Synthesis and Assessment of New Azo Reactive Dyes Based From Quinazolinone and their Application on Cotton Fabric

New monoazo reactive dyes with quinazolinone moiety was synthesized starting with the preparation of 6,7-dimethoxy-2-phenyl-4H-benzo[d][1,3]oxazin-4-one from 2-amino-4,5-dimethoxybenzoic acid and fusing with different di-amino compounds to give dye intermediates B, 4-amino-4'-(6,7-dimethoxy-4-oxo2-phenylquinazolin-3(4H)-yl)-[1,1'-biphenyl]-2,2'-disulfonic acid (B), which was diazotized, followed by azo coupling with various cyanurated coupling components such as H-acid, gamma acid and J-acid. All the reactive dyes were characterized by their percentage yield, UV-Vis spectroscopy, IR spectroscopy and dyeing performance on cotton fabric have been assessed. The UV-visible spectrophotometric investigation of the synthesized dyes was carried out in different solvents to obtain the absorption maxima, molar coefficients and solvatochromic effects of the dyes. The synthesized reactive dyes were applied on cotton and the percentage exhaustion and fixation of the dyes were evaluated and usage properties of the dyes also examined. The percentage of dye bath exhaustion on the fibre is reasonably good and acceptable. The dyeing performance of all dyes on cotton fabric gave moderate to good light fastness, good to very good wash fastness and fair to very good fastness to perspiration – acid and alkaline. The dyes gave colour ranges from purple to red to pink shade. The successful synthesis and application of these novel quinazolinone-based azo reactive dyes demonstrate their promising potential for vibrant, durable cotton dyeing, paving the way for more efficient and eco-friendly textile coloration methods.

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Publication Details

Journal
ChemClass Journal
Published
2025-07-04
DOI
https://doi.org/10.33003/chemclass-2025-0902/186
Primary Topic
Dyeing and Modifying Textile Fibers
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article
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article

Synthesis and Assessment of New Azo Reactive Dyes Based From Quinazolinone and their Application on Cotton Fabric

E. P. Akabuogu, I. Akawu, Magaji I.Y., Adeyi A.O. et al.
ChemClass Journal
Dyeing and Modifying Textile Fibers
article

Synthesis and Assessment of New Azo Reactive Dyes Based From Quinazolinone and their Application on Cotton Fabric

E. P. Akabuogu, I. Akawu, Magaji I.Y., Adeyi A.O., Y. Aminu
article en

Abstract

New monoazo reactive dyes with quinazolinone moiety was synthesized starting with the preparation of 6,7-dimethoxy-2-phenyl-4H-benzo[d][1,3]oxazin-4-one from 2-amino-4,5-dimethoxybenzoic acid and fusing with different di-amino compounds to give dye intermediates B, 4-amino-4'-(6,7-dimethoxy-4-oxo2-phenylquinazolin-3(4H)-yl)-[1,1'-biphenyl]-2,2'-disulfonic acid (B), which was diazotized, followed by azo coupling with various cyanurated coupling components such as H-acid, gamma acid and J-acid. All the reactive dyes were characterized by their percentage yield, UV-Vis spectroscopy, IR spectroscopy and dyeing performance on cotton fabric have been assessed. The UV-visible spectrophotometric investigation of the synthesized dyes was carried out in different solvents to obtain the absorption maxima, molar coefficients and solvatochromic effects of the dyes. The synthesized reactive dyes were applied on cotton and the percentage exhaustion and fixation of the dyes were evaluated and usage properties of the dyes also examined. The percentage of dye bath exhaustion on the fibre is reasonably good and acceptable. The dyeing performance of all dyes on cotton fabric gave moderate to good light fastness, good to very good wash fastness and fair to very good fastness to perspiration – acid and alkaline. The dyes gave colour ranges from purple to red to pink shade. The successful synthesis and application of these novel quinazolinone-based azo reactive dyes demonstrate their promising potential for vibrant, durable cotton dyeing, paving the way for more efficient and eco-friendly textile coloration methods.

ChemClass JournalVol. 9(2)
Kaduna State University (NG), Kaduna Polytechnic (NG)
Openalex Percentile: Top 83%
Dyeing and Modifying Textile Fibers
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