TWI576372B - Antimicrobial resin and its production method - Google Patents
Antimicrobial resin and its production method Download PDFInfo
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Description
本發明是有關於一種樹脂及其製作方法，特別是指一種抗菌樹脂及其製作方法。 The invention relates to a resin and a preparation method thereof, in particular to an antibacterial resin and a preparation method thereof.
日常環境中潛伏著許多細菌和病毒，尤其是醫院、公共區域、學校等人口眾多的環境。除此之外，現今觸控式產品的大量使用，更容易成為細菌、病毒等微生物孳生與傳播的溫床。有鑑於此，便需要使用具有抑菌和殺菌功能的抗菌產品來減少細菌、病毒等微生物的孳生，以改善生活環境，維護人體健康。 Many bacteria and viruses are lurking in the daily environment, especially in populous environments such as hospitals, public areas, and schools. In addition, the large-scale use of touch-sensitive products today is more likely to become a breeding ground for microbes and viruses such as bacteria and viruses. In view of this, it is necessary to use an antibacterial product having antibacterial and bactericidal functions to reduce the growth of microorganisms such as bacteria and viruses, thereby improving the living environment and maintaining human health.
現有的抗菌產品種類眾多，其作用的機制也不盡相同，市面上銷售的抗菌劑主要可分為天然抗菌劑、無機抗菌劑與有機抗菌劑三大類。 There are many kinds of antibacterial products available, and the mechanism of action is not the same. The antibacterial agents sold in the market can be mainly divided into three categories: natural antibacterial agents, inorganic antibacterial agents and organic antibacterial agents.
詳細的說，天然抗菌劑主要是提取植物中特定的成分，例如甲殼素、芥末、山葵等，成分較單純且使用方便，但缺點是殺菌率較低，抗菌的效果有限，且耐熱性較差，使 用壽命短而不能長時間使用。 In detail, the natural antibacterial agent mainly extracts specific components in plants, such as chitin, mustard, wasabi, etc., the ingredients are relatively simple and convenient to use, but the disadvantage is that the sterilization rate is low, the antibacterial effect is limited, and the heat resistance is poor. Make The service life is short and cannot be used for a long time.
無機抗菌劑則是利用銀、銅、鋅等金屬的抗菌能力，透過物理吸附離子交換等方法，使其固定在多孔材料的表面製成抗菌劑。例如美國專利US 2014/0017462 A1公開號(Antimicrobial action of Cu,CuO and Cu2O nanoparticles on glass surfaces and durable coatings)則是提供一種具有抗菌或抗微生物特性的玻璃物件，其主要是將Cu(銅)、CuO(氧化銅)或Cu2O(氧化亞銅)奈米顆粒形成於玻璃的表面，從而利用該些銅奈米顆粒達到抗菌或抗微生物的功效。然而，使用無機抗菌劑的缺點在於銅、鎳等金屬離子帶有顏色，會影響產品的外觀，銀離子的抗菌效果佳，是目前最廣為應用的抗菌劑，但缺點是成本高，且在使用的過程中也容易因氧化而變色。 The inorganic antibacterial agent utilizes the antibacterial ability of a metal such as silver, copper or zinc, and is fixed to the surface of the porous material by a physical adsorption ion exchange method to form an antibacterial agent. For example, the US Patent No. 2014/0017462 A1 (AntiObial action of Cu, CuO and Cu 2 O nanoparticles on glass surfaces and durable coatings) provides a glass article having antibacterial or antimicrobial properties, which is mainly Cu (copper). ), CuO (copper oxide) or Cu 2 O (copper oxide) nanoparticle is formed on the surface of the glass, thereby utilizing the copper nanoparticles to achieve antibacterial or antimicrobial effects. However, the disadvantage of using inorganic antibacterial agents is that the metal ions such as copper and nickel have color, which will affect the appearance of the product, and the antibacterial effect of silver ions is good. It is the most widely used antibacterial agent, but the disadvantage is high cost and It is also prone to discoloration due to oxidation during use.
有機抗菌劑則有醯基苯胺類、四級銨鹽類、酚類等，其中，四級銨鹽類的抗菌機制主要是利用正離子與細菌的負離子易於結合的特性，進而破壞細菌的細胞膜或細胞壁，達到殺菌及抑菌的功效。例如美國專利US 5,959,014公告號(Water-stabilized organosilane compounds and methods for using the same)所揭示的內容可知，其可利用烷基二甲基叔胺與氯丙基三甲基矽烷反應合成出具有四級銨鹽基團的抗菌劑，反應機構如下式所示。 Organic antibacterial agents include mercaptoanilines, quaternary ammonium salts, phenols, etc. Among them, the antibacterial mechanism of the quaternary ammonium salts mainly utilizes the characteristics that the positive ions and the negative ions of the bacteria are easily combined, thereby destroying the cell membrane of the bacteria or The cell wall is bactericidal and bacteriostatic. For example, it can be seen that the reaction can be carried out by reacting an alkyl dimethyl tertiary amine with chloropropyl trimethyl decane to form a quaternary level, as disclosed in the disclosure of the same. The antibacterial agent of the ammonium salt group, the reaction mechanism is as shown in the following formula.
然而，上述專利文獻(美國專利US 5,959,014公告號)中，其合成出的抗菌劑含有氯離子，易於高溫環境下產生有毒的氯氣，氯氣具有強烈刺激性，也容易產生有致癌風險的三鹵甲烷等有機氯化合物。 However, in the above-mentioned patent document (U.S. Patent No. 5,959,014), the synthesized antibacterial agent contains chloride ions, which is apt to produce toxic chlorine gas in a high temperature environment, and chlorine gas is highly irritating, and is also prone to cause trihalomethanes having a carcinogenic risk. And other organic chlorine compounds.
再者，前述各抗菌劑不是需要以額外添加金屬離子的方式進行製作，就是透過有機合成的方式進行製作，其步驟繁多，且製作流程也較為繁瑣。而且，各抗菌劑的抗菌能力亦與抗菌成份的添加量、耐久性與溶出量等因素有關，因此，若不能保持其抗菌成份的有效濃度，便會失去其抗菌的能力。 Furthermore, the above-mentioned respective antibacterial agents are not required to be produced by additionally adding metal ions, or are produced by means of organic synthesis, and the steps are numerous and the production process is cumbersome. Moreover, the antibacterial ability of each antibacterial agent is also related to factors such as the amount of antibacterial ingredient added, durability, and dissolution amount. Therefore, if the effective concentration of the antibacterial ingredient is not maintained, the antibacterial ability is lost.
因此，進一步開發或研究一種能以簡單的方式進行製作，且不具有毒性風險並具有優異的抗菌功效的抗菌產品，係為本發明研究改良的重要目標。 Therefore, further development or research of an antibacterial product which can be produced in a simple manner without risk of toxicity and having excellent antibacterial efficacy is an important object of research and improvement of the present invention.
因此，本發明之一目的，即在於提供一種抗菌樹脂。 Accordingly, it is an object of the present invention to provide an antimicrobial resin.
於是，本發明抗菌樹脂用於塗覆於一基材的表 面，或可添加於其他樹脂材料中，該抗菌樹脂包含一樹脂型基團，及一抗菌分子。 Thus, the antimicrobial resin of the present invention is applied to a table coated on a substrate The surface may be added to other resin materials including a resin type group and an antibacterial molecule.
其中，該抗菌分子是由含有氨基矽烷氧官能基團的反應單體經水解反應及縮合反應而得。 Wherein, the antibacterial molecule is obtained by a hydrolysis reaction and a condensation reaction of a reaction monomer containing an aminooxyalkyloxy functional group.
此外，本發明之另一目的，即在於提供一種抗菌樹脂的製作方法。 Further, another object of the present invention is to provide a method for producing an antimicrobial resin.
於是，本發明抗菌樹脂的製作方法包含一反應步驟，及一混合步驟。 Thus, the method for producing the antimicrobial resin of the present invention comprises a reaction step and a mixing step.
該反應步驟是將一含有氨基矽烷氧官能基團的反應單體，進行水解反應及縮合反應的其中至少一種，反應完成後得一半成品。 In the reaction step, at least one of a hydrolysis reaction and a condensation reaction is carried out on a reaction monomer containing an aminooxyalkyloxy group, and half of the finished product is obtained after completion of the reaction.
該混合步驟是將該半成品與一樹脂型基團進行混合，即得一抗菌樹脂。 The mixing step is to mix the semi-finished product with a resin-type group to obtain an antibacterial resin.
此外，本發明之又一目的，即在於提供一種抗菌樹脂的製作方法。 Further, another object of the present invention is to provide a method for producing an antibacterial resin.
於是，本發明抗菌樹脂的製作方法包含一混合步驟，及一反應步驟。 Thus, the method for producing the antimicrobial resin of the present invention comprises a mixing step and a reaction step.
該混合步驟是將一含有氨基矽烷氧官能基團的反應單體，與一樹脂型基團進行混合，而得一混合物。 The mixing step is a reaction of a reactive monomer containing an aminodecaneoxy functional group with a resinous group to obtain a mixture.
該反應步驟是將該混合物中含有氨基矽烷氧官能基團的反應單體進行水解反應及縮合反應的其中至少一種，即得一抗菌樹脂。 The reaction step is to carry out at least one of a hydrolysis reaction and a condensation reaction of the reaction monomer containing an aminooxyalkyloxy functional group in the mixture, that is, an antibacterial resin is obtained.
本發明之功效在於：將含有氨基矽烷氧官能基團的反應單體，藉由水解反應及縮合反應的其中至少一種反應，而得該抗菌分子，該抗菌分子與各式樹脂型基團材料進行混合，即能製得該抗菌樹脂。 The effect of the present invention is to obtain the antibacterial molecule by reacting at least one of a hydrolysis reaction and a condensation reaction with a reaction monomer containing an aminooxyalkyloxy functional group, and the antibacterial molecule is reacted with various resin-type group materials. The antibacterial resin can be obtained by mixing.
有關本發明之技術內容、特點與功效，在以下的詳細說明中，將可清楚的呈現。 The technical contents, features and effects of the present invention will be apparent from the following detailed description.
本發明抗菌樹脂的一實施例包含一樹脂型基團，及一抗菌分子。其中，該抗菌分子是由含有氨基矽烷氧官能基團的反應單體經水解反應及縮合反應的其中至少一種反應而得。 An embodiment of the antibacterial resin of the present invention comprises a resin type group and an antibacterial molecule. Wherein, the antibacterial molecule is obtained by reacting at least one of a hydrolysis reaction and a condensation reaction of a reaction monomer containing an aminooxyalkyl functional group.
較佳地，該樹脂型基團可選自丙烯酸系樹脂(acrylic resin)、環氧丙烯酸酯(epoxy acrylate)、氫氧基環氧樹脂(hydroxyl functional epoxy)、氨基甲酸酯丙烯酸酯(urethane acrylate)、聚酯(polyester)、聚碳酸酯(polycarbonate)、聚己內酯(polycaprolactone，PCL)、聚酯丙烯酸酯(polyester acrylate，PEA)、聚醚(polyether)、聚醚丙烯酸酯(polyether acrylate)、酚醛樹脂(phenolic resin)、聚氨酯(polyurethane，PU)、聚醣(poly carbohydrate)、氫氧基纖維素(hydroxyl cellulose)、呋喃樹脂(furan resin)、醇酸樹脂(alkyd resin)、及石油樹脂(petroleum resin)，或前述之一組合。 Preferably, the resin type group may be selected from the group consisting of an acrylic resin, an epoxy acrylate, a hydroxyl functional epoxy, and a urethane acrylate. ), polyester, polycarbonate, polycaprolactone (PCL), polyester acrylate (polyester) Acrylate, PEA, polyether, polyether acrylate, phenolic resin, polyurethane, PU, hydroxyl cellulose , furan resin, alkyd resin, and petroleum resin, or a combination of the foregoing.
又，該含有氨基矽烷氧官能基團的反應單體可選自3-氨基丙基三甲氧基矽烷(3-aminopropyltrimethoxysilane)、3-氨基丙基三乙氧基矽烷(3-aminopropyltriethoxysilane)、2-氨基乙基-3-氨基丙基三甲氧基矽烷(2-aminoethyl-3-aminopropyltrimethoxysilane)、三氨基官能基丙基三甲氧基矽烷(triamino-functional propyltrimethoxysilane)、雙[3-(三乙氧基矽基)丙基]胺(bis(3-triethoxysilypropyl)amine)、二氨基烷基官能基矽氧烷(diamino alky-functional siloxane)、陽離子苯氨官能基矽烷(cationic benzylamino-function silane)、陽離子乙烯基芐基氨官能基矽烷(cationic vinylbenzylamino-functional silane)、2-氨乙基-3-氨丙基甲基二甲氧基矽烷(2-aminoethyl-3-aminopropylmethyldimethoxysilane)、3-氨丙基甲基二乙氧基矽烷(3-aminopropylmethyldiethoxysilane)、3- 脲丙基三乙氧基矽烷(3-ureidopropyltriethoxysilane)，或前述之一組合。 Further, the reactive monomer containing an aminodecaneoxy functional group may be selected from the group consisting of 3-aminopropyltrimethoxysilane, 3-aminopropyltriethoxysilane, 2- 2-aminoethyl-3-aminopropyltrimethoxysilane, triamino-functional propyltrimethoxysilane, bis[3-(triethoxyhydrazine) Bis (3-triethoxysilypropyl)amine, diamino alky-functional siloxane, cationic benzylamino-function silane, cationic vinyl Cationic vinylbenzylamino-functional silane, 2-aminoethyl-3-aminopropylmethyldimethoxysilane, 3-aminopropylmethyldi 3-aminopropylmethyldiethoxysilane, 3- 3-ureidopropyltriethoxysilane, or a combination of the foregoing.
此外，本發明抗菌樹脂還可包含一金屬化合物及一含氟化合物的其中至少一種。 Further, the antimicrobial resin of the present invention may further comprise at least one of a metal compound and a fluorine-containing compound.
該金屬化合物可選自含有鋁(Al)、鋯(Zr)、鋅(Zn)、銀(Ag)、金(Au)、銅(Cu)，或前述之一組合的金屬化合物。 The metal compound may be selected from metal compounds containing aluminum (Al), zirconium (Zr), zinc (Zn), silver (Ag), gold (Au), copper (Cu), or a combination of the foregoing.
較佳地，該含鋁的金屬化合物可選自氧化鋁(aluminum oxide)、乙醯丙酮鋁(aluminum acetyl acetone)、醋酸鋁(aluminum acetate)、硫酸鋁(aluminum sulfate)、氫氧化鋁(aluminum hydroxide)、三仲丁氧基鋁(aluminum tri-sec-butoxide)、異丙醇鋁(aluminum isopropoxide)、氯化鋁(aluminum chloride)、氯化鋁六水合物(aluminum chloride hexahydrate)、硝酸鋁(aluminum nitrate)、磷酸鋁(aluminum phosphate)、鋁粉(aluminum powder)、奈米鋁(nano-aluminum ions)，或前述之一組合。 Preferably, the aluminum-containing metal compound may be selected from the group consisting of aluminum oxide, aluminum acetyl acetone, aluminum acetate, aluminum sulfate, and aluminum hydroxide. ), aluminum tri-sec-butoxide, aluminum isopropoxide, aluminum chloride, aluminum chloride hexahydrate, aluminum nitrate (aluminum) Nitrate), aluminum phosphate, aluminum powder, nano-aluminum ions, or a combination of the foregoing.
該含鋯的金屬化合物可選自氧化鋯(zirconium oxide)、氯化鋯(zirconium chloride)、氧氯化鋯(zirconyl chloride octahydrate)、硝酸氧鋯(zirconyl nitrate)、正丙醇鋯(zirconium n-propoxide)、三醇胺鋯(triethanolamine zirconate)、鋯酸四丁酯(zirconium n-butoxide)、烷醇胺鋯(alkanolamine zirconate)、丙酸鋯(zirconyl propionate)、奈米鋯(nano-zirconium ions)，或前述之一組合。 The zirconium-containing metal compound may be selected from zirconium oxide, zirconium chloride, zirconyl chloride octahydrate, zirconyl nitrate, zirconium n-zirconium nitrate. Propoxide), triethanolamine Zirconate), zirconium n-butoxide, alkanolamine zirconate, zirconyl propionate, nano-zirconium ions, or a combination of the foregoing.
該含鋅的金屬化合物可選自碘化鋅(zinc iodide)、氯化鋅(zinc chloride)、六水合硝酸鋅(zinc nitrate hexahydrate)、七水硫酸鋅(zinc sulfate heptahydrate)、硫酸鋅(zinc sulfate)、硝酸鋅(zinc nitrate)、醋酸鋅(zinc acetate)、氧化鋅(zinc oxide)、乙酸鋅二水合物(zinc acetate dihydrate)、鋅粉(zinc powder)、奈米鋅(nano-zinc ions)，或前述之一組合。 The zinc-containing metal compound may be selected from zinc iodide, zinc chloride, zinc nitrate hexahydrate, zinc sulfate heptahydrate, zinc sulfate (zinc sulfate). ), zinc nitrate, zinc acetate, zinc oxide, zinc acetate dihydrate, zinc powder, nano-zinc ions , or a combination of the foregoing.
該含銀的金屬化合物可選自硫酸銀(silver sulfate)、四氟硼酸銀(silver tetrafluoroborate)、氧化銀(silver oxide)、N,N-二乙基二硫代氨基甲酸銀(silver N,N-diethyldithiocarbamate)、六氟銻酸銀(silver hexafluoroantimonate)、碳酸銀(silver carbonate)、醋酸銀(silver acetate)、銀粉(silver powder)、奈米銀(nano-silver ions)，或前述之一組合。 The silver-containing metal compound may be selected from the group consisting of silver sulfate, silver tetrafluoroborate, silver oxide, silver N,N-diethyldithiocarbamate (silver N, N). -diethyldithiocarbamate), silver hexafluoroantimonate, silver carbonate, silver acetate, silver powder, nano-silver ions, or a combination of the foregoing.
該含金的金屬化合物可選自氯化金(gold chloride)、金粉(gold powder)、奈米金(nano-gold ions)，或前述之一組合。 The gold-containing metal compound may be selected from gold chloride, gold powder, nano-gold ions, or a combination of the foregoing.
該含銅的金屬化合物可選自硝酸銅(copper nitrate)、醋酸銅(copper acetate)、硫酸銅(copper sulfate)、二水合氯化銅(copper chloride dihydrate)、三水硝酸銅(copper nitrate trihydrate)、六水合高氯酸銅(copper perchlorate hexahydrate)、高氯酸銅(copper perchlorate)、氧化銅(copper oxide)、氯化銅(copper chloride)、溴化銅(copper bromide)、乙醯丙酮酸銅(copper acetylacetonate)、乙二胺銅(copper ethylenediamine)、三氟甲磺酸銅(copper trifluoromethanesulfonate)、氰化亞銅(copper cyanide)、碘化亞銅(copper iodide)、銅粉(copper powder)、奈米銅(nano-copper ions)，或前述之一組合。 The copper-containing metal compound may be selected from copper nitrate (copper) Nitrate), copper acetate, copper sulfate, copper chloride dihydrate, copper nitrate trihydrate, copper perchlorate hexahydrate, Copper perchlorate, copper oxide, copper chloride, copper bromide, copper acetylacetonate, copper ethylenediamine , copper trifluoromethanesulfonate, copper cyanide, copper iodide, copper powder, nano-copper ions, or the foregoing A combination.
詳細地說，當該金屬化合物為選自含有鋁或鋯的金屬化合物，可用以提升該抗菌樹脂的硬度與耐磨耗特性。 當該金屬化合物為選自含有鋅、銀、金、銅的金屬化合物，則可進一步強化該抗菌樹脂的抗菌效果。 In detail, when the metal compound is selected from a metal compound containing aluminum or zirconium, it can be used to enhance the hardness and wear resistance characteristics of the antibacterial resin. When the metal compound is a metal compound selected from the group consisting of zinc, silver, gold, and copper, the antibacterial effect of the antibacterial resin can be further enhanced.
該含氟化合物可選自十三氟代辛基三乙氧基矽烷(tridecafluorooctyl triethoxysilane)、S-(3,3,4,4,5,5,6,6,7,7,8,8,8-十三氟辛基)硫代乙酸酯(ethanethioic acid s-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl)ester)、 3,3,4,4,5,5,6,6,7,7,8,8,8-十三氟-1-辛醇(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-1-octanol)、N-氟代雙苯磺醯胺(n-fluorobenzenesulfonimide)、1-氟-2-硝基苯(1-fluoro-2-nitrobenzene)、氟硼酸(fluoroboric acid)、呋氟脲嘧啶(5-fluoro-1-(tetrahydro-2-furyl)ruacil)、氟氯苄(fluorobenzyl chloride)、氟硝基苯(fluoronitrobenzene)、4-氟苯基溴化鎂(4-fluorophenylmagnesium bromide)、4-溴-3氟碘苯(4-bromo-3-fluoroiodobenzene)、4-氟-3-硝基苯胺(4-fluoro-3-nitroaniline)、4-氟-2-硝基苯胺(4-fluoro-2-nitroaniline)、氟苯乙酮(fluoroacetophenone)、3-氟苯甲醛(3-fluorobenzaldehyde)、4-氯-3-氟苯甲醛(4-chloro-3-fluorobenzaldehyde)、氟苯(fluorobenzene)、4-氟苯肼鹽酸鹽(4-fluorophenylhydrazine hydrochloride)，或前述之一組合。由於氟原子的高內聚力並具有降低表面能的功效，因而可使該抗菌樹脂具有疏水與疏油的特性，不易沾附汙染物而能抗髒污亦具有優良的自潔能力，從而使得該抗菌樹脂還具有抗指紋、防污等多重功效。 The fluorine-containing compound may be selected from the group consisting of tridecafluorooctyl triethoxysilane, S-(3,3,4,4,5,5,6,6,7,7,8,8, Ethylenethioic acid s-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctylester), 3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-1-octanol (3,3,4,4,5,5,6,6 ,7,7,8,8,8-tridecafluoro-1-octanol), N-fluorobenzenesulfonimide, 1-fluoro-2-nitrobenzene (1-fluoro-2-nitrobenzene) ), fluoroboric acid, 5-fluoro-1-(tetrahydro-2-furyl)ruacil, fluorobenzyl chloride, fluoronitrobenzene, 4-fluorobenzene 4-fluorophenylmagnesium bromide, 4-bromo-3-fluoroiodobenzene, 4-fluoro-3-nitroaniline, 4- 4-fluoro-2-nitroaniline, fluoroacetophenone, 3-fluorobenzaldehyde, 4-chloro-3-fluorobenzaldehyde (4-chloro-) 3-fluorobenzaldehyde), fluorobenzene, 4-fluorophenylhydrazine hydrochloride, or a combination of the foregoing. Due to the high cohesive force of the fluorine atom and the effect of reducing the surface energy, the antibacterial resin can be made to have hydrophobic and oleophobic properties, is not easy to adhere to contaminants, is resistant to dirt, and has excellent self-cleaning ability, thereby making the antibacterial agent The resin also has multiple functions such as anti-fingerprint and anti-fouling.
本發明抗菌樹脂可利用溶膠凝膠法(sol-gel)製得，茲將本發明抗菌樹脂的製作方法說明如下。 The antibacterial resin of the present invention can be obtained by a sol-gel method, and the production method of the antibacterial resin of the present invention will be described below.
本發明抗菌樹脂的製作方法的一第一實施例包含一反應步驟，及一混合步驟。 A first embodiment of the method of making an antimicrobial resin of the present invention comprises a reaction step, and a mixing step.
該反應步驟是先取用至少一種含有如前所述的氨基矽烷氧官能基團的反應單體。接著，於該反應單體加入水，或加入含水量0.001%以上的溶劑，令該反應單體進行水解反應(hydrolysis)；或是加入酸液或鹼液令該反應單體進行縮合反應(condensation)；或是加入水或含水量0.001%以上的溶劑後再加入酸液或鹼液，也就是令該反應單體先進行水解反應後再進行縮合反應。前述各反應時間皆不小於1秒，反應溫度介於4℃至250℃，且pH值介於1至14，反應完成後得一聚氨基矽烷氧的半成品。 The reaction step is to first take at least one reactive monomer containing an aminodecaneoxy functional group as described above. Next, adding water to the reaction monomer, or adding a solvent having a water content of 0.001% or more to subject the reaction monomer to hydrolysis; or adding an acid solution or a lye to cause the reaction monomer to undergo condensation reaction (condensation) ); or adding water or a solvent having a water content of 0.001% or more, and then adding an acid solution or an alkali solution, that is, the reaction monomer is first subjected to a hydrolysis reaction and then subjected to a condensation reaction. Each of the foregoing reaction times is not less than 1 second, the reaction temperature is between 4 ° C and 250 ° C, and the pH is between 1 and 14, and a semi-finished product of polyaminodecane oxygen is obtained after completion of the reaction.
較佳地，該水解反應的溶劑可選自含有醇基、苯基、醚基、氟基、酯基，或前述之一組合的溶劑；該縮合反應之酸液可選自硫酸(H2SO4)、鹽酸(HCl)、硝酸(HNO3)、檸檬酸(C6H8O7)、草酸(H2C2O4)、醋酸(CH3COOH)、丙酸(CH3CH2COOH)、酒石酸(C4H6O6)、順丁烯二酸(HO2CCHCHCO2H)、乙二胺四乙酸(EDTA)、二乙烯三胺五乙酸(DTPA)、含磺酸根、羧酸根，或磷酸根之溶液，或前述之一組合；鹼液可選自氫氧化鈉(NaOH)、氨水(NH3)、醋酸鈉 (CH3COONa)、含鈉基、鉀基，或胺基之溶液，或前述之一組合。 Preferably, the solvent of the hydrolysis reaction may be selected from a solvent containing an alcohol group, a phenyl group, an ether group, a fluorine group, an ester group, or a combination of the foregoing; the acid solution of the condensation reaction may be selected from sulfuric acid (H 2 SO) 4 ), hydrochloric acid (HCl), nitric acid (HNO 3 ), citric acid (C 6 H 8 O 7 ), oxalic acid (H 2 C 2 O4), acetic acid (CH 3 COOH), propionic acid (CH 3 CH 2 COOH) , tartaric acid (C 4 H 6 O 6 ), maleic acid (HO 2 CCHCHCO 2 H), ethylenediaminetetraacetic acid (EDTA), diethylene triamine pentaacetic acid (DTPA), sulfonate-containing, carboxylate, Or a solution of phosphate, or a combination of the foregoing; the lye may be selected from the group consisting of sodium hydroxide (NaOH), aqueous ammonia (NH 3 ), sodium acetate (CH 3 COONa), sodium-containing, potassium-based, or amine-based solutions. , or a combination of the foregoing.
該混合步驟則是將該半成品添加於如前所述的樹脂型基團中，再將二者均勻混合，即得該抗菌樹脂。其中，該半成品於該抗菌樹脂的含量大於0.001ppm，即能具有抗菌的效果。 In the mixing step, the semi-finished product is added to the resin type group as described above, and the two are uniformly mixed to obtain the antibacterial resin. Wherein, the semi-finished product has an antibacterial effect when the content of the antibacterial resin is more than 0.001 ppm.
此處要說明的是，該混合步驟還可進一步將如前所述的金屬化合物及含氟化合物的其中至少一種，與該半成品及該樹脂型基團進行混合。也就是說，若要於該抗菌樹脂中額外增加或強化其抗菌或防汙等功效時，僅需將所選擇的金屬化合物或含氟化合物直接添加進行混合即可。 It is to be noted that the mixing step may further mix at least one of the metal compound and the fluorine-containing compound as described above with the semi-finished product and the resin-type group. That is to say, in order to additionally increase or enhance the antibacterial or antifouling effects of the antibacterial resin, it is only necessary to directly add and mix the selected metal compound or fluorine-containing compound.
本發明抗菌樹脂的製作方法的一第二實施例與該第一實施例大致相同，其不同之處在於，該第二實施例是包含一混合步驟，及一反應步驟，即該等步驟之實施順序不同。 A second embodiment of the method for producing an antimicrobial resin of the present invention is substantially the same as the first embodiment, except that the second embodiment comprises a mixing step, and a reaction step, that is, the implementation of the steps The order is different.
該混合步驟是先將至少一種含有如前所述的氨基矽烷氧官能基團的反應單體，加入如前所述的樹脂型基團中進行混合，而得一混合物。 The mixing step is carried out by first adding at least one reactive monomer containing an aminodecaneoxy functional group as described above to a resin type group as described above to obtain a mixture.
該反應步驟則是將該混合物中含有氨基矽烷氧官能基團的反應單體進行水解反應及縮合反應的其中至少一 種，即得該抗菌樹脂。 The reaction step is to carry out at least one of a hydrolysis reaction and a condensation reaction of the reaction monomer containing an aminooxyalkyloxy functional group in the mixture. This kind of antibacterial resin is obtained.
也就是說，該第二實施例是先將該含有氨基矽烷氧官能基團的反應單體與該樹脂型基團進行混合後，才進行水解反應及縮合反應的其中至少一種。 That is, in the second embodiment, at least one of the hydrolysis reaction and the condensation reaction is carried out after the reaction monomer containing the aminodecaneoxy functional group is mixed with the resin type group.
此外，與該第一實施例相同，該混合步驟也可進一步將如前所述的金屬化合物及含氟化合物的其中至少一種，與該含有氨基矽烷氧官能基團的反應單體及該樹脂型基團進行混合。 Further, in the same manner as in the first embodiment, the mixing step may further further include at least one of the metal compound and the fluorine-containing compound as described above, the reaction monomer containing the aminononaneoxy functional group, and the resin type. The groups are mixed.
於此要說明的是，本發明抗菌樹脂的製作方法的該第一、二實施例皆是藉由水解反應及縮合反應的其中至少一種，使得氨基矽烷氧官能基團中的氨基質子化而帶正電荷(N+)，於是，利用帶正電荷的氨基與帶負電荷的真菌、細菌、病毒等微生物結合，進而穿透細胞膜或細胞壁進入細胞內，造成細胞內蛋白質變性，影響代謝而無法正常地進行催化或其他反應；或是利用帶正電荷的氨基使細菌的表層產生誘導的負電，造成細菌表層的電荷分佈不均，因而破壞菌體內的電子傳遞系統、代謝系統與物質輸送系統的電荷平衡，致使蛋白質凝固而破壞細胞合成酶的活性；或是阻礙細胞壁的合成，致使細胞壁缺損；或是改變細胞膜的通透性，破壞細胞 膜的結構導致胞內物質外滲，使得代謝受阻或喪失增殖能力而死亡，以有效地抑制真菌、細菌、病毒等微生物的孳生，從而達到抗菌的功效。 It is to be noted that the first and second embodiments of the method for producing an antibacterial resin of the present invention are carried out by at least one of a hydrolysis reaction and a condensation reaction to cause protonation of an amino group in an aminooxyalkyl functional group. Positive charge (N + ), thus, the positively charged amino group is combined with negatively charged microorganisms such as fungi, bacteria, viruses, etc., and then penetrates into the cell membrane or cell wall to enter the cell, causing intracellular protein denaturation, affecting metabolism and being unable to function normally. Catalytic or other reactions; or the use of a positively charged amino group to cause induced negative electricity in the surface of the bacteria, resulting in uneven distribution of charge on the surface of the bacteria, thereby destroying the charge of the electron transport system, metabolic system and material delivery system in the bacteria Balance, causing the protein to coagulate and destroy the activity of cell synthetase; or hinder the synthesis of cell wall, resulting in cell wall defect; or change the permeability of cell membrane, destroy the structure of cell membrane and cause extravasation of intracellular material, causing metabolism to be blocked or lost Death by ability to effectively inhibit the growth of microorganisms such as fungi, bacteria, viruses, etc. So as to achieve antibacterial effect.
此外，由於帶正電荷的氨基不須直接參與殺菌反應，僅作為破壞細胞電荷平衡及破壞細胞壁或細胞膜之用，因此當細菌等微生物失去活性後，帶正電荷的氨基並不會有任何的消耗並可保持原有的抗菌能力，而能重複進行殺菌。 In addition, since the positively charged amino group does not need to directly participate in the bactericidal reaction, it only serves to destroy the cell charge balance and destroy the cell wall or cell membrane. Therefore, when the microorganism such as bacteria loses activity, the positively charged amino group does not have any consumption. It can maintain the original antibacterial ability and can be repeatedly sterilized.
特別地是，由於本發明抗菌樹脂中之抗菌分子即為一般常見用於做為偶聯劑的材料，可做為密封劑、黏接劑或增黏劑等，其可在無機物質與有機物質的界面架起分子橋，而具有把兩種性質懸殊的材料連接在一起以提高複合材料之性能並增加黏接強度的作用。而且，經由水解反應及縮合反應的其中至少一種，會使氨基矽烷氧官能基團中的部分氨基形成另一醯胺鍵結(例如O=C-NH-)，或是使矽烷氧官能基形成矽-氧-矽鍵結(Si-O-Si linkage)，該些鍵結也能促進不同物質間的黏合。因此，要再說明的是，本發明該抗菌樹脂除了可再添加如前所述的金屬化合物或含氟化合物之外，還可依實際需求或所欲強化的功能，再額外添加不同的添加劑，並不須特別限制。 In particular, since the antibacterial molecule in the antibacterial resin of the present invention is a material generally used as a coupling agent, it can be used as a sealant, an adhesive or an adhesion promoter, etc., which can be used in inorganic substances and organic substances. The interface bridges the molecular bridge and has the effect of joining together two materials of varying nature to improve the properties of the composite and increase the bond strength. Moreover, at least one of the hydrolysis reaction and the condensation reaction may cause a part of the amino group in the aminooxyalkyl functional group to form another guanamine bond (for example, O=C-NH-) or form a decaneoxy group. Si-O-Si linkage, which also promotes adhesion between different materials. Therefore, it is to be noted that, in addition to the metal compound or the fluorine-containing compound as described above, the antibacterial resin of the present invention may further add different additives according to actual needs or functions to be strengthened. No special restrictions are required.
不僅如此，本發明抗菌樹脂由於其優異的附著力以及具有與其它分子鍵合的能力，因此亦能附著於任何材料上做為塗料使用。具體地說，本發明抗菌樹脂可用於塗覆於一基材的表面，且該基材的材料不限，可選自金屬、合金、玻璃、陶瓷、玻璃陶瓷、半導體材料、高分子材料、纖維材料、皮革，或前述之一組合。較佳地，該高分子材料可選自聚甲基丙烯酸甲酯(polymethylmethacrylate，PMMA)、聚乙烯(polyethylene，PE)、聚丙烯(polypropylene，PP)、聚氯乙烯(polyvinyl chloride，PVC)、聚醯亞胺(polyimide，PI)、聚碳酸酯(polycarbonate，PC)、聚對苯二甲酸乙二酯(polyethylene terephthalate，PET)、美耐皿(melamine resin)、丙烯腈-丁二烯-苯乙烯共聚物(acrylonitrile butadiene styrene，ABS)、聚氨酯(polyurethane，PU)、矽膠、乳膠，或前述之一組合；該纖維材料可選自玻璃纖維/纖維增強複合材料(fiber-reinforced plastic，FRP)、化學纖維、再生纖維(嫘縈，rayon)、半合成纖維(醋酸纖維，cellulose acetate)、合成纖維、聚醯胺纖維(polyamide fiber)、聚酯纖維(polyester fiber)、壓克力纖維(acrylic fiber)、彈性纖維、金屬纖維、絲緞、羊毛、棉線、麻紗，或前述之一組合。除此之外，還能應用於手機、平板 等觸控式產品的顯示器面板，從而使該顯示器面板具有抗菌的功效，以有效地解決觸控式產品因手指接觸所產生細菌、病毒等微生物孳生與傳播的問題。 Moreover, the antibacterial resin of the present invention can be attached to any material for use as a coating because of its excellent adhesion and ability to bond with other molecules. Specifically, the antibacterial resin of the present invention can be applied to the surface of a substrate, and the material of the substrate is not limited, and can be selected from the group consisting of metals, alloys, glass, ceramics, glass ceramics, semiconductor materials, polymer materials, and fibers. Material, leather, or a combination of the foregoing. Preferably, the polymer material may be selected from the group consisting of polymethylmethacrylate (PMMA), polyethylene (PE), polypropylene (PP), polyvinyl chloride (PVC), and poly. Polyimide (PI), polycarbonate (PC), polyethylene terephthalate (PET), melamine resin, acrylonitrile-butadiene-styrene Acrylonitrile butadiene styrene (ABS), polyurethane (PU), silicone, latex, or a combination of the foregoing; the fiber material may be selected from the group consisting of fiberglass/fiber reinforced plastic (FRP), chemistry Fiber, regenerated fiber, rayon, cellulose acetate, synthetic fiber, polyamide fiber, polyester fiber, acrylic fiber , elastic fiber, metal fiber, silk satin, wool, cotton, hemp, or a combination of the foregoing. In addition, it can also be applied to mobile phones and tablets. The display panel of the touch-sensitive product, so that the display panel has an antibacterial effect, so as to effectively solve the problem of microbial growth and transmission of bacteria, viruses and the like generated by the touch-type product due to finger contact.
詳細地說，當要將該抗菌樹脂塗覆於該基材的表面時，可先在該抗菌樹脂中加入例如醇類、酮類，或醚類等的有機溶液，並利用機械式葉片攪拌、攪拌子旋轉、上下震盪或滾筒式攪拌等混合方式進行稀釋，使該抗菌樹脂與該有機溶劑均勻混合，得到一高穩定性與分散性佳的均質化溶液。而後，利用浸鍍、旋鍍、噴塗、滾壓、轉印等塗佈方式，或物理氣相沉積法(physical vapor deposition，PVD)或化學氣相沉積法(chemical vapor deposition，CVD)，將該均質化溶液均勻的覆蓋於該基材的表面。接著，將該基材置於溫度20℃至350℃的環境中加熱至少2秒，經過熱處理乾燥後，即可使該抗菌樹脂穩固地附著於該基材的表面，從而使該基材具有抗菌、防汙等功效且具有長效的抗菌效果。 In detail, when the antibacterial resin is to be applied to the surface of the substrate, an organic solution such as an alcohol, a ketone, or an ether may be added to the antibacterial resin, and mechanical blade stirring may be used. The mixture is diluted by stirring, up and down shaking or drum stirring, and the antibacterial resin is uniformly mixed with the organic solvent to obtain a homogenized solution with high stability and dispersibility. Then, using a coating method such as immersion plating, spin coating, spray coating, rolling, transfer, or physical vapor deposition (PVD) or chemical vapor deposition (CVD), The homogenization solution uniformly covers the surface of the substrate. Then, the substrate is heated in an environment at a temperature of 20 ° C to 350 ° C for at least 2 seconds, and after drying by heat treatment, the antibacterial resin can be firmly adhered to the surface of the substrate, thereby making the substrate have antibacterial , anti-fouling and other effects and have a long-lasting antibacterial effect.
於此要說明的是，本發明抗菌樹脂亦可不經稀釋而直接塗覆於該基材的表面。 It is to be noted that the antimicrobial resin of the present invention can also be directly applied to the surface of the substrate without dilution.
此外，還要說明的是，將該抗菌樹脂塗覆於該基材之表面的另一方式，則是先在該抗菌樹脂中添加一光起始 劑(photoinitiator)，並利用機械式葉片攪拌、攪拌子旋轉、上下震盪或滾筒式攪拌等方式，使該抗菌樹脂與該光起始劑均勻混合，而得一高穩定性與分散性佳的均質化UV型抗菌樹脂，再以如前所述之塗佈方式，將該均質化UV型抗菌樹脂均勻的覆蓋於該基材的表面，再將該基材經過熱處理乾燥後，以紫外燈照射使其固化，或是不經熱處理乾燥而直接以紫外燈照射使其乾燥固化。 In addition, it is to be noted that another way of applying the antibacterial resin to the surface of the substrate is to first add a light start to the antibacterial resin. (photoinitiator), and using mechanical blade stirring, stirring of the stirring, up and down shaking or drum stirring, the antibacterial resin and the photoinitiator are uniformly mixed to obtain a high stability and good dispersion. The UV-type antibacterial resin is coated on the surface of the substrate by coating the homogenized UV-type antibacterial resin as described above, and then the substrate is subjected to heat treatment drying, and then irradiated with an ultraviolet lamp. It is cured or dried without drying by heat treatment and directly dried by ultraviolet light.
本發明抗菌樹脂係將以往應用於黏結劑、交聯劑或表面改質劑等含有氨基矽烷氧官能基團的化合物材料，藉由水解反應及縮合反應的其中至少一種進行聚合反應，即能製得具有抗菌功效的表面塗料，與先前技術相較，不僅製作方法簡單而不需以複雜的有機合成方式進行製作，也不會產生具有毒性的氯化物。再者，由於製作流程的簡化，因此，還兼具節能減碳、少汙染與綠色環保等優點，不僅對環境友善減少對環境的衝擊，也保護人體不受細菌、病毒等微生物的危害。不僅如此，本發明抗菌樹脂亦不需以額外添加抗菌成份的方式進行製作，因此，其抗菌力不受抗菌成份的添加量、耐久性與溶出量等因素影響，而能維持其抗菌性並具有長效性。 The antibacterial resin of the present invention is conventionally applied to a compound material containing an aminodecaneoxy functional group such as a binder, a crosslinking agent or a surface modifier, and is polymerized by at least one of a hydrolysis reaction and a condensation reaction. Compared with the prior art, the surface coating having antibacterial effect is not only simple in production method but also required to be produced by complicated organic synthesis, and does not produce toxic chloride. In addition, due to the simplification of the production process, it also has the advantages of energy saving, carbon reduction, less pollution and green environmental protection. It not only reduces environmental impact to the environment, but also protects the human body from microorganisms such as bacteria and viruses. Moreover, the antibacterial resin of the present invention does not need to be prepared by additionally adding an antibacterial component. Therefore, the antibacterial property is not affected by factors such as the amount of the antibacterial component added, the durability and the amount of dissolution, and the antibacterial property can be maintained and has Long-lasting.
為了使本發明抗菌樹脂的功效更為清楚，以下將以塗覆有本發明抗菌樹脂的試片進行抗菌性、耐久性、耐候性，及耐藥性測試，並量測該等試片於測試前、後之菌落形成數(CFU/ml)的差異，以評估該抗菌樹脂的抗菌功效。 In order to make the efficacy of the antibacterial resin of the present invention clearer, the test pieces coated with the antibacterial resin of the present invention are tested for antibacterial property, durability, weather resistance, and drug resistance, and the test pieces are measured for testing. The difference in colony formation number (CFU/ml) between before and after was evaluated to evaluate the antibacterial effect of the antibacterial resin.
其中，該抗菌樹脂中該抗菌分子是選自3-氨丙基三甲氧基矽烷為反應單體，該樹脂型基團是選自丙烯酸系樹脂，並以前述該第一實施例之製作方法所製得。此外，各測試項目中除了需準備含有該抗菌樹脂的試片作為實驗組外，還需提供未含有該抗菌樹脂的試片作為對照組。而用於測試的菌種係選自食物中常見且容易汙染飲食並造成人體不適的大腸桿菌(Escherichia coli，E.coli)及抗藥性金黃色葡萄球菌(Multiple-resistant Staphylococcus aureus，MRSA)。 Wherein the antibacterial resin is selected from the group consisting of 3-aminopropyltrimethoxydecane as a reactive monomer, and the resin-type group is selected from the group consisting of acrylic resins, and the method of the first embodiment is used. be made of. In addition, in each test item, in addition to preparing a test piece containing the antibacterial resin as an experimental group, a test piece not containing the antibacterial resin was also provided as a control group. The strains used for the test were selected from Escherichia coli (E. coli) and Multiple-resistant Staphylococcus aureus (MRSA), which are common in foods and which easily contaminate the diet and cause discomfort to the human body.
茲將前述各測試項目的操作方法與測試條件分別說明如下。 The operation methods and test conditions of each of the above test items are described below.
〈抗菌性測試〉<Antibacterial test>
將105CFU/ml濃度的大腸桿菌及抗藥性金黃色葡萄球菌分別塗佈於該實驗組及該對照組的試片表面上，再將該等試片置於35℃的環境下溫育24小時，溫育完成後，以50毫升的無菌磷酸緩衝液(sterile phosphate buffer)進行沖 洗，除去死亡的大腸桿菌及抗藥性金黃色葡萄球菌，接著，再分別量測該實驗組及該對照組之試片的菌落形成數(CFU/ml)，量測結果如表1所示。 Escherichia coli and drug-resistant Staphylococcus aureus at a concentration of 10 5 CFU/ml were separately applied to the surface of the test piece of the experimental group and the control group, and the test pieces were incubated at 35 ° C for 24 times. After the incubation was completed, the cells were washed with 50 ml of sterile phosphate buffer to remove dead E. coli and drug-resistant Staphylococcus aureus, and then the experimental group and the control group were separately measured. The colony formation number (CFU/ml) of the test piece, and the measurement results are shown in Table 1.
〈耐久性測試〉<Durability Test>
耐久性測試條件分為三種：第一，使用#0000鋼絲絨，以荷重200g分別於該實驗組及對照組之該等試片的表面往復摩擦1次；第二，分別於該等試片的表面乾擦5000次；第三，分別於該等試片的表面濕擦5000次。將該等試片分別以不同的耐久性測試條件進行表面處理後，再將105CFU/ml濃度的大腸桿菌及抗藥性金黃色葡萄球菌分別塗佈於該等試 片的表面，再將該等試片置於35℃的環境下溫育24小時，溫育完成後，以50毫升的無菌磷酸緩衝液進行沖洗，除去死亡的大腸桿菌及抗藥性金黃色葡萄球菌，接著，再分別量測該實驗組及該對照組之試片的菌落形成數(CFU/ml)，量測結果如表2所示。 The durability test conditions are divided into three types: first, using #0000 steel wool, and rubbing rubbing rubbing rubbing rubbing rubbing rubbing rubbing rubbing rubbing rubbing rubbing rubbing rubbing rubbing rubbing rubbing rubbing rubbing rubbing rubbing rubbing rubbing rubbing rubbing rubbing rubbing rubbing rubbing rubbing rubbing The surface was dry-swept 5000 times; thirdly, the surface of the test pieces was wet-swept 5000 times. After the test pieces were surface-treated under different durability test conditions, E. coli and drug-resistant Staphylococcus aureus at a concentration of 10 5 CFU/ml were respectively applied to the surfaces of the test pieces, and then The test pieces were incubated at 35 ° C for 24 hours. After the incubation, the cells were washed with 50 ml of sterile phosphate buffer to remove dead E. coli and drug-resistant Staphylococcus aureus, and then separately measured. The colony formation number (CFU/ml) of the test piece of the experimental group and the control group, and the measurement results are shown in Table 2.
表2係表示經耐久性測試後該實驗組及對照組的外觀檢視結果及抗菌效果，該實驗組於摩擦後外觀無脫膜且仍具有抗菌效果。 Table 2 shows the visual inspection results and antibacterial effects of the experimental group and the control group after the durability test. The experimental group had no peeling appearance after rubbing and still had an antibacterial effect.
〈耐候性測試〉<Weatherability test>
耐候性測試條件分為三種：第一，溫度90℃，乾 燥條件，測試時間100小時；第二，溫度40℃，相對濕度80%，測試時間120小時；第三，溫度55℃，相對濕度93%，測試時間240小時。將該實驗組及對照組之該等試片分別以不同的耐候性測試條件進行處理後，再將105CFU/ml濃度的大腸桿菌及抗藥性金黃色葡萄球菌分別塗佈於該等試片的表面，再將該等試片置於35℃的環境下溫育24小時，溫育完成後，以50毫升的無菌磷酸緩衝液進行沖洗，除去死亡的大腸桿菌及抗藥性金黃色葡萄球菌，接著，再分別量測該實驗組及該對照組之試片的菌落形成數(CFU/ml)，量測結果如表3所示。 The weathering test conditions are divided into three types: first, temperature 90 ° C, drying conditions, test time 100 hours; second, temperature 40 ° C, relative humidity 80%, test time 120 hours; third, temperature 55 ° C, relative humidity 93 %, test time 240 hours. After the test pieces of the experimental group and the control group were treated under different weather resistance test conditions, E. coli and drug-resistant Staphylococcus aureus at a concentration of 10 5 CFU/ml were respectively applied to the test pieces. The surface was incubated for 24 hours at 35 ° C. After the incubation, the cells were washed with 50 ml of sterile phosphate buffer to remove dead E. coli and drug-resistant Staphylococcus aureus. Next, the colony formation number (CFU/ml) of the test piece of the experimental group and the control group was separately measured, and the measurement results are shown in Table 3.
表3係表示經耐候性測試後該實驗組及對照組的 外觀檢視結果及抗菌效果，外觀檢視係將該等試片置於白紙上，觀察顏色有無變化，該實驗組於耐候性測試後的外觀無變化且仍具有抗菌效果。 Table 3 shows the experimental group and the control group after the weather resistance test. Appearance inspection results and antibacterial effect, the appearance inspection system placed the test pieces on white paper to observe whether the color changes or not. The experimental group showed no change in appearance after the weather resistance test and still had an antibacterial effect.
〈耐藥性測試〉<drug resistance test>
將該實驗組及對照組的該等試片分別浸泡於異丙醇(isopropyl alcohol，IPA)中，放置48小時，取出後再將105CFU/ml濃度的大腸桿菌及抗藥性金黃色葡萄球菌分別塗佈於該等試片的表面，再將該等試片置於35℃的環境下溫育24小時，溫育完成後，以50毫升的無菌磷酸緩衝液進行沖洗，除去死亡的大腸桿菌及抗藥性金黃色葡萄球菌，接著，再分別量測該實驗組及該對照組之試片的菌落形成數(CFU/ml)，量測結果如表4所示。 The test pieces of the experimental group and the control group were separately immersed in isopropyl alcohol (IPA), placed for 48 hours, and then removed and then subjected to E. coli and drug-resistant Staphylococcus aureus at a concentration of 10 5 CFU/ml. They were respectively applied to the surface of the test pieces, and the test pieces were incubated at 35 ° C for 24 hours. After the completion of the incubation, the cells were washed with 50 ml of sterile phosphate buffer to remove the dead E. coli. And the drug-resistant Staphylococcus aureus, and then, the colony formation number (CFU/ml) of the test piece of the experimental group and the control group was separately measured, and the measurement results are shown in Table 4.
表4係表示經耐藥性測試後該實驗組及對照組的外觀檢視結果及抗菌效果，外觀檢視係將該等試片置於白紙 上，觀察顏色有無變化，該實驗組於耐藥性測試後的外觀無變化且仍具有抗菌效果。 Table 4 shows the visual inspection results and antibacterial effects of the experimental group and the control group after the drug resistance test, and the appearance inspection system placed the test pieces on a white paper. On the top, the color was observed to change, and the experimental group showed no change in appearance after the drug resistance test and still had an antibacterial effect.
由上述表1至表4的測試結果可知，該等含有本發明抗菌樹脂之試片，以大腸桿菌與抗藥性金黃色葡萄球菌作為測試菌種，顯示該抗菌樹脂的抗菌率不小於99.9%。而且，於耐久性、耐候性，及耐藥性測試後亦無脫膜或變色的異常現象，且測試結果皆顯示該等塗佈有該抗菌樹脂的試片分別僅有低於0.002%的大腸桿菌及抗藥性金黃色葡萄球菌存活，證實該抗菌樹脂確實具有優異的抗菌效果。 From the test results of the above Tables 1 to 4, it is known that the test pieces containing the antibacterial resin of the present invention have Escherichia coli and drug-resistant Staphylococcus aureus as test species, and the antibacterial resin has an antibacterial rate of not less than 99.9%. Moreover, there was no abnormality of film peeling or discoloration after the durability, weather resistance, and drug resistance test, and the test results showed that the test pieces coated with the antibacterial resin were only less than 0.002% of the large intestine, respectively. Bacillus and drug-resistant Staphylococcus aureus survived, confirming that the antimicrobial resin does have an excellent antibacterial effect.
綜上所述，本發明抗菌樹脂與多數材料的相容性極佳，可應用於顯示器面板等多樣化產品而提供持久的抗菌作用，亦可廣泛地應用於居家、醫院等環境，以維護人體健康。此外，本發明抗菌樹脂的製作方法更具有均勻性佳、製程簡單、操作方便、成本低等優點，且製作而得的該抗菌樹脂也不會產生具有毒性的氯化物，不僅對環境友善，且其優異的抗菌力也能有效地保護人體不受細菌、病毒等微生物的危害，故確實能達到本發明之目的。 In summary, the antibacterial resin of the present invention has excellent compatibility with most materials, and can be applied to various products such as display panels to provide a long-lasting antibacterial effect, and can be widely applied to homes, hospitals and the like to maintain the human body. health. In addition, the preparation method of the antibacterial resin of the invention has the advantages of good uniformity, simple process, convenient operation, low cost, and the like, and the prepared antibacterial resin does not produce toxic chloride, which is not only environmentally friendly, but also Its excellent antibacterial ability can also effectively protect the human body from microorganisms such as bacteria and viruses, so it can achieve the object of the present invention.
惟以上所述者，僅為本發明之實施例而已，當不能以此限定本發明實施之範圍，凡是依本發明申請專利範圍 及專利說明書內容所作之簡單的等效變化與修飾，皆仍屬本發明專利涵蓋之範圍內。 However, the above description is only for the embodiments of the present invention, and the scope of the present invention cannot be limited thereto, and the scope of patent application according to the present invention is And the simple equivalent changes and modifications made by the contents of the patent specification are still within the scope of the invention.
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