CN108314091B - 一种聚乙二醇-聚乙烯亚胺修饰氧化铁纳米颗粒的制备方法 - Google Patents
一种聚乙二醇-聚乙烯亚胺修饰氧化铁纳米颗粒的制备方法 Download PDFInfo
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- 229920002873 Polyethylenimine Polymers 0.000 title claims abstract description 97
- NDLPOXTZKUMGOV-UHFFFAOYSA-N oxo(oxoferriooxy)iron hydrate Chemical class O.O=[Fe]O[Fe]=O NDLPOXTZKUMGOV-UHFFFAOYSA-N 0.000 title claims abstract description 95
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Abstract
一种聚乙二醇‑聚乙烯亚胺修饰氧化铁纳米颗粒的制备方法,包括以下步骤:包括以下步骤:1)将聚乙二醇溶于二氯甲烷中,加入马来酸酐,同时加入三乙胺和4‑二甲氨基吡啶,在室温条件下反应48h~72h,加入冰乙醚沉淀得到产物羧基化聚乙二醇;2)将所得产物溶于四氢呋喃,加入聚乙烯亚胺,加入二环己基碳二亚胺和4‑二甲氨基吡啶,室温下反应72h~120h,旋蒸去除溶剂,得到聚乙二醇‑聚乙烯亚胺共聚物;3)通过配合体交换法得到聚乙二醇‑聚乙烯亚胺修饰氧化铁纳米颗粒。本发明通过本方法制得的氧化铁纳米颗粒粒径分布均匀、具有良好的水溶性和细胞相容性。
Description
技术领域
本发明属于材料技术领域,具体涉及一种聚乙二醇-聚乙烯亚胺修饰氧化铁纳米颗粒的制备方法。
背景技术
氧化铁纳米颗粒(Iron Oxide Nanoparticles)被广泛应用于磁性储能介质、生物传感器、药物装载以及医学治疗等领域。在医学治疗应用方面,氧化铁纳米颗粒的胶体稳定性是影响其应用的主要性能指标[International J.Pharmaceutics.2011,408,130]。对氧化铁纳米颗粒表面进行修饰改性是一种有效的方法,比如可以采用聚乙烯亚胺对氧化铁纳米颗粒表面进行改性,但是仍存在团聚问题,而且也不易保存[Colliods Surf.,B,2014,122,752]。研究者尝试通过湿化学法首先制备氧化铁纳米颗粒,后通过聚乙烯亚胺高分子修饰[J.Magn.Magn.Mater.,2015,375,217],但是得到的聚乙烯亚胺修饰氧化铁纳米颗粒仍然具有尺寸不均一等缺点。有研究者尝试制备聚乙二醇-聚乙烯亚胺共聚物,然后在湿化学法制备氧化铁纳米颗粒基础上对其进行改性,但是纳米颗粒的尺寸均一问题仍没有得到有效改善[Transactions of Nonferrous Metals Society of China,2008,18,393]。Park等采用高温法制备氧化铁纳米颗粒,尺寸均一[Nat Mater.,2004,3,891],但是制备的氧化铁纳米颗粒因为表面为疏水分子,很难容易水中,限制了其在医学方面的应用。针对以上问题,本发明制备出具有尺寸均一和良好胶体稳定性聚乙二醇-聚乙烯亚胺修饰氧化铁纳米颗粒。
发明内容
本发明的目的在于提供一种聚乙二醇-聚乙烯亚胺修饰氧化铁纳米颗粒的制备方法。
基于上述目的,本发明采取如下技术方案:
一种聚乙二醇-聚乙烯亚胺修饰氧化铁纳米颗粒的制备方法,包括以下步骤:
1)将聚乙二醇溶于二氯甲烷中,加入马来酸酐,同时加入三乙胺和4-二甲氨基吡啶,室温下反应48h~72h后,加入冰乙醚沉淀得到羧基化聚乙二醇;
2)将步骤1)所得羧基化聚乙二醇溶于四氢呋喃,加入聚乙烯亚胺,加入催化剂二环己基碳二亚胺和4-二甲氨基吡啶,室温下反应72h~120h,旋蒸得到聚乙二醇-聚乙烯亚胺共聚物;
3)通过配合体交换法得到聚乙二醇-聚乙烯亚胺修饰氧化铁纳米颗粒,具体为:将氧化铁纳米颗粒溶于四氢呋喃中,加入聚乙二醇-聚乙烯亚胺共聚物,室温搅拌后,加水萃取,取水相,即得溶于水的聚乙二醇-聚乙烯亚胺修饰氧化铁纳米颗粒。
步骤1)中,所述聚乙二醇与马来酸酐的摩尔比为1:(1~2.04);三乙胺与4-二甲氨基吡啶摩尔比为1:(2.12~6.28),三乙胺与4-二甲氨基吡啶的加入总质量为马来酸酐质量的1.4~1.75倍。
步骤2)中,所述聚乙烯亚胺与聚乙二醇的摩尔比为1:(2~2.5);所述二环己基碳二亚胺和4-二甲氨基吡啶摩尔比1:(3.42~4.73),二环己基碳二亚胺和4-二甲氨基吡啶加入总质量为羧基化聚乙二醇质量为0.5~2倍,羧基化聚乙二醇与四氢呋喃的用量比为1g:(50~100)ml。
步骤3)中,聚乙二醇-聚乙烯亚胺修饰氧化铁纳米颗粒的具体制备过程为:将5mg氧化铁纳米颗粒溶于0.5ml四氢呋喃,加入一定量的聚乙二醇-聚乙烯亚胺共聚物,聚乙二醇-聚乙烯亚胺共聚物与氧化铁纳米颗粒的质量比为(5~1):1,室温下搅拌48h~120h,加入0.5ml超纯水,取水相部分,即可得到溶于水的聚乙二醇-聚乙烯亚胺修饰氧化铁纳米颗粒。
步骤3)中,氧化铁纳米颗粒采用以下步骤制得:
a)将6g氢氧化钠溶于75ml超纯水中,加入47g油酸,在50℃下搅拌2~5h,得到蜡状混合物,之后溶于100ml乙醇中,加入冰丙酮沉淀,再加入冰丙酮清洗2~3次,真空干燥24h以上,得到油酸钠;每次冰丙酮的加入量为该步骤中乙醇体积的三倍以上;
b)将10.8g六水氯化铁和36.5g油酸钠溶于80ml乙醇、60ml超纯水和160ml己烷组成的混合溶液,在70℃下加热搅拌4h,取上清油相溶液,用30ml超纯水清洗三次,旋蒸除去溶剂,得到油状油酸铁;
c)将0.7g油酸铁溶于5ml 1-十八稀,通氮气保护,加热至320℃,保持10min,后冷却至室温,用酒精溶解,旋蒸去除溶剂后,即得。
本发明中,聚乙二醇-聚乙烯亚胺共聚物的反应过程与结构为:
本发明首先合成聚乙二醇-聚乙烯亚胺,通过配合体交换将氧化铁纳米颗粒表面的疏水基团替换为亲水基团,最终获得聚乙二醇-聚乙烯亚胺修饰氧化铁纳米颗粒,可用于药物的装载与释放以及皮肤生物膜治疗等领域。与现有技术相比,本发明的技术优势在于:
(1)可以获得更加稳定的氧化铁纳米颗粒;
(2)采用的本方法制备的聚乙烯亚胺修饰氧化铁纳米颗粒粒径分布均匀、粒径可以控制;
(4)采用本方法制备的聚乙烯亚胺修饰氧化铁纳米颗粒可以稳定地储存在水溶液中,三个月内不会出现团聚现象,粒径不会发生变化;
(5)本发明制备方法未见文献报道,制备过程可操作性强,有利于本发明在生物医用领域的推广。
附图说明
图1为实施例1制得的聚乙二醇-聚乙烯亚胺修饰氧化铁纳米颗粒扫描电镜照片SEM图;
图2为实施例2制得的聚乙二醇-聚乙烯亚胺修饰氧化铁纳米颗粒扫描电镜照片SEM图;
图3为实施例2制得的聚乙二醇-聚乙烯亚胺修饰氧化铁纳米颗粒溶于水的照片;
图4为对采用实施例2制备的氧化铁纳米颗粒配置不同浓度的氧化铁纳米颗粒与骨髓间充质干细胞进行培养后CCK-8的检测结果;
图5为对采用实施例2制备的氧化铁纳米颗粒配置不同浓度的氧化铁纳米颗粒与细胞共培养三天后的激光共聚焦图片,(A):160mg/L;(B):80mg/L;(C):40mg/L;(D):20mg/L;(E):10mg/L;(F):Control Group(空白),Scale Bar(标尺):50μm。
具体实施方式
下面结合具体实施例对本发明做进一步描述。实施例中所用到原料均可在市场购得。本发明中所述室温是指25℃~30℃。本发明中,马来酸酐的分子量为98.06,三乙胺为153.15,4-二甲氨基吡啶为122.17,二环己基二亚胺为194.23,计算时,取小数点后两位,四舍五入。
实施例1
一种聚乙二醇-聚乙烯亚胺修饰氧化铁纳米颗粒的制备方法,包括以下步骤:
1)将2g聚乙二醇(Mw=1000)溶于200ml二氯甲烷中,加入0.2g马来酸酐,同时加入0.05g三乙胺和0.25g 4-二甲氨基吡啶,在室温条件下反应48h,加入二氯甲烷三倍体积以上的冰乙醚沉淀得到羧基化聚乙二醇;步骤1)中,所述聚乙二醇与马来酸酐的摩尔比为1:1;三乙胺与4-二甲氨基吡啶摩尔比为1:6.28,三乙胺与4-二甲氨基吡啶的加入总质量为马来酸酐质量的1.5倍。
2)将0.4g所得产物溶于40ml四氢呋喃,加入8g聚乙烯亚胺(Mw=8,000),加入0.05g二环己基碳二亚胺和0.15g 4-二甲氨基吡啶,室温条件下反应72h,旋蒸法去除溶剂,得到聚乙二醇-聚乙烯亚胺共聚物;步骤2)中,所述聚乙烯亚胺与聚乙二醇的摩尔比为1:2;所述二环己基碳二亚胺和4-二甲氨基吡啶摩尔比1:4.73,二环己基碳二亚胺和4-二甲氨基吡啶加入总质量为羧基化聚乙二醇质量为0.5倍。
3)最后通过配合体交换法得到聚乙二醇-聚乙烯亚胺修饰氧化铁纳米颗粒:
制备氧化铁纳米颗粒:a)将6g氢氧化钠溶于75ml超纯水中,加入47g油酸,在50℃下搅拌2~5h,得到蜡状混合物,之后溶于100ml乙醇中,加入冰丙酮沉淀,之后加入冰丙酮清洗2~3次,真空干燥24h以上,得到油酸钠;每次丙酮的加入量均为该步骤中乙醇体积的三倍以上;b)将10.8g六水氯化铁和36.5g油酸钠溶于80ml乙醇、60ml超纯水和160ml己烷组成的混合溶液,在70℃下加热搅拌4h,取上清油相溶液,用30ml超纯水清洗三次,旋蒸除去溶剂,得到油状油酸铁;c)将0.7g油酸铁溶于5ml 1-十八稀,通氮气保护,加热至320℃,保持10min,后冷却至室温,用酒精溶解,旋蒸得氧化铁纳米颗粒;
制备聚乙二醇-聚乙烯亚胺修饰氧化铁纳米颗粒:将5mg氧化铁纳米颗粒溶于0.5ml四氢呋喃,加入一定量的聚乙二醇-聚乙烯亚胺共聚物,聚乙二醇-聚乙烯亚胺共聚物与氧化铁纳米颗粒质量比为5:1,室温下搅拌96h,加入0.5ml超纯水,取水相部分,即可得到溶于水的聚乙二醇-聚乙烯亚胺修饰氧化铁纳米颗粒。
实施例2
一种聚乙二醇-聚乙烯亚胺修饰氧化铁纳米颗粒的制备方法,包括以下步骤:
1)将2g聚乙二醇(Mw=1000)溶于200ml二氯甲烷中,加入0.25g马来酸酐,同时加入0.05g三乙胺和0.3g 4-二甲氨基吡啶,在室温条件下反应72h,用过量的冰乙醚沉淀得到羧基化聚乙二醇;步骤1)中,所述聚乙二醇与马来酸酐的摩尔比为1:1.28;三乙胺与4-二甲氨基吡啶摩尔比为1:7.55,三乙胺与4-二甲氨基吡啶的加入总质量为马来酸酐质量的1.4倍。
2)将0.115g所得产物溶于11.5ml四氢呋喃,加入8g聚乙烯亚胺(Mw=8,000),加入0.06g二环己基碳二亚胺和0.17g 4-二甲氨基吡啶,室温条件下反应72h,旋蒸法去除溶剂,得到聚乙二醇-聚乙烯亚胺共聚物;步骤2)中,所述聚乙烯亚胺与聚乙二醇的摩尔比为1:2;所述二环己基碳二亚胺和4-二甲氨基吡啶摩尔比1:4.48,二环己基碳二亚胺和4-二甲氨基吡啶加入总质量为羧基化聚乙二醇质量为2倍。
3)通过配合体交换法得到聚乙二醇-聚乙烯亚胺修饰氧化铁纳米颗粒:
先制备氧化铁纳米颗粒:a)将6g氢氧化钠溶于75ml超纯水中,加入47g油酸,在50℃下搅拌2~5h,得到蜡状混合物,之后溶于100ml乙醇中,加入冰丙酮沉淀,之后加入冰丙酮清洗2~3次,真空干燥24h以上,得到油酸钠;每次丙酮的加入量均为该步骤中乙醇体积的三倍以上b)将10.8g六水氯化铁和36.5g油酸钠溶于80ml乙醇、60ml超纯水和160ml己烷组成的混合溶液,在70℃下加热搅拌4h,取上清油相溶液,用30ml超纯水清洗三次,旋蒸除去溶剂,得到油状油酸铁;c)将0.7g油酸铁溶于5ml 1-十八稀,通氮气保护,加热至320℃,保持10min,后冷却至室温,用酒精溶解,旋蒸得氧化铁纳米颗粒;
制备聚乙二醇-聚乙烯亚胺修饰氧化铁纳米颗粒:将5mg氧化铁纳米颗粒溶于0.5ml四氢呋喃,加入一定量的聚乙二醇-聚乙烯亚胺共聚物,聚乙二醇-聚乙烯亚胺共聚物与氧化铁纳米颗粒质量比为4:1,室温下搅拌96h,加入0.5ml超纯水,取水相部分,即可得到溶于水的聚乙二醇-聚乙烯亚胺修饰氧化铁纳米颗粒。
实施例3
一种聚乙二醇-聚乙烯亚胺修饰氧化铁纳米颗粒的制备方法,包括以下步骤:
1)将2g聚乙二醇(Mw=1000)溶于200ml二氯甲烷中,加入0.3g马来酸酐,同时加入0.1g三乙胺和0.4g 4-二甲氨基吡啶,在室温条件下反应60h,用过量的冰乙醚沉淀得到羧基化聚乙二醇;步骤1)中,所述聚乙二醇与马来酸酐的摩尔比为1:1.53;三乙胺与4-二甲氨基吡啶摩尔比为1:5.03,三乙胺与4-二甲氨基吡啶的加入总质量为马来酸酐质量的1.67倍。
2)将0.2g所得产物溶于10ml四氢呋喃,加入8g聚乙烯亚胺(Mw=8,000),加入0.05g二环己基碳二亚胺和0.15g 4-二甲氨基吡啶,室温条件下反应96h,旋蒸法去除溶剂,得到聚乙二醇-聚乙烯亚胺共聚物;步骤2)中,所述聚乙烯亚胺与聚乙二醇的摩尔比为1:2;所述二环己基碳二亚胺和4-二甲氨基吡啶摩尔比1:4.73,二环己基碳二亚胺和4-二甲氨基吡啶加入总质量为羧基化聚乙二醇质量为1倍。
3)通过配合体交换法得到聚乙二醇-聚乙烯亚胺修饰氧化铁纳米颗粒:
制备氧化铁纳米颗粒:a)将6g氢氧化钠溶于75ml超纯水中,加入47g油酸,在50℃下搅拌2~5h,得到蜡状混合物,之后溶于100ml乙醇中,加入冰丙酮沉淀,之后加入冰丙酮清洗2~3次,真空干燥24h以上,得到油酸钠;每次丙酮的加入量均为该步骤中乙醇体积的三倍以上;b)将10.8g六水氯化铁和36.5g油酸钠溶于80ml乙醇、60ml超纯水和160ml己烷组成的混合溶液,在70℃下加热搅拌4h,取上清油相溶液,用30ml超纯水清洗三次,旋蒸除去溶剂,得到油状油酸铁;c)将0.7g油酸铁溶于5ml 1-十八稀,通氮气保护,加热至320℃,保持10min,后冷却至室温,用酒精溶解,旋蒸得氧化铁纳米颗粒;
制备聚乙二醇-聚乙烯亚胺修饰氧化铁纳米颗粒:将5mg氧化铁纳米颗粒溶于0.5ml四氢呋喃,加入一定量的聚乙二醇-聚乙烯亚胺共聚物,聚乙二醇-聚乙烯亚胺共聚物与氧化铁纳米颗粒质量比为3:1,室温下搅拌48h,加入0.5ml超纯水,取水相部分,即可得到溶于水的聚乙二醇-聚乙烯亚胺修饰氧化铁纳米颗粒。
实施例4
一种聚乙二醇-聚乙烯亚胺修饰氧化铁纳米颗粒的制备方法,包括以下步骤:
1)将2.5g聚乙二醇(Mw=1000)溶于200ml二氯甲烷中,加入0.4g马来酸酐,同时加入0.2g三乙胺和0.5g 4-二甲氨基吡啶,在室温条件下反应60h,用过量的冰乙醚沉淀得到羧基化聚乙二醇;步骤1)中,所述聚乙二醇与马来酸酐的摩尔比为1:1.63;三乙胺与4-二甲氨基吡啶摩尔比为1:3.12,三乙胺与4-二甲氨基吡啶的加入总质量为马来酸酐质量的1.75倍;
2)将0.22g所得产物溶于22ml四氢呋喃,加入8g聚乙烯亚胺(Mw=8,000),加入0.07g二环己基碳二亚胺和0.15g 4-二甲氨基吡啶,室温条件下反应48h,旋蒸法去除溶剂,得到聚乙二醇-聚乙烯亚胺共聚物;步骤2)中,所述聚乙烯亚胺与聚乙二醇的摩尔比为1:2.5;所述二环己基碳二亚胺和4-二甲氨基吡啶摩尔比1:3.42,二环己基碳二亚胺和4-二甲氨基吡啶加入总质量为羧基化聚乙二醇质量为1倍;
3)最后通过配合体交换法得到聚乙二醇-聚乙烯亚胺修饰氧化铁纳米颗粒:
制备氧化铁纳米颗粒:a)将6g氢氧化钠溶于75ml超纯水中,加入47g油酸,在50℃下搅拌2~5h,得到蜡状混合物,之后溶于100ml乙醇中,加入冰丙酮沉淀,之后加入冰丙酮清洗2~3次,真空干燥24h以上,得到油酸钠;每次丙酮的加入量均为该步骤中乙醇体积的三倍以上;b)将10.8g六水氯化铁和36.5g油酸钠溶于80ml乙醇、60ml超纯水和160ml己烷组成的混合溶液,在70℃下加热搅拌4h,取上清油相溶液,用30ml超纯水清洗三次,旋蒸除去溶剂,得到油状油酸铁;c)将0.7g油酸铁溶于5ml 1-十八稀,通氮气保护,加热至320℃,保持10min,后冷却至室温,用酒精溶解,旋蒸得氧化铁纳米颗粒;
制备聚乙二醇-聚乙烯亚胺修饰氧化铁纳米颗粒:将5mg氧化铁纳米颗粒溶于0.5ml四氢呋喃,加入一定量的聚乙二醇-聚乙烯亚胺共聚物,聚乙二醇-聚乙烯亚胺共聚物与氧化铁纳米颗粒质量比为2:1,室温下搅拌120h,加入0.5ml超纯水,取水相部分,即可得到溶于水的聚乙二醇-聚乙烯亚胺修饰氧化铁纳米颗粒。
实施例5
一种聚乙二醇-聚乙烯亚胺修饰氧化铁纳米颗粒的制备方法,包括以下步骤:
1)将2.5g聚乙二醇(Mw=1000)溶于200ml二氯甲烷中,加入0.5g马来酸酐,同时加入0.2g三乙胺和0.5g 4-二甲氨基吡啶,在室温条件下反应72h,用过量的冰乙醚沉淀得到羧基化聚乙二醇;步骤1)中,所述聚乙二醇与马来酸酐的摩尔比为1:2.04;三乙胺与4-二甲氨基吡啶摩尔比为1:3.12,三乙胺与4-二甲氨基吡啶的加入总质量为马来酸酐质量的1.4倍。
2)将0.22g所得产物溶于17.6ml四氢呋喃,加入8g聚乙烯亚胺(Mw=8,000),加入0.07g二环己基碳二亚胺和0.15g 4-二甲氨基吡啶,室温条件下反应120h,旋蒸法去除溶剂,得到聚乙二醇-聚乙烯亚胺共聚物;步骤2)中,所述聚乙烯亚胺与聚乙二醇的摩尔比为1:2.5;所述二环己基碳二亚胺和4-二甲氨基吡啶摩尔比1:3.42,二环己基碳二亚胺和4-二甲氨基吡啶加入总质量为羧基化聚乙二醇质量为1倍。
3)通过配合体交换法得到聚乙二醇-聚乙烯亚胺修饰氧化铁纳米颗粒:
制备氧化铁纳米颗粒:a)将6g氢氧化钠溶于75ml超纯水中,加入47g油酸,在50℃下搅拌2~5h,得到蜡状混合物,之后溶于100ml乙醇中,加入冰丙酮沉淀,之后加入冰丙酮清洗2~3次,真空干燥24h以上,得到油酸钠;每次丙酮的加入量均为该步骤中乙醇体积的三倍以上;b)将10.8g六水氯化铁和36.5g油酸钠溶于80ml乙醇、60ml超纯水和160ml己烷组成的混合溶液,在70℃下加热搅拌4h,取上清油相溶液,用30ml超纯水清洗三次,旋蒸除去溶剂,得到油状油酸铁;c)将0.7g油酸铁溶于5ml 1-十八稀,通氮气保护,加热至320℃,保持10min,后冷却至室温,用酒精溶解,旋蒸得氧化铁纳米颗粒;
制备聚乙二醇-聚乙烯亚胺修饰氧化铁纳米颗粒:将5mg氧化铁纳米颗粒溶于0.5ml四氢呋喃,加入一定量的聚乙二醇-聚乙烯亚胺共聚物,聚乙二醇-聚乙烯亚胺共聚物与氧化铁纳米颗粒质量比为1:1,室温下搅拌120h,加入0.5ml超纯水,取水相部分,即可得到溶于水的聚乙二醇-聚乙烯亚胺修饰氧化铁纳米颗粒。
性能测试:
为表明本发明效果,以实施例1和实施例2制备的聚乙二醇-聚乙烯亚胺修饰氧化铁纳米颗粒为例进行扫描电镜观察,其扫描电镜照片如图1和图2所示,从图1和图2可以看出,本发明制备的聚乙二醇-聚乙烯亚胺修饰氧化铁纳米颗粒的尺寸分布均一。
为更直观地表明本发明的水溶性效果,以实施例2制备的聚乙二醇-聚乙烯亚胺修饰氧化铁纳米颗粒为例,加入己烷搅拌静置观察,结果见图3所示,由图3可见,体系分为两层,上层为己烷,下层为水,本发明所制备的聚乙二醇-聚乙烯亚胺修饰氧化铁纳米颗粒则完全溶于水中;且存放三个月后不会出现团聚现象,其粒径也不会发生变化,这表明本发明得到的聚乙二醇-聚乙烯亚胺修饰氧化铁纳米颗粒可以稳定地储存在水溶液中。
同时,以实施例2制备的聚乙二醇-聚乙烯亚胺修饰氧化铁纳米颗粒为例,加水将其制备成不同浓度的氧化铁纳米颗粒与骨髓间充质干细胞进行培养后CCK-8检查,结果如图4所示,图4中,随着浓度的提高,细胞活性(数量)呈降低趋势,随着培养时间增加,细胞活性(数量)呈增加趋势,这表明本发明的聚乙二醇-聚乙烯亚胺修饰氧化铁纳米颗粒具有良好的细胞相容性。
将实施例2制备的氧化铁纳米颗粒配置不同浓度的氧化铁纳米颗粒与骨髓间充质干细胞共培养三天后进行激光共聚焦测试,结果如图5所示。图片其浓度依次为(A):160mg/L;(B):80mg/L;(C):40mg/L;(D):20mg/L;(E):10mg/L;(F):Control Group(空白组),ScaleBar(标尺):50μm,(calcein AM/ethidium homodimer live/dead assay),从图5中可以看出,本发明聚乙二醇-聚乙烯亚胺修饰氧化铁纳米颗粒细胞毒性较低。
Claims (4)
1.一种聚乙二醇-聚乙烯亚胺修饰氧化铁纳米颗粒的制备方法,其特征在于,包括以下步骤:
1)将聚乙二醇溶于二氯甲烷中,加入马来酸酐,同时加入三乙胺和4-二甲氨基吡啶,室温下反应48h~72h后,加入冰乙醚沉淀得到羧基化聚乙二醇;冰乙醚的加入量为二氯甲烷体积的三倍以上;
2)将步骤1)所得羧基化聚乙二醇溶于四氢呋喃,加入聚乙烯亚胺,加入催化剂二环己基碳二亚胺和4-二甲氨基吡啶,室温下反应72h~120h,旋蒸得到聚乙二醇-聚乙烯亚胺共聚物;
3)通过配合体交换法得到聚乙二醇-聚乙烯亚胺修饰氧化铁纳米颗粒,具体为:将氧化铁纳米颗粒溶于四氢呋喃中,加入聚乙二醇-聚乙烯亚胺共聚物,室温搅拌后,加水萃取,取水相,即得溶于水的聚乙二醇-聚乙烯亚胺修饰氧化铁纳米颗粒;
步骤3)中,氧化铁纳米颗粒采用以下步骤制得:
a)将6g氢氧化钠溶于75ml超纯水中,加入47g油酸,在50℃下搅拌2~5h,得到蜡状混合物,之后溶于100ml乙醇中,加入冰丙酮沉淀,再加入冰丙酮清洗2~3次,真空干燥24h以上,得到油酸钠;每次冰丙酮的加入量为该步骤中乙醇体积的三倍以上;
b) 将10.8g六水氯化铁和36.5g油酸钠溶于80ml乙醇、60ml超纯水和160ml己烷组成的混合溶液,在70℃下加热搅拌4h,取上清油相溶液,用30ml超纯水清洗三次,旋蒸除去溶剂,得到油状油酸铁;
c) 将0.7g油酸铁溶于5ml 1-十八稀,通氮气保护,加热至320℃,保持10min,后冷却至室温,用酒精溶解,旋蒸去除溶剂后,即得。
2.如权利要求1所述的聚乙二醇-聚乙烯亚胺修饰氧化铁纳米颗粒的制备方法,其特征在于,步骤1)中,所述聚乙二醇与马来酸酐的摩尔比为1:(1~2.04);三乙胺与4-二甲氨基吡啶摩尔比为1:(2.12~6.28),三乙胺与4-二甲氨基吡啶的加入总质量为马来酸酐质量的1.4~1.75倍。
3.如权利要求1所述的聚乙二醇-聚乙烯亚胺修饰氧化铁纳米颗粒的制备方法,其特征在于,
步骤2)中,所述聚乙烯亚胺与聚乙二醇的摩尔比为1:(2~2.5);所述二环己基碳二亚胺和4-二甲氨基吡啶摩尔比1:(3.42~4.73),二环己基碳二亚胺和4-二甲氨基吡啶加入总质量为羧基化聚乙二醇质量为0.5~2倍,羧基化聚乙二醇与四氢呋喃的用量比为1g:(50~100)ml。
4.如权利要求1所述的聚乙二醇-聚乙烯亚胺修饰氧化铁纳米颗粒的制备方法,其特征在于,步骤3)中,聚乙二醇-聚乙烯亚胺修饰氧化铁纳米颗粒的具体制备过程为:将5mg氧化铁纳米颗粒溶于0.5ml四氢呋喃,加入一定量的聚乙二醇-聚乙烯亚胺共聚物,聚乙二醇-聚乙烯亚胺共聚物与氧化铁纳米颗粒的质量比为(5~1):1,室温下搅拌48 h~120h,加入0.5ml超纯水,取水相部分,即可得到溶于水的聚乙二醇-聚乙烯亚胺修饰氧化铁纳米颗粒。
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