Confinement of Brønsted acidic ionic liquids into covalent organic frameworks as a catalyst for dehydrative formation of isosorbide from sorbitol

Yi Ran Du; Bao Hua Xu; Jia Sheng Pan; Yi Wei Wu; Xiao Ming Peng; Yao Feng Wang; Suo Jiang Zhang

doi:10.1039/c9gc02126d

Confinement of Brønsted acidic ionic liquids into covalent organic frameworks as a catalyst for dehydrative formation of isosorbide from sorbitol

Yi Ran Du, Bao Hua Xu^*, Jia Sheng Pan, Yi Wei Wu, Xiao Ming Peng, Yao Feng Wang, Suo Jiang Zhang

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

43 Citations (Scopus)

Abstract

The confinement of Brønsted acidic 1-methyl-3-(3-sulfopropyl)-1H-imidazol-3-ium hydrosulfate ([PSMIm][HSO₄]) into the channel walls of two-dimensional (2D) COFs using a one-pot self-assembly strategy was achieved by incorporating an imine-linked TPB-DMTP-COF (TPB, triphenylbenzene; DMTP, dimethoxyterephthaldehyde) as the host. An appropriate loading of [PSMIm][HSO₄] is crucial for the BIL-COF hybrids to maintain proper geometry in the channel and sufficient acidic sites for the sorbitol substrate and sorbitan intermediate to enter and react. The best yield of isosorbide (97%) from sorbitol to date was obtained in the presence of BIL-COF-30 as the catalyst under optimized conditions. Besides, BIL-COF-30 can be recycled for at least five runs without activity loss.

Original language	English
Pages (from-to)	4792-4799
Number of pages	8
Journal	Green Chemistry
Volume	21
Issue number	17
DOIs	https://doi.org/10.1039/c9gc02126d
Publication status	Published - 2019
Externally published	Yes

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@article{198a650b8a154515bb8e8870eb90e271,

title = "Confinement of Br{\o}nsted acidic ionic liquids into covalent organic frameworks as a catalyst for dehydrative formation of isosorbide from sorbitol",

abstract = "The confinement of Br{\o}nsted acidic 1-methyl-3-(3-sulfopropyl)-1H-imidazol-3-ium hydrosulfate ([PSMIm][HSO4]) into the channel walls of two-dimensional (2D) COFs using a one-pot self-assembly strategy was achieved by incorporating an imine-linked TPB-DMTP-COF (TPB, triphenylbenzene; DMTP, dimethoxyterephthaldehyde) as the host. An appropriate loading of [PSMIm][HSO4] is crucial for the BIL-COF hybrids to maintain proper geometry in the channel and sufficient acidic sites for the sorbitol substrate and sorbitan intermediate to enter and react. The best yield of isosorbide (97%) from sorbitol to date was obtained in the presence of BIL-COF-30 as the catalyst under optimized conditions. Besides, BIL-COF-30 can be recycled for at least five runs without activity loss.",

author = "Du, {Yi Ran} and Xu, {Bao Hua} and Pan, {Jia Sheng} and Wu, {Yi Wei} and Peng, {Xiao Ming} and Wang, {Yao Feng} and Zhang, {Suo Jiang}",

note = "Publisher Copyright: {\textcopyright} The Royal Society of Chemistry.",

year = "2019",

doi = "10.1039/c9gc02126d",

language = "English",

volume = "21",

pages = "4792--4799",

journal = "Green Chemistry",

issn = "1463-9262",

publisher = "Royal Society of Chemistry",

number = "17",

}

TY - JOUR

T1 - Confinement of Brønsted acidic ionic liquids into covalent organic frameworks as a catalyst for dehydrative formation of isosorbide from sorbitol

AU - Du, Yi Ran

AU - Xu, Bao Hua

AU - Pan, Jia Sheng

AU - Wu, Yi Wei

AU - Peng, Xiao Ming

AU - Wang, Yao Feng

AU - Zhang, Suo Jiang

PY - 2019

Y1 - 2019

N2 - The confinement of Brønsted acidic 1-methyl-3-(3-sulfopropyl)-1H-imidazol-3-ium hydrosulfate ([PSMIm][HSO4]) into the channel walls of two-dimensional (2D) COFs using a one-pot self-assembly strategy was achieved by incorporating an imine-linked TPB-DMTP-COF (TPB, triphenylbenzene; DMTP, dimethoxyterephthaldehyde) as the host. An appropriate loading of [PSMIm][HSO4] is crucial for the BIL-COF hybrids to maintain proper geometry in the channel and sufficient acidic sites for the sorbitol substrate and sorbitan intermediate to enter and react. The best yield of isosorbide (97%) from sorbitol to date was obtained in the presence of BIL-COF-30 as the catalyst under optimized conditions. Besides, BIL-COF-30 can be recycled for at least five runs without activity loss.

AB - The confinement of Brønsted acidic 1-methyl-3-(3-sulfopropyl)-1H-imidazol-3-ium hydrosulfate ([PSMIm][HSO4]) into the channel walls of two-dimensional (2D) COFs using a one-pot self-assembly strategy was achieved by incorporating an imine-linked TPB-DMTP-COF (TPB, triphenylbenzene; DMTP, dimethoxyterephthaldehyde) as the host. An appropriate loading of [PSMIm][HSO4] is crucial for the BIL-COF hybrids to maintain proper geometry in the channel and sufficient acidic sites for the sorbitol substrate and sorbitan intermediate to enter and react. The best yield of isosorbide (97%) from sorbitol to date was obtained in the presence of BIL-COF-30 as the catalyst under optimized conditions. Besides, BIL-COF-30 can be recycled for at least five runs without activity loss.

UR - http://www.scopus.com/inward/record.url?scp=85071752634&partnerID=8YFLogxK

U2 - 10.1039/c9gc02126d

DO - 10.1039/c9gc02126d

M3 - Article

AN - SCOPUS:85071752634

SN - 1463-9262

VL - 21

SP - 4792

EP - 4799

JO - Green Chemistry

JF - Green Chemistry

IS - 17

ER -

Confinement of Brønsted acidic ionic liquids into covalent organic frameworks as a catalyst for dehydrative formation of isosorbide from sorbitol

Abstract

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