Evaluation of Different Process Concepts for the Indirect Hydration of Cyclohexene to Cyclohexanol
Evaluation of Different Process Concepts for the Indirect Hydration of Cyclohexene to Cyclohexanol
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DOI：
10.1021/op300276e
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发表时间：
2013-03-01
影响因子：
3.4
通讯作者：
Sundmacher, Kai
中科院分区：
文献类型：
--
作者：
Imam, Rayees Ahamed;Freund, Hannsjoerg;Sundmacher, Kai
Steyer等人提出了生产环己醇的间接水合工艺路线，该方法使用甲酸作为反应性增塑剂（Steyer，F.; Freund，H.; Sundmacher，K. Ind.Eng.Chem.Res.2008，47，9581-9587; Steyer，F.; Sundmacher，K. 2007，46，1099-1104）。该路线克服了用于将环己烯水合为环己醇的常规Asahi方法的几个限制（Steyer，F.; Sundmacher，K.工业工程师：Res·2007，46，1099-1104; Mitsui，0.;福冈市环状醇的制造方法。美国专利4，588，846，1986; Ishida，H.卡特。当然。JPN. 1997，1，241-246; Ishida，H.; Fukuoka，Y.; Mitsui，O.;莫诺湾环己烷在高硅沸石上的液相水合反应。在Zeolite and Microporous Crystals：Proceedings of the International Symposium on Zeolite and Microporous Crystals，名古屋，1993年8月22-25日; Hattori，T.，Yashima，T.，编辑; Studies in Surface Science and Catalysis，第83卷; Elsevier：Tokyo，NY，1994;第473-480页）。一种偶联塔反应蒸馏过程的概念，在我们的小组（Kumar，R.; Katariya，A.; Freund，H.; Sundmacher，K.组织。过程研究。迪。2011，15，527-529; Katariya，A.; Freund，H.; Sundmacher，K. Ind. Eng. Chem. Res，2009，48，9534-9545; Freund，H.; Katariya，A.; Kumar，R.; Steyer，F.; Sundmacher，K. DGMK Tagungsber。2007，2，237-239）是可行的，但是能量消耗非常高，并且该方法概念受到具有窄操作窗口的多个稳态的限制。有必要开发其他有希望的工艺选择。在这个方向上，目前的工作分析了不同的工艺概念，并详细讨论了所涉及的挑战。开发并分析了各种工艺选项。进行了专门的实验，以确保在广泛的工艺条件下的动力学模型的有效性。长时间批实验提供了一个准确的估计环己基甲酸酯的生成热。开发的工艺概念进行了比较和评估基准朝日过程。作为经济可行性的重要指标，能源消耗进行了分析。
An indirect hydration process route for the production of cyclohexanol was proposed by Steyer et al., which uses formic acid as a reactive entrainer (Steyer, F.; Freund, H.; Sundmacher, K. Ind. Eng. Chem. Res. 2008, 47, 9581-9587; Steyer, F.; Sundmacher, K. Ind. Eng. Chem. Res. 2007, 46, 1099-1104). This route overcomes several limitations of the conventional Asahi process for cyclohexene hydration to cyclohexanol (Steyer, F.; Sundmacher, K. Ind. Eng.,Chem. Res. 2007, 46, 1099-1104; Mitsui, O.; Fukuoka, Y. Process for producing cyclic alcohol. U.S. Patent 4,588,846, 1986; Ishida, H. Catal. Sure. Jpn. 1997, 1, 241-246; Ishida, H.; Fukuoka, Y.; Mitsui, O.; Mono, M. Liquid-Phase Hydration of Cyclohexane with Highly Silicious Zeolities. In Zeolites and Microporous Crystals: Proceedings of the International Symposium on Zeolites and Microporous Crystals, Nagoya, August 22-25, 1993; Hattori, T., Yashima, T., Eds.; Studies in Surface Science and Catalysis, Vol. 83; Elsevier: Tokyo, NY, 1994; pp 473-480). A coupled-column reactive distillation process concept, developed earlier in our group (Kumar, R.; Katariya, A.; Freund, H.; Sundmacher, K. Org. Process Res. Dee. 2011, 15, 527-529; Katariya, A.; Freund, H.; Sundmacher, K. Ind. Eng. Chem. Res, 2009, 48, 9534-9545; Freund, H.; Katariya, A.; Kumar, R.; Steyer, F.; Sundmacher, K. DGMK Tagungsber. 2007, 2, 237-239), is feasible, but the energy consumption is very high, and the process concept is limited by multiple steady states with a narrow operating window. There is a need to develop other promising process options. In this direction the present work analyses different process concepts and discusses in detail the challenges involved. Various process options were developed and analyzed. Dedicated experiments were carried out in order to ensure the validity of the kinetic model at a wide range of process conditions. Long-time batch experiments provided an accurate estimation of the heat of formation of cyclohexylformate. The developed process concepts are compared and evaluated with respect to the benchmark Asahi process. As an important indicator of the economic viability, the energy consumption is analyzed.