应用化学

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氯甲交联基聚苯乙烯微球的氨甲基化改性及其席夫碱型螯合树脂微球的制备

代新,高保娇*,丁浩,房晓琳   

  1. (中北大学化工系 太原 030051)
  • 收稿日期:2011-05-04 修回日期:2011-06-22 出版日期:2012-04-10 发布日期:2012-04-10
  • 通讯作者: 高保娇,教授; Tel:0351-3924795; Fax:0351-3925660; E-mail:gaobaojiao@126.com; 研究方向:功能高分子材料化学与物理
  • 基金资助:
    山西省自然科学基金资助项目(201002100843)

Aminomethyl Group-Modification of Chloromethylated Polystyrene Microspheres and Preparation of Schiff Base-Type Chelating Resin Microspheres

DAI Xin, GAO Baojiao*, DING Hao, FANG Xiaolin   

  1. (Department of Chemical Engineering,North University of China,Taiyuan 030051)
  • Received:2011-05-04 Revised:2011-06-22 Published:2012-04-10 Online:2012-04-10

摘要: 以氯甲基化交联聚苯乙烯(CMCPS)微球为出发物质,首先在催化剂KI存在下,与六次甲基四胺(HMTA)进行Delepine反应,制得氨基化改性的聚苯乙烯微球AMCPS;然后再使微球AMCPS与水杨醛(SA)发生Schiff碱反应,制备了Schiff碱型螯合树脂SACPS微球,采用红外光谱法表征了其化学结构。 重点研究了CMCPS微球氨基化改性Delepine反应的影响因素,探讨了反应机理。 研究结果表明,催化剂KI对CMCPS微球表面的苄氯基团与HMTA之间的Delepine反应,具有很强的催化作用;使用极性较强的溶剂DMSO及在较高的温度(80 ℃)下反应,氯甲基转变为氨甲基的效率高;Schiff碱型螯合树脂SACPS对Cu2+离子具有良好的螯合能力。

关键词: 螯合树脂, Schiff碱, 交联聚苯乙烯, Delepine反应, 水杨醛

Abstract: A Schiff base-type chelating resin(SACPS) was prepared by two polymeric reaction steps using chloromethylated polystyrene microspheres(CMCPS) as starting material. Firstly, in the presence of catalyst KI, the Delepine reaction between the chloromethyl groups and hexamethylene tetramine(HMTA) was carried out to yield aminomethyl(AM) groupmodified CPS microspheres(AMCPS). Then the reaction between AMCPS microspheres and salicylaldehyde(SA) resulted the formation of Schiff base-type chelating resin(SACPS). The aminomethyl group-modification of CMCPS was systematically investigated, and the effects of main factors on the Delepine reaction were examined. The experimental results showed that KI has a strong catalytic activity toward the Delepine reaction. Higher solvent polarity favored the fracture of C—Cl bond of the benzyl chloride group, and could accelerate the Delepine reaction. The increase of the reaction temperature is also advantageous to the reaction. DMSO is a suitable solvent and 80 ℃ is an appropriate temperature. The prepared SACPS resin possesses strong chelating ability for Cu2+.

Key words: Chelate resin, Schiff base, crosslinked polystyrene, Delepine reaction, fluoreneazosalicylaldehyde thiosemicarbazone

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