文献类型：期刊文献

中文题名：丙烯酰氯改性木质素模型物制备丙烯酸单体及聚合活性分析

英文题名：Synthesis and Characterization of Dihydroeugenol Acrylate

作者：刘晓欢[1] 王春鹏[1,2] 王基夫[1] 许玉芝[1] 储富祥[1,2]

第一作者：刘晓欢

通信作者：Xu, YZ[1]

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

年份：2014

卷号：34

期号：4

起止页码：1031-1034

中文期刊名：光谱学与光谱分析

外文期刊名：Spectroscopy and Spectral Analysis

收录：CSTPCD;;EI(收录号：20141617586126);Scopus(收录号：2-s2.0-84898011739);WOS:【SCI-EXPANDED(收录号:WOS:000337199900036)】；北大核心:【北大核心2011】；CSCD:【CSCD2013_2014】；PubMed;

基金：国际合作项目(2011DFA32440);国家自然科学基金项目(31200448)资助

语种：中文

中文关键词：木质素模型化合物;二氢丁香酚;丙烯酰氯;聚合活性

外文关键词：Lignin mode compound;Dihydroeugenol;Acryloyl chloride;Polymerization activity

分类号：TQ351.36

摘要：以木质素模型化合物二氢丁香酚(DH)为原料,利用丙烯酰氯(AC)进行接枝改性制备丙烯酸二氢丁香酚酯(DH-AC)。采用傅里叶变换红外光谱(FTIR)、气相色谱-质谱联用仪(GC-MS)、核磁共振氢谱(~1HNMR)和凝胶色谱(GPC)等分析手段研究了丙烯酸二氢丁香酚酯的结构以及聚合活性。FTIR结果表明二氢丁香酚经过丙烯酰氯改性后,3 495 cm^(-1)为酚羟基伸缩振动吸收峰完全消失,在1 762 cm^(-1)处有新的酯基峰生成,同时在1 631和981 cm^(-1)出现C=C的特征吸收峰,表明丙烯酸酯官能团已成功接枝到二氢丁香酚上。~1H-NMR分析结果显示DH-AC在δ=5.6的酚羟基质子峰完全消失,同时在δ=6.0,6.4和6.7出现了三个不同的质子峰,这主要是由于乙烯基—CH=CH_2结构的引入,该结果进一步证明目标产物丙烯酸二氢丁香酚酯结构的正确性。GC-MS结果表明目标产物丙烯酸二氢丁香酚酯的纯度为98.63%。GPC结果显示DH-AC在偶氮二异丁氰(AIBN)作为引发剂的存在下,DH-AC可以发生聚合反应,均聚物相对分子质量结果为:Mw(37400),Mn(23400),Mw/Mn=1.60,表明丙烯酸二氢丁香酚酯单体具有高的聚合活性。丙烯酸二氢丁香酚酯(DH-AC)的制备和性能研究为开发新型木质素基高分子材料奠定了理论基础。
Dihydroeugenol acrylate was synthesized by the reaction of acryloyl chloride （AC ） with lignin mode compound di-hydroeugenol （DH） in the presence of TEA and characterized by using FTIR ,GC/MS ,1 H-NMR and GPC. FTIR spectra showed that ,after the esterification with acryloyl chloride ,the intensity of stretching vibration peak of O - H （centered at 3 495 cm -1 ） of DH was disappeared. At the same time ,a new peak appeared at 1 762 cm-1 which was assigned to ester group. Addi-tionally ,the appearance of 1 631 and 981 cm -1 were attributed to the carbon-carbon double bond confirmed the success in the synthesis of DH-AC. 1 H-NMR spectra showed that ,after the esterification with acryloyl chloride ,the proton signal of O- H at 5.5 ppm was disappeared. Meanwhile ,the appearance of three new proton signals at 6.0 ppm ,6.4 and 6.7 ppm ,attributed to the vinylic protons ,indicated that acryloyl chloride was successfully grafted onto DH. The results further confirmed the struc-tures of the DH-AC. GC-MS results showed the DH-AC had a high purity of 98.63%. GPC results showed that dihydroeugenol acrylate could polymerize in the 1 ,4-dioxane using a thermal initiator of AIBN （2.0 Wt% of total monomers）. The weight aver-age molecular mass （Mw） of the homopolymer is 37 400 g ＆#183; mol-1 ,and the number average molecular mass is 23 400 g ＆#183; mol-1 with a polydispersity index Mw/Mn of 1.60 ,indicating that the dihydroeugenol acrylate has high polymerization activity .This strategy provides a novel approach for extending the comprehensive utilization of lignin .