Environmental Analysis Health and Toxicology

The Korean Society of Environmental Health and Toxicology (환경독성보건학회)
권호 표지

Application and Optimization of the IsoButoxycarbonyl Derivatization method to the Analysis of Trace Level Phenols in Environmental Samples

환경시료로부터 미량 페놀류의 분석을 위한 isoButoxycarbonyl 유도체화 분석방법 적용 및 최적화

  • Kim, Hyub (Technology Innovation center, Sangju National University,Department of Chemistry, Woosuk University) ;
  • Hong, Jong-Ki (Hazardous Substance Research Team, Korea Basic Science Institute) ;
  • Kim, Yong-Hwa (Korea Research Institute of Chemical Technology) ;
  • Kim, Kyoung-Rae (Department of Pharmacy, SungKyunKwan University)
  • 김협 (국립상주대학교 TIC, 우석대학교 화학환경화공학부) ;
  • 홍종기 (한국기초과학지원연구원 유해물질분석연구팀) ;
  • 김용화 (한국화학연구소 안전성센터) ;
  • 김경례 (성균관대학교 약학대학)
  • Published : 2002.03.01
Download PDF
⟨ Previous Next ⟩

Abstract

Eleven phenols including two chlorophenols, eight alkylphenols and bisphenol A were derivatized with isobutylchloroformate to form their isobutoxycarbonyl derivatives. Standard phenol mixture was concentrated for the isobutoxycarbonyl (isoBOC) derivatization and analysed by gas chromatography/mass spectrometry (GC/MS). The recoveries of the derivatization method of alkylphenols, chlorophenols, and bisphenol A were calculated by gas chromatography/mass spectrometry-selected ion monitoring mode using two work-up methods for comparison; shaking and heating method. The linear detector responses were obtained in the concentration range of 5∼400 ng, with correlation coefficients varying from 0.9755∼0.9981. Recoveries of the alkylphenols, chlorophenols, and bisphenol A were determined by gas chromatography/mass spectrometry-selected ion monitoring mode using two work-up methods for comparison ; the US-EPA method and the isoBOC derivatization method, Eleven phenols in water samples were extracted with dichloromethane and then concentrated. Also, solid-phase extraction (SPE) with XAD-4 and subsequent conversion to isobutoxycarbonyl derivatives for sensitive analysis with the selected ion-monitoring (SIM) mode. The recoveries were 85.1∼109.9％ and 90.3∼126.6％ for the US-EPA method and the isoBOC.

Keywords

References

  1. Achilli G, Celrino GP, d'Eril GM and Bird S, Simultaneous determination of 27 phenols and herbicides in water by high-performance liquid chromatography with multi-electrode electrochemical detection. J. Chromatogr. A, 1995; 697: 357-362 https://doi.org/10.1016/0021-9673(94)00791-7
  2. 'Alkylphenol compound'; http://website.lineone.netl-mwarharst/ape.html
  3. Ballesteros E, Gallego M. and Yalcarcel M, Automatic gas chromatographic determination of N-methy1carbamates in milk with electron capture detection. Anal. Chem. 1993; 65: 1773-1778 https://doi.org/10.1021/ac00061a022
  4. Boyd J, Indentification and quantification of mono -, di-and trihydroxybenzenes (phenols) at trace concentrations in seawater by aqueous acetylation and gas chromato-graphic mass spectrometric analysis. J. Chromatogr. 1994; 662 : 281-292 https://doi.org/10.1016/0021-9673(94)80516-4
  5. Cooper JF, Tourte J. and Gros P, Determination of penta-chlorophenol residues in wine and corks by solvent ex-traction methodology and specific gas chromatography detection. Chromatographia 1994; 38 : 147-150 https://doi.org/10.1007/BF02290327
  6. 'EPA method 625, Base/neutrals and acids'; http://www.epa.gov/epaoswer/hazwaste/test
  7. Galceran MT and Jauregui O, Determination of phenols in sea water by liquid chromatography with electrochemi-cal detection after enrichment by using solid-phase extraction cartridges and disks. Analytica Chimica Acta, 1995; 304 : 75-84 https://doi.org/10.1016/0003-2670(94)00567-6
  8. Heberer H and Stan HJ, Detection of more than 50 substitut-ed phenols as their t-butyldimethylsilyl derivatives using gas chromatography-mass spectrometry. ANAL-YTICA CHIMICA ACTA, 1997;341 :21-34 https://doi.org/10.1016/S0003-2670(96)00557-0
  9. Herterrich R, Gas chromatographic determination of nitro-phenols in atmospheric liquid water and airborne parti-culates. J. Chromatogr. 1991; 549 : 313-324 https://doi.org/10.1016/S0021-9673(00)91442-0
  10. Huang EC, Wachs T, Conboy JJ and Henion JD : Instru-mentation. Anal. Chem. 1990; 62: 713A-725A https://doi.org/10.1021/ac00212a002
  11. Kumar A and Panwar A, Gas chromatographic separation of isomeric aminophenols, aniline, phenol, benzoquinone and azobenzene on an HP-1 capillary column. Mikro-chim, Acta 1993; 111 : 177-182 https://doi.org/10.1007/BF01245304
  12. Kyoung-Rea Kim and Hyub Kim, Gas chromatographic profiling and screening for phenols as isobutoxycar-bonyl derivatives in aqueous samples. J. Chromatogr. A, 2000; 866: 87-96 https://doi.org/10.1016/S0021-9673(99)01068-7
  13. Lamprecht G. and Huber J.F.K, Ultra-trace analysis of phenols in water using high-performance liquid chro-matography with on-line reaction detection. J. Chroma-togr. 1994; 667: 47-57 https://doi.org/10.1016/0021-9673(94)89050-1
  14. Landzettel WJ, Hargis KJ, Caboot JB, Adkins KL, Strein TG, Veening H and Becker HD, High-performance liquid chromatographic separation and detection of ph-enols using 2- (9-anthrylethyl) chloroformate as a fIuo-rophoric derivatizing reagent. J. Chromatogr. 1995; 718: 45-51 https://doi.org/10.1016/0021-9673(95)00663-X
  15. Lee BL, Ong HY, Shi CY and Ong CN, Simultaneous deter-mination of hydroquinone, catechol and phenol in urine using high-performance liquid chromatography with fluorimetric detection. J. Chromatogr. 1993; 619 : 259-266 https://doi.org/10.1016/0378-4347(93)80115-K
  16. Lee HB, You RLH and Fowlie PJA, Chemical derivati-zation Analysis of Phenols. Part VI. Determination of chlorinated phenolics in Pulp and paper effluents. J. ASSOC. OFF. ANAL. CHEM. 1989; 72, NO.6. 979-984
  17. Lu CS and Huang SD, Trace determination of aromatic amines or phenolic compounds in dyestuffs by high-performance liquid chromatography with on-line pre-concentration. J. Chromatogr. A. 1995; 696: 201-208 https://doi.org/10.1016/0021-9673(94)01230-C
  18. Niwa T, Phenol and p-Cresol accumulated in uremic serum measured by HPLC with fluorescence detection. CLIN. CHEM. 1993; 39/1 : 108-111
  19. Pendergrass SM, An alternative method for the analysis of phenol and -, m-, and -cresol by capillary GC/FID. Am. Ind. Hyg. Assoc. J. 1994; 55 : 1051-1054 https://doi.org/10.1080/15428119491018321
  20. Pocurull E, Calull M, Marce RM and Borrull F, Deter-mination of phenolic compounds at low g 1 - 1 levels by various solid-phase extractions followed by liquid chro-matography and diode-array detection. J. Chromatogr. A, 1996; 719: 105-112 https://doi.org/10.1016/0021-9673(95)00240-5
  21. Pocurull E, Sanchez G, Borrull F. and Marce RM, Auto-mated on -line trace enrichment and determination of phenolic compounds in environmental waters by high- performance liquid chromatography. J. Chromatogr. A, 1995; 696: 31-39 https://doi.org/10.1016/0021-9673(94)01202-P
  22. Quill TF, Overview of US Industry concerns and Globel Activities, 내분비계장애물질 (EDC: 환경호르몬) 규제 대응 종합기술개발 전략, 1999; 한국화학연구소, KIST, pp.29-46
  23. Ruana J and Urbe I, Determination of phenols at the ng/l level in drinking and river waters by liquid chro-matography with UV and electrochemical detection, Pages 217-226. J. Chromatogr. A, 1993; 655: 217-226 https://doi.org/10.1016/0021-9673(93)83226-I
  24. Schmidt L, Sun JJ and Fritz JS, Solid-phase extraction of phenols using membranes loaded with modified poly-meric resins. J. Chromatogr. 1993; 641 : 57-61 https://doi.org/10.1016/0021-9673(93)83458-5
  25. 'SPEED 98/JEA': http://www.eic.or.jp/eanet/e/end/sp98.html
  26. Turnes M. I., Rodriguez I., Mejuto M. C. and Cela R, Deter-mination of chlorophenols in drinking water samples at the subnanogram per millilitre level by gas chromato-graphy with atomic emission detection. J. Chromatogr. A, 1994; 683: 21-29 https://doi.org/10.1016/S0021-9673(94)89098-6
  27. US EPA, Water Quality Criterior, US EPA, 1976.
  28. Weber L, Gas chromatographic determination of nitroph-enols in atmospheric liquid water and airborne particul-ates. J. Chromatogr. 1992; 574: 349-351 https://doi.org/10.1016/0378-4347(92)80051-Q
  29. Yergey AL, Edmonds CG, Lewis IAS and Vestal ML : Liquid Chromatography/Mass Spectrometry, Plenum Press, New York, 1990