Polymer pendant crown thioethers:: synthesis, characterization and Hg2+ extraction studies of polymer-supported thiacrowns ([14]aneS4 and [17]aneS5)
Polymer pendant crown thioethers:: synthesis, characterization and Hg2+ extraction studies of polymer-supported thiacrowns ([14]aneS4 and [17]aneS5)
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DOI：
10.1016/s1381-5148(99)00085-1
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发表时间：
2000-05-01
影响因子：
5.1
通讯作者：
Fox, GA
中科院分区：
文献类型：
--
作者：
Baumann, TF;Reynolds, JG;Fox, GA
我们有兴趣设计聚合物结合的萃取剂，用于混合废物流中的Hg 2+修复。为了实现这一目标，我们已经合成了新的聚合物萃取剂，其中2-aminomethylthiocrowns是固定在聚苯乙烯-二乙烯基苯矩阵通过悬垂臂的冠。2，3-二巯基-1-丙醇与4，7-二硫代癸烷-1，10-二对甲苯磺酸盐或4，7，10-三硫代十三烷-1，13-二对甲苯磺酸盐反应生成2-羟甲基硫代冠醚、3（[14]aneS（4）-OH）和4（[17]aneS（5）-OH）。用亚硫酰氯处理2-羟甲基硫代冠醚，然后用一甲胺处理，产生N-（甲基）-2-氨甲基硫代冠醚，5 [14]aneS（4）-（NRR 2）-R-1）和6 [17]aneS（5）-N（RR 2）-R-1）（R-1 =Me，R-2 = H）。通过4-乙烯基苄基取代的氨基甲基硫代冠醚、7（[14]aneS（4）-N（RR2）-R-I）或8（[17]aneS（5）-N（RR2）-R-1）（R-1 = Me，R-2 = 4-乙烯基苄基）与二乙烯基苯，在各种条件下使用[17]aneS（5）thiocrown聚合物10从水性介质中萃取Hg 2 +（[Hg ~（2+）] 4-200 ppm，pH 1.5-6.2）表明该树脂能有效地选择性地从酸性水溶液中去除Hg ~（2+），萃取效率接近95%。汞回收和聚合物再生也证明了使用二苯硫卡巴腙的氯仿溶液剥离结合的Hg 2+从树脂。(C)2000 Elsevier Science B. V.保留所有权利。
We are interested in designing polymer-bound extractants fur Hg2+ remediation in mixed-waste streams. Towards this goal, we have synthesized novel polymer extractants where 2-aminomethylthiacrowns are immobilized on a polystyrene-divinylbenzene matrix through the pendant arm of the crowns. Reaction of 2,3-dimercapto-1-propanol with either 4,7-dithiadecane-1, 10-di-p-toluenesulfonate or 4,7, 10-trithiatridecane-1,13-di-p-toluenesulfonate generated the 2-hydroxymethylthiacrowns, 3 ([14]aneS(4)-OH) and 4 ([17]aneS(5)-OH). Treatment of the 2-hydroxymethylthiacrowns with thionyl chloride, followed by monomethylamine, produced the N-(methyl)-2-aminomethylthiacrowns, 5 [14]aneS(4)-(NRR2)-R-1) and 6 ([17]aneS(5)-N (RR2)-R-1) (R-1 =Me, R-2 = H). The thiacrown polymers were prepared through the copolymerization of a 4-vinylbenzyl-substituted aminomethylthiacrown, 7 ([14]aneS(4)-N (RR2)-R-1) or 8 ([17]aneS(5)-N (RR2)-R-1) (R-1 = Me, R-2 = 4-vinylbenzyl), with divinylbenzene, Extraction of Hg2+ from aqueous media using the [17]aneS(5) thiacrown polymer 10 with under a variety of conditions ([Hg2+] 4-200 ppm, pH 1.5-6.2) shows that the resin effectively and selectively removes Hg2+ ions from acidic aqueous solutions with extraction efficiency similar to 95%. Mercury recovery and polymer regeneration was also demonstrated using chloroform solutions of diphenylthiocarbazone to strip the bound Hg2+ from the resin. (C) 2000 Elsevier Science B.V. All rights reserved.