【作者】 李雷；

【导师】 陈立功； 叶汀；

【作者基本信息】 天津大学 ， 化学工程， 2013， 硕士

【摘要】 三嗪类紫外线吸收剂是近年发展起来的一类新型光稳定剂，因其吸收谱广、效率高、耐热性强、与聚合物材料相容性好而受到广泛关注。目前使用的三嗪类紫外线吸收剂如UV-1577、UV-1164及三嗪-5等最大吸收波长均低于300nm，在大多数化学键及聚合物敏感的UVA区间(320~400nm)吸收相对较弱，因此Ciba-Geigy公司开发了一种在UVA区间具有强烈吸收能力的三嗪类紫外线吸收剂CGL-479，但是其合成报道较少。本文第一部分研究建立了以2-溴丙酸甲酯、正辛醇、4-溴联苯、三聚氯氰和间苯二酚为原料，经过酯交换反应、Grignard反应、Friedel-Crafts酰基化反应、醚化反应合成CGL-479的工艺路线，并对酯交换反应和醚化反应进行了工艺优化，反应总收率45.3%。头孢他啶侧链酸活性硫酯是第三代及第四代头孢菌素类抗生素的关键中间体，其合成工艺一直受到人们的普遍关注。但是目前采用的生产技术在由头孢他啶侧链酸制备活性硫酯这步反应中，存在成本高、后处理困难和三废污染严重等问题。本文的第二部分对这步工艺进行了系统的研究和优化，研究建立了以头孢他啶侧链酸和二硫代二苯并噻唑为原料，以亚磷酸三甲酯为缩合剂，吡啶为催化剂，经缩合反应得到头孢他啶侧链酸活性硫酯的工艺路线，收率为92.4%，纯度为98.7%；建立了副产物2-巯基苯并噻唑的回收工艺，回收率为75.2%，纯度为99.5%；研究了不同有机碱在反应中的作用机理。更多还原

【Abstract】 The1,3,5-triazine ultraviolet (UV) absorbent is a novel UV absorbent developed inrecent years. Due to its wide absorption spectra, high efficient, outstandingthermostability and well compatibility with polymer materials, its development hasbeen a hot spot for decades. However, the maximum absorption wavelengths of thesecommercially available1,3,5-triazine UV absorbents, such as UV-1577, UV-1164andtriazine-5, fall below300nm and have low absorption in UVA section (320~400nm).In order to develop a triazine UV absorbent with strong absorption in UVA section,Ciba-Geigy reported a novel UV absorbent named CGL-479, but there are fewliteratures about its synthetic technology. In the first part of this thesis, an applicableindustrial process was established. Taking Methyl2-bromopropionate, n-octanol,4-bromobiphenyl, cyanuric chloride and resorcinol as raw materials, using trans-esterification, Grignard reaction, Friedel-Crafts acylation reaction and etherification,CGL-479was obtained with a total yield of45.3%.The side chain of Ceftazidime-activated Thioester is the key intermediate of thethird and fourth generations of cephalosporin antibiotics, and its synthetic technologyhas been paid close attention for decades. However, the condensation reaction usingceftazidime acid to prepare the activated thioester suffers from several majordisadvantages from an industrial perspective, including high cost, environmentalpollution, and tedious work-up procedures. To obtain an effective and eco-friendlyprocess, its synthetic method was modified systematically in the second part of thisthesis. The condensation of ceftazidime acid with2,2’-dibenzothiazyl disulfide wasinvestigated, using trimethylphosphite as condensation agent and pyridine as catalyst,the side chain of Ceftazidime-activated Thioester was obtained with a yield of92.4%and purity of98.7%. The by-product2-mercaptobenzothiazole was also retrieved witha yield of75.2%and purity of99.5%. The reaction mechanism with different organicbases was also studied.更多还原