Compositions and methods for use on hair

By using a composition containing a phosphate group compound and sugar, the hair damage caused by heat treatment is solved, and the effects of protecting hair, reducing damage, and improving hair strength and toughness are achieved.

CN115413237BActive Publication Date: 2025-02-21LOREAL SA
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Patent Information

Application Number
CN202180011881.5
Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
Priority Date
2021-01-18
Filing Date
2021-01-28
Publication Date
2025-02-21
Estimated Expiration
2041-01-28

AI Technical Summary

Technical Problem

Conventional heat and chemical treatments can cause hair damage, which in turn weakens, darkens the hair and is prone to curls, breaks and forms a ‘bream’.

Method used

Compositions containing at least one compound having a phosphate group and at least one sugar are used to protect the hair from damage caused by heat treatment.

Benefits of technology

The composition effectively protects hair, reduces damage to hair by heat treatment, improves hair strength and toughness, and prevents hair from becoming weak and darkened.

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Abstract

The present disclosure relates to compositions and methods for treating hair, protecting hair from damage and / or reducing hair damage. The composition comprises at least one compound having at least one phosphate group and at least one sugar. The method comprises applying the composition to the hair.
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Description

[0001] CROSS-REFERENCE TO RELATED APPLICATIONS

[0002] This application claims priority to U.S. Provisional Application No. 62 / 968,788, filed on January 31, 2020, French Application No. 2002221, filed on March 5, 2020, and U.S. Non-Provisional Application No. 17 / 151,558, filed on January 18, 2021, which are incorporated herein by reference in their entirety. Technical Field

[0003] The present disclosure relates to compositions and methods for treating hair, protecting hair, or reducing hair damage. Background Art

[0004] Healthy and strong hair is desirable, as healthy-looking hair is generally considered a sign of good health and good hair care habits. However, nutrition, environmental influences, heat, and chemical hair treatments can lead to hair damage that can significantly weaken and darken the hair over time. In particular, hair can be damaged by conventional styling procedures, such as heat styling with heated tools (e.g., flat irons, curling irons) or chemical styling treatments (e.g., perms, relaxing). Already weakened or damaged hair is susceptible to curling, breaking, and forming "split ends."

[0005] Therefore, there is a need for compositions and methods for protecting hair, wherein the compositions have the desired cosmetic benefits and composition properties of protecting the hair from damage or reducing hair damage, such as heat-induced damage. Summary of the invention

[0006] Surprisingly, it has been found that the compositions of the present disclosure protect hair from damage or reduce damage to hair from thermal treatments, such as heat treatments performed with conventional thermal tools (eg, hair straighteners, hair curlers).

[0007] The composition may include at least one compound having at least one phosphate group and at least one sugar.

[0008] In one embodiment, at least one sugar may be present in an amount of up to 6%, such as less than 6%, relative to the total weight of the composition.

[0009] In one embodiment, the at least one compound having at least one phosphate group may be present in an amount of up to about 4.5%, or about 1% to about 0.2%, or about 0.01% to about 0.2%, relative to the total weight of the composition.

[0010] At least one compound having at least one phosphate group may be selected from monosodium phosphate, phytic acid or glycerol phosphate or a combination thereof. In another embodiment, the at least one compound having at least one phosphate group is phytic acid. In another embodiment, the at least one compound having at least one phosphate group is glycerol phosphate. In another embodiment, the at least one compound having at least one phosphate group is monosodium phosphate. When the at least one phosphate group compound is phytic acid, the phytic acid may be present in an amount of about 0.001% to about 10% relative to the total weight of the composition. When the at least one phosphate group compound is glycerol phosphate, the glycerol phosphate may be present in an amount of about 0.001% to about 10% relative to the total weight of the composition. When the at least one phosphate group is monosodium phosphate, the monosodium phosphate may be present in an amount of about 0.001% to about 2% relative to the total weight of the composition.

[0011] At least one sugar may be selected from C3-C6 monosaccharides. At least one sugar may be selected from xylose, arabinose, ribose, 2-deoxy-ribose or a combination thereof. At least one sugar may be selected from allose, altrose, glucose, glucosamine, mannose, gulose, idose, galactose, talose, sorbose, psicose, fructose, tagatose or a combination thereof. At least one sugar may be selected from xylose, glucose or a combination thereof.

[0012] In one embodiment, the weight ratio of the total amount of at least one phosphate / ester to the total amount of at least one sugar is about 1:30 to about 30:1, about 1:25 to about 25:1, about 1:15 to about 15:1, about 1:10 to about 10:1, about 1:5 to about 5:1, about 1:2 to about 2:1.

[0013] In another embodiment, the composition comprises from about 50% to about 99% by weight of solvent, or from about 50% to about 99% by weight of water, relative to the total composition.

[0014] In one embodiment, the pH of the composition is less than or equal to about 7.5.

[0015] In another embodiment, the hair protection composition comprises: a) at least C3-C6 monosaccharide, wherein at least one C3-C6 monosaccharide is present in an amount of up to about 5% by weight relative to the total weight of the composition, and b) at least one compound having at least one phosphate group selected from the following: a. phytic acid, wherein the phytic acid is present in an amount of up to about 4.5% relative to the total weight of the composition; b. glycerophosphate, wherein the glycerophosphate is present in an amount of up to about 4.5% relative to the total weight of the composition; or c. monosodium phosphate, wherein the monosodium phosphate is present in an amount of about 1% to about 0.2% relative to the total weight of the composition.

[0016] A method of treating hair or protecting hair from heat-induced damage or reducing heat-induced damage to hair may comprise applying to the hair a composition comprising at least one sugar and at least one compound having at least one phosphate group.

[0017] A method of treating hair or protecting hair from heat-induced damage or reducing heat-induced damage to hair may comprise (1) applying to the hair a hair protection composition comprising at least one sugar, and (2) applying to the hair a hair protection composition comprising at least one compound having at least one phosphate group. In one embodiment, step (1) occurs before step (2). In one embodiment, steps (1) and (2) occur simultaneously.

[0018] In one embodiment, the composition can be applied to wet hair. In another embodiment, the method further comprises drying the hair after applying the composition to the hair. In another embodiment, the method further comprises straightening the hair with heat after applying the composition to the hair. In another embodiment, the method further comprises curling the hair with heat after applying the composition to the hair.

[0019] The kit of the present disclosure may comprise two or more separately contained components, wherein at least one of the two or more separately contained components is a hair treatment composition comprising: (1) at least one compound comprising at least one phosphate group, (2) at least one sugar, and (3) a cosmetically acceptable carrier. In another embodiment, the kit of the present disclosure may comprise two or more containers, wherein the first container comprises a hair protection composition (1) comprising at least one sugar, and the second container comprises a hair protection composition (2) comprising at least one compound having at least one phosphate group. BRIEF DESCRIPTION OF THE DRAWINGS

[0020] Implementations of the present technology will now be described, by way of example only, with reference to the accompanying drawings, in which:

[0021] Figure 1 .Photographs of solutions stored at 45°C for approximately two months, with "browning" as a visual indicator of the onset of the reaction. The initially clear composition darkened (referred to as "browning" or turning "brown") and appeared as varying shades of yellow and brown in each jar. Figure 1 The solution appears as a darker solution in the grayscale photograph.

[0022] Figure 2 . Comparison of the denaturation temperatures (Td) of the treated samples depicts the synergistic effect of the combination of xylose and catalytic amounts of MSP.

[0023] Figure 3.Comparison of the denaturation temperatures (Td) of the treated samples depicts the synergistic effect of the combination of xylose and phytic acid.

[0024] Figure 4 .Comparison of the denaturation temperatures (Td) of the treated samples depicts the synergistic effect of the combination of xylose and glycerol phosphate.

[0025] Figure 5 . Denaturation temperatures (Td) of the treated samples were compared, depicting the synergistic effect of the combination of glucose and MSP.

[0026] Figure 6 The denaturation temperatures (Td) of the treated samples were compared to depict the synergistic effect of the combination of xylose and catalytic concentrations of MSP in preventing thermal damage.

[0027] Figure 7 .Comparison of the denaturation temperatures (Td) of the treated samples depicts the synergistic effect of the combination of xylose and glycerophosphate in preventing thermal damage.

[0028] Figure 8 .Comparison of the denaturation temperatures (Td) of the treated samples depicts the synergistic effect of the combination of glucose and MSP in preventing thermal damage.

[0029] It should be understood that the various aspects are not limited to the arrangements and instrumentality shown in the drawings. DETAILED DESCRIPTION

[0030] The present disclosure relates to compositions and methods for protecting hair. The composition includes a synergistic combination of a phosphate-containing compound and a sugar. The method includes applying the composition to the hair to treat the hair or for protecting the hair from heat-induced damage or for reducing heat-induced damage to the hair, such as protecting the hair from heat applied by a heating tool.

[0031] I. Composition

[0032] The compositions of the present disclosure comprise an unexpected synergistic combination of a phosphate-containing compound and a sugar that unexpectedly protects hair from heat and / or reduces heat damage to hair.

[0033] carbohydrate

[0034] The composition of the present disclosure comprises at least one sugar. As used herein, the term "sugar" means an oxygen-containing hydrocarbon compound containing multiple alcohol functional groups, with or without aldehyde or ketone functional groups, and containing at least 4 carbon atoms. These sugars can be monosaccharides, disaccharides, oligosaccharides or polysaccharides, and derivatives thereof, such as alkyl derivatives, such as methyl derivatives, such as methyl glucose.

[0035] In one embodiment, the sugar is selected from C3-C6 monosaccharides.

[0036] In one embodiment, the sugar is selected from pentoses and their derivatives. In another embodiment, the pentose is selected from xylose, arabinose, ribose, 2-deoxyribose, ribulose, deoxyribulose, arabinose, xylulose or a mixture thereof.

[0037] In one embodiment, the sugar is selected from hexose and its derivatives, such as aminohexose. In another embodiment, the hexose is selected from allose, altrose, glucose (including dextrose), glucosamine, mannose, gulose, idose, galactose, talose, sorbose, psicose, fructose, tagatose or a mixture thereof.

[0038] In one embodiment, the sugar is selected from a disaccharide (which is a sugar hydrolyzed into two monosaccharides). In another embodiment, the disaccharide is selected from sucrose (also sucrose), maltose, lactose, cellobiose, trehalose, dextran, or a mixture thereof.

[0039] In one embodiment, the sugar is selected from polysaccharides (which are sugars hydrolyzed into more than two monosaccharides). In other embodiments, the polysaccharide is selected from maltotriose, starch, dextrin, cellulose, glycogen or mixtures thereof.

[0040] In one embodiment, the sugar can be selected from any of the following substances: aldose or ketose or tetrose or teiose or tetrose (e.g., erythrose and triose), ketotetrose (e.g., erythrulose), aldehyde triose (e.g., glyceraldehyde) and ketotrioses (e.g., dihydroxyacetone) or furanose, N-acetyl-D-galactosamine, N-acetyl-D-glucosamine, N-acetylneuraminic acid, adonitol, β-D-allose, D-altrose, 6-amino-6-deoxy-D-glucose, 1,6-anhydroglucose, 1,6-deoxy-D- ... Glucose, arabinic acid, arabinogalactan, D-arabinose, L-arabinose, D,L-arabinose, D-arabinitol, L-arabinitol, D-cellobiose, D-glucosamine, D-galactosamine, 2-deoxy-D-glucose, 6-deoxy-D-galactose, 6-deoxy-L-galactose, galactitol, erythritol, D-erythritol, D-fructose, D-fucose, L-fucose, D-galactosonic acid, galactitol, galactomannan, D-galacturonan-1,4-lactone, L-galacturonan-1,4-lactone, D-galactosamine, D-galactose, L-galactose, D-galacturonic acid, β-gentiobiose, glucosamine, D-glucosaccharic acid, D-gluconic acid-1,5-lactone, L-gluconic acid-1,5-lactone, D-glucosamine, D-glucosamine, D-glucuronic acid, L-glucose, D-glucose, isomalt, isomaltotriose, isomaltose, lactobionic acid, D-lactose, lactulose, D-lyxose, L-lyxose, lyxamine, maltitol, D-maltose, maltotetraose, maltotriitol, maltotriose, D-mannosamine, D-mannose, L-mannose, D-melezitose, D-melibiose, D-raffinose, D-raffinose undecanoate, L-rhamnose, D-ribose, L-ribose, D-ribulose, rutinose, D-sucrose, α-sophorose, sorbitol, D-tagatose, D-talose, D-threose, turanose, D-xylitol, D-xylose, L-xylose and D,L-xylose.

[0041] Exemplary and non-limiting sugars that may be used include, but are not limited to, xylose, glucose, or a combination thereof.

[0042] The total amount of the at least one sugar can vary, but is typically up to about 15%, up to about 10%, up to about 9%, up to about 8%, up to about 7%, up to about 6%, up to about 5%, up to about 4.5%, up to about 4%, up to about 3%, up to about 2%, up to about 1%, relative to the total weight of the composition. The total amount of the at least one sugar can be from about 0.001% to about 15%, from about 0.01% to about 10%, from about 0.01% to about 5%, from about 0.4% to about 4.5%, or from about 0.2% to about 2%, relative to the total weight of the composition, including ranges and subranges therebetween.For example, the total amount of the at least one sugar can be from about 0.01% to about 10%, such as from about 0.01% to about 9%, from about 0.01% to about 8%, from about 0.01% to about 7%, from about 0.01% to about 6%, from about 0.01% to about 5%, from about 0.01% to about 4%, from about 0.01% to about 3%, from about 0.01% to about 2%, from about 0.01% to about 1%, from about 0.01% to about 0.75%, from about 0.01% to about 0.5%, from about 0.05% to about 10%, from about 0.05% to about 9%, from about 0.05% to about 8%, from about 0.05% to about 7%, from about 0.05% to about 6%, about 0.05% to about 5%, about 0.05% to about 4%, about 0.05% to about 3%, about 0.05% to about 2%, about 0.05% to about 1%, about 0.05% to about 0.75%, about 0.05% to about 0.5%, about 0.1% to about 10%, about 0.1% to about 9%, about 0.1% to about 8%, about 0.1% to about 7%, about 0.1% to about 6%, about 0.1% to about 5%, about 0.1% to about 4%, about 0.1% to about 3%, about 0.1% to about 2%, about 0.1% to about 1%, about 0.1% to about 0.75%, about 0.05% to about 0.5%, about 0.1% to about 10%, about 0.1% to about 9%, about 0.1% to about 8%, about 0.1% to about 7%, about 0.1% to about 6%, about 0.1% to about 5%, about 0.1% to about 4%, about 0.1% to about 3%, about 0.1% to about 2%, about 0.1% to about 1%, about 0.1% to about 0.75%, about 0.1% to about 0. 5%, about 0.5% to about 10%, about 0.5% to about 9%, about 0.5% to about 8%, about 0.5% to about 7%, about 0.5% to about 6%, about 0.5% to about 5%, about 0.5% to about 4%, about 0.5% to about 3%, about 0.5% to about 2%, about 0.5% to about 1%, about 1% to about 10%, about 1% to about 9%, about 1% to about 8%, about 1% to about 7%, about 1% to about 6%, about 1% to about 5%, about 1% to about 4%, about 1% to about 3%, about 1% to about 2%, about 2% to about 10%, about 2% to about 9%, about 2% to about 8%, about 2% to about 7 From about 2% to about 6%, from about 2% to about 5%, from about 2% to about 4%, from about 2% to about 3%, from about 3% to about 10%, from about 3% to about 9%, from about 3% to about 8%, from about 3% to about 7%, from about 3% to about 6%, from about 3% to about 5%, from about 3% to about 4%, from about 4% to about 10%, from about 4% to about 9%, from about 4% to about 8%, from about 4% to about 7%, from about 4% to about 6%, from about 4% to about 5%, from about 5% to about 10%, from about 5% to about 9%, from about 5% to about 8%, from about 5% to about 7%, or from about 5% to about 6%, including all ranges and subranges therebetween, relative to the total weight of the composition. In various embodiments, at least one sugar may be present in an amount of about 0.5%, about 1%, about 1.5%, about 2%, about 2.5%, about 3%, about 3.5%, about 4%, about 4.5%, about 5%, about 5.5%, about 6%, about 6.5%, about 7%, about 7.5%, about 8%, about 8.5%, about 9%, about 9.5%, or about 10%, relative to the total weight of the composition, including ranges and subranges therebetween.

[0043] In one embodiment, sugar is present in an amount of less than 6% by weight, relative to the total weight of the composition. In one embodiment, sugar is present in an amount of just less than 6%, for example, in an amount of up to just 5.9999% by weight, relative to the total weight of the composition.

[0044] Phosphate

[0045] The compositions of the present disclosure include at least one compound having at least one phosphate group, also referred to as a phosphate-containing compound.

[0046] Exemplary and non-limiting phosphate compounds that can be used include: alkali metal phosphates, such as potassium phosphate, potassium dihydrogen phosphate, dipotassium hydrogen phosphate, sodium phosphate (also known as "monosodium phosphate" or "MSP"), sodium dihydrogen phosphate, disodium hydrogen phosphate, calcium phosphate, magnesium phosphate, zinc phosphate; glycerol phosphate (or "glyceryl phosphate" or "glycerophosphate"), phytic acid, and combinations thereof. Glycerol phosphate or glyceryl phosphate can be obtained in the form of metal phosphates, such as disodium glycerophosphate (or sodium glycerophosphate and commercially available from SEPPIC), calcium glycerophosphate, magnesium glycerophosphate, disodium diglycerol monophosphate, or aluminum glycerophosphate isostearate.

[0047] The polyphosphorus derivative can be selected from inorganic polyphosphates, preferably from: optionally hydrated alkali metal pyrophosphates, preferably from sodium pyrophosphate, potassium pyrophosphate, sodium pyrophosphate decahydrate; and polymetaphosphates, such as sodium hexametaphosphate, sodium trimetaphosphate; sodium polyphosphates such as sodium tripolyphosphate, and mixtures thereof. Sodium and / or potassium are preferably used as alkali metals. According to another embodiment, the polyphosphorus derivative is selected from organic polyphosphorus derivatives, preferably from polyphosphoric acid and / or its salts, such as phytic acid, polyphosphonic acid and / or its salts, such as EDTMP, DETMP, ATMP, HEDP, DTPMP and mixtures thereof.

[0048] The total amount of at least one compound having at least one phosphate group can vary, but is typically up to about 15%, such as up to about 10%, up to about 9%, up to about 8%, up to about 7%, up to about 6%, up to about 5%, up to about 4.5%, up to about 4%, up to about 3%, up to about 2%, up to about 1%, relative to the total weight of the composition. The total amount of at least one compound having at least one phosphate group can be from about 0.001% to about 15%, such as from about 0.01% to about 10%, from about 0.01% to about 5%, from about 0.4% to about 4.5%, or from about 0.2% to about 2%, relative to the total weight of the composition, including ranges and subranges therebetween. For example, the total amount of the at least one compound having at least one phosphate group can be from about 0.001% to about 10%, for example, from about 0.001% to about 9%, from about 0.001% to about 8%, from about 0.001% to about 7%, from about 0.001% to about 6%, from about 0.001% to about 5%, from about 0.001% to about 4%, from about 0.001% to about 3%, from about 0.001% to about 2%, from about 0.001% to about 1%, from about 0.001% to about 0.75%, from about 0.001% to about 0.5%, from about 0.001% to about 1%. about 0.4%, about 0.001% to about 0.3%, about 0.001% to about 0.2%, about 0.001% to about 0.1%, about 0.001% to about 0.09%, about 0.001% to about 0.08%, about 0.001% to about 0.07%, about 0.001% to about 0.06%, about 0.001% to about 0.05%, 0.01% to about 9%, about 0.01% to about 8%, about 0.01% to about 7%, about 0.01% to about 6%, about 0.01% to about 5%, about 0.01% to about 4%, From about 0.01% to about 3%, from about 0.01% to about 2%, from about 0.01% to about 1%, from about 0.01% to about 0.75%, from about 0.01% to about 0.5%, from about 0.01% to about 0.4%, from about 0.01% to about 0.3%, from about 0.01% to about 0.2%, from about 0.01% to about 0.1%, from about 0.01% to about 0.09%, from about 0.01% to about 0.08%, from about 0.01% to about 0.07%, from about 0.01% to about 0.06%, from about 0.01% to about 0.05%, from about 0.05% to about about 10%, about 0.05% to about 9%, about 0.05% to about 8%, about 0.05% to about 7%, about 0.05% to about 6%, about 0.05% to about 5%, about 0.05% to about 4%, about 0.05% to about 3%, about 0.05% to about 5% about 2%, about 0.05% to about 1%, about 0.05% to about 0.75%, about 0.05% to about 0.5%, about 0.1% to about 10%, about 0.1% to about 9%, about 0.1% to about 8%, about 0.1% to about 7%, about 0.1% to about 6%, about 0.05% to about 5%, about 0.05% to about 4%, about 0.05% to about 3%, about 0.05% to about 5% about 2%.1% to about 5%, about 0.1% to about 4%, about 0.1% to about 3%, about 0.1% to about 2%, about 0.1% to about 1%, about 0.1% to about 0.75%, about 0.1% to about 0.5%, about 0.5% to about 10%, about 0.5% to about 9%, about 0.5% to about 8%, about 0.5% to about 7%, about 0.5% to about 6%, about 0.5% to about 5%, about 0.5% to about 4%, about 0.5% to about 3%, about 0.5% to about 2%, about 0.5% to about 1%, about 1% to about 10%, about 1% to about 9%, about 1% to about 8%, about 1% to about 7%, about 1% to about 6%, about 1% to about 5%, about 1% to about 4%, about 1% to about 3%, about 1% to about %, about 2% to about 10%, about 2% to about 9%, about 2% to about 8%, about 2% to about 7%, about 2% to about 6%, about 2% to about 5%, about 2% to about 4%, about 2% to about 3%, about 3% to about 10%, about 3% to about 9%, about 3% to about 8%, about 3% to about 7%, about 3% to about 6%, about 3% to about 5%, about 3% to about 4%, about 4% to about 10%, about 4% to about 9%, about 4% to about 8%, about 4% to about 7%, about 4% to about 6%, about 4% to about 5%, about 5% to about 10%, about 5% to about 9%, about 5% to about 8%, about 5% to about 7%, or about 5% to about 6%, including all ranges and subranges therebetween, relative to the total weight of the composition. In various embodiments, the at least one compound having at least one phosphate group may be present in an amount of about 0.5%, about 1%, about 1.5%, about 2%, about 2.5%, about 3%, about 3.5%, about 4%, about 4.5%, about 5%, about 5.5%, about 6%, about 6.5%, about 7%, about 7.5%, about 8%, about 8.5%, about 9%, about 9.5%, or about 10%, relative to the total weight of the composition, including ranges and subranges therebetween.

[0049] When the at least one compound having at least one phosphate group in the composition of the present disclosure includes monosodium phosphate, the total amount of monosodium phosphate can be from about 0.001% to about 2%, for example, from about 0.001% to about 1.5%, from about 0.001% to about 1%, from about 0.001% to about 0.75%, from about 0.001% to about 0.5%, from about 0.001% to about 0.4%, from about 0.001% to about 0.3%, from about 0.001% to about 0.2%, from about 0.001% to about 0.1%, from about 0.001% to about 0.09%, from about 0.001% to about 0.08%, from about 0.001% to about 0.07%, from about 0.001% to about 0.06%, from about 0.001% to about 0.05%, relative to the total weight of the composition, including ranges and sub-ranges therebetween.

[0050] When the at least one compound having at least one phosphate group in the composition of the present disclosure includes phytic acid, the total amount of phytic acid can be from about 0.001% to about 10%, for example, from about 0.001% to about 9%, from about 0.001% to about 8%, from about 0.001% to about 7%, from about 0.001% to about 6%, from about 0.001% to about 5%, from about 0.001% to about 4%, from about 0.001% to about 3%, from about 0.001% to about 2%, from about 0.001% to about 1%, from about 0.05% to about 10%, from about 0.05% to about 9%, from about 0.05% to about 8%, from about 0.05% to about 7%, from about 0.05% to about 6%. % to about 6%, about 0.05% to about 5%, about 0.05% to about 4%, about 0.05% to about 3%, about 0.05% to about 2%, about 0.05% to about 1%, about 0.05% to about 0.75%, about 0.05% to about 0.5%, about 0.1% to about 10%, about 0.1% to about 9%, about 0.1% to about 8%, about 0.1% to about 7%, about 0.1% to about 6%, about 0.1% to about 5%, about 0.1% to about 4%, about 0.1% to about 3%, about 0.1% to about 2%, about 0.1% to about 1%, about 0.1% to about 0.75%, about 0.05% to about 0.5%, about 0.1% to about 10%, about 0.1% to about 9%, about 0.1% to about 8%, about 0.1% to about 7%, about 0.1% to about 6%, about 0.1% to about 5%, about 0.1% to about 4%, about 0.1% to about 3%, about 0.1% to about 2%, about 0.1% to about 1%, about 0.1% to about 0.75%, about 0.1% to about 0.5%, about 0. 5% to about 10%, about 0.5% to about 9%, about 0.5% to about 8%, about 0.5% to about 7%, about 0.5% to about 6%, about 0.5% to about 5%, about 0.5% to about 4%, about 0.5% to about 3%, about 0.5% to about 2%, about 0.5% to about 1%, about 1% to about 10%, about 1% to about 9%, about 1% to about 8%, about 1% to about 7%, about 1% to about 6%, about 1% to about 5%, about 1% to about 4%, about 1% to about 3%, about 1% to about 2%, about 2% to about 10%, about 2% to about 9%, about 2% to about 8%, about 2% to about 7%, about 2% to about 6%, about 2% to about From about 2% to about 4%; from about 2% to about 3%; from about 3% to about 10%; from about 3% to about 9%; from about 3% to about 8%; from about 3% to about 7%; from about 3% to about 6%; from about 3% to about 5%; from about 3% to about 4%; from about 4% to about 10%; from about 4% to about 9%; from about 4% to about 8%; from about 4% to about 7%; from about 4% to about 6%; from about 4% to about 5%; from about 5% to about 10%; from about 5% to about 9%; from about 5% to about 8%; from about 5% to about 7%; or from about 5% to about 6%, including all ranges and subranges therebetween, relative to the total weight of the composition, relative to the total weight of the composition.

[0051] When the at least one compound having at least one phosphate group in the composition of the present disclosure includes glycerophosphate, the total amount of glycerophosphate can be from about 0.001% to about 10%, for example, from about 0.001% to about 9%, from about 0.001% to about 8%, from about 0.001% to about 7%, from about 0.001% to about 6%, from about 0.001% to about 5%, from about 0.001% to about 4%, from about 0.001% to about 3%, from about 0.001% to about 2%, from about 0.001% to about 1%, from about 0.05% to about 10%, from about 0.05% to about 9%, from about 0.05% to about 8%, from about 0.05% to about 7%, from about 0.05% to about 6%. 0.05% to about 6%, about 0.05% to about 5%, about 0.05% to about 4%, about 0.05% to about 3%, about 0.05% to about 2%, about 0.05% to about 1%, about 0.05% to about 0.75%, about 0.05% to about 0.5%, about 0.1% to about 10%, about 0.1% to about 9%, about 0.1% to about 8%, about 0.1% to about 7%, about 0.1% to about 6%, about 0.1% to about 5%, about 0.1% to about 4%, about 0.1% to about 3%, about 0.1% to about 2%, about 0.1% to about 1%, about 0.1% to about 0.75%, about 0.05% to about 0.5%, about 0.1% to about 10%, about 0.1% to about 9%, about 0.1% to about 8%, about 0.1% to about 7%, about 0.1% to about 6%, about 0.1% to about 5%, about 0.1% to about 4%, about 0.1% to about 3%, about 0.1% to about 2%, about 0.1% to about 1%, about 0.1% to about 0.75%, about 0.1% to about 0.5%, about 0.1% to about 10%. .5% to about 10%, about 0.5% to about 9%, about 0.5% to about 8%, about 0.5% to about 7%, about 0.5% to about 6%, about 0.5% to about 5%, about 0.5% to about 4%, about 0.5% to about 3%, about 0.5% to about 2%, about 0.5% to about 1%, about 1% to about 10%, about 1% to about 9%, about 1% to about 8%, about 1% to about 7%, about 1% to about 6%, about 1% to about 5%, about 1% to about 4%, about 1% to about 3%, about 1% to about 2%, about 2% to about 10%, about 2% to about 9%, about 2% to about 8%, about 2% to about 7%, about 2% to about 6%, about 2% to about 5% %, about 2% to about 4%, about 2% to about 3%, about 3% to about 10%, about 3% to about 9%, about 3% to about 8%, about 3% to about 7%, about 3% to about 6%, about 3% to about 5%, about 3% to about 4%, about 4% to about 10%, about 4% to about 9%, about 4% to about 8%, about 4% to about 7%, about 4% to about 6%, about 4% to about 5%, about 5% to about 10%, about 5% to about 9%, about 5% to about 8%, about 5% to about 7%, or about 5% to about 6%, including all ranges and subranges therebetween, relative to the total weight of the composition, relative to the total weight of the composition, including ranges and subranges therebetween.

[0052] Optionally, the weight ratio of the total amount of the compound having at least one phosphate group to the total amount of the sugar can be selected to be about 1:100 to about 100:1, about 1:100 to about 100:1, about 1:50 to about 50:1, about 1:40 to about 40:1, about 1:30 to about 30:1, about 1:25 to about 25:1, about 1:20 to about 20:1, about 1:15 to about 15:1, about 1:10 to about 1 0:1, about 1:8 to about 8:1, about 1:7 to about 7:1, about 1:6 to about 6:1, about 1:5 to about 5:1, about 1:4.5 to about 1:4.5, about 1:4 to about 1:4, about 1:3.5 to about 1:3.5, about 1:3 to about 1:3, about 1:2.5 to about 1:2.5, about 1:2 to about 1:2, about 1:1.5 to about 1:1.5, and ranges and subranges therebetween. Optionally, the weight ratio of the total amount of the compound having at least one phosphate group to the total amount of the sugar can be about 1:100, about 1:50, about 1:25, about 1:15, about 1:10, about 1:9, about 1:8, about 1:7, about 1:6, about 1:5, about 1:4.5, about 1:4, about 1:3.5, about 1:3, about 1:2.5, about 1:2, about 1:1.5, about 1:1, about 1:0.9, about 1:0.8, about 1:0.7, about 1:0.7, about 1:0.5, about 100:1, about 50:1, about 25:1, about 15:1, about 10:1, about 9:1, about 8:1, about 7:1, about 6:1, about 5:1, about 4.5:1, about 4:1, about 3.5:1, about 3:1, about 2.5:1, about 2:1, about 1.5:1, about 0.9:1, about 0.8:1, about 0.7:1 or about 0.5:1, including ranges and subranges therebetween.

[0053] pH Adjusters

[0054] In at least some embodiments, it may be beneficial to adjust the pH of the composition. By way of example only, in one embodiment, the pH of the disclosed composition may advantageously be at or below about 8.5, such as at or below about 8.0, or at or below about 7.5. For example, the pH may be below 7.5.

[0055] The compositions of the present disclosure may also optionally include acid and base pH adjusters (also referred to as modifiers). Such pH adjusters include, but are not limited to, sodium hydroxide, hydrochloric acid, lactic acid, sodium metasilicate, silicate compounds, citric acid, ascorbic acid, and carbonate compounds. The disclosed compositions may also be substantially free of acid and base pH adjusters.

[0056] The limiting examples of acidic pH adjusting agents include organic acids and / or inorganic acids. For example, the composition includes at least one non-polymeric mono-, di- and / or tri-carboxylic acid. Non-polymeric mono-, di- and / or tri-carboxylic acids are organic compounds with one (mono), two (two) or three (three) carboxylic acid groups (-COOH). Non-polymeric mono-, di- and tri-carboxylic acids and / or their salts generally have a molecular weight of less than about 500 g / mol, less than about 400 g / mol or less than about 300 g / mol.

[0057] Non-limiting examples of monocarboxylic acids or their salts include formic acid, acetic acid, propionic acid, butyric acid, valeric acid, caproic acid, heptanoic acid, octanoic acid, nonanoic acid, decanoic acid, undecanoic acid, lauric acid, tridecanoic acid, lauric acid, tridecanoic acid, myristic acid, pentadecanoic acid, palmitic acid, heptadecanoic acid, stearic acid, nonadecanoic acid, arachidic acid, lactic acid, their salts, and mixtures thereof. In some cases, the hair treatment composition includes at least lactic acid and / or acetic acid, and / or their salts.

[0058] Non-limiting examples of dicarboxylic acids and / or salts thereof include oxalic acid, malonic acid, hydroxysuccinic acid, glutaric acid, citraconic acid, succinic acid, adipic acid, tartaric acid, fumaric acid, maleic acid, sebacic acid, azelaic acid, dodecanedioic acid, phthalic acid, isophthalic acid, terephthalic acid, 2,6-naphthalenedicarboxylic acid, their salts, and mixtures thereof. In some cases, the hair treatment composition includes oxalic acid, malonic acid, hydroxysuccinic acid, maleic acid, their salts, or mixtures thereof. Non-limiting examples of tricarboxylic acids and their salts include citric acid, isocitric acid, aconitic acid, propane-1,2,3-tricarboxylic acid, benzene-1,3,5-tricarboxylic acid, their salts, and mixtures thereof. In some cases, the hair treatment composition includes at least citric acid and / or its salts.

[0059] In some cases, the hair treatment composition comprises one or more inorganic pH adjusting agents. Non-limiting examples include hydrochloric acid, phosphoric acid, sulfuric acid, hydrobromic acid, hydroiodic acid, phosphoric acid, boric acid, and the like.

[0060] Without wishing to be bound by theory, it is believed that the phosphate acts as a catalyst to modify the sugar structure to increase reactivity, and that the higher pH increases the reaction rate for a given set of solutions by making the amine more nucleophilic and therefore more reactive.

[0061] In at least some embodiments, it may be advantageous to adjust the pH of the composition. By way of example only, in one embodiment, the pH of the disclosed composition may be at or below about 8.5, 8, 7.5, 7, 6.5, 6, 5.5, 5, 4.5, 4, 3.5, 3, or 2.5. In one embodiment, the pH of the disclosed composition may be from about 8.5 to about 2, from about 8 to about 2, from about 7.5 to about 2, from about 7.5 to about 2.5, from about 8.5 to about 2.5, from about 8 to about 2.5, from about 7.5 to about 2.5, from about 7.5 to about 2.5, from about 7.5 to about 3, from about 7.5 to about 3.5, from about 7.5 to about 4, from about 7.5 to about 4.5, from about 7.5 to about 5, from about 7.5 to about 5.5, from about 7.5 to about 6, or from about 7.5 to about 6.5, including ranges and subranges therebetween.

[0062] Solvents

[0063] In certain exemplary embodiments, the composition of the present disclosure includes at least one physiologically acceptable medium. The physiologically acceptable medium can be selected from water or a mixture of water and at least one cosmetically acceptable solvent. Non-limiting examples of cosmetically acceptable solvents include C2-C4 lower alcohols, such as ethanol and isopropanol; polyols, especially those containing 2-6 carbon atoms, such as glycerol, propylene glycol, butylene glycol, pentanediol, hexylene glycol, dipropylene glycol or diethylene glycol; polyol ethers, such as 2-butoxyethanol, propylene glycol monomethyl ether and diethylene glycol monomethyl ether or diethylene glycol monoethyl ether; and mixtures thereof.

[0064] In an exemplary embodiment, the composition comprises a solvent or solvent mixture in an amount of up to about 99.9% by weight, such as from about 50% by weight to about 99% by weight, from about 55% by weight to about 95% by weight, or from about 60% by weight to about 90% by weight, relative to the weight of the composition. For example, the composition can comprise water in an amount of up to about 99% by weight, such as from about 50% to about 95% by weight, or from about 60% by weight to about 90% by weight, relative to the weight of the composition.

[0065] Other components

[0066] The compositions of the present disclosure may also optionally contain useful or desirable additives for preparing hair protection compositions. For example, it may be advantageous to include a component that aids in the application of the composition, such as glycerol. Exemplary and non-limiting additives include pearlescent agents, dyes or pigments, fragrances, mineral oils, vegetable oils or synthetic oils, waxes, vitamins, proteins, including ceramides, vitamins, UV protection agents, free radical scavengers, anti-dandruff agents, anti-hair loss agents, hair repair agents, preservatives, and mixtures thereof. Those skilled in the art will carefully select the optional additives and their amounts so that they do not impair the properties of the compositions of the present disclosure.

[0067] The compositions of certain embodiments may include a stabilizer, such as sodium chloride, magnesium dichloride, or magnesium sulfate.

[0068] The compositions of the present disclosure may also comprise cosmetic adjuvants selected from fragrances, pigments, chelating agents, emollients, antioxidants, sunscreens, stabilizers, moisturizers, vitamins, bactericides, preservatives, polymers, thickeners or any other ingredients commonly used in cosmetics for such applications.

[0069] In certain embodiments, these additives are typically present in an amount of up to about 40% by weight of active material relative to the total weight of the composition, such as up to about 30%, up to about 20%, up to 15%, up to about 10%, up to about 5%, such as 0.01% to 30%.

[0070] In one embodiment, the composition may be substantially free of reducing agents, such as thiol-based reducing agents.

[0071] The compositions described herein may be in any suitable physical form. Suitable forms include, but are not limited to, low to medium viscosity liquids, lotions, emulsions, gel creams, ointments, pastes, clays, conditioners, hair masks, sprays, and the like.

[0072] If necessary, those skilled in the art can select additives or their amounts to maintain the desired properties of the composition. The composition can be contained in a variety of containers, for example, a ready-to-use container. Non-limiting examples of useful containers include tubes, cans, lids, unit dose containers and bottles, including squeezable tubes and bottles, bottles configured with pump dispensers, and spray bottles.

[0073] I. method

[0074] The methods of the present disclosure include applying a composition as described herein to hair to treat the hair, protect the hair from heat-induced damage, or reduce damage to the hair. In one embodiment, the method is directed to protecting the hair or minimizing / reducing heat-induced damage to the hair, the method comprising applying a composition as described herein to the hair. The method may also repair the hair. In an exemplary embodiment, the composition is a leave-on hair protection composition.

[0075] In one embodiment, the method comprises applying a hair protection composition to the hair, as described herein, comprising at least one compound comprising at least one phosphate and a composition comprising at least one sugar. These compositions can be applied simultaneously or consecutively. The composition comprising the sugar can be applied before or after the composition comprising the compound comprising at least one phosphate. The compound comprising at least one phosphate and the sugar can be pre-mixed in a composition before being applied to the hair. In one embodiment, the method comprises applying to the hair a hair protection composition comprising at least one compound containing at least one phosphate and at least one sugar.

[0076] The method of treating hair of the present disclosure may include applying the composition of the present disclosure to the hair (wet, damp or dry hair). The composition may be applied to the hair before, during or after any hair styling, shaping and / or care process.

[0077] One may choose to heat the hair before, during or after applying the composition to the hair, for example using a hair dryer (or hair dryer) and / or hair straightener. In one embodiment, the composition may be applied to the hair before a heat-induced styling or styling process, for example blow-drying, curling with a curling iron, a hair straightener, a hot curling iron, a blow-dry curling iron, a heating hood or blow-out with a hair dryer, or straightening the hair with a hair straightener, or blow-out with a hair dryer. The composition may be applied to the hair before, together with or after other hair compositions (e.g., shampoo, conditioner, hair mask, cream, lotion, gel, spray, styling product, etc.). The method may include heating the hair, optionally using a device having a temperature of about 40° C. to about 210° C. One may choose to heat the styled hair before, during or after applying the composition to the hair, for example using a hair dryer and / or hair straightener. In one embodiment, the composition can be applied to the hair prior to a heat-induced styling process, such as before blow-drying; curling hair using a curling iron, a flat iron, a hot curling iron, a curling iron with a blower, or blowing it out using a hair dryer, or before straightening the hair using a hair straightener or blowing it out using a hair dryer. In one embodiment, heating is performed using a device having a temperature of at least about 20°C, 30°C, 40°C, 50°C, 60°C, 70°C, 80°C, 90°C, 100°C, 110°C, 120°C, 130°C, 140°C, 150°C, 160°C, 170°C, 180°C, 190°C, 200°C, 210°C, 220°C. In one embodiment, the hair is heated using a device having a temperature ranging from about 20° C. to about 220° C., 20° C. to about 130° C., about 30° C. to about 120° C., about 40° C. to about 110° C., about 50° C. to about 100° C., about 60° C. to about 90° C., about 70° C. to about 80° C., about 60° C. to about 220° C., about 70° C. to about 210° C., about 80° C. to about 200° C., about 90° C. to about 190° C., about 100° C. to about 180° C., about 110° C. to about 170° C., about 120° C. to about 160° C., about 130° C. to about 150° C. The composition can be applied to the hair before, together with, or after other hair compositions (e.g., shampoo, conditioner, mask, cream, lotion, gel, spray, etc.).

[0078] In various embodiments, the hair is dried or heated using a device with a temperature range from room temperature up to at least 40° C., such as a hair dryer, while optionally applying a detangling action to the hair. Detangling can be performed by brushing or combing or running fingers through the hair.

[0079] Drying the hair using a device having a temperature range from room temperature up to at least 40° C. can be accomplished by drying the hair using a hair dryer device or using other heat sources such as hair straighteners, hair dryers, heat lamps, heating rods, or other similar devices. When a hair dryer is used, the hair dryer can be used in a temperature range of about 30° C. to about 90° C., or about 30° C. to about 60° C., or about 35° C. to about 60° C., including ranges and sub-ranges therebetween.

[0080] When the hair straightener is used, the hair straightener can be used at a temperature of about 100° C. or higher, for example in the range of about 100° C. to about 250° C., about 110° C. to about 230° C., about 110° C. to about 210° C., about 120° C. to about 200° C., about 150° C. to about 190° C., or about 190° C. to about 230° C., including ranges and subranges therebetween, or at a temperature of about 230° C., about 225° C., about 220° C., about 210° C., about 200° C., about 190° C., about 180° C., about 150° C., or about 100° C., including ranges and subranges therebetween, preferably about 230° C. In various embodiments, the hair straightener is passed over the hair at least 1, 2, 3, 4, 5, 6, 7, 8, 9, 10 times or more, for example up to 20, 30, 40, 50, 75, or 100 times.

[0081] The kit of the present disclosure may include two or more separately contained components, wherein at least one of the two or more separately contained components is a hair treatment composition comprising: (1) at least one compound comprising at least one phosphate group, (2) at least one sugar, and a cosmetically acceptable carrier. In other embodiments, the kit of the present disclosure may include two or more containers, wherein the first container (1) comprises a hair protection composition (comprising at least one sugar), and the second container comprises (2) a hair protection composition (comprising a compound having at least one phosphate group).

[0082] It should be understood that while the compositions and / or methods of the present disclosure generally exhibit one or more properties described herein, the compositions of the present disclosure may not exhibit all or part of the disclosed properties, but the compositions and methods of protecting hair are still within the scope of the present disclosure.

[0083] The following definitions are provided for purposes of this disclosure only.

[0084] As used herein, the term "hair" is meant to include only the hair on the scalp of the head and does not include eyelashes or eyebrows.

[0085] The terms "comprising," "having," and "including" (or "comprising," "having," and "including") are used in their open, non-limiting sense. The phrase "consisting essentially of limits the scope of a claim to the specified materials or steps, and those materials or steps that do not materially affect the basic and novel characteristics of the composition.

[0086] The terms “a”, “an”, “the” and “at least one” are to be understood to include the plural as well as the singular.

[0087] Therefore, the term "mixture thereof" also refers to "multiple mixtures thereof". Throughout the disclosure, if the term "mixture thereof" is used after a series of elements as shown in the following examples, where the letters AF represent the elements: "one or more elements selected from A, B, C, D, E, F or mixtures thereof". The term "mixture thereof" does not require that the mixture includes all of A, B, C, D, E and F (although it may include all of A, B, C, D, E and F). On the contrary, it means a mixture that may include any two or more of A, B, C, D, E and F. In other words, it is equivalent to the phrase "one or more elements selected from A, B, C, D, E, F, and a mixture of any two or more of A, B, C, D, E and F".

[0088] Likewise, the term "salts thereof" also refers to "salts thereof". Therefore, when the present disclosure refers to "an element selected from A, B, C, D, E, F, a salt thereof or a mixture thereof", it means that it may include one or more of A, B, C, D and F, may include one or more of A salts, B salts, C salts, D salts, E salts, F salts, or a mixture of any two of A, B, C, D, E, F, A salts, B salts, C salts, D salts, E salts and F salts.

[0089] Salts referred to throughout the disclosure may include salts with counterions such as alkali metals, alkaline earth metal counterions, or ammonium counterions. However, this list of counterions is non-limiting.

[0090] The expression "one or more" means "at least one", and thus includes individual components as well as mixtures / combinations.

[0091] All ranges and amounts given herein are intended to include subranges and amounts using any disclosed point as endpoints. Thus, a range of "1% to 10%, such as 2% to 8%, such as 3% to 5%" is intended to cover "1% to 8%, "1% to 5%, " "2% to 10%, "2% to 5%", etc. Unless expressly stated otherwise, all numerical values, amounts, ranges, etc. are intended to be modified by the term "about", whether or not so expressly stated. Similarly, a given range of "about 1% to 10%" is intended to have the term "about" modify both the 1% and 10% endpoints. The term "about" is used herein to indicate a difference of up to + / -10% from the stated value, such as + / -9%, + / -8%, + / -7%, + / -6%, + / -5%, + / -4%, + / -3%, + / -2%, or + / -1%. Likewise, all endpoints of ranges are understood to be disclosed individually, for example, a range of 1:2 to 2:1 is understood to disclose ratios of 1:2 and 2:1.

[0092] Unless otherwise indicated, all percentages herein are by weight relative to the weight of the total composition.

[0093] As used herein, the term "substantially free of" means that a particular material may be present in a small amount that does not substantially affect the basic and novel properties of the composition of the present disclosure. For example, less than 2% by weight of a particular material may be added to the composition relative to the total weight of the composition (provided that an amount less than 2% by weight does not substantially affect the basic and novel properties). Similarly, the composition may contain less than 2%, less than 1.5%, less than 1%, less than 0.5%, less than 0.1%, less than 0.05%, or less than 0.01% of a particular material, or may be free of the particular material. In addition, all components that are positively set forth in the present disclosure may be reversely excluded from the claims, for example, a claimed composition may be "free of" or "substantially free of" one or more components explicitly set forth in the present disclosure.

[0094] As used herein, the term "substantially free" may also mean that a particular material is not added to the composition but may still be present in raw materials included in the composition.

[0095] "Cosmetic composition" includes many types of compositions for use on hair, for example, shampoo, hair milk, hair gel, hair conditioner, hair mask (hair mask), etc. In one embodiment, the composition is a leave-in hair composition.

[0096] It will be apparent to those skilled in the art that various modifications and variations may be made to the compositions and methods of the present disclosure without departing from the spirit or scope of the present disclosure. Therefore, the present disclosure is intended to cover such modifications and variations and their equivalents.

[0097] Example

[0098] The following examples are intended to be non-limiting and illustrative only.

[0099] Example 1

[0100] Solutions stored at 45°C were visually inspected to assess the effects of phosphate and pH on the kinetics of the reaction between a sugar (xylose) and an amine (threonine, representing an amine available in hair protein) by observing the onset of color change of the respective exemplary solutions.

[0101] The following hair care compositions were prepared by mixing the components as disclosed in Table 1. The pH of the solution was adjusted to 7.5 using sodium hydroxide if necessary. The amounts used are expressed as % by weight of active material:

[0102] Table 1

[0103]

[0104] Over the course of approximately two months, photographs of the compositions were taken at three time points (day 3, day 26, and day 68) and the color change of compositions 1A-1D from an initially clear, colorless solution was recorded. Browning (initially observed as yellowing) is a visual indicator of the occurrence of a Maillard reaction. Figure 1 As shown in the grayscale in , the addition of monosodium phosphate in compositions 1B and 1D unexpectedly increased the reaction rates of both high and low pH solutions. The relative reaction rates of the respective compositions were ranked as follows: 1D>1B>1C>1A [+MSP 7.5>+MSP 4.56>-MSP 7.5>-MSP 5.67].

[0105] Example 2

[0106] Sample studies were conducted on double bleached hair samples (bleached approximately one week previously) and natural hair samples to evaluate the effect of the disclosed compositions on the denaturation temperature of hair as measured by differential scanning calorimetry (DSC).

[0107] For the one-step composition application method, double bleached hair or natural hair samples were rinsed, patted dry, and treated with one of the exemplary compositions or a mixture of exemplary compositions in Example 2 by applying 0.4 g of the composition / gram of hair, using a pipette and wearing gloves and using a comb for manipulation. After waiting for 5 minutes, each sample was roughly blow-dried for 120 seconds and then brush-dried 10 times. The sample was then straightened 3 times at 190°C using a comb to tidy the fibers.

[0108] For the two-step composition application method, double bleached hair or natural hair samples were rinsed, patted dry, and treated with one of the exemplary sugar compositions in Example 2 by applying 0.4 g of the composition / gram of hair, using a pipette and wearing gloves and using a comb. After waiting for 2.5 minutes, they were treated with one of the exemplary phosphate compositions in Example 2 by applying 0.4 g of the composition / gram of hair, using a pipette and wearing gloves and using a comb. After waiting for 2.5 minutes, each sample was roughly blow-dried for 120 seconds and then brush-dried 10 times. The sample was then straightened 3 times at 190°C using a comb to tidy the fibers.

[0109] The heat stress test was performed only on natural hair samples. The heat stress test involved straightening the sample 5 times at 232°C at a speed of 12 seconds per time (half the speed of a typical hair straightener application), using a comb in between to straighten the fibers. The sample was then allowed to cool for at least 5 minutes, after which the sample was flat ironed another 5 times, for a total of 10 times.

[0110] Differential scanning calorimetry (DSC) was performed on treated double bleached hair samples and natural hair samples. DSC was performed on about 8 mg of finely cut hair taken from the middle portion of the sample (excluding the tip and root portion). 50 μL of water was then added to a sealed dish and DSC was performed on the cut hair of each sample. The sealed dish containing the hair mixed in water was left overnight (about 16 hours) at room temperature before running in the DSC instrument. The sample was heated to 180°C at a heating rate of 10°C / min. The data was analyzed to determine the denaturation temperature (Td) of each sample. A higher Td value means that more heat is required to denature keratin.

[0111] Combination 1

[0112] The following hair care compositions were prepared by mixing the components as disclosed in Table 2. The pH of all solutions was 7.5 (pH was adjusted using NaOH as needed). Amounts are expressed as wt % of active material:

[0113] Table 2

[0114]

[0115] Compositions 2A to 2F were applied to separate double bleached hair samples as described above in Example 2. Finally, composition 2B (comprising 0.5% xylose) and composition 2C (comprising 1% xylose) were applied to two further separate samples, and composition 2D (containing 0.5% MSP) was applied to two samples in a second sequential step using the two-step method of Example 2. The samples were subjected to DSC testing.

[0116] like Figure 2As shown, the combination of xylose (0.5 and 1%) and MSP, whether using a one-step or two-step application method, imparted statistically higher Td values ​​to the hair compared to the deionized water control. The relative increase (improvement) in Td values ​​imparted by each composition was determined as follows: xylose + MSP combination > xylose 1% > MSP 0.05% > xylose 0.5% ~ deionized water. ("~" means "about equal" or "similar" throughout the Examples section.)

[0117] Although treatment of hair with compositions containing either sugar or phosphate alone resulted in higher denaturation temperatures of the hair compared to the deionized water control, surprisingly and unexpectedly, the combination of sugar and phosphate-containing compound (in either the one-step or two-step process) synergistically increased or improved the denaturation temperature of the treated hair samples. Such results indicate that the composition protects the hair from the damaging effects of heat.

[0118] Combination 2

[0119] The following hair protection compositions were prepared by mixing the components as disclosed in Table 3. The pH of all solutions was 7.5 (pH was adjusted using NaOH as needed). Amounts are expressed as weight % of active material:

[0120] Table 3

[0121]

[0122] Compositions 3A to 3D were applied to separate double bleached hair samples as described above in Example 2. Finally, composition 3B (comprising 1% xylose) was applied to another separate sample, and composition 3C (comprising 4.4% phytic acid) was applied to the same sample in a second sequential step using the two-step method of Example 2. The samples were subjected to DSC testing.

[0123] like Figure 3 As shown, the xylose 1% + phytic acid 4.4% two-step application samples had statistically higher Td values ​​compared to the control (compositions 3A-3C alone). The relative increase (improvement) in Td values ​​imparted by each composition was determined as follows: xylose + phytic acid two-step combination > phytic acid > xylose + phytic acid one-step combination > xylose > deionized water.

[0124] Although treatment of hair with compositions containing either sugar or phosphate alone resulted in higher denaturation temperatures of the hair compared to the deionized water control, surprisingly and unexpectedly, the combination of sugar and phosphate (in either the one-step or two-step process) synergistically increased or improved the denaturation temperature of the treated hair samples. Such results indicate that the composition protects the hair from the damaging effects of heat.

[0125] Combination 3

[0126] The following hair care compositions were prepared by mixing the components as disclosed in Table 4. All solutions had a pH of 7.5 (pH was adjusted using NaOH or lactic acid as needed). Amounts are expressed as wt % of active material:

[0127] Table 4

[0128]

[0129] Compositions 4A to 4D were applied to separate double bleached hair samples as described above in Example 2. Finally, composition 4B (comprising 1% xylose) was applied to another separate sample, and composition 4C (comprising 4.32% glycerophosphate) was applied to the same sample in a second sequential step using the two-step method of Example 2. The samples were subjected to DSC testing.

[0130] like Figure 4 As shown, the one-step and two-step application samples of xylose 1% + glycerol phosphate 4.32% had statistically higher Td values ​​compared to the control (compositions 4A-4C alone). The relative increase (improvement) in Td values ​​imparted by the respective compositions was determined as follows: xylose + glycerol phosphate one-step combination > xylose + glycerol phosphate two-step combination > xylose ~ deionized water ~ glycerol phosphate.

[0131] Although treatment of hair with a composition containing either a sugar or a phosphate alone resulted in a higher denaturation temperature of the hair compared to the deionized water control, surprisingly and unexpectedly, the combination of sugar and phosphate (in either the one-step or two-step process) synergistically increased or improved the denaturation temperature of the treated hair samples. Such results indicate that the composition protects the hair from the damaging effects of heat.

[0132] Combination 4

[0133] The following hair care compositions were prepared by mixing the components as disclosed in Table 5. The pH of all solutions was 7.5 (pH was adjusted using NaOH as needed). Amounts are expressed as % by weight of active material:

[0134] Table 5

[0135]

[0136] Compositions 5A to 5F were applied to separate double bleached hair samples as described above in Example 2. Finally, composition 5B (containing 1% glucose) was applied to two other separate samples, and composition 5C (containing 0.05% MSP) or composition 5D (containing 0.2% MSP) was applied to one of the samples in the second sequential step using the two-step method of Example 2. The samples were subjected to DSC testing.

[0137] like Figure 5As shown, MSP 0.2% or glucose 1% + MSP compositions (0.05% and 0.2% MSP) (one-step and two-step application methods) imparted statistically higher Td values ​​to the hair compared to the control. 1% glucose did not increase Td unless phosphate was present. The relative increase (improvement) in Td values ​​imparted by each composition was determined as follows: glucose 1% + MSP 0.2% (one-step and two-step) ~ glucose 1% + MSP 0.05% (one-step and two-step) > MSP 0.05% > MSP 0.2% ~ deionized water ~ glucose 1%.

[0138] Although treatment of hair with compositions containing either sugar or phosphate alone resulted in higher denaturation temperatures of the hair compared to the deionized water control, it was surprising and unexpected that the combination of sugar and phosphate (in either the one-step or two-step process) synergistically increased or improved the denaturation temperature of the treated hair samples. Such results suggest that the composition protects hair from the damaging effects of heat. Even more surprisingly, C6 sugar (glucose) provides thermal protection, which has not been demonstrated before.

[0139] Combination 5

[0140] The following hair care compositions were prepared by mixing the components as disclosed in Table 6. The pH of all solutions was 7.5 (pH was adjusted with NaOH as needed). Amounts are expressed as weight % of active material:

[0141] Table 6

[0142]

[0143] The following compositions were applied to one set of samples: Compositions 6A to 6D were applied to separate natural hair samples as described above in Example 2. Finally, composition 6B (containing 1% xylose) was applied to another separate sample, and composition 6C (containing 0.05% MSP) was applied to the same sample in a second sequential step using the two-step method of Example 2. After this treatment, fragments were collected for DSC, and the samples were then subjected to heat stress testing, and then the fragments of the hair were analyzed by DSC.

[0144] like Figure 6 As shown, after 10 slow passes with a hair straightener at 232°C (heat stress test), the xylose + MSP combination (one-step and two-step) imparted statistically higher Td values ​​to the hair compared to the control (compositions 6A-6C alone). The relative increase (improvement) in Td values ​​imparted by each composition was determined as follows: xylose + MSP one-step > xylose + MSP two-step > xylose~deionized water > MSP.

[0145] The composition comprising sugar and phosphate surprisingly exhibits advantageous thermal protective properties in synergistic combination with each other, including preventing a decrease (improvement) in the denaturation temperature of treated hair samples subjected to thermal stress testing, thereby demonstrating that the composition protects hair from thermal damage.

[0146] Combination 6

[0147] The following hair protection compositions were prepared by mixing the components as disclosed in Table 7. All solutions had a pH of 7.5 (lactic acid was used to adjust the pH as needed). Amounts are expressed as % by weight of active material:

[0148] Table 7

[0149]

[0150] The following compositions were applied to one set of samples: Compositions 7A to 7D were applied to separate natural hair samples as described above in Example 2. Finally, composition 7B (containing 1% xylose) was applied to another separate sample, and composition 7C (containing 4.32% glycerophosphate) was applied to the same sample in a second sequential step using the two-step method of Example 2. After this treatment, segments were collected for DSC, and then the samples were subjected to thermal stress testing, followed by DSC testing of the hair segments.

[0151] like Figure 7 As shown, the xylose + glycerophosphate 1-step application combination had a statistically higher Td value compared to the control (compositions 7A-7C alone) after 10 slow passes with a hair straightener at 232°C (heat stress test). The relative increase (improvement) in Td value imparted by each composition was determined as follows: xylose + GP one-step > xylose + GP two-step ~ GP > xylose ~ deionized water.

[0152] The composition comprising sugar and phosphate surprisingly exhibits advantageous thermal protection properties in synergistic combination with each other, including preventing a decrease (improvement) in the denaturation temperature of treated hair samples subjected to thermal stress testing, thereby demonstrating that the composition protects hair from thermal damage.

[0153] Combination 7

[0154] The following hair care compositions were prepared by mixing the components as disclosed in Table 8. The pH of all solutions was 7.5 (pH was adjusted using NaOH as needed). Amounts used are expressed as % by weight of active material:

[0155] Table 8

[0156]

[0157] The following compositions were applied to one set of specimens: Compositions 8A to 8D were applied to separate natural hair specimens as described above in Example 2. Finally, composition 8B (containing 1% xylose) was applied to another separate specimen, and composition 8C (containing 0.2% MSP) was applied to the same specimen in a second sequential step using the two-step method of Example 2. After this treatment, fragments were collected for DSC, and the specimens were then subjected to thermal stress testing and then tested by DSC.

[0158] like Figure 8 As shown, the Glucose + MSP 2-step combination had a statistically higher Td value compared to the control (individual compositions 8A-8C) after 10 slow passes with a hair straightener at 232° C. (heat stress test). The relative increase (improvement) in Td value imparted by each composition was determined as follows: Glucose + MSP 2-step > Glucose + MSP 1-step ~ MSP ~ Glucose > deionized water.

[0159] The composition comprising sugar and phosphate surprisingly exhibits advantageous thermal protective properties in synergistic combination with each other, including preventing a decrease (improvement) in the denaturation temperature of treated hair samples subjected to thermal stress testing, thereby demonstrating that the composition protects hair from thermal damage.

Claims

1. A disposable hair protection composition comprising a) at least one sugar selected from C3-C6 monosaccharides, and b) at least one compound having at least one phosphate group selected from alkali metal phosphates, glycerophosphate esters, glycerophosphate metal salts, or phytic acid; wherein the at least one sugar is present in an amount of less than 6 wt % relative to the total weight of the composition.

2. A leave-in hair care composition according to claim 1, wherein the at least one compound having at least one phosphate group is present in an amount of up to 4.5% relative to the total weight of the composition.

3. A leave-in hair care composition according to claim 1, wherein the at least one compound having at least one phosphate group is present in an amount ranging from 1% to 0.2% relative to the total weight of the composition.

4. A leave-in hair care composition according to claim 1, wherein the at least one compound having at least one phosphate group is present in an amount ranging from 0.01% to 0.2% relative to the total weight of the composition.

5. A leave-in hair protection composition according to claim 1, wherein the at least one compound having at least one phosphate group is selected from monosodium phosphate, phytic acid or glycerophosphate or a combination thereof.

6. A leave-in hair protection composition according to claim 1, wherein the at least one compound having at least one phosphate group comprises phytic acid.

7. A leave-in hair care composition according to claim 6, wherein the phytic acid is present in an amount ranging from 0.001% to 10% relative to the total weight of the composition.

8. The leave-in hair protection composition according to claim 1, wherein the at least one compound having at least one phosphate group comprises glycerol phosphate.

9. A leave-in hair protection composition according to claim 8, wherein the glycerophosphate is present in an amount of 0.001% to 10% relative to the total weight of the composition.

10. The leave-in hair protection composition according to claim 1, wherein the at least one compound having at least one phosphate group comprises monosodium phosphate.

11. A leave-in hair protection composition according to claim 10, wherein the monosodium phosphate is present in an amount of 0.001% to 2% relative to the total weight of the composition.

12. The leave-in hair protection composition according to claim 1, wherein the at least one sugar is selected from xylose, arabinose, ribose, 2-deoxy-ribose or a combination thereof.

13. The leave-in hair protection composition according to claim 1, wherein the at least one sugar is selected from allose, altrose, glucose, glucosamine, mannose, gulose, idose, galactose, talose, sorbose, psicose, fructose, tagatose or a combination thereof.

14. The leave-in hair protection composition of claim 1, wherein the at least one sugar is selected from xylose, glucose or a combination thereof.

15. A leave-in hair care composition according to claim 1, wherein the at least one sugar is present in an amount of up to 5% relative to the total weight of the composition.

16. A leave-in hair care composition according to claim 1, wherein the at least one sugar is present in an amount of up to 1% relative to the total weight of the composition.

17. A leave-in hair care composition according to claim 1, wherein the at least one sugar is present in an amount of up to 0.5% relative to the total weight of the composition.

18. A leave-in hair protection composition according to claim 1, wherein the weight ratio of the total amount of the at least one phosphate to the total amount of the at least one sugar is from 1:30 to 30:

1.

19. A leave-in hair protection composition according to claim 1, wherein the weight ratio of the total amount of the at least one phosphate to the total amount of the at least one sugar is from 1:25 to 25:

1.

20. A leave-in hair protection composition according to claim 1, wherein the weight ratio of the total amount of the at least one phosphate to the total amount of the at least one sugar is from 1:15 to 15:

1.

21. A leave-in hair protection composition according to claim 1, wherein the weight ratio of the total amount of the at least one phosphate to the total amount of the at least one sugar is from 1:10 to 10:

1.

22. A leave-in hair protection composition according to claim 1, wherein the weight ratio of the total amount of the at least one phosphate to the total amount of the at least one sugar is from 1:5 to 5:

1.

23. A leave-in hair protection composition according to claim 1, wherein the weight ratio of the total amount of the at least one phosphate to the total amount of the at least one sugar is from 1:2 to 2:

1.

24. A leave-in hair protection composition according to claim 1, wherein the composition comprises from 50% to 99% by weight of solvent relative to the total composition.

25. A leave-in hair protection composition according to claim 1, wherein the composition comprises from 50% to 99% by weight of water relative to the total composition.

26. The leave-in hair protection composition of claim 1, wherein the pH of the composition is less than or equal to 7.

5.

27. A method of protecting hair or reducing heat-induced hair damage, the method comprising applying the leave-in hair protection composition of claim 1 to the hair.

28. A method of protecting hair or reducing heat-induced hair damage, the method comprising: (1) applying a leave-in hair care composition comprising at least one sugar selected from C3-C6 monosaccharides to the hair, and (2) a hair protection composition comprising at least one compound having at least one phosphate group The composition is applied to the hair.

29. The method of claim 28, wherein step (1) occurs before step (2).

30. The method of claim 28, wherein step (1) occurs after step (2).

31. The method of claim 28, wherein steps (1) and (2) occur simultaneously.

32. The method of claim 27 or 28, wherein the composition is applied to wet hair.

33. The method of claim 27 or 28, wherein the method further comprises blow-drying the hair after applying the composition to the hair.

34. The method of claim 27 or 28, wherein the method further comprises straightening the hair with heat after applying the composition.

35. The method of claim 27 or 28, wherein the method further comprises curling the hair with heat after applying the composition.

36. The method of claim 27 or 28, wherein the method further comprises heating the hair at a temperature of 40°C to 210°C.

37. The method of claim 27 or 28, wherein the method further comprises heating the hair at a temperature of 100°C to 210°C.

38. The method according to claim 27 or 28, wherein the at least one phosphate is present in an amount of up to 4.5% relative to the total weight of the composition.

39. The method according to claim 27 or 28, wherein the at least one compound having at least one phosphate group is present in an amount ranging from 1% to 0.2% relative to the total weight of the composition.

40. The method according to claim 27 or 28, wherein the at least one phosphate is present in an amount of 0.01% to 0.2% relative to the total weight of the composition.

41. The method according to claim 27 or 28, wherein the at least one compound having at least one phosphate group is selected from monosodium phosphate, phytic acid or glycerophosphate or a mixture thereof.

42. The method of claim 27 or 28, wherein the at least one compound having at least one phosphate group is monosodium phosphate.

43. The method according to claim 42, wherein the phytic acid is present in an amount ranging from 0.001% to 10% relative to the total weight of the composition.

44. The method of claim 27 or 28, wherein the at least one compound having at least one phosphate group is phytic acid.

45. The method of claim 44, wherein the glycerophosphate is present in an amount of 0.001% to 10% relative to the total weight of the composition.

46. ​​The method of claim 27 or 28, wherein the at least one compound having at least one phosphate group is a glycerophosphate.

47. The method of claim 44, wherein the monosodium phosphate is present in an amount of 0.001% to 2% relative to the total weight of the composition.

48. The method according to claim 27 or 28, wherein the at least one sugar is selected from xylose, arabinose, ribose, 2-deoxy-ribose or a combination thereof.

49. The method according to claim 27 or 28, wherein the at least one sugar is selected from allose, altrose, glucose, mannose, gulose, glucosamine, idose, galactose, talose, sorbose, psicose, fructose, tagatose, or a combination thereof.

50. The method of claim 27 or 28, wherein the at least one sugar is selected from xylose, glucose, or a combination thereof.

51. The method according to claim 27 or 28, wherein the at least one sugar is present in an amount of up to 5% relative to the total weight of the composition.

52. The method according to claim 27 or 28, wherein the at least one sugar is present in an amount of up to 1% relative to the total weight of the composition.

53. The method according to claim 27 or 28, wherein the at least one sugar is present in an amount of up to 0.5% relative to the total weight of the composition.

54. The method of claim 27 or 28, wherein the weight ratio of the total amount of the at least one phosphate to the total amount of the at least one sugar is from 1:30 to 30:

1.

55. The method of claim 27 or 28, wherein the weight ratio of the total amount of the at least one phosphate to the total amount of the at least one sugar is from 1:25 to 25:

1.

56. The method of claim 27 or 28, wherein the weight ratio of the total amount of the at least one phosphate to the total amount of the at least one sugar is from 1:15 to 15:

1.

57. The method of claim 27 or 28, wherein the weight ratio of the total amount of the at least one phosphate to the total amount of the at least one sugar is from 1:10 to 10:

1.

58. The method of claim 27 or 28, wherein the weight ratio of the total amount of the at least one phosphate to the total amount of the at least one sugar is from 1:5 to 5:

1.

59. The method of claim 27 or 28, wherein the weight ratio of the total amount of the at least one phosphate to the total amount of the at least one sugar is from 1:2 to 2:

1.

60. The method of claim 27 or 28, wherein the composition comprises 50% to 99% by weight of solvent relative to the total composition.

61. The method of claim 27 or 28, wherein the composition comprises 50% to 99% by weight of water relative to the total composition.

62. The method of claim 27 or 28, wherein the pH of the composition is less than or equal to 7.

5.

63. A kit comprising at least two containers, wherein the first container comprises a hair protection composition (1) comprising at least one sugar selected from C3-C6 monosaccharides, and the second container comprises a hair protection composition (2) comprising at least one compound selected from alkali metal phosphates, glycerophosphates, glycerophosphate metal salts, or phytic acid.

64. A kit comprising two or more separately contained components, wherein at least one of the two or more separately contained components is a hair treatment composition comprising: (1) at least one compound containing at least one phosphate group selected from alkali metal phosphates, glycerophosphate esters, glycerophosphate metal salts, or phytic acid, (2) at least one sugar selected from C3-C6 monosaccharides, and (3) Cosmetically acceptable carriers.

65. A leave-in hair protection composition comprising: a) at least one C3-C6 monosaccharide, wherein the at least one C3-C6 monosaccharide is present in an amount of up to 5% by weight relative to the total weight of the composition, and b) at least one compound having at least one phosphate group selected from the group consisting of: a. phytic acid, wherein the phytic acid is present in an amount of up to 4.5% relative to the total weight of the composition, b. a glycerophosphate, wherein the glycerophosphate is present in an amount up to 4.5% relative to the total weight of the composition, or c. Monosodium phosphate, wherein the monosodium phosphate is present in an amount of 1% to 0.2% relative to the total weight of the composition.

Citation Information

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