CN111808426A - Aromatic sulfone composition and preparation method and application thereof - Google Patents
Aromatic sulfone composition and preparation method and application thereof Download PDFInfo
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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
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- C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
- C08L2201/00—Properties
- C08L2201/10—Transparent films; Clear coatings; Transparent materials
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Abstract
The invention relates to an aromatic sulfone composition, a preparation method and application thereof. The aromatic sulfone composition comprises an aromatic sulfone polymer and a tert-butyl aromatic phenol compound; the aromatic sulfone composition contains a tert-butyl aromatic phenol compound in an amount of 15 to 1000 ppm. The aromatic sulfone composition provided by the invention improves the performance of the aromatic sulfone polymer by adding the tert-butyl aromatic phenol compound with relatively smaller molecular weight, and the tert-butyl aromatic phenol compound can keep high light transmittance of the composition and improve the fluidity of the composition at a certain content, has certain oxidation resistance, can reduce the color of the composition and parts thereof in the product processing process, and gives consideration to the fluidity and color grade of the composition. Especially in the process of processing transparent products such as milk bottles and the like, compared with pure resin, the processing temperature can be reduced, the color grade of the products can be improved on the premise of ensuring high light transmittance of the products, low-cost and high-transparency light-color products can be obtained, and the method has great practical application significance.
Description
Technical Field
The invention belongs to the technical field of high polymer materials, and particularly relates to an aromatic sulfone composition, and a preparation method and application thereof.
Background
The aromatic sulfone polymer belongs to a high-temperature-resistant and high-transparency high polymer material, has excellent characteristics of chemical corrosion resistance, excellent electrical property, stable size and the like, is widely applied to the fields of aerospace, medical treatment, food and the like, but has large intermolecular cohesive energy due to the existence of strong polar sulfone groups in molecular chains, so that the problems of large melt viscosity and poor flowability of hot processing, high processing temperature, easy yellowing and other product defects are caused. In order to improve the flowability of the aromatic sulfone polymer, the aromatic sulfone polymer is usually blended with other resins or flow modifiers having high flowability physically or chemically copolymerized to obtain a material having high flowability, good heat resistance and mechanical properties. CN109504089 discloses a low-cost polysulfone alloy prepared by blending polysulfone resin, polycarbonate resin and other corresponding additives, which can reduce the cost while maintaining the advantages of high temperature resistance and mechanical properties of polysulfone resin, and can significantly reduce the processing temperature of polysulfone resin and maintain good melt fluidity at relatively low temperature. CN101743272 discloses a thermoplastic molding composition consisting of polyethersulfone, polysulfone, stearic acid and other additives and auxiliaries, having improved flowability, surface quality and notched impact strength, useful for the manufacture of automotive headlamps. CN104387587 adopts the copolymerization of semi-aromatic dihalogenated diamide, 4' -dichlorodiphenyl sulfone and diphenol to prepare high-fluidity polyether sulfone/amide copolymer, which is suitable for preparing special thin-wall parts.
Researchers in the field have made a lot of work on the flowability of aromatic sulfone polymers, mainly focusing on the improvement of the flowability of composite materials or copolymer molding compositions, hardly considering the high transparency of the aromatic sulfone polymers, and rarely reported the research on the improvement of the flowability and the improvement of the color of products on the premise of keeping the high light transmittance of the products. In some specific fields and products, besides the high requirement for fluidity, the light transmittance and color are also high. For example, transparent articles (e.g., baby bottles) have higher light transmittance requirements and higher color grade requirements for the article.
Therefore, the development of an aromatic sulfone polymer material which can simultaneously realize fluidity and high transparency has important research significance and application value.
Disclosure of Invention
The invention aims to overcome the defect or deficiency that the aromatic sulfone polymer in the prior art cannot simultaneously realize fluidity and high transparency, and provides an aromatic sulfone composition. The aromatic sulfone composition provided by the invention improves the performance of the aromatic sulfone polymer by adding the tert-butyl aromatic phenol compound with relatively smaller molecular weight, and the tert-butyl aromatic phenol compound can keep high light transmittance of the composition and improve the fluidity of the composition at a certain content, has certain oxidation resistance, can reduce the color of the composition and parts thereof in the product processing process, and gives consideration to the fluidity and color grade of the composition. Especially in the process of processing transparent products such as milk bottles and the like, compared with pure resin, the processing temperature can be reduced, the color grade of the products can be improved on the premise of ensuring high light transmittance of the products, low-cost and high-transparency light-color products can be obtained, and the method has great practical application significance.
Another object of the present invention is to provide a method for preparing the above aromatic sulfone composition.
It is another object of the present invention to provide the use of the above aromatic sulfone composition for the preparation of transparent articles.
In order to achieve the purpose, the invention adopts the following technical scheme:
an aromatic sulfone composition comprising an aromatic sulfone polymer and a tert-butyl aromatic phenol compound; the aromatic sulfone composition contains a tert-butyl aromatic phenol compound in an amount of 15 to 1000 ppm.
Through multiple researches, the inventor of the invention finds that the tertiary butyl aromatic phenol compound with relatively small molecular weight can improve the defect of poor flowability of the aromatic sulfone polymer and can also keep high light transmittance of the composition; in addition, the antioxidant has certain oxidation resistance, so that the color of the composition and parts thereof can be reduced in the product processing process, and the fluidity and the color grade of the composition are considered.
Especially in the processing process of the milk bottle or other transparent products, compared with pure resin, the processing temperature can be reduced, the color grade of the products can be improved on the premise of ensuring high light transmittance of the products, low-cost and high-transparency light-color products can be obtained, and the method has great practical application significance.
The amount of the tert-butyl aromatic phenol compound has a large influence on the properties of the composition. If the amount is too small, the effect of improving the performance is not good; if the amount is too large, bubbles may be generated during the process. By optimizing the amount thereof, an aromatic sulfone composition excellent in properties can be obtained.
Preferably, the content of the tert-butyl aromatic phenol compound in the aromatic sulfone composition is 35 to 820 ppm.
More preferably, the content of the tert-butyl aromatic phenol compound in the aromatic sulfone composition is 200 to 710 ppm.
Preferably, the tertiary butyl aromatic phenol compound has a molecular weight of 100 to 500 g/mol.
More preferably, the tert-butyl aromatic phenol compound is one or more of 2-tert-butylphenol, 3-tert-butylphenol, 4-tert-butylphenol, 2, 4-di-tert-butylphenol, 2, 6-di-tert-butylphenol, 2,4, 6-tri-tert-butylphenol, p-tert-butyl catechol, or 4, 6-di-tert-butyl resorcinol.
Aromatic sulfone polymers conventional in the art may be used in the present invention.
Preferably, the aromatic sulfone polymer is one or more of polyphenylsulfone, polyethersulfone, polysulfone, polyether ether sulfone, polyether sulfone ketone or polyphenylene sulfide sulfone.
The aromatic sulfone polymer can be obtained by a conventional polymerization reaction.
More preferably, the aromatic sulfone polymer is obtained by polymerization of an aromatic sulfone monomer; the monomer can be one or more of 4,4 '-dichlorodiphenyl sulfone, 4' -biphenyl diphenol, 2 '-bis (4-hydroxyphenyl) propane or 4, 4' -dihydroxydiphenyl sulfone.
Specifically, the aromatic sulfone polymers of the present application can be obtained by the following solution polycondensation process:
(1) salt forming reaction: quantitatively adding a solvent (such as sulfolane, N-methyl pyrrolidone and the like), a reaction monomer, a salt forming agent (sodium carbonate, potassium carbonate and the like) and an entrainer (toluene, xylene, trimethylbenzene and the like) into a reaction kettle, reacting at 180-220 ℃ by adopting a solution polycondensation method, azeotropically and continuously removing reaction water by the entrainer in the reaction process until no water is removed, finishing the salt forming reaction, and distilling out the entrainer;
(2) polymerization reaction: after the entrainer is evaporated, further heating, stabilizing the reaction system to 230-240 ℃, keeping for 2-3 h, and continuing to react until the polymerization reaction is finished;
(3) and (3) post-polymerization treatment: stopping stirring and heating, precipitating the polymer material in water to form strips, crushing by a crusher to obtain powdery material, boiling with deionized water, centrifugally filtering, repeating for several times until the byproduct salt is removed, and removing water from the purified polymer under vacuum drying to obtain the aromatic sulfone polymer.
The preparation method of the aromatic sulfone composition comprises the following steps: and uniformly mixing the aromatic sulfone polymer and the tert-butyl aromatic phenol compound, melting and mixing, extruding and granulating to obtain the aromatic sulfone composition.
Preferably, the temperature of the melt kneading is 280 to 350 ℃.
Specifically, the aromatic sulfone composition is prepared by the following process: and uniformly mixing the aromatic sulfone polymer and the tert-butyl aromatic phenol compound, adding the mixture into a double-screw extruder, carrying out melt mixing at the extrusion temperature of 280-350 ℃, and carrying out extrusion granulation to obtain the aromatic sulfone composition.
The use of the above aromatic sulfone composition for the preparation of transparent articles, in particular milk bottles, is also within the scope of the present invention.
Compared with the prior art, the invention has the following beneficial effects:
the aromatic sulfone composition provided by the invention improves the performance of the aromatic sulfone polymer by adding the tert-butyl aromatic phenol compound with relatively smaller molecular weight, and the tert-butyl aromatic phenol compound can keep high light transmittance of the composition and improve the fluidity of the composition at a certain content, has certain oxidation resistance, can reduce the color of the composition and parts thereof in the product processing process, and gives consideration to the fluidity and color grade of the composition. Especially in the process of processing transparent products such as milk bottles and the like, compared with pure resin, the processing temperature can be reduced, the color grade of the products can be improved on the premise of ensuring high light transmittance of the products, low-cost and high-transparency light-color products can be obtained, and the method has great practical application significance.
Detailed Description
The invention is further illustrated by the following examples. These examples are intended to illustrate the invention and are not intended to limit the scope of the invention. Experimental procedures without specific conditions noted in the examples below, generally according to conditions conventional in the art or as suggested by the manufacturer; the raw materials, reagents and the like used are, unless otherwise specified, those commercially available from the conventional markets and the like. Any insubstantial changes and substitutions made by those skilled in the art based on the present invention are intended to be covered by the claims.
Some of the reagents selected in the examples and comparative examples of the present invention are described below:
sulfolane: solvent with purity of 99.8%, Liaoyang Guanghua chemical Co., Ltd;
4, 4' -dichlorodiphenyl sulfone: reactive monomers, purity > 99.5%, taiwan, and chemical ltd;
4, 4' -biphenol: reactive monomers, purity > 99.5%, taiwan, and chemical ltd;
4, 4' -dihydroxydiphenyl sulfone: reaction monomers with the purity of 99.5 percent, Jiangsu Aolanda scientific and technical practical company, Inc.;
xylene: entrainer, isomerization grade, petrochemical company, ltd, china.
The viscosities of the aromatic sulfone compositions of the examples and comparative examples of the present invention were obtained by a capillary rheometer test at a test temperature of 380 ℃ and a shear rate of 1000S-1The melt viscosity was measured using a die having an inner diameter of 1mm and a length of 40 mm. The lower the melt viscosity, the better the flowability.
The aromatic sulfone compositions of the examples and comparative examples of the present invention were injection molded in an injection molding machine at 360 ℃ to give a standard color plate having a thickness of 2mm, and the L, a, b values of the color plate were measured by a color difference meter according to the standard ASTM E1164, and the color shades were compared with the b value, the smaller the b value, the lighter the color and the higher the color grade. Meanwhile, the light transmittance of the color palette sample is tested by a light transmittance haze tester according to the GB/T2410 standard.
The content of the tertiary butyl aromatic phenol compound in the aromatic sulfone composition is determined by GC-MS testing after extraction of the composition, as follows:
1. sample preparation: taking 100 plus or minus 0.5g of sample, placing the sample in a Soxhlet extractor for extraction, selecting acetone as an extraction solvent, performing reflux extraction at the temperature of 80 plus or minus 5 ℃ for 7 days to obtain acetone extract, performing rotary evaporation and concentration at low temperature, and weighing.
2. GC-MS test: testing by adopting GC-MS testing equipment of an Agilent company 7890B-5977A MSD model; chromatographic conditions are as follows: the capillary column is HP-5MS, 30 mmx 2505M, 0.25M; the temperature rise program is heated to 200 ℃ at a speed of 15 ℃/min, and then the temperature is kept constant, the carrier gas is He gas, and the split ratio is 50: 1.
A standard working curve of the tert-butyl aromatic phenol compound in the gas chromatography was established by the internal standard method using ethyl acetate as an internal standard. Quantitatively adding an ethyl acetate internal standard substance solution with a known concentration into an acetone extraction liquid sample to be detected, measuring the peak area of the tert-butyl aromatic phenol compound in the sample, calculating the content of the tert-butyl aromatic phenol compound in the tested sample according to a standard working curve, and reversely calculating the content of the tert-butyl aromatic phenol compound in the composition.
Examples 1 to 6 and comparative examples 1 to 4
The present example and comparative examples provide a series of polyphenylsulfone compositions. The preparation process comprises the following steps:
(1) preparation of polyphenylsulfone polymers
Quantitatively adding 36kg of sulfolane, 8.79kg of 4,4 '-dichlorodiphenyl sulfone and 5.59kg of 4, 4' -biphenol into a 100L reaction kettle protected by high-purity nitrogen, stirring and heating, adding 33kg of sodium carbonate and 3kg of dimethylbenzene, keeping for 5 hours at 180-220 ℃ by adopting a solution polycondensation method, continuously discharging reaction water by azeotropic distillation of the dimethylbenzene in the reaction process until no water is discharged, finishing the salt-forming reaction, and distilling out the dimethylbenzene. Then, the reaction system was heated to 235 ℃ and maintained for 3 hours. Stopping stirring and heating, precipitating the polymer material into strips in water, crushing the strips by a crusher to obtain a powdery material, boiling the powdery material for 1 hour by using deionized water, centrifugally filtering the powdery material, and repeating the step for 8-10 times until the filtrate is detected by silver nitrate and does not become turbid, namely the byproduct salt is washed out completely. And (3) removing water from the purified polymer under vacuum drying to obtain the polyphenylsulfone polymer.
(2) Preparation of polyphenylsulfone composition
And (2) uniformly mixing the polyphenylsulfone polymer obtained in the step (1) and 4-tert-butylphenol, adding the mixture into a double-screw extruder, carrying out melt mixing at the extrusion temperature of 280-350 ℃, and carrying out extrusion granulation to obtain the polyphenylsulfone composition.
The ratio of the 4-tert-butylphenol added in the step (2) to the total mass of the polyphenylsulfone polymer and the 4-tert-butylphenol is changed from 0ppm to 3000ppm (0 to 0.3%).
Specifically, as shown in Table 1, the ratio of the mass of 4-tert-butylphenol added in step (2) to the total mass of polyphenylsulfone polymer and 4-tert-butylphenol was 0 (comparative example 1), 15ppm (comparative example 2), 21ppm (example 5), 50ppm (example 4), 0.03% (300 ppm, example 3), 0.06% (600 ppm, example 2), 0.08% (800 ppm, example 1), 0.09% (900 ppm, example 6), 0.125% (1250 ppm, example 7), 0.2% (2000 ppm, comparative example 3), and 0.3% (3000 ppm, comparative example 4), respectively.
Examples 8 to 14 and comparative examples 5 to 8
The present examples and comparative examples provide a range of polyethersulfone compositions. The preparation process comprises the following steps:
(1) preparation of polyether sulfone polymers
Quantitatively adding 36kg of sulfolane, 8.79kg of 4,4 '-dichlorodiphenyl sulfone and 7.51kg of 4, 4' -dihydroxydiphenyl sulfone into a 100L reaction kettle protected by high-purity nitrogen, stirring and heating, adding 33kg of sodium carbonate and 3kg of dimethylbenzene, adopting a solution polycondensation method, keeping the temperature at 180-220 ℃ for 5 hours, continuously discharging reaction water by azeotropic distillation of the dimethylbenzene in the reaction process until no water is discharged, finishing the salt-forming reaction, and distilling out the dimethylbenzene. Then, the reaction system was heated to 235 ℃ and maintained for 3 hours. Stopping stirring and heating, precipitating the polymer material into strips in water, crushing the strips by a crusher to obtain a powdery material, boiling the powdery material for 1 hour by using deionized water, centrifugally filtering the powdery material, and repeating the step for 8-10 times until the filtrate is detected by silver nitrate and does not become turbid, namely the byproduct salt is washed out completely. And (3) removing water from the purified polymer under vacuum drying to obtain the polyether sulfone polymer.
(2) Preparation of polyethersulfone compositions
And (2) uniformly mixing the polyether sulfone polymer obtained in the step (1) and 4-tert-butylphenol, adding the mixture into a double-screw extruder, carrying out melt mixing at the extrusion temperature of 280-350 ℃, and carrying out extrusion granulation to obtain the polyether sulfone composition.
The ratio of the mass of the 4-tert-butylphenol added in the step (2) to the total mass of the polyethersulfone polymer and the 4-tert-butylphenol is changed from 0ppm to 3000ppm (0 to 0.3%).
Specifically, as shown in Table 2, the ratio of the mass of 4-tert-butylphenol added in step (2) to the sum of the mass of polyethersulfone polymer and 4-tert-butylphenol was 0 (comparative example 5), 18ppm (comparative example 6), 22ppm (example 11), 55ppm (example 11), 0.03% (300 ppm, example 10), 0.06% (600 ppm, example 9), 0.08% (800 ppm, example 8), 0.09% (900 ppm, example 13), 0.123% (1230 ppm, example 14), 0.2% (2000 ppm, comparative example 7), 0.3% (3000 ppm, comparative example 8)
Example 14
This example provides an aromatic sulfone composition. The procedure of example 1 was repeated except that the tert-butyl aromatic phenol compound used was 2, 4-di-tert-butylphenol.
Example 15
This example provides an aromatic sulfone composition. The procedure of example 1 was repeated except that 2,4, 6-tri-tert-butylphenol was used as the tert-butyl aromatic phenol compound.
The content of the tert-butyl aromatic phenol compound in the obtained aromatic sulfone composition was measured in accordance with the above-mentioned method to obtain the content of the tert-butyl aromatic phenol compound in the aromatic sulfone compositions as provided in the respective examples and comparative examples, as shown in tables 1 to 3.
TABLE 1 compounding ratio conditions and test results for examples 1 to 7 and comparative examples 1 to 4
Table 2 compounding ratio conditions and test results of examples 8 to 14 and comparative examples 5 to 8
Table 3 compounding ratio conditions and test results of examples 1, 15 to 16
As can be seen from Table 1, the addition of the tertiary butyl aromatic phenol compound is advantageous in increasing the fluidity and improving the color grade of the aromatic sulfone composition, and the larger the amount of the tertiary butyl aromatic phenol compound added, the better the fluidity and the higher the color grade. However, as the amount of the tert-butyl aromatic phenol compound added becomes larger, bubbles are generated and the light transmittance is lowered. Specifically, the polyphenylsulfone compositions in examples 1 to 7 contain 15 to 1000ppm of 4-tert-butylphenol, which is not compared with comparative example 1, the b value is reduced by 2 to 3, the shear viscosity is reduced by 5 to 10%, the color is obviously lightened, the fluidity is obviously improved, and the light transmittance is slightly changed. When the content of comparative example 2 was 10ppm, the appearance and flowability were closer to those of comparative example 1, while when the content of comparative examples 3 and 4 was larger, although the color grade and flowability were greatly improved, the surface of the color plate was remarkably bubbled, and the light transmittance was lowered, which was disadvantageous for the post-processing molding.
Similarly, it can be seen from table 2 that the polyethersulfone compositions of examples 8-14 containing 15-1000 ppm 4-tert-butylphenol were not compared with comparative example 5, b was reduced by 2-3, the shear viscosity was reduced by 6-12%, the color was significantly lighter, the flowability was significantly improved, and the transmittance was less changed. Meanwhile, when the content is 10ppm in comparative example 6, the appearance and the fluidity are closer to those of comparative example 5, while when the content is larger in comparative examples 7 and 8, although the color grade and the fluidity are greatly improved, the surface of the color plate is obviously foamed, the light transmittance is reduced, and this is disadvantageous for the post-processing molding.
As can be seen from the above, it is advantageous to maintain the content of the tert-butyl aromatic phenol compound in the aromatic sulfone polymer within a certain range. Wherein, when the content is 35-820 ppm, the comprehensive performances such as fluidity, color grade, light transmittance and appearance quality are better; when the content of the metal element is 200-710 ppm, the comprehensive performances such as fluidity, color grade, light transmittance and appearance quality are more excellent.
Further, as is clear from Table 3, the compositions obtained by adding 800ppm of 2, 4-di-tert-butylphenol or 2,4, 6-tri-tert-butylphenol at the time of blending and extrusion-granulating (the content of the tert-butyl aromatic phenol compound in the composition is about 710ppm) each exhibited the same effects as those obtained by adding 4-tert-butylphenol in example 1, namely, color reduction, improvement of fluidity, maintenance of light transmittance and no bubble on the surface of the color plate.
It will be appreciated by those of ordinary skill in the art that the examples provided herein are intended to assist the reader in understanding the principles of the invention and are to be construed as being without limitation to such specifically recited examples and embodiments. Those skilled in the art can make various other specific changes and combinations based on the teachings of the present invention without departing from the spirit of the invention, and these changes and combinations are within the scope of the invention.
Claims (10)
1. An aromatic sulfone composition characterized by comprising an aromatic sulfone polymer and a tert-butyl aromatic phenol compound; the aromatic sulfone composition contains a tert-butyl aromatic phenol compound in an amount of 15 to 1000 ppm.
2. The aromatic sulfone composition of claim 1, wherein the content of the tert-butyl aromatic phenol compound in the aromatic sulfone composition is from 35 to 820 ppm.
3. The aromatic sulfone composition of claim 2, wherein the content of the tert-butyl aromatic phenol compound in the aromatic sulfone composition is 200 to 710 ppm.
4. The aromatic sulfone composition of claim 1, wherein the tertiary-butyl aromatic phenol compound has a molecular weight of 100 to 500 g/mol.
5. The aromatic sulfone composition of claim 4, wherein the tert-butyl aromatic phenol compound is one or more of 2-tert-butylphenol, 3-tert-butylphenol, 4-tert-butylphenol, 2, 4-di-tert-butylphenol, 2, 6-di-tert-butylphenol, 2,4, 6-tri-tert-butylphenol, p-tert-butylcatechol, or 4, 6-di-tert-butylresorcinol.
6. The aromatic sulfone composition of claim 1, wherein the aromatic sulfone polymer is one or more of polyphenylsulfone, polyethersulfone, polysulfone, polyethersulfone, polyethersulfoneketon, or polyphenylsulfone.
7. The aromatic sulfone composition of claim 1, wherein the aromatic sulfone polymer is obtained by polymerization of an aromatic sulfone monomer.
8. The aromatic sulfone composition of claim 7, wherein the aromatic sulfone monomer is one or more of 4,4 '-dichlorodiphenyl sulfone, 4' -biphenol, 2 '-bis (4-hydroxyphenyl) propane, or 4, 4' -dihydroxydiphenyl sulfone.
9. A method for preparing an aromatic sulfone composition described in any one of claims 1 to 8, characterized by comprising the steps of: and uniformly mixing the aromatic sulfone polymer and the tert-butyl aromatic phenol compound, melting and mixing, extruding and granulating to obtain the aromatic sulfone composition.
10. Use of an aromatic sulfone composition according to any one of claims 1 to 8 for the preparation of a transparent article.
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| CN101848956A (en) * | 2007-08-10 | 2010-09-29 | 东丽株式会社 | Aromatic polyether sulfone having hydroxyphenyl end group and method for producing the same |
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| CN104271640A (en) * | 2012-05-11 | 2015-01-07 | 埃姆斯专利股份公司 | Method for the production of polysulfones, and polysulfones |
| CN109777105A (en) * | 2019-01-31 | 2019-05-21 | 珠海派锐尔新材料有限公司 | A kind of high flowing polysulfone composites and preparation method thereof |
| CN109852061A (en) * | 2019-02-01 | 2019-06-07 | 珠海派锐尔新材料有限公司 | A kind of polyether sulphone moulding compound and preparation method thereof |
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2020
- 2020-06-01 CN CN202010486277.5A patent/CN111808426A/en active Pending
Patent Citations (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CN101848956A (en) * | 2007-08-10 | 2010-09-29 | 东丽株式会社 | Aromatic polyether sulfone having hydroxyphenyl end group and method for producing the same |
| CN104271640A (en) * | 2012-05-11 | 2015-01-07 | 埃姆斯专利股份公司 | Method for the production of polysulfones, and polysulfones |
| CN103772989A (en) * | 2014-01-20 | 2014-05-07 | 四川大学 | Processing agent capable of improving stability and flowability of polyarylenesulfidesulfone and preparation method for processing agent |
| CN109777105A (en) * | 2019-01-31 | 2019-05-21 | 珠海派锐尔新材料有限公司 | A kind of high flowing polysulfone composites and preparation method thereof |
| CN109852061A (en) * | 2019-02-01 | 2019-06-07 | 珠海派锐尔新材料有限公司 | A kind of polyether sulphone moulding compound and preparation method thereof |
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