A method for preparing fatty alcohols from triglyceride compounds

Abstract

The present invention provides a method for preparing fatty alcohols from triglyceride compounds, which relates to the technical field of organic synthesis. The method provided by the present invention is carried out in a solvent environment, a hydrogen-containing atmosphere, and at 50°C - 300°C, and triglyceride compound I reacts under the catalysis of a NiCo bimetallic catalyst to generate fatty alcohol II-1, fatty alcohol II-2, and fatty alcohol II-3. The method provided by the present invention is green and efficient, has a high atom utilization rate, and has no pollution in the reaction.

Description

Technical Field

[0001] The present invention relates to the technical field of organic synthesis, and particularly relates to a method for preparing fatty alcohols from triglyceride compounds. Background Art

[0002] As an important intermediate and high-value-added chemical, fatty alcohols can be used to produce surfactants, pharmaceuticals, fragrances, and lubricating oils. Industrially, fatty alcohols are usually produced by catalytic hydrodeoxygenation of fatty acids or fatty acid methyl esters, and the catalysts used are generally Cu-Cr catalysts. However, this type of catalyst requires a harsh reaction environment, and Cr among them belongs to heavy metals, which are easily lost during use, resulting in environmental pollution. Therefore, there is an urgent need to provide a solution to improve the above problems. Summary of the Invention

[0003] The purpose of the present invention is to provide a method for preparing fatty alcohols from triglyceride compounds, which is green, efficient, has a high atom utilization rate, and has no pollution in the reaction.

[0004] A method for preparing fatty alcohols from triglyceride compounds provided by the present invention includes: in a solvent environment, a hydrogen-containing atmosphere, and at 50°C - 300°C, triglyceride compound I reacts under the catalysis of a NiCo bimetallic catalyst to generate fatty alcohol II-1, fatty alcohol II-2, and fatty alcohol II-3;

[0005] ;

[0006] Wherein, R1, R2, and R3 are independently a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, a cyano group, a nitro group, a carboxyl group, an aromatic ring, or a furan ring.

[0007] Optionally, the solvent environment includes n-hexane, cyclohexane, n-octane, n-heptane, n-decane, cyclopentane, or tetrahydrofuran.

[0008] Optionally, the hydrogen concentration in the hydrogen-containing atmosphere is 10% - 100%.

[0009] Optionally, the pressure of the hydrogen-containing atmosphere is 1 MPa - 5 MPa.

[0010] Optionally, triglyceride compound I reacts for 0.1 h - 10 h under the catalysis of the NiCo bimetallic catalyst.

[0011] Optionally, the particle size of the NiCo bimetallic catalyst is 1 nm - 100 nm.

[0012] Optionally, the NiCo bimetallic catalyst comprises a catalytic support and the active nickel and active cobalt supported thereon, and the loadings of the active nickel and the active cobalt on the catalytic support are independently 0.1 wt% - 50 wt%.

[0013] Optionally, the method for preparing the NiCo bimetallic catalyst comprises: impregnating a catalytic support in a mixed solution containing nickel salt and cobalt salt, evaporating to dryness, calcining, and then reducing in a reducing atmosphere to obtain the NiCo bimetallic catalyst.

[0014] Optionally, the catalytic support comprises Hβ zeolite, SiO2, HZSM-5, C, Al2O3, ZrO2 or MOF.

[0015] Optionally, the specific surface area of the catalytic support is 50 m 2 / g - 3000 m 2 / g.

[0016] Optionally, the nickel salt comprises nickel chloride, nickel nitrate or nickel sulfate.

[0017] Optionally, the cobalt salt comprises cobalt chloride, cobalt nitrate or cobalt sulfate.

[0018] Optionally, the method for preparing the NiCo bimetallic catalyst comprises the following steps: dispersing a catalytic support in a mixed solution for impregnation to obtain a mixed suspension; evaporating the mixed suspension to dryness and then pulverizing to obtain a catalytic precursor; calcining and oxidizing the catalytic precursor in an oxidizing atmosphere to obtain a catalytic intermediate; and calcining and reducing the catalytic intermediate in a reducing atmosphere to obtain the NiCo bimetallic catalyst.

[0019] Optionally, the catalytic support is dispersed in the mixed suspension under mechanical mixing, and the mechanical mixing includes stirring, oscillation or ultrasonic treatment.

[0020] Optionally, the mixed suspension is evaporated to dryness at 100°C - 150°C.

[0021] Optionally, the temperatures of calcination and oxidation and calcination and reduction are independently 350°C - 450°C.

[0022] Optionally, the flow rates of the oxidizing atmosphere and the reducing atmosphere are independently 1 mL / min - 150 mL / min.

[0023] Optionally, the durations of calcination and oxidation and calcination and reduction are independently 1 h - 10 h.

[0024] Optionally, the triglyceride compound I includes one of triglyceride pentanoate, triglyceride hexanoate, triglyceride heptanoate, triglyceride octanoate, triglyceride nonanoate, triglyceride decanoate, triglyceride undecanoate, triglyceride laurate, triglyceride palmitate, triglyceride stearate, triglyceride oleate, triglyceride linoleate, 1,3-dioctanoyl-2-decanoyl glycerol, 1,3-didecanoyl-2-lauroyl glycerol, 1,3-dioleoyl-2-palmitoyl glycerol.

[0025] Optionally, the mass ratio of the triglyceride compound I to the NiCo bimetallic catalyst is (0.01 - 1000):1.

[0026] Optionally, the mass concentration of the triglyceride compound I in the solvent environment is 0.001% - 50%. Description of the Drawings

[0027] Figure 1 Chemical reaction formula for preparing fatty alcohols from a triglyceride compound provided by the present invention;

[0028] Figure 2 Schematic diagram of the technical route for preparing fatty alcohols from triglyceride compounds;

[0029] Figure 3 Schematic diagram of the reaction path for the conversion of triglyceride compounds to fatty alcohols on the surface of the NiCo bimetallic catalyst;

[0030] Figure 4 Flow chart of the preparation method of the NiCo bimetallic catalyst in some embodiments of the present invention. Detailed Embodiments

[0031] To make the objectives, technical solutions, and advantages of the embodiments of the present invention clearer, the technical solutions in the embodiments of the present invention will be clearly and completely described below. Apparently, the described embodiments are some, but not all, of the embodiments of the present invention. All other embodiments obtained by those of ordinary skill in the art without making creative efforts based on the embodiments of the present invention belong to the scope of protection of the present invention. Unless otherwise defined, the technical terms or scientific terms used herein shall have the ordinary meanings understood by those of ordinary skill in the art in the field to which the present invention belongs.

[0032] See Figure 1 , the present invention provides a method for preparing fatty alcohols from triglyceride compounds, including: in a solvent environment, a hydrogen-containing atmosphere, and at 50°C - 300°C, the triglyceride compound I reacts under the catalysis of a NiCo bimetallic catalyst to generate fatty alcohol II-1, fatty alcohol II-2, and fatty alcohol II-3;

[0033] ;

[0034] Among them, R1, R2, and R3 are independently of each other a substituted or unsubstituted alkyl group, a substituted or unsubstituted alkenyl group, a substituted or unsubstituted alkynyl group, a cyano group, a nitro group, a carboxyl group, an aromatic ring, or a furan ring.

[0035] Actually, referring to Figure 2 , during the reaction, triglyceride compound I is first hydrocracked into fatty aldehydes, and further hydrogenated to form fatty alcohols in a hydrogen-containing atmosphere. At the same time as the fatty aldehydes are formed, glycerol dehydrates and hydrogenates to form propane. Therefore, the preparation method provided by this application is green and efficient, has a high atom utilization rate, and the reaction is pollution-free. Specifically, referring to Figure 3 , it can be seen from the reaction path of converting triglyceride compound I into fatty alcohols that first, hydrogen is homolytically cleaved into hydrogen atoms at the Ni-Co interface. At the same time, triglyceride compound I is adsorbed by the Ni-Co bimetal and hydrocracked into fatty aldehydes, and the Ni-Co bimetal interface adsorbs the fatty aldehydes and hydrogenates the aldehyde groups therein to produce fatty alcohols.

[0036] In some embodiments, the solvent environment used includes n-hexane, cyclohexane, n-octane, n-heptane, n-decane, cyclopentane, or tetrahydrofuran. Actually, when selecting the solvent environment, common organic solvents in the art can be used, provided that they do not chemically react with substances such as triglyceride compound I and fatty alcohols. In addition, by carrying out the preparation reaction in the solvent environment, it is beneficial for triglyceride compound I to come into full contact with the NiCo bimetal catalyst.

[0037] In some embodiments, the hydrogen concentration in the hydrogen-containing atmosphere during the reaction is 10% - 100%. Actually, when triglyceride compound I generates fatty alcohols on the surface of the NiCo bimetal catalyst, hydrogen is required to participate in the reaction, and the hydrogen content is positively correlated with the reaction rate to a certain extent. Specifically, when the hydrogen concentration in the hydrogen-containing atmosphere is less than 100%, the hydrogen-containing atmosphere may further include non-oxidizing carrier gases, such as inert gases like nitrogen, argon, and helium.

[0038] Actually, since the hydrogen concentration will decrease after hydrogen participates in the reaction during the reaction process, a certain amount of hydrogen can be replenished into the reaction environment as the reaction progresses to maintain the hydrogen concentration stable. In some embodiments, the pressure of the hydrogen-containing atmosphere during the reaction is 1 MPa - 5 MPa, and maintaining the pressure environment is beneficial for promoting the forward progress of the preparation reaction.

[0039] In some embodiments, the triglyceride compound I reacts for 0.1 h - 10 h under the catalysis of the NiCo bimetallic catalyst. In fact, the triglyceride compound I used includes one of triglyceride pentanoate, triglyceride hexanoate, triglyceride heptanoate, triglyceride octanoate, triglyceride nonanoate, triglyceride decanoate, triglyceride undecanoate, triglyceride laurate, triglyceride palmitate, triglyceride stearate, triglyceride oleate, triglyceride linoleate, 1,3-dioctanoyl-2-decanoyl glycerol, 1,3-didecanoyl-2-lauroyl glycerol, 1,3-dioleoyl-2-palmitoyl glycerol. Therefore, when facing reaction substrates with different structural formulas, different reaction durations are required when the reaction is complete.

[0040] In some embodiments, the mass ratio of the triglyceride compound I to the NiCo bimetallic catalyst is (0.01 - 1000):1. In fact, by adjusting the dosage ratio of the reactant to the catalyst, it is beneficial to promote the full contact between the triglyceride compound I and the bimetallic catalyst in the solvent environment, and then it is beneficial to the reaction occurring at the surface Ni-Co bimetallic interface. Specifically, the mass concentration of the triglyceride compound I in the solvent environment is 0.001% - 50%.

[0041] Specifically, the NiCo bimetallic catalyst used includes a catalytic support and the active nickel and active cobalt supported thereon. By using the catalytic support for loading, it is beneficial to increase the loading amount of the active nickel and active cobalt, and at the same time, it can provide an anchoring effect for the active nickel and active cobalt, and can increase the specific surface area of the bimetallic catalyst, thereby facilitating the contact between Ni-Co and the triglyceride compound I.

[0042] Furthermore, the loading amounts of the active nickel and active cobalt on the catalytic support are independently 0.1 wt% - 50 wt%. In fact, by adjusting the loading amounts of the active nickel and active cobalt on the catalytic support, it is beneficial to adjust the morphology and distribution of the Ni-Co bimetallic interface formed on the surface of the catalytic support.

[0043] In some embodiments, the preparation method of the NiCo bimetallic catalyst includes: impregnating the catalytic support in a mixed solution dissolved with nickel salt and cobalt salt, evaporating to dryness, calcining, and then reducing in a reducing atmosphere to obtain the NiCo bimetallic catalyst. In fact, the solvent impregnation method is beneficial for the nickel salt and cobalt salt to adhere uniformly to the surface of the catalytic support, and after calcination, not only can sintering and fixation be carried out, but also an oxide coating can be formed, and then active nickel and active cobalt can be obtained after reduction in a reducing atmosphere.

[0044] In some embodiments, the catalytic support used includes Hβ molecular sieve, SiO2, HZSM-5, C, Al2O3, ZrO2 or MOF. In addition, the specific surface area of the catalytic support used is 50 m 2 / g - 3000m 2 / g. Actually, the nickel salts used include nickel chloride, nickel nitrate or nickel sulfate, and the cobalt salts used include cobalt chloride, cobalt nitrate or cobalt sulfate.

[0045] In some embodiments, referring to Figure 4 , a method for preparing a NiCo bimetallic catalyst includes the following steps:

[0046] S1. Disperse the catalytic carrier in a mixed solution for impregnation to obtain a mixed suspension;

[0047] S2. Evaporate the mixed suspension to dryness and then crush it to obtain a catalytic precursor;

[0048] S3. Calcinate and oxidize the catalytic precursor in an oxidizing atmosphere to obtain a catalytic intermediate;

[0049] S4. Calcinate and reduce the catalytic intermediate in a reducing atmosphere to obtain a NiCo bimetallic catalyst.

[0050] In some embodiments, disperse the catalytic carrier in the mixed solution under mechanical mixing, which is beneficial to the uniform distribution of nickel salts and cobalt salts in the catalytic carrier. Specifically, the mechanical mixing includes stirring, oscillation or ultrasonic. In addition, the mixed suspension can be evaporated to dryness at 100°C - 150°C, and the temperatures of calcination oxidation and calcination reduction are independently controlled at 350°C - 450°C, the durations of calcination oxidation and calcination reduction are independently 1h - 10h, and the flow rates of the oxidizing atmosphere and the reducing atmosphere are independently 1mL / min - 150mL / min. In addition, the particle size of the prepared NiCo bimetallic catalyst is 1nm - 100nm.

[0051] Preparation Example

[0052] This preparation example provides a method for preparing a NiCo bimetallic catalyst, including the following steps:

[0053] S1. Stir and dissolve cobalt chloride dihydrate and nickel chloride dihydrate in 10 mL of ultrapure water to obtain a mixed solution, then put the catalytic carrier into the mixed suspension and stir at a speed of 100 rpm for 12 h at room temperature to obtain a mixed suspension;

[0054] S2. Place the mixed suspension in an oven at 110°C and dry it for 10 h, then crush it to obtain a catalytic precursor;

[0055] S3. Place the catalytic precursor in a tube furnace and calcine it at 400°C under 80 mL / min of air for 4 h to obtain a catalytic intermediate;

[0056] S4. Convert the gas in the tube furnace to 80 mL / min of hydrogen and calcine it at 400°C for 4 h, then cool it to room temperature with the furnace to obtain a NiCo bimetallic catalyst in the form of a black powder.

[0057] The NiCo bimetallic catalyst prepared in the preparation example was used for the preparation of fatty alcohols in Examples 1 to 13 and Comparative Examples 1 to 4, and the NiCo bimetallic catalyst was expressed as aNibCo / catalytic support. For example, 0.1Ni0.1Co / Hβ indicates that Hβ was used as the catalytic support, and the content of active nickel on the catalytic support was 0.1 and the content of active cobalt was 0.1.

[0058] Meanwhile, the yields of the reaction products in Examples 1 to 13 and Comparative Examples 1 to 4 were detected. For quantitative analysis, an Agilent 7890A series gas chromatograph (FID detector, Agilent HP-5 chromatographic column: 30m * 32um * 0.25um) was used, and for qualitative analysis, a Thermoscientific TRACE1310 gas mass spectrometer (HP-5 capillary chromatographic column 30m * 320μm * 0.25μm) was used.

[0059] Example 1

[0060] This Example 1 provides a method for preparing pentanol from triglyceride pentanoate, including: adding 100 mg of triglyceride pentanoate, 10 mg of bimetallic catalyst (0.1Ni0.1Co / Hβ), and 10 mL of n-hexane into a 50 mL reaction kettle, then sealing the reaction kettle, introducing hydrogen to adjust the pressure in the reaction kettle to 3 MPa, stirring the mixed materials in the reaction kettle and heating to 50 °C for reaction for 10 h, then cooling the reaction kettle in an ice-water bath to room temperature, collecting the organic phase and detecting that the yield of pentanol in the product was 60%.

[0061] Example 2

[0062] This Example 2 provides a method for preparing octanol from triglyceride octanoate, including: adding 100 mg of triglyceride octanoate, 0.1 mg of bimetallic catalyst (50Ni50Co / Hβ), and 10 mL of n-hexane into a 50 mL reaction kettle, then sealing the reaction kettle, introducing hydrogen to adjust the pressure in the reaction kettle to 0.1 MPa, stirring the mixed materials in the reaction kettle and heating to 300 °C for reaction for 0.1 h, then cooling the reaction kettle in an ice-water bath to room temperature, collecting the organic phase and detecting that the yield of octanol in the product was 81%.

[0063] Example 3

[0064] Example 3 provided a method for preparing decanol from triglyceride caprate, including: adding 100 mg of triglyceride caprate, 40 mg of bimetallic catalyst (15Ni4Co / Hβ), and 10 mL of n-octane into a 50 mL reaction kettle, sealing the reaction kettle, introducing hydrogen to adjust the air pressure in the reaction kettle to 3 MPa, stirring the mixed materials in the reaction kettle, heating to 180 °C and reacting for 2 h, then cooling the reaction kettle in an ice-water bath to room temperature, collecting the organic phase, and detecting that the yield of decanol in the product was 95%.

[0065] Example 4

[0066] Example 4 provided a method for preparing dodecanol from triglyceride laurate, including: adding 100 mg of triglyceride laurate, 200 mg of bimetallic catalyst (20Ni15Co / Hβ), and 10 mL of tetrahydrofuran into a 50 mL reaction kettle, sealing the reaction kettle, introducing hydrogen to adjust the air pressure in the reaction kettle to 5 MPa, stirring the mixed materials in the reaction kettle, heating to 300 °C and reacting for 8 h, then cooling the reaction kettle in an ice-water bath to room temperature, collecting the organic phase, and detecting that the yield of dodecanol in the product was 90%.

[0067] Example 5

[0068] Example 5 provided a method for preparing hexadecanol from triglyceride palmitate, including: adding 1 g of triglyceride palmitate, 1 mg of bimetallic catalyst (9Ni4Co / Hβ), and 10 mL of cyclopentane into a 50 mL reaction kettle, sealing the reaction kettle, introducing hydrogen to adjust the air pressure in the reaction kettle to 2 MPa, stirring the mixed materials in the reaction kettle, heating to 260 °C and reacting for 4 h, then cooling the reaction kettle in an ice-water bath to room temperature, collecting the organic phase, and detecting that the yield of hexadecanol in the product was 95%.

[0069] Example 6

[0070] Example 6 provided a method for preparing octadecanol from triglyceride oleate, including: adding 100 mg of triglyceride oleate, 50 mg of bimetallic catalyst (15Ni10Co / Hβ), and 10 mL of n-heptane into a 50 mL reaction kettle, sealing the reaction kettle, introducing hydrogen to adjust the air pressure in the reaction kettle to 5 MPa, stirring the mixed materials in the reaction kettle, heating to 240 °C and reacting for 2 h, then cooling the reaction kettle in an ice-water bath to room temperature, collecting the organic phase, and detecting that the yield of octadecanol in the product was 66%.

[0071] Example 7

[0072] Example 7 provides a method for preparing octadecanol from glyceryl trilinoleate, including: adding 100 mg of glyceryl trilinoleate, 10 g of a bimetallic catalyst (40Ni40Co / Hβ), and 10 mL of n-octane into a 50 mL reaction kettle, sealing the reaction kettle, introducing hydrogen to adjust the air pressure in the reaction kettle to 0.1 MPa, stirring the mixed materials in the reaction kettle and heating to 300 °C for reaction for 0.1 h, then cooling the reaction kettle in an ice-water bath to room temperature, collecting the organic phase and detecting that the yield of octadecanol in the product is 65%.

[0073] Example 8

[0074] Example 8 provides a method for preparing octadecanol from glyceryl tristearate, including: adding 100 mg of glyceryl tristearate, 0.1 mg of a bimetallic catalyst (15Ni4Co / SiO2), and 1 mL of n-octane into a 50 mL reaction kettle, sealing the reaction kettle, introducing hydrogen to adjust the air pressure in the reaction kettle to 3 MPa, stirring the mixed materials in the reaction kettle and heating to 150 °C for reaction for 3 h, then cooling the reaction kettle in an ice-water bath to room temperature, collecting the organic phase and detecting that the yield of octadecanol in the product is 71%.

[0075] Example 9

[0076] Example 9 provides a method for preparing undecanol from glyceryl tridecanoate, including: adding 100 mg of glyceryl tridecanoate, 100 mg of a bimetallic catalyst (25Ni4Co / Al2O3), and 10 mL of n-hexane into a 50 mL reaction kettle, sealing the reaction kettle, introducing hydrogen to adjust the air pressure in the reaction kettle to 3 MPa, stirring the mixed materials in the reaction kettle and heating to 180 °C for reaction for 2 h, then cooling the reaction kettle in an ice-water bath to room temperature, collecting the organic phase and detecting that the yield of undecanol in the product is 86%.

[0077] Example 10

[0078] Example 10 provides a method for preparing hexanol from glyceryl trihexanoate, including: adding 100 mg of glyceryl trihexanoate, 40 mg of a bimetallic catalyst (30Ni15Co / C), and 40 mL of n-heptane into a 50 mL reaction kettle, sealing the reaction kettle, introducing hydrogen to adjust the air pressure in the reaction kettle to 0.5 MPa, stirring the mixed materials in the reaction kettle and heating to 300 °C for reaction for 10 h, then cooling the reaction kettle in an ice-water bath to room temperature, collecting the organic phase and detecting that the yield of hexanol in the product is 91%.

[0079] Example 11

[0080] Example 11 provides a method for preparing octanol and decanol from 1,3-dicaprylic-2-decanoic triglyceride, including: adding 100 mg of 1,3-dicaprylic-2-decanoic triglyceride, 10 mg of bimetallic catalyst (10Ni10Co / Hβ), and 10 mL of n-hexane into a 50 mL reaction kettle, sealing the reaction kettle, introducing hydrogen to adjust the pressure in the reaction kettle to 4 MPa, stirring the mixed materials in the reaction kettle and heating to 240 °C for reaction for 2 h, then cooling the reaction kettle to room temperature by ice-water bath, collecting the organic phase and detecting that the yields of octanol and decanol in the product are 64% and 30% respectively.

[0081] Example 12

[0082] Example 12 provides a method for preparing decanol and lauryl alcohol from 1,3-didecanoic-2-lauric triglyceride, including: adding 100 mg of 1,3-didecanoic-2-lauric triglyceride, 10 mg of bimetallic catalyst (15Ni10Co / Hβ), and 20 mL of n-hexane into a 50 mL reaction kettle, sealing the reaction kettle, introducing hydrogen to adjust the pressure in the reaction kettle to 3 MPa, stirring the mixed materials in the reaction kettle and heating to 220 °C for reaction for 2 h, then cooling the reaction kettle to room temperature by ice-water bath, collecting the organic phase and detecting that the yields of decanol and lauryl alcohol in the product are 56% and 27% respectively.

[0083] Example 13

[0084] Example 13 provides a method for preparing octadecanol and hexadecanol from 1,3-dioleic-2-palmitic triglyceride, including: adding 100 mg of 1,3-dioleic-2-palmitic triglyceride, 10 mg of bimetallic catalyst (10Ni15Co / HZSM-5), and 20 mL of n-octane into a 50 mL reaction kettle, sealing the reaction kettle, introducing hydrogen to adjust the pressure in the reaction kettle to 4 MPa, stirring the mixed materials in the reaction kettle and heating to 240 °C for reaction for 4 h, then cooling the reaction kettle to room temperature by ice-water bath, collecting the organic phase and detecting that the yields of octadecanol and hexadecanol in the product are 65% and 32% respectively.

[0085] Comparative Example 1

[0086] Comparative Example 1 provides a method for preparing n-octanol from n-octanoic acid, including: adding 500 mg of n-octanoic acid, 50 mg of bimetallic catalyst (10Ni10Co / HZSM-5), and 20 mL of n-hexane into a 50 mL reaction kettle, sealing the reaction kettle, introducing hydrogen to adjust the pressure in the reaction kettle to 4 MPa, stirring the mixed materials in the reaction kettle and heating to 240 °C for reaction for 4 h, then cooling the reaction kettle to room temperature by ice-water bath, collecting the organic phase and detecting that the yields of n-octanol and n-octane in the product are 5% and 92% respectively.

[0087] Comparative Example 2

[0088] This Comparative Example 2 provides a method for converting n-decanoic acid to n-decanol, including: adding 500 mg of n-decanoic acid, 50 mg of a bimetallic catalyst (10Ni10Co / HZSM-5), and 20 mL of n-hexane into a 50 mL reaction kettle, then sealing the reaction kettle, introducing hydrogen to adjust the internal pressure of the reaction kettle to 4 MPa, stirring the mixed materials in the reaction kettle and heating to 240 °C for reaction for 4 h, then cooling the reaction kettle to room temperature by ice-water bath, collecting the organic phase and detecting that the yields of n-decanol and n-decane in the product are 2% and 97% respectively.

[0089] Comparative Example 3

[0090] This Comparative Example 3 provides a method for converting lauric acid to dodecanol, including: adding 500 mg of lauric acid, 50 mg of a bimetallic catalyst (10Ni10Co / HZSM-5), and 20 mL of n-hexane into a 50 mL reaction kettle, then sealing the reaction kettle, introducing hydrogen to adjust the internal pressure of the reaction kettle to 4 MPa, stirring the mixed materials in the reaction kettle and heating to 240 °C for reaction for 4 h, then cooling the reaction kettle to room temperature by ice-water bath, collecting the organic phase and detecting that the yields of dodecanol and dodecane in the product are 8% and 90% respectively.

[0091] Comparative Example 4

[0092] This Comparative Example 4 provides a method for converting myristic acid to tetradecanol, including: adding 500 mg of myristic acid, 50 mg of a bimetallic catalyst (10Ni10Co / HZSM-5), and 20 mL of n-hexane into a 50 mL reaction kettle, then sealing the reaction kettle, introducing hydrogen to adjust the internal pressure of the reaction kettle to 4 MPa, stirring the mixed materials in the reaction kettle and heating to 240 °C for reaction for 4 h, then cooling the reaction kettle to room temperature by ice-water bath, collecting the organic phase and detecting that the yields of tetradecanol and tetradecane in the product are 13% and 85% respectively.

[0093] Although the embodiments of the present invention have been described in detail above, it is obvious to those skilled in the art that various modifications and changes can be made to these embodiments. However, it should be understood that such modifications and changes are all within the scope and spirit of the present invention described in the claims. Moreover, the present invention described herein can have other embodiments and can be implemented or realized in various ways.

Claims

1. A method for preparing fatty alcohols from triglyceride compounds, characterized in that: include: In a solvent environment, a hydrogen-containing atmosphere with a pressure of 1MPa-5MPa, and a temperature of 50°C-300°C, triglyceride compound I reacts for 0.1h-10h under the catalysis of a NiCo bimetallic catalyst with a particle size of 1nm-100nm to generate fatty alcohol II-1, fatty alcohol II-2, and fatty alcohol II-3; ； wherein R1, R2, and R3 are alkyl groups; the NiCo bimetallic catalyst comprises a catalytic carrier and active nickel and active cobalt loaded thereon, and the loading amounts of the active nickel and the active cobalt on the catalytic carrier are independently 0.1 wt%-50 wt%; the preparation method of the NiCo bimetallic catalyst comprises: 2 / g-3000m 2 / g of catalytic carrier is dispersed in a mixed solution containing nickel salt and cobalt salt and impregnated to obtain a mixed suspension; the mixed suspension is evaporated to dryness and then crushed to obtain a catalytic precursor; the catalytic precursor is calcined and oxidized in an oxidizing atmosphere to obtain a catalytic intermediate; the catalytic intermediate is calcined and reduced in a reducing atmosphere to obtain a NiCo bimetallic catalyst; the catalytic carrier is Hβ molecular sieve, SiO2, HZSM-5, C, Al2O3 or ZrO2.

2. The method according to claim 1, characterized in that The solvent environment includes n-hexane, cyclohexane, n-octane, n-heptane, n-decane, cyclopentane or tetrahydrofuran.

3. The method according to claim 1, characterized in that The hydrogen concentration in the hydrogen-containing atmosphere is 10%-100%.

4. The method according to claim 1, characterized in that The nickel salt includes nickel chloride, nickel nitrate or nickel sulfate.

5. The method according to claim 1, characterized in that The cobalt salt includes cobalt chloride, cobalt nitrate or cobalt sulfate.

6. The method according to claim 1, characterized in that The catalyst support is dispersed in the mixed suspension under mechanical mixing, which includes stirring, shaking or ultrasound.

7. The method according to claim 1, characterized in that The mixed suspension was evaporated to dryness at 100°C-150°C.

8. The method according to claim 1, characterized in that The temperatures for calcination oxidation and calcination reduction are independently 350°C to 450°C.

9. The method according to claim 1, characterized in that: The flow rates of the oxidizing atmosphere and the reducing atmosphere are independently 1 mL / min to 150 mL / min.

10. The method according to claim 1, characterized in that The duration of the calcination oxidation and the calcination reduction is independently 1 h to 10 h.

11. The method according to claim 1, characterized in that: The triglyceride compound I includes one of valeric acid triglyceride, caproic acid triglyceride, heptanoic acid triglyceride, caprylic acid triglyceride, nonanoic acid triglyceride, capric acid triglyceride, undecanoic acid triglyceride, lauric acid triglyceride, palmitic acid triglyceride, stearic acid triglyceride, 1,3-dioctanoic acid-2-decanoic acid triglyceride, and 1,3-dicaprylic acid-2-lauric acid triglyceride.

12. The method according to claim 1, characterized in that The mass ratio of the triglyceride compound I to the NiCo bimetallic catalyst is (0.01-1000):

1.

13. The method according to claim 1, characterized in that The mass concentration of the triglyceride compound I in the solvent environment is 0.001%-50%.

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