CN106582671A - Catalyst for furfuryl alcohol preparation through liquid phase hydrogenation of furfural, and preparation method thereof, and method for furfuryl alcohol preparation through liquid phase hydrogenation of furfural - Google Patents
Catalyst for furfuryl alcohol preparation through liquid phase hydrogenation of furfural, and preparation method thereof, and method for furfuryl alcohol preparation through liquid phase hydrogenation of furfural Download PDFInfo
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Abstract
The present invention relates to a catalyst for furfuryl alcohol preparation through liquid phase hydrogenation of furfural, wherein the catalyst contains copper oxide, chromium oxide, calcium carbonate and silica, a molar ratio of copper oxide to chromium oxide is 1.8-2.4:1, a molar ratio of copper oxide to calcium carbonate is 1-8:1, and a molar ratio of copper oxide to silica is 2-6:1. The invention further relates to a preparation method of the catalyst, the catalyst prepared through the method, and a method for furfuryl alcohol preparation through liquid phase hydrogenation of furfural. According to the present invention, the catalyst prepared by using the method has high activity and high selectivity, the catalyst preparation method is simple and is easy to operate, the repeatability of the catalyst performance is good, the industrial amplification application is easily achieved, and in the catalyst preparation process, the wastewater polluting the environment cannot be generated.
Description
Technical field
The present invention relates to furfuryl alcohol production field, in particular it relates to a kind of preparing furancarbinol from liquid-phase furol hydrogenation is urged
Agent, the preparation method of the catalyst of preparing furancarbinol from liquid-phase furol hydrogenation, and catalyst obtained in the method,
With the method for preparing furancarbinol from liquid-phase furol hydrogenation.
Background technology
Furfuryl alcohol is a kind of important industrial chemicals, and furfuryl alcohol Jing hydrolysis can be obtained second phthalein propanoic acid, be nutrient drug
The intermediate of calcium levulinate；Furan type resin, the furfuryl alcohol-urea of better performances can be produced with furfuryl alcohol as raw material
Urea formaldehyde and phenolic resin etc.；Furfuryl alcohol is the combustion of furane resins, varnish, the good solvent of pigment and rocket again
Material；Additionally, furfuryl alcohol is also widely used in synthetic fibers, rubber, pesticide and foundary industry.
The production technology of furfuryl alcohol can be divided into two kinds of liquid-phase hydrogenatin technique and gas phase hydrogenation technique at present.China is
The big country of production furfuryl alcohol, mainly being preparing furancarbinol from liquid-phase furol hydrogenation based on preparing furancarbinol from liquid-phase furol hydrogenation
Catalyst be broadly divided into two class of copper chromium system and copper silicon systems, the two is compared, the former activity and selectivity compared with
Good, separation is easier to, but price is higher, causes two kinds of catalyst total usage amount aborning to be held substantially
It is flat.
Patent application CN1404922A discloses a kind of catalyst for preparing furancarbinol from liquid-phase furol hydrogenation
And purposes, the catalyst is the Cu-Cr series catalysts for being added with metallic nickel, is prepared using coprecipitation,
And be 180-200 DEG C, be hydrogenated with reaction pressure 3.5-5.0MPa hydroconversion condition, bran in reaction temperature
Aldehyde conversion ratio is more than 99.2%, and furfuryl alcohol selectivity is more than 96%.Patent application CN1398670A and
CN1562477A individually discloses the Cu-Cr catalyst for being added with the VIIIth race's precious metals pt and Pd, urges
Agent preparation method is also coprecipitation, although both catalyst activities are preferable, but which is expensive.
Although above-mentioned catalyst all shows higher furfural activity and furfuryl alcohol selectivity, its preparation side
Method is coprecipitation.Coprecipitation prepare catalyst generally comprise with liquid, neutralization, washing, filtration,
Dry, roasting, operation are more and wayward, and repeatability is poor, can be also produced in addition in preparation process
The waste water of a large amount of pollution environment, waste gas.
Therefore, significantly it is badly in need of a kind of relatively high and stable new of the better simply activity and selectivity of preparation method
The catalyst of preparing furancarbinol from liquid-phase furol hydrogenation.
The content of the invention
The invention aims to overcome preparing furancarbinol from liquid-phase furol hydrogenation catalyst preparation in prior art
Method is more complicated, the defect that activity and selectivity is unstable, there is provided a kind of preparation method is relatively simple, preparation
Process is pollution-free and the catalyst of the higher preparing furancarbinol from liquid-phase furol hydrogenation of catalysis activity and selectivity, and
The method for preparing catalyst of preparing furancarbinol from liquid-phase furol hydrogenation and the method with preparing furancarbinol from liquid-phase furol hydrogenation.
To achieve these goals, on the one hand, the invention provides a kind of preparing furancarbinol from liquid-phase furol hydrogenation
Catalyst, the catalyst contain copper oxide, chromium oxide, Calcium Carbonate and silicon dioxide, copper oxide and oxidation
The mol ratio of chromium is 1.8-2.4:1, copper oxide is 1-8 with the mol ratio of Calcium Carbonate:1, copper oxide and titanium dioxide
The mol ratio of silicon is 2-6:1.
On the other hand, present invention also offers a kind of preparation side of the catalyst of preparing furancarbinol from liquid-phase furol hydrogenation
Method, the method include：By the mixing of cupric oxide powder, chromium oxide powder, calcium carbonate powder and Ludox
Thing is ground, then dry, roasting successively, wherein, the mol ratio of cupric oxide powder and chromium oxide powder
For 1.8-2.4:1, cupric oxide powder is 1-8 with the mol ratio of calcium carbonate powder:1, cupric oxide powder is molten with silicon
In glue, the mol ratio of silicon dioxide is 2-6:1.
The third aspect, present invention also offers the catalysis of the preparing furancarbinol from liquid-phase furol hydrogenation of said method preparation
Agent.
Fourth aspect, present invention also offers a kind of method of preparing furancarbinol from liquid-phase furol hydrogenation, the method bag
Include：Calcium oxide and above-mentioned catalyst are contacted with furfural carries out preparing furancarbinol from liquid-phase furol hydrogenation reaction, instead
Condition is answered to include：Temperature is 180-200 DEG C, and pressure is 5-8MPa, relative to 100mL furfurals, is urged
Agent consumption is 1-2g, Calcium Oxide Dosage is 0.1-0.2g.
The catalyst of the preparing furancarbinol from liquid-phase furol hydrogenation prepared using the method for the present invention has greater activity
And selectivity, it is 200 DEG C in reaction temperature, under conditions of pressure is 7.5MPa, furfural conversion ratio is
>=95%, furfuryl alcohol selectivity >=96%, and the method for preparing catalyst is simple, it is easy to operate, catalyst performance
Can be repeated preferable, easily realize that industry amplification is applied, in catalyst preparation process, will not also produce
The waste water of pollution environment, waste gas, are a kind of production technologies of green cleaning.
Other features and advantages of the present invention will be described in detail in subsequent specific embodiment part.
Specific embodiment
Hereinafter the specific embodiment of the present invention is described in detail.It should be appreciated that this place is retouched
The specific embodiment stated is merely to illustrate and explains the present invention, is not limited to the present invention.
On the one hand, the invention provides a kind of catalyst of preparing furancarbinol from liquid-phase furol hydrogenation, the catalyst contains
There are copper oxide, chromium oxide, Calcium Carbonate and silicon dioxide, copper oxide is 1.8-2.4 with the mol ratio of chromium oxide:1,
Copper oxide is 1-8 with the mol ratio of Calcium Carbonate:1, copper oxide is 2-6 with the mol ratio of silicon dioxide:1.
Preferably, copper oxide and the mol ratio of chromium oxide are 2-2.3:1, the mol ratio of copper oxide and Calcium Carbonate
For 2-4:1, copper oxide is 3-4 with the mol ratio of silicon dioxide:1 such that it is able to further improve catalyst
Activity and selectivity.
Second aspect, present invention also offers a kind of preparation side of the catalyst of preparing furancarbinol from liquid-phase furol hydrogenation
Method, the method include：By the mixing of cupric oxide powder, chromium oxide powder, calcium carbonate powder and Ludox
Thing is ground, then dry, roasting successively, wherein, the mol ratio of cupric oxide powder and chromium oxide powder
For 1.8-2.4:1, cupric oxide powder is 1-8 with the mol ratio of calcium carbonate powder:1, cupric oxide powder is molten with silicon
In glue, the mol ratio of silicon dioxide is 2-6:1.
According to method of the present invention, it is preferable that cupric oxide powder with the mol ratio of chromium oxide powder is
2-2.3:1, cupric oxide powder is 2-4 with the mol ratio of calcium carbonate powder:1, in cupric oxide powder and Ludox
The mol ratio of silicon dioxide is 3-4:1 such that it is able to further improve the activity and selectivity of catalyst.
According to method of the present invention, cupric oxide powder and chromium oxide powder can be that this area is conventional
Cupric oxide powder and chromium oxide powder, it is preferable that the particle diameter of cupric oxide powder is less than 100 mesh, chromium oxide
The particle diameter of powder is less than 100 mesh.
According to method of the present invention, calcium carbonate powder can be the conventional calcium carbonate powder in this area,
Preferably, calcium carbonate powder is nanoscale, it is highly preferred that the particle diameter of calcium carbonate powder is 40-60nm,
Due to CaCO3Crystal grain very little, is highly dispersed in catalyst, can prevent active substance Cu crystal grain
Assemble and grow up, for the heat stability for improving catalyst has good facilitation.
In the present invention, silicon oxide is added in catalyst in the form of colloidal sol, skeletal support can be played
Effect, it is possible to increase the specific surface area and pore passage structure of catalyst, so as to improving the activity of catalyst and selecting
Property.Wherein, Ludox can be this area routine Ludox, for example, can be acidic silicasol.
According to method of the present invention, the lapping mode can be the various Ginding process in this area, excellent
Elect ball milling as, it is highly preferred that the condition of the ball milling includes：Ratio of grinding media to material is 5-30：1, rotating speed is 100-800
Rev/min, the time is 1-48 hours, it is highly preferred that ratio of grinding media to material is 8-15：1, rotating speed turns for 300-500
/ point, the time is 6-12 hours, so that each component in catalyst equably mixes, and then
The activity and selectivity of catalyst can be significantly improved.
According to method of the present invention, the condition of the drying can be the various drying conditions in this area,
Can for example be to include：Baking temperature is 100-120 DEG C, and drying time is 10-20 hours.
According to method of the present invention, the condition of the roasting can be the various roasting conditions in this area,
Can for example include：Sintering temperature is 300-400 DEG C, and roasting time is 2-6 hours.
The present invention preparation method be solid phase method mechanically and chemically, one side catalyst components solid
Powder is further crushed under external force so that its surface area increases sharply and forms fine particle, together
When different material be able to reach on molecular scale and be fully contacted；Another aspect catalyst components particle exists
Deform upon under the static(al) shearing force collective effect of reaction, so as to produce a large amount of lattice defects, be conducive to increasing
Interaction in powerful catalyst between copper oxide and chromium oxide is improving the activity of catalyst.Although traditional
Liquid-phase coprecipitation can also realize mixing of the different component on molecular scale, but as external force is acted on very
It is little and be difficult to produce larger lattice defect, precipitation by metallic ion is there is likely to be in addition not exclusively or because sinking
Speed different and caused precursor constituent in shallow lake is uneven and particle agglomeration and cause under specific surface area
The shortcomings of drop.Therefore, the catalyst that prepared by the more existing coprecipitation of the method for the present invention has higher
Activity and selectivity.
The third aspect, present invention also offers the catalysis of the preparing furancarbinol from liquid-phase furol hydrogenation of said method preparation
Agent.
Fourth aspect, present invention also offers a kind of method of preparing furancarbinol from liquid-phase furol hydrogenation, the method bag
Include：Calcium oxide and above-mentioned catalyst are contacted with furfural carries out liquid phase Furfural hydrogenation to furfural alcohol reaction, instead
Condition is answered to include：Temperature is 180-200 DEG C, and Hydrogen Vapor Pressure is 5-8MPa, relative to 100mL furfurals,
Catalyst amount is 1-2g, Calcium Oxide Dosage is 0.1-0.2g.
Wherein, the concrete grammar of liquid phase Furfural hydrogenation to furfural alcohol reaction is the conventional method in this area, here
Repeat no more.
Embodiment 1
The present embodiment is used for the catalyst of the preparing furancarbinol from liquid-phase furol hydrogenation for illustrating the present invention and its preparation side
The method of method and preparing furancarbinol from liquid-phase furol hydrogenation.
(1) 30g CuO powder (particle diameter is less than 100 mesh), 26.1g Cr are weighed2O3(particle diameter is little for powder
In 100 mesh), (particle diameter is for the acidic silica gel of 25 weight % of 29.03g and 10.8g nano-calcium carbonates
40nm) it is positioned in ball grinder, is 400 revs/min in rotating speed, ratio of grinding media to material is 15:Under 1 ball milling condition,
Ball milling 12 hours, takes out mixture, 120 DEG C of dryings 12 hours, then 350 DEG C of roastings in Muffle furnace
4 hours, CuO and Cr in obtained catalyst2O3Mol ratio be 2.2：1, CuO and SiO2's
Mol ratio is 3.1：1, CuO and CaCO3Mol ratio be 3.5：1.
(2) the 3.5g catalyst and 300 milliliters of furfurals are added in autoclave simultaneously, adds 0.4g
CaO, reaction temperature be 200 DEG C, Hydrogen Vapor Pressure be 7.5MPa under conditions of carry out furfural liquid-phase hydrogenatin
Furfuryl alcohol processed, furfural conversion ratio are 100%, and furfuryl alcohol selectivity is 99.52%.
Embodiment 2
The present embodiment is used for the catalyst of the preparing furancarbinol from liquid-phase furol hydrogenation for illustrating the present invention and its preparation side
The method of method and preparing furancarbinol from liquid-phase furol hydrogenation.
(1) 30g CuO powder (particle diameter is less than 90 mesh), 28.7g Cr are weighed2O3(particle diameter is little for powder
In 95 mesh), the acidic silica gel of 25 weight % of 22.7g and 18.8g nano-calcium carbonates (particle diameter is 40nm)
It is positioned in ball grinder, is 300 revs/min in rotating speed, ratio of grinding media to material is 8:Under 1 ball milling condition, ball milling 6
Hour, mixture is taken out, 120 DEG C of dryings 12 hours are then little in 350 DEG C of roastings 4 in Muffle furnace
When, CuO and Cr in obtained catalyst2O3Mol ratio be 2：1, CuO and SiO2Mol ratio
It is 4：1, CuO and CaCO3Mol ratio be 2：1.
(2) the 3.5g catalyst and 300 milliliters of furfurals are added in autoclave simultaneously, adds 0.4g
CaO, reaction temperature be 200 DEG C, Hydrogen Vapor Pressure be 7.5MPa under conditions of carry out furfural liquid-phase hydrogenatin
Furfuryl alcohol processed, furfural conversion ratio are 100%, and furfuryl alcohol selectivity is 99.42%.
Embodiment 3
The present embodiment is used for the catalyst of the preparing furancarbinol from liquid-phase furol hydrogenation for illustrating the present invention and its preparation side
The method of method and preparing furancarbinol from liquid-phase furol hydrogenation.
(1) 30g CuO powder (particle diameter is less than 90 mesh), 24.9g Cr are weighed2O3(particle diameter is little for powder
In 95 mesh), the acidic silica gel of 25 weight % of 25.2g and 9.4g nano-calcium carbonates (particle diameter is 40nm)
It is positioned in ball grinder, is 500 revs/min in rotating speed, ratio of grinding media to material is 10:Under 1 ball milling condition, ball milling
10 hours, take out mixture, 120 DEG C of dryings 12 hours, then in 350 DEG C of roastings 4 in Muffle furnace
Hour, CuO and Cr in obtained catalyst2O3Mol ratio be 2.3：1, CuO and SiO2Rub
Your ratio is 3.6：1, CuO and CaCO3Mol ratio be 4：1.
(2) the 3.5g catalyst and 300 milliliters of furfurals are added in autoclave simultaneously, adds 0.4g
CaO, reaction temperature be 200 DEG C, Hydrogen Vapor Pressure be 7.5MPa under conditions of carry out furfural liquid-phase hydrogenatin
Furfuryl alcohol processed, furfural conversion ratio are 100%, and furfuryl alcohol selectivity is 99.38%.
Embodiment 4
The present embodiment is used for the catalyst of the preparing furancarbinol from liquid-phase furol hydrogenation for illustrating the present invention and its preparation side
The method of method and preparing furancarbinol from liquid-phase furol hydrogenation.
Method according to embodiment 1 prepares catalyst and carries out preparing furancarbinol from liquid-phase furol hydrogenation, except for the difference that,
The consumption of CuO powder is 30g, Cr2O3The consumption of powder is 31.8g, the acidic silica gel of 25 weight %
Consumption is 45.3g, and the consumption of nano-calcium carbonate is 37.7g, CuO and Cr in obtained catalyst2O3
Mol ratio be 1.8：1, CuO and SiO2Mol ratio be 2：1, CuO and CaCO3Mol ratio
For 1：1.Furfural conversion ratio is 98%, and furfuryl alcohol selectivity is 98.07%.
Embodiment 5
The present embodiment is used for the catalyst of the preparing furancarbinol from liquid-phase furol hydrogenation for illustrating the present invention and its preparation side
The method of method and preparing furancarbinol from liquid-phase furol hydrogenation.
Method according to embodiment 1 prepares catalyst and carries out preparing furancarbinol from liquid-phase furol hydrogenation, except for the difference that,
The consumption of CuO powder is 30g, Cr2O3The consumption of powder is 23.9g, the acidic silica gel of 25 weight %
Consumption is 15.1g, and the consumption of nano-calcium carbonate is 4.7g, CuO and Cr in obtained catalyst2O3's
Mol ratio is 2.4：1, CuO and SiO2Mol ratio be 6：1, CuO and CaCO3Mol ratio be
8：1.Furfural conversion ratio is 98.6%, and furfuryl alcohol selectivity is 96.02%.
Embodiment 6
The present embodiment is used for the catalyst of the preparing furancarbinol from liquid-phase furol hydrogenation for illustrating the present invention and its preparation side
The method of method and preparing furancarbinol from liquid-phase furol hydrogenation.
Method according to embodiment 1 prepares catalyst and carries out preparing furancarbinol from liquid-phase furol hydrogenation, except for the difference that,
The condition of ball milling is：Ratio of grinding media to material is 5：1, rotating speed is 150 revs/min, and the time is 1 hour, and furfural turns
Rate is 98.5%, and furfuryl alcohol selectivity is 97.63%.
Embodiment 7
The present embodiment is used for the catalyst of the preparing furancarbinol from liquid-phase furol hydrogenation for illustrating the present invention and its preparation side
The method of method and preparing furancarbinol from liquid-phase furol hydrogenation.
Method according to embodiment 1 prepares catalyst and carries out preparing furancarbinol from liquid-phase furol hydrogenation, except for the difference that,
Not by the way of ball milling, but strength mechanical agitation mode is adopted by CuO powder, Cr2O3Powder,
Acidic silica gel and nano-calcium carbonate are mixed, and furfural conversion ratio is 95%, and furfuryl alcohol selectivity is 96.13%.
The catalyst of the preparing furancarbinol from liquid-phase furol hydrogenation prepared using the method for the present invention has greater activity
And selectivity, it is 200 DEG C in reaction temperature, under conditions of pressure is 7.5MPa, furfural conversion ratio is
>=95%, furfuryl alcohol selectivity >=96%, and the method for preparing catalyst is simple, it is easy to operate, catalyst performance
Can be repeated preferable, easily realize that industry amplification is applied, in catalyst preparation process, will not also produce
The waste water of pollution environment, waste gas, are a kind of production technologies of green cleaning.
By embodiment 1 as can be seen that cupric oxide powder and chromium oxide powder rub compared with embodiment 4-5
You are than being 2-2.3:1, cupric oxide powder is 2-4 with the mol ratio of calcium carbonate powder:1, cupric oxide powder with
In Ludox, the mol ratio of silicon dioxide is 3-4:1, can further improve the activity of the catalyst of preparation
And selectivity.
By embodiment 1 compared with Example 6 as can be seen that the condition of the ball milling includes：Ratio of grinding media to material is
8-15：1, rotating speed is 300-500 rev/min, when the time is 6-12 hours, can further improve preparation
Catalyst activity and selectivity.
By embodiment 1 compared with Example 7 as can be seen that the lapping mode be ball milling when, Neng Goujin
One step improves the activity and selectivity of the catalyst for preparing.
The preferred embodiment of the present invention described in detail above, but, the present invention is not limited to above-mentioned reality
The detail in mode is applied, in the range of the technology design of the present invention, can be to the technical side of the present invention
Case carries out various simple variants, and these simple variants belong to protection scope of the present invention.
It is further to note that each particular technique described in above-mentioned specific embodiment is special
Levy, in the case of reconcilable, can be combined by any suitable means, in order to avoid need not
The repetition wanted, the present invention are no longer separately illustrated to various possible compound modes.
Additionally, combination in any between a variety of embodiments of the present invention, can also be carried out, as long as its
Without prejudice to the thought of the present invention, which should equally be considered as content disclosed in this invention.
Claims (12)
1. a kind of catalyst of preparing furancarbinol from liquid-phase furol hydrogenation, it is characterised in that the catalyst contains aerobic
Change copper, chromium oxide, Calcium Carbonate and silicon dioxide, copper oxide is 1.8-2.4 with the mol ratio of chromium oxide:1,
Copper oxide is 1-8 with the mol ratio of Calcium Carbonate:1, copper oxide is 2-6 with the mol ratio of silicon dioxide:1.
2. catalyst according to claim 1, wherein, copper oxide with the mol ratio of chromium oxide is
2-2.3:1, copper oxide is 2-4 with the mol ratio of Calcium Carbonate:1, copper oxide with the mol ratio of silicon dioxide is
3-4:1。
3. a kind of preparation method of the catalyst of preparing furancarbinol from liquid-phase furol hydrogenation, it is characterised in that the party
Method includes：The mixture of cupric oxide powder, chromium oxide powder, calcium carbonate powder and Ludox is ground
Mill, then dry, roasting successively, wherein, cupric oxide powder is 1.8-2.4 with the mol ratio of chromium oxide powder:1,
Cupric oxide powder is 1-8 with the mol ratio of calcium carbonate powder:1, titanium dioxide in cupric oxide powder and Ludox
The mol ratio of silicon is 2-6:1.
4. method according to claim 3, wherein, cupric oxide powder is rubbed with chromium oxide powder
You are than being 2-2.3:1, cupric oxide powder is 2-4 with the mol ratio of calcium carbonate powder:1, cupric oxide powder with
In Ludox, the mol ratio of silicon dioxide is 3-4:1.
5. method according to claim 3, wherein, the particle diameter of cupric oxide powder is less than 100 mesh,
The particle diameter of chromium oxide powder is less than 100 mesh, and the particle diameter of calcium carbonate powder is nanoscale,
Preferably, the particle diameter of calcium carbonate powder is 40-60nm.
6. method according to claim 3, wherein, the Ludox is acidic silicasol.
7. method according to claim 3, wherein, the lapping mode is ball milling.
8. method according to claim 7, wherein, the condition of the ball milling includes：Ratio of grinding media to material
For 5-30：1, rotating speed is 100-800 rev/min, and the time is 1-48 hours,
Preferably, ratio of grinding media to material is 8-15：1, rotating speed is 300-500 rev/min, and the time is 6-12 hours.
9. the method according to any one in claim 3-6, wherein, the condition of the drying
Including：Baking temperature is 100-120 DEG C, and drying time is 10-20 hours.
10. the method according to any one in claim 3-6, wherein, the condition of the roasting
Including：Sintering temperature is 300-400 DEG C, and roasting time is 2-6 hours.
The preparing furancarbinol from liquid-phase furol hydrogenation that in 11. claim 3-10 prepared by any one methods described
Catalyst.
A kind of 12. methods of preparing furancarbinol from liquid-phase furol hydrogenation, it is characterised in that the method includes：By oxygen
Catalyst described in change calcium and claim 11 is contacted with furfural and carries out preparing furancarbinol from liquid-phase furol hydrogenation reaction,
Reaction condition includes：Temperature is 180-200 DEG C, and Hydrogen Vapor Pressure is 5-8MPa, relative to 100mL brans
Aldehyde, catalyst amount is 1-2g, Calcium Oxide Dosage is 0.1-0.2g.
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| CN110871085A (en) * | 2018-08-30 | 2020-03-10 | 淄博张店东方化学股份有限公司 | Supported catalyst for preparing furfuryl alcohol by catalytic hydrogenation of furfural and preparation method and application thereof |
| CN110871085B (en) * | 2018-08-30 | 2022-11-29 | 淄博张店东方化学股份有限公司 | Supported catalyst for preparing furfuryl alcohol by catalytic hydrogenation of furfural and preparation method and application thereof |
| CN110734416A (en) * | 2019-10-10 | 2020-01-31 | 陕西师范大学 | method for preparing furfuryl alcohol by furfural liquid-phase catalytic hydrogenation |
| CN110734416B (en) * | 2019-10-10 | 2022-12-27 | 陕西师范大学 | Method for preparing furfuryl alcohol by furfural liquid-phase catalytic hydrogenation |
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