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WO2007029590A1 - Agent for treatment of keratin fiber - Google Patents

Agent for treatment of keratin fiber Download PDF

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Publication number
WO2007029590A1
WO2007029590A1 PCT/JP2006/317200 JP2006317200W WO2007029590A1 WO 2007029590 A1 WO2007029590 A1 WO 2007029590A1 JP 2006317200 W JP2006317200 W JP 2006317200W WO 2007029590 A1 WO2007029590 A1 WO 2007029590A1
Authority
WO
WIPO (PCT)
Prior art keywords
group
carbon atoms
acid
alkyl group
agent
Prior art date
Application number
PCT/JP2006/317200
Other languages
French (fr)
Japanese (ja)
Inventor
Minoru Hosokawa
Original Assignee
Lion Corporation
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Lion Corporation filed Critical Lion Corporation
Priority to JP2007534364A priority Critical patent/JPWO2007029590A1/en
Publication of WO2007029590A1 publication Critical patent/WO2007029590A1/en

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Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/42Amides
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89Polysiloxanes
    • A61K8/896Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate
    • A61K8/898Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate containing nitrogen, e.g. amodimethicone, trimethyl silyl amodimethicone or dimethicone propyl PG-betaine
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/92Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
    • A61K8/922Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof of vegetable origin
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M13/00Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment
    • D06M13/322Treating fibres, threads, yarns, fabrics or fibrous goods made from such materials, with non-macromolecular organic compounds; Such treatment combined with mechanical treatment with compounds containing nitrogen
    • D06M13/402Amides imides, sulfamic acids
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06MTREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
    • D06M15/00Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
    • D06M15/19Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
    • D06M15/37Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
    • D06M15/643Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain
    • D06M15/6436Macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds containing silicon in the main chain containing amino groups

Definitions

  • the present invention gives keratin fibers such as hair, wool, yarn, etc., particularly a damaged hair, and has no stickiness due to excessive accumulation even when used repeatedly.
  • the present invention relates to a keratin fiber treatment agent that suppresses yellowing of the agent and has good storage stability.
  • Patent Document 1 JP-A-5-85918
  • Patent Document 2 Japanese Patent Application Laid-Open No. 1-106811
  • Patent Document 3 JP-A-5-70327
  • Patent Document 4 JP-A-3-128909
  • Patent Document 5 see JP-A-2001-48985
  • branched alkyl quaternary ammonium salts are not practical because asymmetrical ammonium salts are difficult to manufacture and costly.
  • the conditioning effect peculiar to silicones is lowered, and a sufficient effect may not be obtained.
  • a composition containing an amino-modified silicone is yellowed.
  • aminoether-modified silicone or a mixture of aminoether-modified silicone and amino-modified silicone is used.
  • Patent Document 6 see Japanese Patent Laid-Open No. 2-307981
  • Patent Document 7 Japanese Patent Laid-Open No. 9 67594 Proposed
  • the amino-modified silicone derivative having a specific structure containing amino ether-modified silicone or polyether has a problem that a conditioning effect peculiar to the amino-modified silicone cannot be obtained.
  • Patent Document 1 Japanese Patent Laid-Open No. 5-85918
  • Patent Document 2 JP-A-1 106811
  • Patent Document 3 Japanese Patent Laid-Open No. 5-70327
  • Patent Document 4 Japanese Patent Laid-Open No. 3-128909
  • Patent Document 5 JP 2001-48985 A
  • Patent Document 6 Japanese Patent Laid-Open No. 2-307981
  • Patent Document 7 JP-A-9-67594
  • Patent Document 8 JP-A-9 71517
  • Patent Document 9 JP-A-2005-89372
  • the present invention gives a good texture to keratin fibers, does not cause stickiness due to excessive accumulation even when used repeatedly, suppresses yellowing of the keratin fiber treatment agent, and has good storage stability. It aims at providing a keratin fiber processing agent.
  • the inventor of the present invention provides a keratin fiber treatment agent comprising (I) (A) a specific amidoamine compound, (B) a hydrogenated castor oil derivative, and (C) a silicone having a specific amino group. (B) / (C) The above-mentioned (B) component and (C) component mass ratio should be 1Z5-5Z1, ( ⁇ ). (A) a specific amidoamine compound, ( B) Addition of (D) Polyphenols to a keratin fiber treatment agent containing a hardened castor oil derivative and (C) silicones having a specific amino group, provides good resistance to keratin fibers.
  • the present inventors have found that the storage stability is improved without giving stickiness due to excessive accumulation even when used repeatedly, and the present invention has been made. Furthermore, it has been found that by blending ethanol, the low temperature stability in the composition of the (A) specific amidoamine compound is improved.
  • the present invention provides the following inventions.
  • R 1 represents a linear or branched alkyl group having 11 to 25 carbon atoms, a alkenyl group, or a hydroxyalkyl group
  • R 2 represents an alkylene group having 1 to 3 carbon atoms
  • R 3 represents Represents an alkyl group having 1 to 3 carbon atoms.
  • R is independently a hydroxyl group, an alkyl group having 1 to 28 carbon atoms, or R 7 0 (R 8 0) R 9 (wherein R 7 and R 8 are each independently 4 alkylene group, R 9 represents a hydrogen atom or an alkyl group having 1 to 22 carbon atoms), and R 5 represents a methyl group or a hydroxyl group.
  • R 6 represents the following structural formula (4) or (5)
  • R 1Q represents a divalent hydrocarbon group having 3 to 6 carbon atoms
  • R 11 represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms
  • R 12 represents a hydrogen atom or 1 to 4 carbon atoms.
  • A represents a halogen atom or an alkyl sulfate group having 1 to 4 carbon atoms, and a represents an integer of 1 to 4.
  • m 1 is 10 ⁇ : L0, 000, n 1 is 1 ⁇ 1, 000, m 2 is 50 ⁇ : L0, 000, n 2 is 10: shows the LO'000.
  • a keratin fiber treating agent characterized by comprising: ( ⁇ ) / (C) and the mass ratio of the ( ⁇ ) component and the (C) component is from 1 ⁇ 5 to 5 ⁇ 1.
  • a keratin fiber treating agent comprising the above-mentioned (ii) component, (ii) component, (C) component, and (D) polyphenols.
  • a good texture is given to keratin fibers, and even when used repeatedly, no stickiness due to excessive accumulation is caused, yellowing of keratin fiber treatment agent is suppressed, and storage stability is good.
  • a keratin fiber treating agent can be provided.
  • a first invention includes the component (A), the component (B), and the component (C), and the component (B) represented by (B) Z (C) and (C) It is a keratin fiber treatment agent whose mass ratio of ingredients is 1Z5 ⁇ 5Z1
  • the component (A) of the present invention is an amidoamine compound represented by the following general formula (1), and can be used singly or in appropriate combination of two or more.
  • R 1 represents a linear or branched alkyl group having 11 to 25 carbon atoms, a alkenyl group, or a hydroxyalkyl group
  • R 2 represents an alkylene group having 1 to 3 carbon atoms
  • R 3 represents Represents an alkyl group having 1 to 3 carbon atoms.
  • Examples of the amidoamine compound represented by the general formula (1) include lauric acid dimethylaminopropylamide, myristic acid dimethylaminopropylamide, palmitic acid dimethylaminopropylamide, stearic acid dimethylaminopropylamide, Dimethylamino acid pyramide, oleic acid dimethylaminopropylamide, isostearic acid dimethylaminopropylamide, palm fatty acid dimethylaminopropylamide, palm fatty acid dimethylaminopropylamide, beef tallow fatty acid dimethylaminopropylamide, lauric acid jetylaminoethylamide, myristic Acid jetylaminoethylamide, palmitic acid ethylaminoamide, stearic acid jetylaminoethylamide, behenic acid jetylaminoethylamide Oleic acid jetylaminoethylamide, isostearic acid jet
  • stearic acid dimethylaminopropylamide stearic acid dimethylaminopropylamide, behenic acid dimethylaminopropylamide, isostearic acid dimethylamino Nopropylamide is particularly preferably used.
  • the (A) amidoamine compound is preferably neutralized with an acid and the pH is adjusted.
  • the acid include inorganic acids such as hydrochloric acid, sulfuric acid, nitric acid, and phosphoric acid, and organic acids such as acetic acid, lactic acid, citrate, malic acid, tartaric acid, glycolic acid, glutamic acid, succinic acid, and alkyl sulfuric acid.
  • hydrochloric acid, phosphoric acid, lactic acid, citrate, and glycolic acid are particularly preferable from the viewpoint of odor and effect.
  • the content of the component (A) is preferably 0.01 to 20% by mass, more preferably 0.1 to 5% by mass, based on the total amount of the keratin fiber treatment agent.
  • the content is preferably 20% by mass or less from the viewpoint of a feeling of use that is preferably 0.01% by mass or more from the viewpoint of sufficient texture imparting effect.
  • Component (B) of the present invention is a hardened castor oil derivative, which can be used alone or in appropriate combination of two or more.
  • Hardened castor oil derivatives include polyoxyethylene hardened castor oil, polyoxypropylene hardened castor oil, polyoxyalkylene hardened castor oil derivatives such as polyoxyethylene 'polyoxypropylene hardened castor oil, stearic acid hardened castor oil, isostearic acid hardened Hardened castor oil fatty acid esters such as castor oil, oxystearic acid hardened castor oil, polyoxyethylene hardened castor oil monolaurate, polyoxyethylene hardened castor oil monoisostearate, polyoxyethylene hardened castor oil triisostearate Examples include fatty acid polyoxyalkylene hydrogenated castor oil, pyroglutamic acid isostearate polyoxyethylene hydrogenated castor oil, and the like.
  • the average number of moles of oxyethylene added is preferably 10 to 80, more preferably 20 to 50.
  • a hardened castor oil derivative having a fatty acid residue as the fatty acid, a linear saturated fatty acid having 8 to 14 carbon atoms and a branched saturated fatty acid having 12 to 22 carbon atoms are preferred, and more preferably 12 to 22 carbon atoms. Is a branched saturated fatty acid.
  • the content of component (B) is preferably from 0.01 to LO mass%, more preferably from 0.1 to 3 mass%, based on the total amount of the keratin fiber treatment agent.
  • the content is preferably 10% by mass or less from the viewpoint of suppression of stickiness by the hardened castor oil derivative itself, which is preferably 0.01% by mass or more from the viewpoint of the yellowing prevention effect of the keratin fiber treatment agent.
  • Component (C) of the present invention is an amino-modified silicone represented by the following general formula (2) or (3) It can be used alone or in combination of two or more.
  • R 4 is independently a hydroxyl group, an alkyl group having 1 to 28 carbon atoms, or R 7 0 (R 8 0) R 9 (wherein R 7 and R 8 are each independently 1 An alkylene group of ⁇ 4, R 9 represents a hydrogen atom or an alkyl group having 1 to 22 carbon atoms, and R 5 represents a methyl group or a hydroxyl group.
  • R 6 represents the following structural formula (4) or (5)
  • R 1Q represents a divalent hydrocarbon group having 3 to 6 carbon atoms
  • R 11 represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms
  • R 12 represents a hydrogen atom or 1 to 4 carbon atoms.
  • A represents a halogen atom or an alkyl sulfate group having 1 to 4 carbon atoms, and a represents an integer of 1 to 4.
  • n 1 is 10 to: LO, 000, n 1 is 1 to 1,000, m 2 is 50 to: L0, 000, n 2 is 10 to: ⁇ , ⁇ indicates ⁇ ⁇ + ⁇ 1 and m 2 + n 2 ⁇ or integer power of 3 to 3000! / ⁇ . ]
  • silicones represented by the above general formula (2) include aminoaminoaminopropylsiloxane.dimethylsiloxane copolymers represented by the following general formula (6), and silicones represented by the above general formula (3).
  • examples thereof include aminoethylaminopropylmethylsiloxane represented by the following general formula (7), a dimethylsiloxane copolymer, and emulsions thereof. Of these, emulsion is preferably used in terms of manufacturability.
  • sequence of General formula (2), (3), (6), (7) is arbitrary. —Chemical 3]
  • SM-8704C an aminoethylaminopropylsiloxane dimethylsiloxane copolymer represented by the general formula (6), and aminoethylaminopropylmethylsiloxane 'dimethyl represented by the general formula (7)
  • the siloxane copolymers FZ-4671 and FZ-4672 are preferred.
  • the content of the component (C) is preferably 0.01 to 30% by mass, more preferably 0.1 to 5% by mass, based on the total amount of the keratin fiber treatment agent.
  • the content is preferably 30% by mass or less from the viewpoint of stickiness suppression by silicones, which is preferably 0.01% by mass or more from the viewpoint of the yellowing prevention effect of the keratin fiber treatment agent.
  • the mass ratio of the component (B) and the component (C) represented by (B) / (C) is 1Z5 to 5Zl, and preferably 1Z2 to 2Z1. If it is less than 1Z5, the yellowing suppression effect of the keratin fiber treatment agent is not sufficient, and stickiness occurs after repeated use, and if it exceeds 5Z1, Can not give a good texture ,.
  • a second invention is a keratin fiber treating agent containing the component (A), the component (B), the component (C), and the (D) polyphenols.
  • D By blending polyphenols, even if the mass ratio of (B) component and (C) component represented by (B) / (C) exceeds 5Z1, sufficient texture improvement effect can be obtained. Can do.
  • Polyphenols have the effect of suppressing the excessive accumulation of (C) silicones, so even if (B) Z (C) is less than 1Z5, it prevents reduction of stickiness due to repetition. be able to. This is a new finding of the present inventors.
  • the component (A), the component (B), the component (C), and the component (D) polyphenols are contained, and the component (B) represented by (B) / (C) and (C ) Keratin fiber treatment agent with mass ratio of 1Z5 ⁇ 5Z1 is preferred.
  • Polyphenols can be used singly or in appropriate combination of two or more.
  • Polyphenols include gallotannic acid, kebric acid, hamamelitannin, acetantanine, gallic acid, baronic acid, kebulic acid, hexahydroxydiphenic acid, ellagic acid, caffeic acid, ⁇ -tamaric acid, Examples thereof include ferulic acid, rosmarinic acid, sinapinic acid, chlorogenic acid and the like, salts thereof, derivatives thereof and salts of the derivatives.
  • Examples of the derivative include propyl gallate, a derivative of gallic acid, methyl ester of gallic acid-3-dalcoside, methyl gallic acid ester 4- dalcoside, gallic acid pylester 3-dalcoside, gallic acid methyl ester 3-Maltoside, gallic acid 3-Dalcoside, gallic acid 3-Maltoside, octyl gallate 3-Maltoside, gallic acid 3-Dalk mouth, Galate mouth gallate, Methyl gallate 3, 5-Didalcoside, gallic acid Examples include acid 3, 4-didalcoside and gallic acid 3, 5-diglucoside.
  • the polyphenols used in the present invention include extracts from natural products.
  • natural products For example, Asen Yaku, Asuka, Urajuchi Gashi, Yamakiko, Brother Cut Grass, Riki Warogomogi, Sentsukakusa, Gyokushi, Knugi, Chestnut, Chrysanthemum, Clove, Clove, Gentian Shoko, Black Tea, Green Tea, Koshitachi, Coffee Bean, Yamacha Flower, Shinanoki , Camellia, ten-drug, pentaploid, hamamelis, peony skin, potato wheel, tiger ear grass, apple, peach, etc. Etc.
  • the polyphenols used in the present invention include extracts from natural products.
  • the extraction can be performed by a conventional method using one kind or any mixed liquid of polar solvents such as water, ethanol, propylene glycol, butylene glycol and the like.
  • polar solvents such as water, ethanol, propylene glycol, butylene glycol and the like.
  • methods such as recrystallization from a poor solvent, column fractionation, and ultrafiltration can be used.
  • gallic acid and its derivatives propyl gallate, gallic acid methyl ester-3-dalcoside, gallic acid methyl ester-4-darcoside, gallic acid pyl ester 3- dalcoside, gallic acid methyl ester 3-Maltoside, gallic acid 3-Dalcoside, gallic acid 3-Maltoside, octyl gallate 3-Maltoside, gallic acid 3-Dalk mouth, Galate mouth gallate, Methyl gallate 3, 5-Didalcoside, gallic acid Acid 3,4-didarcoside and gallic acid 3,5-diglucoside are preferred, and in addition, gallic acid methyl ester-3,5-didarcoside, gallic acid 3,4-didarcoside due to the availability of raw materials and ease of production. Particularly preferred are gallic acid diglycosides such as gallic acid 3,5-didarcoside.
  • the content of the component (D) is preferably 0.001 to 5% by mass, more preferably 0.01 to 2% by mass, based on the total amount of the keratin fiber treatment agent. Within this range, the desired effect can be obtained more easily.
  • the keratin fiber treatment agent of the present invention preferably contains ethanol.
  • ethanol By blending ethanol, the low temperature stability in the composition of the (A) specific amidoamine compound can be enhanced.
  • the content thereof is preferably 1 to 90% by mass, more preferably 3 to 40% by mass, and further preferably 10 to 40% by mass with respect to the total amount of the keratin fiber treatment agent.
  • the keratin fiber treatment agent of the present invention includes an anionic surfactant, a cationic surfactant, and a nonionic surfactant as long as the effects of the present invention are not impaired depending on the purpose.
  • the fragrance used is blended with a fragrance composition according to the fragrance and fragrance composition described in JP-A No. 2003-95895.
  • the fragrance composition is preferably blended so that the amount of the fragrance composition is from 0.0001 to 50% by mass, more preferably from 0.0001 to 30% by mass based on the total amount of the keratin fiber treatment agent.
  • Preferred examples of the keratin fiber treatment agent of the present invention include shampoos, rinses, washing-off treatments, non-washing-out treatments, hair styling agents, hair dyes, bleaching agents, and permanent hair preparations. It can also be used for wool product cleaners, wool product finishes, etc. Of these, shampoos, rinses, rinse-off treatments, non-wash-off treatments, and hair styling agents that can be used repeatedly are more suitable. Is particularly preferred.
  • the pH (25 ° C) of the keratin fiber treatment agent of the present invention is neutralized with the above acid or the like from the viewpoint of usability, and is 3.0 to 6.0, preferably 3.5 to 5. Adjust it to 0.
  • the dosage form is not particularly limited, and examples thereof include a liquid agent, a jewel agent, a lotion agent, a tarim agent, an aerosol foam agent, a non-aerosol foam agent, an aerosol spray agent, and a non-aerosol spray agent.
  • Hair lotion compositions (treatments that were not washed away) having the compositions shown in Tables 3 to 5 were prepared and evaluated as follows. The results are also shown in the table.
  • a hair bundle (undamaged hair bundle) having a length of 30 cm and a mass of 10 g was immersed in a model bleach solution of composition 1 (10 times the amount of human hair bundle (lOOmL)) at room temperature for 30 minutes. Then, use a tap water to Washed into minutes and dried to obtain damaged hair bundles.
  • sample is a hair rinse
  • tap water wet the damaged hair bundle with tap water
  • sample lg apply it to the whole hair bundle with your finger, rinse it with tap water for 30 minutes, let it dry naturally, and treat the hair. Got a bunch.
  • sample lg to the damaged damaged hair bundle, dry it, apply it to the whole hair bundle using a comb, let it dry naturally, and then apply the treated hair bundle. Obtained.
  • the table shows the five levels according to the following criteria.
  • a damaged hair bundle was prepared in the same manner as the feeling!
  • the sample was a hair rinse
  • the damaged hair bundle was wetted with tap water, and then the sample lg was applied, applied to the whole hair bundle with a finger, rinsed with tap water for 30 seconds after 3 minutes, and then naturally dried.
  • model shampoo solution lg of composition 2 was applied, washed with fingers and foamed, rinsed with tap water for 1 minute and then treated with the sample in the same manner as described above. This treatment was repeated 10 times to obtain a repeatedly treated hair bundle.
  • the sample lg was applied to the damaged damaged hair bundle in a dry state, blended with the whole hair bundle using a comb, and then naturally dried. Before the next sample treatment, apply the model shampoo solution lg of composition 2 and wash with a finger and lather, then rinse with tap water for 1 minute and then treat with the sample as before. did. This treatment was repeated 10 times to obtain a treated hair bundle.
  • ⁇ Preparation method> Components other than dimethylpolysiloxane, amino-modified silicone and liquefied petroleum gas are mixed. After filling this mixture into a pressure-resistant aluminum can, dimethylpolysiloxane and amino-modified silicone are filled and clinched with an aerosol valve. did. Finally, liquid petroleum gas was filled into a foam agent.
  • a non-aerosol foam agent for hairdressing having the following compositional power was prepared.
  • a jeweler for treatment was prepared with the following composition.
  • a spray for treatment with the following compositional power was prepared.
  • ⁇ Preparation method> The above components were mixed and dissolved, and this composition was filled in a trigger spray container having an injection port diameter of ⁇ 0.4 mm to obtain a spray agent.
  • a hair rinse agent having the following composition was prepared.
  • the average emulsion particle size of this composition was 3 / zm, and the viscosity at 25 ° C. was 6 Pa's as a result of measurement with a BM type viscometer (No. 4 rotor, 30 rpm).
  • Example 15 Each keratin treating agent of 21 was evaluated in the same manner as described above for the texture improving effect, repeated feel, and yellowing inhibiting effect. The results are shown in Table 13. These examples also show good results.
  • Succinic acid Succinic acid Kyowa Hakko Kogyo Co., Ltd. Rinko "Acid DL Rinko 'San Kyowa Hakko Kogyo Co., Ltd. Sodium pyrophosphate Soyota pyrophosphate” Taihei Chemical Industry Co., Ltd. Phosphoric acid Taihei Chemical Industry Co., Ltd. Hydrochloric acid Hydrochloric acid Junsei Chemical Ethanol 95. /. Synthetic Tananol Shinwa Alcohol Industry Co., Ltd. Liquefied Petroleum (0 * 49MPa) LPG (0.49M Pa) Taiyo Liquefied Power Co., Ltd. Shi Methyl Ether D ME Mitsui Toatsu
  • the compounding amount indicates the amount of amino-modified silicone.
  • the compounding amount indicates the amount of amino-modified silicone.
  • the compounding amount is shown as the total amount including the solvent.
  • the compounding amount is shown as the total amount including the solvent.
  • the compounding amount indicates the amount of amino-modified silicone.
  • the compounding amount is shown as the total amount including the solvent.
  • the compounding amount is shown as the total amount including the solvent.
  • the compounding amount is shown as the total amount including the solvent.
  • the compounding amount is shown as the total amount including the solvent.

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Abstract

Disclosed is an agent for treatment of a keratin fiber. The agent comprises (A) an amidoamine compound, (B) a hydrogenated castor oil derivative and (C) a specific amino-modified silicone, wherein the ratio of the component (B) to the component (C) represented by the formula (B)/(C) is 1/5 to 5/1 by mass. The agent can impart a good texture to a keratin fiber, is not attended with sticky feeling caused by excess accumulation of the agent on the fiber even when the agent is used repeatedly, and can provide a good storage stability.

Description

明 細 書  Specification
ケラチン繊維処理剤  Keratin fiber treatment agent
技術分野  Technical field
[0001] 本発明は、毛髪、羊毛、毛糸等のケラチン繊維、特に損傷毛髪に対して良好な風 合いを与えるとともに、繰り返し使用しても過剰な蓄積によるベタつきを伴わず、さら にケラチン繊維処理剤の黄変を抑制し、保存安定性が良好なケラチン繊維処理剤に 関するものである。  [0001] The present invention gives keratin fibers such as hair, wool, yarn, etc., particularly a damaged hair, and has no stickiness due to excessive accumulation even when used repeatedly. The present invention relates to a keratin fiber treatment agent that suppresses yellowing of the agent and has good storage stability.
背景技術  Background art
[0002] 近年、毛髪美容意識の高まりにより、パーマネントウェーブ処理、ブリーチ、染毛等 のカラーリング処理をする人の割合が増加しており、それに伴い、多くの人が自分の 髪が傷んでいると感じている。このような髪の傷み実感として、なめらかさの低下や髪 のもつれが挙げられる。また、近年目立つものとしてきしみ感等が挙げられる。これに 対して、毛髪損傷の防止、損傷した毛髪の修復、コンディショニングを目的とした毛 髪化粧料が提供されている。しかしながら、これらの毛髪ィ匕粧料は塗布時にはその 効果は得られるものの、その後のシャンプー洗髪時や洗髪後では効果が失われてし まう場合があり、洗髪中の髪のもつれや摩擦等による損傷の進行をさらに抑制する技 術が望まれていた。  [0002] In recent years, due to the growing awareness of hair beauty, the percentage of people who perform permanent wave treatment, bleaching, hair coloring and other coloring treatments has increased, and many people have their own hair damaged accordingly. I feel. Such a feeling of hair damage includes a decrease in smoothness and tangling of the hair. Moreover, a squeaky feeling etc. are mentioned as what stands out in recent years. On the other hand, hair cosmetics are provided for the purpose of preventing hair damage, repairing damaged hair, and conditioning. However, although these hair and cosmetic preparations are effective at the time of application, the effects may be lost during subsequent shampoo shampooing or after shampooing, and damage due to tangles or friction during hair washing. A technique to further suppress the progression of this was desired.
[0003] シャンプー洗浄後でもなめら力さを維持する方法として、ァミノ変性又はアンモ-ゥ ム変性高分子シリコーンを用いる方法 (特許文献 1 :特開平 5— 85918号公報参照) が提案されている。しかし、このようなシリコーン類は毛髪に対する吸着性'残留性が 良いことから、繰り返し使用するに従い、過剰な蓄積によるベタつきを生じてしまう。シ リコーン類の過剰蓄積を防止する方法として、分岐型アルキル 4級アンモ-ゥム塩と シリコーン類とを併用する方法 (特許文献 2 :特開平 1— 106811号公報参照)、非対 称型アンモニゥム塩とシリコーン類とを併用する方法 (特許文献 3:特開平 5— 70327 号公報参照)、親水性不飽和単量体とポリシロキサン基含有不飽和単量体からなる 共重合体とを使用する方法 (特許文献 4:特開平 3— 128909号公報参照)、特定の ラジカル重合性不飽和結合を有するポリシロキサンィ匕合物由来の構成単位と、これと 共重合可能なラジカル重合性単量体由来の構成単位とからなる重合体を使用する 方法 (特許文献 5:特開 2001—48985号公報参照)が提案されて 、る。 [0003] As a method for maintaining smoothness even after shampoo washing, a method using an amino-modified or ammonia-modified polymeric silicone has been proposed (Patent Document 1: JP-A-5-85918). . However, since such silicones have good adsorptivity to hair and persistence, they become sticky due to excessive accumulation with repeated use. As a method for preventing excessive accumulation of silicones, a method in which a branched alkyl quaternary ammonium salt and a silicone are used in combination (Patent Document 2: Japanese Patent Application Laid-Open No. 1-106811), an asymmetric ammonium. Method of using salt and silicone together (Patent Document 3: JP-A-5-70327), using hydrophilic unsaturated monomer and copolymer comprising polysiloxane group-containing unsaturated monomer Method (see Patent Document 4: JP-A-3-128909), a structural unit derived from a polysiloxane compound having a specific radical polymerizable unsaturated bond, and There has been proposed a method of using a polymer comprising a constituent unit derived from a copolymerizable radical polymerizable monomer (Patent Document 5: see JP-A-2001-48985).
[0004] し力しながら、分岐型アルキル 4級アンモ-ゥム塩ゃ非対称型アンモ-ゥム塩は製 造が難しぐコストが高くなることから実用的ではない。また、共重合体を用いる方法 では、シリコーン類特有のコンディショニング効果が低下し、十分な効果が得られな い場合がある。 [0004] However, branched alkyl quaternary ammonium salts are not practical because asymmetrical ammonium salts are difficult to manufacture and costly. In addition, in the method using a copolymer, the conditioning effect peculiar to silicones is lowered, and a sufficient effect may not be obtained.
[0005] また、ァミノ変性シリコーンを含む組成物は黄変することが知られており、これを防 止する方法として、アミノエ一テル変性シリコーン又はアミノエ一テル変性シリコーンと 、ァミノ変性シリコーンの混合物を用いる方法 (特許文献 6:特開平 2 - 307981号公 報参照)、界面活性剤とポリヱ一テルを含有する特定構造のァミノ変性シリコーン誘 導体とを併用する方法 (特許文献 7:特開平 9 67594号公報参照)が提案されて!ヽ る。し力しながら、アミノエ一テル変性シリコーンやポリエーテルを含有する特定構造 のァミノ変性シリコーン誘導体は、ァミノ変性シリコーン特有のコンディショニング効果 が得られな 、と 、う問題があった。  [0005] Further, it is known that a composition containing an amino-modified silicone is yellowed. As a method for preventing this, aminoether-modified silicone or a mixture of aminoether-modified silicone and amino-modified silicone is used. (Patent Document 6: see Japanese Patent Laid-Open No. 2-307981), a method of using a surfactant and an amino-modified silicone derivative having a specific structure containing poly (vinyl terephthalate) (Patent Document 7: Japanese Patent Laid-Open No. 9 67594) Proposed)!ヽ. However, the amino-modified silicone derivative having a specific structure containing amino ether-modified silicone or polyether has a problem that a conditioning effect peculiar to the amino-modified silicone cannot be obtained.
以上のことから、ケラチン繊維に対して良好な風合いを与えるとともに、繰り返し使 用しても過剰な蓄積によるベタつきを伴わず、保存安定性が良好なケラチン繊維処 理剤が望まれていた。なお、本発明に関連する先行技術文献としては下記が挙げら れる。  In view of the above, there has been a demand for a keratin fiber treating agent that gives a good texture to keratin fibers and does not cause stickiness due to excessive accumulation even when used repeatedly, and has good storage stability. As prior art documents related to the present invention, the following may be mentioned.
[0006] 特許文献 1 :特開平 5— 85918号公報  [0006] Patent Document 1: Japanese Patent Laid-Open No. 5-85918
特許文献 2:特開平 1 106811号公報  Patent Document 2: JP-A-1 106811
特許文献 3:特開平 5 - 70327号公報  Patent Document 3: Japanese Patent Laid-Open No. 5-70327
特許文献 4:特開平 3— 128909号公報  Patent Document 4: Japanese Patent Laid-Open No. 3-128909
特許文献 5:特開 2001—48985号公報  Patent Document 5: JP 2001-48985 A
特許文献 6 :特開平 2— 307981号公報  Patent Document 6: Japanese Patent Laid-Open No. 2-307981
特許文献 7:特開平 9— 67594号公報  Patent Document 7: JP-A-9-67594
特許文献 8:特開平 9 71517号公報  Patent Document 8: JP-A-9 71517
特許文献 9:特開 2005— 89372号公報  Patent Document 9: JP-A-2005-89372
発明の開示 発明が解決しょうとする課題 Disclosure of the invention Problems to be solved by the invention
[0007] 本発明は、ケラチン繊維に対して良好な風合いを与えるとともに、繰り返し使用して も過剰な蓄積によるベタつきを伴わず、ケラチン繊維処理剤の黄変を抑制し、保存安 定性が良好なケラチン繊維処理剤を提供することを目的とする。  [0007] The present invention gives a good texture to keratin fibers, does not cause stickiness due to excessive accumulation even when used repeatedly, suppresses yellowing of the keratin fiber treatment agent, and has good storage stability. It aims at providing a keratin fiber processing agent.
課題を解決するための手段  Means for solving the problem
[0008] 本発明者は、 (I) . (A)特定のアミドアミン化合物と、(B)硬化ヒマシ油誘導体と、 (C )特定のアミノ基を有するシリコーン類とを含有するケラチン繊維処理剤において、 ( B) / (C)で表される上記 (B)成分と (C)成分の質量比が 1Z5〜5Z1とすること、 (Π ) . (A)特定のアミドアミンィ匕合物と、(B)硬化ヒマシ油誘導体と、(C)特定のアミノ基 を有するシリコーン類とを含有するケラチン繊維処理剤に、さらに、 (D)ポリフエノー ル類を配合することにより、ケラチン繊維に対して良好な風合いを与えるとともに、繰 り返し使用しても過剰な蓄積によるベタつきを伴わず、保存安定性が良好となること を知見し、本発明をなすに至ったものである。さらに、エタノールを配合することにより 、上記 (A)特定のアミドアミンィ匕合物の組成物中における低温安定性を向上させるこ とを知見した。  [0008] The inventor of the present invention provides a keratin fiber treatment agent comprising (I) (A) a specific amidoamine compound, (B) a hydrogenated castor oil derivative, and (C) a silicone having a specific amino group. (B) / (C) The above-mentioned (B) component and (C) component mass ratio should be 1Z5-5Z1, (Π). (A) a specific amidoamine compound, ( B) Addition of (D) Polyphenols to a keratin fiber treatment agent containing a hardened castor oil derivative and (C) silicones having a specific amino group, provides good resistance to keratin fibers. The present inventors have found that the storage stability is improved without giving stickiness due to excessive accumulation even when used repeatedly, and the present invention has been made. Furthermore, it has been found that by blending ethanol, the low temperature stability in the composition of the (A) specific amidoamine compound is improved.
[0009] 従って、本発明は下記発明を提供する。  Accordingly, the present invention provides the following inventions.
[I]. (A)下記一般式 (1)  [I]. (A) The following general formula (1)
R1 - CO - NH - R2 - N (R3) (1) R 1 -CO-NH-R 2 -N (R 3 ) (1)
2  2
(式中、 R1は直鎖もしくは分岐鎖の炭素数 11〜25のアルキル基、ァルケ-ル基、又 はヒドロキシアルキル基を示し、 R2は炭素数 1〜3のアルキレン基、 R3は炭素数 1〜3 のアルキル基を示す。 ) (Wherein R 1 represents a linear or branched alkyl group having 11 to 25 carbon atoms, a alkenyl group, or a hydroxyalkyl group, R 2 represents an alkylene group having 1 to 3 carbon atoms, and R 3 represents Represents an alkyl group having 1 to 3 carbon atoms.)
で表されるアミドアミン化合物と、  An amidoamine compound represented by:
(B)硬化ヒマシ油誘導体と、  (B) a hardened castor oil derivative;
(C)下記一般式 (2)又は(3)  (C) The following general formula (2) or (3)
[化 1]
Figure imgf000005_0001
[Chemical 1]
Figure imgf000005_0001
[式中、 Rはそれぞれ独立に、ヒドロキシル基、炭素数 1〜28のアルキル基、又は R7 0 (R80)R9 (但し、 R7及び R8はそれぞれ独立に、炭素数 1〜4のアルキレン基、 R9は 水素原子又は炭素数 1〜22のアルキル基を示す。)であり、 R5はメチル基又はヒドロ キシル基を示す。 R6は下記構造式 (4)又は(5) [Wherein, R is independently a hydroxyl group, an alkyl group having 1 to 28 carbon atoms, or R 7 0 (R 8 0) R 9 (wherein R 7 and R 8 are each independently 4 alkylene group, R 9 represents a hydrogen atom or an alkyl group having 1 to 22 carbon atoms), and R 5 represents a methyl group or a hydroxyl group. R 6 represents the following structural formula (4) or (5)
-R10-NRU (CH ) NR12 …( -R 10 -NR U (CH) NR 12 … (
2 a 2  2 a 2
-R10-NRU (CH ) N+R12 A" · '· (5) -R 10 -NR U (CH) N + R 12 A "· '· (5)
2 a 3  2 a 3
(式中、 R1Qは炭素数 3〜6の 2価炭化水素基、 R11は水素原子、又は炭素数 1〜4のァ ルキル基を示し、 R12は水素原子、又は炭素数 1〜4の 1価炭化水素基を示し、 Aはハ ロゲン原子、又は炭素数 1〜4のアルキル硫酸基、 aは 1〜4の整数を示す。 ) で表されるアミノ基又はアンモ-ゥム基を有する置換基を示す。 m1は 10〜: L0, 000、 n1は 1〜1, 000、 m2は 50〜: L0, 000、 n2は 10〜: LO'000を示す。 ] (In the formula, R 1Q represents a divalent hydrocarbon group having 3 to 6 carbon atoms, R 11 represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and R 12 represents a hydrogen atom or 1 to 4 carbon atoms. A represents a halogen atom or an alkyl sulfate group having 1 to 4 carbon atoms, and a represents an integer of 1 to 4.) An amino group or an ammonia group represented by The substituent which has is shown. m 1 is 10~: L0, 000, n 1 is 1~1, 000, m 2 is 50~: L0, 000, n 2 is 10: shows the LO'000. ]
で表されるシリコーン類と With silicones represented by
を含有し、 (Β) / (C)で表される (Β)成分と(C)成分の質量比が 1Ζ5〜5Ζ1である ことを特徴とするケラチン繊維処理剤。 A keratin fiber treating agent characterized by comprising: (Β) / (C) and the mass ratio of the (Β) component and the (C) component is from 1Ζ5 to 5Ζ1.
[II].上記 (Α)成分と、(Β)成分と、(C)成分と、(D)ポリフ ノール類とを含有するケ ラチン繊維処理剤。  [II] A keratin fiber treating agent comprising the above-mentioned (ii) component, (ii) component, (C) component, and (D) polyphenols.
発明の効果 The invention's effect
本発明によれば、ケラチン繊維に対して良好な風合いを与えるとともに、繰り返し使 用しても過剰な蓄積によるベタつきを伴わず、ケラチン繊維処理剤の黄変を抑制し、 保存安定性が良好なケラチン繊維処理剤を提供することができる。 発明を実施するための最良の形態 According to the present invention, a good texture is given to keratin fibers, and even when used repeatedly, no stickiness due to excessive accumulation is caused, yellowing of keratin fiber treatment agent is suppressed, and storage stability is good. A keratin fiber treating agent can be provided. BEST MODE FOR CARRYING OUT THE INVENTION
[0011] 第 1の発明は、上記 (A)成分と、(B)成分と、(C)成分とを含有し、(B)Z(C)で表 される (B)成分と (C)成分の質量比が 1Z5〜5Z1であるケラチン繊維処理剤である  [0011] A first invention includes the component (A), the component (B), and the component (C), and the component (B) represented by (B) Z (C) and (C) It is a keratin fiber treatment agent whose mass ratio of ingredients is 1Z5 ~ 5Z1
[0012] 本発明の (A)成分は、下記一般式(1)で示されるアミドアミンィ匕合物であり、 1種単 独で又は 2種以上を適宜組み合わせて用いることができる。 [0012] The component (A) of the present invention is an amidoamine compound represented by the following general formula (1), and can be used singly or in appropriate combination of two or more.
R1 - CO - NH - R2 - N (R3) …ひ) R 1 -CO-NH-R 2 -N (R 3 )… hi)
2  2
(式中、 R1は直鎖もしくは分岐鎖の炭素数 11〜25のアルキル基、ァルケ-ル基、又 はヒドロキシアルキル基を示し、 R2は炭素数 1〜3のアルキレン基、 R3は炭素数 1〜3 のアルキル基を示す。 ) (Wherein R 1 represents a linear or branched alkyl group having 11 to 25 carbon atoms, a alkenyl group, or a hydroxyalkyl group, R 2 represents an alkylene group having 1 to 3 carbon atoms, and R 3 represents Represents an alkyl group having 1 to 3 carbon atoms.)
[0013] 上記一般式(1)で表わされるアミドアミンィ匕合物としては、ラウリン酸ジメチルァミノ プロピルアミド、ミリスチン酸ジメチルァミノプロピルアミド、パルミチン酸ジメチルァミノ プロピルアミド、ステアリン酸ジメチルァミノプロピルアミド、ベへン酸ジメチルアミノプ 口ピルアミド、ォレイン酸ジメチルァミノプロピルアミド、イソステアリン酸ジメチルァミノ プロピルアミド、ヤシ脂肪酸ジメチルァミノプロピルアミド、パーム脂肪酸ジメチルァミノ プロピルアミド、牛脂脂肪酸ジメチルァミノプロピルアミド、ラウリン酸ジェチルアミノエ チルアミド、ミリスチン酸ジェチルアミノエチルアミド、パルミチン酸ジェチルアミノエチ ルアミド、ステアリン酸ジェチルアミノエチルアミド、ベへン酸ジェチルアミノエチルアミ ド、ォレイン酸ジェチルアミノエチルアミド、イソステアリン酸ジェチルアミノエチルアミ ド、ヤシ脂肪酸ジェチルアミノエチルアミド、パーム脂肪酸ジェチルアミノエチルアミド 、牛脂脂肪酸ジェチルアミノエチルアミド、ラウリン酸ジェチルァミノプロピルアミド、ミ リスチン酸ジェチルァミノプロピルアミド、パルミチン酸ジェチルァミノプロピルアミド、 ステアリン酸ジェチルァミノプロピルアミド、ベヘン酸ジェチルァミノプロピルアミド、ォ レイン酸ジェチルァミノプロピルアミド、イソステアリン酸ジェチルァミノプロピルアミド、 ヤシ脂肪酸ジェチルァミノプロピルアミド、パーム脂肪酸ジェチルァミノプロピルアミド 、牛脂脂肪酸ジェチルァミノプロピルアミド等のアミドアミンィ匕合物が挙げられる。  [0013] Examples of the amidoamine compound represented by the general formula (1) include lauric acid dimethylaminopropylamide, myristic acid dimethylaminopropylamide, palmitic acid dimethylaminopropylamide, stearic acid dimethylaminopropylamide, Dimethylamino acid pyramide, oleic acid dimethylaminopropylamide, isostearic acid dimethylaminopropylamide, palm fatty acid dimethylaminopropylamide, palm fatty acid dimethylaminopropylamide, beef tallow fatty acid dimethylaminopropylamide, lauric acid jetylaminoethylamide, myristic Acid jetylaminoethylamide, palmitic acid ethylaminoamide, stearic acid jetylaminoethylamide, behenic acid jetylaminoethylamide Oleic acid jetylaminoethylamide, isostearic acid jetylaminoethylamide, coconut fatty acid jetylaminoethylamide, palm fatty acid jetylaminoethylamide, beef tallow fatty acid jetylaminoethylamide, lauric acid jetylaminopropyl Amides, Myristate Jetylaminopropylamide, Palmitic acid Jetylaminopropylamide, Stearic acid Jetylaminopropylamide, Behenic acid Jetylaminopropylamide, Oleic acid Jetylaminopropylamide, Isostearic acid Examples thereof include amidoamine compounds such as acid jetylaminopropylamide, coconut fatty acid jetylaminopropylamide, palm fatty acid jetylaminopropylamide, and beef tallow fatty acid jetylaminopropylamide.
[0014] これらの中でも、ステアリン酸ジメチルァミノプロピルアミド、ステアリン酸ジェチルァ ミノェチルアミド、ベヘン酸ジメチルァミノプロピルアミド、イソステアリン酸ジメチルアミ ノプロピルアミドが特に好適に用いられる。 Among these, stearic acid dimethylaminopropylamide, stearic acid dimethylaminopropylamide, behenic acid dimethylaminopropylamide, isostearic acid dimethylamino Nopropylamide is particularly preferably used.
[0015] (A)アミドアミンィ匕合物は、酸を用いて中和し、また pHを調整するのが好ましい。酸 としては、塩酸、硫酸、硝酸、リン酸等の無機酸や、酢酸、乳酸、クェン酸、リンゴ酸、 酒石酸、グリコール酸、グルタミン酸、コハク酸、アルキル硫酸等の有機酸が挙げられ る。これらの中でも臭気や効果の点から、塩酸、リン酸、乳酸、クェン酸、グリコール酸 が特に好ましい。  [0015] The (A) amidoamine compound is preferably neutralized with an acid and the pH is adjusted. Examples of the acid include inorganic acids such as hydrochloric acid, sulfuric acid, nitric acid, and phosphoric acid, and organic acids such as acetic acid, lactic acid, citrate, malic acid, tartaric acid, glycolic acid, glutamic acid, succinic acid, and alkyl sulfuric acid. Among these, hydrochloric acid, phosphoric acid, lactic acid, citrate, and glycolic acid are particularly preferable from the viewpoint of odor and effect.
[0016] (A)成分の含有量は、ケラチン繊維処理剤全量に対し 0. 01〜20質量%が好まし ぐより好ましくは 0. 1〜5質量%である。含有量は、十分な風合い付与効果の点から 0. 01質量%以上が好ましぐ使用感の点から 20質量%以下が好ましい。  [0016] The content of the component (A) is preferably 0.01 to 20% by mass, more preferably 0.1 to 5% by mass, based on the total amount of the keratin fiber treatment agent. The content is preferably 20% by mass or less from the viewpoint of a feeling of use that is preferably 0.01% by mass or more from the viewpoint of sufficient texture imparting effect.
[0017] 本発明の(B)成分は、硬化ヒマシ油誘導体であり、 1種単独で又は 2種以上を適宜 組み合わせて用いることができる。硬化ヒマシ油誘導体としては、ポリオキシエチレン 硬化ヒマシ油、ポリオキシプロピレン硬化ヒマシ油、ポリオキシエチレン 'ポリオキシプ ロピレン硬化ヒマシ油等のポリオキシアルキレン硬化ヒマシ油誘導体、ステアリン酸硬 化ヒマシ油、イソステアリン酸硬化ヒマシ油、ォキシステアリン酸硬化ヒマシ油等の硬 化ヒマシ油脂肪酸エステル類、モノラウリン酸ポリオキシエチレン硬化ヒマシ油、モノィ ソステアリン酸ポリオキシエチレン硬化ヒマシ油、トリイソステアリン酸ポリオキシェチレ ン硬化ヒマシ油等の脂肪酸ポリオキシアルキレン硬化ヒマシ油類、ピログルタミン酸ィ ソステアリン酸ポリオキシエチレン硬化ヒマシ油類等が挙げられる。このうち、ポリオキ シアルキレン基を有する硬化ヒマシ油誘導体の場合、ォキシエチレンの平均付加モ ル数としては 10〜80が好ましぐ 20〜50がより好ましい。また、脂肪酸残基を有する 硬化ヒマシ油誘導体の場合、脂肪酸としては、炭素数 8〜14の直鎖飽和脂肪酸、炭 素数 12〜22の分岐飽和脂肪酸が好ましぐより好ましくは炭素数 12〜22の分岐飽 和脂肪酸である。  [0017] Component (B) of the present invention is a hardened castor oil derivative, which can be used alone or in appropriate combination of two or more. Hardened castor oil derivatives include polyoxyethylene hardened castor oil, polyoxypropylene hardened castor oil, polyoxyalkylene hardened castor oil derivatives such as polyoxyethylene 'polyoxypropylene hardened castor oil, stearic acid hardened castor oil, isostearic acid hardened Hardened castor oil fatty acid esters such as castor oil, oxystearic acid hardened castor oil, polyoxyethylene hardened castor oil monolaurate, polyoxyethylene hardened castor oil monoisostearate, polyoxyethylene hardened castor oil triisostearate Examples include fatty acid polyoxyalkylene hydrogenated castor oil, pyroglutamic acid isostearate polyoxyethylene hydrogenated castor oil, and the like. Among these, in the case of a hardened castor oil derivative having a polyoxyalkylene group, the average number of moles of oxyethylene added is preferably 10 to 80, more preferably 20 to 50. Further, in the case of a hardened castor oil derivative having a fatty acid residue, as the fatty acid, a linear saturated fatty acid having 8 to 14 carbon atoms and a branched saturated fatty acid having 12 to 22 carbon atoms are preferred, and more preferably 12 to 22 carbon atoms. Is a branched saturated fatty acid.
[0018] (B)成分の含有量は、ケラチン繊維処理剤全量に対し 0. 01〜: LO質量%が好まし ぐより好ましくは 0. 1〜3質量%である。含有量は、ケラチン繊維処理剤の黄変防止 効果の点から 0. 01質量%以上が好ましぐ硬化ヒマシ油誘導体自身によるべたつき 抑制の点から 10質量%以下が好ましい。  [0018] The content of component (B) is preferably from 0.01 to LO mass%, more preferably from 0.1 to 3 mass%, based on the total amount of the keratin fiber treatment agent. The content is preferably 10% by mass or less from the viewpoint of suppression of stickiness by the hardened castor oil derivative itself, which is preferably 0.01% by mass or more from the viewpoint of the yellowing prevention effect of the keratin fiber treatment agent.
[0019] 本発明の (C)成分は、下記一般式 (2)又は(3)で表されるァミノ変性シリコーン類 であり、 1種単独で又は 2種以上を適宜組み合わせて用いることができる。 [0019] Component (C) of the present invention is an amino-modified silicone represented by the following general formula (2) or (3) It can be used alone or in combination of two or more.
[化 2] [Chemical 2]
Figure imgf000008_0001
Figure imgf000008_0001
[式中、 R4はそれぞれ独立に、ヒドロキシル基、炭素数 1〜28のアルキル基、又は R7 0 (R80)R9 (但し、 R7及び R8はそれぞれ独立に、炭素数 1〜4のアルキレン基、 R9は 水素原子又は炭素数 1〜22のアルキル基を示す。)であり、 R5はメチル基又はヒドロ キシル基を示す。 R6は下記構造式 (4)又は(5) [In the formula, R 4 is independently a hydroxyl group, an alkyl group having 1 to 28 carbon atoms, or R 7 0 (R 8 0) R 9 (wherein R 7 and R 8 are each independently 1 An alkylene group of ˜4, R 9 represents a hydrogen atom or an alkyl group having 1 to 22 carbon atoms, and R 5 represents a methyl group or a hydroxyl group. R 6 represents the following structural formula (4) or (5)
-R10-NRU (CH ) NR12 …( -R 10 -NR U (CH) NR 12 … (
2 a 2  2 a 2
-R10-NRU (CH ) N+R12 A" · '· (5) -R 10 -NR U (CH) N + R 12 A "· '· (5)
2 a 3  2 a 3
(式中、 R1Qは炭素数 3〜6の 2価炭化水素基、 R11は水素原子、又は炭素数 1〜4のァ ルキル基を示し、 R12は水素原子、又は炭素数 1〜4の 1価炭化水素基を示し、 Aはハ ロゲン原子、又は炭素数 1〜4のアルキル硫酸基、 aは 1〜4の整数を示す。 ) で表されるアミノ基又はアンモ-ゥム基を有する置換基を示す。 m1は 10〜: LO, 000、 n1は 1〜1, 000、 m2は 50〜: L0, 000、 n2は 10〜: ίΟ,ΟΟΟを示し、 π^+η1及び m2+n 2ίま 3〜3000の整数力好まし!/ヽ。 ] (In the formula, R 1Q represents a divalent hydrocarbon group having 3 to 6 carbon atoms, R 11 represents a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, and R 12 represents a hydrogen atom or 1 to 4 carbon atoms. A represents a halogen atom or an alkyl sulfate group having 1 to 4 carbon atoms, and a represents an integer of 1 to 4.) An amino group or an ammonia group represented by The substituent which has is shown. m 1 is 10 to: LO, 000, n 1 is 1 to 1,000, m 2 is 50 to: L0, 000, n 2 is 10 to: ίΟ, ΟΟΟ indicates π ^ + η 1 and m 2 + n 2 ί or integer power of 3 to 3000! / ヽ. ]
上記一般式(2)で表わされるシリコーン類としては、下記一般式 (6)で表されるアミ ノエチルァミノプロピルシロキサン.ジメチルシロキサン共重合体、上記一般式(3)で 表わされるシリコーン類としては、下記一般式(7)で表されるアミノエチルァミノプロピ ルメチルシロキサン 'ジメチルシロキサン共重合体、又はこれらのエマルシヨンが挙げ られる。このうち、製造性の点よりエマルシヨンを用いることが好ましい。なお、一般式 (2)、(3)、(6)、(7)の繰り返しの配列は任意である。 —化 3] Examples of the silicones represented by the above general formula (2) include aminoaminoaminopropylsiloxane.dimethylsiloxane copolymers represented by the following general formula (6), and silicones represented by the above general formula (3). Examples thereof include aminoethylaminopropylmethylsiloxane represented by the following general formula (7), a dimethylsiloxane copolymer, and emulsions thereof. Of these, emulsion is preferably used in terms of manufacturability. In addition, the repeating arrangement | sequence of General formula (2), (3), (6), (7) is arbitrary. —Chemical 3]
HO- c c s——— Ή H H HO- c c s ——— Ή H H
(6: y  (6: y
(C H?H2)3-NH-(CH2)2NH2 (CH? H 2 ) 3 -NH- (CH 2 ) 2 NH 2
(式中、 xは 10〜: LO, 000、 yは 1〜1, 000を示す。)  (In the formula, x represents 10 to: LO, 000, and y represents 1 to 1,000.)
[化 4]  [Chemical 4]
Figure imgf000009_0001
Figure imgf000009_0001
(式中、 zは 50〜: L0, 000、 wは 10〜: LO'000を示す。;)  (In the formula, z represents 50 ~: L0, 000, w represents 10 ~: LO'000;)
[0021] 具体的には、東レ'ダウコーユング (株)製の SM— 8704C、 FZ— 4671、 FZ— 46 72、 BY22— 079、 SM8904, SS3551, SS3552, GE東芝シリコーン (株)製の KT — 1989、 XF42-B1989,信越ィ匕学工業 (株)製の X— 52— 2265、 KF— 8004、 KF— 8005、 KM— 907等が挙げられる。これらの中でも、一般式(6)で表されるアミ ノエチルァミノプロピルシロキサン .ジメチルシロキサン共重合体である SM— 8704C 、一般式(7)で表されるアミノエチルァミノプロピルメチルシロキサン'ジメチルシロキ サン共重合体である FZ— 4671、 FZ— 4672力好ましい。  [0021] Specifically, SM-8704C, FZ-4671, FZ-4672, BY22-079, SM8904, SS3551, SS3552, GE Toshiba Silicone Co., Ltd. manufactured by Toray Dow Cowing Co., Ltd. 1989 XF42-B1989, X-52-2265, KF-8004, KF-8005, KM-907 manufactured by Shin-Etsu Chemical Co., Ltd., and the like. Among these, SM-8704C, an aminoethylaminopropylsiloxane dimethylsiloxane copolymer represented by the general formula (6), and aminoethylaminopropylmethylsiloxane 'dimethyl represented by the general formula (7) The siloxane copolymers FZ-4671 and FZ-4672 are preferred.
[0022] (C)成分の含有量は、ケラチン繊維処理剤全量に対し 0. 01〜30質量%が好まし ぐより好ましくは 0. 1〜5質量%である。含有量は、ケラチン繊維処理剤の黄変防止 効果の点から 0. 01質量%以上が好ましぐシリコーン類によるべたつき抑制の点か ら 30質量%以下が好ま U、。  [0022] The content of the component (C) is preferably 0.01 to 30% by mass, more preferably 0.1 to 5% by mass, based on the total amount of the keratin fiber treatment agent. The content is preferably 30% by mass or less from the viewpoint of stickiness suppression by silicones, which is preferably 0.01% by mass or more from the viewpoint of the yellowing prevention effect of the keratin fiber treatment agent.
[0023] 第 1の発明にお 、ては、(B) / (C)で表される (B)成分と (C)成分の質量比が 1Z5 〜5Zlであり、 1Z2〜2Z1が好ましい。 1Z5未満だと、ケラチン繊維処理剤の黄 変抑制効果が十分でないとともに繰り返し使用でベたつきが起こり、 5Z1を超えると 良好な風合 、を付与することができな 、。 [0023] In the first invention, the mass ratio of the component (B) and the component (C) represented by (B) / (C) is 1Z5 to 5Zl, and preferably 1Z2 to 2Z1. If it is less than 1Z5, the yellowing suppression effect of the keratin fiber treatment agent is not sufficient, and stickiness occurs after repeated use, and if it exceeds 5Z1, Can not give a good texture ,.
[0024] 第 2の発明は、上記 (A)成分と、(B)成分と、(C)成分と、(D)ポリフ ノール類とを 含有するケラチン繊維処理剤である。 (D)ポリフエノール類を配合することによって、 (B) / (C)で表される (B)成分と (C)成分の質量比が 5Z1を超える場合でも、十分 な風合い向上効果を得ることができる。また、(D)ポリフエノール類が(C)シリコーン 類の過度の蓄積を抑制する効果を有することから、(B)Z(C)が 1Z5未満であって も、繰り返しによるべたつきの低下を防止することができる。このことは本発明者の新 知見である。特に、上記 (A)成分と、(B)成分と、(C)成分と、(D)ポリフ ノール類と を含有し、 (B) / (C)で表される (B)成分と (C)成分の質量比が 1Z5〜5Z1のケラ チン繊維処理剤が好まし ヽ。  [0024] A second invention is a keratin fiber treating agent containing the component (A), the component (B), the component (C), and the (D) polyphenols. (D) By blending polyphenols, even if the mass ratio of (B) component and (C) component represented by (B) / (C) exceeds 5Z1, sufficient texture improvement effect can be obtained. Can do. In addition, (D) Polyphenols have the effect of suppressing the excessive accumulation of (C) silicones, so even if (B) Z (C) is less than 1Z5, it prevents reduction of stickiness due to repetition. be able to. This is a new finding of the present inventors. In particular, the component (A), the component (B), the component (C), and the component (D) polyphenols are contained, and the component (B) represented by (B) / (C) and (C ) Keratin fiber treatment agent with mass ratio of 1Z5 ~ 5Z1 is preferred.
[0025] (D)ポリフエノール類は 1種単独で又は 2種以上を適宜組み合わせて用いることが できる。(D)ポリフエノール類としては、ガロタンニン酸、ケブリン酸、ハマメリタンニン、 ァセルタンニン、没食子酸、バロン酸、ケブール酸、へキサヒドロキシジフェン酸、エラ グ酸、カフェ一酸、 ρ—タマル酸、フェルラ酸、ロスマリン酸、シナピン酸、クロロゲン酸 等、これらの塩、これらの誘導体及び該誘導体の塩等を挙げることができる。上記誘 導体としては、例えば、没食子酸の誘導体である没食子酸プロピル、没食子酸メチ ルエステル— 3—ダルコシド、没食子酸メチルエステル— 4—ダルコシド、没食子酸プ 口ピルエステル 3—ダルコシド、没食子酸メチルエステル 3—マルトシド、没食子 酸 3—ダルコシド、没食子酸 3—マルトシド、没食子酸ォクチルー 3—マルトシド 、没食子酸 3—ダルク口-ド、没食子酸ガラタツ口-ド、没食子酸メチルエステル 3, 5—ジダルコシド、没食子酸 3, 4—ジダルコシド、没食子酸 3, 5—ジグルコシ ド等が挙げられる。  [0025] (D) Polyphenols can be used singly or in appropriate combination of two or more. (D) Polyphenols include gallotannic acid, kebric acid, hamamelitannin, acetantanine, gallic acid, baronic acid, kebulic acid, hexahydroxydiphenic acid, ellagic acid, caffeic acid, ρ-tamaric acid, Examples thereof include ferulic acid, rosmarinic acid, sinapinic acid, chlorogenic acid and the like, salts thereof, derivatives thereof and salts of the derivatives. Examples of the derivative include propyl gallate, a derivative of gallic acid, methyl ester of gallic acid-3-dalcoside, methyl gallic acid ester 4- dalcoside, gallic acid pylester 3-dalcoside, gallic acid methyl ester 3-Maltoside, gallic acid 3-Dalcoside, gallic acid 3-Maltoside, octyl gallate 3-Maltoside, gallic acid 3-Dalk mouth, Galate mouth gallate, Methyl gallate 3, 5-Didalcoside, gallic acid Examples include acid 3, 4-didalcoside and gallic acid 3, 5-diglucoside.
[0026] また、本発明で用いられる上記ポリフエノール類は、市販される合成品の他にも、天 然物からの抽出物等が用いられる。例えば、阿仙薬、明日葉、ゥラジ口ガシ、山査子 、弟切草、力ワラョモギ、仙鶴草、没食子、クヌギ、栗、クロウメモドキ、丁字、丁香、ゲ ンノショウコ、紅茶、緑茶、越橘、コーヒー豆、山茶花、シナノキ、ツバキ、十薬、五倍 子、ハマメリス、牡丹皮、矢車、虎耳草、リンゴ、モモ等のタンニン生薬やタン-ンを多 く含む植物力 の抽出物あるいはそれらより精製したタン-ン酸等を挙げることができ る。 [0026] In addition to the commercially available synthetic products, the polyphenols used in the present invention include extracts from natural products. For example, Asen Yaku, Asuka, Urajuchi Gashi, Yamakiko, Brother Cut Grass, Riki Warogomogi, Sentsukakusa, Gyokushi, Knugi, Chestnut, Chrysanthemum, Clove, Clove, Gentian Shoko, Black Tea, Green Tea, Koshitachi, Coffee Bean, Yamacha Flower, Shinanoki , Camellia, ten-drug, pentaploid, hamamelis, peony skin, potato wheel, tiger ear grass, apple, peach, etc. Etc. The
[0027] なお、抽出する場合においては、水、エタノール、プロピレングリコール、ブチレング ルコール等の極性溶媒の 1種又は任意の混液を用いて常法により行うことができる。 さらに精製を行う場合においては、貧溶媒からの再結晶、カラム分画、限外ろ過等の 方法を利用することができる。  [0027] The extraction can be performed by a conventional method using one kind or any mixed liquid of polar solvents such as water, ethanol, propylene glycol, butylene glycol and the like. In the case of further purification, methods such as recrystallization from a poor solvent, column fractionation, and ultrafiltration can be used.
[0028] これらの中でも、没食子酸及びその誘導体である没食子酸プロピル、没食子酸メチ ルエステル— 3—ダルコシド、没食子酸メチルエステル— 4—ダルコシド、没食子酸プ 口ピルエステル 3—ダルコシド、没食子酸メチルエステル 3—マルトシド、没食子 酸 3—ダルコシド、没食子酸 3—マルトシド、没食子酸ォクチルー 3—マルトシド 、没食子酸 3—ダルク口-ド、没食子酸ガラタツ口-ド、没食子酸メチルエステル 3, 5—ジダルコシド、没食子酸 3, 4—ジダルコシド、没食子酸 3, 5—ジグルコシ ドが好適であり、さらに、原料供給性、製造容易性等から、没食子酸メチルエステル - 3, 5—ジダルコシド、没食子酸 3, 4—ジダルコシド、没食子酸 3, 5—ジダルコ シド等の没食子酸二配糖体等が特に好適である。 [0028] Among these, gallic acid and its derivatives propyl gallate, gallic acid methyl ester-3-dalcoside, gallic acid methyl ester-4-darcoside, gallic acid pyl ester 3- dalcoside, gallic acid methyl ester 3-Maltoside, gallic acid 3-Dalcoside, gallic acid 3-Maltoside, octyl gallate 3-Maltoside, gallic acid 3-Dalk mouth, Galate mouth gallate, Methyl gallate 3, 5-Didalcoside, gallic acid Acid 3,4-didarcoside and gallic acid 3,5-diglucoside are preferred, and in addition, gallic acid methyl ester-3,5-didarcoside, gallic acid 3,4-didarcoside due to the availability of raw materials and ease of production. Particularly preferred are gallic acid diglycosides such as gallic acid 3,5-didarcoside.
[0029] (D)成分の含有量は、ケラチン繊維処理剤全量に対し 0. 001〜5質量%が好まし ぐより好ましくは 0. 01〜2質量%である。この範囲で目的とする効果がより得られや すくなる。  [0029] The content of the component (D) is preferably 0.001 to 5% by mass, more preferably 0.01 to 2% by mass, based on the total amount of the keratin fiber treatment agent. Within this range, the desired effect can be obtained more easily.
[0030] 本発明のケラチン繊維処理剤には、エタノールを配合することが好ましい。エタノー ルを配合することにより、(A)特定のアミドアミンィ匕合物の組成物中における低温安 定性を高めることができる。エタノールを配合する場合、その含有量はケラチン繊維 処理剤全量に対し 1〜90質量%が好ましぐより好ましくは 3〜40質量%、さらに好ま しくは 10〜40質量%である。  [0030] The keratin fiber treatment agent of the present invention preferably contains ethanol. By blending ethanol, the low temperature stability in the composition of the (A) specific amidoamine compound can be enhanced. When ethanol is blended, the content thereof is preferably 1 to 90% by mass, more preferably 3 to 40% by mass, and further preferably 10 to 40% by mass with respect to the total amount of the keratin fiber treatment agent.
[0031] 本発明のケラチン繊維処理剤には上記成分に加えて、 目的に応じて本発明の効 果を損なわない範囲で、陰イオン性界面活性剤、陽イオン性界面活性剤、非イオン 性界面活性剤、両性界面活性剤、半極性界面活性剤、高分子化合物類、多価アル コール、高級アルコール、(C)成分以外のシリコーン類、低級アルコール、長鎖脂肪 酸、エステル油、増粘剤、香料、紫外線吸収剤、微粒子粉末、植物抽出物、タンパク 質及びその誘導体、アミノ酸、防腐剤、着色剤、エアゾール噴射剤、 pH調整剤、酸 化防止剤、キレート剤、精製水等を配合することができる。 [0031] In addition to the above components, the keratin fiber treatment agent of the present invention includes an anionic surfactant, a cationic surfactant, and a nonionic surfactant as long as the effects of the present invention are not impaired depending on the purpose. Surfactant, amphoteric surfactant, semipolar surfactant, polymer compound, polyhydric alcohol, higher alcohol, silicones other than component (C), lower alcohol, long chain fatty acid, ester oil, thickening Agent, fragrance, UV absorber, fine particle powder, plant extract, protein and its derivatives, amino acid, preservative, colorant, aerosol propellant, pH adjuster, acid An antioxidant, a chelating agent, purified water, etc. can be mix | blended.
[0032] 本発明のケラチン繊維処理剤に香料を配合する場合、使用される香料は、特開 20 03— 95895号公報に記載された香料、香料組成物に準じ、香料組成物を配合する 場合、ケラチン繊維処理剤全量に対して香料組成物が 0. 00001〜50質量%となる ように配合すると好適であり、より好ましくは 0. 0001〜30質量%配合される。  [0032] When blending a fragrance with the keratin fiber treating agent of the present invention, the fragrance used is blended with a fragrance composition according to the fragrance and fragrance composition described in JP-A No. 2003-95895. The fragrance composition is preferably blended so that the amount of the fragrance composition is from 0.0001 to 50% by mass, more preferably from 0.0001 to 30% by mass based on the total amount of the keratin fiber treatment agent.
[0033] 本発明のケラチン繊維処理剤としては、シャンプー、リンス、洗い流すトリートメント、 洗い流さないトリートメント、整髪料、染毛料、ブリーチ剤、パーマネントウエーブ剤等 の毛髪ィ匕粧料が好適に挙げられ、そのほか羊毛製品洗浄剤、羊毛製品仕上げ剤等 にも用いることができる。この中でも、繰り返し使用が可能なシャンプー、リンス、洗い 流すトリートメント、洗い流さないトリートメント、整髪剤がより好適であり、中でも、塗布 後に乾燥させることによって吸着効率が高くなることから、洗い流さないトリートメント、 整髪料が特に好適である。なお、本発明のケラチン繊維処理剤の pH (25°C)は、使 用感の点から、上記酸等を用いて中和し、 3. 0〜6. 0、好ましくは 3. 5〜5. 0に調整 するとよ 、。  [0033] Preferred examples of the keratin fiber treatment agent of the present invention include shampoos, rinses, washing-off treatments, non-washing-out treatments, hair styling agents, hair dyes, bleaching agents, and permanent hair preparations. It can also be used for wool product cleaners, wool product finishes, etc. Of these, shampoos, rinses, rinse-off treatments, non-wash-off treatments, and hair styling agents that can be used repeatedly are more suitable. Is particularly preferred. The pH (25 ° C) of the keratin fiber treatment agent of the present invention is neutralized with the above acid or the like from the viewpoint of usability, and is 3.0 to 6.0, preferably 3.5 to 5. Adjust it to 0.
[0034] 剤型は特に限定されず、液剤、ジエル剤、ローション剤、タリーム剤、エアゾールフ オーム剤、非エアゾールフォーム剤、エアゾールスプレー剤、非エアゾールスプレー 剤等が挙げられる。  [0034] The dosage form is not particularly limited, and examples thereof include a liquid agent, a jewel agent, a lotion agent, a tarim agent, an aerosol foam agent, a non-aerosol foam agent, an aerosol spray agent, and a non-aerosol spray agent.
実施例  Example
[0035] 以下、実施例及び比較例を示し、本発明を具体的に説明するが、本発明は下記の 実施例に制限されるものではない。なお、実施例及び比較例に示した成分の配合量 は特に記載がある場合を除 、ては表中に記載された成分の配合量を示し、 pH調整 は 25°Cで行った。  Hereinafter, the present invention will be specifically described with reference to examples and comparative examples. However, the present invention is not limited to the following examples. The compounding amounts of the components shown in the Examples and Comparative Examples are the compounding amounts of the components described in the table, unless otherwise specified, and pH adjustment was performed at 25 ° C.
[0036] [実施例 1〜14、比較例 1〜9]  [Examples 1-14, Comparative Examples 1-9]
表 3〜5に示す組成のヘアローション組成物(洗い流さないトリートメント)を作製し、 下記評価を行った。結果を表中に併記する。  Hair lotion compositions (treatments that were not washed away) having the compositions shown in Tables 3 to 5 were prepared and evaluated as follows. The results are also shown in the table.
[0037] (1)風合い改善効果  [0037] (1) Texture improvement effect
長さ 30cm、質量 10gの毛束 (未損傷毛束)を、組成 1のモデルブリーチ溶液 (人毛 束の 10倍量(lOOmL) )中に、室温で 30分間浸漬した。その後、毛束を水道水で十 分に洗浄して乾燥し、損傷毛束を得た。 A hair bundle (undamaged hair bundle) having a length of 30 cm and a mass of 10 g was immersed in a model bleach solution of composition 1 (10 times the amount of human hair bundle (lOOmL)) at room temperature for 30 minutes. Then, use a tap water to Washed into minutes and dried to obtain damaged hair bundles.
試料がヘアリンスの場合は、損傷毛束を水道水で濡らした後、試料 lgを塗布し、指 で毛束全体になじませ、 3分後に水道水で 30秒間すすいだ後自然乾燥させ、処理 毛束を得た。  If the sample is a hair rinse, wet the damaged hair bundle with tap water, apply the sample lg, apply it to the whole hair bundle with your finger, rinse it with tap water for 30 minutes, let it dry naturally, and treat the hair. Got a bunch.
試料が洗 、流さな 、トリートメント又は整髪料の場合は、乾 、た状態の損傷毛束に 試料 lgを塗布し、クシを用いて毛束全体になじませ、そのまま自然乾燥させ、処理毛 束を得た。  If the sample is not washed, washed, or treatment or hair styling, apply sample lg to the damaged damaged hair bundle, dry it, apply it to the whole hair bundle using a comb, let it dry naturally, and then apply the treated hair bundle. Obtained.
評価者 10名が処理毛束と、未処理毛束 (損傷毛束)を触り、「なめらかさ」、「指通り のよさ」及び「きしみのなさ」について総合的に風合い改善を比較評価した。表中に は以下の基準に従って 5段階で示した。  Ten evaluators touched the treated hair bundle and the untreated hair bundle (damaged hair bundle), and compared and evaluated the texture improvement comprehensively for “smoothness”, “good fingering” and “no creaking”. The table shows the five levels according to the following criteria.
〈評価基準〉 <Evaluation criteria>
+ + +: 10名の評価者全員が処理毛束の方が良いと評価した場合  + + +: When all 10 evaluators rate the treated hair bundle better
+ + :処理毛束の方が良 、とした評価者の人数が 9名の場合  + +: When the number of evaluators who said that the treated hair bundle is better is 9
+ :処理毛束の方が良 、とした評価者の人数が 7〜8名の場合  +: When the number of evaluators who have treated hair bundles is better, 7-8
士 :処理毛束の方が良 、とした評価者の人数が 3〜6名の場合  : When the number of evaluators who thinks that the treated hair bundle is better is 3 to 6
:処理毛束の方が良 、とした評価者の人数が 2名以下の場合  : When the number of evaluators who gave better treatment hair bundles is 2 or less
上記基準で + + +〜 +が良好である。  +++++ is good on the above criteria.
[表 1] [table 1]
(組成 1 ) モデルブリーチ溶液 質量 (%)  (Composition 1) Model bleach solution Mass (%)
過酸化水素 6  Hydrogen peroxide 6
アンモニア 3  Ammonia 3
塩化ナトリ ウム 5  Sodium chloride 5
水酸化ナトリ ウム 適量 (ρ Η Ι Ο . 8に調整  Sodium hydroxide appropriate amount (adjusted to ρ Ι Ι Ο. 8)
精製水 残部  Purified water balance
計 1 0 0  Total 1 0 0
(2)繰り返し感触 (2) Repeated feel
風合!、改善効果と同様の方法で損傷毛束を調製した。  A damaged hair bundle was prepared in the same manner as the feeling!
試料がヘアリンスの場合は、損傷毛束を水道水で濡らした後、試料 lgを塗布し、指 で毛束全体になじませ、 3分後に水道水で 30秒間すすいだ後、自然乾燥した。次の 試料処理の前に、組成 2のモデルシャンプー溶液 lgを塗布し、指でもみ洗いをして 泡立て、 1分後に水道水で 1分間すすぎ、その後、前記と同様に試料にて処理した。 この処理を 10回繰り返したものを繰り返し処理毛束とした。 If the sample was a hair rinse, the damaged hair bundle was wetted with tap water, and then the sample lg was applied, applied to the whole hair bundle with a finger, rinsed with tap water for 30 seconds after 3 minutes, and then naturally dried. next Before sample processing, model shampoo solution lg of composition 2 was applied, washed with fingers and foamed, rinsed with tap water for 1 minute and then treated with the sample in the same manner as described above. This treatment was repeated 10 times to obtain a repeatedly treated hair bundle.
試料が洗 、流さな 、トリートメント又は整髪料の場合は、乾 、た状態の損傷毛束に 試料 lgを塗布し、クシを用いて毛束全体になじませ、そのまま自然乾燥した。次の試 料処理の前に、組成 2のモデルシャンプー溶液 lgを塗布し、指でもみ洗いをして泡 立て、 1分後に水道水で 1分間すすぎ、その後、前記と同様に試料にて処理した。こ の処理を 10回繰り返したものを繰り返し処理毛束とした。  When the sample was not washed, washed, or treatment or hairdressing, the sample lg was applied to the damaged damaged hair bundle in a dry state, blended with the whole hair bundle using a comb, and then naturally dried. Before the next sample treatment, apply the model shampoo solution lg of composition 2 and wash with a finger and lather, then rinse with tap water for 1 minute and then treat with the sample as before. did. This treatment was repeated 10 times to obtain a treated hair bundle.
[0040] [表 2]  [0040] [Table 2]
(組成 2 ) モデルシャンプー溶液 質量 (%)  (Composition 2) Model shampoo solution Mass (%)
ポリオキシエチレンラウリルエーテル硫酸ナトリウム 5  Sodium polyoxyethylene lauryl ether sulfate 5
テトラデセンスルホン酸ナトリ ウム 9  Sodium tetradecenesulfonate 9
ラウリン酸アミ ドプロピルべタイン 4 . 5  Amidopropyl betaine laurate 4.5
ポリオキシエチレン (2 0 ) ォレイルエーテル 1 . 5  Polyoxyethylene (20) oleyl ether 1.5
ポリオキシエチレン (3 0 ) 硬化ヒマシ油 4  Polyoxyethylene (3 0) Hardened castor oil 4
安息香酸ナトリウム 0 . 1  Sodium benzoate 0.1
クェン酸 0 . 5  Chenic acid 0.5
精製水 残部  Purified water balance
計 1 0 0 . 0  Total 1 0 0. 0
[0041] 評価者 10名が繰り返し処理毛束を触り、「ベたつきのなさ」を評価した。表中には以 下の基準に従って 5段階で示した。 [0041] Ten evaluators repeatedly touched the treated hair bundle and evaluated "no stickiness". The table shows five levels according to the following criteria.
〈評価基準〉  <Evaluation criteria>
+ + +: 10名の評価者全員がベたつきがな 、と評価した場合  + + +: When all 10 evaluators evaluate that there is no stickiness
+ + :ベたつきがな 、とした評価者の人数が 9名の場合  + +: When the number of evaluators who are not sticky is 9
+ :ベたつきがな!、とした評価者の人数が 7〜8名の場合  +: When there are 7 to 8 evaluators who are not sticky!
士 :ベたつきがな 、とした評価者の人数が 3〜6名の場合  Shi: When there are 3 to 6 evaluators who are not sticky
:ベたつきがな 、とした評価者の人数が 2名以下の場合  : When there are 2 or less evaluators who are not sticky
上記基準で + + +〜+が、「ベたつきのなさ」について良好である。  On the basis of the above, +++ to + is good for “no stickiness”.
[0042] (3)保存による黄変抑制効果 [0042] (3) Yellowing suppression effect by storage
容量 50mLの無色透明ガラス瓶に、評価試料 40gを入れて蓋をし、これを 2本準備 した。 1本は 50°Cで、もう 1本は 5°Cで 1ヶ月保存した。保存後の各試料を室温に戻し た後、 2本を比較し 50°Cに保存した評価試料の黄変の有無を目視評価した。評価者 10名でこの評価を行った。表中には以下の基準に従って 4段階で示した。 Put 40 g of the evaluation sample in a colorless transparent glass bottle with a capacity of 50 mL, cover it, and prepare two of them. did. One was stored at 50 ° C and the other at 5 ° C for 1 month. After each sample was returned to room temperature after storage, the two samples were compared, and the evaluation samples stored at 50 ° C were visually evaluated for yellowing. This evaluation was performed by 10 evaluators. The table shows four levels according to the following criteria.
〈評価基準〉  <Evaluation criteria>
+ +: 10名の評価者全員が黄変がな!、とした場合  + +: When all 10 evaluators say yellowing!
+ :黄変がないとした評価者の人数が 7〜9名の場合  +: When the number of evaluators who have no yellowing is 7-9
士 :黄変がないとした評価者の人数が 3〜6名の場合  : When there are 3 to 6 evaluators who do not have yellowing
:黄変がないとした評価者の人数が 2名以下の場合  : When there are 2 or less evaluators who do not have yellowing
上記基準で + +〜 +が良好である。  On the above criteria, +++ to + is good.
[0043] [表 3] [0043] [Table 3]
Figure imgf000015_0001
Figure imgf000015_0001
[0044] [表 4] 比較例 実施例 比較例 組成(質量%) [0044] [Table 4] Comparative Examples Examples Comparative Examples Composition (% by mass)
1 2 10 11 12 3 4 1 2 10 11 12 3 4
(A)ステアリン酸シ'メチルアミノフ 'ロヒ 'ルァミト" 0.7 0.7 0.7 0.7 0.7 0.7 0.7 ク'リコール酸 0.28 0.28 0.28 0.28 0.28 0.28 0.28(A) Cyamethyl stearate 'Methylaminophloro Luamito' 0.7 0.7 0.7 0.7 0.7 0.7 0.7 Chlorolic acid 0.28 0.28 0.28 0.28 0.28 0.28 0.28
(B)ホ 'リオキシヱチレン(30)硬化ヒマシ油 0.05 0.1 0.2 0.5 3 5 7(B) E-Rioxyethylene (30) Hardened castor oil 0.05 0.1 0.2 0.5 3 5 7
(Οァミノ変性シリコーンエマルシヨン (A) (=1=1) 0.7 0.7 0.7 0.7 0.7 0.7 0.7 エタノール 10 10 10 10 10 10 10 精製水 残部 (Camino modified silicone emulsion (A) (= 1 = 1) 0.7 0.7 0.7 0.7 0.7 0.7 0.7 Ethanol 10 10 10 10 10 10 10 Balance of purified water
100.0  100.0
pH 4.0 4.0 4.0 4.0 4.0 4.0 4.0 pH 4.0 4.0 4.0 4.0 4.0 4.0 4.0
(B)/(C) 1/14 1/7 1/3.5 1/1.4 4.3/1 7.1/1 10/1 風合い改善効果 + + + ++ +++ + (B) / (C) 1/14 1/7 1 / 3.5 1 / 1.4 4.3 / 1 7.1 / 1 10/1 Texture improvement effect + + + ++ +++ +
繰り返し感触 + +++ +  Repeated feel + +++ +
黄変抑制効果 ± + ++ ++ ++ + +  Yellowing suppression effect ± + ++ ++ ++ + +
[0045] [表 5] [0045] [Table 5]
Figure imgf000016_0001
Figure imgf000016_0001
[0046] [実施例 15] [0046] [Example 15]
下記組成力もなる整髪用エアゾールフォーム剤組成物を調製した。  An aerosol foam composition for hair styling having the following compositional power was prepared.
[表 6] 質量 (%) カチオン化セノレロース 0. 2[Table 6] Mass (%) Cationized Senorelose 0.2
N ヤシ油脂肪酸ァシルー L グルタミン酸ナトリウム 0. 2 パルミチン酸ジメチルァミノプロピルアミ ド 0. 6 ジメチルポリシロキサン ( 100mm27 s) 3. 0 ァミノ変性シリコーン (A) 0. 6 パラォキシ安息香酸メチル 0. 05 ポリオキシエチレン (30) 硬化ヒマシ油 0. 5 ピロリ ドンカルボン酸ナトリウム 0. 4 香料組成物 B 0. 05 グリコール酸 適量 (pH4. 5に調整) ェタノール 15. 0 精製水 残部 液化石油ガス (0. 49MP a) 7. 0 計 100. 0 N Palm Oil Fatty Acid L-Sodium Glutamate 0.2 Dimethylaminopropylamide palmitate 0.6 Dimethylpolysiloxane (100mm27 s) 3.0 Amino-modified silicone (A) 0.6 Polymethylbenzoic acid 0.05 Ethylene (30) Hardened castor oil 0.5 Sodium pyrrolidone carboxylate 0.4 Perfume composition B 0. 05 Glycolic acid Suitable amount (adjusted to pH 4.5) Ethanol 15. 0 Purified water The remainder Liquefied petroleum gas (0.49MPa ) 7.0 Total 100. 0
〈調製法〉ジメチルポリシロキサンとァミノ変性シリコーン、液化石油ガスを除く成分を 混合し、この混合液を耐圧アルミ缶に充填した後、ジメチルポリシロキサンとアミノ変 性シリコーンを充填し、エアゾールバルブでクリンチした。最後に液ィ匕石油ガスを充 填し、フォーム剤とした。 <Preparation method> Components other than dimethylpolysiloxane, amino-modified silicone and liquefied petroleum gas are mixed. After filling this mixture into a pressure-resistant aluminum can, dimethylpolysiloxane and amino-modified silicone are filled and clinched with an aerosol valve. did. Finally, liquid petroleum gas was filled into a foam agent.
[実施例 16] [Example 16]
下記組成力もなる整髪用非エアゾールフォーム剤を調製した。  A non-aerosol foam agent for hairdressing having the following compositional power was prepared.
[表 7] [Table 7]
質量 〔%) ステアリン酸ジェチルアミノエチルアミ ド 1. 0 ラウリルジメチルァミンォキシド 0. 5 両性高分子化合物 (A) 0. 3 ポリオキシエチレン (30) ステアリルェ'一テル 0. 3 ァミノ変性シリコーンエマルシヨン (A) 1 . 0 (* 1 ) ピログ ^/レタミン酸ィソステアリン酸 P OE (30) 硬 fヒヒ ン油 1. 8 没食子酸 3 , 5 ジグルコシド 0. 2 パラォキシ安息香酸メチル 0. 1 パラォキシ安息香酸プロピル 0. 05 ォキシベンゾンス ホン酸 0. 1 乳酸 適量 (pH4 . 5に調整) 香料組成物 C 0. 1 5 ェタノール 23. 0 精製水 残部 Mass [%] Jetylaminoethyl amide stearate 1.0 Lauryldimethylamine oxide 0.5 Amphoteric polymer compound (A) 0.3 Polyoxyethylene (30) Stearyl ester 0.1 0.3 Amino-modified silicone Emulsion (A) 1.0 (* 1) Pyrolog ^ / Letamic acid isostearic acid P OE (30) Hard f hydrin oil 1. 8 Gallic acid 3, 5 Diglucoside 0.2 Methyl parabenzoate 0.1 0.1 Paraoxybenzoate Propyl acid 0.05 0.05 Benzoxybenzoic acid 0.1 Lactic acid appropriate amount (adjusted to pH 4.5) Fragrance composition C 0.15 Ethanol 23.0 Purified water balance
計 100. 0  Total 100. 0
〈調製法〉上記成分を混合溶解し、この混合溶液を非エアゾール型ポンプフォーム 器に充填し、非エアゾールフォーム剤とした。 <Preparation method> The above components were mixed and dissolved, and this mixed solution was filled into a non-aerosol type pump foam device to obtain a non-aerosol foam agent.
[実施例 17]  [Example 17]
下記組成力もなる洗 、流さな 、トリートメント用エアゾールスプレー剤を調製した。  An aerosol spray for treatment with the following compositional power was prepared.
[表 8]  [Table 8]
質量 (%) Mass (%)
D L—パントテニルァノレコーノレ 0. 5 ァミノ変性シリコーン (B) 0. 3 ベヘン酸ジメチルァミノプロピルアミ ド 0. 4 ガラクッロン酸 0. 1 トリイソステアリン酸 POE (40) 硬化ヒマシ油 0. 3 ォキシベンゾン 0. 1 加水分解シルク液 0. 6 (* 3) ヒ ドロキシプロピルキトサン液 0. 6 (* 4) リン酸 適量 (PH4. 5に調整) ェタノール 1 0. 0 精製水 残部 ジメチルエーテル 30. 0 計 100. 0 〈調製法〉ァミノ変性シリコーンとジメチルエーテルを除く成分を混合溶解し、この混合 溶液を耐圧アルミ缶に充填し、次いでァミノ変性シリコーンを添加した後、ティルト方 式のエアゾールバルブでクリンチした。最後にジメチルエーテルを充填し、エアゾー ルスプレー剤とした。 DL—Pantothenylanolone 0.5 Amino-modified silicone (B) 0.3 Dimethylaminopropyl amide behenate 0.4 Galacturonic acid 0.1 Triisostearic acid POE (40) Hardened castor oil 0.3 Oxybenzone 0.1 Hydrolyzed silk solution 0.6 (* 3) Hydroxypropyl chitosan solution 0.6 (* 4) Phosphoric acid appropriate amount (adjusted to PH 4.5) Ethanol 1 0. 0 Remaining purified water Dimethyl ether 30.0 Total 100. 0 <Preparation method> Components other than the amino-modified silicone and dimethyl ether were mixed and dissolved. The mixed solution was filled in a pressure resistant aluminum can, and then the amino-modified silicone was added, followed by clinching with a tilt type aerosol valve. Finally, dimethyl ether was filled into an aerosol spray.
[0049] [実施例 18]  [0049] [Example 18]
下記組成力もなる洗 、流さな 、トリートメント用ジエル剤を調製した。  A jeweler for treatment was prepared with the following composition.
[表 9]  [Table 9]
質量 (%) ヒ ドロキシェチノレセノレロース 0. 9 ステアリン酸ジメチルァミノプロピルアミ ド 0. 4 パルミチン酸ジメチルァミノプロピルアミ ド 0. 2 ァミノ変性シリコーンエマルシヨン (C) 1. 5 (* 5) ポリオキシエチレン (30) 硬化ヒマシ油 0. 5 ポリオキシプロピレン ( 14) ジグリセリルエーテル 0. 7 プロピレングリコール 3. 0 没食子酸 3 , 5 -ジグルコシド 0. 2 クェン酸 0. 1 タエン酸ナトリ ウム 0. 1 ピロリン酸ナトリ ウム 0. 05 グリコール酸 適量 (pH4. 0に調整) 香料組成物 A 0. 05 ジヒ ドロキシベンゾフエノン 0. 05 パラォキシ安息香酸メチル 0. 1 ェタノール 25. 0 精製水 残部 計 100. 0  Mass (%) Hydroxy Shetino Resenellose 0.9 Dimethylaminopropyl stearate 0.4 Dimethylaminopropyl palmitate 0.2 Camino modified silicone emulsion (C) 1.5 (* 5 ) Polyoxyethylene (30) Hardened castor oil 0.5 Polyoxypropylene (14) Diglyceryl ether 0.7 Propylene glycol 3.0 Gallic acid 3, 5-diglucoside 0.2 Cenic acid 0.1 Sodium sodium taenoate 0 1 Sodium pyrophosphate 0.05 Alcohol Glycolic acid (adjusted to pH 4.0) Fragrance composition A 0. 05 Dihydroxybenzophenone 0. 05 Methyl parabenzoate 0.1 Ethanol 25. 0 Balance of purified water Total 100. 0
〈調製法〉ヒドロキシェチルセルロースをプロピレングリコールに分散し、これに水をカロ えて溶解した後、残りの成分を混合した。さらに液の粘性がでるまで撹拌を続けた。こ の組成物をポンプ式容器に充填し、ジエル剤とした。このジエル剤の 25°Cでの粘度 は BL型粘度計(3号ローター, 12rpm)で測定した結果、 5Pa'sであった。 <Preparation method> Hydroxyethyl cellulose was dispersed in propylene glycol, and water was added thereto to dissolve it, and then the remaining components were mixed. Stirring was continued until the liquid became more viscous. This composition was filled into a pump-type container to obtain a jeweler. The viscosity of this jeweler at 25 ° C was 5 Pa's as a result of measurement with a BL type viscometer (3 rotor, 12 rpm).
[0050] [実施例 19] [0050] [Example 19]
下記組成力もなる洗 、流さな 、トリートメント用スプレー剤を調製した。  A spray for treatment with the following compositional power was prepared.
[表 10] 質量 (%) ジプロピレンダリコーノレ 1. 5 モノイソステアリ ン酸 POE 〔20) 硬化ヒマシ油 0. 2 ポリオキシエチレン (20) イソステアリルェ —テル 0. 5 ステアリン酸ジェチルアミノエチルアミ ド 0. 7 ラゥリルジメチルァミノ酢酸べタイン 0. 5 ァミノ変性シリ コーンエマルシヨン (B) 0 . 5 (* 2) ト リメチルグリシン 0. 3 ダル'クロノラタ トン 0. 6 シラ力.バエキス 1 . 0 (* 6 ) ユー力リエキス 0 . 5 (* 7) 紅茶エキス 0 . 5 (* 8 ) コハク酸 適量 1, p H 5 . 5に調整) パラォキシ安息香酸メチル 0. 1 香料組成物 E 0. 3 ェタノ一ノレ 1 5. 0 精製水 残部 計 100. 0 [Table 10] Mass (%) Dipropylene Dicornole 1.5 Monoisostearic acid POE [20] Hardened castor oil 0.2 Polyoxyethylene (20) Isostearyl ester 0.5 Tertiary diethylaminoethyl amide stearate 0 7 Lauryldimethylaminoacetate betaine 0.5 Amino modified silicone emulsion (B) 0.5 (* 2) Trimethylglycine 0.3 Dal 'chronolaton 0.6 0.6 Shira force. Ba extract 1.0 (* 6) Yuki Re extract 0.5 (* 7) Black tea extract 0.5 (* 8) Adjusted to succinic acid appropriate amount 1, pH 5.5) Methyl parabenzoate 0.1 Fragrance composition E 0.3 ETANONORE 1 5. 0 Purified water balance 100. 0
〈調製法〉上記成分を混合溶解し、この組成物を噴射口径 Φ0.25mmのポンプスプ レー容器に充填し、スプレー剤とした。 <Preparation method> The above components were mixed and dissolved, and this composition was filled in a pump spray container having an injection port diameter of 0.25 mm to obtain a spray agent.
[実施例 20] [Example 20]
下記組成からなる洗 、流さな 1、トリートメント用スプレー剤を調製した。  Washing, flowing 1, and treatment sprays with the following composition were prepared.
[表 11] [Table 11]
質量 (%) ポリオキシエチレン (40) 硬化ヒマシ油 0. 4 ステアリ ン酸ジメチルァミノプロピルアミ ド 0. 7 ァミノ変性シリ コーンエマルシヨ ン 〔A) 0. 5 1 ) 没食子酸 3, 5 -ジグルコシド 0. 2 テ トラオレイン酸 POE (40) ソルビッ ト 0. 5 ソノレビトール 3. 0 エチレンジァミン四酢酸四ナトリウム 0. 05 グリコール酸 適量 ( p H 4. 5に調整) パラォキシ安息香酸メチル 0. 1 香料組成物 C 0. 05 ェタノール 15. 0 精製水 残部 計 100. 0 Mass (%) Polyoxyethylene (40) Hardened castor oil 0.4 Dimethylaminopropyl amide stearate 0.7 Amino-modified silicone emulsion [A] 0.5 1 1) Gallic acid 3, 5-diglucoside 0. 2 Tetraoleic acid POE (40) Sorbite 0.5 Sonorbitol 3.0 Ethylenediammine tetraacetate 0.05 Sodium glycolate Suitable amount (adjusted to pH 4.5) Methyl parabenzoate 0.1 Fragrance composition C 0 05 Ethanol 15.0 Purified water balance Total 100. 0
〈調製法〉上記成分を混合溶解し、この組成物を噴射口径 Φ0.4mmのトリガースプ レー容器に充填し、スプレー剤とした。 <Preparation method> The above components were mixed and dissolved, and this composition was filled in a trigger spray container having an injection port diameter of Φ0.4 mm to obtain a spray agent.
[実施例 21] [Example 21]
下記組成力 なるヘアリンス剤を調製した。  A hair rinse agent having the following composition was prepared.
[表 12] [Table 12]
質量 (%)Mass (%)
(a) (a)
ラジメチルァミノ安息香酸 2—ェチルへキシル 0. 0 5 2-Diethylhexyl ladimethylaminobenzoate 0. 0 5
4 t e r t プチ 4 ' ーメ トキシージベンゾィ メタン 0. 0 5 ミ リスチン酸イソステアリル 1. 0 両性高分子化合物 (B) 1. 5 パルミチン酸ジメチルァミノプロピルアミ ド 2. 0 ステアリルアルコール 4. 0 ポリオキシエチレン (20) 硬化ヒマシ油 1. 0 プロピレングリコール 5. 0 ァミノ変性シリコーンエマルシヨン (A) 1. 0 (* 1 ) (b) 4 tert Petite 4'-methoxydibenzoy methane 0. 0 5 Isostearyl myristate 1.0 Amphoteric polymer (B) 1.5 Dimethylaminopropyl amide palmitate 2.0 Stearyl alcohol 4.0 Polyoxyethylene (20) Hardened castor oil 1.0 Propylene glycol 5.0 Amino modified silicone emulsion (A) 1.0 (* 1) (b)
ハマメリス抽出液 0. 5 * 9) 乳酸 0. 2 リンゴ酸 適量 (pH 3. 7に調整) 精製水 残部 Hamamelis extract 0.5 * 9) Lactic acid 0.2 Appropriate amount of malic acid (adjusted to pH 3.7) Purified water remainder
(c) (c)
ェタノ一 3. 0 香料組成物 A 0. 3 計 100. 0  Etano 3.0 Perfume composition A 0. 3 Total 100. 0
〈調製法〉(a)成分を 70°Cに加温し良く撹拌した状態で、同じく 70°Cに加温した (b) の混合溶液を撹拌しながら添加した。この混合溶液を撹拌しながら 50°Cまで冷却し、 (c)成分を添加し、ヘアリンス剤とした。この組成物の乳化平均粒子径は 3 /zmで、 2 5°Cでの粘度は BM型粘度計 (4号ローター, 30rpm)で測定した結果、 6Pa'sであつ た。 <Preparation method> While the component (a) was heated to 70 ° C and stirred well, the mixed solution of (b) which was also heated to 70 ° C was added with stirring. The mixed solution was cooled to 50 ° C. with stirring, and component (c) was added to obtain a hair rinse. The average emulsion particle size of this composition was 3 / zm, and the viscosity at 25 ° C. was 6 Pa's as a result of measurement with a BM type viscometer (No. 4 rotor, 30 rpm).
実施例 15 21の各ケラチン処理剤を、上記と同様に風合い改善効果、繰り返し感 触、黄変抑制効果を評価した。結果を表 13に示す。これらの実施例も結果は良好で めつに。  Example 15 Each keratin treating agent of 21 was evaluated in the same manner as described above for the texture improving effect, repeated feel, and yellowing inhibiting effect. The results are shown in Table 13. These examples also show good results.
[表 13] [Table 13]
実施例  Example
15 16 17 18 19 20 21  15 16 17 18 19 20 21
風合い改善効果  Texture improvement effect
繰り返し感触  Repeated feel
黄変抑制効果 [0054] 下記に各例で使用した原料を示す。香料組成物 A, B, C, D, Eは、特開 2003— 9Yellowing suppression effect [0054] The raw materials used in each example are shown below. Perfume compositions A, B, C, D, E are disclosed in JP 2003-9
5895号公報の表 5〜 19に記載した香料組成物 A〜Eに準ずる。 According to perfume compositions A to E described in Tables 5 to 19 of 5895.
[0055] [表 14] [0055] [Table 14]
Figure imgf000023_0001
Figure imgf000023_0001
[0056] [表 15] シラ エキス *6 シラカ 抽出液 丸善製薬 (株) ユーカリエキス *7 ユーカリ抽出液 香栄興業 (株)[0056] [Table 15] Shira extract * 6 Shiraka extract Maruzen Pharmaceutical Co., Ltd. Eucalyptus extract * 7 Eucalyptus extract Koei Kogyo Co., Ltd.
¾Ε エキス *8 紅茶リキッド 一丸ファルコス(株) ハマメリス抽出液 *9 フアルコレックス ハマメリス B 一丸ファルコス(株) ステアリルアルコール コノ一ル 30SS 新日本理化 (株) ミリスチン酸イソステアリル KAK I ..S .L 高級アルコール工業(株) 才キシへ'ン ンスルホン酸 シーソーフ' 10 1 S シダロ化成(株) 才キシへ"ンソ"ン シ一ソ一フ' 10 1 シダロ化成(株) シ "ヒ卜"口キシへ Ί 'ンゾ Ί 'フエノン シ一ゾ一フ Ί00 シダロ化成(株)¾Ε extract * 8 Black tea liquid Ichimaru Falcos Co., Ltd. Hamamelis extract * 9 FULCOLEX Hamameris B Ichimaru Falcos Co., Ltd. Stearyl Alcohol Conol 30SS Shin Nippon Rika Co., Ltd. Isostearyl myristate KAK I .. S .L Alcohol Industry Co., Ltd. Seitaro Chemical Co., Ltd. 10 1 S Sidaro Kasei Co., Ltd. Seitaro Kasei Co., Ltd. 10 1 Ί ' NzoΊ ' Phenon Shizozofu Ί00 Shidaro Kasei Co., Ltd.
4 tert—フ"チル— 4,—メトキシ―シ "へ ン ィル 4 tert-Futhyl-4, -methoxy-hexyl
ハ。ルゾール 1 789 シ"ホ"タ'1ンルール メタン C. Ruzoru 1 789 death "ho" data '1 Nruru methane
安息香酸ナトリウム 安息香酸ナトリウム 大日本製薬 (株) ハ 才キシ安息香酸メチル 二ハ "ン Μ ニハ Sodium benzoate Sodium benzoate Dainippon Pharmaceutical Co., Ltd. C. Methyl methyl benzoate Nihan Niha
ハ 才キシ安息香酸ダロピル ニハ °ソ'ール Μ C, daropiroxy benzoate, Niha ° Saul Μ
ハ ラシ'メチルァミノ安息香酸- 2 -ェチル Mustard 'methylaminobenzoic acid-2-ethyl
エスカロ一ル 507 Van Dyk へキシル  Escalor 507 Van Dyk Hexil
タェン酸 クェン 磐田化学 (株) タエン酸ナトリウム クエレ酸ナトリウム 磐田化学 (株) 乳酸 90。/。乳酸 昭和化工 (株) タ "リコール酸 ク"リヒ °ユア 70 テ'ュホ。ン Taenate Quen Kamata Chemical Co., Ltd. Sodium Taenoate Quereate Sodium Kamata Chemical Co., Ltd. Lactic acid 90. /. Lactic acid Showa Kako Co., Ltd. “Recall Acid” Rich Yua 70 Tyuho. N
コハタ酸 コハク酸 協和発酵工業 (株) リンコ"酸 DL リンコ ·'サン 協和発酵工業 (株) ピロリン酸ナトリウム ピロリン酸ソ一タ" 太平化学産業 (株) リン酸 リン酸 太平化学産業 (株) 塩酸 塩酸 純正化学 (株) エタノール 95。/。合成ヱタノール 信和アルコ-ル産業(株) 液化石油がス(0*49MPa) LPG(0 .49M Pa) 大洋液化力'ス (株) シ'メチルエーテル D ME 三井東圧 Succinic acid Succinic acid Kyowa Hakko Kogyo Co., Ltd. Rinko "Acid DL Rinko 'San Kyowa Hakko Kogyo Co., Ltd. Sodium pyrophosphate Soyota pyrophosphate" Taihei Chemical Industry Co., Ltd. Phosphoric acid Taihei Chemical Industry Co., Ltd. Hydrochloric acid Hydrochloric acid Junsei Chemical Ethanol 95. /. Synthetic Tananol Shinwa Alcohol Industry Co., Ltd. Liquefied Petroleum (0 * 49MPa) LPG (0.49M Pa) Taiyo Liquefied Power Co., Ltd. Shi Methyl Ether D ME Mitsui Toatsu
* 1 配合量はァミノ変性シリコーン量を示した。 * 1 The compounding amount indicates the amount of amino-modified silicone.
* 2 配合量はァミノ変性シリコーン量を示した。  * 2 The compounding amount indicates the amount of amino-modified silicone.
* 3 配合量は溶媒を含めた全量で示した。  * 3 The compounding amount is shown as the total amount including the solvent.
* 4 配合量は溶媒を含めた全量で示した。 * 4 The compounding amount is shown as the total amount including the solvent.
* 5 配合量はァミノ変性シリコーン量を示した。  * 5 The compounding amount indicates the amount of amino-modified silicone.
* 6 配合量は溶媒を含めた全量で示した。 * 6 The compounding amount is shown as the total amount including the solvent.
* 7 配合量は溶媒を含めた全量で示した。  * 7 The compounding amount is shown as the total amount including the solvent.
* 8 配合量は溶媒を含めた全量で示した。 * 8 The compounding amount is shown as the total amount including the solvent.
* 9 配合量は溶媒を含めた全量で示した。  * 9 The compounding amount is shown as the total amount including the solvent.

Claims

請求の範囲 (A)下記一般式 (1) R1 - CO - NH - R2 - N (R3) (1) 2 (式中、 R1は直鎖もしくは分岐鎖の炭素数 11〜25のアルキル基、ァルケ-ル基、又 はヒドロキシアルキル基を示し、 R2は炭素数 1〜3のアルキレン基、 R3は炭素数 1〜3 のアルキル基を示す。 ) で表されるアミドアミン化合物と、 (B)硬化ヒマシ油誘導体と、 (C)下記一般式 (2)又は(3) Claims (A) R1-CO-NH-R2-N (R3) (1) 2 (wherein R1 is a linear or branched alkyl group having 11 to 25 carbon atoms, alkke R2 represents an alkylene group having 1 to 3 carbon atoms, R3 represents an alkyl group having 1 to 3 carbon atoms, and (B) a cured castor. An oil derivative, and (C) the following general formula (2) or (3)
[化 1] [Chemical 1]
Figure imgf000025_0001
Figure imgf000025_0001
[式中、 R4はそれぞれ独立に、ヒドロキシル基、炭素数 1〜28のアルキル基、又は R7 0 (R80)R9 (但し、 R7及び R8はそれぞれ独立に、炭素数 1〜4のアルキレン基、 R9は 水素原子又は炭素数 1〜22のアルキル基を示す。)であり、 R5はメチル基又はヒドロ キシル基を示す。 R6は下記構造式 (4)又は(5) [In the formula, R 4 is independently a hydroxyl group, an alkyl group having 1 to 28 carbon atoms, or R 7 0 (R 8 0) R 9 (wherein R 7 and R 8 are each independently 1 An alkylene group of ˜4, R 9 represents a hydrogen atom or an alkyl group having 1 to 22 carbon atoms, and R 5 represents a methyl group or a hydroxyl group. R 6 represents the following structural formula (4) or (5)
-R10-NRU (CH ) NR12 …( -R 10 -NR U (CH) NR 12 … (
R1U— NR" (CH ) NTR A (5) R 1U — NR "(CH) N T RA (5)
(式中、 R1Uは炭素数 3〜6の 2価炭化水素基、 Ruは水素原子、又は炭素数 1〜4のァ ルキル基を示し、 R12は水素原子、又は炭素数 1〜4の 1価炭化水素基を示し、 Aはハ ロゲン原子、又は炭素数 1〜4のアルキル硫酸基、 aは 1〜4の整数を示す。 ) で表されるアミノ基又はアンモ-ゥム基を有する置換基を示す。 m1は 10〜: L0, 000、 nは 1〜1, 000、 mは 50〜: LO, 000、 nは 10〜: LO'000を示す。 ] (Wherein, R 1U represents a divalent hydrocarbon group, R u is hydrogen or § alkyl group having 1 to 4 carbon atoms having 3 to 6 carbon atoms, R 12 is a hydrogen atom, or 1 to 4 carbon atoms A represents a halogen atom or an alkyl sulfate group having 1 to 4 carbon atoms, and a represents an integer of 1 to 4.) An amino group or an ammonia group represented by The substituent which has is shown. m 1 is 10 ~: L0, 000, n represents 1 to 1,000, m represents 50 to: LO, 000, and n represents 10 to: LO'000. ]
で表されるシリコーン類と With silicones represented by
を含有し、 (B) / (C)で表される (B)成分と(C)成分の質量比が 1Z5〜5Z1である ことを特徴とするケラチン繊維処理剤。 A keratin fiber treating agent, wherein the mass ratio of the component (B) and the component (C) represented by (B) / (C) is 1Z5 to 5Z1.
(A)下記一般式 (1)  (A) The following general formula (1)
R1 - CO - NH - R2 - N (R3) …ひ) R 1 -CO-NH-R 2 -N (R 3 )… hi)
2  2
(式中、 R1は直鎖もしくは分岐鎖の炭素数 11〜25のアルキル基、ァルケ-ル基、又 はヒドロキシアルキル基を示し、 R2は炭素数 1〜3のアルキレン基、 R3は炭素数 1〜3 のアルキル基を示す。 ) (Wherein R 1 represents a linear or branched alkyl group having 11 to 25 carbon atoms, a alkenyl group, or a hydroxyalkyl group, R 2 represents an alkylene group having 1 to 3 carbon atoms, and R 3 represents Represents an alkyl group having 1 to 3 carbon atoms.)
で表されるアミドアミン化合物と、 An amidoamine compound represented by:
(B)硬化ヒマシ油誘導体と、  (B) a hardened castor oil derivative;
(C)下記一般式 (2)又は(3)  (C) The following general formula (2) or (3)
[化 2] [Chemical 2]
Figure imgf000026_0001
Figure imgf000026_0001
[式中、 R4はそれぞれ独立に、ヒドロキシル基、炭素数 1〜28のアルキル基、又は R7 0 (R80)R9 (但し、 R7及び R8はそれぞれ独立に、炭素数 1〜4のアルキレン基、 R9は 水素原子又は炭素数 1〜22のアルキル基を示す。)であり、 R5はメチル基又はヒドロ キシル基を示す。 R6は下記構造式 (4)又は(5) [In the formula, R 4 is independently a hydroxyl group, an alkyl group having 1 to 28 carbon atoms, or R 7 0 (R 8 0) R 9 (wherein R 7 and R 8 are each independently 1 An alkylene group of ˜4, R 9 represents a hydrogen atom or an alkyl group having 1 to 22 carbon atoms, and R 5 represents a methyl group or a hydroxyl group. R 6 represents the following structural formula (4) or (5)
-R10-NRn (CH ) NR12 …( -R 10 -NR n (CH) NR 12 … (
2 a 2  2 a 2
-R10-NRn (CH ) N+R12 Α— · '· (5) -R 10 -NR n (CH) N + R 12 Α— · '· (5)
2 a 3  2 a 3
(式中、 R1Gは炭素数 3〜6の 2価炭化水素基、 R11は水素原子、又は炭素数 1〜4のァ ルキル基を示し、 R ま水素原子、又は炭素数 1〜4の 1価炭化水素基を示し、 Aはハ ロゲン原子、又は炭素数 1〜4のアルキル硫酸基、 aは 1〜4の整数を示す。 ) で表されるアミノ基又はアンモ-ゥム基を有する置換基を示す。 m1は 10〜: LO, 000、 n1は 1〜1, 000、 m2は 50〜: L0, 000、 n2は 10〜: LO'000を示す。 ] (In the formula, R 1G is a divalent hydrocarbon group having 3 to 6 carbon atoms, R 11 is a hydrogen atom, or an alkyl group having 1 to 4 carbon atoms. R represents a alkyl group, R represents a hydrogen atom or a monovalent hydrocarbon group having 1 to 4 carbon atoms, A represents a halogen atom or an alkyl sulfate group having 1 to 4 carbon atoms, a represents an integer of 1 to 4 Show. ) Represents a substituent having an amino group or an ammonium group. m 1 represents 10 to: LO, 000, n 1 represents 1 to 1,000, m 2 represents 50 to: L0, 000, and n 2 represents 10 to: LO'000. ]
で表されるシリコーン類と、 Silicones represented by
(D)ポリフエノール類と  (D) with polyphenols
を含有するケラチン繊維処理剤。 Containing a keratin fiber treatment agent.
PCT/JP2006/317200 2005-09-07 2006-08-31 Agent for treatment of keratin fiber WO2007029590A1 (en)

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JP2011511830A (en) * 2008-02-11 2011-04-14 ザ プロクター アンド ギャンブル カンパニー Method and composition for shortening hair drying time
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