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首页> 外文期刊>Chemistry: A European journal >Towards Eumelanin@Zeolite Hybrids: Pore-Size-Controlled 5,6-Dihydroxyindole Polymerization
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Towards Eumelanin@Zeolite Hybrids: Pore-Size-Controlled 5,6-Dihydroxyindole Polymerization

机译：迈向Eumelanin @ Zeolite杂化剂：孔尺寸控制的5,6-二羟基吲哚聚合

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摘要

5,6-Dihydroxyindole (1) and its N-methyl derivative (2), key eumelanin building blocks, were inserted into zeolite L by sublimation at 175 ℃ for 5 days. At a 10 mg/300 mg indole/zeolite ratio, the resulting hybrids displayed a stable deep red coloration. CP/MAS ~(13)C NMR and UV/Vis spectroscopy of the red species suggested the generation and accommodation of quinonoid biindole derivative(s) within the void space of the acidic zeolite channels. Removal of the zeolite matrix by treatment with HF gave a stable species that could be separated by HPLC and characterized by mass spectrometry as an oxygenated biindole derivative (or a mixture of isomers), suggesting addition of water to the original dimer and subsequent re-oxidation. The characterization was corroborated by optimized molecular geometries and simulated UV spectra with density functional calculations. Loading 1 or 2 into the larger pores of SBA-15 type mesoporous silica resulted in black eumelanin-type polymers, confirming channel size dependence over the polymerization process.
机译：通过在175℃下升华5天，将5，6-二羟基吲哚（1）及其N-甲基衍生物（2）（主要的Eumelanin结构单元）插入到沸石L中。吲哚/沸石比率为10 mg / 300 mg时，所得杂种表现出稳定的深红色。红色物种的CP / MAS〜（13）C NMR和UV / Vis光谱表明，在酸性沸石通道的空隙空间内，醌型双吲哚衍生物的生成和容纳。通过HF处理除去沸石基质，得到一种稳定的物质，可以通过HPLC进行分离，并通过质谱分析表征为氧化的双吲哚衍生物（或异构体的混合物），表明向原始二聚体中添加了水，随后进行了再氧化。通过优化的分子几何结构和具有密度泛函计算的模拟UV光谱证实了该表征。将1或2装入SBA-15型中孔二氧化硅的较大孔中会生成黑色的Eumelanin型聚合物，从而确认了通道大小对聚合过程的依赖性。

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