CN109879721B - Method for directly preparing xylitol from hemicellulose - Google Patents
Method for directly preparing xylitol from hemicellulose Download PDFInfo
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- CN109879721B CN109879721B CN201910065531.1A CN201910065531A CN109879721B CN 109879721 B CN109879721 B CN 109879721B CN 201910065531 A CN201910065531 A CN 201910065531A CN 109879721 B CN109879721 B CN 109879721B
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Abstract
The invention discloses a method for directly preparing xylitol from hemicellulose, which comprises the following steps: mixing biomass hemicellulose, a magnetic solid acid catalyst and deionized water, carrying out closed reaction for 1-5h at the temperature of 170-200 ℃ in a hydrogen atmosphere of 1-4MPa and at the stirring speed of 500-700rpm, and cooling to room temperature to obtain the xylitol; the magnetic solid acid catalyst is used for the next reaction after being magnetically separated and dried. The method has high xylitol yield, and the used magnetic solid acid catalyst does not generate byproducts and excessive hydrogenolysis products in the hydrolysis and hydrogenation processes.
Description
Technical Field
The invention belongs to the technical field of xylitol preparation, and particularly relates to a method for directly preparing xylitol from hemicellulose.
Background
Xylitol is a five-carbon sugar alcohol, is a sugar-free sweetener, can be eaten by diabetics, is also an important raw material for producing toothpaste, chewing gum, lactic acid, ethylene glycol and propylene glycol, and has important application in the aspects of medical treatment, food and chemical industry.
The prior common xylitol production methods comprise a biosynthesis method and a chemical hydrogenation method after hydrolysis. For example, CN101643753B discloses a method for preparing xylitol, which comprises inoculating cultured xylitol yeast strain into a fermentation medium containing xylose hydrolysate, and performing two-stage combined fermentation with aerobic and micro-aerobic conditions to obtain xylitol. The method is simple and environment-friendly, but has the problems of long time consumption, low yield, difficult subsequent separation and the like. CN101643795B discloses a method for preparing xylitol by bamboo, which comprises the working procedures of pretreatment, hydrolysis, decoloration, ion exchange, concentration and crystallization to prepare xylose, and the xylose is indirectly hydrogenated to prepare xylitol. The method firstly prepares the crystalline xylose, has complex working procedures and consumes a large amount of manpower and material resources. The xylose hydrolysate can be easily reacted with inorganic acid for dehydration to generate furfural or further hydrolyzed into lower carbohydrates, such as acetic acid, acetone and the like, which brings difficulty to purification. If the catalyst is improperly prepared, the hydrogenation product xylitol is easily subjected to over hydrogenolysis to be small molecular dihydric alcohol such as ethylene glycol, 1, 2 propylene glycol and the like, which causes difficulty in separation and purification.
CN105777485B and US9586878B2 disclose a method for preparing xylitol by extracting hemicellulose from agricultural fiber waste, adding solid acid/sulfuric acid and noble metal catalyst, and directly preparing xylitol from the hemicellulose by a one-pot method. The preparation method has simple process technology and is environment-friendly, but the noble metal catalyst has high price, the catalyst is dispersed in the solution, the catalyst is easy to be lost in the industrial scale application, the inorganic acid is used as the hydrolysis catalyst (US9586878B2), the equipment is easy to be corroded, the recovery is difficult, and the xylitol yield is relatively low. Although the one-pot method for preparing xylitol by hemicellulose has great industrial application potential, a new non-noble metal catalyst needs to be searched urgently, and the catalytic activity and the recovery rate of the catalyst are improved.
Disclosure of Invention
The invention aims to overcome the defects of the prior art and provides a method for directly preparing xylitol from hemicellulose.
The technical scheme of the invention is as follows:
a method for directly preparing xylitol from hemicellulose, comprising: mixing biomass hemicellulose, a magnetic solid acid catalyst and deionized water, carrying out closed reaction for 1-5h at the temperature of 170-200 ℃ in a hydrogen atmosphere of 1-4MPa and at the stirring speed of 500-700rpm, and cooling to room temperature to obtain the xylitol; the magnetic solid acid catalyst is used for the next reaction after being magnetically separated and dried;
the preparation method of the magnetic solid acid catalyst comprises the following steps:
(1) roasting HZSM-5 in a muffle furnace at 480-520 ℃ for 3-5h, grinding and sieving by a 90-110 mesh sieve, then soaking in 0.8-1.2mol/L phosphoric acid solution with deionized water as a solvent for 1.5-2.5h, then drying at 105-110 ℃ for 12-18h, and roasting in the muffle furnace at 480-520 ℃ for 3-5h again to obtain a carrier;
(2) dissolving a precursor of active metal by using deionized water, pouring the dissolved active metal into the carrier, soaking for 12-15h, drying at 105-112 ℃ for 12-18h, roasting in a muffle furnace at 480-520 ℃ for 3-5h, grinding and sieving by using a 90-110 mesh sieve, and introducing hydrogen into a reduction furnace at 480-520 ℃ for reduction for 3-5h to prepare the magnetic solid acid catalyst, wherein the active metal consists of Ni, Fe and Zr or consists of Ni and Fe.
In a preferred embodiment of the invention, the biomass hemicellulose comprises corncob hemicellulose, bagasse hemicellulose and birch hemicellulose.
In a preferred embodiment of the invention, the mass ratio of the biomass hemicellulose to the deionized water is 0.1-0.5: 10-50.
In a preferred embodiment of the invention, the mass ratio of the catalyst to the biomass hemicellulose is 0.5-1.5: 4.
In a preferred embodiment of the present invention, the loading amount of the active metal in the magnetic solid acid catalyst is 30 to 60 wt%.
In a preferred embodiment of the invention, the active metal consists of Ni, Fe and Zr in a molar ratio of 7-13: 1: 1.5-3.5.
In a preferred embodiment of the invention, the active metal consists of Ni and Fe in a molar ratio of 7-12: 1.
In a preferred embodiment of the present invention, the precursors of Ni, Fe, and Zr are nickel nitrate, iron nitrate, and zirconium nitrate, respectively.
In a preferred embodiment of the invention, the mass ratio of the deionized water for neutralizing and dissolving the precursor in the phosphoric acid solution to the carrier is 1-1.3: 1.
The invention has the beneficial effects that:
1. the method has high xylitol yield, and the used magnetic solid acid catalyst does not generate byproducts and excessive hydrogenolysis products in the hydrolysis and hydrogenation processes.
2. The solid acid used in the invention can not corrode equipment, and the recovery process can not run off, thus being extremely convenient.
3. The method uses the cheap non-noble metal catalyst and the modified HZSM molecular sieve to prepare the magnetic solid acid catalyst with the double-function hydrolysis and hydrogenation functions, has low cost, simple preparation method and high activity, can be repeatedly used, and has certain industrial application potential.
Detailed Description
The technical solution of the present invention is further illustrated and described by the following detailed description.
The preparation method of the magnetic solid acid catalyst in the following examples comprises:
(1) roasting HZSM-5 in a muffle furnace at 500 ℃ for 4h, grinding and sieving by a 100-mesh sieve, then soaking in a 1.0mol/L phosphoric acid solution with deionized water as a solvent for 2h, then drying at 105 ℃ and 110 ℃ for 12-18h, and roasting in the muffle furnace at 500 ℃ for 4h again to obtain a carrier;
(2) dissolving a precursor of active metal by using deionized water, pouring the dissolved active metal into the carrier, soaking for 12-15h, performing forced air drying for 12-18h in a forced air drying box with the temperature of 105-112 ℃, then roasting for 3-5h in a muffle furnace with the temperature of 500 ℃, grinding and sieving by using a 100-mesh sieve, and introducing hydrogen into a reducing furnace with the temperature of 500 ℃ for reducing for 3-5h to prepare the magnetic solid acid catalyst, wherein the active metal consists of Ni, Fe and Zr or consists of Ni and Fe.
The recovery method of the magnetic solid acid catalyst in the following examples includes: magnetic separation, washing and drying.
Examples 1 to 5
Adding 0.5g of corncob hemicellulose, 50g of deionized water and 0.1g of magnetic solid acid catalyst (the total load of active metals is 60wt%, and the molar ratio of the active metals Ni, Fe and Zr is 10: 1: 1.8) into a 100mL high-pressure reaction kettle, replacing air in the kettle with hydrogen, introducing 3MPa of hydrogen, sealing the reaction kettle, stirring at the rotating speed of 600rpm, heating to 180 ℃ and keeping for 1-5 hours, cooling at normal temperature after the reaction is finished, performing solid-liquid magnetic separation, taking supernatant, preparing xylitol standard solution, and performing qualitative and quantitative detection by using a high performance liquid chromatography, wherein the detection results are listed in Table 1 and the serial number is 1-5.
Examples 6 to 8
0.5g of corncob hemicellulose, 50g of deionized water and 0.1g of magnetic solid acid catalyst (the total load of active metals is 60wt%, the molar ratio of the active metals Ni, Fe and Zr is 10: 1: 1.8) are added into a 100mL high-pressure reaction kettle, the air in the kettle is replaced by hydrogen, 3MPa of hydrogen is introduced, the reaction kettle is sealed and stirred at the rotating speed of 600rpm, the temperature is increased to 170-200 ℃ and kept for 4 hours, the reaction is finished, the reaction is cooled at normal temperature, the solid and liquid are magnetically separated, supernatant liquid is taken, a xylitol standard solution is prepared, qualitative and quantitative detection is carried out by using high performance liquid chromatography, and the serial number in the detection result table 1 is 6-8.
Examples 9 to 11
0.5g of corncob hemicellulose, 50g of deionized water and 0.1g of magnetic solid acid catalyst (the total load of active metals is 60wt%, and the molar ratio of the active metals Ni, Fe and Zr is 10: 1: 1.8) are added into a 100mL high-pressure reaction kettle, oxygen of 1-4MPa is introduced to replace air in the kettle, the reaction kettle is sealed, the kettle is stirred at the rotating speed of 600rpm, the temperature is increased to 180 ℃ and kept for 4 hours, the reaction is finished, the reaction kettle is cooled at normal temperature, the solid and liquid are magnetically separated, supernatant liquid is taken, xylitol standard solution is prepared, qualitative and quantitative detection is carried out by using high performance liquid chromatography, and the detection results are listed as serial numbers 9-11 in Table 1.
As can be seen from Table 1, after the molar ratio of Ni, Fe and Zr is 10: 1: 1.8, the catalyst is 0.15g, the hydrogen pressure is 4MPa, and the reaction is carried out at 180 ℃ for 4 hours, the yield of xylitol is as high as 91.24%, and the balance is a small amount of hydrogenation products of hemicellulose-based arabinose, i.e., arabitol and hemicellulose which are extremely difficult to degrade. By-products such as furfural, acetone, acetic acid and other micromolecular dihydric alcohols are not detected in the reaction process. The catalyst prepared from the HZSM which is not impregnated with phosphoric acid modification is used as a reaction, and the yield is 75.16%.
Examples 12 to 13
0.5g of corncob hemicellulose, 50g of deionized water and 0.05-0.15g of magnetic solid acid catalyst (the total load of active metals is 60wt%, and the molar ratio of the active metals Ni, Fe and Zr is 10: 1: 1.8) are added into a 100mL high-pressure reaction kettle, hydrogen is used for replacing air in the kettle, 3MPa of hydrogen is introduced, the reaction kettle is sealed and stirred at the rotating speed of 600rpm, the temperature is increased to 180 ℃ and kept for 4 hours, the reaction is finished, the temperature is cooled at normal temperature, the solid and liquid are magnetically separated, supernatant liquid is taken, xylitol standard solution is prepared, qualitative and quantitative detection is carried out by using high performance liquid chromatography, and the detection results are listed in Table 1 and are numbered as 12-13.
Example 14
Adding 0.5g of bagasse hemicellulose, 50g of deionized water and 0.1g of magnetic solid acid catalyst (the total loading amount of active metals is 60wt%, and the molar ratio of the active metals Ni, Fe and Zr is 10: 1: 1.8) into a 100mL high-pressure reaction kettle, replacing air in the kettle with hydrogen, introducing 3MPa of hydrogen, sealing the reaction kettle, stirring at the rotating speed of 600rpm, heating to 180 ℃ and keeping for 4 hours, cooling at normal temperature after the reaction is finished, carrying out magnetic solid-liquid separation, taking supernatant, preparing a xylitol standard solution, and carrying out qualitative and quantitative detection by using a high performance liquid chromatography, wherein the detection result is listed in Table 1 and is the serial number of 14.
Example 15
Adding 0.5g of birch hemicellulose, 50g of deionized water and 0.1g of magnetic solid acid catalyst (the total load of active metals is 60wt%, and the molar ratio of the active metals Ni, Fe and Zr is 10: 1: 1.8) into a 100mL high-pressure reaction kettle, replacing air in the kettle with hydrogen, introducing 3MPa of hydrogen, sealing the reaction kettle, stirring at the rotating speed of 600rpm, heating to 180 ℃ and keeping for 4 hours, cooling at normal temperature after the reaction is finished, performing solid-liquid magnetic separation, taking supernatant, preparing xylitol standard solution, and performing qualitative and quantitative detection by using a high performance liquid chromatography, wherein the detection result is listed in Table 1 and the serial number is 15.
Example 16
0.5g of corncob hemicellulose, 50g of deionized water and 0.1g of magnetic solid acid catalyst (the total load of active metals is 35 wt%, and the molar ratio of the active metals Ni, Fe and Zr is 7: 1: 2) are added into a 100mL high-pressure reaction kettle, the air in the kettle is replaced by hydrogen, 3MPa of hydrogen is introduced, the reaction kettle is sealed and stirred at the rotating speed of 600rpm, the temperature is increased to 180 ℃ and kept for 4 hours, the reaction is finished, the temperature is cooled at normal temperature, the solid and liquid are magnetically separated, supernatant is taken, xylitol standard solution is prepared, qualitative and quantitative detection is carried out by using high performance liquid chromatography, and the detection result is listed in Table 1 and is numbered as 16.
Example 17
0.5g of corncob hemicellulose, 50g of deionized water and 0.1g of magnetic solid acid catalyst (the total load of active metals is 35 wt%, the molar ratio of the active metals Ni, Fe and Zr is 10: 1: 1.8) are added into a 100mL high-pressure reaction kettle, the air in the kettle is replaced by hydrogen, 3MPa of hydrogen is introduced, the reaction kettle is sealed, the stirring is carried out at the rotating speed of 600rpm, the temperature is increased to 180 ℃ and kept for 4 hours, the reaction is finished, the reaction kettle is cooled at normal temperature, the solid and liquid are magnetically separated, supernatant liquid is taken, xylitol standard solution is prepared, qualitative and quantitative detection is carried out by using high performance liquid chromatography, and the detection result is listed in Table 1 and is numbered 17.
Example 18
0.5g of corncob hemicellulose, 50g of deionized water and 0.1g of magnetic solid acid catalyst (the total load of active metals is 20 wt%, and the molar ratio of the active metals Ni, Fe and Zr is 10: 1: 1.8) are added into a 100mL high-pressure reaction kettle, the air in the kettle is replaced by hydrogen, 3MPa of hydrogen is introduced, the reaction kettle is sealed and stirred at the rotating speed of 600rpm, the temperature is increased to 180 ℃ and kept for 4 hours, the reaction is finished, the reaction kettle is cooled at normal temperature, the solid and liquid are magnetically separated, supernatant is taken, xylitol standard solution is prepared, qualitative and quantitative detection is carried out by using high performance liquid chromatography, and the detection result is listed in Table 1 and is numbered as 18.
Example 19
0.5g of corncob hemicellulose, 50g of deionized water and 0.1g of magnetic solid acid catalyst (the total loading amount of active metals is 60wt%, and the molar ratio of the active metals Ni and Fe is 9: 1) are added into a 100mL high-pressure reaction kettle, the air in the kettle is replaced by hydrogen, 3MPa of hydrogen is introduced, the reaction kettle is sealed and stirred at the rotating speed of 600rpm, the temperature is increased to 180 ℃ and kept for 4 hours, the reaction is finished, the temperature is cooled at normal temperature, the solid and the liquid are magnetically separated, the supernatant is taken, a xylitol standard solution is prepared, qualitative and quantitative detection is carried out by using a high performance liquid chromatography, and the detection result is listed in Table 1 and is serial number 19.
Examples 20 to 23
0.5g of corncob hemicellulose, 50g of deionized water and 0.1g of magnetic solid acid catalyst (the total load of active metals is 60wt%, the molar ratio of the active metals Ni, Fe and Zr is 10: 1: 1.8) are added into a 100mL high-pressure reaction kettle, air in the kettle is replaced by hydrogen, 3MPa of hydrogen is introduced, the reaction kettle is sealed, the reaction kettle is stirred at the rotating speed of 600rpm, the temperature is increased to 180 ℃ and kept for 4 hours, the reaction is finished, the reaction kettle is cooled at normal temperature, the solid and liquid are magnetically separated, repeated experiments are carried out after drying at 105 ℃, the experiments are repeated in the way, 4 times of experiments are carried out, supernatant is taken, a xylitol standard solution is prepared, qualitative and quantitative detection is carried out by using a high performance liquid chromatography, and the detection results are listed in Table 1 and are numbered between 20 and 23.
According to the reaction, the magnetic solid acid catalyst has good activity in the recycling and using processes, and the yield of xylitol directly prepared from different biomass hemicelluloses is high, so that the magnetic solid acid catalyst has strong industrial application potential.
TABLE 1 results of examples 1 to 23
The results of the measurements in the examples are shown in Table 1
The above description is only a preferred embodiment of the present invention, and therefore should not be taken as limiting the scope of the invention, which is defined by the appended claims.
Claims (7)
1. A method for directly preparing xylitol from hemicellulose is characterized by comprising the following steps: the method comprises the following steps: mixing biomass hemicellulose, a magnetic solid acid catalyst and deionized water, carrying out closed reaction for 1-5h at the temperature of 170-200 ℃ in a hydrogen atmosphere of 1-4MPa and at the stirring speed of 500-700rpm, and cooling to room temperature to obtain the xylitol; the magnetic solid acid catalyst is used for the next reaction after being magnetically separated and dried; the biomass hemicellulose comprises corncob hemicellulose, bagasse hemicellulose and birch hemicellulose;
the preparation method of the magnetic solid acid catalyst comprises the following steps:
(1) roasting HZSM-5 in a muffle furnace at 480-520 ℃ for 3-5h, grinding and sieving by a 90-110 mesh sieve, then soaking in 0.8-1.2mol/L phosphoric acid solution with deionized water as a solvent for 1.5-2.5h, then drying at 105-110 ℃ for 12-18h, and roasting in the muffle furnace at 480-520 ℃ for 3-5h again to obtain a carrier;
(2) dissolving a precursor of active metal by deionized water, pouring the dissolved active metal into the carrier, soaking for 12-15h, drying at 105-112 ℃ for 12-18h, roasting in a muffle furnace at 480-520 ℃ for 3-5h, grinding and sieving by a 90-110 mesh sieve, and introducing hydrogen into a reduction furnace at 480-520 ℃ for reduction for 3-5h to prepare the magnetic solid acid catalyst, wherein the active metal consists of Ni, Fe and Zr or consists of Ni and Fe, and the precursors of Ni, Fe and Zr are respectively nickel nitrate, ferric nitrate and zirconium nitrate.
2. The method of claim 1, wherein: the mass ratio of the biomass hemicellulose to the deionized water is 0.1-0.5: 10-50.
3. The method of claim 1, wherein: the mass ratio of the catalyst to the biomass hemicellulose is 0.5-1.5: 4.
4. The method of claim 1, wherein: the loading amount of the active metal in the magnetic solid acid catalyst is 30-60 wt%.
5. The method of claim 1, wherein: the active metal is composed of Ni, Fe and Zr in a molar ratio of 7-13: 1: 1.5-3.5.
6. The method of claim 1, wherein: the active metal comprises Ni and Fe at a molar ratio of 7-12: 1.
7. The method of claim 1, wherein: the mass ratio of deionized water for neutralizing and dissolving the precursor in the phosphoric acid solution to the carrier is 1-1.3: 1.
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| WO2013151510A1 (en) * | 2012-04-05 | 2013-10-10 | Agency For Science, Technology And Research | A method for synthesizing a sugar alcohol |
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| CN102027138A (en) * | 2008-03-13 | 2011-04-20 | BIOeCON国际控股有限公司 | Process for converting polysaccharides in an inorganic molten salt hydrate |
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