JP4403766B2 - Cleansing fee - Google Patents

Description

The present invention relates to cleansing materials for makeup cosmetics and UV-proof cosmetics, and more specifically, safe and non-irritating for the human body, good spreading during use and non-stickiness, excellent cleansing effect, rinsing properties The present invention relates to a cleansing material having a good feeling after washing and excellent storage stability.

Makeup cosmetics and UV-preventive cosmetics have the effect of protecting the skin from external stimuli and making it look more beautiful, and are indispensable in the lives of modern society. However, since these cosmetics contain a large amount of oily components, inorganic pigment components, etc., they prevent skin pores, prevent metabolism, and the cosmetics themselves may be gradually oxidized to be irritating, Prolonged use may cause skin problems. Therefore, it is preferable to remove these cosmetics once a day using a cleansing material.

Cleansing materials usually contain various oil components as a cleaning base, but these oil components are extremely cleansing and safe, but they are not compatible with water and are rinseable. However, the feeling after washing was insufficient. In order to solve such a problem, in many cases, various surfactants are blended together with an oil component. However, when a surfactant is added, although the rinsing property and the feeling of washing are improved, stickiness during use may occur, and irritation to the skin may become a problem.

In order to solve these problems, blending with cleansing materials synergistically increases cleansing effect, enhances rinsability and feel after use, and further suppresses stickiness and skin irritation during use. Development of such a compound has been desired.
So far, cleansing materials containing an ethylene oxide adduct of methyl glucoside have been disclosed as such compounds (see Patent Document 1), but the improvement in use, reduction in stickiness, and improvement in touch after use are disclosed. Has a certain effect, but is insufficient in terms of cleansing power and storage stability. Moreover, although the cleansing material containing the acrylic acid methacrylate alkyl copolymer is disclosed (refer patent document 2), although this compound has a certain amount of effect in mitigating stickiness and improving rinsing properties, cleansing power Was not enough.

JP-A-62-53910 JP-A-9-87139

The problem of the present invention is that it is safe and non-irritating for the human body, has good spreading during use and is not sticky, has an excellent cleansing effect, has a good feeling of rinsing and washing, and also has good storage stability. It is to provide an excellent cleansing fee.

As a result of diligent research to solve the above problems, the inventors have invented the desired cleansing material by using a specific amount of a specific alkylene oxide derivative.
That is, the present invention
(1) The following a, b and c are contained, a + b is 15 to 85% by weight, a / b is 1/20 to 3/1 by weight ratio, and c is 5 to 50% by weight. It is a cleansing fee.
a. Alkylene oxide derivatives represented by the following general formula (I): HO-[(EO) _m (AO) _n ] -H (I)
[In the formula, EO represents an oxyethylene group, AO represents an oxyalkylene group having 3 to 4 carbon atoms, m and n are average added mole numbers of each, and are 1 or more, m + n is 3 to 40, m / n is 1/4 to 4/1. Furthermore, the mole fraction of butylene oxide (BO) in AO is 1/10 to 1/2)
b. One or more liquid oil components selected from ester oil, hydrocarbon oil, and silicone oil
The cleansing material according to claim 1, which contains 1 to 15% by weight of a nonionic surfactant (2) d.

The cleansing material of the present invention has good spreading during use, is not sticky, has an excellent cleansing effect, has a good rinsing / washing feel, and has low irritation and excellent storage stability. Have

The alkylene oxide derivative represented by the following general formula (I) used in the present invention is a compound obtained by adding propylene oxide (PO) or butylene oxide (BO) to ethylene oxide (EO). M + n is 3 to 40, preferably 5 to 30, and m / n is 1/4 to 4/1, preferably 1/2 to 3/1.
HO-[(EO) _m (AO) _n ] -H (I)
When m + n is less than 3, irritation may occur, and when it exceeds 40, the spread during use, cleansing force, non-stickiness, feel during use, and rinsing properties are deteriorated. Moreover, when m / n is less than 1/4, the rinsing property and the feeling after use are poor, and when it exceeds 4/1, the cleansing force is insufficient. EO and AO may be added in random or block form, but are preferably added in random form to suppress stickiness and irritation.
Furthermore, the mole fraction (BO / AO) of butylene oxide (BO) in alkylene oxide (AO) is 1/10 to 1/2, more preferably 1/5 to 1/3. If it is less than 1/10, cleansing power and non-stickiness are insufficient, and if it exceeds 1/2, rinsability and feel after use are deteriorated. In addition, as BO, compounds such as 1,2-butylene oxide, 2,3-butylene oxide, isobutylene oxide and the like can be used. From the viewpoint of easy availability and reaction control, preferably 1, 2-butylene oxide.

In addition, when adding these alkylene oxides, an addition reaction is usually performed using a phase transfer catalyst, a Lewis acid catalyst, an alkali catalyst, or the like. In general, it is preferable to use an alkali catalyst such as potassium hydroxide. For example, a glycol compound such as propylene glycol and an alkali catalyst such as potassium hydroxide as a catalyst are charged into an autoclave, the air in the autoclave is replaced with dry nitrogen, and the catalyst is completely dissolved at about 140 ° C. with stirring. Next, a predetermined amount of a mixture of ethylene oxide and propylene oxide is dropped with a dropping device and stirred for about 2 hours. Next, the target compound can be obtained by dropping 1,2-butylene oxide or the like and stirring for 2 hours for aging.

The component b used in the present invention is a liquid oily component selected from ester oil, hydrocarbon oil, and silicone oil. For example, ester oil such as diethyl sebacate, cetyl 2-ethylhexanoate, isopropyl palmitate, 2-ethylhexyl palmitate, octyldodecyl myristate, isopropyl myristate, isodecyl isononanoate, ethyl oleate, jojoba oil, Examples include hydrocarbon oils such as paraffin, liquid isoparaffin, squalane, and silicone oils such as dimethylpolysiloxane, polymethylcyclosiloxane, polyether-modified methylpolysiloxane, and amino-modified dimethylpolysiloxane. These oils are liquid at 25 ° C. One or more components are selected and used from the components.

In this invention, the sum total (a + b) of the compounding quantity of a component and b component is 15 to 85 weight% in a composition whole quantity, More preferably, it is 20 to 80 weight%. When a + b is less than 15% by weight, the cleansing effect and the spread at the time of use are not sufficient, and when it exceeds 85% by weight, stickiness, rinsing property, feel after use, and storage stability are deteriorated. The blending ratio (a
/ b) is 1/20 to 3/1 by weight, more preferably 1/15 to 2/1. If a / b is less than 1/20, stickiness, rinsing properties, and feeling after use are deteriorated, and if it exceeds 3/1, cleansing effect and storage stability may be deteriorated.

The component c used in the present invention is a nonionic surfactant. Examples of the nonionic surfactant include polyoxyethylene alkyl ether, polyethylene glycol fatty acid ester, sorbitan fatty acid ester, polyoxyethylene sorbitan fatty acid ester, polyoxyethylene alkyl ether, Oxyethylene hydrogenated castor oil, polyglycerin fatty acid ester, polyoxyethylene glycerin fatty acid ester, glycerin mono fatty acid ester, alkylpolyglucoside, alkanolamide, etc. are preferable, preferably polyoxyethylene glycerin fatty acid ester, polyoxyethylene sorbitan fatty acid ester, poly A glycerin fatty acid ester is mentioned. From the viewpoint of rinsing properties and feel after use, it is preferable to use a nonionic surfactant having an HLB of 10 to 18.

The amount of component c used in the present invention is 5 to 50% by weight, more preferably 10 to 40% by weight, based on the total amount of the composition. If it is less than 5% by weight, the rinsing properties and storage stability are poor, and if it exceeds 50% by weight, stickiness and skin irritation occur, and the feeling after use becomes poor. In the present invention, a + b + c is 25 to 100% by weight.
In the cleansing material of the present invention, the addition of polyhydric alcohols having 2 to 6 carbon atoms as the d component can improve the feel during use and after use. Examples of the polyhydric alcohol having 2 to 6 carbon atoms include 1,3-butylene glycol, glycerin, propylene glycol, dipropylene glycol, isopropylene glycol, diglycerin, sorbitol and the like. Of these, propylene glycol, dipropylene glycol, isopropylene glycol, and 1,3-butylene glycol are preferable in terms of easy use and easy compatibility with dirt.
In the present invention, the amount of component d is 1 to 15% by weight, more preferably 5 to 10% by weight, based on the total amount of the composition. If it is less than 1% by weight, the effect of improving the feeling after use and after use is insufficient, and if it exceeds 15% by weight, the sticky feeling becomes strong and the storage stability may be deteriorated.

In addition, it is also possible to mix | blend the additive normally used for cosmetics with the cleansing material of this invention in the range which does not impair the performance of this invention. For example, ceramide, cholesterol, protein derivatives, lanolin, lanolin derivatives, oily bases such as lecithin, natural fats and oils such as beef tallow, pork tallow and fish fat, waxes such as beeswax and carbanara, soaps, acylmethyl taurine salts, amides Anionic surfactant such as ether sulfate ester salt, Amido amino acid salt, Amphoteric surfactant such as amidopropyldimethylaminoacetic acid betaine, Semipolar surfactant such as alkyl chloride, Alginic acid, Carboxyvinyl polymer, Carboxymethylcellulose, Hydroxy Water-soluble polymers such as propylmethylcellulose, hydroxyethylcellulose, xanthan gum, organic or inorganic salts such as pyrrolidone carboxylate, citrate, malate, sodium chloride, acids and alkalis that are pH adjusters, bactericides, chelating agents, Antioxidant, UV absorption Agents, vitamins, natural extracts derived from animals and plants, dyes, pigments and dyes may be formulated.

Next, the present invention will be described in more detail by way of examples.
Examples 1-5 and Comparative Examples 1-9
Cleansing materials shown in Tables 1 to 3 were prepared and evaluated by the following methods. The alkylene oxide derivative used was prepared as follows. That is, 76 g of propylene glycol (1 mol) and 3.1 g of potassium hydroxide (5.5 mol% of propylene glycol) as a catalyst were charged into an autoclave, the air in the autoclave was replaced with dry nitrogen, and the catalyst was stirred at 140 ° C. with stirring. Was completely dissolved. Next, a mixture of 264 g (6 mol) of ethylene oxide and 174 g (3 mol) of propylene oxide is dropped by a dropping device and stirred for 2 hours. Next, 216 g (3 mol) of 1,2-butylene oxide was added dropwise and stirred for 2 hours for aging. Then, the catalyst was neutralized with phosphoric acid and filtered to obtain the target compound (Compound A-1). Further, 529 g (12 mol) of ethylene oxide, 407 g (7 mol) of propylene oxide and 289 g (4 mol) of 1,2-butylene oxide were reacted under the same conditions to obtain a purified compound A-2. Furthermore, an alkylene oxide derivative in which “m + n”, “m / n” or “BO / AO” deviated from the ratio of the present invention was prepared as a comparative component. That is, 44 g (1 mol) of ethylene oxide, 58 g (1 mol) of propylene oxide and 216 g (3 mol) of 1,2-butylene oxide were reacted under the same conditions, and purified compound A′-1, 1894 g (43 mol) of ethylene oxide. , 581 g (10 mol) of propylene oxide and 72 g (1 mol) of 1,2-butylene oxide were reacted to obtain purified compound A′-2.

(1) Ten women (22 years old to 37 years old) who applied make-up at the time of use are panelists, and the feeling when using cleansing fee is determined as follows, and the total score of 10 people is obtained. More than 15 points were evaluated as cleansing materials with good feel when used.
2 points: When feels good and light feel during use.
1 point: When feeling that the spread during use is slightly bad and slightly heavy.
0 points: When feeling that the feel is bad and heavy when used.

(2) Cleansing effect 10 women (22 to 37 years old) who are makeup make panelists, and determine the familiarity with dirt when using cleansing fee as follows, and find the total score of 10 people , 15 points or more were determined to be cleansing charges with a good cleansing effect.
2 points: When you feel that makeup stains have been removed sufficiently.
1 point: When it feels that makeup stains are slightly removed.
0 points: When the makeup stains are clearly felt to be bad.

(3) 10 women (22 to 37 years old) who did makeup without stickiness were used as panelists, and the feel when using cleansing fee was determined as follows. It was determined that the cleansing fee was not sticky.
2 points: When there is no stickiness during use.
1 point: When stickiness is felt during use.
0 points: When feeling very sticky during use.

(4) A panel of 10 women (22 to 37 years old) who had rinse-in makeup, and after using cleansing materials, the rinse was determined as follows when rinsed with warm water. The points were determined and 15 or more points were determined to be cleansing materials with good rinsing properties.
2 points: When the user feels that rinsing has been completed promptly without slickness.
1 point: When slightly lingering remains during rinsing and feels that rinsing is not easy.
0 point: When it is hard to fall off, and when it feels that rinse property is clearly bad.

(5) 10 women (22 to 37 years old) who used touch makeup after use were panelists, and the skin feel after using cleansing fee was determined as follows, and the total score of 10 people was obtained. In addition, 15 points or more were evaluated as cleansing materials having a good feel after use.
2 points: When the skin feels moist and moist without stickiness.
1 point: When the skin feels somewhat sticky or slightly bulky.
0 points: When the stickiness is high or the skin feels bulky.

(6) Skin irritation
A Hartley guinea pig 7-week-old (male) was used (3 mice per group), and the occlusion patch method was used for 24 hours. That is, after shaving the back of the guinea pig, the adhesive part of a 15 mm torii patch (small size) was cut out cleanly, and the patch was first applied to a sterile drape. After putting two sheets, we put eslatex. Furthermore, the reverse side was also performed in the same manner, and two portions on the head side and the tail side were wound with silky tex. Then, 24 hours after administration, erythema and edema were recorded as scores according to Draize's scoring criteria, and judged as follows from the average value of the sum, and ◎ and ○ were evaluated as having low irritation.

Scoring criteria [erythema] Evaluation score (Score)
No change ------------------ 0
Very mild erythema ------------ 1
Clear erythema -------------- 2
Moderate to intense erythema ----------- 3
Crimson strength erythema light crust --- 4
[Edema] Score (Score)
No edema ----------------------------- 0
Very mild edema ----------------------- 1
Obvious edema ------------------------- 3
Moderate edema (lifting about 1mm)-3
Severe edema (spread also around) 4
[Judgment]
Erythema score + mean edema score S (n = 3)
A: S = 0
○: 0 <S ≦ 2
Δ: 2 <S ≦ 4
×: 4 <S

(7) Storage stability The sample was sealed in a transparent glass container and stored at 0 ° C., 25 ° C., and 40 ° C. for 3 months. The appearance was observed and evaluated in the following three stages.
○: Good stability (no change in appearance at any temperature)
Δ: Slightly inferior (viscosity is slightly reduced or slightly separated at any temperature, or slightly colored)
X: Stability failure (Viscosity drop is remarkable at any temperature or separation or coloring is remarkable)

From Examples 1 to 5, the cleansing materials using the components of the present invention all have good spreading during use, are not sticky, have an excellent cleansing effect, have a good rinsing / washing feel, and low It was irritating and excellent in storage stability.
On the other hand, in Comparative Examples 1-12, sufficient performance is not obtained. That is, in Comparative Example 1, since the sum “m + n” of the average added mole number of EO: “m” and the average added mole number of AO: “n” in the alkylene oxide derivative is small, the feeling after use is poor, and skin irritation occurs. Strong nature. In Comparative Example 2, since “m + n” in the alkylene oxide derivative is large and “m / n” is also large, there is a feeling of stickiness, the spread during use, the rinsing property, the feeling after use is poor, and the cleansing effect is low. In addition, the storage stability is not sufficient. In Comparative Example 3, since the sum “a + b” of the a component and the b component is small and the ratio “a / b” is large, the spread during use is poor, the cleansing effect is low, and the storage stability is not sufficient. In Comparative Example 4, since “a + b” is large, there is a sticky feeling, and the rinsing property, feel after use, and storage stability are poor. In Comparative Example 5, since the content of the component c is small, the cleansing effect is not sufficient, and the rinsing property, feel after use, and storage stability are poor. In Comparative Example 6, since the content of the component c is large, the stickiness is strong, the touch after use is poor, and the skin irritation is strong. Since Comparative Example 7 does not contain the component a, it has a strong spread, rinsability, feel after use, and stickiness, and a cleansing effect is not sufficient. In Comparative Example 8, polyoxyethylene methyl glucoside (10E.O.) is contained instead of the component a, but the cleansing power is weak and the storage stability is poor. In Comparative Example 9, an alkyl methacrylate methacrylate copolymer is contained instead of the component a, but the cleansing power is weak.

Claims (2)

A cleansing material comprising the following a, b and c, wherein a + b is 15 to 85% by weight, a / b is 1/20 to 3/1 by weight, and c is 5 to 50% by weight. .
a. An alkylene oxide derivative represented by the following general formula (I):
HO-[(EO) _m (AO) _n ] -H (I)
[In the formula, EO represents an oxyethylene group, AO represents an oxyalkylene group having 3 to 4 carbon atoms, m and n are the average number of added moles, respectively, and m + n is 3 to 40, m / n is 1/4 to 4/1. Furthermore, the mole fraction of butylene oxide (BO) in AO is 1/10 to 1/2)
b. One or more liquid oil components selected from ester oil, hydrocarbon oil, and silicone oil
c. Nonionic surfactant d. The cleansing material according to claim 1, comprising 1 to 15% by weight of a water-soluble polyhydric alcohol.