CN111744553A - Zirconium dodecylbenzenesulfonate catalyst and its application in furfuryl alcohol alcoholysis - Google Patents

Abstract

The invention discloses a zirconium dodecylbenzenesulfonate catalyst and its application in the alcoholysis reaction of furfuryl alcohol, and belongs to the technical field of biomass catalytic conversion. The catalyst prepared by the invention has simple synthesis steps, the used raw materials are cheap and easy to obtain, the obtained catalyst itself carries a large number of Bronsted acid acid sites and Lewis acid acid sites, and can efficiently catalyze the conversion of furfuryl alcohol into different acetylpropanols acid alkyl ester. At the same time, the catalyst prepared by the present invention is easy to separate after reaction, can be reused, and meets the requirements of green and sustainable development.

Description

Zirconium dodecylbenzenesulfonate catalyst and its application in furfuryl alcohol alcoholysis

technical field

The invention relates to a zirconium dodecylbenzenesulfonate catalyst and its application in the alcoholysis reaction of furfuryl alcohol, and belongs to the technical field of biomass catalytic conversion.

Background technique

Due to the reduction of fossil energy and the growth of energy demand, in the future we will face severe challenges brought by global warming and the energy and environmental problems brought about by global warming. Therefore, in recent years, a lot of research has been devoted to finding new renewable energy that can be effectively converted and utilized. From the current research, biomass seems to be a good substitute for fossil energy. Because of its cheap price, abundant and easy availability of raw materials, the conversion of lignocellulosic biomass to specialty chemical products including biofuels has attracted widespread attention worldwide. .

Among various high-value organic chemicals derived from biomass, alkyl levulinate is a series of short-chain compounds and biomass platform chemicals, mainly including methyl and ethyl levulinate with ester and carbonyl groups , isopropyl and n-butyl. Alkyl levulinates have many applications in industry, including diesel fuels, resins, cancer treatments, herbicides, fragrances, and more. Due to the functional groups such as ester group and carbonyl group, alkyl levulinate can also undergo reactions such as substitution, addition, condensation, hydrolysis, etc., and can be converted into a variety of high value-added chemicals.

At present, there are three main ways to produce alkyl levulinate: (1) synthesis from levulinate esterification; (2) direct alcoholysis of biomass; (3) alcoholysis of furfuryl alcohol. Among them, catalysts commonly used in the reaction of catalyzing furfuryl alcohol into alkyl levulinate include ion exchange resins, ionic liquids, supported heteropolyacids, metal oxides, organic-inorganic hybrid solid acids and various zeolites as raw materials. catalyst. For example, Song Daiyu et al. synthesized a series of arylsulfonic acid-functionalized hollow mesoporous carbon sphere catalysts. The catalyst yielded about 80% ethyl levulinate under the optimal reaction conditions, but there were also catalyst preparations. Cumbersome shortcomings; Zahra Mohammadbagheri et al. synthesized a series of modified dendritic fiber nano-silica catalysts, the yield of n-hexyl levulinate is about 93% under the optimal reaction conditions, but there is also the disadvantage of cumbersome catalyst preparation ; Shyam Sunder R. Gupta et al. synthesized a sulfonic acid-functionalized UiO-66(Hf) catalyst, the yield of which was about 88% under the optimal reaction conditions of isopropyl levulinate, and this method was cumbersome to prepare the catalyst. , the disadvantage of expensive raw materials used in the preparation process.

It can be seen that although some catalysts have been developed for the alcoholysis of furfuryl alcohol to prepare alkyl levulinate, there are still many shortcomings to be overcome, such as tedious synthesis process, expensive precious metal raw materials, etc. Specific to the reaction of furfuryl alcohol alcoholysis, there are also disadvantages such as too high reaction temperature, longer reaction time, lower selectivity and yield of target product.

SUMMARY OF THE INVENTION

[technical problem]

At present, some catalysts have been developed for the alcoholysis of furfuryl alcohol to prepare alkyl levulinate, but these catalysts have problems such as complicated synthesis process and expensive precious metal raw materials. Specifically in the alcoholysis reaction of furfuryl alcohol, there are disadvantages such as excessively high reaction temperature, long reaction time, low selectivity and yield of the target product.

[Technical solutions]

In view of the above problems, in the present invention, the surfactant sodium dodecylbenzene sulfonate is selected as the ligand for the first time, and the sulfonic acid group on the benzene ring is coordinated with the zirconium by the co-precipitation method, and this structure can provide the acidity necessary for the reaction. Compared with other catalysts that have been reported, the catalyst zirconium dodecylbenzenesulfonate (Zr-DBS) prepared by the present invention has abundant and readily available raw materials, simple preparation process without excessive energy consumption, non-toxic solvent and low energy consumption. Advantages such as low price.

The invention provides a kind of zirconium dodecylbenzenesulfonate catalyst, the catalyst takes sodium dodecylbenzenesulfonate and zirconium salt as raw materials, and the molar ratio of sodium dodecylbenzenesulfonate and zirconium salt is ( 0.25 to 1): 1.

The invention provides a method for preparing a zirconium dodecylbenzenesulfonate catalyst. The method comprises the following steps of: adding a zirconium salt solution dropwise to a sodium dodecylbenzenesulfonate solution, mixing and stirring for reaction; The mixture was washed and dried to obtain the catalyst zirconium dodecylbenzenesulfonate (Zr-DBS).

In one embodiment of the present invention, the zirconium salt solution used in the method is a ZrOCl ₂ solution.

In an embodiment of the present invention, in the method, sodium dodecylbenzenesulfonate and zirconium in the zirconium salt solution are mixed according to a molar ratio of (0.25-1):1.

In an embodiment of the present invention, in the method, the sodium dodecylbenzene sulfonate and the zirconium in the zirconium salt solution are mixed at a molar ratio of 0.5:1.

In an embodiment of the present invention, after the zirconium salt solution and the sodium dodecylbenzenesulfonate solution are mixed in the method, the mixture is continuously stirred at room temperature for 3-6 hours, and then left to age for 3-6 hours.

In an embodiment of the present invention, in the method, after the reaction is completed, the mixture is subjected to atmospheric pressure suction filtration, and the filter residue is washed with deionized water for 3 to 5 times, and ethanol is used for 3 to 5 times. Dry in a drying oven overnight to obtain the catalyst Zr-DBS.

The present invention provides a method for catalyzing the alcoholysis of furfuryl alcohol to alkyl levulinate. The method uses the above-mentioned zirconium dodecylbenzenesulfonate as a catalyst.

In one embodiment of the present invention, the method for catalyzing the alcoholysis of furfuryl alcohol to alkyl levulinate, the specific method is as follows: using furfuryl alcohol as a substrate, using zirconium dodecylbenzenesulfonate as a catalyst, the catalyst and The mass ratio of furfuryl alcohol is (0.5～2.0):1, and the reaction is stirred at 120～160° C. for 1～4h.

In an embodiment of the present invention, any one of C1-C4 unit alcohols is used as a solvent in the method for catalyzing the alcoholysis of furfuryl alcohol to alkyl levulinate.

In one embodiment of the present invention, in the method for catalyzing the alcoholysis of furfuryl alcohol to alkyl levulinate, ethanol is used as a solvent.

In one embodiment of the present invention, in the method for catalyzing the alcoholysis of furfuryl alcohol to alkyl levulinate, the mass ratio of catalyst and furfuryl alcohol is 1:2.

The invention provides the above-mentioned zirconium dodecylbenzenesulfonate catalyst, a method for preparing the catalyst, and the application of the method for catalyzing the conversion of furfuryl alcohol into alkyl levulinate in the fields of synthesizing fragrance, food and energy.

[Beneficial effect]

(1) the present invention adopts surfactant sodium dodecylbenzenesulfonate and zirconium salt to prepare catalyst Zr-DBS for the first time, and it is used for furfuryl alcohol alcoholysis to be biomass derivative alkyl levulinate, prepared by the present invention The catalyst raw materials are easily available and cheap, the preparation conditions are mild and the preparation efficiency is relatively high, and the yield is between 50% and 70%;

(2) the catalyst preparation process of the present invention is simple, and the catalyst is a heterogeneous catalyst, which is easy to separate after the reaction, and conforms to the green sustainable development strategy;

(3) the reaction conditions that the present invention catalyzes the conversion of carbonyl compound into alcohol is relatively mild, the reaction temperature is between 393K-433K, the reaction time is 1-4h, and the catalyzed furfuryl alcohol is converted into alkyl levulinate with high yield, and rate of more than 63%. For example, when catalyzing furfuryl alcohol to prepare ethyl levulinate, the yield of ethyl levulinate can reach 95.27% at a temperature of 413K for 2 hours; when catalyzing furfuryl alcohol to prepare methyl levulinate, reacting at 433K temperature for 2 hours, levulinate The yield of methyl acid can reach 89.76%.

Description of drawings

FIG. 1 is the XRD spectrum of Zr-DBS (1:2) in Example 2.

Fig. 2 is the scanning electron microscope pattern of Zr-DBS (1:2) in Example 2.

3 is a transmission electron microscope pattern of Zr-DBS (1:2) in Example 2.

Detailed ways

The embodiments of the present invention will be described in detail below with reference to the examples, but those skilled in the art will understand that the following examples are only used to illustrate the present invention, and should not be regarded as limiting the scope of the present invention.

The yield of ethyl levulinate and the conversion of furfuryl alcohol were determined by gas chromatography:

The parameters of the gas chromatograph are set as follows: the oven temperature is 280°C, the detector temperature is 300°C, and the auxiliary I temperature is 300°C. Each injection is 0.3 μL.

Example 1 Synthesis catalyst Zirconium dodecylbenzenesulfonate (Zr-DBS)

Zr-DBS catalyst is synthesized according to the following steps:

Get ^0.652g of zirconium oxychloride and 0.396g of sodium dodecylbenzene sulfonate and add water to prepare the zirconium oxychloride solution with a concentration of 0.08mol L-1 and a sodium dodecylbenzene sulfonate with a concentration of 0.04mol L ^-1 respectively. solution, the sodium dodecylbenzenesulfonate solution and the zirconium oxychloride solution are respectively 1:1, 1:2, 1:3, Mixing at 1:4, the mixture was continuously stirred for 5 hours at room temperature, and allowed to stand for aging for 5 hours. After stirring, the mixture was subjected to atmospheric pressure suction filtration, and the filter residue was washed with deionized water for 5 times and ethanol for 5 times. After drying in a drying oven overnight, the yield of catalyst Zr-DBS (1:1) was 53.67%, the yield of Zr-DBS (1:2) was 68.92%, the yield of Zr-DBS (1:3) was 60.34%, The yield of Zr-DBS (1:4) was 62.32%.

m (catalyst obtained after vacuum drying): the quality of the catalyst obtained after vacuum drying;

m (sodium dodecylbenzenesulfonate + zirconium oxychloride): the sum of the mass of the raw materials sodium dodecylbenzenesulfonate and zirconium oxychloride used for preparing the catalyst.

Example 2

(1) take by weighing 0.1g furfuryl alcohol, the catalyst Zr-DBS (1:2) prepared in the embodiment 1 of 200mg joins in the reactor that fills 10mL ethanol;

(2) The above reactors were placed in an oil bath at 140°C and stirred for 2h and 3h respectively. After the reaction was completed and cooled, 0.3 μL of the post-reaction solution was taken to measure the yield of ethyl levulinate and the conversion of furfuryl alcohol with a gas chromatograph. The conversion rate of furfuryl alcohol was 97.82% and the yield of ethyl levulinate was 92.17% after stirring and reacting in an oil bath at 140 °C for 2 h; The conversion was 99.9% and the yield of ethyl levulinate was 93.46%.

The catalyst Zr-DBS (1:2) used in this example was tested by XRD, and the scanning electron microscope image and the transmission electron microscope image were taken.

FIG. 1 is the XRD spectrum of Zr-DBS (1:2) in Example 2. Fig. 2 is the scanning electron microscope pattern of Zr-DBS (1:2) in Example 2. 3 is a transmission electron microscope pattern of Zr-DBS (1:2) in Example 2. It can be seen from Figure 1 that Zr-DBS is an amorphous amorphous structure. From Figure 2 and Figure 3, it can be seen that the catalyst is porous and has no uniform shape. There are many voids between the particles, and the particles are nano-sized.

Example 3

(1) take by weighing 0.1g furfuryl alcohol, the catalyst Zr-DBS (1:2) prepared in the embodiment 1 of 200mg joins in the reactor that fills 10mL ethanol;

(2) The above reactors were placed in an oil bath at 150°C and stirred for 2h and 3h respectively. After the reaction was completed and cooled, 0.3 μL of the post-reaction solution was taken to measure the yield of ethyl levulinate and the conversion of furfuryl alcohol with a gas chromatograph. The conversion rate of furfuryl alcohol was 98.83% and the yield of ethyl levulinate was 95.27% after stirring and reacting in an oil bath at 150 °C for 2 h; The conversion was 99.9% and the yield of ethyl levulinate was 95.3%.

Example 4

(1) take by weighing 0.1g furfuryl alcohol, the catalyst Zr-DBS (1:2) prepared in the embodiment 1 of 200mg joins in the reactor that fills 10mL ethanol;

(2) The above reactors were placed in an oil bath at 160°C and stirred for 3h and 4h respectively. After the reaction was completed and cooled, 0.3 μL of the post-reaction solution was taken to measure the yield of ethyl levulinate and the conversion of furfuryl alcohol with a gas chromatograph. The conversion rate of furfuryl alcohol was 99.9% and the yield of ethyl levulinate was 97.9% after stirring and reacting in an oil bath at 160 °C for 3 h; The conversion was 99.9% and the yield of ethyl levulinate was 99.37%.

Example 5

(1) take by weighing 0.1g furfuryl alcohol, the catalyst Zr-DBS (1:2) prepared in the embodiment 1 of 200mg joins in the reactor that fills 10mL ethanol;

(2) The above reactor was placed in an oil bath at 120°C and stirred for 2h and 3h. After the reaction was cooled, 0.3 μL of the post-reaction solution was taken to measure the yield of ethyl levulinate and the conversion of furfuryl alcohol with a gas chromatograph. , the conversion rate of furfuryl alcohol was 67.38% and the yield of ethyl levulinate was 60.6% by stirring and reacting in an oil bath at 120°C for 2h; the conversion rate of furfuryl alcohol was obtained by stirring and reacting in an oil bath at 120°C for 3h. 83.34%, the yield of ethyl levulinate is 78.59%.

Example 6

(1) take by weighing 0.1g furfuryl alcohol, the catalyst Zr-DBS (1:2) prepared in the embodiment 1 of 200mg joins in the reactor that fills 10mL ethanol;

(2) The above reactor was placed in an oil bath at 130°C and stirred for 1h, 2h and 3h. After the reaction was completed and cooled, 0.3 μL of the post-reaction solution was taken to measure the yield of ethyl levulinate and the content of furfuryl alcohol with a gas chromatograph. The conversion rate, the conversion rate of furfuryl alcohol was 82.23% and the yield of ethyl levulinate was 74.74% by stirring and reacting in an oil bath at 130 °C for 1 h; the conversion of furfuryl alcohol was obtained by stirring and reacting in an oil bath at 130 °C for 2 hours. The yield was 91.75%, and the yield of ethyl levulinate was 89.5%; the conversion of furfuryl alcohol was 94.1% and the yield of ethyl levulinate was 91.31% by stirring the reaction in an oil bath at 130°C for 3 hours.

Example 7

(1) take by weighing 0.1g furfuryl alcohol, the catalyst Zr-DBS (1:2) prepared in the embodiment 1 of 200mg joins in the reactor that fills 10mL methanol;

(2) The above-mentioned reactor was placed in an oil bath at 160°C and stirred for 2 hours. After the reaction was cooled, 0.3 μL of the post-reaction solution was taken to measure the yield of methyl levulinate and the conversion rate of furfuryl alcohol with a gas chromatograph to obtain The conversion of furfuryl alcohol was 96.2%, and the yield of methyl levulinate was 89.8%.

Example 8

(1) take by weighing 0.1g furfuryl alcohol, the catalyst Zr-DBS (1:2) prepared in the embodiment 1 of 200mg joins in the reactor that fills 10mL isopropanol;

(2) The above-mentioned reactor was placed in an oil bath at 160°C and stirred for 2 hours. After the reaction was cooled, 0.3 μL of the post-reaction solution was taken to measure the yield of isopropyl levulinate and the conversion rate of furfuryl alcohol with a gas chromatograph. The conversion of furfuryl alcohol was 73.4%, and the yield of isopropyl levulinate was 63.8%.

Example 9

(1) take by weighing 0.1g furfuryl alcohol, the catalyst Zr-DBS (1:2) prepared in the embodiment 1 of 200mg joins in the reactor that fills 10mL n-butanol;

(2) The above-mentioned reactor was placed in an oil bath at 160°C and stirred for 2 hours. After the reaction was cooled, 0.3 μL of the post-reaction solution was taken to measure the yield of n-butyl levulinate and the conversion of furfuryl alcohol by gas chromatography. The conversion rate of furfuryl alcohol was 81.7%, and the yield of n-butyl levulinate was 80.9%.

Example 10

(1) Weigh 0.1 g of furfuryl alcohol, 200 mg of catalysts Zr-DBS (1:1), Zr-DBS (1:2), Zr-DBS (1:3), Zr-DBS (1:1) prepared in Example 1 : 4) join in the reactor that fills 10mL ethanol;

(2) The above reactors were placed in an oil bath at 160°C and stirred for 2 h. After the reaction was cooled, 0.3 μL of the post-reaction solution was taken to measure the yield of ethyl levulinate and the conversion of furfuryl alcohol with a gas chromatograph. The conversion rate of furfuryl alcohol was 99% with Zr-DBS (1:1) as catalyst, and the yield of ethyl levulinate was 81.85%; the conversion rate of furfuryl alcohol obtained with Zr-DBS (1:2) as catalyst was 99% %, the yield of ethyl levulinate was 97.86%; the conversion rate of furfuryl alcohol was 97.62% with Zr-DBS (1:3) as catalyst, and the yield of ethyl levulinate was 88.02%; (1:4) is the catalyst to obtain furfuryl alcohol with a conversion rate of 97.99% and a yield of ethyl levulinate with a yield of 94.62%.

Example 11

(1) Centrifuge the post-reacted solution in Example 3 to obtain used Zr-DBS (1:2), wash with ethanol for several times and place it in a 60°C vacuum drying oven to dry for 14h and then take 200 mg and continue to add 0.1 g of furfuryl alcohol and 10 mL of ethanol in the reactor.

(2) The above reactors were placed in an oil bath at 150°C and stirred for 2 hours. After the reaction was cooled, 0.3 μL of the post-reaction solution was taken to measure the yield of ethyl levulinate and the conversion of furfuryl alcohol by gas chromatography. The conversion rate of furfuryl alcohol was 95.67%, and the yield of ethyl levulinate was 91.34%.

Example 12

(1) Centrifuge the post-reacted solution in Example 11 to obtain used Zr-DBS (1:2), wash it with ethanol for several times, place it in a 60°C vacuum drying oven to dry for 14 hours, and take 200 mg of it and add it to a 0.1 g of furfuryl alcohol and 10 mL of ethanol in the reactor.

(2) The above reactors were placed in an oil bath at 150°C and stirred for 2 hours. After the reaction was cooled, 0.3 μL of the post-reaction solution was taken to measure the yield of ethyl levulinate and the conversion of furfuryl alcohol by gas chromatography. The conversion of furfuryl alcohol was 94.11%, and the yield of ethyl levulinate was 88.24%.

Example 13

(1) Centrifuge the post-reacted solution in Example 12 to obtain used Zr-DBS (1:2), wash it with ethanol for several times, place it in a 60°C vacuum drying oven to dry for 14 hours, take 200 mg and continue to add it to a 0.1 g of furfuryl alcohol and 10 mL of ethanol in the reactor.

(2) The above reactors were placed in an oil bath at 150°C and stirred for 2 hours. After the reaction was cooled, 0.3 μL of the post-reaction solution was taken to measure the yield of ethyl levulinate and the conversion of furfuryl alcohol by gas chromatography. The conversion of furfuryl alcohol was 92.76%, and the yield of ethyl levulinate was 84.32%.

Comparative Example 1

Zr-DS catalyst is synthesized according to the following steps:

Take 0.652g of zirconium oxychloride and 0.335g of sodium dodecyl sulfate, add water, and prepare a zirconium oxychloride solution with a concentration of 0.08mol L ^-1 and a sodium dodecyl sulfate solution with a concentration of 0.04mol L ^-1 , respectively. The sodium dodecyl sulfate solution and the zirconium oxychloride solution were mixed, and the mixture was continuously stirred at room temperature for 5 hours, and then allowed to stand for aging for 5 hours. After stirring, the mixture was subjected to atmospheric pressure suction filtration, and the filter residue was washed with deionized water for 5 times and washed with ethanol. The filter residue was filtered 5 times, and the washed filter residue was dried in a vacuum drying oven overnight to obtain the catalyst Zr-DS.

Catalytic furfuryl alcohol alcoholysis:

(1) take by weighing 0.1g furfuryl alcohol, the catalyst Zr-DS prepared by this comparative example of 200mg joins in the reactor that fills 10mL ethanol;

(2) The above reactor was placed in an oil bath at 150°C and stirred for 2 hours. After the reaction was cooled, 0.3 μL of the post-reaction solution was taken to measure the yield of ethyl levulinate and the conversion of furfuryl alcohol by gas chromatography. The conversion of furfuryl alcohol was 96.75% and the yield of ethyl levulinate was 58.92% after stirring and reacting in an oil bath at 150°C for 2 hours.

Comparative Example 2

(1) take by weighing 0.1g furfural, the catalyst Zr-DBS (1:2) prepared in the embodiment 1 of 100mg joins in the reactor that fills 5mL ethanol;

(2) The above reactor was placed in an oil bath at 160°C and stirred for 0.5h. After the reaction was cooled, a small amount of the post-reaction solution was taken to measure the yield of ethyl levulinate and the conversion rate of furfuryl alcohol by GC to obtain the conversion of furfuryl alcohol. The yield was 21.31%, and the yield of ethyl levulinate was 14.64%.

Comparative Example 3

(1) take by weighing 0.1g furfuryl alcohol, the sodium dodecylbenzenesulfonate of 200mg joins in the reactor that fills 10mL ethanol;

(2) The above reactor was placed in an oil bath at 150°C and stirred for 2 hours. After the reaction was cooled, 0.3 μL of the post-reaction solution was taken to measure the yield of ethyl levulinate and the conversion rate of furfuryl alcohol by gas chromatography to obtain furfuryl alcohol. The conversion was 6.3% and the yield of ethyl levulinate was 0.97%.

Comparative Example 4

(1) take by weighing 0.1g furfuryl alcohol, the sodium lauryl sulfate of 200mg joins in the reactor that fills 10mL ethanol;

(2) The above reactor was placed in an oil bath at 150°C and stirred for 2 hours. After the reaction was cooled, 0.3 μL of the post-reaction solution was taken to measure the yield of ethyl levulinate and the conversion rate of furfuryl alcohol by gas chromatography to obtain furfuryl alcohol. The conversion was 10.72% and the yield of ethyl levulinate was 1.63%.

Although the present invention has been disclosed above with preferred embodiments, it is not intended to limit the present invention. Anyone who is familiar with this technology can make various changes and modifications without departing from the spirit and scope of the present invention. Therefore, The protection scope of the present invention should be defined by the claims.

Claims (10)

1. a zirconium dodecylbenzenesulfonate catalyst, is characterized in that, described catalyzer is raw material with sodium dodecylbenzenesulfonate and zirconium salt, the mol ratio of sodium dodecylbenzenesulfonate and zirconium salt It is (0.25～1):1. 2. a method for preparing the described zirconium dodecylbenzenesulfonate catalyst of claim 1, it is characterized in that, described method is: zirconium salt solution is dripped in sodium dodecylbenzenesulfonate solution and mixed and stirred The reaction is carried out, and after the reaction is completed, the mixture is washed and dried to obtain the catalyst zirconium dodecylbenzenesulfonate. 3. The method according to claim 2, wherein the zirconium salt solution is a ZrOCl ₂ solution. 4 . The method according to claim 2 , wherein the sodium dodecylbenzene sulfonate and the zirconium salt in the zirconium salt solution are mixed according to a molar ratio of (0.25-1):1. 5 . 5 . The method according to claim 2 , wherein after the zirconium salt solution is mixed with the sodium dodecylbenzenesulfonate solution, the mixture is continuously stirred at room temperature for 3 to 6 hours, and then left to stand for aging for 3 to 6 hours. 6 . 6. a method for catalyzing furfuryl alcohol alcoholysis to alkyl levulinate, is characterized in that, with the zirconium dodecylbenzenesulfonate in claim 1 as catalyst. 7. method according to claim 6 is characterized in that, with furfuryl alcohol as substrate, with zirconium dodecylbenzenesulfonate as catalyst, the mass ratio of catalyst and furfuryl alcohol is (0.5～2.0): 1, at 120 The reaction was stirred at ~160°C for 1 ~ 4h. 8. The method according to claim 6, characterized in that, in the method for catalyzing the alcoholysis of furfuryl alcohol to alkyl levulinate, any one of the unit alcohols of C1-C4 is used as a solvent. 9 . The method according to claim 6 , wherein, in the method for catalyzing the alcoholysis of furfuryl alcohol to alkyl levulinate, ethanol is used as a solvent. 10 . 10. The zirconium dodecylbenzenesulfonate catalyst according to claim 1, the method for preparing a catalyst according to any one of claims 2 to 5, or the catalyst according to any one of claims 5 to 9 Application of the method for converting furfuryl alcohol into alkyl levulinate in the fields of synthetic fragrance, food and energy.

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