TW202039597A - 塗布性優異之組成物 - Google Patents
塗布性優異之組成物 Download PDFInfo
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- TW202039597A TW202039597A TW108147312A TW108147312A TW202039597A TW 202039597 A TW202039597 A TW 202039597A TW 108147312 A TW108147312 A TW 108147312A TW 108147312 A TW108147312 A TW 108147312A TW 202039597 A TW202039597 A TW 202039597A
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Abstract
Description
本發明係有關適合塗料等之組成物及硬化其而成的硬化物。
相較於熱硬化性樹脂及2液硬化型塗料,活性能量射線硬化性樹脂組成物可在低溫且短時間內硬化,因此以塗料用途為中心進行研究。
作為活性能量射線硬化性樹脂組成物中使用之多官能性化合物,可列舉胺基甲酸酯(甲基)丙烯酸酯、環氧(甲基)丙烯酸酯。藉由使用該等多官能性化合物,可得到耐刮擦性、密合性、耐溶劑性、耐化學性、彎曲性、耐彎曲性、耐藥性優異之硬化膜。然而,由於多官能性化合物中所含的胺基甲酸酯鍵、羥基等引起的分子間相互作用,使歷來之活性能量射線硬化性樹脂組成物之黏度變高,因此在塗布時需要用溶劑進行稀釋。因此,歷來之活性能量射線硬化性樹脂組成物之塗布的作業性、塗布膜的生產性差。而且,為了調整至適於塗布的黏度而將活性能量射線硬化性樹脂組成物以有機溶劑稀釋使用時,在於空氣下塗布、硬化時,存有對環境、人體的不良影響之疑慮(專利文獻1~4)。
為了解決上述問題,已有報告一種經減低有機溶劑的使用量之活性能量射線硬化性樹脂組成物(專利文獻5~7)。然而,經減低有機溶劑的使用量之該等活性能量射線硬化性樹脂組成物,雖有改善塗布的作業性,但是塗膜的硬化速度、光學特性、硬度、密合性等硬化後之塗膜性能仍無法令人滿意,而存在研究的餘地。
[先前技術文獻]
[專利文獻]
專利文獻1:日本特開2004-35599號公報
專利文獻2:日本特開2007-313872號公報
專利文獻3:日本特表2018-501348號公報
專利文獻4:日本特開平8-165269號公報
專利文獻5:日本特開2001-200025號公報
專利文獻6:日本特開2004-67775號公報
專利文獻7:日本特開2014-141654號公報
[發明欲解決之課題]
因此,本發明之目的係提供一種具有適於塗布之黏度及充分的硬化速度之組成物、以及硬化其而成之塗膜性能優異的硬化物。
本發明人等為了達成上述目的而專心致志進行研究之結果,發現出:當以特定的比例將於分子內具有不飽和雙鍵之特定的多官能性化合物、與此外之多官能性化合物併用時,可得到具有適於塗布之黏度及充分的硬化速度之組成物;將該組成物硬化而成之硬化物係光學特性、密合性及硬度優異、塗膜性能優異;根據該等知識見解,進一步反覆研究遂而完成本發明。
[用以解決課題之手段]
亦即,本發明提供下述[1]~[9]。
[1]一種組成物,其包含以下述通式(I)表示的化合物(化合物(A))、及化合物(A)以外之分子中具有2個以上聚合性官能基的化合物(多官能性化合物(B))),該化合物(A)與多官能性化合物(B))的質量比((A)/(B))為30/70~50/50,
[通式(I)中,R1
及R2
係各自獨立,表示選自包含氫原子、碳數1~6之烷基、碳數2~6之烯基、芳基及芳烷基的群組之任一者;R3
表示選自包含碳數1~6之烷基、碳數2~6之烯基、芳基及芳烷基的群組之任一者;R4
表示選自包含(甲基)丙烯醯基、苯乙烯基及碳數2~6之烯基的群組之任一者;n表示1~5的任意整數]。
[2]如[1]記載之組成物,其中前述化合物(A)之通式(1)中的R1
及R2
為氫原子,R3
為甲基,n為1~4,R4
為(甲基)丙烯醯基或苯乙烯基。
[3]如[1]或[2]記載之組成物,其中前述多官能性化合物(B)中之聚合性官能基為(甲基)丙烯醯基。
[4]如[1]至[3]中任一項記載之組成物,其中前述多官能性化合物(B)為選自胺基甲酸酯(甲基)丙烯酸酯及環氧(甲基)丙烯酸酯之至少1種。
[5]如[1]至[4]中任一項記載之組成物,其中化合物(A)係以下述通式(II)表示,
[式中,R5
表示氫原子或甲基。]
[6]如[1]至[5]中任一項記載之組成物,其進一步包含聚合起始劑。
[7]如[1]至[6]中任一項記載之組成物,其中前述化合物(A)與多官能性化合物(B)的合計量為前述組成物中80質量%以上。
[8]一種塗料,其包含如[1]至[7]中任一項記載之組成物。
[9]一種硬化物,其係將如[1]至[7]中任一項記載之組成物硬化而成。
[發明之效果]
依據本發明而提供具有適於塗布之黏度及充分之硬化速度的組成物,以及該組成物硬化而成的塗膜性能優異之硬化物。
[用以實施發明的形態]
[組成物]
本發明之組成物包含上述通式(I)所示之化合物(A)、及多官能性化合物(B),化合物(A)與多官能性化合物(B)之質量比((A)/(B))為30/70~50/50。藉此而成為具有適於塗布之黏度及充分的硬化速度之組成物。
・化合物(A)
本發明中使用之化合物(A)係下述通式(I)所示之化合物。
通式(I)中,R1
及R2
各自獨立地表示選自包含氫原子、碳數1~6之烷基、碳數2~6之烯基、芳基及芳烷基的群組中之任一者,R3
表示選自包含碳數1~6之烷基、碳數2~6之烯基、芳基及芳烷基的群組中之任一者,R4
表示選自包含(甲基)丙烯醯基、苯乙烯基及碳數2~6之烯基的群組中之任一者。n表示1~5之任意整數。
就R1
、R2
及R3
所示之碳數1~6之烷基而言,可列舉例如:甲基、乙基、正丙基、異丙基、正丁基、異丁基、二級丁基、三級丁基、正戊基、異戊基、新戊基、正己基、環丙基、環丁基、環戊基、環己基等。
就R1
、R2
及R3
所示之碳數2~6之烯基而言,可列舉例如:乙烯基、烯丙基、丙烯基、異丙烯基、丁烯基、異丁烯基、戊烯基、己烯基(順-3-己烯基等)、環己烯基等。
就R1
、R2
及R3
所示之芳基而言,可列舉例如:苯基、甲苯基、二甲苯基、萘基等。
就R1
、R2
及R3
表示之芳烷基而言,可列舉例如:苄基、2-苯基乙基、2-萘基乙基、二苯基甲基等。
R1
及R2
較佳為各自選自包含氫原子、碳數1~6之烷基及碳數2~6之烯基的群組中之任一者,更佳為氫原子或碳數1~6之烷基,進一步較佳為氫原子或碳數1~4之烷基,特佳為氫原子或甲基。其中,較佳為R1
及R2
均為氫原子。
而且,R3
較佳為選自包含碳數1~6之烷基及碳數2~6之烯基的群組中之任一者,更佳為碳數1~6之烷基,進一步較佳為碳數1~4之烷基,特佳為甲基。
R4
表示選自包含(甲基)丙烯醯基、苯乙烯基及碳數2~6之烯基的群組中之任一者。此外,本說明書中,「(甲基)丙烯醯基」表示可為丙烯醯基與甲基丙烯醯基之任一者。又,對於(甲基)丙烯酸、(甲基)丙烯酸酯、及(甲基)丙烯醯基氧基亦為相同地處理。
就R4
所示之碳數2~6之烯基而言,可列舉例如:乙烯基、烯丙基、丙烯基、異丙烯基、丁烯基、異丁烯基、戊烯基、己烯基(順-3-己烯基等)、環己烯基等,較佳為碳數2~5之烯基。
該等之中,從可有效地作為聚合性基之機能並更顯著地發揮本發明之效果,R4
較佳為(甲基)丙烯醯基或苯乙烯基,更佳為(甲基)丙烯醯基。
通式(I)中,n表示1~5之任意整數。該n較佳為1~4之任意整數,更佳為1或2,進一步較佳為1。通式(I)之化合物具有下述特徵:由於具有複數個聚合性官能基,故可經由聚合而硬化,又,由於將分子間相互作用的影響抑制到較低,故黏度難以提高。
就化合物(A)之具體例而言,可列舉例如:下述化合物等。
從原料之取得容易性等觀點來看,化合物(A)較佳為下述通式(II)所示之化合物。
通式(II)中,R5
表示氫原子或甲基。
化合物(A)之製造方法並無特別限制,可將習知方法藉由單獨或適當組合應用而製造。例如:在製造下述(A-1)所示之化合物時,可在鹼等酯交換反應觸媒下,藉由使甲基丙烯酸甲酯與所對應之醇的3-甲基-3-丁烯-1-醇反應而製造。
本發明之組成物中,化合物(A)可僅包含1種,亦可包含2種以上。
・多官能性化合物(B)
本發明之組成物係除了上述化合物(A)以外,進一步包含多官能性化合物(B)。此處,多官能性化合物(B)係化合物(A)以外之聚合性的多官能性化合物,意指於分子中具有2個以上之聚合性官能基之化合物(惟,排除化合物(A))。就該聚合性官能基而言,可列舉例如:(甲基)丙烯醯基、乙烯基等自由基聚合性官能基,或環氧基等陽離子聚合性官能基等,多官能性化合物(B)較佳為於分子中具有1個以上(較佳為2個以上)之自由基聚合性官能基之化合物。
就多官能性化合物(B)之具體例而言,可列舉例如:於分子內具有1個以上(較佳為2個以上)之(甲基)丙烯醯基氧基之多元(甲基)丙烯酸酯、不飽和聚酯樹脂等;該等之中,較佳為於分子內具有1個以上(較佳為2個以上)之(甲基)丙烯醯基氧基之多元(甲基)丙烯酸酯;從所得組成物之硬化速度及硬化後之塗膜性能等之觀點上,特佳為胺基甲酸酯(甲基)丙烯酸酯以及環氧(甲基)丙烯酸酯。本發明之組成物中,多官能性化合物(B)可僅包含1種,亦可包含2種以上。
就胺基甲酸酯(甲基)丙烯酸酯而言,可列舉例如:對由多元醇化合物、與異氰酸酯基相對於醇基超過當量之量的多元異氰酸酯化合物所合成的殘留異氰酸酯基之聚合物加成含羥基之(甲基)丙烯酸酯而得者等。
就多元醇而言,可列舉例如:乙二醇、1,2-丙二醇、1,3-丙二醇、新戊二醇、氫化雙酚A、氫化雙酚F等。
就多元異氰酸酯而言,可列舉例如:三亞甲基二異氰酸酯、四亞甲基二異氰酸酯、五亞甲基二異氰酸酯、六亞甲基二異氰酸酯、1,2-伸丙基二異氰酸酯、1,2-伸丁基二異氰酸酯、2,3-伸丁基二異氰酸酯、1,3-伸丁基二異氰酸酯、2,2,4-或2,4,4-三甲基六亞甲基二異氰酸酯、離胺酸二異氰酸酯、二苯基甲烷二異氰酸酯、異佛酮二異氰酸酯等。該等之中,較佳為硬化性優異之六亞甲基二異氰酸酯。
就胺基甲酸酯(甲基)丙烯酸酯而言,較佳為:使作為多元異氰酸酯之六亞甲基二異氰酸酯、與作為含羥基之(甲基)丙烯酸酯之新戊四醇三(甲基)丙烯酸酯反應而得的胺基甲酸酯(甲基)丙烯酸酯。
就環氧(甲基)丙烯酸酯而言,可列舉例如:使 (甲基)丙烯酸加成至雙酚A型之環氧樹脂末端而得者等、使(甲基)丙烯酸加成至環氧樹脂而得者等。
就不飽和聚酯樹脂而言,可列舉例如:丙二醇-(鄰酞酸酐/順丁烯二酸酐)共聚合聚酯、乙二醇-(鄰酞酸酐/順丁烯二酸酐)共聚合聚酯等、多元醇與(α,β-不飽和多元酸類/多元酸類)之共聚合聚酯;該等共聚合聚酯係可單獨使用,亦可與苯乙烯等自由基聚合性單體合併使用。又,該等共聚合聚酯係可進一步將烯丙基環氧丙基醚等不飽和醇之環氧丙基化合物作為1個共聚成分使用。
本發明之組成物中之化合物(A)與多官能性化合物(B)之質量比((A)/(B))係30/70~50/50,從組成物之黏度、硬化速度及硬化後之塗膜性能等之觀點,較佳為35/65~45/55。當質量比((A)/(B))小於30/70時,組成物之溶液黏度變高而塗布性降低。另一方面,當質量比((A)/(B))大於50/50時,則有組成物之硬化速度降低,硬化後的塗膜性能亦降低之傾向。
本發明之組成物中之化合物(A)與多官能性化合物(B)之合計的含量並無特別限制,但從可更顯著地發揮出本發明之效果等,根據本發明之組成物的質量,較佳為5質量%以上,更佳為10質量%以上,進一步較佳為50質量%以上,特佳為80質量%以上,最佳為90質量%以上。
・聚合起始劑
從更提高硬化性等,本發明之組成物較佳為進一步包含聚合起始劑。該聚合起始劑之種類並無特別限制,可因應所使用之多官能性化合物(B)的種類等而適當地選擇。具體而言,可使用自由基聚合起始劑、陽離子聚合起始劑、陰離子聚合起始劑等;從更顯著地發揮本發明之效果等,較佳為自由基聚合起始劑。就自由基聚合起始劑而言,可列舉例如:經熱產生自由基之熱自由基聚合起始劑、經光產生自由基之光自由基聚合起始劑等。
就具體之聚合起始劑而言,可列舉例如:苯甲醯過氧化物等之二醯基過氧化物系;過氧苯甲酸三級丁酯等之過氧酯系;異丙苯氫過氧化物等之氫過氧化物系;雙異苯丙基過氧化物等之二烷基過氧化物系;甲基乙基酮過氧化物、乙醯丙酮過氧化物等之酮過氧化物系;過氧縮酮(peroxyketal)系;烷基過酸酯(alkylperester)系;過碳酸鹽(percarbonate)系等之有機過氧化物等。
又,就自由基聚合起始劑而言,亦可使用市售品。可列舉例如:Irgacure(註冊商標,以下相同)651、Irgacure 184、Irgacure 2959、Irgacure 127、Irgacure 907、Irgacure 369、Irgacure 379、Irgacure 819、Irgacure 784、Irgacure OXE01、Irgacure OXE02、Irgacure 754(以上,BASF公司製)等。該等可單獨使用1種,亦可併用2種以上。
本發明之組成物中的聚合起始劑的含量並無特別限制,惟從更顯著地發揮出本發明的之效果等,根據本發明之組成物的質量,較佳為0.001質量%以上,更佳為0.01質量%以上,進一步較佳為0.1質量%以上,特佳為1質量%以上,又,較佳為10質量%以下,更佳為5質量%以下。
・其它成分
本發明之組成物可依所需而進一步包含其它樹脂、稀釋劑、有機溶媒、顏料、染料、填充劑、紫外線吸收劑、增稠劑、低收縮劑、抗老劑、塑化劑、骨材、阻燃劑、穩定劑、纖維強化材、抗氧化劑、調平劑、防垂流劑等之上述化合物(A)、多官能性化合物(B)及聚合起始劑以外的其它成分。
就其它樹脂而言,可列舉例如:乙烯酯樹脂、氟樹脂、聚醯胺樹脂(聚醯胺66等)、聚碳酸酯樹脂、聚胺基甲酸酯樹脂、聚(甲基)丙烯醯胺樹脂等。就稀釋劑而言,可列舉例如:苯乙烯、(甲基)丙烯酸酯等,從聚合性之觀點,較佳為(甲基)丙烯酸酯。就顏料而言,可列舉例如:氧化鈦、紅色氧化鐵、苯胺黑、碳黑、青藍、鉻黃等。就填充劑而言,可列舉例如:滑石、雲母、高嶺土、碳酸鈣、黏土等。
[組成物之製造方法]
本發明之組成物的製造方法並無特別限制,可藉由將上述化合物(A)、多官能性化合物(B)及因應需要之聚合起始劑、其它成分混合而製造。
藉由將化合物(A)與多官能性化合物(B)之質量比((A)/(B))進行調整、或在無損及本發明之效果的範圍內添加稀釋劑或有機溶劑,可將本發明之組成物的黏度調整至期望的範圍。從塗布於基材時之塗布性等之觀點,本發明之組成物的黏度(25℃)較佳為120mPa·s以下。另外,該黏度係可藉由實施例中後述方法進行測定。
[硬化方法]
使本發明之組成物硬化之方法並無特別限制,可因應所使用之多官能性化合物(B)、聚合起始劑之種類等而適當地選擇。例如:本發明之組成物在包含光自由基聚合起始劑時,可列舉照射活性能量射線而使其硬化之方法,又,在包含熱自由基聚合起始劑時,可列舉進行加熱而使其硬化之方法。
又,在包含兩者時,可在經照射活性能量射線後進行加熱。亦取決於用途等,但從更顯著地發揮出本發明之效果等來看,較佳為照射活性能量射線而使其硬化之方法。
就在硬化塗布於基材上之組成物時所使用的活性能量射線而言,可利用除了遠紫外線、紫外線、近紫外線及紅外線等之光線,X射線、γ射線等之電磁波之外,還可利用電子束、質子射線及中子射線等,惟從硬化速度、照射裝置之取得容易性、價格等方面,藉由紫外線照射之硬化為有利。此外,在進行電子束照射時,即使不使用光自由基聚合起始劑亦可硬化。
組成物之硬化中,在使用照射紫外線等活性能量射線而使其硬化之方法時,只要照射活性能量射線,直到使塗膜的未硬化部分或硬化後的黏性消除為止即可。未硬化部分及黏性消除為止之活性能量射線的照射量(累積照射量)為1,500mJ/cm2
以下時,硬化速度高,而適於生產。
[組成物之用途]
本發明之組成物的用途並無特別限制,可較佳使用在例如塗料、接著劑、印墨、塗敷劑、紫外線硬化型噴墨印墨等用途。該等之中,由於本發明之組成物具有適於塗布之黏度,即使在空氣環境下等氧氣的存在下亦可充分進行聚合硬化反應,具有充分的硬化速度,進一步在硬化後的塗膜性能(光學特性、密合性、硬度等)亦為優異等,因此特佳為作為塗料使用。
[實施例]
以下藉由實施例具體地說明本發明,但本發明並不受該等實施例之任何限定。
以下呈示在以下之實施例及比較例中使用的各種材料。
・3-甲基-1-甲基丙烯醯基氧基-3-丁烯(A-1):Kuraray股份有限公司製、純度99%
・3-甲基-1-丙烯醯基氧基-3-丁烯(A-2):Kuraray股份有限公司製、純度98%
・1,6-己二醇 二丙烯酸酯(A-3):「Light acrylate 1.6HX-A」(共榮社化學股份有限公司製)
・三丙二醇 二丙烯酸酯(A-4):「APG-200」(新中村化學工業股份有限公司製)
・聚乙二醇(平均聚合度:4) 二丙烯酸酯(A-5):A-200(新中村化學工業股份有限公司製)
・胺基甲酸酯丙烯酸酯(UA):根據國際公開第2014/061539號之比較例6所記載的方法,由六亞甲基二異氰酸酯三聚物「Duranate TPA-100」(旭化成股份有限公司製)與新戊四醇三丙烯酸酯所合成。
・環氧丙烯酸酯(EA):「BTAEM-100」(KSM股份有限公司製)
・聚合起始劑:1-羥基環己烷-1-基苯基酮「Irgacure 184」(BASF公司製)
以下呈示以下之實施例及比較例中所採用之各評定方法。
[黏度]
溶液黏度為100mPa·s以上時,使用RE型黏度計(東機產業股份有限公司製、「RE85U」),小於100mPa·s時,使用TV-20型黏度計(東機產業股份有限公司製、「TVE-20H」),測定25℃中之溶液黏度。
[硬化速度]
使用小型UV輸送機(Oak製作所股份有限公司製、「QRM-2288-Wc」,以金屬鹵化物燈(SMX-3000/E-FS)作為光源而照射紫外線,重複照射次數直到以手指觸摸使未硬化部分及黏性消失為止,將照射所需的累積照射量設為硬化速度。在此,一次的紫外線照射量為500mJ/cm2
。顯示:累積照射量之值越小,硬化速度越大。
[膜厚]
使用「DIGIMATIC Micrometer MDE-25P」(Mitutoyo股份有限公司製)測定膜厚。
[透射率及霧度]
使用霧度計「NDH5000」(日本電色工業公司製),根據JIS K7361-1及JIS K7136測定透射率及霧度。
[密合性]
根據JIS K5600-5-6實施棋盤格試驗(切100格),將剝離後殘留的格子數設為密合性之指標。另外,100時,表示沒有剝離。
[鉛筆硬度]
根據JIS K5600-5-4,使用三菱鉛筆uni,在角度45°、負重750g之條件下進行測定。
[實施例1]
調製了摻合3-甲基-1-甲基丙烯醯基氧基-3-丁烯(A-1)40質量份、胺基甲酸酯丙烯酸酯(UA)60質量份、及聚合起始劑3質量份之光硬化性樹脂組成物。將其使用塗敷器,以乾燥膜厚成為5μm之方式,塗布在聚對酞酸乙二酯(東洋紡股份有限公司製、「Cosmo Shine A4100」)上,製作塗膜。接著,在80℃之條件下進行1分鐘之去溶媒之後,使用小型UV輸送機(Oak製作所股份有限公司製、「QRM-2288-Wc」),利用作為光源的金屬鹵化物燈,照射紫外線直到達到累積照射量。將所得硬化物根據上述各評定方法進行評定。將結果示於表1。
[實施例2]
除了使用3-甲基-1-丙烯醯基氧基-3-丁烯(A-2)取代3-甲基-1-甲基丙烯醯基氧基-3-丁烯(A-1)以外,係與實施例1同樣地操作,調製光硬化性樹脂組成物,並與實施例1同樣地操作而進行各評定。將結果示於表1。
[實施例3]
除了使用環氧丙烯酸酯(EA)取代胺基甲酸酯丙烯酸酯(UA)以外,係與實施例1同樣地操作,調製光硬化性樹脂組成物,並與實施例1同樣地操作而進行各評定。將結果示於表1。
[實施例4]
除了使用3-甲基-1-丙烯醯基氧基-3-丁烯(A-2)取代3-甲基-1-甲基丙烯醯基氧基-3-丁烯(A-1)、且使用環氧丙烯酸酯(EA)取代胺基甲酸酯丙烯酸酯(UA)以外,係與實施例1同樣地操作,調製光硬化性樹脂組成物,並與實施例1同樣地操作而進行各評定。將結果示於表1。
[比較例1]
除了使用1,6-己二醇 二丙烯酸酯(A-3)取代3-甲基-1-甲基丙烯醯基氧基-3-丁烯(A-1)以外,係與實施例1同樣地操作,調製光硬化性樹脂組成物,並與實施例1同樣地操作而進行各評定。將結果示於表1。
[比較例2]
除了使用三丙二醇 二丙烯酸酯(A-4)取代3-甲基-1-甲基丙烯醯基氧基-3-丁烯(A-1)以外,係與實施例1同樣地操作,調製光硬化性樹脂組成物,並與實施例1同樣地操作而進行各評定。將結果示於表1。
[比較例3]
除了使用聚乙二醇 二丙烯酸酯(A-5)取代3-甲基-1-甲基丙烯醯基氧基-3-丁烯(A-1)以外,係與實施例1同樣地操作,調製光硬化性樹脂組成物,並與實施例1同樣地操作而進行各評定。將結果示於表1。
[比較例4]
調製了摻合3-甲基-1-甲基丙烯醯基氧基-3-丁烯(A-1)10質量份、胺基甲酸酯丙烯酸酯(UA)90質量份、以及聚合起始劑3質量份之光硬化性樹脂組成物。使用該光硬化性樹脂組成物,與實施例1同樣地操作而進行各評定。將結果示於表1。
[比較例5]
調製了摻合3-甲基-1-甲基丙烯醯基氧基-3-丁烯(A-1)60質量份、胺基甲酸酯丙烯酸酯(UA)40質量份以及聚合起始劑3質量份之光硬化性樹脂組成物。使用該光硬化性樹脂組成物,與實施例1同樣地操作而進行各評定。將結果示於表1。
實施例1 | 實施例2 | 實施例3 | 實施例4 | 比較例1 | 比較例2 | 比較例3 | 比較例4 | 比較例5 | ||
化合物(A) | A-1 | A-2 | A-1 | A-2 | A-3 | A-4 | A-5 | A-1 | A-1 | |
多官能性化合物(B) | UA | UA | EA | EA | UA | UA | UA | UA | UA | |
質量比(A)/(B) | 40/60 | 40/60 | 40/60 | 40/60 | 40/60 | 40/60 | 40/60 | 10/90 | 60/40 | |
組成物 | 黏度(mPa・s、25℃) | 120 | 100 | 100 | 20 | 480 | 1200 | 140 | 15000 | 15 |
硬化 速度 | 累積照射量(mJ/cm2 ) | 1000 | 500 | 1500 | 1000 | 1000 | 1000 | 1500 | 500 | 2000 |
硬化物 | 透射率(%) | 91.6 | 91.6 | 90.9 | 91.0 | 91.7 | 91.2 | 91.1 | 91.2 | 91.2 |
霧度 | 0.40 | 0.40 | 0.60 | 0.70 | 0.70 | 0.59 | 0.81 | 0.59 | 0.59 | |
密合性 | 100 | 100 | 100 | 100 | 100 | 100 | 100 | 100 | 100 | |
鉛筆硬度 | 3H | 3H | 3H | 3H | 3H | 3H | 3H | 3H | 3H |
[表1]
如表1所示,可知實施例1~4之光硬化性樹脂組成物具有適度的黏度且硬化速度良好,而且所得硬化物之光學特性、密合性及硬度優異,且硬化後之塗膜性能亦為良好。因此,本發明之組成物,尤其在作為塗料使用時等之中,可兼具塗布/硬化之作業性與硬化後之塗膜性能。另一方面,比較例1~4之光硬化性樹脂組成物之塗布的作業性、塗布膜之生產性差。又,比較例5之光硬化性樹脂組成物的硬化速度緩慢而不實用。
無。
無。
無。
Claims (9)
- 如請求項1之組成物,其中前述化合物(A)之通式(1)中的R1 及R2 為氫原子,R3 為甲基,n為1~4,R4 為(甲基)丙烯醯基或苯乙烯基。
- 如請求項1或2之組成物,其中前述多官能性化合物(B)中之聚合性官能基為(甲基)丙烯醯基。
- 如請求項1至3中任一項之組成物,其中前述多官能性化合物(B)為選自胺基甲酸酯(甲基)丙烯酸酯及環氧(甲基)丙烯酸酯之至少1種。
- 如請求項1至5中任一項之組成物,其進一步包含聚合起始劑。
- 如請求項1至6中任一項之組成物,其中前述化合物(A)與多官能性化合物(B)的合計量為前述組成物中80質量%以上。
- 一種塗料,其包含如請求項1至7中任一項之組成物。
- 一種硬化物,其係將如請求項1至7中任一項之組成物硬化而成。
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US4289842A (en) * | 1980-06-27 | 1981-09-15 | Eastman Kodak Company | Negative-working polymers useful as electron beam resists |
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US5756777A (en) * | 1994-10-11 | 1998-05-26 | Daicel Chemical Industries, Ltd. | (Meth)acrylate having an alkenyl group, an epoxy (meth)acrylate, a (meth)acrylic resin having alkenyl groups, a (meth)acrylic resin having epoxy groups, a thermosetting resin composition, a coating composition, a powder coating composition |
JPH08165269A (ja) | 1994-10-11 | 1996-06-25 | Daicel Chem Ind Ltd | 新規なアルケニル基含有(メタ)アクリレート及びその製造方法 |
CA2179561A1 (en) * | 1995-06-27 | 1996-12-28 | Hideki Takayama | Coating composition and method for forming multi-layer coating |
US6309795B1 (en) * | 1996-01-26 | 2001-10-30 | Nippon Zeon Co., Ltd. | Resist composition |
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JP4171154B2 (ja) | 2000-01-14 | 2008-10-22 | 日立化成ポリマー株式会社 | 光硬化性樹脂組成物 |
JP3922697B2 (ja) | 2002-06-28 | 2007-05-30 | ナトコ株式会社 | ウレタン(メタ)アクリレート及びそれを含有する活性エネルギー線硬化性組成物並びにそれらの用途 |
JP4173331B2 (ja) | 2002-08-02 | 2008-10-29 | セーレン株式会社 | インクジェットインク組成物およびインクジェット印写物の製造方法 |
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JP2007313872A (ja) | 2006-05-29 | 2007-12-06 | Shigeki Iida | 積層ハードコートフィルムまたはシート |
JP5685054B2 (ja) | 2010-11-02 | 2015-03-18 | 富士フイルム株式会社 | 半硬化物、硬化物およびそれらの製造方法、光学部品、硬化樹脂組成物 |
CA2851998A1 (en) * | 2011-10-17 | 2013-04-25 | Tokuyama Corporation | (meth)acrylate compound and photochromic curable composition containing the (meth)acrylate compound |
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JP6308774B2 (ja) | 2012-12-28 | 2018-04-11 | 日本合成化学工業株式会社 | 活性エネルギー線硬化性樹脂組成物及びコーティング剤 |
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