Composition preferable for keratin fiber

A composition using glyoxylic acid, keto acids, and ester quats in a hair treatment provides a long-lasting, damage-reduced reshaping effect for keratin fibers, addressing the limitations of existing hair straightening methods.

JP2025091140APending Publication Date: 2025-06-18LOREAL SA
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Patent Information

Application Number
JP2023206209
Authority / Receiving Office
JP · JP
Patent Type
Applications
Current Assignee / Owner
Filing Date
2023-12-06
Publication Date
2025-06-18

AI Technical Summary

Technical Problem

Existing methods for reshaping keratin fibers, such as hair straightening, either provide temporary results or cause damage and odor due to the use of reducing agents, oxidizing agents, and ammonia.

Method used

A composition containing glyoxylic acid or its derivatives, keto acids, and ester quats, applied to keratin fibers and heated to maintain the reshaped style for a longer duration without causing significant damage.

Benefits of technology

The composition achieves a longer-lasting reshaping effect on keratin fibers, reducing volume and maintaining the straight or curly shape even after washing, while minimizing damage and odor.

✦ Generated by Eureka AI based on patent content.

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Abstract

To provide a composition useful for reshaping of a keratin fiber based on treating a keratin fiber together with glyoxylic acid or a derivative thereof, which can bring about a reshaping effect lasting for a long period to a keratin fiber such as hair.SOLUTION: A composition for a keratin fiber such as hair contains: (a) at least one kind of compound selected from a group consisting of glyoxylic acid, glyoxylic acid solvate, glyoxylic acid salt, glyoxylic acid ester, glyoxylic acid amide and a mixture thereof; (b) at least one compound selected from a group consisting of keto acid, a salt thereof and a mixture thereof, which is different from the compound (a); and (c) at least one kind of ester quat. The composition can improve straightening of a keratin fiber such as hair based on adding heat to the keratin fiber by bringing about a reshaping effect lasting for a longer period together with glyoxylic acid or a derivative thereof.SELECTED DRAWING: None
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Description

Technical Field

[0001] The present invention mainly relates to a composition suitable for reshaping keratin fibers such as hair, preferably straightening the hair.

Background Art

[0002] Straightening keratin fibers such as hair by heating with an iron is popular for making the keratin fibers, which are difficult to handle, easier to handle, reducing the volume of the keratin fibers, and making them look more desirable. Such a straightening method using a heating iron is convenient for immediate styling, but the style lasts only for a short time, for example, until the next hair wash. There is a need for a straightening method that lasts for a long time for many consumers.

[0003] On the other hand, conventional permanent straightening methods that use a reducing agent, an alkaline agent, and an oxidizing agent and heat can result in keratin fibers with a long-lasting style, but have several drawbacks such as a long processing time, damage to the keratin fibers, and a bad odor.

[0004] WO 2014 / 131469 discloses a method for straightening keratin fibers by heating with an iron without using a reducing agent and an oxidizing agent, and a method for straightening keratin fibers using glyoxylic acid.

[0005] US-A-2023 / 742 discloses a semi-permanent straightening composition containing 15% to 20% by mass of glyoxylic acid and 0.1% to 5% by mass of levulinic acid. The composition disclosed in the examples section also contains cetrimonium chloride.

Prior Art Documents

Patent Documents

[0006]

Patent Document 1

Patent Document 2

[0007] [Non-Patent Document 1] Written by Walter Noll, Chemistry and Technology of Silicones (1968), Academic Press [Non-Patent Document 2] Cosmetics and Toiletries, Vol. 91, January 1976, pp. 27 - 32, Todd & Byers, Volatile Silicone Fluids for Cosmetics [Non-Patent Document 3] "Handbook of Surfactants", written by M.R. Porter, published by Blackie & Son (Glasgow and London), 1991, pp. 116 - 178 [Summary of the Invention] [Problems to be Solved by the Invention]

[0008] There is still a need to improve the reshaping of keratin fibers based on treating keratin fibers with glyoxylic acid or its derivatives.

[0009] An object of the present invention is to provide a composition useful for reshaping keratin fibers such as hair, which is based on treating keratin fibers with glyoxylic acid or a derivative thereof, and which can provide a reshaping effect that lasts longer on the keratin fibers.

Means for Solving the Problems

[0010] The above object of the present invention is a composition for keratin fibers such as hair, (a) at least one compound selected from the group consisting of glyoxylic acid, glyoxylic acid solvate, glyoxylate, glyoxylic acid ester, glyoxylic acid amide, and mixtures thereof; (b) at least one compound different from the (a) compound, selected from the group consisting of keto acids, their salts, and mixtures thereof; (c) at least one ester quat and can be achieved by a composition containing.

[0011] The amount of the (a) compound in the composition according to the present invention may be less than 15% by mass, preferably less than 14% by mass, more preferably less than 13% by mass, based on the total mass of the composition.

[0012] (b) The compound can be selected from levulinic acid, its salts, and mixtures thereof.

[0013] The amount of the (b) compound in the composition according to the present invention may be 10% by mass or less, preferably 8% by mass or less, more preferably 6% by mass or less, based on the total mass of the composition.

[0014] (c) The ester quat can be selected from the group consisting of distearoylethyldimonium chloride, dioleoylethylhydroxyethylmonium methosulfate, and mixtures thereof.

[0015] The amount of (c) ester quat in the composition according to the present invention may be 0.01% to 15% by mass, preferably 0.05% to 10% by mass, more preferably 0.1% to 5% by mass, based on the total mass of the composition.

[0016] The composition according to the present invention may further contain (d) water.

[0017] The composition according to the present invention may further contain (e) at least one oil.

[0018] The composition according to the present invention may further contain (f) at least one aliphatic alcohol.

[0019] The pH of the composition according to the present invention may be 7 or less, preferably 6 or less, more preferably 5 or less.

[0020] The composition according to the present invention may not contain any ammonia or thiol compound, or may contain less than 1% by mass, preferably less than 0.5% by mass, more preferably less than 0.1% by mass of ammonia or thiol compound, based on the total mass of the composition.

[0021] The composition according to the present invention may not contain any reducing agent or oxidizing agent, or may contain less than 1% by mass, preferably less than 0.5% by mass, more preferably less than 0.1% by mass of reducing agent or oxidizing agent, based on the total mass of the composition.

[0022] The composition according to the present invention may be applicable to the reshaping of keratin fibers such as hair, preferably straightening.

[0023] The present invention also relates to a method for reshaping keratin fibers such as hair, preferably straightening, comprising: (i) applying the composition according to the present invention to the keratin fibers; (ii) optionally, rinsing the keratin fibers and, after rinsing, drying or not drying the keratin fibers; (iii) Preferably at a temperature above 50°C, more preferably above 100°C, even more preferably above 150°C, the step of reshaping keratin fibers, preferably straightening them also relates to a method comprising

[0024] The present invention also relates to a kit for reshaping keratin fibers such as hair, preferably straightening them, at least one device selected from the group consisting of an iron, a curler, a comb, a dryer, and combinations thereof, preferably at least one heated iron, heated curler, heated comb, or heated dryer, capable of providing a temperature above 50°C, preferably above 100°C, more preferably above 150°C to the keratin fibers, and a composition according to the present invention also relates to a kit comprising

Mode for Carrying Out the Invention

[0025] As a result of intensive studies, the present inventors have found a composition useful for reshaping keratin fibers such as hair based on treating keratin fibers with glyoxylic acid or a derivative thereof, which can provide a reshaping effect that lasts longer on the keratin fibers.

[0026] Therefore, the present invention mainly relates to a composition for keratin fibers such as hair, (a) at least one compound selected from the group consisting of glyoxylic acid, glyoxylic acid solvate, glyoxylate, glyoxylic acid ester, glyoxylic acid amide, and mixtures thereof, (b) at least one compound different from the (a) compound, selected from the group consisting of keto acids, their salts, and mixtures thereof, (c) at least one ester quat and relates to a composition comprising

[0027] The present invention can improve the reshaping of keratin fibers such as hair, which is based on treating keratin fibers with glyoxylic acid or its derivatives, by providing a reshaping effect that lasts for a longer time.

[0028] In this specification, the reshaping of keratin fibers such as hair includes straightening or curling of the keratin fibers.

[0029] The present invention can impart a reshaping effect that lasts for a longer time to keratin fibers such as hair. In particular, the present invention can further maintain the straight or curly shape of the keratin fibers, or can prevent or reduce the loss of the straight or curly shape of the keratin fibers over time.

[0030] For example, when the keratin fibers are originally wavy, the present invention can better prevent the keratin fibers from returning to their original wavy shape after straightening the keratin fibers, especially after washing the hair.

[0031] The present invention can also impart a sufficiently immediate reshaping effect to the keratin fibers. For example, the keratin fibers straightened by treatment according to the present invention can reduce volume or shrinkage of the hair because the curl of the keratin fibers is reduced. The reshaping effect brought about by the present invention can last for a long time even after washing the keratin fibers, for example. Therefore, the present invention can also provide a shape of keratin fibers that has good resistance to washing.

[0032] Since the present invention does not require the use of any reducing agent / oxidizing agent at all, it can provide keratin fibers with less damage compared to conventional permanent reshaping methods. Therefore, it may be easy to comb the keratin fibers treated according to the present invention with a comb. Therefore, the keratin fibers treated by the present invention can be easily handled. In addition, the keratin fibers treated by the present invention can be stronger than those treated by conventional permanent reshaping methods.

[0033] In addition, the present invention may not use or use very little ammonia or thiol compounds, and thus, compared with the conventional methods that require the use of ammonia or thiol compounds, the odor during the use of the present invention can be reduced. Further, the present invention has good usability, for example, a short treatment time is possible.

[0034] Hereinafter, the present invention will be described in detail.

[0035] [Composition] The composition according to the present invention is (a) at least one compound selected from the group consisting of glyoxylic acid, glyoxylic acid solvate, glyoxylate, glyoxylic acid ester, glyoxylic acid amide, and mixtures thereof; and (b) at least one compound different from the (a) compound, selected from the group consisting of keto acids, their salts, and mixtures thereof; and (c) at least one ester quat and contains.

[0036] The composition according to the present invention is preferably a cosmetic composition, more preferably a cosmetic composition for reshaping keratin fibers, and even more preferably a cosmetic composition for reshaping keratin fibers in one step. It is particularly preferred that the keratin fibers are hair.

[0037] (Glyoxylic acid and its derivatives) The composition according to the present invention contains (a) at least one compound selected from the group consisting of glyoxylic acid, glyoxylic acid solvate, glyoxylate, glyoxylic acid ester, glyoxylic acid amide, and mixtures thereof.

[0038] A single type of (a) compound may be used, or two or more different types of (a) compounds may be used in combination.

[0039] (a) The compound is selected from the group consisting of glyoxylic acid, glyoxylic acid solvates, glyoxylate salts, glyoxylic acid esters, glyoxylic acid amides, and mixtures thereof. In other words, (a) the compound is selected from glyoxylic acid and its derivatives.

[0040] Examples of glyoxylic acid solvates include glyoxylic acid hydrates such as glyoxylic acid monohydrate.

[0041] Examples of glyoxylate salts include alkali metal salts or alkaline earth metal salts of glyoxylic acid such as sodium or potassium glyoxylate and magnesium or calcium glyoxylate.

[0042] Examples of glyoxylic acid esters include alkyl glyoxylates such as methyl glyoxylate and ethyl glyoxylate.

[0043] Examples of glyoxylic acid amides include N-glyoxyloyl cysteine and N-glyoxyloyl keratin amino acids.

[0044] It is preferable to use glyoxylic acid as the (a) compound.

[0045] The amount of the (a) compound in the composition according to the present invention may be 0.1% by mass or more, preferably 0.5% by mass or more, more preferably 1% by mass or more, based on the total mass of the composition.

[0046] The amount of the (a) compound in the composition according to the present invention may be less than 15% by mass, preferably less than 14% by mass, more preferably less than 13% by mass, based on the total mass of the composition.

[0047] Therefore, the amount of the (a) compound in the composition according to the present invention may be from 0.1% by mass to less than 15% by mass, preferably from 0.5% by mass to less than 14% by mass, more preferably from 1% by mass to less than 13% by mass, based on the total mass of the composition.

[0048] In one embodiment, the amount of the (a) compound in the composition according to the present invention may be 12% by mass or less, preferably 11% by mass or less, more preferably 10% by mass or less, based on the total mass of the composition.

[0049] Therefore, in this embodiment, the amount of the (a) compound in the composition according to the present invention may be 0.1% by mass to 12% by mass, preferably 0.5% by mass to 11% by mass, more preferably 1% by mass to 10% by mass, based on the total mass of the composition.

[0050] (keto acid) The composition according to the present invention contains at least one compound different from the (a) compound, which is selected from (b) keto acid, its salts, and mixtures thereof. Two or more (b) compounds may be used in combination. Therefore, a single type of (b) compound, or a combination of different types of (b) compounds can be used.

[0051] The keto acid can be selected from α-keto acid, β-keto acid, γ-keto acid, and mixtures thereof.

[0052] The α-keto acid has the general formula (I): R 1 -C(=O)-COOH (I) (wherein, R 1 optionally represents a linear or branched C1-C6 alkyl group substituted with OH, COOH, or a halogen atom such as a chlorine or bromine atom) and may be a compound represented by the formula.

[0053] An example of the α-keto acid is pyruvic acid.

[0054] The β-keto acid has the general formula (II): R 2 -C(=O)-R 3 -COOH (II) (wherein, R 2represents, optionally, a linear or branched C1-C6 alkyl group substituted with OH, COOH, or a halogen atom such as a chlorine or bromine atom, R 3 represents, optionally, a methylene group substituted with a halogen atom such as a chlorine or bromine atom) can be represented by.

[0055] Examples of β-keto acids include acetoacetic acid.

[0056] γ-keto acids are represented by the general formula (III): R 2 -C(=O)-R 4 -COOH (III) (wherein, R 2 represents, optionally, a linear or branched C1-C6 alkyl group substituted with OH, COOH, or a halogen atom such as a chlorine or bromine atom, R 4 represents, optionally, an ethylene group substituted with a halogen atom such as a chlorine or bromine atom) can be represented by.

[0057] Examples of γ-keto acids include levulinic acid.

[0058] The keto acid salt may be an alkali metal salt or alkaline earth metal salt of a keto acid such as a sodium or potassium salt of a keto acid and a magnesium or calcium salt of a keto acid.

[0059] (b) As the compound, it is preferable to use a γ-keto acid, and more preferably, levulinic acid and / or its salt, for example, sodium levulinate is used.

[0060] The amount of the (b) compound in the composition according to the present invention may be 0.1% by mass or more, preferably 0.5% by mass or more, more preferably 1% by mass or more based on the total mass of the composition.

[0061] The amount of the compound (b) in the composition according to the present invention may be 10% by mass or less, preferably 8% by mass or less, more preferably 6% by mass or less, based on the total mass of the composition.

[0062] Therefore, the amount of the compound (b) in the composition according to the present invention may be 0.1% by mass to 10% by mass, preferably 0.5% by mass to 8% by mass, more preferably 1% by mass to 6% by mass, based on the total mass of the composition.

[0063] In one embodiment, the amount of the compound (b) in the composition according to the present invention may be 5% by mass or less, preferably 4% by mass or less, more preferably 3% by mass or less, based on the total mass of the composition.

[0064] Therefore, in this embodiment, the amount of the compound (b) in the composition according to the present invention may be 0.1% by mass to 5% by mass, preferably 0.5% by mass to 4% by mass, more preferably 1% by mass to 3% by mass, based on the total mass of the composition.

[0065] In another embodiment, the compound (b) may be present in an amount less than that of the compound (a) in the composition according to the present invention. For example, the mass ratio of the amount of the compound (a) contained in the composition according to the present invention to the amount of the compound (b) may be in the range of 1:1 to 15:1, preferably 1:1 to 10:1, more preferably 1:1 to 4:1.

[0066] (Esterquat) The composition according to the present invention contains (c) at least one esterquat. Two or more esterquats can be used in combination. Therefore, a single type of esterquat or a combination of different types of esterquats can be used.

[0067] The term "esterquat" is understood herein to mean a compound containing both at least one quaternary nitrogen atom and at least one ester bond in its cationic moiety. This preferably has the general formula R 1 R 2 R3 R 4 N + A - (wherein the group, preferably a hydrocarbon group, at least one of R 1 ~R 4 has 6 or more carbon atoms, preferably 8 or more carbon atoms, more preferably 10 or more carbon atoms, and at least one ester bond such as -C(=O)-O- and -O-C(=O)-, and A - is understood to mean any anionic counterion) is understood to mean a class of surfactant quaternary ammonium compounds having

[0068] (c) The ester quat is preferably selected from diester quats having a quaternary nitrogen atom and two groups, preferably two hydrocarbon groups, where each group has, as described above, 6 or more carbon atoms, preferably 8 or more carbon atoms, more preferably 10 or more carbon atoms, and at least one ester bond, preferably one ester bond. In the diester quat, the oxygen atom of the ester bond is more preferably linked to the quaternary nitrogen atom via a C 1~3 alkyl group such as an ethyl group.

[0069] In one embodiment of the present invention, (c) the ester quat has the following general formula (1): R 1 CO-O-CH2CH2-N + (R 3 )2-CH2CH2-O-OCR 2 A - (1) (wherein R 1 CO and OCR 2 each independently represents a linear or branched, saturated or unsaturated, preferably saturated acyl group having 10 to 28 carbon atoms, preferably 12 to 24 carbon atoms, more preferably 14 to 20 carbon atoms, R 3 is independently a C 1~4 alkyl group such as a methyl group, or a C such as a hydroxyethyl group (-CH2CH2OH)1~4 represents a hydroxyalkyl group, A - is a counter ion) can be represented by

[0070] In a preferred embodiment, R in formula (1) 1 and R 2 groups are each independently a linear alkyl group having 9 to 27 carbon atoms, preferably 11 to 23 carbon atoms, more preferably 13 to 19 carbon atoms.

[0071] In formula (1), the counter ion A - is chloride ion, bromide ion, methosulfate ion MeSO4 - (wherein Me is methyl CH3), tosylate ion, phosphate ion, sulfate ion, hydrogen sulfate ion, lactate ion, citrate ion, and can be more preferably selected from chloride ion and methosulfate ion MeSO4 - and can be selected from. The counter ion A - may especially be chloride ion.

[0072] In a more preferred embodiment, in the above formula (1), R 1 CO and OCR 2 are - (1a) may be derived from octadecanoic acid, whereby, for example, distearoylethyldimonium chloride is obtained, - (1b) may be derived from eicosanoic acid, whereby, for example, dieicosoylethyldimonium chloride is obtained, - (1c) may be derived from docosanoic acid, whereby, for example, didocosoylethyldimonium chloride is obtained, - (1d) may be derived from tetracosanoic acid, whereby, for example, ditetracosoylethyldimonium chloride is obtained, - (1e) may be derived from oleic acid, whereby, for example, dioleoylethylhydroxyethylmonium methosulfate is obtained, - (1f)C 20~22It may be derived from a fatty acid, whereby, for example, dibehenoyl ethyldimonium chloride is obtained. - (1g)C 18~22 It may be derived from a fatty acid, whereby, for example, stearoyl ethyl behenoyl ethyldimonium chloride or distearoyl ethyldimonium chloride or distearoyl ethyl hydroxyethyl monium methosulfate is obtained. - (1h)C 16~22 It may be derived from a fatty acid, whereby, for example, dipalmitoyl ethyldimonium chloride or dipalmitoyl ethyl hydroxyethyl monium methosulfate is obtained.

[0073] Preferably, the (c) ester quat is selected from the group consisting of distearoyl ethyldimonium chloride, dioleoyl ethyl hydroxyethyl monium methosulfate, dibehenoyl ethyldimonium chloride, dipalmitoyl ethyldimonium chloride, and mixtures thereof.

[0074] It is particularly preferred that the (c) ester quat is selected from the group consisting of distearoyl ethyldimonium chloride, dioleoyl ethyl hydroxyethyl monium methosulfate, and mixtures thereof. As distearoyl ethyldimonium chloride, Varisoft EQ 65MB commercially available from Evonik may be used. As dioleoyl ethyl hydroxyethyl monium methosulfate, Varisoft EQ 90 commercially available from Evonik may be used.

[0075] The amount of the (c) ester quat in the composition according to the present invention may be 0.01% by mass or more, preferably 0.05% by mass or more, more preferably 0.1% by mass or more, based on the total mass of the composition.

[0076] The amount of the (c) ester quat in the composition according to the present invention may be 15% by mass or less, preferably 10% by mass or less, more preferably 5% by mass or less, based on the total mass of the composition.

[0077] Therefore, the amount of the (c) ester quat in the composition according to the present invention may be 0.01% by mass to 15% by mass, preferably 0.05% by mass to 10% by mass, more preferably 0.1% by mass to 5% by mass, based on the total mass of the composition.

[0078] (Water) The composition according to the present invention may contain (d) water.

[0079] Therefore, when the composition according to the present invention contains (d) water, the composition according to the present invention is not anhydrous.

[0080] The amount of (d) water in the composition according to the present invention may be 20% by mass or more, preferably 30% by mass or more, more preferably 40% by mass or more, based on the total mass of the composition.

[0081] On the other hand, the amount of (d) water in the composition according to the present invention may be 95% by mass or less, preferably 90% by mass or less, more preferably 85% by mass or less, based on the total mass of the composition.

[0082] The amount of (d) water in the composition according to the present invention may be 20% by mass to 95% by mass, preferably 30% by mass to 90% by mass, more preferably 40% by mass to 85% by mass, based on the total mass of the composition.

[0083] (Oil) The composition according to the present invention may contain (e) at least one kind of oil. Two or more kinds of oils may be used in combination. Therefore, a single type of oil or a combination of different types of oils can be used.

[0084] As used herein, "oil" means a fatty compound or a fatty substance in a liquid or paste or solid form at room temperature (25°C) under atmospheric pressure (760 mmHg). As the (e) oil, those generally used in cosmetics can be used alone or in combination. These oils may be volatile or non-volatile.

[0085] (e) The oil may be a non-polar oil such as a hydrocarbon oil or a silicone oil; a polar oil such as a vegetable oil, an animal oil, an ester oil or an ether oil; or a mixture thereof.

[0086] (e) The oil can be selected from the group consisting of oils of plant or animal origin, synthetic oils, silicone oils, and hydrocarbon oils.

[0087] Examples of vegetable oils include, for example, linseed oil, camellia oil, macadamia nut oil, corn oil, mink oil, olive oil, avocado oil, sasanqua oil, castor oil, safflower oil, jojoba oil, jojoba esther, sunflower oil, almond oil, rapeseed oil, sesame oil, soybean oil, peanut oil, and mixtures thereof.

[0088] Examples of synthetic oils can include alkane oils such as isododecane and isohexadecane, ester oils, ether oils, and artificial triglycerides.

[0089] The ester oil is preferably a liquid ester of a saturated or unsaturated, linear or branched C1-C 26 aliphatic monoacid or polyacid and a saturated or unsaturated, linear or branched C1-C 26 aliphatic monohydric alcohol or polyhydric alcohol, and the total number of carbon atoms of the ester is 10 or more.

[0090] Preferably, in the case of an ester of a monohydric alcohol, at least one of the alcohol and the acid from which the ester of the present invention is derived is branched.

[0091] Among the monoesters of a monocarboxylic acid and the monoesters of a monohydric alcohol, ethyl palmitate, ethylhexyl palmitate, isopropyl palmitate, dicaprylyl carbonate, alkyl myristate, for example, isopropyl myristate or ethyl myristate, cetyl palmitate, isocetyl stearate, 2-ethylhexyl isononanoate, isononyl isononanoate, isodecyl neopentanoate and isostearyl neopentanoate can be mentioned.

[0092] C4-C 22 esters of dicarboxylic or tricarboxylic acids with C1-C 22 alcohols, and esters of monocarboxylic, dicarboxylic or tricarboxylic acids with non-sugar C4-C 26 esters with dihydroxy, trihydroxy, tetrahydroxy or pentahydroxy alcohols can also be used.

[0093] In particular, diethyl sebacate, isopropyl lauroyl sarcosinate, diisopropyl sebacate, bis(2-ethylhexyl) sebacate, diisopropyl adipate, di-n-propyl adipate, dioctyl adipate, bis(2-ethylhexyl) adipate, diisostearyl adipate, bis(2-ethylhexyl) maleate, triisopropyl citrate, triisocetyl citrate, triisostearyl citrate, glyceryl trilactate, glyceryl trioctanoate, trioctyldodecyl citrate, trioleyl citrate, neopentyl glycol diheptanoate and diethylene glycol diisononanoate can be mentioned.

[0094] As the ester oil, C6-C 30 , preferably C 12 -C 22 glycosides and diesters of fatty acids can be used. It is recalled that the term "sugar" means a hydrocarbon compound containing several alcohol functions, with or without aldehyde or ketone functions, and containing at least 4 carbon atoms and retaining oxygen. These sugars may be monosaccharides, oligosaccharides or polysaccharides.

[0095] Examples of suitable sugars that can be mentioned include sucrose (or cane sugar), glucose, galactose, ribose, fucose, maltose, fructose, mannose, arabinose, xylose and lactose, and derivatives thereof, in particular alkyl derivatives, such as methyl derivatives, for example methyl glucose.

[0096] The sugar esters of fatty acids can in particular be selected from the group comprising esters or ester mixtures of the above-mentioned sugars with linear or branched, saturated or unsaturated C6-C 30 preferably C 12 ~C 22 fatty acids. These compounds can, if unsaturated, have 1 to 3 conjugated or non-conjugated carbon-carbon double bonds.

[0097] The esters according to this variant can also be selected from monoesters, diesters, triesters, tetraesters and polyesters, and mixtures thereof.

[0098] These esters can be, for example, oleic acid esters, lauric acid esters, palmitic acid esters, myristic acid esters, behenic acid esters, coconut fatty acid esters, stearic acid esters, linoleic acid esters, linolenic acid esters, capric acid esters and arachidonic acid esters, or mixtures thereof, for example, especially mixed esters of oleopalmitic acid, oleostearic acid and palmitostearic acid, and pentaerythrityl tetraethylhexanoate.

[0099] More specifically, monoesters and diesters, especially monooleic acid esters or dioleic acid esters, stearic acid esters, behenic acid esters, oleopalmitic acid esters, linoleic acid esters, linolenic acid esters and oleostearic acid esters of sucrose, glucose or methyl glucose are used.

[0100] Examples that can be cited include products sold under the name Glucate(registered trademark)DO by Amerchol, which is methyl glucoside dioleate.

[0101] Examples of preferred ester oils include, for example, diisopropyl adipate, dioctyl adipate, 2-ethylhexyl hexanoate, ethyl laurate, cetyl octanoate, octyldodecyl octanoate, isodecyl neopentanoate, myristyl propionate, 2-ethylhexyl 2-ethylhexanoate, 2-ethylhexyl octanoate, (caprylic acid / capric acid)2-ethylhexyl, methyl palmitate, ethyl palmitate, isopropyl palmitate, dicaprylyl carbonate, isopropyl lauroyl sarcosinate, isononyl isononanoate, ethylhexyl palmitate, isohexyl laurate, hexyl laurate, isocetyl stearate, isopropyl isostearate, isopropyl myristate, isodecyl oleate, glyceryl tri(2-ethylhexanoate), pentaerythrityl tetra(2-ethylhexanoate), 2-ethylhexyl succinate, diethyl sebacate, and mixtures thereof.

[0102] Examples of artificial triglycerides include, for example, caprylyl capric glyceride, glyceryl trimyristate, glyceryl tripalmitate, glyceryl trilinolenate, glyceryl trilaurate, glyceryl tricaprate, glyceryl tricaprylate, glyceryl tri(capric acid / caprylic acid), and glyceryl tri(capric acid / caprylic acid / linolenic acid).

[0103] Examples of silicone oils include, for example, linear organopolysiloxanes such as dimethylpolysiloxane, methylphenylpolysiloxane, methylhydrogenpolysiloxane, etc.; cyclic organopolysiloxanes such as cyclohexasiloxane, octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, etc.; and mixtures thereof.

[0104] Preferably, the silicone oil is selected from liquid polydialkylsiloxanes, especially liquid polydimethylsiloxane (PDMS), and liquid polyorganosiloxanes containing at least one aryl group.

[0105] These silicone oils may also be organically modified. The organically modified silicones that can be used according to the present invention are the silicone oils defined above, which are silicone oils containing one or more organic functional groups bonded via hydrocarbon-based groups in their structures.

[0106] Organopolysiloxanes are more specifically defined in Walter Noll, Chemistry and Technology of Silicones (1968), Academic Press. They may be volatile or non-volatile.

[0107] When they are volatile, the silicones more specifically have boiling points between 60°C and 260°C, and even more specifically are selected from the following: (i) Cyclic polydialkylsiloxanes containing 3 to 7, preferably 4 to 5 silicon atoms. These include, for example, octamethylcyclotetrasiloxane sold by Union Carbide under the name Volatile Silicone® 7207, or by Rhodia under the name Silbione® 70045 V2, decamethylcyclopentasiloxane sold by Union Carbide under the name Volatile Silicone® 7158, by Rhodia under the name Silbione® 70045 V5, and dodecamethylcyclohexasiloxane sold by Momentive Performance Materials under the name Silsoft 1217, as well as mixtures thereof. Cyclocopolymers of the type dimethylsiloxane / methylalkylsiloxane of the following formula can also be mentioned, for example, Silicone Volatile® FZ 3109 sold by Union Carbide.

[0108]

Chemical formula

[0109] Also mentionable are mixtures of cyclic polydialkylsiloxanes and organosilicon compounds, for example, a mixture (50 / 50) of octamethylcyclotetrasiloxane and tetratrimethylsilylpentaerythritol, and a mixture of octamethylcyclotetrasiloxane and oxy-1,1'-bis(2,2,2',2',3,3'-hexatrimethylsilyloxy)neopentane. (ii) Containing 2 to 9 silicon atoms and having a viscosity of 5×10 -6 m 2Linear volatile polydialkylsiloxanes having viscosities below / s. Examples are, in particular, decamethyltetrasiloxane sold under the name SH 200 by Toray Silicone Co., Ltd. Silicones belonging to this category are also described in the paper published in Cosmetics and Toiletries, Vol. 91, January 76, pp. 27-32, Todd & Byers, Volatile Silicone Fluids for Cosmetics. The viscosity of the silicone is measured at 25 °C in accordance with ASTM Standard 445, Appendix C.

[0110] Non-volatile polydialkylsiloxanes may also be used. These non-volatile silicones are more particularly selected from polydialkylsiloxanes, among which mention may be made mainly of polydimethylsiloxanes containing trimethylsilyl end groups.

[0111] Among these polydialkylsiloxanes, the following commercially available products may be mentioned, without limitation: - The 47 and 70 047 series of Silbione® oils or Mirasil® oils sold by Rhodia, for example the 70 047 V 500 000 oil, - The oils of the Mirasil® series sold by Rhodia, - The 200 series of oils manufactured by Dow Corning, for example DC200 having a viscosity of 60000 mm 2 / s, - The Viscasil® oils manufactured by General Electric, and certain oils of the SF series manufactured by General Electric (SF 96, SF 18).

[0112] Polydimethylsiloxanes containing dimethylsilanol end groups, known under the name dimethiconol (CTFA), for example the oils of the 48 series manufactured by Rhodia, may also be mentioned.

[0113] Among the silicones containing an aryl group, there are polydiarylsiloxanes, especially polydiphenylsiloxane and polyalkylarylsiloxane. Examples that can be cited include products sold under the following names: - The 70 641 series of Silbione® oil manufactured by Rhodia, - The 70 633 series and 763 series of Rhodorsil® oil manufactured by Rhodia, - Dow Corning 556 Cosmetic Grade Fluid oil manufactured by Dow Corning, - The PK series of silicones manufactured by Bayer, such as product PK20, - Specific oils of the SF series manufactured by General Electric, such as SF 1023, SF 1154, SF 1250 and SF 1265.

[0114] The organically modified liquid silicone may contain, among others, a polyethyleneoxy group and / or a polypropyleneoxy group. Therefore, silicone KF-6017 proposed by Shin-Etsu Chemical Co., Ltd., and Silwet® L722 oil and L77 oil manufactured by Union Carbide can be cited.

[0115] The hydrocarbon oil can be selected from the following: - Linear or branched, optionally cyclic C6-C 16 lower alkanes. Examples that can be cited include hexane, undecane, dodecane, tridecane, and isoparaffin, such as isohexadecane, isododecane and isodecane. - Linear or branched hydrocarbons containing more than 16 carbon atoms, such as liquid paraffin, liquid petroleum jelly, polydecene and hydrogenated polyisobutene, such as Parleam®, and squalane.

[0116] Preferred examples of the hydrocarbon oil include, for example, linear or branched hydrocarbons such as isohexadecane, isododecane, squalane, mineral oil (e.g., liquid paraffin), paraffin, petrolatum or petroleum jelly, and naphthalene; hydrogenated polyisobutene, isoeicosane, and decene / butene copolymer; and mixtures thereof.

[0117] (e) The oil is preferably selected from polar oils, more preferably from ester oils, and even more preferably from monoester oils.

[0118] The amount of the (e) oil in the composition according to the present invention may be 1% by mass or more, preferably 3% by mass or more, and more preferably 5% by mass or more, based on the total mass of the composition.

[0119] On the other hand, the amount of the (e) oil in the composition according to the present invention may be 40% by mass or less, preferably 30% by mass or less, and more preferably 20% by mass or less, based on the total mass of the composition.

[0120] The amount of the (e) oil in the composition according to the present invention may be 1% by mass to 40% by mass, preferably 3% by mass to 30% by mass, and more preferably 5% by mass to 20% by mass, based on the total mass of the composition.

[0121] (Aliphatic alcohol) The composition according to the present invention may contain (f) at least one aliphatic alcohol. A single type of aliphatic alcohol may be used, or two or more different types of aliphatic alcohols may be used in combination.

[0122] The term "aliphatic" as used herein means the inclusion of a relatively large number of carbon atoms. Thus, alcohols having 6 or more, preferably 8 or more, and more preferably 10 or more carbon atoms are included within the scope of aliphatic alcohols. The aliphatic alcohol may be saturated or unsaturated. The aliphatic alcohol may be linear or branched. Two or more aliphatic alcohols may be used in combination.

[0123] (f) The aliphatic alcohol may have a structure R-OH (wherein R is selected from saturated and unsaturated, linear and branched groups containing 8 to 40 carbon atoms, for example 8 to 30 carbon atoms). In at least one embodiment, R is C 12 ~C 24 alkyl group and C 12 ~C 24 selected from alkenyl groups. R may or may not be substituted with at least one hydroxy group.

[0124] Non-limiting examples of (f) aliphatic alcohols that can be mentioned include lauryl alcohol, cetyl alcohol, stearyl alcohol, oleyl alcohol, behenyl alcohol, linoleyl alcohol, undecylenyl alcohol, palmitoleyl alcohol, arachidonyl alcohol, erucyl alcohol, cetearyl alcohol, and mixtures thereof.

[0125] Examples of suitable aliphatic alcohols include, but are not limited to, cetyl alcohol, cetearyl alcohol, stearyl alcohol, behenyl alcohol, oleyl alcohol, and mixtures thereof.

[0126] The aliphatic alcohol can represent a mixture of aliphatic alcohols, which means that several species of aliphatic alcohols can coexist in the form of a mixture in commercial products.

[0127] According to at least one embodiment, the aliphatic alcohol used in the composition according to the invention is selected from a mixture of cetyl alcohol and stearyl alcohol (cetearyl alcohol).

[0128] (f) The aliphatic alcohol is preferably selected from the group consisting of cetyl alcohol, cetearyl alcohol, and stearyl alcohol.

[0129] The amount of (f) aliphatic alcohol in the composition according to the present invention may be 0.01% by mass or more, preferably 0.1% by mass or more, more preferably 1% by mass or more, based on the total mass of the composition.

[0130] On the other hand, the amount of (f) aliphatic alcohol in the composition according to the present invention may be 20% by mass or less, preferably 5% by mass or less, more preferably 10% by mass or less, based on the total mass of the composition.

[0131] The amount of (f) aliphatic alcohol in the composition according to the present invention may be in the range of 0.01% by mass to 20% by mass, preferably 0.1% by mass to 15% by mass, more preferably 1% by mass to 10% by mass, based on the total mass of the composition.

[0132] (Nonionic surfactant) The composition according to the present invention may contain (g) at least one nonionic surfactant. A single type of nonionic surfactant may be used, or two or more different types of nonionic surfactants may be used in combination.

[0133] Nonionic surfactants are well-known compounds in themselves and by themselves (for example, in this regard, see "Handbook of Surfactants", by M.R. Porter, published by Blackie & Son (Glasgow and London), 1991, pages 116 - 178). Therefore, nonionic surfactants can be selected, for example, from esters of alcohols, alpha-diols, alkylphenols, and fatty acids, and these compounds are ethoxylated, propoxylated or glycerolated, and have, for example, at least one fatty chain containing 8 to 30 carbon atoms, the number of ethylene oxide groups or propylene oxide groups being in the range of 2 to 50, and the number of glycerol groups being in the range of 1 to 30. Maltose derivatives can also be mentioned. Copolymers of ethylene oxide and / or propylene oxide; condensates of ethylene oxide and / or propylene oxide with fatty alcohols; polyethoxylated fatty amides containing, for example, 2 to 30 mol of ethylene oxide; polyglycerolated fatty amides containing, for example, 1.5 to 5, for example 1.5 to 4 glycerol groups; ethoxylated fatty acid esters of sorbitan containing 2 to 30 mol of ethylene oxide; plant-derived ethoxylated oils; fatty acid esters of sucrose; fatty acid esters of polyethylene glycol; glycerol (C6 - C 24 ) polyethoxylated fatty mono- or diesters of alkyl polyglycosides; N-(C6 - C 24 ) alkylglucamine derivatives; (C 10 - C 14 ) alkylamine oxides or amine oxides such as N-(C 10 - C 14 ) acylaminopropylmorpholine oxide; silicone surfactants; and mixtures thereof can also be mentioned, without limitation.

[0134] The nonionic surfactant can preferably be selected from monooxyalkylenated, polyoxyalkylenated, monoglycerolated or polyglycerolated nonionic surfactants. The oxyalkylene unit is more specifically an oxyethylene or oxypropylene unit, or a combination thereof, and preferably an oxyethylene unit.

[0135] Examples of the monooxyalkylenated or polyoxyalkylenated nonionic surfactants that can be mentioned include the following: Monooxyalkylenated or polyoxyalkylenated (C8 - C 24 ) alkylphenols, Saturated or unsaturated, linear or branched, monooxyalkylenated or polyoxyalkylenated C8 - C 30 alcohols, Saturated or unsaturated, linear or branched, monooxyalkylenated or polyoxyalkylenated C8 - C 30 amides, Esters of saturated or unsaturated, linear or branched C8 - C 30 acids and monoalkylene glycols or polyalkylene glycols, Esters of saturated or unsaturated, linear or branched C8 - C 30 acids and sorbitol, which are monooxyalkylenated or polyoxyalkylenated, Saturated or unsaturated, monooxyalkylenated or polyoxyalkylenated vegetable oils, and Condensates of ethylene oxide and / or propylene oxide, especially as a single substance or a mixture.

[0136] The surfactant preferably contains ethylene oxide and / or propylene oxide in a molar amount between 1 and 100, preferably between 1 and 50, more preferably between 1 and 20.

[0137] According to one of the embodiments of the present invention, the monooxyalkylenated nonionic surfactant can be selected from monooxyethylenated aliphatic alcohols (ethers of ethylene glycol and aliphatic alcohols), monooxyethylenated fatty esters (esters of ethylene glycol and fatty acids), and mixtures thereof.

[0138] An example of a monooxyalkylenated fatty ester that can be mentioned is glycol distearate.

[0139] According to one of the embodiments of the present invention, the polyoxyalkylenated nonionic surfactant can be selected from polyoxyethylenated aliphatic alcohols (ethers of polyethylene glycol and aliphatic alcohols), polyoxyethylenated fatty esters (esters of polyethylene glycol and fatty acids), and mixtures thereof.

[0140] Examples of polyoxyethylenated saturated aliphatic alcohols (or C8 - C 30Examples of the alcohol) include ethylene oxide adducts of lauryl alcohol, especially those containing 2 to 20 oxyethylene units, more specifically those containing 2 to 10 oxyethylene units (CTFA names: laureth-2 to laureth-20); ethylene oxide adducts of behenyl alcohol, especially those containing 2 to 20 oxyethylene units (CTFA names: beheneth-2 to beheneth-20); ethylene oxide adducts of cetearyl alcohol (a mixture of cetyl alcohol and stearyl alcohol), especially those containing 2 to 20 oxyethylene units (CTFA names: ceteth-2 to ceteth-20); ethylene oxide adducts of cetyl alcohol, especially those containing 2 to 20 oxyethylene units (CTFA names: ceteareth-2 to ceteareth-20); ethylene oxide adducts of stearyl alcohol, especially those containing 2 to 20 oxyethylene units (CTFA names: steareth-2 to steareth-20); ethylene oxide adducts of isostearyl alcohol, especially those containing 2 to 20 oxyethylene units (CTFA names: isosteareth-2 to isosteareth-20); and mixtures thereof are included.

[0141] Examples of the polyoxyethylenated unsaturated aliphatic alcohol (or C8-C 30 Examples of the alcohol) include ethylene oxide adducts of oleyl alcohol, especially those containing 2 to 20 oxyethylene units, more specifically those containing 2 to 10 oxyethylene units (CTFA names: oleth-2 to oleth-20), and mixtures thereof are included.

[0142] (g) The nonionic surfactant is preferably selected from monooxyalkylenated nonionic surfactants, more preferably polyoxyalkylenated nonionic surfactants, and even more preferably polyoxyethylenated aliphatic alcohols.

[0143] The amount of the nonionic surfactant (g) in the composition according to the present invention may be 0.01% by mass or more, preferably 0.1% by mass or more, more preferably 1% by mass or more, based on the total mass of the composition.

[0144] On the other hand, the amount of the nonionic surfactant (g) in the composition according to the present invention may be 20% by mass or less, preferably 5% by mass or less, more preferably 10% by mass or less, based on the total mass of the composition.

[0145] The amount of the nonionic surfactant (g) in the composition according to the present invention may be in the range of 0.01% by mass to 20% by mass, preferably 0.1% by mass to 15% by mass, more preferably 1% by mass to 10% by mass, based on the total mass of the composition.

[0146] (pH) The pH of the composition according to the present invention, measured at 25°C, may be 7 or less, preferably 6 or less, more preferably 5 or less.

[0147] The pH of the composition according to the present invention, measured at 25°C, may be 2.8 or more.

[0148] The pH of the composition according to the present invention, measured at 25°C, may be 2.8 to 7, preferably 3.0 to 6, more preferably 3.2 to 5.

[0149] (Alkaline agent) The composition according to the present invention may contain at least one alkaline agent. Two or more alkaline agents can be used in combination. Therefore, a single type of alkaline agent or a combination of different types of alkaline agents can be used.

[0150] When the compound (a) or the compound (b) can function to lower the pH of the composition, it is preferable that the composition according to the present invention contains an alkaline agent.

[0151] The alkali agent may be an inorganic alkali agent. It is preferable that the alkali agent is non-volatile. It is preferable that the inorganic alkali agent is selected from the group consisting of alkali metal hydroxides; alkaline earth metal hydroxides; and alkali metal phosphates and hydrogen phosphates such as sodium phosphate or monosodium hydrogen phosphate.

[0152] Examples of inorganic alkali metal hydroxides include sodium hydroxide, lithium hydroxide, and potassium hydroxide. Examples of alkaline earth metal hydroxides include calcium hydroxide and magnesium hydroxide. As the inorganic alkali agent, sodium hydroxide and potassium hydroxide are preferable.

[0153] The alkali agent may be an organic alkali agent. It is preferable that the organic alkali agent is selected from the group consisting of monoamines and diamines.

[0154] Examples of monoamines include alkanolamines, for example, mono-, di-, and tri-ethanolamines containing 1 to 3 hydroxyalkyl (C1-C4) groups. In particular, the alkanolamine can be selected from monoethanolamine, diethanolamine, triethanolamine, monoisopropanolamine, diisopropanolamine, N,N-dimethylethanolamine, 2-amino-2-methyl-1-propanol, triisopropanolamine, 2-amino-2-methyl-1,3-propanediol, 3-amino-1,2-propanediol, 3-dimethylamino-1,2-propanediol, and tris(hydroxymethylamino)methane.

[0155] The diamine has the following structural formula (B):

[0156]

Chemical formula

[0157] (In the formula, W represents an alkylene such as propylene optionally substituted by a hydroxyl or C1-C4 alkyl group, and R a , R b , R c and R d each independently represent a hydrogen atom, an alkyl group or a C1-C4 hydroxyalkyl group) It may be described by , and this can be exemplified by 1,3-propanediamine and its derivatives.

[0158] The amount of the alkali agent in the composition according to the present invention may be 0.01% by mass or more, preferably 0.05% by mass or more, more preferably 0.1% by mass or more based on the total mass of the composition.

[0159] On the other hand, the amount of the alkali agent in the composition according to the present invention may be 15% by mass or less, preferably 10% by mass or less, more preferably 5% by mass or less based on the total mass of the composition.

[0160] Therefore, the amount of the alkali agent in the composition according to the present invention may be 0.01% by mass to 15% by mass, preferably 0.05% by mass to 10% by mass, more preferably 0.1% by mass to 5% by mass based on the total mass of the composition.

[0161] (Acid) The composition according to the present invention may contain (a) a compound or at least one acid different from the compound (b). Two or more acids can be used in combination. Therefore, a single type of acid, or a combination of different types of acids can be used.

[0162] The acid may be used to adjust the pH of the composition according to the present invention.

[0163] Examples of the acid include any inorganic acid or organic acid generally used in cosmetics such as citric acid, lactic acid, sulfuric acid, phosphoric acid or hydrochloric acid (HCl).

[0164] The amount of acid in the composition according to the present invention may be 0.01% by mass or more, preferably 0.05% by mass or more, more preferably 0.1% by mass or more, based on the total mass of the composition.

[0165] On the other hand, the amount of acid in the composition according to the present invention may be 15% by mass or less, preferably 10% by mass or less, more preferably 5% by mass or less, based on the total mass of the composition.

[0166] Therefore, the amount of acid in the composition according to the present invention may be 0.01% to 15% by mass, preferably 0.05% to 10% by mass, more preferably 0.1% to 5% by mass, based on the total mass of the composition.

[0167] (Other optional components) The composition according to the present invention may also contain, in particular: anionic and amphoteric surfactants; thickeners; sunscreen agents; moisturizers; anti-dandruff agents; antioxidants; antibacterial agents such as benzoic acid; preservatives such as phenoxyethanol; chelating agents; pearlescent and opacifying agents; plasticizers or coalescers; fillers; emulsifiers; polymers, in particular conditioning polymers such as cationic polymers; and at least one other optional component selected from fragrances. The composition may, of course, contain several cosmetic ingredients that appear in the above list.

[0168] The composition according to the present invention may contain one or more cosmetically acceptable organic solvents, which may be alcohols, in particular monohydric alcohols such as ethyl alcohol, isopropyl alcohol, benzyl alcohol, and phenylethyl alcohol; diols such as ethylene glycol, propylene glycol, and caprylyl glycol; other polyols such as glycerol; and ethers such as ethylene glycol monomethyl, monoethyl, and monobutyl ethers, propylene glycol monomethyl, monoethyl, and monobutyl ethers, and butylene glycol monomethyl, monoethyl, and monobutyl ethers.

[0169] Depending on their properties and the purpose of the composition, the above optional components can be present in normal amounts that can be easily determined by those skilled in the art, and in normal amounts that can be between 0.01% by mass and 80% by mass for each component. Those skilled in the art will carefully select the components to be included in the composition and, furthermore, their amounts so that they do not impair the properties of the composition used in the present invention.

[0170] (Ammonia and thiol compounds) Preferably, the composition according to the present invention is free of ammonia or thiol compounds. The term "free of ammonia or thiol compounds" means that the composition according to the present invention does not contain a substantial amount of ammonia or thiol compounds. Preferably, the composition according to the present invention contains 1% by mass or less, more preferably 0.5% by mass or less, even more preferably 0.1% by mass or less of ammonia or thiol compounds, and in particular, does not contain ammonia or thiol compounds.

[0171] Because the amount of ammonia and / or thiol compounds is extremely small or non-existent, the malodor during the use of the composition according to the present invention can be reduced or prevented.

[0172] In the present specification, the thiol compound means a compound having at least one thiol (-SH) group.

[0173] The thiol compound may be a reducing agent. The thiol reducing agent may be selected from the group consisting of thioglycolic acid and its derivatives, especially its esters such as glycerol monothioglycolate or glycol monothioglycolate; thiolactic acid and its derivatives, especially its esters such as glycerol monothiolactate; 3-mercaptopropionic acid and its derivatives, especially its esters such as glycerol 3-mercaptopropionate and ethylene glycol 3-mercaptopropionate; cysteamine and its derivatives, especially its C1-C4 acyl derivatives such as N-acetylcysteamine and N-propionylcysteamine; monothioglycerol and its derivatives, especially esters; cysteine and its derivatives, especially esters such as N-acetylcysteine, N-alkanoyl cysteine and cysteine alkyl esters; thioglycerol and its derivatives, especially s-alkyl derivatives; and salts thereof.

[0174] Examples of the above salts include ammonium salts; primary, secondary or tertiary amine salts; alkali metal salts; and alkaline earth metal salts. Examples of the primary, secondary or tertiary amine include monoethanolamine, diisopropanolamine or triethanolamine, respectively.

[0175] Other examples of thiol reducing agents include sugar N-mercaptoalkylamides such as N-(mercapto-2-ethyl)gluconamide, β-mercaptopropionic acid, and their derivatives; thiomalic acid; pantetheine; N-(mercaptoalkyl)ω-hydroxyalkylamides such as those described in European Patent Application No. 0354835 and N-mono- or N,N-dialkylmercapto 4-butylamides such as those described in European Patent Application No. 0368763; aminomercaptoalkylamides such as those described in European Patent Application No. 0432000 and alkylaminomercaptoalkylamides such as those described in European Patent Application No. 0514282; (2 / 3)hydroxy-2propylthioglycolate; and the hydroxy-2methyl-1ethylthioglycolate-based mixture (67 / 33) described in French Patent Application No. 2679448, but are not limited thereto.

[0176] (Reducing agent and oxidizing agent) The composition according to the present invention may contain a reducing agent. However, it is preferable that the amount of the reducing agent or oxidizing agent contained in the composition according to the present invention is reduced, and more preferably, the composition does not contain a reducing agent or oxidizing agent.

[0177] The term "free of reducing agent or oxidizing agent" means that the composition according to the present invention does not contain a substantial amount of a reducing agent or oxidizing agent. Preferably, the composition according to the present invention contains 1% by mass or less, more preferably 0.5% by mass or less, and even more preferably 0.1% by mass or less of a reducing agent or oxidizing agent, and particularly does not contain a reducing agent or oxidizing agent.

[0178] The reducing agent may be a thiol reducing agent or a non-thiol reducing agent. The thiol reducing agent is as described above.

[0179] A non-thiol reducing agent means, in this specification, a reducing agent that does not contain a thiol group. The non-thiol reducing agent can be selected from the group consisting of sulfites, bisulfites, sulfinates, phosphines, sugars, reductones, and hydrides. The non-thiol reducing agent may be selected from ammonium sulfite and ammonium bisulfite, as well as metal sulfites and bisulfites, more preferably sulfites and bisulfites of alkali metals or alkaline earth metals, and even more preferably sodium sulfite and sodium bisulfite.

[0180] The oxidizing agent can be selected from hydrogen peroxide, alkali metal bromates, ferricyanides, peroxygen salts, and compounds that can generate hydrogen peroxide by hydrolysis. For example, the oxidizing agent can be selected from aqueous hydrogen peroxide solutions, urea peroxide, alkali metal bromates, and peroxygen salts such as perborates and persulfates.

[0181] (Form) The composition used in the present invention can be in any form suitable for topical use, particularly in the form of an aqueous, alcoholic or aqueous-alcoholic, or oily, solution or suspension; in the form of a lotion or serum-type solution or dispersion; in the form of an O / W, W / O or multiple-type emulsion, particularly in a liquid or semi-liquid consistency (when the composition according to the present invention contains at least one oil); in the form of an (O / W) or (W / O) cream-type suspension or emulsion with a soft consistency; in the form of an aqueous gel; or in any other cosmetic form.

[0182] The composition used in the present invention may be in the form of any crude drug. For example, the composition used in the present invention may be in the form of any general hair treatment such as cream, lotion, gel, etc.

[0183] The composition according to the present invention can be used to treat keratin fibers such as hair, preferably to reshape, and more preferably to straighten the hair.

[0184] [Method] The present invention also relates to a method for reshaping keratin fibers such as hair, preferably straightening the hair, comprising: (i) applying the composition according to the present invention to the keratin fibers; (ii) optionally, rinsing the keratin fibers and, after rinsing, drying or not drying the keratin fibers; (iii) reshaping, preferably straightening, the keratin fibers at a temperature preferably above 50°C, more preferably above 100°C, even more preferably above 150°C. The present invention also relates to a method comprising the above steps.

[0185] Details of the composition used in the method according to the present invention are described in the section entitled [Composition] above.

[0186] The method according to the present invention aims to reshape keratin fibers such as hair, preferably to straighten the hair, more preferably to keep the hair straight for a long time, and even more preferably to keep the hair straight even after several hair washings. In this sense, the method according to the present invention can be a semi-permanent reshaping method, preferably a hair straightening method.

[0187] It is preferable to wash the keratin fibers before step (i). This washing step can be carried out, for example, by shampooing the keratin fibers and then rinsing them. After rinsing, the keratin fibers may be dried. It is preferable that the keratin fibers are wet immediately before step (i).

[0188] In step (i), the composition according to the present invention described above is applied to the keratin fibers such as hair. The application of the composition according to the present invention can be carried out by any means such as a brush or a comb.

[0189] The bath ratio of the composition according to the present invention applied to the keratin fibers may range from 0.1 to 10, more specifically from 0.5 to 5, preferably from 0.3 to 2. The term "bath ratio" is intended to mean the mass ratio between the total mass of the applied composition and the total mass of the keratin fibers.

[0190] After application of the composition according to the invention, the keratin fibers can optionally be left as they are for a specific length of time, typically from 1 minute to 1 hour, preferably from 2 to 30 minutes, more preferably from 3 to 10 minutes, to allow the composition to penetrate into the keratin fibers.

[0191] After step (i), the method according to the invention may include an optional step (ii) of rinsing the keratin fibers and then drying or not drying the keratin fibers after rinsing.

[0192] Therefore, when step (ii) is present, the keratin fibers are rinsed to remove the composition according to the invention from the keratin fibers. The rinsing step may be carried out with water. The keratin fibers are preferably dried after rinsing. Drying of the keratin fibers can be carried out by conventional drying means such as a hair dryer.

[0193] On the other hand, when step (ii) is not present, after step (i), the keratin fibers can be treated by step (iii) without rinsing.

[0194] In step (iii), preferably the dried keratin fibers are reshaped, preferably straightened, using at least one device selected from the group consisting of an iron, a comb, a heating dryer, and combinations thereof, preferably using a combination of a comb and a heating dryer, preferably at a temperature above 50°C, more preferably above 100°C, even more preferably above 150°C. This temperature may be less than 250°C, preferably less than 240°C, more preferably less than 230°C. Thus, this temperature may be above 50°C and less than 250°C, preferably above 100°C and less than 240°C, more preferably above 150°C and less than 230°C.

[0195] Reforming can be carried out by applying some mechanical force, such as mechanical tension, to the keratin fibers. The mechanical force can be applied to the keratin fibers by any reforming means that deforms the keratin fibers into the intended shape. For example, the mechanical force can be applied by at least one reforming means selected from the group consisting of at least one iron, at least one curler, at least one comb, and combinations thereof. Any conventional iron, curler, or comb may be used as the reforming means. A dryer capable of blowing a gas such as air can also be used as the reforming means.

[0196] The reforming means may comprise at least one heater. Therefore, the reforming means may be at least one heated iron and / or at least one heated curler and / or at least one heated comb and / or at least one heated dryer capable of blowing a high-temperature gas such as hot air. It may be preferable to use at least one heated iron and / or at least one heated curler.

[0197] Any conventional heated iron may be used as the heated iron. The heated iron can have, for example, at least one plate, preferably two plates, that can be heated by electric heat. The heated plate can be applied to the keratin fibers and moved along the direction of the keratin fibers to straighten the keratin fibers.

[0198] The heated iron preferably has two plates. The keratin fibers are sandwiched between the two plates of the heated iron, at least one of the plates can be heated, and then the two plates are moved along the direction of the keratin fibers, preferably causing the keratin fibers to be straightened.

[0199] A hair iron that contacts keratin fibers, particularly a part thereof (such as one or more heating plates), preferably has a temperature exceeding 50°C and less than 250°C, more preferably exceeding 100°C and less than 240°C, and even more preferably exceeding 150°C and less than 230°C.

[0200] Step (iii) can be carried out by one or more strokes of moving the hair iron along the direction of the keratin fibers. Step (iii) can be controlled not only by the temperature of the hair iron but also by the number of strokes of the hair iron.

[0201] The heating time can be determined by the temperature of the hair iron, but can also be determined by the number of strokes of the hair iron. For example, it may be from 1 second to 10 minutes, preferably from several seconds to 5 minutes.

[0202] As the heating curler, any conventional heating curler may be used. When winding the keratin fibers around the heating curler, this winding may be carried out with respect to the entire length of the keratin fibers, or, for example, with respect to half the length of the keratin fibers. For example, depending on the shape of the desired hairstyle and the amount of curl, the winding may be carried out in a more or less thick bundle.

[0203] A heating curler that contacts keratin fibers, particularly a part thereof (such as a heating rod and a heating cover), preferably has a temperature exceeding 50°C and less than 250°C, more preferably exceeding 100°C and less than 240°C, and even more preferably exceeding 150°C and less than 230°C.

[0204] Step (iii) can be carried out by maintaining the keratin fibers on the heating curler so that mechanical tension is applied to the keratin fibers. Step (iii) can be controlled not only by the temperature of the heating curler but also by the intensity of the mechanical tension.

[0205] The heating time can be determined by the temperature of the heating curler, but can also be determined by the strength of the mechanical tension. For example, it may be from 1 second to 10 minutes, preferably from several seconds to 5 minutes.

[0206] If necessary, before step (ii), as described above, mechanical tension may be applied to the keratin fibers.

[0207] [Kit] The present invention also relates to a kit for reshaping keratin fibers such as hair, preferably straightening the hair, at least one device selected from the group consisting of an iron, a curler, a comb, a dryer, and combinations thereof, preferably at least one heated iron, heated curler, heated comb, or heated dryer, capable of providing a temperature above 50°C, preferably above 100°C, more preferably above 150°C to the keratin fibers, the composition according to the present invention and relates to a kit containing the same.

[0208] Any conventional iron or curler, including any conventional heated iron or heated curler, may be used as the iron or curler in the kit according to the present invention.

[0209] The heater in the kit is not limited as long as it can heat the keratin fibers at a temperature above 50°C, preferably above 100°C, more preferably above 150°C. This temperature may be less than 250°C, preferably less than 240°C, more preferably less than 230°C. Therefore, this temperature may be above 50°C and less than 250°C, preferably above 100°C and less than 240°C, more preferably above 150°C and less than 230°C.

[0210] The iron or curler and the composition in the kit according to the present invention may be used as described in the section entitled [Method] above.

[0211] Details of the composition used in the kit according to the present invention are described in the section entitled [Composition] above.

[0212] [Use] The present invention relates to (a) at least one compound selected from the group consisting of glyoxylic acid, glyoxylic acid solvate, glyoxylate, glyoxylic acid ester, glyoxylic acid amide, and mixtures thereof, (b) at least one compound different from the (a) compound, selected from the group consisting of keto acids, their salts, and mixtures thereof In a composition, preferably by heating, for reshaping keratin fibers such as hair, preferably straightening, the use of (c) at least one ester quat, for extending the reshaping effect on the keratin fibers treated with the composition, particularly for further maintaining the straight shape of the keratin fibers or preventing or reducing the waving of the keratin fibers.

[0213] Heating is not limited as long as the keratin fibers can be heated at a temperature above 50°C, preferably above 100°C, more preferably above 150°C. This temperature may be less than 250°C, preferably less than 240°C, more preferably less than 230°C. Thus, this temperature may be above 50°C and less than 250°C, preferably above 100°C and less than 240°C, more preferably above 150°C and less than 230°C.

[0214] The above composition may further comprise (d) water and / or (e) at least one oil and / or (f) at least one aliphatic alcohol and / or (g) at least one nonionic surfactant.

[0215] The above descriptions of the (a) compound, (b) compound, and (c) ester quat, and (d) water, (e) oil, (f) aliphatic alcohol, and (g) nonionic surfactant are applicable to those in the above composition used for the use according to the present invention.

[0216] According to a preferred embodiment, the composition according to the present invention comprises the following: At least one compound selected from the group consisting of (a) glyoxylic acid, glyoxylic acid solvate, glyoxylate, glyoxylate ester, glyoxamide, and mixtures thereof, in an amount of 0.1% to less than 15% by mass based on the total mass of the composition, At least one compound selected from the group consisting of (b) levulinic acid, its salts, and mixtures thereof, in an amount of 0.1% to 10% by mass based on the total mass of the composition, and At least one ester quat selected from the group consisting of (c) distearoylethyldimonium chloride, dioleoylethylhydroxyethylmonium methosulfate, and mixtures thereof, in an amount of 0.01% to 15% by mass based on the total mass of the composition.

[0217] According to a preferred embodiment, the composition according to the present invention comprises: At least one compound selected from the group consisting of (a) glyoxylic acid, glyoxylic acid solvate, glyoxylate, glyoxylate ester, glyoxamide, and mixtures thereof, in an amount of 1% to less than 13% by mass based on the total mass of the composition, At least one compound selected from the group consisting of (b) keto acid, its salts, and mixtures thereof, in an amount of 1% to 6% by mass based on the total mass of the composition, and At least one ester quat selected from the group consisting of (c) distearoylethyldimonium chloride, dioleoylethylhydroxyethylmonium methosulfate, and mixtures thereof, in an amount of 0.1% to 5% by mass based on the total mass of the composition.

Example

[0218] The present invention will be described in more detail by way of examples. However, these examples should not be construed as limiting the scope of the present invention.

[0219] (Example 1 and Comparative Examples 1 to 3) [Preparation] Each of the compositions according to Example 1 and Comparative Examples 1 to 3 was prepared by mixing the components shown in Table 1. The numerical values of the amounts of the components are all based on "mass%" of the raw materials.

[0220]

Table 1

[0221] [Evaluation] Using each of the above compositions, hair samples were straightened, and then the hair samples were evaluated according to the following protocol.

[0222] 1) A hair sample (length 27 cm) of slightly wavy black natural hair of Chinese people was washed with the SLES shampoo composition shown in Table 2 below. The hair sample was thoroughly rinsed with tap water.

[0223]

Table 2

[0224] 2) Each composition according to Example 1 and Comparative Examples 1 to 3 (each amount 1 g) was applied to the hair sample. 3) The hair sample was left at room temperature (25°C) for 10 minutes. 4) The hair sample was thoroughly rinsed with tap water. 5) The hair sample was dried with a hair dryer (Nobby NB3100, Tescom Denki Co., Ltd. Japan) for about 90 seconds until dry with hot air. 6) The hair sample was subjected to straightening by using a hair iron for straightening at 180°C (ADST Premium DS2, Hakko Limited, Japan) for 4 seconds per stroke and making 3 strokes. 7) The straightening level of the hair sample immediately after Step 6 (the straightening effect at T0) was visually evaluated according to the following criteria. 5: Extremely good 4: Good 3: Normal 2: Poor 1: Extremely poor The results are shown on the left side of the " / " in the row of "Straight hair effect (T0 / T1sh)" in Table 1. 8) Immediately after Step 6, a photograph of the hair sample was taken, and the area of the hair sample (expressed in number of pixels) was determined using the open-source public domain software Image J. The results are shown on the left side of the " / " in the row of "Area (T0 / T1sh)" in Table 1. 9) The hair sample was washed again with the SLS shampoo composition shown in Table 2, thoroughly rinsed with tap water, and dried with a hair dryer (for about 90 seconds until dry) using hot air. 10) The straight hair level and area of the hair sample were evaluated again as described above (T1sh). The results are shown on the right side of the " / " in the rows of "Straight hair effect (T0 / T1sh)" and "Area (T0 / T1sh)" in Table 1.

[0225] The evaluation results in Table 1 show that when esterquat is used together with a combination of glyoxylic acid and levulinic acid, the straight shape of the hair can be further maintained, or the increase in hair volume reflecting the curling or waving of the hair can be reduced, compared to using only the combination of glyoxylic acid and levulinic acid (Comparative Example 1), a combination of glyoxylic acid, levulinic acid, and a cationic surfactant other than esterquat (Comparative Example 2), or a combination of glyoxylic acid, levulinic acid, and a nonionic surfactant (Comparative Example 3).

Claims

1. A composition for keratin fibers such as hair, comprising: (a) at least one compound selected from the group consisting of glyoxylic acid, glyoxylic acid solvate, glyoxylic acid salt, glyoxylic acid ester, glyoxylic acid amide, and mixtures thereof; (b) at least one compound different from the (a) compound, selected from the group consisting of keto acids, their salts, and mixtures thereof; (c) at least one esterquat; and a composition containing the same.

2. The composition according to claim 1, wherein the amount of the (a) compound in the composition is less than 15% by mass, preferably less than 14% by mass, more preferably less than 13% by mass, based on the total mass of the composition.

3. The composition according to claim 1 or 2, wherein the (b) compound is selected from levulinic acid, its salts, and mixtures thereof.

4. The composition according to any one of claims 1 to 3, wherein the amount of the (b) compound in the composition is 10% by mass or less, preferably 8% by mass or less, more preferably 6% by mass or less, based on the total mass of the composition.

5. The composition according to any one of claims 1 to 4, wherein the (c) esterquat is selected from the group consisting of distearoylethyldimonium chloride, dioleoylethylhydroxyethylmonium methosulfate, and mixtures thereof.

6. The composition according to any one of claims 1 to 5, wherein the amount of the (c) esterquat in the composition is 0.01% by mass to 15% by mass, preferably 0.05% by mass to 10% by mass, more preferably 0.1% by mass to 5% by mass, based on the total mass of the composition.

7. The composition according to any one of claims 1 to 6, further comprising (d) water.

8. (e) The composition according to any one of claims 1 to 7, further comprising at least one oil.

9. (f) The composition according to any one of claims 1 to 8, further comprising at least one aliphatic alcohol.

10. The composition according to any one of claims 1 to 9, wherein the pH of the composition is 7 or less, preferably 6 or less, more preferably 5 or less.

11. The composition according to any one of claims 1 to 10, which does not contain any ammonia or thiol compound, or contains less than 1% by mass, preferably less than 0.5% by mass, more preferably less than 0.1% by mass of ammonia or thiol compound based on the total mass of the composition.

12. The composition according to any one of claims 1 to 11, which does not contain any reducing agent or oxidizing agent, or contains less than 1% by mass, preferably less than 0.5% by mass, more preferably less than 0.1% by mass of reducing agent or oxidizing agent based on the total mass of the composition.

13. The composition according to any one of claims 1 to 12, which is for reshaping keratin fibers such as hair, preferably straightening the hair.

14. A method for reshaping keratin fibers such as hair, preferably straightening the hair, comprising: (i) applying the composition according to any one of claims 1 to 13 to the keratin fibers; (ii) optionally, rinsing the keratin fibers and then drying or not drying the keratin fibers after rinsing; (iii) reshaping, preferably straightening, the keratin fibers at a temperature preferably above 50°C, more preferably above 100°C, even more preferably above 150°C. A method comprising the above steps.

15. A kit for reshaping keratin fibers such as hair, preferably straightening the hair, comprising: At least one device selected from the group consisting of an iron, a curler, a comb, a dryer, and combinations thereof, preferably at least one heated iron, heated curler, heated comb, or heated dryer, capable of providing a temperature to keratin fibers above 50°C, preferably above 100°C, more preferably above 150°C, and the composition according to any one of claims 1 to 13 and a kit comprising the same.

Citation Information

Patent Citations

  • N-(mercaptoalkyl)-omega-hydroxyalkyl amides and their use as reducing agents in a process for the permanent setting of hair

    EP0354835A1

  • 4-Mercapto butyramides N-mono or N,N-disubstituted by a mono or polyhydroxyalkyl radical, and their use as reducing agents in the process of permanent deformation of the hair

    EP0368763A1

  • Reducing composition for permanent hairwaving, comprising as reducing agent an amino-mercaptoalkylamide or one of its salts, and its use in a process for permanent hairwaving

    EP0432000A1

  • Alkylamino mercaptoalkylamides or salts thereof acceptable for cosmetic use, their use as a reducing agent and a process for the permanent deformation of hair

    EP0514282A1

  • AZETROPE mixture OF 2-HYDROXY-PROPYL THIOGLYCOLATE AND 2-HYDROXY-1-METHYL ETHYL THIOGLYCOLATE, METHOD FOR OBTAINING IT AND ITS USE IN A METHOD FOR PERMANENTLY DEFORMING HAIR.

    FR2679448A1