JP4670391B2 - Cleansing fee - Google Patents

Description

  The present invention relates to a cleansing material for makeup cosmetics and UV-proof cosmetics, and more specifically, it has little eye irritation, has an excellent cleansing effect, improves skin dullness, has a good spread during use, and has good skin The present invention relates to a cleansing material having no stickiness and excellent rinsing properties.

  At present, cleansing materials are indispensable for removing makeup cosmetics and UV-proof cosmetics. If cleansing is inadequate, makeup cosmetics and UV protection cosmetics contain a large amount of oily ingredients, inorganic pigment ingredients, etc., so these ingredients block the pores of the skin and prevent metabolism, and the cosmetics themselves May be oxidized to be irritating. These cause skin troubles. In particular, when the vicinity of the pores is insufficiently cleaned, dirt (square plugs) is generated by mixing sebum with dust in the air. This square plug may cause dull skin. Accordingly, there is a need for cleansing materials that can prevent the generation of horn plugs and further improve the dullness of the skin by removing the generated horn plugs, and various cleaning compositions have been disclosed so far.

  For example, Patent Document 1 discloses a skin cleansing composition containing a surfactant containing a polysaccharide powder, and Patent Document 2 discloses a hydroxypyridone derivative, a higher fatty acid triethanolamine salt, and water swellability. Detergent compositions containing clay minerals are disclosed.

However, although these cleaning compositions have some effects on improving the skin condition, they may have insufficient cleansing effect and rinsing properties, and may be irritating to the eyes, causing the skin to become sticky during use. There is a feeling and it is not satisfactory.
JP 2003-342162 A JP 2004-123590 A

  An object of the present invention is to provide a cleansing material that has little eye irritation, has an excellent cleansing effect, improves dullness of the skin, has a good spread during use, does not feel sticky to the skin, and has excellent rinsing properties. It is in.

  As a result of diligent research to solve the above problems, it was found that by combining a specific glycerin derivative, a polyhydric alcohol and a surfactant at a specific ratio, the intended cleansing material can be obtained, and the present invention is It came to complete.

That is, the cleansing material of the present invention is a cleansing material comprising a glycerin derivative (a), a polyhydric alcohol (b) and a surfactant (c), wherein the glycerin derivative (a) is represented by the formula (I). Derivatives:
Gly- [O- (PO) ₁ (EO) _m- (BO) _n H] ₃ (I)
(Wherein Gly is a residue obtained by removing a hydroxyl group from glycerin, PO is an oxypropylene group, EO is an oxyethylene group, and l and m are average added moles of PO and EO, respectively, (L + m) is a value of 1 to 30, the mass ratio of PO and EO (PO / EO) is 1/5 to 5/1, and BO is a oxyalkylene group having 4 carbon atoms. And n is the average number of moles of BO added and has a value of 1 to 5), and the polyhydric alcohol has a large number of 2 to 6 carbon atoms having 2 or 3 hydroxyl groups in the molecule. A surfactant, and the surfactant is at least one surfactant selected from the group consisting of an anionic surfactant, an amphoteric surfactant and a nonionic surfactant, And the glycerin derivative (a) is 0 From 1 to 50% by weight, polyhydric alcohol (b) is 0.1 to 50 wt%, and the surfactant (c) is contained in a proportion of 1 to 50 mass%.

  The oxyalkylene group having 4 carbon atoms represented by BO means an oxybutylene group, an oxyisobutylene group and / or an oxytetramethylene group.

  The cleansing composition of the present invention has little irritation to the eyes, has an excellent cleansing effect, improves dullness of the skin, has a good spread during use, does not feel sticky to the skin, and is excellent in rinsing properties.

  The makeup cosmetic of the present invention may be referred to as the following glycerin derivative (a) (hereinafter sometimes referred to as compound a, component a), polyhydric alcohol (b) (hereinafter referred to as compound b, component b). ) And a surfactant (c) (hereinafter sometimes referred to as compound c, c component, etc.), and optionally contains a solvent such as an additive and water. Hereinafter, these will be sequentially described.

(Glycerin derivative (a))
The glycerin derivative (a) used in the cleansing material of the present invention is obtained by adding propylene oxide and ethylene oxide to glycerin in a proportion of 3 to 90 molar equivalents with respect to glycerin, and then converting C 4 alkylene oxide into glycerin. It is obtained by adding at a ratio of 3 to 15 molar equivalents. That is, the glycerin derivative (a) is obtained by once synthesizing an adduct of PO and EO and then adding a C4 alkylene oxide in a block form.

  The mass ratio (PO / EO) of propylene oxide (PO) and ethylene oxide (EO) is 1/5 to 5/1, and the addition form of propylene oxide and ethylene oxide may be random or block. In order to obtain a more excellent eye irritation mitigating effect, it is preferable to add in a random state. When the mass ratio of propylene oxide and ethylene oxide (PO / EO) is less than 1/5, the cleansing effect is weakened. When it exceeds 5/1, the rinsing property is deteriorated.

  The average number of moles added of propylene oxide (PO) and ethylene oxide (EO) is preferably 3 to 90 moles in total, that is, l + m is in the range of 1 to 30. If the average added mole number of PO and EO is less than 3 moles in total, that is, if l + m is less than 1, the rinsing property is deteriorated and the effect of alleviating eye irritation is weakened. When the average number of added moles is 90 moles in total, that is, l + m exceeds 30, the cleansing effect is weakened, the spread during use is worsened, the skin feels sticky, and the rinsing properties are worsened.

  The average number of added moles of alkylene oxide (BO) having 4 carbon atoms is preferably 3 to 15 moles, that is, n is in the range of 1 to 5. If the average added mole number of BO is 3 moles, that is, if n is less than 1, the cleansing effect and skin dullness improving effect are weakened, and there is a feeling of skin stickiness. When the average number of added moles is 15 moles, that is, when n exceeds 5, the spreadability and the rinsing properties during use deteriorate.

  Examples of the alkylene oxide having 4 carbon atoms include 1,2-butylene oxide, 2,3-butylene oxide, and tetramethylene oxide (tetrahydrofuran). Among these, 1,2-butylene oxide is preferable from the viewpoint of easy availability and reaction control.

  When these alkylene oxides are added to glycerin, an addition reaction is performed using an alkali catalyst, a phase transfer catalyst, a Lewis acid catalyst, or the like. In general, it is preferable to use an alkali catalyst such as potassium hydroxide.

(Polyhydric alcohol (b))
The polyhydric alcohol (b) used in the cleansing material of the present invention is a C2-C6 linear or branched water-soluble polyhydric alcohol having 2 or 3 hydroxyl groups in the molecule. Furthermore, the polyhydric alcohol (b) may have an unsaturated bond, an ether bond, an ester bond or the like in the molecule. Examples of the alcohol having two hydroxyl groups in the molecule (dihydric alcohol) include propylene glycol, 1,3-butanediol, 1,2-pentanediol, 1,2-hexanediol, diethylene glycol, triethylene glycol, Examples include dipropylene glycol.

  Examples of the alcohol having three hydroxyl groups in the molecule (trivalent alcohol) include glycerin and trimethylolpropane. Among these, glycerin is preferable from the viewpoint of low irritation to eyes and skin.

(Surfactant (c))
The surfactant (c) used in the cleansing material of the present invention is at least one surfactant selected from the group consisting of an anionic surfactant, an amphoteric surfactant and a nonionic surfactant. . Examples of the anionic surfactant include alkyl sulfates, alkyl sulfonates, alkyl phosphates, acylated amino acid salts, polyoxyethylene alkyl ether sulfates, alkyl benzene sulfonates, and N-acyl-N-methyl. Examples include taurine salts, α-olefin sulfonates, higher fatty acid ester sulfonates, alkyl ether acetates, polyoxyethylene alkyl ether acetates, and higher fatty acid soaps. Among these, N-cocoyl-N-methyltaurine salt and N-lauroyl-L-glutamate are preferable from the viewpoint of enhancing the cleansing effect and reducing eye irritation. Further, as these salts, metal salts such as sodium, potassium and magnesium, and organic ammonium salts such as monoethanolammonium, diethanolammonium and triethanolammonium are preferable.

  Examples of amphoteric surfactants include carbobetaine activators, amide betaine activators, sulfobetaine activators, hydroxysulfobetaine activators, amide sulfobetaine activators, imidazolium betaine activators, and iminodiene. Examples thereof include carboxylate-based surfactants and amine oxide-based surfactants. Among these, amidopropyl betaine and 2-alkyl-N-carboxymethyl-N-hydroxyethylimidazolium betaine are preferable in that they reduce the irritation of the anionic surfactant and reduce irritation to the eyes. .

  Examples of the nonionic surfactant include polyoxyethylene fatty acid ester, polyoxyethylene hydrogenated castor oil, polyoxyethylene sorbitan fatty acid ester, polyoxyethylene fatty acid glyceryl, glycerin fatty acid ester, sorbitan fatty acid ester, polyoxyethylene alkyl ether, Examples include alkyl glucoside, polyglycerin fatty acid ester, polyoxyethylene polyoxypropylene glycol and the like. Among these, in terms of further improving cleansing effect, eye irritation mitigating effect, spreading and rinsing properties during use, polyoxyethylene (7 mol) coconut oil fatty acid glycerin, monooleic acid polyoxyethylene (20 mol) ) Sorbitan and polyoxyethylene tetraisostearate (30 mol) sorbit are preferred.

(Additive)
The additive that can be contained in the cleansing material of the present invention can be contained in the cleansing material within a range that does not impair the effects of the present invention. Examples of additives include lower alcohols such as ethanol and isopropyl alcohol; sugars such as lactose, fructose, and sucrose; hydrocarbon oils such as liquid paraffin, liquid isoparaffin, squalane, petrolatum, and solid paraffin; beef tallow, lard, Natural fats and oils such as fish oil; fatty acids such as lauric acid, myristic acid, palmitic acid, stearic acid and oleic acid; synthetic triglycerides such as glyceryl tri-2-ethylhexanoate; isopropyl myristate, isopropyl palmitate, cetyl palmitate, Ester oils such as ethyl oleate, oleyl oleate and octyldodecyl myristate; waxes such as beeswax and carnauba wax; highly polymerized dimethylpolysiloxane, polyether-modified dimethylpolysiloxane, amino-modified dimethylpolysiloxane Silicone derivatives such as sun; oily bases such as ceramide, cholesterol, protein derivatives, lanolin, lanolin derivative lecithin; cationic surfactants such as alkyltrimethylammonium chloride; pyrrolidone carboxylate, citrate, malate, Organic or inorganic salts such as salt; acids and alkalis as pH adjusters; bactericides; chelating agents; antioxidants; blood circulation promoters; ultraviolet absorbers; ultraviolet light scattering agents; natural extracts derived from animals and plants; Vitamins; amino acids; photosensitizers; dyes; pigments;

(Cleansing fee)
As described above, the cleansing material of the present invention contains a glycerin derivative (component a), a polyhydric alcohol (b), and a surfactant (component c) in specific proportions, and, if necessary, an additive, a solvent (for example, Water).

  The component a is contained in the cleansing material in an amount of 0.1 to 50% by mass, preferably 0.5 to 45% by mass, and more preferably 1 to 40% by mass. When the amount is less than 0.1% by mass, the effect of reducing eye irritation, cleansing effect and dullness of the skin is weakened. When it exceeds 50% by mass, the spreading during use is worsened, and the aging stability of the cleansing material may be poor. A component may be used independently and may use 2 or more types together.

  The component b is contained in the cleansing material in an amount of 0.1 to 50% by mass, preferably 0.5 to 45% by mass, and more preferably 1 to 40% by mass. When the amount is less than 0.1% by mass, the spreadability and the rinsing property during use deteriorate. If it exceeds 50% by mass, the skin may feel sticky, and the cleansing material may have poor stability over time. b component may be used independently and may use 2 or more types together.

  The component c is contained in the cleansing material in an amount of 1 to 50% by mass, preferably 2 to 45% by mass, and more preferably 3 to 40% by mass. When it is less than 1% by mass, the cleansing effect is weakened, and the rinsing property is further deteriorated. If it exceeds 50% by mass, the spread during use is poor, a sticky feeling is felt, and the irritation to the eyes is difficult to be alleviated. c component may be used independently and may use 2 or more types together.

  Next, the present invention will be described in more detail by way of examples.

Example 1
As component a, compound a1 (polyoxy) in formula (I) where l = 2, m = 3, and n = 1, and the mass ratio of propylene oxide and ethylene oxide (PO / EO) is 1 / 1.1 Using butylene (BO) (3 mol) polyoxyethylene (EO) (9 mol) polyoxypropylene (PO) (6 mol) glycerin ether (random adduct of EO and PO)), b component, c component, Cleansing materials were prepared by blending other additives and the like in the proportions shown in Table 1.

  About the prepared cleansing material, (1) cleansing effect, (2) stretching during use, (3) no skin stickiness, (4) skin dullness improving effect, (5) rinsing properties, and (6) eyes The following method was used to evaluate the effect of alleviating the irritation.

(1) Cleansing effect Twenty women (22 to 37 years old) who had made makeup were used as panelists to use cleansing fees. The cleansing effect was judged according to the following criteria.
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.
The total score of 20 people was calculated and evaluated as follows.
○: Total score of 30 or more (cleansing fee with excellent cleansing effect)
×: Total score less than 30 (cleansing fee with poor cleansing effect)

(2) Spreading at the time of use 20 cleansing women (22 to 37 years old) were asked to use the cleansing fee. About the spread of cleansing fee at the time of use, I had you judge by the following standard.
2 points: When it feels good and feels light when used.
1 point: When the feel of use is slightly poor and feels slightly heavy.
0 points: When the feeling of use is poor and feels good when used.
The total score of 20 people was calculated and evaluated as follows.
○: Total score of 30 or more (cleansing fee with good spread during use)
×: Total score less than 30 (cleansing fee with poor spread during use)

(3) No feeling of stickiness on the skin 20 panelists (22 to 37 years old) who had applied makeup were used as panelists. The stickiness when used was judged according to the following criteria.
2 points: When the skin did not feel sticky during use.
1 point: When the skin feels somewhat sticky during use.
0 point: When the skin feels very sticky during use.
The total score of 20 people was calculated and evaluated as follows.
○: Total score of 30 points or more (cleansing fee without skin stickiness)
X: The total score is less than 30 (cleansing fee with a sticky feeling on the skin)

(4) Skin dullness improvement effect With 20 women (22 to 37 years old) as panelists, cleansing fee was used for 4 consecutive weeks. After 4 weeks, skin dullness was judged according to the following criteria.
2 points: When it feels that the dullness of the skin has been improved compared to 4 weeks ago.
1 point: When it feels that the dullness of the skin has improved a little compared with 4 weeks ago.
0 points: When the skin dullness was not improved at all or worsened compared to 4 weeks ago.
The total score of 20 people was calculated and evaluated as follows.
○: Total score of 30 points or more (cleansing fee with excellent skin dullness improvement effect)
×: Total score of less than 30 (cleansing fee with poor skin dullness improvement effect)

(5) Rinsing properties 20 women (22 to 37 years old) who applied makeup were used as panelists to use cleansing fees. The rinsing properties when the cleansing material was washed away with lukewarm water were judged according to the following criteria.
2 points: When the user feels that rinsing has been completed promptly without slickness.
1 point: When the user feels slightly slimy at the time of rinsing and feels that the ease of rinsing is poor.
0 point: When it is hard to fall off, and when it feels that rinse property is clearly bad.
The total score of 20 people was calculated and evaluated as follows.
○: 30 or more total points (cleansing fee with good rinsing properties)
X: Total score of less than 30 (cleansing fee with poor rinsing properties)

(6) Eye irritation mitigating effect An eye mucosal irritation test was performed based on the test method (405) of the OECD toxicity test guideline using Japanese white rabbits (3 per group). The cleansing material used for the test was a stock solution. The determination was made based on the criteria of the Draize method, and the maximum value (IAOI value) of the acute eye irritation index was determined according to the following criteria.
A: I. A. O. I value is 0 or more and less than 0.5.
○: I. A. O. I value is 0.5 or more and less than 2.5.
Δ: I. A. O. I value is 2.5 or more and less than 15.
X: I.I. A. O. I value is 15 or more.
I. A. O. A case where the I value was less than 2.5 (◎ and ○) was evaluated as a cleansing material excellent in the effect of reducing eye irritation.

  The results are shown in Table 2.

(Example 2)
As the component a, in the formula (I), l = 3, m = 2, and n = 1, and the compound a2 (polyoxybutylene (polyoxybutylene (PO)) having a mass ratio of propylene oxide and ethylene oxide (PO / EO) of 2/1 (BO) (3 mol) polyoxyethylene (EO) (6 mol) polyoxypropylene (PO) (9 mol) glycerin ether (random adduct of EO and PO)), b component, c component, other A cleansing material was prepared by blending additives and the like in the proportions shown in Table 1. About the prepared cleansing material, it carried out similarly to Example 1, and evaluated said (1)-(6). The results are shown in Table 2.

(Examples 3 to 5)
Cleansing materials were prepared by blending the components shown in Table 1 in the proportions shown in Table 1. Regarding the prepared cleansing material, in Example 4, cleansing was performed using a nonwoven fabric (15 cm × 10 cm) impregnated with 5 ml of cleansing material, and in Example 5, the cleansing material was foamed using a former container. The evaluations (1) to (6) were performed in the same manner as in Example 1 except that The results are shown in Table 2.

(Comparative Example 1)
a compound in which l = 30, m = 15, and n = 1.3, and the mass ratio of propylene oxide and ethylene oxide (PO / EO) is 2.6 / 1 in place of the component a in formula (I) a′1 (polyoxybutylene (BO) (4 mol) polyoxyethylene (EO) (45 mol) polyoxypropylene (PO) (90 mol) glycerin ether (random adduct of EO and PO))) Cleansing materials were prepared by blending component b, component c and other additives in the proportions shown in Table 1. About the prepared cleansing material, it carried out similarly to Example 1, and evaluated said (1)-(6). The results are shown in Table 2.

(Comparative Example 2)
a compound in which l = 8, m = 1, and n = 1.5, and the mass ratio of propylene oxide and ethylene oxide (PO / EO) is 10.5 / 1 instead of the component a a′2 (polyoxybutylene (BO) (4.5 mol) polyoxyethylene (EO) (3 mol) polyoxypropylene (PO) (24 mol) glycerin ether (random adduct of EO and PO))) A cleansing material was prepared by blending component b, component c and other additives in the proportions shown in Table 1. About the prepared cleansing material, it carried out similarly to Example 1, and evaluated said (1)-(6). The results are shown in Table 2.

(Comparative Examples 3 to 8)
Cleansing materials were prepared by blending the components shown in Table 1 in the proportions shown in Table 1. About the prepared cleansing material, it carried out similarly to Example 1, and evaluated said (1)-(6). The results are shown in Table 2.

  The cleansing material of the present invention was excellent in the effect of alleviating eye irritation and cleansing, improved the dullness of the skin, had good spread and no stickiness during use, and was excellent in rinsing properties.

  On the other hand, in Comparative Examples 1-8, sufficient performance was not obtained. In Comparative Example 1, since the glycerin derivative having an average addition mole number of PO and EO (l + m) of more than 30 is included instead of the component a, the cleansing effect and the skin dullness improving effect are weak. The spread and rinsing properties were poor, and the stickiness was also strong. In Comparative Example 2, since the glycerin derivative having a mass ratio of PO and EO (PO / EO) exceeding 5/1 is included instead of the component a, the skin dullness improving effect is weak and the rinsing property is also poor. It was. In Comparative Example 3, since the component a was not included, the cleansing effect, skin dullness improving effect, and eye irritation mitigating effect were weak. In Comparative Example 4, since the content of the component a was larger than the range of the present invention, the spread during use was poor. In Comparative Example 5, since the component b was not included, the expansion and rinsing properties during use were poor. In Comparative Example 6, since the content of the component b was larger than the range of the present invention, the cleansing effect was weak and the stickiness was also strong. In Comparative Example 7, since the c component was not included, the cleansing effect was weak and the rinsing property was further poor. In Comparative Example 8, since the content of the component c was larger than the range of the present invention, the spread during use was poor, the stickiness was strong, and the irritation mitigating effect on the eyes was weak.

  The cleansing material of the present invention has little eye irritation, excellent cleansing effect, improved skin dullness, good spread and no stickiness during use, and excellent rinsing properties. It can be used as a cleansing material such as cosmetics and UV protection cosmetics.

Claims (1)

A cleansing agent comprising a glycerin derivative (a), a polyhydric alcohol (b) and a surfactant (c),
The glycerin derivative (a) is a derivative represented by the formula (I):
Gly- [O- (PO) ₁ (EO) _m- (BO) _n H] ₃ (I)
(Wherein Gly is a residue obtained by removing a hydroxyl group from glycerin, PO is an oxypropylene group, EO is an oxyethylene group, and l and m are average added moles of PO and EO, respectively, (L + m) is a value of 1 to 30, the mass ratio of PO and EO (PO / EO) is 1/5 to 5/1, and BO is derived from 1,2-butylene oxide. an oxybutylene group having 4 carbon atoms, and n is an average addition mole number of BO, 1 to 5 values der Ri, PO and EO is random form, BO of its ends is blocky der And
The polyhydric alcohol is a C 2-6 polyhydric alcohol having 2 or 3 hydroxyl groups in the molecule,
The surfactant is at least one surfactant selected from the group consisting of an anionic surfactant, an amphoteric surfactant and a nonionic surfactant;
In the cleansing material, the glycerin derivative (a) is 0.1 to 50% by mass, the polyhydric alcohol (b) is 0.1 to 50% by mass, and the surfactant (c) is 1 to 50% by mass. Cleansing fee contained at a ratio of