CAS OpenIR
Unraveling the cation and anion effects and kinetics for ionic liquid catalyzed direct synthesis of methyl acrylate under mild conditions
Wang, Gang1,2; Li, Zengxi1,2; Li, Chunshan3,4; Zhang, Suojiang3,4
2020-11-21
Source PublicationGREEN CHEMISTRY
ISSN1463-9262
Volume22Issue:22Pages:7913-7923
AbstractThe direct synthesis of methyl acrylate (MA) from methyl acetate and trioxane at 350-380 degrees C is regarded as a supplementary route for the industrial propylene oxidation process; however, it suffers from rapid catalyst deactivation. Herein, a novel ionic liquid catalyzed mild liquid-phase system was developed for the direct synthesis of MA from methyl acetate and trioxane, where N,O-bis(trimethylsilyl)acetamide (BSA) was used as a probase for alpha-deprotonation and enol silyl etherification of methyl acetate. The trioxane decomposition to formaldehyde and methyl acetate enolization to 1-methoxy-1-trimethylsilyloxyethene proceeded with the catalysis of [Cation]Cl/MClx (M = Cu+, Fe3+, Zn2+ and Al3+) and [Cation]F, respectively. The cations and anions were observed to have significant effects on the yield and selectivity of MA, owing to the steric hindrance, acid site category and strength confirmed by pyridine probing FT-IR characterization. As a result, up to 60.2% yield with 94.6% selectivity of MA could be achieved when [N3,3,3,3]F and [N3,3,3,3]Cl/AlCl3 with 67 mol% AlCl3 were used in the presence of BSA at 25 degrees C. Kinetic studies indicated that the trioxane decomposition with the activation barrier of 41.2 +/- 0.3 kJ mol(-1) was the rate-determining step.
DOI10.1039/d0gc03133j
Language英语
WOS KeywordPHASE ALDOL CONDENSATION ; ONE-STEP SYNTHESIS ; SELECTIVE OXIDATION ; ACETIC-ACID ; ACETATE ; FORMALDEHYDE ; OXIDE ; TRIOXANE ; TRIFLUOROMETHANE ; PERFORMANCE
Funding ProjectKey Research Program of Frontier Sciences, CAS[QYZDB-SSW-SLH022] ; National Natural Science Foundation of China[21878293] ; National Natural Science Foundation of China[21676270] ; Innovation Academy for Green Manufacture ; Chinese Academy of Sciences[IAGM-2019-A14] ; K. C. Wong Education Foundation[GJTD-2018-04]
WOS Research AreaChemistry ; Science & Technology - Other Topics
WOS SubjectChemistry, Multidisciplinary ; Green & Sustainable Science & Technology
Funding OrganizationKey Research Program of Frontier Sciences, CAS ; National Natural Science Foundation of China ; Innovation Academy for Green Manufacture ; Chinese Academy of Sciences ; K. C. Wong Education Foundation
WOS IDWOS:000589891500020
PublisherROYAL SOC CHEMISTRY
Citation statistics
Document Type期刊论文
Identifierhttp://ir.ipe.ac.cn/handle/122111/42643
Collection中国科学院过程工程研究所
Corresponding AuthorLi, Zengxi; Li, Chunshan
Affiliation1.Univ Chinese Acad Sci, Sch Chem Engn, Beijing 101408, Peoples R China
2.Chinese Acad Sci, CAS Key Lab Green Proc & Engn, Inst Proc Engn, Beijing 100190, Peoples R China
3.Chinese Acad Sci, Inst Proc Engn, Beijing Key Lab Ion Liquids Clean Proc, State Key Lab Multiphase Complex Syst, Beijing 100190, Peoples R China
4.Chinese Acad Sci, Innovat Acad Green Manufacture, Beijing 100190, Peoples R China
Recommended Citation
GB/T 7714
Wang, Gang,Li, Zengxi,Li, Chunshan,et al. Unraveling the cation and anion effects and kinetics for ionic liquid catalyzed direct synthesis of methyl acrylate under mild conditions[J]. GREEN CHEMISTRY,2020,22(22):7913-7923.
APA Wang, Gang,Li, Zengxi,Li, Chunshan,&Zhang, Suojiang.(2020).Unraveling the cation and anion effects and kinetics for ionic liquid catalyzed direct synthesis of methyl acrylate under mild conditions.GREEN CHEMISTRY,22(22),7913-7923.
MLA Wang, Gang,et al."Unraveling the cation and anion effects and kinetics for ionic liquid catalyzed direct synthesis of methyl acrylate under mild conditions".GREEN CHEMISTRY 22.22(2020):7913-7923.
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