JP2019214527A - W/o emulsion composition - Google Patents
W/o emulsion composition Download PDFInfo
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- JP2019214527A JP2019214527A JP2018112291A JP2018112291A JP2019214527A JP 2019214527 A JP2019214527 A JP 2019214527A JP 2018112291 A JP2018112291 A JP 2018112291A JP 2018112291 A JP2018112291 A JP 2018112291A JP 2019214527 A JP2019214527 A JP 2019214527A
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- 239000000203 mixture Substances 0.000 title claims abstract description 109
- 239000000839 emulsion Substances 0.000 title claims abstract description 62
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 54
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- 239000008346 aqueous phase Substances 0.000 claims abstract description 13
- 150000007524 organic acids Chemical class 0.000 claims abstract description 10
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- 239000002253 acid Substances 0.000 claims description 11
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- QKHBMQWPOUUMQZ-BDQAORGHSA-M sodium;hydron;(2s)-2-(octadecanoylamino)pentanedioate Chemical compound [Na+].CCCCCCCCCCCCCCCCCC(=O)N[C@H](C(O)=O)CCC([O-])=O QKHBMQWPOUUMQZ-BDQAORGHSA-M 0.000 description 1
- ZNYIJXQYUNSKDX-NTISSMGPSA-M sodium;hydron;(2s)-2-(tetradecanoylamino)pentanedioate Chemical compound [Na+].CCCCCCCCCCCCCC(=O)N[C@H](C([O-])=O)CCC(O)=O ZNYIJXQYUNSKDX-NTISSMGPSA-M 0.000 description 1
- OTKJDMGTUTTYMP-ZWKOTPCHSA-N sphinganine Chemical compound CCCCCCCCCCCCCCC[C@@H](O)[C@@H](N)CO OTKJDMGTUTTYMP-ZWKOTPCHSA-N 0.000 description 1
- 150000003408 sphingolipids Chemical class 0.000 description 1
- WWUZIQQURGPMPG-KRWOKUGFSA-N sphingosine Chemical compound CCCCCCCCCCCCC\C=C\[C@@H](O)[C@@H](N)CO WWUZIQQURGPMPG-KRWOKUGFSA-N 0.000 description 1
- 150000003410 sphingosines Chemical class 0.000 description 1
- 229940032094 squalane Drugs 0.000 description 1
- 229940012831 stearyl alcohol Drugs 0.000 description 1
- WNIFXKPDILJURQ-UHFFFAOYSA-N stearyl glycyrrhizinate Natural products C1CC(O)C(C)(C)C2CCC3(C)C4(C)CCC5(C)CCC(C(=O)OCCCCCCCCCCCCCCCCCC)(C)CC5C4=CC(=O)C3C21C WNIFXKPDILJURQ-UHFFFAOYSA-N 0.000 description 1
- 210000000434 stratum corneum Anatomy 0.000 description 1
- 230000002195 synergetic effect Effects 0.000 description 1
- 210000004233 talus Anatomy 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- 235000008521 threonine Nutrition 0.000 description 1
- 229960002898 threonine Drugs 0.000 description 1
- 230000000699 topical effect Effects 0.000 description 1
- FGMPLJWBKKVCDB-UHFFFAOYSA-N trans-L-hydroxy-proline Natural products ON1CCCC1C(O)=O FGMPLJWBKKVCDB-UHFFFAOYSA-N 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
- ZIBGPFATKBEMQZ-UHFFFAOYSA-N triethylene glycol Chemical compound OCCOCCOCCO ZIBGPFATKBEMQZ-UHFFFAOYSA-N 0.000 description 1
- VLPFTAMPNXLGLX-UHFFFAOYSA-N trioctanoin Chemical compound CCCCCCCC(=O)OCC(OC(=O)CCCCCCC)COC(=O)CCCCCCC VLPFTAMPNXLGLX-UHFFFAOYSA-N 0.000 description 1
- 229960004799 tryptophan Drugs 0.000 description 1
- 235000013976 turmeric Nutrition 0.000 description 1
- 235000002374 tyrosine Nutrition 0.000 description 1
- 229960004441 tyrosine Drugs 0.000 description 1
- OUYCCCASQSFEME-UHFFFAOYSA-N tyrosine Natural products OC(=O)C(N)CC1=CC=C(O)C=C1 OUYCCCASQSFEME-UHFFFAOYSA-N 0.000 description 1
- 125000002948 undecyl 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])[H] 0.000 description 1
- 235000021122 unsaturated fatty acids Nutrition 0.000 description 1
- 150000004670 unsaturated fatty acids Chemical class 0.000 description 1
- 235000016788 valerian Nutrition 0.000 description 1
- 235000014393 valine Nutrition 0.000 description 1
- 229960004295 valine Drugs 0.000 description 1
- 239000004474 valine Substances 0.000 description 1
- 235000020234 walnut Nutrition 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
- 239000009538 yokuinin Substances 0.000 description 1
- FYGDTMLNYKFZSV-BYLHFPJWSA-N β-1,4-galactotrioside Chemical compound O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1O[C@@H]1[C@H](CO)O[C@@H](O[C@@H]2[C@@H](O[C@@H](O)[C@H](O)[C@H]2O)CO)[C@H](O)[C@H]1O FYGDTMLNYKFZSV-BYLHFPJWSA-N 0.000 description 1
Landscapes
- Cosmetics (AREA)
Abstract
Description
本発明はW/O型乳化組成物に関する。 The present invention relates to a W / O emulsion composition.
セラミド類は、スフィンゴ脂質の1種であり、細胞膜に高濃度に存在する。セラミド類は、皮膚において、角質間細胞脂質中の鍵成分として脂質バリアーを構成し、皮膚を柔軟でみずみずしく保つための重要な役割を果たしていることが知られており、肌荒れを改善する手段の一つとして、角質層の水分保持力を高めるため皮膚外用剤に有効な成分である。 Ceramides are a type of sphingolipid and are present at high concentrations in cell membranes. Ceramides are known to form a lipid barrier as a key component in interstitial cell lipids in the skin and play an important role in keeping the skin soft and fresh, and are a means of improving rough skin. As a matter of fact, it is an effective component for a topical skin preparation for enhancing the moisture retention of the stratum corneum.
このようなセラミド類は結晶性が高く、乳化系への安定な配合が困難であることから、セラミド及びリン脂質を配合したO/W型乳化組成物を、シリコーン系界面活性剤を配合した油相中に分散したO/W/O型乳化化粧料(特許文献1)、セラミド類をまずO/W乳化物とし、次にこれに液体の油脂及び親油性乳化剤を配合してO/W/O型乳化物からなる二重乳化型化粧料組成物とする技術(特許文献2)、セラミドと有機変性粘土鉱物と、N−アシルグルタミン酸のジエステルと、フィトステロールを含有する油中水型乳化剤形の皮膚外用剤(特許文献3)が報告されている。さらに、セラミド類と、グリセリンモノ脂肪酸エステル、高級アルコール、スフィンゴシン塩又はイオン性界面活性剤とを含有するO/W/O型皮膚外用剤も報告されている(特許文献4)。 Since such ceramides have high crystallinity and are difficult to be stably compounded in an emulsified system, an O / W type emulsified composition containing ceramide and phospholipid is used in an oil containing a silicone surfactant. O / W / O-type emulsified cosmetics dispersed in a phase (Patent Document 1), ceramides are first made into an O / W emulsion, and then a liquid fat or oil and a lipophilic emulsifier are blended into the O / W / O / W / O emulsion. A technique for forming a double emulsion type cosmetic composition comprising an O-type emulsion (Patent Document 2), a water-in-oil type emulsifier containing ceramide, an organically modified clay mineral, a diester of N-acylglutamic acid, and phytosterol An external preparation for skin (Patent Document 3) has been reported. Furthermore, an O / W / O type skin external preparation containing a ceramide and a glycerin monofatty acid ester, a higher alcohol, a sphingosine salt or an ionic surfactant has also been reported (Patent Document 4).
特許文献4記載のO/W/O型皮膚外用剤は、低温保存時のセラミド類の結晶化が抑制されており、乳化安定性を有し、皮膚に適用した場合に皮膚の保護感やなめらか感も良好である。
ところで、皮膚の表面は恒常性を維持する一環で弱酸性に保たれている。そのため、低刺激な皮膚外用剤を設計する上では製剤を肌に近いpHとして弱酸性に調整することが望まれる。また、皮膚外用剤中の界面活性剤としては、幅広い年代層の使用者や様々な肌タイプの使用者への適用を考慮し、アニオン性界面活性剤を用いることがより望ましい。しかし、セラミド類を安定に乳化分散させるためにアニオン性界面活性剤を用いる場合には、弱酸性から中性のpHではその界面活性能が失活してしまうという問題がある。
従って、本発明の課題は、セラミド類を含有し、水相中に酸性化合物を含有していても高温保存時の乳化安定性に優れ、かつ皮膚に適用したときの使用感に優れるW/O型乳化組成物を提供することにある。
The O / W / O-type external preparation for skin described in Patent Document 4 has suppressed crystallization of ceramides during storage at low temperature, has emulsion stability, and has a protective feeling and smoothness when applied to the skin. The feeling is also good.
By the way, the surface of the skin is kept weakly acidic as part of maintaining homeostasis. Therefore, in designing a low-stimulation external preparation for skin, it is desired to adjust the preparation to a weak acidity with a pH close to that of the skin. Further, as the surfactant in the external preparation for skin, it is more preferable to use an anionic surfactant in consideration of application to users of a wide range of age groups and users of various skin types. However, when anionic surfactants are used to stably emulsify and disperse ceramides, there is a problem that the surfactant activity is deactivated at a weakly acidic to neutral pH.
Therefore, an object of the present invention is to provide a W / O containing ceramides, having excellent emulsification stability during high-temperature storage even when an acidic compound is contained in an aqueous phase, and having excellent usability when applied to the skin. It is to provide a type emulsion composition.
そこで本発明者等は、セラミド類を含有する特許文献4のO/W/O型皮膚外用剤について種々検討したところ、無機酸及び炭素数6以下の有機酸並びにアニオン性界面活性剤を配合し、さらに特定のHLB8以上の非イオン性界面活性剤を含有させることにより、高温保存時の乳化安定性に優れ、かつ皮膚に適用したときにしっとり感が持続するという使用感に優れるW/O型乳化組成物が得られることを見出し、本発明を完成した。 Thus, the present inventors have conducted various studies on the O / W / O-type skin external preparation of Patent Document 4 containing ceramides, and found that an inorganic acid, an organic acid having 6 or less carbon atoms, and an anionic surfactant were blended. A W / O type which is excellent in emulsification stability during high-temperature storage and has an excellent usability that maintains a moist feeling when applied to the skin by further containing a specific nonionic surfactant having a specific HLB of 8 or more. The present inventors have found that an emulsion composition can be obtained, and have completed the present invention.
すなわち、本発明は、次の成分(A)、(B)、(C)、(D)、(E)及び(F):
(A)炭素数12〜26のグリセリンモノ脂肪酸エステル、
(B)炭素数10〜22の高級アルコール、
(C)セラミド類、
(D)アニオン性界面活性剤、
(E)HLB8以上の非イオン性界面活性剤、
(F)無機酸及び炭素数6以下の有機酸から選ばれる1種以上
を含有するW/O型乳化組成物を提供するものである。
That is, the present invention provides the following components (A), (B), (C), (D), (E) and (F):
(A) a glycerin monofatty acid ester having 12 to 26 carbon atoms,
(B) a higher alcohol having 10 to 22 carbon atoms,
(C) Ceramides,
(D) an anionic surfactant,
(E) a nonionic surfactant having an HLB of 8 or more,
(F) An object of the present invention is to provide a W / O type emulsified composition containing at least one selected from inorganic acids and organic acids having 6 or less carbon atoms.
本発明のW/O型乳化組成物は、50℃以上の高温保存後においても粘度変化が小さく、乳化系の安定性が優れており、かつしっとり感が持続するとともに、塗布時の厚み感、皮膚を保湿する感じ、塗布時のきしみがなく、肌をなめらかにする等の使用感が優れている。 The W / O emulsion composition of the present invention has a small change in viscosity even after storage at a high temperature of 50 ° C. or more, has excellent stability of the emulsified system, maintains a moist feeling, and has a feeling of thickness at the time of application. Excellent feeling of moisturizing the skin, no creaking during application, and smoothing the skin.
本発明のW/O型乳化組成物は、以下の成分(A)〜(F)を含有する組成物である。
(A)炭素数12〜26のグリセリンモノ脂肪酸エステル、
(B)炭素数10〜22の高級アルコール、
(C)セラミド類、
(D)アニオン性界面活性剤、
(E)HLB8以上の非イオン性界面活性剤、
(F)無機酸及び炭素数6以下の有機酸から選ばれる1種以上
The W / O emulsion composition of the present invention is a composition containing the following components (A) to (F).
(A) a glycerin monofatty acid ester having 12 to 26 carbon atoms,
(B) a higher alcohol having 10 to 22 carbon atoms,
(C) Ceramides,
(D) an anionic surfactant,
(E) a nonionic surfactant having an HLB of 8 or more,
(F) at least one selected from inorganic acids and organic acids having 6 or less carbon atoms
(成分(A))
成分(A)は、炭素数12〜26のグリセリンモノ脂肪酸エステルである。
成分(A)の炭素数は、後述する成分(C)の析出を抑制するとともに好ましい使用感を与える観点から、好ましくは14以上であり、より好ましくは16以上であり、また、好ましくは24以下であり、さらに好ましくは22以下である。
(Ingredient (A))
The component (A) is a glycerin monofatty acid ester having 12 to 26 carbon atoms.
The number of carbon atoms of the component (A) is preferably 14 or more, more preferably 16 or more, and preferably 24 or less from the viewpoint of suppressing the precipitation of the component (C) described later and giving a preferable feeling of use. More preferably, it is 22 or less.
成分(A)の具体例として、グリセリンモノラウリン酸エステル、グリセリンモノミリスチン酸エステル、グリセリンモノパルミチン酸エステル、グリセリンモノステアリン酸エステル、グリセリンモノベヘン酸エステル、グリセリンモノオレイン酸エステル、グリセリンモノイソステアリン酸エステル、グリセリンモノアラキジン酸エステル、グリセリンモノリノール酸エステル等が挙げられる。これらのうち、前述した観点から、グリセリンモノベヘン酸エステル、グリセリンモノステアリン酸エステル、グリセリンモノパルミチン酸エステルからなる群から選ばれる少なくとも1種が好ましく、グリセリンモノベヘン酸エステルがさらに好ましい。 Specific examples of component (A) include glycerin monolaurate, glycerin monomyristate, glycerin monopalmitate, glycerin monostearate, glycerin monobehenate, glycerin monooleate, glycerin monoisostearate, Examples include glycerin monoarachidic acid ester and glycerin monolinoleic acid ester. Among these, from the viewpoint described above, at least one selected from the group consisting of glycerin monobehenate, glycerin monostearate, and glycerin monopalmitate is preferable, and glycerol monobehenate is more preferable.
本実施形態において、成分(A)は一種または二種以上を組み合わせて用いることができる。本実施形態において、乳化組成物中の成分(A)の含有量は、乳化組成物の乳化安定性を向上させる観点、塗布時のきしみ感を抑制する観点、および、皮膚を保護する感じを高める観点から、乳化組成物全体に対して0.05〜12質量%が好ましく、0.2〜10質量%がより好ましく、0.3〜7質量%がさらに好ましく、0.4〜4質量%がさらにより好ましく、0.45〜2質量%が殊更好ましく、0.5〜1.0質量%がより一層好ましい。 In this embodiment, the component (A) can be used alone or in combination of two or more. In the present embodiment, the content of the component (A) in the emulsified composition enhances the viewpoint of improving the emulsion stability of the emulsified composition, suppressing the squeaky feeling at the time of application, and enhancing the feeling of protecting the skin. From the viewpoint, the content is preferably 0.05 to 12% by mass, more preferably 0.2 to 10% by mass, still more preferably 0.3 to 7% by mass, and 0.4 to 4% by mass based on the whole emulsified composition. Still more preferably, 0.45 to 2% by weight is particularly preferred, and 0.5 to 1.0% by weight is even more preferred.
(成分(B))
成分(B)は、炭素数10〜22の高級アルコールである。
成分(B)の炭素数は、後述する成分(C)の析出を抑制するとともに好ましい使用感を与える観点から、好ましくは14以上であり、より好ましくは16以上であり、また、好ましくは20以下であり、さらに好ましくは18以下である。
(Ingredient (B))
Component (B) is a higher alcohol having 10 to 22 carbon atoms.
The number of carbon atoms of the component (B) is preferably 14 or more, more preferably 16 or more, and preferably 20 or less from the viewpoint of suppressing the precipitation of the component (C) described later and giving a preferable feeling of use. More preferably, it is 18 or less.
本実施形態において、成分(B)は一種または二種以上を組み合わせて用いることができる。本実施形態において、成分(B)の具体例として、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の一価アルコールが挙げられる。これらのうち、直鎖アルキル基を有するものが好ましく、より好ましくは、炭素数16〜18の一価アルコールであり、セチルアルコールおよびステアリルアルコールから選ばれる一種以上がさらに好ましい。 In the present embodiment, the component (B) can be used alone or in combination of two or more. In the present embodiment, specific examples of the component (B) include monohydric alcohols such as myristyl alcohol, cetyl alcohol, stearyl alcohol, behenyl alcohol, and oleyl alcohol. Of these, those having a straight-chain alkyl group are preferred, more preferably monohydric alcohols having 16 to 18 carbon atoms, and more preferably one or more selected from cetyl alcohol and stearyl alcohol.
本実施形態において、乳化組成物中の成分(B)の含有量は、乳化組成物の乳化安定性を向上させる観点、塗布時のべたつきを抑制する観点、および、塗布時の厚み感および皮膚を保護する感じを高める観点から、乳化組成物全体に対して0.05〜15質量%が好ましく、0.2〜10質量%がより好ましく、0.3〜7質量%がさらに好ましく、0.4〜4質量%がさらにより好ましく、0.45〜2質量%が殊更好ましく、0.5〜1.0質量%がより一層好ましい。 In the present embodiment, the content of the component (B) in the emulsified composition is selected from the viewpoints of improving the emulsification stability of the emulsified composition, suppressing stickiness at the time of application, and reducing the feeling of thickness and skin at the time of application. From the viewpoint of enhancing the feeling of protection, the content is preferably 0.05 to 15% by mass, more preferably 0.2 to 10% by mass, still more preferably 0.3 to 7% by mass, and more preferably 0.4 to 7% by mass based on the whole emulsified composition. To 4% by mass is still more preferred, 0.45 to 2% by mass is particularly preferred, and 0.5 to 1.0% by mass is even more preferred.
また、本実施形態における乳化組成物において、成分(A)および(B)の含有量の合計、すなわち((A)+(B))で表される質量割合は、乳化組成物の乳化安定性を向上させる観点から、乳化組成物全体に対して好ましくは0.15〜10質量%であり、より好ましくは0.4〜8質量%であり、さらに好ましくは0.6〜3質量%であり、さらにより好ましくは0.7〜2.5質量%であり、特に好ましくは0.8〜2.0質量%である。 In addition, in the emulsified composition of the present embodiment, the total content of the components (A) and (B), that is, the mass ratio represented by ((A) + (B)) is the emulsion stability of the emulsified composition. From the viewpoint of improving the emulsion composition, it is preferably 0.15 to 10% by mass, more preferably 0.4 to 8% by mass, and still more preferably 0.6 to 3% by mass based on the whole emulsified composition. And still more preferably 0.7 to 2.5% by mass, and particularly preferably 0.8 to 2.0% by mass.
さらに、成分(B)に対する成分(A)の質量比((A)/(B))は、乳化組成物の塗布時の厚み感と皮膚を保護する感じを向上させる観点から、0.1以上が好ましく、0.4以上がより好ましく、0.6以上がさらに好ましく、皮膚を保護する感じを向上させる観点および塗布時のきしみ感を低減させる観点からは、5以下が好ましく、3.0以下がより好ましく、2.5以下がさらに好ましい。 Further, the mass ratio of the component (A) to the component (B) ((A) / (B)) is 0.1 or more from the viewpoint of improving the thickness feeling and the feeling of protecting the skin when the emulsified composition is applied. Is preferably 0.4 or more, more preferably 0.6 or more, and is preferably 5 or less, and more preferably 3.0 or less from the viewpoint of improving the feeling of protecting the skin and reducing the feeling of creaking at the time of application. Is more preferable, and 2.5 or less is further preferable.
(成分(C))
成分(C)は、セラミド類であり、天然型セラミドおよび疑似型セラミドから選ばれる一種または二種以上を用いることができ、具体的には、特開2013−53146号公報記載のセラミド類が使用できる。
(Ingredient (C))
Component (C) is a ceramide, and one or more selected from natural ceramide and pseudo-ceramide can be used. Specifically, ceramides described in JP-A-2013-53146 are used. it can.
天然型セラミドの具体的な例示として、スフィンゴシン、ジヒドロスフィンゴシン、フィトスフィンゴシンまたはスフィンガジエニンがアミド化されたセラミドType1〜7(たとえば、J. Lipid Res.,24:759(1983)の図2、および、J.Lipid.Res.,35:2069(1994)の図4に記載のブタおよびヒトのセラミド)が挙げられる。 Specific examples of natural ceramides include ceramides Type 1 to 7 in which sphingosine, dihydrosphingosine, phytosphingosine, or sphingdienin are amidated (for example, FIG. 2, FIG. 2 of J. Lipid Res., 24: 759 (1983)). And poramide and human ceramides described in FIG. 4 of J. Lipid. Res., 35: 2069 (1994).
さらにこれらのN−アルキル体(たとえばN−メチル体)も含まれる。
これらのセラミドは天然型(D(−)体)の光学活性体を用いても、非天然型(L(+)体)の光学活性体を用いても、さらに天然型と非天然型の混合物を用いてもよい。上記化合物の相対立体配置は、天然型の立体配置のものでも、それ以外の非天然型の立体配置のものでもよく、また、これらの混合物によるものでもよい。中でも、CERAMIDE1、CERAMIDE2、CERAMIDE3、CERAMIDE5、CERAMIDE6IIの化合物(以上、INCI、8th Edition)および次式で表わされるものが好ましい。
Furthermore, these N-alkyl forms (for example, N-methyl forms) are also included.
These ceramides use a natural (D (-) form) optically active substance or an unnatural (L (+) form) optically active substance, and furthermore, a mixture of a natural form and a non-natural form. May be used. The relative configuration of the above compound may be a natural configuration, a non-natural configuration other than that, or a mixture thereof. Among them, the compounds of CERAMIDE1, CERAMIDE2, CERAMIDE3, CERAMIDE5, CERAMIDE6II (INCI, 8th Edition) and those represented by the following formula are preferred.
これらは天然からの抽出物および合成物のいずれでもよく、市販のものを用いることができる。このような天然型セラミドの市販のものとしては、Ceramide I、Ceramide III、Ceramide IIIA、Ceramide IIIB、Ceramide IIIC、Ceramide VI(以上、コスモファーム社製)、Ceramide TIC−001(高砂香料社製)、CERAMIDE II(Quest International社製)、DS−Ceramide VI、DS−CLA−Phytoceramide、Phytoceramide、DS−ceramide Y3S(DOOSAN社製)、CERAMIDE2(セダーマ社製)が挙げられる。 These may be either natural extracts or synthetic ones, and commercially available ones can be used. Commercially available such natural ceramides include Ceramide I, Ceramide III, Ceramide IIIA, Ceramide IIIB, Ceramide IIIC, Ceramide VI (all manufactured by CosmoPharm), Ceramide TIC-001 (Takasago Inc.) CERAMIDE II (manufactured by Quest International), DS-Ceramide VI, DS-CLA-Phytoceramide, Phytoceramide, DS-ceramide Y3S (manufactured by DOOSAN), and CERAMIDE2 (manufactured by Cedarma).
また、疑似型セラミドとして、下記一般式(5)に示すものが挙げられる。 Moreover, what is shown by following General formula (5) as a pseudo-type ceramide is mentioned.
(上記一般式(5)中、R25は、ヒドロキシル基が置換していてもよい炭素数10〜22の直鎖、分岐鎖若しくは環状の飽和若しくは不飽和の炭化水素基または水素原子を示し;X19は水素原子、アセチル基またはグリセリル基を示し;R26はヒドロキシル基またはアミノ基が置換していてもよい炭素数5〜22の直鎖、分岐鎖もしくは環状の飽和または不飽和の炭化水素基であるか、または該炭化水素基のω末端に、ヒドロキシル基が置換していてもよい炭素数8〜22の直鎖または分岐鎖の飽和または不飽和の脂肪酸がエステル結合したものを示し;R27は水素原子を示すか、ヒドロキシル基、ヒドロキシアルコキシ基、アルコキシ基またはアセトキシ基が置換していてもよい総炭素数1〜30のアルキル基を示す。) (In the general formula (5), R 25 represents a linear, branched or cyclic, saturated or unsaturated hydrocarbon group or a hydrogen atom having 10 to 22 carbon atoms which may be substituted by a hydroxyl group; X 19 represents a hydrogen atom, an acetyl group or a glyceryl group; R 26 represents a linear, branched or cyclic saturated or unsaturated hydrocarbon having 5 to 22 carbon atoms which may be substituted by a hydroxyl group or an amino group. A hydrocarbon group, or an omega-terminal of the hydrocarbon group, in which a straight-chain or branched-chain saturated or unsaturated fatty acid having 8 to 22 carbon atoms which may be substituted by a hydroxyl group is ester-bonded; R 27 represents a hydrogen atom or an alkyl group having a total of 1 to 30 carbon atoms which may be substituted by a hydroxyl group, a hydroxyalkoxy group, an alkoxy group or an acetoxy group.
R26としては、ノニル基、トリデシル基、ペンタデシル基、ω位にリノール酸がエステル結合したウンデシル基、ω位にリノール酸がエステル結合したペンタデシル基、ω位に12−ヒドロキシステアリン酸がエステル結合したペンタデシル基、ω位にメチル分岐イソステアリン酸がアミド結合したウンデシル基がことさら好ましい。 The R 26, nonyl group, a tridecyl group, a pentadecyl group, an undecyl group linoleic acid position omega is ester bond, a pentadecyl group having linoleic acid ester-bonded to position omega, 12-hydroxystearic acid in position omega is ester bound Particularly preferred are a pentadecyl group and an undecyl group in which a methyl-branched isostearic acid is amide-bonded at the ω position.
R25が水素原子の場合、R27はヒドロキシル基、ヒドロキシアルコキシ基、アルコキシ基またはアセトキシ基が置換していてもよい総炭素数10〜30の、好ましくは総炭素数12〜20のアルキル基であり;R25がヒドロキシル基が置換していてもよい炭素数10〜22の直鎖、分岐鎖もしくは環状の飽和または不飽和の炭化水素基である場合、R27は水素原子を示すか、ヒドロキシル基、ヒドロキシアルコキシ基、アルコキシ基またはアセトキシ基が置換していてもよい総炭素数1〜8のアルキル基を示すことが好ましい。R27のヒドロキシアルコキシ基またはアルコキシ基としては炭素数1〜7のものが好ましい。
上記一般式(5)に示す化合物の具体例として、下記式に示すものが挙げられる。
When R 25 is a hydrogen atom, R 27 is an alkyl group having 10 to 30 carbon atoms, preferably 12 to 20 carbon atoms, which may be substituted by a hydroxyl group, a hydroxyalkoxy group, an alkoxy group or an acetoxy group. When R 25 is a linear, branched or cyclic, saturated or unsaturated hydrocarbon group having 10 to 22 carbon atoms which may be substituted by a hydroxyl group, R 27 represents a hydrogen atom, It preferably represents an alkyl group having 1 to 8 carbon atoms which may be substituted by a group, a hydroxyalkoxy group, an alkoxy group or an acetoxy group. As the hydroxyalkoxy group or alkoxy group for R 27 , those having 1 to 7 carbon atoms are preferable.
Specific examples of the compound represented by the general formula (5) include those represented by the following formula.
一般式(5)で表されるものとしては、R25がヘキサデシル基、X19が水素原子、R26がペンタデシル基、R27がヒドロキシエチル基のもの;R25がヘキサデシル基、X19が水素原子、R26がノニル基、R27がヒドロキシエチル基のものの疑似型セラミドが好ましく、一般式(5)のR25がヘキサデシル基、X19が水素原子、R26がペンタデシル基、R27がヒドロキシエチル基のもの(N−(ヘキサデシロキシヒドロキシプロピル)−N−ヒドロキシエチルヘキサデカナミド)が、さらに好ましい。また、次式で表わされるものも好ましい。 R 25 is a hexadecyl group, X 19 is a hydrogen atom, R 26 is a pentadecyl group, R 27 is a hydroxyethyl group; R 25 is a hexadecyl group, X 19 is hydrogen. Pseudo-type ceramide having an atom, R 26 is a nonyl group, and R 27 is a hydroxyethyl group is preferred. In the general formula (5), R 25 is a hexadecyl group, X 19 is a hydrogen atom, R 26 is a pentadecyl group, and R 27 is hydroxy. Those having an ethyl group (N- (hexadecyloxyhydroxypropyl) -N-hydroxyethylhexadecanamide) are more preferred. Moreover, what is represented by following Formula is also preferable.
本実施形態において、乳化組成物中の成分(C)の含有量は、乳化組成物の安定性を向上させる観点および塗布時のべたつきを低減させる観点から、乳化組成物全体に対して0.05〜15質量%が好ましく、0.1〜13質量%がより好ましく、0.5〜10質量%がさらに好ましく、0.8〜5質量%がさらにより好ましい。 In the present embodiment, the content of the component (C) in the emulsified composition is 0.05% with respect to the entire emulsified composition from the viewpoint of improving the stability of the emulsified composition and reducing the stickiness at the time of application. To 15% by mass is preferable, 0.1 to 13% by mass is more preferable, 0.5 to 10% by mass is more preferable, and 0.8 to 5% by mass is even more preferable.
また、成分(A)、(B)および(C)において、成分(A)、(B)および(C)の合計に対する成分(C)の質量割合、つまり((C)/((A)+(B)+(C)))で表される質量割合は、低温での乳化組成物の乳化安定性および使用感を向上させる観点から、好ましくは0.4以上、より好ましくは0.45以上、さらに好ましくは0.5以上、さらにより好ましくは0.52以上であり、殊更好ましくは0.55以上である。また、低温保存時の成分(C)の析出を抑制する観点から、((C)/((A)+(B)+(C)))で表される質量割合は好ましくは1.0未満であり、より好ましくは0.95以下、より好ましくは0.9以下、さらに好ましくは0.85以下であり、さらにより好ましくは0.8以下である。 In the components (A), (B) and (C), the mass ratio of the component (C) to the sum of the components (A), (B) and (C), that is, ((C) / ((A) + The mass ratio represented by (B) + (C))) is preferably 0.4 or more, more preferably 0.45 or more, from the viewpoint of improving the emulsification stability and usability of the emulsified composition at a low temperature. , More preferably 0.5 or more, even more preferably 0.52 or more, and particularly preferably 0.55 or more. Further, from the viewpoint of suppressing precipitation of the component (C) during low-temperature storage, the mass ratio represented by ((C) / ((A) + (B) + (C))) is preferably less than 1.0. More preferably, it is 0.95 or less, More preferably, it is 0.9 or less, More preferably, it is 0.85 or less, More preferably, it is 0.8 or less.
また、低温での乳化組成物の乳化安定性および使用感を向上させる観点、および低温保存時の成分(C)の析出を抑制する観点から、((C)/((A)+(B))で表される質量割合は、0.5〜3.5が好ましく、0.7〜3.0がより好ましく、1.0〜2.8がさらに好ましい。 Further, from the viewpoint of improving the emulsification stability and usability of the emulsified composition at a low temperature and suppressing the precipitation of the component (C) during storage at a low temperature, ((C) / ((A) + (B)) ) Is preferably 0.5 to 3.5, more preferably 0.7 to 3.0, and even more preferably 1.0 to 2.8.
(成分(D))
成分(D)は、アニオン性界面活性剤から選ばれる1種以上の化合物である。
(Component (D))
Component (D) is one or more compounds selected from anionic surfactants.
成分(D)のアニオン性界面活性剤としては、たとえば、ラウリン酸ナトリウム、パルミチン酸カリウム、ステアリン酸アルギニン等の炭素数12〜22の脂肪酸またはその塩;ラウリル硫酸ナトリウム、ラウリル硫酸カリウム、セチル硫酸ナトリウム等の炭素数12〜22のアルキル硫酸エステルまたはその塩;
ポリオキシエチレンラウリル硫酸トリエタノールアミン等の炭素数12〜22のアルキルエーテル硫酸エステルまたはその塩;
ポリオキシエチレントリデシルエーテル酢酸ナトリウム等の炭素数12〜22のアルキルエーテル酢酸エステルまたはその塩;
ラウロイルサルコシンナトリウム等のN−炭素数12〜22のアシルサルコシンまたはその塩;
モノステアリルリン酸ナトリウム等の炭素数12〜22のアルキルリン酸またはその塩;
ポリオキシエチレンオレイルエーテルリン酸ナトリウム、ポリオキシエチレンステアリルエーテルリン酸ナトリウム等のポリオキシエチレン炭素数12〜22のアルキルエーテルリン酸またはその塩;
ジ−2−エチルヘキシルスルホコハク酸ナトリウム等の炭素数12〜24のジアルキルスルホコハク酸またはその塩;
N−ステアロイル−N−メチルタウリンナトリウム等の炭素数12〜22のN−アルキロイルメチルタウリンまたはその塩;
N−ヤシ油脂肪酸アシルグリシンナトリウム等の炭素数12〜22のアシルグリシンまたはその塩;
N−ヤシ油脂肪酸アシルアラニンナトリウム等の炭素数12〜22のアシルアラニンまたはその塩;または
ジラウロイルグルタミン酸ナトリウム、N−ラウロイルグルタミン酸モノナトリウム、N−ステアロイル−L−グルタミン酸ナトリウム、N−ステアロイル−L−グルタミン酸アルギニン、N−ステアロイルグルタミン酸ナトリウム、N−ミリストイル−L−グルタミン酸ナトリウム等のN−炭素数12〜22のアシルグルタミン酸またはその塩が挙げられる。
成分(D)としては、皮膚外用剤の乳化安定性を向上させる観点から、脂肪酸またはその塩以外のものが好ましく、ポリオキシエチレン炭素数12〜22のアルキルエーテルリン酸またはその塩、炭素数12〜22のN−アルキロイルメチルタウリン塩、N−炭素数12〜22のアシルグルタミン酸塩から選ばれる一種または二種以上が好ましく、好ましい使用感を得る観点から、N−炭素数12〜22のアシルグルタミン酸またはその塩および炭素数12〜22のN−アルキロイルメチルタウリン塩からなる群から選ばれる一種または二種がより好ましい。N−炭素数12〜22のアシルグルタミン酸塩としては、N−ステアロイル−L−グルタミン酸塩が好ましく、N−ステアロイル−L−グルタミン酸アルギニン塩、N−ステアロイル−L−グルタミン酸カリウム塩がより好ましい。炭素数12〜22のN−アルキロイルメチルタウリン塩としては、皮膚外用剤の乳化安定性を向上させる観点及び好ましい使用感を得る観点から、炭素数12〜22のN−アルキロイルメチルタウリンナトリウムが好ましく、炭素数14〜20のN−アルキロイルメチルタウリン塩がより好ましく、炭素数16〜20のN−アルキロイルメチルタウリン塩がさらに好ましい。
Examples of the anionic surfactant of the component (D) include fatty acids having 12 to 22 carbon atoms such as sodium laurate, potassium palmitate and arginine stearate or salts thereof; sodium lauryl sulfate, potassium lauryl sulfate, sodium cetyl sulfate An alkyl sulfate having 12 to 22 carbon atoms or a salt thereof;
Alkyl ether sulfates having 12 to 22 carbon atoms such as polyoxyethylene lauryl triethanolamine sulfate or salts thereof;
Alkyl ether acetates having 12 to 22 carbon atoms such as sodium polyoxyethylene tridecyl ether acetate or salts thereof;
Acyl sarcosine having 12 to 22 carbon atoms, such as sodium lauroyl sarcosine, or a salt thereof;
An alkyl phosphoric acid having 12 to 22 carbon atoms such as sodium monostearyl phosphate or a salt thereof;
Polyoxyethylene alkyl ether phosphoric acid having 12 to 22 carbon atoms or a salt thereof, such as sodium polyoxyethylene oleyl ether phosphate and sodium polyoxyethylene stearyl ether phosphate;
Dialkylsulfosuccinic acid having 12 to 24 carbon atoms such as sodium di-2-ethylhexylsulfosuccinate or a salt thereof;
N-alkyloylmethyltaurine having 12 to 22 carbon atoms such as sodium N-stearoyl-N-methyltaurine or a salt thereof;
Acyl glycine having 12 to 22 carbon atoms or a salt thereof, such as sodium N-coconut fatty acid acyl glycine;
C12 to C22 acylalanine such as sodium N-coconut oil fatty acylalanine or a salt thereof; or sodium dilauroylglutamate, monosodium N-lauroylglutamate, N-stearoyl-L-sodium glutamate, N-stearoyl-L- Examples thereof include N-acyl glutamic acid having 12 to 22 carbon atoms such as arginine glutamate, sodium N-stearoyl glutamate and sodium N-myristoyl-L-glutamate or a salt thereof.
As the component (D), from the viewpoint of improving the emulsification stability of the external preparation for skin, those other than fatty acids or salts thereof are preferable, and polyoxyethylene alkyl ether phosphoric acid having 12 to 22 carbon atoms or a salt thereof, having 12 carbon atoms One or two or more selected from N-alkyloylmethyltaurate salts of N to 22 and acylglutamic acid salts of N to C22 to C22, and from the viewpoint of obtaining a preferable feeling of use, acyls of N to C22 to C22 are preferred. One or more selected from the group consisting of glutamic acid or a salt thereof and an N-alkyloylmethyltaurine salt having 12 to 22 carbon atoms is more preferable. As the N-carbon acylglutamate having 12 to 22 carbon atoms, N-stearoyl-L-glutamate is preferable, and N-stearoyl-L-glutamic acid arginine salt and N-stearoyl-L-glutamate potassium salt are more preferable. As the N-alkyloylmethyltaurine salt having 12 to 22 carbon atoms, sodium N-alkyloylmethyltaurine having 12 to 22 carbon atoms is preferable from the viewpoint of improving the emulsion stability of the external preparation for skin and obtaining a preferable feeling of use. Preferably, an N-alkyloylmethyltaurine salt having 14 to 20 carbon atoms is more preferable, and an N-alkyloylmethyltaurine salt having 16 to 20 carbon atoms is further preferable.
また、成分(C)の析出を抑制する観点、および、乳化組成物の乳化安定性を向上させる観点から、成分(D)がアシルメチルタウリン塩、アシルグルタミン酸塩、アシルアスパラギン酸塩、脂肪酸塩、ジアシルグルタミン酸リジン塩、アシルアルギニン塩からなる群から選択される一種または二種以上を含むことが好ましい。 In addition, from the viewpoint of suppressing the precipitation of the component (C) and improving the emulsification stability of the emulsified composition, the component (D) contains an acylmethyltaurine salt, an acylglutamate salt, an acylaspartate salt, a fatty acid salt, It preferably contains one or more selected from the group consisting of diacylglutamic acid lysine salts and acylarginine salts.
成分(D)は、一種を単独でまたは二種以上を組み合わせて用いることができる。
成分(D)の含有量は、後述の各成分を安定に分散でき、べたつかない使用感を得る観点、および、塗布時のきしみ感を抑制する観点から、乳化組成物の全体に対してたとえば0.01〜10質量%であり、0.05〜5質量%が好ましく、0.1〜3質量%がより好ましく、0.4〜2質量%がさらにより好ましい。
A component (D) can be used individually by 1 type or in combination of 2 or more types.
The content of the component (D) is, for example, 0% with respect to the whole emulsified composition from the viewpoint of dispersing each component described below stably, obtaining a non-sticky feeling of use, and suppressing the feeling of creaking during coating. 0.01 to 10% by mass, preferably 0.05 to 5% by mass, more preferably 0.1 to 3% by mass, and even more preferably 0.4 to 2% by mass.
成分(A)、(B)、(C)および(D)において、成分(A)、(B)および(C)の合計に対する成分(D)の質量割合、つまり((D)/((A)+(B)+(C)))で表される質量割合は、低温での乳化組成物の乳化安定性、低温保存時の成分(C)の析出を抑制させる観点、および使用感を向上させる観点から、好ましくは0より大きく、より好ましくは0.05以上、さらに好ましくは0.08以上、さらにより好ましくは0.10以上である。また、低温での乳化組成物の乳化安定性と使用感とのバランスを向上させる観点から、((D)/((A)+(B)+(C)))で表される質量割合は、好ましくは0.5以下であり、より好ましくは0.4以下、さらに好ましくは0.35以下であり、さらにより好ましくは0.30以下である。 In the components (A), (B), (C) and (D), the mass ratio of the component (D) to the sum of the components (A), (B) and (C), that is, ((D) / ((A ) + (B) + (C))) improves the emulsification stability of the emulsified composition at a low temperature, the viewpoint of suppressing the precipitation of the component (C) during storage at a low temperature, and the usability. From the viewpoint of the above, it is preferably larger than 0, more preferably 0.05 or more, further preferably 0.08 or more, and still more preferably 0.10 or more. From the viewpoint of improving the balance between the emulsion stability of the emulsified composition at a low temperature and the feeling of use, the mass ratio represented by ((D) / ((A) + (B) + (C))) is as follows: , Preferably 0.5 or less, more preferably 0.4 or less, still more preferably 0.35 or less, and even more preferably 0.30 or less.
また、本実施形態における乳化組成物において、成分(A)〜(D)の含有量の合計、すなわち((A)+(B)+(C)+(D))で表される質量割合は、低温での乳化組成物の安定性を向上させる観点から、乳化組成物全体に対して好ましくは0.3〜15質量%であり、より好ましくは0.5〜12質量%であり、さらに好ましくは1〜10質量%であり、さらにより好ましくは2〜8質量%であり、特に好ましくは3.5〜7質量%である。 In the emulsified composition according to the present embodiment, the total content of the components (A) to (D), that is, the mass ratio represented by ((A) + (B) + (C) + (D)) is From the viewpoint of improving the stability of the emulsion composition at a low temperature, it is preferably from 0.3 to 15% by mass, more preferably from 0.5 to 12% by mass, and still more preferably from the whole emulsion composition. Is 1 to 10% by mass, still more preferably 2 to 8% by mass, and particularly preferably 3.5 to 7% by mass.
(成分(E))
成分(E)は、HLB8以上の非イオン性界面活性剤である。本発明においては、HLB8未満の非イオン性界面活性剤を用いた場合、水相中に酸性化合物を配合した組成物の高温条件下での乳化安定性が保持できず、分離や増粘・ゲル化により使用感が損なわれる。
非イオン性界面活性剤のHLBは、高温乳化安定性、高温粘度安定性を向上させる観点から、8以上20以下が好ましく、10以上20以下がより好ましく、12以上20以下がさらに好ましく、14以上20以下がさらにより好ましい。
ここで、HLB(親水性親油性バランス)は、例えば下記式により求めることができるものである。
(Ingredient (E))
Component (E) is a nonionic surfactant of HLB 8 or higher. In the present invention, when a nonionic surfactant having an HLB of less than 8 is used, the composition containing the acidic compound in the aqueous phase cannot maintain the emulsification stability under high-temperature conditions, resulting in separation, thickening and gelation. The use feeling is impaired by the formation.
The HLB of the nonionic surfactant is preferably from 8 to 20, more preferably from 10 to 20, still more preferably from 12 to 20, from the viewpoint of improving high-temperature emulsification stability and high-temperature viscosity stability, and more preferably 12 to 20. Even more preferably 20 or less.
Here, HLB (hydrophilic / lipophilic balance) can be determined by, for example, the following equation.
式:〔HLB〕=7+1.171log(Mw/Mo)
(式中、Mwは界面活性剤の親水性基の分子量、Moは界面活性剤の疎水性基の分子量、logは底が10の対数を示す。)
Formula: [HLB] = 7 + 1.171 log (Mw / Mo)
(In the formula, Mw represents the molecular weight of the hydrophilic group of the surfactant, Mo represents the molecular weight of the hydrophobic group of the surfactant, and log represents the logarithm of 10 at the bottom.)
HLB8以上の非イオン性界面活性剤としては、ポリオキシエチレン硬化ヒマシ油、ポリオキシエチレンアルキルエーテル、ポリオキシエチレンソルビタン脂肪酸エステル、ポリオキシエチレングリセリン脂肪酸エステル、ポリオキシエチレン脂肪酸エステル、ポリプロピレングリコール脂肪酸エステル、ポリオキシエチレンソルビトール脂肪酸エステル、ポリグリセリン脂肪酸エステル、ポリオキシエチレンポリオキシプロピレンアルキルエーテル、ショ糖脂肪酸エステル等から選ばれる1種又は2種以上が好ましい。このうち、ポリオキシエチレン硬化ヒマシ油、ポリオキシエチレンアルキルエーテル、及びポリオキシエチレン脂肪酸エステルから選ばれる1種又は2種以上がより好ましい。 Nonionic surfactants having an HLB of 8 or more include polyoxyethylene hydrogenated castor oil, polyoxyethylene alkyl ether, polyoxyethylene sorbitan fatty acid ester, polyoxyethylene glycerin fatty acid ester, polyoxyethylene fatty acid ester, polypropylene glycol fatty acid ester, One or more selected from polyoxyethylene sorbitol fatty acid ester, polyglycerin fatty acid ester, polyoxyethylene polyoxypropylene alkyl ether, sucrose fatty acid ester and the like are preferable. Among them, one or more selected from polyoxyethylene hydrogenated castor oil, polyoxyethylene alkyl ether, and polyoxyethylene fatty acid ester are more preferable.
本実施形態において、成分(E)は1種又は2種以上を組み合わせて用いることができる。本実施形態において、成分(E)の含有量は、高温での乳化安定性、高温粘度安定性の観点から、0.05〜1質量%が好ましく、0.1〜1質量%がより好ましく、0.15〜0.8質量%がさらに好ましく、0.2〜0.7質量%がよりさらに好ましい。 In this embodiment, the component (E) can be used alone or in combination of two or more. In the present embodiment, the content of the component (E) is preferably from 0.05 to 1% by mass, more preferably from 0.1 to 1% by mass, from the viewpoint of emulsification stability at a high temperature and viscosity stability at a high temperature. 0.15 to 0.8% by mass is more preferable, and 0.2 to 0.7% by mass is even more preferable.
成分(F)は、無機酸及び炭素数6以下の有機酸である。水相中の有機酸を配合することにより、皮膚表面の恒常性を保ちながら、使用感が向上する。
有機酸としては、水溶性の有機酸が好ましく、炭素数1〜6の脂肪酸、ヒドロキシ酸、ジカルボン酸、酸性アミノ酸等が挙げられる。このうち、リンゴ酸、乳酸、クエン酸、コハク酸、酢酸、酒石酸、グルタミン酸、アスパラギン酸、アジピン酸等から選ばれる1種又は2種以上がより好ましく、リンゴ酸、乳酸、クエン酸、コハク酸等から選ばれる1種又は2種以上がさらに好ましい。
また、無機酸は、塩酸、硝酸、亜硝酸、硫酸、亜硫酸、リン酸、ホスホン酸、ホスフィン酸等から選ばれる1種又は2種以上が好ましく、リン酸から選ばれる1種又は2種以上がより好ましい。
Component (F) is an inorganic acid and an organic acid having 6 or less carbon atoms. By blending the organic acid in the aqueous phase, the feeling of use is improved while maintaining the homeostasis of the skin surface.
As the organic acid, a water-soluble organic acid is preferable, and examples thereof include fatty acids having 1 to 6 carbon atoms, hydroxy acids, dicarboxylic acids, and acidic amino acids. Among these, one or more selected from malic acid, lactic acid, citric acid, succinic acid, acetic acid, tartaric acid, glutamic acid, aspartic acid, adipic acid and the like are more preferable, and malic acid, lactic acid, citric acid, succinic acid, etc. One or more selected from the group is more preferable.
The inorganic acid is preferably one or more selected from hydrochloric acid, nitric acid, nitrous acid, sulfuric acid, sulfurous acid, phosphoric acid, phosphonic acid, and phosphinic acid, and one or more selected from phosphoric acid. More preferred.
本実施態様において、成分(F)は1種又は2種以上を組み合わせて用いることができる。本実施態様において、成分(F)の含有量は、乳化組成物の高温安定性を良好に保ちつつ、皮膚表面の恒常性を保ちながら使用感を向上させる観点から、0.01〜2質量%が好ましく、0.02〜1質量%がより好ましく、0.05〜1質量%がさらに好ましく、0.05〜0.8質量%がよりさらに好ましい。 In the present embodiment, the component (F) can be used alone or in combination of two or more. In the present embodiment, the content of the component (F) is from 0.01 to 2% by mass from the viewpoint of improving the usability while maintaining the stability of the skin surface while maintaining the high-temperature stability of the emulsified composition. Is preferably 0.02 to 1% by mass, more preferably 0.05 to 1% by mass, and still more preferably 0.05 to 0.8% by mass.
成分(E)と成分(F)の質量比(E/F)は、高温での乳化安定性及び高温粘度安定性を向上させる観点から、0.3以上6.0以下が好ましく、0.7以上5.5以下がより好ましく、1.0以上5.0以下がさらに好ましい。 The mass ratio (E / F) of the component (E) to the component (F) is preferably 0.3 or more and 6.0 or less, from the viewpoint of improving the emulsion stability at high temperatures and the high-temperature viscosity stability, and 0.7 The value is more preferably from 5.5 to 5.5, and further preferably from 1.0 to 5.0.
成分(E)と成分(A)の質量比(E/A)は、低温下及び高温下での乳化組成物の安定性を向上させる観点から、0.1以上1.5以下が好ましく、0.2以上1.3以下がより好ましい。 The mass ratio (E / A) of the component (E) to the component (A) is preferably 0.1 or more and 1.5 or less from the viewpoint of improving the stability of the emulsified composition at low and high temperatures. .2 or more and 1.3 or less is more preferable.
本実施形態における乳化組成物は、以上の成分(A)〜(F)を含むW/O型の乳化組成物であり、W/O型乳化組成物の水相中に成分(A)〜(F)を含むことが好ましく、W/O型乳化組成物の水相中に内層油相O1を分散させたO1/W/O型乳化化粧料であることがより好ましい。
また、本実施形態における乳化組成物の内相は、さらに具体的には、ラメラ状のα−ゲル構造をとる。本実施形態における皮膚外用剤は、使用感、とくにしっとり感の持続性に優れるが、これは、乳化組成物中の固体脂が皮膚表面にα−ゲル構造のラメラ皮膜を形成し、さらに外層油相との相乗作用により、長時間、皮膚表面に油剤がラメラ被膜として留まるためであると推察される。
したがって、本実施形態においては、低温保存時のセラミド類の結晶化が抑制されてセラミド類が安定に配合されているとともに、好ましい使用感を与える化粧品を得る観点から、成分(A)〜(E)を内層油相(O1)に含むことが好ましい。
The emulsified composition in the present embodiment is a W / O type emulsified composition containing the above components (A) to (F), and the components (A) to (F) are contained in the aqueous phase of the W / O type emulsified composition. F), and more preferably an O1 / W / O emulsion cosmetic in which the inner oil phase O1 is dispersed in the aqueous phase of the W / O emulsion composition.
Further, the internal phase of the emulsified composition in the present embodiment more specifically has a lamellar α-gel structure. The external preparation for skin in the present embodiment is excellent in the feeling of use, particularly the persistence of the moist feeling, because the solid fat in the emulsified composition forms a lamellar film having an α-gel structure on the skin surface, and furthermore, the outer layer oil It is presumed that the synergistic action with the phase causes the oil agent to remain on the skin surface as a lamellar coating for a long time.
Therefore, in the present embodiment, the components (A) to (E) are used from the viewpoint of suppressing the crystallization of the ceramides during low-temperature storage, stably blending the ceramides, and obtaining a cosmetic product giving a favorable feeling of use. ) Is preferably contained in the inner oil phase (O1).
本実施形態における乳化組成物は、温度サイクル条件下での保存安定性を良好にする観点から、さらに(G1)架橋型ポリエーテル変性シリコーン及び架橋型ポリグリセリン変性シリコーンから選ばれる1種以上と、(G2)ポリエーテル変性シリコーン、ポリグリセリン変性シリコーン及びポリグリセリン脂肪酸エステルから選ばれる1種以上とを含有することが好ましい。 From the viewpoint of improving the storage stability under temperature cycle conditions, the emulsified composition in the present embodiment further comprises (G1) one or more selected from a crosslinked polyether-modified silicone and a crosslinked polyglycerin-modified silicone, (G2) It is preferable to contain at least one selected from polyether-modified silicone, polyglycerin-modified silicone and polyglycerin fatty acid ester.
(G1)架橋型ポリエーテル変性シリコーンは、オルガノポリシロキサン鎖をポリエーテルで架橋した3次元架橋物であり、例えば、次の一般式(3) (G1) The cross-linked polyether-modified silicone is a three-dimensional cross-linked product obtained by cross-linking an organopolysiloxane chain with a polyether. For example, the following general formula (3)
(式中、各R10は、メチル基又はフェニル基を示し、各R'は水素原子、炭素数1〜30のアルキル基又はアシル基を示し、各R"は炭素数1〜30のアルキル基若しくはアシル基、又はケイ素原子1〜30のシロキサン基を示す。dは1〜20の数を示し、e及びfは0〜200の数を示し、e及びfが同時に0となることはない。gは0〜30の数を示し、hは1〜100の数を示し、iは10〜2000の数を示し、jは1〜1000の数を示し、kは1〜1000の数を示す)
で表される架橋型ポリエーテル変性シリコーンが挙げられる。
(Wherein each R 10 represents a methyl group or a phenyl group, each R ′ represents a hydrogen atom, an alkyl group or an acyl group having 1 to 30 carbon atoms, and each R ″ represents an alkyl group having 1 to 30 carbon atoms. Or, it represents an acyl group or a siloxane group having 1 to 30 silicon atoms, d represents a number of 1 to 20, e and f represent a number of 0 to 200, and e and f do not become 0 at the same time. g shows the number of 0-30, h shows the number of 1-100, i shows the number of 10-2000, j shows the number of 1-1000, and k shows the number of 1-1000.)
And a crosslinked polyether-modified silicone represented by the formula:
一般式(1)中、R"は、炭素数1〜15のアルキル基が好ましい。また、gは0〜15の数、hは1〜40の数、iは10〜200の数、jは1〜50の数、kは1〜50の数が好ましい。 In the general formula (1), R ″ is preferably an alkyl group having 1 to 15 carbon atoms. Also, g is a number of 0 to 15, h is a number of 1 to 40, i is a number of 10 to 200, and j is The number of 1 to 50 and k is preferably a number of 1 to 50.
(G1)架橋型ポリエーテル変性シリコーンは、例えば、特開平4-272932号公報に記載の方法により製造することができる。
また、(G1)架橋型ポリエーテル変性シリコーンは、揮発性炭化水素油又はシリコーン油に希釈又は分散されたものが好ましい。揮発性炭化水素油としては、イソドデカン、ポリイソブテンがより好ましい。
(G1) The crosslinked polyether-modified silicone can be produced, for example, by the method described in JP-A-4-272932.
Further, (G1) the crosslinked polyether-modified silicone is preferably diluted or dispersed in a volatile hydrocarbon oil or silicone oil. As the volatile hydrocarbon oil, isododecane and polyisobutene are more preferable.
(G1)架橋型ポリエーテル変性シリコーンとしては、例えば、KSG−210、KSG−240(ジメチコン/(PEG−10/15))クロスポリマー);KSG−310、KSG−320、KSG−330((PEG−15/ラウリルジメチコン)クロスポリマー);KSG−340((PEG−10/ラウリルジメチコン)クロスポリマー及び(PEG−15/ラウリルジメチコン)クロスポリマー)(以上、信越化学工業社製)等の市販品を用いることができる。
これらの架橋型ポリエーテル変性シリコーンは、1種又は2種以上を用いることができる。
(G1) As cross-linked polyether-modified silicone, for example, KSG-210, KSG-240 (dimethicone / (PEG-10 / 15)) crosspolymer; KSG-310, KSG-320, KSG-330 ((PEG Commercially available products such as KSG-340 ((PEG-10 / lauryl dimethicone) crosspolymer and (PEG-15 / lauryl dimethicone) crosspolymer) (all manufactured by Shin-Etsu Chemical Co., Ltd.). Can be used.
These cross-linked polyether-modified silicones can be used alone or in combination of two or more.
(G1)架橋型ポリグリセリン変性シリコーンは、オルガノポリシロキサン鎖をポリグリセリンで架橋した3次元架橋物であり、具体例としては、(ジメチコン/ポリグリセリン−3)クロスポリマーや、アルキル共変性タイプの(ラウリルジメチコン/ポリグリセリン−3)クロスポリマー等が挙げられ、例えば、KSG−710(ジメチコン/ポリグリセリン−3)クロスポリマー)、KSG−810(ラウリルジメチコン/ポリグリセリン−3)クロスポリマー)(以上、信越化学工業社製)等の市販品を用いることができる。
これらの架橋型ポリグリセリン変性シリコーンは、1種又は2種以上を用いることができる。
(G1) The crosslinked polyglycerin-modified silicone is a three-dimensional crosslinked product in which an organopolysiloxane chain is crosslinked with polyglycerin. Specific examples thereof include (dimethicone / polyglycerin-3) crosspolymer and alkyl co-modified type. (Lauryl dimethicone / polyglycerin-3) crosspolymers, for example, KSG-710 (dimethicone / polyglycerin-3) crosspolymer, KSG-810 (lauryldimethicone / polyglycerin-3) crosspolymer) And commercial products such as Shin-Etsu Chemical Co., Ltd.).
These cross-linked polyglycerin-modified silicones can be used alone or in combination of two or more.
成分(G1)の含有量は、温度サイクル条件下での保存安定性、使用感の観点から、乳化組成物の全体に対して0.1質量%以上10質量%以下が好ましく、0.5質量%以上2質量%以下がより好ましく、0.75質量%以上1.25質量%以下がさらに好ましい。
成分(G1)としては、温度サイクル条件下での保存安定性、使用感の観点から、架橋型ポリエーテル変性シリコーンを用いることがより好ましい。
The content of the component (G1) is preferably from 0.1% by mass to 10% by mass, and more preferably from 0.5% by mass to the whole emulsified composition, from the viewpoints of storage stability under temperature cycle conditions and feeling of use. % To 2% by mass, more preferably 0.75% to 1.25% by mass.
As the component (G1), it is more preferable to use a crosslinked polyether-modified silicone from the viewpoint of storage stability under temperature cycle conditions and feeling of use.
成分(G2)のうち、ポリエーテル変性シリコーンは、1価のポリオキシアルキル基を構造内に有するシリコーンをいい、例えば、次の一般式(4)で表されるものが挙げられる。 Among the components (G2), the polyether-modified silicone refers to a silicone having a monovalent polyoxyalkyl group in its structure, and includes, for example, those represented by the following general formula (4).
(上記一般式(4)中、各R11は同一または異なって、メチル基またはフェニル基を示し、R13は水素原子、炭素数1〜30のアルキル基またはアシル基を示し、R12は炭素数1〜30のアルキル基もしくはアシル基、またはケイ素原子1〜30のシロキサン基を示し、dは1〜20の数を示し、eおよびfは0〜200の数を示し、eおよびfが同時に0となることはない。gは10〜2000の数を示し、hは1〜1000の数を示す。好ましくは、一般式(4)において、dは1〜10、eは1〜50、fは1〜50、gは10〜1000、hは1〜50の数である。) (In the general formula (4), each R 11 is the same or different and represents a methyl group or a phenyl group, R 13 represents a hydrogen atom, an alkyl group or an acyl group having 1 to 30 carbon atoms, and R 12 represents a carbon atom. Represents an alkyl group or an acyl group of the number 1 to 30, or a siloxane group of the silicon atom 1 to 30, d represents a number of 1 to 20, e and f represent a number of 0 to 200, and e and f are simultaneously It does not become 0. g shows the number of 10-2000, h shows the number of 1-1000. Preferably, in general formula (4), d is 1-10, e is 1-50, and f. Is 1 to 50, g is 10 to 1000, and h is a number of 1 to 50.)
成分(G2)のポリエーテル変性シリコーンとしては、例えば、PEG−3ジメチコン、PEG−10ジメチコン、PEG−11メチルエーテルジメチコン、PEG−9ポリジメチルシロキシエチルジメチコン、セチルPEG/PPG−10/1ジメチコン等が挙げられる。市販品としては、KF−6015、KF−6017、KF−6025、KF−6028、KF−6048(以上、信越化学工業社製)等が挙げられる。
成分(G2)うち、ポリグリセリン変性シリコーンとは、1価のポリグリセリル基を構造内に有するシリコーンをいい、例えば、ポリグリセリル−3ジシロキサンジメチコン、ポリグリセリル−3ポリジメチルシロキシエチルジメチコン等が挙げられる。市販品としては、KF−6100、KF−6104(以上、信越化学工業社製)等が挙げられる。
これらの成分(G2)は、1種又は2種以上を用いることができる。
Examples of the polyether-modified silicone of the component (G2) include PEG-3 dimethicone, PEG-10 dimethicone, PEG-11 methyl ether dimethicone, PEG-9 polydimethylsiloxyethyl dimethicone, cetyl PEG / PPG-10 / 1 dimethicone, and the like. Is mentioned. Commercially available products include KF-6015, KF-6017, KF-6025, KF-6028, and KF-6048 (all manufactured by Shin-Etsu Chemical Co., Ltd.).
Of component (G2), and polyglycerol-modified silicone refers to a silicone having a monovalent polyglyceryl groups in the structure, for example, polyglyceryl-3 disiloxane dimethicone, polyglyceryl-3 polydimethylsiloxyethyl dimethicone and the like. Examples of commercially available products, KF-6100, KF-6104 ( above, Shin-Etsu Chemical Co., Ltd.).
One or more of these components (G2) can be used.
成分(G2)のうち、ポリグリセリン脂肪酸エステルとしては、ジグリセリン脂肪酸エステル、トリグリセリン脂肪酸エステル等が挙げられ、温度サイクル条件下での乳化組成物の保存安定性を向上させる観点から、ジグリセリン脂肪酸エステルが好ましい。また、ポリグリセリン脂肪酸エステルは、同様の観点から、好ましくは炭素数12〜22の、より好ましくは14〜20の脂肪酸由来であることが好ましく、飽和脂肪酸由来のポリグリセリン脂肪酸エステルであることがより好ましい。
成分(G2)としては、温度サイクル条件下での保存安定性、使用感の観点から、ポリエーテル変性シリコーン及び/又はポリグリセリン脂肪酸エステルを用いることがより好ましい。
これらの成分(G2)は1種又は2種以上を用いることができる。
Among the components (G2), examples of the polyglycerin fatty acid ester include diglycerin fatty acid ester and triglycerin fatty acid ester. From the viewpoint of improving the storage stability of the emulsified composition under temperature cycle conditions, diglycerin fatty acid ester Esters are preferred. Further, from the same viewpoint, the polyglycerin fatty acid ester is preferably derived from a fatty acid having preferably 12 to 22 carbon atoms, more preferably 14 to 20 carbon atoms, and more preferably a polyglycerin fatty acid ester derived from a saturated fatty acid. preferable.
As the component (G2), it is more preferable to use polyether-modified silicone and / or polyglycerin fatty acid ester from the viewpoint of storage stability under temperature cycle conditions and feeling of use.
One or more of these components (G2) can be used.
成分(G2)の含有量は、温度サイクル条件下での保存安定性、使用感の観点から、乳化組成物の全体に対して0.1質量%以上10質量%以下が好ましく、2.5質量%以上5質量%以下がより好ましく、3質量%以上4質量%以下がさらに好ましい。 The content of the component (G2) is preferably from 0.1% by mass to 10% by mass, and more preferably from 2.5% by mass with respect to the whole emulsified composition, from the viewpoint of storage stability under temperature cycle conditions and feeling of use. % To 5% by mass, more preferably 3% to 4% by mass.
成分(G1)及び成分(G2)の両者を併用する場合、成分(G1)と成分(G2)の含有質量比(G2/G1)は、温度サイクル条件下での保存安定性、使用感の観点から、0.1以上8以下が好ましく、1以上5以下がより好ましく、3以上4以下がさらに好ましい。 When both the component (G1) and the component (G2) are used in combination, the content ratio by mass (G2 / G1) of the component (G1) to the component (G2) depends on the storage stability under temperature cycle conditions and the viewpoint of usability. Therefore, it is preferably 0.1 or more and 8 or less, more preferably 1 or more and 5 or less, still more preferably 3 or more and 4 or less.
本発明の乳化組成物には、前記成分以外に、水、成分(B)以外の油性成分(H)、増粘剤又はゲル状物質、アミノ酸類、植物抽出物、保湿剤、抗炎症剤、防腐剤等を含有させることができる。
油性成分(H)としては、通常の化粧料に用いられるものが挙げられ、たとえば、流動パラフィン、スクワラン、ワセリン、セレシン等の炭化水素油;セチルジメチルブチルエーテル(以下、単に「セチルジメチルブチル」ともいう。)、エチレングリコールジオクチルエーテル、グリセロールモノオレイルエーテル等のエーテル油;ミリスチン酸オクチルドデシル、パルミチン酸イソプロピル、ステアリン酸ブチル、アジピン酸ジ−2−エチルヘキシル、ジカプリン酸ネオペンチルグリコール、トリオクタノイン、イソノナン酸イソトリデシル等のエステル油;ジメチルポリシロキサン、環状ジメチルポリシロキサン、メチルフェニルポリシロキサン、アミノ変性シリコーン、カルボキシ変性シリコーン、アルコール変性シリコーン、アルキル変性シリコーン、ポリエーテル変性シリコーン、フッ素変性シリコーン等のシリコーン油;パーフルオロアルキルエチルリン酸、パーフルオロアルキルポリオキシエチレンリン酸、パーフルオロポリエーテル、ポリテトラフルオロエチレン等のフッ素系油などが挙げられる。エステル油等は植物等の天然由来の油を原料としてもよい。
In the emulsion composition of the present invention, in addition to the above components, water, oily components (H) other than component (B), thickeners or gel substances, amino acids, plant extracts, moisturizers, anti-inflammatory agents, Preservatives and the like can be included.
Examples of the oily component (H) include those used in ordinary cosmetics, and include, for example, hydrocarbon oils such as liquid paraffin, squalane, petrolatum, and ceresin; cetyl dimethyl butyl ether (hereinafter also simply referred to as “cetyl dimethyl butyl”). ), Ethylene glycol dioctyl ether, glycerol monooleyl ether and the like; octyl dodecyl myristate, isopropyl palmitate, butyl stearate, di-2-ethylhexyl adipate, neopentyl glycol dicaprate, trioctanoin, isononanoic acid Ester oils such as isotridecyl; dimethylpolysiloxane, cyclic dimethylpolysiloxane, methylphenylpolysiloxane, amino-modified silicone, carboxy-modified silicone, alcohol-modified silicone, alcohol Silicone oils such as perfluoroalkylethylphosphoric acid, perfluoroalkylpolyoxyethylene phosphoric acid, perfluoropolyether, polytetrafluoroethylene, etc. Can be The ester oil or the like may be a natural oil such as a plant.
これらの中で、きしみ感のない使用感を向上させる観点から、外層油相中に含まれる油性成分(H)としては、25℃にて液状の油を含むものが好ましく、該25℃にて液状の油としては、炭化水素油またはシリコーン油が好ましく、両方を含むことがより好ましい。
同様の観点から、シリコーン油に対する炭化水素油の質量割合(炭化水素油/シリコーン油)は、9/1〜1/1が好ましく、7/1〜1.5/1がより好ましく、5/1〜2/1がさらに好ましい。
さらに外層油相中に含まれる油性成分(H)としてIOB値0.1以上の極性油を用いることもできるが、その含有量は、乳化安定性の観点から外層油相(O)全体に対して、40質量%以下が好ましく、20質量%以下がより好ましく、1質量%以下がさらに好ましく、IOB値0.1以上の極性油を含まないのが最も好ましい。
Among these, from the viewpoint of improving the feeling of use without a squeaky feeling, the oil component (H) contained in the outer oil phase is preferably one containing liquid oil at 25 ° C. The liquid oil is preferably hydrocarbon oil or silicone oil, and more preferably includes both.
From the same viewpoint, the mass ratio of the hydrocarbon oil to the silicone oil (hydrocarbon oil / silicone oil) is preferably 9/1 to 1/1, more preferably 7/1 to 1.5 / 1, and more preferably 5/1. ~ 2/1 is more preferred.
Furthermore, a polar oil having an IOB value of 0.1 or more can be used as the oil component (H) contained in the outer layer oil phase, but its content is based on the entire outer layer oil phase (O) from the viewpoint of emulsion stability. 40 mass% or less is preferable, 20 mass% or less is more preferable, 1 mass% or less is more preferable, and it is most preferable not to contain polar oil with IOB value 0.1 or more.
また、アミノ酸類としては、グリシン、セリン、シスチン、アラニン、トレオニン、システイン、バリン、フェニルアラニン、メチオニン、ロイシン、チロシン、プロリン、イソロイシン、トリプトファン、ヒドロキシプロリン等の中性アミノ酸;アスパラギン酸、アスパラギン、グルタミン、グルタミン酸等の酸性アミノ酸;アルギニン、ヒスチジン、リジン等の塩基性アミノ酸;さらにベタインやアミノ酸誘導体として、アシルサルコシンおよびその塩、アシルグルタミン酸およびその塩、アシル−β−アラニンおよびその塩、グルタチオン、ピロリドンカルボン酸およびその塩、グルタチン、カルノシン、グラムシギンS、チロシジンA、チロシジンB等のオリゴペプチド、特開平6−228023号公報記載のグアニジン誘導体およびその塩などが挙げられる。 Examples of amino acids include glycine, serine, cystine, alanine, threonine, cysteine, valine, phenylalanine, methionine, leucine, tyrosine, proline, isoleucine, tryptophan, hydroxyproline, and other neutral amino acids; aspartic acid, asparagine, glutamine, Acidic amino acids such as glutamic acid; basic amino acids such as arginine, histidine and lysine; and further, as betaine and amino acid derivatives, acyl sarcosine and its salts, acyl glutamic acid and its salts, acyl-β-alanine and its salts, glutathione, pyrrolidone carboxylic acid And their salts, glutatine, carnosine, gramcigin S, tyrosidine A, tyrosidine B, and other oligopeptides; guanidine derivatives described in JP-A-6-228023; Salts thereof, and the like.
これらのアミノ酸類を含有する場合には、その含有量は、乳化組成物全体に対して0.001〜3質量%程度であるのが好ましい。 When these amino acids are contained, the content is preferably about 0.001 to 3% by mass based on the whole emulsified composition.
植物抽出物としては、たとえばアシタバ、アズキ、アボガド、アマチャ、アマチャツル、アルテカ、アルニカ、アルモンド、アロエ、アンズ、イラクサ、イリス、ウイキョウ、ウコン、エイジツ、オウゴン、オウバク、オウレン、オオムギ、オクラ、オトギリソウ、オドリコソウ、オノニス、オランダカラシ、カキ、カッコン、カノコソウ、カバノキ、ガマ、カミツレ、カモミラ、カラスムギ、カンゾウ、キイチゴ、キウイ、キューカンバー、キョウニン、ククイナッツ、クチナシ、クマザサ、クルミ、ケイヒ、クワ、グンジョウ、ゲンチアナ、ゲンノショウコ、ゴボウ、ゴマ、小麦、コメ、サザンカ、サフラン、サンザシ、サンショウ、シイタケ、ジオウ、シコン、シソ、シナノキ、シモツケソウ、シャクヤク、ショウキョウ、ショウブ、シラカバ、スイカヅラ、スギナ、ステビア、セイヨウキズタ、セイヨウサンザシ、セイヨウニワトコ、セイヨウネズ、セイヨウノコギリソウ、セイヨウハッカ、セージ、ゼニアオイ、センキュウ、センブリ、ダイズ、ダイソウ、ダイム、チャ、チョウジ、チンピ、月見草、ツバキ、ツボクサ、テウチグルミ、トウキ、トウキンセンカ、トウニン、トウヒ、トウモロコシ、ドクタミ、トマト、ニンジン、ニンニク、ノバラ、バクガ、パセリ、ハダカムギ、ハトムギ、ハッカ、パパイヤ、ハマメリス、バラ、ヒノキ、ヒマワリ、ビワ、フキタンポポ、ブドウ、プラセンタ、ヘーゼルナッツ、ヘチマ、ベニバナ、ボダイジュ、ボタン、ホップ、マカデミアナッツ、マツ、マロニエ、メリッサ、メリロート、モモ、モヤシ、ヤグルマギク、ヤシ、ユーカリ、ユキノシタ、ユリ、ヨクイニン、ヨモギ、ライムギ、ラッカセイ、ラベン8ダー、リンゴ、レイシ、レタス、レモン、レンゲソウ、ローズマリー、ローマカミツレ、キンミズヒキ、キササゲ、アスナロ、ホルトソウ、ヒキオコシ、キジツ、センキシ、ハコベ、浮き草、カワラヨモギ、イチョウ、キキョウ、キク、クマザサ、ムクロジ、レンギョウ等の植物から常法により得られる抽出物が挙げられる。これらのうち、ハマメリス、ボタン、キンミズヒキ、キササゲ、アスナロ、ホルトソウ、ヒキオコシまたはキジツから得られる抽出物が好ましい。 Plant extracts include, for example, Ashitaba, adzuki bean, avocado, amacha, amachatull, alteca, arnica, almond, aloe, apricot, nettle, iris, fennel, turmeric, aegis, ogon, oakaku, spinach, barley, okra, hypericum. , Ononis, Dutch mustard, oyster, cuckoo, valerian, birch, cattail, chamomile, chamomile, oats, liquorice, raspberry, kiwi, cucumber, kyonin, kukuinuts, gardenia, kumazasa, walnut, keihi, mulberry, ganjogen, kougengen Burdock, sesame, wheat, rice, sasanqua, saffron, hawthorn, salamander, shiitake mushroom, jiou, sicon, perilla, linden, shimotsukesou, peonies, ginger, shobu, Larch, watermelon pods, horsetail, stevia, horseshoe, hawthorn, elderberry, horseshoe, horseshoe millet, mint, sage, mallow, cucumber, assembly, soybean, daiso, dime, tea, clove, chimney, evening primrose, camellia, azalea , Walrus, rose, cypress, sunflower, spruce, corn, spruce, corn, doctus, tomato, carrot, garlic, wild rose, bakuga, parsley, scallop, pearl barley, mint, papaya, hamamelis, rose, cypress, sunflower, loquat, dandelion, grape, Placenta, Hazelnut, Loofah, Safflower, Bodaige, Button, Hop, Macadamia Nut, Pine, Marronnier, Melissa, Melilot, Peach, Palm, Cornflower, Palm, You Li, Yukinoshita, Lily, Yokuinin, Artemisia, Rye, Peanut, Raven 8 Der, Apple, Ganoderma, Lettuce, Lemon, Astragalus, Rosemary, Roman Chamomile, Buttercup, Azalea, Asunaro, Hortosou, Hikikoshi, Pheasant, Senki, Hakobe, Examples thereof include extracts obtained from ordinary plants from plants such as floating grass, Japanese mugwort, ginkgo biloba, Japanese pheasant, chrysanthemum, Kumazasa, Mukuroji, Forsythia and the like. Among these, an extract obtained from Hamamelis, button, Agrimony, catalpa, asunaro, holtsou, chilled oak or pheasant is preferable.
これらの植物抽出物を含有する場合には、その含有量は、乾燥固形分として、乳化組成物全体に対して0.0001〜2質量%程度であるのが好ましい。 When these plant extracts are contained, the content thereof is preferably about 0.0001 to 2% by mass as a dry solid content based on the whole emulsified composition.
保湿剤としては、グリコール、グリセリン、グルコース、マルトース、マルチトール、ショ糖、フラクトース、キシリトール、ソルビトール、マルトトリオース、スレイトール、エリスリトール、デンプン分解糖還元アルコール、ソルビトール等の保湿作用を有する多価アルコール類;エチレングリコール、1,4−ブチレングリコール、ジグリセリン、トリグリセリン、テトラグリセリン、1,3−ブチレングリコール、プロピレングリコール、ジプロピレングリコール、ポリエチレングリコール、1,3−プロパンジオールなどが挙げられる。
また、メチルグルセス−10、メチルグルセス−20等のポリオキシエチレンメチルグルコシド、PPG−20 メチルグルコースエステル等のポリオキシプロピレンメチルグルコシドを用いてもよい。
Examples of the humectant include polyhydric alcohols having a moisturizing effect such as glycol, glycerin, glucose, maltose, maltitol, sucrose, fructose, xylitol, sorbitol, maltotriose, threitol, erythritol, starch-decomposed sugar-reducing alcohol, and sorbitol. Ethylene glycol, 1,4-butylene glycol, diglycerin, triglycerin, tetraglycerin, 1,3-butylene glycol, propylene glycol, dipropylene glycol, polyethylene glycol, 1,3-propanediol and the like.
Further, polyoxyethylene methyl glucoside such as methyl gluces-10 and methyl gluces-20 and polyoxypropylene methyl glucoside such as PPG-20 methyl glucose ester may be used.
これらの保湿剤を含有する場合には、その含有量は、乳化組成物全体に対して0.01〜30質量%程度であるのが好ましい。 When such a humectant is contained, its content is preferably about 0.01 to 30% by mass based on the whole emulsified composition.
抗炎症剤としては、グリチルリチン酸およびその塩、グリチルレチン酸およびその塩、イプシロンアミノカプロン酸およびその塩、アラントイン、塩化リゾチーム、グアイアズレン、サリチル酸メチル、γ−オリザノール等が挙げられ、これらのうち、グリチルレチン酸、グリチルレチン酸ステアリル、イプシロンアミノカプロン酸からなる群から選択される一種以上がより好ましい。 Anti-inflammatory agents include glycyrrhizic acid and its salts, glycyrrhetinic acid and its salts, epsilon aminocaproic acid and its salts, allantoin, lysozyme chloride, guaiazulene, methyl salicylate, γ-oryzanol, and the like. One or more selected from the group consisting of stearyl glycyrrhetinate and epsilon aminocaproic acid is more preferred.
これらの抗炎症剤を含有する場合には、その含有量は、乳化組成物全体に対して0.001〜2質量%程度であるのが好ましい。 When these anti-inflammatory agents are contained, their content is preferably about 0.001 to 2% by mass based on the whole emulsified composition.
また、防腐剤として、たとえば、メチルパラベン等のパラオキシ安息香酸エステル(パラベン)、デヒドロ酢酸およびその塩が挙げられる。
さらに、その他の成分として、ジステアリルジモニウムヘクトライト、パルミチン酸デキストリン等の増粘剤を用いてもよい。
Examples of the preservative include, for example, paraoxybenzoic acid esters (paraben) such as methylparaben, dehydroacetic acid and salts thereof.
Furthermore, you may use thickeners, such as a distearyl dimonium hectorite and a dextrin palmitate, as another component.
本発明の乳化組成物は、皮膚に適用した場合に皮膚の保護感やなめらか感も良好にする観点から、W/O型乳化組成物の水相中に、成分(A)〜(E)を含む内層油相O1を分散させたO1/W/O型乳化組成物であるのが好ましい。
本発明の効果を損じない範囲で、皮膚外用剤が成分(A)〜(E)以外の成分を、たとえば公知の成分を内層油相O1に含むことができる。また、低温保存時のセラミド類の結晶化が抑制されてセラミド類が安定に配合される観点から、(A)〜(E)以外の固体脂の含有量は、乳化組成物中、1質量%以下が好ましく、0.5質量%以下が好ましく、0.1質量%以下がより好ましく、実質0質量%であることが好ましい。
The emulsion composition of the present invention contains the components (A) to (E) in the aqueous phase of the W / O emulsion composition from the viewpoint of improving the protective feeling and smoothness of the skin when applied to the skin. It is preferably an O1 / W / O-type emulsified composition in which the internal oil phase O1 is dispersed.
As long as the effects of the present invention are not impaired, the external preparation for skin can contain components other than components (A) to (E), for example, known components in the inner layer oil phase O1. Further, from the viewpoint that crystallization of ceramides during low-temperature storage is suppressed and ceramides are stably compounded, the content of solid fat other than (A) to (E) is 1% by mass in the emulsified composition. Is preferably 0.5% by mass or less, more preferably 0.1% by mass or less, and preferably substantially 0% by mass.
また、O1/W/O型乳化組成物中の内層油相O1の割合は、乳化組成物の乳化安定性を向上させる観点から、乳化組成物全体に対して好ましくは0.1〜15質量%であり、より好ましくは0.5〜12質量%であり、さらに好ましくは1〜10質量%であり、さらにより好ましくは2〜8質量%であり、殊更好ましくは3.5〜7質量%である。 In addition, the ratio of the inner oil phase O1 in the O1 / W / O emulsion composition is preferably 0.1 to 15% by mass based on the whole emulsion composition from the viewpoint of improving the emulsion stability of the emulsion composition. , More preferably 0.5 to 12% by mass, still more preferably 1 to 10% by mass, still more preferably 2 to 8% by mass, particularly preferably 3.5 to 7% by mass. is there.
次に、W/O型乳化組成物における水相について説明する。
乳化組成物中の水相Wの割合は、乳化組成物から外層油相O(O1/W/O型乳化組成物となる場合は、外層油相Oと内層油相O1との合計)を除いた残部であるが、乳化組成物の乳化安定性を向上させる観点から、乳化組成物全体に対して好ましくは30〜90質量%であり、より好ましくは50〜85質量%である。
水相Wは、具体的には主として水を含む。乳化組成物中の水の含有量は、乳化組成物全体に対して、好ましくは30〜90質量%であり、より好ましくは45〜85質量%である。また、乳化組成物中の水の含有量は、乳化組成物に含まれる水以外の成分を除いた残部とすることができる。
また、水相が水以外の成分、具体的には後述する任意成分またはその他の成分のうち、水溶性のものを含んでもよい。
Next, the aqueous phase in the W / O emulsion composition will be described.
The proportion of the aqueous phase W in the emulsion composition is the same as that of the outer layer oil phase O (or the total of the outer layer oil phase O and the inner layer oil phase O1 in the case of an O1 / W / O emulsion composition) from the emulsion composition. From the viewpoint of improving the emulsion stability of the emulsified composition, it is preferably 30 to 90% by mass, more preferably 50 to 85% by mass, based on the whole emulsified composition.
Specifically, the aqueous phase W mainly contains water. The content of water in the emulsion composition is preferably from 30 to 90% by mass, more preferably from 45 to 85% by mass, based on the entire emulsion composition. Moreover, content of the water in an emulsion composition can be made into the remainder except components other than the water contained in an emulsion composition.
Further, the water phase may contain water-soluble components other than water, specifically, optional components or other components described later.
次に、O1/W/O型乳化組成物における外層油相Oについて説明する。
乳化組成物中の外層油相の割合は、乳化組成物の乳化安定性を向上させる観点およびきしみのない使用感を向上させる観点から、好ましくは5〜40質量%、より好ましくは10〜38質量%であり、さらに好ましくは15〜36質量%であり、さらにより好ましくは20〜30質量%である。
Next, the outer layer oil phase O in the O1 / W / O type emulsion composition will be described.
The proportion of the outer oil phase in the emulsion composition is preferably from 5 to 40% by mass, more preferably from 10 to 38% by mass, from the viewpoint of improving the emulsion stability of the emulsified composition and improving the feeling of use without creaking. %, More preferably 15 to 36% by mass, and even more preferably 20 to 30% by mass.
また、本実施形態において、O1/W/O型乳化組成物中の外層油相の質量に対する内層油相と水相との合計質量の割合は、すなわち((O1+W)/Oで表される質量割合は、乳化組成物の乳化安定性を向上させる観点から、好ましくは1〜19であり、より好ましくは1.5〜10であり、さらに好ましくは2〜5である。
また、本実施形態において、O1/W/O型乳化組成物中の内層油相と外層油相との合計の質量割合、すなわち乳化組成物全体に対する(O1+O)で表される質量割合は、乳化組成物の乳化安定性を向上させる観点から、好ましくは(O1+O)/(O1+W+O)=0.05〜0.5であり、より好ましくは0.1〜0.45であり、さらに好ましくは0.15〜0.4である。
In the present embodiment, the ratio of the total mass of the inner oil phase and the aqueous phase to the mass of the outer oil phase in the O1 / W / O emulsion composition is, that is, the mass represented by ((O1 + W) / O). The ratio is preferably from 1 to 19, more preferably from 1.5 to 10, and further preferably from 2 to 5, from the viewpoint of improving the emulsion stability of the emulsified composition.
In the present embodiment, the total mass ratio of the inner oil phase and the outer oil phase in the O1 / W / O emulsion composition, that is, the mass ratio represented by (O1 + O) with respect to the whole emulsified composition, From the viewpoint of improving the emulsion stability of the composition, (O1 + O) / (O1 + W + O) is preferably 0.05 to 0.5, more preferably 0.1 to 0.45, and still more preferably 0.1 to 0.45. 15 to 0.4.
次に、本実施形態における乳化組成物の製造方法を説明する。
本実施形態におけるW/O型乳化組成物及びO1/W/O型乳化組成物の製造には、たとえば、公知の製造方法を用いることができる。O1/W/O型乳化組成物を製造する場合、中でも、二段階乳化法によるのが好ましく、外層油相の成分を溶解、膨潤または分散した油剤中に、あらかじめ常法により調製しておいた内相O1/W型乳化組成物を再乳化することにより、乳白色または透明〜半透明のO1/W/O型乳化組成物を得ることができる。
Next, the manufacturing method of the emulsion composition in this embodiment is demonstrated.
For the production of the W / O emulsion composition and the O1 / W / O emulsion composition in the present embodiment, for example, a known production method can be used. In the case of producing the O1 / W / O type emulsified composition, the two-stage emulsification method is preferable, and it is previously prepared by an ordinary method in an oil agent in which the components of the outer oil phase are dissolved, swollen or dispersed. By re-emulsifying the internal phase O1 / W type emulsified composition, a milky white or transparent to translucent O1 / W / O type emulsified composition can be obtained.
本実施形態により得られる乳化組成物は、種々の形態、たとえば乳液、ヘアクリーム、ハンドクリーム等のクリーム、乳化ファンデーション、美容液等の化粧料とすることができる。
また、本実施形態の乳化組成物は、皮膚、中でも頭髪を除く皮膚、好ましくは顔、身体、手足等のいずれかに塗布することにより、使用することができる。また、本実施形態の乳化組成物を頭皮や髪に使用することもできる。
The emulsified composition obtained by the present embodiment can be in various forms, for example, creams such as milky lotions, hair creams, hand creams, and the like, and cosmetics such as emulsified foundations and serums.
Moreover, the emulsified composition of this embodiment can be used by apply | coating to skin, especially the skin except hair, Preferably it applies to either a face, a body, a limb, etc. Moreover, the emulsion composition of this embodiment can also be used for scalp and hair.
以上、本発明の実施形態について述べたが、これらは本発明の例示であり、上記以外の様々な構成を採用することもできる。 Although the embodiments of the present invention have been described above, these are only examples of the present invention, and various configurations other than the above can be adopted.
(実施例1〜11および比較例1〜6)
表1〜表4に示す組成の乳化組成物を製造し、後述する方法で、高温安定性(60℃)および、使用感(しっとり感の持続、塗布時の厚み感、皮膚を保護する感じ、塗布時のきしみのなさ、肌がなめらかな感じ)について評価した。結果を表1〜表4に併せて示す。
(Examples 1 to 11 and Comparative Examples 1 to 6)
Emulsion compositions having the compositions shown in Tables 1 to 4 were prepared, and were subjected to high-temperature stability (60 ° C.) and feeling of use (continuation of moist feeling, feeling of thickness at the time of application, feeling of protecting the skin, and (E.g., non-creaking during application and smooth skin feeling) were evaluated. The results are shown in Tables 1 to 4.
(製造方法)
以下の手順に従い、各例の乳化組成物を製造した。
(1)成分(A)〜(E)及び多価アルコールを80℃で均一に混合溶解した。
(2)水およびほかの水相成分を80℃で均一に混合溶解した。
(3)(1)で得られた混合物に(2)で得られた混合物を添加し、転相乳化法によりO/W型乳化組成物を調製した後、室温(25℃)まで放冷した。
(4)外層油相成分を室温(25℃)で均一に混合した。
(5)(4)で得られた混合物に(3)で得られた乳化組成物を添加し、均一になるまで撹拌し乳化することにより、O/W/O型乳化組成物を得た。
(Production method)
The emulsified compositions of each example were produced according to the following procedures.
(1) Components (A) to (E) and a polyhydric alcohol were uniformly mixed and dissolved at 80 ° C.
(2) Water and other aqueous phase components were uniformly mixed and dissolved at 80 ° C.
(3) After adding the mixture obtained in (2) to the mixture obtained in (1) and preparing an O / W emulsion composition by a phase inversion emulsification method, the mixture was allowed to cool to room temperature (25 ° C.). .
(4) The outer oil phase components were mixed uniformly at room temperature (25 ° C.).
(5) The emulsion composition obtained in (3) was added to the mixture obtained in (4), and the mixture was stirred and emulsified until uniform to obtain an O / W / O type emulsion composition.
(評価方法)
(高温安定性)
(乳化安定性(目視))
各乳化組成物40gをポリプロピレン製の容器に入れ、60℃で10日間保存した後の状態を目視により評価し、以下の基準で示した。
○:乳化状態が維持されている
△:ごくわずかに分離が認められるが全体として乳化状態が維持されている
×:分離が認められる
(粘度安定性)
各乳化組成物について、保存前及び60℃保存後の粘度をB8R粘度計(ローターNo. T−C、5rpm,60秒)にて測定し、保存前後の粘度比(保存後/保存前)から以下の基準で示した。
○:1.5倍未満
△:1.5倍以上3倍未満
×:3倍以上
(Evaluation method)
(High temperature stability)
(Emulsion stability (visual))
40 g of each emulsified composition was put in a polypropylene container and the state after storage at 60 ° C. for 10 days was evaluated by visual observation, and the following criteria were shown.
◯: The emulsified state is maintained Δ: Very little separation is observed, but the emulsified state is maintained as a whole ×: Separation is recognized (viscosity stability)
The viscosity of each emulsified composition before storage and after storage at 60 ° C. was measured with a B8R viscometer (rotor No. TC, 5 rpm, 60 seconds), and the viscosity ratio before and after storage (after storage / before storage) was determined. The following criteria were used.
○: Less than 1.5 times Δ: 1.5 times or more and less than 3 times ×: 3 times or more
(使用感)
各例で得られた乳化組成物からなる化粧料を前腕内側部位に適用したときの使用感として、しっとり感の持続、塗布時の厚み感、皮膚を保護する感じ、塗布時のきしみのなさ、および、肌がなめらかな感じについて評価した。各項目について、以下の基準で各自評価を行い、協議の上最終評価を決定した。
(しっとり感の持続)
基準を4段階に分け、しっとり感を非常に感じると判断した場合を4、しっとり感をまったく感じず実使用不可と判断した場合を1として評価した。
(塗布時の厚み感)
基準を4段階に分け、厚み感を非常に感じると判断した場合を4、厚み感をまったく感じず実使用不可と判断した場合を1として評価した。
(皮膚を保護する感じ)
基準4段階に分け、皮膚を保護する感じを非常に感じると判断した場合を4、皮膚を保護する感じをまったく感じず実使用不可と判断した場合を1として評価した。
(塗布時のきしみのなさ)
基準を4段階に分け、きしみをまったく感じないと判断した場合を4、非常にきしみを感じ、非常に不快感があり実使用不可と判断した場合を1として評価した。
(肌がなめらかな感じ)
基準を4段階に分け、非常に肌がなめらかな感じがすると判断した場合を4、まったく肌がなめらかな感じがなく実使用不可と判断した場合を1として評価した。
(Feeling of use)
As a feeling of use when applying the cosmetic composition comprising the emulsified composition obtained in each example to the inner part of the forearm, a continuation of a moist feeling, a feeling of thickness at the time of application, a feeling of protecting the skin, a feeling of no creaking at the time of application, And, the skin was evaluated for its smooth feeling. Each item was evaluated based on the following criteria, and the final evaluation was determined after discussion.
(Continued moist feeling)
The criterion was divided into four stages, and the evaluation was made as 4 when it was judged that the moist feeling was felt very much, and as 1 when it was judged that the moist feeling was not felt at all and the actual use was impossible.
(Thickness at the time of application)
The criterion was divided into four stages, and the evaluation was made as 4 when it was judged that the sense of thickness was extremely felt, and as 1 when it was judged that the sense of thickness was not felt at all and it was judged that actual use was impossible.
(Feels to protect the skin)
The evaluation was divided into four stages, and was evaluated as 4 when it was judged that the feeling of protecting the skin was extremely felt, and as 1 when it was judged that the feeling of protecting the skin was not felt at all and it was judged that practical use was impossible.
(No squeak when applied)
The criterion was divided into four grades, and was evaluated as 4 when it was judged that no squeak was felt, and as 1 when it was judged that squeak was felt and was extremely unpleasant and it was judged that actual use was impossible.
(Skin feels smooth)
The criterion was divided into four grades, and was evaluated as 4 when it was judged that the skin had a very smooth feeling, and as 1 when it was judged that the skin had no smooth feeling at all and it was judged that the skin could not be actually used.
尚、表中用いた成分は以下の通りである。
*1:サンソフト NO.8100、太陽化学社製
*2:セチルアルコール NX、高級アルコール工業社製
*3:ソフケアSL−E、花王社製
*4:ニッコール SMT、日光ケミカルズ社製
*5:エマノーンCH−60、花王社製
*6:エマレックスHC−5、日本エマルジョン社製
*7:化粧品用濃グリセリン、花王社製
*8:パールリーム EX、日油社製
*9:KSG−210、信越化学工業社製(有効分24%)
*10:コスモール42V、日清オイリオグループ社製
*11:レオパールKL2、千葉製粉社製
*12:エマノーンCH−25、花王社製
*13:シリコーンKF−6017、信越化学工業社製
*14:エマルゲン1620G、花王社製
*15:エマノーン3199V、花王社製
*16:レオドール460V、花王社製
*17:レオドールTW−S320V、花王社製
*18:エマレックスHC−10、日本エマルジョン社製
*19:ユーカリエキスK、香栄興業社製
*20:アスナロリキッドK−B、一丸ファルコス社製
*21:シリコーン KF−96L−2CS、信越化学工業社製
In addition, the component used in the table | surface is as follows.
* 1: Sunsoft No. 8100, manufactured by Taiyo Kagaku Co., Ltd. * 2: Cetyl alcohol NX, manufactured by Higher Alcohol Industries * 3: Softcare SL-E, manufactured by Kao Corporation * 4: Nikkor SMT, manufactured by Nikko Chemicals * 5: Emanon CH-60, manufactured by Kao Corporation * 6: Emarex HC-5, manufactured by Nippon Emulsion Co. * 7: Concentrated glycerin for cosmetics, manufactured by Kao Corporation * 8: Pearl Dream EX, manufactured by NOF Corporation * 9: KSG-210, Shin-Etsu Manufactured by Chemical Industry Co.
* 10: Cosmall 42V, manufactured by Nisshin Oillio Group * 11: Leopard KL2, manufactured by Chiba Flour Milling * 12: Emanon CH-25, manufactured by Kao Corporation * 13: Silicone KF-6017, manufactured by Shin-Etsu Chemical * 14: Emulgen 1620G, manufactured by Kao Corporation * 15: Emanone 3199V, manufactured by Kao Corporation * 16: Leodol 460V, manufactured by Kao Corporation * 17: Leodol TW-S320V, manufactured by Kao Corporation * 18: Emarex HC-10, manufactured by Nippon Emulsion * 19: Eucalyptus extract K, manufactured by Koei Kogyo Co., Ltd. * 20: Asnarol liquid KB, manufactured by Ichimaru Falcos * 21: Silicone KF-96L-2CS, manufactured by Shin-Etsu Chemical Co., Ltd.
Claims (5)
(A)炭素数12〜26のグリセリンモノ脂肪酸エステル、
(B)炭素数10〜22の高級アルコール、
(C)セラミド類、
(D)アニオン性界面活性剤、
(E)HLB8以上の非イオン性界面活性剤、
(F)無機酸及び炭素数6以下の有機酸から選ばれる1種以上
を含有するW/O型乳化組成物。 The following components (A), (B), (C), (D), (E) and (F):
(A) a glycerin monofatty acid ester having 12 to 26 carbon atoms,
(B) a higher alcohol having 10 to 22 carbon atoms,
(C) Ceramides,
(D) an anionic surfactant,
(E) a nonionic surfactant having an HLB of 8 or more,
(F) A W / O emulsion composition containing at least one selected from inorganic acids and organic acids having 6 or less carbon atoms.
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US16/972,808 US11896688B2 (en) | 2018-06-12 | 2019-06-11 | W/O emulsion composition |
CN201980038787.1A CN112261933B (en) | 2018-06-12 | 2019-06-11 | W/O type emulsified composition |
PCT/JP2019/023060 WO2019240119A1 (en) | 2018-06-12 | 2019-06-11 | W/o emulsion composition |
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JPH0347108A (en) * | 1989-04-05 | 1991-02-28 | Kao Corp | Double-emulsified cosmetic composition |
JP2013053145A (en) * | 2011-08-09 | 2013-03-21 | Kao Corp | Emulsion composition |
JP2016104730A (en) * | 2014-11-21 | 2016-06-09 | 花王株式会社 | O/w/o type external preparation for skin |
JP2016108270A (en) * | 2014-12-05 | 2016-06-20 | 花王株式会社 | Cosmetic |
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JPH0347108A (en) * | 1989-04-05 | 1991-02-28 | Kao Corp | Double-emulsified cosmetic composition |
JP2013053145A (en) * | 2011-08-09 | 2013-03-21 | Kao Corp | Emulsion composition |
JP2016104730A (en) * | 2014-11-21 | 2016-06-09 | 花王株式会社 | O/w/o type external preparation for skin |
JP2016108270A (en) * | 2014-12-05 | 2016-06-20 | 花王株式会社 | Cosmetic |
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US11896688B2 (en) | 2018-06-12 | 2024-02-13 | Kao Corporation | W/O emulsion composition |
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