JP2017179202A - 硬化性組成物、硬化物の製造方法、およびその硬化物 - Google Patents
硬化性組成物、硬化物の製造方法、およびその硬化物 Download PDFInfo
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- JP2017179202A JP2017179202A JP2016070897A JP2016070897A JP2017179202A JP 2017179202 A JP2017179202 A JP 2017179202A JP 2016070897 A JP2016070897 A JP 2016070897A JP 2016070897 A JP2016070897 A JP 2016070897A JP 2017179202 A JP2017179202 A JP 2017179202A
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Abstract
Description
前記カチオン重合性成分(A)が、分子量200以上の多価アルコールのグリシジル化物、または多価アルコールアルキレンオキサイド付加物のグリシジル化物(A1)と、オキセタン化合物(A2)と、を必須成分とし、
前記ラジカル重合性成分(C)が、エポキシ基およびエチレン性不飽和基を有する化合物(C1)、または炭素原子数2〜20であるアルコールのアクリル酸エステルあるいは炭素原子数2〜20であるアルコールのメタクリル酸エステル(C2)を必須成分とすることを特徴とするものである。
本発明の硬化性組成物は、カチオン重合性成分(A)20〜100質量部と、カチオン重合開始剤(B)1〜10質量部と、ラジカル重合性成分(C)0〜25質量部と、ラジカル重合開始剤(D)0〜10質量部とを、カチオン重合性成分(A)と、ラジカル重合性成分(C)と、の合計が100質量部となるようにを含有する。本発明の硬化性組成物においては、カチオン重合性成分(A)は、分子量200以上の多価アルコールのグリシジル化物、または多価アルコールアルキレンオキサイド付加物のグリシジル化物(A1)と、オキセタン化合物(A2)と、を必須成分とし、ラジカル重合性成分(C)が、エポキシ基およびエチレン性不飽和基を有する化合物(C1)、または炭素原子数2〜20であるアルコールのアクリル酸エステルあるいは炭素原子数2〜20であるアルコールのメタクリル酸エステル(C2)を必須成分とする。
[A]r+[B]r−
で表される陽イオンと陰イオンの塩を挙げることができる。
[(R2)aQ]r+
で表すことができる。
[LYb]r−で
表すことができる。
[LYb−1(OH)]r−
で表される構造のものも好ましく用いることができる。L,Y,bは上記と同様である。また、その他用いることのできる陰イオンとしては、過塩素酸イオン(ClO4)−、トリフルオロメチル亜硫酸イオン(CF3SO3)−、フルオロスルホン酸イオン(FSO3)−、トルエンスルホン酸陰イオン、トリニトロベンゼンスルホン酸陰イオン、カンファースルフォネート、ノナフロロブタンスルフォネート、ヘキサデカフロロオクタンスルフォネート、テトラアリールボレート、テトラキス(ペンタフルオロフェニル)ボレート等を挙げることができる。
下記の[表1]および[表2]に示す配合で各成分を十分に混合して、各々実施例1〜4の硬化性組成物および比較例1〜6の硬化性組成物を得た。なお、実施例および比較例の単位は質量部である。
化合物(A1−1):アデカレジンEP−4088L((株)ADEKA社製)
化合物(A1−2):1,6−ヘキサンジオールジグリシジルエーテル
化合物(A2−1):アロンオキセタンOXT−221(東亞合成(株)社製)
化合物(A3−1):セロキサイド2021P(脂環式エポキシ:ダイセル(株)社製)
化合物B−1:下記式(9)で表される化合物および下記式(10)で表される化合物の混合物のプロピレンカーボネート50%溶液
化合物(C2−1):トリシクロデカンジメタノールジアクリレート
化合物(D−1):イルガキュア184(BASF社製)
得られた実施例1〜4の硬化性組成物および比較例1〜6の硬化性組成物を、それぞれをポリエチレンテレフタレート(PET)フィルム上に、バーコーターで30μmの厚さに塗布し、メタルハライドランプを用いて3000mJ/cm2のエネルギーを照射した。24時間後にフィルムから接着剤硬化物を取り出し、(株)日立ハイテクサイエンス製の粘弾性測定装置(DMA7100)を用いTgおよび80℃弾性率を測定した。
上記で得られた実施例の組成物1〜4と比較例の組成物1〜6を、一枚のコロナ処理PMMAフィルム(住友化学株式会社:テクノロイ125S001)にそれぞれ塗布した後、もう一枚のコロナ放電処理を施したCOP(シクロオレフィンポリマー、日本ゼオン製:品番ゼオノアフィルム14−060)フィルムとラミネーターを用いて貼り合わせ、無電極紫外光ランプを用いて1000mJ/cm2に相当する光をCOPフィルム越しに照射して接着して試験片を得た。得られた試験片の90度ピール試験を行った。結果を[表1]および[表2]に示す。
Claims (6)
- カチオン重合性成分(A)20〜100質量部と、カチオン重合開始剤(B)1〜10質量部と、ラジカル重合性成分(C)0〜25質量部と、ラジカル重合開始剤(D)0〜10質量部とを、前記カチオン重合性成分(A)と、前記ラジカル重合性成分(C)と、の合計が100質量部となるように含有し、
前記カチオン重合性成分(A)が、分子量200以上の多価アルコールのグリシジル化物、または多価アルコールアルキレンオキサイド付加物のグリシジル化物(A1)と、オキセタン化合物(A2)と、を必須成分とし、
前記ラジカル重合性成分(C)が、エポキシ基およびエチレン性不飽和基を有する化合物(C1)、または炭素原子数2〜20であるアルコールのアクリル酸エステルあるいは炭素原子数2〜20であるアルコールのメタクリル酸エステル(C2)を必須成分とすることを特徴とする硬化性組成物。 - 前記分子量200以上の多価アルコールのグリシジル化物または多価アルコールアルキレンオキサイド付加物のグリシジル化物(A1)における多価アルコールが、縮合環を有する多価アルコールである請求項1記載の硬化性組成物。
- 前記オキセタン化合物が、多官能オキセタン化合物である請求項1または2記載の硬化性組成物。
- 請求項1〜3のうちいずれか一項記載の硬化性組成物に、活性エネルギー線を照射することを特徴とする硬化性組成物の硬化方法。
- 請求項1〜3のうちいずれか一項記載の硬化性組成物を、加熱することを特徴とする硬化性組成物の硬化方法。
- 請求項1〜3のうちいずれか一項記載の硬化性組成物の硬化物であることを特徴とする硬化物。
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