2-甲基-1,4-萘醌的绿色合成工艺研究  

Study on green synthesis process for 2-methyl-1,4-naphthoquinone

作　　者：乔琼清 王珀会 吴金婷 董明甫 李鸿波[1] QIAO Qiong-qing;WANG Po-hui;WU Jin-ting;DONG Ming-fu;LI Hong-bo(School of Materials Science and Engineering,Southwest University of Science and Technology,Mianyang 621010,China;Sichuan Yinhe Chemical Co.,Ltd.,Mianyang 622656,China)

机构地区：[1]西南科技大学材料科学与工程学院,四川绵阳621010 [2]四川省银河化学股份有限公司,四川绵阳622656

出　　处：《现代化工》2020年第8期158-161,共4页Modern Chemical Industry

基　　金：四川省学术和技术带头人培养基金(2015年);西南科技大学龙山学术人才科研与支持计划(17LZX413,18LZX425)。

摘　　要：以2-甲基萘(2-MN)为原料,冰醋酸为溶剂,(NH4)2S2O8为引发剂,经30%H2O2氧化制得粗品2-甲基-1,4-萘醌(2-MNQ),通过IR、NMR、MS对其结构进行表征,并采用HPLC(面积归一化法)测定粗品2-MNQ的纯度及其所含杂质的种类和含量。考察了反应温度、反应时间、溶剂与氧化剂用量对粗品2-MNQ收率、纯度、转化率的影响,并得到最佳工艺条件:反应温度为85℃、反应时间为3 h、n(CH3COOH)∶n(H2O2)∶n(2-MN)=50∶11∶1。在最佳工艺条件下,粗品收率为61.1%,转化率为99.7%,纯度为87.7%。经HPLC法测得粗品2-MNQ中的杂质主要为邻苯二甲酸酐和6-甲基-1,4-萘醌(6-MNQ),粗品依次经NaH CO3水溶液和NaH SO3水溶液处理,最终获得2-MNQ纯品(纯度97.7%),总收率为56.2%。Crude 2-methyl-1,4-naphthoquinone(2-MNQ)is prepared by using 2-methylnaphthalene(2-MN)as raw material,glacial acetic acid as solvent,30%H2O2 as oxidant and(NH4)2S2O8 as initiator.Its structure is confirmed by IR,NMR and MS spectra.The purity of crude product,and the type and content of impurities contained therein are determined by HPLC(area normalization method).The optimum process conditions are obtained through investigating the effects of reaction temperature,reaction time,amounts of solvent and oxidant on the yield,purity and conversion of crude 2-MNQ.The optimum reaction temperature is 85℃,the optimum reaction time is 3 h,and the optimum n(CH3 COOH)∶n(H2O2)∶n(2-MN)is 50∶11∶1.Under the optimum conditions,crude product yield can reach 61.1%,the conversion is 99.7%,and the purity is 87.7%.Through HPLC determination,crude 2-MNQ contains main impurities including phthalic anhydride and 6-methyl-1,4-naphthoquinone(6-MNQ).Pure 2-MNQ with a purity of 97.7%can be obtained by processing crude 2-MNQ with NaHCO3 and NaHSO3 aqueous solutions in turn,the total yield is 56.2%.

关 键 词：2-甲基-1 4-萘醌 绿色合成 工艺 

分 类 号：O625.46+2[理学—有机化学]