CN116695445A - 二氧化硫气体协同光热抗菌织物的制备方法 - Google Patents
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Abstract
本发明公开了一种二氧化硫气体协同光热抗菌织物的制备方法,包括:步骤1,将盐酸多巴胺通过卞基保护羟基的方法制备得到化合物a;步骤2,将化合物a与2,4‑二硝基苯磺酰氯反应制备得到化合物b;步骤3,将化合物b通过氢气脱保护制备得到化合物SPDA;步骤4,通过原位生长,将SO2供给药SPDA与铜离子在织物纤维上自组装成纳米粒子SPDAC。本发明合成步骤简单,适合大规模生产。
Description
技术领域
本发明涉及一种二氧化硫气体协同光热抗菌织物的制备方法。
背景技术
由于自身具有微孔结构,加上人体的温度、散发的湿气、皮肤代谢物等,纺织品被认为是最适合细菌和真菌生长的环境之一。织物上微生物的滋生和繁殖不仅对织物本身具有破坏作用,而且对穿着者带来一些令人厌恶的缺点。如会使织物机械性能降低,产生斑渍、褪色,以及交叉感染等。基于以上原因,阻碍和抑制微生物在织物使用和储存过程中的代谢和繁殖非常必要。
二氧化硫(SO2)长期以来只被视为一种空气污染物;然而,SO2也可以通过人体代谢过程产生。经过研究表明,SO2过量可以对机体造成氧化损伤,甚至诱导微生物的死亡。SO2在水中形成亚硫酸,亚硫酸具有氧化性,可以破坏细菌的氧化酶,蛋白质,夺取细胞内的氧气,改变蛋白质的构象,且生成的硫酸根与细胞内的钙离子结合沉淀,影响微生物的代谢。
发明内容
本发明的目的在于提供一种合成步骤简单,适合大规模生产的二氧化硫气体协同光热抗菌织物的制备方法。
本发明的技术解决方案是:
一种二氧化硫气体协同光热抗菌织物的制备方法,其特征是:包括以下步骤:
步骤1,将盐酸多巴胺通过卞基保护羟基的方法制备得到化合物a;
步骤2,将化合物a与2,4-二硝基苯磺酰氯反应制备得到化合物b;
步骤3,将化合物b通过氢气脱保护制备得到化合物SPDA;
步骤4,通过原位生长,将SO2供给药SPDA与铜离子在织物纤维上自组装成纳米粒子SPDAC。
具体步骤为:
步骤1,将310mg的盐酸多巴胺在5分钟氮气保护下和8mL的甲醇搅拌,在搅拌后加入0.414mg的二碳酸二叔丁酯和0.25mL的三乙胺;反应12小时后将其溶于40mL的二氯甲烷,用15mL的盐酸和5mL的食盐水分别清洗,用无水硫酸钠干燥,置于-5摄氏度环境下3小时,逐渐析出白色固体;再将237.14mg白色固体与816mg的碳酸钾通15分钟氮气,加入6.83mL的二甲基甲酰胺并逐滴加入0.223mL溴化苄,避光反应24小时;反应结束后进行抽滤并用乙醚清洗滤饼,将滤液浓缩后置于-5摄氏度环境下5小时,逐渐析出固体。最后将115mg的固体与0.2mL的三氟乙酸、3.8mL的二氯甲烷混合后室温反应5小时,真空干燥后得到化合物a;
步骤2,将0.455mmol的化合物a溶于6mL的二氯甲烷,放置于冰水中,同时加入1.05当量的2,4-二硝基苯磺酰氯和3当量的三乙胺;室温搅拌6小时后,加入水,用乙醚萃取;有机相用食盐水清洗,并用无水硫酸钠干燥,旋蒸浓缩后得到黄色固体,即所需化合物b;
步骤3,将173.58mg的化合物b溶解于6mL的乙酸乙酯中,加入200mg钯炭,充满氢气;反应24小时,将钯炭过滤掉,旋干后得到化合物SPDA;
步骤4,将SPDA与二水合氯化铜分别配置50mL 2mM的乙醇溶液,将织物先浸泡在SPDA溶液中20分钟,再将织物转移到氯化铜溶液中浸泡20分钟,此操作反复进行5遍后将浸泡好的织物真空干燥即可。
本发明用2,4-二硝基苯磺酰氯和盐酸多巴胺合成SO2供给药SPDA;通过原为生长,将SPDA与铜离子配位,在织物纤维上形成纳米颗粒,构建二氧化硫气体治疗协同光热抗菌的织物。
本发明的织物一方面通过细菌体内的谷胱甘肽使纳米粒子中的磺酸根断裂,释放出二氧化硫破坏细菌氧化酶、蛋白,降低pH值,破坏细菌内氧化还原平衡,对细菌进行破坏性损伤。二氧化硫溶于水后,形成亚硫酸溶液,其氧化能力也可进行杀菌消毒。另一方面,丰富的铜元素配合SPDAC的光热效果可以对杀菌效果起到协同作用。本发明的抗菌织物可以实现气体治疗协同光热治疗;此外,本发明的抗菌织物合成步骤比较简单,成本较低,因而适合大规模生产。
附图说明
图1为实施例1中SPDA的氢谱图。
图2为实施例1中SPDAC纳米球原为生长在织物纤维上的SEM照片。
图3为实施例1中SPDAC的红外光谱。
图4为实施例1中SPDAC的二氧化硫释放性能检测图。
图5为实施例1的SPDAC的光热性能测试图。
图6为实施例1中抗菌织物的红外热成像图。
图7为实施例1中不同织物的抗菌效果图。
具体实施方式
实施例1
(1)将盐酸多巴胺通过卞基保护羟基的方法制备得到化合物a。将310mg的盐酸多巴胺在5分钟氮气保护下和8mL的甲醇搅拌,在搅拌几分钟后加入0.414mg的二碳酸二叔丁酯和0.25mL的三乙胺。反应12小时后将其溶于40mL的二氯甲烷,用15mL的盐酸和5mL的食盐水分别清洗,用无水硫酸钠干燥,置于-5摄氏度环境下3小时,逐渐析出白色固体。再将237.14mg白色固体与816mg的碳酸钾通15分钟氮气,加入6.83mL的二甲基甲酰胺并逐滴加入0.223mL溴化苄,避光反应24小时。反应结束后进行抽滤并用乙醚清洗滤饼,将滤液浓缩后置于-5摄氏度环境下5小时,逐渐析出固体。最后将115mg的固体与0.2mL的三氟乙酸、3.8mL的二氯甲烷混合后室温反应5小时,真空干燥后得到化合物a。
(2)将化合物a与2,4-二硝基苯磺酰氯化合得到化合物b。
0.455mmol的化合物a溶于6mL的二氯甲烷,放置于冰水中,同时加入1.05当量的2,4-二硝基苯磺酰氯和3当量的三乙胺。室温搅拌6小时后,加入适量水,用乙醚萃取。有机相用食盐水清洗,并用无水硫酸钠干燥,旋蒸浓缩后得到黄色固体,即所需化合物b。
(3)氢气脱保护,制备SO2供给药SPDA。
将173.58mg的化合物b溶解于6mL的乙酸乙酯中,加入200mg钯炭,充好满氢气。反应24小时,将钯炭过滤掉,旋干后得到化合物SPDA。
(4)通过原位生长,将SO2供给药SPDA与铜离子在织物纤维上自组装成纳米粒子SPDAC。
将SPDA与二水合氯化铜分别配置50mL 2mM的乙醇溶液,将织物先浸泡在SPDA溶液中20分钟,再将织物转移到氯化铜溶液中浸泡20分钟,此操作反复进行5遍后将浸泡好的织物真空干燥,得到在织物纤维生长的SPDAC纳米球。
性能测试:
1.SPDAC纳米球在织物纤维上的形貌测定
图2反映了SPDAC在织物纤维上的SEM照片。
2.SPDAC性能测定
将SPDA与二水合氯化铜分别配置50mL 2mM的乙醇溶液,混合后搅拌过夜,7000rpm离心,用乙醇和水分别洗涤三次,得到不在织物纤维上生长的SPDAC纳米球。
图3可以看到1348cm-1和1179cm-1处有磺酰基的特征峰,说明本实验中2,4-二硝基苯磺酰氯与氨基成功酰胺化反应。
3.SPDAC产生SO2的性能测定
配制0.2mg/mL的pH=5.0的SPDAC溶液(含5μM的7-(二乙胺基)香豆素-3-甲醛DEACA),加入20当量的GSH。在1、2、3、4、5小时后检测其在483nm处的荧光强度(激发波长为390nm,狭缝为5nm/5nm)。不同浓度DAHC在不同时间段的荧光强度变化如图4。随着时间的的增长荧光强度不断加强,证明SPDAC能够有效的持续释放出SO2,并且这种释放具有时间依赖性。
4.SPDAC的光热性能测定
分别配置0.5mL的1mg/mL的SPDA和SPDAC溶液,并用808nm激光照射,实时记录温度变化。从图5可以发现,随着时间变化,SPDAC的升温速率最快,能够上升22摄氏度,而SPDA和水的温度上升较慢较低,这说明SDPAC纳米球具有良好的光热效果。
5.原位生长后,SPDAC在织物纤维上的红外热成像分析
将生长有SPDAC纳米球的织物用808nm激光照射,并用红外热成像仪实时记录。通过图6可以看到,普通布料在808nm激光照射下,温度几乎没有变化;而长有SPDAC的布料在在808nm激光照射下,随着时间的变化,温度逐渐升高。这说明长有SPDAC的织物有着良好的光热性能。
6.抗菌性能测定
将普通布料和长有SPDAC纳米球的布料洗涤后对金黄色葡萄球菌和大肠杆菌进行检测,结果如图7。可以发现,在不加光照的情况下,长有SPDAC纳米球的布料上金黄色葡萄球菌和大肠杆菌的存活率降低;在加入808nm激光照射后,产生光热效果,使得抗菌进一步加强,通过二氧化硫气体协同光热抗菌的效果,对细菌产生巨大杀伤性,金黄色葡萄球菌和大肠杆菌的存活率不足5%。这说明长有SPDAC纳米颗粒涂层胶在没有光照的情况下,其中丰富的铜元素和产生的二氧化硫可以产生抗菌效果,而在光照情况下,抗菌效果大大加强。
Claims (2)
1.一种二氧化硫气体协同光热抗菌织物的制备方法,其特征是:包括以下步骤:
步骤1,将盐酸多巴胺通过卞基保护羟基的方法制备得到化合物a;
步骤2,将化合物a与2,4-二硝基苯磺酰氯反应制备得到化合物b;
步骤3,将化合物b通过氢气脱保护制备得到化合物SPDA;
步骤4,通过原位生长,将SO2供给药SPDA与铜离子在织物纤维上自组装成纳米粒子SPDAC。
2.根据权利要求1所述的二氧化硫气体协同光热抗菌织物的制备方法,其特征是:具体步骤为:
步骤1,将310mg的盐酸多巴胺在5分钟氮气保护下和8mL的甲醇搅拌,在搅拌后加入0.414mg的二碳酸二叔丁酯和0.25mL的三乙胺;反应12小时后将其溶于40mL的二氯甲烷,用15mL的盐酸和5mL的食盐水分别清洗,用无水硫酸钠干燥,置于-5摄氏度环境下3小时,逐渐析出白色固体;再将237.14mg白色固体与816mg的碳酸钾通15分钟氮气,加入6.83mL的二甲基甲酰胺并逐滴加入0.223mL溴化苄,避光反应24小时;反应结束后进行抽滤并用乙醚清洗滤饼,将滤液浓缩后置于-5摄氏度环境下5小时,逐渐析出固体。最后将115mg的固体与0.2mL的三氟乙酸、3.8mL的二氯甲烷混合后室温反应5小时,真空干燥后得到化合物a;
步骤2,将0.455mmol的化合物a溶于6mL的二氯甲烷,放置于冰水中,同时加入1.05当量的2,4-二硝基苯磺酰氯和3当量的三乙胺;室温搅拌6小时后,加入水,用乙醚萃取;有机相用食盐水清洗,并用无水硫酸钠干燥,旋蒸浓缩后得到黄色固体,即所需化合物b;
步骤3,将173.58mg的化合物b溶解于6mL的乙酸乙酯中,加入200mg钯炭,充满氢气;反应24小时,将钯炭过滤掉,旋干后得到化合物SPDA;
步骤4,将SPDA与二水合氯化铜分别配置50mL 2mM的乙醇溶液,将织物先浸泡在SPDA溶液中20分钟,再将织物转移到氯化铜溶液中浸泡20分钟,此操作反复进行5遍后将浸泡好的织物真空干燥即可。
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