JPH08291034A - Hair-dressing agent composition - Google Patents

Abstract

PURPOSE: To obtain a non-tacky hair-dressing agent composition containing a specific resin and a silicone derivative, and capable of improving the slippage of hair. CONSTITUTION: This hair-dressing agent composition contains components A and B. A: 0.01-20wt.% of the reaction product of a polybasic carboxylic acid, its anhydride or its lower alkyl ester or a diisocyanate with a polyalkylene oxide compound produced by addition-polymerizing an alkylene oxide including ethylene oxide to an organic compound having two active hydrogen atoms. B: 0.01-10wt.% of one or more kinds of silicone derivatives selected from a polyether-modified silicone, a long chain alkyl-modified silicone, an alkoxy- modified silicone, an amino-modified silicone, a glycerylether-modified silicone and a fluorine-modified silicone. The addition of the component A enables to melt the hair-dressing agent composition on the air-blowing to hair and uniformly coat the composition A on the hair, and the component B simultaneously enables to spread the composition B to the whole parts of the hair and reduce the damage to the hair with a brush.

Description

Detailed Description of the Invention

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a hair styling composition, and more particularly to a hair styling composition having good hair smoothness and non-stickiness.

[0002]

2. Description of the Related Art In general, when styling a hairstyle, a hair dryer is used to blow the hair so that the damp hair and the dry hair can be forced. At this time, the moisture of the hair is excessively volatilized by the heat of the dryer, which gives a feeling of damage such as dryness, and actually causes split ends and broken hair. Therefore, a hair styling composition containing an oil agent or the like is used to suppress a feeling of damage such as dryness and further improve brushing, but a hair styling composition containing such an ingredient is Since there is no protective effect, it is not possible to reduce the feeling of dryness, etc., and good sliding cannot be obtained. Further, since it is difficult to apply it to the whole hair, there is a problem that stickiness occurs at a part thereof.

[0003]

SUMMARY OF THE INVENTION Therefore, an object of the present invention is to provide a hair styling composition which has good hair smoothness and no stickiness.

[0004]

Under such circumstances, as a result of intensive investigations by the present inventors, as a result of a combination of a specific resin and a specific silicone derivative, the hair styling composition has good smoothness on the hair and no stickiness. The inventors have found that a product can be obtained and completed the present invention.

That is, the present invention comprises the following components (A) and (B): (A) a polyalkylene oxide compound obtained by addition-polymerizing an alkylene oxide containing ethylene oxide with an organic compound having two active hydrogen groups. (B) Polyether-modified silicone, long chain alkyl-modified silicone, alkoxy-modified silicone, amino-modified silicone, glyceryl ether-modified silicone and fluorine-modified silicone The present invention provides a hair styling composition containing at least one silicone derivative selected from

In the polyalkylene oxide compound as the component (A) used in the present invention, examples of the organic compound having two active hydrogen groups include ethylene glycol, propylene glycol, polyethylene glycol, polypropylene glycol, polytetramethylene glycol,
1,6-hexanediol, aniline and the like can be used.

The alkylene oxide containing ethylene oxide which is subjected to addition polymerization with an organic compound having two active hydrogen groups is ethylene oxide alone or an alkylene oxide containing ethylene oxide. Alkylene oxides other than ethylene oxide have 3 to 30 carbon atoms, and for example, propylene oxide, butylene oxide, styrene oxide, α-olefin epoxide or glycidyl ethers can be used.

Here, the content of the alkylene oxide having 3 to 30 carbon atoms is arbitrary, but the content of ethylene oxide is preferably 70 to 100% by weight based on the total alkylene oxide.

The addition polymerization of alkylene oxide can be carried out by a known method, and the addition method of ethylene oxide and other alkylene oxide is by mixing,
What is polymerized in a block can be appropriately selected.

The weight average molecular weight of the obtained polyalkylene oxide compound is preferably 100 or more, particularly preferably 2000 or more.

Next, this polyalkylene oxide compound is reacted with a polycarboxylic acid, its anhydride or its lower alkyl ester, or diisocyanate.

Examples of the polycarboxylic acid include phthalic acid, isophthalic acid, terephthalic acid, sebacic acid, dimer acid and pyromellitic acid. As the anhydride of the polycarboxylic acid, each of the anhydrides of the above-mentioned carboxylic acids can be used.

As the lower alkyl ester, a monovalent or polyvalent methyl ester, an ethyl ester or the like can be used. For example, dimethyl terephthalate, dimethyl phthalate, dimethyl isophthalate, diethyl sebacate, tetramethyl pyromellitic acid, etc. are used. be able to.

The raw material ratio in the polymerization reaction of the polyalkylene oxide compound and the polycarboxylic acid, its anhydride or its lower alkyl ester may be any ratio as long as the weight average molecular weight of the polymerization reaction product is 50,000 or more. It may be a percentage. The polymerization reaction is 120 to 250 ° C., 10 ⁻⁴ to 1
It is preferable to carry out at 0 Torr.

As the diisocyanate, tolylene diisocyanate, diphenylmethane diisocyanate, hexamethylene diisocyanate, isophorone diisocyanate, xylylene diisocyanate, 4,4 '
-Methylene-bis- (cyclohexyl isocyanate)
Etc. can be used.

The urethanization reaction between the polyalkylene oxide compound and the diisocyanate is not particularly limited, but it is carried out, for example, by mixing at an NCO / OH equivalent ratio of 0.5 to 1.5 and at 80 to 150 ° C. for 1 to 5 hours. Is preferred.

As the component (A) in the present invention, a polyesterification reaction product of polyethylene glycol and dimethyl terephthalate, a condensation product of polyethylene glycol with pyromellitic dianhydride, an ethylene oxide adduct of polybutylene glycol and terephthalic acid as a binder are used. It is particularly preferable to use a polyesterified product or a urethane compound of a block addition polymer of bisphenol A, ethylene oxide or propylene oxide and hexamethylene diisocyanate.

The resin of component (A) has a weight average molecular weight of preferably 50,000 or more, particularly preferably 100,000 to 300,000. If it is less than 50,000, the film strength is weak and the settability is poor.
The melting point is preferably 40 to 100 ° C, particularly preferably 50 to 80 ° C. If the temperature is lower than 40 ° C, a sticky feeling remains, and even if the temperature exceeds 100 ° C, it exceeds the temperature range used by the dryer, so it is meaningless.

The resin of the component (A) can be used alone or in combination of two or more kinds, and is 0.01 to 2 in the whole composition.
It is preferable to add 0% by weight (hereinafter, simply referred to as%), particularly preferably 0.05 to 10%, more preferably 0.1 to 5%, since it is not sticky.

As the silicone derivative of the component (B) used in the present invention, those represented by (a) to (d):
At least one of glyceryl ether modified silicone and fluorine modified silicone is used. (A) Polyether-modified silicone represented by the general formulas (1) to (5).

[0021]

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(In the formula, R ¹ is a hydrogen atom or a carbon number of 1 to 1.
0 represents a hydrocarbon group, a is a number of 15 or more, b is a number of 1 or more, c is a number of 1 to 6, d is a number of 1 to 300, and e is 0.
Number of 300, f is a number of 0-6, g is a number of 2-500)

In the formula, the hydrocarbon group represented by R ¹ is preferably a linear or branched saturated hydrocarbon group having 1 to 8 carbon atoms, and particularly preferably a methyl group. 20 as a
500 is preferable, b is preferably 1 to 100, and c is 2
Are preferably 4 to 4, d is preferably 2 to 50, and e is 0 to 5
0 is preferable, f is preferably 2 to 4, and g is preferably 2 to 50. In addition, when a in the formula is less than 15, an excellent finished feeling cannot be obtained, which is not preferable. Commercially available products can be suitably used as these polyether-modified silicones, and preferred examples include SH3.
771C to SH3773C, SH3775C (above, manufactured by Toray Dow Corning Silicone Co., Ltd.), KF351A
~ KF355A, KF615A, KF945A (above,
Shin-Etsu Chemical Co., Ltd.), Silwet L-7001, L-
720 (above, manufactured by Nippon Unicar Co., Ltd.) and the like.

(B) A long-chain alkyl-modified silicone represented by the general formula (6).

[0025]

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(In the formula, R ² represents a hydrocarbon group having 10 to 50 carbon atoms, h is a number of 0 to 1000, and i is 1 to 1000.
In the formula, the hydrocarbon group represented by R ² has 15 carbon atoms.
-40 straight or branched chain saturated hydrocarbon groups are preferred,
h is preferably 10 to 500, and i is preferably 10 to 500.

As these long-chain alkyl-modified silicones, commercially available products can be preferably used, and preferred examples include KT-16 and KT-18 (manufactured by Toshiba Silicone Co., Ltd.).

(C) An alkoxy-modified silicone represented by the general formula (7).

[0029]

Embedded image

(In the formula, R ³ represents a hydrocarbon group having 10 to 30 carbon atoms, j represents a number of 3 to 100, and k represents a number of 1 to 50) In the formula, the hydrocarbon represented by R ³ The group has 12 carbon atoms
20 straight chain or branched chain saturated hydrocarbon groups are preferred,
Particularly, a cetyl group and a stearyl group are preferable. Also, j is 5
-50 is preferable, and k is preferably 2-20.

Commercially available products can be preferably used as these alkoxy-modified silicones, and preferred examples include KF7002 (manufactured by Shin-Etsu Chemical Co., Ltd.).

(D) An amino-modified silicone represented by the general formula (8).

[0033]

[Chemical 4]

[In the formula, R^FourAre the same or different and
Child, hydroxyl group, methyl group or methoxy group,
R^FiveIs- (CH₂)_o-(OC₂H_Four)_p-(OC₃H₆)_q-(NHC₂H_Four) N (R⁶)₂Or
-(CH₂) _o-(OC₂H_Four)_p-(OC₃H₆)_q-(NHC₂H_Four) N⁺(R⁶)₃・ Z^-(R
⁶Are the same or different, and are hydrogen atoms, carbon atoms having 1 to 6 carbon atoms.
Represents a hydrogen group, Z is a halogen ion or an organic anion
, O is a number from 1 to 6, p and q are numbers from 0 to 6)
, M is a number from 3 to 300, and n is a number from 1 to 50.
]

In the formula, R ⁴ is preferably a hydroxyl group or a methyl group, R ⁵ is preferably — (CH ₂ ) ₃ —NHC ₂ H ₄ NH ₂ , m is preferably _{3 to} 300, and n is 1 -20 is preferable.

These amino-modified silicones include
Commercially available products can be preferably used, and preferred examples include SM8702C (Toray Dow Corning
Silicone Co., Ltd.) and the like.

The glyceryl ether-modified silicone is described in JP-A-4-108795 and the fluorine-modified silicone is JP-A-5-247214.
Japanese Unexamined Patent Publication No. 6-18412 and Japanese Unexamined Patent Publication No. 6-2348.
The one described in Japanese Patent No. 58 is mentioned.

These silicone derivatives may be used alone or in combination.
It is possible to use a combination of two or more species, and it is possible to use 0.
The content is 01 to 10%, preferably 0.03 to 5%, and particularly preferably 0.05 to 3%. If it is less than 0.01%, a good feeling cannot be obtained, and if it exceeds 10%, stickiness of hair occurs, which is not preferable.

The hair styling composition of the present invention uses a thermoplastic high molecular weight compound as the component (A).
It will be in a dissolved state and can be evenly applied to the entire hair without unevenness. At the same time, since the silicone derivative of the component (B) can spread and spread over the entire hair, damage caused by brushing can be reduced. Further, since the component (A) reduces damage to the hair due to excessive heat at the thermoplastic stage and suppresses the diffusion of the component (B), the good feel can be maintained for a long time.

In addition to the above components, the hair styling composition of the present invention may contain a surfactant, and any anionic, nonionic, amphoteric or cationic surfactant may be used. . Among these, nonionic surfactants are particularly preferable, and specifically, for example, polyoxyalkylene addition such as polyoxyethylene cetyl ether, polyoxyethylene stearyl ether, polyoxypropylene cetyl ether, and polyoxyethylene oxypropylene cetyl ether. Examples include alkyl ethers. When these surfactants are added, it is preferable to add 0.01 to 5% of the total composition.

In addition, the hair styling composition of the present invention contains ingredients generally used as cosmetic ingredients, such as squalane,
Glycerides such as straight or branched chain hydrocarbon oils having 8 to 40 carbon atoms such as liquid paraffin, castor oil, cocoa oil, mink oil, avocado oil, olive oil and the like; beeswax,
Wax wax such as whale wax, lanolin and carnauba wax; alcohols such as cetyl alcohol, oleyl alcohol, hexadecyl alcohol, lauryl alcohol, stearyl alcohol, isostearyl alcohol, 2-octyldodecanol, propylene glycol, polypropylene glycol, glycerin and ethanol Esters of isopropyl myristate, isopropyl laurate, hexyl laurate, cetyl lactate, propylene glycol monostearate, oleyl oleate, hexadecyl 2-ethylhexanoate, octyldodecyl myristate, etc .; dimethylpolysiloxane, methylphenylpolysiloxane Silicone oils such as; polysaccharide thickeners such as carrageenan, locust bean gum, hydroxyethyl cellulose, xanthan gum ; Methylparaben, parabens and ethyl parabens; other perfumes, dyes, antioxidants, ultraviolet absorbers, and plant extracts such as, the effect of the present invention can be appropriately blended within a range not impaired.

The hair styling composition of the present invention can be manufactured by a conventional method. Further, it may be in the form of aerosol or non-aerosol, and may be in the form of hair foam, hair gel, hair spray, set lotion, hair cream, pump mist or the like.

When the hair styling composition of the present invention is used as an aerosol, it may be enclosed in a pressure-resistant airtight container together with a propellant. The propellant used here is a liquefied gas or a compressed gas which is usually used. Etc., and specifically, dimethyl ether, liquefied petroleum gas, nitrogen gas, carbon dioxide gas and the like can be mentioned. Of these propellants, liquefied petroleum gas and dimethyl ether are preferable in the case of forming a foam-like product, and these are contained in an amount of 3 to 30%, particularly 5 to 5% in the total composition.
It is preferable to add 20%.

When a liquefied gas such as dimethyl ether or liquefied petroleum gas is used in the case of producing a spray product, these are contained in an amount of 10 to 70%, particularly 20 to 6% in the total composition.
It is preferable to add 0%, and when a compressed gas such as nitrogen gas or carbon dioxide is used, 0.01% of them should be added to the total composition.
It is preferable to add -5%, especially 0.1-3%.

[0045]

EFFECTS OF THE INVENTION The hair styling composition of the present invention has good smoothness of hair and can suppress stickiness.

[0046]

EXAMPLES Next, the present invention will be further described with reference to examples, but the present invention is not limited to these examples.

Example 1 A hair styling composition (pump type hair spray) having the composition shown in Table 1 was produced by a conventional method. About the obtained hair styling agent,
Hair slippage and non-stickiness were evaluated. The results are shown in Table 1.

[Evaluation Method] Sensory evaluation was performed by 10 professional female panels by the following method. A human head model (wig) with hair is washed with standard shampoo and then watered with a towel. Constant temperature, constant humidity (20 ℃, 65% RH)
Below, the evaluation sample and the control product shown in Table 1 are sprayed on the right and left sides of the wig, respectively, to blow-dry the hair. The dryness after hair styling, the slipperiness of hair and the lack of stickiness were evaluated. The evaluation was based on the case where the control product was treated.

(Slip of hair) O: 7 or more people said that the slipperiness was better than that of the control. Δ: 4 to 6 people said that the slide was better than that of the control. X: 0 to 3 people said that the slide was better than that of the control.

(No stickiness) ○: 7 or more persons were determined not to be sticky as compared with the control. Δ: 4 to 6 people were judged not to be sticky as compared with the control. X: 0 to 3 people were judged not to be sticky as compared with the control.

[0051]

[Table 1]

Example 2 A pump-type hair spray composition having the following composition was produced by a conventional method.

(Table 2) (Component) (%) High molecular weight compound of component (A) (molecular weight 120,000, melting point 55 ° C) ^{* 4)} 1.0 polyether modified silicone ⁵⁾ 0.1 propylene glycol 0.5 PEG4000 0.00. 2 Ethanol 20.0 Purified water Balance 100.0 * 4) Paogen PP-15 (Daiichi Kogyo Seiyaku) * 5) SH3775C (Toray Dow Corning Silicone)

Example 3 A hair foam composition having the composition shown below was produced by a conventional method.

[Table 3] (Component) (%) High molecular weight compound of component (A) (molecular weight 120,000, melting point 56 ° C) ^{* 6)} 3.5 amino-modified silicone ^{* 8)} 0.5 long-chain alkyl-modified silicone ^{* 9)} 0.2 Polyoxyethylene alkyl ether ^{* 7)} 0.5 Polyoxyethylene (30E.O.) Hexadecyl ether 0.5 Polyoxypropylene sorbit ether (9P.O.) 0.2 Polyethylene glycol distearate (250E.O.) O.) 0.3 Light isoparaffin 5.0 Ethanol 5.0 Purified water Balance propellant (LPG 4.0 kg / cm ² ) 10.0 100.0 * 6) Paogen EP-15 (Daiichi Kogyo Seiyaku Co., Ltd.) * 7) Softanol 90 (Nippon Shokubai) * 8) SM8702C (Toray Dow Corning Silicone) * 9) KT-18 (Toshiba Silicone)

Example 4 A hair spray composition having the following composition was produced by a conventional method.

[Table 4] (Component) (%) High molecular weight compound of component (A) (molecular weight 120,000, melting point 56 ° C) ^{* 10)} 1.0 Dimethyl polysiloxane / methyl (polyoxyethylene) / methyl (polyoxypropylene) / Siloxane copolymer ^{* 11)} 0.1 Polyethylene glycol 1.0 Polyoxyethylene hydrogenated castor oil (40E.O.) 0.1 Perfume 0.05 Ethanol 15.0 Purified water Balance propellant (DME) 40.0 100.0 * 10) Paogen EP-15 (manufactured by Dai-ichi Kogyo Seiyaku Co., Ltd.) * 11) L-720 (manufactured by Nippon Unicar)

Example 5 A hair lotion having the composition shown below was produced by a conventional method.

[Table 5] (Component) (%) High molecular weight compound of component (A) (molecular weight 120,000, melting point 56 ° C) ^{* 12)} 2.0 stearoxy-modified silicone ^{* 14)} 0.2 carboxyvinyl polymer ^{* 13)} 7 Triethanolamine (89%) 0.7 Polyoxyethylene isocetyl ether (20E.O.) 0.2 Polyoxyethylene lauryl ether (23E.O.) 0.1 Glycerin 0.3 Perfume 0.1 Ethanol 5 0.0 Purified water balance 100.0 * 12) Paogen EP-15 (manufactured by Dai-ichi Kogyo Seiyaku Co., Ltd.) * 13) Carbopol 940 (manufactured by BF Goodrich) * 14) KF7002 (manufactured by Shin-Etsu Chemical Co., Ltd.)

For the compositions obtained in Examples 2-5,
When the same evaluation as in Example 1 was performed, all the compositions were evaluated as “◯” in terms of non-slip of hair and non-stickiness.

Claims (2)

[Claims] 1. The following components (A) and (B): (A) A polyalkylene oxide compound obtained by addition-polymerizing an alkylene oxide containing ethylene oxide to an organic compound having two active hydrogens, and a polyvalent carboxylic acid, One selected from an anhydride or a reaction product thereof with a lower alkyl ester or diisocyanate, (B) polyether modified silicone, long chain alkyl modified silicone, alkoxy modified silicone, amino modified silicone, glyceryl ether modified silicone and fluorine modified silicone. A hair styling composition comprising the above silicone derivative. 2. The hair styling composition according to claim 1, which comprises 0.01 to 20% by weight of the component (A) and 0.01 to 10% by weight of the component (B).