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Highly visible bis-heterocyclic acridinium and xanthenium-based dyes: Synthesis, AIEE, and modacrylic dyeing
Dyes and Pigments ( IF 4.1 ) Pub Date : 2022-02-11 , DOI: 10.1016/j.dyepig.2022.110159
Moghal Zubair Khalid Baig 1 , Hyeon Oh 1 , Young-A Son 1
Affiliation  

A series of highly visible new bis-heterocyclic acridinium and xanthenium-based dyes were synthesized and were characterized with 1H, 13C NMR, and HRMS spectra. These dyes showed excellent molar attenuation coefficient and fluorescence quantum yield. All the acridinium and xanthenium-based compounds were aggregation-induced enhanced emission (AIEE) active fluorophores. The restriction in rotation of the free rotary aryl group at the 9th position of acridinium and xanthenium-based compounds was one of the reasons for the AIEE activity. This phenomenon was supported by viscochromic studies. The compounds showed excellent fluorescence in varied pH that expands the scope of its usage in biological imaging. With commendable color brightness, molar absorptivity, reflectance, and emission, they were used in high visible modacrylic fabric dyeing for protective wear. The dyed fabrics were investigated for color coordinates and color strengths. The dyeing studies were compared with acridine orange and rhodamine B commercial standards. The lightfastness of compounds 3e and 4e were investigated with respect to commercial acridine orange and rhodamine B.



中文翻译:

高度可见的双杂环吖啶和呫吨基染料:合成、AIEE 和改性丙烯酸染色

合成了一系列高度可见的新型双杂环吖啶和呫鎓染料,并用1 H、13C NMR和HRMS光谱。这些染料显示出优异的摩尔衰减系数和荧光量子产率。所有吖啶鎓和呫鎓基化合物都是聚集诱导增强发射 (AIEE) 活性荧光团。吖啶鎓和呫鎓基化合物的第 9 位自由旋转芳基的旋转受限是 AIEE 活性的原因之一。这种现象得到了粘致变色研究的支持。这些化合物在不同的 pH 值下显示出优异的荧光,扩大了其在生物成像中的使用范围。具有值得称道的色彩亮度、摩尔吸收率、反射率和发射率,它们被用于高可见度改性腈纶织物染色,用于防护服。研究染色织物的颜色坐标和颜色强度。将染色研究与吖啶橙和罗丹明 B 商业标准进行了比较。化合物的耐光性对商业吖啶橙和罗丹明 B 研究了3e4e 。

更新日期:2022-02-11
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