Metal phthalocyanine-based super-crosslinked ionic polymer as well as preparation method and application thereof

Abstract

The invention provides a metal phthalocyanine-based super-crosslinked ionic polymer as well as a preparation method and application thereof, the polymer material has a porous structure and a relatively high specific surface area, so that the polymer material can be used as an adsorption or separation material; and it is verified that the catalyst can be used as a catalyst for carbon dioxide capture and conversion under heterogeneous conditions.

Description

Technical Field

[0001] This invention relates to the field of polymer materials, and in particular to a metal phthalocyanine-based hypercrosslinked ionic polymer, its preparation method, and its uses. Background Technology

[0003] Porous materials have high specific surface area and tunable pore structure, enabling them to efficiently capture and store carbon dioxide through physical adsorption or / or chemical adsorption. Examples include metal-organic frameworks, zeolites, porous carbon materials, and porous polymers. The CO2 density in the pores of these porous materials can be tens to hundreds of times that of gaseous CO2 in the ambient atmosphere.

[0004] Therefore, functionalized porous materials with porous features and active catalytic sites can provide potential synergistic effects for CO2 conversion, thereby integrating capture and conversion, avoiding the energy loss and process complexity problems of two-step methods, and representing a highly efficient and energy-saving CO2 conversion pathway. Recently, porous materials with metal catalytic centers have been considered promising materials to meet this requirement, among which metal-based and metalloporphyrin-based porous materials have shown good CO2 capture and conversion capabilities. Nevertheless, due to mass transfer limitations, accessibility of active sites, and stability issues, the catalytic efficiency of porous materials with metal catalytic centers still falls far short of industrial requirements. In addition, most existing metal-based porous materials are too expensive for industrial applications due to the high cost of raw materials caused by the use of metals and the complexity of ligand synthesis, making them difficult to obtain on a large scale. Summary of the Invention

[0005] In view of the shortcomings of the prior art described above, the purpose of this invention is to provide a metal phthalocyanine-based hypercrosslinked ionic polymer, its preparation method and uses, to solve the problems of high material cost and low activity when porous materials are used for carbon dioxide capture and conversion in the prior art.

[0006] To achieve the above and other related objectives, the present invention is implemented by including the following technical solutions.

[0007] The first aspect of this invention provides a metal phthalocyanine-based crosslinked polymer, wherein the repeating unit of the metal phthalocyanine-based hypercrosslinked ionic polymer has the following structure:

[0008]

[0009] Wherein, Z is a disubstituted or polysubstituted phenyl group, or a disubstituted or polysubstituted polycyclic aromatic hydrocarbon group; Y is one or more of alkyl, benzyl, and biphenylmethyl groups; X - It is a halide ion.

[0010] Preferably, the multiple substitutions are tri-substituted, tetra-substituted, penta-substituted, or hexa-substituted.

[0011] Preferably, the alkyl group in Y is selected from one or more of methyl, ethyl, n-propyl, isopropyl, n-butyl, and isobutyl.

[0012] Preferably, Z is One or more of them.

[0013] More preferably, the Y is selected from one or more of the following:

[0014] -CH3、 One or more of them.

[0015] Preferably, it is obtained by reacting raw materials including: metal phthalocyanine compounds, benzyl halides, and nitrogen heterocyclic compounds;

[0016] The metal phthalocyanine compound is selected from one or more of the structural formulas shown in Formula II:

[0017]

[0018] M is selected from one or more of Mg, Al, Fe, Co, Ni, Cu and Zn;

[0019] Benzyl halides are selected from one or more of the following, where X is a halogen atom:

[0020]

[0021] Nitrogen heterocyclic compounds are selected from one or more of the following:

[0022]

[0023] Preferably, the halogen atom includes Br, Cl or I; more preferably, the halogen atom includes Br or Cl.

[0024] More preferably, the repeating unit structure of the metal phthalocyanine-based hypercrosslinked ionic polymer comprises any one of the following:

[0025]

[0026]

[0027] A second aspect of the present invention provides a method for preparing a metal phthalocyanine-based hypercrosslinked ionic polymer as described above, comprising: quaternizing a metal phthalocyanine-based compound, a benzyl halide, and a nitrogen heterocyclic compound with quaternization to obtain a metal phthalocyanine-based crosslinked polymer.

[0028] Preferably, the above reaction uses a Lewis acid catalyst. More preferably, the Lewis acid catalyst is selected from one or more of ferric chloride, aluminum trichloride, and boron trifluoride. The amount of catalyst added is sufficient to achieve catalytic effectiveness.

[0029] Preferably, in the above reaction, the molar ratio of the metal phthalocyanine compound to the benzyl halide is 1:5 to 20. More preferably, the molar ratio of the metal phthalocyanine compound to the benzyl halide can be 1:5, 1:6, 1:7, 1:8, 1:9, 1:10, 1:11, 1:12, 1:13, 1:14, 1:15, 1:16, 1:17, 1:18, 1:19, or 1:20.

[0030] Preferably, in the above reaction, the molar ratio of the metal phthalocyanine compound to the nitrogen heterocyclic compound is 1:1 to 5. More preferably, the molar ratio of the metal phthalocyanine compound to the nitrogen heterocyclic compound can be 1:1, 1:2, 1:3, 1:4, or 1:5.

[0031] Preferably, the above reaction also uses an organic solvent, which is selected from one or more of dichloroethane, dichloromethane, and tetrahydrofuran.

[0032] Preferably, the above reaction is carried out under the protection of an inert gas. The inert gas is selected from one or more of nitrogen, helium, neon, argon, and xenon.

[0033] Preferably, the temperature of the above reaction is 50 to 180°C. For example, it can be 50°C, 60°C, 70°C, 80°C, 90°C, 100°C, 110°C, 120°C, 130°C, 140°C, 150°C, 160°C, 170°C, or 180°C.

[0034] Preferably, the reaction time of the above reaction is 1 to 72 hours. For example, it can be 1 hour, 3 hours, 5 hours, 7 hours, 10 hours, 12 hours, 15 hours, 17 hours, 20 hours, 22 hours, 25 hours, 27 hours, 30 hours, 32 hours, 35 hours, 37 hours, 40 hours, 42 hours, 45 hours, 47 hours, 50 hours, 52 hours, 55 hours, 57 hours, 60 hours, 62 hours, 65 hours, 67 hours, 70 hours, or 72 hours.

[0035] Preferably, the reaction further includes a post-processing step, which includes filtration, washing, and drying. More preferably, the filtration is performed under reduced pressure. More preferably, the washing is performed using an organic solvent, such as methanol or ethanol. More preferably, the drying is performed using heat drying.

[0036] The third aspect of this invention also discloses the use of the metal phthalocyanine-based hypercrosslinked ionic polymer as described above as an adsorbent or separation material.

[0037] The fourth aspect of the present invention also discloses the use of the metal phthalocyanine-based hypercrosslinked ionic polymer as described above for the adsorption of carbon dioxide.

[0038] The fifth aspect of the present invention also discloses the application of the metal phthalocyanine-based hypercrosslinked ionic polymer as described above as a catalyst in carbon dioxide conversion.

[0039] The sixth aspect of the present invention also discloses the use of the metal phthalocyanine-based hypercrosslinked ionic polymer as described above as a catalyst in the reaction of epoxides with carbon dioxide to generate cyclic carbonates.

[0040] The seventh aspect of the present invention also discloses a method for synthesizing cyclic carbonates using the metal phthalocyanine-based hypercrosslinked ionic polymer as described above as a catalyst, comprising: generating cyclic carbonates from epoxides and carbon dioxide under the catalysis of the metal phthalocyanine-based hypercrosslinked ionic polymer.

[0041] This method is carried out in a closed environment, and the carbon dioxide is gaseous carbon dioxide.

[0042] Preferably, the epoxide is ethylene oxide.

[0043] Preferably, the cyclic carbonate is ethylene carbonate.

[0044] Preferably, the temperature for synthesizing cyclic carbonates is 25–150°C. For example, the temperature can be 25°C, 30°C, 35°C, 40°C, 45°C, 50°C, 55°C, 60°C, 65°C, 70°C, 75°C, 80°C, 85°C, 90°C, 95°C, 100°C, 105°C, 110°C, 115°C, 120°C, 125°C, 130°C, 135°C, 140°C, 145°C, or 150°C.

[0045] Preferably, the pressure for the carbon dioxide conversion reaction is 0.1–5 MPa. For example, it can be 0.1 MPa, 0.5 MPa, 1.0 MPa, 1.5 MPa, 2.0 MPa, 2.5 MPa, 3.0 MPa, 3.5 MPa, 4.0 MPa, 4.5 MPa, or 5 MPa.

[0046] Preferably, the concentration of the carbon dioxide conversion reaction is 400 ppm to 100%. For example, it can be 400 ppm, 500 ppm, 800 ppm, 1000 ppm, 1 wt%, 1.5 wt%, 2 wt%, 2.5 wt%, 3 wt%, 3.5 wt%, 4 wt%, 4.5 wt%, 5 wt%, 5.5 wt%, 6 wt%, 6.5 wt%, 7 wt%, 7.5 wt%, 8 wt%, 8.5 wt%, 9 wt%, 9.5 wt%, 10 wt%, 10.5 wt%, 12 wt%, 15 wt%, 20 wt%, 25 wt%, 30 wt%, 35 wt%, 40 wt%, 45 wt%, 50 wt%, 55 wt%, 60 wt%, 65 wt%, 70 wt%, 75 wt%, 80 wt%, 85 wt%, 90 wt%, 95 wt%, or 100 wt%.

[0047] In the process of carbon dioxide conversion, the porous structure of the catalyst, metal phthalocyanine-based hypercrosslinked ionic polymer, can capture carbon dioxide around the metal center with abundant nitrogen sites, thereby achieving highly efficient and selective catalytic synthesis of cyclic carbonates. The catalyst dosage is low during carbon dioxide conversion, and the catalytic reaction can be carried out under the conditions of 25-150 degrees Celsius, carbon dioxide pressure of 0.1MPa-5MPa, carbon dioxide concentration of 400ppm-100%, and no solvent or additives. The operation is simple and the catalytic performance is excellent. At the same time, the metal phthalocyanine-based hypercrosslinked ionic polymer can be recycled and reused after catalysis, which is in line with the concept of green and sustainable development.

[0048] As described above, the metal phthalocyanine-based crosslinked polymer, its preparation method, and its uses of the present invention have the following beneficial effects:

[0049] This application provides a metal phthalocyanine-based hypercrosslinked ionic polymer and its preparation method. The polymer material has a porous structure and a high specific surface area, making it suitable for use as an adsorption or separation material. Furthermore, it has been verified that it can be used as a catalyst for carbon dioxide capture and conversion under heterogeneous conditions. The phthalocyanine structure in this polymer material has a macrocyclic conjugated framework, exhibiting good thermal and chemical stability. The cavities within the rings can accommodate metal elements such as iron, copper, cobalt, aluminum, nickel, calcium, sodium, magnesium, and zinc. The porous structure and the nitrogen-rich nature of phthalocyanines effectively capture and activate carbon dioxide. The chelated metal ions act as Lewis acid sites to activate epoxides, and simultaneously cooperate with halide ions, which act as nucleophiles, to synergistically open the rings. This multi-activation mechanism effectively promotes the formation of cyclic carbonates, improving the efficiency of carbon dioxide capture and conversion, thus solving the technical problem of low carbon dioxide capture and conversion activity in existing technologies and possessing practical industrial application potential. Attached Figure Description

[0050] Figure 1 The image shown is a photograph of the metal phthalocyanine-based hypercrosslinked ionic polymer from Example 2 of this invention.

[0051] Figure 2 The image shown is an elemental mapping representation of the metal phthalocyanine-based hypercrosslinked ionic polymer in Example 2 of this invention.

[0052] Figure 3 The image shown is an X-ray photoelectron diffraction (XRD) spectrum of the metal phthalocyanine-based hypercrosslinked ionic polymer from Example 2 of this invention.

[0053] Figure 4 The image shown is an infrared result of the metal phthalocyanine-based hypercrosslinked ionic polymer in Example 2 of this invention.

[0054] Figure 5 The figures shown are nitrogen adsorption-desorption isotherms and pore size distribution diagrams of the metal phthalocyanine-based hypercrosslinked ionic polymers in Examples 1-4 of this invention. Detailed Implementation

[0055] The following specific examples illustrate the implementation of the present invention. Those skilled in the art can easily understand other advantages and effects of the present invention from the content disclosed in this specification. The present invention can also be implemented or applied through other different specific embodiments, and various details in this specification can also be modified or changed based on different viewpoints and applications without departing from the spirit of the present invention.

[0056] Before further describing specific embodiments of the present invention, it should be understood that the scope of protection of the present invention is not limited to the specific embodiments described below; it should also be understood that the terminology used in the embodiments of the present invention is for describing specific embodiments and not for limiting the scope of protection of the present invention; in the specification and claims of the present invention, unless otherwise expressly stated in the text, the singular forms "a", "an" and "this" include the plural forms.

[0057] When numerical ranges are given in the embodiments, it should be understood that, unless otherwise stated in the present invention, both endpoints of each numerical range and any value between the two endpoints may be selected. Unless otherwise defined, all technical and scientific terms used in this invention have the same meaning as commonly understood by one of ordinary skill in the art. In addition to the specific methods, apparatus, and materials used in the embodiments, based on the knowledge of the prior art possessed by one of ordinary skill in the art and the description of this invention, any prior art methods, apparatus, and materials similar to or equivalent to those described, apparatus, and materials in the embodiments of this invention may be used to implement the present invention.

[0058] The following general synthetic routes are merely illustrative of methods by which the compounds of the present invention can be synthesized, and various modifications to the synthetic routes can be made and are inspired by those skilled in the art who have referred to the disclosure of the present invention.

[0059] The term "contact" as used herein should be interpreted broadly, encompassing any method that enables at least two reactants to undergo a chemical reaction, such as mixing two reactants under appropriate conditions. If necessary, reactants requiring contact can be mixed under stirring; therefore, the type of stirring is not particularly limited, such as mechanical stirring, i.e., stirring under mechanical force.

[0060] Example 1

[0061] Example 1 of this application provides a metal phthalocyanine-based hypercrosslinked ionic polymer and its preparation method, the preparation method including the following steps:

[0062] Magnesium phthalocyanine compound, 1,4-di(bromomethyl)benzene and N-methylimidazole, and anhydrous ferric chloride catalyst were refluxed in anhydrous dichloroethane solvent under a nitrogen atmosphere. The molar ratio of the three components was 1:8:2, the reflux temperature was 80 degrees Celsius, and the reaction time was 24 hours.

[0063] After the reaction was complete, the resulting suspension was filtered under reduced pressure, washed with a large amount of methanol, and dried overnight in a vacuum drying oven at 60 degrees Celsius to obtain a magnesium phthalocyanine-based hypercrosslinked ionic polymer with the following structural formula:

[0064]

[0065] Example 2

[0066] Example 2 of this application provides a metal phthalocyanine-based hypercrosslinked ionic polymer and its preparation method, the preparation method including the following steps:

[0067] Aluminum phthalocyanine compound, 1,4-di(bromomethyl)benzene, N-benzylimidazole, and anhydrous ferric chloride catalyst were refluxed in anhydrous dichloroethane solvent under a nitrogen atmosphere. The molar ratio of the three components was 1:8:2, the reflux temperature was 80 degrees Celsius, and the reaction time was 36 hours.

[0068] After the reaction was complete, the resulting suspension was filtered under reduced pressure, washed with a large amount of methanol, and dried overnight in a vacuum drying oven at 60 degrees Celsius to obtain an aluminum phthalocyanine-based hypercrosslinked ionic polymer, the structural formula of which is shown below:

[0069]

[0070] The specific metal phthalocyanine-based hypercrosslinked ionic polymer product obtained in this embodiment is as follows: Figure 1 As shown in the photo.

[0071] Figure 2 The image shows the elemental mapping results of the obtained metal phthalocyanine-based hypercrosslinked ionic polymer. As can be seen from the image, the catalytic active sites include aluminum (Al) and bromine (Br), which are highly dispersed and uniformly distributed.

[0072] Figure 3 The X-ray photoelectron diffraction (XPS) spectrum of the obtained metal phthalocyanine-based hypercrosslinked ionic polymer is shown in the figure. As can be seen from the figure, the peak at 285 eV is attributed to the C1s binding energy. The N1s spectrum shows binding energy peaks at 402, 400, and 399 eV, corresponding to amino nitrogen (C–N), imino nitrogen (C=N), and pyrrole nitrogen (Al–N), respectively. The Br 3d doublets centered at 68.0 and 70.3 eV are assigned to the ionic Br... - The presence of covalently bonded Br confirmed the retention of bromide ions in the hypercrosslinked polymer backbone. The weak Al2p signal itself is consistent with its low content.

[0073] Figure 4 The image shows the infrared results of the obtained metal phthalocyanine-based hypercrosslinked ionic polymer. The presence of imidazole CN bonds and metal MN bonds can be seen from the image.

[0074] Example 3

[0075] Example 3 of this application provides a method for preparing a metal phthalocyanine-based hypercrosslinked ionic polymer, the preparation method comprising the following steps:

[0076] Zinc phthalocyanine compound, 4,4'-dichloromethylbiphenyl, N-(4-triphenylmethylbenzyl)imidazolium, and anhydrous ferric chloride catalyst were refluxed in anhydrous dichloroethane solvent under a nitrogen atmosphere. The molar ratio of the three components was 1:8:2, the reflux temperature was 80 degrees Celsius, and the reaction time was 48 hours.

[0077] After the reaction was complete, the resulting suspension was filtered under reduced pressure, washed with a large amount of methanol, and dried overnight in a vacuum drying oven at 60 degrees Celsius to obtain a zinc phthalocyanine-based hypercrosslinked ionic polymer with the following structural formula:

[0078]

[0079] Example 4

[0080] Example 4 of this application provides a method for preparing a metal phthalocyanine-based hypercrosslinked ionic polymer, the preparation method comprising the following steps:

[0081] Cobalt phthalocyanine compound, 4,4'-dichloromethylbiphenyl, N-(4-triphenylmethylbenzyl)imidazolium, and anhydrous ferric chloride catalyst were refluxed in anhydrous dichloroethane solvent under a nitrogen atmosphere. The molar ratio of the three components was 1:8:2, the reflux temperature was 80 degrees Celsius, and the reaction time was 48 hours.

[0082] After the reaction was complete, the resulting suspension was filtered under reduced pressure, washed with a large amount of methanol, and dried overnight in a vacuum drying oven at 60 degrees Celsius to finally obtain the zinc phthalocyanine-based hypercrosslinked ionic polymer.

[0083] Furthermore, in this application, the applicant performed BET characterization analysis on the metal phthalocyanine-based hypercrosslinked ionic polymers prepared in Examples 1-4, and the specific results are as follows: Figure 5 As shown, by Figure 5 It can be seen that the specific surface area of ​​the hypercrosslinked polymer ranges from 275 to 465 m². 2 The high adsorption capacity at low pressure and the hysteresis loop in the relatively high pressure region indicate that it has a microporous-mesoporous hierarchical structure, showing its potential CO2 adsorption capacity.

[0084] Application Example 1

[0085] This application example 1 is used to test the performance of the metal phthalocyanine-based hypercrosslinked ionic polymer provided in Example 1 in catalyzing the conversion of carbon dioxide to cyclic carbonates. The test steps include:

[0086] Step 1: Add 20 mg of catalyst and 10 mmol of epichlorohydrin to a 20 mL stainless steel high-pressure reactor, and introduce carbon dioxide gas at 1.0 MPa for reaction. Stir for 1 h at a temperature of 140 degrees Celsius during the reaction.

[0087] Step 2: After the reaction is complete, cool to room temperature to release the remaining carbon dioxide gas, and filter to separate the catalyst. The resulting filtrate is a cyclic carbonate solution with a yield of 90%.

[0088] Application Example 2

[0089] Application Example 2 is used to test the performance of the metal phthalocyanine-based hypercrosslinked ionic polymer provided in Example 2 in catalyzing the conversion of carbon dioxide to cyclic carbonates. The test steps include:

[0090] Step 1: Add 20 mg of catalyst and 10 mmol of propylene oxide to a 25 mL stainless steel high-pressure reactor, and introduce 3.0 MPa of 15% carbon dioxide gas for reaction. Stir for 3 h at a temperature of 120 degrees Celsius during the reaction.

[0091] Step 2: After the reaction is complete, cool to room temperature to release the remaining carbon dioxide gas, and filter to separate the catalyst. The resulting filtrate is a cyclic carbonate solution with a yield of 95%.

[0092] Application Example 3

[0093] Application Example 3 is used to test the performance of the metal phthalocyanine-based hypercrosslinked ionic polymer provided in Example 3 in catalyzing the conversion of carbon dioxide to cyclic carbonates. The test steps include:

[0094] Step 1: Add 20 mg of catalyst and 10 mmol of ethylene oxide to a 25 mL stainless steel high-pressure reactor and introduce 1.0 MPa carbon dioxide gas for reaction. Stir for 24 h at a temperature of 25 degrees Celsius during the reaction.

[0095] Step 2: After the reaction is complete, the catalyst is separated by filtration. The resulting filtrate is a cyclic carbonate solution with a yield of 98%.

[0096] Application Example 4

[0097] Application Example 4 is used to test the performance of the metal phthalocyanine-based hypercrosslinked ionic polymer provided in Example 1 in catalyzing the conversion of carbon dioxide to cyclic carbonates. The test steps include:

[0098] Step 1: Add 20 mg of catalyst and 10 mmol of epichlorohydrin to a 25 mL stainless steel high-pressure reactor and continuously purge air (with a carbon dioxide concentration of 400 ppm). Stir for 120 h at a temperature of 25 degrees Celsius during the reaction.

[0099] Step 2: After the reaction is complete, the catalyst is separated by filtration. The resulting filtrate is a cyclic carbonate solution with a yield of 80%.

[0100] As can be seen from the above application examples and effect data, the metal phthalocyanine-based hypercrosslinked ionic polymer provided in this application can be applied to the capture, adsorption and conversion of carbon dioxide, and the material has good thermal and chemical stability and can be used as a catalyst for carbon dioxide capture and conversion under heterogeneous conditions.

[0101] The above embodiments are merely illustrative of the principles and effects of the present invention and are not intended to limit the invention. Any person skilled in the art can modify or alter the above embodiments without departing from the spirit and scope of the present invention. Therefore, all equivalent modifications or alterations made by those skilled in the art without departing from the spirit and technical concept disclosed in the present invention should still be covered by the claims of the present invention.

Claims

1. A metal phthalocyanine-based hypercrosslinked ionic polymer, characterized in that, The repeating unit structure of the metal phthalocyanine-based hypercrosslinked ionic polymer is shown below: Wherein, Z is a disubstituted or polysubstituted phenyl group, or a disubstituted or polysubstituted polycyclic aromatic hydrocarbon group; Y is one or more of alkyl, benzyl, and biphenylmethyl groups; X - It is a halide ion.

2. The metal phthalocyanine-based hypercrosslinked ionic polymer according to claim 1, characterized in that: The multiple substitutions are tri-substituted, tetra-substituted, penta-substituted, or hexa-substituted; And / or, the alkyl group in Y is selected from one or more of methyl, ethyl, n-propyl, isopropyl, n-butyl, and isobutyl; and / or, it is obtained by reacting reactants including metal phthalocyanine compounds, benzyl halides, and nitrogen heterocyclic compounds.

3. The metal phthalocyanine-based hypercrosslinked ionic polymer according to claim 1, characterized in that: Z is One or more of the following; The Y is selected from one or more of the following: -CH3、 One or more of them.

4. The metal phthalocyanine-based hypercrosslinked ionic polymer according to claim 2, characterized in that: The metal phthalocyanine compound is selected from one or more of the structural formulas shown in Formula II: M is selected from one or more of Mg, Al, Fe, Co, Ni, Cu and Zn; Benzyl halides are selected from one or more of the following, where X is a halogen atom: Nitrogen heterocyclic compounds are selected from one or more of the following:

5. The metal phthalocyanine-based hypercrosslinked ionic polymer according to claim 1 or 4, characterized in that: The halogens include Br, Cl, or I.

6. A method for preparing a metal phthalocyanine-based hypercrosslinked ionic polymer as described in any one of claims 1 to 5, characterized in that, Metal phthalocyanine-based crosslinked polymers were obtained by quaternizing metal phthalocyanine compounds, benzyl halides, and nitrogen heterocyclic compounds with ammonium salts.

7. The preparation method according to claim 6, characterized in that, Includes one or more of the following features: Lewis acid catalysts are used in the quaternization process; The molar ratio of metal phthalocyanine compounds to benzyl halides is 1:5–20; The molar ratio of the metal phthalocyanine compound to the nitrogen heterocyclic compound is 1:1 to 5; The quaternization process uses an organic solvent, which is selected from one or more of dichloroethane, dichloromethane, and tetrahydrofuran. Inert gas protection is used during the quaternization process; The temperature range for quaternization is 50–180℃; The quaternization process takes 1 to 72 hours.

8. The use of a metal phthalocyanine-based hypercrosslinked ionic polymer as described in any one of claims 1 to 5 as an adsorbent or separation material.

9. The use of a metal phthalocyanine-based hypercrosslinked ionic polymer as described in any one of claims 1 to 5 for the adsorption of carbon dioxide, or its use as a catalyst in carbon dioxide conversion.

10. A method for synthesizing cyclic carbonates using a metal phthalocyanine-based hypercrosslinked ionic polymer as described in any one of claims 1 to 5, wherein epoxides and carbon dioxide are reacted under the catalysis of the metal phthalocyanine-based hypercrosslinked ionic polymer to generate cyclic carbonates.

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