The Preparation of Chiral Separation Membranes by UV Polymerization and its Properties

UV 중합에 의한 이성질체 분리막 제조와 특성

  • Chang, Eun-Jeong (Department of Chemical & Biochemical Engineering, Dongguk University) ;
  • Hong, Joo-Hee (Department of Chemical & Biochemical Engineering, Dongguk University) ;
  • Heo, Kwang-Beom (Department of Chemical & Biochemical Engineering, Dongguk University) ;
  • Kim, Min (Department of Safety & Environmental System Engineering, Dongguk University) ;
  • Kim, Byoung-Sik (Department of Chemical & Biochemical Engineering, Dongguk University)
  • 장은정 (동국대학교 생명.화학공학과) ;
  • 홍주희 (동국대학교 생명.화학공학과) ;
  • 허광범 (동국대학교 생명.화학공학과) ;
  • 김민 (동국대학교 안전환경시스템공학과) ;
  • 김병식 (동국대학교 생명.화학공학과)
  • Received : 2008.01.28
  • Accepted : 2008.05.09
  • Published : 2008.06.10

Abstract

Molecularly imprinted polymer (MIPs) membranes were prepared by UV polymerization to separate racemates with opposite physiological activity, and then its separation selectivity of racemates was carried out. Likewise, their properties were examined. Polycarbonate (PC) membrane was polymerized as small spot form in pore inner wall, but anodisc (AD) membrane was polymerized as film form with thickness 500~700 nm onto the membrane surface. Also the study on the separation selectivity of prepared MIPs membranes was carried out in L-Tryptophane (Trp) racemate solution. The results showed that AD MIPs membrane polymerized as a film form, which was achieved by solution polymerizaion consisting of over 90% cross-linking agent (ethylene glycol dimethacrylate; EGDMA) and under 30% dispersing agent (methanol; MeOH), had predominant 3.5 selectivity.

본 연구에서는 서로 상반되는 생리 활성을 나타내는 거울상 이성질체를 분리하기 위해 UV 중합법에 의해 이성질체를 인식할 수 있는 분자 인식형 고분자(molecularly imprinted polymers; MIPs) 분리막 제조와 그 분리막을 이용한 이성질체의 분리 선택성에 관한 연구를 수행하였다. 폴리카보네이트(polycarbonate; PC) 막은 기공(pore) 내벽에 작은 spot의 형태로 중합되었고 양성(anodisc; AD) 막은 기공 내벽이 아닌 표면(surface) 부분에 500~700 nm 정도의 필름(film) 형태로 중합되었다. 한편, 제조된 MIPs 분리막들의 L-트립토판(tryptophane; Trp) 이성질체 용액을 이용한 분리 선택도 비교 결과, 기능성 단량체인 메타아크릴산(methacrylic acid; MAA)에 대하여 가교제인 에틸렌 글리콜 디메타아킬레이트(ethylene glycol dimethacrylate; EGDMA) 90% 이상, 분자제인 메탄올(methanol; MeOH)이 30% 이하 첨가되어 필름 형태로 중합된 AD MIPs 분리막이 3.5의 우수한 선택도를 가졌다.

Keywords

Acknowledgement

Supported by : 동국대학교

References

  1. J. H, Kim, M. S. Dissertation, Chungnam National University, Daejon, Korea (2004)
  2. D. R. Tayor and K. Maher, J. Chromatogr. Sce., 30, 67 (1992) https://doi.org/10.1093/chromsci/30.3.67
  3. H. Y. Wang, G. Wulff, and A. Sahran, Angew. Chem. Int. Ed. Engl., 11, 1341 (1972)
  4. G. Martin and P. Laffort, Oder and Deordorization in the Environ., VCH Publishers, Inc., NY, US (1994)
  5. E. Marshall, Science, 229, 1071 (1985)
  6. E. Marshall, Chemical and Engineering New, March 19, 38 (1990)
  7. Y, J. Park, Technology New Brief, KISTI (2003)
  8. S. H. Cheong, C. Y. Oh, J. I. Seo, and J. K. Park, Korean J. Biotechnol. Bioeng., 16, 115 (2001)
  9. J. J. Ryoo, Polym. Sci. & Technol., 13, 686 (2002)
  10. E. J. Chang, B. S. Kim, and M. Kim, Appli. Chem., 7, 439 (2003)
  11. L. Giorno and E, Drioli, Trends in Biotechnology, 18, 339 (2000) https://doi.org/10.1016/S0167-7799(00)01472-4
  12. S. Ahuja, Ed., Chiral Separations: Application and Technology, Am. Chem. Soc., Washington, DC (1997)
  13. J. Mather-Krotz and K. J. Shea, J. Am. Chem. Soc., 118, 8154 (1996) https://doi.org/10.1021/ja954066j
  14. J. M. Hong, P. E. Andersson, J. Qian, and C. R. Martin, Chem. Mater., 10, 1029 (1998) https://doi.org/10.1021/cm970608f
  15. M. Yoshikawa, J. Izumi, and T. Kitao, Chem. Lett., 25, 611 (1996) https://doi.org/10.1246/cl.1996.611
  16. M. Yoshikawa, J. Izumi, T. Kitao, and S. Sakamoto, Macromolecules, 29, 8197 (1996) https://doi.org/10.1021/ma951716v
  17. M. Yoshikawa, J. Izumi, and T. Kitao, Polym. J., 29, 205 (1997) https://doi.org/10.1295/polymj.29.205
  18. H. Y. Wang, T. Kobayashi, and N. Fujii, Langmuir, 12, 4850 (1996) https://doi.org/10.1021/la960243y
  19. H. Y. Wang, T. Kobayashi, and N. Fujii, Langmuir, 13, 5396 (1997) https://doi.org/10.1021/la970114x
  20. T. Kobayashi, H. Y. Wang, and N. Fujii, Anal. Chim. Acta., 365, 81 (1998) https://doi.org/10.1016/S0003-2670(97)00667-3
  21. S. Kiyohara, M. Nakamura, K. Saito, K. Sigita, and T. Sugo, J. Membr. Sci., 152, 143 (1999) https://doi.org/10.1016/S0376-7388(98)00215-4
  22. M. Nakamura, S. Kiyohara, K. Saito, K. Sigita, and T. Sugo, Anal. Chem., 71, 1323 (1999) https://doi.org/10.1021/ac9805596
  23. S. Tone, T. Masawaki, and T. Hamada, J. Membr. Sci., 103, 57 (1995) https://doi.org/10.1016/0376-7388(94)00307-K
  24. S. Tone, T. Masawaki, and K. Eguchi, J. Membr. Sci., 118, 31 (1996) https://doi.org/10.1016/0376-7388(96)00071-3
  25. B. B. Lakshimi and C. R. Martin, Nature, 388, 758 (1997) https://doi.org/10.1038/41978
  26. A. Parthasarathy, C. J. Brumlik, C. R. Martin, and G. E. Collins, J. Membr. Sci., 94, 249 (1994) https://doi.org/10.1016/0376-7388(93)E0206-Y
  27. J. W Hong, UV Curing coatings, Chosun University, Gwangju, Korea (2002)