Method for preparing fatty alcohol from triglyceride compound

Abstract

The invention provides a method for preparing fatty alcohol from a triglyceride compound, and relates to the technical field of organic synthesis. According to the method provided by the invention, in a solvent environment, a hydrogen-containing atmosphere and at 50-300 DEG C, a 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 invention is green and efficient, the atom utilization rate is high, and the reaction is pollution-free.

Description

Technical Field

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

[0002] As an important intermediate and a chemical with high added value, fatty alcohol can be used to produce surfactants, medicines, fragrances and lubricants. In industry, fatty alcohol is usually produced by catalytic hydrodeoxygenation of fatty acids or fatty acid methyl esters. The catalyst used is generally a Cu-Cr catalyst, but this type of catalyst requires a harsh reaction environment, and the Cr therein is a heavy metal, which is easily lost during use and causes environmental pollution. Therefore, it is urgent to provide a solution to improve the above problems. Summary of the invention

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

[0004] The present invention provides a method for preparing fatty alcohol from triglyceride compounds, comprising: in a solvent environment, a hydrogen-containing atmosphere, and at 50° C. to 300° C., triglyceride compound I is reacted under the catalysis of a NiCo bimetallic catalyst to generate fatty alcohol II-1, fatty alcohol II-2, and fatty alcohol II-3; ; Wherein, R1, R2, and R3 are independently substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl, cyano, nitro, carboxyl, aromatic ring, or furan ring.

[0005] Optionally, the solvent environment includes n-hexane, cyclohexane, n-octane, n-heptane, n-decane, cyclopentane or tetrahydrofuran.

[0006] Optionally, the hydrogen concentration in the hydrogen-containing atmosphere is 10%-100%.

[0007] Optionally, the pressure of the hydrogen-containing atmosphere is 1 MPa-5 MPa.

[0008] Optionally, the triglyceride compound I is reacted under the catalysis of a NiCo bimetallic catalyst for 0.1 h-10 h.

[0009] Optionally, the particle size of the NiCo bimetallic catalyst is 1 nm-100 nm.

[0010] Optionally, 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%.

[0011] Optionally, the preparation method of the NiCo bimetallic catalyst comprises: impregnating a catalyst carrier in a mixed solution containing a nickel salt and a cobalt salt and evaporating the solution to dryness, calcining the solution and reducing the solution in a reducing atmosphere to obtain the NiCo bimetallic catalyst.

[0012] Optionally, the catalytic carrier includes Hβ molecular sieve, SiO2, HZSM-5, C, Al2O3, ZrO2 or MOF.

[0013] Optionally, the specific surface area of ​​the catalytic carrier is 50m 2 / g-3000m 2 / g.

[0014] Optionally, the nickel salt includes nickel chloride, nickel nitrate or nickel sulfate.

[0015] Optionally, the cobalt salt includes cobalt chloride, cobalt nitrate or cobalt sulfate.

[0016] Optionally, the preparation method of the NiCo bimetallic catalyst comprises the following steps: dispersing the catalyst carrier in the mixed solution and impregnating it to obtain a mixed suspension; evaporating the mixed suspension and then crushing it 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 a NiCo bimetallic catalyst.

[0017] Alternatively, the catalytic support is dispersed in the mixed suspension under mechanical mixing, such as stirring, shaking or ultrasound.

[0018] Optionally, the mixed suspension is evaporated to dryness at 100°C-150°C.

[0019] Optionally, the temperatures of calcination oxidation and calcination reduction are independently 350°C-450°C.

[0020] Optionally, the flow rates of the oxidizing atmosphere and the reducing atmosphere are independently 1 mL / min-150 mL / min.

[0021] Optionally, the duration of calcination oxidation and calcination reduction is independently 1 h to 10 h.

[0022] Optionally, 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, oleic acid triglyceride, linoleic acid triglyceride, 1,3-dioctanoic acid-2-capric acid triglyceride, 1,3-dicaprylic acid-2-lauric acid triglyceride, and 1,3-dioleic acid-2-palmitic acid triglyceride.

[0023] Optionally, the mass ratio of the triglyceride compound I to the NiCo bimetallic catalyst is (0.01-1000):1.

[0024] Optionally, the mass concentration of the triglyceride compound I in the solvent environment is 0.001%-50%. BRIEF DESCRIPTION OF THE DRAWINGS

[0025] Figure 1 A chemical reaction formula for preparing fatty alcohol from a triglyceride compound provided by the present invention; Figure 2 Schematic diagram of the technical route for preparing fatty alcohols from triglyceride compounds; Figure 3 Schematic diagram of the reaction pathway for the conversion of triglyceride compounds into fatty alcohols on the surface of NiCo bimetallic catalyst; Figure 4 The figure is a flow chart of the preparation method of NiCo bimetallic catalyst in some embodiments of the present invention. DETAILED DESCRIPTION

[0026] In order to make the purpose, 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. Obviously, the described embodiments are part of the embodiments of the present invention, not all of the embodiments. Based on the embodiments of the present invention, all other embodiments obtained by ordinary technicians in this field without creative work are within the scope of protection of the present invention. Unless otherwise defined, the technical terms or scientific terms used herein should be the common meanings understood by people with general skills in the field to which the present invention belongs.

[0027] See also Figure 1 The present invention provides a method for preparing fatty alcohol from triglyceride compounds, comprising: in a solvent environment, a hydrogen-containing atmosphere, and at 50°C-300°C, triglyceride compound I is reacted under the catalysis of a NiCo bimetallic catalyst to generate fatty alcohol II-1, fatty alcohol II-2, and fatty alcohol II-3; ; Wherein, R1, R2, and R3 are independently substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl, cyano, nitro, carboxyl, aromatic ring, or furan ring.

[0028] In fact, see Figure 2 In the reaction process, the triglyceride compound I is first hydrogenated to form fatty aldehydes, and then further hydrogenated in a hydrogen-containing atmosphere to form fatty alcohols. While generating fatty aldehydes, glycerol is dehydrated and hydrogenated to obtain propane. Therefore, the preparation method provided by the present application is green and efficient, has high atomic utilization, and has no pollution. Specifically, see Figure 3 From the reaction path of the conversion of triglyceride compounds Ⅰ to fatty alcohols, it can be seen that first, hydrogen is split into hydrogen atoms at the Ni-Co interface, and at the same time, triglyceride compounds Ⅰ are adsorbed by the Ni-Co bimetallic and hydrogenated to fatty aldehydes, while the Ni-Co bimetallic interface adsorbs fatty aldehydes and hydrogenates the aldehyde groups therein to obtain fatty alcohols.

[0029] In some embodiments, the solvent environment used includes n-hexane, cyclohexane, n-octane, n-heptane, n-decane, cyclopentane or tetrahydrofuran. In fact, when selecting the solvent environment, an organic solvent commonly used in the art can be selected, which is necessary not to chemically react with triglyceride compound I, fatty alcohol and other substances. In addition, by conducting the preparation reaction in a solvent environment, it is beneficial for triglyceride compound I to fully contact with the NiCo bimetallic catalyst.

[0030] In some embodiments, the concentration of hydrogen in the hydrogen-containing atmosphere during the reaction is 10%-100%. In fact, when triglyceride compound I generates fatty alcohol on the surface of NiCo bimetallic 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 concentration of hydrogen in the hydrogen-containing atmosphere is less than 100%, the hydrogen-containing atmosphere may also include a non-oxidizing carrier gas, such as an inert gas such as nitrogen, argon, helium, etc.

[0031] In fact, since the concentration of hydrogen decreases after participating in the reaction during the reaction, a certain amount of hydrogen can be added to the reaction environment as the reaction progresses to maintain a stable hydrogen concentration. In some embodiments, the pressure of the hydrogen-containing atmosphere during the reaction is 1MPa-5MPa, and maintaining the pressure environment is conducive to promoting the forward progress of the preparation reaction.

[0032] In some embodiments, the triglyceride compound I is reacted for 0.1h-10h under the catalysis of a NiCo bimetallic catalyst. In fact, the triglyceride compound I used includes 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, oleic acid triglyceride, linoleic acid triglyceride, 1,3-dioctanoic acid-2-capric acid triglyceride, 1,3-dicaprylic acid-2-lauric acid triglyceride, and 1,3-dioleic acid-2-palmitic acid triglyceride. Therefore, when facing reaction substrates with different structural formulas, different reaction times are required when the reaction is complete.

[0033] In some embodiments, the mass ratio of triglyceride compound I to NiCo bimetallic catalyst is (0.01-1000): 1. In fact, by adjusting the amount ratio of reactants to catalysts, it is beneficial to promote the triglyceride compound I to fully contact with the bimetallic catalyst in the solvent environment, which is beneficial to the reaction at the surface Ni-Co bimetallic interface. Specifically, the mass concentration of triglyceride compound I in the solvent environment is 0.001%-50%.

[0034] Specifically, the NiCo bimetallic catalyst used includes a catalytic carrier and active nickel and active cobalt loaded thereon. By using the catalytic carrier for loading, it is beneficial to increase the loading amount of active nickel and active cobalt, while providing an anchoring effect for the active nickel and active cobalt, and increasing the specific surface area of ​​the bimetallic catalyst, which is beneficial to promote the contact between Ni-Co and triglyceride compound I.

[0035] Furthermore, the loading amounts of active nickel and active cobalt on the catalyst carrier are independently 0.1wt%-50wt%. In fact, by adjusting the loading amounts of active nickel and active cobalt on the catalyst carrier, it is beneficial to adjust the morphology and distribution of the Ni-Co bimetallic interface formed on the surface of the catalyst carrier.

[0036] In some embodiments, the preparation method of the NiCo bimetallic catalyst includes: impregnating the catalyst carrier in a mixed solution containing a nickel salt and a cobalt salt and evaporating the solution to dryness, calcining the solution and reducing the solution in a reducing atmosphere to obtain the NiCo bimetallic catalyst. In fact, the solvent impregnation method is conducive to the uniform attachment of the nickel salt and the cobalt salt to the surface of the catalyst carrier, and after calcination, the nickel salt and the cobalt salt can not only be sintered and fixed, but also an oxidized coating can be formed, and then active nickel and active cobalt can be obtained after reduction in a reducing atmosphere.

[0037] In some embodiments, the catalytic carrier used includes Hβ molecular sieve, SiO2, HZSM-5, C, Al2O3, ZrO2 or MOF, and the specific surface area of ​​the catalytic carrier used is 50m 2 / g-3000m 2 / g. In practice, the nickel salt used includes nickel chloride, nickel nitrate or nickel sulfate, and the cobalt salt used includes cobalt chloride, cobalt nitrate or cobalt sulfate.

[0038] In some embodiments, see Figure 4 , a method for preparing a NiCo bimetallic catalyst comprises the following steps: S1. dispersing the catalyst carrier in the mixed solution and immersing it in the mixed suspension; S2, evaporating the mixed suspension to dryness and then crushing it to obtain a catalytic precursor; S3, calcining and oxidizing the catalytic precursor in an oxidizing atmosphere to obtain a catalytic intermediate; S4. The catalytic intermediate is calcined and reduced in a reducing atmosphere to obtain a NiCo bimetallic catalyst.

[0039] In some embodiments, the catalyst carrier is dispersed in the mixed solution under mechanical mixing, which is conducive to the uniform distribution of nickel salt and cobalt salt in the catalyst carrier. Specifically, mechanical mixing includes stirring, oscillation or ultrasound. In addition, the mixed suspension can be evaporated at 100°C-150°C, and the temperature of calcination oxidation and calcination reduction is independently controlled to be 350°C-450°C, the duration of calcination oxidation and calcination reduction is independently controlled to be 1h-10h, and the flow rate of oxidizing atmosphere and reducing atmosphere is independently controlled to be 1mL / min-150mL / min. In addition, the particle size of the prepared NiCo bimetallic catalyst is 1nm-100nm.

[0040] Preparation Example

[0041] This preparation example provides a method for preparing a NiCo bimetallic catalyst, comprising the following steps: S1. Dissolve cobalt chloride dihydrate and nickel chloride dihydrate in 10 mL of ultrapure water to obtain a mixed solution, add the catalyst carrier into the mixed suspension, and stir at room temperature at a speed of 100 rpm for 12 hours to obtain a mixed suspension; S2, placing the mixed suspension in an oven at 110° C. and drying for 10 h, and then crushing to obtain a catalytic precursor; S3, placing the catalytic precursor in a tubular furnace, and calcining it at 400° C. and 80 mL / min of air for 4 h to obtain a catalytic intermediate; S4. The gas in the tube furnace was changed to 80 mL / min of hydrogen and the mixture was calcined at 400° C. for 4 h and then cooled to room temperature with the furnace to obtain a NiCo bimetallic catalyst in the form of black powder.

[0042] The NiCo bimetallic catalyst prepared in the preparation example is used for the preparation of fatty alcohols in Examples 1 to 13 and Comparative Examples 1 to 4, and the NiCo bimetallic catalyst is expressed as aNibCo / catalytic carrier, for example 0.1Ni0.1Co / Hβ, which means that Hβ is used as the catalytic carrier, and the content of active nickel on the catalytic carrier is 0.1 and the content of active cobalt is 0.1.

[0043] At the same time, the yield of the reaction products of Examples 1 to 13 and Comparative Examples 1 to 4 was detected, wherein the quantitative analysis was performed using a gas chromatograph Agilent 7890A series (FID detector, Agilent HP-5 chromatographic column: 30m*32um*0.25um), and the qualitative analysis was performed using a gas mass spectrometer Thermoscientific TRACE 1310 (HP-5 capillary chromatographic column 30m*320μm*0.25μm).

[0044] Example 1

[0045] This Example 1 provides a method for preparing pentanol from valeric acid triglyceride, comprising: adding 100 mg of valeric acid triglyceride, 10 mg of a bimetallic catalyst (0.1Ni0.1Co / Hβ), and 10 mL of n-hexane into a 50 mL reactor, sealing the reactor, and introducing hydrogen to adjust the air pressure in the reactor to 3 MPa, stirring the mixed material in the reactor and heating it to 50° C. for reaction for 10 hours, cooling the reactor to room temperature in an ice-water bath, collecting the organic phase, and detecting that the yield of pentanol in the product is 60%.

[0046] Example 2

[0047] This Example 2 provides a method for preparing octanol from octanoic acid triglyceride, comprising: adding 100 mg of octanoic acid triglyceride, 0.1 mg of a bimetallic catalyst (50Ni50Co / Hβ), and 10 mL of n-hexane into a 50 mL reactor, sealing the reactor, and introducing hydrogen to adjust the air pressure in the reactor to 0.1 MPa, stirring the mixed material in the reactor and heating it to 300° C. for reaction for 0.1 h, cooling the reactor to room temperature in an ice-water bath, collecting the organic phase, and detecting the yield of octanol in the product to be 81%.

[0048] Example 3

[0049] This Example 3 provides a method for preparing decanol from capric triglyceride, comprising: adding 100 mg of capric triglyceride, 40 mg of a bimetallic catalyst (15Ni4Co / Hβ), and 10 mL of n-octane into a 50 mL reactor, sealing the reactor, and introducing hydrogen to adjust the air pressure in the reactor to 3 MPa, stirring the mixed material in the reactor and heating it to 180°C for reaction for 2 hours, cooling the reactor to room temperature in an ice-water bath, collecting the organic phase, and detecting the yield of decanol in the product to be 95%.

[0050] Example 4

[0051] This Example 4 provides a method for preparing lauryl alcohol from lauric acid triglyceride, comprising: adding 100 mg of lauric acid triglyceride, 200 mg of a bimetallic catalyst (20Ni15Co / Hβ), and 10 mL of tetrahydrofuran into a 50 mL reactor, sealing the reactor, and introducing hydrogen to adjust the air pressure in the reactor to 5 MPa, stirring the mixed material in the reactor and heating it to 300° C. for reaction for 8 hours, cooling the reactor to room temperature in an ice-water bath, collecting the organic phase, and detecting that the yield of lauryl alcohol in the product is 90%.

[0052] Example 5

[0053] This Example 5 provides a method for preparing hexadecanol from palmitic acid triglyceride, comprising: adding 1g of palmitic acid triglyceride, 1mg of a bimetallic catalyst (9Ni4Co / Hβ), and 10mL of cyclopentane into a 50mL reactor, sealing the reactor, and introducing hydrogen to adjust the air pressure in the reactor to 2MPa, stirring the mixed material in the reactor and heating it to 260°C for 4h, cooling the reactor to room temperature in an ice-water bath, collecting the organic phase, and detecting that the yield of hexadecanol in the product is 95%.

[0054] Example 6

[0055] This Example 6 provides a method for preparing octadecyl alcohol from oleic acid triglyceride, comprising: adding 100 mg of oleic acid triglyceride, 50 mg of a bimetallic catalyst (15Ni10Co / Hβ), and 10 mL of n-heptane into a 50 mL reactor, sealing the reactor, and introducing hydrogen to adjust the air pressure in the reactor to 5 MPa, stirring the mixed material in the reactor and heating it to 240° C. for reaction for 2 hours, cooling the reactor to room temperature in an ice-water bath, collecting the organic phase, and detecting the yield of octadecyl alcohol in the product to be 66%.

[0056] Example 7

[0057] This Example 7 provides a method for preparing octadecyl alcohol from linoleic acid triglyceride, comprising: adding 100 mg of linoleic acid triglyceride, 10 g of a bimetallic catalyst (40Ni40Co / Hβ), and 10 mL of n-octane into a 50 mL reactor, sealing the reactor, and introducing hydrogen to adjust the air pressure in the reactor to 0.1 MPa, stirring the mixed material in the reactor and heating it to 300° C. for reaction for 0.1 h, cooling the reactor to room temperature in an ice-water bath, collecting the organic phase, and detecting the yield of octadecyl alcohol in the product to be 65%.

[0058] Example 8

[0059] This Example 8 provides a method for preparing octadecyl alcohol from stearic acid triglyceride, comprising: adding 100 mg of stearic acid triglyceride, 0.1 mg of a bimetallic catalyst (15Ni4Co / SiO2), and 1 mL of n-octane into a 50 mL reactor, sealing the reactor, and introducing hydrogen to adjust the air pressure in the reactor to 3 MPa, stirring the mixed material in the reactor and heating it to 150° C. for reaction for 3 hours, cooling the reactor to room temperature in an ice-water bath, collecting the organic phase, and detecting the yield of octadecyl alcohol in the product to be 71%.

[0060] Example 9

[0061] This Example 9 provides a method for preparing undecanol from undecanoic acid triglyceride, comprising: adding 100 mg of undecanoic acid triglyceride, 100 mg of a bimetallic catalyst (25Ni4Co / Al2O3), and 10 mL of n-hexane into a 50 mL reactor, sealing the reactor, and introducing hydrogen to adjust the air pressure in the reactor to 3 MPa, stirring the mixed material in the reactor and heating it to 180° C. for reaction for 2 hours, cooling the reactor to room temperature in an ice-water bath, collecting the organic phase, and detecting the yield of undecanol in the product to be 86%.

[0062] Example 10

[0063] This Example 10 provides a method for preparing hexanol from caproic acid triglyceride, comprising: adding 100 mg of caproic acid triglyceride, 40 mg of a bimetallic catalyst (30Ni15Co / C), and 40 mL of n-heptane into a 50 mL reactor, sealing the reactor, and introducing hydrogen to adjust the air pressure in the reactor to 0.5 MPa, stirring the mixed material in the reactor and heating it to 300° C. for reaction for 10 hours, cooling the reactor to room temperature in an ice-water bath, collecting the organic phase, and detecting the yield of hexanol in the product to be 91%.

[0064] Embodiment 11

[0065] This Example 11 provides a method for preparing octanol and decanol from 1,3-dioctanoic acid-2-decanoic acid triglyceride, comprising: adding 100 mg of 1,3-dioctanoic acid-2-decanoic acid triglyceride, 10 mg of a bimetallic catalyst (10Ni10Co / Hβ), and 10 mL of n-hexane into a 50 mL reactor, sealing the reactor, and introducing hydrogen to adjust the air pressure in the reactor to 4 MPa, stirring the mixed material in the reactor and heating it to 240°C for reaction for 2 hours, cooling the reactor to room temperature in an ice-water bath, collecting the organic phase, and detecting the yields of octanol and decanol in the product to be 64% and 30%, respectively.

[0066] Example 12

[0067] This Example 12 provides a method for preparing decanol and lauryl alcohol from 1,3-didecanoic acid-2-lauric acid triglyceride, comprising: adding 100 mg of 1,3-didecanoic acid-2-lauric acid triglyceride, 10 mg of a bimetallic catalyst (15Ni10Co / Hβ), and 20 mL of n-hexane into a 50 mL reactor, sealing the reactor, and introducing hydrogen to adjust the air pressure in the reactor to 3 MPa, stirring the mixed material in the reactor and heating it to 220°C for reaction for 2 hours, cooling the reactor to room temperature in an ice-water bath, collecting the organic phase, and detecting the yields of decanol and lauryl alcohol in the product to be 56% and 27%, respectively.

[0068] Embodiment 13

[0069] This Example 13 provides a method for preparing octadecyl alcohol and hexadecanol from 1,3-dioleoyl-2-palmitoyl triglyceride, comprising: adding 100 mg of 1,3-dioleoyl-2-palmitoyl triglyceride, 10 mg of a bimetallic catalyst (10Ni15Co / HZSM-5), and 20 mL of n-octane into a 50 mL reactor, sealing the reactor, and introducing hydrogen to adjust the air pressure in the reactor to 4 MPa, stirring the mixed material in the reactor and heating it to 240°C for reaction for 4 hours, cooling the reactor to room temperature in an ice-water bath, collecting the organic phase, and detecting the yields of octadecyl alcohol and hexadecanol in the product to be 65% and 32%, respectively.

[0070] Comparative Example 1

[0071] This comparative example 1 provides a method for converting n-octylic acid to n-octanol, comprising: adding 500 mg of n-octylic acid, 50 mg of a bimetallic catalyst (10Ni10Co / HZSM-5), and 20 mL of n-hexane into a 50 mL reactor, sealing the reactor, and introducing hydrogen to adjust the air pressure in the reactor to 4 MPa, stirring the mixed material in the reactor and heating it to 240° C. for reaction for 4 hours, cooling the reactor to room temperature in an ice-water bath, collecting the organic phase, and detecting the yields of n-octanol and n-octane in the product to be 5% and 92%, respectively.

[0072] Comparative Example 2

[0073] This comparative example 2 provides a method for converting n-decanoic acid to n-decanol, comprising: 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 reactor, sealing the reactor, and introducing hydrogen to adjust the air pressure in the reactor to 4 MPa, stirring the mixed material in the reactor and heating it to 240° C. for reaction for 4 hours, cooling the reactor to room temperature in an ice-water bath, collecting the organic phase, and detecting the yields of n-decanol and n-decane in the product, respectively, to be 2% and 97%, respectively.

[0074] Comparative Example 3

[0075] This comparative example 3 provides a method for converting lauric acid to dodecanol, comprising: 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 reactor, sealing the reactor, and introducing hydrogen to adjust the air pressure in the reactor to 4 MPa, stirring the mixed material in the reactor and heating it to 240° C. for reaction for 4 hours, cooling the reactor to room temperature in an ice-water bath, collecting the organic phase, and detecting the yields of dodecanol and dodecane in the product to be 8% and 90%, respectively.

[0076] Comparative Example 4

[0077] This comparative example 4 provides a method for converting myristic acid to tetradecanol, comprising: 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 reactor, sealing the reactor, and introducing hydrogen to adjust the air pressure in the reactor to 4 MPa, stirring the mixed material in the reactor and heating it to 240° C. for reaction for 4 hours, cooling the reactor to room temperature in an ice-water bath, collecting the organic phase, and detecting the yields of tetradecanol and tetradecane in the product to be 13% and 85%, respectively.

[0078] Although the embodiments of the present invention are described in detail above, it is obvious to those skilled in the art that various modifications and variations can be made to these embodiments. However, it should be understood that such modifications and variations are within the scope and spirit of the present invention as described in the claims. Moreover, the present invention described herein may have other embodiments and may be implemented or realized in a variety of ways.

Claims

1. A method for preparing fatty alcohols from triglyceride compounds, characterized in that: include: In a solvent environment, hydrogen-containing atmosphere, and 50°C-300°C, triglyceride compound I reacts with a NiCo bimetallic catalyst to generate fatty alcohol II-1, fatty alcohol II-2, and fatty alcohol II-3; ； Wherein, R1, R2, and R3 are independently substituted or unsubstituted alkyl, substituted or unsubstituted alkenyl, substituted or unsubstituted alkynyl, cyano, nitro, carboxyl, aromatic ring, or furan ring.

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; and / or, the hydrogen concentration in the hydrogen-containing atmosphere is 10%-100%; and / or, the pressure of the hydrogen-containing atmosphere is 1MPa-5MPa; and / or, triglyceride compound I reacts for 0.1h-10h under the catalysis of NiCo bimetallic catalyst; and / or, the particle size of the NiCo bimetallic catalyst is 1nm-100nm.

3. The method according to claim 1, characterized in that 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%.

4. The method according to claim 1 or 3, characterized in that: The preparation method of the NiCo bimetallic catalyst comprises: impregnating a catalyst carrier in a mixed solution containing a nickel salt and a cobalt salt, evaporating the solution to dryness, calcining the solution and reducing the solution in a reducing atmosphere to obtain the NiCo bimetallic catalyst.

5. The method according to claim 4, characterized in that The catalytic carrier comprises Hβ molecular sieve, SiO2, HZSM-5, C, Al2O3, ZrO2 or MOF; and / or the specific surface area of ​​the catalytic carrier is 50m 2 / g-3000m 2 / g; and / or, the nickel salt includes nickel chloride, nickel nitrate or nickel sulfate; and / or, the cobalt salt includes cobalt chloride, cobalt nitrate or cobalt sulfate.

6. The method according to claim 4, characterized in that The preparation method of the NiCo bimetallic catalyst comprises the following steps: dispersing a catalyst carrier in a mixed solution and impregnating the mixed suspension to obtain a mixed suspension; evaporating the mixed suspension and then crushing the mixed suspension to obtain a catalyst precursor; calcining and oxidizing the catalyst precursor in an oxidizing atmosphere to obtain a catalyst intermediate; calcining and reducing the catalyst intermediate in a reducing atmosphere to obtain a NiCo bimetallic catalyst.

7. The method according to claim 6, characterized in that The catalytic carrier is dispersed in the mixed suspension under mechanical mixing, and the mechanical mixing includes stirring, oscillation or ultrasound; and / or, the mixed suspension is evaporated to dryness at 100°C-150°C; and / or, the temperature of calcination oxidation and calcination reduction are independently 350°C-450°C; and / or, the flow rate of oxidizing atmosphere and reducing atmosphere are independently 1mL / min-150mL / min; and / or, the duration of calcination oxidation and calcination reduction are independently 1h-10h.

8. 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, oleic acid triglyceride, linoleic acid triglyceride, 1,3-dioctanoic acid-2-capric acid triglyceride, 1,3-dicaprylic acid-2-lauric acid triglyceride, and 1,3-dioleic acid-2-palmitic acid triglyceride.

9. 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; and / or, the mass concentration of the triglyceride compound I in the solvent environment is 0.001%-50%.

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