JPH0761929B2 - Cosmetic containing derivative of plant polypeptide - Google Patents
Cosmetic containing derivative of plant polypeptideInfo
- Publication number
- JPH0761929B2 JPH0761929B2 JP61212117A JP21211786A JPH0761929B2 JP H0761929 B2 JPH0761929 B2 JP H0761929B2 JP 61212117 A JP61212117 A JP 61212117A JP 21211786 A JP21211786 A JP 21211786A JP H0761929 B2 JPH0761929 B2 JP H0761929B2
- Authority
- JP
- Japan
- Prior art keywords
- protein
- polypeptide
- hair
- water
- cosmetic
- 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 - Fee Related
Links
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
- A61K8/64—Proteins; Peptides; Derivatives or degradation products thereof
- A61K8/645—Proteins of vegetable origin; Derivatives or degradation products thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/12—Preparations containing hair conditioners
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)
- Birds (AREA)
- Epidemiology (AREA)
- Cosmetics (AREA)
Description
【発明の詳細な説明】 (産業上の利用分野) この発明は新規な化粧料に関するものであり、さらに詳
しくは毛髪に対する吸着性が極めて良好で、毛髪の柔軟
性や光沢、平滑性を向上させることができるとともに不
快臭のない優れた化粧料に関する。TECHNICAL FIELD The present invention relates to a novel cosmetic, and more specifically, it has extremely good adsorptivity to hair and improves softness, gloss and smoothness of hair. The present invention relates to an excellent cosmetic that can be produced and has no unpleasant odor.
(従来の技術) 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) Quaternary ammonium derivatives are used for cosmetics, especially hair rinses, and have excellent adsorbability to hair, flexibility of hair, luster,
It has the effect of improving smoothness.
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ウム等は古くか
ら用いられてきた。Among them, stearyl dimethyl benzyl ammonium chloride, stearyl trimethyl ammonium 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 improve the effect, a hydrolyzate of animal protein such as collagen and keratin, which is converted to a quaternary ammonium, has been proposed.
具体的には、例えば特開昭60−243010号公報において、
3−クロロ−2−ヒドロキシプロピルトリメチルアンモ
ニウムクロライドと、コラーゲン、ケラチン、エラスチ
ン等の動物性蛋白質誘導ポリペプタイドとの反応によっ
て得られる第4級トリメチルアンモニウム誘導体ポリペ
プタイドよりなる毛髪保護剤が開示されている。Specifically, for example, in JP-A-60-243010,
Disclosed is a hair protecting agent comprising a quaternary trimethylammonium derivative polypeptide obtained by reacting 3-chloro-2-hydroxypropyltrimethylammonium chloride with an animal protein-derived polypeptide such as collagen, keratin, and elastin. .
一方、植物性蛋白質誘導体として、フレグランスジャー
ナル75(1985)の第171〜172頁には、大豆蛋白から得ら
れる水溶性の加水分解大豆プロテインが化粧料原料とし
て開示されている。On the other hand, as a vegetable protein derivative, pages 171 to 172 of Fragrance Journal 75 (1985) disclose water-soluble hydrolyzed soybean protein obtained from soybean protein as a raw material for cosmetics.
(発明が解決しようとする課題) しかしながら、前記特開昭60−243010号公報において開
示されている第4級トリメチルアンモニウム誘導体ポリ
ペプタイドでは、確かに4級化しないペプチドと較べる
と、毛髪への吸着性が良好であるが、やはり充分に優れ
た吸着性を有してはいないという課題が存在した。(Problems to be Solved by the Invention) However, in the quaternary trimethylammonium derivative polypeptide disclosed in the above-mentioned JP-A-60-243010, the adsorption to hair is certainly greater than that of a peptide that is not quaternized. However, it has a problem that it does not have sufficiently excellent adsorptivity.
しかも、このようなコラーゲン、ケラチン等の動物性蛋
白質の加水分解して得たポリペプチドの第4級アンモニ
ウム誘導体では、程度の差はあるがそれぞれに特有の動
物臭を有し、特に最近では消費者において、化粧品中に
香料を添加することが好まれない傾向にあるため、化粧
品原料として充分なものではないという課題も存在し
た。Moreover, the quaternary ammonium derivatives of the polypeptide obtained by hydrolyzing such animal proteins as collagen and keratin have different animal odors to different extents, but these are especially consumed recently. There is also a problem in that it is not sufficient as a raw material for cosmetics because the tendency for people to not add a fragrance to cosmetics tends to be disliked.
一方、大豆蛋白から得られる水溶性の加水分解大豆プロ
テインは、動物臭のない優れた化粧料原料ではあるが、
毛髪に対する吸着性が充分ではないという課題が存在し
た。On the other hand, water-soluble hydrolyzed soybean protein obtained from soybean protein is an excellent cosmetic raw material without animal odor,
There is a problem that the adsorptivity to hair is not sufficient.
そこで業界では、香料の添加が嫌われる傾向にある化粧
品中に、動物臭などの不快臭を付与することなく好適に
配合することができ、しかも毛髪に対する吸着性が著し
く良好で、柔軟性や平滑性、光沢性を良好に向上させる
ことのできる化粧料の創出が望まれていた。Therefore, in the industry, cosmetics that tend to dislike the addition of fragrances can be suitably blended without imparting an unpleasant odor such as animal odor, and the adsorbability to hair is extremely good, and the flexibility and smoothness are excellent. There has been a demand for the creation of a cosmetic material that can improve the properties and glossiness.
(課題を解決するための手段) この発明では天然植物種子の蛋白質を濃縮して得られる
物質を加水分解して得た水溶性のポリプチドの水溶液に
3−クロロ−2−ヒドロキシプロピルトリメチルアンモ
ニウム塩を反応させて得られる植物性ポリペプチド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
する化粧料を提供することにより、前記従来の課題を悉
く解消する。(Means for Solving the Problems) In the present invention, 3-chloro-2-hydroxypropyltrimethylammonium salt is added to an aqueous solution of a water-soluble polypeptide obtained by hydrolyzing a substance obtained by concentrating a protein of a natural plant seed. By providing a cosmetic characterized by containing a quaternary trimethylammonium derivative of a plant polypeptide obtained by the reaction, the above-mentioned conventional problems are solved.
(発明の構成) 以下、この発明に係る植物性ポリペプチドの誘導体を含
有する化粧料の構成について詳述する。(Structure of Invention) Hereinafter, the structure of a cosmetic containing the derivative of the plant polypeptide according to the present invention will be described in detail.
この発明では天然植物種子の蛋白質を濃縮して得られる
物質を加水分解して得た水溶性のポリペプチドを出発原
料として使用する。In the present invention, a water-soluble polypeptide obtained by hydrolyzing a substance obtained by concentrating a protein of a natural plant seed is used as a starting material.
植物性蛋白質としては、やはり蛋白質濃度の高いものが
好ましい。As the vegetable protein, one having a high protein concentration is also preferable.
しかし、植物種子の中で最も高濃度に蛋白質を含有する
ものの一つである大豆においてもその含有率は40%程度
である。However, the content of soybean, which is one of the plant seeds containing the highest concentration of protein, is about 40%.
大豆から油脂を絞り、或いは抽出した残渣は蛋白質に関
してみればさらに種子蛋白質の濃縮物である。The residue obtained by squeezing or extracting oil and fat from soybean is a seed protein concentrate in terms of protein.
また、小麦の場合には更に蛋白質含量は少なく澱粉の含
有量が多い。In addition, wheat has a lower protein content and a higher starch content.
強力小麦粉を徐々に水洗すると澱粉が流出し、グルテン
が残る。Gradually washing the strong flour with water leaves the starch, leaving behind gluten.
このグルテンは蛋白質濃度が高く、この発明に言う種子
蛋白質の濃縮物に相当する。This gluten has a high protein concentration and corresponds to the seed protein concentrate according to the present invention.
このように植物種子から油脂を絞り、或いは抽出し、ま
た水処理、微生物処理等によって澱粉、糖類等を除去し
たものが本発明の種子蛋白質の濃縮物であり、動物性蛋
白質原料の場合と大きく相違している点である。In this way, the oil or fat is squeezed or extracted from the plant seed, and the starch, sugar, etc. removed by water treatment, microbial treatment, etc. is the concentrate of the seed protein of the present invention, which is largely different from that of the animal protein raw material That is the difference.
本発明に好適に使用される植物種子としては大豆、小
麦、とうもろこし、アーモンド等が挙げられる。Examples of plant seeds preferably used in the present invention include soybean, wheat, corn, almond and the like.
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 is roughly divided into three methods.
すなわち、酸素、酸、及びアルカリによる加水分解であ
る。That is, hydrolysis with oxygen, acid, and alkali.
酸素による加水分解の場合、使用できる酸素はプロテア
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 hydrolysis with oxygen, the oxygen that can be used belongs to proteases, and may be pepsin, papain, trypsin or of bacterial origin.
但し、加水分解に際してはその酸素に適したpH及び温度
条件を選ぶ必要がある。However, it is necessary to select pH and temperature conditions suitable for the oxygen during hydrolysis.
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できる。In the case of acid decomposition, hydrochloric acid, sulfuric acid, phosphoric acid, nitric acid or the like can be used, and in the case of alkaline decomposition, sodium hydroxide, potassium hydroxide, sodium carbonate or the like 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 any of them.
加水分解後のポリペプタイドの平均分子量は500〜10,00
0であればよいが、1,000〜5,000であれば更に好まし
い。The average molecular weight of the polypeptide after hydrolysis is 500 to 10,000
It may be 0, but more preferably 1,000 to 5,000.
また、単位アミノ酸まで分解されたものがある程度混合
していてもよい。In addition, a unit amino acid that has been decomposed may be mixed to some extent.
平均分子量が小さすぎると化粧料に配合したときの効果
が少なく、また、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 in cosmetics is small, and if it is too large, the water solubility deteriorates.
このようにしてできた加水分解物水溶液を4級アンモニ
ウム化して、この発明の化粧料とするが、この4級化に
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
を行う。The thus obtained aqueous hydrolyzate solution is quaternized with ammonium to obtain the cosmetic of the present invention. Prior to the quaternization, a deionization treatment with an ion exchange resin, if necessary,
Concentrate, dilute, or decolorize and deodorize with activated carbon.
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塩をポリペプチドと反応さ
せて行う。Quaternary ammonium conversion is carried out by reacting 3-chloro-2-hydroxypropyltrimethylammonium salt 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
水溶性が市販されていて好適に使用できる。This salt is not limited to the hydrochloride, but the water-soluble salt of ordinary hydrochloride is commercially available and can be preferably 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%の水溶性に常温〜50℃で撹拌し
ながら、3−クロロ−2−ヒドロキシプロピルトリメチ
ルアンモニウム塩を徐々に滴下すれば進行する。The reaction is a reaction in which hydrogen chloride is produced from the hydrogen atom of the amino group of the polypeptide and the chlorine atom at the 3-position of 3-chloro-2-hydroxypropyltrimethylammonium salt,
It progresses if the 3-chloro-2-hydroxypropyltrimethylammonium salt is gradually added dropwise to 10 to 40% of the water solubility 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保たな
ければならない。At this time, the reaction solution must be kept 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。In order 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。The reaction proceeds almost completely if left for about 24 hours after the completion of dropping.
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 almost neutral by using an acid such as hydrochloric acid, sulfuric acid, phosphoric acid, or by using an ion exchange resin.
この液に防腐剤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。An antiseptic agent may be added to this liquid to be used as a raw material for cosmetics as it is, or it may 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天然植物種子蛋白質の加水分解
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様化粧料でもよいし、また、化
粧水、クリーム乳液類のような皮膚用のものでもよい。The cosmetic when the quaternary trimethylammonium derivative of the hydrolyzate of the natural plant seed protein thus produced is mixed with the cosmetic may be, for example, a hair rinse or a hair-like cosmetic such as cold perm solution, Further, it may be for skin such as lotion and cream emulsion.
その配合量は固形分で0.5〜15%が好ましい。The blending amount thereof is preferably 0.5 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 anionic surfactants are included in other compounded raw materials, water-insoluble precipitation may occur, so care must be taken when preparing the formulation.
(実施例1) 食品用脱脂大豆粉100部を2,000部の水に分散させ、水酸
化ナトリウムでpHを7.0に調整した。(Example 1) 100 parts of defatted soybean flour for food was dispersed in 2,000 parts of water, and the pH was adjusted to 7.0 with sodium hydroxide.
これにシステイン1部とパパイン1部を加え、40℃で8
時間加水分解した。Add 1 part cysteine and 1 part papain to this, and add 8
Hydrolyzed for hours.
この間pHが下がるので、2時間毎に水酸化ナトリウムで
pH7になるように調整した。During this time, the pH drops, so use sodium hydroxide every 2 hours.
It was adjusted to pH 7.
加水分解後、70℃で30分間加熱し、酸素の活性を失わせ
た。After hydrolysis, heating was performed at 70 ° C. for 30 minutes to lose oxygen activity.
冷却後、濾過して瀘液を70℃減圧下で濃縮した。After cooling, the mixture was filtered and the filtrate was concentrated under reduced pressure at 70 ° C.
この時、わずかに沈殿が生じたので再濾過した。At this time, a slight precipitate was generated, and therefore, re-filtration was performed.
再濾過後の固形分濃度は38%でポリペプチドの平均分子
量4,000であった(1A液)。The solid content concentration after re-filtration was 38%, and the average molecular weight of the polypeptide was 4,000 (1A solution).
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、反応後のpHが10.0〜11.0になるように調整した。Put 100 parts of this solution into a reaction vessel and stir at 40 ° C for 3
12 parts of a 50% aqueous solution of -chloro-2-hydroxypropyltrimethylammonium chloride was added dropwise over 20 minutes, and the pH after the reaction was adjusted to 10.0 to 11.0.
その後、40℃で6時間撹拌を続けその間もpH調整を行っ
た。Then, stirring was continued at 40 ° C. for 6 hours, and pH was adjusted during that period.
その後、撹拌を止め、常温で2日間放置した。Then, the stirring was stopped and the mixture was left at room temperature for 2 days.
最終pHは10.1であった。The final pH was 10.1.
この液に塩酸と水を加え濾過し、pH6.5、固形分濃度25
%になるように調整した(1B液)。Hydrochloric acid and water are added to this solution and filtered to obtain a pH of 6.5 and a solid content concentration of 25.
It was adjusted to be% (1B solution).
(実施例2) 食品用強力小麦粉から水洗法によって澱粉質を除去しグ
ルテンを得た。(Example 2) Starch was removed from strong wheat flour for food by a water washing method to obtain gluten.
このグルテンは固形分32%、水分68%でその固形分中の
粗蛋白質は76%であった。The gluten had a solid content of 32% and a water content of 68%, and the crude protein in the solid content was 76%.
このグルテン100部に濃塩酸(35%)20部を加え撹拌し
ながら80℃で5時間加水分解を行った。20 parts of concentrated hydrochloric acid (35%) was added to 100 parts of this gluten, and hydrolysis was carried out at 80 ° C. for 5 hours while stirring.
冷却後、濾過し弱塩基性アニオン交換樹脂で中和した
後、固形分が38%になるよう濃縮した(2A液)。After cooling, the mixture was filtered, neutralized with a weakly basic anion exchange resin, and concentrated to a solid content of 38% (2A solution).
2A液中のポリペプチドの平均分子量は2,500であった。The average molecular weight of the polypeptide in Solution 2A was 2,500.
これを実施例1と同方法で4級アンモニウム化し、固形
分25%の液とした(2B液)。This was converted to quaternary ammonium by the same method as in Example 1 to obtain a liquid having a solid content of 25% (2B liquid).
(実施例3) 平均分子量4,000のコラーゲン加水分解物(3A)とその
4級アンモニウム化物(3B)と、実施例1,2の1A,1B,2A,
2Bの6種類をそれぞれ固形分2%になるよう水溶液と
し、洗滌乾燥した人毛を5分間処理し、更に同条件で水
洗乾燥後の状態を調べた。(Example 3) Collagen hydrolyzate (3A) having an average molecular weight of 4,000 and its quaternary ammonium compound (3B), and 1A, 1B, 2A,
Six types of 2B were each made into an aqueous solution so as to have a solid content of 2%, and the washed and dried human hair was treated for 5 minutes, and the state after washing and drying under the same conditions was examined.
(実施例4) 次の処方で,,2種のヘアリンスを製造した。 (Example 4) Two types of hair rinses were produced by the following formulations.
及びを10人の人に洗髪後のリンスとしてそれぞれ使
用させたところ、洗い上がり後の柔軟性、平滑性、光沢
には、の間で差は殆ど認められなかったが、には
わずかに動物臭があり、にはそれが全く認められなか
った。 When 10 and 10 were respectively used as rinses after washing hair, there was almost no difference in softness, smoothness and gloss after washing, but there was a slight animal odor. , Which was not recognized at all.
(発明の効果) 以上詳述した如く、この発明は天然植物種子の蛋白質を
濃縮して得られる物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塩を反応させて得られる植物
性ポリペプチド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であるから、前記試験例
の結果からも明らかな如く、動物性蛋白の第4級アンモ
ニウム化物と較べると毛髪に対する吸着量が著しく高
く、しかも分子量が同じ場合のみならず、分子量が小さ
い場合でも分子量の大きな動物性蛋白の第4級アンモニ
ウム化物と同じくらいの吸着量を示し、しかも動物臭な
どの不快臭がなく、汎用性の高い化粧料であるという優
れた効果を奏する。(Effects of the Invention) As described in detail above, the present invention uses 3-chloro-2-hydroxypropyl trimethyl in an aqueous solution of a water-soluble polypeptide obtained by hydrolyzing a substance obtained by concentrating proteins of natural plant seeds. Since the cosmetic composition is characterized by containing a quaternary trimethylammonium derivative of a plant polypeptide obtained by reacting an ammonium salt, the quaternary ammonium of animal protein is clear, as is clear from the results of the above test examples. The adsorption amount to hair is significantly higher than that of the compound, and not only when the molecular weight is the same, but when the molecular weight is small, the adsorption amount is similar to that of the quaternary ammonium compound of the animal protein having a large molecular weight, and the animal odor It has an excellent effect that it is a versatile cosmetic material without unpleasant odor.
Claims (1)
物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
モニウム塩を反応させて得られる植物性ポリペプチド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. A plant obtained by reacting an aqueous solution of a water-soluble polypeptide obtained by hydrolyzing a substance obtained by concentrating a protein of a natural plant seed with 3-chloro-2-hydroxypropyltrimethylammonium salt. Sex polypeptide 4
A cosmetic containing a graded trimethylammonium derivative.
Priority Applications (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61212117A JPH0761929B2 (en) | 1986-09-09 | 1986-09-09 | Cosmetic containing derivative of plant polypeptide |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP61212117A JPH0761929B2 (en) | 1986-09-09 | 1986-09-09 | Cosmetic containing derivative of plant polypeptide |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS6368514A JPS6368514A (en) | 1988-03-28 |
| JPH0761929B2 true JPH0761929B2 (en) | 1995-07-05 |
Family
ID=16617156
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP61212117A Expired - Fee Related JPH0761929B2 (en) | 1986-09-09 | 1986-09-09 | Cosmetic containing derivative of plant polypeptide |
Country Status (1)
| Country | Link |
|---|---|
| JP (1) | JPH0761929B2 (en) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPH01249709A (en) * | 1988-03-29 | 1989-10-05 | Kurooda Japan Kk | Cosmetic containing hen's egg polypeptide derivative |
| US5356555A (en) * | 1992-09-14 | 1994-10-18 | Allergan, Inc. | Non-oxidative method and composition for simultaneously cleaning and disinfecting contact lenses using a protease with a disinfectant |
| JPH06279229A (en) * | 1993-03-31 | 1994-10-04 | Nippon Sanso Kk | Odorless cosmetic raw material and method for producing the same |
| FR2719215B1 (en) * | 1994-04-27 | 1996-06-21 | Rocher Yves Biolog Vegetale | Hair treatment method making it possible to avoid sebum thinning, and corresponding hair composition. |
| DE19505005C2 (en) * | 1995-02-15 | 1998-02-26 | Henkel Kgaa | Cationized vegetable protein surfactants |
| US7282471B2 (en) | 2005-09-08 | 2007-10-16 | Conopco, Inc. | Personal care compositions with glycerin and hydroxypropyl quaternary ammonium salts |
| US8124063B2 (en) | 2004-10-25 | 2012-02-28 | Conopco, Inc. | Method for moisturizing human skin using dihydroxypropyltri(C1-C3 alkyl) ammonium salts |
| 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 |
| 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 |
| 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 |
| JP4812863B2 (en) | 2009-09-01 | 2011-11-09 | トヨタ自動車株式会社 | Shaft support structure for shaft members |
Family Cites Families (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS548728A (en) * | 1977-06-21 | 1979-01-23 | Lion Corp | Base material for cosmetics |
| JPS5810512A (en) * | 1981-07-09 | 1983-01-21 | Nisshin Oil Mills Ltd:The | Cosmetic |
| JPS60243010A (en) * | 1984-05-17 | 1985-12-03 | Seiwa Kasei:Kk | Hair protecting agent |
-
1986
- 1986-09-09 JP JP61212117A patent/JPH0761929B2/en not_active Expired - Fee Related
Also Published As
| Publication number | Publication date |
|---|---|
| JPS6368514A (en) | 1988-03-28 |
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