Method for preparing coumestrol or coumestrin
US-2015376200-A1 · Dec 31, 2015 · US
US9708356B2 · US · B2
| Field | Value |
|---|---|
| Publication number | US-9708356-B2 |
| Application number | US-201214360387-A |
| Country | US |
| Kind code | B2 |
| Filing date | Nov 2, 2012 |
| Priority date | Nov 30, 2011 |
| Publication date | Jul 18, 2017 |
| Grant date | Jul 18, 2017 |
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The present invention provides a method for efficiently producing monosaccharides, oligosaccharides, and furfurals from biomass. A biomass is hydrolyzed under conditions under which monosaccharides, oligosaccharides, and furfurals are produced while continuously supplying an aqueous suspension of the biomass from a supply port of a continuous primary hydrolysis device and moving the suspension through the device. A hydrolysis solution is continuously discharged from a discharge port of the continuous hydrolysis device, and a hydrolysis solution containing monosaccharides, oligosaccharides, and furfurals are extracted from an intermediate extraction port provided at any position between the supply port and the discharge port of the continuous primary hydrolysis device. The extracted hydrolysis solution is then subjected to secondary hydrolysis.
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The invention claimed is: 1. A method for manufacturing monosaccharides, oligosaccharides, and furfurals comprising: subjecting a biomass to primary hydrolysis under pressurization and heating conditions under which monosaccharides, oligosaccharides, and/or furfurals are produced while continuously supplying an aqueous suspension of a raw material suspension of the biomass from a supply port of a continuous primary hydrolysis device and moving the biomass suspension through the device, continuously discharging the primary hydrolysis suspension from a discharge port of the continuous primary hydrolysis device, and continuously extracting the primary hydrolysis solution separated from the primary hydrolysis suspension in the device from an intermediate extraction port equipped with a solid-liquid separation device provided at any position between the supply port and the discharge port of the continuous primary hydrolysis device in a state in which the temperature and pressurization of primary hydrolysis are maintained; extracting the primary hydrolysis solution from the primary hydrolysis suspension in the continuous primary hydrolysis device and feeding the solution to a secondary hydrolysis device; performing secondary hydrolysis with the secondary hydrolysis device under conditions in which the ratio (%) of the mass of all pentoses in the secondary hydrolysis solution discharged from a discharge port of the secondary hydrolysis device with respect to the mass of all pentoses contained in the solution supplied to the secondary hydrolysis device containing the primary hydrolysis solution [(mass of all pentoses in the secondary hydrolysis solution discharged from the discharge port of the secondary hydrolysis device/mass of all pentoses contained in the solution supplied to the secondary hydrolysis device)×100] is from 1 to 30%; and separating the secondary hydrolysis solution obtained by the secondary hydrolysis device into a vapor phase containing furfurals and a liquid phase containing sugars. 2. The method according to claim 1 , wherein hydrolysis solution containing monosaccharides, oligosaccharides, and/or furfurals is extracted from a hydrolysis suspension in the hydrolysis device via intermediate extraction ports equipped with solid-liquid separation devices provided at two or more intermediate positions at a distance in the vertical direction between the supply port and the discharge port of the continuous primary hydrolysis device, while simultaneously supplying an aqueous liquid to the hydrolysis device from an aqueous liquid supply port formed between the respective intermediate extraction ports; and thereby maintaining the hydrolysis conditions inside the hydrolysis device. 3. The method according to claim 2 , comprising separating the primary hydrolysis suspension extracted from the discharge port of the continuous primary hydrolysis device, to which a hydrolysis suspension extraction conduit provided with a solid-liquid separation device is connected, into a solid and a liquid; and recovering an additional amount of the hydrolysis solution containing monosaccharides, oligosaccharides, and/or furfurals. 4. The method according to claim 1 , comprising obtaining a secondary hydrolysis solution with an increased content ratio of at least one type selected from the monosaccharide component, the oligosaccharide component, and the furfural component contained in the primary hydrolysis solution by continuously extracting the primary hydrolysis solution separated from the primary hydrolysis suspension in the continuous primary hydrolysis device in a state in which the temperature and pressure of primary hydrolysis are maintained, and subjecting the solution to secondary hydrolysis by a secondary hydrolysis device under pressure at 120 to 230° C. for a retention time of 1 to 180 minutes. 5. The method according to claim 4 , comprising separating a vapor phase containing produced furfural from a liquid phase by feeding the secondary hydrolysis solution obtained from the secondary hydrolysis device to a concentration/separation device and distilling the solution; recovering a furfural-containing aqueous solution by condensing the separated vapor phase; and recovering monosaccharides and oligosaccharides from the liquid phase after distillation. 6. The method according to claim 5 , comprising increasing the content ratio of the furfural component by circulating at least part of the liquid phase remaining after the vapor phase is separated by the distillation of the secondary hydrolysis solution in the concentration/separation device to the supply port of the secondary hydrolysis device. 7. The method according to claim 5 , comprising adding at least part of the liquid phase remaining after the vapor phase is separated by the distillation of the secondary hydrolysis solution in the concentration/separation device to the aqueous suspension of the biomass supplied to the primary hydrolysis device. 8. The method according to claim 1 , comprising adding at least part of the liquid phase containing sugars separated from the secondary hydrolysis solution to the biomass raw material suspension supplied to the primary hydrolysis device. 9. The method according to claim 1 , comprising extracting the primary hydrolysis solution separated from the primary hydrolysis suspension in the continuous primary hydrolysis device in a state in which the temperature and pressure of primary hydrolysis are maintained; feeding the primary hydrolysis solution to a secondary hydrolysis device and subjecting the solution to secondary hydrolysis; separating secondary hydrolysates in the secondary hydrolysis device into a liquid phase containing monosaccharides and oligosaccharides and a vapor phase containing furfurals; and further feeding the vapor phase to a distillation device, treating the vapor phase, and recovering the vapor phase as a concentrate containing furfurals. 10. The method according to claim 9 , comprising circulating at least part of the liquid phase containing monosaccharides and oligosaccharides extracted from the secondary hydrolysis device to the secondary hydrolysis device and subjecting the liquid phase to hydrolysis together with the primary hydrolysis solution. 11. The method according to claim 1 , comprising transferring the discharge suspension discharged from the discharge port of the continuous primary hydrolysis device to a separation device for recovering the hydrolyzed biomass via a discharge suspension transfer conduit and then separating the suspension into the hydrolyzed biomass and a hydrolysis solution containing hydrolysates; recovering the hydrolyzed biomass; extracting the hydrolysis solution from the separation device to a circulation conduit for circulating and combining the hydrolysis solution with the discharge suspension discharged from the bottom of the hydrolysis device; and circulating and combining the remaining part with the discharge suspension discharged from the bottom of the hydrolysis device while recovering part of the suspension as a hydrolysate from an intermediate part of the circulation conduit. 12. The method according to claim 11 , comprising adding an aqueous liquid to the hydrolysis solution of the remaining part recovered as part of the hydrolysis solution containing the hydrolysate in the circulation conduit, which was separated from the discharge suspension by a separation device and extracted to the circulation conduit. 13. The method according to claim 1 , comprising continuously extracting the primary hydrolysis solution separated from the primary hydrolysis suspension in the continuous primary hydrolysis device in a state in which the temperature
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