Basic polymerized imidazolide-based ionic liquid: An efficient catalyst for aqueous Knoevenagel condensation

Libing Ding; Hansheng Li; Yaping Zhang; Kun Zhang; Hong Yuan; Qin Wu; Yun Zhao; Qingze Jiao; Daxin Shi

doi:10.1039/c5ra01700a

Basic polymerized imidazolide-based ionic liquid: An efficient catalyst for aqueous Knoevenagel condensation

Libing Ding, Hansheng Li, Yaping Zhang, Kun Zhang, Hong Yuan, Qin Wu^*, Yun Zhao, Qingze Jiao, Daxin Shi

^*Corresponding author for this work

Beijing Institute of Technology

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

15 Citations (Scopus)

Abstract

A novel basic polymerized ionic liquid (BPIL): polymeric 1-[(4-ethenylphenyl)methyl]-3-propylimidazolium imidazolide was synthesized and characterized by Fourier transform infrared (FT-IR), nuclear magnetic resonance (NMR) and electron spray ionization mass spectrometry (ESI-MS). The BPIL was used as an efficient catalyst for aqueous Knoevenagel condensations with extended substrates. In comparison with common base catalysts, the BPIL showed high catalytic activity, which was ascribed to the cooperation between the strong basicity and the high surface activity. Moreover, the BPIL with high molecular weight has high surface activity and low catalytic activity. In addition, the BPIL was easily recovered and maintained high catalytic activity after five cycles of use in the system using benzaldehyde and malononitrile as substrates.

Original language	English
Pages (from-to)	21415-21421
Number of pages	7
Journal	RSC Advances
Volume	5
Issue number	27
DOIs	https://doi.org/10.1039/c5ra01700a
Publication status	Published - 2015

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title = "Basic polymerized imidazolide-based ionic liquid: An efficient catalyst for aqueous Knoevenagel condensation",

abstract = "A novel basic polymerized ionic liquid (BPIL): polymeric 1-[(4-ethenylphenyl)methyl]-3-propylimidazolium imidazolide was synthesized and characterized by Fourier transform infrared (FT-IR), nuclear magnetic resonance (NMR) and electron spray ionization mass spectrometry (ESI-MS). The BPIL was used as an efficient catalyst for aqueous Knoevenagel condensations with extended substrates. In comparison with common base catalysts, the BPIL showed high catalytic activity, which was ascribed to the cooperation between the strong basicity and the high surface activity. Moreover, the BPIL with high molecular weight has high surface activity and low catalytic activity. In addition, the BPIL was easily recovered and maintained high catalytic activity after five cycles of use in the system using benzaldehyde and malononitrile as substrates.",

author = "Libing Ding and Hansheng Li and Yaping Zhang and Kun Zhang and Hong Yuan and Qin Wu and Yun Zhao and Qingze Jiao and Daxin Shi",

note = "Publisher Copyright: {\textcopyright} 2015 The Royal Society of Chemistry.",

year = "2015",

doi = "10.1039/c5ra01700a",

language = "English",

volume = "5",

pages = "21415--21421",

journal = "RSC Advances",

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TY - JOUR

T1 - Basic polymerized imidazolide-based ionic liquid

T2 - An efficient catalyst for aqueous Knoevenagel condensation

AU - Ding, Libing

AU - Li, Hansheng

AU - Zhang, Yaping

AU - Zhang, Kun

AU - Yuan, Hong

AU - Wu, Qin

AU - Zhao, Yun

AU - Jiao, Qingze

AU - Shi, Daxin

PY - 2015

Y1 - 2015

N2 - A novel basic polymerized ionic liquid (BPIL): polymeric 1-[(4-ethenylphenyl)methyl]-3-propylimidazolium imidazolide was synthesized and characterized by Fourier transform infrared (FT-IR), nuclear magnetic resonance (NMR) and electron spray ionization mass spectrometry (ESI-MS). The BPIL was used as an efficient catalyst for aqueous Knoevenagel condensations with extended substrates. In comparison with common base catalysts, the BPIL showed high catalytic activity, which was ascribed to the cooperation between the strong basicity and the high surface activity. Moreover, the BPIL with high molecular weight has high surface activity and low catalytic activity. In addition, the BPIL was easily recovered and maintained high catalytic activity after five cycles of use in the system using benzaldehyde and malononitrile as substrates.

AB - A novel basic polymerized ionic liquid (BPIL): polymeric 1-[(4-ethenylphenyl)methyl]-3-propylimidazolium imidazolide was synthesized and characterized by Fourier transform infrared (FT-IR), nuclear magnetic resonance (NMR) and electron spray ionization mass spectrometry (ESI-MS). The BPIL was used as an efficient catalyst for aqueous Knoevenagel condensations with extended substrates. In comparison with common base catalysts, the BPIL showed high catalytic activity, which was ascribed to the cooperation between the strong basicity and the high surface activity. Moreover, the BPIL with high molecular weight has high surface activity and low catalytic activity. In addition, the BPIL was easily recovered and maintained high catalytic activity after five cycles of use in the system using benzaldehyde and malononitrile as substrates.

UR - http://www.scopus.com/inward/record.url?scp=84923879002&partnerID=8YFLogxK

U2 - 10.1039/c5ra01700a

DO - 10.1039/c5ra01700a

M3 - Article

AN - SCOPUS:84923879002

SN - 2046-2069

VL - 5

SP - 21415

EP - 21421

JO - RSC Advances

JF - RSC Advances

IS - 27

ER -

Basic polymerized imidazolide-based ionic liquid: An efficient catalyst for aqueous Knoevenagel condensation

Abstract

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