Heterocyclic Azo Dyes Derived from Adenine: Synthesis, Spectral Characterization, a wool Dying
DOI:
https://doi.org/10.30526/37.3.3280Keywords:
Azo, dyeing, adenine, spectral study, ligand, complexAbstract
The novel (La-PAA) of the ligand 8-[3-(pyrazoyl)azo]Adenine (PAA) was synthesized with the molar ratio (1:3), which was appointed by using the mole ratio method. The C.H.N.S elemental analysis, magnetic measurement, thermal analysis, and spectral methods (UV-Vis, FTIR, and HNMR) were employed to support the mode of binding and geometrical structure for ligand (PAA) and (La-PAA) complex. The FTIR and 1H N.M.R. spectral results showed that the (PAA) acts as neutral N, N-bidentate with La (III), as well as the absorption results in specific octahedral structures for (La-PAA) complex. The thermal decomposition of the (PAA) ligand and its (La-PAA) complex performed many steps, and the (La-PAA) complex is more thermal stable than the free ligand. The dyeing performance of the free ligand and (La-PAA) complex was tested, and they have straightforward and bright colors. The photostability of the free ligand (PAA) and [La(PAA)3]Cl3.3H2O complex in ethanol at a concentration of (10-4M) and subjecting them to ultraviolet (U.V.) radiation for two hours at room temperature. Finally, this research aimed to synthesize and characterize the ligand (PAA) and its complex, as well as test the ability of the ligand (PAA) and its complex on wool fiber.
References
Sharma, A.; Kasem, M.; Ali, E.; Moustafa, M. Synthesis and Characterization of Some New Azo Compounds Based on 2, 4-Dihydroxy Benzoic Acid. Journal of Basic and Environmental Sciences. 2014, 1, 76-85. https://jbesci.org/uploads/1.3.1.pdf.
Al-Majidi, S.M.H.; Al-Khuzaie., M.G.A. Synthesis and Characterization of New Azo Compounds Linked to 1, 8-Naphthalimide and Studying Their Ability as Acid-Base Indicators. Iraqi Journal of Science 2019, 60(11), 2341-2352. https://doi.org/10.24996/ijs.2019.60.11.4.
Kadhim, S.M.; Mahdi, S.M. Preparation and Characterization of New (Halogenated Azo-Schiff) Ligands with Some of their Transition Metal Ions Complexes. Iraqi Journal of Science 2022, 63(8), 3283-3299. https://doi.org/10.24996/ijs.2022.63.8.4.
Abdallah, M.; Alfakeer, M.; Hasan, N.; Alharbi, A.M.; Mabrouk, E. Polarographic Performance of Some Azo Derivatives Derived from 2-Amino-4-Hydroxy Pyridine and Its Inhibitory Effect on C-steel Corrosion in Hydrochloric Acid. Oriental Journal of Chemistry 2019, 35(1), 98-109. http://dx.doi.org/10.13005/ojc/350111.
Gavin, J.; Ruiz, JF.; Kedziora, K.; Windle, H.; Kelleher, DP.; Gilmer, JF. Structure Requirements for Anaerobe Processing of Azo Compounds: Implications for Prodrug Design. Bioorganic & Medicinal Chemistry Letters 2012, 22(24), 7647-7652. https://doi.org/10.1016/j.bmcl.2012.10.014.
Hussein, N.A; Abbas, A.K. Synthesis, Spectroscopic Characterization and Thermal Study Of Some Transition Metal Complexes Derived from Caffeine Azo Ligand with Some of Their Applications. Eurasian Chem Commun 2021, 4(1), 67-93. https://doi.org/10.22034/ecc.2022.307545.1245.
Smith, M.B.; March, J. Marchs Advanced Organic Chemistry: Reactions, Mechanisms and Structure. 6th editio John Wiley & Sons, 2007. https://onlinelibrary.wiley.com/doi/book/10.1002/0470084960
Abbas, Khider, A,; Kadhim, R.S. Metal Complexes of Proline-Azo Dyes, Synthesis, Characterization, Dying Performance and Antibacterial Activity Studies. Orient J Chem 2017, 33(1), 402-417. http://dx.doi.org/10.13005/ojc/330148
Issa, Y.; El-Hawary, W.; Youssef, A.; Senosy. Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy. 2010, 75, 1297-1303.
Karcı, F.; Demirçalı, A.; Şener, İ.; Tilki, T. Synthesis of 4-Amino-1H-Benzo [4, 5] Imidazo [1, 2-A] Pyrimidin-2one and Its Disperse Azo Dyes. Part 1: Phenylazo Derivatives. Dyes and Pigments. 2006, 71(2), 90-96. https://doi.org/10.1016/j.dyepig.2005.06.006.
Huo, Y.; Lu, J.; Hu S.; Zhang, L.; Zhao, F.; Huang, H.;Huang, B.; Zhang, L. Photoluminescence Properties of New Zn (II) Complexes with 8- Hydroxyquinoline Ligands: Dependence on Volume And Electronic Effect of Substituents. Journal of Molecular Structure. 2015, 1083(14), 144-151. https://doi.org/10.1016/j.molstruc.2014.11.029.
Mubark, H.M.H.; Witwit, I.N.; Ali, A.A.M. Synthesis of New Azo Imidazole Ligand and Fabricating It’s Chelate Complexes with Some Metallic Ions. Journal of Physics: Conference Series. 2020, 1660, 012031. https://doi.org/10.1088/1742-6596/1660/1/012031.
Matsushita, Y.; Jang, I-C.; Imai, T.; Fukushima, K.; Lee, S-C. Naphthalene Derivatives from Diospyros Kaki. The Japan Wood Research Society. 2010, 56(5), 418–421. https://doi.org/10.32604/jrm.2021.014286.
Dinçalp, H.; Toker, F.; Durucasu, İ,; Avcıbaşı, N,; Icli, S. New Thiophene-Based Azo Ligands Containing Azomethine Group in the Main Chain for the Determination of Copper (II) Ions. Dyes and Pigments. 2007, 75(1), 11-24. https://doi.org/10.1016/j.dyepig.2006.05.015.
Abbas, A.K. Lanthanide Ions Complexes of 2-(4-amino antipyrine)-L-Tryptophane (AAT): Preparation, Identification and Antimicrobial Assay. Iraqi Journal of Science. 2015, 56(4C), 3297-3309.
Mallikarjuna, N.M.; Keshavayya, J.; Maliyappa, M.R.; Ali, R.S,; Venkatesh, T. Synthesis, Characterization, Thermal And Biological Evaluation Of Cu (II), Co (II) And Ni (II) Complexes of Azo Dye Ligand Containing Sulfamethaxazole Moiety. Journal of Molecular Structure. 2018, 1165(5), 28-36. https://doi.org/10.1016/j.molstruc.2018.03.094.
Mallikarjuna, N.M.; Keshavayya, J. Synthesis, Spectroscopic Characterization and Pharmacological Studies on Novel Sulfamethaxazole Based Azo Dyes. Journal of King Saud University-Science. 2020, 32(1), 251-259. https://doi.org/10.1016/j.jksus.2018.04.033.
Silverstein, R.M.; Webster, F.X,; Kiemle, DJ. Spectrometric Identification of Organic Compounds, 7th editioʺJohn Wiley & Sons. 2005. https://doi.org/10.1021/ed039p546.
Essam, M.S.; Nagwa, M.M. H. Synthesis and Antimicrobial Evaluation of Some Pyrazole Derivatives. Molecules. 2012, 17(5), 4962-4971. https://doi.org/10.3390/molecules17054962
Kant, R. Textile dyeing industry an environmental hazard 2011. https://doi.org/10.4236/ns.2012.41004.
Jasim, D.J.; Abbas, A.K. Divalent Metal Complexes Of Azosulfamethaxazole: Synthesis And Characterization With Study Some Of Their Applications. NVEO-NATURAL VOLATILES & ESSENTIAL OILS Journal| NVEO. 2021, 8(4), 8272-8300. https://www.nveo.org/index.php/journal/article/view/1846/1605.
Dabish, R.A.; Abbas. A.K. Synthesis and Spectral Studies of Some New Complexes Containing Azo Ligand with Anticancer, Antibacterial and Dyeing Performance. Annals of the Romanian Society for Cell Biology 2021, 25(4), 7968-8006. http://www.annalsofrscb.ro/index.php/journal/article/view/3498.
Downloads
Published
Issue
Section
License
Copyright (c) 2024 Ibn AL-Haitham Journal For Pure and Applied Sciences
This work is licensed under a Creative Commons Attribution 4.0 International License.
licenseTerms