Synergistic preservative / personal care composition containing polyglycerol esters

A synergistic preservative-polyglycerol ester mixture addresses the challenges of conventional preservatives by enhancing efficacy and reducing amounts, ensuring broad-spectrum microbial resistance and formulation compatibility.

JP7839742B2Active Publication Date: 2026-04-02ARCH UK BIOCIDES LTD +1
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Patent Information

Authority / Receiving Office
JP · JP
Patent Type
Patents
Current Assignee / Owner
Filing Date
2021-04-22
Publication Date
2026-04-02

AI Technical Summary

Technical Problem

Conventional preservatives and compositions face challenges in providing broad-spectrum activity against microorganisms across various pH levels, stability under temperature changes, and compatibility with final-use formulations, while regulatory pressures seek to reduce preservative and active ingredient amounts.

Method used

A synergistic mixture of preservatives and polyglycerol esters is used, enhancing preservative efficacy beyond additive effects, allowing for reduced preservative amounts and improved stability and compatibility.

Benefits of technology

The synergistic interaction between preservatives and polyglycerol esters provides enhanced antibacterial and antifungal activity, reducing preservative usage while maintaining effective microbial resistance across pH and temperature variations.

✦ Generated by Eureka AI based on patent content.

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Patent Text Reader

Abstract

Provided herein are preservative compositions of a preservative and a polyglycerol ester that have a synergistic effect that allows for a reduction in the amount of preservative needed to be an effective preservative formulation in the end-use formulation.
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Description

[Technical Field]

[0001]

[0002] This disclosure relates to a preservative composition containing preservatives and enhancing agent raw materials that have enhanced preservative properties compared to a preservative composition containing a preservative itself.

[0002]

[0003] [Background technology]

[0003]

[0004] Microbial contamination of personal care products, cosmetics, home care products, and other similar products is a critical issue for the industry and can be a major cause of both product loss and economic loss of end-use formulations. Furthermore, contamination of cosmetics and home care products can result in them being converted into products that are dangerous to consumers. Preservatives and preservative compositions for protecting and preserving end-use formulations against microbial attacks from bacteria or fungi are well known in the art. These preservatives and compositions have a wide variety of applications in areas such as personal care products, cosmetics, home care products, and health and hygiene products. Conventional preservatives and compositions have used traditional active ingredients that provide good bactericidal and fungicidal properties against microbial attacks.

[0004]

[0005] Ideally, the preservative or composition should have broad-spectrum activity against all types of microorganisms at various pH levels. The preservative or composition should also be highly potent, allowing for the use of minimal amounts of preservatives to reduce costs and avoid or mitigate potential adverse effects caused by preservatives or multiple preservatives in the preservative composition. Furthermore, it is desirable that the preservative or composition be stable against all temperature changes encountered during manufacturing, packaging, and transport, as well as during storage of the final formulation containing the preservative or composition. In addition, the components of an ideal preservative or preservative composition should be physically and chemically compatible with the raw materials present in various final-use formulations, so that one preservative or preservative composition can be suitably incorporated into a variety of products.

[0005]

[0006] In recent developments in the field of preservatives, considerable effort has been made to find compounds that synergistically interact with preservatives to enhance the efficacy of preservatives and / or to effectively reduce the amount of preservatives required for a preservative formulation with desired preservative properties, while achieving the desired level of preservation using the minimum amount of preservatives. This is a result of ongoing regulatory pressure to reduce the amount of preservatives in final-use formulations.

[0006]

[0007] Similarly, in the field of personal care formulations containing active ingredients to treat specific conditions such as dandruff, there is ongoing regulatory pressure to reduce the amount of active ingredients in personal care formulations. One way to reduce the amount of active ingredients is to form a synergistic mixture of the active ingredient and an enhancer, which increases the potency of the active ingredient and thus enhances the potency of the active ingredient in the personal care formulation.

[0007]

[0009] [Overview of the Initiative] [Means for solving the problem]

[0008]

[0008] This disclosure provides an answer to the need by providing synergistic mixtures of preservatives and polyglycerol ester compounds that can be used as preservative formulations in a variety of compositions, including personal care formulations.

[0009]

[0010] In one embodiment, the present invention provides a preservative composition containing (i) a preservative and (ii) a polyglycerol ester present in an amount that sufficiently increases the efficacy of the preservative compared to the preservative alone, and the increase is greater than the additive effect of the biocide activity of the preservative and the polyglycerol ester when used alone.

[0010]

[0011] In another embodiment, a preservative composition is provided in which the weight ratio of polyglycerol ester to preservative is in the range of 0.00001 to 10.0; more specifically, in the range of 0.0001 to 2.0; more specifically, in the range of 0.001 to 1.5; and most specifically, in the range of 0.01 to 1.0.

[0011]

[0012] In another embodiment, the preservative composition comprises a preservative which is an acid compound, aldehyde, phenol compound, sulfite, iron chelating agent, aromatic alcohol, quaternary ammonium compound, pyrone compound, urea compound, imidazole compound, isothiazolinone compound, or a combination of two or more preservatives.

[0012]

[0013] In certain embodiments, the preservative composition contains an iron chelating agent, the iron chelating agent comprising a pyrithione compound, piroctone olamine, 2-pyridinol-1-oxide, N-hydroxy-6-octyloxypyridine 2(1H)-one, N-hydroxy-6-octyloxypyridine 2(1H)-one ethanolamine salt, or a mixture thereof. The specific pyrithione compound comprises a preservative comprising zinc pyrithione, sodium pyrithione, or a mixture thereof.

[0013]

[0014] In one embodiment of the present disclosure, the preservative is an acid compound. The acid compound may be an acid, an ester of an acid, or a salt of an acid. In certain embodiments, the acid compound includes benzoic acid, propionic acid, salicylic acid, sorbic acid, formic acid, undeca-10-enoic acid, lactic acid, glycolic acid, and citric acid, or salts thereof.

[0014]

[0015] In another embodiment, the preservative is a quaternary ammonium compound. Specific quaternary ammonium compounds include alkyl(C12-C22)trimethylammonium compounds, benzethonium compounds, or mixtures thereof.

[0015]

[0016] In further embodiments, the preservative includes an alcohol. The alcohol includes a lower alkyl alcohol or an aromatic alcohol. A specific aromatic alcohol is phenoxyethanol, and a specific lower alcohol is isopropanol.

[0016]

[0017] In another embodiment, the present invention provides a preservative composition in which the polyglycerol ester is a polyglycerol fatty acid ester derived from (a) a polyglycerol component consisting of 2 to 12 glycerol molecules on an average basis, and (b) a polyglycerol fatty acid ester derived from fatty acids including caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, arachidic acid, behenic acid, lignoceric acid, cerotic acid, oleic acid, or decaoleic acid. Specific examples of such polyglyceryl fatty acid esters include one or more polyglyceryl-10 laurate, polyglyceryl-10 decaoleate; polyglyceryl-3 monostearate; polyglyceryl-6 distearate, polyglyceryl-10 stearate; polyglyceryl-10 oleate; polyglyceryl-10 dipalmitate; or polyglyceryl-10 caprylic / caprate.

[0017]

[0018] Another aspect of this disclosure provides a method for increasing the efficacy of a preservative in a final-use formulation. The method comprises the steps of providing a preservative and an effective amount of polyglycerol ester. Adding the preservative and polyglycerol ester to the final-use formulation increases the efficacy of the preservative in the final-use formulation compared to an equivalent amount of preservative without the polyglycerol ester. The polyglycerol ester may be added to the preservative before the preservative is added to the final-use formulation, or after the preservative is added to the final-use formulation, before the preservative is added to the final-use formulation, or simultaneously with the preservative.

[0018]

[0019] In a further aspect of the present disclosure, a method is provided for increasing the resistance of a final use formulation to biological attack. The method comprises providing a cosmetic formulation and adding a preservative composition as in any of the preceding aspects or embodiments to the cosmetic formulation. By adding the preservative composition, the final use composition has increased resistance to biological attack compared to a final use formulation without the polyglycerol esters present in the preservative composition.

[0019]

[0020] In a further aspect of the present disclosure, a method is provided for reducing the minimum amount of preservative necessary for effective preservative activity in a final use formulation. The method comprises providing a preservative and adding an amount of polyglycerol ester to the preservative to form a preservative composition. Next, the preservative composition is added to the final use formulation, and the minimum amount of preservative necessary for effective preservative activity in the final use formulation is less than when the preservative is used alone.

[0020]

[0021] In a further embodiment, a final use formulation is provided that contains a preservative composition of any of the preceding embodiments. The final use formulation may be a personal care formulation or a home care formulation.

[0021]

[0022] These and other aspects will become apparent upon reading the description of the embodiments for carrying out the invention.

[0022]

[0023]

Embodiments for Carrying out the Invention

[0023]

[0024] Those skilled in the art should understand that this discussion is only a description of exemplary embodiments and is not intended to limit the broader aspects of the present disclosure.

[0024]

[0025] Generally, the present disclosure relates to preservative compositions. As used herein, the term "preservative formulation" refers to a biocide or biocide composition intended to be blended into end-use formulations such as personal care formulations, cosmetics, home care formulations, and health and hygiene products to prevent microorganisms from destroying the end-use formulation or making it impossible to use the end-use formulation for the specific purpose for which the end-use formulation was developed.

[0025]

[0026] Surprisingly, it has been found that adding a certain amount of polyglycerol ester to a preservative formulation for an end-use formulation can provide an effectively preserved end-use formulation having a synergistic interaction between the preservative formulation and the polyglycerol ester. As used herein, "synergistic interaction" refers to the fact that when a preservative formulation is combined with a polyglycerol ester, it has an overall antibacterial / antifungal effect greater than the antibacterial / antifungal properties of the preservative formulation alone or the polyglycerol ester alone. In other words, the preservative formulations of the present disclosure act synergistically with the polyglycerol ester to have greater antibacterial / antifungal activity compared to the antibacterial activity of the preservative formulation alone or the antibacterial activity of the polyglycerol ester alone at the same concentration against specific microorganisms in their respective presence. Due to the synergistic effect, the amount of the preservative formulation present in the preservative composition can be reduced while still producing the desired efficacy. This effect is also known as the "enhancement" of the preservative in the preservative composition. This enhancement of the preservative also refers herein to the "synergistic effect" that enhances the efficacy of the preservative between the preservative and the polyglycerol ester.

[0026]

[0027] As used herein, the term "its salt" is intended to include cations such as sodium, potassium, calcium, magnesium, ammonium, and ethanolamine and other similar cations, and anions such as chlorine, bromine, acetate, sulfate, and other similar anions.

[0027]

[0028] Suitable preservatives available in this disclosure include, for example, acids, esters and their salts, aldehydes, phenolic compounds, sulfites and iron chelating agents, aromatic alcohols, quaternary ammonium compounds, aldehydes, pyrone compounds, urea compounds, imidazole compounds, isothiazolinones, and combinations thereof.

[0028]

[0029] In one embodiment, the preservative may be an acid compound containing both aromatic and non-aromatic acids. Exemplary acids include, for example, benzoic acid, propionic acid, salicylic acid, sorbic acid, formic acid, undec-10-enoic acid, lactic acid, glycolic acid, and citric acid. In addition, salts of these acids, as well as esters of these acids, may also be used. Examples of salts include sodium benzoate and potassium sorbate. Other salts may also be used. Acid compounds are typically used as preservatives in the final formulation in amounts up to about 3% by weight, depending on the specific acid compound. Similar amounts may be used for esters and salts. In most cases where they are used, the amount of acid, its ester, or salt is up to about 1% by weight, more typically up to about 0.6% by weight. Mixtures of acids may also be used as preservatives.

[0029]

[0030] In another embodiment, the preservative may be an aldehyde. Exemplary aldehydes include, for example, formaldehyde and paraformaldehyde. Exemplary aldehyde-forming agents include imidazolidine compounds such as hydrantos, including dimethyloldimethylhydantoin (DMDMH) and other similar aldehyde-forming hydrantos. Depending on the use, the aldehyde may be present in amounts up to 0.3% by weight in the composition to be preserved. Typically, the amount of aldehyde is up to 0.2% by weight of the composition to be preserved. Mixtures of aldehydes may also be used as preservatives.

[0030]

[0031] In further embodiments, the preservative may be a phenolic compound. Exemplary phenolic compounds include, for example, parabens, biphenyl-2-ol (o-phenylphenol) or its salts, 4-chloro-m-cresol, 5-chloro-2-(2,4-dichlorophenoxy)phenol (triclosan), 4-chloro-3,5-dimethylphenol, 4-isopropyl-m-cresol, 2-benzyl-4-chlorophenol, and bromchlorofen. Exemplary parabens include, for example, butylparaben, propylparaben, ethylparaben, methylparaben, and their salts, including, for example, potassium, sodium, and / or calcium salts. Phenolic compounds are typically used as preservatives in the final-use formulation in amounts up to about 1% by weight, based on the total weight of the final-use formulation. This upper limit varies depending on the specific phenolic compound. More typically, phenolic compounds are used in cosmetic formulations in amounts up to about 0.5% by weight.

[0031]

[0032] In yet another embodiment, the preservative may be a compound known as an iron chelating agent. Exemplary iron chelating agents include compounds such as pyrithione compounds and piroctone olamine, or hydroxylpyridine compounds and their salts. Pyrithione is known by several names, including 2-mercaptopyridine-N-oxide; 2-pyridinethiol-1-oxide (CAS registry number 1121-31-9); 1-hydroxypyridine-2-thione and 1-hydroxy-2(1H)-pyridinethione (CAS registry number 1121-30-8); 2-pyridinol-1-oxide (HPNO) and N-hydroxy-6-octyloxypyridine 2(1H)-one and hydroxy-6-octyloxypyridine 2(1H)-one ethanolamine salts. Pyrithione salts, such as OMADINE sodium® or OMADINE zinc®, are commercially available from Lonza.

[0032]

[0033] Pyrithione present as a preservative may be in a water-insoluble or water-soluble form. Pyrithione may include sodium pyrithione, zinc pyrithione, barium pyrithione, strontium pyrithione, copper pyrithione, cadmium pyrithione, and / or zirconium pyrithione. Other pyrithiones that may be present in the composition include sodium pyrithione, bismuth pyrithione, potassium pyrithione, lithium pyrithione, ammonium pyrithione, calcium pyrithione, magnesium pyrithione, silver pyrithione, gold pyrithione, manganese pyrithione, and / or organic amine pyrithione. A single pyrithione may be present as a preservative, or any combination of the above may be included as a preservative.

[0033]

[0034] Pyrithione particles may have particle sizes such that 100% of the particles have a diameter of less than approximately 10 micrometers (microns), and at least 70% of the particles have a diameter of less than 5 micrometers, and for example, at least about 50% of the particles may have a diameter of 1 micrometer or less. The particle size can be measured using a laser scattering particle size analyzer, such as the HORIBA LA 910 particle size analyzer.

[0034]

[0035] Pyrithione particles can be produced by reacting pyrithione or a water-soluble pyrithione salt and a water-soluble polyvalent metal salt in a pressurized circulating turbulent reactor that generates a fine grinding force. The fine grinding force generated by the pressurized circulating turbulent reactor efficiently produces micrometer-sized pyrithione salt particles. The micrometer-sized pyrithione salt particles produced by this method have a narrow and uniform size distribution and excellent surface deposition properties due to the large surface area provided by the aggregation of micrometer particles.

[0035]

[0036] Iron chelating compounds are typically used as preservatives in final-use formulations, in amounts up to approximately 1% by weight, depending on the specific compound. Particularly desirable are zinc pyrithione and piroctone olamine. These iron chelating agents may also have other advantages, including other benefits in formulations, such as anti-dandruff properties in hair care products.

[0036]

[0037] In another embodiment, the preservative may include inorganic sulfite compounds and bisulfite compounds. The sulfite compounds are generally present in amounts up to about 0.5% by weight, based on the total weight of the final used formulation.

[0037]

[0038] Other preservatives available in this disclosure include alcohol compounds. The alcohol may be a lower alcohol or an aromatic alcohol. Lower alcohols are typically selected from monofunctional low molecular weight alcohols, preferably methanol, ethanol, isopropanol, or butanol, which are alkanols having 1 to 4 carbon atoms, or combinations thereof. Substituted alcohols such as chlorobutanol may also be used. Particularly preferred lower alcohols include ethanol and isopropyl alcohol. Aromatic alcohols may also be used. Preferred aromatic alcohols include phenoxyethanol, 2,4-dichlorophenylmethanol, benzyl alcohol, 1-phenoxypropanol, chlorphenesin, and benzylhemiformal. The alcohol compounds are typically used as preservatives in the final formulation in amounts up to about 1.5% by weight based on the total weight of the final formulation, depending on the specific alcohol compound. In most cases, the amount of the alcohol compound is typically up to about 1% by weight, more typically up to about 0.5% by weight, based on the weight of the final formulation.

[0038]

[0039] In another embodiment, a quaternary ammonium compound may be used as a preservative. Suitable quaternary ammonium compounds include, for example, cetrimonium bromide, cetrimonium chloride, raultrimonium bromide, raultrimonium chloride, steartrimonium bromide, and steartrimonium chloride, for example alkyl(C) 12~22 ) Trimethylammonium bromide, alkyl (C 12~22 ) Includes trimethylammonium chloride compounds, or mixtures thereof, such as benzalkonium chloride, benzalkonium bromide, and benzalkonium saccharate, which are benzethonium compounds. Quaternary ammonium compounds are typically used as preservatives in the final-use formulation in amounts up to about 0.2% by weight, based on the total weight of the final-use formulation, depending on the specific quaternary ammonium compound. In most cases, the amount of quaternary ammonium compound used is typically up to about 0.1% by weight, more typically up to about 0.05% by weight, based on the weight of the final-use formulation.

[0039]

[0040] Exemplary pyrone compounds usable as preservatives in this disclosure include, for example, dehydroacetic acid and its salts. Pyrone compounds may be used in amounts up to about 1.0% by weight based on the total weight of the cosmetic formulation. More typically, pyrone compounds may be used in amounts up to about 0.6% by weight.

[0040]

[0041] Exemplary isothiazolinones usable as preservatives in this disclosure include, for example, 5-chloro-2-methylisothiazolinone (chloromethylisothiazolinone), 2-methylisothiazolinone (methylisothiazolinone), benzisothiazolinone, and mixtures thereof. These compounds are typically used in amounts up to about 0.01% by weight of the final used formulation.

[0041]

[0042] Exemplary urea compounds usable as preservatives in this disclosure include, for example, 3-(4-chlorophenyl)-1-(3,4-dichlorophenyl)urea (triclocarban); 1,1'-methylenebis{3-[4-(hydroxymethyl)-2,5-dioxoimidazolidine-4-yl]urea}; and N-(hydroxymethyl)-N-(dihydroxymethyl-1,3-dioxo2,5-imidazolinidyl-4)-N'-(hydroxymethyl)urea. These compounds are typically used in amounts up to about 0.5% by weight of the final used formulation.

[0042]

[0043] Exemplary imidazole compounds usable as preservatives in this disclosure include, for example, 1-(4-chlorophenoxy)-1-(imidazole-1-yl)-3,3-dimethylbutan-2-one); and 1,3-bis(hydroxymethyl)-5,5-dimethylimidazolidine-2,4-dione). These compounds are typically used in amounts up to about 0.5% by weight of the final used formulation.

[0043]

[0044] Other components that can be used as preservatives include dibromohexaamidine and its salts; thiomersal; phenyl mercury salt; hexetidine; 2-bromo-2-nitropropane-1,3-diol; 5-bromo-5-nitro-1,3-dioxane; polyhexamethylene biguanide or its salts; hexamethylenetetramine; methenamine 3-chloroallyl ochloride; 2-chloroacetamide; chlorohexidine and its digluconate, or its diacetate and dihydrochloride; 4,4-dimethyl,1,3-oxazolidine; glutaraldehyde; 5-ethyl-3,7-dioxa-1-azabicyclooctane; sodium hydroxymethylglycine, 3-iodo-2-propynyl butylcarbamate (IPBC), and ethyl lauroyl alginate. These compounds are typically used in amounts up to about 0.5% by weight of the final formulation.

[0044]

[0045] In addition, the preservative may be a single preservative, a mixture of two or more preservatives of a single type, or a mixture of two or more different types of preservatives.

[0045]

[0046] In one embodiment, polyglycerol esters usable in this disclosure may be formed from saturated, unsaturated, natural or synthetic fatty acids, etc. For example, saturated fatty acids include caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, arachidic acid, behenic acid, lignoceric acid, cerotic acid, combinations thereof, derivatives thereof, etc. Furthermore, polyglycerol esters may be derived from (a) polyglycerol components consisting of 2 to 12 glycerol molecules based on average values, and (b) fatty acids selected from the group consisting of caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, arachidic acid, behenic acid, lignoceric acid, cerotic acid, oleic acid, decaoleic acid, etc., mixtures thereof, etc.

[0046]

[0047] Examples of polyglycerol esters usable in this disclosure include polyglyceryl monodecaoleate, e.g., polyglyceryl-10 decaoleate; polyglyceryl monooleate, e.g., polyglyceryl-2 monooleate, polyglyceryl-3 monooleate, polyglyceryl-4 monooleate, polyglyceryl-6 monooleate, or polyglyceryl-10 monooleate; polyglyceryl dioleate, e.g., polyglyceryl-2 dioleate, polyglyceryl-3 dioleate, polyglyceryl-5 dioleate Polyglyceryl-6 or polyglyceryl-10 dioleate; polyglyceryl trioleate, e.g., polyglyceryl-5 or polyglyceryl-10 trioleate; polyglyceryl tetraoleate, e.g., polyglyceryl-2 tetraoleate, polyglyceryl-6 tetraoleate, or polyglyceryl-10 tetraoleate; polyglyceryl pentaoleate, e.g., polyglyceryl-4 pentaoleate, polyglyceryl-6 pentaoleate, or polyglyceryl-10 pentaoleate; polyglyceryl heptaolate Polyglyceryl-6 heptaolate, polyglyceryl-10 heptaolate; polyglyceryl monostearate, for example, polyglyceryl-2 monostearate, polyglyceryl-3 monostearate, polyglyceryl-4 monostearate, polyglyceryl-5 monostearate, polyglyceryl-6 monostearate or polyglyceryl-10 monostearate; polyglyceryl distearate, for example, polyglyceryl-2 distearate, polyglyceryl-3 distearate, polyglyceryl-4 distearate, distearate Polyglyceryl-6 acid, or polyglyceryl-10 distearate; polyglyceryl tristearate, e.g., polyglyceryl-4 tristearate, polyglyceryl-5 tristearate, polyglyceryl-6 tristearate, or polyglyceryl-10 tristearate; polyglyceryl tetrastearate, e.g., polyglyceryl-2 tetrastearate; polyglyceryl pentastearate, e.g., polyglyceryl-4 pentastearate, polyglyceryl-6 pentastearate, or polyglyceryl-10 pentastearate;Polyglyceryl heptastearate, e.g., polyglyceryl-10 heptastearate; polyglyceryl isostearate, e.g., polyglyceryl-2 isostearate, polyglyceryl-3 isostearate, polyglyceryl-4 isostearate, polyglyceryl-6 isostearate, or polyglyceryl-10 isostearate; polyglyceryl diisostearate, e.g., polyglyceryl-2 diisostearate, polyglyceryl-3 diisostearate, polyglyceryl-4 diisostearate, polyglyceryl diisostearate Polyglyceryl-6, polyglyceryl-10 diisostearate, or polyglyceryl-15 diisostearate; polyglyceryl triisostearate, e.g., polyglyceryl-2 triisostearate, polyglyceryl-3 triisostearate, polyglyceryl-5 triisostearate, polyglyceryl-10 triisostearate; polyglyceryl tetraisostearate, e.g., polyglyceryl-2 tetraisostearate; polyglyceryl caprylate, e.g., polyglyceryl-2 caprylate, polyglyceryl-3 caprylate, caprylate Polyglyceryl-4 caprylate, polyglyceryl-6 caprylate, or polyglyceryl-10 caprylate; polyglyceryl dicaprylate, e.g., polyglyceryl-5 dicaprylate; polyglyceryl sesquicaprylate, e.g., polyglyceryl-2 sesquicaprylate; polyglyceryl octacaprylate, e.g., polyglyceryl-6 octacaprylate; polyglyceryl caprate, e.g., polyglyceryl-2 caprate, polyglyceryl-3 caprate, polyglyceryl-4 caprate, polyglyceryl-5 caprate, polyglyceryl caprate -6, polyglyceryl-10 caprate, polyglyceryl dicaprate, e.g., polyglyceryl-3 or polyglyceryl-6 dicaprate; polyglyceryl caprylate / caprate, e.g., polyglyceryl-4 caprylate / caprate, polyglyceryl-6 caprylate / caprate, or polyglyceryl-10 caprylate / caprate; polyglyceryl palmitate, e.g., polyglyceryl-2 palmitate, polyglyceryl-3 palmitate, polyglyceryl-6 palmitate, or polyglyceryl-10 palmitate;This includes, but is not limited to, polyglyceryl dipalmitate, e.g., polyglyceryl-6 dipalmitate or polyglyceryl-10 dipalmitate; polyglyceryl tetrabehenate, e.g., polyglyceryl-6 tetrabehenate; polyglyceryl myristate, e.g., polyglyceryl-6 myristate or polyglyceryl-10 myristate; polyglyceryl phosphate-cinoleate, e.g., polyglyceryl-6 polyphosphate-cinoleate or polyglyceryl-10 phosphate-cinoleate; or mixtures thereof, other complexes or derivatives thereof.

[0047]

[0048] Preferably, the polyglycerol ester may be one or more polyglyceryl-10 decaoleate, polyglyceryl-3 monostearate, polyglyceryl-6 distearate, polyglyceryl-10 stearate, polyglyceryl-10 oleate, polyglyceryl-10 dipalmitate, polyglyceryl-10 caprylic / caprate; and mixtures thereof. In one embodiment, the polyglycerol ester is polyglyceryl-10 caprylic / caprate.

[0048]

[0049] In this disclosure, the weight ratio of polyglycerol ester (PGE) to preservative (PA) is typically in the range of about 0.00001 to about 10.0 (PGE / PA). As used herein, “weight ratio” is calculated by dividing the amount of polyglycerol ester by the amount of preservative (for example, a weight ratio of 10 is the same as 10 PGE:1 PA). More typically, the weight ratio of polyglycerol ester (PGE) to preservative (PA) is typically in the range of about 0.0001 to about 2.0, more typically 0.001 to 1.5, and even more specifically 0.01 to 1.0. The weight ratio of PGE to PA may be any amount between the minimum and maximum values. For example, the ratio may be between 0.00001~2.0;0.0001~1.5;0.00001~1;0.00001~0.5;0.0001~10;0.0001~1.5;0.0001~1;0.0001~0.5;0.001~10;0.001~1.5;0.001~1;0.001~0.5;0.01~10;0.01~1.5;0.01~1;0.01~0.5.

[0049]

[0050] The amount of preservative used in the final-use formulation of this disclosure varies depending on the specific preservative, as described above. In alternative embodiments, the preservative may be formulated in the form of a preservative concentrate. "Preservative concentrate" or "preservative composition" means a composition added to the final-use formulation in a specified amount. In a preservative concentrate, the amount of preservative is greater than the typical final-use amount. The preservative concentrate may contain only the preservative and the polyglycerol ester. Alternatively, the preservative concentrate may contain the preservative, the polyglycerol ester, and a carrier compatible with the final-use formulation. An exemplary carrier is, for example, water as an aqueous solvent that can be used, or other solvents acceptable for use with the final-use formulation and these formulations. Typically, the preservative concentrate is added to the final-use formulation in the amount necessary to achieve the desired amount of preservative formulation in the final final-use formulation.

[0051] When contained in a preservative concentrate, preservatives and polyglycerol esters may be combined with a variety of other components. For example, in one embodiment, a solvent may be present in the product. Generally, the solvent is a polar solvent such as water, or a water-miscible solvent such as alcohol and / or glycol ether. In addition to water, the antimicrobial composition may further contain a water-miscible organic solvent. Examples of water-miscible solvents include ethanol, propanol, benzyl alcohol, isopropanol, diethylene glycol propyl ether, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monopropyl ether, ethylene glycol monoisopropyl ether, ethylene glycol monobutyl ether, diethylene glycol monomethyl ether, diethylene glycol monobutyl ether, diethylene glycol monoethyl ether, diethylene glycol mono-n-butyl ether, ethylene glycol dimethyl ether, ethylene glycol diethyl ether, ethylene glycol dibutyl ether, propylene glycol n-butyl ether, tripropylene glycol methyl ether, dipropylene glycol methyl ether, dipropylene glycol butyl ether, and combinations thereof.

[0050]

[0052] In other embodiments, the polyglycerol ester and the preservative may be added to the final product independently. That is, the polyglycerol ester may be added to the preservative before the preservative is added to the final product, or after the preservative has been added to the final product, before the preservative is added to the final product, or simultaneously with the preservative as separate ingredients.

[0051]

[0053] A variety of different microorganisms can be controlled by this disclosure. For example, the preservative compositions of this disclosure can control Gram-positive bacteria, Gram-negative bacteria, and the like. In addition to bacteria, the preservative compositions of this disclosure can also kill and control the growth of a variety of other microorganisms, such as viruses, spores, and mycobacteria. Examples of specific microorganisms that may be controlled by the present disclosure are Staphylococcus aureus, Streptococcus pneumoniae, Pseudomonas aeruginosa, Serratia marcescens, Salmonella enteritidis, Neisseria gonorrhoeae, Escherichia coli, Enterococcus hirae, Acinetobacter baumannii, Listeria monocytogenes, Enterobacter gergoviae, Klebsiella pneumoniae, Burholderia cepacia, Pseudomonas putida, Kocuria rhizophila, Candida albicans, Saccharomyces cerevisiae, Aspergillus brasiliensis, Penicillium funiculosum, Eupenicillium levitum, Bacillus cereus, Bacillus subtilis, Clostridium difficile, Clostridium perfringens, Mycobacterium This includes tuberculosis, Mycobacterium terrae, Mycobacterium avium, Poliovirus, Adenovirus, Norovirus, Vaccinia virus, influenza virus, Hepatitis B virus, Human Immunodeficiency virus, Human papillomavirus, or mixtures thereof.

[0052]

[0054] In general, the preservative compositions of this disclosure may be incorporated into any many different end-use formulations or products. Where used herein, “end-use formulation” or “end-use product” is intended to mean personal care products, including cosmetics, home care products, and health and hygiene products. For example, personal care products may include cosmetic formulations such as face creams, makeup removers, mascaras, or wet wipes. Personal care product formulations may also include liquids for personal care wet wipe applications, such as shampoos, conditioners, skin lotions, or wet wipes. Personal care product formulations may also include products for topical application to the user’s skin or hair. When combined with personal care product formulations as a preservative formulation, the compositions have broad-spectrum preservative activity that is effective over a wide pH range. For example, the pH of the compositions and / or personal care products may generally be greater than about 2 and less than about 9, e.g., about 3 to about 8, and more specifically, about 3 to about 6.

[0053]

[0055] Preservative compositions can also be incorporated into home care products such as handwashing and dish soap, laundry detergent, cleaning wipes, general-purpose cleaners, and other similar formulations used around the home.

[0054]

[0056] Personal care product formulations generally include a base formulation to which the preservative composition of this disclosure is added. The base formulation may contain many different raw materials depending on the end use. Personal care product formulations may contain, for example, solvents, surfactants, emulsifiers, consistency elements, conditioning agents, emollients, skin care ingredients, moisturizers, thickeners, water-retaining agents, fillers, antioxidants, other preservatives, active ingredients, in particular dermatologically active ingredients, fragrances, and mixtures thereof. Active ingredients referred to herein include, for example, agents such as anti-inflammatory agents, antibacterial agents, and antifungal agents. Active ingredients suitable for topical application are particularly preferred.

[0055]

[0057] Suitable surfactants include alkyl sulfates, e.g., sodium lauryl sulfate, ammonium lauryl sulfate; sodium cetearyl sulfate; alkyl sulfoacetates, e.g., sodium lauryl sulfoacetate; alkyl ether sulfates, e.g., sodium laureth sulfate; sodium trideceth sulfate; sodium oleth sulfate; ammonium laureth sulfate; alkyl ether sulfosuccinates, e.g., disodium laureth sulfosuccinate; alkyl glycosides, e.g., decyl glucoside; lauryl glucoside; amphoteric alkyl isethionates, e.g., cocamidopropyl betaine; sodium cocoamphoacetate; sodium lauroamphoacetate; disodium lauroamphodiacetate; disodium cocoamphodiacetate; sodium lauroamphopropionate; disodium lauroamphodipropionate; potassium or ammonium salts of the aforementioned amphoteric substances; capryl / capraamidopropyl betaine; undecylenamidopropyl betaine; lauromidopropyl betaine; and fatty alcohol polyglycol ethers.

[0056]

[0058] Suitable emulsifiers include, for example, anionic substances, as salts of fatty acids, such as sodium stearate or sodium palmitate; organic soaps, such as mono-, di-, or triethanolaminoates; sulfated or sulfonated compounds, such as sodium lauryl sulfate or sodium cetylsulfonate; saponins; lamepones; cationic substances, as quaternary ammonium salts; nonionic substances, as fatty alcohols, fatty acid esters with saturated or unsaturated fatty acids, polyoxyethylene esters or polyoxyethylene ethers of fatty acids, polymers from ethylene oxide and propylene oxide or propylene glycol; amphoteric substances, as phosphatides, proteins such as gelatin and casein, alkylamide betaines, alkyl betaines and amphoglycinates, alkyl phosphates, polyoxyethylene alkyl phosphates or corresponding acids; and silicone derivatives, such as alkyl dimethicone copolyols.

[0057]

[0059] Suitable consistency elements include, for example, mixtures with fatty alcohols or their fatty acid esters, such as acetylated lanolin alcohol, aluminum stearate, carbomer, cetyl alcohol, glyceryl oleate, glyceryl stearate, glyceryl stearate (and) PEG-100 stearate, magnesium stearate, magnesium sulfate, oleic acid, stearic acid, stearyl alcohol, myristyl myristate, isopropyl palmitate, beeswax and their synthetic equivalents, carbomer, etc. Suitable conditioning agents include, for example, ammonium alkylamide lactate, cetrimonium chloride and distearoylethyl hydroxyethylmonium methosulfate and cetearyl alcohol, cetyl dimethicone, cetyl ricinoleate, dimethicone, laureth-23, laureth-4, polydecene, retinyl palmitate, quaternized protein hydrolysates, quaternized cellulose and starch derivatives, quaternized copolymers of acrylic acid or methacrylic acid or salts, and quaternized silicone derivatives.

[0058]

[0060] Suitable emollients include, for example, cetearyl isononanoate, cetearyl octanoate, decyl oleate, isooctyl stearate, caprylic / capric coconut oil, ethylhexyl hydroxystearate, ethylhexyl isononanoate, isopropyl isostearate, isopropyl myristate, oleyl oleate, hexyl laurate, mineral oil, PEG-75 lanolin, PEG-7 glyceryl cocoate, petrolatum, ozokerite cyclomethicone, dimethicone, dimethicone copolyol, dicaprylyl ether, butyrospermum parkii, buxus chinensis, canola, carnauba cera, copernicia cerifera, oenothera biennis, elaeis guineensis, prunus dulcis, squalane, zea mays, glycine soja, helianthus The ingredients are annuus, lanolin, hydrogenated castor oil, hydrogenated coconut oil, hydrogenated polyisobutene, sucrose cocoate, stearoxydimethicone, lanolin alcohol, and isohexadecane.

[0059]

[0061] Suitable skincare ingredients include, for example, plant extracts, bisabolol, anti-inflammatory agents, urea, allantoin, panthenol and panthenol derivatives, phytantriol, vitamins A, E, C, and D, animal or plant-derived ceramides, lecithin, and the like.

[0060]

[0062] Suitable humectants include, for example, butylene glycol, cetyl alcohol, dimethicone, dimyristyl tartrate, glucose glycereth-26, glycerin, glyceryl stearate, hydrolyzed milk protein, lactic acid, lactose and other sugars, laureth-8, lecithin, octoxyglycerin, PEG-12, PEG-135, PEG-150, PEG-20, PEG-8, pentylene glycol, hexylene glycol, phytantriol, polyquaternium-39, PPG-20 methyl glucose ether, propylene glycol, sodium hyaluronate, sodium lactate, sodium PCA, sorbitol, succinoglycan, synthetic beeswax, tri-C14-15 alkyl citrate, and starch.

[0061]

[0063] Suitable thickeners include, for example, acrylate / steareth-20 methacrylate copolymer, carbomer, carboxymethyl starch, beeswax, dimethicone / vinyl dimethicone crosspolymer, propylene glycol alginate, hydroxyethylcellulose, hydroxypropyl methylcellulose, silica, silica dimethyl silate, xanthan gum, and hydrogenated butylene / ethylene / styrene copolymer.

[0062]

[0064] Suitable water-retaining agents include, for example, adipic acid, fumaric acid and its salts, benzoic acid and its salts, glycerol triacetic acid, sodium lauryl sulfate or magnesium lauryl sulfate, magnesium stearate, solid polyethylene glycol, polyvinylpyrrolidone, boric acid, mono-laurate or mono-palmitate, myristyl alcohol, cetyl alcohol, cetylstearyl alcohol, talcum, calcium or magnesium salts of higher fatty acids, mono-, di- or triglycerides of higher fatty acids, and polytetrafluorethylene.

[0063]

[0065] Suitable antioxidants include, for example, sulfites such as sodium sulfite, tocopherol or its derivatives, ascorbic acid or its derivatives, citric acid, propyl gallate, chitosan glycolic acid, cysteine, N-acetylcysteine ​​plus zinc sulfate, thiosulfates such as sodium thiosulfate, and polyphenols.

[0064]

[0066] The formulation may further contain active ingredients, such as antibacterial agents, anti-inflammatory agents, plant extracts, bisabolol, panthenol, tocopherol, active substances for anti-stinging, anti-irritation, or anti-dandruff purposes, or anti-aging agents such as retinol and melibiose. Other suitable active ingredients include, for example, Medicago officinalis, Actinidia chinensis, allantoin, Aloe barbadensis, Anona cherimolia, Anthemis nobilis, Arachis hypogaea, Arnica Montana, Avena sativa, beta-carotene, bisabolol, Borago officinalis, butylene glycol, Calendula officinalis, Camellia sinensis, camphor, Candida bombicola, capryloyl glycine, Carica papaya, Centaurea cyanus, cetylpyridinium chloride, Chamomilla recutita, Chenopodium quinoa, Chinchona succirubra, Chondrus crispus, orange peel oil, Citrus grandis, Citrus limonum, Cocos nucifera, Coffea Arabica, Crataegus monogina, Cucumis Melo, Dichlorophenylimidazol dioxolane, Enteromorpha compressa, Equisetum arvense, Ethoxydiglycol, Ethyl panthenol, Farnesol, Ferulic acid, Fragaria chiloensis, Gentiana lutea, Ginkgo biloba, Glycerin, Glyceryl laurate, Glycyrrhiza glabra, Hamamelis virginiana, Heliotropin, Hydrogenated palm glycerides, Citrate, Hydrogenated castor oil, Hydrolyzed wheat protein, Hypericum perforatum, Iris florentina, Juniperus communis, Milk protein, Lactose, Lawsonia inermis, Linalool, Linumusitatissimum, lysine, magnesium aspartate, Magnifera indica, Malva sylvestris, mannitol, Melaleuca alternifolia, Mentha piperita, menthol, menthyl lactate, Mimosa tenuiflora, Nymphaea alba, olaflour, Oryza sativa, panthenol, mineral oil, PEG-20M, PEG-26 jojoba fatty acid, PEG-26 jojoba alcohol, PEG-35 castor oil, PEG-40 hydrogenated castor oil, PEG-60 hydrogenated castor oil, PEG-8 caprylic / capric acid, avocado oil, petrolatum, potassium aspartate, potassium sorbate, propylene glycol, Prunus amygdalus dulcis, Prunus armeniaca, Prunus persica, retinyl palmitate, Ricinus communis, Rosa canina, Rosmarinus These are officinalis, Rubus idaeus, salicylic acid, Sambucus nigra, sarcosine, Serenoa serrulata, Simmondsia chinensis, sodium carboxymethyl beta-glucan, sodium cocoyl amino acid, sodium hyaluronate, sodium palmitoyl praline, stearoxide trimethylsilane, stearyl alcohol, TEA-ricinoleic acid sulfide, talc, Thymus vulgaris, Tilia cordata, tocopherol, tocopheryl acetate, trideceth-9, triticum vulgare, tyrosine, undecylenoyl glycine, urea, Vaccinium myrtillus, valine, zinc oxide, and zinc sulfate.

[0065]

[0067] The preservative compositions of this disclosure may be used in emulsions (both oil-in-water and water-in-oil), aqueous solutions, PIT (phase inversion temperature) emulsions, oily solutions, foaming cosmetic formulations (foams), and so-called complex emulsions, such as three-phase emulsions (water / oil / water emulsions).

[0066]

[0068] The preservative compositions of this disclosure may also be formulated as creams, gels, liquids, or lotions. They may be used in hair care products, such as shampoos, hair conditioners, hair dyes, hair growth products, hair gels, hair styling products, hair styling aids, and other hair care preparations; shaving applications, such as shaving creams, aftershave lotions, and other shaving applications; personal cleaners for the body and hands, such as liquid bath soaps and detergents; fragrance preparations, such as perfumes, after-bath splashes, and other similar fragrance preparations; skin care products, such as moisturizers, creams, and lotions, and other similar skin care products; makeup products, such as mascaras and foundations; and makeup removal products, such as sun protection products, indoor tanning products, and other similar personal care products. One specific use of this preservative composition as a preservative for formulations is for use in wiping, where it is used to thoroughly impregnate wipes for personal cleaning and hygiene (e.g., baby wipes, wet toilet wipes, makeup remover wipes, and peeling wipes). The preservative composition may also be used in other formulations where a preservative is required.

[0067]

[0069] Typically, the preservative compositions of this disclosure may be added to a final-use formulation to be stored in an amount of 0.01% to about 10% by weight of the formulation. More specifically, the preservative composition is added in an amount of about 0.1% to 5.0% by weight of the formulation. The amount of preservative composition added depends on the selected preservative.

[0068]

[0070] The preservative composition may also be used in a wet wipe formulation used to thoroughly impregnate the wet wipes. The preservative composition helps preserve the wet wipe formulation and the wipes before use. Once the wet wipe composition is formulated, it is applied to the substrate.

[0069]

[0071] A wet wipe composition containing a preservative composition may be applied to a substrate to be treated using conventional application techniques. Conventional techniques include spraying, injecting, spraying, and / or wiping the formulation onto the substrate. The composition may be provided to the end user as a ready-to-use formulation or in a container with application means. For example, the composition may be provided as a conventional container having a removable cap so that the user can pour the formulation onto the substrate, in a container compressed as an aerosol, in a container having a trigger or spray pump.

[0070]

[0072] However, one particularly useful application method is to impregnate the wiper substrate with the formulation. In this embodiment, the wipes are single-use wipes impregnated with the formulation and stored in a container from which the user can remove individual wipes. The container containing the wipes may contain a single wipe or multiple wipes. A preferred container may include a pouch containing a single wipe, such as a damp towel, which is opened by the user, or a pouch with a resealable opening that is stacked to allow a single wipe to be removed from the opening at once, or a pouch containing several wipes in any other preferred form. The pouch is generally made from a liquid-impermeable material such as film, coated paper, or foil, or other similar liquid-impermeable material. Another method for removing individual wipes according to the present invention is to place the wipes in a liquid-impermeable container having an opening that allows the user to reach the wipes in the container. The container may be a molded plastic container with a liquid-impermeable lid. Generally, the lid has an opening that allows the user to reach the wipes in the container. The wipes in the container may be stacked alternately so that when one wipe is removed from the container, the next wipe is positioned at the opening of the container, ready for the user to take the next wipe. Alternatively, the wipes may be made of a continuous material with perforations between the individual wipes. Perforated continuous wipe material may be in a folded form or in a roll form. Generally, in the roll form, the wipe material is supplied from the center of the roll. Because they are stacked alternately, when one wipe is removed from the container, the next wipe is positioned at the opening for use, if needed.

[0071]

[0073] Disposable wipes offer advantages over other application media such as reusable sponges and rugs. Unlike sponges and rugs that are used repeatedly, impregnated wipes are used once and then discarded.

[0072]

[0074] The wipe is pre-moistened and impregnated with the formulation so that as the wipe moves over the substrate being treated, the formulation appears or is released onto the substrate. Generally, the formulation is thoroughly absorbed into the wipe so that the wipe releases the formulation onto the substrate through the wiping motion.

[0073]

[0075] Suitable wipe substrates include woven and nonwoven materials. Essentially, any nonwoven web material may be used. Exemplary nonwoven materials may include, but are not limited to, hot-blown, coform, spunbond, airlaid, airlaced, water-entangled nonwovens, spunlace, bonded-carded webs, and laminates thereof. The fibers used to produce the wipe substrate may be cellulosic fibers, thermoplastic fibers, and mixtures thereof. The fibers may also be continuous fibers, discontinuous fibers, staple fibers, and mixtures thereof. The basis weight of the nonwoven web may vary from about 12 grams per square meter to 200 grams per square meter (gsm) or more.

[0074]

[0076] In one embodiment, the substrate impregnated with the wipe composition contains a significant amount of cellulosic fibers. More specifically, the wipe compositions of the present disclosure are particularly suitable for protecting cellulose substrates from attack by microorganisms that may contaminate products. In a particular embodiment, for example, the substrate may be made from cellulosic fibers in amounts such as over 80% by weight, over 85% by weight, over 90% by weight, over 95% by weight, or even 100% by weight. For example, in one embodiment, the substrate is made from pulp fibers and a binder in an air-race process. The basis weight of the substrate may be about 20 gsm to about 100 gsm, about 40 gsm to about 70 gsm, about 50 gsm to about 60 gsm, etc.

[0075]

[0077] Once incorporated into the substrate, the resulting wipe product may have a liquid-to-substrate weight ratio of approximately 5:1 to 1:1, for example, approximately 2:1 to 4:1.

[0076]

[0078] The following examples illustrate the present invention without limiting it. All parts and percentages are given by weight unless otherwise indicated.

[0077]

[0079] It will be understood that each of the elements, or two or more elements, described in the following embodiments may also find useful applications in other types of methods different from those described above. Without further analysis, the foregoing can be easily adapted to various applications by applying current knowledge to fully illustrate the intent of this disclosure, without omitting features that clearly constitute the essential features of the general or specific aspects of this disclosure as expressed in the appended claims from the perspective of the prior art.

[0078]

[0080] [Examples]

[0079]

[0081] To demonstrate the synergistic effect, the following examples were implemented.

[0080]

[0082] Preparation of test organisms

[0083] The target organism, Pseudomonas aeruginosa ATCC 15442, was removed from the freezer and grown on tryptone soy agar (TSA) at 37°C for 24 hours. A second subculture was generated from the first and grown under the same conditions. Next, a test suspension was prepared by adding one loopful of the organism to tryptone-buffered saline, and the cell concentration was measured at 1 × 10⁻⁶ using an internally established calibration curve spectrophotometer at a wavelength of 600 nm. 8 and 5×10 8 The concentration was adjusted to CFU / ml. To establish the exact CFU / ml, a 1 ml aliquot was then taken from the test suspension and 10 -6 and 10 -7 The solution was sequentially diluted, and then 1 ml of each dilution was repeatedly plated onto TSA using the pour plate method (in duplicate). The plates were then incubated at 37°C for 24 hours and counted.

[0081]

[0084] Preparation of test samples

[0085] For each active ingredient to be tested, a series of three samples were prepared in sterile distilled water;

[0086] Test sample 1 - Active ingredient alone (to measure the basic efficacy of the active ingredient)

[0087] Test sample 2-Caprylic / Capric Polyglyceryl-10 combined with the active ingredient (to measure the efficacy of the combination of the active ingredient and the polyglycerol ester)

[0088] A control sample of caprylic / capric acid polyglyceryl-10 was prepared in deionized water, and the efficacy of the polyglycerol ester alone was measured.

[0082]

[0089] To account for the dilution effect from the addition of the test organism suspension during the test procedure, each test sample was prepared at a concentration 10% higher than the target concentration.

[0083]

[0090] Test Procedure

[0091] A test mixture was prepared by placing a 0.1 ml aliquot of the test organism suspension into a tube, followed by the addition of 0.9 ml of the test sample (prepared as described above). Next, this combination was mixed, and the timer was immediately started. Each test mixture was allowed to stand for the specified contact time shown in Table 1.

[0084]

[0092]

[0085] [Table 1]

[0086]

[0093] When the prescribed contact time was reached, a 0.1 ml aliquot of the test mixture was added to 0.9 ml of neutralizing culture medium, and the test mixture was deactivated by mixing the entire solution. This solution was left to stand for 5 minutes to confirm that the action of the active ingredient had been effectively neutralized.

[0087]

[0094] To quantify the number of organisms remaining in the neutralized test mixture, 4 × 0.025 ml aliquots were taken and spot-plated onto the surface of dry TSA. The plates were then incubated at 37°C for 24 hours.

[0088]

[0095] Counting and calculation of logarithmic decrease

[0096] Limit of Detection (LOD)

[0097] Depending on the dilution parameters of the methods and techniques used to count cells, specific detection limits must be established to ensure reliable counting.

[0089]

[0098] For counting on pour plates, a lower count limit of <10 and a upper count limit of >330 were used to count colonies from incubated plates. For example, if a plate has 7 visible colonies that are countable, <10 is recorded and 10 is used in the calculation. For the upper limit, if 407 colonies are counted on a plate, >330 is recorded and 330 is used in the calculation.

[0090]

[0099] For spot plating, colonies from incubated plates were counted using a lower count limit of <1 and a upper count limit of >150. For example, if a plate has 0 visible colonies, <1 is recorded and 1 is used in the calculation. Regarding the upper limit, if 156 colonies are counted on the plate, >150 is recorded and 150 is used in the calculation.

[0091]

[0100] When reporting the final logarithmic decrease, if a lower detection limit is used to calculate it, a ">" value, such as ">5.02 logarithmic decrease", will be reported, while if a higher detection limit is used to calculate it, a "<" value, such as "<2.92 logarithmic decrease", will be reported.

[0092]

[0101] Counting and calculation of N (test organism suspension) and N0

[0093]

Number

[0094] In the formula, C is the total survival count value, n1 is the number of survival count values for the lower dilution, i.e., 10 -6 and is the number of survival count values related to it, n2 is the number of survival count values for the higher dilution, i.e., 10 -7 and is the number of survival count values related to it, 10 -6 is the dilution ratio corresponding to the lower dilution, For example:

[0095]

Number

[0096] N0 is the number of cells per milliliter in the test mixture at the start of the contact time. N0 is one-tenth of the weighted average of N due to a 10-fold dilution caused by the addition of the test product. Therefore, in this example, N0 is 1.9×10 7 cfu / ml.

[0097]

[0102] Counting and calculation of T (test mixture) First, the mean average of cfu per 0.025 ml spot was determined using the following calculation;

[0098]

Number

[0099] In the formula, d1 is the total survival count value from 4 spots, Example:

[0100]

Number

[0101] Next, this was multiplied by 40 to determine cfu / ml; example; T = 29.5 × 40 = 1180 cfu / ml During the neutralization step, the test mixture underwent a 10-fold dilution. Taking this into consideration, a 10-fold multiplication factor is ultimately applied; T = 1180 × 10 = 11800 = 1.18 × 10 4 cfu / ml Calculation of logarithmic decrease (N 0- T) Before calculating the logarithmic decrease, both N0 and T were converted to logarithmic values ​​of base 10. For example; N0 = 1.9 × 10 7 =7.28log10 T = 1.18 × 10 4 =4.07log10 The following formula was used to calculate the final logarithmic decrease; N0-T = Logarithmic decrease for example; 7.28 - 4.07 = 3.21 The final logarithmic decrease for this example is 3.21.

[0102]

[0103] Example 1

[0104] Using the test procedure outlined above, the synergistic effects between caprylic acid / polyglyceryl-10 caprate (PG10CC) and the various active ingredients listed in Table 1 were tested. Caprylic acid / polyglyceryl-10 caprate showed little to no activity at 125 ppm, as reported in Table 2 below. Preparations were made at varying concentrations and tested for the presence of Pseudomonas aeruginosa at the times listed in Table 1. Table 2 below shows the amounts of biocidal raw materials and PG10CC at which initial signs of synergistic effect between the biocide and PG10CC were observed. The calculated logarithmic decrease is for Pseudomonas aeruginosa and is shown in Table 2 for various mixtures.

[0105]

[0103] [Table 2]

[0104]

[0106] The present invention is described above with reference to specific embodiments thereof, but is not disclosed herein. It is clear that many changes, modifications, and variations can be made without departing from the inventive concept. Therefore, it is intended to encompass all such changes, modifications, and variations, which fall within the spirit and broad scope of the attached claims. The following is a description of the claims as they were at the time of filing the application. [Claim 1] (i) Preservatives comprising acid compounds, phenolic compounds, sulfites, iron chelating agents, aromatic alcohols, quaternary ammonium compounds, pyrone compounds, urea compounds, imidazole compounds, isothiazolinone compounds, or combinations of two or more preservatives; and (ii) A polyglycerol ester present in an amount that sufficiently increases the efficacy of the preservative compared to the preservative alone, and the amount of increase is greater than the additive effect of the biocidal activity of the preservative and the polyglycerol ester used alone. Includes, A preservative composition in which the weight ratio of the polyglycerol ester to the preservative is in the range of 0.0001 to 2.0. [Claim 2] The preservative composition according to claim 1, wherein the weight ratio of the polyglycerol ester to the preservative is in the range of 0.001 to 1.5, for example, in the range of 0.01 to 1.0. [Claim 3] The preservative composition according to claim 1, wherein the preservative comprises an iron chelating agent, and the iron chelating agent comprises a pyrithione compound such as zinc pyrithione, sodium pyrithione or a mixture thereof, piroctone olamine, 2-pyridinol-1-oxide, N-hydroxy-6-octyloxypyridine 2(1H)-one, N-hydroxy-6-octyloxypyridine 2(1H)-one ethanolamine salt or a mixture thereof. [Claim 4] The preservative composition according to claim 1, wherein the preservative is an acid compound such as an acid, an ester of an acid, or a salt of an acid. [Claim 5] The preservative composition according to claim 4, wherein the acid compound comprises benzoic acid, propionic acid, salicylic acid, sorbic acid, formic acid, undeca-10-enoic acid, lactic acid, glycolic acid, and citric acid, or salts thereof. [Claim 6] The preservative composition according to claim 1, wherein the preservative comprises a quaternary ammonium compound such as an alkyl(C12-22)trimethylammonium compound, a benzethonium compound, or a mixture thereof. [Claim 7] The preservative composition according to claim 1, wherein the preservative comprises an alcohol such as a lower alkyl alcohol or an aromatic alcohol. [Claim 8] The preservative composition according to claim 7, wherein the aromatic alcohol comprises phenoxyethanol and the lower alkyl alcohol comprises isopropanol. [Claim 9] The preservative composition according to any one of claims 1 to 8, wherein the polyglycerol ester comprises (a) a polyglycerol component consisting of 2 to 12 glycerol molecules based on an average value, and (b) a polyglycerol ester derived from fatty acids including caprylic acid, capric acid, lauric acid, myristic acid, palmitic acid, stearic acid, arachidic acid, behenic acid, lignoceric acid, cerotic acid, oleic acid, or decaoleic acid. [Claim 10] The preservative composition according to claim 9, wherein the polyglyceryl fatty acid ester comprises one or more polyglyceryl-10 laurate, polyglyceryl-10 decaoleate; polyglyceryl-3 monostearate; polyglyceryl-6 distearate, polyglyceryl-10 stearate; polyglyceryl-10 oleate; polyglyceryl-10 dipalmitate; or polyglyceryl-10 caprylic / caprate. [Claim 11] A method for increasing the efficacy of a preservative in a final-use formulation, comprising the steps of: providing a final-use formulation and a preservative; and adding an effective amount of polyglycerol ester to the preservative and the final-use formulation in order to increase the efficacy of the preservative in the final-use formulation compared to an equivalent amount of preservative without the polyglycerol ester. [Claim 12] The method according to claim 11, wherein the polyglycerol ester is added to the preservative before the preservative is added to the final product, or the preservative is added to the final product before the polyglycerol ester is added to the final product, or the polyglycerol ester is added to the final product before the preservative is added to the final product, or the preservative and the polyglycerol ester are added to the final product simultaneously. [Claim 13] A final-use formulation containing the preservative described in any one of claims 1 to 10, such as a personal care formulation or a home care formulation.

Claims

1. (i) Preservatives, Acid compounds containing benzoic acid, glycolic acid, or their salts or esters, Iron chelating agents containing pyrithione compounds or their salts, 2-pyridinol-1-oxide or its salts, N-hydroxy-6-octyloxypyridine 2(1H)-one or its salts, N-hydroxy-6-octyloxypyridine 2(1H)-one ethanolamine salt, or mixtures thereof. Aromatic alcohols including phenoxyethanol or 1-phenoxypropanol, 5-chloro-2-methylisothiazolinone, 2-methylisothiazolinone, benzisothiazolinone, or salts thereof, or isothiazolinone compounds containing mixtures thereof, Preservatives containing a combination of two or more of those preservatives; (ii) Polyglycerol ester and A preservative composition containing, The weight ratio of the polyglycerol ester to the preservative is in the range of 0.0001 to 1.

5. The polyglycerol ester comprises (a) a polyglycerol component consisting of 10 to 12 glycerol molecules based on an average value, and (b) a polyglycerol ester derived from a fatty acid containing caprylic acid, capric acid, or lauric acid, and The aforementioned preservative composition does not contain any of potassium caprylate, parahydroxybenzoic acid esters, polyoxyethylene hydrogenated castor oil, or polyoxyethylene phytosterols. The preservative composition.

2. The preservative composition according to claim 1, wherein the weight ratio of the polyglycerol ester to the preservative is in the range of 0.01 to 1.

0.

3. The preservative composition according to claim 1, wherein the preservative comprises the iron chelating agent.

4. The preservative composition according to claim 3, wherein the pyrithione compound or a salt thereof comprises zinc pyrithione, sodium pyrithione, or a mixture thereof.

5. The preservative composition according to claim 1, wherein the polyglycerol ester comprises one or more of polyglyceryl-10 laurate or caprylic / capric acid polyglyceryl-10.

6. A method for increasing the efficacy of a preservative in a final-use formulation, comprising the steps of: providing a final-use formulation and a preservative; and adding an effective amount of polyglycerol ester to the preservative and the final-use formulation in order to increase the efficacy of the preservative in the final-use formulation by comparing it with an equivalent amount of the preservative without the polyglycerol ester in the final-use formulation. The aforementioned preservative is Acid compounds containing benzoic acid, glycolic acid, or their salts or esters, Iron chelating agents containing pyrithione compounds or their salts, 2-pyridinol-1-oxide or its salts, N-hydroxy-6-octyloxypyridine 2(1H)-one or its salts, N-hydroxy-6-octyloxypyridine 2(1H)-one ethanolamine salt, or mixtures thereof. Aromatic alcohols including phenoxyethanol or 1-phenoxypropanol, 5-chloro-2-methylisothiazolinone, 2-methylisothiazolinone, benzisothiazolinone, or salts thereof, or isothiazolinone compounds containing mixtures thereof, It contains a combination of two or more of those preservatives, The polyglycerol ester comprises (a) a polyglycerol component consisting of 10 to 12 glycerol molecules based on an average value, and (b) a polyglycerol ester derived from a fatty acid containing caprylic acid, capric acid, or lauric acid, and The final product obtained after carrying out the above method does not contain any of potassium caprylate, parahydroxybenzoic acid esters, polyoxyethylene hydrogenated castor oil, and polyoxyethylene phytosterols, and The weight ratio of the polyglycerol ester to the preservative is in the range of 0.0001 to 1.

5. The aforementioned method.

7. Before adding the preservative to the final product, the polyglycerol ester is added to the preservative, or the polyglycerol ester is added to the final product. The method according to claim 6, wherein the preservative is added to the final product before it is added, or the polyglycerol ester is added to the final product before the preservative is added to the final product, or the preservative and the polyglycerol ester are added to the final product simultaneously.

8. A final-use formulation comprising the preservative composition according to any one of claims 1 to 5.

9. The final-use formulation according to claim 8, which is a personal care formulation or a home care formulation.

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