پژوهش های کاربردی مهندسی شیمی - پلیمر
فصلنامه علمی - پژوهشی

ساخت فیلم قالب گیری شده مولکولی به روش الکتروریسی و بررسی کارایی آن در حذف آفت کش مکوپروپ از محیط آبی

نوع مقاله : پژوهشی اصیل

نویسندگان

الهه منصوری 1
محبوبه سرابی جماب 2
بهروز قرآنی 3
سیداحمد مهاجری 4

1 دانشجوی دکتری موسسه پژوهشی علوم و صنایع غذایی

2 گروه زیست فناوری مواد غذایی موسسه پژوهشی علوم و صنایع غذایی

3 گروه نانوفناوری مواد غذایی موسسه پژوهشی علوم و صنایع غذایی

4 گروه فارماکودینامی و سم شناسی دانشکده داروسازی و مرکز تحقیقات علوم دارویی دانشکده داروسازی و مرکز تحقیقات علوم دارویی، دانشگاه علوم پزشکی مشهد

چکیده
قالب­گیری مولکولی ازجمله روش­های نوین در تهیه محصولات جاذب با عملکرد اختصاصی است؛ به­صورتی که زمینه پلیمری نهایی دارای مکان­هایی برای اتصال انتخابی به مولکول هدف ­باشد. در این پژوهش سنتز و عملکرد فیلم­های قالب­گیری شده مولکولی(MIM) ، تهیه شده با روش الکتروریسی، به­عنوان جاذبی اختصاصی برای استخراج آفت­کش مکوپروپ (MCPP) مورد بررسی قرار گرفت. سنتز فیلم­ها درحضور متاکریلیک اسید (MAA) به­عنوان مونومر و پلی­اتیلن­ترفتالات (PET) به­عنوان جزء اصلی مورد نیاز برای تشکیل محلول پلیمری و با استفاده از حلال­های دی­کلرومتان (DCM) و تری­فلورواستیک­اسید (TFA) صورت گرفت. فیلم­ها توسط حلال شسته شدند تا مولکول قالب از ساختار آن­ها حذف و نواحی اتصال آزاد شود. سپس قدرت فیلم­های قالب­گیری شده در جذب اختصاصی آفت­کش مکوپروپ بررسی شد. با توجه به نتایج به­دست آمده، محلول با غلظت 20 درصد وزنی حجمی از PET به­عنوان محلول بهینه برای الکتروریسی تعیین شد. بین قدرت جذب فیلم قالب­گیری شده (MIM) و فیلم شاهد (NIM) در نسبت­­های مختلف از MCPP و MAA (1 به 2، 1 به 4، 1 به 6 و 1 به 8) اختلاف معنی­داری وجود داشت (05/0p<) و نسبت 1 به 4 بیشترین قدرت جذب را نشان داد. همچنین گزینش­پذیری فیلم­های تولیدی در جداسازی آفت­کش توفوردی به­عنوان ترکیبی با ساختار مشابه مکوپروپ و دیازینون به­عنوان آفت­کش با ساختاری متفاوت مورد سنجش قرار گرفت. قابلیت فیلم­ها در پاک­سازی MCPP از محیط­های آبی (آب معدنی و آب چاه) نیز بررسی شد که نتایج، نشانگر عملکرد موفق فیلم­های قالب­گیری شده نسبت به انواع NIM بود.

کلیدواژه‌ها

قالب گیری مولکولی
فیلم الکتروریسی
مکوپروپ
آب
آلاینده

موضوعات

عنوان مقاله English

Application of Molecularly Imprinted Film for Extraction of Herbicide Mecoprop from Aqueous Sample

نویسندگان English

Elaheh Mansouri 1
Mahboobe Sarabi Jamab 2
Behrouz Ghorani 3
Seyed Ahmad Mohajeri 4
1 PhD student in Food Biotechnology, Research Institute of Food Science & Technology
2 Department of Food Biotechnology, Research Institute of Food Science & Technology
3 Department of Food Nanotechnology, Research Institute of Food Science & Technology,
4 Department of Pharmacodynamics and Toxicology, Pharmaceutical Research Center, School of Pharmacy, Mashhad University of Medical Sciences, Mashhad
چکیده English

Molecular imprinting is a novel technique for preparing specific absorbents with selective sites for binding to the target molecule. Molecularly imprinted polymers, because of their high selectivity and stability, low cost and easy methods of preparation, have been widely employed in separation procedures. In this study, we evaluated the synthesized electrospun imprinted membrane (MIM) as a specific sorbent for herbicide mecoprop (MCPP). The films were prepared using methacrylic acid (MAA) as functional monomer and polyethylene terephthalate (PET) as a main part of polymeric solution and in the presence of dichloromethane (DCM) and Trifluoroacetic acid (TFA) as the solvents. The template was extracted through washing, results in the free specific memory sites within the films. Then, the synthesized electrospun imprinted membrane (MIM) was evaluated as a specific sorbent for herbicide mecoprop (MCPP). The results showed that the solution with 20% w/v of PET was the optimal solution for electrospinning process and at all different MCPP/MAA molar ratios (1:2, 1:4. 1:6 and 1:8), MIM had higher removal ability for template molecule (p<0.05) compared to NIM. The template/monomer ratio of 1:4 had the best binding amount. We also investigated the capability of MIM to be used as sorbent for pesticide 2,4-D, that is, the analogue of the main template molecule and diazinon, that is, the pesticide with different structure to the template. In addition, we used synthesized MIM and NIM films to extract MCPP analyte from environmental aqueous samples (bottled water and groundwater) and the results indicated successful performance of MIM compared to NIN.

کلیدواژه‌ها English

molecular imprinting
electrospun film
mecoprop
Water
Pollutant
1. Abdollahi, E., Abdouss, M. & Mohammadi, A. 2016. Synthesis of a nano molecularly imprinted polymeric sorbent for solid phase extraction and determination of phenytoin in plasma, urine, and wastewater by HPLC. RSC Advances, 6, 39095-39105.
2. Awokoya, K. N., Tshentu, Z. & Torto, N. 2015. Fabrication and evaluation of multiple template cross-linked molecularly imprinted electro spun nanofibers for selective extraction of nickel and vanadyl tetraphenylporphyrin from organic media. African Journal of Pure and Applied Chemistry, 9, 223-239.
3. Barnekow, D., Hamburg, A., Puvanesarajah, V. & Guo, M. 2001. Metabolism of 2, 4-dichloro phenoxyacetic acid in laying hens & lactating goats. Journal of agricultural&food chemistry, 49, 156-163.
4. Benfeito, S., Silva, T., Garrido, J., Andrade, P. B., Sottomayor, M. J., Borges, F. & Garrido, E. M. 2014. Effects of Chlorophenoxy Herbicides and Their Main Transformation Products on DNA Damage and Acetylcholinesterase Activity. BioMed Research International, 2014, 709036.
5. Bitar, M., Roudaut, G., Maalouly, J., Brandes, S., Gougeon, R. D., Cayot, P. & Bou-Maroun, E. 2017. Water sorption isotherms of molecularly imprinted polymers. Relation between water binding and iprodione binding capacity. Reactive and Functional Polymers, 114: 1-7.
6. Charlton, A. J., Stuckey, V. & Sykes, M. D. 2009. Determination of the phenoxyacid herbicides MCPA, mecoprop and 2, 4-D in kidney tissue using liquid chromatography with electrospray tandem mass spectrometry. Bulletin of environmental contamination and toxicology, 82, 711-715.
7. Chen, Y., Feng, T., Li, G. & Hu, Y. 2015. Molecularly imprinted polymer as a novel solid-phase microextraction coating selective enrichment of trace imidazolinones in rice&soil. J Sep Sci, 38, 301-8.
8. Chronakis, I.S., Milosevic, B., Frenot, A & Ye, L. 2006. Generation of Molecular Recognition Sites in Electrospun Polymer Nanofibers via Molecular Imprinting. Macromolecules, 39: 357-361.
9. Davoodi, D., Hassanzadeh-Khayyat, M., Rezaei, M.A and Mohajeri, S.A . 2014. Preparation, evaluation and application of diazinon imprinted polymers as the sorbent in molecularly imprinted solid-phase extraction&liquid chromatography analysis in cucumber&aqueous samples. food chemistry, 158:421-28.
10. Deng, Q. & Wang, S. 2014. Molecularly imprinted polymers (MIPs)–an emerging technique for chemical hazard determination. Food Chemical Hazard Detection: Development & Application of New Technologies, 137-171.
11. Do-Thanh, C. L., Vargas, J. J., Thomas, J. W., Armel, G. R. & Best, M. D. 2016. Design, Synthesis, and Evaluation of Novel Auxin Mimic Herbicides. J Agric Food Chem, 64, 3533-7.
12. Li, L., Liu, H., Lei, X. & Zhai, Y. 2012. Electrospun nanofiber membranes containing molecularly imprinted polymer for rhodamine B (RhB). Advances in Chemical Engineering and Science, 2, 266.
13. Li, Y., Lim, L.-T. & J. Kakuda, Y. 2009. Electrospun Zein Fibers as Carriers to Stabilize (−)‐Epigallocatechin Gallate. Journal of food science, 74(3): C233-C240.
14. Liu, J.-F., Toräng, L., Mayer, P. & Jönsson, J. Å. 2007. Passive extraction and clean-up of phenoxy acid herbicides in samples from a groundwater plume using hollow fiber supported liquid membranes. Journal of Chromatography A, 1160, 56-63.
15. Mei, X.-Y., Hong, Y.-Q. & Chen, G.-H. 2015. Review on Analysis Methodology of Phenoxy Acid Herbicide Residues. Food Analytical Methods, 9, 1532-1561.
16. Mohajeri, S. A., Karimi, G., Aghamohammadian, J. & Khansari, M. R. 2011. Clozapine recognition via molecularly imprinted polymers; bulk polymerization versus precipitation method. Journal of Applied Polymer Science, 121, 3590-3595.
17. Nadin, P. 2007. The Use of Plant Protection Products in the European :union: Data 1992–2003. European Commission: Luxembourg, France.
18. Piperno, S., Tse Sum Bui, B., Haupt, K. & Gheber, L. A. 2011. Immobilization of molecularly imprinted polymer nanoparticles in electrospun poly (vinyl alcohol) nanofibers. Langmuir, 27, 1547-1550.
19. Qian, K., Fang, G., He, J., Pan, M. & Wang, S. 2010. Preparation and application of a molecularly imprinted polymer for the determination of trace metolcarb in food matrices by high performance liquid chromatography. Journal of separation science, 33, 2079-2085.
20. Ramakrishna, S. 2005. An introduction to electrospinning and nanofibers, World Scientific.
21. Razavi, B. M., Hosseinzadeh, H., Movassaghi, A. R., Imenshahidi, M. & Abnous, K. 2013. Protective effect of crocin on diazinon induced cardiotoxicity in rats exposure. Chem Biol Interact, 203, 547-55.
22. Roberts, J. R. & Reigart, J. R. 2013. Recognition & management of pesticide poisoning. Diane Publishing, ISBN 1437914527, 9781437914528.
23. Roland, R. M. & Bhawani, S. A. 2016. Synthesis and Characterization of Molecular Imprinting Polymer Microspheres of Piperine: Extraction of Piperine from Spiked Urine. Journal of Analytical Methods in Chemistry, 2016, 5671507.
24. Song, X., Wang, J. & Zhu, J. 2009. Effect of porogenic solvent on selective performance of molecularly imprinted polymer for quercetin. Materials Research, 12, 299-304.
25. Song, X., Xu, S., Chen, L., Wei, Y. & Xiong, H. 2014. Recent advances in molecularly imprinted polymers in food analysis. Journal of Applied Polymer Science, 131, n/a-n/a.
26. Swarnkar, A., Keshav, A. & Soni, A. B. 2016. Separation of methacrylic acid from aqueous phase using quaternary amine. Journal of Heat and Mass Transfer Research (JHMTR).
27. Vasapollo, G., Sole, R. D., Mergola, L., Lazzoi, M. R., Scardino, A., Scorrano, S. & Mele, G. 2011. Molecularly imprinted polymers: present and future prospective. International journal of molecular sciences, 12, 5908-5945.
28. Wang, X., Tang, Q., Wang, Q., Qiao, X. & Xu, Z. 2014. Study of a molecularly imprinted solid-phase extraction coupled with high-performance liquid chromatography for simultaneous determination of trace trichlorfon and monocrotophos residues in vegetables. The Science of Food & Agriculture, 94:1409-1415.
29. Wu, X. & Shimizu, K. D. 2008. Molecular imprinting for sensor applications. Molecular Recognition and Polymers: Control of Polymer Structure and Self-Assembly, 395-429.
30. Yu, Q., Deng, S. & Yu, G. 2008. Selective removal of perfluorooctane sulfonate from aqueous solution using chitosan-based molecularly imprinted polymer adsorbents. Water research, 42, 3089-3097.
31. Zhang, H., Song, T., Zong, F., Chen, T. & Pan, C. 2008. Synthesis and characterization of molecularly imprinted polymers for phenoxyacetic acids. International journal of molecular sciences, 9, 98-106.
32. Zheng, C., Huang, Y.-P. & Liu, Z.-S. 2013. Synthesis and theoretical study of molecularly imprinted monoliths for HPLC. Analytical and bioanalytical chemistry, 405, 2147-216.

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