JP2009263331A - Hair conditioning composition - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a low-scent hair conditioning composition that allows hair to be kept neatly in place and moisturized when finished, without causing greasy stickiness. <P>SOLUTION: The hair conditioning composition includes the following components (A), (B) and (C), and contains no more than 80 ppm of R<SP>1</SP>OH (in the formula, R<SP>1</SP>represents a linear or branched alkyl group or alkenyl group having 8 to 12 carbon atoms). (A) is a compound represented by a general formula (1) R<SP>1</SP>O-(PO)n/(EO)m-R<SP>2</SP>(in the formula, R<SP>1</SP>represents a linear or branched alkyl group or alkenyl group having 8 to 12 carbon atoms, PO represents a propyleneoxy group, EO represents an ethyleneoxy group, the average number of moles added (n) is 1.5 to 3.0, the average number of moles added (m) is 0 to 1.0, and R<SP>2</SP>represents a hydrogen atom or a methyl group), (B) is a surfactant other than component (A), and (C) is an oily component. <P>COPYRIGHT: (C)2010,JPO&amp;INPIT

Description

  The present invention relates to a hair conditioning composition, and more particularly to a type of hair conditioning composition that is washed away.

  The hair is damaged by the environment (ultraviolet rays and heat from sunlight, drying), daily hair care behavior (hair washing and brushing, the heat of a dryer), and chemical treatment (coloring, permanent, etc.). For this reason, various hair rinses, hair conditioners, and the like have been developed in order to increase the friction and return the crisp hair surface to a smooth feel.

Patent Document 1 discloses that a cationic group-containing polymer, polyoxyethylene polyoxypropylene alkyl ether, polyoxypropylene alkyl ether, polyoxypropylene alkyl ether, or polyoxyethylene with a good elongation and flexibility when applied to hair. Hair rinsing compositions containing polyoxypropylene alkyl ethers and mixtures of polyoxypropylene alkyl ethers are disclosed.
In Patent Document 2, a polyoxyalkylene compound obtained by addition polymerization of an alkylene oxide to a monohydric or polyhydric alcohol, with the object of increasing hair styling power, moisturizing hair, and being moist, supple and non-sticky And a hair cosmetic containing a cross-linked polyacrylic acid polymer.
In Patent Document 3, there is no stickiness and oiliness, and an object is to impart a good feel to damaged hair. Alkyl polyalkylene glycol ethers, cationic surfactants, and alkyls having 12 to 40 carbon atoms A hair cosmetic containing a fatty acid having a group is disclosed.
In Patent Document 4, as a composition used for producing a keratin fiber dyeing or bleaching composition, (a) a linear or branched oxyethylenated and / or oxypropylenated and / or polyglycerolated fatty alcohol is used. 14-50% of the mixture of selected nonionic surfactants, the mixture has an HLB in the sense that Griffin used is not lower than 14 The HLB value in the meaning used by at least one surfactant A and Griffin is lower than 1 Rather, it discloses a cosmetic composition comprising a specific proportion of non-ionic surfactant B lower than 10 and containing (b) 0.05 to 10% cationic or amphoteric real polymer.
However, in these conventional techniques, if the hair is clumped, that is, if the splash hair is prevented, a sticky feeling is produced, while if trying to prevent the sticky feeling, there is a problem that the hair clumps are insufficient. It was not possible to achieve a moisturizing feeling without stickiness.
Japanese Unexamined Patent Publication No. 62-132812 JP-A-1-106812 JP-A-4-230614 JP-A-7-267836

  This invention makes it a subject to provide the conditioning composition for hair which can provide a good unity and a moisturizing feeling while being excellent in the oiliness feeling by hand-transfer at the time of finishing.

  In view of such circumstances, the present inventor has conducted extensive research and has found that polyoxyethylene polyoxy having a relatively short chain alkyl group and a small number of polyoxyethylene and polyoxypropylene within a certain range. Conditioning composition for hair containing propylene alkyl ether, surfactant and oil component has no oily stickiness at the finish and does not impair the volume of hair compared to commonly used oils The present invention was completed by finding that it can give a good unity and a moisturizing feeling and has a low odor.

That is, the present invention contains the following components (A), (B) and (C), and R ¹ OH (wherein R ¹ is a linear or branched alkyl group or alkenyl having 8 to 12 carbon atoms). A hair conditioning composition having a content of 80 ppm or less.
(A) General formula (1)
^{R 1 O- (PO) n /} (EO) m-R 2 (1)
(In the formula, R ¹ represents a linear or branched alkyl group or alkenyl group having 8 to 12 carbon atoms, PO represents a propyleneoxy group, EO represents an ethyleneoxy group, and the average added mole number n is 1. A compound having a number of 0.5 to 3.0, an average added mole number m of 0 to 1.0, and R ² represents a hydrogen atom or a methyl group. (C) Oil component

  ADVANTAGE OF THE INVENTION According to this invention, while being excellent in the oil-based feeling by hand transfer at the time of finishing, the low odor hair conditioning composition which can provide a favorable unity and a moisturizing feeling is obtained.

In the general formula (1) of the component (A), R ¹ is a linear or branched alkyl group or alkenyl group having 8 to 12 carbon atoms, preferably 8 to 10 carbon atoms. A chain or branched alkyl group is preferred. From the viewpoint of low bromide and hair unity, R ¹ preferably has 8 carbon atoms. In the case of mixed alkyl, R ¹ has 50 mole% or more, more preferably 80 mole% or more, and particularly 98 mole% or more. Is preferred. When the carbon number of R ¹ exceeds 12, the hair is supple and has a moisturizing feeling, but it is inferior to the hair unity and increases the oily feeling due to hand transfer, which is not preferable. Moreover, when it is less than 8, it may be inferior to a unity and a moisturizing feeling. In particular, 8 to 10 carbon atoms of R ¹ are excellent in the softness of the hair. The hair conditioning composition of the present invention is excellent in oiliness by hand transfer, and is excellent in hair cohesion and moisturizing. The component (A) has both properties of a surfactant and an oily component. It is thought that it is because.

In the general formula (1) of the component (A), PO and EO may be block or random, but the block is preferable, and (PO) n / (EO) m is based on R ¹ O from the viewpoint of low bromide. More preferably, (PO) n and (EO) m are arranged in the order of (addition) in the order of (PO) n and (EO) m.

In the compound of the general formula (1) of the component (A), the average number of added moles n and m are limited by the balance of odor, moisturizing feeling and hair unity. That is, when the average number of added moles n and m is small, the content of the raw material alcohol increases, the odor increases, and the moisturizing feeling and hair unitiness decrease. On the other hand, if the average number of added moles n and m is large, the elongation at the time of application is good, but it is not preferable because it is inferior to the hairiness and oiliness due to hand transfer.
The average added mole number n indicates a number of 1.5 to 3.0 from the viewpoints of odor and oiliness due to handing, moisturizing feeling, and hair unity, but 2.0 to 3.0, and further 2.2 to 2 .8 is preferred.
The average added mole number m represents a number of 0 to 1.0 from the viewpoint of unity of hair, but 0 to 0.5 is preferable and 0 is preferable.
In addition, n + m is preferably 1.5 to 4.0, more preferably 1.5 to 3.0, particularly 2.0 to 2.8 from the viewpoints of odor and oiliness due to transfer, moisturizing feeling, and hair unity. preferable.

Since the average addition mole numbers n and m in the general formula (1) are averages, the addition mole numbers of individual molecules have a distribution. Regarding the distribution of the number of added moles of PO among the number of added moles, the number of added moles of PO contained in the component (A) is 1 to 5 from the viewpoints of oiliness, moisturizing feeling, and unity of hair. The total proportion of the compounds having 2 and 3 PO added moles in the compound is preferably 58 to 80 mol%, more preferably 60 to 70 mol%.
Furthermore, from the viewpoint of oiliness, moisturizing feeling, massiness of hair and production by hand transfer, the compound having 1 addition mole of PO in the 1 to 5 addition moles of PO contained in the component (A). The proportion is preferably 10 to 25 mol%, the proportion of the compound with 2 addition moles of PO is preferably 34 to 40 mol%, the proportion of the compound with 3 addition moles of PO is preferably 20 to 30 mol%, The ratio of the compound having 4 addition moles is preferably 9 to 18 mol%, and the ratio of the compound having 5 addition moles of PO is preferably 3 to 9 mol%.
The average added mole numbers n and m can be determined by ¹ H-NMR. The distribution of the number of moles of PO added can be determined by gas chromatography, which will be described later. The above value is determined by paying attention to the compound to which only PO is added even when EO is added.

R ² in the general formula (1) represents a hydrogen atom or a methyl group, and is preferably a hydrogen atom.

  Ingredient (A) is 0.1 to 10% by weight, further 0.1 to 7% by weight, more preferably 0.3% from the viewpoint of oiliness, moisturizing feeling, and hair uniting by hand transfer in the hair conditioning composition. It is preferably contained at -5% by weight, particularly 1-5% by weight.

In addition, in general formula (1), n = m = 0 and R ² is a hydrogen atom, R ¹ OH (wherein R ¹ is a linear or branched alkyl group or alkenyl having 8 to 12 carbon atoms) compounds represented by a group.), in particular R ¹ OH (wherein, R ¹ is a compound represented by.) showing a linear or branched alkyl group or alkenyl group having 8 to 10 carbon atoms, lower From the viewpoints of bromide, moisturizing feeling and hair unity, 3000 ppm or less is preferable in the component (A), 2000 ppm or less, further 1500 ppm or less, even more preferably 1000 ppm or less, and particularly preferably 500 ppm or less.
The component (A) used in the present invention uses a basic catalyst and R ¹ OH (wherein R ¹ is a linear or branched alkyl group or alkenyl having 8 to 12 carbon atoms, preferably 8 to 10 carbon atoms). Can be obtained by reacting propylene oxide or propylene oxide and ethylene oxide with the raw material alcohol represented by the following formula, and then distilling off the raw material alcohol. Propylene oxide and ethylene oxide to be added during the reaction can be obtained. The average added mole number of is preferably the above-mentioned values of n, m, and n + m.
Accordingly, R ¹ OH contained in the component (A) is derived from the raw material alcohol, and in the general formula (1) of the component (A), when R ¹ has 8 to 10 carbon atoms, the component (A The carbon number of R ¹ of R ¹ OH contained in (8) is also 8-10.

As the basic catalyst, potassium hydroxide, sodium hydroxide, lithium hydroxide, sodium alkoxide or the like is used, and 0.1 to 5 mol% of the raw material alcohol represented by R ¹ OH is preferable, and 0.1 to 2 mol% is preferable. More preferred. The reaction temperature is preferably 80 to 200 ° C, more preferably 110 to 160 ° C, and the reaction pressure is preferably 0.1 to 0.8 MPa, more preferably 0.1 to 0.6 MPa.
The reaction product can be subjected to distillation as it is, but the basic catalyst can also be removed by distillation after removing the basic catalyst with a neutralizing agent or an adsorbent. Distillative distillation of raw material alcohol means distilling off raw material alcohol by distillation or steam treatment, or combining distillation and steam treatment. The steam treatment means that steam is blown into the reaction composition, and raw alcohol is distilled out of the system together with the steam. Preferred distillation conditions are as follows.
Temperature: 80-200 ° C, preferably 80-150 ° C.
Pressure: 27 kPa (200 torr) or less, preferably 6 kPa (45 torr) or less.
Water vapor amount: 0 to 50 parts by weight with respect to 100 parts by weight of the reaction composition.

The hair conditioning composition of the present invention further contains a component (B) surfactant.
The surfactant of component (B) is considered to promote the adhesion of component (A) to hair while stably blending component (A). One or more surfactants selected from the group consisting of anionic surfactants, nonionic surfactants, amphoteric surfactants and cationic surfactants, nonionic surfactants, cationic surfactants An agent is preferable, and a cationic surfactant is particularly preferable.

  As the cationic surfactant, a quaternary ammonium salt type cationic surfactant or a tertiary amine type cationic surfactant is preferable. As the quaternary ammonium salt type cationic surfactant, those represented by the general formula (2) are preferable, and as the tertiary amine type cationic surfactant, those represented by the general formula (3) are preferable.

[Wherein, one or two of R ³ , R ⁴ , R ⁵ and R ⁶ are -O-, -CONH-, -NHCO-, -OCO- or- A hydrocarbon group or an aliphatic acyloxy (polyethoxy) ethyl group, which may be separated by a functional group represented by COO- or substituted with -OH, and the rest independently represents an alkyl group having 1 to 4 carbon atoms or A hydroxyalkyl group or a polyoxyethylene group is represented, and X ⁻ represents a halide ion or an organic anion. ]

[In the formula, one of R ^{7 to} R ⁹ is a functional group represented by —O—, —CONH—, —NHCO—, —OCO— or —COO— having a total carbon number of 8 to 35. The hydrocarbon group which may be divided or substituted with -OH is shown, and the rest independently represents an alkyl group having 1 to 4 carbon atoms. ]

In the general formula (2), among R ³ , R ⁴ , R ⁵ and R ⁶ , the hydrocarbon group is a saturated or straight chain or branched chain having 8 to 35 carbon atoms, An unsaturated hydrocarbon group, preferably having a total carbon number of 12 to 28, more preferably a total carbon number of 12 to 25, and the hydrocarbon group includes -O- (oxy group), -CONH- (amide group) ), -NHCO- (carbamoyl group), -OCO- (oxycarbonyl group) or -COO- (acyloxy group), which is a hydrocarbon group which may be separated by a functional group, and the hydrocarbon group May have —OH (hydroxyl group) as a substituent.
Examples of the alkyl group or hydroxyalkyl group or polyoxyethylene group having 1 to 4 carbon atoms include methyl group, ethyl group, propyl group, isopropyl group, butyl group, t-butyl group, hydroxyethyl group, hydroxypropyl group and the like. Of these, a methyl group and an ethyl group are preferable, and a methyl group is more preferable. The polyoxyethylene group preferably has a total number of added moles of 10 or less.
Specific examples of X ⁻ include halogen ions such as Cl ⁻ and Br ⁻ , alkyl sulfate ions having 1 to 5 carbon atoms (CH ₃ SO ₄ ⁻ , C ₂ H ₅ SO ₄ ⁻ , C ₃ H ₇ SO ₄ ^{− and the} like). ), An alkyl carbonate ion (CH ₃ CO ₃ ⁻ ) and the like, and Cl ⁻ , Br ⁻ , CH ₃ SO ₄ ⁻ , C ₂ H ₅ SO ₄ ⁻ , and CH ₃ CO ₃ ⁻ are preferable. The aliphatic acyloxy (polyethoxy) ethyl group is preferably an acyl group having 8 to 22 carbon atoms, and the polyethoxy group has an average addition mole number of 0 to 5, and may or may not have a polyethoxy group.
Examples of the quaternary ammonium salt type cationic surfactant represented by the general formula (2) include mono long chain alkyl (carbon number 12 to 28) quaternary ammonium salt, di long chain alkyl (carbon number 12 to 28) quaternary. Ammonium salt, branched chain alkyl (carbon number 12-28) quaternary ammonium salt, alkylamide (carbon number 12-28) alkyl (carbon number 1-5) quaternary ammonium salt, N-hydrocarbon (carbon number 12-28) ) Carbamoylalkyl (carbon number 1-5) quaternary ammonium salt, acyl (carbon number 12-28) oxyalkyl (carbon number 1-5) quaternary ammonium salt, alkyl or alkenyl (carbon number 12-28) oxyalkyl ( C1-C5) A quaternary ammonium salt is mentioned.

  Mono long chain alkyl (C12-28) quaternary ammonium salts include stearyl trimethylammonium chloride, myristyltrimethylammonium chloride, cetyltrimethylammonium chloride, aralkyltrimethylammonium chloride, behenyltrimethylammonium chloride, lauryltrimethylammonium chloride, N -Stearyl-N, N, N-tri (polyoxyethylene) ammonium chloride (total 3 mol addition).

  Examples of the di long-chain alkyl or alkenyl (C12-28) quaternary ammonium salt include distearyldimethylammonium chloride, dioleyldimethylammonium chloride, dipalmitylmethylhydroxyethylammonium methosulfate, diisostearyldimethylammonium methosulfate, Examples include di [(2-dodecanoylamino) ethyl] dimethylammonium chloride, di [(2-stearoylamino) propyl] dimethylammonium etosulphate, and the like.

  Examples of branched alkyl (12 to 28 carbon atoms) quaternary ammonium salts include 2-decyltetradecyltrimethylammonium chloride, 2-dodecylhexadecyltrimethylammonium chloride, di-2-hexyldecyldimethylammonium chloride, di-2-octyl And dodecyldimethylammonium chloride.

  Examples of the alkylamide (carbon number 12 to 28) alkyl (carbon number 1 to 5) quaternary ammonium salt include stearamide propyl quaternary ammonium salt. Examples of N-hydrocarbon (C12-28) carbamoylalkyl (C1-5) quaternary ammonium salts include N-stearylcarbamoylpropyl quaternary ammonium salts. Examples of acyl (C12-28) oxyalkyl (C1-5) quaternary ammonium salts include stearoylpropyl quaternary ammonium salts. Examples of the hydrocarbon (C12-28) oxyalkyl (C1-5) quaternary ammonium salt include octadecyloxypropyltrimethylammonium chloride.

In General Formula (3), one of R ^{7 to} R ⁹ is a linear or branched saturated or unsaturated hydrocarbon group having a total carbon number of 8 to 35, preferably a total carbon number of 12 to 28, more preferably a total of 12 to 25 carbon atoms, and the hydrocarbon group is divided by a functional group represented by -O-, -CONH-, -NHCO-, -OCO- or -COO- or -OH The hydrocarbon group which may be substituted by is shown, and the rest independently represents an alkyl group having 1 to 4 carbon atoms.
As C1-C4, a methyl group, an ethyl group, a propyl group, an isopropyl group, a butyl group, a t-butyl group etc. are mentioned, Especially, a methyl group and an ethyl group are preferable, and a methyl group is more preferable.
Preferable specific examples of the tertiary amine type compound include N, N-dimethyloctadecyloxypropylamine, stearamidepropyldimethylamine and the like.

  As the tertiary amine type cationic surfactant, the tertiary amine type compound represented by the general formula (3) may be used as it is, or an acid addition salt thereof may be used. As the acid, an inorganic acid or an organic acid is used.

Nonionic surfactants include polyoxyalkylene sorbitan fatty acid esters, polyoxyalkylene sorbit fatty acid esters, polyoxyalkylene glycerin fatty acid esters, polyoxyalkylene fatty acid esters, and polyoxyalkylene alkyl ethers other than component (A). , Polyoxyalkylene alkyl phenyl ethers, polyoxyalkylene (cured) castor oils, sucrose fatty acid esters, polyglycerin alkyl ethers, polyglycerin fatty acid esters, alkyl glycosides and the like. Among these, alkyl glycosides, polyoxyethylene (C ₈ -C ₂₀ ) alkyl ether (preferably having an average addition mole number of EO of 3-50), polyoxyethylene sorbitan fatty acid ester, polyoxyethylene hydrogenated castor oil, fatty acid alkanol Amides are preferred.

Moreover, an anionic surfactant and an amphoteric surfactant can also be used as a surfactant as long as the effects of the present invention are not impaired.
As the anionic surfactant, those of sulfuric acid type, sulfonic acid type, carboxylic acid type, phosphoric acid type and amino acid type are preferable, for example, alkyl sulfate, polyoxyalkylene alkyl ether sulfate, polyoxyalkylene alkenyl ether sulfate. , Sulfosuccinic acid alkyl ester salt, polyoxyalkylene sulfosuccinic acid alkyl ester salt, polyoxyalkylene alkyl phenyl ether sulfate, alkane sulfonate, acyl isethionate, acylmethyl taurate, higher fatty acid salt, polyoxyalkylene alkyl ether acetic acid Examples thereof include salts, alkyl phosphates, polyoxyalkylene alkyl ether phosphates, acyl glutamates, alanine derivatives, glycine derivatives, and arginine derivatives.

  Examples of amphoteric surfactants include betaine surfactants and amine oxide surfactants. Of these, betaine surfactants such as imidazoline betaines, alkyldimethylaminoacetic acid betaines, fatty acid amidopropyl betaines, and sulfobetaines, and amine oxide surfactants such as alkyldimethylamine oxides are more preferred, and alkylcarboxymethylhydroxyethylimidazo More preferred are sulfobetaines such as lithium betaine, fatty acid amidopropyl betaine, alkylhydroxysulfobetaine, alkylsulfobetaine, fatty acid amidopropylhydroxysulfobetaine and fatty acid amidopropylsulfobetaine, and alkyldimethylamine oxide.

  Two or more surfactants can be used in combination, and the content thereof is preferably 0.1 to 10% by weight in the hair conditioning composition from the viewpoint of stability and feel, and more preferably 0.3 to 7%. % By weight, especially 0.3 to 5% by weight is preferred.

The composition of the present invention contains (C) an oily component from the viewpoint of coordinating and improving moisturizing feeling while stably blending (A) component and suppressing transfer by interaction with component (A). To do.
Examples of the oil component include higher alcohols, silicones, ester oils, hydrocarbons, glycerides, vegetable oils, animal oils, lanolin derivatives, higher fatty acid esters, etc. From the above viewpoint, higher alcohols, ester oils and / or Silicone is preferable, higher alcohol and / or silicone is more preferable, and higher alcohol is still more preferable.

  As the higher alcohol, a higher alcohol having a linear or branched alkyl group or alkenyl group, preferably a linear or branched alkyl group or alkenyl group having 16 to 26 carbon atoms, more preferably 16 to 22 carbon atoms. Higher alcohols, more preferably cetanol, cetyl alcohol, stearyl alcohol, aralkyl alcohol, behenyl alcohol, caranavir alcohol, seryl alcohol, oleyl alcohol, isostearyl alcohol and the like, particularly cetanol, One or a mixture of two or more of cetyl alcohol, stearyl alcohol, and behenyl alcohol is preferred. Here, cetanol refers to a substance containing cetyl alcohol as a main component and containing a higher alcohol such as stearyl alcohol or oleyl alcohol.

The ester oil is preferably a monoester oil or one or a mixture of two or more ester oils having two or more ester bonds in the molecule.
The monoester oil is a monoester oil having 8 to 40 carbon atoms in total, preferably 2 to 22 carbon atoms, more preferably a monovalent fatty acid having 8 to 20 carbon atoms and a monovalent or polyhydric alcohol having 1 to 20 carbon atoms. These may be linear or branched, and may be saturated or unsaturated. Particularly preferred are isopropyl palmitate, isopropyl myristate, isononyl isononanoate, triisodecyl isononanoate, stearyl stearate, and diglyceryl monoisostearate.
The polyvalent ester oil having two or more ester bonds in the molecule is a polyvalent ester oil having a total carbon number of 8 to 120, preferably one or two monovalent or polyvalent fatty acids having 2 to 22 carbon atoms. Examples thereof include polyvalent esters of the above mixture and one or two or more of monohydric or polyhydric alcohols having 2 to 20 carbon atoms, which may be linear or branched, and may be saturated or unsaturated. Further, an aromatic ring may be included. Particularly preferred are neopentyl glycol dicaprate, diglyceryl diisostearate, dipentaerythritol and mixed fatty acids such as hydroxystearic acid, stearic acid and rosin.

  Examples of silicone include (a) dimethylpolysiloxane, (b) methylphenylpolysiloxane, and (c) amino-modified silicone described in JP-A-6-48916. As an aqueous emulsion, SM8704C (Toray Dow Corning silicone), DC939 (Toray Dow Corning silicone), etc.], (d) fatty acid modified polysiloxane, (e) alcohol modified silicone, (f) aliphatic alcohol modified polysiloxane, (g) Examples include polyether-modified silicones, (h) epoxy-modified silicones, (i) fluorine-modified silicones, (j) cyclic silicones, (k) alkyl-modified silicones, (l) amino-modified siloxane-polyoxyalkylene block copolymers, and the like. .

  Two or more oily components can be used in combination, and the content of the oily component of the present invention is from the viewpoint of imparting smoothness and smoothness to the wet hair, moist feeling of the hair after drying, and emulsion stability. 1 to 10% by weight in the hair conditioning composition is preferable, 1.5 to 8% by weight is more preferable, and 2 to 5% by weight is more preferable.

The weight ratio [(A) / (C)] of the component (A) to the component (C) (oil component) is 1/5 to 5% from the viewpoint of improving oiliness, moisturizing feeling and hair cohesion by hand transfer. 5/1 is preferable, 1/5 to 3/1 is more preferable, 1/4 to 2/1 is still more preferable, and 1/3 to 1 is particularly preferable.
The weight ratio [(A) / (B)] of the component (A) to the component (B) (surfactant) is 1/5 from the viewpoint of improving oiliness, moisturizing feeling, and hair cohesion by hand transfer. ~ 5/1 is preferable, 1/5 to 3/1 is preferable, and 1/3 to 3/1 is more preferable.
The weight ratio [(B) / (C)] of component (B) (surfactant) and component (C) (oil component) is the viewpoint of the stability of the oil component, the oily feeling due to hand movement, and the unity of hair 1/10 to 2/1 is preferable, 1/7 to 3/2 is preferable, and 1/5 to 1/1 is more preferable.

It is preferable that the composition of the present invention further contains naphthalene sulfonic acid, oxybenzone sulfonic acid or a salt thereof from the viewpoint of improving hair cohesion.
Examples of such salts include alkali metal salts such as sodium salt and potassium salt, alkaline earth metal salts such as calcium salt and magnesium salt, and organic salts such as ammonium and alkanol ammonium. Among these, 2-naphthalenesulfonic acid or a salt thereof is preferable.

  The content of naphthalenesulfonic acid or a salt thereof is 0.05 to 5% by weight, more preferably 0.1 to 3% by weight in the hair conditioning composition of the present invention, from the viewpoint of improving hair cohesion. 3-1.5% by weight is preferred. The weight ratio of naphthalene sulfonic acid, oxybenzone sulfonic acid or a salt thereof to component (A) (total amount of naphthalene sulfonic acid, oxybenzone sulfonic acid or a salt thereof / (A)) is a unit of hair and moisturizing feeling. From this point, 1/5 to 3/1, more preferably 1/4 to 2.5 / 1, and particularly preferably 1/3 to 2/1 are preferable.

Moreover, a thickening polymer can be mix | blended with the conditioning composition for hair of this invention. Examples of the thickening polymer include hydroxyethyl cellulose, guar gum, xanthan gum, and polyacrylic acid polymer. The content of the thickening polymer is preferably from 0.01 to 20% by weight, particularly preferably from 0.05 to 15% by weight, based on the conditioning composition.
In the hair conditioning composition of the present invention, the water content varies depending on the form to be used, but is preferably 70 to 97% by weight, more preferably 80 to 95% by weight.
In addition, the hair conditioning composition of the present invention may further contain a protein hydrolyzate represented by water-soluble collagen and collagen derivatives, which are known components blended in hair conditioning agents. Further, chelating agents, coloring agents, preservatives, pH adjusting agents, viscosity adjusting agents, fragrances, pearlescent agents, wetting agents and the like may be blended.

The hair conditioning composition of the present invention is used in hair-type hair conditioning compositions such as hair rinses, hair treatments, hair conditioners, etc., and after washing with a hair cleanser, the present product is applied to the hair in an appropriate amount. It is preferable to use it for the method of rinsing with water or hot water after it is blended.
The hair conditioning composition of the present invention can be carried out in various forms such as liquid, emulsion, cream, gel, mousse and the like, and an emulsion composition is more preferable.
When it is set as an emulsified composition, in order to make a component (A) function more as an oil agent from a viewpoint of improving conditioning performance, as for carbon number of R < ¹ > of a component (A), 8-10 are preferable.

A more preferred embodiment of the present invention contains the following components (A ′), (B ′) and (C ′) from the viewpoint of improving oiliness, moisturizing feeling, hair cohesion, and hair softness by hand transfer. And a hair conditioning composition having a content of R ¹ OH (wherein R ¹ represents a linear or branched alkyl group or alkenyl group having 8 to 10 carbon atoms) of 80 ppm or less, preferably Is an emulsified composition.
(A ′) General formula (1 ′)
^{R 1 O- (PO) n /} (EO) m-R 2 (1 ')
(In the formula, R ¹ represents a linear or branched alkyl group or alkenyl group having 8 to 10 carbon atoms, PO represents a propyleneoxy group, EO represents an ethyleneoxy group, and the average added mole number n is 1. A compound having a number of 0.5 to 3.0, an average added mole number m of 0 to 1.0, and R ² represents a hydrogen atom or a methyl group. Surfactant (C ′) The higher alcohol emulsion having 16 to 26 carbon atoms is preferably O / W (oil-in-water type).

The conditioning composition for hair of this invention can be manufactured by a conventional method. For example, an emulsion may be produced by adding the component (A) together with the component (C) while heating the mixture of the component (B) and water, and adding the mixture of the component (B) and water. The component (A) may be added after the component (C) is added under cooling to produce an emulsion and then cooled. Alternatively, the component (A) can be dispersed or solubilized with the component (B).
The hair conditioning composition of the present invention preferably has a pH (20 ° C.) of 2 to 7, and more preferably 2.5 to 5 from the viewpoint of hair unity.
The hair conditioning composition of the present invention has the general formula (1), wherein n = m = 0 and R ² is a hydrogen atom, R ¹ OH (wherein R ¹ has 8 to 12 carbon atoms) a linear or branched alkyl or alkenyl group.) the compound represented by, preferably R ¹ OH (wherein, R ¹ is a straight-chain or branched alkyl or alkenyl group having 8 to 10 carbon atoms The compound represented by.) Is preferably 80 ppm or less, more preferably 50 ppm or less, and even more preferably 30 ppm or less in the conditioning composition of the present invention from the viewpoints of low bromide, moisturizing feeling and hair quality. Although there is no particular lower limit, 1 ppm or more is preferable from the viewpoint of ease of production.
The R ¹ OH contained in the hair conditioning composition of the present invention is derived from R ¹ OH contained in the component (A). In the general formula (1) of the component (A), R ¹ is the number of carbon atoms. When it is 8 to 10, the carbon number of R ¹ of R ¹ OH contained in the hair conditioning composition is also 8 to 10. Therefore, in order to make the content of R ¹ OH 80 ppm or less in the conditioning composition of the present invention, the raw alcohol in the component (A) is distilled off to reduce the content of the raw alcohol. preferable.
In order to make the content of R ¹ OH in the above range, the component (A) having a low content of R ¹ OH may be used as described above, and the raw alcohol of R ¹ OH is added after the component (A) is blended. Can be removed, but the former can be reduced more efficiently.

  EXAMPLES Hereinafter, the present invention will be described in more detail with reference to examples, but the present invention is not limited to these examples.

Production Example 1
1615.0 g of 1-octanol (Calcoal 0898, manufactured by Kao Corporation) (12.
35 mol) and 6.9 g (0.12 mol) of potassium hydroxide were charged into an autoclave, dehydrated at 110 ° C. and 13.3 kPa, and then added at 120 ° C. while injecting 1434 g (24.69 mol) of propylene oxide at 0.3 MPa. Went.
After completion of the reaction, the mixture was aged at the same reaction temperature for 6 hours and then cooled to 80 ° C.
55 g of a synthetic adsorbent (KYOWARD 600S, Kyowa Chemical Industry Co., Ltd.) was added to the obtained reaction composition, treated at 4.0 kPa for 1 hour, and then the catalyst was removed by filtration. The 1-octanol content of the obtained filtrate was 9000 ppm as determined by gas chromatography.
Subsequently, about 1000 g of the obtained filtrate, 1-octanol was distilled off by distillation under the conditions of 130 ° C. and 1.3 kPa. Further, steam treatment was performed by blowing 100 g of steam under the conditions of 145 ° C., 6.0 kPa, and 5 hours.
The 1-octanol content in the obtained component (A) (alkylene glycol ether 1 shown in Table 1) was quantified by gas chromatography.

Gas chromatography conditions <br/> Gas chromatograph: Agilent HP6890N
Column: Frontier LAB Ultara-Alloy-1
Temperature conditions: Initial temperature 100 ° C (0 min)
Temperature increase rate 10 ℃ / min (up to 350 ℃)
Final temperature 350 ℃ (20min)
Sample volume: 1μL
Inlet condition: Injection mode Split method
Inlet temperature 300 ° C
Carrier gas: helium flow rate 60mL / min
Detector: FID

The distribution of the number of moles of PO added as the component (A) before distillation, after distillation, and after steam treatment was determined by gas chromatography.

Distribution (molar ratio) of PO1-5 of alkylene glycol ether 1 before distillation
PO addition mole number 1: 35.6
PO addition mole number 2: 34.9
Number of moles of PO added 3: 18.7
PO addition mole number 4: 7.8
PO addition mole number 5: 3.0

Distribution (molar ratio) of PO1 to alkylene glycol ether 1 of component (A) after distillation and steam treatment
PO addition mole number 1: 24.6
PO addition mole number 2: 39.8
PO addition mole number 3: 22.4
PO addition mole number 4: 9.5
PO addition mole number 5: 3.7

Production Example 6
1-octanol (Calcoal 0898, manufactured by Kao Corporation) 131.00 g (1.0 mol) and 1.17 g (0.01 mol) of potassium hydroxide were charged into an autoclave at 110 ° C., 13. After dehydration at 3 kPa, 151.01 g (2.6 mol) of propylene oxide was reduced to 0.1 at 120 ° C. The addition reaction was carried out while press-fitting at 3 MPa.
After completion of the reaction, the mixture was aged at the same reaction temperature for 6 hours and then cooled to 80 ° C.
3. To the obtained reaction composition, 55 g of a synthetic adsorbent (KYOWARD 600 S, Kyowa Chemical Industry Co., Ltd.) was added. After treating for 1 hour at 0 kPa, the catalyst was removed by filtration. The 1-octanol content of the obtained filtrate was 5000 ppm as a result of quantitative determination by gas chromatography.
Next, about 100 g of the obtained filtrate, 130 ° C., 1. 1-Octanol was distilled off by distillation under the condition of 3 kPa. Further, 145 ° C., 6. Steam treatment was performed by blowing 15 g of steam under conditions of 0 kPa and 5 hours.
The 1-octanol content in the obtained component (A) (alkylene glycol ether 6 shown in Table 1) was quantified by gas chromatography.

Distribution (molar ratio) of PO1-5 of alkylene glycol ether 6 before distillation
PO addition mole number 1: 21.8
PO addition mole number 2: 32.0
PO addition mole number 3: 24.7
PO addition mole number 4: 14.2
PO addition mole number 5: 7.3

Distribution (molar ratio) of PO1-5 of alkylene glycol ether 6 of component (A)
PO addition mole number 1: 10.9
PO addition mole number 2: 34.9
Number of moles of PO added 3: 28.9
PO addition mole number 4: 16.7
Number of moles of PO added 5: 8.6

Production Examples 2 to 5 and 7 to 14
In the same manner as in Production Example 1, alkylene glycol ethers 2 to 5 and 7 to 14 shown in Table 1 (product of the present invention, comparative product) were obtained. Alkylene glycol ethers 2-5, 7-11, and 13 were treated with an adsorbent in the same manner as in Production Example 1 and then distilled by adjusting the degree of pressure reduction (pressure) or time so that the amount of raw material alcohol in Table 1 was obtained. Then, purification by steam treatment was performed. The alkylene glycol ethers 12 and 14 were only subjected to treatment with an adsorbent and were not distilled. The amount of raw material alcohol of the obtained alkylene glycol ether was quantified by gas chromatography.

The average addition mole number n of PO of alkylene glycol obtained in Table 1 and the average addition mole number m of EO were determined by ¹ H-NMR.

Examples 1-12, Comparative Examples 1-16
Hair conditioning compositions (hair rinsing agents) having the compositions shown in Tables 2 and 3 were prepared by the following method, and finished feeling after rinsing and drying (hair mass, oil hand-feel, moisturizing feeling) Evaluated the smell.
(C) A mixture of component and appropriate amounts of water, hydroxyethyl cellulose, and paraben was heated to 80 ° C., and then a mixture of component (A) and component (B) was added and emulsified, and then cooled to room temperature. .
The evaluation results are also shown in Tables 2 and 3. The pure% in Tables 2 and 3 is% by weight.

[Evaluation test of hair conditioning composition]
Evaluation methods and evaluation criteria are shown below.
The measurement of the flexibility of the hair, the unity of the hair, and the moisturizing feeling was performed using a test tress and subjected to sensory evaluation by a panel. That is, after using an adult female hair with no history of chemical treatment and black straight hair of about 40 cm in length as a specimen, immersing it in a sodium lauryl sulfate solution at 40 to 50 ° C. for 10 minutes and washing it with running water. Air dry. About 4 g of this hair sample is aligned to a width of 3 cm so as not to overlap, and one end of which is fixed to a 3 cm wide plastic plate with an adhesive so that the length of the hair is 35 cm is used as a test trace. The test tress produced in this way was used.

Evaluator and hair bundle:
Each of the three panelists evaluated the feel of the above items using the above-mentioned tresles according to the criteria shown below.
operation:
The hair bundle is sufficiently moistened with warm water of 35 to 40 ° C. and then washed with a plain shampoo having the following composition. After thoroughly rinsing with warm water, the hair bundle is lightly squeezed to remove excess moisture and 1 g of the hair conditioning composition is applied. After evaluating each item at the time of application, rinse with warm water, remove moisture with a towel, and prepare a hair bundle with a comb. Then, it is dried with warm air from a dryer, the hair bundle is arranged with a comb for finishing, and each item at the time of finishing is evaluated.

Plain shampoo (% by weight)
Polyoxyethylene lauryl ether sulfate Na
(Emar E-27C) (27% pure) 42
Coconut oil fatty acid N-methylethanolamide (Aminone C-11S) 3
Citric acid 0.2
Methylparaben 0.3
Purified water residue
Total 100

Hair mass (assessed visually)
Evaluation criteria:
5: There is no splash hair and it is gathered up.
4; Almost no bristles are gathered.
3; Slightly splashed hair and lacks a unity.
2; There are splash hairs and they are not organized.
1; There are not many bristles.
The score was obtained by averaging the evaluation results of the three panelists.

Moisturizing feeling (Evaluated by touching hair with eyes and hands)
Evaluation criteria:
5; moist and wet when touched.
4; It feels slightly moist when touched and has a slight gloss.
3; It is slightly moist when touched and slightly glossy.
2; It is almost moist and not shiny when touched.
1; It is bulky when touched and has no gloss.
The score was obtained by averaging the evaluation results of the three panelists.

Oily feeling by hand transfer (Evaluation by touching hair with hand)
Evaluation criteria:
5; There is no sticky feeling.
4: There is almost no sticky feel.
3; Slightly sticky.
2;
1;
The score was obtained by averaging the evaluation results of the three panelists.

Scent 4: No odor is observed.
3: A slight odor is recognized.
2: Odor is recognized.
1: Strong odor is recognized.
Averaged the evaluation results of the three panelists to obtain a score

From Tables 2 and 3, it can be seen that the conditioning composition for hair of the present invention is excellent in oiliness by hand-transfer at the finish, and can impart good slipperiness and moisturizing feeling. Moreover, there is no smell and a feeling of use is favorable. Moreover, the softness of the hair was excellent without impairing the sense of volume of the hair.
Comparative Example 3 using an alkylene glycol ether having a large number of polyoxypropylenes had a strong oily feeling (sticky feeling) due to hand transfer. In Comparative Examples 5 to 9 using an alkylene glycol ether having a large number of polyoxyethylenes, there was no unity of hair and no moisturizing feeling. Comparative Example 10 using alkylene glycol having a small number of carbon atoms in R ¹ was unified, lacked moisturizing feeling, and had a strong odor. Comparative Examples 11-13 were inferior in the volume feeling of hair. In addition, when an alkylene glycol ether having a high content of raw material alcohol was used, the odor was strong and the feeling of use such as hair cohesion and moisturizing feeling was poor.

Example 13
The prescription example of the hair conditioner of this invention is shown below.

  This conditioner had a good touch when applied, a smooth hair after washing, excellent moisturizing feeling, and a non-sticky finish.

Claims (9)

It contains the following components (A), (B) and (C), and R ¹ OH (wherein R ¹ represents a linear or branched alkyl or alkenyl group having 8 to 12 carbon atoms). A hair conditioning composition having a content of 80 ppm or less.
(A) General formula (1)
^{R 1 O- (PO) n /} (EO) m-R 2 (1)
(In the formula, R ¹ represents a linear or branched alkyl or alkenyl group having 8 to 12 carbon atoms, PO represents a propyleneoxy group, EO represents an ethyleneoxy group, an average addition mole number n is 1 indicates the number of .5～3.0, average addition mole number m represents a number of 0 to 1.0, R ² represents a hydrogen atom or a methyl group.) the compound represented by the component (B) (a ) Other surfactants (C) Oil component Component (A) is a raw material alcohol represented by R ¹ OH (wherein R ¹ represents a linear or branched alkyl group or alkenyl group having 8 to 12 carbon atoms), propylene oxide, or propylene The hair conditioning composition according to claim 1, which is a compound obtained by distilling off the raw alcohol after reacting oxide and ethylene oxide.   The hair conditioning composition according to claim 1 or 2, wherein the content of the component (A) is 0.1 to 10% by weight.   The hair conditioning composition according to any one of claims 1 to 3, wherein the weight ratio [(A) / (C)] of the component (A) to the component (C) is 1/5 to 5/1. object.   The hair conditioning composition according to any one of claims 1 to 4, further comprising naphthalene sulfonic acid, oxybenzone sulfonic acid or a salt thereof.   The total proportion of the compounds having 2 and 3 PO addition moles in the compound having 1 to 5 PO addition moles contained in the component (A) is 58 to 80 mol%. Conditioning composition for hair as described. In component (A), the content of the raw material alcohol represented by R ¹ OH (wherein R ¹ represents a linear or branched alkyl group or alkenyl group having 8 to 12 carbon atoms) is 3000 ppm or less. The hair conditioning composition according to any one of claims 1 to 6. The hair conditioning composition according to any one of claims 1 to 7, which is a type to be washed away.   The hair conditioning composition according to any one of claims 1 to 8, which is an emulsion.