Release of Bisphenol A from Polycarbonate-A Review

Critical Reviews in Food Science and Nutrition

Volumn 53, Issue 4, 2013, Pages 386-402

  Hoekstra, Eddo J ^a   Simoneau, Catherine ^a  

^a JOINT RESEARCH CENTRE   (Italy)

Author keywords

aminolysis; ethanolysis; Food contact materials; hydrolysis; migration

Indexed keywords

ALKALINE CONDITIONS; AMINOLYSIS; BISPHENOL A; ETHANOLYSIS; FOOD CONTACT MATERIAL; FOOD SIMULANTS; MIGRATION; MINERAL COMPOSITION; SCALE FORMATION; SPECIFIC MIGRATION; TEST CONDITION;

BOTTLES; ELECTRIC CONTACTS; ETHANOL; HYDROLYSIS; SOAPS (DETERGENTS); DETERGENTS; PHENOLS; POLYCARBONATES;

POLYCARBONATES; BOTTLES;

4,4' ISOPROPYLIDENEDIPHENOL; BENZHYDRYL DERIVATIVE; BISPHENOL A POLYCARBONATE; BISPHENOL-A-POLYCARBONATE; ESTROGEN; PHENOL DERIVATIVE; PLASTIC; POLYMER; WATER;

ANIMAL; BABY FOOD; CHEMISTRY; DIFFUSION; EUROPE; FOOD CONTAMINATION; FOOD PACKAGING; HUMAN; INFANT; KITCHEN; LAW; LEGAL ASPECT; MILK; NEWBORN; PRODUCT SAFETY; REVIEW; SOLUBILITY;

ANIMALS; BENZHYDRYL COMPOUNDS; CONSUMER PRODUCT SAFETY; COOKING AND EATING UTENSILS; DIFFUSION; ESTROGENS, NON-STEROIDAL; EUROPE; FOOD CONTAMINATION; FOOD PACKAGING; HUMANS; INFANT; INFANT FOOD; INFANT, NEWBORN; LEGISLATION, FOOD; MILK; PHENOLS; PLASTICS; POLYMERS; SOLUBILITY; WATER;

MLCS; MLOWN;

EID: 84872434449     PISSN: 10408398     EISSN: 15497852     Source Type: Journal    
DOI: 10.1080/10408398.2010.536919     Document Type: Article

References (51)

1. Aschberger, K., Castello, P., Hoekstra, E., Karakitsios, S., Munn, S., Pakalin, S. and Sarigiannis, D. 2010. Bisphenol A and baby bottles: challenges and perspectives. Publications Office of the European Union, Luxembourg. JRC Scientific and Technical Report, EUR 24389 EN.http://publications.jrc.ec.europa.eu/repository/bitstream/111111111/14221/1/eur%2024389_bpa%20%20baby%20bottles_chall%20%20persp%20%282%29.pdf
2. Biedermann-Brem, S. and Grob, K. 2009. Release of bisphenol A from polycarbonate baby bottles: water hardness as the most relevant factor. Eur. Food Res. Technol., 228: 679-684.
3. Biedermann-Brem, S., Grob, K. and Fjeldal, P. 2008. Release of bisphenol A from polycarbonate baby bottles: Mechanisms of formation and investigation of worst case scenarios. Eur. Food Res. Technol., 227: 1053-1060.
4. Biles, J. E., McNeal, T. P., Begley, T. H. and Hollifield, H. C. 1997. Determination of bisphenol-a in reusable polycarbonate food-contact plastics and migration to food-simulating liquids. J. Agr. Food Chem., 45: 3541-3544. Corrected in J. of Agric. Food Chem. 46:2894
5. Brede, C., Fjeldal, P., Skjevrak, I. and Herikstad, H. 2003. Increased migration levels of bisphenol A from polycarbonate baby bottles after dishwashing, boiling and brushing. Food Addit. Contam., 20: 684-689.
6. Cao, X.-L. and Corriveau, J. 2008a. Migration of bisphenol A from polycarbonate baby and water bottles into water under severe conditions. J. Agr. Food Chem., 56(15): 6378-6381.
7. Cao, X.-L. and Corriveau, J. 2008b. Determination of bisphenol A in water by isotope dilution headspace solid-phase microextraction and gas chromatography/mass spectrometry without derivatization. J. AOAC Int., 91(3): 622-629.
8. Chang, C. M., Chou, C. C. and Lee, M. R. 2005. Determining leaching of bisphenol A from plastic containers by solid-phase microextraction and gas chromatography-mass spectrometry. Anal. Chim. Acta, 539: 41-47.
9. D'Antuono, A., Campo Dall'Orto, V., Lo Balbo, A., Sobral, S. and Rezzano, I. 2001. Determination of bisphenol A in food-simulating liquids using lced with a chemically modified electrode. J. Agr. Food Chem., 49: 1098-1101.
10. EC. 2001. Directive 2001/95/EC of the European Parliament and of the Council of 3 December 2001 on general product safety. Official J. Euro. Communit., L11: 4-17. http://eur-lex.europa.eu/LexUriServ/LexUriServ.do?uri=CELEX:32001L0095:EN:NOT
11. EC. 2002. Commission Directive 2002/72/EC of 6 August 2002 relating to plastic materials and articles intended to come into contact with foodstuffs (and its amendments). Official J. Euro. Communit., L220: 18-58. http://eur-lex.europa.eu/LexUriServ/LexUriServ.do?uri=CONSLEG:2002L0072:20091109:EN:PDF
12. ECB. 2003. European Union Risk Assessment Report-4,4'-isopropylidenediphenol (bisphenol-A). Office for Official Publications of the European Communities. Luxembourg. Report EUR 20843 EN. [cited 2010 Jun 17]. http://publications.jrc.ec.europa.eu/repository/bitstream/111111111/1304/1/EUR 20843 EN.pdf
13. ECB. 2008. European Union Risk Assessment Report-4,4'-isopropylidenediphenol (bisphenol-A)-human health addendum of April 2008. Office for Official Publications of the European Communities. Luxembourg. Report EUR 24589 EN. [cited 2012 Nov 16].
14. EEC. 1982. Council Directive of 18 October 1982 laying down the basic rules necessary for testing migration of the constituents of plastic materials and articles intended to come into contact with foodstuffs (82/711/EEC) (and its amendments). Official J. Euro. Communit., L297: 26-30. http://eur-lex.europa.eu/LexUriServ/LexUriServ.do?uri=CONSLEG:1982L0711:19970901:EN:PDF
15. EEC. 1985. COUNCIL DIRECTIVE of 19 December 1985 laying down the list of simulants to be used for testing migration of constituents of plastic materials and articles intended to come into contact with foodstuffs (85/572/EEC) (and its amendments). Official J. Euro. Communit., L372: 14-21. http://eur-lex.europa.eu/LexUriServ/LexUriServ.do?uri=CONSLEG:1985L0572:20070420:EN:PDF
16. Ehlert, K. A., Beumer, C. W. E. and Groot, M. C. E. 2008. Migration of bisphenol A into water from polycarbonate baby bottles during microwave heating. Food Addit. Contam., 25(7): 904-910.
17. EN 14350-2. 2004. "European Standard. Child Use and Care Articles-Drinking Equipment-Part 2: Chemical Requirements and Tests". Brussels: European Committee for Standardisation,.
18. EU. 2011. Commission Regulation (EU) No 10/2011 of 14 January 2011 on plastic materials and articles intended to come into contact with food (and its amendments). Official J. Euro., Union L12:1-89. http://eurlex.europa.eu/LexUriServ/LexUriServ.do?uri=CELEX:32011R0010:EN:NOT
19. EURL-FCM. 2009. Confidential data collection by the National Reference Laboratories for the European Union Reference Laboratory for Food Contact Materials on the release of BPA from polycarbonate baby bottles.
20. Howe, S. R. and Borodinsky, L. 1998. Potential exposure to bisphenol A from food-contact use of polycarbonate resins. Food Addit. Contam., 15(3): 370-375.
21. Japan. 1998. An Interim Report from the Study Group on Health Effects of Endocrine Disrupting Chemicals. The Japan Food Chemical Research Foundation; [cited 2010 Jun 17]. http://www.ffcr.or.jp/__492565a0001a8909.nsf/0/5e69e178bbad89414925681d001fa22d?OpenDocument
22. Jie, H., Ke, H., Qing, Z., Lei, C., Yongqiang, W. and Zibin, Z. 2006. Study on depolymerization of polycarbonate in supercritical ethanol. Polym. Degrad. Stabil., 91: 2307-2314.
23. Kawamura, Y., Koyano, Y., Takeda, Y. and Yamada, T. 1998. Migration of bisphenol a from polycarbonate products (in Japanese). J. Food Hyg. Soc. Jpn., 39(3): 206-212.
24. Krishnan, A. V., Stathis, P., Permuth, S. F., Tokes, L. and Feldman, D. 1993. Bisphenol-A: An estrogenic substance is released from polycarbonate flasks during autoclaving. Endocrinology, 132: 2279-2286.
25. Kubwabo, C., Kosarac, I., Stewart, B., Gauthier, B. R., Lalonde, K. and Lalonde, P. J. 2009. Migration of bisphenol A from plastic baby bottles, baby bottle liners and reusable polycarbonate drinking bottles. Food Addit. Contam., 26(6): 928-937.
26. Lázaro Martínez, J. M., Leal Denis, M. F., Denaday, L. R. and Campo Dall' Orto, V. 2009. Development and characterization of a new polyampholyte-surfactant complex applied to the solid phase extraction of bisphenol-A. Talanta., 80: 789-796.
27. Le, H. H., Carlson, E. M., Chua, J. P. and Belcher, S. M. 2008. Bisphenol A is released from polycarbonate drinking bottles and mimics the neurotoxic actions of estrogen in developing cerebellar neurons. Toxicol. Lett., 176: 149-156.
28. Li, X., Ying, G.-G., Su, H.-C., Yang, X.-B. and Wang, L. 2010. Simultaneous determination and assessment of 4-nonylphenol, bisphenol A and triclosan in tap water, bottled water and baby bottles. Environ. Int., 36: 557-562.
29. Lim, D. S., Kwack, S. J., Kim, K.-B., Kim, H. S. and Lee, B. M. 2009. Potential risk of bisphenol A migration from polycarbonate containers after heating, boiling, and microwaving. J. Tox. Env. Health, 72: 1285-1291. Part A.
30. Liu, F., Li, Z., Yu, S., Cui, X. and Ge, X. 2010. Environmentally benign methanolysis of polycarbonate to recover bisphenol A and dimethyl carbonate in ionic liquids. J. Hazard. Mater., 174: 872-875.
31. Liu, F.-S., Li, Z., Yu, S.-T., Cui, X., Xie, C.-X. and Ge, X.-P. 2009. Methanolysis and hydrolysis of polycarbonate under moderate conditions. J. Polym. Environ., 17: 208-211.
32. Maia, J., Cruz, J. M., Sendón, R., Bustos, J., Cirugeda, M. E., Sanchez, J. J. and Paseiro, P. 2010. Effect of amines in the release of bisphenol A from polycarbonate baby bottles. Food Res. Int., 43: 1283-1288.
33. Maia, J., Cruz, J. M., Sendón, R., Bustos, J., Sanchez, J. J. and Paseiro, P. 2009. Effect of detergents in the release of bisphenol A from polycarbonate baby bottles. Food Res. Int., 42: 1410-1414.
34. Maragou, N. C., Makri, A., Lampi, E. N., Thomaidis, N. S. and Koupparis, M. A. 2008. Migration of bisphenol A from polycarbonate baby bottles under real use conditions. Food Addit. Contam., 25(3): 373-383.
35. Mercea, P. 2009. Physicochemical processes involved in migration of bisphenol A from polycarbonate. J. Appl. Polym. Sci., 112: 579-593.
36. Mountfort, K. A., Kelly, J., Jickells, S. M. and Castle, L. 1997. Investigations into the potential degradation of polycarbonate baby bottles during sterilization with consequent release of bisphenol A. Food Addit. Contam., 14(6-7): 737-740.
37. Nerín, C., Fernández, C., Domeño, C. and Salafranca, J. 2003. Determination of potential migrants in polycarbonate containers used for microwave ovens by high-performance liquid chromatography with ultraviolet and fluorescence detection. J. Agr. Food Chem., 51: 5647-5653.
38. Oku, A., Tanaka, S. and Hata, S. 2000. Chemical conversion of poly(carbonate) to bis(hydroxyethyl) ether of bisphenol A: An approach to the chemical recycling of plastic wastes as monomers. Polymer, 41: 6749-6753.
39. Philo, M. R., Jickells, S. M., Damant, A. P. and Castle, L. 1994. Stability of plastics monomers in food-simulating liquids under European Union migration test conditions. J. Agr. Food Chem., 42(7): 1497-1501.
40. Sajiki, J. and Yonekubo, J. 2004. Leaching of bisphenol A (BPA) from polycarbonate plastic to water containing amino acids and its degradation by radical oxygen species. Chemosphere., 55: 861-867.
41. Sim, J. and Jianhua, L. 2008. Chemical test for baby bottles sample: TÜV Sud PSB Singapore. Report S08CHM03672-JS of 23 Jul. 2008 and Report S08CHM05415-JS of 8 Oct. 2008; [cited 2010 Jun 17].www.takaso.com/img/BPA.pdf
42. Sun, Y., Wada, M., Al-Dirbashi, O., Kuroda, N., Nakazawa, H. and Nakashima, K. 2000. High-performance liquid chromatography with peroxyoxalate chemiluminescence detection of bisphenol A migrated from polycarbonate baby bottles using 4-(4,5-diphenyl-1H-imidazol-2-yl)benzoyl chloride as a label. J. Chromatogr B., 749: 49-56.
43. Sun, Y., Wada, M., Kuroda, N., Hirayama, K., Nakazawa, H. and Nakashima, K. 2001. Simultaneous determination of phenolic xenoestrogens by solid-phase extraction and high-performance liquid chromatography with fluorescence detection. Anal. Sci., 17: 697-702.
44. Szymañski, A., Rykowska, I. and Wasiak, W. 2006. Determination of bisphenol A in water and milk by micellar liquid chromatography. Acta Chromatogr., 17: 161-172.
45. Takao, Y., Lee, H. C., Ishibashi, Y., Kohra, S., Tominaga, N. and Arizono, K. 1998. Fast screening method for bisphenol A in environmental water and in food by solid-phase microextraction. J. Health Sci., 45: P-39.
46. Tan, B. and Mustafa, A. 2003. Leaching of bisphenol A from new and old babies' bottles and new babies' teats. Asia Pac. J. Public Health, 15: 118-123.
47. VWA. 2005. Migration of bisphenol A and plasticizers from plastic feeding utensils for babies. Dutch Food and Consumer Product Safety Authority. Report no ND05o410. [cited 2010 Jun 17]. http://vwa.nl/txmpub/files/?p_file_id=10413
48. VWA. 2008. Bisphenol A in baby bottles (in Dutch). Dutch Food and Consumer Product Safety Authority. Project no ND082217; [cited 2010 Jun 17]. http://vwa.nl/txmpub/files/?p_file_id=31842
49. Wong, K. O., Leo, L. W. and Seah, H. L. 2005. Dietary exposure assessment of infants to bisphenol A from the use of polycarbonate baby milk bottles. Food Addit. Contam., 22(3): 280-288.
50. Yoshida, H., Harada, H., Nohta, H. and Yamaguchi, M. 2003. Liquid chromatographic determination of bisphenols based on intramolecular excimer-forming fluorescence derivatization. Anal. Chim. Acta., 488: 211-221.
51. Young Park, G., Yong Cho, S., Hoon Jeon, D., Shin Kwak, I., Ho Lee, K. and Park, H. J. 2006. Formation of monomer residues in PS, PC, PA-6 and PVC upon γ-irradiation. Radiat. Phys. Chem., 75: 1055-1059.