Journal
INDUSTRIAL & ENGINEERING CHEMISTRY RESEARCH
Volume 59, Issue 31, Pages 13948-13955Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.iecr.0c02640
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Funding
- National Key R&D Program of China [2016YFB0600903]
- Major Program of National Natural Science Foundation of China [21890762]
- National Natural Science Foundation of China [21878316, 21878295]
- Strategic Foundation of Chinese Academy of Sciences [Y941081135]
- Transformational Technologies for Clean Energy and Demonstration, Strategic Priority Research Program of the Chinese Academy of Sciences [XDA21031000]
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In this work, metal acetylacetonates were used to catalyze the reaction of dimethyl carbonate (DMC) and bisphenol A (BPA) and high conversion of BPA and excellent selectivity of carboxymethylation products were achieved. Among these, zirconium(IV) acetylacetonate (Zr(acac)(4)) exhibited the best catalytic performance with BPA conversion of 85.2% and carboxymethylation products selectivity up to 99.0%, which has been the most efficient catalyst so far to the best of our knowledge. According to Fourier transform infrared (FT-IR) characterization and density functional theory (DFT) calculations, we found that the most active cis-cis interaction species 3 formed between a Zr cation and two oxygen atoms from the CH3-O moiety of DMC greatly promoted the selective occurrence of the carboxymethylation reaction. It was demonstrated that the catalytic performance of metal acetylacetonate was related to d-electrons and interaction mode of the metal, and the plausible reaction mechanism was proposed.
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