Compositions suitable for keratin fibers
A composition using glyoxylic acid and keto acids with betaine compounds addresses the limitations of existing keratin fiber straightening methods, providing improved texture, strength, and humidity resistance, achieving a semi-permanent reshaping effect with reduced damage and odor.
Patent Information
- Application Number
- JP2025556032
- Authority / Receiving Office
- JP · JP
- Patent Type
- Applications
- Current Assignee / Owner
- Priority Date
- 2023-01-18
- Filing Date
- 2023-07-20
- Publication Date
- 2025-11-28
AI Technical Summary
Existing methods for long-lasting keratin fiber straightening, such as those using reducing and oxidizing agents, suffer from long processing times, damage to fibers, and unpleasant odors, while methods without these agents, like using glyoxylic acid, do not provide sufficient texture, strength, and humidity resistance.
A composition comprising glyoxylic acid, glyoxylic acid derivatives, keto acids, and betaine compounds, applied at specific concentrations, provides a semi-permanent reshaping effect with good texture, strength, and humidity resistance, avoiding reducing or oxidizing agents.
The composition achieves a longer-lasting reshaping effect with improved texture, strength, and humidity resistance, reducing frizz and maintaining shape under damp conditions, while minimizing fiber damage and odor, with a shorter processing time.
Smart Images

Figure 2025538836000004 
Figure 2025538836000001 
Figure 2025538836000002
Abstract
Description
[Technical Field]
[0001] The present invention relates primarily to compositions suitable for reshaping, preferably straightening, keratinous fibers such as hair. [Background technology]
[0002] Straightening keratinous fibers, such as hair, by heating them with an iron is popular for making unruly keratinous fibers more manageable, reducing the volume of the keratinous fibers, and making them appear more desirable. While such straightening methods using heated irons are convenient for instant styling, the style only lasts for a short time, for example, until the next shampooing. Many consumers need a method for straightening their hair that lasts longer.
[0003] On the other hand, conventional permanent hair straightening methods using reducing and alkaline agents and oxidizing agents and heating can provide keratin fibers with a long-lasting style, but have several drawbacks, such as long processing times, damage to keratin fibers, and unpleasant odors.
[0004] WO2014 / 131469 discloses a method for straightening keratin fibers by heating with an iron without using a reducing agent or an oxidizing agent, in which glyoxylic acid is used to straighten the keratin fibers. [Prior art documents] [Patent documents]
[0005] [Patent Document 1] WO2014 / 131469 [Patent Document 2] European Patent Application No. 0354835 [Patent Document 3] European Patent Application No. 0368763 [Patent Document 4] European Patent Application No. 0432000 [Patent Document 5] European Patent Application No. 0514282 [Patent Document 6] French Patent Application No. 2679448 Summary of the Invention [Problem to be solved by the invention]
[0006] There remains a need for improved reshaping of keratinous fibers based on treating the fibers with glyoxylic acid or its derivatives.
[0007] It is an object of the present invention to provide a composition useful for reshaping keratinous fibers, such as hair, based on treating the fibers with glyoxylic acid or a derivative thereof, which is capable of providing the keratinous fibers with good texture, such as moisturizing feel, strength, and humidity resistance, which can prolong the reshaping effect. [Means for solving the problem]
[0008] The object of the present invention is to provide a composition for keratinous fibers such as hair, comprising: (a) at least one compound selected from the group consisting of glyoxylic acid, glyoxylic acid solvates, glyoxylates, glyoxylate esters, glyoxylate amides, and mixtures thereof; (b) at least one compound selected from the group consisting of keto acids, salts thereof, and mixtures thereof, which is different from the compound (a); Including, the amount of the (a) compound in the composition is less than 15% by mass, based on the total mass of the composition; The amount of the (b) compound in the composition is 10% by mass or less. This can be achieved by the composition.
[0009] The amount of (a) compound in the composition according to the present invention may be 0.1% by weight or more, preferably 0.5% by weight or more, more preferably 1% by weight or more, relative to the total weight of the composition.
[0010] The (b) compound may be selected from levulinic acid, its salts, and mixtures thereof.
[0011] The amount of the (b) compound in the composition according to the present invention may be 0.1% by weight or more, preferably 0.5% by weight or more, more preferably 1% by weight or more, relative to the total weight of the composition.
[0012] The composition according to the present invention may further comprise (c) water.
[0013] The amount of (c) 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, and more preferably 40% by mass to 85% by mass, relative to the total mass of the composition.
[0014] The composition according to the present invention may further comprise (d) at least one betaine compound.
[0015] (d) The betaine compound may be selected from the group consisting of trimethylglycine, carnitine, and L-proline betaine or stachydrine, and mixtures thereof.
[0016] The amount of (d) the betaine compound 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, and more preferably 0.1% by mass to 5% by mass, relative to the total mass of the composition.
[0017] The pH of the composition according to the present invention may be 7 or less, preferably 6 or less, more preferably 5 or less.
[0018] The composition according to the invention may be free of ammonia or thiol compounds or may contain less than 1% by weight, preferably less than 0.5% by weight, more preferably less than 0.1% by weight of ammonia or thiol compounds relative to the total weight of the composition.
[0019] The composition according to the invention may contain no reducing or oxidizing agents or may contain less than 1% by weight, preferably less than 0.5% by weight, more preferably less than 0.1% by weight of reducing or oxidizing agents relative to the total weight of the composition.
[0020] The compositions according to the invention may be for reshaping, preferably straightening, keratinous fibers such as hair.
[0021] In one embodiment, the present invention provides (a) at least one compound selected from the group consisting of glyoxylic acid, glyoxylic acid solvates, glyoxylates, glyoxylic acid esters, glyoxylic acid amides, and mixtures thereof, in an amount greater than 5% by weight, preferably greater than 6% by weight, and more preferably greater than 7% by weight, based on the total weight of the composition; (b) at least one compound selected from the group consisting of keto acids (particularly levulinic acid), salts thereof, and mixtures thereof, which is different from the compound (a), in an amount of 0.1% by mass to 15% by mass, preferably 0.5% by mass to 10% by mass, and more preferably 1% by mass to 5% by mass, relative to the total mass of the composition; (c) Water and The present invention may relate to a composition comprising:
[0022] The present invention also provides a method for reshaping, preferably straightening, keratinous fibers such as hair, comprising the steps of: (i) applying a composition according to the present invention onto keratinous fibers; (ii) optionally rinsing the keratinous fibers, with or without drying the keratinous 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; The present invention also relates to a method, including:
[0023] In one embodiment, the present invention provides a method for reshaping, preferably straightening, keratinous fibers such as hair, comprising the steps of: (i) applying a composition onto keratinous fibers; (ii) optionally rinsing the keratinous fibers, with or without drying the keratinous 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; Including, The composition comprises: (a) at least one compound selected from the group consisting of glyoxylic acid, glyoxylic acid solvates, glyoxylates, glyoxylic acid esters, glyoxylic acid amides, and mixtures thereof, in an amount greater than 5% by weight, preferably greater than 6% by weight, and more preferably greater than 7% by weight, based on the total weight of the composition; (b) at least one compound selected from the group consisting of keto acids (particularly levulinic acid), salts thereof, and mixtures thereof, which is different from the compound (a), in an amount of 0.1% by mass to 15% by mass, preferably 0.5% by mass to 10% by mass, and more preferably 1% by mass to 5% by mass, relative to the total mass of the composition; (c) Water and The present invention may relate to a method comprising:
[0024] The present invention also provides a kit for reshaping, preferably straightening, keratinous fibers such as hair, comprising: At least one selected from the group consisting of irons, curlers, combs, dryers, and combinations thereof, preferably at least one heated iron, heated curler, heated comb, or heated dryer capable of applying a temperature of more than 50°C, preferably more than 100°C, more preferably more than 150°C to keratin fibers; The composition according to the present invention The present invention also relates to a kit comprising: [Brief explanation of the drawings]
[0025] [Figure 1] FIG. 2 is a schematic diagram showing a method for determining the bending angles of Example 1 and Comparative Examples 1 to 4. DETAILED DESCRIPTION OF THE INVENTION
[0026] After extensive research, the present inventors have found that it is possible to provide a composition useful for reshaping keratinous fibers, such as hair, by treating the fibers with glyoxylic acid or a derivative thereof, which can provide the keratinous fibers with good texture, such as moisturizing feel, strength, and humidity resistance that can prolong the reshaping effect.
[0027] The present invention therefore primarily relates to compositions for keratinous fibers such as hair, comprising: (a) at least one compound selected from the group consisting of glyoxylic acid, glyoxylic acid solvates, glyoxylates, glyoxylate esters, glyoxylate amides, and mixtures thereof; (b) at least one compound selected from the group consisting of keto acids, salts thereof, and mixtures thereof, which is different from the compound (a); Including, the amount of the (a) compound in the composition is less than 15% by mass, based on the total mass of the composition; The amount of the (b) compound in the composition is 10% by mass or less. It relates to a composition.
[0028] The present invention can provide keratinous fibers, such as hair, with good texture, strength, and humidity resistance that can prolong reshaping effects.
[0029] Reshaping keratinous fibers, such as hair, as used herein includes straightening or curling the keratinous fibers.
[0030] The present invention can provide keratinous fibers such as hair with good texture, such as a moisturizing feel.
[0031] The present invention can reshape or transform keratinous fibers, such as hair, and keratinous fibers treated with the present invention can be elastic.
[0032] The present invention can provide humidity resistance to keratinous fibers, such as hair. Thus, for example, keratinous fibers treated to straighten them according to the present invention can be less frizzy and can exhibit better alignment for extended periods of time, even under damp or wet conditions, such as those caused by rain or sweat. Accordingly, for example, the present invention can provide better hair manageability.
[0033] The present invention can provide a longer-lasting reshaping effect to keratinous fibers, such as hair. Thus, the present invention can prolong or sustain the reshaping effect on keratinous fibers provided by using a composition containing only glyoxylic acid or a derivative thereof. In particular, the present invention can further maintain the straightened or curled shape of keratinous fibers, or prevent or reduce the loss of the straightened or curled shape of keratinous fibers over time.
[0034] For example, if 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 with shampoo.
[0035] When the composition according to the invention comprises at least one betaine compound, the betaine compound may contribute to prolonging or sustaining the reshaping effect on keratin fibers brought about by glyoxylic acid or its derivatives. In particular, the use of a betaine compound may contribute to maintaining the straightened or curled shape of keratin fibers brought about by glyoxylic acid or its derivatives, or to preventing or reducing the return of keratin fibers to their original shape.
[0036] The present invention can also provide a sufficiently immediate reshaping effect to keratinous fibers. For example, keratinous fibers treated to straighten them according to the present invention can reduce the volume or frizz of the keratinous fibers, since the curl of the keratinous fibers is reduced. The reshaping effect provided by the present invention can last for a long time, for example, even after the keratinous fibers have been washed with shampoo. Therefore, the present invention can also provide a keratinous fiber shape that is resistant to shampoo washing.
[0037] The present invention can result in less damage to keratinous fibers compared to conventional permanent reshaping methods because it does not require the use of any reducing / oxidizing agents. Therefore, keratinous fibers treated according to the present invention can be easily combed. Therefore, keratinous fibers treated according to the present invention can be easily handled. In addition, keratinous fibers treated according to the present invention can be stronger than those treated with conventional permanent reshaping methods.
[0038] In addition, the present invention can use no or very little ammonia or thiol compounds, and therefore can reduce odor during use of the present invention compared to conventional methods that require the use of ammonia or thiol compounds.The present invention also allows for good ease of use, for example, a short processing time.
[0039] The present invention will be described in detail below.
[0040] [Composition] The composition according to the present invention comprises (a) at least one compound selected from the group consisting of glyoxylic acid, glyoxylic acid solvates, glyoxylates, glyoxylate esters, glyoxylate amides, and mixtures thereof; (b) at least one compound selected from the group consisting of keto acids, salts thereof, and mixtures thereof, which is different from the compound (a); Including, the amount of the (a) compound in the composition is less than 15% by mass, based on the total mass of the composition; The amount of the compound (b) in the composition is 10% by mass or less.
[0041] The composition according to the invention is preferably a cosmetic composition, more preferably a cosmetic composition for reshaping, e.g. straightening, keratinous fibers, even more preferably a cosmetic composition for reshaping, e.g. straightening, keratinous fibers in one step, wherein the keratinous fibers are particularly preferably hair.
[0042] (Glyoxylic acid and its derivatives) The composition according to the present invention comprises (a) at least one compound selected from the group consisting of glyoxylic acid, glyoxylic acid solvates, glyoxylates, glyoxylic acid esters, glyoxylic acid amides, and mixtures thereof.
[0043] A single type of (a) compound may be used, or two or more different types of (a) compounds may be used in combination.
[0044] The (a) compound is selected from the group consisting of glyoxylic acid, glyoxylic acid solvates, glyoxylates, glyoxylate esters, glyoxylate amides, and mixtures thereof. In other words, the (a) compound is selected from glyoxylic acid and its derivatives.
[0045] Glyoxylic acid solvates include, for example, glyoxylic acid hydrates such as glyoxylic acid monohydrate.
[0046] Glyoxylates can include, for example, alkali metal or alkaline earth metal salts of glyoxylic acid, such as sodium or potassium glyoxylate and magnesium or calcium glyoxylate.
[0047] Glyoxylate esters can include, for example, alkyl esters of glyoxylic acid, such as methyl glyoxylate and ethyl glyoxylate.
[0048] Examples of glyoxylic acid amides include N-glyoxyloyl carbocysteine and N-glyoxyloyl keratin amino acid.
[0049] It is preferred to use glyoxylic acid as the (a) compound.
[0050] The amount of (a) compound in the composition according to the present invention may be 0.1% by weight or more, preferably 0.5% by weight or more, more preferably 1% by weight or more, relative to the total weight of the composition.
[0051] The amount of (a) compound in the composition according to the invention is less than 15% by weight, preferably less than 14% by weight, more preferably less than 13% by weight, relative to the total weight of the composition.
[0052] Therefore, the amount of compound (a) 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, and more preferably from 1% by mass to less than 13% by mass, relative to the total mass of the composition.
[0053] In one embodiment, the amount of (a) compound in the composition according to the present invention may be 12% by weight or less, preferably 11% by weight or less, more preferably 10% by weight or less, relative to the total weight of the composition.
[0054] Therefore, in this embodiment, the amount of (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, and more preferably 1% by mass to 10% by mass, relative to the total mass of the composition.
[0055] In another embodiment, the amount of (a) compound in the composition according to the invention may be more than 5% by weight, preferably more than 6% by weight, more preferably more than 7% by weight, relative to the total weight of the composition.
[0056] Thus, in this embodiment, the amount of (a) compound in the composition according to the invention may be greater than 5% and less than 15% by weight, preferably greater than 6% and less than 14% by weight, more preferably greater than 7% and less than 13% by weight, relative to the total weight of the composition, or greater than 5% and 12% by weight or less, preferably greater than 6% and 11% by weight or less, more preferably greater than 7% and 10% by weight or less, relative to the total weight of the composition.
[0057] (keto acid) The composition according to the present invention comprises at least one compound (b) selected from keto acids, their salts, and mixtures thereof, which is different from the compound (a). Two or more types of the compound (b) may be used in combination. Thus, a single type of compound (b) or a combination of different types of compounds (b) may be used.
[0058] The keto acid may be selected from α-keto acids, β-keto acids, γ-keto acids, and mixtures thereof.
[0059] The α-keto acids are represented by the general formula (I): R 1 -C(=O)-COOH (I) (In the formula, R 1 represents a linear or branched C1-C6 alkyl group optionally substituted with OH, COOH, or a halogen atom such as a chlorine or bromine atom) The compound may be represented by the following formula:
[0060] An example of an α-keto acid is pyruvic acid.
[0061] β-keto acids are represented by the general formula (II): R 2 -C(=O)-R 3 -COOH (II) (In the formula, R 2represents a linear or branched C1-C6 alkyl group, optionally substituted by OH, COOH, or a halogen atom such as a chlorine or bromine atom, R 3 denotes a methylene group optionally substituted with a halogen atom, such as a chlorine or bromine atom. It can be expressed as:
[0062] An example of a β-keto acid is acetoacetic acid.
[0063] γ-keto acids are represented by the general formula (III): R 2 -C(=O)-R 4 -COOH (III) (In the formula, R 2 represents a linear or branched C1-C6 alkyl group, optionally substituted by OH, COOH, or a halogen atom such as a chlorine or bromine atom, R 4 represents an ethylene group optionally substituted with a halogen atom, such as a chlorine or bromine atom. It can be expressed as:
[0064] An example of a γ-keto acid is levulinic acid.
[0065] The salt of the keto acid may be an alkali metal or alkaline earth metal salt of the keto acid, such as sodium or potassium salts of the keto acid, and magnesium or calcium salts of the keto acid.
[0066] As the (b) compound, it is preferred to use a γ-keto acid, more preferably levulinic acid and / or a salt thereof, such as sodium levulinate.
[0067] The amount of the (b) compound in the composition according to the present invention may be 0.1% by weight or more, preferably 0.5% by weight or more, more preferably 1% by weight or more, relative to the total weight of the composition.
[0068] The amount of the (b) compound in the composition according to the present invention 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.
[0069] Therefore, the amount of the (b) compound 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, and more preferably 1% by mass to 6% by mass, relative to the total mass of the composition.
[0070] In one embodiment, the amount of (b) compound in the composition according to the present invention may be 5% by weight or less, preferably 4% by weight or less, more preferably 3% by weight or less, relative to the total weight of the composition.
[0071] Therefore, in this embodiment, the amount of (b) compound 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, and more preferably 1% by mass to 3% by mass, relative to the total mass of the composition.
[0072] In another embodiment, the amount of (b) compound in the composition according to the present invention may be 0.5% by mass to 10% by mass, preferably 1% by mass to 5% by mass, and more preferably 2% by mass to 4% by mass, relative to the total mass of the composition.
[0073] In another embodiment, the (b) compound may be present in the composition according to the present invention in an amount less than that of the (a) compound. For example, the mass ratio of the amount of the (a) compound to the amount of the (b) compound contained in the composition according to the present invention may be in the range of 1:1 to 15:1, preferably 1:1 to 10:1, and more preferably 1:1 to 4:1.
[0074] (water) The composition according to the present invention may comprise (c) water.
[0075] Therefore, when a composition according to the present invention includes (c) water, the composition according to the present invention is not anhydrous.
[0076] The amount of (c) water in the composition according to the present invention may be 20% by mass or more, preferably 30% by mass or more, and more preferably 40% by mass or more, based on the total mass of the composition.
[0077] On the other hand, the amount of (c) water in the composition according to the present invention may be 95% by mass or less, preferably 90% by mass or less, and more preferably 85% by mass or less, based on the total mass of the composition.
[0078] The amount of (c) 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, and more preferably 40% by mass to 85% by mass, relative to the total mass of the composition.
[0079] (betaine compounds) The composition according to the present invention may contain at least one betaine compound (d). A single type of betaine compound (d) may be used, or two or more different types of betaine compounds (d) may be used in combination.
[0080] The term "betaine compound" as used herein means an amphoteric compound having a positively charged cationic moiety and a negatively charged anionic moiety, where no hydrogen atom is bonded to the positively charged atom of the positively charged cationic moiety and the positively charged cationic moiety cannot be adjacent to the negatively charged anionic moiety.
[0081] For purposes of this invention, the (d) betaine compounds herein are not surfactants that contain at least one hydrophilic moiety and at least one hydrophobic moiety.
[0082] The positively charged cationic moiety in the (d) betaine compound includes, but is not limited to, a quaternary ammonium cation, a phosphonium cation, and a sulfonium cation. Preferably, the (d) betaine compound includes a quaternary ammonium cation as the positively charged cationic moiety.
[0083] (d) Negatively charged anionic moieties in betaine compounds include, but are not limited to, carboxylate anions.
[0084] (d) The betaine compound may be selected from the group consisting of trimethylglycine, carnitine, L-proline betaine or stachydrine, and mixtures thereof, and may preferably be trimethylglycine.
[0085] The amount of (d) the betaine compound in the composition according to the present invention may be 0.01% by mass or more, preferably 0.05% by mass or more, and more preferably 0.1% by mass or more, relative to the total mass of the composition.
[0086] On the other hand, the amount of (d) the betaine compound in the composition according to the present invention may be 15% by mass or less, preferably 10% by mass or less, and more preferably 5% by mass or less, relative to the total mass of the composition.
[0087] The amount of (d) betaine compound in the composition according to the present invention may be in the range of 0.01% by mass to 15% by mass, preferably 0.05% by mass to 10% by mass, and more preferably 0.1% by mass to 5% by mass, relative to the total mass of the composition.
[0088] (pH) The pH of the composition according to the invention may be 7 or less, preferably 6 or less, more preferably 5 or less, measured at 25°C.
[0089] The pH of the composition according to the invention may be greater than or equal to 3, measured at 25°C.
[0090] The pH of the composition according to the present invention may be 3 to 7, preferably 3 to 6, more preferably 3 to 5, measured at 25°C.
[0091] (Alkaline agent) The composition according to the present invention may contain at least one alkaline agent. Two or more alkaline agents may be used in combination. Thus, a single type of alkaline agent or a combination of different types of alkaline agents may be used.
[0092] The alkaline agent is different from (d) the betaine compound.
[0093] When the (a) compound or the (b) compound can function to lower the pH of the composition, it is preferred that the composition according to the invention comprises an alkaline agent.
[0094] The alkaline agent may be an inorganic alkaline agent. Preferably, the alkaline agent is non-volatile. Preferably, the inorganic alkaline agent is selected from the group consisting of alkali metal hydroxides; alkaline earth metal hydroxides; and alkali metal phosphates and monohydrogen phosphates, such as sodium phosphate or sodium monohydrogen phosphate.
[0095] 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. Sodium hydroxide and potassium hydroxide are preferred as inorganic alkaline agents.
[0096] The alkaline agent may be an organic alkaline agent, preferably selected from the group consisting of monoamines and diamines.
[0097] Examples of monoamines include alkanolamines, such as mono-, di-, and triethanolamines containing one to three hydroxyalkyl (C1-C4) groups. In particular, the alkanolamines 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.
[0098] Diamines have the following structural formula (B):
[0099] [ka]
[0100] where W represents alkylene, such as propylene, optionally substituted with hydroxyl or a C1-C4 alkyl group; and R a , R b , R c and R d are independently a hydrogen atom, an alkyl group, or a C1-C4 hydroxyalkyl group), which can be exemplified by 1,3-propanediamine and its derivatives.
[0101] The amount of alkaline agent in the composition according to the present invention may be 0.01% by weight or more, preferably 0.05% by weight or more, more preferably 0.1% by weight or more, relative to the total weight of the composition.
[0102] On the other hand, the amount of alkaline agent in the composition according to the present invention may be 15% by weight or less, preferably 10% by weight or less, more preferably 5% by weight or less, relative to the total weight of the composition.
[0103] Therefore, the amount of alkaline 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, and more preferably 0.1% by mass to 5% by mass, relative to the total mass of the composition.
[0104] (acid) The compositions according to the present invention may contain at least one acid different from the (a) compound or the (b) compound (and, if present, the (d) betaine compound). Two or more acids may be used in combination. Thus, a single type of acid or a combination of different types of acids may be used.
[0105] Acids may be used to adjust the pH of compositions according to the present invention.
[0106] The acid may be any inorganic or organic acid commonly used in cosmetics, such as citric acid, lactic acid, sulfuric acid, phosphoric acid, or hydrochloric acid (HCl), with HCl being preferred.
[0107] The amount of acid in the composition according to the invention may be 0.01% by weight or more, preferably 0.05% by weight or more, more preferably 0.1% by weight or more, relative to the total weight of the composition.
[0108] On the other hand, the amount of acid in the composition according to the invention may be 15% by weight or less, preferably 10% by weight or less, more preferably 5% by weight or less, relative to the total weight of the composition.
[0109] 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, and more preferably 0.1% to 5% by mass, relative to the total mass of the composition.
[0110] (Other optional ingredients) The compositions according to the invention also contain in particular oils, preferably polar oils, more preferably ester oils, which are in liquid form at atmospheric pressure and 25°C; solid fatty substances, in particular C8-C6, which are in liquid form at atmospheric pressure and 25°C; 40 Esters, C8-C40 Acids and C8-C 40 It may also contain at least one other optional ingredient selected from alcohol, thickeners, sunscreens, moisturizers, anti-dandruff agents, antioxidants, antibacterial agents such as benzoic acid, preservatives such as phenoxyethanol, chelating agents, pearlizing and opacifying agents, plasticizers or coalescers, fillers, emulsifiers, polymers, particularly conditioning polymers such as cationic polymers, fragrances, silanes, crosslinkers, and surfactants, including anionic, amphoteric, and nonionic surfactants. The composition may, of course, contain several cosmetic ingredients appearing in the above list.
[0111] The compositions according to the invention may also comprise one or several 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 ether, propylene glycol monomethyl, monoethyl, and monobutyl ether, and butylene glycol monomethyl, monoethyl, and monobutyl ether.
[0112] Depending on their nature and the purpose of the composition, the above optional components can be present in conventional amounts that can be easily determined by those skilled in the art and that can range from 0.01% to 80% by weight for each component. Those skilled in the art will carefully select the components to be included in the composition, as well as their amounts, so that they do not impair the properties of the composition used in the present invention.
[0113] (Ammonia and thiol compounds) It is preferred that the composition according to the present invention does not contain 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 weight or less of ammonia or thiol compounds, more preferably 0.5% by weight or less, even more preferably 0.1% by weight or less of ammonia or thiol compounds, and in particular, no ammonia or thiol compounds.
[0114] Due to the very low or no ammonia and / or thiol compounds present, malodours during use of the compositions according to the invention can be reduced or prevented.
[0115] A thiol compound, as used herein, refers to a compound having at least one thiol (—SH) group.
[0116] 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, particularly its esters such as glycerol monothioglycolate or glycol monothioglycolate; thiolactic acid and its derivatives, particularly its esters such as glycerol monothiolactic acid; 3-mercaptopropionic acid and its derivatives, particularly its esters such as glycerol 3-mercaptopropionate and ethylene glycol 3-mercaptopropionate; cysteamine and its derivatives, particularly its C1-C4 acyl derivatives such as N-acetylcysteamine and N-propionylcysteamine; monothioglycerol and its derivatives, particularly esters; cysteine and its derivatives, particularly esters such as N-acetylcysteine, N-alkanoylcysteine, and cysteine alkyl esters; thioglycerin and its derivatives, particularly s-alkyl derivatives, and salts thereof.
[0117] The salts may include, for example, ammonium salts, primary, secondary, or tertiary amine salts, alkali metal salts, and alkaline earth metal salts. The primary, secondary, or tertiary amine may include, for example, monoethanolamine, diisopropanolamine, or triethanolamine, respectively.
[0118] Other examples of thiol reducing agents include, but are not limited to, sugar N-mercaptoalkylamides such as N-(mercapto-2-ethyl)gluconamide, β-mercaptopropionic acid, and derivatives thereof; 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-2 propyl thioglycolate; and the hydroxy-2 methyl-1 ethyl thioglycolate-based mixture (67 / 33) described in French Patent Application No. 2679448.
[0119] (reducing and oxidizing agents) Compositions according to the invention may contain reducing agents, however, it is preferred that compositions according to the invention contain reduced amounts of reducing or oxidizing agents, and preferably no reducing or oxidizing agents.
[0120] The term "free of reducing or oxidizing agents" means that the compositions according to the invention do not contain substantial amounts of reducing or oxidizing agents. Preferably, the compositions according to the invention contain no more than 1% by weight of reducing or oxidizing agents, more preferably no more than 0.5% by weight, even more preferably no more than 0.1% by weight, and in particular no reducing or oxidizing agents.
[0121] The reducing agent may be a thiol reducing agent or a non-thiol reducing agent. Thiol reducing agents are those described above.
[0122] The term "non-thiol reducing agent" as used herein refers to a reducing agent that does not contain a thiol group. The non-thiol reducing agent may 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, and metal sulfites and bisulfites, more preferably alkali metal or alkaline earth metal sulfites and bisulfites, more preferably sodium sulfite and sodium bisulfite.
[0123] The oxidizing agent may be selected from hydrogen peroxide, alkali metal bromates, ferricyanides, peroxygen salts, and compounds capable of generating hydrogen peroxide by hydrolysis. For example, the oxidizing agent may be selected from aqueous hydrogen peroxide, urea peroxide, alkali metal bromates, and persalts such as perborates and persulfates.
[0124] (form) The compositions used according to the invention may be in any form suitable for topical application, in particular in the form of an aqueous, alcoholic, aqueous-alcoholic or oily solution or suspension; in the form of a solution or dispersion of the lotion or serum type; in the form of an emulsion of the O / W, W / O or multiple type, in particular of a liquid or semi-liquid consistency (when the composition according to the invention comprises at least one oil); in the form of a suspension or emulsion of the cream (O / W) or (W / O) type of soft consistency; in the form of an aqueous gel; or in the form of any other cosmetic preparation.
[0125] The compositions used in the present invention may be in any herbal form, for example, in any common hair treatment form such as a cream, lotion, gel, etc.
[0126] The compositions according to the invention can be used to treat, preferably reshape and more preferably straighten keratinous fibers such as hair.
[0127] [method] The present invention also provides a method for reshaping, preferably straightening, keratinous fibers such as hair, comprising the steps of: (i) applying a composition according to the present invention onto keratinous fibers; (ii) optionally rinsing the keratinous fibers, with or without drying the keratinous 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; The present invention also relates to a method, including:
[0128] Details of the compositions used in the methods of the present invention are set forth above in the section entitled "Compositions."
[0129] The method according to the invention aims to reshape, preferably straighten, keratinous fibers such as hair, more preferably for a long period of time, even more preferably even after several shampooings. In this sense, the method according to the invention can be a semi-permanent reshaping, preferably straightening method.
[0130] The keratinous fibers are preferably washed prior to step (i). This washing step can be carried out, for example, by washing the keratinous fibers with shampoo and then rinsing the keratinous fibers. After rinsing, the keratinous fibers may be dried. The keratinous fibers are preferably wet immediately prior to step (i).
[0131] In step (i), the composition according to the present invention as described above is applied to keratinous fibers such as hair. The application of the composition according to the present invention can be carried out by any means, such as by using a brush or a comb.
[0132] The liquor ratio of the composition according to the invention to be applied to the keratinous fibers may range from 0.1 to 10, more particularly from 0.5 to 5, and preferably from 0.3 to 2. The term "liquor ratio" is intended to mean the mass ratio between the total mass of the applied composition and the total mass of the keratinous fibers.
[0133] After application of the composition according to the present invention, the keratinous fibers may be left as is, if necessary, for a certain period of time, typically 1 minute to 1 hour, preferably 2 to 30 minutes, more preferably 3 to 10 minutes, to allow the composition to penetrate into the keratinous fibers.
[0134] After step (i), the method according to the invention may comprise an optional step (ii) of rinsing the keratinous fibers, with or without drying the keratinous fibers after rinsing.
[0135] Therefore, if step (ii) is present, the keratinous fibers are rinsed to remove the composition according to the present invention from the keratinous fibers. The rinsing step may be carried out using water. The keratinous fibers are preferably dried after rinsing. Drying of the keratinous fibers can be carried out by conventional drying means such as a hair dryer.
[0136] On the other hand, if step (ii) is not present, after step (i) the keratinous fibers can be treated with step (iii) without rinsing.
[0137] In step (iii), the keratinous fibers, which are preferably dry, are subjected to reshaping, preferably straightening, using a heater such as a heated iron or heated curlers, at a temperature preferably above 50° C., more preferably above 100° C., even more preferably above 150° C. This temperature may be below 250° C., preferably below 240° C., more preferably below 230° C. Thus, this temperature may be above 50° C. and below 250° C., preferably above 100° C. and below 240° C., more preferably above 150° C. and below 230° C.
[0138] Reshaping can be performed by applying any mechanical force, such as mechanical tension, to the keratinous fibers. The mechanical force can be applied to the keratinous fibers by any reshaping means that transforms the keratinous fibers into an intended shape. For example, mechanical power can be applied by at least one reshaping 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 can be used as the reshaping means. A hair dryer capable of blowing gas such as air can also be used as the reshaping means.
[0139] The reshaping means may comprise at least one heater. Thus, the reshaping 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 hot gas such as hot air. It may be preferable to use at least one heated iron and / or at least one heated curler.
[0140] The heating iron can be any conventional heating iron. The heating iron can have at least one plate, preferably two plates, which can be heated, for example, by electric heating. The heated plate can be applied to keratin fibers and moved along the direction of the keratin fibers to straighten the keratin fibers.
[0141] The heating iron preferably has two plates, and the keratin fibers are sandwiched between the two plates of the heating iron, at least one of which can be heated, and then the two plates are moved along the direction of the keratin fibers to straighten the keratin fibers.
[0142] Preferably, the heating iron, in particular the part thereof, such as one or more heating plates, that is in contact with the keratinous fibers has a temperature above 50°C and below 250°C, more preferably above 100°C and below 240°C, even more preferably above 150°C and below 230°C.
[0143] Step (iii) can be carried out by one or more strokes of the heating iron moving along the direction of the keratin fibers, and step (iii) can be controlled not only by the temperature of the heating iron but also by the number of strokes of the heating iron.
[0144] The heating time can be determined by the temperature of the heating iron, but also by the number of strokes of the heating iron, and may be, for example, 1 second to 10 minutes, preferably several seconds to 5 minutes.
[0145] Any conventional heated curler may be used as the heated curler. When the keratin fibers are wound around the heated curler, the winding may be performed over the entire length of the keratin fibers or, for example, over half the length of the keratin fibers. For example, the winding may be performed in more or less thick bundles depending on the shape of the desired hairstyle and the amount of curl.
[0146] The heated curler, in particular the parts thereof, such as the heating rod and the heating cover, that come into contact with the keratinous fibers preferably have a temperature of more than 50°C and less than 250°C, more preferably more than 100°C and less than 240°C, and even more preferably more than 150°C and less than 230°C.
[0147] Step (iii) can be carried out by maintaining the keratinous fibers on heated curlers such that mechanical tension is applied to the keratinous fibers. Step (iii) can be controlled not only by the temperature of the heated curlers but also by the strength of the mechanical tension.
[0148] The heating time can be determined by the temperature of the heating curler, but also by the strength of the mechanical tension, and may be, for example, 1 second to 10 minutes, preferably several seconds to 5 minutes.
[0149] If desired, before step (ii), mechanical tension may be applied to the keratinous fibers as described above.
[0150] [kit] The present invention also provides a kit for reshaping, preferably straightening, keratinous fibers such as hair, comprising: At least one selected from the group consisting of irons, curlers, combs, dryers, and combinations thereof, preferably at least one heated iron, heated curler, heated comb, or heated dryer capable of applying a temperature of more than 50°C, preferably more than 100°C, more preferably more than 150°C to keratin fibers; The composition according to the present invention The present invention also relates to a kit comprising:
[0151] Any conventional iron or curler, including any conventional heated iron or heated curler, may be used as the iron or curler in a kit according to the invention.
[0152] The heating iron or heated curler in the kit according to the present invention is not limited as long as it can heat keratin fibers to a temperature of more than 50° C., preferably more than 100° C., more preferably more than 150° C. This temperature may be less than 250° C., preferably less than 240° C., more preferably less than 230° C. Thus, the temperature may be more than 50° C. and less than 250° C., preferably more than 100° C. and less than 240° C., more preferably more than 150° C. and less than 230° C.
[0153] The iron or curler and the composition in the kit according to the invention may be used as described above in the section entitled "Method".
[0154] Details of the compositions used in kits according to the present invention are set forth above in the section entitled "Compositions."
[0155] [use] The present invention relates to a composition for reshaping, preferably straightening, keratinous fibers such as hair, preferably by heating, comprising: (a) at least one compound selected from the group consisting of glyoxylic acid, glyoxylic acid solvates, glyoxylates, glyoxylate esters, glyoxylate amides, and mixtures thereof; and (b) at least one compound selected from the group consisting of keto acids, salts thereof, and mixtures thereof, which is different from the compound (a). The use of the amount of the (a) compound in the composition is less than 15% by mass, based on the total mass of the composition; The amount of the (b) compound in the composition is 10% by mass or less, providing good texture, strength, and humidity resistance to keratinous fibers, such as hair, treated with the composition; and / or The purpose is to prolong the reshaping effect on the keratinous fibers treated with the composition, in particular to further maintain the straightness of the keratinous fibers or to prevent or reduce the wavy appearance of the keratinous fibers. It may be related to use.
[0156] The heating is not limited as long as the keratin fibers can be heated to a temperature of more than 50° C., preferably more than 100° C., more preferably more than 150° C. This temperature may be less than 250° C., preferably less than 240° C., more preferably less than 230° C. Thus, the temperature may be more than 50° C. and less than 250° C., preferably more than 100° C. and less than 240° C., more preferably more than 150° C. and less than 230° C.
[0157] The above composition may further comprise (c) water and / or (d) at least one betaine compound.
[0158] The above descriptions of (a) compound, (b) compound, (c) water, and (d) betaine compound are applicable to those in the above compositions used for applications according to the present invention. [Example]
[0159] The present invention will now be described in more detail by way of examples, which should not be construed as limiting the scope of the present invention.
[0160] (Example 1 and Comparative Examples 1 to 4) [Preparation] Each of the compositions according to Example 1 and Comparative Examples 1 to 4 was prepared by mixing the components shown in Table 1. The numerical values for the amounts of the components are all based on "mass %" of the raw materials.
[0161] [Table 1]
[0162] [evaluation] (Texture) Each of the compositions according to Example 1 and Comparative Examples 1-4 was used to treat a hair swatch (1.0 g, 27 cm) according to the following steps. 1. The hair swatch was washed with shampoo and rinsed with water. 2. After rinsing, 1 g of the composition to be evaluated was applied onto the wet hair swatch within 1 minute. 3. The hair sample was left at room temperature (25°C) for 10 minutes. 4. The hair swatches were rinsed thoroughly with tap water. 5. The hair swatches were dried with a blow dryer.
[0163] Immediately after the hair swatches were dried, the "moisturizing feel" of the hair swatches was evaluated by expert panelists in comparison with a benchmark (treated with the composition according to Comparative Example 1) based on the following criteria: The higher the score, the better the moisturizing feel of the hair. 5: Very good 4: Good 3: Equivalent to benchmark (water-treated hair swatch: Comparative Example 1) 2: Bad 1: Extremely poor
[0164] The results are shown in Table 1, row "Texture."
[0165] It is clear that the composition according to Example 1 provided a better texture (better moisturizing feeling) than the compositions according to Comparative Examples 1-4.
[0166] Comparative Examples 1-4 show that using glyoxylic acid alone (Comparative Example 2), using more than 15 wt% glyoxylic acid (Comparative Example 3), or using more than 10 wt% (18.2*0.6=10.92 wt%) levulinic acid failed to improve the texture of the hair swatches.
[0167] (bending resistance) Each of the compositions according to Example 1 and Comparative Examples 1-4 was used to treat a hair swatch (1.0 g, 27 cm) according to the following steps. 1. The hair swatch was washed with shampoo and rinsed with water. 2. After rinsing, 1 g of the composition to be evaluated was applied onto the wet hair swatch within 1 minute. 3. The hair sample was left at room temperature (25°C) for 10 minutes. 4. The hair swatches were rinsed thoroughly with tap water. 5. The hair swatches were dried with a blow dryer.
[0168] The root of the hair swatch was fixed on the plate. Meanwhile, the tip of the hair swatch was held and turned upward, and then the tip of the hair swatch was released so that the tip of the hair swatch could turn downward. The angle between the plate and the root of the hair swatch (hair bundle) was measured (see Figure 1). The average value was determined as the bending angle.
[0169] The bending angle is shown in the row "Bending resistance" in Table 1. The greater the bending angle, the more elastic the hair.
[0170] It is clear that the composition according to Example 1 provided higher bending resistance (higher strength) than the compositions according to Comparative Examples 1-4.
[0171] Comparative Examples 1-4 show that using glyoxylic acid alone (Comparative Example 2), using more than 15 wt% glyoxylic acid (Comparative Example 3), or using more than 10 wt% (18.2*0.6=10.92 wt%) levulinic acid failed to sufficiently increase the strength of the hair swatches.
[0172] (Example 2 and Comparative Examples 5 to 8) [Preparation] Each of the compositions according to Example 2 and Comparative Examples 5 to 8 was prepared by mixing the components shown in Table 2. The numerical values for the amounts of the components are all based on "mass %" of the raw materials.
[0173] [Table 2]
[0174] [evaluation] (shape transformation speed) Each of the compositions according to Example 2 and Comparative Examples 5-8 was used to treat a hair swatch (1.0 g, 27 cm) according to the following steps. 1. The hair swatch was washed with shampoo and rinsed with water. 2. After rinsing, 0.6 g of the composition to be evaluated was applied onto the wet hair swatch within 1 minute. 3. The hair sample was left at room temperature (25°C) for 10 minutes. 4. The hair swatches were rinsed thoroughly with tap water. 5. The hair swatches were dried with a blow dryer. 6. The hair swatches were subjected to straightening with a hair straightening iron (ADST Premium DS2, Hakko Co., Ltd., Japan) at 180°C, 4 seconds per stroke, 3 strokes. 7. The hair swatches were placed in a 50°C oven for 30 minutes to standardize. 8. The hair swatches were placed in a control chamber (ETS Environmental Test Chamber, Model No. 5532-1-30-2262) at a temperature of 30°C and atmospheric humidity of 70% for 1 hour. 9. During step 8, a video of the hair swatch was taken.
[0175] The speed of shape transformation of the hair swatch was evaluated according to the following criteria using the video taken in step 9. The higher the score, the better the humidity resistance. 5: Slow 4: Somewhat slow 3: Normal 2: Somewhat fast 1: Fast
[0176] The results are shown in Table 2, row "Shape transformation speed."
[0177] It is clear that the composition according to Example 2 provided a slower shape transformation rate (i.e., it took longer to change the shape of the hair) than the compositions according to Comparative Examples 5 to 8. This means that the composition according to Example 2 provided higher humidity resistance than the compositions according to Comparative Examples 5 to 8.
[0178] In particular, Comparative Examples 7 and 8 show that the use of glyoxylic acid alone (Comparative Example 7) or levulinic acid / sodium levulinate alone was not able to increase moisture resistance as much as the composition according to Example 2 did.
[0179] (Frizz) Each of the compositions according to Example 2 and Comparative Examples 5-8 was used to treat a hair swatch (1.0 g, 27 cm) according to the following steps. 1. The hair swatch was washed with shampoo and rinsed with water. 2. After rinsing, 0.6 g of the composition to be evaluated was applied onto the wet hair swatch within 1 minute. 3. The hair sample was left at room temperature (25°C) for 10 minutes. 4. The hair swatches were rinsed thoroughly with tap water. 5. The hair swatches were dried with a blow dryer. 6. The hair swatches were subjected to straightening with a hair straightening iron (ADST Premium DS2, Hakko Electric Co., Ltd., Japan) at 180°C, 4 seconds per stroke, 3 strokes. 7. The hair swatches were placed in a 50°C oven for 30 minutes to standardize. 8. Immediately after step 7, a photograph of the hair swatch was taken. 9. The hair swatches were placed in a controlled chamber (ETS Environmental Test Chamber, Model No. 5532-1-30-2262) at a temperature of 30°C and atmospheric humidity of 70% for 1 hour. 10. Immediately after step 9, a photograph of the hair swatch was taken.
[0180] The frizz of the hair swatches was rated according to the following scale by comparing the photographs taken in steps 8 and 10. The higher the score, the better the humidity resistance. 5: Very good (no frizz) 4: Good (almost no frizz) 3: Normal (less frizzy) 2: Poor (some frizz) 1: Very poor (much frizzy hair)
[0181] The results are shown in Table 2 under the row "Frizz."
[0182] It is clear that the composition according to Example 2 provided less frizz under humid conditions than the compositions according to Comparative Examples 5 to 8. This means that the composition according to Example 2 provided higher humidity resistance than the compositions according to Comparative Examples 5 to 8.
[0183] In particular, Comparative Examples 7 and 8 show that using glyoxylic acid alone (Comparative Example 7) or levulinic acid / sodium levulinate alone was unable to reduce frizz in the same way as the composition according to Example 2 did.
[0184] (alignment) Each of the compositions according to Example 2 and Comparative Examples 5-8 was used to treat a hair swatch (1.0 g, 27 cm) according to the following steps. 1. The hair swatch was washed with shampoo and rinsed with water. 2. After rinsing, 0.6 g of the composition to be evaluated was applied onto the wet hair swatch within 1 minute. 3. The hair sample was left at room temperature (25°C) for 10 minutes. 4. The hair swatches were rinsed thoroughly with tap water. 5. The hair swatches were dried with a blow dryer. 6. The hair swatches were subjected to straightening with a hair straightening iron (ADST Premium DS2, Hakko Electric Co., Ltd., Japan) at 180°C, 4 seconds per stroke, 3 strokes. 7. The hair swatches were placed in a 50°C oven for 30 minutes to standardize. 8. Immediately after step 7, a photograph of the hair swatch was taken. 9. The hair swatches were placed in a controlled chamber (ETS Environmental Test Chamber, Model No. 5532-1-30-2262) at a temperature of 30°C and atmospheric humidity of 70% for 1 hour. 10. Immediately after step 9, a photograph of the hair swatch was taken.
[0185] The alignment of the hair swatches was evaluated according to the following criteria by comparing the photographs taken in steps 8 and 10. The higher the score, the better the humidity resistance. 5: Very good 4: Good 3: Normal 2: Bad 1: Extremely poor
[0186] The results are shown in Table 2, row "Alignment".
[0187] It is clear that the composition according to Example 2 provided better hair alignment under humid conditions than the compositions according to Comparative Examples 5 to 8. This means that the composition according to Example 2 provided higher humidity resistance than the compositions according to Comparative Examples 5 to 8.
[0188] In particular, Comparative Examples 7 and 8 show that the use of glyoxylic acid alone (Comparative Example 7) or levulinic acid / sodium levulinate alone was not able to provide good hair alignment as did the composition according to Example 2.
Claims
1. 1. A composition for keratinous fibers such as hair, comprising: (a) at least one compound selected from the group consisting of glyoxylic acid, glyoxylic acid solvates, glyoxylates, glyoxylate esters, glyoxylate amides, and mixtures thereof; (b) at least one compound selected from the group consisting of keto acids, salts thereof, and mixtures thereof, which is different from the compound (a); Including, the amount of the (a) compound in the composition is less than 15% by mass relative to the total mass of the composition; The amount of the (b) compound in the composition is 10% by mass or less. composition.
2. The composition according to claim 1, wherein the amount of the (a) compound in the composition is 0.1% by weight or more, preferably 0.5% by weight or more, and more preferably 1% by weight or more, relative to the total weight of the composition.
3. 3. The composition of claim 1 or 2, wherein the (b) compound is selected from levulinic acid, its salts, and mixtures thereof.
4. 4. The composition according to claim 1, wherein the amount of the (b) compound in the composition is 0.1% by weight or more, preferably 0.5% by weight or more, more preferably 1% by weight or more, relative to the total weight of the composition.
5. The composition of claim 1 , further comprising (c) water.
6. The composition according to claim 5, wherein the amount of (c) water in the composition is 20% by mass to 95% by mass, preferably 30% by mass to 90% by mass, and more preferably 40% by mass to 85% by mass, relative to the total mass of the composition.
7. 7. The composition of claim 1, further comprising: (d) at least one betaine compound.
8. 8. The composition of claim 7, wherein (d) the betaine compound is selected from the group consisting of trimethylglycine, carnitine, and L-proline betaine or stachydrine, and mixtures thereof.
9. The composition according to claim 7 or 8, wherein the amount of the (d) betaine compound in the composition is 0.01% by mass to 15% by mass, preferably 0.05% by mass to 10% by mass, and more preferably 0.1% by mass to 5% by mass, relative to the total mass of the composition.
10. 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. 11. The composition according to any one of claims 1 to 10, which does not contain any ammonia or thiol compounds or contains less than 1% by weight, preferably less than 0.5% by weight, more preferably less than 0.1% by weight, of ammonia or thiol compounds relative to the total weight of the composition.
12. 12. The composition according to any one of claims 1 to 11, which does not contain any reducing or oxidizing agent or contains less than 1% by weight, preferably less than 0.5% by weight, more preferably less than 0.1% by weight, of reducing or oxidizing agent relative to the total weight of the composition.
13. 13. A composition according to any one of claims 1 to 12 for reshaping, preferably straightening, keratinous fibres such as hair.
14. 1. A method for reshaping, preferably straightening, keratinous fibers such as hair, comprising: (i) applying a composition according to any one of claims 1 to 13 onto keratin fibres; (ii) optionally rinsing the keratinous fibers, with or without drying the keratinous 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:
15. A kit for reshaping, preferably straightening, keratinous fibers such as hair, comprising: At least one selected from the group consisting of irons, curlers, combs, dryers, and combinations thereof, preferably at least one heated iron, heated curler, heated comb, or heated dryer capable of applying a temperature of more than 50°C, preferably more than 100°C, more preferably more than 150°C to keratin fibers; A composition according to any one of claims 1 to 13 Includes a kit.
Citation Information
Patent Citations
Bleaching cosmetic
JP2003026528A
Hair improvement method based on lactone compound
JP2013053113A
Hair treatment agent
JP2019123701A
Composition for repairing hair and method for repairing hair
JP2020128347A
Hair treatment agent, acid / heat treatment method, and shampoo treatment method
JP2021038145A