Co-diazotization-based structural modification of azo Pigments: Enhanced coloristic properties of red pigments for industrial ink applications

IF 3.2 4区化学 Q2 CHEMISTRY, MULTIDISCIPLINARY

Journal of the Indian Chemical Society Pub Date : 2025-07-23 DOI:10.1016/j.jics.2025.101979

Kashyap kumar B. Desai , Nilesh Prakash Badgujar , Visnu S. , Kishor Thakor , Karuppiah Nagaraj

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Abstract

Pigment Red 5 (PR-5), Pigment Red 9 (PR-9), and Pigment Red 12 (PR-12) were produced by diazotizing 3-amino-N,N-diethyl-4-methoxybenzenesulfonamide, 2,5-dichloroaniline, and 2-methyl-4-nitroaniline, then combining with Naphthol AS ITR, AS OL, and AS D, respectively. Co-diazotization with 5–10 mol % Fast Red ITR or Fast Red Bordeaux GP bases was used to alter pigment characteristics. Elemental analysis, melting point, and NMR spectroscopy all validated the structural integrity and purity. In aqueous ink formulations, Fast Red ITR caused yellowish-red shifts with little impact on transparency, but Fast Red Bordeaux GP caused bluish-red tones and increased tinting strength. Modified PR-9 and PR-12 increased tinting strength by up to 16 % and 10 %, respectively, as compared to controls. These findings show that minor structural changes during diazotization allow for targeted tuning of hue and performance in azo pigments, which supports improved formulations for water-based inks.

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偶氮颜料的共重氮化结构改性：工业油墨用红色颜料的显色性增强

以3-氨基-n、n -二乙基-4-甲氧基苯磺酰胺、2,5-二氯苯胺和2-甲基-4-硝基苯胺为原料，分别与萘酚AS ITR、AS OL和AS D合成颜料红5 （PR-5）、颜料红9 （PR-9）和颜料红12 （PR-12）。用5-10摩尔%的Fast Red ITR或Fast Red Bordeaux GP碱基共重氮化可以改变颜料的特性。元素分析，熔点和核磁共振波谱都验证了结构的完整性和纯度。在水性油墨配方中，坚牢红ITR会引起黄-红的变化，对透明度影响不大，但坚牢红波尔多GP会引起蓝-红色调，并增加着色强度。改良后的PR-9和PR-12与对照相比，着色强度分别提高了16%和10%。这些发现表明，在重氮化过程中，微小的结构变化允许有针对性地调整偶氮颜料的色调和性能，这支持改进水性油墨的配方。

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来源期刊

Journal of the Indian Chemical Society 化学-化学综合

CiteScore

3.50

自引率

7.70%

发文量

492

审稿时长

3-8 weeks

期刊介绍： The Journal of the Indian Chemical Society publishes original, fundamental, theorical, experimental research work of highest quality in all areas of chemistry, biochemistry, medicinal chemistry, electrochemistry, agrochemistry, chemical engineering and technology, food chemistry, environmental chemistry, etc.