76913-29-6Relevant academic research and scientific papers
Recyclable biocatalytic composites of lipase-linked magnetic macro-/nano-particles for glycerol carbonate synthesis
Tudorache, Madalina,Protesescu, Loredana,Negoi, Alina,Parvulescu, Vasile I.
, p. 90 - 95 (2012)
Lipase immobilized biocatalysts were prepared via enzyme binding onto functionalized surface of magnetic micro-/nano-particles. In order to achieve an efficient biocatalytic composite the immobilization parameters (e.g. lipase concentration, pH of the imm
Versatile and scalable synthesis of cyclic organic carbonates under organocatalytic continuous flow conditions
Gérardy, Romaric,Estager, Julien,Luis, Patricia,Debecker, Damien P.,Monbaliu, Jean-Christophe M.
, p. 6841 - 6851 (2019/12/24)
The benchmark route for the preparation of cyclic organic carbonates starts from toxic, volatile and unstable epoxides. In this work, cyclic organic carbonates are prepared according to alternative sustainable and intensified continuous flow conditions from the corresponding 1,2-diols. The process utilizes dimethyl carbonate (DMC) as a low toxicity carbonation reagent and relies on the organocatalytic activity of widely available and cheap organic ammonium and phosphonium salts. Glycerol is selected as a model substrate for preliminary optimization with a library of homogeneous ammonium and phosphonium salts. The nature of the anion dramatically influences the catalytic activity, while the nature of the cation does not impact the reaction. Upon optimization, glycerol carbonate is obtained in 95% conversion and 79% selectivity within 3 min residence time at 180 °C (11 bar) with 3.5 mol% of tetrabutylammonium bromide as the organocatalyst. A straightforward liquid-liquid extraction procedure enables both the purification of glycerol carbonate and the recycling of the homogeneous catalyst. The conditions are amenable to refined and crude bio-based glycerol, although conversions are lower in the latter case. Control experiments suggest that water present in the crude samples induces significant hydrolysis of glycerol carbonate. The reaction conditions are then successfully applied on a wide variety of substrates, affording the corresponding cyclic carbonates in overall good to excellent yields (20 examples, 45-95%). The substrate scope notably encompasses bio-based starting materials such as glycerol ethers and erythritol-derived diols. In-line NMR is featured as a qualitative analytical tool for real-time reaction monitoring. The scalability of this carbonation procedure on glycerol is assessed in a commercial pilot-scale silicon carbide continuous flow reactor of 60 mL internal volume. Glycerol carbonate is obtained in 76% yield, corresponding to a productivity of 13.6 kg per day.
Chlorine-Free Synthesis of Organic Alkyl Carbonates and Five- and Six-Membered Cyclic Carbonates
Pyo, Sang-Hyun,Hatti-Kaul, Rajni
supporting information, p. 834 - 839 (2016/03/09)
This report presents a new, one-pot, facile, selective and green method for methoxycarbonylation of alcohols and synthesis of five- and six-membered cyclic carbonates from corresponding alcohols with dimethyl carbonate (DMC) in the presence of molecular sieves without any additional solvent and catalyst. Syntheses of bifunctional structures comprising a six-membered cyclic carbonate with allyl ether and methacrylate groups, respectively, for different polymerization modes, were also achieved and showed reproducibility on up-scaling the processes.
Synthesis of glycerol carbonate by transesterification of glycerol and dimethyl carbonate over KF/γ-Al2O3 catalyst
Liu, Zhenmin,Wang, Junwei,Kang, Maoqing,Yin, Ning,Wang, Xinkui,Tan, Yisheng,Zhu, Yulei
, p. 152 - 160 (2014/02/14)
Series of KF/γ-Al2O3 solid base catalysts were prepared by a wet impregnation method and applied to the synthesis of glycerol carbonate (GC) from glycerol and dimethyl carbonate. The influences of KF loading and calcination temperature of catalyst on the synthesis were investigated. The results showed that KF/γ-A12O3 catalysts could promote glycerol conversion to GC efficiently. The structure and properties of the catalysts were studied by means of X-ray diffraction (XRD), Fourier transform infrared spectroscopy (FT-IR), N2-adsorption, CO2-temperature programmed desorption (TPD), X-ray photoelectron spectroscopy (XPS) and Hammett indicator method. It was found that several types of basic centers such as KF, KAlO2, KOH and possibly coordinately unsaturated F-ion existed on the catalysts. The strong basic centers could not only accelerate the conversion of glycerol, but also enhance the formation of glycidol from the decomposition of GC. The recycling of KF/γ-A1 2O3 revealed that deactivation of catalyst was strengthened with the reuse times, which was mainly caused by the partial leaching of active potassium species. High calcination temperature favored the transformation of KF to KAlO2 and alleviated the deactivation of the catalyst. Based on the product distribution and obtained results, a possible reaction mechanism on reaction of glycerol with dimethyl carbonate was proposed.
Synthesis of glycerol 1,2-carbonate by transesterification of glycerol with dimethyl carbonate using triethylamine as a facile separable homogeneous catalyst
Ochoa-Gomez, Jose R.,Gomez-Jimenez-Aberasturi, Olga,Ramirez-Lopez, Camilo,Maestro-Madurga, Belen
, p. 3368 - 3376 (2013/01/16)
The synthesis of glycerol 1,2-carbonate (GC) by transesterification of glycerol with dimethyl carbonate (DMC) using triethylamine (TEA) as a facile separable homogeneous catalyst has been studied at different temperatures, DMC/glycerol molar ratios and TE
Process for Preparing Glyceryl Carbonate
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Page/Page column 1-2, (2008/12/04)
The present invention relates to a process for preparing highly pure glyceryl carbonate by transesterifying dialkyl carbonates or cyclic carbonates in the presence of a basic catalyst.
