JP2008308459A - Detergent for makeup cleansing - Google Patents

Abstract

<P>PROBLEM TO BE SOLVED: To provide a detergent composition for makeup cleansing that is excellent in the detergency to makeup stains and in the feeling of use and exhibits excellent preservation stability within a wider temperature range than in the case of conventional ones. <P>SOLUTION: The detergent for makeup cleansing comprises one or two or more of diglycerol fatty acid esters having 1-60 moles of polyoxyethylene groups added thereto as a nonionic surfactant, where the diglycerol fatty acid ester is an 8-22C linear or branched saturated or unsaturated fatty acid ester. <P>COPYRIGHT: (C)2009,JPO&INPIT

Description

  The present invention relates to a cleanser for makeup cleansing that has good storage stability, excellent cleaning power against makeup stains, and excellent usability.

  Makeup cleansing detergents are used to effectively remove makeup cosmetics that are difficult to remove with soap and other aqueous detergents, and have the effect of dissolving and dispersing oily stains and removing them by wiping or washing away. The makeup cleansing detergent generally called solvent type has forms such as cleansing cream, cleansing milk, cleansing lotion, cleansing gel, cleansing oil, and the like, and they are properly used depending on their respective usability.

  In recent years, preparations for preventing makeup collapse due to water and sweat have been developed, and in order to remove such difficult makeup, there is a need for a makeup cleansing detergent having a high detergency. In addition, since these preparations may be stored at both high temperatures (40 ° C or higher) and low temperatures (0 ° C or lower), they have high storage stability so as not to impair commercial value such as separation and cloudiness. There is also a need for formulations.

  In general, cleansing cosmetics containing a large amount of oil have a high cleansing effect against makeup and stains that are difficult to remove, but stickiness and nulliness are generated when washing, and an oily feeling remains unnecessarily after washing. In addition, there is a drawback that storage stability is poor. Although the oily feeling can be reduced to some extent by reducing the oil content, it is impossible to exhibit the high cleansing effect against makeup and stains that are difficult to remove, which is a characteristic of cleansing cosmetics containing a large amount of oil.

  On the other hand, by adding an anionic active agent, the oily feeling is reduced and the cleansing effect is enhanced, but there are concerns about problems in terms of skin safety. In addition, although these oils have improved oily feeling, they cannot be said to be sufficient, and storage stability is not sufficient, resulting in a smoky appearance due to temperature or precipitation, resulting in commercial value. And there was a problem that would impair usability.

  On the other hand, as in Patent Document 1 and Patent Document 2, various attempts have been made to reduce oiliness and improve storage stability. Patent Document 1 discloses a non-aqueous cleansing material comprising a nonionic surfactant having an HLB of 5 to 15 and liquid oil as essential components, but it is satisfactory with respect to the reduction of oily feeling, but is not satisfactory. And storage stability is not sufficient. Patent Document 2 discloses a cleansing cosmetic comprising a nonionic surfactant of HLB7-14, water, and oil that is liquid at room temperature, but although the storage stability has been improved to some extent, it is still insufficient I can not say.

Moreover, although the skin cleansing agent which improved the ease of washing after washing | cleaning and the refreshing feeling after washing | cleaning by mix | blending polyethyleneglycol difatty acid ester and polyoxyethylene glycerin fatty acid ester like patent document 3, Storage stability is not sufficient.
JP-A 62-108806 Japanese Patent Laid-Open No. 3-161428 JP-A-8-92032

  The present invention is a cleansing composition for makeup cleansing that has an excellent detergency against makeup stains and is also excellent in usability, and is a cleanser for makeup cleansing that has excellent storage stability in a wider temperature range than conventional ones. It is an object to provide an agent.

  In such a situation, the present inventors have conducted extensive research to solve the above problems, and as a result, the makeup cleansing detergent containing a specific nonionic surfactant has a storage stability in a cold region more than the conventional one. The present inventors have found that it is good, has excellent detergency against oily soil, sebum soil, and the like, and has excellent usability, and has completed the present invention.

（Ｒ^１〜Ｒ^４はそれぞれ独立して水素原子又は炭素数８〜２２の直鎖または分岐鎖状の飽和または不飽和の脂肪酸残基であるが、全てが水素原子であることはない。また、ａ、ｂ、ｃ、ｄはａ＋ｂ＋ｃ＋ｄ＝１〜６０の関係を満たす整数である。） That is, the present invention is a makeup cleansing detergent characterized by containing one or more nonionic surfactants represented by the following general formula (1).

(R ^{1 to} R ⁴ are each independently a hydrogen atom or a linear or branched saturated or unsaturated fatty acid residue having 8 to 22 carbon atoms, but not all are hydrogen atoms. , A, b, c and d are integers satisfying the relationship of a + b + c + d = 1 to 60.)

  As a preferred embodiment of the present invention, there is a makeup cleansing agent characterized in that the nonionic surfactant is liquid at room temperature.

  As another preferred embodiment of the present invention, there is the above-mentioned makeup cleansing detergent, wherein the fatty acid residue of the nonionic surfactant is derived from isostearic acid and / or oleic acid.

  Furthermore, as another preferred embodiment of the present invention, there is provided the above-mentioned makeup cleansing detergent characterized by containing one or more liquid oils at normal temperature selected from hydrocarbon oils, ester oils, silicone oils and vegetable oils.

  The cleanser for makeup cleansing characterized by containing the specific nonionic surfactant of the present invention has better storage stability in cold regions than before, excellent cleaning power against oily soil, sebum soil, etc., and It is possible to provide a cleaning composition having excellent usability.

  Hereinafter, the configuration of the present invention will be described in detail.

At least one of R ^{1 to} R ⁴ in the general formula (1) is a fatty acid residue derived from a linear or branched saturated or unsaturated fatty acid having 8 to 22 carbon atoms. Examples of linear saturated fatty acids include octanoic acid, decenoic acid, lauric acid, myristic acid, palmitic acid, stearic acid, behenic acid and the like, and linear unsaturated fatty acids include oleic acid, linoleic acid, Examples include linolenic acid. Examples of the branched saturated fatty acid include octylic acid, 3,5,5-trimethylhexanoic acid isoheptanoic acid, isomyristinic acid, isopalmitic acid, isostearic acid, isoarachin and the like. 5-dimethyl-2-heptadecenoic acid and the like can be mentioned. Among these, isostearic acid and oleic acid are particularly preferable in that the resulting cleansing composition for makeup cleansing is excellent in storage stability at low temperatures and handling properties. .

In the general formula (1), a, b, c and d represent the number of moles of ethylene oxide added, and are integers satisfying the relationship of a + b + c + d = 1 to 60, and the preferred range varies depending on the degree of fatty acid esterification. That is, when 3 of R ^{1 to} R ⁴ are hydrogen and 1 is a fatty acid residue, a + b + c + d = 1 to 12 is preferable, and 1 to 9 is more preferable. When two of R ^{1 to} R ⁴ are hydrogen and two are fatty acid residues, a + b + c + d = 4 to 28 is preferable, and 4 to 22 is more preferable. When ^{one of} R ^{1 to} R ⁴ is hydrogen and three are fatty acid residues, a + b + c + d = 8 to 45 is preferable, and 10 to 35 is more preferable. When R ^{1 to} R ⁴ are all fatty acid residues, a + b + c + d = 12 to 60 is preferable, and 15 to 47 is more preferable.

  The nonionic surfactant represented by the general formula (1) can be produced by a usual method. For example, it can be produced by subjecting polyoxyethylene glyceryl ether obtained by adding ethylene oxide to diglycerin in the presence of an alkali catalyst to a dehydration reaction at 120 to 230 ° C. in the presence of an acid or an alkali catalyst.

  The nonionic surfactant represented by the general formula (1) is preferable in terms of handling if it is liquid at room temperature. Moreover, 0.1-40 mass% is preferable in the washing | cleaning agent for makeup cleansing, and, as for the compounding quantity, 1-20 mass% is more preferable.

  A more excellent makeup cleansing effect can be obtained by blending the cleansing composition for makeup cleansing of the present invention with one or more liquid oils at normal temperature selected from hydrocarbon oil, ester oil, silicone oil and vegetable oil. Examples of hydrocarbon oils include liquid paraffin, squalane, petrolatum, and microcrystalline wax.Examples of ester oils include cetyl 2-ethylhexanoate, isopropyl palmitate, octyldodecyl myristate, isopropyl myristate, isodecyl isononanoate, and triolein. Glyceryl acid, glyceryl tri-2-ethylhexanoate, pentaerythritol tetra-2-ethylhexanoate, etc., as silicon oil, dimethylpolysiloxane, cyclopentasiloxane, methylpolycyclosiloxane, polyether-modified methylpolysiloxane, amino acid Examples of vegetable oils such as modified dimethylpolysiloxane include, but are not limited to, olive oil, safflower oil, and camellia oil.

  Moreover, other components can be mix | blended according to the necessity of the use to such an extent that the effect of this invention is not impaired. Other components include anionic surfactants (soap, alkyl phosphate esters, polyoxyethylene alkyl phosphate esters, acyl glutamates, acyl sarcosine salts, alkyl sulfosuccinates, acyl methyl taurates, alkyl sulfate esters) Non-ionic surfactants other than those according to the present invention (polyoxyethylene alkyl ether, sorbitan fatty acid ester, glycerin fatty acid ester, polyoxyethylene sorbitan fatty acid ester, polyoxyethylene glycerin fatty acid, etc.) Ester, polyglycerin fatty acid ester, etc.), fatty acid (oleic acid, isostearic acid, etc.), alcohol (ethanol, 1,3-butylene glycol, glycerin, propylene glycol, dipropiate) Glycol, isopropylene glycol, diglycerin, sorbitol, etc.), fragrances, pigments, preservatives, bactericides, antioxidants, UV absorbers, oily gelling agents, anti-inflammatory agents, plant extracts, etc. Things can be blended.

  As the dosage form of the makeup cleansing detergent, any form such as cream, milk, lotion, gel or oil can be taken, and it can be produced by conventional formulation techniques.

  The present invention will be described below in more detail based on examples, but the present invention is not limited thereto. Unless otherwise specified, the amount is shown in mass%.

[Synthesis Example 1]
(Production of PEG-20 diglyceryl triisostearate)
A 1 L autoclave was charged with 140 g of diglycerin and 1.76 g of KOH and sufficiently purged with nitrogen, and then alcoholated at 100 to 110 ° C. under reduced pressure. After heating up to 160-170 degreeC, 742g of ethylene oxide was dripped over 4 hours, and it matured until there was no pressure change, and the intermediate body 1 was obtained. 355 g of this intermediate 1, 295 g of isostearic acid and 0.6 g of KOH were charged into a 1 L flask and sufficiently purged with nitrogen, and then dehydrated at 200 to 210 ° C. until the acid value was 5 or less. After neutralizing the catalyst with an aqueous oxalic acid solution, dehydration under reduced pressure and filtration were performed to obtain PEG-20 diglyceryl triisostearate. This was designated as sample number 1.

[Synthesis Example 2]
(Production of PEG-20 diglyceryl tetraisostearate)
308 g of Intermediate 1 obtained in Synthesis Example 1, 342 g of isostearic acid and 0.7 g of KOH were charged into a 1 L flask and sufficiently purged with nitrogen, and then dehydrated at 200 to 210 ° C. until the acid value was 5 or less. After neutralizing the catalyst with an aqueous oxalic acid solution, dehydration under reduced pressure and filtration were performed to obtain PEG-20 diglyceryl tetraisostearate. This was designated as sample number 2.

[Synthesis Example 3]
(Production of PEG-20 diglyceryl diisostearate)
418 g of intermediate 1 obtained in Synthesis Example 1 and 232 g of isostearic acid were charged into a 1 L flask and sufficiently purged with nitrogen, and then dehydrated at 200 to 210 ° C. until the acid value was 5 or less. After neutralizing the catalyst with an oxalic acid aqueous solution, dehydration under reduced pressure and filtration were performed to obtain PEG-20 diglyceryl diisostearate. This was designated as sample number 3.

[Synthesis Example 4]
(Production of PEG-8 diglyceryl isostearate)
A 1 L autoclave was charged with 250 g of diglycerin and 1.56 g of KOH and sufficiently purged with nitrogen, and then alcoholated at 100 to 110 ° C. under reduced pressure. After heating up to 160-170 degreeC, 530g of ethylene oxide was dripped over 4 hours, and it matured until there was no pressure change, and the intermediate body 2 was obtained. 417 g of this intermediate 2 and 233 g of isostearic acid were charged into a 1 L flask and sufficiently purged with nitrogen, followed by dehydration reaction at 200 to 210 ° C. until the acid value was 5 or less. After neutralizing the catalyst with an aqueous oxalic acid solution, dehydration under reduced pressure and filtration were performed to obtain PEG-8 diglyceryl isostearate. This was designated as sample number 4.

[Synthesis Example 5]
(Production of PEG-8 diglyceryl diisostearate)
307 g of Intermediate 2 obtained in Synthesis Example 4 and 343 g of isostearic acid were charged into a 1 L flask and sufficiently purged with nitrogen, and then dehydrated at 200 to 210 ° C. until the acid value was 5 or less. After neutralizing the catalyst with an aqueous oxalic acid solution, dehydration under reduced pressure and filtration were performed to obtain PEG-8 diglyceryl diisostearate. This was designated as sample number 5.

[Synthesis Example 6]
(Production of PEG-8 glyceryl isostearate)
A 1 L autoclave was charged with 180 g of glycerin and 1.74 g of KOH and sufficiently purged with nitrogen, and then alcoholated at 100 to 110 ° C. under reduced pressure. After raising the temperature to 160 to 170 ° C., 688 g of ethylene oxide was added dropwise over 4 hours, and aging was performed until there was no change in pressure, whereby Intermediate 3 was obtained. After 410 g of this intermediate 3 and 263 g of isostearic acid were charged into a 1 L flask and sufficiently purged with nitrogen, a dehydration reaction was performed at 200 to 210 ° C. until the acid value became 5 or less. After neutralizing the catalyst with an aqueous oxalic acid solution, dehydration under reduced pressure and filtration were performed to obtain PEG-8 glyceryl isostearate. This was designated as sample number 6.

[Synthesis Example 7]
(Production of PEG-20 glyceryl triisostearate)
A 1 L autoclave was charged with 80 g of glycerin and 1.94 g of KOH and sufficiently purged with nitrogen, and then alcoholated at 100 to 110 ° C. under reduced pressure. After raising the temperature to 160 to 170 ° C., 764 g of ethylene oxide was added dropwise over 4 hours, and aging was performed until there was no change in pressure, whereby Intermediate 3 was obtained. After 350 g of this intermediate 3 and 312 g of isostearic acid were charged into a 1 L flask and sufficiently purged with nitrogen, dehydration reaction was performed at 200 to 210 ° C. until the acid value became 5 or less. After neutralizing the catalyst with an aqueous oxalic acid solution, dehydration under reduced pressure and filtration were performed to obtain PEG-20 glyceryl triisostearate. This was designated as sample number 7.

[Synthesis Example 8]
(Production of diglycerin monoisostearate)
A 1 L flask was charged with 380 g of isostearic acid, 220 g of diglycerin and 1.2 g of KOH and sufficiently purged with nitrogen, and then dehydrated at 200 to 210 ° C. until the acid value became 5 or less. After neutralizing the catalyst with an aqueous oxalic acid solution, dehydration under reduced pressure and filtration were performed to obtain diglycerin monoisostearate. This was designated as sample number 8.

[Example 1]
"Evaluation as a detergent composition"
A cleaning composition having the composition shown in Table 1 was produced by an ordinary method, and the following items were evaluated. The evaluation results are also shown in Table 1.
a) compatibility;
The appearance of the cleaning composition shown in Table 1 was evaluated visually at room temperature according to the following criteria. The results are shown in Table 1.
◎: Transparent and no precipitation ○: Transparent and slight precipitation ×: White turbidity or separation / precipitation b) Stability (storage stability)
The cleaning composition shown in Table 1 was allowed to stand at −10 ° C. and 50 ° C. for 2 weeks, and the appearance was visually evaluated according to the following criteria. The results are shown in Table 1.
◎: Transparent and no precipitation ○: Transparent and slightly precipitated ×: White turbidity or separation / precipitation c) Sensory evaluation The sensory evaluation of the cleaning composition shown in Table 1 was performed on 10 female panels for use feeling. . Regarding the evaluation items of “Ease of familiarity with makeup stains”, “Massage feeling”, “Ease of rinsing after washing”, and “Feeling fresh after washing”, “Very good: 5 points”, “Good: 4 points” ”,“ Ordinary: 3 points ”,“ bad: 2 points ”,“ very bad: 1 point ”, an average score was calculated and evaluated according to the following criteria.
◎: 5-4 points ○: 4-3 points ×: Less than 3 points

From the results of Table 1, it was confirmed that the detergent composition containing 1 to 5 of the present invention product was excellent in storage stability, particularly low-temperature stability, and its sensory evaluation was also good.

Claims (4)

A cleansing detergent for makeup cleansing, comprising one or more nonionic surfactants represented by the following general formula (1).

(R ^{1 to} R ⁴ are each independently a hydrogen atom or a linear or branched saturated or unsaturated fatty acid residue having 8 to 22 carbon atoms, but not all are hydrogen atoms. , A, b, c and d are integers satisfying the relationship of a + b + c + d = 1 to 60.) The cleaning agent for makeup cleansing according to claim 1, wherein the nonionic surfactant is liquid at room temperature. The detergent for makeup cleansing according to claim 1 or 2, wherein the fatty acid residue of the nonionic surfactant is derived from isostearic acid and / or oleic acid. The cleansing detergent for makeup cleansing according to any one of claims 1 to 3, further comprising one or more liquid oils at normal temperature selected from hydrocarbon oil, ester oil, silicon oil and vegetable oil.