高等学校化学学报 ›› 2018, Vol. 39 ›› Issue (3): 566-574.doi: 10.7503/cjcu20170522

• 高分子化学 • 上一篇    下一篇

基于Diels-Alder反应的智能分子印迹聚合物制备及性能表征

郭明1,2(), 张新鸽2, 曾楚楚2, 殷欣欣3   

  1. 1. 浙江农林大学化学系, 2. 工程学院, 临安 311300
    3. 聊城市产品质量监督检验所, 聊城 252000
  • 收稿日期:2017-07-31 出版日期:2018-03-10 发布日期:2018-01-08
  • 作者简介:联系人简介: 郭 明, 男, 博士, 教授, 主要从事生物质高分子材料研究. E-mail:guoming@zafu.edu.cn
  • 基金资助:
    国家自然科学基金(批准号: 20877072)和浙江省-中国林科院省院合作科技项目(批准号: 2015SY11)资助

Preparation and Properties Characterization of Intelligent Molecularly Imprinted Polymer Based on Diles-Alder Reaction

GUO Ming1,2,*(), ZHANG Xinge2, ZENG Chuchu2, YIN Xinxin3   

  1. 1. Department of Chemistry, 2. School of Engineering, Zhejiang Agricultural & Forestry University, Lin’an 311300, China
    3. Liaocheng Product Quality Superrision and Inspection Institute, Liaocheng 252000, China
  • Received:2017-07-31 Online:2018-03-10 Published:2018-01-08
  • Contact: GUO Ming E-mail:guoming@zafu.edu.cn
  • Supported by:
    † Supported by the National Natural Science Foundation of China(No.20877072) and the China Academy of Forestry Institute of Cooperation Projects of Zhejiang Province, China(No.2015SY11)

摘要:

采用热可逆的Diels-Alder(DA)反应制备分子印迹聚合物(MIP), 以活化改性的含环氧基团硅胶为载体, 以分子修饰β-环糊精作为功能单体, 吲哚-3-乙酸(IAA)为模板分子, 接枝呋喃型双烯体后交联聚合, 得到含有温敏性DA反应亲双烯体结构组件的分子印迹聚合物, 通过与双烯体发生DA反应得到新型结构的DA-MIP, 通过温控实现IAA的智能性印迹. 采用傅里叶变换红外光谱(FTIR)、 核磁共振波谱(NMR)、 扫描电子显微镜(SEM)表征原料、 中间产物及终产物的结构; 利用差示扫描量热(DSC)和热重分析法(TG)测试产物的热敏感性能; 利用吸附实验比较MIP与DA-MIP的分子识别性能和特异性. 结果表明, DA-MIP具有良好的热敏性, DA-MIP低温(60 ℃)不显示识别IAA作用, 高温(140 ℃)显示特异性识别IAA作用, 呈现出明显的温度敏感性, 识别能力智能响应于环境刺激. 温敏性智能DA-MIP的重复使用性能良好, 识别目标分子的恢复率达84%.

关键词: DA-分子印迹聚合物, 对吲哚-3-乙酸的特异性温敏识别, 热性能, 吸附性能, 智能材料

Abstract:

Using activated epoxy group-containing silica gel as the carrier, the modification of β-cyclodextrin as functional monomer, and the indole-3-acetic acid(IAA) as template molecule, by Diels-Alder(DA) reaction with diene, a grafted furan-type diene was polymerized and crosslinked to obtain a molecularly imprinted polymer(DA-MIP). The structure of raw material, intermediates and the molecularly imprinted polymer was characterized by Fourier transform infrared spectroscopy(FTIR), cross polarization magic angle spinning 13C nuclear magnetic resonance spectroscopy(CP/MAS 13C NMR) and scanning electron microscope(SEM). The thermo-sensitivities were tested by differential scanning calorimetry(DSC) and thermal gravimetric analysis(TG), adsorption performance and adsorption properties of the products were detected by adsorption experiment. The results showed the DA-MIP shows a good heat-reactivity. DA-MIP does not show the role of identification of IAA at low temperature(60 ℃), but display specific identification of IAA at high temperature(140 ℃), and showed obvious temperature sensitivity. Its temperature control is affected by environmental stimuli. The repetitive adsorption experiment of MIP show that the recovery rate is 84%. The results show that the MIP have a good reuse performance.

Key words: DA-molecularly imprinted polymer, Temperature sensitivity and specific recognition for indole-3-acetic, Thermal performance, Adsorption property, Intelligence material

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