CAS OpenIR
Selective catalytic tailoring of the H unit in herbaceous lignin for methyl p-hydroxycinnamate production over metal-based ionic liquids
Li, Zhangmin1; Cai, Zhenping1; Zeng, Qiang1; Zhang, Tian1; France, Liam John1; Song, Changhua1; Zhang, Yaqin2; He, Hongyan2; Jiang, Lilong3; Long, Jinxing1; Li, Xuehui1
2018-08-21
Source PublicationGREEN CHEMISTRY
ISSN1463-9262
Volume20Issue:16Pages:11
Abstract

Selective valorization of lignin to achieve high value and commodity chemicals is attracting increasing attention. In this work, an efficient and reusable metal-based ionic liquid (MBIL) was developed for the selective tailoring of p-coumaric acid ester (pCA), a typical p-hydroxyphenyl (H) unit, into methyl p-hydroxycinnamate (MPC). Under optimized conditions and in the presence of catalyst [Bmim][FeCl4], a volatile aromatic product of 10.5 wt% was obtained, of which, 70.5% separated as pure MPC with an isolated yield of 71.1 mg g(-1). FT-IR, C-13 NMR, ANO and 2D HSQC demonstrated that the H unit was preferentially tailored from lignin, of which, 86.0 wt% of the H structure unit is cut off from lignin, with 70.6% being selectively converted to MPC. Further investigation demonstrated that MBIL prefers to tailor ester bonds compared to ether bonds using model compounds, and the superior catalytic ester bond cleavage performance exhibited by [Bmim][FeCl4] can be ascribed to the relatively narrow energy gap between the lignin ester bond and [FeCl4](-) anion and to the comparatively low absolute binding energy between the cation and anion through DFT calculations.

DOI10.1039/c8gc01252k
Language英语
WOS KeywordTransfer Hydrogenolysis ; Chemical-structure ; Monomer Production ; Phenolic-compounds ; Sugarcane Bagasse ; Depolymerization ; Wood ; Hydrodeoxygenation ; Efficient ; Lignocellulose
Funding ProjectNatural Science Foundation of China[21736003] ; Natural Science Foundation of China[21336002] ; Natural Science Foundation of China[21690083] ; Natural Science Foundation of China[21676108] ; Natural Science Foundation of China[21406230] ; Natural Science Foundation of Guangdong Province, China[2015A030311048] ; Science and Technology Program of Guangzhou, China[201804020014]
WOS Research AreaChemistry ; Science & Technology - Other Topics
WOS SubjectChemistry, Multidisciplinary ; Green & Sustainable Science & Technology
Funding OrganizationNatural Science Foundation of China ; Natural Science Foundation of Guangdong Province, China ; Science and Technology Program of Guangzhou, China
WOS IDWOS:000442265000012
PublisherROYAL SOC CHEMISTRY
Citation statistics
Cited Times:9[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://ir.ipe.ac.cn/handle/122111/25776
Collection中国科学院过程工程研究所
Corresponding AuthorHe, Hongyan; Long, Jinxing; Li, Xuehui
Affiliation1.South China Univ Technol, State Key Lab Pulp & Paper Engn, Sch Chem & Chem Engn, Guangzhou 510640, Guangdong, Peoples R China
2.Chinese Acad Sci, Beijing Key Lab Ion Liquids Clean Proc, Inst Proc Engn, Beijing 100190, Peoples R China
3.Fuzhou Univ, Sch Chem Engn, Natl Engn Res Ctr Chem Fertilizer Catalyst, Fuzhou 350002, Fujian, Peoples R China
Recommended Citation
GB/T 7714
Li, Zhangmin,Cai, Zhenping,Zeng, Qiang,et al. Selective catalytic tailoring of the H unit in herbaceous lignin for methyl p-hydroxycinnamate production over metal-based ionic liquids[J]. GREEN CHEMISTRY,2018,20(16):11.
APA Li, Zhangmin.,Cai, Zhenping.,Zeng, Qiang.,Zhang, Tian.,France, Liam John.,...&Li, Xuehui.(2018).Selective catalytic tailoring of the H unit in herbaceous lignin for methyl p-hydroxycinnamate production over metal-based ionic liquids.GREEN CHEMISTRY,20(16),11.
MLA Li, Zhangmin,et al."Selective catalytic tailoring of the H unit in herbaceous lignin for methyl p-hydroxycinnamate production over metal-based ionic liquids".GREEN CHEMISTRY 20.16(2018):11.
Files in This Item:
File Name/Size DocType Version Access License
Selective catalytic (4568KB)期刊论文出版稿限制开放CC BY-NC-SAApplication Full Text
Related Services
Recommend this item
Bookmark
Usage statistics
Export to Endnote
Google Scholar
Similar articles in Google Scholar
[Li, Zhangmin]'s Articles
[Cai, Zhenping]'s Articles
[Zeng, Qiang]'s Articles
Baidu academic
Similar articles in Baidu academic
[Li, Zhangmin]'s Articles
[Cai, Zhenping]'s Articles
[Zeng, Qiang]'s Articles
Bing Scholar
Similar articles in Bing Scholar
[Li, Zhangmin]'s Articles
[Cai, Zhenping]'s Articles
[Zeng, Qiang]'s Articles
Terms of Use
No data!
Social Bookmark/Share
All comments (0)
No comment.
 

Items in the repository are protected by copyright, with all rights reserved, unless otherwise indicated.