CN109970893B - Method for preparing organic porous material based on cationic polymerization reaction - Google Patents

Method for preparing organic porous material based on cationic polymerization reaction Download PDF

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CN109970893B
CN109970893B CN201711445327.XA CN201711445327A CN109970893B CN 109970893 B CN109970893 B CN 109970893B CN 201711445327 A CN201711445327 A CN 201711445327A CN 109970893 B CN109970893 B CN 109970893B
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cationic polymerization
porous material
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CN109970893A (en
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金尚彬
程光
谭必恩
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Huazhong University of Science and Technology
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    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D53/00—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols
    • B01D53/02—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols by adsorption, e.g. preparative gas chromatography
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F112/00—Homopolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
    • C08F112/34—Monomers containing two or more unsaturated aliphatic radicals
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F112/00—Homopolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by an aromatic carbocyclic ring
    • C08F112/34—Monomers containing two or more unsaturated aliphatic radicals
    • C08F112/36—Divinylbenzene

Abstract

The invention belongs to the technical field of new materials, and particularly relates to a method for rapidly preparing an organic porous material based on cationic polymerization. The organic porous polymer is prepared by taking binary or multi-element styryl aromatic ring compounds dispersed in an organic solvent as raw materials, carrying out cationic polymerization under the catalytic action of a catalyst, and separating and purifying. The invention fully combines the characteristics and preparation requirements of the organic porous material, redesigns the preparation method of the organic porous material in a targeted manner, selects and optimizes key preparation process raw materials and process parameters, and correspondingly obtains the preparation method of the organic porous material with mild condition, high reaction speed, convenient operation and high production efficiency.

Description

Method for preparing organic porous material based on cationic polymerization reaction
Technical Field
The invention belongs to the technical field of new materials, and particularly relates to a method for rapidly preparing an organic porous material based on cationic polymerization.
Background
Organic porous polymers (POPs) are constructed by organic units through covalent bonds, have the advantages of a hierarchical pore structure, low skeleton density, abundant monomer sources and the like, and show wide application prospects in aspects of gas adsorption storage, heterogeneous catalysis, sensing, photoelectricity, energy storage and the like, so that the POPs are widely concerned by a plurality of research teams.
The current methods for synthesizing POPs mainly comprise: Suzuki-Miyaura reaction, Sonogashira reaction, Yamamoto reaction, radical polymerization, Schiff-base reaction, Friedel-Crafts reaction, and the like. However, most of these reactions use noble metal catalysts and higher reaction temperature, and the reaction conditions are very harsh, which is not favorable for practical industrial application.
Vinyl monomers generally give linear polymers by simple radical polymerization, and when polyfunctional vinyl monomers are chosen, crosslinked polymers can be obtained. Although examples of organic porous polymers obtained by radical polymerization of vinyl monomers under solvothermal conditions using AIBN as an initiator have been reported in previous studies, the radical polymerization method requires solvothermal conditions, and requires an inert atmosphere to be maintained, the reaction time is long, and the reaction conditions are still too severe.
Therefore, the development of a synthesis method with mild conditions, high reaction speed, convenient operation and high production efficiency is significant.
Disclosure of Invention
Aiming at the defects or the improvement requirements of the prior art, the invention provides a method for rapidly preparing an organic porous material based on cationic polymerization, which fully combines the characteristics and the preparation requirements of the organic porous material, redesigns the preparation method of the organic porous material in a targeted manner, selects and optimizes key preparation process raw materials and process parameters, and correspondingly obtains the preparation method of the organic porous material with mild condition, high reaction speed, convenient operation and high production efficiency.
In order to achieve the above objects, according to one aspect of the present invention, there is provided a method for preparing an organic porous material, comprising the steps of using a di-or poly-styryl aromatic ring compound dispersed in an organic solvent as a raw material, carrying out a cationic polymerization reaction under the catalysis of a lewis acid or a protonic acid, and separating and purifying to obtain an organic porous polymer.
Preferably, the organic solvent is a halogenated hydrocarbon.
Preferably, the organic solvent is one or more of methyl chloride, dichloromethane, dichloroethane, chloroform or carbon tetrachloride.
Preferably, the catalyst is a protic or lewis acid.
Preferably, the protonic acid is one or more of concentrated sulfuric acid, phosphoric acid, perchloric acid, chlorosulfonic acid, fluorosulfonic acid, trichloroacetic acid, trifluoroacetic acid or trifluoromethanesulfonic acid.
Preferably, the lewis acid is one or more of boron trifluoride, aluminum trichloride, ferric trichloride, titanium tetrachloride, stannic tetrachloride, zinc chloride, or antimony pentachloride.
Preferably, the di-or poly-styryl aromatic ring compound is 1, 4-divinylbenzene, 4, 7-bis (4-vinylphenyl) benzo [1,2,5] thiadiazole, tris (4-vinyl) benzidine or 1,3,6,8- (4-vinylphenyl) pyrene.
Preferably, the ratio of the molar weight of the styryl group in the binary or multi-element styryl aromatic ring compound to the molar weight of the catalyst is 1: 0.25-4.
Preferably, the reaction temperature is 0 ℃ to 40 ℃.
Preferably, the reaction time is 5 minutes to 36 hours.
According to another aspect of the present invention, there is provided an organic microporous polymer prepared according to the preparation method.
According to another aspect of the invention, the application of the organic microporous polymer is provided, and the organic microporous polymer is used for gas adsorption, separation, heterogeneous catalysis or photocatalytic water decomposition to produce hydrogen.
In general, compared with the prior art, the above technical solution contemplated by the present invention can achieve the following beneficial effects:
(1) the invention develops a method for rapidly preparing an organic porous material by combining the structural characteristics of a styryl aromatic ring compound and a cationic polymerization reaction mechanism and skillfully combining the styryl aromatic ring compound and the cationic polymerization reaction mechanism.
(2) The invention provides a novel method for rapidly preparing an organic porous polymer by crosslinking a styryl monomer, which is characterized in that a binary or multi-element styryl aromatic ring compound is dispersed in a halogenated hydrocarbon solvent, and the organic porous polymer is obtained under the action of a catalyst, wherein the method has mild reaction conditions, the reaction temperature is 0-40 ℃, the reaction time is 5 min-36 h, the cost is low, the variety of the selected polymerized monomers is multiple, and the method is suitable for large-scale production.
(3) The preparation method is flexible and controllable, organic porous polymers with different specific surface areas can be prepared according to needs by selecting proper reaction monomer types, and functional organic microporous polymers can be prepared by adjusting different building units of the monomers, so that the reaction time is short, and the conditions are mild.
(4) According to the invention, through selecting proper polymerization monomers, catalysts and reaction time and through the synergistic cooperation of all process parameters, an integral technical scheme is formed, and the finally prepared organic microporous polymer has controllable specific surface area and high production efficiency.
Drawings
FIG. 1 is a schematic diagram showing the mechanism of an organic microporous polymer obtained by cationic polymerization of a vinyl monomer according to the present invention;
FIG. 2 is a schematic diagram of the preparation reaction of example 1 of the present invention;
FIG. 3 is a Fourier transform infrared spectrum of the product prepared in example 1 of the present invention;
FIG. 4 is a solid carbon nuclear magnetic spectrum of a product prepared in example 1 of the present invention;
FIG. 5 is a nitrogen adsorption-desorption curve of the product produced in example 1 of the present invention;
FIG. 6 is a plot of the pore size distribution of the product prepared in example 1 of the present invention;
FIG. 7 is a Fourier transform infrared spectrum of the product prepared in example 2 of the present invention;
FIG. 8 is a nitrogen adsorption-desorption curve of the product produced in example 2 of the present invention;
FIG. 9 is a plot of the pore size distribution of the product prepared in example 2 of the present invention;
FIG. 10 is a Fourier transform infrared spectrum of the product prepared in example 3 of the present invention;
FIG. 11 is a nitrogen adsorption-desorption curve of the product produced in example 3 of the present invention;
FIG. 12 is a plot of the pore size distribution of the product prepared in example 3 of the present invention; (ii) a
FIG. 13 is a Fourier transform infrared spectrum of the product prepared in example 4 of the present invention;
FIG. 14 is a nitrogen adsorption-desorption curve of the product produced in example 4 of the present invention;
FIG. 15 is a plot of the pore size distribution of the product prepared in example 4 of the present invention;
FIG. 16 is a nitrogen adsorption-desorption curve of the product produced in example 5 of the present invention;
FIG. 17 is a plot of the pore size distribution of the product prepared in example 5 of the present invention.
FIG. 18 is a nitrogen adsorption-desorption curve of the product produced in example 6 of the present invention;
FIG. 19 is a plot of the pore size distribution of the product prepared in example 6 of the present invention.
Detailed Description
In order to make the objects, technical solutions and advantages of the present invention more apparent, the present invention is described in further detail below with reference to the accompanying drawings and embodiments. It should be understood that the specific embodiments described herein are merely illustrative of the invention and are not intended to limit the invention. In addition, the technical features involved in the embodiments of the present invention described below may be combined with each other as long as they do not conflict with each other.
The new method for rapidly preparing the organic porous material based on the styryl monomer by adopting cationic polymerization, provided by the invention, is characterized in that a binary or multi-element styryl compound is dispersed in a halogenated hydrocarbon solvent, and an organic porous polymer is obtained under the action of a catalyst, the method is mild in reaction conditions, the reaction temperature is 0-40 ℃, the reaction time is 5 min-36 h, and the organic porous polymer is obtained by separation and purification. The binary or poly styryl compound is one or more aromatic compounds containing binary or poly styryl. The invention takes binary or multi-element styryl aromatic ring compounds dispersed in organic solvent as raw materials, under the catalysis of Lewis acid or protonic acid, carbocationic active species are formed, ion pairs are formed with counter ions, the binary or multi-element styryl aromatic ring compounds are used as monomers to be inserted into the ion pairs to initiate cationic polymerization, and the organic porous polymer is obtained after separation and purification. When the protonic acid is used as a catalyst, the protonic acid is partially ionized to generate protons and anions, and the protons protonate vinyl in the styryl aromatic ring compound to form carbocationic active species which form ion pairs with the anions in the protonic acid; when Lewis acid is used as a catalyst, the Lewis acid and halogenated alkane solvent are complexed to form an ion pair, carbon in the halogenated alkane forms carbocation active species, halogen is counter ion, finally the monomer is inserted into the ion pair to initiate cation polymerization, and the organic porous polymer is obtained after separation and purification.
The above-mentioned binary or polybasic styryl compound is a polymerization monomer for the polymerization reaction of the present invention, and the selection of the polymerization monomer has a direct influence on the specific surface area, pore size distribution and functionality of the polymer. The applicant of the present invention finds in experiments that both binary and poly styrene-based monomers can be rapidly polymerized to obtain an organic microporous polymer, the larger the length of the monomer is, the larger the pore size of the formed monomer is, which directly affects the surface area, and the functional monomer can impart different functionalities to the prepared polymer.
Preferred vinyl compounds in the present invention are aromatic compounds of di-or poly-styryl group, including linear aromatic styryl compounds such as divinylbenzene; also included are branched chain polyphenylvinylaromatics, such as tris (4-vinylbiphenyl) amine, 1,3,6, 8-tetrakis (4-vinylphenyl) pyrene.
The solvent used in the preparation method of the organic porous polymer is a halogenated solvent, preferably one or more of chloromethane, dichloromethane, dichloroethane, trichloromethane or carbon tetrachloride.
The applicant of the invention finds in experiments that the monomer polymerization can be catalyzed by using Lewis acid or protonic acid as a catalyst, wherein anhydrous aluminum trichloride, anhydrous ferric trichloride, anhydrous stannic chloride, anhydrous zinc chloride and concentrated sulfuric acid can catalyze the polymerization reaction. The anhydrous ferric chloride and the anhydrous aluminum trichloride have the highest catalytic activity and the fastest reaction rate, the catalytic activity of zinc chloride is low, and dilute sulfuric acid cannot catalyze the reaction, because the content of water in the dilute sulfuric acid is too high, the water can quench a cation active center.
The control of the dosage of the catalyst is more critical. The dosage of the catalyst is too low, the catalytic activity is not high, and the reaction efficiency is low; if the concentration of the catalyst is too high, the catalyst residue is caused, the post-treatment is very difficult, and the catalyst is difficult to remove completely, so that the specific surface area of the product is reduced, and the performance of the porous polymer is influenced; and the catalyst is metal halide, so that the catalyst is corrosive to the organic porous polymer, and the application of the organic microporous polymer is limited. The ratio of the content of styryl in the binary or poly styryl compound to a catalyst such as a Lewis acid is 1: 0.25-4, preferably 1: 0.5-4, the reaction process is a cationic polymerization process, the polymerization rate is very high, and therefore, the polymerization degree can be adjusted by the polymerization time so that the prepared polymers have different specific surface areas.
The reaction temperature is-100-40 ℃, and the reaction temperature is preferably 0-40 ℃ in consideration of the operability of the reaction and reduction of chain transfer; the formation of the polymer needs a certain time, so that the reaction time is properly prolonged to be beneficial to the formation of the polymer chain, but when the arrangement of the polymer molecular chains is completed or the stacking process is completed, the subsequent reaction time has little significance to the reaction, and the proper reaction time is 5min to 36h, preferably 12 to 24 h. Since the reaction occurs according to cationic polymerization, the reaction speed is very fast, and thus the specific surface area of the polymer can be adjusted by controlling the reaction time.
After the reaction is finished, the separation and purification is to add a large amount of methanol or ethanol for quenching, then carry out suction filtration until the filtrate becomes colorless, then carry out extraction for 24 hours by using methanol or ethanol, and then dry for 24 hours at 60 ℃.
The applicant of the present invention discusses and reasons the mechanism of the above preparation method, and explains the reaction mechanism by using styrene as a model molecule and 1,3,6, 8-tetra (4-vinylphenyl) pyrene as a monomer, and as shown in fig. 1, the polymerization process is divided into three processes: (1) chain initiation: first forming a complex with a proton donor or a carbocation donor under the action of a catalyst, and then initiating a monomer, (2) chain extension: the carbocationic active species generated by chain initiation form ion pairs with counter ions, monomer molecules are inserted into the ion pairs to grow, and (3) chain termination: artificially terminated by the addition of water, ethanol or methanol. However, styrene cannot be used as a monomer for preparing the organic porous polymer by cationic polymerization in the present invention, because the monomer in the present invention must be a di-or poly-styryl compound having multiple functionalities, and only the styryl compound having di-or poly-functionalities can undergo a polymerization crosslinking reaction to form the organic porous polymer.
The specific surface area of the prepared material is 400-2000 m2The organic microporous polymer is prepared by selecting proper polymerization monomers and reaction conditions, wherein the specific surface area of the obtained polymer is larger as the number of the styryl functional groups in the styryl monomer is larger, and the specific surface area of the obtained polymer is larger as the polymerization time is longer in a certain period of time under the same other conditions.
The method is characterized in that the method is fully combined with the characteristics of cationic polymerization reaction, the reaction is rapid, the condition is mild, the synthesis requirement of the organic porous polymer is combined, the cationic polymerization reaction is skillfully applied to the preparation of the organic porous polymer, the preparation mechanism is explored by selecting proper polymerization monomers, the preparation process conditions are optimized, and finally the preparation method of the organic porous polymer with mild condition, high reaction speed, convenient operation and high production efficiency is obtained. The organic microporous polymer has controllable specific surface area and microporous structure, and can be widely applied to gas adsorption, separation, heterogeneous catalysis or photocatalytic water decomposition for hydrogen production.
The following are examples:
example 1
Taking 0.122g of 1,3,6, 8-tetra (4-vinyl phenyl) pyrene (TVP), adding 15ml of 1, 2-Dichloroethane (DCE), performing ultrasonic dispersion uniformly to obtain a green solution, stirring, adding 0.053g of AlCl3The color gradually becomes dark, becomes dark green, finally becomes black, the edge of the liquid surface becomes blue, after the reaction is carried out for 36 hours, a large amount of ethanol is added to quench the reaction, and a large amount of light green precipitates are separated out from the solution. Filtering, washing with ethanol for several times, extracting with ethanol for 24 hr, and oven drying at 60 deg.C for 24 hr. A yellow solid was obtained in greater than 99% yield.
FIG. 2 is a schematic diagram of the preparation reaction of this example, in which 1,3,6, 8-tetrakis (4-vinylphenyl) pyrene is subjected to a cross-linking polymerization reaction; FIG. 3, FIG. 4, FIG. 5 and FIG. 6 are respectively an infrared spectrum, an infrared spectrum and a spectrum of the product of example 1,13C solid Nuclear magnetic spectrum, Nitrogen adsorption-desorption Curve and pore size distribution Curve, wherein 41ppm in FIG. 4 corresponds to the chemical shift of carbon in methylene after polymerization of vinyl group, 127ppm corresponds to the chemical shift of carbon on benzene ring, 137ppm corresponds to the carbon of condensed ring of pyrene, BET of the product of example 1 is 1477m2g-1From the analysis of fig. 5 and 6, it was found that the product of example 1 was mainly composed of micropores and mesopores.
Example 2
Taking 0.122g of 1,3,6, 8-tetra (4-vinyl phenyl) pyrene (TVP), adding 15ml of 1, 2-Dichloroethane (DCE), performing ultrasonic dispersion uniformly to obtain a green solution, stirring, adding 0.065g of FeCl3The color gradually becomes dark, becomes dark green, finally becomes black, the edge of the liquid surface becomes blue, after the reaction is carried out for 36 hours, a large amount of methanol is added for quenching reaction, and a large amount of light green precipitates are separated out from the solution. Suction filtering, washing several times with a large amount of methanol until the filtrate turns colorless, extracting with methanol for 24h, and oven drying at 60 deg.C for 24 h. A yellow-green solid was obtained with a yield of more than 99%.
FIG. 7, FIG. 8, and FIG. 9 are respectively an infrared spectrum, nitrogen adsorption-desorption spectrum, and a nitrogen gas adsorption-desorption spectrum of the product of example 2The BET of the product of example 2, with respect to the profile and pore size distribution curve, is 1549m2g-1From the analysis of fig. 8 and 9, it was found that the product of example 2 was mainly composed of micropores and mesopores.
Example 3
Taking 0.122g of 1,3,6, 8-tetra (4-vinyl phenyl) pyrene (TVP), adding 15ml of 1, 2-Dichloroethane (DCE), performing ultrasonic dispersion uniformly to obtain a green solution, stirring, adding 0.104g of SnCl4And the color gradually becomes dark to turn into dark green, after the reaction is carried out for 36 hours, a large amount of methanol is added to quench the reaction, white fog is emitted, and a large amount of light green precipitate is separated out from the solution. Suction filtration, washing with a large amount of methanol for several times, extracting with methanol for 24h, and oven drying at 60 ℃ for 24 h. A yield of yellow solid was obtained, which was greater than 99%.
FIG. 10, FIG. 11, and FIG. 12 show the IR spectrum, nitrogen adsorption-desorption curve and pore size distribution curve, respectively, of the product of example 3, the BET of the product of example 3 being 1532m2g-1From the analysis of fig. 11 and 12, it was found that the product of example 3 was mainly composed of micropores and mesopores.
Example 4
Taking 0.122g of 1,3,6, 8-tetra (4-vinyl phenyl) pyrene (TVP), adding 15ml of 1, 2-Dichloroethane (DCE), performing ultrasonic dispersion uniformly to obtain a green solution, stirring, adding 0.054g of ZnCl2The color gradually becomes dark to turn into dark green, after reacting for 36h, a large amount of water is added to quench the reaction, and a large amount of green precipitate is separated out from the solution. Suction filtering, washing several times with a large amount of water, extracting with water for 24h, and drying in an oven at 60 ℃ for 24 h. A yellow powder was obtained in 90% yield.
FIG. 13, FIG. 14, and FIG. 15 are respectively an infrared spectrum, a nitrogen adsorption-desorption curve and a pore size distribution curve of the product of example 4, and BET of the product of example 3 is 486m2g-1From the analysis of fig. 14 and 15, it was found that the product of example 4 was mainly composed of micropores and a small number of macropores.
Example 5
Taking 0.122g of 1,3,6, 8-tetra (4-vinyl phenyl) pyrene (TVP), adding 15mL of 1, 2-Dichloroethane (DCE), performing ultrasonic dispersion uniformly to obtain a green solution, stirring, adding 0.049mL of concentrated sulfuric acid, performing quenching reaction by adding a large amount of methanol after reacting for 36h, and separating out a large amount of yellow-green precipitates in the solution. Suction filtration, washing with a large amount of methanol for several times, extracting with methanol for 24h at 0 ℃, and drying in an oven at 60 ℃ for 24 h. A yellow powder was obtained with a yield of more than 95%.
FIGS. 16 and 17 are a nitrogen adsorption-desorption curve and a pore size distribution curve, respectively, of the product of example 5, the BET of the product of example 5 being 1394m2g-1From the analysis of fig. 16 and 17, it was found that the product of example 4 was mainly composed of micropores and a small number of macropores.
Example 6
0.1362g of 4, 7-dibromobenzo [1,2,5] are taken]Adding 15ml of 1, 2-Dichloroethane (DCE) into thiadiazole, ultrasonically dispersing uniformly to obtain a golden yellow solution, stirring, adding 0.065g of anhydrous ferric trichloride, reacting for 36h, adding a large amount of methanol, quenching, and separating out a large amount of yellow precipitate from the solution. Suction filtering, washing several times with a large amount of methanol, extracting for 24h with methanol, and oven drying at 60 deg.C for 24 h. A yellow powder was obtained. The yield is more than 95%. FIGS. 18 and 19 are a nitrogen adsorption-desorption curve and a pore size distribution curve, respectively, of the product of example 6, which shows a BET of 460m2g-1。
Example 7
0.1103g of tri (4-vinyl) benzidine is weighed, 15ml of 1, 2-Dichloroethane (DCE) is added, the mixture is uniformly dispersed by ultrasonic to obtain yellow solution, the yellow solution is stirred, 0.049g of anhydrous ferric trichloride is added, the color is rapidly changed into dark green, after 36 hours of reaction, a large amount of methanol is added to quench the reaction, and a large amount of yellow precipitate is separated out from the solution, which indicates that the organic porous polymer is generated. Suction filtering, washing several times with a large amount of methanol, extracting for 24h with methanol, and oven drying at 60 deg.C for 24 h. A yellow powder was obtained. The yield is more than 95%. The BET of the product is 1000m according to a nitrogen adsorption-desorption curve and a pore size distribution curve2g-1。
It will be understood by those skilled in the art that the foregoing is only a preferred embodiment of the present invention, and is not intended to limit the invention, and that any modification, equivalent replacement, or improvement made within the spirit and principle of the present invention should be included in the scope of the present invention.

Claims (6)

1. A preparation method of an organic porous material based on cationic polymerization reaction is characterized in that a binary or multi-element styryl aromatic ring compound dispersed in an organic solvent is taken as a raw material, the cationic polymerization reaction is carried out under the catalysis of Lewis acid or protonic acid, and the organic porous polymer is obtained after separation and purification; the reaction temperature is-100 ℃ to 40 ℃;
the binary or polybasic styryl aromatic ring compound is 1, 4-divinylbenzene, 4, 7-di (4-vinylphenyl) benzo [1,2,5] thiadiazole, tri (4-vinyl) benzidine or 1,3,6,8- (4-vinylphenyl) pyrene;
binary or multi-element styryl aromatic ring compounds dispersed in an organic solvent are used as raw materials, carbocationic active species are formed under the catalysis of Lewis acid or protonic acid, ion pairs are formed with counter ions, the binary or multi-element styryl aromatic ring compounds are used as monomers to be inserted into the ion pairs to initiate cationic polymerization, and the organic porous polymer is obtained after separation and purification.
2. The method of claim 1, wherein the organic solvent is a halogenated hydrocarbon that is one or more of methyl chloride, methylene chloride, dichloroethane, chloroform, or carbon tetrachloride.
3. The production method according to claim 1 or 2, wherein the catalyst is a protonic acid or a lewis acid; the protonic acid is one or more of concentrated sulfuric acid, phosphoric acid, perchloric acid, chlorosulfonic acid, fluorosulfonic acid, trichloroacetic acid, trifluoroacetic acid or trifluoromethanesulfonic acid; the Lewis acid is one or more of boron trifluoride, aluminum trichloride, ferric trichloride, titanium tetrachloride, stannic chloride, zinc chloride or antimony pentachloride.
4. The method according to claim 1, wherein the ratio of the molar amount of the styryl group in the di-or poly-styryl aromatic ring compound to the molar amount of the catalyst is 1:0.25 to 4.
5. The method of claim 1, wherein the reaction temperature is from 0 ℃ to 40 ℃.
6. The method of claim 1, wherein the reaction time is from 5 minutes to 36 hours.
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CN101143911A (en) * 2007-08-31 2008-03-19 吉林大学 Mesoporous polydivinylbenzene material with hypersorption characteristic and synthesis method thereof
CN104193969A (en) * 2014-08-25 2014-12-10 华中科技大学 Preparation method, material and application of porous polymer

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