Antimicrobial components

Abstract

The present disclosure relates to an antimicrobial composition containing coniferous resin acids and a solvent such as alcohol. The antimicrobial composition further contains water and a co-solvent selected from E- and P-series glycol ethers. The present disclosure also relates to a method for producing the antimicrobial composition, which includes the steps of: preparing coniferous resin acids, alcohol, a co-solvent, and water in a first step; dispensing the alcohol into water in a second step; adding the coniferous resin acids, the co-solvent, and optionally a humectant, water, and / or a pH adjuster to the aqueous alcohol solution obtained in the second step and mixing until a clear solution is obtained; and packaging and / or diluting the antimicrobial composition as needed to obtain an alcohol-based antimicrobial composition having a coniferous resin acid concentration greater than 0.01% by weight. The present disclosure also relates to the use of the antimicrobial composition as a disinfectant for inanimate and / or animate surfaces.

Description

Areas of disclosure

[0001] This disclosure relates to antimicrobial compositions, and more particularly to antimicrobial compositions containing coniferous resin acids. This disclosure further relates to the manufacturing process of the antimicrobial compositions and the use of the antimicrobial compositions. Background of the Disclosure

[0002] Antimicrobial compositions generally differ in their composition depending on their intended use. For example, disinfectants used on inanimate surfaces may contain chlorine compounds such as sodium hypochlorite and chlorhexidine, metal compounds and / or various types of aldehydes, alcohols, phenolic compounds, quaternary ammonium compounds, halogen compounds, peroxides, hydroperoxides, etc. Furthermore, many disinfectant compositions contain compounds that can cause allergic reactions even without direct skin contact, due to the possibility of skin contact with the aforementioned inanimate surfaces. Antimicrobial metal compounds such as silver and copper can cause contact dermatitis, and chlorine compounds, while commonly used as disinfectants, are potential allergens that can irritate the skin, eyes, and respiratory system. Additionally, the toxicity of the aforementioned compounds may have adverse effects on the environment.

[0003] Antimicrobial compositions, especially disinfectants, generally offer only short-term protection against bacteria and / or viruses. The most commonly used antimicrobial compositions typically contain highly volatile compounds, such as alcohol, that evaporate rapidly when applied to the surface being treated. While some disinfectant formulations contain compounds like silver that remain on the treated surface even after other compounds have disappeared, these compounds can cause allergic reactions and are therefore unsuitable for use as disinfectants on biological surfaces. Furthermore, silver has harmful environmental effects and interferes with the action of activated sludge.

[0004] International Patent Publication No. 2006 / 098651 discloses a composition for disinfecting inanimate surfaces. The disinfectant herein is selected from the group consisting of aldehydes, alcohols, phenol compounds, quaternary ammonium compounds, chlorhexidine, halogen compounds, peroxides, and hydroperoxides.

[0005] Ukrainian Utility Model No. 89422(U) discloses a process for preparing a long-acting disinfectant for surface disinfection based on the interaction of finely dispersed silver metal and an aqueous alcohol solution. The aqueous alcohol solution contains 30% alcohol, 64% water, and 6% finely dispersed silver metal.

[0006] U.S. Patent Application Publication No. 2013 / 0071488 discloses a disinfectant composition for hard articles comprising a first agent containing a powder mixture (A) and a second agent containing an aqueous hydrogen peroxide solution (B-1). The powder mixture (A) contains an alkali metal salt (A-1) that exhibits basicity when the salt is in aqueous solution, a water-soluble copper salt (A-2), a compound (A-3) represented by formula (1), and a nonionic surfactant (A-4) represented by formula (2). The powder mixture has a molar ratio of water-soluble copper salt (A-2) to compound (A-3), expressed as (A-3) / (A-2), of 3.0 to 20. The single-component disinfectant composition for hard articles contains components (A-1) to (A-4) and an inorganic peroxide (B-2) that releases hydrogen peroxide in water, and the molar ratio of the water-soluble copper salt (A-2) to the compound (A-3), expressed as the amount of (A-3) / the amount of (A-2), is 3.0 to 20.

[0007] For many years, resins such as spruce resin have been used in antimicrobial compositions such as creams and ointments in folk medicine. However, these compositions sometimes contain many impurities, resulting in heterogeneous formulations. Furthermore, the content of coniferous resin acids in spruce resin varies greatly, making it difficult to standardize the content of coniferous resin acids in the aforementioned compositions.

[0008] Another problem in the production of antimicrobial compositions containing coniferous resin acids is that they are poorly water-soluble. Therefore, coniferous resin acids are usually dissolved in solutions such as methanol, acetone, and diethyl ether, or dissolved at high temperatures.

[0009] International Patent Publication No. 2011 / 042613 discloses an antimicrobial composition containing coniferous resin acids and / or derivatives thereof dissolved in a suitable solvent such as methanol, ethanol, isopropanol, acetone, ether, chloroform, or formaldehyde.

[0010] Currently, the number and prevalence of antibiotic-resistant microorganisms are constantly increasing, highlighting the growing need to develop novel antimicrobial compositions for killing harmful bacteria. Furthermore, these antimicrobial compositions must be harmless to the environment or animals. Summary of Disclosure

[0011] This disclosure aims to solve the above problems by providing an antimicrobial composition containing coniferous resin acids. Furthermore, this disclosure aims to provide a manufacturing process for the antimicrobial composition and the use of the antimicrobial composition as a disinfectant on inanimate and biological surfaces.

[0012] The object of this disclosure is achieved by compositions characterized by the independent claims, methods for producing such compositions, and uses of such antimicrobial compositions. Preferred embodiments of this disclosure are disclosed in the dependent claims.

[0013] Problems with existing disinfectant compositions include the tendency for them to contain allergy-inducing components and / or non-biodegradable materials that have adverse environmental impacts, such as silver and quaternary ammonium compounds. Furthermore, coniferous resin acids are poorly soluble in water, making them easily separated from the composition and resulting in uneven distribution on treated surfaces. Additionally, alcohol-based disinfectants, for example, evaporate easily, resulting in a short-lived disinfecting effect.

[0014] This disclosure is based on the remarkable finding that improved antimicrobial compositions can be obtained by using antimicrobial compositions containing coniferous resin acids, alcohol, an auxiliary solvent, water, and optionally a wetting agent and / or pH adjuster. By adding an auxiliary solvent to the composition, the resin acids / rosin acids remain in the aqueous solution even after the alcohol evaporates. The auxiliary solvent exhibits good solubility in both water and alcohol, and is also soluble in resin acids / rosin acids. Generally, the optimal auxiliary solvent has vaporization properties similar to water. A low toxicity profile is also an important selection criterion for the auxiliary solvent.

[0015] The advantages of the compositions, methods, and uses of the present disclosure are that an improved antimicrobial composition can be obtained that forms a thin protective film on the treated surface, thereby allowing the antimicrobial effect to be sustained over a long period of time. Another advantage of the antimicrobial compositions of the present disclosure is that they can be used as a base (concentrated) composition to produce a variety of antimicrobial products, such as disinfectants, deodorants, sanitizers, and wound sprays, that are suitable for inanimate and biological surfaces. The antimicrobial compositions can also be used as surfactants, softeners, and preservatives. Yet another advantage of the antimicrobial compositions of the present disclosure is that, according to the methods of the present disclosure, an antimicrobial composition that is harmless to the environment or animals, including humans, can be produced.

[0016] Generally, the antimicrobial composition of this disclosure can be used as a base (concentrated) composition in the manufacture of various products, including foot deodorant sprays for shoes or feet, deodorants, hand sanitizers, wound sprays, and sanitizers for disinfecting animal cages and bedding. The antimicrobial composition can also be used as a concentrate in the manufacture of sanitizers, surfactants, and detergents. Furthermore, the composition can be used in a variety of industrial applications, including but not limited to the food industry, the sporting goods industry (such as ice skates and sportswear and shoes), the construction industry, the cosmetics industry, the gas and petroleum industry, the mining industry, the paper industry, and the chemical industry, as well as in consumer and commercial products. One advantage of the composition is that it can be applied to alcohol-resistant surfaces. By coating a nonwoven fabric surface with the composition, air filters and other products with a uniformly distributed antimicrobial film can be produced. The antimicrobial composition can also be used as a base (concentrated) composition in the manufacture of medical products as well as surgical products. The antimicrobial composition can be applied to all products related to medical applications, such as surgical instruments, surgical materials, and surgical equipment. One advantage of antimicrobial compositions is that they form a smooth resin acid surface on the treated surface. Therefore, it is usually not necessary to add a considerable amount of resin acids to form a film on the antimicrobial composition. By using auxiliary solvents, the amount of resin acids required to coat the surface can be reduced.

[0017] Another advantage of this antimicrobial composition is that it can be easily diluted and dissolved in either water or alcohol.

[0018] This method can be performed at room temperature, making it more convenient and easier to implement. The components can be dissolved in the composition without the need for heating.

[0019] More specifically, the antimicrobial compositions described herein are characterized by the features of independent claim 1.

[0020] The method for producing an antimicrobial composition according to the present invention is as described in the independent claim.7 It is characterized by the described matters.

[0021] The use of the antimicrobial composition of the present invention is defined by the claims of independent claims 9 , 10 and 11 It is characterized by the described matters. Further, the disinfectant according to the present invention is characterized by the matters described in the independent claim 12 .

Brief Description of Drawings

[0022] Hereinafter, the present disclosure will be described in more detail by preferred embodiments with reference to the accompanying drawings. [Figure 1a] An electron micrograph of an untreated metal sheet is shown. [Figure 1b] A comparative electron micrograph of a metal sheet treated with an alcohol-based resin acid composition without a co-solvent is shown. [Figure 1c] An electron micrograph of a metal sheet treated with the antimicrobial composition according to the present invention is shown. [Figure 2a] An electron micrograph of an untreated non-woven fibrous material (filter paper) is shown. [Figure 2b] A comparative electron micrograph of a non-woven fibrous material (filter paper) treated with an alcohol-based resin acid composition without a co-solvent is shown. [Figure 2c] An electron micrograph of a non-woven fibrous material (filter paper) treated with the antimicrobial composition according to the present invention is shown. [Figure 3a] An electron micrograph of an untreated fibrous material (cotton fabric) is shown. [Figure 3b] A comparative electron micrograph of a fibrous material (cotton fabric) treated with an alcohol-based resin acid composition without a co-solvent is shown. [Figure 3c] An electron micrograph of a fibrous material (cotton fabric) treated with the antimicrobial composition according to the present invention is shown. Detailed Description of the Disclosure < This disclosure is based on the finding that an antimicrobial composition containing coniferous resin acids, water, and a solvent, wherein the solvent is an alcohol, and further supplemented with an auxiliary solvent selected from E-series and P-series glycol ethers, forms a uniformly distributed thin film when applied to inanimate and / or biological surfaces. In the production of this antimicrobial composition, first, coniferous resin acids, alcohol, an auxiliary solvent, and water are prepared, and optionally a wetting agent and a pH adjuster. Next, after mixing the alcohol and water, the coniferous resin acids, auxiliary solvent, and optionally a pH adjuster and wetting agent are mixed with the aqueous alcohol solution obtained in the second step to obtain an antimicrobial composition, and if necessary, the antimicrobial composition is placed in a container. Thereafter, optionally, the obtained concentrate is diluted with water, alcohol, and / or a mixture thereof to obtain a coniferous resin acid composition with a concentration ranging from 0.01 to 20% by weight (w / v), preferably 0.02 to 0.1% by weight (w / v), and more preferably 0.04 to 0.09% by weight (w / v).

[0024] This disclosure relates to an antimicrobial composition containing coniferous resin acids and a solvent, wherein the solvent is an alcohol. The composition further contains an auxiliary solvent selected from E-series and P-series glycol ethers, as well as water.

[0025] In one embodiment, the amount of alcohol in the antimicrobial composition is in the range of about 50 to about 95% by weight, preferably in the range of about 60 to about 90% by weight.

[0026] The antimicrobial composition preferably contains an alcohol selected from ethanol, isopropanol, n-propanol, and / or mixtures thereof, preferably isopropanol.

[0027] The alcohol may be selected from ethanol, isopropanol, and n-propanol, and / or mixtures thereof. However, when selecting an alcohol, it should be kept in mind that each alcohol has different properties, such as n-propanol having a stronger odor than ethanol or isopropanol.

[0028] In one embodiment, the amount of alcohol in the alcohol-based antimicrobial composition is in the range of 50 to 95% by weight, preferably in the range of 60 to 90% by weight. The amount of alcohol is determined according to the type of alcohol used. For example, the amount of ethanol is usually greater than the amount of isopropanol. The optimal amount of isopropanol is usually more than about 40% by weight, preferably more than about 50% by weight, and the optimal amount of ethanol is usually in the range of about 60 to 95% by weight, preferably about 70% by weight.

[0029] In one embodiment, the amount of alcohol in the antimicrobial composition is in the range of about 50 to 96% by weight, and this range includes the range between two values ​​from the following weight percentages, namely 50, 51, 52, 53, 54, 55, 56, 57, 58, 59, 60, 61, 62, 63, 64, 65, 66, 67, 68, 69, 70, 71, 72, 73, 74, 75, 76, 77, 78, 79, 80, 81, 82, 83, 84, 85, 86, 87, 88, 89, 90, 91, 92, 93, 94, 95, and 96% by weight.

[0030] In one embodiment, the antimicrobial composition contains a wetting agent selected from nonionic and / or anionic surfactants, preferably from ethoxylated alcohols, and more preferably from aliphatic alcohol ethoxylates, with an ethoxylation degree in the range of 6 to 10 moles. Preferably, the wetting agent is selected from C10 to C16 alcohol ethoxylates AE06 to AE10, and more preferably, the wetting agent is C12 to C14 alcohol ethoxylate AEO7.

[0031] The amount of wetting agent is typically in the range of about 0.001 to 0.2% by weight of the antimicrobial composition. In one preferred embodiment, the amount of wetting agent is about 0.025% by weight of the antimicrobial composition.

[0032] In one embodiment, the wetting agent is selected from primary alkanesulfonates (PAS) and secondary alkanesulfonates (SAS). Preferably, the wetting agent is a C14 / 16α-olefin sulfonate. In another embodiment, the wetting agent is an amine oxide.

[0033] The amount of wetting agent used depends on the type of wetting agent used. For example, amine oxides may require up to three, four, or even five times more than aliphatic alcohol ethoxylates.

[0034] In one embodiment, the pH adjuster is selected from aminomethylpropanol (AMP), 2-hydroxy-1-propylethyleneamine, monoethanolamine (MEA), diethanolamine (DEA), and triethanolamine (TEA), and / or mixtures thereof, preferably triethanolamine (TEA) as the pH adjuster. Alternatively or additionally, the pH may be prepared by any known pH adjuster and / or composition suitable for use as a pH adjuster.

[0035] Typically, the use of pH adjusters allows for better dissolution of coniferous resin acids, and / or the addition of pH adjusters maintains the homogeneity of the antimicrobial composition.

[0036] In one preferred embodiment, the pH adjuster contains water, and the amount of water in the pH adjuster composition is about 1% to about 25%.

[0037] According to another embodiment, the pH adjuster contains about 0.1 to about 90% by weight of water, preferably about 1 to about 75% by weight.

[0038] In one embodiment, the amount of the pH adjuster is in the range of 0.01% to 0.9% by weight of the antimicrobial composition, preferably about 0.05% by weight.

[0039] In one embodiment, the antimicrobial composition contains an auxiliary solvent. The auxiliary solvent is selected from E and P series glycol ethers, preferably ethylene glycol monomethyl ether (2-methoxyethanol), ethylene glycol monoethyl ether (2-ethoxyethanol), ethylene glycol monopropyl ether (2-propoxyethanol), ethylene glycol monoisopropyl ether (2-isopropoxyethanol), ethylene glycol monobutyl ether (2-butoxyethanol), ethylene glycol monophenyl ether (2-phenoxyethanol), ethylene glycol monobenzyl ether (2-benzyloxyethanol), diethylene glycol monomethyl ether (2-(2-methoxyethoxy)ethanol), (methyl carbitol), diethylene glycol monoethyl ether (2-(2-ethoxyethoxy)ethanol, carbitol cellosolve), and diethylene glycol mono-n-butyl The solvent is selected from E-series glycol ethers such as ethers (2-(2-butoxyethoxy)ethanol, butyl carbitol), and P-series glycol ethers such as dipropylene glycol methyl ether, dipropylene glycol methyl ether acetate, dipropylene glycol n-butyl ether, dipropylene glycol n-propyl ether, propylene glycol diacetate, propylene glycol methyl ether, propylene glycol methyl ether acetate, propylene glycol n-butyl ether, propylene glycol n-propyl ether, propylene glycol phenyl ether, tripropylene glycol methyl ether, tripropylene glycol n-butyl ether, or dipropylene glycol dimethyl ether, and / or mixtures thereof. Preferably, the auxiliary solvent is diethylene glycol monoethyl ether.The auxiliary solvent can be selected from any known E and P series glycol ethers in addition to the E and P series glycol ethers mentioned above, preferably diethylene glycol ethyl ether, diethylene glycol methyl ether, diethylene glycol n-butyl ether, diethylene glycol hexyl ether, diethylene glycol n-butyl ether acetate, ethylene glycol propyl ether, ethylene glycol n-butyl ether, ethylene glycol hexyl ether, ethylene glycol n-butyl ether acetate, triethylene glycol methyl ether, triethylene glycol ethyl ether, triethylene glycol n-butyl ether, ethylene glycol phenyl ether, ethylene glycol You can choose from E-series glycol ethers such as propylene glycol n-butyl ether mixtures, and P-series glycol ethers such as propylene glycol methyl ether, dipropylene glycol methyl ether, tripropylene glycol methyl ether, propylene glycol methyl ether acetate, dipropylene glycol methyl ether acetate, propylene glycol n-propyl ether, dipropylene glycol n-propyl ether, propylene glycol n-butyl ether, dipropylene glycol n-butyl ether, tripropylene glycol n-butyl ether, propylene glycol phenyl ether, propylene glycol diacetate, and dipropylene glycol dimethyl ether. The optimal E and P-series glycol ethers have volatility similar to water. Alternatively, any suitable auxiliary solvent with volatility similar to water can be used.

[0040] The amount of auxiliary solvent is preferably in the range of 0.001 to 5% by weight of the antimicrobial composition. In one embodiment, the amount of auxiliary solvent is about 0.5% by weight.

[0041] In one embodiment, the amount of auxiliary solvent is in the range of approximately 0.001 to 5% by weight, and this range includes the range between two values ​​from the following weight percentages: 0.001, 0.002, 0.003, 0.004, 0.005, 0.006, 0.007, 0.008, 0.009, 0.01, 0.015, 0.02, 0.025, 0.03, 0.035, 0.04, 0.045, 0.05, 0.055, 0.06, 0.065, 0.07, 0.075, 0.08, 0.085, 0.09, 0.095, 0.1, 0.15, 0.2, 0.25, 0.5, 1.0, 1.5, 2, 2.5, 3, 3.5, 4, 4.5, and 5% by weight.

[0042] In one embodiment, the antimicrobial composition further contains a fragrance. This fragrance can be selected from any known natural, organic, and artificial fragrances and / or mixtures thereof. In one embodiment, the fragrance is selected from essential oils and other natural fragrances. In a preferred embodiment, the fragrance is menthol and / or trans-menthone.

[0043] In another preferred embodiment, the fragrance is d-limonene. Alternatively, the fragrance may be grape or a fragrance with the trade name Cedrat grape.

[0044] In one embodiment, the antimicrobial composition further contains a humectant selected preferably from glycerin, propylene glycol, pentylene glycol, and polyglycol, and / or mixtures thereof. The humectant is preferably glycerin. Generally, such compounds are used in products where the skin's natural moisture retention is required, such as hand sanitizers.

[0045] In one embodiment, the amount of the humectant is in the range of 0.1 to 5% by weight, preferably 1 to 2% by weight, of the antimicrobial composition.

[0046] In one embodiment, the antimicrobial composition contains alcohol, coniferous resin acids, auxiliary solvents, water, and optionally a wetting agent and / or a pH adjuster. The composition further contains one or more compounds selected from the group consisting of emollients, thickeners, quaternary ammonium compounds, biocides such as phenoxyethanol and isothiazolin, and / or mixtures thereof. In one embodiment, the antimicrobial composition further contains one or more formulation components selected from the group consisting of emollients, thickeners, biocides, and / or mixtures thereof.

[0047] In one embodiment, the antimicrobial composition contains a softening agent selected from isopropyl myristate, isopropyl laurate, isopropyl palmitate, isopropyl oleate, and isopropyl isostearate. The softening agent is preferably selected from isopropyl myristate and isopropyl oleate.

[0048] In one embodiment, the amount of softener in the antimicrobial composition is in the range of 0.1 to 5, preferably 0.5 to 2% by weight (w / v).

[0049] Furthermore, in one embodiment, the antimicrobial composition contains alcohol, coniferous resin acids, a wetting agent, an auxiliary solvent, water, and a pH adjuster. Such an antimicrobial composition can be further diluted with either alcohol or an aqueous product, as it is soluble in water, alcohol, and / or mixtures thereof. The antimicrobial composition can be used as is, or diluted so that the diluted antimicrobial composition contains at least about 0.01% by weight of resin acids. Thus, the antimicrobial composition can constitute a basic composition for a variety of products, including disinfectants, sanitizers, deodorants, surfactants, fabric softeners, and detergents.

[0050] According to one embodiment, the antimicrobial composition contains a gel-forming agent. Preferably, the gel-forming agent is selected from polyacrylates, more preferably from polyacrylate-based polymers. In one embodiment, the gel-forming agent is selected from synthetic polymers of acrylic acid, commonly known as poly(acrylic acid) (PAA, or carboma). These polymers may be homopolymers of acrylic acid and are crosslinked with pentaerythritol allyl ether, sucrose allyl ether, or propylene allyl ether. Preferably, the gel-forming agent is neutralized with TEA having a pH of about 7.0 to about 7.5.

[0051] In one embodiment, the amount of gel-forming agent is in the range of about 0.1 to less than about 1% by weight, preferably about 0.3 to about 0.5% by weight.

[0052] In one embodiment, the antimicrobial composition contains water that can be extracted from other components or water that can be added directly.

[0053] The amount of water in the antimicrobial composition is within the range of 1.8 to 60% by weight.

[0054] In one embodiment, the amount of water in the antimicrobial composition is in the range of approximately 1.8 to 60% by weight, and this range includes the following weight percentages: 1.8, 1.9, 2.0, 2.1, 2.2, 2.3, 2.4, 2.5, 2.6, 2.7, 2.7, 2.9, 3.0, 3.1, 3.2, 3.3, 3.4, 3.5, 3.6, 3.7, 3.8, 3.9, 4.0, 4.5, 5.0, 5.5, 6.0, 6.5, 7.0, 7.5, 8.0, 8.5, 9.0, 9.5, 10.0, 10.5, 11.0, 11.5, 12.0, 12 This range includes values ​​between two of the following weight percent: 0.5, 13.0, 13.5, 14.0, 14.5, 15.0, 15.5, 16.0, 16.5, 17.0, 17.5, 18.0, 18.5, 19.0, 19.5, 20.0, 20.5, 21.0, 21.5, 22, 23, 24, 25, 26, 27, 28, 29, 30, 31, 32, 33, 34, 35, 36, 37, 38, 39, 40, 41, 42, 43, 44, 45, 46, 47, 48, 49, 50, 51, 52, 53, 54, 55, 56, 57, 58, 59, and 60% by weight.

[0055] The term "coniferous resin acids" is intended to include coniferous resin acids extracted from natural sources, such as rosin made from spruce resin, and for example, fractions of resin acids obtained by distilling unrefined tall oil extracted in the kraft pulp process of coniferous trees. Particularly preferably, the coniferous resin acid composition contains the following coniferous resin acids: pimaric acid, sandaracopimalic acid, dihydroabietic acid, levopimalic acid, pulsed phosphoric acid, isopimaric acid, 8,12-abietic acid, abietic acid, dehydroabietic acid, neoabietic acid, and dehydrodehydroabietic acid.

[0056] In one embodiment, coniferous resin acids are provided as a coniferous resin acid composition.

[0057] In one embodiment, the coniferous resin acid composition contains coniferous resin acids in at least the following ratios: namely, pulsed phosphoric acid:pimaric acid is 0.9:1, pulsed phosphoric acid:abietic acid is 1:6, pulsed phosphoric acid:dehydroabietic acid is 1:0.8, dehydroabietic acid:abietic acid is 1:8, neoabietic acid:abietic acid is 1:7, neoabietic acid:pulsed phosphoric acid is 0.9:1, and pimaric acid:abietic acid is 1:7.

[0058] In another embodiment, the coniferous resin acid composition contains coniferous resin acids in at least the following ratios: namely, pulsed phosphoric acid:pimaric acid in a ratio of 1.9:1, pulsed phosphoric acid:abietic acid in a ratio of 1:4.9, pulsed phosphoric acid:dehydroabietic acid in a ratio of 1:2.7, dehydroabietic acid:abietic acid in a ratio of 1:1.8, neoabietic acid:abietic acid in a ratio of 1:11, neoabietic acid:pulsed phosphoric acid in a ratio of 1:2.2, and pimaric acid:abietic acid in a ratio of 1:9.4.

[0059] According to one embodiment, the coniferous resin acid composition contains pimaric acid, sandaracopimalic acid, dihydroabietic acid, levopimalic acid, pulsed phosphoric acid, isopimaric acid, 8,12-abietic acid, abietic acid, dehydroabietic acid, neoabietic acid, dehydrodehydroabietic acid, and small amounts of other resin acids.

[0060] In one embodiment, the coniferous resin acid composition contains the following rosin acid / resin acid composition, namely, 40-50% by weight of abietic acid, 0.5-1% by weight of 8,12-abietic acid, 6-7% by weight of pimaric acid, 1-2% by weight of sandaracopimalic acid, 1-1.5% by weight of dihydroabietic acid(group), 0-0.5% by weight of levopimalic acid, 6.5-7.5% by weight of pulsed phosphoric acid, 6-7% by weight of neoabietic acid, 5-6% by weight of dehydroabietic acid, 0.5-1.5% by weight of isopimaric acid, and small amounts of other resin acids. In one embodiment, the amount of pulsed phosphoric acid is at least 6% by weight of the rosin acid / resin acid composition, preferably 6-10% by weight, more preferably 7-8% by weight.

[0061] In another embodiment, the coniferous resin acid composition contains the following rosin acid / resin acid composition, namely, 30-40% by weight of abietic acid, 1-2% by weight of 8,12-abietic acid, 2-5% by weight of pimaric acid, 2-3% by weight of sandaracopimalic acid, 1.2-1.5% by weight of dihydroabietic acid(s), 0-0.1% by weight of levopimalic acid, 6.7-7.5% by weight of pulsed phosphoric acid, 3-4% by weight of neoabietic acid, 18-20.5% by weight of dehydroabietic acid, 2-4% by weight of isopimaric acid, and small amounts of other resin acids. In one embodiment, the coniferous resin acid composition contains 5-7% by weight of unidentified rosin acid. In one embodiment, the amount of pulsed phosphoric acid is at least 6.5% by weight of the resin acid / rosin acid composition, preferably 7-10% by weight, more preferably 7-9% by weight.

[0062] In one embodiment, the coniferous resin acid composition contains 1-5%, preferably 2-4%, of unsaponifiable matter.

[0063] The acid value of the coniferous resin acid composition is generally 160-180 mgKOH / g, and is usually about 170 mgKOH / g. The melting point of the coniferous resin acid composition is generally 62°C-95°C. The combustion point / flash point of the coniferous resin acid composition is generally 180°C-225°C. The amount of coniferous resin acids in the coniferous resin acid composition is generally 70-90% by weight, and preferably 70-80% by weight. The coniferous resin acid composition generally contains more than 90% by weight, preferably more than 95% by weight, of free resin acids / rosin acids.

[0064] Coniferous resin acids are usually added as a coniferous resin acid composition.

[0065] In one embodiment, the amount of coniferous resin acids / rosin acids added to the composition is about 0.01 to about 30% by weight, preferably about 0.04 to about 10% by weight, and more preferably about 0.07 to about 2.5% by weight. The antimicrobial composition is usually further diluted with water or alcohol and / or mixtures thereof before or during the production of the final product. Such final products are generally selected from disinfectants, sanitizers, surfactants, softeners, preservatives, wound sprays, cosmetics and / or spray-type treatments.

[0066] In one embodiment, the antimicrobial composition is diluted with water, alcohol, and / or a mixture thereof. In another embodiment, the antimicrobial composition is diluted with acetone, alcohol, water, and / or a mixture thereof. Generally, the antimicrobial composition can be diluted with any known solvent suitable for dissolving the antimicrobial composition.

[0067] In one embodiment, the amount of coniferous resin acids in the diluted antimicrobial composition may be in the range of about 0.001 to about 0.1% by weight.

[0068] In one embodiment, the amount of coniferous resin acids is in the range of 0.01 to 30% by weight (w / v) of the composition, preferably in the range of 0.04 to 5% by weight (w / v), and more preferably in the range of 0.07 to 1.5% by weight (w / v).

[0069] In another embodiment, the amount of coniferous resin acids in the antimicrobial composition is in the range of about 0.01 to 30% by weight, and this range includes the range between two values ​​from the following weight percentages: 0.01, 0.02, 0.03, 0.04, 0.05, 0.06, 0.07, 0.08, 0.09, 0.1, 0.15, 0.2, 0.25, 0.5, 1.0, 1.5, 2, 2.5, 3, 3.5, 4, 4.5, 5, 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 9.5, 10, 11, 12, 13, 14, 15, 16, 17, 18, 19, 20, 21, 22, 23, 24, 25, 26, 27, 28, 29, and 30% by weight.

[0070] According to one embodiment, the antimicrobial composition contains coniferous resin acids, alcohol, auxiliary solvent, and water, in addition to hydroxypropyl cellulose and optionally a wetting agent and a pH adjuster. Preferably, the amount of hydroxypropyl cellulose is in the range of about 1 to about 2% by weight, more preferably about 1 to about 1.5% by weight. The antimicrobial composition can also be used as a spray-type treatment.

[0071] Furthermore, this disclosure describes the following steps, namely, a) Prepare coniferous resin acids, alcohol, auxiliary solvents and water, and optionally a wetting agent and / or pH adjuster. b) Prepare a mixture of alcohol and water, c) Add coniferous resin acids, auxiliary solvents, and optionally a wetting agent, water, and / or a pH adjuster to the aqueous alcohol solution obtained in step b), and prepare the mixture until a clear, homogeneous solution is obtained to produce an antimicrobial composition. d) Optionally, place the antimicrobial composition in a container, and / or e) Optionally, the obtained concentrate may be diluted with water, alcohol, and / or a mixture thereof to obtain an alcohol-based coniferous resin acid composition having a coniferous resin acid concentration greater than 0.01% by weight (w / v). This invention relates to a method for producing an antimicrobial composition, including the steps involved.

[0072] In one embodiment, the mixing of alcohol and water in step b) is carried out for approximately 15 minutes.

[0073] Alternatively, the antimicrobial composition is produced by the following steps, namely, a) Prepare coniferous resin acids, alcohol, auxiliary solvents and water, and optionally a wetting agent and / or pH adjuster. b) Alcohol, water, coniferous resin acids, and auxiliary solvents are prepared in any order, and a wetting agent and / or pH adjuster is added as needed to purify the antimicrobial composition. c) Optionally, the antimicrobial composition is placed in a container and / or, optionally, the resulting concentrate is diluted with water, alcohol and / or a mixture thereof to obtain an antimicrobial composition having a coniferous resin acid concentration greater than 0.01% by weight (w / v). Typically, the preparation steps b) and c) in these two methods are carried out for about 15 to 90 minutes, preferably about 30 to 60 minutes. Typically, the alcohol and water solution, the resin acid composition, the auxiliary solvent, and optionally added wetting agents and / or pH adjusters are prepared until a clear, homogeneous solution is obtained.

[0074] Furthermore, since precipitates are not usually formed, filtration and / or heating above 30 degrees Celsius are not required when manufacturing antimicrobial compositions.

[0075] According to one embodiment, coniferous resin acids are first dissolved in alcohol, and then water, an auxiliary solvent, and optionally other materials such as a pH adjuster and an optional wetting agent are added. However, such a method is not a suitable manufacturing method because a precipitate of coniferous resin acids may form, at least temporarily.

[0076] This disclosure further relates to the use of an antimicrobial composition as a disinfectant. According to one preferred embodiment, the antimicrobial composition is used as a disinfectant for inanimate surfaces.

[0077] In this application, the term "inanimate surface" refers to any inanimate surface, such as countertops, floors, walls, roofs, and the surfaces of any objects, products, and articles. In this application, the term "inanimate surface" refers to any inanimate surface, such as hard surfaces and soft surfaces. Hard surfaces refer to all hard surfaces that can be formed from any hard material, such as stone, concrete, metal, glass, synthetic resins, rubber, hooves, claws, wood and wood-based materials such as cardboard and plywood, wood-based products used in construction and furniture, packaging products and medical supplies, and / or mixtures thereof. Soft surfaces refer to all soft inanimate surfaces that can be formed from any soft material, such as cloth, fur, hair, leather, paper, synthetic resins, textiles (including woven and nonwoven fabrics), rubber, materials derived from vegetables or fruits, and food.

[0078] In one embodiment, the antimicrobial composition is a disinfectant for use on hard and / or soft inanimate surfaces and is suitable for use as a deodorant, a disinfectant for animal cages and bedding, a disinfectant in hospitals, industrial facilities and homes, and a disinfectant for medical devices and surgical instruments and materials.

[0079] In another embodiment, the antimicrobial composition is used as a surfactant and / or cleaning agent for use on inanimate and / or living surfaces.

[0080] In another preferred embodiment, the antimicrobial composition is used as a disinfectant for use on biological surfaces.

[0081] In this application, the term "biological surface" refers to any biological surface, such as that of an animal or a human. In one embodiment, the disinfectant for biological surfaces refers to any biological surface, such as the surface of the body and / or organs or parts of organs of animals and humans.

[0082] In one embodiment, the biological surface is skin. In another embodiment, the antimicrobial composition is a hand sanitizer.

[0083] In another embodiment, the biological surface is a hoof, claw, and / or fur.

[0084] In one embodiment, the antimicrobial composition is used as a disinfectant for hands and / or the body.

[0085] In one embodiment, the antimicrobial composition is a disinfectant used on biological surfaces, such as a disinfectant for hands and / or the body, a deodorant spray, a wound spray, and / or a disinfectant for surgical applications.

[0086] This antimicrobial composition is suitable for use in medical applications such as polymers in medical tubing and catheters, first-aid supplies, bandages, cloths, adhesive bandages, tissues, towels, medical textiles, medical furnishings such as counters, tables and handles, medical valves, dental supplies such as prosthetic teeth, implantable ports, bone cement, polymer implants, ointments, lotions, wound sprays, creams, prosthetic implants, drops, gels, skin disinfectants, sutures, suture anchors, cloves, forceps, hooks, drains, hoses, cannulas, tissue adhesives, medical wipes, medical fillers, bone substitutes, artificial ears, hospital mattresses and / or blood pressure cuffs, but is not limited to these applications.

[0087] According to one embodiment, the antimicrobial composition is suitable for use as a disinfectant for surfaces, preferably as a surfactant and / or detergent, deodorant, disinfectant for animal cages and bedding, disinfectant in hospitals, industrial facilities and homes, disinfectant for medical devices and / or surgical instruments and materials, and as a disinfectant for inanimate surfaces.

[0088] Generally, this antimicrobial composition is used in the paint industry, the food industry, processThis antimicrobial composition is suitable for industrial applications, including papermaking with water, construction (coating and / or mold prevention), and gas and petroleum industries, but is not limited to these applications. It is also suitable for use in cosmetics, preservatives, filters, towels, cleaning wipes, mops, textiles, toothpaste, mouthwash, soap, shampoo, detergents, toys, synthetic cutlery, sauna and / or bathroom sprays, cookware, brushes, small bags, ropes, spray bottles (vaporizers), pipes, valves, switches, plugs, keyboards, hanging fixtures, sealing devices, condoms, aquariums, storage containers, and / or swimming pools. Furthermore, this antimicrobial composition is suitable for sanitary applications such as deodorants, cosmetics, toothpaste, mouthwash, soap, shampoo, detergents, sauna and / or bathroom sprays, cleaning wipes, brushes, and / or condoms.

[0089] In one embodiment, the antimicrobial composition is for hygiene product For cleaning product and / or process Suitable for use with water.

[0090] This antimicrobial composition is suitable for use in cleaning applications such as preservatives, filters, towels, cleaning wipes, mops, textiles, surfactants, fabric softeners, and / or detergents.

[0091] According to one embodiment of the present disclosure, the antimicrobial composition is suitable for use in the paint industry, for example, as a preservative for cans and / or coatings.

[0092] The following examples illustrate the present invention further, but do not limit it to them. [Examples]

[0093] Example 1 shows the composition of the coniferous resin acid composition, the composition of the antimicrobial composition, the composition of the disinfectant prepared for use, and the product of the antimicrobial composition. Example 2 is a comparative example showing the results of comparing electron microscope images of metal sheets, fibrous nonwoven materials (filter paper), and fibrous materials (fabric) treated with the antimicrobial composition according to the present invention described in Example 1 with comparative electron microscope images of the same materials treated with an alcohol composition containing resin acids but not auxiliary solvents, and comparative electron microscope images of each untreated sheet. Example 3 shows the measurement of antibacterial activity of a surface coated with the antimicrobial composition of Example 1. Example 3.1 shows the measurement of antibacterial activity of a surface coated with the antimicrobial composition of Example 1. Example 4 is a comparative example showing the antimicrobial activity value of a surface coated with an alcohol-based resin acid composition that does not contain wetting agents, auxiliary solvents, and pH adjusters. Examples 5 to 9 show products made from the antimicrobial compositions according to this specification.

[0094] Example 1 Composition of coniferous resin acid composition The rosin acid composition was analyzed by gas chromatography in accordance with the standard method ASTM D5974. As shown in Table 1, the rosin acid composition of the coniferous resin acid composition is mainly composed of abietic acid, but also contains considerable amounts of pimaric acid, pulsed phosphoric acid, dehydroabietic acid, and neoabietic acid. For example, the following ratios can be calculated from the values ​​in Table 1. That is, the ratio of pimaric acid to pulsed phosphoric acid is 1:1.1, the ratio of pulsed phosphoric acid to abietic acid is 1:6.4, the ratio of dehydroabietic acid to abietic acid is 1:8.4, the ratio of neoabietic acid to abietic acid is 1:7, the ratio of neoabietic acid to pulsed phosphoric acid is 1:1.1, and the ratio of pimaric acid to abietic acid is 1:7.

[0095] [Table 1]

[0096] In addition to the rosinic acid shown in Table 1, the coniferous resin acid composition also contained approximately 20.9% by weight of non-eluting compounds.

[0097] The unsaponifiable matter in the coniferous resin acid composition was analyzed according to the standard method ASTM D1965. The coniferous resin acid composition contained approximately 3.4% unsaponifiable matter.

[0098] Furthermore, the fatty acid composition of the coniferous resin acid composition was analyzed. The coniferous resin acid composition contained very small amounts of fatty acids, namely 0.1% by weight of anteisoheptadecanoic acid and 0.2% by weight of unidentified fatty acids.

[0099] Composition of antimicrobial composition This antimicrobial composition was prepared in a 100-liter mixer. The following materials were used: Isopropyl alcohol CAS number 67-63-0 water Resin acid fractionation (composition of the coniferous resin acid composition described above) Diethylene glycol monoethyl ether, CAS number 111-90-0, Trademark name: Dowanol DE Triethanolamine, CAS number 102-71-6, Trademark name: DOW Triethanolamine Alcohol ethoxylate C12-C14, EO7, CAS number 68439-50-9, Trademark name: Rokanol L7 I used it.

[0100] Manufacturing of antimicrobial compositions (concentrates) 1070 kg of isopropanol was dissolved in 430 kg of water and stirred for 15 minutes until it was sufficiently dissolved. Next, 40 kg of resin acid / rosin acid composition (resin acid fraction), 200 kg of diethylene glycol monoethyl ether (Dowanol), 10 kg of aliphatic alcohol ethoxylates C12-C14, EO7, and 20 kg of TEA (pH adjuster) were added to the solution and stirred until completely dissolved and a clear solution was obtained.

[0101] The resulting antimicrobial composition was placed in a container and stored at ambient temperature for later use.

[0102] Disinfectant for surfaces A disinfectant for surfaces was prepared by diluting this antimicrobial composition. 150 kg of this antimicrobial composition was mixed in an aqueous alcohol solution containing 1120 kg of water and 1400 kg of isopropyl alcohol. The resulting mixture was mixed until clear and well dissolved.

[0103] Manufacturing of antimicrobial compositions (ready-to-use disinfectants) This antimicrobial composition was prepared in a 100-liter mixer. 49.5 kg of isopropyl alcohol and 38.5 kg of water were mixed for approximately 15 minutes. Next, 0.1 kg of resin acid / rosin acid composition, 0.5 kg of diethylene glycol monoethyl ether (acting as an auxiliary solvent), 0.05 kg of triethanolamine (TEA acting as a pH adjuster), and 0.025 kg of alcohol ethoxylates C12-C14, EO7 (acting as a wetting agent) were added to the water-alcohol mixture and mixed until the solution became clear.

[0104] The resulting antimicrobial composition was a clear, slightly yellowish liquid. This antimicrobial composition had a pH of 7.5 and a density of 0.88 g / ml. Losses due to mixing and pumping were approximately 1 volume percent.

[0105] The obtained antimicrobial compositions were further diluted with water to obtain antimicrobial compositions with the following resin acid concentrations: 0.02% by weight, 0.04% by weight, and 0.08% by weight.

[0106] Example 2 Figures 1a to 3c show electron microscope images of metal sheets treated with different coniferous resin acid compositions.

[0107] As part of the scanning electron microscopy (SEM) study, the aforementioned solution was sprayed five times consecutively onto various substrates (metal (Al), nonwoven fibrous material (filter paper), and fabric) and dried in a fume hood. Subsequently, the fabric and wood samples were attached to an aluminum SEM stud using carbon tape or carbon adhesive and coated with carbon. SEM characterization was performed using a Zeiss ULTRAplus equipped with an ultra-high resolution field emission gun. Images were captured using a low acceleration voltage (2kV) with a secondary electron (SE) detector (SE2: a conventional SE detector placed outside the electron column, or InLens: a detector placed inside the electron column).

[0108] Figures 1a, 1b, and 1c show electron microscope images of metal (aluminum) sheets. Figure 1a shows an electron microscope image of an untreated metal sheet (Al). Figure 1b shows a comparative electron microscope image of a metal sheet treated with an alcohol-based resin acid composition (composition shown in Example 4) that does not contain an auxiliary solvent. Figure 1c shows an electron microscope image of a metal sheet treated with the antimicrobial composition according to this specification. Figures 2a, 2b, and 2c show electron microscope images of nonwoven fibrous material (filter paper). Figure 2a shows an electron microscope image of untreated filter paper. Figure 2b shows an electron microscope image of filter paper treated with an alcohol-based resin acid composition (shown in Example 4) that does not contain an auxiliary solvent. Figure 2c shows an electron microscope image of filter paper treated with the antimicrobial composition according to this specification. Figures 3a, 3b, and 3c show electron microscope images of fibrous material (cotton). Figure 3 shows an electron microscope image of untreated cotton. Figure 3b shows an electron microscope image of cotton treated with an alcohol-based resin acid composition (shown in Example 4) that does not contain an auxiliary solvent. Figure 3c shows an electron microscope image of cotton treated with the antimicrobial composition according to this specification.

[0109] As can be seen from Figures 1c, 2c, and 3c, the surface treated with the antimicrobial composition according to the present invention is a smooth surface with a homogeneous distribution of the coniferous resin acid composition, that is, covered with a thin film of coniferous resin acids. On the other hand, in Figures 1b, 2b, and 3b, the surface of the comparative composition is not a homogeneous, smooth surface, but rather many droplets are formed, indicating that the distribution of the coniferous resin acid composition is heterogeneous.

[0110] Thus, Example 2 clearly demonstrates that it is impossible to form a smooth thin film of coniferous resin acid on a surface using an alcohol-based resin acid composition that does not contain an auxiliary solvent.

[0111] Example 3 The measurement of antibacterial activity of surfaces coated with antimicrobial compositions was investigated. The test results obtained by diluting antimicrobial compositions containing resin acids at concentrations of 0.02% by weight, 0.04% by weight, and 0.08% by weight, according to Example 1, are shown. The tests were performed according to Method EN22196, and the tested bacterial strain was Staphylococcus aureus. Furthermore, antimicrobial activity tests were conducted using the diluted antimicrobial composition containing coniferous resin acids at a concentration of 0.08% by weight, according to the international standard ISO 22196:2007.

[0112] [Table 2]

[0113] 0.1 ml of bacterial suspension (4.4 1g cells / ml) was inoculated onto the test surface and covered with a coverslip. This ensured that the bacterial suspension was evenly distributed on the test surface. Three parallel control samples were prepared as described above.

[0114] Therefore, a total of three parallel samples were obtained for each aspect (resulting in three test kits and three control sets). Next, all sets were covered with lids to prevent drying and incubated in a thermostat at 35°C for 23.5 ± 0.5 hours.

[0115] After 24 hours of culture contact, 10 ml of neutralizing agent was added to each sample.

[0116] The contents of the container were thoroughly mixed and stirred.

[0117] The sample was kept in its original state for 5 minutes.

[0118] For analysis, seven 10-fold dilutions of the test suspension and control suspension were prepared. A 1 ml sample was taken from each dilution and inoculated using the smear method. The petri dishes were incubated at 36°C for 48 hours.

[0119] As a result, the following equation: N = (100·C·D·V) / A N - mm per test specimen 2 Number of viable bacteria recovered per unit C - Average number of plates in a set of duplicate plates D - Dilution coefficient of the collected dishes V - Volume of neutralizing agent added to the test specimen, ml A - surface area, mm 2 The number of viable bacterial colonies in the control and control samples was tallied accordingly.

[0120] Verification results The verification results are shown in Table 1.

[0121] Nvo is simply the amount of test microorganisms expressed as cfu / ml in the test suspension divided by 10. This is because when such a suspension is added to the test mixture, the amount expressed as cfu / ml for each resulting mixture decreases to one-tenth.

[0122] [Table 3]

[0123] Abbreviations and formulas used in result tables N = (100 × C × D × V) / A Here, N is mm for each test specimen. 2 Number of viable bacteria recovered per unit, C is the average number of plates for the duplicate plates. D is the dilution coefficient of the collected dishes. V is the volume (ml) of the neutralizing agent added to the test specimen. A is the surface area of ​​the coating film in mm². 2 That is the case.

[0124] R = (Ut - Uo) - (At - Uo) = Ut - At Here, R has antibacterial activity. Uo is the average of the common logarithms of the number of viable bacteria recovered from the control immediately after inoculation, cells / ml. Ut is the average of the common logarithms of the number of viable cells recovered from the control after 24 hours, cells / ml. At is the average of the common logarithms of the number of viable cells recovered from the test sample after 24 hours, cells / ml.

[0125] Antibacterial activity of a surface coated with an antimicrobial composition Table 3 shows the results obtained from the antimicrobial compositions containing resin acids at concentrations of 0.02% by weight, 0.04% by weight, and 0.08% by weight (w / v), as shown in Example 1. Antimicrobial testing was performed according to Method EN22196, and the strain tested was Staphylococcus aureus. In this test, the volume of the inoculum and antimicrobial composition was 0.5 ml, and the sample and control dishes were kept warm for 24 hours. The amount of antimicrobial composition in the test sample was 0.07 ml / cm³. 2 That was the case.

[0126] [Table 4]

[0127] Results of the antimicrobial activity of test samples and control samples The results for the test samples and control samples are shown in Table 2.

[0128] [Table 5]

[0129] As can be seen from Table 1, the test surface coated with the antimicrobial composition (0.08 wt% coniferous resin acids) exhibited strong bactericidal activity, and the reduction in the reference strain Staphylococcus aureus ATCC6538 was 4.19 lg cells / mm². 2 It was incredible.

[0130] Example 3.1 The following describes the measurement of the antibacterial activity of a surface coated with an antimicrobial composition (the prepared disinfectant obtained in Example 1). The test was performed according to Method EVS-EN13697:2015.

[0131] [Table 6]

[0132] Test results The results of the verification tests and antibacterial tests of the obtained antimicrobial compositions (prepared disinfectants) are shown in Tables 4 to 11 below.

[0133] E. coli [Table 7]

[0134] [Table 8]

[0135] Staphylococcus aureus [Table 9]

[0136] [Table 10]

[0137] Pseudomonas aeruginosa [Table 11]

[0138] [Table 12]

[0139] Enterococcus hylae [Table 13]

[0140] [Table 14]

[0141] As can be seen from Tables 4 to 11, the antimicrobial composition (prepared disinfectant) maintains strong bactericidal activity (R≧4 lg) on ​​a non-porous surface at 20°C for 15 seconds under clean conditions (bovine serum albumin 0.3 g / l) against the reference strains Escherichia coli ATCC10536, Staphylococcus aureus ATCC6538, Pseudomonas aeruginosa ATCC15442, and Enterococcus hylae ATCC10541.

[0142] Example 4 The following shows the antimicrobial activity values ​​of surfaces coated with an alcohol-based composition containing coniferous resin acids but without auxiliary solvents. The tests were conducted in accordance with ISO 22196:2007.

[0143] Alcohol-based composition containing coniferous resin acids The alcohol-based composition contains the following ingredients, namely, Ethanol 70-80% (by weight, w / v) Quaternary ammonium compounds ≤0.03% (wt%, w / v) Coniferous resin acids (coniferous resin acid composition shown in Example 1) Less than 1% (approximately 0.9% by weight, w / v) water It was composed of these.

[0144]

Table 15

[0145] Test 1 - Stainless steel disc φ 2.2 cm (S 3.8 cm 2 ) of the sterilized metal surface (stainless steel disk) was placed on the surface of the hard agar in the Petri dish, and 0.1 ml of an alcohol (ethanol)-based composition containing coniferous resin acids was added onto the metal surface. On the surface, about 0.0009 g of coniferous resin acids formed a layer with a thickness of about 0.00024 g / cm 2 . Next, the sample surface was air-dried at 35°C for about 30 minutes to evaporate the ethanol. Then, 0.05 ml of a bacterial suspension at 2.5×10 5 cells / ml to 10×10 5 cells / ml was spread on the surface, and immediately afterwards, the surface was covered with a sterilized glass piece of 10×18 mm (3.24 cm 2 ). Then, the Petri dish was covered with a lid and incubated in a thermostat at 35°C for 23.5 ± 0.5 hours. A total of four parallel test samples were prepared, and control samples were also prepared as described above, but no alcohol-based composition containing coniferous resin acids was added to the control samples. A total of four parallel control samples were prepared in the same manner as the test samples. During the 24-hour culture process, the cover glass was removed from the surface, 1 ml of a neutralizing agent was added to one stainless steel disk, and the surface of the agar in the same dish was washed using an automatic pipette. Next, the Petri dish was covered with a lid and incubated in a thermostat at 35°C for 24 hours. The number of viable bacterial colonies in the test samples and the control samples was calculated using the following formula: N = (100 × C × D × V) / A Here, N is the number of viable bacteria recovered per cm 2 of the test body, C is the average number of plates of the replicated dishes, D is the dilution factor of the aggregated plates, V is the volume of the neutralizing agent added to the test body in ml,<​​ It was calculated from that.

[0146] Test 2 - Polystyrene Petri Dish 2.0 ml of an alcohol (ethanol)-based composition was evenly coated onto the bottom surface of a Petri dish. On one surface, approximately 0.0018 g of coniferous resin acids formed a layer with a thickness of 0.00028 g / cm². 2 This was done. Then, the sample surface was air-dried at 35°C for about 30 minutes to evaporate the ethanol. Next, 2.5 × 10 5 cells / ml ~ 10 × 10 5 Drop 0.15 ml of a bacterial suspension of cells / ml onto the surface, and immediately after, cover the surface with a cloth measuring 50 × 20 mm (10 cm). 2 The samples were covered with a sterilized glass piece. Next, the petri dish was covered and incubated in a thermostat at 35°C for 23.5 ± 0.5 hours. A total of four test samples were prepared, and control samples were also prepared as described above, but no alcohol-based composition containing coniferous resin acids was added to the control samples. A total of four parallel control samples were prepared in the same manner as the test samples. During the 24-hour incubation period, the coverslip was removed from the surface, and 1 ml of neutralizing agent was added to the surface using an electric pipette and thoroughly mixed. Mixing was allowed for 5 minutes to neutralize the coniferous resin acids. Next, agar medium (tryptone soy agar) cooled to 45°C was poured in. Finally, the petri dish was covered and incubated in a thermostat at 35°C for 24 hours. The number of viable bacterial colonies in the test samples and control samples was calculated using the formula described above.

[0147] Verification of this method Table 4 shows the verification results of this method.

[0148] [Table 16]

[0149] Antibacterial activity - results The results for the test and control samples are shown in Table 5. The antibacterial activity R was calculated as shown in Example 1. The average number of viable bacteria recovered from the untreated test specimens immediately after inoculation was 6.2 × 10⁶. 3 cells / cm 2 ~2.5×10 4 cells / cm 2 The number of viable bacteria recovered from each untreated test specimen after 24 hours of incubation was 6.2 × 10⁻⁶. 1 cells / cm 2 It will not fall below that amount.

[0150] [Table 17]

[0151] In this example, the role of alcohol was to transfer coniferous resin acids to the surface. Since such alcohol evaporates, this example only tested the ability of the alcohol-based resin acid composition to form an antimicrobial film on the test surface. However, the results clearly showed that the antimicrobial film formed by the alcohol-based antimicrobial composition was of considerably low quality. As can be seen from Table 5, the antimicrobial activity values ​​were quite low, and there was no significant difference between tests conducted on different surfaces, namely stainless steel discs (Test 1) and polystyrene petri dishes (Test 2).

[0152] Example 5 Disinfectant for surfaces The disinfectant for surfaces was first prepared by mixing 49.5 kg of isopropanol with 38.5 kg of water for about 15 minutes, then adding 0.09 kg of the resin acid composition (composition shown in Example 1) and 0.5 kg of diethylene glycol monoethyl ether as auxiliary solvents. 0.025 kg of C12-C14 aliphatic alcohol ethoxylate and 0.05 kg of triethanolamine were added, and the mixture was stirred until a clear solution was obtained.

[0153] The resulting disinfectant was suitable for use as a disinfectant on surfaces, particularly alcohol-resistant surfaces.

[0154] Example 6 Deodorizer The deodorant was first prepared by mixing 58.0 kg of ethanol and 40 kg of water for about 15 minutes, then adding 0.05 kg of the resin acid composition (composition shown in Example 1) and 1.0 kg of dipropylene glycol methyl ether (DPM) as an auxiliary solvent. 0.03 kg of C12-C14 aliphatic alcohol ethoxylate, 0.05 kg of triethanolamine, and 0.3 kg of trans-menthone were added, and the mixture was stirred until a clear solution was obtained.

[0155] Example 7 Medical disinfectant The surgical disinfectant was first prepared by mixing 60.0 kg of ethanol and 40.0 kg of water for about 15 minutes, then adding 0.07 kg of resin acid composition (obtained in Example 1) and 0.8 kg of diethylene glycol monoethyl ether as an auxiliary solvent. Subsequently, 0.03 kg of C12-C14 alcohol ethoxylate, 0.06 kg of triethanolamine, 1.3 kg of glycerin, and 1.0 kg of isopropyl myristate were added, and the mixture was prepared until a clear solution was obtained.

[0156] The resulting disinfectant was suitable for medical use, particularly in surgical applications.

[0157] Example 8 Disinfectant gel The disinfectant gel was first prepared by preparing two types of solutions a) and b). The manufacturing process consisted of the following steps: a) After mixing 50 kg of isopropyl alcohol and 8 kg of water for about 15 minutes, 0.06 kg of the resin acid composition (shown in Example 1), 0.5 kg of diethylene glycol monoethyl ether, 1.0 kg of isopropyl myristate, and 0.0025 kg of C12-C14 aliphatic alcohol ethoxylate EO7 were added, and the resulting solution was mixed until it became a clear solution. b) 0.3 kg of Carboma (CAS9003-01-4) was sprinkled into 32 kg of water and mixed at a moderate rate until the Carboma hydrolyzed in the water. c) Solutions a) and b) were prepared until the solutions were clear. d) 0.3 kg of aminomethylpropanol (AMP) was added little by little to mixture c) while stirring vigorously.

[0158] The viscosity of the resulting disinfectant gel was 15,000–20,000 cP. The gel was smooth and homogeneous, making it suitable for use as a hand sanitizer.

[0159] Example 9 Wound spray The wound spray was prepared by mixing 50.0 kg of isopropyl alcohol and 40 kg of water for approximately 15 minutes, then adding 0.08 kg of the resin acid composition (shown in Example 1), 0.5 kg of diethylene glycol monoethyl ether as an auxiliary solvent, 0.03 kg of C12-C14 aliphatic alcohol ethoxylate EO 07, and 0.06 kg of triethanolamine, ultimately yielding a clear solution. Subsequently, 1.2 kg of trademark Klucel (hydroxypropyl cellulose) was added, and the resulting mixture was prepared until a smooth composition was obtained. Finally, the product was placed in a container and stored at ambient temperature.

[0160] The resulting product was suitable for use as a wound spray.

Claims

1. An antimicrobial composition containing coniferous resin acids and a solvent, wherein the solvent is selected from ethanol, isopropanol, and n-propanol and / or mixtures thereof, and the antimicrobial composition further contains water, an auxiliary solvent selected from E and P series glycol ethers, a wetting agent selected from aliphatic alcohol ethoxylates having an ethoxylation degree in the range of 6 to 10 moles, and a pH adjuster selected from aminomethylpropanol (AMP), monoethanolamine (MEA), diethanolamine (DEA), and triethanolamine (TEA) and / or mixtures thereof. The glycol ethers in the E and P series mentioned above are ethylene glycol monomethyl ether (2-methoxyethanol), ethylene glycol monoethyl ether (2-ethoxyethanol), ethylene glycol monopropyl ether (2-propoxyethanol), ethylene glycol monoisopropyl ether (2-isopropoxyethanol), ethylene glycol monobutyl ether (2-butoxyethanol), ethylene glycol monophenyl ether (2-phenoxyethanol), ethylene glycol monobenzyl ether (2-benzyloxyethanol), diethylene glycol monomethyl ether (2-(2-methoxyethoxy)ethanol, methyl carbitol), diethylene glycol monoethyl ether (2-(2-ethoxyethoxy)ethanol, carbitol cellosolve), or diethylene glycol Selected from E-series glycol ethers, which are chol mono-n-butyl ether (2-(2-butoxyethoxy)ethanol, butyl carbitol), and P-series glycol ethers, which are dipropylene glycol methyl ether, dipropylene glycol methyl ether acetate, dipropylene glycol n-butyl ether, dipropylene glycol n-propyl ether, propylene glycol diacetate, propylene glycol methyl ether, propylene glycol methyl ether acetate, propylene glycol n-butyl ether, propylene glycol n-propyl ether, propylene glycol phenyl ether, tripropylene glycol methyl ether, tripropylene glycol n-butyl ether, or dipropylene glycol dimethyl ether, and / or mixtures thereof. The amount of the coniferous resin acids is within the range of 0.01 to 30% by weight (w / v) of the antimicrobial composition. An antimicrobial composition characterized in that the amount of the solvent is in the range of 50 to 95% by weight, and the amount of the auxiliary solvent is in the range of 0.001 to 5% by weight.

2. The antimicrobial composition according to claim 1, characterized in that the composition further contains a fragrance agent.

3. An antimicrobial composition according to claim 1 or 2, characterized in that the composition further contains a humectant.

4. The antimicrobial composition according to claim 3, characterized in that the humectant is selected from glycerin, propylene glycol, pentylene glycol, polyglycol, and / or mixtures thereof.

5. An antimicrobial composition according to any one of claims 1 to 4, characterized in that the composition further contains one or more components selected from the group consisting of softeners, thickeners, biocides and / or mixtures thereof.

6. In the antimicrobial composition according to any one of claims 1 to 5, The solvent is isopropanol or ethanol. The auxiliary solvent is diethylene glycol monoethyl ether. The aforementioned wetting agent is C12-C14 alcohol ethoxylate AEO7, and, The antimicrobial composition is characterized in that the pH adjusting agent is triethanolamine (TEA).

7. The method for producing the antimicrobial composition described in claim 1 comprises the following steps, namely, a) Prepare coniferous resin acids, alcohol, auxiliary solvent, water, wetting agent and pH adjuster, b) Prepare a mixture of alcohol and water, c) Add coniferous resin acids, auxiliary solvents, wetting agents, pH adjusters, and optionally water to the aqueous alcohol solution obtained in step b), and mix until a clear, homogeneous solution is obtained to produce the antimicrobial composition. d) Optionally, place the antimicrobial composition produced in step c) into a container, and / or, e) Optionally, the process includes diluting the antimicrobial composition produced in step c) with water, alcohol, and / or a mixture thereof to obtain an alcohol-based coniferous resin acid composition having a coniferous resin acid concentration greater than 0.01% by weight (w / v). The alcohol is selected from ethanol, isopropanol, and n-propanol and / or mixtures thereof; the auxiliary solvent is selected from glycol ethers of the E and P series; the wetting agent is selected from aliphatic alcohol ethoxylates having an ethoxylation degree in the range of 6 to 10 moles; and the pH adjuster is selected from aminomethylpropanol (AMP), monoethanolamine (MEA), diethanolamine (DEA), and triethanolamine (TEA) and / or mixtures thereof. The glycol ethers of the E and P series are: E series glycol ethers: ethylene glycol monomethyl ether (2-methoxyethanol), ethylene glycol monoethyl ether (2-ethoxyethanol), ethylene glycol monopropyl ether (2-propoxyethanol), ethylene glycol monoisopropyl ether (2-isopropoxyethanol), ethylene glycol monobutyl ether (2-butoxyethanol), ethylene glycol monophenyl ether (2-phenoxyethanol), ethylene glycol monobenzyl ether (2-benzyloxyethanol), diethylene glycol monomethyl ether (2-(2-methoxyethoxy)ethanol, methyl carbitol), diethylene glycol monoethyl ether (2-(2-ethoxyethoxy)ethanol, carbitol Selected from P-series glycol ethers such as dipropylene glycol mono-n-butyl ether (2-(2-butoxyethoxy)ethanol, butyl carbitol), dipropylene glycol methyl ether, dipropylene glycol methyl ether acetate, dipropylene glycol n-butyl ether, dipropylene glycol n-propyl ether, propylene glycol diacetate, propylene glycol methyl ether, propylene glycol methyl ether acetate, propylene glycol n-butyl ether, propylene glycol n-propyl ether, propylene glycol phenyl ether, tripropylene glycol methyl ether, tripropylene glycol n-butyl ether, or dipropylene glycol dimethyl ether, and / or mixtures thereof. The amount of the coniferous resin acids contained in the antimicrobial composition produced in step c) is within the range of 0.01 to 30% by weight (w / v) of the antimicrobial composition. A method characterized in that the amount of the solvent in the antimicrobial composition produced in step c) is in the range of 50 to 95% by weight, and the amount of the auxiliary solvent in the antimicrobial composition produced in step c) is in the range of 0.001 to 5% by weight.

8. In the method according to claim 7, The aforementioned alcohol is isopropanol or ethanol. The auxiliary solvent is diethylene glycol ether. The aforementioned wetting agent is C12-C14 alcohol ethoxylate AEO7, and, The method is characterized in that the pH adjusting agent is triethanolamine (TEA).

9. Use of an antimicrobial composition according to any one of claims 1 to 6 or an antimicrobial composition produced by the method described in claim 7 or 8 as a disinfectant for the surface of inanimate objects or animals (excluding human surfaces).

10. Use of an antimicrobial composition according to any one of claims 1 to 6 or an antimicrobial composition produced by the method of claim 7 or 8 as a deodorant, deodorizing spray, disinfectant for animal cages or bedding, disinfectant for medical devices or surgical instruments, surfactant and / or cleaning agent.

11. Use of an antimicrobial composition according to any one of claims 1 to 6 or an antimicrobial composition manufactured by the method of claim 7 or 8 for sanitary products and / or cleaning products.

12. A disinfectant for use on the surfaces of inanimate and / or living organisms, and / or for wounds and / or for surgical purposes, comprising an antimicrobial composition according to any one of claims 1 to 6 or an antimicrobial composition produced by the method described in claim 7 or 8.

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