A fused ring sustainable aviation fuel precursor and a method of making the same, a fused ring sustainable aviation fuel and a method of making the same

Abstract

The application provides a fused ring sustainable aviation fuel precursor and a preparation method thereof, and a fused ring sustainable aviation fuel and a preparation method thereof. The fused ring sustainable aviation fuel precursor can be used to prepare the fused ring sustainable aviation fuel, which can be synthesized through two steps of normal temperature and pressure photocatalytic cycloaddition and hydrodeoxygenation. The preparation method of the fuel disclosed by the application has the advantages of high yield, mild reaction condition, simple reaction process, few by-products, low cost of product separation and purification, etc. The fused ring sustainable aviation fuel prepared through the method has the characteristics of high density, high heat value and low freezing point, the density can be up to 0.873 g / mL, the combustion heat value can be up to 41.7 MJ / kg, and the freezing point can be as low as-75.0 DEG C, and the fused ring sustainable aviation fuel can be used as an additive or a substitute of aviation fuel, promotes the high-value utilization of biomass resources, and realizes the goals of "carbon peak" and "carbon neutralization".

Description

TECHNICAL FIELD

[0001] The application belongs to the technical field of fuel preparation, and particularly relates to a fused ring sustainable aviation fuel precursor and a preparation method thereof, and a fused ring sustainable aviation fuel and a preparation method thereof. BACKGROUND

[0002] Sustainable aviation fuel refers to clean fuel manufactured by using clean raw materials, achieving emission reduction, and being capable of being directly applied to traditional aviation engines. At present, the raw material sources of sustainable aviation fuel include waste oil, municipal waste, agricultural and forestry waste, energy crops and renewable power, etc. Compared with fossil-based aviation fuel, sustainable aviation fuel can reduce carbon dioxide emission by more than 80% in the whole life cycle. Therefore, the development of sustainable aviation fuel has important significance for promoting the development of China's aerospace industry and national defense construction, promoting the high-value utilization of biomass resources, and realizing the "carbon peak" and "carbon neutralization" goals.

[0003] Sustainable aviation fuel is generally prepared by hydrogenation and deoxidization of a sustainable aviation fuel precursor. Therefore, the sustainable aviation fuel precursor has a great influence on the performance of sustainable aviation fuel. However, the density and volumetric net heat value of the obtained aviation fuel are still low, which cannot meet the application of new high-performance aerospace vehicles. Therefore, it is still an urgent problem to be solved to develop and prepare a sustainable aviation fuel precursor to improve the performance of the fuel. SUMMARY

[0004] Therefore, the purpose of the present application is to provide a fused ring sustainable aviation fuel precursor and a preparation method thereof, and a fused ring sustainable aviation fuel and a preparation method thereof. The fused ring sustainable aviation fuel precursor can be used to prepare a fused ring sustainable aviation fuel with high density and high volumetric net heat value.

[0005] To achieve this purpose, the present application adopts the following technical solutions:

[0006] In a first aspect, the present application provides a fused ring sustainable aviation fuel precursor as shown in formula I:

[0007]

[0008] wherein R1 is selected from substituted or unsubstituted C1-C6 alkyl, substituted or unsubstituted C6-C30 aryl or hydrogen;

[0009] R2-R5 are independently selected from hydrogen, substituted or unsubstituted C1-C6 alkyl;

[0010] or

[0011] R2 and R3 form a ring with the carbon thereon, R2 and R4 form a ring with the carbon thereon, and R4 and R5 form a ring with the carbon thereon.

[0012] Preferably, R1 is selected from substituted or unsubstituted C1-C3 alkyl, substituted or unsubstituted C6-C15 aryl or hydrogen;

[0013] R2-R5 are independently selected from hydrogen, substituted or unsubstituted C1-C3 alkyl;

[0014] or

[0015] R2 and R3 and the carbons they are on form a ring, R2 and R4 and the carbons they are on form a ring, and R4 and R5 and the carbons they are on form a ring.

[0016] Preferably, the fused ring sustainable aviation fuel precursor is selected from any one of the following formulas 1-16:

[0017]

[0018] In a second aspect, the present application provides a method for preparing the above-mentioned fused ring sustainable aviation fuel precursor, comprising the following steps:

[0019] under the condition of light and a catalyst, a compound represented by formula A and a compound represented by formula B are subjected to a copolymerization reaction in a solvent to obtain the fused ring sustainable aviation fuel precursor;

[0020]

[0021] Preferably, the catalyst is selected from acetic acid.

[0022] Preferably, the solvent comprises any one or more of acetonitrile, methanol, ethanol, water, toluene, ethyl acetate, acetone or dichloromethane.

[0023] Preferably, the molar ratio of the compound represented by formula A and the compound represented by formula B is (1-4): 1.

[0024] Preferably, the amount of substance of the catalyst is 0-10% of the amount of substance of the compound represented by formula B.

[0025] Preferably, the concentration of the compound represented by formula B is 0.05-0.8 mol / L.

[0026] Preferably, the temperature of the reaction is -20-40°C and the time is 1-24 h.

[0027] Preferably, before the reaction is carried out, inert gas is introduced into the system for 0.5-2 h.

[0028] In a third aspect, the present application provides a fused ring sustainable aviation fuel, which is prepared using the above-mentioned fused ring sustainable aviation fuel precursor.

[0029] Preferably, the structure of the fused ring sustainable aviation fuel includes at least one of formula (1) to formula (10):

[0030]

[0031] In the present application, the fused ring sustainable aviation fuel is a mixture of formula (1) to formula (10), rather than a specific precursor to a specific fuel.

[0032] In a fourth aspect, the present application further provides a preparation method of the above-mentioned fused ring sustainable aviation fuel, comprising the following steps:

[0033] In a hydrogen atmosphere, the above-mentioned fused ring sustainable aviation fuel precursor is subjected to a hydrodeoxygenation reaction in the presence of a catalyst to obtain the fused ring sustainable aviation fuel;

[0034] The catalyst is a combination of an activated carbon supported noble metal hydrogenation catalyst and a molecular sieve, or a combination of an activated carbon supported noble metal hydrogenation catalyst and a heteropoly acid.

[0035] Preferably, the activated carbon supported noble metal hydrogenation catalyst includes any one or more of Pd / C, Rh / C, Pt / C or Ru / C.

[0036] Preferably, the molecular sieve includes any one or more of HY molecular sieve, LaY molecular sieve, CeY molecular sieve, NaY molecular sieve, ReY molecular sieve, NH4Y molecular sieve, USY molecular sieve, mesoporous Y molecular sieve, ZSM- molecular sieve, ZSM-35 molecular sieve, MCM-22 molecular sieve, MCM-41 molecular sieve, β molecular sieve or SAPO molecular sieve.

[0037] Preferably, the heteropoly acid includes any one or more of triflate, silicotungstic acid, phosphotungstic acid or phosphomolybdic acid.

[0038] Preferably, the pressure of the hydrogen is 0.5 to 8 MPa.

[0039] Preferably, the hydrodeoxygenation reaction is performed for 1 to 18 h at a temperature of 100 to 250℃.

[0040] Compared with the prior art, the present application has the following beneficial effects:

[0041] The present application provides a fused ring sustainable aviation fuel precursor having a multi-branched fused ring structure, which has the advantages of high density, high calorific value, low freezing point, etc. In addition, the preparation method of the fused ring sustainable aviation fuel precursor is simple and does not require a catalyst, facilitating industrialization or industrial production.

[0042] The fused ring sustainable aviation fuel precursor can be used to prepare a fused ring sustainable aviation fuel, which can be synthesized by two steps of normal temperature and pressure photocatalytic cycloaddition and hydrodeoxygenation.

[0043] The prepared fused ring sustainable aviation fuel has high density, high heat value and low freezing point characteristics, the density can be as high as 0.873 g / mL, the combustion heat value can be as high as 41.7 MJ / kg, and the freezing point can be as low as-75.0℃, which can be used as an additive or substitute of aviation fuel, promotes the high value utilization of biomass resources, and realizes the "carbon peak" and "carbon neutralization" targets. BRIEF DESCRIPTION OF DRAWINGS

[0044] Figure 1 The gas chromatogram of the fuel precursor (cyclohexene and angelica lactone copolymerization product) in Example 1;

[0045] Figure 2 The mass spectrum of the fuel precursor (cyclohexene and angelica lactone copolymerization product) in Example 1;

[0046] Figure 3 The nuclear magnetic resonance hydrogen spectrum of the fuel precursor (cyclohexene and angelica lactone copolymerization product) in Example 1;

[0047] Figure 4 The nuclear magnetic resonance carbon spectrum of the fuel precursor (cyclohexene and angelica lactone copolymerization product) in Example 1;

[0048] Figure 5 The gas chromatogram of the fuel precursor (cyclohexene and angelica lactone copolymerization product) in Example 1; Figure 1 The gas chromatogram of the fuel precursor (cyclohexene and angelica lactone copolymerization product) in Example 1;

[0049] Figure 6 The nuclear magnetic resonance hydrogen spectrum of the fuel precursor (cyclohexene and angelica lactone copolymerization product) in Example 1; Figure 1 The nuclear magnetic resonance hydrogen spectrum of the fuel precursor (cyclohexene and angelica lactone copolymerization product) in Example 1;

[0050] Figure 7 The nuclear magnetic resonance carbon spectrum of the fuel precursor (cyclohexene and angelica lactone copolymerization product) in Example 1; Figure 1 The nuclear magnetic resonance carbon spectrum of the fuel precursor (cyclohexene and angelica lactone copolymerization product) in Example 1;

[0051] Figure 8 The nuclear magnetic resonance hydrogen spectrum of the fuel precursor (cyclohexene and angelica lactone copolymerization product) in Example 1;

[0052] Figure 9 The nuclear magnetic resonance carbon spectrum of the fuel precursor (cyclohexene and angelica lactone copolymerization product) in Example 1;

[0053] Figure 10Mass spectrum of the fuel precursor (cyclohexene and 2-(5H)-furanone copolymerization product) in Example 3;

[0054] Figures 11-20 The mass spectrum of the structure formula (1) to (10) of the fused ring sustainable aviation fuel and the standard substance mass spectrum comparison chart are respectively shown in the following table. DETAILED DESCRIPTION

[0055] The technical solutions of the present application will be described clearly and completely below in combination with the embodiments of the present application. Obviously, the described embodiments are only some of the embodiments of the present application, but not all the embodiments. Based on the embodiments in the present application, all other embodiments obtained by those skilled in the art without creative labor are within the scope of protection of the present application.

[0056] In view of the problems that the density and the volumetric net heat value of the aviation fuel obtained by the prior art are still low, the present application provides a fused ring sustainable aviation fuel precursor as shown in formula I:

[0057]

[0058] wherein R1 is selected from substituted or unsubstituted C1-C6 alkyl, substituted or unsubstituted C6-C30 aryl or hydrogen;

[0059] R2-R5 are independently selected from hydrogen, substituted or unsubstituted C1-C6 alkyl;

[0060] or

[0061] R2 and R3 and the carbons thereon form a ring, R2 and R4 and the carbons thereon form a ring, and R4 and R5 and the carbons thereon form a ring.

[0062] In some embodiments of the present application, the structure formula of the fused ring sustainable aviation fuel precursor is shown in formula I, wherein R1 is selected from substituted or unsubstituted C1-C3 alkyl, substituted or unsubstituted C6-C15 aryl or hydrogen;

[0063] R2-R5 are independently selected from hydrogen, substituted or unsubstituted C1-C3 alkyl;

[0064] or

[0065] R2 and R3 and the carbons thereon form a ring, R2 and R4 and the carbons thereon form a ring, and R4 and R5 and the carbons thereon form a ring.

[0066] The number of carbon atoms in the above ring is any integer from 5 to 15, and can be specifically 5, 6, 7, 8, 9, 10, 11, 12, 13, 14 or 15.

[0067] In some embodiments of the present application, the fused ring sustainable aviation fuel precursor is selected from the group consisting of

[0068] Any one of the following formulas 1-16:

[0069]

[0070] The above-mentioned fused ring sustainable aviation fuel precursor provided by the present application has a multi-branched fused ring structure, which has the advantages of high density, high calorific value and low freezing point.

[0071] The present application also provides a preparation method of the above-mentioned fused ring sustainable aviation fuel precursor, comprising the following steps:

[0072] Under the conditions of light and catalyst, the compound represented by formula A and the compound represented by formula B are subjected to a copolymerization reaction in a solvent to obtain the fused ring sustainable aviation fuel precursor.

[0073]

[0074] In the present application, the above-mentioned light is ultraviolet light, and the irradiation conditions of the ultraviolet light can be provided by a 185-254 nm LED light strip. In some embodiments of the present application, the compound represented by formula A and the compound represented by formula B are irradiated by using a 185-254 nm LED light strip, so that they are subjected to a 2+2 reaction in the presence of a catalyst in a solvent.

[0075] In the present application, the compound represented by formula A is generally selected from biomass-derived olefins such as cyclohexene, pinene, norbornene or limonene, and is preferably cyclohexene; and the compound represented by formula B is generally selected from α,β-unsaturated lactones, and is preferably β-angelica lactone or 2-(5H)-furanone. In some embodiments of the present application, the molar ratio of the compound represented by formula A to the compound represented by formula B is 1:(1-4), for example, it can be 1:1, 1:2, 1:3 or 1:4, etc. In this way, the compound represented by formula A and the compound represented by formula B are properly matched, and the fused ring sustainable aviation fuel precursor can be efficiently obtained.

[0076] In the present application, the copolymerization reaction has a high yield and almost no by-products are generated. The catalyst is preferably selected from acetic acid, which can be prepared in large quantities by a biomass route, and has the advantages of strong environmental friendliness, low price and easy separation, etc. In the present application, the amount of substance of the catalyst is 0-10% of the amount of substance of the compound represented by formula B, and is preferably 5%.

[0077] In the present application, the solvent includes any one or more of acetonitrile, methanol, ethanol, water, toluene, ethyl acetate, acetone or dichloromethane. Thus, the source is wide, the price is low, and it is not easy to react with the reactants and will not introduce new by-products. The present application does not have a particular limitation on the amount of solvent, and generally, the concentration of the compound represented by formula B is controlled to be 0.05-0.8 mol / L, and preferably 0.1-0.5 mol / L.

[0078] It should be noted that in the present application, the mixture of the catalyst, the compound represented by formula A, the compound represented by formula B and the solvent is generally first purged with an inert gas for 0.5-2 h, preferably 1-1.5 h, before the copolymerization reaction is carried out, with the purpose of effectively removing oxygen in the reaction system and reducing the occurrence of side reactions. The present application does not have a particular limitation on the inert gas, which is well known to those skilled in the art, such as nitrogen.

[0079] In the present application, the temperature of the copolymerization reaction is -20-40℃, for example, it can be -20℃, -10℃, 0℃, 10℃, 20℃, 30℃ or 40℃, etc.; the time is 1-24 h, for example, it can be 1 h, 2 h, 4 h, 6 h, 8 h, 10 h, 12 h, 14 h, 16 h, 18 h, 20 h, 22 h or 24 h, etc. Thus, the reaction process is simple and the reaction conditions are mild.

[0080] As described above, in some embodiments of the present application, the α, β-unsaturated lactone compound includes β-eudesmol and / or 2-(5H)-furanone, and the biomass-derived olefin is preferably cyclohexene.

[0081] In some specific embodiments of the present application, the molecular formula of cyclohexene is The molecular formula of β-eudesmol is The above copolymerization reaction is a [2+2] cycloaddition reaction between the molecules of the two reactants, and the specific reaction formula is:

[0082]

[0083] Thus, a fused ring sustainable aviation fuel molecular precursor can be obtained in high yield by one-step cycloaddition.

[0084] In some specific embodiments of the present application, the molecular formula of cyclohexene is The molecular formula of 2-(5H)-furanone is The above copolymerization reaction is a [2+2] cycloaddition reaction between the molecules of the two reactants, and the specific reaction formula is:

[0085] Thus, a fused ring sustainable aviation fuel molecular precursor can also be obtained in high yield by one-step cycloaddition.

[0086] In summary, the preparation method of the fused ring sustainable aviation fuel precursor is simple, does not require a catalyst, and facilitates industrialization or industrial production.

[0087] The present application also provides a fused ring sustainable aviation fuel, which is prepared from the above-mentioned fused ring sustainable aviation fuel precursor.

[0088] In some embodiments of the present application, the structural formula of the fused ring sustainable aviation fuel comprises at least one of formula (1) to formula (10):

[0089]

[0090] In the present application, the mass spectrum of the fused ring sustainable aviation fuel shown in formula (1) to formula (10) is shown in the standard substance mass spectrum comparison chart, respectively as shown in Figures 11-12 .

[0091] The present application also provides a preparation method of the above-mentioned fused ring sustainable aviation fuel, comprising the following steps:

[0092] In a hydrogen atmosphere, the above-mentioned fused ring sustainable aviation fuel precursor is subjected to a hydrodeoxygenation reaction in the presence of a catalyst to obtain the fused ring sustainable aviation fuel.

[0093] In the present application, the hydrodeoxygenation reaction is to reduce the ester group in the fused ring sustainable aviation fuel precursor, and at the same time, due to the adjacent ester group and high-tension four-membered ring, the molecule will undergo a certain degree of skeletal rearrangement to generate a sustainable aviation fuel with multiple fused ring structures during the hydrodeoxygenation process.

[0094] In some embodiments of the present application, the hydrodeoxygenation reaction of the fused ring sustainable aviation fuel precursor comprises: under a hydrogen atmosphere, the fused ring sustainable aviation fuel precursor is subjected to a hydrodeoxygenation reaction by the combined action of an activated carbon supported noble metal hydrogenation catalyst and a molecular sieve or an activated carbon supported noble metal hydrogenation catalyst and a heteropoly acid. The pressure of the hydrogen is 0.5-8 MPa, for example, it can be 0.5 MPa, 1 MPa, 1.5 MPa, 3 MPa, 5 MPa or 8 MPa, etc.; the hydrodeoxygenation reaction time is 1-18 h, for example, it can be 1 h, 2 h, 4 h, 8 h, 12 h or 18 h, etc.; the temperature is 100-250℃, for example, it can be 100℃, 110℃, 130℃, 180℃ or 250℃, etc.

[0095] The above-mentioned point values only serve to enumerate, and other point values within the numerical range can also be applicable, and to avoid being tedious, they will not be repeated here.

[0096] In some embodiments of the present application, the hydrogenation deoxygenation reaction of the polycyclic sustainable aviation fuel precursor is carried out by the cooperation of the activated carbon supported noble metal hydrogenation catalyst and the molecular sieve or heteropoly acid in a hydrogen atmosphere in a solvent cyclohexane and / or n-hexane. Thus, the cooperation of the activated carbon supported noble metal hydrogenation catalyst and the molecular sieve or heteropoly acid can effectively improve the yield of the polycyclic sustainable aviation fuel.

[0097] In the present application, the activated carbon supported noble metal hydrogenation catalyst includes any one or more of Pd / C, Rh / C, Pt / C or Ru / C.

[0098] In the present application, the molecular sieve includes any one or more of HY molecular sieve, LaY molecular sieve, CeY molecular sieve, NaY molecular sieve, ReY molecular sieve, NH4Y molecular sieve, USY molecular sieve, mesoporous Y molecular sieve, ZSM-5 molecular sieve, ZSM-35 molecular sieve, MCM-22 molecular sieve, MCM-41 molecular sieve, β molecular sieve or SAPO molecular sieve.

[0099] In the present application, the heteropoly acid includes any one or more of triflate, silicotungstic acid, phosphotungstic acid or phosphomolybdic acid.

[0100] The polycyclic sustainable aviation fuel of the present application can be synthesized by the two-step synthesis of photocatalytic cycloaddition and hydrogenation deoxygenation at normal temperature and pressure. The preparation method of the present application has high yield, mild reaction conditions, simple reaction process, less by-products, low cost of product separation and purification, and is suitable for large-scale application.

[0101] In order to further illustrate the present application, the following examples are used for detailed description. The experimental materials used in the following examples of the present application are all general commercially available products.

[0102] Example 1

[0103] The preparation method of the polycyclic sustainable aviation fuel includes the following steps:

[0104] Step 1: Preparation of polycyclic sustainable aviation fuel precursor

[0105] In a 50 mL single-necked quartz glass reaction tube, 180 μL (2 mmol) of β-ocimene and 300 μL (3 mmol) of cyclohexene were added, followed by 10 mL of chromatographically pure anhydrous acetonitrile, and then 5 mol% of acetic acid catalyst (5.7 μL) was added. After stirring under nitrogen bubbling for 1 h, the reaction tube was sealed with a condenser, and the temperature of the copolymerization reaction was controlled at 20 °C by condensing water. The reactor was irradiated with an 185-254 nm LED lamp for 8 h. The reaction liquid was analyzed by gas chromatography-mass spectrometry, and the qualitative product and the yield of the reaction product were calculated. The yield of the product was 90%. The reaction liquids from the parallel tubes were collected in a 500 mL rotary evaporating flask, and the solvent was evaporated by a rotary evaporator to obtain a concentrated liquid containing a fused-ring sustainable aviation fuel precursor. The concentrated liquid was analyzed by gas chromatography, and the results are shown in Figure 1 The concentrated liquid was analyzed by mass spectrometry, and the results are shown in Figure 2 The concentrated liquid was analyzed by nuclear magnetic resonance spectrometry, and the results are shown in Figure 3 and 4

[0106] Step 2: Preparation of a fused-ring sustainable aviation fuel from a fused-ring sustainable aviation fuel precursor

[0107] A 3 g concentrated liquid was added to a 500 mL hydrogenation kettle, and 100 mL of cyclohexane was added to mix uniformly. A 20 wt% Pd / C and 25 wt% silicotungstic acid (or other feasible heteropoly acid or molecular sieve catalyst) were added to the concentrated liquid. After mixing, the hydrogenation kettle was sealed, and the inside of the hydrogenation kettle was replaced with 3 MPa nitrogen three times, and then replaced with 3 MPa hydrogen three times. Finally, 6 MPa hydrogen was injected into the hydrogenation kettle, and the hydrogenation kettle was sealed and stirred. The temperature was raised to 220 °C at a rate of 5 °C / min, and then the temperature was kept constant for 15 h. During the hydrogenation, the pressure gauge was observed frequently. When the pressure in the hydrogenation kettle suddenly decreased, the pressure was increased to 6 MPa by hydrogen. Every 2 h, a sample was taken from the sampling port, and the hydrogenation reaction process was determined by chromatography. When the conversion rate of the raw material was more than 90%, and the pressure in the hydrogenation kettle did not change significantly, the heating was stopped, and the hydrogenation kettle was naturally cooled to room temperature. The pressure in the hydrogenation kettle was released, and the reaction liquid was taken out. The Pd / C and the molecular sieve and / or heteropoly acid catalyst were removed by centrifugation. Then, the solvent was removed by rotary evaporation, and the product was purified by distillation to obtain a fused-ring sustainable aviation fuel product.

[0108] It was calculated that the yield of the hydrogenation deoxygenation reaction of silicotungstic acid as a heteropoly acid catalyst was 85% (yield = mass of fuel product / (amount of fuel precursor x theoretical fuel product molecular weight). The theoretical fuel product is a hydrocarbon compound having the same number of carbon atoms as the fuel precursor and 2 fewer unsaturations than the fuel precursor).

[0109] The product was analyzed by gas chromatography-mass spectrometry, infrared spectrometry, and nuclear magnetic resonance spectrometry to determine the structure and purity of the product. The gas chromatogram of the fuel product is shown in Figure 5 ​The hydrogen nuclear magnetic resonance spectrum of the fuel precursor (cyclohexene and 2-(5H)-furanone copolymerization product) is shown in Figure 1. Figure 6 The carbon nuclear magnetic resonance spectrum of the fuel precursor (cyclohexene and 2-(5H)-furanone copolymerization product) is shown in Figure 2. Figure 7

[0110] Example 2

[0111] Compared with Example 1, the difference is that no acetic acid is added in the copolymerization reaction in Step 1, and the remaining steps and parameters remain the same as in Example 1.

[0112] In this example, the yield of the fused ring sustainable aviation fuel precursor is 78%. The yield of the fused ring sustainable aviation fuel product is 85%.

[0113] Example 3

[0114] Compared with Example 1, the difference is that β-angelica lactone is replaced by 2-(5H)-furanone in Step 1, and the remaining steps and parameters remain the same as in Example 1.

[0115] In this example, the yield of the fused ring sustainable aviation fuel precursor is 80%. The yield of the fused ring sustainable aviation fuel product is 80%.

[0116] In this example, the hydrogen nuclear magnetic resonance spectrum of the fuel precursor (cyclohexene and 2-(5H)-furanone copolymerization product) is shown in Figure 1. Figure 8 The carbon nuclear magnetic resonance spectrum of the fuel precursor (cyclohexene and 2-(5H)-furanone copolymerization product) is shown in Figure 2. Figure 9 The mass spectrum of the fuel precursor (cyclohexene and 2-(5H)-furanone copolymerization product) is shown in Figure 3. Figure 10 Performance test

[0117] The test method is as follows:

[0118] Density test: GB / T 40401-2021 Measurement of skeletal density by gas volume displacement method,

[0119] Freezing point test: weigh 4.04 mg of sample in a crucible, cover the crucible and transfer it to a DSC test instrument, set the program-90~20℃, 5℃ / min heating rate, nitrogen atmosphere to collect data

[0120] Calorific value test: refer to GB / T384.

[0121] The test results are shown in Table 1 below:

[0122] Table 1

[0123]

[0124]

[0125] ​​

[0126] As can be seen from the data in Table 1, the fused ring sustainable aviation fuel prepared by the application has the characteristics of high density, high calorific value and low freezing point, can be used as an additive or a substitute of aviation fuel, promotes the high-value utilization of biomass resources and realizes the "carbon peak" and "carbon neutralization" targets.

[0127] The above description of disclosed embodiments enables one skilled in the art to make or use the application. Numerous modifications to these embodiments will be apparent to those skilled in the art, and the generic principles defined herein can be applied to other embodiments without departing from the spirit or scope of the application. Therefore, the present application is not intended to be limited to the embodiments shown herein but is to be accorded the widest scope consistent with the principles and novel features disclosed herein.

Claims

1. A condensed-ring sustainable aviation fuel precursor as shown in any one of Formulas 1 to 16: 。 2. A method for preparing a condensed-ring sustainable aviation fuel precursor according to claim 1, characterized in that: The following steps are involved: In the presence of light and a catalyst, the compound represented by formula A and the compound represented by formula B are copolymerized in a solvent to obtain the condensed-ring sustainable aviation fuel precursor; Formula A; Formula B.

3. The preparation method according to claim 2, characterized in that The catalyst is selected from acetic acid; the solvent includes any one or more of acetonitrile, methanol, ethanol, water, toluene, ethyl acetate, acetone or dichloromethane; The molar ratio of the compound represented by formula A to the compound represented by formula B is (1-4):1; The amount of the catalyst is 0-10% of the amount of the compound represented by formula B; The concentration of the compound represented by formula B is 0.05-0.8 mol / L.

4. The preparation method according to claim 2 or 3, characterized in that The reaction temperature is -20~40°C and the reaction time is 1~24 h; Before the reaction, an inert gas was introduced into the system for 0.5 to 2 h.

5. A method for preparing condensed-ring sustainable aviation fuel, characterized in that: The following steps are involved: In a hydrogen atmosphere, subjecting the fused-ring sustainable aviation fuel precursor according to claim 1 or the fused-ring sustainable aviation fuel precursor prepared by the preparation method according to any one of claims 2 to 4 to a hydrodeoxygenation reaction in the presence of a catalyst to obtain the fused-ring sustainable aviation fuel; The catalyst is a combination of an activated carbon-supported noble metal hydrogenation catalyst and a molecular sieve, or a combination of an activated carbon-supported noble metal hydrogenation catalyst and a heteropoly acid.

6. The preparation method according to claim 5, characterized in that The activated carbon-supported noble metal hydrogenation catalyst includes any one or more of Pd / C, Rh / C, Pt / C or Ru / C; The molecular sieve includes any one or more of HY molecular sieve, LaY molecular sieve, CeY molecular sieve, NaY molecular sieve, ReY molecular sieve, NH4Y molecular sieve, USY molecular sieve, mesoporous Y molecular sieve, ZSM-5 molecular sieve, ZSM-35 molecular sieve, MCM-22 molecular sieve, MCM-41 molecular sieve, β molecular sieve or SAPO molecular sieve; The heteropoly acid includes any one or more of trifluoromethanesulfonate, silicotungstic acid, phosphotungstic acid or phosphomolybdic acid; The pressure of the hydrogen is 0.5~8 MPa; The hydrodeoxygenation reaction time is 1-18 h, and the temperature is 100-250°C.

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