摘要
以莰烯、乙二醇、甲基丙烯酸甲酯为原料,经过醚化和酯交换反应合成了光固化涂料用活性稀释剂甲基丙烯酸异冰片基氧乙基酯(IBOEMA),采用GC-MS、IR等分析手段对合成产物的结构进行了分析测定。在莰烯与乙二醇的醚化过程中,以A-15作醚化催化剂,探讨了A-15用量、乙二醇与莰烯的物质量之比、反应温度、反应时间等对异冰片基羟乙基醚得率的影响。采用正交试验确定了异冰片基羟乙基醚的适宜合成条件:催化剂A-15的用量为6.0%,反应温度90℃,反应时间9 h,乙二醇与莰烯的物质量之比为3.5∶1.0。在此条件下,莰烯转化率、反应选择性及产物得率分别达79%、93%和74%以上。在异冰片基羟乙基醚酯交换合成IBOEMA过程中,以环己烷为溶剂,反应在回流状态下进行,探讨了催化剂种类及用量、异冰片基羟乙基醚与甲基丙烯酸甲酯物质的量之比、反应时间、阻聚剂的种类和用量等对IBOEMA得率的影响。通过正交试验确定了异冰片基羟乙基醚与甲基丙烯酸甲酯酯交换反应的适宜工艺条件:以环己烷为溶剂进行回流反应,环己烷与异冰片基羟乙基醚物质的量之比为37∶1,甲基丙烯酸甲酯与异冰片基羟乙基醚的物质量之比为1.25∶1.00,催化剂KOH的用量为3%,反应时间8 h,吩噻嗪用量为1%。在此条件下,异冰片基羟乙基醚的转化率、反应选择性及产物得率分别达91%、93%和85%以上。
Isobornyloxyethyl methacrylate （IBOEMA）, a new type of active diluent for UV-curing coating, was synthe- sized from camphene as raw material by etherifieation and transesterification. In the etherification process of eamphene and ethylene alcohol, A -15 was used as the catalyst, and the effects of the amount of A -15, the molar ratios of ethyl- ene glycol to eamphene, reaction temperature and time on the yield of isobornyl hydroxyethyl ether were investigated, and the optimum synthesis conditions of isobomyl hydroxyethyl ether were determined based on orthogonal test results as follows ： A - 15 was used as the catalyst and its dosage was 6.0% （ based on the total weight of eamphene and ethylene glycol ） ; ethylene glyeol/eamphene molar ratio was 3.5： 1.0 ; reaction temperature and time were 90 ~C and 9 h, respec- tively. The conversion ratio of eamphene, reaction selectivity, and the yield of isobomyl hydroxyethyl ether reached 79%, 93%, and 74%, respectively, at aforesaid reaction conditions. In the transesterifieafion process of isobomyl hydroxyethyl ether and methyl methaerylate, cyelohexane was used as the solvent, and the reaction was carried out at the condition of refluxing; the effects of the type and amount of catalyst, the molar ratio of isobornyl hydroxyethyl ether to methyl methacrylate, reaction time, the type and amount of inhibitor on the yield of IBOEMA were examined, and the optimum synthesis conditions of IBOEMA were determined based on the orthogonal test results as follows： methyl meth- aerylate/isobomyl hydroxyethyl ether molar ratio was 1.25： 1.00; KOH was used as the catalyst for transesterifieation and it dosage was 3% （ based on the total weight of methyl methacrylate and isobornyl hydroxyethyl ether） ; reaction time 8 h; phenothiazine was used as the inhibitor, and its dosage was 1% ; eyclohexane was used as the solvent, and cyclo- hexane/isobomyl hydroxyethyl ether molar ratio was 37： 1. The conversion ratio of isobomyl hydroxyethyl ether, reaction selectivity, and the yield of IBOEMA reached 91% , 93% , and 85 % , respectively, at the aforesaid reaction conditions. The structures of isobornyl hydroxyethyl ether and IBOEMA were determined with GC - MS and FTIR spectra.
出处
《南京林业大学学报（自然科学版）》
CAS
CSCD
北大核心
2013年第4期127-132,共6页
Journal of Nanjing Forestry University：Natural Sciences Edition
基金
国家林业公益性行业科研专项项目(201104015)
关键词
莰烯
异冰片基羟乙基醚
甲基丙烯酸异冰片基氧乙基酯
醚化
酯交换
camphene
isobornyl hydroxyethyl ether
isobornyloxyethyl methacrylate
etherification
transesterification
作者简介
王士康，硕士生。
通信作者：王石发，教授。E—mail：usfyyq@njfu．com．cn。
