CN116515090A - Porous aromatic skeleton membrane based on cyanuric chloride triazine ring structure and preparation method thereof - Google Patents
Porous aromatic skeleton membrane based on cyanuric chloride triazine ring structure and preparation method thereof Download PDFInfo
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- CN116515090A CN116515090A CN202310480254.7A CN202310480254A CN116515090A CN 116515090 A CN116515090 A CN 116515090A CN 202310480254 A CN202310480254 A CN 202310480254A CN 116515090 A CN116515090 A CN 116515090A
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- cyanuric chloride
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- 125000003118 aryl group Chemical group 0.000 title claims abstract description 42
- 239000012528 membrane Substances 0.000 title claims abstract description 38
- MGNCLNQXLYJVJD-UHFFFAOYSA-N cyanuric chloride Chemical compound ClC1=NC(Cl)=NC(Cl)=N1 MGNCLNQXLYJVJD-UHFFFAOYSA-N 0.000 title claims abstract description 37
- 238000002360 preparation method Methods 0.000 title abstract description 11
- JYEUMXHLPRZUAT-UHFFFAOYSA-N 1,2,3-triazine Chemical group C1=CN=NN=C1 JYEUMXHLPRZUAT-UHFFFAOYSA-N 0.000 claims abstract description 24
- SDFLTYHTFPTIGX-UHFFFAOYSA-N 9-methylcarbazole Chemical compound C1=CC=C2N(C)C3=CC=CC=C3C2=C1 SDFLTYHTFPTIGX-UHFFFAOYSA-N 0.000 claims abstract description 17
- ITMCEJHCFYSIIV-UHFFFAOYSA-N triflic acid Chemical compound OS(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-N 0.000 claims abstract description 12
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 16
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims description 14
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 claims description 12
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 claims description 10
- 239000012153 distilled water Substances 0.000 claims description 10
- 238000000034 method Methods 0.000 claims description 10
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims description 9
- 239000011521 glass Substances 0.000 claims description 9
- 229910052757 nitrogen Inorganic materials 0.000 claims description 8
- 238000002791 soaking Methods 0.000 claims description 7
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims description 6
- 239000000203 mixture Substances 0.000 claims description 6
- 239000010453 quartz Substances 0.000 claims description 6
- VYPSYNLAJGMNEJ-UHFFFAOYSA-N silicon dioxide Inorganic materials O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 claims description 6
- 229910052786 argon Inorganic materials 0.000 claims description 5
- 239000011261 inert gas Substances 0.000 claims description 5
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 4
- 239000012670 alkaline solution Substances 0.000 claims description 4
- 238000010438 heat treatment Methods 0.000 claims description 4
- 239000007788 liquid Substances 0.000 claims description 4
- 238000003756 stirring Methods 0.000 claims description 4
- 238000001291 vacuum drying Methods 0.000 claims description 4
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims description 2
- 238000004519 manufacturing process Methods 0.000 claims description 2
- 239000001301 oxygen Substances 0.000 claims description 2
- 229910052760 oxygen Inorganic materials 0.000 claims description 2
- 230000035484 reaction time Effects 0.000 claims description 2
- 239000000243 solution Substances 0.000 claims description 2
- 238000003892 spreading Methods 0.000 claims description 2
- 230000007480 spreading Effects 0.000 claims description 2
- 239000000463 material Substances 0.000 abstract description 13
- 239000011148 porous material Substances 0.000 abstract description 6
- 238000006243 chemical reaction Methods 0.000 abstract description 5
- 239000007789 gas Substances 0.000 description 4
- 238000001179 sorption measurement Methods 0.000 description 4
- 125000004093 cyano group Chemical group *C#N 0.000 description 3
- 239000008367 deionised water Substances 0.000 description 3
- 229910021641 deionized water Inorganic materials 0.000 description 3
- 238000006073 displacement reaction Methods 0.000 description 3
- 238000002329 infrared spectrum Methods 0.000 description 3
- 239000002994 raw material Substances 0.000 description 3
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- 229920000642 polymer Polymers 0.000 description 2
- 238000002336 sorption--desorption measurement Methods 0.000 description 2
- 238000002411 thermogravimetry Methods 0.000 description 2
- 238000005303 weighing Methods 0.000 description 2
- MBMTWCXBGFKYGF-UHFFFAOYSA-N 1,1'-biphenyl;formonitrile Chemical compound N#C.C1=CC=CC=C1C1=CC=CC=C1 MBMTWCXBGFKYGF-UHFFFAOYSA-N 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 238000004458 analytical method Methods 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- BHXFKXOIODIUJO-UHFFFAOYSA-N benzene-1,4-dicarbonitrile Chemical compound N#CC1=CC=C(C#N)C=C1 BHXFKXOIODIUJO-UHFFFAOYSA-N 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 238000010276 construction Methods 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 230000007547 defect Effects 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 238000007336 electrophilic substitution reaction Methods 0.000 description 1
- 238000004146 energy storage Methods 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 239000012467 final product Substances 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 230000007246 mechanism Effects 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 229920000620 organic polymer Polymers 0.000 description 1
- 230000005622 photoelectricity Effects 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 238000012805 post-processing Methods 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000001757 thermogravimetry curve Methods 0.000 description 1
- 238000005829 trimerization reaction Methods 0.000 description 1
- 230000004580 weight loss Effects 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G61/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
- C08G61/12—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule
- C08G61/122—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule derived from five- or six-membered heterocyclic compounds, other than imides
- C08G61/123—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule derived from five- or six-membered heterocyclic compounds, other than imides derived from five-membered heterocyclic compounds
- C08G61/124—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule derived from five- or six-membered heterocyclic compounds, other than imides derived from five-membered heterocyclic compounds with a five-membered ring containing one nitrogen atom in the ring
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G61/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
- C08G61/12—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule
- C08G61/122—Macromolecular compounds containing atoms other than carbon in the main chain of the macromolecule derived from five- or six-membered heterocyclic compounds, other than imides
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J5/00—Manufacture of articles or shaped materials containing macromolecular substances
- C08J5/18—Manufacture of films or sheets
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G2261/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
- C08G2261/10—Definition of the polymer structure
- C08G2261/12—Copolymers
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G2261/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
- C08G2261/10—Definition of the polymer structure
- C08G2261/14—Side-groups
- C08G2261/141—Side-chains having aliphatic units
- C08G2261/1412—Saturated aliphatic units
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G2261/00—Macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain of the macromolecule
- C08G2261/30—Monomer units or repeat units incorporating structural elements in the main chain
- C08G2261/32—Monomer units or repeat units incorporating structural elements in the main chain incorporating heteroaromatic structural elements in the main chain
- C08G2261/324—Monomer units or repeat units incorporating structural elements in the main chain incorporating heteroaromatic structural elements in the main chain condensed
- C08G2261/3241—Monomer units or repeat units incorporating structural elements in the main chain incorporating heteroaromatic structural elements in the main chain condensed containing one or more nitrogen atoms as the only heteroatom, e.g. carbazole
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
- C08J2365/00—Characterised by the use of macromolecular compounds obtained by reactions forming a carbon-to-carbon link in the main chain; Derivatives of such polymers
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- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
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- Materials Engineering (AREA)
- Separation Using Semi-Permeable Membranes (AREA)
Abstract
The invention discloses a porous aromatic skeleton membrane based on a cyanuric chloride triazine ring structure and a preparation method thereof, and belongs to the technical field of new materials, wherein the porous aromatic skeleton membrane is prepared by reacting N-methyl carbazole with cyanuric chloride containing a triazine ring in trifluoromethanesulfonic acid, and the mass ratio of the N-methyl carbazole to the cyanuric chloride is 3-4.5:2. The porous aromatic skeleton membrane based on the cyanuric chloride triazine ring structure and the preparation method thereof are prepared by utilizing the reaction of N-methyl carbazole and cyanuric chloride containing a triazine ring in trifluoromethane sulfonic acid, and the prepared porous aromatic skeleton membrane has the advantages of nano-scale pore channels, multiple active sites and stable structure.
Description
Technical Field
The invention relates to the technical field of new materials, in particular to a porous aromatic skeleton membrane based on a cyanuric chloride triazine ring structure and a preparation method thereof.
Background
With reports of preparing porous organic polymer films containing triazine ring structures by using terephthalonitrile and 4,4' -biphenyl formonitrile as building blocks through cyano trimerization, the polymers are widely paid attention to and researched. The polymer has the advantages of high specific surface area, continuous and compact internal structure, high nitrogen content and the like, and has wide application in the fields of gas adsorption separation, energy storage and photoelectricity.
However, at present, a method for introducing a triazine ring mechanism in a monomer into a porous aromatic skeleton membrane through electrophilic substitution reaction by taking cyanuric chloride containing a triazine ring structure and N-methyl carbazole as building units is not reported.
Disclosure of Invention
In order to solve the defects in the prior art, the invention aims to provide a porous aromatic skeleton membrane based on a cyanuric chloride triazine ring structure and a preparation method thereof.
The technical scheme adopted for solving the technical problems is as follows:
a porous aromatic skeleton membrane based on cyanuric chloride triazine ring structure is provided, which is prepared by reacting N-methyl carbazole with cyanuric chloride containing triazine ring in trifluoromethanesulfonic acid.
Further, the ratio of the amount of the N-methyl carbazole to the amount of the cyanuric chloride is 3-4.5:2.
Further, the ratio of the mass of the trifluoromethanesulfonic acid to the mass of the mixture of the N-methyl carbazole and the cyanuric chloride is 2.5-3: 1.
further, the molecular formula of the porous aromatic skeleton membrane is C 3 N 3 (C 13 NH 9 ) 3n 。
The preparation method of the porous aromatic skeleton membrane based on the cyanuric chloride triazine ring structure comprises the following steps:
s1: adding trifluoromethanesulfonic acid into the mixture of N-methyl carbazole and cyanuric chloride under the conditions of no water and no oxygen and inert gas protection and low temperature, and continuously stirring;
s2: spreading the liquid obtained in the step S1 on a glass sheet or a quartz sheet, and performing heat treatment under an anaerobic condition to obtain a pre-finished film;
s3: and (3) putting the glass sheet or the quartz sheet into distilled water, demolding the preformed film, and performing aftertreatment to obtain the porous aromatic skeleton film with the triazine ring structure.
Specifically, the reaction equation in the preparation process of the porous aromatic skeleton membrane with the triazine ring structure is as follows:
in step S1, the inert gas is nitrogen or argon, and the low temperature condition is 0 to-2.3 ℃.
In the step S1, the reaction time is 30-60 min after adding the trifluoromethanesulfonic acid.
In step S2, the heating treatment temperature is 85-100 ℃ and the treatment time is 30-50 min.
Further, in step S3, the post-processing procedure is as follows: adding the preformed film into alkaline solution for soaking for 2-3 days; then putting the mixture into distilled water for soaking for 3 days, and replacing the distilled water every 12-24 hours until the pH value of the distilled water at the last time is 6-7; finally, one of methanol and ethanol is put into the vacuum drying oven to be soaked for 2 to 3 days, and the vacuum drying oven is taken out to be treated for 12 to 24 hours at the temperature of 85 to 100 ℃.
Further, the alkaline solution is one or two of sodium hydroxide solution and potassium hydroxide.
Compared with the prior art, the invention has the beneficial effects that:
the porous aromatic skeleton membrane based on the cyanuric chloride triazine ring structure is prepared by reacting N-methyl carbazole with cyanuric chloride containing a triazine ring in trifluoromethane sulfonic acid, and the prepared porous aromatic skeleton membrane has the advantages of nanometer pore canal, multiple active sites and stable structure.
Drawings
Other features, objects and advantages of the present application will become more apparent upon reading of the detailed description of non-limiting embodiments, made with reference to the following drawings, in which:
FIG. 1 is an infrared spectrum of a porous aromatic skeleton membrane of an embodiment-triazine ring structure;
FIG. 2 is a graph showing nitrogen adsorption-desorption curves of a porous aromatic skeleton membrane having a triazine ring structure according to an embodiment;
FIG. 3 is a pore size distribution curve of a porous aromatic skeleton membrane with a triazine ring structure according to an embodiment;
FIG. 4 is a thermogravimetric analysis of a porous aromatic skeleton membrane of an example triazine ring structure.
Detailed Description
The present application is described in further detail below with reference to the drawings and examples. It is to be understood that the specific embodiments described herein are merely illustrative of the invention and are not limiting of the invention. It should be noted that, for convenience of description, only the portions related to the invention are shown in the drawings.
It should be noted that, in the case of no conflict, the embodiments and features in the embodiments may be combined with each other. The present application will be described in detail below with reference to the accompanying drawings in conjunction with embodiments.
1. Preparation of porous aromatic skeleton membrane based on cyanuric chloride triazine ring structure
The raw material information used in the present invention is shown in Table 1.
TABLE 1 raw material information used in the present invention
| Raw materials | Purity/concentration | Manufacturer' s |
| N-methyl carbazole | >98.0％ | SHANGHAI ALADDIN BIOCHEMICAL TECHNOLOGY Co.,Ltd. |
| Cyanuric chloride | 99.0％ | Shanghai Ala-dineBiochemical technology Co., ltd |
| Trifluoro methane sulfonic acid | ≥99.5％ | SHANGHAI ALADDIN BIOCHEMICAL TECHNOLOGY Co.,Ltd. |
Embodiment one: preparation process of porous aromatic skeleton membrane with triazine ring structure on glass sheet
1. Weighing:
the analytical balance accurately weighed 0.441g (2.44 mmol) of N-methyl carbazole and 0.3g (1.62 mmol) of cyanuric chloride respectively, put into a 50mL round bottom flask with a branch port, and added with a magnetic stirrer with a size of 1 cm.
2. Gas displacement:
n-methyl carbazole and cyanuric chloride are subjected to gas displacement treatment, so that the round bottom flask is filled with inert gas, and the pressure inside the glass container reaches about 100 KPa.
3. Reaction procedure
Under the protection of argon, 2.22g (25.08 mmol) of CF are added 3 SO 3 H was slowly added to the round bottom flask and stirring was continued for 1H at a low temperature of 0℃under Ar protection. Then the obtained dark red viscous liquid is spread on a glass sheet, and the glass sheet is heated for 50min under the protection of argon at the temperature of 100 ℃.
4. Sample post-treatment
Adding a glass sheet pre-finished film into distilled water to obtain a transparent triazine ring structured porous aromatic skeleton film material, soaking the obtained triazine ring structured porous aromatic skeleton film in sodium hydroxide aqueous solution for 48 hours, then soaking the film in deionized water for 3 days (the deionized water is replaced every 12 hours, so as to ensure that alkali liquor in the material is completely replaced, the pH value is required to be monitored at any time when the deionized water is replaced, the pH value of distilled water is about 7), and soaking the film in methanol for 2 days (the methanol solvent is replaced every 12 hours, so as to ensure that water molecules in a film pore canal are completely replaced).
Embodiment two: preparation process of porous aromatic skeleton membrane with triazine ring structure on quartz plate
The weighing, gas displacement and sample post-treatment were carried out in the same manner as in example 1, except that N-methyl carbazole and cyanuric chloride were weighed in amounts of 0.657g (3.64 mmol) and 0.3g (1.62 mmol), respectively.
3. Reaction procedure
2.78g (31.41 mmol) of CF are reacted under nitrogen 3 SO 3 H is slowly added into a round bottom flask with a branch mouth, and stirring is continuously carried out for 1H under the condition of low temperature of 0 ℃ and nitrogen protection. Then the obtained dark red viscous liquid is spread on a quartz plate and heated for 30min under the condition of 100 ℃ and argon protection.
2. Experimental analysis
The porous aromatic skeleton compound with excellent yield and stability can be obtained by adopting the production methods and the reaction conditions of the first and the second examples, and the yields of the products obtained by the two examples are about 95% and 94% respectively.
As shown in fig. 1, the infrared spectrum of the porous aromatic skeleton membrane with triazine ring structure is shown in the embodiment.
In the IR spectrum, the film sample was measured at 850cm -1 The peak at the cyano position disappeared at 1354cm -1 ，1481cm -1 A peak representing a triazine ring appears therein, indicating that a triazine ring structural material is formed in the film by cyano polymerization.
The porous aromatic skeleton membrane contains N element and methyl from the construction unit to the final product, so that the membrane material has a plurality of active sites.
As shown in FIG. 2, the nitrogen adsorption-desorption curve of the porous aromatic skeleton membrane with triazine ring structure is shown in the embodiment. The film material of example one was used for N at 77k 2 The adsorption curve shows type II, and the adsorption quantity is lower, indicating that the material is specific to N 2 The adsorption quantity of the catalyst is low, and the calculated specific surface area of the material is low, which is only 6.33m 2 -1g。
As shown in FIG. 3, the pore size fraction of the porous aromatic skeleton membrane of the triazine ring structure is an exampleAnd (5) a cloth curve. By CO at 273K 2 According to NLDFT model, the size of pore canal in the material is mainly about 0.573nm and 0.785 nm.
As shown in FIG. 4, the thermogravimetric analysis curve of the porous aromatic skeleton membrane with triazine ring structure is shown in the example. According to the results of the thermogravimetric analysis of the material of example 1, as shown in fig. 4, the weight loss of the film is about 12% at 200-432 ℃, mainly caused by the decomposition of a small amount of moisture and other impurities in the film material, and then the breakage of C-N and C-C bonds in the carbon skeleton at 450 ℃ leads to the rapid collapse of the carbon skeleton, and the film material is completely decomposed after 700 ℃, which indicates that the film has high stability.
It will be appreciated by persons skilled in the art that the scope of the invention referred to in this application is not limited to the specific combinations of features described above, but it is intended to cover other embodiments in which any combination of features described above or equivalents thereof is possible without departing from the spirit of the invention. Such as the above-described features and technical features having similar functions (but not limited to) disclosed in the present application are replaced with each other.
Claims (10)
1. The porous aromatic skeleton membrane based on the cyanuric chloride triazine ring structure is characterized by being prepared by reacting N-methyl carbazole with cyanuric chloride containing a triazine ring in trifluoromethanesulfonic acid.
2. The porous aromatic skeleton membrane based on the cyanuric chloride triazine ring structure according to claim 1, wherein the ratio of the amounts of N-methyl carbazole to cyanuric chloride is 3-4.5:2.
3. The porous aromatic skeleton membrane based on the cyanuric chloride triazine ring structure according to claim 2, wherein the ratio of the mass of the trifluoromethanesulfonic acid to the mass of the mixture of both N-methyl carbazole and cyanuric chloride is 2.5-3: 1.
4. the cyanuric chloride triazine ring structure-based poly according to claim 1Kong Fangxiang the molecular formula of the porous aromatic skeleton membrane is C 3 N 3 (C 13 NH 9 ) 3n 。
5. The method for preparing the porous aromatic skeleton membrane based on the cyanuric chloride triazine ring structure according to any one of claims 1 to 4, which is characterized by comprising the following steps:
s1: adding trifluoromethanesulfonic acid into the mixture of N-methyl carbazole and cyanuric chloride under the conditions of no water and no oxygen and inert gas protection and low temperature, and continuously stirring;
s2: spreading the liquid obtained in the step S1 on a glass sheet or a quartz sheet, and performing heat treatment under an anaerobic condition to obtain a pre-finished film;
s3: and (3) putting the glass sheet or the quartz sheet into distilled water, demolding the preformed film, and performing aftertreatment to obtain the porous aromatic skeleton film with the triazine ring structure.
6. The method for preparing a porous aromatic skeleton membrane based on a cyanuric chloride triazine ring structure according to claim 5, wherein in the step S1, the inert gas is nitrogen or argon, and the low temperature condition is 0 to-2.3 ℃.
7. The method for preparing a porous aromatic skeleton membrane based on a cyanuric chloride triazine ring structure according to claim 5, wherein in the step S1, the reaction time is 30-60 min after adding trifluoromethanesulfonic acid.
8. The method for producing a porous aromatic skeleton membrane based on a cyanuric chloride triazine ring structure according to claim 5, wherein in step S2, the heat treatment temperature is 85 to 100 ℃ and the treatment time is 30 to 50min.
9. The method for preparing a porous aromatic skeleton membrane based on a cyanuric chloride triazine ring structure according to claim 5, wherein in the step S3, the post-treatment process is as follows: adding the preformed film into alkaline solution for soaking for 2-3 days; then putting the mixture into distilled water for soaking for 3 days, and replacing the distilled water every 12-24 hours until the pH value of the distilled water at the last time is 6-7; finally, one of methanol and ethanol is put into the vacuum drying oven to be soaked for 2 to 3 days, and the vacuum drying oven is taken out to be treated for 12 to 24 hours at the temperature of 85 to 100 ℃.
10. The method for preparing a porous aromatic skeleton membrane based on a cyanuric chloride triazine ring structure according to claim 9, wherein the alkaline solution is one or two of sodium hydroxide solution and potassium hydroxide.
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| CN202310480254.7A CN116515090A (en) | 2023-04-28 | 2023-04-28 | Porous aromatic skeleton membrane based on cyanuric chloride triazine ring structure and preparation method thereof |
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