A method and application for the degradation of polycyclic aromatic hydrocarbons

Abstract

This invention belongs to the field of organic pollutant treatment technology, and specifically relates to a method and application for the degradation of polycyclic aromatic hydrocarbons (PAHs). The method for the degradation of PAHs of this invention includes the following steps: (1) mixing PAHs and photosensitizers to obtain a mixed solution; (2) reacting the mixed solution obtained in step (1) under light irradiation to complete the degradation of PAHs; the photosensitizers are 2I-BDP, PY-NI, and AN-ACI; the structural formulas of PY-NI and AN-ACI are as follows: This invention selects specific types of 2I-BDP, PY-NI, and AN-ACI as photosensitizers, which have good visible light absorption capacity and photostability, enabling PAHs to have a good degradation rate of over 90%, and the degradation rate of benzo[a]pyrene can even reach 98.1%, which can effectively reduce its harm to the human body and the environment.

Description

Technical Field

[0001] This invention belongs to the field of organic pollutant treatment technology, and specifically relates to a method and application for the degradation of polycyclic aromatic hydrocarbons. Background Technology

[0002] Polycyclic aromatic hydrocarbons (PAHs) are a class of fused-ring compounds consisting of two or more benzene rings arranged in linear, angular, or clustered patterns. They exhibit carcinogenic, teratogenic, and mutagenic effects on organisms. PAHs are widely distributed in the atmosphere, water bodies, and soil, and can enter the human body through the skin, respiratory tract, and digestive tract, posing a significant threat to human health. The presence of PAHs in the environment constitutes a serious threat to human health and ecological security.

[0003] The natural decay processes by which PAHs are removed from the aquatic environment include physical processes (diffusion, sedimentation, dispersion, volatilization, adsorption), chemical processes (oxidation / reduction), and biological processes (biodegradation, phytoremediation, biostabilization). In physical processes, pollutants are merely transferred and not completely degraded, and may return to the water body; therefore, physical processes cannot fundamentally solve the problem of PAH pollution. Biodegradation is one of the main natural degradation processes of PAHs. Several bacteria have been found to influence the in-situ degradation of PAHs, including mycobacteria, Pseudomonas, and Bacillus. However, under natural conditions, PAHs with higher molecular weights are difficult to biodegrade, and the biodegradation period is long. Chemical degradation removes PAHs through a series of reactions such as oxidation-reduction. This process does not produce secondary pollution and has a short degradation time. However, chemical degradation requires strict experimental conditions, and the catalysts used may cause secondary pollution.

[0004] Therefore, there is an urgent need to provide a method for degrading polycyclic aromatic hydrocarbons (PAHs) so that PAHs have a good degradation rate and can effectively reduce harm to human health and the environment. Summary of the Invention

[0005] The present invention aims to solve one or more technical problems existing in the prior art, and at least provide a beneficial option or create conditions. Specifically, the present invention provides a method for degrading polycyclic aromatic hydrocarbons (PAHs), which enables PAHs to have a good degradation rate and can effectively reduce their harm to human health and the environment.

[0006] The inventive concept of this invention is as follows: Polycyclic aromatic hydrocarbons and photosensitizers are mixed to obtain a mixed solution, and then the mixed solution is reacted under light conditions to complete the degradation of polycyclic aromatic hydrocarbons; the photosensitizers are 2I-BDP, PY-NI and AN-ACI. This invention utilizes specific types of diiodo-fluoroboron dipyrrole (2I-BDP), PY-NI, and AN-ACI as photosensitizers for the degradation of polycyclic aromatic hydrocarbons (PAHs). Diiodo-fluoroboron dipyrrole introduces two iodine atoms into the BDP structure through the heavy atom effect, effectively enhancing intersystem crossing. It exhibits excellent visible light absorption and superior photostability. It can transfer excited-state energy to reactants through multiple pathways, including free radical initiation, redox reactions, and energy transfer. Furthermore, in water treatment, it can transfer energy to ground-state oxygen to generate singlet oxygen, thus degrading PAHs. PY-NI and AN-ACI also possess good singlet oxygen production capabilities. The combined effect of these three agents, along with light treatment, results in a high degradation rate of PAHs, exceeding 90%, and a degradation rate of 98.1% for benzo[a]pyrene, effectively reducing its harm to humans and the environment.

[0007] Therefore, a first aspect of the present invention provides a method for the degradation of polycyclic aromatic hydrocarbons.

[0008] Specifically, the degradation method of the polycyclic aromatic hydrocarbons includes the following steps:

[0009] (1) Mix polycyclic aromatic hydrocarbons and photosensitizers to obtain a mixture;

[0010] (2) The mixture obtained in step (1) reacts under light to complete the degradation of polycyclic aromatic hydrocarbons;

[0011] The photosensitizer is diiodo-fluoroboron dipyrrole, PY-NI, and AN-ACI;

[0012] The structural formulas of PY-NI and AN-ACI are as follows:

[0013]

[0014] Preferably, the polycyclic aromatic hydrocarbon includes at least one of benzo[a]anthracene and benzo[a]pyrene.

[0015] Preferably, in the photosensitizer, the mass concentration ratio of bis(iodide-fluoroboron) dipyrrole, PY-NI, and AN-ACI is 1:(0.8-1.2):(0.8-1.2); more preferably, in the photosensitizer, the mass concentration ratio of bis(iodide-fluoroboron) dipyrrole, PY-NI, and AN-ACI is 1:(0.9-1.1):(0.9-1.1); even more preferably, in the photosensitizer, the mass concentration ratio of bis(iodide-fluoroboron) dipyrrole, PY-NI, and AN-ACI is 1:1:1.

[0016] Preferably, in step (1), the concentration of the polycyclic aromatic hydrocarbon is 0.08-0.12 mg / L; more preferably, in step (1), the concentration of the polycyclic aromatic hydrocarbon is 0.09-0.11 mg / L; even more preferably, in step (1), the concentration of the polycyclic aromatic hydrocarbon is 0.1 mg / L.

[0017] Preferably, in step (1), the concentration of the photosensitizer is 0.1-0.20 mg / L; more preferably, in step (1), the concentration of the photosensitizer is 0.13-0.17 mg / L; even more preferably, in step (1), the concentration of the photosensitizer is 0.15 mg / L.

[0018] Preferably, the polycyclic aromatic hydrocarbon and the photosensitizer should be stored away from light before use; the storage temperature is 0-5℃; more preferably, the storage temperature is 0-4℃.

[0019] Preferably, the mass ratio of the polycyclic aromatic hydrocarbon to the photosensitizer is 1:(1-3); more preferably, the mass ratio of the polycyclic aromatic hydrocarbon to the photosensitizer is 1:(1-2).

[0020] Preferably, step (1) further includes a process of adjusting the pH of the mixture, wherein the pH of the mixture is 2.5-12; more preferably, the pH of the mixture is 3-11; and even more preferably, the pH of the mixture is 7.

[0021] Preferably, in step (2), the light source for the illumination conditions is a white fluorescent lamp.

[0022] Preferably, in step (2), the light intensity of the illumination condition is 5000-50000 Lux; more preferably, 5000-45000 Lux; even more preferably, the light intensity is 8000-35000 Lux; and even more preferably, the light intensity is 20000-30000 Lux.

[0023] Preferably, in step (2), the reaction time is 20-28h; more preferably, in step (2), the reaction time is 22-26h; even more preferably, in step (2), the reaction time is 24h.

[0024] Specifically, the reaction is an oscillation reaction carried out in a light-illuminated shaker; the rotation speed of the oscillation reaction is 140-180 rpm; more preferably, the rotation speed of the oscillation reaction is 150-170 rpm; even more preferably, the rotation speed of the oscillation reaction is 160 rpm.

[0025] Preferably, the temperature of the oscillation reaction is 18-26°C; more preferably, the temperature of the oscillation reaction is 20-24°C.

[0026] A second aspect of the present invention provides an application of the method for degrading polycyclic aromatic hydrocarbons described in the first aspect of the present invention in the field of organic pollutant treatment.

[0027] Compared with the prior art, the beneficial effects of the technical solution provided by the present invention are as follows:

[0028] (1) In this invention, polycyclic aromatic hydrocarbons (PAHs) and photosensitizers are mixed to obtain a mixed solution, which is then reacted under light conditions to complete the degradation of PAHs. The photosensitizers are 2I-BDP, PY-NI, and AN-ACI. This invention uses specific types of 2I-BDP, PY-NI, and AN-ACI as photosensitizers for the degradation of PAHs. The combined effect of the three and the treatment under light conditions results in a good degradation rate of PAHs, which can reach more than 90%, and the degradation rate of benzo[a]pyrene can even reach 98.1%. This can efficiently degrade PAHs and effectively reduce their harm to the human body and the environment.

[0029] (2) Compared with traditional polycyclic aromatic hydrocarbon treatment methods, the present invention uses white fluorescent lamps for photodegradation, which has the advantages of high efficiency, no need for special light sources, simple reaction conditions, and easy and convenient treatment methods. Attached Figure Description

[0030] Figure 1 These are degradation curves of polycyclic aromatic hydrocarbons in Example 1 and Comparative Examples 2-3 of the present invention;

[0031] Figure 2 This is a concentration diagram of polycyclic aromatic hydrocarbons after the reaction in Example 1 and Comparative Example 1 of the present invention;

[0032] Figure 3 These are degradation curves of polycyclic aromatic hydrocarbons in Examples 2 and 3 of the present invention;

[0033] Figure 4 This is a concentration diagram of polycyclic aromatic hydrocarbons after the reaction in Example 1 and Comparative Example 4 of the present invention;

[0034] Figure 5 This is a concentration diagram of polycyclic aromatic hydrocarbons after the reaction in Example 1 and Comparative Example 5 of the present invention. Detailed Implementation

[0035] To enable those skilled in the art to more clearly understand the technical solutions described in this invention, the following embodiments are provided for illustration. It should be noted that the following embodiments do not constitute a limitation on the scope of protection claimed by this invention.

[0036] Unless otherwise specified, the raw materials, reagents or devices used in the following examples are available from conventional commercial sources or can be obtained by existing known methods.

[0037] Example 1

[0038] A method for degrading benzo[a]anthracene and benzo[a]pyrene includes the following steps:

[0039] (1) Preparation of PAHs stock solution and 2I-BDP, PY-NI and AN-ACI photosensitizer stock solutions:

[0040] S1: Weigh an appropriate amount of PAHs solid standards (purity ≥99%, purchased from Wuhan Zhongchang Guoyan Standard Technology Co., Ltd., of which benzo[a]anthracene CAS number 56-55-3 and benzo[a]pyrene CAS number 50-32-8). First, prepare 1000 mg / L pollutant benzo[a]anthracene / benzo[a]pyrene stock solutions with acetone, and store them in brown reagent bottles at 2℃. When needed, prepare working solutions of the pollutants (benzo[a]anthracene / benzo[a]pyrene) of the corresponding concentration.

[0041] S2: Weigh appropriate amounts of 2I-BDP photosensitizer, PY-NI photosensitizer and AN-ACI photosensitizer materials respectively, prepare photosensitizer stock solutions with a concentration of 100mg / L in acetone, and store them in brown reagent bottles at 2℃.

[0042] (2) Add 50 mL of ultrapure water to a 100 mL Erlenmeyer flask, and then dilute the 1000 mg / L benzo[a]anthracene and benzo[a]pyrene mother liquor from step S1 with acetone by 4 times to 250 mg / L. Use a microsyringe to draw 20 μL each of the 250 mg / L benzo[a]anthracene and benzo[a]pyrene solution into an Erlenmeyer flask containing 50 mL of ultrapure water, so that the initial concentrations of the pollutants benzo[a]anthracene and benzo[a]pyrene are both 0.1 mg / L.

[0043] (3) Use a micro-syringe to draw 75 μL of each of the three photosensitizer stock solutions of 100 mg / L obtained in S2 and add them to the conical flask in step (2) so that the concentration of the three photosensitizers in the mixture is 0.15 mg / L. Adjust the pH of the mixture to 7 using dilute hydrochloric acid and sodium hydroxide solution.

[0044] (4) After step (3) is completed, the conical flask is sealed with tin foil and placed in a light-illuminated shaker for oscillation reaction. The oscillation speed is 160 rpm, the temperature is 20℃, the light source is a white fluorescent lamp, and the light intensity is set to 30000 Lux. Samples are taken at 0h, 1h, 4h, 8h, 12h and 24h after the reaction to analyze the residual concentrations of benzo[a]anthracene and benzo[a]pyrene. Three parallel groups are set up for each group to observe and analyze the degradation of benzo[a]anthracene / benzo[a]pyrene.

[0045] Example 2

[0046] A method for degrading benzo[a]anthracene and benzo[a]pyrene includes the following steps:

[0047] (1) Preparation of PAHs stock solution and 2I-BDP, PY-NI and AN-ACI photosensitizer stock solutions:

[0048] S1: Weigh an appropriate amount of PAHs solid standard (purity ≥99%, purchased from Wuhan Zhongchang Guoyan Standard Technology Co., Ltd., CAS number same as Example 1), first prepare a pollutant stock solution with a concentration of 1000 mg / L using acetone, place it in a brown reagent bottle and store it at 2℃, and then prepare a pollutant working solution (benzo[a]anthracene / benzo[a]pyrene) of the corresponding concentration when needed;

[0049] S2: Weigh appropriate amounts of 2I-BDP, PY-NI and AN-ACI photosensitizer materials, prepare a photosensitizer stock solution with a concentration of 100 mg / L using acetone, and store it in a brown reagent bottle at 2°C.

[0050] (2) Add 50 mL of ultrapure water to a 100 mL Erlenmeyer flask, and then dilute the 1000 mg / L benzo[a]anthracene and benzo[a]pyrene mother liquor from step S1 with acetone by 4 times to 250 mg / L. Use a microsyringe to draw 20 μL each of the 250 mg / L benzo[a]anthracene and benzo[a]pyrene solution into an Erlenmeyer flask containing 50 mL of ultrapure water, so that the initial concentrations of the pollutants benzo[a]anthracene and benzo[a]pyrene are both 0.1 mg / L.

[0051] (3) Use a micro-syringe to draw 75 μL of each of the three photosensitizer stock solutions of 100 mg / L obtained in S2 and add them to the conical flask in step (2) so that the concentration of the three photosensitizers in the mixture is 0.15 mg / L. Adjust the pH of the mixture to 7 using dilute hydrochloric acid and sodium hydroxide solution.

[0052] (4) After step (3) is completed, the conical flask is sealed with tin foil and placed in a light-illuminated shaker for oscillation reaction. The oscillation speed is 150 rpm, the temperature is 24℃, the light source is a white fluorescent lamp, and the light intensity is set to 35000 Lux. Samples are taken at 0h, 1h, 4h, 8h, 12h and 24h after the reaction to analyze the residual concentrations of benzo[a]anthracene and benzo[a]pyrene. Three parallel groups are set up for each group to observe and analyze the degradation of benzo[a]anthracene / benzo[a]pyrene.

[0053] Example 3

[0054] The difference between Example 3 and Example 2 is that the light intensity in Example 3 is 8900 Lux, while the rest is the same as in Example 2.

[0055] Comparative Example 1

[0056] The only difference between Comparative Example 1 and Example 1 is that Comparative Example 1 uses the same concentration of boron dipyrrole (BDP) photosensitizer instead of 2I-BDP photosensitizer; otherwise, it is the same as Example 1.

[0057] Comparative Example 2

[0058] The only difference between Comparative Example 2 and Example 1 is that Comparative Example 2 was conducted under dark conditions, while Comparative Example 2 was not conducted under light conditions. Otherwise, it is the same as Example 1 and is referred to as the dark control.

[0059] Comparative Example 3

[0060] The only difference between Comparative Example 3 and Example 1 is that Comparative Example 3 does not contain 2I-BDP, PY-NI and AN-ACI photosensitizers, while the rest is the same as Example 1, and is referred to as the light control.

[0061] Comparative Example 4

[0062] The only difference between Comparative Example 4 and Example 1 is that Comparative Example 4 uses the same concentration of AN-NI photosensitizer instead of AN-ACI photosensitizer; otherwise, it is the same as Example 1. The structural formula of AN-NI is as follows:

[0063]

[0064] Comparative Example 5

[0065] The only difference between Comparative Example 5 and Example 1 is that Comparative Example 5 uses the same concentration of SBDP-CH3 photosensitizer instead of PY-NI photosensitizer; otherwise, it is the same as Example 1. The structural formula of SBDP-CH3 is as follows:

[0066]

[0067] Performance testing

[0068] The concentrations of benzo[a]anthracene and benzo[a]pyrene were measured at 0h, 1h, 4h, 8h, 12h, and 24h after the shaking reaction in Examples 1-3 and Comparative Examples 1-5, respectively, to obtain degradation curves. The specific test methods are as follows:

[0069] (1) The solutions of Examples 1-3 and Comparative Examples 1-5 after shaking reaction at 0h, 1h, 4h, 8h, 12h and 24h were added to the separatory funnel, and a small amount of NaCl was added to reduce emulsification. At the same time, 10μL of benzo[a]pyrene-d12 (100mg / L) and 10μL of deuterated pyrene (100mg / L) were added as recovery indicators. After extraction twice with 25mL of ethyl acetate, the two extracts were combined, and an appropriate amount of anhydrous sodium sulfate was added to remove water. Then, the solution was evaporated to dryness in a vacuum concentrator at 40℃. The solution was then diluted to 1.0mL with ethyl acetate, filtered through a 0.22μm organic filter membrane and transferred to a 1.5mL brown GC sample bottle. The solution was then stored in a refrigerator at 4℃ for analysis.

[0070] (2) The residual PAH concentration in the liquid in the brown GC sample vial was quantitatively analyzed using an Agilent Technologies 8890 gas chromatograph (GC) coupled with an HP 5977C mass spectrometer detector (MSD). The temperature program was as follows: initial temperature 80℃, temperature increased to 150℃ at a rate of 50℃ / min, then increased to 280℃ at a rate of 6℃ / min, and then increased to 330℃ at a rate of 5℃ / min, and held for 5 min until all sample impurities were eluted. The carrier gas was helium, with a constant flow rate of 1.0 mL / min, an injection volume of 1 μL, and a splitless injection mode. The temperatures of the injection port and detector were 280℃ and 300℃, respectively. The concentrations of benzo[a]anthracene and benzo[a]pyrene after 0 h, 1 h, 4 h, 8 h, 12 h, and 24 h of reaction in Examples 1-3 and Comparative Examples 1-5 were obtained.

[0071] The degradation curves of polycyclic aromatic hydrocarbons after 0h, 1h, 4h, 8h, 12h, and 24h in Examples 1 and 2-3 are shown below. Figure 1 As shown, Figure 1 (a) is a degradation curve of benzo[a]anthracene. Figure 1 (b) is a degradation curve of benzo[a]pyrene, in which, Figure 1 In (a), dark control, light control, and photodegradation represent the degradation of benzo[a]anthracene in Comparative Example 2, Comparative Example 3, and Example 1, respectively. Figure 1 In (b), dark control, light control, and photodegradation represent the degradation of benzo[a]pyrene in Comparative Example 2, Comparative Example 3, and Example 1, respectively. Figure 1 (a) Figure 1(b) In the vertical axis, C represents the residual concentration of polycyclic aromatic hydrocarbons (PAHs) after a certain reaction time, C0 represents the initial concentration of PAHs, and C / C0 represents the residual amount of PAHs compared to the initial concentration, which is used to characterize the degradation rate.

[0072] Depend on Figure 1 As can be seen, with the extension of reaction time, the degradation rate of Example 1 is significantly greater than that of Comparative Examples 2 and 3. Example 1 of this invention uses a combination of light irradiation and the addition of a photosensitizer to achieve good degradation rates for benzo[a]anthracene and benzo[a]pyrene, with a degradation rate of 92% for benzo[a]anthracene and 92.3% for benzo[a]pyrene. Comparative Example 2 only adds a photosensitizer without applying light, resulting in a degradation rate of 11.7% for benzo[a]anthracene and 17.3% for benzo[a]pyrene. Comparative Example 3 only uses light conditions without adding a photosensitizer, resulting in a degradation rate of 39.2% for benzo[a]anthracene and 62.9% for benzo[a]pyrene.

[0073] The concentrations of polycyclic aromatic hydrocarbons (PAHs) in Example 1 and Comparative Example 1 after 1 h, 4 h, 8 h, 12 h, and 24 h of reaction are as follows: Figure 2 As shown, Figure 2 (a) is a bar chart showing the concentration of benzo[a]anthracene. Figure 2 (b) is a bar chart of the concentration of benzo[a]pyrene. 2I-BDP represents the concentration of polycyclic aromatic hydrocarbons after the reaction in Example 1, and BDP represents the concentration of polycyclic aromatic hydrocarbons after the reaction in Comparative Example 1.

[0074] The concentrations of polycyclic aromatic hydrocarbons (PAHs) in Examples 1 and 4, and Comparative Example 4, after 1 h, 4 h, 8 h, 12 h, and 24 h of reaction are as follows: Figure 4 As shown, Figure 4 (a) is a bar chart showing the concentration of benzo[a]anthracene. Figure 4 (b) is a bar chart of the concentration of benzo[a]pyrene; AN-ACI represents the concentration of polycyclic aromatic hydrocarbons after the reaction in Example 1, and AN-NI represents the concentration of polycyclic aromatic hydrocarbons after the reaction in Comparative Example 4.

[0075] The concentrations of polycyclic aromatic hydrocarbons (PAHs) in Example 1 and Comparative Example 5 after 1 h, 4 h, 8 h, 12 h, and 24 h of reaction are as follows: Figure 5 As shown, Figure 5 (a) is a bar chart showing the concentration of benzo[a]anthracene. Figure 5 (b) is a bar chart of the concentration of benzo[a]pyrene; PY-NI represents the concentration of polycyclic aromatic hydrocarbons after the reaction in Example 1, and SBDP-CH3 represents the concentration of polycyclic aromatic hydrocarbons after the reaction in Comparative Example 5.

[0076] Depend on Figure 2 , Figure 4 , Figure 5It can be seen that after 1 h, 4 h, 8 h, 12 h, and 24 h of reaction, the concentrations of benzo[a]anthracene and benzo[a]pyrene in Example 1 were all lower than those in Comparative Examples 1, 4, and 5. After 24 h of reaction, the degradation rate of benzo[a]anthracene in Example 1 reached 92%, and the degradation rate of benzo[a]pyrene reached 92.3%. In Comparative Example 1, the degradation rate of benzo[a]anthracene was 74.5%, and the degradation rate of benzo[a]pyrene was 80.8%. In Comparative Example 4, the degradation rate of benzo[a]anthracene was 73%. The degradation rate of benzo[a]pyrene was 81.7%, while that of benzo[a]anthracene was 78.04% and that of benzo[a]pyrene was 83.7% in Comparative Example 5. This indicates that the degradation rate of PAHs by the photosensitizers 2I-BDP, PY-NI, and AN-ACI in Example 1 of this invention is significantly higher than that in Comparative Examples 1, 4, and 5. The combination of specific types of photosensitizers in this invention has excellent singlet oxygen production capabilities and can better degrade PAHs.

[0077] The degradation curves of polycyclic aromatic hydrocarbons after 1 h, 4 h, 8 h, 12 h, and 24 h of reaction in Examples 2 and 3 are shown below. Figure 3 As shown, Figure 3 (a) is a graph showing the degradation rate of benzo[a]anthracene. Figure 3 (b) is a graph showing the degradation rate of benzo[a]pyrene. Figure 3 In (a) and (b), C represents the residual concentration of polycyclic aromatic hydrocarbons (PAHs) after a certain reaction time, C0 represents the initial concentration of PAHs, and C / C0 represents the residual amount of PAHs compared to the initial concentration, which is used to characterize the degradation rate.

[0078] Depend on Figure 3 It can be seen that, with the extension of reaction time, the degradation rate at a light intensity of 35000 Lux is significantly greater than that at a light intensity of 8900 Lux in Example 3. In Example 2, the degradation rate of benzo[a]anthracene can reach 94.6%, and the degradation rate of benzo[a]pyrene can reach 98.1%. In Example 3, the degradation rate of benzo[a]anthracene is 41.7%, and the degradation rate of benzo[a]pyrene is 51.5%. When the degradation is carried out under a specific light intensity, the degradation rate of benzo[a]anthracene and benzo[a]pyrene in Example 2 of the present invention is significantly better than that in Example 3.

[0079] In summary, this invention uses specific types of 2I-BDP, PY-NI, and AN-ACI as photosensitizers for the degradation of polycyclic aromatic hydrocarbons (PAHs). Combined with specific light conditions, PAHs exhibit excellent degradation rates, exceeding 90%, with benzo[a]pyrene reaching a degradation rate of up to 98.1%. This effectively reduces their harm to humans and the environment.

[0080] The above embodiments are only used to illustrate the technical solutions of the present invention and are not intended to limit the scope of protection of the present invention. Although the present invention has been described in detail with reference to preferred embodiments, those skilled in the art should understand that modifications or equivalent substitutions can be made to the technical solutions of the present invention without departing from the essence and scope of the technical solutions of the present invention.

Claims

1. A method for degrading polycyclic aromatic hydrocarbons, characterized in that, Includes the following steps: (1) Mix polycyclic aromatic hydrocarbons and photosensitizers to obtain a mixed solution; (2) The mixture obtained in step (1) reacts under light to complete the degradation of polycyclic aromatic hydrocarbons; The photosensitizer is diiodo-fluoroboron dipyrrole, PY-NI, and AN-ACI; The structural formulas of PY-NI and AN-ACI are as follows: 、 ； In the photosensitizer, the mass concentration ratio of diiodo-fluoroboron dipyrrole, PY-NI and AN-ACI is 1:(0.8-1.2):(0.8-1.2).

2. The degradation method according to claim 1, characterized in that, The polycyclic aromatic hydrocarbons include at least one of benzo[a]anthracene and benzo[a]pyrene.

3. The degradation method according to claim 1, characterized in that, In step (1), the concentration of the polycyclic aromatic hydrocarbon is 0.08-0.12 mg / L.

4. The degradation method according to claim 1, characterized in that, In step (1), the concentration of the photosensitizer is 0.1-0.20 mg / L.

5. The degradation method according to claim 1, characterized in that, In step (1), the mass ratio of the polycyclic aromatic hydrocarbon to the photosensitizer is 1:(1-3).

6. The degradation method according to any one of claims 1-5, characterized in that, Step (1) also includes a process of adjusting the pH of the mixture; the pH of the mixture is 2.5-12.

7. The degradation method according to claim 1, characterized in that, In step (2), the light intensity of the illumination conditions is 5000-50000 Lux.

8. The degradation method according to claim 1, characterized in that, In step (2), the reaction time is 20-28 hours.

9. The application of the degradation method according to any one of claims 1-8 in the field of organic pollutant treatment.

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