A process for the production of 1,2-pentanediol by hydrolysis of furfuryl alcohol
By using a cerium dioxide-supported Pt-Cu bimetallic catalyst in the hydrogenolysis of furfuryl alcohol and optimizing the preparation of the nanocubic support, highly selective hydrogenolysis of furfuryl alcohol under low cost and low reaction pressure was achieved. This solves the problems of high cost of precious metal catalysts and high reaction pressure of copper-based catalysts, and has significant prospects for industrial application.
Patent Information
- Authority / Receiving Office
- CN · China
- Patent Type
- Patents(China)
- Current Assignee / Owner
- DALIAN INSTITUTE OF CHEMICAL PHYSICS CHINESE ACADEMY OF SCIENCES
- Filing Date
- 2022-11-14
- Publication Date
- 2026-07-24
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Abstract
Description
Technical Field
[0001] This invention relates to a method for preparing 1,2-pentanediol by ring-opening hydrogenolysis of furfuryl alcohol, specifically a method for preparing pentanediol by ring-opening hydrogenolysis of furfuryl alcohol using a Pt-Cu bimetallic catalyst. Background Technology
[0002] 1,2-Pentanediol is an important fine chemical with wide applications in various fields. Firstly, it is a key raw material for the synthesis of the bactericide propiconazole. Secondly, it possesses excellent moisturizing and preservative properties, making it suitable for use in various skincare products such as creams, eye creams, lotions, baby care products, and sunscreens. Furthermore, it is also an important raw material for the production of polyester fibers, surfactants, and pharmaceuticals. Global demand for 1,2-Pentanediol is approximately 2,000 tons per year, and the patented technologies for its production are held by multinational corporations such as Ciba-Geigy. Currently, there are very few domestic companies producing 1,2-Pentanediol, especially those with significant production capacity.
[0003] Currently, the main synthesis processes for 1,2-pentanediol are as follows: n-Pentanol method (Hou Wei, Chemical Industry and Engineering, 1996, 10(3): 47-50): n-Pentanol is dehydrated to obtain n-pentene; then, acetic anhydride is used as a solvent and concentrated sulfuric acid is used to oxidize n-pentene to obtain 2-hydroxypentyl acetate; then, 1,2-pentanediol is obtained through hydrolysis. This method is complex and the concentrated sulfuric acid catalyst corrodes the equipment. n-Valentic acid method (Ding Xiaobing, Anhui Chemical Industry, 2002, 28(5): 22-3): n-Valentic acid reacts with bromine in the presence of phosphorus trichloride to generate 2-bromo-n-valentic acid, which is then obtained through alkaline hydrolysis, acidic hydrolysis, and reduction reaction. Not only is the preparation process cumbersome, but the price of bromine is high, the intermediate products are unstable, and the environmental pollution is serious. Although the industry is constantly trying to develop new process routes, these new routes have many problems and cannot replace the current mature routes. Therefore, it is of great significance to develop a method for producing 1,2-pentanediol that does not rely on fossil resources and uses biomass as raw material.
[0004] Furfural is mainly produced from corn cobs through acid-catalyzed hydrolysis and dehydration. Furfuryl alcohol is a downstream product of the selective hydrogenation of furfural. Both are important biomass-based platform chemicals. In recent years, the preparation of 1,2-pentanediol from furfural or furfuryl alcohol via selective ring-opening hydrogenolysis has attracted increasing attention from various industries. Ru-based and Pt-based catalysts can selectively hydrogenate furfuryl alcohol to 1,2-pentanediol. For example, Ru / MnOx (Green. Chemistry, 2012, 14:3402), Pt / HT (ACSSustainable Chem. Eng. 2014, 2, 2243-2247), and Pt / CeO2 (Journal of Catalysis 365(2018)420–428) can be used to catalyze the hydrogenation of furfuryl alcohol. Under the conditions of 120-180℃ and 1-3MPa H2 pressure, 1,2-pentanediol selectivity of 42%-73% can be obtained, and the conversion rate of furfuryl alcohol can reach 100%. However, the noble metal loading is basically more than 1.9wt%, and the catalyst cost is high, which limits the industrial application. Non-precious metal copper-based catalysts have also shown potential advantages in the yield of 1,2-pentanediol by hydrogenolysis of furfuryl alcohol. CN104370702B discloses a supported Cu-based catalyst that achieves a 1,2-pentanediol selectivity of 41% and a furfuryl alcohol conversion of 100% under conditions of 160℃ and 6MPa H2 pressure. CN108911949A discloses a zinc oxide-supported Cu-based catalyst that achieves a 1,2-pentanediol selectivity of 70% and a furfuryl alcohol conversion of 73% under conditions of 140℃ and 6MPa H2 pressure.
[0005] In summary, the existing process for the hydrogenolysis of furfuryl alcohol to 1,2-pentanediol involves expensive preparation of precious metal catalysts, high reaction pressure of copper-based catalysts, and high requirements for equipment and operation. Summary of the Invention
[0006] The purpose of this invention is to provide a method for producing 1,2-pentanediol, addressing the problems of high cost of precious metal catalysts and harsh reaction conditions of copper-based catalysts in the current hydrogenolysis of furfuryl alcohol to 1,2-pentanediol.
[0007] The objective of this invention is achieved through the following technical solution:
[0008] Furfuryl alcohol is selectively hydrogenated to 1,2-pentanediol under the catalysis of a cerium dioxide-supported bimetallic catalyst; the cerium dioxide used as the support for the bimetallic catalyst is a nanocube with a particle size distribution of 1-20 nm (preferably 3-15 nm, most preferably 4-8 nm), and the cube is in the shape of a cube, a cuboid, or a mixture of both.
[0009] The cerium dioxide nanocube carrier is prepared by a hydrothermal method. The hydrothermal preparation process is as follows: cerium nitrate and sodium hydroxide are dissolved separately in deionized water, and then the two solutions are mixed and stirred for 10-120 minutes (preferably 20-90 minutes, most preferably 30-60 minutes). The mixture is then placed in a sealed autoclave and hydrothermally treated at 100-250 degrees Celsius (preferably 120-220 degrees Celsius, most preferably 150-180 degrees Celsius) for 8-48 hours (preferably 12-36 hours, most preferably 18-30 hours). After the reaction system cools to room temperature, the suspension is centrifuged, and the filter cake is washed with deionized water until the filtrate pH=7. Then, it is dried at 60-200 degrees Celsius (preferably 80-150 degrees Celsius, most preferably 90-120 degrees Celsius) for 4-36 hours. (Preferred time 6-24 hours, most preferred time 8-18 hours) air calcination at 300-700 degrees Celsius (preferred time 400-600 degrees Celsius, most preferred time 450-550 degrees Celsius) for 1-24 hours (preferred time 2-12 hours, most preferred time 2.5-8 hours) to obtain cerium oxide nanocubes.
[0010] The mass ratio of cerium nitrate to sodium hydroxide in the mixed solution is 0.1-20% (preferably 1.0-15, most preferably 6-12%), and the mass concentration of sodium hydroxide is 5-50 wt% (preferably 10-40 wt%, most preferably 15-30 wt%).
[0011] The cerium dioxide-supported bimetallic active components are Pt and Cu. Based on the total weight of the carrier, the active component Pt accounts for 0.01%-1.0% of the carrier weight (preferably 0.05%-0.5%, most preferably 0.1%-0.3%), and the active component Cu accounts for 1%-50% of the total weight of the carrier (preferably 5%-30%, most preferably 10%-20%).
[0012] The cerium oxide-supported bimetallic catalyst is prepared by the following method: Pt salt and Cu salt are prepared as an impregnation solution. 15 ml of the impregnation solution is mixed with 10 g of cerium dioxide support to obtain a slurry. The slurry is dried at 25-150℃ (preferably 30-120℃, most preferably 40-80℃) for 2-24 h (preferably 4-18 h, most preferably 8-15 h), then dried at 60-200℃ (preferably 70-180℃, most preferably 80-150℃) for 2-24 h (preferably 4-18 h, most preferably 8-15 h), and finally calcined at 200-800℃ (preferably 300-700℃, most preferably 400-600℃) for 1-12 h (preferably 2-10 h, most preferably 3-8 h) to obtain the cerium dioxide-supported bimetallic catalyst.
[0013] The Pt salt is at least one or more of platinum nitrate and chloroplatinic acid, and the Cu salt is at least one or more of copper nitrate, copper acetylacetonate, copper chloride, and copper sulfate. The concentrations of Pt salt and Cu salt in the impregnation solution are 0.1-20 mg / mL and 0.02-1.0 g / mL, respectively.
[0014] The mass ratio of furfuryl alcohol to catalyst is 50-1:1, the reaction temperature is 100-300℃, and the reaction hydrogen pressure is 0.5-5MPa. The method is used to prepare 12-pentanediol by batch reaction or by fixed-bed reaction.
[0015] The method for preparing 1,2-pentanediol using a batch reaction is as follows: a cerium dioxide-supported bimetallic catalyst is loaded into a batch reactor, and the atmosphere inside the reactor is successively replaced with nitrogen and hydrogen. The catalyst is then pretreated with hydrogen at 200-500°C for 0.5-6 hours. Subsequently, 0.5-10 g of furfuryl alcohol or a furfuryl alcohol solution with a mass concentration of 1.2wt%-20wt% is added. The reaction is carried out at a temperature of 100-300°C and a hydrogen pressure of 0.5-5 MPa for 2-36 hours to generate 1,2-pentanediol.
[0016] The method for preparing 1,2-pentanediol using a fixed-bed reaction specifically involves: loading a cerium dioxide-supported bimetallic catalyst into a fixed bed, pretreating it with hydrogen at 200-500°C for 2 hours, then adding furfuryl alcohol or furfuryl alcohol solution at 1.2wt%-20wt%, and reacting at a temperature of 100-200°C, a reaction pressure of 0.5-5 MPa, a space velocity of 0.1-0.5, and a hydrogen-to-alcohol ratio of 4-10:1 to generate 1,2-pentanediol.
[0017] This method can be used in batch reactors, fixed-bed reactors, and other reactors to achieve highly selective hydrogenolysis of furfuryl alcohol to 1,2-pentanediol. It effectively solves the problems of high cost of precious metal catalysts, high reaction pressure of copper-based catalysts, and high requirements for equipment and operation in the current process of hydrogenolysis of furfuryl alcohol to 1,2-pentanediol.
[0018] The advantages and beneficial effects of this invention are as follows: by optimizing the (100) crystal plane of the exposed cerium dioxide nanocube and the interaction between the platinum and cobalt metals and the support, the metal state and particle size can be controlled. Under the conditions of low noble metal loading (<1.0wt%) and low reaction pressure (<4MPa), the highly selective hydrogenolysis of furfuryl alcohol to 1,2-pentanediol is achieved. This effectively solves the problems of high cost of noble metal catalyst preparation, high reaction pressure of copper catalyst, and high requirements for equipment and operation in the current process of hydrogenolysis of furfuryl alcohol to 1,2-pentanediol. It has significant prospects for industrial application. Detailed Implementation
[0019] The technical solutions of the present invention will be clearly and completely described below with reference to the embodiments of the present invention. Obviously, the described embodiments are only some embodiments of the present invention, and not all embodiments. Based on the embodiments of the present invention, all other embodiments obtained by those skilled in the art without creative effort are within the scope of protection of the present invention. The scope of protection of the present invention is defined by the appended claims and their equivalents.
[0020] There are no particular limitations on the purity of any raw materials used in this invention, and all reagents used in the following examples are commercially available. Qualitative analysis of the reaction product: The product 1,2-pentanediol was qualitatively analyzed using Agilent gas chromatography-mass spectrometry (GC-MS), confirmed by mass spectrometry library searches combined with retention time comparisons of standard substances. Quantitative analysis of the reaction product: The product 1,2-pentanediol was quantitatively analyzed using an Agilent gas chromatograph (FFAP capillary column, FID flame ionization detector) employing the internal standard method, with N,N-dimethylformamide as the internal standard. Construction of the internal standard working curve: 2.5 g of 1,2-pentanediol standard was accurately weighed into a 10 mL volumetric flask and diluted to volume with acetonitrile. 0.2 mL, 0.8 mL, 1.2 mL, 1.6 mL, and 2.0 mL of the mother liquor were transferred to 10 mL volumetric flasks and diluted to volume. Then, 0.25% N,N-dimethylformamide was dissolved and subjected to gas chromatography analysis. The peak area ratio Ai / As of 1,2-pentanediol and N,N-dimethylformamide was recorded as the abscissa, and the mass ratio mi / ms of 1,2-pentanediol and N,N-dimethylformamide in each solution was calculated as the ordinate. A standard working curve for 1,2-pentanediol was plotted, and the yield of the product was calculated. In the following examples, the furfuryl alcohol conversion and productivity selectivity were defined by the following formula:
[0021]
[0022]
[0023] Example 1
[0024] Preparation of cerium dioxide support:
[0025] Cerium nitrate hexahydrate (1.736 g) and sodium hydroxide (19.2 g) were dissolved in 10 mL and 70 mL of deionized water, respectively. The two solutions were then mixed and stirred for 30 minutes and placed in a sealed autoclave for hydrothermal treatment at 180 °C for 24 hours. After the reaction system cooled to room temperature, the suspension was centrifuged and separated. The filter cake was then washed with deionized water until the pH of the filtrate was 7. It was then dried at 100 °C for 12 hours and calcined in air at 500 °C for 3 hours to obtain cerium oxide powder. The results of transmission electron microscopy and scanning electron microscopy showed that the powder was a nanocubic block with a crystal edge length distribution of 1-10 nm and an average crystal edge length of 4.5 nm.
[0026] Preparation of cerium dioxide-supported bimetallic catalysts:
[0027] An impregnation solution containing a final concentration of 0.10 mg / mL platinum nitrate and 0.02 g / mL copper nitrate was prepared. The catalyst was impregnated with the above-mentioned support at a ratio of 10 g to 15 mL of impregnation solution for 6 hours. Then, it was dried at 50 °C for 12 hours, dried at 100 °C for 12 hours, and calcined at 500 °C for 3 hours to obtain cerium dioxide supported bimetallic catalyst 1, wherein the platinum and copper loadings were 0.01% and 1.0%, respectively.
[0028] Example 2
[0029] The preparation method is basically the same as in Example 1, except that the concentration of copper nitrate is increased to 0.10 g / mL to obtain the cerium dioxide-supported bimetallic catalyst 2, wherein the platinum and copper loadings are 0.01% and 5.0%, respectively.
[0030] Example 3
[0031] The preparation method is basically the same as in Example 1, except that the concentration of copper nitrate is increased to 0.20 g / mL to obtain the cerium dioxide-supported bimetallic catalyst 3, wherein the platinum and copper loadings are 0.01% and 10.0%, respectively.
[0032] Example 4
[0033] The preparation method is basically the same as in Example 3, except that the concentration of platinum nitrate is increased to 0.54 mg / mL to obtain the cerium dioxide-supported bimetallic catalyst 4, wherein the platinum and copper loadings are 0.05% and 10.0%, respectively.
[0034] Example 5
[0035] The preparation method is basically the same as in Example 3, except that the concentration of platinum nitrate is increased to 1.09 mg / mL to obtain the cerium dioxide-supported bimetallic catalyst 5, wherein the platinum and copper loadings are 0.1% and 10.0%, respectively.
[0036] Example 6
[0037] The preparation method is basically the same as in Example 3, except that the concentration of platinum nitrate is increased to 3.27 mg / mL to obtain the cerium dioxide-supported bimetallic catalyst 6, wherein the platinum and copper loadings are 0.3% and 10.0%, respectively.
[0038] Example 7
[0039] The preparation method is basically the same as in Example 3, except that the concentration of platinum nitrate is increased to 5.45 mg / mL to obtain the cerium dioxide-supported bimetallic catalyst 7, wherein the platinum and copper loadings are 0.5% and 10.0%, respectively.
[0040] Example 8
[0041] The preparation method is basically the same as in Example 3, except that the concentration of platinum nitrate is increased to 10.90 mg / mL to obtain the cerium dioxide-supported bimetallic catalyst 8, wherein the platinum and copper loadings are 1.0% and 10.0%, respectively.
[0042] Example 9
[0043] The preparation method is basically the same as in Example 7, except that platinum nitrate is replaced with chloroplatinic acid at a concentration of 8.85 mg / mL to obtain the cerium dioxide-supported bimetallic catalyst 9, wherein the platinum and copper loadings are 0.5% and 10.0%, respectively.
[0044] Example 10
[0045] The preparation method is basically the same as in Example 9, except that the concentration of copper nitrate is increased by 0.30 g / mL to obtain the cerium dioxide-supported bimetallic catalyst 10, wherein the platinum and copper loadings are 0.5% and 15.0%, respectively.
[0046] Example 11
[0047] The preparation method is basically the same as in Example 9, except that the concentration of copper nitrate is increased to 0.40 g / mL to obtain the cerium dioxide-supported bimetallic catalyst 11, wherein the platinum and copper loadings are 0.5% and 20.0%, respectively.
[0048] Example 12
[0049] The preparation method is basically the same as in Example 9, except that the concentration of copper nitrate is increased to 0.60 g / mL to obtain the cerium dioxide-supported bimetallic catalyst 12, wherein the platinum and copper loadings are 0.5% and 30.0%, respectively.
[0050] Example 13
[0051] The preparation method is basically the same as in Example 9, except that the concentration of copper nitrate is 0.80 g / mL to obtain the cerium dioxide-supported bimetallic catalyst 13, wherein the loading of platinum and copper is 0.5% and 40.0%, respectively.
[0052] Example 14
[0053] The preparation method is basically the same as in Example 9, except that the concentration of copper nitrate is increased to 0.98 g / mL to obtain the cerium dioxide-supported bimetallic catalyst 14, wherein the platinum and copper loadings are 0.5% and 50.0%, respectively.
[0054] Examples 15-28
[0055] 0.5 g of the cerium dioxide-supported bimetallic catalysts prepared in Examples 1-14 were respectively loaded into batch reactors. The atmosphere inside the reactors was successively replaced with nitrogen and hydrogen. Hydrogen was introduced for reduction at 200°C for 4 hours. Then, 2.0 g of furfuryl alcohol and 50 mL of ethanol were added, and the reaction was carried out at 165°C and 1.5 MPa H2 for 12 hours. After the reaction was completed, the mixture was cooled to room temperature, filtered, and analyzed by gas chromatography. The conversion rate of furfuryl alcohol and the selectivity of 1,2-pentanediol are shown in Table 1.
[0056]
[0057]
[0058] Comparative Example 1 (different carriers)
[0059] Preparation of cerium dioxide support:
[0060] Cerium nitrate hexahydrate (0.858 g) and sodium phosphate dodecahydrate (0.0076 g) were dissolved in 10 mL and 70 mL of deionized water, respectively. The two solutions were then mixed and stirred for 30 minutes and placed in a sealed autoclave for hydrothermal treatment at 170 °C for 10 hours. After the reaction system cooled to room temperature, the suspension was centrifuged. The filter cake was then washed with deionized water until the pH of the filtrate was close to 7. It was then dried at 100 °C for 12 hours and calcined in air at 500 °C for 3 hours to obtain cerium oxide powder. The results of transmission electron microscopy and scanning electron microscopy showed that it had an octahedral structure with a crystal edge length distribution of 1-20 nm and an average crystal edge size of 5.9 nm.
[0061] Preparation of cerium dioxide octahedral supported bimetallic catalysts:
[0062] An aqueous solution of 5.45 mg / mL platinum nitrate and 0.20 g / mL copper nitrate was prepared as an impregnation solution. The solution was used to impregnate the cerium dioxide octahedral support with 10 g of cerium dioxide octahedral support for 6 hours. The support was then dried at 50 °C for 12 hours, dried at 100 °C for 12 hours, and calcined at 500 °C for 3 hours to obtain cerium dioxide octahedral supported bimetallic catalyst 15, in which the platinum and copper loadings were 0.5% and 10.0%, respectively.
[0063] Comparative Example 2 (Single Metal Platinum)
[0064] Preparation of cerium dioxide support:
[0065] Cerium nitrate hexahydrate (1.736 g) and sodium hydroxide (19.2 g) were dissolved in 10 mL and 70 mL of deionized water, respectively. The two solutions were then mixed and stirred for 30 minutes and placed in a sealed autoclave for hydrothermal treatment at 180 °C for 24 hours. After the reaction system cooled to room temperature, the suspension was centrifuged and separated. The filter cake was then washed with deionized water until the pH of the filtrate was 7. It was then dried at 100 °C for 12 hours and calcined in air at 500 °C for 3 hours to obtain cerium oxide powder. The results of transmission electron microscopy and scanning electron microscopy showed that the powder was a nanocubic block with a crystal edge size distribution of 1-10 nm and an average crystal edge length of 4.1 nm.
[0066] Preparation of cerium dioxide supported metal catalysts:
[0067] A 5.45 mg / mL platinum nitrate aqueous solution was prepared as the impregnation solution. The substrate was impregnated for 6 hours at a ratio of 10 g of carrier to 15 mL of impregnation solution. Then, the substrate was dried at 50 °C for 12 h, dried at 100 °C for 12 h, and calcined at 500 °C for 3 h to obtain cerium dioxide supported monometallic platinum catalyst 16, wherein the platinum loading was 0.5%.
[0068] Comparative Example 3 (Single Metal Copper)
[0069] Preparation of cerium dioxide support:
[0070] Cerium nitrate hexahydrate (1.736 g) and sodium hydroxide (19.2 g) were dissolved in 10 mL and 70 mL of deionized water, respectively. The two solutions were then mixed and stirred for 30 minutes and placed in a sealed autoclave for hydrothermal treatment at 180 °C for 24 hours. After the reaction system cooled to room temperature, the suspension was centrifuged and separated. The filter cake was then washed with deionized water until the pH of the filtrate was close to 7. It was then dried at 100 °C for 12 hours and calcined in air at 500 °C for 3 hours to obtain cerium oxide nanocubic carriers.
[0071] Preparation of cerium dioxide supported metal catalysts:
[0072] A 0.20 g / mL copper nitrate aqueous solution was prepared as the impregnation solution. The catalyst was impregnated for 6 hours at a ratio of 10 g of carrier to 15 mL of impregnation solution. Then, it was dried at 50 °C for 12 hours, dried at 100 °C for 12 hours, and calcined at 500 °C for 3 hours to obtain cerium dioxide supported monometallic cobalt catalyst 17, in which the copper loading was 10.0%.
[0073] Comparative Examples 4-6
[0074] 0.5 g of the cerium dioxide-supported metal catalysts prepared in Comparative Examples 1-3 were respectively loaded into batch reactors, and reduced at 200°C for 4 hours by purging with hydrogen gas. Then, 2.0 g of furfuryl alcohol and 50 mL of ethanol were added, and the reaction was carried out at 165°C and 1.5 MPa H2 for 12 hours. After the reaction was completed, the mixture was cooled to room temperature, filtered, and analyzed by gas chromatography. The conversion rate of furfuryl alcohol and the selectivity of 1,2-pentanediol are shown in Table 2.
[0075]
[0076]
Claims
1. A method for preparing 1,2-pentanediol by hydrogenolysis of furfuryl alcohol, characterized in that, The method involves the selective hydrogenation of furfuryl alcohol to 1,2-pentanediol under the catalysis of a cerium dioxide-supported bimetallic catalyst. The cerium dioxide support used for the bimetallic catalyst is a nanocubic block with an edge length distribution of 1-20 nm. The active components of the cerium dioxide-supported bimetallic catalyst are Pt and Cu. The cerium dioxide nanocubic block is prepared by a hydrothermal method. The hydrothermal preparation process is as follows: cerium nitrate and sodium hydroxide are mixed and stirred in deionized water for 10-120 minutes, placed in a sealed autoclave, and hydrothermally treated at 100-250 degrees Celsius for 8-48 hours. After the reaction system cools to room temperature, the suspension is centrifuged, and the solid filter cake is washed with deionized water until the filtrate pH=7. Then, it is dried at 60-200 degrees Celsius for 4-36 hours and calcined in air at 300-700 degrees Celsius for 1-24 hours to obtain the cerium dioxide nanocubic block.
2. The method as described in claim 1, characterized in that: The mass ratio of cerium nitrate to sodium hydroxide is 0.001-0.2, and the mass concentration of sodium hydroxide is 5wt%-50wt%.
3. The method as described in claim 2, characterized in that: The mass ratio of cerium nitrate to sodium hydroxide is 0.01-0.15, and the mass concentration of sodium hydroxide is 10wt%-40wt%.
4. The method as described in claim 1, characterized in that: Based on the weight of the carrier, the active component Pt accounts for 0.01%-1.0% of the carrier weight; the active component Cu accounts for 1%-50% of the carrier weight.
5. The method as described in claim 1, characterized in that: Based on the weight of the carrier, the active component Pt accounts for 0.05%-0.5% of the carrier weight; the active component Cu accounts for 5%-30% of the carrier weight.
6. The method as described in claim 1 or 3, characterized in that: The cerium dioxide-supported bimetallic catalyst is prepared by the following method: Pt salt and Cu salt are prepared as an impregnation solution, and the impregnation solution is mixed with cerium dioxide support at a volume-to-mass ratio of 0.1-10 ml / g to obtain a slurry. The slurry is first dried at 25-150℃ for 2-24 h, then dried at 60-200℃ for 2-24 h, and finally calcined at 200-800℃ for 1-12 h to obtain the cerium dioxide-supported bimetallic catalyst.
7. The method as described in claim 6, characterized in that: The Pt salt is at least one or more of platinum nitrate and chloroplatinic acid, and the Cu salt is at least one or more of copper nitrate, copper acetylacetonate, copper chloride, and copper sulfate. The concentrations of Pt salt and Cu salt in the impregnation solution are 0.1-20 mg / mL and 0.02-1.0 g / mL, respectively.
8. The method as described in claim 1, characterized in that: The mass ratio of furfuryl alcohol to catalyst is 50-1:1, the reaction temperature is 100-300℃, and the reaction hydrogen pressure is 0.5-5MPa. The method is used to prepare 1,2-pentanediol by batch reaction or by fixed-bed reaction.
9. The method as described in claim 8, characterized in that: The method for preparing 1,2-pentanediol using a batch reaction is as follows: a cerium dioxide-supported bimetallic catalyst is loaded into a batch reactor, the atmosphere inside the reactor is successively replaced with nitrogen and hydrogen, the catalyst is then pretreated with hydrogen at 200-500℃ for 0.5-6 hours, furfuryl alcohol is then added, and the reaction is carried out at 100-300℃ and a hydrogen pressure of 0.5-5 MPa for 2-36 hours to generate 1,2-pentanediol.