七甲基和非甲基菁染料:新的合成策略、电子跃迁、溶剂变色和盐变色评价

H. Shindy, M. El-Maghraby, M. Goma, N. A. Harb
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引用次数: 10

摘要

从苯并[(2,3-b)苯并恶嗪衍生的新型多甲基菁染料,包括七甲基菁染料(三碳菁染料)和非甲基菁染料(四碳菁染料);采用新的合成策略设计并制备了(2',3'-b')呋喃(3,2- d)吡唑]。通过研究其在95%乙醇溶液中的电子可见吸收光谱,测定并评价了所有合成的花菁染料的电子跃迁。染料被认为是更好的电子跃迁,当他们吸收光在较高的波长波段(色移和/或红移染料)。因此,当染料吸收较低波长波段的光(次色移和/或蓝移染料)时,染料的电子跃迁减少。通过对所选染料在6种极性不同的纯溶剂[水(78.54)、二甲基甲酰胺(36.70)、乙醇(24.3)、氯仿(4.806)、四氯化碳(2.238)和二恶烷(2.209)]和/或8种pH值不同的通用缓冲水溶液(分别为1.99、2.99、4.30、6.87、7.96、8.91、10.55和12.04单位)中的电子可见吸收光谱进行了溶剂致变色和/或致变色评价。结构表征和测定通过元素分析,可见,质量,红外和1HNMR光谱数据进行。
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Heptamethine and Nonamethine Cyanine Dyes: Novel Synthetic Strategy, Electronic Transitions, Solvatochromic and Halochromic Evaluation
New polymethine cyanine dyes covering heptamethine cyanine dyes (tricarbocyanine dyes) and nonamethine cyanine dyes (tetracarbocyanine dyes) derived from the nucleus benzo[(2,3-b)benzoxazine; (2',3'-b')furo (3,2- d)pyrazole] were designed and prepared using novel synthetic strategy. Electronic transitions for all the synthesized cyanine dyes was determined and evaluated through investigating their electronic visible absorption spectra in 95% ethanol solution. The dyes were thought to be better electronic transitions when they absorb light at higher wavelength bands (bathochromic shifted and/or red shifted dyes). Consequently, the electronic transitions of the dyes decreases when they absorb light at lower wavelength bands (hypsochromic shifted and/or blue shifted dyes). Solvatochromic and/or halochromic evaluation for some selected dyes was carried out and determined through examining their electronic visible absorption spectra in 6 (six) pure solvents having different polarities [water (78.54), dimethylformamide (36.70), ethanol (24.3), chloroform (4.806), carbontetrachloride (2.238) and dioxane (2.209)] and/or in 8 (eight) aqueous universal buffer solutions owing varied pH values (1.99, 2.99, 4.30, 6.87, 7.96, 8.91, 10.55 and 12.04 units), respectively. Structural characterization and determination was carried out via elemental analysis, visible, mass, IR and 1HNMR spectroscopic data.
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