کاتالیست نانوسریم اکسید بهعنوان کاتالیست موثر در تهیه مواد رنگزای آزو
محورهای موضوعی : شیمی کاربردی
بیتا باقرنژاد
1
(استادیار گروه شیمی، دانشگاه پیام نور، تهران، ایران.)
کلید واژه: نفتول, رنگزای آزو, نانوسریم اکسید, مشتق‌های بنزآلدهیدها,
چکیده مقاله :
رنگ های آزو دارای فعالیت های پادزیستی، پادقارچی و پادHIV هستند. همچنین، از ترکیب های آزو برای تشخیص قطعی بیماری آلزایمر با تصویربرداری از پلاک های آمیلوئیدی در مغز بیمار آلزایمری به‎کارگرفته شده است. در این پژوهش، نانوسریم اکسید به‎عنوان کاتالیست موثر در تهیه مواد رنگ‎زای ‎آزو بر پایه نفتول‎ها، زانتن ها و هیدروکسی کومارین ها مورد استفاده قرار گرفت. شرایط ملایم، سرعت بالا و زمان کوتاه واکنش، سادگی روند جداسازی فراورده ها، بازده و خلوص بالای مشتق ه ای تهیه‎شده و قابل‎بازیابی‎بودن کاتالیست مورد استفاده از مزایای روش ارایه شده است. ساختار ترکیب های تهیه‎شده از مقایسه ویژگی فیزیکی آن ها با موارد گزارش‎شده پیشین و به کمک داده های طیف شناسی فروسرخ تبدیل فوریه و 1HNMR تعیین شد.
Azo compounds are widely used in the pharmaceutical, cosmetic, food, dyeing/textile industries, optics, biochemistry, biophysics and analytical chemistry due to their special physical, chemical and biological properties. In the present study, the synthesis of azo dyes based on naphthols, xanthenes and hydroxy coumarins in the presence of nano- CeO2 catalyst was investigated. Avoid harmful solvents for the environment, mild conditions, high speed and short reaction time, simplicity of working up process; high efficiency and purity of the synthesized derivatives and recoverable catalyst utilization were the advantages of the proposed method. The structure of the synthesized compounds was determined by comparing their physical properties with reported and using IR and HNMR spectroscopy data.The structure of the synthesized compounds was determined by comparing their physical properties with reported and using IR and HNMR spectroscopy data.The structure of the synthesized compounds was determined by comparing their physical properties with reported and using IR and HNMR spectroscopy data.
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_||_[1] Zollinger, H.; “Color Chemistry, Synthesis, Propertiesand Application of Organic Dyes and Pigments”, Wiley-VCH, Weinheim, 2003.
[2] Gregory, P.;”High-Technology Applications of Organic Colorants”, Plenum Press, New York, 1991.
[3] Viscardi, G.; Quagliotto, P.; Barolo, C.; Caputo, G.; Digilio, G.; Degani, I.; Barni, E. Dye.; Pigment. 57, 8-92, 2003.
[4] Clark, J.H.; “Chemistry of Waste Minimization”, Chapman and Hall, London, 1995.
[5] Tanaka, K.; “Solvent-free Organic Synthesis”, Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim, Germany, 2003.
[6] Morsy, A.; El-Apasery, M.; J. Appl. Polym. Scienc. 109, 695-699, 2008.
[7] Noroozi-Pesyan, N.; Khalafy, J.; Malekpoor, Z. Color. Colorant. Coat. 2, 61-68, 2009.
[8] Roglans, A.; Pla-Quintana, A.; Moreno-Manas, M.; Chem. Rev. 106, 4622–4643, 2006.
[9] Mandic, Z.; Nigovic, B.; Simunic, B.; Electro. Acta. 49, 607–615, 2004.
[10] Kubo, Y.; Maeda, S.; Tokita, S.; Kubo, M.; Nature 382, 522–524, 1996.
[11] Steinstrasser, R.; Pohl, L.; Angew. Chem. Int. Ed. 12, 617–630, 1973.
[12] He, Y.; Gu, X.; Guo, M.; Wang, X.; Optic. Material. 31, 18–27, 2008.
[13] Pieraccini, S.; Masiero, S.; Spada, G.; Gottarelli, G.; Chem. Commun. 9, 598–599, 2003.
[14] Merino, E.; Chem. Soc. Rev. 40, 3835–3853, 2011.
[15] Mirjalili, B.F.; Bamoniri, A.; Akbari, A.; Curr. Chem. Lett. 1,109–114, 2012.
[16] Bokare, A.D.; Chikate, R.C.; Rode, C.V.; Paknikar, K.M.; Appl. Catal. B. 79, 270–278, 2008.
[17] Qian, H.; Jiang, D.E.; Li, G.; Gayathri, C.; Das, A.; Gil, R.R.; Jin, R.; J. Am. Chem. Soc. 134,16159–62, 2012.
[18] Hosseini-Sarvari, M. J. Rapid. Commun. Synth. Org. Chem. 38, 832-841, 2008.
[19] Hay, A.E.; Aumond, M.C.; Mallet, S.; Dumontet, V.; Litaudon, M.; Rondeau, D.; Richomme, P.; J. Natur. Prod. 67, 707–709, 2004.
[20] Zelefack, F.; Guilet, D.; Fabre, N.; Bayet, C.; Chevalley, S.V.; Ngouela, S.R.; Lenta, B.N.; Valentin, S.; Tsamo, E.; Dijoux-Franca, M.V.; J. Natur. Prod. 72, 954–957, 2009.
[21] Khurana, J.M.; Magoo, D.; Aggarwal, K.; Aggarwal, N.; Kumar, R.; Srivastava, C.; Europ. J. Med. Chem. 58, 470–477, 2012.
[22] Niu, S.L.; Li, Z.L.; Ji, F.; Liu, G.Y.; Zhao, N.; Liu, X.O.; Jing, Y.K.; Hua, H.M.; Phytochem. 77, 280–286, 2012.
[23] Laphookhieo, S.; Syers, J.K.; Kiattansakul, R.; Chantrapromma, K.; Chem. Pharm. Bull. 54, 745–747, 2006.
[24] Llama, E.F.; del Campo, C.; Capo, M.; Anadon, M.; Europ. J. Med. Chem. 24(4), 391–396, 1989.
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[32] Zhao, H.; Neamati, N.; Hong, H.;. Mazumder, A.; Wang, S.; Sunder, S.; Milne, G.W.A.; Pommier, T.R.; Burke, Jr.; J. Med. Chem. 40, 242-246, 1997.
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[34] Sen, K.; Bagchi, P.; J. Org. Chem. 24, 316-320, 1959.
[35] Węglarz-Tomczak, E.; Górecki, L.; Chemik. 66, 1298–307, 2012.
[36] Zhen, W.; Han, H.; Anguiano, M.; Lemere, C.; Cho, C.G.; Lansbury, P.T.; J. Med. Chem. 42, 2805–2815, 1999.
[38] Kwasi Adu, J.; Amengor, C.D.K.; Mohammed, N.;J. Tropical. Medicine. 2, 1-8, 2020.
[39] Davasaz Rabbani, M.A.; Khalili, B.; Saeidian, H.; RSC Adv. 10, 35729-35739, 2020.
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[43] Muthuchudarkodi, R.R.; Kalaiarasi, S.; J. Sci. Research. 5, 543-547, 2013.
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[46] Rahimizadeh, M.; Eshghi, H.; Shiri, A.; Ghadamyari, Z.; Matin, M.M.; Oroojalian, F.; Pordeli, P.; J.; Korean. Chem. Soc. 56, 716-719, 2012.
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[48] Zarei, A.; Hajipour, A.R.; Khazdooz, L.; Mirjalili, B.F.; Najafi, Dye. Pigment. 81, 240-244, 2009.
[49] Bamoniri, A.; Mirjalili, B. B. F.; Ghorbani-Choghamarani, A.; Yazdanshenas, M. E.; Shayanfar, A.; Akbari, A.
Iran. J. Org. Chem. 3, 603-606, 2011.
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[51] Bamoniri, A.; Pourali, A.R.; Nazifi, S. M.R. Iran. J. Catal. 4, 185-189, 2012.
[52] Bamoniri, A.; Mirjalili, B.B.F.; Ghorbani-Choghamarani A.; Yazdanshenas M.E.; Shayanfar A.; Akbari A. Iran. J. Catal. 1, 51-54, 2011.
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