摘 要: 本論文按照RAFT試劑的結構特點,結合已有的環三硫酯的合成方法(相轉移劑法和陰離子交換樹脂法),設計并合成了一種未見報道的新型環三硫代碳酸酯DPDTT。
首先在鈉和乙醚的存在下,溴苯和1,4-二溴丁烷發生加成反應生成1,4-二苯基丁烷A。其次A與NBS(N-溴代丁二酰亞胺)、在BPO(過氧化二苯甲酰)和四氯化碳存在下反應生成1,4-二溴-1,4二苯基丁烷B。最后利用相轉移催化劑法,B在相轉移催化劑四正丁基硫酸氫銨的催化下反應生成目標產物DPDTT。
中間產物用A和B用1H-NMR譜進行表征,目標產物利用1H-NMR譜、13C-NMR譜、紅外光譜、質譜和元素分析進行表征測試。
關鍵詞:環狀三硫代碳酸酯;RAFT試劑;相轉移劑法
Abstract:In this paper, we report the synthesis of novel cyclic trithiocarbonate DPDTT, based on the characteristics of structure of RAFT agent, combining with methods of synthesis of cyclic trithiocarbonates (methods of phase-transfer agent and anion-exchange resin).
First, 1,4-diphenyibutane can be obtained by bromobenzene and 1,4-diphenylbutane at the present of natrium and diethyl ether A.Then 1,4-dibromo-1,4-diphentlbutane can be obtained by A and NBS at the existence of BPO and tetrachloro methane B. We use the phase transfer catalyst to prepare DPDTT: Tetrabutylammonium hydrogen sulfate ( TBAS) as phase-transfer agent.
The products A and B are characterized by 1H-NMR; the aim product is characterized by 1H-NMR、13C-NMR、 infrared absorption spectrum、mass spectra and elemental analyses.