CN115362215A - 水性树脂组合物和涂布剂 - Google Patents
水性树脂组合物和涂布剂 Download PDFInfo
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- CN115362215A CN115362215A CN202180025619.6A CN202180025619A CN115362215A CN 115362215 A CN115362215 A CN 115362215A CN 202180025619 A CN202180025619 A CN 202180025619A CN 115362215 A CN115362215 A CN 115362215A
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Abstract
提供一种水性树脂组合物,其包含丙烯酸系聚合物(A)、氨基甲酸酯树脂(B)和水性介质(C),上述丙烯酸系聚合物(A)由至少包含2‑羟基乙基丙烯酰胺、不饱和羧酸或其酸酐、以及具有聚氧化烯单元和聚合性不饱和基团的单体的单体成分形成,且重均分子量为100,000以上。由本水性树脂组合物得到的涂膜即使在赋予严酷的热历程的条件下、涂布加工油并清洗后使用的条件下,也能够发挥亲水持续性,因此能够适合用于各种涂布剂。
Description
技术领域
本发明涉及水性树脂组合物和涂布剂。
背景技术
涂布剂用于防止各种基材表面的劣化,并且用于改变基材的表面特性。空调等中使用的铝翅片需要表面的亲水性·耐腐蚀性,特别是要求即使在湿润·低温状态和干燥·高温状态反复的条件下也能够维持亲水性·耐腐蚀性(亲水持续性)。
作为用于实现这样的表面亲水性、亲水持续性的涂布剂,提出了包含由丙烯酸、丙烯酸盐、马来酸、马来酸盐、衣康酸、衣康酸盐等、丙烯酰胺和丙烯腈得到的共聚物的亲水性涂布剂(例如,参照专利文献1)。另外,提出了包含具有聚合性双键和聚氧亚烷基链的亲水性单体、由丙烯酰胺单体等得到的亲水性聚合物、以及交联剂的亲水化处理剂(例如,参照专利文献2)。
现有技术文献
专利文献
专利文献1:日本特开2004-10764号公报
专利文献2:日本特开2017-20015号公报
发明内容
发明要解决的课题
然而,以往已知的上述亲水化处理剂有时无法充分满足亲水持续性。本发明是鉴于上述情况而完成的,其课题在于提供一种水性树脂组合物,即使在为了进行涂膜干燥而赋予严酷的热历程的条件下、涂布加工油并清洗之后使用的条件下,也能够发挥亲水持续性。
用于解决课题的手段
本发明的水性树脂组合物包含丙烯酸系聚合物(A)、氨基甲酸酯树脂(B)和水性介质(C),上述丙烯酸系聚合物(A)由至少包含2-羟基乙基(甲基)丙烯酰胺、不饱和羧酸或其酸酐、以及具有聚氧化烯单元和聚合性不饱和基团的单体的单体成分形成,并且重均分子量为100,000以上。
发明效果
通过使用本发明的水性树脂组合物,能够提供即使在为了进行涂膜干燥而赋予严酷的热历程的条件下、涂布加工油并清洗之后使用的条件下也能够发挥亲水持续性的水性树脂组合物。
具体实施方式
本发明的水性树脂组合物包含丙烯酸系聚合物(A)、氨基甲酸酯树脂(B)和水性介质(C)。
上述丙烯酸系聚合物(A)由至少包含2-羟基乙基(甲基)丙烯酰胺、不饱和羧酸或其酸酐(a1)、以及具有聚氧化烯单元和聚合性不饱和基团的单体(a2)的单体成分形成,是上述单体成分的共聚物。
2-羟基乙基(甲基)丙烯酰胺表示2-羟基乙基丙烯酰胺和/或2-羟基乙基甲基丙烯酸酰胺,优选为2-羟基乙基丙烯酰胺。
上述2-羟基乙基(甲基)丙烯酰胺的含有率在上述单体成分中优选为10质量%以上,更优选为20质量%以上,进一步优选为30质量%以上,优选为80质量%以下,更优选为70质量%以下,进一步优选为60质量%以下。
作为上述不饱和羧酸或其酸酐(a1),可以使用1种或2种以上,可举出(甲基)丙烯酸等不饱和一元羧酸;(甲基)丙烯酸β-羧乙酯、2-(甲基)丙烯酰基丙酸等一元羧酸的(甲基)丙烯酸酯;巴豆酸、衣康酸、马来酸、富马酸、邻苯二甲酸、琥珀酸等不饱和二羧酸;上述不饱和二羧酸的半(甲基)丙烯酸酯;上述不饱和二羧酸的酸酐;在上述不饱和二羧酸的羧基的至少1个上加成(甲基)丙烯酰氧基烷基(优选(甲基)丙烯酰氧基乙基)而得到的化合物等。其中,优选不饱和一元羧酸,特别优选丙烯酸。
上述不饱和羧酸或其酸酐(a1)的含有率在上述单体成分中优选为0.5质量%以上,优选为20质量%以下,更优选为10质量%以下,进一步优选为5质量%以下。
上述具有聚氧化烯单元和聚合性不饱和基团的单体(a2)为与聚氧化烯单元和聚合性不饱和基团直接或经由连结基团键合而成的单体,作为上述连结基团,可举出-CO-、-O-、-NH-、2价的烃基(碳原子数1~10的脂肪族烃基、碳原子数3~10的脂环式烃基、碳原子数6~20的芳香族烃基、或将它们组合而成的碳原子数20以下的基团)、或将它们组合而成的基团,优选-CO-。在上述聚氧化烯单元的另一端(未键合聚合性不饱和基团的端)可以键合-OR(R为碳原子数1~10的脂肪族烃基、碳原子数3~10的脂环式烃基、碳原子数6~20的芳香族烃基、或将它们组合而成的碳原子数20以下的基团),作为上述R,优选为脂肪族烃基(优选为烷基),该脂肪族烃基的碳原子数优选为1~5,更优选为1~2。
上述聚氧化烯单元优选包含氧亚乙基单元。上述聚氧化烯单元中,氧亚乙基单元的含有率优选为80质量%以上,更优选为90质量%以上,进一步优选为95质量%以上,上限为100质量%。
上述聚氧化烯单元中,氧化烯单元的重复数优选为3以上,更优选为5以上,进一步优选为7以上,优选为20以下,更优选为18以下,进一步优选为15以下。
上述具有聚氧化烯单元和聚合性不饱和基团的单体(a2)的数均分子量优选为200以上,更优选为300以上,进一步优选为400以上,优选为1,500以下,更优选为1,000以下,进一步优选为800以下,更进一步优选为600以下。
上述单体成分除了含有2-羟基乙基(甲基)丙烯酰胺、上述不饱和羧酸或其酸酐(a1)、具有氧化烯单元和聚合性不饱和基团的单体(a2)以外,还可以其他单体(a3)。
作为上述其他单体(a3),可举出(甲基)丙烯酸酯、具有亲水性基团(羟基、酰亚胺基、氰基、氨基、磺酸基、季铵基等)的丙烯酸单体、除了2-羟基乙基(甲基)丙烯酰胺以外的(甲基)丙烯酰胺单体、其他乙烯基化合物等。
作为上述(甲基)丙烯酸酯,可以使用1种或2种以上,例如可举出(甲基)丙烯酸甲酯、(甲基)丙烯酸乙酯、(甲基)丙烯酸正丙酯、(甲基)丙烯酸异丙酯、(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)丙烯酸正戊酯、(甲基)丙烯酸异戊酯、(甲基)丙烯酸新戊酯、(甲基)丙烯酸己酯、(甲基)丙烯酸庚酯、(甲基)丙烯酸正辛酯、(甲基)丙烯酸2-乙基己酯、(甲基)丙烯酸异辛酯、(甲基)丙烯酸正壬酯、(甲基)丙烯酸异壬酯、(甲基)丙烯酸正癸酯、(甲基)丙烯酸异癸酯、(甲基)丙烯酸十一烷基酯、(甲基)丙烯酸十二烷基酯、(甲基)丙烯酸十三烷基酯、(甲基)丙烯酸十四烷基酯、(甲基)丙烯酸正十八烷基酯、(甲基)丙烯酸异十八烷基酯等脂肪族(甲基)丙烯酸酯;(甲基)丙烯酸环己酯、(甲基)丙烯酸异冰片酯、(甲基)丙烯酸二环戊酯、(甲基)丙烯酸二环戊烯酯、(甲基)丙烯酸二环戊烯氧基乙酯等脂环式(甲基)丙烯酸酯;(甲基)丙烯酸苄酯、(甲基)丙烯酸苯氧基乙酯、(甲基)丙烯酸苯酯等芳香族(甲基)丙烯酸酯等。
作为上述具有酰亚胺基的丙烯酸单体,可以使用1种或2种以上,例如可举出(甲基)丙烯酰亚胺、N-羟甲基马来酰亚胺、N-羟乙基马来酰亚胺、N-缩水甘油基马来酰亚胺、N-4-氯甲基苯基马来酰亚胺、N-乙酰氧基乙基马来酰亚胺等。
作为上述具有氰基的丙烯酸单体,可以使用1种或2种以上,例如可举出丙烯腈、丙烯酸氰基甲酯、丙烯酸2-氰基乙酯、丙烯酸氰基丙酯、丙烯酸1-氰基甲基乙酯、丙烯酸2-氰基丙酯、丙烯酸1-氰基环丙酯、丙烯酸1-氰基环庚酯、丙烯酸1,1-二氰基乙酯、丙烯酸2-氰基苯酯、丙烯酸3-氰基苯酯、丙烯酸4-氰基苯酯、丙烯酸3-氰基苄酯、丙烯酸4-氰基苄酯等。
作为上述具有氨基的丙烯酸单体,可以使用1种或2种以上,例如可举出(甲基)丙烯酸二甲基氨基乙酯、(甲基)丙烯酸二乙基氨基乙酯、(甲基)丙烯酸N-叔丁基氨基乙酯、(甲基)丙烯酰氧基乙基三甲基氯化铵等。
作为上述具有季铵基的丙烯酸单体,可以使用1种或2种以上,例如可举出四丁基铵(甲基)丙烯酸酯、三甲基苄基铵(甲基)丙烯酸酯等。
作为上述具有磺酸基的丙烯酸单体,可以使用1种或2种以上,例如可举出(甲基)丙烯酸磺丙酯钠、(甲基)丙烯酸2-磺乙酯钠、2-丙烯酰胺-2-甲基丙磺酸钠等。
作为上述除了2-羟基乙基(甲基)丙烯酰胺以外的(甲基)丙烯酰胺单体,可举出(甲基)丙烯酰胺;(甲基)丙烯腈;(甲基)丙烯酰胺、N-羟甲基(甲基)丙烯酰胺、N-甲氧基甲基(甲基)丙烯酰胺、N-丁氧基甲基(甲基)丙烯酰胺、N-异丙基(甲基)丙烯酰胺、二甲基氨基丙基(甲基)丙烯酰胺等N-一取代(甲基)丙烯酰胺单体;N-(甲基)丙烯酰基吗啉、N-(甲基)丙烯酰基吡咯烷酮、N-(甲基)丙烯酰基哌啶、N-(甲基)丙烯酰基吡咯烷、N-(甲基)丙烯酰基-4-哌啶酮、N,N-二甲基(甲基)丙烯酰胺、N,N-二乙基(甲基)丙烯酰胺、N,N-亚甲基双(甲基)丙烯酰胺、N,N-二甲基氨基丙基(甲基)丙烯酰胺等N,N-二取代(甲基)丙烯酰胺单体等。
上述2-羟基乙基(甲基)丙烯酰胺以外的(甲基)丙烯酰胺单体的含有率相对于2-羟基乙基(甲基)丙烯酰胺100质量份优选为50质量份以下,更优选为30质量份以下,进一步优选为10质量份以下,更进一步优选为1质量份以下,下限为0质量份。
作为上述其他乙烯基化合物,可以使用1种或2种以上,例如可举出苯乙烯、α-甲基苯乙烯、氯苯乙烯、氯甲基苯乙烯、甲基乙烯基醚、乙基乙烯基醚、异丁基乙烯基醚等。
上述其他单体(a3)的含有率在上述单体成分中优选为20质量%以下,更优选为10质量%以下,进一步优选为3质量%以下,下限为0质量%。
通过将上述单体成分聚合,可以得到上述丙烯酸系聚合物(A)。作为聚合法,可举出自由基聚合法、阴离子聚合法、阳离子聚合法等,优选自由基聚合法。聚合时,可以使用1种或2种以上的聚合引发剂。作为上述聚合引发剂,具体而言,可举出2,2’-偶氮双[2-(2-咪唑啉-2-基)丙烷]二盐酸盐、2,2’-偶氮双[2-(2-咪唑啉-2-基)丙烷]二硫酸盐、2,2’-偶氮双[2-(2-咪唑啉-2-基)丙烷]、2,2’-偶氮二异丁腈、2,2’-偶氮双(2-脒基丙烷)二盐酸盐、2,2’-偶氮双(2-甲基丙脒)二盐酸盐、2,2’-偶氮双[N-(2-羧基乙基)-2-甲基丙脒]水合物、2,2’-偶氮双{2-[1-(2-羟基乙基)-2-咪唑啉-2-基]丙烷}二盐酸盐、2,2’-偶氮双(1-亚氨基-1-吡咯烷基-2-甲基丙烷)二盐酸盐、2,2’-偶氮双{2-甲基-N-[1,1-双(羟基甲基)-2-羟基乙基]丙酰胺}、2,2’-偶氮双[2-甲基-N-(2-羟基乙基)丙酰胺]、2,2’-偶氮双[2-(5-甲基-2-咪唑啉-2-基)丙烷]二盐酸盐、2,2’-偶氮双(N,N’-二亚甲基异丁基脒)(日文:2,2’-アゾビス(N,N’-ジメチレンイソブチルアミジン)等偶氮引发剂;过氧化氢、过硫酸钾、过硫酸钠、过硫酸铵、过氧化苯甲酰、过氧化-2-乙基己酸叔丁酯、过氧化氢异丙苯等过氧化物引发剂;过硫酸盐引发剂;羰基引发剂;氧化还原引发剂等等,优选偶氮引发剂。
上述聚合可以在水、亲水性有机溶剂或水与亲水性有机溶剂的混合物中进行,作为上述亲水性溶剂,可举出甲醇、乙醇、正丙醇、异丙醇等醇溶剂;丙酮、甲乙酮等酮溶剂;乙二醇、二乙二醇、丙二醇等亚烷基二醇溶剂;聚亚烷基二醇的烷基醚溶剂;N-甲基-2-吡咯烷酮等内酰胺溶剂等。
上述丙烯酸系聚合物(A)的重均分子量为100,000以上,优选为150,000以上,进一步优选为220,000以上,更进一步优选为250,000以上,再进一步优选为260,000以上,例如可以为1,000,000以下、700,000以下、500,000以下。
上述丙烯酸系聚合物(A)的重均分子量可以通过凝胶渗透色谱法并以聚苯乙烯为标准试样的换算值的形式进行测定。
上述氨基甲酸酯树脂(B)为分子内具有氨基甲酸酯键的聚合物,优选为多元醇(b1)、多异氰酸酯(b2)与根据需要使用的扩链剂(b3)和/或封端剂(b4)的反应产物。在使用扩链剂(b3)和/或封端剂(b4)的情况下,优选使多元醇(b1)与多异氰酸酯(b2)反应,制成在末端具有异氰酸酯基的氨基甲酸酯预聚物,与扩链剂(b3)和/或封端剂(b4)反应。
作为上述多元醇(b1),可举出聚醚多元醇、聚酯多元醇、聚碳酸酯多元醇、聚烯烃多元醇的聚合物多元醇(b1-1);具有亲水性基团的多元醇(b1-2);低分子量多元醇(b1-3)等。
上述聚合物多元醇(b1-1)的数均分子量优选为500以上,更优选为800以上,优选为5,000以下,更优选为4,000以下,进一步优选为3,000以下。
作为上述聚醚多元醇,例如可举出根据需要使用乙二醇、二乙二醇等具有2个以上活性氢原子的化合物中的1种或2种以上作为引发剂,使环氧烷进行加成聚合而得到的聚醚多元醇等。
作为上述引发剂,例如可举出乙二醇、二乙二醇、三乙二醇、三亚甲二醇、1,2-丙二醇、1,3-丙二醇、1,3-丁二醇、1,4-丁二醇、1,6-己二醇、新戊二醇、甘油、三羟甲基乙烷、三羟甲基丙烷、山梨糖醇、蔗糖、乌头糖、偏苯三酸、连苯三酸、磷酸、乙二胺、二亚乙基三胺、三异丙醇胺、邻苯三酚、二羟基苯甲酸、羟基邻苯二甲酸、1,2,3-丙烷三硫醇等。
作为上述环氧烷,例如可举出环氧乙烷、环氧丙烷、环氧丁烷、氧化苯乙烯、表氯醇、四氢呋喃等。
作为上述聚醚多元醇,优选通过四氢呋喃的开环聚合而得到的聚氧四亚甲基二醇。
上述聚醚多元醇的数均分子量优选为500以上且3,000以下。
作为上述聚酯多元醇,例如可举出使低分子量的多元醇与多元羧酸反应而得到的聚酯多元醇;使ε-己内酯等环状酯化合物进行开环聚合反应而得到的聚酯多元醇;将它们共聚而得到的聚酯多元醇等。
作为上述聚酯多元醇的制造中使用的低分子量的多元醇,可以使用1种或2种以上,例如可举出乙二醇、二乙二醇、三乙二醇、四乙二醇、1,2-丙二醇、1,3-丙二醇、二丙二醇、三丙二醇、1,2-丁二醇、1,3-丁二醇、1,4-丁二醇、2,3-丁二醇、1,5-戊二醇、新戊二醇、1,5-己二醇、1,6-己二醇、2,5-己二醇、1,7-庚二醇、1,8-辛二醇、1,9-壬二醇、1,10-癸二醇、1,11-十一烷二醇、1,12-十二烷二醇、2-甲基-1,3-丙二醇、新戊二醇、2-丁基-2-乙基-1,3-丙二醇、3-甲基-1,5-戊二醇、2-乙基-1,3-已二醇、2-甲基-1,8-辛二醇、甘油、三羟甲基丙烷、双三羟甲基丙烷、三羟甲基丙烷、季戊四醇等分子量为50以上且300以下的脂肪族多元醇;环己烷二甲醇、氢化双酚A等具有脂环式结构的多元醇;双酚A和双酚F等具有芳香族结构的多元醇等。
作为上述多元羧酸,可以使用1种或2种以上,例如可举出琥珀酸、己二酸、癸二酸、十二烷二羧酸等脂肪族多元羧酸;1,4-环己烷二羧酸、环己烷三羧酸等脂环式多元羧酸;对苯二甲酸、间苯二甲酸、邻苯二甲酸、萘二甲酸等芳香族多元羧酸;它们的酸酐或酯化物等。
作为上述聚碳酸酯多元醇,例如可举出碳酸酯与多元醇的酯化反应产物、多元醇与光气的反应产物等。
作为上述碳酸酯,可以使用1种或2种以上,例如可举出脂肪族碳酸酯、脂环式碳酸酯(以下,有时将包含脂环结构称为“脂环式”。)、芳香族碳酸酯(以下,有时将包含芳香族结构统称为“芳香族”。)。作为脂肪族碳酸酯,可举出碳酸二甲酯、碳酸二乙酯、碳酸甲乙酯、碳酸二正丁酯、碳酸二异丁酯、碳酸乙基正丁酯、碳酸乙基异丁酯等饱和脂肪族碳酸酯;碳酸亚乙酯、碳酸三亚甲酯、碳酸四亚甲酯、碳酸1,2-亚丙酯、碳酸1,2-亚丁酯、碳酸1,3-亚丁酯、碳酸2,3-亚丁酯、碳酸1,2-亚戊酯、碳酸1,3-亚戊酯、碳酸1,4-亚戊酯、碳酸1,5-亚戊酯、碳酸2,3-亚戊酯和碳酸2,4-亚戊酯等不饱和脂肪族碳酸酯等。作为芳香族碳酸酯,可举出碳酸二苯酯、碳酸二苄酯等。
作为上述多元醇,可以使用1种或2种以上,例如可举出乙二醇、丙二醇、丁二醇、戊二醇、3-甲基-1,5-戊二醇、己二醇、二乙二醇、二丙二醇、三乙二醇、三丙二醇、聚乙二醇、聚丙二醇等直链状或支链状的二醇;1,4-环己烷二甲醇、氢化双酚A等脂环式二醇;三羟甲基甲烷、三羟甲基丙烷、双三羟甲基丙烷、季戊四醇、二季戊四醇等3官能以上的多元醇等。
作为上述聚烯烃多元醇,例如可举出聚乙烯多元醇、聚丙烯多元醇、聚异丁烯多元醇、氢化(日文:水添)聚丁二烯多元醇、氢化(日文:水添)聚异戊二烯多元醇等。
作为上述聚合物多元醇(b1-1),优选聚醚多元醇、聚酯多元醇、聚碳酸酯多元醇。
上述聚合物多元醇(b1-1)的含有率在上述多元醇(b1)中优选为80质量%以上,更优选为90质量%以上,进一步优选为93质量%以上,上限为100质量%。
作为上述具有亲水性基团的多元醇(b1-2),可举出具有阴离子性基团的多元醇、具有阳离子性基团的多元醇、具有非离子性基团的多元醇等,优选具有阴离子性基团或阳离子性基团的多元醇,更优选具有阴离子性基团的多元醇。
作为上述具有阴离子性基团的多元醇,例如可举出具有羧基的多元醇、具有磺酸基的多元醇等。
作为上述具有羧基的多元醇,例如可举出2,2-二羟甲基丙酸、2,2-二羟甲基丁酸、2,2-二羟甲基丁酸、2,2-二羟甲基戊酸等。其中,优选2,2-二羟甲基丙酸。另外,也可以使用使上述具有羧基的多元醇与各种多元羧酸反应而得到的具有羧基的聚酯多元醇。
作为上述具有磺酸基的多元醇,例如可举出使5-磺基间苯二甲酸、磺基对苯二甲酸、4-磺基邻苯二甲酸、5[4-磺基苯氧基]间苯二甲酸等二羧酸或它们的盐、与作为上述具有芳香族结构的聚酯多元醇的制造中可使用的物质而例示的低分子量多元醇反应而得到的聚酯多元醇。
上述阴离子性基团优选它们的一部分或全部被碱性基团等中和。作为上述碱性化合物,例如可举出氨、三乙胺、吗啉、单乙醇胺、二乙基乙醇胺等沸点为200℃以上的有机胺、包含氢氧化钠、氢氧化钾、氢氧化锂等的金属氢氧化物等。从提高氨基甲酸酯树脂组合物的水分散稳定性的观点考虑,上述碱性化合物优选以上述碱性化合物所具有的碱性基团/阴离子性基团=0.5~3.0(摩尔比)的范围使用,更优选以0.8~2.0(摩尔比)的范围使用。
作为上述具有阳离子性基团的多元醇,例如可举出具有叔氨基的多元醇等。具体而言,可举出N-甲基-二乙醇胺、使1分子中具有2个环氧基的化合物与仲胺反应而得到的多元醇等。
上述阳离子性基团优选其一部分或全部被甲酸、乙酸、丙酸、琥珀酸、戊二酸、酒石酸、己二酸等酸性化合物中和。
另外,作为上述阳离子性基团的叔氨基优选其一部分或全部被季铵化。作为上述季铵化剂,例如可举出硫酸二甲酯、硫酸二乙酯、氯甲烷、氯乙烷等。其中,优选使用硫酸二甲酯。
另外,作为上述具有非离子性基团的多元醇,例如可举出具有聚氧乙烯结构的多元醇等。
上述具有亲水性基团的多元醇(b1-2)的含有率在上述多元醇(b1)中优选为0.3质量%以上且10质量%以下。
上述低分子量多元醇(b1-3)是分子量小于500(优选为450以下,更优选为400以下,下限为50左右)的多元醇,例如可举出乙二醇、二乙二醇、1,2-丙二醇、二丙二醇、新戊二醇、2-丁基-2-乙基-1,3-丙二醇、1,4-丁二醇、1,5-戊二醇、3-甲基-1,5-戊二醇、1,4-环己二醇、1,6-己二醇、环己烷二甲醇等脂肪族多元醇;环丁二醇、环戊二醇、1,4-环己二醇、环庚二醇、环辛二醇、丁基环己二醇、环己烷二甲醇、羟基丙基环己醇、二环己二醇、氢化双酚A、1,3-金刚烷二醇、1,1’-双亚环己基二醇、环己三醇等脂环式多元醇;双酚A、双酚F、双酚AD和它们的环氧乙烷、环氧丙烷加成物等芳香族多元醇等。
在包含上述低分子量多元醇(b1-3)的情况下,其含有率在上述多元醇(b1)中优选为0.1质量%以上且15质量%以下。
作为上述多异氰酸酯(b2),可以使用1种或2种以上,例如可举出脂肪族多异氰酸酯、脂环式多异氰酸酯、芳香族多异氰酸酯等。
作为上述脂肪族多异氰酸酯,例如可举出六亚甲基二异氰酸酯、赖氨酸二异氰酸酯甲基酯、苯二亚甲基二异氰酸酯、四甲基苯二亚甲基二异氰酸酯等。这些脂肪族多异氰酸酯可以单独使用,也可以组合使用2种以上。
作为上述脂环式多异氰酸酯,例如可举出异佛尔酮二异氰酸酯、双(异氰酸根合甲基)环己烷、二环已基甲烷二异氰酸酯、环已烷二异氰酸酯、甲基环已烷二异氰酸酯、二环己基二甲基甲烷二异氰酸酯、2,2’-二甲基二环己基甲烷二异氰酸酯、双(4-异氰酸根合正亚丁基)季戊四醇、二聚酸二异氰酸酯、2-异氰酸根合甲基-3-(3-异氰酸根合丙基)-5-异氰酸根合甲基-双环〔2,2,1〕-庚烷、2-异氰酸根合甲基-3-(3-异氰酸根合丙基)-6-异氰酸根合甲基-双环〔2,2,1〕-庚烷、2-异氰酸根合甲基-2-(3-异氰酸根合丙基)-5-异氰酸根合甲基-双环〔2,2,1〕-庚烷、2-异氰酸根合甲基-2-(3-异氰酸根合丙基)-6-异氰酸根合甲基-双环〔2,2,1〕-庚烷、2-异氰酸根合甲基-3-(3-异氰酸根合丙基)-6-(2-异氰酸根合乙基)-双环〔2,2,1〕-庚烷、2-异氰酸根合甲基-3-(3-异氰酸根合丙基)-6-(2-异氰酸根合乙基)-双环〔2,1,1〕-庚烷、2-异氰酸根合甲基-2-(3-异氰酸根合丙基)-5-(2-异氰酸根合乙基)-双环〔2,2,1〕-庚烷、2-异氰酸根合甲基-2-(3-异氰酸根合丙基)-6-(2-异氰酸根合乙基)-双环〔2,2,1〕-庚烷、降冰片烯二异氰酸酯等,优选为饱和脂环式多异氰酸酯,优选为单环式(不具有稠环)的脂环式多异氰酸酯。这些脂环式多异氰酸酯可以单独使用,也可以组合使用2种以上。
作为上述芳香族多异氰酸酯,例如可举出苯二异氰酸酯、甲苯二异氰酸酯、二苯基甲烷二异氰酸酯、萘二异氰酸酯等。这些芳香族多异氰酸酯可以单独使用,也可以组合使用2种以上。
其中,从所得到的涂膜的亲水性能的观点出发,优选包含脂环式多异氰酸酯、芳香族多异氰酸酯,更优选包含脂环式多异氰酸酯。
上述多异氰酸酯(b2)中包含的异氰酸酯基与上述多元醇(b1)中包含的羟基的摩尔比(NCO/OH)优选为1.05以上,优选为3以下,更优选为2以下。
上述扩链剂(b3)是分子中具有2个以上具有活性氢原子的基团(优选为取代或未取代的氨基)的化合物,可以使用1种或2种以上,例如可举出乙二胺、1,3-丙二胺、1,3-丁二胺、1,4-丁二胺、1,6-六亚甲基二胺、1,4-环己二胺、3-氨基甲基-3,5,5-三甲基环己胺(异佛尔酮二胺)、4,4’-二环己基甲烷二胺、2,5-双(氨基甲基)双环[2.2.1]庚烷、2,6-双(氨基甲基)双环[2.2.1]庚烷、1,3-双(氨基甲基)环己烷、肼、邻甲苯二胺、间甲苯二胺、对甲苯二胺等;二亚乙基三胺等三胺化合物、三亚乙基四胺、四亚乙基五胺等具有4个以上氨基的多胺化合物等。
相对于上述氨基甲酸酯预聚物100质量份,上述扩链剂优选为0.01质量份以上,更优选为0.1质量份以上,优选为20质量份以下,更优选为10质量份以下,进一步优选为5质量份以下。
作为上述封端剂(b4),可举出分子中具有1个具有活性氢原子的基团(优选为取代或未取代的氨基或羟基)的化合物、或分子中具有羟基和具有活性氢原子的基团(优选为取代或未取代的氨基或羟基)的化合物等。
作为上述分子中具有1个具有活性氢原子的基团(优选为取代或未取代的氨基或羟基)的化合物,可举出甲醇、乙醇、丙醇、丁醇、戊醇、己醇、庚醇、辛醇、壬醇、十一醇等一元醇化合物;氨、二丁胺、氨基硅烷等单胺化合物等。
作为上述分子中具有羟基和具有活性氢原子的基团(优选为取代或未取代的氨基或羟基)的化合物,可举出丙二醇、丁二醇、戊二醇、己二醇等二醇化合物;乙醇胺、二乙醇胺等氨基醇化合物等。
上述封端剂(b4)相对于上述氨基甲酸酯预聚物100质量份优选为0.01质量份以上,更优选为0.1质量份以上,优选为20质量份以下,更优选为10质量份以下。
通过使上述多元醇(b1)、上述多异氰酸酯(b2)以及根据需要使用的扩链剂(b3)和/或封端剂(b4)反应,能够制造上述氨基甲酸酯树脂(B)。反应温度优选为50~150℃。另外,在上述反应时,可以使有机锡化合物等氨基甲酸酯化催化剂共存。
在使用具有阴离子性基团的多元醇作为上述具有亲水性基团的多元醇的情况下,上述氨基甲酸酯树脂的酸值优选为5mgKOH/g以上,更优选为10mgKOH/g以上,优选为70mgKOH/g以下,更优选为50mgKOH/g以下。
上述丙烯酸系聚合物(A)与上述氨基甲酸酯树脂(B)的质量比((A)/(B))优选为5/95以上,更优选为10/90以上,优选为50/50以下,更优选为40/60以下。
上述氨基甲酸酯树脂(B)可以预先分散于水性介质(C)的一部分或全部后,与上述丙烯酸系聚合物(A)、后述的水性介质(C)混合。
作为上述水性介质(C),可举出水、可与水混溶的有机溶剂、以及它们的混合物。作为可与水混溶的有机溶剂,例如可举出甲醇、乙醇、正丙醇、异丙醇、1,2-丙二醇、1,3-丁二醇等醇溶剂;丙酮、甲乙酮等酮溶剂;乙二醇正丁醚、二乙二醇正丁醚、二乙二醇单乙醚乙酸酯、二乙二醇二甲醚、丙二醇甲醚、二丙二醇甲醚、二丙二醇二甲醚、二丙二醇正丁醚、三丙二醇甲醚等二元醇醚溶剂;N-甲基-2-吡咯烷酮、N-乙基-2-吡咯烷酮等内酰胺溶剂;N,N-二甲基甲酰胺等酰胺溶剂等。这些与水混溶的有机溶剂可以单独使用,也可以并用2种以上。
另外,作为上述水性介质(C),如果考虑到安全性、降低对环境的负荷,则优选仅为水、或水和与水混溶的有机溶剂的混合物,更优选仅为水。
上述水性介质(C)的含有率在上述水性树脂组合物总量中优选为30~80质量%,更优选为50~70质量%。
上述水性树脂组合物除了上述丙烯酸系聚合物(A)、上述水性介质(C)以外,还可以根据需要包含交联剂、增塑剂、抗静电剂、蜡、表面活性剂、光稳定剂、流动调节剂、染料、流平剂、流变控制剂、紫外线吸收剂、抗氧化剂、光催化剂性化合物、无机颜料、有机颜料、体质颜料等其他添加剂等。
作为上述交联剂,例如可举出氨基树脂、氮丙啶化合物、三聚氰胺化合物、环氧化合物、噁唑啉化合物、碳二亚胺化合物、异氰酸酯化合物等。
另外,通过使用上述表面活性剂,能够更进一步提高本发明的氨基甲酸酯树脂组合物的配合稳定性。在使用表面活性剂的情况下,从能够维持所得到的涂膜的基材密合性的方面出发,相对于上述氨基甲酸酯树脂(A)100质量份,优选以20质量份以下的范围使用,优选尽可能不使用。
上述其他添加剂的含有率在上述水性树脂组合物的不挥发成分中例如为30质量%以下,例如为20质量%以下,下限为0质量%,可以为0.1质量%以上。
包含上述水性树脂组合物的涂布剂也包含在本发明的技术范围内。作为上述涂布剂的基材,例如可举出金属、各种塑料、其膜、玻璃、纸、木材等。
作为上述金属基材,例如可举出汽车、家电、建材等用途中使用的镀锌钢板、铝-镀锌钢板、铝板、铝合金板、电磁钢板、铜板、不锈钢板等。
作为上述塑料基材,通常,作为移动电话、家电制品、汽车内外装材料、OA设备等塑料成型品中采用的原材料,可举出丙烯腈-丁二烯-苯乙烯树脂(ABS树脂)、聚碳酸酯树脂(PC树脂)、ABS/PC树脂、聚苯乙烯树脂(PS树脂)、聚甲基丙烯酸甲酯树脂(PMMA树脂)、丙烯酸系树脂、聚丙烯树脂、聚乙烯树脂等,作为塑料膜基材,可以使用聚对苯二甲酸乙二醇酯膜、聚酯膜、聚乙烯膜、聚丙烯膜、TAC(三乙酰纤维素)膜、聚碳酸酯膜、聚氯乙烯膜等。
上述涂布剂,例如可以适合用于铝翅片;外壁、屋顶等建筑部件;护栏、隔音壁、排水槽等土木构件;家电制品;产业机械;汽车外饰材料;护目镜;防雾膜片、防雾玻璃等防雾材料;镜子;医疗器具等各种物品的表面涂装等。具有这些上述涂布剂的涂膜的物品也包含在本发明的技术范围内。
通过将上述水性树脂组合物涂覆于基材并使其干燥、固化,可以形成涂膜。作为上述涂覆方法,例如可举出喷雾法、帘式涂布法、流涂法、辊涂法、刷涂法、浸渍法等。上述干燥可以在常温下自然干燥,也可以进行加热干燥。加热干燥通常优选在40~250℃下进行1~600秒左右的时间。
上述水性树脂组合物即使其交联涂膜的厚度为例如10μm以下(进而为5μm以下、2.5μm以下),也能够发挥初始亲水性、耐腐蚀性和亲水持续性。交联涂膜的厚度的下限例如为0.1μm。
实施例
以下,列举实施例更具体地说明本发明。在本实施例中,丙烯酸系聚合物的重均分子量通过以下的方法测定。
[丙烯酸系聚合物的重均分子量的测定法]
上述丙烯酸系聚合物(A)的重均分子量在以下的条件下测定。
HPLC:Shimadzu/L20系统
柱:Shodex OHpak SB-806MHQ
(8.0mmI.D.×300mmL.×2根)
保护柱:Shodex OHpak SB-G
(4.6mmI.D.×10mmL.)
柱温:40℃
洗脱液:0.2mol/L的硝酸钠水溶液
流量:0.70mL/min
检测器:RI,UV254nm
注入量:50μL
使用方法:0.2M_NaNO3.lcm
(标准试样)
昭和电工株式会社制“Shodex Pullulan P-800”
昭和电工株式会社制“Shodex Pullulan P-400”
昭和电工株式会社制“Shodex Pullulan P-200”
昭和电工株式会社制“Shodex Pullulan P-100”
昭和电工株式会社制“Shodex Pullulan P-50”
昭和电工株式会社制“Shodex Pullulan P-20”
昭和电工株式会社制“Shodex Pullulan P-10”
昭和电工株式会社制“Shodex Pullulan P-5”
(合成例(A-1))
在氮气氛下向具备温度计、搅拌装置、回流冷凝管和滴加装置的4口烧瓶中投入作为聚合溶剂的离子交换水和异丙醇,使其合计为350质量份,投入2-羟基乙基丙烯酰胺(以下称为“HEAA”)50质量份、甲氧基聚乙二醇丙烯酸酯(新中村化学工业株式会社制“AM-90G”,氧亚乙基的平均加成摩尔数为9摩尔)48质量份、丙烯酸(以下称为“AA”)1质量份。接下来,滴加偶氮系聚合引发剂(和光纯药工业株式会社制“VA-044”)0.05质量份,保持在50℃进行自由基聚合,得到丙烯酸系聚合物(A-1)的组合物。所得到的丙烯酸系聚合物(A-1)的组合物的重均分子量为340,000,不挥发成分为20质量%。
(比较合成例(1))
在合成例(A-1)中,使用50质量份的2,2-二甲基丙烯酰胺(以下,称为“DMAA”)来代替使用50质量份的HEAA,除此以外,与合成例1同样地操作,得到比较丙烯酸系聚合物(1)的组合物。
(合成例(B-1))
在具备温度计、氮气导入管、搅拌器的经氮置换的容器中投入使乙二醇、新戊二醇、对苯二甲酸、间苯二甲酸和己二酸反应而得到的数均分子量1,200的聚酯多元醇69.8质量份、2,2-二羟甲基丙酸(DMPA)2.7质量份、二环己基甲烷二异氰酸酯(H12MDI)25质量份和甲乙酮65质量份,在70℃下使其反应,由此得到在分子末端具有异氰酸酯基的氨基甲酸酯预聚物的有机溶剂溶液。
接着冷却至40℃,加入三乙胺2质量份而将上述氨基甲酸酯预聚物所具有的羧基的一部分或全部中和,进而加入水335质量份并充分搅拌,接着加入乙二胺(EDA)0.5质量份,得到氨基甲酸酯树脂的水分散体,进行熟化·脱溶剂,由此得到不挥发成分为30质量%的氨基甲酸酯树脂(B-1)的组合物。
(实施例1、比较例1)
在具备温度计、搅拌装置、回流冷凝管和滴加装置的4口烧瓶中,以丙烯酸系聚合物(A)与氨基甲酸酯树脂(B)的不挥发成分的质量比((A)/(B))为15/85、作为水性介质(C)的离子交换水相对于丙烯酸系聚合物(A)与氨基甲酸酯树脂(B)的不挥发成分的合计10质量份为30质量份的方式加入以下的表所示的丙烯酸系聚合物(A)和氨基甲酸酯树脂(B)的溶液,得到水分散体。对该水分散体进行减压蒸馏,由此得到不挥发成分为25质量%的水性树脂组合物(1)、比较组合物(1)。
[试验片的制作]
将实施例1、比较例1中得到的水性树脂组合物(1)、比较组合物(1)的组合物以1μm厚涂布于铝板,在表1所示的条件下使其干燥,制作试验片。
[初始亲水性的评价]
在试验片表面滴加纯水8μL,测定8秒后的接触角。
[亲水保持性的评价(循环试验)]
反复进行20次试验片的湿润-干燥循环后,在试验片表面滴加纯水8μL,测定8秒后的接触角。湿润条件设为在25℃的水中浸渍2分钟,干燥条件设为在40℃下保持6分钟。
[亲水保持性的评价(加工油试验)]
将试验片浸渍于加工油后,将试验片立起10分钟而进行除油。接下来,在150℃下干燥5分钟,测定所得到的试验片的涂覆面的接触角。
将评价结果示于表1。在水接触角小于40°的情况下,视为亲水性良好。
[表1]
实施例1是本发明的实施例,亲水持续性良好。比较例1是使用2,2-二甲基丙烯酰胺代替2-羟基乙基(甲基)丙烯酰胺的例子,加工油试验后的亲水持续性不良。
Claims (6)
1.一种水性树脂组合物,其包含丙烯酸系聚合物(A)、氨基甲酸酯树脂(B)和水性介质(C),所述丙烯酸系聚合物(A)由至少包含2-羟基乙基丙烯酰胺、不饱和羧酸或其酸酐、以及具有聚氧化烯单元和聚合性不饱和基团的单体的单体成分形成,且重均分子量为100,000以上。
2.根据权利要求1所述的水性树脂组合物,其中,所述不饱和羧酸或其酸酐为甲基丙烯酸。
3.根据权利要求1或2所述的水性树脂组合物,其中,所述具有聚氧化烯单元和聚合性不饱和基团的单体的数均分子量为200以上且1,500以下。
4.根据权利要求1~3中任一项所述的水性树脂组合物,其中,所述氨基甲酸酯树脂(B)为多元醇(b1)与多异氰酸酯(b2)的反应产物,所述多异氰酸酯(b2)包含脂环式多异氰酸酯。
5.一种涂布剂,其包含权利要求1~4中任一项所述的水性树脂组合物。
6.一种物品,其具有权利要求5所述的涂布剂的涂膜。
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