Insight into the Mechanism of Glycerol Dehydration and Subsequent Pyridine Synthesis

doi:10.1021/acssuschemeng.0c07460

GIEC OpenIR

	Insight into the Mechanism of Glycerol Dehydration and Subsequent Pyridine Synthesis
	Jiang, Ding 1; Wang, Shuang 1; Li, Hongping 5; Xu, Lujiang 2; Hu, Xun 3; Barati, Bahram 1; Zheng, Anqing4
	2021-03-01
发表期刊	ACS SUSTAINABLE CHEMISTRY & ENGINEERING
ISSN	2168-0485
卷号	9 期号:8 页码:3095-3103
通讯作者	Wang, Shuang(alexjuven@ujs.edu.cn) ; Li, Hongping(hongpingli@ujs.edu.cn)
摘要	In the present study, glycerol was exploited as the feedstock to synthesize pyridine with ammonia gas as a carrier and reactant through thermal conversion. A density functional theory (DFT) at the M06-2X method was applied to understand the mechanism of glycerol dehydration, the ammonization of oxygenated compounds, and the condensation of imines. The results confirmed that glycerol could be directly converted into pyridine in ammonia atmosphere at 550 degrees C. The overall view of the thermal conversion mechanism of glycerol was compared with the previous experimental data and the proposed mechanisms, which indicated that the neutral glycerol dehydration process should mainly produce acrolein, acetaldehyde, formaldehyde, and acetol. The produced oxygenated compounds (acrolein and acetaldehyde) can react with ammonia to form imine, which would further undergo Michael addition, a Diels-Alder reaction, deammonization, and dehydrogenation to form pyridine. In a catalytic condition, ZSM-5 not only plays a shape-selective effect on the conversion of glycerol to pyridine but also changes the path of the reaction. The structure of ZSM-5 limits the formation of multisubstituted pyridine products, which is beneficial to the formation of pyridine and monosubstituted pyridine. Protonated vinylamine intermediates may be a critical step limiting pyridine yield and selectivity. The kinetic analysis that is based on transition state theory was consistent with product contribution in experiments. The present study confirmed the selectivity and the conversion route of glycerol to pyridine.
关键词	thermal decomposition glycerol pyrolysis pyridine pyridine synthesis
DOI	10.1021/acssuschemeng.0c07460
收录类别	SCI
语种	英语
资助项目	Jiangsu Province 333 Project[BRA2019277] ; CAS Key Laboratory of Renewable Energy[Y907k41001] ; Six Talent Peaks Project in Jiangsu Province[XNY-007] ; Foundation of State Key Laboratory of Coal Combustion[FSKLCCA1904]
WOS研究方向	Chemistry ; Science & Technology - Other Topics ; Engineering
项目资助者	Jiangsu Province 333 Project ; CAS Key Laboratory of Renewable Energy ; Six Talent Peaks Project in Jiangsu Province ; Foundation of State Key Laboratory of Coal Combustion
WOS类目	Chemistry, Multidisciplinary ; Green & Sustainable Science & Technology ; Engineering, Chemical
WOS记录号	WOS:000625460400009
出版者	AMER CHEMICAL SOC
引用统计	被引频次：22[WOS] [WOS记录] [WOS相关记录]
文献类型	期刊论文
条目标识符	http://ir.giec.ac.cn/handle/344007/32886
专题	中国科学院广州能源研究所
通讯作者	Wang, Shuang; Li, Hongping
作者单位	1.Jiangsu Univ, Sch Energy & Power Engn, Zhenjiang 212013, Jiangsu, Peoples R China 2.Nanjing Agr Univ, Coll Engn, Nanjing 210031, Jiangsu, Peoples R China 3.Univ Jinan, Sch Mat Sci & Engn, Jinan 250024, Shandong, Peoples R China 4.Chinese Acad Sci, Guangzhou Inst Energy Convers, Guangzhou 510640, Guangdong, Peoples R China 5.Jiangsu Univ, Inst Energy Res, Zhenjiang 212013, Jiangsu, Peoples R China
推荐引用方式 GB/T 7714	Jiang, Ding,Wang, Shuang,Li, Hongping,et al. Insight into the Mechanism of Glycerol Dehydration and Subsequent Pyridine Synthesis[J]. ACS SUSTAINABLE CHEMISTRY & ENGINEERING,2021,9(8):3095-3103.
APA	Jiang, Ding.,Wang, Shuang.,Li, Hongping.,Xu, Lujiang.,Hu, Xun.,...&Zheng, Anqing.(2021).Insight into the Mechanism of Glycerol Dehydration and Subsequent Pyridine Synthesis.ACS SUSTAINABLE CHEMISTRY & ENGINEERING,9(8),3095-3103.
MLA	Jiang, Ding,et al."Insight into the Mechanism of Glycerol Dehydration and Subsequent Pyridine Synthesis".ACS SUSTAINABLE CHEMISTRY & ENGINEERING 9.8(2021):3095-3103.