JPS62238208A - Solubilized cosmetic - Google Patents
Solubilized cosmeticInfo
- Publication number
- JPS62238208A JPS62238208A JP7874286A JP7874286A JPS62238208A JP S62238208 A JPS62238208 A JP S62238208A JP 7874286 A JP7874286 A JP 7874286A JP 7874286 A JP7874286 A JP 7874286A JP S62238208 A JPS62238208 A JP S62238208A
- Authority
- JP
- Japan
- Prior art keywords
- polyglycerin
- cosmetic
- solubilized
- oil
- alkyl phenyl
- 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.)
- Pending
Links
- 239000002537 cosmetic Substances 0.000 title claims abstract description 19
- 150000001875 compounds Chemical class 0.000 claims abstract description 13
- 239000000126 substance Substances 0.000 claims abstract description 13
- 125000005037 alkyl phenyl group Chemical group 0.000 claims abstract description 11
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims abstract description 11
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract description 9
- 230000003381 solubilizing effect Effects 0.000 abstract description 7
- 238000000746 purification Methods 0.000 abstract description 2
- 229920006395 saturated elastomer Polymers 0.000 abstract description 2
- 125000004417 unsaturated alkyl group Chemical group 0.000 abstract description 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 12
- 239000004094 surface-active agent Substances 0.000 description 11
- GSGDTSDELPUTKU-UHFFFAOYSA-N nonoxybenzene Chemical compound CCCCCCCCCOC1=CC=CC=C1 GSGDTSDELPUTKU-UHFFFAOYSA-N 0.000 description 10
- -1 polyoxyethylene chains Polymers 0.000 description 9
- 239000003205 fragrance Substances 0.000 description 7
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 6
- 229920000223 polyglycerol Polymers 0.000 description 5
- 239000008213 purified water Substances 0.000 description 5
- 230000007928 solubilization Effects 0.000 description 5
- 238000005063 solubilization Methods 0.000 description 5
- 239000002904 solvent Substances 0.000 description 5
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 4
- 150000002148 esters Chemical class 0.000 description 4
- 239000007788 liquid Substances 0.000 description 4
- 239000006210 lotion Substances 0.000 description 4
- DNIAPMSPPWPWGF-UHFFFAOYSA-N Propylene glycol Chemical compound CC(O)CO DNIAPMSPPWPWGF-UHFFFAOYSA-N 0.000 description 3
- 235000011187 glycerol Nutrition 0.000 description 3
- 239000003755 preservative agent Substances 0.000 description 3
- GVJHHUAWPYXKBD-UHFFFAOYSA-N (±)-α-Tocopherol Chemical compound OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C GVJHHUAWPYXKBD-UHFFFAOYSA-N 0.000 description 2
- 239000003899 bactericide agent Substances 0.000 description 2
- 125000004432 carbon atom Chemical group C* 0.000 description 2
- CRBREIOFEDVXGE-UHFFFAOYSA-N dodecoxybenzene Chemical compound CCCCCCCCCCCCOC1=CC=CC=C1 CRBREIOFEDVXGE-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- LXCFILQKKLGQFO-UHFFFAOYSA-N methylparaben Chemical compound COC(=O)C1=CC=C(O)C=C1 LXCFILQKKLGQFO-UHFFFAOYSA-N 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 230000003647 oxidation Effects 0.000 description 2
- 238000007254 oxidation reaction Methods 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
- 235000015961 tonic Nutrition 0.000 description 2
- 230000001256 tonic effect Effects 0.000 description 2
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 1
- WRIDQFICGBMAFQ-UHFFFAOYSA-N (E)-8-Octadecenoic acid Natural products CCCCCCCCCC=CCCCCCCC(O)=O WRIDQFICGBMAFQ-UHFFFAOYSA-N 0.000 description 1
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
- FFJCNSLCJOQHKM-CLFAGFIQSA-N (z)-1-[(z)-octadec-9-enoxy]octadec-9-ene Chemical compound CCCCCCCC\C=C/CCCCCCCCOCCCCCCCC\C=C/CCCCCCCC FFJCNSLCJOQHKM-CLFAGFIQSA-N 0.000 description 1
- LEACJMVNYZDSKR-UHFFFAOYSA-N 2-octyldodecan-1-ol Chemical compound CCCCCCCCCCC(CO)CCCCCCCC LEACJMVNYZDSKR-UHFFFAOYSA-N 0.000 description 1
- LQJBNNIYVWPHFW-UHFFFAOYSA-N 20:1omega9c fatty acid Natural products CCCCCCCCCCC=CCCCCCCCC(O)=O LQJBNNIYVWPHFW-UHFFFAOYSA-N 0.000 description 1
- HIQIXEFWDLTDED-UHFFFAOYSA-N 4-hydroxy-1-piperidin-4-ylpyrrolidin-2-one Chemical compound O=C1CC(O)CN1C1CCNCC1 HIQIXEFWDLTDED-UHFFFAOYSA-N 0.000 description 1
- QSBYPNXLFMSGKH-UHFFFAOYSA-N 9-Heptadecensaeure Natural products CCCCCCCC=CCCCCCCCC(O)=O QSBYPNXLFMSGKH-UHFFFAOYSA-N 0.000 description 1
- SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical group C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- CTKINSOISVBQLD-UHFFFAOYSA-N Glycidol Chemical compound OCC1CO1 CTKINSOISVBQLD-UHFFFAOYSA-N 0.000 description 1
- 239000005642 Oleic acid Substances 0.000 description 1
- ZQPPMHVWECSIRJ-UHFFFAOYSA-N Oleic acid Natural products CCCCCCCCC=CCCCCCCCC(O)=O ZQPPMHVWECSIRJ-UHFFFAOYSA-N 0.000 description 1
- 229930003427 Vitamin E Natural products 0.000 description 1
- HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 150000001298 alcohols Chemical class 0.000 description 1
- 125000000217 alkyl group Chemical group 0.000 description 1
- 230000000844 anti-bacterial effect Effects 0.000 description 1
- 239000002260 anti-inflammatory agent Substances 0.000 description 1
- 229940121363 anti-inflammatory agent Drugs 0.000 description 1
- 125000001204 arachidyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000003212 astringent agent Substances 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000005352 clarification Methods 0.000 description 1
- 239000003086 colorant Substances 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- DTPCFIHYWYONMD-UHFFFAOYSA-N decaethylene glycol Polymers OCCOCCOCCOCCOCCOCCOCCOCCOCCOCCO DTPCFIHYWYONMD-UHFFFAOYSA-N 0.000 description 1
- 125000002704 decyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000000645 desinfectant Substances 0.000 description 1
- 150000005690 diesters Chemical class 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- SZXQTJUDPRGNJN-UHFFFAOYSA-N dipropylene glycol Chemical compound OCCCOCCCO SZXQTJUDPRGNJN-UHFFFAOYSA-N 0.000 description 1
- 125000003438 dodecyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000003995 emulsifying agent Substances 0.000 description 1
- 239000000839 emulsion Substances 0.000 description 1
- 150000002170 ethers Chemical class 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 150000004665 fatty acids Chemical class 0.000 description 1
- WIGCFUFOHFEKBI-UHFFFAOYSA-N gamma-tocopherol Natural products CC(C)CCCC(C)CCCC(C)CCCC1CCC2C(C)C(O)C(C)C(C)C2O1 WIGCFUFOHFEKBI-UHFFFAOYSA-N 0.000 description 1
- 125000003187 heptyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000004051 hexyl group Chemical group [H]C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])* 0.000 description 1
- 239000003906 humectant Substances 0.000 description 1
- 229930195733 hydrocarbon Natural products 0.000 description 1
- 150000002430 hydrocarbons Chemical class 0.000 description 1
- 230000007062 hydrolysis Effects 0.000 description 1
- 238000006460 hydrolysis reaction Methods 0.000 description 1
- QXJSBBXBKPUZAA-UHFFFAOYSA-N isooleic acid Natural products CCCCCCCC=CCCCCCCCCC(O)=O QXJSBBXBKPUZAA-UHFFFAOYSA-N 0.000 description 1
- 229940057995 liquid paraffin Drugs 0.000 description 1
- 125000002960 margaryl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 229940041616 menthol Drugs 0.000 description 1
- 238000000034 method Methods 0.000 description 1
- 235000010270 methyl p-hydroxybenzoate Nutrition 0.000 description 1
- 239000004292 methyl p-hydroxybenzoate Substances 0.000 description 1
- 229960002216 methylparaben Drugs 0.000 description 1
- 239000000693 micelle Substances 0.000 description 1
- 238000002156 mixing Methods 0.000 description 1
- 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- JXTPJDDICSTXJX-UHFFFAOYSA-N n-Triacontane Natural products CCCCCCCCCCCCCCCCCCCCCCCCCCCCCC JXTPJDDICSTXJX-UHFFFAOYSA-N 0.000 description 1
- 125000001196 nonadecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000001400 nonyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002347 octyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- ZQPPMHVWECSIRJ-KTKRTIGZSA-N oleic acid Chemical compound CCCCCCCC\C=C/CCCCCCCC(O)=O ZQPPMHVWECSIRJ-KTKRTIGZSA-N 0.000 description 1
- 229960002969 oleic acid Drugs 0.000 description 1
- 229940055577 oleyl alcohol Drugs 0.000 description 1
- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 1
- 125000001117 oleyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])/C([H])=C([H])\C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000000913 palmityl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002958 pentadecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 230000002335 preservative effect Effects 0.000 description 1
- 150000003138 primary alcohols Chemical class 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000009257 reactivity Effects 0.000 description 1
- 229940032094 squalane Drugs 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229960000716 tonics Drugs 0.000 description 1
- 125000002889 tridecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229940046009 vitamin E Drugs 0.000 description 1
- 235000019165 vitamin E Nutrition 0.000 description 1
- 239000011709 vitamin E Substances 0.000 description 1
- 229920003169 water-soluble polymer Polymers 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
- 239000011701 zinc Substances 0.000 description 1
- 229910052725 zinc Inorganic materials 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
-
- 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
- A61K8/39—Derivatives containing from 2 to 10 oxyalkylene groups
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/20—Chemical, physico-chemical or functional or structural properties of the composition as a whole
- A61K2800/26—Optical properties
- A61K2800/262—Transparent; Translucent
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)
- Dermatology (AREA)
- Emergency Medicine (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Cosmetics (AREA)
Abstract
Description
【発明の詳細な説明】
［産業上の利用分野］
本発明は透明性に優れ、かつ透明性に温度依存性がなく
、皮膚に対して安全な可溶化化粧料を提供することを目
的とする。[Detailed Description of the Invention] [Industrial Application Field] The object of the present invention is to provide a solubilized cosmetic that has excellent transparency, has no temperature dependence on transparency, and is safe for the skin. .
し従来の技術］
ポリグリセリンアルキルフェニルエーテル型化合物は既
知物質（特公昭５１−３０１３８号公報）であるが、溶
液物性に関する研究がなされていないため可溶化剤とし
ての用途が明確になっていない。[Prior Art] Polyglycerin alkyl phenyl ether type compounds are known substances (Japanese Patent Publication No. 30138/1983), but their use as solubilizers is not clear because no research has been conducted on their solution properties.
従来可溶化剤としてはポリオキシエチレン鎖を親水基と
する界面活性剤が使われてきた。化粧品に防腐剤として
使用されているメチルパラベンなどのパラベン類は界面
活性剤のエチレンオキサイド鎖の部分に吸着し、合点に
影響を与えるため、可溶化能に温度依存性が現れ、可溶
化領域が大きく変化することが知られている。Conventionally, surfactants having polyoxyethylene chains as hydrophilic groups have been used as solubilizers. Parabens such as methylparaben, which are used as preservatives in cosmetics, are adsorbed to the ethylene oxide chain of surfactants and affect the melting point, resulting in a temperature dependence on solubilization and a large solubilization region. known to change.
この欠点を解決するために、ポリグリセロールエステル
型化合物（特開昭５８−１８５５３７公報）が提案され
、すでに市販もされているが、これらはエステル型であ
るため経時で加水分解が起こり、長期保存される製品用
の可溶化剤としては通ざない。To solve this drawback, polyglycerol ester type compounds (Japanese Unexamined Patent Application Publication No. 185537/1983) have been proposed and are already commercially available, but since these are ester types, they undergo hydrolysis over time and cannot be stored for long periods of time. It cannot be used as a solubilizer for products used in
又モノエステルだけでなくジエステルも含有されるので
、十分な精製をしない限り水溶性の界面活性剤は得られ
ない。さらに脂肪族アルコールを親油基とするポリグリ
セロールエーテル型化合物（特開昭５８−１８０４０６
号公報）も提案されているが、第一級のアルコールはア
ルキルフェノールに比べて反応性が悪く、工業的生産に
困難を伴う。また十分な水溶性と界面活性能を示すため
にはグリシドールの付加モル数が１０〜３０であること
が必要といわれている。Furthermore, since it contains not only monoester but also diester, a water-soluble surfactant cannot be obtained unless it is sufficiently purified. Furthermore, polyglycerol ether type compounds having an aliphatic alcohol as a lipophilic group (JP-A-58-180406
No. 2, Publication No. 3, No. 3, No. 1, No. 1, No. 3, No. 1, No. 2, No. 2, No. 2, No. 1, No. 2, No. 1, No. 2, No. 2, No. 2, No. 2, No. 2, No. 2, No. 2, No. 2, No. 2, No. 2, No. 2, No. 2, March 2004, 2009, 2009, and 2009, 2009, has also been proposed, but primary alcohols have poor reactivity compared to alkylphenols, and are difficult to produce on an industrial scale. Furthermore, it is said that in order to exhibit sufficient water solubility and surface activity, it is necessary that the number of moles of glycidol added be 10 to 30.
この外に脂肪族アルコールのモノ、ジ、トリグリセロー
ルも知られているが（特開昭５７−１９７２３６号公報
、特開昭６０−２８９４４号公報）、これらは主にＷ２
Ｏ型の乳化剤として使用される親油性の界面活性剤であ
る。In addition to these, mono-, di-, and triglycerols, which are aliphatic alcohols, are also known (Japanese Patent Laid-Open Nos. 57-197236 and 60-28944), but these are mainly used in W2
It is a lipophilic surfactant used as an O-type emulsifier.
［発明が解決しようとする問題点］
本発明者らはこの６よ・うな状況にかんがみ、精製する
ことなく良好な水溶性が得られ、可溶化力が優れ、かつ
可溶化力に温度依存性がなく、酸化安定性に優れ、皮膚
に対して安全な可溶化化粧料を開発すべく鋭意研究を重
ねた結果、ポリグリセリンアルキルフェニルエーテル型
化合物を用いて油溶性物質を可溶化した可溶化化粧料が
この目的に合致することを見いだして、本発明を完成す
るに至った。[Problems to be Solved by the Invention] In view of these six situations, the present inventors have developed a method that can obtain good water solubility without purification, has excellent solubilizing power, and has temperature dependence in solubilizing power. As a result of intensive research to develop a solubilized cosmetic that is free of oxidation, has excellent oxidation stability, and is safe for the skin, we have developed a solubilized cosmetic that solubilizes oil-soluble substances using polyglycerin alkyl phenyl ether type compounds. The present invention was completed based on the discovery that a material suitable for this purpose was obtained.
すなわち、本発明は ポリグリセリンアルキルフェニル
エーテル型化合物から選ばれる一種又は二種以上および
油溶性物質から選ばれる一種又は二種以上を含有するこ
とを特徴とする可溶化化粧料である。That is, the present invention is a solubilized cosmetic containing one or more selected from polyglycerin alkyl phenyl ether type compounds and one or more selected from oil-soluble substances.
以下本発明について詳述する。The present invention will be explained in detail below.
〈発明の構成〉
本発明で用いるポリグリセリンアルキルフェニルエーテ
ル型化合物は、グリセリンの平均重合度（ｎ）が２以上
のポリグリセリンのアルキルフェニルエーテルであり、
下記一般式（１，）又は（２）で表される。本発明にお
いては、これらのうちから一種又は二種以上が任意に選
択されて用いられる。一般式（１）の化合物と（２）の
化合物を混合して用いても構わない。<Structure of the Invention> The polyglycerin alkyl phenyl ether type compound used in the present invention is an alkyl phenyl ether of polyglycerin having an average degree of polymerization (n) of glycerin of 2 or more,
It is represented by the following general formula (1,) or (2). In the present invention, one or more of these may be arbitrarily selected and used. The compound of general formula (1) and the compound of general formula (2) may be used in combination.
式（１）
％式％］
式（１）および（２）中、Ｒは炭素数２〜２４の直鎮又
は分岐鎖の飽和又は不飽和のアルキル基であり、例えば
エチル、プロピル、ブチル、ヘプチル、ヘキシル、オク
チル、ノニル、デシル、ウンデシル、ドデシル、トリデ
シル、テトラデシル、ペンタデシル、ヘキサデシル、ヘ
プタデシル、オクタデシル、ノナデシル、エイコシル、
２−へキシルデシル、２−へブチルウンデシル、オレイ
ル、２−オクチルドテシル等が挙げられる。好ましくは
炭素数が４〜１８のアルキル基である。Formula (1) % Formula %] In formulas (1) and (2), R is a straight or branched saturated or unsaturated alkyl group having 2 to 24 carbon atoms, such as ethyl, propyl, butyl, heptyl. , hexyl, octyl, nonyl, decyl, undecyl, dodecyl, tridecyl, tetradecyl, pentadecyl, hexadecyl, heptadecyl, octadecyl, nonadecyl, eicosyl,
Examples include 2-hexyldecyl, 2-hebutylundecyl, oleyl, 2-octyldotecyl, and the like. Preferably it is an alkyl group having 4 to 18 carbon atoms.
また上記式（１）および（２）中のｎは平均付加モル数
で２〜６０、好ましくは３〜２０の数である。Further, n in the above formulas (1) and (2) is an average number of added moles of 2 to 60, preferably 3 to 20.
本発明のポリグリセリンアルキルフェニルエーテル型化
合物は、一般的にはアルキルフェノールにグシリドール
を付加重合させて合成される。The polyglycerol alkyl phenyl ether type compound of the present invention is generally synthesized by addition polymerizing glylidol to alkylphenol.
ポリグリセリンアルキルフェニルエーテルの配合量は可
溶化化粧料全量中の０．０１〜１ｏＭ量％（以下％と略
す）、好ましくは０．１〜４％である。配合量が０．０
１％未満では十分な可溶化力が得られず、また１０％を
超えた配合は使用性上好ましくない。The amount of polyglycerin alkyl phenyl ether to be blended is 0.01 to 10M% (hereinafter abbreviated as %), preferably 0.1 to 4%, based on the total amount of the solubilized cosmetic. The amount added is 0.0
If it is less than 1%, sufficient solubilizing power cannot be obtained, and if it exceeds 10%, it is not preferable in terms of usability.
本発明において被可溶化物として用いられる油溶性物質
は主に香料であるが、通常化粧料に用いられる他の油溶
性物質例えば炭化水素、脂肪酸類、アルコール類、エス
テル類が被可溶化物として挙げられる。好ましくは、流
動パラフィン、スクワラン、オレイン酸、オレイルアル
コール、２−オクチルドデカノール、ミリスチン酸イソ
プロピル、ビタミンＥ等の常温で液状の油溶性物質であ
る。The oil-soluble substances used as substances to be solubilized in the present invention are mainly fragrances, but other oil-soluble substances commonly used in cosmetics, such as hydrocarbons, fatty acids, alcohols, and esters, can also be used as substances to be solubilized. Can be mentioned. Preferred are oil-soluble substances that are liquid at room temperature, such as liquid paraffin, squalane, oleic acid, oleyl alcohol, 2-octyldodecanol, isopropyl myristate, and vitamin E.
上記油溶性物質の配合量は可溶化化粧料全量中の０．０
０５〜３％であるが、好ましくは０．０１〜１％である
。The blending amount of the above oil-soluble substance is 0.0 in the total amount of solubilized cosmetics.
0.05 to 3%, preferably 0.01 to 1%.
本発明を化粧水、ヘアトニック、シェービングローショ
ン等に利用する場合は、エタノールをエタノール／（水
＋エタノール）のｆｆ１ｉｆ比が０．０１〜０．５の範
囲で添加することが好ましい。When the present invention is used in lotions, hair tonics, shaving lotions, etc., it is preferable to add ethanol so that the ff1if ratio of ethanol/(water+ethanol) is in the range of 0.01 to 0.5.
また目的に反さない限度で必要に応じ、着色料、保湿剤
、防腐剤、殺菌剤、抗炎症剤、収れん剤、紫外線吸収剤
、水溶高分子物質等を配合することができる。Furthermore, coloring agents, humectants, preservatives, bactericidal agents, anti-inflammatory agents, astringents, ultraviolet absorbers, water-soluble polymer substances, and the like may be added as necessary within limits that do not contradict the purpose.
ポリオキシエチレン（５）オレイルエーテルで乳化した
エマルションに各種の界面活性剤を添加して転相温度の
上昇幅を調べたところ、ポリオキシエチレン（１０）ノ
ニルフェニルエーテルはｉｉ’ｅ。When various surfactants were added to an emulsion made with polyoxyethylene (5) oleyl ether and the increase in phase inversion temperature was investigated, polyoxyethylene (10) nonylphenyl ether showed ii'e.
ポリオキシエチレン（２０）ノニルフェニルエーテルは
１９℃であるのに対し、ポリグリセリン（６）ノニルフ
ェニルエーテルは２３゛Ｃであった。転相温度の上昇効
果が大きいということは界面活性剤の親２水性が強いと
いうことであり、これは皮膚安全性上も好ましい性質で
ある。Polyoxyethylene (20) nonylphenyl ether had a temperature of 19°C, while polyglycerin (6) nonylphenyl ether had a temperature of 23°C. A large effect of increasing the phase inversion temperature means that the surfactant has strong dihydrophilicity, which is a desirable property from the viewpoint of skin safety.
表面張力対濃度曲線を図１に示す。The surface tension versus concentration curve is shown in Figure 1.
ポリグリセリンを親水基とする界面活性剤は、親水性が
強いにもかかわらず、表面張力が３０ｄｙｎ／ ｃｓ以
下まで下がり、ミセル形成濃度も百分の一重量％あるい
はそれ以下であり、可溶化剤として使用するのに十分な
界面活性能を示すことがわかる。Although surfactants with polyglycerin as a hydrophilic group have strong hydrophilic properties, their surface tension drops to 30 dyn/cs or less, and the micelle formation concentration is 1/100% by weight or less, and they are used as solubilizers. It can be seen that it exhibits sufficient surfactant ability to be used as a compound.
通常親水性が強くなりすぎると可溶化力は弱くなるが、
ポリグリセリンを親木基とする界面活性剤は、１％程度
の低濃度でも０．２％近い濃度の香料を充分に可溶化で
きるので、化粧料に利用するのに十分な性能を有する。Normally, when the hydrophilicity becomes too strong, the solubilizing power becomes weak.
A surfactant having polyglycerin as a parent wood group can sufficiently solubilize a fragrance at a concentration of nearly 0.2% even at a concentration as low as about 1%, so it has sufficient performance for use in cosmetics.
また図２に示すように、ポリオキシエチレンを親水基と
する従来の界面活性剤は香料の濃度が増加するにつれて
可溶化領域が狭くなるのに対と７で、ポリグリセリンを
親水基とする界面活性剤の場合は可溶化領域の温度によ
る影響は非常に小さい。Furthermore, as shown in Figure 2, the solubilization region of conventional surfactants with polyoxyethylene as a hydrophilic group becomes narrower as the concentration of fragrance increases, whereas the interface with polyglycerin as a hydrophilic group narrows as the concentration of fragrance increases. In the case of active agents, the influence of the temperature in the solubilization region is very small.
以上のようにポリグリセリンアルキルフェニルエーテル
の基本的性質が明らかになったことにより初めて可溶化
剤として化粧料への利用が可能になった。As described above, the clarification of the basic properties of polyglycerol alkylphenyl ether has made it possible for the first time to use it as a solubilizer in cosmetics.
［実施例］ 以下、本発明を実施例によって説明する。[Example] Hereinafter, the present invention will be explained by examples.
本発明に係るポリグリセリンアルキルフェニルエーテル
型化合物はエステル型に比べて経時安定性に優れている
ことが、実施例１〜２および比較例１〜２かられかる。It can be seen from Examples 1 and 2 and Comparative Examples 1 and 2 that the polyglycerol alkyl phenyl ether type compound according to the present invention has superior stability over time compared to the ester type.
（辺、下余白）
○；透明 ×；白濁
（以下余白）
実施例３ 化粧水
（１１ポリグリセリン（６）
ノニルフェニルエーテル ０．６
（２）ポリグリセリン（１０）
ノニルフェニルエーテル ０．４
（３）香料 ０．１（４
） 防腐剤 ０．１（５
） エタノール １０．０
（６） ジプロピレングリコール ２．
０（７）グリセリン ４．０（８
）精製水 ８２．８（１）
〜（５）を混合し均一に溶解させる。この混合液を（６
）〜（８）を混合した液中に加え混合攪拌して透明な化
粧料を得た。以上の操作は室温で行った。(Sides, bottom margin) ○: Transparent ×: Cloudy (hereinafter referred to as margin) Example 3 Lotion (11 Polyglycerin (6) Nonylphenyl ether 0.6 (2) Polyglycerin (10) Nonylphenyl ether 0.4 (3) )Fragrance 0.1(4
) Preservative 0.1 (5
) Ethanol 10.0
(6) Dipropylene glycol 2.
0(7) Glycerin 4.0(8
) Purified water 82.8 (1)
-(5) are mixed and uniformly dissolved. Add this mixture (6
) to (8) were added to the mixed liquid and mixed and stirred to obtain a transparent cosmetic. The above operations were performed at room temperature.
実施例４ ヘアトニック
（１） エタノール ４０
（２）ポリグリセリン（８）
ドデシルフェニルエーテル ４
（３）香料 ０．１（
４）プロピレングリコール ５（５）
殺菌剤 ０．０５（６）ｌ
−メントール ０．００５（７）
精製水 ５０．ｆ１４５精
製水以外の全部の原料を混合攪拌して均一な液を得た。Example 4 Hair tonic (1) Ethanol 40
(2) Polyglycerin (8) Dodecylphenyl ether 4 (3) Fragrance 0.1 (
4) Propylene glycol 5 (5)
Disinfectant 0.05(6)l
-Menthol 0.005 (7)
Purified water 50. All raw materials except f145 purified water were mixed and stirred to obtain a homogeneous liquid.
この混合液を精製水に加えて均一化し、透明な化粧料を
得た。This liquid mixture was added to purified water and homogenized to obtain a transparent cosmetic.
実ａ例５ シェービングローション
（１） エタノール ３０（
２）ポリグリセリン（８）
ドデシルフェニルエーテル ２
（３）ポリグリセリン（５）
ノニルフェニルエーテル ０．５
（４）香料 ０．１（
５）殺菌剤 ０．０５（６
）Ｐ−フェノールスルホンＭ亜鉛０．２（７） グリ
セリン ２（８）精製水
６５．１５実施例４と同様の操
作により透明な可溶化化粧料を得た。Example a 5 Shaving lotion (1) Ethanol 30 (
2) Polyglycerin (8) Dodecylphenyl ether 2 (3) Polyglycerin (5) Nonylphenyl ether 0.5 (4) Fragrance 0.1 (
5) Bactericide 0.05 (6
) P-phenolsulfone M zinc 0.2 (7) Glycerin 2 (8) Purified water
65.15 A transparent solubilized cosmetic was obtained by the same operation as in Example 4.
図１は、 （ａ）ポリグリセリン（１０） ノニルフェニルエーテル （ｂ）ポリグリセリン（６） ノニルフェニルエーテル の表面張力対濃度の曲線を示す。 図２は、 （ａ）ポリオキシエチレン（ｌＯ） ノニルフェニルエーテル （ｂ）ポリグリセリン（６） ノニルフェニルエーテル の可溶化領域の温度依存性を示す。 なお、両図における各界面活性剤の濃度は１％である。 Figure 1 shows (a) Polyglycerin (10) nonylphenyl ether (b) Polyglycerin (6) nonylphenyl ether The curve of surface tension versus concentration of is shown. Figure 2 shows (a) Polyoxyethylene (lO) nonylphenyl ether (b) Polyglycerin (6) nonylphenyl ether The temperature dependence of the solubilization region is shown. Note that the concentration of each surfactant in both figures is 1%.
Claims (1)
選ばれる一種又は二種以上および油溶性物質から選ばれ
る一種又は二種以上を含有することを特徴とする可溶化
化粧料。A solubilized cosmetic comprising one or more selected from polyglycerin alkyl phenyl ether type compounds and one or more selected from oil-soluble substances.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP7874286A JPS62238208A (en) | 1986-04-05 | 1986-04-05 | Solubilized cosmetic |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP7874286A JPS62238208A (en) | 1986-04-05 | 1986-04-05 | Solubilized cosmetic |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| JPS62238208A true JPS62238208A (en) | 1987-10-19 |
Family
ID=13670338
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP7874286A Pending JPS62238208A (en) | 1986-04-05 | 1986-04-05 | Solubilized cosmetic |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS62238208A (en) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2015218161A (en) * | 2014-05-14 | 2015-12-07 | 株式会社ピカソ美化学研究所 | Preservative and composition for external application |
-
1986
- 1986-04-05 JP JP7874286A patent/JPS62238208A/en active Pending
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JP2015218161A (en) * | 2014-05-14 | 2015-12-07 | 株式会社ピカソ美化学研究所 | Preservative and composition for external application |
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