Antimicrobial combination

A synergistic antimicrobial combination of hydrocarbon chains, esters, and hydroxamic acids addresses the challenges of effective preservation with reduced preservatives, enhancing consumer safety and environmental sustainability.

JP2025523872APending Publication Date: 2025-07-25CLARIANT INT LTD
View PDF 17 Cites 0 Cited by

Patent Information

Application Number
JP2025501772
Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
Priority Date
2022-07-20
Filing Date
2023-07-13
Publication Date
2025-07-25

AI Technical Summary

Technical Problem

Existing antimicrobial agents face challenges in providing effective preservation while minimizing concentration, ensuring consumer acceptability, health safety, regulatory compliance, and environmental sustainability.

Method used

A combination of compounds including saturated and unsaturated hydrocarbon chains, sorbitan esters, isosorbide esters, and glyceryl ethers, with hydroxamic acids or their salts, exhibiting a synergistic effect against a wide range of microorganisms, allowing for reduced preservative use and enhanced sustainability.

Benefits of technology

The combination achieves effective antimicrobial protection with lower preservative amounts, reducing adverse effects and resource consumption, while being environmentally friendly and compliant with health and regulatory standards.

✦ Generated by Eureka AI based on patent content.

Smart Images

  • Figure 2025523872000001_ABST
    Figure 2025523872000001_ABST
Patent Text Reader

Abstract

The present invention relates to a combination comprising the following (A) and (B): (A) The following formula (I) JPEG2025523872000035.jpg33170[wherein R is selected from a saturated hydrocarbon chain having 5 to 23 carbon atoms, an unsaturated hydrocarbon chain having 5 to 23 carbon atoms, and a mixture thereof] at least one compound selected from compounds of, sorbitan esters, isosorbide esters, and glyceryl ethers; and (B) at least one hydroxamic acid or a salt thereof.
Need to check novelty before this filing date? Find Prior Art

Description

Technical Field

[0001] The present invention relates to antimicrobial combinations, their use as antimicrobial agents, and formulations comprising said antimicrobial combinations.

Background Art

[0002] Preservation of household and cosmetic formulations extends their shelf life and thus provides greater value to the consumer's assets.

[0003] Furthermore, preservation prevents consumers from spreading microorganisms throughout their homes or onto themselves and thus provides health benefits. Antimicrobial agents are well described in the art and many are available that provide excellent performance.

[0004] However, there is a desire to provide many sophisticated preservation systems that provide excellent antimicrobial performance while on the other hand minimizing the concentration of preservation active substances. Many well-known preservation active substances with excellent efficacy are not preferred, for example, due to low consumer acceptability, health concerns or regulatory restrictions. The concentration of such active substances may also be (legally) restricted for the same reasons. Furthermore, it is desirable to ensure that all elements of the preservation system meet sustainable goals and that household and cosmetic formulations are as environmentally friendly as possible.

Prior Art Documents

Patent Documents

[0005]

Patent Document 1

Patent Document 2

Patent Document 3

Patent Document 4

Patent Document 5

[0006] Therefore, in order to provide an excellent antimicrobial effect, it is highly acceptable to consumers, does not cause concerns in terms of health or regulations, has excellent sustainability, and further has a more environmentally friendly profile, and there is a need to provide a more sophisticated anti-corrosion system. [Means for Solving the Problems]

[0007] The present invention relates to a combination comprising the following (A) and (B): (A) The following formula (I)

[0008] [Chemical Formula] [wherein, R is selected from a saturated hydrocarbon chain having 5 to 23 carbon atoms, an unsaturated hydrocarbon chain having 5 to 23 carbon atoms, and a mixture thereof] at least one compound selected from compounds of , sorbitan esters, isosorbide esters, and glyceryl ethers; and (B) at least one hydroxamic acid or a salt thereof.

[0009] Advantageously, the combination of the present invention exhibits a synergistic effect against a wide range of microorganisms. This enables a formulation such as a cosmetic formulation or a household formulation to be preserved using a smaller amount of preservatives, thus bringing the advantages of reducing the potential for adverse effects from antimicrobial active substances and saving resources. Advantageously, the combination of the present invention has a high renewable carbon content. The combination of the present invention is sustainable.

[0010] The combination of the present invention comprises (A) the following formula (I)

[0011]

Chemical formula

[0012] In one aspect, the combination of the present invention is of the following formula (I)

[0013]

Chemical formula

[0014] Preferably, R in formula (I) is selected from a saturated hydrocarbon chain having 5 to 17 carbon atoms, an unsaturated hydrocarbon chain having 5 to 17 carbon atoms, and a mixture thereof.

[0015] More preferably, R in formula (I) is selected from a saturated hydrocarbon chain having 5 to 13 carbon atoms, an unsaturated hydrocarbon chain having 5 to 13 carbon atoms, and a mixture thereof.

[0016] Particularly preferably, R in formula (I) is selected from a saturated hydrocarbon chain having 7 to 9 carbon atoms, an unsaturated hydrocarbon chain having 7 to 9 carbon atoms, and a mixture thereof.

[0017] In at least one embodiment, R in formula (I) is selected from -(CH2)6CH3, -(CH2)8CH3, and mixtures thereof; or R in formula (I) is selected from -(CH2) 10 CH3, -(CH2) 12 CH3, and mixtures thereof; or R in formula (I) is selected from -(CH2)7CH=CH2, -(CH2)7CH=CHCH2CH3, and mixtures thereof; or the R-C=O residue in formula (I) is derived from coconut fatty acid; or the R-C=O residue in formula (I) is derived from daiizu fatty acid.

[0018] In at least one embodiment, R in formula (I) is selected from -(CH2)6CH3, -(CH2)8CH3, and mixtures thereof. In at least one embodiment, R in formula (I) is selected from -(CH2) 10 CH3, -(CH2) 12 CH3, and mixtures thereof. In at least one embodiment, R in formula (I) is selected from -(CH2)7CH=CH2, -(CH2)7CH=CHCH2CH3, and mixtures thereof. In at least one embodiment, the R-C=O residue in formula (I) is derived from coconut fatty acid. In at least one embodiment, the R-C=O residue in formula (I) is derived from daiizu fatty acid.

[0019] When used herein, the statement "the R-C=O residue in formula (I) is derived from coconut fatty acid" preferably means that the carbon chain length distribution in the R-C=O residue in formula (I) corresponds to the carbon chain length distribution of the fatty acids in coconut oil (for example, the fatty acids bound as triglycerides).

[0020] When used herein, the statement "the R-C=O residue in formula (I) is derived from daizu fatty acid" preferably means that the carbon chain length distribution in the R-C=O residue in formula (I) corresponds to the carbon chain length distribution of the fatty acids in daizu oil (for example, the fatty acids bound as triglycerides).

[0021] Preferably, the weight ratio of the compound of formula (I) where R is -(CH2)6CH3 to the compound of formula (I) where R is -(CH2)8CH3 is from 1:9 to 9:1, preferably from 3:7 to 7:3.

[0022] Preferably, R is -(CH2) 10 CH3 of the compound of formula (I) and R is -(CH2) 12 CH3 of the compound of formula (I), the weight ratio is from 1:9 to 9:1, preferably from 3:7 to 7:3.

[0023] Preferably, the weight ratio of the compound of formula (I) where R is -(CH2)7CH=CH2 to the compound of formula (I) where R is -(CH2)7CH=CHCH2CH3 is from 1:9 to 9:1, preferably from 3:7 to 7:3.

[0024] The compound of formula (I) is described, for example, in WO2018 / 002100 (Patent Document 1) and European Patent Application No. EP21200587.0 (Patent Document 2).

[0025] In one aspect, the combination of the present invention comprises (A) at least one compound selected from sorbitan esters and isosorbide esters.

[0026] In one aspect, the combination of the present invention comprises at least one compound selected from (A) sorbitan esters.

[0027] Preferably, the sorbitan ester is a mono-, di- or triester of sorbitan and one or more C6-C20 fatty acids. More preferably, the sorbitan ester is a mono- or diester of sorbitan and one or more C8-C14 fatty acids. Particularly preferably, the sorbitan ester is a mono- or diester of sorbitan and caprylic acid.

[0028] Preferably, the sorbitan ester is selected from sorbitan caprylate, sorbitan stearate, sorbitan oleate, sorbitan olivate, sorbitan caprate, sorbitan laurate, sorbitan myristate, sorbitan caproate, and mixtures thereof. Particularly preferably, the sorbitan ester is sorbitan caprylate.

[0029] In one aspect, the combination of the present invention comprises at least one compound selected from (A) isosorbide esters.

[0030] Preferably, the isosorbide ester is a mono- or diester of isosorbide and one or more C6-C20 fatty acids. More preferably, the isosorbide ester is a mono- or diester of isosorbide and one or more C8-C14 fatty acids. Particularly preferably, the isosorbide ester is a mono- or diester of isosorbide and caprylic acid.

[0031] Preferably, the isosorbide ester is selected from isosorbide caprylate, isosorbide stearate, isosorbide oleate, isosorbide olivate, isosorbide caprate, isosorbide laurate, isosorbide myristate, isosorbide caproate, and mixtures thereof. Particularly preferably, the isosorbide ester is isosorbide caprylate.

[0032] In one aspect, the combination of the present invention comprises at least one compound selected from glyceryl ethers.

[0033] Preferably, the glyceryl ether is a mono- or diether of glycerin and one or more C6-C20 fatty alcohols. More preferably, the glyceryl ether is a mono- or diether of glycerin and one or more C8-C14 fatty alcohols. Particularly preferably, the glyceryl ether is a monoether of glycerin and one or more C8 fatty alcohols.

[0034] In at least one aspect, the glyceryl ether is selected from ethylhexylglycerin, methylheptylglycerin, caprylyl glyceryl ether, and mixtures thereof.

[0035] The combination of the present invention comprises (B) at least one hydroxamic acid or a salt thereof.

[0036] In at least one aspect, the combination of the present invention comprises (B) at least one hydroxamic acid. In at least one aspect, the combination of the present invention comprises (B) at least one salt of a hydroxamic acid. Examples of salts of hydroxamic acids are alkali metal salts of hydroxamic acids (e.g., sodium salt of hydroxamic acid, or potassium salt of hydroxamic acid), or alkaline earth metal salts of hydroxamic acids (e.g., magnesium salt of hydroxamic acid, or calcium salt of hydroxamic acid).

[0037] Preferably, the hydroxamic acid is selected from hydroxamic acids of formula (II).

[0038]

Chemical formula

[0039] Preferably, R in formula (II) 1 is selected from a saturated hydrocarbon chain having 5 to 17 carbon atoms, an unsaturated hydrocarbon chain having 5 to 17 carbon atoms, and a mixture thereof. More preferably, R in formula (II) 1 is selected from a saturated hydrocarbon chain having 5 to 13 carbon atoms, an unsaturated hydrocarbon chain having 5 to 13 carbon atoms, and a mixture thereof. Particularly preferably, R in formula (II) 1 is selected from a saturated hydrocarbon chain having 7 carbon atoms, an unsaturated hydrocarbon chain having 7 carbon atoms, and a mixture thereof.

[0040] Preferred hydroxamic acids are selected from capryl hydroxamic acid, hexano hydroxamic acid, capro hydroxamic acid, lauro hydroxamic acid, and mixtures thereof.

[0041] One particularly preferred hydroxamic acid is capryl hydroxamic acid. Capryl hydroxamic acid may also be referred to as caproyl hydroxamic acid or octano hydroxamic acid.

[0042] Hydroxamic acids are described, for example, in EP2224973 (Patent Document 3).

[0043] Preferably, the weight ratio of (A) at least one compound selected from the compounds of formula (I), sorbitan esters, isosorbide esters and glyceryl ethers, and (B) at least one hydroxamic acid or a salt thereof is from 20:1 to 1:5, more preferably from 15:1 to 1:2, even more preferably from 12:1 to 1:1, particularly preferably from 10:1 to 3:1. Similarly preferably, the weight ratio of (A) at least one compound selected from the compounds of formula (I), sorbitan esters, isosorbide esters and glyceryl ethers, and (B) at least one hydroxamic acid or a salt thereof is from 1:1 to 15:1, more preferably from 3:1 to 12:1, even more preferably from 5:1 to 10:1, particularly preferably from 6:1 to 7:1, and also particularly preferably from 8:1 to 10:1, for example 9:1.

[0044] In one preferred embodiment, the combination of the present invention is (A) Compound of formula (I)

[0045] [Chemical formula] [wherein R is selected from a saturated hydrocarbon chain having 5 to 23 carbon atoms, an unsaturated hydrocarbon chain having 5 to 23 carbon atoms, and a mixture thereof] at least one compound selected from the compounds of; and (B) at least one hydroxamic acid or a salt thereof; and comprises.

[0046] In one preferred embodiment, the combination of the present invention is (A) Compound of formula (I)

[0047] [Chemical formula] [wherein R is selected from a saturated hydrocarbon chain having 5 to 13 carbon atoms, an unsaturated hydrocarbon chain having 5 to 13 carbon atoms, and a mixture thereof] at least one compound selected from the compounds of; and (B) at least one hydroxamic acid or a salt thereof, wherein the hydroxamic acid is at least one hydroxamic acid or a salt thereof selected from capryl hydroxamic acid, hexano hydroxamic acid, capro hydroxamic acid, lauro hydroxamic acid, and mixtures thereof; and comprises.

[0048] In one particularly preferred embodiment, the combination of the present invention is (A) Compound of formula (I)

[0049] [Chemical formula] [wherein R is selected from -(CH2)6CH3, -(CH2)8CH3, and mixtures thereof] at least one compound selected from the compounds of; and (B) at least one hydroxamic acid or a salt thereof, wherein the hydroxamic acid is capryl hydroxamic acid, the at least one hydroxamic acid or a salt thereof; comprising.

[0050] In at least one embodiment, the combination of the present invention is a blend.

[0051] In at least one embodiment, the blend comprises, based on the total weight of the blend, from 25 to 99% by weight, preferably from 40 to 80% by weight, more preferably from 55 to 70% by weight, particularly preferably from 60 to 65% by weight, of (A) at least one compound selected from the compounds of formula (I), sorbitan esters, isosorbide esters, and glyceryl ethers; and from 1 to 50% by weight, preferably from 2 to 20% by weight, more preferably from 5 to 15% by weight, particularly preferably from 8 to 12% by weight, of (B) at least one hydroxamic acid or a salt thereof, based on the total weight of the blend; comprising.

[0052] In at least one embodiment, the blend is an aqueous solution.

[0053] In at least one embodiment, the blend comprises a solvent. In at least one embodiment, the blend comprises a solvent, and this solvent comprises water and / or alcohol. The solvent is useful for providing the compounds used in the present invention in a liquid form. In at least one embodiment, the solvent is cosmetically acceptable. In at least one embodiment, the blend comprises at least 10% by weight, preferably at least 20% by weight, more preferably at least 30% by weight, even more preferably at least 50% by weight of water. Water is useful for economic reasons, but also because it is cosmetically acceptable. Optionally, the blend comprises a water-miscible or water-soluble solvent, such as a lower alkyl alcohol. In at least one embodiment, the blend comprises a C1-C5 alkyl monohydric alcohol, preferably a C2-C3 alkyl monohydric alcohol. The alcohol that may be present is, in particular, a lower monohydric or polyhydric alcohol having 1 to 4 carbon atoms, which is customarily used for cosmetic purposes, such as preferably ethanol or isopropanol.

[0054] Optionally, the blend contains a water-soluble polyhydric alcohol. In at least one embodiment, the water-soluble polyhydric alcohol is a polyhydric alcohol having two or more hydroxyl groups in the molecule. In at least one embodiment, the water-soluble polyhydric alcohol is a dihydric alcohol such as ethylene glycol, propylene glycol, trimethylene glycol, 1,2-butylene glycol, 1,3-butylene glycol, 1,4-butylene glycol, tetramethylene glycol, 2,3-butylene glycol, pentamethylene glycol, 2-butene-1,4-diol, hexylene glycol, octylene glycol; a trihydric alcohol such as glycerin, trimethylolpropane, 1,2,6-hexanetriol and the like; a tetrahydric alcohol such as pentaerythritol; a pentahydric alcohol such as xylitol; a hexahydric alcohol such as sorbitol, mannitol; a polyhydric alcohol polymer such as diethylene glycol, dipropylene glycol, polyethylene glycol, polypropylene glycol, tetraethylene glycol, diglycerin, polyethylene glycol, triglycerin, tetraglycerin, polyglycerin; a dihydric alcohol alkyl ether such as ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monobutyl ether, ethylene glycol monophenyl ether, ethylene glycol monohexyl ether, ethylene glycol mono-2-methylhexyl ether, ethylene glycol isoamyl ether, ethylene glycol benzyl ether, ethylene glycol isopropyl ether, ethylene glycol dimethyl ether, ethylene glycol diethyl ether, ethylene glycol dibutyl ether;Selected from the group consisting of dihydric alcohol alkyl ethers such as diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monobutyl ether, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol butyl ether, diethylene glycol methyl ethyl ether, triethylene glycol monomethyl ether, triethylene glycol monoethyl ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol monobutyl ether, propylene glycol isopropyl ether, dipropylene glycol methyl ether, dipropylene glycol ethyl ether, dipropylene glycol butyl ether; dihydric alcohol ether esters such as ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, ethylene glycol monobutyl ether acetate, ethylene glycol monophenyl ether acetate, ethylene glycol adipate, ethylene glycol succinate, diethylene glycol monoethyl ether acetate, diethylene glycol monobutyl ether acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, propylene glycol monopropyl ether acetate, propylene glycol monophenyl ether acetate; glycerin monoalkyl ethers such as xylyl alcohol, ceralkyl alcohol, batyl alcohol; sugar alcohols such as sorbitol, maltitol, maltotriose, mannitol, sucrose, erythritol, glucose, fructose, starch sugar, maltose, xylitol, starch sugar reduced alcohol, glysolide, tetrahydrofurfuryl alcohol, POE tetrahydrofurfuryl alcohol, POP butyl ether, POP POE butyl ether, tripolyoxypropylene glycerin ether, POP glycerin ether, POP glycerin ether phosphate, POP POE pentaerythritol ether, and mixtures thereof.;

[0055] In one preferred embodiment, the blend contains a solvent selected from the group consisting of water, glycols, ethanol, and mixtures thereof. In one preferred embodiment, the blend contains water.

[0056] In one preferred embodiment, the blend contains an aqueous, alcoholic or aqueous-alcoholic solvent, where the aqueous, alcoholic or aqueous-alcoholic solvent contains water, ethanol, propanol, isopropanol, 1,2-propylene glycol, 1,3-propylene glycol, isobutanol, butanol, butyl glycol, butyl diglycol, glycerol, or mixtures thereof; preferably the aqueous, alcoholic or aqueous-alcoholic solvent contains water, ethanol, propanol, isopropanol, 1,2-propylene glycol, 1,3-propylene glycol, glycerol, or mixtures thereof; more preferably the aqueous, alcoholic or aqueous-alcoholic solvent contains water, isopropanol, 1,2-propylene glycol, 1,3-propylene glycol, or mixtures thereof; even more preferably the aqueous, alcoholic or aqueous-alcoholic solvent consists of water or a mixture of water and alcohol, in which case the alcohol is selected from the group consisting of isopropanol, 1,2-propylene glycol and 1,3-propylene glycol.

[0057] Optionally, the combination of the present invention contains (C) at least one further different antimicrobial agent.

[0058] Optionally, the blend of the present invention contains (C) at least one further different antimicrobial agent.

[0059] In at least one embodiment, the antimicrobial agent is selected from the group consisting of aromatic alcohols, organic acids and their salts, compounds of formula (P), alkyldiols, halogenated compounds, isothiazolinones, and mixtures thereof, where formula (P) is as follows:

[0060] [Chemical formula] In the formula, R1’ is H, a branched or unbranched C1-C 20 alkyl group which may or may not be substituted or substituted with halogen, a C5-C8 cycloalkyl group which may or may not be substituted or substituted with halogen, a C6-C 10 aryl group, or a branched or unbranched C7-C 20 aralkyl group; R2’ is O or S; R3’ is H or a C1-C4 alkyl group; X + is a cation.

[0061] Preferably, R3’ is methyl.

[0062] In at least one embodiment, the aromatic alcohol is selected from the group consisting of benzyl alcohol, phenoxyethanol, veratryl alcohol, propylene phenoxyethanol, phenethyl alcohol, phenylpropanol, vanillin, 2-methyl-1-phenyl-2-propanol, and mixtures thereof.

[0063] In at least one embodiment, the organic acid and its salts are selected from the group consisting of benzoic acid, sorbic acid, dehydroacetic acid, lactic acid, salicylic acid, p-anisic acid, undecylenic acid, glycolic acid, propionic acid, levulinic acid, and mixtures thereof.

[0064] In at least one embodiment, the compound of formula (P) is selected from the group consisting of 2-hydroxypyridine-N-oxide, 2-pyridinethiol-1-oxide and salts thereof, 1-hydroxy-4-methyl-6-(2,4,4-trimethylpentyl)-2(1H)-pyridone and salts thereof (preferably the monoethanolamine salt), and mixtures thereof. Since an equilibrium always exists, formula (P) discloses and encompasses the tautomeric equivalents of these compounds. In at least one embodiment, the compound of formula (P) is piroctone olamine (octopirox).

[0065] In at least one embodiment, the alkyldiol is selected from the group consisting of 1,2-pentanediol, 1,2-hexanediol, 1,6-hexanediol, 1,2-octanediol, 1,2-heptanediol, 1,2-decanediol, methylpropanediol, and mixtures thereof.

[0066] In at least one embodiment, the halogenated compound is selected from the group consisting of chlorhexidine and salts thereof, triclosan, chlorphenesin, trichlorocarban, chloroxylenol, propylparaben iodide, bronopol, climbazole, and mixtures thereof.

[0067] In at least one embodiment, the isothiazolinones are selected from the group consisting of methylisothiazolinone, methylchloroisothiazolinone, benzylisothiazolinone, and mixtures thereof.

[0068] In at least one embodiment, the antimicrobial agent is selected from the group consisting of aromatic alcohols, organic acids and salts thereof, hydroxypyrrolidones, alkyldiols, halogenated compounds, isothiazolinones, and mixtures thereof.

[0069] In at least one embodiment, the antimicrobial agent is selected from the group consisting of phenoxyethanol, benzyl alcohol, phenethyl alcohol, benzoic acid and salts thereof, piroctone olamine, and mixtures thereof.

[0070] The combination of the present invention can be prepared by methods known in the art, for example, by mixing its components.

[0071] The blend of the present invention can be prepared by methods known in the art, for example, by mixing its components.

[0072] Furthermore, the present invention (A) The following formula (I)

[0073]

Chemical formula

[0074] In one aspect, the present invention (A) Based on the total weight of the preparation, 0.1 to 10% by weight, preferably 0.2 to 3% by weight, particularly preferably 0.3 to 1.5% by weight of the following formula (I)

[0075]

Chemical formula

[0076] In at least one embodiment, the composition is selected from the group consisting of cosmetic compositions and household cleaning agent compositions.

[0077] In at least one aspect, the composition is selected from the group consisting of shampoo, body wash, facial cleanser, face mask, bubble bath, intimate wash, bath oil, cleansing milk, micellar water, makeup remover, cleansing wipe, hair mask, perfume, liquid soap, shaving soap, shaving foam, cleansing foam, dec cream, anti-aging cream, body milk, body lotion, body mousse, face serum, eye cream, sunscreen lotion, sun cream, face cream, aftershave lotion, pre-shaving cream, depilatory cream, skin whitening gel, self-tanning cream, anti-acne gel, mascara, foundation, primer, concealer, brush, bronzer, blemish balm (bb) cream, eyeliner, night cream, eyebrow gel, highlighter, lip stain, hand sanitizer, hair oil, nail enamel remover, conditioner, hair styling gel, hair styling cream, anti-frizz serum, scalp treatment, hair dye, anti-dandruff solution, deodorant, antiperspirant, baby cream, insect repellent, hand cream, sunscreen gel, foot cream, exfoliant, body scrub, cellulite treatment, solid soap, cuticle cream, lip balm, hair treatment agent, eyeshadow, bath salt, body mist, eau de toilette, mouthwash, toothpaste, lubricating gel, moisturizer, serum, toner, aquasorb, cream gel, styling mousse, dry shampoo, lipstick, lip gloss, aqueous alcohol gel, body oil, shower milk, illuminator, lip crayon, hairspray, combing cream, and sunblock.

[0078] In at least one aspect, the composition is a cosmetic composition for the cleaning of hair and / or skin.

[0079] In at least one aspect, the composition is a cosmetic composition, preferably a skin care composition, more preferably a leave-on skin care composition.

[0080] In at least one embodiment, the formulation is an aqueous solution.

[0081] In at least one embodiment, the formulation contains a solvent. In at least one embodiment, the formulation contains a solvent, wherein the solvent contains water and / or alcohol. The solvent is useful for providing the compounds used in the present invention in a liquid form. In at least one embodiment, the solvent is cosmetically acceptable. In at least one embodiment, the formulation contains at least 10% by weight, preferably at least 20% by weight, more preferably at least 30% by weight, even more preferably at least 50% by weight of water. Water is useful for economic reasons, but also because it is cosmetically acceptable. Optionally, the formulation contains a water-miscible or water-soluble solvent, such as a lower alkyl alcohol. In at least one embodiment, the formulation contains a C1-C5 alkyl monohydric alcohol, preferably a C2-C3 alkyl monohydric alcohol. The alcohol that may be present is, in particular, a lower monohydric or polyhydric alcohol having 1 to 4 carbon atoms, which is commonly used for cosmetic purposes, such as preferably ethanol and isopropanol.

[0082] Optionally, the formulation contains a water-soluble polyhydric alcohol. In at least one embodiment, the water-soluble polyhydric alcohol is a polyhydric alcohol having two or more hydroxyl groups in the molecule. In at least one embodiment, the water-soluble polyhydric alcohol is a dihydric alcohol such as ethylene glycol, propylene glycol, trimethylene glycol, 1,2-butylene glycol, 1,3-butylene glycol, 1,4-butylene glycol, tetramethylene glycol, 2,3-butylene glycol, pentamethylene glycol, 2-butene-1,4-diol, hexylene glycol, octylene glycol; a trihydric alcohol such as glycerin, trimethylolpropane, 1,2,6-hexanetriol and the like; a tetrahydric alcohol such as pentaerythritol; a pentahydric alcohol such as xylitol; a hexahydric alcohol such as sorbitol, mannitol; a polyhydric alcohol polymer such as diethylene glycol, dipropylene glycol, polyethylene glycol, polypropylene glycol, tetraethylene glycol, diglycerin, polyethylene glycol, triglycerin, tetraglycerin, polyglycerin; a dihydric alcohol alkyl ether such as ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monobutyl ether, ethylene glycol monophenyl ether, ethylene glycol monohexyl ether, ethylene glycol mono-2-methylhexyl ether, ethylene glycol isoamyl ether, ethylene glycol benzyl ether, ethylene glycol isopropyl ether, ethylene glycol dimethyl ether, ethylene glycol diethyl ether, ethylene glycol dibutyl ether;Selected from the group consisting of dihydric alcohol alkyl ethers such as diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monobutyl ether, diethylene glycol dimethyl ether, diethylene glycol diethyl ether, diethylene glycol butyl ether, diethylene glycol methyl ethyl ether, triethylene glycol monomethyl ether, triethylene glycol monoethyl ether, propylene glycol monomethyl ether, propylene glycol monoethyl ether, propylene glycol monobutyl ether, propylene glycol isopropyl ether, dipropylene glycol methyl ether, dipropylene glycol ethyl ether, dipropylene glycol butyl ether; dihydric alcohol ether esters such as ethylene glycol monomethyl ether acetate, ethylene glycol monoethyl ether acetate, ethylene glycol monobutyl ether acetate, ethylene glycol monophenyl ether acetate, ethylene glycol adipate, ethylene glycol succinate, diethylene glycol monoethyl ether acetate, diethylene glycol monobutyl ether acetate, propylene glycol monomethyl ether acetate, propylene glycol monoethyl ether acetate, propylene glycol monopropyl ether acetate, propylene glycol monophenyl ether acetate; glycerol monoalkyl ethers such as xylyl alcohol, ceralkyl alcohol, batyl alcohol; sugar alcohols such as sorbitol, maltitol, maltotriose, mannitol, sucrose, erythritol, glucose, fructose, starch sugar, maltose, xylitol, starch sugar reduced alcohol, glysolide, tetrahydrofurfuryl alcohol, POE tetrahydrofurfuryl alcohol, POP butyl ether, POP POE butyl ether, tripolyoxypropylene glycerin ether, POP glycerin ether, POP glycerin ether phosphate, POP POE pentaerythritol ether, and mixtures thereof.;

[0083] In one preferred embodiment, the formulation comprises a solvent selected from the group consisting of water, glycols, ethanol, and mixtures thereof. In one preferred embodiment, the formulation comprises water.

[0084] In one preferred embodiment, the formulation comprises an aqueous, alcoholic or aqueous-alcoholic solvent, said aqueous, alcoholic or aqueous-alcoholic solvent comprising water, ethanol, propanol, isopropanol, 1,2-propylene glycol, 1,3-propylene glycol, isobutanol, butanol, butyl glycol, butyl diglycol, glycerol, or mixtures thereof; preferably, said aqueous, alcoholic or aqueous-alcoholic solvent comprises water, ethanol, propanol, isopropanol, 1,2-propylene glycol, 1,3-propylene glycol, glycerol, or mixtures thereof; more preferably, said aqueous, alcoholic or aqueous-alcoholic solvent comprises water, isopropanol, 1,2-propylene glycol, 1,3-propylene glycol, or mixtures thereof; even more preferably, said aqueous, alcoholic or aqueous-alcoholic solvent consists of water or a mixture of water and an alcohol, in which case said alcohol is selected from the group consisting of isopropanol, 1,2-propylene glycol, and 1,3-propylene glycol.

[0085] In at least one embodiment, the formulation comprises additives common in cosmetology, pharmacy, and dermatology, which are hereinafter referred to as adjuvants. In at least one embodiment, said adjuvants are selected from the group consisting of oily substances, emulsifiers, co-emulsifiers, cationic polymers, film formers, superfatting agents, stabilizers, active biomaterials, glycerol, preservatives, pearlescents, dyes and fragrances, solvents, opacifiers, functional acids, and peptide derivatives such as gelatin, hydrolyzed collagen, natural or synthetic-based polypeptides, egg yolk lecithin, lanolin and lanolin derivatives, fatty alcohols, silicones, deodorants, substances having keratolytic and keratoplastic action, enzymes, and / or carriers / solvents.

[0086] In at least one aspect, the formulation comprises water-soluble vitamins and their derivatives, water-soluble amino acids and their salts and / or derivatives, viscosity modifiers, dyes, non-volatile solvents or diluents (water-soluble and insoluble), pearlescent aids, thickeners, foam boosters, additional surfactants or nonionic co-surfactants, pediculicides, pH adjusters, fragrances, preservatives, chelating agents, peptides, skin actives, sunscreens, UV absorbers, vitamins, niacinamide, caffeine, minoxidil, and combinations thereof. In at least one aspect, the formulation comprises from 0 wt% to 5 wt% of vitamins and amino acids, based on the total weight of the formulation. The formulation may also include pigment materials, such as inorganic, nitroso, monoazo, diazo, carotenoid, triphenylmethane, triarylmethane, xanthene, quinoline, oxazine, azine, anthraquinone, indigoid, thionindigoid, quinacridone, phthalocyanine, plant-derived, natural-derived colorants, including water-soluble components such as those having a C.I. name. The formulation may contain from 0 wt%, preferably from 0.0001 wt% to 5 wt% of pigment materials.

[0087] In at least one aspect, the formulation comprises an oily component, which is any fatty substance that is liquid at room temperature (25 °C). In at least one aspect, the formulation comprises a volatile or non-volatile, linear, branched or cyclic, optionally and organically modified silicone oil; phenylsilicones; silicone resins and silicone gums; mineral oils such as paraffin oil or petrolatum oil; oils of animal origin such as perhydrosqualene, lanolin; oils of plant origin such as liquid triglycerides such as sunflower oil, corn oil, soybean oil, rice oil, jojoba oil, babassu oil, pumpkin oil, grape seed oil, sesame oil, walnut oil, apricot oil, macadamia oil, avocado oil, sweet almond oil, ladies' smock oil, castor oil, triglyceride of capric / caprylic acid, olive oil, peanut oil, rapeseed oil, argan oil, abyssinian oil, and coconut oil; synthetic oils such as perseline oil, isoparaffin, linear and / or branched fatty alcohols and fatty acid esters, preferably having 6 to 18 carbon atoms, preferably 8 to 10 carbon atoms of geranylalcohol; esters of linear (C6-C 13 ) fatty acids and linear (C6-C 20 ) fatty alcohols; esters of branched (C6-C 13 ) carboxylic acids and linear (C6-C 20 ) fatty alcohols, esters of linear (C6-C 18 ) fatty acids and branched alcohols, especially 2-ethylhexanol; esters of linear and / or branched fatty acids and polyhydric alcohols (such as dimer diol or trimer diol) and / or geranylalcohol; (C6-C 10 ) triglycerides based on fatty acids; esters such as dioctyl adipate, diisopropyl dimer dilinoleate; propylene glycol / dicaprylate, or waxes such as beeswax, paraffin wax or micro wax alone, or a combination of such waxes with hydrophilic waxes such as cetyl stearyl alcohol; fluorinated and perfluorinated oils; fluorinated silicone oils; and oily substances selected from the group consisting of mixtures of the above compounds.

[0088] In at least one embodiment, the formulation comprises a nonionic coemulsifier. In at least one embodiment, the nonionic coemulsifier is an adduct of ethylene oxide from 0 to 30 moles and / or propylene oxide from 0 to 5 moles with a linear fatty alcohol having from 8 to 22 carbon atoms, with a fatty acid having from 12 to 22 carbon atoms, with an alkylphenol having from 8 to 15 carbon atoms in the alkyl group, and with a sorbitan or sorbitol ester; an adduct of ethylene oxide from 0 to 30 moles with glycerol (C 12 ~C 18 ) fatty acid monoesters and diesters; glycerol monoesters and diesters of saturated and unsaturated fatty acids having from 6 to 22 carbon atoms and sorbitan monoesters and diesters, and, where appropriate, their ethylene oxide adducts; an adduct of ethylene oxide from 15 to 60 moles with castor oil and / or hydrogenated castor oil; polyol esters and especially polyglycerol esters, such as polyglyceryl polyricinoleate and polyglyceryl poly-12-hydroxystearate. Similarly, mixtures of compounds from one or more of these classes of substances are also suitable. Examples of suitable ionogenic coemulsifiers include anionic emulsifiers such as mono-, di- or trilinoleate esters, but also cationic emulsifiers such as mono-, di- or trialkyl quats and their polymeric derivatives.

[0089] In at least one embodiment, the formulation comprises a cationic polymer. Suitable cationic polymers include those known under the INCI nomenclature "Polyquaternium", in particular Polyquaternium-31, Polyquaternium-16, Polyquaternium-24, Polyquaternium-7, Polyquaternium-22, Polyquaternium-39, Polyquaternium-28, Polyquaternium-2, Polyquaternium-10, Polyquaternium-11, and Polyquaternium 37 & Mineral Oil & PPG Trideceth (Salcare SC95), PVP-Dimethylaminoethyl Methacrylate Copolymer, Guar-Hydroxypropyltrimonium Chloride, and Calcium Alginate and Ammonium Alginate, etc. Additionally, cationic cellulose derivatives; cationic starch; copolymers of diallylammonium salts and acrylamide; quaternized vinylpyrrolidone / vinylimidazole polymers; condensation products of polyglycols and amines; quaternized collagen polypeptides; quaternized wheat polypeptides; polyethyleneimine; cationic silicone polymers such as amodimethicone; copolymers of adipic acid and dimethylaminohydroxypropyldiethylenetriamine; polyaminopolyamides and cationic chitin derivatives such as chitosan can also be used.

[0090] In at least one embodiment, the formulation comprises an overfatting agent. As the overfatting agent, for example, polyethoxylated lanolin derivatives, lecithin derivatives, polyol fatty acid esters, monoglycerides, or fatty acid alkanolamides (the latter also serves as a foam stabilizer at the same time) can be used. Available humectants include, for example, isopropyl palmitate, glycerol and / or sorbitol, etc.

[0091] In at least one embodiment, the formulation comprises a stabilizer. As the stabilizer, metal salts of fatty acids such as magnesium stearate, aluminum stearate and / or zinc stearate can be used.

[0092] In at least one aspect, the formulation comprises a care additive. The formulation can be blended with conventional ceramides, pseudoceramides, fatty acid N-alkyl polyhydroxyalkylamides, cholesterol, cholesterol fatty acid esters, fatty acids, triglycerides, cerebrosides, phospholipids, panthenol and similar substances as care additives.

[0093] In at least one aspect, the formulation comprises an antifungal substance. In at least one aspect, the antifungal substance is selected from the group consisting of ketoconazole, oxiconazole, bifonazole, butoconazole, clotrimazole, econazole, enilconazole, fenticonazole, isoconazole, miconazole, sulconazole, tioconazole, fluconazole, itraconazole, terconazole, naftifine and terbinafine, zinc pyrithione, piroctone olamine (octopirox), and combinations thereof. In at least one aspect, the formulation comprises from 0.1 wt% to 1 wt% of the antifungal substance in total amount in the formulation. In at least one aspect, the formulation comprises pyrithione-based antidandruff particles. For example, 1-hydroxy-2-pyridinethione salt is a very preferred granular antidandruff agent. The concentration of the pyrithione-based antidandruff particles can range from 0.1 wt% to 4 wt% of the total weight of the formulation, preferably from 0.1 wt% to 3 wt%, more preferably from 0.3 wt% to 2 wt%. Preferred pyrithione salts include salts formed from heavy metals such as zinc, tin, cadmium, magnesium, aluminum or zirconium, preferably salts formed from zinc, more preferably the zinc salt of 1-hydroxy-2-pyridinethione (known as "zinc pyrithione" or "ZPT"), more preferably 1-hydroxy-2-pyridinethione salt in the form of small platelet particles, and the like. Salts formed from other cations such as sodium may also be suitable.

[0094] Functional acids are acidic substances used to impart clinical functionality to the skin or hair upon application. Suitable functional acids include alpha-hydroxy acids, beta-hydroxy acids, lactic acid, retinoic acid, and similar substances.

[0095] In at least one embodiment, the formulation comprises an astringent. In at least one embodiment, the astringent is selected from the group consisting of magnesium oxide, aluminum oxide, titanium dioxide, zirconium dioxide, zinc oxide, oxide hydrates, aluminum oxide hydrate (boehmite) and hydroxides, chlorohydrates of calcium, magnesium, aluminum, titanium, zirconium or zinc. In at least one embodiment, the formulation comprises from 0.001% to 10% by weight, or from 0.01% to 9% by weight, or from 0.05% to 8% by weight, or from 0.1% to 5% by weight of the astringent.

[0096] In at least one embodiment, the formulation comprises an odor eliminator. In at least one embodiment, the odor eliminator is selected from the group consisting of allantoin, bisabolol, and combinations thereof. In at least one embodiment, the formulation comprises from 0.001% to 10% by weight, or from 0.01% to 9% by weight, or from 0.05% to 8% by weight, or from 0.1% to 5% by weight of the odor eliminator.

[0097] In at least one aspect, the composition comprises a sunscreen agent and / or a UV filter. Suitable sunscreen agents and UV filters are disclosed in WO2013 / 017262A1 (Patent Document 4), from line 11 on page 32 to the end of page 33. In at least one aspect, the sunscreen agent and / or UV filter is 4-aminobenzoic acid, 3-(4’-trimethylammonium)-benzylidene-borane-2-one-methyl sulfate, camphor benzalkonium methosulfate, 3,3,5-trimethyl-cyclohexyl salicylate, 2-hydroxy-4-methoxybenzophenone, 2-phenylbenzimidazole-5-sulfonic acid and its potassium-, sodium- and triethanolamine salts, 3,3’-(1,4-phenylenedimethine)-bis-(7,7-dimethyl-2-oxobicyclo[2.2.1]-heptane-1-methanesulfonic acid) and its salts, 1-(4-tert.-butylphenyl)-3-(4-methoxyphenyl)propane-1,3-dione, 3-(4’-sulfonato)-benzylidene-borane-2-one and its salts, 2-cyano-3,3-diphenyl-acrylic acid-(2-ethylhexyl ester), polymer of N-[2(and 4)-(2-oxoborn-3-ylidenemethyl)benzyl]-acrylamide, 4-methoxy-cinnamic acid-2-ethyl-hexyl ester, ethoxylated ethyl-4-amino-benzoate, 4-methoxy-cinnamic acid-isoamyl ester, 2,4,6-tris-[p-(2-ethylhexyloxycarbonyl)anilino]-1,3,5-triazine, 2-(2H-benzotriazol-2-yl)-4-methyl-6-(2-methyl-3-(1,3,3,3-tetramethyl-1-(trimethylsilyloxy)-disiloxanyl)-propyl)phenol, 4,4’-[(6-[4-((1,1-dimethylethyl)-aminocarbonyl)phenylamino]-1,3,5-triazine-2,4-yl)diimino]bis-(benzoic acid-2-ethylhexyl ester), 3-benzophenone, 4-benzophenone, 3(4’-methylbenzylidene)-D,L-Camphor, 3-Benzylidene-camphor, 2-Ethylhexyl salicylate, 2-Ethylhexyl 4-dimethylaminobenzoate, Hydroxy-4-methoxy-benzophenone-5-sulfonic acid and its sodium salt, 4-Isopropylbenzyl salicylate, N,N,N-Trimethyl-4-(2-oxoborn-3-ylidenemethyl)anilinium methyl sulfate, Homosalate (INN), Oxybenzone (INN), 2-Phenylbenzimidazole-5-sulfonic acid and its sodium, potassium and triethanolamine salts, Octyl methoxycinnamate, Isopentyl 4-methoxycinnamate, Isoamyl p-methoxycinnamate, 2,4,6-Trianilino-(p-carbo-2'-ethylhexyl-1'-oxy)-1,3,5-triazine (octyl triazone) phenol, 2,2(2H-Benzotriazol-2-yl)-4-methyl-6-(2-methyl-3-(1,3,3,3-tetramethyl-1-(trimethylsilyl)oxy)-disiloxanyl)propyl (drometrizole trisiloxane) benzoic acid, 4,4-((6-(((1,1-dimethylethyl)amino)carbonyl)phenyl)amino)-1,3,5-triazine-2,4-diyl)diimino)bis, bis(2-ethylhexyl)ester)benzoic acid, 4,4-((6-(((1,1-dimethylethyl)amino)-carbonyl)phenyl)amino)-1,3,5-triazine-2,4-diyl)diimino)bis, bis(2-ethylhexyl)ester), 3-(4'-methylbenzylidene)-D,L-camphor (4-methylbenzylidene camphor), Benzylidene-camphor-sulfonic acid, Octocrylene, Polyacrylamide methyl-benzylidene-camphor, 2-Ethylhexyl salicylate (octyl salicylate), Ethyl-2-hexyl ester 4-dimethyl-aminobenzoate (octyl dimethyl PABA), PEG-25 PABA, 2-Hydroxy-4-methoxybenzophenone-5-sulfonic acid (5-benzophenone) and its sodium salt, 2,2'-Methylene-bis-6-(2H-benzotriazol-2-yl)-4-(tetramethyl-butyl)-1,1,3,3-phenol, 2-2'-bis-(1,4-phenylene)1H-benzimidazole-4,Sodium salt of 6-disulfonic acid, (1,3,5)-triazine-2,4-bis((4-(2-ethyl-hexyloxy)-2-hydroxy)-phenyl)-6-(4-methoxyphenyl), 2-ethylhexyl-2-cyano-3,3-diphenyl-2-propenoate, glyceryl octanoate, di-p-methoxycinnamic acid, p-amino-benzoic acid and its esters, 4-tert-butyl-4'-methoxydibenzoylmethane, 4-(2-β-glucopyranoxy)propoxy-2-hydroxybenzophenone, octyl salicylate, methyl-2,5-diisopropylcinnamate, cinoxate, dihydroxy-dimethoxybenzophenone, disodium salt of 2,2'-dihydroxy-4,4'-dimethoxy-5,5'-disulfobenzophenone, dihydroxybenzophenone, 1,3,4-dimethoxyphenyl-4,4-dimethyl-1,3-pentanedione, 2-ethylhexyl-dimethoxybenzylidene-dioxoimidazolidinepropionate, methylene-bis-benzotriazolyltetramethylbutylphenol, phenyldibenzimidazole tetrasulfonate, bis-ethylhexyloxyphenol-methoxyphenol-triazine, tetrahydroxybenzophenone, terephthalylidenedicanful-sulfonic acid, 2,4,6-tris[4,2-ethylhexyloxycarbonyl)anilino]-1,3,Selected from the group consisting of 5 - triazine, methyl - bis(trimethylsiloxy)silyl - isopentyltrimethoxysilicic acid, amyl - p - dimethylaminobenzoate, amyl - p - dimethylaminobenzoate, 2 - ethylhexyl - p - dimethylaminobenzoate, isopropyl - p - methoxysilicic acid / diisopropylsilicic acid ester, 2 - ethylhexyl - p - methoxysilicic acid, 2 - hydroxy - 4 - methoxybenzophenone, 2 - hydroxy - 4 - methoxybenzophenone - 5 - sulfonic acid and trihydrate, 2 - hydroxy - 4 - methoxybenzophenone - 5 - sulfonate sodium salt, phenyl - benzimidazole sulfonic acid, and combinations thereof. In at least one embodiment, the formulation comprises from 0.001 wt% to 10 wt%, preferably from 0.05 wt% to 5 wt%, even more preferably from 0.1 wt% to 3 wt%, and most preferably from 0.05 wt% to 1 wt% of a sunscreen agent and / or UV filter. In at least one embodiment, the formulation comprises from 0.01 to 10 wt%, or from 0.1 to 5 wt%, more preferably from 0.2 to 2 wt% of a light - protecting substance. Suitable light - protecting substances include, in particular, all light - protecting substances specified in EP1084696A1 (Patent Document 5). The content of the said EP1084696A1 (Patent Document 5) is hereby incorporated by reference. In one of the preferred embodiments, the light - protecting substance is selected from the group consisting of 2 - ethylhexyl 4 - methoxycinnamate, methyl methoxycinnamate, 2 - hydroxy - 4 - methoxybenzophenone - 5 - sulfonic acid, polyethoxylated p - aminobenzoate, and combinations thereof.,

[0098] In at least one aspect, the formulation comprises an antioxidant. In at least one aspect, the antioxidant is selected from the group consisting of amino acids, peptides, saccharides, imidazoles, carotenoids, carotenes, chlorogenic acid, lipoic acid, thiols, thiolglycosyl esters, thiol N-acetyl esters, thiol methyl esters, thiol ethyl esters, thiol propyl esters, thiol amyl esters, thiol butyl esters, thiol lauryl esters, thiol palmitoyl esters, thiol oleyl esters, thiol linoleyl esters, thiol cholesteryl esters, thiol glyceryl esters, dilauryl thiodipropionate, distearyl thiodipropionate, thiodipropionic acid, metal chelating agents, hydroxy acids, fatty acids, folic acids, vitamin C, tocopherol, vitamin A, stilbenes, derivatives thereof and combinations thereof. In at least one aspect, the antioxidant is selected from the group consisting of glycine, histidine, tyrosine, tryptophan, urocanic acid, D,L-carnosine, D-carnosine, L-carnosine, beta-carotene, alpha-carotene, lycopene, dihydrolipoic acid, aurothioglucose, propylthiouracil, thioredoxin, glutathione, cysteine, cystine, cystamine, buthionine sulfoximine, monocysteine sulfoximine, buthionine sulfone, penta-, hexa-, pentathionine sulfoximine, hydroxy fatty acids, palmitic acid, phytic acid, lactoferrin, citric acid, lactic acid, malic acid, humic acid, bile acids, bilirubin, biliverdin, EDTA, EGTA, linoleic acid, linolenic acid, oleic acid, butylhydroxyanisole, trihydroxybutyrophenone, ubiquinone, ubiquinol, ascorbyl palmitate, Mg-ascorbyl phosphate, ascorbyl acetate, vitamin E acetate, vitamin A palmitate, carnosine, mannose, ZnO, ZnSO4, selenium methionine, stilbenes, superoxide dismutase, and combinations thereof. In at least one aspect, the antioxidant is selected from the group consisting of vitamin A, vitamin A derivatives, vitamin E, vitamin E derivatives, and combinations thereof.In at least one embodiment, the composition comprises an antioxidant in an amount from 0.001% to 10% by weight, preferably from 0.05% to 5% by weight, particularly preferably from 0.1% to 3% by weight, and equally particularly preferably from 0.05% to 1% by weight.

[0099] In at least one embodiment, the composition comprises a dye or a pigment. In at least one embodiment, the composition comprises at least one pigment. Suitable dyes and pigments are disclosed in the table on pages 36 to 43 of WO2013 / 017262A1 (Patent Document 4). These can be colored pigments that impart a color effect to the product material or to the hair, or can be luster effect pigments that impart a luster effect to the product material or to the hair. The color or luster effect on the hair is preferably primary, i.e., they persist until the next hair wash and can be removed again by washing the hair with a conventional shampoo. In at least one embodiment, the composition comprises from 0.01% to 25% by weight, preferably from 5% to 15% by weight of the pigment in total. In at least one embodiment, the particle size of the pigment is from 1 micron to 200 microns, preferably from 3 microns to 150 microns, more preferably from 10 microns to 100 microns. A pigment is a colorant that is substantially insoluble in the application medium and can be inorganic or organic. Inorganic-organic composite pigments are also possible. Preferred are inorganic pigments. The advantage of inorganic pigments is their excellent resistance to light, weather and temperature. Inorganic pigments can be of natural origin. In at least one embodiment, the inorganic pigment is selected from the group consisting of chalk, ochre, amber, green earth, burnt sienna, graphite, and combinations thereof. The pigment can be a white pigment, such as titanium dioxide or zinc oxide, a black pigment, such as black iron oxide, a colored pigment, such as ultramarine or red iron oxide, a luster pigment, a metallic effect pigment, a pearlescent luster pigment, and a fluorescent or phosphorescent pigment, where preferably at least one pigment is a non-white colored pigment. In at least one embodiment, the pigment is selected from the group consisting of metal oxides, hydroxides and oxide hydrates, mixed phase pigments, sulfur-containing silicates, metal sulfides, metal cyanide complexes, metal sulfates, chromates and molybdates, and metals themselves (bronze pigments), and combinations thereof.In at least one aspect, the pigment is selected from the group consisting of titanium dioxide (CI77891), black iron oxide (CI77499), yellow iron oxide (CI77492), red and brown iron oxide (CI77491), manganese violet (CI77742), ultramarine (sodium aluminosilicate, CI77007, Pigment Blue 29), chromium oxide hydrate (CI77289), Prussian blue (iron ferrocyanide, CI77510), carmine (cochineal), and combinations thereof. In at least one aspect, it is selected from the group consisting of pearlescent and colored pigments based on mica coated with a metal oxide or metal oxychloride, such as titanium dioxide or bismuth oxychloride, and optionally, further coloring substances such as iron oxides, Prussian blue, ultramarine, carmine, etc., where the color can be determined by varying the layer thickness. Such pigments are sold, for example, by Merck under the trade names Rona®, Colorona®, Dichrona®, and Timiron®. In at least one aspect, the pigment is selected from the group consisting of organic pigments such as sepia, gamboge, bone char, Cassel brown, indigo, chlorophyll, and other plant pigments. In at least one aspect, the pigment is selected from the group consisting of synthetic organic pigments such as azo pigments, anthraquinoids, indigoids, dioxazines, quinacridones, phthalocyanines, isoindolinones, perylenes and perinones, metal complexes, alkali blue, and diketopyrrolopyrrole pigments.

[0100] In at least one embodiment, the composition comprises at least one particulate matter from 0.01% to 10% by weight, preferably from 0.05% to 5% by weight. Suitable substances are, for example, substances that are solid at room temperature (25 °C) and in the form of particles. In at least one embodiment, the particulate matter is selected from the group consisting of silica, silicate, aluminate, clay earths, mica, insoluble salts, particularly insoluble inorganic metal salts, metal oxides, such as titanium dioxide, minerals and insoluble polymer particles. The particles may be present in the composition in an undissolved form, preferably in a stably dispersed form, and may be deposited in solid form on such substances after application to the keratinous material and evaporation of the solvent. Stable dispersion can be achieved by providing a composition having a yield point large enough to prevent the solid particles from settling. A sufficient yield point can be established by using a suitable gelling agent in a suitable amount. In at least one embodiment, the particulate matter is selected from the group consisting of silica (silica gel, silicon dioxide) and metal salts, particularly inorganic metal salts, where silica is particularly preferred. The metal salts are, for example, alkali metal or alkaline earth metal halides, such as sodium chloride or potassium chloride; alkali metal or alkaline earth metal sulfates, such as sodium sulfate or magnesium sulfate.

[0101] In at least one aspect, the formulation contains a direct dye. Among the direct dyes, preferred ones are either a single one of the following compounds or a combination of the following compounds: hydroxyethyl-2-nitro-p-toluidine, 2-hydroxyethylpyracmic acid, 4-nitrophenylaminourea, tri(4-amino-3-methylphenyl)carbenium chloride (Basic Violet 2), 1,4-di-amino-9,10-anthracenedione (Disperse Violet 1), 1-(2-hydroxy-ethyl)amino-2-nitro-4-[di(2-hydroxyethyl)amino]benzene (HC Blue No. 2), 4-[ethyl-(2-hydroxyethyl)amino]-1-[(2-hydroxyethyl)amino]-2-nitrobenzene hydrochloride (HC Blue No. 12), 1-amino-4-[di(2-hydroxyethyl)amino]-2-nitrobenzene hydrochloride (HC Red No. 13), 4-amino-1-[(2-hydroxyethyl)amino]-2-nitrobenzene (HC Red No. 3), 4-amino-3-nitrophenol, 4-[(2-hydroxyethyl)amino]-3-nitrophenol, 1-amino-5-chloro-4-[(2,3-dihydroxypropyl)amino]-2-nitrobenzene (HC Red No. 10), 5-chloro-1,4-[di(2,3-dihydroxypropyl)amino]-2-nitrobenzene (HC Red No. 11), 2-chloro-6-ethylamino-4-nitrophenol, 2-amino-6-chloro-4-nitrophenol, 4-[(2-hydroxyethyl)amino]-3-nitro-1-trifluoromethylbenzene (HC Yellow No. 13), 8-amino-2-bromo-5-hydroxy-4-imino-6-{[3-(trimethylammonio)-phenyl]amino}-1(4H)-naphthalenone chloride (C.I. 56059; Basic Blue No. 99), 1-[(4-aminophenyl)azo]-7-(trimethylammonio)-2-naphthol chloride (C.I. 12250; Basic Brown No. 16), 1-[(4-amino-2-nitrophenyl)azo]-7-(trimethylammonio)-2-naphthol chloride (Basic Brown No.17), 2-hydroxy-1-[(2-methoxyphenyl)azo]-7-(trimethylammonio)naphthalene chloride (C.I. 12245; Basic Red No. 76), 3-methyl-1-phenyl-4-{[3-(trimethylammonio)phenyl]azo}pyrazol-5-one chloride (C.I. 12719; Basic Yellow No. 57) and 2,6-diamino-3-[(pyridin-3-yl)azo]pyridine and salts thereof. Among the above direct dyes, particularly preferred are the following compounds alone or in combination: hydroxyethyl-2-nitro-p-toluidine, 2-hydroxyethyl picramic acid, 4-nitrophenylaminourea, tri(4-amino-3-methylphenyl)carbenium chloride (Basic Violet 2), 1,4-di-amino-9,10-anthracenedione (Disperse Violet 1), 1-(2-hydroxy-ethyl)amino-2-nitro-4-[di(2-hydroxyethyl)amino]benzene (HC Blue No. 2), 4-[ethyl-(2-hydroxyethyl)amino]-1-[(2-hydroxyethyl)amino]-2-nitrobenzene hydrochloride (HC Blue No. 12), 1-amino-4-[di(2-hydroxyethyl)amino]-2-nitrobenzene hydrochloride (HC Red No. 13), 4-amino-1-[(2-hydroxyethyl)amino]-2-nitrobenzene (HC Red No. 3), 4-amino-3-nitrophenol, 4-[(2-hydroxyethyl)amino]-3-nitrophenol, 1-amino-5-chloro-4-[(2,3-dihydroxypropyl)amino]-2-nitrobenzene (HC Red No. 10), 5-chloro-1,4-[di(2,3-dihydroxypropyl)-amino]-2-nitrobenzene (HC Red No. 11), 2-chloro-6-ethylamino-4-nitrophenol, 2-amino-6-chloro-4-nitrophenol, 4-[(2-hydroxyethyl)amino]-3-nitro-1-trifluoromethylbenzene (HC Yellow No. 13), 8-amino-2-bromo-5-hydroxy-4-imino-6-{[3-(trimethylammonio)-phenyl]amino}-1(4H)-naphthalenone chloride (C.I. 56059; Basic Blue No.99), 1-[(4-aminophenyl)azo]-7-(trimethylammonio)-2-naphthol chloride (C.I. 12250; Basic Brown No. 16), 1-[(4-amino-2-nitrophenyl)azo]-7-(trimethylammonio)-2-naphthol chloride (Basic Brown No. 17), 2-hydroxy-1-[(2-methoxyphenyl)azo]-7-(trimethylammonio)naphthalene chloride (C.I. 12245; Basic Red No. 76), 3-methyl-1-phenyl-4-{[3-(trimethylammonio)phenyl]azo}pyrazol-5-one chloride (C.I. 12719; Basic Yellow No. 57) and 2,6-diamino-3-[(pyridin-3-yl)azo]pyridine and salts thereof. In at least one embodiment, the total amount of the direct dye in the formulation is from 0.01 to 15% by weight, preferably from 0.1 to 10% by weight, most preferably from 0.5 to 8% by weight.

[0102] In at least one embodiment, the formulation comprises a conditioning agent. In at least one embodiment, the conditioning agent is a water-insoluble, water-dispersible and non-volatile liquid that forms emulsified liquid particles. In at least one embodiment, the conditioning agent is silicones (e.g., silicone oil, cationic silicone, silicone gum, high refractive index silicone, or silicone resin), organic conditioning oils (e.g., hydrocarbon oil, polyolefin, or fatty ester), cationic conditioning surfactants, high melting point fatty compounds, or combinations thereof.

[0103] In at least one aspect, the conditioning agent is a silicone, and the composition comprises from 0.01% to 10%, or from 0.1% to 5%, by total weight of the composition, of a silicone-based conditioning agent. Suitable silicone-based conditioning agents, and optional suspending agents for the silicone, are described in US 5,104,646 (Patent Document 5). In at least one aspect, the composition comprises a silicone gum selected from the group consisting of polydimethylsiloxane, (polydimethylsiloxane)(methylvinylsiloxane) copolymer, poly(dimethylsiloxane)(diphenylsiloxane)(methylvinylsiloxane) copolymer, and mixtures thereof.

[0104] In at least one aspect, the composition comprises a terminal amino silicone. As defined herein, "terminal amino silicone" means a silicone containing one or more amino groups at one or both ends of the silicone backbone. In at least one aspect, the composition substantially does not contain a silicone compound containing pendant amino groups. In one aspect, the composition substantially does not contain a silicone compound other than a terminal amino silicone. In at least one aspect, the amino group on at least one end of the silicone backbone of the terminal amino silicone is selected from the group consisting of primary amines, secondary amines, and tertiary amines. In at least one aspect, the composition comprises a terminal amino silicone according to formula (S): (R F ) a G 3-a -Si-(-OSiG2) n -O-SiG3- a (R F ) a (S) wherein G is hydrogen, phenyl, hydroxy, or C1-C8 alkyl, preferably methyl; a is an integer having a value from 1 to 3, preferably 1; b is 0, 1 or 2, preferably 1; n is a number from 0 to 1,999; RF is a monovalent residue according to the general formula C q H 2q L, where q is an integer having a value from 2 to 8, and L is the following group: -N(R T )CH2-CH2-N(R T )2; -N(R T )2; -N(R T )3A-; -N(R T )CH2-CH2-NR T H2A - (wherein R T is hydrogen, phenyl, benzyl, or a saturated hydrocarbon residue, preferably an alkyl residue having from 1 to 20 carbon atoms, and A - is a halide ion) selected from.

[0105] In at least one embodiment, the terminal amino silicone corresponding to formula (S) has a = 1, q = 3, G = methyl, n is from 1000 to 2500, or alternatively from 1500 to 1700, and L is -N(CH3)2. One suitable terminal amino silicone that conforms to formula (S) has a = 0, G = methyl, n is from 100 to 1500, or from 200 to 800, and L is the following group: -N(R T )CH2-CH2-N(R T )2; -N(R T )2; -N(R T )3A-; -N(R T )CH2-CH2-NR T H2A - (wherein R T is hydrogen, phenyl, benzyl, or a saturated hydrocarbon residue, preferably an alkyl residue having from 1 to 20 carbon atoms; A -is selected from (where X is a halide ion), or alternatively L is -NH2. In at least one embodiment, the terminal amino silicone is selected from the group consisting of bis-aminomethyldimethyl silicone, bis-aminoethyldimethyl silicone, bis-aminopropyldimethyl silicone, bis-aminobutyldimethyl silicone, and mixtures thereof. In one embodiment, the viscosity of the terminal amino silicone, measured at 25°C, is from 1,000 to 30,000 cPs, or from 5,000 to 20,000 cPs. In at least one embodiment, the formulation comprises from 0.1% to 20%, or from 0.5% to 10%, or from 1% to 6% of the terminal amino silicone, based on the total weight of the formulation.

[0106] In at least one embodiment, the composition comprises a high melting point fatty compound. The high melting point fatty compound has a melting point of 25 °C or higher. In at least one embodiment, the high melting point fatty compound is selected from the group consisting of fatty alcohols, fatty acids, fatty alcohol derivatives, fatty acid derivatives, and mixtures thereof. Non-limiting examples of the high melting point compound are described in the International Cosmetic Ingredient Dictionary, Fifth Edition, 1993 and the CTFA Cosmetic Ingredient Handbook, Second Edition, 1992. The composition may comprise from 0.1% to 40%, or from 1% to 30%, or from 1.5% to 16%, or from 1.5% to 8% by weight of the total weight of the composition of the high melting point fatty compound. This is advantageous in terms of providing the benefits of improved conditioning, such as a slippery feel when applied to wet hair, flexibility, and a moisturized feel on dry hair. In at least one embodiment, the fatty alcohol is selected from the group consisting of cetyl alcohol, stearyl alcohol, behenyl alcohol, and mixtures thereof. In at least one embodiment, the composition comprises a linear fatty alcohol, wherein the linear fatty alcohol is contained in a lamellar matrix. The lamellar matrix is suitable for providing various conditioning benefits, such as a slippery feel when applied to wet hair, flexibility, and a moisturized feel on dry hair. The linear fatty alcohol may contain from 8 to 24 carbon atoms. In one embodiment, the linear fatty alcohol is selected from the group consisting of cetyl alcohol, stearyl alcohol, and mixtures thereof. In one embodiment, the weight ratio of the total linear fatty alcohol to the terminal amino silicone is from 0.5:1 to 10:1, or from 1:1 to 5:1, or from 2.4:1 to 2.7:1.

[0107] In at least one embodiment, the lamellar matrix comprises a cationic conditioning surfactant and a high melting point fatty compound. From the perspective of providing the lamellar matrix, the cationic conditioning surfactant and the high melting point fatty compound are included at a level such that the weight ratio of the cationic surfactant to the high melting point fatty compound ranges from 1:1 to 1:10 or from 1:1 to 1:6.

[0108] In at least one aspect, the composition comprises a cationic conditioning surfactant. In at least one aspect, the composition comprises from 0.05% to 3.0%, or from 0.075% to 2.0%, or from 0.1% to 1.0% of a cationic conditioning surfactant, based on the total weight of the composition. In at least one aspect, the cationic conditioning surfactant is included in a lamellar gel matrix. In other words, the composition comprises a lamellar gel matrix, and the lamellar gel matrix comprises the cationic conditioning surfactant. In one aspect, the cationic conditioning surfactant follows formula (C):

[0109]

Chemical formula

[0110] In at least one embodiment, the cationic conditioning surfactant is selected from the group consisting of behenyltrimethylammonium chloride, methyl sulfate or ethyl sulfate, and stearyltrimethylammonium chloride, methyl sulfate or ethyl sulfate. Compared with cationic surfactants having shorter alkyl groups, longer alkyl groups are considered to provide a smooth and soft feeling to wet and dry hair. Also, such cationic surfactants are considered to be able to provide reduced irritation compared to those having shorter alkyl groups.

[0111] In at least one embodiment, the cationic surfactant is a dilong-chain alkyl quaternized ammonium salt selected from the group consisting of dialkyl (C14-C18) dimethylammonium chloride, ditallow alkyldimethylammonium chloride, dihydrogenated tallow alkyldimethylammonium chloride, distearyldimethylammonium chloride, dicetyldimethylammonium chloride, and mixtures thereof.

[0112] In at least one embodiment, the cationic surfactant is a tertiary amidoamine having an alkyl group with 12 to 22 carbon atoms. The tertiary amidoamine can be selected from the group consisting of stearamidopropyldimethyl-, stearamidopropyldiethyl-, stearamidoethyldiethyl-, stearamidoethyldimethyl-, palmitamidopropyldimethyl-, palmitamidopropyldiethyl-, palmitamidoethyldiethyl-, palmitamidoethyldimethyl-, behenamidopropyldimethyl-, behenamidopropyldiethyl-, behenamidoethyldiethyl-, behenamidoethyldimethyl-, arachidamidopropyldimethyl-, arachidamidopropyldiethyl-, arachidamidoethyldiethyl-, and arachidamidoethyldimethyl-amine, diethylaminoethyl stearamide, and mixtures thereof. The tertiary amidoamine can be used in combination with an acid. This acid is typically used as a salt-forming anion. In one embodiment, the acid is selected from the group consisting of lactic acid, malic acid, hydrochloric acid, 1-glumatic acid, acetic acid, citric acid, and mixtures thereof.

[0113] In at least one embodiment, the cationic surfactant is selected from the group consisting of cetyltrimonium chloride (CTAC), stearyltrimonium chloride (STAC), behentrimonium methosulfate, stearoyl amidopropyl dimethylamine (SAPDMA), distearyldimethylammonium chloride, and mixtures thereof.

[0114] In at least one embodiment, the formulation comprises a surfactant system. In at least one embodiment, the surfactant system comprises a surfactant selected from the group consisting of anionic surfactants, cationic surfactants, nonionic surfactants, zwitterionic surfactants and / or amphoteric surfactants. In at least one embodiment, the formulation comprises from 0.01% to 70% by weight, from 0.1% to 40% by weight, from 1% to 30% by weight, from 2% to 20% by weight of surfactant in total amount.

[0115] In at least one aspect, the formulation comprises an anionic surfactant. In at least one aspect, the anionic surfactant is selected from the group consisting of (C 10 -C 20 )-alkyl and alkylene carboxylates, alkyl ether carboxylates, fatty alcohol sulfates, fatty alcohol ether sulfates, alkyl amide sulfates and sulfonates, fatty acid alkyl amide polyglycol ether sulfates, alkane sulfonates and hydroxyalkane sulfonates, olefin sulfonates, acyl esters of isethionates, alpha-sulfo fatty acid esters, alkyl benzene sulfonates, alkyl phenol glycol ether sulfonates, sulfosuccinates, sulfosuccinic acid monoesters and diesters, fatty alcohol ether phosphates, peptide / fatty acid condensation products, alkyl monoglyceride sulfates and sulfonates, alkyl glyceride ether sulfonates, fatty acid methyl taurides, fatty acid sarcosinates, sulfolysinoleates, acyl glutamates, and mixtures thereof. The anionic surfactants (and mixtures thereof) can be used in the form of their water-soluble or water-dispersible salts, examples of which are sodium, potassium, magnesium, ammonium, mono-, di- and triethanolammonium and similar alkylammonium salts. In at least one aspect, the anionic surfactant is a salt of an anionic surfactant containing from 12 to 14 carbon atoms. In at least one aspect, the anionic surfactant is selected from the group consisting of sodium lauryl sulfate, sodium laureth sulfate, sodium tridecyl sulfate, sodium tridecesulfate, sodium myristyl sulfate, sodium myresulfate, and mixtures thereof.

[0116] In at least one aspect, the formulation comprises an acyl glycinate-based surfactant. In at least one aspect, the acyl glycinate-based surfactant follows the following formula (Y):

[0117]

Chemical formula

[0118] In at least one embodiment, Q a + is Li + , Na + , K + , Mg ++ , Ca ++ , Al +++ , NH4 + , a monoalkylammonium ion, a dialkylammonium ion, a trialkylammonium ion and a tetraalkylammonium ion, or a combination thereof. In at least one embodiment, the acyl glycinate surfactant is selected from sodium cocoyl glycinate and potassium cocoyl glycinate. In at least one embodiment, the acyl glycinate surfactant follows formula (Y), wherein R is selected from C 12 alkyl or C 14 alkyl. In at least one embodiment, the acyl glycinate surfactant follows formula (Y), wherein R is selected from C 16 alkyl or C 18 alkyl.

[0119] In at least one embodiment, the formulation comprises a glutamate surfactant corresponding to formula (Z) or a salt thereof:

[0120]

Chemical formula

[0121] In at least one embodiment, the glutamate-based surfactant is selected from sodium cocoyl glutamate and potassium cocoyl glutamate. In at least one embodiment, the glutamate-based surfactant follows formula (Z), but is selected from those in which R is C 12 alkyl or C 14 alkyl. In at least one embodiment, the glutamate-based surfactant follows formula (Z), but is selected from those in which R is C 16 alkyl or C 18 alkyl.

[0122] In at least one embodiment, the formulation comprises from 0.01% to 30% by weight, preferably from 1% to 25% by weight, more preferably from 5% to 20% by weight, particularly preferably from 12% to 18% by weight of an anionic surfactant.

[0123] In at least one embodiment, the formulation comprises a nonionic surfactant. In at least one embodiment, the nonionic surfactant has an HLB (hydrophilic-lipophilic balance) greater than 12. Optionally, the nonionic surfactant is an ethoxylated or ethoxylated / propoxylated fatty alcohol having a fatty chain of 12 to 22 carbon atoms, ethoxylated sterols such as stearyl- or lauryl alcohol (EO-7), PEG-16 soybean sterol or PEG-10 soybean sterol, polyoxyethylene polyoxypropylene block polymer (poloxamer), and mixtures thereof.

[0124] In at least one embodiment, the nonionic surfactant is an ethoxylated fatty alcohol, fatty acid, fatty acid glyceride or alkylphenol, in particular C8-C 22 to fatty alcohol, C 12 -C 22 to fatty acid or to alkylphenol having 8 to 15 carbon atoms in the alkyl group, an addition product of 2 to 30 moles of ethylene oxide and / or 1 to 5 moles of propylene oxide, an addition product of 1 to 30 moles of ethylene oxide to glycerol, C 12 -C 22 fatty acid mono- and diesters, an addition product of 5 to 60 moles of ethylene oxide to castor oil or hydrogenated castor oil, fatty acid sugar esters, in particular esters of sucrose with one or two C8-C 22 fatty acids, sucrose cocoate, sucrose dilaurate, sucrose distearate, sucrose laurate, sucrose myristate, sucrose oleate, sucrose palmitate, sucrose ricinoleate, sucrose stearate as INCI, esters of sorbitan with one, two or three C8-C 22 fatty acids, esters with an ethoxylation degree of 4 to 20, polyglyceryl fatty acid esters, in particular polyglyceryl fatty acid esters of one, two or three C8-C 22 fatty acids and polyglycerol (preferably having 2 to 20 glyceryl units), C8-C22 It is selected from the group consisting of alkyl glucosides, alkyl oligoglucosides and alkyl polyglucosides having an alkyl group, such as decyl glucoside or lauryl glucoside, and mixtures thereof.

[0125] In at least one embodiment, the nonionic surfactant is selected from the group consisting of fatty alcohol ethoxylates (alkyl polyethylene glycols), alkylphenol polyethylene glycols, alkyl mercaptan polyethylene glycols, fatty amine ethoxylates (alkylaminopolyethylene glycols), fatty acid ethoxylates (acyl polyethylene glycols), polypropylene glycol ethoxylates (e.g., Pluronics®), fatty acid alkanolamides (fatty acid amide polyethylene glycols), N-alkyl-, N-alkoxypolyhydroxy-fatty acid amides, sucrose esters, sorbitol esters, polyglycol ethers, and mixtures thereof.

[0126] In at least one embodiment, the formulation comprises a fatty N-methyl-N-glucamide-based surfactant, provided that the fatty N-methyl-N-glucamide-based surfactant follows formula (X):

[0127]

Chemical formula

[0128] Particularly preferred N-methyl-N-acylglucamines of formula (X) are capryloyl / capryloylmethylglucamide, lauroyl / myristoylmethylglucamide, cocoilmethylglucamide, oleylmethylglucamide, or mixtures thereof. Such N-methyl-N-acylgluamines are commercially available from Clariant (GlucoTain® Clear, GlucoTain® Plus, GlucoTain® Flex, GlucoTain® Care, GlucoTain® Sense).

[0129] Similarly particularly preferred N-methyl-N-acylglucamines of formula (X) are N-9-decenoyl-N-methylglucamine, N-9-dodecenoyl-N-methylglucamine, or mixtures thereof.

[0130] In at least one embodiment, the formulation comprises from 1% to 20% by weight, preferably from 2% to 10% by weight, more preferably from 3% to 7% by weight of a nonionic surfactant.

[0131] In at least one embodiment, the amphoteric surfactant is an alkali metal salt and N-(C 12 -C 18 )-alkyl-β-aminopropionate and N-(C 12 -C 18 )-alkyl-β-iminodipropionate; N-acylaminoalkyl-N,N-dimethylacetobetaine, preferably N-(C8-C 18 )-acylaminopropyl-N,N-dimethylacetobetaine, (C 12 -C 18 )-alkyl-dimethyl-sulfopropylbetaine, imidazoline-based amphoteric surfactants (e.g., Miranol®, Steinapon®), preferably the sodium salt of 1-(beta-carboxymethyloxyethyl)-1-(carboxymethyl)-2-laurylimidazolinium; amine oxides, e.g., (C 12 ~C18 )-alkyl dimethyl amine oxide, fatty acid amide alkyl dimethyl amine oxide, and mixtures thereof.

[0132] In at least one embodiment, the formulation comprises a betaine surfactant. Optionally, the betaine surfactant is selected from C8-C 18 alkyl betaines. In at least one embodiment, the betaine surfactant is selected from the group consisting of coco dimethyl carboxymethyl betaine, lauryl dimethyl carboxymethyl betaine, lauryl dimethyl alpha-carboxyethyl betaine, cetyl dimethyl carboxymethyl betaine, oleyl dimethyl gamma-carboxypropyl betaine, and lauryl bis(2-hydroxypropyl) alpha-carboxyethyl betaine, and combinations thereof. Optionally, the betaine surfactant is selected from C8-C 18 sulfobetaines. In at least one embodiment, the betaine surfactant is selected from the group consisting of coco dimethyl sulfopropyl betaine, stearyl dimethyl sulfopropyl betaine, lauryl dimethyl sulfoethyl betaine, lauryl bis(2-hydroxyethyl) sulfopropyl betaine, and combinations thereof. Optionally, the betaine surfactant is a carboxyl derivative of imidazole, C8-C 18 alkyl dimethyl ammonium acetate, C8-C 18 alkyl dimethyl carbonylmethyl ammonium salts, and C8-C 18 fatty acid alkyl amide betaines, and mixtures thereof. Optionally, the C8-C 18 fatty acid alkyl amide betaines are selected from coconut fatty acid amide propyl betaine, N-coconut fatty acid amide ethyl-N-[2-(carboxymethoxy)ethyl] glycerol (CTFA name: cocamide amphocarboxyglycinate), and mixtures thereof.

[0133] In at least one embodiment, the formulation comprises from 0.5% to 20% by weight, preferably from 1% to 10% by weight, of an amphoteric surfactant.

[0134] In at least one aspect, the formulation comprises a surfactant system. In at least one aspect, the surfactant system comprises at least one surfactant selected from the group consisting of lauryl sulfate, laureth sulfate, cocoamidopropyl betaine, sodium cocoyl glutamate, lauroamphoacetate, and mixtures thereof. In at least one aspect, the surfactant system comprises sodium laureth sulfate, sodium lauryl sulfate, and optionally, cocoamidopropyl betaine. In at least one aspect, the surfactant system comprises sodium laureth sulfate, potassium cocoyl glutamate, and cocoamidopropyl betaine.

[0135] In at least one aspect, the formulation further comprises a hair styling polymer. In at least one aspect, the hair styling polymer is selected from the group consisting of amphoteric hair styling polymers, zwitterionic hair styling polymers, anionic hair styling polymers, nonionic hair styling polymers, cationic hair styling polymers, and mixtures thereof. In at least one aspect, the formulation comprises from 0.01% to 20%, or from 0.01% to 16%, or from 0.01% to 10%, or from 1% to 8%, or from 2% to 6% of a hair styling polymer. Suitable hair styling polymers are described, for example, in WO2018 / 002100 (pages 55 to 63) (Patent Document 1).

[0136] In at least one aspect, the formulation has a viscosity from 0 cPs to 20,000 cPs. In at least one aspect, the formulation has a viscosity from 0.1 cPs to 10,000 cPs, or from 1 cPs to 5,000 cPs, or from 5 cPs to 3,500 cPs.

[0137] The viscosity measurement conditions are defined in the previous definition section. Viscosity may be important for anti-drip reasons. Drips can be inconvenient for users. Furthermore, more viscous formulations can be useful for metered dispensing. In at least one aspect, the formulation has a viscosity ranging from 0 cPs to 1,000 cPs. This viscosity range is advantageous when the formulation is in the form of a facial cleanser from the perspective of the need to distribute on the skin and rinsability.

[0138] In at least one aspect, the formulation further comprises a viscosity adjusting substance. The viscosity adjusting substance is preferably a thickening polymer.

[0139] In at least one aspect, the thickening polymer is a polymer based on acrylamidomethylpropanesulfonic acid (AMPS (registered trademark)). These polymers exhibit good thickening performance even at pH values of 7 or less. Particularly preferably, the thickening polymer is selected from the group consisting of homo- or copolymers of acrylamidomethylpropanesulfonic acid and its salts. Among the above polymers, preferred are polymers having at least 20 mol% of units based on acrylamidomethylpropanesulfonic acid and / or its salts, and particularly preferred are polymers having at least 50 mol% of units based on acrylamidomethylpropanesulfonic acid and / or its salts, where the mol values are based on the whole polymer respectively. In the case of a copolymer, in addition to the structural units based on acrylamidomethylpropanesulfonic acid and / or its salts, preferably, one or more structural units based on the following comonomers are present in the copolymer: acrylic acid, methacrylic acid, acrylamide, dimethylacrylamide, vinyl pyrrolidone (VP), hydroxyethyl acrylate, hydroxyethyl methacrylate, ethoxylated alcohol RO-(CH2CH2O) m H (wherein R is an alkyl residue having 12 to 30 carbon atoms, and m is a number from 3 to 30) acrylic or methacrylic acid ester, and CH2=CH-COO-(CH2CH2-COO)n X (wherein n is a number from 0 to 10, and X is a counter ion, preferably H + , Na + and / or NH4 + ). The polymer selected from the group consisting of homopolymers and copolymers of acrylamidomethylpropanesulfonic acid and salts thereof may or may not be crosslinked. In the case of crosslinking, these include structural units based on monomers having two or more olefinic double bonds. In the case of crosslinking, preferably from 0.1 to 10 mol% of such structural units, based on the total polymer, are present in the homopolymer or copolymer. When one or more structural units based on acrylamidomethylpropanesulfonic acid and / or its salts in the homopolymer and / or copolymer of acrylamidomethylpropanesulfonic acid and / or its salts have one or more counter ions other than H + , these other counter ions are preferably Na + and NH4 +is selected from the group consisting of. Suitable polymers are described in publications such as EP-0816403 (Patent Document 6), EP-1069142 (Patent Document 7), EP-1116733 (Patent Document 8) and DE-102009014877 (Patent Document 9) (Clariant), EP-1347736 (Patent Document 10) (L'Oréal) or EP-1496081 (Patent Document 11) (Seppic). Examples include Aristoflex® AVC (ammonium acryloyldimethyltaurate / VP copolymer), Aristoflex® AVS (sodium acryloyldimethyltaurate / VP cross-polymer), Aristoflex® TAC (ammonium acryloyldimethyltaurate carboxyethyl acrylate cross-polymer), Hostacerin® AMPS (ammonium polyacryloyldimethyltaurate), Aristoflex® HMB (ammonium acryloyldimethyltaurate / beheneth-25 methacrylate cross-polymer), Aristoflex® BLV (ammonium acryloyldimethyltaurate / beheneth-25 methacrylate cross-polymer), Aristoflex® HMS (ammonium acryloyldimethyltaurate / steareth-25 methacrylate cross-polymer), Aristoflex® SNC (ammonium acryloyldimethyltaurate / steareth-8 methacrylate copolymer), Aristoflex® LNC (ammonium acryloyldimethyltaurate / laureth-7 methacrylate copolymer) or Sepinov® EMT10 (hydroxyethyl acrylate / sodium acryloyldimethyltaurate copolymer), Sepigel® 305, and the like.

[0140] In at least one aspect, the thickening polymer is a copolymer of at least one first monomer type selected from acrylic acid and methacrylic acid and at least one second monomer type selected from esters of acrylic acid and ethoxylated fatty alcohols; crosslinked polyacrylic acid; at least one first monomer type selected from acrylic acid and methacrylic acid and C 10 ~C 30 a crosslinked copolymer of at least one second monomer type selected from esters of alcohol; at least one first monomer type selected from acrylic acid and methacrylic acid and at least one second monomer type selected from esters of itaconic acid and ethoxylated fatty alcohols; at least one first monomer type selected from acrylic acid and methacrylic acid and ethoxylated C 10 ~C 30Copolymers of at least one second monomer type selected from esters with alcohols and a third monomer type selected from C1-C4 aminoalkyl acrylates; copolymers of two or more monomers selected from acrylic acid, methacrylic acid, acrylic acid esters and methacrylic acid esters; copolymers of vinyl pyrrolidone and ammonium acryloyldimethyltaurate; copolymers of ammonium acryloyldimethyltaurate and a monomer selected from esters of methacrylic acid and ethoxylated fatty alcohols; hydroxyethyl cellulose; hydroxypropyl cellulose; hydroxypropyl guar; glyceryl polyacrylate; glyceryl polymethacrylate; copolymers of at least one C2-, C3- or C4-alkylene and styrene; polyurethanes; hydroxypropyl starch phosphate; polyacrylamide; maleic anhydride and methyl vinyl ether copolymer crosslinked with decadiene; carob seed flower; guar gum; xanthan; dehydroxanthan; carrageenan; karaya gum; hydrolyzed corn starch; copolymers of polyethylene oxide, fatty alcohol and saturated methylene diphenyl diisocyanate (e.g., PEG-150 / stearyl alcohol / SMDI copolymer); and mixtures thereof are selected from the group consisting of.

[0141] In at least one embodiment, the formulation has a pH value from 2.0 to 12.0, preferably from 3.0 to 9.0, more preferably from 4.5 to 7.5. By changing the pH value, formulations suitable for various applications can be obtained.

[0142] In at least one embodiment, the formulation comprises an alkalizing agent or a pH regulator. In at least one embodiment, ammonia or caustic soda is suitable, although water-soluble and physiologically acceptable salts of organic or inorganic bases may also be considered. Optionally, the pH regulator is selected from ammonium bicarbonate, ammonia, monoethanolamine, ammonium carbonate. In at least one embodiment, the alkalizing agent or pH regulator is selected from the group consisting of 2-amino-2-methyl-1-propanol, 2-amino-2-methyl-1,3-propanediol, 2-amino-2-ethyl-1,3-propanediol, tris(hydroxymethyl)-aminomethane, 2-amino-1-butanol, tris(2-hydroxypropyl)-amine, 2,2-iminobisethanol, lysine, iminoure (guanidine carbonate), tetrahydro-1,4-oxazine, 2-amino-5-guanidine-valeric acid, 2-aminoethanesulfonic acid, diethanolamine, triethanolamine, N-methylethanolamine, isopropanolamine, diisopropanolamine, triisopropanolamine, glucamine, sodium hydroxide, potassium hydroxide, lithium hydroxide, magnesium oxide, and mixtures thereof.

[0143] To establish an acidic pH value, an acid can be included. In at least one embodiment, the formulation comprises an acid selected from the group consisting of hydrochloric acid, phosphoric acid, acetic acid, formic acid, sulfuric acid, citric acid, and mixtures thereof. Citric acid is most preferred as it is well-accepted by consumers. In at least one embodiment, the acidic pH is adjusted using a phosphate buffer, a TRIS buffer or a citrate-based buffer. These buffers may be used alone or in combination with an acid.

[0144] In at least one aspect, the formulation is in liquid form. In one alternative aspect, the formulation is solid. Optionally, the formulation is in powdered or granulated form. This is advantageous typically because there is no need to transport heavy liquids over long distances, and there are economic and environmental benefits. The solid form can be achieved by spray drying the formulation or using a rotary evaporator. The formulation can be converted to liquid form after transportation, for example, by adding water.

[0145] In at least one aspect, the formulation is a household cleaning agent formulation.

[0146] In at least one aspect, the formulation is a hand dishwashing detergent formulation. In at least one aspect, the hand dishwashing detergent formulation contains an anionic surfactant. In at least one aspect, the hand dishwashing detergent formulation contains from 5% to 25% by weight of an anionic surfactant. In at least one aspect, the hand dishwashing detergent formulation contains a surfactant system comprising at least one anionic surfactant and at least one further surfactant selected from nonionic surfactants, amphoteric surfactants, zwitterionic surfactants, and combinations thereof.

[0147] Preferably, the hand dishwashing detergent formulation contains cocoamidopropyl betaine or amine oxide. Preferably, the amine oxide is lauryl amine oxide, cocooyl amine oxide, or a combination thereof. In at least one aspect, the pH value of the hand dishwashing detergent formulation is between pH 5.0 and pH 10, preferably between pH 5.5 and pH 9.0. In the case of the hand dishwashing detergent formulation containing amine oxide, the hand dishwashing detergent formulation has a pH between pH 7.5 and pH 9.5, most preferably between pH 8.0 and pH 9.0.

[0148] In at least one aspect, the formulation is a cleaning agent for hard surfaces. In at least one aspect, the cleaning agent for hard surfaces contains an anionic surfactant. In at least one aspect, the cleaning agent for hard surfaces contains from 1% to 10% by weight of an anionic surfactant. In at least one aspect, the cleaning agent for hard surfaces contains a nonionic surfactant. In at least one aspect, the cleaning agent for hard surfaces contains from 1% to 10% by weight of a nonionic surfactant. In at least one aspect, the cleaning agent for hard surfaces contains a surfactant system including at least one anionic surfactant and at least one other surfactant selected from nonionic surfactants, amphoteric surfactants, zwitterionic surfactants, and combinations thereof. Preferably, the cleaning agent for hard surfaces contains linear alkylbenzene sulfonate and fatty alcohol ethoxylate. In at least one aspect, the pH value of the cleaning agent for hard surfaces is between pH 5.0 and pH 11, preferably between pH 6.0 and pH 9.0.

[0149] In at least one aspect, the formulation is a liquid laundry detergent formulation containing one or more surfactants. Preferably, the one or more surfactants in the liquid laundry detergent formulation are selected from the group consisting of anionic, nonionic, cationic, and zwitterionic surfactants, more preferably from the group consisting of anionic, nonionic, and zwitterionic surfactants.

[0150] Anionic surfactant In at least one aspect, the formulation contains an anionic surfactant. Anionic surfactants are particularly useful in detergent formulations such as household cleaning agent formulations. Preferred anionic surfactants are alkyl sulfonates and alkyl ether sulfates. Preferred alkyl sulfonates are alkylbenzene sulfonates, particularly C8 - C 15 , preferably C 12 ~C 14It is a linear alkylbenzene sulfonate (LAS) having an alkyl chain length of . The counter ion soluble in the concentrated alkali solution is an ammonium ion, for example, one generated by neutralizing alkylbenzene sulfonic acid with one or more ethanolamines such as monoethanolamine (MEA) and triethanolamine (TEA), or alternatively, one generated from the neutralization of alkylbenzene sulfonic acid with an alkali metal such as an alkali hydroxide. A preferred alkyl ether sulfate (AES) is an alkyl polyethoxylate sulfate anionic surfactant.

[0151] Nonionic surfactant In at least one embodiment, the formulation comprises a nonionic surfactant. Examples of nonionic surfactants include primary and secondary alcohol ethoxylates, in particular C8 - C 20 aliphatic alcohols ethoxylated with an average of 1 to 20 moles of ethylene oxide per mole of alcohol, more particularly C 10 ~C 15 primary and secondary aliphatic alcohols and the like. Examples of non-ethoxylated nonionic surfactants include alkyl polyglycosides, glycerol monoethers, and polyhydroxyamides (glucamides). Mixtures of nonionic surfactants can also be used.

[0152] When included, the household detergent composition, especially the liquid laundry detergent composition, preferably contains from 0.2% to 40% by weight, more preferably from 1% to 20% by weight, of a nonionic surfactant, such as an alcohol ethoxylate, a nonylphenol ethoxylate, an alkyl polyglycoside, an alkyldimethylamine oxide, an ethoxylated fatty acid monoethanolamide, a fatty acid monoethanolamide, a polyhydroxyalkyl fatty acid amide, an N-acyl N-alkyl derivative of glucosamine (glucamides), or a combination thereof. Examples of nonionic surfactants that can be used include primary and secondary alcohol ethoxylates, especially C8-C 20 aliphatic alcohols, and more particularly C 10 ~C 15 primary and secondary aliphatic alcohols, etc.

[0153] zwitterionic surfactant In at least one embodiment, the composition contains a zwitterionic surfactant. The liquid laundry detergent composition may contain a zwitterionic surfactant, such as an amine oxide or a betaine, preferably in an amount up to 10% by weight based on the total weight of the liquid laundry detergent composition. The betaines may be alkyl dimethyl betaines or alkyl amide betaines, where their alkyl groups have a C 12 ~C 18 chain.

[0154] Additional surfactants In at least one aspect, the liquid laundry detergent composition comprises a surfactant selected from the group consisting of anionic surfactants, nonionic surfactants, and mixtures thereof; preferably, the surfactant is selected from the group consisting of linear alkylbenzene sulfonates, alkyl ether sulfates, nonionic surfactants, amine oxides, and betaines; more preferably, it is selected from the group consisting of linear alkylbenzene sulfonates, alkyl ether sulfates, and nonionic surfactants. Other surfactants other than the preferred LAS, AES, and nonionic surfactants may also be added. Although less preferred, alkyl sulfate-based surfactants, especially non-ethoxylated C 12 ~C 15 primary and secondary alkyl sulfates may be used. Soap may also be used. The proportion of soap is preferably less than 10% by weight.

[0155] Preferably, each of the one or more surfactants in the liquid laundry detergent composition is present in an amount of at least 5% by weight, preferably from 5% to 65% by weight, more preferably from 6% to 60% by weight, and particularly preferably from 7% to 55% by weight, based on the total weight of the liquid laundry detergent composition.

[0156] Yet another optional component The household cleaning composition may include one or more optional components. For example, these may include conventional components commonly used in detergent compositions, particularly laundry detergent compositions. Examples of optional components include, but are not limited to, builders, bleaches, bleach-active compounds, bleach activators, bleach catalysts, optical bleaches, color transfer inhibitors, color protectants, anti-redeposition agents, dispersants, fabric softeners and antistatic agents, fluorescent brighteners, enzymes, enzyme stabilizers, foam control agents, defoamers, odor reducing agents, preservatives, disinfectants, hydrotropes, fiber lubricants, shrinkage inhibitors, buffers, fragrances, processing aids, colorants, dyes, pigments, corrosion inhibitors, fillers, stabilizers, or other conventional components for detergent or laundry detergent compositions.

[0157] Polymer For enhanced detergency, it can be advantageous to use polymers in household detergent formulations, particularly in liquid laundry detergent formulations. This polymer is preferably polyalkoxylated polyethyleneimine (EPEI). Polyethyleneimine is a material composed of ethyleneimine units -CH2CH2NH-, and in the case of branched forms, the hydrogen on nitrogen is replaced by other chains of ethyleneimine units. These polyethyleneimines can be produced, for example, by polymerizing ethyleneimine in the presence of catalysts such as carbon dioxide, sodium hydrogen sulfide, sulfuric acid, hydrogen peroxide, hydrochloric acid, acetic acid, etc. Specific methods for producing these polyamine backbones are disclosed in US2,182,306 (Patent Document 12), US3,033,746 (Patent Document 13), US2,208,095 (Patent Document 14), US2,806,839 (Patent Document 15), and US2,553,696 (Patent Document 16).

[0158] The household detergent formulation, particularly the liquid laundry detergent formulation, may contain other polymeric materials such as anti-color transfer polymers, anti-redeposition polymers or cotton soil release polymers, particularly those based on modified cellulose materials. In particular, in the absence of EPEI, the formulation may further contain a polymer of polyethylene glycol and vinyl acetate, such as the weakly grafted copolymer described in WO2007 / 138054 (Patent Document 17). Such amphiphilic graft polymers based on a graft base formed by polymerization of the vinyl ester component and a water-soluble polyalkylene oxide as side chains have the ability to reduce the amount of surfactant while maintaining a high level of removal of oily stains.

[0159] Hydrotrope In at least one aspect, the formulation comprises a hydrotrope. Here, a "hydrotrope" is a solvent that is neither water nor a conventional surfactant, and is a solvent that solubilizes surfactants and other components, particularly polymers and / or sequestering agents, in a liquid and helps to make it isotropic. Hydrotropes are particularly useful in household cleaning agent formulations. Among suitable hydrotropes, monopropylene glycol (MPG), glycerol, sodium cumenesulfonate, ethanol, other glycols such as dipropylene glycol, diethers, and urea are noted. MPG and glycerol are preferred hydrotropes.

[0160] Enzyme In at least one aspect, the formulation, particularly the liquid laundry detergent formulation, comprises an enzyme. In at least one aspect, the enzyme is selected from the group consisting of protease, mannanase, pectate lyase, cutinase, esterase, lipase, amylase, cellulase, and combinations thereof. Although less preferred, additional enzymes can be selected from peroxidase and oxidase. The enzyme is preferably present together with a suitable enzyme stabilizer. The total enzyme content in the formulation is preferably from 0 wt% to 5 wt%, more preferably from 0.5 wt% to 5 wt%, even more preferably from 1 wt% to 4 wt% of the total weight of the formulation.

[0161] Sequestering agent The formulation, particularly the household detergent formulation, preferably contains a sequestering agent. Preferred sequestering agents include organic phosphonates, alkane hydroxyphosphonates and carboxylates, such as those available under the trademark DEQUEST from Thermphos. The preferred proportion of the sequestering agent is less than 10% by weight, preferably less than 5% by weight of the total weight of the formulation. One particularly preferred sequestering agent is HEDP (1-hydroxyethylidene-1,1-diphosphonic acid), such as that sold as Dequest 2010. Also, Dequest® 2066 (diethylenetriaminepenta(methylene-phosphonic acid) or heptasodium salt DTPMP) is also suitable.

[0162] Buffer In at least one embodiment, the formulation, particularly the liquid laundry detergent formulation, contains a buffer. In addition to agents optionally included to generate an anionic surfactant (e.g., from LAS or fatty acids), the presence of a buffer is preferred for pH control. Possible buffers are one or more ethanolamines, such as monoethanolamine (MEA) or triethanolamine (TEA). These are preferably used in the formulation in a proportion from 1.0% to 15% by weight. Other suitable amino alcohol-based buffer materials can be selected from the group of compounds having a molecular weight greater than 61 g / mol, which also includes MEA. Suitable materials include, in addition to the materials already described, monoisopropanolamine, diisopropanolamine, triisopropanolamine, monoaminohexanol, 2-[(2-methoxyethyl)methylamino]-ethanol, propanolamine, N-methylethanolamine, diethanolamine, monobutanolamine, isobutanolamine, monopentanolamine, 1-amino-3-(2-methoxyethoxy)-2-propanol, 2-methyl-4-(methylamino)-2-butanol, or mixtures thereof. Potential alternatives to aminoethanol-based buffers are alkali hydroxides, such as sodium hydroxide or potassium hydroxide.

[0163] The present invention also relates to the use of the combination of the present invention as an antimicrobial agent.

[0164] In at least one embodiment, the antimicrobial agent is an antibacterial agent or an antifungal agent. In at least one embodiment, the antimicrobial agent is an antibacterial agent. In at least one embodiment, the antimicrobial is an antifungal agent.

[0165] The present invention also relates to a method of reducing the effect of microorganisms in a formulation, the method comprising adding the combination of the present invention to the formulation.

[0166] In at least one embodiment, the microorganism is bacteria or fungi. In at least one embodiment, the microorganism is bacteria. In at least one embodiment, the microorganism is fungi. The fungi may be, for example, yeast or mold.

[0167] Unless otherwise specifically stated herein, including all aspects of all aspects of the present invention, the following definitions apply. All percentages are based on the weight of the total composition (weight / weight). All ratios are weight ratios. "wt.%" means weight percent. When referring to "parts", for example, a mixture of 1 part of X and 3 parts of Y is a weight ratio. "QS" or "QSP" means an amount sufficient to make 100% or 100 g. + / - is the standard deviation. All ranges include the upper and lower limits thereof and are combinable. The number of significant figures does not represent a limitation on the quantity or measurement accuracy indicated. All measurements are understood to be made at 23°C and ambient conditions, where "ambient conditions" means 1 atmosphere (atm) and 50% relative humidity. "Relative humidity" refers to the ratio of the moisture in the air (expressed as a percentage) compared to the saturated moisture level at the same temperature and pressure. Relative humidity can be measured using a hygrometer, particularly a VWR (registered trademark) International probe hygrometer. Here, "min" means "minute". Here, "mol" means mole. Here, "g" after a number means "gram". Here, "comprising" means that other steps and other components may additionally be present. "Comprising" encompasses the concepts of "consisting of" and "consisting essentially of". The compositions, formulations, methods, uses, and processes of the present invention can include, consist of, or consist essentially of any of the components and limitations of the present invention described herein, as well as any additional or optional components, ingredients, steps, or limitations described herein. The aspects and viewpoints described herein can include or be combined with the components, features, or ingredients of other aspects and / or viewpoints, even if not explicitly exemplified as a combination, unless incompatibility is described. "In at least one aspect" means that one or more aspects, optionally all aspects, or a majority of them, of the present invention have the characteristics described thereafter. When ranges of amounts are described, these should be understood to be the total amount of the said component in the composition, or, if more than one chemical species falls within the definition of the component, the total amount of all components that meet that definition in the composition.

[0168] "Molecular weight" or "M.Wt" or "MW" and grammatical equivalents mean number average molecular weight.

[0169] "Viscosity" is measured at 25 °C using a Haake rotational viscometer VT550 equipped with a cooling / heating vessel and a sensor system at a shear rate of 12.9 s -1 in accordance with DIN53019.

[0170] "Water-soluble" refers to a material that is sufficiently soluble in water to form a clear solution to the human eye at a material concentration of 0.1 wt% in water and 25 °C. The term "water-insoluble" refers to a material that is not "water-soluble".

[0171] "Dry" or "substantially dry" means containing less than 5%, less than 3%, less than 2%, less than 1% or about 0% of a compound or composition that is in liquid form when measured at 25 °C under ambient conditions. Such compounds or compositions in liquid form include water, oils, organic solvents and other wetting agents. "Anhydrous" means that the composition contains less than 5%, less than 3%, less than 2%, less than 1% or about 0% of water based on the total weight of the composition.

[0172] "Substantially free of ···" means less than 1%, or less than 0.8%, or less than 0.5%, or less than 0.3%, or about 0% of the total weight of the composition or formulation.

[0173] "Derivatives" include, but are not limited to, amide, ether, ester, amino, carboxyl, acetyl, acid, salt and / or alcohol derivatives of a given compound. In at least one aspect, "its (their) derivatives" means amide, ether, ester, amino, carboxyl, acetyl, acid, salt and alcohol derivatives.

[0174] The following examples are intended to illustrate the present invention and the present invention is not limited to those illustrations.

Examples

[0175] Material Velsan® Flex is commercially available from Clariant. Chemical name: Capryloyl / Caproyl Methyl Glucamide Anhydride (and) Water, active ingredient content: 70% by weight. Capryloyl / Caproyl Methyl Glucamide Anhydride is a mixture of a compound of formula (I) where R is -(CH2)8CH3 and a compound of formula (I) where R is -(CH2)6CH3.

[0176] Velsan® SC is commercially available from Clariant. Chemical name: Sorbitan Caprylate.

[0177] Velsan® CGE is commercially available from Clariant. Chemical name: Caprylyl Glyceryl Ether.

[0178] Caprylic Hydroxamic Acid (hereinafter also referred to as CHA) is commercially available from TCI Chemicals.

[0179] Example 1 The antimicrobial properties of Velsan Flex, CHA, and their combination against bacteria, yeast, and mold were verified: To test the inhibition of bacteria, Velsan Flex, CHA, or their combination was diluted in 1,2-propanediol and added to liquid tryptose agar medium (Caso-Agar) at 50 °C at various concentrations and buffered to pH 7 (±0.2). To test the inhibition of yeast and mold, Velsan Flex, CHA, or their combination was diluted in 1,2-propanediol, added to liquid Sabouraud 4% dextrose agar medium at 50 °C at various concentrations, and buffered to pH 5.6 (±0.2). Each of these solutions was poured into a Petri dish and the same amount of bacteria, yeast, or mold was cultured in each. The minimum inhibitory concentration (MIC) is the minimum concentration of each composition that inhibits the growth of each microorganism, and the next lowest dilution does not inhibit the growth of said microorganism. The experiments were conducted under scientifically fair conditions so that appropriate comparisons could be made and conclusions could be drawn.

[0180] The results are shown in the following table:

[0181]

Table 1

[0182] It can be seen that the combination of the two components shows a synergistic effect in that the MIC of this combination is lower than the MIC of the individual components. This effect was observed for a wide range of microorganisms including both bacteria and fungi. This has the advantage that formulations such as cosmetic formulations or household formulations can be preserved with a small amount of preservative, thus reducing the potential for adverse effects from antimicrobial substances and resulting in resource savings.

[0183] Example 2 Antiseptic power demonstrated in the challenge test: Synergistic effects and the ability to preserve typical cosmetic formulations for leave-on applications were also demonstrated. The following examples show the results of challenge tests conducted in accordance with the European Pharmacopoeia, 10th Edition, Chapter 5.1.3. The following test microorganisms were used as representative microorganisms: Pseudomonas aeruginosa (Gram-negative microorganism, abbreviation "P.a."), Staphylococcus aureus (Gram-positive microorganism, abbreviation "S.a."), Escherichia coli (B) (Gram-negative microorganism, abbreviation "E.c."), Candida albicans (yeast, abbreviation "C.a.") and Aspergillus brasiliensis (mold, abbreviation "A.b.").

[0184] The A criteria represent the recommended efficacy to be achieved. In legitimate cases where the A criteria cannot be achieved (e.g., due to the increased risk of rejection), the B criteria must be satisfied. The A criteria relate to excellent protection of the formulation, while the B criteria are necessary to demonstrate sufficient protection, but additional risk elimination measures related to packaging and raw material quality need to be applied. In the case of the F criteria for any of the microorganisms tested, the challenge test is overall a failure and the anti-corrosion / protection of the formulation is not sufficient.

[0185] As a reference, non-preserved samples of each formulation were also tested.

[0186] Example 2A A difficult-to-preserve formulation was used as the test system:

[0187] [Table 2]

[0188] The results of the challenge tests of the test formulations at pH 5 and pH 7 are shown in the following table:

[0189] [Table 3]

[0190] The unpreserved test system fails the challenge test for all test microorganisms (Entry 4) at pH 5. At a usage level of 1.35%, Velsan Flex fails against A.b. (Entry 2) and is not sufficient to preserve the formulation. At a usage level of 0.15% caprylic hydroxamic acid, only B criteria are obtained (Entry 3). In contrast, the combination of the two components at 1.35% and 0.15% usage levels achieves A criteria for all test microorganisms and provides excellent protection for the formulation. The same formulation fails again for all test microorganisms at pH 7 (Entry 8). This is because when 0.15% CHA is used as a single preservative, only B criteria are achieved for S.a. and E.coli (Entry 7). 1.35% Velsan Flex also cannot preserve the formulation (Entry 6). The combination of the two components again shows A pass and excellent protection for all test microorganisms (Entry 5).

[0191] Example 2B The following formulation was used as the test system:

[0192]

Table 4

[0193] The results of the challenge tests for the test formulations at pH 5 and pH 7 are shown in the following table.

[0194]

Table 5

[0195]

Table 6

[0196] The combination of Velsan SC and CHA provides excellent results at pH 5 and pH 7. Similarly, the combination of Velsan CGE and CHA provides excellent results at pH 5 and pH 7. These combinations provide results that are significantly better than the individual components.

[0197] Example 3

[0198]

Table 7

[0199] These combinations are prepared by mixing their components at room temperature.

[0200] Example 4

[0201]

Table 8

[0202] These combinations are prepared by mixing their components at room temperature.

[0203] Example 5

[0204]

Table 9

[0205] These combinations are prepared by mixing their components at room temperature.

[0206] Example 6

[0207]

Table 10

[0208] Example 7

[0209]

Table 11

[0210] Example 8

[0211]

Table 12

[0212] Example 9

[0213]

Table 13

[0214] Example 10

[0215]

Table 14

[0216] Example 11

[0217]

Table 15

Claims

1. A combination comprising the following (A) and (B): (A) The following formula (I) 【Chemical 1】 [wherein, R is selected from a saturated hydrocarbon chain having 5 to 23 carbon atoms, an unsaturated hydrocarbon chain having 5 to 23 carbon atoms, and a mixture thereof] at least one compound selected from compounds, sorbitan esters, isosorbide esters, and glyceryl ethers; and (B) at least one hydroxamic acid or a salt thereof.

2. R in formula (I) is selected from a saturated hydrocarbon chain having 5 to 17 carbon atoms, an unsaturated hydrocarbon chain having 5 to 17 carbon atoms, and a mixture thereof, preferably selected from a saturated hydrocarbon chain having 5 to 13 carbon atoms, an unsaturated hydrocarbon chain having 5 to 13 carbon atoms, and a mixture thereof, particularly preferably selected from a saturated hydrocarbon chain having 7 to 9 carbon atoms, an unsaturated hydrocarbon chain having 7 to 9 carbon atoms, and a mixture thereof, The combination according to claim 1.

3. The sorbitan ester is a mono-, di- or triester of sorbitan and one or more C6-C20 fatty acids, preferably a mono- or diester of sorbitan and one or more C8-C14 fatty acids, particularly preferably a mono- or diester of sorbitan and caprylic acid, The combination according to claim 1 or 2.

4. The sorbitan ester is selected from sorbitan caprylate, sorbitan stearate, sorbitan oleate, sorbitan oleate, sorbitan caprate, sorbitan laurate, sorbitan myristate, sorbitan caproate, and mixtures thereof, preferably sorbitan caprylate, The combination according to any one of claims 1 to 3.

5. The isosorbide ester is a mono- or diester of isosorbide and one or more C6-C20 fatty acids, preferably a mono- or diester of isosorbide and one or more C8-C14 fatty acids, particularly preferably a mono- or diester of isosorbide and caprylic acid, The combination according to any one of claims 1 to 4.

6. The isosorbide ester is selected from isosorbide caprylate, isosorbide stearate, isosorbide oleate, isosorbide caprate, isosorbide laurate, isosorbide myristate, isosorbide caproate, and mixtures thereof, preferably isosorbide caprylate, and the combination according to any one of claims 1 to 5.

7. The glyceryl ether is a mono- or diether of glycerin and one or more C6-C20 fatty alcohols, preferably a mono- or diether of glycerin and one or more C8-C14 fatty alcohols, particularly preferably a monoether of glycerin and one or more C8 fatty alcohols, and the combination according to any one of claims 1 to 6.

8. The hydroxamic acid is selected from the hydroxamic acids of formula (II), and the combination according to any one of claims 1 to 7. 【Chemical 2】 [wherein, R 1 is selected from a saturated hydrocarbon chain having 5 to 23 carbon atoms, an unsaturated hydrocarbon chain having 5 to 23 carbon atoms, or a mixture thereof]

9. R in formula (II) 1 is selected from a saturated hydrocarbon chain having 5 to 17 carbon atoms, an unsaturated hydrocarbon chain having 5 to 17 carbon atoms, and a mixture thereof. Preferably, it is selected from a saturated hydrocarbon chain having 5 to 13 carbon atoms, an unsaturated hydrocarbon chain having 5 to 13 carbon atoms, and mixtures thereof. Particularly preferably, it is selected from a saturated hydrocarbon chain having 7 carbon atoms, an unsaturated hydrocarbon chain having 7 carbon atoms, and mixtures thereof. The combination according to claim 8.

10. The weight ratio of (A) the at least one compound selected from the compounds of formula (I), sorbitan esters, isosorbide esters and glyceryl ethers, and (B) the at least one hydroxamic acid or a salt thereof is from 20:1 to 1:5, preferably from 15:1 to 1:2, more preferably from 12:1 to 1:1, particularly preferably from 10:1 to 3:1, and the combination according to any one of claims 1 to 9.

11. The combination according to any one of claims 1 to 10, wherein the combination is a blend.

12. The blend is Based on the total weight of the blend, 25 to 99% by weight, preferably 40 to 80% by weight, more preferably 55 to 70% by weight, particularly preferably 60 to 65% by weight of (A) the at least one compound selected from the compounds of formula (I), sorbitan esters, isosorbide esters, and glyceryl ethers; and Based on the total weight of the blend, from 1 to 50% by weight, preferably from 2 to 20% by weight, more preferably from 5 to 15% by weight, particularly preferably from 8 to 12% by weight, of (B) said at least one hydroxamic acid or a salt thereof; The combination according to claim 11, comprising

13. Use of a combination as defined in any one of claims 1 to 12 as an antimicrobial agent.

14. A method for reducing the influence of microorganisms in a formulation, the method comprising adding a combination as defined in any one of claims 1 to 12 to the formulation.

15. A formulation comprising the following (A) and (B): (A) Based on the total weight of the formulation, from 0.1 to 10% by weight, preferably from 0.2 to 3% by weight, particularly preferably from 0.3 to 1.5% by weight, of the following formula (I) [Chemical Formula 3] [wherein, R is selected from a saturated hydrocarbon chain having 5 to 23 carbon atoms, an unsaturated hydrocarbon chain having 5 to 23 carbon atoms, and a mixture thereof] of a compound selected from a compound, a sorbitan ester, an isosorbide ester, and a glyceryl ether; and (B) Based on the total weight of the formulation, from 0.01 to 1.5% by weight, preferably from 0.05 to 0.5% by weight, particularly preferably from 0.1 to 0.3% by weight, of at least one hydroxamic acid or a salt thereof.

Citation Information

Patent Citations

  • New polymer comprising nitrogen containing-, carbonyl containing-, and crosslinking structural units useful e.g. as thickener and emulsifier, and cosmetic, dermatological or pharmaceutical composition

    DE102009014877A1

  • EP-0816403

  • EP-1069142

  • EP-1116733

  • EP-1347736