Synthesis, characterization and functionalization of MOFs and their use in Knoevenagel condensation reactions between ethyl cyanoacetate and 4-nitrobenzaldehyde

IF 16.4 1区化学 Q1 CHEMISTRY, MULTIDISCIPLINARY

Accounts of Chemical Research Pub Date : 2024-05-28 DOI:10.1007/s43153-024-00469-5

Katlhen Lorrayne Alves Rocha, Paulo Sérgio de Souza, Luciano Morais Lião, Caridad Noda Perez

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Abstract

Metal–organic frameworks (MOFs) are porous materials composed of metal ions, clusters and organic ligands. Due to their outstanding chemical, thermal, and solvent stability, as well as numerous unsaturated metal sites, they have proven to be useful catalysts. In this study, MOFs were synthesized using hydrothermal methods with terephthalic acid and Ca, Mg, Al, and Cr nitrates. Subsequently, they were functionalized with diethylamine. The formation of MOF-Al and MOF-Cr structures was confirmed through characterization via XRD, FT-IR, and CHN analyses. However, the synthesis did not yield MOF structures with Ca and Mg as metal ions; instead, phthalates of Ca and Mg were obtained. SEM images revealed the particle size and morphology of the particles, which ranged between 0.2 and 1 μm. TGA/DTA curves revealed that the functionalized MOFs were the most thermally stable. Textural analysis by N₂ adsorption/desorption showed that MOF-Cr and MOF-Cr-NH₂ had high BET area values of 1,769.67 and 998.22 m²g⁻¹, respectively. MOFs were employed as catalysts in Knoevenagel condensation reactions to synthesize (E)-ethyl 2-cyano-3-phenylacrylate and (E)-methyl 2-cyano-3-phenylacrylate, indicating their potential for reactions requiring acidic or basic sites.

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MOFs 的合成、表征和功能化及其在氰乙酸乙酯与对硝基苯甲醛的克诺文纳格尔缩合反应中的应用

金属有机框架（MOFs）是由金属离子、簇和有机配体组成的多孔材料。由于其出色的化学稳定性、热稳定性和溶剂稳定性，以及众多的不饱和金属位点，它们已被证明是有用的催化剂。本研究采用水热法与对苯二甲酸以及钙、镁、铝和铬硝酸盐合成了 MOFs。随后，它们被二乙胺官能化。通过 XRD、FT-IR 和 CHN 分析确认了 MOF-Al 和 MOF-Cr 结构的形成。但是，合成过程中并没有得到以 Ca 和 Mg 为金属离子的 MOF 结构，而是得到了 Ca 和 Mg 的邻苯二甲酸盐。扫描电子显微镜图像显示了颗粒的大小和形态，其范围在 0.2 至 1 μm 之间。TGA/DTA 曲线显示，功能化 MOFs 的热稳定性最好。通过 N2 吸附/解吸进行的纹理分析表明，MOF-Cr 和 MOF-Cr-NH2 的 BET 面积值很高，分别为 1,769.67 和 998.22 m2g-1。在 Knoevenagel 缩合反应中，MOFs 被用作催化剂合成了 (E)-ethyl 2-cyano-3-phenylacrylate 和 (E)-methyl2-cyano-3-phenylacrylate，这表明它们在需要酸性或碱性位点的反应中具有潜力。

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来源期刊

Accounts of Chemical Research 化学-化学综合

CiteScore

31.40

自引率

1.10%

发文量

312

审稿时长

2 months

期刊介绍： Accounts of Chemical Research presents short, concise and critical articles offering easy-to-read overviews of basic research and applications in all areas of chemistry and biochemistry. These short reviews focus on research from the author’s own laboratory and are designed to teach the reader about a research project. In addition, Accounts of Chemical Research publishes commentaries that give an informed opinion on a current research problem. Special Issues online are devoted to a single topic of unusual activity and significance. Accounts of Chemical Research replaces the traditional article abstract with an article "Conspectus." These entries synopsize the research affording the reader a closer look at the content and significance of an article. Through this provision of a more detailed description of the article contents, the Conspectus enhances the article's discoverability by search engines and the exposure for the research.