Sensitive Determination of Alkylphenols, Chlorophenols, and Bisphenol A using GC/MS-SIM in Paper Materials

기체 크로마토그래피/질량분석기를 이용한 종이류 중 알킬페놀류, 클로로페놀류 및 비스페놀 A 정량

  • Kim, Hyub (Technology Innovation Center, Sangju National University) ;
  • Kim, Jin-Ho (Dept. of Plant Resources, Sangju National University)
  • 김협 (국립상주대학교, TIC) ;
  • 김진호 (국립상주대학교 식물자원학과)
  • Published : 2003.03.01

Abstract

The alkylphenols, chlorophenols and bisphenol A were determined by gas chromatography/mass spectrom-etry-selected ion monitoring (GC/MS-SIM) mode followed by two work-up methods for comparison; isoBOC derivatization method and TBDMS derivatization method. Eleven phenols in paper samples were extracted with acetonitrile. Also, solid -phase extraction (SPE) with XAD -4 and subsequent conversion to isobutoxycarbonyl derivatives or tert.-butyldimethylsilyl derivatives for sensitive analysis with the selected ion-monitoring (SIM) mode. The SIM responses were linear with the correlation coefficient varying 0.9717 ∼ 0.9995 (isoBOC derivatization), and 0.9842 ∼ 0.9980 (TBDMS derivatization). The recoveries were 82.4 ∼ 108.8%) by area ratio of phenanthrene -d$\_$10/ vs bisphenol A-d$\^$l6/. (isoBOC derivatization and TBDMS derivatization) The range of concentrations was respectively, 0.95 ∼ 1.44 ng/g in 2,4-dichlorophenol, 1.01 ∼ 1.17 ng/g in t-butylphenol,2.17 ∼ 5.84 ng/g in pentachlorophenol, 12.68 ∼ 14.88 ng/g in nonylphenol and 30.84 ∼ 153.72 ng/g in bisphenol A.

Keywords

References

  1. 국내펄프 및 지류 생산 출하 재고현황, http://www.hansolpaper.co.kr/report_data
  2. 김협, 홍종기, 김용화, 김경례, 기체 크로마토그래피/질량 분석기를 이용한 field-screening 적용을 위한 알킬페놀류, 클로로페놀류 및 비스페놀 A의 isoBOC 유도체, TBDMS 유도체와 US EPA 방법의 비교, 분석과학회지 2002; 15(3): 196-213
  3. 김협, 홍종기, 김용화, 김경례, 환경시료로부터 미량 페놀류의 분석을 위한 isoButoxycarbonyl 유도체화 분석방법 적용 및 최적화, 한국환경독성학회지 2002; 17(1): 37-51
  4. 내분비계장애물질(EDC: 환경호르몬) 규제대응 종합기술 개발전략 Workshop 자료집, 1999
  5. 서울대학교 보건대학원 학술논집, 서울대학교 보건대학원, 1999
  6. 식품공전, 한국식품공업협회, 2002
  7. Achilli G, Cellerinoa GP, d'Eril GM and Bird S. Simultaneous detennination of 27 phenols and herbicides in water by high -performance liquid chromatography with mutielectrode lectrochemical detection, J. Chromatogr. A, 1995; 697: 357-362 https://doi.org/10.1016/0021-9673(94)00791-7
  8. Bisphenol A. http://www.foe.co.uk/
  9. Boyd ThJ. Indentification and quantification of mono-, di and trihydroxybenzenes (phenols) at trace concentrations in seawater by aqueous acetylation and gas chromatographic-mass spectrometric analysis, J. Chromatogr., 1994;662: 281-292 https://doi.org/10.1016/0021-9673(94)80516-4
  10. EPA method 625, Base/neutrals and acids. http://www. epa.gov/epaoswer/hazwaste/test17
  11. Fell V and Lee CR. Determination of urinary monohydroric and dihydric phenols by gas chromatography of the acetate and TMS derivatives, J. Chromatogr. 1976; 121: 41-47 https://doi.org/10.1016/S0021-9673(00)82296-7
  12. Friend of the Earth. http://www.foe.co.uk/pubsinfo/briefings /html/19971215145307.html
  13. Heberer H and Stan HJ. Detection of more than 50 substituted phenols as their t-butyldimethylsilyl derivatives using gas chromatography-mass spectrometry, ANALYTICA CHIMICA ACTA 1997; 341: 21-34 https://doi.org/10.1016/S0003-2670(96)00557-0
  14. Holger M and Karlheinz B. Determination of endocrinedisrupting phenolic compounds and estrogens in surface and drinking water by HRGC-(NCI)-MS in the picogram per liter range, Environ. Sci. Technol. 2001; 35: 3201-3206 https://doi.org/10.1021/es010034m
  15. Illinois EPA Endocrine Disruptors Strategy. http://www.nihs.go.jp/hse/environ/illiepatable.html
  16. John AF. Accelerated solvent extraction: An evaluation for screening of soils for selected U.S. EPA semivolatile organic priority pollutants, Environ. Sci. Technol. 1997; 31: 1120-1127 https://doi.org/10.1021/es9606283
  17. Johnson LG. Formation of pantafluorobenzyl derivatives for the identification and quantitation of acid and phenol pesticide residures. J. Assoc. Off. Anal. Chem. 1973; 56:1503
  18. Kim KR and Kim H. Gas chromatographic profiling and screening for phenols as isobutoxycarbonyl derivatives in aqueous samples. J. Chromatogr. A, 2000; 866: 87-96 https://doi.org/10.1016/S0021-9673(99)01068-7
  19. Lee HB, Stokker YD and Chau ASY. Analysis of Phenols by Chemical Derivatization. V. Determination of Pentachlorophenol and 19 Other Chlorinated Phenols in Sediments, J. ASSOC. OFF. ANAL. CHEM. 1987; 70(6): 1003-1008
  20. Lee HB, Weng LD and Chau ASY. Chemical Derivatization Analysis of Pesticide Residues. IX. Analysis of Phenol and 21 Chlorinated Phenols in Natural Waters by Formation of Pentafluorobenzyl Ether Derivatives, J. ASSOC. OFF. ANAL. CHEM. 1984; 67(6): 1086-1091
  21. Lee HB, You RLH and Fowlie PJA. Chemical derivatization Analysis of Phenols. Part VI. Determination of chlorinated phenolics in Pulp and paper effluents, J. ASSOC. OFF. ANAL. CHEM. 1989; 72(6): 979-984
  22. Masque N, Pocurull E, Marce RM and Borrull F. Detennination of eleven priority EPA phenolics at ng L-I levels by on-line solid-phase extraction and liquid chromatography with UV and electrochemical detection, Chromatographia 1998; 47: 176-182 https://doi.org/10.1007/BF02466578
  23. Mira P, Ethel E, Maria J, Lopez de A and Damia B. Analysis and environmental levels of endocrine-disrupting compounds in freshwater sediments. trends in analytical chemistry, 2001; 20: 637-648 https://doi.org/10.1016/S0165-9936(01)00118-2
  24. Mira P, Ethel E, Maria J, Lopez de A and Damia B. Recent advances in the mass spectrometric analysis related to endocrine disrupting compounds in aquatic environmental samples, J. Chromatogr. A, 2002; 974: 23-51 https://doi.org/10.1016/S0021-9673(02)00907-X
  25. Moder M, Schrader S, Franck U and Popp P. Determination of phenolic compounds in water by solid-phase micro extraction, Fresenius J. Anal Chem. 1997; 357: 326-332 https://doi.org/10.1007/s002160050162
  26. Puig D, Silgoner I, Grasserbauer M and Barcel D. Partper-Trillion level determination of priority methyl-, nitro-, and chlorophenols in river water samples by automated on-line liquid/solid extraction followed by liquid chromatography/mass spectrometry using atmospheric pressure chemical ionization and ion spray interfaces, Anal. Chem. 1997; 69: 2756-2761 https://doi.org/10.1021/ac961256j
  27. Shin H, Park C, Park S and Pyo H. Sensitive determination of bisphenol A in environmental water by gas chromatography with nitrogen-phosphorus detection after cyanomethylation, J. Chromatogr. A, 2001; 912: 119-125 https://doi.org/10.1016/S0021-9673(01)00570-2
  28. SPEED 98/JEA. http://www.env.go.jp/en/pollspeed 98/sp98.pdf
  29. Taizo T, Akihiko T, Mihoko K, Hiroyuki H and Kazue M. Gas chromatograghic-mass spectrometric determination of 4-nonylphenols and 4-tert-octylphenol in biological samples, J. Chromatogr. A, 1999; 723: 273-279 https://doi.org/10.1016/S0378-4347(98)00524-6
  30. Wissiack R and Rosenberg E. Universal screening method for the determination of US environmental protection agency phenols at the lower ng $1^{-1}$ level in water samples by on-line solid-phase extraction-high-performance liquid chromatography-atmospheric pressure chemical ionization mass spectrometry within a single run, J. Chromatogr. A, 2002; 963: 149-157 https://doi.org/10.1016/S0021-9673(02)00546-0
  31. Yergey AL Edmonds CG, Lewis lAS. and Vestal ML. Liquid Chromatography/Mass Spectrometry, Plenum Press, New York, 1990
  32. Zakrzewski SF. Principles of Environmental Toxicology, American Chemical Society, Washington, DC. 1991; 34-35