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4 4 Vol. 4 No. 4 2013 8 Journal of Food Safety and Quality Aug., 2013 * 赵电波, 张丽尧, 白艳红 (, 450002) 摘要 : 目的, (DBP) (DnOP) 方法 -, 0.45 μm, HP-5MS, GC-MS 结果, DBP DnOP, 200 PE, 60 min, DBP DnOP 0.70 0.16 mg/kg;, DBP DnOP, 25 48 h, DBP DnOP 0.79 0.24 mg/kg, 4 48 h DBP DnOP 0.63 0.15 mg/kg 4 DBP DnOP 25 结论 DBP DnOP, DBP DnOP 关键词 : ; ; ; ; Migration of dibutyl phthalate and di-n-octyl phthalate in food-grade plastic packaging bags applied in fried food packaging ZHAO Dian-Bo, ZHANG Li-Yao, BAI Yan-Hong * (College of Food and Biological Engineering, Zhengzhou University of Light Industry, Zhengzhou 450002, China) ABSTRACT: Objective To investigate the migration of dibutyl phthalate (DBP) and di-n-octyl phthalate (DnOP) in food grade plastic packaging bag applied in fried bread stick packaging were investigated. Methods The samples were extracted with methanol- saturated n-hexane. The supernatant were separated by polar HP-5MS capillary column and analyzed by GC-MS after filtering through 0.45 μm membrane filter. Results The amount of migration of DBP and DnOP increased with the initial package temperature increasing. The amounts of migration of DBP and DnOP were 0.70 mg/kg and 0.16 mg/kg respectively in fritter samples which were packaged at 200 and then stored at room temperature for 60 min. The amount of migration of DBP and DnOP increased with the storage time prolonging after samples were packaged at 200 initial temperature. The amounts of migration of DBP and DnOP in fritter samples which were packaged at 200 and then stored at 25 for 48 h were 0.79 mg/kg and 0.24 mg/kg, respectively. The amounts of migration of DBP and DnOP in fritter samples which were packaged at 200 and then stored at 4 for 48 h were 0.63 mg/kg and 0.15 mg/kg, respectively. The amounts of migration of DBP and DnOP in the samples which were stored at 4 * 通讯作者 :,, E-mail: baiyanhong@zzuli.edu.cn *Corresponding author: BAI Yan-Hong, Associate Professor, College of Food and Biological Engineering, Zhengzhou University of Light Industry, No.5, Dongfeng Road, Zhengzhou 450002, China. E-mail: baiyanhong@zzuli.edu.cn

1062 4 were lower than that at 25. Conclusion The maximum amounts of migration of DBP and DnOP occurred in the skin of fritters which were directly contacted the packaging materials, and then migrated to the food inside. There was a potential hazard for the health of consumers because of the migration of DBP and DnOP. KEY WORDS: food grade plastic packaging bag; dibutyl phthalate; di-n-octyl phthalate; high temperature fried food; migration,, (phthalate esters, PAEs), (DBP) (DnOP) PAEs [1,2],,, [3-6], (USEPA) 6, DBP DnOP [7], Aurela [8] 29 ( ), 50% 5 mg/kg, DBP 200 mg/kg [9], DBP DnOP Saito [10] 29 11, 50%, DBP 0.09~0.19 mg/kg PAEs, PAEs, DBP DnOP 2.87 mg/kg 14.2 mg/kg [11] Petersen [12],, DBP DnOP,, DBP DnOP 1 材料与方法 1.1 材料与试剂 PE ; ( 14 4 3 cm, ); ( ) : (DBP) (DnOP) Dr. Ehrenstorfer ; (, ); 1.2 仪器与设备 - (6890GC/5973MS, ); : HP-5MS (30 m 0.25 mm 0.25 μm); RE-52AA ( ); AL204 ( - ); XH-C ( ); UP2200HE ( ) 1.3 方法 1.3.1 标准溶液配制 : DBP DnOP 0.05 g, 50 ml, 1000 mg/l 2 1 ml,, 10 ml, 100 mg/l, 4, 1.3.2 色谱 / 质谱条件 : ; : 1.0 ml/min; : 4:1; : 1 μl; : 270 ; : 50, 20 /min 220, 220 10 min; : 230 ; : 270 ; : EI; : ; : 30 55 Amn

4, : 1063 1.3.3 样品前处理方法 6 7,,,, PE,,, (2±0.1) g, 50 ml, 20 ml -,, 65 40 min, 1 ml,, 1 ml,,, 0.45 μm, 1 μl, GC-MS 200, 2/3,, 1/3, DBP DnOP GC-MS, 1.3.4 包装初始接触温度对 DBP 和 DnOP 迁移量的影响, 200 150 100 50 25,, (25 ) 60 min, DBP DnOP 1.3.5 包装接触时间对 DBP 和 DnOP 迁移量的影响, 200, (25 ) 10 20 30 40 50 60 min,, DBP DnOP 1.3.6 储藏温度对 DBP 和 DnOP 迁移量的影响, 200, 25 4, 1 12 24 36 48 h, DBP DnOP 1.3.7 DBP 和 DnOP 在油条中的迁移性的研究 200, 2/3 PE, 25 4 1 h,, DBP DnOP 2 结果与分析 2.1 标准溶液色谱图 HP-5MS(30 m) DBP DnOP, 1 20 min DBP DnOP,,,,, DBP DnOP DBP DnOP,, 1 DBP DnOP 0~100 mg/l, 0.9909, 0.002~0.005 mg/l,, 1 μl, DBP DnOP DBP DnOP 14.71 2.69 mg/kg, (2007/19/EC) [13] 1 DBP DnOP GC-MS Fig. 1 The GC-MS chromatogram of DBP and DnOP Table 1 表 1 GC-MS 法分析 DBP 和 DnOP 的回归方程 相关系数 线性范围和检出限 Regression equation, correlation coefficient, linear range and detection limit of DBP and DnOP by GC-MS 相关系数 (R 2 ) (mg/l) (mg/l) DBP Y=0.545X+2.6534 0.9909 0~100 0.005 DnOP Y=0.9196X+0.5542 0.9924 0~100 0.002

1064 4 2.2 包装初始接触温度对 DBP 和 DnOP 迁移量的影响 DBP DnOP 2, DBP DnOP 100, DBP 0.39 mg/kg, (0.30 mg/kg) [13-16] 200,,, DBP 0.70 mg/kg, (0.30 mg/kg) [13-16] 200 DnOP 0.16 mg/kg [13,15,16] DnOP, SN/T2037-2007 DnOP 2.0 mg/kg [14], 2011 16 DnOP,,, PVC [17,18], DBP DnOP 2.3 包装接触时间对 DBP 和 DnOP 迁移量的影响 DBP DnOP 3 3, PE DBP DnOP, PE,, DBP DnOP 40 min, DBP 0.34 mg/kg, (0.30 mg/kg) [13-16] 40 min DBP 20 min 325.0% 60 min, DBP 0.70 mg/kg, [13-16] (0.30 mg/kg), DBP 40 min 102.9.0% 60 min, DnOP 0.16 mg/kg; DnOP 40 min 66.7% [13,15,16] DnOP, SN/T2037-2007 DnOP 2.0 mg/kg [14], 2011 16 DnOP,,, Goulas [19] Fugit [20] [21],, 2 DBP DnOP ( 60 min) Fig. 2 Effect of the initial package temperature on migration of DBP and DnOP (package time: 60 min) 3 DBP DnOP ( 200 ) Fig. 3 Effect of the package time on migration of DBP and DnOP (initial temperature: 200 )

4, : 1065 2.4 包装后储藏温度对 DBP 和 DnOP 迁移量的影响 DBP DnOP 4 4, 25 4 DBP DnOP 25 4 24 h, DBP [13-16] (0.30 mg/kg) 2.43 1.97 ; 25 4 48 h DBP (0.30 mg/kg) 2.63 2.1 DnOP 0.24 mg/kg, [14] (2.0 mg/kg), DnOP 25, DBP DnOP 4 DBP DnOP (P 0.05), DBP DnOP 3 4, 1 min 60 min,, DBP DnOP, 1 h 48 h,, DBP DnOP 2.5 DBP 和 DnOP 在油条中的迁移行为 DBP DnOP PE 200, 25 1 h, DBP DnOP 0.69 0.15 mg/kg, 0.13 0.03 mg/kg; 4, DBP DnOP 0.56 0.08 mg/kg, 0.03 0.01 mg/kg DBP DnOP, 3 结论, DBP DnOP, DBP DnOP 200 PE 60 min, DBP DnOP 0.70 0.16 mg/kg, DBP DnOP 200 25 48 h, DBP DnOP 0.79 0.63 mg/kg, 4 DBP DnOP 25 DBP DnOP 参考文献 4 DBP DnOP Fig. 4 Effect of the storage temperature on migration of DBP and DnOP [1] Xu XR, Li XY. Sorption behaviour of benzyl butyl phthalate on marine sediments: Equilibrium assessments, effects of organic carbon content, temperature and salinity [J]. Mar Chem, 2009, 115: 66 71. [2] Bosnir J, Puntari D, Galic A, et al. Migration of phthalates from plastic containers into soft drinks and mineral water [J]. Food Technol Biotechnol, 2007, 45(1): 91 95. [3] Kotowaka U, Garbowska K, Isidorov A. Distuibution coefficients of phthalates between absorption fiber and water and tis using in quantitative analysis [J]. Anal Chim Acta, 2006, 560: 110 117. [4] Ito R, Miura N, Ushiro M, et al. Effect of gamma-ray irradiation on degradation of di(2-ethylhexyl) phthalate in polyvinyl chloride sheet [J]. Int J Pharm, 2009, 376: 213 218. [5] Ishido M, Masuo Y, Sayato J. Dicyclohexyl phthalate causes hyperactivity in the rat Concomitantly with impairment of tyro-

1066 4 sine immunoreactivity [J]. J Neurochem, 2004, 91: 69 76. [6] Anderson J, Ibrahim C. Reproductive toxicity of phthalate esters [J]. Mol Nutr Food Res, 2010, 54: 148 157. [7],,, [J]., 2010, 31(11) : 123 127. Xiao NY, Lu XC, Guo QB, et al Research Progress of Phthalate Plasticizer Migration in Plastic Food Packaging [J]. Packag Eng, 2010, 31(11): 123 127. [8] Aurela B, Kulmala H, Soderhjelm L. Phthalates in paper and board packaging and their migration into Tenax and sugar [J]. Food Addit Contam, 1999, 16(12): 561 577. [9],,. [J]., 2002, 19(2): 37 39. Yang KF, Li SG, Cai ZM. Determination of Phthalic Acid Ester in Edible Oil and the Condensate of Its Fume [J]. Chin J Environ Occup Med, 2002, 19(2): 37 39. [10] Saito I, Ueno E, Oshima H, et al. Levels of phthalates and adipates in processed foods and migration of di-isononyl adipate from polyvinyl chloride film into foods[j]. J Food Hyg Soc Japan, 2002, 43(3): 185 189. [11],,,. GC-MS [J]., 2006, 16(5): 33 35. Wu G, Yu HF, Fu KJ, et al. Method for Determiantion of Phthalate Esters in Food Plastic Packaging Materials by GC/MS [J]. Inspect Quarant Sci, 2006, 16(5): 33 35. [12] Petersen JH, Breindahl T. Plasticizers in total diet samples, baby food and infant Formulae[J]. Food Addit Contam, 2000, 17(2): 133 141. [13] 2007/19/EC, Amending Directive 2002/72/EC, Relating to plastic materials and articles intended to come into contact with food and Council Directive 85/572/EEClaying 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 [S]. [14] SN/T2037-2007 [S]. SN/T2037-2007 Determination the migration of phthalates in plastic articles intended to come into contact with foodstuffs-gc/ms [S]. [15] GB/T 21911-2008 [S]. GB/T 21911-2008 Determination of phthalate esters in food [S]. [16] GB 9685-2008 [S] GB 9685-2008 Hygienic standards for uses of additives in food containers and packaging materials [S]. [17],. PVC DEHP [J]., 2009, 25(1): 291 293. Zhang SL, Guo KQ. Migration amount of Di-2-ethylhexyl phthalate from food-grade PVC film into meat at three temperatures [J]. Trans CSAE, 2009, 25(1): 291 293. [18],,,. PVC [J]., 2007, (1): 29 32. Wang CY, Zhang SW, Zhang WY, et al. Study on the Migration of Adipates in PVC Thin Films for Food Strapping Dipped in Stimulant Oil [J]. Shanghai Plastics, 2007, (1): 29 32. [19] Goulas AE, Anifantaki KI, Kolioulis D G, et al. Migration of di-(2-ethylhexylexyl)adipate Plasticizer from Food-Grade Polyvinyl Chloride Film into Hard and Soft Cheeses [J]. J Dairy Sci, 2000, 83(8): 1712 1718. [20] Fugit JL, Taverdet JL, Gauvrit JY, et al. Treatment of plasticized PVC to reduce plasticizer/solvent migration: optimization with an experimental design [J]. Pllym Int, 2003(52): 670 675. [21],,. / [J]., 2005, 24(5): 35 38. Wang CY, Li BF, Li GK. Determination of phthalate esters in water samples by solid-phase microextraction and high performance liquid chromatography [J]. J Instrum Anal, 2005, 24(5): 35 38. 作者简介 ( 责任编辑 : 张宏梁 ) 赵电波, 讲师, 主要研究方向为食品质量安全与控制 E-mail: zhaodb212@163.com 白艳红, 博士, 副教授, 硕士生导师, 主要研究方向为畜产品加工与质量控制 E-mail: baiyanhong@zzuli.edu.cn