| 丁阳,杨義,任学宏,李蓉,黄丹.化学通报,2016,79(12):1161-1165. |
| 含糖基水溶性紫外吸收剂的合成与表征 |
| Synthesis and characterization of water-soluble glycosylated UV-absorber |
| 投稿时间：2016-05-19 修订日期：2016-07-01 |
| DOI： |
| 中文关键词: 紫外吸收剂 2,4-二羟基二苯甲酮 双丙酮葡萄糖 三聚氯氰 |
| 英文关键词:UV-absorber 2,4-dihydroxy-benzophenone benzophenone diacetone glucos 2,4,6-trichloro-1,3,5- triazine |
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| 中文摘要: |
| 以三聚氯氰（TCT），2,4-二羟基二苯甲酮（UV-0），双丙酮葡萄糖为原料，经三步反应合成一种具有反应性基团的水溶性紫外吸收剂3-(2-(2-羟基苯基苯甲酮-4-氧基)-4-氯-1,3,5-三嗪-6-氧基)-1,2-异丙叉-α-D-葡萄糖(UV-DTM)，产物的结构用IR、NMR、MS表征。探讨了每一步反应中各项条件对反应产率的影响。合成3-(4,6-二氯-1,3,5-三嗪-2-氧基)-1,2,5,6-双异丙叉-α-D-葡萄糖(DTDT)的最佳反应条件为：n (三聚氯氰)︰n (双丙酮葡萄糖)︰n (NaOH) = 0.9︰1︰1.7，在丙酮和水的混合体系中0 ℃下反应8 h，产率73%。合成3-(2-(2-羟基苯基苯甲酮-4-氧基)-4-氯-1,3,5-三嗪-6-氧基)-1,2,5,6双异丙叉-α-D-葡萄糖(UV-DT)的最佳条件为：n (DTDT)︰n (UV-0)︰n(NaOH) = 1︰1.1︰1，在丙酮和水的混合体系中30 ℃下反应2 h，产率74%。合成UV-DTM的优化条件为：每1 mmol的UV-DT与0.5 mL的盐酸(36%)在THF体系中25℃下反应5 h，产率74%。UV-DTM的紫外吸收性能在240-400 nm内表现良好，水溶性得到大幅改善。 |
| 英文摘要: |
| A reactive water-soluble UV-absorber, (4-((4-chloro-6-(((2R,3R,4R,5S)-2-(2,2-dimethyl-1,3-dioxolan-4-yl) -4,5-dihydroxytetrahydrofuran-3-yl) oxy) -1,3,5-triazin-2-yl) oxy) -2-hydroxyph-enyl) (phenyl) methanone (UV-DTM), was synthesized by using 2,4-dihydroxy benzophenone (UV-0), diacetone glucose and 2,4,6-trichloro-1,3,5-triazine (TCT) as the main raw materials. The structure was confirmed by IR, NMR and MS. The highest yield (73%) of DTDT can be obtained in the conditions: n (TCT)︰n (diacetone glucose)︰n (NaOH) = 0.9︰1︰1.7 and 0 ℃, 8 h. The highest yield (74%) of UV-DT can be obtained in the conditions: n (DTDT)︰n (UV-0)︰n(NaOH) = 1︰1.1︰1 and 30 ℃, 2 h. The highest yield (74%) of UV-DTM can be obtained in the conditions: 0.5 mL hydrochloric acid (36%) with each millimole UV-DT, 25 ℃, 5 h. The UV-absorption of UV-DTM in 240-400 nm was strong, and water solubility was improved. |
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