Efficient synthesis of epoxybutane from butanediol via a two-step process

doi:10.1039/c9ra01220f

	Efficient synthesis of epoxybutane from butanediol via a two-step process
	Niu, X; Wang, LG; Cao, JY; Cao, Y; He, P; Zhou, JY; Li, HQ; Niu, Xin; Wang, Liguo; Cao, Junya
刊名	RSC ADVANCES
	2019
卷号	9 期号:18 页码:10072
关键词	RING-OPENING POLYMERIZATION GLYCEROL CARBONATE IONIC-LIQUID CYCLIC CARBONATES GREENER SYNTHESIS PROPYLENE-OXIDE CATALYST DIOXIDE CO2 CONVERSION
ISSN号	2046-2069
DOI	10.1039/c9ra01220f
文献子类	Article
英文摘要	A novel approach for the synthesis of epoxybutane via decarboxylation of butenyl carbonate derived from butanediol was developed for the first time. For the carbonylation of butanediol with dimethyl carbonate, NaAlO2 has exhibited excellent catalytic activity under mild reaction conditions. The yield of butenyl carbonate reached as high as 96.2%. NaAlO2 provides suitable acid-base active sites to promote the transesterification reaction of butanediol and dimethyl carbonate. For the following step of decarboxylation of butenyl carbonate, ionic liquid 1-butyl-3-methylimidazolium bromide could effectively catalyze the decarboxylation process both in batch or continuous processes. Moreover, the catalytic mechanism for the crucial step of decarboxylation of butenyl carbonate over 1-butyl-3-methylimidazolium bromide was explored using DFT calculations. The results showed that the electrostatic and hydrogen-bond effects of 1-butyl-3-methylimidazolium bromide played a crucial role for the generation of epoxybutane. Briefly, the Br anion of the ionic liquid attacks the methylene of the ring and the H of the ionic liquid cation attacks the carbonyl oxygen, which facilitated the five-ring opening and subsequent decarboxylation to form BO. This study not only provided a new and green synthetic route for producing epoxybutane, but also contributed to the effective utilization of butanediol, which is inevitably produced as by-product in the process of coal to ethylene glycol, suggesting a promising application in the clean manufacture of epoxybutane with inexpensive cost.
WOS记录号	WOS:000466754600022
内容类型	期刊论文
源URL	[http://ir.ipe.ac.cn/handle/122111/28359]
专题	中国科学院过程工程研究所
推荐引用方式 GB/T 7714	Niu, X,Wang, LG,Cao, JY,et al. Efficient synthesis of epoxybutane from butanediol via a two-step process[J]. RSC ADVANCES,2019,9(18):10072, 10080.
APA	Niu, X.,Wang, LG.,Cao, JY.,Cao, Y.,He, P.,...&Li, Huiquan.(2019).Efficient synthesis of epoxybutane from butanediol via a two-step process.RSC ADVANCES,9(18),10072.
MLA	Niu, X,et al."Efficient synthesis of epoxybutane from butanediol via a two-step process".RSC ADVANCES 9.18(2019):10072.