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One-step reductive amination of 5-hydroxymethylfurfural to 2,5-bis(aminomethyl)furan over a core–shell structured catalyst
Journal of Catalysis ( IF 6.5 ) Pub Date : 2024-01-09 , DOI: 10.1016/j.jcat.2024.115291 Peng Liu , Xiaolong Li , Hongyu Zhang , Yuecheng Zhang , Jiquan Zhao
Journal of Catalysis ( IF 6.5 ) Pub Date : 2024-01-09 , DOI: 10.1016/j.jcat.2024.115291 Peng Liu , Xiaolong Li , Hongyu Zhang , Yuecheng Zhang , Jiquan Zhao
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2,5-Bis(aminomethyl)furan (BAF) is a diamine that is expected to have extensive applications in organic synthesis, medicine and polymer materials such as polyamides and polyimides. BAF can be prepared by one-step reductive amination of 5-hydroxymethylfurfural (HMF), one of the platform compounds for the added-valueconversion of biomass. Due to its complex structure, the one-step catalytically reductive amination of HMF to BAF in high yield is still a challenging issue. Herein, a core–shell structured catalyst (Ni@SiO–0.2) was developed for this reaction, and the yield of BAF reached up to 99 % with aqueous ammonia as both ammonia source and solvent due to an isolation effect of the SiO shell. The isolation effect can prevent direct hydrogenation of HMF and self-coupling of BAF, thereby enhancing the selectivity of the reductive amination of HMF to BAF. In addition, the textural structure, acidity and acidic sites of the SiO shell can be tuned by adjusting the amount of TEOS during the catalyst preparation process, thus optimizing the performance of the catalyst. The characterization results also revealed that the Ni nanoparticles in the catalyst are uniformly dispersed and encapsulated within the SiO shell, which can decrease the charge density on the Ni surface and enhance the adsorption of ammonia and intermediates on the Ni surface, thus enhancing the catalytic activity of the catalyst.
中文翻译:
核壳结构催化剂上 5-羟甲基糠醛一步还原胺化为 2,5-双(氨基甲基)呋喃
2,5-双(氨甲基)呋喃(BAF)是一种二胺,有望在有机合成、医药和聚酰胺、聚酰亚胺等高分子材料领域有广泛的应用。 BAF可以通过5-羟甲基糠醛(HMF)的一步还原胺化来制备,HMF是生物质增值转化的平台化合物之一。由于结构复杂,HMF一步催化还原胺化生成BAF仍然是一个具有挑战性的问题。为此,我们开发了一种核壳结构催化剂(Ni@SiO-0.2),由于SiO壳的隔离作用,以氨水作为氨源和溶剂,BAF的收率高达99%。隔离作用可以阻止HMF的直接氢化和BAF的自偶联,从而提高HMF还原胺化到BAF的选择性。此外,在催化剂制备过程中,可以通过调节TEOS的用量来调节SiO壳的结构结构、酸度和酸性位点,从而优化催化剂的性能。表征结果还表明,催化剂中的Ni纳米粒子均匀分散并封装在SiO壳内,可以降低Ni表面的电荷密度,增强氨和中间体在Ni表面的吸附,从而提高催化活性的催化剂。
更新日期:2024-01-09
中文翻译:
![](https://scdn.x-mol.com/jcss/images/paperTranslation.png)
核壳结构催化剂上 5-羟甲基糠醛一步还原胺化为 2,5-双(氨基甲基)呋喃
2,5-双(氨甲基)呋喃(BAF)是一种二胺,有望在有机合成、医药和聚酰胺、聚酰亚胺等高分子材料领域有广泛的应用。 BAF可以通过5-羟甲基糠醛(HMF)的一步还原胺化来制备,HMF是生物质增值转化的平台化合物之一。由于结构复杂,HMF一步催化还原胺化生成BAF仍然是一个具有挑战性的问题。为此,我们开发了一种核壳结构催化剂(Ni@SiO-0.2),由于SiO壳的隔离作用,以氨水作为氨源和溶剂,BAF的收率高达99%。隔离作用可以阻止HMF的直接氢化和BAF的自偶联,从而提高HMF还原胺化到BAF的选择性。此外,在催化剂制备过程中,可以通过调节TEOS的用量来调节SiO壳的结构结构、酸度和酸性位点,从而优化催化剂的性能。表征结果还表明,催化剂中的Ni纳米粒子均匀分散并封装在SiO壳内,可以降低Ni表面的电荷密度,增强氨和中间体在Ni表面的吸附,从而提高催化活性的催化剂。