JPS6248612A - Cosmetic - Google Patents

Cosmetic

Info

Publication number
JPS6248612A
JPS6248612A JP18767485A JP18767485A JPS6248612A JP S6248612 A JPS6248612 A JP S6248612A JP 18767485 A JP18767485 A JP 18767485A JP 18767485 A JP18767485 A JP 18767485A JP S6248612 A JPS6248612 A JP S6248612A
Authority
JP
Japan
Prior art keywords
acid
ester
cosmetic
fatty acid
dipropylene 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.)
Pending
Application number
JP18767485A
Other languages
Japanese (ja)
Inventor
Kazuhiro Suetsugu
一博 末次
Akihiko Adachi
足立 明彦
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
NARISU KESHOHIN KK
Original Assignee
NARISU KESHOHIN KK
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by NARISU KESHOHIN KK filed Critical NARISU KESHOHIN KK
Priority to JP18767485A priority Critical patent/JPS6248612A/en
Publication of JPS6248612A publication Critical patent/JPS6248612A/en
Pending legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34Alcohols
    • A61K8/345Alcohols containing more than one hydroxy group
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37Esters of carboxylic acids
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A61Q17/005Antimicrobial preparations
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/74Biological properties of particular ingredients
    • A61K2800/75Anti-irritant

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)

Abstract

PURPOSE:A cosmetic having low irritation free from antiseptic, containing an ester comprising a fatty acid such as caprylic acid, capric acid, lauric acid, etc., and a polyhydric alcohol such as dipropylene glycol, etc., as an emulsifying agent having antimicrobial power. CONSTITUTION:A cosmetic containing an ester comprising a fatty acid such as caprylic acid, capric acid or lauric acid and a polyhydric alcohol such as dipropylene glycol, etc. Since the ester has more improved antimicrobial power, addition of antiseptic to cosmetic is not required and the cosmetic has no fear of skin irritation. The ester is obtained by heating a mixture of 1mol fatty acid, 1-5mol polyhydric alcohol and a strongly acidic ion exchange resin to 90 deg.C-140 deg.C and reducing the pressure to 20-100mg Hg to remove water from the reaction mixture. The amount of the strongly acidic ion exchange resin as a catalyst is preferably 5-10g based on 1mol fatty acid.

Description

【発明の詳細な説明】 本発明は脂肪酸と多価アルコールのエステル化により生
成された生成物を配合する化粧料に関する。
DETAILED DESCRIPTION OF THE INVENTION The present invention relates to cosmetics containing products produced by esterification of fatty acids and polyhydric alcohols.

詳しくは、脂肪酸がカプリル酸もしくはカプリン酸もし
くはラウリン酸であり、多価アルコールがジプロピレン
グリコールであるモノエステルが1つもしくは複数配合
された化粧料に関する。
Specifically, the present invention relates to a cosmetic containing one or more monoesters in which the fatty acid is caprylic acid, capric acid, or lauric acid, and the polyhydric alcohol is dipropylene glycol.

一般に多価アルコールとの脂肪酸のエステルは非イオン
性界面活性剤であり、食品や化粧品の乳化剤として広(
知られている。また、その中でも低級脂肪酸のグリセリ
ンエステルは抗菌力を持つ乳化剤として化粧料にも使用
されているものである。本発明は抗菌力を有する乳化剤
に着目し他の、より抗菌力を有する乳化剤を発明するに
至ったものである。
Generally, esters of fatty acids with polyhydric alcohols are nonionic surfactants and are widely used as emulsifiers in foods and cosmetics.
Are known. Among them, glycerin esters of lower fatty acids are also used in cosmetics as emulsifiers with antibacterial properties. The present invention focuses on emulsifiers that have antibacterial activity and has led to the invention of other emulsifiers that have even more antibacterial activity.

近年、化粧品は低刺激性の化粧料が強く要望されており
、無着色・無香料やノンアルコールの化粧料が開発され
、市場を賑わしているものである。
In recent years, there has been a strong demand for hypoallergenic cosmetics, and color-free, fragrance-free, and non-alcoholic cosmetics have been developed and are now popular in the market.

しかしながら、皮)刺激に関しては防腐剤による刺激も
大きな要因を占めており、無防腐剤の化粧料の開発が長
年型まれていたものである。ところで、化粧料には、そ
の製造及び使用に際し微生物等の雑菌が混入し、経時的
に繁殖することがあるため、防腐剤の配合はかかせない
ものであった。
However, irritation caused by preservatives is also a major factor in skin irritation, and the development of preservative-free cosmetics has been sought for many years. Incidentally, since cosmetics may be contaminated with germs such as microorganisms during their manufacture and use and propagate over time, it has been essential to incorporate preservatives into them.

仮に防腐剤を配合しない場合は、その化粧品を冷蔵庫に
保管しなければならない等、使用に際し極めて不便なも
のであった。
If preservatives were not added, the cosmetics would have to be stored in a refrigerator, which would be extremely inconvenient to use.

本発明では、上述のとおり抗菌力を有する乳化剤を配合
することにより、防腐剤を配合しない低刺激の化粧料を
発明するに至ったものである。
In the present invention, by incorporating an emulsifier having antibacterial activity as described above, we have invented a hypoallergenic cosmetic that does not contain preservatives.

さて、本発明の実施について以下、詳述する。Now, implementation of the present invention will be described in detail below.

一般にエステルの工業的製法としては、無触媒法による
ものが一般的である。しかし、この製法では収率が低く
かつ反応が高温であり長時間を要するものである。そこ
で、本願においては触媒を用いることにより、温和な条
件でかつ短時間でエステル化を行えるものであるから、
触媒を利用した実施例を記すものである。触媒の具体例
としてスチレン系のスルホン酸樹脂アンバーリスト15
(オルガノ社製)を利用した。これは固体触媒に分類さ
れるものである。固体触媒は反応生成物との分離がろ過
等により簡単にできるものであり、また触媒活性が失わ
れなければ繰り返し使用可能である。加えて触媒が反応
容器を腐食しないし、取り扱いも安全であり、廃棄に伴
う公害問題も少いものである。ここで用いた強酸性イオ
ン交換樹脂は酸性型にイオン交換し、充分減圧乾燥した
ものである。エステル化反応は次の式で示される平衡反
応である。 アルコール+脂肪酸=エステル+水従って
、反応を右辺に進ませるには反応生成物の水を反応系か
ら除去する必要がある。そのため反応系を減圧すること
により水を除去することとした。
Generally, as an industrial method for producing esters, a non-catalytic method is generally used. However, this production method has a low yield and requires a long reaction time at a high temperature. Therefore, in this application, by using a catalyst, esterification can be carried out under mild conditions and in a short time.
This is an example using a catalyst. A specific example of the catalyst is styrene-based sulfonic acid resin Amberlyst 15.
(manufactured by Organo) was used. This is classified as a solid catalyst. Solid catalysts can be easily separated from reaction products by filtration or the like, and can be used repeatedly if catalytic activity is not lost. In addition, the catalyst does not corrode the reaction vessel, is safe to handle, and causes fewer pollution problems when disposed of. The strongly acidic ion exchange resin used here was ion exchanged into an acidic form and thoroughly dried under reduced pressure. The esterification reaction is an equilibrium reaction represented by the following formula. Alcohol + fatty acid = ester + water Therefore, in order for the reaction to proceed to the right side, it is necessary to remove the reaction product water from the reaction system. Therefore, it was decided to remove water by reducing the pressure of the reaction system.

具体的には、カプリル酸かカプリン酸もしくはラウリン
酸1モルに対し、1〜5モルのジプロピレングリコール
及び強酸性イオン交換樹脂の混合物を90°〜1400
Cに加熱し、20〜100 rnm HF!まで減圧す
ることにより、反応生成物より水を除去し、モノ脂肪酸
ジプロピレングリコールを得ルモのである。尚、加熱温
度は140°Cを越えると触媒が分解しはじめるので、
それ以下で行う。但し、なるべく高温の方が反′応の進
行速度は速いものである。
Specifically, a mixture of 1 to 5 moles of dipropylene glycol and a strongly acidic ion exchange resin is heated at 90° to 1400° to 1 mole of caprylic acid, capric acid, or lauric acid.
Heat to 20-100 nm HF! Water was removed from the reaction product by reducing the pressure to 100%, and monofatty acid dipropylene glycol was obtained. Please note that if the heating temperature exceeds 140°C, the catalyst will begin to decompose.
Do less than that. However, the higher the temperature, the faster the reaction will proceed.

触媒の強酸性イオン交換樹脂の使用量は脂肪酸1モルに
対し5〜10ノが好ましい。尚、触媒の使用量が多けれ
ば反応の進行速度は速いがモノエステルの生成量が減少
し、ジエステルの生成量が増加したり、生成物が着色さ
れたり等の品質劣下が生じるものである。加熱時間は加
熱温度に関係するが2〜8時間が好ましい。還流終了後
触媒として使用した強酸性イオン交換樹脂をろ過して除
き、減圧蒸留により未反応物を除去し、モノエステルを
蒸留精製するものである。還流終了の時点は酸価を測定
することにより確認できる。酸価は1〜10が適当であ
り、それ以下だとジエステルが増加することになる。ま
た、ろ別した強酸性イオン交換樹脂は再利用が可能であ
る。
The amount of the strongly acidic ion exchange resin used as a catalyst is preferably 5 to 10 ions per mole of fatty acid. Incidentally, if the amount of catalyst used is large, the reaction progresses quickly, but the amount of monoester produced decreases, the amount of diester produced increases, and quality deterioration such as coloring of the product occurs. . The heating time is related to the heating temperature, but is preferably 2 to 8 hours. After the reflux is completed, the strongly acidic ion exchange resin used as a catalyst is removed by filtration, unreacted substances are removed by distillation under reduced pressure, and the monoester is purified by distillation. The point at which reflux has ended can be confirmed by measuring the acid value. A suitable acid value is 1 to 10; if it is less than that, diesters will increase. Furthermore, the strongly acidic ion exchange resin that has been filtered out can be reused.

前述の説明に加えて、具体的実施例並びにその効果を抗
菌力データにより説明する。
In addition to the above explanation, specific examples and their effects will be explained using antibacterial activity data.

モノ脂肪酸ジプロピレングリコール    0.1香 
  料                 0.2(B
)精製水       82.7 グリセリン         5.0 1.3−ブチレングリコール       6.0(C
)色   素               適量(製
 法) A、Bをそれぞれ室温にて均一に溶解させる。
Monofatty acid dipropylene glycol 0.1 fragrance
Fee 0.2 (B
) Purified water 82.7 Glycerin 5.0 1.3-Butylene glycol 6.0 (C
) Dye Appropriate amount (manufacturing method) Uniformly dissolve each of A and B at room temperature.

Bを撹拌しながら徐々にAを添加して可溶化する。While stirring B, gradually add A to solubilize it.

色素にて調色した後、ろ過して充填する。After adjusting the color with pigment, it is filtered and filled.

(抗菌力データ) 添加量 0.1% 菌   株  CarMiida albicans 
  (酵母)植菌数 約10個/1 実施例2. 〜化粧水 上記実施例1.のうち、モノ脂肪酸ジプロピレングリコ
ールの重量%を0.0596とし、精製水の重量%を8
2.7596とする。他の成分・成分量及び製法は同様
とする。
(Antibacterial activity data) Added amount 0.1% Bacterial strain CarMiida albicans
(Yeast) Number of inoculated cells: approximately 10/1 Example 2. ~Lotion Example 1 above. Of these, the weight% of monofatty acid dipropylene glycol is 0.0596, and the weight% of purified water is 8.
2.7596. Other ingredients, ingredient amounts, and manufacturing methods are the same.

(抗菌力データ 1) 添加量 0.0596 菌   株  Escherichia coli  
 (大腸菌)植菌数 約10個/グ (抗菌力データ 2) 添加量 0.0596 菌   株  Psetthmcrlas記興斑mf(
緑膿菌)植菌数 約10個/グ (2)スクワラン          5.0ワセリン
          2.0 サラシミツロウ            0.5セスキ
オレイン酸ソルビタン      0.8ポリオキシエ
チレンオレイルエーテル(20BQ)  1.2モノ脂
肪酸ジプロピレングリコール     1.0(Bl 
 プロピレングリコール         5.0エタ
ノール             3.2カルボキシビ
ニルポリマー(1%水溶液)   18.0水酸化カリ
ウム            0.1精製水     
 62.9 (C1香   料                0
.3(製 法) Aを75°Cに、Bを73°Cにそれぞれ加熱溶解しA
をBに撹拌しながら添加して乳化する。その後Cを添加
して30°Cまで冷却し充填する。
(Antibacterial activity data 1) Added amount 0.0596 Bacterial strain Escherichia coli
(Escherichia coli) Number of inoculated cells: Approximately 10 cells/g (Antibacterial activity data 2) Added amount: 0.0596 Bacterial strain: Psethmcrlas mf (
Pseudomonas aeruginosa) Number of inoculations: Approx. 10/g (2) Squalane 5.0 Vaseline 2.0 White beeswax 0.5 Sorbitan sesquioleate 0.8 Polyoxyethylene oleyl ether (20BQ) 1.2 Monofatty acid dipropylene Glycol 1.0 (Bl
Propylene glycol 5.0 Ethanol 3.2 Carboxyvinyl polymer (1% aqueous solution) 18.0 Potassium hydroxide 0.1 Purified water
62.9 (C1 fragrance 0
.. 3 (Production method) Heat and melt A at 75°C and B at 73°C.
Add to B while stirring and emulsify. Thereafter, C was added, the mixture was cooled to 30°C, and the mixture was filled.

(抗菌力データ) 添加量 1.0% 菌   株  Escherichia colt  
(大腸菌)植菌数 約10個/グ 実施例4.  〜乳液 上記実施例3.のうち、モノ脂肪酸ジプロピレングリコ
ールの重量%を0.5%とし、精製水の重量%を63.
4%とする。他の成分・成分量及び製法は同様とする。
(Antibacterial activity data) Added amount 1.0% Bacterial strain Escherichia colt
(E. coli) Number of inoculated cells: approximately 10/g Example 4. - Emulsion Example 3 above. Of these, the weight percent of monofatty acid dipropylene glycol is 0.5%, and the weight percent of purified water is 63.
4%. Other ingredients, ingredient amounts, and manufacturing methods are the same.

(抗菌力データ 1) 添加量 0.596 植菌数 約10個/グ (抗菌力データ 2) 添加量 0.5% 菌   株  P就−訂αmaenl齢■母(緑膿菌)
植菌数 約10個/9 囚 ステアリン酸              3.0
モノステアリン酸ソルビタン      1.5スクワ
ラン            8.0ワセリン    
      10.0パラフイン          
 8.0ラノリン          5.0 セレシン          3.5 鯨  ロ  ウ                  
        5,0七ノ脂肪酸ジプロピレングリコ
ール    1.0(Bl グリセリン       
    3.0プロピレングリコ−リレ       
  3.0精製水       47.8 トリエタノールアミン          1.0(C
)  香   料                0
.2(製 法) Aを78°Cに、Bを75°Cにそれぞれ加熱溶解しA
をBに撹拌しながら添加して乳化する。その後Cを添加
して30°Cまで冷却し充填する。
(Antibacterial activity data 1) Addition amount 0.596 Number of bacteria inoculated approximately 10 cells/g (Antibacterial activity data 2) Addition amount 0.5% Bacterial strain P-maenl age Mother (Pseudomonas aeruginosa)
Number of inoculations: Approximately 10/9 Stearic acid 3.0
Sorbitan monostearate 1.5 Squalane 8.0 Vaseline
10.0 paraffin
8.0 Lanolin 5.0 Ceresin 3.5 Whale Roe
5,0 Heptanofatty acid dipropylene glycol 1.0 (Bl Glycerin
3.0 Propylene Glycol
3.0 Purified water 47.8 Triethanolamine 1.0 (C
) Fragrance 0
.. 2 (Production method) Heat and melt A at 78°C and B at 75°C.
Add to B while stirring and emulsify. Thereafter, C was added, the mixture was cooled to 30°C, and the mixture was filled.

(抗菌力データ) 添加量 1.05% 菌   株  5taphylococcus aur
eus(黄色ブドウ球菌) 植菌数 約106個/2 実施例6. 〜エモリエントクリーム 上記実施例5.のうち、モノ脂肪酸ジプロピレングリコ
ールの重量%を0.5%とし、精製水の重量%を48.
3%とする。他の成分・成分量及び製法は同様とする。
(Antibacterial activity data) Added amount 1.05% Bacterial strain 5 taphylococcus aur
eus (Staphylococcus aureus) Number of inoculated cells: approximately 106/2 Example 6. ~Emollient cream Example 5 above. Of these, the weight percent of monofatty acid dipropylene glycol is 0.5%, and the weight percent of purified water is 48.
3%. Other ingredients, ingredient amounts, and manufacturing methods are the same.

(抗菌力データ) 添加量 0.596 菌   料  Candida albicans  
 (酵母)植菌数 約105個/グ 以上述べたごとく、本発明は各種化粧品において強力な
抗菌力の効能を有することがわかる。
(Antibacterial activity data) Added amount 0.596 Bacterial material Candida albicans
(Yeast) Number of inoculum: Approximately 105 cells/g As stated above, it can be seen that the present invention has a strong antibacterial effect in various cosmetics.

また、本発明を他の公知の抗菌力を有する乳化剤と比較
するため、下記の実験を行った。
Further, in order to compare the present invention with other known emulsifiers having antibacterial activity, the following experiment was conducted.

(製 法) アルコール            5.096精製水
       94.5% 上記の化粧水に対し、公知の抗菌力を有する乳化剤とし
てカプリル酸グリセリン、本発明の乳化剤としてカプリ
ル酸エステル9カプリン酸エステル、ラウリン酸エステ
ルの4種の乳化剤を0.1%及び0.05%を混入しE
scherichia coli (大腸菌)とCan
dida albicans (酵母)の菌数を測定し
た。
(Manufacturing method) Alcohol 5.096 Purified water 94.5% To the above lotion, glycerin caprylate is used as a known emulsifier having antibacterial activity, and caprylic acid ester 9 capric acid ester and lauric acid ester are used as the emulsifier of the present invention. Mix 4 types of emulsifiers at 0.1% and 0.05%.
scherichia coli (E. coli) and Can
The number of bacteria of dida albicans (yeast) was measured.

(実験データ 1) 各エステルの濃度 0.1% 菌   株   Es(herichia coli 
 (大腸菌)植菌数 約106個/グ (実験データ 2) 各エステルの濃度  0.1% 菌   株   Candida albicans 
 (酵母)植菌数 約105個/2 (実験データ 3) 各エステルの濃度  0.0596 菌   株   Escherichia coli 
 (大腸菌)植菌数 約106個/7 (実験データ 4) 各エステルの濃度  0.05% 菌   株   Candida albicans 
  (酵母)植菌数 約10個/V ■ 【 以上述べたごとく、本発明によるエステルは、公知の抗
菌力を有する界面活性剤(モノカプリル酸グリセリン)
と比較しても同等もしくは、それ以上の抗菌力を有する
ものである。
(Experimental data 1) Concentration of each ester 0.1% Bacterial strain Es (herichia coli
(Escherichia coli) Number of inoculated cells: Approximately 106 cells/g (Experimental data 2) Concentration of each ester: 0.1% Bacterial strain: Candida albicans
(Yeast) Number of inoculated cells: Approx. 105/2 (Experimental data 3) Concentration of each ester: 0.0596 Bacterial strain: Escherichia coli
(E. coli) Number of inoculated cells: Approx. 106/7 (Experimental data 4) Concentration of each ester: 0.05% Bacterial strain: Candida albicans
(yeast) Number of inoculum: approximately 10/V ■ [As stated above, the ester according to the present invention is a surfactant (monocaprylic acid glycerin) that has known antibacterial activity.
It has an antibacterial activity that is equal to or greater than that of

本発明は、乳化剤を利用するすべての化粧料に適用可能
である。尚、本発明に係る3種のエステルは、1種のみ
でも複数の組み合せでも化粧料に配合可能である。但し
、前述の実施例は本願の権利範囲を限定するものではな
く、本願の理解を深めるために揚げたものである。
The present invention is applicable to all cosmetics that utilize emulsifiers. It should be noted that the three types of esters according to the present invention can be incorporated into cosmetics either alone or in combination. However, the above-mentioned embodiments are not intended to limit the scope of the rights of the present application, but are provided for the purpose of deepening the understanding of the present application.

本発明は、カプリル酸2カプリン酸もしくはラウリン酸
とジプロピレングリコールによるモノエステルを配合し
た化粧料であり、抗菌力を有する界面活性剤を配合した
化粧料である。従って、本発明に係る化粧料は、一般に
刺激があるといわれる防腐剤を配合する必要がな(、極
めて安全かつ有用な化粧料である。
The present invention is a cosmetic containing a monoester of caprylic acid dicapric acid or lauric acid and dipropylene glycol, and a cosmetic containing a surfactant having antibacterial activity. Therefore, the cosmetics according to the present invention do not need to contain preservatives that are generally said to be irritating (they are extremely safe and useful cosmetics).

Claims (2)

【特許請求の範囲】[Claims] (1)脂肪酸と多価アルコールによるモノエステルを1
もしくは複数配合した化粧料
(1) 1 monoester of fatty acid and polyhydric alcohol
Or cosmetics containing multiple ingredients
(2)脂肪酸がカプリル酸もしくはカプリン酸もしくは
ラウリン酸であり、多価アルコールがジプロピレングリ
コールである特許請求の範囲第1項記載の化粧料。
(2) The cosmetic according to claim 1, wherein the fatty acid is caprylic acid, capric acid, or lauric acid, and the polyhydric alcohol is dipropylene glycol.
JP18767485A 1985-08-27 1985-08-27 Cosmetic Pending JPS6248612A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP18767485A JPS6248612A (en) 1985-08-27 1985-08-27 Cosmetic

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP18767485A JPS6248612A (en) 1985-08-27 1985-08-27 Cosmetic

Publications (1)

Publication Number Publication Date
JPS6248612A true JPS6248612A (en) 1987-03-03

Family

ID=16210162

Family Applications (1)

Application Number Title Priority Date Filing Date
JP18767485A Pending JPS6248612A (en) 1985-08-27 1985-08-27 Cosmetic

Country Status (1)

Country Link
JP (1) JPS6248612A (en)

Cited By (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5234719A (en) * 1991-06-04 1993-08-10 Ecolab Inc. Food additive sanitizing compositions
EP0596284A2 (en) * 1992-11-05 1994-05-11 Beiersdorf Aktiengesellschaft Antimycotic cosmetic and dermatological compositions containing fatty acid esters
US5336500A (en) * 1991-06-04 1994-08-09 Ecolab Inc. Sanitizing composition comprising a blend of aromatic and polyunsaturated carboxylic acid
US5409713A (en) * 1993-03-17 1995-04-25 Ecolab Inc. Process for inhibition of microbial growth in aqueous transport streams
US5436008A (en) * 1992-12-11 1995-07-25 Ecolab Inc. Sanitizing compositions
US5578134A (en) * 1994-04-19 1996-11-26 Ecolab Inc. Method of sanitizing and destaining tableware
JPH0920630A (en) * 1995-07-06 1997-01-21 Nippon Zetotsuku Kk Cosmetic material
US5683724A (en) * 1993-03-17 1997-11-04 Ecolab Inc. Automated process for inhibition of microbial growth in aqueous food transport or process streams
US6257253B1 (en) 1994-04-19 2001-07-10 Ecolab Inc. Percarboxylic acid rinse method
US6302968B1 (en) 1994-04-19 2001-10-16 Ecolab Inc. Precarboxylic acid rinse method
US9826770B2 (en) 2005-03-10 2017-11-28 3M Innovative Properties Company Antimicrobial compositions comprising esters of hydroxycarboxylic acids
US10471036B2 (en) 2003-09-09 2019-11-12 3M Innovative Properties Company Antimicrobial compositions and methods
US10918618B2 (en) 2005-03-10 2021-02-16 3M Innovative Properties Company Methods of reducing microbial contamination

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS4872320A (en) * 1971-12-30 1973-09-29
JPS50132134A (en) * 1974-04-10 1975-10-20
JPS5753402A (en) * 1980-09-16 1982-03-30 Kao Corp Hair rinse composition
JPS5824512A (en) * 1981-07-22 1983-02-14 エル・ジボ−ダン・エ・コンパニ−・ソシエテ・アノニム Sunscreen composition
JPS60178804A (en) * 1984-01-30 1985-09-12 ローヌ―プーラン・インコーポレーテッド Composition for cosmetic and toiletry
JPS61204109A (en) * 1985-03-07 1986-09-10 Eisai Co Ltd Emulsion-type composition for external use

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS4872320A (en) * 1971-12-30 1973-09-29
JPS50132134A (en) * 1974-04-10 1975-10-20
JPS5753402A (en) * 1980-09-16 1982-03-30 Kao Corp Hair rinse composition
JPS5824512A (en) * 1981-07-22 1983-02-14 エル・ジボ−ダン・エ・コンパニ−・ソシエテ・アノニム Sunscreen composition
JPS60178804A (en) * 1984-01-30 1985-09-12 ローヌ―プーラン・インコーポレーテッド Composition for cosmetic and toiletry
JPS61204109A (en) * 1985-03-07 1986-09-10 Eisai Co Ltd Emulsion-type composition for external use

Cited By (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5336500A (en) * 1991-06-04 1994-08-09 Ecolab Inc. Sanitizing composition comprising a blend of aromatic and polyunsaturated carboxylic acid
US5234719A (en) * 1991-06-04 1993-08-10 Ecolab Inc. Food additive sanitizing compositions
EP0596284A2 (en) * 1992-11-05 1994-05-11 Beiersdorf Aktiengesellschaft Antimycotic cosmetic and dermatological compositions containing fatty acid esters
EP0596284A3 (en) * 1992-11-05 1994-11-23 Beiersdorf Ag Antimycotic cosmetic and dermatological compositions containing fatty acid esters.
US5436008A (en) * 1992-12-11 1995-07-25 Ecolab Inc. Sanitizing compositions
US5683724A (en) * 1993-03-17 1997-11-04 Ecolab Inc. Automated process for inhibition of microbial growth in aqueous food transport or process streams
US5674538A (en) * 1993-03-17 1997-10-07 Ecolab Inc. Process for inhibition of microbial growth in aqueous food transport or process streams
US5409713A (en) * 1993-03-17 1995-04-25 Ecolab Inc. Process for inhibition of microbial growth in aqueous transport streams
US5578134A (en) * 1994-04-19 1996-11-26 Ecolab Inc. Method of sanitizing and destaining tableware
US6257253B1 (en) 1994-04-19 2001-07-10 Ecolab Inc. Percarboxylic acid rinse method
US6302968B1 (en) 1994-04-19 2001-10-16 Ecolab Inc. Precarboxylic acid rinse method
JPH0920630A (en) * 1995-07-06 1997-01-21 Nippon Zetotsuku Kk Cosmetic material
US10471036B2 (en) 2003-09-09 2019-11-12 3M Innovative Properties Company Antimicrobial compositions and methods
US9826770B2 (en) 2005-03-10 2017-11-28 3M Innovative Properties Company Antimicrobial compositions comprising esters of hydroxycarboxylic acids
US10918618B2 (en) 2005-03-10 2021-02-16 3M Innovative Properties Company Methods of reducing microbial contamination

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