Hydrolysis of disaccharides containing glucose residue in subcritical water

Oomori, Toshinobu; Khajavi, Shabnam Haghighat; Kimura, Yukitaka; Adachi, Shuji; Matsuno, Ryuichi

doi:10.1016/j.bej.2003.08.002

Cited by 101 publications

(84 citation statements)

References 18 publications

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“…In this way, catalyst recycle procedures are eliminated and drawbacks of heterogeneous catalysts (among others deactivation by humin deposition) are avoided. Water was selected as the solvent of choice, as it is environmentally benign, is a good solvent for many carbohydrates and it is cheap, nontoxic, and nonflammable [39][40][41][42].…”

Section: Introductionmentioning

confidence: 99%

Experimental and modelling studies on the uncatalysed thermal conversion of inulin to 5-hydroxymethylfurfural and levulinic acid

Fachri

Abdilla

Rasrendra

et al. 2015

Sustain Chem Process

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Background: 5-Hydroxymethylfurfural (HMF), an important biobased platform chemical, is accessible by the acid catalysed conversion of biopolymers containing hexoses (cellulose, starch, inulin) and monomeric sugars derived thereof. We here report an experimental study on the uncatalysed, thermal conversion of inulin to HMF in aqueous solutions in a batch set-up. Results:The reactions were conducted in a temperature range of 153-187°C, an inulin loading between 0.03 and 0.12 g/mL and batch times between 18 and 74 min using a central composite experimental design. The highest experimental HMF yield in the process window was 35 wt% (45 mol%), which is 45% of the theoretical maximum (78 wt%). The HMF yields were modeled using a statistical approach and good agreement between experiment data and model was obtained. The possible autocatalytic role of formic acid (FA) and levulinic acid, two main byproducts, was probed by performing reactions in the presence of these acids and it was shown that particularly FA acts as a catalyst. Conclusions:Inulin is an interesting feed for the synthesis of HMF in water. A catalyst is not required, though autocatalytic effects of FA play a major role and also affect reaction rates and product yields. Graphical abstract:Chicory 5-hydroxymethylfurfural No catalystInulin

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Section: Introductionmentioning

confidence: 99%

Experimental and modelling studies on the uncatalysed thermal conversion of inulin to 5-hydroxymethylfurfural and levulinic acid

Fachri

Abdilla

Rasrendra

et al. 2015

Sustain Chem Process

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“…[1][2][3][4] Many studies have been done exploring the use of water in conditions sub and supercritical to promote organic synthesis reactions, some of those would be alkyl-aromatics oxidation, oxidation of methane in hydrothermal systems, dehydration of alcohol, and organic transformations catalyzed by metals. 1 Another option is the employment of subcritical water as both solvent and reagent for triglycerides hydrolysis.…”

Section: Introductionmentioning

confidence: 99%

“…[7][8][9] The soap production starting from triglycerides and alkalis is accomplished for more than 2000 years by the Man. 10 where C 3 H 5 (OCOR) 3 represents triglycerides, RCOOH represents any fatty acid and C 3 H 5 (OH) 3 , glycerol.…”

Section: Introductionmentioning

confidence: 99%

Hydrolysis of corn oil using subcritical water

Pinto

Lanças

2006

J. Braz. Chem. Soc.

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Este trabalho apresenta os resultados de um estudo sobre o uso da água subcrítica, como reagente e solvente, para a reação de hidrólise de óleo de milho sem o emprego de ácidos e base entre as temperaturas de 150-280 °C. A hidrólise de óleo de milho leva à formação dos seus respectivos ácidos graxos, com a mesma eficiência dos métodos convencionais. Os ácidos graxos formam um grupo importante de produtos, os quais são usados em diversas aplicações. A identificação e confirmação dos produtos da hidrólise foram feitos por HT-HRGC-FID e HRGC/MS. This work presents the results of a study on the use of subcritical water as both solvent and reactant for the hydrolysis of corn oil without the use of acids or alkalis at temperatures of 150-280 °C. Corn oil hydrolysis leads to the formation of its respective fatty acids with the same efficiency of conventional methods. Fatty acids form an important group of products, which are used in a range of applications. The confirmation and identification of the hydrolysis products was done by HT-HRGC-FID and HRGC/MS. Keywords: subcritical water, hydrolysis, fatty acids, corn oil IntroductionThe development of methodologies environmentally friend has been one of the principal objectives pursued by researchers of several areas as chemistry, process development and others. Ideally, the absence of organic solvents is a factor of major importance in any process, because they should be recycled, incinerated or submitted to an appropriate unitary operation that does not result in aggression to the environment.Water in the sub or supercritical state presents unusual properties that have been raising a lot of interest as an alternative solvent. [1][2][3][4] Many studies have been done exploring the use of water in conditions sub and supercritical to promote organic synthesis reactions, some of those would be alkyl-aromatics oxidation, oxidation of methane in hydrothermal systems, dehydration of alcohol, and organic transformations catalyzed by metals. 1 Another option is the employment of subcritical water as both solvent and reagent for triglycerides hydrolysis. 5 Some studies utilizing pressures higher than 2 MPa and temperature over 250 °C, demonstrate the viability of its use without the need of using either acidic or alkaline catalysts.Hydrolysis of oils is the applied term to the operation in which water reacts with oil to form glycerol and fatty acids. 6 This process is commercially important because the fatty acids are used for soap production, synthetic detergents, greases, cosmetics, and several other products. [7][8][9] The soap production starting from triglycerides and alkalis is accomplished for more than 2000 years by the Man. 10 where C 3 H 5 (OCOR) 3 represents triglycerides, RCOOH represents any fatty acid and C 3 H 5 (OH) 3 , glycerol.Several authors propose that this reaction is processed in stages, starting from the triglycerides for diglycerides, monoglycerides and glycerol, and to each stage there is liberation of a fatty acid. This reaction is homogeneous of first o...

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“…The rates of reaction of disaccharides depend on the types of anomers (α or β forms) and glycosidic linkages between glucose units and their concentrations in water. [1][2][3] Maltose, isomaltose, and gentiobiose are generated from the acid hydrolysis of starch. [2] Cellobiose is mainly derived from the hydrolysis of cellulose material.…”

Section: Introductionmentioning

confidence: 99%

Degradation of disaccharides containing two glucose units in subcritical water

Wiboonsirikul

Nakata

Kobayashi

et al. 2015

Asia-Pacific J Chem Eng

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Disaccharides containing two glucose units, including trehalose, cellobiose, maltose, gentiobiose, and isomaltose, were hydrolyzed in a single-component system using subcritical water at 200-240°C and 10 MPa. A mixture of maltose and trehalose was also hydrolyzed in a binary-component system using subcritical water at 210 and 230°C. The fraction of the remaining disaccharides decreased as a function of the residence time and could be expressed by the Weilbull equation at any temperature. While trehalose showed the highest resistance to hydrolysis, the other disaccharides were much less resistant to hydrolysis and their reaction rates were not much different from each other. The mixture of trehalose and maltose exhibited a reduced resistance to the hydrolysis of trehalose at high hydrolysis temperatures. In addition, glucose, which was the product of the hydrolysis, can be easily subjected to further degradation to organic acids and consequently reduces the pH of the effluent.

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Hydrolysis of disaccharides containing glucose residue in subcritical water

Cited by 101 publications

References 18 publications

Experimental and modelling studies on the uncatalysed thermal conversion of inulin to 5-hydroxymethylfurfural and levulinic acid

Experimental and modelling studies on the uncatalysed thermal conversion of inulin to 5-hydroxymethylfurfural and levulinic acid

Hydrolysis of corn oil using subcritical water

Degradation of disaccharides containing two glucose units in subcritical water

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