Heterogeneously Catalyzed Carboxylic Acid Hydrogenation to Alcohols

Karam, Leila; Neumann, Constanze N.

doi:10.1002/cctc.202200953

Cited by 16 publications

(10 citation statements)

References 101 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…254 Mesaconic acid hydrogenation proceeds over bimetallic Pd-Re catalysts which are generally effective in the hydrogenation of carboxylic acids to alcohols. [255][256][257] Dehydration of 3-methyltetrahydrofuran is a similar reaction to that of tetrahydrofuran and 2-methyltetrahydrofuran. The reactivity of 3-methyltetrahydrofuran is low because the C-O dissociation involves the formation of an unstable primary carbocation.…”

Section: C5 and C6 Compoundsmentioning

confidence: 99%

“…Catalytic hydrogenation of esters or carboxylic acids to alcohols has a long history, but there is still a large room for improvement. [255][256][257] Decarbonylative dehydration of saturated fatty acids can also produce alpha-olens. 41,42 Hydrogenation of fatty acids or triglycerides removes the C]C double bonds in the carbon chain.…”

Section: Larger Compoundsmentioning

confidence: 99%

See 1 more Smart Citation

A perspective on catalytic production of olefinic compounds from biomass

2023

View full text Add to dashboard Cite

show abstract

Section: C5 and C6 Compoundsmentioning

confidence: 99%

Section: Larger Compoundsmentioning

confidence: 99%

A perspective on catalytic production of olefinic compounds from biomass

2023

View full text Add to dashboard Cite

show abstract

“…In this study, Li-AA-TA-PAM hydrogels were synthesized via free-radical polymerization using a copolymer of acrylamide (AM) and acrylic acid (AA) as the primary framework. The copolymer monomers formed hydrogen bonds between their carboxyl and amide groups, with stronger interactions attributed to the high acidity of carboxylic acid , compared to amide groups alone. Moreover, the absence of secondary electrostatic repulsions further enhanced the strength of hydrogen bonds involving carboxyl groups over those solely between carboxyl groups.…”

Section: Introductionmentioning

confidence: 99%

Mussel-Inspired Self-Adhesive and Tough Hydrogels for Effectively Cooling Solar Cells and Thermoelectric Generators

Li,

Mu,

Zhou

et al. 2024

ACS Appl. Mater. Interfaces

View full text Add to dashboard Cite

Adhesive hydrogel-based evaporative cooling, which necessitates no electricity input, holds promise for reducing energy consumption in thermal management. Herein, inspired by the surface attachment of mussel adhesive proteins via abundant dynamic covalent bonds and noncovalent interactions, we propose a facile strategy to fabricate a self-adhesive cooling hydrogel (Li-AA-TA-PAM) using a copolymer of acrylamide (AM) and acrylic acid (AA) as the primary framework. The monomers formed hydrogen bonds between their carboxyl and amide groups, while tannic acid (TA), rich in catechol groups, enhances the adhesion of the hydrogel through hydrogen bonding. The hydrogel demonstrated strong adhesion to various material surfaces, including plastic, ceramic, glass, and metal. Even under high-speed rotation, it still maintains robust adhesion. The adhesion strength of the Li-AA-TA-PAM hydrogel to aluminum foil reached an impressive value of 296.875 kPa. Interestingly, the excellent contact caused by robust adhesion accelerates heat transfer, resulting in a rapid cooling performance, which mimics the perspiration of mammals. Lithium bromide (LiBr) with hydroactively sorptive sites is introduced to enhance sorption kinetics, thereby extending the effective cooling period. Consequently, the operation temperature of commercial polycrystalline silicon solar cells was reduced by 16 °C under an illumination of 1 kW m −2 , and the corresponding efficiency of energy conversion was increased by 1.14%, thereby enhancing the output properties and life span of solar cells. The strategy demonstrates the potential for refrigeration applications using viscous gels.

show abstract

“…However, reports on identifying the sites for adsorption of carboxylic acid and their influence on catalytic activity are less studied. Carboxylic acids are known to strongly adsorb on metal surfaces, which poisons the active sites and reduces activity at mild conditions [19][20][21][22]. Yakabi et al reported that a strong bidentate adsorption of succinic acid over Ru lowers the selectivity of GBL due to decarboxylation, while monodentate adsorption on Pd showed higher selectivity of GBL [3].…”

Section: Introductionmentioning

confidence: 99%

“…In contrast, strongly bound carboxylic acid on Ru/CeO2 was difficult to hydrogenate due to poisoning [23]. Additionally, strong coordination of dicarboxylic acids with metal atoms of catalyst also causes deactivation by leaching [19,20]. Therefore, limiting the strong adsorption of dicaboxylic acids on the metal surface should mitigate the poisoning of the active site and increase activity at mild conditions.…”

Section: Introductionmentioning

confidence: 99%

Strong metal support interaction in Ru/V2O3 catalyst reduces reactant induced poisoning during succinic acid hydrogenation

Palai,

Mahal,

Pathak

et al. 2024

Preprint

View full text Add to dashboard Cite

Hydrogenation of carboxylic acids to lactones and alcohols is an important reaction. However, strong adsorption of carboxylic acid on the catalyst surface leads to poisoning of the active site, demands harsher reaction condition and use of organic solvents. In this study, we demonstrate that the strong metal support interaction (SMSI) and hydrogen spillover on Ru/V2O3 can counter the poisoning effect. The Ru/V2O3 catalysts reduced at 400 C formed a layer of V2O3 over Ru. The catalyst was able to hydrogenate succinic acid to gamma-butyrolactone (GBL) in 77 % yield in the presence of water at mild conditions of 150 C and 6 h. H2-D2 exchange experiment showed that for the Ru/V2O3 without SMSI the H2 dissociation was inhibited due to the adsorption of substrate over Ru surface, whereas catalysts with SMSI effect created a barrier between the substrate and the hydrogen dissociation sites. Spillover of dissociated H2 onto the V2O3 surface was found to enhance the catalytic activity. Thermodynamics calculations using density functional theory showed that transfer of a hydride from Ru and proton from V2O3 to the substrate have a lower reaction free energy compared to that of transfer of two hydrogen atoms from a bare ruthenium surface. Additionally, weaker adsorption of substrates and easier desorption of product from the Ru/V2O3 surface increased catalytic activity compared to that of bare ruthenium surface. We show that the general concept of using SMSI to mitigate poisoning can be applied to catalytic hydrogenation of substrates that adsorb on metal sites.

show abstract

Heterogeneously Catalyzed Carboxylic Acid Hydrogenation to Alcohols

Cited by 16 publications

References 101 publications

A perspective on catalytic production of olefinic compounds from biomass

A perspective on catalytic production of olefinic compounds from biomass

Mussel-Inspired Self-Adhesive and Tough Hydrogels for Effectively Cooling Solar Cells and Thermoelectric Generators

Strong metal support interaction in Ru/V2O3 catalyst reduces reactant induced poisoning during succinic acid hydrogenation

Contact Info

Product

Resources

About