JP6267652B2 - アクリル系エラストマー、アクリル系エラストマー組成物、積層体、架橋物及び成形部材 - Google Patents
アクリル系エラストマー、アクリル系エラストマー組成物、積層体、架橋物及び成形部材 Download PDFInfo
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- JP6267652B2 JP6267652B2 JP2014548601A JP2014548601A JP6267652B2 JP 6267652 B2 JP6267652 B2 JP 6267652B2 JP 2014548601 A JP2014548601 A JP 2014548601A JP 2014548601 A JP2014548601 A JP 2014548601A JP 6267652 B2 JP6267652 B2 JP 6267652B2
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- acrylic elastomer
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- 238000004132 cross linking Methods 0.000 claims description 71
- 229910052731 fluorine Inorganic materials 0.000 claims description 64
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- ZCYVEMRRCGMTRW-UHFFFAOYSA-N 7553-56-2 Chemical group [I] ZCYVEMRRCGMTRW-UHFFFAOYSA-N 0.000 claims description 46
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Description
このアクリル系エラストマーは、更に、エポキシ基、カルボキシ基及び活性塩素基からなる群から選択された少なくとも1種の架橋基を有していてもよく、その場合、前記ヨウ素基以外の架橋基成分の含有量はエラストマー全質量あたり1.5質量%以下とする。
有機過酸化物としては、例えばパーオキシケタール類及び/又はジアルキルパーオキサイド類を用いることができる。
また、オニウム塩としては、例えば有機アンモニウム塩及び/又は有機ホスホニウム塩を用いることができる。
本発明の第1の実施形態に係るアクリル系エラストマーは、架橋基としてヨウ素基を有し、ヨウ素含有量がエラストマー全質量あたり0.1〜2質量%である。
(メタ)アクリル酸アルキルエステルは、アクリル系エラストマーの骨格となるものであり、その種類を選択することにより、得られるアクリル系エラストマー組成物の常態物性や耐寒性、耐油性などの基本特性を調整することができる。ここでいう「(メタ)アクリル酸アルキルエステル」は、(メタ)アクリレートと同義語であって、メタクリル酸アルキルエステル(メタクリレート)とアクリル酸アルキルエステル(アクリレート)の両方を含む。
架橋席モノマーは、他のエラストマー層との共架橋を可能とし、得られる積層体の層間接着性を向上させるために、(メタ)アクリル酸アルキルエステルと共重合させている。本実施形態のアクリル系エラストマーにおいては、ヨウ素基を有する架橋席モノマーを必須とし、必要に応じて、エポキシ基、カルボキシ基及び活性塩素基などのヨウ素基以外の官能基を有する架橋席モノマーを併用することができる。
本実施形態のアクリル系エラストマーには、本発明の目的を損なわない範囲で、前述した各モノマーと共重合可能な他のモノマーが共重合されていてもよい。アクリル系エラストマーに共重合可能な他のモノマーは、特に限定されるものではないが、メチルビニルケトンなどのアルキルビニルケトン、ビニルエチルエーテルなどのビニルエーテル、アリルメチルエーテルなどのアリルエーテル、スチレン、α−メチルスチレン、クロロスチレン、ビニルトルエン、ビニルナフタレンなどのビニル芳香族化合物、アクリロニトリル、メタクリロニトリルなどのビニルニトリル、アクリルアミド、プロピレン、ブタジエン、イソプレン、ペンタジエン、塩化ビニル、塩化ビニリデン、フッ化ビニル、フッ化ビニリデン、エチレン、プロピオン酸ビニルなどのエチレン性不飽和化合物、酢酸ビニルなどが挙げられる。
本発明の第2の実施形態に係るアクリル系エラストマー組成物は、前述した第1の実施形態のアクリル系エラストマーと、有機過酸化物と、オニウム塩とを含有するものである。ここで、「アクリル系エラストマー組成物」とは、配合されているエラストマーの50質量%以上がアクリル系エラストマーであるものをいう。なお、アクリル系エラストマーと共に配合されるエラストマーとしては、例えばヒドリンゴム、ニトリルゴム、水素添加ニトリルゴム、クロロプレンゴム、エチレン−プロピレンゴム、シリコーンゴム、クロルスルホン化ポリエチレンゴムなどが挙げられる。
本実施形態のアクリル系エラストマー組成物は、主成分であるアクリル系エラストマー100質量部に対して、有機過酸化物を1〜7質量部含有している。このように、アクリル系エラストマー組成物に有機過酸化物を添加することにより、フッ素系エラストマーとの接着性が向上する。
本実施形態のアクリル系エラストマー組成物は、有機過酸化物主成分であるアクリル系エラストマー100質量部に対して、オニウム塩を1〜5質量部含有している。オニウム塩は、アクリル系エラストマー組成物において架橋促進剤として作用し、前述した有機過酸化物と併用することで、フッ素系エラストマー組成物との接着性が向上し、層間接着性に優れた積層体を形成することが可能となる。
本実施形態のアクリル系エラストマー組成物は、前述した各成分に加えて、架橋剤や架橋促進剤が添加されていてもよい。更に、実用に供するに際してその目的に応じ、充填材、補強材、可塑剤、滑剤、老化防止剤、安定剤、シランカップリング剤、多官能モノマーなどを添加することもできる。
本実施形態のアクリル系エラストマー組成物は、前述したヨウ素基を有するアクリル系エラストマー、有機過酸化物及びオニウム塩を所定量配合し、更に、必要に応じて、架橋促進剤や充填材などのその他の成分を添加して、一般に使用されているゴム混練り装置を用いて、架橋温度以下の温度で混練することで得られる。その際、ゴム混練り装置としては、ロール、ニーダー、バンバリーミキサー、インターナルミキサー、二軸押し出し機などを用いることができる。
次に、本発明の第3の実施形態に係る積層体について説明する。図1は本実施形態の積層体の構成例を示す断面図である。図1に示すように、本実施形態の積層体1は、アクリル系エラストマー層11と、フッ素系エラストマー層12とを積層したものである。そして、アクリル系エラストマー層11は、前述した第2の実施形態のアクリル系エラストマー組成物により形成されており、フッ素系エラストマー層12は、架橋基としてヨウ素基を有するフッ素系エラストマーを主成分とするフッ素系エラストマー組成物により形成されている。
アクリル系エラストマー層11は、前述した第2の実施形態のアクリル系エラストマー組成物を、層状又はフィルム状に成形することにより得られる。
フッ素系エラストマー層12は、架橋基としてヨウ素基を有するフッ素系エラストマーを少なくとも含有するフッ素系エラストマー組成物を層状又はフィルム状に成形することにより得られる。ここで、「フッ素系エラストマー組成物」とは、配合されているエラストマーの50質量%以上がフッ素系エラストマーであるものをいう。なお、フッ素系エラストマーと共に配合されるエラストマーとしては、例えばヒドリンゴム、ニトリルゴム、水素添加ニトリルゴム、クロロプレンゴム、エチレン−プロピレンゴム、シリコーンゴム、クロルスルホン化ポリエチレンゴムなどが挙げられる。
フッ素系エラストマーは、フッ素系エラストマー層12を形成するフッ素系エラストマー組成物の主成分であり、エラストマー中にフッ素原子を有し、更に、架橋基としてヨウ素基を有するものであれば特に限定するものでない。架橋基としてヨウ素基を有するフッ素系エラストマーは、例えばヨウ素化合物を連鎖移動剤として重合することにより製造することができる。
本実施形態のフッ素系エラストマー組成物には、必要に応じて、有機過酸化物及び/又は多官能モノマーを添加することができる。有機過酸化物及び多官能モノマーは、フッ素系エラストマーの同一又は異なるポリマー鎖同士を架橋するものである。このようにポリマー鎖同士を架橋することにより、フッ素系エラストマー層12の引張強さを向上させることができると共に、弾性を良好にすることができる。また、有機過酸化物又は多官能モノマーにより架橋して得られる架橋フッ素系エラストマーは、耐熱老化性及び耐酸性に優れてるため、積層体に好適である。
フッ素系エラストマー組成物には、必要に応じて、カーボンブラック、補強材、軟化剤、老化防止剤、架橋剤、架橋促進剤、充填材、加工助剤、可塑剤、着色剤、安定剤、接着助剤、受酸剤、離型剤、導電性付与剤、熱伝導性付与剤、表面非粘着剤、柔軟性付与剤、耐熱性改善剤、難燃剤などの各種添加剤を配合することもできる。また、前述した有機過酸化物や多官能モノマー以外の架橋剤や架橋促進剤を1種又は2種以上配合してもよい。
本実施形態のフッ素系エラストマー組成物は、前述したヨウ素基を有するフッ素系エラストマー、必要に応じて、有機過酸化物や多官能モノマー、更には、充填材などのその他の配合剤を添加して、一般に使用されているゴム混練り装置を用いて混練することで得られる。ゴム混練り装置としては、ロール、ニーダー、バンバリーミキサー、インターナルミキサー、二軸押し出し機などを用いることができる。
本発明の第4の実施形態に係る架橋物は、前述した第3の実施形態の積層体を架橋したものである。アクリル系エラストマー組成物層11と、フッ素エラストマー組成物層12は、界面でエラストマー同士を架橋させた架橋接着が望ましい。そこで、本実施形態においては、これらの層を重ね合わせた状態で架橋し、架橋物としている。これにより、層間接着力が、より強固な積層体を得ることができる。
次に、本発明の第5の実施形態に係る成形部材について説明する。前述した第4の実施形態の架橋物は、架橋後に各種の形状に成形することもできる。即ち、本実施形態の成形部材は、前述した第4の実施形態の架橋物を成形したものであり、例えば第4の実施形態の架橋物を用いて形成されたホース部品、シール部品又は防振ゴム部品である。
(1)ヨウ素含有量
JIS K0102:2013(36.1ヨウ素抽出吸光光度法)に準拠して、ヨウ化物イオンの含有量(質量%)を求めた。
(2)エポキシ基含有量
JIS K7236:2001に準拠して測定を行い、エポキシ基の含有量(質量%)を求めた。
(3)カルボキシ基含有量
アクリル系エラストマーをトルエンに溶解し、水酸化カリウムを用いた中和滴定によりカルボキシ基の含有量(質量%)を求めた。
(4)モノマー成分
核磁気共鳴スペクトル法で各モノマー単位成分の組成比(質量比)を求めた。
内容積40リットルの反応容器に、部分鹸化ポリビニルアルコール4質量%水溶液17kg、酢酸ナトリウム22gを投入し、予め攪拌機によりこれらを十分に混合し、均一懸濁液を作製した。槽内上部の空気を窒素で置換した後、攪拌を続行し、槽内を55℃に保持した後、注入口よりモノマー成分(エチルアクリレート5.5kg、n−ブチルアクリレート5.5kg、1,10−ジヨードデカン0.011kg)と、t−ブチルヒドロペルオキシド0.5質量%水溶液2kgとを、別々に投入して重合を開始させた。反応中槽内温度は55℃に保ち、6時間で反応を終了させ、重合液を得た。
アクリル系エラストマーの原料であるモノマー成分の配合を、エチルアクリレート5.5kg、n−ブチルアクリレート5.5kg、1,6−ジヨードヘキサン0.066kgに変えた以外は、前述したアクリル系エラストマーAと同じ方法及び条件で、アクリル系エラストマーBを作製した。
アクリル系エラストマーの原料である単量体成分の配合を、エチルアクリレート5.5kg、n−ブチルアクリレート5.5kg、1,6−ジヨードヘキサン0.22kgに変えた以外は、前述したアクリル系エラストマーAと同じ方法及び条件で、アクリル系エラストマーCを作製した。
内容積40リットルの反応容器に、部分鹸化ポリビニルアルコール4質量%水溶液17kg、酢酸ナトリウム22gを投入し、予め攪拌機でこれらを十分に混合し、均一懸濁液を作製した。槽内上部の空気を窒素で置換した後、エチレンを槽内上部に圧入し、圧力を4MPaに調整した。攪拌を続行し、槽内を55℃に保持した後、注入口よりモノマー成分(エチルアクリレート5.5kg、n−ブチルアクリレート5.5kg、1,10−ジヨードデカン0.066kg)と、t−ブチルヒドロペルオキシド0.5質量%水溶液2kgとを、別々に投入して重合を開始させた。反応中槽内温度は55℃に保ち、6時間で反応を終了させ、重合液を得た。
アクリル系エラストマーの原料であるモノマー成分の配合を、エチルアクリレート5.5kg、n−ブチルアクリレート5.5kg、1,10−ジヨードデカン0.11kgに変え、これらと共にモノ−n−ブチルマレート0.168kgを添加した以外は、前述したアクリル系エラストマーAと同じ方法及び条件で、アクリル系エラストマーEを作製した。
アクリル系エラストマーの原料であるモノマー成分の配合を、エチルアクリレート5.5kg、n−ブチルアクリレート5.5kg、1,10−ジヨードデカン0.066kgに変え、これらと共にグリシジルメタクリレート0.156kgを添加した以外は、前述したアクリル系エラストマーAと同じ方法及び条件で、アクリル系エラストマーFを作製した。
アクリル系エラストマーの原料であるモノマー成分の配合を、エチルアクリレート5.5kg、n−ブチルアクリレート5.5kg、1,10−ジヨードデカン0.11kgに変え、これらと共にグリシジルメタクリレート0.625kgを添加した以外は、前述したアクリル系エラストマーAと同じ方法及び条件で、アクリル系エラストマーGを作製した。
アクリル系エラストマーの原料であるモノマー成分の配合を、エチルアクリレート5.5kg、n−ブチルアクリレート5.5kgに変え、1,10−ジヨードデカンを不使用(0kg)とした以外は、前述したアクリル系エラストマーAと同じ方法及び条件で、アクリル系エラストマーHを作製した。このアクリル系エラストマーHの共重合体組成は、質量比で、エチルアクリレートモノマー単位:n−ブチルアクリレートモノマー単位=50.0:50.0であった。
下記表1に示す配合(質量比)で調製したフッ素系エラストマー組成物(未架橋)を、厚さ2.5mmのシート状に成形して、フッ素系エラストマー層を形成した。
・フッ素系エラストマー:ダイエルG801(ダイキン工業株式会社製,ヨウ素基を有する)
・カーボンMT:旭#15(旭カーボン株式会社製)
・カーボンHAF:シースト#3(東海カーボン株式会社製)
・トリアリルイソシアヌレート(東京化成工業株式会社製)
・パーヘキサV40(日油株式会社製)
・ステアリン酸:ルナックS−90(花王株式会社製)
・ステアリルトリメチルアンモニウムブロミド(東京化成工業株式会社製)
・テトラ−n−ブチルホスホニウムブロミド(東京化成工業株式会社製)
層間接着性は、引張り試験機を用いて、剥離速度を50mm/分として各試験片の180°剥離試験を行い、それにより得られた剥離強度により評価した。また、併せて、各試験片の剥離モードを観察した。以上の結果を、上記表2,3に併せて示す。なお、上記表2,3に示す剥離状態の評価結果のうち、「R」は試験片破壊したもの、「RT」は界面剥離したもの、「硬化」は試験片にゴム弾性がなく測定ができなかったもの、「発泡」は試験片の積層面が発泡して測定ができなかったものを示す。
11 アクリル系エラストマー層
12 フッ素系エラストマー層
Claims (7)
- 架橋基としてヨウ素基と、エポキシ基、カルボキシ基及び活性塩素基からなる群から選択された少なくとも1種と、を有し、
前記ヨウ素基以外の架橋基成分の含有量がエラストマー全質量あたり1.5質量%以下であり、
ヨウ素含有量がエラストマー全質量あたり0.1〜2質量%であるアクリル系エラストマーを含有し、
前記アクリル系エラストマー100質量部に対して、
有機過酸化物1〜7質量部と、
オニウム塩1〜5質量部と、
を含有するアクリル系エラストマー組成物。 - 有機過酸化物がパーオキシケタール類及び/又はジアルキルパーオキサイド類である請求項1に記載のアクリル系エラストマー組成物。
- オニウム塩が有機アンモニウム塩及び/又は有機ホスホニウム塩である請求項1又は2に記載のアクリル系エラストマー組成物。
- 請求項1〜3のいずれか1項に記載のアクリル系エラストマー組成物からなるアクリル系エラストマー層と、
架橋基としてヨウ素基を有するフッ素系エラストマーを主成分とするフッ素系エラストマー組成物からなるフッ素系エラストマー層と、
を積層した積層体。 - 請求項4に記載の積層体を架橋して得た架橋物。
- 請求項5に記載の架橋物からなる成形部材。
- ホース部品、シール部品又は防振ゴム部品である請求項6に記載の成形部材。
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JP2000143919A (ja) * | 1998-11-16 | 2000-05-26 | Nok Corp | フッ素系ブレンドポリマー組成物 |
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JP2010042669A (ja) | 2008-07-16 | 2010-02-25 | Daikin Ind Ltd | フッ素ゴム積層体およびその製造方法 |
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WO2012005932A2 (en) | 2010-06-29 | 2012-01-12 | 3M Innovative Properties Company | Aziridinyl-containing compounds |
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ES2653641T3 (es) | 2018-02-08 |
US20150259469A1 (en) | 2015-09-17 |
EP2924055A4 (en) | 2016-06-15 |
US9550842B2 (en) | 2017-01-24 |
WO2014080948A1 (ja) | 2014-05-30 |
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JPWO2014080948A1 (ja) | 2017-01-05 |
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