缩水甘油的合成进展
1. 上海工程技术大学, 化学化工学院, 上海 200336
2. 佳化化学科技发展（上海）有限公司, 上海 200131
| 摘 要： | 缩水甘油（GLY），又称环氧丙醇。缩水甘油分子结构中含有环氧基和羟基两个高活性化学官能团，因此性质非常活泼，是一种非常有用的化学物质。它自身可以作为塑胶、纤维改性剂、环氧树脂稀释剂、卤代烃稳定剂、食品防腐剂、杀菌剂等。在医药上可以用来合成一系列治疗心血管疾病的一阻断剂、治疗艾滋病的HIV蛋白酶抑制剂、抗病毒药物及许多内酯和甘油磷脂，还可作为某些光电材料和功能高分子材料的重要中间体。缩水甘油的部分反应性取决于其环氧基环充当烷化剂。此外，它还用于生产调味剂和甜味剂。缩水甘油还可作为一种稳定剂，用于生产石油、乙烯基聚合物、破乳剂、染色分层剂以及应用于表面涂料、化学合成、杀菌剂、固体燃料中的凝胶剂等。也是合成表面活性剂的重要单品和半成品。而且其衍生物还是一种化工原材料，应用于树脂，塑料，医药，杀虫剂和助剂等多个领域。因此，人们越来越重视缩水甘油的合成和应用，但缩水甘油在我国的应用生产规模较小，工业化生产也比较滞后。本文综述了丙烯醇、甘油等作为基础原料合成缩水甘油的工艺过程，对缩水甘油的制备进行了系统的总结，为后续缩水甘油的研究提供参考。 |
| 关 键 词： | 缩水甘油; 环氧丙醇; 丙三醇; 甘油; 合成; 应用研究 |
| DOI： | 10.57237/j.cse.2022.01.002 |
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收稿日期: 2022-09-02
接受日期: 2022-10-10
在线出版日期: 2022-11-01
Progress in Synthesis of Glycidol
1. School of Chemistry and Chemical Engineering, Shanghai University of Engineering Science, Shanghai 200336, China
2. Jiahua Science & Technology Development (Shanghai) Ltd, Shanghai 200131, China
| Abstract: | The molecular structure of glycidol contains two highly active chemical functional groups, epoxy group and hydroxyl group, so it is very active and is a very useful chemical substance. It can be used as plastics, fiber modifiers, epoxy resin diluents, halogenated hydrocarbon stabilizers, food preservatives, fungicides, etc. In the pharmaceutical field, it can be used to synthesize a series of blockers for cardiovascular diseases, HIV protease inhibitor for AIDS, antiviral drug, many lactones and glycerophospholipid, it can also be used as an important intermediate of some photoelectric materials and functional polymer materials. The partial reactivity of glycidyl depends on its epoxy ring acting as an alkylating agent. In addition, it is used in the production of flavorings and sweeteners. Glycidyl can also be used as a stabilizer, used in the production of petroleum, vinyl polymers, demulsifiers, dyeing layered agents and gelata applied in surface coatings, chemical synthesis, fungicides, solid fuels. It's also an important monomer and semi-finished product for synthetic surfactant. And its derivatives are also a kind of chemical raw materials, which are used in many fields such as resins, plastics, medicines, pesticides and auxiliaries. Therefore, more and more attention are paid to the synthesis and application of glycidol. However, the application of glycerol in our country is limited, and the industrial production is also lagging behind. In this paper, the process of glycidol synthesis form propylene alcohol and glycerol as basic raw material was reviewed, and the preparation of glycidol was systematically summarized, so as to provide reference for the subsequent research of glycidol. |
| Keywords: | Glycidol; Glycerol; Glycerin; Compound; Application Research |
参考文献
| [1] | 陈正中, 张健丁, 张建红. 生物柴油副产物甘油的充分利用[J]. 中国胶粘剂, 2007, 16 (12): 3. |
| [2] | 车飞, 张景清. 月桂基缩水甘油醚的合成及应用 [C]. // 2005黄山国际表面活性剂会暨第十六次全国工业表面活性剂发展研讨会论文集. 2005:461-462. |
| [3] | Lari G M, Pastore G, Haus M , et al. Environmental and economical perspectives of a glycerol biorefinery[J]. Energy & Environmental Science, 2018, 11 (5): 1012-1029. |
| [4] | 周喜, 戴友志, 胡建明,等. 一种合成缩水甘油的方法: CN, CN103242266 A [P]. 2013-08-14. |
| [5] | 王波, 申越, 孙建奎,等. 一种制备甘油碳酸酯的方法: CN, CN103467435 A [P]. 2013-12-25. |
| [6] | 沈国良, 刘佳鑫, 朱天宏,等. 环氧丙醇的合成与应用研究[J]. 精细石油化工进展, 2020(1): 7. |
| [7] | Taramasso M, Perego G, Notari B. Preparation of porous crystalline synthetic material comprised of silicon and titanium oxides: US, US4410501 A[P]. 1983. |
| [8] | 程月明, 王磊, 于大海,等. 酶法与化学法联合制备环氧丙醇 [J]. 吉林大学学报: 理学版, 2007, 045 (004): 681-685. |
| [9] | Fajdek A, Wróblewska A, Milchert E. Selective liquid-phase oxidation of allyl alcohol to glycidol over MWW type titanosilicalite [J]. Reaction Kinetics Mechanisms & Catalysis, 2011, 103 (2):451-462. |
| [10] | 陈晓晖, 范志勇, 魏可镁. 烯丙醇在Ti-MWW催化剂上的环氧化反应 [J]. 石油化工, 2006(3): 255-259. |
| [11] | 乐治平, 夏汉贵, 洪立智. W/MCM-41催化丙烯醇环氧化[J]. 南昌大学学报: 理科版, 2009, 33 (1): 3. |
| [12] | 李迪, 王传柱, 程振朔,等. 由甘油制备缩水甘油的工艺 [J]. 2010, 29 (z1): 176-181. |
| [13] | 陈鸿翔. 缩水甘油的研制 [J]. 福建化工, 1993 (2): 2. |
| [14] | 王石发, 李艳苹, 张明光. (R)-(-)-3-氯-1,2-丙二醇合成(S)-(+)-缩水甘油对甲苯磺酸酯的研究 [J]. 现代化工, 2007 (10): 36-37. |
| [15] | 李浩诚, 尹振源, 金成镇,等. 一种制备缩水甘油衍生物的方法: CN, CN101044130 A [P]. 2007-09-26. |
| [16] | Cespi D, Cucciniello R, Ricciardi M, et al. A simplified early stage assessment of process intensification: glycidol as a value-added product from epichlorohydrin industry wastes [J]. Green Chemistry, 2016, 18 (16): 4559-4570. |
| [17] | Gomez-Jimenez-Aberasturi O, Ochoa-Gomez J, Pesquera-Rodríguez A, et al. Solvent-free synthesis of glycerol carbonate and glycidol from 3-chloro-1,2-propanediol and potassium (hydrogen) carbonate [J]. Journal of Chemical Technology and Biotechnology, 2010, 85 (12): 1663-1670. |
| [18] | Climent M J, Corma A, Frutos P D, et al. Chemicals from biomass: Synthesis of glycerol carbonate by transesterification and carbonylation with urea with hydrotalcite catalysts. The role of acid–base pairs [J]. Journal of Catalysis, 2010, 269 (1): 140-149. |
| [19] | Ochoa-Gomez J, Gomez-Jimenez-Aberasturi, et al. Synthesis of glycerol 1,2-carbonate by transesterification of glycerol with dimethyl carbonate using triethylamine as a facile separable homogeneous catalyst[J]. Green Chemistry, 2012, 14 (12): 3368-3376. |
| [20] | 褚昭宁. 甘油法合成缩水甘油的研究 [D]. 江南大学, 2009. |
| [21] | Jose M P, Rosar L S, Cesa R. Synthesis of enantiomerically pure glycidol via a fully enantioselective lipase-catalyzed resolution [J]. Tetrahedron: Asymmetry, 2005, 16(4): 869-874. |
| [22] | 戴华成, 舒平, 黄启华. 环氧丙醇的制备[J]. 化学试剂, 1993, 15 (6): 377-378. |
| [23] | Kostyniuk A, Bajec D, Djinovi P, et al. One-step synthesis of glycidol from glycerol in a gas-phase packed-bed continuous flow reactor over HZSM-5 zeolite catalysts modified by CsNO3 [J]. Chemical Engineering Journal, 2020, 394: 124945. |
