacrylic acid alkyl ester is methyl methacrylate.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP25114691A JPH04331215A (en) | 1991-01-18 | 1991-09-30 | Production of methacrylate resin plate |
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP3-4250 | 1991-01-18 | ||
| JP425091 | 1991-01-18 | ||
| JP25114691A JPH04331215A (en) | 1991-01-18 | 1991-09-30 | Production of methacrylate resin plate |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPH04331215A true JPH04331215A (en) | 1992-11-19 |
Family
ID=26337990
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP25114691A Pending JPH04331215A (en) | 1991-01-18 | 1991-09-30 | Production of methacrylate resin plate |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH04331215A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2007131838A (en) * | 2005-10-11 | 2007-05-31 | Sekisui Chem Co Ltd | Method for producing acrylic polymer, the resultant acrylic polymer, acrylic adhesive composition, and adhesive tape |
-
1991
- 1991-09-30 JP JP25114691A patent/JPH04331215A/en active Pending
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2007131838A (en) * | 2005-10-11 | 2007-05-31 | Sekisui Chem Co Ltd | Method for producing acrylic polymer, the resultant acrylic polymer, acrylic adhesive composition, and adhesive tape |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JPH059359A (en) | Polymer composition | |
| JP2023089218A (en) | Monomer composition, methacrylic resin composition and resin molding | |
| US4509163A (en) | Process for producing a low hygroscopic methacrylic resin and information recording substrates made therefrom | |
| JPS646214B2 (en) | ||
| GB2305668A (en) | Adhesive and flame-retardant polymers | |
| JPWO2004108778A1 (en) | Crosslinkable methacrylic resin composition and transparent member | |
| JPH04331215A (en) | Production of methacrylate resin plate | |
| JP3061551B2 (en) | Method for producing methacrylic resin | |
| JP3859996B2 (en) | Method for producing methacrylic resin plate | |
| JP2856799B2 (en) | Method for producing maleimide-containing methacrylic resin excellent in light resistance | |
| JP3524594B2 (en) | Method for producing methacrylic resin | |
| JPH04236207A (en) | Production of methacrylic resin cast plate | |
| JPH04356501A (en) | Production of copolymer excellent in heat resistance | |
| JPH06239905A (en) | Sheet production of methacrylic polymer | |
| WO2013161267A1 (en) | Methacrylic resin composition | |
| JP6231980B2 (en) | POLYMER COMPOUND AND PROCESS FOR PRODUCING THE SAME | |
| JPS6317915A (en) | Low-hygroscopic methacrylic resin | |
| JP2007284567A (en) | Method for producing acrylic syrup | |
| JP2016053103A (en) | Acrylic resin, acrylic resin composition, manufacturing method of acrylic resin, manufacturing method of acrylic resin composition, light guide plate and display device | |
| JP2565377B2 (en) | Method for producing α-methylstyrene-acrylonitrile copolymer | |
| JP3554376B2 (en) | Method for producing methacrylic resin | |
| KR940003363B1 (en) | Method for in-mold polymerization of unsaturated compounds | |
| JPH07138309A (en) | Production of methacrylic resin sheet | |
| KR100231260B1 (en) | Process for preparing styrenic resin | |
| JPH072814B2 (en) | Method for producing α-methylstyrene-acrylonitrile copolymer |