Crosslinked Cation Exchange Resin with -SO3H Groups as an Efficient Solid Catalyst for the Ketalization of Ethyl Acetoacetate with Glycols

IF 1.3 4区化学 Q4 CHEMISTRY, PHYSICAL Kinetics and Catalysis Pub Date : 2024-09-28 DOI:10.1134/S0023158423600852

Bo-Jiang Chen, Jian-Ping Wu, Rukhsana, Fei-Yong Xiang, Yong-Miao Shen, Xue-Zheng Liang

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Abstract

A highly efficient protocol was developed for the synthesis of fructone spice from the ketalization of ethyl acetoacetate with ethylene glycol utilizing the sulfonated polydivinylbenzene (PDVB-SO₃H) solid acid catalyst. A comparative analysis revealed that PDVB-SO₃H exhibited better catalytic activity and reusability than conventional H₂SO₄ and p-toluene sulfonic acid. The impact of reaction conditions, including temperature, reaction time, catalyst dosage, and molar ratio of reactants, was extensively investigated in order to optimize the reaction parameters. The results revealed the remarkable catalytic efficiency of PDVB-SO₃H in synthesizing apple ester flavor, achieving a conversion rate exceeding 99% under reflux conditions with a ketone to alcohol ratio of 1.5. Furthermore, PDVB-SO₃H solid acid demonstrated its versatility by enhancing the synthesis of a variety of fruit ketone flavors with high conversion rates. Notably, the catalyst displayed excellent recyclability, remaining active for up to six cycles without any noticeable decline in performance. Therefore, PDVB-SO₃H solid acid exhibits immense potential for utilization in the chemical industry.

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带有 -SO3H 基团的交联阳离子交换树脂作为乙酰乙酸乙酯与乙二醇缩酮化反应的高效固体催化剂

利用磺化聚二乙烯基苯（PDVB-SO3H）固体酸催化剂，开发了乙酰乙酸乙酯与乙二醇酮化合成果酮香料的高效方案。对比分析表明，与传统的 H2SO4 和对甲苯磺酸相比，PDVB-SO3H 表现出更好的催化活性和可重复使用性。为了优化反应参数，研究人员广泛考察了温度、反应时间、催化剂用量和反应物摩尔比等反应条件的影响。结果表明，PDVB-SO3H 在合成苹果酯香精方面具有显著的催化效率，在酮醇比为 1.5 的回流条件下，转化率超过 99%。此外，PDVB-SO3H 固体酸还能以高转化率促进多种水果酮香精的合成，从而展示了其多功能性。值得注意的是，该催化剂显示出卓越的可回收性，可保持活性长达六个循环，而性能没有明显下降。因此，PDVB-SO3H 固体酸在化学工业中具有巨大的应用潜力。

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来源期刊

Kinetics and Catalysis 化学-物理化学

CiteScore

2.10

自引率

27.30%

发文量

审稿时长

6-12 weeks

期刊介绍： Kinetics and Catalysis Russian is a periodical that publishes theoretical and experimental works on homogeneous and heterogeneous kinetics and catalysis. Other topics include the mechanism and kinetics of noncatalytic processes in gaseous, liquid, and solid phases, quantum chemical calculations in kinetics and catalysis, methods of studying catalytic processes and catalysts, the chemistry of catalysts and adsorbent surfaces, the structure and physicochemical properties of catalysts, preparation and poisoning of catalysts, macrokinetics, and computer simulations in catalysis. The journal also publishes review articles on contemporary problems in kinetics and catalysis. The journal welcomes manuscripts from all countries in the English or Russian language.