Korean Chemical Engineering Research

The Korean Institute of Chemical Engineers (한국화학공학회)
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Extraction Equilibrium of Acrylic Acid by Aqueous Two-Phase Systems Using Hydrophilic Ionic Liquids

친수성 이온성 액체를 이용한 수상이성분계에서의 아크릴산 추출 평형

  • Lee, Yong Hwa (Department of Chemical and Biological Engineering, Korea National University of Transportation) ;
  • Lee, Woo Youn (Department of Chemical and Biological Engineering, Korea National University of Transportation) ;
  • Kim, Ki-Sub (Department of Chemical and Biological Engineering, Korea National University of Transportation) ;
  • Hong, Yeon Ki (Department of Chemical and Biological Engineering, Korea National University of Transportation)
  • 이용화 (한국교통대학교 화공생물공학과) ;
  • 이우윤 (한국교통대학교 화공생물공학과) ;
  • 김기섭 (한국교통대학교 화공생물공학과) ;
  • 홍연기 (한국교통대학교 화공생물공학과)
  • Received : 2014.02.26
  • Accepted : 2014.03.31
  • Published : 2014.10.01
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Abstract

As an effective method for extraction of acrylic acid, aqueous two-phase systems based on morpholinium ionic liquids were used in this study. Effects of the alkyl chain length of cation in morpholinium ionic liquids on phase diagram and extraction efficiencies were investigated. Experimental results show that aqueous two phase systems can be formed by adding appropriate amount of morpholinium ionic liquids to aqueous $K_2HPO_4$ solutions. It can be found that the ability of morpholinium ionic liquids for phase separation followed the order [HMMor][Br]>[OMMor][Br]>[BMMor][Br]>[EMMor][Br]. There was little difference between binodal curves of imidazolium ionic liquids and those of morpholinium ionic liquids. 50~90% of the extraction efficiency was observed for acrylic acid by aqueous two phase extraction of acrylic acid with morpholinium ionic liquids. It can be concluded that morpholinium ionic liquids/$K_2HPO_4$ were effective for aqueous two phases extraction of acrylic acid comparing to imidazolium ionic liquids/$K_2HPO_4$ systems because of their lower cost.

본 연구에서는 아크릴산 추출을 위한 효과적인 분리공정으로서 모폴린계 이온성 액체/$K_2HPO_4$에 의한 수상이성분계를 적용하여 수상이성분계 형성 특성 및 아크릴산 추출 효율에 대한 모폴린계 이온성 액체의 양이온 알킬사슬 길이의 영향을 고찰하였다. 실험 결과 $K_2HPO_4$ 수용액에 적정량의 모폴린계 이온성 액체를 첨가함에 따라 안정한 수상이성분계가 형성됨을 확인할 수 있었으며 이성분계 형성능력은 [HMMor][Br]>[OMMor][Br]>[BMMor][Br]> [EMMor][Br]의 순서로 나타났다. $K_2HPO_4$ 수용액을 기준으로 모폴린계 이온성 액체의 수상이성분계 형성 능력은 기존의 이미다졸계와 큰 차이가 없었으며 친수성알콜/$K_2HPO_4$와 비교했을 경우에는 적은양으로도 수상이성분계 형성이 가능하였다. 모폴린계 이온성 액체를 이용한 수상이성분계 추출에 있어 아크릴산 추출 효율은 50~90%의 범위를 가지며 이 값들은 이미다졸계와 큰 차이가 없었다. 모폴린계 이온성 액체가 이미다졸계 이온성 액체에 비해 경제적으로 생산할 수 있으므로 모폴린계 이온성 액체와 $K_2HPO_4$로 구성된 수상이성분계는 아크릴산을 포함한 각종 생물공정에 의한 제품 분리에 효과적임을 알 수 있었다.

Keywords

References

  1. Kyuchoukov, G. and Yankov, D., "Lactic Acid Extraction by Means of Long Chain Tertiary Amines: A Comparative Theoretical and Experimental Study," Ind. Eng. Chem. Res., 51, 9117-9122(2010).
  2. Hong, Y. K. and Hong, W. H., "Influence of Chain Length of Tertiary Amines on Extractability and Chemical Interactionss in Reactive Extraction of Succinic Acid," Korean J . Chem. Eng., 21, 488-493(2004). https://doi.org/10.1007/BF02705439
  3. Hong, Y. K. and Hong, W. H., "Removal of Acetic Acid from Auqeous Solutions Containing Succinic Acid and Acetic Acid by Tri-n-octylamine," Sep. Purif. Technol., 42, 151-157(2005). https://doi.org/10.1016/j.seppur.2004.03.015
  4. Keshav, A., Wasewar, K. L. and Chand, S., "Extraction of Acrylic, Propionic, and Butyric Acid Using Aliquat 336 in Oleyl Alcohols: Equilibria and Effect of Temperature," Ind. Eng. Chem. Res., 48, 888-893(2009). https://doi.org/10.1021/ie8010337
  5. Martyn, J. E. and Seddon, K. R., "Ionic Liquids. Green Solvents for the Future," Pure Appl. Chem., 72, 1391-1398(2000).
  6. Blanchard, L. A., Hancu, D., Beckman, E. J. and Brennecke, J. F., "Green Processing Using Ionic Liquid and $CO_2$," Nature, 399, 28-29(1999).
  7. Kaur, G., Srivastava, A. K. and Chand, S., "Advanced in Biotechnological Production of 1,3-Propanediol," Biochem. Eng. J., 64, 106-118(2012). https://doi.org/10.1016/j.bej.2012.03.002
  8. Li, Z., Jiang, B., Zhang, D. and Xiu, Z., "Aqueous Two-Phase Extraction of 1,3-Propanediol from Glycerol-Based Fermentation Broths," Sep. Purif. Technol., 66, 472-478(2009). https://doi.org/10.1016/j.seppur.2009.02.009
  9. Mourao, T., Claudio, A. F. M., Boal-Palheiros, I., Freire, M. G. and Coutinho, J. A. P., "Evaluation of the Impact of Phosphate Salts on the Formation of Ionic-liquid Based Aqueous Biphasic Systems," J. Chem. Thermodynamics, 54, 398-405(2012). https://doi.org/10.1016/j.jct.2012.05.019
  10. Li, Z., Teng, H. and Xiu, Z., "Aqueous Two-Phase Extraction of 2,3-Butanediol from Fermentation Broths Using an Ethanol/ Ammonium Sulfate System," Process Biochem., 45, 731-737(2010). https://doi.org/10.1016/j.procbio.2010.01.011
  11. Jiang, B., Li, Z.-G., Dai, J-Y., Zhang, D-J. and Xiu, Z.-L., "Aqueous Two-Phase Extraction of 2,3-Butanediol from Fermentation Broths Using Ethanol/Phosphate System," Process Biochem., 44, 112-117(2009). https://doi.org/10.1016/j.procbio.2008.09.019
  12. Pei, Y., Wang, J., Wu, K., Xuan, X. and Lu, X., "Ionic Liquid-Based Aqueous Two-Phase Extraction of Selected Proteins," Sep. Purif. Technol., 64, 288-295(2009). https://doi.org/10.1016/j.seppur.2008.10.010
  13. Claudio, A. F. M., Freire, M. G., Freire, C. S. R., Silvestre, A. J. D. and Coutinho, J. A. P., "Extraction of Vanillin Using Ionic-Liquid-Based Aqueous Two-Phase Systems," Sep. Purif. Technol., 75, 39-47(2010). https://doi.org/10.1016/j.seppur.2010.07.007
  14. Kim, H.-T., Hong, Y. K., Kang, J. W., Lee, Y.-W. and Kim, K.-S., "Thermal and Electrochemical Stability of Morpholinium Ionic Liquids," Korean Chem. Eng. Res., 50, 702-707(2012). https://doi.org/10.9713/kcer.2012.50.4.702
  15. Khara, D. C., Kumar, J. P., Mondal, N. and Samanta, A., "Effect of the Alkyl Chain Length on the Rotational Dynamics of Nonpolar and Dipolar Solutes in a Series of N-Alkyl-N-Methylmorpholinium Ionic Liquids," J. Phys. Chem. B., 117, 5156-5164(2013). https://doi.org/10.1021/jp400914y
  16. Kim, K.-S., Choi, S., Demberelnyamba, D., Lee, H., Oh, J., Lee, B. B. and Mun, S. J., "Ionic Liquids Based on N-Alkyl-N-Methylmorpholinium Salts as Potential Electrolytes," Chem. Commun., 828-829(2004).
  17. Hong, Y. K., "Effect of Alcohols and Carboxylic Acids on Extraction Characteristics for 1,3-Propanediol by Aqueous Two Phases Systems," Korean Chem. Eng. Res., 51, 575-579(2013). https://doi.org/10.9713/kcer.2013.51.5.575

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  1. Extraction Equilibria of Succinic Acid by Using Aqueous Two Phases System Containing Imidazolium Ionic Liquids and Salts vol.20, pp.4, 2014, https://doi.org/10.7464/ksct.2014.20.4.349
  2. Effect of Cations in Ionic Liquids on the Extraction Characteristics of 1,3-Propanediol by Ionic Liquid-based Aqueous Biphasic Systems vol.4, pp.2, 2014, https://doi.org/10.1021/acssuschemeng.5b00893
  3. 피페리딘계 이온성 액체와 포스페이트 염으로 구성된 수상이성분계를 이용한 숙신산의 추출 vol.54, pp.1, 2014, https://doi.org/10.9713/kcer.2016.54.1.52