【作者】 朱必珏；

【导师】 谭世语；

【作者基本信息】 重庆大学 ， 化学工程与技术， 2009， 硕士

【摘要】 佳乐麝香是一种多环麝香,香气浓郁、细腻,很接近大环麝香的香韵,且理化性质稳定,价格又比较低廉,可以广泛应用于香水、香精、化妆品、食品、医药等领域,是很有发展前途的合成麝香品种。本文以α-甲基苯乙烯(AMS)、叔戊醇、环氧丙烷、多聚甲醛为原料,采用三步法合成佳乐麝香:先AMS和叔戊醇在酸性催化剂的条件下发生缩合反应,生成的产物五甲基茚满与环氧丙烷发生羟异丙基化反应,生成的六甲基茚满醇再与聚甲醛发生醇醛半缩合反应,经缩合环化得到最终产品。各步产物经IR,UV-Vis表征验证。在合成茚满实验中,通过单因素实验讨论了催化剂种类与用量、反应温度、反应时间、反应物料比等反应因素对合成反应的影响;通过正交实验优化了工艺条件:当n(AMS)∶n(H3PO4)∶n(叔戊醇):n(H2O)= 1.00∶0.85∶1.15:0.85,在35℃下反应6h。收率可达59.7%。在合成茚满醇时,通过单因素实验讨论了溶剂种类和用量、反应物料比、催化剂用量、反应温度、反应时间等反应因素对合成反应的影响;通过正交实验优化了工艺条件:当n(CH2Cl2)∶n(茚满)∶n(环氧丙烷)∶n(AlCl3)=10∶0.93∶1.00∶0.87,在-20～-15℃循环反应5h。收率可达62.7%。最后在合成佳乐麝香中,通过单因素实验讨论了催化剂种类和用量、聚甲醛用量、反应温度、反应时间和碱环化时间等反应因素对合成反应的影响;通过正交实验优化了工艺条件:当n(CH2Cl2)∶n(茚满醇)∶n(甲醛)∶n(PCl5):n(H2O)=2.90∶1.00∶1.32∶0.95:9.5,在40℃下反应6h,碱环化60min。收率可达98.2%。该工艺选择了更合理的催化剂和溶剂,改善了现有工艺,减少了“三废”污染和设备腐蚀问题,同时提高收率、降低成本。更多还原

【Abstract】 Galaxolide as one kind of the polycyclic musk, which have strong, comfortable and similar to macrocyclic musk’s fragrances, is broadly used in many fields, such as perfume, cosmetic, food, medicines and etc. And galaxolide possesses simple production methods, stable physical and chemical properties, and low cost price. So it has rather competitive edge and is the most promising among the synthetical musk.There presents the preparation of the three steps to galaxolide in this paper. First, the indene was synthesized by the condensation with AMS and tert-amyl alcohol under condition of acidic catalyst. And then the indanol was obtained through the OH-isopropylation with the indene and propylene oxide as the materials. Finally, galaxolide was synthesized through the condensation and cyclization using the indanol and polyformaldehyde, and acid as the catalyst. All the products were confirmed by IR and UV-Vis spectra.Through single-factor experiments, some factors have been analyzed on the reaction of synthesizing indene, including the kinds and dosage of catalyst, the action temperature, the action time and the materiel ratio. And through orthogonal experiment method, the optimum technologic condition of the process is the molar ratio of n(AMS)∶n(H3PO4)∶n(tert-amyl alcohol):n(H2O)= 1.00∶0.85∶1.15:0.85, at 35℃for 6 h. and the yield of indene was up to 59.7%.Some factors have been investigated on the synthesis of indanol by the single-factor studies, including the kinds and dosage of solvent, the dosage of catalyst, the action temperature, the action time and the materiel ratio. And through orthogonal experiment method, the optimum technologic condition of the process is the molar ratio of n(CH2Cl2)∶n(indene)∶n(propylene oxide)∶n(AlCl3)=10∶0.93∶1.00∶0.87, between -20℃and -15℃for 6 h, and the yield of indene is up to 62.7%. During the preparation of galaxolide, last, some factors had been analyzed, including the kinds and dosage of catalyst, the action temperature, the action time and the materiel ratio, through the single-factor experiments. And through orthogonal experiment method, the optimum technologic condition of the process is the molar ratio of n(CH2Cl2)∶n(indanol)∶n(formaldehyde)∶n(PCl5):n(H2O)=2.90∶1.00∶1.32∶0.95:9.5, at 40℃for 6 h and alkaline cyclization for 60min. And the yield of galaxolide was up to 98.2% The synthesis method of galaxolide was improved and opted for a more rational solvent and catalyst, reducing the problems of pollution and corrosion, while it increased the yield but reduced the costs.更多还原