Solvent-Free Production of Triacetin from Glycerol through Complementary Mechanochemical, Biphasic, and Catalytic Approaches Using ICHeM Technology

IF 3.5 3区化学 Q2 CHEMISTRY, APPLIED Organic Process Research & Development Pub Date : 2025-02-19 DOI:10.1021/acs.oprd.4c00501

Remi Nguyen, Samy Halloumi, Irene Malpartida, Christophe Len

引用次数: 0

Abstract

Impact in Continuous Flow Heated Mechanochemistry (ICHeM) was utilized for the biphasic acetylation of glycerol with immiscible acetic anhydride in the presence of homogeneous acid catalysts. This innovative technology combines efficient phase dispersion with continuous flow, offering the following benefits: (i) improved mixing of the two immiscible components (liquid glycerol and highly reactive acetic anhydride); (ii) mechanochemical energy generated by bead impact in continuous flow, eliminating the need for additional heating energy; and (iii) an alternative to single- and double-screw extruders, which are ineffective with liquid reaction media. Under our optimized conditions, triacetin “t” can be obtained with a 99% yield (100% conversion and 99% selectivity) in a solvent-free biphasic continuous flow process with a residence time of 15–30 min, using efficient homogeneous Lewis acids like iron triflate II or Brönsted acids like sulfuric acid.

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利用ICHeM技术通过互补机械化学、双相和催化方法从甘油无溶剂生产三乙酸酯

在均相酸催化剂的作用下，利用连续流冲击加热机械化学（ICHeM）对甘油与不混相乙酸酐的双相乙酰化反应进行了研究。这项创新技术结合了高效的相分散和连续流动，具有以下优点：(i)改善了两种不混溶成分（液体甘油和高活性乙酸酐）的混合；（ii）在连续流动中由水珠撞击产生的机械化学能，无需额外加热能量；（iii）替代单螺杆和双螺杆挤出机，这两种挤出机对液体反应介质无效。在我们优化的条件下，在无溶剂双相连续流工艺中，使用高效均相路易斯酸（如三氟酸铁II）或Brönsted酸（如硫酸），停留时间为15-30 min，得到三乙酰素“t”的收率为99%（转化率100%，选择性99%）。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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来源期刊

Organic Process Research & Development 化学-应用化学

CiteScore

6.90

自引率

14.70%

发文量

251

审稿时长

2 months

期刊介绍： The journal Organic Process Research & Development serves as a communication tool between industrial chemists and chemists working in universities and research institutes. As such, it reports original work from the broad field of industrial process chemistry but also presents academic results that are relevant, or potentially relevant, to industrial applications. Process chemistry is the science that enables the safe, environmentally benign and ultimately economical manufacturing of organic compounds that are required in larger amounts to help address the needs of society. Consequently, the Journal encompasses every aspect of organic chemistry, including all aspects of catalysis, synthetic methodology development and synthetic strategy exploration, but also includes aspects from analytical and solid-state chemistry and chemical engineering, such as work-up tools，process safety, or flow-chemistry. The goal of development and optimization of chemical reactions and processes is their transfer to a larger scale; original work describing such studies and the actual implementation on scale is highly relevant to the journal. However, studies on new developments from either industry, research institutes or academia that have not yet been demonstrated on scale, but where an industrial utility can be expected and where the study has addressed important prerequisites for a scale-up and has given confidence into the reliability and practicality of the chemistry, also serve the mission of OPR&D as a communication tool between the different contributors to the field.