【作者】 蒋海英；

【导师】 张晓梅；

【作者基本信息】 安徽理工大学 ， 应用化学， 2007， 硕士

【摘要】 杯芳烃（calixarenes）作为继冠醚,环糊精之后的第三代超分子主体,以其易修饰、空腔大小可调、对离子或分子客体均能识别等特性,日益受到人们的重视。功能化杯芳烃在生命科学、分离技术等领域有广阔的应用前景。本文在杯[4]芳烃及其衍生物合成反应和它们的抗氧化、抗紫外性能以及它们对某些过渡金属离子的萃取性能方面进行了以下工作:1以自制的对叔丁基杯[4]芳烃1及氯乙酸乙酯为原料,得到了收率65.7%的对叔丁基杯[4]芳烃二取代酯衍生物2;以化合物2和85%的水合肼反应,得到了收率85.4%的对叔丁基杯[4]芳烃二取代酰肼衍生物3。化合物2与乙二胺反应,未得到目标产物,而得到对叔丁基杯[4]芳烃联胺类环状化合物4,收率31.0%。2化合物3与水杨醛反应,得到了收率55.7%的对叔丁基杯[4]芳烃席夫碱类衍生物5;其结构经¹H NMR、¹³C NMR、IR、MS确证。以PEG-400为相转移催化剂,通过化合物3在氢氧化钠水溶液中与溶于二氯甲烷的肉桂酰氯反应,合成新的化合物对叔丁基杯[4]芳烃肉桂酰类衍生物6,收率44.7%。其结构经¹HNMR、¹³C NMR、IR确证。3用紫外分光光度法研究了杯[4]芳烃及其衍生物的紫外吸收光谱,结果表明,化合物5具有抗紫外性能;采用DPPH法测定杯[4]芳烃及其衍生物的抗氧化性能,结果表明,杯[4]芳烃及其衍生物对DPPH具有一定的清除作用,其中以化合物3的清除效果最佳,高达90.6%。4用原子吸收研究了杯[4]芳烃及其衍生物对过渡金属离子铁（Ⅲ）、铅（Ⅱ）的萃取性能。结果表明:杯[4]芳烃及其衍生物对铁（Ⅲ）、铅（Ⅱ）有良好的萃取效果,化合物3对铁（Ⅲ）的萃取率最高,化合物5对铅（Ⅱ）的萃取率最高,分别可达到53.4%和91.9%。更多还原

【Abstract】 Calixarenes were the third generation supermolecule after crown ether and cyclodextrin. Due to their easy functionalization and strong complexing properties towards cations, anions and neutral molecules, they have received particular interests by numerous chemists in recent years. Functional calixarenes have been applied successfully to biomimetic research and separation science and technology. Several calix[4]arene and its derivatives were synthesized and their performance of extracted iron , plumbum were studied and their performance of Antioxidizes and antiultraviolet of calixarene and its derivatives were studied too. This thesis includs the following main points:1 The ester derivative of p-tert-butyl calix[4]arene 2 was synthesized by using self-made p-tert-butylcalix[4]arene & ethyl bromoacetate and its yield got to 65.7%. The compound 3 was synthesized by using coumpound 2 & hydrazine hydrate（85%） and its yield got to 85.4%, Its structure was confirmed by ¹H NMR, ¹³C NMR, IR, MS. By using compoud 2 & 1,2-diaminoaethan ,we did not get the aim coumpound,but got a new coumpound 4 and its yield got to 31.0%.Its structure was confirmed by ¹H NMR, ¹³C NMR, IR.2 By using compoud 4 & salicylaldehyde the compound 5 was synthesized in the ethyl alcohol and its yield got to 55.7%. The compound 6 was synthesized by using coumpound 3 & Cinnamoyl chloride and by using PEG-400 as Catalyst,and its yield got to 44.7% .Their structure was confirmed by ¹H NMR, ¹³C NMR, IR, MS.3 The performance of antiultraviolet of calix[4]arene and its deriva-tives was studied by using UV spectrophotometer. The result shows that compoud 5 had performance of antiultraviolet. Performance of antioxidizes of calix[4]arene and its derivatives wa studied with the methed of DPPH.and the result shows that calix[4]arene and its derivatives had the function of eliminating DPPH, the copound 3 was the best ,its rate of elimination was up to90.6%.4 It studied that performance of extraction iron, plumbum of calix[4]arene and its derivatives by the means of TAS-986 spectrophotometer. The result shows that calix[4]arene and its derivatives had extracted well iron & plumbum and their rates of extraction were got to 53.4% and 91.9%.更多还原