Biomedicine and Chemical Sciences
2022, Volume 1, Issue 4 : 241-248 doi: https://doi.org/10.48112/bcs.v1i4.252
Research Article
Synthesis and Characterization of Some Metal Complexes Derived from Azo Ligand of 4,4' Methylenedianiline and Resorcinol
 ,
Received
May 17, 2022
Revised
June 28, 2022
Accepted
June 2, 2022
Published
Oct. 1, 2022
Abstract

The metal complexes of Azo dye; 4,4'-((methylene bis(3,l-phenylen)) bis (diazene-l,2-diyl)) bis(1,3-Benzenediol) are produced from 4,4`- methylenedianiline and Resorcinol were synthesized and characterized by using several analytical and spectral techniques. The ligand and its complexes were characterized by many chemo-physic methods like NMR, IR, UV-Vis, molar conductance measurement, analytical measurement, and melting point. The conditions of optimal reaction  (for instance reagent concentration, pH etc) were studied and the analytical figures of merit such as limit of detection, linearity, sensitivity etc) were obtained.

Keywords
INTRODUCTION
  1. Abdallah, S. M. (2012). Metal complexes of azo compounds derived from 4-acetamidophenol and substituted aniline. Arabian Journal of Chemistry, 5(2), 251-256. https://doi.org/10.1016/j.arabjc.2010.08.019
  2. AbouEl-Enein, S. (2008). Polymeric and sandwich Schiff’s bases complexes derived from 4, 4′-methylenedianiline: characterization and thermal investigation. Journal of Thermal Analysis and Calorim-etry, 91(3), 929-936. https://doi.org/10.1007/s10973-006-8281-z
  3. Abouel‐Enein, S. A., Emam, S. M., & Monir, E. (2018). Coordination modes of multidentate azodye ligand derived from 4, 4′‐methylenedianiline towards some transition metal ions: Synthesis, spectral characterization, thermal investigation and biological activity. Applied Organometallic Chemistry, 32(3), e4191. https://doi.org/10.1002/aoc.4191
  4. AbouEl-Enein, S. A., Emam, S. M., Polis, M. W., & Emara, E. M. (2015). Synthesis and characterization of some metal complexes derived from azo compound of 4, 4′-methylenedianiline and antipyrine: evaluation of their biological activity on some land snail species. Journal of Molecular Structure, 1099, 567-578. https://doi.org/10.1016/j.molstruc.2015.06.072
  5. Adnan, S. (2020). Synthesis, Spectral Characterization And Anticancer Studies of Novel Azo Schiff Base And its Complexes with Ag (I), Au (lll) And Pt (lV) ions. Egyptian Journal of Chemistry, 63(12), 4749-4756. https://dx.doi.org/10.21608/ejchem.2020.23312.2438
  6. AL-Adilee, K. J., Abass, A. K., & Taher, A. M. (2016). Synthesis of some transition metal complexes with new heterocyclic thiazolyl azo dye and their uses as sensitizers in photo reactions. Journal of Molecular Struc-ture, 1108, 378-397. https://doi.org/10.1016/j.molstruc.2015.11.038
  7. Ali, I., Wani, W. A., & Saleem, K. (2013). Empirical formulae to molecular structures of metal complexes by molar conductance. Synthesis and Reactivity in Inorganic, Metal-Organic, and Nano-Metal Chemistry, 43(9), 1162-1170. https://doi.org/10.1080/15533174.2012.756898
  8. Anitha, C., Sheela, C. D., Tharmaraj, P., & Hema, V. V. (2013). Synthesis, Spectroscopic Characterization, and Biological Activities of Metal Complexes of 4-((4-Chlorophenyl) diazenyl)-2-((p-tolylimino) methyl) phe-nol. Journal of Chemistry, 2013. https://doi.org/10.1155/2013/724163
  9. Ayoob, M. M., Hawaiz, F. E., Hussein, A., Samad, M. K., Hussain, F., & Mohamed, S. K. (2020). Synthesis, Spectroscopic Investigation, Anti-Bacterial and Antioxidant Activites of Some New Azo-Benzofuran Deriva-tives. Egyptian Journal of Chemistry, 63(7), 2617-2629. https://dx.doi.org/10.21608/ejchem.2019.14844.1899
  10. Brunet, C., Aubin, S., Gagné, S., West, R., & Lesage, J. (2018). Development of a method for extraction and determination of 4, 4′-methylenedianiline in soils by solid-phase extraction and UPLC-MS-MS. Journal of Liquid Chromatography & Related Technologies, 41(15-16), 919-926. https://doi.org/10.1080/10826076.2018.1539673
  11. Dakiky, M., & Nemcova, I. (2000). Aggregation of o, o′-Dihydroxy azo Dyes III. Effect of cationic, anionic and non-ionic surfactants on the electronic spectra of 2-hydroxy-5-nitrophenylazo-4-[3-methyl-1-(4 ″-sulfophenyl)-5-pyrazolone]. Dyes and pigments, 44(3), 181-193. https://doi.org/10.1016/S0143-7208(99)00086-8
  12. Dinçalp, H., Toker, F., Durucasu, İ., Avcıbaşı, N., & Icli, S. (2007). New thiophene-based azo ligands containing azo methine group in the main chain for the determination of copper (II) ions. Dyes and Pigments, 75(1), 11-24. https://doi.org/10.1016/j.dyepig.2006.05.015
  13. Emam, S. M. (2017). Spectral characterization, thermal and biological activity studies of Schiff base complexes derived from 4, 4′-Methylenedianiline, ethanol amine and benzil. Journal of Molecular Structure, 1134, 444-457. https://doi.org/10.1016/j.molstruc.2016.12.071
  14. Gup, R., Giziroglu, E., & Kırkan, B. (2007). Synthesis and spectroscopic properties of new azo-dyes and azo-metal complexes derived from barbituric acid and aminoquinoline. Dyes and pigments, 73(1), 40-46. https://doi.org/10.1016/j.dyepig.2005.10.005
  15. Irving, H. M. N. H., & Williams, R. (1953). 637. The stability of transition-metal complexes. Journal of the Chemical Society (Resumed), 3192-3210. https://doi.org/10.1039/JR9530003192
  16. Islam, F., Hossain, M., Shah, N. M., Barua, H. T., Kabir, M., Khan, M. J., & Mullick, R. (2015). Synthesis, characterization, and antimicrobial activity studies of Ni (II) complex with pyridine as a ligand. Journal of Chemistry, 2015. https://doi.org/10.1155/2015/525239
  17. Kadhium, A. J., Abdulmahdi, B. S., & Ali, F. J. (2021). Preparation, Determination and Study Toxicity Effects of new Mixed ligands Complexes Derivative from 8-Hydroxy Quinoline with Pd (II). Egyptian Journal of Chemistry, 64(9), 1-2. https://dx.doi.org/10.21608/ejchem.2021.73861.3652
  18. Karipcin, F., & Kabalcilar, E. (2007). Spectroscopic and Thermal Studies on Solid Complexes of 4-(2-pyridylazo) resorcinol with Some Transition Metals. Acta Chimica Slovenica, 54(2).
  19. Karmakar, A., Bandyopadhyay, P., Banerjee, S., Mandal, N. C., & Singh, B. (2020). Synthesis, spectroscopic, theoretical and antimicrobial studies on molecular charge-transfer complex of 4-(2-thiazolylazo) resorcinol (TAR) with 3, 5-dinitrosalicylic acid, picric acid, and chloranilic acid. Journal of Molecular Liquids, 299, 112217. https://doi.org/10.1016/j.molliq.2019.112217
  20. Khudair, Z. J., Khawla, K. J., & Seewan, A. N. (2021, May). Synthesis, Theoretical Treatment and Investigation of Adsorption of 4, 4’-((1E, 1’E)-(Methylenebis (4, 1-phenylene)) bis (diazene-2, 1-diyl)) bis (naphthalen-1-ol) on Olive Peel. In Journal of Physics: Conference Series (Vol. 1879, No. 2, p. 022058). IOP Publishing. https://doi.org/10.1088/1742-6596/1879/2/022058
  21. Liu, Y. T., Lian, G. D., Yin, D. W., & Su, B. J. (2013). Synthesis, characterization and biological activity of fer-rocene-based Schiff base ligands and their metal (II) complexes. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy, 100, 131-137. https://doi.org/10.1016/j.saa.2012.03.049
  22. Mallikarjuna, N. M., & Keshavayya, J. (2020). Synthesis, spectroscopic characterization and pharmacological studies on novel sulfamethaxazole based azo dyes. Journal of King Saud University-Science, 32(1), 251-259. https://doi.org/10.1016/j.jksus.2018.04.033
  23. Naseem, H. A., Aziz, T., Ahmad, K., Parveen, S., & Ashfaq, M. (2021). Rational synthesis and characterization of medicinal phenyl diazenyl-3-hydroxy-1h-inden-1-one azo derivatives and their metal complexes. Journal of molecular structure, 1227, 129574. https://doi.org/10.1016/j.molstruc.2020.129574
  24. Pavia, D. L., Lampman, G. M., Kriz, G. S., & Vyvyan, J. A. (2014). Introduction to spectroscopy. Cengage learning.
  25. Reddy, C. S., Rao, D. C., Yakub, V., & Nagaraj, A. (2011). Synthesis of Some Novel Bis [1, 2, 4] triazolo [3, 4-b][1, 3, 4] thiadiazine Derivatives for Antimicrobial Evaluation. Acta Chimica Slovenica, 58(3), 582-589.
  26. Saad, F. A., El-Ghamry, H. A., Kassem, M. A., & Khedr, A. M. (2019). Nano-synthesis, Biological Efficiency and DNA binding affinity of new homo-binuclear metal complexes with sulfa azo dye based ligand for further pharmaceutical applications. Journal of Inorganic and Organometallic Polymers and Materials, 29(4), 1337-1348. https://doi.org/10.1007/s10904-019-01098-z
  27. Tapabashi, N. O., Taha, N. I., & El-Subeyhi, M. (2021). Design, Microwave Assisted Synthesis of Some Schiff Bases Derivatives of Congo Red and Conventional Preparation of Their Structurally Reversed Analogous Compounds. International Journal of Organic Chemistry, 11(01), 35. http://www.scirp.org/journal/Paperabs.aspx?PaperID=107625
  28. Vidya, V. G., Sadasivan, V., Meena, S. S., & Bhatt, P. (2018). Synthesis, spectral and biological studies of complexes with bidentate azodye ligand derived from resorcinol and 1-amino-2-naphthol-4-sulphonic ac-id. Oriental Journal of Chemistry, 34(1), 45. http://dx.doi.org/10.13005/ojc/340105
Recommended Articles
Original Article Open Access
A FRAMEWORK OF MONOCLONAL ANTIBODIES AND RELATED PRODUCTION ENGINEERING
2025, Volume 4, Issue 4 : 26-34
Research Article Open Access
Design and Synthesis Ligands Tetradents Substituted with Halogenes in α- Position and Conjugation with Riboflavin (Bioconjugates)
2022, Volume 1, Issue 2 : 47-56
DOI: https://doi.org/10.48112/bcs.v1i2.85
Research Article Open Access
The Role of Vitamin D and Zinc In Facing COVID-19 Injury
2022, Volume 1, Issue 1 : 6-10
DOI: https://doi.org/10.48112/bcs.v1i1.76
Research Article Open Access
Spectroscopic and Thermal Studies of Some Palladium(II) Complexes with 2-amino-4-(4-subsistuted phenyl)thiazole Derivatives
2022, Volume 1, Issue 2 : 78-82
DOI: https://doi.org/10.48112/bcs.v1i2.104
Biomedicine and Chemical Sciences journal thumbnail
Volume 1, Issue 4
Citations
2 Views
0 Downloads
Share this article
License
Copyright (c) Biomedicine and Chemical Sciences
Creative Commons Attribution License Creative Commons License
This work is licensed under a Creative Commons Attribution 4.0 International License.
All papers should be submitted electronically. All submitted manuscripts must be original work that is not under submission at another journal or under consideration for publication in another form, such as a monograph or chapter of a book. Authors of submitted papers are obligated not to submit their paper for publication elsewhere until an editorial decision is rendered on their submission. Further, authors of accepted papers are prohibited from publishing the results in other publications that appear before the paper is published in the Journal unless they receive approval for doing so from the Editor-In-Chief.
Biomed. Chem. Sci. open access articles are licensed under a Creative Commons Attribution-ShareAlike 4.0 International License. This license lets the audience to give appropriate credit, provide a link to the license, and indicate if changes were made and if they remix, transform, or build upon the material, they must distribute contributions under the same license as the original.
Biomedicine and Chemical Sciences Logo
Biomedicine and Chemical Sciences
About Us
Biomedicine and Chemical Sciences (BCS), an international journal, publishes double blind peer-reviewed full-length, original papers, reviews or letters. BCS covers the latest developments in various fields of biomedicine such as cardiology, immunology, genetics, environmental health, neurology, oncology and toxicology
Support
Follow Us
facebook twitter linkedin mendeley research-gate
© Copyright Biomedicine and Chemical Sciences (BCS). All Rights Reserved.