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中文摘要: 以2,2-二硫二吡啶，2 巯基乙醇为原料，醋酸为催化剂，合成了2-羟乙基-二硫吡啶(PⅠ)。以PⅠ、4-氰基-4-(硫代苯甲酰)戊酸(PⅡ)为原料，1-(3-二甲氨基丙基)-3-乙基碳二亚胺盐酸盐(EDC)、4-二甲氨基吡啶(DMAP)为催化剂，合成了一种新的可逆加成 断裂链转移自由基聚合(RAFT)链转移剂4-氰基-4-(硫代苯甲酰)戊酸-2-二硫吡啶乙酯(PⅢ)。以PⅢ为RAFT链转移剂，偶氮二异丁腈（AIBN）为引发剂，甲基丙烯酸甲酯(MMA)为单体，采用RAFT制备了聚甲基丙烯酸甲酯（PMMA）。用1H-NMR分析了链转移剂的的分子结构，用GPC测得PMMA聚合物的分子量及其分布。结果表明：能用于巯基点击化学的二硫吡啶基团被接到PⅡ的末端，成功制备了一种具备巯基点击化学功能的二硫代酯RAFT链转移剂(PⅢ)，利用PⅢ，通过RAFT聚合制备了分子量分布狭窄的PMMA聚合物。
中文关键词: 巯基点击化学 二硫代酯 可逆加成 断裂链转移自由基聚合 链转移剂
Abstract:2-Hydroxyethyl-pyridyl disulfide (PⅠ) was synthesized from the 2,2-dithiodipyridine, 2-mercaptoethanol using the acetic acid as the catalyst. 4-Cyano-4-((thiobenzoyl)sulfanyl) pentanoic acid-2-pyridyl disulfide ester(PⅢ)，a novel RAFT chain transfer agent, was synthesized from the PⅠand 4-cyano-4-((thiobenzoyl)sulfanyl) pentanoic acid (PⅡ) using 1-(3- dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride, 4-dimethylaminopyridine as the catalyst.PMMA was prepared from the RAFT chain transfer agent PⅢ,initiator AIBN and Methyl Methacrylate(MMA) through RAFT polymerization. 1H-NMR was used to analyze the molecular structure of the chain transfer agent and GPC was used to analyze the molecular weigh and molecular weight distribution of PMMA. Results showed that the group of pyridyl disulfide with the function of thiol based click chemistry was converted to the end of PⅡ. The dithioester RAFT chain transfer agent(PⅢ) with the function of thiol based click chemistry was synthesized successfully. PMMA with narrow molecular weight distribution was prepared by using the chain transfer agent PⅢ.
keywords: thiol based click chemistry dithioester reversible addition fragmention chain transfer polymerization chain transfer agent
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| 作者 | 单位 | |
| 龙时宇 | 武汉纺织大学材料科学与工程学院，武汉 430200 | longshiyu_what@163.com |
| 任杰 | 武汉纺织大学材料科学与工程学院，武汉 430201 | |
| 王罗新 | 武汉纺织大学材料科学与工程学院，武汉 430202 | wanglx@wtu.edu.cn |
引用本文：
龙时宇,任杰,王罗新.一种具备巯基点击化学功能的二硫代酯RAFT链转移剂的合成[J].功能高分子学报,2014,27(1):.
LONG Shi yu,REN Jie,WANG Luo xin.Synthesis of a Dithioester RAFT Chain Transfer Agent with the Function of Thiol Based Click Chemistry[J].Journal of Functional Polymers,2014,27(1):.
龙时宇,任杰,王罗新.一种具备巯基点击化学功能的二硫代酯RAFT链转移剂的合成[J].功能高分子学报,2014,27(1):.
LONG Shi yu,REN Jie,WANG Luo xin.Synthesis of a Dithioester RAFT Chain Transfer Agent with the Function of Thiol Based Click Chemistry[J].Journal of Functional Polymers,2014,27(1):.
