臺灣博碩士論文加值系統

本論文旨在針對五味子木酚素的萃取及分離進行探討。本論文首先利用超臨界二氧化碳萃取五味子果核中的五味子油，並探討萃取溫度、萃取壓力、以及輔溶劑濃度等操作條件對萃取率的影響，同時採用Sovova的萃取動力學模式進行實驗結果的擬合，以獲取萃取動力學的參數。本論文隨後利用實驗級的超臨界流體模擬移動床設備(SF-SMB)進行五味子木質酚分離，並藉由不同的操作條件，分別獲得五味子乙素、五味子醇甲，或者將五味子甲素與乙素以及五味子醇甲與醇乙加以以分離。有鑑於天然物分離從來沒有SF-SMB工業化放大量產經驗，本論文進一步利用生產級的SF-SMB進行五味子木質酚分離的放大測試，結果顯示依據實驗級設備所設定的操作條件便能夠簡單放大流量並在生產級設備上進行分離。在實驗級設備的研究過程中，發現大量存在的油脂使得純化所獲得的弱滯留五味子甲素與乙素純度偏低，因此本論文開發使用六區段的SMB來進行油脂、五味子甲素與乙素、以及五味子醇甲與醇乙的三成份分離方法，結果得到三種成分群的良好分離。本論文使用超臨界二氧化碳、乙醇、以及異丙醇進行五味子木酚素的萃取以及後續的分離純化，除了避免使用溶劑以外，所使用的溶劑及能源耗量小，將來一定能夠成為生產天然活性成份的一個綠色永續的分離純化方法。

In this study, the lignans in the seed of Schisandra chinensis were extracted by supercritical fluid extraction (SFE), and subsequently separated by supercritical fluid simulated moving bed (SF-SMB). Effects of the extraction temperature, pressure and the content of ethanol as a cosolvent on the yield of seed oil were investigated. Sovova’s equation was applied to fit the experimental results to investigate the extraction kinetics.By setting different parameters, a lab-scale SF-SMB was employed to separateschisandrin B andschisandrol A from the extracted oil by SFE, or achieve theseparation of schisandrin A/Bandschisandrol A/B.Since natural product have never been produced by SF-SMB, this studyfirstly employed a pilot scale SF-SMB to study the scale-up for separating thelignans in the seed oil. As a result, the operating parameters obtained from the lab scale SF-SMB can simply and easily apply to conduct the separation at the pilot scale unit. During conducting the separtion of lignans, large amount of oil and fatresults inthe difficulties of obtaining high purity of Schisandrin A and Schisandrin B, becauseboth lignans have similar retention with the oil and fat in the supercritical fluid chromatography. A six-section SMB with liquid desorbentwas designed to separate the oil and fat, schisandrin A/B,and schisandrol A/B effectively.The proposed processes in this study used carbon dioxide, ethanol, and 2-propanol as the processing solvents for the extraction and separation of natural bioactive compounds to avoid the usage of harmful solvents, and saving solventand energy. The processwill become andgenerallybe recognized as a green and effective process for the production of bioactive ingredients.

中文摘要 I
英文摘要 II
致謝 III
目錄 VI
圖目錄 VI
表目錄 VIII
第一章、文獻回顧 1
1.1 五味子相關文獻回顧 1
1.2 SMB技術緣起與全球技術現況 3
1.3 SMB技術原理 5
1.4 模擬移動床在醫藥分離以及天然中間原料應用 10
1.5 超臨界流體模擬移動床層析製程 12
1.5 模擬移動床層析於多成份分離的應用 16
1.6 五區段串聯SMB製程 17
1.6.1 製程介紹 17
1.6.2 五區段串聯SMB在保證B純度時的操作條件限制 18
1.6.3 五區段串聯SMB製程的優缺點 19
1.7 改進的六區段串聯SMB製程 19
1.7.1 六區段串聯SMB製程的介紹 19
1.7.2 六區段串聯SMB的操作條件限制 20
1.8 改進側流的濃度波動設計 21
第二章、以超臨界二氧化碳萃取五味子中的木酚素 22
2.1 簡介 22
2.2 原料及分析方法 22
2.3 超臨界流體萃取 23
2.3.1 萃取設備 23
2.3.2 萃取動力學 25
2.4 萃取結果 26
2.4.1 輔溶劑效應 26
2.4.2 溫度效應 28
2.4.3 壓力效應 29
2.4.4 萃取條件對於木酚素萃取效果的影響 30
2.5 小結 31
第三章、以超臨界流體模擬移動床分離五味子木酚素 32
3.1 簡介 32
3.2 原料及分析方法 32
3.3 單一管柱層析 32
3.4 使用超臨界流體模擬移動床進行分離木酚素 34
3.5 五味子木酚素的分離結果 36
3.6 小結 39
第四章、以生產級SF-SMB分離五味子木酚素 40
4.1 原料及分析方法 40
4.2 SMB設備組態 40
4.3 固定相與操作條件 41
4.4 SMB分離實驗結果 41
4.5 小結 49
第五章、以串聯模擬移動床分離五味子中的木酚素 50
5.1 簡介 50
5.2 原料及分析方法 50
5.3 超臨界二氧化碳萃取與精油組成 51
5.4 單一管柱層析調查 52
5.5 SMB實驗規劃 53
5.6 實驗結果 56
5.6.1 第一區段相對體積流速對各成份在不同出口分配的影響 59
5.6.2 第一區段相對體積流速對各出口不同成份純度的影響 63
5.6.3 第2’區段相對體積流速對Sin-A/B在E’出口純度的影響 64
5.7 小結 65
第六章、結論 67
參考文獻 69

[1]肖培根，新編中藥誌，第2卷，北京，化學工業出版社，2002。
[2]楊擎、曲曉波、李輝、金道明、律廣富、王建瑋、王保森，李娜，五味子化學成分與藥理作用研究進展，吉林中醫藥，2015, 35(6): 626-628。
[3]史琳、何曉霞、潘英，五味子藤莖化學成分的研究，中草藥，2009, 40(11): 1707-1710。
[4]陳道峰、翁強，南五味子屬藥用植物的木脂素含量，中草藥，1994, 25(5): 238-240。
[5]Yang, T., Liu, S., Zheng, T.H., Tao Y.Y., Liu, C.H., Comparative pharmacokinetics and tissue distribution profiles of lignan components in normal and hepatic fibrosis rats after oral administration of Fuzheng Huayu recipe. J Ethnopharmacol. 166, (2015): 305-312.
[6]Lu, T.L., Hu, J.Y., Mao, C.Q., Wu, Y., Yin, F.Z., Cai, B.C. Quality Analysis of Raw and Processed Schisandra Chinensis Fructus by Simultaneous Determination of Eleven Bioactive Lignans Using RP-HPLC Method. J Food Drug Anal, 20(2012): 922-929.
[7]史琳、王志成、馮敘橋，五味子化學成分及藥理作用的研究進展，藥物評價研究， 34(2011): 208-212。
[8]官豔麗、曹沛、鬱開北，北五味子化學成分的研究，中草藥，37(2006): 185-187.
[9]Opletal, L., Sovova, H., Bartlova, M. Dibenzo[a,c]cyclooctadiene lignans of thegenus Schisandra: importance, isolation and determination. J. Chromatogr. B., 812 (2004) 357-371.
[10]Huang,T.H., Shen, P.N., Shen, Y.G. Preparative separation and purification of deoxyschisandrin and γ-schisandrin from Schisandra chinensis (Turcz.) Baillby high-speed counter-current chromatography, J. Chromatogr. A, 1066(2005): 239-242.
[11]Tian, K., Qi, S.D. Cheng, Y.Q., Chen, X.G. Hu, Z. Separation and determinationof lignans from seeds of Schisandra species by micellar electrokinetic capillary chromatography using ionic liquid as modifier, J. Chromatogr. A, 1078(2005): 181-187.
[12]王會娟,陸兔林,毛春芹，高效液相色譜法同時測定五味護肝咀嚼片中7種木脂素類成分的含量，中國醫院藥學雜誌，33(2013): 660-661。
[13]李春水、鄭文媛，不同產地五味子有效成分的對比研究，中藥材，32(2009): 1362-1363.
[14]Pu, H.J., Cao, Y.F., He, R.R., Zhao, Z.L., Song, J.H., Jiang, B., Huang, T., Tang, S.H., Lu, J.M. and Kurihara, H. Correlation between antistress and hepatoprotective effects of Schisandra Lignans was related with its antioxidative actions in liver cells, J Evid Based Complementary Altern Med: eCAM, (2012):1-7(Article ID: 161062).
[15]Kang, S., Lee, K.P., Park, S.J., Noh, D.Y., Kim, J.M., Moon, H.R., Lee, Y.G., Choi, Y.W., Im,D.S. Identification of a novel anti-inflammatory compound, α-cubebenoate from Schisandra chinensis. J. Ethnopharmacol., 153(2014): 242-249.
[16]Lee,.K.P., Kang, S., Park,S.J., Kim, J.M., Lee, J.M., Lee, A.Y., Chung, H.Y., Choi, Y.W., Lee, Y.G., Im, D.S. Anti-allergic effect of α-cubebenoate isolated from Schisandra chinensis using in vivo and in vitro experiments. J. Ethnopharmacol., 173(2015): 361-369.
[17]Yang, J.M, Ip, P.S., Che, C.T., Yeung, J.H. Relaxant effects of Schisandra chinensis and its major lignans on agonists-induced contraction in guinea pig ileum. Phytomedicine, 18(2011): 1153-1160.
[18]Hwang D., Shin, S.Y., Lee, Y., Hyun, J., Yong, Y., Park, J.C., Lee, Y.H., Lim, Y. A compound isolated from Schisandra chinensis induces apoptosis. Bioorg. Med. Chem. Lett., 21(2011): 6054-6057.
[19]Zhang, L.k., Chen, H,, Tian, J., Chen, S. Antioxidant and anti-proliferative activities of five compounds from Schisandra chinensis fruit. Ind. Crop. Prod., 50(2013): 690-693.
[20]Chen, X,Q., Zhang, Y., Zu, Y.G., Fu, Y.J., Wang, W. Composition and biological activities of the essential oil from Schisandra chinensis obtained by solvent-free microwave extraction. LWT-Food. Sci. Technol., 44(2011): 2047-2052.
[21]Qu, H.M., Liu, S.J., Zhang, C.Y. Antitumor and antiangiogenic activity of Schisandra chinensis polysaccharide in a renal cell carcinoma model. Int. J. Biol. Macromol., 66(2014): 52-56.
[22]Zhao, T., Mao, G.G., Mao, R.W., Zou, Y., Zheng, D.H., Feng, W.W., Ren, Y.N., Wang, W., Zheng, W., Song, J., Chen, Y.Q., Yang, L.Q., Wu, X.Y. Antitumor and immunomodulatory activity of a water-soluble low molecular weight polysaccharide from Schisandra chinensis (Turcz.) Baill. Food Chem. Toxicol., 55(2013): 609-616.
[23]梁明在、梁茹茜、梁克源，超臨界流體模擬移動床純化天然物之應用，台灣化學工程學會會誌，60(2013):14-21。
[24]梁明在，模擬移動床在純化天然活性成份的應用，化工，58(2011): 71-82。
[25]Wang, et. al. Chap. 7 in Separation and purification technologies in biorefineries, 1st ed., eds. Ramaswamy, S., Huang, H.J., Ramaro, B.V., 2013, John-Wiley & Sons.
[26]Silva, V.M.T.M., Gomes, P.S., Rodrigues, A.E. Chap. 5, Use of ion exchange resins in continuous chromatography for sugar processing, in Ion Exchange Technology II: applications, eds., Inamuddin and Luqman, M., 2012, Springer Sci.
[27]Rodrigues, A.E., Pereira, C., Minceva, M., Ribeiro, A. M., Ribeiro, A., Silva, M., Graca, N., and Santos, S.C. Simulated Moving Bed Technology, Principles, Design and Process Applications, 1st Ed., Butterworth-Heinamann, 2015.
[28]Broughton, D.B., Gerhold, G.G. Continuous sorption process employing fixed bed, US Patent(1961), 2985589.
[29]陳億新、劉天穗、劉汝鋒，光學藥物技術與展望，廣州大學學報(自然科學版)，1(2002): 39-43。
[30]Gomes, P.S., Minceva, M. Rodrigues, A.E., Simulated moving bed technology: old and new. Adsorption, 12(2006): 375-392.
[31]Storti, G., Mazzotti, M., Morbidelli, M. Robust design of binary countercurrent adsorption separation processes. AIChE. J., 39(1993): 471-492.
[32]Nicoud, R.M, Fuchs, G., Adam, P., Bailly, M., Küsters, E., Antia, F.D., Reuille, R., Schmid, E. Preparative scale enantioseparation of a chiral epoxide: Comparison of liquid chromatography and simulated moving bed adsorption technology. Chirality, 5(1993): 267-271.
[33]Negawa M, Shoji F. Optical resolution by simulated moving-bed adsorption technology. J. Chromatogr. A, 590(1992): 113-117.
[34]Lim B.G, and Ching C.B. Preliminary design of a simulated counter-current chromatographic system for the separation of praziquantel enantiomers. J. Chromatogr. A, 734(1996): 247-258.
[35]Francoote E.R. and Richert P. Applications of simulated moving-bed chromatography to the separation of the enantiomers of chiral drugs. J. Chromatogr. A, 769(1997): 101-107.
[36]Cavoy E., Deltent M.F, Miggiano D. Laboratory-developed simulated moving bed for chiral drug separations: Design of the system and separation of Tramadol enantiomers. J. Chromatogr. A, 769(1997): 49-57.
[37]林智雄、梁明在、吳昭燕、梁茹茜，以模擬移動床進行西酞普蘭光學拆分之研究，2014年台灣藥學會年會暨學術研討會，高雄醫學大學，台灣。
[38]Gottschlich, N., Kasche, V. Purification of monoclonal antibodies by simulated moving bed chromatography. J. Chromatogr. A, 1997, 765(2): 201-206.
[39]Houwing J, Billiet H A H, Wielen L A M. Optimization of azeotropic protein separations in gradient and isocratic ion-exchange simulated moving bed chromatography. J. Chromatogr. A, 944(2002): 189-201.
[40]Xie, Y., Mun, S.Y., Kim, J.H. Standing Wave Design and Experimental Validation of a Tandem Simulated Moving Bed Process for Insulin Purification. Biotechnol. Progr., 18(2002): 1332-1344.
[41]李勃、林炳昌、馬子都，模擬移動床分離紫杉醇，鞍山鋼鐵學院學報，23(2000): 244-248。
[42]Cong, J.X., and Lin, B.C. Separation of Liquiritin by simulated moving bed chromatography. J. Chromatogr. A, 1145(2007): 190-194.
[43]張偉、林炳昌，人參皂苷Rb1的模擬移動床分離，精細化工，6(2007): 554-558。
[44]高麗娟、劉望才、林炳昌，純化銀杏總內酯的新製程，化學世界，12(2005): 711-714。
[45]Liang, M.T., Liang, R.C., Wang, L.Y., Yen, H.E., Lee, K.T. Effect of Temperature Variation on the Separation of Sesamin and Sesamolin by Simulated Moving Bed. J. Chem. Chem. En., 5(2011) 479-786.
[46]Bao, X.Q., Wu, W.T., Lin, C.H., Shih, Y.T., Liang, M.T. Separation of Astaxanthin from the Crude Extract of Haematococcus Pluvialis by Simulated Moving Bed. 29th International Symposium on Preparative and Process Chromatography, Philadelphia, USA, 2016.07.
[47]林柏豪、吳文童、包曉青、史雅婷、曾柏澍、梁明在、梁茹茜，SFE去除賦型大豆卵磷脂與後續SMB分離磷脂醯膽鹼，第十屆台灣超臨界流體技術研究優良論文獎，金屬發展研究中心，高雄，2016年，10月。
[48]Liang, R.C., Bao, X.C., Wu, W.T., Liang, M.T., Hung, C.H., Chen, C.H. Isolation of astaxathin by using a seven-section simulated moving bed. SPICA2016-16th International Symposium on Preparative and Industrial Chromatography and Allied Techniques, 2016.10.
[49]林智雄、陳玠廷、林佑穎、詹佳羲、梁明在，以模擬移動床純化琥珀酸之研究，台灣化學工程學會64週年年會，台北科技大學，台北，2017年11月。
[50]Bao, X.Q., Hsu, L.H., Liang, M.T. The feasibility of separating squalene from soybean oil deodorized distillate by simulated moving bed 64th TwUChE Annual Meeting, Taipei University of Technology. Taipei, 2017.11.
[51]Lin, C.H., Tseng, P.S., Liang, M.T., Indayang, W., Liang, R.C. Process Development for the Separation of Arabinose and Galactose by Simulated Moving Bed. 2018 BEST Conference & International Symposium on Biotechnology and Bioengineering, National Taipei University of Technology. Taipei, 2018. 06.
[52]Depta, A., Giese, T., Johannse, M., Brunner, G. Separation of stereoisomers in asimulated moving bed-supercritical fluid chromatography plant. J. Chromatogr. A, 865(1999):175-186.
[53]Denet, F., Hauck, W., Nicoud, R.G., Giovanni, O.D., Mazzotti, M., Jaubert, J.N., Morbidelli, M. Enantioseparation through supercritical fluid simulated moving bed (SF-SMB) chromatograph, Ind. Eng. Chem. Res., 40(2001): 4603-4609.
[54]Peper, S., Lubbert, M., Johannsen, M., Brunner, G. Separation of ibuprofenenantiomers by supercritical fluid simulated moving bed chromatography. Sep. Sci. Technol., 37(2002): 2545-2566.
[55]Rajendran, A., Peper, S., Johannsen, M., Mazzotti, M., Morbidelli, M., Brunner, G. Enantioseparation of 1-phenyl-1-propanol by supercritical fluid-simulatedmoving bed chromatography, J. Chromatogr. A, 1092(2005): 55-64.
[56]Peper, S., Johannsen, M., Brunner, G. Preparative chromatography with super-critical fluids comparison of simulated moving bed and batch processes, J. Chromatogr. A, 1176(2007): 246-253.
[57]Cristancho, C.A.M., Peper, S., Johannsen, M. Supercritical fluid simulated movingbed chromatography for the separation of ethyl linoleate and ethyl oleate, J.Supercrit. Fluids., 66(2012): 129-136.
[58]Ikeda, H., Negawa, M., Shoji, F. US Patent(1998) 5770 088.
[59]Liang, M.T., Liang, R.C., Huang, L.R., Hsu, P.H., Wu, Y.H., Yen, H.E. Separation ofsesamin and sesamolin by a supercritical fluid-simulated moving bed, Am. J. Anal. Chem., 3(2012) :931-938.
[60]Liang, M.T., Liang, R.C., Huang, L.R., Hsu, P.H., Wu, Y.H., Yen, H.E. Separation of Sesamin and Sesamolin by a Supercritical Fluid-Simulated Moving Bed. Am. J. Anal. Chem., 3(2012): 931-938.
[61]Clavier, J.Y., Nicoud, R.M., Perrut, M. High Pressure Chemical Engineering, Ph. Rudolph von Rohr, Ch. Trepp (Eds.), a New Efficient Fractionation Process: The Simulated Moving Bed with Supercritical Eluent, 429-434, Elsevier Science, London, 1996.
[62]Depta, A., Giese, T., Johannse, M., Brunner, G. Separation of stereoisomers in a simulated moving bed-supercritical fluid chromatography plant, J. Chromatogr., 865(1999): 175-186.
[63]Denet, F., Hauck, W., Nicoud, R.G., Giovanni, O.D., Mazzotti, M., Jaubert, J.N., Morbidelli, M. Enantioseparation through supercritical fluid simulated moving bed (SF-SMB) chromatography. Ind. Eng. Chem. Res., 40(2001): 4603-4609.
[64]Peper, S., Lubbert, M., Johannsen, M., Brunner, G. Separation of Ibuprofen enantiomers by Supercritical Fluid Simulated Moving Bed Chromatography. Sep. Sci. Technol., 37(2002): 2545-2566.
[65]Rajendran, A., Peper, S., Johannsen, M., Mazzotti, M., Morbidelli, M., Brunner, G. Enantioseparation of 1-phenyl-1propanol by supercritical fluid-simulated moving bed chromatography. J. Chromatogr. A, 1092(2005): 55-64.
[66]Peper, S., Johannsen, M., Brunner, G. Preparative Chromatography with Supercritical Fluids Comparison of Simulated Moving Bed and Batch Process. J. Chromatogr. A, 1176(2007): 246-253.
[67]Cristancho, A.A.M., Peper, S., Johannsen, M. Supercritical Fluid simulated moving bed chromatography for the separation of ethyl linoleate and ethyl oleate. J. Supercrit. Fluids, 66(2012): 129-136.
[68]Liang, M.T. Applications of Supercritical Fluid Simulated Moving Bed on the Separation of Active Compound from Chinese Herbs. AIChE annual meetin in San Francisco, 2013.11.
[69]Liang, M.T., Liang, R.C., Yu, S.Q., Yan, R.A., Liang, K.Y. Supercritical Fluid Extraction of Polygonum Cuspidatum and Subsequent Isolation by Simulated Moving Bed Chromatography. Spring World Congress on Engineering and Technology (SCET2013), Wuhan, China, 2013.05.
[70]Liang, M.T., Liang, R.C., Huang, L.R., Liang, K.Y., Chien, Y.L., Liao, J.Y. Supercritical Fluids as the Desorbent for Simulated Moving Bed -Application to the Concentration of Triterpenoids from Taiwanofugus camphorate. Journal of the Taiwan Institute of Chemical Engineers, 45(2014): 1225-1232.
[71]Liang, M.T., Lin, C.H., Tang, M.F., Liang, R.C., Yang, T.Y. Extraction of tashinoneIIA and subsequent purification by simulated moving bed chromatography with supercritical carbon dioxide. in: Proceedings of Supergreen 2013, The 8th International Conference on Supercritical Fluids, 2013.10.
[72]Liang, M.T., Liang, R.C., Yu, S.Q., Yan, R.A. Separation of resveratrol and emodin bysupercritical fluid-simulated moving bed chromatography. J. Chromatogr. Sep. Tech., 4(2013): 1-5.
[73]Liang, M.T., Lin, C.H., Bao, X.Q., Tao, Z.M., Zhang, D.B., Liu, D.W. Separation of 2, 6-dimethoxy-4-(2-propen-1-yl)-phenol from the crude extract of Dendrobium officinale Kimura et Migo by a continuous supercritical fluid chromatography. SFC 2014, BASEL, Switzerland, 2014.10.
[74]Liang, M.T., Lin, C.H., Wu, W.T., Chen, C.C., Liang, R.C. Separation of beta-carotene from the Paprika Extract by a Supercritical Fluid Simulated Moving Bed. IV Iberoamerican Conference on Supercritical Fluids, Chile, 2016.04.
[75]Liang, M.T., Lin, P.H., Bao, X.Q., Liang, R.C. Separation of Conjugated PUFA from Jatropha Curcas Oil by Supercritical Fluid Simulated Moving Bed. SFC Asia 2017, Osaka,Japan, 2017.06.
[76]Liang, M.T., Lin, C.H., Tseng, P.S., Indayang, W., Liang, R.C. Separation of EPA and DHA in an Industrial Scale Simulated Moving Bed with Supercritical Fluid as the Desorbent. SFC 2017 , Rockville, Maryland, 2017.10.
[77]Lin, C.H., Tseng, P.S., Liang, R.C., Liang, M.T. Extraction and Subsequent Chromatographic Separation of α-Linolenic Acid from the Flaxseed Oil with Supercritical Fluid. Supergreen 2017, Nagoya, Japan, 2017.12.
[78]Abel, S., Babler, M.U., Arpagaus, C., Mazzotti, M., Stadler, J. Two-fraction and three-fraction continuous simulated moving bed separation of nucleosides. J. Chromatogr. A, 1043(2004): 201-210.
[79]Paredes, G., Abel, S., Mazzotti, M., Morbidelli, M., Stadler, J. Analysis of a simulated moving bed operation for three-fraction separation (3F-SMB). Ind. Eng. Chem. Res., 43(2004): 6157-6167.
[80]Ma, Z., Wang, N.H.L. A nine-zone simulating moving bed for the recovery of glucoseand xylose from biomass hydrolyzate. Ind. Eng. Chem. Res., 37(1998): 3699-3709.
[81]Keßler, L.C. Seidel-Morgenstern, A. Theoretical study of multicomponent continuous countercurrentchromatography based on connected 4-zone units. J. Chromatogr. A, 1126(2006): 323–337.
[82]Chiang A.S.T. Continuous Chromatographic Process Based on SMB Technology. AIChE. J., 44(1998): 1930-1932.
[83]Kim, J.K., Wankat, P.C. designs of simulated moving bed cascades for quaternary separations. Ind. Eng. Chem. Res., 43(2004): 1071-1080.
[84]Mata, V.G., Rodrigues, A.E. Separation of ternary mixtures by pseudo-simulated moving bedchromatography. J. Chromatogr. A, 939(2001): 23-40.
[85]Hur, J.S., Wankat, P.C. New Design of Simulated Moving Bed (SMB) for TernarySeparations . Ind. Eng. Chem. Res., 44(2005): 1906-1913.
[86]Aumann, L., Morbidelli, M. A Continuous Multicolumn Countercurrent Solvent Gradient Purification (MCSGP) Process. Biotechnol. Bioeng., 98(2007): 1043-1055.
[87]Wei, F., Shen, B., Chen, M. Novel Simulated Moving-Bed Cascades with a Total of Five Zones for Ternary Separations. Ind. Eng. Chem. Res., 51(2012): 5805-5812.
[88]宋磊，模擬移動床色譜分離天然產物的研究，廈門大學碩士學位論文，2014年2月。
[89]Takasugi, Y., Matsumoto, K., Kitazaki, H. JP Patent(1994) 06192 133.
[90]Iketani, Y. JP Patent (1989) 01113 381.
[91]Liu, J.Y., Wang, Y.P., Zhao, J.H., Yan, S., CN Patent(2004) 101070 314A
[92]Ko, K.M., US Patent (2009) 7531 195B2.
[93]Reverchon, E., De Marco, I. Supercritical fluid extraction and fractionation ofnatural matter. J. Supercrit. Fluids, 38(2006): 146-166.
[94]Rajendran, A., Paredes, G., Mazzotti, M. Simulated moving bed chromatography for the separation of enantiomers. J. Chromatogr. A, 1216(2009): 709–738.
[95]Schulte, M., Wekenborg, K., Wewers, W. Process concepts, in: H. Schmidt-Traub (Ed.), Preparative Chromatography of Fine Chemicals and PharmaceuticalAgents. Wiley–VCH, Weinheim, 2005, 173-214.
[96]Zarinabadi, S., Kharrat, R., Yazdi, A.V. Extraction of oil from canola seeds with supercritical carbon dioxide: experimental and modeling, Proceedings of the World Congress on Engineering and Computer Science 2010 Vol II WCECS 2010, San Francisco, U.S.A., 2010.10.
[97]Maksimovica, S., Ivanovica, J., Skala, D. Supercritical extraction of essential oil from Mentha and mathematical modelling– the influence of plant particle size. 20th International Congress of Chemical and Process Engineering CHISA, Prague, Czech Republic, 2012.08.
[98]Jokic, S., Nagy, B., Aladic, K., Simándi, B. Supercritical fluid extraction of soybean oil from the surface of spiked quartz sand - modelling study, Croat. J. Food Sci. Technol., 5(2013): 70-77.
[99]Sovová H., Nobre B.P., Palavra A. Modeling of the kinetics of supercritical fluid extraction of lipids from microalgae with emphasis on extract desorption. Materials, 9(2016), 423, doi:10.3390 /ma9060423.
[100]Sovova, H. Rate of the vegetable oil extraction with supercritical CO2- I. Modelling of extraction curves. Chem. Eng. Sci., 49(1994): 409–414.