Role of Reactant Alkylation Grade in the Selectivity and Stability of Furan–Alkene Diels–Alder Reactions,ACS Sustainable Chemistry & Engineering

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Role of Reactant Alkylation Grade in the Selectivity and Stability of Furan–Alkene Diels–Alder Reactions
ACS Sustainable Chemistry & Engineering ( IF 7.1 ) Pub Date : 2022-02-24 , DOI: 10.1021/acssuschemeng.1c08544
Juan Gancedo ₁ , Laura Faba ₁ , Salvador Ordóñez ₁

Affiliation

Diels–Alder condensation between different bio-based furanic compounds and light alkenes was performed in a fixed-bed reactor using ZSM-5 zeolite as a catalyst, analyzing the role of the alkylation of both reactants in this gas-phase reaction. The effect of this alkylation on product distribution and catalyst stability was thoroughly studied. These two aspects are the critical drawbacks in the production of aromatics from biomass-derived carbonylic compounds. The use of alkylated furans and alkenes promotes monoaromatic formation and their subsequent alkylation, minimizing the production of secondary condensation byproducts, such as naphthalenes and coke. This fact significantly improves the stability of the aromatic production without affecting the regeneration capacity of the zeolite. The methylfuran–propylene system is proposed as the most promising one for this purpose, increasing the selectivity to benzenes by 22% and the stability by 77%, concerning the results obtained with the methylfuran–ethylene system.

中文翻译：

反应物烷基化等级在呋喃-烯烃 Diels-Alder 反应选择性和稳定性中的作用

使用 ZSM-5 沸石作为催化剂，在固定床反应器中进行了不同生物基呋喃化合物和轻烯烃之间的 Diels-Alder 缩合反应，分析了两种反应物烷基化在该气相反应中的作用。彻底研究了这种烷基化对产物分布和催化剂稳定性的影响。这两个方面是从生物质衍生的羰基化合物生产芳烃的关键缺陷。烷基化呋喃和烯烃的使用促进了单芳烃的形成及其随后的烷基化，从而最大限度地减少了二次缩合副产物（例如萘和焦炭）的产生。这一事实显着提高了芳烃生产的稳定性，而不影响沸石的再生能力。

更新日期：2022-02-24

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