DICP OpenIR
One-pot conversion of lysine to caprolactam over Ir/H-Beta catalysts
Sebastian, Joby1; Zheng, Mingyuan1; Jiang, Yu1; Zhao, Yu1; Wang, Hua1; Song, Zhendong1; Li, Xinsheng1,2; Pang, Jifeng1; Zhang, Tao1
Corresponding AuthorZheng, Mingyuan(myzheng@dicp.ac.cn) ; Zhang, Tao(taozhang@dicp.ac.cn)
Source PublicationGREEN CHEMISTRY
2019-05-07
ISSN1463-9262
DOI10.1039/c9gc00415g
Volume21Issue:9Pages:2462-2468
Funding ProjectNational Natural Science Foundation of China[21376239] ; National Natural Science Foundation of China[21690081] ; National Natural Science Foundation of China[21690084] ; National Natural Science Foundation of China[21776268] ; National Natural Science Foundation of China[21721004] ; Transformational Technologies for Clean Energy and Demonstration, Strategic Priority Research Program of the Chinese Academy of Sciences[XDA 21060200] ; DICP
Funding OrganizationNational Natural Science Foundation of China ; National Natural Science Foundation of China ; Transformational Technologies for Clean Energy and Demonstration, Strategic Priority Research Program of the Chinese Academy of Sciences ; Transformational Technologies for Clean Energy and Demonstration, Strategic Priority Research Program of the Chinese Academy of Sciences ; DICP ; DICP ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; Transformational Technologies for Clean Energy and Demonstration, Strategic Priority Research Program of the Chinese Academy of Sciences ; Transformational Technologies for Clean Energy and Demonstration, Strategic Priority Research Program of the Chinese Academy of Sciences ; DICP ; DICP ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; Transformational Technologies for Clean Energy and Demonstration, Strategic Priority Research Program of the Chinese Academy of Sciences ; Transformational Technologies for Clean Energy and Demonstration, Strategic Priority Research Program of the Chinese Academy of Sciences ; DICP ; DICP ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; Transformational Technologies for Clean Energy and Demonstration, Strategic Priority Research Program of the Chinese Academy of Sciences ; Transformational Technologies for Clean Energy and Demonstration, Strategic Priority Research Program of the Chinese Academy of Sciences ; DICP ; DICP
WOS SubjectChemistry, Multidisciplinary ; Green & Sustainable Science & Technology
WOS Research AreaChemistry ; Science & Technology - Other Topics
WOS KeywordEPSILON-CAPROLACTAM ; CARBOXYLIC-ACIDS ; HYDRODENITROGENATION ; AMINES ; STRATEGY
AbstractAmino acid lysine could serve as an ideal bio-based feedstock for the synthesis of caprolactam (CPL), which is currently a petroleum-derived monomer. Herein, we report the one-pot conversion of L-lysine to CPL via hydrogenolysis over bifunctional metal supported catalysts. Among the various hydrogenation metals and different supports, the combination of Ir and HB zeolite gave the best performance. Under optimal conditions, a 30% yield of CPL from L-lysine and a 58% yield from the reaction intermediate a-dimethyl amino caprolactam (DMAC) were obtained over a 2Ir/HB-124 catalyst at 250 degrees C in an autoclave or fixed-bed reactor. The reaction solvent dramatically affected the reaction selectivity, and methanol was found to be the best due to its unique contribution towards the formation of a-dimethyl amino caprolactam (DMAC) as well as the following C-N breakage of the C-N(CH3)(2) bond. The acid sites on the catalyst accelerate lactam formation, and the synergy between the acid sites and hydrogenation sites favours C-N bond hydrogenolysis to produce CPL. Besides the acidity, the large pore size of HB is able to accommodate big reaction intermediate molecules inside the pores further ensures the superior performance of Ir/HB. The reaction route was identified, i. e., L-lysine first undergoes cyclization and N-methylation to DMAC, and then C-N(CH3)(2) bond hydrogenolysis to form CPL. The Ir/HB catalyst has reasonably good stability and high selectivity, making this one-pot conversion process a novel and environmentally benign way of producing CPL from easily available renewable feedstocks.
Language英语
Funding OrganizationNational Natural Science Foundation of China ; National Natural Science Foundation of China ; Transformational Technologies for Clean Energy and Demonstration, Strategic Priority Research Program of the Chinese Academy of Sciences ; Transformational Technologies for Clean Energy and Demonstration, Strategic Priority Research Program of the Chinese Academy of Sciences ; DICP ; DICP ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; Transformational Technologies for Clean Energy and Demonstration, Strategic Priority Research Program of the Chinese Academy of Sciences ; Transformational Technologies for Clean Energy and Demonstration, Strategic Priority Research Program of the Chinese Academy of Sciences ; DICP ; DICP ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; Transformational Technologies for Clean Energy and Demonstration, Strategic Priority Research Program of the Chinese Academy of Sciences ; Transformational Technologies for Clean Energy and Demonstration, Strategic Priority Research Program of the Chinese Academy of Sciences ; DICP ; DICP ; National Natural Science Foundation of China ; National Natural Science Foundation of China ; Transformational Technologies for Clean Energy and Demonstration, Strategic Priority Research Program of the Chinese Academy of Sciences ; Transformational Technologies for Clean Energy and Demonstration, Strategic Priority Research Program of the Chinese Academy of Sciences ; DICP ; DICP
WOS IDWOS:000468627300031
PublisherROYAL SOC CHEMISTRY
Citation statistics
Document Type期刊论文
Identifierhttp://cas-ir.dicp.ac.cn/handle/321008/171920
Collection中国科学院大连化学物理研究所
Corresponding AuthorZheng, Mingyuan; Zhang, Tao
Affiliation1.Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China
2.Univ Chinese Acad Sci, Beijing 100049, Peoples R China
Recommended Citation
GB/T 7714
Sebastian, Joby,Zheng, Mingyuan,Jiang, Yu,et al. One-pot conversion of lysine to caprolactam over Ir/H-Beta catalysts[J]. GREEN CHEMISTRY,2019,21(9):2462-2468.
APA Sebastian, Joby.,Zheng, Mingyuan.,Jiang, Yu.,Zhao, Yu.,Wang, Hua.,...&Zhang, Tao.(2019).One-pot conversion of lysine to caprolactam over Ir/H-Beta catalysts.GREEN CHEMISTRY,21(9),2462-2468.
MLA Sebastian, Joby,et al."One-pot conversion of lysine to caprolactam over Ir/H-Beta catalysts".GREEN CHEMISTRY 21.9(2019):2462-2468.
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