A metal catalyst supported on a hyper-crosslinked microporous organic polymer, and its synthesis method and use

Abstract

The present invention relates to a metal catalyst supported on a hyper-crosslinked microporous organic polymer, a synthesis method thereof, and uses thereof. The metal catalyst supported on the hyper-crosslinked microporous organic polymer shown by the structural formula of the present invention has a large specific surface area. When used in heterogeneous catalytic reactions, a good yield of the target product can be obtained with very little amount and very short time consumption, and it has very good catalytic efficiency. At the same time, the metal catalyst supported on the hyper-crosslinked microporous organic polymer has a stable structure, good high-temperature resistance, is easy to recycle, and has good reusability.

Description

Technical Field

[0001] The present invention relates to the technical field of chemical synthesis, and in particular to a metal catalyst supported on a hypercrosslinked microporous organic polymer, a synthesis method thereof, and uses thereof. Background Art

[0002] The development of porous materials has gone through several stages, including natural zeolites in nature, synthetic molecular sieves, organic-inorganic hybrid materials (MOFs), and the rise of microporous organic materials (MOPs). Compared with the previous several types of porous materials, MOPs are porous organic polymer skeletons composed entirely of lighter organic elements through covalent bonds. Compared with molecular sieves and MOFs, they have the advantages of lighter weight, higher stability, easier generation and modification, etc., and thus have become a kind of porous material with development potential. MOPs are porous organic materials with pore diameters less than 2 nm, and they have attracted extensive attention in the academic community because they combine the advantages of porous materials and polymers. In the past decade or so, significant progress has been made in the research of MOPs, and four major categories have gradually emerged, namely hypercrosslinked microporous polymers (HCPs), polymers of intrinsic microporosity (PIMs), conjugated microporous polymers (CMPs), and covalent organic frameworks (COFs).

[0003] Hypercrosslinked polymers (HCPs) are an important branch of microporous organic polymers. They have the characteristics of high specific surface area, wide monomer sources, good thermal stability, mild synthesis conditions, etc. They are the first microporous organic materials to achieve industrial production so far, attracting a large amount of research interest from scientific researchers. Currently, the synthesis strategies of HCPs materials include the following three: 1) post-crosslinking of styrene precursors; 2) self-condensation of small molecule monomers; 3) weaving method with external crosslinking agents; 4) Scholl coupling reaction; 5) solvent weaving method. As a new preparation technology, the weaving method with external crosslinking agents has the following main advantages: 1) wide monomer sources and flexible and diverse synthesis methods; 2) mild synthesis conditions, cheap monomers and reagents, and can be used for large-scale production of hypercrosslinked polymers; 3) can be used to prepare polymers with high specific surface area, rich microporous structures and / or various functional groups; 4) different structures of polymers can be prepared by using monomers with different structures and adjusting the proportion of crosslinking agents. Summary of the Invention

[0004] Based on this, the main object of the present invention is to provide a metal catalyst supported on a hypercrosslinked microporous organic polymer and its application in the Suzuki reaction to achieve better catalytic effects.

[0005] A metal catalyst supported on a hypercrosslinked microporous organic polymer and its application in the Suzuki reaction, the metal catalyst supported on the hypercrosslinked microporous organic polymer has a structure shown by the following formula HCPs-M:

[0006]

[0007] Wherein:

[0008] M is a transition metal cation, X is an anion, and n = 0 or 1.

[0009] In some embodiments, the transition metal cation is Pd 2+ , Ni 3+ or Cu 2+ , and the anion is Cl - , Br - , NO2 - , CH3COO - , CF3COO - .

[0010] The present invention also aims to provide a method for synthesizing the above-mentioned metal catalyst supported on hypercrosslinked microporous organic polymer, and the synthesis method includes the following steps:

[0011] (1) Take compound 1 and compound 2, add organic solvent A, heat and stir to obtain a mixture system; compound 1 is 8-hydroxyquinoline; compound 2 is benzene with hydrogen unsubstituted or substituted.

[0012] (2) Add Lewis acid B to the mixed system, first heat at low temperature, then heat at high temperature, cool, dry, extract to obtain hypercrosslinked polymer HCPs;

[0013] (3) Take the hypercrosslinked polymer HCPs, add a transition metal salt and organic solvent C, heat, stir, cool, dry, extract to obtain hypercrosslinked polymer HCPs-M.

[0014] In some embodiments, the organic solvent A in step (1) is a halogenated alkane, preferably 1,2-dichloroethane, chloroform, carbon tetrachloride.

[0015] In some embodiments, the Lewis acid B in step (2) is FeCl3, AlCl3, BiCl3, ZnCl2, BF3·OEt2, preferably BiCl3 and FeCl3.

[0016] In some embodiments, in step (2), the low-temperature heating is at a temperature of 30-35 °C and the heating time is 4-6 h; the high-temperature heating is at a temperature of 80-85 °C and the heating time is 24-48 h.

[0017] In some embodiments, the organic solvent C in step (3) is THF or DMF, the heating temperature is 75-85 °C, and the heating time is 18-24 h.

[0018] In some of these embodiments, in step (3), Soxhlet extraction is used for the extraction, methanol is used as the solvent, and the extraction time is 24 - 48 h.

[0019] The present invention also aims to provide the use of the above-mentioned hypercrosslinked microporous organic polymer-supported metal catalyst as a catalyst.

[0020] In some of these embodiments, the catalyst is used for catalyzing the Suzuki reaction, which refers to the reaction of compound I and compound II to form compound III; the structures of compounds I - III are as follows:

[0021]

[0022] where R 1 and R 2 are independently selected from H, alkyl, alkoxy, halogen or cyano, and Y is Br or I.

[0023] Compared with the prior art, the present invention has the following beneficial effects:

[0024] The hypercrosslinked microporous organic polymer-supported metal catalyst shown by the structural formula of the present invention has a large specific surface area, especially the microporous specific surface area and microporous volume. When used in heterogeneous catalytic reactions, a good yield of the target product can be obtained with a very small amount and a very short time consumption, and it has very good catalytic efficiency. At the same time, the hypercrosslinked microporous organic polymer-supported metal catalyst has a stable structure, good high-temperature resistance, is easy to recycle, and has good reusability. BRIEF DESCRIPTION OF THE DRAWINGS

[0025] Figure 1 FIGURES are the morphology diagrams of HCPs-I, HCPs-II, HCPs-III and HCPs-I-Pd, HCPs-II-Pd and HCPs-III-Pd of Example 1 obtained by scanning electron microscopy;

[0026] Figure 2 FIGURES are the element distribution diagrams of HCPs-I, HCPs-II and HCPs-I-Pd, HCPs-II-Pd of Example 1 obtained by scanning electron microscopy;

[0027] Figure 3 FIGURES are the morphology diagrams of HCPs-I, HCPs-II and HCPs-I-Pd, HCPs-II-Pd of Example 1 obtained by transmission electron microscopy;

[0028] Figure 4 FIGURES are the test result diagrams of HCPs-I, HCPs-II and HCPs-I-Pd, HCPs-II-Pd of Example 1 tested by infrared spectroscopy;

[0029] Figure 5 Graph showing the results of the Binging Energy tests for HCPs-I, HCPs-II, and HCPs-I-Pd and HCPs-II-Pd of Example 1;

[0030] Figure 6 1H NMR spectrum of Compound III-a;

[0031] Figure 7 13C NMR spectrum of Compound III-a. Detailed implementation mode

[0032] For ease of understanding of the present invention, the present invention will be described more comprehensively below. However, the present invention can be implemented in many different forms and is not limited to the embodiments described herein. On the contrary, these embodiments are provided to make the understanding of the disclosure of the present invention more thorough and comprehensive.

[0033] Unless otherwise defined, all technical and scientific terms used herein have the same meaning as commonly understood by those skilled in the technical field to which the present invention belongs. The terms used in the specification of the present invention herein are only for the purpose of describing specific embodiments and are not intended to limit the present invention. The term "and / or" as used herein includes any and all combinations of one or more of the related listed items.

[0034] The embodiments of the present invention provide a metal catalyst supported on a hypercrosslinked microporous organic polymer, and the metal catalyst supported on the hypercrosslinked microporous organic polymer has a structure shown by the following formula HCPs-M:

[0035]

[0036] Wherein:

[0037] M is a transition metal cation, X is an anion, and n = 0 or 1.

[0038] Preferably, the transition metal cation M is Pd 2+ , Ni 3+ or Cu 2+ , and the anion is Cl - , Br - , NO2 - , CH3COO - , CF3COO - .

[0039] More preferably, the transition metal cation M is Pd 2+ , and the anions are Cl - and CH3COO - .

[0040] The present invention also aims to provide a method for synthesizing the above-mentioned metal catalyst supported on hypercrosslinked microporous organic polymer, and the synthesis method includes the following steps:

[0041] (1) Take compound 1 and compound 2, add them to organic solvent A, heat and stir to obtain a mixture system; compound 1 is 8-hydroxyquinoline; compound 2 is benzene with hydrogen unsubstituted or substituted.

[0042] (2) Add Lewis acid B to the mixed system, first heat at low temperature, then heat at high temperature, cool, dry, extract to obtain hypercrosslinked polymer HCPs;

[0043] (3) Take the hypercrosslinked polymer HCPs, add transition metal salt and organic solvent C, heat, stir, cool, dry, extract to obtain hypercrosslinked polymer HCPs-M.

[0044] Preferably, the organic solvent A in step (1) is 1,2-dichloroethane, chloroform or carbon tetrachloride.

[0045] Preferably, the Lewis acid B in step (2) is BiCl3 and FeCl3.

[0046] Preferably, in step (2), the low-temperature heating is at a temperature of 30-35 °C for 4-6 h; the high-temperature heating is at a temperature of 80-85 °C for 24-48 h.

[0047] Preferably, the organic solvent C in step (3) is DMF, the heating temperature is 80 °C, and the heating time is 18-24 h.

[0048] Preferably, in step (3), the extraction is carried out by Soxhlet extraction method, the solvent is methanol, and the extraction time is 24-48 h.

[0049] The present invention also aims to provide the use of the above-mentioned metal catalyst supported on hypercrosslinked microporous organic polymer as a catalyst.

[0050] Preferably, the metal catalyst supported on hypercrosslinked microporous organic polymer is used to catalyze Suzuki reaction.

[0051] Example 1

[0052] This example provides a metal catalyst supported on hypercrosslinked microporous organic polymer and its synthesis method.

[0053] The metal catalyst supported on hypercrosslinked microporous organic polymer has the structure shown by the following formula HCPs-M:

[0054]

[0055] The synthesis method of the hypercrosslinked microporous organic polymer supported metal catalyst HCPs-I-Pd comprises the following steps:

[0056] (1) First, take 0.5975 g (4.12 mmol) of 8-hydroxyquinoline monomer in a round-bottom flask, then add 1.2165 g (15.60 mmol) of benzene solution to the round-bottom flask, and slowly add 40 mL of chloroform. Connect a catheter to the mouth of the flask with a ground glass adapter, and connect the catheter to a bubble trap to prevent spraying or explosion due to excessive pressure in the reactor.

[0057] Place the above system in a 35 °C water bath temperature-controlled digital display magnetic stirrer for heating and stirring, and slowly add 4.3601 g (32.70 mmol) of anhydrous aluminum trichloride to the system while heating. Gradually raise the temperature to 45 °C and let it react for 5.0 h, then raise the temperature to 80 °C and react for 40 h.

[0058] After the reaction is completed, stop stirring, take out the round-bottom flask, first cool the round-bottom flask to room temperature, rinse the product 5-6 times with ethanol solution, then take out the product and dry it to obtain the crosslinked product. After drying, perform Soxhlet extraction (using methanol as the solvent) on the product for 36 h.

[0059] After Soxhlet extraction, dry it in a vacuum oven to obtain the hypercrosslinked polymer HCPs-I.

[0060]

[0061] (2) Take 0.25 g of the hypercrosslinked polymer HCPs and add it to a round-bottom flask, then add 0.037 g (0.17 mmol) of Pd(OAc)2. Finally, slowly add 10 mL of DMF solution to the round-bottom flask, seal it, and place it in a 60 °C oil bath temperature-controlled digital display magnetic stirrer for heating and stirring reaction for 24 h. After the reaction is completed, stop stirring, take out the round-bottom flask, and cool it to room temperature.

[0062] Filter the cooled system by suction, wash the obtained solid 3 times with 5 mL of acetone each time. After drying, perform Soxhlet extraction (using methanol as the solvent) on this solid for 36 h. After the extraction is completed, dry it in vacuo to obtain the hypercrosslinked microporous organic polymer supported metal catalyst HCPs-I-Pd.

[0063]

[0064] The synthesis method of the hypercrosslinked microporous organic polymer supported metal catalyst HCPs-II-Pd comprises the following steps:

[0065] (1) First, take 0.6083 g (4.19 mmol) of 8-hydroxyquinoline monomer in a round-bottom flask. Then, add 1.2061 g (15.46 mmol) of benzene solution and 3.25 g (42.72 mmol) of dimethoxymethane (FDA) to the round-bottom flask, and slowly add 100 mL of 1,2-dichloroethane. Connect a catheter to the mouth of the flask with a ground glass adapter, and connect the catheter to a bubble trap to prevent spraying or explosion due to excessive pressure in the reactor.

[0066] Place the above system in a water bath thermostatic digital magnetic stirrer at 35 °C for heating and stirring. While heating, slowly add 3.3841 g (20.86 mmol) of anhydrous ferric chloride to the system, gradually raise the temperature to 45 °C, allow it to react for 5.0 h, and then raise the temperature to 80 °C and react for 48 h.

[0067] After the reaction is completed, stop stirring, take out the round-bottom flask, first cool the round-bottom flask to room temperature, rinse the product with ethanol solution 5-6 times, then take out the product and dry it to obtain the cross-linked product. Perform Soxhlet extraction (using methanol as the solvent) on the product for 48 hours.

[0068] After Soxhlet extraction, dry it in a vacuum oven to obtain the hypercrosslinked polymer HCPs-II.

[0069]

[0070] (2) Take 0.25 g of the hypercrosslinked polymer HCPs and add it to a round-bottom flask, then add 0.037 g (0.17 mmol) of Pd(OAc)2. Finally, slowly add 10 mL of tetrahydrofuran solution to the round-bottom flask, seal it, and place it in a water bath thermostatic digital magnetic stirrer at 60 °C for heating and stirring reaction for 24 h. After the reaction is completed, stop stirring, take out the round-bottom flask, and cool it to room temperature.

[0071] Filter the cooled system by suction. Wash the obtained solid with 5 mL of acetone three times, then dry it. After drying, perform Soxhlet extraction (using methanol as the solvent) on this solid for 48 h. After extraction is completed, dry it to obtain the hypercrosslinked microporous organic polymer supported metal catalyst HCPs-II-Pd.

[0072]

[0073] The synthesis method of the hypercrosslinked microporous organic polymer supported metal catalyst HCPs-II-Pd includes the following steps:

[0074] (1) First, take 0.6083 g (4.19 mmol) of 8-hydroxyquinoline monomer in a round-bottom flask, then add 1.2061 g (15.46 mmol) of benzene solution and 3.25 g (42.72 mmol) of dimethoxymethane (FDA) to the round-bottom flask, and slowly add 100 mL of 1,2-dichloroethane. Connect a catheter to the mouth of the flask with a ground glass adapter, and connect the catheter to an oil bubbler to prevent spraying or explosion due to excessive pressure in the reactor.

[0075] Place the above system in a water bath thermostatic digital display magnetic stirrer at 35 °C and heat and stir it. While heating, slowly add 0.63 g (2.0 mmol) of anhydrous BiCl3 to the system, gradually raise the temperature to 45 °C, let it react for 5.0 h, and then raise the temperature to 80 °C and react for 48 h.

[0076] After the reaction is completed, stop stirring, take out the round-bottom flask, first cool the round-bottom flask to room temperature, rinse the product 5-6 times with ethanol solution, then take out the product and dry it to obtain the cross-linked product. Perform Soxhlet extraction (using methanol as the solvent) on the product for 48 h.

[0077] After Soxhlet extraction, dry it in a vacuum oven to obtain the hypercrosslinked polymer HCPs-II.

[0078]

[0079] (2) Take 0.25 g of the hypercrosslinked polymer HCPs and add it to a round-bottom flask, then add 0.037 g (0.17 mmol) of Pd(OAc)2, and finally slowly add 10 mL of tetrahydrofuran solution to the round-bottom flask. Seal it and place it in a 60 °C oil bath thermostatic digital display magnetic stirrer to heat and stir for 24 h. After the reaction is completed, stop stirring, take out the round-bottom flask, and cool it to room temperature.

[0080] Filter the cooled system by suction. Wash the obtained solid 3 times with acetone, 5 mL of acetone each time, and then dry it. After drying, extract this solid with a Soxhlet extractor using methanol as the solvent for 48 h. After extraction, dry it to obtain the hypercrosslinked microporous organic polymer supported metal catalyst HCPs-II-Pd.

[0081]

[0082] The synthesis method adopted in the present invention is simple, the conditions are mild, and the yield is high.

[0083] Example 2

[0084] This example mainly tests the hypercrosslinked microporous organic polymer-supported metal catalysts HCPs-I-Pd and HCPs-II-Pd provided in Example 1, as well as the metal-free precursors HCPs-I and HCPs-II.

[0085] I. In this example, the morphologies of HCPs and HCPs-Pd were observed by scanning electron microscopy. The observation results are shown in Figure 1 . According to Figure 1 the scanning electron microscopy photos in, HCPs-Ⅰ-Pd, HCPs-Ⅱ-Pd, and HCPs-ⅡⅠ-Pd have no specific morphology and are irregularly stacked spherical particles;

[0086] II. In this example, the distributions of the four elements C, N, O, and Pd were observed by scanning electron microscopy. The test results are shown in Figure 2 . Figure 2 The presence and uniform distribution of Pd in the two samples were confirmed.

[0087] III. In this example, the morphologies of HCPs and HCPs-Pd were also observed by transmission electron microscopy. The test results are shown in Figure 3 . According to Figure 3 the transmission electron microscopy photos in, the presence of Pd on the hypercrosslinked microporous organic polymer-supported metal catalyst was determined, and the lattice spacing of about 0.2 nm was determined to be that of Pd species, and its distribution in the sample was uniform.

[0088] IV. In this example, infrared spectroscopy was also used to test HCPs and HCPs-Pd. The test results are shown in Figure 4 . According to Figure 4 , the infrared peak intensities of the HCPs-Ⅰ-Pd sample at 1624, 1492, 877, and 736 cm -1 are increased compared to those of HCPs-Ⅰ; comparing the HCPs-Ⅱ and HCPs-Ⅱ-Pd curves, it was found that the infrared peaks of HCPs-Ⅱ-Pd are redshifted at 782 and 736 cm -1 , and it is a single infrared peak (741 cm -1 ), and the peak intensity is also weakened at 606 cm -1 . These changes are all caused by the coordination of Pd on HCPs.

[0089] IV. In this example, the Binging Energy of HCPs and HCPs-Pb was also tested. The test results are shown in Figure 5 . Figure 5The XPS measurement spectra of the characteristic peaks of Pd 3d and C1s at binding energies of 338.1 and 284.8 eV are respectively depicted in A. It can be observed that both HCPs-Ⅰ-Pd and HCPs-Ⅱ-Pd exhibit the characteristic peaks of Pd. Figure 5 B shows the XPS spectra of Pd for the HCPs-I-Pd and HCP s-Ⅱ-Pd samples. The peaks at binding energies of 343.7 and 338.2 eV are related to the presence of Pd(II). It can be determined that Pd has been successfully coordinated with HCPs to form HCPs-Pd.

[0090] Example 3

[0091] In this example, the performance of the hypercrosslinked microporous organic polymer supported metal catalyst (HCPs-Pd) with the structure shown by the formula HCPs-M provided in Example 1 as a catalyst was evaluated. Taking the preparation process of the Suzuki coupling reaction of bromobenzene and phenylboronic acid as an example:

[0092]

[0093] First, 0.7801 g (5.0 mmol) of bromobenzene and 0.7930 g (6.5 mmol) of phenylboronic acid were added to a round-bottom flask. Then, 1.6960 g (8.0 mmol) of potassium phosphate and 20 mg of the heterogeneous catalyst (HCPs-Pd) were added thereto. Subsequently, the system was added with ethanol:water = 4:1 (i.e., 16 mL of ethanol and 4 mL of water). After nitrogen protection, the round-bottom flask was placed in an 80 °C oil bath temperature-controlled digital display magnetic stirrer for heating and stirring for 3.0 h. After the reaction was completed, stirring was stopped, the round-bottom flask was taken out, cooled to room temperature, and the catalyst (HCPs-Pd) was recovered by filtration. The liquid was naturally dried to obtain a solid powder.

[0094] 5 mL of dichloromethane and 6 g of silica gel powder were added to this powder, stirred evenly, and left to dry naturally for use. The silica gel powder and the product system were subjected to column chromatography separation. The separated liquid was collected with another round-bottom flask. The collected liquid was rotary evaporated with a rotary evaporator until there was a small amount of liquid in the round-bottom flask. Rotary evaporation was stopped, and it was left to dry naturally. After drying, product III-a was collected, and the yield was calculated.

[0095] Figure 6 The hydrogen nuclear magnetic resonance spectrum of compound III-a, Figure 7 The carbon nuclear magnetic resonance spectrum of compound III-a. Figure 6 and Figure 7 confirmed the synthesis of compound III-a.

[0096] The results are shown in Table 1 below:

[0097] Table 1

[0098]

[0099] a Reaction conditions: 5.0 mmol of bromobenzene, 6.5 mmol of phenylboronic acid, 8.0 mmol of base, 20 mg of HCPs-Pd catalyst, 3.0 h, 80 °C, under nitrogen protection. b 40 mg of HCPs-Pd catalyst. c 10 mg of HCPs-Pd catalyst. d 1.0 h. e Without nitrogen protection. f React at room temperature for 12.0 h.

[0100] Example 4

[0101] In this example, the application scope of the hypercrosslinked microporous organic polymer supported metal catalyst (HCPs-Pd) with the structure shown by formula HCPs-M provided in Example 1 as a catalyst in the Suzuki reaction was evaluated.

[0102] The reaction formula of this example is as follows:

[0103]

[0104] The specific structures of the reactants are shown in Table 2:

[0105] Table 2

[0106]

[0107] Reaction conditions: 5.0 mmol of bromobenzene, 6.5 mmol of phenylboronic acid, 8.0 mmol of base, 20 mg of HCPs-Pd catalyst, 3.0 h, 80 °C, under nitrogen protection.

[0108] Example 5

[0109] This example is a variant of Example 3. The main difference from Example 3 is that the hypercrosslinked microporous organic polymer supported metal catalyst used has the structure shown by the following formula HCPs-M:

[0110]

[0111] The preparation of this hypercrosslinked microporous organic polymer supported metal catalyst refers to Example 1, and palladium acetate in Example 1 is replaced with nickel bromide.

[0112] The results are shown in Table 3:

[0113] Table 3

[0114]

[0115] Reaction conditions: 5.0 mmol bromobenzene, 6.5 mmol phenylboronic acid, 8.0 mmol base, 50 mg catalyst, 3.0 h, 80 °C, under nitrogen protection.

[0116] The technical features of the above-described embodiments can be combined arbitrarily. For the sake of brevity of description, not all possible combinations of the technical features in the above-described embodiments are described. However, as long as there is no contradiction in the combination of these technical features, it should be considered as the scope recorded in this specification.

[0117] The above-described embodiments merely represent several implementation manners of the present invention, and the description thereof is relatively specific and detailed, but it should not be construed as a limitation on the scope of the invention patent. It should be noted that for those of ordinary skill in the art, without departing from the concept of the present invention, several modifications and improvements can still be made, and these all belong to the protection scope of the present invention. Therefore, the protection scope of the invention patent should be subject to the appended claims.

Claims

1. Application of a hyper-crosslinked microporous organic polymer supported metal catalyst in the Suzuki reaction, characterized in that, The metal catalyst supported on the hyper-crosslinked microporous organic polymer has the following formula shown structure: Wherein: M is a transition metal cation, X is an anion, and n = 0 or 1; the transition metal cation M is , or .

2. Use of a hypercrosslinked microporous organic polymer-supported metal catalyst according to claim 1 in the Suzuki reaction, characterized in that, The anions described are or .

3. Use of a hypercrosslinked microporous organic polymer supported metal catalyst according to claim 1 in the Suzuki reaction, characterized in that, Synthesis method of metal catalyst supported on hypercrosslinked microporous organic polymer The method comprises the following steps: (1) Take compound 1 and compound 2, add them into organic solvent A, heat and stir to obtain a mixture system; compound 1 is 8-hydroxyquinoline; compound 2 is benzene with hydrogen unsubstituted or substituted; (2) Add Lewis acid B to the mixed system, first heat at low temperature and then heat at high temperature, cool, dry, extract to obtain hypercrosslinked polymer HCPs; the low-temperature heating is carried out at a temperature of 30-35 °C for 4-6 h; the high-temperature heating is carried out at a temperature of 80-85 °C for 24-48 h; (3) Take the hypercrosslinked polymer HCPs, add transition metal salt and organic solvent C, heat, stir, cool, dry, extract to obtain hypercrosslinked polymer HCPs-M.

4. Use of a hypercrosslinked microporous organic polymer-supported metal catalyst according to claim 3 in the Suzuki reaction, characterized in that, The organic solvent A described in step (1) is a halogenated alkane.

5. Use of a hypercrosslinked microporous organic polymer-supported metal catalyst according to claim 4 in the Suzuki reaction, characterized in that The halogenated alkane is preferably 1,2-dichloroethane, chloroform or carbon tetrachloride.

6. Use of a hypercrosslinked microporous organic polymer supported metal catalyst according to claim 3 in the Suzuki reaction, characterized in that, The Lewis acid B described in step (2) is , , , or .

7. Use of a hypercrosslinked microporous organic polymer supported metal catalyst according to claim 3 in the Suzuki reaction, characterized in that, The organic solvent C described in step (3) is THF or DMF, the heating temperature is 75-85 °C, and the heating time is 18-24 h.

8. Use of a hypercrosslinked microporous organic polymer-supported metal catalyst according to claim 3 in the Suzuki reaction, characterized in that, In step (3), Soxhlet extraction is used for extraction, and the extraction time is 24-48 h.

9. Use of a hypercrosslinked microporous organic polymer supported metal catalyst in the Suzuki reaction as described in claim 1, characterized in that, The Suzuki reaction refers to the reaction of compound I and compound II to form compound III; the structures of compounds I-III are as follows: wherein and are independently selected from H, alkyl, alkoxy, halogen or cyano, and Y is Br or I.

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