Methyl Acrylate Production by Pyrolysis of Methyl Acetoxypropionate

The production of acrylates from biomass-originated lactic acid is of extraordinary importance to overcome the increasing worldwide shortage of petroleum. In this work, the catalytic dehydration of lactic acid to acrylic acid was carried out over calcium sulfate catalyst with cupric sulfate and phosphates as promoters. The mass ratio of m(CaSO 4 )/m(CuSO 4 )/m(Na 2 HPO 4 )/m(KH 2 PO 4 ) is 150.0:13.8:2.5:1.2. In the dehydration of lactic acid, effects of carrier gas, calcination temperature for catalyst, concentration of lactic acid as well as contact time are discussed in detail. With carbon dioxide as carrier gas, the highest acrylic acid yield of 63.7% is achieved from 26 wt.% lactic acid at 330 • C and 88 s contact time.La production des acrylatesà partir d'acide lactique issu de biomasse est d'une extrême importance compte tenu du manque croissant de pétrole dans le monde. Dans ce travail, la déshydratation catalytique de l'acide lactique en acide acrylique aété effectuée sur un catalyseur de sulfate de calcium avec du sulfate cuprique et des phosphates comme promoteurs. Les rapports de masse de m(CaSO 4 ), m(CuSO 4 ), m(Na 2 HPO 4 ), m(KH 2 PO 4 ) sont de 150,0, 13,8, 2,5 et 1,2, respectivement. Dans la déshydratation de l'acide lactique, les effets du gaz porteur, de la température de calcination du catalyseur, de la concentration de l'acide lactique ainsi que du temps de contact sont examinés en détail. Avec le dioxyde de carbone comme gaz transporteur, le rendement en acide acrylique le plusélevé obtenu est de 63,7%,à partir d'acide lactiqueà 26% massique, 330 • C et un temps de contact de 88 secondes.

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“…(Fisher et al, 1944). However, the attractiveness of this pathway is unfortunately offset by the high cost of acylating agent.…”

Section: Introductionmentioning

confidence: 99%

Catalytic dehydration of lactic acid to acrylic acid over sulfate catalysts

2008

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“…about 500–550 °C using LHSV in the range of 0.7–1.9 h −1 . Reported data on methyl acetoxy‐propionate pyrolysis show high acrylate selectivity around 85–100 % at 80–100 % conversion ,,…”

Section: Conversion Of Alkyl Lactates and Derivatives To Alkyl Acrylatesmentioning

confidence: 99%

Bio‐Acrylates Production: Recent Catalytic Advances and Perspectives of the Use of Lactic Acid and Their Derivates

et al. 2018

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The production of drop‐in chemicals from bio‐based renewable sources is gaining a lot of momentum due to proven negative impact of fossil‐based economy on environment and society. In this Review, various bio‐derived platform molecules are assessed as renewable alternatives to fossil resources for the catalytic production of acrylates. Acrylic acid and its esters are key building blocks of a large number of high‐value oligomers and polymers in the current industry. In spite of the encouraging successes reported on gram or lab‐scale, real implementation of bio‐based examples remain scarce mainly due to the current high cost and limited availability of the bio‐based substrates. As lactic acid and their derivatives are one of the most promising feedstocks for bio‐acrylate production, they are the main focus of this Review.

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“…Formation of the alpha-acetoxy ester of methyl lactate was investigated extensively in the 1930s and 1940s as a route for converting lactic acid to acrylates (40)(41)(42)(43). First, methyl lactate (bp 145°C) is formed by refluxing lactic acid in excess methanol with H 2 SO 4 present.…”

Section: Introductionmentioning

confidence: 99%

“…Reaction of acetic anhydride with methyl lactate at 40-60°C gives methyl alpha-acetoxy propionate (bp 171°C); the ester is then thermally decomposed at 500-550°C to methyl acrylate and acetic acid. Burns et al first prepared methyl acrylate via this route in 1935 (40); Fisher et al (41)(42)(43) illustrated that the use of inert reactor packings (Pyrex, quartz, carbon) led to methyl acrylate yields of over 90% at 550°C (41). "Active" packing materials such as gamma-alumina, silica gel, and transition metal oxides led to extensive cracking and low acrylate yields (42).…”

Section: Introductionmentioning

confidence: 99%

“…Burns et al first prepared methyl acrylate via this route in 1935 (40); Fisher et al (41)(42)(43) illustrated that the use of inert reactor packings (Pyrex, quartz, carbon) led to methyl acrylate yields of over 90% at 550°C (41). "Active" packing materials such as gamma-alumina, silica gel, and transition metal oxides led to extensive cracking and low acrylate yields (42). Increasing pressure of pyrolysis reduced methyl acrylate yields as a result of dimerization (43).…”

Section: Introductionmentioning

confidence: 99%

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Catalytic Upgrading of Fermentation‐Derived Organic Acids

Varadarajan

Miller

1999

Biotechnology Progress

159

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The production of organic acids in low-cost, high-efficiency fermentation processes makes available a new route to chemical production from biomass. Because of their multiple functional groups and high reactivity, organic acids can undergo a variety of reactions that are effectively catalyzed by inorganic heterogeneous or homogeneous catalysts. Lactic acid and succinic acid, in particular, are approaching large-scale production via fermentation and show excellent promise as feedstocks for catalytic conversion routes such as hydrogenation, dehydration, or condensation. A number of catalytic conversion pathways of organic acids are potentially competitive with petroleum-based routes in the current economic environment, particularly when integrated into existing biomass/crop processing schemes. This article reviews some of the key reaction pathways available using fermentation-derived organic acids as feedstocks and presents recent results from the authors' lab on succinate hydrogenation to 1,4-butanediol and tetrahydrofuran. By a judicious choice of support properties and reaction conditions, it is possible to achieve yields of either of these two products in excess of 80%.

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Methyl Acrylate Production by Pyrolysis of Methyl Acetoxypropionate

Cited by 15 publications

References 13 publications

Catalytic dehydration of lactic acid to acrylic acid over sulfate catalysts

Catalytic dehydration of lactic acid to acrylic acid over sulfate catalysts

Bio‐Acrylates Production: Recent Catalytic Advances and Perspectives of the Use of Lactic Acid and Their Derivates

Catalytic Upgrading of Fermentation‐Derived Organic Acids

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