CN110358088B - Method for preparing polysulfone - Google Patents
Method for preparing polysulfone Download PDFInfo
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- CN110358088B CN110358088B CN201910492264.6A CN201910492264A CN110358088B CN 110358088 B CN110358088 B CN 110358088B CN 201910492264 A CN201910492264 A CN 201910492264A CN 110358088 B CN110358088 B CN 110358088B
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- preparing
- polysulfone
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- 229920002492 poly(sulfone) Polymers 0.000 title claims abstract description 30
- 238000000034 method Methods 0.000 title claims abstract description 24
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims abstract description 33
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 claims abstract description 30
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Substances [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 claims abstract description 26
- 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 claims abstract description 23
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 18
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims abstract description 16
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 15
- 229910000027 potassium carbonate Inorganic materials 0.000 claims abstract description 13
- 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 claims abstract description 12
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims abstract description 12
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 claims abstract description 12
- 239000007787 solid Substances 0.000 claims abstract description 12
- 238000000926 separation method Methods 0.000 claims abstract description 11
- 238000005406 washing Methods 0.000 claims abstract description 11
- 238000001035 drying Methods 0.000 claims abstract description 10
- 238000002156 mixing Methods 0.000 claims abstract description 10
- 229920000642 polymer Polymers 0.000 claims abstract description 10
- 238000010438 heat treatment Methods 0.000 claims abstract description 6
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 6
- 238000001816 cooling Methods 0.000 claims abstract description 5
- 239000008367 deionised water Substances 0.000 claims abstract description 5
- 229910021641 deionized water Inorganic materials 0.000 claims abstract description 5
- 238000004519 manufacturing process Methods 0.000 claims description 10
- 238000012668 chain scission Methods 0.000 abstract description 4
- ISWSIDIOOBJBQZ-UHFFFAOYSA-M phenolate Chemical compound [O-]C1=CC=CC=C1 ISWSIDIOOBJBQZ-UHFFFAOYSA-M 0.000 abstract description 3
- 229940031826 phenolate Drugs 0.000 abstract description 3
- 238000006243 chemical reaction Methods 0.000 description 6
- 238000006068 polycondensation reaction Methods 0.000 description 4
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- 230000035484 reaction time Effects 0.000 description 2
- 125000001174 sulfone group Chemical group 0.000 description 2
- 239000003513 alkali Substances 0.000 description 1
- 125000000732 arylene group Chemical group 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 238000000237 capillary viscometry Methods 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- WGMBWDBRVAKMOO-UHFFFAOYSA-L disodium;4-[2-(4-oxidophenyl)propan-2-yl]phenolate Chemical compound [Na+].[Na+].C=1C=C([O-])C=CC=1C(C)(C)C1=CC=C([O-])C=C1 WGMBWDBRVAKMOO-UHFFFAOYSA-L 0.000 description 1
- 238000005265 energy consumption Methods 0.000 description 1
- 238000001704 evaporation Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08G—MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C08G75/00—Macromolecular compounds obtained by reactions forming a linkage containing sulfur with or without nitrogen, oxygen, or carbon in the main chain of the macromolecule
- C08G75/20—Polysulfones
- C08G75/23—Polyethersulfones
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- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Medicinal Chemistry (AREA)
- Polymers & Plastics (AREA)
- Organic Chemistry (AREA)
- Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
- Polyethers (AREA)
Abstract
The invention provides a method for preparing polysulfone. The method of the invention comprises the following steps: (1) mixing and drying sodium hydroxide, potassium hydroxide and potassium carbonate according to the mass ratio of 1:1 (0.25-0.45); (2) mixing solid 4, 4' -dichlorodiphenyl sulfone, bisphenol A, dimethylacetamide, toluene and the mixed dry matter prepared in the step (1), and then carrying out water separation for 4 hours at the temperature of 136-144 ℃ under the protection of nitrogen; heating to 178-188 ℃ for polymerization reaction for 4 hours; (3) and after the polymerization reaction is finished, cooling to room temperature, settling the polymer into deionized water, washing and drying. The invention is convenient for quickly generating phenolate, shortens the water separation time, avoids the chain scission phenomenon and improves the quality of polymer products.
Description
The technical field is as follows:
the invention relates to a method for preparing polysulfone, belonging to the technical field of organic chemistry.
Background art:
polysulfone is a polymer having sulfone group (-SO) in the main chain2-) and arylene, having the english name polysufone (PSF or PSU for short). The industrial synthesis of polysulfone usually comprises the steps of reacting bisphenol A with sodium hydroxide solution in dimethyl sulfoxide solvent to generate bisphenol A sodium salt, evaporating water-carrying agent after salt forming reaction, adding solid 4, 4' -dichlorodiphenyl sulfone under the protection of nitrogen, stirring, gradually heating to carry out polycondensation reaction at 150-160 ℃ to generate polysulfone, and ending the polymerization reaction for about 3 hours (controlled by viscosity). The polymerization reaction has the disadvantages of complicated steps, complex process, long reaction time and high energy consumption. The salifying reaction time is long, the temperature in the reaction kettle reaches 160 ℃ after salifying is finished, and in order to ensure that the polycondensation reaction in the next step is not too violent, the temperature must be reduced to 120 ℃ first, and then the temperature is raised for polycondensation; in addition, the water generated in the salt-forming stage needs to be taken out of the system in time to prevent the reduction of the monomer concentration and the hydrolysis side reaction of the halogen-containing monomer at high temperature, so that sufficient water separation time is usually required to be ensured, which is usually 2.5-8.5h, and as a result, the whole period from the start of the salt-forming reaction to the completion of the polycondensation needs to be as long as 18 h. Moreover, the reaction period is long by adopting single sodium hydroxide strong base, so that the polymer is easy to age and the chain scission phenomenon is easy to occur.
The invention content is as follows:
the invention aims to provide a method for preparing polysulfone, which aims to solve the problems, facilitate the rapid generation of phenolate, shorten the water separation time, avoid the chain scission phenomenon and improve the quality of polymer products.
The above purpose is realized by the following technical scheme:
a method of preparing a polysulfone, the method comprising the steps of:
(1) mixing and drying sodium hydroxide, potassium hydroxide and potassium carbonate according to the mass ratio of 1:1 (0.25-0.45);
(2) mixing solid 4, 4' -dichlorodiphenyl sulfone, bisphenol A, dimethylacetamide, toluene and the mixed dry matter prepared in the step (1), and then carrying out water separation for 4 hours at the temperature of 136-144 ℃ under the protection of nitrogen; heating to 178-188 ℃ for polymerization reaction for 4 hours;
(3) and after the polymerization reaction is finished, cooling to room temperature, settling the polymer into deionized water, washing and drying.
In the method for preparing polysulfone, granular potassium carbonate with the granularity of 100-600 meshes is adopted as the potassium carbonate in the step (1).
In the method for preparing polysulfone, the solid 4, 4' -dichlorodiphenyl sulfone in the step (2), bisphenol A, dimethylacetamide and toluene, and the mixed dry matter prepared in the step (1) have the following feeding proportion: the weight parts of the components are as follows: taking 50 parts by weight of solid 4, 4' -dichlorodiphenyl sulfone, 50 parts by weight of bisphenol A, 30 parts by weight of dimethylacetamide, 1.95-2.13 parts by weight of the mixed dry matter prepared in the step (1) and 15 parts by weight of toluene.
In the method for preparing polysulfone, the water separation temperature in the step (2) is preferably 140 ℃.
In the method for preparing polysulfone, the polymerization temperature in the step (2) is preferably 180 ℃.
The polysulfone production process described above, wherein the washing in step (3) is carried out at a temperature of 75 to 85 ℃.
In the method for preparing polysulfone, the washing times in the step (3) are 5 times.
The invention has the advantages that: through a plurality of experiments of the inventor, the sodium hydroxide, the potassium hydroxide and the potassium carbonate are mixed and dried according to the mass ratio of 1:1 (0.25-0.45), and then the mixture is put into reaction, so that the phenolate is conveniently and rapidly generated, the water separation time is shortened, the production cost is reduced, the chain scission phenomenon is favorably avoided, and the quality of a polymer product is improved.
The specific implementation mode is as follows:
a method of preparing a polysulfone, the method comprising the steps of:
(1) mixing and drying sodium hydroxide, potassium hydroxide and potassium carbonate according to the mass ratio of 1:1 (0.25-0.45);
(2) mixing solid 4, 4' -dichlorodiphenyl sulfone, bisphenol A, dimethylacetamide, toluene and the mixed dry matter prepared in the step (1), and then carrying out water separation for 4 hours at the temperature of 136-144 ℃ under the protection of nitrogen; heating to 178-188 ℃ for polymerization reaction for 4 hours;
(3) and after the polymerization reaction is finished, cooling to room temperature, settling the polymer into deionized water, washing and drying.
In the method for preparing polysulfone, granular potassium carbonate with the granularity of 100-600 meshes is adopted as the potassium carbonate in the step (1).
In the method for preparing polysulfone, the solid 4, 4' -dichlorodiphenyl sulfone in the step (2), bisphenol A, dimethylacetamide and toluene, and the mixed dry matter prepared in the step (1) have the following feeding proportion: the weight parts of the components are as follows: taking 50 parts by weight of solid 4, 4' -dichlorodiphenyl sulfone, 50 parts by weight of bisphenol A, 30 parts by weight of dimethylacetamide, 1.95-2.13 parts by weight of the mixed dry matter prepared in the step (1) and 15 parts by weight of toluene.
In the method for preparing polysulfone, the water separation temperature in the step (2) is preferably 140 ℃.
In the method for preparing polysulfone, the polymerization temperature in the step (2) is preferably 180 ℃.
The polysulfone production process described above, wherein the washing in step (3) is carried out at a temperature of 75 to 85 ℃.
In the method for preparing polysulfone, the washing times in the step (3) are 5 times.
The specific embodiment is as follows:
sodium hydroxide, potassium carbonate were mixed and dried as in table 1 below; then solid 4, 4' -dichlorodiphenyl sulfone (DCDPS), bisphenol A (BPA), Dimethylacetamide (DMAC), toluene (Tol), sodium hydroxide (NaOH), potassium hydroxide (KOH) and potassium carbonate (K) after mixing and drying2CO3) Mixing the mixed dry substances, and then under the protection of nitrogen, dividing water for 4 hours at 140 ℃; heating to 180 ℃ for polymerization reaction for 4 hours; after the polymerization reaction is finished, cooling to room temperature, settling the polymer into deionized water, washing for 5 times at 80 ℃ and drying, and testing the intrinsic viscosity as follows: the viscosity was measured by the usual capillary viscometry with an Ubbelohde viscometer in the following manner:
it can be seen from the above comparative examples and examples that under the same reaction conditions and the same main material proportioning conditions, a product with higher intrinsic viscosity can be obtained by using the mixed alkali, and the production period is shortened.
The above are only the best embodiments of the present invention, and the method of the present invention includes but is not limited to the above embodiments, and the present invention is not limited to the matters described above, which belong to the common general knowledge of those skilled in the art.
Claims (7)
1. A method for preparing polysulfone is characterized in that: the method comprises the following steps:
(1) mixing and drying sodium hydroxide, potassium hydroxide and potassium carbonate according to the mass ratio of 1:1 (0.25-0.45) to obtain a mixed dry matter;
(2) mixing solid 4, 4' -dichlorodiphenyl sulfone, bisphenol A, dimethylacetamide, toluene and the mixed dry matter prepared in the step (1), and then carrying out water separation for 4 hours at the temperature of 136-144 ℃ under the protection of nitrogen; heating to 178-188 ℃ for polymerization reaction for 4 hours;
(3) and after the polymerization reaction is finished, cooling to room temperature, settling the polymer into deionized water, washing and drying.
2. The process for preparing a polysulfone according to claim 1, wherein: the potassium carbonate in the step (1) is granular potassium carbonate with the granularity of 100-600 meshes.
3. The process for preparing a polysulfone according to claim 1, wherein: the solid 4, 4' -dichlorodiphenyl sulfone in the step (2), bisphenol A, dimethylacetamide, toluene and the mixed dry matter prepared in the step (1) are fed in the following proportions: taking 50 parts by weight of solid 4, 4' -dichlorodiphenyl sulfone, 50 parts by weight of bisphenol A, 30 parts by weight of dimethylacetamide, 1.95-2.13 parts by weight of the mixed dry matter prepared in the step (1) and 15 parts by weight of toluene.
4. The process for preparing a polysulfone according to claim 1, wherein: the water separation temperature in the step (2) is preferably 140 ℃.
5. The process for preparing a polysulfone according to claim 1, wherein: the polymerization temperature in the step (2) is preferably 180 ℃.
6. The process for preparing a polysulfone according to claim 1, wherein: the washing in step (3) is carried out at a temperature of 75 to 85 ℃.
7. The process for preparing a polysulfone according to claim 1, wherein: the number of washing times in the step (3) is 5.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201910492264.6A CN110358088B (en) | 2019-06-06 | 2019-06-06 | Method for preparing polysulfone |
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| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| CN201910492264.6A CN110358088B (en) | 2019-06-06 | 2019-06-06 | Method for preparing polysulfone |
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| Publication Number | Publication Date |
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| CN110358088A CN110358088A (en) | 2019-10-22 |
| CN110358088B true CN110358088B (en) | 2020-04-07 |
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Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2815719C1 (en) * | 2023-07-19 | 2024-03-20 | Акционерное общество "Институт пластмасс имени Г.С. Петрова" | Method of producing aromatic polysulphones |
Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2000290506A (en) * | 1999-04-09 | 2000-10-17 | Kanegafuchi Chem Ind Co Ltd | Polysulfone resin composition and preparation |
| WO2013041062A1 (en) * | 2011-09-23 | 2013-03-28 | Beijing Normal University | Process for preparing polysulfone |
| CN105330861A (en) * | 2015-11-30 | 2016-02-17 | 广东优巨先进材料研究有限公司 | High-transparent polysulfone resin and preparation method thereof |
| CN105330842A (en) * | 2015-11-30 | 2016-02-17 | 江门市优巨新材料有限公司 | Synthesis method of high-transparency polysulfone resin containing cycloalkyl group substituted phenol |
| CN105330862A (en) * | 2015-11-30 | 2016-02-17 | 江门市优巨新材料有限公司 | Preparation method of high-performance modified polysulfone resin |
| CN105418924A (en) * | 2015-11-30 | 2016-03-23 | 广东优巨先进材料研究有限公司 | High-strength polysulfone resin and preparation method thereof |
-
2019
- 2019-06-06 CN CN201910492264.6A patent/CN110358088B/en active Active
Patent Citations (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2000290506A (en) * | 1999-04-09 | 2000-10-17 | Kanegafuchi Chem Ind Co Ltd | Polysulfone resin composition and preparation |
| WO2013041062A1 (en) * | 2011-09-23 | 2013-03-28 | Beijing Normal University | Process for preparing polysulfone |
| CN105330861A (en) * | 2015-11-30 | 2016-02-17 | 广东优巨先进材料研究有限公司 | High-transparent polysulfone resin and preparation method thereof |
| CN105330842A (en) * | 2015-11-30 | 2016-02-17 | 江门市优巨新材料有限公司 | Synthesis method of high-transparency polysulfone resin containing cycloalkyl group substituted phenol |
| CN105330862A (en) * | 2015-11-30 | 2016-02-17 | 江门市优巨新材料有限公司 | Preparation method of high-performance modified polysulfone resin |
| CN105418924A (en) * | 2015-11-30 | 2016-03-23 | 广东优巨先进材料研究有限公司 | High-strength polysulfone resin and preparation method thereof |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| RU2815719C1 (en) * | 2023-07-19 | 2024-03-20 | Акционерное общество "Институт пластмасс имени Г.С. Петрова" | Method of producing aromatic polysulphones |
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| CN110358088A (en) | 2019-10-22 |
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