Compositions containing oxidized polysaccharides
Oxidized polysaccharides derived from naturally occurring polysaccharides with aldehyde groups serve as biodegradable hair fixatives, addressing environmental concerns and maintaining performance in hair care compositions.
Patent Information
- Application Number
- JP2025507225
- Authority / Receiving Office
- JP · JP
- Patent Type
- Applications
- Current Assignee / Owner
- Priority Date
- 2022-08-08
- Filing Date
- 2023-08-08
- Publication Date
- 2025-08-07
AI Technical Summary
Existing hair care compositions that use non-biodegradable polymers like Amphomer® as hair fixatives face environmental sustainability challenges, necessitating the development of biodegradable and naturally derived alternatives that maintain performance in aqueous and aqueous-ethanol-based formulations.
The use of oxidized polysaccharides derived from polysaccharides with multiple monosaccharide units, each containing two or more aldehyde groups, which act as hair fixatives, offering biodegradability and compatibility with existing formulations.
The oxidized polysaccharides provide effective hair fixation with a pleasant feel, non-stickiness, and ease of removal, while being environmentally friendly and compatible with existing formulations.
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Abstract
Description
[Technical Field]
[0001] The present invention relates to hair care compositions comprising oxidized polysaccharides, the use of oxidized polysaccharides as hair fixatives, and methods of treating hair with the hair care compositions. [Background technology]
[0002] Hair care compositions that can be used to fix hair in a desired position are known, and such hair care compositions typically contain a polymer as a hair fixative. One such hair fixative is Amphomer®, an amphoteric acrylic polymer. Amphomer® is an effective hair fixative and has other desirable properties, such as being transparent, non-sticky, providing good tactile feel to hair, and being easily removed by washing or combing. However, Amphomer® is non-biodegradable.
[0003] It is desirable to provide hair care compositions that offer environmental improvements while remaining able to be formulated into existing formulations, particularly aqueous and aqueous-ethanol-based formulations, and maintain the performance of current compositions. For example, environmental regulations and consumer feedback have made it desirable to provide ingredients for and hair care compositions that are derived from naturally available compounds, have improved sustainability, and are suitably biodegradable.
[0004] There is therefore a need to provide hair fixative and / or hair care compositions that are derived from naturally available compounds, have improved sustainability, and / or are suitably biodegradable, and would be compatible with changing environmental requirements. Summary of the Invention
[0005] According to a first aspect of the present invention, there is provided a hair care composition comprising an oxidized polysaccharide, wherein the oxidized polysaccharide is derived from a polysaccharide comprising two or more monosaccharide units, and each oxidized monosaccharide unit in the oxidized polysaccharide comprises two or more aldehyde groups.
[0006] According to a second aspect of the present invention, there is provided the use of an oxidized polysaccharide as a hair fixative, wherein the oxidized polysaccharide is derived from a polysaccharide comprising two or more monosaccharide units, each of the oxidized monosaccharide units comprising two or more aldehyde groups.
[0007] According to a third aspect of the present invention, there is provided a method of treating hair with a hair care composition, the method comprising the step of applying to the hair a hair care composition according to the first aspect of the present invention.
[0008] According to a fourth aspect of the present invention there is provided a hair product comprising a hair care composition according to the first aspect of the present invention and a suitable packaging container. [Brief explanation of the drawings]
[0009] For a better understanding of the present invention, reference will now be made, by way of example only, to the accompanying drawings, which show how exemplary embodiments thereof may be carried into effect. [Figure 1] 1 is a photograph showing the results of Example 4, in which hair was treated with an oxidized polysaccharide according to the present invention (a maltodextrin dialdehyde solution prepared from maltodextrin having a dextrose equivalent value of 4 to 7) and a non-oxidized polysaccharide for comparison. [Figure 2] FIG. 1 is a photograph showing the results of Example 4 in which hair was treated with an oxidized polysaccharide according to the present invention, in which the oxidized polysaccharide was maltodextrin with a dextrose equivalent value of 13 to 17 and in which the oxidized polysaccharide was maltodextrin with a dextrose equivalent value of 16.5 to 19.5. [Figure 3]1 is a photograph showing the results of Example 4 in which hair was treated with an oxidized polysaccharide according to the present invention, in which the oxidized polysaccharide was dextran (Mr=450,000 to 650,000). DETAILED DESCRIPTION OF THE INVENTION
[0010] Unless otherwise stated, the following terms used in the specification and claims have the meanings set forth below.
[0011] As used herein and in the appended claims, the singular forms "a," "an," and "the" include both singular and plural referents unless the context clearly dictates otherwise.
[0012] Throughout this specification, the terms "comprising" or "comprises" mean that a specific component is included and do not exclude the presence of other components. The terms "consisting essentially of" or "consists essentially of" mean that a specific component is included and that no other components are included, except for components that are added for purposes other than achieving the technical effects of the present invention. The terms "consisting of" or "consists of" mean that a specific component is included and that no other components are included.
[0013] Where the context requires, use of the terms "comprises" or "comprising" can be taken to include the meanings "consists essentially of" or "consisting essentially of," and can also be taken to include the meanings "consists of" or "consisting of."
[0014] In this disclosure, unless expressly specified otherwise, all numbers, e.g., numbers expressing values, ranges, percentage amounts, etc., can be read as if the word "about" precedes the number, even if the term "about" does not explicitly appear.
[0015] The recitation of numerical ranges by endpoints includes all integers and, where appropriate, decimals subsumed within that range (e.g., 1 to 5 can include 1, 2, 3, and 4, e.g., when referring to the number of elements, and can also include 1.5, 2, 2.75, and 3.80, e.g., when referring to measurements). The recitation of endpoints also includes the endpoints themselves (e.g., 1.0 to 5.0 includes both 1.0 and 5.0). All numerical ranges recited in this disclosure are intended to include all subranges subsumed within that numerical range.
[0016] Any features described in this disclosure may be used individually or in combination with one another as appropriate, particularly in the combinations described in the accompanying claims. Any feature in each exemplary aspect of the present invention described in this disclosure may also be applied to any other aspect or exemplary aspect of the present invention as appropriate. In other words, those skilled in the art who read this specification should regard any feature of each aspect or embodiment of the present invention as interchangeable and combinable between different aspects of the present invention.
[0017] In this disclosure, the term "and / or," when used in a list of two or more items, means that any one of the listed items can be used alone, or any combination of the two or more listed items can be used. For example, if a list is stated as a group containing A, B, and / or C, the list can include A only; B only; C only; A and B in combination; A and C in combination; B and C in combination; or A, B, and C in combination.
[0018] According to a first aspect of the present invention, there is provided a hair care composition comprising an oxidized polysaccharide, wherein the oxidized polysaccharide is derived from a polysaccharide comprising two or more monosaccharide units, and each of the oxidized monosaccharide units in the oxidized polysaccharide comprises two or more aldehyde groups.
[0019] For the avoidance of doubt, in the oxidized polysaccharide, one or more of the monosaccharide units present in the polysaccharide have been oxidized.
[0020] The oxidized polysaccharide is derived from a polysaccharide containing two or more monosaccharide units. For example, the polysaccharide from which the oxidized polysaccharide is derived may contain 2 to 12,000, preferably 2 to 150, monosaccharide units. For example, the polysaccharide from which the oxidized polysaccharide is derived may contain 3 to 12,000, preferably 3 to 150, monosaccharide units. For example, the polysaccharide from which the oxidized polysaccharide is derived may contain 4 to 12,000, preferably 4 to 150, monosaccharide units.
[0021] When "hair" is mentioned in this disclosure, the term is intended to refer to any type of hair, including human and animal hair. Preferably, the hair is human hair that grows on the head.
[0022] By the term "polysaccharide" we mean a sugar compound containing two or more monosaccharide units. For example, the term "polysaccharide" is intended in this disclosure to encompass disaccharides and oligosaccharides, as well as compounds containing a higher number of monosaccharide units.
[0023] By the term "oxidized polysaccharide" we mean a polysaccharide that has undergone an oxidation reaction, ie, a polysaccharide in which the hydroxy groups on the polysaccharide have been converted to aldehyde groups.
[0024] As will be appreciated by those skilled in the art, the oxidized polysaccharides can be crosslinked in situ, for example, by reaction of aldehyde groups with free hydroxy groups. The amount of crosslinking that occurs will depend on factors such as the degree of oxidation, concentration, and other components present. The oxidized polysaccharides provided in the present disclosure can be defined as oxidized polysaccharides prepared by oxidation of the polysaccharide (i.e., before crosslinking can occur).
[0025] The oxidized polysaccharide may be biodegradable.
[0026] The oxidized polysaccharide may be substantially linear or linear, which we use to mean that the bond patterns between the monosaccharide units are substantially or entirely the same throughout the polysaccharide.
[0027] For example, when the monosaccharide unit is a D-glucose unit, the unit may have substantially or entirely glycosidic linkages at the 1- and 4-carbon positions. For example, a polysaccharide comprising D-glucose units may have 80% or more, e.g., 90% or more, or 100% α(1→4) glycosidic bonds. When a polysaccharide comprising D-glucose units has 100% α(1→4) glycosidic bonds, the polysaccharide is considered to be linear. When a polysaccharide comprising D-glucose units has 80% or more, or 90% or more α(1→4) glycosidic bonds, the polysaccharide is considered to be substantially linear.
[0028] For example, when the monosaccharide unit is a D-glucose unit, the unit may have substantially or entirely glycosidic bonds at the 1- and 6-carbon positions. For example, a polysaccharide comprising D-glucose units may have 80% or more, e.g., 90% or more, or 100% α(1→6) glycosidic bonds. When a polysaccharide comprising D-glucose units has 100% α(1→6) glycosidic bonds, the polysaccharide is considered to be linear. When a polysaccharide comprising D-glucose units has 80% or more, or 90% or more α(1→6) glycosidic bonds, the polysaccharide is considered to be substantially linear.
[0029] The oxidized polysaccharide may be non-ionic.
[0030] The oxidized polysaccharide may be soluble in water under typical room temperatures and pressures.
[0031] The oxidized polysaccharide is derived from a polysaccharide comprising two or more monosaccharide units. The oxidized polysaccharide comprises one or more monosaccharide units that have undergone an oxidation reaction in which two or more hydroxy groups have been converted to aldehyde groups. Suitably, the two hydroxy groups that have been converted to aldehyde groups via the oxidation reaction are located on adjacent carbon atoms in the monosaccharide unit, and adjacent C-C bonds have been cleaved during the oxidation reaction.
[0032] Each oxidized monosaccharide unit in the oxidized polysaccharide comprises two or more aldehyde groups. For example, each oxidized monosaccharide unit in the oxidized polysaccharide may comprise or have two aldehyde groups. Suitably, the two aldehyde groups are located on adjacent carbon atoms in the oxidized monosaccharide unit. Oxidation typically results in the opening and cleavage of adjacent C-C bonds upon formation of the aldehyde groups.
[0033] Suitably, the two aldehyde groups are located at the 2-carbon and 3-carbon positions of each oxidized monosaccharide unit in the oxidized polysaccharide. For example, when the monosaccharide unit is a D-glucose unit, the aldehyde groups at the 2-carbon and 3-carbon positions of the oxidized monosaccharide unit are as shown below: [ka]
[0034] If the oxidized monosaccharide (D-glucose) unit shown above is a component of an oxidized polysaccharide, the oxidized monosaccharide unit can be linked to other monosaccharide units (which may or may not be oxidized) via carbon 1 and carbon 4, as shown below: [ka]
[0035] When the monosaccharide unit is a D-glucose unit, the D-glucose unit can be oligomerized or polymerized to form a polysaccharide, such as maltodextrin or dextran, preferably maltodextrin, which can alternatively be formed by hydrolysis of starch, such as corn starch.
[0036] Additional groups on the monosaccharide units, i.e., groups other than the hydroxy groups at carbons 2 and 3 of the monosaccharide units, can also be oxidized. For example, the hydroxy group at carbon 6 can be oxidized by any suitable oxidation reaction known to those skilled in the art. Suitable such oxidation reactions include the Dess-Martin periodinane oxidation and the Swern oxidation.
[0037] The oxidized polysaccharide comprising oxidized D-glucose units may have the following structure comprising oxidized units (i) and non-oxidized units (ii): [ka]
[0038] The ratio of units (i): units (ii) will depend on the degree of oxidation of the oxidized polysaccharide.
[0039] While units (i) and (ii) above show D-glucose units with glycosidic linkages at carbons 1 and 4, those skilled in the art will appreciate that glycosidic linkages at other sites are also possible. The sites of glycosidic linkage will depend on the particular polysaccharide used. For example, glycosidic linkages can occur at carbons 1 and 6 and / or carbons 1 and 3.
[0040] The oxidized polysaccharide is terminated with a terminal unit, which may or may not include an oxidized group.
[0041] The oxidized polysaccharide may have a degree of oxidation of 5 to 100%, for example 20 to 100% or 30 to 100%, for example 50 to 90% or 50 to 70%.
[0042] By the term "degree of oxidation," we mean the percentage of monosaccharide units in the oxidized polysaccharide that are ring-opened (i.e., oxidized to open the ring). Those skilled in the art will readily understand how to determine the degree of oxidation of an oxidized polysaccharide. For example, the degree of oxidation can be determined by a chemical means such as the Cannizzaro reaction (a reaction in which a dialdehyde is converted to an alcohol and a carboxylic acid via disproportionation using a base), followed by titration to determine the number of carboxylic acid groups. The "degree of oxidation" may alternatively be referred to as the "oxidation level."
[0043] The oxidized polysaccharide can be formed from a polysaccharide by reaction with a suitable oxidizing agent, such as hypochlorite, perchlorate, or periodate compounds, periodic acid, or iodic acid, and salts and mixtures thereof. Suitable periodate reagents will be known to those skilled in the art and include sodium periodate. Suitably, the oxidized polysaccharide is used without any further treatment or chemical modification, i.e., as prepared by reacting the polysaccharide with the appropriate oxidizing agent.
[0044] The monosaccharide units may be selected from one or more of glucose, dextrose, fructose, levulose, galactose, deoxyribose, glyceraldehyde, erythrose, threose, ribose, arabinose, zylose, lyxose, allose, altrose, mannose, idose, galactose, talose, erythrulose, ribulose, xylulose, psciose, robose, tagatose, and isomers thereof.
[0045] Suitably, the monosaccharide units are selected from one or more of glucose and its isomers (eg D-glucose).
[0046] Suitably, the monosaccharide unit is a glucose unit or an isomer thereof (eg D-glucose).
[0047] Suitably, the monosaccharide unit is a glucose unit.
[0048] Suitably the monosaccharide unit is a D-glucose unit.
[0049] The oxidized polysaccharides may be derived from one or more of cellulose, guar, diutan, starch, chitin, chitosan, glycogen, xanthan, dextran, dextrin, welan, gellan, pullulan, pectin, scleroglucan, schizophyllan, levan, locust bean gum, peptidoglycan, tara, konjac, tamarind, starch, karaya, tragacanth, carrageenan, glycan, succinoglycan, glucan, scleroglucan, maltodextrin, cyclodextrin, inulin, alginate, amylose, and amylopectin.
[0050] Preferably, the polysaccharide (ie, the polysaccharide from which the oxidized polysaccharide is derived) is fully or partially water soluble.
[0051] The oxidized polysaccharide may have any suitable molecular weight. For example, the oxidized polysaccharide may have a relative molecular weight (Mr) of greater than 100,000 or greater than 400,000, such as 100,000 to 1,000,000 or 100,000 to 700,000, for example 400,000 to 700,000 or 400,000 to 600,000.
[0052] Suitably, the oxidized polysaccharide may be derived from maltodextrin. Suitable maltodextrins may have a dextrose equivalent value of from 2 to 20, for example from 4 to 7 or from 13 to 17 or from 16.5 to 19.
[0053] Suitably, the oxidized polysaccharide may be derived from dextran. Suitable dextrans may have a relative molecular weight (Mr) of more than 100,000 or more than 400,000, such as 100,000 to 1,000,000 or 100,000 to 700,000, for example 400,000 to 700,000 or 400,000 to 600,000.
[0054] Suitably, the oxidized polysaccharide is derived from maltodextrin having a dextrose equivalent value of 2 to 20 (e.g., 4 to 7 or 13 to 17 or 16.5 to 19) and / or dextran having a relative molecular weight (Mr) of 100,000 to 1,000,000 (e.g., 100,000 to 700,000, 400,000 to 700,000 or 400,000 to 600,000).
[0055] The hair care compositions of the present disclosure can include up to 25% by weight of the oxidized polysaccharide, for example up to 20% by weight. The hair care compositions can include 0.1% by weight or more of the oxidized polysaccharide, for example 0.5% by weight or more.
[0056] The hair care composition may contain 0.1 to 7% by weight of the oxidized polysaccharide, for example 0.5 to 7% by weight or 2 to 5% by weight.
[0057] The hair care composition may further comprise additional ingredients.
[0058] For example, the hair care composition may further comprise a carrier or a solvent. The hair care composition may include any suitable carrier or solvent. Suitable carriers or solvents may be selected from water, ethanol, propanol, isopropanol, isobutanol, tertiary butanol, and mixtures thereof. Suitably, the carrier or solvent may comprise an ethanol-water mixture, for example, an ethanol-water mixture in a volume ratio of 1:1. Using water as a carrier is advantageous from the viewpoint of environmental protection.
[0059] When the carrier or solvent is water, the hair care composition may be in the form of an emulsion.
[0060] For example, the hair care composition can further include a propellant. Any suitable propellant can be included in the hair care composition. Suitable propellants can be selected from chlorofluorocarbons, hydrofluorocarbons (e.g., hydrofluorocarbon 152A), n-propane, isopropane, n-butane, isobutane, dimethyl ether, dimethoxymethane, dimethoxyethane, compressed air, compressed nitrogen, and compressed carbon dioxide. Suitable propellants can be selected from n-propane, isopropane, n-butane, isobutane, dimethyl ether, dimethoxymethane, dimethoxyethane, compressed air, and compressed carbon dioxide.
[0061] Suitable further additional ingredients may include anti-corrosion agents; antidandruff agents; antistatic agents; antioxidants; chelating agents; conditioning agents; co-styling agents; emulsifiers; foaming agents; fragrances; fragrance solubilizers; hair colorants; moisturizers; neutralizing agents for styling polymers, rheology modifiers and pH adjusters; other active ingredients; plasticizers; preservatives; product colorants; shine agents; slip agents; styling agents; texturizing agents; heat protectants; UV absorbers; viscosifying agents; and humectants.
[0062] Suitably, a corrosion inhibitor is present when the aqueous hair care composition is packaged in a metal container. A suitable corrosion inhibitor may be cyclohexylamine.
[0063] A suitable anti-dandruff agent may be piroctone olamine.
[0064] Suitable antistatic agents include behentrimonium chloride; behentrimonium methosulfate; cetrimonium bromide; cetrimonium chloride; laurtrimonium chloride and olealkonium chloride.
[0065] Suitable antioxidants include BHT (butylated hydroxytoluene); BHA (butylated hydroxyanisole), tocopherol; vitamin E, and tocopheryl acetate.
[0066] Suitable chelating agents include EDTA, EDDS, IDS, GLDA, HEDP, DTPMP, and salts thereof, such as disodium EDTA and tetrasodium EDTA.
[0067] Suitable conditioning agents include polyquaternium crosspolymer-3; stearamidopropyl dimethylamine; behentrimonium chloride; behentrimonium methosulfate; bisamino PEG / PPG-41 / 3 aminoethyl PG-propyl dimethicone; cetrimonium bromide; cetrimonium chloride; cyclopentasiloxane; laurtrimonium chloride; olealkonium chloride; phenyl trimethicone; polydimethylsiloxane; polyquaternium-11; polyquaternium-37; polyquaternium-46; polyquaternium-55; polysilicone-15 and vinyl dimethicone / methicone silsesquioxane crosspolymer.
[0068] Suitable styling aids include: Acrylates Crosspolymer-3; Acrylates / Octylacrylamide Copolymer; Acrylates / t-Butylacrylamide Copolymer; Butyl Ester of PVM / MA Copolymer; Crotonic Acid / Vinyl C8-12 Isoalkyl Esters / VA / Bisvinyl Dimethicone Copolymer; Methacryloylethyl Betaine / Acrylates Copolymer; Octylacrylamide / Acrylates / Butylaminoethyl Methacrylate Copolymer; PEG-150 / Decyl Alcohol / SMDi Copolymer; Included may be mentioned: polyamide-1; polyurethane-14; AMP-acrylates copolymer; polyvinylcaprolactam; PVP; sodium polyacrylate; VA / crotonate / vinyl neodecanoate copolymer; vinylcaprolactam / VP / dimethylaminoethyl methacrylate copolymer; VP / dimethylaminoethyl methacrylate copolymer; VP / DMAPA acrylates copolymer; VP / VA copolymer; polyquaternium-11; polyquaternium-37; polyquaternium-46 and polyquaternium-55. Suitable styling aids may include additional hair fixatives.
[0069] Suitable emulsifiers include ceteareth-2; ceteareth-20; ceteareth-25; ceteath-10 phosphate; alkyl glucosides (e.g., decyl glucoside), coco glucoside; lauryl glucoside; dicetyl phosphate; glycerol stearate; laureth-3; laureth-7; oleth-20; oleth-5; palmitic acid; PEG-100 stearate; polyglyceryl-3 stearate; potassium cetyl phosphate; PPG-15 stearyl ether; PPG-5-ceteth-20; rhamnolipid; sodium laureth sulfate; sophorolipid; steareth-2; steareth-21; stearic acid and trilaureth-4 phosphate.
[0070] A foaming agent may be present when the hair care composition is in the form of a mousse. Suitable foaming agents include behentrimonium chloride, behentrimonium methosulfate, behenyl alcohol, C14-16 olefin sulfonate, ceteareth-2, ceteareth-20, ceteareth-25, cetearyl alcohol, cetrimonium bromide, cetrimonium chloride, cetyl alcohol, cocamidopropyl betaine, alkyl glucosides (e.g., decyl glucoside, coco glucoside, and lauryl glucoside), glycerin stearate, and the like. Examples of suitable surfactants include oleic acid, laureth-3, laureth-7, laurtrimonium chloride, lauryl alcohol, myristyl alcohol, olealkonium chloride, oleth-20, oleth-5, palmitic acid, PEG-100 stearate, polyglyceryl-3 stearate, polysorbate-20, PPG-15 stearyl ether, rhamnolipid, sophorolipid, steareth-2, steareth-21, stearic acid, and stearyl alcohol.
[0071] A suitable fragrance may be parfum.
[0072] Suitable fragrance solubilizers include PEG-40 hydrogenated castor oil; polysorbate-20 and polysorbate-80.
[0073] Suitable hair colorants include Acid Violet 43; Basic Red 76; Basic Blue 99; Basic Brown 16; Basic Yellow 87; HC Yellow 4; Disperse Red 11 and henna.
[0074] Suitable moisturizers include glycerin; panthenol and its derivatives; propanediol and propylene glycol.
[0075] Suitable neutralizing agents, rheology modifiers and pH adjusters for styling polymers include aminomethylpropanol; potassium hydroxide; sodium hydroxide; tetrahydroxypropylethylenediamine; triethanolamine; triisopropanolamine and tromethane.
[0076] Suitable other active ingredients may include botanical extracts, keratin hydrolysates, wheat amino acids, silk amino acids, and niacinamide. Such suitable active ingredients may act to protect, strengthen, and / or smooth the hair.
[0077] Suitable plasticizers include bisdiglyceryl polyacyladipate-2; cetearyl octanoate; dibutyl phthalate; dicaprylyl maleate; diethyl phthalate; diethylhexyl adipate; diisopropyl adipate; diisopropyl dimer dilinoleate; ethylhexyl palmitate; glycerin; isopropyl myristate; laurylpyrrolidone; octylpyrrolidone; panthenol and derivatives; PEG-12 dimethicone; PPG-12 dimethicone; propanediol; propylene glycol; stearyl stearate and triethyl citrate.
[0078] Suitable preservatives include ethylhexyyl glycerin; caprylyl glycol; DMDM hydantoin (1,3-bis(hydroxymethyl)-5,5-dimethylimidazolidine-2,4-dione); phenoxyethanol; sodium benzoate; potassium sorbate, methylparaben, and caprylhydroxamic acid.
[0079] Suitable product colorants include charcoal powder; CI42090 and CI14700.
[0080] Suitable brighteners include amodimethicone; bisamino PEG / PPG-41 / 3-aminoethyl PG-propyl dimethicone; cyclopentasiloxane; phenyl trimethicone; polydimethylsiloxane; polysilicone-15 and vinyl dimethicone / methicone silsesquioxane crosspolymer.
[0081] Suitable slip agents include PEG-12; PEG-14M and PEG-45M.
[0082] Suitable styling agents include beeswax; candellis wax, candellis wax esters; ceresin; carnauba palm (copernicia cerifera) wax; hydrogenated coconut oil; kaolin; microcrystalline wax; ozokerite; petrolatum; paraffin; mineral oil; polyethylene; pumice; rice bran wax; shea butter; silica silylate and synthetic beeswax.
[0083] Suitable texturizing agents include beeswax; behenyl alcohol; bis-diglyceryl polyacyladipate-2; C13-14 isoalkane; candelilla wax; candelilla wax esters; caprylic / capric triglyceride; ceresin; cetearyl alcohol; cetearyl octanoate; cetyl alcohol; carnauba wax; dibutyl phthalate; dicaprylyl maleate; diethyl phthalate; diethylhexyl adipate; diisopropyl adipate; diisopropyl dilinoleate; ethylhexyl palmitate; glycerin; hydrogenated coconut oil; isopropyl palmitate. Hexadecane; isopropyl myristate; kaolin; lauryl alcohol; microcrystalline wax; myristyl alcohol; ozokerite; PEG-12 dimethicone; petrolatum; paraffin; mineral oil; PEG-12, PEG-14M, PEG-45M, polyethylene; polyquaternium crosspolymer-3; polysorbate-20; PPG-12 dimethicone; pumice; rice bran wax; shea butter; silica; silica silylate; stearamidopropyl dimethylamine; stearyl alcohol; stearyl stearate; synthetic beeswax and triethyl citrate.
[0084] Suitable thermal protectants include Bisamino PEG / PPG-41 / 3 Aminoethyl PG-Propyl Dimethicone.
[0085] UV absorbers can act to protect hair and / or hair care compositions. Suitable UV absorbers include benzophenone-4, ethylhexyl dimethyl, PABA (4-aminoparabenzoic acid), PABA derivatives (e.g., PEG-25 ester derivatives of PABA), and ethylhexyl methoxycinnamate.
[0086] Suitable thickening agents include behenyl alcohol; cetearyl alcohol; cetyl alcohol; lauryl alcohol; myristyl alcohol and stearyl alcohol.
[0087] Suitable wetting agents include cetease-10 phosphate; dicetyl phosphate; lauryl pyrrolidone; octyl pyrrolidone; potassium cetyl phosphate; PPG-5-ceteth-20; sodium laureth sulfate, and trilaureth-4 phosphate.
[0088] Suitably, the oxidized polysaccharides described in this disclosure act as hair fixatives in the hair care compositions of the present invention. The term "hair fixative agent" has its ordinary meaning in the art and will be well understood by those skilled in the art. The oxidized polysaccharides suitably act as hair fixatives without the need for reaction with another chemical compound. For example, the oxidized polysaccharides suitably act as hair fixatives without reaction with a chemical compound such as a hydroxyaromatic compound (e.g., a hydroxyaromatic compound in which two meta groups are meta to each other) or a pyridine carboxylic acid compound.
[0089] The hair care composition of the present invention may be a hair styling composition, such as a hair spray composition.
[0090] Suitable hair styling compositions may include hair sprays (aerosol and non-aerosol); gels (e.g., color gels and spray gels); lotions (e.g., color lotions); spritz creams; putties; pastes; clays; waxes; pomades; mousses (e.g., pump mousses, aerosol mousses, and aerosol hair color mousses); gel-to-mousse and powders.
[0091] The hair care composition can be provided in any form suitable for application to hair, for example, the hair care composition can be in the form of an aerosol composition, a gel composition, a wax composition, a mousse composition, or a spray composition.
[0092] The hair care composition may be in the form of an aerosol composition.
[0093] When the hair care composition is in the form of an aerosol composition, the composition may contain a propellant as described herein.The aerosol composition may further contain additional ingredients selected from, for example, anticorrosive agents; conditioning agents; gloss agents; heat protection agents; styling aid polymers; fragrances; neutralizing agents for styling polymers; rheology modifiers; pH adjusters; plasticizers; moisturizing agents; carriers / solvents; slip agents; texturizing agents; UV absorbers; humectants; emulsifiers and other active ingredients.The carrier / solvent may include water, for example, a mixture of water and ethanol (for example, a mixture of water and ethanol in a volume ratio of 1:1).
[0094] The hair care composition may be in the form of a gel composition. The gel composition may further comprise additional ingredients selected from, for example, anti-corrosion agents, anti-dandruff agents, chelating agents, texturizing agents, conditioning agents, antistatic agents, gloss agents, heat protectants, texture modifiers, styling aid polymers, other active ingredients, fragrances, fragrance solubilizers, hair colorants, neutralizing agents for styling polymers, rheology modifiers, pH adjusters, plasticizers, moisturizing agents, humectants, preservatives, product colorants, slip agents, carriers / solvents, UV absorbers, rheology modifiers and thickeners.
[0095] The hair care composition may be in the form of a spray composition, which may include further additional ingredients selected from, for example, solvents and fragrances.
[0096] According to a second aspect of the present invention there is provided the use of an oxidized polysaccharide as a hair fixative, wherein the oxidized polysaccharide is derived from a polysaccharide comprising two or more monosaccharide units, each of the oxidized monosaccharide units in the oxidized polysaccharide comprising two or more aldehyde groups.
[0097] The oxidized polysaccharide acts as a hair fixative, i.e., holds hair in place when applied. Suitably, the oxidized polysaccharide when applied to hair is pleasant to the touch and non-sticky. Suitably, the oxidized polysaccharide is easily removed from hair after use, for example by washing or combing the hair.
[0098] According to a third aspect of the present invention, there is provided a method of treating hair with a hair care composition, the method comprising the step of applying to the hair a hair care composition according to the first aspect of the present invention.
[0099] The method of treating the hair is suitably a method of fixing the hair in place.
[0100] The method of treating hair can include a step of drying the hair following application of the hair care composition, for example, by heating the hair, typically by heating the hair at the application site as soon as the oxidized polysaccharide is applied to the hair. For example, the hair can be heated to a temperature above ambient temperature but below 100°C. Suitably, the heating of the hair can be carried out, for example, by drying the hair with a hair dryer.
[0101] According to a fourth aspect of the present invention there is provided a hair product comprising a hair care composition according to the first aspect of the present invention and a suitable packaging container.
[0102] Preferred embodiments for the second, third and fourth aspects of the present invention are the same as those described for the first aspect.
[0103] The invention will now be further described with reference to the following non-limiting examples. [Example] [Example]
[0104] Preparation of oxidized polysaccharide-maltodextrin dialdehyde In a round-bottom flask, 5 g of maltodextrin (dextrose equivalent value 4-7) was added to 30 ml of water. The resulting mixture was stirred, and once the maltodextrin was dissolved, 6 g of sodium periodate was added. The resulting reaction mixture was placed in the dark and stirred for 24 hours. Residual iodine salts were removed by dialysis or precipitation, and the reaction mixture was then dried to a concentration of 15% by weight.
[0105] The preparation was repeated using maltodextrins of different molecular weights (dextrose equivalent values of 13-17 and 16.5-19.5). [Example]
[0106] Preparation of oxidized polysaccharide-dextran dialdehyde In a round-bottom flask, 5 g of dextran (Mr = 450,000-650,000) was added to 30 ml of water. The resulting mixture was stirred, and once the maltodextrin was dissolved, 6 g of sodium periodate was added. The resulting reaction mixture was placed in the dark and stirred for 24 hours. Residual iodine salts were removed by dialysis or precipitation, and the reaction mixture was then dried to a concentration of 15% by weight. [Example]
[0107] Oxidation level measurement The oxidation levels of the materials obtained in Examples 1 and 2 were measured as follows.
[0108] 0.1-0.2 g of each of the products from Examples 1 and 2 was dissolved in 10 ml of 0.25 M NaOH. The solution was placed in an 80°C heating block for 7.5 minutes and then quenched with ice water. 15 ml of 0.25 M H2SO4 was added to the solution along with 2-3 drops of phenolphthalein solution. The mixture was then titrated with 0.25 M NaOH to determine the carboxyl content, which is equivalent to the dialdehyde content.
[0109] The oxidation level results are shown in Table 1 below. [Table 1] [Example]
[0110] Hair curl evaluation A human hair swatch was taken and tightly wrapped around a 5 mm diameter rod, and both ends of the hair were secured with tape. 2 ml of the 15 wt % dialdehyde solution prepared in each of Examples 1 and 2 above was pipetted onto the hair. Any solution that ran off the hair was collected and reapplied until the hair was wet. The rod with the hair wrapped around it was then dried in an oven at 45°C for 30 minutes or until dry. The rod was removed, and the curled hair was visually evaluated.
[0111] The results are shown in Figures 1, 2 and 3.
[0112] 1 shows hair treated with a 15 wt. % maltodextrin dialdehyde solution prepared from maltodextrins having dextrose equivalents of 4 to 7, as described in Example 1, on the left (labeled A), and hair treated with a non-oxidized polysaccharide (which was non-oxidized maltodextrin) for comparison, on the right (labeled B). The maltodextrin dialdehyde prepared from maltodextrins having dextrose equivalents of 4 to 7 acted as a hair fixative, providing excellent hold, good feel, and was non-sticky.
[0113] 2 shows hair treated with a 15 wt. % maltodextrin dialdehyde solution prepared from maltodextrins with dextrose equivalents of 13 to 17 (labeled A) on the left, and hair treated with a 15 wt. % maltodextrin dialdehyde solution prepared from maltodextrins with dextrose equivalents of 16.5 to 19.5 (labeled B) on the right, as described in Example 1. The maltodextrin dialdehydes prepared from maltodextrins with dextrose equivalents of 13 to 17 and 16.5 to 19.5 acted as hair fixatives, providing excellent hold, good feel, and non-stickiness.
[0114] Maltodextrin dialdehydes prepared from maltodextrins with dextrose equivalents of 4 to 7, 3 to 17, and 16.5 to 19.5 could be washed off of hair with water.
[0115] Figure 3 shows hair treated with a 15 wt% dextran dialdehyde solution prepared from dextran (Mr = 450,000-650,000) as described in Example 2. The dextran dialdehyde prepared from dextran (Mr = 450,000-650,000) acted as a hair fixative, providing excellent hold, good feel, and was non-sticky.
[0116] The invention is not limited to the details of the foregoing embodiments. The scope of the invention extends to any novel single or any novel combination of features disclosed in this specification (including any accompanying claims, abstract and drawings), or to any novel single or any novel combination of steps of any method or process disclosed in this specification (including any accompanying claims, abstract and drawings).
Claims
1. A hair care composition comprising an oxidized polysaccharide, wherein the oxidized polysaccharide is derived from a polysaccharide comprising two or more monosaccharide units, and each of the oxidized monosaccharide units in the oxidized polysaccharide comprises two or more aldehyde groups.
2. The hair care composition of claim 1 , wherein each of the oxidized monosaccharide units in the oxidized polysaccharide contains two aldehyde groups.
3. 3. The hair care composition of claim 2, wherein the aldehyde groups are located at the 2-carbon and 3-carbon positions of each oxidized monosaccharide unit of the oxidized polysaccharide.
4. The hair care composition according to any one of claims 1 to 3, wherein the oxidized polysaccharide has a degree of oxidation of 5 to 100%.
5. 5. A hair care composition according to any one of claims 1 to 4, wherein the monosaccharide units are selected from one or more of glucose, dextrose, fructose, levulose, galactose, deoxyribose, glyceraldehyde, erythrose, threose, ribose, arabinose, dilose, lyxose, allose, altrose, mannose, idose, galactose, talose, glycerin, erythrulose, ribulose, xylulose, psiose, fructose, robose, tagatose and isomers thereof (preferably glucose, e.g., D-glucose).
6. 6. The hair care composition of claim 5, wherein the monosaccharide units are selected from one or more of glucose and its isomers.
7. 7. A hair care composition according to any preceding claim, wherein the oxidized polysaccharide is derived from one or more of cellulose, guar, deutan, starch, chitin, chitosan, glycogen, xanthan, dextran, dextrin, welan, gellan, pullulan, pectin, scleroglucan, schizophyllan, levan, locust bean gum, peptidoglycan, tara, konjac, tamarind, starch, karaya, tragacanth, carrageenan, glycan, succinoglycan, glucan, scleroglucan, maltodextrin and cyclodextrin.
8. 8. The hair care composition of claim 7, wherein the oxidized polysaccharide is derived from maltodextrin.
9. A hair care composition according to any preceding claim, wherein the oxidized polysaccharide is derived partially or completely from a water-soluble polysaccharide.
10. The hair care composition of any one of claims 1 to 9, further comprising a propellant.
11. 11. The hair care composition of claim 10, wherein the propellant is selected from n-propane, isopropane, n-butane, isobutane, dimethyl ether, dimethoxymethane, dimethoxyethane, air, and carbon dioxide.
12. 12. The hair care composition of any one of claims 1 to 11, wherein the oxidized polysaccharide is a hair fixative.
13. A hair care composition according to any preceding claim which is a hair styling composition, such as a hair spray composition.
14. The hair care composition according to any one of claims 1 to 13, which is an aerosol, gel, wax, mousse or spray composition.
15. 1. Use of an oxidized polysaccharide as a hair fixative, wherein the oxidized polysaccharide is derived from a polysaccharide containing two or more monosaccharide units, and each oxidized monosaccharide unit in the oxidized polysaccharide contains two or more aldehyde groups.
16. A method of treating hair with a hair care composition, said method comprising the step of applying to the hair a hair care composition according to any one of claims 1 to 14.
17. A hair product comprising the hair care composition according to any one of claims 1 to 14 and a suitable packaging container.