CN113603857A - 一种松香基荧光聚氨酯的制备方法 - Google Patents
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Abstract
本发明公开了一种松香基荧光聚氨酯的制备方法。以异佛尔酮二异氰酸酯(IPDI)、松香基多元醇(RAG)、聚己内酯二醇(PCL‑1000)为反应单体,1,5‑二羟基萘(1,5‑DN)及1,4丁二醇(BDO)为扩链剂,制备了松香基荧光聚氨酯(FPU)。本发明以松香改性制备的多元醇等为原料,将有机荧光小分子键合到聚氨酯主链上得到松香基荧光聚氨酯,将松香和荧光聚氨酯的优势结合起来,并为合理开发利用松香资源提供了新的应用途径,拓宽了松香的应用范围,制备的荧光聚氨酯,其优异的光泽度、铅笔硬度、柔韧性、附着力、耐冲击强度等性能,可应用于荧光涂料、荧光检测等领域。
Description
技术领域
本发明涉及一种松香基荧光聚氨酯的制备方法。
背景技术
随着社会的发展和人民生活水平的提高,人们对材料性能的要求越来越高,单一性能的材料已难以满足需求,具有功能性的复合材料已成为人们研究的热点。荧光聚氨酯作为功能性复合型材料,同时具有荧光和聚氨酯两者的优势,在涂料、荧光检测等方面均有广泛的应用。传统的小分子荧光化合物存在水溶性差、有毒副作用、在基质表面易迁移、在环境中易积聚等问题,使用受到限制。近年来,将功能性小分子荧光化合物引入到聚氨酯分子链中得到荧光聚氨酯受到越来越多的关注与研究。荧光聚氨酯的合成方法分为物理合成法和化学合成法,物理合成法是由小分子荧光化合物与聚氨酯直接混合而成,因其热稳定性差、力学性能弱、荧光强度低成为了致命的缺陷。化学合成法是将荧光化合物通过化学键合的方式链接到聚氨酯分子链上,是解决小分子荧光化合物不溶于水,或者由于浓度过大而造成荧光淬灭等问题的一个重要方法。荧光聚氨酯作为涂料可用作外墙涂料、内墙涂料以及安全标识等方面;荧光聚氨酯作为一种检测手段,具有选择性好、测量结果精确等优点,因此荧光聚氨酯具有较大的研究价值和发展前景。
松香是天然产物中最常见的一种,具有资源丰富、开采简单、无毒无害的显著优势,利用其分子结构中的不饱和双键和羧基通过化学改性制备含有松香特征结构的多元醇,并用于部分或完全代替石油基多元醇原料来制备新型松香基聚氨酯材料,在降低石油资源的消耗和保护环境的同时,也使聚氨酯材料的物理和化学性能得到提升。
发明内容
本发明的目的是提供一种松香基荧光聚氨酯的制备方法,以松香为原料,通过改性得到松香基二元醇(RAG),在荧光剂存在下,与二异氰酸酯反应得到松香基荧光聚氨酯。
本发明的具体步骤为:
在装有搅拌棒、冷凝管的100mL三口烧瓶中加入2.00~4.00质量份松香基多元醇(RAG)、0.02~0.04质量份化学纯二月桂酸二丁基锡和10.00~20.00质量份分析纯甲苯,设置转速为400r·min-1,在N2保护下加热至55℃,加入1.50~2.40质量份质量百分比浓度为99%的异佛尔酮二异氰酸酯(IPDI)反应至-NCO含量降至理论值,加入0.64~1.64质量份分析纯聚己内酯二醇(PCL-1000),待-NCO含量降至理论值时升温至80℃,加入0.06~0.42质量份质量百分比浓度为98%的1,5-二羟基萘(1,5-DN)和0.02~0.22质量份分析纯1,4-丁二醇(BDO),当-NCO含量降为0时结束反应,得到松香基荧光聚氨酯,测固体质量百分比为30%。
所述松香基多元醇(RAG)的制备方法步骤为:
(1)将100.0质量份松香加入到装有搅拌棒、回流冷凝管、温度计、氮气保护装置的反应釜中,加热熔化后在400r·min-1下进行搅拌,加热至230℃后,开始缓慢滴加28.60质量份化学纯丙烯酸,持续1小时,滴加完毕后使其在230℃下继续反应2小时,待温度降至200℃出料,得到丙烯酸松香加成物(RA)。
(2)在装有搅拌棒、回流冷凝管、温度计、氮气保护装置的250mL三口烧瓶中加入50.00质量份RA、88.76质量份分析纯甲苯、0.30质量份分析纯1,4-对苯二酚,设置转速为400r·min-1,升温至120℃,加入37.96质量份质量百分比浓度为97%的甲基丙烯酸缩水甘油酯、0.50质量份分析纯三乙胺,反应5小时后结束,测酸值为3.50mgKOH/g,即得到松香基多元醇(RAG)的甲苯溶液,测固体质量百分比为50%。
本发明以松香改性制备的多元醇等为原料,将有机荧光小分子键合到聚氨酯主链上得到松香基荧光聚氨酯,将松香和荧光聚氨酯的优势结合起来,并为合理开发利用松香资源提供了新的应用途径,拓宽了松香的应用范围,制备的荧光聚氨酯,其优异的光泽度、铅笔硬度、柔韧性、附着力、耐冲击强度等性能,可应用于荧光涂料、荧光检测等领域。
具体实施方式
所述松香基多元醇(RAG)的制备方法步骤为:
(1)将100.0质量份松香加入到装有搅拌棒、回流冷凝管、温度计、氮气保护装置的反应釜中,加热熔化后在400r·min-1下进行搅拌,加热至230℃后,开始缓慢滴加28.60质量份化学纯丙烯酸,持续1小时,滴加完毕后使其在230℃下继续反应2小时,待温度降至200℃出料,得到丙烯酸松香加成物(RA)。
(2)在装有搅拌棒、回流冷凝管、温度计、氮气保护装置的250mL三口烧瓶中加入50.00质量份RA、88.76质量份分析纯甲苯、0.30质量份分析纯1,4-对苯二酚,设置转速为400r·min-1,升温至120℃,加入37.96质量份质量百分比浓度为97%的甲基丙烯酸缩水甘油酯、0.50质量份分析纯三乙胺,反应5小时后结束,测酸值为3.50mgKOH/g,即得到松香基多元醇(RAG)的甲苯溶液,测固体质量百分比为50%。
实施例1:
在装有搅拌棒、冷凝管的100mL三口烧瓶中加入3.00质量份松香基多元醇(RAG)、0.03质量份化学纯二月桂酸二丁基锡和14.81质量份分析纯甲苯,设置转速为400r·min-1,在N2保护下加热至55℃,加入1.90质量份质量百分比浓度为99%的异佛尔酮二异氰酸酯(IPDI)反应至-NCO含量降至理论值,加入1.14质量份分析纯聚己内酯二醇(PCL-1000),待-NCO含量降至理论值时升温至80℃,加入0.06质量份质量百分比浓度为98%的1,5-二羟基萘(1,5-DN)和0.22质量份分析纯1,4-丁二醇(BDO),当-NCO含量降为0时结束反应,得到松香基IPDI型荧光聚氨酯,测固体质量百分比为30%。将松香基IPDI型荧光聚氨酯均匀地涂布在玻璃板和马口铁板上,在25℃条件下干燥48小时,得到厚度为15.0um的漆膜,测得其光泽度为170.6,铅笔硬度为2H,柔韧性为1mm,附着力为1级,耐冲击强度达到50Kg·cm。漆膜在激发波长为365nm、发射波长为443nm、单色仪狭缝为2.5nm的测试条件下测得荧光强度为2139a.u。
实施例2:
在装有搅拌棒、冷凝管的100mL三口烧瓶中加入3.00质量份松香基多元醇(RAG)、0.03质量份化学纯二月桂酸二丁基锡和14.94质量份分析纯甲苯,设置转速为400r·min-1,在N2保护下加热至55℃,加入1.90质量份质量百分比浓度为99%的异佛尔酮二异氰酸酯(IPDI)反应至-NCO含量降至理论值,加入1.14质量份分析纯聚己内酯二醇(PCL-1000),待-NCO含量降至理论值时升温至80℃,加入0.18质量份质量百分比浓度为98%的1,5-二羟基萘(1,5-DN)和0.15质量份分析纯1,4-丁二醇(BDO),当-NCO含量降为0时结束反应,得到松香基IPDI型荧光聚氨酯,测固体质量百分比为30%。将松香基IPDI型荧光聚氨酯均匀涂布在玻璃板和马口铁板上,在25℃条件下干燥48小时,得到厚度为15.0um的漆膜,测得其光泽度为167.1,铅笔硬度为3H,柔韧性为1mm,附着力为1级,耐冲击强度达到50Kg·cm。漆膜在激发波长为365nm、发射波长为443nm、单色仪狭缝为2.5nm的测试条件下测得荧光强度为2624a.u。
实施例3:
在装有搅拌棒、冷凝管的100mL三口烧瓶中加入3.00质量份松香基多元醇(RAG)、0.03质量份化学纯二月桂酸二丁基锡和15.06质量份分析纯甲苯,设置转速为400r·min-1,在N2保护下加热至55℃,加入1.90质量份质量百分比浓度为99%的异佛尔酮二异氰酸酯(IPDI)反应至-NCO含量降至理论值,加入1.14质量份分析纯聚己内酯二醇(PCL-1000),待-NCO含量降至理论值时升温至80℃,加入0.30质量份质量百分比浓度为98%的1,5-二羟基萘(1,5-DN)和0.09质量份分析纯1,4-丁二醇(BDO),当-NCO含量降为0时结束反应,得到松香基IPDI型荧光聚氨酯,测固体质量百分比为30%。将松香基IPDI型荧光聚氨酯均匀地涂布在玻璃板和马口铁板上,在25℃条件下干燥48小时,得到厚度为15.0um的漆膜,测得其光泽度为161.0,铅笔硬度为3H,柔韧性为1mm,附着力为1级,耐冲击强度达到50Kg·cm。漆膜在激发波长为365nm、发射波长为443nm、单色仪狭缝为2.5nm的测试条件下测得荧光强度为2155a.u。
Claims (1)
1.一种松香基荧光聚氨酯的制备方法,其特征在于具体步骤为:
在装有搅拌棒、冷凝管的100 mL的三口烧瓶中加入2.00~4.00质量份松香基多元醇即RAG、0.02~0.04质量份化学纯二月桂酸二丁基锡和10.00~20.00质量份分析纯甲苯,设置转速为400 r•min-1,在N2保护下加热至55℃,加入1.50~2.40质量份质量百分比浓度为99%的异佛尔酮二异氰酸酯即IPDI反应至-NCO含量降至理论值,加入0.64~1.64质量份分析纯聚己内酯二醇即PCL-1000,待-NCO含量降至理论值时升温至80℃,加入0.06~0.42质量份质量百分比浓度为98%的 1,5-二羟基萘即1,5-DN和0.02~0.22质量份分析纯1,4-丁二醇即BDO,当-NCO含量降为0时结束反应,得到松香基荧光聚氨酯,测固体质量百分比为30%;
所述松香基多元醇即RAG的制备方法步骤为:
(1)将100.0质量份松香加入到装有搅拌棒、回流冷凝管、温度计、氮气保护装置的反应釜中,加热熔化后在400 r·min-1下进行搅拌,加热至230℃后,开始缓慢滴加28.60质量份化学纯丙烯酸,持续1小时,滴加完毕后使其在230℃下继续反应2小时,待温度降至200℃出料,得到丙烯酸松香加成物即RA;
(2)在装有搅拌棒、回流冷凝管、温度计、氮气保护装置的250mL三口烧瓶中加入50.00质量份步骤(1)所得丙烯酸松香加成物、88.76质量份分析纯甲苯、0.30质量份分析纯1,4-对苯二酚,设置转速为400 r•min-1,升温至120℃,加入37.96质量份质量百分比浓度为97%的甲基丙烯酸缩水甘油酯、0.50质量份分析纯三乙胺,反应5小时后结束,测酸值为3.50mgKOH/g,即得到松香基多元醇即RAG的甲苯溶液,测固体质量百分比为50%。
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