Hydrolysis Kinetics of 2-Propyl-1,3-Dioxane for Downstream Separation of 1,3-Propanediol

Qi, Yiwen; Xu, Xingjun; Li, Ning; Fang, Yue

doi:10.1080/01496395.2011.627906

Cited by 3 publications

(2 citation statements)

References 22 publications

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“…However, in aqueous two-phase extraction, recovery of the product from the extracted phase is an issue that often arises. Alternatively, reactive extraction methods using a reversible reaction such as esterification with boronates [27] and acetalization with aldehydes in the presence of an acid catalyst, as shown in Scheme 1, [6][7][8][9]11,13,15,19] were proposed to selectively separate 1,3-propanediol. In our previous paper [27], reactive extraction with boronates gave a low partition coefficient due to poor reactivity.…”

Section: Introductionmentioning

confidence: 99%

“…Pervaporation [4], extraction [5,10,14], reactive extraction [6][7][8][9]11,13,15,19,27], vacuum distillation [16], aqueous two phase extraction [12,17,18,20,[22][23][24][25][26] and adsorption [21] have been proposed as separation methods. Compared with other separation techniques, extraction is considered to possess several advantages, such as large throughput and low energy consumption.…”

Section: Introductionmentioning

confidence: 99%

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Reactive Extraction of 1,3-Propanediol with Aldehydes in the Presence of a Hydrophobic Acidic Ionic Liquid as a Catalyst

Matsumoto

Nonomura

Kondo

2015

SERDJ

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The biological production of 1,3-propanediol from glycerol, which is a by-product in a bio-diesel production process, is of great interest. However, major difficulties still exist in downstream processing because 1,3-propanediol has a high boiling point. In this study, reactive extraction with aldehydes in the presence of a hydrophobic acidic ionic liquid as an acidic catalyst was used to extract 1,3-propanediol from an aqueous solution. Hydrophobic acidic ionic liquids have successfully played the role of acidic catalysts for acetalization as well as hydrochloric acid. Aromatic compounds as diluents were preferable for this acetalization. Conversion of 60 g/dm 3 of 1,3 propanediol reached 96% at a concentration of 4.0 mol/dm 3 of 1-butanal in toluene.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Reactive Extraction of 1,3-Propanediol with Aldehydes in the Presence of a Hydrophobic Acidic Ionic Liquid as a Catalyst

Matsumoto

Nonomura

Kondo

2015

SERDJ

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Kinetic modelling of acid-catalyzed liquid-phase dehydration of bio-based 2, 3-butanediol considering a newly identified by-product and an updated reaction network

Bai

Page

Zhang

et al. 2020

Chemical Engineering Journal

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Heterogeneous Ceria Catalyst with Water-Tolerant Lewis Acidic Sites for One-Pot Synthesis of 1,3-Diols via Prins Condensation and Hydrolysis Reactions

et al. 2013

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The use of a heterogeneous Lewis acid catalyst, which is insoluble and easily separable during the reaction, is a promising option for hydrolysis reactions from both environmental and practical viewpoints. In this study, ceria showed excellent catalytic activity in the hydrolysis of 4-methyl-1,3-dioxane to 1,3-butanediol in 95% yield and in the one-pot synthesis of 1,3-butanediol from propylene and formaldehyde via Prins condensation and hydrolysis reactions in an overall yield of 60%. In-depth investigations revealed that ceria is a water-tolerant Lewis acid catalyst, which has seldom been reported previously. The ceria catalysts showed rather unusual high activity in hydrolysis, with a turnover number (TON) of 260, which is rather high for bulk oxide catalysts, whose TONs are usually less than 100. Our conclusion that ceria functions as a Lewis acid catalyst in hydrolysis reactions is firmly supported by thorough characterizations with IR and Raman spectroscopy, acidity measurements with IR and (31)P magic-angle-spinning NMR spectroscopy, Na(+)/H(+) exchange tests, analyses using the in situ active-site capping method, and isotope-labeling studies. A relationship between surface vacancy sites and catalytic activity has been established. CeO(2)(111) has been confirmed to be the catalytically active crystalline facet for hydrolysis. Water has been found to be associatively adsorbed on oxygen vacancy sites with medium strength, which does not lead to water dissociation to form stable hydroxides. This explains why the ceria catalyst is water-tolerant.

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Hydrolysis Kinetics of 2-Propyl-1,3-Dioxane for Downstream Separation of 1,3-Propanediol

Cited by 3 publications

References 22 publications

Reactive Extraction of 1,3-Propanediol with Aldehydes in the Presence of a Hydrophobic Acidic Ionic Liquid as a Catalyst

Reactive Extraction of 1,3-Propanediol with Aldehydes in the Presence of a Hydrophobic Acidic Ionic Liquid as a Catalyst

Kinetic modelling of acid-catalyzed liquid-phase dehydration of bio-based 2, 3-butanediol considering a newly identified by-product and an updated reaction network

Heterogeneous Ceria Catalyst with Water-Tolerant Lewis Acidic Sites for One-Pot Synthesis of 1,3-Diols via Prins Condensation and Hydrolysis Reactions

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