JP2000053526A - Cosmetic - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain a cosmetic which improves the states of skin and hair, e.g. skin-roughening, gloss deficiency or the like caused by drying, gives them moistness by means of sufficient moisture retention and shows a so-called beautiful skin or beautiful hair effect by including specific two kinds of polymers. SOLUTION: This cosmetic is obtained by including a mixture, which includes (A) a polymer containing a monomer of formula I [G-O- is the group obtained by removing H from the hydroxyl group at the 1-position of a reducing sugar; R1 and R2 are each H or methyl; (n) is 2 or 3; (m) is 1-5] and (B) a polymer containing a monomer of formula II [(x) is 2 or 3; (y) is 1-5; R3 and R4 are each H or methyl] as constitutive units in a ratio of the components A to B of 1:10 to 10:1, in a proportion of 0.001-10 wt.%, preferably 0.01-3 wt.%, and (C), when necessary, surfactants, powders or pigments, antioxidants, ultraviolet ray absorbents, moisturizers, vitamins, antiseptics, perfumes or the like. The cosmetic can be used as a cosmetic for skin, e.g. a toilet water, a cream, a lipstick or the like, or a cosmetic for hair, e.g. a hair tonic or the like.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to cosmetics, and more particularly, to cosmetics which are excellent in moisturizing effect and skin roughening effect on skin, while having excellent protective effect on hair based on film forming action. To provide.

[0002]

2. Description of the Related Art In general, drying of the skin depends on the amount of skin secretions,
In particular, the decrease in the amount of sebum secretion and the decrease in natural moisturizing factors such as intercellular lipids and amino acids cause the barrier function of the horny layer to decrease
Occurs when transepidermal water loss (hereinafter, abbreviated as TEWL) increases. Therefore, in winter, excessive skin washing, age,
A condition in which skin dryness worsens due to a decrease in skin secretions due to constitution and the like, and a condition in which the water content of the stratum corneum decreases to about 10% or less is particularly called dry skin. As described above, when the skin is in a dry state, the gloss of the skin decreases, and adverse effects such as fine wrinkles appear. Similarly, a decrease in the amount of water in the hair causes the hair to lose its smoothness and to cause other problems such as a decrease in gloss.

Conventionally, in order to improve these skin conditions and hair conditions, it has been necessary to prevent a decrease in the water content of the stratum corneum and hair and to maintain a normal function. Has been studied. As a result, the proposed method has a good adhesiveness to the skin and a TE using a hydrophobic vaseline ointment or a water-in-oil emulsion.
A method for suppressing WL and having a hygroscopicity and a moisturizing power, for example, polysaccharides such as hyaluronic acid and chitin, proteins such as collagen and elastin, polyhydric alcohols such as sorbitol, ethylene glycol and glycerin, and sodium pyrrolidone carboxylate There has been a method of enhancing the hydration effect by blending a moisture absorbent such as an organic acid salt such as sodium lactate or the like with a humectant in a skin base or a hair base.
Recently, it was revealed that ceramide and sphingolipids, which are components of intercellular lipids such as the stratum corneum, play an important role in retaining water, and ceramides from synthetic and natural extracts have also been added. It is getting.

[0004] However, none of the above methods has a sufficient water retention ability, and the use of an occluding agent has a disadvantage of giving an unpleasant feeling such as oily and sticky. In order to enhance the effect even when using a humectant or a humectant, a large amount must be blended.
As a result, there is a problem that an unpleasant feeling such as a sticky feeling or a slimy feeling is given, and in fact, it is impossible to mix a large amount in a prescription system. Further, there is a disadvantage that the stability with respect to time and microorganisms is poor. Further, there is no compound having both a moisture absorbing and retaining effect such as hyaluronic acid and a promoting and stabilizing effect of formation of an intercellular lipid lamellar layer such as ceramide, which assists the moisture absorbing and retaining function of the stratum corneum with one substance.

As a technique for solving these problems, 2
-It has been proposed to incorporate a methacryloyloxyethyl phosphorylcholine polymer (Japanese Patent Application Laid-Open No. 6-1572).
No. 69), however, there is a demand for a technique that is more excellent in feel and has a high effect.

[Problems to be solved by the invention]

The present invention has been made in view of the above circumstances, and is intended to improve the condition of skin and hair caused by dryness such as rough skin and lack of luster, and to provide moisturizing by sufficient moisture retention. It is an object of the present invention to provide a cosmetic composition having a beautiful hair effect and having almost no problem in feel.

[0007]

Means for Solving the Problems The inventors of the present invention have conducted intensive studies to solve the above-mentioned problems, and as a result, a polymer containing a monomer (A) represented by the following general formula (1) in a constitutional unit: When a cosmetic containing a polymer containing the monomer (B) represented by the following general formula (2) in a constituent unit is blended into a cosmetic, the moisture retention function based on the moisture absorption and moisturizing action becomes extremely high, and the feel is also improved. It was found to be very good, and based on this, the present invention was completed.

[0008]

Embedded image [Wherein GO- represents a group obtained by removing a hydrogen atom from the 1-position hydroxyl group of the reducing sugar, n represents 2 or 3, m represents an integer of any of 1 to 5, R1 and R2 represent The same or different, and represents a hydrogen atom or a methyl group. ]

[0009]

Embedded image [In the formula, x represents 2 or 3, y represents an integer of any of 1 to 5, R3 and R4 are the same or different,
Shows a hydrogen atom or a methyl group. ]

That is, the present invention comprises a polymer containing the monomer (A) represented by the general formula (1) in the structural unit and a monomer (B) represented by the general formula (2) in the structural unit. A cosmetic comprising a polymer.

Hereinafter, the present invention will be described in detail.

The polymer applicable to the present invention includes a polymer containing a monomer (A) represented by the following general formula (1) as a structural unit and a monomer (B) represented by the following general formula (2) Is a polymer containing as a constituent unit. Such a polymer may be a homopolymer of each monomer or a copolymer with a copolymerizable monomer. Examples of the copolymerizable monomer include methyl (meth) acrylate, ethyl (meth) acrylate, and n-butyl (meth).
Acrylate, 2-ethylhexyl (meth) acrylate, 2-hydroxyethyl (meth) acrylate, 2-
Acrylic esters or methacrylic esters such as hydroxypropyl (meth) acrylate, carboxyl group-containing monoethylenic monomers such as acrylic acid, methacrylic acid, crotonic acid, and itaconic acid; other styrene, vinyl chloride, acrylonitrile, acrylamide, vinylpyrrolidone; Polyethylene glycol monomethacrylate, 2-methacryloyloxyethylmethylsulfokind, acrylamido-2-methyl-propanesulfonic acid, p-styrenesulfonic acid, 3-methacryloyloxypropylsulfonic acid, N, N-dimethylaminoethyl methacrylate, N, N -Diethylaminoethyl methacrylate, vinyl pyridine and the like.

When a copolymer is used, the ratio of the monomer (A) or (B) to the copolymerizable monomer is desirably 5:95 or more, preferably 2:95.
0: It is desirable that it is 80 or more.

[0014]

Embedded image [Wherein GO- represents a group obtained by removing a hydrogen atom from the 1-position hydroxyl group of the reducing sugar, n represents 2 or 3, m represents an integer of any of 1 to 5, R1 and R2 represent The same or different, and represents a hydrogen atom or a methyl group. ]

[0015]

Embedded image [In the formula, x represents 2 or 3, y represents an integer of any of 1 to 5, R3 and R4 are the same or different,
Shows a hydrogen atom or a methyl group. ]

The monomer (A) is represented by the following general formula (3)
A method of reacting a compound represented by the following general formula (4) with a halogenated sugar represented by the following general formula (4), or condensing a compound represented by the following general formula (6) with a compound represented by the following general formula (5) Can be synthesized.

[0017]

Embedded image [Wherein, n represents 2 or 3, m represents an integer of 1 to 5, R1 and R2 are the same or different,
Shows a hydrogen atom or a methyl group. ]

[0018]

Embedded image

[0019]

Embedded image [Wherein, R1 and R2 are the same or different and each represent a hydrogen atom or a methyl group. ]

[0020]

Embedded image [Wherein GO- represents a group in which a hydrogen atom has been removed from the 1-position hydroxyl group of the reducing sugar, n represents 2 or 3, and m represents an integer of 1 to 5. ]

For the monomer (B), for example, 2-bromoethyl phosphoryl dichloride, 2-hydroxyethyl phosphoryl dichloride and 2-hydroxyethyl methacrylate are reacted to obtain 2-methacryloyloxyethyl-2'-bromoethyl phosphoric acid. And further reacted with trimethylamine in a methanol solution. (Polymer Transactions, Vol. 35, pp. 423-4)
27, 1978)

Next, the production method of each polymer may be in accordance with a conventional method, and is obtained by reacting a monomer in a solvent in the presence of a polymerization initiator. The solvent used here may be any solvent in which the monomers (A) and (B) can be dissolved, and specifically, water, methanol, ethanol, propanol, t-butanol, benzene, toluene, dimethylformamide, tetrahydrofuran , Chloroform or a mixed solvent thereof. As the polymerization initiator, any ordinary radical initiator may be used, and examples thereof include 2,2'-azobisisobutyronitrile (AIBN), 3-carboxypropionitrile, and azobismalenonitrile. Examples include fatty acid azo compounds and organic peroxides such as benzoyl peroxide, t-butyl peroxide, lauroyl peroxide, and potassium persulfate.

The molecular weight of the polymer according to the present invention obtained by the above-mentioned method can be variously adjusted according to the purpose of use, but in consideration of a touch surface, a gelling ability, a film forming ability and the like, Usually, it is 5,000 or more, preferably 10,000 or more, in terms of polyethylene glycol (PEG). That is, if the molecular weight of the polymer is smaller than this, the water retention function and the lamella formation promoting / stabilizing effect are undesirably reduced.

In the cosmetic of the present invention, the total amount of the above-mentioned polymer is usually 0.001 to 10% by weight, preferably 0.01 to 3% by weight, based on the total amount of the cosmetic.

The ratio of the combined use of the polymers is preferably such that the ratio of the polymer containing the monomer (A) in the constitutional unit to the polymer containing the monomer (B) in the constitutional unit is from 1:10 to 10: 1. If it is out of this range, there is no great difference from the case where each polymer is used alone, and the effect of the present invention cannot be sufficiently exhibited.

Further, the cosmetic of the present invention comprises a lotion, an emulsion,
It can be used as a skin cosmetic in the form of creams, lipsticks, foundations, etc.
It can be used as a hair cosmetic in the form of a hair cream, a hair lotion or the like. Further, it can be used as a massage charge or a pack charge by utilizing the gelling ability and the film forming ability of the polymer. In addition, these cosmetics can be manufactured according to a conventional method.

Further, in addition to the polymer, the cosmetic of the present invention may further contain, if necessary, a surfactant, a powder or a pigment, an antioxidant, an ultraviolet absorber, a humectant, a vitamin, a preservative, a fragrance, etc. Can be blended.

Here, an experiment was conducted to evaluate how excellent a moisture absorbing property is exhibited when a polymer containing the monomer (A) and a polymer containing the monomer (B) are blended. Was performed. The contents are shown below.

Experiment 1 Hygroscopicity of polymer [Sample] As a homopolymer of monomer (A), polyglucosyloxyethyl methacrylate (hereinafter referred to as P-
GEMA) was used as a homopolymer of the monomer (B) and polymethacryloyloxyethyl phosphorylcholine (hereinafter abbreviated as P-MPC) was used to conduct an experiment on hygroscopicity. (1) P-GEMA (molecular weight 10,000) (2) P-MPC (molecular weight 8,000) (3) chitosan

[Measurement method] 50% ethanol solution of P-GEMA (5% by weight), 50% ethanol solution of P-MPC (5% by weight), 50% of P-GEMA and P-MPC
An ethanol solution (1: 1, total 5% by weight) and an aqueous solution of chitosan in acetic acid (5% by weight) were prepared.
After casting on a Teflon plate of cm 2, the solvent was volatilized at room temperature to form a film having a thickness of about 100 μm. This was placed in a desiccator adjusted to each relative humidity (60%, 80%, 95%) with a saturated salt solution, and the weight increase rate after 20 hours or less and 20 hours or less was measured. The result is shown in FIG. Weight increase rate (%) = [(weight after 48 hours−initial weight)
/ Initial weight] x 100

[Results] As is clear from the results shown in FIG. 1, the system using both P-GEMA and P-MPC according to the present invention is:
It was shown to exhibit higher hygroscopicity than the comparative products P-GEMA alone, P-MPC alone, and chitosan.

[0032]

EXAMPLES Examples of the cosmetic of the present invention will be shown below.
The mixing ratio is% by weight.

Embodiment 1 O / W type emulsion Stearic acid 1 Beeswax 2 Microcrystalline wax 1 P-MPC 3% aqueous solution (molecular weight 20,000) 15 P-GEMA 3% aqueous solution (molecular weight 10,000) 15 Propylene glycol 5 Glycerin 2 Ethyl alcohol 5 Preservative 0.3 Fragrance 0.3 Purified water 53.4

Embodiment 2 Lotion P-MPC 2% aqueous solution (molecular weight 20,000) 15 P-GEMA 3% aqueous solution (molecular weight 5,000) 10 Glycerin 1.5 Ethanol 6 Propylene glycol 1.5 Citric acid 0.01 Sodium citrate 0.1 Flavor 0.05 Purified water 65.84

Embodiment 3 Cream squalane 5 2-ethylhexanoic acid triglyceride 1 petrolatum 0.5 P-MPC 3% aqueous solution (molecular weight 10,000) 20 P-GEMA 2% aqueous solution (molecular weight 8,000) 30 glycerin 3 1,3-butanediol 4 poly Glycerin polyoxybutylene stearyl ether 2.5 Fragrance 0.2 Purified water 33.8

Embodiment 4 Hair lotion P-MPC 2% aqueous solution (molecular weight 40,000) 3 P-GEMA 3% aqueous solution (molecular weight 15,000) 2 ethanol 10 glycerin 3 carboxymethyl chitin 0.01 vitamin E 0.1 pigment 0.02 purified water 81.87

Embodiment 5 Hair Cream Squalane 30.0 Vaseline 3.0 Beeswax 4.0 Stearic Acid 4.0 Olive Oil 2.0 Sorbitan Monostearate 2.5 Polyoxyethylene Sorbitan Monostearate 2.5 Butyl Paraben 0.1 P-MPC 10% Aqueous solution (molecular weight 20,000) 10 P-GEMA 2% aqueous solution (molecular weight 10,000) 20 1,3-butanediol 2.5 polyethylene glycol 200 1.5 triethanolamine 1.0 methylparaben 0.1 flavor 0. 2 Purified water 16.6

(Comparative Experiment) The cosmetic obtained according to the present invention was compared with a conventional cosmetic in terms of an effect of improving rough skin and an effect of protecting hair.

Experiment 2 (Sample) (A) Emulsion of Example 1 of the present invention (A) Emulsion obtained by removing P-MPC (increased water) from the emulsion of Example 1 of the present invention (C) The present invention Emulsion obtained by removing P-GEMA from the emulsion of Example 1 (increased amount of water)

[Experimental Method] Ten Japanese women (age 20-
The effect of the surfactant on the improvement of artificial skin roughness was measured by measuring the water content of the stratum corneum and judging skin eruption with a subject (age 37). That is, a glass cup having a diameter of 3 cm was adhered to the skin on the inner part of the forearm, 10 ml of 5% sodium dodecyl sulfate (SDS) was put therein, and the mixture was allowed to stand for 10 minutes while gently shaking. After leaving the same site for the next 20 minutes with the same processing solution, the processing solution was recovered to cause rough skin. This SD
One day after the S treatment, an emulsion of the sample (A), (A) or (C) was applied to the treated site twice a day. FIGS. 2 and 3 show the results of measuring the horny layer water content before and after the experiment as skin surface conductance values according to the following measurement method, and the results (mean values) of skin rashes determined according to the following criteria.

1) Measurement of the water content of the stratum corneum The water content of the stratum corneum was measured in accordance with the method of Tagami et al. Using a capacitance conductance meter (IBM Model IB-
354). At the time of measurement, the skin at the measurement site is washed with warm water of 37 ° C. for 30 seconds, and then measured five times at 20 ° C. and 50% relative humidity, and the average is taken as the measured value.

2) Evaluation criteria for skin rash 0: No dry desquamation change is observed. 1: A slight drying desquamation change is recognized. (Faint desquamation or gloss) 2: A clear drying desquamation change is recognized. (The boundary of the treated part is clear, and clear desquamation is partially glossy and cracked.) 3: A remarkable change in desiccation and desquamation is recognized. (Clear luster, crack on clear desquamation)

As shown in the results of FIGS. 2 and 3, the sample (A) which is the emulsion of the product of the present invention has a higher water content of the stratum corneum than the samples (A) and (C) which are the emulsions of the conventional product. It was demonstrated to have a significant effect on the recovery of the amount (increased skin conductance) and on the dry eruption.

Experiment 3 Actual use test [Sample] Samples used in Experiment 3 (A), (A)
The same emulsion as in (c) was used.

[Experimental Method] 60 Japanese women (aged 20 to 49 years old) who complain of rough skin and dryness on a regular basis were randomly divided into groups A, B and C (20 each). The group used the emulsion of the sample (a), the group B used the emulsion of the sample (a), and the group C used the emulsion of the sample (c) for one month. A comparison was made between groups regarding the beautiful skin effect such as moist feeling (water retention effect) and improvement of skin swelling (activation effect) after one month and the feel during use (stickiness). Table 1 shows the results.

[0046]

[Table 1]

As is evident from the results in Table 1, the sample (A), which is an emulsion of the product of the present invention, has no tactile problem similarly to the samples (A) and (C) which are emulsions of the conventional product. On the other hand, it was proved that the skin beautiful effects such as the water retention effect and the activation effect were remarkably excellent.

Experiment 4 Hair protection effect [Sample] (D) Hair lotion of Example 4 of the present invention (E) PM from hair lotion of Example 4 of the present invention
Hair lotion from which PC was removed (water was increased) (f) PG from the hair lotion of Example 4 of the present invention
Hair lotion with EMA removed (increased water)

[Experimental method] A bundle of 10 g (length 10 cm) of Japanese female hair, which had not been subjected to a permanent or bleaching treatment, was bundled with a sample (D) or (E).
Alternatively, after applying a predetermined amount of the hair lotion (f), the hair lotion was air-dried. The evaluation was performed by five expert panelists according to the criteria shown in Table 2 below, and the average score was shown in Table 3. The evaluation items were for hair smoothness, gloss and moist feeling (moisturizing property).

[0050]

[Table 2]

[0051]

[Table 3]

As shown in the results in Table 4, the sample (d), which is the hair lotion of the product of the present invention, is smoother than the samples (e) and (f), which are the hair lotions of the conventional product. It was clear that both the gloss and the moist feeling were excellent.

[0053]

According to the present invention, of course, the skin-beautifying effect on the skin and the hair-beautifying effect on the hair based on the water retention function, the lamellar formation promoting / stabilizing action, the film forming ability and the like are remarkably excellent. It can be used without any stability problems.

[Brief description of the drawings]

FIG. 1 is a diagram showing the relationship between relative humidity and weight increase rate.

FIG. 2 is a diagram showing a relationship between the number of days and a skin conductance value.

FIG. 3 is a diagram showing the relationship between the number of days and rash.

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 ────────────────────────────────────────────────── ─── Continuing on the front page (72) Inventor Kazuko Jimbo 27-1 Takashimadai, Kanagawa-ku, Yokohama-shi, Kanagawa Prefecture F-term in the Yokohama Research Laboratory, Polar Chemical Industry Co., Ltd. 4C083 AA082 AA122 AC012 AC022 AC102 AC122 AC182 AC242 AC302 AC422 AC442 AC482 AC542 AC691 AC901 AD042 AD131 AD132 AD322 AD391 AD392 AD672 CC01 CC04 CC05 CC32 DD31 DD33 EE06 EE07 EE12 EE29

Claims (2)

[Claims] 1. A monomer (A) represented by the following general formula (1): wherein GO- is a group obtained by removing a hydrogen atom from the 1-position hydroxyl group of a reducing sugar, and n is 2 or 3. Where m is 1
And R1 and R2 are the same or different and each represent a hydrogen atom or a methyl group. And a monomer (B) represented by the following general formula (2) wherein x represents 2 or 3, and y represents 1 to
5 represents any integer, and R3 and R4 are the same or different and each represent a hydrogen atom or a methyl group. ] Which is a constituent unit of a cosmetic. 2. A group in which a hydrogen atom has been removed from the 1-position hydroxyl group represented by G—O— in the general formula (1) is glucose, mannose, galactose, arabinose, xylose, ribose, maltose, lactose, cellobiose, 2. One or more selected from the group consisting of a group obtained by removing a hydrogen atom from the hydroxyl group at position 1 of maltooligosaccharide.
The cosmetic according to any one of the above.