Acetaldehyde dimethylacetal synthesis with Smopex 101 fibres as catalyst/adsorbent

Gandi, Ganesh K.; Silva, Viviana M. T. M.; Rodrigues, Alı́rio E.

doi:10.1016/j.ces.2006.10.014

Cited by 16 publications

(12 citation statements)

References 23 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The use of a solid-acid catalyst, such as Amberlyst 15, for the synthesis of acetals allows overcoming the drawbacks of using strong liquid organic acids, such as their corrosive nature, the existence of side reactions, and the fact that the catalyst cannot be easily separated from the reactor mixtures [6]. Published works report the use of ion-exchange resins as heterogeneous catalysts for acetalization [7,8] and esterification reactions [9,10].…”

Section: Introductionmentioning

confidence: 99%

Thermal Effects on the Synthesis of 1,1‐Dibutoxyethane in a Fixed‐Bed Adsorptive Reactor

et al. 2012

View full text Add to dashboard Cite

The effects of temperature on the synthesis of 1,1-dibutoxyethane (DBE) in a fixedbed adsorptive reactor were studied by performing both adsorption/desorption and reaction/regeneration experiments at 15 and 35°C. The Langmuir-type isotherm parameters at 15 and 35°C were obtained from the adsorption/desorption experiments. The reaction/regeneration experiments showed an increase in both conversion and productivity with increasing temperature. Isothermal and nonisothermal mathematical models were used to simulate the reactor operation with different Damköhler numbers. The simulated results suggest that the reactor productivity can be improved by using the adiabatic operation mode on the fixedbed adsorptive reactor, obtaining a productivity for DBE of 71.8 mol kg -1 h -1 .

show abstract

Section: Introductionmentioning

confidence: 99%

Thermal Effects on the Synthesis of 1,1‐Dibutoxyethane in a Fixed‐Bed Adsorptive Reactor

et al. 2012

View full text Add to dashboard Cite

show abstract

“…Previous works report the use of heterogeneous catalysts for synthesis of the acetal 1,1-diethoxyethane using Amberlyst-15 and -18 13,20 and the acetal 1,1-dimethoxyethane using Amberlyst-15, a Y-type zeolite, and SMOPEX 101 fibres. 21,22 Amberlyst-15 proved to be an efficient catalyst for acetalization of butanol with heptanal 23 and formaldehyde; 24 however, it was verified that side reactions are influenced by the type of ion-exchange resins in the esterification of n-butanol with acetic acid at 100-120°C. The observed side reaction products using Purolite CT 269 (monosulfonated) and Amberlyst-48 (bisulfonated) were isomers of butene, di-n-butyl ether, and sec-butyln-butyl ether as well as sec-butanol and sec-butyl acetate, whereas with Amberlyst-46 (surface-sulfonated), side reactions were almost negligible.…”

Section: Introductionmentioning

confidence: 99%

Oxygenated Biofuels from Butanol for Diesel Blends: Synthesis of the Acetal 1,1-Dibutoxyethane Catalyzed by Amberlyst-15 Ion-Exchange Resin

Graça

Pais

Silva

et al. 2010

Ind. Eng. Chem. Res.

Self Cite

View full text Add to dashboard Cite

The synthesis of 1,1-dibutoxyethane or acetaldehyde dibutylacetal was studied in a batch reactor by reacting butanol and acetaldehyde in a liquid phase, using Amberlyst-15 as the catalyst. The reaction equilibrium constant was experimentally determined in the temperature range 20-40°C at 6 atm, where K a ) 0.00959 exp[1755.3/T (K)]. The standard properties of the reaction at 298.15 K were estimated: ∆H°) -14.59 kJ mol -1 , ∆G°) -3.07 kJ mol -1 , and ∆S°) -38.64 J mol -1 K -1 . Kinetic experiments were performed in the temperature range 10-50°C at 6 atm. A two-parameter kinetic law based on a Langmuir-Hinshelwood rate expression, using activity coefficients from the UNIFAC method, was used. The kinetic parameters are k c ) 2.39 × 10 9 exp[-6200.9/T (K)] (mol g cat -1 min -1 ) and k s,D ) 2.25 × 10 -4 exp[3303.1/T (K)]. The activation energy of the reaction is 51.55 kJ mol -1 . This work is an important step for further implementation of an integrated reaction-separation process, such as a simulated moving-bed reactor.

show abstract

“…Furthermore, one may encounter relatively slow reaction kinetics compared to their homogeneous counterparts as advocated by Calabrese and Pissavini . Nevertheless, resins have been advantageously used in fixed-bed reactors for several liquid-phase reactions such as acetalization, − esterification, − etherification, , etc. A cation exchange resin, NKC-9, has been successfully used for the biodiesel production, ,− and the stability of the cation exchange resins was established by observing the reaction for more than 500 h continuously in a fixed-bed reactor. , Methyl tert -butyl ether (MTBE) production using a cation exchange resin (Amberlyst-15) on an industrial scale is another example of its application in a fixed-bed reactor. , …”

Section: Introductionmentioning

confidence: 99%

Fixed-Bed Reactor with Side Injection: A Promising Option for the Aldol Condensation of Acetaldehyde

Kamal

Nabar

Mahajani

2021

Ind. Eng. Chem. Res.

View full text Add to dashboard Cite

The aldol condensation of acetaldehyde with other carbonyl molecules is a complex reaction wherein there is often formation of multiple undesirable side products. These side products include higher oligomers, which not only reduce the selectivity for the main product but also prevent the use of heterogeneous catalysts due to rapid deactivation. 3-Methylpent-3-en-2-one (MPO) is an important fine chemical used as a key intermediate in the fragrance and flavor industry and is produced by the aldol condensation of acetaldehyde (AcH) with methyl ethyl ketone (MEK). In this work, we investigate the continuous production of MPO in the presence of a cation exchange resin (Amberlyst-15) in a fixed-bed reactor. Our earlier work on batch kinetics reveals that a higher feed molar ratio of AcH:MEK results in a higher yield of MPO. Accordingly, reactions are performed in a laboratory fixed-bed reactor at different feed molar ratios, reaction temperatures, and residence times. The effect of side injection of acetaldehyde into the flow reactor was also investigated and found to favorably influence the selectivity toward MPO. A crucial observation was that maintaining a low concentration of acetaldehyde helps in reducing catalyst deactivation and hence extends its life. Based on the results obtained in the lab-scale reactor, MPO was successfully produced in the pilot-scale fixed-bed reactor by performing the reaction for an extended duration (570 h), indicating that the catalyst is sufficiently active under the conditions of interest without loss of activity. The intrinsic kinetic model developed earlier using the batch reactor data is incorporated in the fixed-bed reactor model and it was found that the predictions agree reasonably well with the experimental results.

show abstract

Acetaldehyde dimethylacetal synthesis with Smopex 101 fibres as catalyst/adsorbent

Cited by 16 publications

References 23 publications

Thermal Effects on the Synthesis of 1,1‐Dibutoxyethane in a Fixed‐Bed Adsorptive Reactor

Thermal Effects on the Synthesis of 1,1‐Dibutoxyethane in a Fixed‐Bed Adsorptive Reactor

Oxygenated Biofuels from Butanol for Diesel Blends: Synthesis of the Acetal 1,1-Dibutoxyethane Catalyzed by Amberlyst-15 Ion-Exchange Resin

Fixed-Bed Reactor with Side Injection: A Promising Option for the Aldol Condensation of Acetaldehyde

Contact Info

Product

Resources

About