CN107033330B - 一种含潜伏型硫醇基团的树脂、其与环氧树脂的固化产物、及合成方法 - Google Patents
一种含潜伏型硫醇基团的树脂、其与环氧树脂的固化产物、及合成方法 Download PDFInfo
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- CN107033330B CN107033330B CN201710372583.4A CN201710372583A CN107033330B CN 107033330 B CN107033330 B CN 107033330B CN 201710372583 A CN201710372583 A CN 201710372583A CN 107033330 B CN107033330 B CN 107033330B
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Abstract
本发明公开了一种含潜伏型硫醇基团的树脂、其与环氧树脂的固化产物、及合成方法,该方法为:在反应器中依次加入1摩尔份可自由基聚合的环氧化合物,1.01~1.5摩尔份的单硫代羧酸,于‑5~50℃下反应1~24小时,再经色谱柱分离或减压蒸发除去过量的单硫代羧酸,得到可自由基聚合的潜伏型硫醇化合物;将1摩尔份所得化合物,一种或多种不高于100摩尔份可自由基聚合的化合物,以及0.005~0.05摩尔的光引发剂或热引发剂混合均匀,于0~80℃反应0.1~48小时,经纯化、干燥得到含潜伏型硫醇基团的树脂。将所得含1摩尔份潜伏型硫醇基团的树脂与含0.1~10摩尔份环氧基的环氧树脂混合均匀后,加入0~0.4摩尔份的促进剂于20~300℃反应5分钟至48小时得固化产物。本发明所得树脂稳定性好、无臭、附着力好,将其与环氧树脂反应可得到固化产物,在热固性聚合物领域有应用前景。
Description
技术领域
本发明涉及一种含潜伏型硫醇基团的树脂的合成及其与环氧树脂的固化产物,具体为一种含潜伏型硫醇的树脂和环氧树脂的固化产物。
背景技术
环氧树脂是一类应用广泛的热固性树脂,具有许多独特的优点,对金属、木材、混凝土等极性基材有很强的附着力,耐化学药品优良,但是耐候性和韧性较差。树脂是重要的涂料工业用成膜物质,含潜伏型硫醇基团的树脂与环氧树脂的固化产物在热固性聚合物领域的应用会得到进一步的推广。可以预见的应用领域包括低温固化的粉末涂料、热固性塑料、固化剂等。
潜伏型硫醇技术采用一种含β-羟基硫代羧酸酯的结构。β-羟基硫代羧酸酯中的乙酰基将巯基稳定地保护起来,当加热至一定温度时,或使用催化剂于低温条件下,可以将乙酰基转移至β-羟基上生成乙酸酯基,同时使巯基露出。所得的巯基可以与环氧基、卤代烃、不饱和双键、异氰酸酯基等进行巯基点击化学反应。(RSC Adv.,2015,5,5674)。
本专利基于潜伏型硫醇技术,在树脂上引入β-羟基硫代羧酸酯,该树脂在一定温度加热时,β-羟基硫代羧酸酯可以发生乙酰基转移反应生成巯基,所得巯基可以进一步与环氧树脂进行固化反应,从而得到交联的固化产物,也就是说,通过一次加热使得乙酰基转移反应和环氧固化反应相继进行。该技术综合了硫醇固化产物与环氧树脂的优点,固化温度适中,附着力强,无小分子副产物,室温稳定性很好。将作为新型树脂用于高光泽热固性塑料、烘烤漆等领域。
发明内容
本发明的目的是提供一种含潜伏型硫醇基团的树脂的合成及其与环氧树脂的固化产物的合成方法。
为实现上述目的,提供以下技术方案:
一种含潜伏型硫醇基团的树脂,其特征在于,分子结构中包含如下结构单元:
R=烷基或芳香基
相应的上述含潜伏型硫醇基团的树脂,包括以下步骤:
(1)在反应器中依次加入1摩尔份可自由基聚合的环氧基化合物,1.01~1.5摩尔份的单硫代羧酸,于-5℃~50℃下反应1~24小时,再经色谱柱分离或减压蒸发除去过量的单硫代羧酸,得到可自由基聚合的潜伏型硫醇化合物;
(2)将1摩尔份所得化合物,一种或多种不高于100摩尔份的可自由基聚合的化合物,以及0.005~0.05摩尔份的光引发剂或热引发剂混合均匀,于0~80℃反应0.1~48小时,经纯化、干燥得到含潜伏型硫醇基团的树脂。
将含1摩尔份潜伏型硫醇基团的树脂与含0.1~10摩尔份环氧基的环氧树脂混合均匀,加入0~0.4摩尔份的促进剂于20~300℃反应5分钟至48小时,得到固化产物。
优选的,所述的可自由基聚合的环氧基化合物选自甲基丙烯酸缩水甘油酯、丙烯酸缩水甘油酯、2-乙烯基-3-羰基环氧庚烷,5-羟基-2-环氧基-2-庚烯酸甲酯,4,5-环氧基-2-甲基-3-羰基己烯,环氧丁烯基取代对甲苯,5,6-环氧基-2-甲基-4-羰基-2-己烯,5,6-环氧基-3-甲基-4-羰基-2-庚烯,1,2-环氧基-4-乙烯基庚酮,5,6-环氧基-2,5-二甲基-4-羰基-2-己烯,5,6-环氧基-5-甲基-4-羰基-2-己烯,环氧基取代对苯乙烯,4,5-环氧基-3-羰基戊烯,环氧丙烷基取代对苯乙烯,但不局限于此。
优选的,所述的单硫代羧酸包括单硫代正丙酸、单硫代异丁酸、单硫代苯甲酸、单硫代乙酸、单硫代正己酸和单硫代正辛酸,但不局限于此。
优选的,所述的一种或多种可自由基聚合的化合物选自丙烯酸、丙烯酸乙酯、丙烯酸甲酯、甲基丙烯酸、丙烯酸苯酯、丙烯酸正丙酯、丙烯酸环己酯、丙烯酸月桂酯、甲基丙烯酸丁酯、丙烯酸叔丁酯、丙烯酸正丁酯、丙烯酸仲丁酯、丙烯酸-2-乙基己酯、丙烯酸苯甲酯、甲基丙烯酸糠酯、衣康酸、马来酸酐、甲基丙烯酸乙酯、甲基丙烯酸甲酯、甲基丙烯酸己酯、丙烯酸羟乙酯、丙烯酸羟丙酯、丙烯酸异丁酯、甲基丙烯酸二甲氨乙酯、丙烯酸异辛酯、甲基丙烯酸异冰片酯、甲基丙烯酸月桂酯、苯乙烯、丙烯腈、醋酸乙烯酯、丙烯酰胺、甲基丙烯酸三氟乙酯、N-羟甲基丙烯酰胺、二乙烯基苯、乙烯基三甲氧基硅烷、甲基丙烯酸叔丁酯、甲基丙烯酸环己酯、丙烯酸二甲基氨基乙酯、甲基丙烯酸异辛酯、甲基丙烯酸异丁酯、甲基丙烯酸缩水甘油酯、丙烯酸缩水甘油酯、甲基丙烯酸羟丙酯、丙烯酸-2-甲氧乙基酯、甲基丙烯酸四氢糠基酯、甲基丙烯酸甲氧基乙酯、氯乙烯、四氟乙烯、六氟丙烯,但不局限于此。
优选的,所述光引发剂化合物选自二苯甲酮、安息香二甲醚、苯偶姻衍生物、苯偶酰缩酮衍生物、α-羟烷基苯酮、α-胺烷基苯酮、酰基膦氧化物、酯化肟酮化合物、芳基过氧酯化合物、二烷氧基苯乙酮、苯甲酰甲酸酯,二苯甲酮,但不局限于此。
优选的,所述的热引发剂包括偶氮二异丁腈、偶氮二异庚腈、偶氮二氰基戊酸、偶氮二异丁酸二甲酯、2,2’-偶氮双(4-甲氧-2,4-二甲基戊腈)、过氧化苯甲酰、过硫酸钾、过硫酸铵、过硫酸铵/亚硫酸钾、过硫酸铵/硫酸亚铁,但不局限于此。
优选的,所述的环氧树脂包括双酚A型环氧树脂、双酚F型环氧树脂、双酚S型环氧树脂、氢化双酚A型环氧树脂、四溴双酚A型环氧树脂、领苯二甲酸二缩水甘油酯、双(2,3-环氧基环戊基)醚、2,3-环氧基环戊基环戊基醚、乙烯基环己烯二环氧化物、二异戊二烯二环氧化物、四缩水甘油醚基四苯基乙烷、三苯基缩水甘油醚基甲烷、四缩水甘油基二甲苯二胺、三缩水甘油基-P-氨基苯酚、四缩水甘油基二氨基二亚甲基苯、三缩水甘油基三聚异氰酸酯,但不局限于此。
优选的,所述的促进剂包括乙二胺、二亚乙基三胺、三亚乙基四胺、四亚乙基五胺、己二胺、间苯二甲胺、4,4’-二氨基二苯甲烷、4,4’-二氨基二苯基砜、双氰胺、己二酰二肼、DMP-30、三乙醇胺、四甲基胍、N,N,-二甲基哌嗪、三亚乙基二胺、苄基二甲胺、DMP-10、2-甲基咪唑、2-乙基-4-甲基咪唑、2-十一烷基咪唑、2-十七烷基咪唑、2-苯基咪唑、1-苄基-2-甲基咪唑、1-氰乙基-2-甲基咪唑、1-氰乙基-2-乙基-4-甲基咪唑、1-氰乙基-2-十一烷基咪唑、正丁胺、苄胺、四甲基乙二胺、五甲基二乙烯三胺、三苯基膦、三丁基膦、三辛基膦,但不局限于此。
本发明的有益效果是,含潜伏型硫醇树脂的合成,具有快速高效、工艺简单、收率高、稳定性好等特点;所得含潜伏型硫醇基团的树脂与环氧树脂可直接加热固化,也可以添加少量促进剂后低温快速固化,所得产物有着广泛的应用前景。
附图说明
图1是本发明中用甲基丙烯酸缩水甘油酯与硫代乙酸合成的含潜伏型硫醇的化合物的核磁氢谱;
图2是本发明中用甲基丙烯酸甲酯与含潜伏型硫醇化合物反应所得含潜伏型硫醇基团的树脂的核磁氢谱;
具体实施方式
本发明的原理是利用单硫代羧酸对环氧的开环反应生成可自由基聚合的潜伏型硫醇化合物。经与可自由基聚合的单体进行共聚获得含潜伏型硫醇基团的树脂。将含潜伏型硫醇基团的树脂与环氧树脂混合均匀后直接加热就能得到质地均匀的涂层。也就是说,通过一次加热使得乙酰基转移和环氧树脂的固化相继进行反应。此外,在固化时添加少量的促进剂后,能够进一步降低固化温度、减少固化时间。
下面根据附图和实施例进一步说明本发明,本发明的目的和效果将变得更加明显。
实施例1:
在反应器中依次加入1摩尔份的甲基丙烯酸缩水甘油酯、1.5摩尔份硫代乙酸,于-5℃的条件下反应24小时,再减压蒸发除去过量的硫代乙酸,得到可自由基聚合的潜伏型硫醇化合物。
将所得1摩尔份可自由基聚合的潜伏型硫醇化合物、100摩尔份甲基丙烯酸甲酯,0.005摩尔份安息香二甲醚,于0℃紫外照射反应48小时,经纯化、干燥得到含潜伏型硫醇基团的树脂。
将所得含1摩尔份潜伏型硫醇基团的树脂与0.1摩尔份环氧基的双酚A型环氧树脂混合均匀后,于300℃直接加热反应5分钟得固化产物。
实施例2:
在反应器中依次加入1摩尔份的丙烯酸缩水甘油酯、1.01摩尔份硫代苯甲酸,于50℃的条件下反应1小时,再减压蒸发除去过量的硫代苯甲酸,得到可自由基聚合的潜伏型硫醇化合物。
将所得1摩尔份可自由基聚合的潜伏型硫醇化合物,0.05摩尔份偶氮二异丁腈,于80℃加热反应0.1小时,经纯化、干燥得到含潜伏型硫醇基团的树脂。
将所得含1摩尔份潜伏型硫醇基团的树脂与10摩尔份环氧基的双酚F型环氧树脂混合均匀后,加入0.4摩尔份三乙醇胺于20℃反应48小时得固化产物。
实施例3:
在反应器中依次加入1摩尔份的4,5-环氧基-2-甲基-3-羰基己烯、1.05摩尔份硫代正丙酸,于0℃的条件下反应22小时,再减压蒸发除去过量的硫代正丙酸,得到可自由基聚合的潜伏型硫醇化合物。
将所得1摩尔份可自由基聚合的潜伏型硫醇化合物、1摩尔份氯乙烯,0.01摩尔份二苯甲酮,于紫外灯下照射反应44小时,经纯化、干燥得到含潜伏型硫醇基团的树脂。
将所得含1摩尔份潜伏型硫醇基团的树脂与2摩尔份环氧基的双酚S型环氧树脂混合均匀后,加入0.1摩尔份的间苯二甲胺于75℃反应44小时得固化产物。
实施例4:
在反应器中依次加入1摩尔份的2-乙烯基-3-羰基环氧庚烷、1.1摩尔份硫代正辛酸,于5℃的条件下反应20小时,再减压蒸发除去过量的硫代正辛酸,得到可自由基聚合的潜伏型硫醇化合物。
将所得1摩尔份可自由基聚合的潜伏型硫醇化合物、1.5摩尔份苯乙烯,0.015摩尔份α-胺烷基苯酮,于紫外灯下照射反应40小时,经纯化、干燥得到含潜伏型硫醇基团的树脂。
将所得含1摩尔份潜伏型硫醇基团的树脂与2摩尔份环氧基的氢化双酚A型环氧树脂混合均匀后,于80℃直接加热反应40小时得固化产物。
实施例5:
在反应器中依次加入1摩尔份的环氧丁烯基取代对甲苯、1.15摩尔份硫代正己酸,于10℃的条件下反应18小时,再减压蒸发除去过量的硫代正己酸,得到可自由基聚合的潜伏型硫醇化合物。
将所得1摩尔份可自由基聚合的潜伏型硫醇化合物、2摩尔份丙烯腈,0.02摩尔份α-羟烷基苯酮,于紫外灯下照射反应36小时,经纯化、干燥得到含潜伏型硫醇基团的树脂。
将所得含1摩尔份潜伏型硫醇基团的树脂与2摩尔份环氧基的四溴双酚A型环氧树脂混合均匀后,加入0.15摩尔份的DMP-10于85℃反应3小时得固化产物。
实施例6:
在反应器中依次加入1摩尔份的1,2-环氧基-4-乙烯基庚酮、1.2摩尔份硫代异丁酸,于15℃的条件下反应16小时,再减压蒸发除去过量的硫代异丁酸,得到可自由基聚合的潜伏型硫醇化合物。
将所得1摩尔份可自由基聚合的潜伏型硫醇化合物、2.5摩尔份甲基丙烯酸糠酯,0.02摩尔份芳基过氧酯化合物,于紫外灯下照射反应36小时,经纯化、干燥得到含潜伏型硫醇基团的树脂。
将所得含1摩尔份潜伏型硫醇基团的树脂与3摩尔份环氧基的领苯二甲酸二缩水甘油酯混合均匀后,于90℃直接加热反应4小时得固化产物。
实施例7:
在反应器中依次加入1摩尔份的4,5-环氧基-3-羰基戊烯、1.25摩尔份硫代正辛酸,于20℃的条件下反应14小时,再减压蒸发除去过量的硫代正辛酸,得到可自由基聚合的潜伏型硫醇化合物。
将所得1摩尔份可自由基聚合的潜伏型硫醇化合物、3摩尔份四氟乙烯,0.025摩尔份酰基膦氧化物,于紫外灯下照射反应34小时,经纯化、干燥得到含潜伏型硫醇基团的树脂。
将所得含1摩尔份潜伏型硫醇基团的树脂与4摩尔份环氧基的双(2,3-环氧基环戊基)醚混合均匀后,加入0.18摩尔份的4,4,-二氨基二苯甲烷于95℃反应2小时得固化产物。
实施例8:
在反应器中依次加入1摩尔份的5,6-环氧基-2-甲基-4-羰基-2-己烯、1.3摩尔份硫代乙酸,于25℃的条件下反应12小时,再减压蒸发除去过量的硫代乙酸,得到可自由基聚合的潜伏型硫醇化合物。
将所得1摩尔份可自由基聚合的潜伏型硫醇化合物、3.5摩尔份甲基丙烯酸乙酯,0.028摩尔份二烷氧基苯乙酮,于紫外灯下照射反应32小时,经纯化、干燥得到含潜伏型硫醇基团的树脂。
将所得含1摩尔份潜伏型硫醇基团的树脂与5摩尔份环氧基的乙烯基环己烯二环氧化物混合均匀后,于100℃直接加热反应10小时得固化产物。
实施例9:
在反应器中依次加入1摩尔份的环氧基取代对苯乙烯、1.35摩尔份硫代苯甲酸,于30℃的条件下反应10小时,再减压蒸发除去过量的硫代苯甲酸,得到可自由基聚合的潜伏型硫醇化合物。
将所得1摩尔份可自由基聚合的潜伏型硫醇化合物、3.5摩尔份六氟丙烯,0.03摩尔份安息香二甲醚,于紫外灯下照射反应30小时,经纯化、干燥得到含潜伏型硫醇基团的树脂。
将所得含1摩尔份潜伏型硫醇基团的树脂与6摩尔份环氧基的四缩水甘油醚基四苯基乙烷混合均匀后,加入0.20摩尔份的三乙醇胺催于110℃反应6小时得固化产物。
实施例10:
在反应器中依次加入1摩尔份的5,6-环氧基-3-甲基-4-羰基-2-庚烯、1.36摩尔份硫代乙酸,于35℃的条件下反应8小时,再减压蒸发除去过量的硫代乙酸,得到可自由基聚合的潜伏型硫醇化合物。
将所1摩尔份可自由基聚合的潜伏型硫醇化合物、4摩尔份甲基丙烯酸丁酯,0.035摩尔份α-胺烷基苯酮,于紫外灯下照射反应28小时,经纯化、干燥得到含潜伏型硫醇基团的树脂。
将所得含1摩尔份潜伏型硫醇基团的树脂与7摩尔份环氧基的四缩水甘油基二甲苯二胺混合均匀后,于120℃直接加热反应8小时得固化产物。
实施例11:
在反应器中依次加入1摩尔份的5,6-环氧基-5-甲基-4-羰基-2-己烯、1.4摩尔份硫代正己酸,于40℃的条件下反应6小时,再减压蒸发除去过量的硫代正己酸,得到可自由基聚合的潜伏型硫醇化合物。
将所得1摩尔份可自由基聚合的潜伏型硫醇化合物、4.5摩尔份甲基丙烯酸丁酯,0.035摩尔份苯偶酰缩酮衍生物,于紫外灯下照射反应26小时,经纯化、干燥得到含潜伏型硫醇基团的树脂。
将所得含1摩尔份潜伏型硫醇基团的树脂与含7摩尔份环氧基的三缩水甘油基三聚异氰酸酯混合均匀后,加入0.22摩尔份的2-十七烷基咪唑催于130℃反应5小时得固化产物。
实施例12:
在反应器中依次加入1摩尔份的甲基丙烯酸缩水甘油酯、1.45摩尔份硫代正己酸,于45℃的条件下反应4小时,再减压蒸发除去过量的硫代正己酸,得到可自由基聚合的潜伏型硫醇化合物。
将所得1摩尔份可自由基聚合的潜伏型硫醇化合物、5摩尔份丙烯酸羟乙酯,0.03摩尔份偶氮二异丁腈,于70℃反应18小时,经纯化、干燥得到含潜伏型硫醇基团的树脂。
将所得含1摩尔份潜伏型硫醇基团的树脂与含8摩尔份环氧基的四缩水甘油基二氨基二亚甲基苯混合均匀后,于240℃直接加热反应8小时得固化产物。
实施例13:
在反应器中依次加入1摩尔份的丙烯酸缩水甘油酯、1.45摩尔份硫代苯甲酸,于48℃的条件下反应3小时,再减压蒸发除去过量的硫代苯甲酸,得到可自由基聚合的潜伏型硫醇化合物。
将所得1摩尔份可自由基聚合的潜伏型硫醇化合物、5.5摩尔份甲基丙烯酸己酯,0.03摩尔份偶氮二异庚腈,于70℃反应24小时,经纯化、干燥得到含潜伏型硫醇基团的树脂。
将所得含1摩尔份潜伏型硫醇基团的树脂与含9摩尔份环氧基的三苯基缩水甘油醚基甲烷混合均匀后,加入0.35摩尔份的苄胺于260℃反应2小时得固化产物。
实施例14:
在反应器中依次加入1摩尔份的丙烯酸缩水甘油酯、1.2摩尔份硫代苯甲酸,于25℃的条件下反应13小时,再减压蒸发除去过量的硫代苯甲酸,得到可自由基聚合的潜伏型硫醇化合物。
将所得1摩尔份可自由基聚合的潜伏型硫醇化合物、5.5摩尔份甲基丙烯酸己酯、4.5摩尔份甲基丙烯酸甲酯,0.035摩尔份偶氮二异庚腈,于80℃反应32小时,经纯化、干燥得到含潜伏型硫醇基团的树脂。
将所得含1摩尔份潜伏型硫醇基团的树脂与含4摩尔份环氧基的三苯基缩水甘油醚基甲烷混合均匀后,加入0.35摩尔份的苄胺于260℃反应1小时得固化产物。
实施例15:
在反应器中依次加入1摩尔份的5,6-环氧基-5-甲基-4-羰基-2-己烯、1.3摩尔份硫代正乙酸,于45℃的条件下反应5小时,再减压蒸发除去过量的硫代正己酸,得到可自由基聚合的潜伏型硫醇化合物。
将所得1摩尔份可自由基聚合的潜伏型硫醇化合物、4.5摩尔份的甲基丙烯酸丁酯、4.5摩尔苯乙烯,0.035摩尔份苯偶酰缩酮衍生物,于紫外灯下照射反应26小时,经纯化、干燥得到含潜伏型硫醇基团的树脂。
将所得含1摩尔份潜伏型硫醇基团的树脂与含6摩尔份环氧基的三缩水甘油基三聚异氰酸酯混合均匀后,加入0.24摩尔份的三苯基膦于130℃反应3小时得固化产物。
实施例16:
在反应器中依次加入1摩尔份的环氧基取代对苯乙烯、1.2尔份硫代苯甲酸,于35的条件下反应8时,再减压蒸发除去过量的硫代苯甲酸,得到可自由基聚合的潜伏型硫醇化合物。
将所得1摩尔份可自由基聚合的潜伏型硫醇化合物、3.5摩尔份六氟丙烯、2摩尔份苯乙烯,0.03摩尔份安息香二甲醚,于紫外灯下照射反应24小时,经纯化、干燥得到含潜伏型硫醇基团的树脂。
将所得含1摩尔份潜伏型硫醇基团的树脂与6.5摩尔份环氧基的四缩水甘油醚基四苯基乙烷混合均匀后,加入0.25摩尔份的三辛基膦催于110℃反应6小时得固化产物。
实施例17:
在反应器中依次加入1摩尔份的环氧丁烯基取代对甲苯、1.2摩尔份硫代丙酸,于15℃的条件下反应16小时,再减压蒸发除去过量的硫代正己酸,得到可自由基聚合的潜伏型硫醇化合物。
将所得1摩尔份可自由基聚合的潜伏型硫醇化合物、2摩尔份丙烯腈、4摩尔份甲基丙烯酸甲酯,0.025摩尔份α-羟烷基苯酮,于紫外灯下照射反应32小时,经纯化、干燥得到含潜伏型硫醇基团的树脂。
将所得含1摩尔份潜伏型硫醇基团的树脂与2摩尔份环氧基的四溴双酚A型环氧树脂混合均匀后,加入0.15摩尔份的三丁基膦于90℃反应4小时得固化产物。
Claims (5)
1.一种含潜伏型硫醇基团的树脂与环氧树脂固化产物的合成方法,所述含潜伏型硫醇基团的树脂的分子结构中包含如下结构单元,其特征在于,包括以下步骤:
R=烷基或芳香基
(1)在反应器中依次加入1摩尔份可自由基聚合的环氧化合物,1.01~1.5摩尔份的单硫代羧酸,于-5℃~50℃下反应1~24小时,再经色谱柱分离或减压蒸发除去过量的单硫代羧酸,得到可自由基聚合的潜伏型硫醇化合物;
(2)将1摩尔份步骤(1)所得的化合物,一种或多种不高于100摩尔份的可自由基聚合的化合物,以及0.005~0.05摩尔份的光引发剂或热引发剂混合均匀,于0~80℃反应0.1~48小时,经纯化、干燥得到含潜伏型硫醇基团的树脂;
(3)将含1摩尔份潜伏型硫醇基团的树脂与含0.1~10摩尔份环氧基的环氧树脂混合均匀,于80~300℃反应5分钟至40小时,得到固化产物;
步骤(2)所述的一种或多种可自由基聚合的化合物选自丙烯酸、丙烯酸乙酯、丙烯酸甲酯、甲基丙烯酸、丙烯酸苯酯、丙烯酸正丙酯、丙烯酸环己酯、丙烯酸月桂酯、甲基丙烯酸丁酯、丙烯酸叔丁酯、丙烯酸正丁酯、丙烯酸仲丁酯、丙烯酸苯甲酯、甲基丙烯酸糠酯、衣康酸、马来酸酐、甲基丙烯酸乙酯、甲基丙烯酸甲酯、甲基丙烯酸己酯、丙烯酸羟乙酯、丙烯酸羟丙酯、丙烯酸异丁酯、甲基丙烯酸二甲氨乙酯、丙烯酸异辛酯、甲基丙烯酸异冰片酯、甲基丙烯酸月桂酯、苯乙烯、丙烯腈、醋酸乙烯酯、丙烯酰胺、甲基丙烯酸三氟乙酯、N-羟甲基丙烯酰胺、二乙烯基苯、乙烯基三甲氧基硅烷、甲基丙烯酸环己酯、丙烯酸二甲基氨基乙酯、甲基丙烯酸异辛酯、甲基丙烯酸缩水甘油酯、丙烯酸缩水甘油酯、甲基丙烯酸羟丙酯、丙烯酸-2-甲氧乙基酯、甲基丙烯酸四氢糠基酯、甲基丙烯酸甲氧基乙酯、氯乙烯、四氟乙烯、六氟丙烯。
2.根据权利要求1所述的方法,其特征在于,步骤(1)所述可自由基聚合的环氧化合物选自甲基丙烯酸缩水甘油酯、丙烯酸缩水甘油酯、2-乙烯基-3-羰基环氧庚烷、5-羟基-2-环氧基-2-庚烯酸甲酯、4,5-环氧基-2-甲基-3-羰基己烯、环氧丁烯基取代对甲苯、5,6-环氧基-2-甲基-4-羰基-2-己烯、5,6-环氧基-3-甲基-4-羰基-2-庚烯、1,2-环氧基-4-乙烯基庚酮、5,6-环氧基-2,5-二甲基-4-羰基-2-己烯、5,6-环氧基-5-甲基-4-羰基-2-己烯、4-环氧乙烷基苯乙烯、4,5-环氧基-3-羰基戊烯、4-环氧丙烷基苯乙烯。
3.根据权利要求2所述的方法,其特征在于,所述单硫代羧酸选自单硫代正丙酸、单硫代异丁酸、单硫代苯甲酸、单硫代乙酸、单硫代正己酸、单硫代正辛酸。
4.根据权利要求2所述的方法,其特征在于,所述的光引发剂化合物选自二苯甲酮、安息香二甲醚、苯偶姻衍生物、苯偶酰缩酮衍生物、α-羟烷基苯酮、α-胺烷基苯酮、酰基膦氧化物、酯化肟酮化合物、芳基过氧酯化合物、二烷氧基苯乙酮、苯甲酰甲酸酯;所述的热引发剂包括偶氮二异丁腈、偶氮二异庚腈、偶氮二氰基戊酸、偶氮二异丁酸二甲酯、2,2’-偶氮双(4-甲氧-2,4-二甲基戊腈)、过氧化苯甲酰、过硫酸钾、过硫酸铵、过硫酸铵/亚硫酸钾氧化还原引发体系、过硫酸铵/硫酸亚铁氧化还原引发体系。
5.根据权利要求1-4任一项所述的方法,其特征在于:所述的环氧树脂包括双酚A型环氧树脂、双酚F型环氧树脂、双酚S型环氧树脂、邻苯二甲酸二缩水甘油酯、双(2,3-环氧基环戊基)醚、2,3-环氧基环戊基环戊基醚、乙烯基环己烯二环氧化物、二异戊二烯二环氧化物、四缩水甘油醚基四苯基乙烷、三苯基缩水甘油醚基甲烷、四缩水甘油基二甲苯二胺、三缩水甘油基-P-氨基苯酚、四缩水甘油基二氨基二亚甲基苯、三缩水甘油基三聚异氰酸酯。
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