In collaboration with Payame Noor University and Iranian Chemical Science and Technologies Association

Document Type : Full research article

Authors

1 Department of Chemistry, Faculty of Science, Ferdowsi University of Mashhad. Mashhad, Iran

2 Department of Chemistry, Payame Noor University, 19395-4697 Tehran, Iran

Abstract

This study considers identification and determination of phthalates esters in cosmetic samples. The dispersive solid phase extraction was used for extraction of analytes prior to high performance liquid chromatography analysis. The solid sorbent for extraction was polyethylene glycol grafted on cupric oxide nanoparticles (PEG-g-CuO-NPs). This sorbent was first synthesized and characterized by scanning electron microscopy (SEM), Energy-dispersive X-ray(EDX) and fourier-transform infrared spectroscopy (FT-IR) then efficiently applied for extraction of analytes. The extraction conditions like amount of sorbent, kind and volume of desorption solvent, extraction and desorption time, and pH of sample solution were optimized. The validation of method carried out under optimum conditions. Linear ranges were 0.005-4 µgmL-1 with the coefficient correlation (R2) in the range of 0.9914-0.9962. The limits of detection (LODs) (3S/N) were 0.0025 to 0.005 µgmL-1 and acceptable repeatability’s (RSDs below 6.45%, n=5) obtained. Application of proposed method was investigated by extraction of phthalates in shampoo and body wash for babies which satisfaction results achieved.

Keywords

[1]     P.Gimeno, A.F. Maggio, C. Bousquet, A. Quoirez, C. Civade  and  P.A. Bonnet,  Analytical method for the identification and assay of 12 phthalates in cosmetic products: Application of the ISO 12787 international standard “Cosmetics–Analytical methods–Validation criteria for analytical results using chromatographic techniques”, J. Chromatogr. A. 1253 (2012) 144-53.
[2]     J.C. Hubinger and  D.C. Havery,  Analysis of consumer cosmetic products for phthalate esters. J.Cosmet. Sci. 57 (2) (2006) 127-37.
[3]     A. Manayi, M. Kurepaz-mahmoodabadi, A.R. Gohari, Y. Ajani and  S. Saeidnia,  Presence of phthalate derivatives in the essential oils of a medicinal plant Achillea tenuifolia, DARU J. Pharm. Sci. 22 (2014) 1-6.
[4]     X.    Lv, Y. Hao and  Q. Jia, Preconcentration procedures for phthalate esters combined with chromatographic analysis. J. Chromatogr. Sci. 51 (2013) 632-44.
[5]     K.E. Kelley, S. Hernández-Díaz, E.L. Chaplin, R. Hauser, A.A. Mitchell, Identification of phthalates in medications and dietary supplement formulations in the United States and Canada. Environ. Health Perspect. 120 (3) (2012) 110-116 .
[6]     H.Chen, C. Wang,X. Wang, N.Hao and  J. Liu, Determination of phthalate esters in cosmetics by gas chromatography with flame ionization detection and mass spectrometric detection. Int. J. Cosmet. Sci. 27 (4) (2005) 205-10 .
[7]     D. Koniecki, R. Wang, P.R. Moody  and J. Zhu, Phthalates in cosmetic and personal care products: concentrations and possible dermal exposure. Environ. Res. 111(3) (2011) 329-36.
[8]     G. Navaranjan, T.K. Takaro, A.J. Wheeler, M.L. Diamond, H. Shu, M.B. Azad, A.B. Becker, R. Dai, S.A. Harris, D.L. Lefebvre, Z. Lu, P.J. Mandhane, K. McLean, T.J. Moraes, J.A. Scott, S.E. Turvey, M.R. Sears, P. Subbarao and  J.R. Brook, J. Expo. Sci. Environ. Epidemiol. 30 (2020) 70–85.
[9]     S.H. Kim, M.J. Park, Phthalate exposure and childhood obesity. J. Pediatr. Endocrinol. Metab. 19 (2) (2014) 69-75.
[10] B. Prasad, Phthalate pollution: environmental fate and cumulative human exposure index using the multivariate analysis approach, Environ. Sci.: Process. Impacts 23 (2021) 389-399.
[11]  J. Apau, W. Sefah and  E. Adua, Human contact with phthalates during early lifestages leads to weight gain and obesity, Cogent Chem. 6 (2020) 688-701.
[12] L. Lucaccioni , V. Trevisani, E. Passini, B. Righi, C. Plessi, B. Predieri and  L. Iughetti, Perinatal exposure to phthalates: from endocrine to neurodevelopment effects,  Int. J. Mol. Sci. 22 (2021) 4063.
[13] I. Lee, J.Y.  Park, S.Kim, J. Nam –An, J. Lee, H. Park, S. K. Jung,  S.Y. Kim, J. P. Lee and  K. Choi, Association of exposure to phthalates and environmental phenolics with markers of kidney function: Korean National Environmental Health Survey (KoNEHS) 2015-2017, Environ. Int.143(2020)105877.
[14] A. Moeller,  K.H. Carlsen, P.D. Sly, E. Baraldi,G. Piacentini, I.Pavord, C. Lex and  S. Saglani, Monitoring asthma in childhood: lung function, bronchial responsiveness and inflammation, Eur. Respir. Rev. 24 (2015) 204–215.
[15] M. Mariana, J. Feiteiro, I. Verde, E. Cairrao, The effects of phthalates in the cardiovascular and reproductive systems: A review. Environ. Int. 9492016)758-776.
[16] P.R. Hannon and  J.A. Flaws, The effects of phthalates on the ovary. Front. Endocrinol.  6 (2015) 8-11.
[17] K.A. Baken, N. Lambrechts, S. Remy, V. Mustieles, A. Rodríguez-Carrillo, C.M. Neophytou, N. Olea and  G. Schoeters,  A strategy to validate a selection of human effect biomarkers using adverse outcome pathways: Proof of concept for phthalates and reproductive effects, 175 (2019) 235-256.
[18] H.Y. Shen, H.L. Jiang,  H.L.Mao, G. Pan, L. Zhou and  Y.F. Cao, Simultaneous determination of seven phthalates and four parabens in cosmetic products using HPLC‐DAD and GC‐MS methods. J. Sep. Sci. 30 (1) (2007) 48-54.
[19] L. Liu, Z. Wang, S. Zhao, J. Duan, H. Tao and  W. Wang, et al. Determination of total phthalate in cosmetics using a simple three-phase sample preparation method. Anal. Bioanal. Chem. 410 (4) (2018) 1323-1331.
[20] J.Qiao, M. Wang, H. Yan and  G. Yang, Dispersive solid-phase extraction based on magnetic dummy molecularly imprinted microspheres for selective screening of phthalates in plastic bottled beverages. J. Agric. Food Chem.62 (13) (2014) 2782-2789.
[21] Y.Cai, Y.E. Cai, Y. Shi, J. Liu, S. Mou and  Y. Lu, A liquid–liquid extraction technique for phthalate esters with water-soluble organic solvents by adding inorganic salts. Microchim.Acta 157 (1-2) (2007) 73-79.
[22] Y.Fan, H. Chen, H. Liu, F. Wang, S. Ma and  A. Latipa, , et al. Analysis of phthalate esters in dairy products—a brief review. Anal. Methods 9 (3) (2017) 370-380.
[23] A. Andrade-Eiroa, M. Canle and  V. Leroy-Cancellieri, V. Cerdà, Solid-phase extraction of organic compounds: a critical review. Part II. TrAC Trends Anal. Chem. 80 (2016) 655-67.
[24] J. González-Sálamo, B. Socas-Rodríguez and  J. Hernández-Borges, Analytical methods for the determination of phthalates in food. Curr. Opin. Food Sci.  22 (2018) 122-136.
[25] J.G. Wu, Determination of eleven phthalate esters using HPLC and UV diode‐array detector with liquid‐liquid extraction or on line preconcentration. J.Environ. Sci.Health Part A. 26 (8) (1991) 1363-1385.
[26] N. Razavi and  A. Sarafraz Yazdi, New application of chitosan‐grafted polyaniline in dispersive solid‐phase extraction for the separation and determination of phthalate esters in milk using high‐performance liquid chromatography. J. Sep. Sci. 40 (8) (2017) 1739-1746 .
[27] A. Kiani,  M. Ahmadloo, N. Shariatifar, M. Moazzen, A.N. Baghani and  G.J. Khaniki, et al. Method development for determination of migrated phthalate acid esters from polyethylene terephthalate (PET) packaging into traditional Iranian drinking beverage (Doogh) samples: a novel approach of MSPE-GC/MS technique. Environ. Sci. Pollut. Res. Int. 25 (13) (2018) 2728-12738.
[28]  S.H. Jeon, Y.P.  Kim, Y. Kho, J.H.  Shin, W.H. Ji and  Y.G. Ahn, Development and Validation of Gas Chromatography-Triple Quadrupole Mass Spectrometric Method for Quantitative Determination of Regulated Plasticizers in Medical Infusion Sets. J. Anal. Methods Chem.(2018).
[29]  A. Zendegi-Shiraz, Z. Es’haghi and  M. Hassanzadeh-Khayyat, Synthesis and characterization of composite polymer, polyethylene glycol grafted flower-like cupric nano oxide for solid phase microextraction of ultra-trace levels of benzene, toluene, ethyl benzene and o-xylene in human hair and water samples. J. Chromatogr. A. 1418 (2015) 21-28.
[30] J. Feng, M. Sun, Y. Bu and  C. Luo, Nanostructured copper‐coated solid‐phase microextraction fiber for gas chromatographic analysis of dibutyl phthalate and diethylhexyl phthalate environmental estrogens.  J. Sep. Sci. 38 (1) (2015) 128-33.
[31] N.Adhoum and  L. Monser, Removal of phthalate on modified activated carbon: application to the treatment of industrial wastewater.  Sep. Purif. Technol. 38 (3) (2004) 233-239.
[32] S.Zheng, X. Li, X., Y.Zhang, Q. Xie, Y.S. Wong and  W. Zheng, et al. PEG-nanolized ultrasmall selenium nanoparticles overcome drug resistance in hepatocellular carcinoma HepG2 cells through induction of mitochondria dysfunction. Int. J. Nanomedicine 7 (2012) 3939-49.
[33] H. Siddiqui, M. Qureshi and  F.Z. Haque, Surfactant assisted wet chemical synthesis of copper oxide (CuO) nanostructures and their spectroscopic analysis. Optik 127 (5) (2016) 2740-2747.
[34] S.Taghavi Fardood and  A. Ramazani, Green synthesis and characterization of copper oxide nanoparticles using coffee powder extract. J. Nanostructures. 6 (2) (2016) 167-71.
[35] J.C.Hubinger and  D.C. Havery,  Analysis of consumer cosmetic products for phthalate esters J. Cosmet. Sci. 57 (2003) 127-137.
[36] S. Cavar Zeljkovic, S. Becirovic, A. Goga and  M.Kezic, Influence of Solvent and Extraction Type on Phthalate Determination in Cosmetic Products. Anal. Chem.Lett. 4 (2014) 313-318.
[37] H. Chen,  C. Wang , X. Wang , N. Hao and  J. Liu, Determination of phthalate esters in cosmetics by gas chromatography with flame ionization detection and mass spectrometric detection. Int. J. Cosmet. Sci. 27 (2005) 205-210.
[38] D.Koniecki, R.Wang, R.P. Moody and  J. Zhu, Phthalates in cosmetic and personal care products: concentrations and possible dermal exposure, Environ. Res. 111 (2011) 329-336.
[39] J.C. Hubinger, A survey of phthalate esters in consumer cosmetic products. J. Cosmet. Sci. 61(2010)457-465.
[40] H. Guo, N. Song, D. Wang, J.  Ma and  Q. Jia, A modulation approach for covalent organic frameworks: Application to solid phase microextraction of phthalate esters. Talanta 198 (2019) 277-283.
[41] Z. Mehrani, H. Ebrahimzadeh, E. Moradi, Poly m-aminophenol/nylon 6/graphene oxide electrospun nanofiber as an efficient sorbent for thin film microextraction of phthalate esters in water and milk solutions preserved in baby bottle. J. Chromatogr. A 1600 (2019) 87-94.
[42] Y. Tong, X. Liu and  L. Zhang, Green construction of Fe3O4@ GC submicrocubes for highly sensitive magnetic dispersive solid-phase extraction of five phthalate esters in beverages and plastic bottles.  Food  Chem. 277 (2019) 579-585.