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摘要：本文以甲基丙烯酸(MAA)、氢氧化钠和环氧氯丙烷(ECH)为原料，并加入不同的阻聚剂和相转移催化剂，通过两步法制备出甲基丙烯酸缩水甘油酯(GlyMA)，再将其开环制得甘油单甲基丙烯酸酯(GMA)。通过一系列单因素实验，考察了阻聚剂的选择、相转移催化剂的选择、物料配比、反应温度、反应时间等因素对甲基丙烯酸缩水甘油酯产率的影响，并对其开环条件进行了优化。采用高效液相色谱(HPLC)对产率进行了分析，并使用核磁共振对产品进行鉴定。结果表明，以对苯二酚为阻聚剂，四丁基溴化铵(TBAB)为相转移催化剂，反应物料质量比ω(甲基丙烯酸钠):ω(ECH)=1:6，反应温度为90℃，反应时间为4h时，GlyMA产率可达81.7%；并在80℃纯水中，鼓氧回流9h进行开环，制得的GMA产率为61.6%。最终总产率为50.3%。62209
毕业论文关键词： 甘油单甲基丙烯酸酯；甲基丙烯酸缩水甘油酯；合成；隐形眼镜
The Preparation of Glycerol Monomethacrylate
Abstract：In this paper, using methacrylic acid (MAA), sodium hydroxide and epichlorohydrin (ECH) as raw material to prepare glycidyl methacrylate (GlyMA) through two steps by adding different polymerization inhibitor and phase transfer catalyst, then glycerol monomethacrylate (GMA) was synthesized by ring-opening reaction. The influence of polymerization inhibitor selected, phase transfer catalyst selected, material ratio, reaction temperature, reaction time on product yield were studied through a series of single factor experiments, and the conditions of ring-opening reaction were optimized. The yields of product were analyzed by High Performance Liquid Chromatography (HPLC), and the characterization was analyzed by 1H NMR. The results show that hydroquinone as a polymerization inhibitor, tetrabutylammonium bromide (TBAB) as a phase transfer catalyst, ω (sodium methacrylate): ω (ECH) =1: 6, the reaction temperature is 90℃, the reaction time is 4h. Under the given conditions, the yield of GlyMA can reach 81.7%. The yield of GMA was 61.6% to reflux GlyMA for 9h with oxygen in 80℃ pure water. And the final overall yield was 50.3%.
Key Words: Glycerol monomethacrylate; Glycidyl methacrylate; Synthesis; Contact lenses
目 录
1 绪论 1
1.1 隐形眼镜的概述 1
1.2 隐形眼镜发展史 1
1.3 隐形眼镜材料性状 2
1.3.1硬镜 2
1.3.2 透气硬镜 3
1.3.3 硅弹镜 3
1.3.4 软镜 3
1.4 甘油单甲基丙烯酸酯的概况 4
1.5.1 甘油单甲基丙烯酸酯的应用价值 4
1.5.2 甘油单甲基丙烯酸酯的制备工艺 5
1.6 本课题的主要研究内容 6
2 甘油单甲基丙烯酸酯的合成实验 7
2.1 使用的材料试剂、仪器设备 7
2.1.1 主要化学原料与试剂 7
2.1.2 实验仪器及设备 7
2.2 甘油单甲基丙烯酸酯的总合成路线 8
2.3 甲基丙烯酸缩水甘油酯的制备工艺 9
2.3.1 甲基丙烯酸钠的合成 9
2.3.2 甲基丙烯酸缩水甘油酯的合成