Substituent Effect on Absorption Spectra of 8-Amino-2-Hydroxyl –Napthalene- 1,6 –Disulphonic Acid-1,3,4, Thiadiazole
DOI:
https://doi.org/10.56919/usci.2652.028Keywords:
Dyes, Color, AminothiadiazoleAbstract
Dyes are colored substances that bind chemically with fibers, becoming a part of the materials on which it is applied. Dyes are used in various fields, including printing systems, textile applications, and photoelectronic applications. Thiadiazoles are found in various structures and possess biological activity and clear importance in the pharmaceutical and industrial fields. This research centred on the substituent effect on the Absorption spectra of 8-amino-2-hydroxynaphthalene-1,6-disulphonic acid-1,3,4-thiadiazole. Four different dyes derived from the diazotization of 2-aminothiadiazole as the diazo component with R-acid, H-acid, Tobias acid and BON acid as the coupling components were synthesized. The identities of these dyes were investigated using spectroscopic techniques such as FT-IR, UV-Visible spectroscopy, and melting point measurements, with melting points ranging from 158 °C and absorption within the UV-Visible region of the electromagnetic spectrum, ranging from 360 to 480 nm. The FT-IR spectroscopy of the synthesized dyes confirms the presence of functional groups, including 3365.8 (NH/OH), 1513.3 (N=N), 1632.8 (C=N), and 1278.5 (C-S), at characteristic vibrational frequencies. The synthesized dyes yielded orange, pink, purple, and pale brown shades and exhibited very good to excellent wash fastness (4-5) and light fastness (7-8) on dyed nylon 6,6. Different substituents at various positions have been confirmed to result in shifts in the absorption maxima and changes in the intensity of absorption bands, highlighting the importance of understanding the electronics structure of the molecule for tailoring its optical properties.
References
Aljamali, N. M. (2017). Preparation and characterization of new azo dyes derived from 1,3,4-thiadiazole compounds. International Journal of Chemistry Research, 9(2), 25-33.
Ashmawy, A. M., Alahl, A. A., & Ali, A. A. (2023). Novel azo dye based on 1,3,4-thiadiazole: Synthesis, characterization linked to application as dye-sensitized solar cells and antioxidant. Egyptian Journal of Chemistry, 66(8), 531-542. DOI: https://doi.org/10.21608/ejchem.2022.161916.6960
Asif, M. (2015). Chemistry, synthesis and biological activities of thiadiazole compounds: A review. Mediterranean Journal of Chemistry, 5(5), 587-618. DOI: https://doi.org/10.13171/mjc55/01606241121/asif
Brown, G. H. (1971). The chemistry of synthetic dyes (Vol. 4). Academic Press.
Christie, R. M. (2015). Colour chemistry (2nd ed.). Royal Society of Chemistry. DOI: https://doi.org/10.1039/9781782626510
El-Apasery, M. A. (2018). Synthesis and application of heterocyclic azo disperse dyes for polyester fabrics. Journal of Materials Research and Technology, 7(4), 550-557.
Freeman, H. S., & Peters, A. T. (2000). Chemistry of textile coloration. Society of Dyers and Colourists.
Gbadegesin, A. M., Ameuru, U. S., & Giwa, A. (2025). Methoxy-functionalized monoazo dyes: Synthesis, characterization, and evaluation of dyeing performance on nylon fabrics. UMYU Scientifica, 4(3), 205-215. DOI: https://doi.org/10.56919/usci.2543.020
Gregory, P. (1990). High technology applications of organic colorants. Plenum Press. DOI: https://doi.org/10.1007/978-1-4615-3822-6
Griffiths, J. (1984). Developments in the chemistry and technology of organic dyes. Blackwell Scientific Publications.
Gupta, R., & Jain, R. (2012). Spectral studies of heterocyclic azo dyes derived from thiadiazole derivatives. Dyes and Pigments, 92, 1012-1018.
Helal, M. H., El-Apasery, M. A., & El-Adasy, A. A. (2019). Novel thiadiazole azo dyes: Synthesis, dyeing performance and antimicrobial activity. Coloration Technology, 135(4), 305-313.
Hu, Y., Li, C.-Y., Wang, X.-M., Yang, Y.-H., & Zhu, H.-L. (2014). 1,3,4-Thiadiazole: Synthesis, reactions, and applications in medicinal, agricultural, and materials chemistry. Chemical Reviews, 114(10), 5572-5610. DOI: https://doi.org/10.1021/cr400131u
Hunger, K. (Ed.). (2003). Industrial dyes: Chemistry, properties, applications. Wiley-VCH. DOI: https://doi.org/10.1002/3527602011
Jitender, M., Sharma, P. K., & Chauhan, N. S. (2020). Synthesis and dyeing application of azo dyes derived from heterocyclic amines on polyamide fabric. Journal of Textile Science and Engineering, 10(3), 1-8.
Kamel, M. M., El-Shishtawy, R. M., Yussef, B. M., & Mashaly, H. (2011). Ultraviolet protection and dyeing properties of heterocyclic azo dyes containing thiadiazole moieties. Dyes and Pigments, 89, 98-108.
Katritzky, A. R., Ramsden, C. A., Scriven, E. F. V., & Taylor, R. J. K. (Eds.). (2008). Comprehensive heterocyclic chemistry III. Elsevier.
Koutentis, P. A., & Constantinides, C. P. (2008). 1,3,4-Thiadiazoles. In Comprehensive heterocyclic chemistry III (Vol. 5, pp. 567-605). Elsevier. DOI: https://doi.org/10.1016/B978-008044992-0.00510-1
Kudelko, A., Olesiejuk, M., & Luczynski, M. (2020). 1,3,4-Thiadiazole-containing azo dyes: Synthesis, spectroscopic properties and molecular structure. Molecules, 25(15), 3494.
Kudelko, A., Olesiejuk, M., Łuczyński, M., Świątkowski, M., Sierański, T., & Kruszyński, R. (2020). 1,3,4-Thiadiazole-containing azo dyes: Synthesis, spectroscopic properties and molecular structure. Molecules, 25(12), 2822. DOI: https://doi.org/10.3390/molecules25122822
Magaji, I. Y., Ameuru, U. S., Yakubu, M. K., & Giwa, A. (2025). Synthesis, characterization, and dyeing performance of novel naphthalimide-derived bifunctional reactive dyes on cotton and chrome-tanned leather. UMYU Scientifica, 4(3), 320-337. DOI: https://doi.org/10.56919/usci.2543.033
Mustapha, A. M., Ameuru, U. S., Giwa, A., & Danladi, E. (2025). Synthesis, characterization and dyeing performance of novel naphthalimide-based monoazo acid dyes on nylon 6.6 fabrics. UMYU Scientifica, 4(2), 457-474. DOI: https://doi.org/10.56919/usci.2542.048
Nasir, A., Ahmad, I., Dauda, K., & Yusuf, Y. (2021). Synthesis, characterization and dyeing application of novel azo dyes on nylon fabric. Chemical Science International Journal, 30(2), 1-10.
Obadahun, J., Bukar, P. H., Agho, O. B., Adams, D. A., Enyeribe, C., & Ibrahim, Y. M. (2023a). Synthesis and application of heterocyclic-based dyes derived from substituted 1,3-benzothiazole on chrome and vegetable tanned leather. Journal of Science Technology and Education, 11(2). https://www.researchgate.net/publication/334089391_SYNTHESIS_AND_STUDY_OF_DYEING_PROPERTIES_OF_HETEROCYCLIC_DISPERSE_DYES_DERIVED_FROM_2-_AMINOBENZOTHIAZOLE
Obadahun, J., Oparah, E. N., Agho, O. B., Okeh, Q., & Enyeribe, C. C. (2020). Synthesis and application of disperse dyes derived from 2-aminothiophene using acetoacetanilide as the 1,3-dicarbonyl compound. The International Journal of Science & Technoledge, 8, 11-16. DOI: https://doi.org/10.24940/theijst/2020/v8/i8/ST2007-008
Peters, A. T., & Freeman, H. S. (1991). Colour chemistry: The design and synthesis of organic dyes and pigments. Elsevier.
Selivanova, G., Skolyapova, A., Wang, J., et al. (2022). Azo dyes containing 1,3,4-thiadiazole fragment: Synthesis and properties. New Journal of Chemistry, 46, 5069-5078. DOI: https://doi.org/10.1039/D1NJ05084B
Silverstein, R. M., Webster, F. X., Kiemle, D. J., & Bryce, D. L. (2014). Spectrometric identification of organic compounds (8th ed.). John Wiley & Sons.
Zanoni, G., Porta, A., Meriggi, A., Franzini, M., & Vidari, G. (2002). Organocatalytic synthesis of 2-amino-1,3,4-thiadiazoles from thiosemicarbazides and carboxylic acids. Journal of Organic Chemistry, 67(17), 6064-6067. DOI: https://doi.org/10.1021/jo025722i
Zollinger, H. (2003). Color chemistry: Syntheses, properties and applications of organic dyes and pigments (3rd ed.). Wiley-VCH.
Downloads
Published
Issue
Section
License
Copyright (c) 2026 Omotola, M. B., Obadahun, J., Agho, O. B., Alani, S. O., Kinchai, E., Etafiemor Jacob, Bakare, M. A., Onikosi, B. O., Jessica Yahaya Bulus, Anate E Habeeb (Author)

This work is licensed under a Creative Commons Attribution-NonCommercial 4.0 International License.
UMYU Scientifica recognizes the importance of protecting authors’ intellectual property while promoting the free exchange of scientific knowledge. The journal adopts a copyright-retention model that empowers authors to maintain ownership of their work while granting the journal rights necessary for publication and dissemination.
1. Copyright Ownership
Authors publishing with UMYU Scientifica retain full copyright and publishing rights to their work. By submitting a manuscript, authors agree to grant the journal a non-exclusive license to publish, reproduce, distribute, and archive the article in all forms and media for the purpose of scholarly communication.
2. Licensing Terms
All articles are published under the Creative Commons Attribution–NonCommercial (CC BY-NC) license.
This license permits others to:
- Share - copy and redistribute the material in any medium or format.
- Adapt - remix, transform, and build upon the material.
- For non-commercial purposes only, provided that proper credit is given to the original author(s) and UMYU Scientifica as the source, a link to the license is provided, and any modifications are clearly indicated.
Commercial reuse or distribution of the content requires written permission from both the author and the editorial office.
3. Author Rights
Authors are free to:
- Deposit all versions of their manuscript (preprint, accepted version, and published version) in institutional, disciplinary, or public repositories without embargo.
- Use and distribute their published article for non-commercial scholarly purposes, including teaching, conference presentations, and research sharing.
- Include their work in future books, theses, or compilations, provided proper citation to the journal is made.
4. Publisher’s Rights
Upon publication, UMYU Scientifica retains the right to:
- Host, index, and disseminate the article through the journal’s website and partner databases.
- Archive the content in long-term preservation systems such as the PKP Preservation Network (PKP-PN) and the Umaru Musa Yar’adua University Institutional Repository.
5. Attribution and Citation
Users must give appropriate credit to the author(s), include a link to the article’s DOI or the journal webpage, and indicate if changes were made. Proper citation is required whenever the work is reused or referenced.
6. License Reference
For detailed terms of use, please refer to the Creative Commons Attribution–NonCommercial 4.0 International License (CC BY-NC 4.0):
https://creativecommons.org/licenses/by-nc/4.0/









