JP6831639B2 - Oil-in-water emulsified composition - Google Patents
Oil-in-water emulsified composition Download PDFInfo
- Publication number
- JP6831639B2 JP6831639B2 JP2016061831A JP2016061831A JP6831639B2 JP 6831639 B2 JP6831639 B2 JP 6831639B2 JP 2016061831 A JP2016061831 A JP 2016061831A JP 2016061831 A JP2016061831 A JP 2016061831A JP 6831639 B2 JP6831639 B2 JP 6831639B2
- Authority
- JP
- Japan
- Prior art keywords
- oil
- acid
- component
- composition
- water emulsified
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
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- 239000000203 mixture Substances 0.000 title claims description 49
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 title claims description 44
- -1 sterol esters Chemical class 0.000 claims description 37
- 235000014113 dietary fatty acids Nutrition 0.000 claims description 33
- 229930195729 fatty acid Natural products 0.000 claims description 33
- 239000000194 fatty acid Substances 0.000 claims description 33
- 150000004665 fatty acids Chemical class 0.000 claims description 28
- DFPAKSUCGFBDDF-UHFFFAOYSA-N Nicotinamide Chemical compound NC(=O)C1=CC=CN=C1 DFPAKSUCGFBDDF-UHFFFAOYSA-N 0.000 claims description 23
- 229930182558 Sterol Natural products 0.000 claims description 23
- 235000003702 sterols Nutrition 0.000 claims description 23
- 235000001014 amino acid Nutrition 0.000 claims description 14
- 150000003839 salts Chemical class 0.000 claims description 13
- 125000004442 acylamino group Chemical group 0.000 claims description 11
- 239000000539 dimer Substances 0.000 claims description 11
- 235000005152 nicotinamide Nutrition 0.000 claims description 11
- 239000011570 nicotinamide Substances 0.000 claims description 11
- 150000003432 sterols Chemical class 0.000 claims description 11
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 10
- 125000004432 carbon atom Chemical group C* 0.000 claims description 8
- 150000002148 esters Chemical class 0.000 claims description 8
- 150000001413 amino acids Chemical class 0.000 claims description 6
- VJZWIFWPGRIJSN-XRHABHTOSA-N dilinoleic acid Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(O)=O.CCCCC\C=C/C\C=C/CCCCCCCC(O)=O VJZWIFWPGRIJSN-XRHABHTOSA-N 0.000 claims description 6
- 239000007764 o/w emulsion Substances 0.000 claims description 6
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- 238000002360 preparation method Methods 0.000 claims description 5
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- WHUUTDBJXJRKMK-UHFFFAOYSA-N Glutamic acid Natural products OC(=O)C(N)CCC(O)=O WHUUTDBJXJRKMK-UHFFFAOYSA-N 0.000 claims description 4
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- 238000011156 evaluation Methods 0.000 description 20
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- XKMYWNHZAQUEPY-YZGJEOKZSA-N [(3s,8s,9s,10r,13r,14s,17r)-10,13-dimethyl-17-[(2r)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1h-cyclopenta[a]phenanthren-3-yl] 12-hydroxyoctadecanoate Chemical compound C([C@@H]12)C[C@]3(C)[C@@H]([C@H](C)CCCC(C)C)CC[C@H]3[C@@H]1CC=C1[C@]2(C)CC[C@H](OC(=O)CCCCCCCCCCC(O)CCCCCC)C1 XKMYWNHZAQUEPY-YZGJEOKZSA-N 0.000 description 4
- 150000001298 alcohols Chemical class 0.000 description 4
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- 239000011734 sodium Substances 0.000 description 4
- 239000008117 stearic acid Substances 0.000 description 4
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 4
- 229940058015 1,3-butylene glycol Drugs 0.000 description 3
- XDOFQFKRPWOURC-UHFFFAOYSA-N 16-methylheptadecanoic acid Chemical compound CC(C)CCCCCCCCCCCCCCC(O)=O XDOFQFKRPWOURC-UHFFFAOYSA-N 0.000 description 3
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- QTBSBXVTEAMEQO-UHFFFAOYSA-N Acetic acid Chemical compound CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 description 3
- 239000004475 Arginine Substances 0.000 description 3
- FERIUCNNQQJTOY-UHFFFAOYSA-N Butyric acid Chemical compound CCCC(O)=O FERIUCNNQQJTOY-UHFFFAOYSA-N 0.000 description 3
- ATFFFUXLAJBBDE-FQEVSTJZSA-N N-Stearoyl glutamic acid Chemical compound CCCCCCCCCCCCCCCCCC(=O)N[C@H](C(O)=O)CCC(O)=O ATFFFUXLAJBBDE-FQEVSTJZSA-N 0.000 description 3
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- IWIUXJGIDSGWDN-UQKRIMTDSA-M sodium;(2s)-2-(dodecanoylamino)pentanedioate;hydron Chemical compound [Na+].CCCCCCCCCCCC(=O)N[C@H](C([O-])=O)CCC(O)=O IWIUXJGIDSGWDN-UQKRIMTDSA-M 0.000 description 1
- 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
- 239000007787 solid Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000008347 soybean phospholipid Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- 238000003892 spreading Methods 0.000 description 1
- 230000007480 spreading Effects 0.000 description 1
- 229940072873 stearoyl glutamic acid Drugs 0.000 description 1
- 229940032091 stigmasterol Drugs 0.000 description 1
- HCXVJBMSMIARIN-PHZDYDNGSA-N stigmasterol Chemical compound C1C=C2C[C@@H](O)CC[C@]2(C)[C@@H]2[C@@H]1[C@@H]1CC[C@H]([C@H](C)/C=C/[C@@H](CC)C(C)C)[C@@]1(C)CC2 HCXVJBMSMIARIN-PHZDYDNGSA-N 0.000 description 1
- 235000016831 stigmasterol Nutrition 0.000 description 1
- BFDNMXAIBMJLBB-UHFFFAOYSA-N stigmasterol Natural products CCC(C=CC(C)C1CCCC2C3CC=C4CC(O)CCC4(C)C3CCC12C)C(C)C BFDNMXAIBMJLBB-UHFFFAOYSA-N 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000005846 sugar alcohols Polymers 0.000 description 1
- 235000020238 sunflower seed Nutrition 0.000 description 1
- 230000000475 sunscreen effect Effects 0.000 description 1
- 239000000516 sunscreening agent Substances 0.000 description 1
- OULAJFUGPPVRBK-UHFFFAOYSA-N tetratriacontyl alcohol Natural products CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCO OULAJFUGPPVRBK-UHFFFAOYSA-N 0.000 description 1
- OGIDPMRJRNCKJF-UHFFFAOYSA-N titanium oxide Inorganic materials [Ti]=O OGIDPMRJRNCKJF-UHFFFAOYSA-N 0.000 description 1
- 229960001295 tocopherol Drugs 0.000 description 1
- 229930003799 tocopherol Natural products 0.000 description 1
- 239000011732 tocopherol Substances 0.000 description 1
- 235000010384 tocopherol Nutrition 0.000 description 1
- 229940042585 tocopherol acetate Drugs 0.000 description 1
- 229930003802 tocotrienol Natural products 0.000 description 1
- 239000011731 tocotrienol Substances 0.000 description 1
- 229940068778 tocotrienols Drugs 0.000 description 1
- 235000019148 tocotrienols Nutrition 0.000 description 1
- ZCIHMQAPACOQHT-ZGMPDRQDSA-N trans-isorenieratene Natural products CC(=C/C=C/C=C(C)/C=C/C=C(C)/C=C/c1c(C)ccc(C)c1C)C=CC=C(/C)C=Cc2c(C)ccc(C)c2C ZCIHMQAPACOQHT-ZGMPDRQDSA-N 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 235000019156 vitamin B Nutrition 0.000 description 1
- 239000011720 vitamin B Substances 0.000 description 1
- 235000019160 vitamin B3 Nutrition 0.000 description 1
- 239000011708 vitamin B3 Substances 0.000 description 1
- 150000003722 vitamin derivatives Chemical class 0.000 description 1
- 239000000341 volatile oil Substances 0.000 description 1
- 238000005406 washing Methods 0.000 description 1
- 239000002569 water oil cream Substances 0.000 description 1
- 229920003169 water-soluble polymer Polymers 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
- 239000000230 xanthan gum Substances 0.000 description 1
- 229920001285 xanthan gum Polymers 0.000 description 1
- 235000010493 xanthan gum Nutrition 0.000 description 1
- 229940082509 xanthan gum Drugs 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 239000004711 α-olefin Substances 0.000 description 1
- GVJHHUAWPYXKBD-IEOSBIPESA-N α-tocopherol Chemical compound OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-IEOSBIPESA-N 0.000 description 1
Landscapes
- Cosmetics (AREA)
Description
本発明は、水中油型乳化組成物に関するものである。
The present invention relates to a water-oil emulsion composition.
近年、肌のハリ・弾力の改善効果を実感させる皮膚外用剤が提案されている。例えば油溶性皮膜形成剤と揮発性の高い油剤、高級アルコール、高級脂肪酸とＮ−長鎖アシルアミノ酸系界面活性剤を併用することで、ハリ感とその持続性、のびの良さやべたつきのなさといった使用性、使用感に優れ、保湿性の高い乳化組成物を得られることが知られている(特許文献１)。また、別の肌のハリ感や保湿性に優れた化粧料としてはステロール誘導体を含む油中水型乳化化粧料が知られている（特許文献２）。 In recent years, an external preparation for skin has been proposed, which makes the skin feel the effect of improving elasticity and elasticity. For example, by using an oil-soluble film-forming agent and a highly volatile oil agent, a higher alcohol, a higher fatty acid and an N-long-chain acylamino acid-based surfactant in combination, a feeling of firmness and its durability, good spreadability and non-stickiness can be obtained. It is known that an emulsified composition having excellent usability and usability and high moisturizing property can be obtained (Patent Document 1). Further, as another cosmetic having excellent skin firmness and moisturizing properties, a water-in-oil emulsified cosmetic containing a sterol derivative is known (Patent Document 2).
一方、シワやたるみを改善する薬剤の提案が多数なされている。特許文献３においてはヒアルロン酸が肌の老化防止をする。特許文献４ではツバキ酢エキス及びスイレン酢エキスが皮膚のシワ改善、弾力増進する。 On the other hand, many proposals have been made for drugs that improve wrinkles and sagging. In Patent Document 3, hyaluronic acid prevents skin aging. In Patent Document 4, camellia vinegar extract and water lily vinegar extract improve skin wrinkles and improve elasticity.
我々はこれらの炭素数１６〜２４の高級アルコール、アシルアミノ酸又はその塩、ステロールエステルが、肌のハリ・弾力の実感に優れ、保湿性も高く、べたつきの少ない優れた使用感を生み出すことを見出した。
しかしながらこの乳化組成物は高温と低温での性状の差が大きく、適切な容器の選択が困難であるという課題があった。
We have found that these higher alcohols with 16 to 24 carbon atoms, acyl amino acids or salts thereof, and sterol esters produce an excellent feeling of firmness and elasticity of the skin, high moisturizing properties, and less stickiness. It was.
However, this emulsified composition has a problem that it is difficult to select an appropriate container due to a large difference in properties between high temperature and low temperature.
一方、シワやたるみを改善する薬剤は多数あるが、改善に長期間を要するため即時的なハリ・弾力を感じることはできないものであった。また、これらの薬剤は単純に水中油型乳化組成物に配合すると乳化安定性を損ねたり薬剤の効果が低減するなど、配合上の課題が存在した。
よって、本発明は、ハリ・弾力、保湿感、さらに粘度の温度依存性に優れた水中油型乳化組成物を提供することを主な目的とする。
On the other hand, although there are many drugs that improve wrinkles and sagging, it takes a long time to improve, so it is not possible to feel immediate firmness and elasticity. In addition, when these drugs are simply blended into an oil-in-water emulsified composition, there are problems in blending, such as impairing emulsion stability and reducing the effect of the drugs.
Therefore, it is a main object of the present invention to provide an oil-in-water emulsified composition having excellent elasticity / elasticity, moisturizing feeling, and temperature dependence of viscosity.
かかる実情を鑑み、本発明者は、上記課題を解決するために鋭意研究を重ねた結果、炭素数１６〜２４の高級アルコール、アシルアミノ酸又はその塩、ステロールエステルを組み合わせた水中油型乳化組成物に、シワやたるみを改善する多くの薬剤の中でも特にニコチン酸アミドを配合すると、高温と低温での粘度差が小さくなることを見出した。これにより性状の差が小さくなるため適切な容器を選択することが容易となった。さらに驚くべきことにこの水中油型乳化組成物は長期間保管してもゲル化、分離などの問題が発生せず、ディスペンサー容器においても吐出が容易であることを見出した。すなわち、次の成分（Ａ）〜（Ｄ）、（Ａ）ニコチン酸アミド（Ｂ）アシルアミノ酸又はその塩（Ｃ）ステロールエステル（Ｄ）炭素数１６〜２４の高級アルコールを組み合わせることにより肌のハリ・弾力性に優れ、保湿性も高く、べたつきの少ない優れた使用感であり、さらに低温であってもディスペンサーから吐出可能であった。
ニコチン酸アミドはシワ・たるみを予防・改善する効果は知られているが水中油型乳化組成物中に配合した場合にゲル化の抑制効果は全く知られていない。さらに本発明品においてニコチン酸アミドのシワやたるみを改善する効果が向上することを見出し、本発明である水中油型乳化組成物を完成した。
In view of such circumstances, the present inventor has conducted diligent research to solve the above problems, and as a result, an oil-in-water emulsified composition in which a higher alcohol having 16 to 24 carbon atoms, an acyl amino acid or a salt thereof, and a sterol ester are combined. In addition, it was found that, among many drugs for improving wrinkles and sagging, the addition of nicotinamide reduces the difference in viscosity between high temperature and low temperature. This makes it easier to select an appropriate container because the difference in properties becomes smaller. Even more surprisingly, it was found that this oil-in-water emulsified composition does not cause problems such as gelation and separation even when stored for a long period of time, and can be easily discharged even in a dispenser container. That is, the skin is firmed by combining the following components (A) to (D), (A) nicotinamide (B) acylamino acid or a salt thereof (C) sterol ester (D) higher alcohol having 16 to 24 carbon atoms. -It has excellent elasticity, high moisturizing property, excellent usability with less stickiness, and can be discharged from the dispenser even at low temperatures.
Nicotinamide is known to have an effect of preventing and improving wrinkles and sagging, but its effect of suppressing gelation when blended in an oil-in-water emulsified composition is not known at all. Furthermore, they have found that the effect of improving nicotinamide wrinkles and sagging is improved in the product of the present invention, and completed the oil-in-water emulsified composition of the present invention.
すなわち、本発明は、ハリ・弾力、保湿感、さらに粘度の温度依存性において優れた水中油型乳化組成物を提供することができる。That is, the present invention can provide an oil-in-water emulsified composition excellent in elasticity / elasticity, moisturizing feeling, and temperature dependence of viscosity.
以下、本発明について詳細に説明する。なお、本明細書において、「〜」はその前後の数値を含む範囲を意味するものとする。また、％で表記する数値は、特に記載した場合を除き、質量を基準にした値である。 Hereinafter, the present invention will be described in detail. In addition, in this specification, "~" means the range including the numerical values before and after it. In addition, the numerical value expressed in% is a value based on mass unless otherwise specified.
成分（Ａ）：ニコチン酸アミド
本発明における成分（Ａ）ニコチン酸アミドは、ニコチン酸（ビタミンＢ３／ナイアシン）のアミドである。ニコチン酸アミドは水溶性ビタミンで、ビタミンＢ群の一つである公知の物質であり、天然物（米ぬかなど）から抽出されたり、あるいは公知の方法によって合成することができる。具体的には、第１５改正日本薬局方２００８に収載されているものを用いることが出来る。
Component (A): Nicotinamide The component (A) nicotinamide in the present invention is an amide of nicotinic acid (vitamin B3 / niacin). Nicotinamide is a water-soluble vitamin, a known substance that is one of the B vitamins, and can be extracted from natural products (rice bran, etc.) or synthesized by a known method. Specifically, those listed in the 15th revised Japanese Pharmacopoeia 2008 can be used.
本発明において成分（Ａ）の量は特に限定されないが、肌荒れや肌のハリ・弾力を向上させるためには１〜１０％が好ましく３〜８％が特に好ましい。この範囲であれば肌のハリ・弾力を向上させるとともに、粘度の温度依存性を低減させるという効果を併せ持つことができる。
In the present invention, the amount of the component (A) is not particularly limited, but 1 to 10% is preferable, and 3 to 8% is particularly preferable in order to improve rough skin, firmness and elasticity of the skin. Within this range, it is possible to improve the firmness and elasticity of the skin and also have the effect of reducing the temperature dependence of the viscosity.
成分（Ｂ）：アシルアミノ酸又はその塩
成分（Ｂ）Ｎ−アシルアミノ酸又はその塩は、水溶性の陰イオン性界面活性剤である。Ｎ−アシルアミノ酸を構成するアミノ酸としては、グルタミン酸、アスパラギン酸、グリシン、アラニン、スレオニン、メチルアラニン、サルコシン、リジン、アルギニン等が挙げられる。これらのアミノ酸は、Ｌ体、Ｄ体又はＤＬ体の何れでもよい。これらのうち１種類を使用してもよいし、上記の群から選ばれる２種以上を混合して使用してもよい。分散安定性、べたつき感のなさの点から、酸性アミノ酸又は中性アミノ酸がより好ましい。具体的には、グルタミン酸、アスパラギン酸、グリシン、アラニンが好ましく、グルタミン酸が特に好ましい。
Component (B): Acyl amino acid or salt thereof Component (B) N-acyl amino acid or salt thereof is a water-soluble anionic surfactant. Examples of amino acids constituting N-acylamino acids include glutamic acid, aspartic acid, glycine, alanine, threonine, methylalanine, sarcosin, lysine, arginine and the like. These amino acids may be L-form, D-form or DL-form. One of these may be used, or two or more selected from the above group may be mixed and used. Acidic amino acids or neutral amino acids are more preferable from the viewpoint of dispersion stability and non-stickiness. Specifically, glutamic acid, aspartic acid, glycine, and alanine are preferable, and glutamic acid is particularly preferable.
Ｎ−アシルアミノ酸を構成するアシル基としては、炭素数が８〜２２が好ましい。飽和又は不飽和であってもよく、直鎖又は分岐鎖のいずれであっても用いることができる。具体的には、カプリル酸、カプリン酸、ラウリン酸、ミリスチン酸、ステアリン酸、イソステアリン酸、パルミチン酸、オレイン酸、リノール酸、ベヘン酸、ヤシ油脂肪酸、パーム油脂肪酸、硬化牛脂脂肪酸等が挙げられ、これらを１種又は２種以上を混合して使用することができる。特に経時安定性、べたつき感のなさの点から、ラウリン酸、ミリスチン酸、ステアリン酸、ヤシ油脂肪酸、パーム油脂肪酸が好ましく、特にラウリン酸、ミリスチン酸、ステアリン酸、ベヘン酸が好ましい。 The acyl group constituting the N-acyl amino acid preferably has 8 to 22 carbon atoms. It may be saturated or unsaturated, and can be either straight chain or branched chain. Specific examples thereof include caprylic acid, capric acid, lauric acid, myristic acid, stearic acid, isostearic acid, palmitic acid, oleic acid, linoleic acid, bechenic acid, coconut oil fatty acid, palm oil fatty acid, and hardened beef fatty acid. , These can be used alone or in admixture of two or more. Lauric acid, myristic acid, stearic acid, coconut oil fatty acid, and palm oil fatty acid are preferable, and lauric acid, myristic acid, stearic acid, and bechenic acid are particularly preferable, from the viewpoint of stability over time and non-stickiness.
Ｎ−アシルアミノ酸の塩としては特に限定されず、例えば、ナトリウム、カリウム等のアルカリ金属、カルシウム、マグネシウム、アルミニウム、亜鉛などの無機塩、あるいはアンモニア、モノエタノールアミン、ジエタノールアミン、トリエタノールアミン等の有機アミンや、アルギニン、リジン等の塩基性アミノ酸などの有機塩が挙げられ、これらのうち１種又は２種以上を混合して使用することができる。市場での入手の容易性から、ナトリウム、カリウム、トリエタノールアミン、アルギニンの塩が好ましい。 The salt of N-acylamino acid is not particularly limited, and is, for example, an alkali metal such as sodium and potassium, an inorganic salt such as calcium, magnesium, aluminum and zinc, or an organic salt such as ammonia, monoethanolamine, diethanolamine and triethanolamine. Examples thereof include organic salts such as amines and basic amino acids such as arginine and lysine, and one or a mixture of two or more of these can be used. Salts of sodium, potassium, triethanolamine and arginine are preferred because of their availability on the market.
Ｎ−長鎖アシルアミノ酸又はその塩として、初めから対塩基のついたＮ−長鎖アシルアミノ酸塩として使用することができ、又は、製造工程中にＮ−長鎖アシルアミノ酸と対塩基を中和反応させて使用することもできる。本発明においては、上記の構成成分を各々１種又は２種以上を目的に応じて適宜選択して用いることができる。 It can be used as an N-long-chain acyl amino acid or a salt thereof as an N-long-chain acyl amino acid salt having a base from the beginning, or the N-long-chain acyl amino acid and the base are neutralized during the manufacturing process. It can also be used by reacting. In the present invention, one type or two or more of the above-mentioned constituent components can be appropriately selected and used depending on the intended purpose.
成分（Ｂ）の具体例としては、ヤシ油脂肪酸由来アシル化グルタミン酸、パーム油脂肪酸由来アシル化グルタミン酸、ラウロイルアスパラギン酸、ミリストイルグルタミン酸、ラウロイルグルタミン酸、ステアロイルグルタミン酸、及びこれらのアルカリ金属塩等が挙げられ、好ましくはＮ−ラウロイルグルタミン酸ナトリウム、Ｎ−ステアロイルグルタミン酸ナトリウムが挙げられる。 Specific examples of the component (B) include coconut oil fatty acid-derived acylated glutamic acid, palm oil fatty acid-derived acylated glutamic acid, lauroyl aspartic acid, myristoyl glutamic acid, lauroyl glutamic acid, stearoyl glutamic acid, and alkali metal salts thereof. Preferred examples include sodium N-lauroyl glutamate and sodium N-stearoyl glutamate.
（Ｂ）成分の水中油型乳化組成物中含有量は、好ましくは０．０５〜１．０質量％であり、特に好ましくは０．１〜０．５質量％である。当該範囲内であれば、乳化安定性が向上するとともに、肌おさまりが向上し、好ましい。
The content of the component (B) in the oil-in-water emulsified composition is preferably 0.05 to 1.0% by mass, and particularly preferably 0.1 to 0.5% by mass. If it is within the above range, the emulsification stability is improved and the skin fit is improved, which is preferable.
成分（Ｃ）：ステロールエステル
本発明の成分（Ｃ）ステロールエステルはステロール骨格を有する油剤である。ステロール骨格を有する誘導体で医薬品、化粧品に用いられるものであれば特に限定されないが、特に、脂肪酸、アシルアミノ酸、ダイマージリノール酸とのエステルが好ましい。
Component (C): Sterol ester The component (C) sterol ester of the present invention is an oil agent having a sterol skeleton. The derivative having a sterol skeleton is not particularly limited as long as it is used in pharmaceuticals and cosmetics, but esters with fatty acids, acyl amino acids, and dimer dilinoleic acid are particularly preferable.
ステロールエステルの中でステロールとしては、シトステロール、カンペステロール、スティグマステロール、ブラシカステロール等のフィトステロール；コレステロール、ジヒドロコレステロール、コレスタノール、ラノステロール等の動物性ステロール；デヒドロエルゴステロール、等の菌類性ステロール等から自由に選択でき、これらの水添物およびこれらの混合物でもよい。抽出等によって得られるステロールの混合物を用いても良い。
中でも、フィトステロール、ラノステロール、コレステロールまたはジヒドロコレステロールが好ましく、フィトステロールまたはコレステロールが特に好ましい。
Among the sterol esters, sterols include phytosterols such as citosterol, campesterol, stigmasterol and brassicasterol; animal sterols such as cholesterol, dihydrocholesterol, cholesterol and lanosterol; and fungal sterols such as dehydroergosterol. These can be selected from, and these hydrogenated products and mixtures thereof may be used. A mixture of sterols obtained by extraction or the like may be used.
Among them, phytosterol, lanosterol, cholesterol or dihydrocholesterol are preferable, and phytosterol or cholesterol is particularly preferable.
脂肪酸は限定されないが、モノカルボン酸が好ましい。炭素数は２〜３２が好ましく、８〜２２が特に好ましい。炭化水素は飽和でも不飽和を有していても良く、分岐や環状であっても良い。具体的には酢酸、酪酸、カプロン酸、カプリル酸、ラウリン酸、ミリスチン酸、ペンタデカン酸、パルミチン酸、パルミトレイン酸、ステアリン酸、オレイン酸、リノール酸、アラキドン酸、ベヘン酸、トリアコンタン酸などが上げられる。単一組成の脂肪酸のほか、ヤシ油脂肪酸、ヒマシ油脂肪酸、オリーブ油脂肪酸、パーム油脂肪酸等の天然より得られる混合脂肪酸、あるいは合成により得られる脂肪酸（分岐脂肪酸を含む）であっても良い。 Fatty acids are not limited, but monocarboxylic acids are preferred. The number of carbon atoms is preferably 2 to 32, and particularly preferably 8 to 22. Hydrocarbons may be saturated or unsaturated, and may be branched or cyclic. Specifically, acetic acid, butyric acid, caproic acid, caprylic acid, lauric acid, myristic acid, pentadecanoic acid, palmitic acid, palmitoleic acid, stearic acid, oleic acid, linoleic acid, arachidonic acid, bechenic acid, triaconic acid, etc. Be done. In addition to the fatty acid having a single composition, it may be a naturally-derived mixed fatty acid such as coconut oil fatty acid, castor oil fatty acid, olive oil fatty acid, palm oil fatty acid, or a synthetic fatty acid (including branched fatty acid).
上記のステロールと脂肪酸のエステル誘導体であるステロール脂肪酸エステルとしては、たとえば、酪酸フィトステリル、ノナン酸フィトステリル、ステアリン酸コレステリル、イソステアリン酸コレステリル、イソステアリン酸フィトステリル、ヒドロキシステアリン酸コレステリル、ヒドロキシステアリン酸フィトステリル、カプリル／カプリン酸フィトステリル、リシノール酸フィトステリル、オレイン酸コレステリル、オレイン酸フィトステリル、オレイン酸ジヒドロコレステリル、分岐脂肪酸（Ｃ１２−３１）コレステリル、フィトステリルカノラ油脂肪酸グリセリズ、フィトステリルナタネグリセリズ、マカデミアナッツ油脂肪酸フィトステリル、マカデミアナッツ油脂肪酸コレステリル、マカデミアナッツ油脂肪酸ジヒドロコレステリル、ヒマワリ種子油脂肪酸フィトステリル、コメヌカ油脂肪酸フィトステリル、ラノリン脂肪酸コレステリル、等が挙げられる。これらの１種又は２種以上を用いることが出来る。 Examples of the sterol fatty acid ester, which is an ester derivative of sterol and fatty acid, include phytosteryl butyrate, phytosteryl nonanoate, cholesteryl stearate, cholesteryl isostearate, phytosteryl isostearate, cholesteryl hydroxystearate, phytosteryl hydroxystearate, and capryl / caprin. Phytosteryl acid, phytosteryl ricinolate, cholesteryl oleate, phytosteryl oleate, dihydrocholesteryl oleate, branched fatty acid (C 12-31 ) cholesteryl, phytosteryl canola oil fatty acid glyceriz, phytosteryl rapeseed glyceriz, macadamia nut oil fatty acid phytosteryl Examples thereof include macadamia nut oil fatty acid cholesteryl, macadamia nut oil fatty acid dihydrocholesteryl, sunflower seed oil fatty acid phytosteryl, rice bran oil fatty acid phytosteryl, lanolin fatty acid cholesteryl, and the like. One or more of these can be used.
前記ステロール脂肪酸エステルの市販品としてはサラコスＨＳ（日清オイリオ社製）、海麗マリンコレステロールエステル（日本水産社製）、ＹＯＦＣＯ ＭＡＣ、ＰＬＡＮＤＯＯＬ−ＭＡＳ、ＹＯＦＣＯ ＣＬＥ−Ｓ、ＹＯＦＣＯ ＣＬＥ−ＮＨ（以上、日本精化社製）、ライステロールエステル（築野ライスファインケミカルズ社製）、等が挙げられる。 Commercially available products of the sterol fatty acid ester include Saracos HS (manufactured by Nisshin Oillio), Kairei Marine Cholesteryl Ester (manufactured by Nippon Fisheries Co., Ltd.), YOFCO MAC, PLANDOL-MAS, YOFCO CLE-S, and YOFCO CLE-NH (above, (Manufactured by Nippon Seika Co., Ltd.), lysteryl ester (manufactured by Tsukino Rice Fine Chemicals), etc.
Ｎ−アシルアミノ酸ステロールエステルとしては、Ｎ−ラウロイル−Ｌ−グルタミン酸ジ（コレステリル／ベヘニル／オクチルドデシル）、Ｎ−ラウロイル−Ｌ−グルタミン酸ジ（フィトステリル／ベヘニル／２−オクチルドデシル）、Ｎ−ラウロイル−Ｌ−グルタミン酸ジ（コレステリル／オクチルドデシル）、Ｎ−ラウロイル−Ｌ−グルタミン酸ジ（フィトステリル／２−オクチルドデシル）またはＮ−ラウロイル−Ｌ−グルタミン酸ジ（フィトステリル／ベヘニル／２−オクチルドデシル／イソステアリル）、Ｎ−ミリストイル−Ｎ−メチル−β−アラニンフィトステリルなどがあげられる。
中でも、Ｎ−ラウロイル−Ｌ−グルタミン酸ジ（コレステリル／ベヘニル／オクチルドデシル）、Ｎ−ラウロイル−Ｌ−グルタミン酸ジ（フィトステリル／ベヘニル／２−オクチルドデシル）、Ｎ−ラウロイル−Ｌ−グルタミン酸ジ（コレステリル／オクチルドデシル）またはＮ−ラウロイル−Ｌ−グルタミン酸ジ（フィトステリル／２−オクチルドデシル）が好ましい。Ｎ−アシルアミノ酸ステロールエステルは、２種以上の混合物であってもよい。
Examples of the N-acylamino acid sterol ester include N-lauroyl-L-glutamic acid di (cholesteryl / behenyl / octyldodecyl), N-lauroyl-L-glutamic acid di (phytosteryl / behenyl / 2-octyldodecyl), and N-lauroyl-L. Di-glutamic acid (cholesteryl / octyldodecyl), N-lauroyl-L-di glutamate (phytosteryl / 2-octyldodecyl) or di-lauroyl-L-glutamate (phytosteryl / behenyl / 2-octyldodecyl / isostearyl), N -Millistoyl-N-methyl-β-alanine phytosteryl and the like.
Among them, N-lauroyl-L-glutamic acid di (cholesteryl / behenyl / octyldodecyl), N-lauroyl-L-glutamic acid di (phytosteryl / behenyl / 2-octyldodecyl), N-lauroyl-L-glutamic acid di (cholesteryl / octyl). Dodecyl) or di-lauroyl-L-glutamic acid (phytosteryl / 2-octyldodecyl) is preferred. The N-acylamino acid sterol ester may be a mixture of two or more.
なお、Ｎ−ラウロイル−Ｌ−グルタミン酸ジ（フィトステリル／２−オクチルドデシル）とは、Ｎ−ラウロイル−Ｌ−グルタミン酸の２つのカルボキシ基を、フィトスロールおよび２−オクチルドデシルアルコールでエステル形成して得られる化合物を示す。即ち、Ｎ−ラウロイル−Ｌ−グルタミン酸ジフィトステリルエステル、Ｎ−ラウロイル−Ｌ−グルタミン酸γ−フィトステリル−α−２−オクチルドデシルエステル、およびＮ−ラウロイル−Ｌ−グルタミン酸α−フィトステリル−γ−２−オクチルドデシルエステルを含む。Ｎ−ラウロイル−Ｌ−グルタミン酸ジ（フィトステリル／ベヘニル／２−オクチルドデシル）についても同様である。 The di (phytosteryl / 2-octyldodecyl) N-lauroyl-L-glutamic acid is obtained by esterifying two carboxy groups of N-lauroyl-L-glutamic acid with phytothrol and 2-octyldodecyl alcohol. Indicates a compound. That is, N-lauroyl-L-glutamic acid diphytosteryl ester, N-lauroyl-L-glutamic acid γ-phytosteryl-α-2-octyldodecyl ester, and N-lauroyl-L-glutamic acid α-phytosteryl-γ-2-octyl. Contains dodecyl ester. The same applies to di (phytosteryl / behenyl / 2-octyldodecyl) N-lauroyl-L-glutamic acid.
Ｎ−アシルアミノ酸ステロールエステルの市販品としては例えば、エルデュウＣＬ−３０１、エルデュウＣＬ−２０２（以上、味の素社製）、エステモールＣＨＳ（日清オイリオ社製）、エルデュウＰＳ−２０３、エルデュウＰＳ−３０４、エルデュウＰＳ−３０６、エルデュウＡＰＳ−３０７（以上、味の素社製）、ＰＬＡＮＤＯＯＬ−ＬＧ１、ＰＬＡＮＤＯＯＬ−ＬＧ２、ＰＬＡＮＤＯＯＬ−ＬＧ３（以上、日本精化社製）、等が挙げられる。これらの１種又は２種以上を用いることが出来る。 Examples of commercially available N-acylamino acid sterol esters include Eldu CL-301, Eldu CL-202 (all manufactured by Ajinomoto Co., Inc.), Estemol CHS (manufactured by Nisshin Oillio Co., Ltd.), Eldu PS-203, and Eldu PS-304. , Eldu PS-306, Eldu APS-307 (above, manufactured by Ajinomoto Co., Inc.), PLANDOOL-LG1, PLANDOOL-LG2, PLANDOOL-LG3 (above, manufactured by Nippon Seika Co., Ltd.), and the like. One or more of these can be used.
ダイマージリノール酸とステロールのエステルは例えば水素添加ダイマー酸と、コレステロール、フィトステロール、イソステアリルアルコール、セチルアルコール、ステアリルアルコール及びベヘニルアルコールとを、無触媒でエステル化反応させ水蒸気脱臭したり、酸触媒下エステル化し水洗後に水蒸気脱臭したりして、得ることができる。
具体的には、ダイマージリノール酸（フィトステリル／イソステアリル／セチル／ステアリル／ベヘニル）、ダイマージリノール酸ダイマージリノレイルビス（ベヘニル／イソステアリル／フィトステリル）、ダイマージリノール酸ジ（イソステアリル／フィトステリル）等が挙げられる。
The ester of dimer dilinoleic acid and sterol is, for example, hydrogenated dimer acid and cholesterol, phytosterol, isostearyl alcohol, cetyl alcohol, stearyl alcohol and behenyl alcohol, which are esterified without a catalyst to deodorize with steam, or ester under an acid catalyst. It can be obtained by deodorizing with water after washing with water.
Specifically, dimer dilinoleic acid (phytosteryl / isostearyl / cetyl / stearyl / behenyl), dimer dilinoleyl bis (behenyl / isostearyl / phytosteryl), dimer dilinoleic acid di (isostearyl / phytosteryl) ) Etc. can be mentioned.
前記ダイマージリノール酸ステロール／高級アルコールエステルの市販品としてはＰＬＡＮＤＯＯＬ−Ｓ、ＰＬＡＮＤＯＯＬ−Ｇ、ＬＵＳＰＬＡＮ ＰＩ−ＤＡ（以上、日本精化社製）等が挙げられる。 Examples of commercially available products of the sterol dimer dilinoleate / higher alcohol ester include PLANDOOL-S, PLANDOOL-G, LUSPLAN PI-DA (all manufactured by Nippon Fine Chemical Co., Ltd.) and the like.
本発明においては、ステロール誘導体として、１種又は２種以上を含有することが出来る。中でもヒドロキシステアリン酸コレステリル、マカデミアナッツ油脂肪酸フィトステリル、マカデミアナッツ油脂肪酸コレステリル、オレイン酸フィトステリル、オレイン酸コレステリル、Ｎ−ラウロイル−Ｌ−グルタミン酸ジ（コレステリル／ベヘニル／オクチルドデシル）、Ｎ−ラウロイル−Ｌ−グルタミン酸ジ（フィトステリル／ベヘニル／２−オクチルドデシル）、Ｎ−ラウロイル−Ｌ−グルタミン酸ジ（コレステリル／オクチルドデシル）またはＮ−ラウロイル−Ｌ−グルタミン酸ジ（フィトステリル／２−オクチルドデシル）、ダイマージリノール酸（フィトステリル／イソステアリル／セチル／ステアリル／ベヘニル）、ダイマージリノール酸ダイマージリノレイルビス（ベヘニル／イソステアリル／フィトステリル）、ダイマージリノール酸ジ（イソステアリル／フィトステリル）から選択される１種又は２種以上を含有することが好適である。 In the present invention, one or more sterol derivatives can be contained. Among them, cholesteryl hydroxystearate, macadamia nut oil fatty acid phytosteryl, macadamia nut oil fatty acid cholesteryl, phytosteryl oleate, cholesteryl oleate, di-lauroyl-L-glutamate (cholesteryl / behenyl / octyldodecyl), N-lauroyl-L-glutamate. Phytosteryl / behenyl / 2-octyldodecyl), di-lauroyl-L-glutamate (cholesteryl / octyldodecyl) or di-lauroyl-L-glutamate (phytosteryl / 2-octyldodecyl), dimer dilinoleic acid (phytosteryl / iso) Contains one or more selected from stearyl / cetyl / stearyl / behenyl), dimer dilinoleyl bis (behenyl / isostearyl / phytosteryl), dimer dilinoleate (isostearyl / phytosteryl) It is preferable to do so.
本発明に係る水中油型乳化組成物の（Ｃ）成分の含有量は特に規定されないが、肌にハリ・弾力、保湿感を付与する効果の点からは（Ｃ）成分の含有量が０．１〜５質量％が好ましく、０．５〜３質量％が特に好ましい。この範囲であればべたつきなく肌にハリ、弾力の実感を与えることが可能である。
The content of the component (C) in the oil-in-water emulsified composition according to the present invention is not particularly specified, but the content of the component (C) is 0 from the viewpoint of the effect of imparting firmness, elasticity and moisturizing feeling to the skin. 1 to 5% by mass is preferable, and 0.5 to 3% by mass is particularly preferable. Within this range, it is possible to give the skin a feeling of firmness and elasticity without stickiness.
成分（Ｄ）：炭素数１６〜２４の高級アルコール
本発明に用いられる（Ｄ）炭素数１６〜２４の高級アルコールは、式ＲＯＨ（Ｒは炭素数１６〜２４の直鎖又は分岐のアルキル又はアルケニル基）で表される飽和又は不飽和の直鎖又は分岐のアルコールである。成分（Ｄ）は、具体的には、セチルアルコール、イソセチルアルコール、ステアリルアルコール、イソステアリルアルコール、アラキルアルコール、ベヘニルアルコール（１−ドコサノール）、ミリスチルアルコール、セトステアリルアルコール等が挙げられる。
水中油型乳化組成物の安定性の向上、外観、粘度ならびに塗布する際の延展性、肌おさまり、保湿効果の点から、炭素数１８〜２２の飽和直鎖アルコールが好ましい。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、テトラコサノールが好ましく、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が最も好ましい。これらは１種又は２種以上を適宜組み合わせて用いることができる。
Component (D): Higher Alcohol with 16 to 24 Carbons (D) The higher alcohol with 16 to 24 carbons used in the present invention is a linear or branched alkyl or alkenyl having the formula ROH (R is 16 to 24 carbons). A saturated or unsaturated linear or branched alcohol represented by (group). Component (D), specifically, cetyl alcohol, isocetyl alcohol, stearyl alcohol, isostearyl alcohol, arachidyl alcohol, behenyl alcohol (1-docosanol), myristyl alcohol, cetostearyl alcohol, and the like.
Improvement of stability of the water-in-oil type emulsified composition, appearance, spreading properties when the viscosity and coating, subside skin, in terms of moisturizing effect, preferably saturated straight-chain alcohols of 18 to 22 carbon atoms. Cetyl alcohol, stearyl alcohol, behenyl alcohol and tetracosanol are preferable, and cetyl alcohol, stearyl alcohol and behenyl alcohol are most preferable. These can be used alone or in combination of two or more as appropriate.
成分（Ｄ）の水中油型乳化組成物中の含有量は、特に限定されるものではないが、粘度の温度依存性と乳化安定性から、０．１〜２％が好ましく、０．２〜１％がより好ましい。 The content of the component (D) in the oil-in-water emulsification composition is not particularly limited, but is preferably 0.1 to 2%, preferably 0.2 to 2%, from the viewpoint of temperature dependence of viscosity and emulsification stability. 1% is more preferable.
ここで、水中油型乳化組成物中における成分（Ａ）と成分（Ｃ）、成分（Ｄ）の含有質量比（Ａ）／（（Ｃ）+（Ｄ））が０．５〜１０であると容器からの吐出性、ハリ・弾力、保湿感が向上するうえにべたつきがなくさらに好ましい。 Here, the content mass ratio (A) / ((C) + (D)) of the component (A) to the component (C) and the component (D) in the oil-in-water emulsified composition is 0.5 to 10. It is more preferable because it improves the discharge property from the container, elasticity / elasticity, and moisturizing feeling, and is not sticky.
水中油型乳化組成物はボトル、ジャー、チューブなど様々な容器に充填されて消費者に提供される。これらは使用者の利便性を向上するためにディスペンサーを用いることがある。この場合ディスペンサーに適度な荷重をかけることにより一定量が吐出され、荷重を解放した時にきちんと元の位置に戻る一連の動作が必須となる。一般に粘度が高すぎると吐出に過剰な力が必要となり好ましくない。また、元の位置に戻りきらないと一定量を吐出することができず使用性が低下する。逆に粘度が低すぎると手から零れ落ちたりして使用性が低下する。使用者が通常使用する温度条件で適切に使用できることが好ましい。
我々は今回、40℃と5℃での粘度差が20Pas未満、特に好ましくは10Pas未満であると通常の使用環境下で使用性が変わらず非常に快適に使用できる事を見出した。本項目はディスペンサー容器においても重要な性質であった。
The oil-in-water emulsified composition is filled in various containers such as bottles, jars and tubes and provided to consumers. These may use a dispenser to improve user convenience. In this case, a certain amount is discharged by applying an appropriate load to the dispenser, and a series of operations of properly returning to the original position when the load is released is indispensable. Generally, if the viscosity is too high, an excessive force is required for discharge, which is not preferable. Further, if the original position is not completely returned, a constant amount cannot be discharged and the usability is lowered. On the contrary, if the viscosity is too low, it may spill from the hand and the usability is lowered. It is preferable that the product can be used appropriately under the temperature conditions normally used by the user.
We have now found that if the viscosity difference between 40 ° C and 5 ° C is less than 20 Pas, especially preferably less than 10 Pas, the usability does not change under normal usage environment and it can be used very comfortably. This item was also an important property in the dispenser container.
しかしながらディスペンサーから組成物が吐出するかどうかは粘度のほかにノズルの形状、長さ、荷重のかけやすさなど様々な要素が関連しており、適切なものを選択することは容易ではなく、複数の条件での実験が必要となる。また、特に化粧料においては審美性など感覚的な選択が行われ、単なる設計事項とは異なる部分が大きい。さらに、水中油型乳化組成物は非ニュートン流体であり、単純な粘度だけで容器からの吐出性を推測することは難しい。 However, whether or not the composition is discharged from the dispenser is related to various factors such as the shape, length, and ease of applying a load in addition to the viscosity, and it is not easy to select an appropriate one. Experiments under the conditions of are required. In addition, especially in cosmetics, sensuous selection such as aesthetics is made, and there are many parts that are different from simple design items. Furthermore, the oil-in-water emulsified composition is a non-Newtonian fluid, and it is difficult to estimate the discharge property from the container only by the simple viscosity.
しかしながら、本発明は、塗布直後からハリ、弾力の実感に優れ、使い続けることにより、シワやたるみ、肌の明るさの改善を実感する、乳化安定性に優れた水中油型乳化組成物を提供することもできる。
また、本発明の水中油型乳化組成物には、上記成分の他に、本発明の効果を妨げない範囲で通常の化粧料に含有される任意成分、すなわち、低級アルコールや多価アルコール以外の水性成分、油剤、粉体、水溶性高分子、皮膜形成剤、成分（Ｂ）以外の界面活性剤、油溶性ゲル化剤、有機変性粘土鉱物、樹脂、着色剤、紫外線吸収剤、防腐剤、抗菌剤、香料、酸化防止剤、ｐＨ調整剤、キレート剤、美容成分等を含有することができる。
However, the present invention provides an oil-in-water emulsification composition having excellent emulsification stability, which is excellent in elasticity and elasticity immediately after application, and which realizes improvement in wrinkles, sagging, and skin brightness by continuing to use. You can also do it.
Further, in the oil-in-water emulsified composition of the present invention, in addition to the above-mentioned components, any components contained in ordinary cosmetics as long as the effects of the present invention are not impaired, that is, other than lower alcohols and polyhydric alcohols. Aqueous components, oils, powders, water-soluble polymers, film-forming agents, surfactants other than component (B), oil-soluble gelling agents, organically modified clay minerals, resins, colorants, UV absorbers, preservatives, It can contain antibacterial agents, fragrances, antioxidants, pH adjusters, chelating agents, beauty ingredients and the like.
本発明の水中油型乳化組成物は、他の成分との併用により種々の剤型とすることもできる。具体的には、液状、ゲル状、ペースト状、クリーム状、固形状等、種々の剤型にて実施することができる。 The oil-in-water emulsified composition of the present invention can be used in various dosage forms in combination with other components. Specifically, it can be carried out in various dosage forms such as liquid, gel, paste, cream and solid.
本発明の水中油型乳化組成物は、皮膚外用剤の用途としても利用可能である。例えば、外用液剤、外用ゲル剤、クリーム剤、軟膏剤、リニメント剤、ローション剤、ハップ剤、硬膏剤、噴霧剤、エアゾール剤等が挙げられる。またその使用方法は、前記した化粧料と同様に挙げることができる。 The oil-in-water emulsified composition of the present invention can also be used as an external preparation for skin. For example, an external liquid agent, an external gel agent, a cream agent, an ointment agent, a liniment agent, a lotion agent, a hap agent, a plaster agent, a spray agent, an aerosol agent and the like can be mentioned. Moreover, the usage method can be mentioned in the same manner as the above-mentioned cosmetics.
本発明の水中油型乳化組成物は、種々の用途の化粧料として利用できる。例えば、化粧水、乳液、クリーム、美容液、マッサージ化粧料、パック化粧料、ハンドクリーム、ボディローション、ボディクリーム、メイクアップ化粧料、化粧用下地化粧料、目元用クリーム、日焼け止め、ヘアクリーム、ヘアワックス等の化粧料を例示することができる。その使用方法は、手や指、コットンで使用する方法、不織布等に含浸させて使用する方法等が挙げられる。 The oil-in-water emulsified composition of the present invention can be used as a cosmetic for various purposes. For example, lotion, milky lotion, cream, serum, massage cosmetics, pack cosmetics, hand cream, body lotion, body cream, makeup cosmetics, makeup base cosmetics, eye cream, sunscreen, hair cream, Cosmetics such as hair wax can be exemplified. Examples of the method of use include a method of using hands, fingers and cotton, a method of impregnating a non-woven fabric and the like, and the like.
本発明について以下に実施例を挙げてさらに詳述するが、本発明はこれによりなんら限定されるものではない。含有量は特記しない限り、その成分が含有される系に対する質量％で示す。 The present invention will be described in more detail with reference to Examples below, but the present invention is not limited thereto. Unless otherwise specified, the content is shown in mass% with respect to the system in which the component is contained.
実施例1 本発明品１〜９及び比較品１〜３：水中油型乳化乳液
下記表１に示す処方の水中油型乳化乳液を調製し、肌のハリ・弾力、保湿感、粘度の温度依存性について下記の方法により評価した。その結果も併せて表１に示す。
Example 1 Products 1 to 9 of the present invention and Comparative products 1 to 3: Oil-in-water emulsified emulsion Prepare an oil-in-water emulsified emulsion having the formulation shown in Table 1 below, and depending on the temperature of skin firmness / elasticity, moisturizing feeling, and viscosity. The sex was evaluated by the following method. The results are also shown in Table 1.
（評価項目）
イ．肌のハリ・弾力
ロ．保湿感
ハ．乳化安定性
(Evaluation item)
I. Skin firmness and elasticity b. Moisturizing feeling c. Emulsification stability
（評価方法）
[イ、ロについて（官能評価）]
２０代〜４０代の女性で官能評価の訓練を受け、一定の基準で評価が可能な専門パネルを１０名選定した。各試料について専門パネルが皮膚に塗布した時に感じる、肌のハリ・弾力、保湿感を下記絶対評価にて５段階に評価し評点を付け、各試料ごとにパネル全員の評点合計から、その平均値を算出し、下記４段階判定基準により判定した。
(Evaluation methods)
[About a and b (sensory evaluation)]
Women in their 20s to 40s were trained in sensory evaluation, and 10 specialized panels that could be evaluated according to certain criteria were selected. For each sample, the firmness, elasticity, and moisturizing feeling of the skin that the specialized panel feels when applied to the skin are evaluated and scored on a 5-point scale by the following absolute evaluation, and the average value from the total score of all the panels for each sample. Was calculated and judged according to the following four-step judgment criteria.
（イ.肌のハリ・弾力の評価）
絶対評価基準
（評点）：（評価）
５点：非常に肌のハリ・弾力があると感じる
４点：肌のハリ・弾力があると感じる
３点：やや肌のハリ・弾力があると感じる
２点：あまり肌のハリ・弾力があると感じない
１点：肌のハリ・弾力があると感じない
４段階判定基準
（判定）：（評点の平均点）
◎ ：４点を超える ：非常に良好
○ ：３点を超える４点以下 ：良好
△ ：２点を超える３点以下 ：やや不良
× ：２点以下 ：不良
(B. Evaluation of skin firmness and elasticity)
Absolute evaluation criteria (score): (evaluation)
5 points: I feel that the skin is very firm and elastic 4 points: I feel that the skin is firm and elastic 3 points: I feel that the skin is slightly firm and elastic 2 points: I feel that the skin is very firm and elastic 1 point: I do not feel that the skin is firm and elastic 4-step criteria (judgment): (average score)
◎: More than 4 points: Very good ○: More than 3 points and less than 4 points: Good △: More than 2 points and less than 3 points: Slightly defective ×: 2 points or less: Defective
（ロ．保湿感の評価）
絶対評価基準
（評点）：（評価）
５点：非常にうるおいを感じる
４点：うるおいを感じる
３点：ややうるおいを感じる
２点：ほとんどうるおいを感じない
１点：うるおいを感じない
４段階判定基準
（判定）：（評点の平均点）
◎ ：４点を超える ：非常に良好
○ ：３点を超える４点以下 ：良好
△ ：２点を超える３点以下 ：やや不良
× ：２点以下 ：不良
(B. Evaluation of moisturizing feeling)
Absolute evaluation criteria (score): (evaluation)
5 points: Very moisturized 4 points: Moisturized 3 points: Slightly moisturized 2 points: Almost no moisturized 1 point: No moisturized 4-step criteria (judgment): (Average score)
◎: More than 4 points: Very good ○: More than 3 points and less than 4 points: Good △: More than 2 points and less than 3 points: Slightly defective ×: 2 points or less: Defective
（評価方法）
[ハについて（粘度の温度依存性評価）]
下記表１に示した水中油型乳化組成物をガラス瓶に入れ、試料を５℃及び４０℃の恒温槽に入れ、翌日B型回転粘度計で粘度を測定した。この時の粘度の差を下記基準に基づいて判定した。
(Evaluation methods)
[About C (Evaluation of temperature dependence of viscosity)]
The oil-in-water emulsified composition shown in Table 1 below was placed in a glass bottle, the sample was placed in a constant temperature bath at 5 ° C. and 40 ° C., and the viscosity was measured with a B-type rotational viscometer the next day. The difference in viscosity at this time was determined based on the following criteria.
（粘度の温度依存性評価基準）
４段階判定基準
（判定）：（判定基準）
◎：差が10Pas未満
○：差が10〜20Pas
△：差が20〜30Pas
×：差が30Pas以上
(Temperature dependence evaluation standard for viscosity)
4-step judgment criteria (judgment): (judgment criteria)
◎: Difference is less than 10 Pas
○: Difference is 10 to 20 Pas
Δ: Difference is 20 to 30 Pas
×: Difference is 30 Pas or more
（製造方法）
Ａ：成分１〜５を７０℃で均一に溶解混合する。
Ｂ：成分６〜１８を７０℃で均一に溶解混合する。
Ｃ：ＡにＢを添加し７０℃で乳化する。
Ｄ：Ｃに成分１９〜２２を添加混合した後、４０℃まで冷却して水中油型乳化乳液を得た。
(Production method)
A: Ingredients 1 to 5 are uniformly dissolved and mixed at 70 ° C.
B: Ingredients 6 to 18 are uniformly dissolved and mixed at 70 ° C.
C: B is added to A and emulsified at 70 ° C.
After adding and mixing components 19 to 22 to D: C, the mixture was cooled to 40 ° C. to obtain an oil-in-water emulsion.
表１の結果から明らかなように、本発明品１〜９の水中油型乳化乳液は、比較品１〜９の水中油型乳化乳液に比べ、ハリ・弾力、保湿感、粘度の温度依存性の全てにおいて優れたものであった。
これに対して成分（Ａ）を含有していない比較品１ではハリ・弾力を感じることができず、さらに粘度の温度依存性が悪かった。成分（Ｃ）を含有していない比較品２ではハリ・弾力、保湿感に劣るものだった。成分（Ｃ）の代わりに誘導体ではないステロールを含有した比較品３も同様にハリ・弾力、保湿感に劣るものであった。また、成分（Ｂ）がないものは乳化不良であったためすべての評価を行わなかった。
As is clear from the results in Table 1, the oil-in-water emulsified emulsions of the products 1 to 9 of the present invention are more elastic, elastic, moisturizing, and temperature-dependent than the oil-in-water emulsions of the comparative products 1 to 9. It was excellent in all of.
On the other hand, in Comparative Product 1 containing no component (A), elasticity and elasticity could not be felt, and the temperature dependence of viscosity was poor. The comparative product 2 containing no component (C) was inferior in elasticity, elasticity, and moisturizing feeling. Comparative product 3 containing sterol, which is not a derivative, instead of the component (C) was also inferior in elasticity, elasticity, and moisturizing feeling. In addition, the one without the component (B) was poorly emulsified, so all evaluations were not performed.
実施例２：本発明品１０〜１４，１７〜１８、参考品１５，１６及び比較品４〜５：水中油型乳化乳液
下記表２に示す処方の水中油型乳化乳液を調製し、粘度の温度依存性、乳化安定性、使用性について下記の方法により評価した。その結果も併せて表２に示す。粘度の温度依存性は実施例１と同様であるため省略する。また表中には示さないが本発明品において肌のハリ、弾力、保湿感、べたつきのなさはいずれも十分実感できるものであった。
Example 2: Invention Product 10 to 14, 17 to 18, reference materials 15, 16 and comparative product 4-5: a prescription of the oil-in-water emulsion lotion shown in oil-in-water emulsion lotion Table 2 were prepared, the viscosity The temperature dependence, emulsion stability, and usability were evaluated by the following methods. The results are also shown in Table 2. Since the temperature dependence of the viscosity is the same as in Example 1, it is omitted. Although not shown in the table, in the product of the present invention, the firmness, elasticity, moisturizing feeling, and non-stickiness of the skin were all fully realized.
（評価方法）
[乳化安定性評価]
作成した水中油型乳化組成物をガラス瓶に入れ、試料を５０℃の恒温槽に１ヶ月間保管した。調製直後の状態を基準として、１ヶ月後の外観の変化および乳化粒子の観測を目視および蛍光顕微鏡 ＢＸ−５１（オリンパス社製）により下記基準に基づいて判定した。
(Evaluation methods)
[Emulsification stability evaluation]
The prepared oil-in-water emulsified composition was placed in a glass bottle, and the sample was stored in a constant temperature bath at 50 ° C. for 1 month. Based on the state immediately after preparation, the change in appearance and the observation of emulsified particles after 1 month were judged visually and by a fluorescence microscope BX-51 (manufactured by Olympus Corporation) based on the following criteria.
（乳化安定性（高温：５０℃、１ヶ月）評価基準）
４段階判定基準
（判定）：（判定基準）
◎：問題なし
○：乳化粒子の増大および凝集が見られるが、透明層は確認されていない
△：上層又は下層部に5ｍｍ以下の透明層が見られる
×：5ｍｍ以上の透明層が見られる
(Emulsion stability (high temperature: 50 ° C, 1 month) evaluation criteria)
4-step judgment criteria (judgment): (judgment criteria)
⊚: No problem ○: Increase and aggregation of emulsified particles are observed, but no transparent layer is confirmed Δ: Transparent layer of 5 mm or less is observed in the upper or lower layer ×: Transparent layer of 5 mm or more is observed
（使用性評価）
作成した水中油型乳化組成物を吉野工業所社製の規格ディスペンサーＳＰ−１０００を付帯した樹脂ボトル容器に入れ、試料を５℃の恒温槽に１ヶ月間保管した。取り出し直後の吐出しやすさを下記４段階判定基準により判定した。
(Usability evaluation)
The prepared oil-in-water emulsified composition was placed in a resin bottle container equipped with a standard dispenser SP-1000 manufactured by Yoshino Kogyosho Co., Ltd., and the sample was stored in a constant temperature bath at 5 ° C. for 1 month. The ease of discharging immediately after taking out was judged by the following four-step criteria.
（イ．使用性の評価）
４段階判定基準
（判定）：（判定基準）
◎：吐出が容易である
○：吐出可能
△：作動が重く、吐出量が少ない。
×：吐出不可
(B. Usability evaluation)
4-step judgment criteria (judgment): (judgment criteria)
⊚: Easy to discharge ○: Dischargeable Δ: Heavy operation and small discharge amount.
×: Discharge not possible
（製造方法）
Ａ：成分１〜５を７０℃で均一に溶解混合する。
Ｂ：成分６〜１６を７０℃で均一に溶解混合する。
Ｃ：ＡにＢを添加し７０℃で乳化する。
Ｄ：Ｃに成分１７〜２０を添加混合した後、４０℃まで冷却して水中油型乳化乳液を得た。
(Production method)
A: Ingredients 1 to 5 are uniformly dissolved and mixed at 70 ° C.
B: Ingredients 6 to 16 are uniformly dissolved and mixed at 70 ° C.
C: B is added to A and emulsified at 70 ° C.
After adding and mixing components 17 to 20 to D: C, the mixture was cooled to 40 ° C. to obtain an oil-in-water emulsion.
表２の結果から明らかなように、本発明品１０〜１４，１７〜１８の水中油型乳化乳液は、比較品に比べ、粘度の温度依存性、乳化安定性、使用性、の全てにおいて優れたものであった。
これに対して成分（Ｄ）を含有していない比較品４では、経時での乳化安定性を保つことが出来なかった。また、炭素鎖長の異なる高級アルコールを用いた比較品５ではでディスペンサーからの吐出が不良であった。
As is clear from the results in Table 2, the oil-in-water emulsions of the products 10 to 14, 17 to 18 of the present invention are superior to the comparative products in all of the temperature dependence of viscosity, emulsion stability, and usability. It was an invention.
On the other hand, the comparative product 4 containing no component (D) could not maintain the emulsification stability over time. Further, in Comparative Product 5 using higher alcohols having different carbon chain lengths, the discharge from the dispenser was poor.
実施例３：水中油型乳化クリーム
（成分） （質量％）
１．１，３−ブチレングリコール １２．０
２．グリセリン ５．０
３．精製水 残量
４．ニコチン酸アミド ４．０
５．水酸化ナトリウム２％溶液 １．５
６．Ｎ−ステアロイル−グルタミン酸 ０．６
７．大豆リン脂質 ０．５
８．ヒドロキシステアリン酸コレステリル ４．０
９．ミツロウ １．０
１０．α−オレフィンオリゴマー ５．０
１１．重質流動イソパラフィン （注５） ３．０
１２．ジメチルポリシロキサン（１０ＣＳ） １．０
１３．Ｎ−ステアロイルジヒドロスフィンゴシン ０．１
１４．アスタキサンチン ０．００１
１５．トコフェロール ０．０１
１６．オクチルドデカノール ２．０
１７．ベヘニルアルコール １．０
１８．パラオキシ安息香酸メチル ０．１
１９．アクリル酸・メタクリル酸アルキル共重合体 （注３） ０．１５
２０．キサンタンガム ０．１
２１．香料 ０．０５
注５）パールリーム１８（日油社製）
Example 3: Oil-in-water emulsified cream (ingredient) (% by mass)
1.1,3-butylene glycol 12.0
2. 2. Glycerin 5.0
3. 3. Remaining amount of purified water 4. Nicotinamide 4.0
5. Sodium hydroxide 2% solution 1.5
6. N-stearoyl-glutamic acid 0.6
7. Soybean phospholipid 0.5
8. Cholesteryl hydroxystearate 4.0
9. Beeswax 1.0
10. α-olefin oligomer 5.0
11. Heavy liquid isoparaffin (Note 5) 3.0
12. Dimethylpolysiloxane (10CS) 1.0
13. N-stearoyl dihydrosphingosine 0.1
14. Astaxanthin 0.001
15. Tocopherol 0.01
16. Octyldodecanol 2.0
17. Behenyl alcohol 1.0
18. Methyl paraoxybenzoate 0.1
19. Acrylic acid / alkyl methacrylate copolymer (Note 3) 0.15
20. Xanthan gum 0.1
21. Fragrance 0.05
Note 5) Pearl Dream 18 (manufactured by NOF CORPORATION)
（製造方法）
Ａ：成分１〜５を７０℃で均一に溶解混合する。
Ｂ：成分６〜１８を８０℃で均一に溶解混合する。
Ｃ：ＡにＢを添加し７０℃で乳化する。
Ｄ：Ｃに成分１９〜２１を添加混合した後、４０℃まで冷却して水中油型乳化クリームを得た。
(Production method)
A: Ingredients 1 to 5 are uniformly dissolved and mixed at 70 ° C.
B: Ingredients 6 to 18 are uniformly dissolved and mixed at 80 ° C.
C: B is added to A and emulsified at 70 ° C.
After adding and mixing components 19 to 21 to D: C, the mixture was cooled to 40 ° C. to obtain an oil-in-water emulsified cream.
実施例３の水中油型乳化クリームは、使用性、ハリ・弾力、保湿感、乳化安定性の全てにおいて優れたものであった。
The oil-in-water emulsified cream of Example 3 was excellent in all of usability, firmness / elasticity, moisturizing feeling, and emulsification stability.
実施例４：水中油型乳化美容液
（成分） （質量％）
１．１，３−ブチレングリコール ５．０
２．ジブチレングリコール ５．０
３．精製水 残量
４．ニコチン酸アミド ６．０
５．水酸化ナトリウム２％溶液 ０．２
６．Ｎ−ミリストイル−Ｌ−グルタミン酸 ０．２５
７．ポリオキシエチレン硬化ヒマシ油 （注６） ０．２
８．マカデミアナッツ油脂肪酸フィトステリル １．０
９．水添ポリイソブテン （注７） ２．０
１０．ジメチルポリシロキサン（６ＣＳ） ３．０
１１．Ｎ−ステアロイルフィトスフィンゴシン ０．１
１２．酢酸トコフェロール ０．０１
１３．ステアリルアルコール ０．５
１４．ペンタンジオール ０．１
１５．カルボマー ０．１５
１６．（アクリル酸Ｎａ／アクリロイルジメチルタウリンＮａ）コポリマー
（注８） ０．１
１７．エタノール ５．０
１８．香料 ０．１
注６）ＨＣＯ−１０（日本サーファクタント工業社製）
注７）ＩＰソルベント２０２８ＭＵ（出光興産社製）
注８）ＳＩＭＵＬＧＥＬ ＥＧ（ＳＥＰＩＣ社製）
Example 4: Oil-in-water emulsified beauty essence (ingredient) (% by mass)
1.1,3-butylene glycol 5.0
2. 2. Dibutylene glycol 5.0
3. 3. Remaining amount of purified water 4. Nicotinamide 6.0
5. Sodium hydroxide 2% solution 0.2
6. N-myristoylation-L-glutamic acid 0.25
7. Polyoxyethylene cured castor oil (Note 6) 0.2
8. Macademia nut oil fatty acid phytosteryl 1.0
9. Hydrogenated polyisobutene (Note 7) 2.0
10. Dimethylpolysiloxane (6CS) 3.0
11. N-stearoyl phytosphingosine 0.1
12. Tocopherol acetate 0.01
13. Stearyl alcohol 0.5
14. Pentanediol 0.1
15. Carbomer 0.15
16. (Na acrylate / Na acryloyl dimethyl taurine) copolymer
(Note 8) 0.1
17. Ethanol 5.0
18. Fragrance 0.1
Note 6) HCO-10 (manufactured by Nippon Surfant Industry Co., Ltd.)
Note 7) IP Solvent 2028MU (manufactured by Idemitsu Kosan Co., Ltd.)
Note 8) SIMULGEL EG (manufactured by SEPIC)
（製造方法）
Ａ：成分１〜５を７０℃で均一に溶解混合する。
Ｂ：成分６〜１４を８０℃で均一に溶解混合する。
Ｃ：ＡにＢを添加し７０℃で乳化する。
Ｄ：Ｃに成分１５〜１８を添加混合した後、４０℃まで冷却して水中油型乳化美容液を得た。
(Production method)
A: Ingredients 1 to 5 are uniformly dissolved and mixed at 70 ° C.
B: Ingredients 6 to 14 are uniformly dissolved and mixed at 80 ° C.
C: B is added to A and emulsified at 70 ° C.
After adding and mixing components 15 to 18 to D: C, the mixture was cooled to 40 ° C. to obtain an oil-in-water emulsified beauty essence.
実施例４の水中油型乳化美容液は、ディスペンサーからの吐出性、ハリ・弾力、保湿感、乳化安定性の全てにおいて優れたものであった。
The oil-in-water emulsified beauty essence of Example 4 was excellent in all of the discharge property from the dispenser, the elasticity / elasticity, the moisturizing feeling, and the emulsification stability.
実施例５：水中油型化粧下地
（成分） （質量％）
１．１，３−ブチレングリコール ５．０
２．ＤＰＧ ３．０
３．精製水 残量
４．ニコチン酸アミド ３．０
５．水酸化ナトリウム２％溶液 １．０
６．Ｎ−ステアロイル−グルタミン酸 ０．７
７．オレイン酸コレステリル ０．２
８．デカメチルペンタシクロシロキサン ３．０
９．リコピン ０．０５
１０．トコトリエノール ０．０５
１１．ベヘニルアルコール ０．１５
１２．２−エチルヘキシルグリセリルエーテル ０．１
１３．カルボマー ０．１５
１４．ヒドロキシエチルセルロース（注９） ０．１
１５．ポリソルベート８０ ０．１
１６．アクリレーツ/アクリル酸アルキル（Ｃ１０−３０）クロスポリマー
１．０
１７．含水シリカ １．０
１８．酸化鉄 ０．３
１９．酸化チタン ２．０
２０．香料 ０．０５
注９）ＮＡＴＲＯＳＯＬ２５０ ＨＨＲ（ハークレス社製）
Example 5: Underwater oil type makeup base (ingredient) (mass%)
1.1,3-butylene glycol 5.0
2. 2. DPG 3.0
3. 3. Remaining amount of purified water 4. Nicotinamide 3.0
5. Sodium hydroxide 2% solution 1.0
6. N-stearoyl-glutamic acid 0.7
7. Cholesteryl oleate 0.2
8. Decamethylpentacyclosiloxane 3.0
9. Lycopene 0.05
10. Tocotrienols 0.05
11. Behenyl alcohol 0.15
12.2-Ethylhexyl glyceryl ether 0.1
13. Carbomer 0.15
14. Hydroxyethyl cellulose (Note 9) 0.1
15. Polysorbate 80 0.1
16. Acrylate / Alkylate Acrylate (C10-30) Cross Polymer
1.0
17. Hydrous silica 1.0
18. Iron oxide 0.3
19. Titanium oxide 2.0
20. Fragrance 0.05
Note 9) NATROSOL250 HHR (manufactured by Harkless)
（製造方法）
Ａ：成分１〜５を７０℃で均一に溶解後、成分１５〜２０を加え均一に分散する。
Ｂ：成分６〜１２を８０℃で均一に溶解混合する。
Ｃ：ＡにＢを添加し７０℃で乳化する。
Ｄ：Ｃに成分１３〜１４を添加混合した後、４０℃まで冷却して水中油型化粧下地を得た。
(Production method)
A: After components 1 to 5 are uniformly dissolved at 70 ° C., components 15 to 20 are added and uniformly dispersed.
B: Ingredients 6 to 12 are uniformly dissolved and mixed at 80 ° C.
C: B is added to A and emulsified at 70 ° C.
After adding and mixing components 13 to 14 to D: C, the mixture was cooled to 40 ° C. to obtain an oil-in-water makeup base.
実施例５の水中油型化粧下地は、べたつくことなく、保湿性とハリの実感に優れ、乳化安定性において優れたものであった。
The oil-in-water type makeup base of Example 5 was excellent in moisturizing property and firmness without stickiness, and was excellent in emulsion stability.
本発明は、化粧料、医薬部外品、皮膚外用剤等に適用できる。 The present invention can be applied to cosmetics, quasi-drugs, external preparations for skin, and the like.
Claims (6)
（Ａ）ニコチン酸アミド
（Ｂ）アシルアミノ酸又はその塩であり、当該成分（Ｂ）のアシル基が炭素数８〜２２であり、当該成分（Ｂ）のアミノ酸がグルタミン酸又はその塩であるもの
（Ｃ）ステロールエステル
（Ｄ）炭素数１６〜２４の飽和直鎖高級アルコール；
を含有し、
前記成分（Ａ）が組成物の総質量に対して１〜１０質量％であり、
前記成分（Ａ）／（前記（Ｃ）＋前記（Ｄ））＝０．５〜１０である、
水中油型乳化組成物。 The following components (A) to (D);
(A) Nicotinic acid amide (B) acyl amino acid or a salt thereof, the acyl group of the component (B) has 8 to 22 carbon atoms, and the amino acid of the component (B) is glutamic acid or a salt thereof ( C) sterol esters (D) saturated 16 to 24 carbon atoms linear higher alcohol;
Contains,
The component (A) is 1 to 10% by mass with respect to the total mass of the composition.
The component (A) / (the (C) + the (D)) = 0.5 to 10.
Oil-in-water emulsified composition.
It said composition cosmetic or oil-in-water emulsion composition according to any one of claim 1-5 is a skin external preparation.
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| FR3060307B1 (en) * | 2016-12-16 | 2019-01-25 | L'oreal | COSMETIC COMPOSITION COMPRISING SOLID FATTY BODIES AND A GELIFYING POLYMER |
| JP6997222B2 (en) | 2017-06-23 | 2022-01-17 | ザ プロクター アンド ギャンブル カンパニー | Compositions and Methods for Improving the Appearance of the Skin |
| US20200155435A1 (en) * | 2017-08-10 | 2020-05-21 | Kao Corporation | Hair cosmetic |
| JP7246155B2 (en) * | 2017-10-30 | 2023-03-27 | 株式会社コーセー | Oil-in-water emulsion composition |
| JP7356228B2 (en) * | 2018-01-31 | 2023-10-04 | 株式会社コーセー | Composition |
| JP7364339B2 (en) * | 2018-01-31 | 2023-10-18 | 株式会社コーセー | Cosmetics or skin preparations with improved skin permeability of active skin ingredients |
| EP3817717A1 (en) | 2018-07-03 | 2021-05-12 | The Procter & Gamble Company | Method of treating a skin condition |
| JP7267592B2 (en) * | 2019-05-30 | 2023-05-02 | 株式会社ダリヤ | skin cosmetic composition |
| JP7287853B2 (en) * | 2019-07-05 | 2023-06-06 | 花王株式会社 | Emulsion composition for external use on the skin |
| EP4157206A1 (en) | 2020-06-01 | 2023-04-05 | The Procter & Gamble Company | Method of improving penetration of a vitamin b3 compound into skin |
| US10959933B1 (en) | 2020-06-01 | 2021-03-30 | The Procter & Gamble Company | Low pH skin care composition and methods of using the same |
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| JP2005053879A (en) * | 2003-08-07 | 2005-03-03 | Kose Corp | Emulsion cosmetic |
| JP5689288B2 (en) * | 2010-05-17 | 2015-03-25 | 花王株式会社 | Topical skin preparation |
| EP2838500B1 (en) * | 2012-04-19 | 2019-05-22 | The Procter and Gamble Company | Cosmetic compositions comprising an alkylene oxide derivative and a n-acyl amino acid compound |
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