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Insight into the mechanism for the synthesis of 1-methoxy-2-propanol over basic poly(ionic liquid) catalysts
Applied Catalysis A: General ( IF 4.7 ) Pub Date : 2023-01-16 , DOI: 10.1016/j.apcata.2023.119041
Xiaoyan Chen , Yaxin Cai , Changshen Ye , Jie Chen , Ting Qiu

The synthesis of 1-methoxy-2-propanol (1-MP), which is expected as a safe alternative for toxic ethylene glycol ether, is highly demanded in chemical engineering. Herein, we report a series of task-specific anion-functionalized poly(ionic liquid)s (PILs) to trigger an effective catalysis in the 1-MP production through a reaction of propylene oxide (PO) and methanol. The acquired PIL catalysts, which are induced by phenolate anions, allow extraordinary PO conversion of 90.8 % and outstanding 1-MP yield and selectivity of 86.5 % and 95.3 % under very mild conditions. It also feasibly applies to the catalysis of a wide range of alcohols and PO to synthesize propylene glycol ethers (PGEs), and shows robust and facilitate reusability. Through a DFT calculation and in-situ 2D-IR survey, we reason that these significant performances are enabled by hydrogen-bonding interaction from the imidazole on the backbone for PO activation, and by the unique nucleophilicity of anions for the generation of activated methanol.



中文翻译:

深入了解在碱性聚(离子液体)催化剂上合成 1-甲氧基-2-丙醇的机理

1-甲氧基-2-丙醇 (1-MP) 的合成有望成为有毒乙二醇醚的安全替代品,在化学工程中的需求量很大。在此,我们报告了一系列任务特定的阴离子功能化聚(离子液体)(PIL),以通过环氧丙烷(PO)和甲醇的反应在 1-MP 生产中触发有效的催化作用。获得的 PIL 催化剂由酚盐阴离子诱导,在非常温和的条件下可实现 90.8% 的非凡 PO 转化率和出色的 1-MP 产率以及 86.5% 和 95.3% 的选择性。它还适用于催化各种醇类和 PO 合成丙二醇醚 (PGE),并显示出稳健且便于重复使用。通过DFT计算和原位通过 2D-IR 调查,我们推断这些显着性能是通过主链上咪唑的氢键相互作用实现 PO 活化,以及通过阴离子独特的亲核性产生活化甲醇实现的。

更新日期:2023-01-16
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