Selective synthesis of acetaldehyde from lactic acid on acid zeolites

Sad, M.E.; Peña, Leidy; Padró, C.L.; Apesteguı́a, C.R.

doi:10.1016/j.cattod.2017.03.024

Cited by 36 publications

(32 citation statements)

References 34 publications

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“…In an experiment without ammonia, a selectivity to acetaldehyde of 46 % was found. The formation of this product is already known for acidic zeolites, and the mechanism is assumed to proceed upon protonation of the carboxylic OH group through decarbonylation . There is a clear boundary between the absence of acetaldehyde (apart from traces) in the experiment with 0.25 equiv.…”

Section: Resultsmentioning

confidence: 99%

“…[9] Already today,L Ai sp roduced by fermentation on a large scale and mainly used for the production of polylactic acid. Other productst hat can be obtained from LA are acrylic acid and its esters, [10][11][12] acetaldehyde, [13] 2,3-pentanedione, [14] and others. Another advantage of LA is that the fermentation can be performed with lignocellulosic hydrolysates, as studied by severalr esearch groups.…”

Section: Introductionmentioning

confidence: 99%

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Synthesis of Acrylonitrile from Renewable Lactic Acid

et al. 2019

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Acrylonitrile (ACN) is widely used as monomer in the synthesis of polymers and carbon fibers. Nowadays, its production is based on fossil resources. Herein, an alternative process based on renewable resources is presented. Lactic acid (LA), which can be obtained by fermentation of biomass, was converted to ACN in two steps with an overall selectivity of 57 %. In the first step, a direct amidation of LA in the presence of water was conducted at 230 °C. Zeolites can catalyze the formation of lactamide, and a selectivity of 92 % was reached at 33 % conversion with NH4‐ZSM‐5. In the second step, the dehydration of lactamide to ACN was performed with acetic anhydride, and an ACN selectivity of 62 % was achieved at full conversion.

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Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Synthesis of Acrylonitrile from Renewable Lactic Acid

et al. 2019

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“…This result is in agreement with the characteristic diffraction peak intensity ratio between face (012) and face (120) shown in Table . According to previous investigations,,, decarbonylation of LA to acetaldehyde belongs to catalytic reaction with acid catalysis. Furthermore, one of the most important characteristics for LA decarbonylation is formation of carbon monoxide (CO) during the catalytic reaction.…”

Section: Activitymentioning

confidence: 99%

Synthesis of Surface‐Controlled CePO₄ and Its Application for Catalyzed Decarbonylation of Lactic Acid to Acetaldehyde

Pang

Zou

et al. 2018

ChemistrySelect

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CePO4 materials were prepared via reaction of cerous nitrate with phosphates such as Na3PO4, Na4P2O7, Na5P3O10 and (NH4)xH3‐xPO4 (x=2, and 3) in aqueous solution, followed by calcination at 550oC under the air atmosphere. It was found that the uniform CePO4 indexed to JCPDS NO. 83‐0650 was achieved no matter what the phosphates varied in the screened phosphate precursors. However, compared with relative intensity in the standard patterns with R(012)/(120) value of 0.715 (R(012)/(120), Intensity ratio between face (012) and face (120)), some samples obtained from Na4P2O7 and (NH4)xH3‐xPO4 displayed an enhanced diffraction peak at 2θ = 31.1o, which ascribes to plane (012), while others obtained from Na3PO4 and Na5P3O10 were in good agreement with the standard sample (JCPDS NO. 83‐0650, CePO4). Correlation between the crystal plane (012) and activity revealed that the enhanced crystal plane favored an enhancement of activity for decarbonylation of lactic acid to acetaldehyde. Effect of aqueous ammonia on catalytic performance of samples was also investigated. It was clearly seen that the sample obtained from Na4P2O7 offered an enhanced activity for decarbonylation of lactic acid as it was treated with aqueous ammonia while others almost remained unchanged or even decreased slightly. XRD patterns for the obtained sample from Na4P2O7 treated with aqueous ammonia disclosed that the diffraction peak at 2θ = 31.1o increased, further demonstrating that crystal face (012) relates to activity of samples for decarbonylation of lactic acid. NH3 (CO2)‐Temperature Programmed Desorption experiments suggested that the surface acid‐base properties of catalysts related to the ratios of (012)/(120). Varying the catalyst preparation conditions such as calcination temperature and aqueous ammonia can control R(012)/(120) values, thus adjusting acid‐base properties of catalysts. Stability experiments show that the catalyst has an acceptable durability, and the activity of the deactivated catalyst can be recovered by a simple calcination at 550 oC in air.

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“…LA can be converted, among others, to acetaldehyde, 1,2‐propanediol, 2,3‐pentanedione or it may undergo dimerization to lactide . However, the conversion of LA to AA is the most widely studied route.…”

Section: Chemical Routes Of Acrylic Acidmentioning

confidence: 99%

“…reported a study showing that protonic forms of zeolites, viz . MCM‐22 and ZSM‐5, are less active and stable towards acetaldehyde formation compared to the cationic NaZSM‐5 form . Therefore, Lewis acid sites were claimed to favor acetaldehyde formation, while strong Brønsted acid catalysts should be avoided as they promote fast catalyst deactivation.…”

Section: Chemical Routes Of Acrylic Acidmentioning

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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Selective synthesis of acetaldehyde from lactic acid on acid zeolites

Cited by 36 publications

References 34 publications

Synthesis of Acrylonitrile from Renewable Lactic Acid

Synthesis of Acrylonitrile from Renewable Lactic Acid

Synthesis of Surface‐Controlled CePO₄ and Its Application for Catalyzed Decarbonylation of Lactic Acid to Acetaldehyde

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

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Selective synthesis of acetaldehyde from lactic acid on acid zeolites

Cited by 36 publications

References 34 publications

Synthesis of Acrylonitrile from Renewable Lactic Acid

Synthesis of Acrylonitrile from Renewable Lactic Acid

Synthesis of Surface‐Controlled CePO4 and Its Application for Catalyzed Decarbonylation of Lactic Acid to Acetaldehyde

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

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Synthesis of Surface‐Controlled CePO₄ and Its Application for Catalyzed Decarbonylation of Lactic Acid to Acetaldehyde