Silicon ether-linked furanyl dialdehyde compounds and methods of making the same

Abstract

The application discloses a siloxane-linked furan-based dialdehyde compound and a preparation method thereof, and belongs to the technical field of high polymer monomers and material synthesis. 1 and R 2 independently selected from one or more of substituted or unsubstituted C1-C 18 alkyl, 3-7 membered cycloalkyl, C1-C6 alkoxy, C2-C8 alkenyl, substituted or unsubstituted aryl, and X is selected from oxygen or a siloxane structural unit. The siloxane-linked furan-based dialdehyde compound is a potential polymer material monomer, and provides a new idea for biomass-based polymer material synthesis.

Description

Technical Field

[0001] This invention relates to the field of polymer monomer and material synthesis technology, and in particular to a silyl ether-linked furanyl dialdehyde compound and its preparation method. Background Technology

[0002] The environmental pollution, climate change, and resource and energy crises caused by the extensive use of petrochemical resources have become a focus of attention for the global academic and industrial communities. Biomass resources, unlike non-renewable petrochemical resources such as coal and oil, possess characteristics such as renewable raw materials, low carbon emissions, and energy conservation; some varieties also exhibit good biodegradability. In recent years, the development and utilization of green renewable biomass resources has been a top research priority. Converting renewable biomass resources into high-value-added chemicals is of great significance for the sustainable development of chemistry.

[0003] Currently, attention is being turned to the conversion and application of biomass resources, which has already been realized in the preparation of high-value chemicals such as energy, materials, fragrances, and pharmaceuticals. Due to the global environmental impact of plastic pollution, the development of bio-based environmentally friendly materials is particularly important. Among them, 5-hydroxymethylfurfural (5-HMF), as a biomass platform compound, can be efficiently converted into other high-value-added chemicals and is widely used in the preparation of functional polymer monomers. For example, various types of monomers can be obtained through the direct hydrogenation, oxidation, and amination of 5-HMF. However, the polymer structure formed by these monomers is determined at the outset, which poses significant challenges to subsequent material modification.

[0004] Therefore, developing a synthetic method for preparing structurally tunable dialdehyde polymer monomers via 5-HMF is of great significance for enriching the monomer types of biomass polymers. Summary of the Invention

[0005] In view of this, the technical problem to be solved by the present invention is to provide a silicon ether-linked furanyl dialdehyde compound and its preparation method. The silicon ether-linked furanyl dialdehyde compound of the present invention is a potential monomer for furanyl polymer materials and can be used in the synthesis of furanyl-containing polymer materials.

[0006] To achieve the above objectives, the technical solution adopted by the present invention is as follows:

[0007] This invention provides a silyl ether-linked furanyl dialdehyde compound having the structure shown in Formula 1 or Formula 2:

[0008] Formula 1:

[0009] Formula 2:

[0010] Preferably, the R 1 and R2 Independently selected from substituted or unsubstituted C1-C 18 One or more of the following: straight-chain or branched alkyl groups, 3- to 7-membered cycloalkyl groups, C1- to C6 alkoxy groups, C2- to C8 olefinic groups, and substituted or unsubstituted aryl groups.

[0011] The C1~C 18 The straight-chain or branched alkyl group is more preferably C1 to C2. 12 Straight-chain or branched alkyl groups; more preferably, C1 to C8 straight-chain or branched alkyl groups.

[0012] In this invention, the above C1 to C 18 The straight-chain or branched alkyl groups include, but are not limited to, the following structures: methyl, trimethylsilylmethyl, isopropyl, 3-cyanopropyl, propylcyano, butyl, isobutyl, tert-butyl, 3,3-dimethylbutyl, 4-phenylbutyl, pentyl, hexyl, 2-ethylhexyl, heptyl, octyl, decyl, dodecyl, hexadecyl, octadecyl.

[0013] The 3- to 7-membered cycloalkyl group is more preferably a 5- to 6-membered cycloalkyl group. Specifically, it can be cyclopentyl or cyclohexyl.

[0014] The C1 to C6 alkoxy groups are more preferably C1 to C4 alkoxy groups.

[0015] The alkoxy groups described in this invention include, but are not limited to, methoxy, ethoxy, propoxy, isopropoxy, butoxy, isobutoxy, sec-butoxy, and tert-butoxy.

[0016] The C2-C8 olefin group is more preferably a C2-C4 olefin group, specifically vinyl, allyl, propenyl, or butenyl.

[0017] The aryl group is more preferably phenyl, mesitylene, p-tolyl, benzyl, or bibenzyloxy.

[0018] Preferably, in this invention, X is selected from oxygen or silicon-oxygen structural units.

[0019] Preferably, the structural formula of the silicon-oxygen structural unit is:

[0020]

[0021] The n is a repeating unit, preferably 1 to 4.

[0022] The R 1 and R 2 The scope is the same as above, and will not be repeated here.

[0023] Preferably, the substituent of the aryl group is selected from one or more of alkyl, alkoxy, alkenyl, alkynyl, halogen, cyano, and ester groups; more preferably, the substituent of the aryl group is selected from alkyl or alkoxy groups.

[0024] Preferably, the alkyl group has 1 to 8 carbon atoms.

[0025] Preferably, the alkoxy group has 1 to 6 carbon atoms.

[0026] Preferably, the alkenyl group is selected from straight-chain or branched alkenyl groups of C2 to C8; more preferably, it is a straight-chain or branched alkenyl group of C2 to C4.

[0027] Preferably, the alkynyl group is selected from C2 to C8 straight-chain or branched alkynyl groups; more preferably, it is a C2 to C4 straight-chain or branched alkynyl group.

[0028] Preferably, in this invention, the R 1 and R 2 Independently selected from substituted or unsubstituted C1-C 12 One or more of the following: straight-chain or branched alkyl groups, 5-6 membered cycloalkyl groups, C1-C4 alkoxy groups, C2-C4 olefinic groups, substituted or unsubstituted phenyl groups.

[0029] Preferably, X is selected from oxygen or silicon-oxygen structural units.

[0030] The structural formula of the silicon-oxygen structural unit is the same as above, and will not be repeated here.

[0031] Preferably, the R 1 and R 2 Independently selected from the following groups (including but not limited to):

[0032] Methyl, trimethylsilylmethyl, propanediol, 3-cyanopropyl, isopropyl, butyl, isobutyl, tert-butyl, 3,3-dimethylbutyl, 4-phenylbutyl, pentyl, hexyl, 2-ethylhexyl, heptyl, octyl, decyl, dodecyl, cyclopentyl, cyclohexyl, methoxy, ethoxy, propoxy, butoxy, allyl, butenyl, vinyl, propenyl, benzyl, bibenzyloxy, phenyl, mesityleneyl, p-tolyl.

[0033] The present invention also provides a method for preparing a silyl ether-linked furanyl dialdehyde compound, comprising the following steps: mixing and reacting 5-hydroxymethylfurfural, dichlorosilane and an alkaline catalyst to prepare a silyl ether-linked furanyl dialdehyde compound.

[0034] The silyl ether-linked furanyl dialdehyde compound has the structure shown in Formula 1 or Formula 2:

[0035] Formula 1:

[0036] Formula 2:

[0037] Preferably, the structure of the dichlorosilane is as shown in Formula 3 or Formula 4:

[0038] Formula 3:

[0039] Formula 4:

[0040] Preferably, the R 1 and R 2 Independently selected from substituted or unsubstituted C1-C 18 One or more of the following: straight-chain or branched alkyl groups, 3- to 7-membered cycloalkyl groups, C1- to C6 alkoxy groups, C2- to C8 olefinic groups, and substituted or unsubstituted aryl groups.

[0041] The above R 1 and R 2 The more preferred and further preferred ranges are the same as above, and will not be repeated here.

[0042] Preferably, X is selected from oxygen or silicon-oxygen structural units.

[0043] The structural formula of the silicon-oxygen structural unit is the same as above, and will not be repeated here.

[0044] Preferably, the dichlorosilanes mentioned above include, but are not limited to, dimethyldichlorosilane, diethoxydichlorosilane, diisopropyldichlorosilane, diphenyldichlorosilane, phenylmethyldichlorosilane, bis(2-ethylhexyl)dichlorosilane, di-n-octyldichlorosilane, 1,3-dichloro-1,1,3,3-tetraisopropyldisiloxane, bis(dodecyl)dichlorosilane, bis(octadecyl)dichlorosilane, dicyclopentyldichlorosilane, dibenzyldichlorosilane, bibenzyloxydichlorosilane, (3-cyanopropyl)phenyldichlorosilane, tert-butylhexadecyldichlorosilane, and (3,3-dimethylbutyl)methyldichlorosilane. One or more of the following: chlorosilane, allylhexyldichlorosilane, diallyldichlorosilane, 4-phenylbutylmethyldichlorosilane, diisobutyldichlorosilane, bis(trimethylsilylmethyl)dichlorosilane, heptylmethyldichlorosilane, dilyldichlorosilane, di-p-tolyldichlorosilane, bis(propanecyano)dichlorosilane, dicyclohexyldichlorosilane, methyldecyldichlorosilane, butenyldichloromethylsilane, N-butylmethyldichlorosilane, divinyldichlorosilane, propenylphenyldichlorosilane, dibutyldichlorosilane, dihexyldichlorosilane, dipentyldichlorosilane, and octylmethyldichlorosilane.

[0045] Preferably, the molar ratio of 5-hydroxymethylfurfural to dichlorosilane is (2-3):1; more preferably, it is (2.3-2.8):1. In a specific embodiment of the present invention, the molar ratio of 5-hydroxymethylfurfural to dichlorosilane is 2.5:1.

[0046] Preferably, the alkaline catalyst is selected from one or more of triethylamine, DBU, DABCO, and pyridine.

[0047] Preferably, the molar ratio of the alkaline catalyst to 5-hydroxymethylfurfural is (0.5–1.5):1; more preferably (0.8–1.5):1; and even more preferably (0.8–1.3):1. In a specific embodiment of the present invention, the molar ratio of the alkaline catalyst to 5-hydroxymethylfurfural is 1:1.

[0048] Preferably, the solvent for the reaction is selected from one or more of dichloromethane, trichloromethane, tetrahydrofuran, 1,4-dioxane, N,N-dimethylformamide, N,N-dimethylacetamide, and dimethyl sulfoxide; more preferably, the solvent for the reaction is dichloromethane.

[0049] Preferably, the reaction temperature is -20℃ to 60℃. In a specific embodiment of the present invention, the reaction temperature is 0℃, room temperature, or 50℃, and the room temperature can specifically be 20℃ to 30℃, preferably 25℃.

[0050] Preferably, the reaction time is 0.2–24 h; more preferably, it is 3–20 h. In a specific embodiment of the present invention, the reaction time is 8 h.

[0051] The present invention can also add 4-dimethylaminopyridine (DMAP) as a reaction additive. The addition of DMAP can significantly catalyze the etherification reaction of alcohols with high steric hindrance and low reactivity, and has an extremely obvious effect on improving yield and shortening reaction time.

[0052] The silyl ether-linked furanyl dialdehyde compound of the present invention is synthesized by the above one-pot method, which is simple to operate, uses renewable raw materials, and has mild conditions and high reaction yield, which is conducive to its large-scale production and comprehensive utilization of biomass raw materials.

[0053] The preparation method described in this invention introduces silicon groups into 5-HMF, which not only adjusts the various properties of the polymer but also reduces environmental pollution. The dialdehyde polymer monomers prepared from 5-HMF can be further derivatized to obtain diene or diol polymer monomers, which is of great significance for enriching the monomer types of biomass polymers.

[0054] Compared with the prior art, the present invention provides a silyl ether-linked furanyl dialdehyde compound having the structure shown in Formula 1 or Formula 2. The R...1 and R 2 Independently selected from substituted or unsubstituted C1-C 18 The compound comprises one or more of the following: straight-chain or branched alkyl groups, 3-7 membered cycloalkyl groups, C1-C6 alkoxy groups, C2-C8 olefinic groups, and substituted or unsubstituted aryl groups, wherein X is selected from oxygen or silicon-oxygen structural units. The silyl ether-linked furanyl dialdehyde compound of this invention is a potential monomer for polymer materials, providing a new approach for the synthesis of biomass-based polymer materials. Attached Figure Description

[0055] Figure 1 The 1H NMR spectrum of compound 1a is shown.

[0056] Figure 2 The image shows the carbon NMR spectrum of compound 1a.

[0057] Figure 3 The 1H NMR spectrum of compound 2a is shown.

[0058] Figure 4 The image shows the carbon NMR spectrum of compound 2a.

[0059] Figure 5 The 1H NMR spectrum of compound 3a is shown.

[0060] Figure 6 The image shows the carbon NMR spectrum of compound 3a.

[0061] Figure 7 The 1H NMR spectrum of compound 4a is shown.

[0062] Figure 8 The image shows the carbon NMR spectrum of compound 4a.

[0063] Figure 9 The image shows the 1H NMR spectrum of compound 5a.

[0064] Figure 10 The image shows the carbon NMR spectrum of compound 5a.

[0065] Figure 11 The 1H NMR spectrum of compound 6a is shown.

[0066] Figure 12 The image shows the carbon NMR spectrum of compound 6a.

[0067] Figure 13 The 1H NMR spectrum of compound 7a is shown.

[0068] Figure 14 The image shows the carbon NMR spectrum of compound 7a.

[0069] Figure 15 The 1H NMR spectrum of compound 8a is shown.

[0070] Figure 16 This is the carbon NMR spectrum of compound 8a. Detailed Implementation

[0071] To further illustrate the present invention, the following detailed description of the silicon ether-linked furanyl dialdehyde compound and its preparation method provided by the present invention is given in conjunction with embodiments.

[0072] The substrates and solvents used in the following examples are all commercially available products (analytical grade reagents) and have not been further purified.

[0073] In the examples, the room temperature is 25°C. The product separation is carried out by methods such as extraction, column separation and recrystallization. For example, after the reaction stops, water is added to the reaction solution obtained by 5-hydroxymethylfurfural and dichlorosilane for extraction and separation. The organic phase is washed twice with saturated sodium chloride aqueous solution. After obtaining the organic phase, it is dried with anhydrous sodium sulfate or magnesium sulfate. The organic solvent is removed by rotary evaporation under reduced pressure. The product is separated to obtain the pure product.

[0074] 1 H NMR (400MHz), 13 C10 NMR (101 MHz) was performed using CDCl3 as the deuterated solvent and TMS as the internal standard.

[0075] Multiplicity is defined as follows: s (single peak); d (double peak); t (triple peak); q (quartet) and m (multiple peak); coupling constant J (Hertz).

[0076] Examples 1-11

[0077] Under nitrogen protection, 0.25 mmol of 5-hydroxymethylfurfural (5-HMF) and 0.2 eq of 4-dimethylaminopyridine (DMAP) were added to the reaction flask. At the temperatures shown in Table 1, 1 mL of solvent and 0.25 mmol of basic catalyst were added. Finally, 0.1 mmol of diisopropyldichlorosilane was slowly added dropwise to the reaction system, and the mixture was stirred for 8 hours. After the reaction was stopped, a small amount of water was added for extraction. The organic phase was dried and the solvent was removed by vacuum distillation. The crude product was separated by column chromatography to obtain a pure silyl ether-linked furanyl dialdehyde compound, as shown in the reaction equation.

[0078]

[0079] Table 1. Experimental data from Examples 1-11

[0080]

[0081] Note: In Table 1, 0.1 mmol is considered as one equivalent.

[0082] As shown in Table 1, when the reaction solvent is dichloromethane, the reaction temperature is room temperature, and the reaction time is 8 hours, i.e., under the reaction conditions of Example 2, the yield of the product silyl ether-linked furanyl dialdehyde compound is the highest, reaching 95%.

[0083] Examples 12-15

[0084] Under nitrogen protection, a measured amount of 5-hydroxymethylfurfural (5-HMF), 0.2 eq of 4-dimethylaminopyridine (DMAP), 1 mL of dichloromethane, and a certain amount of triethylamine were added to the reaction flask at room temperature as catalysts. Finally, 0.1 mmol of diisopropyldichlorosilane was slowly added dropwise to the reaction system, and the reaction was stirred for 8 hours. After the reaction was stopped, a small amount of water was added for extraction. The organic phase was dried and the solvent was removed by vacuum distillation. The crude product was then purified by column chromatography to obtain the pure product.

[0085] Table 2 Experimental data from Examples 12-15

[0086]

[0087] Note: In Table 2, 0.1 mmol is considered as one equivalent.

[0088] As shown in Table 2, changing the amounts of 5-hydroxymethylfurfural (5-HMF) and triethylamine significantly reduced the yield of the silane-linked furanyl dialdehyde compound. Changes in the base equivalent led to variations in the solution pH, resulting in product decomposition. Furthermore, changes in 5-HMF caused side reactions, further decreasing the yield.

[0089] As can be seen from Examples 1 to 15 above, when preparing the silyl ether-linked furanyl dialdehyde compound, the yield of the silyl ether-linked furanyl dialdehyde compound is highest when the amount of 5-HMF is 0.25 mmol, DMAP is 0.002 mmol, diisopropyl dichlorosilane is 0.1 mmol, triethylamine is 0.25 mmol, dichloromethane is 1 mL, the reaction temperature is room temperature (25°C), and the reaction time is 8 h.

[0090] Examples 16-21 used the same reaction conditions as in Example 2 to react 5-hydroxymethylfurfural with different dichlorosilanes to prepare different silyl ether-linked furanyl dialdehyde compounds.

[0091] Example 16

[0092] Under nitrogen protection, 0.25 mmol of 5-hydroxymethylfurfural and 0.002 mmol of DMAP were weighed into a 10 mL reaction flask. Solvent and 0.25 mmol of triethylamine were added under ice bath conditions. Finally, 0.1 mmol of diphenyldichlorosilane was slowly added dropwise to the reaction system, and the reaction was carried out at room temperature for 8 hours. After the reaction was stopped, a small amount of water was added for extraction. The organic phase was dried and the solvent was removed by vacuum distillation. The crude product was separated by column chromatography to obtain pure product 1a, with a product yield of 95%.

[0093]

[0094] 1 H NMR(400MHz,Chloroform-d)δ9.51(s,2H),7.69-7.65(m,4H),7.45-7.39(m,2H) ),7.39-7.33(m,4H),7.12(d,J=3.6Hz,2H),6.43(d,J=3.6Hz,2H),4.84(s,4H). 13 C NMR (101MHz, CDCl3) δ177.6,159.5,152.4,134.9,131.0,130.8,128.2,122.3,110.5,58.1.

[0095] Example 17

[0096] The reaction process was the same as in Example 16, except that 0.1 mmol of phenylmethyldichlorosilane was slowly added dropwise to the reaction system at the end.

[0097]

[0098] Yield of silyl ether-linked furanyl dialdehyde compound 2a: 41%.

[0099] 1 H NMR(400MHz,Chloroform-d)δ9.57(s,2H),7.63(dd,J=7.9,1.5Hz,2H),7.47-7.36(m, 3H),7.18(d,J=3.6Hz,2H),6.48(d,J=3.6Hz,2H),4.82(d,J=2.7Hz,4H),0.46(s,3H). 13 C NMR (101MHz, CDCl3) δ177.6,159.7,152.4,134.0,132.5,130.8,128.1,122.2,110.3,57.9,-4.4.

[0100] Example 18

[0101] The reaction process was the same as in Example 16, except that 0.1 mmol of diisopropyl dichlorosilane was slowly added dropwise to the reaction system at the end.

[0102]

[0103] Yield of silyl ether-linked furanyl dialdehyde compound 3a: 95%. 1 H NMR (400MHz, Chloroform-d) δ9.59 (s, 2H), 7.25 (d, J = 3.6Hz, 2H), 6.54 (d, J = 3.6Hz, 2H), 4.88 (s, 4H), 1.13-1.03 (m, 12H). 13 C NMR (101MHz, Chloroform-d) δ177.4,160.3,152.2,122.5,109.7,58.1,17.0,11.9.

[0104] Example 19

[0105] The reaction process was the same as in Example 16, except that 0.1 mmol of dioctyl dichlorosilane was slowly added dropwise to the reaction system at the end.

[0106]

[0107] Yield of silyl ether-linked furanyl dialdehyde compound 4a: 63%.

[0108] 1H NMR(400MHz,Chloroform-d)δ9.56(s,2H),7.18(d,J=3.6Hz,2H),6.47(d,J=3.5Hz, 2H),4.77(s,4H),1.37-1.17(m,27H),0.84(t,J=6.7Hz,6H),0.68(d,J=8.9Hz,3H). 13 C NMR (101MHz, CDCl3) δ177.6,160.2,152.3,122.4,109.9,57.7,33.3,31.9,29.2,22.7,22.5,14.1,12.3.

[0109] Example 20

[0110] The reaction process was the same as in Example 16, except that 0.1 mmol of dichlorobis(2-ethylhexyl)silane was slowly added dropwise to the reaction system at the end.

[0111]

[0112] Yield of silyl ether-linked furanyl dialdehyde compound 5a: 80%.

[0113] 1 H NMR(400MHz,Chloroform-d)δ9.56(s,2H),7.19(d,J=3.6Hz,2H),6.46(d,J=3.6Hz,2H),4.77(s,4H), 1.50(p,J=6.2Hz,2H),1.36-1.16(m,18H),0.83(dt,J=14.7,6.9Hz,13H),0.69(dd,J=7.0,1.5Hz,4H). 13 C NMR (101MHz, CDCl3) δ177.5,160.4,152.3,122.4,109.8,57.7,35.4,35.4,34.3,28.8,28.5,28.5,23.0,18.0,14.2,10.7.

[0114] Example 21

[0115] The reaction process was the same as in Example 16, except that 0.1 mmol of 1,3-dichloro-1,1,3,3-tetraisopropyldisiloxane was slowly added dropwise to the reaction system at the end.

[0116]

[0117]

[0118] Yield of silyl ether-linked furanyl dialdehyde compound 6a: 51%.

[0119] 1 H NMR(400MHz,Chloroform-d)δ9.56(s,2H),7.20(d,J=3.6Hz,2H),6.48(d,J=3 .6Hz,2H),4.85(s,4H),1.07-1.01(m,48H),0.94(dq,J=15.2,7.9,6.9Hz,4H). 13 C NMR (101MHz, CDCl3) δ177.5,161.1,152.1,122.7,109.3,58.2,17.2,17.2,17.1,17.1,13.0,12.8.

[0120] Application Example 1

[0121] Under nitrogen protection, 44 mmol of NaH was weighed and placed in a 500 mL reaction flask. 250 mL of anhydrous THF and 44 mmol of trimethyl phosphate acetate were added at 0 °C. Finally, 20 mmol of 3a was slowly added dropwise to the white gel-like reaction system, and the reaction was stirred for 8 hours. After the reaction was stopped, a small amount of water was added for extraction. The organic phase was dried and the solvent was removed by vacuum distillation. The crude product was then separated by column chromatography to obtain pure product 1a, with a product yield of 57%.

[0122]

[0123] 1 H NMR(400MHz,Chloroform-d)δ7.39(d,J=15.7Hz,2H),6.55(d,J=3.3Hz,2H),6.34(d, J=3.3Hz,2H),6.26(d,J=15.8Hz,2H),4.79(s,4H),3.78(s,6H),1.15-1.03(m,14H). 13 C NMR (101MHz, Chloroform-d) δ167.5,156.6,150.4,131.2,115.8,115.0,109.8,58.0,51.6,17.1,12.2.

[0124] Application Example 2

[0125] Under nitrogen protection, 10 mmol of 3a was weighed and placed in a 250 mL reaction flask. 100 mL of methanol was added under ice bath conditions, followed by the slow addition of 20 mmol of sodium borohydride. The reaction was carried out at 0 °C for 15 minutes. After the reaction was stopped, a small amount of water was added for extraction. The organic phase was dried and the solvent was removed by vacuum distillation. The crude product was separated by column chromatography to obtain pure product 8a with a yield of 37%.

[0126]

[0127] 1 H NMR(400MHz,Chloroform-d)δ6.19(s,4H),4.71(s,4H),4.51(s,4H),1.10-1.01(m,14H). 13 C NMR (101MHz, Chloroform-d) δ153.9,153.7,108.4,108.1,57.8,57.3,17.2,12.2.

[0128] The above description of the embodiments is only for the purpose of helping to understand the method and core ideas of the present invention. It should be noted that those skilled in the art can make several improvements and modifications to the present invention without departing from the principles of the present invention, and these improvements and modifications also fall within the protection scope of the claims of the present invention.

Claims

1. A method for preparing a silyl ether-linked furanyl dialdehyde compound, characterized by, The process includes the following steps: mixing and reacting 5-hydroxymethylfurfural, dichlorosilane, and a basic catalyst to prepare a silyl ether-linked furanyl dialdehyde compound; The silyl ether-linked furanyl dialdehyde compound has the structure shown in Formula 1 or Formula 2: Formula 1: Formula 2: ; The structure of the dichlorosilane is shown in Formula 3 or Formula 4: Formula 3: Formula 4: ; The R 1 and R 2 Independent selection from C1~C 18 One or more of the following: straight-chain or branched alkyl groups, 3-7 membered cycloalkyl groups, C1-C6 alkoxy groups, C2-C8 olefinic groups, and aryl groups; X is selected from oxygen or silicon-oxygen structural units; The structural formula of the silicon-oxygen structural unit is: The value of n is 1 to 4; The molar ratio of 5-hydroxymethylfurfural to dichlorosilane is 2.5:1; The alkaline catalyst is selected from triethylamine; The alkaline catalyst is in a 1:1 molar ratio with 5-hydroxymethylfurfural. The solvent for the reaction is selected from dichloromethane; The reaction temperature is 25°C, and the reaction time is 8 hours. The reaction was initiated by adding 4-dimethylaminopyridine as an additive.

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