CN107793568A - A kind of biphenyl polyether sulphone resin of ether containing methoxyl biphenyl and its synthetic method and application - Google Patents
A kind of biphenyl polyether sulphone resin of ether containing methoxyl biphenyl and its synthetic method and application Download PDFInfo
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- CN107793568A CN107793568A CN201611183413.3A CN201611183413A CN107793568A CN 107793568 A CN107793568 A CN 107793568A CN 201611183413 A CN201611183413 A CN 201611183413A CN 107793568 A CN107793568 A CN 107793568A
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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
- C08G75/20—Polysulfones
- C08G75/23—Polyethersulfones
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L81/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing sulfur with or without nitrogen, oxygen or carbon only; Compositions of polysulfones; Compositions of derivatives of such polymers
- C08L81/06—Polysulfones; Polyethersulfones
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K2201/00—Specific properties of additives
- C08K2201/002—Physical properties
- C08K2201/003—Additives being defined by their diameter
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
- C08K2201/00—Specific properties of additives
- C08K2201/002—Physical properties
- C08K2201/004—Additives being defined by their length
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- C—CHEMISTRY; METALLURGY
- C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
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- C08L2201/08—Stabilised against heat, light or radiation or oxydation
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- Polymers With Sulfur, Phosphorus Or Metals In The Main Chain (AREA)
Abstract
The invention discloses a kind of biphenyl polyether sulphone resin of ether containing methoxyl biphenyl and its synthetic method and application, its structural formula is：Wherein, R1, R2, R3Representative H and OCH independently3, and R1, R2, R3In two simultaneously be H, remaining one is OCH3；n=2‑2000.Its synthetic method is with component A：4,4 ' dihydroxybiphenyls, component B：4,4 ' dichloro diphenyl sulfones, component C：Methoxyl biphenyl metal phenates is reaction monomers, using sulfolane as solvent, using alkali carbonate as salt forming agent, is polymerize using solution polymerization technique.The present invention is used as end-capping reagent by introducing methoxyl biphenyl metal phenates monomer in PPSU polymer, the chlorinity for the biphenyl polyether sulphone resin for containing methoxyl biphenyl ether being prepared is less than 900ppm, and light transmittance is more than 83%, mist degree is less than 3%, yellowness index is less than 15, with the transparency and color level significantly improved, while there is the non-discolouring characteristic of long-term high temperature resistant.
Description
Technical field
The invention belongs to technical field of polymer materials, and in particular to a kind of biphenyl polyether sulfone of ether containing methoxyl biphenyl
Resin and its synthetic method and application.
Background technology
Commercially available biphenyl polyether sulfone（PPSU）One of production monomer used is double chloro-diphenyl sulfones, and for heat endurance
With considering for molecular weight, the end group chlorine of key containing chemical combination of macromolecular chain, general content is in more than 3000ppm.With polymer-bound
Halogen, the content of especially chlorine it is too high for many applications, because it has the hidden danger of corrosion metal, and generally can not accord with
Close fire-retardant needs.Application in electronic applications, such as switch, breaker, fuse, IC supports, shell, paper tinsel, it usually needs
Low-down chlorinity, it is, for example, less than 900ppm.Furthermore it is known that biphenyl polyether sulfone polymer also have compared with high residue solvent
Content.
The preparation method for the PPSU for preparing low chlorine content that patent CN102365312B is announced, is by adding monochloro hexichol
Base sulfone, reaching reduces chlorine end group content to below 800ppm effect, while can improve elongation at break and improve low sheraing
Under mobility, studies have found that, monochloro diphenyl sulfone it is active relatively low, the residual of more unreacted monomer can be produced,
Do not allow to be readily removable in post processing purge process yet, cause the significant change of the heat resistance and color of resin, while can be because small
Molecule gasifies and produces bubble, and hidden danger is brought to normal use.The method for preparing PPSU that the A of patent CN 102498158 are announced
Be after polymerisation the phase prepare chlorine end group content by adding the method for the metal hydroxides aqueous solution and be less than 400ppm and color
Shallower resin, but this preparation technology is relatively difficult to stability contorting and potential safety hazard be present, because in polymerization stage, material body
System is in the high temperature higher than 190 DEG C, splashes or even ejects if adding the aqueous solution and can produce a large amount of vapor and high-temperature material
Polymerization unit.
The content of the invention
The primary and foremost purpose of the present invention is to overcome above-mentioned prior art defect, there is provided a kind of low chlorine content, of light color, transparent
The biphenyl polyether sulphone resin of the non-discolouring ether containing methoxyl biphenyl under degree height, long term high temperature.
Another object of the present invention is to the synthesis side for the biphenyl polyether sulphone resin for providing the above-mentioned ether containing methoxyl biphenyl
Method.
The present invention is achieved through the following technical solutions：
A kind of biphenyl polyether sulphone resin of ether containing methoxyl biphenyl, its structural formula are：
Wherein, R1, R2, R3Representative H and-OCH independently3, and R1, R2, R3In two be simultaneously H, remaining one be-
OCH3；
n=2-2000。
Preferably, R2, R3It is simultaneously H, R1For-OCH3 。
A kind of synthetic method of the biphenyl polyether sulphone resin of ether containing methoxyl biphenyl described above, this method is with component A：
4,4 '-dihydroxybiphenyl, component B：4,4 '-dichloro diphenyl sulfone, component C：Methoxyl biphenyl metal phenates is reaction monomers, with
Sulfolane is solvent, using alkali carbonate as salt forming agent, is polymerize using solution polymerization technique, comprised the following steps：
A, equipped with thermometer, logical nitrogen tube, condensation water knockout drum, agitator polymeric kettle in sequentially add 4,4 '-dihydroxy connection
Benzene, 4,4 '-dichloro diphenyl sulfone, add sulfolane, stir and be warming up to 100 DEG C dissolving monomers it is transparent to solution, add into salt
Agent, dimethylbenzene is then added, continue to be warming up to salt-forming reaction under stirring and start, the water generated in system is total to what dimethylbenzene generated
Boiling thing is gone out into condenser pipe to condense to drip in water knockout drum by protection air-blowing to be layered, and the dimethylbenzene on upper strata is back in system again；
B, scope of the temperature at 200 DEG C -210 DEG C is maintained, when collection water reaches theoretical value, is further continued for the 20-30min that flows back,
Not observing has the globule to fall, it was demonstrated that and it is complete into salt, distill and release dimethylbenzene, be gradually heating to 220-240 DEG C and start to polymerize
Reaction, after constant temperature 1-3 hours, polymerisation is basically completed；
C, add methoxyl biphenyl metal phenates to continue to react 20-30min, terminate reaction, stop stirring and heating, add ring fourth
Sulfone is placed into after being diluted and solid constituent is filtered off in filter, and filtrate is slowly put into deionized water and is cooled to white strip
Solid, then it is broken into pulverizer powdered, 1-2 hours are boiled with deionized water, filter off moisture, are so repeated, until filter
Liquid is not become cloudy with silver nitrate detection, polymer vacuum drying oven drying to constant weight after filtering, produces product.
The methoxyl biphenyl metal phenates is to join to methoxyl biphenyl phenol sodium, to methoxyl biphenyl phenol potassium, meta-methoxy
It is one or more of mixed in sodium phenate, meta-methoxy xenol potassium, O-methoxy sodium ortho-phenylphenate or O-methoxy xenol potassium
Close, the mixing preferably to methoxyl biphenyl phenol sodium or to one or both of methoxyl biphenyl phenol potassium.
The mol ratio of the 4,4 '-dihydroxybiphenyl and 4,4 '-dichloro diphenyl sulfone is 1：1.001~1：1.05.
The component C and component A and component B molal quantity meets relational expression：C =2*（B-A）.
The alkali carbonate is Na2CO3、K2CO3Or the mixture of its different proportion.
Present invention also offers a kind of modified biphenyl polyether sulphone resin composition, the above-mentioned ether containing methoxyl biphenyl is included
Biphenyl polyether sulphone resin.
Modified biphenyl polyether sulphone resin composition of the present invention, in addition to reinforcer, other polymers resin, face
At least one of material or dyestuff.
The modification biphenyl polyether sulphone resin composition of the present invention can be by the biphenyl polyether of the above-mentioned ether containing methoxyl biphenyl
Sulphone resin carries out blending and modifying using general methods and techniques and reinforcer, and reinforcer includes fibrous reinforced filler,
The average fiber length of its fibrous reinforced filler is 0.01mm-20mm, preferably 0.1mm-6mm, and its draw ratio is 5:1-
2000:1, preferably 30:1-600:1, based on the gross weight of modified biphenyl polyether sulphone resin composition, the threadiness enhancing is filled out
The content of material is 10wt%-50wt%, preferably 10wt%-30wt%；Selected from glass fibre, carbon fiber, potassium titanate fibre, metal bag
Glass fibre, ceramic fibre, wollastonite fibre, metallic carbide fibres, metal-cured fiber, asbestos fibre, the aluminum oxide of layer
Fiber, silicon carbide fibre, the preferably one or more of gypsum fiber or boron fibre, glass fibre and carbon fiber；Also include non-
Fibrous reinforced filler, its filler average grain diameter is 0.001 μm -100 μm, preferably 0.01 μm -50 μm, brilliant selected from potassium titanate
Palpus, ZnOw, aluminium borate whisker, wollastonite, zeolite, sericite, kaolin, mica, talcum, clay, pyrophillite, swelling
Soil, montmorillonite, lithium montmorillonite, synthetic mica, asbestos, alumino-silicate, aluminum oxide, silica, magnesia, zirconium oxide, titanium oxide,
Iron oxide, calcium carbonate, magnesium carbonate, dolomite, calcium sulfate, barium sulfate, magnesium hydroxide, calcium hydroxide, aluminium hydroxide, bead,
Ceramic bead, boron nitride, the one or more of carborundum or silica.
The modification biphenyl polyether sulphone resin composition of the present invention can also gather the biphenyl of the above-mentioned ether containing methoxyl biphenyl
Ether sulfone resin carries out resin alloy modification, other polymers resin bag using general methods and techniques and other polymers resin
Include polyamide（PA）, polycarbonate resin（PC）, polysulfone resin（PSU）, polyethersulfone resin（PES）, liquid crystal polymer
（LCP）, polyether-ether-ketone resin（PEEK）, polyetherimide resin（PEI）, polyimide resin（PI）Deng.
The modification biphenyl polyether sulphone resin composition of the present invention can also gather the biphenyl of the above-mentioned ether containing methoxyl biphenyl
Ether sulfone resin is coloured using general methods and techniques, including inorganic and organic pigment and dyestuff, can prepare nature
A variety of colors in boundary.
Present invention also offers application of the biphenyl polyether sulphone resin of the above-mentioned ether containing methoxyl biphenyl in electronic apparatus,
Such as the application in switch, breaker, fuse, IC supports, shell, paper tinsel.
The present invention compared with prior art, has the advantages that：
The present invention is used as end-capping reagent by introducing methoxyl biphenyl metal phenates monomer in PPSU polymer, can not only improve anti-
Degree is answered, reduces the content of chlorine element in strand, and because strand end group contains methoxyl biphenyl ether end-group structure, from
And heat endurance is higher, and noresidue, there is a small amount of remaining residue monomer even in polymerization stage, purifying rank is washed in post processing
Section also can dissolve and easily be removed, and ensure that discoloration or production will not be influenceed because small molecule remains under the hot conditions of resin material
Anger bubble, the chlorinity for the biphenyl polyether sulphone resin for containing methoxyl biphenyl ether being prepared are less than 900ppm, and printing opacity
Rate is more than 83%, and mist degree is less than 3%, and yellowness index is less than 15, has the transparency and color level significantly improved, while have length
The non-discolouring characteristic of phase high temperature resistant.
Embodiment
The present invention is further illustrated below by embodiment, following examples are the specific embodiment party of the present invention
Formula, but embodiments of the present invention are not limited by following embodiments.
Raw material derives from purchased in market used by the embodiment of the present invention and comparative example.
Embodiment 1：
Equipped with thermometer, logical nitrogen tube, condensation water knockout drum, agitator 50L polymeric kettles in sequentially add 5.586kg
（30mol）4,4 '-dihydroxybiphenyl, 8.787kg（30.6mol）4,4 '-dichloro diphenyl sulfone, add 32.62kg ring
Fourth sulfone, stir and be warming up to 100 DEG C dissolving monomers it is transparent to solution, 3.505kg（33mol）Salt forming agent Na2CO3, then add 2L
Dimethylbenzene, continue to be warming up to salt-forming reaction under stirring and start, the water generated in system is protected with the azeotropic mixture that dimethylbenzene generates
Air-blowing, which goes out into condenser pipe to condense to drip in water knockout drum, to be layered, and the dimethylbenzene on upper strata is back in system again；Temperature is maintained to exist
200 DEG C -210 DEG C of scope, reach theoretical value when collecting water（540g）When, backflow 20 minutes is further continued for, not observing has water
Pearl falls, it was demonstrated that complete into salt, redistillation simultaneously releases dimethylbenzene, is gradually heating to 230 DEG C of beginning polymerisations, and constant temperature 2.5 is small
Shi Hou, polymerisation are basically completed；Add 0.267kg（1.2mol）Methoxyl biphenyl phenol sodium is continued to react 30min, terminated anti-
Should；Stop stirring and heating, addition sulfolane 7kg is placed into after being diluted and solid constituent is filtered off in filter, filtrate is delayed
Slow play, which enters, is cooled to white strip solid in deionized water, then is broken into pulverizer powdered, and it is small to boil 1 with deionized water
When, moisture is filtered off, is so repeated 10 times, until filtrate is not become cloudy with silver nitrate detection, illustrates that by-product salt is washed in powder
Except clean, polymer 120 DEG C of dryings of vacuum drying oven to constant weight after filtering, the biphenyl polyether of the ether containing methoxyl biphenyl is produced
Sulphone resin；Testing performance index result is as shown in table 1.
Embodiment 2：
The 0.267kg of phase addition after polymerisation（1.2mol）0.267kg is replaced by methoxyl biphenyl phenol sodium（1.2mol）Between first
Epoxide sodium ortho-phenylphenate, remaining preparation process condition is the same as embodiment 1.
Embodiment 3：
The 0.267kg of phase addition after polymerisation（1.2mol）0.267kg is replaced by methoxyl biphenyl phenol sodium（1.2mol）Adjacent first
Epoxide sodium ortho-phenylphenate, remaining preparation process condition is the same as embodiment 1.
Embodiment 4：
The 0.267kg of phase addition after polymerisation（1.2mol）0.286kg is replaced by methoxyl biphenyl phenol sodium（1.2mol）To first
Epoxide xenol potassium, remaining preparation process condition is the same as embodiment 1.
Embodiment 5：
The addition of starting monomer 4,4 '-dichloro diphenyl sulfone is replaced by 8.623kg（30.03mol）, after polymerisation the phase addition
13.35g is replaced by methoxyl biphenyl phenol sodium（0.06mol）, remaining is the same as embodiment 1.
Embodiment 6：
The addition of starting monomer 4,4 '-dichloro diphenyl sulfone is replaced by 8.701kg（30.3mol）, after polymerisation the phase addition
0.134kg is replaced by methoxyl biphenyl phenol sodium（0.6mol）, remaining is the same as embodiment 1.
Embodiment 7：
The addition of starting monomer 4,4 '-dichloro diphenyl sulfone is replaced by 9.045kg（30.9mol）, after polymerisation the phase addition
0.401kg is replaced by methoxyl biphenyl phenol sodium（1.8mol）, remaining is the same as embodiment 1.
Embodiment 8：
The addition of starting monomer 4,4 '-dichloro diphenyl sulfone is replaced by 9.045kg（31.5mol）, after polymerisation the phase addition
0.667kg is replaced by methoxyl biphenyl phenol sodium（3mol）, remaining is the same as embodiment 1.
Comparative example 1：
The phase is not added to methoxyl biphenyl phenol sodium after polymerisation, and remaining preparation process condition is the same as embodiment 1.
Comparative example 2：
The phase is not added to methoxyl biphenyl phenol sodium after polymerisation, and remaining preparation process condition is the same as embodiment 5.
Comparative example 3：
The phase is not added to methoxyl biphenyl phenol sodium after polymerisation, and remaining preparation process condition is the same as embodiment 8.
Performance test methods：
The assay method of chlorinity：
By ion-chromatographic determination chlorinity.First, sample is prepared as follows：
In order to determine chlorinity, implement the decomposition of sample with the oxygen decomposer of IKA companies, 100 milligrams are joined containing methoxyl group
The acetobutyric acid that the biphenyl polyether sulphone resin sample of phenylate base is weighed into equipped with ignition lead and is connected with two electrodes of decomposer
In ester gum capsule, as absorbent solution, using 10 milliliter 30% of hydrogen peroxide, implement igniting under 30 bars of oxygen, will decompose
Solution filters, and is fitted into phial, finally by ion chromatography analysis chloride, by the way that chlorinity is calculated.
Implement the chromatography of ions with following parameters：
Device:ICS-90（Company Dionex）
Post:IonPac AS12A Analytical Column（4 × 200 mm）
Eluant, eluent:2.7 mM sodium carbonate
0.3 mM sodium acid carbonates
Detection:Conductivity detector
Flow velocity:1 ml/min.
Assessed with external standard method.Therefore, determine calibration curve by the different chloride solutions of 3 kinds of concentration knowns.
Light transmittance：It is measured with 2mm thickness sample using ASTM D-1003；
Mist degree：It is measured with 2mm thickness sample using ASTM D-1003；
Yellowness index：It is measured with 2mm thickness sample using ASTM D-1925.
The performance test results of table 1
The present invention in PPSU polymer by introducing methoxyl biphenyl it can be seen from the result of the embodiment of table 1 and comparative example
Metal phenates monomer reduces chlorinity, meets the low halogen demand of electronic apparatus, while of light color, transparency as end-capping reagent
Height, and it is non-discolouring under long term high temperature.
Claims (10)
1. a kind of biphenyl polyether sulphone resin of ether containing methoxyl biphenyl, its structural formula are：
Wherein, R1, R2, R3Representative H and-OCH independently3, and R1, R2, R3In two simultaneously be H, remaining one is-OCH3；
n=2-2000。
A kind of 2. biphenyl polyether sulphone resin of ether containing methoxyl biphenyl according to claim 1, it is characterised in that R2, R3
It is simultaneously H, R1For-OCH3 。
3. a kind of synthetic method of the biphenyl polyether sulphone resin of ether containing methoxyl biphenyl as claimed in claim 1, its feature
It is,
This method is with component A：4,4 '-dihydroxybiphenyl, component B：4,4 '-dichloro diphenyl sulfone, component C：Methoxyl biphenyl metal
Phenates is reaction monomers, using sulfolane as solvent, using alkali carbonate as salt forming agent, is gathered using solution polymerization technique
Close, comprise the following steps：
A, equipped with thermometer, logical nitrogen tube, condensation water knockout drum, agitator polymeric kettle in sequentially add 4,4 '-dihydroxy connection
Benzene, 4,4 '-dichloro diphenyl sulfone, add sulfolane, stir and be warming up to 100 DEG C dissolving monomers it is transparent to solution, add into salt
Agent, dimethylbenzene is then added, continue to be warming up to salt-forming reaction under stirring and start, the water generated in system is total to what dimethylbenzene generated
Boiling thing is gone out into condenser pipe to condense to drip in water knockout drum by protection air-blowing to be layered, and the dimethylbenzene on upper strata is back in system again；
B, scope of the temperature at 200 DEG C -210 DEG C is maintained, when collection water reaches theoretical value, is further continued for the 20-30min that flows back,
Do not observe when thering is the globule to fall, it was demonstrated that it is complete into salt, distill and release dimethylbenzene, be gradually heating to 220-240 DEG C and start to gather
Reaction is closed, after constant temperature 1-3 hours, polymerisation is basically completed；
C, add methoxyl biphenyl metal phenates to continue to react 20-30min, terminate reaction, stop stirring and heating, add ring fourth
Sulfone is placed into after being diluted and solid constituent is filtered off in filter, and filtrate is slowly put into deionized water and is cooled to white strip
Solid, then it is broken into pulverizer powdered, 1-2 hours are boiled with deionized water, filter off moisture, are so repeated, until filter
Liquid is not become cloudy with silver nitrate detection, polymer vacuum drying oven drying to constant weight after filtering, produces product.
4. the synthetic method of the biphenyl polyether sulphone resin of the ether according to claim 3 containing methoxyl biphenyl, its feature exist
In,
The methoxyl biphenyl metal phenates is to methoxyl biphenyl phenol sodium, to methoxyl biphenyl phenol potassium, meta-methoxy xenol
One or more of mixing in sodium, meta-methoxy xenol potassium, O-methoxy sodium ortho-phenylphenate or O-methoxy xenol potassium, it is excellent
Elect the mixing to methoxyl biphenyl phenol sodium or to one or both of methoxyl biphenyl phenol potassium as.
5. the synthetic method of the biphenyl polyether sulphone resin of the ether according to claim 3 containing methoxyl biphenyl, its feature exist
In,
The mol ratio of the 4,4 '-dihydroxybiphenyl and 4,4 '-dichloro diphenyl sulfone is 1：1.001~1：1.05.
6. the synthetic method of the biphenyl polyether sulphone resin of the ether according to claim 3 containing methoxyl biphenyl, its feature exist
In the component C and component A and component B molal quantity meets relational expression：C =2*（B-A）.
7. the synthetic method of the biphenyl polyether sulphone resin of the ether according to claim 3 containing methoxyl biphenyl, its feature exist
In the alkali carbonate is Na2CO3、K2CO3Or the mixture of its different proportion.
8. a kind of modified biphenyl polyether sulphone resin composition, the biphenyl comprising the ether containing methoxyl biphenyl described in claim 1
Polyethersulfone resin.
9. modified biphenyl polyether sulphone resin composition according to claim 8, it is characterised in that also including reinforcer,
At least one of other polymers resin, pigment or dyestuff.
10. application of the biphenyl polyether sulphone resin of the ether containing methoxyl biphenyl in electronic apparatus as claimed in claim 1.
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| CN201611183413.3A CN107793568B (en) | 2016-12-20 | 2016-12-20 | Biphenyl polyether sulfone resin containing methoxy biphenyl ether group and synthesis method and application thereof |
| PCT/CN2017/113748 WO2018113494A1 (en) | 2016-12-20 | 2017-11-30 | Methoxydiphenyl ether-containing biphenyl polyethersulfone resin, synthesis method for same, and applications thereof |
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| CN201611183413.3A CN107793568B (en) | 2016-12-20 | 2016-12-20 | Biphenyl polyether sulfone resin containing methoxy biphenyl ether group and synthesis method and application thereof |
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| CN109796762A (en) * | 2019-01-21 | 2019-05-24 | 江西金海新能源科技有限公司 | A kind of sulfone polymer composition and preparation method thereof |
| CN110128656A (en) * | 2019-05-27 | 2019-08-16 | 江西金海新能源科技有限公司 | A kind of low chlorine content sealing end sulfone polymer and its preparation method and application |
| 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 |
| CN110951060A (en) * | 2019-12-20 | 2020-04-03 | 江门市德众泰工程塑胶科技有限公司 | High-fluidity wholly aromatic liquid crystal polyester and preparation method thereof |
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| WO2021065770A1 (en) * | 2019-10-02 | 2021-04-08 | 住友化学株式会社 | Aromatic polysulfone composition, molded object, and method for producing aromatic polysulfone composition |
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