Liquid Chromatographic Separation of Salicylic Acid and Its Derivatives Using Amberlite XAD-Copolymers

Amberlite XAD-공중합체를 이용한 살리실산 및 크로마토그래피적 분리 그 유도체들의 액체

  • Yong Soon Chung (Department of Chemistry, Chungbuk National University) ;
  • Taik Hyuk Lee (Department of Chemistry, Baejae College) ;
  • Young Ja Moon (Department of Food Nutrient, Taejeon Technical Junior College) ;
  • Dai Woon Lee (Department of Chemistry, Yonsei University)
  • 정용순 (충북대학교 자연과학대학 화학과) ;
  • 이택혁 (배재대학교 화학과) ;
  • 문영자 (대전실업전문대학 식품영양학과) ;
  • 이대운 (연세대학교 이과대학 화학과)
  • Published : 1989.02.20

Abstract

Reverse phase liquid chromatographic elution behaviors of salicylic acid and its derivatives were studied with classical and modern high-performance liquid chromatography(HPLC) using Amberlite XAD-4 and XAD-7 resin packed columns. Capacity factors(k') were determined in the comparatively high concentration(from 0. 010F to 0. 150F) of ferric nitrate-50% methanol solution to elucidate the elution behaviors with classical method. On the other hand, k's were measured in the various concentrations of methanol and ferric nitrate(from $2.5{\times}10^{-4}F\;to\;1.0{\times}10^{-3}F$) solution of pH 2. 25 and 293K with HPLC to explain the elution mechanism of them, and to find their optimum separation condition. As a result, it was found that log k's of salicylic acid and its derivatives were decreased with increasing the concentration of ferric ion, and the decreasing slopes of the compounds on the increasing ferric ion concentrations were related with each stability constant of ferric salicylates. Some isomers of derivatives of salicylic acid could be separated in the optimum condition.

살리실산 및 그 유도체들의 Amberlite XAD-4와 XAD-7 수지 분리관에서의 역상 액체크로마토그래피적 용리거동이 고전적 방법과 현대적 고성능 액체크로마토그래피(HPLC)에 의하여 연구되었다. 고전적 크로마토그래피에서는 질산제 2철 용액의 농도를 0.010F 농도로부터 0.150F 농도까지 변화시키면서 50% 메탄올 수용액에서 머무름크기인자(k')를 측정함으로써 용리거동을 설명하였다. 한편, 고성능액체크로마토그래피에서는 pH 2.25와 293K에서 여러가지 비교적 저 농도의 질산제 2철 용액($2.5{\times}10^{-4}F$에서 $1.0{\times}10^{-3}F$까지)과 여러 농도의 메탄올 수용액을 용리액으로 k값들을 측정함으로써 살리실산 및 그 유도체들의 용리메카니즘을 설명하고, 이들의 분리에 대한 최적 조건을 발견하였다. 결과적으로, 철(III)이온 농도가 증가하면 log k'가 비례하여 감소하는 현상을 발견하였는데, 그 감소하는 기울기가 문헌에 보고된 철(III)-살리실산 및 그 유도체착물들의 안정도 상수값들과 관계 있음을 발견하였다. 살리실산유도체들의 몇가지 이성체들을 최적 조건에서 분리하였다.

Keywords

References

  1. Organic Medicinal Chemistry Editting Committee of Organic Medicinal Chemistry
  2. J. Chromatogr. v.402 O. Hadzija;S. Iskric;M. Tonkovic
  3. Anal. Chem. v.42 K.S. Lee;D.W. Lee;E.K. Lee
  4. Anal. Chem. v.46 K.S. Lee;D.W. Lee
  5. Anal. Chem. v.49 D.J. Pietrzyk;C.H. Chu
  6. J. Chromatogr. v.108 H. Takahagi;S. Seno
  7. Anal. Chem. v.50 E.P. Kroeff;D.J. Pietrzyk
  8. Anal. Chem. v.50 R. Sydor;D.J. Pietrzyk
  9. Anal. Chem. v.50 D.J. Pietrzyk;E.P. Kroeff;T.D. Rotsch
  10. Anal. Chem. v.49 D.J. Pietrzyk;C.H. Chu
  11. Anal. Chem. v.2 H. Koshima
  12. J. Korean Chem. Soc. v.28 S.W. Kang;G.S. Ryu;Y.K. Park
  13. J. Chromatogr. v.400 N. Tanaka;K. Hashizume;M. Araki
  14. J. Chromatogr. v.435 T. Spitzer;S. Kuwatsuka
  15. Anal. Chem. v.58 P. Moreno;E. Sanchez;A. Pons;A. Palou
  16. Anal. Chem. v.52 R.G. Baurn;R. Saettre;F.F. Cantwell
  17. J. Korean Chem. Soc. v.30 H.B. Oh;S.W. Kang;S.S. Lee
  18. J. Korean Chem. Soc. v.32 S.W. Kang;H.B. Oh;S. S. Lee
  19. High-Performance Liquid Chromatography Advances and Persepectives C. Horvath
  20. J. Korean Chem. Soc. v.29 S.W. Kang
  21. J. Natural Sci. Research Institute(Yonsei Univ. Korea) v.2 D.W. Lee;Y.J. Moon;K.S. Lee
  22. J. Chem. Soc(A) M.V. Park
  23. J. Inorg. Nucl. Chem. v.25 S.S. Katiyar;V.B.S. Chauhan
  24. Trans Faraday Soc. v.59 Z.L. Ernst;J. Menashi
  25. Soil Chemistry Bohn, B.L.;McNeal;G.A. O'connor
  26. J. Korean Chem. Soc. v.32 D.W. Lee;Y.W. Choi;W. Lee