JP2021102576A - Oil-in-water emulsified skin cosmetics - Google Patents
Oil-in-water emulsified skin cosmetics Download PDFInfo
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- JP2021102576A JP2021102576A JP2019234540A JP2019234540A JP2021102576A JP 2021102576 A JP2021102576 A JP 2021102576A JP 2019234540 A JP2019234540 A JP 2019234540A JP 2019234540 A JP2019234540 A JP 2019234540A JP 2021102576 A JP2021102576 A JP 2021102576A
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- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 1
- 125000001117 oleyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([H])\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000003346 palm kernel oil Substances 0.000 description 1
- 235000019865 palm kernel oil Nutrition 0.000 description 1
- 239000012188 paraffin wax Substances 0.000 description 1
- 229940059574 pentaerithrityl Drugs 0.000 description 1
- WXZMFSXDPGVJKK-UHFFFAOYSA-N pentaerythritol Chemical compound OCC(CO)(CO)CO WXZMFSXDPGVJKK-UHFFFAOYSA-N 0.000 description 1
- 230000000704 physical effect Effects 0.000 description 1
- 239000000419 plant extract Substances 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000000244 polyoxyethylene sorbitan monooleate Substances 0.000 description 1
- 235000010482 polyoxyethylene sorbitan monooleate Nutrition 0.000 description 1
- 229920000053 polysorbate 80 Polymers 0.000 description 1
- 229940068968 polysorbate 80 Drugs 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- CDAISMWEOUEBRE-UHFFFAOYSA-N scyllo-inosotol Natural products OC1C(O)C(O)C(O)C(O)C1O CDAISMWEOUEBRE-UHFFFAOYSA-N 0.000 description 1
- 229940057910 shea butter Drugs 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 229940100515 sorbitan Drugs 0.000 description 1
- 239000001593 sorbitan monooleate Substances 0.000 description 1
- 235000011069 sorbitan monooleate Nutrition 0.000 description 1
- 229940035049 sorbitan monooleate Drugs 0.000 description 1
- 239000001587 sorbitan monostearate Substances 0.000 description 1
- 235000011076 sorbitan monostearate Nutrition 0.000 description 1
- 229940035048 sorbitan monostearate Drugs 0.000 description 1
- 229960005078 sorbitan sesquioleate Drugs 0.000 description 1
- 239000007858 starting material Substances 0.000 description 1
- 229940012831 stearyl alcohol Drugs 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 210000000434 stratum corneum Anatomy 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 235000000346 sugar Nutrition 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 150000008163 sugars Chemical class 0.000 description 1
- 125000002889 tridecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 229920003169 water-soluble polymer Polymers 0.000 description 1
- 239000000811 xylitol Substances 0.000 description 1
- 235000010447 xylitol Nutrition 0.000 description 1
- HEBKCHPVOIAQTA-SCDXWVJYSA-N xylitol Chemical compound OC[C@H](O)[C@@H](O)[C@H](O)CO HEBKCHPVOIAQTA-SCDXWVJYSA-N 0.000 description 1
- 229960002675 xylitol Drugs 0.000 description 1
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- Cosmetics (AREA)
Abstract
Description
本発明は、塗布時に厚みが感じられつつもべたつき感が無く、肌にみずみずしさを与え、塗布中の白浮きを抑制する水中油型乳化皮膚化粧料に関する。 The present invention relates to an oil-in-water emulsified skin cosmetic that gives a freshness to the skin and suppresses whitening during application without a sticky feeling while feeling the thickness at the time of application.
角質層のバリア機能、水分保持機能が低下すると、肌荒れやキメの乱れ、かさつき、柔軟性の低下を助長する等、様々な皮膚トラブルを起こす。このような皮膚トラブルに対して、油分が皮膚上に皮膜を形成して水分蒸散を抑制する乳化化粧料が用いられることが知られている。 When the barrier function and water retention function of the stratum corneum are deteriorated, various skin troubles such as rough skin, disordered texture, dryness, and deterioration of flexibility are caused. For such skin troubles, it is known that emulsified cosmetics are used in which oil forms a film on the skin to suppress water evaporation.
一般に、乳化化粧料は、消費者に好まれる使用感であることが重要である。消費者に好まれる使用感としては、べたつきがないことや、保湿感に優れること、またみずみずしい使用感を有することなどが挙げられる。特定のエステル油と増粘剤を配合することで、肌なじみが良好でみずみずしくべたつきがない使用感に優れた乳化組成物(特許文献1)が開示されている。 In general, it is important that emulsified cosmetics have a feeling of use that is preferred by consumers. Consumers prefer a feeling of use that is not sticky, has an excellent moisturizing feeling, and has a fresh feeling of use. By blending a specific ester oil and a thickener, an emulsified composition (Patent Document 1) that has good skin compatibility, is fresh and has no stickiness, and is excellent in usability is disclosed.
近年では特に、消費者に継続した使用を促すために、高級感をもたらすような塗布時に厚みのある感触等も求められている。塗布時の厚みについては、高融点の油剤と液状油を組み合わせて配合する水中油型乳化組成物(特許文献2)を使用する方法が開示されている。 In recent years, in particular, in order to encourage consumers to continue using the product, there is a demand for a thick feel at the time of application that gives a high-class feeling. Regarding the thickness at the time of application, a method of using an oil-in-water emulsified composition (Patent Document 2) in which a high melting point oil agent and a liquid oil are mixed in combination is disclosed.
上記のような方法で調整した水中油型乳化化粧料は、厚みは付与できるものの、みずみずしさに欠ける場合があった。このような課題に対して、高融点の油剤と特定のアルキレンオキシド誘導体を用いることで、塗布時の厚みを付与しつつ、みずみずしさも演出できる乳化組成物が開示されている(特許文献3)。 Although the oil-in-water emulsified cosmetic prepared by the above method can impart thickness, it may lack freshness. To solve such a problem, an emulsified composition capable of producing freshness while imparting thickness at the time of coating by using a high melting point oil agent and a specific alkylene oxide derivative has been disclosed (Patent Document 3).
しかしながら、高融点の油剤を多く使用した水中油型乳化化粧料は、塗布時に厚みを付与できるものの、塗布中に白浮きが生じ、肌上でムラになるという問題があった。
このため、塗布時の厚みやみずみずしさを両立するだけではなく、塗布中の感触の改善が求められる。
However, the oil-in-water emulsified cosmetics using a large amount of high-melting point oils have a problem that whitening occurs during application and unevenness occurs on the skin, although the thickness can be imparted at the time of application.
Therefore, it is required not only to achieve both thickness and freshness at the time of application, but also to improve the feel during application.
本発明の課題は、塗布時に厚みが感じられつつもべたつき感が無く、肌にみずみずしさを与え、塗布中の白浮きを抑制する水中油型乳化皮膚化粧料を提供することである。 An object of the present invention is to provide an oil-in-water emulsified skin cosmetic that gives a freshness to the skin and suppresses whitening during application without a sticky feeling while being felt thick at the time of application.
本発明者らは、上記課題を解決する為に研究を重ねたところ、特定のアルキルオキシド誘導体と、高融点油剤を特定の比率で組み合わせることにより、上記目的を達成できることを見出した。 As a result of repeated studies to solve the above problems, the present inventors have found that the above object can be achieved by combining a specific alkyl oxide derivative and a high melting point oil agent in a specific ratio.
すなわち、本発明は、
(A)下記アルキレンオキシド誘導体を0.1〜10質量%、
(B)炭素数12〜22の一価アルコールを0.2〜10質量%、
(C)融点が20〜90℃の、固形またはペースト状の油剤を1〜15質量%、および
(D)HLB3〜18かつ炭素数12〜24の炭化水素基もしくはHLB3〜18かつ炭素数12〜24の水酸基含有炭化水素基を有する非イオン性界面活性剤を0.5〜10質量%
含有することを特徴とする、水中油型乳化皮膚化粧料に係るものである。
(A) 式(1)で表され、かつゲル浸透クロマトグラフィー測定により求められるクロマトグラムから算出される重量平均分子量(Mw)とz平均分子量(Mz)の比率Mz/Mwが式(2)の関係を満足するアルキレンオキシド誘導体
Z−[O−(PO)a−(PO)b/(EO)c]−H]n ・・・・(1)
(式(1)中、
Zは、炭素数1〜24かつ1〜6個の水酸基を有する化合物から、全ての水酸基を除いた残基を示し、
nは1〜6の数を示し、
POはオキシプロピレン基を示し、
EOはオキシエチレン基を示し、
aおよびbは、それぞれ前記オキシプロピレン基POの平均付加モル数を示し、
cは前記オキシエチレン基EOの平均付加モル数を示し、
aは0〜100の数を示し、bは1〜100の数を示し、cは1〜200を示し、a+b+c≧10かつb/c=1/5〜5/1であり、
(PO)b/(EO)cは前記オキシプロピレン基POと前記オキシエチレン基EOがランダム付加していることを示し、前記オキシプロピレン基POと前記オキシエチレン基EOのランダム率xが0.1≦x≦1である。)
5≦Mz/Mw≦60 ・・・・(2)
That is, the present invention
(A) 0.1 to 10% by mass of the following alkylene oxide derivative,
(B) 0.2 to 10% by mass of monohydric alcohol having 12 to 22 carbon atoms,
(C) 1 to 15% by mass of a solid or paste-like oil having a melting point of 20 to 90 ° C., and (D) a hydrocarbon group having HLB 3 to 18 and 12 to 24 carbon atoms or HLB 3 to 18 and 12 to 12 carbon atoms. 0.5-10% by mass of nonionic surfactant having 24 hydroxyl group-containing hydrocarbon groups
It relates to an oil-in-water emulsified skin cosmetic, which is characterized by being contained.
(A) The ratio Mz / Mw of the weight average molecular weight (Mw) and the z average molecular weight (Mz) represented by the formula (1) and calculated from the chromatogram obtained by gel permeation chromatography measurement is of the formula (2). An alkylene oxide derivative that satisfies the relationship
Z- [O- (PO) a- (PO) b / (EO) c ] -H] n ... (1)
(In equation (1),
Z represents a residue obtained by removing all hydroxyl groups from a compound having 1 to 24 carbon atoms and 1 to 6 hydroxyl groups.
n represents a number from 1 to 6
PO indicates an oxypropylene group,
EO indicates an oxyethylene group,
a and b indicate the average number of moles of the oxypropylene group PO added, respectively.
c indicates the average number of moles of the oxyethylene group EO added.
a indicates a number from 0 to 100, b indicates a number from 1 to 100, c indicates 1 to 200, a + b + c ≧ 10 and b / c = 1/5 to 5/1.
(PO) b / (EO) c indicates that the oxypropylene group PO and the oxyethylene group EO are randomly added, and the random ratio x of the oxypropylene group PO and the oxyethylene group EO is 0.1. ≦ x ≦ 1. )
5 ≤ M z / M w ≤ 60 ... (2)
本発明の水中油型乳化皮膚化粧料は、塗布時に厚みが感じられつつもべたつき感が無く、肌にみずみずしさを与え、塗布中の白浮きを抑制する。 The oil-in-water emulsified skin cosmetic of the present invention gives the skin freshness and suppresses whitening during application without a sticky feeling while feeling the thickness at the time of application.
本発明の水中油型乳化皮膚化粧料は、下記の(A)成分、(B)成分、(C)成分、および(D)成分を含有する。以下、(A)成分、(B)成分、(C)成分、および(D)成分を順次説明する。 The oil-in-water emulsified skin cosmetic of the present invention contains the following components (A), (B), (C), and (D). Hereinafter, the component (A), the component (B), the component (C), and the component (D) will be described in order.
[(A)成分]
本発明に用いられる(A)成分は、式(1)で表される化合物であり、かつゲル浸透クロマトグラフィー測定により求められるクロマトグラムから算出される重量平均分子量(Mw)とz平均分子量(Mz)の比率Mz/Mwが式(2)の関係を満足するアルキレンオキシド誘導体である。
Z−[O−(PO)a−(PO)b/(EO)c]−H]n ・・・・(1)
[(A) component]
The component (A) used in the present invention is a compound represented by the formula (1), and has a weight average molecular weight (Mw) and a z average molecular weight (Mz) calculated from a chromatogram obtained by gel permeation chromatography measurement. ) Is an alkylene oxide derivative having a ratio of Mz / Mw that satisfies the relationship of the formula (2).
Z- [O- (PO) a- (PO) b / (EO) c ] -H] n ... (1)
Zは、炭素数1〜24、好ましくは炭素数1〜12、より好ましくは炭素数1〜6であり、かつ1〜6個の水酸基を有する化合物(Z(OH)n)から全ての水酸基を除いた残基であり、nは化合物(Z(OH)n)の水酸基の数で1〜6である。1〜6個の水酸基を有する化合物(Z(OH)n)としては、n=1であれば、メタノール、エタノール、ブタノール、n=2であればエチレングリコール、プロピレングリコール、ヘキシレングリコール、n=3であればグリセリン、トリメチロールプロパン、n=4であればエリスリトール、ペンタエリスリトール、ソルビタン、ジグリセリン、アルキルグリコシド、n=5であればキシリトール、n=6であればジペンタエリスリトール、ソルビトール、イノシトールなどが挙げられる。また、1〜6個の水酸基を有する化合物として、これらの混合物を用いても良い。nは好ましくは1〜4であり、さらに好ましくは1〜3であり、最も好ましくは1である。 Z has 1 to 24 carbon atoms, preferably 1 to 12 carbon atoms, more preferably 1 to 6 carbon atoms, and all hydroxyl groups from the compound (Z (OH) n) having 1 to 6 hydroxyl groups. The residue is excluded, and n is the number of hydroxyl groups of the compound (Z (OH) n), which is 1 to 6. As the compound having 1 to 6 hydroxyl groups (Z (OH) n), if n = 1, methanol, ethanol, butanol, if n = 2, ethylene glycol, propylene glycol, hexylene glycol, n = 3 for glycerin, trimethylolpropane, n = 4 for erythritol, pentaerythritol, sorbitan, diglycerin, alkylglycoside, n = 5 for xylitol, n = 6 for dipentaerythritol, sorbitol, inositol And so on. Further, a mixture thereof may be used as the compound having 1 to 6 hydroxyl groups. n is preferably 1 to 4, more preferably 1 to 3, and most preferably 1.
式(1)において、n=1の場合、Zは炭素数1〜24の炭化水素基である。炭化水素基としては、アルキル基、アルケニル基、シクロアルキル基、アリール基、またはアラルキル基が挙げられる。好ましくはアルキル基またはアルケニル基であり、炭素数1〜12のアルキル基またはアルケニル基がより好ましく、炭素数1〜6のアルキル基がより好ましく、炭素数4のアルキル基が最も好ましい。炭素数1〜6のアルキル基としては直鎖でも分岐でも良いが、直鎖のものがより好ましい。炭素数1〜6の直鎖アルキル基としては、例えば、メチル基、エチル基、プロピル基、ブチル基、ヘキシル基などを挙げることができる。炭素数1〜24の炭化水素基は1種のみでも、2種以上でもよい。 In the formula (1), when n = 1, Z is a hydrocarbon group having 1 to 24 carbon atoms. Examples of the hydrocarbon group include an alkyl group, an alkenyl group, a cycloalkyl group, an aryl group, and an aralkyl group. It is preferably an alkyl group or an alkenyl group, more preferably an alkyl group or an alkenyl group having 1 to 12 carbon atoms, more preferably an alkyl group having 1 to 6 carbon atoms, and most preferably an alkyl group having 4 carbon atoms. The alkyl group having 1 to 6 carbon atoms may be linear or branched, but a linear alkyl group is more preferable. Examples of the linear alkyl group having 1 to 6 carbon atoms include a methyl group, an ethyl group, a propyl group, a butyl group, and a hexyl group. The hydrocarbon group having 1 to 24 carbon atoms may be only one type or two or more types.
POはオキシプロピレン基、EOはオキシエチレン基、a,bはそれぞれPO,EOの平均付加モル数を示す。aは0〜100の数を示し、bは1〜100の数を示し、cは1〜200を示し、a+b+c≧10である。
(PO)b/(EO)cは、POとEOがランダム付加してなるポリオキシアルキレン基を示し、POとEOのモル比(b/c)は1/5〜5/1、POとEOのランダム率xが0.1≦x≦1である。
PO is an oxypropylene group, EO is an oxyethylene group, and a and b are the average number of moles of PO and EO, respectively. a indicates a number from 0 to 100, b indicates a number from 1 to 100, c indicates a number from 1 to 200, and a + b + c ≧ 10.
(PO) b / (EO) c indicates a polyoxyalkylene group formed by randomly adding PO and EO, and the molar ratio (b / c) of PO and EO is 1/5 to 5/1, and PO and EO. The random rate x of is 0.1 ≦ x ≦ 1.
a+b+cが10未満であると、水中油型皮膚化粧料の塗布時の厚みが不十分になる可能性がある。こうした観点から、a+b+cを10以上とするが、15以上とすることが更に好ましく、50以上とすることが最も好ましい。また、a+b+cが大きくなるにつれて粘度が上昇する。分散・配合のしやすさの観点から、a+b+cは150以下であることが好ましく、120以下であることが更に好ましく、70以下とすることが最も好ましい。また、PO、EOの全平均付加モル数n×(a+b+c)は、30以上とすることが好ましく、40以上とすることが更に好ましく、50以上とすることが最も好ましい。また、100以下とすることが好ましく、80以下とすることがさらに好ましく、70以下とすることが最も好ましい。 If a + b + c is less than 10, the thickness of the oil-in-water skin cosmetic when applied may be insufficient. From this point of view, a + b + c is set to 10 or more, more preferably 15 or more, and most preferably 50 or more. In addition, the viscosity increases as a + b + c increases. From the viewpoint of ease of dispersion and compounding, a + b + c is preferably 150 or less, more preferably 120 or less, and most preferably 70 or less. The total average addition mole number n × (a + b + c) of PO and EO is preferably 30 or more, more preferably 40 or more, and most preferably 50 or more. Further, it is preferably 100 or less, more preferably 80 or less, and most preferably 70 or less.
b/cが1/5未満であると、水中油型皮膚化粧料の塗布時の厚みが不十分になる可能性がある。b/cが5/1以上であると水中油型皮膚化粧料のみずみずしさが不十分になる可能性がある。 If b / c is less than 1/5, the thickness of the oil-in-water skin cosmetic when applied may be insufficient. If b / c is 5/1 or more, the freshness of the oil-in-water skin cosmetic may be insufficient.
POとEOのランダム率xは、式(3)より求められる。
x=(b+c)/(a+b+c) ・・・(3)
ランダム率xは0.1≦x≦1とする。ランダム率xが0.1未満になると、水中油型皮膚化粧料の塗布時の厚みが不十分になる可能性がある。0.1以上とするが、0.6以上が更に好ましく、0.8以上とすることが更に好ましく、0.9以上とすることが最も好ましい。また、ランダム率xは1以下であるが、x<1であることが好ましく、0.99以下であることが更に好ましく、0.97以下であることが最も好ましい。
The random rate x of PO and EO can be obtained from the equation (3).
x = (b + c) / (a + b + c) ... (3)
The random rate x is 0.1 ≦ x ≦ 1. If the random rate x is less than 0.1, the thickness of the oil-in-water skin cosmetic when applied may be insufficient. It is 0.1 or more, more preferably 0.6 or more, further preferably 0.8 or more, and most preferably 0.9 or more. The random rate x is 1 or less, preferably x <1, more preferably 0.99 or less, and most preferably 0.97 or less.
本発明のアルキレンオキシド誘導体は、ゲル浸透クロマトグラフィー(GPC)において、示差屈折率計を用いて得られたクロマトグラムによって得られる分子量で規定される。このクロマトグラムとは、屈折率強度と溶出時間との関係を表すグラフである。 The alkylene oxide derivative of the present invention is defined by the molecular weight obtained by a chromatogram obtained by using a differential refractometer in gel permeation chromatography (GPC). This chromatogram is a graph showing the relationship between the refractive index intensity and the elution time.
本発明の誘導体では、クロマトグラムから得られる重量平均分子量(Mw)とz平均分子量(Mz)の比率Mz/Mwが5≦Mz/Mw≦60である。 In the derivative of the present invention, the ratio Mz / Mw of the weight average molecular weight (Mw) and the z average molecular weight (Mz) obtained from the chromatogram is 5 ≦ Mz / Mw ≦ 60.
ここでMw、MzはGPCからそれぞれ下記式によって求められる。
ただし、Nはポリマー分子の数、Mは分子量、Cは試料濃度である。Mwは、分子量を重みとして用いた加重平均、Mzは、分子量の2乗を重みとして用いた加重平均である。Mwは高分子量の存在に影響を受け、MzはMwよりもさらに大きく高分子量の存在に影響を受ける。そのため本発明のアルキレンオキシド誘導体は図1に示したクロマトグラムのようなMw、Mzが得られる。 However, N is the number of polymer molecules, M is the molecular weight, and C is the sample concentration. Mw is a weighted average using the molecular weight as a weight, and Mz is a weighted average using the square of the molecular weight as a weight. Mw is affected by the presence of high molecular weight, and Mz is even greater than Mw and is affected by the presence of high molecular weight. Therefore, the alkylene oxide derivative of the present invention can obtain Mw and Mz as shown in the chromatogram shown in FIG.
Mz/Mwが5より小さくなると、塗布時の厚みが損なわれることに加え、保湿感の持続効果が低くなる可能性がある。塗布時の厚みや、保湿感の持続効果を高くするためには、Mz/Mwが20以上であることが好ましく、40以上が更に好ましい。Mz/Mwが60より大きくなると、分子量分布における高分子量側の偏りが大きくなり粘度の上昇などが見られ、各製剤へ分散・配合しにくくなる。この観点から、Mz/Mwが60以下であることが好ましく、50以下であることが更に好ましい。 When Mz / Mw is smaller than 5, in addition to impairing the thickness at the time of application, the effect of sustaining the moisturizing feeling may be lowered. In order to increase the thickness at the time of application and the effect of sustaining the moisturizing feeling, Mz / Mw is preferably 20 or more, and more preferably 40 or more. When Mz / Mw is larger than 60, the bias on the high molecular weight side in the molecular weight distribution becomes large, and an increase in viscosity is observed, which makes it difficult to disperse and blend in each pharmaceutical product. From this viewpoint, Mz / Mw is preferably 60 or less, and more preferably 50 or less.
本発明において、Mz/Mwを求めるためのゲル浸透クロマトグラフィー(GPC)は、システムとしてSHODEX(登録商標) GPC101GPC専用システム、示差屈折率計としてSHODEX RI−71s、ガードカラムとしてSHODEX KF−G、カラムとしてHODEX KF804Lを3本連続装着し、カラム温度40℃、展開溶剤としてテトラヒドロフランを1ml/分の流速で流し、得られた反応物の0.1重量%テトラヒドロフラン溶液0.1mlを注入し、BORWIN GPC計算プログラムを用いて屈折率強度と溶出時間で表されるクロマトグラムを得る。 In the present invention, gel permeation chromatography (GPC) for determining Mz / Mw is a system dedicated to SHODEX® GPC101GPC, a differential refractometer of SHODEX RI-71s, a guard column of SHODEX KF-G, and a column. As 3 HODEX KF804Ls were continuously mounted, a column temperature of 40 ° C., tetrahydrofuran was flown as a developing solvent at a flow rate of 1 ml / min, 0.1 ml of a 0.1 wt% tetrahydrofuran solution of the obtained reaction product was injected, and BORWIN GPC was injected. A calculation program is used to obtain a chromatogram represented by the refractive index intensity and the elution time.
本発明の水中油型乳化皮膚化粧料の全量を100重量%としたとき、(A)成分の含有量は、0.1〜10質量%とする。(A)成分の含有量が0.1質量%未満では、塗布時の厚みが損なわれることに加え、白浮き抑制効果が低くなるので、0.1質量%以上とするが、1質量%以上が好ましい。また(A)成分の含有量が10質量%を超えるとみずみずしさが失われ、べたつきを生じる可能性があるので、10質量%以下とするが、8質量%以下が好ましい。 When the total amount of the oil-in-water emulsified skin cosmetic of the present invention is 100% by weight, the content of the component (A) is 0.1 to 10% by mass. If the content of the component (A) is less than 0.1% by mass, the thickness at the time of coating is impaired and the effect of suppressing whitening is lowered. Therefore, the content is 0.1% by mass or more, but 1% by mass or more. Is preferable. Further, if the content of the component (A) exceeds 10% by mass, the freshness may be lost and stickiness may occur. Therefore, the content is 10% by mass or less, but 8% by mass or less is preferable.
[(B)成分]
本発明で用いる(B)成分は、炭素数12〜22の一価アルコールであり、ラウリルアルコール、ミリスチルアルコール、セチルアルコール、ステアリルアルコール、ベヘニルアルコール、オレイルアルコール等が挙げられる。アルキル基又はアルケニル基の炭素数は、14〜22が好ましく、16〜22がより好ましい。
[(B) component]
The component (B) used in the present invention is a monohydric alcohol having 12 to 22 carbon atoms, and examples thereof include lauryl alcohol, myristyl alcohol, cetyl alcohol, stearyl alcohol, behenyl alcohol, and oleyl alcohol. The alkyl group or alkenyl group preferably has 14 to 22 carbon atoms, more preferably 16 to 22 carbon atoms.
本発明の水中油型乳化皮膚化粧料の全量を100重量%としたとき、(B)成分の含有量は、0.2〜10質量%が好ましく、より好ましくは0.2〜5質量%である。含有量をこの範囲とすることにより、使用感が良く、高い安定性が得られるという効果がある。含有量が0.2質量%未満であると、十分な安定性が得られない場合があり、10質量%を超えると結晶析出など安定性に影響を及ぼす場合がある。 When the total amount of the oil-in-water emulsified skin cosmetic of the present invention is 100% by weight, the content of the component (B) is preferably 0.2 to 10% by mass, more preferably 0.2 to 5% by mass. is there. By setting the content in this range, there is an effect that a feeling of use is good and high stability can be obtained. If the content is less than 0.2% by mass, sufficient stability may not be obtained, and if it exceeds 10% by mass, stability such as crystal precipitation may be affected.
[(C)成分]
(C)成分である、融点が20〜90℃の固形またはペースト状の油剤としては、通常の化粧料に使用可能であれば、その性状や組成等については特に制限されずに使用できる。具体的には固形パラフィン、ワセリン、マイクロクリスタリンワックス、セレシンなどの炭化水素油や、ミツロウ、キャンデリラロウ、ラノリン、カルナウバロウ、ホホバ脂、モンタンロウなどのロウ、水添ホホバ油、硬化ヤシ油、水添パーム油、パーム核油、シア脂、イソステアリン酸水添ヒマシ油、ヒドロキシステアリン酸フィトステリル、オレイン酸フィトステリル、モノステアリン酸ポリグリセリル、ジステアリン酸ポリグリセリル、モノオレイン酸ポリグリセリル、ヘキサヒドロキシステアリン酸ジペンタエリスリチル、トリ(カプリル・カプリン・ミリスチン・ステアリン酸)グリセリドなどのエステル油が挙げられるが、使用感等の観点から、特にロウまたは炭化水素油が好ましく、具体的にはミツロウ、ワセリンが好ましい。
[Component (C)]
As the component (C), a solid or paste-like oil having a melting point of 20 to 90 ° C., as long as it can be used in ordinary cosmetics, its properties, composition and the like can be used without particular limitation. Specifically, hydrocarbon oils such as solid paraffin, vaseline, microcrystallin wax, and ceresin, waxes such as beeswax, candelilla wax, lanolin, carnauba wax, jojoba fat, and montan wax, hydrogenated jojoba oil, hardened palm oil, and hydrogenated. Palm oil, palm kernel oil, shea butter, hydrogenated paraffin oil isostearate, phytosteryl hydroxystearate, phytosteryl oleate, polyglyceryl monostearate, polyglyceryl distearate, polyglyceryl monooleate, dipentaerythrityl hexahydroxystearate, tri (capril) Ester oils such as caprin, myristin, and stearic acid) glycerides can be mentioned, but from the viewpoint of usability and the like, wax or hydrocarbon oil is particularly preferable, and specifically, wax and vaseline are preferable.
本発明の水中油型乳化皮膚化粧料の全量を100重量%としたとき、(C)成分の含有量は、1〜15質量%である。(C)成分の含有量が1質量%未満では、塗布時の厚みが損なわれ、保湿感の持続性も弱くなる。このため、(C)成分の含有量を1.0質量%以上とするが、1.5質量%以上が好ましく、2質量%以上が更に好ましい。また、(C)成分の含有量が15質量%を超えると、ぬるつきやべたつきを生ずるので、15質量%以下とするが、10質量%以下が好ましく、8質量%以下が更に好ましい。 When the total amount of the oil-in-water emulsified skin cosmetic of the present invention is 100% by weight, the content of the component (C) is 1 to 15% by mass. If the content of the component (C) is less than 1% by mass, the thickness at the time of application is impaired, and the sustainability of the moisturizing feeling is also weakened. Therefore, the content of the component (C) is set to 1.0% by mass or more, preferably 1.5% by mass or more, and more preferably 2% by mass or more. If the content of the component (C) exceeds 15% by mass, it causes sliminess and stickiness. Therefore, the content is 15% by mass or less, preferably 10% by mass or less, and more preferably 8% by mass or less.
((D)成分)
(D)成分は、HLB3〜18かつ炭素数12〜24の炭化水素基もしくはHLB3〜18かつ炭素数12〜24の水酸基含有炭化水素基を有する非イオン性界面活性剤である。
HLBとは、Hyrophile−Lipophile Balanceの略で、界面活性剤の親水基および親油基のバランスを数値化した概念である。一般的に、0から20で示され、数値が高い方が、親水性が高いことを示す。
(Component (D))
The component (D) is a nonionic surfactant having a hydrocarbon group having HLB 3 to 18 and 12 to 24 carbon atoms or a hydroxyl group-containing hydrocarbon group having HLB 3 to 18 and 12 to 24 carbon atoms.
HLB is an abbreviation for Hirofile-Lipophile Balance, and is a concept that quantifies the balance between hydrophilic groups and lipophilic groups of surfactants. Generally, it is indicated by 0 to 20, and the higher the value, the higher the hydrophilicity.
HLBの算出は、Griffinの式により算出する。 The HLB is calculated by Griffin's formula.
(D)成分は、熱安定や塗布時の肌なじみの観点から、炭素数12〜24の炭化水素基もしくは炭素数12〜24の水酸基含有炭化水素基を有する非イオン性(ノニオン)界面活性剤とする。この炭化水素基は、炭素原子と水素原子からなる置換基であり、水酸基含有炭化水素基は、一個以上の水酸基を有する炭化水素基である。 The component (D) is a nonionic surfactant having a hydrocarbon group having 12 to 24 carbon atoms or a hydroxyl group-containing hydrocarbon group having 12 to 24 carbon atoms from the viewpoint of thermal stability and familiarity with the skin at the time of application. And. This hydrocarbon group is a substituent composed of a carbon atom and a hydrogen atom, and the hydroxyl group-containing hydrocarbon group is a hydrocarbon group having one or more hydroxyl groups.
(D)成分の炭化水素基または水酸基含有炭化水素基の炭素数としては、16〜24がさらに好ましい。炭化水素基もしくは水酸基含有炭化水素基は、直鎖、分岐鎖、不飽和でも何れでもよい。このような炭化水素基もしくは水酸基含有炭化水素基としては、ラウリル基、トリデシル基、ミリスチル基、パルミチル基、セチル基、イソパルミチル基、ステアリル基、イソステアリル基、オレイル基、オクチルドデシル基、ベヘニル基、ヒドロキシステアリル基やこれらの混合アルキル基が挙げられる。 The number of carbon atoms of the hydrocarbon group or the hydroxyl group-containing hydrocarbon group of the component (D) is more preferably 16 to 24. The hydrocarbon group or the hydroxyl group-containing hydrocarbon group may be linear, branched, or unsaturated. Examples of such a hydrocarbon group or a hydroxyl group-containing hydrocarbon group include a lauryl group, a tridecyl group, a myristyl group, a palmityl group, a cetyl group, an isopalmityl group, a stearyl group, an isostearyl group, an oleyl group, an octyldodecyl group and a behenyl group. Examples thereof include a hydroxystearyl group and a mixed alkyl group thereof.
このような条件を満足する非イオン性界面活性剤は、1種または2種以上を用いることができる。中でも、HLBが3以上、10未満のポリオキシエチレン付加型非イオン性界面活性剤の1種以上と、HLBが10以上、18以下のポリオキシエチレン付加型非イオン性界面活性剤の1種以上を組み合わせることが特に好ましい。その理由として乳化安定性に優れ、製剤の厚みや伸びを良好にする効果を奏するためである。 As the nonionic surfactant satisfying such conditions, one kind or two or more kinds can be used. Among them, one or more polyoxyethylene-added nonionic surfactants having an HLB of 3 or more and less than 10 and one or more polyoxyethylene-added nonionic surfactants having an HLB of 10 or more and 18 or less. It is particularly preferable to combine. The reason is that it has excellent emulsion stability and has the effect of improving the thickness and elongation of the pharmaceutical product.
HLBが3以上、10未満の非イオン性界面活性剤としては、モノイソステアリン酸ジグリセリン(HLB7)、ジイソステアリン酸ジグリセリン(HLB4)、モノオレイン酸ジグリセリン(HLB7)、モノステアリン酸ジグリセリン(HLB7)、モノラウリン酸ソルビタン(HLB8)、モノステアリン酸ソルビタン(HLB7)、モノオレイン酸ソルビタン(HLB7)、セスキオレイン酸ソルビタン(HLB5)などが例示される。 Nonionic surfactants having an HLB of 3 or more and less than 10 include diglycerin monoisostearate (HLB7), diglycerin diisostearate (HLB4), diglycerin monooleate (HLB7), and diglycerin monostearate (HLB7). ), Sorbitane monolaurate (HLB8), sorbitan monostearate (HLB7), sorbitan monooleate (HLB7), sorbitan sesquioleate (HLB5) and the like.
HLBが10以上、18以下の非イオン性界面活性剤としては、POE(20モル)ラウリルエーテル(HLB17)、POE(20モル)セチルエーテル(HLB16)、POE(20モル)オレイルエーテル(HLB15)、などのPOEアルキルエーテル型ノニオン;POE(12モル)イソステアリン酸エステル(HLB14)、POE(12モル)オレイン酸エステル(HLB14)、POE(75モル)ステアリン酸エステル(HLB18)などのPOE脂肪酸エステル型ノニオン;POE(20モル)POP(4モル)セチルエーテル(HLB14)などのPOEPOPアルキルエーテル型ノニオン;モノイソステアリン酸POE(60モル)グリセリル(HLB18)、トリイソステアリン酸POE(30モル)グリセリル(HLB12)などのPOEグリセリン脂肪酸エステル型ノニオン;モノラウリン酸POE(20モル)ソルビタン(HLB17)、モノオレイン酸POE(20モル)ソルビタン(HLB16)、モノステアリン酸POE(20モル)ソルビタン(HLB16)などのPOEソルビタン脂肪酸エステル型ノニオン;テトラオレイン酸POE(60)ソルビトール(HLB14)、テトライソステアリン酸POE(40モル)ソルビトール(HLB13)などのPOEソルビトール脂肪酸エステル型ノニオン;POE(60モル)硬化ヒマシ油(HLB15)、POE(30モル)ヒマシ油(HLB12)などが例示される。 Examples of nonionic surfactants having an HLB of 10 or more and 18 or less include POE (20 mol) lauryl ether (HLB17), POE (20 mol) cetyl ether (HLB16), POE (20 mol) oleyl ether (HLB15), and the like. POE alkyl ether type nonionic such as POE (12 mol) isostearic acid ester (HLB14), POE (12 mol) oleic acid ester (HLB14), POE (75 mol) stearic acid ester (HLB18) and other POE fatty acid ester type nonionic POEPOP alkyl ether type nonionics such as POE (20 mol) POP (4 mol) cetyl ether (HLB14); POE monoisostearate (60 mol) glyceryl (HLB18), POE triisostearate (30 mol) glyceryl (HLB12), etc. POE glycerin fatty acid ester type nonionic; POE sorbitan fatty acids such as POE monolaurate (20 mol) sorbitan (HLB17), POE monooleate (20 mol) sorbitan (HLB16), POE monostearate (20 mol) sorbitan (HLB16) Ester-type nonionics; POE sorbitol fatty acid ester-type nonions such as POE (60 mol) sorbitol (HLB14), POE tetraisostearate (40 mol) and sorbitol (HLB13); POE (60 mol) hardened castor oil (HLB15), POE (30 mol) Ester oil (HLB12) and the like are exemplified.
HLBが3以上、10未満の非イオン性界面活性剤とHLBが10以上、18以下の非イオン性界面活性剤の配合比率は、重量比として1:10〜10:1が好ましく、1:5〜5:1が更に好ましい。
である。HLBが10未満の非イオン性界面活性剤の量が、HLBが10以上の非イオン性界面活性剤の量の0.1倍より少ない場合、又は10倍より多い場合には、乳化安定性に劣る。
The blending ratio of the nonionic surfactant having an HLB of 3 or more and less than 10 and the nonionic surfactant having an HLB of 10 or more and 18 or less is preferably 1:10 to 10: 1 as a weight ratio, and 1: 5 ~ 5: 1 is more preferred.
Is. Emulsification stability is achieved when the amount of nonionic surfactant with an HLB of less than 10 is less than 0.1 times or greater than 10 times the amount of nonionic surfactant with an HLB of 10 or more. Inferior.
本発明の水中油型乳化皮膚化粧料の全量を100重量%としたとき、(D)成分の含有量は、0.5〜10質量%である。(D)成分の含有量が0.5質量%未満では、塗布時の厚みや安定性が損なわれるので、0.5質量%以上とするが、1質量%以上が好ましい。また、(D)成分の含有量が10質量%
より多いと、ぬるつきなどの原因となり肌なじみが悪く、べたつきを感じる。このため、(D)成分の含有量を10質量%以下とするが、8質量%以下が好ましい。
When the total amount of the oil-in-water emulsified skin cosmetic of the present invention is 100% by weight, the content of the component (D) is 0.5 to 10% by mass. If the content of the component (D) is less than 0.5% by mass, the thickness and stability at the time of coating are impaired, so the content is 0.5% by mass or more, but 1% by mass or more is preferable. Further, the content of the component (D) is 10% by mass.
If it is more than that, it may cause sliminess, etc., and it may not be familiar to the skin and may feel sticky. Therefore, the content of the component (D) is set to 10% by mass or less, but 8% by mass or less is preferable.
本発明において、塗布時の厚みや、塗布中の白浮きを抑制する効果を付与するためには、上記(A)成分と(C)成分の配合比(A/C)は1/10〜5/1の範囲内にあることが好ましく、1/3〜2/1の範囲内にあることが更に好ましく、1/2〜1/1の範囲内にあることが最も好ましい。
みずみずしさや白浮きを抑制する効果を付与するためには、上記(A)成分と(D)成分の配合比(A/D)は1/10〜5/1の範囲内にあることが好ましく、1/5〜3/1の範囲内にあることが更に好ましく、1/2〜2/1の範囲内にあることが最も好ましい。
In the present invention, in order to impart the effect of suppressing the thickness at the time of coating and the whitening during coating, the blending ratio (A / C) of the above-mentioned component (A) and component (C) is 1/10 to 5 It is preferably in the range of 1/1, more preferably in the range of 1/3 to 2/1, and most preferably in the range of 1/2 to 1/1.
In order to impart the effect of suppressing freshness and whitening, the blending ratio (A / D) of the above-mentioned component (A) and component (D) is preferably in the range of 1/10 to 5/1. It is more preferably in the range of 1/5 to 3/1, and most preferably in the range of 1/2 to 2/1.
本発明の皮膚化粧料は、(A)成分、(B)成分、(C)成分および(D)成分を用い、調製する化粧品や医薬品の種類に応じて適宜調製することができる。例えば、公知の方法により、乳液、クリーム、軟膏、パック、ファンデーション等の皮膚用の化粧品や医薬品などを調製することができる。 The skin cosmetic of the present invention can be appropriately prepared according to the type of cosmetics or pharmaceuticals to be prepared by using the components (A), (B), (C) and (D). For example, skin cosmetics and pharmaceuticals such as milky lotions, creams, ointments, facial masks, and foundations can be prepared by known methods.
本発明の皮膚化粧料には、化粧料や医薬品に常用されている添加剤を、本発明の水中油型乳化皮膚化粧料の性能を損なわない範囲で、配合することも可能である。上記(A)〜(D)成分に加えて、陰イオン性界面活性剤、陽イオン性界面活性剤、両性界面活性剤等の非イオン性界面活性剤以外の界面活性剤、多価アルコール、糖類、アミノ酸等の保湿剤、水溶性高分子等の増粘剤、ビタミン類、核酸類、動植物抽出物等の生理活性成分、防腐剤、抗酸化剤、紫外線吸収・散乱剤、pH調整剤、着色剤、香料等の一般的に化粧料に配合される添加剤を、必要に応じて配合することもできる。この観点からは、本発明の水中油型乳化皮膚化粧料における添加剤の合計量は15質量%以下が好ましく、8%以下がさらに好ましい。
(A)〜(D)成分および添加剤の残部は実質的に水である。
The skin cosmetics of the present invention may contain additives commonly used in cosmetics and pharmaceuticals as long as the performance of the oil-in-water emulsified skin cosmetics of the present invention is not impaired. In addition to the above components (A) to (D), surfactants other than nonionic surfactants such as anionic surfactants, cationic surfactants, and amphoteric surfactants, polyhydric alcohols, and sugars. , Moisturizing agents such as amino acids, thickeners such as water-soluble polymers, physiologically active ingredients such as vitamins, nucleic acids, animal and plant extracts, preservatives, antioxidants, ultraviolet absorbers / scattering agents, pH adjusters, coloring Additives, such as agents and fragrances, which are generally blended in cosmetics, can also be blended as needed. From this viewpoint, the total amount of the additives in the oil-in-water emulsified skin cosmetic of the present invention is preferably 15% by mass or less, more preferably 8% or less.
The balance of the components (A) to (D) and the additive is substantially water.
以下、実施例および比較例を挙げて本発明をさらに具体的に説明する。なお、各種物性値については、下記に示す方法によって測定した。 Hereinafter, the present invention will be described in more detail with reference to Examples and Comparative Examples. The various physical property values were measured by the methods shown below.
〔(A)成分の調製〕
(合成例1:実施例化合物1の合成)
温度計、圧力計、安全弁、窒素ガス吹き込み管、撹拌機、真空排気管、冷却コイル、蒸気ジャケットを装備した5Lオートクレーブに、プロピレングリコールモノブチルエーテル100gと複合金属シアン化物錯体触媒0.03gを仕込み、窒素置換後、110℃へと昇温し、0.3MPa以下の条件で、窒素ガス吹き込み管より、オキシプロピレン132gを滴下し、反応槽内の圧力と温度の経時的変化を測定したところ、1時間後、反応槽内の圧力が急激に減少した。その後、反応槽内を90℃に保ちながら、0.5MPa以下の条件で、窒素ガス吹き込み管より、徐々にオキシプロピレン1054gとオキシエチレン1164gの混合物を滴下した。添加終了後、90℃で1時間反応させ、75〜85℃で1時間減圧処理後、ろ過を行った。得られた化合物1について、ゲル浸透クロマトグラフィーによる測定を行った。
[Preparation of (A) component]
(Synthesis Example 1: Synthesis of Example Compound 1)
A 5L autoclave equipped with a thermometer, a pressure gauge, a safety valve, a nitrogen gas blowing pipe, a stirrer, a vacuum exhaust pipe, a cooling coil, and a steam jacket was charged with 100 g of propylene glycol monobutyl ether and 0.03 g of a composite metal cyanide complex catalyst. After nitrogen substitution, the temperature was raised to 110 ° C., 132 g of oxypropylene was added dropwise from a nitrogen gas blowing tube under the condition of 0.3 MPa or less, and the changes over time in the pressure and temperature in the reaction vessel were measured. After some time, the pressure in the reaction vessel dropped sharply. Then, while keeping the inside of the reaction vessel at 90 ° C., a mixture of 1054 g of oxypropylene and 1164 g of oxyethylene was gradually added dropwise from a nitrogen gas blowing tube under the condition of 0.5 MPa or less. After completion of the addition, the reaction was carried out at 90 ° C. for 1 hour, reduced pressure treatment at 75 to 85 ° C. for 1 hour, and then filtration was performed. The obtained compound 1 was measured by gel permeation chromatography.
(合成例2−5:実施例化合物2、3、4、比較例化合物1の合成)
出発原料、オキシプロピレンとオキシエチレンの平均付加モル数、ランダム率以外は、合成例1と同様の方法で化合物を合成した。得られた実施例化合物2〜4、比較例化合物1について、ゲル浸透クロマトグラフィーによる測定を行った。
(Synthesis Example 2-5: Synthesis of Example Compounds 2, 3, 4, and Comparative Example Compound 1)
The compound was synthesized by the same method as in Synthesis Example 1 except for the starting material, the average number of moles of oxypropylene and oxyethylene added, and the random rate. The obtained Example Compounds 2 to 4 and Comparative Example Compound 1 were measured by gel permeation chromatography.
(合成例6:比較例化合物2の合成)
温度計、圧力計、安全弁、窒素ガス吹き込み管、撹拌機、真空排気管、冷却コイル、蒸気ジャケットを装備した5Lオートクレーブに、プロピレングリコールモノブチルエーテル100gと触媒としての水酸化カリウム6.0gを仕込み、窒素置換後、110℃へと昇温し、0.5MPa以下の条件で、窒素ガス吹き込み管より、徐々にオキシプロピレン1186gとオキシエチレン1164gの混合物を滴下した。添加終了後、110℃で1.5時間反応させ、75〜85℃で1時間減圧処理後、反応物を5Lナスフラスコに移し、速やかに1N塩酸で中和し、窒素ガス雰囲気下で脱水後、ろ過を行った。
(Synthesis Example 6: Synthesis of Comparative Example Compound 2)
A 5L autoclave equipped with a thermometer, pressure gauge, safety valve, nitrogen gas blowing pipe, stirrer, vacuum exhaust pipe, cooling coil, and steam jacket was charged with 100 g of propylene glycol monobutyl ether and 6.0 g of potassium hydroxide as a catalyst. After nitrogen substitution, the temperature was raised to 110 ° C., and a mixture of 1186 g of oxypropylene and 1164 g of oxyethylene was gradually added dropwise from a nitrogen gas blowing pipe under the condition of 0.5 MPa or less. After completion of the addition, the reaction was carried out at 110 ° C. for 1.5 hours, reduced pressure at 75 to 85 ° C. for 1 hour, then the reaction product was transferred to a 5 L eggplant flask, immediately neutralized with 1N hydrochloric acid, and dehydrated in a nitrogen gas atmosphere. , Filtered.
各実施例化合物,比較例化合物の各クロマトグラムから求められるMz/Mw、化合物の特性を表1に示す。ただし、水酸基価はJIS K−1557−1に準拠して測定したものであり、分子量は水酸基価より算出したものである。 Table 1 shows the characteristics of Mz / Mw and the compounds obtained from each chromatogram of each Example compound and Comparative Example compound. However, the hydroxyl value is measured in accordance with JIS K-1557-1, and the molecular weight is calculated from the hydroxyl value.
(実施例1〜7、比較例1〜3)
表3に示す配合比率で、以下の方法により水中油型乳化皮膚化粧料を調製した。なお、表3中の共通添加成分は、表2に示す6成分である。
(Examples 1 to 7, Comparative Examples 1 to 3)
An oil-in-water emulsified skin cosmetic was prepared by the following method with the blending ratios shown in Table 3. The common additive components in Table 3 are the 6 components shown in Table 2.
すなわち、イオン交換水と共通添加成分からなる水性成分を含めた水相と、(A)成分、(C)成分、(D)成分および共通添加成分からなる油性成分とをそれぞれ混合し、75〜80℃に過熱し、ホモミキサーを用いて混合した後に冷却し共通添加成分中の防腐剤を添加して水中油型乳化皮膚化粧料を得た。 That is, the aqueous phase including the ion-exchanged water and the aqueous component composed of the common additive component and the oily component composed of the component (A), the component (C), the component (D) and the common additive component are mixed, and 75 to 75 to The mixture was heated to 80 ° C., mixed using a homomixer, cooled, and the preservative among the common additive components was added to obtain an oil-in-water emulsified skin cosmetic.
得られた皮膚化粧料を用いて、4項目について下記の評価基準により評価を行った。評価結果を表3に示す。 Using the obtained skin cosmetics, four items were evaluated according to the following evaluation criteria. The evaluation results are shown in Table 3.
〔評価項目及び評価基準〕
(1) べたつき
10名の男女(25才〜48才)をパネラーとし、実施例および比較例の皮膚化粧料各1.0gを右腕前腕内側に中指を用いて塗布した際のべたつきについて、下記評点基準により評価した。10名の合計点を算出し、以下の評価基準により評価した。
(評点基準)
3点: べたつきを感じない
2点: べたつきをわずかに感じる
1点: べたつきを感じる
(評価基準)
◎: 25点以上
○: 20点以上、25未満
△: 20点未満
[Evaluation items and evaluation criteria]
(1) Stickiness With 10 men and women (25 to 48 years old) as panelists, the following scores were given regarding the stickiness when 1.0 g each of the skin cosmetics of the examples and comparative examples was applied to the inside of the right forearm using the middle finger. Evaluated by criteria. The total score of 10 people was calculated and evaluated according to the following evaluation criteria.
(Score criteria)
3 points: I don't feel sticky
2 points: I feel a little sticky
1 point: Feel sticky
(Evaluation criteria)
⊚: 25 points or more ○: 20 points or more, less than 25 △: less than 20 points
(2) みずみずしさ
10名の男女(25才〜48才)をパネラーとし、実施例および比較例の皮膚化粧料各1.0gを右腕前腕内側に中指を用いて塗布した際のみずみずしさについて、下記評点基準により評価した。10名の合計点を算出し、以下の評価基準により評価した。
(評点基準)
3点: みずみずしさを感じる
2点: どちらとも言えない
1点: みずみずしさを感じない
(評価基準)
◎: 25点以上
○: 20点以上、25点未満
△: 20点未満
(2) Freshness About the freshness when 10 men and women (25 to 48 years old) were used as panelists and 1.0 g of each of the skin cosmetics of Examples and Comparative Examples was applied to the inside of the right forearm using the middle finger. It was evaluated according to the following scoring criteria. The total score of 10 people was calculated and evaluated according to the following evaluation criteria.
(Score criteria)
3 points: Feel the freshness 2 points: I can't say either 1 point: I don't feel the freshness
(Evaluation criteria)
⊚: 25 points or more ○: 20 points or more, less than 25 points △: less than 20 points
(3) 塗布時の厚み
10名の男女(25才〜48才)をパネラーとし、実施例および比較例の皮膚化粧料各1.0gを右腕前腕内側に中指を用いて塗布した直後の厚みについて、下記評点基準により評価した。10名の合計点を算出し、以下の評価基準により評価した。
(評点基準)
3点: 厚みを十分に感じる
2点: 厚みをやや感じる
1点: 厚みを感じられない
(評価基準)
◎: 25点以上
○: 20点以上、25点未満
△: 20点未満
(3) Thickness at the time of application About the thickness immediately after applying 1.0 g each of the skin cosmetics of Examples and Comparative Examples to the inside of the right forearm using the middle finger, using 10 men and women (25 to 48 years old) as panelists. , Evaluated according to the following scoring criteria. The total score of 10 people was calculated and evaluated according to the following evaluation criteria.
(Score criteria)
3 points: Feel the thickness enough 2 points: Feel the thickness a little 1 point: Can't feel the thickness
(Evaluation criteria)
⊚: 25 points or more ○: 20 points or more, less than 25 points △: less than 20 points
(4) 白浮き
人工皮革に、実施例および比較例の皮膚化粧料各50mgを添加し、直径1cmに塗布後、摩擦感テスター(RUBBING TESTER)に人工皮革をセットし、100gの荷重で人工皮革同士を10往復摺合わせた時の白浮きについて、下記評価基準により評価した。
(評点基準)
◎: 白浮きが見られない
○: 白浮きがわずかに見られる
△: 白浮きが見られる
(4) Add 50 mg each of the skin cosmetics of Examples and Comparative Examples to the white floating artificial leather, apply it to a diameter of 1 cm, set the artificial leather on the friction tester (RUBBING TESTER), and apply the artificial leather with a load of 100 g. The whitening when the leather was rubbed 10 times back and forth was evaluated according to the following evaluation criteria.
(Score criteria)
◎: No white floating ○: Slight white floating △: White floating is seen
注2:「モノグリMB」(日油(株)社製)
Note 2: "Monoguri MB" (manufactured by NOF CORPORATION)
表3から明らかなように、実施例1〜7は、いずれも塗布直後における厚みが感じられ、肌なじみが良好で、べたつきがなく、また白浮きの抑制効果に優れていた。 As is clear from Table 3, in each of Examples 1 to 7, the thickness immediately after application was felt, the skin was well-adapted, there was no stickiness, and the effect of suppressing whitening was excellent.
これに対して、表3から明らかなように、本発明のアルキレンオキシド誘導体に該当しない比較例化合物1、2は、塗布時の厚み、肌なじみ、白浮きの抑制効果すべてを満たすものはなかった。
On the other hand, as is clear from Table 3, none of Comparative Example Compounds 1 and 2, which do not correspond to the alkylene oxide derivative of the present invention, satisfied all of the thickness at the time of application, skin compatibility, and the effect of suppressing whitening. ..
Claims (1)
(B)炭素数12〜22の一価アルコールを0.2〜10質量%、
(C)融点が20〜90℃の、固形またはペースト状の油剤を1〜15質量%、および
(D)HLB3〜18かつ炭素数12〜24の炭化水素基もしくはHLB3〜18かつ炭素数12〜24の水酸基含有炭化水素基を有する非イオン性界面活性剤を0.5〜10質量%
含有することを特徴とする、水中油型乳化皮膚化粧料。
(A) 式(1)で表され、かつゲル浸透クロマトグラフィー測定により求められるクロマトグラムから算出される重量平均分子量(Mw)とz平均分子量(Mz)の比率Mz/Mwが式(2)の関係を満足するアルキレンオキシド誘導体
Z−[O−(PO)a−(PO)b/(EO)c]−H]n ・・・・(1)
(式(1)中、
Zは、炭素数1〜24かつ1〜6個の水酸基を有する化合物から、全ての水酸基を除いた残基を示し、
nは1〜6の数を示し、
POはオキシプロピレン基を示し、
EOはオキシエチレン基を示し、
aおよびbは、それぞれ前記オキシプロピレン基POの平均付加モル数を示し、
cは前記オキシエチレン基EOの平均付加モル数を示し、
aは0〜100の数を示し、bは1〜100の数を示し、cは1〜200を示し、a+b+c≧10かつb/c=1/5〜5/1であり、
(PO)b/(EO)cは前記オキシプロピレン基POと前記オキシエチレン基EOがランダム付加していることを示し、前記オキシプロピレン基POと前記オキシエチレン基EOのランダム率xが0.1≦x≦1である。)
5≦Mz/Mw≦60 ・・・・(2)
(A) 0.1 to 10% by mass of the following alkylene oxide derivative,
(B) 0.2 to 10% by mass of monohydric alcohol having 12 to 22 carbon atoms,
(C) 1 to 15% by mass of a solid or paste-like oil having a melting point of 20 to 90 ° C., and (D) a hydrocarbon group having HLB 3 to 18 and 12 to 24 carbon atoms or HLB 3 to 18 and 12 to 12 carbon atoms. 0.5-10% by mass of nonionic surfactant having 24 hydroxyl group-containing hydrocarbon groups
An oil-in-water emulsified skin cosmetic containing.
(A) The ratio Mz / Mw of the weight average molecular weight (Mw) and the z average molecular weight (Mz) represented by the formula (1) and calculated from the chromatogram obtained by gel permeation chromatography measurement is of the formula (2). An alkylene oxide derivative that satisfies the relationship
Z- [O- (PO) a- (PO) b / (EO) c ] -H] n ... (1)
(In equation (1),
Z represents a residue obtained by removing all hydroxyl groups from a compound having 1 to 24 carbon atoms and 1 to 6 hydroxyl groups.
n represents a number from 1 to 6
PO indicates an oxypropylene group,
EO indicates an oxyethylene group,
a and b indicate the average number of moles of the oxypropylene group PO added, respectively.
c indicates the average number of moles of the oxyethylene group EO added.
a indicates a number from 0 to 100, b indicates a number from 1 to 100, c indicates 1 to 200, a + b + c ≧ 10 and b / c = 1/5 to 5/1.
(PO) b / (EO) c indicates that the oxypropylene group PO and the oxyethylene group EO are randomly added, and the random ratio x of the oxypropylene group PO and the oxyethylene group EO is 0.1. ≦ x ≦ 1. )
5 ≤ M z / M w ≤ 60 ... (2)
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JP2019112314A (en) * | 2017-12-20 | 2019-07-11 | 日油株式会社 | Oil-in-water type emulsion cosmetic |
JP2019172716A (en) * | 2018-03-26 | 2019-10-10 | 日油株式会社 | Alkylene oxide derivative, detergent, lubricant, wetting agent and skin detergent composition |
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JP2012207000A (en) * | 2011-03-30 | 2012-10-25 | Nof Corp | Oil-in-water cosmetic |
WO2018221278A1 (en) * | 2017-05-29 | 2018-12-06 | 日油株式会社 | Alkylene oxide derivatives, wetting agent, solubilizing agent, and solubilizing composition |
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