Synthesis and Characterization of Some Azo Dyes Derived from 4-Aminoacetophenone, 1, 4 Phenylene Diamine and Studying its Dyeing Performance and Antibacterial Activity

Noor Sabah Al-Obaidi , Omar D. Abdul Sattar , Fayhaa Fadhil Hadi , Anfal S. Ali and Buraq Th. Zaki


New azo and diazo dye was synthesized by coupling reaction of dizonium salt of P-amino acetophenone, P-phenylene diamine with phenolic derived. The products were characterized by FTIR and 1H NMR; they were identical to literature. A1, A2, A4, A5, B2 and B3 were used dyes in dying process which were applied on wool, cotton and sawdust. We note that there are variations in the hues of the dyed fabrics which is resulted from the modifications in the coupling components. All the dyes gave color changes from light yellow to dark red with good levelness, brightness and depth on the fabrics. The antibacterial activities of the compound were studied and evaluated using gram positive and negative gram stains; A5 and B4 were positive against S. aureas, B1 and B4 were positive against Pseudomonas, and A1, A4, and B4 were positive against E. coli. The purity of the dye was checked by thin layer chromatography (TLC), and also the melting point of the purified dyes was measured.


Adegoke OA, Idowu OS, Olaniyi AA. Synthesis and spectroscopic characterization of 4-carboxyl-2,6- (2008).

 Ahamed, S.T. & Lakshmi, T.2018. Antibacterial Activity of Taxifolin Isolated from Acacia Catechu Leaf Extract An in Vitro Study.International Journal of Pharmaceutical Research & Allied Sciences. 7(4):133-137.

Arunkumar E. Forbes CC. Smith BD Improving the Properties of   Organic Dyes by Molecular Encapsulation. Eur. J. Org. Chem. 4051–4059. DOI: 10.1002/ejoc.200500372 (2005).

Balcerzak ES,Konieczkowska J, SiwyM, Sobolewska A,Wojtowicz M, Wiacek M  Comparative studies of polyimides with covalently bonded azo-dyes with their supramolecular analoges: thermooptical and photoinduced properties. Opt Mater 36:892–902(2014).

Diler D.Kurda, Darya J. Raheem, Mohammed K. Samad,." Synthesis, Characterization and dying performance studies of some azo dyes derived from m-phenylenediamine".ZJPAS. J.28(6): 841-851(2016).

Hanadi, K.I. Muneer, A. AL-Da'amy, E. T. 2018. Effective Adsorption of Azure B Dye from Aqueous Solution UsingSnail Shell Powder. J Biochem Tech. 9(3): 39-44.

Hawaiz, F. E., Raheem, D. J. & Samad, M. K., Synthesis and Characterization of Some New Azoimine Dyes and their Applications (2016).

Kirkan, B. and Gup, R. Synthesis of New Azo Dyes and Copper (II) Complexes Derived from Barbituric Acid and 4-Aminobenzoylhydrazone. Turk. J. Chem. 32, 9-17(2008).

Noor Sabah Al-Obaidi, Hanaa Kaain Salih, Ahmed N.Abd, Preparation and Characterization Some Monomers and Polymers Derived from Azo-Schiff Base Compounds and Studying Liquid Crystalline Properties, Electrical Conductivity and Dielectric Constant J. Diyala Journal for pure sciences Vol: 14 No:2  (2018) .

Otutu JO Synthesis and application of azo dyes derived from 2-amino-1, 3,4-thiadiazole-2-thiol on polyester fibre. IJRRAS 15: 292–296 (2013).

PATEL, R., PATEL, N. & PATEL, K. Synthesis and Properties of Acid Dyes Derived from 4, 4'-Methylene bis (2, 5-dichloro aniline). Asian Journal of Chemistry, 19, 149 (2007).

Ratna PBS Pollution due to synthetic dyes toxicity & carcinogenicity studies and remediation. Int J Environ Sci 3:940–955 (2012).

Santhanalakshmi J, Komalavalli R Nano TiO2 assisted degradation of textile dyes in H2O2 aqueous solution: kinetic studies with pH and mass effects. Chem Sci Trans 1:522–529 (2012).

Xu, H. & Zeng, X. "Synthesis of diaryl-azo derivatives as potential antifungal agents". Bioorg. Med. Chem. Lett., 20, 4193-4195(2010).

Zollinger, H. Color chemistry: syntheses, properties, and applications of organic dyes and pigments, John Wiley & Sons. (2003).


Download PDF