CN108192126B - 一种基于聚咪唑盐的抗菌涂层的制备方法 - Google Patents
一种基于聚咪唑盐的抗菌涂层的制备方法 Download PDFInfo
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Abstract
本发明涉及功能涂层领域,具体涉及一种基于聚咪唑盐的抗菌涂层的制备方法。该制备方法包括以下步骤:(1)基底预处理;(2)制备过渡涂层和(3)制备聚咪唑盐涂层。该方法有操作简单,条件可控等优点,形成的抗菌涂层具有较好的抗粘附性和杀菌能力,抗菌效果显著。
Description
技术领域
本发明涉及功能涂层领域,具体涉及一种基于聚咪唑盐的抗菌涂层的制备方法。
背景技术
生物医用材料对于诊断、治疗及器官修复与再生,延长病人生命有重大作用。但是,它在临床使用中也有严峻的挑战,比如引发的细菌感染问题。细菌感染问题导致医院感染,给病患造成重大损失,甚至会导致残疾、危及生命安全。
细菌感染,最先是粘附于物质表面,接着是细菌聚集,达到一定浓度后,分泌胞外基质蛋白,从而形成生物膜。该生物膜能保护细菌逃逸宿主免疫和抗菌药物的杀伤,减弱抗菌药物对膜内细胞无效,这也易使细菌产生抗药性。因此,这是医学上需要解决的重要问题之一。
基于咪唑的抗菌涂层,能有效的降低细菌粘附于表面并且能杀死细菌,这为清洗和消毒的过程中提供不错的保护,减少细菌感染的风险。应用于医疗时,可以有效降低细菌感染造成的风险。
发明内容
本发明的目的是提出一种基于聚咪唑盐的抗菌涂层的制备方法,该制备方法简单、实用,有望解决生物医学材料中的细菌感染问题,具有重要意义。
本发明的技术方案是:
一种基于聚咪唑盐的抗菌涂层的制备方法,该制备方法包括以下步骤:(1)基底预处理;(2)制备过渡涂层和(3)制备聚咪唑盐涂层,将聚咪唑盐接枝到基底表面,利用聚咪唑盐与细菌显负电性的细胞膜表面进行作用,限制细菌在材料表面的繁殖,达到抗菌的效果。
所述的基于聚咪唑盐的抗菌涂层的制备方法,步骤(1)所述基底预处理,基底是硅胶片、玻璃、医用导尿管或医用输液管材料,包括如下步骤:首先,用清水和无水乙醇依次进行搅拌清洗,重复2~4次后置于20~40℃烘箱干燥20~30h;第二步,配制溶液A:1g的环氧树脂与8~10mL的二氯甲烷混合,将基底放入,浸润;然后,取出置于20~40℃烘箱干燥20~40min,以上步骤重复2~3次;最后,配制溶液B:1g的偶氮二异丁腈溶于8~10ml的丙酮,将A、B溶液混合,按质量比例A:B=1:0.4~0.6,将基底放入混合溶液,浸润,取出置于20~40℃烘箱干燥20~30h,在基底表面产生带引发剂涂层。
所述的基于聚咪唑盐的抗菌涂层的制备方法,步骤(2)所述制备过渡涂层,需要用到含羧酸官能团双键单体:丙烯酸、丁烯酸、庚烯酸、戊烯酸或己烯酸,其制备包括如下步骤:首先,将步骤(1)得到的基底、甲醇与含羧酸官能团双键单体的混合溶液置于反应瓶中搅拌,按质量比例甲醇:丙酮=3:1;第二步,通入氮气10~20min,之后密封;接着,60~70℃加热搅拌20~30h;最后,依次进行清水、无水乙醇搅拌清洗,超声清洗,以上步骤重复2~3次,之后置于30~40℃烘箱干燥20~30h,在基底表面产生聚合物涂层。
所述的基于聚咪唑盐的抗菌涂层的制备方法,步骤(3)所述制备聚咪唑盐涂层,选用的原料有1,2‐双(2‐氨基乙氧基)乙烷溶液、浓度35~40wt%的甲醛水溶液和浓度35~45wt%的乙二醛水溶液,其制备包括如下步骤:首先,步骤(2)制得的基底、0.5~1.5mL的1,2‐双(2‐氨基乙氧基)乙烷溶液、1.5~2.5mL的去离子水加入反应瓶中,20~30℃搅拌0.5~1.5h,1,2‐双(2‐氨基乙氧基)乙烷:甲醛:乙二醛的摩尔比为1:1:1;取0.65~0.7mL的甲醛与0.7~0.8mL的乙二醛混合,逐滴滴入反应瓶,70~90℃加热搅拌20~30h;最后,依次进行清水、无水乙醇搅拌清洗,超声清洗,以上步骤重复2~3次,之后置于30~40℃烘箱干燥20~30h,在基底表面产生聚咪唑盐涂层。
所述的基于聚咪唑盐的抗菌涂层的制备方法,1,2‐双(2‐氨基乙氧基)乙烷溶液用含有双氨基的单体替换;甲醛用丙醛、丁醛或苯甲醛只含一个醛基的单体替换;乙二醛用1,2‐环丁烷二酮、2,3‐丁二酮含有两相邻羰基的单体替换。
所述的基于聚咪唑盐的抗菌涂层的制备方法,抗菌涂层对细菌的抗菌率超过90%,细菌种类包括大肠杆菌、金黄色葡萄球菌、表皮葡萄球菌、绿脓杆菌、白色念珠菌、肺炎球菌、耐甲氧西林金黄色葡萄球菌。
本发明的优点及有益效果是:
本发明涂层是基于聚咪唑盐接枝到基底表面,利用表面电荷的作用,对细菌的繁殖起到抑制作用,达到抗菌效果。该方法有操作简单,条件可控等优点,形成的抗菌涂层具有较好的杀菌能力,具有较好的生物相容性。
具体实施方式
以下结合实施例对本发明作进一步说明,但是本发明的内容不仅仅局限于以下实施例。
实施例1
本实施例中,基于聚咪唑盐的抗菌涂层的制备方法,具体步骤如下:
(1)以硅胶片为例,这里选用表面积为0.25cm2的硅胶片,基底预处理步骤:首先,用清水和无水乙醇依次进行搅拌清洗,重复3次后置于30℃烘箱干燥24h;第二步,配制溶液A:1g的环氧树脂与9mL的二氯甲烷混合,将硅胶片放入,浸润,然后取出置于30℃烘箱干燥30min,以上步骤重复两次;最后,配制溶液B:1g的偶氮二异丁腈溶于9ml的丙酮,将A、B溶液混合(A:B=1:0.5),将硅胶片放入混合溶液,浸润,取出置于30℃烘箱干燥24h,在硅胶片表面产生带引发剂涂层。
(2)选用丙烯酸,制备过渡涂层包括以下步骤:首先,将步骤(1)得到的硅胶片、甲醇与丙烯酸的混合溶液置于反应瓶中搅拌,按重量比例甲醇:丙酮=3:1;第二步,通入氮气10~20min,之后密封,接着,65℃加热搅拌24h;最后,依次进行清水、无水乙醇搅拌清洗,超声清洗,以上步骤重复2次,之后置于35℃烘箱干燥24h,在硅胶片表面产生聚丙烯酸涂层。
(3)选用1,2-双(2-氨基乙氧基)乙烷溶液,甲醛,乙二醛,制备聚咪唑盐涂层包括以下步骤:首先,步骤(2)制得的硅胶片、1mL的1,2-双(2-氨基乙氧基)乙烷溶液、2mL的去离子水加入反应瓶中,25℃搅拌1h,1,2-双(2-氨基乙氧基)乙烷:甲醛:乙二醛的摩尔比为1:1:1;取0.67mL的甲醛与0.77mL的乙二醛混合,逐滴滴入反应瓶,80℃加热搅拌24h;最后,依次进行清水、无水乙醇搅拌清洗,超声清洗,以上步骤重复两次,之后置于35℃烘箱干燥24h,在硅胶片表面产生聚咪唑盐涂层。
实施例2
本实施例中,基于聚咪唑盐的抗菌涂层的制备方法,具体步骤如下:
(1)以硅胶片为例,这里选用表面积为0.25cm2的硅胶片,基底预处理步骤:首先,用清水和无水乙醇依次进行搅拌清洗,重复3次后置于30℃烘箱干燥24h;第二步,配制溶液A:1g的环氧树脂与9mL的二氯甲烷混合,将硅胶片放入,浸润,然后取出置于30℃烘箱干燥30min,以上步骤重复两次;最后,配制溶液B:1g的偶氮二异丁腈溶于9ml的丙酮,将A、B溶液混合(A:B=1:0.5),将硅胶片放入混合溶液,浸润,取出置于30℃烘箱干燥24h,在硅胶片表面产生带引发剂涂层。
(2)选用丙烯酸,制备过渡涂层包括以下步骤:首先,将步骤(1)得到的硅胶片、甲醇与丙烯酸的混合溶液置于反应瓶中搅拌,甲醇:丙酮=3:1;第二步,通入氮气10~20min,之后密封,接着,65℃加热搅拌24h;最后,依次进行清水、无水乙醇搅拌清洗,超声清洗,以上步骤重复2次,之后置于35℃烘箱干燥24h,在硅胶片表面产生聚丙烯酸涂层。
(3)选用1,4丁二胺溶液,甲醛,乙二醛,制备聚咪唑盐涂层包括以下步骤:首先,步骤(2)制得的硅胶片、1mL的1,4丁二胺溶液、2mL的去离子水加入反应瓶中,25℃搅拌1h,1,4丁二胺:甲醛:乙二醛的摩尔比为1:1:1;取1.12mL的甲醛与1.29mL的乙二醛混合,逐滴滴入反应瓶,80℃加热搅拌24h;最后,依次进行清水、无水乙醇搅拌清洗,超声清洗,以上步骤重复两次,之后置于35℃烘箱干燥24h,在硅胶片表面产生聚咪唑盐涂层。
实施例3
本实施例中,基于聚咪唑盐的抗菌涂层的制备方法,具体步骤如下:
(1)以玻璃片为例,这里选用表面积为0.25cm2的玻璃片,基底预处理步骤:首先,用清水和无水乙醇依次进行搅拌清洗,重复3次后置于30℃烘箱干燥24h;第二步,配制溶液A:1g的环氧树脂与9mL的二氯甲烷混合,将玻璃片放入,浸润,然后取出置于30℃烘箱干燥30min,以上步骤重复两次;最后,配制溶液B:1g的偶氮二异丁腈溶于9ml的丙酮,将A、B溶液混合(A:B=1:0.5),将玻璃片放入混合溶液,浸润,取出置于30℃烘箱干燥24h,在玻璃片表面产生带引发剂涂层。
(2)选用丙烯酸,制备过渡涂层包括以下步骤:首先,将步骤(1)得到的玻璃片、甲醇与丙烯酸的混合溶液置于反应瓶中搅拌,甲醇:丙酮=3:1;第二步,通入氮气10~20min,之后密封,接着,65℃加热搅拌24h;最后,依次进行清水、无水乙醇搅拌清洗,超声清洗,以上步骤重复2次,之后置于35℃烘箱干燥24h,在玻璃片表面产生聚丙烯酸涂层。
(3)选用1,4丁二胺溶液,甲醛,乙二醛,制备聚咪唑盐涂层包括以下步骤:首先,步骤(2)制得的玻璃片、1mL的1,4丁二胺溶液、2mL的去离子水加入反应瓶中,25℃搅拌1h,1,4丁二胺:甲醛:乙二醛的摩尔比为1:1:1;取1.12mL的甲醛与1.29mL的乙二醛混合,逐滴滴入反应瓶,80℃加热搅拌24h;最后,依次进行清水、无水乙醇搅拌清洗,超声清洗,以上步骤重复两次,之后置于35℃烘箱干燥24h,在玻璃片表面产生聚咪唑盐涂层。
实施例4
本实施例中,基于聚咪唑盐的抗菌涂层的制备方法,具体步骤如下:
(1)以玻璃片为例,这里选用表面积为0.25cm2的玻璃片,基底预处理步骤:首先,用清水和无水乙醇依次进行搅拌清洗,重复3次后置于30℃烘箱干燥24h;第二步,配制溶液A:1g的环氧树脂与9mL的二氯甲烷混合,将玻璃片放入,浸润,然后取出置于30℃烘箱干燥30min,以上步骤重复两次;最后,配制溶液B:1g的偶氮二异丁腈溶于9ml的丙酮,将A、B溶液混合(A:B=1:0.5),将玻璃片放入混合溶液,浸润,取出置于30℃烘箱干燥24h,在玻璃片表面产生带引发剂涂层。
(2)选用丙烯酸,制备过渡涂层包括以下步骤:首先,将步骤(1)得到的玻璃片、甲醇与丙烯酸的混合溶液置于反应瓶中搅拌,甲醇:丙酮=3:1;第二步,通入氮气10~20min,之后密封,接着,65℃加热搅拌24h;最后,依次进行清水、无水乙醇搅拌清洗,超声清洗,以上步骤重复2次,之后置于35℃烘箱干燥24h,在玻璃片表面产生聚丙烯酸涂层。
(3)选用1,2-双(2-氨基乙氧基)乙烷溶液,甲醛,乙二醛,制备聚咪唑盐涂层包括以下步骤:首先,步骤(2)制得的玻璃片、1mL的1,2-双(2-氨基乙氧基)乙烷溶液、2mL的去离子水加入反应瓶中,25℃搅拌1h,1,2-双(2-氨基乙氧基)乙烷:甲醛:乙二醛的摩尔比为1:1:1;取0.67mL的甲醛与0.77mL的乙二醛混合,逐滴滴入反应瓶,80℃加热搅拌24h;最后,依次进行清水、无水乙醇搅拌清洗,超声清洗,以上步骤重复两次,之后置于35℃烘箱干燥24h,在玻璃片表面产生聚咪唑盐涂层。
实施例5
与实施例1相同,不同的是:步骤(3)中,含有双氨基的单体选用的是0.1g的壳聚糖。
实施例6
与实施例1相同,不同的是:基底采用医用输液管。
实施例7
与实施例1相同,不同的是:基底选用医用输液管,含有双氨基的单体选用的是1,4丁二胺。
实施例结果表明,采用本发明方法制备的基于聚咪唑盐的抗菌涂层,所述抗菌涂层对大肠杆菌、金黄色葡萄球菌、表皮葡萄球菌、绿脓杆菌、白色念珠菌、肺炎球菌、耐甲氧西林金黄色葡萄球菌的抗菌率超过90%。
显然,上述实施例仅仅是为了清楚阐述本发明,而不是限定于上述实施方式。在上述说明的基础上,仍可以做出其他不同形式的变化或者变动,这里无法一一例举,凡是属于本发明技术方案所引申出的显而易见的变化或变动仍处于本发明的保护范围之列。
Claims (3)
1.一种基于聚咪唑盐的抗菌涂层的制备方法,其特征在于,包括如下步骤:
(1)基底预处理;
(2)制备过渡涂层;
(3)制备聚咪唑盐涂层;
步骤(1)所述基底预处理,基底是硅胶片、玻璃、医用导尿管或医用输液管材料,包括如下步骤:首先,用清水和无水乙醇依次进行搅拌清洗,重复2~4次后置于20~40℃烘箱干燥20~30h;第二步,配制溶液A:1g的环氧树脂与8~10mL的二氯甲烷混合,将基底放入,浸润;然后,取出置于20~40℃烘箱干燥20~40min,以上步骤重复2~3次;最后,配制溶液B:1g的偶氮二异丁腈溶于8~10mL的丙酮,将A、B溶液混合,按质量比例A:B=1:0.4~0.6,将基底放入混合溶液,浸润,取出置于20~40℃烘箱干燥20~30h,在基底表面产生带引发剂涂层;
步骤(2)所述制备过渡涂层,需要用到含羧酸官能团双键单体:丙烯酸、丁烯酸、庚烯酸、戊烯酸或己烯酸,其制备包括如下步骤:首先,将步骤(1)得到的基底、甲醇与含羧酸官能团双键单体的混合溶液置于反应瓶中搅拌,按质量比例甲醇:丙酮=3:1;第二步,通入氮气10~20min,之后密封;接着,60~70℃加热搅拌20~30h;最后,依次进行清水、无水乙醇搅拌清洗,超声清洗,以上步骤重复2~3次,之后置于30~40℃烘箱干燥20~30h,在基底表面产生聚合物涂层;
步骤(3)所述制备聚咪唑盐涂层,选用的原料有1,2-双(2-氨基乙氧基)乙烷溶液、浓度35~40wt%的甲醛水溶液和浓度35~45wt%的乙二醛水溶液,其制备包括如下步骤:首先,步骤(2)制得的基底、0.5~1.5mL的1,2-双(2-氨基乙氧基)乙烷溶液、1.5~2.5mL的去离子水加入反应瓶中,20~30℃搅拌0.5~1.5h,1,2-双(2-氨基乙氧基)乙烷:甲醛:乙二醛的摩尔比为1:1:1;取0.65~0.7mL的甲醛与0.7~0.8mL的乙二醛混合,逐滴滴入反应瓶,70~90℃加热搅拌20~30h;最后,依次进行清水、无水乙醇搅拌清洗,超声清洗,以上步骤重复2~3次,之后置于30~40℃烘箱干燥20~30h,在基底表面产生聚咪唑盐涂层;
1,2-双(2-氨基乙氧基)乙烷溶液用含有双氨基的单体替换;甲醛用丙醛、丁醛或苯甲醛只含一个醛基的单体替换;乙二醛用1,2-环丁烷二酮、2,3-丁二酮含有两相邻羰基的单体替换。
2.根据权利要求1所述的基于聚咪唑盐的抗菌涂层的制备方法,其特征在于,所述抗菌涂层对细菌的抗菌率超过90%,细菌种类包括大肠杆菌、金黄色葡萄球菌、表皮葡萄球菌、绿脓杆菌、白色念珠菌、肺炎球菌。
3.根据权利要求2所述的基于聚咪唑盐的抗菌涂层的制备方法,其特征在于,金黄色葡萄球菌为耐甲氧西林金黄色葡萄球菌。
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CN104387832A (zh) * | 2014-09-29 | 2015-03-04 | 北京师范大学 | 一种负载有小分子物质的复合抑菌涂层制备方法 |
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CN102632022A (zh) * | 2012-05-01 | 2012-08-15 | 吉林大学 | 一种自修复透明抗菌涂层的制备方法 |
CN104387832A (zh) * | 2014-09-29 | 2015-03-04 | 北京师范大学 | 一种负载有小分子物质的复合抑菌涂层制备方法 |
Non-Patent Citations (1)
Title |
---|
"咪唑盐聚离子液体功能高分子膜的合成与表征";郭江娜;《中国博士学位论文全文数据库 工程科技Ⅰ辑》;20160815;第B014-160页 * |
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