4427-92-3Relevant articles and documents
Phenol and Organic Bases Co-Catalyzed Chemical Fixation of Carbon Dioxide with Terminal Epoxides to Form Cyclic Carbonates
Shen, Yu-Mei,Duan, Wei-Liang,Shi, Min
, p. 337 - 340 (2003)
Phenol can efficiently catalyze the reactions of terminal epoxides with carbon dioxide in the presence of catalytic amounts of various organic bases such as 4-dimethylaminopyridine (DMAP), pyridine, 1,8-diazabicyclo[5.4.0]undec- 7-ene, and triethylamine t
Atomic zinc dispersed on graphene synthesized for active CO2 fixation to cyclic carbonates
Wang, Congwei,Song, Qingwen,Zhang, Kan,Liu, Ping,Wang, Junying,Wang, Jianmei,Zhang, Hengxuan,Wang, Junzhong
, p. 1299 - 1302 (2019)
CO2 fixation to cyclic carbonates is important but depends on the catalyst. Here, atomic zinc (1.62 at%) dispersed on graphene was synthesized as a high-performance heterocatalyst for the cycloaddition reaction of epoxides and CO2. H
Halogen-free fixation of carbon dioxide into cyclic carbonatesviabifunctional organocatalysts
Zhang, Feng,Bulut, Safak,Shen, Xiaojun,Dong, Minghua,Wang, Yanyan,Cheng, Xiaomeng,Liu, Huizhen,Han, Buxing
, p. 1147 - 1153 (2021)
Bifunctional organocatalysts bearing diamine and carboxylic acid groups were used for the preparation of cyclic carbonates by cycloaddition reactions of CO2and epoxides. Hydrogen-bonding interactions originating from carboxylic acids are of eno
Cycloaddition of COto epoxides catalyzed by N-heterocyclic carbene (NHC)-ZnBrsystem under mild conditions
Liu, Xiang,Cao, Changsheng,Li, Yunfei,Guan, Pei,Yang, Longguang,Shi, Yanhui
, p. 1343 - 1348 (2012)
A very simple and convenient method toward coupling of COwith epoxides catalyzed by NHC/ZnBrhas been developed. This catalytic system exhibits excellent activity and selectivity in the cycloaddition reactions of COto terminal epoxides. The reactions can e
Highly Active Ultrasmall Ni Nanoparticle Embedded Inside a Robust Metal-Organic Framework: Remarkably Improved Adsorption, Selectivity, and Solvent-Free Efficient Fixation of CO2
Singh, Manpreet,Solanki, Pratik,Patel, Parth,Mondal, Aniruddha,Neogi, Subhadip
, p. 8100 - 8110 (2019)
We report integrating additional functionality in an amine decorated, robust metal-organic framework (MOF) by encapsulating Ni nanoparticles (NPs). In-depth characterization of the postmodified structure confirms well-dispersed and ultrasmall NPs inside t
Correlation between the basicity of solid bases and their catalytic activity towards the synthesis of unsymmetrical organic carbonates
Veldurthy, Bhaskar,Clacens, Jean-Marc,Figueras, Francois
, p. 237 - 242 (2005)
The correlation between the basic properties of solid catalysts and the reaction rate of the selective synthesis of unsymmetrical organic carbonates via direct condensation of diethylcarbonate (DEC) and alcohols was investigated. A detailed kinetic study of the transesterification of 1-phenylethanol and DEC was made with catalysts with different basic strengths. The solids included fluorinated hydrotalcite, MgLa mixed oxides, CsF (pure or supported on α- and γ-aluminas), KF (pure or supported on α- and γ-aluminas), anatase, rutile, and zirconia. Basic properties were determined by the adsorption of CO2, measured by gravimetry coupled with mass spectrometry and by calorimetry. Both techniques show a higher basicity for MgLa mixed oxides. The rate of the reaction was roughly proportional to the number of strongly basic sites present on the catalyst, except for CsF/α-Al 2O3, which showed higher activity for several different substrates in spite of a lower number and strength of basic sites. This is attributed to the high nucleophilicity of the alcoholate formed as an intermediate. The addition of water to the reaction medium induces two effects: inhibition of the reaction and the promotion of etherification of the substrate by ethanol as a side reaction. The catalysts can be reused several times with a small loss of activity.
Bifunctional coordination polymers as efficient catalysts for carbon dioxide conversion
Arunachalam, Rajendran,Chinnaraja, Eswaran,Valkonen, Arto,Rissanen, Kari,Subramanian, Palani S.
, (2019)
The multidentate ligand H2L upon complexation with Zn (II) and Cd (II) provide a one-dimensional polymeric networks. These coordination polymers (CPs) CP-1 and CP-2 containing Zn (II) and Cd (II) metals respectively are well characterized. The
Hydrogen bonding-inspired organocatalysts for CO2 fixation with epoxides to cyclic carbonates
Liu, Xiao-Fang,Song, Qing-Wen,Zhang, Shuai,He, Liang-Nian
, p. 69 - 74 (2016)
Carboxyl-containing organocatalysts, e.g. EDTA (ethylenediaminetetraacetic acid) in combination with nucleophilic halide such as nBu4NBr were demonstrated to be efficient catalyst systems for the synthesis of cyclic carbonates from CO2/su
[Zinc(II)(Pyridine-Containing Ligand)] Complexes as Single-Component Efficient Catalyst for Chemical Fixation of CO2 with Epoxides
Abbiati, Giorgio,Caselli, Alessandro,Cavalleri, Matteo,Panza, Nicola,Rizzato, Silvia,Tseberlidis, Giorgio,di Biase, Armando
, p. 2764 - 2771 (2021)
The reaction between epoxides and CO2 to yield cyclic carbonates is efficiently promoted under solvent-free and relatively mild reaction conditions (0.5 mol % catalyst loading, 0.8 MPa, 125 °C) by zinc(II) complexes of pyridine containing macrocyclic ligands (Pc?L pyridinophanes). The zinc complexes have been fully characterized, including X-ray structural determination. The [Zn(II)X(Pc?L)]X complexes showed good solubility in several polar solvents, including cyclic carbonates. The scope of the reaction under solvent-free conditions has been studied and good to quantitative conversions with excellent selectivities have been obtained, starting from terminal epoxides. When solvent-free conditions were not possible (solid epoxides or low solubility of the catalyst in the oxirane) the use of cyclic carbonates as solvents has been successfully investigated. The remarkable stability of the catalytic system has been demonstrated by a series of consecutive runs.
Potassium Ions Induced Framework Interpenetration for Enhancing the Stability of Uranium-Based Porphyrin MOF with Visible-Light-Driven Photocatalytic Activity
Huang, Zhi-Wei,Hu, Kong-Qiu,Mei, Lei,Wang, Cong-Zhi,Chen, Yan-Mei,Wu, Wang-Suo,Chai, Zhi-Fang,Shi, Wei-Qun
, p. 651 - 659 (2021)
The stability of many MOFs is not satisfactory, which severely limits the exploration of their potential applications. Given this, we have proposed a strategy to improve the stability of MOFs by introducing alkali metal K+ capable of coordinating with met
Fabrication of metal-organic framework and infinite coordination polymer nanosheets by the spray technique
Li, Yu-Nong,Wang, Sha,Zhou, Yuan,Bai, Xiao-Jue,Song, Guo-Shuai,Zhao, Xue-Ying,Wang, Tie-Qiang,Qi, Xuan,Zhang, Xue-Min,Fu, Yu
, p. 1060 - 1065 (2017)
We have developed a rapid and convenient method for fabricating metal-organic framework (MOF) and infinite coordination polymer (ICP) nanosheets by spraying the atomized solution of metal ions onto the organic ligand solution. Nanosheet formation could be attributed to the anisotropic diffusion of metal ions in the ligand solution, which may give rise to a lateral interface of metal ions and organic ligands, where the crystals tend to grow laterally in the form of nanosheets. Three kinds of Zn- and Cu-based MOF nanosheets and two kinds of Co-based ICP nanosheets have been successfully obtained by spraying under mild conditions. The two-dimensional structures of nanosheets with a nanometer thickness and a homogeneous size can be evidenced by scanning electron microscopy, atomic force microscopy, X-ray diffraction, Brunauer-Emmett-Teller, and Fourier transform infrared spectroscopy measurements. Furthermore, the fabricated ICP nanosheets have exhibited efficient catalytic performance for the conversion of CO2 to high-value-added chemicals. This spray technique simplifies the nanosheet production process by industrialized means and enhances its controllability by the fast liquid-liquid interfacial fabrication, thus allowing access to the industrialized fabrication of MOF and ICP nanosheets. (Figure Presented).
Synthesis of cyclic carbonate from carbon dioxide and epoxides with polystyrene-supported quaternized ammonium salt catalysts
Lee, Sun-Do,Kim, Bo-Mi,Kim, Dong-Woo,Kim, Moon-Il,Roshan, Kuruppathparambil Roshith,Kim, Min-Kyung,Won, Yong-Son,Park, Dae-Won
, p. 69 - 76 (2014)
Polystyrene-supported quaternized ammonium salt catalysts (PS-alkyl-AX) were synthesized and characterized by various physicochemical analytic methods such as EA, FT-IR, XPS, and SEM. The reactivity of the catalysts was investigated for the synthesis of a
Synthesis of Cross-linked Ionic Poly(styrenes) and their Application as Catalysts for the Synthesis of Carbonates from CO2 and Epoxides
Bobbink, Felix D.,Van Muyden, Antoine P.,Gopakumar, Aswin,Fei, Zhaofu,Dyson, Paul J.
, p. 144 - 151 (2017)
A series of dicationic styrene-functionalized imidazolium-based salts, in which the two imidazolium rings are bridged by a functionalized spacer, are prepared. The salts are polymerized to afford cross-linked imidazolium-based ionic polystyrene materials,
Broadening the Scope of Steroidal Scaffolds: The Umpolung of a Bis-Primary Amine Precatalyst for the Insertion of CO2into Epoxides
Concellón, Carmen,Del Amo, Vicente,Fanjul-Mosteirín, Noé,Martín, Judith,Valdés, Carlos
, p. 6988 - 6992 (2020)
A cholic acid-based bis-primary amine is capable of promoting the insertion of CO2 into epoxides with the cooperative aid of an iodide anion. This framework is transformed in situ into a bis-carbamic acid. The latter is the active catalytic species, opera
Polymer grafted with asymmetrical dication ionic liquid as efficient and reusable catalysts for the synthesis of cyclic carbonates from CO2 and expoxides
Dai, Wei-Li,Bi, Jin,Luo, Sheng-Lian,Luo, Xu-Biao,Tu, Xin-Man,Au, Chak-Tong
, p. 92 - 99 (2014)
Polymer grafted with asymmetrical dication ionic liquid (IL) based on imidazolium and phosphonium ([P-Im-C4H8Ph 3P]Br2) was fabricated, and for the first time evaluated as catalyst for the synthesis of cyclic ca
G-C3N4 and tetrabutylammonium bromide catalyzed efficient conversion of epoxide to cyclic carbonate under ambient conditions
Biswas, Tanmoy,Mahalingam, Venkataramanan
, p. 14839 - 14842 (2017)
A g-C3N4 and n-Bu4N+Br- combination is used for the first time for the conversion of epoxides to cyclic carbonates under CO2 filled balloon conditions. This combination was found to be very
Ambient chemical fixation of CO2 using a highly efficient heterometallic helicate catalyst system
Wang, Li,Xu, Cong,Han, Qingxin,Tang, Xiaoliang,Zhou, Panpan,Zhang, Ruilian,Gao, Guoshu,Xu, Benhua,Qin, Wenwu,Liu, Weisheng
, p. 2212 - 2215 (2018)
Two novel heptanuclear 3d-4f helicates have been synthesized and characterized. The helicates act as catalysts and show high catalytic activity for the coupling of CO2 and epoxides to obtain cyclic carbonates with a wide substrate scope at ambient temperature and pressure.
A polyhedral oligomeric silsesquioxane-based catalyst for the efficient synthesis of cyclic carbonates
Bivona, Lucia A.,Fichera, Ornella,Fusaro, Luca,Giacalone, Francesco,Buaki-Sogo, Mireia,Gruttadauria, Michelangelo,Aprile, Carmela
, p. 5000 - 5007 (2015)
Polyhedral oligomeric silsesquioxane functionalized with imidazolium chloride peripheries (POSS-Imi) was successfully synthesized through a novel synthesis protocol. The solid was extensively characterized via1H NMR, 13C NMR and IR spectroscopy as well as combustion chemical analysis, mass spectrometry and transmission electron microscopy. Moreover, an in-depth investigation through 29Si NMR was performed. POSS-Imi was used for the first time as a catalyst for the conversion of CO2 and epoxides into cyclic carbonates with excellent results in terms of both yield and selectivity. The catalyst displayed improved catalytic performance with respect to unsupported 1-butyl-3-methylimidazolium chloride. The enhanced activity was ascribed to the proximity effect generated by the increased local concentration of imidazolium species surrounding the inorganic silsesquioxane core.
Metalated-bipyridine-based porous hybrid polymers with POSS-derived Si-OH groups for synergistic catalytic CO2fixation
Zhang, Yadong,Luo, Niu,Xu, Jingyu,Liu, Ke,Zhang, Shengqi,Xu, Qinglin,Huang, Rui,Long, Zhouyang,Tong, Minman,Chen, Guojian
, p. 11300 - 11309 (2020)
Herein, we construct a new series of N-heterocyclic ligand bipyridine-based porous hybrid polymers (denoted Bpy-PHPs) from the Heck reaction of a rigid building unit octavinylsilsesquioxane (VPOSS) and 5,5′-dibromo-2,2′-bipyridine. Surprisingly, the typical sample Bpy-PHP-4 was found to be a metal-/halogen-free heterogeneous catalyst in the cycloaddition reaction of CO2 with a few epoxides under atmospheric pressure. After coordination with ZnBr2, the resultant ZnBr2@Bpy-PHP-4 afforded largely enhanced heterogeneous catalytic activities upon the conversion of carbon dioxide (CO2) and various epoxides into cyclic carbonates without using any co-catalysts under mild conditions. The moderate catalytic activities of Bpy-PHP-4 may be due to the presence of hydrogen bond donors (HBDs), i.e., polyhedral oligomeric silsesquioxane (POSS)-derived Si-OH groups and N active sites from Bpy linkers. In comparison, the high catalytic efficiency of ZnBr2@Bpy-PHP-4 should be attributed to the synergistic catalysis of Si-OH groups, N active atoms, and Bpy-coordinated ZnBr2. Moreover, the catalyst ZnBr2@Bpy-PHP-4 can be easily recovered and reused ten times without any significant loss of catalytic activities. This work affords an efficient metal-based porous hybrid polymer heterogeneous catalyst for the cycloaddition reaction of CO2 and epoxides under mild and co-catalyst-free conditions.
Amino acid/KI as multi-functional synergistic catalysts for cyclic carbonate synthesis from CO2 under mild reaction conditions: A DFT corroborated study
Roshan, Kuruppathparambil Roshith,Kathalikkattil, Amal Cherian,Tharun, Jose,Kim, Dong Woo,Won, Yong Sun,Park, Dae Won
, p. 2023 - 2031 (2014)
Naturally occurring amino acids were identified as efficient co-catalysts for the alkali metal halide-mediated synthesis of cyclic carbonates from carbon dioxide and epoxides under mild, solvent free reaction conditions. The binary system of histidine/pot
Mg-porphyrin complex doped divinylbenzene based porous organic polymers (POPs) as highly efficient heterogeneous catalysts for the conversion of CO2 to cyclic carbonates
Wang, Wenlong,Li, Cunyao,Jin, Jutao,Yan, Li,Ding, Yunjie
, p. 13135 - 13141 (2018)
A series of Mg-porphyrin complex doped divinylbenzene (DVB) based porous organic polymers (POPs) were systematically afforded through the method of free radical polymerization under solvothermal conditions. These POP catalysts have physical advantages of
Cycloaddition of styrene oxide and CO2 mediated by pyrolysis of urea
Tharun, Jose,Kim, Dong Woo,Roshan, Roshith,Kathalikkattil, Amal Cherian,Selvaraj, Manickam,Park, Dae-Won
, p. 14290 - 14293 (2013)
This paper reports the effectiveness of carrying out the cycloaddition reaction of styrene oxide (SO) and CO2 without the use of any catalysts. A naturally abundant and cheap material, urea, was utilized in promoting the reaction by controlling the reaction conditions. The influence of reaction temperature, carbon dioxide (CO2) pressure, amount of urea, and the reaction time on the selectivity of styrene carbonate (SC) was investigated. The Royal Society of Chemistry 2013.
Nicotine-derived ammonium salts as highly efficient catalysts for chemical fixation of carbon dioxide into cyclic carbonates under solvent-free conditions
Hajipour, Abdol R.,Heidari, Yasaman,Kozehgary, Gholamreza
, p. 61179 - 61183 (2015)
A series of easily prepared nicotine-derived ammonium salts were applied for the first time as recyclable and efficient catalysts for the coupling of carbon dioxide and epoxides to form cyclic carbonates at low pressure without using additional organic so
Cross-linked, porous imidazolium-based poly(ionic liquid)s for CO2capture and utilisation
Al-Maythalony, Bassem A.,Al-Qaisi, Feda'a M.,Assaf, Khaleel I.,Eftaiha, Ala'a F.,Hasan, Areej K.,Melhem, Maryam E.,Qaroush, Abdussalam K.,Usman, Muhammad
supporting information, p. 16452 - 16460 (2021/09/28)
CO2is the most influential greenhouse gas with drastic effects all over the world. Meanwhile, global warming is considered a hot topic to different groups of scientists dealing with the global warming phenomenon. As an alternative to the typically-used scrubbing agent that is heavily used in post-combustion capture technology, namely, monoethanolamine, with its well-known drawbacks, the ionic liquids (ILs) and their corresponding polymers,viz., poly(ionic liquid)s (PILs) have been exploited. In this study, we constructed new imidazolium-based PILs with high surface area fabricated from a 3-(3-(phthalimide)propyl)-1-vinylimidazolium bromide IL-precursor withN-allylphthalimide building blocks, in the presence of divinylbenzene serving as a cross-linker, through a free-radical polymerisation process, and provide their ability for the dual purposes of CO2capture and utilisation. In this context, the chemical structure of the monomers was fully characterised using elemental analysis, nuclear magnetic resonance and attenuated total reflectance-infrared spectroscopy. The polymeric materials were further examined by thermogravimetric analysis, the Brunauer-Emmett-Teller model and scanning electron microscopy. The sorption characteristics of the amine functionalised PILs were measured volumetrically with CO2uptake values up to 0.59 mmol CO2per g sorbent under RTP conditions (25 °C and 1 bar). For CO2utilisation purposes, the molar ratio of the ionic residues within the polymeric scaffold was increased ranging from one- and two- up to four-fold (×1, ×2, ×4), respectively. Remarkably, the polymeric materials showed excellent catalytic activity for the cycloaddition of CO2with epoxides to synthesise cyclic carbonates with almost quantitative conversion at 10 bar CO2and 110 °C.
Synthesis and a Catalytic Study of Diastereomeric Cationic Chiral-at-Cobalt Complexes Based on (R, R)-1,2-Diphenylethylenediamine
Emelyanov, Mikhail A.,Stoletova, Nadezhda V.,Smol'Yakov, Alexander F.,Il'In, Mikhail M.,Maleev, Victor I.,Larionov, Vladimir A.
, p. 13960 - 13967 (2021/09/11)
Here we report the first synthesis of two diastereomeric cationic octahedral Co(III) complexes based on commercially available (R,R)-1,2-diphenylethylenediamine and salicylaldehyde. Both diastereoisomers with opposite chiralities at the metal center (Λ and Δconfigurations) were prepared. The new Co(III) complexes possessed both acidic hydrogen-bond donating (HBD) NH moieties and nucleophilic counteranions and operate as bifunctional chiral catalysts for the challenging kinetic resolution of terminal and disubstituted epoxides by the reaction with CO2 under mild conditions. The highest selectivity factor (s) of 2.8 for the trans-chalcone epoxide was achieved at low catalyst loading (2 mol %) in chlorobenzene, which is the best achieved result currently for this type of substrate.