反 4 (反 4′ 正丙基环己基)环己醇的合成及顺反异构化研究-应用化学专业论文.docxVIP

反-4-(反-4′-正丙基环己基)环己醇的 合成及顺反异构化研究 专 业：应用化学 硕 士 生：段迎春 指导教师：高仁孝 摘 要 环己烷类液晶具有粘度低、稳定性高、较宽的向列项温区的特性而被广泛应 用于混合液晶中。为了保持分子的刚性及线型，其分子结构以反式构型为主。因 此反式构型的中间体的合成显得尤为重要。在国内外众多的资料中，由顺式异构 体通过异构化转型得到反式异构体的方法却鲜有报道。 本论文研究了液晶中间体4-（反-4′-正丙基环己基）环己醇的合成，并采用气 相-质谱、红外光谱、核磁共振碳谱等分析手段对重要中间体及目标化合物进行了 结构表征，结果表明目标化合物被成功合成。本路线各步反应条件较为温和，反 应总收率24.8%； 本论文的创新之处在于实现了该类化合物通过顺反异构化的方法使顺式异构 体转化为反式异构体的思路，并对该方法进行了推广研究和机理探讨。实验证明 该转型方法对其同系物都适用，钠、钾等碱金属对反应适用有效：采用金属钾对 4-(反-4′-正戊基环己基)环己醇转型7h，顺反比例从68:31转变为8:91。顺式异构体 转化为反式异构体的方法的实现使反式纯化的收率从之前的8%提高到65～75%。 大大降低了反-4-（反-4′-正丙基环己基）环己醇的生产成本，为以此中间体为基本 单元的液晶化合物的广泛应用提供了可能，为环己烷类液晶的种类拓宽提供了重 要的参考价值。 另外，作者以该中间体为原料，进行了液晶化合物的合成应用，合成出了两 个醚类化合物和一个酯类化合物，并测定了其液晶相温区，为这三种液晶的使用 提供了依据。 关键词：液晶；合成；异构化；反-4-(反-4′-正丙基环己基)环己醇； Study on Synthesis and Isomerization of Trans-4-(trans-4′-propylcyclohexyl)cyclohexanol Specialty: Applied Che mistry Name: Duan Yingchun Adviser: Gao Renxiao Abstract Cyclohexane derivatives were widely used in mixed liquid crystal for its good performance such as low viscosity ,high stability and wide temperature phase. In ordert to keep the molecular rigid and linetype, its structure must keep the trans configurational primarily. Therefore synthesis of trans configuration intermediates are particularly important. It was rarely reported in domestic and inter national about the methods of isomerization through cis- isomers transformation for trans- isomers. Synthesis method of an liquid crystal intermediate 4-(trans-4- propylcyclohexyl)cyclohexanol was studied. The structure of the target compound and the important intermediate was identified by gas- mass spectrometry (GC-MS), infrared spectroscopy (IR), nuclear magnetic resonance spectroscopy of carbon (13CNMR). The result shows that the target compounds are consistent to the expected. The reaction conditions of each step is more moderate. The total yield is 24.8%. The innovation of this thesis was lie in the realized isomerization method throgh the cis- isomer changed into the trans- isomer. And the promoted research