CN110358088A - A method of preparing polysulfones - Google Patents
A method of preparing polysulfones Download PDFInfo
- Publication number
- CN110358088A CN110358088A CN201910492264.6A CN201910492264A CN110358088A CN 110358088 A CN110358088 A CN 110358088A CN 201910492264 A CN201910492264 A CN 201910492264A CN 110358088 A CN110358088 A CN 110358088A
- Authority
- CN
- China
- Prior art keywords
- preparing
- weight
- polysulfones
- parts
- bisphenol
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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Links
- 238000000034 method Methods 0.000 title claims abstract description 36
- 229920002492 poly(sulfone) Polymers 0.000 title claims abstract description 31
- 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 27
- 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
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 claims abstract description 23
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 claims abstract description 19
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 13
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims abstract description 12
- 238000006116 polymerization reaction Methods 0.000 claims abstract description 12
- 239000007787 solid Substances 0.000 claims abstract description 12
- 229940106691 bisphenol a Drugs 0.000 claims abstract description 11
- 229910000027 potassium carbonate Inorganic materials 0.000 claims abstract description 11
- FXHOOIRPVKKKFG-UHFFFAOYSA-N N,N-Dimethylacetamide Chemical compound CN(C)C(C)=O FXHOOIRPVKKKFG-UHFFFAOYSA-N 0.000 claims abstract description 10
- 229940113088 dimethylacetamide Drugs 0.000 claims abstract description 10
- 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 7
- 229910052757 nitrogen Inorganic materials 0.000 claims abstract description 6
- 229920000642 polymer Polymers 0.000 claims abstract description 6
- 238000002156 mixing Methods 0.000 claims abstract description 5
- 238000010792 warming Methods 0.000 claims abstract description 5
- 239000008367 deionised water Substances 0.000 claims abstract description 4
- 229910021641 deionized water Inorganic materials 0.000 claims abstract description 4
- 238000002360 preparation method Methods 0.000 claims abstract description 4
- 238000006243 chemical reaction Methods 0.000 claims description 6
- 238000005406 washing Methods 0.000 claims description 6
- 239000004615 ingredient Substances 0.000 claims description 4
- 238000001035 drying Methods 0.000 claims description 3
- KZTYYGOKRVBIMI-UHFFFAOYSA-N diphenyl sulfone Chemical compound C=1C=CC=CC=1S(=O)(=O)C1=CC=CC=C1 KZTYYGOKRVBIMI-UHFFFAOYSA-N 0.000 claims 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims 1
- 239000008187 granular material Substances 0.000 claims 1
- 238000003776 cleavage reaction Methods 0.000 abstract description 4
- 230000007017 scission Effects 0.000 abstract description 4
- DLFVBJFMPXGRIB-UHFFFAOYSA-N Acetamide Chemical compound CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 description 4
- 238000006068 polycondensation reaction Methods 0.000 description 4
- 230000035484 reaction time Effects 0.000 description 3
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000000178 monomer Substances 0.000 description 2
- 150000003457 sulfones Chemical class 0.000 description 2
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 230000008859 change Effects 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 238000002242 deionisation method Methods 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
- 229910052736 halogen Inorganic materials 0.000 description 1
- 150000002367 halogens Chemical class 0.000 description 1
- 230000003301 hydrolyzing effect Effects 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 description 1
- 238000003786 synthesis reaction Methods 0.000 description 1
- 229920005992 thermoplastic resin Polymers 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
Landscapes
- 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 present invention provides a kind of method for preparing polysulfones.The method of the present invention includes following steps: (1) being in mass ratio 1:1:(0.25-0.45) sodium hydroxide, potassium hydroxide, potassium carbonate are mixed and dried；(2) after mixing the hybrid dry matter of 4,4 '-dichloro diphenylsulfone of solid, bisphenol-A, dimethyl acetamide, toluene, step (1) preparation under nitrogen protection, water is divided at 136-144 DEG C 4 hours；It is warming up to polymerization reaction 4 hours at 178-188 DEG C；(3) it is cooled to room temperature after the completion of polymerization reaction, polymer is settled down in deionized water, washs and dries.The present invention shortens water-separating time, avoids chain cleavage, improve polymeric articles quality convenient for quickly generating phenates.
Description
Technical field:
The present invention relates to a kind of methods for preparing polysulfones, belong to technical field of organic chemistry.
Background technique:
Polysulfones is to contain sulfuryl (- SO in molecular backbone2) and arlydene thermoplastic resin, English name Polysulfone(letter
Claim PSF or PSU).Industrial synthesis polysulfones is usually first reacted life by bisphenol-A and sodium hydroxide solution in dimethyl sulfoxide solvent
At bisphenol A disodium salt, water entrainer is steamed after salt-forming reaction, and 4,4 '-dichlorophenyl of solid is then added under nitrogen protection
Sulfone starts stirring, then is gradually warmed up and carries out polycondensation reaction generation polysulfones, the polymerization reaction about 3h or so knot at 150-160 DEG C
Beam (is controlled) by viscosity.This polymerization procedure is cumbersome, and complex process, the reaction time is long, and energy consumption is high.Above-mentioned salt-forming reaction
Time is long, and at salt after reactor temperature up to 160 DEG C, in order to guarantee the polycondensation reaction of next step not excessively acutely,
120 DEG C must be first cooled to, then heats up again and carries out polycondensation；In addition, the water that salt-forming stage generates, need to take system out of in time, with
When preventing the reduction of monomer concentration and the hydrolytic side reactions of halogen monomer under high temperature, therefore usually requiring to guarantee enough point of water
Between, this is usually 2.5-8.5h, and as a result until polycondensation is completed since salt-forming reaction, whole cycle is needed up to 18h.Moreover,
It is long reaction time using single sodium hydroxide highly basic progress, it is be easy to cause polymer aging, chain cleavage occurs.
Summary of the invention:
The purpose of the present invention is providing a kind of method for preparing polysulfones in view of the above problems, convenient for quickly generating phenates,
Shorten water-separating time, avoid chain cleavage, improves polymeric articles quality.
Above-mentioned purpose is realized by following technical scheme:
A method of polysulfones being prepared, this method comprises the following steps:
(1) in mass ratio it is 1:1:(0.25-0.45) sodium hydroxide, potassium hydroxide, potassium carbonate are mixed and dried；
(2) combination drying for preparing 4,4 '-dichloro diphenylsulfone of solid, bisphenol-A, dimethyl acetamide, toluene, step (1)
After object mixing under nitrogen protection, water is divided at 136-144 DEG C 4 hours；It is warming up to polymerization reaction 4 hours at 178-188 DEG C；
(3) it is cooled to room temperature after the completion of polymerization reaction, polymer is settled down in deionized water, washs and dries.
The method for preparing polysulfones, potassium carbonate as described in step (1) use graininess potassium carbonate, granularity 100-
600 mesh.
The method for preparing polysulfones, 4,4 '-dichloro diphenylsulfone of solid described in step (2), bisphenol-A, diformazan
The ingredient proportion of hybrid dry matter prepared by yl acetamide, toluene, step (1) are as follows: the parts by weight of each component are as follows: solid 4,
4 '-dichloro diphenylsulfones take 50 parts by weight, bisphenol-A that 50 parts by weight, dimethyl acetamide is taken to take 30 parts by weight, step (1) preparation
Hybrid dry matter 1.95-2.13 parts by weight, 15 parts by weight of toluene.
The method for preparing polysulfones divides preferably 140 DEG C of coolant-temperature gage described in step (2).
The method for preparing polysulfones, preferably 180 DEG C of polymeric reaction temperature described in step (2).
The method for preparing polysulfones, washing described in step (3) are carried out at 75-85 DEG C of temperature.
The method for preparing polysulfones, washing times described in step (3) are 5 times.
The invention has the advantages that: found by inventor's test of many times, use mass ratio for 1:1:(0.25-0.45) by hydrogen-oxygen
Change after sodium, potassium hydroxide, potassium carbonate are mixed and dried and put into reaction, convenient for quickly generating phenates, shortens water-separating time, to drop
Low production cost, and be conducive to avoid chain cleavage, improve polymeric articles quality.
Specific embodiment:
A method of polysulfones being prepared, this method comprises the following steps:
(1) in mass ratio it is 1:1:(0.25-0.45) sodium hydroxide, potassium hydroxide, potassium carbonate are mixed and dried；
(2) combination drying for preparing 4,4 '-dichloro diphenylsulfone of solid, bisphenol-A, dimethyl acetamide, toluene, step (1)
After object mixing under nitrogen protection, water is divided at 136-144 DEG C 4 hours；It is warming up to polymerization reaction 4 hours at 178-188 DEG C；
(3) it is cooled to room temperature after the completion of polymerization reaction, polymer is settled down in deionized water, washs and dries.
The method for preparing polysulfones, potassium carbonate as described in step (1) use graininess potassium carbonate, granularity 100-
600 mesh.
The method for preparing polysulfones, 4,4 '-dichloro diphenylsulfone of solid described in step (2), bisphenol-A, diformazan
The ingredient proportion of hybrid dry matter prepared by yl acetamide, toluene, step (1) are as follows: the parts by weight of each component are as follows: solid 4,
4 '-dichloro diphenylsulfones take 50 parts by weight, bisphenol-A that 50 parts by weight, dimethyl acetamide is taken to take 30 parts by weight, step (1) preparation
Hybrid dry matter 1.95-2.13 parts by weight, 15 parts by weight of toluene.
The method for preparing polysulfones divides preferably 140 DEG C of coolant-temperature gage described in step (2).
The method for preparing polysulfones, preferably 180 DEG C of polymeric reaction temperature described in step (2).
The method for preparing polysulfones, washing described in step (3) are carried out at 75-85 DEG C of temperature.
The method for preparing polysulfones, washing times described in step (3) are 5 times.
Specific embodiment:
Sodium hydroxide, potassium hydroxide, potassium carbonate being mixed and being dried according to following table 1；Then by 4,4 '-dichloro of solid
Base sulfone (DCDPS), bisphenol-A (BPA), dimethyl acetamide (DMAC), toluene (Tol), mix and dry after sodium hydroxide
(NaOH), potassium hydroxide (KOH), potassium carbonate (K2CO3) hybrid dry matter mixing after under nitrogen protection, water 4 is divided at 140 DEG C
Hour；It is warming up to polymerization reaction 4 hours at 180 DEG C；It is cooled to room temperature after the completion of polymerization reaction, polymer is settled down to deionization
In water, 80 DEG C are washed 5 times and are dried, and test characteristic viscosity is as follows: the measuring method of the present embodiment medium viscosity is according to common
Capillary flow measuring method carries out viscosimetric analysis with Ubbelohde viscometer:
It can be seen that under the conditions of equivalent responses by the above comparative example and embodiment, under identical major ingredient conditions of mixture ratios, use
Mixed base can obtain higher inherent viscosity product, shorten the production cycle.
The above is only highly preferred embodiment of the present invention, the method for the present invention includes but be not limited to the above embodiments, the present invention
Unaccomplished matter, belong to the common knowledge of those skilled in the art.
Claims (7)
1. a kind of method for preparing polysulfones, it is characterized in that: this method comprises the following steps:
(1) in mass ratio it is 1:1:(0.25-0.45) sodium hydroxide, potassium hydroxide, potassium carbonate are mixed and dried；
(2) combination drying for preparing 4,4 '-dichloro diphenylsulfone of solid, bisphenol-A, dimethyl acetamide, toluene, step (1)
After object mixing under nitrogen protection, water is divided at 136-144 DEG C 4 hours；It is warming up to polymerization reaction 4 hours at 178-188 DEG C；
(3) it is cooled to room temperature after the completion of polymerization reaction, polymer is settled down in deionized water, washs and dries.
2. the method according to claim 1 for preparing polysulfones, it is characterized in that: potassium carbonate as described in step (1) use
Pottasium carbonate granules, granularity are 100-600 mesh.
3. the method according to claim 1 for preparing polysulfones, it is characterized in that: 4,4 '-dichloro of solid described in step (2)
The ingredient proportion of hybrid dry matter prepared by diphenyl sulfone, bisphenol-A, dimethyl acetamide, toluene, step (1) are as follows: each component
Parts by weight are as follows: 4,4 '-dichloro diphenylsulfone of solid takes 50 parts by weight, bisphenol-A that 50 parts by weight, dimethyl acetamide is taken to take 30
Parts by weight, hybrid dry matter 1.95-2.13 parts by weight, 15 parts by weight of toluene of step (1) preparation.
4. the method according to claim 1 for preparing polysulfones, it is characterized in that: dividing coolant-temperature gage preferred described in step (2)
140℃。
5. the method according to claim 1 for preparing polysulfones, it is characterized in that: polymeric reaction temperature described in step (2)
It is preferred that 180 DEG C.
6. the method according to claim 1 for preparing polysulfones, it is characterized in that: washing described in step (3) is in temperature
It is carried out at 75-85 DEG C.
7. the method according to claim 1 for preparing polysulfones, it is characterized in that: washing times described in step (3) are 5
It is secondary.
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| CN201910492264.6A CN110358088B (en) | 2019-06-06 | 2019-06-06 | Method for preparing polysulfone |
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| CN201910492264.6A CN110358088B (en) | 2019-06-06 | 2019-06-06 | Method for preparing polysulfone |
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| CN110358088B CN110358088B (en) | 2020-04-07 |
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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 |
| 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 |
| 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 |
| 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 |
| 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 |
| 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 |
| 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 |
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