CN117945960A - Method for preparing dichlorodiphenyl sulfone - Google Patents
Method for preparing dichlorodiphenyl sulfone Download PDFInfo
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- CN117945960A CN117945960A CN202311691218.1A CN202311691218A CN117945960A CN 117945960 A CN117945960 A CN 117945960A CN 202311691218 A CN202311691218 A CN 202311691218A CN 117945960 A CN117945960 A CN 117945960A
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- dichlorodiphenyl sulfone
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- hydrogen peroxide
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- IBRQUKZZBXZOBA-UHFFFAOYSA-N 1-chloro-3-(3-chlorophenyl)sulfonylbenzene Chemical compound ClC1=CC=CC(S(=O)(=O)C=2C=C(Cl)C=CC=2)=C1 IBRQUKZZBXZOBA-UHFFFAOYSA-N 0.000 title claims abstract description 43
- 238000000034 method Methods 0.000 title claims abstract description 29
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 claims abstract description 38
- FYSNRJHAOHDILO-UHFFFAOYSA-N thionyl chloride Chemical compound ClS(Cl)=O FYSNRJHAOHDILO-UHFFFAOYSA-N 0.000 claims abstract description 36
- 238000006243 chemical reaction Methods 0.000 claims abstract description 27
- MVPPADPHJFYWMZ-UHFFFAOYSA-N chlorobenzene Chemical compound ClC1=CC=CC=C1 MVPPADPHJFYWMZ-UHFFFAOYSA-N 0.000 claims abstract description 20
- MGNCLNQXLYJVJD-UHFFFAOYSA-N cyanuric chloride Chemical compound ClC1=NC(Cl)=NC(Cl)=N1 MGNCLNQXLYJVJD-UHFFFAOYSA-N 0.000 claims abstract description 12
- -1 diphenyl sulfoxide dichloride Chemical compound 0.000 claims abstract description 11
- VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 claims abstract description 10
- MDIHJQMAFWMESA-UHFFFAOYSA-N O=S(C1=CC=CC=C1)(C1=CC=CC=C1)=O.Cl.Cl Chemical compound O=S(C1=CC=CC=C1)(C1=CC=CC=C1)=O.Cl.Cl MDIHJQMAFWMESA-UHFFFAOYSA-N 0.000 claims abstract description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 24
- 238000001914 filtration Methods 0.000 claims description 24
- JJHHIJFTHRNPIK-UHFFFAOYSA-N Diphenyl sulfoxide Chemical compound C=1C=CC=CC=1S(=O)C1=CC=CC=C1 JJHHIJFTHRNPIK-UHFFFAOYSA-N 0.000 claims description 17
- 238000003756 stirring Methods 0.000 claims description 16
- 238000001816 cooling Methods 0.000 claims description 14
- KNKRKFALVUDBJE-UHFFFAOYSA-N 1,2-dichloropropane Chemical compound CC(Cl)CCl KNKRKFALVUDBJE-UHFFFAOYSA-N 0.000 claims description 10
- UIIMBOGNXHQVGW-UHFFFAOYSA-M Sodium bicarbonate Chemical compound [Na+].OC([O-])=O UIIMBOGNXHQVGW-UHFFFAOYSA-M 0.000 claims description 10
- 238000010992 reflux Methods 0.000 claims description 10
- 229940117389 dichlorobenzene Drugs 0.000 claims description 8
- 239000002904 solvent Substances 0.000 claims description 8
- 238000005406 washing Methods 0.000 claims description 8
- 229910000030 sodium bicarbonate Inorganic materials 0.000 claims description 5
- 235000017557 sodium bicarbonate Nutrition 0.000 claims description 5
- 238000004519 manufacturing process Methods 0.000 claims description 4
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 4
- 238000004537 pulping Methods 0.000 claims description 2
- 230000035484 reaction time Effects 0.000 claims 3
- 239000000203 mixture Substances 0.000 claims 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 abstract description 5
- 239000002253 acid Substances 0.000 abstract description 5
- 239000003814 drug Substances 0.000 abstract description 4
- 229940079593 drug Drugs 0.000 abstract description 3
- 239000000126 substance Substances 0.000 abstract description 3
- 230000015572 biosynthetic process Effects 0.000 abstract description 2
- 239000013078 crystal Substances 0.000 abstract description 2
- 239000002994 raw material Substances 0.000 abstract description 2
- 238000003786 synthesis reaction Methods 0.000 abstract description 2
- 238000005260 corrosion Methods 0.000 abstract 1
- 230000007797 corrosion Effects 0.000 abstract 1
- KZTYYGOKRVBIMI-UHFFFAOYSA-N diphenyl sulfone Chemical compound C=1C=CC=CC=1S(=O)(=O)C1=CC=CC=C1 KZTYYGOKRVBIMI-UHFFFAOYSA-N 0.000 description 10
- 238000002360 preparation method Methods 0.000 description 10
- OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 9
- 239000012043 crude product Substances 0.000 description 9
- 238000010438 heat treatment Methods 0.000 description 8
- 239000000243 solution Substances 0.000 description 8
- 238000004128 high performance liquid chromatography Methods 0.000 description 7
- 230000003647 oxidation Effects 0.000 description 5
- 238000007254 oxidation reaction Methods 0.000 description 5
- 239000000047 product Substances 0.000 description 5
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 4
- 229910052799 carbon Inorganic materials 0.000 description 4
- 238000002425 crystallisation Methods 0.000 description 4
- 230000008025 crystallization Effects 0.000 description 4
- 238000004090 dissolution Methods 0.000 description 4
- 150000003462 sulfoxides Chemical class 0.000 description 4
- GPAPPPVRLPGFEQ-UHFFFAOYSA-N 4,4'-dichlorodiphenyl sulfone Chemical compound C1=CC(Cl)=CC=C1S(=O)(=O)C1=CC=C(Cl)C=C1 GPAPPPVRLPGFEQ-UHFFFAOYSA-N 0.000 description 2
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 2
- 239000007864 aqueous solution Substances 0.000 description 2
- 238000010923 batch production Methods 0.000 description 2
- IISBACLAFKSPIT-UHFFFAOYSA-N bisphenol A Chemical compound C=1C=C(O)C=CC=1C(C)(C)C1=CC=C(O)C=C1 IISBACLAFKSPIT-UHFFFAOYSA-N 0.000 description 2
- 239000003153 chemical reaction reagent Substances 0.000 description 2
- 239000007789 gas Substances 0.000 description 2
- 230000007062 hydrolysis Effects 0.000 description 2
- 238000006460 hydrolysis reaction Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 238000001953 recrystallisation Methods 0.000 description 2
- 238000007670 refining Methods 0.000 description 2
- 229910052708 sodium Inorganic materials 0.000 description 2
- 239000011734 sodium Substances 0.000 description 2
- 150000003457 sulfones Chemical class 0.000 description 2
- 230000002194 synthesizing effect Effects 0.000 description 2
- 238000005303 weighing Methods 0.000 description 2
- KEQGZUUPPQEDPF-UHFFFAOYSA-N 1,3-dichloro-5,5-dimethylimidazolidine-2,4-dione Chemical compound CC1(C)N(Cl)C(=O)N(Cl)C1=O KEQGZUUPPQEDPF-UHFFFAOYSA-N 0.000 description 1
- MQJKPEGWNLWLTK-UHFFFAOYSA-N Dapsone Chemical compound C1=CC(N)=CC=C1S(=O)(=O)C1=CC=C(N)C=C1 MQJKPEGWNLWLTK-UHFFFAOYSA-N 0.000 description 1
- 206010024229 Leprosy Diseases 0.000 description 1
- 239000004952 Polyamide Substances 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 229960000583 acetic acid Drugs 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 239000006227 byproduct Substances 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000006555 catalytic reaction Methods 0.000 description 1
- 238000005119 centrifugation Methods 0.000 description 1
- 239000012295 chemical reaction liquid Substances 0.000 description 1
- XTHPWXDJESJLNJ-UHFFFAOYSA-N chlorosulfonic acid Substances OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 description 1
- 238000001514 detection method Methods 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000010828 elution Methods 0.000 description 1
- 229920006351 engineering plastic Polymers 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000012847 fine chemical Substances 0.000 description 1
- 239000012362 glacial acetic acid Substances 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 238000009776 industrial production Methods 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 229920002492 poly(sulfone) Polymers 0.000 description 1
- 229920002647 polyamide Polymers 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920013636 polyphenyl ether polymer Polymers 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 238000013341 scale-up Methods 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000008399 tap water Substances 0.000 description 1
- 235000020679 tap water Nutrition 0.000 description 1
Landscapes
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
The invention discloses a method for preparing dichlorodiphenyl sulfone, which relates to the technical field of chemical drug synthesis and comprises the following steps: s1, in the presence of aluminum trichloride, enabling chlorobenzene to react with thionyl chloride to generate thionyl chloride; s2, reacting the diphenyl sulfoxide dichloride in the presence of hydrogen peroxide and cyanuric chloride to generate the diphenyl sulfone dichloride. The method has the advantages of simple and easily obtained raw materials, fewer reaction steps, and greatly reduced cost, effectively reduces the use of hydrogen peroxide, thereby reducing the burden of post-treatment, further reducing the cost, greatly improving the purity and the yield of the dichlorodiphenyl sulfone, and simultaneously avoiding the use of strong acid such as acetic acid, thereby not only reducing the corrosion to equipment, but also fundamentally solving the problems that the acid coated by the traditional dichlorodiphenyl sulfone crystal is difficult to clean completely, and further improving the purity and the yield of the dichlorodiphenyl sulfone.
Description
Technical Field
The invention relates to the technical field of chemical drug synthesis, in particular to a method for preparing dichlorodiphenyl sulfone.
Background
Dichlorodiphenyl sulfone, chinese alias 4, 4' -dichlorodiphenyl sulfone, CAS number: 80-07-9, chemical name: c 12H8Cl2O2 S is an important intermediate, is widely applied to engineering plastics, fine chemical industry, medicines and other industries, and can be used for preparing various polymer products, such as bisphenol A type polysulfone, polyphenyl ether sulfone, polyamide sulfone and other resins, and can also be used for preparing leprosy medicine 4, 4' -diaminodiphenyl sulfone. The industrial production of dichlorodiphenyl sulfone has many methods, such as sulfuric acid method, chlorosulfonic acid method, sulfoxide oxidation method, etc., wherein the sulfoxide oxidation method has the advantages of less three wastes, simple process, etc., and has the most advantages. However, the purity levels of the conventional dichlorodiphenyl sulfones prepared by sulfoxide oxidation tend to be generally similar.
In the prior art, researches on preparing the dichlorodiphenyl sulfone by a sulfoxide oxidation method, such as a preparation method for synthesizing the 4, 4' -dichlorobenzenesulfone by catalysis in patent CN111302983A, and the like, can improve the yield and purity of the dichlorodiphenyl sulfone to a certain extent through optimizing a catalyst in the process of preparing an intermediate dichlorobenzenesulfone.
However, in the preparation method of catalyzing and synthesizing 4, 4' -dichlorobenzenesulfone in the prior art, acid is mostly used as a solvent, for example, in the preparation method of patent application CN111302983A, glacial acetic acid is used as a solvent in oxidation of hydrogen peroxide, which is easy to corrode reaction equipment, can enable the acid coated by the crystal of the dichlorobenzenesulfone to be difficult to clean completely, and finally enables the purity and the yield of the dichlorobenzenesulfone to be still limited.
For this reason, a new technical solution is needed to solve the above technical problems.
Disclosure of Invention
The invention aims to provide a method for preparing dichlorodiphenyl sulfone, which solves the technical problems that in the prior art, acid is used as a solvent, so that reaction equipment is easy to corrode, the purity and yield of the dichlorodiphenyl sulfone are influenced, and meanwhile, hydrogen peroxide is often excessively used in the prior art, so that the post-treatment is difficult, the cost is high, the environment is polluted, and the industrial scale-up production is not facilitated.
In order to achieve the above purpose, the present invention adopts the following technical scheme:
A process for preparing dichlorodiphenyl sulfone comprising the steps of:
S1, reacting chlorobenzene with thionyl chloride in the presence of aluminum trichloride to generate thionyl chloride, wherein the molar ratio of the thionyl chloride to the chlorobenzene is 1:2-1:5 (including 1:2, 1:2.5, 1:3, 1:3.2, 1:3.4, 1:3.6, 1:3.8, 1:4.0, 1:4.2, 1:4.4, 1:4.6, 1:4.8, 1:5 or a value between any number thereof), and the molar ratio of the aluminum trichloride to the thionyl chloride is 1:0.8-1:2 (including 1:0.8, 1:1.2, 1:1.4, 1:1.6, 1:1.8, 1:2 or a value between any number thereof); s2, reacting the diphenyl sulfoxide with the hydrogen peroxide and the cyanuric chloride to generate the diphenyl sulfone, wherein the molar ratio of the hydrogen peroxide to the diphenyl sulfoxide is 1.0-3.0 (including 1.0, 1.1, 1.2, 1.3, 1.4, 1.5, 1.6, 1.7, 1.8, 1.9, 2.0, 2.1, 2.2, 2.3, 2.4, 2.5, 2.6, 2.7, 2.8, 2.9 and 3.0 or any value among the two values), and the molar ratio of the cyanuric chloride to the hydrogen peroxide is 1:5-1:1 (including 1:5, 1:4, 1:3, 1:2, 1:1, 2:5, 3:5 and 4:5 or any value among the two values).
Further, the specific operation flow of step S1 is as follows: firstly, adding aluminum trichloride and chlorobenzene into a reaction bottle, and then adding thionyl chloride at room temperature; then stirring and reacting for 1-4 h at 70-80 ℃; finally, adding the reaction solution into water, carrying out reflux reaction for 1-3 h, and cooling and filtering to obtain dichlorobenzene sulfoxide; the specific operation flow of step S2 is as follows: firstly, adding dichloropropane to dissolve diphenyl sulfoxide; then adding cyanuric chloride and hydrogen peroxide; finally, stirring at room temperature for 2-4 h, cooling, filtering and washing to obtain the dichlorodiphenyl sulfone after the reaction is completed.
Further, the specific operation flow in step S1 further includes: pulping the dichlorobenzene sulfoxide with a sodium bicarbonate solvent, and filtering; the specific operation flow of step S2 further includes: the dichlorodiphenyl sulfone is recrystallized from toluene in an amount of not less than 5 times the volume.
Compared with the prior art, the invention has the beneficial effects that:
1. According to the invention, chlorobenzene and thionyl chloride react to generate thionyl chloride in the presence of aluminum trichloride, and then the thionyl chloride reacts to generate the diphenylsulfone dichloride in the presence of hydrogen peroxide and cyanuric chloride.
2. According to the invention, the intermediate diphenyl sulfoxide is pulped and filtered through the sodium bicarbonate solvent, so that impurities in the intermediate diphenyl sulfoxide crude product are separated from the diphenyl sulfoxide in the first time, the purity of the intermediate diphenyl sulfoxide is improved, the HPLC purity of the obtained diphenyl sulfoxide is higher than 99.0%, the generation of byproducts in the subsequent reaction process is reduced, the purity of the prepared diphenyl sulfone is further improved finally, meanwhile, the whole refining process is simple to operate, and a low-cost harmless solvent is not used, so that the batch production is easy.
3. According to the invention, the toluene is reasonably designed while the toluene p-dichlorodiphenyl sulfone crude product is selected for recrystallization, so that the recrystallization effect of the dichlorodiphenyl sulfone crude product is greatly improved, and the HPLC purity of the finally obtained dichlorodiphenyl sulfone is more than 99.0%, even up to 99.5%; in addition, the refining process is simple in operation, low-cost harmless solvents are not used, and batch production is easy.
Detailed Description
The present invention will be further described in detail with reference to examples.
The experimental methods in the examples of the present invention, in which specific conditions are not specified, are generally conducted under conventional conditions or under conditions recommended by the manufacturer of the raw materials or goods. The reagents of specific origin are not noted and are commercially available conventional reagents.
The "filtration" operation of the present invention is only a way of separating solid and liquid, and does not refer to any operation, and in actual production, such as filtration or centrifugation, etc., are all of this type.
HPLC determination in the present invention was performed using a Thermo U3000 equipped with a DAD detector, chromatographic column: AQ C18 (2.1×50mm,1.7 μm) from Thermo corporation, mobile phase: phase A is composed of 0.14% Na 3PO4 aqueous solution (pH 6), phase B is composed of 0.14% Na 3PO4 (pH 6) methanol aqueous solution (methanol: water 1:1 v/v), methanol is chromatographic grade, and gradient elution is carried out; detection wavelength: 260-300 nm.
Example 1
Preparation of dichlorobenzene sulfoxide:
，
S1, adding chlorobenzene (22.4 g,0.2 mol) into a reaction bottle provided with a tail gas absorbing device, adding 12g of anhydrous aluminum trichloride, dropwise adding 9.6g of sulfoxide chloride at room temperature, heating to 70-80 ℃ after the dropwise adding is finished, and stirring for reacting for 2h;
s2, adding water into the reaction liquid, controlling the temperature not to exceed 80 ℃, heating and refluxing for reaction for 1h after the completion of the reaction, cooling, filtering, washing with sodium bicarbonate solution, and filtering to obtain 25.3g of diphenyl sulfoxide with the yield of 94%.
Example 2
Preparation of dichlorodiphenyl sulfone:
，
S1, taking 20g (0.07 mol) of the diphenyl sulfoxide prepared in the example 1, adding 13.8g of cyanuric chloride after adding dichloropropane for dissolution, then dropwise adding a 35% hydrogen peroxide (0.178 mol,17.3 g)/dichloropropane solution (the temperature is lower than 20 ℃), continuing stirring for reaction for 3 hours after the dropwise adding is finished (the reaction of the diphenyl sulfoxide is detected to be complete), cooling to 0-10 ℃, and filtering and washing to obtain a coarse product of the diphenyl sulfone;
S2, adding the crude product of the dichlorodiphenyl sulfone into toluene with the volume of 7 times, heating for dissolving, adding 5% of active carbon, refluxing for 1-2 h, hot filtering, cooling, stirring for crystallization, filtering to obtain 20g of dichlorodiphenyl sulfone, and detecting the purity by HPLC with the yield of 94%.
Example 3
Preparation of dichlorodiphenyl sulfone:
，
s1, weighing 10g of diphenyl sulfoxide prepared by the preparation method of the embodiment 1, adding 7.0g of cyanuric chloride after adding dichloropropane for dissolution, then dropwise adding 35% hydrogen peroxide (0.09 mol, about 8.7 g)/dichloropropane solution (the temperature is lower than 20 ℃), continuing stirring for reaction for 3 hours after the dropwise addition is finished (the reaction of the diphenyl sulfoxide is detected to be complete), cooling to 0-10 ℃, and filtering and washing to obtain a coarse product of the diphenyl sulfone;
S2, adding the crude product of the dichlorodiphenyl sulfone into toluene with the volume of 7 times, heating for dissolving, adding 5% of active carbon, refluxing for 1-2 h, hot filtering, cooling, stirring for crystallization, filtering to obtain 9.3g of dichlorodiphenyl sulfone, and detecting the purity by HPLC with the yield of 88%.
Example 4
Preparation of dichlorodiphenyl sulfone:
，
S1, weighing 10g of diphenyl sulfoxide prepared by the preparation method of the embodiment 1, adding 7.0g of cyanuric chloride after adding dichloropropane for dissolution, then dropwise adding 35% hydrogen peroxide (0.056 mol,5.4 g)/dichloropropane solution (the temperature is lower than 20 ℃), continuing stirring for reaction for 3 hours after the dropwise addition is finished (the reaction of the diphenyl sulfoxide is detected to be complete), cooling to 0-10 ℃, and filtering and washing to obtain a coarse product of the diphenyl sulfone;
S2, adding the crude product of the dichlorodiphenyl sulfone into toluene with the volume of 7 times, heating for dissolving, adding 5% of active carbon, refluxing for 1-2 h, hot filtering, cooling, stirring for crystallization, filtering to obtain 9.74g of dichlorodiphenyl sulfone, and detecting the purity by HPLC with the yield of 92%.
Example 5
Preparation of dichlorodiphenyl sulfone:
s1, adding 112.5kg of chlorobenzene, 61kg of anhydrous aluminum trichloride and 47.56kg of sulfoxide chloride into a dry and clean reaction kettle provided with a tail gas absorption device, after the dropwise addition is completed, preserving heat for 40min at 35-45 ℃, and then heating to 70-80 ℃ and stirring for reaction for 2-3h;
s2, metering tap water into another reaction kettle, slowly adding the reacted materials into the reaction kettle for hydrolysis, heating to 100 ℃ after the hydrolysis is finished, refluxing for 60min to fully hydrolyze the materials, cooling and filtering after the refluxing is finished to obtain a crude product of the dichlorobenzene sulfoxide, washing the crude product of the dichlorobenzene sulfoxide with sodium bicarbonate solution, and carrying out throwing filtration to obtain the dichlorobenzene sulfoxide;
S3, adding dichloropropane into the thionyl chloride to dissolve, then adding 93kg of cyanuric chloride in batches, then dripping 73kg of hydrogen peroxide/dichloropropane solution with the concentration of 35% (the temperature is lower than 30 ℃), continuing to stir and react for 2-4 hours after the dripping is finished (until the reaction of the thionyl chloride is completely detected), cooling to 0-10 ℃, and filtering and washing to obtain a coarse product of the dichlorodiphenyl sulfone;
S4, adding the crude product of the dichlorodiphenyl sulfone into toluene with the volume of 5 times, heating for dissolution, adding 10% of active carbon, refluxing for 1-2 h, hot press filtering, gradually cooling, stirring for crystallization, filtering to obtain 136.4kg of dichlorodiphenyl sulfone, and detecting the purity by HPLC with the total yield of 94.5%.
Claims (10)
1. A process for preparing dichlorodiphenyl sulfone comprising the steps of:
S1, in the presence of aluminum trichloride, enabling chlorobenzene to react with thionyl chloride to generate thionyl chloride;
s2, reacting the diphenyl sulfoxide dichloride in the presence of hydrogen peroxide and cyanuric chloride to generate the diphenyl sulfone dichloride.
2. The method for preparing dichlorodiphenyl sulfone according to claim 1, wherein in the step S1, the molar ratio of thionyl chloride to chlorobenzene is 1:2-1:5, and the molar ratio of aluminum trichloride to thionyl chloride is 1:0.8-1:2.
3. The method for preparing dichlorodiphenyl sulfone according to claim 1, wherein in the step S2, the molar ratio of hydrogen peroxide to diphenyl sulfoxide is 1.0-3.0, and the molar ratio of cyanuric chloride to hydrogen peroxide is 1:5-1:1.
4. The method for preparing dichlorodiphenyl sulfone according to claim 1, wherein the hydrogen peroxide is 35% hydrogen peroxide.
5. The method for preparing dichlorodiphenyl sulfone according to claim 1, wherein the specific operation procedure of step S1 is as follows: firstly, adding aluminum trichloride and chlorobenzene into a reaction bottle, and then adding thionyl chloride at room temperature; then stirring and reacting at 70-80 ℃; and finally, adding the reaction solution into water, carrying out reflux reaction, and cooling and filtering to obtain the dichlorobenzene sulfoxide.
6. The method for preparing dichlorodiphenyl sulfone according to claim 5, wherein the specific operation procedure of step S1 further comprises: pulping the dichlorobenzene sulfoxide with sodium bicarbonate solvent, and filtering.
7. The method for preparing dichlorodiphenyl sulfone according to claim 5, wherein the stirring reaction time is 1-4 hours and the reflux reaction time is 1-3 h hours.
8. The method for preparing dichlorodiphenyl sulfone according to claim 1, wherein the specific operation procedure of step S2 is as follows: firstly, adding dichloropropane to dissolve diphenyl sulfoxide; then adding cyanuric chloride and hydrogen peroxide; finally, stirring the mixture at room temperature for reaction, and cooling, filtering and washing after the reaction is completed to obtain the dichlorodiphenyl sulfone.
9. The method for preparing dichlorodiphenyl sulfone according to claim 8, wherein the specific operation procedure of step S2 further comprises: the dichlorodiphenyl sulfone is recrystallized from toluene in an amount of not less than 5 times the volume.
10. The method for preparing dichlorodiphenyl sulfone according to claim 8, wherein the stirring reaction time is 2-4 hours.
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| CN202311691218.1A CN117945960A (en) | 2023-12-11 | 2023-12-11 | Method for preparing dichlorodiphenyl sulfone |
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| CN202311691218.1A CN117945960A (en) | 2023-12-11 | 2023-12-11 | Method for preparing dichlorodiphenyl sulfone |
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