基于单宁模型物的丙烯酸酯单体制备及性能研究  

Sythesis and Characterization of Acrylate Monomer Derived from Tannins Model Compound

作　　者：肖凤龙 卫民[1,2,3,4] 赵剑[1,2,3,4] 蒋剑春[1,2,3,4] 侯敏[1,2,3,4] 

机构地区：[1]中国林业科学研究院林产化学工业研究所 [2]生物质化学利用国家工程实验室 [3]国家林业局林产化学工程重点开放性实验室 [4]江苏省生物质能源与材料重点实验室,江苏南京210042

出　　处：《生物质化学工程》2016年第5期29-33,共5页Biomass Chemical Engineering

基　　金：“十二五”国家科技支撑计划资助(2014BAD02B02)

摘　　要：以没食子酸甲酯(MG)作为单宁模型物,利用丙烯酰氯(AC)对MG进行酯化反应改性,合成丙烯酸没食子酸甲酯(MG-AC)。考察了原料物质的量比和温度对产物得率的影响,并采用傅里叶变换红外光谱(FT-IR)、气相色谱-质谱联用仪(GC-MS)、元素分析、核磁共振碳谱(13C NMR)、凝胶色谱(GPC)对产物进行了分析。结果表明:合适的反应条件是35℃,n(AC)∶n(MG)为1.1∶1,该条件下产物得率为83.9%。FT-IR分析显示丙烯酸酯官能团成功接枝到没食子酸甲酯上;GC-MS分析产物的纯度为98.86%;元素分析结果显示碳、氢、氧的质量分数分别为55.46%、4.20%和40.33%,接近于MG-AC的理论值,说明产物是单取代丙烯酸没食子酸甲酯;13C NMR分析也表明产物为单取代;GPC分析结果显示,在引发剂作用下MG-AC可以发生溶液聚合,聚合物的重均相对分子质量(Mw)为13 637,数均相对分子质量(Mn)为11 820,Mw/Mn=1.15,表明MG-AC具有较好的聚合活性。Methyl gallate acrylate （MG-AC） was prepared by reaction between methyl gallate （MG） （tannins model compound） and acryloyl chloride （AC）.The effects of temperature and raw materials molar ratio on the yield of product were investigated.FT-IR, GC-MS, elemental analysis, ~3C NMR and GPC were used to characterize its structure and polymerization activity.And then, the optimum synthesis conditions were 35 ℃, molar ratio of AC and MG 1.1 ： 1. Under these conditions, the yield of product was 83.9 %.FT-IR results showed that the acrylate-functional-group was successfully grafted onto methyl gallate.GC-MS results showed that the purity of methyl gallate acrylate was 98.86 %.Elemental analysis indicated that the mass fractions of carbon, hydrogen and oxygen were 55.46 %, 4.20 % and 40.33 %, respectively. They almost agreed to the theoretical value of MG-AC. Thus, the synthesized MG-AC was monosubsituted monomer.13C NMR results comfirmed the monosubsituted structure of monomer. GPC analysis results showed that the MG-AC could polymerize in the presence of the initiator, and the Mw ,Mn and Mw/Mn of the polymer were 13 637,11 820 and 1.15.All the results showed that the methyl gallate acrylate was successfully synthesized and had good polymerization activity.

关 键 词：丙烯酰氯 没食子酸甲酯 单宁模型物 

分 类 号：O623.624[理学—有机化学]