Glycerol dehydration to acrolein in the context of new uses of glycerol

Katryniok, Benjamin; Paul, Sébastien; Bellière-Baca, V.; Rey, Patrick; Dumeignil, Franck

doi:10.1039/c0gc00307g

Cited by 398 publications

(332 citation statements)

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“…20,21 Dehydration of glycerol is known to occur under acid-catalyzed conditions, following two pathways: dehydration of the primary hydroxy group affords hydroxy-acetone or acetol as the main product, whereas dehydration of the secondary hydroxy group produces 3-hydroxypropanal, which can be subsequently dehydrated to acrolein (Scheme 2), an important chemical used in the industrial production of acrylic acid and amino-acids such as methionine. The economic importance of glycerol dehydration to acrolein was recently addressed in a short review, 22 which also discussed the use of different catalytic systems.…”

Section: Introductionmentioning

confidence: 99%

Oxidative dehydration of glycerol to acrylic acid over vanadium-impregnated zeolite beta

Pestana¹,

Guerra²,

Ferreira³

et al. 2013

J. Braz. Chem. Soc.

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A desidratação oxidativa do glicerol a ácido acrílico foi estudada com o uso de zeólita Beta impregnada com vanádio. Os catalisadores foram preparados por impregnação úmida do metavanadato de amônio sobre a zeólita Beta na forma amoniacal, seguida de calcinação em ar a 823 K. A impregnação reduziu a área superficial específica, mas não afetou significativamente a acidez (Brønsted e Lewis) da zeólita. A avaliação dos catalisadores foi realizada num reator de leito fixo usando ar como gás de arraste e injetando o glicerol por meio de uma bomba seringa. Acroleína foi o principal produto formado, tendo também sido observados acetaldeído e hidróxi-acetona (acetol). O ácido acrílico foi formado em aproximadamente 25% de seletividade a 548 K sobre as zeólitas impregnadas. O resultado pode ser explicado por análises de XPS (espectroscopia fotoeletrônica de raios X), que mostraram uma boa dispersão de vanádio nos poros da zeólita.The oxidative dehydration of glycerol to acrylic acid was studied over vanadium-impregnated zeolite Beta. Catalysts were prepared by wet impregnation of ammonium metavanadate over ammonium-exchanged zeolite Beta, followed by air calcination at 823 K. Impregnation reduced the specific surface area, but did not significantly affected the acidity (Brønsted and Lewis) of the zeolites. The catalytic evaluation was carried out in a fixed bed flow reactor using air as the carrier and injecting glycerol by means of a syringe pump. Acrolein was the main product, with acetaldehyde and hydroxy-acetone (acetol) being also formed. Acrylic acid was formed with approximately 25% selectivity at 548 K over the impregnated zeolites. The result can be explained by XPS (X-ray photoelectron spectroscopy) measurements, which indicated a good dispersion of the vanadium inside the pores.Keywords: glycerol, acrylic acid, zeolite, dehydration, oxidation IntroductionGlycerol is usually found in combination with fatty acids of natural occurrence forming the triglycerides. Today, the major source of glycerol is the transesterification of oils and fats to produce biodiesel. 1 In this reaction, a molecule of triglyceride reacts with three molecules of methanol, under base catalysis conditions, to afford three molecules of fatty acid methyl esters (the biodiesel) and a molecule of glycerol (Scheme 1). In recent years, the growing concern about global warming has motivated the use of biofuels. Biodiesel, together with bioethanol, is one of the most important biofuels used nowadays.For each 90 m 3 of biodiesel produced by transesterification, about 10 m 3 of glycerol are obtained. The worldwide glycerol production will reached 2 approximately 1.2 million tons in 2012 and most of this production will come from the biodiesel industry. In Brazil, for instance, there is a mandatory blend of 5% of biodiesel in the petrodiesel, which represents an annual glycerol production of approximately 300,000 tons. The traditional markets for glycerol are cosmetics, soaps, pharmaceuticals and personal care products. However, with the increasing ...

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Section: Introductionmentioning

confidence: 99%

Oxidative dehydration of glycerol to acrylic acid over vanadium-impregnated zeolite beta

Pestana¹,

Guerra²,

Ferreira³

et al. 2013

J. Braz. Chem. Soc.

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“…A number of recent overviews on glycerol conversion are available in the literature. For further information, readers are kindly referred to key recently reported overviews in the field [6][7][8][9][10].…”

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confidence: 99%

Continuous flow transformations of glycerol to valuable products: an overview

Len

Luque

2014

Sustain Chem Process

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Glycerol conversion to valuable products has been a research avenue that attracted a significant interest in recent years due to its large available volumes (as by-product of biodiesel production) and the different possibilities for chemical and biological conversion into high added value chemicals profiting from the unique presence of three hydroxyl groups in its structure. The utilization of continuous flow processes in combination with transformation of platform chemicals (e.g. glycerol) can offer several advantages to batch processes in view of their potential implementation in industry. This minireview has been aimed to highlight most recent key continuous flow systems for glycerol valorization to valuable products using different types of catalysts and processes.

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“…This is particularly true because of the differences between biomass and petrochemical derived feedstocks in terms of relative purity and homogeneity There have been several attempts (with varying levels of success) to use crude glycerol as a substrate in many catalysed transformations and direct uses of glycerol including the direct glycerol fuel cell [24,25] dehydration to form acrolein [26,27], photo-oxidation [28] and reforming [29]. There have also been attempts at biochemical transformations [30].…”

Section: Introductionmentioning

confidence: 99%