CN108929443B - Synthesis method of hydrogen bond covalent organic polymer material JLUE-HCOP - Google Patents

Abstract

A method for synthesizing a hydrogen-bonded covalent organic polymer material JLUE-H _C OP, the method comprises the following steps: dissolving benzene-1,3,5-trihydrazide in an organic solvent dimethyl sulfoxide at a concentration of 0.02mol /L, named solution A; terephthalic acid was dissolved in solution A with a concentration of 0.03mol/L, named solution B; 4,4'-biphenyldialdehyde was dissolved in solution B with a concentration of 0.03 mol/L mol/L, named as C solution, the molar ratio of each substance in C solution is: benzene-1,3,5-trihydrazide: terephthalic acid: 4,4'-biphenyldialdehyde=2:3: 3. The C solution was placed in a constant temperature oil bath, heated and reacted at 100°C for 10 seconds to obtain a yellow solid; the yellow solid was placed in a dialysis bag, and distilled water was used as the dialysate to remove the organic solvent, and after 2-3 days, the obtained product was obtained . The obtained material was poured into a beaker, frozen at low temperature, and then freeze-dried to obtain the hydrogen-bonded covalent organic polymer material JLUE‑H _C OP. JLUE‑H _C OP has an amorphous amorphous structure with excellent thermal stability and large specific surface area.

Description

Synthesis of hydrogen-bonded covalent organic polymer material JLUE-HCOP

technical field

The invention belongs to the field of preparation of nanometer materials and environmental materials, and relates to a method for synthesizing a hydrogen bond covalent organic polymer material JLUE-H _C OP.

Background technique

Covalent organic polymers (COPs), consisting of covalent bonds, including crystalline and amorphous forms, have clearly demonstrated their amazing fascination in environmental, healthcare, and energy-related fields. Generally, the synthesis of COPs is achieved by using limited one or two types of monomers to form limited linkages, including B-O bonds, C-N bonds, C-C bonds, N-N bonds, etc., for the construction of 2D/3D structures. Clearly, despite the same progress as it is today, the variety and structural type of COPs are associated with monotonous building blocks and special binding patterns, which make COPs less than satisfactory. In this way, the necessity of exploring novel COPs with diverse linkages and multifunctional structures is unquestionable.

Hydrogen-bonded Organic Frameworks (HOFs) relying on weak interactions, such as van der Waals forces, hydrogen bonds, π-π stacking, etc., have gradually become a new Highly innovative theme. However, the weakness of the weak stability of HOFs outweighs the advantages of mild synthesis conditions, which hinders the practical application of HOFs in the environment. Inspired by the pioneering work established by Lin et al., a similar concept can be generated to develop hydrogen _- bonded covalent organic polymers (HC OPs) with the advantages of both COPs and HOFs.

SUMMARY OF THE INVENTION

The object of the present invention is to provide a method for synthesizing a hydrogen-bonded covalent organic polymer material JLUE-H _C OP, the prepared JLUE-H _C OP material has a large specific surface area, and has good thermal stability and Aqueous solution stability. .

A method for synthesizing a hydrogen-bonded covalent organic polymer material JLUE- _HCOP , comprising the following steps:

Step 1: Dissolve benzene-1,3,5-trihydrazide (BTCH) in an organic solvent dimethyl sulfoxide (DMSO), keep its concentration at 0.02mol/L, and name it A solution.

Step 2: Dissolve terephthalic acid (BDC) in solution A, keep its concentration at 0.03 mol/L, and name it as solution B.

Step 3: Dissolve 4,4'-biphenyldicarbaldehyde (BPDA) in solution B, keep its concentration at 0.03mol/L, and name it as solution C.

The molar ratio of each substance in the above solution C is: benzene-1,3,5-trihydrazide: terephthalic acid: 4,4'-biphenyldicarbaldehyde=2:3:3.

Step 4: place the above-mentioned C solution in a constant temperature oil bath, and heat and react at 100°C for 10 seconds to obtain a yellow solid;

Step 5: Place the yellow solid obtained in Step 4 in a dialysis bag, and use distilled water as the dialysate to remove the organic solvent. After 2-3 days, the dialysis bag is obviously layered and taken out to obtain the obtained product.

Step 6: Pour the obtained material obtained in Step 5 into a beaker, freeze, and then freeze-dry to obtain the hydrogen-bonded covalent organic polymer material JLUE-H _C OP.

The beneficial effects of the present invention are:

The covalent organic polymer material JLUE-H _C OP obtained by the synthesis method of the present invention has an amorphous amorphous structure, excellent thermal stability and a large specific surface area.

Description of drawings

Fig. 1 is the synthesis schematic diagram of the JLUE- _H COP synthesized by the present invention.

Figure 2 is a powder X-ray diffraction pattern of the synthesized JLUE- _H COP of the present invention.

Figure 3 is a scanning electron microscope photograph of the JLUE- _H COP synthesized by the present invention.

Fig. 4 is the Fourier transform-infrared spectrogram of JLUE- _H COP synthesized by the present invention.

Fig. 5 is the solid-state nuclear magnetic resonance ¹³ C CP/MAS spectrum of the JLUE-H _C OP synthesized by the present invention.

Fig. 6 is the thermogravimetric curve of JLUE- _H COP synthesized by the present invention under nitrogen atmosphere.

Fig. 7 is the nitrogen adsorption and desorption curve of JLUE-H _C OP- synthesized by the present invention.

Detailed ways

The raw materials used in the synthesis of JLUE-H _C OP are all commercially available products.

As shown in Figure 1, a synthesis method of the hydrogen-bonded covalent organic polymer material JLUE _- HCOP. Include the following steps:

Step 1: Weigh 50 mg of benzene-1,3,5-trihydrazide (BTCH) and dissolve it in 10 mL of organic solvent dimethyl sulfoxide (DMSO), keeping its concentration at 0.02 mol/L, and named solution A.

Step 2: Weigh 100 mg of terephthalic acid (BDC) and dissolve it in solution A, keep its concentration at 0.03 mol/L, and name it as solution B.

Step 3: Weigh 40 mg of 4,4'-biphenyldicarbaldehyde (BPDA) and dissolve it in solution B, keeping its concentration at 0.03 mol/L, and name it as solution C.

The molar ratio of each substance in the above solution C is: benzene-1,3,5-trihydrazide: terephthalic acid: 4,4'-biphenyldicarbaldehyde=2:3:3.

Step 4: place the above-mentioned C solution in a constant temperature oil bath, and heat and react at 100°C for 10 seconds to obtain a yellow solid;

Step 5: Place the yellow solid obtained in Step 4 in a dialysis bag, and use distilled water as the dialysate to remove the organic solvent. After 2-3 days, the dialysis bag is obviously layered and taken out to obtain the obtained product.

Step 6: Pour the obtained material obtained in Step 5 into a beaker, freeze, and then freeze-dry to obtain the hydrogen-bonded covalent organic polymer material JLUE-H _C OP.

The powder X-ray diffraction spectrum of the JLUE-H _C OP synthesized by the present invention is shown in FIG. 2 .

The scanning electron microscope photograph of the JLUE-H _C OP synthesized by the present invention is shown in FIG. 3 .

The Fourier transform-infrared spectrum of the JLUE- _H COP synthesized by the present invention is shown in FIG. 4 .

The solid-state nuclear magnetic resonance ¹³ C CP/MAS spectrum of the JLUE-H _C OP synthesized by the present invention is shown in FIG. 5 .

The thermogravimetric curve of the JLUE-H _C OP synthesized by the present invention under nitrogen atmosphere is shown in Fig. 6 . .

The nitrogen adsorption and desorption curves of the JLUE- _H COP synthesized by the present invention are shown in FIG. 7 .

The advantages of the synthesized JLUE-H _C OP material of the present invention are:

1. Amorphous amorphous structure, large specific surface area, strong adsorption to pollutants

2. It has excellent thermal stability.

Claims (1)

1. Hydrogen bond covalent organic polymer material JLUE-H_CThe synthesis method of OP comprises the following steps:

the method comprises the following steps: dissolving benzene-1, 3, 5-triacyl hydrazine in an organic solvent dimethyl sulfoxide, keeping the concentration of the solution at 0.02mol/L, and naming the solution as A;

step two: dissolving terephthalic acid in the solution A, keeping the concentration of the terephthalic acid at 0.03mol/L, and naming the solution B as the solution A;

step three: dissolving 4, 4' -biphenyldicarboxaldehyde in the solution B, keeping the concentration of the solution B at 0.03mol/L, and naming the solution B as a solution C; the molar ratio of each substance in the solution C is as follows: benzene-1, 3, 5-trihydrazide: terephthalic acid: 4, 4' -biphenyldicarboxaldehyde ═ 2: 3: 3;

step four: placing the solution C in a constant-temperature oil bath pan, and heating and reacting at 100 ℃ for 10 seconds to obtain a yellow solid;

step five: putting the yellow solid obtained in the step four into a dialysis bag, taking distilled water as dialysate, removing the organic solvent, and taking out after obvious layering appears in the dialysis bag after 2-3 days to obtain an obtained substance;

step six: pouring the obtained substance obtained in the fifth step into a beaker, freezing, and then freeze-drying to obtain the hydrogen bond covalent organic polymer material JLUE-H_COP。

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