JPH0267212A - Antidandruff shampoo composition - Google Patents
Antidandruff shampoo compositionInfo
- Publication number
- JPH0267212A JPH0267212A JP21717388A JP21717388A JPH0267212A JP H0267212 A JPH0267212 A JP H0267212A JP 21717388 A JP21717388 A JP 21717388A JP 21717388 A JP21717388 A JP 21717388A JP H0267212 A JPH0267212 A JP H0267212A
- Authority
- JP
- Japan
- Prior art keywords
- formula
- dandruff
- formulas
- tables
- alkyl
- 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
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 19
- 239000002453 shampoo Substances 0.000 title abstract description 8
- 208000001840 Dandruff Diseases 0.000 claims abstract description 28
- ULUAUXLGCMPNKK-UHFFFAOYSA-N Sulfobutanedioic acid Chemical class OC(=O)CC(C(O)=O)S(O)(=O)=O ULUAUXLGCMPNKK-UHFFFAOYSA-N 0.000 claims abstract description 11
- 239000000126 substance Substances 0.000 claims abstract description 11
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 9
- 150000001875 compounds Chemical class 0.000 claims abstract description 7
- 125000003342 alkenyl group Chemical group 0.000 claims abstract description 4
- 239000002280 amphoteric surfactant Substances 0.000 claims description 6
- 125000004432 carbon atom Chemical group C* 0.000 claims description 5
- 229910052783 alkali metal Inorganic materials 0.000 claims description 3
- 150000001340 alkali metals Chemical class 0.000 claims description 3
- 229910052739 hydrogen Inorganic materials 0.000 claims description 3
- 239000001257 hydrogen Substances 0.000 claims description 3
- 125000004435 hydrogen atom Chemical class [H]* 0.000 claims description 3
- 238000013329 compounding Methods 0.000 claims description 2
- 239000004094 surface-active agent Substances 0.000 abstract description 10
- 230000007794 irritation Effects 0.000 abstract description 8
- 150000001412 amines Chemical class 0.000 abstract description 5
- 239000004615 ingredient Substances 0.000 abstract description 4
- 238000002156 mixing Methods 0.000 abstract description 3
- 210000004761 scalp Anatomy 0.000 abstract description 3
- 230000000845 anti-microbial effect Effects 0.000 abstract 1
- 244000052616 bacterial pathogen Species 0.000 abstract 1
- 230000001747 exhibiting effect Effects 0.000 abstract 1
- 239000002184 metal Substances 0.000 abstract 1
- 230000000844 anti-bacterial effect Effects 0.000 description 11
- 238000000034 method Methods 0.000 description 10
- 238000011156 evaluation Methods 0.000 description 9
- FFDGPVCHZBVARC-UHFFFAOYSA-N N,N-dimethylglycine Chemical compound CN(C)CC(O)=O FFDGPVCHZBVARC-UHFFFAOYSA-N 0.000 description 8
- 230000000694 effects Effects 0.000 description 8
- KWIUHFFTVRNATP-UHFFFAOYSA-N Betaine Natural products C[N+](C)(C)CC([O-])=O KWIUHFFTVRNATP-UHFFFAOYSA-N 0.000 description 7
- KWIUHFFTVRNATP-UHFFFAOYSA-O N,N,N-trimethylglycinium Chemical compound C[N+](C)(C)CC(O)=O KWIUHFFTVRNATP-UHFFFAOYSA-O 0.000 description 7
- 229960003237 betaine Drugs 0.000 description 7
- 238000012360 testing method Methods 0.000 description 7
- -1 polyoxyethylene disodium lauryl sulfosuccinate Polymers 0.000 description 6
- 230000000638 stimulation Effects 0.000 description 6
- 239000003795 chemical substances by application Substances 0.000 description 4
- 229920001817 Agar Polymers 0.000 description 3
- 206010015150 Erythema Diseases 0.000 description 3
- 206010015946 Eye irritation Diseases 0.000 description 3
- 239000008272 agar Substances 0.000 description 3
- 239000007864 aqueous solution Substances 0.000 description 3
- 231100000321 erythema Toxicity 0.000 description 3
- 231100000013 eye irritation Toxicity 0.000 description 3
- 241000894006 Bacteria Species 0.000 description 2
- 241000555688 Malassezia furfur Species 0.000 description 2
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical compound [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 2
- 239000002253 acid Substances 0.000 description 2
- 239000003242 anti bacterial agent Substances 0.000 description 2
- 230000001580 bacterial effect Effects 0.000 description 2
- 230000000052 comparative effect Effects 0.000 description 2
- 238000007796 conventional method Methods 0.000 description 2
- 239000012895 dilution Substances 0.000 description 2
- 238000010790 dilution Methods 0.000 description 2
- 238000003113 dilution method Methods 0.000 description 2
- SYELZBGXAIXKHU-UHFFFAOYSA-N dodecyldimethylamine N-oxide Chemical compound CCCCCCCCCCCC[N+](C)(C)[O-] SYELZBGXAIXKHU-UHFFFAOYSA-N 0.000 description 2
- 238000009472 formulation Methods 0.000 description 2
- 230000002265 prevention Effects 0.000 description 2
- 229910052717 sulfur Inorganic materials 0.000 description 2
- 239000011593 sulfur Substances 0.000 description 2
- FRPZMMHWLSIFAZ-UHFFFAOYSA-N 10-undecenoic acid Chemical compound OC(=O)CCCCCCCCC=C FRPZMMHWLSIFAZ-UHFFFAOYSA-N 0.000 description 1
- HVNMCCPQUIEPCT-UHFFFAOYSA-N 2-(dimethylazaniumyl)pentanoate Chemical compound CCCC(N(C)C)C(O)=O HVNMCCPQUIEPCT-UHFFFAOYSA-N 0.000 description 1
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 1
- 241000700198 Cavia Species 0.000 description 1
- IAYPIBMASNFSPL-UHFFFAOYSA-N Ethylene oxide Chemical compound C1CO1 IAYPIBMASNFSPL-UHFFFAOYSA-N 0.000 description 1
- YZAHLRDLOGSLFH-UHFFFAOYSA-N N,N-dimethylpropan-1-amine oxide dodecan-1-amine Chemical compound C(CC)[N+](C)(C)[O-].C(CCCCCCCCCCC)N YZAHLRDLOGSLFH-UHFFFAOYSA-N 0.000 description 1
- 206010030113 Oedema Diseases 0.000 description 1
- 241000283977 Oryctolagus Species 0.000 description 1
- 208000002193 Pain Diseases 0.000 description 1
- 206010035502 Plasmodium ovale infection Diseases 0.000 description 1
- 229920003171 Poly (ethylene oxide) Polymers 0.000 description 1
- GOOHAUXETOMSMM-UHFFFAOYSA-N Propylene oxide Chemical compound CC1CO1 GOOHAUXETOMSMM-UHFFFAOYSA-N 0.000 description 1
- XEFQLINVKFYRCS-UHFFFAOYSA-N Triclosan Chemical compound OC1=CC(Cl)=CC=C1OC1=CC=C(Cl)C=C1Cl XEFQLINVKFYRCS-UHFFFAOYSA-N 0.000 description 1
- XZEKQUYJGSOILA-UHFFFAOYSA-N UNPD36452 Natural products CC12CCC(O)C(C)(C)C1CCC1=C2CCC2(C)C(C(CCC(=C)C(C)C)C(O)=O)CC(O)C21C XZEKQUYJGSOILA-UHFFFAOYSA-N 0.000 description 1
- 239000006096 absorbing agent Substances 0.000 description 1
- 238000010521 absorption reaction Methods 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 239000003945 anionic surfactant Substances 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000002585 base Substances 0.000 description 1
- KHAVLLBUVKBTBG-UHFFFAOYSA-N caproleic acid Natural products OC(=O)CCCCCCCC=C KHAVLLBUVKBTBG-UHFFFAOYSA-N 0.000 description 1
- 238000002512 chemotherapy Methods 0.000 description 1
- 235000019864 coconut oil Nutrition 0.000 description 1
- 239000003240 coconut oil Substances 0.000 description 1
- 235000014113 dietary fatty acids Nutrition 0.000 description 1
- 229940079886 disodium lauryl sulfosuccinate Drugs 0.000 description 1
- KHIQYZGEUSTKSB-UHFFFAOYSA-L disodium;4-dodecoxy-4-oxo-3-sulfobutanoate Chemical compound [Na+].[Na+].CCCCCCCCCCCCOC(=O)C(S(O)(=O)=O)CC([O-])=O.CCCCCCCCCCCCOC(=O)C(S(O)(=O)=O)CC([O-])=O KHIQYZGEUSTKSB-UHFFFAOYSA-L 0.000 description 1
- 239000006185 dispersion Substances 0.000 description 1
- 210000000744 eyelid Anatomy 0.000 description 1
- 239000000194 fatty acid Substances 0.000 description 1
- 229930195729 fatty acid Natural products 0.000 description 1
- 239000003205 fragrance Substances 0.000 description 1
- 239000003906 humectant Substances 0.000 description 1
- 230000005764 inhibitory process Effects 0.000 description 1
- 230000003780 keratinization Effects 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 230000000813 microbial effect Effects 0.000 description 1
- 210000004877 mucosa Anatomy 0.000 description 1
- 210000004400 mucous membrane Anatomy 0.000 description 1
- UTTVXKGNTWZECK-UHFFFAOYSA-N n,n-dimethyloctadecan-1-amine oxide Chemical compound CCCCCCCCCCCCCCCCCC[N+](C)(C)[O-] UTTVXKGNTWZECK-UHFFFAOYSA-N 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 229950004864 olamine Drugs 0.000 description 1
- FATBGEAMYMYZAF-KTKRTIGZSA-N oleamide Chemical compound CCCCCCCC\C=C/CCCCCCCC(N)=O FATBGEAMYMYZAF-KTKRTIGZSA-N 0.000 description 1
- 229940113162 oleylamide Drugs 0.000 description 1
- 239000000049 pigment Substances 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 210000001732 sebaceous gland Anatomy 0.000 description 1
- 229910000338 selenium disulfide Inorganic materials 0.000 description 1
- JNMWHTHYDQTDQZ-UHFFFAOYSA-N selenium sulfide Chemical compound S=[Se]=S JNMWHTHYDQTDQZ-UHFFFAOYSA-N 0.000 description 1
- 229960005265 selenium sulfide Drugs 0.000 description 1
- 229960005349 sulfur Drugs 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- ICUTUKXCWQYESQ-UHFFFAOYSA-N triclocarban Chemical compound C1=CC(Cl)=CC=C1NC(=O)NC1=CC=C(Cl)C(Cl)=C1 ICUTUKXCWQYESQ-UHFFFAOYSA-N 0.000 description 1
- 229960001325 triclocarban Drugs 0.000 description 1
- 229960003500 triclosan Drugs 0.000 description 1
- 229960002703 undecylenic acid Drugs 0.000 description 1
- 239000004034 viscosity adjusting agent Substances 0.000 description 1
- 230000000007 visual effect Effects 0.000 description 1
- 229940043810 zinc pyrithione Drugs 0.000 description 1
- PICXIOQBANWBIZ-UHFFFAOYSA-N zinc;1-oxidopyridine-2-thione Chemical compound [Zn+2].[O-]N1C=CC=CC1=S.[O-]N1C=CC=CC1=S PICXIOQBANWBIZ-UHFFFAOYSA-N 0.000 description 1
Landscapes
- Cosmetics (AREA)
Abstract
Description
産業上の利用分野
本発明は、抗フケ洗髪剤組成物に関する。さらに詳しく
は、頭皮に対する刺激が微弱であり、かつフケ原因菌に
対し特異的な抗菌性を示し、優れたフケ防止効果を兼ね
備える抗フケ洗髪剤組成物に関する。
従来の技術および課題
フケ発生の予防方法には、従来より角化コントロール、
微生物コントロール、皮脂腺コントロールの3つの方法
が知られており、現在、市販されている抗フケ剤の多く
は、このような方法を組み合わせて所期の目的を達成せ
んとしている。
このような抗フケ剤の有効成分として、従来より硫黄、
ジンクピリチオン、二硫化セレン、タールなどが用いら
れている。しかしながらこれらはシャンプー薬剤に難溶
ないし不溶である。したがって、このような成分を用い
た場合は、分散安定性保持のために処方上大きな束縛を
受け、シャンプー性能が一般のものに比べかなり劣る。
一方、シャンプー剤に溶解しやすいフケ取り薬効剤とし
ては、トリクロサン、トリクロロカルバニリド、ビラク
トンオラミン、可溶化硫黄、ウンデシレン酸などがある
。しかし、このような成分をシャンプー基剤に配合する
と、抗菌性が著しく阻害されたり、あるいは着色や着臭
により配合量が限定されるなどのため、フケ防止効果を
充分に発揮させることができない。
課題を解決するための手段
本発明者らは、このような問題点を解消すべく種々研究
を重ねた結果、特定のアミドベタイン型両性界面活性剤
およびアミンオキサイド型界面活性剤に対してスルホコ
ハク酸誘導体を所定の割合で配合することにより、フケ
原因菌とされるPityrosporum ovale
(以下、Pityro、 ovaleと称する)に対
して特異的に強い抗菌作用を有し、かつ皮膚に対する刺
激も少ないことを見い出し、本発明を完成するに至った
。
すなわち、本発明は
(1)後記の式[1]で表されるスルホコハク酸誘導体
、並びに
(ii)後記の式[11]で示されるアミドベタイン型
両性界面活性剤、および後記の式[1[1]で示される
アミンオキサイド型界面活性剤からなる群より選ばれた
1種または2種以上の界面活性剤
を含有し、かつモル敗による式[1F、式[I[]およ
び式[I[[]の化合物の配合量が、式1/(式■十式
III) =2:1〜1:2であることを特徴とする抗
フケ洗髪剤組成物を提供するものである。
つぎに各種界面活性剤水溶液の抗菌力評価を行つた結果
を示す。
[抗菌力評価]
抗菌力評価は、日本化学療法学会基準に準じ、寒天平板
希釈法及び寒天平板法による阻止円測定により行った。
第1表は、各種界面活性剤0.5%水溶液のPityr
o、 ovale、5treptococcus au
reus (以下、S、aureusという)に対す
る抗菌力評価を行った結果を示す。アミドベタイン型お
よびアミンオキサイド型の界面活性剤が、特異的にPi
tyro。
ovaleに対して抗菌性を有していることがわかる。
さらに実際のシャンプー剤処方において種々の抗菌剤を
配合した場合のPityro、 ovaleに対する抗
菌力評価を行った結果を第2表に示す。
本発明化合物に配合される式[1]のスルホコハク酸誘
導体は下式;
M+OzSCIICOOMt
CIl 、Co−^、−OR,[1]
〔式中、MlおよびMtは各々別個に水素、アルカリ金
属、NHa:
C11゜
XはO〜15の整数〕
で表される。このようなスルホコハク酸誘導体としては
、特に下式;
〔式中、M、およびM、は各々別個に水素、アルカリ金
属、NH,。
C11゜
Xは1〜15の整数: mおよびnは1〜!4の整数で
あり、m+nは9〜!5〕で表されるスルホコハク酸誘
導体が好ましい。
かかるスルホコハク酸誘導体としては、ポリオキシエチ
レンラウリルスルホコハク酸二ナトリウム、ポリオキシ
エチレンヤシ油脂肪酸スルホコハク酸二ナトリウム、ポ
リオキシエチレンミリスチルスルホコハク酸二アンモニ
ウム、ラウリルスルホコハク酸二ナトリウム、ポリオキ
シプロピレンラウリルスルホコハク酸二ナトリウムなど
が挙げられる。
該誘導体を得るには、例えば特開昭57−65798号
公報に開示の方法が用いられてよい。
なお、式[1]および式[1a]において、A= −0
CR,CH−
CH。
の場合は、前記方法においてエチレンオキシドの代わり
にプロピレンオキシドを用いる。
該スルホコハク酸誘導体の配合量は、通常組成物中0.
0i〜30重量%、好ましくは0.1〜20重量%であ
る。
つぎに、本発明組成物に配合されるアミドベタイン型両
性界面活性剤は下式:
%式%[:]
〔式中、R,は炭素数8〜18のアルキル基又はアルケ
ニル基、R,、R,は炭素数1〜3のアルキル基、pは
1〜4の整数、qは!または2を意味する〕
で表される。
かかるアミドベタイン型両性界面活性剤の代表的なもの
としては、ラウリルアミドプロピルジメチルアミノ酢酸
ベタイン、ステアリルアミドプロビルジメチルアミノ酢
酸ベタイン、ミリスチルアミドプロピルジメチルアミノ
酢酸ベタイン、イソステアリルアミドプロピルジメチル
アミノ酢゛酸ベタイン、オレイルアミドプロピルジメチ
ルアミノ酢酸ベタイン、ラウリルアミドエチルジメチル
アミノ酢酸ベタイン、ラウリルアミドプロピルジエチル
アミノ酢酸ベタイン等を挙げることができる。
本発明において、式[11]で示されるアミドベタイン
型両性界面活性剤は、その一種または二種以上を配合す
ることができ、その配合量は洗髪剤組成物に対して0.
01−15重量%、好ましくは0.1〜10重量%であ
る。
さらに、本発明組成物に配合される第3の必須成分であ
るアミンオキサイド型界面活性剤は下式:
%式%
〔式中、R4は炭素数8〜18のアルキル基又はアルケ
ニル基、Bは炭素数1または2のアルキル基または−(
CHz)t OH,rはOまたはIS sはθ〜5の
整数、LはO〜3の整数を意味する〕で示される。
かかるアミンオキサイド型界面活性剤としては、例えば
ラウリルアミドプロピルジメチルアミンオキサイド、ラ
ウリルジメチルアミンオキサイド、ステアリルジメチル
アミンオキサイド、ラウリルアミドプロピルジェタノー
ルアミンオキサイドなどが挙げられ、通常、組成物中0
.01〜lO重量%配合ずろのかよい。
式[■]および式[I[1]の界面活性剤は、各々単独
で、あるいは混合して用いられる。
本発明組成物中、前記式[]]、式[■]、式[[]の
化合物は、モル数にて次の式を満たす。
式1/(式■十式l11)=l:2〜2:1式Iの化合
物の配合量が前記範囲より少ないと、皮膚に対する刺激
が大きく、また、式■および弐■の化合物の配合量がこ
れより少ないと、フケ防止効果が少ない。
本杭フケ洗髪剤組成には、上記成分以外に洗髪剤組成物
に公知の他の成分が配合されてよい。すなわち、抗脂漏
剤、抗菌剤、アニオン界面活性剤、ノニオン界面活性剤
、両性界面活性剤、保湿剤、防腐剤、酸化防止剤、粘度
調整剤、紫外線吸収剤、色素、香料などを必要に応じ、
抗フケ効果を損なわない範囲で配合することができる。
及鼻鯉
つぎに本発明を実施例によりさらに具体的に説明する。
実施例1−%および比較例■〜6
後記第3表に示す組成により常法に基づき洗髪剤組成物
を調製した。これらを下記の方法にて評価した。結果を
第3表に合わせ示す。INDUSTRIAL FIELD OF APPLICATION The present invention relates to an anti-dandruff hair wash composition. More specifically, the present invention relates to an anti-dandruff hair wash composition that is mildly irritating to the scalp, exhibits antibacterial properties specific to dandruff-causing bacteria, and has excellent anti-dandruff effects. Conventional techniques and issues Methods for preventing dandruff have traditionally included keratinization control,
Three methods are known: microbial control and sebaceous gland control, and many of the anti-dandruff agents currently on the market attempt to achieve their intended purpose by combining these methods. The active ingredients of such anti-dandruff agents have traditionally been sulfur,
Zinc pyrithione, selenium disulfide, tar, etc. are used. However, these are poorly soluble or insoluble in shampoo chemicals. Therefore, when such ingredients are used, the formulation is subject to significant restrictions in order to maintain dispersion stability, and the shampoo performance is considerably inferior to that of general shampoos. On the other hand, effective anti-dandruff agents that are easily dissolved in shampoos include triclosan, trichlorocarbanilide, vilactone olamine, solubilized sulfur, and undecylenic acid. However, when such ingredients are blended into a shampoo base, the anti-dandruff effect cannot be fully exerted because the antibacterial properties are significantly inhibited or the amount of the ingredients to be blended is limited due to coloration or odor. Means for Solving the Problems As a result of various studies aimed at solving these problems, the present inventors found that sulfosuccinic acid By blending derivatives in a predetermined ratio, Pityrosporum ovale, which is considered to be a dandruff-causing bacterium, can be eliminated.
(hereinafter referred to as Pityro, ovale), and found that it has a strong antibacterial effect specifically against P. ovale and is less irritating to the skin, leading to the completion of the present invention. That is, the present invention provides (1) a sulfosuccinic acid derivative represented by the below-mentioned formula [1], and (ii) an amidobetaine type amphoteric surfactant represented by the below-mentioned formula [11], and a sulfosuccinic acid derivative represented by the below-mentioned formula [1]. 1] contains one or more surfactants selected from the group consisting of amine oxide type surfactants represented by formula [1F, formula [I[] and formula [I[ The present invention provides an anti-dandruff hair wash composition characterized in that the compounding amount of the compound represented by [] is Formula 1/(Formula ■10 Formula III) = 2:1 to 1:2. Next, we will show the results of evaluating the antibacterial activity of various surfactant aqueous solutions. [Evaluation of antibacterial activity] Evaluation of antibacterial activity was performed by agar plate dilution method and inhibition circle measurement using agar plate method according to the standards of the Japanese Society of Chemotherapy. Table 1 shows Pityr 0.5% aqueous solutions of various surfactants.
o, ovale, 5treptococcus au
The results of the antibacterial activity evaluation against S. reus (hereinafter referred to as S. aureus) are shown below. Amidobetaine type and amine oxide type surfactants specifically
Tyro. It can be seen that it has antibacterial properties against ovale. Furthermore, Table 2 shows the results of evaluating the antibacterial activity against Pityro and ovale when various antibacterial agents were blended into actual shampoo formulations. The sulfosuccinic acid derivative of formula [1] to be blended into the compound of the present invention has the following formula; C11°X is an integer from 0 to 15]. Such sulfosuccinic acid derivatives are particularly represented by the following formula; [wherein M and M are each independently hydrogen, an alkali metal, NH,]. C11°X is an integer from 1 to 15: m and n are from 1! It is an integer of 4, and m+n is 9~! Sulfosuccinic acid derivatives represented by 5] are preferred. Such sulfosuccinic acid derivatives include polyoxyethylene disodium lauryl sulfosuccinate, polyoxyethylene disodium coconut oil fatty acid sulfosuccinate, polyoxyethylene myristyl diammonium sulfosuccinate, disodium lauryl sulfosuccinate, polyoxypropylene disodium lauryl sulfosuccinate. Examples include. To obtain the derivative, for example, the method disclosed in Japanese Patent Application Laid-Open No. 57-65798 may be used. Note that in formula [1] and formula [1a], A= −0
CR, CH- CH. In this case, propylene oxide is used instead of ethylene oxide in the method. The amount of the sulfosuccinic acid derivative contained in the composition is usually 0.
0i to 30% by weight, preferably 0.1 to 20% by weight. Next, the amidobetaine type amphoteric surfactant to be blended into the composition of the present invention has the following formula: % formula %[:] [wherein, R is an alkyl group or alkenyl group having 8 to 18 carbon atoms, R, R, is an alkyl group having 1 to 3 carbon atoms, p is an integer of 1 to 4, and q is! or 2]. Representative examples of such amidobetaine type amphoteric surfactants include laurylamidepropyl dimethylaminoacetic acid betaine, stearylamidepropyl dimethylaminoacetic acid betaine, myristylamidepropyl dimethylaminoacetic acid betaine, and isostearylamidepropyl dimethylaminoacetic acid. Examples include betaine, oleylamide propyldimethylaminoacetic acid betaine, laurylamideethyldimethylaminoacetic acid betaine, laurylamidepropyldiethylaminoacetic acid betaine, and the like. In the present invention, one or more of the amidobetaine type amphoteric surfactants represented by formula [11] can be blended, and the blending amount is 0.00000000 with respect to the hair wash composition.
01-15% by weight, preferably 0.1-10% by weight. Furthermore, the amine oxide type surfactant, which is the third essential component to be blended into the composition of the present invention, has the following formula: Alkyl group having 1 or 2 carbon atoms or -(
CHz) t OH, r is O or IS s is an integer of θ to 5, L is an integer of O to 3]. Examples of such amine oxide type surfactants include laurylamide propyl dimethylamine oxide, lauryl dimethylamine oxide, stearyl dimethylamine oxide, lauryl dimethylamine oxide, and laurylamide propyl jetanolamine oxide.
.. 01 to 10% by weight. The surfactants of formula [■] and formula [I[1] may be used alone or in combination. In the composition of the present invention, the compounds of formula []], formula [■], and formula [[] satisfy the following formula in terms of number of moles. Formula 1/(Formula ■ 10 Formula l11) = l: 2 to 2: 1 If the amount of the compound of Formula I is less than the above range, irritation to the skin will be large; If it is less than this, the dandruff prevention effect will be low. In addition to the above-mentioned components, other components known for hair wash compositions may be blended into the present hair wash composition for hair dandruff. In other words, antiseborrheic agents, antibacterial agents, anionic surfactants, nonionic surfactants, amphoteric surfactants, humectants, preservatives, antioxidants, viscosity modifiers, ultraviolet absorbers, pigments, fragrances, etc. are required. According,
It can be blended within a range that does not impair the anti-dandruff effect. Next, the present invention will be explained in more detail with reference to Examples. Example 1-% and Comparative Examples 1 to 6 Hair wash compositions were prepared according to conventional methods using the compositions shown in Table 3 below. These were evaluated by the following method. The results are also shown in Table 3.
[抗菌力]
前記の寒天平板希釈法により判定し、下記の基準に基づ
き表記した。
○:希釈率1/1600において菌の成育を認めない
×:希釈率1/1600において菌の成育を認める
[フケ防止効果]
フケ症で悩む20〜40代の男性10名を選び、テスト
パネラ−とした。5日間毎日シャンプーを行い、その後
2日間シャンプーを中止した後に視覚によるフケ債の評
価を行った。
テスト法として頭髪を左右に2分割し、一方にコントロ
ールを、もう一方に比較例を用いるハーフヘッド法を用
いた。評価基準は次の5段階を用い、20箇所の一定部
位の判定を行った。
0:フケを認めない
1:フケを認めないが、街でこするとわずかなフケを認
める
2:コントロールより少ないフケを認めろ3:コントロ
ールと同程度のフケを認める4:コントロールより多い
フケを認める各評点の平均を算出し、つぎの基準で表記
した。
判定 評点
0 0〜1.5未満
X 1.5〜4.0
[皮膚−次刺激性試験]
tlartley系白色モルモットの雄10匹を1群と
する。サンプル0.Iceを塗布したバッチテスト用絆
創膏を刺毛部位に24時間閉塞貼布する。除去後、試料
を拭きとり1時間、24時間及び48時間後に下記の基
準により判定する。
判定基準(刺激強度):
肉眼的に変化なし
軽度の紅斑
中程度の紅斑
強度の紅斑および浮腫
+
+
○:刺激強度十以上の例数が4以下
×:刺激強度十以上の係数が5以上
[眼粘膜−次刺激性試験]
日本白色家兎3羽を1群とする。サンプル50%水溶液
を0 、1 cc下眼瞼内に投与し、その後、!、4.
24.48.72時間後および4日、7日後に観察する
。
判定基準:rDraizeの眼刺激評価点数表」に従い
評価の後、rKayらの眼刺激性による物質の分類法」
により刺激の等吸付けを行う。
(Kayらの眼刺激性による物質の分類法)1、無刺激
・・・O
2、実用上無刺激 ・・・0
3.最小の刺激 ・・・0
4、軽度の刺激 ・・・0
5、中程度の刺激 ・・・×
6、激しい刺激 ・・・×
7、極度の刺激 ・・・×
8、最大の刺激 ・・・×
[総合評価コ
○;フケ防止効果、皮膚−次刺激性試験、眼粘膜−次刺
激試験、全て○
×:上記テストのうちXが1個以上ある場発明の効果
本発明の洗髪剤組成物は、頭皮に対する刺激が少なく、
安全性に浸れ、かつフケ原因菌といわれる Pityr
o、 ovaleに対して特異的な抗菌性を示し、優れ
たフケ防止効果を示す。[Antibacterial activity] Determined by the agar plate dilution method described above, and expressed based on the following criteria. ○: Bacterial growth is not observed at a dilution rate of 1/1600 ×: Bacterial growth is observed at a dilution rate of 1/1600 [Dandruff prevention effect] Ten men in their 20s to 40s suffering from dandruff were selected and tested with a test panel. did. Shampooing was performed daily for 5 days, and then visual evaluation of dandruff was performed after shampooing was discontinued for 2 days. As a test method, a half-head method was used in which the hair was divided into two parts on the left and right, a control on one side and a comparative example on the other. The following 5 levels of evaluation criteria were used, and 20 fixed areas were evaluated. 0: Do not accept dandruff 1: Do not accept dandruff, but notice a slight amount of dandruff when rubbed on the street 2: Accept less dandruff than the control 3: Accept the same amount of dandruff as the control 4: Accept more dandruff than the control The average score was calculated and expressed using the following criteria. Judgment Score: 0 0 to less than 1.5 X 1.5 to 4.0 [Skin-secondary irritation test] Ten male tlartley white guinea pigs were made into one group. Sample 0. A batch test bandage coated with Ice is applied to the stinging area for 24 hours. After removal, the sample is wiped off and judged according to the following criteria 1 hour, 24 hours and 48 hours later. Judgment criteria (stimulus intensity): No macroscopic change Mild erythema Moderate erythema Intensity of erythema and edema + + ○: Number of cases with stimulus intensity of 10 or more is 4 or less ×: Coefficient of stimulus intensity of 10 or more is 5 or more [ Eye mucosa - secondary irritation test] Three Japanese white rabbits were made into one group. Administer 0 or 1 cc of the sample 50% aqueous solution into the lower eyelid, and then! ,4.
Observe after 24.48.72 hours and 4 and 7 days. Judgment criteria: After evaluation according to rDraize's eye irritation evaluation score table, rKay et al.'s classification method for substances based on eye irritation
Equal absorption of the stimulus is performed. (Kay et al.'s classification method of substances based on eye irritation) 1. No irritation...O 2, No irritation for practical purposes...0 3. Minimal stimulation...0 4, Mild stimulation...0 5, Moderate stimulation...x 6, Severe stimulation...x 7, Extreme stimulation...x 8, Maximum stimulation...・× [Comprehensive evaluation: ○; anti-dandruff effect, skin secondary irritation test, eye mucous membrane secondary irritation test, all ○ ×: If there is one or more X in the above test, effect of the invention Hair wash composition of the present invention The product is less irritating to the scalp,
Enjoy the safety of Pityr, which is said to be the cause of dandruff.
It exhibits specific antibacterial properties against C. oval and has an excellent anti-dandruff effect.
Claims (2)
リ金属またはNH_4; Aは−OC_2H_4−または▲数式、化学式、表等が
あります▼ Xは0〜15の整数〕 で表されるスルホコハク酸誘導体、並びに (ii)下式: ▲数式、化学式、表等があります▼〔II〕 〔式中、R_1は炭素数8〜18のアルキル基又はアル
ケニル基、R_2、R_3は炭素数1〜3のアルキル基
、pは1〜4の整数、qは1または2を意味する〕 示されるアミドベタイン型両性界面活性剤、および下式
: ▲数式、化学式、表等があります▼〔III〕 〔式中、R_4は炭素数8〜18のアルキル基又はアル
ケニル基、Bは炭素数1または2のアルキル基または−
(CH_2)_t−OH、rは0または1、sは0〜5
の整数、tは0〜3の整数を意味する〕示されるアミン
オキサイド型界面活性剤からなる群より選ばれた1種ま
たは2種以上の界面活性剤を含有し、かつモル数による
式[ I ]、式[II]および式[III]の化合物の配合量
が、式 I /(式II+式III)=2:1〜1:2であるこ
とをことを特徴とする抗フケ洗髪剤組成物。(1) (i) The following formula: ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ [I] [In the formula, M_1 and M_2 are each independently hydrogen, alkali metal, or NH_4; A is -OC_2H_4- or ▲ Mathematical formula, chemical formula , tables, etc. ▼ X is an integer from 0 to 15] Sulfosuccinic acid derivatives represented by, and (ii) the following formula: ▲ Numerical formulas, chemical formulas, tables, etc. are available ▼ [II] [In the formula, R_1 is the number of carbon atoms 8 to 18 alkyl group or alkenyl group, R_2 and R_3 are alkyl groups having 1 to 3 carbon atoms, p is an integer of 1 to 4, and q means 1 or 2] The amidobetaine type amphoteric surfactant shown below, and the following formula: ▲ Numerical formulas, chemical formulas, tables, etc.
(CH_2)_t-OH, r is 0 or 1, s is 0-5
[I ], an anti-dandruff hair wash composition characterized in that the compounding amounts of the compounds of formula [II] and formula [III] are formula I / (formula II + formula III) = 2:1 to 1:2. .
リ金属またはNH_4; Aは−OC_2H_4−または▲数式、化学式、表等が
あります▼ Xは0〜15の整数;mおよびnは1〜 14の整数であり、m+nは9〜15の整 数〕 で表されるスルホコハク酸誘導体である前記請求項1記
載の組成物。(2) The compound of the above formula [I] has the following formula: ▲ There are mathematical formulas, chemical formulas, tables, etc. ▼ [I a] [In the formula, M_1 and M_2 are each independently hydrogen, an alkali metal, or NH_4; A is -OC_2H_4 - or ▲There are mathematical formulas, chemical formulas, tables, etc.▼ The composition according to claim 1.
Priority Applications (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP63217173A JP2756981B2 (en) | 1988-08-30 | 1988-08-30 | Anti-dandruff hair wash composition |
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP63217173A JP2756981B2 (en) | 1988-08-30 | 1988-08-30 | Anti-dandruff hair wash composition |
Publications (2)
Publication Number | Publication Date |
---|---|
JPH0267212A true JPH0267212A (en) | 1990-03-07 |
JP2756981B2 JP2756981B2 (en) | 1998-05-25 |
Family
ID=16700004
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Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP63217173A Expired - Fee Related JP2756981B2 (en) | 1988-08-30 | 1988-08-30 | Anti-dandruff hair wash composition |
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Country | Link |
---|---|
JP (1) | JP2756981B2 (en) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2774900A1 (en) * | 1998-02-13 | 1999-08-20 | Ceca Sa | Antifungal and antidandruff shampoos comprising anionic and amphoteric surfactants |
Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS59161496A (en) * | 1983-02-18 | 1984-09-12 | ジヨンソン・アンド・ジヨンソン・ベイビ−・プロダクツ・カンパニ− | Detergent composition |
JPS60161498A (en) * | 1984-02-01 | 1985-08-23 | 株式会社資生堂 | Detergent composition |
JPS62109897A (en) * | 1985-11-06 | 1987-05-21 | ライオン株式会社 | Liquid detergent composition |
-
1988
- 1988-08-30 JP JP63217173A patent/JP2756981B2/en not_active Expired - Fee Related
Patent Citations (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
JPS59161496A (en) * | 1983-02-18 | 1984-09-12 | ジヨンソン・アンド・ジヨンソン・ベイビ−・プロダクツ・カンパニ− | Detergent composition |
JPS60161498A (en) * | 1984-02-01 | 1985-08-23 | 株式会社資生堂 | Detergent composition |
JPS62109897A (en) * | 1985-11-06 | 1987-05-21 | ライオン株式会社 | Liquid detergent composition |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2774900A1 (en) * | 1998-02-13 | 1999-08-20 | Ceca Sa | Antifungal and antidandruff shampoos comprising anionic and amphoteric surfactants |
EP0947192A1 (en) * | 1998-02-13 | 1999-10-06 | Ceca S.A. | Transparent antidandruff shampoos |
US6410593B1 (en) | 1998-02-13 | 2002-06-25 | Ceca S.A. | Antidandruff compositions |
Also Published As
Publication number | Publication date |
---|---|
JP2756981B2 (en) | 1998-05-25 |
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