CN115400750B - Catalyst for preparing saturated ketone by hydrogenating multi-double bond unsaturated ketone, and preparation method and application thereof - Google Patents

Catalyst for preparing saturated ketone by hydrogenating multi-double bond unsaturated ketone, and preparation method and application thereof Download PDF

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CN115400750B
CN115400750B CN202211199200.5A CN202211199200A CN115400750B CN 115400750 B CN115400750 B CN 115400750B CN 202211199200 A CN202211199200 A CN 202211199200A CN 115400750 B CN115400750 B CN 115400750B
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carrier
solution
acetone
metal
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CN115400750A (en
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郑金欣
晁哲
范嘉烜
高明明
程杰
万克柔
林涛
张炳亮
李国斌
马晓云
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Kaili Catalyst New Materials Co Ltd
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Abstract

The invention discloses a catalyst for preparing saturated ketone by hydrogenating multi-double bond unsaturated ketone, which consists of a carrier, active metal Pd and auxiliary metal carried on the carrier, wherein the auxiliary metal is one or two of Ba, ni, mg, zn, and the carrier is active carbon; the mass ratio of each component to the catalyst is as follows, based on 100% of the total mass ratio: 0.2-2% of active metal Pd, 0.1-1% of auxiliary metal and the balance of carrier. Meanwhile, the invention also discloses a preparation method of the catalyst and application of the catalyst in preparation of hexahydrofarnesyl acetone by continuous catalytic hydrogenation of farnesyl acetone. The catalyst provided by the invention is applied to the continuous catalytic hydrogenation of farnesyl acetone to prepare hexahydrofarnesyl acetone, the conversion rate and the selectivity can reach more than 99%, and the application provides guidance for the later industrial production.

Description

Catalyst for preparing saturated ketone by hydrogenating multi-double bond unsaturated ketone, and preparation method and application thereof
Technical Field
The invention belongs to the field of organic synthesis chemical industry, and particularly relates to a catalyst for hydrogenation of multi-double bond unsaturated ketone, and a preparation method and application thereof.
Background
Hexahydrofarnesyl acetone is an important basic chemical raw material, and can be used for preparing plant alcohol and isophytol which are intermediates of vitamin E and vitamin K1. Farnesyl acetone is a multi-double bond unsaturated ketone compound, and hexahydrofarnesyl acetone can be prepared by selective catalytic hydrogenation. The reaction equation is as follows:
，
Pd metal catalysts are commonly used for c=c double bond hydrogenation reactions, and have low catalytic activity on carbonyl groups, which is a preferred choice for selective hydrogenation of c=c bonds in unsaturated carbonyl compounds. The patent CN 108043431A discloses a catalyst for selective hydrogenation of carbon-carbon double bonds, a preparation method and application thereof, and the catalyst is applied to hydrogenation of the carbon-carbon double bonds in the avenanthramide D by introducing an electron assistant and Cl to modify a metal electron state in the catalyst, wherein the catalyst only hydrogenates a single carbon-carbon double bond, and does not involve multiple double bond hydrogenation reaction. Patent CN 105214703a discloses an iron carbide catalyst for hydrogenation of carbon-carbon double bond and its preparation method, the active component of the catalyst is iron carbide, and the hydrogenation catalyst is synthesized by pyrolyzing glucose, melamine and anhydrous ferric trichloride in one step, the active component of the catalyst has low price, but the preparation cost is high and is difficult to be applied to industrialization. Patent CN 110479297A discloses a preparation method of a catalyst for producing pentanone by continuous hydrogenation of ketene, wherein the main active component of the catalyst is at least one element in Ni, mo, wu, cr, the auxiliary agent comprises at least one element in V, zn, cu, la, P, B or N, the carrier is amorphous pseudo-boehmite, the catalyst is complex in component, the preparation process is complex, and large-scale production is difficult to realize; in addition, the ketene raw material is 1- (4-chlorophenyl) -4, 4-dimethyl-1-alkene-3-pentanone, and is converted into a product 4, 4-dimethyl-1- (4-chlorophenyl) -3-pentanone, and the catalyst only aims at a single C=C double bond, so that the hydrogenation of the raw material containing multiple double bonds C=C cannot be completed. Patent CN 113786862a discloses a preparation method and application of a ketene selective hydrogenation catalyst, the active component is Pd, other active components include manganese nitride (calculated by manganese element), at least one hydride of terbium, cerium, yttrium and lutetium, the carrier is alumina, the catalyst preparation process is complex, later metal recovery is difficult and the price of the auxiliary agent metal is expensive, and when the catalyst is used for preparing plant ketone by selective hydrogenation of farnesyl acetone, kettle hydrogenation is adopted, the reaction time is long, the catalyst is circularly used, and the operation continuity is poor.
The C=O double bond and the C=C double bond in the farnesyl acetone molecule are competitively reduced in the hydrogenation process, unsaturated alcohol and saturated aldehyde can be respectively generated, or the carbon-carbon double bond is partially hydrogenated to generate intermediate products. Carbon deposition easily occurs in the hydrogenation process of farnesyl acetone, so that the catalyst has shorter service life and poorer stability. Therefore, the catalyst needs to be optimally designed, the catalytic activity, the selectivity and the service life are improved, and meanwhile, the catalyst also needs to meet the requirements of low cost, easy preparation, convenient recovery of metals and the like. In industry, a kettle type hydrogenation process is often adopted to prepare hexahydrofarnesyl acetone, and the process has the defects of low automation degree, high stirring mechanical loss, high labor cost, poor safety and stability and the like, so that the development of the process technology for preparing hexahydrofarnesyl acetone by continuous catalytic hydrogenation of farnesyl acetone is beneficial to improving the economic benefit of enterprises.
Disclosure of Invention
Aiming at the defects of the prior art, the invention provides a catalyst for preparing saturated ketone by hydrogenating multi-double bond unsaturated ketone and a preparation method thereof, which adopts auxiliary metal to modify a carrier, improves the electronic state of the catalyst, ensures that the catalyst has higher activity, selectivity and stability when being used for hydrogenating multi-double bond unsaturated ketone compounds, is suitable for a fixed bed continuous catalytic process, and simultaneously provides an application of the catalyst in preparing hexahydrofarnesyl acetone by continuously catalyzing and hydrogenating farnesyl acetone.
A catalyst for preparing saturated ketone by hydrogenating multi-double bond unsaturated ketone comprises a carrier, active metal Pd and auxiliary metal, wherein the active metal Pd and the auxiliary metal are loaded on the carrier, the auxiliary metal is one or two of Ba, ni, mg, zn, and the carrier is active carbon; the mass ratio of each component to the catalyst is as follows, based on 100% of the total mass ratio: 0.2-2% of active metal Pd, 0.1-1% of auxiliary metal and the balance of carrier.
Preferably, the auxiliary metal is one of Ba, mg and Zn.
Preferably, the active metal Pd accounts for 0.3-1% of the mass of the catalyst.
The preparation method of the catalyst for preparing saturated ketone by hydrogenating multi-double bond unsaturated ketone comprises the following steps:
(1) Placing the carrier active carbon into the pretreatment solution, boiling for 0.5-2h, filtering, washing until the filtrate is neutral, and drying; the pretreatment solution is one of nitric acid solution, urea solution and hydrogen peroxide solution;
(2) Adding the activated carbon treated in the step (1) into a nitrate solution of additive metal, dipping for 5-12h, stirring in the dipping process, and then filtering and drying;
(3) Regulating the pH of the palladium chloride solution to 0.5-5 by using a sodium carbonate solution, then adding the carrier obtained by the treatment in the step (2) into the solution, soaking for 5-12h, stirring in the soaking process, and then filtering and drying;
(4) Roasting the catalyst precursor obtained in the step (3) in an N 2 atmosphere, reducing in an H 2 atmosphere, washing with water until no chloride ions exist, filtering and drying.
Preferably, it is characterized in that: in the step (4), roasting is carried out for 1-3 hours at 300-800 ℃ in N 2 atmosphere, and then reduction is carried out for 1-3 hours at 200-400 ℃ in H 2 atmosphere.
Preferably, the concentration of the pretreatment solution is 5-20wt%; the mass of the pretreatment solution is 3-10 times of that of the activated carbon.
Preferably, the mass of the nitrate solution and the palladium chloride solution of the auxiliary metal is 1.5-2 times of that of the activated carbon.
Preferably, the pH of the palladium chloride solution is adjusted to 1-3 with a sodium carbonate solution in step (3).
Preferably, the temperature of the drying is 120-125 ℃.
The catalyst is applied to the preparation of hexahydrofarnesyl acetone by continuous catalytic hydrogenation of farnesyl acetone, and the application is as follows: the catalyst is filled in a quartz tube of a fixed bed reactor, the reaction temperature is set to be 80-150 ℃, the reaction pressure is set to be 1-5Mpa, the mass airspeed of the farnesyl acetone is set to be 0.2-2h -1, the hydrogen flow is set to be 50-500mL/min, and raw materials of the farnesyl acetone and the hydrogen are introduced to react.
The invention has the advantages that:
The invention adopts non-noble metals Ba, ni, mg or Zn and the like to modify the carrier, improves the electronic state of Pd, improves the metal dispersity, ensures that the prepared catalyst has higher activity on a plurality of C=C double bonds in molecules, further obtains a high-selectivity multi-double bond hydrogenation catalyst, can reduce carbon deposition of the catalyst and prolongs the service life of the catalyst;
(2) When the catalyst is prepared, the activated carbon is subjected to pretreatment, and nitrogen roasting and water washing are performed in the later stage, so that toxic ions in the catalyst are removed, the pore channel structure of the catalyst is enriched, the adsorption of the catalyst is better promoted, and the catalytic performance is improved;
(3) The catalyst adopts active carbon as a carrier, has low cost and is beneficial to recycling noble metals in the later catalyst;
(4) The catalyst provided by the invention is applied to the continuous catalytic hydrogenation of farnesyl acetone to prepare hexahydrofarnesyl acetone, the conversion rate and the selectivity can reach more than 99%, and the application provides guidance for the later industrial production.
Detailed Description
Example 1
1. A catalyst for preparing saturated ketone by hydrogenating multi-double bond unsaturated ketone comprises a carrier, active metal Pd and auxiliary metal, wherein the active metal Pd is loaded on the carrier, the auxiliary metal is Ba, and the carrier is active carbon; the mass ratio of each component to the catalyst is as follows, based on 100% of the total mass ratio: 0.5% of active metal Pd, 0.5% of auxiliary metal Ba and the balance of carrier.
2. The preparation method of the catalyst for preparing saturated ketone by hydrogenating multi-double bond unsaturated ketone comprises the following steps:
(1) Taking 20g of carrier active carbon, placing the carrier active carbon in 80g of 5wt% HNO 3 solution, boiling for 1h, filtering, washing until the filtrate is neutral, and drying at 120 ℃;
(2) Adding 30g of the activated carbon of the carrier treated in the step (1) into a solution of Ba (NO 3)2), mixing and impregnating for 8 hours, stirring in the impregnation process, filtering, and drying at 120 ℃ to obtain a carrier doped with Ba;
(3) Taking 30g of PdCl 2 solution, regulating the pH of the PdCl 2 solution to 1.5 by using 20wt% of Na 2CO3 solution, then adding the carrier obtained by the treatment in the step (2) into the solution, soaking for 8 hours, stirring in the soaking process, filtering, and drying at 120 ℃ to obtain a catalyst precursor;
(4) Roasting the catalyst precursor obtained in the step (3) at 400 ℃ for 2 hours under the N 2 atmosphere, then reducing the catalyst precursor at 300 ℃ for 2 hours under the H 2 atmosphere, washing the catalyst precursor with water until no chloride ions exist, and drying the catalyst precursor at 120 ℃.
Example 2
1. A catalyst for preparing saturated ketone by hydrogenating multi-double bond unsaturated ketone comprises a carrier, active metal Pd and auxiliary metal, wherein the active metal Pd is loaded on the carrier, the auxiliary metal is Mg, and the carrier is active carbon; the mass ratio of each component to the catalyst is as follows, based on 100% of the total mass ratio: 0.5% of active metal Pd, 0.7% of auxiliary metal Mg and the balance of carrier.
2. The preparation method of the catalyst for preparing saturated ketone by hydrogenating multi-double bond unsaturated ketone comprises the following steps:
(1) Taking 20g of carrier active carbon, placing the carrier active carbon in 80g of 5wt% HNO 3 solution, boiling for 1h, filtering, washing until the filtrate is neutral, and drying at 120 ℃;
(2) Adding 30g of Mg (NO 3)2 solution) into the carrier active carbon treated in the step (1), mixing and impregnating for 10 hours, stirring in the impregnation process, filtering, and drying at 120 ℃ to obtain a Mg-doped carrier;
(3) Taking 30g of PdCl 2 solution, regulating the pH of the PdCl 2 solution to 3 by using 20wt% of Na 2CO3 solution, adding the carrier obtained by the treatment in the step (2) into the solution, soaking for 10 hours, stirring in the soaking process, filtering, and drying at 120 ℃ to obtain a catalyst precursor;
(4) Roasting the catalyst precursor obtained in the step (3) at 450 ℃ for 1.5 hours under the atmosphere of N 2, then reducing for 2 hours at 300 ℃ under the atmosphere of H 2, washing with water until no chloride ions exist, and drying at 120 ℃.
Example 3
1. A catalyst for preparing saturated ketone by hydrogenating multi-double bond unsaturated ketone comprises a carrier, active metal Pd and auxiliary metal, wherein the active metal Pd is loaded on the carrier, the auxiliary metal is Ni, and the carrier is active carbon; the mass ratio of each component to the catalyst is as follows, based on 100% of the total mass ratio: 0.6% of active metal Pd, 0.3% of auxiliary metal Ni and the balance of carrier.
2. The preparation method of the catalyst for preparing saturated ketone by hydrogenating multi-double bond unsaturated ketone comprises the following steps:
(1) Taking 20g of carrier active carbon, placing the carrier active carbon in 80g of 10wt% urea solution, boiling for 2h, filtering, washing until filtrate is neutral, and drying at 120 ℃;
(2) Adding 30g of Ni (NO 3)2 solution) into the carrier active carbon treated in the step (1), mixing and impregnating for 10 hours, stirring in the impregnation process, filtering, and drying at 120 ℃ to obtain a Ni-doped carrier;
(3) Taking 30g of PdCl 2 solution, regulating the pH value of the PdCl 2 solution to 2 by using 20wt% of Na 2CO3 solution, adding the carrier obtained by the treatment in the step (2) into the solution, soaking for 12 hours, stirring in the soaking process, filtering, and drying at 120 ℃ to obtain a catalyst precursor;
(4) Roasting the catalyst precursor obtained in the step (3) at 350 ℃ for 3 hours under the N 2 atmosphere, then reducing for 1.5 hours at 350 ℃ under the H 2 atmosphere, washing with water until no chloride ions exist, and drying at 120 ℃.
Example 4
1. A catalyst for preparing saturated ketone by hydrogenating multi-double bond unsaturated ketone comprises a carrier, active metal Pd and auxiliary metal, wherein the active metal Pd is loaded on the carrier, the auxiliary metal is Zn, and the carrier is active carbon; the mass ratio of each component to the catalyst is as follows, based on 100% of the total mass ratio: 0.4% of active metal Pd, 0.8% of auxiliary metal Zn and the balance of carrier.
2. The preparation method of the catalyst for preparing saturated ketone by hydrogenating multi-double bond unsaturated ketone comprises the following steps:
(1) Taking 20g of carrier active carbon, placing the carrier active carbon in 100g of 10wt% H 2O2 solution, boiling for 2H, filtering, washing until the filtrate is neutral, and drying at 120 ℃;
(2) Adding 30g of Zn (NO 3)2 solution) into the carrier activated carbon treated in the step (1), mixing and impregnating for 10 hours, stirring in the impregnation process, filtering, and drying at 120 ℃ to obtain a Zn-doped carrier;
(3) Taking 30g of PdCl 2 solution, regulating the pH of the PdCl 2 solution to 2.5 by using 20wt% of Na 2CO3 solution, then adding the carrier obtained by the treatment in the step (2) into the solution, soaking for 10 hours, stirring in the soaking process, filtering, and drying at 120 ℃ to obtain a catalyst precursor;
(4) Roasting the catalyst precursor obtained in the step (3) at 400 ℃ for 3 hours under the N 2 atmosphere, then reducing for 2 hours at 300 ℃ under the H 2 atmosphere, washing with water until no chloride ions exist, and drying at 120 ℃.
Example 5
1. A catalyst for preparing saturated ketone by hydrogenating multi-double bond unsaturated ketone comprises a carrier, active metal Pd and auxiliary metal, wherein the active metal Pd is loaded on the carrier, the auxiliary metal is Ba, and the carrier is active carbon; the mass ratio of each component to the catalyst is as follows, based on 100% of the total mass ratio: active metal Pd 1%, auxiliary metal Ba 0.3% and the rest is carrier.
2. The preparation method of the catalyst for preparing saturated ketone by hydrogenating multi-double bond unsaturated ketone comprises the following steps:
(1) Placing 20g of carrier active carbon into 100g of 5wt% HNO 3 solution, boiling for 1h, filtering, washing until the filtrate is neutral, and drying at 120 ℃;
(2) Adding 30g of the activated carbon of the carrier treated in the step (1) into a solution of Ba (NO 3)2), mixing and impregnating for 6 hours, stirring in the impregnation process, filtering, and drying at 120 ℃ to obtain a carrier doped with Ba;
(3) Taking 30g of PdCl 2 solution, regulating the pH of the PdCl 2 solution to 1.5 by using 20wt% of Na 2CO3 solution, then adding the carrier obtained by the treatment in the step (2) into the solution, soaking for 8 hours, stirring in the soaking process, filtering, and drying at 120 ℃ to obtain a catalyst precursor;
(4) Roasting the catalyst precursor obtained in the step (3) at 400 ℃ for 2 hours under the N 2 atmosphere, then reducing the catalyst precursor at 300 ℃ for 2 hours under the H 2 atmosphere, washing the catalyst precursor with water until no chloride ions exist, and drying the catalyst precursor at 120 ℃.
Example 6
1. A catalyst for preparing saturated ketone by hydrogenating multi-double bond unsaturated ketone comprises a carrier, active metal Pd and auxiliary metal, wherein the active metal Pd is loaded on the carrier, the auxiliary metal is Ba, and the carrier is active carbon; the mass ratio of each component to the catalyst is as follows, based on 100% of the total mass ratio: 0.2% of active metal Pd, 1% of auxiliary metal Ba and the balance of carrier.
2. The preparation method of the catalyst for preparing saturated ketone by hydrogenating multi-double bond unsaturated ketone comprises the following steps:
(1) Placing 20g of carrier active carbon in 60g of 20wt% HNO 3 solution, boiling for 0.5h, filtering, washing until the filtrate is neutral, and drying at 125 ℃;
(2) Adding 40g of Ba (NO 3)2 solution) into the carrier active carbon treated in the step (1), mixing and soaking for 5 hours, stirring in the soaking process, filtering, and drying at 125 ℃ to obtain a Ba-doped carrier;
(3) Taking 40g of PdCl 2 solution, regulating the pH of the PdCl 2 solution to 0.5 by using 20wt% of Na 2CO3 solution, then adding the carrier obtained by the treatment in the step (2) into the solution, soaking for 5 hours, stirring in the soaking process, filtering, and drying at 125 ℃ to obtain a catalyst precursor;
(4) Roasting the catalyst precursor obtained in the step (3) at 300 ℃ for 2 hours under the atmosphere of N 2, then reducing for 3 hours at 200 ℃ under the atmosphere of H 2, washing with water until no chloride ions exist, and drying at 125 ℃.
Example 7
1. A catalyst for preparing saturated ketone by hydrogenating multi-double bond unsaturated ketone comprises a carrier, active metal Pd and auxiliary metal, wherein the active metal Pd is loaded on the carrier, the auxiliary metal is Ba, and the carrier is active carbon; the mass ratio of each component to the catalyst is as follows, based on 100% of the total mass ratio: active metal Pd 2%, additive metal Ba 0.1% and carrier in balance.
2. The preparation method of the catalyst for preparing saturated ketone by hydrogenating multi-double bond unsaturated ketone comprises the following steps:
(1) Putting 20g of carrier active carbon into 200g of 5wt% HNO 3 solution, boiling for 2h, filtering, washing until the filtrate is neutral, and drying at 125 ℃;
(2) Adding 40g of Ba (NO 3)2 solution) into the carrier active carbon treated in the step (1), mixing and impregnating for 12 hours, stirring in the impregnation process, filtering, and drying at 125 ℃ to obtain a Ba-doped carrier;
(3) Taking 40g of PdCl 2 solution, regulating the pH of the PdCl 2 solution to 5 by using 20wt% of Na 2CO3 solution, adding the carrier obtained by the treatment in the step (2) into the solution, soaking for 12 hours, stirring in the soaking process, filtering, and drying at 125 ℃ to obtain a catalyst precursor;
(4) Roasting the catalyst precursor obtained in the step (3) at 800 ℃ for 1H under the N 2 atmosphere, then reducing for 1H at 400 ℃ under the H 2 atmosphere, washing with water until no chloride ions exist, and drying at 125 ℃.
Comparative example 1
1. The catalyst consists of carrier active carbon and active metal Pd loaded on a carrier, wherein the mass ratio of each component to the catalyst is 100 percent, and the mass ratio is as follows: 0.5% of active metal Pd and the balance of carrier.
2. The preparation method of the catalyst comprises the following steps:
(1) Taking 20g of carrier active carbon, placing the carrier active carbon in 80g of 5wt% HNO 3 solution, boiling for 1h, filtering, washing until the filtrate is neutral, and drying at 120 ℃;
(2) Taking 30g of PdCl 2 solution, regulating the pH of the PdCl 2 solution to 1.5 by using 20wt% of Na 2CO3 solution, adding the carrier obtained by the treatment in the step (1) into the solution, soaking the solution for 8 hours, stirring the solution in the soaking process, filtering the solution, and drying the solution at 120 ℃ to obtain a catalyst precursor;
(3) Roasting the catalyst precursor obtained in the step (2) at 400 ℃ for 2 hours under the N 2 atmosphere, then reducing the catalyst precursor at 300 ℃ for 2 hours under the H 2 atmosphere, washing the catalyst precursor with water until no chloride ions exist, and drying the catalyst precursor at 120 ℃.
Evaluation of catalyst Performance
The application of the catalyst in the preparation of hexahydrofarnesyl acetone by continuous catalytic hydrogenation of farnesyl acetone is as follows: the catalyst is filled in a quartz tube of a fixed bed reactor, the reaction temperature is set to be 80-150 ℃, the reaction pressure is set to be 1-5Mpa, the mass airspeed of the farnesyl acetone is set to be 0.2-2h -1, the hydrogen flow is set to be 50-500mL/min, raw materials of the farnesyl acetone and the hydrogen are introduced for reaction, and the specific reaction conditions and the specific reaction results are shown in Table 1.
TABLE 1 specific reaction conditions and results
。

Claims (8)

1. The application of the catalyst in the preparation of hexahydrofarnesyl acetone by continuous catalytic hydrogenation of farnesyl acetone is characterized in that: the catalyst consists of a carrier, active metal Pd and auxiliary metal, wherein the active metal Pd and the auxiliary metal are loaded on the carrier, the auxiliary metal is one or two of Ba, ni, mg, zn, and the carrier is active carbon; the mass ratio of each component to the catalyst is as follows, based on 100% of the total mass ratio: 0.2-2% of active metal Pd, 0.1-1% of auxiliary metal and the balance of carrier;
the catalyst is prepared by the following steps:
(1) Placing the carrier active carbon into the pretreatment solution, boiling for 0.5-2h, filtering, washing until the filtrate is neutral, and drying; the pretreatment solution is one of nitric acid solution, urea solution and hydrogen peroxide solution;
(2) Adding the activated carbon treated in the step (1) into a nitrate solution of additive metal, dipping for 5-12h, stirring in the dipping process, and then filtering and drying;
(3) Regulating the pH of the palladium chloride solution to 0.5-5 by using a sodium carbonate solution, then adding the carrier obtained by the treatment in the step (2) into the solution, soaking for 5-12h, stirring in the soaking process, and then filtering and drying;
(4) Roasting the catalyst precursor obtained in the step (3) in an N 2 atmosphere, reducing in an H 2 atmosphere, washing with water until no chloride ions exist, filtering and drying;
The application is as follows: the catalyst is filled in a quartz tube of a fixed bed reactor, the reaction temperature is set to be 80-150 ℃, the reaction pressure is set to be 1-5MPa, the mass airspeed of the farnesyl acetone is set to be 0.2-2h -1, the hydrogen flow is set to be 50-500mL/min, and raw materials of the farnesyl acetone and the hydrogen are introduced for reaction.
2. Use of the catalyst according to claim 1 in the continuous catalytic hydrogenation of farnesyl acetone to produce hexahydrofarnesyl acetone, characterized in that: the auxiliary metal is one of Ba, mg and Zn.
3. Use of the catalyst according to claim 2 in the continuous catalytic hydrogenation of farnesyl acetone to produce hexahydrofarnesyl acetone, characterized in that: the mass ratio of the active metal Pd to the catalyst is 0.3-1%.
4. Use of a catalyst according to any one of claims 1-3 for the continuous catalytic hydrogenation of farnesyl acetone to produce hexahydrofarnesyl acetone, characterized in that: in the step (4), roasting is carried out for 1-3 hours at 300-800 ℃ in N 2 atmosphere, and then reduction is carried out for 1-3 hours at 200-400 ℃ in H 2 atmosphere.
5. The use of the catalyst according to claim 4 in the continuous catalytic hydrogenation of farnesyl acetone to produce hexahydrofarnesyl acetone, wherein: the concentration of the pretreatment solution is 5-20wt%; the mass of the pretreatment solution is 3-10 times of that of the activated carbon.
6. The use of the catalyst according to claim 5 in the continuous catalytic hydrogenation of farnesyl acetone to produce hexahydrofarnesyl acetone, wherein: the mass of the nitrate solution and the palladium chloride solution of the auxiliary metal is 1.5-2 times of that of the active carbon.
7. The use of the catalyst according to claim 6 in the continuous catalytic hydrogenation of farnesyl acetone to produce hexahydrofarnesyl acetone, wherein: in the step (3), the pH of the palladium chloride solution is regulated to be 1-3 by using a sodium carbonate solution.
8. Use of the catalyst according to claim 1 in the continuous catalytic hydrogenation of farnesyl acetone to produce hexahydrofarnesyl acetone, characterized in that: the temperature of the drying is 120-125 ℃.
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