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新型二氧化硅负载共价三嗪骨架在卟啉有效绿色合成中作为高效多相可循环催化剂的应用

Application of novel silica stabilized on a covalent triazine framework as a highly efficient heterogeneous and recyclable catalyst in the effective green synthesis of porphyrins.

作者信息

Kharazmi Azin, Ghorbani-Vaghei Ramin, Khazaei Ardeshir, Karakaya Idris, Karimi-Nami Rahman

机构信息

Department of Organic Chemistry, Faculty of Chemistry and Petroleum Sciences, Bu-Ali Sina University Hamedan 6517838683 Iran

Department of Organic Chemistry, Faculty of Chemistry, University of Guilan Rasht Iran.

出版信息

RSC Adv. 2025 Jan 13;15(2):1081-1094. doi: 10.1039/d4ra07875f. eCollection 2025 Jan 9.

DOI:10.1039/d4ra07875f
PMID:39807203
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11726313/
Abstract

In this study, we present the design, synthesis, and utilization of a covalent triazine framework (CTF) formed by the condensation of , , -tris(4-(aminomethyl)benzyl)-1,3,5-triazine-2,4,6-triamine and 2,4,6-tris(4-formylphenoxy)-1,3,5-triazine on which silica is immobilized (TPT-TAT/silica) as an innovative catalyst for porphyrins synthesis. Under solvothermal conditions, the condensation of triamine and trialdehyde precursors led to the formation of a covalent triazine framework (CTF) with a high nitrogen content. The resulting CTF is characterized by its extensive porosity and elevated nitrogen levels, which are critical for the creation of catalytic active sites. This framework demonstrated exceptional catalytic performance in the synthesis of porphyrins. Substituting aerobic conditions of costly oxidizing agents represents a significant advancement in our methodology. Due to the insolubility of the catalyst, it is possible to separate it from the reaction mixture through filtration or centrifugation. This property enhances its reusability and minimizes waste generation. This development in the synthesis and application of CTFs could pave the way for more sustainable and cost-effective catalytic processes in organic synthesis, particularly in the synthesis of complex molecules like porphyrins. The research highlights the potential of CTFs as versatile materials in catalysis, owing to their structural properties and the ability to tailor their functionalities for specific applications.

摘要

在本研究中,我们展示了由1,3,5-三(4-(氨甲基)苄基)-1,3,5-三嗪-2,4,6-三胺与2,4,6-三(4-甲酰基苯氧基)-1,3,5-三嗪缩合形成的共价三嗪框架(CTF)的设计、合成及应用,在该框架上固定了二氧化硅(TPT-TAT/二氧化硅)作为卟啉合成的创新催化剂。在溶剂热条件下,三胺和三醛前体的缩合导致形成了具有高氮含量的共价三嗪框架(CTF)。所得CTF的特点是具有广泛的孔隙率和较高的氮含量,这对于创建催化活性位点至关重要。该框架在卟啉合成中表现出卓越的催化性能。用该方法替代昂贵氧化剂的需氧条件是一项重大进展。由于催化剂不溶,可通过过滤或离心将其从反应混合物中分离出来。这一特性提高了其可重复使用性并减少了废物产生。CTF在合成及应用方面的这一进展可为有机合成中更可持续且更具成本效益的催化过程铺平道路,尤其是在合成诸如卟啉这类复杂分子时。该研究突出了CTF作为催化领域通用材料的潜力,这归因于其结构特性以及针对特定应用定制其功能的能力。

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