Application of poly(1,8-dihydroxynaphthalene) in the degradation of aniline

By preparing a metal-free catalyst, poly(1,8-dihydroxynaphthalene), the problems of high cost and low efficiency in the treatment of aniline wastewater in the prior art were solved, and a highly efficient and economical aniline removal effect was achieved.

CN118047471BActive Publication Date: 2026-03-06TAIYUAN UNIVERSITY OF TECHNOLOGY
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Patent Information

Application Number
CN202410146824.3
Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
Filing Date
2024-02-02
Publication Date
2026-03-06
Estimated Expiration
2044-02-02

AI Technical Summary

Technical Problem

In existing technologies, metal catalysts are expensive and toxic, resulting in high costs and environmental problems in the treatment of aniline wastewater, while non-metallic catalysts have limited purification efficiency.

Method used

A metal-free catalyst was prepared by polymerization of poly(1,8-dihydroxynaphthalene) to degrade aniline wastewater. The particle size was 25–60 nm, preferably 30–40 nm. The polymerization was carried out under stirring conditions at a temperature of 20–35 °C for 15–30 h, followed by centrifugation, washing, and drying.

Benefits of technology

It achieves efficient removal of aniline, with a removal rate of 77-96%, avoiding metal toxicity and reducing costs.

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Abstract

This invention belongs to the field of wastewater treatment technology, specifically relating to the application of poly(1,8-dihydroxynaphthalene) in the degradation of aniline. This invention provides an application of poly(1,8-dihydroxynaphthalene) in the degradation of aniline. The invention uses poly(1,8-dihydroxynaphthalene) as a catalyst in the degradation of aniline; the catalyst does not contain metal components, is low in cost, and has no metal toxicity. The poly(1,8-dihydroxynaphthalene) provided by this invention exhibits high removal efficiency for aniline.
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Description

Technical Field

[0001] This invention belongs to the field of wastewater treatment technology, specifically relating to the application of poly(1,8-dihydroxynaphthalene) in the degradation of aniline. Background Technology

[0002] Aniline is an important compound in the petrochemical industry, widely used in fuels, pharmaceuticals, fragrances, printing and dyeing, rubber, and other industries. Due to its polarity, aniline reduces the electron density on the benzene ring, making its oxidation more difficult. Combined with its stable chemical properties, poor biodegradability, and increasing demand, aniline continues to accumulate in the environment. Treatment methods for aniline wastewater mainly include adsorption, catalytic oxidation, electrochemical degradation, and biological methods. Among these, catalytic methods are noteworthy due to their mild reaction conditions and lack of secondary pollution.

[0003] Currently, most photocatalysts studied contain metal components, which are both expensive and toxic. Therefore, exploring metal-free catalysts is challenging for developing economical and safe environmental remediation systems. However, the number of highly efficient non-metallic catalysts reported to date for purifying aniline wastewater is limited. Therefore, the development of novel metal-free catalysts is urgently needed. Summary of the Invention

[0004] The purpose of this invention is to provide an application of poly(1,8-dihydroxynaphthalene) in the degradation of aniline. The catalyst provided by this invention does not contain any metal components and has a high removal rate for aniline.

[0005] To achieve the above objectives, the present invention provides the following technical solution:

[0006] This invention provides an application of poly(1,8-dihydroxynaphthalene) in the degradation of aniline.

[0007] Preferably, the average particle size of the poly(1,8-dihydroxynaphthalene) is 25–60 nm.

[0008] Preferably, the preparation method of the poly(1,8-dihydroxynaphthalene) includes the following steps:

[0009] 1,8-Dihydroxynaphthalene, sodium periodate, and a solvent were mixed and polymerized to obtain the poly(1,8-dihydroxynaphthalene).

[0010] Preferably, the mass ratio of 1,8-dihydroxynaphthalene to sodium periodate is 100-250:100.

[0011] Preferably, the solvent comprises acetonitrile and deionized water; the volume ratio of acetonitrile to deionized water is 0:50 to 1:1.

[0012] The concentration of 1,8-dihydroxynaphthalene in the mixture obtained by mixing is 3-5 g / L.

[0013] Preferably, the polymerization reaction is carried out at a temperature of 20–35°C for 15–30 hours; the polymerization reaction is carried out under stirring conditions.

[0014] Preferably, after the polymerization reaction, the resulting reaction system is further subjected to centrifugation, washing, and drying.

[0015] Preferably, the application process includes:

[0016] The solution containing aniline was mixed with poly(1,8-dihydroxynaphthalene) and then degraded.

[0017] Preferably, the mass ratio of aniline to poly(1,8-dihydroxynaphthalene) in the aniline-containing solution is 15 to 25:1.

[0018] Preferably, the degradation temperature is 20–35°C and the time is 1–5 hours.

[0019] This invention provides an application of poly(1,8-dihydroxynaphthalene) in the degradation of aniline. The invention uses poly(1,8-dihydroxynaphthalene) as a catalyst in the degradation of aniline. The catalyst does not contain any metal components, is low in cost, and has no metal toxicity. The poly(1,8-dihydroxynaphthalene) provided by this invention exhibits high removal efficiency for aniline. Attached Figure Description

[0020] Figure 1 Here is a SEM image of poly(1,8-dihydroxynaphthalene) obtained in Example 1;

[0021] Figure 2 This is a TEM image of poly(1,8-dihydroxynaphthalene) obtained in Example 1;

[0022] Figure 3 This is a SEM image of the poly(1,8-dihydroxynaphthalene) obtained in Example 4. Detailed Implementation

[0023] This invention provides an application of poly(1,8-dihydroxynaphthalene) in the degradation of aniline.

[0024] In this invention, the average particle size of the poly(1,8-dihydroxynaphthalene) is preferably 25-60 nm, more preferably 28-50 nm, and even more preferably 30-40 nm.

[0025] In this invention, the method for preparing the poly(1,8-dihydroxynaphthalene) preferably includes the following steps:

[0026] 1,8-Dihydroxynaphthalene, sodium periodate, and a solvent were mixed and polymerized to obtain the poly(1,8-dihydroxynaphthalene).

[0027] In this invention, unless otherwise specified, all raw materials are commercially available products well known to those skilled in the art.

[0028] In this invention, the mass ratio of 1,8-dihydroxynaphthalene to sodium periodate is preferably 100–250:100, more preferably 150–200:100. In this invention, the solvent preferably includes acetonitrile and deionized water; the volume ratio of acetonitrile to deionized water is preferably 0:50–1:1, more preferably 1:9–3:7; the concentration of 1,8-dihydroxynaphthalene in the resulting mixture is preferably 3–5 g / L. In this invention, the mixing process is preferably carried out by stirring at room temperature.

[0029] In this invention, the temperature of the polymerization reaction is preferably 20-35°C, more preferably 25-30°C; the time is preferably 15-30 hours, more preferably 20-25 hours; and the polymerization reaction is preferably carried out under stirring conditions.

[0030] Following the polymerization reaction, the present invention preferably further includes centrifugation, washing, and drying of the resulting reaction system. In this invention, the washing is preferably performed sequentially with deionized water and ethanol until no sodium periodate residue remains. In this invention, the drying process is preferably carried out at 80°C.

[0031] In this invention, the application process preferably includes:

[0032] The solution containing aniline was mixed with poly(1,8-dihydroxynaphthalene) and then degraded.

[0033] In this invention, the mass ratio of aniline to poly(1,8-dihydroxynaphthalene) in the aniline-containing solution is preferably 15–25:1, more preferably 20:1. In this invention, the degradation temperature is preferably 20–35°C, more preferably 25–30°C, and the degradation time is preferably 1–5 hours, more preferably 2–3 hours.

[0034] During the degradation process, the present invention preferably includes introducing oxygen into the degradation system to assist in the degradation.

[0035] In this invention, the removal rate of poly(1,8-dihydroxynaphthalene) p-aniline is preferably 77-96%.

[0036] To further illustrate the present invention, the application of poly(1,8-dihydroxynaphthalene) provided by the present invention in the degradation of aniline is described in detail below with reference to the accompanying drawings and embodiments, but these should not be construed as limiting the scope of protection of the present invention.

[0037] Example 1

[0038] Weigh out 150 mg of 1,8-dihydroxynaphthalene and 100 mg of sodium periodate, respectively;

[0039] At room temperature, the weighed substances were added to a mixture of 15 mL acetonitrile and 35 mL deionized water and stirred until homogeneous. The polymerization reaction was carried out at 25 °C with stirring for 24 h.

[0040] The obtained reaction solution was centrifuged, and the resulting precipitate was washed several times with deionized water and ethanol; dried at 80°C to obtain melanin-like poly(1,8-dihydroxynaphthalene) nanoparticles.

[0041] Figure 1 Here is a SEM image of poly(1,8-dihydroxynaphthalene) obtained in Example 1. Figure 2 The TEM image of poly(1,8-dihydroxynaphthalene) obtained in Example 1 shows that the average particle size of the prepared poly(1,8-dihydroxynaphthalene) is 28 nm, and the particle size ranges from 18 to 40 nm.

[0042] Using 100 mg aniline and 2 mL deionized water as reaction raw materials, 5 mg of the obtained poly(1,8-dihydroxynaphthalene) nanoparticles were added as catalysts; the reaction was carried out at 25 °C for 1 h, and the aniline removal rate in the aqueous solution was approximately 93%.

[0043] Example 2

[0044] 100 mg of aniline and 2 mL of deionized water were used as reaction raw materials, and 5 mg of poly(1,8-dihydroxynaphthalene) nanoparticles obtained in Example 1 were added as catalysts. 1 atm of O2 was introduced into the reaction system, and the reaction was carried out at 25 °C for 1 h. The aniline removal rate in the aqueous solution was approximately 96%.

[0045] Example 3

[0046] Using 500 mg aniline and 2 mL deionized water as reaction raw materials, 5 mg of poly(1,8-dihydroxynaphthalene) nanoparticles obtained in Example 1 were added as catalysts; 1 atm O2 was introduced into the reaction system and the reaction was carried out at 25 °C for 2 h. The aniline removal rate in the aqueous solution was approximately 92%.

[0047] Example 4

[0048] Weigh out 150 mg of 1,8-dihydroxynaphthalene and 100 mg of sodium periodate, respectively;

[0049] At room temperature, the weighed substances were added to a mixture of 5 mL acetonitrile and 45 mL deionized water and stirred until homogeneous. The polymerization reaction was carried out at 25 °C with stirring for 24 h.

[0050] The obtained reaction solution was centrifuged, and the resulting precipitate was washed several times with deionized water and ethanol; dried at 80°C to obtain melanin-like poly(1,8-dihydroxynaphthalene) nanoparticles.

[0051] Figure 3 The SEM image of poly(1,8-dihydroxynaphthalene) obtained in Example 4 shows that the average particle size is 55 nm, and the particle size ranges from 30 to 105 nm.

[0052] Using 500 mg of aniline and 2 mL of deionized water as reaction raw materials, 5 mg of the obtained poly(1,8-dihydroxynaphthalene) nanoparticles were added as catalysts; 1 atm of O2 was introduced into the reaction system and the reaction was carried out at 25 °C for 24 h. The aniline removal rate in the aqueous solution was approximately 77%.

[0053] Example 5

[0054] Using 250 mg aniline and 2 mL deionized water as reaction raw materials, 5 mg of poly(1,8-dihydroxynaphthalene) nanoparticles obtained in Example 1 were added as a catalyst; the reaction was carried out at 25 °C for 3 h, and the aniline removal rate in the aqueous solution was approximately 84%.

[0055] Comparative Example 1

[0056] 100 mg aniline and 2 mL deionized water were used as the reaction raw materials, and 5 mg of commercially available g-C3N4 was added as a catalyst. The reaction was carried out at 25 °C for 1 h, and the aniline removal rate in the aqueous solution was about 6.6%.

[0057] In summary, the poly(1,8-dihydroxynaphthalene) provided by this invention has a higher removal rate for aniline.

[0058] Although the above embodiments have provided a detailed description of the present invention, they are only some embodiments of the present invention, and not all embodiments. Other embodiments can be obtained based on these embodiments without creative effort, and these embodiments all fall within the protection scope of the present invention.

Claims

1. Use of poly-1,8-dihydroxynaphthalene alone as a catalyst in degrading aniline.

2. Use according to claim 1, characterized in that, The average particle size of the poly-1,8-dihydroxynaphthalene is 25-60 nm.

3. Use according to claim 1 or 2, characterized in that, The preparation method of the poly-1,8-dihydroxynaphthalene comprises the following steps: 1,8-dihydroxynaphthalene, sodium periodate and a solvent are mixed to perform a polymerization reaction to obtain the poly-1,8-dihydroxynaphthalene.

4. Use according to claim 1, characterized in that, The mass ratio of the 1,8-dihydroxynaphthalene to the sodium periodate is 100-250:

100.

5. Use according to claim 4, characterized in that, The solvent comprises acetonitrile and deionized water; the volume ratio of the acetonitrile to the deionized water is 0:50-1:

1. The concentration of the 1,8-dihydroxynaphthalene in the obtained mixture is 3-5 g / L.

6. Use according to claim 1, characterized in that, The polymerization reaction is performed at a temperature of 20-35 ℃ for 15-30 h under stirring.

7. The use according to claim 1, characterized in that, After the polymerization reaction, the obtained reaction system is further subjected to centrifugal separation, cleaning and drying.

8. The use according to claim 1, characterized in that, The process of the use comprises: a solution containing aniline and the poly-1,8-dihydroxynaphthalene are mixed to perform degradation.

9. Use according to claim 8, characterized in that, The mass ratio of the aniline in the solution containing aniline to the poly-1,8-dihydroxynaphthalene is 15-25:

1.

10. Use according to claim 8, characterized in that, The degradation is performed at a temperature of 20-35 ℃ for 1-5 h.

Citation Information

Patent Citations

  • Use of poly 1,8-naphthalene diamine as mercury ionic adsorption agent

    CN1803276A

  • Method for the oxidation of organic compounds

    US20120187051A1