CN111905805B - Eutectic solvent, carbon quantum dot, preparation method and application - Google Patents

Eutectic solvent, carbon quantum dot, preparation method and application Download PDF

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CN111905805B
CN111905805B CN202010802252.1A CN202010802252A CN111905805B CN 111905805 B CN111905805 B CN 111905805B CN 202010802252 A CN202010802252 A CN 202010802252A CN 111905805 B CN111905805 B CN 111905805B
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carbon quantum
lignin
quantum dot
eutectic solvent
phenol
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CN111905805A (en
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任红威
柴天祥
宫睿全
赵腾达
刘家琦
苏昭桂
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Hebei University of Science and Technology
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Abstract

The invention relates to the technical field of carbon material preparation, and particularly discloses a eutectic solvent, a carbon quantum dot, a preparation method and application thereof. The eutectic solvent is prepared from phenolic compounds and hydrophobic amino acid in a molar ratio of 1.2-5. The preparation method of the carbon quantum dots comprises the following steps: and roasting the eutectic solvent at 250-600 ℃, and drying to obtain the carbon quantum dot. The carbon quantum dot provided by the invention not only contains hydrophobic groups, but also has good affinity with lignin model compounds, so that the dispersibility of the prepared carbon quantum dot is improved, the full contact of the carbon quantum dot and lignin is promoted, and the conversion rate of the carbon quantum dot and the lignin is improved; and the carbon quantum dots are also modified with hydroxyl and amino functional groups with stable structures, so that the selectivity of lignin degradation reaction is improved, the yield of a target phenol product is improved, the efficient degradation of lignin can be realized under the conditions of normal pressure, low temperature and natural light, and the method has wide application prospects.

Description

Eutectic solvent, carbon quantum dot, preparation method and application
Technical Field
The invention relates to the technical field of carbon material preparation, in particular to a eutectic solvent, a carbon quantum dot, a preparation method and application thereof.
Background
Lignin is a renewable resource with low price and rich source, and is one of a few non-petroleum resources capable of providing renewable aryl compounds. In recent years, with the increasing shortage of non-renewable resources such as petroleum and coal and the growing concern of various countries on the problem of environmental pollution, the conversion and utilization of lignocellulose resources become important ways to solve the problems of energy and environment, and are highly valued and widely researched by various countries. However, lignin contains a large amount of aromatic ring structures and amorphous states, is stable in chemical properties and difficult to depolymerize, and limits large-scale industrial application.
At present, the lignin degradation and utilization ways mainly comprise modes such as thermal cracking, catalytic hydrogenolysis, catalytic oxidation and the like. Thermal cracking generally requires a higher reaction temperature, has high energy consumption, and the cracked bio-oil has a lower heat value and needs to be further upgraded to be used as transportation fuel. The methods of catalytic hydrogenolysis and catalytic oxidation are mainly applied at present, but both need to use a metal catalyst or a noble metal catalyst, the selectivity of the product is difficult to control, the step of breaking the aromatic ether bond is difficult to control, and deep hydrogenation or deep oxidation is easy to occur; in addition, a hydrogen source or an oxygen source is additionally needed for catalytic hydrogenolysis and catalytic oxidation, so that the operation completeness is poor and the safety coefficient is low. Therefore, the development of a method for quickly degrading lignin, which has the advantages of mild reaction conditions, high reaction selectivity and low production cost, has a very important significance for the efficient utilization of lignin.
Disclosure of Invention
Aiming at the problems of poor reaction selectivity, harsh reaction conditions and high reaction cost of the method for degrading lignin in the prior art, the invention provides a eutectic solvent carbon quantum dot and a preparation method and application thereof.
In order to solve the technical problems, the technical scheme provided by the invention is as follows:
a eutectic solvent is prepared from phenolic compounds and hydrophobic amino acids in a molar ratio of 1.
Preferably, the phenolic compound is at least one of phenol, cresol, p-aminophenol, p-nitrophenol, naphthol, or monochlorophenol.
Preferably, the hydrophobic amino acid is at least one of tryptophan, methionine, isoleucine, valine or glycine.
Preferably, the preparation method of the eutectic solvent comprises the following steps: and (3) uniformly mixing the phenolic compound and the hydrophobic amino acid, heating to 80-120 ℃, and keeping the temperature until the system is uniform and transparent to obtain the eutectic solvent.
According to the eutectic solvent, a phenolic compound is used as a hydrogen bond donor, a hydrophobic compound is used as a hydrogen bond acceptor, and the hydrogen bond acceptor and the hydrogen bond donor are synthesized through hydrogen bonding to obtain the low-temperature eutectic.
The invention also provides application of the eutectic solvent in preparation of carbon quantum dots.
The prepared eutectic solvent which takes hydrophobic amino acid and phenolic compounds as raw materials contains rich catalytic groups, not only contains hydrophobic groups, amino groups, but also hydroxyl functional groups with stable structures, carbon quantum dots are prepared on the basis, the prepared carbon quantum dots not only contain hydrophobic groups, but also are beneficial to more fully contacting the carbon quantum dots and lignin model compounds, and the reaction is promoted, meanwhile, the prepared carbon quantum dots and the lignin model compounds have stronger affinity, so that the carbon quantum dots can be more uniformly dispersed in a system, and the aggregation of the carbon quantum dots is avoided; the prepared carbon quantum dots are also provided with amino and phenolic hydroxyl functional groups, so that the conversion activity and reaction selectivity of lignin or lignin compounds can be improved, and further the conversion rate of the lignin or lignin model compounds and the yield of corresponding phenol products are improved; in addition, the prepared carbon quantum dots also have the high specific surface area of the nano material, so that the catalytic effect on lignin or lignin compounds can be improved, and the conversion time is shortened.
The invention also provides a carbon quantum dot prepared by any one of the eutectic solvent reactions.
The invention also provides a preparation method of the carbon quantum dots, which comprises the following steps: and roasting the eutectic solvent at 250-600 ℃, and drying to obtain the carbon quantum dot.
Preferably, the drying temperature is 150-300 ℃, and the drying time is 3-6h.
The preparation method of the carbon quantum dots provided by the invention is simple and feasible, the raw materials are low in toxicity and environment-friendly, and the prepared carbon quantum dots are small and uniform in diameter and have high chemical stability.
The invention also provides application of the carbon quantum dot in lignin model compounds or lignin conversion.
The carbon quantum dot provided by the invention not only contains hydrophobic groups, but also has good affinity with lignin model compounds or lignin, so that the dispersibility of the prepared carbon quantum dot is improved, the full contact of the carbon quantum dot and the lignin model compounds or lignin is promoted, and the conversion rate of the carbon quantum dot is improved; and the carbon quantum dots are also modified with hydroxyl and amino functional groups with stable structures, so that the selectivity of lignin model compounds or lignin degradation reaction is improved, the yield of target phenol products is further improved, and the efficient degradation of the lignin model compounds or lignin can be realized under the conditions of normal pressure, low temperature and natural light.
Preferably, the conversion of the lignin model compound or lignin comprises the steps of:
and uniformly mixing the carbon quantum dots and a lignin model compound or lignin, heating to 60-120 ℃, and stirring for reaction for 0.5-3h to obtain the corresponding monophenol compound.
Preferably, the addition amount of the carbon quantum dots is 0.5-2% of the mass of the lignin model compound or lignin.
Preferably, the rotation speed of the stirring is not lower than 30 revolutions per minute.
More preferably, the reaction temperature is 90-110 ℃ and the reaction time is 1-2h.
The carbon quantum dots prepared by the method have high conversion activity on lignin model compounds or lignin, the highest conversion rate of the lignin model compounds can reach 87.5%, the reaction condition is mild, the reaction time is short, the lignin compounds or lignin can be efficiently converted under the conditions of low temperature and natural illumination, hydrogen sources or oxygen sources are not consumed, the method is a novel, efficient and economical method for realizing oxidative fracture of the lignin model compounds, a novel direction is provided for further development and utilization of the lignin, and the method has a wide application prospect.
The lignin model compounds described in the present invention include, but are not limited to, anisole, diphenyl ether, benzylphenyl ether, phenethylphenyl ether, and the like.
Drawings
FIG. 1 is a TEM image of a carbon quantum dot prepared in example 1 of the present invention;
FIG. 2 is a fluorescence excitation emission peak intensity spectrum of a carbon quantum dot prepared in example 1 of the present invention;
FIG. 3 is a graph showing the maximum fluorescence intensity of carbon quantum dots prepared in example 1 of the present invention as a function of the standing time;
FIG. 4 is a high performance liquid chromatogram of diphenyl ether before conversion in example 6 of the present invention;
FIG. 5 is a high performance liquid chromatogram of diphenyl ether converted in example 6 of the present invention.
Detailed Description
In order to make the objects, technical solutions and advantages of the present invention more apparent, the present invention is further described in detail with reference to the following embodiments. It should be understood that the specific embodiments described herein are merely illustrative of the invention and are not intended to limit the invention.
In order to better illustrate the invention, the following examples are given by way of further illustration.
Example 1
The embodiment of the invention provides a eutectic solvent and a carbon quantum dot,
the eutectic solvent is prepared from phenol and isoleucine with a molar ratio of 3:
0.3mol (28.233 g) of phenol and 0.2mol (26.234 g) of isoleucine are mixed and added into a 100mL flask, the temperature is raised to 95 ℃, and the mixture is stirred and reacted for 6 hours under the condition of 25 revolutions per minute, so that the system is uniform and transparent, and the isoleucine/phenol eutectic solvent A is obtained.
The method for preparing the carbon quantum dots by using the isoleucine/phenol eutectic solvent A specifically comprises the following steps:
and adding the isoleucine/phenol eutectic solvent A into a crucible, heating to 450 ℃, roasting to form a solid, crushing to form powder, placing into a muffle furnace, and drying at the constant temperature of 300 ℃ for 4 hours to obtain 16.5g of a carbon quantum dot.
Fig. 1 is a TEM image of the carbon quantum dot a prepared in the example of the present invention, and it can be seen from the TEM image that the carbon quantum dot prepared in this example has uniform overall distribution, approximately spherical shape, uniform color, smooth edge, size distribution in the range of 2-5nm, and average particle size of 3.5nm.
FIG. 2 is a fluorescence excitation emission peak intensity spectrum of carbon quantum dot A prepared in the example of the present invention, and it can be seen from the graph that the fluorescence emission intensity of the carbon quantum dot is dependent on the wavelength of the excitation light, and the emission intensity of the carbon quantum dot is maximum at the excitation light wavelength of 430 nm.
Fig. 3 is a graph showing changes in fluorescence intensity when carbon quantum dots a prepared in the example of the present invention were dissolved in ethanol (concentration of 0.02 g/mL) to obtain a carbon quantum dot dispersion liquid, and the dispersion liquid was left for 11, 19, 25, 38, 48, 62, and 67 days. As can be seen from the graph, the fluorescence intensity of the carbon quantum dot a, although slightly decreased, remained unchanged overall with the passage of time; this shows that the prepared carbon quantum dot A has higher chemical property stability.
Example 2
The embodiment of the invention provides a eutectic solvent and a carbon quantum dot,
the eutectic solvent is prepared from cresol and glycine with the molar ratio of 1.5, and specifically comprises the following steps:
0.2mol (21.62 g) of cresol and 0.5mol (37.535 g) of glycine are mixed and then added into a 100mL flask, the temperature is raised to 110 ℃, and the mixture is stirred and reacted for 4 hours under the condition of 25 revolutions per minute, so that the system is uniform and transparent, and the glycine/cresol eutectic solvent B is obtained.
The method for preparing the carbon quantum dots by using the glycine/cresol eutectic solvent B specifically comprises the following steps:
and adding the glycine/cresol eutectic solvent B into a crucible, heating to 250 ℃, roasting to form a solid, crushing into powder, placing into a muffle furnace, and drying at the constant temperature of 180 ℃ for 5 hours to obtain the carbon quantum dot B19.2g.
Example 3
The embodiment of the invention provides a eutectic solvent and a carbon quantum dot,
the eutectic solvent is prepared from naphthol and glycine with a molar ratio of 1.23, and specifically comprises the following steps:
0.4mol (57.6 g) of naphthol and 0.09mol (6.87 g) of glycine are mixed and added into a 100mL flask, the temperature is raised to 100 ℃, and the mixture is stirred and reacted for 8 hours at a constant temperature of 25 revolutions per minute to ensure that the system is uniform and transparent, thus obtaining the glycine/naphthol eutectic solvent C.
The method for preparing the carbon quantum dots by using the glycine/naphthol eutectic solvent C specifically comprises the following steps:
and adding the glycine/naphthol eutectic solvent C into a crucible, heating to 300 ℃, roasting to form a solid, crushing to form powder, placing the powder into a muffle furnace, and drying at the constant temperature of 150 ℃ for 6 hours to obtain 19.9g of a carbon quantum dot.
Example 4
The embodiment of the invention provides a eutectic solvent and a carbon quantum dot,
the eutectic solvent is prepared from phenol and methionine with a molar ratio of 1.667, and specifically comprises the following steps:
0.15mol (14.116 g) of phenol and 0.1mol (14.92 g) of methionine are mixed and added into a 50mL flask, the temperature is raised to 80 ℃, and the mixture is stirred and reacted for 10 hours under the condition of 25 revolutions per minute, so that the system is uniform and transparent, and the methionine/phenol eutectic solvent D is obtained.
The method for preparing the carbon quantum dots by using the methionine/phenol eutectic solvent D specifically comprises the following steps:
adding the methionine/phenol eutectic solvent D into a crucible, heating to 600 ℃, roasting to form a solid, crushing into powder, placing into a muffle furnace, and drying at the constant temperature of 200 ℃ for 4 hours to obtain the carbon quantum dot D9.2g.
Example 5
The embodiment of the invention provides a eutectic solvent and a carbon quantum dot,
the eutectic solvent is prepared from cresol and isoleucine with a molar ratio of 1:
0.05mol (5.407 g) of cresol and 0.25mol (32.79 g) of isoleucine are mixed and added into a 100mL flask, the temperature is raised to 120 ℃, and the mixture is stirred and reacted for 4 hours under the condition of 25 revolutions per minute, so that the system is uniform and transparent, and the isoleucine/cresol eutectic solvent E is obtained.
The method for preparing the carbon quantum dots by using the isoleucine/cresol eutectic solvent E specifically comprises the following steps:
adding the isoleucine/cresol eutectic solvent E into a crucible, heating to 500 ℃, roasting to form a solid, crushing into powder, placing into a muffle furnace, and drying at the constant temperature of 300 ℃ for 3 hours to obtain the carbon quantum dot E12.6g.
Example 6
The embodiment of the invention provides a method for catalytically degrading a lignin model compound, which comprises the following steps:
the carbon quantum dot A0.1g prepared in example 1, diphenyl ether 20g and 50mL of ethylene glycol were used as solvents, and the solvents were added to a reactor, and the reaction was carried out under normal pressure and natural light conditions with magnetic stirring at 90 ℃ for 1.5 hours. After the reaction is finished, cooling to room temperature, adding ethanol for rotary evaporation, dissolving carbon dots in the ethanol for separation from the product, dissolving 1mg of the rotary evaporated solid product in 10mL of methanol, and analyzing by a high performance liquid chromatograph, wherein the conversion rate of the diphenyl ether is 86.4% and the yield of the phenol is 83.1%.
Fig. 4 and 5 are hplc chromatograms before and after conversion of diphenyl ether, and it can be seen from the graphs that the characteristic peak 4.316min before the reaction is a model compound of lignin diphenyl ether, the characteristic peak of diphenyl ether disappears after the reaction, and the characteristic peak of phenol appears at 7.952min, demonstrating that diphenyl ether is converted into phenol.
Example 7
The embodiment of the invention provides a method for catalytically degrading a lignin model compound, which comprises the following steps:
the carbon quantum dot B0.2g prepared in example 2, diphenyl ether 40g and 50mL of ethylene glycol are taken as solvents, added into a reactor and reacted for 2 hours under the condition of normal pressure and natural light and magnetic stirring at 80 ℃. After the reaction is finished, cooling to room temperature, adding ethanol for rotary evaporation, and dissolving carbon dots in the ethanol to separate the product. 1mg of the solid product after rotary evaporation is dissolved in 10mL of methanol and enters a high performance liquid chromatograph for analysis, and the conversion rate of diphenyl ether and the yield of phenol are calculated to be 83.2 percent and 76.4 percent respectively.
Example 8
The embodiment of the invention provides a method for catalytically degrading a lignin model compound, which comprises the following steps:
the carbon quantum dot C0.2g,2' -phenoxyacetophenone 9.2g and 50mL of ethylene glycol prepared in example 3 were added to a reactor as a solvent, and reacted for 1 hour under normal pressure and natural light conditions with magnetic stirring at 100 ℃. After the reaction is finished, cooling to room temperature, adding ethanol for rotary evaporation, and dissolving carbon dots in the ethanol to separate the product. Dissolving 1mg of the rotary evaporated solid product in 10mL of methanol, and analyzing by a high performance liquid chromatograph, wherein the conversion rate of the 2' -phenoxyacetophenone is calculated to be 87.5%, the yield of the phenol is calculated to be 82.4%, and the yield of the benzoic acid is calculated to be 53.8%.
Example 9
The embodiment of the invention provides a method for catalytically degrading a lignin model compound, which comprises the following steps:
the carbon quantum dot D0.2g, diphenyl ether 20g and 50mL of ethylene glycol prepared in example 4 were used as a solvent, and were added into a reactor, and the mixture was magnetically stirred at 60 ℃ under normal pressure and natural light for reaction for 3 hours. After the reaction is finished, cooling to room temperature, adding ethanol for rotary evaporation, and dissolving carbon dots in the ethanol to separate the product. Dissolving 1mg of the rotary evaporated solid product in 10mL of methanol, and analyzing by a high performance liquid chromatograph, wherein the conversion rate of the diphenyl ether is calculated to be 83.4%, and the yield of the phenol is calculated to be 78.1%.
Example 10
The embodiment of the invention provides a method for catalytically degrading a lignin model compound, which comprises the following steps:
the carbon quantum dot E0.2g, phenethyl phenyl ether 36.6g and 50mL ethylene glycol prepared in example 4 were added to a reactor as a solvent, and reacted for 0.5h under normal pressure and natural light with magnetic stirring at 120 ℃. After the reaction is finished, cooling to room temperature, adding ethanol for rotary evaporation, and dissolving carbon dots in the ethanol to separate the product. 1mg of the rotary evaporated solid product is dissolved in 10mL of methanol and enters a high performance liquid chromatograph for analysis, and the conversion rate of the phenethyl phenyl ether is calculated to be 82.3 percent, the yield of the phenol is calculated to be 75.1 percent, and the yield of the styrene is calculated to be 48.7 percent.
The carbon quantum dots prepared according to the above preparation method using the eutectic solvent prepared from the other phenolic compounds and the hydrophobic amino acid defined in the present invention all achieve effects substantially equivalent to those of the above examples.
Comparative example 1
The invention provides a method for catalytically degrading a lignin model compound, which comprises the following steps:
the isoleucine/phenol eutectic solvent A0.1g prepared in example 1, diphenyl ether 20g and 50mL of ethylene glycol were used as solvents, and the mixture was placed in a reactor and reacted for 1.5 hours under normal pressure and natural light with magnetic stirring at 90 ℃. After the reaction is finished, cooling to room temperature, adding ethanol for rotary evaporation, and dissolving carbon dots in the ethanol to separate the product. 1mg of the rotary evaporated solid product is dissolved in 10mL of methanol and enters a high performance liquid chromatograph for analysis, and the conversion rate of the diphenyl ether and the yield of the phenol are calculated to be 49.7 percent and 38.5 percent respectively.
Comparative example 2
The invention provides a method for catalytically degrading a lignin model compound, which comprises the following steps:
the isoleucine/phenol eutectic solvent A0.4g, diphenyl ether 20g and 50mL of ethylene glycol prepared in example 1 were used as solvents, and the mixture was placed in a reactor and reacted for 1.5 hours under normal pressure and natural light conditions with magnetic stirring at 90 ℃. After the reaction is finished, cooling to room temperature, adding ethanol for rotary evaporation, and dissolving carbon dots in the ethanol to separate the product. 1mg of the solid product after rotary evaporation is dissolved in 10mL of methanol and enters a high performance liquid chromatograph for analysis, and the conversion rate of diphenyl ether and the yield of phenol are calculated to be 71.5% and 65.2%, respectively.
Comparative example 3
The invention provides a method for catalytically degrading a lignin model compound, which comprises the following steps:
step one, mixing 0.3mol (18.6 g) of ethylene glycol and 0.2mol (26.234 g) of isoleucine, adding the mixture into a 100mL flask, heating to 95 ℃, stirring at a constant temperature for reaction for 6 hours at 25 r/min, and enabling the system to be uniform and transparent to obtain an isoleucine/ethylene glycol eutectic solvent;
step two, adding the isoleucine/ethylene glycol eutectic solvent into a crucible, heating to 450 ℃, roasting to form a solid, crushing to form powder, placing the powder into a muffle furnace, and drying at the constant temperature of 300 ℃ for 4 hours to obtain 14.35g of carbon quantum dots
And step two, taking 0.1g of the prepared carbon quantum dots, 20g of diphenyl ether and 50mL of ethylene glycol as solvents, adding the solvents into a reactor, and reacting for 1.5 hours under normal pressure and natural light conditions and under the magnetic stirring at 90 ℃. After the reaction is finished, cooling to room temperature, adding ethanol for rotary evaporation, and dissolving carbon dots in the ethanol to separate the product. Dissolving 1mg of the rotary evaporated solid product in 10mL of methanol, and analyzing by a high performance liquid chromatograph, wherein the conversion rate of the diphenyl ether is calculated to be 56.4%, and the yield of the phenol is calculated to be 43.7%.
Comparative example 4
The invention provides a method for catalytically degrading a lignin model compound, which comprises the following steps:
step one, mixing 0.3mol (28.233 g) of phenol and 0.2mol (27.926 g) of choline chloride, adding the mixture into a 100mL flask, heating to 95 ℃, stirring at a constant temperature for reaction for 6 hours under the condition of 25 revolutions per minute, and enabling the system to be uniform and transparent to obtain a choline chloride/phenol eutectic solvent;
step two, adding the choline chloride/phenol eutectic solvent into a crucible, heating to 450 ℃, roasting to form a solid, crushing to form powder, placing the powder into a muffle furnace, and drying at the constant temperature of 300 ℃ for 4 hours to obtain 17.97g of carbon quantum dots
And step two, taking 0.1g of the prepared carbon quantum dots, 20g of diphenyl ether and 50mL of ethylene glycol as solvents, adding the solvents into a reactor, and magnetically stirring the mixture at 90 ℃ for reaction for 1.5 hours under the normal-pressure natural light condition. After the reaction is finished, cooling to room temperature, adding ethanol for rotary evaporation, and dissolving carbon dots in the ethanol to separate the product. Dissolving 1mg of the rotary evaporated solid product in 10mL of methanol, and analyzing by a high performance liquid chromatograph, wherein the conversion rate of the diphenyl ether is calculated to be 58.1%, and the yield of the phenol is calculated to be 49.7%.
Comparative example 5
The invention provides a method for catalytically degrading a lignin model compound, which comprises the following steps:
step one, mixing 0.3mol (28.233 g) of phenol and 0.2mol (29.238 g) of lysine, adding the mixture into a 100mL flask, heating to 95 ℃, stirring at a constant temperature for reaction for 6 hours under the condition of 25 revolutions per minute, and enabling the system to be uniform and transparent to obtain a lysine/phenol eutectic solvent;
step two, adding the lysine/phenol eutectic solvent into a crucible, heating to 450 ℃, roasting to form a solid, crushing to form powder, placing the powder into a muffle furnace, and drying at the constant temperature of 300 ℃ for 4 hours to obtain 17.43g of carbon quantum dots
And step two, taking 0.1g of the prepared carbon quantum dots, 20g of diphenyl ether and 50mL of ethylene glycol as solvents, adding the solvents into a reactor, and reacting for 1.5 hours under normal pressure and natural light conditions and under the magnetic stirring at 90 ℃. After the reaction is finished, cooling to room temperature, adding ethanol for rotary evaporation, and dissolving carbon dots in the ethanol to separate the product. Dissolving 1mg of the rotary evaporated solid product in 10mL of methanol, and analyzing by a high performance liquid chromatograph, wherein the conversion rate of the diphenyl ether is calculated to be 73.5%, and the yield of the phenol is calculated to be 70.7%.
Comparative example 6
The comparative example provides a method for catalytically degrading a lignin model compound, and the 2' -phenoxyacetophenone is catalytically degraded by taking the carbon quantum dot prepared from the choline chloride/phenol eutectic solvent prepared in the comparative example 4 as a catalyst. The preparation method of the carbon quantum dot is the same as that of comparative example 4.
Adding 0.2g of prepared carbon quantum dots, 9.2g of 2' -phenoxyacetophenone and 50mL of ethylene glycol as a solvent into a reactor, and magnetically stirring at 100 ℃ for reaction for 1h under the condition of normal pressure and natural light. After the reaction is finished, cooling to room temperature, adding ethanol for rotary evaporation, and dissolving carbon dots in the ethanol to separate the product. Dissolving 1mg of the rotary evaporated solid product in 10mL of methanol, and analyzing by a high performance liquid chromatograph, wherein the conversion rate of the 2' -phenoxyacetophenone is calculated to be 68.7%, the yield of the phenol is 66.4%, and the yield of the benzoic acid is calculated to be 63.4%.
The above description is only for the purpose of illustrating the preferred embodiments of the present invention and is not to be construed as limiting the invention, and any modifications, equivalents or improvements made within the spirit and principle of the present invention should be included in the scope of the present invention.

Claims (6)

1. The application of the carbon quantum dot in converting lignin model compounds or lignin into phenol is characterized in that the carbon quantum dot is prepared by the reaction of a eutectic solvent prepared from phenolic compounds and hydrophobic amino acids in a molar ratio of 1;
the preparation method of the carbon quantum dot comprises the following steps: and roasting the eutectic solvent at 250-600 ℃, and drying to obtain the carbon quantum dot.
2. Use of carbon quantum dots in a model lignin compound or in the conversion of lignin to phenol according to claim 1, wherein the phenolic compound is at least one of phenol, cresol, p-aminophenol, p-nitrophenol, naphthol, or monochlorophenol; and/or
The hydrophobic amino acid is at least one of tryptophan, methionine, isoleucine, valine or glycine.
3. Use of the carbon quantum dots in the conversion of lignin model compounds or lignin to phenol according to claim 1, wherein the method of preparation of the eutectic solvent comprises the steps of: and (3) uniformly mixing the phenolic compound and the hydrophobic amino acid, heating to 80-120 ℃, and keeping the temperature until the system is uniform and transparent to obtain the eutectic solvent.
4. Use of the carbon quantum dots in the conversion of lignin model compounds or lignin to phenol according to claim 1, wherein the drying temperature is 150-300 ℃ and the drying time is 3-6h.
5. Use of a carbon quantum dot according to claim 1 in the conversion of a lignin model compound or lignin to phenol, wherein the conversion of the lignin model compound or lignin comprises the steps of:
and uniformly mixing the carbon quantum dots and a lignin model compound or lignin, heating to 60-120 ℃, and stirring for reaction for 0.5-3h to obtain the corresponding monophenol compound.
6. The use of carbon quantum dots in the conversion of lignin model compounds or lignin to phenol according to claim 5, wherein the carbon quantum dots are added in an amount of 0.5-2.5% by mass of the lignin model compounds or lignin.
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