KR20000030251A - Composition for preventing and treating dandruff - Google Patents

Composition for preventing and treating dandruff Download PDF

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KR20000030251A
KR20000030251A KR1020000007267A KR20000007267A KR20000030251A KR 20000030251 A KR20000030251 A KR 20000030251A KR 1020000007267 A KR1020000007267 A KR 1020000007267A KR 20000007267 A KR20000007267 A KR 20000007267A KR 20000030251 A KR20000030251 A KR 20000030251A
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dandruff
salt
comparative example
people
composition
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KR1020000007267A
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KR100653007B1 (en
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민두식
최수규
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성재갑
주식회사 엘지화학
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    • 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
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/43Guanidines
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/006Antidandruff preparations

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  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
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Abstract

PURPOSE: A composition for the prevention and treatment of dandruff is provided which comprises polyhexamethylenebiguaninidine salt. CONSTITUTION: A composition comprises polyhexamethylenebiguaninidine salt by itself, ora mixture of polyhexamethylenebiguaninidine salt and common dandruff-prevention components such as piroctone olamine, zinc pyrithione, diiodomethyl-p-tolylsufone, chlorophenoxyimidazolyldimethylbutanone, and iodopropynylbutylcarbamate. Polyhexamethylenebiguaninidine salt is represented as formula 1 wherein M is selected among phosphoric acid, hydrochloric acid, and sulfuric acid, and n is integer. Preferably 0.1-2.0 wt.% of polyhexamethylenebiguaninidine salts constitute the composition as a single component. 0.001-0.5 wt.% of polyhexamethylenebiguaninidine salt is sufficient for the prevention and treatment of dandruff when it is used as the mixture with one or more component among piroctone olamine, zinc pyrithione, diiodomethyl-p-tolylsufone, chlorophenoxyimidazolyldimethylbutanone, and iodopropynylbutylcarbamate.

Description

비듬예방 및 치료용 조성물 {COMPOSITION FOR PREVENTING AND TREATING DANDRUFF}Dandruff prevention and treatment composition {COMPOSITION FOR PREVENTING AND TREATING DANDRUFF}

본 발명은 비듬예방 및 치료용 조성물에 관한 것으로서, 보다 상세하게는 폴리헥사메칠렌비구아니딘염(Polyhexamethylenebiguanidine salt)을 단독으로 함유하거나 통상의 비듬방지 성분과 조합된 것을 특징으로 하는 비듬예방 및 치료용 조성물에 관한 것이다.The present invention relates to a composition for preventing and treating dandruff, and more particularly, a composition for preventing and treating dandruff, characterized in that it contains polyhexamethylene biguanidine salt alone or in combination with a conventional anti-dandruff component. It is about.

비듬은 두피의 죽은 세포가 자연적으로 떨어져나가는 것으로 일반 피부에서의 때와 같은 것이다. 따라서 정상적인 비듬은 눈에 보이지 않을 정도로 작아 문제가 되지 않는다. 그러나 통상 비듬이라 하는 것은 두피의 각질세포가 두피에서 분비되는 피지, 땀등과 뭉쳐 덩어리로 된 것을 말한다. 이러한 비듬은 피지 성분이 분해되어 생성되는 산패 지방산이 두피 기저층 세포를 자극하여 세포 과증식을 유발시켜 발생되고 가려움증을 수반한다. 특히 두피상재균으로 비듬의 원인균으로 알려진 피티로스포름오발레(Pityrosporum ovale)가 피지 성분의 산패를 촉진하는 것으로 알려져 있다.Dandruff is a natural release of dead cells from the scalp, just as it is on normal skin. Therefore, normal dandruff is invisible and small. However, dandruff usually means that the keratinocytes of the scalp are lumped together with sebum, sweat, etc. secreted from the scalp. This dandruff is caused by the dissolution of sebum components, resulting in the stimulation of cellular overgrowth by stimulating scalp basal layer cells and accompanied by itching. In particular, Pyrosporum ovale, known as the causative agent of dandruff, is known to promote the rancidity of sebum components.

종래, 비듬 및 가려움증 치료, 예방을 목적으로 두발용 제품에 첨가되던 성분으로는 아연피리치온이 있으나 이것은 수불용성이고 비중이 크기 때문에 조성물중에 균일하게 분산시키기 어려울 뿐만 아니라 특히, 눈에 대한 자극성이 크다는 단점이 있다(참조:Gene A. Hyde and Mark M. Auerbach, "Formulation Techniques for Zinc Pyrithione Antidandruff Shampoos", Cosmetics and Toiletries, vol.94, p.57, April 1979; Fred H. Snyder 등 "Safety Evaluation of Zinc 2-Pyridiethiol 1-Oxide in Shampoo Formulation" Toxicology and Applied Pharmacology, vol.7, p.425-437, 1965). 또한 아연피리치온의 결점을 보완하기 위하여 피록톤올아민 등을 모발용 제품 조성물에 첨가시키고 있으나 이 성분의 경우 비듬균에 대한 살균력이 약한 단점을 가지고 있다. 비듬예방, 살균 및 각질용해제로서 살리실산도 사용되고 있으나 이것 역시 비듬균에 대한 살균력이 약한 단점을 가지고 있다.Conventionally, zinc pyrithione was added to hair products for the purpose of treating and preventing dandruff and itching. However, it is difficult to uniformly disperse in the composition because it is water insoluble and has a high specific gravity. Have large disadvantages (see Gene A. Hyde and Mark M. Auerbach, "Formulation Techniques for Zinc Pyrithione Antidandruff Shampoos", Cosmetics and Toiletries, vol. 94, p.57, April 1979; Fred H. Snyder et al. of Zinc 2-Pyridiethiol 1-Oxide in Shampoo Formulation "Toxicology and Applied Pharmacology, vol. 7, p.425-437, 1965). In addition, pyrotonolamine and the like are added to the hair product composition to compensate for the drawbacks of zinc pyrithione, but this component has a weak sterilizing power against dandruff. Salicylic acid is also used as a dandruff prevention, sterilization and keratin dissolving agent, but also has a weak sterilizing power against dandruff.

이렇게 통상적으로 기존의 비듬방지 모발제품에 사용되는 비듬방지 조성물은 비듬균에 대한 살균력이 떨어져 비듬방지 및 치료 효과가 낮다는 공통적인 단점을 가지고 있다.Thus, the anti-dandruff composition used in conventional anti-dandruff hair products has a common disadvantage that the anti-dandruff and treatment effect is low because the bactericidal power against dandruff bacteria is low.

따라서 이러한 단점을 개선하기 위한 연구의 일환으로 여러가지 물질의 비듬균에 대한 살균력을 실험을 하던중 폴리헥사메칠렌비구아니딘염을 사용하면 적은량으로도 우수한 비듬예방 및 치료효과가 있고 또한 통상의 비듬방지 성분들을 소량 함께 사용할 경우에도 탁월한 비듬예방 및 치료효과를 발견하여 본 발명을 완성하게 되었다.Therefore, as part of the research to improve these disadvantages, the polyhexamethylene biguananidine salt has excellent anti-dandruff prevention and treatment effect even in the test of the sterilization power against various dandruff bacteria, Even when used together in small amounts, excellent dandruff prevention and treatment effect was found to complete the present invention.

본 발명은 폴리헥사메칠렌비구아니딘염을 단독으로 함유하거나 통상의 비듬방지 성분인 피록톤올아민(Piroctone Olamine, 상품명:Octopirox(Hoechst)], 아연피리치온[Zinc Pyrithione, 상품명:Zinc Omadine(Olin)], 디요오도메칠-p-톨릴설폰 [Diiodomethyl-p-tolylsulfone, 상품명:Amial(Angus)], 클로로페녹시이미다졸일디메칠부탄온, 요도프로피닐부틸카바메이트등으로 이루어진 그룹으로 부터 선택된 1종이상의 성분과 조합한 것을 특징으로 하는 비듬예방 및 치료효과가 탁월한 조성물에 관한 것이다.The present invention contains polyhexamethylene biguananidine salt alone or a conventional anti-dandruff component (Piroctone Olamine, trade name: Octopirox (Hoechst)), zinc pyrithione (Zinc Omadine (Olin)) ], Diiodomethyl-p-tolylsulfone [Diiodomethyl-p-tolylsulfone, trade name: Amial (Angus)], chlorophenoxyimidazolyldimethylbutanone, iodopropynylbutylcarbamate, and the like. The present invention relates to a composition having excellent dandruff prevention and therapeutic effect, which is combined with a paper component.

본 발명의 조성물은 하기 일반식(Ⅰ)로 표시되는 1종이상의 폴리헥사메칠렌비구아니딘염을 포함한다.The composition of this invention contains 1 or more types of polyhexamethylene biguanide salt represented by the following general formula (I).

상기 식에서, M은 폴리헥사메칠렌비구아니딘의 염으로서 인산, 염산, 황산중에서 선택된 것이고, n은 정수이다.Wherein M is selected from phosphoric acid, hydrochloric acid and sulfuric acid as the salt of polyhexamethylenebiguanide, and n is an integer.

본 발명의 폴리헥사메칠렌비구아니딘염은 단독 사용시 0.1 내지 2.0중량%의 양으로 함유되는 것이 바람직한데 0.1중량% 이하로 함유하는 경우 그 효과가 충분히 인정되지 않으며 2.0%이상 사용시에서는 그 효과가 함량에 비례하여 증가하지 않았기 때문에 성분의 낭비를 초래한다.The polyhexamethylene biguanide salt of the present invention is preferably contained in an amount of 0.1 to 2.0% by weight when used alone, the effect is not sufficiently recognized when contained in less than 0.1% by weight and the effect is more than 2.0% when used It does not increase proportionally, resulting in waste of ingredients.

폴리헥사메칠렌비구아니딘염을 피록톤올아민, 아연피리치온, 디요오도메칠-p-톨릴설폰, 클로로페녹시이미다졸일디메칠부탄온, 요도프로피닐부틸카바메이트로 이루어진 그룹으로부터 선택된 1종 이상의 성분과 혼합하여 사용하는 경우 폴리헥사메칠렌비구아니딘염의 사용량은 0.001중량% 내지 0.5중량%에서도 그 비듬, 가려움증의 예방 및 치료 효과가 있었다.At least one polyhexamethylene biguanide salt selected from the group consisting of pyrotonolamine, zinc pyrithione, diiodomethyl-p-tolylsulfone, chlorophenoxyimidazolyldimethylbutanone and iodopropynylbutylcarbamate When used in combination with the component, the amount of polyhexamethylene biguanide salt used was 0.001% by weight to 0.5% by weight, and there was an effect of preventing and treating dandruff and itching.

본 발명 조성물은 샴푸, 헤어 컨디셔너, 헤어토닉, 헤어스프레이, 헤어 무스등의 통상적인 모발제품에 비듬, 가려움증의 예방 및 치료를 목적으로 폴리헥사메칠렌비구아니딘염 단독 또는 폴리헥사메칠렌비구아니딘염과 피록톤올아민, 아연피리치온, 디요오도메칠-p-톨릴설폰, 클로로페녹시이미다졸일디메칠부탄온, 요도프로피닐부틸카바메이트로 이루어진 그룹으로부터 선택된 1종 이상의 성분을 혼합 사용하는데 이 중에서 비듬방지 제형으로 많이 사용되는 샴푸, 헤어컨디셔너, 헤어토닉에 적용하는 것이 바람직하다.The composition of the present invention is polyhexamethylene methylene biguanide salt alone or polyhexamethylene benzanidine salt and green tea for the purpose of preventing and treating dandruff and itching in conventional hair products such as shampoo, hair conditioner, hair tonic, hair spray, hair mousse and the like. One or more components selected from the group consisting of tonolamine, zinc pyrithione, diiodomethyl-p-tolylsulfone, chlorophenoxyimidazolyldimethylbutanone and iodopropynylbutylcarbamate are mixed and used. It is desirable to apply it to shampoos, hair conditioners, hair tonics which are widely used as anti-prevention formulations.

이하 본 발명을 실시예를 들어 더욱 상세하게 설명하지만 이들 실시예가 본 발명의 기술적 범위를 한정하는 것은 아니다.Hereinafter, the present invention will be described in more detail with reference to Examples, but these Examples do not limit the technical scope of the present invention.

실시예 1-7 및 비교예 1-5Example 1-7 and Comparative Example 1-5

표 1과 같은 조성비율로 30% 라우릴황산나트륨, 30% 폴리옥시에틸렌라우릴황산나트륨, 야자유지방산디에탄올아미드, 프로필렌글리콜 및 본 발명에 따른 아연피리치온, 디요오도메칠-p-톨릴설폰, 클로로페녹시이미다졸일디메칠부탄온중 1종을 물에 첨가시킨 후, 이 혼합물의 온도가 60℃가 될 때까지 가온하여 균일하게 용해시킨 다음 40℃까지 냉각시켰다. 이어서 상기 혼합물에 요도프로피닐부틸카바메이트, 폴리헥사메칠렌비구아니딘염, 색소(청색 1호), 파라옥시안식향산에스텔, 향료 및 구연산을 투입 혼합시킨 후 실온으로 냉각하여 샴푸형제제를 제조하였다.30% sodium lauryl sulfate, 30% polyoxyethylene lauryl sulfate, palm oil fatty acid diethanolamide, propylene glycol and zinc pyrithione according to the present invention, diiodomethyl-p-tolyl sulfone, One of chlorophenoxyimidazolyldimethylbutanone was added to water, and then the mixture was warmed and homogeneously dissolved until it reached 60 ° C, and then cooled to 40 ° C. Subsequently, the mixture was added with iodopropynylbutyl carbamate, polyhexamethylene biguanide salt, pigment (blue No. 1), paraoxybenzoic acid ester, fragrance and citric acid, and cooled to room temperature to prepare a shampoo formulation.

(단위 : 중량%)(Unit: weight%) 원료명Raw material name 실시예1Example 1 실시예2Example 2 실시예3Example 3 실시예4Example 4 실시예5Example 5 실시예6Example 6 실시예7Example 7 비교예1Comparative Example 1 비교예2Comparative Example 2 비교예3Comparative Example 3 비교예4Comparative Example 4 비교예5Comparative Example 5 라우릴황산나트륨(30%)폴리옥시에틸렌라우릴황산나트륨(30%)야자유지방산디에탄올아미드프로필렌글리콜클로로페녹시이미다졸일디메칠부탄온요도프로피닐부틸카바메이트아연피리치온디요도도메칠-p-톨릴설폰폴리헥사메칠렌비구아닌딘염색소(청색 1호)파라옥시안식향산에스텔향료(조합향 SKP-3473)*구연산물Sodium Lauryl Sulfate (30%) Polyoxyethylene Sodium Lauryl Sulfate (30%) Sulfone polyhexamethylene biguanine dye dye (blue No. 1) paraoxybenzoic acid ester fragrance (combination fragrance SKP-3473) * citric product 20.020.02.02.0----0.2적량0.2적량적량20.020.02.02.0 ---- 0.2 Quantity 0.2 Quantity 20.020.02.02.0----0.5적량0.2적량적량20.020.02.02.0 ---- 0.5 Quantity 0.2 Quantity 20.020.02.02.0----1.5적량0.2적량적량20.020.02.02.0 ---- 1.5 Quantity 0.2 Quantity 20.020.02.02.00.5---0.2적량0.2적량적량20.020.02.02.00.5 --- 0.2 Quantity 0.2 Quantity 20.020.02.02.0-0.5--0.2적량0.2적량적량20.020.02.02.0-0.5--0.2 Quantity 0.2 Quantity 20.020.02.02.0--0.5-0.2적량0.2적량적량20.020.02.02.0--0.5-0.2 Quantity 0.2 Quantity 20.020.02.02.0---0.50.05적량0.2적량적량20.020.02.02.0 --- 0.50.05 appropriate 0.2 appropriate quantity 20.020.02.02.0-----적량0.2적량적량20.020.02.02.0 ----- Quantity 0.2 20.020.02.02.00.5----적량0.2적량20.020.02.02.00.5 ---- quantity 0.2 20.020.02.02.0-0.5---적량0.2적량20.020.02.02.0-0.5 --- Quality 0.2 20.020.02.02.0--0.5--적량0.2적량적량20.020.02.02.0--0.5--approval 0.2appropriate 20.020.02.02.0--0.5-적량0.2적량적량20.020.02.02.0--0.5-0.20.2appropriate 중량 100%가 될 때까지 첨가시킨다.Add until 100% by weight.

*Hasegawa 제품* Hasegawa products

이와 같이 제조된 제품에 대하여 비듬 및 가려움증에 대한 효능효과 실험을 다음의 시험예에 따라 실시하여 그 결과를 표 2, 3 및 표 5에 각각 나타내었다.Experiments on the effects of dandruff and itching on the product thus prepared were carried out according to the following test examples and the results are shown in Tables 2, 3 and 5, respectively.

비듬방지효과 시험예(1)Antidandruff effect test example (1)

비듬이 비교적 많은 남녀 60명을 선정하여 표 1의 샴푸형제제에 대하여 1개월 동안 실험하였다. 시험 개시전에 통상의 샴푸로 세발하고 3일간 누적된 비듬을 채집하여 채집된 비듬의 중량과, 상기 표 1에 나타낸 샴푸형제제 조성물로 2일에 한번씩 세발하여 시험 종료후 3일간에 누적된 비듬의 중량을 비교 평가하였다.Sixty males and females with relatively high dandruff were selected and tested for 1 month of shampoo formulations in Table 1. Before the start of the test, triangulated with dandruff accumulated for 3 days and collected for 3 days, the weight of the collected dandruff, and every 3 days after the end of the test with the shampoo formulation composition shown in Table 1 The weight was compared and evaluated.

이때 누적된 비듬은 진공 흡입 장치를 사용하여 두피로부터 직접 채집했고, 다음식에 의거하여 비듬 감소율을 구하였다. 또한 비듬 방지 효과는 비듬 감소율이 25% 이상인 경우에만 실제로 효과가 있는 것으로 판정하였다.At this time, the accumulated dandruff was collected directly from the scalp using a vacuum suction device, and the rate of dandruff reduction was calculated based on the following equation. In addition, the anti-dandruff effect was determined to be effective only when the dandruff reduction rate is 25% or more.

구 분division 평균감소율(%)Average reduction rate (%) 비듬방지효과있다Has anti-dandruff effect 잘 모르겠다I do not know 비듬방지효과없다No dandruff prevention effect 실시예 1Example 1 43.243.2 4명4 people -- -- 실시예 2Example 2 56.656.6 5명5 people -- -- 실시예 3Example 3 59.259.2 5명5 people -- -- 실시예 4Example 4 56.356.3 5명5 people -- -- 실시예 5Example 5 57.157.1 5명5 people -- -- 실시예 6Example 6 55.255.2 5명5 people -- -- 실시예 7Example 7 44.144.1 4명4 people 1명1 person -- 비교예 1Comparative Example 1 5.35.3 -- 1명1 person 4명4 people 비교예 2Comparative Example 2 20.820.8 2명2 people 1명1 person 2명2 people 비교예 3Comparative Example 3 35.835.8 3명3 people 1명1 person 1명1 person 비교예 4Comparative Example 4 25.825.8 2명2 people 1명1 person 2명2 people 비교예 5Comparative Example 5 20.620.6 1명1 person 2명2 people 2명2 people

비듬방지효과 시험예(2)Antidandruff effect test example (2)

표 1의 각 샴푸형제제를 콘오일(corn oil)이 함유된 와이엠 액체배지(Ym broth)에 각각 5, 1, 0.5, 0.1, 0.05, 0.01 및 0.005중량%로 첨가하고 피티로스포름 오발레를 105-106CFU(Colony Forming Unit)/ml의 양으로 접종하여 2일간 배양한 다음, 최소 미생물 억제농도(MIC, Minimal Inhibitory Concentration)와 최소 미생물 사멸농도(MBC, Minimal Bactericidal Concentration)를 구하였다. 그 결과는 표 3에 나타내었다.Each shampoo formulation of Table 1 was added to Ym broth containing corn oil at 5, 1, 0.5, 0.1, 0.05, 0.01 and 0.005% by weight, respectively. Was inoculated in 10 5 -10 6 CFU (Colony Forming Unit) / ml and incubated for 2 days. It was. The results are shown in Table 3.

구 분division 최소 미생물 억제농도(MIC, %)Minimum Microbial Concentration (MIC,%) 최소 미생물 사멸농도(MBC, %)Minimum microbial killing concentration (MBC,%) 실시예 1Example 1 0.005-0.010.005-0.01 0.01-0.050.01-0.05 실시예 2Example 2 0.005이하Less than 0.005 0.005-0.010.005-0.01 실시예 3Example 3 0.005이하Less than 0.005 0.005-0.010.005-0.01 실시예 4Example 4 0.005이하Less than 0.005 0.005-0.010.005-0.01 실시예 5Example 5 0.005이하Less than 0.005 0.005-0.010.005-0.01 실시예 6Example 6 0.005이하Less than 0.005 0.005-0.010.005-0.01 실시예 7Example 7 0.005-0.010.005-0.01 0.01-0.050.01-0.05 비교예 1Comparative Example 1 0.5-10.5-1 5이상5 or more 비교예 2Comparative Example 2 0.05-0.10.05-0.1 0.1-0.50.1-0.5 비교예 3Comparative Example 3 0.05-0.10.05-0.1 0.1-0.50.1-0.5 비교예 4Comparative Example 4 0.05-0.10.05-0.1 0.1-0.50.1-0.5 비교예 5Comparative Example 5 0.05-0.10.05-0.1 0.1-0.50.1-0.5

가려움증 제거 효과 시험예(1)Itching test (1)

평소 가려움을 느끼는 남녀 60명을 선정하여 표 1의 제품을 2일에 1회씩 8주간 사용 후, 면접을 통하여 표 4의 평가기준에 따라 평가하였다.Sixty men and women who usually felt itching were selected and the products of Table 1 were used once every two days for eight weeks, and then evaluated in accordance with the evaluation criteria of Table 4 through interviews.

평 가 기 준Evaluation standard 평 가 구 분(가려움증 감소 효과)Evaluation Category (Itching Reduction Effect) 평 점grade 매우 있다.There is so much. 55 있 다.have. 44 보통이다.is average. 33 없 다.none. 22 전혀없다.Nothing at all 1One

구 분division 실시예1Example 1 실시예2Example 2 실시예3Example 3 실시예4Example 4 실시예5Example 5 실시예6Example 6 실시예7Example 7 비교예1Comparative Example 1 비교예2Comparative Example 2 비교예3Comparative Example 3 비교예4Comparative Example 4 비교예5Comparative Example 5 두피 가려움감소 효과Scalp itching effect 3.63.6 3.83.8 4.04.0 3.83.8 3.83.8 3.83.8 3.63.6 2.22.2 2.82.8 3.03.0 3.03.0 2.82.8

상기 표 2, 3 및 표 5에서 보는 바와 같이 본 발명에 따른 폴리헥사메칠렌비구아니딘염이 함유된 실시예 1, 2, 및 3의 샴푸형제제가 비교예 1의 샴푸형제제 보다 비듬, 가려움증 방지 효과가 폴리헥사메칠렌비구아니딘염의 함유 농도에 비례하여 우수하게 나타났으며, 폴리헥사메칠렌비구아니딘염과 피록톤올아민, 아연피리치온, 디요오도메칠-p-톨릴설폰, 클로로페녹시이미다졸일디메칠부탄온, 요도프로피닐부틸카바메이트로 이루어진 그룹으로부터 선택된 1종 이상의 성분을 혼합 사용한 실시예 4, 5, 6, 7의 샴푸형제제가 비교예 2, 3, 4, 5의 샴푸형제제 보다 우수한 비듬, 가려움증 감소 효과가 있는 것을 알 수 있다.As shown in Tables 2, 3 and 5, the shampoo formulations of Examples 1, 2, and 3 containing polyhexamethylene biguananidine salts according to the present invention have anti-dandruff and itching effects than the shampoo formulations of Comparative Example 1. Was excellent in proportion to the concentration of polyhexamethylene biguananidine salts, and polyhexamethylene biguanide salt, pyrotonolamine, zinc pyrithione, diiodomethyl-p-tolylsulfone, and chlorophenoxyimidazolyldi The shampoo formulations of Examples 4, 5, 6, and 7 using a mixture of one or more components selected from the group consisting of methylbutanone and urido propynylbutyl carbamate are superior to the shampoo formulations of Comparative Examples 2, 3, 4 and 5. It can be seen that dandruff and itching are effective.

실시예 8-13 및 비교예 6-9Examples 8-13 and Comparative Examples 6-9

표 6과 같은 조성비율로 세탄올, 자기유화형 모노스테아린산글리세린, 파라옥시안식향산에스델, 25% 염화스테아릴디메칠벤질암모늄, 프로필레글리콜 및 본 발명에 따른 피록톤올아민, 아연피리치온, 클로로페녹시이미다졸일디메칠부탄온 중 1종을 75℃까지 가온하여 녹인 후 이 혼합물을 75℃로 가열된 정제수에 넣고 유화시킨 다음 40℃까지 냉각시켰다. 이어서 상기 혼합물에 폴리헥사메칠렌비구아니딘염, 색소, 향료 및 구연산을 투입 혼합후 실온으로 냉각하여 헤어 컨디셔너형제제를 제조하였다.Cetanol, self-emulsifiable monostearate glycerine, parasyl benzoate, 25% stearyl dimethylbenzyl ammonium chloride, propyleglycol and pyroxtonolamine according to the present invention, zinc pyridion, chloro One of phenoxyimidazolyldimethylbutanone was dissolved by heating to 75 ° C, and the mixture was put in purified water heated to 75 ° C, emulsified, and cooled to 40 ° C. Subsequently, the mixture was mixed with polyhexamethylene biguananidine salt, a dye, a perfume, and citric acid, and cooled to room temperature to prepare a hair conditioner formulation.

이와 같이 제조된 제품에 대하여 비듬 및 가려움증에 대한 효능효과 실험을 다음의 시험예에 따라 실시하여 그 결과를 표 7,8 및 표 10에 각각 나타내었다.Experiments on the effects of dandruff and itching on the product thus prepared were carried out in accordance with the following test example and the results are shown in Table 7, 8 and Table 10, respectively.

(단위 : 중량%)(Unit: weight%) 원료명Raw material name 실시예8Example 8 실시예9Example 9 실시예10Example 10 실시예11Example 11 실시예12Example 12 실시예13Example 13 비교예6Comparative Example 6 비교예7Comparative Example 7 비교예8Comparative Example 8 비교예9Comparative Example 9 세탄올자기유화형모노스테아린산 글리세린파라옥시안식향산에스텔염화스테아릴디메칠벤질 암모늄(25%)프로필렌글리콜피록톤올아민아연피리치온클로로페녹시이미다졸일디메칠부탄온폴리헥사메칠렌비구아니딘염색소(적색 40호)향료(조합향 SKP-3473)*구연산물Cetanol Self-Emulsifying Monostearic Acid Glycerin Paraoxybenzoic Acid Esteryl Chloride Stearyl Dimethylbenzyl Ammonium (25%) No. 40) Fragrance (Combination Flavor SKP-3473) 3.01.50.28.02.0---0.2적량적량적량3.01.50.28.02.0 --- 0.2 Quantity 3.01.50.28.02.0---0.5적량적량적량3.01.50.28.02.0 --- 0.5 Quantity 3.01.50.28.02.0---1.5적량적량적량3.01.50.28.02.0 --- 1.5 Quantity 3.01.50.28.02.01.0--0.05적량적량적량3.01.50.28.02.01.0--0.05 3.01.50.28.02.0-0.5-0.2적량적량적량3.01.50.28.02.0-0.5-0.2 3.01.50.28.02.0--0.50.2적량적량적량3.01.50.28.02.0--0.50.2 3.01.50.28.02.0----적량적량적량3.01.50.28.02.0 ---- quantitative 3.01.50.28.02.01.0---적량적량적량3.01.50.28.02.01.0 --- quantitative 3.01.50.28.02.0-0.5--적량적량적량3.01.50.28.02.0-0.5--appropriate 3.01.50.28.02.0-0.5-적량적량적량3.01.50.28.02.0-0.5-quantitative 중량 100%가 될 때까지 첨가시킨다.Add until 100% by weight.

*Hasegawa 제품* Hasegawa products

비듬방지효과 시험예(3)Antidandruff effect test example (3)

비듬이 비교적 많은 남녀 50명을 선정하여 표 6의 헤어 컨디셔너형제제에 대하여 1개월 동안 실험하였다. 시험 개시전에 통상의 샴푸로 세발하고 통상의 헤어 컨디셔너로 헹군후 3일간 누적된 비듬을 채집하여 채집된 비듬의 중량과, 상기 표 6에 나타낸 헤어 컨디셔너형제제의 조성물로 2일에 한번씩 사용하고 시험 종료후 3일간에 누적된 비듬의 중량을 비교 평가하였다. 이 시험기간중 샴푸는 시험개시전에 사용하던 샴푸를 사용하였다.50 men and women with relatively high dandruff were selected and tested for hair conditioner brothers in Table 6 for one month. Before starting the test, wash with a conventional shampoo, rinse with a conventional hair conditioner, collect dandruff accumulated for 3 days, and use the weight of the collected dandruff once every two days with the composition of the hair conditioner formulation shown in Table 6 above. The weight of the dandruff accumulated three days after the end of the comparison was evaluated. The shampoo used during this test period was the shampoo used before the start of the test.

이에 대한 결과는 비듬 감소율이 25% 이상인 경우에만 실제로 효과가 있는 것으로 판정하였으며, 비듬의 채집 및 비듬감소율은 상기 실시예 1-7에서와 동일한 방법으로 실시하였다.The results were determined to be effective only when the rate of dandruff reduction is 25% or more, and the dandruff collection and dandruff reduction rate were carried out in the same manner as in Example 1-7.

구 분division 평균감소율(%)Average reduction rate (%) 비듬방지효과있다Has anti-dandruff effect 잘 모르겠다I do not know 비듬방지효과없다No dandruff prevention effect 실시예 8Example 8 44.544.5 4명4 people 1명1 person -- 실시예 9Example 9 53.353.3 4명4 people 1명1 person -- 실시예 10Example 10 58.458.4 5명5 people -- -- 실시예 11Example 11 43.743.7 4명4 people 1명1 person -- 실시예 12Example 12 55.555.5 5명5 people -- -- 실시예 13Example 13 54.154.1 4명4 people 1명1 person -- 비교예 6Comparative Example 6 5.45.4 -- 1명1 person 4명4 people 비교예 7Comparative Example 7 20.120.1 1명1 person 1명1 person 3명3 people 비교예 8Comparative Example 8 28.528.5 2명2 people 2명2 people 1명1 person 비교예 9Comparative Example 9 25.525.5 2명2 people 2명2 people 1명1 person

비듬방지효과 시험예(4)Antidandruff effect test example (4)

표 6의 각 헤어 컨디셔너형제제를 콘오일(corn oil)이 함유된 와이엠 액체배지(Ym broth)에 각각 5, 1, 0.5, 0.1, 0.05, 0.01 및 0.005중량%로 첨가하고 피티로스포름 오발레를 105-106CFU(Colony Forming Unit)/ml의 양으로 접종하여 2일간 배양한 다음, 최소 미생물 억제농도(MIC, Minimal Inhibitory Concentration)와 최소 미생물 사멸농도(MBC, Minimal Bactericidal Concentration)를 구하였다. 그 결과는 표 8에 나타내었다.Each hair conditioner formulation of Table 6 was added to Ym broth containing corn oil at 5, 1, 0.5, 0.1, 0.05, 0.01 and 0.005% by weight, respectively. Inoculate valerian at an amount of 10 5 -10 6 CFU (Colony Forming Unit) / ml, and incubate for 2 days. Obtained. The results are shown in Table 8.

구 분division 최소 미생물 억제농도(MIC, %)Minimum Microbial Concentration (MIC,%) 최소 미생물 사멸농도(MBC, %)Minimum microbial killing concentration (MBC,%) 실시예 8Example 8 0.005-0.010.005-0.01 0.01-0.050.01-0.05 실시예 9Example 9 0.005이하Less than 0.005 0.005-0.010.005-0.01 실시예 10Example 10 0.005이하Less than 0.005 0.005-0.010.005-0.01 실시예 11Example 11 0.005-0.010.005-0.01 0.01-0.050.01-0.05 실시예 12Example 12 0.005이하Less than 0.005 0.005-0.010.005-0.01 실시예 13Example 13 0.005이하Less than 0.005 0.005-0.010.005-0.01 비교예 6Comparative Example 6 0.5-10.5-1 5이상5 or more 비교예 7Comparative Example 7 0.1-0.50.1-0.5 0.5-10.5-1 비교예 8Comparative Example 8 0.05-0.10.05-0.1 0.1-0.50.1-0.5 비교예 9Comparative Example 9 0.05-0.10.05-0.1 0.1-0.50.1-0.5

가려움증 제거 효과 시험예(2)Itching removal effect test example (2)

평소 가려움을 느끼는 남녀 50명을 선정하여 표 6의 제품을 2일에 1회씩 8주간 사용후, 면접을 통하여 평가하였다. 이 시험기간중 샴푸는 평소 사용하던 샴푸를 사용하게 하였다.Fifty men and women who usually had itching were selected and the products in Table 6 were used once every two days for eight weeks, followed by an interview. During this test, the shampoo was made to use the usual shampoo.

평 가 기 준Evaluation standard 평 가 구 분(가려움증 감소 효과)Evaluation Category (Itching Reduction Effect) 평 점grade 매우 있다.There is so much. 55 있 다.have. 44 보통이다.is average. 33 없 다.none. 22 전혀없다.Nothing at all 1One

구 분division 실시예8Example 8 실시예9Example 9 실시예10Example 10 실시예11Example 11 실시예12Example 12 실시예13Example 13 비교예6Comparative Example 6 비교예7Comparative Example 7 비교예8Comparative Example 8 비교예9Comparative Example 9 두피 가려움감소 효과Scalp itching effect 3.63.6 3.83.8 3.83.8 3.63.6 3.83.8 3.83.8 1.81.8 2.42.4 3.23.2 3.03.0

상기 표 7, 8 및 표 10에서 보는 바와 같이 본 발명에 따른 폴리헥사메칠렌비구아니딘염이 함유된 실시예 8, 9 및 10의 헤어 컨디셔너형제제가 비교예 6의 헤어 컨디셔너형제제 보다 비듬, 가려움증 방지 효과가 폴리헥사메칠렌비구아니딘염의 함유 농도에 비례하여 우수하게 나타났으며, 폴리헥사메칠렌비구아니딘염과 피록톤올아민, 아연피리치온, 클로로페녹시이미다졸일디메칠부탄온 중 1종을 혼합 사용한 실시예 11, 12, 13의 헤어 컨디셔너형제제가 비교예 6, 7, 8의 헤어 컨디셔너형제제 보다 우수한 비듬, 가려움증 감소 효과가 있는 것을 알 수 있다.As shown in Tables 7, 8 and 10, the hair conditioner formulations of Examples 8, 9 and 10 containing the polyhexamethylene biguanide salt according to the present invention prevent dandruff and itching than the hair conditioner formulations of Comparative Example 6. The effect was excellent in proportion to the concentration of polyhexamethylene biguanide salt, and a mixture of polyhexamethylene biguanide salt, pyrotonolamine, zinc pyrithione and chlorophenoxyimidazolyldimethylbutanone was used. It can be seen that the hair conditioner formulations of Examples 11, 12, and 13 have better dandruff and itching effects than the hair conditioner formulations of Comparative Examples 6, 7, and 8.

실시예 14-18 및 비교예 10-12Example 14-18 and Comparative Example 10-12

표 11과 같은 조성비율로 에탄올에 I-멘톨, D-판테놀, 프로필렌글리콜, 색소 및 향료를 혼합하여 용해한 후 미리 물에 폴리옥시에틸렌경화피마자유 및 본 발명에 따른 폴리헥사메칠렌비구아니딘염 단독 또는 폴리헥사메칠렌비구아니딘염 및 피록톤올아민, 디요오도메칠-p-톨릴설폰 중 1종을 혼합 교반하여 만든 용액을 혼합하여 헤어토닉형제제를 제조하였다.After mixing and dissolving I-menthol, D-panthenol, propylene glycol, pigments and flavors in ethanol at the composition ratio as shown in Table 11, polyoxyethylene hardened castor oil and polyhexamethylene biguanide salt according to the present invention alone or in advance A hair tonic formulation was prepared by mixing a solution of polyhexamethylene biguananidine salt, pyrotonol amine and diiodomethyl-p-tolylsulfone by mixing and stirring.

이와 같이 제조된 제품에 대하여 비듬 및 가려움증에 대한 효능효과 실험을 다음의 시험예에 따라 실시하여 그 결과를 표 12 및 표 14에 나타내었다.Experiments on the effects of dandruff and itching on the product thus prepared were carried out according to the following test example and the results are shown in Table 12 and Table 14.

(단위 : 중량%)(Unit: weight%) 원 료 명Raw material name 실시예 14Example 14 실시예 15Example 15 실시예 16Example 16 실시예 17Example 17 실시예 18Example 18 비교예 10Comparative Example 10 비교예 11Comparative Example 11 비교예 12Comparative Example 12 에탄올I-멘톨D-판테놀프로필렌글리콜폴리헥사메칠렌비구아니딘염피록톤올아민디요오도메칠-p-톨릴설폰색소(청색 1호)향료(조합향 SKP-3473)*폴리옥시에칠렌경화피마자유물Ethanol I-Menthol D-Pantenol Propylene Glycol Polyhexamethylene Biguanidine Salt Pyroxtoneolamine Diiodomethyl-p-tolylsulfon Pigment (Blue No. 1) Flavor (Combination Flavor SKP-3473) * Polyoxyethylene Cured Castor Oil 50.00.10.51.00.2--적량적량0.550.00.10.51.00.2--Proper quantity 0.5 50.00.10.51.00.2--적량적량0.550.00.10.51.00.2--Proper quantity 0.5 50.00.10.51.00.2--적량적량0.550.00.10.51.00.2--Proper quantity 0.5 50.00.10.51.00.21.0-적량적량0.550.00.10.51.00.21.0-appropriate quantity 0.5 50.00.10.51.00.05-0.5적량적량0.550.00.10.51.00.05-0.5Property 0.5 50.00.10.51.0---적량적량0.550.00.10.51.0 --- Proper quantity 0.5 50.00.10.51.0-1.0-적량적량0.550.00.10.51.0-1.0-appropriate quantity 0.5 50.00.10.51.0--0.5적량적량0.550.00.10.51.0--0.5Property 0.5 중량 100%가 될 때까지 첨가시킨다.Add until 100% by weight.

*Hasegawa 제품* Hasegawa products

비듬방지효과 시험(5)Anti-dandruff effect test (5)

비듬이 비교적 많은 남자 40명을 선정하여 표 11의 헤어토닉형제제에 대하여 1개월 동안 실험하였다. 시험 개시전에 통상의 샴푸로만 세발하고 3일간 누적된 비듬을 채집하여 중량을 측정한 비듬의 양과 통상의 샴푸로 2일에 한번씩 세발하면서 1일 1회 상기 표 11에 따른 헤어토닉형제제를 사용하여 시험 종료후 3일간에 누적된 비듬의 중량을 비교 평가하였다. 이 시험기간중 샴푸는 시험개시전에 사용하던 샴푸를 사용하였다.Forty men with relatively high dandruff were selected and tested for hair tonic formulations in Table 11 for one month. Before the start of the test, use the hair tonic preparations according to Table 11 above once a day while triturating only the usual shampoo and collecting the dandruff accumulated for 3 days and weighing the amount of dandruff once every two days with the usual shampoo. The weight of the dandruff accumulated three days after the end of the test was evaluated. The shampoo used during this test period was the shampoo used before the start of the test.

이에 대한 결과는 비듬 감소율이 25% 이상인 경우에만 실제로 효과가 있는 것으로 판정하였으며, 비듬의 채집 및 비듬감소율은 상기 실시예 1-7에서와 동일한 방법으로 실시하였다.The results were determined to be effective only when the rate of dandruff reduction is 25% or more, and the dandruff collection and dandruff reduction rate were carried out in the same manner as in Example 1-7.

구 분division 평균감소율(%)Average reduction rate (%) 비듬방지효과있다Has anti-dandruff effect 잘 모르겠다I do not know 비듬방지효과없다No dandruff prevention effect 실시예 14Example 14 50.450.4 4명4 people 1명1 person -- 실시예 15Example 15 55.355.3 4명4 people 1명1 person -- 실시예 16Example 16 60.460.4 5명5 people -- -- 실시예 17Example 17 55.755.7 4명4 people 1명1 person -- 실시예 18Example 18 49.149.1 4명4 people 1명1 person -- 비교예 10Comparative Example 10 7.37.3 1명1 person 3명3 people 1명1 person 비교예 11Comparative Example 11 25.525.5 2명2 people 1명1 person 2명2 people 비교예 12Comparative Example 12 29.829.8 3명3 people 1명1 person 1명1 person

가려움증 제거 효과 시험(3)Itching elimination effect test (3)

평소 가려움을 느끼는 남자 40명을 선정하여 표 11의 제품을 1일에 1회씩 4주간 사용후, 면접을 통하여 평가하였다. 이 시험기간중 샴푸는 평소 사용하던 샴푸를 사용하게 하였다.Forty men who felt itching were selected and the products in Table 11 were used once a day for four weeks, followed by an interview. During this test, the shampoo was made to use the usual shampoo.

평 가 기 준Evaluation standard 평 가 구 분(가려움증 감소 효과)Evaluation Category (Itching Reduction Effect) 평 점grade 매우 있다.There is so much. 55 있 다.have. 44 보통이다.is average. 33 없 다.none. 22 전혀없다.Nothing at all 1One

구 분division 실시예14Example 14 실시예15Example 15 실시예16Example 16 실시예17Example 17 실시예18Example 18 비교예10Comparative Example 10 비교예11Comparative Example 11 비교예12Comparative Example 12 두피 가려움감소 효과Scalp itching effect 3.83.8 4.04.0 4.04.0 4.04.0 3.83.8 2.42.4 3.23.2 3.23.2

따라서 본 발명에 따른 폴리헥사메칠렌비구아니딘염 단독 사용 또는 폴리헥사메칠렌비구아니딘염과 피록톤올아민, 디요오도메칠-p-톨릴설폰 중 1종을 혼합 사용한 실시예 14-18가 비교예 10-12보다는 가려움 방지 효과 면에서 우수한 효과가 있는 것으로 나타났다Therefore, Example 14-18 using the polyhexamethylene biguananidine salt according to the present invention alone or a mixture of polyhexamethylene biguananidine salt, pyrotonolamine and diiodomethyl-p-tolylsulfone was compared with Comparative Example 10-. It has been shown to be more effective in preventing itching than 12.

상기한 바와 같이, 본 발명은 종래의 비듬 방지 및 치료용 조성물에 비해 어떤 제형에 사용하더라도 우수한 비듬방지 및 치료 효과를 갖는다.As described above, the present invention has excellent anti-dandruff and therapeutic effects in any formulation compared to conventional anti-dandruff and therapeutic compositions.

Claims (3)

하기 일반식(Ⅰ)로 표시되는 1종이상의 폴리헥사메칠렌비구아닌딘염을 0.1-2.0중량% 함유하는 것을 특징으로 하는 비듬방지 및 치료용 조성물.A composition for preventing and treating dandruff, characterized in that it contains 0.1-2.0% by weight of at least one polyhexamethylene biguanine salt represented by the following general formula (I). 상기식에서, M은 폴리헥사메칠렌비구아니딘의 염으로서 인산, 염산, 황산 중에서 선택되며, n은 정수이다.Wherein M is selected from phosphoric acid, hydrochloric acid and sulfuric acid as the salt of polyhexamethylenebiguananidine, and n is an integer. 제 1항에 있어서, 피록톤올아민, 아연피리치온, 디요오도메칠-p-톨릴설폰, 클로로페녹시이미다졸일디메칠부탄온, 요도프로피닐부틸카바메이트로 이루어진 그룹으로부터 선택되는 1종이상의 성분을 더 포함하는 조성물.The at least one compound according to claim 1, which is selected from the group consisting of pyrotonolamine, zinc pyrithione, diiodomethyl-p-tolylsulfone, chlorophenoxyimidazolyldimethylbutanone and iodopropynylbutylcarbamate A composition further comprising a component. 제 1항 또는 제 2항에 있어서, 식(Ⅰ)의 폴리헥사메칠렌비구아니딘염이 피록톤올아민, 이요오도메칠-p-톨릴설폰 중 1종이상의 성분과 조합하여 사용되는 경우 0.001~0.5중량%의 양으로 함유되는 조성물.The method according to claim 1 or 2, wherein the polyhexamethylene biguananidine salt of formula (I) is used in an amount of 0.001 to 0.5% by weight when used in combination with at least one component of pyrotonolamine and iodomethyl-p-tolylsulfone. A composition contained in an amount of.
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KR101246160B1 (en) * 2011-04-04 2013-03-20 충남대학교산학협력단 Injectable composition for enhancing hair growth containing saponin Rg1 as active ingredient

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US5069907A (en) * 1990-03-23 1991-12-03 Phoenix Medical Technology Surgical drape having incorporated therein a broad spectrum antimicrobial agent
GB2315075B (en) * 1996-07-08 2000-03-08 Yukong Ltd Novel polyalkylene guanidine salts or polyalkylene biguanidine salts having a branched silane compound, method for preparing same and uses thereof

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KR101246160B1 (en) * 2011-04-04 2013-03-20 충남대학교산학협력단 Injectable composition for enhancing hair growth containing saponin Rg1 as active ingredient

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