JP7484707B2 - ポリオレフィン系接着剤組成物 - Google Patents
ポリオレフィン系接着剤組成物 Download PDFInfo
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- JP7484707B2 JP7484707B2 JP2020509864A JP2020509864A JP7484707B2 JP 7484707 B2 JP7484707 B2 JP 7484707B2 JP 2020509864 A JP2020509864 A JP 2020509864A JP 2020509864 A JP2020509864 A JP 2020509864A JP 7484707 B2 JP7484707 B2 JP 7484707B2
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- acid
- modified polyolefin
- propylene
- adhesive composition
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- Prior art date
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- 239000000203 mixture Substances 0.000 title claims description 68
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- 229910003002 lithium salt Inorganic materials 0.000 description 2
- 159000000002 lithium salts Chemical class 0.000 description 2
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- B32B2439/40—Closed containers
- B32B2439/46—Bags
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
- B32B—LAYERED PRODUCTS, i.e. PRODUCTS BUILT-UP OF STRATA OF FLAT OR NON-FLAT, e.g. CELLULAR OR HONEYCOMB, FORM
- B32B2457/00—Electrical equipment
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B32—LAYERED PRODUCTS
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Description
本発明の接着剤組成物は、海島構造を含有することが必要である。海島構造とは、2以上の成分の混合物が、当該成分同士で互いに相分離せず、微細に分散された構造のことである。本発明の接着剤組成物は、変性ポリオレフィン(A)と硬化剤(C)との反応物を海、熱可塑性樹脂(B)と硬化剤(C)との反応物を島に含有する海島構造を形成することで、微細なエラストマードメインが導入され、加工時や使用時の基材の変形に対する追従性が向上し、耐パウチ膨張性が高まる。耐パウチ膨張性とは、例えば本接着剤組成物がリチウムイオン電池に用いられている場合、高温条件下においてリチウムイオン電池中の基材が伸長した際であっても、基材の接着面間において剥がれたり破断することなく接着性を維持し追従する性質を指す。
本発明の接着剤組成物は、海島構造であり、海に変性ポリオレフィン(A)と硬化剤(C)の反応物を含有し、島に熱可塑性樹脂(B)と硬化剤(C)の反応物を含有する接着剤組成物である。本発明にかかる接着剤組成物は、前記変性ポリオレフィン(A)、熱可塑性樹脂(B)および硬化剤(C)を含有する組成物を基材に塗布、乾燥、硬化させることで得ることができる。本発明の接着剤組成物中の海部及び島部の含有割合を求める方法は、例えば、接着剤組成物の写真に画像処理装置を用いる方法、トレーシングペーパーで接着剤組成物の写真を写しとって、島部を切り取り、紙の重量を測定して求める方法がある。前記写真としては、例えば、本発明の接着剤組成物を接着剤層として用いる積層体とし、接着剤層断面からクライオミオクトロームを用いて切片を作成し、染色、カーボン蒸着を施した試料を、日本電子製JEM2100透過電子顕微鏡を加速電圧200kVで使用し、2000倍にて写真撮影した写真が挙げられる。
本発明で用いる変性ポリオレフィン(A)は限定的ではないが、ポリエチレン、ポリプロピレンおよびプロピレン・α-オレフィン共重合体の少なくとも1種に、変性がほどこされたものであることが好ましい。また、変性ポリオレフィン(A1)および(A2)はポリプロピレンまたはプロピレン・α-オレフィン共重合体に変性がほどこされたものがより好ましい。
本発明で用いられる熱可塑性樹脂(B)は特に限定されないが、スチレン骨格を有する熱可塑性樹脂を用いることができる。スチレン系熱可塑性樹脂として具体的には、スチレン・エチレン・ブチレン・スチレン共重合樹脂、スチレン・エチレン・プロピレン・スチレン共重合樹脂、スチレンーブタジエン共重合樹脂、スチレン-エチレン共重合樹脂、スチレン-ブチレン共重合樹脂、スチレン-エチレン-スチレン共重合樹脂、スチレンーブチレンースチレン共重合樹脂などのスチレン系エラストマー等が挙げられる。また、スチレン骨格を有さない熱可塑性樹脂としては、エチレン・プロピレン共重合樹脂、エチレン・ブテン共重合樹脂、エチレン・酢酸ビニル共重合樹脂、エチレン・エチルアクリレート共重合樹脂等のオレフィン系エラストマー等が挙げられる。中でもスチレン・エチレン・ブチレン・スチレン共重合樹脂、スチレン・エチレン・プロピレン・スチレンなどのスチレン系エラストマーが、変性ポリオレフィン(A)との相溶性、および耐熱性の観点から好ましい。
本発明で用いられる硬化剤(C)は特に限定されないが、例えば、エポキシ硬化剤、イソシアネート硬化剤、カルボジイミド系硬化剤、オキサゾリン系硬化剤などが挙げられ、エポキシ硬化剤またはイソシアネート硬化剤を使用することが好ましい。
本発明の積層体は、基材の少なくとも一方の面に接着剤組成物が積層した積層体である。なお前記基材は、ポリオレフィン基材または金属基材であってもよい。また、ポリオレフィン基材と接着剤組成物と金属基材の順で積層される積層体でもよい。
前記接着性組成物により形成される接着剤層の厚みは、特に限定されないが、0.5~10μmにすることが好ましく、0.8~9.5μmにすることがより好ましく、1~9μmにすることがさらに好ましい。
ポリオレフィン樹脂基材としては、従来から公知のポリオレフィン樹脂の中から適宜選択すればよい。例えば、特に限定されないが、ポリエチレン、ポリプロピレン、エチレン・プロピレン共重合体などを用いることができる。中でも、ポリプロピレンの無延伸フィルム(以下、CPPともいう。)の使用が好ましい。その厚さは、特に限定されないが、20~100μmであることが好ましく、25~95μmであることがより好ましく、30~90μmであることがさらに好ましい。なお、ポリオレフィン樹脂基材には必要に応じて顔料や種々の添加物を配合してもよいし、表面処理を施してもよい。
金属基材としては、特に限定されないが、例えばアルミニウム、銅、鉄鋼、クロム、亜鉛、ジュラルミン、ダイカストなどの各種金属およびその合金を使用することができる。また、その形状としては、金属箔、圧延鋼板、パネル、パイプ、カン、キャップなど任意の形状を取り得ることができる。一般的には、加工性等の観点からアルミ二ウム箔が好ましい。また、使用目的によっても異なるが、一般的には0.01~10mm、好ましくは0.02~5mmの厚みのシートの形で使用される。
また、これら金属基材の表面を予め表面処理を施しておいてもよいし、未処理のままでもよい。いずれも場合であっても同等の効果を発揮することができる。
本発明における酸価(mgKOH/g)は、1gの酸変性樹脂を中和するのに必要とするKOH量のことであり、JIS K0070(1992)の試験方法に準じて、測定した。具体的には、100℃に温度調整したキシレン100gに、変性ポリオレフィン(A)または熱可塑性樹脂(B)1gを溶解させた後、同温度でフェノールフタレインを指示薬として、0.1mol/L水酸化カリウムエタノール溶液[商品名「0.1mol/Lエタノール性水酸化カリウム溶液」、和光純薬(株)製]で滴定を行った。この際、滴定に要した水酸化カリウム量をmgに換算して酸価(mgKOH/g)を算出した。
本発明における重量平均分子量は日本ウォーターズ社製ゲルパーミエーションクロマトグラフAlliance e2695(以下GPC、標準物質:ポリスチレン樹脂、移動相:テトラヒドロフラン、カラム:Shodex KF-806 および KF-803、カラム温度:40℃、流速:1.0ml/分、検出器:フォトダイオードアレイ検出器(波長254nm = 紫外線))によって測定した値である。
本発明における融点、融解熱量は示差走査熱量計(以下DSC、ティー・エー・インスツルメント・ジャパン製、Q-2000)を用いて、10℃/分の速度で昇温融解、冷却樹脂化して、再度昇温融解した際の融解ピークのトップ温度および面積から測定した値である。
作製した積層体の接着剤層(接着剤組成物)断面からクライオミクロトームを用いて、厚さ200nmの超薄切片を作製した。次いで四酸化ルテニウム蒸気中で染色した後、カーボン蒸着を施したものを透過電子顕微鏡観察用の試料とした。日本電子製JEM2100透過電子顕微鏡を加速電圧200kVで使用し、2000倍の写真を撮影した。このとき、変性ポリオレフィンを含有する海構造部分が明部、熱可塑性樹脂を含有する島構造部分が暗部となる。前記写真で接着剤組成物の10μm×10μm単位に存在する島を観察し、島の最大粒径と最小粒径を求めた。また、本発明の接着剤組成物の海部及び島部の割合は、トレーシングペーパーで前記写真を写しとって、島部を切り取り、紙の重量を測定して求めた。
作製した積層体を100mm×15mm大きさに切断し、T型剥離試験により接着性を以下の基準により評価した。
T型剥離試験はASTM-D1876-61の試験法に準拠し、オリエンテックコーポレーション社製のテンシロンRTM-100を用いて、25℃環境下で、引張速度50mm/分における剥離強度を測定した。金属基材/ポリオレフィン樹脂基材間の剥離強度(N/cm)は5回の試験値の平均値とした。
評価基準は以下のとおりとした。
☆(実用上特に優れる): 8.0N/cm以上
◎(実用上優れる): 7.5N/cm以上8.0N/cm未満
○(実用可能): 7.0N/cm以上7.5N/cm未満
×(実用不可能): 7.0N/cm未満
リチウムイオン電池の包装材としての利用性を検討するため耐電解液性の評価を行った。作製した積層体を、100mm×15mm大きさに切断し、電解液[エチレンカーボネート/ジエチルカーボネート/ジメチルカーボネート=1/1/1(容積比)100gに6フッ化リン酸リチウムを13g添加したもの]に85℃で1日間浸漬させた。その後、積層体を取り出しイオン交換水で洗浄、ペーパーワイパーで水を拭き取り、十分に水分を乾燥させ、100mm×15mm大きさに切断し、T型剥離試験により耐電解液性を以下の基準により評価した。
☆(実用上特に優れる): 8.0N/cm以上
◎(実用上優れる): 7.5N/cm以上8.0N/cm未満
○(実用可能): 7.0N/cm以上7.5N/cm未満
×(実用不可能): 7.0N/cm未満
成形性は作製した積層体の引張破断伸度、および限界成形深さ(深絞り性)により評価した。
積層体を80×120mm大きさに切断し、冷間成形を行った。具体的には、株式会社アマダ製の張り出し成形機(品番:TP-25C-X2)と、55mm×35mmの口径を有する形成金型(雌型)と、これに対応した成形金型(雄型)を用いて、押え圧0.4MPaで0.5mmの成形深さから0.5mm単位で成形深さを変えて、それぞれ10個のサンプル(積層体)について冷間成形を行った。冷間成形後のサンプルについて、皺やアルミニウム箔にピンホール、クラックが10個のサンプル全てにおいて発生しない最も深い成形深さを、そのサンプルの限界成形深さとした。この限界成形深さから、以下の基準により電池用包装材料の成形性を評価した。評価結果を表2に示す。
<判定基準>
☆(実用上特に優れる): 限界成形深さ6.0mm以上
◎(実用上優れる): 限界成形深さ4.0mm以上6.0mm未満
○(実用可能): 限界成形深さ2.0mm以上4.0mm未満
×(実用不可能): 限界成形深さ2.0mm未満
本発明における25℃の引張破断伸度(Eb)は、JIS K7161(2014)の試験法に準拠して測定した。具体的には、オリエンテックコーポレーション社製のテンシロンRTM-100を用いて、25℃環境下で、速度50mm/分における引張において破断した際の伸度(%)を測定した値である。得られた接着剤組成物をテフロンシートに500μmアプリケーターを用いて、乾燥後の接着剤層の膜厚が50μmになるように調整して塗布した。塗布面を温風乾燥機を用いて100℃雰囲気で1分間乾燥させた。テフロンシートから接着剤層を剥離し、膜厚50μmの試験片を得た。試験片を50mm×15mmに切断し、前記T型剥離試験と同様の方法で実施し、試験片が破断した時点の伸び率により評価した。
☆(実用上特に優れる): 300%以上
◎(実用上優れる): 250%以上300%未満
○(実用可能): 200%以上250%未満
×(実用不可能): 200%未満
製造例1
1Lオートクレーブに、プロピレン・1-ブテン共重合体(融点95℃、プロピレン/1-ブテン=85/15(モル比))100質量部、トルエン233質量部及び無水マレイン酸20質量部、ジ-tert-ブチルパーオキサイド5質量部を加えた。攪拌しながら加熱し、140℃で1時間反応した。得られた反応液を100℃に冷却後、メチルエチルケトン950質量部が入った容器に攪拌しながら注ぎ、25℃に冷却して樹脂を析出させた。当該樹脂を含有するスラリー液を遠心分離することで無水マレイン酸がグラフト重合した酸変性プロピレン・1-ブテン共重合体と(ポリ)無水マレイン酸および低分子量物とを分離した。
更に、遠心分離して取り出した酸変性プロピレン・1-ブテン共重合体を、予め25℃に保温した新たな2000質量部のメチルエチルケトンが入った容器に攪拌しながら投入し、1時間攪拌を続けた。その後、スラリー液を遠心分離することで、更に酸変性プロピレン・1-ブテン共重合体と(ポリ)無水マレイン酸および低分子量物とを分離した。当該操作を2回繰り返して精製した。
精製後、減圧下70℃で5時間乾燥させることにより、変性ポリオレフィンである無水マレイン酸変性プロピレン・1-ブテン共重合体(A-1、酸価25mgKOH/g、重量平均分子量60,000、融点94℃、ΔH61J/g)を得た。
製造例1で用いたプロピレン・1-ブテン共重合体をプロピレン・1-ブテン共重合体(融点80℃、プロピレン/1-ブテン=80/20(モル比))に変更した以外は製造例1と同様に操作し変性ポリオレフィンである無水マレイン酸変性プロピレン・1-ブテン共重合体(A-2、酸価25mgKOH/g、重量平均分子量60,000、融点80℃、ΔH56J/g)を得た。
製造例1で用いたプロピレン・1-ブテン共重合体をプロピレン・1-ブテン共重合体(融点70℃、プロピレン/1-ブテン=75/25(モル比))に変更し、無水マレイン酸の仕込み量を15質量部、ジ-tert-ブチルパーオキサイドの仕込み量を4質量部に変更した以外は製造例1と同様に操作し変性ポリオレフィンである無水マレイン酸変性プロピレン・1-ブテン共重合体(A-3、酸価25mgKOH/g、重量平均分子量60,000、融点70℃、ΔH56J/g)を得た。
製造例1で用いたプロピレン・1-ブテン共重合体をプロピレン・エチレン・1-ブテン共重合体(融点132℃、プロピレン/エチレン/1-ブテン=94/3/3(モル比))に変更した以外は製造例1と同様に操作し変性ポリオレフィンである無水マレイン酸変性プロピレン・エチレン・1-ブテン共重合体(A-4、酸価25mgKOH/g、重量平均分子量60,000、融点126℃、ΔH73J/g)を得た。
水冷還流凝縮器と撹拌機を備えた500mlの四つ口フラスコに、樹脂として、製造例1で得られた無水マレイン酸変性プロピレン・1-ブテン共重合体(A-1)を100質量部および熱可塑性樹脂B-1を15質量部仕込んだ。また、溶剤として、シクロヘキサン424質量部およびメチルエチルケトン228質量部を仕込んだ。撹拌しながら80℃まで昇温し、撹拌を1時間続けた後、冷却することで主剤1を得た。
仕込み量を表1-1および表1-2に示すとおりに変更し、主剤1と同様な方法で主剤2~20を作製した。
B-1: クレイトン社製 クレイトン(登録商標)FG1924(無水マレイン酸変性スチレン・エチレン・ブチレン・スチレン樹脂、酸価11mgKOH/g)
B-2: クレイトン社製 クレイトン(登録商標)FG1901(無水マレイン酸変性スチレン・エチレン・ブチレン・スチレン樹脂、酸価19mgKOH/g)
B-3: 旭化成社製 タフテック(登録商標)M1911(無水マレイン酸変性スチレン・エチレン・ブチレン・スチレン樹脂、酸価2mgKOH/g)
B-4: 旭化成社製 タフテック(登録商標)H1517(スチレン・エチレン・ブチレン・スチレン樹脂、酸価0mgKOH/g)
B-5: クレイトン社製 クレイトン(登録商標)G1730(スチレン・エチレン・プロピレン・スチレン樹脂、酸価0mgKOH/g)
B-6: 三井化学社製 タフマー(登録商標)DF640(エチレン・ブタジエン樹脂、酸価0mgKOH/g)
主剤1を500質量部、硬化剤C-1を3.8質量部、C-2を0.5質量部配合した組成物を得た。この組成物を用いて、下記の方法で積層体を作成した。
金属基材にはアルミニウム箔(住軽アルミ箔社製、8079-0、厚さ40μm)を使用し、ポリオレフィン樹脂基材には無延伸ポリプロピレンフィルム(東洋紡社製パイレン(登録商標)フィルムCT、厚さ40μm)(以下、CPPともいう。)を使用した。
主剤及び硬化剤を含有する組成物を金属基材にバーコータを用いて乾燥後の接着剤層の膜厚が3μmになるように調整して塗布した。塗布面を温風乾燥機を用いて100℃雰囲気で5分間乾燥させ、膜厚3μmの接着剤層が積層された金属基材を得た。前記接着剤層表面にポリオレフィン樹脂基材を重ね合わせ、テスター産業社製の小型卓上テストラミネーター(SA-1010-S)を用いて、ラミネート温度80℃で、0.3MPa、1m/分にて貼り合わせ、40℃、50%RHにて5日間養生することで積層体(ポリオレフィン基材/接着剤層(接着剤組成物)/金属基材)を得た。
得られた積層体に対して、接着性、耐電解液性および成形性を評価した。結果を表2-1および表2-2に示す。
主剤および硬化剤を表2-1及び表2-2に示すとおりに変更して組成物を作成し、実施例1と同様な方法で積層体を作製し、各評価を実施した。
比較例1は海島構造とならず均一な溶液となり、比較例2~4では、海島構造とならず二層に分離した分離構造となった。
ラミネート温度を80℃に変更した以外は実施例1と同様に積層体を作製し、各評価を実施した。
硬化剤を硬化剤C-3(5質量)に変更した以外は実施例5と同様にして積層体を作製し、各評価を実施した。
C-1: 三菱化学社製 jER(登録商標)152(グリシジルエーテル型エポキシ樹脂)
C-2: 三菱ガス化学社製 TETRAD(登録商標)-X(グリシジルアミン型エポキシ樹脂)
C-3: コベストロ社製 スミジュールN(登録商標)3300(多官能イソシアネート)
Claims (13)
- 海島構造であり、海に酸変性ポリオレフィン(A)と硬化剤(C)の反応物を含有し、島に熱可塑性樹脂(B)と硬化剤(C)の反応物を含有し、
前記酸変性ポリオレフィン(A)が、融点50℃~155℃である酸変性ポリオレフィン(A1)と、融点が55℃~160℃である酸変性ポリオレフィン(A2)とを含み、
前記酸変性ポリオレフィン(A1)よりも前記酸変性ポリオレフィン(A2)の方が高融点であり、
前記酸変性ポリオレフィン(A1)と前記酸変性ポリオレフィン(A2)との融点の差が、3~55℃であり、
前記酸変性ポリオレフィン(A1)および前記酸変性ポリオレフィン(A2)は、プロピレン・α-オレフィン共重合体が、α,β-不飽和カルボン酸及びその無水物の少なくとも1種によって酸変性された酸変性ポリオレフィンであり、
前記酸変性ポリオレフィン(A1)中のプロピレン含有量は、65モル%以上であり、
前記酸変性ポリオレフィン(A2)中のプロピレン含有量は、60モル%以上であり、
前記熱可塑性樹脂(B)が、スチレン系エラストマーであり、前記熱可塑性樹脂(B)の含有量は、前記酸変性ポリオレフィン(A)100質量部に対し、5~30質量部である接着剤組成物。 - 前記海島構造の島相の粒径が0.001~5μmである、請求項1に記載の接着剤組成物。
- 前記酸変性ポリオレフィン(A)の酸価が2~50mgKOH/gである、請求項1または2に記載の接着剤組成物。
- 前記熱可塑性樹脂(B)が、2~50mgKOH/gの酸価を有する、請求項1~3のいずれか一項に記載の接着剤組成物。
- 前記硬化剤(C)が、エポキシ硬化剤またはイソシアネート硬化剤である、請求項1~4のいずれか一項に記載の接着剤組成物。
- 前記硬化剤(C)の含有量が、前記酸変性ポリオレフィン(A)100質量部に対し、0.5~40質量部である、請求項1~5のいずれか一項に記載の接着剤組成物。
- 前記酸変性ポリオレフィン(A1)と前記酸変性ポリオレフィン(A2)の質量比が、(A1)/(A2)=99/1~21/79である、請求項1~6のいずれか一項に記載の接着剤組成物。
- 基材の少なくとも一方の面に請求項1~7のいずれか一項に記載の接着剤組成物が積層した積層体。
- 請求項8に記載の基材がポリオレフィン基材または金属基材である積層体。
- 請求項9に記載の積層体を構成部材とするリチウムイオン電池用包装材料。
- 前記酸変性ポリオレフィン(A1)および前記酸変性ポリオレフィン(A2)の酸価が2~50mgKOH/gである、請求項1に記載の接着剤組成物。
- 前記酸変性ポリオレフィン(A1)は、オレフィン成分としてプロピレン及び1-ブテンを有し、プロピレンと1-ブテンのモル比がプロピレン/1-ブテン=98/2~70/30である、請求項1に記載の接着剤組成物。
- 前記酸変性ポリオレフィン(A2)は、オレフィン成分としてプロピレンおよび1-ブテンを有し、プロピレンと1-ブテンのモル比がプロピレン/1-ブテン=99/1~65/35である、請求項1に記載の接着剤組成物。
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