TWI795799B - Antibacterial hydrophobic agent composition and its application - Google Patents
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本發明係涉及一種抗菌用化學品;特別是指一種抗菌疏水劑組合物及其用途與使用方法之創新技術揭示者。The present invention relates to an antibacterial chemical; in particular, it refers to an innovative technology discloser of an antibacterial hydrophobic agent composition and its application and application method.
習知一種可發泡醇類組合物是具有抗菌性的化學品,包括用量足以提供抗菌活性的一元醇、二甲聚矽氧烷界面活性劑及增效劑,藉由提供具有更好的剪切稀釋黏度且可更易於塗擦於敏感性組織上的組合物,為用於消毒皮膚的泡沫提供優勢,且該組合物塗覆在諸如手的表面後,通常比凝膠更快乾燥,所述可發泡醇類組合物適合用於皮膚,且可用作手部消毒劑。A known foamable alcoholic composition is an antimicrobial chemical comprising a monohydric alcohol, a dimethicone surfactant and a synergist in an amount sufficient to provide antimicrobial activity, by providing a better shear Compositions that reduce viscosity and can be more easily rubbed on sensitive tissues provide advantages for foams for disinfecting skin, and generally dry faster than gels when applied to surfaces such as hands, said The foamable alcoholic composition is suitable for application to the skin and can be used as a hand sanitizer.
查,該習知技術於實際應用經驗中發現仍舊存在下述問題與缺弊:可發泡醇類組合物是單純地將該一元醇、該二甲聚矽氧烷界面活性劑及該增效劑混合而成,該二甲聚矽氧烷界面活性劑的界面活性效果與該一元醇的抗菌作用易互相干擾。After investigation, it is found that the following problems and disadvantages still exist in this prior art in the actual application experience: the foamable alcohol composition is simply the monohydric alcohol, the dimethicone surfactant and the synergistic The surfactant is mixed, and the surface active effect of the dimethicone surfactant and the antibacterial effect of the monohydric alcohol are likely to interfere with each other.
是以,針對上述習知可發泡醇類組合物技術所存在之問題點,如何研發出一種能夠更具理想實用性之創新技術,實有待相關業界再加以思索突破之目標及方向者;有鑑於此,發明人本於多年從事相關產品之製造開發與設計經驗,針對上述之目標,詳加設計與審慎評估後,終得一確具實用性之本發明。Therefore, in view of the above-mentioned problems existing in the conventional foamable alcohol composition technology, how to develop an innovative technology that can be more ideal and practical is really waiting for the relevant industry to think about the goal and direction of the breakthrough; In view of this, the inventor has been engaged in the manufacture, development and design of related products for many years. After careful design and careful evaluation for the above-mentioned goals, he finally obtained a practical invention.
本發明之主要目的,係在提供一種抗菌疏水劑組合物及其用途與使用方法,其所欲解決之技術問題,係針對如何研發出一種更具理想實用性之新式之抗菌用化學品為目標加以思索創新突破。The main purpose of the present invention is to provide an antibacterial hydrophobic agent composition and its use and method of use. The technical problem to be solved is how to develop a more ideal and practical new type of antibacterial chemical. Think about innovative breakthroughs.
基於前述目的,本發明解決問題之技術特點,主要在於該抗菌疏水劑組合物,包括疏水劑、有機抗菌化合物及溶劑,其中該疏水劑具有一個第一可反應活性端及至少一個第二可反應活性端,該有機抗菌化合物係羥基或胺基之有機抗菌化合物,該溶劑係水相溶劑或有機親水溶劑;Based on the above-mentioned purpose, the technical characteristics of the present invention to solve the problem mainly lie in that the antibacterial hydrophobic agent composition includes a hydrophobic agent, an organic antibacterial compound and a solvent, wherein the hydrophobic agent has a first reactive active end and at least one second reactive end Active end, the organic antibacterial compound is a hydroxyl or amine organic antibacterial compound, and the solvent is an aqueous solvent or an organic hydrophilic solvent;
據此,該有機抗菌化合物與該第一可反應活性端共價鍵結形成有機抗菌端,據此生成具備疏水性及抗菌性之抗菌疏水有機化合物,該第二可反應活性端與該親水性基材脫水產生共價鍵結,從而在該親水性基材的表面形成疏水抗菌層。Accordingly, the organic antibacterial compound is covalently bonded to the first reactive active end to form an organic antibacterial end, thereby generating an antibacterial hydrophobic organic compound with hydrophobicity and antibacterial properties, and the second reactive active end is connected to the hydrophilic active end. Dehydration of the substrate produces covalent bonds, thereby forming a hydrophobic antibacterial layer on the surface of the hydrophilic substrate.
本發明之主要效果與優點,係能夠應用於該親水性基材的表面抗菌,對該親水性基材的表面噴灑或塗佈所述抗菌疏水劑組合物,形成具有疏水及抗菌效果的該疏水抗菌層,該有機抗菌化合物的有機抗菌端不易受到水的沖刷而脫離。The main effects and advantages of the present invention are that it can be applied to the surface of the hydrophilic substrate to be antibacterial, and the surface of the hydrophilic substrate is sprayed or coated with the antibacterial hydrophobic agent composition to form the hydrophobic and antibacterial effect. In the antibacterial layer, the organic antibacterial end of the organic antibacterial compound is not easy to be washed away by water and detached.
本發明之抗菌疏水劑組合物,包括疏水劑、有機抗菌化合物及溶劑,其中該疏水劑具有一個第一可反應活性端及一個或一個以上的第二可反應活性端,該有機抗菌化合物係羥基(-OH)或胺基(-NH,-NH 2)之有機抗菌化合物,該溶劑係水相溶劑或有機親水溶劑,據此,該有機抗菌化合物與該第一可反應活性端脫水或氫氣產生共價鍵結,生成具備疏水性及抗菌性之抗菌疏水有機化合物,且該抗菌疏水有機化合物接觸親水性基材時,該第二可反應活性端與該親水性基材脫水產生共價鍵結,從而附著於該親水性基材的表面形成疏水抗菌層。 The antibacterial hydrophobic agent composition of the present invention includes a hydrophobic agent, an organic antibacterial compound and a solvent, wherein the hydrophobic agent has a first reactive active end and one or more second reactive active ends, and the organic antibacterial compound is a hydroxyl (-OH) or amine group (-NH,-NH 2 ) organic antibacterial compound, the solvent is an aqueous phase solvent or an organic hydrophilic solvent, and accordingly, the organic antibacterial compound and the first reactive terminal dehydrate or generate hydrogen Covalently bonded to generate an antibacterial hydrophobic organic compound with hydrophobicity and antibacterial properties, and when the antibacterial hydrophobic organic compound contacts a hydrophilic substrate, the second reactive terminal is dehydrated with the hydrophilic substrate to form a covalent bond , thereby attaching to the surface of the hydrophilic substrate to form a hydrophobic antibacterial layer.
進一步而言,該疏水劑具有親水官能基團組成的頭段(head group)以及疏水性質的官能基形成的末端基(terminal group),構成兼備親水及疏水性質之雙親性有機化合物,且該頭段具有該第一可反應活性端及該第二可反應活性端,該疏水劑及該有機抗菌化合物可以在該溶劑下均勻分散。Further, the hydrophobic agent has a head group composed of hydrophilic functional groups and a terminal group formed by hydrophobic functional groups, constituting an amphiphilic organic compound with both hydrophilic and hydrophobic properties, and the head The segment has the first reactive end and the second reactive end, and the hydrophobic agent and the organic antibacterial compound can be uniformly dispersed in the solvent.
本發明之抗菌疏水劑組合物係用於該親水性基材的表面抗菌,該親水性基材的具體示例包括玻璃、紡織纖維、塑膠及陶瓷,其使用方法主要對該親水性基材的表面噴灑或塗佈所述抗菌疏水劑組合物,如圖1所示,該抗菌疏水劑組合物以噴灑或塗佈的手段施設於該親水性基材的過程中,該溶劑揮發,該有機抗菌化合物與該第一可反應活性端先行產生共價鍵結形成有機抗菌端,據此生成該抗菌疏水有機化合物,該抗菌疏水有機化合物仍具有至少一個該第二可反應端,該抗菌疏水有機化合物接觸該親水性基材時,該頭段的親水分子與該親水性基材的表面產生物理吸附(physical adsorption),並產生化學共價鍵結(covalent bonding),使該頭段附著於該親水性基材的表面,該尾段會產生凡德瓦交互作用(van der Waals interaction),誘導(induced)分子產生規整排列,使其自組(self-assembled)排列,據此形成疏水抗菌層,透過該有機抗菌端,提供抑制病菌之功能,發揮抗菌疏水之特性。The antibacterial hydrophobic agent composition of the present invention is used for the surface antibacterial of the hydrophilic substrate. The specific examples of the hydrophilic substrate include glass, textile fibers, plastics and ceramics. The use method is mainly for the surface of the hydrophilic substrate Spraying or coating the antibacterial hydrophobic agent composition, as shown in Figure 1, the antibacterial hydrophobic agent composition is applied to the process of the hydrophilic substrate by means of spraying or coating, the solvent volatilizes, and the organic antibacterial compound Covalently bond with the first reactive active end to form an organic antibacterial end, thereby generating the antibacterial hydrophobic organic compound, the antibacterial hydrophobic organic compound still has at least one second reactive end, and the antibacterial hydrophobic organic compound contacts When the hydrophilic substrate is used, the hydrophilic molecules of the head section and the surface of the hydrophilic substrate generate physical adsorption (physical adsorption), and produce chemical covalent bonding (covalent bonding), so that the head section is attached to the hydrophilic substrate. On the surface of the substrate, the tail section will produce van der Waals interaction, induce (induced) molecules to produce a regular arrangement, and make them self-assembled (self-assembled), thereby forming a hydrophobic antibacterial layer. The organic antibacterial end provides the function of inhibiting bacteria and exerts antibacterial and hydrophobic characteristics.
圖2所示係本發明之抗菌疏水劑組合物使用於該親水性基材的另一種反應過程,該抗菌疏水劑組合物以噴灑或塗佈的手段施設於該親水性基材的過程中,該溶劑揮發,該疏水劑的該第二可反應活性端與該親水性基材先行產生共價鍵結,使得該疏水劑在該親水性基材的表面形成疏水層,而後,該有機抗菌化合物與該第一可反應活性端產生共價鍵結形成該有機抗菌端,據此生成該抗菌疏水有機化合物,該疏水層遂轉變成為具有抗菌效果的該疏水抗菌層。Figure 2 shows another reaction process in which the antibacterial hydrophobic agent composition of the present invention is used on the hydrophilic substrate, and the antibacterial hydrophobic agent composition is applied to the hydrophilic substrate by means of spraying or coating, The solvent volatilizes, and the second reactive end of the hydrophobic agent is first covalently bonded to the hydrophilic substrate, so that the hydrophobic agent forms a hydrophobic layer on the surface of the hydrophilic substrate, and then, the organic antibacterial compound A covalent bond is formed with the first reactive active end to form the organic antibacterial end, thereby generating the antibacterial hydrophobic organic compound, and the hydrophobic layer is transformed into the hydrophobic antibacterial layer with antibacterial effect.
本發明之抗菌疏水劑組合物使用於該親水性基材時的第三種反應過程為,該抗菌疏水劑組合物以噴灑或塗佈的手段施設於該親水性基材的過程中,該溶劑揮發,該疏水劑及該有機抗菌劑接觸該親水性基材,該有機抗菌化合物與該第一可反應活性端產生共價鍵結形成該有機抗菌端,同時,該第二可反應活性端與該親水性基材產生共價鍵結,據此形成該抗菌疏水有機化合物,且該抗菌疏水有機化合物在該疏水性基材的表面形成該疏水抗菌層。The third reaction process when the antibacterial hydrophobic agent composition of the present invention is used on the hydrophilic substrate is that the antibacterial hydrophobic agent composition is applied to the hydrophilic substrate by means of spraying or coating. Volatilize, the hydrophobic agent and the organic antibacterial agent contact the hydrophilic substrate, the organic antibacterial compound and the first reactive end are covalently bonded to form the organic antibacterial end, and at the same time, the second reactive end and The hydrophilic substrate produces covalent bonds, thereby forming the antibacterial hydrophobic organic compound, and the antibacterial hydrophobic organic compound forms the hydrophobic antibacterial layer on the surface of the hydrophobic substrate.
相較於先前技術揭示的可發泡醇類組合物而言,該可發泡醇類組合物由於二甲聚矽氧烷界面活性劑的界面活性效果與一元醇的抗菌作用易互相干擾,使得該可發泡醇類組合物使用後容易脫落,抗菌效果的持續性較差,而本發明應用於該親水性基材表面形成具有抗菌效果的該疏水抗菌層,該有機抗菌端不易受到水的沖刷而脫離。Compared with the foamable alcohol composition disclosed in the prior art, the foamable alcohol composition is likely to interfere with each other due to the interfacial activity effect of dimethicone surfactant and the antibacterial effect of monohydric alcohol, so that The foamable alcohol composition is easy to fall off after use, and the persistence of the antibacterial effect is poor, but the present invention is applied to the surface of the hydrophilic substrate to form the hydrophobic antibacterial layer with antibacterial effect, and the organic antibacterial end is not easy to be washed by water And break away.
該抗菌疏水劑組合物的組成比例為,該疏水劑1重量%,該抗菌劑0.2~0.8重量%,該溶劑98.8~98.2重量%,該溶劑係選用水及酒精混合而成,基於該疏水劑1重量%,該抗菌劑0.2~0.8重量%,該水的用量為97.8~48.6重量%,該酒精的用量為1~49.6重量%;基於該溶劑總量為98.8~98.2重量%,該水的用量為79.04~78.56重量%,該酒精的用量為19.76~19.64重量%,乃較佳的實施選擇;再者,基於該溶劑選用水及酒精混合而成,該溶劑可視需要選擇置換為重量百分濃度為19%~21%的酒精,而為另一種可行的實施選擇。The composition ratio of the antibacterial hydrophobic agent composition is: 1% by weight of the hydrophobic agent, 0.2-0.8% by weight of the antibacterial agent, and 98.8-98.2% by weight of the solvent. The solvent is a mixture of water and alcohol. Based on the hydrophobic agent 1% by weight, the antibacterial agent is 0.2% to 0.8% by weight, the consumption of the water is 97.8% to 48.6% by weight, and the consumption of the alcohol is 1% to 49.6% by weight; based on the total amount of the solvent being 98.8% to 98.2% by weight, the amount of the water The dosage is 79.04~78.56% by weight, and the dosage of the alcohol is 19.76~19.64% by weight, which is a better implementation choice; moreover, based on the solvent being mixed with water and alcohol, the solvent can be replaced by weight percent if necessary Alcohol with a concentration of 19%~21% is another feasible implementation option.
該疏水劑係選自具有長鏈的矽氧烷有機化合物或具有短鏈的甲基矽酸鈉(Sodium Methylsilicomate,通稱為SMS),該疏水劑亦可包括該矽氧烷有機化合物及該甲基矽酸鈉,且該疏水劑主要由該矽氧烷有機化合物及該甲基矽酸鈉混合而成,乃較佳的實施選擇,三氯辛基矽烷(Trichloro(octyl)silane,通稱為TOS)係所述具有長鏈的矽氧烷有機化合物的實施選擇。The hydrophobic agent is selected from long-chain siloxane organic compounds or short-chain sodium methylsilicomate (Sodium Methylsilicomate, commonly referred to as SMS). The hydrophobic agent may also include the siloxane organic compound and the methyl Sodium silicate, and the hydrophobic agent is mainly composed of the siloxane organic compound and the sodium methyl silicate, which is a better choice for implementation, Trichloro(octyl)silane (commonly known as TOS) It is an implementation option of the long-chain siloxane organic compound.
該有機抗菌化合物係3-甲基-4-異丙基苯酚(4-Isopropyl- m-cresol)、氯二甲酚(4-Chloro-3,5-dimethylphenol)、二氯苯氧氯酚(5-Chloro-2-(2,4-dichlorophenoxy)phenol)、苯札氯氨Benzalkonium chioride、苄索氯胺Benzethonium chioride、氯己定Chlorhexine gluconate、對氯間二甲苯酚Chloroxyleol、氨磺胺Homosulfamine、鄰甲基苯酚Biphenyl-2-ol、1-羥基-4-甲基-6-(2,4,4-三甲基戊基)-2吡啶1-Hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2 pyridon或三氯卡班1-(4-Chlorophenyl)-3-(3,4-dichlorophenyl)urea。 The organic antibacterial compound is 3-methyl-4-isopropylphenol (4-Isopropyl- m-cresol), 4-Chloro-3,5-dimethylphenol, 5-Chloro-2-(2,4-dichlorophenoxy)phenol, Benzalkonium chioride , Benzethonium chioride, Chlorhexine gluconate, Chloroxyleol, Homosulfamine, Biphenyl-2-ol, 1-hydroxy-4-methyl-6-(2, 4,4-trimethylpentyl)-2pyridine 1-Hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2 pyridon or triclocarban 1-(4-Chlorophenyl)-3- (3,4-dichlorophenyl)urea.
該有機抗菌化合物可吸附於細菌的細胞壁,進而穿透該細胞壁與細胞質中的脂質、蛋白質反應,導致蛋白質變性,進而殺死細胞。 The organic antibacterial compound can be adsorbed on the cell wall of bacteria, and then penetrate the cell wall to react with lipids and proteins in the cytoplasm, leading to protein denaturation, and then killing cells.
該三氯辛基矽烷屬於有機矽烷化合物,該三氯辛基矽烷會產生水解形成三甲氧基矽烷中間反應物,化學結構如下所示,並與該有機抗菌化合物同時穩定分散於該溶劑之中,接觸該親水基材時,該溶劑逐漸揮發後,氧基矽烷會與該親水基材藉由氫鍵或共價鍵形成鍵結並發生脫水縮合反應,同時該有機抗菌化合物亦帶有氫氧官能基或氨官能基,使用少量的該有機抗菌化合物與該親水基材的氫氧基發生競爭關係,可以得到兼備疏水以及抗菌性質之該疏水抗菌層。 The trichlorooctylsilane belongs to the organosilane compound, and the trichlorooctylsilane will be hydrolyzed to form an intermediate reactant of trimethoxysilane, the chemical structure is as follows, and it is stably dispersed in the solvent at the same time as the organic antibacterial compound, When contacting the hydrophilic substrate, after the solvent gradually volatilizes, the oxysilane will form a bond with the hydrophilic substrate through hydrogen bonds or covalent bonds and undergo a dehydration condensation reaction. At the same time, the organic antibacterial compound also has a hydroxyl function A small amount of the organic antibacterial compound competes with the hydroxyl group of the hydrophilic substrate to obtain the hydrophobic antibacterial layer with both hydrophobic and antibacterial properties.
該甲基矽酸鈉的分子式為(CH3)3SiONa,化學結構如下所示。 The molecular formula of the sodium methyl silicate is (CH 3 ) 3SiONa, and the chemical structure is shown below.
實施例的用量比例如下表一所示,其中TOS代表該三氯辛基矽烷,SMS代表該甲基矽酸鈉,抗菌劑代表該有機抗菌化合物。
表一
如圖3所示,該抗菌疏水劑組合物施設於該親水性基材10,形成該疏水抗菌層20,水30落於該疏水抗菌層20表面時,該疏水抗菌層20與該水30之間形成接觸角θ,各實施例所形成該疏水抗菌層20與該水30的該接觸角θ如下表二所示。
表二
該疏水劑主要由該三氯辛基矽烷及該甲基矽酸鈉混合而成為較佳的實施選擇,其中基於該疏水劑的總量為100重量%,該三氯辛基矽烷為70~90重量%,該甲基矽酸鈉為30~10重量%為更佳的實施選擇,基於疏水性的考量,單用該甲基矽酸鈉作為該疏水劑亦為較佳的實施選擇。The hydrophobic agent is mainly composed of the trichlorooctyl silane and the sodium methyl silicate and becomes a better implementation choice, wherein based on the total amount of the hydrophobic agent being 100% by weight, the trichlorooctyl silane is 70-90% % by weight, 30-10% by weight of the sodium methyl silicate is a better implementation choice. Based on the consideration of hydrophobicity, it is also a better implementation choice to use the sodium methyl silicate alone as the hydrophobic agent.
如圖4所示,該三氯辛基矽烷及該甲基矽酸鈉兩種疏水劑分別形成的長鏈22及短鏈24在有序排列下,會產生空氣缺陷,提供額外的疏水作用力,提升疏水之特性,其中一第一可反應活性端26與該有機抗菌化合物螯合形成有機抗菌端27,二第二可反應活性端28分別與該親水性基材10共價鍵結形成結合端29。As shown in Figure 4, the
在環境濕度為50%~80%的條件下,測試該抗菌疏水劑組合物,施設於該親水性基材10的表面形成該疏水抗菌層20,其中該三氯辛基矽烷及該甲基矽酸鈉以不同比例混合構成該疏水劑時,該三氯辛基矽烷相對於該疏水劑的用量比例與該接觸角θ之關係如圖5所示折線圖,其中橫軸表示該三氯辛基矽烷相對於該疏水劑總量為100重量%的用量,單位為重量%,縱軸表示該接觸角θ的角度,單位為度,該接觸角θ的角度越大,代表疏水性越高,且該三氯辛基矽烷的用量為0重量%時,代表單用該甲基矽酸鈉作為該疏水劑的實施例一。Under the condition of ambient humidity of 50%~80%, the antibacterial hydrophobic agent composition was tested, and applied on the surface of the
由圖5可知,該疏水劑的總量為100重量%,該三氯辛基矽烷為70~90重量%時,該疏水抗菌層20的疏水性優於單用該三氯辛基矽烷作為該疏水劑的實施選擇,基於疏水性的考量,單用該甲基矽酸鈉亦可為較佳的實施選擇。As can be seen from Fig. 5, the total amount of the hydrophobic agent is 100% by weight, and when the trichlorooctylsilane is 70 to 90% by weight, the hydrophobicity of the hydrophobic
本發明以具有長鏈及具有短鏈的兩種疏水劑混用的方式,突破材料本質疏水性的極限,單用該甲基矽酸鈉作為該疏水劑的實施例一相較於單用該三氯辛基矽烷作為該疏水劑的實施例八,實施例一所形成該疏水抗菌層20與該親水性基材10的接觸角θ為95.4
o,明顯優於實施例八,由圖5可知,該三氯辛基矽烷及該甲基矽酸鈉合併使用作為該疏水劑時,基於該疏水劑總量100重量%,該三氯辛基矽烷的用量為72~90重量%,該甲基矽酸鈉的用量為18~10重量%,該接觸角θ均大於實施例一,而為優於實施例一的實施選擇。
The present invention breaks through the limit of the intrinsic hydrophobicity of the material by mixing two kinds of hydrophobic agents with long chain and short chain. Chloroctyl silane is used as the eighth embodiment of the hydrophobic agent. The contact angle θ between the hydrophobic
10:親水性基材 20:疏水抗菌層 22:長鏈 24:短鏈 26:第一可反應活性端 27:有機抗菌端 28:第二可反應活性端 29:結合端 30:水 θ:接觸角 10: Hydrophilic substrate 20: Hydrophobic antibacterial layer 22: long chain 24: short chain 26: the first reactive end 27:Organic antibacterial end 28: the second reactive terminal 29: binding end 30: water θ: contact angle
圖1係本發明實施例的反應流程圖。 圖2係本發明實施例的另一種反應流程圖。 圖3係本發明實施例所形成疏水抗菌層與水形成接觸角的示意圖。 圖4係三氯辛基矽烷及甲基矽酸鈉兩種疏水劑與親水性基材共價鍵結的狀態示意圖。 圖5係本發明實施例所形成疏水抗菌層與水的接觸角的關係折線圖。 Fig. 1 is the reaction flow chart of the embodiment of the present invention. Fig. 2 is another kind of reaction flowchart of the embodiment of the present invention. Fig. 3 is a schematic diagram of the contact angle between the hydrophobic antibacterial layer formed by the embodiment of the present invention and water. Figure 4 is a schematic diagram of the state of covalent bonding between two hydrophobic agents, trichlorooctylsilane and sodium methyl silicate, and a hydrophilic substrate. Fig. 5 is a line diagram of the relationship between the contact angle between the hydrophobic antibacterial layer and water formed in the embodiment of the present invention.
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