A process for the preparation of a diphenyl sulfone derivative

Abstract

The application discloses a preparation method of a diphenyl sulfone derivative. The method uses aryl primary alcohol or aryl secondary alcohol and photosensitive sulfide as raw materials, uses acetonitrile aqueous solution as a solvent, and reacts under the action of ammonia gas and an oxygen-containing atmosphere under light at 0-80 DEG C for 0.5-24 h to prepare the diphenyl sulfone derivative in one step. The yield of the diphenyl sulfone derivative is greater than 80%. The preparation system of the diphenyl sulfone derivative has the advantages of wide raw material sources, simple operation, high reaction activity, safety and environmental protection, simple post-treatment and great industrial application value.

Description

Technical Field

[0001] This invention relates to the field of preparation technology of diphenyl sulfone derivatives, specifically to a method for preparing diphenyl sulfone derivatives by oxidative bond breaking of aryl primary or secondary alcohols under photocatalysis. Background Technology

[0002] Sulfones are an important class of active substances in the pesticide and pharmaceutical fields. These compounds possess broad-spectrum biological activities, such as insecticidal, fungicidal, herbicidal, acaricidal, antitumor, anti-HIV-1, antimalarial, and leprosy treatment. Diphenyl sulfone and its derivatives are important pharmaceutical, pesticide, and chemical intermediates. They can be used as curing agents for epoxy resins. In the pharmaceutical field, they are used to prepare antiepileptic drugs, synthesize sodium thiosulfone, sodium gluconate, sulfone, etc., and can also be used to treat leprosy, exhibiting in vitro inhibitory activity against HIV-1 replication. In pesticides, diphenyl sulfone has high ovicidal activity against mites and can also be used as an intermediate in insecticides. As an important chemical intermediate, it can be used to synthesize downstream products such as plasticizers.

[0003] Current reports on the preparation of traditional diphenyl sulfone derivatives involve numerous synthetic steps, complex processes, low yields, and the discharge of large amounts of acidic and alkaline wastewater, which is environmentally unfriendly and limits their industrialization prospects. To address these challenges, we have invented a novel method for the synthesis of diphenyl sulfone derivatives, enabling high-yield synthesis in a single step. Furthermore, the invented preparation system for diphenyl sulfone derivatives utilizes widely available raw materials, is simple to operate, exhibits high reactivity, is safe and environmentally friendly, and requires minimal post-processing, thus possessing significant industrial application value. Summary of the Invention

[0004] To address the problems of complex, multi-step, low-yield, and environmentally unfriendly traditional methods for preparing diphenyl sulfone derivatives, which involve numerous steps and generate large amounts of acidic and alkaline wastewater, we have invented a novel method for synthesizing diphenyl sulfone derivatives in a single step with high yield. Furthermore, the invented preparation system for diphenyl sulfone derivatives utilizes widely available raw materials, is simple to operate, exhibits high reactivity, is safe and environmentally friendly, and requires minimal post-processing, thus possessing significant industrial application value.

[0005] The present invention is achieved through the following technical solution:

[0006] A method for preparing a diphenyl sulfone derivative, characterized in that, using aryl alcohols and photosensitive sulfides as raw materials, and acetonitrile aqueous solution (V / V = 1:0.1-1:10) as solvent, the reaction is carried out under the action of ammonia and oxygen-containing atmosphere, and under light irradiation at 0-80℃ for 0.5-24 h, thereby preparing the diphenyl sulfone derivative in one step. The aryl alcohol is one or more of aryl primary or aryl secondary alcohols; and the molar ratio of sulfur to aryl alcohol in the photosensitive raw material sulfide in the reaction system is (0.5-20):1.

[0007] In the above-described method for preparing diphenyl sulfone derivatives, the aryl primary alcohol compound is one or more compounds having the following structures, wherein R1 is a halogen (F, Cl, Br), an alkyl group (with the molecular formula C... n H 2n+1 (n = 1-10), alkoxy group (molecular formula OC) n H 2n+1 (n = 1-10), alkyl halide (molecular formula C n H 2n X, n = 1-10, X = one or more of F, Cl, Br; m represents the number of carbon atoms, m = 1-2; the number of R1 atoms is 1-5.

[0008] The aryl secondary alcohol compound is one or more compounds having the following structure, wherein R2 is a halogen (F, Cl, Br) or an alkyl group (with the molecular formula C). n H 2n+1 (n = 1-10), alkoxy group (molecular formula OC) n H 2n+1 (n = 1-10), alkyl halide (molecular formula C n H 2n X, n = 1-10, X = one or more of F, Cl, Br); the number of R2 is 1-5;

[0009] In the preparation method of the diphenyl sulfone derivatives described above, the sulfide acts as both a photosensitizer and a raw material in the system, and is CdS, CdS / A (A is one or more of SiO2, TiO2, and C3N4, with CdS loaded on A, and the CdS loading in CdS / A is 1wt%-40wt%, preferably 20wt%-40wt%), ZnS, Zn2CdS3, ZnIn2S4, M-ZnIn2S4 (M = Ru and / or Mn), Zn2In2S5, Zn2In2S5 / B (B is one or more of SiO2, TiO2, and C3N4, with Zn2In2S5 / B loaded on B, and Zn2In2S5 / B...). The Zn2In2S5 loading is 1wt%-40wt%, preferably 20wt%-40wt% (one or more of these). In the preparation method of the diphenyl sulfone derivative described above, the volume ratio (V / V) of acetonitrile and water in the acetonitrile aqueous solution is 1:0.1-1:10, preferably 1:0.1-1:0.5, and the amount of acetonitrile aqueous solution required per millimol of aryl alcohol is 1.0mL-5.0mL, preferably 1.0mL-1.5mL. The oxygen-containing atmosphere includes air, oxygen, or one or more of nitrogen, argon, carbon dioxide, and helium mixed with oxygen, wherein the oxygen volume content is 10-100%, preferably 20-50%.

[0010] In the preparation method of the diphenyl sulfone derivative described above, the light source is one of visible light violet (390nm-435nm), visible light blue (greater than 435nm–490nm), or visible light green (greater than 490nm–560nm), preferably a visible light blue light source (greater than 435nm–490nm).

[0011] In the above-described method for preparing the diphenyl sulfone derivative, the reaction temperature is 0-80℃, preferably 25-50℃; the reaction time is 0.5-24h, preferably 3-12h. In the above-described method for preparing the diphenyl sulfone derivative, the molar ratio of the aryl alcohol to sulfur in the catalyst is 1:0.5-20, preferably 1:0.5-4; the molar ratio of the aryl alcohol to oxygen is 1:1-30, preferably 1:2-5; the molar ratio of the aryl alcohol to ammonia is 1:1-30, preferably 1:2-5.

[0012] The yield of diphenyl sulfone derivatives is greater than 80%. The preparation system of diphenyl sulfone derivatives in this invention has widely available raw materials, is simple to operate, has high reactivity, is safe and environmentally friendly, and has simple post-processing, making it of great industrial application value. Detailed Implementation

[0013] The present invention will be further described in detail below with reference to specific embodiments. The scope of protection of the present invention includes, but is not limited to, the following embodiments. Any modifications to the details and form of the technical solution of the present invention without departing from the meaning and scope of this application shall fall within the scope of protection of the present invention.

[0014] Example 1

[0015] Weigh 2-phenylethanol (20 mmol) and cadmium sulfide (22 mmol) into a stainless steel reactor, and add 24 mL of acetonitrile aqueous solution (V). 乙腈 / V 水 =5:1), seal the reaction vessel, purge with 40 mmol of ammonia followed by 40 mmol of oxygen (gas mass determined by the mass of the reaction vessel before and after purging), place the reaction vessel in a 30°C water bath, and irradiate the reaction solution with a 30W 455nm blue light source. After reacting for 12 hours, remove acetonitrile by rotary evaporation, add 10 mL of deionized water, and extract three times with ethyl acetate (20 mL × 3). Combine the organic phases, concentrate to obtain the crude product, and use a mixture of ethanol and deionized water (V 乙醇 V 水 The product was recrystallized twice at a ratio of 9:1 to obtain pure diphenyl sulfone, with a yield of 85%. 1 H NMR (CDCl3, 400MHz) δ7.95 (d, 4H, J = 7.6Hz), 7.56 (t, 2H, J = 7.6Hz), 7.50ppm (t, 4H, J = 7.6Hz); 13 C NMR (CDCl3, 101MHz) δ141.7, 133.3, 129.4, 127.8ppm.

[0016] Comparative Example 1

[0017] Weigh 2-phenylethanol (20 mmol) and sodium sulfide (22 mmol) into a stainless steel reactor, and add 24 mL of acetonitrile aqueous solution (V). 乙腈 / V 水 =5:1), the reaction vessel was sealed, and 40 mmol of ammonia gas was added, followed by 40 mmol of oxygen gas (the mass of the gas was determined by the mass of the reaction vessel before and after the gas addition). The reaction vessel was placed in a water bath at 30°C, and the reaction solution was irradiated with a 30W 455nm blue light source. After reacting for 12 hours, acetonitrile was removed by rotary evaporation, and 10 mL of deionized water was added. The mixture was extracted three times with ethyl acetate (20 mL × 3). After combining the organic phases, the mixture was concentrated and analyzed by GC-MS and TLC plate spot analysis. No diphenyl sulfone product was formed.

[0018] Comparative Example 2

[0019] Weigh 2-phenylethanol (20 mmol) and cadmium sulfide (22 mmol) into a stainless steel reactor, and add 24 mL of acetonitrile aqueous solution (V). 乙腈 / V 水 =5:1), seal the reaction vessel, purge with 40 mmol of nitrogen followed by 40 mmol of oxygen (gas mass determined by the mass of the reaction vessel before and after purging), place the reaction vessel in a 30°C water bath, and irradiate the reaction solution with a 30W 455nm blue light source. After reacting for 12 hours, remove acetonitrile by rotary evaporation, add 10 mL of deionized water, and extract three times with ethyl acetate (20 mL × 3). Combine the organic phases, concentrate to obtain the crude product, and use a mixture of ethanol and deionized water (V 乙醇 V 水 The product was recrystallized twice at a ratio of 9:1 to obtain pure diphenyl sulfone, with a yield of 10%. 1 H NMR (CDCl3, 400MHz) δ7.95 (d, 4H, J = 7.6Hz), 7.56 (t, 2H, J = 7.6Hz), 7.50ppm (t, 4H, J = 7.6Hz); 13 C NMR (CDCl3, 101MHz) δ141.7, 133.3, 129.4, 127.8ppm.

[0020] Comparative Example 3

[0021] Weigh 2-phenylethanol (20 mmol) and cadmium sulfide (22 mmol) into a stainless steel reactor, and add 24 mL of acetonitrile aqueous solution (V). 乙腈 / V 水 =5:1), the reaction vessel was sealed, and 40 mmol of ammonia gas was added, followed by 80 mmol of nitrogen-oxygen mixture gas (the oxygen volume content in the mixer was 5%, and the gas mass was determined by the mass of the reaction vessel before and after the gas addition). The reaction vessel was placed in a 30°C water bath, and the reaction solution was irradiated with a 30W 455nm blue light source. After reacting for 12 hours, acetonitrile was removed by rotary evaporation, and 10 mL of deionized water was added. The mixture was extracted three times with ethyl acetate (20 mL × 3). The organic phases were combined and concentrated to obtain the crude product. The crude product was then extracted with a mixture of ethanol and deionized water (V 乙醇 V 水 The product was recrystallized twice at a ratio of 9:1 to obtain pure diphenyl sulfone, with a yield of 20%. 1 H NMR (CDCl3, 400MHz) δ7.95 (d, 4H, J = 7.6Hz), 7.56 (t, 2H, J = 7.6Hz), 7.50ppm (t, 4H, J = 7.6Hz); 13 C NMR (CDCl3, 101MHz) δ141.7, 133.3, 129.4, 127.8ppm.

[0022] Comparative Example 4

[0023] Weigh 2-phenylethanol (20 mmol) and cadmium sulfide (22 mmol) into a stainless steel reactor, and add 24 mL of acetonitrile aqueous solution (V). 乙腈 / V 水 =5:1), seal the reaction vessel, purge with 10 mmol of ammonia and then with 40 mmol of oxygen (the mass of the gas is determined by the mass of the reaction vessel before and after purging), place the reaction vessel in a 30°C water bath, and irradiate the reaction solution with a 30W 455nm blue light source. After reacting for 12 hours, remove acetonitrile by rotary evaporation, add 10 mL of deionized water, and extract three times with ethyl acetate (20 mL × 3). Combine the organic phases, concentrate to obtain the crude product, and use a mixture of ethanol and deionized water (V 乙醇 V 水 The product was recrystallized twice at a ratio of 9:1 to obtain pure diphenyl sulfone, with a yield of 28%. 1 H NMR (CDCl3, 400MHz) δ7.95 (d, 4H, J = 7.6Hz), 7.56 (t, 2H, J = 7.6Hz), 7.50ppm (t, 4H, J = 7.6Hz); 13 C NMR (CDCl3, 101MHz) δ141.7, 133.3, 129.4, 127.8ppm.

[0024] Comparative Example 5

[0025] Weigh 2-phenylethanol (20 mmol) and cadmium sulfide (22 mmol) into a stainless steel reactor, and add 24 mL of acetonitrile aqueous solution (V). 乙腈 / V 水 =5:1), seal the reaction vessel, purge with 40 mmol of ammonia followed by 40 mmol of oxygen (gas mass determined by the mass of the reaction vessel before and after purging), place the reaction vessel in a -10℃ water bath, irradiate the reaction solution with a 30W 455nm blue light source, react for 12 hours, remove acetonitrile by rotary evaporation, add 10 mL of deionized water, extract three times with ethyl acetate (20 mL × 3), combine the organic phases, concentrate to obtain crude product, and use a mixture of ethanol and deionized water (V 乙醇 V 水 The product was recrystallized twice at a ratio of 9:1 to obtain pure diphenyl sulfone, with a yield of 18%. 1 H NMR (CDCl3, 400MHz) δ7.95 (d, 4H, J = 7.6Hz), 7.56 (t, 2H, J = 7.6Hz), 7.50ppm (t, 4H, J = 7.6Hz); 13 C NMR (CDCl3, 101MHz) δ141.7, 133.3, 129.4, 127.8ppm.

[0026] Comparative Example 6

[0027] Weigh 2-phenylethanol (20 mmol) and cadmium sulfide (22 mmol) into a stainless steel reactor, and add 10 mL of acetonitrile aqueous solution (V). 乙腈 / V 水 =5:1), seal the reaction vessel, purge with 40 mmol of ammonia followed by 40 mmol of oxygen (gas mass determined by the mass of the reaction vessel before and after purging), place the reaction vessel in a 30°C water bath, and irradiate the reaction solution with a 30W 455nm blue light source. After reacting for 12 hours, remove acetonitrile by rotary evaporation, add 10 mL of deionized water, and extract three times with ethyl acetate (20 mL × 3). Combine the organic phases, concentrate to obtain the crude product, and use a mixture of ethanol and deionized water (V 乙醇 V 水 The product was recrystallized twice at a ratio of 9:1 to obtain pure diphenyl sulfone, with a yield of 38%. 1 H NMR (CDCl3, 400MHz) δ7.95 (d, 4H, J = 7.6Hz), 7.56 (t, 2H, J = 7.6Hz), 7.50ppm (t, 4H, J = 7.6Hz); 13 C NMR (CDCl3, 101MHz) δ141.7, 133.3, 129.4, 127.8ppm.

[0028] Example 2

[0029] Weigh 20 mmol of 2-(4-methylphenyl)ethanol and 22 mmol of cadmium sulfide into a stainless steel reactor, and add 24 mL of acetonitrile aqueous solution (V). 乙腈 / V 水 =5:1), seal the reaction vessel, purge with 40 mmol of ammonia followed by 40 mmol of oxygen (gas mass determined by the mass of the reaction vessel before and after purging), place the reaction vessel in a 30°C water bath, and irradiate the reaction solution with a 30W 455nm blue light source. After reacting for 12 hours, remove acetonitrile by rotary evaporation, add 10 mL of deionized water, and extract three times with ethyl acetate (20 mL × 3). Combine the organic phases, concentrate to obtain the crude product, and use a mixture of ethanol and deionized water (V 乙醇 V 水 The product was recrystallized twice at a ratio of 9:1 to obtain pure 4,4'-dimethyldiphenyl sulfone, with a yield of 87%. 1 H NMR (CDCl3, 400MHz) δ7.79 (d, 4H, J = 7.9Hz), 7.25 (d, 4H, J = 7.9Hz), 2.36ppm (s, 6H); 13 C NMR (CDCl3, 101MHz) δ143.9, 139.0, 129.8, 127.5, 21.4ppm.

[0030] Example 3

[0031] Weigh 20 mmol of 4-chlorophenylethanol and 22 mmol of cadmium sulfide into a stainless steel reactor, and add 24 mL of acetonitrile aqueous solution (V). 乙腈 / V 水 =5:1), seal the reaction vessel, purge with 40 mmol of ammonia followed by 40 mmol of oxygen (gas mass determined by the mass of the reaction vessel before and after purging), place the reaction vessel in a 30°C water bath, and irradiate the reaction solution with a 30W 455nm blue light source. After reacting for 12 hours, remove acetonitrile by rotary evaporation, add 10 mL of deionized water, and extract three times with ethyl acetate (20 mL × 3). Combine the organic phases, concentrate to obtain the crude product, and use a mixture of ethanol and deionized water (V 乙醇 V 水 Recrystallization was performed twice using a ratio of 9:1 to obtain pure 4,4'-dichlorodiphenyl sulfone, with a yield of 81%. 1 H NMR (CDCl3, 400MHz) δ7.86 (d, 4H, J = 7.9Hz), 7.48 (d, 4H, J = 7.9Hz); 13 C NMR (CDCl3, 101MHz) δ140.1, 139.8, 129.7, 129.1ppm.

[0032] Example 4

[0033] Weigh 20 mmol of 4-fluorophenylethanol and 22 mmol of cadmium sulfide into a stainless steel reactor, and add 24 mL of acetonitrile aqueous solution (V). 乙腈 / V 水 =3:1), seal the reaction vessel, purge with 40 mmol of ammonia followed by 40 mmol of oxygen (gas mass determined by the mass of the reaction vessel before and after purging), place the reaction vessel in a 50°C water bath, and irradiate the reaction solution with a 30W 455nm blue light source. After reacting for 12 hours, remove acetonitrile by rotary evaporation, add 10 mL of deionized water, and extract three times with ethyl acetate (20 mL × 3). Combine the organic phases, concentrate to obtain the crude product, and use a mixture of ethanol and deionized water (V 乙醇 V 水 The product was recrystallized twice at a ratio of 9:1 to obtain pure 4,4'-difluorodiphenyl sulfone, with a yield of 82%. 1 H NMR (CDCl3, 400MHz) δ7.95 (d, 4H, J = 7.9Hz), 7.19 (d, 4H, J = 7.9Hz); 13 C NMR (CDCl3, 101MHz) δ 170.6, 160.4, 137.7, 137.6, 130.7, 130.3, 117.2, 116.3ppm.

[0034] Example 5

[0035] Weigh 2-phenylethanol (20 mmol) and Zn₂CdS₃ (15 mmol) into a stainless steel reactor, and add 24 mL of acetonitrile aqueous solution (V). 乙腈 / V 水 =5:1), seal the reaction vessel, purge with 40 mmol of ammonia followed by 40 mmol of oxygen (gas mass determined by the mass of the reaction vessel before and after purging), place the reaction vessel in a 30°C water bath, and irradiate the reaction solution with a 30W 455nm blue light source. After reacting for 12 hours, remove acetonitrile by rotary evaporation, add 10 mL of deionized water, and extract three times with ethyl acetate (20 mL × 3). Combine the organic phases, concentrate to obtain the crude product, and use a mixture of ethanol and deionized water (V 乙醇 V 水 The product was recrystallized twice at a ratio of 9:1 to obtain pure diphenyl sulfone, with a yield of 90%. 1 H NMR (CDCl3, 400MHz) δ7.95 (d, 4H, J = 7.6Hz), 7.56 (t, 2H, J = 7.6Hz), 7.50ppm (t, 4H, J = 7.6Hz); 13 C NMR (CDCl3, 101MHz) δ141.7, 133.3, 129.4, 127.8ppm.

[0036] Example 6

[0037] Weigh 20 mmol of 2-phenylethanol and 30 mmol of cadmium sulfide into a stainless steel reactor, and add 24 mL of acetonitrile aqueous solution (V). 乙腈 / V 水 =5:1), seal the reaction vessel, purge with 40 mmol of ammonia followed by 40 mmol of oxygen (gas mass determined by the mass of the reaction vessel before and after purging), place the reaction vessel in a 30°C water bath, and irradiate the reaction solution with a 30W 455nm blue light source. After reacting for 12 hours, remove acetonitrile by rotary evaporation, add 10 mL of deionized water, and extract three times with ethyl acetate (20 mL × 3). Combine the organic phases, concentrate to obtain the crude product, and use a mixture of ethanol and deionized water (V 乙醇 V 水 The product was recrystallized twice at a ratio of 9:1 to obtain pure diphenyl sulfone with a yield of 95%. 1 H NMR (CDCl3, 400MHz) δ7.95 (d, 4H, J = 7.6Hz), 7.56 (t, 2H, J = 7.6Hz), 7.50ppm (t, 4H, J = 7.6Hz); 13 C NMR (CDCl3, 101MHz) δ141.7, 133.3, 129.4, 127.8ppm.

[0038] Example 7

[0039] Weigh 20 mmol of α-methylphenylethanol and 30 mmol of cadmium sulfide into a stainless steel reactor, and add 24 mL of acetonitrile aqueous solution (V). 乙腈 / V 水 =5:1), seal the reaction vessel, purge with 40 mmol of ammonia followed by 40 mmol of oxygen (gas mass determined by the mass of the reaction vessel before and after purging), place the reaction vessel in a 30°C water bath, and irradiate the reaction solution with a 30W 455nm blue light source. After reacting for 12 hours, remove acetonitrile by rotary evaporation, add 10 mL of deionized water, and extract three times with ethyl acetate (20 mL × 3). Combine the organic phases, concentrate to obtain the crude product, and use a mixture of ethanol and deionized water (V 乙醇 V 水 The product was recrystallized twice at a ratio of 9:1 to obtain pure diphenyl sulfone, with a yield of 93%. 1 H NMR (CDCl3, 400MHz) δ7.95 (d, 4H, J = 7.6Hz), 7.56 (t, 2H, J = 7.6Hz), 7.50ppm (t, 4H, J = 7.6Hz); 13 C NMR (CDCl3, 101MHz) δ141.7, 133.3, 129.4, 127.8ppm.

[0040] Example 8

[0041] Weigh 20 mmol of α-methylphenylethanol and 7.5 mmol of ZnIn2S4 into a stainless steel reactor, and add 24 mL of acetonitrile aqueous solution (V). 乙腈 / V 水 =5:1), seal the reaction vessel, purge with 40 mmol of ammonia followed by 40 mmol of oxygen (gas mass determined by the mass of the reaction vessel before and after purging), place the reaction vessel in a 30°C water bath, and irradiate the reaction solution with a 30W 455nm blue light source. After reacting for 12 hours, remove acetonitrile by rotary evaporation, add 10 mL of deionized water, and extract three times with ethyl acetate (20 mL × 3). Combine the organic phases, concentrate to obtain the crude product, and use a mixture of ethanol and deionized water (V 乙醇 V 水 The product was recrystallized twice at a ratio of 9:1 to obtain pure diphenyl sulfone, with a yield of 88%. 1 H NMR (CDCl3, 400MHz) δ7.95 (d, 4H, J = 7.6Hz), 7.56 (t, 2H, J = 7.6Hz), 7.50ppm (t, 4H, J = 7.6Hz); 13C NMR (CDCl3, 101MHz) δ141.7, 133.3, 129.4, 127.8ppm.

[0042] Example 9

[0043] Weigh 20 mmol of α-methylphenylethanol and 7.8 g of Zn₂In₂S₅ / SiO₂-40 (containing 30 mmol of sulfur) into a stainless steel reactor, and add 24 mL of acetonitrile aqueous solution (V). 乙腈 / V 水 =5:1), seal the reaction vessel, purge with 40 mmol of ammonia and then with 40 mol of oxygen (the mass of the gas is determined by the mass of the reaction vessel before and after purging), place the reaction vessel in a 30°C water bath, and irradiate the reaction solution with a 30W 455nm blue light source. After reacting for 12 hours, filter to remove solid particles, remove acetonitrile by rotary evaporation, add 10 mL of deionized water, and extract three times with ethyl acetate (20 mL × 3). Combine the organic phases, concentrate to obtain the crude product, and use a mixture of ethanol and deionized water (V 乙醇 V 水 The product was recrystallized twice at a ratio of 9:1 to obtain pure diphenyl sulfone, with a yield of 93%. 1 H NMR (CDCl3, 400MHz) δ7.95 (d, 4H, J = 7.6Hz), 7.56 (t, 2H, J = 7.6Hz), 7.50ppm (t, 4H, J = 7.6Hz); 13 C NMR (CDCl3, 101MHz) δ141.7, 133.3, 129.4, 127.8ppm.

[0044] Example 10

[0045] Weigh 20 mmol of α-methylphenylethanol and 30 mmol of ZnS into a stainless steel reactor, and add 24 mL of acetonitrile aqueous solution (V). 乙腈 / V 水 =5:1), seal the reaction vessel, purge with 40 mmol of ammonia followed by 40 mmol of oxygen (gas mass determined by the mass of the reaction vessel before and after purging), place the reaction vessel in a 30°C water bath, and irradiate the reaction solution with a 30W 455nm blue light source. After reacting for 12 hours, remove acetonitrile by rotary evaporation, add 10 mL of deionized water, and extract three times with ethyl acetate (20 mL × 3). Combine the organic phases, concentrate to obtain the crude product, and use a mixture of ethanol and deionized water (V 乙醇 V 水 The product was recrystallized twice at a ratio of 9:1 to obtain pure diphenyl sulfone, with a yield of 81%. 1H NMR (CDCl3, 400MHz) δ7.95 (d, 4H, J = 7.6Hz), 7.56 (t, 2H, J = 7.6Hz), 7.50ppm (t, 4H, J = 7.6Hz); 13 C NMR (CDCl3, 101MHz) δ141.7, 133.3, 129.4, 127.8ppm.

[0046] Example 11

[0047] Weigh 20 mmol of 1-(4-chlorophenyl)ethanol and 30 mmol of CdS into a stainless steel reactor, and add 24 mL of acetonitrile aqueous solution (V). 乙腈 / V 水 =5:1), seal the reaction vessel, purge with 40 mmol of ammonia followed by 40 mmol of oxygen (gas mass determined by the mass of the reaction vessel before and after purging), place the reaction vessel in a 30°C water bath, and irradiate the reaction solution with a 30W 455nm blue light source. After reacting for 12 hours, remove acetonitrile by rotary evaporation, add 10 mL of deionized water, and extract three times with ethyl acetate (20 mL × 3). Combine the organic phases, concentrate to obtain the crude product, and use a mixture of ethanol and deionized water (V 乙醇 V 水 Recrystallization twice with a ratio of 9:1 yielded 4,4'-dichlorodiphenyl sulfone, with a yield of 88%. 1 H NMR (CDCl3, 400MHz) δ7.86 (d, 4H, J = 7.9Hz), 7.48 (d, 4H, J = 7.9Hz); 13 C NMR (CDCl3, 101MHz) δ140.1, 139.8, 129.7, 129.1ppm.

[0048] Example 12

[0049] Weigh 20 mmol of 1-(4-chlorophenyl)ethanol and 30 mmol of CdS into a stainless steel reactor, and add 24 mL of acetonitrile aqueous solution (V). 乙腈 / V 水 =5:1), seal the reaction vessel, purge with 40 mmol of ammonia followed by 40 mmol of oxygen (gas mass determined by the mass of the reaction vessel before and after purging), place the reaction vessel in a 30°C water bath, and irradiate the reaction solution with a 30W 455nm blue light source. After reacting for 24 hours, remove acetonitrile by rotary evaporation, add 10 mL of deionized water, and extract three times with ethyl acetate (20 mL × 3). Combine the organic phases, concentrate to obtain the crude product, and use a mixture of ethanol and deionized water (V 乙醇 V 水 Recrystallization twice with a ratio of 9:1 yielded 4,4'-dichlorodiphenyl sulfone, with a yield of 95%.1 H NMR (CDCl3, 400MHz) δ7.86 (d, 4H, J = 7.9Hz), 7.48 (d, 4H, J = 7.9Hz); 13 C NMR (CDCl3, 101MHz) δ140.1, 139.8, 129.7, 129.1ppm.

[0050] Example 13

[0051] Weigh 20 mmol of 1-(4-methylphenyl)-1-ethanol and 30 mmol of CdS into a stainless steel reactor, and add 24 mL of acetonitrile aqueous solution (V). 乙腈 / V 水 =5:1), seal the reaction vessel, purge with 40 mmol of ammonia followed by 40 mmol of oxygen (gas mass determined by the mass of the reaction vessel before and after purging), place the reaction vessel in a 30°C water bath, and irradiate the reaction solution with a 30W 455nm blue light source. After reacting for 24 hours, remove acetonitrile by rotary evaporation, add 10 mL of deionized water, and extract three times with ethyl acetate (20 mL × 3). Combine the organic phases, concentrate to obtain the crude product, and use a mixture of ethanol and deionized water (V 乙醇 V 水 Recrystallization twice with a ratio of 9:1 yielded 4,4'-dimethyldiphenyl sulfone, with a yield of 93%. 1 HNMR (CDCl3, 400MHz) δ7.79 (d, 4H, J = 7.9Hz), 7.25 (d, 4H, J = 7.9Hz), 2.36ppm (s, 6H); 13 C NMR (CDCl3, 101MHz) δ143.9, 139.0, 129.8, 127.5, 21.4ppm.

[0052] Example 14

[0053] Weigh 2-phenylethanol (20 mmol) and cadmium sulfide (22 mmol) into a stainless steel reactor, and add 20 mL of acetonitrile aqueous solution (V). 乙腈 / V 水 =2:1), seal the reaction vessel, purge with 40 mmol of ammonia followed by 40 mmol of oxygen (gas mass determined by the mass of the reaction vessel before and after purging), place the reaction vessel in a 30°C water bath, and irradiate the reaction solution with a 30W 455nm blue light source. After reacting for 12 hours, remove acetonitrile by rotary evaporation, add 10 mL of deionized water, and extract three times with ethyl acetate (20 mL × 3). Combine the organic phases, concentrate to obtain the crude product, and use a mixture of ethanol and deionized water (V 乙醇 V 水 The product was recrystallized twice at a ratio of 9:1 to obtain pure diphenyl sulfone, with a yield of 83%.1 H NMR (CDCl3, 400MHz) δ7.95 (d, 4H, J = 7.6Hz), 7.56 (t, 2H, J = 7.6Hz), 7.50ppm (t, 4H, J = 7.6Hz); 13 C NMR (CDCl3, 101MHz) δ141.7, 133.3, 129.4, 127.8ppm.

[0054] Example 15

[0055] Weigh 2-phenylethanol (20 mmol) and cadmium sulfide (22 mmol) into a stainless steel reactor, and add 40 mL of acetonitrile aqueous solution (V). 乙腈 / V 水 =5:1), seal the reaction vessel, purge with 40 mmol of ammonia followed by 40 mmol of oxygen (gas mass determined by the mass of the reaction vessel before and after purging), place the reaction vessel in a 30°C water bath, and irradiate the reaction solution with a 30W 455nm blue light source. After reacting for 12 hours, remove acetonitrile by rotary evaporation, add 10 mL of deionized water, and extract three times with ethyl acetate (20 mL × 3). Combine the organic phases, concentrate to obtain the crude product, and use a mixture of ethanol and deionized water (V 乙醇 V 水 The product was recrystallized twice at a ratio of 9:1 to obtain pure diphenyl sulfone, with a yield of 75%. 1 H NMR (CDCl3, 400MHz) δ7.95 (d, 4H, J = 7.6Hz), 7.56 (t, 2H, J = 7.6Hz), 7.50ppm (t, 4H, J = 7.6Hz); 13 C NMR (CDCl3, 101MHz) δ141.7, 133.3, 129.4, 127.8ppm.

[0056] Example 16

[0057] Weigh 2-phenylethanol (20 mmol) and cadmium sulfide (22 mmol) into a stainless steel reactor, and add 24 mL of acetonitrile aqueous solution (V). 乙腈 / V 水 =5:1), seal the reaction vessel, purge with 40 mmol of ammonia and then with 80 mmol of oxygen (the mass of the gas is determined by the mass of the reaction vessel before and after purging), place the reaction vessel in a 30°C water bath, and irradiate the reaction solution with a 30W 455nm blue light source. After reacting for 12 hours, remove acetonitrile by rotary evaporation, add 10 mL of deionized water, and extract three times with ethyl acetate (20 mL × 3). Combine the organic phases, concentrate to obtain the crude product, and use a mixture of ethanol and deionized water (V 乙醇 V 水The product was recrystallized twice at a ratio of 9:1 to obtain pure diphenyl sulfone, with a yield of 90%. 1 H NMR (CDCl3, 400MHz) δ7.95 (d, 4H, J = 7.6Hz), 7.56 (t, 2H, J = 7.6Hz), 7.50ppm (t, 4H, J = 7.6Hz); 13 C NMR (CDCl3, 101MHz) δ141.7, 133.3, 129.4, 127.8ppm.

[0058] Example 17

[0059] Weigh 2-phenylethanol (20 mmol) and cadmium sulfide (22 mmol) into a stainless steel reactor, and add 24 mL of acetonitrile aqueous solution (V). 乙腈 / V 水 =5:1), seal the reaction vessel, purge with 40 mmol of ammonia followed by 40 mmol of oxygen (gas mass determined by the mass of the reaction vessel before and after purging), place the reaction vessel in a 30°C water bath, and irradiate the reaction solution with a 30W 390nm ultraviolet light source. After reacting for 12 hours, remove acetonitrile by rotary evaporation, add 10 mL of deionized water, and extract three times with ethyl acetate (20 mL × 3). Combine the organic phases, concentrate to obtain the crude product, and use a mixture of ethanol and deionized water (V 乙醇 V 水 The product was recrystallized twice at a ratio of 9:1 to obtain pure diphenyl sulfone, with a yield of 81%. 1 H NMR (CDCl3, 400MHz) δ7.95 (d, 4H, J = 7.6Hz), 7.56 (t, 2H, J = 7.6Hz), 7.50ppm (t, 4H, J = 7.6Hz); 13 C NMR (CDCl3, 101MHz) δ141.7, 133.3, 129.4, 127.8ppm.

[0060] Example 18

[0061] Weigh 20 mmol of 2-phenylethanol and 10 mmol of cadmium sulfide into a stainless steel reactor, and add 24 mL of acetonitrile aqueous solution (V). 乙腈 / V 水 =5:1), seal the reaction vessel, purge with 40 mmol of ammonia followed by 40 mmol of oxygen (gas mass determined by the mass of the reaction vessel before and after purging), place the reaction vessel in a 30°C water bath, and irradiate the reaction solution with a 30W 455nm blue light source. After reacting for 12 hours, remove acetonitrile by rotary evaporation, add 10 mL of deionized water, and extract three times with ethyl acetate (20 mL × 3). Combine the organic phases, concentrate to obtain the crude product, and use a mixture of ethanol and deionized water (V 乙醇 V水 The product was recrystallized twice at a ratio of 9:1 to obtain pure diphenyl sulfone, with a yield of 72%. 1 H NMR (CDCl3, 400MHz) δ7.95 (d, 4H, J = 7.6Hz), 7.56 (t, 2H, J = 7.6Hz), 7.50ppm (t, 4H, J = 7.6Hz); 13 C NMR (CDCl3, 101MHz) δ141.7, 133.3, 129.4, 127.8ppm.

[0062] Example 19

[0063] Weigh 2-phenylethanol (20 mmol) and cadmium sulfide (22 mmol) into a stainless steel reactor, and add 24 mL of acetonitrile aqueous solution (V). 乙腈 / V 水 =5:1), seal the reaction vessel, purge with 60 mmol of ammonia followed by 40 mmol of oxygen (gas mass determined by the mass of the reaction vessel before and after purging), place the reaction vessel in a 30°C water bath, and irradiate the reaction solution with a 30W 455nm blue light source. After reacting for 12 hours, remove acetonitrile by rotary evaporation, add 10 mL of deionized water, and extract three times with ethyl acetate (20 mL × 3). Combine the organic phases, concentrate to obtain the crude product, and use a mixture of ethanol and deionized water (V 乙醇 V 水 The product was recrystallized twice at a ratio of 9:1 to obtain pure diphenyl sulfone, with a yield of 92%. 1 H NMR (CDCl3, 400MHz) δ7.95 (d, 4H, J = 7.6Hz), 7.56 (t, 2H, J = 7.6Hz), 7.50ppm (t, 4H, J = 7.6Hz); 13 C NMR (CDCl3, 101MHz) δ141.7, 133.3, 129.4, 127.8ppm.

[0064] Example 20

[0065] Weigh 2-phenylethanol (20 mmol) and cadmium sulfide (22 mmol) into a stainless steel reactor, and add 24 mL of acetonitrile aqueous solution (V). 乙腈 / V 水 =5:1), seal the reaction vessel, purge with 40 mmol of ammonia and then with 100 mmol of air (the mass of the gas is determined by the mass of the reaction vessel before and after purging), place the reaction vessel in a 30°C water bath, and irradiate the reaction solution with a 30W 455nm blue light source. After reacting for 12 hours, remove acetonitrile by rotary evaporation, add 10 mL of deionized water, and extract three times with ethyl acetate (20 mL × 3). Combine the organic phases, concentrate to obtain the crude product, and use a mixture of ethanol and deionized water (V乙醇 V 水 The product was recrystallized twice at a ratio of 9:1 to obtain pure diphenyl sulfone, with a yield of 82%. 1 H NMR (CDCl3, 400MHz) δ7.95 (d, 4H, J = 7.6Hz), 7.56 (t, 2H, J = 7.6Hz), 7.50ppm (t, 4H, J = 7.6Hz); 13 C NMR (CDCl3, 101MHz) δ141.7, 133.3, 129.4, 127.8ppm.

[0066] Example 21

[0067] Weigh 2-phenylethanol (20 mmol) and cadmium sulfide (22 mmol) into a stainless steel reactor, and add 24 mL of acetonitrile aqueous solution (V). 乙腈 / V 水 =5:1), the reaction vessel was sealed, and 40 mmol of ammonia gas was added, followed by 50 mmol of nitrogen-oxygen mixture gas (the oxygen volume content in the mixer was 50%, and the gas mass was determined by the mass of the reaction vessel before and after the gas addition). The reaction vessel was placed in a 30°C water bath, and the reaction solution was irradiated with a 30W 455nm blue light source. After reacting for 12 hours, acetonitrile was removed by rotary evaporation, and 10 mL of deionized water was added. The mixture was extracted three times with ethyl acetate (20 mL × 3). The organic phases were combined and concentrated to obtain the crude product. The crude product was then extracted with a mixture of ethanol and deionized water (V 乙醇 V 水 The product was recrystallized twice at a ratio of 9:1 to obtain pure diphenyl sulfone, with a yield of 72%. 1 H NMR (CDCl3, 400MHz) δ7.95 (d, 4H, J = 7.6Hz), 7.56 (t, 2H, J = 7.6Hz), 7.50ppm (t, 4H, J = 7.6Hz); 13 C NMR (CDCl3, 101MHz) δ141.7, 133.3, 129.4, 127.8ppm.

[0068] Example 22

[0069] Weigh 2-phenylethanol (20 mmol) and cadmium sulfide (22 mmol) into a stainless steel reactor, and add 24 mL of acetonitrile aqueous solution (V). 乙腈 / V 水=5:1), seal the reaction vessel, purge with 40 mmol of ammonia followed by 40 mmol of oxygen (gas mass determined by the mass of the reaction vessel before and after purging), place the reaction vessel in a 50°C water bath, and irradiate the reaction solution with a 30W 455nm blue light source. After reacting for 12 hours, remove acetonitrile by rotary evaporation, add 10 mL of deionized water, and extract three times with ethyl acetate (20 mL × 3). Combine the organic phases, concentrate to obtain the crude product, and use a mixture of ethanol and deionized water (V 乙醇 V 水 The product was recrystallized twice at a ratio of 9:1 to obtain pure diphenyl sulfone, with a yield of 89%. 1 H NMR (CDCl3, 400MHz) δ7.95 (d, 4H, J = 7.6Hz), 7.56 (t, 2H, J = 7.6Hz), 7.50ppm (t, 4H, J = 7.6Hz); 13 C NMR (CDCl3, 101MHz) δ141.7, 133.3, 129.4, 127.8ppm.

[0070] Example 23

[0071] Weigh 20 mmol of 4-methylbenzyl alcohol and 15.6 g of Zn2In2S5 / C3N4-20 (containing 30 mmol of sulfur) into a stainless steel reactor, and add 24 mL of acetonitrile aqueous solution (V). 乙腈 / V 水 =5:1), seal the reaction vessel, purge with 30 mmol of ammonia and then with 40 mol of oxygen (the mass of the gas is determined by the mass of the reaction vessel before and after purging), place the reaction vessel in a 30°C water bath, and irradiate the reaction solution with a 30W 455nm blue light source. After reacting for 12 hours, filter to remove solid particles, remove acetonitrile by rotary evaporation, add 10 mL of deionized water, and extract three times with ethyl acetate (20 mL × 3). Combine the organic phases, concentrate to obtain the crude product, and use a mixture of ethanol and deionized water (V 乙醇 V 水 The mixture was recrystallized twice at a ratio of 9:1 to obtain 4,4′-dimethyldiphenyl sulfone, with a yield of 90.5%. 1 H NMR (CDCl3, 400MHz) δ7.95 (d, 4H, J = 7.6Hz), 7.56 (t, 2H, J = 7.6Hz), 7.50ppm (t, 4H, J = 7.6Hz); 13 C NMR (CDCl3, 101MHz) δ141.7, 133.3, 129.4, 127.8ppm.

[0072] Example 24

[0073] Weigh 20 mmol of 4-chloromethylphenylethanol and 40 mmol of CdS / TiO2-40 (containing 40 mmol of sulfur) into a stainless steel reactor, and add 24 mL of acetonitrile aqueous solution (V). 乙腈 / V 水 =5:1), seal the reaction vessel, purge with 30 mmol of ammonia and then with 40 mol of oxygen (the mass of the gas is determined by the mass of the reaction vessel before and after purging), place the reaction vessel in a 30°C water bath, and irradiate the reaction solution with a 30W 455nm blue light source. After reacting for 12 hours, filter to remove solid particles, remove acetonitrile by rotary evaporation, add 10 mL of deionized water, and extract three times with ethyl acetate (20 mL × 3). Combine the organic phases, concentrate to obtain the crude product, and use a mixture of ethanol and deionized water (V 乙醇 V 水 The product was recrystallized twice at a ratio of 9:1 to obtain pure 4,4'-dichloromethyldiphenyl sulfone, with a yield of 93%. 1 H NMR (CDCl3, 400MHz) δ7.84 (d, 4H, J = 7.5Hz), 7.45 (d, 4H, J = 7.5Hz), 4.64 (s, 4H); 13 C NMR (CDCl3, 101MHz) δ46.2, 128.5, 129.6, 141.4, 142.8ppm.

[0074] Example 25

[0075] Weigh 20 mmol of 4-methylbenzyl alcohol and 15 mmol of Ru-ZnIn2S4 (containing 15 mmol of sulfur) into a stainless steel reactor, and add 24 mL of acetonitrile aqueous solution (V). 乙腈 / V 水 =5:1), seal the reaction vessel, purge with 30 mmol of ammonia and then with 40 mol of oxygen (the mass of the gas is determined by the mass of the reaction vessel before and after purging), place the reaction vessel in a 30°C water bath, and irradiate the reaction solution with a 30W 455nm blue light source. After reacting for 12 hours, filter to remove solid particles, remove acetonitrile by rotary evaporation, add 10 mL of deionized water, and extract three times with ethyl acetate (20 mL × 3). Combine the organic phases, concentrate to obtain the crude product, and use a mixture of ethanol and deionized water (V 乙醇 V 水 The product was recrystallized twice at a ratio of 9:1 to obtain pure 4,4'-dimethyldiphenyl sulfone, with a yield of 96.6%. 1 H NMR (CDCl3, 400MHz) δ7.95 (d, 4H, J = 7.6Hz), 7.56 (t, 2H, J = 7.6Hz), 7.50ppm (t, 4H, J = 7.6Hz); 13C NMR (CDCl3, 101MHz) δ141.7, 133.3, 129.4, 127.8ppm.

[0076] Example 26

[0077] Weigh 20 mmol of 1-(4-chloromethylphenyl)-1-ethanol and 30 mmol of ZnS into a stainless steel reactor, and add 24 mL of acetonitrile aqueous solution (V). 乙腈 / V 水 =5:1), seal the reaction vessel, purge with 30 mmol of ammonia and then with 40 mol of oxygen (the mass of the gas is determined by the mass of the reaction vessel before and after purging), place the reaction vessel in a 30°C water bath, and irradiate the reaction solution with a 30W 390nm purple light source. After reacting for 12 hours, filter to remove solid particles, remove acetonitrile by rotary evaporation, add 10 mL of deionized water, and extract three times with ethyl acetate (20 mL × 3). Combine the organic phases, concentrate to obtain the crude product, and use a mixture of ethanol and deionized water (V 乙醇 V 水 The product was recrystallized twice at a ratio of 9:1 to obtain pure 4,4'-dichloromethyldiphenyl sulfone, with a yield of 95.2%. 1 H NMR (CDCl3, 400MHz) δ7.86 (d, 4H, J = 7.9Hz), 7.48 (d, 4H, J = 7.9Hz); 13 C NMR (CDCl3, 101MHz) δ140.1, 139.8, 129.7, 129.1ppm.

[0078] Example 27

[0079] Weigh 20 mmol of 4-methoxybenzyl alcohol and 12 mmol of Mn-ZnIn2S4 (containing sulfur) into a stainless steel reactor, and add 24 mL of acetonitrile aqueous solution (V). 乙腈 / V 水 =5:1), seal the reaction vessel, purge with 30 mmol of ammonia and then with 40 mol of oxygen (the mass of the gas is determined by the mass of the reaction vessel before and after purging), place the reaction vessel in a 30°C water bath, and irradiate the reaction solution with a 30W 455nm blue light source. After reacting for 12 hours, filter to remove solid particles, remove acetonitrile by rotary evaporation, add 10 mL of deionized water, and extract three times with ethyl acetate (20 mL × 3). Combine the organic phases, concentrate to obtain the crude product, and use a mixture of ethanol and deionized water (V 乙醇 V 水 The product was recrystallized twice at a ratio of 9:1 to obtain pure 4,4'-dimethoxydiphenyl sulfone, with a yield of 92.6%. 1H NMR (DMSO-d6, 400MHz) δ7.13 (d, 4H, J = 7.6Hz), 6.72 (d, 4H, J = 7.6Hz), 2.49 (s, 6H) ppm; 13 C NMR (DMSO-d6, 101MHz) δ 164.5, 118.4, 130.5, 137.4ppm.

[0080] Example 28

[0081] Weigh 20 mmol of 1-(4-methoxyphenyl)-1-ethanol and 30 mmol of CdS / SiO2-30 (containing 30 mmol of sulfur) into a stainless steel reactor, and add 24 mL of acetonitrile aqueous solution (V). 乙腈 / V 水 =5:1), seal the reaction vessel, purge with 30 mmol of ammonia and then with 40 mol of oxygen (the mass of the gas is determined by the mass of the reaction vessel before and after purging), place the reaction vessel in a 30°C water bath, and irradiate the reaction solution with a 30W 455nm blue light source. After reacting for 12 hours, filter to remove solid particles, remove acetonitrile by rotary evaporation, add 10 mL of deionized water, and extract three times with ethyl acetate (20 mL × 3). Combine the organic phases, concentrate to obtain the crude product, and use a mixture of ethanol and deionized water (V 乙醇 V 水 The product was recrystallized twice at a ratio of 9:1 to obtain pure 4,4'-dimethoxydiphenyl sulfone, with a yield of 95.6%. 1 HNMR (DMSO-d6, 400MHz) δ7.13 (d, 4H, J = 7.6Hz), 6.72 (d, 4H, J = 7.6Hz), 2.49 (s, 6H) ppm; 13 CNMR(DMSO-d6,101MHz)δ164.5,118.4,130.5,137.4ppm.

Claims

1. A method for preparing a diphenyl sulfone derivative, characterized in that, Diphenyl sulfone derivatives were prepared in one step by reacting aryl alcohols and photosensitive sulfides with acetonitrile aqueous solution as solvent under the action of ammonia and oxygen-containing atmosphere at 0-80 °C for 0.5-24 h under light irradiation. The molar ratio of sulfur to aryl alcohol in the photosensitive sulfide in the reaction system is (0.5-20): 1; The aryl alcohols mentioned are 2-phenylethanol, 2-(4-methylphenyl)ethanol, 4-chlorophenylethanol, 4-fluorophenylethanol, α-methylphenylethanol, 1-(4-chlorophenyl)ethanol, 1-(4-methylphenyl)-1-ethanol, 4-methylbenzyl alcohol, 4-chloromethylphenylethanol, 1-(4-chloromethylphenyl)-1-ethanol, 4-methoxybenzyl alcohol, and 1-(4-methoxyphenyl)-1-ethanol; The photosensitive sulfides are CdS, Zn2CdS3, Zn2In2S4, Zn2In2S5 / SiO2-40, Zn2In2S5 / C3N4-20, CdS / TiO2-40, Ru-ZnIn2S4, ZnS, Mn-ZnIn2S4, and CdS / SiO2-30. The oxygen-containing atmosphere is one or more of air, oxygen, or other nitrogen, argon, carbon dioxide, helium, and oxygen mixed together, wherein the oxygen volume content is 10-100%.

2. The method for preparing the diphenyl sulfone derivative according to claim 1, characterized in that, The volume ratio (V / V) of acetonitrile to water in the acetonitrile aqueous solution is 1:0.1-1:10, and the amount of acetonitrile aqueous solution required per millimole of aryl alcohol is 1.0 mL-5.0 mL; The oxygen volume content is 20-50%.

3. The method for preparing the diphenyl sulfone derivative according to claim 2, characterized in that, The volume ratio (V / V) of acetonitrile to water in the acetonitrile aqueous solution is 1:0.1-1:0.5, and the amount of acetonitrile aqueous solution required per millimole of aryl alcohol is 1.0 mL-1.5 mL.

4. The method for preparing the diphenyl sulfone derivative according to claim 1, characterized in that: The light source is one of the following: visible light violet light (390 nm - 435 nm), visible light blue light (435 nm - 490 nm), or visible light green light (490 nm - 560 nm).

5. The method for preparing the diphenyl sulfone derivative according to claim 1, characterized in that: The reaction temperature is 25-50℃; The reaction time is 3-12 h.

6. The method for preparing the diphenyl sulfone derivative according to claim 1, characterized in that, The molar ratio of the aryl alcohol to the sulfur element in the catalyst is 1:0.5-20; The molar ratio of the aryl alcohol to oxygen in the oxygen-containing atmosphere is 1:1 to 30. The molar ratio of the aryl alcohol to ammonia is 1:1 to 30.

7. The method for preparing the diphenyl sulfone derivative according to claim 6, characterized in that, The molar ratio of the aryl alcohol to the sulfur element in the catalyst is 1:0.5~4; The molar ratio of the aryl alcohol to oxygen in the oxygen-containing atmosphere is 1:2~5; The molar ratio of the aryl alcohol to ammonia is 1:2~5.