JP2014189565A - 環状オレフィン樹脂用活性エネルギー線硬化性組成物及びそれを用いた環状オレフィン樹脂フィルム - Google Patents
環状オレフィン樹脂用活性エネルギー線硬化性組成物及びそれを用いた環状オレフィン樹脂フィルム Download PDFInfo
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- JP2014189565A JP2014189565A JP2013064072A JP2013064072A JP2014189565A JP 2014189565 A JP2014189565 A JP 2014189565A JP 2013064072 A JP2013064072 A JP 2013064072A JP 2013064072 A JP2013064072 A JP 2013064072A JP 2014189565 A JP2014189565 A JP 2014189565A
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- active energy
- energy ray
- meth
- cyclic olefin
- olefin resin
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Abstract
【解決手段】活性エネルギー線硬化性化合物(A)及び数平均分子量が1,500〜10,000の範囲であるポリオレフィン鎖を有する化合物(B)を含有する環状オレフィン樹脂用活性エネルギー線硬化性組成物を用いる。特に、前記化合物(B)として、分子末端に水酸基又は(メタ)アクリロイル基を有する化合物を用いるものや、前記化合物(B)の配合量が、活性エネルギー線硬化性化合物(A)100重量部に対して、0.08〜8質量部の範囲で含有するものを用いる。
【選択図】なし
Description
多官能ウレタンアクリレート(DIC株式会社製「ユニディック 17−813」、不揮発分80質量%)125質量部(多官能アクリレートとして100質量部)、ポリブタジエンジアクリレート(大阪有機化学工業株式会社製「BAC−45」、数平均分子量:3,000、ポリブタジエン鎖の両末端がアクリロイル基である化合物)2質量部、無機微粒子(日産化学工業株式会社製「MEK−AC2101」、ナノシリカの30質量%分散液)83質量部(ナノシリカとして25質量部)及び光重合開始剤(BASFジャパン株式会社製「イルガキュア184」)6質量部を均一に攪拌した後、シクロヘキサノンで希釈して、不揮発分25質量%の活性エネルギー線硬化性組成物(1)を調製した。
上記で得られた活性エネルギー線硬化性組成物(1)を、予めその表面を電気的処理(コロナ放電処理;出力100W、速度1.0m/分)した環状オレフィン樹脂フィルム(日本ゼオン株式会社製「ゼオノアフィルムZF16−100」、厚さ100μm)上に、ワイヤーバーを用いて塗布し、60℃で90秒間加熱後、空気雰囲気下で紫外線照射装置(アイグラフィックス株式会社製「MIDN−042−C1」、ランプ:120W/cm、高圧水銀灯)を用いて、照射光量0.3J/cm2で紫外線を照射して、厚さ4μmの硬化塗膜を有する評価用フィルムを得た。
上記で得られた評価用フィルムの硬化塗膜の表面について、クロックメーター形摩擦試験器(直径1.0cm円形摩擦子、スチールウール#0000、荷重300g、10往復)を用いて試験を行い、試験後の硬化塗膜表面を目視で観察し、下記の基準により耐擦傷性を評価した。
○:傷なし。
△:傷の数が9本以下である。
×:傷の数が10本以上である。
上記で得られた評価用フィルムに、フィルムの硬化被膜表面に1mm間隔で縦、横11本の切れ目を入れて100個のマス目を作製した。次いで、市販のセロハンテープをその表面に密着させた後、一気に剥がす操作を2回繰り返した。剥離せずに残ったマス目の数を数え、下記の基準により密着性を評価した。
○:残ったマス目の数が100個である。
×:残ったマス目の数が99個以下である。
実施例1で用いたポリブタジエンジアクリレートの配合量を2質量部から0.1質量部に変更した以外は実施例1と同様に行い、活性エネルギー線硬化性組成物(2)を調製した。次いで、得られた活性エネルギー線硬化性組成物(2)を用いて、実施例1と同様に評価を行った。
実施例1で用いたポリブタジエンジアクリレートの配合量を2質量部から5質量部に変更した以外は実施例1と同様に行い、活性エネルギー線硬化性組成物(3)を調製した。次いで、得られた活性エネルギー線硬化性組成物(3)を用いて、実施例1と同様に評価を行った。
実施例1で用いたポリブタジエンジアクリレート2質量部を水酸基末端ポリオレフィン(出光興産株式会社製「エポール」、数平均分子量:2,500、水添ポリイソプレン鎖の両末端が水酸基である化合物)2質量部に変更した以外は実施例1と同様に行い、活性エネルギー線硬化性組成物(4)を調製した。次いで、得られた活性エネルギー線硬化性組成物(4)を用いて、実施例1と同様に評価を行った。
実施例1で用いたポリブタジエンジアクリレート2質量部を水酸基末端ポリブチレン(出光興産株式会社製「Poly bd R−45HT」、数平均分子量:2,800、水添ポリブチレン鎖の両末端が水酸基である化合物;以下、「水酸基末端ポリブチレン(1)」と略記する。)2質量部に変更した以外は実施例1と同様に行い、活性エネルギー線硬化性組成物(5)を調製した。次いで、得られた活性エネルギー線硬化性組成物(5)を用いて、実施例1と同様に評価を行った。
実施例1で用いた多官能ウレタンアクリレートをジペンタエリスリトールヘキサアクリレート(東亞合成株式会社製「ルミキュア DPA−620」;以下、「DPHA」と略記する。)に変更した以外は実施例1と同様に行い、活性エネルギー線硬化性組成物(6)を調製した。次いで、得られた活性エネルギー線硬化性組成物(6)を用いて、実施例1と同様に評価を行った。
実施例1で用いたポリブタジエンジアクリレートを用いなかったこと以外は実施例1と同様に行い、活性エネルギー線硬化性組成物(R1)を調製した。次いで、得られた活性エネルギー線硬化性組成物(R1)を用いて、実施例1と同様に評価を行った。
実施例1で用いたポリブタジエンジアクリレート2質量部を水酸基末端ポリブチレン(出光興産株式会社製「Poly bd R−15HT」、数平均分子量:1,200、水添ポリブチレン鎖の両末端が水酸基である化合物;以下、「水酸基末端ポリブチレン(2)」と略記する。)2質量部に変更した以外は実施例1と同様に行い、活性エネルギー線硬化性組成物(R2)を調製した。次いで、得られた活性エネルギー線硬化性組成物(R2)を用いて、実施例1と同様に評価を行った。
実施例1で用いたポリブタジエンジアクリレート2質量部をラウリルアクリレート(大阪有機工業株式会社製「LA」、長鎖脂肪族アクリレート)2質量部に変更した以外は実施例1と同様に行い、活性エネルギー線硬化性組成物(R3)を調製した。次いで、得られた活性エネルギー線硬化性組成物(R3)を用いて、実施例1と同様に評価を行った。
Claims (5)
- 活性エネルギー線硬化性化合物(A)及び数平均分子量が1,500〜10,000の範囲であるポリオレフィン鎖を有する化合物(B)を含有することを特徴とする環状オレフィン樹脂用活性エネルギー線硬化性組成物。
- 前記化合物(B)が、分子末端に水酸基又は(メタ)アクリロイル基を有する化合物である請求項1記載の環状オレフィン樹脂用活性エネルギー線硬化性組成物。
- 前記化合物(B)の配合量が、活性エネルギー線硬化性化合物(A)100質量部に対して、0.08〜8質量部の範囲である請求項1又は2記載の環状オレフィン樹脂用活性エネルギー線硬化性組成物。
- 環状オレフィン樹脂フィルムの少なくとも1面に、請求項1〜3のいずれか1項記載の活性エネルギー線硬化性組成物を塗工し、その後活性エネルギー線を照射して硬化塗膜とすることで得られることを特徴とする環状オレフィン樹脂フィルム。
- 前記環状オレフィン樹脂フィルムの少なくとも1面が予め電気的処理を施されており、該処理面に請求項1〜3のいずれか1項記載の活性エネルギー線硬化性組成物を塗工し、その後活性エネルギー線を照射して硬化塗膜とすることで得られる請求項4記載の環状オレフィン樹脂フィルム。
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