Browse
Submit Data
Databases
API
Help

Dataset Information

42 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

One-Pot Synthesis of Dimethyl Carbonate over a Binary Catalyst of an Ionic Liquid and an Alkali Carbonate under Low Pressure.

ABSTRACT: A mild and highly efficient approach has been developed for the one-pot synthesis of dimethyl carbonate (DMC) from epoxide, carbon dioxide, and methanol under low initial pressure. The key to the successful transformation is the use of a bicomponent catalytic system composed of a hydroxyl-functionalized ionic liquid and an alkali carbonate. This bicomponent catalytic system demonstrated excellent reusability in four runs. Under the optimal reaction conditions, a 64% yield of DMC from propylene oxide and an 81% yield of DMC from ethylene oxide were obtained.

SUBMITTER: Liu K

PROVIDER: S-EPMC8173548 | biostudies-literature | 2021 Jun

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

One-Pot Synthesis of Dimethyl Carbonate over a Binary Catalyst of an Ionic Liquid and an Alkali Carbonate under Low Pressure.

Liu Kai K Liu Chun C

ACS omega 20210520 21

A mild and highly efficient approach has been developed for the one-pot synthesis of dimethyl carbonate (DMC) from epoxide, carbon dioxide, and methanol under low initial pressure. The key to the successful transformation is the use of a bicomponent catalytic system composed of a hydroxyl-functionalized ionic liquid and an alkali carbonate. This bicomponent catalytic system demonstrated excellent reusability in four runs. Under the optimal reaction conditions, a 64% yield of DMC from propylene o ...[more]

PMID: 34095676

Similar Datasets

Polymer ionic liquid network: a highly effective reusable catalyst for one-pot synthesis of heterocyclic compounds.

Project description:Significant efforts have been devoted to developing immobilized chiral catalysts with high activity, selectivity, and stability. In this present study, a new heterogeneous proline catalyst system was prepared based on strong noncovalent interactions between polymer ionic liquid (PIL) and l-proline. First, pyridine PILs, which can complex with l-proline monomers through noncovalent interactions, were synthesized using reversible addition-fragmentation chain transfer (RAFT) polymerization. The polymer network-supported chiral catalysts were obtained following further free radical polymerization. Different structures were formed in response to different ratios of PIL and chiral monomer, as well as different PIL anions, in the reactions. The new formed layer structures and synergic effects of PIL resulted in heterogeneous catalysts with high catalytic activity and enantioselectivity, thus endowing them with better catalytic performance for the one-pot synthesis of heterocyclic compounds compared to homogeneous catalytic systems. These catalytic systems were able to be reused and recycled five times with no discernible loss in catalytic activity and enantioselectivity. l-Proline was efficiently loaded onto the polymer network simply based on supramolecular interactions, providing a novel method of synthesizing high performance supported catalysts for organic reactions.

| S-EPMC9092053 | biostudies-literature

One-pot conversion of disaccharide into 5-hydroxymethylfurfural catalyzed by imidazole ionic liquid.

Project description:Conversion of carbohydrate into 5-hydroxymethylfurfural (5- HMF), a versatile, key renewable platform compound is regarded as an important transformation in biomass-derived carbohydrate chemistry. A variety of ILs, not only acidic but also alkaline ILs, were synthesized and used as catalyst in the production of 5-HMF from disaccharide. Several factors including reaction temperature, IL dosage, solvent and reaction time,were found to influence the yield of 5-HMF from cellobiose. Of the ILs tested, hydroxy-functionalized ionic liquid (IL), 1-hydroxyethyl-3-methylimidazolium tetrafluoroborate ([AEMIM]BF4) showed the highest catalytic activity and selectivity. 5-HMF yield of 68.71% from sucrose was obtained after 6 hrs at 160 °C. At the same condition with cellobiose as substrate, 5-HMF yield was 24.73%. In addition, 5-HMF also exhibited good stablity in this reaction system. Moreover, a kinetic analysis was carried out in both acidic and alkaline IL-catalyzed system, suggesting main side reaction in the conversion of fructose catalyzed by acidic and alkaline IL was polymerization of fructose and 5-HMF degradation, respectively.

| S-EPMC4867639 | biostudies-other

Valorization of Hemp-Based Packaging Waste with One-Pot Ionic Liquid Technology.

Project description:The range of applications for industrial hemp has consistently increased in various sectors over the years. For example, hemp hurd can be used as a resource to produce biodegradable packaging materials when incorporated into a fungal mycelium composite, a process that has been commercialized. Although these packaging materials can be composted after usage, they may present an opportunity for valorization in a biorefinery setting. Here, we demonstrate the potential of using this type of discarded packaging composite as a feedstock for biofuel production. A one-pot ionic liquid-based biomass deconstruction and conversion process was implemented, and the results from the packaging material were compared with those obtained from untreated hemp hurd. At a 120 °C reaction temperature, 7.5% ionic liquid loading, and 2 h reaction time, the packaging materials showed a higher lignocellulosic sugar yield and sugar concentrations than hemp hurd. Hydrolysates prepared from packaging materials also promoted production of higher titers (1400 mg/L) of the jet-fuel precursor bisabolene when used to cultivate an engineered strain of the yeast Rhodosporidium toruloides. Box-Behnken experiments revealed that pretreatment parameters affected the hemp hurd and packaging materials differently, evidencing different degrees of recalcitrance. This study demonstrated that a hemp hurd-based packaging material can be valorized a second time once it reaches the end of its primary use by supplying it as a feedstock to produce biofuels.

| S-EPMC9919018 | biostudies-literature

Triazine bis(pyridinium) hydrogen sulfate ionic liquid immobillized on functionalized halloysite nanotubes as an efficient catalyst for one-pot synthesis of naphthopyranopyrimidines.

Project description:1,1'-(6-(Propyl amino)-1,3,5-triazine-2,4-diyl)bis(pyridinium) hydrogen sulfate immobillized on halloysite nanotubes [(PATDBP)(HSO4)2@HNT] as a solid acid nanocatalyst was successfully synthesized and characterized by various analysis techniques such as FT-IR, TGA, SEM/EDX, elemental mapping, TEM and elemental analysis. This catalyst was found to be highly efficient for the convenient synthesis of naphthopyranopyrimidine derivatives through a one-pot three-component reaction of β-naphthol, aldehydes and N,N-dimethylbarbituric acid in excellent yields under solvent-free conditions. Furthermore, the catalyst could be recovered and reused five times without any notable loss of its activity.

| S-EPMC8696591 | biostudies-literature

One-pot synthesis of poly(ionic liquid)s with 1,2,3-triazolium-based backbones via clickable ionic liquid monomers.

Project description:Clickable α-azide-ω-alkyne ionic liquid monomers were developed and subsequently applied to the one-pot synthesis of ionically conducting poly(ionic liquid)s with 1,2,3-triazolium-based backbones through a click chemistry strategy. This approach does not require the use of solvents, polymerisation mediators, or catalysts. The obtained poly(ionic liquid)s were characterized by NMR, differential scanning calorimetry, thermogravimetric analysis, and impedance spectroscopy analysis. Moreover, these poly(ionic liquid)s were cross-linked via N-alkylation with a dianion quarternizing agent to achieve enhanced ionic conductivity and mechanical strength. The resulting free-standing films showed a Young's modulus up to 4.8 MPa and ionic conductivities up to 4.60 × 10-8 S cm-1 at 30 °C. This facile synthetic strategy has the potential to expand the availability of poly(ionic liquid)s and promote the development of functional materials.

| S-EPMC9057204 | biostudies-literature

One-Pot Ionic Liquid-Mediated Bioprocess for Pretreatment and Enzymatic Hydrolysis of Rice Straw with Ionic Liquid-Tolerance Bacterial Cellulase.

Project description:Ionic liquid (IL) pretreatment of lignocellulose is an efficient method for the enhancement of enzymatic saccharification. However, the remaining residues of ILs deactivate cellulase, therefore making intensive biomass washing after pretreatment necessary. This study aimed to develop the one-pot process combining IL pretreatment and enzymatic saccharification by using low-toxic choline acetate ([Ch][OAc]) and IL-tolerant bacterial cellulases. Crude cellulases produced from saline soil inhabited Bacillus sp. CBD2 and Brevibacillus sp. CBD3 were tested under the influence of 0.5-2.0 M [Ch][OAc], which showed that their activities retained at more than 95%. However, [Ch][OAc] had toxicity to CBD2 and CBD3 cultures, in which only 32.85% and 12.88% were alive at 0.5 M [Ch][OAc]. Based on the specific enzyme activities, the sugar amounts produced from one-pot processes using 1 mg of CBD2 and CBD3 were higher than that of Celluclast 1.5 L by 2.0 and 4.5 times, respectively, suggesting their potential for further application in the biorefining process of value-added products.

| S-EPMC8772859 | biostudies-literature

Heteropolyacid ionic liquid heterogeneously catalyzed synthesis of isochromans via oxa-Pictet-Spengler cyclization in dimethyl carbonate.

Project description:A recyclable and efficient heterogeneous, green catalyst based on the synthesis of Keggin-type polyoxometalate (H3PMo12O40) and vitamin B1 analogue 3-ethyl-5-(2-hydroxyethyl)-4-methylthiazol-3-ium (HEMT), i.e., [HEMTH]H2[PMo12O40] was prepared. Oxa-Pictet-Spengler cyclization of arylethanols and aldehydes were catalyzed to afford various substituted isochromans in moderate conditions with excellent yields using dimethyl carbonate (DMC) as a green solvent. Furthermore, this protocol was applicable in a gram-scale reaction, and the catalyst could be recycled eight times without significant loss of activity.

| S-EPMC8695662 | biostudies-literature

Synthesis of dimethyl carbonate from CO2 and methanol over a hydrophobic Ce/SBA-15 catalyst.

Project description:A series of Ce/SBA-15 catalysts with different degrees of hydrophobicities were prepared via a post-grafting method and used for the direct synthesis of dimethyl carbonate (DMC) from CO2 and methanol. The Ce/SBA-15-6 catalyst exhibited the highest DMC yield of 0.2%, which was close to the equilibrium value under the reaction conditions of 130 °C, 12 h and 12 MPa. The catalysts were characterized via XRD, BET, FT-IR, solid-state 29Si MAS NMR, CA, TEM, XPS and NH3/CO2-TPD; the results indicated that the hydrophobicity of the catalysts facilitated the creation of oxygen vacancies, which could act as Lewis acids to activate methanol. Higher amounts of moderate acid sites led to higher yields of DMC. In addition, the hydrophobicity of the catalysts could also reduce the adsorbed water on their surface and increase the DMC yield while shortening the reaction time.

| S-EPMC9083335 | biostudies-literature

A novel one-pot and one-step microwave-assisted cyclization-methylation reaction of amino alcohols and acetylated derivatives with dimethyl carbonate and TBAC.

Project description:A simple and efficient microwave-assisted methodology for the synthesis of 4-substituted-3-methyl-1,3-oxazolidin-2-ones from amino alcohols catalyzed by a ionic liquid was developed. This novel one-pot and one-step cyclization-methylation reaction represents an easier and faster method than any other reported protocols that can be used to obtain the desired products in good yields and high purity. Applying microwave irradiation at 130°C in the presence of TBAC, dimethyl carbonate acts simultaneously as carbonylating and methylating agent and surprisingly promotes an in situ basic trans esterification when a N-acetylated amino alcohol is used as starting material. Furthermore, dimethyl carbonate worked better than diethyl carbonate in performing this reaction.

| S-EPMC4322309 | biostudies-literature

Tris-imidazolinium-based porous poly(ionic liquid)s as an efficient catalyst for decarboxylation of cyclic carbonate to epoxide.

Project description:A series of imidazolinium-based porous poly(ionic liquid)s (PILs) with different anions prepared by free-radical copolymerization of an arene-bridged tris-vinylimidazolium salt and divinylbenzene (DVB) were constructed. The as-prepared PILs were characterized by BET, SEM, TEM, TGA and Elemental Analysis (EA), and the results showed that they had plentiful ionic sites, and abundant and stable mesopores. In particular, the density of ionic sites and pore structure of PILs could be controlled by adjusting the content of DVB. Moreover, the PILs were used as efficient heterogeneous catalysts for the decarboxylation of cyclic carbonates to epoxides for the first time. Results showed that the catalytic activity of PILs was positively correlated with the nucleophilicity of the anions in PILs, and PDVB-[PhTVIM]Cl-1 with a chloride anion-enriched skeleton displayed the best catalytic performance. Without any solvent or cocatalyst, PDVB-[PhTVIM]Cl-1 achieved a TOF value of 108.1 h-1 and the yield of butylene oxide of 89.6%, which was even better than the homogeneous IL-based catalysts (TOF value: 8.7 h-1) that had been previously reported. Meanwhile, PDVB-[PhTVIM]Cl-1 also exhibited excellent recyclability and substrate compatibility.

| S-EPMC8697729 | biostudies-literature

OmicsDI is part of the ELIXIR infrastructure

OmicsDI is an Elixir interoperability service. Learn more ›

Tweets

OmicsDI Databases

PRIDE
PeptideAtlas
MassIVE
JPOST Repository
Physiome Model Repository

EGA
EVA
ENA
LINCS
PAXDB
Cell Collective

MetaboLights
Metabolomics Workbench
MetabolomeExpress
GNPS
BioModels
FAIRDOMHub

ArrayExpress
dbGaP
ExpressionAtlas
GEO
NODE

Information

Databases
Help
API
Contact us
Code on GitHub
Terms of use
Submit Data