JPH01249709A - Cosmetic containing hen's egg polypeptide derivative - Google Patents

Cosmetic containing hen's egg polypeptide derivative

Info

Publication number
JPH01249709A
JPH01249709A JP7529588A JP7529588A JPH01249709A JP H01249709 A JPH01249709 A JP H01249709A JP 7529588 A JP7529588 A JP 7529588A JP 7529588 A JP7529588 A JP 7529588A JP H01249709 A JPH01249709 A JP H01249709A
Authority
JP
Japan
Prior art keywords
egg
cosmetic
hen
polypeptide
hair
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
JP7529588A
Other languages
Japanese (ja)
Inventor
Motoo Hasegawa
長谷川 素夫
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.)
KUROODA JAPAN KK
Original Assignee
KUROODA JAPAN 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 KUROODA JAPAN KK filed Critical KUROODA JAPAN KK
Priority to JP7529588A priority Critical patent/JPH01249709A/en
Publication of JPH01249709A publication Critical patent/JPH01249709A/en
Pending legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/12Preparations containing hair conditioners
    • 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
    • A61K8/64Proteins; Peptides; Derivatives or degradation products thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/96Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution
    • A61K8/98Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution of animal origin
    • A61K8/981Cosmetics or similar toiletry preparations characterised by the composition containing materials, or derivatives thereof of undetermined constitution of animal origin of mammals or bird
    • A61K8/982Reproductive organs; Embryos, Eggs
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair

Abstract

PURPOSE:To obtain a cosmetic, containing a quaternary trimethylammonium derivative of a polypeptide prepared by hydrolyzing proteins of hen's egg and having great effects on improvement in suppleness, gloss and smoothness of the hair and emollient properties even on the skin. CONSTITUTION:A cosmetic obtained by blending a trimethylammonium derivative of a polypeptide prepared by hydrolyzing proteins of hen's eggs with an enzyme, acid or alkali and reacting the resultant water-soluble polypeptide having 500-20000, especially 1000-10000 average molecular weight with 3-chloro-2- hydroxypropyltrimethylammonium salt under alkaline conditions of about pH 9-12 in an amount of about 0.2-15% expressed in terms of solids with other ingredients of the cosmetic. The above-mentioned compound of the resultant trimethylammonium derivative has no unpleasant animal odor in spite of slight odor which is not unpleasant but unique to the egg. The compound especially made of only egg white as a raw material is light colored and excellent.

Description

【発明の詳細な説明】 (産業上の利用分野) 本発明は新規な化粧料に間するものである。[Detailed description of the invention] (Industrial application field) The present invention relates to a new cosmetic.

(従来技術とその欠点) 4級アンモニウム誘導体類は化粧料、特にヘアリンスに
使用され、毛髪への吸着性に優れ毛髪の柔軟性、光沢、
平滑性を改良する効果を持つ。
(Prior art and its drawbacks) Quaternary ammonium derivatives are used in cosmetics, especially hair rinses, and have excellent adsorption to hair, improving hair flexibility, luster, and
It has the effect of improving smoothness.

7その中でも塩化ステアリルジメチルベンジルアンモニ
ウム、塩化ステアリルトリメチルアンモニークム等は古
くから用いられてきた。
7 Among them, stearyldimethylbenzylammonium chloride, stearyltrimethylammonium chloride, etc. have been used for a long time.

最近、更にその効果を上げるため、コラーゲン、ケラチ
ン等の哺乳動物性蛋白質の加水分解物を4級アンモニウ
ム化したものも提案されている。
Recently, in order to further increase the effect, it has been proposed that hydrolysates of mammalian proteins such as collagen and keratin are converted into quaternary ammonium.

しかし、コラーゲン、ケラチン等の哺乳動物性蛋白質を
加水分解して得たポリペプチド、及びその4級アンモニ
ウム誘導体は程度の差はあるが特異な動物臭をまぬかれ
ることができず、特に最近の化粧料の香料の添加をやめ
たり少なくしたりする傾向の中において問題となってい
る。
However, polypeptides obtained by hydrolyzing mammalian proteins such as collagen and keratin, as well as their quaternary ammonium derivatives, are not free from a peculiar animal odor, although the degree of This has become a problem amid the trend to stop or reduce the amount of fragrance added to cosmetics.

(発明の目的) 毛髪の柔軟性、光沢、平滑性を向上する効果が大きく皮
膚に対してもエモリエント性を有し、しかも特異な動物
臭のない4級アンモニウム誘導体を含んだ化粧料を提供
することな目的とする。
(Objective of the invention) To provide a cosmetic containing a quaternary ammonium derivative that is highly effective in improving the flexibility, gloss, and smoothness of hair, has emollient properties for the skin, and has no peculiar animal odor. For a different purpose.

(発明の構成及び効果) 従来、化粧料に配合できるポリペプチドの原料蛋白質と
しては哺乳動物のコラーゲン、エラスチン、ケラチン、
等が上げられ、これらは汎用化粧料原料集にも記載され
ていて、この業界に広く知られていた。
(Structure and Effects of the Invention) Conventionally, raw materials for polypeptides that can be incorporated into cosmetics include mammalian collagen, elastin, keratin,
These were listed in the General-purpose Cosmetic Ingredients and were widely known in the industry.

従って、これらの4級アンモニウム誘導体も合成され、
既に公開されている。
Therefore, these quaternary ammonium derivatives were also synthesized,
Already published.

しかし、これらにはすべてそれぞれに特異な動物臭があ
るのが、問題であった。
However, the problem is that all of these have their own unique animal odor.

この動物臭は肉食の多い欧米人にはあまり気にならない
もののようであるが、日本人には不快感を持つ人が多い
This animal odor does not seem to bother Westerners who eat a lot of meat, but many Japanese find it unpleasant.

このような欠点をなくするため、本発明者等は種々検討
し、鳥卵の蛋白質を原料とすることにより大巾に改善さ
れることを見出した。
In order to eliminate such drawbacks, the present inventors conducted various studies and found that the use of bird egg protein as a raw material can greatly improve the results.

本発明の構成について下記に詳しく説明する。The configuration of the present invention will be explained in detail below.

まず、鳥卵であるが、現在最も便利に人手できるのは鶏
卵であり、本発明の目的に合致する。しかし、あひる、
うずら等の卵も使用でき る。
First, chicken eggs are currently the most convenient to prepare by hand, and thus meet the purpose of the present invention. But the duck,
You can also use quail eggs.

卯には卵白と卵黄があり、卵白は全卵の重量の56〜5
9%を占め、その約90%は水分で蛋白質は約10%で
あり、微量の炭水化物を含む外は殆んど他の有機成分を
含んでいない、そのため、本発明の原料としてはすぐれ
ている。
Rabbits have egg whites and egg yolks, and the egg whites account for 56-5% of the weight of the whole egg.
Of this, about 90% is water and about 10% is protein, and apart from a trace amount of carbohydrates, it contains almost no other organic components.Therefore, it is an excellent raw material for the present invention. .

一方、卵黄は、その約50%が固型物で、その内脂質が
52%、蛋白質は16%程度である。しかし、エーテル
等の有機溶剤で油脂外を除去したものは本発明に使用で
きる。又、全卵をそのまま使用することもできる。
On the other hand, about 50% of egg yolk is solid, of which 52% is fat and about 16% is protein. However, those obtained by removing the fat and oil with an organic solvent such as ether can be used in the present invention. Alternatively, whole eggs can be used as they are.

次に加水分解であるが、これには大別して三方法がある
Next is hydrolysis, which can be roughly divided into three methods.

即ち、酵素、酸、及びアルカリによる加水分解である。That is, hydrolysis by enzymes, acids, and alkalis.

酵素による加水分解の場合使用できる酵素はプロテアー
ゼに属するもので例えばペプシン、パパイン、 トリプ
シンのようなものでも細菌起源のものでもよい。
In the case of enzymatic hydrolysis, the enzymes that can be used are those belonging to proteases, such as pepsin, papain, trypsin, or those of bacterial origin.

但し、加水分解に際してはその酵素に適したp)(及び
温度条件を選ぶ必要がある。
However, during hydrolysis, it is necessary to select p) (and temperature conditions suitable for the enzyme).

酸分解の場合には塩酸、硫酸、リン酸、硝酸等が使用で
き、アルカリ分解の場合には、水酸化ナトリウム、水酸
化カリウム、炭酸ナトリウム等が使用できる。
In the case of acid decomposition, hydrochloric acid, sulfuric acid, phosphoric acid, nitric acid, etc. can be used, and in the case of alkaline decomposition, sodium hydroxide, potassium hydroxide, sodium carbonate, etc. can be used.

本発明の加水分解はそのいずれでもよい。The hydrolysis of the present invention may be carried out by any of them.

加水分解後のポリペブタイドの平均分子量は500〜2
0 、OOOであればよいが、1,000〜10,00
0であれば更に好ましい。
The average molecular weight of polypeptide after hydrolysis is 500-2
0, OOO is fine, but 1,000 to 10,00
It is more preferable if it is 0.

又、単位アミノ酸まで分解されたものがある程度混合し
ていてもやむを得ない。
Furthermore, it is unavoidable that a certain amount of substances that have been broken down to unit amino acids are mixed together.

平均分子量が少さすぎると化粧料に配合したときの効果
が少なく、又、大きすぎると水溶性が悪くなる。
If the average molecular weight is too small, the effect when blended into cosmetics will be small, and if it is too large, the water solubility will be poor.

このようにしてできた加水分解物水溶液の4級アンモニ
ウム化に先立って必要ならイオン交換樹脂による脱イオ
ン処理、濃縮、希釈、或いは活性炭等による脱色、脱臭
等の処理を行なう。
Prior to converting the aqueous hydrolyzate solution thus prepared into quaternary ammonium, if necessary, it is subjected to deionization treatment using an ion exchange resin, concentration, dilution, or decolorization and deodorization treatment using activated carbon or the like.

4級アンモニウム化は3−クロロ−2−ヒドロキシプロ
ピルトリメチルアンモニウム基をポリペプチドと反応さ
せて行う。
Quaternary ammonium formation is performed by reacting a 3-chloro-2-hydroxypropyltrimethylammonium group with a polypeptide.

この塩としては塩酸塩に限定はしないが、普通塩酸塩の
水溶液が市販されていて好適に使用できる。
The salt is not limited to hydrochloride, but aqueous solutions of hydrochloride are commercially available and can be suitably used.

反応はポリペプチドのアミノ基の水素原子と3−クロロ
−2−ヒドロキシプロピルトリメチルアンモニウム塩の
3位置の塩素原子から塩化水素が生成する反応であり、
ポリペプチドの10〜40%の水溶液に常温〜50℃で
撹拌しながら、3−クロロ−2−ヒドロキシプロピルジ
メチルアンモニウム基を徐々に滴下すれば進行する。
The reaction is a reaction in which hydrogen chloride is generated from the hydrogen atom of the amino group of the polypeptide and the chlorine atom at the 3-position of the 3-chloro-2-hydroxypropyltrimethylammonium salt.
The process proceeds by gradually dropping the 3-chloro-2-hydroxypropyldimethylammonium group into a 10-40% aqueous solution of the polypeptide while stirring at room temperature to 50°C.

この際、反応溶液はpH9〜12程度のアルカリ性にた
もたなければならない。
At this time, the reaction solution must be alkaline with a pH of about 9 to 12.

アルカリ性にするためには水酸化ナトリウム、水酸化カ
リウム等のアルカリの添加が必要であ る。
To make it alkaline, it is necessary to add an alkali such as sodium hydroxide or potassium hydroxide.

滴下完了後24時間程度放置すれば反応はほぼ完全に進
行する。
If the solution is left for about 24 hours after the completion of the dropwise addition, the reaction will proceed almost completely.

反応後、溶液を塩酸、硫酸、リン酸等の酸゛を使用する
か、或いはイオン交換樹脂を使用してほぼ中性に戻す。
After the reaction, the solution is returned to approximately neutrality using an acid such as hydrochloric acid, sulfuric acid, or phosphoric acid, or using an ion exchange resin.

この液に防腐剤等を加えてそのまま化粧料原料にしても
よいし、或いは凍結乾燥等の方法で乾燥し粉末化して化
粧料原料にすることもできる。
This liquid may be used as a raw material for cosmetics by adding a preservative or the like, or it can be dried and powdered by a method such as freeze-drying to be used as a raw material for cosmetics.

このようにして製造した鳥卵蛋白質の加水分解物の4級
トリメチルアンモニウム誘導体を化粧料に配合する場合
の化粧料は、例えばヘアリンス、或いはコールドパーマ
液のような毛髪用化粧料でもよいし、又、化粧水、クリ
ーム乳液類のような皮膚用のものでもよい。
When the quaternary trimethylammonium derivative of the avian egg protein hydrolyzate produced in this way is incorporated into a cosmetic, the cosmetic may be a hair cosmetic such as a hair rinse or a cold perm solution, or , skin lotions, cream emulsions, and other skin products.

その配合量は固型分で0.2〜15%程度が好ましい。The blending amount is preferably about 0.2 to 15% in terms of solid content.

ただ、その他配合原料にアニオン界面活性剤を含む時に
は水不溶性の沈澱を生ずる場合があるので処方の作成に
は注意を要する。
However, when other ingredients include anionic surfactants, water-insoluble precipitates may form, so care must be taken when formulating the formulation.

本発明の鳥卵蛋白質の加水分解物の4級アンモニウム誘
導体はシャンプー、ヘアリンス、ヘアコンディショナー
、パーマネントウェーブ液等の毛髪用化粧料に配合した
場合使用後の髪の柔軟性、平滑性、光沢、櫛通りを改善
する効果がある。又クリーム、乳液、ローション等の皮
膚用化粧料に配合した場合、肌にエモリエント性、平滑
性を与える。しかも、わずかな卵独特の不快でないにお
いを持つが不快な動物臭はない。又、卵白のみを原料と
した場合は(他の原料の場合とくらへ色が淡くすぐれて
いる。
When the quaternary ammonium derivative of the avian egg protein hydrolyzate of the present invention is incorporated into hair cosmetics such as shampoos, hair rinses, hair conditioners, and permanent wave liquids, it improves the flexibility, smoothness, luster, and combability of the hair after use. It has the effect of improving the street. When added to skin cosmetics such as creams, milky lotions, and lotions, it imparts emollient properties and smoothness to the skin. In addition, it has a slight unpleasant odor unique to eggs, but no unpleasant animal odor. Also, when using only egg white as the raw material, the color is lighter and better than when using other raw materials.

(実施例1) 新鮮な鶏卵白100部を200部の水に分散させ、pH
を7.0に調整した。
(Example 1) 100 parts of fresh chicken egg white was dispersed in 200 parts of water, and the pH
was adjusted to 7.0.

これにシスティン1部とパパイン1部を加え、40℃で
8時間加水分解した。
1 part of cysteine and 1 part of papain were added to this and hydrolyzed at 40°C for 8 hours.

この間、pHが下がるので、2時間毎に水酸1ヒナトリ
ウムでpH7になるように調整した。
During this time, the pH decreased, so the pH was adjusted to 7 with monoarsenium hydroxide every 2 hours.

加水分解後70℃で30分間加熱し、酵素の活性を失わ
せた。
After hydrolysis, the mixture was heated at 70°C for 30 minutes to lose enzyme activity.

冷却後、濾過して濾液を70℃減圧下で濃縮し た。After cooling, it was filtered and the filtrate was concentrated at 70°C under reduced pressure.

この時、わずかに沈澱が生じたので再濾過した。At this time, a slight precipitate formed, so it was filtered again.

再濾過後の固型分濃度は35%であった。The solid content concentration after refiltration was 35%.

この液100部を反応容器に入れ40℃で撹拌しながら
、3−クロロ−2−ヒドロキシプロピルトリメチルアン
モニウムクロライドの50%水溶液12部を20分間か
けて滴下し、その量刑に水酸化ナトリウム水溶液を滴下
し、反応後のpl(が10.0〜11.0になるように
調整した。
100 parts of this liquid was placed in a reaction vessel and while stirring at 40°C, 12 parts of a 50% aqueous solution of 3-chloro-2-hydroxypropyltrimethylammonium chloride was added dropwise over 20 minutes, and then an aqueous sodium hydroxide solution was added dropwise to the solution. The pl after the reaction was adjusted to 10.0 to 11.0.

その後、40℃で6時間撹拌を続けてその間もpH調整
を行った。
Thereafter, stirring was continued at 40° C. for 6 hours, during which time the pH was adjusted.

その後、撹拌を止め、常温で2日間放置した。Thereafter, stirring was stopped and the mixture was left at room temperature for 2 days.

最終pl(は10.3であった。The final pl (was 10.3).

この液に塩酸と水を加え濾過し、pH6,5、固型分濃
度25%になるよう調整した。
Hydrochloric acid and water were added to this liquid and filtered, and the pH was adjusted to 6.5 and the solid content concentration to be 25%.

できた液Aの色調はガードナーlで透明であた。The color tone of the resulting liquid A was made transparent using Gardner I.

(実施例2) 食品用鶏卵の全卵(卵黄、卵白混合)の乾燥物100部
を粉砕し、エタノールで洗浄乾燥後、精製水500部と
濃塩酸(35%濃度)20部を加え撹拌しながら70℃
で5時間加水分解を行った。冷却後塩基性アニオン交換
樹脂で中和した後、減圧下70℃で濃縮した後濾過した
。得られた濾液は固型分38%であった。これを実施例
1と同様の方法で4級アンモニウム化し固型分25%の
液とした。
(Example 2) 100 parts of dried food-grade whole eggs (mixture of egg yolk and egg white) were crushed, washed with ethanol, dried, and then 500 parts of purified water and 20 parts of concentrated hydrochloric acid (35% concentration) were added and stirred. while 70℃
Hydrolysis was carried out for 5 hours. After cooling, the mixture was neutralized with a basic anion exchange resin, concentrated under reduced pressure at 70°C, and then filtered. The resulting filtrate had a solids content of 38%. This was converted into quaternary ammonium in the same manner as in Example 1 to obtain a liquid with a solid content of 25%.

この液Bは色調ガードナー3で、実施例1の液Aよりに
おいは少し劣ったが使用できる程度であった・ なお、液Bのポリペプチド誘導体の平均分子量は約15
00であった。
This liquid B had a color tone of Gardner 3, and although the odor was slightly inferior to that of liquid A in Example 1, it was still usable.The average molecular weight of the polypeptide derivative in liquid B was approximately 15.
It was 00.

(実施例3) 平均分子f14000のコラーゲン加水分解物を実施例
1と同様の方法で4級アンモニウム誘導体とした液C(
固型分25%)と実施例1、 2の液A、液Bを配合し
たヘアリンス(クリーム状) a、  b、  cと配
合しないものdを試作した。その処方を表1に示す。
(Example 3) A collagen hydrolyzate with an average molecular weight of f14,000 was made into a quaternary ammonium derivative using the same method as in Example 1. Liquid C (
Hair rinses (cream-like) a, b, and c containing liquids A and B of Examples 1 and 2 (solid content 25%), and hair rinses d without the mixture were experimentally produced. The prescription is shown in Table 1.

表1 上記ヘアリンスa、  b、  c、  dを20%水
溶液とし、それぞれに入毛の束を35℃、5分間浸積し
それを水洗後風乾した状態で比較した。但しにおいの検
査は浸積液そのもので行っ た。
Table 1 Hair rinses a, b, c, and d were prepared as 20% aqueous solutions, and a bundle of hair was immersed in each at 35° C. for 5 minutes, then washed with water and air-dried for comparison. However, the odor test was conducted using the immersion liquid itself.

Δやや不良     X不良 (実施例4) 次の処方で4級化ペプチドを含むもの2種及びそれらの
かわりに水を加えたもの1種の3種類の皮膚用クリーム
を作った。
Δ Slightly Poor X Poor (Example 4) Three types of skin creams were made using the following formulations: two types containing quaternized peptides and one type in which water was added instead.

流動jピラフイン                 
   20 %固型へ〇ラフイン (融点65℃)  
      5セチルフル]−ル          
               2り”すtリン   
                       5ホ
0リオキンエチトンステ7すnフル]−ル      
      2上記液A又は液B8 精製水            58 液Aを使用したものも?a BOものも4級化ペプチド
を加えないものと較べ使用時ののび、なめらかさにすぐ
れ肌の乾燥を防ぐ力(しっとり感)もすぐれていた。
Liquid J Pilafine
Rough-in to 20% solid (melting point 65℃)
5 cetylfur]-ru
2.
5H00RiokinEthitonSte7SnFull]-le
2 Above liquid A or liquid B8 Purified water 58 Are there any products using liquid A? The a BO product was also superior in spreadability and smoothness during use, as well as its ability to prevent skin dryness (moist feeling), compared to the product without the addition of quaternized peptide.

又特異な動物臭はなかった。There was also no peculiar animal odor.

Claims (1)

【特許請求の範囲】[Claims] (1)鳥卵の蛋白質を加水分解して得た水溶性のポリペ
プチドの水溶液に3−クロロ−2−ヒドロキシプロピル
トリメチルアンモニウム基を反応させて得られるポリペ
プチド4級トリメチルアンモニウム誘導体を含有するこ
とを特徴とする化粧料。
(1) Contains a polypeptide quaternary trimethylammonium derivative obtained by reacting a 3-chloro-2-hydroxypropyltrimethylammonium group with an aqueous solution of a water-soluble polypeptide obtained by hydrolyzing bird egg protein. Cosmetics featuring:
JP7529588A 1988-03-29 1988-03-29 Cosmetic containing hen's egg polypeptide derivative Pending JPH01249709A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP7529588A JPH01249709A (en) 1988-03-29 1988-03-29 Cosmetic containing hen's egg polypeptide derivative

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP7529588A JPH01249709A (en) 1988-03-29 1988-03-29 Cosmetic containing hen's egg polypeptide derivative

Publications (1)

Publication Number Publication Date
JPH01249709A true JPH01249709A (en) 1989-10-05

Family

ID=13572112

Family Applications (1)

Application Number Title Priority Date Filing Date
JP7529588A Pending JPH01249709A (en) 1988-03-29 1988-03-29 Cosmetic containing hen's egg polypeptide derivative

Country Status (1)

Country Link
JP (1) JPH01249709A (en)

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7087560B2 (en) 2004-10-25 2006-08-08 Unilever Home & Personal Care Usa, A Division Of Conopco, Inc. Personal care composition with salts of dihydroxypropyltri(C1-C3 alkyl) ammonium monosubstituted polyols
US7176172B2 (en) 2004-10-25 2007-02-13 Unilever Home & Personal Care Usa, Division Of Conopco, Inc. Quaternary ammonium polyol salts as anti-aging actives in personal care compositions
US7282471B2 (en) 2005-09-08 2007-10-16 Conopco, Inc. Personal care compositions with glycerin and hydroxypropyl quaternary ammonium salts
US7659233B2 (en) 2004-10-25 2010-02-09 Conopco, Inc. Personal care compositions with silicones and dihydroxypropyl trialkyl ammonium salts
US7659234B2 (en) 2006-03-07 2010-02-09 Conopco, Inc. Personal care compositions containing quaternary ammonium trihydroxy substituted dipropyl ether
US7794741B2 (en) 2007-05-30 2010-09-14 Conopco, Inc. Enhanced delivery of certain fragrance components from personal care compositions
US8124063B2 (en) 2004-10-25 2012-02-28 Conopco, Inc. Method for moisturizing human skin using dihydroxypropyltri(C1-C3 alkyl) ammonium salts

Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS4849933A (en) * 1971-10-29 1973-07-14
JPS5781406A (en) * 1980-05-15 1982-05-21 Shizuya Shiozu Antidepilatory, tonic and hair production accelerating agent
JPS6368514A (en) * 1986-09-09 1988-03-28 Kurooda Japan Kk Cosmetic containing vegetable polypeptide derivative

Patent Citations (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS4849933A (en) * 1971-10-29 1973-07-14
JPS5781406A (en) * 1980-05-15 1982-05-21 Shizuya Shiozu Antidepilatory, tonic and hair production accelerating agent
JPS6368514A (en) * 1986-09-09 1988-03-28 Kurooda Japan Kk Cosmetic containing vegetable polypeptide derivative

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US7087560B2 (en) 2004-10-25 2006-08-08 Unilever Home & Personal Care Usa, A Division Of Conopco, Inc. Personal care composition with salts of dihydroxypropyltri(C1-C3 alkyl) ammonium monosubstituted polyols
US7176172B2 (en) 2004-10-25 2007-02-13 Unilever Home & Personal Care Usa, Division Of Conopco, Inc. Quaternary ammonium polyol salts as anti-aging actives in personal care compositions
US7659233B2 (en) 2004-10-25 2010-02-09 Conopco, Inc. Personal care compositions with silicones and dihydroxypropyl trialkyl ammonium salts
US8124063B2 (en) 2004-10-25 2012-02-28 Conopco, Inc. Method for moisturizing human skin using dihydroxypropyltri(C1-C3 alkyl) ammonium salts
US7282471B2 (en) 2005-09-08 2007-10-16 Conopco, Inc. Personal care compositions with glycerin and hydroxypropyl quaternary ammonium salts
US7659234B2 (en) 2006-03-07 2010-02-09 Conopco, Inc. Personal care compositions containing quaternary ammonium trihydroxy substituted dipropyl ether
US7794741B2 (en) 2007-05-30 2010-09-14 Conopco, Inc. Enhanced delivery of certain fragrance components from personal care compositions

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