Palladium-nickel bimetallic catalyst as well as preparation method and application thereof
By using nitrogen-carbon modified hydroxyapatite to support Pd-Ni bimetallic catalysts, the problems of poor selectivity and easy deactivation of noble metal catalysts were solved, achieving efficient hydrogenation reactions under mild conditions and improving the stability and selectivity of the catalyst.
Patent Information
- Authority / Receiving Office
- CN · China
- Patent Type
- Applications(China)
- Current Assignee / Owner
- Filing Date
- 2025-12-18
- Publication Date
- 2026-04-14
Smart Images
Figure CN121847176A_ABST
Abstract
Description
Technical Field
[0001] This invention relates to the field of catalysts, and more particularly to palladium-nickel bimetallic catalysts. Background Technology
[0002] Selective hydrogenation is a crucial process in the synthesis of intermediates for fine chemicals and pharmaceuticals. The semi-hydrogenation of alkynyl alcohols to enols is a core step in the synthesis of important chemicals such as vitamin E and vitamin A. Traditional hydrogenation catalysts are mostly based on noble metals or non-noble metals, including noble metals such as Pd and Pt nanoparticles and non-noble metals such as Ni and Co alloys. However, noble metals often lead to over-hydrogenation due to their excessively high hydrogenation activity, resulting in poor selectivity and a tendency to agglomerate and deactivate in liquid-phase reactions. Non-noble metals, on the other hand, exhibit low activity and weak hydrogen dissociation at low temperatures.
[0003] Furthermore, although current noble metal catalysts possess well-defined coordination environments and excellent selectivity, the low structural complexity of individual active sites makes it difficult to overcome the linear scaling relationships (LSRs) in multi-substrate hydrogenation reactions. This limits their activity in hydrogenation processes requiring multi-step reaction coordination (such as the semi-hydrogenation of alkynyl alcohols to enols and the hydrogenation and deoxygenation of halogenated phenols).
[0004] Bimetallic catalysts, as a core research direction in the field of heterogeneous catalysis, refer to catalytic materials composed of two different metal elements combined in a specific manner. The introduction of bimetallic systems can precisely control the electronic structure and spatial configuration of active sites through electronic effects (ligand effects) and geometric effects between the two metals. This synergistic effect can effectively optimize the adsorption energy of reactants and reduce the energy barrier of key reactions, thereby significantly improving catalytic activity and selectivity, enhancing the catalyst's resistance to sintering and poisoning, and reducing the amount of precious metals used.
[0005] Therefore, developing hydrogenation catalysts that combine high activity, high selectivity, and high stability, and can operate under mild conditions (room temperature and atmospheric pressure), has significant industrial application value. Summary of the Invention
[0006] This invention aims to solve at least one of the technical problems existing in the prior art. To this end, this invention proposes a palladium-nickel bimetallic catalyst, its preparation method, and its application.
[0007] According to a first aspect of the present invention, a palladium-nickel bimetallic catalyst is a nitrogen-carbon modified hydroxyapatite supported Pd-Ni bimetallic catalyst, wherein Pd and Ni are supported on a nitrogen-carbon modified hydroxyapatite support in a certain proportion, wherein the mass fraction of the Pd loading is 0.1% to 1%, and the mass fraction of the Ni loading is 0.1% to 10%.
[0008] According to a second aspect of the present invention, a method for preparing a palladium-nickel bimetallic catalyst includes the following steps: Step 1: Mix and stir the aqueous solution of nitrogen-carbon source with hydroxyapatite, dry it, and then heat-treat it at 400-600 °C in an inert atmosphere to obtain a nitrogen-carbon modified hydroxyapatite carrier; wherein, the nitrogen-carbon source includes any one or a combination of at least two of urea, melamine, glycine, lysine, alanine, 2-methylimidazole, dicyandiamide, dopamine, and polyaniline; the mass ratio of the nitrogen-carbon source to the hydroxyapatite is in the range of 0.1-2.
[0009] Step 2: Impregnate the nitrogen-carbon modified hydroxyapatite support with a mixed solution of soluble palladium and nickel salts in acetone, stir and dry to obtain a catalyst precursor; wherein the palladium salt is palladium nitrate, the nickel salt is nickel nitrate hexahydrate, and the concentration range of the mixed solution of soluble palladium and nickel salts in acetone is 2 mmol / L to 25 mmol / L.
[0010] Step 3: The catalyst precursor is subjected to thermal reduction treatment at 200-400 °C in an inert atmosphere containing hydrogen or a pure hydrogen atmosphere to obtain a nitrogen-carbon modified hydroxyapatite supported Pd-Ni bimetallic catalyst; wherein the inert atmosphere containing hydrogen is a nitrogen atmosphere containing 10% by volume hydrogen or an argon atmosphere containing 10% by volume hydrogen.
[0011] In the field of heterogeneous catalysis, hydroxyapatite (HAP) offers numerous advantages as a catalyst support, including structural stability, tunable surface properties, good biocompatibility, and environmental friendliness. Its unique physicochemical properties make it suitable for various catalytic reaction systems. However, HAP's inherent advantages still have certain limitations, such as insufficient surface acid-base strength, poor conductivity, and limited adsorption capacity for specific substrates. Therefore, modification through methods such as NC doping can achieve precise control of surface acid-base strength and electronic structure, thereby improving mass transfer efficiency and metal dispersion, and ultimately enhancing the catalytic activity of the catalyst.
[0012] The support obtained through modification not only plays the role of dispersing and stabilizing active metals, but also interacts with active metal particles. Moreover, this interaction often leads to phenomena such as interfacial charge transfer, changes in metal structure, and modulation of molecular adsorption, thereby affecting the activity, selectivity, and stability of the catalyst.
[0013] According to a third aspect of the present invention, a palladium-nickel bimetallic catalyst is used in a room-temperature hydrogenation reaction, wherein the palladium-nickel bimetallic catalyst can catalyze the semi-hydrogenation of 2-methyl-3-butyn-2-ol to prepare 2-methyl-3-buten-2-ol at a reaction temperature of 30-70°C. Similarly, the palladium-nickel bimetallic catalyst can catalyze the semi-hydrogenation of phenylacetylene to prepare styrene at a temperature of 30-100°C; similarly, the palladium-nickel bimetallic catalyst can also catalyze the semi-hydrogenation of 4-methylphenylacetylene to prepare 4-methylstyrene at a temperature of 30-70°C.
[0014] Traditional supports such as hydroxyapatite (HAP) and alumina (Al2O3) can provide certain metal anchoring sites, but the electronic interaction between the support and the active metal is weak, making it impossible to effectively regulate the electronic structure of the active sites. Therefore, this invention combines support interface modification with bimetallic synergistic site design, using nitrogen-doped carbon (NC) to modify the interface of the hydroxyapatite (HAP) support, which can play multiple key roles and significantly improve the overall performance of the catalyst.
[0015] From the perspective of interfacial interactions, the NC layer can construct abundant defect sites and active anchoring sites on the support surface. These sites can form strong interactions with the supported metal. On the one hand, this strong interaction can effectively inhibit the migration and aggregation of bimetals and the growth of metal clusters, ensuring that the catalyst maintains a stable active structure during long-term reactions. On the other hand, it can regulate the electronic state of bimetals, realizing efficient electron transfer between the support, the NC layer, and the active metal, thereby optimizing the catalyst's adsorption and activation capabilities for reaction substrates and hydrogen.
[0016] In particular, when the mass fraction of Pd loading is 0.1% to 1% and the mass fraction of Ni loading is 0.1% to 10%, a relatively balanced high activity and high stability can be obtained when the loading of the active metal meets the above conditions, while also having good economic benefits.
[0017] Beneficial effects
[0018] This invention utilizes nitrogen and carbon to modify the support through a heat treatment process involving impregnation followed by calcination. Then, palladium metal is loaded via impregnation, dried, and reduced under a hydrogen atmosphere to prepare a novel heterocatalyst with high activity and stability. The interface and electronic state of the bimetallic synergistic sites are precisely customized, thereby overcoming the problem of rapid catalyst deactivation caused by the rapid aggregation and dissolution of metal species during catalysis, and greatly improving the stability of the catalyst.
[0019] Furthermore, precise control of the interface through interface modification promotes electron transfer, metal modification, and hydrogen spillover effects, thereby adjusting the electronic structure of the active metal, improving the adsorption of reaction intermediates, and greatly enhancing the catalytic activity of non-precious metals, enabling the realization of a variety of catalytic hydrogenation reduction reactions under mild conditions. Attached Figure Description
[0020] The above and / or additional aspects and advantages of the present invention will become apparent and readily understood from the description of the embodiments taken in conjunction with the following drawings, in which: Figure 1 This is a schematic diagram of X-ray diffraction (XRD) analysis of nitrogen-carbon modified hydroxyapatite (NC / HAP) and unmodified hydroxyapatite (HAP) prepared according to embodiments of the present invention. Figure 2 b and c are transmission electron microscope images of nitrogen-carbon modified hydroxyapatite (NC / HAP) according to embodiments of the present invention; Figure 2 d and e are transmission electron microscopy (TEM) images of unmodified hydroxyapatite (HAP); Figure 3 The images are aberration-corrected high-angle annular dark-field scanning transmission electron microscope (AC-HAADF-STEM) images of the 20 nm PdNi@NC / HAP catalyst according to the present invention, with the inset showing the cluster size statistics. Figure 4 This is an AC-HAADF-STEM image of a 2nm PdNi@NC / HAP catalyst according to an embodiment of the present invention.
[0021] Figure 5 The Pd 3d XPS spectra of 1Pd@NC / HAP and PdNi@NC / HAP catalysts are shown. Detailed Implementation
[0022] The embodiments of the present invention are described in detail below.
[0023] Example 1
[0024] In this embodiment, the catalyst PdNi@NC / HAP was prepared using urea as the NC source.
[0025] In a 500 mL round-bottom flask, 10 g of HAP (hydroxyapatite) was poured into 125 mL of water to form a suspension. The suspension was then transferred to a stirred oil bath at 45 °C and a magnetic stirring speed of 700 r / min. An aqueous solution containing 2.5 g of urea was added dropwise through a dropping funnel at a rate of one drop per second. After stirring for 24 h, the solution was rotary evaporated and dried to obtain the NC-modified HAP support precursor. Subsequently, the obtained support precursor was heat-treated in a sealed tube furnace at 600 °C under a nitrogen atmosphere to obtain the modified catalyst support NC / HAP.
[0026] The temperature of the oil bath stirring device was set to 45℃ and the stirring speed was set to 700r / min. 1.0g of the modified catalyst support NC / HAP was immersed in 200mL of acetone solution containing palladium nitrate and nickel nitrate hexahydrate and stirred for 24h to achieve full impregnation. Then, rotary evaporation was performed, and the obtained material was dried in an oven at 70℃ for 12h to obtain the catalyst precursor.
[0027] Finally, in a sealed tube furnace, a mixture of nitrogen and hydrogen (10% H2 / N2) was introduced, and the temperature was programmed to rise to 280℃ at a rate of 1℃ / min and reduced for 2h to obtain a bimetallic synergistic and interface modification strategy catalyst.
[0028] Example 2
[0029] In this embodiment, the catalyst PdNi@NC / HAP was prepared using melamine as the NC source.
[0030] In a 500 mL round-bottom flask, 10 g of HAP was poured into 125 mL of water to form a suspension. The suspension was then transferred to a stirred oil bath at 45 °C and a magnetic stirring speed of 700 r / min. An aqueous solution containing 2.5 g of melamine was added dropwise through a dropping funnel at a rate of one drop per second. After stirring for 24 h, the solution was rotary evaporated and dried to obtain the NC-modified HAP support precursor. Subsequently, the obtained support precursor was heat-treated in a sealed tube furnace under a nitrogen atmosphere at 600 °C to obtain the catalyst support NC (melamine) / HAP.
[0031] The oil bath stirring apparatus was set to a temperature of 45 °C and a stirring speed of 700 r / min. 1.0 g of the NC / HAP support precursor was immersed in 200 mL of acetone solution containing palladium nitrate and nickel nitrate hexahydrate, and stirred for 24 h to achieve thorough impregnation. Then, rotary evaporation was performed, and the obtained material was dried in an oven at 70 °C for 12 h to obtain the catalyst precursor.
[0032] Finally, in a sealed tube furnace, a mixture of nitrogen and hydrogen (10% H2 / N2) was introduced, and the temperature was programmed to rise to 280℃ at a rate of 1℃ / min for 2 hours to obtain a bimetallic synergistic and interface modification strategy catalyst.
[0033] X-ray diffraction (XRD) analysis was performed on the carrier NC / HAP obtained in the above embodiments, and the results are as follows: Figure 1 As shown.
[0034] Among them, by Figure 1 As can be seen, HAP lattice diffraction peaks appeared in the XRD pattern. Compared with the lattice diffraction peaks of pure HAP, it can be found that the intensity of the diffraction peaks of hydroxyapatite was partially covered, indicating that the NC interface modification strategy modified hydroxyapatite.
[0035] and combined Figures 2 to 5 As shown in the schematic diagram, in this invention, after impregnating and combining the metal Pd precursor with the support NC / HAP, the multi-component heteroatom support NC / HAP undergoes an oxygen-free heat treatment, which fully anchors the Pd and Ni species, thereby making them uniformly dispersed. Subsequently, after further reduction treatment with hydrogen, the electronic structure of the metal is reasonably adjusted, forming a bimetallic structure. This results in the catalyst exhibiting better catalytic activity and stability.
[0036] Example 3
[0037] Catalysts with different types and amounts of active metals and different supports were used to catalyze the semi-hydrogenation of 2-methyl-3-butyn-2-ol to 2-methyl-3-buten-2-ol.
[0038] A magnetic stir bar was added to a Shrek tube, followed by 1 ml of methanol solution containing 1 mmol of 2-methyl-3-butyn-2-ol. Then, 10 mg of the prepared catalyst was added to the Shrek tube. This process was repeated six times, with H2 being introduced into the Shrek tube and then expelled to remove any remaining air from the reaction environment. Finally, hydrogen was introduced for stabilization, and the reaction mixture was heated to 30°C in an oil bath for 25 min under magnetic stirring. After the reaction, bicyclohexane was added to the reaction solution and the mixture was centrifuged (10000 r / min). The supernatant was collected, and the products were qualitatively and quantitatively analyzed using gas chromatography.
[0039] The gas chromatography conditions were as follows: GC1690 gas chromatograph, FID detector, capillary column (HP-INNOWax, 30m × 0.250mm × 0.25μm), with programmed temperature ramping. The initial column temperature was 50℃, and the temperature was increased to 200℃ at a ramp rate of 10℃ / min and held for 3 minutes. The carrier gas was 99.99% high-purity N2 at a flow rate of 1mL / min; the auxiliary gas was air.
[0040] The reaction conditions and results are shown in Table 1.
[0041] Table 1. Catalytic preparation of 2-methyl-3-buten-2-ol from 2-methyl-3-butyn-2-ol via semi-hydrogenation of 2-methyl-3-butyn-2-ol ; As shown in Table 1, regardless of the ratio between the supported metals Pd and Ni, the catalyst of the present invention exhibits excellent catalytic hydrogenation activity and higher hydrogenation activity than the catalyst supported by single metal Pd. It can catalyze the half-hydrogenation of 2-methyl-3-butyn-2-ol to prepare 2-methyl-3-buten-2-ol.
[0042] In addition, the difference in Ni metal loading also has a significant impact on catalytic activity; when the Ni metal loading decreases, the reaction yield also decreases.
[0043] Example 4
[0044] Catalysts from different NC sources catalyze the semi-hydrogenation of 2-methyl-3-butyn-2-ol to prepare 2-methyl-3-buten-2-ol.
[0045] A magnetic stir bar was added to a Shrek tube, followed by 1 ml of methanol solution containing 1 mmol of 2-methyl-3-butyn-2-ol. Then, 10 mg of the prepared catalyst was added to the Shrek tube. This process was repeated six times, with H2 being introduced into the Shrek tube and then expelled to remove any remaining air from the reaction environment. Finally, hydrogen was introduced for stabilization, and the reaction mixture was heated to 30°C in an oil bath for 25 min under magnetic stirring. After the reaction, bicyclohexane was added to the reaction solution and the mixture was centrifuged (10000 r / min). The supernatant was collected, and the products were qualitatively and quantitatively analyzed using gas chromatography.
[0046] The gas chromatography conditions were as follows: GC1690 gas chromatograph, FID detector, capillary column (HP-INNOWax, 30m × 0.250mm × 0.25μm), with programmed temperature ramping. The initial column temperature was 50℃, and the temperature was increased to 200℃ at a ramp rate of 10℃ / min and held for 3 minutes. The carrier gas was 99.99% high-purity N2 at a flow rate of 1mL / min; the auxiliary gas was air.
[0047] The reaction conditions and results are shown in Table 2.
[0048] Table 2. Catalytic preparation of 2-methyl-3-buten-2-ol from 2-methyl-3-butyn-2-ol via semi-hydrogenation of 2-methyl-3-butyn-2-ol ; The data in Table 2 show that all bimetallic catalysts using different NC sources exhibit high hydrogenation activity, indicating that the type of NC source has little effect on hydrogenation activity.
[0049] Example 5
[0050] Catalysts with different active metal types and loadings, and different supports, catalyze the semi-hydrogenation of phenylacetylene to styrene.
[0051] A magnetic shovel was placed in a Shrek tube, followed by 1 ml of ethanol solution containing 1 mmol of phenylacetylene. Then, 10 mg of the prepared catalyst was added to the Shrek tube. This process was repeated 6 times, with H2 being introduced into the Shrek tube before being expelled to remove any remaining air from the reaction environment.
[0052] After stabilization with hydrogen gas, the mixture was heated to 30°C in an oil bath with magnetic stirring for 40 minutes. Following the reaction, bicyclohexane was added to the reaction solution and the mixture was centrifuged (10000 r / min). The supernatant was collected, and the product was qualitatively and quantitatively analyzed using gas chromatography.
[0053] The gas chromatography conditions were as follows: GC1690 gas chromatograph, FID detector, capillary column (HP-INNOWax, 30m × 0.250mm × 0.25μm), with programmed temperature ramping. The initial column temperature was 50℃, and the temperature was increased to 200℃ at a rate of 10℃ / min and held for 3 minutes. The carrier gas was 99.99% high-purity N2, with a flow rate of 1mL / min, and the auxiliary gas was air.
[0054] The reaction conditions and results (reactant conversion and product selectivity) are shown in Table 3.
[0055] Table 3. Catalytic semi-hydrogenation of phenylacetylene to styrene .
[0056] Example 6
[0057] Catalysts with different types and amounts of active metals and different supports catalyze the catalytic semi-hydrogenation of 4-methylphenylacetylene to 4-methylstyrene.
[0058] A magnetic stir bar was added to a Shrek tube, followed by 1 ml of a methanol solution containing 1 mmol of quinoline. Then, 10 mg of the prepared catalyst was added to the Shrek tube. This process was repeated six times, with H2 being introduced into the Shrek tube and then released to remove any remaining air from the reaction environment. Finally, hydrogen was introduced for stabilization, and the reaction mixture was heated to 30°C in an oil bath with magnetic stirring for 40 min. After the reaction, bicyclohexane was added to the reaction solution and the mixture was centrifuged (10000 r / min). The supernatant was collected, and the products were qualitatively and quantitatively analyzed using gas chromatography.
[0059] The gas chromatography conditions were as follows: GC1690 gas chromatograph, FID detector, capillary column (HP-INNOWax, 30m × 0.250mm × 0.25μm), with programmed temperature ramping. The initial column temperature was 50 ℃, and the temperature was increased to 260 ℃ at a ramp rate of 10 ℃ / min and held for 3 minutes. The carrier gas was 99.99% high-purity N2 at a flow rate of 1 mL / min; the auxiliary gas was air.
[0060] The reaction conditions and results are shown in Table 4.
[0061] Table 4. Catalytic semi-hydrogenation of 4-methylphenylacetylene to prepare 4-methylstyrene ; As can be seen from the results in Tables 1 to 4 above, the bimetallic synergistic and interface modification strategy catalyst of the present invention can realize a variety of catalytic hydrogenation reactions, such as the preparation of 2-methyl-3-buten-2-ol by catalytic half-hydrogenation of 2-methyl-3-butyn-2-ol, the preparation of 4-methylstyrene by catalytic half-hydrogenation of 4-methylphenylacetylene, or the preparation of styrene by catalytic half-hydrogenation of phenylacetylene, under very mild reaction conditions (hydrogen pressure of 0.1 MPa, temperature of 30-80 °C, and reaction time of 0.1-3 h).
[0062] This demonstrates that the bimetallic synergistic and interface modification strategy catalyst of this invention exhibits higher catalytic activity and stability in catalytic hydrogenation reactions, showing significantly superior performance compared to traditional catalysts. Combining experimental data and characterization results, the bimetallic catalyst demonstrates superior low-temperature and low-pressure catalytic activity compared to monometallic catalysts. This is attributed to the addition of Ni optimizing the electronic state of palladium, regulating the catalytic reaction pathway, suppressing side reactions, controlling the geometric structure, and improving metal dispersion and utilization, thereby achieving highly efficient catalytic hydrogenation.
[0063] In the description of this invention, it should be understood that the terms "center," "longitudinal," "lateral," "length," "width," "thickness," "upper," "lower," "front," "rear," "left," "right," "vertical," "horizontal," "top," "bottom," "inner," "outer," "clockwise," "counterclockwise," "axial," "radial," and "circumferential" indicate the orientation or positional relationship based on the orientation or positional relationship shown in the accompanying drawings. They are used only for the convenience of describing this invention and simplifying the description, and do not indicate or imply that the device or element referred to must have a specific orientation, or be constructed and operated in a specific orientation. Therefore, they should not be construed as limitations on this invention.
[0064] In the description of this specification, references to terms such as "one embodiment," "some embodiments," "illustrative embodiment," "example," "specific example," or "some examples," etc., refer to specific features, structures, materials, or characteristics described in connection with that embodiment or example, which are included in at least one embodiment or example of the present invention. In this specification, the illustrative expressions of the above terms do not necessarily refer to the same embodiment or example.
[0065] Although embodiments of the invention have been shown and described, those skilled in the art will understand that various changes, modifications, substitutions and alterations can be made to these embodiments without departing from the principles and spirit of the invention, the scope of which is defined by the claims and their equivalents.
Claims
1. A method for preparing a palladium-nickel bimetallic catalyst, characterized in that, The palladium-nickel bimetallic catalyst is a nitrogen-carbon modified hydroxyapatite supported Pd-Ni bimetallic catalyst, and the preparation method includes the following steps: An aqueous solution of a nitrogen-carbon source was mixed with hydroxyapatite, stirred, and dried, and then heat-treated in an inert atmosphere to obtain a nitrogen-carbon modified hydroxyapatite support. The nitrogen-carbon modified hydroxyapatite support was impregnated with a mixed solution of soluble palladium and nickel salts in acetone, and then stirred, mixed and dried to obtain a catalyst precursor. The catalyst precursor was subjected to thermal reduction treatment in an inert atmosphere containing hydrogen or a pure hydrogen atmosphere to obtain a nitrogen-carbon modified hydroxyapatite supported Pd-Ni bimetallic catalyst.
2. The method for preparing a palladium-nickel bimetallic catalyst according to claim 1, characterized in that, The mass ratio of the nitrogen and carbon source to the hydroxyapatite ranges from 0.1 to 2.
3. The method for preparing a palladium-nickel bimetallic catalyst according to claim 1 or 2, characterized in that, The nitrogen and carbon source includes any one or a combination of two or more of urea, melamine, glycine, lysine, alanine, 2-methylimidazole, dicyandiamide, dopamine, and polyaniline.
4. The method for preparing a palladium-nickel bimetallic catalyst according to claim 1, characterized in that, The concentration range of the acetone mixture of the soluble palladium and nickel salts is 2 mmol / L to 25 mmol / L.
5. The method for preparing a palladium-nickel bimetallic catalyst according to claim 1, characterized in that, The palladium salt is palladium nitrate, and the nickel salt is nickel nitrate hexahydrate.
6. The method for preparing a palladium-nickel bimetallic catalyst according to claim 1, characterized in that, The hydrogen-containing inert atmosphere is either a nitrogen atmosphere containing 10% hydrogen by volume or an argon atmosphere containing 10% hydrogen by volume.
7. The method for preparing a palladium-nickel bimetallic catalyst according to claim 1, characterized in that, The temperature range for the thermal reduction treatment of the catalyst precursor is 200℃~400℃, and the reduction time lasts for 2 hours.
8. The method for preparing a palladium-nickel bimetallic catalyst according to claim 1, characterized in that, The mass fraction of the Pd loading is 0.1% to 1%, and the mass fraction of the Ni loading is 0.1% to 10%.
9. A palladium-nickel bimetallic catalyst, characterized in that, The palladium-nickel bimetallic catalyst is prepared using the palladium-nickel bimetallic catalyst preparation method according to any one of claims 1 to 8.
10. The application of a palladium-nickel bimetallic catalyst in hydrogenation reactions at room temperature, characterized in that... The application of the palladium-nickel bimetallic catalyst in the catalytic half-hydrogenation of 2-methyl-3-butyn-2-ol to 2-methyl-3-buten-2-ol; or Applications of the palladium-nickel bimetallic catalyst in the catalytic semi-hydrogenation of phenylacetylene to styrene; or Application of the palladium-nickel bimetallic catalyst in the catalytic semi-hydrogenation of 4-methylphenylacetylene to 4-methylstyrene.