Efficient dehydration of methyl lactate to acrylic acid using Ca3(PO4)2–SiO2 catalyst

Lee, Jongmin; Hwang, Dongwon; Hwang, Young Kyu; Halligudi, S.B.; Chang, Jong‐San; Han, Yohan

doi:10.1016/j.catcom.2010.06.013

Cited by 35 publications

(32 citation statements)

References 15 publications

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…Acetaldehyde was always reported as a byproduct in previous literature. 40,41 Recent years, silica supported heteropolyacids have been used to catalyze the decarbonylation of LA to acetaldehyde, achieving 91% conversion of LA as well as 81− 83% yield of acetaldehyde. 27 The formation of acetaldehyde from LA catalyzed by acid has reached a consensus.…”

Section: Introductionmentioning

confidence: 99%

“…Although much work on dehydration of LA to acrylic acid has been reported, rare research on decarbonylation or decarboxylation of lactic acid to acetaldehyde has been reported and a chemical reaction equation is given in Scheme . Acetaldehyde was always reported as a byproduct in previous literature. , Recent years, silica supported heteropolyacids have been used to catalyze the decarbonylation of LA to acetaldehyde, achieving 91% conversion of LA as well as 81–83% yield of acetaldehyde . The formation of acetaldehyde from LA catalyzed by acid has reached a consensus.…”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

Decarbonylation of Lactic Acid to Acetaldehyde over Aluminum Sulfate Catalyst

Zhai

Tang

et al. 2014

Ind. Eng. Chem. Res.

View full text Add to dashboard Cite

Decarbonylation of lactic acid to acetaldehyde over several solid catalysts was investigated. Among the tested catalysts, aluminum sulfate has an excellent activity. In order to further understand the main reason which influenced the catalytic activity, NH3-TPD was used to estimate the acidity of the catalyst. According to the total acid amount, aluminum sulfate has a moderate amount. Heteropolyacids have strong acidity which caused serious carbon deposition on the surface of catalysts, resulting in a rapid deactivation of catalysts. Besides, FT-IR, XRD, and SEM were also utilized to characterize the fresh catalysts and the used. As for the aluminum sulfate catalyst, an evident adsorption band occurs in 2970 cm–1, suggesting a formation of poly lactate on the surface of the catalyst, and led to deactivation of the catalyst. Other parameters such as reaction temperature, lactic acid concentration, and LHSV (liquid hourly space velocity) were also discussed. Inspiringly, at high LHSV, lactic acid was efficiently converted to acetaldehyde via a decarbonylation reaction. As for stability and the recovery of aluminum sulfate, deactivation of the catalyst belongs to temporary deactivation caused by poly lactate covering the active sites of the catalyst, and only at simple calcination under the air atmosphere, the catalyst may be compeletely regenerated. Under the optimal reaction conditions, conversion of lactic acid achieved 100%, and the selectivity of acetaldehyde achieved 92.1% at 380 °C over the aluminum sulfate catalyst.

show abstract

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Decarbonylation of Lactic Acid to Acetaldehyde over Aluminum Sulfate Catalyst

Zhai

Tang

et al. 2014

Ind. Eng. Chem. Res.

View full text Add to dashboard Cite

show abstract

“…The chemical stability of lactate salt determines the stability in the catalytic performance. During LA dehydration, the formation of surface lactate salt was proposed as the critical step in the catalytic reaction pathway resulting in 2,3-PD or AA by several groups. ,− ,− ,, Moreover, it is well known that the vapor-phase catalytic conversion of lactates to AA proceeds selectively over various heterogeneous acid catalyst systems. ,,− To provide evident insights into the roles of LA, lactate, acrylate, and propionate salts in the catalytic pathway of dehydration of LA to AA, we monitored the chemical behavior of LA and C 3 H 5 KO 3 on SiO 2 and SiO 2 -Al 2 O 3 (36) and the reactivities of LA with C 3 H 3 KO 2 and C 3 H 5 KO 2 on KBr and SiO 2 -Al 2 O 3 (36) under flowing N 2 at different temperatures by transmission IR spectroscopy.…”

Section: Results and Discussionmentioning

confidence: 99%

In Situ-Generated Supported Potassium Lactate: Stable Catalysis for Vapor-Phase Dehydration of Lactic Acid to Acrylic Acid

et al. 2019

View full text Add to dashboard Cite

We have studied unsupported, silica gel- and amorphous silica–alumina-supported catalysts derived from K salts for the vapor-phase dehydration of lactic acid (LA) to acrylic acid (AA). A catalytic study shows that the supported catalysts improve the activity and selectivity for the production of AA and decrease the selectivity for the production of propionic acid (PA). The silica–alumina-supported catalysts remain fairly stable in the catalytic performance during 90 h of reaction. The IR spectroscopic characterization combined with the catalytic study demonstrates that potassium lactate (C 3 H 5 KO 3 ) in situ generated from LA and a K salt is an important reaction intermediate for the production of AA and the catalytic stability is associated with the chemical stability of C 3 H 5 KO 3 and the activity for the regeneration of C 3 H 5 KO 3 in the catalytic cycle. On silica–alumina, C 3 H 5 KO 3 is well stabilized and smoothly regenerated during the reaction, leading to the good catalytic stability. This work suggests for the first time that lactate salt acts as the true catalytic active species for the dehydration of LA to AA. We also propose a predominant reaction pathway for the vapor-phase dehydration of LA to AA with K salt catalyst systems.

show abstract

“…More recent research has focused on the use of alkali-modified Y zeolite as a catalyst for this reaction [54,55], resulting in yields of up to 66% [55]. In addition to NaY, calcium hydroxyapatites and SiO 2 -supported calcium phosphates give high yields of acrylic acid from lactic acid [56] and methyl lactate [57], respectively. On the other hand, when dehydration of lactic acid is accompanied by decarbonylation, acetaldehyde is produced.…”

Section: E Coli Bl21(de3) Chemocatalysismentioning

confidence: 99%

Combining microbial production with chemical upgrading

Goulas

Toste

2016

Current Opinion in Biotechnology

View full text Add to dashboard Cite

This review presents developments in the chemical processing of fermentation-derived compounds, focusing on ethanol, lactic acid, 2,3-butanediol and the acetone-butanol-ethanol mixture. We examine pathways from these products to biologically-derived drop-in fuels, polymers, as well as commodity chemicals, highlighting the role of homogeneous and heterogeneous catalysts in the development of green processes for the production of fuels and high-value-added compounds from biomass.

show abstract

Efficient dehydration of methyl lactate to acrylic acid using Ca3(PO4)2–SiO2 catalyst

Cited by 35 publications

References 15 publications

Decarbonylation of Lactic Acid to Acetaldehyde over Aluminum Sulfate Catalyst

Decarbonylation of Lactic Acid to Acetaldehyde over Aluminum Sulfate Catalyst

In Situ-Generated Supported Potassium Lactate: Stable Catalysis for Vapor-Phase Dehydration of Lactic Acid to Acrylic Acid

Combining microbial production with chemical upgrading

Contact Info

Product

Resources

About