Abstract

A series of new disazo disperse dye compounds based on 4-amino-2-chlorophenylazo-4-bromobenzene intermediate were prepared by linking various arylamines and phenolic derivatives to this intermediate through diazo coupling reactions. The structures of the azo compounds were confirmed by FT-IR, 1 H NMR, 13 C NMR and UV-visible spectral data. The results of the UV-vis absorption spectra of some of the dyes showed near-infrared absorptions around 573-800 nm. The results of the colour fastness to washing and sublimation gave an excellent value of grade 5. The light fastness values were found to be technically acceptable with the grey-scale grade of 5 to 6-7. Also, the rubbing fastness was observed to be grade 3/4 to 4. KEY WORDS : Disazo dyes, Spectral absorption, Polyester, Fastness, Near-infrared absorption Bull. Chem. Soc. Ethiop. 2019 , 33(1), 127-134 DOI: https://dx.doi.org/10.4314/bcse.v33i1.12

Highlights

  • Organic compounds that absorb light in the near-infrared region of the electromagnetic spectrum represent a group of emerging compounds which show great potential for use in many areas of human endeavour [1,2,3]

  • Near-infrared absorbing organic molecules are compounds that interact with near infrared light and can emit such near infrared light when under external stimulation like photoexcitation, chemical reactions and electric field [8,9,10]

  • The findings obtained from the study, encouraged the authors’ to undertake the present work as a continuation of an on-going research program, aiming to synthesize, characterize and apply another series of azo compounds based on 4-bromoaniline and 3-chloroaniline on to synthetic textile substrate

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Summary

INTRODUCTION

Organic compounds that absorb light in the near-infrared region of the electromagnetic spectrum represent a group of emerging compounds which show great potential for use in many areas of human endeavour [1,2,3]. The findings obtained from the study, encouraged the authors’ to undertake the present work as a continuation of an on-going research program, aiming to synthesize, characterize and apply another series of azo compounds based on 4-bromoaniline and 3-chloroaniline on to synthetic textile substrate Organic compounds of this type can be used as chromophoric systems for many kinds of applications such as in the dyeing of polyesters, polyamides and acrylics. The reaction mixture was further stirred for 2 h at room temperature and the precipitated product obtained was filtered, washed with water thrice, dried, and recrystallised from ethanol to give compound 5a Other compounds such as 1,3-dyhydroxybenzene, 1-naphthylamine, 6-aminouracid, 3-aminophenol and 4-hydroxybenzoic acid were used in a coupling reaction with the diazonium salt solution of compound 3 to afford compounds 5b, 5c, 5d, 5e and 5f, respectively. This test was carried out in accordance with ISO 105-BO2: 1988 method [20]

RESULTS AND DISCUSSION
CONCLUSION
20. ISO 105-BO2
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