Primary amine coupling on nanocarbon catalysts: Reaction mechanism and kinetics via fluorescence probe analysis

doi:10.1016/j.gee.2020.09.008

IMR OpenIR

	Primary amine coupling on nanocarbon catalysts: Reaction mechanism and kinetics via fluorescence probe analysis
	Li, Fan 1,2; Dai, Xueya 1,2; Qi, Wei 1,2
通讯作者	Qi, Wei(wqi@imr.ac.cn)
	2020-10-01
发表期刊	GREEN ENERGY & ENVIRONMENT
ISSN	2096-2797
卷号	5 期号:4 页码:453-460
摘要	Non-metallic nanocarbon materials catalyzed coupling reactions of primary amines to produce imine is an efficient, green and sustainable synthetic route, which has a wide application prospect in fine chemicals or pharmaceutical molecules. In the present study, we show firstly the relatively high catalytic activity of graphene oxide in the reaction of oxidative coupling of benzylamine (OCB), which is even comparable with typical metal-based catalysts, indicating the great potential of nanocarbon materials in this reaction system. More importantly, a novel two-photon fluorescence probe molecule (N-propyl-4-hydrazinyl-1, 8-naphthalimide, NA) with special chemical structure of hydrazine functionality was synthesized. The probe NA could selectively react with aldehyde or ketone compounds, leading to the photoluminescence enhancement via inhibition of photo induced electron transfer (PET) process. The synthesized NA was applied as probe in carbon catalyzed OCB system to predict the existence of reaction intermediate benzaldehyde (BA), indicating the reaction pathway of oxidation-deamination-condensation in nanocarbon catalyzed OCB process. The proposed luminescence-probe strategy for revealing the kinetics and mechanism may also shed light in other reaction systems concerning the intermediates or products of ketones or aldehydes. (C) 2020, Institute of Process Engineering, Chinese Academy of Sciences. Publishing services by Elsevier B.V. on behalf of KeAi Communications Co., Ltd. This is an open access article under the CC BY-NC-ND license
关键词	Nanocarbon Benzylamine coupling reaction Fluorescence probe Reaction mechanism
资助者	NSFC of China ; Youth Innovation Promotion Association, CAS, China ; Natural Science Foundation of Liaoning Province of China
DOI	10.1016/j.gee.2020.09.008
收录类别	SCI
语种	英语
资助项目	NSFC of China[22072163] ; NSFC of China[21761132010] ; NSFC of China[91645114] ; Youth Innovation Promotion Association, CAS, China ; Natural Science Foundation of Liaoning Province of China[2020-YQ-02]
WOS研究方向	Chemistry ; Science & Technology - Other Topics ; Energy & Fuels ; Engineering
WOS类目	Chemistry, Physical ; Green & Sustainable Science & Technology ; Energy & Fuels ; Engineering, Chemical
WOS记录号	WOS:000614144300010
出版者	KEAI PUBLISHING LTD
引用统计	被引频次：8[WOS] [WOS记录] [WOS相关记录]
文献类型	期刊论文
条目标识符	http://ir.imr.ac.cn/handle/321006/159085
专题	中国科学院金属研究所
通讯作者	Qi, Wei
作者单位	1.Chinese Acad Sci, Inst Met Res, Shenyang Natl Lab Mat Sci, Shenyang 110016, Peoples R China 2.Univ Sci & Technol China, Sch Mat Sci & Engn, Shenyang 110016, Peoples R China
推荐引用方式 GB/T 7714	Li, Fan,Dai, Xueya,Qi, Wei. Primary amine coupling on nanocarbon catalysts: Reaction mechanism and kinetics via fluorescence probe analysis[J]. GREEN ENERGY & ENVIRONMENT,2020,5(4):453-460.
APA	Li, Fan,Dai, Xueya,&Qi, Wei.(2020).Primary amine coupling on nanocarbon catalysts: Reaction mechanism and kinetics via fluorescence probe analysis.GREEN ENERGY & ENVIRONMENT,5(4),453-460.
MLA	Li, Fan,et al."Primary amine coupling on nanocarbon catalysts: Reaction mechanism and kinetics via fluorescence probe analysis".GREEN ENERGY & ENVIRONMENT 5.4(2020):453-460.