化学学报 ›› 2011, Vol. 69 ›› Issue (03): 343-350. 上一篇    下一篇

研究论文

两亲性冠醚化合物的合成及其在离子通道膜中的应用

唐橙橙1,2,王丽华*,2,3,贠延滨*,1,张陈淋1,刘必前2   

  1. (1北京林业大学环境科学与工程学院 北京 100086)
    (2中国科学院化学研究所新材料实验室 北京 100190)
    (3天津工业大学中空纤维膜材料与膜过程省部共建国家重点实验室培育基地 天津 300160)
  • 投稿日期:2010-06-17 修回日期:2010-09-19 发布日期:2010-10-14
  • 通讯作者: 王丽华 E-mail:wanglh@iccas.ac.cn
  • 基金资助:

    国家自然科学基金项目;国家重点基础研究发展计划(973项目);国家林业局948项目

Synthesis of Amphiphilic Crown Ether Compound and Application in Ion Channel Membrane

Tang Chengcheng1,2 Wang Lihua*,2,3 Yun Yanbin*,1 Zhang Chenlin1 Liu Biqian2   

  1. (1 College of Environmental Science and Engineering, Beijing Forestry University, Beijing 100083)
    (2 Laboratory of New Materials, Institute of Chemistry Chinese Academy of Sciences, Beijing 100190)
    (3 State Key Laboratory of Hollow Fiber Membrane Materials and Processes, Tianjin Polytechnic University, Tianjin 300160)
  • Received:2010-06-17 Revised:2010-09-19 Published:2010-10-14

采用对羟基苯甲酸甲酯、4-羧基苯并-15-冠醚-5等物质为原料制备了具有自组装功能的两亲性冠醚化合物2-羟甲基-[1,4,7,10,13-苯并15冠5]-3,4,5-三[4-(10-十二烷基-1-羰基)苄氧基]苯甲酸, 采用FT-IR, 1H NMR, MS, DSC以及POM等方法对其化学结构和结晶性能进行表征. 利用紫外光接枝法将制得的冠醚化合物接枝到聚碳酸酯核孔膜表面构筑了离子通道膜, 接枝量为606 μg/cm2. 采用ATR-FTIR和XPS分析离子通道膜的表面元素组成和化学键合情况, SEM和AFM用于检测离子通道膜表面和断面的微观结构. 结果表明, 这种两亲性冠醚化合物在核孔膜的表面自行组装形成了由大量柱状结构组成的致密皮层. 利用实验室自制的膜运输装置对离子传输性能进行了测评, 离子通道膜平均离子通过效率PFM=20.62×10-6 cm/s, 对比膜与其的分离系数αFM/NFM=5.96, 数据证实合成的两亲性冠醚化合物能特异性地识别和运输Na, 由其制得的离子通道膜是一种Na识别型离子通道膜.

关键词: 两亲性, 自组装, 离子通道膜, 冠醚, Na识别

In this research, a kind of amphiphilic compound: 2-hydroxymethyl-[1,4,7,10,13-pentaoxa benzo cyclo pentadecane]-3,4,5-tris[4-(10-dodecyl-1-oxo)benzyloxy]benzoate was synthesized by methyl p-hydroxybenzoate, 4-carbonate benzo-15-crown-5 and other reagents. The chemical composition and structure were characterized by FT-IR, 1H NMR, MS, DSC and POM. Then, the ion channel membrane was obtained from grafting this new kind of crown ether compound to the surface of polycarbonate track-etched membrane by the method of ultraviolet (UV) light grafting. The grafting volume is: 606 μg/cm2. The ion channel membrane was characterized by the method of ATR, SEM and AFM. The results confirmed that the compound had successfully grafted onto the surface of the polycarbonate track-etched membrane, and formed a dense layer by the self-assembly columnar structures. At last, the ion channel function of the membrane was determined by self-designed membrane transport instrument. The ion transport rate: PFM=20.62×10-6cm/s. The separation factor of ion channel membrane and controlled membrane: αFM/NFM=5.96. These data confirmed that the ion channel membrane can selectively recognize and transport Na. It is a new type of Na recognized ion channel membrane.

Key words: amphiphilic molecule, self-assembly, ion channel membrane, crown ether, Na recognized

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