Korean Journal of Food Science and Technology (한국식품과학회지)

Korean Society of Food Science and Technology (한국식품과학회)
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Determination of the Levels of Bisphenol A Diglycidyl Ether (BADGE), Bisphenol F Diglycidyl Ether (BFDGE) and Their Reaction Products in Canned Foods Circulated at Korean Markets

캔 제품의 bisphenol A diglycidyl ether (BADGE), bisphenol F diglycidyl ether (BFDGE) 유도체 및 분해산물 분석법

  • Kim, Hee-Yun (Seoul Regional Korea Food and Drug Administration) ;
  • Lee, Jin-Sook (Seoul Regional Korea Food and Drug Administration) ;
  • Cho, Min-Ja (Seoul Regional Korea Food and Drug Administration) ;
  • Yang, Ji-Yeon (Seoul Regional Korea Food and Drug Administration) ;
  • Baek, Ji-Yun (Seoul Regional Korea Food and Drug Administration) ;
  • Cheong, So-Young (Seoul Regional Korea Food and Drug Administration) ;
  • Choi, Sun-Hee (Seoul Regional Korea Food and Drug Administration) ;
  • Kim, Young-Seon (Seoul Regional Korea Food and Drug Administration) ;
  • Choi, Jae-Chun (Gyeongin Regional Korea Food and Drug Administration)
  • 김희연 (서울지방식품의약품안전청) ;
  • 이진숙 (서울지방식품의약품안전청) ;
  • 조민자 (서울지방식품의약품안전청) ;
  • 양지연 (서울지방식품의약품안전청) ;
  • 백지윤 (서울지방식품의약품안전청) ;
  • 정소영 (서울지방식품의약품안전청) ;
  • 최선희 (서울지방식품의약품안전청) ;
  • 김영선 (서울지방식품의약품안전청) ;
  • 최재천 (경인지방식품의약품안전청)
  • Received : 2009.03.02
  • Accepted : 2009.11.05
  • Published : 2010.02.28
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Abstract

Bisphenol A diglycidyl ether (BADGE) and bisphenol F diglycidyl ether (BFDGE) were obtained by a polymerization reaction of epichlorohydrin (ECH) with bisphenol A (BPA) or bisphenol F (BPF). These compounds are commonly used as monomers or additives such as a polymerization stabilizer and a hydrochloric acid scavenger of epoxy resin, polyvinyl chloride (PVC)-containing organosols and polyester lacquers, that are applied to the internal surface of most canned foods to impart chemical resistance. The unreacted BADGE, BFDGE and their reaction products migrating from epoxy resin, PVC-containing organosol and/or polyester lacquer-based food packaging materials into the foods have recently become an issue of great concern because of increased customer demand for safety. This study was conducted to develop a rapid and sensitive simultaneous analysis method based on HPLC/FLD and HPLC/APCI-mass and to evaluate the concentration of BADGE, BFDGE and their metabolites, BADGE $H_2O$, BADGE $2H_2O$, BADGE HCl, BADGE 2HCl, BADGE HCl $H_2O$, BFDGE $H_2O$, BFDGE $2H_2O$, BFDGE HCl, BFDGE 2HCl and BFDGE HCl $H_2O$ for 133 canned food samples. The method provided a linearity of 0.9997-0.9999, a limit of detection of $0.01-0.13\;{\mu}g/mL$, a limit of quantitation of $0.03-0.44\;{\mu}g/mL$ and a recovery (%) of 85.64-118.18. The number of samples containing BADGE, BFDGE or their metabolites were: 28/133 (21.1%), with levels of 0.400-0.888 mg/kg being observed for aqueous foods (19/133) and 0.093-0.506 mg/kg being observed for oily foods (9/133).

캔제품 중 Biphenol A diglycidyl ether(BADGE), bisphenol F diglycidyl ether(BFDGE) 및 그 분해산물인 BADGE $H_2O$, BADGE $2H_2O$, BADGE HCl, BADGE 2HCl, BADGE HCl $H_2O$, BFDGE $H_2O$, BFDGE $2H_2O$, BFDGE HCl, BFDGE 2HCl, BFDGE HCl $H_2O$ 등의 HPLC/FLD와 HPLC/APCI-MS에 의한 정성 및 정량방법을 확립하고 133개 캔 제품을 사용하여 분석방법의 재현성을 검토하였다. 수용성 식품의 경우 BADGE $2H_2O$가 13개 제품에서 0.400-0.888 mg/kg, BADGE HCl $H_2O$가 1개 제품에서 0.566 mg/kg, BFDGE $H_2O$가 3개 제품에서 0.489-0.664 mg/kg, BFDGE $2H_2O$가 3개 제품에서 0.455-0.846 mg/kg, BFDGE HCl $H_2O$가 2개 제품에서 0.455-0.752 mg/kg의 농도로 검출되었다. 지용성 식품의 경우에는 BADGE가 3개 제품에서 0.093-0.486 mg/kg, BADGE $H_2O$가 1개 제품에서 0.183 mg/kg, BADGE HCl이 1개 제품에서 0.097 mg/kg, BADGE 2HCl이 7개 제품에서 0.200-0.452 mg/kg, BFDGE가 3개 제품에서 0.438-0.506 mg/kg, BFDGE $2H_2O$가 1개 제품에서 0.295 mg/kg, BFDGE HCl 및 BFDGE 2HCl이 1개 제품에서 0.324 mg/kg의 농도로 검출되었다. 분석방법의 재현성은 우수하였고, 모니터링 결과는 EU 수준과 유사하거나 안전한 수준으로 나타났다.

Keywords

References

  1. Hardin BD, Niemeier RW, Sikov MR, Hackett PL. Reproductivetoxicological assessment of the epoxides ethylene oxide, propylene oxide, butylene oxide, and styrene oxide. Scand. J. Work Environ. Health 9: 94-102 (1983) https://doi.org/10.5271/sjweh.2417
  2. Suarez S, Suerio RA, Garrido J. Genotoxicity of the coating lacquer on food cans, bisphenol A diglycidyl ether (BADGE), its hydrolysis products and a chlorohydrin of BADGE. Mutat. Res. 470: 221-228 (2000) https://doi.org/10.1016/S1383-5718(00)00109-1
  3. Brydia LE. Determination of bisphenol A and impurities by gas chromatography of their trimethylsilyl ether derivatives. Anal. Chem. 40: 2212-2215 (1968) https://doi.org/10.1021/ac50158a057
  4. Mestan SA, Morris CEM. Chromatography of epoxy resins. Polym. Rev. 24: 117-172 (1984)
  5. Crathorne B, Palmer CP, Stanley JA. High performance liquid chromatographic determination of bisphenol A diglycidyl ether and bisphenol F diglycidyl ether in water. J. Chromatogr. 360: 266-270 (1986) https://doi.org/10.1016/S0021-9673(00)91673-X
  6. Garsía RS, Losada PP. Determination of bisphenol A diglycidyl ether and its hydrolysis and chlorohydroxy derivatives by liquid chromatography-mass spectrometry, J. Chromatogr. A 1032: 37-43 (2004) https://doi.org/10.1016/j.chroma.2003.10.039
  7. Biedermann M, Grob K, Bronz M, Curcio R, Huber M, Lopez-Fabal F. Bisphenol-A-diglycidyl ether(BADGE) in edible-oil-containing canned foods: determination by LC-LC-fluorescence detection. Mitt. Geb. Lebensm. Hyg. 87: 547-558 (1996)
  8. Uematsu Y, Hirata K, Suzuki K, Iida K, Saito K. Chlorohydrins of bisphenol A diglycidyl ether(BADGE) and of bisphenol F diglycidyl ether(BFDGE) in canned foods and ready-to-drink coffees from the Japanese market. Food Addit. Contam. 18: 177-185 (2001) https://doi.org/10.1080/02652030010005501
  9. Biedermann M, Bronz M, Buerchler B, Grob K, Keller F, Neukom HP, Richard N, Spinner C. Reaction products of bisphenol A diglycidyl ether(BADGE) and bisphenol F diglycidyl ether (BFDGE) with hydrochloric acid and water in canned foods with aqueous matrix. Mitt. Geb. Lebensm. Hyg. 90: 177-194 (1999)
  10. MAFF. Survey of BADGE epoxy monomer in canned foods. Food surveilance information sheet 125. Ministry of Agriculture Fisheries and Food, London, UK (1997)
  11. MAFF. Survey of BADGE and related sbstances in canned Foods. Food surveilance information sheet 09. Ministry of Agriculture Fisheries and Food, London, UK (2000)
  12. Hammarling L, Gustavsson H, Svensson K, Oskarsson A. Migration of bisphenol A diglycidyl ether(BADGE) and its reaction products in canned foods. Food Addit. Contam. 17: 937-943 (2000) https://doi.org/10.1080/026520300750038126
  13. Uematsu Y, Hirata K, Iida K, Saito K. Bisphenol A diglycidyl ether(BADGE) and related compounds in fish products packed in cans or multilayer laminated film packages from the Japanese market. J. Food Hyg. Soc. Jpn. 41: 23-29 (2000) https://doi.org/10.3358/shokueishi.41.23