7407-59-2Relevant academic research and scientific papers
Synthesis of bio-based methacrylic acid from biomass-derived itaconic acid over barium hexa-aluminate catalyst by selective decarboxylation reaction
Bohre, Ashish,Novak, Uro?,Grilc, Miha,Likozar, Bla?
, (2019)
An environmentally-benign, efficient and inexpensive high-surface-area barium hexa-aluminate (BaAl12O19, BHA) was developed as a catalyst for the decarboxylation of the biomass-derived itaconic acid (IA) to bio-based methacrylic acid (MAA). A maximal 50% final yield of MAA with a high product selectivity was obtained under relatively mild synthesis reaction conditions (250 °C; 20 bar N2). The reported selective MAA production was elevated, operating process characteristics were significantly less harsh, and no depleting critical raw materials were utilized when paralleled to the procedures with alkaline mineral bases, noble metal-containing heterogeneous catalysis systems and unrenewable feed resources (e.g. isobutene), applied previously. It was found that the doping of palladium on BHA support (Pd@BHA) did not improve MAA productivity. The effect of the time (25–300 min), temperature (175–275 °C), pressure (10–40 bar), reacting substrate concentration (0.10–0.19 mol L–1), metallic oxide mass (0.5–3.0 g) and type on IA conversion, MAA content MAA content and rates was determined, examining also recyclability. BHA catalyst was characterized with various structural techniques, such as energy-dispersive X-ray spectroscopy (EDS), X-ray powder diffraction (XRD), CO2 temperature-programmed desorption (TPD), scanning electron microscopy (SEM) and N2 physisorption.
Synthesis of Bio-Based Methacrylic Acid by Decarboxylation of Itaconic Acid and Citric Acid Catalyzed by Solid Transition-Metal Catalysts
Le N?tre, Jér?me,Witte-van Dijk, Susan C. M.,van Haveren, Jacco,Scott, Elinor L.,Sanders, Johan P. M.
, p. 2712 - 2720 (2016/12/23)
Methacrylic acid, an important monomer for the plastics industry, was obtained in high selectivity (up to 84 %) by the decarboxylation of itaconic acid using heterogeneous catalysts based on Pd, Pt and Ru. The reaction takes place in water at 200–250 °C without any external added pressure, conditions significantly milder than those described previously for the same conversion with better yield and selectivity. A comprehensive study of the reaction parameters has been performed, and the isolation of methacrylic acid was achieved in 50 % yield. The decarboxylation procedure is also applicable to citric acid, a more widely available bio-based feedstock, and leads to the production of methacrylic acid in one pot in 41 % selectivity. Aconitic acid, the intermediate compound in the pathway from citric acid to itaconic acid was also used successfully as a substrate.
PROCESS FOR THE PRODUCTION OF METHACRYLIC ACID AND ITS DERIVATIVES AND POLYMERS PRODUCED THEREFROM
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Paragraph 0118-0128, (2013/11/19)
A process for the production of methacrylic acid is described. The process comprises the base catalysed decarboxylation of at least one or a mixture of dicarboxylic acids selected from itaconic, citraconic or mesaconic acid. The decarboxylation is carried out in the range greater than 240 and up to 275° C. to provide high selectivity. The methacrylic acid product may be esterified to produce an ester. A method of preparing polymers or copolymers of methacrylic acid or methacrylic acid esters using the process is also described. Optionally, the process may be preceded with a decarboxylation and, if necessary, a dehydration step on a source of pre-acid such as citric acid or isocitric acid.
A three-enzyme system involving an ene-reductase for generating valuable chiral building blocks
Mangan, David,Miskelly, Iain,Moody, Thomas S.
, p. 2185 - 2190,6 (2020/09/02)
The use of ene-reductase (ERED) enzymes for the asymmetric reduction of olefins offers a green, renewable alternative to metal-catalysed asymmetric reduction. We report herein the first example of an ERED-catalysed enantiospecific reduction carried out at large scale using a carbonyl reductase (CRED) enzyme in the cofactor recycle. This reaction has been paired with a hydrolase-mediated regioselective ester hydrolysis to generate a valuable chiral building block using a straightforward one-pot process. Copyright
The effect of metal ions on the reaction of hydrogen peroxide with Kraft lignin model compounds
Sun, Yujun,Fenster, Michael,Yu, Annie,Berry, Richard M.,Argyropoulos, Dimitris S.
, p. 667 - 675 (2007/10/03)
Peroxide bleaching is significantly affected by transition and alkaline earth metals. Isolating the effects of different transition and alkaline earth metals on the reactions of peroxide with different representative lignin structures allows the separation of the positive from the negative contributions of these metal ions. In this work, five monomeric or dimeric phenolic lignin model compounds were treated with alkaline hydrogen peroxide in the absence or presence of Mn2+, Cu2+, Fe3+, and Mg2+. We followed the disappearance of the starting material and the progress of demethylation, radical coupling and oxalic acid formation were followed. Transition metals increased the reactivities of all the lignin model compounds with hydrogen peroxide in the order Mn2+ > Cu2+ > Fe3+, which is the same as the order of activity toward peroxide decomposition while Mg2+ stabilized the system. Demethylation, radical coupling, and oxalic acid formation were all increased by the presence of transition metals in the system and decreased by the addition of Mg2+. The acceleration of the total degree of reaction and of the demethoxylation reactions improves peroxide bleaching, but the increase in the radical coupling reactions can affect the further bleachability of pulp while the increase in the formation of oxalic acid could lead to a greater probability of scaling.
