JP4584826B2 - Hair shape control agent - Google Patents

Description

  The present invention includes a specific amidobenzalkonium salt, which can straighten natural curly hair and comb hair, and does not damage the hair and at the same time does not give a dry feeling. It relates to the first agent.

  Intrinsic curly hairs and hairs often cause troubles such as spreading of the hair, splashing of the hair ends, and a loss of hair flow, and various correction methods have been proposed. Among such straightening methods, a typical method is a method called straight perm, which reduces hair and cuts the disulfide bonds of hair keratin sufficiently, while sticking it to the panel or passing it through a comb. It is a method of regenerating and fixing disulfide bonds by pulling straight and oxidizing in a straight state.

  However, if the wave of hair is a permanent wave treatment, it can be sufficiently straightened by a straight permanent, but it is difficult to sufficiently stretch natural curly hairs and comb hairs. Moreover, even if the hair seemed to stretch at first glance, a sufficient effect was not obtained, such as the original habit returning after a few days.

  For this reason, in addition to the normal straight perm treatment, for the purpose of increasing the efficiency of deformation by denaturation by heat and further reduction, a method of heating the reduced hair with an iron (see Patent Document 1), reduction was performed. A method of steaming hair and reducing again with a gel-like first agent has been proposed (see Patent Document 2). Furthermore, if the treatment conditions are tightened in order to increase the effect, the hair is significantly damaged. Therefore, sulfites having low reducing power and similar substances are used, the pH of the first agent is lowered, a specific surfactant, Some ideas have been made such as combining oils. In addition, a method of using a guanidine derivative or an acid addition salt thereof in combination as a treating agent (see Patent Documents 3 and 4) has been proposed.

  However, the method involving heat treatment is time consuming and time consuming for treatment, and damage to the hair is inevitable, and the method of changing the treatment conditions and using a special treatment agent reduces damage, The correction effect on natural curly hair and comb hair was not satisfactory. Accordingly, it is desired to have a treatment that is easy to perform, can impart an excellent correction effect, can reduce hair damage, and has an excellent feel after the treatment.

Japanese Unexamined Patent Publication No. 60-21704 JP 59-90508 A Japanese Patent Laid-Open No. 10-17441 Japanese Patent Laid-Open No. 10-17442

  The present invention relates to a hair treatment composition that can straighten natural curly hair and comb hair and does not damage or dry the hair, and a method for correcting hair using the control agent. It is to provide.

  When the present inventors use a combination of a keratin-reducing substance and a specific amidobenzalkonium salt, it modifies the hair, such as straightening the natural curly hair or comb hair, and setting the hair continuously. It has been found that the first hair shape control agent, which is excellent in effect and does not damage or dry the hair, can be obtained.

  That is, the present invention provides a first hair shape control agent containing the following components (A) and (B).

(A) Keratin reducing substance
(B) Amidobenzalkonium salt represented by the general formula (1)

〔式中、Ｒ¹は炭素数５〜11の飽和又は不飽和の炭化水素基を示し、ｎは２〜４の整数を示し、Ｘ^-はハロゲン化物イオン、アルキル硫酸イオン、アルキルあるいはアリールスルホン酸イオンを示す。〕

[Wherein R ¹ represents a saturated or unsaturated hydrocarbon group having 5 to 11 carbon atoms, n represents an integer of 2 to 4, and X ⁻ represents a halide ion, an alkyl sulfate ion, an alkyl or an aryl sulfonic acid. Indicates ions. ]

  The first hair shape control agent of the present invention can make natural curly hair and comb hair straight, and does not give hair damage or dryness.

  The keratin-reducing substance of component (A) may be any compound that has a reducing ability for keratin, which is a structural protein of hair. For example, thioglycolic acid, thioglycolic acid derivative, thioglycolic acid or thioglycolic acid Derivative salt, cysteine, cysteine or cysteine derivative salt, sulfite, bisulfite, the following general formula (2)

[Wherein R ² is a hydrogen atom, a linear or branched alkyl group having 1 to 4 carbon atoms, or R _a —O—R _b (R _a is a linear or branched alkyl group having 1 to 4 carbon atoms. , R _b represents a methylene group or a linear or branched alkylene group having 2 to 4 carbon atoms. ]
A thioglyceryl alkyl ether represented by the following formula:

[In formula, p shows the integer of 0-5, q shows the integer of 0-3, r shows the integer of 2-5. However, p and q are not 0 simultaneously. ]
The mercaptoalkylamide represented by these, its salt, etc. are mentioned.

  Among these reducing substances, as thioglycolic acid, thioglycolic acid and its glyceryl ester; as cysteine, L-cysteine, D-cysteine, N-acylcysteine, etc .; as salts of these cysteines, ammonium Salt, quaternary ammonium salt and alkanolamine salt (monoethanolamine salt, diethanolamine salt, triethanolamine salt, etc.); sodium sulfite etc. as sulfite; sodium hydrogensulfite etc. as bisulfite; thioglyceryl alkyl ether As ethoxy hydroxy propane thiol, ethoxy ethoxy hydroxy propane thiol, methoxy ethoxy hydroxy propane thiol, isopropoxy ethoxy hydroxy propane thiol, etc .; Mercaptoethyl pro Pana bromide, etc. mercaptoethyl gluconamide may be mentioned as particularly preferred.

  The keratin-reducing substance of component (A) can be used alone or in combination of two or more, and is preferably blended in the hair shape control agent first agent in an amount of 0.1 to 20% by weight, particularly 3 to 20% by weight. % Is preferable because it can be sufficiently reduced and does not damage the skin and hair.

In the amidobenzalkonium salt represented by the general formula (1) as the component (B), the halide ion of X ⁻ includes chloride ion, iodide ion, bromide ion and the like. Examples of the alkyl sulfate ion include methyl sulfate ion and ethyl sulfate ion. Examples of the alkyl or aryl sulfonate ion include methane sulfonic acid and paratoluene sulfonic acid ion.

In addition, R ¹ is preferably 7 to 11. Specifically, pentylamidoethylbenzalkonium salt, heptylamidoethylbenzalkonium salt, 1-ethylpentylamidoethylbenzalkonium salt, 2,4,4-trimethylpentylamidoethylbenzalkonium salt, nonylamidoethyl Benzalkonium salt, undecylamidoethylbenzalkonium salt (n = 2), pentylamidopropylbenzalkonium salt, heptylamidopropylbenzalkonium salt, 1-ethylpentylamidopropylbenzalkonium salt, 2, 4,4-trimethylpentylamidopropylbenzalkonium salt, nonylamidopropylbenzalkonium salt, undecylamidopropylbenzalkonium salt (n = 3), pentylamidobutylbenzalkonium salt, heptylamidobutylbenzalkco Nium salt, 1-ethyl Emissions chill amide butylammonium salt, 2,4,4-trimethylpentyl amide butyl benzalkonium salts, nonyl amide butyl benzalkonium salts, undecyl amide butyl benzalkonium salts (or, n = 4) and the like.

  Two or more types of the amide benzalkonium salt of component (B) may be used in combination, and the content thereof is 1 mass in the first hair shape control agent of the present invention from the viewpoint of the effect of straightening hair. % Or more, more preferably 3% by mass or more, and particularly preferably 5% by mass or more. Further, the upper limit of the content is preferably 20% by mass or less, more preferably 18% by mass or less, and particularly preferably 15% by mass or less.

  The first hair shape control agent of the present invention can be made alkaline with an alkaline agent such as ammonia or a salt thereof, or an alkanolamine. These alkali agents are preferably ammonia or a salt thereof and monoethanolamine. The pH of the first hair shape control agent is preferably adjusted to 5 to 11, more preferably 6 to 10, and particularly preferably 7 to 9.6.

  The first hair shape control agent of the present invention is a surfactant such as a nonionic surfactant, an amphoteric surfactant, a cationic surfactant, and an anionic surfactant as a component (C) for improving the feeling of use. Can be included.

  Nonionic surfactants include polyoxyalkylene alkyl ether, polyoxyalkylene alkenyl ether, higher fatty acid sucrose ester, polyglycerin fatty acid ester, higher fatty acid mono- or diethanolamide, polyoxyethylene hydrogenated castor oil, polyoxyethylene sorbitan fatty acid Examples thereof include esters, polyoxyethylene sorbite fatty acid esters, alkyl saccharide surfactants, alkyl amine oxides, and alkyl amido amine oxides. Of these, polyoxyalkylene alkyl ether and polyoxyethylene hydrogenated castor oil are preferable, and polyoxyethylene alkyl ether is particularly preferable. As the polyoxyethylene alkyl ether, those represented by the following general formula (4) are preferable.

[Wherein, R ³ represents a linear or branched alkyl group having 8 to 30 carbon atoms, and s represents a number of 1 to 100. ]

Specific examples of nonionic surfactants include Emulgen 102K, Emulgen 103, Emulgen 104P, Emulgen 106, Emulgen 109P, Emulgen 123P, Emulgen 150, Emulgen 1620G, Emulgen 220, etc. (above, Kao Corporation), NIKKOL BC-2, NIKKOL BC-10TX, NIKKOL BC-20TX, NIKKOL BC-40TX, NIKKOL BB-10, etc. (the above, Nikko Chemicals Co., Ltd.) can be mentioned.
The content of the nonionic surfactant is 0.1 to 20% by mass, more preferably 0.5 to 10% by mass, particularly 1 to 5% by mass in the first hair shape control agent of the present invention from the viewpoint of straightening effect. Is preferred.

  Examples of amphoteric surfactants include imidazoline series, carbobetaine series, amide betaine series, sulfobetaine series, hydroxysulfobetaine series, and amide sulfobetaine series. In particular, betaine surfactants such as alkyldimethylaminoacetic acid betaine and fatty acid amidopropyl betaine are more preferred, and fatty acid amidopropyl betaine is particularly preferred. The fatty acid amidopropyl betaine is preferably one having an acyl group having 8 to 18 carbon atoms, particularly 10 to 16 carbon atoms, and in particular, lauric acid amidopropyl betaine, palm kernel oil fatty acid amidopropyl betaine, coconut oil fatty acid amidopropyl betaine and the like. preferable.

  As the cationic surfactant, a mono- or di-long alkyl quaternary ammonium salt having 16 or more carbon atoms is preferable, and specifically, stearyltrimethylammonium chloride, aralkyltrimethylammonium chloride, behenyltrimethylammonium chloride and the like can be mentioned, Particularly preferred are stearyltrimethylammonium chloride and behenyltrimethylammonium chloride.

  Further, the total content of the surfactant is 0.1 to 20% by weight, more preferably 0.5 to 15% by weight, and particularly 1 to 10% by weight in the first hair shape control agent of the present invention from the viewpoint of straightening effect. % Is preferred.

  The hair shape control agent of the present invention preferably further contains silicones in order to give an excellent feeling of use. Examples of the silicones include polysiloxanes, modified silicones (amino-modified silicone, fluorine-modified silicone, alcohol-modified silicone, polyether-modified silicone, epoxy-modified silicone, alkyl-modified silicone, etc.) and cyclic polysiloxane. Of these, dimethylpolysiloxane, polyether-modified silicone, and amino-modified silicone are preferable.

  Examples of polysiloxanes include, for example, highly polymerized silicones having a number average polymerization degree of 1000 or more, further 1500 or more, particularly 2000 or more and less than 20000, SH200-1,000,000cs (Toray Dow Corning Silicone Co., Ltd.), TSF451- 100MA [GE Toshiba Silicone Co., Ltd.], BY11-026 [Toray Dow Corning Silicone Co., Ltd .; dilute solution of highly polymerized silicone with low viscosity silicone], KF9008 [Shin-Etsu Silicone Co., Ltd.] Cyclic silicone of highly polymerized silicone Dilute solution], BY22-050A (Toray Dow Corning Silicone Co., Ltd .; cationic emulsion of highly polymerized silicone), BY22-060 [Toray Dow Corning Silicone Co., Ltd .; dilute highly polymerized silicone with low viscosity silicone Cationic emulsion of the solution], BY22-020 [Toray Dow Corning Silicone Co., Ltd .; highly polymerized silicone diluted with liquid paraffin It can be used those commercially available as such a highly polymerized silicone solution of a cationic emulsion diluted in low viscosity silicone]; cationic emulsion] of the liquid, KM904 [Shin-Etsu Silicone Corporation.

  Further, as the polyether-modified silicone, those having an HLB of 4 to 18, particularly 7 to 11 by the Griffin method are preferable. Polyether-modified silicone is a general term for polyoxyethylene / methylpolysiloxane copolymer and poly (oxyethylene / oxypropylene) methylpolysiloxane copolymer, and those having various HLBs are known, but are commercially available. Products include Silicone KF351A, KF353A, KF6008, KF6016, KF6011, and KF6012, manufactured by Shin-Etsu Chemical Co., Ltd., SH3771C, 3773C, and 3775C manufactured by Toray Dow Corning.

Amodimethicone oil or an emulsion thereof can be used as the amino-modified silicone. SF8451C [Toray Dow Corning Silicone Co., Ltd., viscosity 600 mm ² / s, amino equivalent 1700 g / mol], SF8452C [Toray Dow Corning・ Silicone Co., viscosity 700mm ² / s, amino equivalent 6400g / mol], SF8457C [Toray Dow Corning Silicone Co., viscosity 1200mm ² / s, amino equivalent 1800g / mol], KF8003 [GE Toshiba Silicone ( Co., Ltd., viscosity 1850 mm ² / s, amino equivalent 2000 g / mol], KF867 [GE Toshiba Silicone Co., Ltd., viscosity 1300 mm ² / s, amino equivalent 1700 g / mol] and other amino-modified silicone oils, SM8704C [Toray Dow Amodimethicone emulsions such as Corning Silicone Co., Ltd., amino equivalent 1800 g / mol].

  The total content of the silicones is preferably 0.01 to 30% by mass, more preferably 0.1 to 20% by mass, and particularly preferably 0.1 to 10% by mass in the total composition.

  The hair shape controlling agent of the present invention is preferably made into a gel system using a natural polymer or a synthetic polymer. Examples of natural polymers and synthetic polymers that can be used here include dimethyldiallylammonium chloride / acrylamide copolymer (for example, Marcote 100, Marcote 550 (or Calgon)), vinylpyrrolidone / dimethylaminoethyl methacrylate copolymer. Copolymer [for example, copolymer 845, copolymer 937, copolymer 958 (above, GAF)], o- [2-hydroxy-3- (lauryldimethylammonio) propyl] hydroxyethylcellulose [for example, polymers JR-125, JR- 30M, JR-400 (above, Union Carbide), Leogard G (Lion Corporation)], o- [2-hydroxy-3- (trimethylammonio) propyl] guar gum [e.g., Labor gum CG-M, Labor gum CG-6L, Labor gum CG-M7, Labor gum CG-M8M (above, Dainippon Pharmaceutical Co., Ltd.), Jaguar C-13S, Jagua C-14S, Jaguar C-17, Jaguar C-210, Jaguar C-162, HI-CARE1000 (above, Rhone-Poulenc)], cationized dextran, methylcellulose [for example, Metroles SM (Shin-Etsu Chemical Co., Ltd.) ], Ethyl cellulose [for example, Brilliance 515 (Ikeda Corporation)], hydroxyethyl cellulose [for example, cellosize QP4400H, QP52000H (above, Union Carbide), SE-600 (Daicel Chemical Industries, Ltd.)], hydroxypropylcellulose [E.g., Nisso HPC-H, HPC-M (Nippon Soda Co., Ltd.)], hydroxypropyl methylcellulose [e.g., Metroise 60SH series, Metroze 65SH series, Metroise 90SH series (above, Shin-Etsu Chemical Co., Ltd.)], Pullulan [for example, pullulan PF-20, pullulan PI-20 (above, Hayashibara Corporation)], pullulan fatty acid ester, xanthan gum, Hydroxyethyl xanthan gum [for example, Labor gum EX (Dainippon Pharmaceutical Co., Ltd.)] and the like can be mentioned.

  These natural polymers and synthetic polymers can be used in combination of two or more, and the content thereof is 0.05 to 20% by mass, and further 0.1 to 10% by mass in the first hair shape control agent of the present invention. %, Particularly 0.5 to 5% by mass is preferred.

  Moreover, the hair shape control agent 1st agent of this invention can also contain an organic solvent. Organic solvents include monohydric alcohols such as ethanol; monovalent or polyvalent aromatic alcohols such as 2-phenoxyethanol, benzyl alcohol, 2-phenylethanol and 2-benzyloxyethanol; triethylene glycol, 1,3-butylene Glycols such as glycol, propylene glycol, hexylene glycol, diethylene glycol; ethylene glycol methyl ether, ethylene glycol ethyl ether, ethylene glycol mono n-butyl ether, propylene glycol monomethyl ether, diethylene glycol monomethyl ether, diethylene glycol ethyl ether, diethylene glycol mono n-butyl ether Glycol ethers such as N-methylpyrrolidone, N-alkylpyrrolidone such as N-ethylpyrrolidone, ethylene carbonate Alkylene carbonate such as propylene carbonate; .gamma.-butyrolactone, .gamma.-valerolactone, lactones such as .gamma.-caprolactone.

  These organic solvents can be used in combination of two or more, and the content thereof is 0.05 to 15% by mass, further 0.1 to 10% by mass, particularly 0.5 to 5% in the first hair shape control agent of the present invention. 5 mass% is preferable.

  In addition to the above-mentioned components, the first hair shape control agent of the present invention may contain components used in normal permanent liquid first agents and components used in the cosmetics field depending on the purpose. Examples of such optional components include inorganic alkalis, fatty acids, fats and oils, hydrocarbons, silicone derivatives, surfactants other than component (C), amino acid derivatives, protein derivatives, chelating agents, preservatives, antioxidants, plant extracts. , Vitamins, ultraviolet absorbers, pH adjusters, fragrances and the like.

  Curling and curling correction using the first hair shape control agent of the present invention can be performed in the same manner as conventional perms (straight, wave, iron). For example, in the case of wave permanents, hair is wound around curlers and rods, followed by a first agent treatment step in which the first agent is impregnated into the hair and left for a predetermined time, followed by impregnating the hair with a second agent containing an oxidizing agent. Then, after passing through the second agent treatment step that is allowed to stand for a predetermined time, the hair is removed from the curler and the rod, washed with water and dried. In addition, an intermediate treatment step in which the hair is rinsed with water or an acidic treatment solution can be passed between the first agent treatment step and the second agent treatment.

  In the case of a straight perm that corrects comb hair and makes it straight, in the first agent treatment step, use a comb or brush to apply the first agent to the comb hair and adjust it to a straight hair shape and leave it for a predetermined time. In the subsequent second agent treatment step, the second agent is applied to the hair using a comb or a brush. Further, an intermediate treatment step can be performed between the first agent treatment step and the second agent treatment step by rinsing the hair with water or an acidic treatment solution. After the second agent treatment step for a predetermined time, the hair is washed with water and dried.

  The coating amount of the first hair shape control agent of the present invention is preferably 0.1 to 4 times by mass, particularly 0.5 to 2.5 times by mass with respect to the hair to be treated. Moreover, the treatment time of the hair by the hair shape control agent 1st agent of this invention is suitably adjusted in the range of 1-120 minutes according to the strength, thickness, and damage condition of the hair to process. At this time, if necessary, it may be heated and is preferably 30 to 55 ° C, particularly 35 to 50 ° C.

  In straightening treatment of comb hair, it is possible to obtain a higher straightening effect using a flat iron. In the case of using a flat iron, after the first agent treatment step and before the second agent treatment step, the first agent is washed out from the hair, dried with a dryer or the like, and then ironed. The temperature of the iron is preferably set to 120 to 180 ° C, particularly 140 to 180 ° C.

  The second agent used subsequently to the first hair shape controlling agent of the present invention contains an oxidizing agent. Examples of the oxidizing agent include bromate, perborate, and hydrogen peroxide, and examples of the bromate and perborate include sodium salt, potassium salt, and ammonium salt. In the case of hydrogen peroxide, the content of the oxidizing agent is preferably 0.5 to 3% by mass, particularly preferably 0.75 to 2.5% by mass in the second agent, from the viewpoint of straightening effect and preventing hair damage. Moreover, the component used for the normal 2nd agent and the component used in the cosmetics field | area can be added according to the objective. The standing time during the treatment is appropriately adjusted between 1 and 30 minutes. Furthermore, in addition to the second agent containing the first agent and the oxidizing agent of the present invention, a treatment agent containing a hair protecting component or the like can be used in combination.

Examples 1-2 and Comparative Examples 1-2
The first agent shown in Table 1 and the second agent shown in Table 2 were prepared. Apply the first agent to the hairless traces with a curl radius of about 5 to 8 mm, let it fully blend into the hair, leave it for 20 minutes, and then wash it with water. Further, the second agent was applied and allowed to stand for 20 minutes, then washed with water and dried. The degree of curly hair straightening effect and crispness by this treatment were compared.

<Correction effect score>
After the above treatment, the curl radius was determined and the curly hair straightening effect was determined according to the following criteria.

3: High correction effect (φ25mm or more)
2: Weak correction effect (φ15mm to less than 25mm)
1: Almost no habits (less than φ15mm)

<Feeling of puzziness>
The panelized feeling of Example treated hair, Comparative treated hair and Untreated hair was compared by 5 panelists. The score of each Example and Comparative Example treated hair when the treated hair of Comparative Example 2 was “1” and the untreated hair was “4” was evaluated, and the average value was shown.

Claims (5)

A hair shape control agent first agent containing the following components (A) to (C).
(A) Keratin reducing substance
(B) Amidobenzalkonium salt represented by the general formula (1)

[Wherein R ¹ represents a saturated or unsaturated hydrocarbon group having 5 to 11 carbon atoms, n represents an integer of 2 to 4, X ⁻ represents a halide ion, an alkyl sulfate ion, an alkyl or aryl sulfonic acid. Indicates ions. ]   The hair shape control agent 1st agent of Claim 1 which contains a component (A) 0.1-20 mass% and a component (B) 1-20 mass%. Furthermore, (C) The hair shape control agent 1st agent of Claim 1 or 2 containing 0.1-20 mass% of nonionic surfactant represented by General formula (4).

[Wherein, R ³ represents a linear or branched alkyl group having 8 to 30 carbon atoms, and s represents a number of 1 to 100. ]   The hair shape control agent 1st agent in any one of Claims 1-3 used for comb hair as a straight perm. 5. A method for straightening hair using a combination of the first hair shape control agent according to any one of claims 1 to 4 and a flat iron.