CN110467719A - 一种松香基tdi型抑菌聚氨酯的制备方法 - Google Patents
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Abstract
本发明公开了一种松香基TDI型抑菌聚氨酯的制备方法。利用低价易得且天然可再生资源松香为原料,通过改性得到松香基多元醇(RAG),在丙酮做溶剂的情况下,与甲苯二异氰酸酯(TDI)反应生成预聚体,再向体系中加入N‑甲基二乙醇胺(MDEA)做亲水性扩链剂,成功制备了具有抑菌性的松香基TDI型水性聚氨酯乳液。通过抑菌圈法测试发现,该水性聚氨酯对大肠杆菌及金黄色葡萄球菌具有显著的杀灭效果,具有良好的抑菌性能。这不仅赋予松香更广泛的应用途径,而且抑菌性聚氨酯有望在医疗卫生、生物工程、食品包装等领域得到广泛的应用。
Description
技术领域
本发明涉及一种以松香为原料制备抑菌聚氨酯的方法。
技术背景
聚氨酯(PU)是由羟基多元醇和异氰酸酯以及小分子扩链剂反应制备的一种合成树脂,聚氨酯材料因其良好的力学性能和可加工性被广泛地应用于胶粘剂、涂料、弹性体、泡沫和纤维等诸多领域。制备聚氨酯常用的多元醇有聚酯多元醇和聚醚多元醇两大类,多来源于石油资源。近年来,随着环保要求的日益提高,以生物质为原料制备聚氨酯越来越受关注。松香是一种丰富的天然可再生林产资源,松香分子结构中的双键和羧酸基团,通过改性可以制成一种新型松香基二元醇,可部分或全部取代聚酯多元醇或聚醚多元醇,来制备水性聚氨酯乳液。同时由于松香本身所固有的三环菲骨架结构可以增加聚氨酯的硬度,有望在涂料、胶黏剂和建筑等领域得到应用。以松香为原料合成水性聚氨酯,充分利用了天然可再生资源,不仅可以降低对环境造成的污染,还能减少石油能源的消耗,降低聚氨酯的合成成本。
聚氨酯材料也可用在医疗卫生、食品包装等领域,但在使用或存放过程中,在一定的温湿度条件下,其表面极易生长或繁殖细菌,从而传播疾病,对人们的生命健康造成巨大威胁。如何将抗菌剂和聚氨酯结合,制备出性能优异、绿色可持续发展的聚氨酯弹性体并赋予其抗菌性能具有重大的科学意义和应用价值。抗菌性聚氨酯在玩具、家具、汽车、医疗卫生、食品包装、基底基材等领域具有极大的应用空间。本发明以丙烯酸松香GMA二元醇(RAG)为软段,甲苯二异氰酸酯(TDI)和亲水性扩链剂(MDEA)为硬段,通过预聚法合成了具有抑菌性的松香基TDI型水性聚氨酯乳液(RWPU),并通过抑菌圈法对水性聚氨酯乳液抑菌性进行测试。测试发现将用RWPU乳液浸泡过自然晾干的滤纸片,分别放在金黄色葡萄球菌和大肠杆菌的培养皿中,在37℃的培养箱中培养12h后,滤纸片周围出现一圈明显的抑菌圈,说明该新型松香基TDI型水性聚氨酯具有显著的杀灭并抑制金黄色葡萄球菌和大肠杆菌生长的抗菌性能。
发明内容
本发明的目的是提供一种以松香为原料制备抑菌聚氨酯的方法。
本发明的具体步骤如下:
将100.0质量份丙烯酸松香GMA酯化物(RAG)用300-500质量份分析纯丙酮溶解,加入0.70-0.80质量份化学纯二月桂酸二丁基锡(DBTDL),分散均匀后转移至装有搅拌棒、回流冷凝管、温度计和氮气保护装置的反应釜中,在300~450r·min-1下进行搅拌,水浴加热至30~40℃后,加入45.0~55.0质量份纯度99%的甲苯二异氰酸酯(TDI)进行反应,待-NCO含量降至理论值时,加入12~17质量份纯度99%的亲水性扩链剂N-甲基二乙醇胺(MDEA),反应至-NCO含量降为0,降温至25℃,加入6.0~8.0质量份分析纯的冰乙酸中和20~30分钟,加入20~40mL去离子水,在1200~1500r min-1的转速下乳化10~20分钟,经减压蒸馏除去丙酮,得到固含量为15~25%的水性聚氨酯乳液。利用抑菌圈法测试水性聚氨酯的抑菌性。
所述丙烯酸松香GMA酯化物(RAG)制备方法为:
(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;
(2)在反应釜中将100.0质量份步骤(1)所得丙烯酸松香加成物溶解于176.0质量份分析纯甲苯中,加入76.0质量份纯度97%甲基丙烯酸缩水甘油酯,0.5质量份分析纯三乙胺和0.40质量份分析纯1,4-对苯二酚,升温至120℃,反应4小时后结束,测酸值为4.0mgKOH·g-1,减压蒸馏除去甲苯,即得丙烯酸松香GMA酯化物(RAG),测固体质量百分比为92%。
本发明最显著的特点是利用了天然可再生资源松香为原料,通过对其结构中的双键与羧基进行改性,合成了一种新型二元醇,可以用作制备水性聚氨酯的单体,所得松香基TDI型水性聚氨酯乳液经测试发现具有良好的抑菌性。这不仅赋予松香更广泛的用途,因其良好的抗菌性能,还有望在医疗卫生、生物工程、食品包装等领域得到广泛的应用。
具体实施方式
所述丙烯酸松香GMA酯化物(RAG)制备方法为:
(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;
(2)在反应釜中将100.0质量份步骤(1)所得丙烯酸松香加成物溶解于176.0质量份分析纯甲苯中,加入76.0质量份纯度97%甲基丙烯酸缩水甘油酯,0.5质量份分析纯三乙胺和0.40质量份分析纯1,4-对苯二酚,升温至120℃,反应4小时后结束,测酸值为4.0mgKOH·g-1,减压蒸馏除去甲苯,即得丙烯酸松香GMA酯化物(RAG),测固体质量百分比为92%。
实施例1:
将100.0质量份丙烯酸松香GMA酯化物(RAG)用400质量份分析纯的丙酮溶解,加入0.75质量份化学纯二月桂酸二丁基锡(DBTDL),分散均匀后转移至装有搅拌棒、回流冷凝管、温度计和氮气保护装置的反应釜中,在400r·min-1下进行搅拌,水浴加热至30℃后,加入50.3质量份纯度99%的甲苯二异氰酸酯(TDI)进行反应,待-NCO含量降至理论值时,加入12.9质量份纯度99%的亲水性扩链剂N-甲基二乙醇胺(MDEA),反应至-NCO含量降为0,降低反应温度至25℃,加入6.0质量份的分析纯冰乙酸中和20分钟,加入30mL去离子水,在1200rmin-1的转速下乳化15分钟,最后经减压蒸馏除去丙酮,得到固含量为20%的水性聚氨酯乳液(RWPU)。将浸过该水性聚氨酯乳液的滤纸片自然放置至表面无溶液后,放在发育良好的金葡萄球菌和大肠杆菌的培养皿中,发现滤纸片周围出现一圈明显的抑菌圈,说明该水性聚氨酯乳液具有良好的抑菌性能。
实施例2:
将100.0质量份丙烯酸松香GMA酯化物(RAG)用400质量份分析纯的丙酮溶解,加入0.75质量份化学纯二月桂酸二丁基锡(DBTDL),分散均匀后转移至装有搅拌棒、回流冷凝管、温度计和氮气保护装置的反应釜中,在400r·min-1下进行搅拌,水浴加热至30℃后,加入50.3质量份纯度99%的甲苯二异氰酸酯(TDI)进行反应,待-NCO含量降至理论值时,加入14.6质量份纯度99%的亲水性扩链剂N-甲基二乙醇胺(MDEA),反应至-NCO含量降为0,降低反应温度至25℃,加入7.0质量份分析纯的冰乙酸中和20分钟,加入30mL去离子水,在1300rmin-1的转速下乳化15分钟,最后经减压蒸馏除去丙酮,得到固含量为20%的水性聚氨酯乳液(RWPU)。将浸过该水性聚氨酯乳液的滤纸片自然放置至表面无溶液后,分别放在发育良好的金黄色葡萄球菌和大肠杆菌的培养皿中,发现滤纸片周围出现一圈明显的抑菌圈,说明该水性聚氨酯乳液具有良好的抑菌性能。
实施例3:
将100.0质量份丙烯酸松香GMA酯化物(RAG)用400质量份分析纯的丙酮溶解,加入0.75质量份化学纯二月桂酸二丁基锡(DBTDL),分散均匀后转移至装有搅拌棒、回流冷凝管、温度计和氮气保护装置的反应釜中,在400r·min-1下进行搅拌,水浴加热至30℃后,加入50.3质量份纯度99%的甲苯二异氰酸酯(TDI)进行反应,待-NCO含量降至理论值时,加入16.4质量份纯度99%的亲水性扩链剂N-甲基二乙醇胺(MDEA),反应至-NCO含量降为0,降低反应温度至25℃,加入8.0质量份分析纯冰乙酸中和20分钟,加入30mL去离子水,在1200rmin-1的转速下乳化15分钟,最后经减压蒸馏除去丙酮,得到固含量为21%的水性聚氨酯乳液(RWPU),将浸过该水性聚氨酯乳液的滤纸片自然放置至表面无溶液后,分别放在发育良好的金黄色葡萄球菌和大肠杆菌的培养皿中,发现滤纸片周围出现一圈明显的抑菌圈,说明该水性聚氨酯乳液具有良好的抑菌性能。
Claims (1)
1.一种松香基TDI型抑菌聚氨酯的制备方法,其特征在于具体步骤为:
将100.0质量份丙烯酸松香GMA酯化物即RAG用300-500质量份分析纯丙酮溶解,加入0.70-0.80质量份化学纯二月桂酸二丁基锡,分散均匀后转移至装有搅拌棒、回流冷凝管、温度计和氮气保护装置的反应釜中,在300~450 r·min-1下进行搅拌,水浴加热至30~40℃后,加入45.0~55.0质量份纯度99%的甲苯二异氰酸酯进行反应,待-NCO含量降至理论值时,加入12~17质量份纯度99%的亲水性扩链剂N-甲基二乙醇胺,反应至-NCO含量降为0,降温至25℃,加入6.0~8.0质量份分析纯的冰乙酸中和20 ~30分钟,加入20~40mL去离子水,在1200~1500 r•min-1的转速下乳化10~20分钟,经减压蒸馏除去丙酮,得到固含量为15~25%的水性聚氨酯乳液;利用抑菌圈法测试水性聚氨酯的抑菌性;
所述丙烯酸松香GMA酯化物即RAG制备方法为:
(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;
(2)在反应釜中将100.0质量份步骤(1)所得丙烯酸松香加成物溶解于176.0质量份分析纯甲苯中,加入76.0质量份纯度97%甲基丙烯酸缩水甘油酯,0.5质量份分析纯三乙胺和0.40质量份分析纯1,4-对苯二酚,升温至120℃,反应4小时后结束,测酸值为4.0mgKOH·g-1,减压蒸馏除去甲苯,即得丙烯酸松香GMA酯化物即RAG,测固体质量百分比为92%。
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