JPS6320206B2 - - Google Patents
Info
- Publication number
- JPS6320206B2 JPS6320206B2 JP54172896A JP17289679A JPS6320206B2 JP S6320206 B2 JPS6320206 B2 JP S6320206B2 JP 54172896 A JP54172896 A JP 54172896A JP 17289679 A JP17289679 A JP 17289679A JP S6320206 B2 JPS6320206 B2 JP S6320206B2
- Authority
- JP
- Japan
- Prior art keywords
- present
- skin
- irritation
- cosmetics
- glycol
- 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.)
- Expired
Links
- 239000002537 cosmetic Substances 0.000 claims description 15
- 150000005690 diesters Chemical class 0.000 claims description 9
- 125000004432 carbon atom Chemical group C* 0.000 claims description 7
- 239000007788 liquid Substances 0.000 claims description 5
- 230000000694 effects Effects 0.000 description 13
- 150000002148 esters Chemical class 0.000 description 10
- 230000007794 irritation Effects 0.000 description 8
- -1 saturated aliphatic alcohols Chemical class 0.000 description 8
- 238000012360 testing method Methods 0.000 description 8
- 235000014113 dietary fatty acids Nutrition 0.000 description 7
- 239000000194 fatty acid Substances 0.000 description 7
- 229930195729 fatty acid Natural products 0.000 description 7
- 150000004665 fatty acids Chemical class 0.000 description 7
- LYCAIKOWRPUZTN-UHFFFAOYSA-N Ethylene glycol Chemical compound OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 6
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 6
- 239000002253 acid Substances 0.000 description 5
- 239000007787 solid Substances 0.000 description 5
- 238000011161 development Methods 0.000 description 4
- BJDAUCLANVMIOB-UHFFFAOYSA-N (3-decanoyloxy-2,2-dimethylpropyl) decanoate Chemical compound CCCCCCCCCC(=O)OCC(C)(C)COC(=O)CCCCCCCCC BJDAUCLANVMIOB-UHFFFAOYSA-N 0.000 description 3
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 206010040880 Skin irritation Diseases 0.000 description 3
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Chemical compound CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 description 3
- 150000007513 acids Chemical class 0.000 description 3
- 150000001298 alcohols Chemical class 0.000 description 3
- 150000001875 compounds Chemical class 0.000 description 3
- XJNUECKWDBNFJV-UHFFFAOYSA-N hexadecyl 2-ethylhexanoate Chemical compound CCCCCCCCCCCCCCCCOC(=O)C(CC)CCCC XJNUECKWDBNFJV-UHFFFAOYSA-N 0.000 description 3
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 3
- 239000004615 ingredient Substances 0.000 description 3
- 238000004519 manufacturing process Methods 0.000 description 3
- SLCVBVWXLSEKPL-UHFFFAOYSA-N neopentyl glycol Chemical compound OCC(C)(C)CO SLCVBVWXLSEKPL-UHFFFAOYSA-N 0.000 description 3
- 230000036556 skin irritation Effects 0.000 description 3
- 231100000475 skin irritation Toxicity 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- GYSCBCSGKXNZRH-UHFFFAOYSA-N 1-benzothiophene-2-carboxamide Chemical compound C1=CC=C2SC(C(=O)N)=CC2=C1 GYSCBCSGKXNZRH-UHFFFAOYSA-N 0.000 description 2
- SFAAOBGYWOUHLU-UHFFFAOYSA-N 2-ethylhexyl hexadecanoate Chemical compound CCCCCCCCCCCCCCCC(=O)OCC(CC)CCCC SFAAOBGYWOUHLU-UHFFFAOYSA-N 0.000 description 2
- SVHHLZHZBMBPPR-UHFFFAOYSA-N 6-(8-methylnonanoyloxy)hexyl 8-methylnonanoate Chemical compound CC(C)CCCCCCC(=O)OCCCCCCOC(=O)CCCCCCC(C)C SVHHLZHZBMBPPR-UHFFFAOYSA-N 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- GHVNFZFCNZKVNT-UHFFFAOYSA-N Decanoic acid Natural products CCCCCCCCCC(O)=O GHVNFZFCNZKVNT-UHFFFAOYSA-N 0.000 description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 2
- 206010040914 Skin reaction Diseases 0.000 description 2
- 229910052799 carbon Inorganic materials 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000003086 colorant Substances 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- VJHINFRRDQUWOJ-UHFFFAOYSA-N dioctyl sebacate Chemical compound CCCCC(CC)COC(=O)CCCCCCCCC(=O)OCC(CC)CCCC VJHINFRRDQUWOJ-UHFFFAOYSA-N 0.000 description 2
- 239000003205 fragrance Substances 0.000 description 2
- 150000002334 glycols Chemical class 0.000 description 2
- 229940057995 liquid paraffin Drugs 0.000 description 2
- 210000004400 mucous membrane Anatomy 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 239000012188 paraffin wax Substances 0.000 description 2
- 239000003755 preservative agent Substances 0.000 description 2
- 229920006395 saturated elastomer Polymers 0.000 description 2
- 150000004671 saturated fatty acids Chemical class 0.000 description 2
- 230000035483 skin reaction Effects 0.000 description 2
- 231100000430 skin reaction Toxicity 0.000 description 2
- PRAKJMSDJKAYCZ-UHFFFAOYSA-N squalane Chemical compound CC(C)CCCC(C)CCCC(C)CCCCC(C)CCCC(C)CCCC(C)C PRAKJMSDJKAYCZ-UHFFFAOYSA-N 0.000 description 2
- 229940099259 vaseline Drugs 0.000 description 2
- AHSZBZTYLKTYJI-UHFFFAOYSA-N (2,2-dimethyl-3-nonanoyloxypropyl) nonanoate Chemical compound CCCCCCCCC(=O)OCC(C)(C)COC(=O)CCCCCCCC AHSZBZTYLKTYJI-UHFFFAOYSA-N 0.000 description 1
- ZBIMZVUNEOHQBM-UHFFFAOYSA-N 2-octyldecyl 2-ethylhexanoate Chemical compound CCCCCCCCC(CCCCCCCC)COC(=O)C(CC)CCCC ZBIMZVUNEOHQBM-UHFFFAOYSA-N 0.000 description 1
- ITPJXPXPEXDRLG-UHFFFAOYSA-N 2-octyldodecyl 2-ethylhexanoate Chemical compound CCCCCCCCCCC(CCCCCCCC)COC(=O)C(CC)CCCC ITPJXPXPEXDRLG-UHFFFAOYSA-N 0.000 description 1
- GWYFCOCPABKNJV-UHFFFAOYSA-M 3-Methylbutanoic acid Natural products CC(C)CC([O-])=O GWYFCOCPABKNJV-UHFFFAOYSA-M 0.000 description 1
- LGIKGVKQJCNPAI-UHFFFAOYSA-N 6-decanoyloxyhexyl decanoate Chemical compound CCCCCCCCCC(=O)OCCCCCCOC(=O)CCCCCCCCC LGIKGVKQJCNPAI-UHFFFAOYSA-N 0.000 description 1
- SHJGZTHMRQYWME-MURFETPASA-N 6-methylheptyl (9z,12z)-octadeca-9,12-dienoate Chemical compound CCCCC\C=C/C\C=C/CCCCCCCC(=O)OCCCCCC(C)C SHJGZTHMRQYWME-MURFETPASA-N 0.000 description 1
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 1
- UBNSYJVQFKSEKB-UHFFFAOYSA-N CC(C)CCCCCCCCCCCCCCCOC(=O)CCCCCC(C)(C)C Chemical compound CC(C)CCCCCCCCCCCCCCCOC(=O)CCCCCC(C)(C)C UBNSYJVQFKSEKB-UHFFFAOYSA-N 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- 229920001214 Polysorbate 60 Polymers 0.000 description 1
- YDQHQURZVOIGHI-PFONDFGASA-N [(z)-octadec-9-enyl] decanoate Chemical compound CCCCCCCCCC(=O)OCCCCCCCC\C=C/CCCCCCCC YDQHQURZVOIGHI-PFONDFGASA-N 0.000 description 1
- 125000001931 aliphatic group Chemical group 0.000 description 1
- QBEUXDWEKIOSIL-UHFFFAOYSA-N benzyl 5-amino-1h-pyrazole-4-carboxylate Chemical compound N1N=CC(C(=O)OCC=2C=CC=CC=2)=C1N QBEUXDWEKIOSIL-UHFFFAOYSA-N 0.000 description 1
- 238000007664 blowing Methods 0.000 description 1
- SHZIWNPUGXLXDT-UHFFFAOYSA-N caproic acid ethyl ester Natural products CCCCCC(=O)OCC SHZIWNPUGXLXDT-UHFFFAOYSA-N 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 239000001913 cellulose Substances 0.000 description 1
- 229920002678 cellulose Polymers 0.000 description 1
- 229960000541 cetyl alcohol Drugs 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 230000008094 contradictory effect Effects 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 230000001186 cumulative effect Effects 0.000 description 1
- BOUIEBMBWBCUPB-UHFFFAOYSA-N decyl tetradecanoate Chemical compound CCCCCCCCCCCCCC(=O)OCCCCCCCCCC BOUIEBMBWBCUPB-UHFFFAOYSA-N 0.000 description 1
- HCQHIEGYGGJLJU-UHFFFAOYSA-N didecyl hexanedioate Chemical compound CCCCCCCCCCOC(=O)CCCCC(=O)OCCCCCCCCCC HCQHIEGYGGJLJU-UHFFFAOYSA-N 0.000 description 1
- 125000004177 diethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 229910001873 dinitrogen Inorganic materials 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- 229940079593 drug Drugs 0.000 description 1
- 239000003814 drug Substances 0.000 description 1
- 239000010696 ester oil Substances 0.000 description 1
- 238000005886 esterification reaction Methods 0.000 description 1
- 238000011156 evaluation Methods 0.000 description 1
- 235000011187 glycerol Nutrition 0.000 description 1
- 238000010438 heat treatment Methods 0.000 description 1
- BXWNKGSJHAJOGX-UHFFFAOYSA-N hexadecan-1-ol Chemical compound CCCCCCCCCCCCCCCCO BXWNKGSJHAJOGX-UHFFFAOYSA-N 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 230000000774 hypoallergenic effect Effects 0.000 description 1
- 230000005923 long-lasting effect Effects 0.000 description 1
- 239000000203 mixture Substances 0.000 description 1
- 230000003020 moisturizing effect Effects 0.000 description 1
- JXTPJDDICSTXJX-UHFFFAOYSA-N n-Triacontane Natural products CCCCCCCCCCCCCCCCCCCCCCCCCCCCCC JXTPJDDICSTXJX-UHFFFAOYSA-N 0.000 description 1
- 230000037311 normal skin Effects 0.000 description 1
- QAOJADINKLMTRR-UHFFFAOYSA-N octan-3-yl 16-methylheptadecanoate Chemical compound CCCCCC(CC)OC(=O)CCCCCCCCCCCCCCC(C)C QAOJADINKLMTRR-UHFFFAOYSA-N 0.000 description 1
- QTDSLDJPJJBBLE-PFONDFGASA-N octyl (z)-octadec-9-enoate Chemical compound CCCCCCCCOC(=O)CCCCCCC\C=C/CCCCCCCC QTDSLDJPJJBBLE-PFONDFGASA-N 0.000 description 1
- 230000009965 odorless effect Effects 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 230000035484 reaction time Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 235000003441 saturated fatty acids Nutrition 0.000 description 1
- 239000013535 sea water Substances 0.000 description 1
- 210000002374 sebum Anatomy 0.000 description 1
- 230000028327 secretion Effects 0.000 description 1
- 229940032094 squalane Drugs 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 210000004243 sweat Anatomy 0.000 description 1
- 210000001138 tear Anatomy 0.000 description 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
- 238000005292 vacuum distillation Methods 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
- A61Q1/14—Preparations for removing make-up
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/37—Esters of carboxylic acids
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/37—Esters of carboxylic acids
- A61K8/375—Esters of carboxylic acids the alcohol moiety containing more than one hydroxy group
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Emergency Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Cosmetics (AREA)
Description
本発明は、使用する際に眼や皮膚に刺激を与え
ることのない、メイクアツプ化粧料除去剤に関す
る。
近年汗涙皮脂などの人体分泌物、雨、雪、プー
ルの水、海水などの水分、併用する他の化粧料中
の諸成分、化粧料の使用部位における皮膚の動き
及び手あるいは衣類による摩擦などによつて化粧
くずれしない、いわゆる化粧もちのよいメイクア
ツプ化粧料の開発に力が注がれている。
一方、上記化粧料の開発と並行して、無理なく
刺激を与えることなく、当該化粧料を落す除去剤
の開発にも力が注がれているが、メイクアツプ化
粧料の開発に比べ遅れているのが現状である。即
ち除去効果を満足させる除去剤は、皮膚、眼粘膜
等に対する刺激が強く、逆に低刺激性除去剤は除
去効果が劣り、機能と安全性の両者をともに具備
したメイクアツプ化粧料除去剤は皆無であり、そ
の開発が業界の大きな課題になつている。
本発明者らは、これらの相反する条件をともに
満足させるという困難な課題を解決すべく鋭意研
究を重ねた結果、構造の限定された特定のエステ
ルを用いることにより、皮膚及び眼粘膜等に刺激
を与えず、しかもメイクアツプ化粧料に対する除
去効果のすぐれた化粧料除去剤を見い出し、本発
明を完成するに至つた。
すなわち、本発明は炭素数23〜28からなるモノ
エステルあるいはジエステルの一種または二種以
上を30〜100重量％配合したことを特徴とするメ
イクアツプ化粧料除去剤を提供するものである。
次に、本発明の構成、効果を説明する。本発明
品に用いられるモノエステルあるいはジエステル
の炭素数は23〜28であり、好ましくは24〜26であ
る。炭素数22以下の場合には皮膚に対する刺激が
強く、炭素数29以上の場合には除去効果が劣る。
本発明に於けるエステルを構成する化合物は、ア
ルコール、脂肪酸、二塩基酸、グリコールから選
ばれ、飽和でも不飽和でも、また直鎖でも分岐で
も良い。本発明に於けるエステルとしては、次の
如きものが挙げられる。脂肪酸とアルコールから
なるモノエステル、二塩基酸とアルコールからな
るジエステル、グリコールと脂肪酸からなるジエ
ステルであるが、飽和脂肪酸と飽和脂肪族アルコ
ールからなるモノエステル、飽和二塩基酸と飽和
脂肪族アルコールからなるジエステル、あるいは
飽和脂肪族グリコールと飽和脂肪酸からなるジエ
ステルが好ましい。より具体的に化合物を挙げる
と、例えば、ミリスチン酸デシル、パルミチン酸
２―エチルヘキシル、カプリン酸オレイル、２―
エチルヘキサン酸セチル、２―エチルヘキサン酸
２―オクチルドデシル、２―エチルヘキサン酸２
―オクチルデシル、イソ吉草酸オレイル、イソス
テアリン酸２―エチルヘキシル、ネオデカン酸イ
ソステアリル、オレイン酸オクチル、リノール酸
イソオクチル、アジピン酸ジデシル、セバシン酸
ジ―２―エチルヘキシル、７―エチルオクタデカ
ン二酸ジエチル、７―エチルオクタデカン二酸ジ
イソプロピル等のアルコールと脂肪酸または二塩
基酸のモノエステルあるいはジエステル、エチレ
ングリコールジラウレート、ネオペンチルグリコ
ールジデカノエート、ネオペンチルグリコールジ
ノナノエート、ヘキシレングリコールジイソデカ
ノエート、ネオペンチルグリコールジイソデカノ
エート等のグリコールと脂肪酸のジエステル等が
ある。
これらのエステルは、該当するアルコールと脂
肪酸または二塩基酸、およびグリコールと脂肪酸
を常法のエステル化反応することによつて得られ
る。例えば、ネオペンチルグリコールジデカノエ
ートの製造法を挙げれば次の通りである。
製造例
撹拌器、温度計、窒素ガス吹込管、水分離器を
備えた１の４ツ口フラスコに、ネオペンチルグ
リコール１モル、デカン酸2.2モル、触媒として
パラトルエンスルホン酸をネオペンチルグリコー
ルに対して0.2％、トルエン100ｇを加え、100〜
250℃にて計算量の水分が採れるまで反応した。
反応時間は５〜６時間であつた。
反応終了後、減圧下にて過剰のデカン酸を留去
する。ついで５％の水酸化ナトリウム水溶液で処
理し、水洗を行なつた。
引続き、真空蒸留にて精製し、無色、無臭のネ
オペンチルグリコールジデカノエートを得た。
本発明のメイクアツプ化粧料除去剤は、効果を
発揮させるためには、30％以上の本発明のエステ
ルを配合することを必要とする。それ以下では本
発明の効果を発揮しえない。
除去剤のタイプは液体状である。
本発明のエステルのみで構成されればエステル
油系除去液が得られる。また、本発明のエステル
を30％以上配合した場合に、メイクアツプ化粧料
除去剤を構成するその他の成分は、炭素数23以上
の炭化水素、シリコーン、本発明のエステルを除
いた炭素数23以上のエステル等の油分、ワセリ
ン、固型パラフイン、セタノール等のワツクス、
ポリオキシエチレン誘導体等の界面活性剤、セル
ロース誘導体、ビニル化合物等の高分子化合物、
その他保湿剤等であり、その他必要に応じて、香
料、色剤、防腐剤等とともに配合される。
次に、実施例により本発明を詳細に説明するが
効果テスト中除去効果は、図の如き試験機を用い
可動部材にＳ社アイライナーを塗布し、試験部材
に被験物質を0.5ml（ペースト状、固体状は0.5
ｇ）塗布し、53.2ｇ／cm2の荷重でモーターの作動
により可動軸を90cmの振幅で20往復横運動させた
後、可動部材に塗布したＳ社アイライナーの落ち
具合で判断した。
〇：効果あり
×：効果なし
また、モルモツト皮膚累積刺激性は、被験物質
を0.3ml（ペースト状、固体状は0.5ｇ）正常皮膚
に開放塗布し、24時間後に皮膚反応を判定する。
その後、さらに被験物質を同一部位に0.3ml（ペ
ースト状、固体状は0.3ｇ）づつ24時間毎に２回
塗布し、合計３回塗布の72時間後の皮膚反応を判
定し下記の意味を有する数字で評価を行なつた。
1.9以下：わずかな刺激性またはほとんど刺
激性なし
2.0以上：中程度以上の刺激性あり
製法は実施例１〜７，11，12，13及び14につい
ては、油部を均一混合してメイクアツプ化粧料除
去液を得た。
実施例８〜10はジプロピレングリコール、グリ
セリン、ニツコールHCO―60を60〜70℃に加熱
溶解し、後出の本発明のエステルを撹拌混合し、
さらに水を加えＯ／Ｗクリーム状メイクアツプ化
粧料除去剤を得た。実施例15は、後出の(1)の成分
を60〜70℃に加熱混合し、これに70℃に加温され
た(2)の成分を撹拌混合しＯ／Ｗクリーム状メイク
アツプ化粧料除去剤を得た。比較例１〜11は、実
施例に準じて得た。なお、いずれの実施例におい
ても配合量は重量部である。またいずれの場合に
おいても必要に応じて香料、色剤、防腐剤等を含
有させることができる。
結果を表１〜３に示した。
The present invention relates to a makeup remover that does not irritate the eyes or skin when used. In recent years, human body secretions such as sweat, tears, and sebum, moisture such as rain, snow, pool water, and seawater, various ingredients in other cosmetics used together, skin movement at the area where cosmetics are used, and friction caused by hands or clothing, etc. Efforts are being focused on the development of make-up cosmetics that have long-lasting makeup that does not smear when exposed to makeup. On the other hand, in parallel with the development of the above-mentioned cosmetics, efforts are also being made to develop removers that remove the cosmetics without causing excessive irritation, but this is lagging behind the development of make-up cosmetics. is the current situation. In other words, removers that have satisfactory removal effects are highly irritating to the skin, eye mucous membranes, etc., while hypoallergenic removers have poor removal effects, and there are no make-up cosmetic removers that are both functional and safe. Therefore, its development has become a major challenge for the industry. As a result of intensive research to solve the difficult problem of satisfying both of these contradictory conditions, the inventors of the present invention have found that by using a specific ester with a limited structure, it is possible to avoid irritation to the skin and eye mucous membranes. The inventors of the present invention have discovered a cosmetic remover that does not cause any damage to make-up cosmetics and has an excellent removal effect on make-up cosmetics, and has completed the present invention. That is, the present invention provides a make-up cosmetic remover characterized by containing 30 to 100% by weight of one or more monoesters or diesters having 23 to 28 carbon atoms. Next, the configuration and effects of the present invention will be explained. The monoester or diester used in the product of the present invention has 23 to 28 carbon atoms, preferably 24 to 26 carbon atoms. If the number of carbon atoms is 22 or less, the irritation to the skin is strong, and if the number of carbon atoms is 29 or more, the removal effect is poor.
The compound constituting the ester in the present invention is selected from alcohols, fatty acids, dibasic acids, and glycols, and may be saturated or unsaturated, and may be linear or branched. Examples of esters in the present invention include the following. Monoesters consisting of fatty acids and alcohols, diesters consisting of dibasic acids and alcohols, diesters consisting of glycols and fatty acids, monoesters consisting of saturated fatty acids and saturated aliphatic alcohols, and saturated dibasic acids and saturated aliphatic alcohols. A diester or a diester consisting of a saturated aliphatic glycol and a saturated fatty acid is preferred. More specific examples of compounds include decyl myristate, 2-ethylhexyl palmitate, oleyl caprate, 2-
Cetyl ethylhexanoate, 2-octyldodecyl 2-ethylhexanoate, 2-ethylhexanoate 2
-Octyldecyl, oleyl isovalerate, 2-ethylhexyl isostearate, isostearyl neodecanoate, octyl oleate, isooctyl linoleate, didecyl adipate, di-2-ethylhexyl sebacate, diethyl 7-ethyl octadecanedioate, 7- Monoester or diester of alcohol and fatty acid or dibasic acid such as diisopropyl ethyl octadecanedioate, ethylene glycol dilaurate, neopentyl glycol didecanoate, neopentyl glycol dinonanoate, hexylene glycol diisodecanoate, neopentyl glycol Examples include diesters of glycol and fatty acids such as diisodecanoate. These esters can be obtained by carrying out a conventional esterification reaction between a corresponding alcohol and a fatty acid or a dibasic acid, and between a glycol and a fatty acid. For example, the method for producing neopentyl glycol didecanoate is as follows. Production example: In a 4-neck flask equipped with a stirrer, thermometer, nitrogen gas blowing tube, and water separator, 1 mole of neopentyl glycol, 2.2 moles of decanoic acid, and paratoluenesulfonic acid as a catalyst were added to neopentyl glycol. Add 0.2% and 100g of toluene to 100~
The reaction was carried out at 250°C until the calculated amount of water was collected. The reaction time was 5-6 hours. After the reaction is completed, excess decanoic acid is distilled off under reduced pressure. It was then treated with a 5% aqueous sodium hydroxide solution and washed with water. Subsequently, the product was purified by vacuum distillation to obtain colorless and odorless neopentyl glycol didecanoate. In order for the makeup remover of the present invention to be effective, it is necessary to incorporate 30% or more of the ester of the present invention. If it is less than that, the effect of the present invention cannot be exhibited. The type of remover is liquid. An ester oil-based removal liquid can be obtained if it is composed only of the ester of the present invention. In addition, when 30% or more of the ester of the present invention is blended, other components constituting the makeup remover include hydrocarbons with a carbon number of 23 or more, silicones, and carbon atoms with a carbon number of 23 or more excluding the ester of the present invention. Oils such as esters, vaseline, solid paraffin, waxes such as cetanol,
Surfactants such as polyoxyethylene derivatives, cellulose derivatives, polymer compounds such as vinyl compounds,
In addition, it is a moisturizing agent, etc., and is blended with other fragrances, coloring agents, preservatives, etc. as necessary. Next, the present invention will be explained in detail with reference to examples. During the effect test, the removal effect was tested by applying Company S eyeliner to a movable member using a testing machine as shown in the figure, and applying 0.5 ml of the test substance (in the form of a paste) to the test member. , solid state is 0.5
g) After application, the movable shaft was moved transversely in 20 reciprocations at an amplitude of 90 cm by the operation of a motor under a load of 53.2 g/cm 2 , and then judged based on the degree of fall of the Company S eyeliner applied to the movable member. 〇: Effective ×: No effect In addition, for the cumulative irritation of Guinea piglet skin, 0.3 ml (0.5 g for paste or solid form) of the test substance is applied open to normal skin, and the skin reaction is determined 24 hours later.
After that, 0.3 ml (0.3 g for paste or solid form) of the test substance is applied to the same area twice every 24 hours, and the skin reaction is determined 72 hours after a total of 3 applications and has the following meaning. The evaluation was done numerically. 1.9 or less: Slight irritation or almost no irritation 2.0 or more: Moderate or higher irritation The manufacturing method for Examples 1 to 7, 11, 12, 13, and 14 is to uniformly mix the oil part to make makeup cosmetics. A removal solution was obtained. Examples 8 to 10 were prepared by heating and dissolving dipropylene glycol, glycerin, and Nitsukol HCO-60 at 60 to 70°C, stirring and mixing the ester of the present invention described below,
Further water was added to obtain an O/W cream makeup remover. In Example 15, the ingredients (1) mentioned later are heated and mixed at 60 to 70°C, and the ingredients (2) heated to 70°C are stirred and mixed to remove O/W creamy makeup cosmetics. obtained the drug. Comparative Examples 1 to 11 were obtained according to the example. In addition, in any of the examples, the amount is expressed in parts by weight. Moreover, in any case, fragrances, coloring agents, preservatives, etc. can be added as necessary. The results are shown in Tables 1-3.
【表】【table】
【表】
表１から明らかなように、本発明に係るメイク
アツプ化粧料除去液は、除去効果に優れ、皮膚刺
激はほとんどないものである。[Table] As is clear from Table 1, the make-up cosmetic remover according to the present invention has an excellent removal effect and causes almost no skin irritation.
【表】
表２から明らかなように、本発明に係る乳化状
のメイクアツプ化粧料除去剤は、除去効果に優れ
皮膚刺激はほとんどないものである。
実施例 11
ヘキシレングリコールジデカノエート 30
２―エチルヘキサン酸セチル 70
実施例 12
ネオペンチルグリコールジデカノール 50
２―エチルヘキサン酸セチル 50
実施例 13
流動パラフイン 60
パルミチン酸２エチルヘキシル 40
実施例 14
スクワラン 50
２―エチルヘキサン酸セチル 25
セバシン酸ジ２―エチルヘキシル 25
実施例 15
(1) 流動パラフイン 15
２エチルヘキサン酸２―オクチルデシル 30
ヘキシレングリコールジイソデカノエート 10
テノス（商品名） ２
Tween60（商品名） ２
ワセリン ５
固型パラフイン ４
セタノール ２
(2) プロピレングリコール ５
水 25[Table] As is clear from Table 2, the emulsified makeup remover of the present invention has an excellent removal effect and causes almost no skin irritation. Example 11 Hexylene glycol didecanoate 30 Cetyl 2-ethylhexanoate 70 Example 12 Neopentyl glycol didecanol 50 Cetyl 2-ethylhexanoate 50 Example 13 Liquid paraffin 60 2-ethylhexyl palmitate 40 Example 14 Squalane 50 Cetyl 2-ethylhexanoate 25 Di2-ethylhexyl sebacate 25 Example 15 (1) Liquid paraffin 15 2-octyldecyl 2-ethylhexanoate 30 Hexylene glycol diisodecanoate 10 Tenos (product name) 2 Tween60 (product name) Name) 2 Vaseline 5 Solid paraffin 4 Setanol 2 (2) Propylene glycol 5 Water 25
【表】
表３から明らかなように、本発明に係るメイク
アツプ化粧料除去剤（液体状及び乳化状）は、除
去効果に優れ、皮膚刺激はほとんどないものであ
る。[Table] As is clear from Table 3, the makeup remover (liquid and emulsified) according to the present invention has an excellent removal effect and causes almost no skin irritation.
【表】【table】
【表】【table】
【表】
表４より明らかな通り、本願発明の液状メイク
アツプ除去剤は、眼に使用しても刺激性が低く、
極めて安全性の高いメイクアツプ化粧料除去剤で
ある。[Table] As is clear from Table 4, the liquid makeup remover of the present invention has low irritation even when used on the eyes.
This is an extremely safe makeup remover.
第１図は、本発明中の実施例及び比較例の除去
効果を測定するための試験機の平面図、第２図は
同側面図を示すものである。
１…モーター、２…可動軸、３…可動部材、４
…試験部材、５…錘。
FIG. 1 is a plan view of a testing machine for measuring the removal effects of Examples and Comparative Examples of the present invention, and FIG. 2 is a side view of the same. 1...Motor, 2...Movable shaft, 3...Movable member, 4
...Test member, 5... Weight.
Claims (1)
ジエステルの一種または二種以上を30〜100重量
％配合したことを特徴とする、非水系液状メイク
アツプ化粧料除去剤。1. A non-aqueous liquid make-up cosmetic remover containing 30 to 100% by weight of one or more monoesters or diesters having 23 to 28 carbon atoms.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP17289679A JPS5697210A (en) | 1979-12-28 | 1979-12-28 | Makeup removing agent |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP17289679A JPS5697210A (en) | 1979-12-28 | 1979-12-28 | Makeup removing agent |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5697210A JPS5697210A (en) | 1981-08-05 |
| JPS6320206B2 true JPS6320206B2 (en) | 1988-04-26 |
Family
ID=15950334
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP17289679A Granted JPS5697210A (en) | 1979-12-28 | 1979-12-28 | Makeup removing agent |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS5697210A (en) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5772907A (en) * | 1980-10-27 | 1982-05-07 | Shiseido Co Ltd | Removing agent for make-up cosmetic |
| JP4638018B2 (en) * | 2000-03-30 | 2011-02-23 | 株式会社コーセー | Oily cleaning agent |
| US7901699B2 (en) | 2004-06-30 | 2011-03-08 | The Nisshin Oillio Group, Ltd. | Cosmetic composition and cosmetics |
Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1109511A (en) * | 1965-02-05 | 1968-04-10 | Unilever Ltd | Skin cleansing composition |
| JPS5639033A (en) * | 1979-09-04 | 1981-04-14 | Kao Corp | Alpha-mono(methyl-branched alkyl glyceryl ether and skin cosmetic containing the same |
-
1979
- 1979-12-28 JP JP17289679A patent/JPS5697210A/en active Granted
Patent Citations (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1109511A (en) * | 1965-02-05 | 1968-04-10 | Unilever Ltd | Skin cleansing composition |
| JPS5639033A (en) * | 1979-09-04 | 1981-04-14 | Kao Corp | Alpha-mono(methyl-branched alkyl glyceryl ether and skin cosmetic containing the same |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5697210A (en) | 1981-08-05 |
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