WO2022268122A1 - Mélange organique-inorganique pour la prévention de l'oxydation du cuivre ou de l'argent, son procédé de fabrication et son utilisation - Google Patents

Mélange organique-inorganique pour la prévention de l'oxydation du cuivre ou de l'argent, son procédé de fabrication et son utilisation Download PDF

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Publication number
WO2022268122A1
WO2022268122A1 PCT/CN2022/100464 CN2022100464W WO2022268122A1 WO 2022268122 A1 WO2022268122 A1 WO 2022268122A1 CN 2022100464 W CN2022100464 W CN 2022100464W WO 2022268122 A1 WO2022268122 A1 WO 2022268122A1
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organic
copper
composition
inorganic
silver
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PCT/CN2022/100464
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English (en)
Chinese (zh)
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王奕中
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新和兴业股份有限公司
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Publication of WO2022268122A1 publication Critical patent/WO2022268122A1/fr

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    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B29—WORKING OF PLASTICS; WORKING OF SUBSTANCES IN A PLASTIC STATE IN GENERAL
    • B29B—PREPARATION OR PRETREATMENT OF THE MATERIAL TO BE SHAPED; MAKING GRANULES OR PREFORMS; RECOVERY OF PLASTICS OR OTHER CONSTITUENTS OF WASTE MATERIAL CONTAINING PLASTICS
    • B29B9/00—Making granules
    • B29B9/12—Making granules characterised by structure or composition
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08J—WORKING-UP; GENERAL PROCESSES OF COMPOUNDING; AFTER-TREATMENT NOT COVERED BY SUBCLASSES C08B, C08C, C08F, C08G or C08H
    • C08J3/00—Processes of treating or compounding macromolecular substances
    • C08J3/02—Making solutions, dispersions, lattices or gels by other methods than by solution, emulsion or suspension polymerisation techniques
    • D—TEXTILES; PAPER
    • D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
    • D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
    • D01F1/00—General methods for the manufacture of artificial filaments or the like
    • D01F1/02—Addition of substances to the spinning solution or to the melt
    • D01F1/10—Other agents for modifying properties
    • D—TEXTILES; PAPER
    • D01—NATURAL OR MAN-MADE THREADS OR FIBRES; SPINNING
    • D01F—CHEMICAL FEATURES IN THE MANUFACTURE OF ARTIFICIAL FILAMENTS, THREADS, FIBRES, BRISTLES OR RIBBONS; APPARATUS SPECIALLY ADAPTED FOR THE MANUFACTURE OF CARBON FILAMENTS
    • D01F6/00—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof
    • D01F6/58—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products
    • D01F6/62—Monocomponent artificial filaments or the like of synthetic polymers; Manufacture thereof from homopolycondensation products from polyesters

Definitions

  • the invention relates to an organic-inorganic compound for preventing oxidation of copper or silver, which comprises 1-5 wt% of organic components and 95-99 wt% of inorganic components.
  • the above-mentioned organic-inorganic hybrid for preventing copper or silver oxidation can be applied in the field of manufacturing antibacterial polyester fibers.
  • the present invention provides an organic-inorganic hybrid.
  • the organic-inorganic hybrid has the technical function of preventing copper or silver from oxidizing, and is especially suitable for application in the antibacterial fiber industry.
  • the first purpose of the present invention is to disclose an organic-inorganic compound for preventing oxidation of copper or silver, which comprises 1-5 wt% of organic components and 95-99 wt% of inorganic components, the organic components comprising three Alkyl phosphite, dialkyl thioester, bishydrazide, phosphonate, or any combination thereof; and the inorganic composition includes at least one transition metal salt.
  • the trialkyl phosphite is triisodecyl phosphite
  • the dialkyl thioester is dilauryl thiodipropionate
  • the bishydrazide is N,N'-bis[3-( 3,5-di-tert-butyl-4-hydroxyphenyl)propionyl]hydrazine
  • the phosphonate is calcium bis(3,5-di-tert-butyl-4-hydroxybenzylphosphonic acid monoethyl ester).
  • the transition metal salt has the general formula of MX, wherein M represents a transition metal, and X is an anion corresponding to M, which is selected from one or a combination of the following groups: carbonate (CO 3 2 ⁇ ), nitric acid Root (NO3 - ), Sulfate (SO 4 2- ), Sulfide ion (S 2- ) and Oxygen ion (O 2- ).
  • the transition metal is magnesium, aluminum, manganese, zinc, titanium, iron or nickel.
  • the second object of the present invention is to provide the aforementioned method for producing the organic-inorganic hybrid for preventing oxidation of copper or silver, which specifically includes the following steps.
  • Step 1 wet grinding the mixture to obtain a sludge, the mixture contains 1-5wt% of organic components and 95-99wt% of inorganic components.
  • the organic composition contains trialkyl phosphite, dialkyl thioester, bishydrazide, phosphonate or any combination thereof; the inorganic composition contains at least one transition metal salt.
  • the sludge contains a powder with a particle size distribution (d50) between 200 nm and 500 nm.
  • Step 2 Perform a drying procedure to make the mud into a solid.
  • Step 3 dry grinding the solid, thereby obtaining the organic-inorganic hybrid for preventing oxidation of copper or silver, the organic-inorganic hybrid for preventing oxidation of copper or silver has a particle size distribution (d50) of 2 ⁇ 3 micron powder.
  • the trialkyl phosphite is triisodecyl phosphite
  • the dialkyl thioester is dilauryl thiodipropionate
  • the bishydrazide is N,N'-bis[3-( 3,5-di-tert-butyl-4-hydroxyphenyl)propionyl]hydrazine
  • the phosphonate is calcium bis(3,5-di-tert-butyl-4-hydroxybenzylphosphonic acid monoethyl ester).
  • the transition metal salt has the general formula of MX, wherein M represents a transition metal, and X is an anion corresponding to M, which is selected from one or a combination of the following groups: carbonate (CO 3 2 ⁇ ), nitric acid (NO3 - ), sulfate (SO 4 2- ), sulfide (S 2- ) and oxygen ions (O 2- ), and the transition metal is magnesium, aluminum, manganese, zinc, titanium, iron or nickel.
  • M represents a transition metal
  • X is an anion corresponding to M, which is selected from one or a combination of the following groups: carbonate (CO 3 2 ⁇ ), nitric acid (NO3 - ), sulfate (SO 4 2- ), sulfide (S 2- ) and oxygen ions (O 2- )
  • the transition metal is magnesium, aluminum, manganese, zinc, titanium, iron or nickel.
  • the third object of the present invention is to provide a method for manufacturing antibacterial polyester fiber, which specifically includes the following steps.
  • Step 1 Perform a mixing procedure to obtain a composition, based on the total weight of the composition, the composition includes 14 to 20 wt% of the organic-inorganic hybrid for preventing copper or silver oxidation according to claim 1 , 1-5wt% copper compound and 75-85wt% polyester.
  • Step 2 Execute the granulation procedure to make the composition an antibacterial polyester masterbatch.
  • Step 3 Execute the silk spinning procedure to make the antibacterial polyester masterbatch into the antibacterial polyester fiber.
  • the composition comprises a powder having a particle size distribution (d50) of 2-3 microns.
  • the copper compound is selected from one or a combination of the following groups: copper metal, cuprous oxide, cuprous chloride, cuprous bromide and cuprous iodide.
  • the polyester is polyethylene terephthalate, polybutylene terephthalate, or combinations thereof.
  • the organic-inorganic hybrid provided by the present invention has the following technical features and effects.
  • the organic-inorganic hybrid is a micron-sized powder made of 1-5wt% organic antioxidant composition and 95-99wt% inorganic composition, which has the advantages of large body surface area and easy dispersion in polyester.
  • the organic-inorganic hybrid can prevent the oxidation of copper or silver during spinning or weaving, and is especially suitable for use in the polyester fiber industry.
  • the antibacterial polyester fiber made of the organic-inorganic hybrid of the present invention has good antibacterial activity, and will not cause inactivation of antibacterial activity during dyeing or other post-processing procedures.
  • Fig. 1 is the XPS spectrum of Cu 2p of copper PET master batch, and solid line is that this organic-inorganic composition is the copper PET master batch that the weight ratio of copper is 3.5; Dotted line is that this organic-inorganic composition is to the weight ratio of copper is 2.0 made of copper PET masterbatch.
  • Fig. 2 is the XPS spectrum of the O 1s of copper PET master batch, and solid line is that this organic-inorganic composition is the copper PET master batch that the weight ratio of copper is 3.5; Dotted line is that this organic-inorganic composition is to the weight ratio of copper is 2.0 made of copper PET masterbatch.
  • Figure 3 is the Cu 2pXPS spectrum of the copper PET masterbatch, in which the weight ratio of inorganic composition to copper is 3.5.
  • Figure 4 is the Cu 2p XPS spectrum of copper PET masterbatch, in which the weight ratio of organic composition to copper is 3.5.
  • Fig. 5 is the flowchart of the manufacturing method of antibacterial polyester fiber of the present invention.
  • Fig. 6 is the inhibitory effect diagram of the antibacterial polyester fiber of the present invention to Trichophyton mentatrophytes fungus.
  • the present invention provides an organic-inorganic hybrid.
  • the organic-inorganic mixture is powder, and has the technical effect of preventing copper or silver oxidation, and is especially suitable for application in the manufacture of copper or silver antibacterial polyester fiber industry.
  • the above-mentioned organic-inorganic hybrid is an organic-inorganic hybrid for preventing oxidation of copper or silver, and its composition includes 1-5 wt% of organic components and 95-99 wt% of inorganic components, the organic The composition comprises trialkyl phosphite, dialkyl thioester, bishydrazide, phosphonate or any combination thereof; and the inorganic composition comprises at least one transition metal salt.
  • the trialkylphosphite is triisodecylphosphite.
  • dialkylthioester is dilaurylthiodipropionate.
  • the bishydrazide is N,N'-bis[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionyl]hydrazine.
  • the phosphonate is calcium bis(3,5-di-tert-butyl-4-hydroxybenzylphosphonic acid monoethyl ester).
  • the transition metal salt has the general formula of MX, wherein M represents a transition metal, and X is an anion corresponding to M, which is selected from one or a combination of the following groups: Carbonate (CO 3 2 ⁇ ) , Nitrate (NO3 - ), Sulfate (SO 4 2- ), Sulfide (S 2- ) and Oxygen (O 2- ).
  • the transition metal is magnesium, aluminum, manganese, zinc, titanium, iron or nickel.
  • Another embodiment of the present invention is to provide the method for manufacturing the organic-inorganic hybrid for preventing oxidation of copper or silver as described in the first embodiment, which includes the following steps.
  • Step 1 wet grinding the mixture to obtain a sludge, the mixture contains 1-5wt% of organic components and 95-99wt% of inorganic components.
  • the organic composition contains trialkyl phosphite, dialkyl thioester, bishydrazide, phosphonate or any combination thereof; the inorganic composition contains at least one transition metal salt.
  • the sludge contains a powder with a particle size distribution (d50) between 200 nm and 500 nm.
  • Step 2 Perform a drying procedure to make the mud into a solid.
  • Step 3 dry grinding the solid, thereby obtaining the organic-inorganic hybrid for preventing oxidation of copper or silver, the organic-inorganic hybrid for preventing oxidation of copper or silver has a particle size distribution (d50) of 2 ⁇ 3 micron powder.
  • the trialkylphosphite is triisodecylphosphite.
  • dialkylthioester is dilaurylthiodipropionate.
  • the bishydrazide is N,N'-bis[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionyl]hydrazine.
  • the phosphonate is calcium bis(3,5-di-tert-butyl-4-hydroxybenzylphosphonic acid monoethyl ester).
  • the transition metal salt has the general formula of MX, wherein M represents a transition metal, and X is an anion corresponding to M, which is selected from one or a combination of the following groups: Carbonate (CO 3 2 ⁇ ) , Nitrate (NO3 - ), Sulfate (SO 4 2- ), Sulfide (S 2- ) and Oxygen (O 2- ).
  • the transition metal is magnesium, aluminum, manganese, zinc, titanium, iron or nickel.
  • Another embodiment of the present invention is to provide a method for manufacturing antibacterial polyester fiber, which includes the following steps.
  • Step 1 Perform a mixing procedure to obtain a composition, based on the total weight of the composition, the composition includes 14-20 wt% of the organic-inorganic hybrid for preventing copper or silver oxidation according to claim 1 , 1-5wt% copper compound and 75-85wt% polyester.
  • Step 2 Execute the granulation procedure to make the composition an antibacterial polyester masterbatch.
  • Step 3 Execute the silk spinning procedure to make the antibacterial polyester masterbatch into the antibacterial polyester fiber.
  • the composition comprises a powder having a particle size distribution (d50) of 2-3 microns.
  • the copper compound is selected from one or a combination of the following groups: copper metal, cuprous oxide, cuprous chloride, cuprous bromide and cuprous iodide.
  • the polyester is polyethylene terephthalate, polybutylene terephthalate, or combinations thereof.
  • the manufacturing process of the above-mentioned antibacterial polyester fiber is as follows.
  • the mud contains particles with a particle size distribution (d50) of 200nm to 500nm
  • the powder 1 in between, and finally dry the mud and then dry grind to obtain the powder 1.
  • the copper compound is wet-ground to another sludge, which contains a powder 2 with a particle size distribution (d50) between 200 nm and 5 ⁇ m, and the other sludge is dried and then dry-milled to obtain a powder 2 .
  • the weight ratio of the powder 1 to the powder 2 is greater than or equal to 3.5.
  • the above-mentioned powder 1, powder 2 and polyester are made into polyester masterbatch by a twin-screw granulator, and then the spinning process is carried out to obtain antibacterial polyester staple fiber or antibacterial polyester long fiber, and finally the antibacterial efficacy test is carried out.
  • the organic and non-agent mixtures are separately wet milled, thereby obtaining a first slurry comprising a powder having a particle size analysis (d50) between 200 nm and 500 nm. dry grinding said slurry after drying, thereby obtaining a first solid or powder; and wet grinding said copper compound, thereby obtaining a second slurry comprising a particle size analysis (d50) of 200 nm to 5 Powder between microns, the copper compound is copper powder, cuprous oxide, cuprous chloride, cuprous bromide or cuprous iodide, after drying, dry grind the above-mentioned second slurry, thereby obtaining the second solid or powder.
  • d50 particle size analysis
  • the above-mentioned first solid or powder, second solid or powder and polyester are mixed to obtain a mixture, wherein the weight ratio of the organic agent-free mixture to copper is equal to or greater than 3.5.
  • the weight ratio of the organic agent-free mixture plus the copper compound to the polyester is between 5:95 and 20:80.
  • the weight ratio of the organic and non-agent compound plus the copper compound to the polyester is between 6.75:93.25 and 11.25:88.75.
  • the antibacterial polyester masterbatch is obtained by performing the granulation procedure, and the silk spinning procedure is thereby obtained to obtain the antibacterial polyester fiber.
  • the preparation method of the organic-inorganic hybrid for preventing copper or silver oxidation of the present invention is as follows. First, wet grinding inorganic composition and organic antioxidant to mud, the inorganic composition contains 5wt% zinc carbonate, 20wt% magnesium carbonate and 75wt% titanium dioxide; the composition of the inorganic composition can also be zinc nitrate, zinc sulfate, nitric acid Magnesium, magnesium sulfate, aluminum or iron oxide.
  • the organic antioxidant is bis(3,5-di-tert-butyl-4-hydroxybenzylphosphonic acid monoethyl ester) calcium or N,N'-bis[3-(3,5-di-tert-butyl-4- Hydroxyphenyl) propionyl] hydrazine, the weight ratio of the inorganic composition to the organic antioxidant is 98:2, and the above-mentioned mud contains a particle size distribution (d50) that is a powder of 200nm to 5 microns; drying the mud to obtain a solid , then dry grind the solid into a powder, when the particle size distribution (d50) of the powder is 3 microns after dry grinding, the preparation of the organic-inorganic mixture for preventing copper or silver oxidation of the present invention is completed .
  • d50 particle size distribution
  • the appearance color of the antibacterial fiber product made is light yellow and is still stable in the air without discoloration, indicating that The copper contained in it is not oxidized.
  • the appearance color of the semi-product during the spinning process is pink and will gradually turn gray, indicating that the copper contained therein is gradually oxidized.
  • the appearance color of the antibacterial fiber product is black, which means that the copper contained in it has been completely oxidized during the spinning process, which also reduces the final antibacterial fiber product. The antibacterial effect of the product.
  • the oxidation state of copper embedded in the copper PET masterbatch was measured by XPS analysis, as shown in Figure 1 and Figure 2.
  • the weight ratio of the organic-inorganic mixture of the present invention to copper is 3.5
  • the binding energy of Cu 2p falls on 931.8 electron volts (eV) on the XPS spectrum, where the electron volts corresponds to copper metal or cuprous ((Cu (0) ) or Cu (I) (Cu 2 O)) (as shown by the solid line).
  • the binding energy of Cu 2p falls on 932.7 electron volts (eV) on the XPS spectrum, where electron volts corresponds to divalent copper (Cu ( II) ), that is, copper oxide (CuO) (as shown by the dotted line).
  • Cu ( II) divalent copper
  • CuO copper oxide
  • the binding energy of O1s is at 532.9 electron volts, but when the weight ratio of the organic-inorganic hybrid of the present invention to copper is equal to 2, the binding energy of O1s produces a blue shift to 532.1 electron volts (as shown by the dotted line), which is relatively Low binding energy indicates the presence of lattice oxygen, that is, when the weight ratio of organic-inorganic hybrid to copper is equal to 2 to make polyester fiber, the copper in it will be oxidized, causing the final polyester fiber to discolor and reduce its antibacterial properties efficacy.
  • this experiment example only uses the inorganic composition of the organic-inorganic hybrid of the present invention, as the experimental control group, the weight ratio of the inorganic composition to copper is 3.5.
  • XPS analysis of the prepared copper PET masterbatch shows that the binding energy of Cu 2p3 has shifted to 933.09 electron volts (eV), which indicates that copper oxidation has occurred.
  • the XPS analysis experiment of copper PET masterbatch clearly proves that the organic-inorganic mixture of the present invention has a synergistic effect on preventing copper oxidation, and neither a single inorganic composition nor an organic composition can effectively prevent copper from being deposited in the fiber manufacturing process. oxidation.
  • the antibacterial efficacy evaluation results of copper antibacterial polyester fibers made of the organic-inorganic mixture provided by the present invention are shown in Table 1 and Table 2.
  • the evaluation method is based on JIS 1902L:2015.
  • the weight ratio of the organic-inorganic mixture to copper is 3.5
  • the antibacterial activity of the copper antibacterial polyester fiber made is obviously better than that of the copper antibacterial polyester fiber made by the weight ratio of 2.
  • the reason is that when the weight ratio of the organic-inorganic mixture to copper of the present invention is 2, in the manufacturing process of the copper antibacterial polyester fiber, the copper will deteriorate due to oxidation, thereby affecting its antibacterial activity.
  • the organic-inorganic mixture of the present invention when the organic-inorganic mixture of the present invention is making copper antibacterial polyester fibers, its weight ratio for copper must be greater than or equal to 3.5, thereby reaching to prevent copper from oxidative deterioration in the manufacture process of antibacterial polyester fibers, and simultaneously It also makes the antibacterial polyester fiber have good antibacterial activity.
  • the antibacterial activity of the copper antibacterial PET polyester fiber made when the weight ratio of the organic-inorganic mixture of the present invention to copper is 3.5 is shown in Table 3 As shown, the antibacterial evaluation method is based on JIS 1902L:2015.
  • Table 4 shows the antibacterial activity of the copper antibacterial PET spun yarn prepared when the weight ratio of the organic-inorganic mixture to copper of the present invention is 3.5.
  • the antibacterial evaluation method is based on JIS1902L:2015.
  • the antibacterial effect of the copper antibacterial PET fiber prepared when the weight ratio of the organic-inorganic compound of the present invention to copper is 3.5 is shown in FIG. 6 .
  • the present invention provides an innovative organic-inorganic hybrid.
  • the weight ratio of the organic-inorganic hybrid to copper or silver is greater than or equal to 3.5, it has the technical effect of preventing copper or silver from oxidizing, and is especially suitable for use in Manufacture of antibacterial polyester fiber related industries.

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  • Chemical & Material Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Textile Engineering (AREA)
  • Medicinal Chemistry (AREA)
  • Organic Chemistry (AREA)
  • Polymers & Plastics (AREA)
  • Health & Medical Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Mechanical Engineering (AREA)
  • Manufacturing & Machinery (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)
  • Artificial Filaments (AREA)
  • Chemical Or Physical Treatment Of Fibers (AREA)
  • Preventing Corrosion Or Incrustation Of Metals (AREA)

Abstract

L'invention concerne un mélange organique-inorganique pour la prévention de l'oxydation du cuivre ou de l'argent, son procédé de fabrication et son utilisation. La composition du mélange organique-inorganique pour la prévention de l'oxydation du cuivre ou de l'argent comprend 1 à 5 % en poids d'une composition organique et 95 à 99 % en poids d'une composition inorganique. La composition organique comprend un phosphite de trialkyle, un thioester de dialkyle, un bishydrazide, un phosphonate, ou une quelconque combinaison de ceux-ci ; et la composition inorganique comprend au moins un sel de métal de transition. En particulier, le mélange organique-inorganique pour la prévention de l'oxydation du cuivre ou de l'argent peut être utilisé dans le domaine de la fabrication de fibres de polyester antibactériennes.
PCT/CN2022/100464 2021-06-23 2022-06-22 Mélange organique-inorganique pour la prévention de l'oxydation du cuivre ou de l'argent, son procédé de fabrication et son utilisation WO2022268122A1 (fr)

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US63/213,786 2021-06-23

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Citations (6)

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Publication number Priority date Publication date Assignee Title
CN101054740A (zh) * 2007-05-22 2007-10-17 杭州师范大学 一种低温生产尼龙纤维的方法
CN101139749A (zh) * 2007-07-13 2008-03-12 杭州师范大学 一种细旦或超细旦尼龙纤维及其生产方法
US20080193496A1 (en) * 2005-03-21 2008-08-14 The Cupron Corporation Antimicrobial And Antiviral Polymeric Master Batch, Processes For Producing Polymeric Material Therefrom And Products Produced Therefrom
CN104206418A (zh) * 2014-08-07 2014-12-17 蔡惠萍 一种防变色粉状含银抗菌剂的制备方法和应用
CN104592629A (zh) * 2015-01-05 2015-05-06 上海纳旭实业有限公司 一种Cu/ZnO 复合抗菌PP母粒的制备方法
CN112004879A (zh) * 2018-05-03 2020-11-27 瑞士新集团有限公司 抗降解剂共混物

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
BR112020003507A2 (pt) * 2017-09-18 2020-09-01 Basf Se mistura de aditivos, composição, artigo de polímero conformado, uso da mistura de aditivos, e, copolímero

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20080193496A1 (en) * 2005-03-21 2008-08-14 The Cupron Corporation Antimicrobial And Antiviral Polymeric Master Batch, Processes For Producing Polymeric Material Therefrom And Products Produced Therefrom
CN101054740A (zh) * 2007-05-22 2007-10-17 杭州师范大学 一种低温生产尼龙纤维的方法
CN101139749A (zh) * 2007-07-13 2008-03-12 杭州师范大学 一种细旦或超细旦尼龙纤维及其生产方法
CN104206418A (zh) * 2014-08-07 2014-12-17 蔡惠萍 一种防变色粉状含银抗菌剂的制备方法和应用
CN104592629A (zh) * 2015-01-05 2015-05-06 上海纳旭实业有限公司 一种Cu/ZnO 复合抗菌PP母粒的制备方法
CN112004879A (zh) * 2018-05-03 2020-11-27 瑞士新集团有限公司 抗降解剂共混物

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