Preferential Adsorption of Ethylene Oxide on Fe and Chlorine on Ni Enabled Scalable Electrosynthesis of Ethylene Chlorohydrin

Author:

Han Shuyan1,Cheng Chuanqi2,He Meng1,Li Rui1,Gao Ying1,Yu Yifu13,Zhang Bin13ORCID,Liu Cuibo13

Affiliation:

1. Institute of Molecular Plus Department of Chemistry School of Science Tianjin University Tianjin 300072 China

2. Institute of New Energy Materials School of Materials Science and Engineering Tianjin University Tianjin 300072 China

3. Haihe Laboratory of Sustainable Chemical Transformations Tianjin 300192 China

Abstract

AbstractIndustrial manufacturing of ethylene chlorohydrin (ECH) critically requires excess corrosive hydrochloric acid or hypochlorous acid with dealing with massive by‐products and wastes. Here we report a green and efficient electrosynthesis of ECH from ethylene oxide (EO) with NaCl over a NiFe2O4nanosheet anode. Theoretical results suggest that EO and Cl preferentially adsorb on Fe and Ni sites, respectively, collaboratively promoting the ECH synthesis. A Cl radical‐mediated ring‐opening process is proposed and confirmed, and the key Cl and carbon radical species are identified by high‐resolution mass spectrometry. This strategy can enable scalable electrosynthesis of 185.1 mmol of ECH in 1 h with 92.5 % yield at a 55 mA cm−2current density. Furthermore, a series of other chloro‐ and bromoethanols with good to high yields and paired synthesis of ECH and 4‐amino‐3,6‐dichloropyridine‐2‐carboxylicacid via respectively loading and unloading Cl are achieved, showing the promising potential of this strategy.

Funder

National Natural Science Foundation of China

Publisher

Wiley

Subject

General Medicine

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