Zeolites in organic reactions

Climent, María J.; Corma, Avelino; Garcı́a, Hermenegildo; Primo, Jaime

doi:10.1016/s0166-9834(00)80199-2

Cited by 46 publications

(14 citation statements)

References 17 publications

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“…For the Piancatelli rearrangement, the presence of liquid water plays ac rucial role in the reaction. Several studies reported successfule xamples of HAA in systems comprising acetaldehyde/ p-cresol, [36] acetaldehyde/phenol, [37] formaldehyde/guaiacol, [38] acetaldehyde/o-xylene, [39] aldehyde/benzene derivatives, [40,41] acetone/p henol, [42] benzaldehyde/benzened erivatives, [43] paraformaldehyde/anisole, [44] formaldehyde/benzene, [45] and formaldehyde/phenol [46] over acid-functionalized solids, such as Amberlyst acidic resins and acidic zeolites, to produce crucial platformsf or the chemical industry.F or example, Garade et al [47] reported 80-95% yields of coupling products from the reaction of acetaldehyde/p-cresolo ver Hb and bentonite clay catalysts impregnated with dodecatungstophosphoric acid. [29] Components that are naturally present in biomass-derived streams, that is, aqueous solutions with high acidity,f avor the occurrence of this reaction.…”

Section: Introductionmentioning

confidence: 99%

Simultaneous Upgrading of Furanics and Phenolics through Hydroxyalkylation/Aldol Condensation Reactions

2017

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The simultaneous conversion of cyclopentanone and m-cresol has been investigated on a series of solid-acid catalysts. Both compounds are representative of biomass-derived streams. Cyclopentanone can be readily obtained from sugar-derived furfurals through Piancatelli rearrangement under reducing conditions. Cresol represents a family of phenolic compounds, typically obtained from the depolymerization of lignin. In the first biomass conversion strategy proposed here, furfural is converted in high yields and selectivity to cyclopentanone (CPO) over metal catalysts such as Pd-Fe/SiO at 600 psi (∼4.14 MPa) H and 150 °C. Subsequently, CPO and cresol are further converted through acid-catalyzed hydroxyalkylation. This C-C coupling reaction may be used to generate products in the molecular weight range that is appropriate for transportation fuels. As molecules beyond this range may be undesirable for fuel production, a catalyst with a suitable porous structure may be advantageous for controlling the product distribution in the desirable range. If Amberlyst resins were used as a catalyst, C -C products were obtained whereas when zeolites with smaller pore sizes were used, they selectively produced C products. Alternatively, CPO can undergo the acid-catalyzed self-aldol condensation to form C bicyclic adducts. As an illustration of the potential for practical implementation of this strategy for biofuel production, the long-chain oxygenates obtained from hydroxyalkylation/aldol condensation were successfully upgraded through hydrodeoxygenation to a mixture of linear alkanes and saturated cyclic hydrocarbons, which in practice would be direct drop-in components for transportation fuels. Aqueous acidic environments, which are typically encountered during the liquid-phase upgrading of bio-oils, would inhibit the efficiency of base-catalyzed processes. Therefore, the proposed acid-catalyzed upgrading strategy is advantageous for biomass conversion in terms of process simplicity.

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Section: Introductionmentioning

confidence: 99%

Simultaneous Upgrading of Furanics and Phenolics through Hydroxyalkylation/Aldol Condensation Reactions

2017

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“…The overall process produces a significant amount of undesirable products and destroys the catalyst. The use of solid acids such as zeolites, sulfated zirconia, ZSM-5, Ga doped SBA-15, and mesoporous aluminosilicates synthesized from zeolite seeds [17][18][19][20][21] represents an attractive alternative route with economic and environmental advantages. In our previous study we have reported acylation of anisole using heteropoly acid supported on zirconia [22], but the present work reports on the detailed characterization and acylation of anisole using Cs salt of heteropoly acid supported on MCM-41.…”

Section: Introductionmentioning

confidence: 99%

Cesium salts of heteropoly acid immobilized mesoporous silica: An efficient catalyst for acylation of anisole

Parida

Rana

Mallick

et al. 2010

Journal of Colloid and Interface Science

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“…They performed the hydroxyalkylation of phenol with different carbonyl compounds on HY zeolite at 180 • C. The main product obtained was the corresponding bis-arylmethane adduct, and the yields and regioselectivity depended on the type of carbonyl compound involved in the reaction. In the 1980s, Climent et al [51][52][53] and then Burgers et al [54] reported the hydroyalkylation of phenol, toluene, and anisole with formaldehyde [51], acetaldehyde [52], benzaldehyde, and acetophenone [53] using a variety of zeolites as catalysts. In all cases, the main product obtained was the bis-arylmethane adduct.…”

Section: Hydroxyalkylation Of Aromatic Compoundsmentioning

confidence: 99%

“…In all cases, the main product obtained was the bis-arylmethane adduct. In addition, for these reactions the hydrophobicity of the catalyst surface (working with hydrophobic HY zeolite) on the sorption/desorption of substrates and consequently on the kinetic and catalyst decay [51] plays a determinant role.…”

Section: Hydroxyalkylation Of Aromatic Compoundsmentioning

confidence: 99%