Benzyl substituted imidazolium ionic liquids as efficient solvent-free catalysts for the cycloaddition of CO 2 with epoxides: Experimental and Theoretic study

Wang, Tengfei; Zheng, Danning; Ma, Yuan; Guo, Jiayi; He, Zhipeng; Ma, Bin; Liu, Lianhuan; Ren, Tiegang; Wang, Li; Zhang, Jinglai

doi:10.1016/j.jcou.2017.09.009

Cited by 49 publications

(23 citation statements)

References 65 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Several heterogeneous catalysts, such as metal oxides; MgO [55,56], Nb 2 O 5 [43], Mg-Al oxide, guanidine-MCM-41 [57], Adeine-Pr-Al-SBA-15 [58], Cr-salen-SiO 2 [13], Mn-salen-SiO 2 [42], ClAlPC-MCM-41 [59], 3-(2-hydroxyl-ethyl)-1-propyl imidazolium bromide-SBA-15, and zeolite-based organic-inorganic hybrid catalysts have also been investigated [55][56][57][58][59][60][61][62][63][64][65][66].…”

Section: Scheme 2 Cycloaddition Of Co 2 To Epoxide Forming Cyclic Camentioning

confidence: 99%

“…This was due to changes in the phase from gas to supercritical fluid, where a part of styrene oxide (SO) dissolves in the supercritical condition. On the other hand, Wang, et. al (2017) [65] approach was for the same reaction but different perspective, i.e., introduction of high concentration of CO 2 dissolves within a substrate or "liquefies" the formation of intermediate complex.…”

Section: Effect Of Influence Of Reaction Pressure Condition For Cyclomentioning

confidence: 99%

“…On the other hand, Wang, et. al (2017) [65] approach was for the same reaction but different perspective, i.e., introduction of high concentration of CO2 dissolves within a substrate or "liquefies" the formation of intermediate complex. Xiang et al (2009) [52] reported that the many oligomers were produced as the side products such as propylene oxide and styrene oxide due to insertion of CO2 at high pressure in a solvent-less condition.…”

Section: Effect Of Influence Of Solvent For Cycloaddition Of Epoxidesmentioning

confidence: 99%

“…Ionic liquid (IL) is recently explored as efficient catalysts with growing importance over the past decades [64]. Since 2003, ILs have widely been adopted in the chemical industry as a solvent as well as catalysts for many fine chemical productions [60][61][62][63][64][65]. Hence, a quaternary ammonium ion together with a halide anion, -OH, or a -COOH group with ionic liquid was considered as potential materials for heterogeneous catalysis.…”

Section: Introductionmentioning

confidence: 99%

See 3 more Smart Citations

Review on Carbon Dioxide Utilization for Cycloaddition of Epoxides by Ionic Liquid-Modified Hybrid Catalysts: Effect of Influential Parameters and Mechanisms Insight

et al. 2020

View full text Add to dashboard Cite

The storage, utilization, and control of the greenhouse (CO2) gas is a topic of interest for researchers in academia and society. The present review article is dedicating to cover the overall role of ionic liquid-modified hybrid materials in cycloaddition reactions. Special emphasis is on the synthesis of various cyclic carbonate using ionic liquid-based modified catalysts. Catalytic activity studies have discussed with respect to process conditions and their effects on conversion and product selectivity for the reaction of cycloaddition of CO2 with styrene oxide. The reaction temperature and the partial pressure of CO2 have found to play a key role in cyclic carbonate formation. The role of other influential parameter (solvent effect) is also discussed for the conversion of cyclic/aromatic oxides to polycarbonate production. Our own research work that deals with ionic liquid-based halide-modified mesoporous catalyst (MCM-41 type) derived from rice husk waste has also been discussed. Finally, the role of carbon dioxide activation and ring-opening mechanisms involved in the cyclic carbonate product formation from CO2 have been discussed.

show abstract

Section: Scheme 2 Cycloaddition Of Co 2 To Epoxide Forming Cyclic Camentioning

confidence: 99%

Section: Effect Of Influence Of Reaction Pressure Condition For Cyclomentioning

confidence: 99%

Section: Effect Of Influence Of Solvent For Cycloaddition Of Epoxidesmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Review on Carbon Dioxide Utilization for Cycloaddition of Epoxides by Ionic Liquid-Modified Hybrid Catalysts: Effect of Influential Parameters and Mechanisms Insight

et al. 2020

View full text Add to dashboard Cite

show abstract

“…Development of efficient catalysts for cycloaddition of epoxides with CO 2 is an attractive topic for the industrial application. Various catalysts have been developed, such as organocatalysts, inorganic salt and organic salt catalysts, quaternary ammonium salts, ionic liquid catalysts and metal complex catalysts et al…”

Section: Introductionmentioning

confidence: 99%

Pyridinium‐functionalized metalloporphyrins as bifunctional catalysts for cycloaddition of epoxides and carbon dioxide

Sun²,

et al. 2020

Applied Organom Chemis

View full text Add to dashboard Cite

New pyridinium‐functionalized metalloporphyrins MEtPpBr4 (M = Zn2+, Co2+, Ni2+, Cu2+; EtPp = 5, 10, 15, 20‐tetra(4‐(3‐(N‐ethyl‐4‐pyridyl)pyrazolyl)phenyl)porphyrin) were synthesized as bifunctional catalysts for the cycloaddition reactions of epoxides and CO2. The effects of catalyst loading, CO2 pressure, reaction temperature and time on catalytic activity were investigated. ZnEtPpBr4 (1) and CoEtPpBr4 (2) exhibited efficient activities in the cycloaddition reactions of various epoxides with CO2 as at 120 °C under 2 MPa of CO2 pressure without solvent. Most of corresponding cyclic carbonates could be obtained in almost quantitative yields and > 99.9% selectivity with molar ratio of epoxide/catalyst 2222 after 8 hr of reaction.

show abstract

Controllable Homogeneity/Heterogeneity Switch of Imidazolium Ionic Liquids for CO₂ Utilization

Byun

Zhang

2018

ChemCatChem

View full text Add to dashboard Cite

Imidazolium ionic liquids (IL) have been recognized as a promising platform for CO2 capture and conversion owing to the structural designability through molecular combination of cationic substituents and counter anions. However, the conventional homogeneous catalysis with ILs accompanies a laborious work‐up procedure to recycle the catalyst and purify product after the reaction, limiting the applicability of ILs. Herein, we optimize the molecular structure of imidazolium ILs to mediate the cycloaddition of CO2 upon epoxides, in which the IL functions as a homogeneous catalyst but exhibits heterogeneous separation capability. By varying the length of alkyl substituent on the imidazolium ring, the conversion efficiency of the epoxide into cyclic carbonate could be accelerated owing to higher reactivity of anions with longer aliphatic chains. The conversion efficiency was further optimized by having a proper type of counter anions with suitable level of nucleophilicity. The long‐chain IL exhibited temperature‐responsive phase transition behavior, allowing a facile isolation of IL and products after the reaction. In addition, with the high purity of obtained cyclic carbonates, non‐isocyanate poly(hydroxylurethane)s could be produced by polyaddition of diamines, promoting the utilization of CO2 as a chemical building block.

show abstract

Benzyl substituted imidazolium ionic liquids as efficient solvent-free catalysts for the cycloaddition of CO 2 with epoxides: Experimental and Theoretic study

Cited by 49 publications

References 65 publications

Review on Carbon Dioxide Utilization for Cycloaddition of Epoxides by Ionic Liquid-Modified Hybrid Catalysts: Effect of Influential Parameters and Mechanisms Insight

Review on Carbon Dioxide Utilization for Cycloaddition of Epoxides by Ionic Liquid-Modified Hybrid Catalysts: Effect of Influential Parameters and Mechanisms Insight

Pyridinium‐functionalized metalloporphyrins as bifunctional catalysts for cycloaddition of epoxides and carbon dioxide

Controllable Homogeneity/Heterogeneity Switch of Imidazolium Ionic Liquids for CO₂ Utilization

Contact Info

Product

Resources

About

Benzyl substituted imidazolium ionic liquids as efficient solvent-free catalysts for the cycloaddition of CO 2 with epoxides: Experimental and Theoretic study

Cited by 49 publications

References 65 publications

Review on Carbon Dioxide Utilization for Cycloaddition of Epoxides by Ionic Liquid-Modified Hybrid Catalysts: Effect of Influential Parameters and Mechanisms Insight

Review on Carbon Dioxide Utilization for Cycloaddition of Epoxides by Ionic Liquid-Modified Hybrid Catalysts: Effect of Influential Parameters and Mechanisms Insight

Pyridinium‐functionalized metalloporphyrins as bifunctional catalysts for cycloaddition of epoxides and carbon dioxide

Controllable Homogeneity/Heterogeneity Switch of Imidazolium Ionic Liquids for CO2 Utilization

Contact Info

Product

Resources

About

Controllable Homogeneity/Heterogeneity Switch of Imidazolium Ionic Liquids for CO₂ Utilization