JPH09255539A - Hair cosmetic - Google Patents

Hair cosmetic

Info

Publication number
JPH09255539A
JPH09255539A JP7298096A JP7298096A JPH09255539A JP H09255539 A JPH09255539 A JP H09255539A JP 7298096 A JP7298096 A JP 7298096A JP 7298096 A JP7298096 A JP 7298096A JP H09255539 A JPH09255539 A JP H09255539A
Authority
JP
Japan
Prior art keywords
acyl
hair
water
anionic surfactant
chitosan derivative
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.)
Granted
Application number
JP7298096A
Other languages
Japanese (ja)
Other versions
JP3571844B2 (en
Inventor
Akiko Shiroichi
明子 城市
Noriko Tanaka
紀子 田中
Tamotsu Fujii
保 藤井
Hisako Satou
央子 佐藤
Jiro Kawase
次朗 川瀬
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.)
Kawaken Fine Chemicals Co Ltd
Kao Corp
Original Assignee
Kawaken Fine Chemicals Co Ltd
Kao Corp
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 Kawaken Fine Chemicals Co Ltd, Kao Corp filed Critical Kawaken Fine Chemicals Co Ltd
Priority to JP07298096A priority Critical patent/JP3571844B2/en
Publication of JPH09255539A publication Critical patent/JPH09255539A/en
Application granted granted Critical
Publication of JP3571844B2 publication Critical patent/JP3571844B2/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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Abstract

PROBLEM TO BE SOLVED: To obtain a hair cosmetic excellent in water solubility, having foaming properties while maintaining film-forming properties of chitin or chitosan, by using both a specific chitosan derivative and an anionic surfactant. SOLUTION: This hair cosmetic is obtained by combining a water-soluble chitosan derivative of the formula [R<1> is H or COCH3 ; R<2> is CH2 CO2 H, CH2 CH2 OH, (CH2 CH2 O)m -H, (CH2 CH2 (CH3 )O)m -H or CH2 CH2 CO2 H; (n) is 10-3,000; (m) is 1-20] with an anionic surfactant. A fatty acid salt, a phosphoric ester salt, an alkylbenzenesulfonate, etc., are especially preferable as the anionic surfactant and the amount of the anionic surfactant is 0.0001-10wt.%, especially about 0.001-10wt.%. A chitosan derivative having 10,000-500,000 average molecular weight, especially one having 30-100% dealkylation degree derived from a chitin is preferable as the compound of the formula. The amount of the compound blended is preferable about 0.001-10wt.%. The cosmetic is useful for a pump foamer.

Description

【発明の詳細な説明】Detailed Description of the Invention

【0001】[0001]

【発明の属する技術分野】本発明は毛髪化粧料、さらに
詳細には毛髪に対しべたつきのない、優れたセット性を
付与する整髪性を有する毛髪化粧料に関するものであ
る。
BACKGROUND OF THE INVENTION 1. Field of the Invention The present invention relates to a hair cosmetic composition, and more particularly to a hair cosmetic composition having a hair styling property that imparts excellent setting properties to the hair without stickiness.

【0002】[0002]

【従来の技術】近年、毛髪はブラッシング、パーマ、ヘ
アカラー等の普及により非常に痛みやすい環境におかれ
ている。また、柔らかい髪や損傷毛はハリ、コシやボリ
ュームがないためスタイリングしづらいという問題を有
している。消費者の声も毛髪がパサパサして落ちつかな
いとか、髪が思うようにまとまらないという悩みが多
い。また、毛髪は首筋等の肌に直接触れるものであり、
手入れの際には必ず手で触れられる部分であることか
ら、べたべたした重い感触は徹底的に嫌われる。
2. Description of the Related Art In recent years, the widespread use of brushing, perms, hair coloring and the like has caused hair to be in a very painful environment. In addition, soft hair or damaged hair has a problem that it is difficult to style because it has no firmness, stiffness or volume. Consumers' voices are often worried that their hair is dry and dull, and that their hair is not organized as expected. In addition, hair comes into direct contact with skin such as the nape of the neck,
Since it is a part that can be touched by hand when care is taken, the sticky and heavy feel is completely disliked.

【0003】以上のことから、整髪を目的とする毛髪化
粧料としては髪にべとつかず、セット性を向上させる物
が望まれている。
From the above, as a hair cosmetic for the purpose of styling hair, a material which is not sticky to the hair and improves the setting properties is desired.

【0004】整髪を目的とる毛髪化粧料には、ポマード
などの油性整髪料、ヘアオイル、ヘアクリーム、ヘアリ
キッド、セットローション、スタイリングフォーム、ヘ
アスプレーなどが存在する。
Hair cosmetics intended for hair styling include oily hair styling products such as pomade, hair oil, hair cream, hair liquid, set lotion, styling foam, and hair spray.

【0005】これらの毛髪化粧料には、整髪性を付与す
る目的で一般に油性物質や高分子化合物が配合されてい
る、しかし、従来の油性物質や高分子化合物を配合した
毛髪化粧料は仕上がりが重く、いつまでもべたべたした
感触があり、セット持続性が満足できない等の欠点があ
った。
These hair cosmetics are generally blended with an oily substance or a high molecular compound for the purpose of imparting a hair styling property. However, conventional hair cosmetics blended with an oily substance or a high molecular compound have a poor finish. It was heavy, had a sticky feel forever, and had some drawbacks such as unsatisfactory set durability.

【0006】そこで、髪がべとつかず、かつセット性に
優れて、髪をまとめ易くする目的でキチンあるいはキト
サン等も使われるようになってきた。一方、整髪料の形
態としては、髪への付着性、伸びが良好な、ムースまた
はフォーム状のものが好まれてくるようになってきた。
[0006] Therefore, chitin or chitosan has come to be used for the purpose of making the hair easy to put together because the hair is not sticky and has excellent setting properties. On the other hand, as a form of the hair styling product, a mousse or foam-like product having good adhesion to hair and good elongation has come to be preferred.

【0007】[0007]

【発明が解決しようとする課題】しかしながら、キチン
あるいはキトサンはそれ自体に起泡性を有していないの
で、何らかの界面活性剤中に添加する形で用いられてき
た。このような形態では主剤となる界面活性剤中にわず
かな量のキチンあるいはキトサンを添加しているだけで
あったので、キチンあるいはキトサン本来の優れた造膜
性を十分発揮するには至っていなかった。
However, since chitin or chitosan has no foaming property by itself, it has been used by being added to some kind of surfactant. In such a form, since only a small amount of chitin or chitosan was added to the surfactant as the main agent, it was not possible to sufficiently exhibit the original excellent film-forming properties of chitin or chitosan. It was

【0008】フォーム状にするにはフロンガス、LPガ
スなどを利用する方法がある。ところが、フロンガスは
オゾン層を破壊する問題があり、LPガスは可燃性ガス
のため着火しやすいという問題があるため、近年では手
で押して泡にするポンプフォーマーが主流となりつつあ
る。また、キチンあるいはキトサンはアニオン界面活性
剤との相溶性が悪く、ムース状にすると泡立ちも悪く、
スタイリングフォームとしてはキチンあるいはキトサン
の優れた特性を利用することができなかった。従って、
ポンプフォーマーでも簡単に泡立ち、毛髪に対しべたつ
きのない、しかも優れたセット力を有するキチンあるい
はキトサンの優れた特性を利用した毛髪化粧料が望まれ
ていた。
There is a method of using freon gas, LP gas or the like for forming the foam. However, CFCs have a problem of depleting the ozone layer, and LP gas has a problem of being easily ignited because it is a flammable gas. Therefore, in recent years, pump formers that are manually pushed to form bubbles have become the mainstream. Also, chitin or chitosan has poor compatibility with anionic surfactants, and when mousseed, foaming is also poor,
It was not possible to utilize the excellent properties of chitin or chitosan as a styling foam. Therefore,
There has been a demand for a hair cosmetic composition utilizing the excellent characteristics of chitin or chitosan, which easily foams even with a pump former, does not get sticky to hair, and has excellent setting power.

【0009】本発明が解決しようとする課題は、べたつ
き感がなく、セット性に優れ、かつ持続性を有し、ポン
プフォーマーで使えるような水溶性および起泡力を有し
ている毛髪化粧料を提供することにある。
[0009] The problem to be solved by the present invention is that the hair makeup has no sticky feeling, is excellent in settability, has a long-lasting property, and has water-solubility and foaming power that can be used in a pump former. To provide a fee.

【0010】[0010]

【課題を解決するための手段】本発明者らはキチンある
いはキトサンの有する造膜性を保持しながら、水溶性が
良好であり、かつ起泡性を有する素材を鋭意検討した結
果、特定のキトサン誘導体とアニオン界面活性剤を併用
することにより上記課題を解決できることを見出し、本
発明を完成した。
[Means for Solving the Problems] As a result of diligent studies of materials having good water solubility and foamability while maintaining the film-forming property of chitin or chitosan, the present inventors have found that a specific chitosan The present invention has been completed by finding that the above problem can be solved by using a derivative and an anionic surfactant together.

【0011】すなわち本発明は、一般式(1)That is, the present invention is based on the general formula (1)

【0012】[0012]

【化2】 Embedded image

【0013】(式中R1は水素原子または−COCH
3を、R2は−CH2CO2Hまたは−CH2CH2OH、−
(CH2CH2O)m−H、−(CH2CH(CH3)O)m
−H、CH2CH2CO2Hを表し、nは10〜3000
の整数を表し、mは1〜20の整数を表す。)で示され
る水溶性キトサン誘導体およびアニオン界面活性剤を必
須成分として含有することを特徴とする毛髪化粧料に関
するものである。
(Wherein R 1 is a hydrogen atom or --COCH
3 , R 2 is —CH 2 CO 2 H or —CH 2 CH 2 OH, —
(CH 2 CH 2 O) m -H, - (CH 2 CH (CH 3) O) m
-H, represents a CH 2 CH 2 CO 2 H, n is 10 to 3000
Represents an integer of 1 and m represents an integer of 1 to 20. And a water-soluble chitosan derivative and an anionic surfactant represented by the formula (4) are contained as essential components.

【0014】本発明に用いられるアニオン界面活性剤と
しては、脂肪酸塩、リン酸エステル塩、アルキルベンゼ
ンスルホン酸塩、α−オレフィンスルホン酸塩、パラフ
ィンスルホン酸塩、アルキル硫酸塩、アルキルエーテル
硫酸塩、N−アシルサルコシネート、N−アシル−N−
メチル−β−アラニネート、アシルグルタミン酸塩、ア
シルアスパラギン酸塩、アルキルエーテルカルボン酸
塩、アミドエーテルカルボン酸塩、N−アシル−N−メ
チルタウリン塩、アシルイセチオン酸、アルキルスルホ
サクシネート、アルキルエーテルスルホサクシネート、
N−ポリオキシエチレン脂肪酸エタノールアミドスルホ
サクシネート、N−ポリオキシエチレン脂肪酸エタノー
ルアミドリン酸エステル塩、N−ポリオキシエチレン脂
肪酸エタノールアミド硫酸エステル塩、アシルペプチド
およびアシルシルクペプチドから選ばれる1種または2
種以上であることが好ましい。
As the anionic surfactant used in the present invention, fatty acid salt, phosphoric acid ester salt, alkylbenzene sulfonate, α-olefin sulfonate, paraffin sulfonate, alkyl sulfate, alkyl ether sulfate, N -Acyl sarcosinate, N-acyl-N-
Methyl-β-alaninate, acyl glutamate, acyl aspartate, alkyl ether carboxylate, amido ether carboxylate, N-acyl-N-methyl taurine salt, acyl isethionate, alkyl sulfosuccinate, alkyl ether sulfosuccinate ,
One or two selected from N-polyoxyethylene fatty acid ethanolamide sulfosuccinate, N-polyoxyethylene fatty acid ethanolamide phosphate ester salt, N-polyoxyethylene fatty acid ethanolamide sulfate ester salt, acyl peptide and acyl silk peptide
Preferably, it is at least one species.

【0015】また、水溶性キトサン誘導体の平均分子量
が1万〜50万である事を特徴とする毛髪化粧料であ
る。
Further, the hair cosmetic is characterized in that the water-soluble chitosan derivative has an average molecular weight of 10,000 to 500,000.

【0016】さらにはまた、水溶性キトサン誘導体が、
脱アセチル化度30〜100%のキチンから誘導された
ものであることを特徴とする毛髪化粧料である。
Further, the water-soluble chitosan derivative is
A hair cosmetic composition, which is derived from chitin having a deacetylation degree of 30 to 100%.

【0017】[0017]

【発明の実施の形態】本発明に用いられる水溶性キトサ
ン誘導体は、前記一般式(1)で示されるものである。
BEST MODE FOR CARRYING OUT THE INVENTION The water-soluble chitosan derivative used in the present invention is represented by the above general formula (1).

【0018】前記一般式(1)で示される水溶性キトサ
ン誘導体を具体的に例示すると、例えばカルボキシメチ
ルキトサン、カルボキシエチルキトサン、ヒドロキシエ
チル、ポリオキシエチレンキトサン、ポリオキシプロピ
レンキトサンである。前記一般式(1)の水溶性キトサ
ン誘導体の骨格となるキトサンとしてはキチンの部分脱
アセチル化でもよい。脱アセチル化度は限定されない
が、30%未満では水溶性が劣り、十分な起泡力が得ら
れないため、脱アセチル化度30〜100%が好まし
い。
Specific examples of the water-soluble chitosan derivative represented by the above general formula (1) include carboxymethyl chitosan, carboxyethyl chitosan, hydroxyethyl, polyoxyethylene chitosan and polyoxypropylene chitosan. The chitosan that serves as the skeleton of the water-soluble chitosan derivative of the general formula (1) may be a partial deacetylation of chitin. The degree of deacetylation is not limited, but if it is less than 30%, the water solubility is poor and a sufficient foaming force cannot be obtained. Therefore, the degree of deacetylation is preferably 30 to 100%.

【0019】また、6位に水溶性の官能基を有していな
いキトサンでは起泡力が劣る。前記一般式(1)の水溶
性キトサン誘導体の中では、特にカルボキシメチルキト
サンが好ましい。
Further, chitosan which does not have a water-soluble functional group at the 6-position has a poor foaming power. Among the water-soluble chitosan derivatives represented by the general formula (1), carboxymethyl chitosan is particularly preferable.

【0020】前記一般式(1)の水溶性キトサン誘導体
の平均分子量は特に限定されないが、セット力、セット
持続性、膜の硬さからは平均分子量の大きい方がよい。
ただし、平均分子量が大きくなりすぎると粘度が高くな
り、調合しづらくなる。また、平均分子量が1万未満で
は膜の硬さが弱くなるので、前記一般式(1)の水溶性
キトサン誘導体の平均分子量は好ましくは1万〜50万
である。
The average molecular weight of the water-soluble chitosan derivative represented by the general formula (1) is not particularly limited, but it is preferable that the average molecular weight is large in view of the setting force, the setting sustainability and the hardness of the film.
However, if the average molecular weight is too high, the viscosity will be high and it will be difficult to mix. Further, if the average molecular weight is less than 10,000, the hardness of the film becomes weak, so the average molecular weight of the water-soluble chitosan derivative of the general formula (1) is preferably 10,000 to 500,000.

【0021】本発明で用いられるアニオン界面活性剤と
しては、特に限定されないが、脂肪酸塩、リン酸エステ
ル塩、アルキルベンゼンスルホン酸塩、α−オレフィン
スルホン酸塩、パラフィンスルホン酸塩、アルキル硫酸
塩、アルキルエーテル硫酸塩、N−アシルサルコシネー
ト、N−アシル−N−メチル−β−アラニネート、アシ
ルグルタミン酸塩、アシルアスパラギン酸塩、アルキル
エーテルカルボン酸塩、アミドエーテルカルボン酸塩、
N−アシル−N−メチルタウリン塩、アシルイセチオン
酸塩、アルキルスルホサクシネート、アルキルエーテル
スルホサクシネート、N−ポリオキシエチレン脂肪酸エ
タノールアミドスルホサクシネート、N−ポリオキシエ
チレン脂肪酸エタノールアミドリン酸エステル塩、N−
ポリオキシエチレン脂肪酸エタノールアミド硫酸エステ
ル塩、アシルペプチド、アシルシルクペプチドが好まし
い。その中で、起泡力に優れ、かつ毛髪に対しべたつき
の少ないのは、脂肪酸塩、アルキルベンゼンスルホン酸
塩、α- オレフィンスルホン酸塩、アルキル硫酸塩、ア
ルキルエーテル硫酸塩、アシルシルクペプチドである。
The anionic surfactant used in the present invention is not particularly limited, but fatty acid salts, phosphoric acid ester salts, alkylbenzene sulfonates, α-olefin sulfonates, paraffin sulfonates, alkyl sulfates, alkyls. Ether sulfate, N-acyl sarcosinate, N-acyl-N-methyl-β-alaninate, acyl glutamate, acyl aspartate, alkyl ether carboxylate, amido ether carboxylate,
N-acyl-N-methyl taurine salt, acyl isethionate, alkyl sulfosuccinate, alkyl ether sulfosuccinate, N-polyoxyethylene fatty acid ethanolamide sulfosuccinate, N-polyoxyethylene fatty acid ethanolamide phosphate ester salt, N-
Polyoxyethylene fatty acid ethanolamide sulfate ester salt, acyl peptide, and acyl silk peptide are preferable. Among them, fatty acid salts, alkylbenzene sulfonates, α-olefin sulfonates, alkyl sulfates, alkyl ether sulfates, and acyl silk peptides have excellent foaming power and are less sticky to hair.

【0022】前記一般式(1)の水溶性キトサン誘導体
の配合量は限定されないが、毛髪化粧料中に0.001
〜10重量%(以下単に%で示す)配合することが好ま
しい。0.001%より配合量が少ないと造膜性が悪
く、毛髪のセット力が不十分であり、10%を超えて配
合すると配合すると粘度が高く、起泡力が低下し、毛髪
がごわつく等の感触の面から好ましくない。
The blending amount of the water-soluble chitosan derivative of the general formula (1) is not limited, but 0.001 in hair cosmetics.
It is preferable to add 10 to 10% by weight (hereinafter, simply indicated by%). If the blending amount is less than 0.001%, the film-forming property is poor and the hair setting force is insufficient. If the blending amount exceeds 10%, the viscosity is high and the foaming power is lowered, and the hair becomes rough. It is not preferable in terms of feeling such as sticking.

【0023】アニオン界面活性剤は、本発明毛髪化粧料
中に0.0001〜10%、好ましくは0.001〜1
0%配合することが好ましい。0.0001%より配合
量が少ないと起泡力が不十分であり、10%を超えて配
合すると配合すると毛髪に対しべたつく等の感触の面か
ら好ましくない。
The anionic surfactant is contained in the hair cosmetic composition of the present invention in an amount of 0.0001 to 10%, preferably 0.001 to 1%.
It is preferable to add 0%. If the blending amount is less than 0.0001%, the foaming power is insufficient, and if the blending amount is more than 10%, blending is not preferable from the viewpoint of feeling such as stickiness to hair.

【0024】水溶性キトサン誘導体とアニオン界面活性
剤の配合重量比は、特に限定されないが、アニオン界面
活性剤/水溶性キトサン誘導体=0.0001/1〜1
/1、好ましくは0.001/1〜1/1の範囲で適宜
選択すればよい。水溶性キトサン誘導体1に対するアニ
オン界面活性剤の比率が0.0001未満だと起泡力が
不十分であり、水溶性キトサン誘導体1に対するアニオ
ン界面活性剤の比率が1を超えると毛髪に対しべたつく
等の感触の面から好ましくない。
The blending weight ratio of the water-soluble chitosan derivative and the anionic surfactant is not particularly limited, but anionic surfactant / water-soluble chitosan derivative = 0.0001 / 1 to 1
/ 1, preferably 0.001 / 1-1 / 1. If the ratio of the anionic surfactant to the water-soluble chitosan derivative 1 is less than 0.0001, the foaming power is insufficient, and if the ratio of the anionic surfactant to the water-soluble chitosan derivative 1 exceeds 1, the hair becomes sticky. It is not preferable from the viewpoint of feeling.

【0025】また、本発明の毛髪化粧料には、必要に応
じて、洗浄剤、化粧料、医薬品、食品等に通常配合され
る成分、例えばアミドアミノ酸、アルキルベタイン等の
両性界面活性剤、;アルキル4級アンモニウム等のカチ
オン界面活性剤;シリコン誘導体、エステル油、高級ア
ルコール等の油脂類;エタノール;グリセリン、プロピ
レングリコール等の保湿剤;消炎剤、抗フケ剤、殺菌
剤、ビタミン類等の薬効剤、パラベン、ヨウ素等の防腐
剤、オキシベンゾン等の紫外線吸収剤、ジブチルヒドロ
キシトルエン、酢酸トコフェロール等の抗酸化剤、染
料、顔料等の着色剤;カチオン性ポリマー等のコンディ
ショニング剤;アクリル樹脂等の毛髪セット用ポリマ
ー;各種調合香料等の成分を、本発明の効果を損なわな
い範囲において適宜追加することもできる。
In the hair cosmetic composition of the present invention, if necessary, a component usually added to detergents, cosmetics, pharmaceuticals, foods, etc., such as amidoamino acids and amphoteric surfactants such as alkylbetaine; Cationic surfactants such as alkyl quaternary ammonium; oils and fats such as silicon derivatives, ester oils and higher alcohols; ethanol; moisturizers such as glycerin and propylene glycol; anti-inflammatory agents, anti-dandruff agents, bactericides, vitamins, etc. Agents, preservatives such as paraben and iodine, ultraviolet absorbers such as oxybenzone, antioxidants such as dibutylhydroxytoluene and tocopherol acetate, colorants such as dyes and pigments, conditioning agents such as cationic polymers, hair such as acrylic resins, etc. Polymer for setting; various kinds of ingredients such as fragrances are appropriately added within a range that does not impair the effects of the present invention. Rukoto can also.

【0026】本発明の毛髪化粧料は、上記成分を用いて
常法に従って製造し、スタイリングフォーム、ヘアスプ
レー等の噴射剤を用いたエアゾール型整髪料とできる
他、ポンプフォーマー、スクイズフォーマー等のフォー
マー容器に収納し、噴射剤を用いないエアゾール型整髪
料とすることができる。
The hair cosmetic composition of the present invention can be produced by a conventional method using the above components to be an aerosol type hair styling composition using a propellant such as styling foam and hair spray, as well as a pump former, a squeeze foamer and the like. It is possible to obtain an aerosol type hair styling product which is housed in the former container and does not use a propellant.

【0027】[0027]

【実施例】次に実施例を挙げて本発明を更に詳細に説明
するが、本発明はこれらに限定されるものではない。
Next, the present invention will be described in more detail with reference to examples, but the present invention is not limited to these examples.

【0028】実施例1 カルボキシメチルキトサン(濃度2%、脱アセチル化度
70%、平均分子量約20万)500gにポリオキシエ
チレン(3)ラウリルエーテル硫酸ナトリウム(濃度2
5%)0.4gを加え、50℃、1時間攪拌溶解した。
pH7に調整し凍結乾燥して試料とした。これについ
て、造膜性、膜の硬さ、起泡力、べたつき感の評価試験
を行った。尚、評価方法及び評価基準は以下のとおりで
ある。結果を表1に示す。
Example 1 500 g of carboxymethyl chitosan (concentration 2%, deacetylation degree 70%, average molecular weight about 200,000) was added to polyoxyethylene (3) sodium lauryl ether sulfate (concentration 2
0.4% (5%) was added and dissolved by stirring at 50 ° C. for 1 hour.
The pH was adjusted to 7 and freeze-dried to obtain a sample. About this, the film forming property, the hardness of the film, the foaming power, and the stickiness feeling evaluation test were conducted. The evaluation method and evaluation criteria are as follows. The results are shown in Table 1.

【0029】(造膜性)試料1gを蒸留水20gに溶か
し、フッ素樹脂板に流して50℃で24時間乾燥し、水
分を除去した。その後、膜の形成を観察した。評価の基
準を以下のように設定した。
(Film forming property) 1 g of the sample was dissolved in 20 g of distilled water, poured on a fluororesin plate and dried at 50 ° C. for 24 hours to remove water. Then, the formation of the film was observed. The evaluation criteria were set as follows.

【0030】 ○:造膜性があり、一枚の膜として板からはがすことが
できた ×:造膜性がなく、膜を形成しなかった (膜の硬さ)造膜試験で得られた膜について、JIS
(K5400−1990)の塗装用鉛筆引かき試験方法
に従い、鉛筆硬度試験によって膜の硬さを測定した。評
価は膜に傷をつけられる最軟の鉛筆硬度で示した。
◯: There was film-forming property and could be peeled from the plate as a single film. ×: No film-forming property and no film was formed. (Hardness of film) Obtained by film forming test. Regarding the membrane, JIS
The hardness of the film was measured by a pencil hardness test according to the pencil scratch test method for coating of (K5400-1990). The evaluation is indicated by the softest pencil hardness that can scratch the film.

【0031】(起泡力)試料1gを10%EtOH水溶
液90gに溶かし、ポンプフォーマーを用いて起泡力を
測定した。15回ストロークして出た泡量を200ml
トールビーカーに入れ5分後のその容積を泡の高さで測
定した。
(Foaming Power) 1 g of the sample was dissolved in 90 g of a 10% EtOH aqueous solution, and the foaming power was measured using a pump former. 200ml of foam volume after 15 strokes
The volume was measured by the height of the foam after 5 minutes in the tall beaker.

【0032】評価の基準を以下のように設定した。The evaluation criteria were set as follows.

【0033】 ◎:泡量:60mm以上,非常に起泡力が優れる ○:泡量:40mm以上60mm未満,起泡力が優れる △:泡量:20mm以上40mm未満,起泡力がふつう ×:泡量:20mm未満,起泡力が劣る (べたつき感)20〜40才のパネラー10名に、試料
1gを10%EtOH水溶液90gに溶かし、ポンプフ
ォーマーに入れたものを使用させ、そのべたつき感の官
能評価を行い、次の如く評価した。
◎: Foam amount: 60 mm or more, excellent foaming power ○: Foam amount: 40 mm or more, less than 60 mm, excellent foaming power Δ: Foam amount: 20 mm or more, less than 40 mm, normal foaming power ×: Bubble amount: less than 20 mm, inferior foaming power (stickiness) 10 panelists aged 20 to 40 were made to dissolve 1 g of sample in 90 g of 10% EtOH aqueous solution and put in a pump former to use it. The sensory evaluation of was carried out and evaluated as follows.

【0034】評点 べたつき感を感じない 3 べたつき感をほとんど感じない 2 べたつき感がややある 1 べたつき感がある 0 評価の基準 ◎:平均評点 2以上3以下 ○:平均評点 1.5以上2未満 △:平均評点 1以上1.5未満 ×:平均評点 1以下 実施例2および3 実施例1のカルボキシメチルキトサンをポリオキシエチ
レン(5)エーテルキトサン(濃度2%、脱アセチル化
度70%、平均分子量約20万)あるいはポリオキシプ
ロピレン(5)エーテルキトサン(濃度2%、脱アセチ
ル化度70%、平均分子量約20万)に変えて、実施例
1と同様に試料を調製し、造膜性、膜の硬さ、起泡力、
べたつき感の評価試験を行った。結果を表1に示す。
Rating: No sticky feeling 3 Little sticky feeling 2 Slight sticky feeling 1 Sticky feeling 0 Evaluation criteria ◎: Average score 2 or more and 3 or less ○: Average score 1.5 or more and less than 2 △ : Average score 1 or more and less than 1.5 ×: Average score 1 or less Examples 2 and 3 The carboxymethyl chitosan of Example 1 was converted to polyoxyethylene (5) ether chitosan (concentration 2%, deacetylation degree 70%, average molecular weight). About 200,000) or polyoxypropylene (5) ether chitosan (concentration 2%, deacetylation degree 70%, average molecular weight about 200,000), and a sample was prepared in the same manner as in Example 1 to form a film, Film hardness, foaming power,
A sticky feeling evaluation test was performed. The results are shown in Table 1.

【0035】比較例1〜4 実施例1のカルボキシメチルキトサンをキトサン(濃度
100%、脱アセチル化度70%、平均分子量約20
万)10g、N−サクシニルキトサン(濃度2%、置換
度70%、平均分子量約20万)、N−トリメチルアン
モニウムキトサン(濃度2%、四級化度70%、平均分
子量約20万)、ポリビニルピロリドン(濃度99%、
平均分子量4万、アメリカI.S.P.社製、商品名
「PVP K−30」)10gに変えて、実施例1と同
様に試料を調製し、造膜性、膜の硬さ、起泡力、べたつ
き感の評価試験を行った。結果を表1に示す。
Comparative Examples 1 to 4 The carboxymethyl chitosan of Example 1 was converted to chitosan (concentration 100%, deacetylation degree 70%, average molecular weight about 20).
10 g, N-succinyl chitosan (concentration 2%, substitution degree 70%, average molecular weight about 200,000), N-trimethylammonium chitosan (concentration 2%, quaternization degree 70%, average molecular weight about 200,000), polyvinyl Pyrrolidone (concentration 99%,
Average molecular weight 40,000, US I.S. S. P. A sample was prepared in the same manner as in Example 1 except that the product was changed to 10 g (trade name "PVP K-30" manufactured by the same company), and the film forming property, film hardness, foaming power, and sticky feeling were evaluated. The results are shown in Table 1.

【0036】[0036]

【表1】 [Table 1]

【0037】表1に示した結果から明らかなように、本
発明の水溶性キトサン誘導体とアニオン界面活性剤を組
合せた実施例1〜実施例3の毛髪化粧料は、造膜性、膜
の硬さ、起泡力およびべたつきの点で優れていた。一
方、キトサンを配合した比較例1の毛髪化粧料は、造膜
性がなく、さらに起泡力が弱く、N−トリメチルアンモ
ニウムキトサンやN−サクシニルキトサンを配合した比
較例2,3の毛髪化粧料は、造膜性は比較的優れている
ものの起泡力が弱かった。また、毛髪化粧料に常用され
るポリビニルピロリドンを配合した比較例4の毛髪化粧
料は造膜性がなく、起泡力も弱かった。
As is clear from the results shown in Table 1, the hair cosmetics of Examples 1 to 3 in which the water-soluble chitosan derivative of the present invention and the anionic surfactant were combined were found to have film-forming properties and film hardness. It was excellent in foaming power and stickiness. On the other hand, the hair cosmetic composition of Comparative Example 1 containing chitosan has no film-forming property and further has a weak foaming power, and the hair cosmetic composition of Comparative Examples 2 and 3 containing N-trimethylammonium chitosan or N-succinyl chitosan is used. The film-forming property was relatively excellent, but the foaming power was weak. In addition, the hair cosmetic of Comparative Example 4 containing polyvinylpyrrolidone commonly used in hair cosmetics had no film-forming property and weak foaming power.

【0038】実施例4〜22 表2および表3に示すように、アニオン活性剤をラウリ
ン酸ナトリウム(濃度99%)0.10g、ポリオキシ
エチレン(5)ラウリン酸モノエタノールアミドスルホ
コハク酸二ナトリウム(濃度30%)0.33g、ラウ
リル硫酸ナトリウム(濃度99%)0.10g、ラウロ
イル加水分解シルクナトリウム(濃度23%)0.43
g、ラウロイル−N−メチル−β−アラニンナトリウム
(濃度30%)0.33g、ポリオキシエチレン(3)
ラウリン酸モノエタノールアミド硫酸ナトリウム(濃度
30%)0.33g、ラウリン酸アミドプロピルベタイ
ン(濃度30%)0.33g、スルホコハク酸ジオクチ
ルナトリウム(濃度75%)0.13g、ラウリルベン
ゼンスルホン酸ナトリウム(濃度51%)0.20g、
ラウリルリン酸カリウム(濃度100%)0.10g、
14−α−オレフィンスルホン酸ナトリウム(濃度95
%)0.11g、ココイルサルコシンナトリウム(濃度
30%)0.33g、ラウロイル−L−グルタミン酸ナ
トリウム(濃度100%)0.10g、ラウロイルアス
パラギン酸ナトリウム(濃度100%)0.10g、ラ
ウリルエーテルカルボン酸ナトリウム(濃度30%)
0.33g、ラウロイル−N−メチルタウリンナトリウ
ム(濃度26%)0.28g、ココイルイセチオン酸ナ
トリウム(濃度100%)0.10g、ポリオキシエチ
レン(5)ラウリン酸モノエタノールアミドリン酸ナト
リウム(濃度25%)0.40g、ラウロイル加水分解
コラーゲン(濃度35%)0.29gに変えて、実施例
1と同様に試料を調製し、造膜性、膜の硬さ、起泡力、
べたつき感の評価試験を行った。結果を表4に示す。
Examples 4 to 22 As shown in Tables 2 and 3, 0.10 g of anion activator sodium laurate (concentration 99%), polyoxyethylene (5) laurate monoethanolamide disodium sulfosuccinate ( (Concentration 30%) 0.33 g, sodium lauryl sulfate (concentration 99%) 0.10 g, sodium lauroyl hydrolyzed silk (concentration 23%) 0.43
g, lauroyl-N-methyl-β-alanine sodium (concentration 30%) 0.33 g, polyoxyethylene (3)
0.33 g of sodium lauric acid monoethanolamide sulfate (concentration 30%), 0.33 g of amidopropyl betaine laurate (concentration 30%), 0.13 g of sodium dioctyl sulfosuccinate (concentration 75%), sodium laurylbenzenesulfonate (concentration) 51%) 0.20 g,
0.10 g of potassium lauryl phosphate (concentration 100%),
C 14-.alpha.-sodium olefin sulfonate (concentration 95
%) 0.11 g, sodium cocoyl sarcosine (concentration 30%) 0.33 g, sodium lauroyl-L-glutamate (concentration 100%) 0.10 g, sodium lauroyl aspartate (concentration 100%) 0.10 g, lauryl ether carboxylic acid Sodium (concentration 30%)
0.33 g, sodium lauroyl-N-methyltaurine (concentration 26%) 0.28 g, sodium cocoyl isethionate (concentration 100%) 0.10 g, polyoxyethylene (5) lauric acid monoethanolamide sodium phosphate (concentration 25%) 0.40 g and lauroyl hydrolyzed collagen (concentration 35%) 0.29 g were used to prepare a sample in the same manner as in Example 1, and the film-forming property, the hardness of the film, the foaming power,
A sticky feeling evaluation test was performed. The results are shown in Table 4.

【0039】[0039]

【表2】 [Table 2]

【0040】[0040]

【表3】 [Table 3]

【0041】[0041]

【表4】 [Table 4]

【0042】表4に示した結果から明らかなように、水
溶性キトサン誘導体とアニオン界面活性剤を併用した実
施例4〜実施例22の本発明の毛髪化粧料は、造膜性、
膜の硬さ、起泡力およびべたつきの点で優れていた。
As is clear from the results shown in Table 4, the hair cosmetics of the present invention of Examples 4 to 22 in which the water-soluble chitosan derivative and the anionic surfactant were used in combination had a film-forming property,
The film was excellent in hardness, foaming power and stickiness.

【0043】実施例23〜26 実施例1のカルボキシメチルキトサン(濃度2%、脱ア
セチル化度70%、平均分子量約20万)をカルボキシ
メチルキトサン(濃度2%、脱アセチル化度30%、平
均分子量約20万)、カルボキシメチルキトサン(濃度
2%、脱アセチル化度90%、平均分子量約20万)、
カルボキシメチルキトサン(濃度2%、脱アセチル化度
70%、平均分子量約1万)、カルボキシメチルキトサ
ン(濃度2%、脱アセチル化度70%、平均分子量約5
0万)に変えて、実施例1と同様に試料を調製し、造膜
性、膜の硬さ、起泡力、べたつき感の評価試験を行っ
た。結果を表5に示す。
Examples 23 to 26 Carboxymethyl chitosan of Example 1 (concentration 2%, deacetylation degree 70%, average molecular weight about 200,000) was used as carboxymethyl chitosan (concentration 2%, deacetylation degree 30%, average). Molecular weight about 200,000), carboxymethyl chitosan (concentration 2%, deacetylation degree 90%, average molecular weight about 200,000),
Carboxymethyl chitosan (concentration 2%, deacetylation degree 70%, average molecular weight about 10,000), carboxymethyl chitosan (concentration 2%, deacetylation degree 70%, average molecular weight about 5)
Samples were prepared in the same manner as in Example 1 except that the amount was changed to 100,000), and an evaluation test of film-forming property, film hardness, foaming power, and sticky feeling was performed. Table 5 shows the results.

【0044】実施例27および28 ポリオキシエチレン(3)ラウリルエーテル硫酸ナトリ
ウム(濃度25%)の配合量を0.004g、10gに
変えて、実施例1と同様に試料を調製し、造膜性、膜の
硬さ、起泡力、べたつき感の評価試験を行った。結果を
表5に示す。
Examples 27 and 28 Samples were prepared in the same manner as in Example 1 except that the compounding amount of polyoxyethylene (3) sodium lauryl ether sulfate (concentration 25%) was changed to 0.004 g and 10 g to form a film. The film hardness, foaming power, and stickiness were evaluated. Table 5 shows the results.

【0045】比較例5〜7 実施例1のカルボキシメチルキトサン(濃度2%、脱ア
セチル化度70%、平均分子量約20万)をカルボキシ
メチルキトサン(濃度2%、脱アセチル化度20%、平
均分子量約20万)、に変えて、カルボキシメチルキト
サン(濃度2%、脱アセチル化度70%、平均分子量約
1000)、カルボキシメチルキトサン(濃度2%、脱
アセチル化度30%、平均分子量約100万)実施例1
と同様に試料を調製し、造膜性、膜の硬さ、起泡力、べ
たつき感の評価試験を行った。結果を表5に示す。
Comparative Examples 5 to 7 Carboxymethyl chitosan of Example 1 (concentration 2%, deacetylation degree 70%, average molecular weight about 200,000) was used as carboxymethyl chitosan (concentration 2%, deacetylation degree 20%, average). Carboxymethyl chitosan (concentration 2%, deacetylation degree 70%, average molecular weight about 1000), carboxymethyl chitosan (concentration 2%, deacetylation degree 30%, average molecular weight about 100) 10,000) Example 1
Samples were prepared in the same manner as above, and evaluation tests of film-forming property, film hardness, foaming power, and stickiness were performed. Table 5 shows the results.

【0046】比較例8および9 ポリオキシエチレン(3)ラウリルエーテル硫酸ナトリ
ウム(濃度25%)の配合量を50gあるいは0.00
2gに変えて、実施例1と同様に試料を調製し、造膜
性、膜の硬さ、起泡力、べたつき感の評価試験を行っ
た。結果を表5に示す。
Comparative Examples 8 and 9 Polyoxyethylene (3) sodium lauryl ether sulfate (concentration 25%) was added in an amount of 50 g or 0.00
A sample was prepared in the same manner as in Example 1 except that the amount was changed to 2 g, and an evaluation test of film-forming property, film hardness, foaming power, and stickiness was performed. Table 5 shows the results.

【0047】[0047]

【表5】 [Table 5]

【0048】表5の結果から明らかなように、脱アセチ
ル化度および平均分子量が一般式(1)の範囲内にあ
り、アニオン界面活性剤と水溶性キトサン誘導体と重量
配合比が0.0001/1〜1/1の範囲内にある実施
例23〜28の毛髪化粧料は、造膜性、膜の硬さ、起泡
力およびべたつきの点で優れていた。一方、脱アセチル
化度が30%未満の比較例5、平均分子量が1万未満の
比較例6および平均分子量が50万を超える比較例7の
水溶性キトサン誘導体を配合した毛髪化粧料は造膜性と
べたつきはよいものの、起泡力が劣ったり、膜の硬さが
不足していた。また、アニオン界面活性剤と一般式
(1)の水溶性キトサン誘導体の組合せであっても、水
溶性キトサン誘導体1に対するアニオン界面活性剤が1
を超える比較例8の毛髪化粧料はべたつきがひどく、水
溶性キトサン誘導体1に対するアニオン界面活性剤が
0.0001未満の比較例9の毛髪化粧料は起泡力が不
足していた。
As is clear from the results in Table 5, the deacetylation degree and the average molecular weight are within the range of the general formula (1), and the anionic surfactant, the water-soluble chitosan derivative and the weight mixing ratio are 0.0001 /. The hair cosmetics of Examples 23 to 28 in the range of 1 to 1/1 were excellent in film-forming property, film hardness, foaming power and stickiness. On the other hand, a hair cosmetic containing the water-soluble chitosan derivative of Comparative Example 5 having a degree of deacetylation of less than 30%, Comparative Example 6 having an average molecular weight of less than 10,000 and Comparative Example 7 having an average molecular weight of more than 500,000 is formed into a film. Although it had good toughness and stickiness, it had inferior foaming power and lacked film hardness. Further, even in the combination of the anionic surfactant and the water-soluble chitosan derivative represented by the general formula (1), one anionic surfactant is used for the water-soluble chitosan derivative 1.
The hair cosmetic composition of Comparative Example 8 exceeding 10 was extremely sticky, and the hair cosmetic composition of Comparative Example 9 in which the amount of the anionic surfactant with respect to the water-soluble chitosan derivative 1 was less than 0.0001 was insufficient in foaming power.

【0049】[0049]

【発明の効果】本発明の毛髪化粧料はべたつき感がな
く、セット性に優れ、かつ持続性を有し、ポンプフォー
マーで使えるような水溶性及び起泡力を有しているもの
である。
EFFECTS OF THE INVENTION The hair cosmetic composition of the present invention has no sticky feeling, is excellent in settability, has long-lasting properties, and has water-solubility and foaming power which can be used in a pump former. .

───────────────────────────────────────────────────── フロントページの続き (72)発明者 藤井 保 埼玉県川越市今福2835 川研ファインケミ カル株式会社内 (72)発明者 佐藤 央子 東京都墨田区文花2−1−3 花王株式会 社研究所内 (72)発明者 川瀬 次朗 東京都墨田区文花2−1−3 花王株式会 社研究所内 ─────────────────────────────────────────────────── ─── Continuation of the front page (72) Inventor Tamotsu Fujii 2835 Imafuku, Kawagoe City, Saitama Kawaken Fine Chemicals Co., Ltd. (72) Inventor Hiroko Sato 2-1-3 Fumika, Sumida-ku, Tokyo Kao Corporation Inside the Institute (72) Inventor Jiro Kawase Inside the Institute, Kao Stock Company, 2-1-3 Fumika, Sumida-ku, Tokyo

Claims (4)

【特許請求の範囲】[Claims] 【請求項1】 一般式(1) 【化1】 (式中R1は水素原子または−COCH3を、R2は−C
2CO2Hまたは−CH2CH2OH、−(CH2CH
2O)m−H、−(CH2CH(CH3)O)m−H、CH2
CH2CO2Hを表し、nは10〜3000の整数を表
し、mは1〜20の整数を表す。)で示される水溶性キ
トサン誘導体およびアニオン界面活性剤を必須成分とし
て含有することを特徴とする毛髪化粧料。
1. A compound of the general formula (1) (In the formula, R 1 is a hydrogen atom or —COCH 3 , and R 2 is —C.
H 2 CO 2 H or -CH 2 CH 2 OH, - ( CH 2 CH
2 O) m -H,-(CH 2 CH (CH 3 ) O) m -H, CH 2
It represents CH 2 CO 2 H, n represents an integer of 10 to 3000, and m represents an integer of 1 to 20. ) A water-soluble chitosan derivative and an anionic surfactant represented by the formula (1) are contained as essential components.
【請求項2】 アニオン界面活性剤が、脂肪酸塩、リン
酸エステル塩、アルキルベンゼンスルホン酸塩、α−オ
レフィンスルホン酸塩、パラフィンスルホン酸塩、アル
キル硫酸塩、アルキルエーテル硫酸塩、N−アシルサル
コシネート、N−アシル−N−メチル−β−アラニネー
ト、アシルグルタミン酸塩、アシルアスパラギン酸塩、
アルキルエーテルカルボン酸塩、アミドエーテルカルボ
ン酸塩、N−アシル−N−メチルタウリン塩、アシルイ
セチオン酸、アルキルスルホサクシネート、アルキルエ
ーテルスルホサクシネート、N−ポリオキシエチレン脂
肪酸エタノールアミドスルホサクシネート、N−ポリオ
キシエチレン脂肪酸エタノールアミドリン酸エステル
塩、N−ポリオキシエチレン脂肪酸エタノールアミド硫
酸エステル塩、アシルペプチドおよびアシルシルクペプ
チドから選ばれる1種または2種以上であることを特徴
とする請求項1に記載の毛髪化粧料。
2. The anionic surfactant is a fatty acid salt, phosphoric acid ester salt, alkylbenzene sulfonate, α-olefin sulfonate, paraffin sulfonate, alkyl sulfate, alkyl ether sulfate, N-acyl sarcosylate. Nate, N-acyl-N-methyl-β-alaninate, acyl glutamate, acyl aspartate,
Alkyl ether carboxylate, amide ether carboxylate, N-acyl-N-methyl taurine salt, acyl isethionate, alkyl sulfosuccinate, alkyl ether sulfosuccinate, N-polyoxyethylene fatty acid ethanolamide sulfosuccinate, N- The polyoxyethylene fatty acid ethanolamide phosphate ester salt, N-polyoxyethylene fatty acid ethanolamide sulfate ester salt, and one or more selected from acyl peptides and acyl silk peptides. Hair cosmetics.
【請求項3】 水溶性キトサン誘導体の平均分子量が1
万〜50万であることを特徴とする請求項1または請求
項2に記載の毛髪化粧料。
3. The average molecular weight of the water-soluble chitosan derivative is 1.
It is 10,000-500,000, The hair cosmetics of Claim 1 or Claim 2 characterized by the above-mentioned.
【請求項4】 水溶性キトサン誘導体が、脱アセチル化
度30〜100%のキチンから誘導されたものであるこ
とを特徴とする請求項1ないし請求項3にいずれか1項
に記載の毛髪化粧料。
4. The hair cosmetic according to claim 1, wherein the water-soluble chitosan derivative is derived from chitin having a deacetylation degree of 30 to 100%. Fee.
JP07298096A 1996-03-27 1996-03-27 Hair cosmetics Expired - Fee Related JP3571844B2 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP07298096A JP3571844B2 (en) 1996-03-27 1996-03-27 Hair cosmetics

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
JP07298096A JP3571844B2 (en) 1996-03-27 1996-03-27 Hair cosmetics

Publications (2)

Publication Number Publication Date
JPH09255539A true JPH09255539A (en) 1997-09-30
JP3571844B2 JP3571844B2 (en) 2004-09-29

Family

ID=13505056

Family Applications (1)

Application Number Title Priority Date Filing Date
JP07298096A Expired - Fee Related JP3571844B2 (en) 1996-03-27 1996-03-27 Hair cosmetics

Country Status (1)

Country Link
JP (1) JP3571844B2 (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2006248986A (en) * 2005-03-10 2006-09-21 Nakano Seiyaku Kk Styling cosmetic
JP2021502354A (en) * 2017-11-10 2021-01-28 ユニリーバー・ナームローゼ・ベンノートシヤープ Hair care composition containing silk fibroin

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2006248986A (en) * 2005-03-10 2006-09-21 Nakano Seiyaku Kk Styling cosmetic
JP2021502354A (en) * 2017-11-10 2021-01-28 ユニリーバー・ナームローゼ・ベンノートシヤープ Hair care composition containing silk fibroin

Also Published As

Publication number Publication date
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