WO2017107317A1 - 应用超声原位聚合对聚合物分离膜进行改性的方法 - Google Patents

应用超声原位聚合对聚合物分离膜进行改性的方法 Download PDF

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Publication number
WO2017107317A1
WO2017107317A1 PCT/CN2016/076029 CN2016076029W WO2017107317A1 WO 2017107317 A1 WO2017107317 A1 WO 2017107317A1 CN 2016076029 W CN2016076029 W CN 2016076029W WO 2017107317 A1 WO2017107317 A1 WO 2017107317A1
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Prior art keywords
ultrasonic
situ polymerization
membrane
modifying
polymer
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Ceased
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PCT/CN2016/076029
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English (en)
French (fr)
Chinese (zh)
Inventor
秦舒浩
邵会菊
韦福建
吴斌
罗大军
张凯舟
张敏敏
姚勇
杨敬葵
崔振宇
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Guizhou Material Industrial Technology Research Institute
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Guizhou Material Industrial Technology Research Institute
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Priority to JP2018552101A priority Critical patent/JP6715348B2/ja
Publication of WO2017107317A1 publication Critical patent/WO2017107317A1/zh
Anticipated expiration legal-status Critical
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    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D67/00—Processes specially adapted for manufacturing semi-permeable membranes for separation processes or apparatus
    • B01D67/0002—Organic membrane manufacture
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D71/00—Semi-permeable membranes for separation processes or apparatus characterised by the material; Manufacturing processes specially adapted therefor
    • B01D71/06—Organic material
    • B01D71/52—Polyethers
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D67/00—Processes specially adapted for manufacturing semi-permeable membranes for separation processes or apparatus
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D69/00—Semi-permeable membranes for separation processes or apparatus characterised by their form, structure or properties; Manufacturing processes specially adapted therefor
    • B01D69/08—Hollow fibre membranes
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D71/00—Semi-permeable membranes for separation processes or apparatus characterised by the material; Manufacturing processes specially adapted therefor
    • B01D71/06—Organic material
    • B01D71/26—Polyalkenes
    • B01D71/261—Polyethylene
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D71/00—Semi-permeable membranes for separation processes or apparatus characterised by the material; Manufacturing processes specially adapted therefor
    • B01D71/06—Organic material
    • B01D71/26—Polyalkenes
    • B01D71/262—Polypropylene
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D71/00—Semi-permeable membranes for separation processes or apparatus characterised by the material; Manufacturing processes specially adapted therefor
    • B01D71/06—Organic material
    • B01D71/66—Polymers having sulfur in the main chain, with or without nitrogen, oxygen or carbon only
    • B01D71/68—Polysulfones; Polyethersulfones
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01D—SEPARATION
    • B01D71/00—Semi-permeable membranes for separation processes or apparatus characterised by the material; Manufacturing processes specially adapted therefor
    • B01D71/06—Organic material
    • B01D71/76—Macromolecular material not specifically provided for in a single one of groups B01D71/08 - B01D71/74
    • B01D71/78—Graft polymers
    • C—CHEMISTRY; METALLURGY
    • C02—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
    • C02F—TREATMENT OF WATER, WASTE WATER, SEWAGE, OR SLUDGE
    • C02F1/00—Treatment of water, waste water, or sewage
    • C02F1/44—Treatment of water, waste water, or sewage by dialysis, osmosis or reverse osmosis

Definitions

  • the invention relates to the technical field of polymer materials, in particular to a method for modifying a polymer separation membrane by ultrasonic in-situ polymerization.
  • the physical modification method treats the microporous membrane with a hydrophilic agent (such as an alcohol, a surfactant, a polyelectrolyte complex, etc.) or directly immerses the microporous membrane in a polymer solution, and then evaporates the solvent.
  • a hydrophilic agent such as an alcohol, a surfactant, a polyelectrolyte complex, etc.
  • the technical problem existing in the prior art is that the existing chemically modified polymer material is not hydrophilic inside the hollow fiber membrane and requires severe conditions and expensive equipment to damage the membrane;
  • the treatment of the polymer microporous membrane by the physical modification method is to fix the surfactant by physical adsorption, and there is a defect that the surface modifier is easily lost and the hydrophilicity gradually decreases during use.
  • the invention aims to provide a method for modifying a polymer separation membrane by ultrasonic in-situ polymerization, which has a simple preparation process, and the prepared hollow fiber membrane has an efficient and long-lasting hydrophilic effect, and is applied to water treatment. It has a good separation effect to overcome the deficiencies of the prior art.
  • a method for modifying a polymer separation membrane by ultrasonic in-situ polymerization which comprises the following steps:
  • the method for modifying a polymer separation membrane by ultrasonic in-situ polymerization is characterized in that the polymer separation membrane is polypropylene, polyethylene, polysulfone, polyethersulfone or poly
  • a vinylidene fluoride is a flat plate or a hollow fiber membrane of a material.
  • the polymerizable monomer is a combination of one or a combination of styrene, maleic anhydride, acrylic acid, methacrylic acid or methyl methacrylate in any ratio.
  • the organic solvent is ethanol, acetone or toluene.
  • the initiator is benzoyl peroxide.
  • the initiator is 0.1 to 0.5% of the total mass of the polymerized monomers.
  • the present invention also provides a method for modifying a polymer film by using ultrasonic in-situ polymerization, which comprises the following steps:
  • the polymer film is a flat plate or a hollow fiber membrane made of polypropylene, polyethylene, polysulfone, polyethersulfone or polyvinylidene fluoride.
  • the polymerizable monomer is a combination of one or a combination of styrene, maleic anhydride, acrylic acid, methacrylic acid or methyl acrylate or methyl methacrylate in any ratio.
  • the first organic solvent and the second organic solvent are each independently obtained from ethanol, acetone or toluene.
  • the initiator is benzoyl peroxide.
  • the initiator is from 0.1 to 0.5%, more preferably from 0.1 to 0.3%, based on the mass of the polymerizable monomer.
  • the mass ratio of the total amount of the polymerized monomers to the polymer film is from 1 to 6%.
  • the temperature is from room temperature to 50 ° C; preferably, the frequency of the ultrasonic wave is 40 kHz; more preferably, the ultrasonic power is from 100 to 500 W; more preferably, the ultrasonic intensity is from 600 to 2000 W/ m 2 ; more preferably, the ultrasonic time is 1-3 h.
  • the temperature is from 60 ° C to 80 ° C; preferably, the frequency of the ultrasonic wave is 60 kHz; more preferably, the ultrasonic power is from 100 to 700 W; more preferably, the ultrasonic intensity is from 600 to 5000 W /m 2 ; More preferably, the ultrasonic time is 1-6 h.
  • the ratio of the total mass of the polymerized monomer to the volume of the first organic solvent is 0.05-0.12 g/mL, 0.06-0.08 g/mL.
  • the present invention utilizes the cavitation effect of ultrasonic waves to cleave nearby polymer macromolecules or small molecules to generate free radicals, thereby inducing monomer grafting on the surface of the base film and or film.
  • the in-situ polymerization is carried out in the pores to form a copolymer modified thin layer.
  • the polymerization monomer selected by the invention is conventionally available, the cost is low, the preparation method is simple, the operation process is controllable, the membrane material obtained by the modification has a porosity of 62-89%, and the pure water flux reaches 256 L/m 2 .
  • the pure water flux after modification is increased by more than 50% compared with that before modification, and can even be increased to 160%. Therefore, the hydrophilic property is stable and durable, and it has good separation effect in water treatment. .
  • FIG. 1 is a schematic view of an ultrasonic in-situ polymerization process of the present invention.
  • the present invention provides a method for modifying a polymer film, preferably a polymer separation membrane.
  • the present invention provides a method for modifying a polymer separation membrane by ultrasonic in-situ polymerization, the method Including the following steps:
  • the polymer separation membrane is a flat plate or a hollow fiber membrane made of polypropylene, polyethylene, polysulfone, polyethersulfone or polyvinylidene fluoride.
  • the polymerizable monomer is a combination of one or a combination of styrene, maleic anhydride, acrylic acid, methacrylic acid or methyl acrylate or methyl methacrylate in any ratio.
  • the solvent is ethanol, acetone or toluene.
  • the initiator is benzoyl peroxide.
  • the polymer separation membrane or polymer membrane used is a porous membrane
  • the initiator is 0.1-0.5% of the mass of the polymerized monomer, preferably Choose 0.1-0.3%.
  • the mass ratio of the polymerizable monomer to the polymer separation membrane is from 1 to 6%.
  • the frequency of the ultrasonic wave described in the step 2) is 30KHZ-50KHZ, more preferably 40KHZ, the power of the ultrasonic wave is 100-500W, the ultrasonic intensity is 600-2000W/m 2 , and the liquid temperature is normal temperature to 50 ° C.
  • the treatment time is 1-3 hours.
  • the ultrasonic wave in the step 3) has a frequency of 30 KHZ-70 KHZ, more preferably 60 KHZ, an ultrasonic power of 100-700 W, an ultrasonic intensity of 600-5000 W/m 2 , and an in-situ polymerization under ultrasound.
  • the temperature is 60-80 ° C and the time is 1-6 hours.
  • the ratio of the total mass of the polymerized monomer to the volume of the first organic solvent is 0.05-0.12 g/ml, preferably 0.06-0.08 g/mL.
  • the ultrasonic in-situ polymerization method of the present invention can provide a polymer separation membrane excellent in separation effect for water treatment by improving the hydrophilicity of the polymer film and increasing the hydrophilic flux.
  • the model of the ultrasonic instrument used in the following examples is SCQ-9200C, and the manufacturer is Wuxi NVC Ultrasonic Co., Ltd.; wherein the method for testing the porosity of the hollow fiber membrane is by weighing the membrane in a dry and wet state. The porosity is obtained by weight and is expressed by ⁇ .
  • ⁇ porosity
  • W 1 wet film weight, g
  • W 2 dry film weight, g
  • V apparent volume of the membrane, cm 3 .
  • Pure water flux measurement method pure water permeation amount per unit membrane area measured by a conventional instrument at an operating pressure of 0.1 MPa and normal temperature.
  • the frequency of the ultrasonic waves used is 40 kHz; in the step 3), the frequency of the ultrasonic waves used is 60 kHz.
  • the output power of the ultrasonic waves used in the step 2) and the step 3) was 500 W, wherein the ultrasonic intensity in the step 2) was 1000 W/m 2 and the ultrasonic intensity in the step 3) was 2000 W/m 2 .
  • the total amount of the polymerized monomers used was 5% by mass relative to the polymer film.
  • Example 1 A method of modifying a polymer separation membrane by using ultrasonic in-situ polymerization, including the following step:
  • the polypropylene hollow fiber membrane having a pore diameter of 0.1-0.2 ⁇ m is placed in the solution obtained in the step 1) for 24 hours, and then ultrasonicated at room temperature for 1 hour to accelerate the polymerization of the monomer and the initiator in the membrane material. Diffusion, adsorption, so that they are fully adsorbed on the surface of the membrane and in the pores of the membrane;
  • Embodiment 2 of the present invention a method for modifying a polymer separation membrane by using ultrasonic in-situ polymerization, comprising the following steps:
  • the polypropylene hollow fiber membrane having a pore diameter of 0.1-0.2 ⁇ m is placed in the solution obtained in the step 1) for 24 hours, and then ultrasonicated at room temperature for 1 hour to accelerate the polymerization of the monomer and the initiator in the membrane material. Diffusion, adsorption, so that they are fully adsorbed on the surface of the membrane and in the pores of the membrane;
  • Embodiment 3 of the present invention a method for modifying a polymer separation membrane by using ultrasonic in-situ polymerization, comprising the following steps:
  • the polypropylene hollow fiber membrane having a pore diameter of 0.1-0.2 ⁇ m is placed in the solution obtained in the step 1) for 24 hours, and then ultrasonicated at 50 ° C for 1 hour to accelerate the polymerization of the monomer and the initiator in the membrane material. Diffusion, adsorption, so that they are fully adsorbed on the surface of the membrane and in the pores of the membrane;
  • Embodiment 4 of the present invention a method for modifying a polymer separation membrane by using ultrasonic in-situ polymerization, comprising the following steps:
  • the polypropylene hollow fiber membrane having a pore diameter of 0.1-0.2 ⁇ m is placed in the solution obtained in the step 1) for 24 hours, and then ultrasonicated at room temperature for 2 hours to accelerate the polymerization of the monomer and the initiator in the membrane material. Diffusion, adsorption, so that they are fully adsorbed on the surface of the membrane and in the pores of the membrane;
  • Embodiment 5 of the present invention a method for modifying a polymer separation membrane by using ultrasonic in-situ polymerization, comprising the following steps:
  • the polysulfone hollow fiber membrane is placed in the solution obtained in the step 1) for 24 hours, and then ultrasonicated at room temperature for 2 hours to accelerate the diffusion and adsorption of the polymerization monomer and the initiator in the membrane material, so that they are Fully adsorbed on the surface of the membrane and in the pores of the membrane;
  • Embodiment 6 of the present invention A method for modifying a polymer separation membrane by using ultrasonic in-situ polymerization, comprising the following steps:
  • the polysulfone hollow fiber membrane is placed in the solution obtained in the step 1) for 24 hours, and then ultrasonicated at 40 ° C for 2 hours to accelerate the diffusion and adsorption of the polymerization monomer and the initiator in the membrane material. They are fully adsorbed on the surface of the membrane and in the pores of the membrane;
  • Embodiment 7 of the present invention A method for modifying a polymer separation membrane by using ultrasonic in-situ polymerization, comprising the following steps:
  • polyethersulfone hollow fiber membrane is placed in the solution obtained in the step 1) for 24 hours, and then ultrasonicated at room temperature for 2 hours to accelerate the diffusion and adsorption of the polymerization monomer and the initiator in the membrane material. They are fully adsorbed on the surface of the membrane and in the pores of the membrane;
  • Embodiment 8 of the present invention a method for modifying a polymer separation membrane by using ultrasonic in-situ polymerization, comprising the following steps:
  • Embodiment 9 of the present invention A method for modifying a polymer separation membrane by using ultrasonic in-situ polymerization, comprising the following steps:
  • the polypropylene hollow fiber membrane having a pore diameter of 0.1-0.2 ⁇ m is placed in the solution obtained in the step 1) for 24 hours, and then ultrasonicated at room temperature for 2 hours to accelerate the polymerization of the monomer and the initiator in the membrane material. Diffusion, adsorption, so that they are fully adsorbed on the surface of the membrane and in the pores of the membrane;

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  • Chemical & Material Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Manufacturing & Machinery (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Hydrology & Water Resources (AREA)
  • Environmental & Geological Engineering (AREA)
  • Water Supply & Treatment (AREA)
  • Organic Chemistry (AREA)
  • Separation Using Semi-Permeable Membranes (AREA)
  • Graft Or Block Polymers (AREA)
  • Polymerisation Methods In General (AREA)
  • Macromonomer-Based Addition Polymer (AREA)
PCT/CN2016/076029 2015-12-22 2016-03-10 应用超声原位聚合对聚合物分离膜进行改性的方法 Ceased WO2017107317A1 (zh)

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EP3838385A1 (en) * 2019-12-17 2021-06-23 3M Innovative Properties Company Ultrasonically surface modified polyethersulfone membranes and method of making thereof
CN114917772A (zh) * 2022-05-11 2022-08-19 河南迈纳净化技术有限公司 含浸聚合与拉伸相结合制备超疏水聚烯烃多孔膜的方法
US11639319B2 (en) * 2020-08-27 2023-05-02 Instituto De Ecologia, A.C. Particles of fertilizers encapsulated in modified chitosan and obtaining method
CN117843874A (zh) * 2024-01-09 2024-04-09 江门职业技术学院 一种轻量增强阻燃聚丙烯复合材料及其制备方法

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CN106955602B (zh) * 2017-04-19 2019-10-18 贵州省材料产业技术研究院 纳米丙烯酸铝改性聚合物分离膜及其制备方法
CN106861468A (zh) * 2017-04-19 2017-06-20 贵州省材料产业技术研究院 复合抗污染聚合物分离膜及其制备方法
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CN115228304A (zh) * 2021-04-23 2022-10-25 欧美新材料(浙江)有限公司 一种复合膜的制备方法及复合膜
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EP3838385A1 (en) * 2019-12-17 2021-06-23 3M Innovative Properties Company Ultrasonically surface modified polyethersulfone membranes and method of making thereof
WO2021124082A1 (en) * 2019-12-17 2021-06-24 3M Innovative Properties Company Ultrasonically surface modified polyethersulfone membranes and method of making thereof
US11639319B2 (en) * 2020-08-27 2023-05-02 Instituto De Ecologia, A.C. Particles of fertilizers encapsulated in modified chitosan and obtaining method
CN114917772A (zh) * 2022-05-11 2022-08-19 河南迈纳净化技术有限公司 含浸聚合与拉伸相结合制备超疏水聚烯烃多孔膜的方法
CN117843874A (zh) * 2024-01-09 2024-04-09 江门职业技术学院 一种轻量增强阻燃聚丙烯复合材料及其制备方法

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