JPWO2021054129A1 - 湿気硬化型ポリウレタン樹脂組成物、接着剤、及び、積層体 - Google Patents
湿気硬化型ポリウレタン樹脂組成物、接着剤、及び、積層体 Download PDFInfo
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Abstract
Description
(1+cosA)・γL/2=(γsd・γLd)1/2+(γsp・γLp)1/2
γL;測定用液の表面張力
γLd;測定用液の表面自由エネルギーの分散力成分
γLp;測定用液の表面自由エネルギーの極性力成分
γsd;生地(i)の表面自由エネルギーの分散力成分
γsp;生地(i)の表面自由エネルギーの極性力成分
温度計、撹拌機、不活性ガス導入口および還流冷却器を備えた四口フラスコに、バイオマスポリエステルポリオール(セバシン酸(豊国製油株式会社製「セバシン酸」)と1,3−プロパンジオール(Dupont社製「SUSTERRA プロパンジオール」)との反応物、数平均分子量;2,000、以下「バイオPEs(1)」と略記する。)40質量部、非晶性ポリエステルポリオール(無水フタル酸、ジエチレングリコール、及び、ネオペンチルグリコールの反応物、数平均分子量;1,000、以下「非晶性PEs」)40質量部を仕込み、110℃にて減圧乾燥して、水分量が0.05質量%以下となるまで脱水した。次いで、60℃に冷却後、ジフェニルメタンジイソシアネート(以下、「MDI」と略記する。)27質量部加え、110℃まで昇温し、イソシアネート基含有量が一定となるまで2時間反応することで、湿気硬化型ポリウレタンホットメルト樹脂組成物を得た。
前記バイオPEs(1)に代え、バイオマスポリエステルポリオール(セバシン酸(豊国製油株式会社製「セバシン酸」)と1,4−ブタンジオール(Jenomatica社製「Bio−BDO」)との反応物、数平均分子量;2,000、以下「バイオPEs(2)」と略記する。)を用いた以外は、実施例1と同様にして湿気硬化型ポリウレタンホットメルト樹脂組成物を得た。
前記バイオPEs(1)に代え、バイオマスポリエステルポリオール(コハク酸(SUCCINITY社製「コハク酸」)と1,3−プロパンジオールDupont社製「SUSTERRA プロパンジオール」)との反応物、数平均分子量;2,000、以下「バイオPEs(3)」と略記する。)を用いた以外は、実施例1と同様にして湿気硬化型ポリウレタンホットメルト樹脂組成物を得た。
温度計、撹拌機、不活性ガス導入口および還流冷却器を備えた四口フラスコに、ポリエステルポリオール(無水フタル酸と1,6−ヘキサンジオール(以上、石油系)との反応物、数平均分子量;2,000、以下「RPEs(1)」と略記する。)40質量部、非晶性PEs40質量部を仕込み、110℃にて減圧乾燥して、水分量が0.05質量%以下となるまで脱水した。次いで、60℃に冷却後、MDIを27質量部加え、110℃まで昇温し、イソシアネート基含有量が一定となるまで2時間反応することで、湿気硬化型ポリウレタンホットメルト樹脂組成物を得た。
実施例及び比較例で用いたポリオールの数平均分子量は、ゲル・パーミエーション・クロマトグラフィー(GPC)法により、下記の条件で測定した値を示す。
カラム:東ソー株式会社製の下記のカラムを直列に接続して使用した。
「TSKgel G5000」(7.8mmI.D.×30cm)×1本
「TSKgel G4000」(7.8mmI.D.×30cm)×1本
「TSKgel G3000」(7.8mmI.D.×30cm)×1本
「TSKgel G2000」(7.8mmI.D.×30cm)×1本
検出器:RI(示差屈折計)
カラム温度:40℃
溶離液:テトラヒドロフラン(THF)
流速:1.0mL/分
注入量:100μL(試料濃度0.4質量%のテトラヒドロフラン溶液)
標準試料:下記の標準ポリスチレンを用いて検量線を作成した。
東ソー株式会社製「TSKgel 標準ポリスチレン A−500」
東ソー株式会社製「TSKgel 標準ポリスチレン A−1000」
東ソー株式会社製「TSKgel 標準ポリスチレン A−2500」
東ソー株式会社製「TSKgel 標準ポリスチレン A−5000」
東ソー株式会社製「TSKgel 標準ポリスチレン F−1」
東ソー株式会社製「TSKgel 標準ポリスチレン F−2」
東ソー株式会社製「TSKgel 標準ポリスチレン F−4」
東ソー株式会社製「TSKgel 標準ポリスチレン F−10」
東ソー株式会社製「TSKgel 標準ポリスチレン F−20」
東ソー株式会社製「TSKgel 標準ポリスチレン F−40」
東ソー株式会社製「TSKgel 標準ポリスチレン F−80」
東ソー株式会社製「TSKgel 標準ポリスチレン F−128」
東ソー株式会社製「TSKgel 標準ポリスチレン F−288」
東ソー株式会社製「TSKgel 標準ポリスチレン F−550」
実施例及び比較例で得られた湿気硬化型ポリウレタンホットメルト樹脂組成物を100℃で溶融した後に、グラビアロールコーター(40L/inch、130depth、付量;10g/m2)を使用して透湿フィルム(株式会社加平製「VENTEX」)上に塗工し、以下の3種類の生地とそれぞれ貼り合わせ、温度23℃、湿度50%の雰囲気下で2日間放置して加工布を得た。
生地(1);非撥水生地(表面自由エネルギー;50mJ/m2を超えるもの。)
生地(2);撥水生地(表面自由エネルギー;10〜50mJ/m2の範囲のもの。)
生地(3);超撥水生地(表面自由エネルギー;10mJ/m2の下回るのもの。)
実施例及び比較例で得られた湿気硬化型ポリウレタンホットメルト樹脂組成物を100℃で溶融した後に、ロールコーターを使用して、厚さ100μmとなるように塗工し、温度23℃、湿度50%の雰囲気下で2日間放置してフィルムを得た。得られたフィルムを、幅5mm、長さ50mmの短冊状に裁断し、引張試験機「オートグラフAG−I」(株式会社島津製作所製)を用いて、温度23℃の雰囲気下で、クロスヘッドスピード10mm/秒の条件で引張り、抗張力(MPa)を測定し、以下のように評価した。
「T」:抗張力が20MPa以上である。
「F」:抗張力が20MPa未満である。
・「13PD」;1,3−プロパンジオール(Dupont社製「SUSTERRA プロパンジオール」)
・「14BD」;1,4−ブタンジオール(Jenomatica社製「Bio−BDO」)
Claims (8)
- バイオマス由来の多塩基酸(x)とバイオマス由来のグリコール(y)とを原料とするポリエステルポリオール(a1)、及び、その他のポリエステルポリオール(a2)を含むポリオール(A)、及び、ポリイソシアネート(B)の反応物である、イソシアネート基を有するウレタンプレポリマー(i)を含有することを特徴とする湿気硬化型ポリウレタンホットメルト樹脂組成物。
- 前記バイオマス由来の多塩基酸(x)が、セバシン酸、及び/又は、コハク酸である請求項1記載の湿気硬化型ポリウレタンホットメルト樹脂組成物。
- 前記バイオマス由来のグリコール(y)が、1,3−プロパンジオール、及び/又は、1,4−ブタンジオールである請求項1又は2記載の湿気硬化型ポリウレタンホットメルト樹脂組成物。
- 前記その他のポリエステルポリオール(a2)が、非晶性ポリエステルポリオールである請求項1〜3のいずれか1項記載の湿気硬化型ポリウレタンホットメルト樹脂組成物。
- バイオマス度が、40%以上である請求項1〜4のいずれか1項記載の湿気硬化型ポリウレタンホットメルト樹脂組成物。
- 請求項1〜5のいずれか1項記載の湿気硬化型ポリウレタンホットメルト樹脂組成物を含有することを特徴とする接着剤。
- 少なくとも、生地(i)、及び、請求項1〜5のいずれか1項記載の湿気硬化型ポリウレタンホットメルト樹脂組成物の硬化物を有することを特徴とする積層体。
- 前記生地(i)が、撥水性生地である請求項7記載の積層体。
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EP4006075A4 (en) | 2022-09-07 |
KR102638921B1 (ko) | 2024-02-22 |
CN114207078A (zh) | 2022-03-18 |
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