WO2022215492A1 - Lip-coating cosmetic - Google Patents

Lip-coating cosmetic Download PDF

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Publication number
WO2022215492A1
WO2022215492A1 PCT/JP2022/012550 JP2022012550W WO2022215492A1 WO 2022215492 A1 WO2022215492 A1 WO 2022215492A1 JP 2022012550 W JP2022012550 W JP 2022012550W WO 2022215492 A1 WO2022215492 A1 WO 2022215492A1
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Prior art keywords
cosmetic
mass
present
lip
phenyl
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PCT/JP2022/012550
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French (fr)
Japanese (ja)
Inventor
希子 冨田
啓佑 林田
桐子 千葉
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株式会社 資生堂
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Priority to JP2023512903A priority Critical patent/JPWO2022215492A1/ja
Publication of WO2022215492A1 publication Critical patent/WO2022215492A1/en

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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/19Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/27Zinc; Compounds thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89Polysiloxanes
    • A61K8/891Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00Make-up preparations; Body powders; Preparations for removing make-up

Definitions

  • the present invention relates to a lip coat cosmetic excellent in transfer resistance. More specifically, it relates to a lip coat cosmetic that exhibits excellent transfer resistance, is glossy, and does not give a feeling of film.
  • lip coat cosmetics that impart transfer resistance by coating on top of lipstick etc. It is known to use a "overcoat”).
  • Conventional lip coat cosmetics prevent secondary adhesion by blending a film agent or powder with a water-repellent or oil-repellent oil component to form a film layer on the lipstick layer (Patent Document 1). ).
  • Such a lip coat cosmetic can suppress secondary adhesion, but cannot avoid feeling like a film after application, and sometimes the finish becomes matte and loses "gloss”.
  • Patent Document 2 an oil-based lip coat containing predetermined amounts of methylphenylpolysiloxane, silicic anhydride, and polymethylsilsesquioxane particles each having a predetermined viscosity is excellent in transfer resistance, usability, and stability. It is stated that However, in the oil-based lip coat of Patent Document 2, polymethylsilsesquioxane is the only powder that can be stably blended with methylphenylpolysiloxane used to suppress bleeding.
  • An object of the present invention is to provide a lip coat cosmetic of a new formulation that can impart excellent transfer resistance by top coating to lipstick, and can impart luster to the lips without giving a filmy feeling after application. do.
  • the present invention (a) 30-99% by weight of non-volatile dimethicone, and (b) A lip coat cosmetic containing 5% by mass or less of metallic soap.
  • the lip coat cosmetic of the present invention is an emulsified cosmetic containing (c1) phenyl-modified silicone or (c2) water in addition to (a) non-volatile dimethicone and (b) metallic soap. can be done.
  • the lip coat cosmetic of the present invention is excellent in transfer resistance (no secondary adhesion) effect, and is easy to use as a tool with an applicator.
  • the lip coat cosmetic of the present invention does not cause the base lipstick to bleed when it is applied over lipstick, and it does not give a filmy feeling after application, does not turn white (does not become white and cloudy), and can give a glossy finish. .
  • the lip coat cosmetic of the present invention has an appropriate viscosity, it is easy to remove from the container and does not drip.
  • the lip coat cosmetic of the present invention (hereinafter also simply referred to as “cosmetics”) contains (a) non-volatile dimethicone and (b) metallic soap as essential components.
  • Non-Volatile Dimethicone used in the cosmetic of the present invention is liquid at room temperature and is a non-volatile linear or branched silicone oil (dimethylpolysiloxane). is.
  • Non-volatile as used herein means not exhibiting volatility at normal temperature and normal pressure.
  • a non-volatile oil can be defined as an oil having an evaporation rate of less than 0.01 mg/cm 2 /min at normal temperature and pressure, without any particular limitation.
  • the (a) non-volatile dimethicone in the present invention is, for example, dimethylpolysiloxane having a degree of polymerization of 6 or more, and optionally part of the trimethylsilyl groups may be substituted with alkyl, alkoxyl, fluorine, or the like.
  • phenyl-modified silicones substituted with phenyl groups are not included in (a) non-volatile dimethicone.
  • the (a) non-volatile dimethicone used in the cosmetic of the present invention preferably has a viscosity within the range of 100 to 5,000 cs (centistokes) as measured with a Brookfield viscometer at 30°C.
  • the amount of (a) nonvolatile dimethicone blended in the cosmetic of the present invention is 30 to 99% by mass, preferably 35 to 90% by mass, based on the total amount of the cosmetic.
  • the "metallic soap” blended in the cosmetic of the present invention is generally understood as higher fatty acid salts of non-alkali metals such as calcium, zinc and magnesium.
  • carboxysilicone metal salt having a structure represented by the following general formula (1) in the cosmetic of the present invention.
  • X is Ra or a group represented by the following formula (2)
  • R a and R b are each independently selected from a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, or a phenyl group, and may be the same or different.
  • alkyl groups having 1 to 6 carbon atoms include straight groups such as methyl, ethyl, n-propyl, i-propyl, n-butyl, i-butyl, s-butyl, t-butyl, pentyl, neopentyl, hexyl and cyclopentyl.
  • a chain, branched or cyclic alkyl group can be mentioned.
  • Each of m and n is an integer of 1 or more and is not particularly limited, but preferably 1, 2 or 3.
  • A is a linear or branched alkylene group represented by C q H2 q , where q is an integer of 0-20, preferably 2-10.
  • M is a metal atom other than alkali metals, and includes divalent alkaline earth metals and divalent or higher metal atoms. Examples of divalent alkaline earth metals include Mg, Ca, and Ba, and examples of other metal atoms include Mn, Fe, Co, Al, Ni, Cu, V, Mo, Nb, Zn, and Ti. be done.
  • the metal atom M in the metal soap (carboxysilicone metal salt) used in the present invention is particularly preferably Ca, Zn, Mg or Al.
  • p is an integer of 2 or more corresponding to the valence of the metal atom (M).
  • a particularly preferred carboxysilicone in the present invention is 3-(10-carboxydecyl)-1,1,1,3,5,5,5-heptamethyltrisiloxane (hereinafter also referred to as "carboxydecyltrisiloxane”).
  • the content of (b) metallic soap in the cosmetic of the present invention is 5% by mass or less, preferably 4% by mass or less, relative to the total amount of the cosmetic. If the amount of the metallic soap exceeds 5% by mass, the viscosity of the cosmetic becomes high and the applicator tends not to stick to it.
  • the lower limit of the amount of the metal soap (b) is not particularly limited, but is usually 0.01% by mass or more, preferably 0.05% by mass or more.
  • the cosmetic of the present invention preferably has a viscosity of 1 to 14 Pa ⁇ s (Brookfield viscometer) at 30°C of the entire cosmetic. If the viscosity of the cosmetic is less than 1 Pa ⁇ s, it tends to drip from the applicator, and if it exceeds 14 Pa ⁇ s, it tends not to adhere to the applicator.
  • the cosmetic of the present invention can contain (c1) phenyl-modified silicone or (c2) water in addition to (a) non-volatile dimethicone and (b) metal soap.
  • (c1) phenyl-modified silicone or (c2) water is blended, it can be provided as an oil-in-oil, oil-in-water, or water-in-oil emulsified cosmetic.
  • the phenyl-modified silicone in the present invention is a non-volatile silicone oil that is liquid at room temperature and has a structure in which some of the methyl groups of dimethylpolysiloxane (dimethicone) are substituted with phenyl groups.
  • phenyl-modified silicone examples include, but are not limited to, phenyltrimethicone, diphenyldimethicone, diphenylsiloxyphenyltrimethicone, and trimethylpentaphenyltrisiloxane.
  • the cosmetic containing (c1) phenyl-modified silicone is an oil-in-oil type in which one of (a) non-volatile dimethicone and (c1) phenyl-modified silicone is an external phase (continuous phase) and the other is an internal phase (dispersed phase). It becomes an oily cosmetic.
  • the content of (c1) phenyl-modified silicone in the cosmetic of the present invention is 60% by mass or less, preferably 58% by mass or less, relative to the total amount of the cosmetic. If the amount of the phenyl-modified silicone (c1) exceeds 60% by mass, the stability of the emulsion tends to decrease.
  • the content of (c2) water in the cosmetic of the present invention is 60% by mass or less, preferably 58% by mass or less, relative to the total amount of the cosmetic.
  • (a) non-volatile dimethicone and (c2) water mixing ratio (mass ratio), [(a) / (c2)] 0.5 ⁇ 5.0 in the range of emulsification It is preferable from the viewpoint of stability.
  • Aqueous phase thickeners include natural or synthetic organic modified clay minerals such as bentonite, agar, xanthan gum, succinoglycan, carboxyvinyl polymer (carbomer), (dimethylacrylamide/acryloyldimethyltaurate Na) crosspolymer, and the like. can be exemplified.
  • the amount of the aqueous phase thickener is not particularly limited as long as the viscosity of the cosmetic is within the above range (1 to 14 Pa ⁇ s at 30°C). Usually, it is 0.05 to 6% by mass, preferably 0.1 to 5% by mass, more preferably 0.5 to 3% by mass, based on the total amount of the cosmetic.
  • Silicic anhydride The cosmetic of the present invention preferably further contains (e) silicic anhydride. (e) Addition of silicic anhydride further improves stability. (e) Silicic anhydride is preferably ultrafine silicic anhydride having an average primary particle size of 1 to 50 nm, such as Aerosil 200, 300, R972, R974, RY200 (manufactured by Nippon Aerosil Co., Ltd.). The silicic anhydride used in the present invention may be hydrophilic or hydrophobized by silylation or the like.
  • the content of (e) silicic anhydride in the cosmetic of the present invention is 0.5 to 5% by mass, preferably 1 to 4% by mass, based on the total amount of the cosmetic.
  • the cosmetic of the present invention may contain other ingredients that are commonly used in lip coat cosmetics as long as they do not impair the effects of the present invention.
  • other ingredients include coloring materials, oils (other than silicone oils), powders, dyes, moisturizers, perfumes, surfactants, antioxidants, preservatives, cosmetic ingredients, and the like.
  • oils other than silicone oils
  • the cosmetics of the present invention also include embodiments in which no hydrocarbon oil is blended.
  • the cosmetic of the present invention can be provided as a liquid lip coat (lipstick overcoat), lip balm, or the like.
  • a lip coat cosmetic having good usability and excellent transfer resistance and gloss.
  • the present invention will be described in more detail below with reference to examples, but the present invention is not limited by these. Unless otherwise specified, the blending amount is shown in % by mass.
  • Lip coat cosmetics were prepared according to the usual method with the formulations shown in Tables 2 to 5 below.
  • the cosmetics of each example were evaluated for "transfer resistance (secondary adhesion resistance effect)", "ease of use” and “finishing” based on the following methods and criteria.
  • "Ease of use” means ease of taking the cosmetic from the container using the applicator (no defects such as dripping due to too low viscosity or sticking to the applicator due to too high viscosity)
  • finish means that the lip coat cosmetic does not turn white but is glossy after being applied.
  • the viscosity at 30° C. of some cosmetics was measured using a Brookfield viscometer (rotor M4, number of revolutions 12 rpm).
  • "-" in the table means unmeasured.
  • lip coat cosmetics having formulations shown in Tables 2 to 5 below were applied over the lipstick.
  • the application method was a method in which, after applying the cosmetics of each example and each comparative example to the lips, the upper and lower lips were rubbed together and pressure was applied for about 5 seconds. Transfer resistance was evaluated based on the absence of color transfer to the cup. Ease of use was evaluated based on ease of application with the applicator and ease of application with the applicator. The finish was evaluated by a sensory test and visual observation by each specialized panel.
  • Evaluation criteria A: Evaluation value (average value) 4.0 or more B: Evaluation value (average value) 3.0 or more and less than 4.0 points C: Evaluation value (average value) less than 3.0 points
  • Non-volatile dimethicone is not compatible with the oil commonly used in lipstick, so it can be applied over the lipstick without bleeding the base lipstick, giving it excellent transfer resistance.
  • Comparative Example 1-1 containing no metal soap had too low a viscosity and dripped from the applicator and could not be applied. was too high to stick to the applicator and could not be removed from the container with the applicator.
  • Examples 2-1 to 2-4 which were oil-in-oil emulsions of (a) nonvolatile dimethicone and (c1) phenyl-modified silicone, were excellent in transfer resistance, ease of use, and finish. .
  • Comparative Example 2-1 in which the amount of phenyl-modified silicone was more than 60% by mass, a stable emulsion could not be prepared.
  • Examples 3-1 to 3-7 which were water-in-oil emulsions in which (a) non-volatile dimethicone was the outer phase (continuous phase) and (c2) water was the inner phase (dispersed phase), had excellent transfer resistance. demonstrated its versatility and ease of use. However, when the viscosity of the cosmetic exceeds 14 Pa ⁇ s, although the transfer resistance and ease of use are excellent, the cosmetic may become white after application and the finish may deteriorate (data not shown).
  • Example 3-8 as an oil-in-water emulsion with water as an external phase (continuous phase) is easier to use than the water-in-oil type Although the hardness and finish were slightly inferior, the properties were sufficiently satisfactory. On the other hand, in Comparative Examples 3-1 and 3-2 containing no metal soap, stable emulsions could not be prepared in either the water-in-oil type or the oil-in-water type.
  • Lip coat cosmetics of the present invention were prepared according to the formulations shown in Tables 6 and 7 below.

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Abstract

The purpose of the present invention is to provide a lip-coating cosmetic that is a new formulation capable of providing further superior transfer resistance when used as a finishing coat for a lipstick, and capable of providing gloss to the lips without leaving a coating feel to the lips after application. The present invention pertains to a lip-coating cosmetic characterized by containing (a) 30-99 mass% of non-volatile dimethicone, and (b) at most 5 mass% of a metallic soap. The lip-coating cosmetic according to the present invention can be made into an emulsion-type cosmetic that contains (c1) a phenyl-modified silicone or (c2) water, in addition to (a) the non-volatile dimethicone and (b) the metallic soap.

Description

リップコート化粧料lip coat cosmetics
 本発明は、耐移り性に優れたリップコート化粧料に関する。より詳しくは、優れた耐移り性を発揮することに加え、つやがあり、皮膜感を感じさせないリップコート化粧料に関する。 The present invention relates to a lip coat cosmetic excellent in transfer resistance. More specifically, it relates to a lip coat cosmetic that exhibits excellent transfer resistance, is glossy, and does not give a feeling of film.
 口紅等のメーキャップ化粧料においては、塗布した化粧料がカップ等に接触することにより転写されてしまう色移り(二次付着)が問題となっていた。昨今の新型コロナウイルス感染症(COVID-19)の感染拡大を受けて、外出する際や人と面会する際にマスクを着用することが新たな日常(ニューノーマル又はニュースタンダード)になりつつある。従って、口紅等がマスクに二次付着して色落ちすることを防止するため、耐移り性(二次付着レス効果)を向上させることが新たな課題となっている。 With makeup cosmetics such as lipstick, color transfer (secondary adhesion), which is transferred when the applied cosmetics come into contact with a cup or the like, has become a problem. Due to the recent spread of the new coronavirus infection (COVID-19), wearing a mask when going out or meeting people is becoming a new normal (new normal or new standard). Therefore, in order to prevent secondary adhesion of lipstick or the like to the mask and color fading, it is a new issue to improve transfer resistance (secondary adhesion resistance effect).
 耐移り性を向上させる手段として、口紅等のメーキャップ化粧料自体に耐移り性を付与する以外に、口紅等の上に重ねて塗布することにより耐移り性を付与するリップコート化粧料(「口紅オーバーコート」ともいう)を用いることが知られている。従来のリップコート化粧料は、撥水性や撥油性の油分に皮膜剤や粉末を配合し、口紅層の上に皮膜層を形成することにより二次付着を防止するものであった(特許文献1)。このようなリップコート化粧料は、二次付着は抑制できても塗布後の皮膜感は避けられず、仕上がりがマットになり「つや」が失われることがあった。 As a means to improve transfer resistance, in addition to imparting transfer resistance to makeup cosmetics such as lipstick itself, lip coat cosmetics that impart transfer resistance by coating on top of lipstick etc. It is known to use a "overcoat"). Conventional lip coat cosmetics prevent secondary adhesion by blending a film agent or powder with a water-repellent or oil-repellent oil component to form a film layer on the lipstick layer (Patent Document 1). ). Such a lip coat cosmetic can suppress secondary adhesion, but cannot avoid feeling like a film after application, and sometimes the finish becomes matte and loses "gloss".
 特許文献2には、所定粘度のメチルフェニルポリシロキサン、無水ケイ酸、及びポリメチルシルセスキオキサン粒子を、各々所定量配合した油性リップコートが、耐移り性、使用性、及び安定性に優れていると記載されている。しかしながら、特許文献2の油性リップコートにおいては、にじみを抑制するために採用したメチルフェニルポリシロキサンに安定に配合するための粉末はポリメチルシルセスキオキサンに限られている。 In Patent Document 2, an oil-based lip coat containing predetermined amounts of methylphenylpolysiloxane, silicic anhydride, and polymethylsilsesquioxane particles each having a predetermined viscosity is excellent in transfer resistance, usability, and stability. It is stated that However, in the oil-based lip coat of Patent Document 2, polymethylsilsesquioxane is the only powder that can be stably blended with methylphenylpolysiloxane used to suppress bleeding.
特開2005-255626号公報JP 2005-255626 A 特許第5416371号公報Japanese Patent No. 5416371
 本発明は、口紅に上塗りすることにより優れた耐移り性を付与でき、なおかつ塗布後に皮膜感がなく、***につやを与えることのできる新たな処方のリップコート化粧料を提供することを目的とする。 An object of the present invention is to provide a lip coat cosmetic of a new formulation that can impart excellent transfer resistance by top coating to lipstick, and can impart luster to the lips without giving a filmy feeling after application. do.
 本発明者らは鋭意研究の結果、非揮発性ジメチコンに所定量の金属石鹸を添加することにより、耐移り性及びつや感に優れ、皮膜感を生じないリップコート化粧料が得られることを見出し、本発明を完成した。 As a result of intensive research, the present inventors found that by adding a predetermined amount of metal soap to non-volatile dimethicone, a lip coat cosmetic excellent in transfer resistance and glossy feeling and free from filmy feeling can be obtained. , completed the present invention.
 すなわち本発明は、
(a)30~99質量%の非揮発性ジメチコン、及び、
(b)5質量%以下の金属石鹸、を含有することを特徴とする、リップコート化粧料を提供する。
That is, the present invention
(a) 30-99% by weight of non-volatile dimethicone, and
(b) A lip coat cosmetic containing 5% by mass or less of metallic soap.
 本発明のリップコート化粧料は、上記の(a)非揮発性ジメチコン及び(b)金属石鹸に加えて、(c1)フェニル変性シリコーン又は(c2)水を更に含有する乳化型化粧料とすることができる。 The lip coat cosmetic of the present invention is an emulsified cosmetic containing (c1) phenyl-modified silicone or (c2) water in addition to (a) non-volatile dimethicone and (b) metallic soap. can be done.
 本発明のリップコート化粧料は、耐移り性(二次付着レス)効果に優れるとともに、塗布具付き用具の使い勝手が良好である。本発明のリップコート化粧料は、口紅に重ね塗りした際に下地の口紅を滲ませることがなく、塗布後に皮膜感がなく、白くならず(白く濁らず)、つやのある仕上がりとすることができる。
 また、本発明のリップコート化粧料は、適度な粘性を有しているため、容器から取り易く、垂れ落ちることもない。
The lip coat cosmetic of the present invention is excellent in transfer resistance (no secondary adhesion) effect, and is easy to use as a tool with an applicator. The lip coat cosmetic of the present invention does not cause the base lipstick to bleed when it is applied over lipstick, and it does not give a filmy feeling after application, does not turn white (does not become white and cloudy), and can give a glossy finish. .
Moreover, since the lip coat cosmetic of the present invention has an appropriate viscosity, it is easy to remove from the container and does not drip.
 本発明のリップコート化粧料(以下、単に「化粧料」とも称する)は、(a)非揮発性ジメチコン及び(b)金属石鹸を必須成分として含有する。 The lip coat cosmetic of the present invention (hereinafter also simply referred to as "cosmetics") contains (a) non-volatile dimethicone and (b) metallic soap as essential components.
(a)非揮発性ジメチコン
 本発明の化粧料で用いられる非揮発性ジメチコン(a成分)は、常温で液状であり、非揮発性の直鎖状又は分岐鎖状のシリコーン油(ジメチルポリシロキサン)である。
本明細書における「非揮発性」とは、常温常圧において揮発性を示さないことを意味する。特に限定するものではないが、便宜的に、常温常圧での蒸発速度が0.01mg/cm/分未満の油を非揮発性油と定義できる。
(a) Non-Volatile Dimethicone The non-volatile dimethicone (ingredient a) used in the cosmetic of the present invention is liquid at room temperature and is a non-volatile linear or branched silicone oil (dimethylpolysiloxane). is.
"Non-volatile" as used herein means not exhibiting volatility at normal temperature and normal pressure. For convenience, a non-volatile oil can be defined as an oil having an evaporation rate of less than 0.01 mg/cm 2 /min at normal temperature and pressure, without any particular limitation.
 本発明における(a)非揮発性ジメチコンは、例えば、重合度6以上のジメチルポリシロキサンであり、任意に、トリメチルシリル基の一部がアルキル、アルコキシル、フッ素等で置換されていてもよい。但し、フェニル基で置換されたフェニル変性シリコーンは(a)非揮発性ジメチコンに含まれない。 The (a) non-volatile dimethicone in the present invention is, for example, dimethylpolysiloxane having a degree of polymerization of 6 or more, and optionally part of the trimethylsilyl groups may be substituted with alkyl, alkoxyl, fluorine, or the like. However, phenyl-modified silicones substituted with phenyl groups are not included in (a) non-volatile dimethicone.
 本発明の化粧料に使用する(a)非揮発性ジメチコンは、30℃においてB型粘度計で測定した粘度が、100~5,000cs(センチストークス)の範囲内であるものが好ましい。 The (a) non-volatile dimethicone used in the cosmetic of the present invention preferably has a viscosity within the range of 100 to 5,000 cs (centistokes) as measured with a Brookfield viscometer at 30°C.
 本発明の化粧料における(a)非揮発性ジメチコンの配合量は、化粧料全量に対して、30~99質量%、好ましくは35~90質量%である。 The amount of (a) nonvolatile dimethicone blended in the cosmetic of the present invention is 30 to 99% by mass, preferably 35 to 90% by mass, based on the total amount of the cosmetic.
(b)金属石鹸
 本発明の化粧料に配合される「金属石鹸」は、一般に、カルシウム、亜鉛、マグネシウム等の非アルカリ金属の高級脂肪酸塩と解される。
(b) Metallic Soap The "metallic soap" blended in the cosmetic of the present invention is generally understood as higher fatty acid salts of non-alkali metals such as calcium, zinc and magnesium.
 本発明の化粧料では、金属石鹸の中でも、以下の一般式(1)に示す構造を有するカルボキシシリコーン金属塩を用いるのが好ましい。 Among metal soaps, it is preferable to use a carboxysilicone metal salt having a structure represented by the following general formula (1) in the cosmetic of the present invention.
Figure JPOXMLDOC01-appb-C000001
 式(1)において、
 Xは、R又は下記式(2)で表される基であり、
Figure JPOXMLDOC01-appb-C000002
 R及びRは、各々独立に、水素原子、炭素数1~6のアルキル基、フェニル基のいずれかから選択され、同一であっても異なっていてもよい。炭素数1~6のアルキル基としては、メチル、エチル、n-プロピル、i-プロピル、n-ブチル、i-ブチル、s-ブチル、t-ブチル、ペンチル、ネオペンチル、ヘキシル、シクロペンチル、などの直鎖状、分岐鎖状あるいは環状のアルキル基が挙げられる。
 m及びnは、1以上の整数であり、特に限定されるものではないが、1、2又は3が好ましい。
 Aは、CH2で表される直鎖状または分岐鎖状のアルキレン基であり、qは0~20の整数、好ましくは2~10の整数である。
 Mは、アルカリ金属以外の金属原子であり、2価のアルカリ土類金属、2価以上の金属原子が挙げられる。2価のアルカリ土類金属としては、Mg、Ca、Baが例示され、その他の金属原子としては、Mn、Fe、Co、Al、Ni、Cu、V、Mo、Nb、Zn、Ti等が挙げられる。本発明で使用する金属石鹸(カルボキシシリコーン金属塩)における金属原子Mは、Ca、Zn、Mg、又はAlのいずれかであることが特に好ましい。
pは、金属原子(M)の価数に対応する2以上の整数である。
Figure JPOXMLDOC01-appb-C000001
In formula (1),
X is Ra or a group represented by the following formula (2),
Figure JPOXMLDOC01-appb-C000002
R a and R b are each independently selected from a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, or a phenyl group, and may be the same or different. Examples of alkyl groups having 1 to 6 carbon atoms include straight groups such as methyl, ethyl, n-propyl, i-propyl, n-butyl, i-butyl, s-butyl, t-butyl, pentyl, neopentyl, hexyl and cyclopentyl. A chain, branched or cyclic alkyl group can be mentioned.
Each of m and n is an integer of 1 or more and is not particularly limited, but preferably 1, 2 or 3.
A is a linear or branched alkylene group represented by C q H2 q , where q is an integer of 0-20, preferably 2-10.
M is a metal atom other than alkali metals, and includes divalent alkaline earth metals and divalent or higher metal atoms. Examples of divalent alkaline earth metals include Mg, Ca, and Ba, and examples of other metal atoms include Mn, Fe, Co, Al, Ni, Cu, V, Mo, Nb, Zn, and Ti. be done. The metal atom M in the metal soap (carboxysilicone metal salt) used in the present invention is particularly preferably Ca, Zn, Mg or Al.
p is an integer of 2 or more corresponding to the valence of the metal atom (M).
 本発明において特に好ましいカルボキシシリコーンは、3-(10-カルボキシデシル)-1,1,1,3,5,5,5-ヘプタメチルトリシロキサン(以下、「カルボキシデシルトリシロキサン」とも称する)である。カルボキシデシルトリシロキサン亜鉛は、上記式(1)において、Xが式(2)で表される基であり、R及びRは全てメチル基であり、m=n=1であり、q=10であり、MがZnであり、p=2である化合物に該当し、本発明において特に好ましく用いられる。 A particularly preferred carboxysilicone in the present invention is 3-(10-carboxydecyl)-1,1,1,3,5,5,5-heptamethyltrisiloxane (hereinafter also referred to as "carboxydecyltrisiloxane"). . In carboxydecyltrisiloxane zinc, in the above formula (1), X is a group represented by formula (2), R a and R b are all methyl groups, m = n = 1, q = 10, M is Zn, and p=2, and is particularly preferably used in the present invention.
 本発明の化粧料における(b)金属石鹸の配合量は、化粧料全量に対して、5質量%以下、好ましくは4質量%以下である。金属石鹸の配合量が5質量%を超えると、化粧料の粘度が高くなり、塗布具につかなくなる傾向がある。(b)金属石鹸の配合量の下限値は特に限定されないが、通常は0.01質量%以上、好ましくは0.05質量%以上である。 The content of (b) metallic soap in the cosmetic of the present invention is 5% by mass or less, preferably 4% by mass or less, relative to the total amount of the cosmetic. If the amount of the metallic soap exceeds 5% by mass, the viscosity of the cosmetic becomes high and the applicator tends not to stick to it. The lower limit of the amount of the metal soap (b) is not particularly limited, but is usually 0.01% by mass or more, preferably 0.05% by mass or more.
 本発明の化粧料は、化粧料全体の30℃における粘度が、1~14Pa・s(B型粘度計)の範囲となるようにするのが好ましい。化粧料の粘度が1Pa・s未満であると、塗布具から垂れ落ちてしまい、14Pa・sを超えると、塗布具につかなくなる傾向がある。 The cosmetic of the present invention preferably has a viscosity of 1 to 14 Pa·s (Brookfield viscometer) at 30°C of the entire cosmetic. If the viscosity of the cosmetic is less than 1 Pa·s, it tends to drip from the applicator, and if it exceeds 14 Pa·s, it tends not to adhere to the applicator.
 本発明の化粧料は、前記の(a)非揮発性ジメチコン及び(b)金属石鹸に加えて、(c1)フェニル変性シリコーン又は(c2)水を含有することができる。(c1)フェニル変性シリコーン又は(c2)水を配合すると、油中油型、水中油型、又は油中水型の乳化化粧料として提供できる。 The cosmetic of the present invention can contain (c1) phenyl-modified silicone or (c2) water in addition to (a) non-volatile dimethicone and (b) metal soap. When (c1) phenyl-modified silicone or (c2) water is blended, it can be provided as an oil-in-oil, oil-in-water, or water-in-oil emulsified cosmetic.
(c1)フェニル変性シリコーン
 本発明におけるフェニル変性シリコーンは、ジメチルポリシロキサン(ジメチコン)のメチル基の一部がフェニル基で置換された構造を有する常温で液状かつ非揮発性のシリコーン油である。
(c1) Phenyl-Modified Silicone The phenyl-modified silicone in the present invention is a non-volatile silicone oil that is liquid at room temperature and has a structure in which some of the methyl groups of dimethylpolysiloxane (dimethicone) are substituted with phenyl groups.
 (c1)フェニル変性シリコーンの具体例としては、フェニルトリメチコン、ジフェニルジメチコン、ジフェニルシロキシフェニルトリメチコン、トリメチルペンタフェニルトリシロキサン等が挙げられるが、これらに限定されない。 (c1) Specific examples of the phenyl-modified silicone include, but are not limited to, phenyltrimethicone, diphenyldimethicone, diphenylsiloxyphenyltrimethicone, and trimethylpentaphenyltrisiloxane.
 (c1)フェニル変性シリコーンを配合した化粧料は、(a)非揮発性ジメチコン及び(c1)フェニル変性シリコーンの一方が外相(連続相)、他方が内相(分散相)となる油中油型の油性化粧料となる。 The cosmetic containing (c1) phenyl-modified silicone is an oil-in-oil type in which one of (a) non-volatile dimethicone and (c1) phenyl-modified silicone is an external phase (continuous phase) and the other is an internal phase (dispersed phase). It becomes an oily cosmetic.
 本発明の化粧料における(c1)フェニル変性シリコーンの配合量は、化粧料全量に対して60質量%以下、好ましくは58質量%以下である。(c1)フェニル変性シリコーンの配合量が60質量%を超えると、乳化物の安定性が低下する傾向がある。
 また、(a)非揮発性ジメチコンと(c1)フェニル変性シリコーンとの配合量比率(質量比)を、[(a)/(c1)]=0.5~5.0の範囲内とするのが乳化安定性の点から好ましい。
The content of (c1) phenyl-modified silicone in the cosmetic of the present invention is 60% by mass or less, preferably 58% by mass or less, relative to the total amount of the cosmetic. If the amount of the phenyl-modified silicone (c1) exceeds 60% by mass, the stability of the emulsion tends to decrease.
In addition, the blending ratio (mass ratio) of (a) non-volatile dimethicone and (c1) phenyl-modified silicone is within the range of [(a)/(c1)] = 0.5 to 5.0. is preferred from the viewpoint of emulsion stability.
(c2)水
 本発明の化粧料に(c2)水を配合すると、(a)非揮発性ジメチコン及び(c2)水の一方が外相(連続相)、他方が内相(分散相)となる水中油型又は油中水型の化粧料となる。
(c2) Water When (c2) water is added to the cosmetic composition of the present invention, one of (a) non-volatile dimethicone and (c2) water becomes an external phase (continuous phase) and the other becomes an internal phase (dispersed phase). It becomes an oil-type or water-in-oil-type cosmetic.
 本発明の化粧料における(c2)水の配合量は、化粧料全量に対して60質量%以下、好ましくは58質量%以下である。
 また、(a)非揮発性ジメチコンと(c2)水との配合量比率(質量比)を、[(a)/(c2)]=0.5~5.0の範囲内とするのが乳化安定性の点から好ましい。
The content of (c2) water in the cosmetic of the present invention is 60% by mass or less, preferably 58% by mass or less, relative to the total amount of the cosmetic.
In addition, (a) non-volatile dimethicone and (c2) water mixing ratio (mass ratio), [(a) / (c2)] = 0.5 ~ 5.0 in the range of emulsification It is preferable from the viewpoint of stability.
 (c2)水を配合した態様の本発明の化粧料は、(d)水相増粘剤を添加することにより安定性が更に向上する。
 (d)水相増粘剤としては、ベントナイト等の有機変性粘土鉱物、カンテン、キサンタンガム、サクシノグリカン、カルボキシビニルポリマー(カルボマー)、(ジメチルアクリルアミド/アクリロイルジメチルタウリンNa)クロスポリマー等の天然又は合成の水溶性高分子が例示できる。
(c2) The stability of the cosmetic of the present invention in which water is blended is further improved by adding (d) an aqueous phase thickener.
(d) Aqueous phase thickeners include natural or synthetic organic modified clay minerals such as bentonite, agar, xanthan gum, succinoglycan, carboxyvinyl polymer (carbomer), (dimethylacrylamide/acryloyldimethyltaurate Na) crosspolymer, and the like. can be exemplified.
 (d)水相増粘剤の配合量は、化粧料の粘度が上記の範囲内(30℃において1~14Pa・s)になる量であれば特に限定されない。通常は、化粧料全量に対して、0.05~6質量%、好ましくは0.1~5質量%、より好ましくは0.5~3質量%である。 (d) The amount of the aqueous phase thickener is not particularly limited as long as the viscosity of the cosmetic is within the above range (1 to 14 Pa·s at 30°C). Usually, it is 0.05 to 6% by mass, preferably 0.1 to 5% by mass, more preferably 0.5 to 3% by mass, based on the total amount of the cosmetic.
(e)無水ケイ酸
 本発明の化粧料は、(e)無水ケイ酸を更に含有するのが好ましい。(e)無水ケイ酸を配合することにより安定性が更に向上する。(e)無水ケイ酸としては、平均一次粒子径が、1~50nmの超微粒子無水ケイ酸が好ましく、例えばアエロジル200、300、R972、R974、RY200等(日本アエロジル社製)が挙げられる。本発明に用いる無水ケイ酸は、親水性のものでもシリル化などの疎水化処理したものでもよい。
(e) Silicic anhydride The cosmetic of the present invention preferably further contains (e) silicic anhydride. (e) Addition of silicic anhydride further improves stability. (e) Silicic anhydride is preferably ultrafine silicic anhydride having an average primary particle size of 1 to 50 nm, such as Aerosil 200, 300, R972, R974, RY200 (manufactured by Nippon Aerosil Co., Ltd.). The silicic anhydride used in the present invention may be hydrophilic or hydrophobized by silylation or the like.
 本発明の化粧料における(e)無水ケイ酸の配合量は、化粧料全量に対して、0.5~5質量%、好ましくは1~4質量%である。 The content of (e) silicic anhydride in the cosmetic of the present invention is 0.5 to 5% by mass, preferably 1 to 4% by mass, based on the total amount of the cosmetic.
 本発明の化粧料は、上記に加えて、リップコート化粧料に通常用いられる他の成分を、本発明の効果を阻害しない範囲で含有してもよい。他の成分としては、色材、油剤(シリコーン油以外)、粉体、染料、保湿剤、香料、界面活性剤、酸化防止剤、防腐剤、美容成分等が例示できる。但し、口紅に汎用されている油分と相溶性の油剤を過度に配合すると色滲みを生じる可能性がある。従って、本発明の化粧料は、炭化水素油を配合しない態様も包含する。 In addition to the above, the cosmetic of the present invention may contain other ingredients that are commonly used in lip coat cosmetics as long as they do not impair the effects of the present invention. Examples of other ingredients include coloring materials, oils (other than silicone oils), powders, dyes, moisturizers, perfumes, surfactants, antioxidants, preservatives, cosmetic ingredients, and the like. However, excessive blending of an oil compatible with oil commonly used in lipstick may cause color bleeding. Therefore, the cosmetics of the present invention also include embodiments in which no hydrocarbon oil is blended.
 本発明の化粧料は、液状のリップコート(口紅オーバーコート)、リップクリーム等として提供することができる。特に、使用性が良好で、耐移り性及びつやに優れたリップコート化粧料として好適である。 The cosmetic of the present invention can be provided as a liquid lip coat (lipstick overcoat), lip balm, or the like. In particular, it is suitable as a lip coat cosmetic having good usability and excellent transfer resistance and gloss.
 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何ら限定されるものではない。配合量は特記しない限り質量%で示す。 The present invention will be described in more detail below with reference to examples, but the present invention is not limited by these. Unless otherwise specified, the blending amount is shown in % by mass.
 下記の表2~表5に掲げた処方でリップコート化粧料を常法に従って調製した。
各例の化粧料について、以下の方法及び基準に基づいて、「耐移り性(二次付着レス効果)」、「使いやすさ」、及び「仕上がり」を評価した。「使いやすさ」とは、塗布具を用いた化粧料の容器からの取りやすさ(粘度が低すぎて垂れ落ちる又は粘度が高すぎて塗布具につかないといった欠点のなさ)を意味し、「仕上がり」とは、リップコート化粧料を塗布した後に白くならずつやがあることを意味する。また、一部の化粧料については30℃における粘度を、B型粘度計(ローターM4、回転数12rpm)を用いて測定した。表中の「-」は未測定を意味する。
Lip coat cosmetics were prepared according to the usual method with the formulations shown in Tables 2 to 5 below.
The cosmetics of each example were evaluated for "transfer resistance (secondary adhesion resistance effect)", "ease of use" and "finishing" based on the following methods and criteria. "Ease of use" means ease of taking the cosmetic from the container using the applicator (no defects such as dripping due to too low viscosity or sticking to the applicator due to too high viscosity), The term "finish" means that the lip coat cosmetic does not turn white but is glossy after being applied. In addition, the viscosity at 30° C. of some cosmetics was measured using a Brookfield viscometer (rotor M4, number of revolutions 12 rpm). "-" in the table means unmeasured.
<評価方法>
 10名の専門パネルの唇に、以下の表1に記載した処方の口紅を塗布した。
Figure JPOXMLDOC01-appb-T000003
<Evaluation method>
Lipsticks of the formulations listed in Table 1 below were applied to the lips of an expert panel of 10 people.
Figure JPOXMLDOC01-appb-T000003
 次いで、下記の表2~表5に記載の処方のリップコート化粧料を口紅の上に重ねて塗布した。塗布方法は、各実施例及び各比較例の化粧料を唇に塗布した後、唇の上下をこすり合わせ5秒ほど圧力を加える方法にて行った。
 耐移り性は、カップへの色移りのなさに基づいて評価した。
 使いやすさは、塗布具での取りやすさ、および塗布具を使った塗りやすさに基づいて評価した。
 仕上がりは、各専門パネルによる官能試験及び目視により評価した。
Next, lip coat cosmetics having formulations shown in Tables 2 to 5 below were applied over the lipstick. The application method was a method in which, after applying the cosmetics of each example and each comparative example to the lips, the upper and lower lips were rubbed together and pressure was applied for about 5 seconds.
Transfer resistance was evaluated based on the absence of color transfer to the cup.
Ease of use was evaluated based on ease of application with the applicator and ease of application with the applicator.
The finish was evaluated by a sensory test and visual observation by each specialized panel.
<評価基準>
上記の各評価項目について、各専門パネルが、下記の評価点基準に基づいて5段階官能評価(スコア)し、そのスコア平均値により、下記評価基準で判定した。
<Evaluation Criteria>
Each of the above evaluation items was sensory evaluated (scored) in 5 levels by a specialized panel based on the following evaluation point criteria, and the average score was used for evaluation according to the following evaluation criteria.
(スコア)
 5点:非常に優れている
 4点:優れている
 3点:普通
 2点:劣っている
 1点:非常に劣っている
(Score)
5 points: very good 4 points: excellent 3 points: fair 2 points: poor 1 point: very poor
(評価基準)
 A:評価値(平均値)4.0以上
 B:評価値(平均値)3.0 以上4.0点未満
 C:評価値(平均値)3.0点未満
(Evaluation criteria)
A: Evaluation value (average value) 4.0 or more B: Evaluation value (average value) 3.0 or more and less than 4.0 points C: Evaluation value (average value) less than 3.0 points
Figure JPOXMLDOC01-appb-T000004
Figure JPOXMLDOC01-appb-T000004
 非揮発性ジメチコンは、口紅に汎用されている油分と相溶性がないため、下地に塗布した口紅を滲ませることなく口紅の上を被うため、優れた耐移り性を付与することができる。しかしながら、金属石鹸を配合しない比較例1-1は粘度が低すぎて塗布具から垂れ落ちてしまい塗布することができず、金属石鹸の配合量が5質量%を超える比較例1-2は粘度が高すぎて塗布具につかず、塗布具で容器からとることができなかった。 Non-volatile dimethicone is not compatible with the oil commonly used in lipstick, so it can be applied over the lipstick without bleeding the base lipstick, giving it excellent transfer resistance. However, Comparative Example 1-1 containing no metal soap had too low a viscosity and dripped from the applicator and could not be applied. was too high to stick to the applicator and could not be removed from the container with the applicator.
Figure JPOXMLDOC01-appb-T000005
Figure JPOXMLDOC01-appb-T000005
(a)非揮発性ジメチコンと(c1)フェニル変性シリコーンとの油中油型乳化物とした実施例2-1~2-4は、耐移り性、使いやすさ、及び仕上がりの全てにおいて優れていた。しかしながら、フェニル変性シリコーンの配合量が60質量%を超える比較例2-1は、安定な乳化物を調製することができなかった。 Examples 2-1 to 2-4, which were oil-in-oil emulsions of (a) nonvolatile dimethicone and (c1) phenyl-modified silicone, were excellent in transfer resistance, ease of use, and finish. . However, in Comparative Example 2-1, in which the amount of phenyl-modified silicone was more than 60% by mass, a stable emulsion could not be prepared.
Figure JPOXMLDOC01-appb-T000006
Figure JPOXMLDOC01-appb-T000006
Figure JPOXMLDOC01-appb-T000007
Figure JPOXMLDOC01-appb-T000007
 (a)非揮発性ジメチコンを外相(連続相)、(c2)水を内相(分散相)とする油中水型乳化物とした実施例3-1~3-7は、優れた耐移り性及び使いやすさを示した。但し、化粧料の粘度が14Pa・sを超えると、耐移り性及び使いやすさは優れているが、塗布後に白くなり、仕上がりが低下する場合があった(データは示さず)。
 (a)非揮発性ジメチコンを内相(分散相)、(c2)水を外相(連続相)とする水中油型乳化物とした実施例3-8は、油中水型と比較すると使いやすさ及び仕上がりが若干劣っていたが十分に満足できる特性を有していた。
 一方、油中水型及び水中油型のいずれでも、金属石鹸を配合しない比較例3-1及び3-2は安定な乳化物を調製することができなかった。
Examples 3-1 to 3-7, which were water-in-oil emulsions in which (a) non-volatile dimethicone was the outer phase (continuous phase) and (c2) water was the inner phase (dispersed phase), had excellent transfer resistance. demonstrated its versatility and ease of use. However, when the viscosity of the cosmetic exceeds 14 Pa·s, although the transfer resistance and ease of use are excellent, the cosmetic may become white after application and the finish may deteriorate (data not shown).
(a) non-volatile dimethicone as an internal phase (dispersed phase), (c2) Example 3-8 as an oil-in-water emulsion with water as an external phase (continuous phase) is easier to use than the water-in-oil type Although the hardness and finish were slightly inferior, the properties were sufficiently satisfactory.
On the other hand, in Comparative Examples 3-1 and 3-2 containing no metal soap, stable emulsions could not be prepared in either the water-in-oil type or the oil-in-water type.
 下記の表6及び7に示す処方で、本発明のリップコート化粧料を調製した。
Figure JPOXMLDOC01-appb-T000008
Lip coat cosmetics of the present invention were prepared according to the formulations shown in Tables 6 and 7 below.
Figure JPOXMLDOC01-appb-T000008
Figure JPOXMLDOC01-appb-T000009
Figure JPOXMLDOC01-appb-T000009

Claims (10)

  1. (a)30~99質量%の非揮発性ジメチコン、及び、
    (b)5質量%以下の金属石鹸、を含有することを特徴とする、リップコート化粧料。
    (a) 30-99% by weight of non-volatile dimethicone, and
    (b) A lip coat cosmetic containing 5% by mass or less of metallic soap.
  2. 前記(b)金属石鹸が、カルボキシシリコーン金属塩である、請求項1に記載の化粧料。 2. The cosmetic according to claim 1, wherein the (b) metal soap is a carboxy silicone metal salt.
  3. 前記(a)非揮発性ジメチコンが、100~5,000csの粘度を有する、請求項1又は2に記載の化粧料。 3. The cosmetic according to claim 1, wherein the (a) nonvolatile dimethicone has a viscosity of 100 to 5,000 cs.
  4. (c1)フェニル変性シリコーンを60質量%以下、更に含有する、請求項1から3のいずれか一項に記載の化粧料。 4. The cosmetic according to any one of claims 1 to 3, further comprising (c1) 60% by mass or less of phenyl-modified silicone.
  5. (a)非揮発性ジメチコンと(c1)フェニル変性シリコーンとの配合量比率(質量比)が、[(a)/(c1)]=0.5~5.0である、請求項4に記載の化粧料。 Claim 4, wherein the blending ratio (mass ratio) of (a) non-volatile dimethicone and (c1) phenyl-modified silicone is [(a)/(c1)] = 0.5 to 5.0. cosmetics.
  6. (c2)水を60質量%以下、更に含有する、請求項1から3のいずれか一項に記載の化粧料。 (c2) The cosmetic composition according to any one of claims 1 to 3, further containing 60% by mass or less of water.
  7. (a)非揮発性ジメチコンと(c2)水との配合量比率(質量比)が、[(a)/(c2)]=0.5~5.0である、請求項6に記載の化粧料。 The makeup according to claim 6, wherein the blending ratio (mass ratio) of (a) non-volatile dimethicone and (c2) water is [(a)/(c2)] = 0.5 to 5.0. fee.
  8. (d)水相増粘剤を更に含有する、請求項6又は7に記載の化粧料。 8. The cosmetic according to claim 6, further comprising (d) an aqueous phase thickener.
  9. (e)無水ケイ酸を更に含有する、請求項1から8のいずれか一項に記載の化粧料。 (e) The cosmetic according to any one of claims 1 to 8, further comprising silicic anhydride.
  10. 化粧料全体の30℃における粘度が、1~14Pa・sの範囲である、請求項1から9のいずれか一項に記載の化粧料。 The cosmetic according to any one of claims 1 to 9, wherein the viscosity of the entire cosmetic at 30°C is in the range of 1 to 14 Pa·s.
PCT/JP2022/012550 2021-04-06 2022-03-18 Lip-coating cosmetic WO2022215492A1 (en)

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Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5470437A (en) * 1977-11-16 1979-06-06 Kobayashi Kose Co Lip overcoat
JPH07316016A (en) * 1994-05-25 1995-12-05 Shiseido Co Ltd Lipstick overcoat
JPH0881335A (en) * 1994-09-13 1996-03-26 Kanebo Ltd Oily lip coat
JPH08183715A (en) * 1994-12-28 1996-07-16 Shiseido Co Ltd Oil-in-water emulsified-type lip overcoat
JP2002138017A (en) * 2000-10-30 2002-05-14 Kose Corp Oily cosmetic
JP2016132650A (en) * 2015-01-21 2016-07-25 株式会社 資生堂 Makeup cosmetic

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5470437A (en) * 1977-11-16 1979-06-06 Kobayashi Kose Co Lip overcoat
JPH07316016A (en) * 1994-05-25 1995-12-05 Shiseido Co Ltd Lipstick overcoat
JPH0881335A (en) * 1994-09-13 1996-03-26 Kanebo Ltd Oily lip coat
JPH08183715A (en) * 1994-12-28 1996-07-16 Shiseido Co Ltd Oil-in-water emulsified-type lip overcoat
JP2002138017A (en) * 2000-10-30 2002-05-14 Kose Corp Oily cosmetic
JP2016132650A (en) * 2015-01-21 2016-07-25 株式会社 資生堂 Makeup cosmetic

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