婴幼儿食品包装材料中9种双酚类环氧衍生物含量的测定

洪灯; 沈文涛; 王良莉; 李艳; 李冰洁; 汪露琳; 刘婷; 侯建波; 王琛

doi:10.19554/j.cnki.1001-3563.2025.15.017

PDF(621 KB)

包装工程（技术栏目） ›› 2025, Vol. 46 ›› Issue (15) : 154-161. DOI: 10.19554/j.cnki.1001-3563.2025.15.017

食品接触材料安全与检测

婴幼儿食品包装材料中9种双酚类环氧衍生物含量的测定

洪灯^1,2*, 沈文涛¹, 王良莉¹, 李艳¹, 李冰洁¹, 汪露琳¹, 刘婷¹, 侯建波^1,2, 王琛^1,2

作者信息 +

Determination of 9 Bisphenol Epoxy Derivatives in Infant Food Packaging Materials

HONG Deng^1,2*, SHEN Wentao¹, WANG Liangli¹, LI Yan¹, LI Bingjie¹, WANG Lulin¹, LIU Ting¹, HOU Jianbo^1,2, WANG Chen^1,2

Author information +

文章历史 +

摘要

目的建立液相色谱-串联质谱法,同时测定婴幼儿食品包装材料中6种双酚A-二缩水甘油醚及其衍生物和3种双酚F-二缩水甘油醚及其衍生物含量的方法,为婴幼儿食品包装材料质量安全的管理和控制提供技术支撑。方法样品经四氢呋喃超声提取,采用Eclipse XDB-C₁₈色谱柱分离,以甲醇-0.15%甲酸水溶液为流动相进行梯度洗脱,采用多反应监测（MRM）测定,以保留时间和离子丰度比定性,外标法定量。结果最优条件下9种双酚类环氧衍生物在0.002~4 mg/kg质量浓度范围内线性良好,相关系数（R²）大于0.999,方法检出限为0.002~0.2 mg/kg。加标回收率为83.9%~99.1%,相对标准偏差为2.0%~8.5%。结论文中方法具有前处理简单、灵敏度高等特点,可用于食品包装材料中双酚类环氧衍生物的定性筛查和定量分析。

Abstract

The work aims to establish a liquid chromatography-tandem mass spectrometry (LC-MS/MS) method for the simultaneous determination of 6 bisphenol A diglycidyl ethers and their derivatives, and 3 bisphenol F diglycidyl ethers and their derivatives in infant food packaging materials, providing technical support for the quality and safety control of these materials. Samples were ultrasonically extracted with tetrahydrofuran. Separation was achieved by an Eclipse XDB-C₁₈ chromatographic column with a methanol-0.15% formic acid solution mobile phase under gradient elution. Detection was performed through multiple reaction monitoring (MRM). Compounds were identified based on retention time and ion abundance ratio, and quantified with the external standard method. The 9 bisphenol epoxy derivatives exhibited good linearity in the range of 0.002-4 mg/kg, with correlation coefficients (R²) greater than 0.999. The method detection limits (MDLs) ranged from 0.002 to 0.2 mg/kg. The spike recovery rates were 83.9% to 99.1%, with relative standard deviations (RSDs) of 2.0% to 8.5%. This method is characterized by simple pretreatment and high sensitivity, and is suitable for the qualitative screening and quantitative analysis of bisphenol epoxy derivatives in food packaging materials.

导出引用

洪灯, 沈文涛, 王良莉, 李艳, 李冰洁, 汪露琳, 刘婷, 侯建波, 王琛. 婴幼儿食品包装材料中9种双酚类环氧衍生物含量的测定[J]. 包装工程（技术栏目）. 2025, 46(15): 154-161 https://doi.org/10.19554/j.cnki.1001-3563.2025.15.017

HONG Deng, SHEN Wentao, WANG Liangli, LI Yan, LI Bingjie, WANG Lulin, LIU Ting, HOU Jianbo, WANG Chen. Determination of 9 Bisphenol Epoxy Derivatives in Infant Food Packaging Materials[J]. Packaging Engineering. 2025, 46(15): 154-161 https://doi.org/10.19554/j.cnki.1001-3563.2025.15.017

中图分类号： TB484

参考文献

[1] FURMAN J, ĆWIELĄG-DRABEK M. The Content of Metallic Trace Elements in Rice-Containing Products Used in the Diet of Infants and Young Children-Health Risks for Consumers[J]. Food and Chemical Toxicology, 2025, 197: 115310.
[2] MASSADEH A M, ALZARIENI K Z, ALZAGHOL H Z, et al.Occurrence and Health Risk Assessment of Selected Metals in Commercially Available Infant Formulas in Jordan[J]. Journal of Trace Elements in Medicine and Biology, 2025, 87: 127585.
[3] HONG D, HU Q L, HOU J B, et al.Simultaneous Determination of 12 Fluorescent Whitening Agents in Paper and Plastic Food Packaging Materials for Infants by High-Performance Liquid Chromatography-Tandem Mass Spectrometry[J]. Journal of Chromatography A, 2025, 1757: 466127.
[4] 胡向蔚, 张文德, 刘炎桥. 食品罐内涂料中双酚A环氧衍生物的迁移及其检测[J]. 食品科学, 2006, 27(4): 264-266.
HU X W, ZHANG W D, LIU Y Q.A Review on Migration Survey and Determination of Bisphenol a and Epoxy Derivatives in Food Cans Coating[J]. Food Science, 2006, 27(4): 264-266.
[5] 蓝勇波, 黎绍学, 郑彦婕, 等. 罐装食品内壁涂层中双酚A衍生物的迁移研究[J]. 广东化工, 2016, 43(5): 69-70.
LAN Y B, LI S X, ZHENG Y J, et al.Migration of Bisphenol a Derivatives from Can Coating Inside Canned Food[J]. Guangdong Chemical Industry, 2016, 43(5): 69-70.
[6] 徐琴, 翟丽娜, 牛增元, 等. 食品接触材料与食品中双酚A环氧衍生物及其检测技术研究新进展[J]. 分析测试学报, 2012, 31: 111-117.
XU Q, ZHAI L N, NIU Z Y, et al.A Rapid of Research Progress in Detection and Analytical Method of Bisphenol A Diglycidyl Ether and Its Derivatives in Food Contact Materials and Foods[J]. Journal of Instrument Analysis, 2012, 31: 111-117.
[7] 罗生亮, 吴少林, 张朝晖, 等. 肉类罐头食品中双酚A二缩水甘油醚及其衍生物的迁移[J]. 食品科学, 2009, 30(7): 52-56.
LUO S L, WU S L, ZHANG Z H, et al.Migration of Bisphenol a Diglycidyl Ether and Its Derivatives into Canned Meat and Fish[J]. Food Science, 2009, 30(7): 52-56.
[8] 肖道清, 刘在美, 马明, 等. 罐装饮料中双酚A-二缩水甘油醚与双酚F-二缩水甘油醚及其衍生物的快速检测[J]. 分析测试学报, 2013, 32(12): 1502-1506.
XIAO D Q, LIU Z M, MA M, et al.Rapid Determination of Bisphenol a Diglycidyl Ether and Bisphenol F Diglycidyl Ether and Their Derivatives in Canned Beverage by Ultra Performance Liquid Chromatography[J]. Journal of Instrumental Analysis, 2013, 32(12): 1502-1506.
[9] 李灿明, 柏建国, 孙丽鹏, 等. 高效液相色谱法测定金属涂层罐中9种双酚类环氧衍生物的迁移量[J]. 化学分析计量, 2018, 27(5): 54-58.
LI C M, BAI J G, SUN L P, et al.Determination of Migration of 9 Bisphenol Epoxy Derivatives from Metal Coating Cans by High Performance Liquid Chromatography[J]. Chemical Analysis and Meterage, 2018, 27(5): 54-58.
[10] 缪佳铮, 薛鸣, 张虹. 高效液相色谱分析食品罐内涂料中双酚A和双酚F环氧衍生物残留[J]. 分析化学, 2009, 37(6): 911-914.
MIAO J Z, XUE M, ZHANG H.Analysis of Residual Bisphenol A, Bisphenol F and Their Epoxy Derivatives in Food Cans Coating by High Performance Liquid Chromatography[J]. Chinese Journal of Analytical Chemistry, 2009, 37(6): 911-914.
[11] 薛鸣, 张虹. 罐头食品中双酚A和双酚F环氧衍生物残留的高效液相色谱分析[J]. 中国粮油学报, 2010, 25(2): 136-140.
XUE M, ZHANG H.Analysis of Residual Bisphenol A, Bisphenol F and Their Epoxy Derivatives in Canned Food by HPLC[J]. Journal of the Chinese Cereals and Oils Association, 2010, 25(2): 136-140.
[12] 吴新华, 丁利, 李忠海, 等. 多壁碳纳米管固相萃取-高效液相色谱-串联质谱法测定食品接触材料中双酚-二环氧甘油醚的迁移量[J]. 色谱, 2010, 28(11): 1094-1098.
WU X H, DING L, LI Z H, et al.Determination of the Migration of Bisphenol Diglycidyl Ethers from Food Contact Materials by High Performance Chromatographytandem Mass Spectrometry Coupled with Multi-Walled Carbon Nanotubes Solid Phase Extraction[J]. Chinese Journal of Chromatography, 2010, 28(11): 1094-1098.
[13] 赵晓亚, 付晓芳, 王鹏, 等. 高效液相色谱-串联质谱法同时测定肉类罐头中双酚-二缩水甘油醚[J]. 色谱, 2012, 30(10): 1002-1007.
ZHAO X Y, FU X F, WANG P, et al.Determination of Bisphenol Diglycidyl Ether Residues in Canned Foodstuffs by High Performance Liquid Chromatographytandem Mass Spectrometry[J]. Chinese Journal of Chromatography, 2012, 30(10): 1002-1007.
[14] 焦艳娜, 丁利, 李晖, 等. 加速溶剂萃取-GC-MS/MS法测定食品接触材料中双酚A、双酚F及其衍生物的残留量[J]. 包装工程, 2011, 32(15): 53-57.
JIAO Y N, DING L, LI H, et al.Determination of Bisphenol A, Bisphenol F and Their Derivatives Residues in Food Contact Materials by Accelerated Solvent Extraction and GC-MS/MS[J]. Packaging Engineering, 2011, 32(15): 53-57.
[15] JORDÁKOVÁ I, DOBIÁŠ J, VOLDŘICH M, et al. Determination of Bisphenol A, Bisphenol F, Bisphenol a Diglycidyl Ether and Bisphenol F Diglycidyl Ether Migrated from Food Cans Using Gas Chromatography-Mass Spectrometry[J]. Czech Journal of Food Sciences, 2003, 21(3): 85-90.
[16] 洪灯, 谢文, 侯建波, 等. 高效液相色谱-四极杆/静电场轨道阱高分辨质谱法快速筛查保健食品中的西布曲明及其5种衍生物[J]. 色谱, 2019, 37(11): 1173-1178.
HONG D, XIE W, HOU J B, et al.Rapid Screening of Sibutramine and Five Derivatives in Health Food by High Performance Liquid Chromatography-Quadrupole/Electrostatic Orbitrap High-Resolution Mass Spectrometry[J]. Chinese Journal of Chromatography, 2019, 37(11): 1173-1178.
[17] 国家认证认可监督管理委员会. 出口食品中双酚A-二缩水甘油醚、双酚F-二缩水甘油醚及其衍生物残留测定液相色谱-质谱/质谱法: SN/T 3150—2012[S]. 北京: 中国标准出版社, 2012: 3.
National Certification and Accreditation Administration. Determination of bisphenol diglycidyl ether residues in food for export—LC-MS/MS method: SN/T 3150-2012[S]. Beijing: Standards Press of China, 2012: 3.