Ionization of a covalent organic framework for catalyzing the cycloaddition reaction between epoxides and carbon dioxide

Zhang, Yan; Hu, Hui; Ju, Jia; Yan, Qiliang; Arumugam, Vasanthakumar; Jing, Xuechao; Cai, Huaqiang; Gao, Yanan

doi:10.1016/s1872-2067(19)63487-x

Cited by 65 publications

(54 citation statements)

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“…In addition, the high crystallinity and porosity of COF‐HNU3 as well as the catalytic activity were mostly maintained after being reuses at least ten times. A similar phenomenon was also observed in porous imine‐linked porphyrin COFs (IL@Por‐COF), which was synthesized by the successive immobilization of 1,4‐dibromobutane and further N ‐methylimidazole onto the channel walls of IL@Por‐COF as shown in Scheme . After grafting ionic groups onto the surface of presynthetic polymeric materials, the specific surface area decreased significantly from 1123 to 513 m 2 g −1 , followed by a reduced CO 2 uptake value.…”

Section: Design and Synthesis Of Imidazolium‐functionalized Organic Csupporting

confidence: 60%

Recent Advances on Imidazolium‐Functionalized Organic Cationic Polymers for CO₂ Adsorption and Simultaneous Conversion into Cyclic Carbonates

et al. 2020

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The cycloaddition reaction of CO2 with various epoxides to generate cyclic carbonates is one of the most promising and efficient approaches for CO2 fixation. Typical imidazolium‐based ionic liquids possessing electrophilic cations and nucleophilic halogen anions have been identified as excellent and environmentally friendly candidates for synergistically activating epoxides to convert CO2. Therefore, the feasible construction of a series of imidazolium‐functionalized organic cationic polymers can bridge the gap between homogeneous and heterogeneous catalysis, thereby obtaining highly selective CO2 adsorption and simultaneous conversion ability. This Review describes the recent advancements made with regard to the design and synthesis of this type of polymeric networks having imidazolium functionality. They are considered as an outstanding heterogeneous catalyst for the cycloaddition of CO2 to epoxides. Based on the perspective from the design of building blocks to the synthesis of cationic polymers, the focus mainly lies on how to introduce imidazole units into the material backbone via a covalent linking approach and how to incorporate other active sites capable of activating CO2 and/or epoxides into such polymeric materials.

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Section: Design and Synthesis Of Imidazolium‐functionalized Organic Csupporting

confidence: 60%

Recent Advances on Imidazolium‐Functionalized Organic Cationic Polymers for CO₂ Adsorption and Simultaneous Conversion into Cyclic Carbonates

et al. 2020

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“…Fourier-transform infrared (FT-IR) spectra showed a C=N stretching vibration band at 1620 cm −1 , indicative of the formation of imine linkages (Figure S1). cation, COFs have been used as catalyst supports for cyclic carbonate synthesis, uid [63,64] or poly (ionic liquid)s [65], copper oxide nanoparticles [66] and ionic [67] were grafted within the frameworks of COFs that provided promising catal formance. However, it is difficult to realize substrate size for such catalytic sy reactions proceed through one-dimensional (1D) channels of COFs.…”

Section: Synthesis and Characterization Of The Cofmentioning

confidence: 99%

“…Similarly, a zinc-porphyrin COF (COF-366-Zn) also gave good cyclic carbonates yield, but the reaction needs acetonitrile as solvent and the reaction condition is still harsh (120 • C, 1.5 MPa CO 2 ) [62]. Due to pre-designability and easy-modification, COFs have been used as catalyst supports for cyclic carbonate synthesis, ionic liquid [63,64] or poly (ionic liquid)s [65], copper oxide nanoparticles [66] and ionic polymer [67] were grafted within the frameworks of COFs that provided promising catalytic performance. However, it is difficult to realize substrate size for such catalytic systems as reactions proceed through one-dimensional (1D) channels of COFs.…”

Section: Introductionmentioning

confidence: 99%

Covalent Organic Frameworks for Simultaneous CO2 Capture and Selective Catalytic Transformation

Zhang

Zuo

et al. 2021

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Combination of capture and simultaneous conversion of CO2 into valuable chemicals is a fascinating strategy for reducing CO2 emissions. Therefore, searching for heterogeneous catalysts for efficient catalytic conversion of CO2 is of great importance for carbon capture and utilization. Herein, we report a metalloporphyrin-based covalent organic framework (Co(II)@TA-TF COF) that can capture CO2 and simultaneously convert it into cyclic carbonates under mild conditions. The COF was designed to possess micropores for the adsorption of CO2 and integrated with cobalt(II) porphyrin (Co(II)@TAPP) units as catalytic sites into the vertices of the layered tetragonal networks. The structure of the Co(II)@TA-TF COF is unique where Co(II)@TAPP units are alternately stacked along the z direction with a slipped distance of 1.7 Å, which gives an accessible space to accommodate small molecules, making it possible to expose catalytic sites to substrates within the adjacent stacked layers. As a result, this COF is found to be highly effective for the addition of CO2 and epoxides. Importantly, the Co(II)@TA-TF COF exhibited a dramatic size selectivity for substrates. In conjunction with its reusability, our results highlight the development of a new function of COFs for targeting simultaneous CO2 absorption and utilization upon complementary exploration of the structural features of skeletons and pores. Such promising catalytic performance of the COF makes it possible for its potential practical application.

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“…COFs have been tested in carbon fixation reactions with promising results [ 43 ]. Namely, CO 2 cycloaddition to epoxides has been successfully reported for COFs containing hydroxyl [ 157 , 158 , 159 ], hydroxylamine [ 160 ] or ionic liquid derivatives [ 161 , 162 , 163 , 164 ] as substituting groups, as well as COFs impregnated with silver [ 165 ] or zinc [ 166 ] metal nanoparticles.…”

Section: Cof Applicationsmentioning

confidence: 99%

Covalent Organic Frameworks: Synthesis, Properties and Applications—An Overview

et al. 2021

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Covalent Organic Frameworks (COFs) are an exciting new class of microporous polymers with unprecedented properties in organic material chemistry. They are generally built from rigid, geometrically defined organic building blocks resulting in robust, covalently bonded crystalline networks that extend in two or three dimensions. By strategically combining monomers with specific structures and properties, synthesized COF materials can be fine-tuned and controlled at the atomic level, with unparalleled precision on intrapore chemical environment; moreover, the unusually high pore accessibility allows for easy post-synthetic pore wall modification after the COF is synthesized. Overall, COFs combine high, permanent porosity and surface area with high thermal and chemical stability, crystallinity and customizability, making them ideal candidates for a myriad of promising new solutions in a vast number of scientific fields, with widely varying applications such as gas adsorption and storage, pollutant removal, degradation and separation, advanced filtration, heterogeneous catalysis, chemical sensing, biomedical applications, energy storage and production and a vast array of optoelectronic solutions. This review attempts to give a brief insight on COF history, the overall strategies and techniques for rational COF synthesis and post-synthetic functionalization, as well as a glance at the exponentially growing field of COF research, summarizing their main properties and introducing the numerous technological and industrial state of the art applications, with noteworthy examples found in the literature.

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Ionization of a covalent organic framework for catalyzing the cycloaddition reaction between epoxides and carbon dioxide

Cited by 65 publications

References 50 publications

Recent Advances on Imidazolium‐Functionalized Organic Cationic Polymers for CO₂ Adsorption and Simultaneous Conversion into Cyclic Carbonates

Recent Advances on Imidazolium‐Functionalized Organic Cationic Polymers for CO₂ Adsorption and Simultaneous Conversion into Cyclic Carbonates

Covalent Organic Frameworks for Simultaneous CO2 Capture and Selective Catalytic Transformation

Covalent Organic Frameworks: Synthesis, Properties and Applications—An Overview

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Ionization of a covalent organic framework for catalyzing the cycloaddition reaction between epoxides and carbon dioxide

Cited by 65 publications

References 50 publications

Recent Advances on Imidazolium‐Functionalized Organic Cationic Polymers for CO2 Adsorption and Simultaneous Conversion into Cyclic Carbonates

Recent Advances on Imidazolium‐Functionalized Organic Cationic Polymers for CO2 Adsorption and Simultaneous Conversion into Cyclic Carbonates

Covalent Organic Frameworks for Simultaneous CO2 Capture and Selective Catalytic Transformation

Covalent Organic Frameworks: Synthesis, Properties and Applications—An Overview

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Recent Advances on Imidazolium‐Functionalized Organic Cationic Polymers for CO₂ Adsorption and Simultaneous Conversion into Cyclic Carbonates

Recent Advances on Imidazolium‐Functionalized Organic Cationic Polymers for CO₂ Adsorption and Simultaneous Conversion into Cyclic Carbonates