JPS6033806B2 - cosmetics - Google Patents
cosmeticsInfo
- Publication number
- JPS6033806B2 JPS6033806B2 JP50099101A JP9910175A JPS6033806B2 JP S6033806 B2 JPS6033806 B2 JP S6033806B2 JP 50099101 A JP50099101 A JP 50099101A JP 9910175 A JP9910175 A JP 9910175A JP S6033806 B2 JPS6033806 B2 JP S6033806B2
- Authority
- JP
- Japan
- Prior art keywords
- polyoxyethylene
- alcohol
- present
- cosmetics
- test
- 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 title claims description 21
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims description 21
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 claims description 10
- 239000003205 fragrance Substances 0.000 claims description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 10
- 230000003381 solubilizing effect Effects 0.000 claims description 8
- 239000002736 nonionic surfactant Substances 0.000 claims description 7
- 239000003921 oil Substances 0.000 claims description 7
- 229940079593 drug Drugs 0.000 claims description 6
- 239000003814 drug Substances 0.000 claims description 6
- 239000002904 solvent Substances 0.000 claims description 2
- 239000000654 additive Substances 0.000 claims 1
- 230000000996 additive effect Effects 0.000 claims 1
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 28
- 239000012190 activator Substances 0.000 description 19
- -1 Polyoxyethylene Polymers 0.000 description 17
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 16
- 235000019441 ethanol Nutrition 0.000 description 15
- 239000013543 active substance Substances 0.000 description 13
- LEACJMVNYZDSKR-UHFFFAOYSA-N 2-octyldodecan-1-ol Chemical compound CCCCCCCCCCC(CO)CCCCCCCC LEACJMVNYZDSKR-UHFFFAOYSA-N 0.000 description 12
- 239000000047 product Substances 0.000 description 12
- 239000000126 substance Substances 0.000 description 12
- 239000004094 surface-active agent Substances 0.000 description 10
- ALSTYHKOOCGGFT-KTKRTIGZSA-N (9Z)-octadecen-1-ol Chemical compound CCCCCCCC\C=C/CCCCCCCCO ALSTYHKOOCGGFT-KTKRTIGZSA-N 0.000 description 6
- 239000000203 mixture Substances 0.000 description 6
- 235000019198 oils Nutrition 0.000 description 6
- 229940055577 oleyl alcohol Drugs 0.000 description 6
- XMLQWXUVTXCDDL-UHFFFAOYSA-N oleyl alcohol Natural products CCCCCCC=CCCCCCCCCCCO XMLQWXUVTXCDDL-UHFFFAOYSA-N 0.000 description 6
- 239000012153 distilled water Substances 0.000 description 5
- 230000007928 solubilization Effects 0.000 description 5
- 238000005063 solubilization Methods 0.000 description 5
- 241000894006 Bacteria Species 0.000 description 4
- PEDCQBHIVMGVHV-UHFFFAOYSA-N Glycerine Chemical compound OCC(O)CO PEDCQBHIVMGVHV-UHFFFAOYSA-N 0.000 description 4
- 241001465754 Metazoa Species 0.000 description 4
- 238000002474 experimental method Methods 0.000 description 4
- 239000004615 ingredient Substances 0.000 description 4
- 244000005700 microbiome Species 0.000 description 4
- 239000002994 raw material Substances 0.000 description 4
- LWIHDJKSTIGBAC-UHFFFAOYSA-K tripotassium phosphate Chemical compound [K+].[K+].[K+].[O-]P([O-])([O-])=O LWIHDJKSTIGBAC-UHFFFAOYSA-K 0.000 description 4
- 229910052799 carbon Inorganic materials 0.000 description 3
- 238000006243 chemical reaction Methods 0.000 description 3
- 230000000694 effects Effects 0.000 description 3
- 238000000034 method Methods 0.000 description 3
- 238000003756 stirring Methods 0.000 description 3
- 238000010998 test method Methods 0.000 description 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
- VTYYLEPIZMXCLO-UHFFFAOYSA-L Calcium carbonate Chemical compound [Ca+2].[O-]C([O-])=O VTYYLEPIZMXCLO-UHFFFAOYSA-L 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
- ZAKOWWREFLAJOT-CEFNRUSXSA-N D-alpha-tocopherylacetate Chemical compound CC(=O)OC1=C(C)C(C)=C2O[C@@](CCC[C@H](C)CCC[C@H](C)CCCC(C)C)(C)CCC2=C1C ZAKOWWREFLAJOT-CEFNRUSXSA-N 0.000 description 2
- CSNNHWWHGAXBCP-UHFFFAOYSA-L Magnesium sulfate Chemical compound [Mg+2].[O-][S+2]([O-])([O-])[O-] CSNNHWWHGAXBCP-UHFFFAOYSA-L 0.000 description 2
- 206010040880 Skin irritation Diseases 0.000 description 2
- FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 2
- 150000001298 alcohols Chemical class 0.000 description 2
- 230000001580 bacterial effect Effects 0.000 description 2
- 230000015572 biosynthetic process Effects 0.000 description 2
- 239000003054 catalyst Substances 0.000 description 2
- 238000001816 cooling Methods 0.000 description 2
- ZAKOWWREFLAJOT-UHFFFAOYSA-N d-alpha-Tocopheryl acetate Natural products CC(=O)OC1=C(C)C(C)=C2OC(CCCC(C)CCCC(C)CCCC(C)C)(C)CCC2=C1C ZAKOWWREFLAJOT-UHFFFAOYSA-N 0.000 description 2
- 230000006866 deterioration Effects 0.000 description 2
- 239000003925 fat Substances 0.000 description 2
- 125000002485 formyl group Chemical class [H]C(*)=O 0.000 description 2
- 235000011187 glycerol Nutrition 0.000 description 2
- 238000010438 heat treatment Methods 0.000 description 2
- 238000004519 manufacturing process Methods 0.000 description 2
- 239000000463 material Substances 0.000 description 2
- 239000013028 medium composition Substances 0.000 description 2
- 230000009965 odorless effect Effects 0.000 description 2
- 150000002978 peroxides Chemical class 0.000 description 2
- 229910000160 potassium phosphate Inorganic materials 0.000 description 2
- 235000011009 potassium phosphates Nutrition 0.000 description 2
- 238000011076 safety test Methods 0.000 description 2
- YGSDEFSMJLZEOE-UHFFFAOYSA-N salicylic acid Chemical compound OC(=O)C1=CC=CC=C1O YGSDEFSMJLZEOE-UHFFFAOYSA-N 0.000 description 2
- 231100000475 skin irritation Toxicity 0.000 description 2
- 230000036556 skin irritation Effects 0.000 description 2
- 238000003860 storage Methods 0.000 description 2
- 238000003786 synthesis reaction Methods 0.000 description 2
- 229940042585 tocopherol acetate Drugs 0.000 description 2
- DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 description 1
- CAYHVMBQBLYQMT-UHFFFAOYSA-N 2-decyltetradecan-1-ol Chemical compound CCCCCCCCCCCCC(CO)CCCCCCCCCC CAYHVMBQBLYQMT-UHFFFAOYSA-N 0.000 description 1
- 241000972773 Aulopiformes Species 0.000 description 1
- 241000282412 Homo Species 0.000 description 1
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 1
- 235000010254 Jasminum officinale Nutrition 0.000 description 1
- 240000005385 Jasminum sambac Species 0.000 description 1
- 239000004166 Lanolin Substances 0.000 description 1
- 239000004372 Polyvinyl alcohol Substances 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 241000589516 Pseudomonas Species 0.000 description 1
- 241000220317 Rosa Species 0.000 description 1
- 206010059516 Skin toxicity Diseases 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000002253 acid Substances 0.000 description 1
- 231100000460 acute oral toxicity Toxicity 0.000 description 1
- 230000032683 aging Effects 0.000 description 1
- 150000005215 alkyl ethers Chemical class 0.000 description 1
- BFNBIHQBYMNNAN-UHFFFAOYSA-N ammonium sulfate Chemical compound N.N.OS(O)(=O)=O BFNBIHQBYMNNAN-UHFFFAOYSA-N 0.000 description 1
- 229910052921 ammonium sulfate Inorganic materials 0.000 description 1
- 235000011130 ammonium sulphate Nutrition 0.000 description 1
- 239000010775 animal oil Substances 0.000 description 1
- 239000007864 aqueous solution Substances 0.000 description 1
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 description 1
- 230000003796 beauty Effects 0.000 description 1
- 229910000019 calcium carbonate Inorganic materials 0.000 description 1
- 125000004432 carbon atom Chemical group C* 0.000 description 1
- 239000003518 caustics Substances 0.000 description 1
- 239000003795 chemical substances by application Substances 0.000 description 1
- 238000004040 coloring Methods 0.000 description 1
- 230000000052 comparative effect Effects 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- DTPCFIHYWYONMD-UHFFFAOYSA-N decaethylene glycol Polymers OCCOCCOCCOCCOCCOCCOCCOCCOCCOCCO DTPCFIHYWYONMD-UHFFFAOYSA-N 0.000 description 1
- 238000000354 decomposition reaction Methods 0.000 description 1
- 238000005516 engineering process Methods 0.000 description 1
- 239000010696 ester oil Substances 0.000 description 1
- 239000004744 fabric Substances 0.000 description 1
- 230000001815 facial effect Effects 0.000 description 1
- 239000000706 filtrate Substances 0.000 description 1
- 238000007667 floating Methods 0.000 description 1
- 239000011521 glass Substances 0.000 description 1
- 230000000774 hypoallergenic effect Effects 0.000 description 1
- 238000005342 ion exchange Methods 0.000 description 1
- 230000007794 irritation Effects 0.000 description 1
- 229940039717 lanolin Drugs 0.000 description 1
- 235000019388 lanolin Nutrition 0.000 description 1
- 229910052943 magnesium sulfate Inorganic materials 0.000 description 1
- 235000019341 magnesium sulphate Nutrition 0.000 description 1
- 238000002844 melting Methods 0.000 description 1
- 230000008018 melting Effects 0.000 description 1
- 229910052757 nitrogen Inorganic materials 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 239000001301 oxygen Substances 0.000 description 1
- 229910052760 oxygen Inorganic materials 0.000 description 1
- FJKROLUGYXJWQN-UHFFFAOYSA-N papa-hydroxy-benzoic acid Natural products OC(=O)C1=CC=C(O)C=C1 FJKROLUGYXJWQN-UHFFFAOYSA-N 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 229920002451 polyvinyl alcohol Polymers 0.000 description 1
- 230000008092 positive effect Effects 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 229910052700 potassium Inorganic materials 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000035755 proliferation Effects 0.000 description 1
- 239000011435 rock Substances 0.000 description 1
- 229960004889 salicylic acid Drugs 0.000 description 1
- 235000019515 salmon Nutrition 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 208000017520 skin disease Diseases 0.000 description 1
- 231100000438 skin toxicity Toxicity 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 230000000087 stabilizing effect Effects 0.000 description 1
- 230000001988 toxicity Effects 0.000 description 1
- 235000015112 vegetable and seed oil Nutrition 0.000 description 1
- 239000008158 vegetable oil Substances 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
Classifications
-
- 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
- A61K8/34—Alcohols
- A61K8/342—Alcohols having more than seven atoms in an unbroken chain
-
- 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
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
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)
- Dermatology (AREA)
- Cosmetics (AREA)
Description
【発明の詳細な説明】
本発明は2−オクチルドデシルアルコールに酸化エチレ
ンを10モル以上最も好ましくは15〜25モル付加し
た非イオン界面活性剤を添加することを特徴とする化粧
料の発明である。DETAILED DESCRIPTION OF THE INVENTION The present invention is a cosmetic product characterized by adding a nonionic surfactant in which 10 moles or more, most preferably 15 to 25 moles, of ethylene oxide is added to 2-octyldodecyl alcohol. .
本発明に係る2ーオクチルドデシルアルコールは石油化
学に於ける炭素数10の直鎖型脂肪族アルコールからゲ
ルベッド反応により誘導される。The 2-octyldodecyl alcohol according to the present invention is derived from a linear aliphatic alcohol having 10 carbon atoms in petrochemistry through a gel bed reaction.
これらの合成アルコールに酸化エチレンを付加し非イオ
ン界面活性剤を合成することは本発明者らを含め当該技
術者なら誰しも容易に考えられる。極く一般の公知技術
であり文献でも古くから発表されている。且つ本発明者
らは特関昭48−5嬰2(特願46一39165)に於
て二次分岐鎖構造を有するボリオキシェチレン型非イオ
ン界面活性剤配合化粧料の発明を出願している。しかし
ながら本発明者らはあえてこれらの公知技術、公知文献
を利用し分岐型である2ーオクチルドデシルアルコール
に酸化エチレンを付加させた非イオン界面活性剤を合成
し、更に各種付加モル数の化粧品に対する性質を種々検
討した結果、その酸化エチレン付加体がある範囲内にお
いて従来迄の化粧品質の活性剤に見られない特異且つ良
好な性質を有することを知見し、それらが今迄にない化
粧品の技術的改良と進歩をもたらすものと思われる。Anyone skilled in the art, including the present inventors, can easily think of adding ethylene oxide to these synthetic alcohols to synthesize a nonionic surfactant. This is a very commonly known technology and has been published in literature for a long time. In addition, the present inventors filed an application for the invention of a cosmetic containing a boroxyshetylene type nonionic surfactant having a secondary branched chain structure in Tokkan Sho 48-5-2 (Japanese Patent Application No. 46-39165). There is. However, the present inventors took advantage of these known techniques and documents to synthesize a nonionic surfactant in which ethylene oxide was added to branched 2-octyldodecyl alcohol. As a result of various studies on its properties, we found that the ethylene oxide adduct has unique and good properties within a certain range that have not been seen in conventional cosmetic-quality active agents, and we believe that these properties can be used to create cosmetics that have never existed before. It is believed that this will bring about improvements and progress.
一般に化粧品用原料として要求且つ必須条件は多岐にわ
たる。Generally, the requirements and essential conditions for cosmetic raw materials are wide-ranging.
それらの条件の例をあげると■ 臭しめギ少し、■ 着
色が少し、■ 品質が安定で一定の供給能力がある。Examples of these conditions are ■ A little odor, ■ A little coloring, and ■ Stable quality and constant supply capacity.
■ 耐熱、耐光性等経時的に安定である。■ Stable over time in terms of heat resistance, light resistance, etc.
■ 微生物に対し比較的安定である。■ Relatively stable against microorganisms.
■ 人体皮層刺激性、毒性が低い。■ Low human skin irritation and toxicity.
などの幾つかの項目が要求される。Several items are required, such as:
これらの条件のうち本発明に係る物質は■〜■項につい
ても従釆の市販の活性剤特に動、植物油よりの活性剤と
比較し一段と優れており、■〜■項についても同等ある
いはそれ以上にすぐれていることが判明した。Among these conditions, the substance according to the present invention is far superior to the following commercially available activators, especially activators made from animal and vegetable oils, in terms of items It turned out to be excellent.
特に本発明は■■は勿論のこと特に■■について各種の
実験を行った結果、特異且つ有意性のある物質であるこ
とを知見しこれらを化粧料に用うろことにより従来より
も更に増した化粧料の優科化に寄与した発明であると云
える。次に本発明の特徴について詳記する。In particular, as a result of conducting various experiments on not only ■■, but especially ■■, the present invention found that these are unique and significant substances, and by using these substances in cosmetics, the number of substances has increased even more than before. It can be said that this invention contributed to the advancement of cosmetics. Next, the features of the present invention will be described in detail.
先づ4項の耐熱性、耐光性についての試験結果を本発明
に係る界面活性剤と一般市販界面活性剤と比較する。First, the test results for heat resistance and light resistance in Section 4 will be compared with the surfactant according to the present invention and a general commercially available surfactant.
試料として界面活性剤の母核核である高級アルコール及
びそれに酸化エチレンを付加した界面活性剤を挙げた。As samples, we used a higher alcohol, which is the mother nucleus of a surfactant, and a surfactant prepared by adding ethylene oxide to it.
1 ポリオキシエチレン(4)オレイルアルコールエー
テル(市販活性剤)〔酸化エチレンの付加モル数(この
場合4モル)は一般的にこのように表示する。以下同様
である〕2 オレイルアルコール
3 ポリオキシエチレン風2−オクチルドデシルアルコ
ールエーテル4 2−オクチルドデシルアルコール(本
発明に係る活性剤)耐熱性、耐光性の安定性の基準とし
ては酸価(以下AV)、過酸化物価(POV)、及びア
ルデヒド価(ALV)を挙げその変動について経時的に
追求した。1 Polyoxyethylene (4) Oleyl alcohol ether (commercially available activator) [The number of moles of ethylene oxide added (4 moles in this case) is generally expressed as follows. The same applies hereinafter] 2. Oleyl alcohol 3. Polyoxyethylene-like 2-octyldodecyl alcohol ether 4. 2-Octyldodecyl alcohol (activator according to the present invention) The acid value (hereinafter referred to as AV ), peroxide value (POV), and aldehyde value (ALV), and their changes over time were investigated.
尚、各試料(1,2,3及び4)は上記の各試料番号を
示す。〔耐熱性の実験方法〕
米国油脂学会のオフィシャル アンド テンタティヴ法
(OHjcial and Tentative Me
thod)のcd−12一57の活性酸素吸収試験(A
.0.M)を参考にし次の試験方法で行った。In addition, each sample (1, 2, 3, and 4) shows each sample number mentioned above. [Experimental method for heat resistance] The official and tentative method of the American Institute of Oil and Fats
thod) CD-12-57 active oxygen absorption test (A
.. 0. The following test method was used with reference to M).
試験をA.0.M用試験管に2雌入れた100℃の陣温
槽中に静遣し、乾燥空気を140羽/minの速さで試
験中に通す。Test A. 0. Two M test tubes were placed in a temperature bath at 100°C, and dry air was passed through the test tube at a rate of 140 birds/min.
一定時間毎にサンプリングしAV,POV,ALV、を
測定し熱に対する安定性をみる。その結果を第1表、第
2表及び第3表に示す。The AV, POV, and ALV are sampled at regular intervals to measure stability against heat. The results are shown in Tables 1, 2 and 3.
第1表 AVの経時変化第2表 POVの経時変化
第 3表 ALVの経時変化
以上の第1〜3表からも明確なごと〈熱に対する安定性
は油脂から得られる高級アルコールおよびそれからの界
面活性剤と本発明に係る分岐アルコール及びそれからの
界面活性剤とではその後者の本発明に係る活性剤が非常
に安定であり優れていることが明白であろう。Table 1 Changes in AV over time Table 2 Changes in POV over time Table 3 Changes in ALV over time It is clear from the above Tables 1 to 3. It will be clear that between the branched alcohols according to the invention and the surfactants therefrom, the latter active agents according to the invention are very stable and superior.
このことは化粧品製造時の加熱に依る物質変化あるいは
使用時、保存時に於ける化粧品的の経時的な劣化を防止
あるいは遅延することに迄推察出来、製品の安定化によ
り役立つ発明であると云える。This can be inferred to prevent or delay material changes caused by heating during cosmetic production or cosmetic deterioration over time during use and storage, and can be said to be an invention that is more useful in stabilizing products. .
特に本発明は化粧品に使用される活性剤に係るものであ
るから活性剤が何らかの影響を受け活性剤の効果が劣化
することにより、化粧水では被可溶化剤の沈澱、浮遊等
の現象、乳液、クリーム系では無分の浮き等の分離現象
が生ずる恐れがある。このようなことを避ける意味でも
原料自体は種々な条件下において安定であることが望ま
しい。さらに、化粧品が保存時光に対し劣化する事を防
止、遅延する意味から光に対する安定性についてカーボ
ンアーク灯照射を行った実験結果を次に示す。〔耐光性
の実験方法〕
37q0恒温槽中でカーボンアーク灯を3m時間照射し
1岬時間毎にサンプリングし、耐熱性の試験と同様にA
V,POVを測定し怪時変化を評化する。In particular, since the present invention relates to active agents used in cosmetics, the effect of the active agent may deteriorate due to some influence on the active agent. , Cream-based products may cause separation phenomena such as unbalanced floating. In order to avoid such problems, it is desirable that the raw material itself be stable under various conditions. Furthermore, the results of an experiment in which carbon arc lamp irradiation was performed to check the stability of cosmetics against light in order to prevent or delay the deterioration of cosmetics due to light during storage are shown below. [Light resistance test method] A carbon arc lamp was irradiated for 3 m hours in a 37q0 constant temperature bath, and samples were taken every 1 hour.
Measure V and POV and evaluate changes over time.
第4表 AVの経時変化第5表 POVの経時変化
以上第4,5表中の試料番号は表1の試料番号と同じで
ある。Table 4 Change in AV over time Table 5 Change in POV over time The sample numbers in Tables 4 and 5 are the same as the sample numbers in Table 1.
第4,5表から明白なごとく光に対する安定性は全体と
してのAV.POVの変化は熱に対する場合より少し、
。As is clear from Tables 4 and 5, the stability against light is the overall AV. The change in POV is less than that for heat,
.
且つ油脂系よりの直鏡高級アルコールとその活性剤及び
分岐型の高級アルコールとその活性剤及び分岐型の高級
アルコールとその活性剤とのAVの変化の差は僅かであ
る。一方POVの変化は明らかに差があり、耐熱性のデ
ータ‐(第1〜3表)と同様に本発明に係る活性剤はよ
り安定である。以上これらのAV.POV、あるいはA
LVの上昇は酸化による過酸化物、あるいはアルデヒド
の生成に依存するものであり、これらが人間の皮膚に対
して良い影響を受けるものではないことは明らかである
。In addition, there is a slight difference in the change in AV between a direct mirror higher alcohol based on fats and oils and its activator, a branched type higher alcohol and its activator, and a branched type higher alcohol and its activator. On the other hand, there is a clear difference in the change in POV, and similar to the heat resistance data (Tables 1 to 3), the active agent according to the present invention is more stable. These AV. POV or A
The increase in LV depends on the production of peroxides or aldehydes due to oxidation, and it is clear that these do not have a positive effect on human skin.
一方以上の物質の安定性の評価と同時にイり鮭品原料、
特に本願発明の如き界面活性剤ではその望まれる効果が
その物質の優良性を左右する。At the same time as evaluating the stability of one or more substances, raw materials for salmon products,
Particularly in the case of surfactants such as those of the present invention, the desired effect determines the quality of the substance.
本発明の場合のような活性剤ではイ日荘品に利用される
、各種香料、油等の被可溶化物に対し良好な可溶化を示
さねばならない。この点に関し、一般市販活性剤との可
溶化力の比較試験を行った。The active agent used in the present invention must exhibit good solubilization with respect to various fragrances, oils, and other substances to be solubilized that are used in daily products. In this regard, a comparative test of solubilizing power with a general commercially available activator was conducted.
1 香料の可溶化
試験に用いた活性剤は以下の4試料(A,Bは市販活性
剤、C,Dは本発明に係る活性剤)を用いた。1. The following four samples (A and B are commercially available activators, and C and D are activators according to the present invention) were used in the fragrance solubilization test.
各活性剤0.後、0.路、0.8gの3水準、被可溶化
物として、香料(ジャスミン、ローズを主体としたフロ
ーラル系香料)0.処95%特級エチルアルコール20
.雌を混じ完全に溶解した後蒸留水で全体を20腿にす
る。Each activator 0. After, 0. 3 levels of 0.8 g, fragrance (floral fragrance mainly composed of jasmine and rose) as a solubilized substance, 0. 95% special grade ethyl alcohol 20
.. After completely dissolving the mixture, add distilled water to make 20 pieces.
陣温(21〜23qo)で30分間燈梓後濁度を測定す
る。第6表 香料に対する可溶化力
(市販活性剤)
A ポリオキシエチレン(15)
オレイルアルコールエーテル
B ポリオキシエチレン(20)
オレイルアルコールエーテル
(本発明に係る活性剤)
C ポリオキシヱチレン(15)
2−オクチルドデシルアルコールエーテル○ ポリオキ
シエチレン(20)
2ーオクチルドデシルアルコールエーテル結果:第6表
のうち数字が低いほど、すなわち濁度が低いほど被可溶
化物に対する可溶化力が良好であることを示しており、
本発明に係る活性剤C,DはA,Bに対し同じ酸化エチ
レン付加モル数、すなわちA:C,
B:Dの対応において非常に優秀であることがわかる。After heating for 30 minutes at the temperature (21 to 23 qo), the turbidity is measured. Table 6 Solubilizing power for perfume (commercially available activator) A Polyoxyethylene (15) Oleyl alcohol ether B Polyoxyethylene (20) Oleyl alcohol ether (activator according to the present invention) C Polyoxyethylene (15) 2 -Octyldodecyl alcohol ether ○ Polyoxyethylene (20) 2-Octyldodecyl alcohol ether Results: The lower the number in Table 6, that is, the lower the turbidity, the better the solubilizing power for the substance to be solubilized. It shows
It can be seen that the activators C and D according to the present invention are excellent in terms of the same number of added moles of ethylene oxide as those of A and B, that is, the correspondence of A:C and B:D.
2 薬剤に対する可溶化
薬剤としてはビタミンEーアセテートの可溶化実験を試
みた。2. As a drug for solubilizing drugs, we attempted to solubilize vitamin E-acetate.
95%特級エチルアルコール10.雌、ビタミンEーア
セテート0.1g、活性剤1.0,1.2,1.5,2
.雌の4水準をとり、完全に溶解した後、蒸留水80.
雌を加え、恒温(21〜2ゴC)で30分間燈梓後、濁
りの状態を肉眼判定する。95% special grade ethyl alcohol 10. Female, vitamin E-acetate 0.1g, active agent 1.0, 1.2, 1.5, 2
.. After taking 4 levels of female and completely dissolving, add 80% of distilled water.
After adding a female and incubating at a constant temperature (21 to 2 C) for 30 minutes, the state of turbidity was visually judged.
第7表 薬剤に対する可溶化
3 油に対する可溶化
95%特級エチルアルコール20g、油分として水不落
の合成ェステル系油分0.ね、活性剤0.5,1.0,
1.舵の3水準をとり完全に熔解した後、蒸留水80.
0gを加え、恒温(21〜23午0)で3び分間礎梓後
、濁りの状態を肉眼判定する。Table 7 Solubilization for drugs 3 Solubilization for oil 95% special grade ethyl alcohol 20g, non-water-retaining synthetic ester oil as oil content 0. Hey, activator 0.5, 1.0,
1. After taking the 3 levels of the rudder and completely melting it, add 80% distilled water.
0 g was added and the mixture was left at a constant temperature (21:00 to 23:00) for 3 minutes, and then the state of turbidity was visually judged.
第8表 油に対する可溶化 以上の第7,8表の印は次の判定に依る。Table 8 Solubilization in oil The markings in Tables 7 and 8 above depend on the following judgments.
○:透 明 ■:青味がかかった透明 △:半透明×:
白濁≠:より白濁これらの1〜3にわたる市販界面活性
剤と本発明に係る新規界面活性剤の可溶化力の試験の結
果から明白なごとく、本発明に係る界面活性剤は活性剤
として最も重要な効果を有することが判明した。○: Transparent ■: Transparent with a bluish tint △: Translucent ×:
Cloudy ≠: More cloudy As is clear from the test results of the solubilizing power of these commercially available surfactants 1 to 3 and the new surfactant of the present invention, the surfactant of the present invention is the most important as an active agent. It was found that it has a significant effect.
従って、これらの活性剤を化粧品中に配合することによ
る大きな利点は、使用活性剤量の減少である。Therefore, a major advantage of incorporating these active agents into cosmetics is the reduction in the amount of active agent used.
たとえば、従来可溶化剤として化粧品中に1.0%使用
されてきたものが、本発明に依れば0.5〜0.6%の
使用量で従来と同等、あるいはそれ以上の可溶化力を示
すことになる。また先に記述した如く化舷品の優良化に
大きく寄与する点としては臭いが無いことである。For example, conventionally, 1.0% of solubilizer was used in cosmetics, but according to the present invention, the solubilizing power is equal to or higher than that of conventional products by using 0.5 to 0.6%. will be shown. Furthermore, as mentioned above, one of the features that greatly contributes to the quality of the synthetic products is that they are odorless.
このことは単に化粧品原料のみとして臭いが無いという
ことだけではなく、イ○姓品に使用する香料の賦香率の
低減、あるいは無臭性の化粧料に好ましく使用する事が
出釆、活性剤の使用量の低減、賦香率の低減により製品
のコスト低減に結びつく大きな利点を有していることが
一つの特徴である。次に先に記述した第5項の微生物に
対しての分解安定性については、従来の直鏡ポリオキシ
ェチレンアルキルェーテル型非イオン界面活性剤と比較
し非常に優れていることも特徴である。これらは皮膚病
の原因となる有害微生物の繁殖をいたずらに増大せず、
且つ微生物により皮膚上で変化することなく皮層の衛生
保持および美容に有効な化粧品を提供することが出来る
。This not only means that there is no odor as a cosmetic raw material, but also that it can be used to reduce the fragrance rate of fragrances used in products, or to be preferably used in odorless cosmetics. One of its characteristics is that it has the great advantage of reducing the cost of the product by reducing the amount used and the rate of flavoring. Next, regarding the decomposition stability against microorganisms described in item 5 above, it is also characterized by being extremely superior compared to conventional direct mirror polyoxyethylene alkyl ether type nonionic surfactants. It is. These do not unnecessarily increase the proliferation of harmful microorganisms that cause skin diseases,
In addition, it is possible to provide cosmetics that are effective for maintaining the hygiene of the skin layer and for beauty without being changed on the skin by microorganisms.
これらの点について、次のような結果を得た。Regarding these points, we obtained the following results.
実験方法:100机上の肩付振糧フラスコに後記組成の
培地を30の上ずつ分注し、被検物質を1%になるよう
に加え120qC、20分間オートクレープにより滅菌
する。冷却後以下の4種の活性剤につき代表的な菌とし
てシュードモナス菌No.16(バクテリア)を接種し
、3707日間、好天気的に振縁培養しその後の乾燥菌
体重量変化とpHの変化を測定した。(培地組成)
リン酸第1カリウム 0.5gリ
ン酸第2カリウム 2.5g硫酸マ
グネシウム 0.後硫酸アンモニ
ウム 3.雌塩化ナトリウム
0.3g炭酸カルシウム(無水
) 0.3g以上の培地組成物をイオン
交換水100肌中に溶解する。Experimental method: Dispense 30 volumes of the medium with the composition shown below into 100 desk-top shaker flasks, add the test substance to 1%, and sterilize by autoclaving at 120 qC for 20 minutes. After cooling, Pseudomonas no. 16 (bacteria) was inoculated and cultured under shaking conditions in good weather for 3,707 days, after which changes in dry bacterial weight and pH were measured. (Medium composition) Potassium phosphate 0.5g Potassium phosphate 2.5g Magnesium sulfate 0. Post ammonium sulfate 3. female sodium chloride
0.3g calcium carbonate (anhydrous) 0.3g or more of the medium composition is dissolved in 100ml of ion-exchanged water.
(市販活性剤)
A ポリオキシエチレン(10)オイレルアルコールエ
ーテルB ポリオキシエチレン(20)オイレルアルコ
ールエーテル(本発明に係る活性剤)
C ポリオキシエチレン(20)2−オクチルドデシ′
レア′レコー′レエーテ′レD ポリオキシエチレン(
25)2ーオクチルドデシ/レア′レコー′レエーテ′
レ第9表 バクテリアに対する分解性
この様にA,Bは菌体重量、pHの変化が認められC,
Dは全く認められなかった。(Commercially available activator) A Polyoxyethylene (10) Euler alcohol ether B Polyoxyethylene (20) Euler alcohol ether (Activator according to the present invention) C Polyoxyethylene (20) 2-octyl dodecyl
Rare'Reko'Reate'ReD Polyoxyethylene (
25) 2-octyldodeci/rare'reko'reete'
Table 9: Degradability against bacteria As shown above, changes in bacterial weight and pH are observed for A and B, and C,
D was not recognized at all.
このことは本活性剤が一般市販界面活性剤と比較し皮膚
常在菌あるいは化粧品使用時に混入する菌に対し影響を
受け難くし、安定した活性剤と云える。また、最後の項
の動物、人体に対する安全性試験についてまとめてみる
と第1項長のごとくになる。This means that compared to general commercially available surfactants, this active agent is less susceptible to bacteria resident on the skin or to bacteria that are contaminated during cosmetic use, and can be said to be a stable active agent. Also, if you summarize the safety tests for animals and humans in the last section, you will see the length of the first section.
被験物質は次の4種である。The test substances are the following four types.
(市販活性剤)
A ポリオキシエチレン(15)オレイルアルコールエ
ーテルB ポリオキシエチレン(20)オレイルアルコ
−/レエーテ′レ(本発明に係る活性剤)
C ポリオキシエチレン(15)2ーオクチルドデシル
アルコールエーテルD ポリオキシェチレン型(20)
2ーオクチルドデシルアルコールエーテル第10表動物
安全性試験
(※FDA法試験による)
動物皮膚一次刺激性は第1項長の通り、いずれも低く急
性経口毒性も認められなかった。(Commercially available activator) A Polyoxyethylene (15) oleyl alcohol ether B Polyoxyethylene (20) oleyl alcohol/leate're (activator according to the present invention) C Polyoxyethylene (15) 2-octyldodecyl alcohol ether D Polyoxyethylene type (20)
2-Octyldodecyl alcohol ether Table 10 Animal safety test (*according to FDA method test) As shown in Section 1, primary animal skin irritation was low, and no acute oral toxicity was observed.
同時にラピツドにおいて眼鹸刺激性試験(eyedra
izemethod)を行った結果、A〜Dいずれも低
刺激性であった。At the same time, Rapido conducted an eye soap irritation test (eyedra).
As a result of performing the izemethod), all of A to D were hypoallergenic.
又、人体に対する安全性として閉塞パッチテストを上記
A〜Dについて1%水溶液で試験を行った結果、いずれ
も陽性率は低かった。In addition, as a safety measure for the human body, an occlusion patch test was conducted using a 1% aqueous solution for the above A to D, and the positive rate was low in all cases.
以上、A〜Dはいずれも安全性のある物質であると云え
るが、A,BとC,Dとの間では有意差は認められなか
った。As mentioned above, it can be said that all of A to D are safe substances, but no significant difference was observed between A and B and C and D.
次に合成例を示す。Next, a synthesis example will be shown.
合成例
2ーオクチルドデシルアルコール1モル
(29鍵)と触媒として苛性カリ0.04モル%をオー
トクレープ中に仕込み、オートクレープ中の空気を乾燥
窒素で置換した後、磯拝しながら温度145〜155午
0圧力3〜5k9/ふとし触媒を完全に溶解する。Synthesis Example 2 - 1 mol of octyldodecyl alcohol (29 keys) and 0.04 mol% of caustic potassium as a catalyst were charged into an autoclave, and after replacing the air in the autoclave with dry nitrogen, the temperature was raised to 145 to 155 while praying on a rock. 0:00 Pressure: 3 to 5 k9/sat. Completely dissolve the catalyst.
次に冷却された滴下装置により酸化エチレン15モル(
66雌)を滴下させる。Next, 15 moles of ethylene oxide (
66 female).
温度、圧力は上記条件のまま3〜4時間燈拝し、反応終
了後30〜40分間熟成燈拝を続ける。The temperature and pressure are maintained under the above conditions for 3 to 4 hours, and after the reaction is completed, aging is continued for 30 to 40 minutes.
空冷後反応容器より取り出し希塩酸で中和しpH6〜7
にする。さらに含有する水分を除去するため、減圧5〜
1物吻pH、温度90〜100qoで約30分間処理す
る。After air cooling, take out from the reaction vessel and neutralize with dilute hydrochloric acid to pH 6-7.
Make it. In order to further remove the moisture contained, the pressure is reduced to 5~
1. Treat for about 30 minutes at a pH of 90 to 100 qo.
処理後生成した塩を除去するため、グラスフィルターあ
るし・はロ布櫨過処理を行って製品とする。この他に、
2ーデシルテトラデシルアルコールに酸化エチレンを5
モル以上、最も好ましくは15〜23モル付加した非イ
オン界面活性剤を化粧料基剤に添加することにより、新
規なイり鉾料を得ることができた。次に本発明の実施例
を示す。In order to remove the salt produced after treatment, the product is processed through a glass filter or a cloth filter. In addition to this,
5 ethylene oxide in 2-decyltetradecyl alcohol
By adding a nonionic surfactant in an amount of at least 1 mole, most preferably 15 to 23 moles, to a cosmetic base, a new irihoko agent could be obtained. Next, examples of the present invention will be shown.
(%は重量%である。)実施例 1 イ○軽水
1 グリセリン 6.0%
2 カーポワツクス1500 1
.03 蒸留水 75
.04 エチルアルコール 17
.05 香料 0.
56 薬剤及び防腐剤 適量7 ポ
リオキシエチレン(15)2ーオクチルドデ1シルアル
コールエーテル 0.55〜7の各成分
を4に透明に溶解したものを1〜3の各成分を配合した
ものに室温で燈拝しながら加える。(% is weight%) Example 1 I○ Light water 1 Glycerin 6.0%
2 Carpowax 1500 1
.. 03 Distilled water 75
.. 04 Ethyl alcohol 17
.. 05 Fragrance 0.
56 Drugs and preservatives Appropriate amount 7 Polyoxyethylene (15) 2-octyl dodecyl alcohol ether 0.55 - 7 ingredients dissolved in 4 transparently mixed with ingredients 1 - 3 mixed with light at room temperature Add while worshiping.
これを十分に縄杵後にロ遇し充填し製品とする。実施例
2 フェィシアルパツク
1 ポリビニルアルコール 8.0%2
力ルボキシメチルセルロース 6.03
グリセリン 6〇4
エチルアルコール 6.05
蒸留水 73.0%6
香料 0.57 ポ
リオキシエチレン(20)2−オクチルドデシルアルコ
ールエーテル 0.5上記成分の
うち、2,3,5成分を夫々加え均一に溶解し、十分に
鷹拝する。This is thoroughly milled with a rope punch and filled into a product. Example 2 Facial pack 1 Polyvinyl alcohol 8.0% 2
Ruboxymethylcellulose 6.03
Glycerin 604
Ethyl alcohol 6.05
Distilled water 73.0%6
Perfumery 0.57 Polyoxyethylene (20) 2-octyldodecyl alcohol ether 0.5 Among the above ingredients, add ingredients 2, 3, and 5, respectively, dissolve uniformly, and stir thoroughly.
これをA部とする。成分6,7を4に加え透明になる迄
十分縄群後これに1を除々に加え湿潤状態とする。これ
をB部とする。A部にB部を除々に加え均一透明になる
迄十分に縄拝しロ過後充填し製品とする。This is called part A. Components 6 and 7 are added to 4 until the mixture becomes transparent, and then 1 is gradually added to the mixture to make it wet. This is called part B. Gradually add part B to part A, stir thoroughly until the mixture becomes uniformly transparent, filtrate, and fill to form a product.
実施例 3 ヘアトニック
1 エチルアルコール 70.0%
2 ラノリン誘導体 2.03
香料 0.54 ポリ
オキシエチレン(15)2ーオクチルドデシルアルコー
ルエーテル 0.55 サリチル酸
適量6 ビタミン&
〃7 色材
〃8 イオン交換水 2
7.02〜7を1に溶解し、室温で損拝しながら8に加
える。Example 3 Hair Tonic 1 Ethyl alcohol 70.0%
2 Lanolin derivative 2.03
Fragrance 0.54 Polyoxyethylene (15) 2-octyldodecyl alcohol ether 0.55 Salicylic acid
Appropriate amount 6 vitamins &
〃7 Color material
〃8 Ion exchange water 2
7. Dissolve 2-7 in 1 and add to 8 while stirring at room temperature.
Claims (1)
の香料、薬剤又は油を添加可溶化させてなる化粧料にお
いて、水に難溶性の香料、薬剤又は油の可溶化剤として
2−オクチルドデシルアルコールに酸化エチレンを10
〜25モル付加させた非イオン界面活性剤を0.1〜3
.0%添加したことを特徴とする化粧料。1. As a solubilizer for poorly water-soluble fragrances, drugs, or oils in cosmetics that are made of water and alcohol as a base, and are made by adding and solubilizing fragrances, drugs, or oils that are sparingly soluble in water. -10 ethylene oxide in octyldodecyl alcohol
0.1 to 3 of the nonionic surfactant added with ~25 moles
.. A cosmetic characterized by containing 0% additive.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP50099101A JPS6033806B2 (en) | 1975-08-15 | 1975-08-15 | cosmetics |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP50099101A JPS6033806B2 (en) | 1975-08-15 | 1975-08-15 | cosmetics |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5225038A JPS5225038A (en) | 1977-02-24 |
| JPS6033806B2 true JPS6033806B2 (en) | 1985-08-05 |
Family
ID=14238448
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP50099101A Expired JPS6033806B2 (en) | 1975-08-15 | 1975-08-15 | cosmetics |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPS6033806B2 (en) |
Families Citing this family (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS6112603A (en) * | 1984-06-28 | 1986-01-21 | Shiseido Co Ltd | Semi-transparent cosmetic |
| JPS6112602A (en) * | 1984-06-28 | 1986-01-21 | Shiseido Co Ltd | Semi-transparent cosmetic |
-
1975
- 1975-08-15 JP JP50099101A patent/JPS6033806B2/en not_active Expired
Non-Patent Citations (1)
| Title |
|---|
| FRAGRNCE JOURNAL#N2=1973 * |
Also Published As
| Publication number | Publication date |
|---|---|
| JPS5225038A (en) | 1977-02-24 |
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