EP0091221A2 - Solubilisation and hydrolysis of carbohydrates - Google Patents
Solubilisation and hydrolysis of carbohydrates Download PDFInfo
- Publication number
- EP0091221A2 EP0091221A2 EP83301472A EP83301472A EP0091221A2 EP 0091221 A2 EP0091221 A2 EP 0091221A2 EP 83301472 A EP83301472 A EP 83301472A EP 83301472 A EP83301472 A EP 83301472A EP 0091221 A2 EP0091221 A2 EP 0091221A2
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- EP
- European Patent Office
- Prior art keywords
- halide
- aluminium
- process according
- carbohydrate
- solubilisation
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C13—SUGAR INDUSTRY
- C13K—SACCHARIDES OBTAINED FROM NATURAL SOURCES OR BY HYDROLYSIS OF NATURALLY OCCURRING DISACCHARIDES, OLIGOSACCHARIDES OR POLYSACCHARIDES
- C13K1/00—Glucose; Glucose-containing syrups
- C13K1/02—Glucose; Glucose-containing syrups obtained by saccharification of cellulosic materials
-
- C—CHEMISTRY; METALLURGY
- C13—SUGAR INDUSTRY
- C13K—SACCHARIDES OBTAINED FROM NATURAL SOURCES OR BY HYDROLYSIS OF NATURALLY OCCURRING DISACCHARIDES, OLIGOSACCHARIDES OR POLYSACCHARIDES
- C13K1/00—Glucose; Glucose-containing syrups
- C13K1/06—Glucose; Glucose-containing syrups obtained by saccharification of starch or raw materials containing starch
Definitions
- This invention relates to the solubilisation and hydrolysis of glycosidically linked carbohydrates having reducing groups and in particular to the solubilisation and hydrolysis of starch and cellulose to glucose.
- Cellulose is a polysaccharide which forms the main component of the cell walls of most plants. It is a polymer of B-D-glucose units which are linked together with elimination of water to form chains of 2000-4000 units. In plants it occurs together with other polysaccharides and hemicelluloses derived from other sugars such as xylose, arabinose and mannose. In the woody parts of plants cellulose is intimately mixed and sometimes covalently linked with lignin. Wood, for example, normally contains on a dry weight basis 40-50% cellulose, 20-30)6 lignin and 10-30% hemicelluloses together with mineral salts, waxes, resins and proteins.
- the solubilisation and hydrolysis of cellulose may be brought about by various treatments, including treatment with acids and with enzymes present in certain bacteria, fungi and protozoa. Such treatments result mainly in cleavage of the glycosidic links in the cellulose chain with a consequent reduction in molecular weight.
- Partial hydrolysis with acids produces a variety of products, often termed "hydrocelluloses", whose properties are determined by the hydrolysis conditions employed.
- Complete acid hydrolysis of cellulose yields glucose.
- Treatment with acid by solution and reprecipitation often increases the accessibility and susceptibility of cellulose to attack by enzymes, microbes and chemical reagents.
- Solubilisation and hydrolysis of cellulose by enzymes leads to various intermediate products depending upon the enzyme employed.
- the final product of enzymic treatment of cellulose is usually glucose but rigorous treatment may produce a further breakdown to ethanol, carbon dioxide and water.
- the products of solubilisation and/or hydrolysis include oligosaccharides, as well as tri-, di- and mono- saccharides.
- the products from cellulose include cellodextrins, cellotriose, cellobiose and glucose.
- the susceptible carbohydrate may be treated with an enzyme in which case the exact nature of the final products will depend upon the enzyme employed and upon the reaction conditions. In the case of cellulose treatment with cellulases the product under appropriate conditions will be glucose.
- glycosidically linked carbohydrate can be present in any suitable state. It can be present as free or combined carbohydrate, in its natural state or in a processed or converted form. The process is particularly useful when applied to the conversion of the following types of carbobydrate-containing feedstocks:-
- the process is applicable to glycosidically linked carbohydrates whether the glycosidic linkage is a ⁇ -linkage as in cellulose, yeast glucan or laminarin, or an ⁇ -linkage as in starch, glycogen, dextran or nigeran. In particular it is applicable to starch which is converted to lower sugars including maltose and, as the main product, glucose.
- the process is also applicable to glycosidically linked carbohydrates with other constituent pentoses, hexoses, heptoses, amino sugars and uronic acids, as well as to the previously mentioned naturally occurring polymers of D-glucose.
- Such polymers with other constituents having industrial significance include wood hemicelluloses, yeast mannan, bacterial and seaweed alginates, industrial gums and mucilages and chitin.
- Carbohydrates containing 0- sulphate, N- sulphate, N- acetyl, 0- acetyl and pyruvate groups can also be treated by the process of the invention as can carbohydrates derived by carboxymethylation, acylation, hydrox y etbylation and other substitution processes provided that such carbohydrates contain glycosidic linkages. Acid labile substituents on carbohydrates may be lost during the process of the invention.
- Preferred inorganic acids are hydrochloric, hydrobromic and hydriodic acids, hydrochloric acid being most economical and especially prefferred.
- the preferred hydrated aluminium halide is the hexahydrate A1 Cl 3 .6H 2 O.
- the hydrated aluminium halide can be present as the sole metal halide or in combination with other metal halides or precursors thereof.
- the halide present together with the hydrated aluminium halide is preferably a halide (especially a chloride) of lithium, calcium and/or magnesium or a precursor of such a halide.
- the halide ions can be present as complex halide ions, these complex ions being generated within the mixture.
- an aqueous solution of the hydrated aluminium halide is prepared and is thereafter acidified.
- the acid is added to the aqueous solution of the halide.
- acidification can be achieved in the reverse manner, i.e. by adding the aqueous solution of the metallic salt to the acid.
- the acid employed has a concentration in the range 0.5 to 5 molar and is added to the aqueous solution of the metallic salt.
- the acidified aqueous solution of the metallic salt is used to treat the carbohydrate - preferably being added thereto. It should be noted that the extent to which aluminium chloride is soluble in aqueous hydrochloric acid varies inversely with the concentration of the acid.
- the treatment of the carbohydrate is preferably carried out at a temperature in the range 50° to 90°, especially in the range 65° to 75° where the aim is to achieve solubilisation and hydrolysis.
- the conditions employed in the process of the present invention are similar to those employed in that of published European Patent Specification No. 44622.
- the process of the invention may be used as stated above to produce carbohydrate of enhanced susceptibility to enzymic hydrolysis.
- the susceptible carbohydrates can then be treated with an enzyme in a second step, which is preferably carried out at a pH in the range 4 to 9, to produce the final product which can be for example glucose.
- the relative proportions in which the two halides are present is preferably in the range 10:1 and 1:10 w/w.
- the process of the present invention has the following advantages:-1. Ability to dissolve and hydrolyse to soluble oligosaccharides as well as. to tri-, di and mono- saccharides such as glucose without prior delignification.
- Any suitable technique may be used to separate aluminium ions from the mixture produced by solubilisation and hydrolysis. Two suitable techniques are illustrated in Examples 2 and 3.
- a series of starch hydrolysis reactions was performed using either technique 1 or technique 2, the technique used in any particular reaction depending upon convenience and upon the concentration of AlCl 3 .6H 2 O employed.
- Technique 1 To an aqueous solution of aluminium chloride AlCl 3 .6H 2 O (saturated at 20°C) was added concentrated (10 M) hydrochloric acid to give a final hydrochloric acid concentration of 2 M. Dottles were prepared containing hydrochloric acid saturated with aluminium chloride and starch and were allowed to stand at room temperature for 15 minutes. At the end of this time the bottles were placed in a water bath at 70°C. After one hour at 70°C the contents of the bottles were analysed for D-glucose by the glucose oxidase method.
- Figares 1 and 2 of the drawings are graphs of percentage yield of glucose against time in hours for starch solutions hydrolysed in the presence of hydrochloric acid and aluminium chloride Al Cl 3 .6H 2 O.
- a solution of a mixture of 1 molar hydrochloric acid, 2 molar aluminium chloride (Al Cl 3 .6H 2 O) containing 20% w /v glucose was reduced in volume from 200 ml to 100 ml by heating to 60°C under reduced pressure. At this volume the crystals which formed were removed from the glucose solution by filtration. These crystals (37 g wet) contained 9.1% w /w aluminium (81% w/w Al Cl 3 . 6H20) and 8.4% w/w glucose. This represents 35% of the original aluminium content of the hydrochloric acid/aluminium chloride/ glucose mixture. The remaining syrup contained 28.9% w /w glucose and 4.6% w /w aluminium (i.e. the remainder or 65% of the original aluminium). This recovery procedure is set out in Table 2.
- a solution of a mixture of 2 molar hydrochloric acid, 2 molar aluminium chloride Al Cl 3 .6H 2 O containing 20% w/v glucose was reduced in volume from approximately 400 ml to approximately 250 mls by heating to 60°C under reduced pressure. 92 g of crystals formed and were removed by filtration. These crystals contained 9.7% w /w aluminium (86.8% Al Cl 3 .6H 2 O) and 7.1% w /w glucose.
- the first stage of this separation process gave a yield of aluminium of 41% while the second stage gave a maximum yield of a further 20% of aluminium leaving 1.6% w /w aluminium in the glucose syrup.
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- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Emergency Medicine (AREA)
- General Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Biochemistry (AREA)
- Organic Chemistry (AREA)
- Polysaccharides And Polysaccharide Derivatives (AREA)
- Preparation Of Compounds By Using Micro-Organisms (AREA)
Abstract
Description
- This invention relates to the solubilisation and hydrolysis of glycosidically linked carbohydrates having reducing groups and in particular to the solubilisation and hydrolysis of starch and cellulose to glucose.
- Cellulose is a polysaccharide which forms the main component of the cell walls of most plants. It is a polymer of B-D-glucose units which are linked together with elimination of water to form chains of 2000-4000 units. In plants it occurs together with other polysaccharides and hemicelluloses derived from other sugars such as xylose, arabinose and mannose. In the woody parts of plants cellulose is intimately mixed and sometimes covalently linked with lignin. Wood, for example, normally contains on a dry weight basis 40-50% cellulose, 20-30)6 lignin and 10-30% hemicelluloses together with mineral salts, waxes, resins and proteins.
- The solubilisation and hydrolysis of cellulose may be brought about by various treatments, including treatment with acids and with enzymes present in certain bacteria, fungi and protozoa. Such treatments result mainly in cleavage of the glycosidic links in the cellulose chain with a consequent reduction in molecular weight. Partial hydrolysis with acids produces a variety of products, often termed "hydrocelluloses", whose properties are determined by the hydrolysis conditions employed. Complete acid hydrolysis of cellulose yields glucose. Treatment with acid by solution and reprecipitation often increases the accessibility and susceptibility of cellulose to attack by enzymes, microbes and chemical reagents. Solubilisation and hydrolysis of cellulose by enzymes leads to various intermediate products depending upon the enzyme employed. The final product of enzymic treatment of cellulose is usually glucose but rigorous treatment may produce a further breakdown to ethanol, carbon dioxide and water.
- In our published European Patent Specification No. 44622 we describe and claim a process for the modification, solubilisation and/or hydrolysis of a glycosidically linked carbohydrate by treatment with a mixture comprising an aqueous inorganic acid and a halide of lithium, magnesium and/or calcium or a precursor of said halide. The process of European Patent Application Specification No. 44622 is very successful. However easy separation of the metallic species from the organic products of the reaction cannot always be achieved by this process.
- According to the present invention we provide a process for the modification, solubilisation and/or hydrolysis of a glyc- sidically linked carbohydrate to produce one or more of the following effects:-
- (A) modification of the carbohydrate to induce increased accessibility and susceptibility to enzymes, microbes and chemicals,
- (B) solubilisation of the carbohydrate, and
- (C) solubilisation and hydrolysis of one or more glycosidic linkages in the carbohydrate to produce soluble oligosaccharides and/or glucose, wherein the carbohydrate is contacted with a mixture comprising an aqueous inorganic acid and a hydrated halide of aluminium or a precursor of said halide, at a temperature within the range 200 to 100°C, a reaction product is separated and aluminium ions are recovered from the separated product.
- Whilst the process of the invention is generally applicable to glycosidically linked carbohydrates, it is particularly applicable to starch and cellulose.
- The products of solubilisation and/or hydrolysis include oligosaccharides, as well as tri-, di- and mono- saccharides. Specifically the products from cellulose include cellodextrins, cellotriose, cellobiose and glucose. When the process is used to produce carbohydrate of enhanced susceptibility to enzymic hydrolysis, the susceptible carbohydrate may be treated with an enzyme in which case the exact nature of the final products will depend upon the enzyme employed and upon the reaction conditions. In the case of cellulose treatment with cellulases the product under appropriate conditions will be glucose.
- The glycosidically linked carbohydrate can be present in any suitable state. It can be present as free or combined carbohydrate, in its natural state or in a processed or converted form. The process is particularly useful when applied to the conversion of the following types of carbobydrate-containing feedstocks:-
- (a) silvicultural products such as wood, wood residues, mechanical and chemical wood pulps, various grades of recycled paper and other wood based products, and
- (b) agricultural products and residues such as straw, bagasse, corn stover and other pulp and grain by-products. The process is also applicable to carbohydrates which exist in highly oriented forms such as crystalline cellulose, cotton and other ordered structures which are normally inaccessible to enzymes and other catalysts. Such inaccessibility may be compounded by the occurrence of a polysaccharide with other polymers such as the cellulose with ligain. The process of the invention is applicable to the modification or solubiliaation of cellulose without prior delignification.
- The process is applicable to glycosidically linked carbohydrates whether the glycosidic linkage is a β-linkage as in cellulose, yeast glucan or laminarin, or an α-linkage as in starch, glycogen, dextran or nigeran. In particular it is applicable to starch which is converted to lower sugars including maltose and, as the main product, glucose. The process is also applicable to glycosidically linked carbohydrates with other constituent pentoses, hexoses, heptoses, amino sugars and uronic acids, as well as to the previously mentioned naturally occurring polymers of D-glucose. Such polymers with other constituents having industrial significance include wood hemicelluloses, yeast mannan, bacterial and seaweed alginates, industrial gums and mucilages and chitin. Carbohydrates containing 0- sulphate, N- sulphate, N- acetyl, 0- acetyl and pyruvate groups can also be treated by the process of the invention as can carbohydrates derived by carboxymethylation, acylation, hydroxyetbylation and other substitution processes provided that such carbohydrates contain glycosidic linkages. Acid labile substituents on carbohydrates may be lost during the process of the invention.
- Preferred inorganic acids are hydrochloric, hydrobromic and hydriodic acids, hydrochloric acid being most economical and especially prefferred.
- The preferred hydrated aluminium halide is the hexahydrate A1 Cl3.6H2O. The hydrated aluminium halide can be present as the sole metal halide or in combination with other metal halides or precursors thereof. When more than one metal halide is to be present, the halide present together with the hydrated aluminium halide is preferably a halide (especially a chloride) of lithium, calcium and/or magnesium or a precursor of such a halide. It should be understood that in the reaction mixture the halide ions can be present as complex halide ions, these complex ions being generated within the mixture. In operation of the process of the invention, an aqueous solution of the hydrated aluminium halide is prepared and is thereafter acidified. Preferably the acid is added to the aqueous solution of the halide. However acidification can be achieved in the reverse manner, i.e. by adding the aqueous solution of the metallic salt to the acid. Preferably the acid employed has a concentration in the range 0.5 to 5 molar and is added to the aqueous solution of the metallic salt. The acidified aqueous solution of the metallic salt is used to treat the carbohydrate - preferably being added thereto. It should be noted that the extent to which aluminium chloride is soluble in aqueous hydrochloric acid varies inversely with the concentration of the acid.
- In the process of the invention the treatment of the carbohydrate is preferably carried out at a temperature in the
range 50° to 90°, especially in the range 65° to 75° where the aim is to achieve solubilisation and hydrolysis. In general the conditions employed in the process of the present invention are similar to those employed in that of published European Patent Specification No. 44622. - The process of the invention may be used as stated above to produce carbohydrate of enhanced susceptibility to enzymic hydrolysis. In this case the susceptible carbohydrates can then be treated with an enzyme in a second step, which is preferably carried out at a pH in the
range 4 to 9, to produce the final product which can be for example glucose. - When the hydrated aluminium halide is used together with another metal halide, such as a lithium, magnesium and/or calcium halide, the relative proportions in which the two halides are present is preferably in the range 10:1 and 1:10 w/w.
- The process of the present invention has the following advantages:-1. Ability to dissolve and hydrolyse to soluble oligosaccharides as well as. to tri-, di and mono- saccharides such as glucose without prior delignification.
-
- 2. Ability to handle high concentrations of difficultly soluble polysaccharides such as cellulose.
- 3. Ability to handle a wide range of potential sources of monosaccharides, especially glucose.
- 4. Easier separation and recovery of the metal ions.
- Any suitable technique may be used to separate aluminium ions from the mixture produced by solubilisation and hydrolysis. Two suitable techniques are illustrated in Examples 2 and 3.
- The invention is illustrated by the Examples given below in which Examples the analytical methods used are as described in European Patent Specification No. 44622:-EXAMPLE 1
- A series of starch hydrolysis reactions was performed using either
technique 1 ortechnique 2, the technique used in any particular reaction depending upon convenience and upon the concentration of AlCl3.6H2O employed. Technique 1: To an aqueous solution of aluminium chloride AlCl3.6H2O (saturated at 20°C) was added concentrated (10 M) hydrochloric acid to give a final hydrochloric acid concentration of 2 M. Dottles were prepared containing hydrochloric acid saturated with aluminium chloride and starch and were allowed to stand at room temperature for 15 minutes. At the end of this time the bottles were placed in a water bath at 70°C. After one hour at 70°C the contents of the bottles were analysed for D-glucose by the glucose oxidase method. - Technique 2: Solid aluminium chloride AlCl3.6H2O was added to concentrated hydrochloric acid and thereafter water was added to raise the volume and to give the required final concentrations. Bottles containing solutions of hydrochloric acid, aluminium chloride and starch were prepared and were allowed to stand for 15 minutes at room temperature. After this time the bottles were placed in a water bath at 70°C for 1 hour and thereafter the contents were analysed for D-glucose by the glucose oxidase method.
-
- Using
technique 2 further experiments were carried out in which starch hydrolysis was continued for periods exceeding one hour, percentage yields of glucose being measured at intervals. The results are shown in Figures 1 and 2 of the drawings. - Figares 1 and 2 of the drawings are graphs of percentage yield of glucose against time in hours for starch solutions hydrolysed in the presence of hydrochloric acid and aluminium chloride Al Cl3.6H2O.
- In Figure 1 the hydrochloric acid concentration used was 3 molar and the aluminium chloride concentration was 0.5 molar. Curve A in Figure 1 is for a 30% w/v starch solution showing a yield of 87% after 3 hours. Curve B in Figure 1 is for a 40% starch solution showing a yield of 70% after 3 hours.
- In Figure 2 the hydrochloric acid concentration used was 2 molar and the aluminium chloride concentration was 0.5 molar. Curves C, D and E in Figure 2 are for starch solutions having concentrations of 26% w/v, 33% w/v and 40% w/v respectively. In curves C and D there are peaks at 93% yield after 4 hours and 81% yield after 3 hours respectively in the two curves. In curve E the yield after 3 hours is 57% and after 6 hours 65%.
- A solution of a mixture of 1 molar hydrochloric acid, 2 molar aluminium chloride (Al Cl3.6H2O) containing 20% w/v glucose was reduced in volume from 200 ml to 100 ml by heating to 60°C under reduced pressure. At this volume the crystals which formed were removed from the glucose solution by filtration. These crystals (37 g wet) contained 9.1% w/w aluminium (81% w/w Al Cl3. 6H20) and 8.4% w/w glucose. This represents 35% of the original aluminium content of the hydrochloric acid/aluminium chloride/ glucose mixture. The remaining syrup contained 28.9% w/w glucose and 4.6% w/w aluminium (i.e. the remainder or 65% of the original aluminium). This recovery procedure is set out in Table 2.
-
- A solution of a mixture of 2 molar hydrochloric acid, 2 molar aluminium chloride Al Cl3.6H2O containing 20% w/v glucose was reduced in volume from approximately 400 ml to approximately 250 mls by heating to 60°C under reduced pressure. 92 g of crystals formed and were removed by filtration. These crystals contained 9.7% w/w aluminium (86.8% Al Cl3.6H2O) and 7.1% w/w glucose.
- Hydrochloric acid (10 M strength) was then added to samples of the remaining glucose syrup solution in various proportions to give 7.4% w/w, 13% w/w and 22% w/w final concentrations of hydrochloric acid. This caused more crystals to form in proportion to the concentration of hydrochloric acid. Thus:-
- (a) 13% of the aluminium was recovered as crystals from the 7.4% w/w HCl sample;
- (b) 23% of the aluminium was recovered as crystals from the 13% w/w HCl sample; and
- (c) 39% of the aluminium was recovered as crystals from the 22% w/w HCl sample.
- These crystals were composed of 5.6 to 5.9 % w/w aluminium but still contained 5 to 10% w/w glucose.
- The first stage of this separation process gave a yield of aluminium of 41% while the second stage gave a maximum yield of a further 20% of aluminium leaving 1.6% w/w aluminium in the glucose syrup.
-
Claims (12)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB8210005 | 1982-04-05 | ||
GB8210005 | 1982-04-05 |
Publications (3)
Publication Number | Publication Date |
---|---|
EP0091221A2 true EP0091221A2 (en) | 1983-10-12 |
EP0091221A3 EP0091221A3 (en) | 1985-03-13 |
EP0091221B1 EP0091221B1 (en) | 1987-09-09 |
Family
ID=10529523
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP19830301472 Expired EP0091221B1 (en) | 1982-04-05 | 1983-03-16 | Solubilisation and hydrolysis of carbohydrates |
Country Status (3)
Country | Link |
---|---|
EP (1) | EP0091221B1 (en) |
JP (1) | JPS58190400A (en) |
DE (1) | DE3373493D1 (en) |
Cited By (14)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0187422A2 (en) * | 1985-01-08 | 1986-07-16 | Shell Internationale Researchmaatschappij B.V. | Process for the treatment of biomass with steam, product thereby obtained and its use and reactor |
US4637835A (en) * | 1985-06-28 | 1987-01-20 | Power Alcohol, Inc. | Methods of hydrolyzing cellulose to glucose and other (poly)saccharides |
WO2002012529A1 (en) * | 2000-08-09 | 2002-02-14 | Midwest Research Institute | Dilute acid/metal salt hydrolysis of lignocellulosics |
WO2006084343A2 (en) * | 2005-02-11 | 2006-08-17 | Acquaquímica Ltda. | Carbonylated compounds preparation process from a vegetable product and resulting carbonylated compounds |
EP2100972A1 (en) | 2008-03-13 | 2009-09-16 | BIOeCON International Holding N.V. | Process for converting polysaccharides in a molten salt hydrate |
WO2010106055A1 (en) | 2009-03-17 | 2010-09-23 | Bioecon International Holding N.V. | Process for converting polysaccharides in an inorganic molten salt hydrate |
WO2010106053A2 (en) | 2009-03-17 | 2010-09-23 | Bioecon International Holding N.V. | Process for converting polysaccharides in an inorganic molten salt hydrate |
WO2010106052A1 (en) | 2009-03-17 | 2010-09-23 | Bioecon International Holding N.V. | Process for converting polysaccharides in an inorganic molten salt hydrate |
WO2010106057A1 (en) | 2009-03-17 | 2010-09-23 | Bioecon International Holding N.V. | Process for converting polysaccharides in an inorganic molten salt hydrate |
WO2011035978A1 (en) | 2009-09-23 | 2011-03-31 | Basf Se | Oligosaccharides and their preparation by acidic hydrolysis of starch |
FR2963008A1 (en) * | 2010-07-23 | 2012-01-27 | IFP Energies Nouvelles | PROCESS FOR THE PRODUCTION OF SUGARS FROM LIGNOCELLULOSIC BIOMASS PRETREATED WITH A MIXTURE OF HYDRATES INORGANIC SALTS AND METAL SALTS |
WO2013034818A1 (en) * | 2011-09-08 | 2013-03-14 | IFP Energies Nouvelles | Method of preprocessing lignocellulosic biomass with a hydrated iron salt |
FR2985737A1 (en) * | 2012-01-18 | 2013-07-19 | IFP Energies Nouvelles | PROCESS FOR PRETREATMENT OF LIGNOCELLULOSIC BIOMASS WITH HYDRATED INORGANIC SALT COMPRISING A PRELIMINARY ACID HYDROLYSIS STEP |
FR2985736A1 (en) * | 2012-01-18 | 2013-07-19 | IFP Energies Nouvelles | PROCESS FOR THE PRETREATMENT OF LIGNOCELLULOSIC BIOMASS WITH A HYDRATE INORGANIC SALT FOR OBTAINING A CELLULOSIC FRACTION AND A HEMICELLULOSIC FRACTION |
Families Citing this family (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JP2011206044A (en) * | 2009-09-30 | 2011-10-20 | Sekisui Chem Co Ltd | Method of saccharifying cellulose |
Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB718174A (en) * | 1950-03-01 | 1954-11-10 | Corn Prod Refining Co | Improvements in or relating to processes for modifying and converting starch |
FR1239523A (en) * | 1958-10-15 | 1960-08-26 | Res And Mechanical Applic S P | Manufacture of furfurol, cellulose and feed from plant waste |
-
1983
- 1983-03-16 DE DE8383301472T patent/DE3373493D1/en not_active Expired
- 1983-03-16 EP EP19830301472 patent/EP0091221B1/en not_active Expired
- 1983-04-05 JP JP5988083A patent/JPS58190400A/en active Pending
Patent Citations (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
GB718174A (en) * | 1950-03-01 | 1954-11-10 | Corn Prod Refining Co | Improvements in or relating to processes for modifying and converting starch |
FR1239523A (en) * | 1958-10-15 | 1960-08-26 | Res And Mechanical Applic S P | Manufacture of furfurol, cellulose and feed from plant waste |
Cited By (24)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
EP0187422A2 (en) * | 1985-01-08 | 1986-07-16 | Shell Internationale Researchmaatschappij B.V. | Process for the treatment of biomass with steam, product thereby obtained and its use and reactor |
EP0187422A3 (en) * | 1985-01-08 | 1988-07-13 | Shell Internationale Researchmaatschappij B.V. | Process for the treatment of biomass with steam, product thereby obtained and its use and reactor |
US4637835A (en) * | 1985-06-28 | 1987-01-20 | Power Alcohol, Inc. | Methods of hydrolyzing cellulose to glucose and other (poly)saccharides |
WO2002012529A1 (en) * | 2000-08-09 | 2002-02-14 | Midwest Research Institute | Dilute acid/metal salt hydrolysis of lignocellulosics |
WO2002018610A1 (en) * | 2000-08-09 | 2002-03-07 | Midwest Research Institute | Ethanol production with dilute acid hydrolysis using partially dried lignocellulosics |
US6660506B2 (en) | 2000-08-09 | 2003-12-09 | Midwest Research Institute | Ethanol production with dilute acid hydrolysis using partially dried lignocellulosics |
WO2006084343A2 (en) * | 2005-02-11 | 2006-08-17 | Acquaquímica Ltda. | Carbonylated compounds preparation process from a vegetable product and resulting carbonylated compounds |
WO2006084343A3 (en) * | 2005-02-11 | 2007-10-25 | Acquaquimica Ltda | Carbonylated compounds preparation process from a vegetable product and resulting carbonylated compounds |
EP2100972A1 (en) | 2008-03-13 | 2009-09-16 | BIOeCON International Holding N.V. | Process for converting polysaccharides in a molten salt hydrate |
US8445704B2 (en) | 2008-03-13 | 2013-05-21 | Bioecon International Holding N.V. | Process for converting polysaccharides in an inorganic molten salt hydrate |
WO2010106057A1 (en) | 2009-03-17 | 2010-09-23 | Bioecon International Holding N.V. | Process for converting polysaccharides in an inorganic molten salt hydrate |
US8440845B2 (en) | 2009-03-17 | 2013-05-14 | Bioecon International Holding N.V. | Process for converting polysaccharides in an inorganic molten salt hydrate |
WO2010106053A2 (en) | 2009-03-17 | 2010-09-23 | Bioecon International Holding N.V. | Process for converting polysaccharides in an inorganic molten salt hydrate |
WO2010106055A1 (en) | 2009-03-17 | 2010-09-23 | Bioecon International Holding N.V. | Process for converting polysaccharides in an inorganic molten salt hydrate |
WO2010106052A1 (en) | 2009-03-17 | 2010-09-23 | Bioecon International Holding N.V. | Process for converting polysaccharides in an inorganic molten salt hydrate |
WO2011035978A1 (en) | 2009-09-23 | 2011-03-31 | Basf Se | Oligosaccharides and their preparation by acidic hydrolysis of starch |
FR2963008A1 (en) * | 2010-07-23 | 2012-01-27 | IFP Energies Nouvelles | PROCESS FOR THE PRODUCTION OF SUGARS FROM LIGNOCELLULOSIC BIOMASS PRETREATED WITH A MIXTURE OF HYDRATES INORGANIC SALTS AND METAL SALTS |
WO2012010750A3 (en) * | 2010-07-23 | 2012-04-12 | IFP Energies Nouvelles | Method for producing sugars from lignocellulosic biomass pretreated with a mixture of hydrated inorganic salts and metal salts |
FR2979913A1 (en) * | 2011-09-08 | 2013-03-15 | IFP Energies Nouvelles | PROCESS FOR PRETREATMENT OF LIGNOCELLULOSIC BIOMASS AVRC HYDRATE IRON SALT |
WO2013034818A1 (en) * | 2011-09-08 | 2013-03-14 | IFP Energies Nouvelles | Method of preprocessing lignocellulosic biomass with a hydrated iron salt |
FR2985737A1 (en) * | 2012-01-18 | 2013-07-19 | IFP Energies Nouvelles | PROCESS FOR PRETREATMENT OF LIGNOCELLULOSIC BIOMASS WITH HYDRATED INORGANIC SALT COMPRISING A PRELIMINARY ACID HYDROLYSIS STEP |
FR2985736A1 (en) * | 2012-01-18 | 2013-07-19 | IFP Energies Nouvelles | PROCESS FOR THE PRETREATMENT OF LIGNOCELLULOSIC BIOMASS WITH A HYDRATE INORGANIC SALT FOR OBTAINING A CELLULOSIC FRACTION AND A HEMICELLULOSIC FRACTION |
WO2013107948A1 (en) * | 2012-01-18 | 2013-07-25 | IFP Energies Nouvelles | Method for preprocessing lignocellulosic biomass with a hydrated inorganic salt, including a preliminary acid hydrolysis step |
WO2013107947A1 (en) * | 2012-01-18 | 2013-07-25 | IFP Energies Nouvelles | Method for pretreating lignocellulosic biomass with a hydrated inorganic salt to obtain a cellulosic fraction and a hemicellulosic fraction |
Also Published As
Publication number | Publication date |
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JPS58190400A (en) | 1983-11-07 |
DE3373493D1 (en) | 1987-10-15 |
EP0091221A3 (en) | 1985-03-13 |
EP0091221B1 (en) | 1987-09-09 |
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