Classifications

• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
  • A61K8/00—Cosmetics or similar toiletry preparations
  • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
  • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
  • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
  • A61K8/42—Amides
• • A—HUMAN NECESSITIES
  • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
  • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
  • A61Q5/00—Preparations for care of the hair
  • A61Q5/02—Preparations for cleaning the hair

Definitions

• the present invention relates to hair cosmetic compositions containing an amphipathic amide lipid, and a silicone.
• the agent however cannot contain a sufficient amount of a protecting base such as a ceramide or glycoceramide because it has a high melting point and is liable to crystallize. Moreover, this protecting base, through added in a slight amount, does not readily penetrate into hair.
• the conventional hair cosmetic composition is therefore accompanied by the problem that the protecting base incorporated therein cannot fully function, because it cannot be fed to hair in an adequate amount.
• A represents a hydrogen atom, or a linear or branched, saturated or unsaturated amide, (N-hydrocarbon)carbamoyl, acyloxy or hydrocarbonoxy group, each having 12 to 24 carbon atoms in total
• B represents a linear or branched, saturated or unsaturated divalent C 1-22 hydrocarbon group
• Z 1 and Z 2 each independently represents a C 1-4 alkyl group; or a salt of the compound
• the composition has a pH at 25° C. of from 1 to 4.5 when diluted with water to 20 times the weight, by weight of the composition.
• the present invention relates to a hair cosmetic composition which has benefits including ability to allow a protecting base incorporated therein to penetrate into hair sufficiently, has excellent effects of preventing or repairing hair damage, and has excellent storage stability.
• the present inventors have found that, by incorporating a cationic surfactant or a specific tertiary amine type compound or a salt thereof and a silicone into an amphipathic amide lipid serving as a protecting base and by acidifying the system, the amphipathic amide lipid can readily penetrate into hair and the hair is protected from physical or chemical stimulation, whereby split ends or broken hair is prevented; hair is significantly imparted with a pleasant touch such as natural smoothness, moist feeling and suppleness which healthy hair inherently possesses; and the storage stability of the composition is greatly improved.
• the amphipathic amide lipid as Component (A) preferably has 1 or 2 amide groups; preferably has, as a carbon chain bonded to the carbonyl group of the amide group, a C 5-60 alkyl or alkylene group which may be substituted with a hydroxy group and may contain an ester bond in its main chain; and preferably contains 1 to 5 hydroxy or C 1-30 alkoxy groups in total.
• the following compounds (1) to (4) are specific preferred examples of the amphipathic amide lipid.
• R 1 represents a linear or branched C 1-12 hydrocarbon group which may be substituted with a hydroxy group(s) and/or alkoxy group(s)
• R 2 represents a linear or branched divalent C 1-5 hydrocarbon group
• R 3 represents a linear or branched divalent C 1-22 hydrocarbon group.
• R 1 in formula (1) linear or branched C 1-12 alkyl groups which may be substituted with 1 to 3 groups selected from the group consisting of a hydroxy group and C 1-6 alkoxy groups are preferred. Of these, unsubstituted C 1-12 alkyl groups and C 2-12 alkyl groups substituted with 1 to 2 hydroxy groups and one C 1-6 alkoxy group or with one hydroxy group and one C 1-6 alkoxy group are more preferred.
• Specific examples include methyl, ethyl, propyl, butyl, hexyl, dodecyl, 2-methylpropyl, 2-ethylhexyl, 2-hydroxyethyl, 9-hydroxynonyl, 2,3-dihydroxypropyl, 2-methoxyethyl, 2-hydroxy-3-methoxypropyl and 9-methoxynonyl groups, of which 2-hydroxyethyl, methyl, dodecyl and 2-methoxyethyl groups are preferred.
• linear or branched C 2-5 alkylene groups are preferred, and linear or branched C 2-3 alkylene groups are preferred.
• Specific examples include ethylene, trimethylene, tetramethylene, pentamethylene, 1-methylethylene, 2-methylethylene, 1-methyltrimethylene, 2-methyltrimethylene, 1,1-dimethylethylene and 2-ethyltrimethylene groups. Of these, ethylene and trimethylene groups are preferred.
• linear or branched divalent C 2-22 hydrocarbon groups are preferred, and linear or branched C 11-22 alkylene groups and alkenylene groups having 1 to 4 double bonds are more preferred.
• Specific examples include ethylene, trimethylene, tetramethylene, hexamethylene, heptamethylene, octamethylene, decamethylene, undecamethylene, dodecamethylene, tridecamethylene, tetradecamethylene, hexadecamethylene, octadecamethylene, 1-methylethylene, 2-ethyltrimethylene, 1-methylheptamethylene, 2-methylheptamethylene, 1-butylhexamethylene, 2-methyl-5-ethylheptamethylene, 2,3,6-trimethylheptamethylene, 6-ethyldecamethylene, 7-methyltetradecamethylene, 7-ethylhexadecamethylene, 7,12-dimethyloctadecamethylene, 8,11-dimethyloctadecamethylene, 7,10-
• Preferred diamide compounds (1) are compounds having the above-described preferred groups as R 1 , R 2 and R 3 , respectively. Specific examples are the following compounds:
• R 4 represents a linear, branched or cyclic, saturated or unsaturated C 4-30 hydrocarbon group which may be substituted with hydroxy, oxo or amino group(s)
• Z represents a methylene group, a methine group or an oxygen atom
• a broken line represents the presence or absence of a n bond
• X 1 represents a hydrogen atom, an acetyl group or a glyceryl group, or, together with the adjacent oxygen atom, forms an oxo group
• X 2 , X 3 and X 4 each independently represents a hydrogen atom, a hydroxy group or an acetoxy group (with the proviso that when Z represents a methine group, one of X 2 and X 3 represents a hydrogen atom and the other does not exist, and when —O—X 1 represents an oxo group, X 4 does not exist)
• R 5 and R 6 each independently represents a hydrogen atom, a hydroxy group or a hydroxymethyl
• R 4 in formula (2) linear, branched or cyclic, saturated or unsaturated C 7-22 hydrocarbon groups which may be substituted with hydroxy group(s) are preferred.
• X 1 a hydrogen atom and a glyceryl group are preferred. It is preferred that none or one of X 2 , X 3 , and X 4 represents a hydroxy group and the others represent a hydrogen atom. It is preferred that one of R 5 and R 6 represents a hydrogen atom or a hydroxymethyl group and the other represents a hydrogen atom.
• fatty acid which may be ester-bonded or amide-bonded to the saturated hydrocarbon group at the ⁇ -position thereof include isostearic acid, 12-hydroxystearic acid and linoleic acid.
• R 8 a hydrogen atom and hydrocarbon groups which may be substituted with 1 to 3 substituents selected from the group consisting of a hydroxy group, hydroxyalkoxy groups and alkoxy groups and have 1 to 8 carbon atoms in total are preferred.
• ceramide (2) preferred are the following compounds (2a) and (2b).
• R 4a represents a linear, branched or cyclic, saturated or unsaturated C 7-19 hydrocarbon group which may be substituted with a hydroxy group
• Z 1 represents a methylene or methine group
• a broken line represents the presence or absence of a ⁇ bond
• X 1a represents a hydrogen atom or, together with the adjacent oxygen atom, forms an oxo group
• X 2a , X 3a and X 4a each independently represents a hydrogen atom, a hydroxy group or an acetoxy group (with the proviso that when Z 1 represents a methine group, one of X 2a and X 3a represents a hydrogen atom and the other does not exist, and when —O—X 1a represents an oxo group, X 4a does not exist)
• R 5a represents a hydroxymethyl group
• R 7a represents a linear, branched or cyclic, saturated C 5-30 hydrocarbon group which may be substituted with hydroxy group(s), or
• R 4a is a linear C 7-19 , more preferably C 13-15 alkyl group
• Z 1 is a methine group
• one of X 2a and X 3a is a hydrogen atom
• R 7a is a linear C 9-27 alkyl group which may be substituted with hydroxy group(s).
• X 1a preferably represents a hydrogen atom or, together with an oxygen atom, forms an oxo group.
• R 7a More preferred examples of R 7a include a tricosyl group, a 1-hydroxypentadecyl group, a 1-hydroxytricosyl group, a heptadecyl group, a 1-hydroxyundecyl group and a nonacosyl group having a linoleic acid ester-bonded at the ⁇ -position of the group.
• Specific examples of the natural type ceramides include Ceramide Types 1 to 7 having the below-described structures and obtained by amidation of sphingosine, dihydrosphingosine, phytosphingosine or sphingadienine (for example, FIG. 2 of J. Lipid Res., 24, 759(1983), and pig and human ceramides as described in FIG. 4 of J. Lipid Res., 35, 2069(1994)).
• Examples also include N-alkyl derivatives (for example, N-methyl derivatives) of the above-described ceramides. They may be either a natural extract or synthesized product. Commercially available ones are also usable.
• R 4b represents a linear, branched or cyclic, saturated or unsaturated C 10-22 hydrocarbon group which may be substituted with hydroxy group(s)
• X 1b represents a hydrogen atom, an acetyl group or a glyceryl group
• R 7b represents a linear, branched or cyclic, saturated or unsaturated C 5-22 hydrocarbon group which may be substituted with hydroxy or amino group(s), or the hydrocarbon group in which a linear or branched, saturated or unsaturated C 8-22 fatty acid which may be substituted with hydroxy group(s) is ester-bonded at the ⁇ -position of the hydrocarbon group
• R 8b represents a hydrogen atom or an alkyl group which may be substituted with hydroxy group(s), hydroxyalkoxy group(s), alkoxy group(s) or acetoxy group(s) and has 1 to 8 carbon atoms in total.
• R 7b are a nonyl group, a tridecyl group, a pentadecyl group, an undecyl group having linoleic acid ester-bonded at the ⁇ -position of the group, a pentadecyl group having linoleic acid ester-bonded at the ⁇ -position of the group, a pentadecyl group having 12-hydroxystearic acid ester-bonded at the ⁇ -position of the group, and an undecyl group having methyl-branched isostearic acid amide-bonded at the ⁇ -position of the group.
• the hydroxyalkoxy or alkoxy groups for R 8b preferred are those having 1 to 8 carbon atoms.
• R 9 represents a C 10-18 alkyl group which may be substituted with hydroxy group(s).
• compound (3) include the compound represented by the following formula:
• R 10 represents a linear or branched, saturated or unsaturated C 9-31 alkyl group which may be substituted with hydroxy group(s), or a 2-dodecen-1-yl succinic acid residue
• m stands for an integer of from 1 to 3
• R 11 and R 12 each represents a hydrogen atom or a C 1-4 alkyl or hydroxyalkyl group
• Y represents a linear or branched, saturated or unsaturated C 10-32 alkyl group which may be substituted with hydroxy group(s), or a substituent represented by the following formula:
• k, i and n each stands for an integer of from 1 to 3
• j stands for 0 or 1
• R 13 represents a linear or branched, saturated or unsaturated C 9-31 alkyl group which may be substituted with hydroxy group(s).
• Compound (4) include a compound represented by the following formula:
• amphipathic amide lipids those represented by formula (1) or (2) are preferred, and those represented by formula (1) are more preferred.
• compositions (A) two or more of these amphipathic amide lipids may be used in combination.
• Its (their) content in the hair cosmetic composition of the present invention is preferably from 0.001 to 20 wt. %, more preferably from 0.15 to 15 wt. %, even more preferably from 0.2 to 3 wt. %, by weight of the composition, in view of imparting suppleness to hair and preventing split ends or breakage of hair.
• Examples of cationic surfactant (B) include lauryl trimethylammonium chloride, cetyl trimethylammonium chloride, cetyl trimethylammonium bromide, stearyl trimethylammonium chloride, stearyl trimethylammonium bromide, lauryl trimethylammonium bromide, dialkyl dimethylammonium chlorides, dicetyl dimethylammonium chloride, distearyl dimethylammonium chloride, dicocoyl dimethylammonium chloride, myristyl dimethylbenzylammonium chloride, stearyl dimethylbenzylammonium chloride, lanolin fatty acid aminopropylethyldimethylammonium ethylsulfate, lanolin fatty acid aminoethyltriethylammonium ethylsulfate, lanolin fatty acid aminoethyldiethylmethylmmonium ethylsulfate, lan
• A represents a group other than a hydrogen atom
• A is preferably an acyloxy or hydrocarbon oxy group having 14 to 22, preferably 18 to 22 carbon atoms in total.
• the hydrocarbon moiety of the compound is preferably saturated, more preferably linear and saturated. In this case, a trimethylene group is even more preferred as B.
• B preferably represents a C 18-22 group, of which saturated groups are preferred, and saturated and linear groups are more preferred.
• Z 1 and Z 2 examples include methyl, ethyl, propyl, isopropyl, butyl and tert-butyl groups, with methyl and ethyl groups being preferred and methyl group being more preferred. Specific examples include N,N-dimethyloctadecyloxypropylamine and stearamidopropyldimethylamine.
• the salt of the tertiary amine type compound as Component (B) is formed by neutralizing reaction between the tertiary amine type compound and an acidic amino acid, organic acid or inorganic acid.
• Acidic amino acids include glutamic acid and aspartic acid, with glutamic acid being preferred.
• Organic acids include carboxylic acids such as monocarboxylic acids, dicarboxylic acids, hydroxycarboxylic acids and polycarboxylic acids, alkylsulfuric acids and alkylphosphoric acids. Of these, carboxylic acids are preferred and dicarboxylic acids and hydroxycarboxylic acids are more preferred.
• Dicarboxylic acids include malonic acid, succinic acid, glutaric acid, adipic acid, maleic acid, fumaric acid and phthalic acid
• hydroxycarboxylic acids include glycolic acid, lactic acid, hydroxyacrylic acid, oxybutyric acid, glyceric acid, malic acid, tartaric acid and citric acid.
• ⁇ -hydroxycarboxylic acids are preferred and glycolic acid, lactic acid and malic acid are more preferred.
• Organic acids include phosphoric acid, sulfuric acid, nitric acid and hydrochloric acid, of which phosphoric acid is preferred.
• Component (B) two or more of the above-described cationic surfactants and tertiary amine type compounds or salts thereof may be used in combination.
• Its (their) content in the hair cosmetic composition of the present invention is preferably from 0.1 to 20 wt. %, more preferably from 0.1 to 10 wt. %, even more preferably from 0.5 to 5 wt. %, still more preferably from 1 to 4 wt. % in view of improving the feeling to the touch during from application to rinsing and stability of the system.
• silicone as Component (C) examples include dimethylpolysiloxane, polyether-modified silicones, amino-modified silicones, carboxy-modified silicones, methylphenylpolysiloxane, fatty acid-modified silicones, aliphatic alcohol-modified silicones, epoxy-modified silicones, fluorine-modified silicones, cyclic silicones, and alkyl-modified silicones. Of these, dimethylpolysiloxanes, polyether-modified silicones, and amino-modified silicones are preferred. Use of a dimethylpolysiloxane, a polyether-modified silicone and an amino-modified silicone can impart hair with good lubricity, smoothness and moist feeling, respectively.
• those having a viscosity of from 5 mm 2 /s to 10 million mm 2 /s can be used depending on the intended feeling to the touch, wherein those having a viscosity of 10 million mm 2 /s are often supplied in the form of an emulsion.
• those having a viscosity falling within a range of from 5000 mm 2 /s to 10 million mm 2 /s are preferred, and those having a viscosity of from 50000 mm 2 /s to 10 million mm 2 /s are more preferred.
• polyether-modified silicones is a generic name of polyoxyethylene-methylpolysiloxane copolymers and poly(oxyethylene-oxypropylene)methylpolysiloxane copolymers and those having various HLBs are known.
• Examples of the commercially available products thereof include “Silicone KF351A”, “Silicone KF353A”, “Silicone KF6008”, “Silicone KF6016”, “Silicone KF6011”, and “Silicone KF6012” (each, trade name; product of Shin-etsu Chemical Co., Ltd.), “DC8500” (trade name; product of Dow Corning Corporation), and “SH3771C, “SH3773C”, and “SH3775C” (each, trade name; product of Dow Corning Toray Silicone Co., Ltd.).
• the polyether-modified silicones may preferably have an HLB of from 4 to 18, more preferably from 7 to 11, as measured by the Griffin method.
• amodimethicone oil or an emulsion thereof is usable.
• Their commercially available products include amodimethicone emulsion “SM8704C” (trade name; product of Dow Corning Toray Silicone Co., Ltd.) and “XF-42B1989” (trade name; product of GE Toshiba Silicones).
• two or more of the above-described silicones may be used in combination, and its (or their) content in the hair cosmetic composition of the present invention is preferably from 0.005 to 10 wt. %, more preferably from 0.01 to 5 wt. %, even more preferably from 1 to 3 wt. %, by weight of the composition.
• the silicones as Component (C) are each dispersed in the hair cosmetic composition, and their average particle size is preferably from 0.001 to 200 ⁇ m. From the viewpoint of the stability of the composition, the average particle size is preferably from 0.001 to 10 ⁇ m, more preferably from 0.1 to 5 ⁇ m. From the viewpoint of improving the feeling to the touch during hair drying, the average particle size is preferably from 50 to 150 ⁇ m, more preferably from 80 to 120 ⁇ m.
• a surfactant other than Component (B), that is, an amphoteric or nonionic surfactant may be incorporated in the hair cosmetic composition of the present invention.
• amphoteric surfactant carbobetaines having a C 8-24 alkyl, alkenyl or acyl group, amidobetaines, sulfobetaines, hydroxysulfobetaines, amidosulfobetaines, phosphobetaines and imidazolinium are usable.
• Counterions of the anionic group of these amphoteric surfactants include hydrogen ions, alkali metal ions, alkaline earth metal ions, ammonium ions and alkanolamine ions, while counterions of the cationic group include halide ions, methosulfate ions, and saccharinate ions.
• Preferred amphoteric surfactants include laurylamidopropyl betaine (“AMPHITOL 20AB”, trade name; product of Kao Corp.), cocoylamidopropyl betaine (“AMPHITOL 55AB”, trade name; product of Kao Corp.), lauryldimethylaminoacetic acid betaine (“AMPHITOL 20BS”, trade name; product of Kao Corp.), laurylhydroxysulfobetaine (“AMPHITOL 20H”, trade name; product of Kao Corp.), and 2-alkyl-N-carboxymethyl-N-hydroxyethylimidazolinium betaines such as sodium cocoamphoacetate (“AMPHITOL 20YN”, trade name; product of Kao Corp.), sodium cocoamphopropionate (“AMPHITOL 20X, Y—B”, trade name; product of Kao Corp.) and sodium N-cocoyl acyl-N-carboxyethyl-N-hydroxyethyl ethylenediamine (“Softazoline
• nonionic surfactant examples include polyoxyalkylene alkyl (or alkenyl) ethers added with 1 to 20 moles of EO, PO or butylene oxides (which will hereinafter be abbreviated as “BO”) and having an alkyl or alkenyl group with 10 to 20 carbon atoms on average, polyoxyalkylene alkyl phenyl ethers added with 1 to 20 moles of EO or PO and having an alkyl group with 6 to 12 carbon atoms on average, polyoxyalkylene alkyl (or alkenyl) ethers added with 1 to 30 moles, in total, of EO and PO or EO and BO (an EO/PO or EO/BO ratio is in the range of from 0.1/9.9 to 9.9/0.1) and having an alkyl or alklenyl group with 10 to 20 carbon atoms on average, higher fatty acid alkanolamides represented by the following formula (5):
• R 14 represents a C 7-21 alkyl or alkenyl group
• R 15 represents a hydrogen atom or a methyl group
• p stands for an integer of from 1 to 3
• q stands for an integer of from 0 to 3
• sucrose fatty acid esters composed of a fatty acid of 10 to 20 carbon atoms on average and sucrose
• glycerin fatty acid monoesters composed of a fatty acid of 10 to 20 carbon atoms on average and glycerin.
• Two or more of these surfactants may be used in combination. Its (or their) content in the whole composition is preferably from 0.1 to 20 wt. %. For obtaining a greater effect, 0.5 to 15 wt. % is more preferred, with 1 to 10 wt. % being even more preferred.
• proteins ordinarily employed as a hair protecting component can be added in order to further enhance effects of preventing split ends and broken hair.
• proteins embraces proteins, protein hydrolysates and derivatives thereof and they can be extracted or derived from animals or plants.
• Proteins derived from animals include keratin, elastin, collagen, lactoferrin, casein, ⁇ ( ⁇ )-lactalbumin, globulins, egg albumin and hydrolysates thereof. Of these, keratin, elastin, collagen and casein, and hydrolysates thereof are preferred.
• Examples of the protein derived from plants include extracts from wheat, malt, oat, barley, corn, rice, soybean, broad bean, silk, seeds of lupine, potatoes, and apricot kernel, and hydrolysates thereof.
• proteins from wheat, soybean and silk, and hydrolysates thereof are preferred.
• the protein two or more of the above-described ones may be used in combination, and its (or their) content in the whole composition is preferably 0.01 to 5 wt. %, more preferably from 0.05 to 4 wt. %, even more preferably from 0.1 to 3 wt. %.
• a cationic polymer conventionally employed as a component for improving the feeling to the touch may be added in order to further improve the feeling upon use.
• Examples of the cationic polymer include polydimethyldiallylammonium chlorides, acrylamidopropyltrimethylammonium chloride/acrylate copolymers, acrylamide/dimethyldiallylammonium chloride copolymers, methylvinylimidazolinium chloride/vinylpyrrolidone copolymers, hydroxyethyl cellulose/diallyldimethylammonium chloride copolymers, diethylsulfates of vinylpyrrolidone/dimethylaminoethyl methacrylate copolymers, vinylpyrrolidone/dimethylaminoethylmethyl methacrylate copolymers, vinylpyrrolidone/alkylaminoacrylate/vinylcaprolactam copolymers, vinylpyrrolidone/dimethylaminopropylmethacrylamide copolymers, chlorinated O-[2-hydroxy-3-(trimethylammonio)propyl]
• chlorinated O-[2-hydroxy-3-(trimethylammonio)propyl]hydroxy cellulose and guar hydroxypropyltrimonium chloride are preferred from the viewpoint of the feeling.
• Two or more of these cationic polymers may be used in combination. Its (or their) content in the whole composition is, as a solid content, preferably from 0.01 to 20 wt. %, more preferably from 0.05 to 10 wt. %, even more preferably from 0.1 to 5 wt. %.
• the hair cosmetic composition of the present invention can contain, in addition to the above-described components, oil components such as cholesterol and derivatives thereof, petrolatum, lanolin derivatives, and fatty acid esters of polyethylene glycol; high molecular emulsifiers such as polycarboxylic acids, crosslinked carboxylic acid/carboxylate copolymers, crosslinked acrylic acid/acrylate copolymers and acrylamide/butanesulfonic acrylamide copolymers; polyhydric alcohols such as glycerin and sorbitol; humectants; chelating agents such as ethylenediaminetetraacetic acid (EDTA); drugs such as vitamin preparations; amino acids and derivatives thereof; fine particles of a polymer such as polyethylene, polystyrene, poly(methyl methacrylate), nylon or silicone, and hydrophobic products thereof; extracts from animals or plants; ultraviolet absorbers, pearling agents; antiseptics; bactericides; anti-inflammatory agents; anti-dand
• the hair cosmetic composition of the present invention can be classified into those used in bath rooms such as hair conditioners, hair treatments and hair packs, and styling agents used outside bath rooms such as hair milks, hair creams and hair waxes.
• the hair cosmetic composition of the present invention is adjusted to have a pH of from 1 to 4.5 when applied to hair (i.e. when diluted with water to 20 times the weight of the composition at 25° C.) in view of allowing Component (A) (amphipathic amide lipid) to penetrate into hair sufficiently while suppressing stimulation.
• the pH is more preferably from 2 to 4, with pH from 3 to 3.8 being even more preferred.
• the hair cosmetic composition of the present invention can be provided in any form such as liquid, powder, gel and granule as needed.
• a liquid composition using water or a lower alcohol as a solvent is preferred, with an aqueous solution being more preferred.
• the pH in the below description is a value of the composition diluted with water to 20 times the weight of the composition when measured at 25° C.
• Hair conditioners as shown in Table 1 were prepared in a conventional manner and evaluated.
• the hair bundle subjected to the above-described cleansing treatment was shampooed once with the conditioner shown in Table 1 and after drying, was brushed predetermined times (100 times/min ⁇ 90 minutes) at 25 to 27° C. and at 21 to 25% RH. Generation of split ends after brushing was evaluated in accordance with the below-described criteria in comparison with that before brushing.
• A An increase in split ends or breakage of the hair is not recognized.
• Hair Conditioner (wt. %) Stearyltrimethylammonium chloride 3.0 Behenyl alcohol 8.0 Dipropylene glycol 5.0 Concentrated glycerin 5.0 Polypropylene glycol 2.5 Amphipathic amide lipid A 0.2 Dimethicone-containing emulsion 2.0 (“CF-2460”, trade name; product of Dow Corning Toray, Silicone, a 75 wt. % emulsion, average particle size: about 100 ⁇ m) Malic acid (50 wt. %) 1.0 Lactic acid (90 wt. %) 1.7 Sunflower oil 0.5 Benzyloxyethanol 1.0 Dipentaerythritol fatty acid ester 0.1 Phenoxyethanol 0.1 Sodium hydroxide An amount to adjust the pH Deionized water Balance
• the above-described conditioner (pH 3.1) was excellent in smoothness during rinsing, in smoothness and moist feel after drying and also in stability.
• Hair treatment (wt. %) N,N-Dimethyloctadecyloxypropylamine 6.0 Behenyl alcohol 15.0 Dipropylene glycol 5.0 Concentrated glycerin 5.0 Propylene glycol 2.5 Amphipathic amide lipid C 0.05 Amphipathic amide lipid D 0.1 Dimethicone-containing emulsion 2.5 (“CF-2460”, trade name; product of Dow Corning Toray Silicone, a 75 wt. % emulsion, average particle size: about 100 ⁇ m) Amodimethicone-containing emulsion 0.2 (“SM8704C”, trade name; product of Dow Corning Toray Silicone, a 40 wt.
• CF-2460 trade name; product of Dow Corning Toray Silicone, a 75 wt. % emulsion, average particle size: about 100 ⁇ m
• Amodimethicone-containing emulsion 0.2 (“SM8704C”, trade name; product of Dow Corning Toray Silicone,
• Hair conditioners shown in Table 2 were prepared in a conventional manner and evaluated.
• DMTA V viscoelasticity-measuring apparatus
• a physical property-recovering ratio of hair R represented by the following equation:
• E 0 ′ represents a storage elastic modulus of the healthy hair
• E 1 ′ represents a storage elastic modulus of the bleached hair
• E n ′ represents a storage elastic modulus of the hair treated 10 times with each sample after bleaching was calculated as an index of how the physical properties of hair damaged by the bleaching treatment were recovered by the treatment with each sample of Table 1 compared with those of the hair before bleaching (untreated hair):
• Hair conditioner (wt. %) N,N-dimethyloctadecyloxypropylamine 2.2 Stearyl alcohol 6.0 Dipropylene glycol 5.0 Concentrated glycerin 5.0 Polypropylene glycol 2.5 Amphipathic amide lipid A 0.2 Malic acid (50 wt. %) 1.0 Lactic acid (90 wt. %) 1.7 Sunflower oil 0.5 Benzyloxyethanol 1.0 Dipentaerythritol fatty acid ester 0.1 Phenoxyethanol 0.1 Sodium hydroxide An amount to adjust the pH Deionized water Balance
• the above-described conditioner (pH 3.1) was excellent in smoothness during rinsing, in smoothness and moist feeling after drying and also in stability.
• Hair conditioner (wt. %) Stearamidopropyldimethylamine 1.5 Stearyl alcohol 2.5 Cetyl alcohol 3.4 Glycolic acid (71 wt. %) 1.5 Benzyl alcohol 0.5 Dipropylene glycol 2.5 Amphipathic amide lipid C 0.1 Amphipathic amide lipid D 0.1 Lactic acid (90 wt. %) 2.4 Metehylpolysiloxane mixed solution 2.0 Mixture of cyclopentasiloxane and dimethiconol 3.0 (“DC1501”, trade name; product of Dow Corning) Hydroxyethyl cellulose 0.3 Sodium hydroxide An amount to adjust the pH Fragrance 0.4 Purified water Balance
• the above-described conditioner (pH 3.3) was excellent in smoothness during rinsing, in smoothness and moist feeling after drying and also in stability.

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