A method for the transfer hydrogenation reduction of fatty aldehydes
Through the composite of surface organic ion salt-modified palladium carbon catalyst with nano rare earth oxides and microwave-assisted treatment, the problem of low conversion and selectivity of fatty aldehydes is solved, and a safe, fast and efficient hydrogenation and reduction reaction of fatty aldehyde is achieved. It is suitable for the food, pharmaceutical and cosmetic industries.
Patent Information
- Application Number
- CN202311468039.1
- Authority / Receiving Office
- CN · China
- Patent Type
- Patents(China)
- Current Assignee / Owner
- Filing Date
- 2023-11-07
- Publication Date
- 2025-07-22
- Estimated Expiration
- 2043-11-07
AI Technical Summary
In the prior art, the conversion rate and selectivity of fatty aldehydes are low, and the use of hydrogen as the hydrogen source poses a safety hazard, making it difficult to achieve a safe, fast and efficient transfer hydrogenation reduction reaction.
The surface organic ion salt-modified palladium carbon catalyst is used to combine with nano rare earth oxides as a catalyst, combined with microwave-assisted treatment, and transfer hydrogenation and reduction reaction of α,β-unsaturated aldehydes is carried out, and isopropanol or anhydrous hydrazine is used as the hydrogen source to avoid the use of flammable and explosive hydrogen.
It improves the reaction conversion rate and selectivity, reduces reaction energy consumption, enhances safety, is suitable for continuous large-scale production, and improves the yield of the target product.
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Abstract
Description
Technical Field
[0001] The invention relates to the technical field of fine organic chemical industry, and in particular to a method for transfer hydrogenation reduction of fatty aldehydes. Background Art
[0002] Fatty aldehydes are important fine chemical raw materials, widely used in food, pharmaceutical, toothpaste and cosmetic industries. Traditional methods for producing fatty aldehydes have more or less defects such as harsh reaction conditions, low reaction conversion rate, and great impact on the environment. Under the current trend of environmental protection, the selective catalytic transfer hydrogenation reduction method of fatty aldehydes containing unsaturated olefinic bonds has emerged. This method has attracted widespread attention in the industry due to its mild conditions, high reaction conversion rate, and green environmental protection.
[0003] Transfer hydrogenation reduction reaction refers to the reaction in which hydrogen atoms are transferred from a hydrogen donor to an organic reaction substrate under the action of a catalyst. The reaction conversion rate and selectivity of this reaction are closely related to the types of catalyst and hydrogen donor used. It can be seen that seeking suitable catalysts and hydrogen donors is the key to achieving high efficiency, high reaction conversion rate and high reaction selectivity in the transfer hydrogenation reduction method of fatty aldehydes.
[0004] The Chinese invention patent with application number 201710750273.1 discloses a method for preparing 2-ethylhexanal, wherein a gas-guiding agitator with the functions of pumping, exhausting and stirring is installed in the hydrogenation reaction tank, and hydrogen is evenly dispersed into the reaction solution of 2-ethylhex-2-enal, and a modified palladium-carbon catalyst with a low impurity content and a high specific surface area is used to load the palladium active component on the surface of a carbon carrier, and a high yield of 2-ethylhexanal is obtained from hydrogenating 2-ethylhex-2-enal under the conditions of reducing the operating pressure to the minimum and greatly reducing the hydrogenation reaction temperature. However, the reaction conversion rate and selectivity of the above method still need to be further improved, and the method uses hydrogen as a hydrogen source, and the hydrogen in the reaction process always has the potential safety hazard of being flammable and explosive, and there are also high requirements for the sealing of the equipment.
[0005] It can be seen that it is particularly important to develop a fatty aldehyde transfer hydrogenation reduction method with high reaction conversion rate and reaction selectivity, which can safely, quickly and efficiently selectively hydrogenate unsaturated fatty aldehydes into fatty aldehydes. Summary of the invention
[0006] The main purpose of the present invention is to provide a fatty aldehyde transfer hydrogenation reduction method which has high reaction conversion rate and reaction selectivity and can safely, quickly and efficiently selectively hydrogenate unsaturated fatty aldehydes into fatty aldehydes.
[0007] To achieve the above object, the present invention provides a method for transfer hydrogenation reduction of fatty aldehydes, comprising the following steps:
[0008] Step S1: Add α,β-unsaturated aldehyde, inert solvent, catalyst and hydrogen source into a high-pressure reaction vessel equipped with a condensation reflux device in sequence. After microwave-assisted treatment, carry out transfer hydrogenation reduction reaction at a certain temperature.
[0009] Step S2: After the reaction is complete, cool to room temperature, filter to remove the catalyst, and rotary evaporate to remove the inert solvent and other low-boiling substances. The catalyst includes an active ingredient and an auxiliary ingredient. The active ingredient is a surface organic ionic salt modified palladium-carbon catalyst, and the auxiliary ingredient is a nano rare earth oxide. The mass ratio of the active ingredient to the auxiliary ingredient is (5-8):1.
[0010] Preferably, the α,β-unsaturated aldehyde is any one of 2-ethyl-2-hexenal, 2-methyl-2-pentenal, 2-propyl-2-heptenal, and 2-butyl-2-octenal.
[0011] Preferably, the inert solvent is at least one of methanol, ethanol, and isopropanol.
[0012] Preferably, the hydrogen source is any one of isopropanol and anhydrous hydrazine.
[0013] Preferably, the mass ratio of the α,β-unsaturated aldehyde, inert solvent, catalyst, and hydrogen source is 1:(3-5):(0.01-0.22):(0.5-1.2).
[0014] Preferably, the preparation method of the surface organic ionic salt modified palladium-carbon catalyst includes the following steps: Disperse the palladium-carbon catalyst in dimethyl sulfoxide, and then sequentially add 3-chloropropyltriethoxysilane and bis(2-hydroxyethyl)amino(tris(hydroxymethyl)methane) thereto. Stir and react at 60-80 °C for 4-6 h, rotary evaporate to remove the solvent to obtain an intermediate substance, and then sequentially add water, sodium hexachlororhodate, sodium tetrabromopalladate, and sodium cerium nitrate thereto. Stir at 50-60 °C for 3-5 h, then filter, and take the filter cake to be dried to obtain the surface organic ionic salt modified palladium-carbon catalyst.
[0015] Preferably, the mass ratio of the palladium-carbon catalyst, dimethyl sulfoxide, 3-chloropropyltriethoxysilane, and bis(2-hydroxyethyl)amino(tris(hydroxymethyl)methane) is (5-8):(20-40):1.15:1.
[0016] Preferably, the mass ratio of the intermediate substance, water, sodium hexachlororhodate, sodium tetrabromopalladate, and sodium cerium nitrate is 1:(3-5):(0.01-0.02):0.02:0.01.
[0017] Preferably, the average particle size (D50) of the palladium-carbon catalyst is 12-22 μm, and the palladium content is 0.5-10 wt.%.
[0018] Preferably, the nano rare earth oxide is at least one of nano cerium oxide and nano lanthanum oxide; the particle size of the nano rare earth oxide is 20 - 80 nm.
[0019] Preferably, the frequency of the microwave-assisted treatment is 2.0 - 2.6 GHz, the power range is 500 - 1500 W, and the treatment time is 4 - 15 min.
[0020] Preferably, the certain temperature is 65 - 125 °C, and the reaction time of the transfer hydrogenation reduction reaction is 3 - 12 h.
[0021] Preferably, the method for transfer hydrogenation reduction of aliphatic aldehydes is applicable to preparing corresponding aliphatic aldehydes from substrates to be increased with the following structure.
[0022]
[0023] Preferably, the preparation process principle of the surface organic ionic salt modified palladium-carbon catalyst is as follows:
[0024]
[0025] Due to the application of the above technical solutions, the present invention has the following beneficial effects:
[0026] (1) The method for transfer hydrogenation reduction of aliphatic aldehydes disclosed by the present invention has high reaction conversion rate and reaction selectivity, can selectively hydrogenate unsaturated aliphatic aldehydes into aliphatic aldehydes safely, quickly and efficiently, has low energy consumption, little environmental impact, is suitable for continuous large-scale production, and has high popularization and application value.
[0027] (2) The method for transfer hydrogenation reduction of aliphatic aldehydes disclosed by the present invention can effectively improve the reaction conversion rate and reaction selectivity and increase the yield of the product by reasonably selecting the catalyst and the hydrogen source; the catalyst includes an active component and an auxiliary component, the active component is a surface organic ionic salt modified palladium-carbon catalyst, and the auxiliary component is a nano rare earth oxide. The Mass ratio ratio of the active component to the auxiliary component is (5 - 8):1; through this catalyst component compounding, the catalytic effect can be effectively improved, and each component cooperates with each other to endow the method with the advantages of high reaction efficiency, conversion rate and selectivity.
[0028] (3) The method for transfer hydrogenation reduction of aliphatic aldehydes disclosed by the present invention uses any one of isopropanol and anhydrous hydrazine as the hydrogen source, does not use traditional flammable and explosive hydrogen, increases the reaction safety, reduces the investment in the reaction device, reduces the operation complexity, and increases the yield of the target product.
[0029] (4) The method for the transfer hydrogenation reduction of fatty aldehydes disclosed in the present invention, with microwave assistance, can effectively promote the progress of the catalytic transfer hydrogenation reduction reaction, improve the reaction rate and reaction conversion rate, and shorten the reaction time. Detailed implementation manners
[0030] The following description is used to disclose the present invention so that those skilled in the art can implement the present invention. The preferred embodiments in the following description are only examples, and those skilled in the art can think of other obvious variants.
[0031] Example 1
[0032] A method for the transfer hydrogenation reduction of fatty aldehydes includes the following steps:
[0033] Step S1: Sequentially add 2-ethyl-2-hexenal (20 g, 0.158 mol), methanol (60 g, 1.88 mol), a catalyst (2 g), and isopropanol (12.7 mL, 10 g, 0.17 mol) into a high-pressure reaction vessel equipped with a condensation reflux device. After microwave-assisted treatment, carry out the transfer hydrogenation reduction reaction at a certain temperature;
[0034] Step S2: After the reaction is complete, cool to room temperature, filter to remove the catalyst, and rotary evaporate to remove the inert solvent and other low-boiling substances; the catalyst includes an active component and an auxiliary component. The active component is a surface organic ion salt-modified palladium-carbon catalyst, and the auxiliary component is a nano rare earth oxide. The mass ratio of the active component to the auxiliary component is 6:1.
[0035] The preparation method of the surface organic ion salt-modified palladium-carbon catalyst includes the following steps: Disperse 10 g of palladium-carbon catalyst (containing palladium: 0.5 g, 4.7 mmol) in dimethyl sulfoxide (40 g, 36.4 mL, 512 mmol), and then sequentially add 3-chloropropyltriethoxysilane (2.3 g, 9.6 mmol) and bis(2-hydroxyethyl)amino(tris(hydroxymethyl))methane (2 g, 9.6 mmol) thereto. Stir and react at 60 °C for 4 h, rotary evaporate to remove the solvent to obtain about 14.2 g of an intermediate substance. Sequentially add water (42.6 mL, 2.367 mol), sodium hexachlororhodate (0.142 g, 0.37 mmol), sodium tetrabromopalladate (0.284 g, 0.6 mmol), and sodium cerium nitrate (0.142 g, 0.35 mmol) thereto. Stir at 50 °C for 3 h, then filter, and take the filter cake to dry the water at 70 °C to obtain 14.7 g of the surface organic ion salt-modified palladium-carbon catalyst (containing about 0.5 g of palladium, 4.7 mmol).
[0036] The average particle size (D50) of the palladium-carbon catalyst is 12 μm; the nano rare earth oxide is nano cerium oxide (M: 172); the particle size of the nano rare earth oxide is 20 nm; the frequency of the microwave-assisted treatment is 2.0 GHz, the power range is 500 W, and the treatment time is 4 min; the certain temperature is 65 °C, and the reaction time of the transfer hydrogenation reduction reaction is 3 h.
[0037] Example 2
[0038] A method for the transfer hydrogenation reduction of a fatty aldehyde, comprising the following steps:
[0039] Step S1: Add 2-ethyl-2-hexenal (20 g, 1.58 mol), ethanol (70 g, 1.52 mol), a catalyst (2 g), and anhydrous hydrazine (12 g, 0.37 mol) in sequence into a high-pressure reaction vessel equipped with a condensing reflux device. After microwave-assisted treatment, perform a transfer hydrogenation reduction reaction at a certain temperature; Step S2: After the reaction is complete, cool to room temperature, filter to remove the catalyst, and rotary evaporate to remove the inert solvent and other low-boiling substances; The catalyst includes an active component and an auxiliary component. The active component is a surface organic ion salt-modified palladium-carbon catalyst, and the auxiliary component is a nano rare earth oxide. The mass ratio of the active component to the auxiliary component is 6:1.
[0040] The preparation method of the surface organic ion salt-modified palladium-carbon catalyst comprises the following steps: Disperse 10 g of palladium-carbon catalyst (containing palladium: 0.5 g, 4.7 mmol) in dimethyl sulfoxide (41.7 g, 533.7 mmol), and then add 3-chloropropyltriethoxysilane (1.92 g, 7.97 mmol) and bis(2-hydroxyethyl)amino(tris(hydroxymethyl))methane (1.67 g, 7.97 mmol) thereto in sequence. Stir and react at 65 °C for 4.5 h, rotary evaporate to remove the solvent to obtain 13.5 g of an intermediate substance, and then add 47.3 mL of water (47.3 g, 2.63 mol), sodium hexachlororhodate (0.162 g, 0.42 mmol), sodium tetrabromopalladate (0.27 g, 0.57 mmol), and sodium cerium nitrate (0.135 g, 0.33 mmol) thereto in sequence. Stir at 53 °C for 3.5 h, then filter, and take the filter cake and dry it to obtain the surface organic ion salt-modified palladium-carbon catalyst.
[0041] The average particle size (D50) of the palladium-carbon catalyst is 15 μm; the nano rare earth oxide is nano lanthanum oxide (M: 326); the particle size of the nano rare earth oxide is 40 nm; the frequency of the microwave-assisted treatment is 2.2 GHz, the power range is 800 W, and the treatment time is 7 min; the certain temperature is 85 °C, and the reaction time of the transfer hydrogenation reduction reaction is 5 h.
[0042] Example 3
[0043] A method for the transfer hydrogenation reduction of fatty aldehydes comprises the following steps:
[0044] Step S1: 2-ethyl-2-hexenal (20 g, 0.158 mol), isopropanol (80 g, 1.33 mol), a catalyst (2 g) and isopropanol (16 g, 0.27 mol) are successively added into a high-pressure reaction vessel equipped with a condensation reflux device. After microwave-assisted treatment, a transfer hydrogenation reduction reaction is carried out at a certain temperature.
[0045] Step S2: After the reaction is complete, it is cooled to room temperature, the catalyst is removed by filtration, and the inert solvent and other low-boiling substances are removed by rotary evaporation. The catalyst comprises an active component and an auxiliary component. The active component is a surface organic ion salt-modified palladium-carbon catalyst, and the auxiliary component is a nano rare earth oxide. The mass ratio of the active component to the auxiliary component is 6:1.
[0046] The preparation method of the surface organic ion salt-modified palladium-carbon catalyst comprises the following steps: 10 g of palladium-carbon catalyst (containing palladium: 0.5 g, 4.7 mmol) is dispersed in dimethyl sulfoxide (46.15 g, 0.59 mol), and then 3-chloropropyltriethoxysilane (1.77 g, 7.35 mmol) and bis(2-hydroxyethyl)amino(tris(hydroxymethyl)methane) (1.54 g, 7.35 mmol) are successively added thereto. Stirring reaction is carried out at 70 °C for 5 h, and the solvent is removed by rotary evaporation to obtain 13.2 g of an intermediate substance. Then, water (52.8 g, 2.93 mol), sodium hexachlororhodate (0.2 g, 0.52 mmol), sodium tetrabromopalladate (0.264 g, 0.56 mmol), and sodium cerium nitrate (0.132 g, 0.32 mmol) are successively added thereto. Stirring reaction is carried out at 55 °C for 4 h, and then filtration is carried out. After the filter cake is dried, the surface organic ion salt-modified palladium-carbon catalyst is obtained.
[0047] The average particle size (D50) of the palladium-carbon catalyst is 17 μm; the nano rare earth oxide is nano cerium oxide; the particle size of the nano rare earth oxide is 50 nm; the frequency of the microwave-assisted treatment is 2.4 GHz, the power range is 1000 W, and the treatment time is 10 min; the certain temperature is 95 °C, and the reaction time of the transfer hydrogenation reduction reaction is 8 h.
[0048] Example 4
[0049] A method for the transfer hydrogenation reduction of fatty aldehydes comprises the following steps:
[0050] Step S1: 2 - ethyl - 2 - hexenal (20 g, 1.58 mol), an inert solvent (90 g, 1.87 mol), a catalyst (2 g), and anhydrous hydrazine (20 g, 0.63 mol) are successively added into a high - pressure reaction vessel equipped with a condensation reflux device. After microwave - assisted treatment, a transfer hydrogenation reduction reaction is carried out at a certain temperature; the inert solvent is a mixture formed by mixing methanol, ethanol, and isopropanol in a mass ratio of 1:2:3 (average M: 48.12);
[0051] Step S2: After the reaction is complete, it is cooled to room temperature, the catalyst is removed by filtration, and the inert solvent and other low - boiling substances are removed by rotary evaporation; the catalyst includes an active component and an auxiliary component. The active component is a surface organic ion salt - modified palladium - carbon catalyst, and the auxiliary component is a nano - rare - earth oxide. The mass ratio of the active component to the auxiliary component is 6:1.
[0052] The preparation method of the surface organic ion salt - modified palladium - carbon catalyst includes the following steps: 10 g of palladium - carbon catalyst (containing palladium: 0.5 g, 4.7 mmol) is dispersed in dimethyl sulfoxide (50 g, 0.64 mol). Then, 3 - chloropropyltriethoxysilane (1.53 g, 6.83 mmol) and bis(2 - hydroxyethyl)amino(tris(hydroxymethyl))methane (1.43 g, 6.83 mmol) are successively added thereto. Stirring reaction is carried out at 75 °C for 5.5 h, and the solvent is removed by rotary evaporation to obtain 12.8 g of an intermediate substance. Then, water (57.6 g, 3.2 mol), sodium hexachlororhodate (0.23 g, 0.60 mmol), sodium tetrabromopalladate (0.26 g, 0.55 mmol), and sodium cerium nitrate (0.128 g, 0.31 mmol) are successively added thereto. Stirring is carried out at 58 °C for 4.5 h, and then filtration is carried out. After the filter cake is dried, the surface organic ion salt - modified palladium - carbon catalyst is obtained.
[0053] The average particle size (D50) of the palladium - carbon catalyst is 20 μm; the nano - rare - earth oxide is a mixture formed by mixing nano - cerium oxide and nano - lanthanum oxide in a mass ratio of 3:5; the particle size of the nano - rare - earth oxide is 70 nm; the frequency of the microwave - assisted treatment is 2.5 GHz, the power range is 1400 W, and the treatment time is 13 min; the certain temperature is 115 °C, and the reaction time of the transfer hydrogenation reduction reaction is 11 h.
[0054] Example 5
[0055] A method for the transfer hydrogenation reduction of fatty aldehydes includes the following steps:
[0056] Step S1: 2-Ethyl-2-hexenal (20 g, 1.58 mol), methanol (100 g, 3.1 mol), a catalyst (2 g), and isopropanol (24 g, 0.4 mol) are successively added into a high-pressure reaction vessel equipped with a condensation reflux device. After microwave-assisted treatment, a transfer hydrogenation reduction reaction is carried out at a certain temperature.
[0057] Step S2: After the reaction is complete, it is cooled to room temperature, the catalyst is removed by filtration, and the inert solvent and other low-boiling substances are removed by rotary evaporation. The catalyst includes an active component and an auxiliary component. The active component is a surface organic ion salt-modified palladium-carbon catalyst, and the auxiliary component is a nano rare earth oxide. The mass ratio of the active component to the auxiliary component is 6:1.
[0058] The preparation method of the surface organic ion salt-modified palladium-carbon catalyst includes the following steps: 10 g of palladium-carbon catalyst (containing palladium: 0.5 g, 4.7 mmol) is dispersed in dimethyl sulfoxide (50 g, 0.64 mol), and then 3-chloropropyltriethoxysilane (1.44 g, 6.0 mmol) and bis(2-hydroxyethyl)amino(tris(hydroxymethyl)methane) (1.25 g, 6.0 mmol) are successively added thereto. The mixture is stirred and reacted at 80 °C for 6 h, and the solvent is removed by rotary evaporation to obtain 12.5 g of an intermediate substance. Then, water (62.5 g, 3.47 mol), sodium hexachlororhodate (0.256 g, 0.67 mmol), sodium tetrabromopalladate (0.256 g, 0.54 mmol), and sodium cerium nitrate (0.128 g, 0.31 mmol) are successively added thereto. The mixture is stirred at 60 °C for 5 h, and then filtered. The filter cake is dried to obtain the surface organic ion salt-modified palladium-carbon catalyst.
[0059] The average particle size (D50) of the palladium-carbon catalyst is 22 μm; the nano rare earth oxide is nano cerium oxide; the particle size of the nano rare earth oxide is 80 nm; the frequency of the microwave-assisted treatment is 2.6 GHz, the power range is 1500 W, and the treatment time is 15 min; the certain temperature is 125 °C, and the reaction time of the transfer hydrogenation reduction reaction is 12 h.
[0060] Comparative Example 1
[0061] A method for the transfer hydrogenation reduction of fatty aldehydes is basically the same as that of Example 1, except that there is no microwave-assisted treatment, and the catalyst is a palladium-carbon catalyst.
[0062] Comparative Example 2
[0063] A method for the transfer hydrogenation reduction of fatty aldehydes is basically the same as that of Example 1, except that the catalyst does not contain a nano rare earth oxide component, and sodium hexachlororhodate is not added during the preparation process of the surface organic ion salt-modified palladium-carbon catalyst.
[0064] To further illustrate the beneficial technical effects of the fatty aldehyde transfer hydrogenation and reduction methods of the embodiments of the present invention, the compositions of the reaction products of the fatty aldehyde transfer hydrogenation and reduction methods of Examples 1-5 and Comparative Examples 1-2 were analyzed, and the conversion rate, selectivity and yield were calculated respectively according to the calculation methods of the conversion rate, selectivity and yield recorded in the Chinese invention patent with the application number 201710750273.1.
[0065] As can be seen from Table 1, the fatty aldehyde transfer hydrogenation and reduction methods disclosed in the embodiments of the present invention have higher conversion rates, selectivities and yields than those of the comparative examples; microwave-assisted treatment, catalyst modification and the addition of nano rare earth oxides are beneficial to improving the above properties.
[0066] Table 1
[0067] Item Conversion rate Selectivity Yield Unit % % % Example 1 99.95 99.67 99.62 Example 2 99.97 99.72 99.69 Example 3 99.98 99.75 99.73 Example 4 99.99 99.82 99.81 Example 5 99.99 99.92 99.91 Comparative example 1 98.42 95.14 96.58 Comparative example 2 98.54 97.18 95.76
[0068] The above shows and describes the basic principles, main features and advantages of the present invention. Those skilled in the art should understand that the present invention is not limited by the above embodiments, and the principles described in the above embodiments and the specification are only the principles of the present invention. Without departing from the spirit and scope of the present invention, the present invention will have various changes and improvements, and these changes and improvements all fall within the scope of the present invention claimed. The scope of protection claimed by the present invention is defined by the appended claims and their equivalents.
Claims
1. A method for the transfer hydrogenation reduction of fatty aldehydes, characterized in that, It includes the following steps: Step S1: Add α,β-unsaturated aldehyde, inert solvent, catalyst and hydrogen source into a high-pressure reaction vessel equipped with a condensation reflux device in sequence. After microwave-assisted treatment, carry out transfer hydrogenation reduction reaction at a certain temperature; the α,β-unsaturated aldehyde is 2-ethyl-2-hexenal; the hydrogen source is any one of isopropanol and anhydrous hydrazine; Step S2: After the reaction is complete, cool to room temperature, filter to remove the catalyst, and rotary evaporate to remove the inert solvent and other low-boiling substances; the catalyst includes an active component and an auxiliary component, the active component is a surface organic ion salt modified palladium-carbon catalyst, and the auxiliary component is a nano rare earth oxide, and the mass ratio of the active component to the auxiliary component is (5-8):1; the nano rare earth oxide is at least one of nano cerium oxide and nano lanthanum oxide; The preparation method of the surface organic ion salt modified palladium-carbon catalyst includes the following steps: Disperse the palladium-carbon catalyst in dimethyl sulfoxide, and then add 3-chloropropyltriethoxysilane and bis(2-hydroxyethyl)amino(tris(hydroxymethyl) )methane in sequence, stir and react at 60-80 °C for 4-6 h, rotary evaporate to remove the solvent to obtain the corresponding intermediate, and then add water, sodium hexachlororhodate, sodium tetrabromopalladate, and sodium cerium nitrate to it in sequence, stir and react at 50-60 °C for 3-5 h, then filter, take the filter cake and dry it to obtain the surface organic ion salt modified palladium-carbon catalyst; the mass ratio of the intermediate, water, sodium hexachlororhodate, sodium tetrabromopalladate, and sodium cerium nitrate is 1:(3-5):(0.01-0.02):0.02:0.
01.
2. The method for the transfer hydrogenation reduction of fatty aldehyde according to claim 1, wherein The inert solvent is at least one of methanol, ethanol, and isopropanol.
3. The method for the transfer hydrogenation reduction of fatty aldehydes according to claim 1, wherein The mass ratio of the α,β-unsaturated aldehyde, inert solvent, catalyst, and hydrogen source is 1:(3-5):(0.01-0.22):(0.5-1.2).
4. The method for the transfer hydrogenation reduction of fatty aldehydes according to claim 1, characterized in that, The mass ratio of the palladium-carbon catalyst, dimethyl sulfoxide, 3-chloropropyltriethoxysilane, and bis(2-hydroxyethyl)amino(tris(hydroxymethyl))methane is (5-8):(20-40):1.15:
1.
5. The method for transfer hydrogenation reduction of fatty aldehyde according to claim 1, characterized in that, The average particle size D50 of the palladium-carbon catalyst is 12-22 μm, and the palladium content is 0.5-10 wt.%.
6. The method for transfer hydrogenation reduction of fatty aldehyde according to claim 1, wherein The particle size of the nano rare earth oxide is 20-80 nm; the frequency of the microwave-assisted treatment is 2.0-2.6 GHz, the power range is 500-1500 W, and the treatment time is 4-15 min.
7. The method for transfer hydrogenation reduction of fatty aldehyde according to any one of claims 1-6, characterized in that, The certain temperature is 65-125 °C, and the reaction time of the transfer hydrogenation reduction reaction is 3-12 h.
Citation Information
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