Preparation method and application of perylene covalent triazine framework material

Abstract

The invention belongs to the technical field of photocatalysts, provides a structure, a preparation method and application of four novel organic polymer materials, and particularly relates to a preparation method and application of a perylene covalent triazine framework material. The preparation method mainly comprises the following steps: firstly, mixing monomers containing different functional groups and structures in different solvents, and synthesizing a polymer material through simple Sonogashira coupling reaction and Suzuki coupling reaction; secondly, performing Soxhlet extraction and purification on the four materials in a Soxhlet extractor to wash off impurities and unreacted monomers; according to the novel organic polymer material, triazine rings are introduced and form a more stable and prolonged D-A structure with pyrene and perylene functional group parts, intramolecular electron transfer of photon-generated carriers is promoted, compounding of the photon-generated carriers can be inhibited, and then the performance of the obtained material for photocatalytic water production of hydrogen peroxide is improved; meanwhile, the influence of introduction of different units on the performance of photocatalytic water production of hydrogen peroxide is compared.

Description

Technical Field

[0001] The present invention belongs to the technical field of photocatalysts, and particularly relates to the structures, preparation methods, and photocatalytic applications of four novel organic polymer materials. Background Art

[0002] Hydrogen peroxide (H2O2), commonly known as hydrogen peroxide solution, is regarded as an environmentally friendly oxidant because its decomposition products are only water and oxygen, without secondary pollution to the environment. As a key chemical, H2O2 is widely used in many fields such as wastewater treatment, medicine, chemical synthesis, mining, bleaching, military, and aerospace. However, traditional methods for producing H2O2, such as the anthraquinone method and the direct synthesis method of hydrogen and oxygen, generally have problems such as serious environmental pollution, high energy consumption, inconvenient storage and transportation, etc. The photocatalytic oxygen reduction reaction based on semiconductor materials can achieve the efficient, high-quality, and clean production of H2O2. The photocatalytic preparation of H2O2 using semiconductors is suitable for small-scale on-site in-situ production modes, which not only avoids the potential safety risks in the storage and transportation of H2O2, but also has significant advantages such as simple operation, safety and reliability, economy, no secondary pollution, and the generated H2O2 can be used on the spot.

[0003] Photocatalytic materials with conjugated donor-acceptor (D-A) units or P-N junctions can effectively improve the separation efficiency of photo-generated electron-hole pairs, thereby significantly increasing the efficiency of photocatalytic water production of H2O2. In recent years, related research on such photocatalysts has become a highly promising research hotspot. Covalent triazine frameworks (CTFs), as a new type of metal-free polymer-based semiconductor photocatalyst with visible light response ability, have been widely and deeply explored. CTFs have remarkable characteristics such as nitrogen-rich, high specific surface area, high porosity, and high chemical and thermal stability, which enable them to show broad application prospects in fields such as catalytic methane oxidation, ammonia decomposition, hydrogen production from formic acid, and photocatalytic water production of H2O2. Regarding the current framework design of CTFs, how to effectively inhibit the recombination of photo-generated carriers and accelerate the transport process of photo-generated excitons is still a challenge that needs to be overcome urgently. Therefore, reasonable design and planning of the D-A units in the CTFs framework can be carried out to obtain ideal performance. Summary of the Invention

[0004] The purpose of the present invention is to provide the specific structures, preparation methods, and applications of four novel organic polymer materials to solve the problems raised in the above background art.

[0005] To achieve the above purpose, the technical solutions adopted by the present invention are as follows:

[0006] The preparation method of the first novel organic polymer material described in the present invention includes the following steps:

[0007] Step 1: Using 1,3,5-tris(4-bromophenyl)benzene (BE) and 1,3,6,8-tetrakis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrene (PY) as raw materials, synthesize a material BE-PY containing benzene ring and pyrene functional groups. Specifically:

[0008] Step 1.1: Disperse 1,3,5-tris(4-bromophenyl)benzene and 1,3,6,8-tetrakis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrene in a mixed solution of 50 ml of N,N-dimethylformamide and 10 ml of H2O. Sequentially add Pd(PPh3)4 and K2CO3, and bubble N2 for deoxygenation for 30 min.

[0009] Step 1.2: Stir and react at 150 °C for 72 h under a N2 atmosphere.

[0010] Step 1.3: After the reaction, cool to room temperature, add 50 ml of deionized water to the reaction system, and perform suction filtration.

[0011] Step 1.4: Stir and wash the solid obtained in Step 1.3 with 50 ml of methanol and 50 ml of dichloromethane for 30 min respectively, then perform suction filtration. The solid obtained by suction filtration is washed using a Soxhlet extractor.

[0012] Step 1.5: Dry the product washed in Step 1.4 in an oven at 60 °C for 24 h, and grind it to obtain a green powdery material BE-PY.

[0013] The preparation method of the second novel organic polymer material described in the present invention includes the following steps:

[0014] Step 2: Using 2,4,6-tris(4-bromophenyl)-1,3,5-triazine (TR) and 1,3,6,8-tetrakis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrene (PY) as raw materials, synthesize a material CTF-1 containing triazine ring and pyrene functional groups. Specifically:

[0015] Step 2.1: Disperse 2,4,6-tris(4-bromophenyl)-1,3,5-triazine and 1,3,6,8-tetrakis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrene in a mixed solution of 50 ml of N,N-dimethylformamide and 10 ml of H2O. Sequentially add Pd(PPh3)4 and K2CO3, and bubble N2 for deoxygenation for 30 min.

[0016] Step 2.2: Stir and react at 150 °C for 72 h under a N2 atmosphere.

[0017] Step 2.3: After the reaction, cool to room temperature, add 50 ml of deionized water to the reaction system, and perform suction filtration;

[0018] Step 2.4: Stir and wash the solid obtained in Step 2.3 successively with 50 ml of methanol and 50 ml of dichloromethane for 30 min, then perform suction filtration, and wash the solid obtained by suction filtration using a Soxhlet extractor;

[0019] Step 2.5: Dry the product washed in Step 2.4 in an oven at 60 °C for 24 h, and grind it to obtain a green powdery material CTF-1.

[0020] The preparation method of the third novel organic polymer material described in the present invention includes the following steps:

[0021] Step 3: Using 2,4,6-tris(4-ethynylphenyl)-1,3,5-triazine (ET) and 1,3,6,8-tetrabromopyrene (BR) as raw materials, synthesize a material CTF-2 containing a triazine ring, a pyrene functional group, and an alkynyl group, specifically:

[0022] Step 3.1: Disperse 2,4,6-tris(4-ethynylphenyl)-1,3,5-triazine and 1,3,6,8-tetrabromopyrene in a mixed solution of 60 ml of N,N-dimethylacetamide and 60 ml of triethylamine, successively add Pd(PPh3)4 and CuI, and bubble N2 to remove oxygen for 30 min;

[0023] Step 3.2: Stir and react at 80 °C for 72 h under a N2 atmosphere;

[0024] Step 3.3: After the reaction, cool to room temperature, add 50 ml of deionized water to the reaction system, and perform suction filtration;

[0025] Step 3.4: Stir and wash the solid obtained in Step 3.3 successively with 50 ml of methanol and 50 ml of dichloromethane for 30 min, then perform suction filtration, and wash the solid obtained by suction filtration using a Soxhlet extractor;

[0026] Step 3.5: Dry the product washed in Step 3.4 in an oven at 60 °C for 24 h, and grind it to obtain an orange powdery material CTF-2.

[0027] The preparation method of the fourth novel organic polymer material described in the present invention includes the following steps:

[0028] Step 4: Using 2,4,6-tris(4-bromophenyl)-1,3,5-triazine (PY) and tetra(4-((((1R,2R,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)-1-cyclopentyloxy)-3,5-dimethylphenyl) borate (PE) as raw materials, synthesize the material CTF-3 containing a triazine ring and a perylene functional group, specifically as follows:

[0029] Step 4.1: Disperse 2,4,6-tris(4-bromophenyl)-1,3,5-triazine and tetra(4-((((1R,2R,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)-1-cyclopentyloxy)-3,5-dimethylphenyl) borate in a mixed solution of 50 ml of N,N-dimethylformamide and 10 ml of H2O. Sequentially add Pd(PPh3)4 and K2CO3, and bubble N2 to remove oxygen for 30 min.

[0030] Step 4.2: Stir and react at 150 °C for 72 h under a N2 atmosphere.

[0031] Step 4.3: After the reaction is completed, cool to room temperature, add 50 ml of deionized water to the reaction system, and filter by suction.

[0032] Step 4.4: Stir and wash the solid obtained in Step 4.3 with 50 ml of methanol and 50 ml of dichloromethane for 30 min in sequence, then filter by suction. The solid obtained by suction filtration is washed using a Soxhlet extractor.

[0033] Step 4.5: Dry the product washed in Step 4.4 in an oven at 60 °C for 24 h, and grind it to obtain the green powdery material CTF-3.

[0034] Furthermore, the novel organic polymer material described in claim 1 is a novel organic polymer material containing triazine, benzene ring, pyrene functional group, perylene functional group and alkynyl group, and the performance of photocatalytic water production of hydrogen peroxide is compared by introducing different functional groups.

[0035] Furthermore, the novel organic polymer material described in claim 1 forms a more stable and extended D-A structure by introducing a triazine ring and part of the pyrene and perylene functional groups, which promotes the intramolecular electron transfer of photo-generated carriers, inhibits the recombination of photo-generated carriers, and thus improves the yield of the obtained material for photocatalytic water production of hydrogen peroxide.

[0036] Furthermore, for the preparation method of the novel organic polymer material described in claims 2, 3, 4 and 5, it is characterized in that Steps 1, 2, 3 and 4 all need to be stirred at room temperature for 72 h under a N2 atmosphere.

[0037] Further, for the preparation method of the novel organic polymer material as described in claim 2, claim 3, claim 4 and claim 5, it is characterized in that the solids obtained in step 1.3, step 2.3, step 3.3 and step 4.3 are successively stirred and washed with methanol and dichloromethane for 30 min, and the solid obtained by suction filtration is washed using a Soxhlet extractor.

[0038] Compared with the prior art, the present invention can achieve the following technical effects:

[0039] 1) In the novel organic polymer material of this experiment, by introducing a triazine ring, a more stable and extended D-A structure is formed with pyrene and perylene functional groups, promoting the intramolecular electron transfer of photo-generated carriers, suppressing the recombination of photo-generated carriers, and thus improving the yield of the obtained material for photocatalytic production of hydrogen peroxide in water;

[0040] 2) For the preparation method provided by the present invention, by using simple Sonogashira coupling reaction and Suzuki coupling reaction, BE-PY, CTF-1, CTF-2 and CTF-3 are successfully synthesized. This method is environmentally friendly, has a simple process, and is easy to realize industrial production;

[0041] 3) On the basis of the novel organic polymer material BE-PY prepared first by the present invention, by introducing a triazine ring, an alkynyl group and a perylene functional group, covalent organic triazine framework photocatalytic materials CTF-1, CTF-2 and CTF-3 are successively synthesized, and the influence of the introduction of different groups on the photocatalytic performance of producing H2O2 in water is explored through comparison. Description of the Drawings

[0042] Figure 1 is a schematic diagram of the chemical structures of the novel organic polymer materials BE-PY, CTF-1, CTF-2 and CTF-3 of the present invention;

[0043] Figure 2 is the Fourier transform infrared spectrum of the novel organic polymer materials BE-PY, CTF-1, CTF-2 and CTF-3 of the present invention;

[0044] Figure 3 is the SEM image of the novel organic polymer materials BE-PY, CTF-1, CTF-2 and CTF-3 of the present invention;

[0045] Figure 4 is a comparison chart of the photocatalytic performance of producing H2O2 in water of the novel organic polymer materials BE-PY, CTF-1, CTF-2 and CTF-3 of the present invention. Detailed Embodiments

[0046] The implementation of the present invention will be described below with specific and particular examples. From the content disclosed in this specification, those skilled in the art can easily understand other advantages and effects of the present invention. The present invention can also be implemented or applied through other different specific embodiments, and various modifications or changes can be made to each detail in this description according to different perspectives and applications without departing from the spirit of the present invention.

[0047] Example 1

[0048] A preparation method of a novel organic polymer material, comprising the following steps:

[0049] Step 1: Using 1,3,5-tris(4-bromophenyl)benzene (BE) and 1,3,6,8-tetrakis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrene (PY) as raw materials, synthesize a material BE-PY containing benzene ring and pyrene functional groups, specifically:

[0050] Step 1.1: Disperse 0.3 mmol of 1,3,5-tris(4-bromophenyl)benzene and 0.225 mmol of 1,3,6,8-tetrakis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrene in a mixed solution of 50 ml of N,N-dimethylformamide and 10 ml of H2O, sequentially add 0.01125 mmol of Pd(PPh3)4 and 1.8 mmol of K2CO3, and bubble N2 to remove oxygen for 30 min;

[0051] Step 1.2: Stir and react at 150 °C for 72 h under a N2 atmosphere;

[0052] Step 1.3: After the reaction is completed and cooled to room temperature, add 50 ml of deionized water to the reaction system and perform suction filtration;

[0053] Step 1.4: Stir and wash the solid obtained in Step 1.3 with 50 ml of methanol and 50 ml of dichloromethane for 30 min in sequence, then perform suction filtration, and wash the obtained solid using a Soxhlet extractor;

[0054] Step 1.5: Dry the solid washed in Step 1.4 in an oven at 60 °C for 24 h, and grind it to obtain a green powdery material BE-PY.

[0055] Example 2

[0056] A preparation method of a novel organic polymer material, comprising the following steps:

[0057] Step 2: Using 2,4,6-tris(4-bromophenyl)-1,3,5-triazine (TR) and 1,3,6,8-tetrakis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrene (PY) as raw materials, synthesize the material CTF-1 containing triazine ring and pyrene functional groups, specifically as follows:

[0058] Step 2.1: Disperse 0.3 mmol of 2,4,6-tris(4-bromophenyl)-1,3,5-triazine and 0.225 mmol of 1,3,6,8-tetrakis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrene in a mixed solution of 50 ml of N,N-dimethylformamide and 10 ml of H2O. Sequentially add 0.01125 mmol of Pd(PPh3)4 and 1.8 mmol of K2CO3, and bubble with N2 to remove oxygen for 30 min;

[0059] Step 2.2: Stir and react at 150 °C for 72 h under N2 atmosphere;

[0060] Step 2.3: After the reaction is completed, cool to room temperature, add 50 ml of deionized water to the reaction system, and filter by suction;

[0061] Step 2.4: Stir and wash the solid obtained in Step 2.3 with 50 ml of methanol and 50 ml of dichloromethane for 30 min in sequence, then filter by suction, and wash the solid obtained by suction filtration using a Soxhlet extractor;

[0062] Step 2.5: Dry the product washed in Step 2.4 in an oven at 60 °C for 24 h, and grind to obtain the green powdery material CTF-1.

[0063] Example 3

[0064] A preparation method of a novel organic polymer material, comprising the following steps:

[0065] Step 3: Using 2,4,6-tris(4-ethynylphenyl)-1,3,5-triazine (ET) and 1,3,6,8-tetrabromopyrene (BR) as raw materials, synthesize the material CTF-2 containing triazine ring, pyrene functional group and alkynyl group, specifically as follows:

[0066] Step 3.1: Disperse 0.3 mmol of 2,4,6-tris(4-ethynylphenyl)-1,3,5-triazine and 0.225 mmol of 1,3,6,8-tetrabromopyrene in a mixed solution of 60 ml of N,N-dimethylacetamide and 60 ml of triethylamine. Sequentially add 0.01125 mmol of Pd(PPh3)4 and 0.045 mmol of CuI, and bubble with N2 to remove oxygen for 30 min;

[0067] Step 3.2: Stir and react at 80 °C for 72 h under N2 atmosphere;

[0068] Step 3.3: After the reaction is completed, cool to room temperature, add 50 ml of deionized water to the reaction system, and perform suction filtration;

[0069] Step 3.4: The solid obtained in Step 3.3 is successively stirred and washed with 50 ml of methanol and 50 ml of dichloromethane for 30 min, then suction filtration is carried out, and the solid obtained by suction filtration is washed using a Soxhlet extractor;

[0070] Step 3.5: Dry the product washed in Step 3.4 in an oven at 60 °C for 24 h, and grind to obtain an orange powder material CTF-2.

[0071] Example 4

[0072] A preparation method of a novel organic polymer material, comprising the following steps:

[0073] Step 4: Using 2,4,6-tris(4-bromophenyl)-1,3,5-triazine (PY) and tetra(4-((((1R,2R,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)-1-cyclopentyloxy)-3,5-dimethylphenyl) borate (PE) as raw materials, synthesize a material CTF-3 containing a triazine ring and a perylene functional group, specifically:

[0074] Step 4.1: Disperse 0.3 mmol of 2,4,6-tris(4-bromophenyl)-1,3,5-triazine and 0.225 mmol of tetra(4-((((1R,2R,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)-1-cyclopentyloxy)-3,5-dimethylphenyl) borate in a mixed solution of 50 ml of N,N-dimethylformamide and 10 ml of H2O, successively add 0.01125 mmol of Pd(PPh3)4 and 1.8 mmol of K2CO3, and deoxygenate by bubbling N2 for 30 min;

[0075] Step 4.2: Stir and react at 150 °C for 72 h under N2 atmosphere;

[0076] Step 4.3: After the reaction is completed, cool to room temperature, add 50 ml of deionized water to the reaction system, and perform suction filtration;

[0077] Step 4.4: The solid obtained in Step 4.3 is successively stirred and washed with 50 ml of methanol and 50 ml of dichloromethane for 30 min, then suction filtration is carried out, and the solid obtained by suction filtration is washed using a Soxhlet extractor;

[0078] Step 4.5: Dry the product washed in Step 4.4 in an oven at 60 °C for 24 h, and after grinding, obtain a green powdery material CTF-3.

[0079] Test Example

[0080] Ultrasonically disperse 5 mg of the photocatalyst material in 150 ml of H2O. After uniform dispersion, take 30 ml of the suspension and add it to the reactor. Introduce oxygen, seal it, turn on a 300 W argon lamp equipped with a 400 nm cut-off filter, and adjust its irradiance to 400 mW cm -2 , and carry out the photocatalytic reaction at 25 °C and atmospheric pressure for 1 h. After the reaction, use the Ce(SO4)2 colorimetric method to determine the H2O2 concentration by ultraviolet liquid chromatography.

[0081] The test results are shown in Table 1

[0082] As can be seen from Table 1, all four catalysts prepared by the present invention have the performance of photocatalytic water production of H2O2. The introduction of the triazine ring significantly improves the material performance. The introduction of the alkynyl group has little effect on the catalytic performance of the material. After the introduction of the perylene functional group, the material can better achieve the technical effect of photocatalytic water production of H2O2, and the H2O2 production rate can reach 4500 μmol·g -1 ·h -1 .

[0083] The present invention elaborates on the technical concept of the present invention by means of the above embodiments. However, the present invention is not limited to the above embodiments, that is to say, the implementation of the present invention does not necessarily rely on the above embodiments. Any improvement of the present invention, the equivalent replacement of individual raw materials (other triazine organic framework materials) of the products of the present invention, the addition of auxiliary components, the selection of specific methods, etc. all fall within the protection scope and disclosure scope of the present invention.

[0084] It is obvious to those skilled in the art that the present invention is not limited to the detailed content of the exemplary embodiments described above, and the present invention can be implemented in other specific ways without departing from its spirit and essential characteristics. Therefore, in any case, these embodiments should be regarded as exemplary and non-limiting. The scope of the present invention is defined by the appended claims rather than the above description. Therefore, it is intended to encompass all changes falling within the meaning and scope of the equivalent elements of the claims in the present invention. Any reference signs in the claims should not be regarded as limiting the claims involved.

Claims

1. The chemical structural formula of the novel organic polymer material of the present invention is as follows:

2. The preparation method of the first novel organic polymer material of the present invention includes the following steps: Step 1: Using 1,3,5-tris(4-bromophenyl)benzene (BE) and 1,3,6,8-tetrakis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrene (PY) as raw materials, synthesize the material BE-PY containing benzene ring and pyrene functional groups, specifically: Step 1.1: Disperse 1,3,5-tris(4-bromophenyl)benzene and 1,3,6,8-tetrakis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrene in a mixed solution of 50 ml of N,N-dimethylformamide and 10 ml of H2O, sequentially add Pd(PPh3)4 and K2CO3, and bubble N2 to remove oxygen for 30 min; Step 1.2: Stir and react at 150 °C for 72 h under N2 atmosphere; Step 1.3: After the reaction is completed, cool to room temperature, add 50 ml of deionized water to the reaction system, and perform suction filtration; Step 1.4: Stir and wash the solid obtained in Step 1.3 with 50 ml of methanol and 50 ml of dichloromethane for 30 min in sequence, then perform suction filtration, and wash the solid obtained by suction filtration using a Soxhlet extractor; Step 1.5: Dry the product washed in Step 1.4 in an oven at 60 °C for 24 h, and grind it to obtain a green powdery material BE-PY.

3. The preparation method of the second novel organic polymer material of the present invention includes the following steps: Step 2: Using 2,4,6-tris(4-bromophenyl)-1,3,5-triazine (TR) and 1,3,6,8-tetrakis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrene (PY) as raw materials, synthesize the material CTF-1 containing triazine ring and pyrene functional groups, specifically: Step 2.1: Disperse 2,4,6-tris(4-bromophenyl)-1,3,5-triazine and 1,3,6,8-tetrakis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pyrene in a mixed solution of 50 ml of N,N-dimethylformamide and 10 ml of H2O, sequentially add Pd(PPh3)4 and K2CO3, and bubble N2 to remove oxygen for 30 min; Step 2.2: Stir and react at 150 °C for 72 h under N2 atmosphere; Step 2.3: After the reaction is completed, cool to room temperature, add 50 ml of deionized water to the reaction system, and perform suction filtration; Step 2.4: Stir and wash the solid obtained in Step 2.3 with 50 ml of methanol and 50 ml of dichloromethane for 30 min in sequence, then perform suction filtration, and wash the solid obtained by suction filtration using a Soxhlet extractor; Step 2.5: Dry the product washed in Step 2.4 in an oven at 60 °C for 24 h, and grind it to obtain a green powdery material CTF-1.

4. The preparation method of the third novel organic polymer material of the present invention includes the following steps: Step 3: Using 2,4,6-tris(4-ethynylphenyl)-1,3,5-triazine (ET) and 1,3,6,8-tetrabromopyrene (BR) as raw materials, synthesize the material CTF-2 containing triazine ring, pyrene functional group and alkynyl group. Specifically: Step 3.1: Disperse 2,4,6-tris(4-ethynylphenyl)-1,3,5-triazine and 1,3,6,8-tetrabromopyrene in a mixed solution of 60 ml of N,N-dimethylacetamide and 60 ml of triethylamine. Sequentially add Pd(PPh3)4 and CuI, and bubble N2 to remove oxygen for 30 min; Step 3.2: Stir and react at 80 °C for 72 h under N2 atmosphere; Step 3.3: After the reaction is completed, cool to room temperature, add 50 ml of deionized water to the reaction system, and perform suction filtration; Step 3.4: Stir and wash the solid obtained in Step 3.3 with 50 ml of methanol and 50 ml of dichloromethane for 30 min in sequence, then perform suction filtration, and wash the solid obtained by suction filtration using a Soxhlet extractor; Step 3.5: Dry the product washed in Step 3.4 in an oven at 60 °C for 24 h, and grind it to obtain the orange powder-like material CTF-2.

5. The preparation method of the fourth novel organic polymer material described in the present invention includes the following steps: Step 4: Using 2,4,6-tris(4-bromophenyl)-1,3,5-triazine (PY) and tetra(4-((((1R,2R,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)-1-cyclopentyloxy)-3,5-dimethylphenyl)borate (PE) as raw materials, synthesize the material CTF-3 containing triazine ring and perylene functional group. Specifically: Step 4.1: Disperse 2,4,6-tris(4-bromophenyl)-1,3,5-triazine and tetra(4-((((1R,2R,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)-1-cyclopentyloxy)-3,5-dimethylphenyl)borate in a mixed solution of 50 ml of N,N-dimethylformamide and 10 ml of H2O. Sequentially add Pd(PPh3)4 and K2CO3, and bubble N2 to remove oxygen for 30 min; Step 4.2: Stir and react at 150 °C for 72 h under N2 atmosphere; Step 4.3: After the reaction is completed, cool to room temperature, add 50 ml of deionized water to the reaction system, and perform suction filtration; Step 4.4: Stir and wash the solid obtained in Step 4.3 with 50 ml of methanol and 50 ml of dichloromethane for 30 min in sequence, then perform suction filtration, and wash the solid obtained by suction filtration using a Soxhlet extractor; Step 4.5: Dry the product washed in Step 4.4 in an oven at 60 °C for 24 h, and grind it to obtain the green powder-like material CTF-3.

6. Further, the novel organic polymer material described in Claim 1 is the novel organic polymer materials CTF-2 and CTF-3 containing triazine, pyrene functional group, perylene functional group and alkynyl group, and the photocatalytic performance of producing hydrogen peroxide from water is compared by introducing different functional groups.

7. Further, the novel organic polymer materials CTF-2 and CTF-3 as described in claim 1 form a more stable and extended D-A structure by introducing triazine rings and combining with pyrene and perylene functional groups, promoting the intramolecular electron transfer of photo-generated carriers, inhibiting the recombination of photo-generated carriers, and thus improving the yield of the obtained materials for photocatalytic production of hydrogen peroxide from water.

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