JP7171922B2 - 2成分無溶剤接着剤組成物 - Google Patents
2成分無溶剤接着剤組成物 Download PDFInfo
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- JP7171922B2 JP7171922B2 JP2021535236A JP2021535236A JP7171922B2 JP 7171922 B2 JP7171922 B2 JP 7171922B2 JP 2021535236 A JP2021535236 A JP 2021535236A JP 2021535236 A JP2021535236 A JP 2021535236A JP 7171922 B2 JP7171922 B2 JP 7171922B2
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- polyol
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- isocyanate
- acid
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Description
元素周期表への任意の参照は、CRC Press,Inc.,1990-1991によって出版されたものへの参照である。この表の或るグループの元素への参照は、グループに番号を付す新たな表記法によるものである。
酸価(又は酸性度指数)は、ASTM D1386/7に従って測定する。酸価は、成分又は組成物中に存在するカルボン酸の量の尺度である。酸価は、物質(例えば、エチレン系ポリマー又は分散剤)1グラム中に存在する遊離カルボン酸の中和に必要とされる水酸化カリウムのミリグラム数である。酸価の単位は、mg KOH/gである。
接着強度は、90度ハンドアシストT型剥離試験に従って測定される。ラミネートを、40℃のオーブンで2日間硬化した後、最初のT型剥離接着強度試験のために、「175mm×15mm」の帯状片にカットする(各帯状片の接着面積は「175mm×15mm」であった)。接着強度は、ボイルインバッグ試験の後にも測定する。Instron5943ピールテスターは250mm/分のクロスヘッド速度に設定する。試験中、帯状片の尾部をわずかに指で引っ張って尾部が剥離方向に対して90度の方向に維持されていることを確かめる。平均接着強度(15ミリメートルあたりのニュートン(N/15mm))は、力対距離のプロファイルから決定される。3つのサンプルを試験し、平均の「接着強度」を報告する。
ラミネートを、Brugger Companyから入手可能なHSG-Cヒートシール機で140℃のシール温度と300Nの圧力下で1秒間ヒートシールし、次いで、室温(23℃)に冷却し、「175mm×15mm」の帯状片にカットする(各帯状片のヒートシール領域は「175mm×15mm」であった)。Instron Corporationから入手可能なクロスヘッド速度250mm/分に設定された5940シリーズシングルカラムテーブルトップシステムを使用して、帯状片のヒートシール強度を測定する。3つのサンプルを試験し、平均「ヒートシール強度」を15ミリメートルあたりのニュートン(N/15mm)で報告する。
8インチ(20.32cm)×12インチ(30.48cm)のラミネートを折り重ねて、20.32cm×15.24cmの構造を形成し、その構造は、第1の面及び第2の面を有する。したがって、第1の面及び第2の面はそれぞれ、同じラミネートから形成される。第1の面の第1基材(PEフィルム)は、第2の面の第1基材(PEフィルム)と接触している。上記構造は、1つの折り重なった縁部と3つの開放された縁部を含む4つの縁部を持つ。開放された縁部のうちの2つを、ヒートシールしてパウチ(小袋)を形成する。ヒートシールは、140℃で1秒間、300N/15mmの圧力で行う。それぞれの実施例から2~3個のパウチを作る。
2成分無溶剤接着剤組成物は、(A)イソシアネート成分と、(B)ポリオール成分との反応生成物を含む。(A)イソシアネート成分は、(i)イソシアネートモノマーと、(ii)第1のダイマー酸ポリエステルポリオールとの反応生成物を含む。
イソシアネート成分は、(i)イソシアネートモノマーと、(ii)第1のダイマー酸ポリエステルポリオールとの反応生成物を含む。
イソシアネート成分は、(i)イソシアネートモノマーと、(ii)第1のダイマー酸ポリエステルポリオールとの反応生成物を含む。「ダイマー酸ポリエステルポリオール」(又は「DAPP」)は、ダイマー酸に由来する単位を含むポリエステルポリオールである。一実施形態では、DAPPは、(i)ダイマー酸と、(ii)ポリオールと、(iii)任意選択で、ジカルボン酸との反応生成物である。
一実施形態では、DAPPは、(i)ダイマー酸と、(ii)ポリオールと、(iii)任意選択で、ジカルボン酸とを含む反応混合物の反応生成物である。
一実施形態では、DAPPは、(i)ダイマー酸と、(ii)ポリオールと、(iii)任意選択で、ジカルボン酸とを含む反応混合物の反応生成物である。
一実施形態では、DAPPは、(i)ダイマー酸と、(ii)ポリオールと、(iii)任意選択で、ジカルボン酸とを含む反応混合物の反応生成物である。
一実施形態では、DAPPは、(i)ダイマー酸と、(ii)ポリオールと、(iii)任意選択で、ジカルボン酸と、(iv)任意選択で、添加剤とを含む反応混合物の反応生成物である。
一実施形態では、DAPPは、(i)ダイマー酸と、(ii)ポリオールと、(iii)任意選択で、ジカルボン酸と、(iv)任意選択で、添加剤とを含む反応混合物の反応生成物である。
一実施形態では、イソシアネート成分は、(i)イソシアネートモノマーと、(ii)第1のDAPPと、(iii)任意選択のポリオールとの反応生成物を含む。
一実施形態では、イソシアネート成分は、(i)イソシアネートモノマーと、(ii)第1のDAPPと、(iii)任意選択のポリエステルポリオールであるポリオールとの反応生成物を含む。
一実施形態では、イソシアネート成分は、(i)イソシアネートモノマーと、(ii)第1のDAPPと、(iii)任意選択のポリエーテルポリオールであるポリオールとの反応生成物を含む。
一実施形態では、イソシアネート成分は、(i)イソシアネートモノマーと、(ii)第1のDAPPと、(iii)任意選択のポリオールと、(iv)任意選択の触媒との反応生成物を含む。
2成分無溶剤接着剤組成物は、(A)イソシアネート成分と、(B)ポリオール成分との反応生成物を含む。ポリオール成分は、(i)第2のダイマー酸ポリエステルポリオールと、(ii)任意選択で、ポリエーテルポリオール、ポリエステルポリオール及びそれらの組合せから選択されるポリオールとを含む。
ポリオール成分は、(i)第2のダイマー酸ポリエステルポリオールと、(ii)任意選択で、ポリエーテルポリオール、ポリエステルポリオール及びそれらの組合せから選択されるポリオールとを含む。
一実施形態では、ポリオール成分は、(i)第2のDAPPと、(ii)ポリエーテルポリオール、ポリエステルポリオール及びそれらの組合せから選択されるポリオールとを含む。
一実施形態では、ポリオール成分は、(i)第2のDAPPと、(ii)ポリエーテルポリオールであるポリオールとを含む。
一実施形態では、ポリオール成分は、(i)第2のDAPPと、(ii)ポリエステルポリオールであるポリオールとを含む。
2成分無溶剤接着剤組成物は、(A)イソシアネート成分と、(B)ポリオール成分との反応生成物を含む。2成分無溶剤接着剤組成物は、2成分無溶剤接着剤組成物の総重量に基づいて、15重量%~45重量%のダイマー酸に由来する単位を含む。
第1のDAPP及び第2のDAPPは同じであり、それぞれは、以下のものを含む、又は以下のものから本質的になる、又は以下のものからなる反応混合物の反応生成物である:(i)反応混合物の総重量に基づいて、15重量%~90重量%、又は25重量%~90重量%、又は30重量%~85重量%のダイマー酸;(ii)反応混合物の総重量に基づいて、10重量%~85重量%、又は10重量%~75重量%、又は15重量%~70重量%のポリオール;(iii)任意選択で、反応混合物の総重量に基づいて、0重量%~50重量%、又は10重量%~50重量%、又は10重量%~40重量%、又は10重量%~25重量%のジカルボン酸;及び(iv)任意選択で、0重量%又は0.001重量%~0.1重量%の触媒。そして、
第1のDAPP及び第2のDAPPは、それぞれ、以下の特性のうちの1つ、又はいくつか、又はすべてを有する:(i)DAPPの総重量に基づいて、15重量%~90重量%、又は25重量%~90重量%、又は30重量%~85重量%のダイマー酸に由来する単位;及び/又は、(ii)Mwが、500g/mol又は1000g/mol~1500g/mol又は2000g/mol又は3000g/mol又は4000g/mol又は5000g/molである;及び/又は、(iii)Mnが、500g/mol~5000g/mol、又は1000g/mol~2000g/mol、又は1000g/mol~1500g/molである;及び/又は、(iv)酸価が、0mg KOH/g~5.0mg KOH/g未満、又は0mg KOH/g~1.0mg KOH/g、又は0mg KOH/g~0.8mg KOH/gである;及び/又は、(v)OH価が、30mg KOH/g~150mg KOH/g、又は75mg KOH/g~150mg KOH/g、又は90mg KOH/g~150mg KOH/g、又は90mg KOH/g~120mg KOH/gである。そして、
2成分無溶剤接着剤組成物は、以下の特性のうちの一方又は両方を有する:(i)1.0~1.8、又は1.4~1.8、又は1.5~1.8、又は1.6~1.8、又は1.6~1.7のNCO指数;及び/又は、(ii)100:30~100:100、又は100:30~100:60、又は100:40~100:60、又は100:40~100:45のイソシアネート成分:ポリオール成分の重量比。
本開示は、ラミネートを提供する。ラミネートは、第1の基材と第2の基材を含み、第1の基材と第2の基材との間に接着剤層を含む。接着剤層は、2成分無溶剤接着剤組成物から形成される。
ラミネートは、第1の基材と第2の基材を含む。
第1の基材/2成分無溶剤接着剤組成物/第2の基材
構造(B)
第1の基材/接着剤層/第2の基材 構造(C)
(A)以下のものを含む、又は以下のものから本質的になる、又は以下のものからなるイソシアネート組成物の反応生成物であるイソシアネートプレポリマーを含むイソシアネート成分:(i)イソシアネート組成物の総重量に基づいて、10重量%~90重量%、又は10重量%~80重量%、又は20重量%~70重量%、又は30重量%~70重量%、又は40重量%~70重量%、又は45重量%~90重量%、又は50重量%~60重量%、又は50重量%~55重量%、又は51重量%~80重量%のイソシアネートモノマー;(ii)イソシアネート組成物の総重量に基づいて、10重量%~80重量%、又は10重量%~70重量%、又は10重量%~60重量%、又は15重量%~60重量%、又は15重量%~50重量%、又は10重量%~55重量%、又は15重量%~50重量%未満の第1のDAPP;(iii)任意選択で、イソシアネート組成物の総重量に基づいて、0重量%~30重量%、又は1重量%~30重量%、又は5重量%~30重量%、又は10重量%~30重量%、又は15重量%~30重量%のポリオール;及び(iv)任意選択で、触媒;
(B)以下のものを含む、又は以下のものから本質的になる、又は以下のものからなるポリオール成分:(i)ポリオール成分の総重量に基づいて、10重量%~100重量%、又は10重量%~50重量%、又は10重量%~45重量%、又は20重量%~45重量%、又は30重量%~45重量%、又は35重量%~40重量%の第2のDAPP、及び、(ii)任意選択で、ポリオール成分の総重量に基づいて、50重量%~90重量%、又は55重量%~90重量%、又は50重量%~80重量%、又は55重量%~75重量%、又は55重量%~65重量%の、ポリエーテルポリオール、ポリエステルポリオール及びそれらの組合せから選択されるポリオール。そして、
2成分無溶剤接着剤組成物は、2成分無溶剤接着剤組成物の総重量に基づいて、15重量%~40重量%、又は15重量%~35重量%、又は16重量%~35重量%、又は16重量%~33重量%のダイマー酸に由来する単位を含み、以下の特性のうちの一方又は両方を有する:(i)1.0~1.8、又は1.4~1.8、又は1.5~1.8、又は1.6~1.8、又は1.6~1.7のNCO指数、及び/又は、(ii)100:30~100:100、又は100:40~100:60、又は100:40~100:45のイソシアネート成分:ポリオール成分の重量比。
ここで、上記ラミネートは、以下の特性のうちの1つ、又は一部、又はすべてを有する:(A)3N/15mm~20N/15mm、又は5N/15mm~15N/15mm、又は7N/15mm~13N/15mmの初期接着強度、及び/又は、(B)1.0N/15mm~15N/15mm、又は5.0N/15mm~15N/15mm、又は6.0N/15mm~11.0N/15mmのボイルインバッグ試験後の接着強度、及び/又は、(C)20N/15mm~100N/15mm、又は40N/15mm~100N/15mm、又は50N/15mm~100N/15mm、又は52N/15mm~100N/15mm、又は50N/15mm~75N/15mmの初期ヒートシール強度、及び/又は、(D)20N/15mm~35N/15mm、又は25N/15mm~75N/15mm、又は30N/15mm~75N/15mm、又は30N/15mm~50N/15mmのボイルインバッグ試験後のヒートシール強度、及び/又は、(E)ボイルインバッグ試験後にラミネートが剥離しない。
本開示はまた、2成分無溶剤接着剤組成物を形成する方法を提供する。
ダイマー酸ポリエステルポリオールA(DAPP-A)を、1,600グラム(g)のATUREX(商標)1001(ダイマー酸)と540gの3-メチル1,5-ペンタンジオール(MPD)を攪拌機とガラスコンデンサーを備えた3,000mLケトルに充填し、反応混合物が液体になるまでケトルを100℃に加熱することによって調製する。反応混合物が液体の状態になったら、攪拌機をオンにし、ケトル内の温度とガラスコンデンサーの温度を監視し、ガラスコンデンサーの最高温度が103℃未満に保たれるようにしながら、反応混合物を混合する。ほとんどの水が除去され、反応混合物の温度が220℃に上昇し、ガラスコンデンサーの最高温度が100℃未満に低下すると、減圧をゆっくりと開始し、減圧開始から30分以内に真空度が25~30mmHgの圧力に達するようにする。25~30mmHgの真空圧を維持して、反応混合物の酸価を25~30分ごとに測定する。反応混合物の酸価が10mg KOH/g未満になるまで、反応混合物にTYZOR(商標)TBT(触媒)を徐々に加える。次に、30mmHgの真空圧を維持しながら、反応混合物の酸価が0.8mg KOH/g以下になるまで、追加のTYZOR(商標)TBT(触媒)を少なくとも1時間かけて段階的に添加する。次に、上記反応生成物(DAPP-A)を60~70℃に冷却する。
実施例1~3のイソシアネート成分と比較例4のイソシアネート成分は、それぞれ1,000mLのガラス製反応器で調製する。DESMODUR(商標)2460(MDI)を反応器に充填し、窒素下で60℃の温度に維持する。次に、DAPP-A(上記のように調製)、PRIPLAST(商標)3162(ダイマー酸ポリエステルポリオール)及び/又はVORANOL(商標)1010L(ポリプロピレングリコール)を、以下の表2に示す量で反応器に投入する。反応器の内容物を混合し、反応混合物の温度を30分間かけて80℃に上昇させる。次に、NCO含有量が目標のNCO%に達するまで、反応混合物を2~3時間80℃の温度に維持する。反応生成物はイソシアネートプレポリマーである。イソシアネートプレポリマーは、以下に説明するように、ポリオール成分と結合するまで、窒素下で十分に密封された容器に充填する。
実施例1~3と比較例4のポリオール成分は、いずれも、40グラム(g)のダイマー酸ポリエステルポリオール(DAPP-A(上記のように調製)又はPRIPLAST(商標)3162)を60gのVORANOL(商標)CP450(グリセリンプロポキシル化ポリエーテルトリオール)とともに、(水分汚染を防ぐため)窒素下の反応器内において、60℃の温度で30分間混合することによって調製する。各ポリオール成分の組成は、下記表2に示す。混合する前に、真空下で105℃の温度で乾燥することによって、ダイマー酸ポリエステルポリオールとVORANOL(商標)CP450のそれぞれの含水率が500ppm未満に減少する。
2成分無溶剤接着剤組成物は、(A)上記のように調製されたイソシアネート成分のうちの1つを、(B)上記のように調製されたポリオール成分のうちの1つとともに、ガラス器具内において45℃の温度で混合することによって調製する。2成分無溶剤接着剤組成物が形成される。
厚さ60μmの単層フィルムであるポリエチレン(PE)フィルムを得る。
金属箔フィルム/ADCOTE(商標)545S:Coreactant F 接着剤層/PETフィルム 構造(I)
PEフィルム/接着剤組成物/金属箔プレラミネート 構造(II)。
PEフィルム/接着剤層/金属箔プレラミネート 構造(III)
比較例5と比較例6は、いずれも、(A)イソシアネート成分(それぞれ、MOR-FREE(商標)706A及びMOR-FREE(商標)698A)と、(B)ポリオール成分(それぞれ、Coreactant C79及びCoreactant C83)とから形成された接着剤層を含み、どちらもダイマー酸ポリエステルポリオールを含まない。換言すれば、比較例5及び比較例6の2成分無溶剤接着剤組成物は、いずれも、それぞれの2成分無溶剤接着剤組成物の総重量に基づいて、0重量%のダイマー酸に由来する単位を含む。比較例5及び比較例6の積層構造は、いずれも、ボイルインバッグ試験後に層間剥離を示す。さらに、比較例5及び比較例6のラミネート構造は、いずれも、(i)ボイルインバッグ試験後に1.0N/15mm未満(それぞれ、0.39N/15mm及び0.48N/15mm)の接着強度を示し、(ii)ボイルインバッグ試験後に20N/15mm未満(それぞれ、17.89N/15mm及び17.76N/15mm)のヒートシール強度を示す。このように、比較例5及び比較例6は、いずれも、ボイルインバッグ試験後に不十分な接着強度及びヒートシール強度を示す。
Claims (10)
- 2成分無溶剤接着剤組成物であって、
(A)
(i)イソシアネートモノマーと、
(ii)第1のダイマー酸ポリエステルポリオールとの反応生成物を含むイソシアネート成分と、
(B)
(i)第2のダイマー酸ポリエステルポリオールと、
(ii)任意選択で、ポリエーテルポリオール、ポリエステルポリオール及びそれらの組合せからなる群から選択されるポリオールとを含むポリオール成分と、の反応生成物を含み、
前記2成分無溶剤接着剤組成物の総重量に基づいて、15重量%~45重量%のダイマー酸に由来する単位を含む、2成分無溶剤接着剤組成物。 - 前記イソシアネート成分が、ポリエーテルポリオール、ポリエステルポリオール及びそれらの組合せからなる群から選択される第2のポリオールをさらに含む、請求項1に記載の2成分無溶剤接着剤組成物。
- 前記イソシアネート成分が、
(i)45重量%~90重量%の前記イソシアネートモノマーと、
(ii)10重量%~55重量%の前記第1のダイマー酸ポリエステルポリオールと、
(iii)0重量%~30重量%の、ポリエーテルポリオール、ポリエステルポリオール及びそれらの組合せからなる群から選択される第2のポリオールとの反応生成物を含む、請求項1又は2に記載の2成分無溶剤接着剤組成物。 - 前記ポリオール成分が、
(i)10重量%~50重量%の前記第2のダイマー酸ポリエステルポリオールと、
(ii)50重量%~90重量%の前記ポリエーテルポリオールとを含む、請求項1~3のいずれか一項に記載の2成分無溶剤接着剤組成物。 - 1.0~1.8のNCO指数を有する、請求項1~4のいずれか一項に記載の2成分無溶剤接着剤組成物。
- 1.4~1.8のNCO指数を有する、請求項1~5のいずれか一項に記載の2成分無溶剤接着剤組成物。
- ラミネートであって、
第1の基材と、
第2の基材と、
前記第1の基材と前記第2の基材との間の接着剤層とを含み、前記接着剤層が、請求項1~6のいずれか一項に記載の2成分無溶剤接着剤組成物から形成されている、ラミネート。 - 前記第1の基材がポリエチレンフィルムであり、前記第2の基材が金属箔フィルムであり、ボイルインバッグ試験後の接着強度が、1.0N/15mm~15N/15mmである、請求項7に記載のラミネート。
- ボイルインバッグ試験後のヒートシール強度が、20N/15mm~75N/15mmである、請求項8に記載のラミネート。
- 2成分無溶剤接着剤組成物を形成する方法であって、
(A)
(i)イソシアネートモノマーと、
(ii)第1のダイマー酸ポリエステルポリオールとの反応生成物を含むイソシアネート成分を提供すること、
(B)
(i)第2のダイマー酸ポリエステルポリオールと、
(ii)任意選択で、ポリエーテルポリオール、ポリエステルポリオール及びそれらの組合せからなる群から選択されるポリオールとを含むポリオール成分を提供すること、並びに、
(C)前記イソシアネート成分を前記ポリオール成分と反応させて、2成分無溶剤接着剤組成物の総重量に基づいて、15重量%~45重量%のダイマー酸に由来する単位を含む2成分無溶剤接着剤組成物を形成すること、を含む、方法。
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