CN109354686A - A kind of preparation method of polysulfones resinoid - Google Patents
A kind of preparation method of polysulfones resinoid Download PDFInfo
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- CN109354686A CN109354686A CN201811398231.7A CN201811398231A CN109354686A CN 109354686 A CN109354686 A CN 109354686A CN 201811398231 A CN201811398231 A CN 201811398231A CN 109354686 A CN109354686 A CN 109354686A
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- 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
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Abstract
The present invention provides a kind of preparation methods of polysulfones resinoid, are related to polymeric material field.The present invention first ensure that condition of the reaction monomers with molar ratio for 1:1 occurs polymerization reaction and greatly improve the speed of polymerization reaction at polymerization after salt, shorten the reaction time.Meanwhile proceeding to after a certain period of time in polymerization reaction, end-capping reagent, which is added, makes the reaction monomers that certain depolymerisation occur while polymerization reaction occurs, and to reach control polymerization reaction progress, and achievees the purpose that terminate reaction.Record according to the embodiment, the weight average molecular weight for the polysulfones resinoid being prepared using preparation method of the present invention are 7~100,000, and melt index is 10~30g/10min (365 DEG C, 5kg), and molecular weight distribution Mn/Mw is 1.4~1.5.
Description
Technical field
The present invention relates to technical field of polymer materials more particularly to a kind of preparation methods of polysulfones resinoid.
Background technique
Polysulfones resinoid is a kind of high performance engineering plastics, due to they have heat resistance, hot water resistance, creep resistance,
Dimensional stability, impact resistance, chemical resistance, nontoxic and fire-retardant etc. performances, make its electronics, electric appliance, machinery, automobile,
Medical apparatus, food processing and the fields such as stickness paint are not widely used.
Currently, during preparing polysulfones resinoid, since reaction monomers are under conditions of molar ratio is 1:1, reaction
Rate is very fast, can not accurately obtain the target product with certain molecular weight and hot-working character.Therefore, more in the prior art
Reaction monomers are taken to be greater than 1:1 or carry out less than under conditions of 1:1, preferably to control the progress of reaction.
Summary of the invention
The purpose of the present invention is to provide a kind of reaction monomers under conditions of molar ratio is 1:1, can accurately be had
There is certain molecular weight and hot-working character polysulfones resinoid.
In order to achieve the above-mentioned object of the invention, the present invention the following technical schemes are provided:
The present invention provides a kind of preparation methods of polysulfones resinoid, comprising the following steps:
By reaction monomers, salt forming agent, aqua and sulfolane is divided to mix, salt-forming reaction occurs, obtains into salt system；
By it is described heat up at salt system after polymerization reaction occurs, resulting polymers system is mixed with end-capping reagent after 2~4 hours
It closes, is blocked, obtain polysulfones resinoid；
Wherein, the reaction monomers are 4,4'- dichloro diphenyl sulfone and bisphenols derivatives monomer；
The bisphenols derivatives monomer is 4,4'- '-biphenyl diphenol, 4,4' dihydroxydiphenylsulisomer or bis- (the 4- hydroxyls of 2,2-
Phenyl) propane；
The molar ratio of the 4,4'- dichloro diphenyl sulfone and bisphenols derivatives monomer is 1:1.
Preferably, the salt forming agent is one or more of sodium carbonate, potassium carbonate and sodium hydroxide.
Preferably, the molar ratio of the salt forming agent and reaction monomers is (0.5~0.6): 1.
Preferably, described that aqua is divided to be one or more of toluene, dimethylbenzene, ethylbenzene and diethylbenzene.
Preferably, the reaction monomers, salt forming agent, divide aqua and sulfolane to mix after in gained system reaction monomers consolidate
Content is 20%~40%.
Preferably, the temperature of the salt-forming reaction is 200~210 DEG C, and the time of the salt-forming reaction is 1~2 hour.
Preferably, the temperature of the polymerization reaction is 220~230 DEG C.
Preferably, the end-capping reagent is 4- chloro-diphenyl sulfone, seals to methyl benzoyl chloride, chlorobenzoyl chloride and 4- fluorine benzophenone
Hold one or more of agent.
Preferably, the molar ratio of the end-capping reagent and reaction monomers is (0.5~3): 100.
Preferably, the temperature of the sealing end is 220~230 DEG C.
The present invention provides a kind of preparation methods of polysulfones resinoid, comprising the following steps: by reaction monomers, salt forming agent,
Divide aqua and sulfolane mixing, salt-forming reaction occurs, obtains into salt system；By it is described heat up at salt system after that polymerization occurs is anti-
It answers, resulting polymers system is mixed with end-capping reagent after 2~4 hours, is blocked, polysulfones resinoid is obtained；Wherein, described anti-
Answering monomer is 4,4'- dichloro diphenyl sulfone and bisphenols derivatives monomer；The bisphenols derivatives monomer is 4,4'- biphenyl two
Phenol, 4,4' dihydroxydiphenylsulisomer or bis- (4- hydroxy phenyl) propane of 2,2-；The 4,4'- dichloro diphenyl sulfone and bisphenols are derivative
The molar ratio of object monomer is 1:1.It is poly- that the present invention first ensure that condition of the reaction monomers with molar ratio for 1:1 occurs at polymerization after salt
It closes reaction and greatly improves the speed of polymerization reaction, shorten the reaction time.Meanwhile proceeding to certain time in polymerization reaction
Afterwards, end-capping reagent is added makes the reaction monomers that certain depolymerisation occur while polymerization reaction occurs, to reach control
Polymerization reaction progress, and achieve the purpose that terminate reaction.Record according to the embodiment utilizes preparation method system of the present invention
The weight average molecular weight of standby obtained polysulfones resinoid is 7~100,000, and melt index is 10~30g/10min (365 DEG C, 5kg), point
Son amount distribution Mn/Mw is 1.4~1.5.
Specific embodiment
The present invention provides a kind of preparation methods of polysulfones resinoid, comprising the following steps:
By reaction monomers, salt forming agent, aqua and sulfolane is divided to mix, salt-forming reaction occurs, obtains into salt system；
By it is described heat up at salt system after polymerization reaction occurs, resulting polymers system is mixed with end-capping reagent after 2~4 hours
It closes, is blocked, obtain polysulfones resinoid；
Wherein, the reaction monomers are 4,4'- dichloro diphenyl sulfone and bisphenols derivatives monomer；
The bisphenols derivatives monomer is 4,4'- '-biphenyl diphenol, 4,4' dihydroxydiphenylsulisomer or bis- (the 4- hydroxyls of 2,2-
Phenyl) propane；
The molar ratio of the 4,4'- dichloro diphenyl sulfone and bisphenols derivatives monomer is 1:1.
In the present invention, the reaction process for preparing polysulfones resinoid is as follows:
In the present invention, if without specified otherwise, all raw materials are commercial product well known to those skilled in the art.
The present invention by reaction monomers, salt forming agent, divide aqua and sulfolane to mix, salt-forming reaction occurs, obtains into salt system.
In the present invention, the reaction monomers are 4,4'- dichloro diphenyl sulfone and bisphenols derivatives monomer；The 4,4'- dichloro
The molar ratio of sulfone and bisphenols derivatives monomer is 1:1；The bisphenols derivatives monomer is 4,4'- '-biphenyl diphenol, 4,4' bis-
Hydroxyl diphenyl sulphone (DPS) or bis- (4- hydroxy phenyl) propane of 2,2-.
In the present invention, the salt forming agent is preferably one or more of sodium carbonate, potassium carbonate and sodium hydroxide；Work as institute
State salt forming agent be above-mentioned specific substance in it is two or more when, the present invention to the specific substance proportion it is no any special
It limits, can be mixed by any proportion.In the present invention, the molar ratio of the salt forming agent and reaction monomers is preferably
(0.5~0.6): 1, more preferably (0.52~0.58): 1, most preferably (0.54~0.56): 1.
In the present invention, described that aqua is divided to be preferably one or more of toluene, dimethylbenzene, ethylbenzene and diethylbenzene；When
When described point of aqua is two or more in above-mentioned specific substance, the present invention is no to the proportion of the specific substance any special
Restriction, can be mixed by any proportion.In the present invention, the mass ratio for dividing aqua and sulfolane is preferably
(10~25): 100, more preferably (15~20): 100.
In the present invention, it is described divide aqua be conducive to the separation of the water in salt-forming reaction stage thoroughly, be conducive to reaction into
Row, meanwhile, energy consumption is reduced, avoiding salt-forming stage temperature excessively high influences the oxidation of monomer, and then obtains the better polysulfones of performance
Resinoid.
In the present invention, the reaction monomers, salt forming agent, divide aqua and sulfolane to mix after gained system solid content it is preferred
It is 20%~40%, more preferably 25%~35%, most preferably 28%~32%.
In the present invention, the reaction monomers, salt forming agent, divide the mixing of aqua and sulfolane preferably by sulfolane successively
With reaction monomers, salt forming agent and aqua is divided to mix.In the present invention, the sulfolane is preferably liquid sulfolane.
In the present invention, the mixed temperature is preferably 70~90 DEG C, and more preferably 75~85 DEG C, most preferably 78~
82℃.In the present invention, the mixing preferably carries out under stirring conditions, and the present invention is no any special to the stirring
It limits, is stirred using whipping process well known to those skilled in the art.
In the present invention, the temperature of the salt-forming reaction is preferably 200~210 DEG C, more preferably 202~208 DEG C, optimal
It is selected as 204~206 DEG C；In the present invention, the time of the salt-forming reaction is preferably 1~2 hour, and more preferably 1.2~1.8 is small
When, most preferably 1.4~1.6 hours.In the present invention, the salt-forming reaction preferably carries out under stirring conditions, the present invention
To the no any special restriction of stirring, it is stirred using whipping process well known to those skilled in the art.
In the present invention, the device of the salt-forming reaction preferably be equipped be connected with nitrogen tube, the water segregator with condenser pipe,
The stainless steel cauldron of polymerization mucus monitoring viscosity meter in high-efficiency stirrer and kettle.In the present invention, the salt-forming reaction is opened
After beginning, water in system and divide aqua azeotropic, begins with cooling water in condenser pipe and drip, be layered in water segregator, not with reaction
Water is fewer and fewer in disconnected progress azeotropic system, and unobvious rear as salt-forming reaction is discharged in condenser pipe and is completed.
After obtaining into salt system, the present invention by it is described heat up at salt system after polymerization reaction occurs, by institute after 2~4 hours
It obtains polymerization system to mix with end-capping reagent, is blocked, obtain polysulfones resinoid.
In the present invention, the temperature of the polymerization reaction is preferably 220~230 DEG C, more preferably 222~228 DEG C, optimal
It is selected as 224~226 DEG C.In the present invention, the opportunity polymerization system that polymerization reaction obtains mixed with end-capping reagent is to occur to gather
Close reaction 2~4 hours, more preferably 2.5~3.5 hours, most preferably 2.8~3.2 hours.
In the present invention, the device of the polymerization reaction preferably be equipped be connected with nitrogen tube, the water segregator with condenser pipe,
The stainless steel cauldron of polymerization mucus monitoring viscosity meter in high-efficiency stirrer and kettle.In the present invention, when polymerization reaction occurs 2
After~4 hours, the polymerization mucous viscosity shown in polymerization mucus monitoring viscosity meter in reaction kettle reaches 6500~7500Pas,
It can be mixed with end-capping reagent.
In the present invention, the end-capping reagent is preferably 4- chloro-diphenyl sulfone, to methyl benzoyl chloride, chlorobenzoyl chloride and 4- fluorine two
One or more of Benzophenone end-capping reagent；When the end-capping reagent be above-mentioned specific substance in it is two or more when, the present invention couple
The ratio of the specific substance does not have any special restriction, can be mixed by any proportion.
In the present invention, the molar ratio of the end-capping reagent and reaction monomers is preferably (0.5~3): 100, more preferably
(0.8~2.5): 100, most preferably (1.5~2): 100.
In the present invention, the temperature of the sealing end is preferably 220~230 DEG C, and more preferably 222~228 DEG C, most preferably
224~226 DEG C；In the present invention, the temperature of the sealing end is preferably consistent with the temperature of polymerization reaction.The present invention is to the sealing end
Time there is no any special restriction, reach the polymerization mucous viscosity shown in reaction kettle in polymerization mucus monitoring viscosity meter
4500~6000Pas.
It in the present invention, further preferably include carrying out cooling to obtained end-cap product system, washing after the completion of the sealing end
It washs, filter and dries, obtain polysulfones resinoid.
The present invention any special restriction no to the cooling, using cooling procedure well known to those skilled in the art into
Row is cooling.
In the present invention, deionized water boiling washing, in the present invention, the number of the washing are preferably used in the washing
Preferably 1~10 time, more preferably 6~8 times.In the present invention, the purpose of the washing is to guarantee to obtain polysulfones tree
The conductivity of rouge in water is in 5us/cm or less.
The present invention to the no any special restriction of the filtering, using filter process well known to those skilled in the art into
Row.
In the present invention, the drying is preferably dried in vacuo, and the present invention is no any special to the vacuum drying
It limits, is dried using vacuum drying well known to those skilled in the art.
In order to further illustrate the present invention, below with reference to embodiment to the preparation method of polysulfones resinoid provided by the invention
It is described in detail, but they cannot be interpreted as limiting the scope of the present invention.
Embodiment 1
It polymerize the 200 of mucus monitoring viscosity meter being equipped with to be connected in nitrogen tube, condensation water segregator, high-efficiency stirrer and kettle
It rises and 100.00kg sulfolane is added in stainless steel cauldron, stirring is warming up to 80 DEG C, sequentially sequentially adds 20.26kg
4,4'- dichloro diphenyl sulfones, 13.14kg 4,4'- '-biphenyl diphenol, to 4,4'- dichloro diphenyl sulfone and 4,4'- '-biphenyl diphenol is all molten
Xie Houzai sequentially adds 10.0kg sodium carbonate into system, and 15.0 liters of dimethylbenzene continue to stir, and is warming up to 210 DEG C, occurs into salt
Reaction, water in system and divides aqua azeotropic, begins with cooling water in condenser pipe and drips, be layered in water segregator, not with reaction
Water is fewer and fewer in disconnected progress azeotropic system, and salt-forming stage is completed after water outlet is unobvious in condenser, lasts 1.5 hours.At
After the completion of reactant salt, 230 DEG C are warming up to, constant temperature 2 hours, is reached when polymerizeing the viscosity that mucus monitoring viscosity meter is shown in kettle
When 7000Pas, 4- chloro-diphenyl sulfone is added and polymerize mucus monitoring viscosity after molal quantity is the 2%, 30 minutes of reaction monomers
When the viscosity of meter display is 4500Pas, sealing end is completed；Product system after sealing end is cooling, boiling washing 10 times, until water
Middle conductivity hereinafter, filtering, be dried under vacuum to moisture weight content lower than 0.5%, obtains polyphenylene sulfone resins in 5us/cm
(PPSU)。
The PPSU resin, which melts, refers to MI=25.5g/10min (365 DEG C, 5kg), weight average molecular weight Mw=7.8 ten thousand, molecular weight
It is distributed Mn/Mw=1.5.
Embodiment 2
For preparation process with embodiment 1, difference is that the quantity that 4- chloro-diphenyl sulfone is added is the 1% of reaction monomers molal quantity；
When the viscosity that polymerization mucus monitoring viscosity meter is shown is 4500Pas, sealing end is completed.
The PPSU resin, which melts, refers to MI=12.5g/10min (365 DEG C, 5kg), weight average molecular weight Mw=10 ten thousand, molecular weight
It is distributed Mn/Mw=1.4.
Embodiment 3
It polymerize the 200 of mucus monitoring viscosity meter being equipped with to be connected in nitrogen tube, condensation water segregator, high-efficiency stirrer and kettle
It rises and 100.00kg sulfolane is added in stainless steel cauldron, stirring is warming up to 80 DEG C, sequentially sequentially adds 17.85kg
4,4'- dichloro diphenyl sulfones, 15.55kg 4,4'- dihydroxydiphenylsulisomer, to 4,4'- dichloro diphenyl sulfone and 4,4'- dihydroxy hexichol
Sulfone sequentially adds 10.0kg sodium carbonate after all dissolving into system again, and 15.0 liters of dimethylbenzene continue to stir, are warming up to 210 DEG C,
Salt-forming reaction occurs, water in system and divides aqua azeotropic, begins with cooling water in condenser pipe and drips, be layered in water segregator,
Fewer and fewer with water in reaction constantly progress azeotropic system, salt-forming stage is completed after water outlet is unobvious in condenser, lasts 1.5
Hour.After the completion of salt-forming reaction, it is warming up to 230 DEG C, constant temperature 2 hours, when the viscosity for polymerizeing mucus monitoring viscosity meter in kettle and showing
When reaching 7000Pas, 4- chloro-diphenyl sulfone is added, after molal quantity is the 2%, 30 minutes of reaction monomers, polymerization mucus monitoring
When the viscosity that viscosimeter is shown is 4500Pas, sealing end is completed；Product system after sealing end is cooling, boiling washing 10 times, directly
Into water, conductivity obtains polyethersulfone resin in 5us/cm hereinafter, filtering, be dried under vacuum to moisture weight content lower than 0.5%
(PES)。
The PES resin, which melts, refers to MI=24g/10min (365 DEG C, 5kg), weight average molecular weight Mw=8.8 ten thousand, molecular weight point
Cloth Mn/Mw=1.4.
Embodiment 4
It polymerize the 200 of mucus monitoring viscosity meter being equipped with to be connected in nitrogen tube, condensation water segregator, high-efficiency stirrer and kettle
It rising and 100kg sulfolane is added in stainless steel cauldron, stirring is warming up to 80 DEG C, sequentially sequentially adds 18.57kg 4,
4'- dichloro diphenyl sulfone, 14.76kg 2, bis- (4- hydroxy phenyl) propane of 2-, to 4,4'- dichloro diphenyl sulfone and 2, bis- (the 4- hydroxyls of 2-
Phenyl) propane all dissolution after 10kg potassium carbonate is sequentially added into system again, 15 liters of toluene continue to stir, are warming up to 180
DEG C, salt-forming reaction occurs, water in system and divides aqua azeotropic, begins with cooling water in condenser pipe and drips, in water segregator point
Layer, fewer and fewer with water in reaction constantly progress azeotropic system, salt-forming stage is completed after water outlet is unobvious in condenser, is lasted
1.5 hour.After the completion of salt-forming reaction, it is warming up to 200 DEG C, constant temperature 2 hours, when polymerize that mucus monitoring viscosity meter show in kettle glues
When degree reaches 7500Pas, 4- chloro-diphenyl sulfone is added, after molal quantity is the 1%, 30 minutes of reaction monomers, polymerization mucus prison
When the viscosity that viscosimetric meter is shown is 4500Pas, sealing end is completed；Product system after sealing end is cooling, boiling washing 10 times,
Until in water conductivity in 5us/cm hereinafter, filtering, be dried under vacuum to moisture weight content lower than 0.5%, obtain polysulfone resin
(PSU)。
The PSU resin, which melts, refers to MI=20g/10min (343 DEG C, 5kg), weight average molecular weight Mw=8 ten thousand, molecular weight distribution
Mn/Mw=1.5.
As seen from the above embodiment, the weight average molecular weight for the polysulfones resinoid that preparation method provided by the invention is prepared
It is 7~100,000, melt index is 10~30g/10min (365 DEG C, 5kg), and molecular weight distribution Mn/Mw is 1.4~1.5.It is i.e. described
Preparation method can be good at controlling the molecular weight of product, improve the hot-working character of product.
Myopia the preferred embodiment of the present invention described above, it is noted that for the ordinary skill people of the art
For member, various improvements and modifications may be made without departing from the principle of the present invention, these improvements and modifications are also answered
It is considered as protection scope of the present invention.
Claims (10)
1. a kind of preparation method of polysulfones resinoid, comprising the following steps:
By reaction monomers, salt forming agent, aqua and sulfolane is divided to mix, salt-forming reaction occurs, obtains into salt system；
By it is described heat up at salt system after polymerization reaction occurs, gained polymerization system is mixed with end-capping reagent after 2~4 hours, into
Row sealing end, obtains polysulfones resinoid；
Wherein, the reaction monomers are 4,4'- dichloro diphenyl sulfone and bisphenols derivatives monomer；
The bisphenols derivatives monomer is 4,4'- '-biphenyl diphenol, 4,4' dihydroxydiphenylsulisomer or 2,2- bis- (4- hydroxy phenyls)
Propane；
The molar ratio of the 4,4'- dichloro diphenyl sulfone and bisphenols derivatives monomer is 1:1.
2. preparation method as described in claim 1, which is characterized in that the salt forming agent is sodium carbonate, potassium carbonate and hydroxide
One or more of sodium.
3. preparation method as described in claim 1, which is characterized in that the molar ratio of the salt forming agent and reaction monomers is (0.5
~0.6): 1.
4. preparation method as described in claim 1, which is characterized in that described that aqua is divided to be toluene, dimethylbenzene, ethylbenzene and diethyl
One or more of benzene.
5. preparation method as described in claim 1, which is characterized in that the reaction monomers, divide aqua and sulfolane at salt forming agent
The solid content of reaction monomers is 20%~40% in gained system after mixing.
6. preparation method as described in claim 1, which is characterized in that the temperature of the salt-forming reaction is 200~210 DEG C, at
The time of reactant salt is 1~2 hour.
7. preparation method as described in claim 1, which is characterized in that the temperature of the polymerization reaction is 220~230 DEG C.
8. preparation method as described in claim 1, which is characterized in that the end-capping reagent is 4- chloro-diphenyl sulfone, to methylbenzene first
One or more of acyl chlorides, chlorobenzoyl chloride and 4- fluorine benzophenone end-capping reagent.
9. preparation method as described in claim 1, which is characterized in that the molar ratio of the end-capping reagent and reaction monomers is (0.5
~3): 100.
10. preparation method as described in claim 1, which is characterized in that the temperature of the sealing end is 220~230 DEG C.
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Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN110452383A (en) * | 2019-08-28 | 2019-11-15 | 江西金海新能源科技有限公司 | A kind of high thermal stability sealing end sulfone polymer, preparation method and its application on tableware |
| CN111675904A (en) * | 2020-06-01 | 2020-09-18 | 金发科技股份有限公司 | Aromatic sulfone composition, feeding bottle and preparation method and application thereof |
| CN113388112A (en) * | 2021-08-18 | 2021-09-14 | 富海(东营)新材料科技有限公司 | Preparation method of double-end-capped polysulfone |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103626992A (en) * | 2013-11-27 | 2014-03-12 | 江门市优巨新材料有限公司 | Industrialized synthesis method of high-heat-stability blocked polyether sulfone resin |
| CN105601926A (en) * | 2015-06-08 | 2016-05-25 | 四川理工学院 | Preparing method for polyethylene sulfone resin |
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| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN103626992A (en) * | 2013-11-27 | 2014-03-12 | 江门市优巨新材料有限公司 | Industrialized synthesis method of high-heat-stability blocked polyether sulfone resin |
| CN105601926A (en) * | 2015-06-08 | 2016-05-25 | 四川理工学院 | Preparing method for polyethylene sulfone resin |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN110452383A (en) * | 2019-08-28 | 2019-11-15 | 江西金海新能源科技有限公司 | A kind of high thermal stability sealing end sulfone polymer, preparation method and its application on tableware |
| CN111675904A (en) * | 2020-06-01 | 2020-09-18 | 金发科技股份有限公司 | Aromatic sulfone composition, feeding bottle and preparation method and application thereof |
| CN111675904B (en) * | 2020-06-01 | 2022-12-06 | 金发科技股份有限公司 | Aromatic sulfone composition, feeding bottle and preparation method and application thereof |
| CN113388112A (en) * | 2021-08-18 | 2021-09-14 | 富海(东营)新材料科技有限公司 | Preparation method of double-end-capped polysulfone |
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