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

Abstract

Hydrogen bond covalent organic polymer material JLUE-H_CThe synthesis method of OP comprises the following steps: dissolving benzene-1, 3, 5-triacyl hydrazine in an organic solvent dimethyl sulfoxide, wherein the concentration is 0.02mol/L, and the solution is named as A solution; dissolving terephthalic acid in the solution A, wherein the concentration of the terephthalic acid is 0.03mol/L, and the solution is named as solution B; dissolving 4, 4' -biphenyldicarboxaldehyde in the solution B, wherein the concentration is 0.03mol/L, and the solution is named as solution C, and the molar ratio of substances in the solution C is as follows: benzene-1, 3, 5-trihydrazide: terephthalic acid: 4, 4' -biphenyldicarboxaldehyde ═ 2: 3: 3. 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; placing the yellow solid in dialysis bag, removing organic solvent with distilled water as dialysate, and obtaining the extract after 2-3 days. Pouring the obtained material into a beaker, freezing at low temperature, and freeze-drying to obtain hydrogen bond covalent bondOrganic polymer material JLUE-H_COP。JLUE‑H_CThe OP has an amorphous structure, excellent thermal stability and larger specific surface area.

Description

Hydrogen bond covalent organic polymer material JLUE-HCSynthesis method of OP

Technical Field

The invention belongs to the field of preparation of nano materials and environmental materials, and relates to a hydrogen bond covalent organic polymer material JLLE-H_CA method for synthesizing OP.

Background

Covalent Organic Polymers (COPs) consist of Covalent bonds, including crystalline and amorphous forms, which have clearly demonstrated their surprising attractiveness in the environmental, healthcare and energy-related fields. In general, synthesis of COPs is achieved by using limited number of monomers of one or two types 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. Obviously, although the progress has been made as in the present case, the type and structure of the COPs are associated with monotonous components and special combinations, which make the satisfaction of the COPs unsatisfactory. In this way, it is needless to say that the necessity of exploring new COPs having various associations and multifunctional structures is required.

Organic Frameworks (HOFs) that rely on weak interactions, such as van der waals forces, Hydrogen bonding, pi-pi stacking, etc., have been the subject of new and highly innovative research since the first proposed research group in 2011. However, the weak stability of HOFs outweighs the advantages of mild synthesis conditions, which hinders the practical use of HOFs in the environment. Inspired by pioneer work established by Lin et al, a similar concept could be generated to develop hydrogen-bonded covalent organic polymers (H) with both COPs and HOFs advantages_COPs)。

Disclosure of Invention

The invention aims to provide a hydrogen bond covalent organic polymer material JLLE-H_COP synthesis method, and obtained JLLE-H_CThe OP material has a large specific surface area and has good thermal stability and aqueous solution stability. .

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

the method comprises the following steps: benzene-1, 3, 5-trihydrazide (BTCH) was dissolved in dimethyl sulfoxide (DMSO) as an organic solvent, and the concentration was maintained at 0.02mol/L, which was designated as solution A.

Step two: terephthalic acid (BDC) was dissolved in the A solution, maintaining the concentration at 0.03mol/L, and named as B solution.

Step three: 4, 4' -Biphenyldicarboxaldehyde (BPDA) was dissolved in the B solution to maintain the concentration at 0.03mol/L, and the solution was named as C solution.

The molar ratio of the substances 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: and (3) 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 the extract.

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。

The invention has the beneficial effects that:

covalent organic polymer material JLUE-H obtained by the synthetic method of the invention_COP, which has an amorphous structure, excellent thermal stability and a large specific surface area.

Drawings

FIG. 1 shows JLUE-H synthesized by the present invention_CSchematic synthesis of OP.

FIG. 2 is the synthetic JLUE-H of the present invention_CPowder X-ray diffraction pattern of OP.

FIG. 3 is JLUE-H synthesized by the present invention_CScanning electron micrograph of OP.

FIG. 4 is JLUE-H synthesized by the present invention_CFourier transform-infrared spectrogram of OP.

FIG. 5 is JLUE-H synthesized by the present invention_CSolid-state nuclear magnetic resonance of OP¹³C CP/MAS spectrogram.

FIG. 6 is JLUE-H synthesized by the present invention_CThermogravimetric curve of OP under nitrogen atmosphere.

FIG. 7 is JLUE-H synthesized by the present invention_CNitrogen adsorption and desorption of OP-Curve line.

Detailed Description

Synthesis of JLUE-H_CThe raw materials used for OP are all commercially available products.

As shown in figure 1, a hydrogen bond covalent organic polymer material JLLE-H_CA method for synthesizing OP. The method comprises the following steps:

the method comprises the following steps: 50mg of benzene-1, 3, 5-trihydrazide (BTCH) was weighed out and dissolved in 10mL of dimethyl sulfoxide (DMSO) as an organic solvent to maintain the concentration at 0.02mol/L, which was named as solution A.

Step two: 100mg of terephthalic acid (BDC) was weighed out and dissolved in the solution A, and the concentration of the solution A was maintained at 0.03mol/L, which was named as solution B.

Step three: 40mg of 4, 4' -Biphenyldicarboxaldehyde (BPDA) was dissolved in the solution B, and the concentration was maintained at 0.03mol/L, which was designated as solution C.

The molar ratio of the substances 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: and (3) 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 the extract.

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。

JLUE-H synthesized by the invention_CThe powder X-ray diffraction pattern of OP is shown in figure 2.

JLUE-H synthesized by the invention_CThe scanning electron micrograph of OP is shown in fig. 3.

JLUE-H synthesized by the invention_CThe Fourier transform-infrared spectrum of OP is shown in FIG. 4.

JLUE-H synthesized by the invention_CSolid-state nuclear magnetic resonance of OP¹³The C CP/MAS spectrum is shown in FIG. 5.

JLUE-H synthesized by the invention_CThe thermogravimetric curve of OP under nitrogen atmosphere is shown in fig. 6. .

JLUE-H synthesized by the invention_CThe nitrogen adsorption and desorption curves of OP are shown in fig. 7.

JLUE-H synthesized by the invention_CThe OP material has the advantages that:

1. amorphous structure, large specific surface area and strong pollutant adsorption

2. 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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