反应温度对吩噁嗪酮与乙酰氯反应的影响及条件优化近红外荧光染料主要是指发射波长位于近红外区的荧光染料，这类染料所受到的生物自发荧光干扰很小并且有较深的组织穿透性。近年来广泛用于生物和疾病相关分析物检测和成像方面，该项技术在生物医学领域具有十分广泛的前景。本论文通过对噁嗪类染料引入强吸电子基团以增强其最大吸收和发射波长，主要开展了以下研究： 以吩噁嗪酮为母体，加入乙酰氯使其发生酰化反应，从而在母体上引入羰基，以此来增强母体的最大吸收和最大发射波长。得到目标产物HY-1后，通过核磁共振氢谱、碳谱来表征HY-1的结构式，确定了其结构。通过控制变量法改变反应温度，实验发现在冰浴条件下目标产物的产率最高。在用不同的溶剂对目标产物做荧光发射光谱后发现，目标产物在乙酸乙酯中荧光强度最高。 关键词：吩噁嗪；近红外；荧光染料；优化条件 Abstract NIR fluorescent dyes mainly refer to the fluorescent dyes whose emission wavelength is located in the NIR region. The biological autofluorescence interference of this kind of dyes is very small and has deep tissue penetration. Near-infrared fluorescent probe has been widely used in the detection and imaging of biological and disease-related analytes in recent years, which has a very broad prospect in the field of biomedical science. In this paper, by introducing strong electron-withdrawing groups to oxazine dyes to enhance their maximum absorption and emission wavelengths, we mainly carried out the following studies: Phenoxazinone is used as the parent body, and acetyl chloride is added to acylate the parent body, so that the carbonyl group is introduced into the parent body to enhance the maximum absorption and the maximum emission wavelength. After obtaining the target product HY-1, the structural formula of HY-1 was characterized by hydrogen and carbon spectra of NMR, and its structure was determined. By controlling the reaction temperature, it was found that the yield of the target product was the highest under ice bath condition. It was found that the fluorescence intensity of the target product was the highest in ethyl acetate after the fluorescence emission spectra of the target product were done with different solvents. Key Words：Phenoxazine; Near-infrared; Fluorochrome; Opitimization Conditions 目 录 第1章 绪 论 1 1.1 课题研究目的及意义 1 1.2 国内外近红外荧光染料的研究进展 1 1.2.1 BODIPY类荧光染料的研究进展 1 1.2.2 氧杂蒽类荧光染料的研究进展 4 1.3 本论文的研究内容 7 第2章 实验部分 8 2.1 实验仪器 8 2.2 实验试剂 8 2.3 合成与表征 9 2.3.1 目标化合物的合成路线 9 2.3.2 合成步骤和表征 9 2.4 探究反应温度对目标化合物的影响 11 2.5 目标化合物的光学性能探究 12 2.5.1 目标化合物荧光发射光谱 12 2.5.2 目标化合物的紫外-可见吸收光谱 13 第3章 结 论 15 参考文献 17
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