CN116786161A - Dual-functional photocatalytic preparation method of perylene bisimide/zinc indium sulfide composite material - Google Patents
Dual-functional photocatalytic preparation method of perylene bisimide/zinc indium sulfide composite material Download PDFInfo
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- 230000001699 photocatalysis Effects 0.000 title claims abstract description 22
- 239000002131 composite material Substances 0.000 title claims abstract description 19
- 125000002080 perylenyl group Chemical group C1(=CC=C2C=CC=C3C4=CC=CC5=CC=CC(C1=C23)=C45)* 0.000 title claims abstract description 14
- CSHWQDPOILHKBI-UHFFFAOYSA-N peryrene Natural products C1=CC(C2=CC=CC=3C2=C2C=CC=3)=C3C2=CC=CC3=C1 CSHWQDPOILHKBI-UHFFFAOYSA-N 0.000 title claims abstract description 14
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 title claims abstract description 13
- GKCNVZWZCYIBPR-UHFFFAOYSA-N sulfanylideneindium Chemical compound [In]=S GKCNVZWZCYIBPR-UHFFFAOYSA-N 0.000 title claims abstract description 13
- 229910052725 zinc Inorganic materials 0.000 title claims abstract description 13
- 239000011701 zinc Substances 0.000 title claims abstract description 13
- 238000002360 preparation method Methods 0.000 title claims abstract description 10
- WVDDGKGOMKODPV-UHFFFAOYSA-N Benzyl alcohol Chemical compound OCC1=CC=CC=C1 WVDDGKGOMKODPV-UHFFFAOYSA-N 0.000 claims abstract description 36
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims abstract description 34
- 238000006243 chemical reaction Methods 0.000 claims abstract description 33
- LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 claims abstract description 28
- HUMNYLRZRPPJDN-UHFFFAOYSA-N benzaldehyde Chemical compound O=CC1=CC=CC=C1 HUMNYLRZRPPJDN-UHFFFAOYSA-N 0.000 claims abstract description 26
- 238000000034 method Methods 0.000 claims abstract description 24
- 239000011941 photocatalyst Substances 0.000 claims abstract description 23
- QNGNSVIICDLXHT-UHFFFAOYSA-N para-ethylbenzaldehyde Natural products CCC1=CC=C(C=O)C=C1 QNGNSVIICDLXHT-UHFFFAOYSA-N 0.000 claims abstract description 13
- 238000007146 photocatalysis Methods 0.000 claims abstract description 13
- 235000019445 benzyl alcohol Nutrition 0.000 claims abstract description 12
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims description 30
- 238000004128 high performance liquid chromatography Methods 0.000 claims description 8
- XKRFYHLGVUSROY-UHFFFAOYSA-N Argon Chemical compound [Ar] XKRFYHLGVUSROY-UHFFFAOYSA-N 0.000 claims description 6
- PBCJIPOGFJYBJE-UHFFFAOYSA-N acetonitrile;hydrate Chemical compound O.CC#N PBCJIPOGFJYBJE-UHFFFAOYSA-N 0.000 claims description 6
- 230000035484 reaction time Effects 0.000 claims description 6
- 238000001514 detection method Methods 0.000 claims description 5
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 claims description 5
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 5
- 239000007789 gas Substances 0.000 claims description 4
- 230000001590 oxidative effect Effects 0.000 claims description 4
- 229910052786 argon Inorganic materials 0.000 claims description 3
- 239000000376 reactant Substances 0.000 claims description 3
- 238000003756 stirring Methods 0.000 claims description 3
- 239000000758 substrate Substances 0.000 claims description 3
- 229910052724 xenon Inorganic materials 0.000 claims description 3
- FHNFHKCVQCLJFQ-UHFFFAOYSA-N xenon atom Chemical compound [Xe] FHNFHKCVQCLJFQ-UHFFFAOYSA-N 0.000 claims description 3
- 239000012456 homogeneous solution Substances 0.000 claims description 2
- 230000001681 protective effect Effects 0.000 claims description 2
- 239000002904 solvent Substances 0.000 claims description 2
- 239000003054 catalyst Substances 0.000 abstract description 12
- 230000003197 catalytic effect Effects 0.000 abstract description 3
- 239000000463 material Substances 0.000 abstract description 3
- 230000000694 effects Effects 0.000 abstract description 2
- 239000007800 oxidant agent Substances 0.000 abstract description 2
- 238000011160 research Methods 0.000 abstract description 2
- 238000000926 separation method Methods 0.000 abstract description 2
- 150000001875 compounds Chemical class 0.000 abstract 1
- 239000003504 photosensitizing agent Substances 0.000 abstract 1
- 238000000844 transformation Methods 0.000 abstract 1
- 230000009466 transformation Effects 0.000 abstract 1
- KJOLVZJFMDVPGB-UHFFFAOYSA-N perylenediimide Chemical compound C=12C3=CC=C(C(NC4=O)=O)C2=C4C=CC=1C1=CC=C2C(=O)NC(=O)C4=CC=C3C1=C42 KJOLVZJFMDVPGB-UHFFFAOYSA-N 0.000 description 22
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- 238000013032 photocatalytic reaction Methods 0.000 description 3
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- 230000007613 environmental effect Effects 0.000 description 2
- CLYVDMAATCIVBF-UHFFFAOYSA-N pigment red 224 Chemical class C=12C3=CC=C(C(OC4=O)=O)C2=C4C=CC=1C1=CC=C2C(=O)OC(=O)C4=CC=C3C1=C42 CLYVDMAATCIVBF-UHFFFAOYSA-N 0.000 description 2
- 238000011002 quantification Methods 0.000 description 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
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- 239000003905 agrochemical Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
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- 238000006555 catalytic reaction Methods 0.000 description 1
- -1 chalcogenide compound Chemical class 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
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- 125000004122 cyclic group Chemical group 0.000 description 1
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Classifications
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- B01J31/0234—Nitrogen-, phosphorus-, arsenic- or antimony-containing compounds
- B01J31/0235—Nitrogen containing compounds
- B01J31/0245—Nitrogen containing compounds being derivatives of carboxylic or carbonic acids
- B01J31/0247—Imides, amides or imidates (R-C=NR(OR))
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
- B01J27/02—Sulfur, selenium or tellurium; Compounds thereof
- B01J27/04—Sulfides
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
- B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- B01J31/26—Catalysts comprising hydrides, coordination complexes or organic compounds containing in addition, inorganic metal compounds not provided for in groups B01J31/02 - B01J31/24
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
- C07C209/30—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of nitrogen-to-oxygen or nitrogen-to-nitrogen bonds
- C07C209/32—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of nitrogen-to-oxygen or nitrogen-to-nitrogen bonds by reduction of nitro groups
- C07C209/325—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of nitrogen-to-oxygen or nitrogen-to-nitrogen bonds by reduction of nitro groups reduction by other means than indicated in C07C209/34 or C07C209/36
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/27—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation
- C07C45/29—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by oxidation of hydroxy groups
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- Engineering & Computer Science (AREA)
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- Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention discloses a dual-functional photocatalysis preparation method of a perylene bisimide/zinc indium sulfide composite material. How to effectively modify the photocatalyst so as to improve the photocatalytic efficiency is still a research hot spot at present. And two semiconductorsThe bulk composite structure may enhance the performance of the catalyst by forming heterogeneous structures to effect efficient separation and transfer of electron-hole pairs. Perylene bisimide (PDI) materials are used as photosensitizing agents in photocatalytic and solar cell devices. Due to the high valence band potential, the photoexcited holes of PDI are strong oxidants for organic transformations. The method synthesizes PDI/ZnIn 2 S 4 Heterostructures and selectively convert organics efficiently to high value-added compounds. The catalyst oxidizes benzyl alcohol to benzaldehyde through photo-generated holes, and photo-generated electrons reduce nitrobenzene to aniline, so that both photo-generated electrons and holes can be effectively utilized. The result shows that the composite mass ratio of PDI/ZnIn is 5% 2 S 4 The conversion rate of organic matters is 40-50% and the selectivity is 99% in four hours. Relative to pure ZnIn 2 S 4 The catalytic activity of the catalyst is obviously improved, and the catalyst keeps good stability.
Description
Technical Field
The invention belongs to the field of energy materials, and particularly relates to a dual-functional photocatalysis preparation method of a perylene bisimide/zinc indium sulfide composite material.
Background
In order to cope with the environmental protection and sustainable energy supply problems that are increasingly focused on, the conversion of high value-added products using Semiconductors (SC) as photocatalysts is a clean, renewable and inexpensive efficient way of solar energy conversion, which has attracted a great deal of attention. ZnIn 2 S 4 Is a typical II-III2-VI4 three-phase chalcogenide compound, has a relatively narrow band gap, negative conductive band potential and good light capturing capability and a proper energy band energy structure. ZnIn 2 S 4 Has attracted extensive attention and application in the field of photocatalysis, such as photodegradation of pollutant, hydrogen evolution by water splitting, CO 2 And (5) light reduction. However, due to its rapid photo-induced charge recombination and lower quantum yield, the original ZnIn 2 S 4 The photoreactivity of (c) is not sufficient for applications. It is therefore necessary to find a suitable method for modifying it. Modification of cocatalysts is an effective method for improving catalytic activity, and besides inorganic cocatalysts, organic cocatalysts are also widely paid attention to because of their low cost, environmental friendliness and rich earth reserves. Perylene Diimide (PDI) molecules as derivatives of 3,4,9, 10-perylene tetracarboxylic dianhydride (PTCDA) are a unique class of n-type organic semiconductors with broad visible light absorption and photochemical stability. PDI materials have been used in the past as light trapping sensitizers in photocatalytic and solar cell devices. Due to the high positive potential of its valence band, the photo-generated holes of PDI can act as a strong oxidant in the organic conversion reaction. Thus the PDI molecule is combined with ZnIn 2 S 4 The composition is a photocatalyst modification method with great potential.
Currently, in most photocatalytic reaction processes, it is necessary to provide an electron (hole) sacrificial agent for the semiconductor to effect the oxidation (reduction) reaction at the other end. This not only increases the economic burden but also brings additional impurities to the whole reaction system. So in order to make the catalytic reaction more green and sustainable, a bifunctional type photocatalytic reaction that consumes both electrons and holes and generates high value-added products has been increasingly developed. The benzaldehyde prepared by oxidizing aniline and benzyl alcohol obtained by hydrogenating nitrobenzene is a key intermediate widely applied to synthetic dyes, polymers, antioxidants, medicines and agricultural chemicals, and has great industrial value.
Disclosure of Invention
Aiming at the defects of the prior art and the needs of research and application in the field, the project aims to provide a safe, environment-friendly, stable, efficient, green and economical dual-functional photocatalytic preparation method of perylene bisimide/zinc indium sulfide composite material.
The technical scheme for realizing the aim of the invention is as follows: acetonitrile is used as a solvent, benzyl alcohol and aniline are used as substrates, and a composite photocatalyst PDI/ZnIn is utilized 2 S 4 Aniline is prepared by simultaneously hydrogenating nitrobenzene through photocatalysis, and benzaldehyde is prepared by oxidizing benzyl alcohol.
The method comprises the following specific steps: (1) adding PDI/ZnIn with different proportions into acetonitrile 2 S 4 Photocatalyst, 2.1mg nitrobenzene and 5.5mg benzyl alcohol, and stirring by ultrasonic for 30min to form a homogeneous solution; (2) introducing protective gas for 30min under the dark condition, and removing air in the reaction system; (3) the 300W xenon lamp emits visible light into a reactor through top irradiation, the temperature of the reactor is controlled to be 25 ℃ through water circulation condensation, and aniline and benzaldehyde are prepared after a certain reaction time. (4) Solutions of different reaction time periods were taken, filtered with a filter head, and high performance liquid chromatography was used to detect reactant conversion and product yield.
Preferably, in step (1), the total volume of the reaction solution is 20mL.
Preferably, in step (1), the PDI/ZnIn 2 S 4 The ratio of the composite ratio of the PDI of the photocatalyst is 4%,5% and 6%, respectively, and the ratio is expressed as 4% PDI/ZnIn 2 S 4 、5％PDI/ZnIn 2 S 4 、6％PDI/ZnIn 2 S 4 。
Preferably, in step (1), the PDI/ZnIn is added 2 S 4 The catalyst mass was 20mg.
Preferably, in the step (2), the gas is high-purity argon.
Preferably, in the step (3), the visible light refers to light with a wavelength of more than or equal to 420 nm.
Preferably, in the step (4), the reaction time is 0h,1h,2h,3h,4h.
Preferably, in step (4), the filter head is 0.22um.
Preferably, in the step (4), the mobile phase of the liquid chromatography is acetonitrile-water 6:4, and the flow rate is 1mL/min; acetonitrile-water 3:7, flow rate 0.8mL/min. The temperature of the column temperature box is 35 ℃, and the detection wavelength is 243nm.
The invention has the beneficial effects that: (1) Successfully preparing PDI// ZnIn with excellent performance by using a simple and effective hydrothermal method 2 S 4 A composite catalyst. (2) The novel catalyst PDI/ZnIn used in the invention 2 S 4 Shows good photocatalytic oxidation-reduction performance under mild conditions, the photo-generated electrons reduce nitrobenzene, the photo-generated holes oxidize benzyl alcohol, and the overall product yield is relative to that of pure ZnIn 2 S 4 Improves the stability by 3-5 times and shows good stability in cyclic test. The application of the method not only reduces the cost of the catalyst and saves resources, but also avoids harsh synthesis conditions, and has great significance for popularization and use of the catalyst.
Drawings
The invention will be further described with reference to the drawings and examples.
FIG. 1 is a bar graph of the conversion of aniline and benzyl alcohol by the photocatalytic reaction performed in example 1;
FIG. 2 is a photocatalytic 4-cycle stability test performed in example 1;
FIG. 3 shows a photocatalyst P used in example 1DI/ZnIn 2 S 4 Is characterized by the structure of (a);
FIG. 4 is a plot of nitrobenzene conversion as a function of time for the photocatalytic reactants performed in examples 2, 5, and 6.
Detailed Description
Example 1:
(1) preparation of 1 g/L4% PDI/ZnIn 2 S 4 The reaction solution: 20mg of 4% PDI/ZnIn was added to 20mL of acetonitrile solution 2 S 4 Adding 2.1mg of nitrobenzene and 5.5mg of benzyl alcohol into the photocatalyst, and stirring for 30min by ultrasonic to uniformly disperse the photocatalyst in the solution; (2) argon is introduced for 30min under the dark condition so as to remove air in the system; (3) the 300W xenon lamp emits visible light into the reactor through top irradiation, the temperature of the reactor is controlled to be 25 ℃ through water circulation condensation, and a certain reaction time is passed, so that the product is prepared. (4) 1mL of the reaction solution was filtered through a 0.22um filter head, and the substrate conversion and the product yield were measured by high performance liquid chromatography. When the reduction product is detected, the mobile phase of the liquid chromatography is acetonitrile-water 6:4, the flow rate is 1mL/min, the temperature of a column temperature box is 35 ℃, and the detection wavelength is 243nm. When detecting the oxidation product, the mobile phase of the liquid chromatography is acetonitrile-water 3:7, the flow rate is 0.8mL/min, the temperature of a column temperature box is 35 ℃, and the detection wavelength is 254nm. Good stability and product yield are maintained after 4 times of reaction circulation.
Example 2:
steps (2), (3) and (4) of this example are the same as example 1, except for step (1): preparation of 1 g/L5% PDI/ZnIn 2 S 4 The reaction solution: to 20mL of acetonitrile solution was added 20mg of 5% PDI/ZnIn 2 S 4 2.1mg of nitrobenzene and 5.5mg of benzyl alcohol are added into the photocatalyst, and the mixture is stirred for 30min by ultrasonic to ensure that the photocatalyst is uniformly dispersed in the solution, sampling is carried out after 4 hours of reaction, the quantitative analysis is carried out by high performance liquid chromatography, the yields of aniline and benzaldehyde after 4 hours are respectively 41.4% and 37.78%, and good stability and conversion rate are maintained after 4 times of reaction circulation.
Example 3:
steps (2), (3) and (4) of this example are the same as example 1, except for step (1): preparation of 1 g/L6% PDI/ZnIn 2 S 4 The reaction solution: to 20mL of acetonitrile solution was added 20mg of 6% PDI/ZnIn 2 S 4 2.1mg of nitrobenzene and 5.5mg of benzyl alcohol are added into the photocatalyst, and the mixture is stirred for 30min by ultrasonic to uniformly disperse the photocatalyst in the solution, sampling is carried out after 4 hours of reaction, the quantitative analysis is carried out by high performance liquid chromatography, the yields of aniline and benzaldehyde after 4 hours are 40% and 36.5%, and good stability and conversion rate are maintained after 4 times of reaction circulation.
Example 4:
steps (2), (3) and (4) of this example are the same as example 1, except for step (1): preparation of 1g/L ZnIn 2 S 4 The reaction solution: to 20mL of acetonitrile solution was added 20mg of 5% PDI/ZnIn 2 S 4 2.1mg of nitrobenzene and 5.5mg of benzyl alcohol are added into the photocatalyst, and the mixture is stirred for 30min by ultrasonic to ensure that the photocatalyst is uniformly dispersed in the solution, sampling is carried out after 4 hours of reaction, the quantitative analysis is carried out by high performance liquid chromatography, the yields of aniline and benzaldehyde after 4 hours are respectively 13.4% and 8.82%, and good stability and conversion rate are maintained after 4 times of reaction circulation.
Example 5:
steps (2), (3) and (4) of this example are the same as example 1, except for step (1): 2.1mg of nitrobenzene and 5.5mg of benzyl alcohol are added into 20mL of acetonitrile solution, no photocatalyst is added, the mixture is stirred for 30min by ultrasonic to ensure that the mixture is uniformly dispersed in the solution, sampling is carried out after 4 hours of reaction, the quantification is carried out by high performance liquid chromatography, and the yields of aniline and benzaldehyde after 4 hours are 0, thus indicating the importance of the photocatalyst in the double-function reaction process.
Example 6:
steps (1), (2) and (4) of this example are the same as example 1, except step (3): the temperature of the reactor is controlled to 25 ℃ through water circulation condensation under the dark condition, sampling is carried out for quantification through high performance liquid chromatography after 4 hours of reaction, and the yield of aniline and benzaldehyde is 0% after 4 hours, which indicates the importance of illumination in the double-function reaction process.
Example 7:
the above examples demonstrate that: the method provided by the invention can realize the synergistic conversion of nitrobenzene to aniline and benzyl alcohol to benzaldehyde through the photocatalyst at room temperature, the process requires conditions of normal temperature and normal pressure, the catalyst is nontoxic, has a large amount of easy acquisition, low price and higher structural stability, can be used as a substitute of a noble metal catalyst, and the construction of an organic/inorganic heterojunction is a catalyst modification strategy with great potential, greatly promotes charge separation and electron transfer, finally improves the catalytic activity of the photocatalyst, obviously improves the yield of reduction product aniline and oxidation product benzyl alcohol, and meets the requirements of green chemistry.
The above-described embodiments 1-7 are merely representative examples of the present invention, and are not intended to limit the present invention in any way, so that those skilled in the art can smoothly practice the present invention as described in the specification, drawings and the above. However, those skilled in the art should not depart from the scope of the invention, and make various changes, modifications and adaptations of the invention using the teachings disclosed in the foregoing embodiments; meanwhile, any equivalent changes, modifications and evolution made by the implementation technique according to the present invention to the above embodiment 1 are all within the scope of the present invention.
Claims (8)
1. A dual-functional photocatalysis preparation method of perylene bisimide/zinc indium sulfide composite material is characterized in that: acetonitrile is used as a solvent, benzyl alcohol and aniline are used as substrates, and a composite photocatalyst PDI/ZnIn is utilized 2 S 4 The method comprises the steps of preparing aniline by simultaneously hydrogenating nitrobenzene through photocatalysis and preparing benzaldehyde by oxidizing benzyl alcohol, and comprises the following steps:
(1) adding PDI/ZnIn with different proportions into acetonitrile solution 2 S 4 Photocatalyst, 2.1mg nitrobenzene and 5.5mg benzyl alcohol, and stirring by ultrasonic for 30min to form a homogeneous solution;
(2) introducing protective gas for 30min under the dark condition, and removing air in the reaction system;
(3) the 300W xenon lamp emits visible light into a reactor through top irradiation, the temperature of the reactor is controlled to 25 ℃ through a water circulation condensing device, and the aniline and the benzaldehyde are prepared after a certain reaction time.
(4) Solutions of different reaction time periods were taken, filtered with a filter head, and high performance liquid chromatography was used to detect reactant conversion and product yield.
2. The method for preparing the perylene bisimide/zinc indium sulfide composite material by double-function photocatalysis as defined in claim 1, wherein the method comprises the following steps: the total volume of acetonitrile added as described in step (1) was 20mL.
3. The method for preparing the perylene bisimide/zinc indium sulfide composite material by double-function photocatalysis as defined in claim 1, wherein the method comprises the following steps: the mass ratio of the photocatalyst PDI in the step (1) is 4%,5% and 6%.
4. The method for preparing the perylene bisimide/zinc indium sulfide composite material by double-function photocatalysis as defined in claim 1, wherein the method comprises the following steps: the mass of the photocatalyst in the step (1) was 20mg.
5. The method for preparing the perylene bisimide/zinc indium sulfide composite material by double-function photocatalysis as defined in claim 1, wherein the method comprises the following steps: the shielding gas in the step (2) is high-purity argon.
6. The method for preparing the perylene bisimide/zinc indium sulfide composite material by double-function photocatalysis as defined in claim 1, wherein the method comprises the following steps: the visible light in the step (3) refers to light with the wavelength of more than or equal to 420 nm.
7. The method for preparing the perylene bisimide/zinc indium sulfide composite material by double-function photocatalysis as defined in claim 1, wherein the method comprises the following steps: the filter head in the step (4) is 0.22um.
8. The method for preparing the perylene bisimide/zinc indium sulfide composite material by double-function photocatalysis as defined in claim 1, wherein the method comprises the following steps: the mobile phase of the aniline in the step (4) is acetonitrile-water 6:4, the flow rate is 1mL/min, the temperature of a column temperature box is 35 ℃, and the detection wavelength is 243nm; the mobile phase of benzaldehyde is acetonitrile-water 3:7, the flow rate is 0.8mL/min, the temperature of a column temperature box is 35 ℃, and the detection wavelength is 254nm.
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| CN117463394A (en) * | 2023-12-27 | 2024-01-30 | 内蒙古工业大学 | Preparation method and application of sulfate radical adsorption self-assembled PDI photocatalyst |
| CN117463394B (en) * | 2023-12-27 | 2024-03-12 | 内蒙古工业大学 | Preparation method and application of sulfate radical adsorption self-assembled PDI photocatalyst |
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