CN114901776A - 湿固化型粘接剂组合物 - Google Patents
湿固化型粘接剂组合物 Download PDFInfo
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- CN114901776A CN114901776A CN202080089829.7A CN202080089829A CN114901776A CN 114901776 A CN114901776 A CN 114901776A CN 202080089829 A CN202080089829 A CN 202080089829A CN 114901776 A CN114901776 A CN 114901776A
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Abstract
一种湿固化型粘接剂树脂组合物,其含有湿固化性树脂(A)和改性聚烯烃树脂(B),改性聚烯烃树脂(B)相对于湿固化性树脂(A)100质量份为2质量份以上。本发明提供一种液态性状良好且与聚烯烃树脂基材的粘接性良好的含湿固化性树脂及改性聚烯烃的粘接剂组合物。
Description
技术领域
本发明涉及一种与聚烯烃制基材的粘接性优异的湿固化型粘接剂组合物。
背景技术
目前,作为粘接待粘接对象材料的粘接剂,使用常温固化型粘接剂、加热固化型粘接剂等固化型粘接剂。近年,具有反应性甲硅烷基的有机聚合物显示出在室温下因空气中的水分发生甲硅烷基水解反应等,通过形成的硅氧烷键进行交联的性质,而作为湿固化型粘接剂开始被较多地使用。但是,至今未实现与聚烯烃制板、聚烯烃制片材、聚烯烃制膜等聚烯烃制基材强力的粘接性,期望进行开发。
在这种情况下,已经提出了一些提高与聚烯烃制基材的粘接性的湿固化型粘接剂组合物。例如,提出了一种组合物,在具有水解性甲硅烷基的聚醚树脂和具有水解性甲硅烷基的乙烯基树脂中混合固化催化剂、苯乙烯系增粘剂(tackifier)、反应性稀释剂及氯化聚烯烃树脂的组合物(参照专利文献1)。
现有技术文献
专利文献
【专利文献1】日本专利第5922985号
发明内容
发明要解决的问题
然而,根据本发明人的研究,上述提出的湿固化型粘接剂中,具有水解性甲硅烷基的树脂与氯化聚烯烃之间的相容性、溶解性差,因此,已知由于无法增加氯化聚烯烃树脂的混合量,在相对于聚烯烃制基材的粘接性的方面不充分。另外,即使相对于聚烯烃制基材的粘接性的改善较大,也极其难以得到具有在经过短时间后粘接剂的粘度上升、凝胶化等实质上可以作为粘接剂使用程度的液态性状的湿固化型粘接剂组合物。
本发明是鉴于上述现有的问题的做出发明,对于相对于聚烯烃系树脂基材的粘接性优异的湿固化型粘接剂,本发明人进行了深入的研究,结果发现,以高比率含有湿固化性树脂、改性聚烯烃树脂的粘接剂组合物可兼顾聚烯烃基材与不同基材的粘接性及液态性状,从而完成了本发明。
即,本发明的目的在于提供一种兼顾具有对聚烯烃制基材及不同基材的粘接性以及实质上可用作粘接剂的液态性状的湿固化型粘接剂组合物。
解决课题的手段
为了实现上述课题,完成了以下发明。
一种湿固化型粘接剂树脂组合物,其特征在于,含有湿固化性树脂(A)和改性聚烯烃树脂(B),改性聚烯烃树脂(B)相对于湿固化性树脂(A)100质量份为2质量份以上。
所述的湿固化型粘接剂树脂组合物中,所述湿固化性树脂(A)是在末端具有水解性甲硅烷基,主链由聚醚或(甲基)丙烯酸酯构成的树脂。
所述的湿固化型粘接剂树脂组合物中,改性聚烯烃树脂(B)是聚醚树脂或(甲基)丙烯酸酯聚合物通过酰胺键和/或酯键进行接枝的、主链是聚烯烃的树脂。
所述粘接剂树脂组合物中,优选所述改性聚烯烃树脂(B)的聚醚树脂及(甲基)丙烯酸酯聚合物的接枝量为2~40质量%。
所述粘接剂树脂组合物中,优选所述改性聚烯烃树脂(B)的分子量为10,000~150,000。
作为更优选的实施方式,所述湿固化型粘接剂树脂组合物进一步含有在末端具有(甲基)丙烯酰基的自由基聚合性单体(C),并进一步含有自由基聚合引发剂(D)、硅醇缩合催化剂(E)。
发明的效果
将本发明的湿固化性组合物用作粘接剂时,可以兼顾具有与聚烯烃制基材充分的粘接性和作为粘接剂可实际使用程度的液态性状。
具体实施方式
以下,对本发明的实施方式进行详细的说明。
<湿固化性树脂(A)>
本发明中使用的湿固化性树脂(A)是显示出在室温下甲硅烷基由于空气中的水分发生水解反应等,通过形成的硅氧烷键进行交联的性质的树脂。虽然没有限定,但可列举含有水解性甲硅烷基的树脂,可以优选使用含有水解性甲硅烷基且烯烃成分的含量为50质量%以下的树脂,更具体而言,可列举具有水解性甲硅烷基的聚醚树脂、具有水解性甲硅烷基的(甲基)丙烯酸酯系(共)聚合物等。它们可以单独使用,也可以组合使用2种以上。
作为含有水解性甲硅烷基的树脂,例如可列举乙烯聚合物、丙烯聚合物、异丁烯聚合物、丙烯酸酯聚合物、甲基丙烯酸酯聚合物、苯乙烯聚合物、氯乙烯聚合物、偏二氯乙烯聚合物、丁二烯聚合物、异戊二烯聚合物、乙酸乙烯酯聚合物、乙烯醇聚合物、乙烯醇缩丁醛聚合物、乙烯基醚聚合物等乙烯基系聚合物或聚醚树脂且具有水解性甲硅烷基的树脂。另外,可以是含有这些聚合物的共聚物。
水解性甲硅烷基是指,具有与硅原子结合的羟基或水解性基团、通过由硅醇缩合催化剂加速的反应形成硅氧烷键而可进行交联的基团。水解性甲硅烷基由下述通式(1)表示。
(1)-SiR1 (3-n)Xn
(n=1~3、R1是碳原子数为1~20的烷基、芳基或芳烷基,X表示水解性基团)。
作为上述通式(1)中的水解性基团X,可列举氢原子、羟基、氯原子等卤素原子、甲氧基、乙氧基、丙氧基等烷氧基、酰氧基、氨基、酰胺基、巯基、烯氧基、氨氧基、酮肟基等,从基于水解性的操作性的观点出发,优选烷氧基。
作为具有水解性甲硅烷基的聚醚树脂,是具有以通式-R2-O-(式中,R2是碳原子数1~15的直链或支链亚烷基)表示的重复单元的树脂,优选上述重复单元是主链。另外,-R2-O-的式中,优选R2是碳原子数2~8的直链或支链亚烷基,更优选为碳原子数2~4的亚烷基。另外,优选主链中具有水解性甲硅烷基(1),更优选在其主链的至少一端具有水解性甲硅烷基,优选在主链的至少一端具有由通式(A)表示的官能团的聚醚树脂。
通式(A)
【化1】
(式中,R3是碳原子数1~12的一价烃基,R4是碳原子数1~6的一价烃基,n是0~2的整数)。
作为具有水解性甲硅烷基的(甲基)丙烯酸酯系(共)聚合物,是主链含有(甲基)丙烯酰基的重复单元的聚合物,优选其主链的至少一端或侧链上具有由上述通式(A)表示的官能团的(甲基)丙烯酸酯系(共)聚合物。
作为用于得到具有水解性甲硅烷基的(甲基)丙烯酸酯系(共)聚合物的(甲基)丙烯酸酯单体,例如可列举(甲基)丙烯酸甲酯、(甲基)丙烯酸乙酯、(甲基)丙烯酸丙酯、(甲基)丙烯酸异丙酯、(甲基)丙烯酸丁酯、(甲基)丙烯酸异丁酯、(甲基)丙烯酸仲丁酯、(甲基)丙烯酸叔丁酯、(甲基)丙烯酸异辛酯、(甲基)丙烯酸新戊酯、(甲基)丙烯酸2-乙基己酯、(甲基)丙烯酸异辛酯、(甲基)丙烯酸异癸酯、(甲基)丙烯酸十三碳烷基酯、(甲基)丙烯酸硬脂酯、(甲基)丙烯酸月桂酯等(甲基)丙烯酸烷基酯;(甲基)丙烯酸环己酯、(甲基)丙烯酸异冰片酯、(甲基)丙烯酸金刚烷酯等(甲基)丙烯酸脂环式烷基酯;(甲基)丙烯酸2-羟乙酯、(甲基)丙烯酸羟乙酯、(甲基)丙烯酸羟丁酯、(甲基)丙烯酸羟丙酯、(甲基)丙烯酸羟乙酯的ε-己内酯加成反应产物、邻苯二甲酸单羟乙基丙烯酸、2-羟基-3-苯氧基丙基丙烯酸酯等含羟基的(甲基)丙烯酸酯;丙烯酸苄酯、甲基丙烯酸苄酯、(甲基)丙烯酸2-苯氧基乙酯等含芳香环的(甲基)丙烯酸酯;(甲基)丙烯酸2-甲氧基乙酯、(甲基)丙烯酸二甲基氨基乙酯、(甲基)丙烯酸三氟乙酯、(甲基)丙烯酸四氢糠酯、(甲基)丙烯酸缩水甘油酯等含杂原子的(甲基)丙烯酸酯;乙氧基苯酚丙烯酸酯、乙氧基化对枯基苯酚丙烯酸酯、乙氧基化壬基苯酚丙烯酸酯、丙氧基化壬基苯酚丙烯酸酯、2-乙基己基卡必醇丙烯酸酯、ω-羧基-聚己内酯单丙烯酸酯、丙烯酸2-(2-乙氧基乙氧基)乙酯等。另外,可以组合使用它们中的1种或2种以上。此外,在本说明书中,丙烯酸及甲基丙烯酸记为(甲基)丙烯酸,丙烯酸酯及甲基丙烯酸酯记为(甲基)丙烯酸酯。
其中,优选使用酯部的碳原子数为1~20的(甲基)丙烯酸酯,更优选使用酯部的碳原子数为1~20的(甲基)丙烯酸烷基酯,特别优选(甲基)丙烯酸甲酯、(甲基)丙烯酸丁酯、(甲基)丙烯酸2-乙基己酯、(甲基)丙烯酸2-甲氧基乙酯、(甲基)丙烯酸异癸酯、(甲基)丙烯酸月桂酯、(甲基)丙烯酸十三碳烷基酯、(甲基)丙烯酸硬脂酯等。
另外,在本发明中,作为上述湿固化性树脂(A),可以使用市售商品,可列举AGC株式会社制的EXCESTARES2410、EXCESTARES2420、EXCESTARES3430、Kaneka株式会社制的MSPolymer S-202、MS Polymer S-203、MS Polymer S-303、MS Polymer S-903、MS PolymerMAX-903、MS Polymer MAX-901、MS Polymer SAX-350、MS Polymer SAT-200、MS PolymerSAT-350、MS Polymer SAT-010等。
<改性聚烯烃树脂(B)>
本发明中使用的改性聚烯烃树脂(B)是将通过官能团改性的聚烯烃作为主骨架的树脂,优选为具有与湿固化性树脂(A)的主骨架相同结构的聚烯烃树脂。虽然没有限定,但更优选聚乙烯、聚丙烯及丙烯-α-烯烃共聚物等聚烯烃中的至少1种被改性。作为丙烯-α-烯烃共聚物,可列举无规共聚物、嵌段共聚物、接枝共聚物等。作为改性聚烯烃树脂(B),优选具有聚醚结构或(甲基)丙烯酸酯结构,更优选使聚醚化合物或(甲基)丙烯酸酯化合物共聚。作为共聚,可列举无规共聚、嵌段共聚、接枝共聚等,特别是,进一步优选接枝有聚醚链或(甲基)丙烯酸酯链的聚烯烃树脂。
改性聚烯烃树脂(B)是与湿固化性树脂(A)的主链相同的接枝有聚醚树脂或(甲基)丙烯酸酯聚合物的树脂时,与湿固化性树脂(A)的分散性、相容性变高,可以提高改性聚烯烃树脂(B)的混合比率,其结果是可得到兼顾具有相对于聚烯烃制基材的优异的粘接性和良好的液态性状的湿固化型粘接剂组合物。良好的液态性状是指,含有湿固化性树脂(A)及改性聚烯烃树脂(B)的树脂组合物为非固体状或凝胶状、且无分离或无部分沉淀的液体的状态。
聚醚链优选为以通式-R5-O-(式中,R5是碳原子数1~15的直链或支链亚烷基)表示的重复单元,更优选R5是碳原子数2~8的直链或支链亚烷基,进一步优选碳原子数2~4的直链或支链亚烷基。
作为上述改性聚烯烃树脂(B)的聚醚链的接枝方法,虽然没有限定,但优选使含有酸性基等官能团(1)的化合物与自由基产生剂作用,与聚烯烃树脂进行接枝结合后,进一步通过与在一端具有与上述官能团(1)反应的氨基或羟基等官能团(2)的聚醚树脂反应,通过酰胺键或酯键等键合方式接枝结合。含有官能团(1)的化合物优选α,β-不饱和羧酸及其酸酐等含有酸性基的化合物的至少1种或具有环氧基的单体的至少1种。官能团(2)是与官能团(1)反应的官能团,优选为氨基或羟基。
作为上述改性聚烯烃树脂(B)的(甲基)丙烯酸酯链的接枝方法,虽然没有限定,但优选使具有酸性基等官能团(3)的化合物与自由基产生剂作用,与聚烯烃树脂接枝结合后,进一步通过与在一端具有与上述官能团(3)反应的氨基或羟基等官能团(4)的(甲基)丙烯酸酯系聚合物反应,通过酰胺键或酯键进行接枝结合。具有官能团(3)的化合物是优选α,β-不饱和羧酸及其酸酐等含有酸性基的化合物的至少1种或具有环氧基的单体的至少1种。官能团(4)是与官能团(3)反应的官能团,优选是氨基或羟基。
上述丙烯-α-烯烃共聚物是将丙烯作为主体并将α-烯烃与其共聚而得到的共聚物。作为α-烯烃,例如,可以使用乙烯、1-丁烯、1-庚烯、1-辛烯、4-甲基-1-戊烯、乙酸乙烯酯等1种或几种。这些α-烯烃中,优选为乙烯、1-丁烯。丙烯-α-烯烃共聚物的丙烯成分与α-烯烃成分的比率没有限定,但优选丙烯成分为50mol%以上,更优选为70mol%以上。
上述聚丙烯系无规共聚物的制造可以通过公知的方法实施,例如可以根据日本特开2001-206914中记载的制造方法,在反应釜中准备丙烯及碳原子数2及4以上的烯烃,供给氢并进行连续地制造。聚合方法可以通过公知的本体聚合法、气相聚合法的连续聚合实施,优选通过本体聚合以1阶段或多阶段实施。
作为α,β-不饱和羧酸及其酸酐的至少1种,例如可列举马来酸、衣康酸、柠康酸及它们的酸酐。其中,优选酸酐,更优选马来酸酐。
作为具有环氧基的单体,可列举(甲基)丙烯酸缩水甘油酯、4-羟基丁基丙烯酸酯缩水甘油醚、烯丙基缩水甘油醚等。
自由基产生剂可以用作聚合引发剂。作为上述自由基引发剂,可列举过二(叔丁基过氧)邻苯二甲酸酯、叔丁基过氧化氢、过氧化二异丙苯、过氧化苯甲酰、过氧化苯甲酸叔丁酯、过氧化-2-乙基己酸叔丁酯、过氧化新戊酸叔丁酯、过氧化甲乙酮、过氧化二叔丁基、过氧化月桂酰等过氧化物、偶氮二异丁腈、偶氮二异丙腈等偶氮腈类等。
在制造上述改性聚烯烃树脂(B)时,从与湿固化性树脂(A)的分散性、相容性及得到的粘接剂组合物的液态性状和对聚烯烃制基材的粘接性的观点出发,接枝作为在聚醚链或(甲基)丙烯酸酯链的接枝中使用的官能团(1)的、α,β-不饱和羧酸及其酸酐的至少1种的树脂的酸值的下限优选为5mgKOH/g-树脂以上,更优选为7mgKOH/g-树脂以上,进一步优选为9mgKOH/g-树脂以上,更进一步优选为11mgKOH/g-树脂以上,特别优选为13mgKOH/g-树脂以上,最优选为15mgKOH/g-树脂以上。通过为5mgKOH/g-树脂以上,与湿固化性树脂(A)的分散性、相容性变得良好,得到的粘接剂组合物的液态性状变得良好,其结果是对聚烯烃制基材的粘接性倾向于提高。上限优选为50mgKOH/g-树脂以下,更优选为48mgKOH/g-树脂以下,进一步优选为46mgKOH/g-树脂以下,更进一步优选为44mgKOH/g-树脂以下,特别优选为42mgKOH/g-树脂以下,最优选为40mgKOH/g-树脂以下。为50mgKOH/g-树脂以下时,对聚烯烃制基材的粘接性倾向于良好。进一步地,从制造效率的观点出发也优选。
在制造上述改性聚烯烃树脂(B)时,从与湿固化性树脂(A)的分散性、相容性及得到的粘接剂组合物的液态性状和对聚烯烃制基材的粘接性的观点出发,接枝有作为在聚醚链或(甲基)丙烯酸酯链的接枝中使用的官能团(1)的、具有环氧基的单体的至少1种的树脂的环氧当量的上限优选为30,000g/eq.以下,更优选为25,000g/eq.以下,进一步优选为20,000g/eq.以下,更进一步优选为15,000g/eq.以下,特别优选为12,000g/eq.以下,最优选为10,000g/eq.以下。为30,000g/eq.以下时,由于与湿固化性树脂(A)的分散性、相容性变得良好,因此得到的粘接剂组合物的液态性状变得良好,倾向于可以在实用上作为粘接剂使用。下限优选为1,000g/eq.以上,更优选为1,100g/eq.以上,进一步优选为1,200g/eq.以上,更进一步优选为1,300g/eq.以上,特别优选为1,400g/eq.以上,最优选为1,500g/eq.以上。为1,000g/eq.以上时,对聚烯烃制基材的粘接性倾向于变得良好。进一步地,从制造效率的观点出发也优选。
从湿固化型粘接剂组合物的液态性状的观点出发,改性聚烯烃树脂(B)的熔点(Tm)的上限优选为100℃以下,更优选为90℃以下,进一步优选为80℃以下,最优选为70℃以下。为100℃以下时,湿固化型粘接剂组合物的粘度不会显著变高,或者在室温下不易丧失流动性而凝胶化等,倾向于可以保持实质上作为粘接剂可使用程度的液态性状。从对聚烯烃制基材的粘接强度的观点出发,下限优选为30℃以上,更优选为35℃以上,进一步优选为40℃以上,最优选为45℃以上。为30℃以上时,倾向于改性聚烯烃树脂(B)的凝聚力变大,粘接强度变得良好。
从湿固化型粘接性组合物的液态性状的观点出发,改性聚烯烃树脂(B)的重均分子量(Mw)的上限优选为150,000以下,更优选为130,000以下,进一步优选为110,000以下,最优选为90,000以下。为150,000以下时,湿固化型粘接剂组合物的粘度不易显著变高,或者室温下不易丧失流动性而凝胶化等,倾向于可以保持实质上作为粘接剂可使用程度的液态性状。从对聚烯烃制基材的粘接强度的观点出发,下限优选为10,000以上,更优选为20,000以上,进一步优选为30,000以上,最优选为40,000以上。为10,000以上时,倾向于改性聚烯烃树脂(B)的凝聚力变大,粘接强度变得良好。
从对聚烯烃制基材的粘接性的观点出发,改性聚烯烃树脂(B)的聚醚树脂及(甲基)丙烯酸酯聚合物的接枝量的上限优选为40质量%以下,更优选为37质量%以下,进一步优选为34质量%以下,最优选为30质量%以下。为40质量%以下时,对聚烯烃制基材的粘接性倾向于变得良好。进一步地,由于制造效率也提高故优选。从与湿固化性树脂(A)的分散性、相容性及得到的粘接剂组合物的液态性状的观点出发,下限优选为2质量%以上,更优选为5质量%以上,进一步优选为8质量%以上,最优选为10质量%以上。为2质量%以上时,与湿固化性树脂(A)的分散性、相容性良好,得到的粘接剂组合物的液态性状变得良好,其结果对聚烯烃制基材的粘接性倾向于提高。
上述在一端具有作为官能团(2)的氨基的聚醚树脂虽然没有限定,但优选在一末端具有伯氨基。另外,优选具有如聚乙二醇、聚丙二醇、聚丁二醇、聚四亚甲基二醇这样的醚键。
从与具有官能团(1)的聚烯烃的反应性、得到的改性聚烯烃树脂(B)与湿固化性树脂(A)的分散性、相容性和对聚烯烃制基材的粘接性的观点出发,上述聚醚树脂的数均分子量的上限优选为10,000以下,更优选为7,000以下,进一步优选为5,000以下,特别优选为3,500以下,最优选为2,500以下。为10,000以下时,与具有官能团(1)的聚烯烃化合物的反应性提高,其结果是,与湿固化性树脂(A)的分散性、相容性提高,可以提高改性聚烯烃树脂(B)的比率,存在对聚烯烃制基材的粘接性变得良好的情况。下限优选为500以上,进一步优选为1,000以上,特别优选为1,200以上,最优选为1,500以上。为500以上时,接枝后的分散性、相容性提高效果变得良好,其结果是,与湿固化性树脂(A)的分散性、相容性提高,可以提高改性聚烯烃树脂(B)在粘接剂组合物中的含有比率,存在对聚烯烃制基材的粘接性变得良好的情况。
从与具有官能团(1)的聚烯烃的反应性及得到的改性聚烯烃树脂(B)与湿固化性树脂(A)的分散性、相容性和对聚烯烃制基材的粘接性的观点出发,上述具有官能团(2)的(甲基)丙烯酸酯系聚合物的数均分子量的上限优选为10,000以下,更优选为7,000以下,进一步优选为5,000以下,特别优选为3,500以下,最优选为2,500以下。为上述上限以上时,与具有官能团(1)的聚烯烃的反应性降低,其结果是,与湿固化性树脂(A)的分散性、相容性降低,无法提高改性聚烯烃树脂(B)的比率,存在对聚烯烃制基材的粘接性变低的情况。下限优选为500以上,进一步优选为1,000以上,特别优选为1,200以上,最优选为1,500以上。为上述下限以下时,接枝后的分散性、相容性提高效果降低,其结果是,与湿固化性树脂(A)的分散性、相容性低,无法提高改性聚烯烃树脂(B)在粘接剂组合物中的含有比率,存在对聚烯烃制基材的粘接性变低的情况。
改性聚烯烃树脂(B)可以被氯化。通过氯化,与湿固化性树脂(A)的相容性及液态性状进一步地提高。氯化时氯含量通常为10~40质量%。
从粘接剂组合物的液态性状和对聚烯烃制基材的粘接性的观点出发,相对于湿固化性树脂(A)100质量份,改性聚烯烃树脂(B)必须为2质量份以上,优选为5质量份以上,更优选为7质量份以上、最优选为11质量份以上。另外,优选为100质量份以下,更优选为67质量份以下,进一步优选为43质量份以下,最优选为25质量份以下。改性聚烯烃树脂(B)的含量相对于湿固化性树脂(A)100质量份为100质量份以下时,粘接剂组合物的液态性状倾向于变得良好。改性聚烯烃树脂(B)的比率相对于湿固化性树脂(A)为2质量份以上时,对聚烯烃制基材的粘接性倾向于变得良好。
<自由基聚合性单体(C)>
本发明中使用的自由基聚合性单体(C)虽然没有限定,但可列举丙烯酸系单体、苯乙烯系单体、乙烯基系单体、不饱和聚酯系单体等,其中,从光固化性及材料选择的丰富度这样的理由出发优选为丙烯酸系单体。
在湿固化型粘接剂组合物中混合自由基聚合性单体(C),通过自由基聚合产生聚合放热,可以用于熔化改性聚烯烃树脂(B)。作为其结果,将粘接剂组合物涂布于聚烯烃制基材后,在使其固化的过程中,得到对于基材的润湿性及粘接性更优异的粘接剂组合物。
上述作为丙烯酸系单体,可列举例如,(甲基)丙烯酸甲酯、(甲基)丙烯酸乙酯、(甲基)丙烯酸丙酯、(甲基)丙烯酸正丁酯、(甲基)丙烯酸异丁酯、(甲基)丙烯酸叔丁酯、(甲基)丙烯酸2-乙基己酯、(甲基)丙烯酸异癸酯、(甲基)丙烯酸月桂酯、(甲基)丙烯酸硬脂酯、(甲基)丙烯酸异硬脂酯、(甲基)丙烯酸十三碳烷基酯、(甲基)丙烯酸山嵛酯、(甲基)丙烯酸甲氧基乙酯、(甲基)丙烯酸乙氧基乙酯、(甲基)丙烯酸丙氧基乙酯、(甲基)丙烯酸丁氧基乙酯、甲氧基二甘醇(甲基)丙烯酸酯、甲氧基三甘醇(甲基)丙烯酸酯、甲氧基四甘醇(甲基)丙烯酸酯、(甲基)丙烯酸苯氧基乙酯、苯氧基二甘醇(甲基)丙烯酸酯、苯氧基四甘醇(甲基)丙烯酸酯、苯氧基六甘醇(甲基)丙烯酸酯、甲氧基二丙二醇(甲基)丙烯酸酯、甲氧基三丙二醇(甲基)丙烯酸酯、(甲基)丙烯酸环己酯、(甲基)丙烯酸叔丁基环己基酯、(甲基)丙烯酸苄酯、(甲基)丙烯酸苯氧基乙酯、(甲基)丙烯酸双环戊基酯、(甲基)丙烯酸双环戊烯基酯、(甲基)丙烯酸冰片酯、(甲基)丙烯酸异冰片酯、(甲基)丙烯酸2-甲基-2-金刚烷基酯、(甲基)丙烯酸烯丙酯、(甲基)丙烯酸烯丙酯、2-羟基-3-丙烯酰氧基丙基甲基丙烯酸酯、聚乙二醇二丙烯酸酯、丙氧基化乙氧基化双酚A二丙烯酸酯、乙基化双酚A二丙烯酸酯、9,9-双[4-(2-丙烯酰氧基乙氧基)苯基]芴、丙氧基化双酚A二丙烯酸酯、三环癸烷二甲醇二丙烯酸酯、1,10-癸二醇二丙烯酸酯、1,6-己二醇二丙烯酸酯、1,9-壬二醇二丙烯酸酯、二丙二醇二丙烯酸酯、三丙二醇二丙烯酸酯、聚丙二醇二丙烯酸酯、聚四亚甲基二醇二丙烯酸酯等,从固化性、与改性聚烯烃树脂(B)的相容性的观点出发,优选聚丙二醇二丙烯酸酯。
本发明中,自由基聚合性单体(C)相对于湿固化性树脂(A)和改性聚烯烃树脂(B)的总计100质量份优选为5质量份以上,更优选为10质量份以上,进一步优选为20质量份以上。另外,优选为200质量份以下,更优选100质量份以下,进一步优选为50质量份以下。通过在5质量份以上200质量份以下的范围,液态性状和相对于聚烯烃基材的粘接性这两者倾向于变得良好。
<自由基聚合引发剂(D)>
本发明中使用的自由基聚合引发剂(D)是产生自由基的自由基聚合性单体(C)的聚合引发剂,虽然没有限定,但可列举通过光照射产生自由基的光聚合引发剂、通过加热产生自由基的热聚合引发剂、氧化还原引发剂等,更优选混合非加热时可以引发自由基聚合性单体(C)的聚合的光聚合引发剂、氧化还原引发剂。
上述作为光聚合引发剂,虽然没有限定,但可列举苯偶姻系、二苯甲酮系、苯乙酮系、酰基氧化膦系、噻吨酮系、茂金属系、醌系等,具体地,可以使用公知的引发剂。例如,二苯甲酮、4-苯基二苯甲酮、苯甲酰苯甲酸、2,2-二乙氧基苯乙酮、双二乙氨基二苯甲酮、联苯酰、苯偶姻、苯甲酰异丙醚、苄基二甲基缩酮、1-羟基环己基苯酮、噻吨酮、1-(4-异丙基苯基)2-羟基-2-甲基丙烷-1-酮、1-(4-(2-羟基乙氧基)-苯基)-2-羟基-2-甲基-1-丙烷-1-酮、2-羟基-2-甲基-1-苯基丙烷-1-酮、樟脑醌、2,4,6-三甲基苯甲酰基二苯基氧化膦,双(2,4,6-三甲基苯甲酰基)-苯基氧化膦、2-甲基-1-(4-(甲硫基)苯基)-2-吗啉丙烷-1-酮、2-苄基-2-二甲基氨基-1-(4-吗啉苯基)-1-丁酮、双(2,6-二甲氧基苯甲酰基)-2,4,4-三甲基-戊基氧化膦等。
上述氧化还原(Redox)系引发剂可以在范围较大的温度区域中使用。特别是,下述引发剂种类可以在常温下使用,具有优势。作为适合的氧化还原系引发剂,虽然没有限定,但优选可列举无机过氧化物引发剂(过硫酸钠、过硫酸钾、过硫酸铵等过硫酸盐引发剂)和无机系还原剂(偏亚硫酸氢钠、亚硫酸氢钠等)的组合;有机过氧化物和叔胺的组合,例如,过氧化苯甲酰/二甲基苯胺、过氧化氢异丙苯/二甲基苯胺、过氧化氢异丙苯/丁醛和苯胺的缩合物等;有机过氧化物和过渡金属的组合,例如,过氧化氢异丙苯/萘酸钴、过氧化氢异丙苯/萘酸铜、过氧化氢叔丁基/萘酸钴、其他氢过氧化物/其他金属皂等;过渡金属和叔胺的组合,例如,萘酸铜/丁醛和苯胺的缩合物,其他金属皂/丁醛和苯胺的缩合物等。此外,作为上述其他的氢过氧化物,可列举例如二异丙基过氧化氢、过氧化二叔丁基、过氧化二异丙苯、过氧化月桂酸叔丁酯、过氧化癸酸叔丁酯、过氧化苯甲酸叔丁酯、1,1-双(过氧化叔丁基)-3,3,5-三甲基环己烷、对甲烷过氧化氢、二异丙基苯过氧化氢、过氧化苯甲酰、过氧化甲乙酮等。上述作为其他金属皂等,可列举萘酸锰、辛酸钴、硬脂酸铝、硬脂酸钙、硬脂酸锌、硬脂酸镁、油酸钾、棕榈酸镁等。从固化性和保存稳定性的观点出发,进一步优选有机过氧化物与叔胺的组合、有机过氧化物与过渡金属的组合。
在本发明中,自由基聚合引发剂(D)相对于自由基聚合性单体(C)100质量份优选为0.1质量份以上,更优选0.3质量份以上,进一步优选为0.5质量份以上。另外,优选为5质量份以下,更优选3质量份以下,进一步优选为2质量份以下。通过为0.1质量份以上5质量份以下的范围,液态性状和对聚烯烃制基材的粘接性这两者倾向于变得良好。
<硅醇缩合催化剂(E)>
本发明中使用的硅醇缩合催化剂(E)用于使湿固化性树脂(A)固化。具体地,用于湿固化性树脂(A)的水解性甲硅烷基通过大气中的水分水解而产生的硅烷醇基彼此进行缩聚反应,得到固化树脂。
本发明中使用的硅醇缩合催化剂(E)可以广泛使用目前公知的催化剂。作为其具体例可列举钛酸四丁酯、钛酸四丙酯等钛酸酯类、二月桂酸二丁基锡、马来酸二丁基锡、二乙酸二丁基锡、辛酸锡、环烷酸锡等羧酸锡盐类、二丁基锡二异壬基3-巯基丙酸酯、二(异辛基巯基乙酸)二丁基锡等硫系锡化合物、二丁基氧化锡和邻苯二甲酸酯的反应产物、双乙酰丙酮基二丁基锡、三乙酰丙酮铝、三(乙基乙酰乙酸基)铝、乙酰乙酸乙基铝二异丙酯等有机铝化合物类、四乙酰丙酮锆、四乙酰丙酮钛等螯合化合物类、辛酸铅、丁胺、辛胺、二丁胺、单乙醇胺、二乙醇胺、三乙醇胺、二亚乙基三胺、三亚乙基四胺、油胺、环己胺、苄胺、二乙基氨基丙胺、苯二甲胺、三亚乙基二胺、胍、二苯基胍、2,4,6-三(二甲氨基甲基)苯酚、吗啉、N-甲基吗啉、2-乙基-4-甲基咪唑、1,8-二氮杂双环(5,4,0)十一碳烯-7(DBU)等胺系化合物、或者这些胺系化合物与羧酸等的盐等硅醇缩合催化剂,进一步地其他的酸性催化剂、碱性催化剂等公知的硅醇缩合催化剂等。这些催化剂可以单独地使用,也可以组合使用2种。
本发明中,硅醇缩合催化剂(E)相对于湿固化性树脂(A)100质量份优选为0.1质量份以上,更优选0.3质量份以上,进一步优选为0.5质量份以上。另外,优选为5质量份以下,更优选3质量份以下,进一步优选为2质量份以下。通过为0.1质量份以上5质量份以下的范围,液态性状和对聚烯烃制基材的粘接性这两者倾向于变得良好。
<湿固化型粘接剂组合物>
本发明涉及的湿固化型粘接剂组合物通过大气中的水分,水解性甲硅烷基水解,产生的硅烷醇基彼此通过缩聚而固化。因此,作为单液型组合物使用时,在保存或搬运中,以不与空气(空气中的水分)接触的气密地密封的状态处理。然后,在使用时,若开封在任意场所使用,则与空气中的水分接触进行反应固化。用作2液型湿固化型粘接剂组合物时,分别供给组合物及硅醇缩合催化剂(E),所述组合物至少包含湿固化性树脂(A)、改性聚烯烃树脂(B)、自由基聚合性单体(C)和自由基聚合引发剂(D),在使用时,通过将它们混合,进行上述湿固化反应并固化。
本发明的湿固化性组合物具有优异的对聚烯烃制基材的粘接性,对除此以外的金属、玻璃、涂漆面等众多的基材也显示出良好的粘接性,因此可以用作粘接剂、填缝材、密封材、防水材、油漆/涂料、衬里材、封装材、胶带、粘接片、压敏粘接剂、粘接加工产品等。
<其他的添加剂>
本发明涉及的粘接剂组合物在无损于本发明的性能的范围,除了上述湿固化性树脂(A)、改性聚烯烃树脂(B)、自由基聚合性单体(C)、自由基聚合引发剂(D)、硅醇缩合催化剂(E)以外,为了调整粘度、物性,根据需要,还可以混合增塑剂、有机溶剂、增粘剂、粘接性赋予剂、填充剂、稳定剂、蜡、防老剂、紫外线吸收剂、光稳定剂、触变剂、着色剂、防粘连剂等各种添加剂。
作为增塑剂,没有特别限定,可以使用以加工油或各种烷烃等烃类为首的邻苯二甲酸酯类、聚亚烷基二醇酯类、磷酸酯类等各种增塑剂,例如可列举邻苯二甲酸二辛酯、邻苯二甲酸二丁酯、邻苯二甲酸二庚酯、邻苯二甲酸二(2-乙基己基)酯、邻苯二甲酸丁基苄酯、丁基邻苯二甲酰羟乙酸丁酯、邻苯二甲酸二异壬酯等邻苯二甲酸酯类;己二酸二辛酯、癸二酸二辛酯等非芳香族二元酸酯类;二甘醇二苯甲酸酯、三甘醇二苯甲酸酯等聚亚烷基二醇酯类;磷酸三甲苯酯、磷酸三丁酯等磷酸酯类;丙烯酸系聚合物;氯化石蜡类;烷基二苯;部分氢化三联苯等烃油;加工油类;烷基苯类。
作为有机溶剂,没有特别限定,但优选溶解湿固化性树脂(A)及改性聚烯烃树脂(B)的有机溶剂,更优选苯、甲苯、二甲苯等芳香族烃、己烷、庚烷、辛烷、癸烷等脂肪族系烃、环己烷、环己烯、甲基环己烷、乙基环己烷等脂环族烃、三氯乙烯、二氯乙烯、氯苯、氯仿等卤化烃、甲醇、乙醇、异丙醇、丁醇、戊醇、1-己醇、2-乙基己醇、2-甲基环己醇、丙二醇、苯酚、2-庚醇等醇系溶剂、丙酮、甲基异丁基酮、甲乙酮、戊酮、己酮、环己酮、异佛尔酮、苯乙酮等酮系溶剂、甲基溶纤剂、乙基溶纤剂等溶纤剂类、乙酸甲酯、乙酸乙酯、乙酸丁酯、丙酸甲酯、丙酸乙酯、甲酸丁酯等酯系溶剂、乙二醇单正丁基醚、乙二醇单异丁基醚、乙二醇单叔丁基醚、二甘醇单正丁基醚、二甘醇单异丁基醚、三甘醇单正丁基醚、四甘醇单正丁基醚、二苄基醚、二苯醚、丁基苯基醚等醚系溶剂等,有机溶剂的少量混合会使湿固化性粘接剂组合物的粘度更低,可改善液态性状及使用时的涂布性,故优选。
作为增粘剂,没有特别限定,但可列举苯乙烯共聚物树脂、萜烯系树脂、石油系树脂(例如,C5烃树脂、C9烃树脂、C5·C9烃共聚树脂等及它们的氢化树脂)、松香酯系树脂及它们的氢化树脂、酚醛树脂、改性酚醛树脂(例如,腰果油改性酚醛树脂、松香酚醛树脂、聚合松香、聚合松香酯、妥尔油改性酚醛树脂等)、萜烯酚醛树脂、二甲苯-酚醛树脂、环戊二烯-酚醛树脂、香豆酮-茚树脂、DCPD树脂、二甲苯树脂、低分子量聚苯乙烯树脂等,增粘剂的混合对本发明的湿固化型粘接剂组合物的固化物赋予适当的粘接性,使对聚烯烃制基材的粘接性提高,故优选。
作为粘接性赋予剂,没有特别限定,但可列举硅烷偶联剂等,通过混合该粘接性赋予剂,可以使对聚烯烃制基材及金属、玻璃、涂漆面等多种基材粘接性提高,故优选。
作为粘接性赋予剂的硅烷偶联剂,可以使用通式(B)所示的有机硅烷。
通式(B)
【化2】
(式中,R6、R7分别为碳原子数为1~4的一价烃基,Y为可以含有取代基或取代原子的一价烃基,a、b分别为0~2的整数,且a和b之和为0~2)。
作为通式(B)表示的有机硅烷,可列举例如二甲基二甲氧基硅烷、甲基三甲氧基硅烷、四甲氧基硅烷、二甲基二乙氧基硅烷、甲基三乙氧基硅烷、四乙氧基硅烷、二苯基二甲氧基硅烷、苯基三甲氧基硅烷、乙烯基三甲氧基硅烷、乙烯基三乙氧基硅烷、γ-巯基丙基三甲氧基硅烷、γ-氯丙基三甲氧基硅烷、氨基甲基三乙氧基硅烷、N-β(氨基乙基)氨基甲基三甲氧基硅烷、N-β(氨基乙基)甲基三丁氧基硅烷、γ-氨基丙基三甲氧基硅烷、γ-氨基丙基三乙氧基硅烷、γ-氨基丙基甲基二乙氧基硅烷、γ-氨基异丁基三甲氧基硅烷、N-β(氨基乙基)γ-氨基丙基三甲氧基硅烷、N-β(氨基乙基)γ-氨基丙基甲基二甲氧基硅烷、{〔N-β(氨基乙基)〕N-β(氨基乙基)}γ-氨基丙基三甲氧基硅烷、γ-环氧丙氧基丙基三甲氧基硅烷、γ-环氧丙氧基丙基甲基二乙氧基硅烷、γ-环氧丙氧基丙基甲基二甲氧基硅烷、3,4-环氧环己基乙基三甲氧基硅烷、γ-甲基丙烯酰氧基丙基三甲氧基硅烷、γ-甲基丙烯酰氧基丙基甲基二甲氧基硅烷、γ-异氰酸酯基丙基三甲氧基硅烷、γ-异氰酸酯基丙基甲基二乙氧基硅烷等。这些有机硅烷可以使用1种,也可以组合使用2种以上。其中,由于N-β(氨基乙基)γ-氨基丙基三甲氧基硅烷、γ-环氧丙氧基丙基三甲氧基硅烷、乙烯基三甲氧基硅烷等的赋予粘接效果好,可以进一步快速固化,因此优选地选择。
本发明的粘接性赋予剂的混合比例为,相对于湿固化性树脂(A)和改性聚烯烃树脂(B)的总计100质量份,优选为0~15质量份,特别优选为1~10质量份。粘接性赋予剂的添加作为交联剂也可以有效地发挥作用,可以得到湿固化性组合物容易快速固化的效果。通过在15质量份以下,赋予粘接效果较大且容易进一步快速固化。
另外,填充剂没有特别限定,但可列举例如碳酸钙、炭黑、粘土、滑石、氧化钛、生石灰、高岭土、沸石、硅藻土、玻璃球等,可以单独或混合使用。其中,作为填充剂,从容易得到本发明的湿固化性组合物的粘性及成为固化物时的刚性、耐热性等各种特性的平衡良好的组合物的点出发,优选碳酸钙等。
<被粘接基材>
作为被粘接基材的聚烯烃制基材,可以示例目前公知的高密度聚乙烯(HDPE)、低密度聚乙烯(LDPE)、超低密度聚乙烯(VLDPE)、直链状低密度聚乙烯(LLDPE)、超高分子量聚乙烯(UHMW-PE)、等规聚丙烯、间规聚丙烯、无规聚丙烯、乙烯和丙烯的嵌段共聚物,无规共聚物(与乙烯的共聚物,与丁烯-1的二元共聚物、与乙烯/丁烯-1的三元共聚物)。作为不同基材(异种基材),可以举出聚对苯二甲酸乙二醇酯等聚酯树脂、聚碳酸酯树脂、尼龙6等聚酰胺系树脂、丙烯腈丁二烯苯乙烯共聚物、氯乙烯树脂等树脂系、铁、不锈钢、铝、冷轧钢、镁合金等的金属系等。本发明的湿固化型粘接剂组合物用于将这些聚烯烃制基材彼此、或这些聚烯烃基材与这些不同基材粘接。
以下,列举实施例进一步详细地说明。但是,本发明并不限定于实施例。实施例中及比较例中仅显示“份”表示质量份。
[制造例1]
向1L高压釜中,加入100质量份的丙烯聚合物(“出光兴产株式会社制造的L-MODU(注册商标)S600”)、150质量份甲苯、2质量份马来酸酐、10质量份过氧化二叔丁基,升温至160℃后,进一步搅拌3小时。然后,将得到的反应溶液冷却后,注入到装有大量甲乙酮的容器中,使树脂析出。然后,通过对含有该树脂的液体进行离心分离,将马来酸酐接枝聚合的酸改性丙烯聚合物与(聚)马来酸酐和低分子量物质分离、纯化。然后,通过在50℃减压下干燥5小时,得到马来酸酐改性丙烯聚合物(MPO-1,酸值4mgKOH/g-树脂,重均分子量29,000)。
[制造例2]
向1L高压釜中,加入100质量份丙烯-丁烯共聚物(三井化学株式会社制造的“Tafmer(注册商标)XM7070”,丙烯/1-丁烯=75/25(摩尔比))、150质量份甲苯和2质量份马来酸酐和0.5质量份的叔丁基过氧异丙基单碳酸酯,升温至120℃,然后再搅拌1小时。其后,与制造例1同样地操作,得到马来酸酐改性丙烯-丁烯共聚物(MPO-2、酸值4mgKOH/g-树脂、重均分子量109,000)。
[制造例3]
除了马来酸酐的投入量为20质量份以外,与制造例1同样地操作,得到马来酸酐改性丙烯聚合物(MPO-3、酸值25mgKOH/g-树脂、重均分子量26,000)。
[制造例4]
除了马来酸酐的投入量为20质量份、叔丁基过氧异丙基单碳酸酯的投入量为2质量份以外,与制造例2同样地操作,得到马来酸酐改性丙烯-丁烯共聚物(MPO-4,酸值25mgKOH/g-树脂,重均分子量116,000)。
[制造例5]
向1L高压釜中,加入100质量份丙烯-丁烯共聚物(三井化学株式会社制造的“Tafmer(注册商标)XM7070”)、150质量份甲苯、18质量份马来酸酐、6质量份过氧化二叔丁基,升温至160℃,再搅拌3小时。其后,与制造例1同样地操作,得到马来酸酐改性丙烯-丁烯共聚物(MPO-5、酸值17mgKOH/g-树脂、重均分子量58,000)。
[制造例6]
向1L高压釜中,加入100质量份丙烯-丁烯共聚物(三井化学株式会社制造的“Tafmer(注册商标)XM7070”)、150质量份甲苯和7质量份马来酸酐、6质量份叔丁基过氧异丙基单碳酸酯,升温至140℃,再搅拌3小时。其后,与制造例1同样地操作,得到马来酸酐改性丙烯-丁烯共聚物(MPO-6、酸值7mgKOH/g-树脂、重均分子量84,000)。
[制造例7]
向1L高压釜中,加入100质量份丙烯-丁烯共聚物(三井化学株式会社制造的“Tafmer(注册商标)XM7070”)、150质量份甲苯、7质量份马来酸酐、6质量份过氧化二叔丁基,升温至160℃,再搅拌3小时。其后,与制造例1同样地操作,得到马来酸酐改性丙烯-丁烯共聚物(MPO-7、酸值19mgKOH/g-树脂、重均分子量44,000)。
[制造例8]
除了马来酸酐的投入量为25质量份、过氧化二叔丁基的投入量为10质量份以外,与制造例5同样地操作,得到马来酸酐改性丙烯-丁烯共聚物(MPO-8,酸值26mgKOH/g-树脂,重均分子量40,000)。
[制造例9]
向1L高压釜中,加入100质量份丙烯-丁烯共聚物(三井化学株式会社制造的“Tafmer(注册商标)XM7080”,丙烯/1-丁烯=80/20(摩尔比))、150质量份甲苯和1质量份马来酸酐和0.5质量份叔丁基过氧异丙基单碳酸酯,升温至140,再搅拌3小时。其后,与制造例1同样地操作,得到马来酸酐改性丙烯聚合物(MPO-9、酸值2mgKOH/g-树脂、重均分子量170,000)。
[制造例10]
向1L高压釜中,加入100质量份丙烯聚合物(出光兴产株式会社制造的“L-MODU(注册商标)S600”)、150质量份甲苯、12质量份甲基丙烯酸缩水甘油酯和4质量份过氧化二叔丁基,升温至140℃后,进一步搅拌3小时。然后,与制造例1同样地操作,得到甲基丙烯酸缩水甘油酯改性丙烯聚合物(GPO-1、环氧当量8800g/eq.、重均分子量66,000)
[制造例11]
向具备水冷回流冷凝器和搅拌器的500ml四口烧瓶中,加入100质量份制造例1中得到的马来酸酐改性丙烯聚合物(MPO-1)和15质量份的聚醚胺(Huntsman公司制造的“Jeffamine M-2000”),边搅拌边升温至110℃,继续搅拌3小时,然后冷却,得到聚醚改性丙烯聚合物(PO-1、接枝量6.1质量%、重均分子量30,000、熔点50℃)。
[制造例12]
除了将马来酸酐改性丙烯聚合物(MPO-1)变更为马来酸酐改性丙烯-丁烯共聚物(MPO-2)以外,与制造例11同样地操作,得到聚醚改性丙烯-丁烯共聚物(PO-2、接枝量6.0质量%、重均分子量110,000,熔点68℃)。
[制造例13]
除将马来酸酐改性丙烯聚合物(MPO-1)变更为马来酸酐改性丙烯聚合物(MPO-3),并将聚醚胺(Huntsman公司制造的“Jeffamine(注册商标)M-2000”)的投入量变更为93质量份以外,与制造例11同样地操作,得到聚醚改性丙烯聚合物(PO-3、接枝量37.1质量%、重均分子量30,000,熔点45℃)。
[制造例14]
除将马来酸酐改性丙烯聚合物(MPO-3)变更为马来酸酐改性丙烯-丁烯共聚物(MPO-4)以外,与制造例13同样地操作,得到聚醚改性丙烯-丁烯共聚物(PO-4、接枝量37.0质量%、重均分子量120,000、熔点60℃)。
[制造例15]
除了将马来酸酐改性丙烯聚合物(MPO-1)并更为马来酸酐改性丙烯-丁烯共聚物(MPO-5),并将聚醚胺(Huntsman公司制造的“Jeffamine(注册商标)M-2000”)的投入量变更为63质量份以外,通过与制造例11同样地操作,得到聚醚改性丙烯-丁烯共聚物(PO-5、接枝量22.9质量%、重均分子量61,000、熔点55℃)。
[制造例16]
除了将马来酸酐改性丙烯聚合物(MPO-1)变更为马来酸酐改性丙烯-丁烯共聚物(MPO-6),并将聚醚胺(Huntsman公司制造的“Jeffamine(注册商标)M-2000”)的投入量变更为27质量份以外,通过与制造例11同样的操作,得到聚醚改性丙烯-丁烯共聚物(PO-6、接枝量10.9质量%、重均分子量85,000、熔点65℃)。
[制造例17]
除了将马来酸酐改性丙烯聚合物(MPO-1)变更为马来酸酐改性丙烯-丁烯共聚物(MPO-7),并将聚醚胺(Huntsman公司制造的“Jeffamine(注册商标)M-2000”)的投入量变更为72质量份以外,通过与制造例11同样的操作,得到聚醚改性丙烯-丁烯共聚物(PO-7、接枝量28.4质量%、重均分子量47,000、熔点47℃)。
[制造例18]
除了将马来酸酐改性丙烯聚合物(MPO-1)变更为马来酸酐改性丙烯-丁烯共聚物(MPO-8),并将聚醚胺(Huntsman公司制造的“Jeffamine(注册商标)M-2000”)15质量份变更为聚醚胺(Huntsman公司制、“Jeffamine(注册商标)M-600”)29质量份以外,通过与制造例11同样的操作,得到聚醚改性丙烯-丁烯共聚物(PO-8、接枝量12.9质量%、重均分子量41,000、熔点35℃)。
[制造例19]
除了将马来酸酐改性丙烯聚合物(MPO-1)变更为马来酸酐改性丙烯-丁烯共聚物(MPO-5),并将聚醚胺(Huntsman公司制造的“Jeffamine(注册商标)M-2000”)15质量份变更为聚丙二醇单丁基醚(日油株式会社制造的“Unireave(注册商标)MB-700”)98质量份以外,通过与制造例11同样地操作,得到聚醚改性丙烯-丁烯共聚物(PO-9、接枝量26.9质量%、重均分子量60,000、熔点55℃)。
[制造例20]
除了将聚醚胺(Huntsman公司制造的“Jeffamine(注册商标)M-2000”)15质量份变更为含羟基的丙烯酸聚合物(综研化学株式会社制造的“Actflow(注册商标)UMB-1001”)48质量份以外,通过与制造例11同样地操作,得到丙烯酸改性丙烯聚合物(PO-10、接枝量18.3质量%、重均分子量60,000、熔点56℃)。
[制造例21]
除了将马来酸酐改性丙烯聚合物(MPO-1)变更为甲基丙烯酸缩水甘油酯改性丙烯聚合物(GPO-1),并将聚醚胺(Huntsman公司制造的“Jeffamine(注册商标)M-2000”)的投入量变更为47质量份以外,通过与制造例11同样地操作,得到聚醚改性丙烯聚合物(PO-11、接枝量28.0质量%、重均分子量68,000、熔点58℃)。
[制造例22]
除了将马来酸酐改性丙烯聚合物(MPO-1)变更为马来酸酐改性丙烯-丁烯共聚物(MPO-9),并将聚醚胺(Huntsman公司制造的“Jeffamine(注册商标)M-2000”)的投入量变更为10质量份以外,通过与制造例11同样地操作,得到聚醚改性丙烯聚合物(PO-12、接枝量4.1质量%、重均分子量172,000、熔点75℃)。
[主剂1的制作]
在装有水冷回流冷凝器和搅拌器的500ml四口烧瓶中,投入95质量份含水解性甲硅烷基的聚醚树脂A-1和5质量份的制造例11中得到的聚醚改性丙烯聚合物PO-1,边搅拌边升温至110℃,继续搅拌1小时,然后冷却至40℃以下,得到主剂1。
[主剂2~16的制作]
如表1所示地变更湿固化性树脂及改性聚烯烃树脂,在主剂12中,与湿固化树脂和改性聚烯烃树脂同时加入聚丙二醇#700二丙烯酸酯作为自由基聚合性单体,以与主剂1相同的方法制备主剂2~16。混合量见表1。
【表1】
*)A-1:数均分子量=18,000、水解性甲硅烷基的数量=每1分子平均1.4,
**)A-2:重均分子量=3,000、水解性甲硅烷基的数量=每1分子平均1.0,
***)聚丙二醇#700二丙烯酸酯。
[实施例1]
将100质量份如上所述得到的主剂1和作为硅醇缩合催化剂的二月桂酸二丁基锡1质量份混合,得到粘接剂组合物。将液态性状和粘接剂试验结果示于表2。
[实施例2~15、比较例1~3]
将主剂1~16和二月桂酸二丁基锡如表2、表3所示进行变更,实施例12中,将作为自由基聚合引发剂的1-羟基环己基苯酮与主剂和硅醇缩合催化剂同时混合,通过与实施例1相同的方法进行实施例2~15、比较例1~3。将混合量、液态性状、粘接性试验结果示于表2、表3。其中,比较例3由于液态性状差而凝胶化,因此无法作为粘接剂进行评价。
【表2】
【表3】
[使用材料]
表1、表2、表3中使用的材料如下所述。
<湿固化性树脂(A)>
(A-1)数均分子量为18,000、25℃粘度为12,000mPa·s、水解性甲硅烷基的数量为每1分子中平均1.4的含水解性甲硅烷基的聚醚树脂
(A-2)数均分子量为9,000、25℃粘度为7,000mPa·s、水解性甲硅烷基的数量为每1分子中平均1.0的含水解性甲硅烷基的丙烯酸聚合物
<自由基聚合性单体(C)>
(聚丙二醇二丙烯酸酯))聚丙二醇#700二丙烯酸酯(新中村化学工业株式会社制作的NK酯(注册商标)APG-700)
<自由基聚合引发剂(D)>
(1-羟基环己基苯酮)东京化成工业株式会社销售试剂
<硅醇缩合催化剂(E)>
(二月桂酸二丁基锡)东京化成工业株式会社销售试剂
对如上所述得到的酸改性聚烯烃、甲基丙烯酸缩水甘油酯改性聚烯烃、聚醚树脂改性聚烯烃、(甲基)丙烯酸酯聚合物聚烯烃及粘接剂组合物,基于下述方法进行分析测定及评价。
酸值的测定
本发明中的酸值(mgKOH/g-树脂)是使用FT-IR(株式会社岛津制作所制造的FT-IR8200PC),使用基于马来酸酐(东京化成株式会社制)的氯仿溶液作成的标准曲线得到的系数(f)、结晶性马来酸酐改性聚烯烃溶液的马来酸酐的羰基(C=O)键的伸缩峰(1780cm-1)的吸光度(I),通过下式计算的值。
酸值(mgKOH/g-树脂)=[吸光度(I)×(f)×2×氢氧化钾分子量×1000(mg)/马来酸酐分子量]
马来酸酐分子量:98.06氢氧化钾分子量:56.11
环氧当量的测定
本发明中的环氧当量(g/eq.)是使用FT-IR(株式会社岛津制作所制造的FT-IR8200PC),使用基于甲基丙烯酸缩水甘油酯(东京化成株式会社制)的氯仿溶液作成的标准曲线得到的系数(f)、甲基丙烯酸缩水甘油酯改性聚烯烃溶液中的甲基丙烯酸缩水甘油酯的酯羰基(C=O)键的伸缩峰(1732cm-1)的吸光度(I),通过下式计算的值。
环氧当量(g/eq.)=100/{[吸光度(I)×(f)]/甲基丙烯酸缩水甘油酯的分子量}
甲基丙烯酸缩水甘油酯分子量:142.15
重均分子量(Mw)的测定
本发明中的重均分子量是通过日本waters株式会社社制造的凝胶渗透色谱仪Alliance e2695(以下,GPC、标准物质:聚苯乙烯树脂、流动相:四氢呋喃)测定得到的值。
熔点的测定
本发明中的熔点、熔解热是使用差示扫描量热仪(以下,DSC、TA InstrumentsJapan株式会社制造,Q-2000),由以20℃/分钟的速度加热熔融并进行冷却树脂化,再次加热熔解时的熔解峰的峰温度和面积测定的值。
接枝量的测定
本发明中的接枝量是通过将100g改性聚烯烃系树脂在250g甲苯中加热溶解后,投入至1000g丙酮,对过滤和干燥析出物而得到的改性聚烯烃系树脂的纯化物,进行1H-NMR(Varian Inova公司制造的400MHz)测定,求出聚醚树脂和丙烯酸系聚合物的接枝量(wt%)。
粘接剂组合物液态性状的评价
对表1及表2记载的粘接剂组合物液态性状通过使用东机产业株式会社制造的E型粘度计TVE-22H、转子No.0.8°,在转速0.5rpm下测定25℃的溶液粘度来评价。
<评价基准>
○(实用上优异):小于20Pa·s
△(可以实用):20Pa·s以上小于30Pa·s
×(不能实用):30Pa·s以上、发生凝胶化、产生分离沉降
粘接板的制作
基材使用用异丙醇净化了表面的PP板与在加热至60℃的脱脂剂水溶液(日本Parkerizing株式会社制造的Fine Cleaner FC315E的4wt%水溶液)中浸渍5分钟进行脱脂处理后水洗、擦拭去水后的铝板A1050P(均由日本Test Panel株式会社制造,长×宽×厚=100mm×25mm×2mm)。
使用线棒涂布机No.16,将除实施例11中得到的粘接剂组合物以外的各实施例和比较例中得到的粘接剂组合物涂布在PP板上后,以25mm×20mm的范围与铝板A1050P接触,使用Tester产业株式会社制造的热封测试仪TP-701-B,在25℃、0.05MPa和10秒钟的条件下进行压接,然后用夹具(ASKUL株式会社制造的小双夹子、宽19mm)夹住粘接部进行固定,并在25℃下、60%RH气氛下,熟化168小时。
此外,使用线棒涂布机No.16,同样地将实施例12中获得的粘接剂组合物涂布在PP板上,然后使用Ushio电机制造的Multilight ML-251A/B从4cm的距离照射紫外线5秒钟。然后,同样地以25mm×20mm的范围与铝板A1050P接触。使用Tester产业株式会社制造的热封测试仪TP-701-B,在25℃、0.05MPa和10秒钟的条件下进行压接,然后用夹具(ASKUL株式会社制造的小双夹子、宽19mm)夹住粘接部进行固定,并在25℃下、60%RH气氛下,熟化168小时。
粘接性试验
粘接板在熟化168小时后,在25℃气氛下,使用Orientec公司制的TENSILON、RTM-100,以拉伸速度50mm/分钟进行拉伸试验,评价拉伸剪切强度。
<评价基准>
○(实用上优异):1.0MPa以上
△(实用可能):0.2MPa以上小于1.0MPa
×(实用不可能):小于0.2MPa。
产业上的可利用性
本发明的湿固化性组合物及粘接剂可以得到对于聚烯烃材料等难粘接性材料在实用上充分的粘接强度,并且,对金属、玻璃、涂漆面等多种材料也显示良好的粘接性,因此在实用上可用作粘接剂、填缝材、密封材、防水材、油漆/涂料、衬里材、封装材、胶带、粘接片、压敏粘接剂、粘接加工产品等,在产业上极其有用。
Claims (11)
1.一种粘接剂树脂组合物,其含有湿固化性树脂(A)和改性聚烯烃树脂(B),改性聚烯烃树脂(B)相对于湿固化性树脂(A)100质量份为2质量份以上。
2.根据权利要求1所述的粘接剂树脂组合物,湿固化性树脂(A)含有水解性甲硅烷基。
3.根据权利要求1或2所述的粘接剂树脂组合物,湿固化性树脂(A)是在末端具有水解性甲硅烷基,主链由聚醚或(甲基)丙烯酸酯构成的树脂。
4.根据权利要求1~3中任一项所述的粘接剂树脂组合物,改性聚烯烃树脂(B)具有聚醚结构或(甲基)丙烯酸酯聚合物结构。
5.根据权利要求1~4中任一项所述的粘接剂树脂组合物,改性聚烯烃树脂(B)是具有酰胺键和/或酯键的树脂。
6.根据权利要求4所述的粘接剂树脂组合物,改性聚烯烃树脂(B)的聚醚树脂或(甲基)丙烯酸酯聚合物的含量为2~40质量%。
7.根据权利要求1~6中任一项所述的粘接剂树脂组合物,改性聚烯烃树脂(B)的重均分子量为10,000~150,000。
8.根据权利要求1~7中任一项所述的粘接剂树脂组合物,其进一步含有自由基聚合性单体(C)。
9.根据权利要求8所述的粘接剂树脂组合物,自由基聚合性单体(C)是在末端具有(甲基)丙烯酰基的化合物。
10.根据权利要求1~9中任一项所述的粘接剂树脂组合物,其进一步含有自由基聚合引发剂(D)。
11.根据权利要求1~10中任一项所述的粘接剂树脂组合物,其进一步含有硅醇缩合催化剂(E)。
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