KR19980076283A - Method for preparing zinc pyrithione suspension and hair composition using same - Google Patents

Method for preparing zinc pyrithione suspension and hair composition using same Download PDF

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KR19980076283A
KR19980076283A KR1019970012935A KR19970012935A KR19980076283A KR 19980076283 A KR19980076283 A KR 19980076283A KR 1019970012935 A KR1019970012935 A KR 1019970012935A KR 19970012935 A KR19970012935 A KR 19970012935A KR 19980076283 A KR19980076283 A KR 19980076283A
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zinc pyrithione
suspension
dandruff
zinc
present
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KR100335719B1 (en
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서성환
정한일
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서경배
주식회사 태평양
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    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07DHETEROCYCLIC COMPOUNDS
    • C07D213/00Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D213/62Oxygen or sulfur atoms
    • C07D213/70Sulfur atoms
    • C07D213/71Sulfur atoms to which a second hetero atom is attached
    • 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
    • A61K8/49Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4906Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
    • A61K8/4933Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having sulfur as an exocyclic substituent, e.g. pyridinethione
    • 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
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/02Preparations for cleaning the hair

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  • Health & Medical Sciences (AREA)
  • Chemical & Material Sciences (AREA)
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  • Animal Behavior & Ethology (AREA)
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  • Public Health (AREA)
  • Veterinary Medicine (AREA)
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  • Epidemiology (AREA)
  • Cosmetics (AREA)

Abstract

본 발명은 샴푸, 린스 등의 모발 조성물에서 비듬방지제로서 널리 사용되어 온 아연 피리치온 현탁액의 비듬방지효과 및 제품에서의 안정도를 향상시킬 수 있는 현탁액의 제조방법에 관한 것이다.The present invention relates to a method for preparing a suspension capable of improving the anti-dandruff effect and stability in a product of zinc pyrithione suspension which has been widely used as an anti-dandruff agent in hair compositions such as shampoo and rinse.

본 발명의 제조방법에 따르면, 소듐피리치온 용액과 아연염(ZnCl2,ZnSO4·7H2O 등)을 반응시켜 아연피리치온 현탁액을 제조하는데에 있어서, 비이온 계면활성제인 토코페레스(Tocophereth; 비타민 E의 수산기를 에톡시화시킨 비이온계면활성제)를 소량 사용함으로써 입자크기를 미세화하여 비듬방지효과를 증가시킬 수 있으며, 또한 모발 조성물 중의 다른 성분들, 예를 들면 양이온 계면활성제 또는 양이온 고분자와의 혼용성도 개선할 수 있어 제품의 안정도를 향상시킬 수 있다.According to the preparation method of the present invention, to prepare a zinc pyrithione suspension by reacting a sodium pyrithione solution and zinc salt (ZnCl 2, ZnSO 4 · 7H 2 O, etc.), tocopheres (nonionic surfactant) ( Tocophereth (a nonionic surfactant in which the hydroxyl group of vitamin E is ethoxylated) can be used to increase the anti-dandruff effect by miniaturizing the particle size, and also to add other components in the hair composition, such as cationic surfactants or cationic polymers. It can also improve the compatibility with the product can improve the stability of the product.

Description

아연 피리치온 현탁액의 제조방법 및 이를 이용한 모발 조성물Method for preparing zinc pyrithione suspension and hair composition using same

본 발명은 아연 피리치온 현탁액의 제조방법에 관한 것으로, 더욱 상세하게는 아연피리치온의 입자크기를 미세화하여 비듬방지효과를 증가시킬 수 있으며, 모발 조성물 중의 다른 성분들과의 혼용성을 개선할 수 있는 아연 피리치온 현탁액의 제조방법에 관한 것이다. 나아가 본 발명의 제조방법에 의해 제공되는 아연 피리치온 현탁액을 함유함으로써 우수한 비듬방지효과 및 상승된 제품의 안정도를 지닌 모발 조성물에 관한 것이다.The present invention relates to a method for preparing a zinc pyrithione suspension, and more particularly, it is possible to increase the anti-dandruff effect by miniaturizing the particle size of zinc pyrithione and to improve compatibility with other components in the hair composition. It relates to a method for producing a zinc pyrithione suspension. Furthermore, the present invention relates to a hair composition having an excellent anti-dandruff effect and elevated product stability by containing a zinc pyrithione suspension provided by the preparation method of the present invention.

일반적으로 비듬이란, 인체의 활발한 신진대사에 의해 생긴 두피의 죽거나 벗겨진 세포들이 두피 피지선의 분비물과 함께 말라붙어서 생긴 각질형태의 덩어리를 말한다. 비듬은 점차 정상 피부와 뚜렷한 경계를 가지며, 붉게 되어 두피에 인설이 증가하여 통상 가려움과 염증을 수반하는 지루피부염으로까지 진행된다.In general, dandruff refers to the stratum corneum-like mass formed by the dead or peeled cells of the scalp caused by the active metabolism of the human body with the secretion of the scalp sebaceous glands. Dandruff gradually has a clear border with normal skin, becomes red, and increases the scale of the scalp, which usually leads to seborrheic dermatitis with itching and inflammation.

이러한 비듬 발생의 근본적인 원인은 아직 확실하게 밝혀지지 않은 상태이나, 일반적으로 내분비 호르몬의 불균형, 영양대사의 불균형, 스트레스 등의 신경적 요인, 두피세포의 지나친 증식에 의한 상피조직의 생화학적 변화, 두피 미생물의 증식 및 활성증대, 대기오염에 의한 염증 등과 같은 여러 요인들의 복합적인 영향에 의한 것으로 알려져 있다.The root cause of dandruff development is not yet clear, but in general, neurological factors such as endocrine hormone imbalance, metabolic imbalance, stress, biochemical changes in epithelial tissue due to excessive proliferation of scalp cells, and scalp It is known to be due to a complex effect of several factors such as the growth and activity of microorganisms, inflammation caused by air pollution.

특히, 청결하지 못한 두피에 존재하는 피티로스포름 오발레(Pityrosporum Ovlae)라는 미생물의 증식 및 활성증대는 비듬과 가려움증을 악화시키는 주요한 요인으로 오래 전부터 인식되어 왔고, 근래들어 광범위하게 받아들여지고 있다.In particular, the proliferation and activity of microorganisms called Pityrosporum Ovlae present in unclean scalp have been recognized for a long time as a major factor for worsening dandruff and itching, and are widely accepted in recent years.

따라서, 비듬 및 가려움증의 치료 및 예방을 목적으로 하는 비듬방지 효과를 갖는 모발화장료의 경우, 비듬발생의 주요 원인인 미생물 피티로스포름 오발레의 증식 및 활성을 효과적으로 억제하고 두피세포의 비정상적인 신진대사활동을 정상화할 수 있는 성분을 함유하는 것을 필수적인 요건으로 하고 있다.Therefore, in the case of hair cosmetic having an anti-dandruff effect for the treatment and prevention of dandruff and itching, it effectively inhibits the growth and activity of microbial phytirosporum obale, which is the main cause of dandruff, and abnormal metabolic activity of the scalp cells. It is an essential requirement to contain the component which can normalize the

이와 같이, 비듬 및 가려움의 억제를 목적으로 하는 모발화장료 조성물의 예로는, 아연피리치온(아연-2-피리디네치올-1-옥사이드)을 유효성분으로 함유하는 샴푸조성물을 들 수 있다(미국특허 제 2,809,971호, 미국특허 제 4,323,683호, 미국특허 제 4,345,080호, 미국특허 제 4,470,982호, 유럽특허 제 285,388호). 그러나, 아연피리치온은 25℃의 물에 15ppm 밖에 녹지 않는 용해도가 매우 낮은 한계를 갖는 0.3~10㎛ 입자크기의 구상형태를 갖는 불수용성 고체입자로, 수용성 기재를 주로 하는 모발화장료 조성물, 특히 샴푸조성물에서 침전 등에 의한 분리현상을 유발하여 그 사용성에 있어서 많은 단점을 지니고 있다.Thus, as an example of the hair cosmetic composition aimed at suppressing dandruff and itching, a shampoo composition containing zinc pyrithione (zinc-2-pyridinechiol-1-oxide) as an active ingredient is mentioned. Patent 2,809,971, US Patent 4,323,683, US Patent 4,345,080, US Patent 4,470,982, and European Patent 285,388. However, zinc pyrithione is a water-insoluble solid particle having a spherical form of 0.3-10 μm particle size having a very low limit of solubility of only 15 ppm in water at 25 ° C. In the shampoo composition has a number of disadvantages in the usability caused by the separation phenomenon by precipitation.

이에, 조성물 내에서의 분리현상을 방지하기 위하여, 아연피리치온은 보호 콜로이드로서, 음이온성 고분자, 예를 들면, 소듐 폴리나프탈렌 설포네이트, 셀룰로스 검 등을 0.1~5중량% 사용하여 현탁액을 안정화시킨 48~50%의 수용액으로 제조하여 시판하고 있다.Accordingly, in order to prevent separation in the composition, zinc pyrithione is used as a protective colloid to stabilize the suspension using 0.1 to 5% by weight of an anionic polymer such as sodium polynaphthalene sulfonate, cellulose gum, and the like. It is manufactured and marketed with the aqueous 48-50% solution.

그러나, 이러한 음이온 고분자를 현탁안정화제로 사용한 아연 피리치온 현탁액을 삼푸, 린스 등의 모발 조성물에 사용하는 경우, 컨디셔닝 효과를 부여하기 위해 널리 사용되고 있는 양이온성 계면활성제나 양이온성 고분자와 음-양이온의 불용성염을 형성하여 제품의 안정화가 매우 나빠질 뿐만 아니라, 비듬방지 효과도 또한 감소하는 문제점을 갖고 있다.However, when a zinc pyrithione suspension using an anionic polymer as a suspending stabilizer is used in hair compositions such as shampoo and rinse, cationic surfactants or cationic polymers and negative-cationic ions which are widely used to give a conditioning effect are used. Not only is the stabilization of the product very poor by forming an insoluble salt, but also has a problem that the anti-dandruff effect is also reduced.

이에, 본 발명자들은, 하기 반응식 1로 표시되는 바와 같이, 소듐피리치온과, 염화아연(ZnCl2), 황산아연(ZnSO4·7H2O) 등의 아연염을 반응시켜서 아연 피리치온을 제조하는데에 있어서, 하기 화학식 1로 표시되는 토코페레스(Tocophereth)를 적량 첨가함으로써 생성되는 아연 피리치온의 입자크기를 미세화할 수 있으며, 이를 모발 조성물에 함유하는 경우, 조성물 중의 다른 성분들, 예를 들면 양이온성 계명활성제 또는 양이온 고분자와의 혼용성이 증가됨을 발견하고 본 발명을 완성하게 되었다.Accordingly, the present inventors react with zinc pyrithione by reacting sodium pyrithione with zinc salts such as zinc chloride (ZnCl 2 ) and zinc sulfate (ZnSO 4 · 7H 2 O), as represented by Scheme 1 below. In the preparation, it is possible to refine the particle size of the zinc pyrithione produced by the appropriate addition of Tocophereth represented by the following formula (1), when contained in the hair composition, other components in the composition, such as For example, the present invention has been found to increase the compatibility with cationic commanding agents or cationic polymers.

[반응식1][Scheme 1]

[화학식1][Formula 1]

식중에서, R1,R2는 H 또는 -CH3이고, n은 5~50의 정수이다Wherein R 1 and R 2 are H or -CH 3 and n is an integer from 5 to 50

따라서, 본 발명의 목적은 소듐 피리치온과 아연염을 반응시켜 아연 피리치온 현탁액을 제조하는데에 있어서, 제조되는 아연 피리치온의 입자크기를 미세화할 수 있는 아연 피리치온의 현탁액의 제조방법을 제공하는 것이다.Accordingly, it is an object of the present invention to prepare a zinc pyrithione suspension by reacting sodium pyrthione with a zinc salt, to prepare a suspension of zinc pyrithione capable of miniaturizing the particle size of the zinc pyrithione produced. To provide a way.

나아가, 본 발명의 다른 목적은, 본 발명에 의해 제공되는 아연 피리치온 현탁액을 함유하는, 우수한 비듬방지효과 및 상승된 제품의 안정도를 지닌 모발 조성물을 제공하는 것이다.Furthermore, another object of the present invention is to provide a hair composition having a zinc pyrithione suspension provided by the present invention with excellent anti-dandruff effect and elevated product stability.

본 발명에 따른 아연 피리치온의 제조방법은 소듐 피리치온과 아연염과의 반응에 있어서, 비이온성 계면활성제인 화학식 1의 토코페레스를 적량 첨가함을 특징으로 한다.The method for producing zinc pyrithione according to the present invention is characterized in that an appropriate amount of tocopheres of formula (1), which is a nonionic surfactant, is reacted in the reaction between sodium pyrithione and zinc salt.

본 발명의 제조방법에 사용되는 아연염은 특별히 한정되지 않으며, 종래 아연 피리치온 현탁액의 제조에 있어서 사용되어 온 것을 사용할 수 있으며, 예를 들면 염화아연(ZnCl2), 황산아연(ZnSO4·7H2O) 등을 들 수 있다.The zinc salt used in the production method of the present invention is not particularly limited, and conventionally used in the preparation of zinc pyrithione suspensions can be used, for example zinc chloride (ZnCl 2 ), zinc sulfate (ZnSO 4 7H 2 O), and the like.

본 발명에서 특징부로 하고 있는 토코페레스는 비타민 E의 수산기를 에톡시화시킨 비이온성 계면활성제로서, 당분야에 공지되어 있는 폴리에톡실레이티드 비타민 E 중에서 CH2CH2CH=CCH3)3CH3치환기를 포함하는 화합물이다. 본 발명의 제조방법에서는 토코페레스를 반응물 총 중량에 대해 0.01~10중량%의 양으로 첨가하는 것을 특징으로 한다.Tocopheres characterized by the present invention is a nonionic surfactant in which the hydroxyl group of vitamin E is ethoxylated, and among the polyethoxylated vitamin E known in the art, CH 2 CH 2 CH = CCH 3 ) 3 CH 3 It is a compound containing a substituent. In the preparation method of the present invention, tocopheres are added in an amount of 0.01 to 10% by weight based on the total weight of the reactants.

본 발명의 제조방법에 의해 제공되는 아연 피리치온 현탁액은 샴푸, 린스 등의 모발 조성물 중의 다른 성분들, 특히 양이온성 계면활성제 또는 양이온 고분자와의 혼용성이 우수하여 조성물의 안정도를 개선할 수 있다. 이는 토코페레스가 비이온성이므로, 종래 현탁안정화제로서 음이온성 고분자를 사용한 경우와 비교하면, 컨디셔닝 효과의 부여를 목적으로 사용하는 양이온성 계면활성제와의 혼용성이 우수하기 때문이다.The zinc pyrithione suspension provided by the preparation method of the present invention can improve the stability of the composition by excellent compatibility with other components in the hair composition such as shampoo and rinse, in particular cationic surfactant or cationic polymer. . This is because tocopheres is nonionic, and therefore, it is excellent in compatibility with the cationic surfactant used for the purpose of imparting a conditioning effect, compared with the case of using an anionic polymer as a conventional suspension stabilizer.

또한, 본 발명에 의해 제공되는 아연 피리치온 현탁액을 함유한 모발 조성물은 비듬 방지효과에 있어서 상승된 효과를 나타내는데, 이는 생성되는 아연 피리치온의 입자크기가 작아서 두피에의 침투성이 증가되기 때문이다. 이러한 상승된 비듬 방지효과는 후술하는 시험예에서 입증되는 바이다.In addition, the hair composition containing the zinc pyrithione suspension provided by the present invention exhibits a synergistic effect in the anti-dandruff effect, since the particle size of the resulting zinc pyrithione is small and the permeability to the scalp is increased. to be. This increased anti-dandruff effect is demonstrated in the test examples described below.

본 발명에 따른 모발 조성물은 비듬 방지효과를 목적으로 본 발명의 제조방법에 의해 제공되는 아연 피리치온 현탁액을 조성물 총 중량에 대해 0.01~2.0중량%의 양으로 함유하는 것을 특징으로 한다.The hair composition according to the present invention is characterized in that it contains a zinc pyrithione suspension provided by the method of the present invention for the purpose of preventing dandruff in an amount of 0.01 to 2.0% by weight based on the total weight of the composition.

본 발명의 모발 조성물은 통상의 제형을 가질 수 있으며, 예를 들면 샴푸, 린스, 헤어컨디셔너, 헤어토닉, 헤어트리트먼트 등으로 제형화될 수 있다. 이들 각 제형의 조성물은 그 제형의 제제화에 필요하고 적절한 각종의 기제와 첨가물을 함유할 수 있으며, 이들 성분의 종류와 양은 당업자에 의해 용이하게 선정될 수 있다.The hair composition of the present invention may have a conventional formulation and may be formulated, for example, as a shampoo, rinse, hair conditioner, hair tonic, hair treatment, and the like. The composition of each of these formulations may contain a variety of bases and additives necessary for the formulation of the formulation and are suitable, and the types and amounts of these components can be readily selected by those skilled in the art.

이하, 모발화장료 조성물의 대표적인 샴푸 조성물을 예로 들어 대표적인 기제 성분과 첨가물들에 대해 설명한다.Hereinafter, representative base components and additives will be described taking representative shampoo compositions of the hair cosmetic composition as examples.

예를 들면, 샴푸 제형을 갖는 경우에는 세정성분인 합성 계면활성제와 진주박 보조제, 방부제, 점증제 및 점도조절제, pH 조절제, 향료, 염료, 모발컨디셔닝제 및 물로 이루어진 샴푸조성물에 있어서, 본 발명에 사용되는 합성 계면활성제는 음이온성, 양쪽성, 비이온성, 양이온성 계면활성제 중에서 선택된 어떤 것도 가능한 계면활성제를 조성물의 10~70중량%, 바람직하게는 10~30중량%, 양이온성 고분자를 조성물의 0.01~10중량%, 바람직하게는 0.1~5중량%의 양으로 함유할 수 있다.For example, in the case of a shampoo formulation, in the present invention, a shampoo composition composed of a synthetic surfactant, pearlescent aid, preservative, thickener and viscosity adjusting agent, pH adjusting agent, fragrance, dye, hair conditioning agent and water, which is a cleaning ingredient, Synthetic surfactants used include 10 to 70% by weight of the surfactant, preferably 10 to 30% by weight of the composition, which may be any of anionic, amphoteric, nonionic and cationic surfactants, 0.01 to 10% by weight, preferably 0.1 to 5% by weight.

이하, 실시예 및 시험예에 기초하여 본 발명의 구성 및 작용효과를 보다 구체적으로 설명한다.Hereinafter, the structure and effect of the present invention will be described in more detail based on Examples and Test Examples.

실시예 1Example 1

40%의 소듐 피리치온 수용액 745g에 토코페레스(EO=50) 20g을 첨가하여 완전히 녹인 후, 황산아연(ZnSO4·7H2o) 287g을 가하면서 격렬하게 교반하여 48%의 아연 피리치온 현탁액을 제조하였다.To 745 g of 40% aqueous sodium pyrithione solution, 20 g of tocopheres (EO = 50) was added to dissolve completely, and then vigorously stirred with 287 g of zinc sulfate (ZnSO 4 · 7H 2 o), followed by 48% zinc pyrithione. Suspension was prepared.

실시예 2Example 2

40%의 소듐 피리치온 수용액 745g에 토코페레스(EO=10) 20g을 첨가하여 완전히 녹인 후, 황산아연(ZnSO4·7H2o) 287g을 가하면서 격렬히 교반하여 48%의 아연 피리치온 현탁액을 제조하였다.After adding 20 g of tocopheres (EO = 10) to 745 g of 40% aqueous solution of sodium pyrithione, completely dissolving it, and then stirring vigorously while adding 287 g of zinc sulfate (ZnSO 4 · 7H 2 o), a 48% zinc pyrithione suspension was added. Was prepared.

시험예 1Test Example 1

본 발명에 제조한 아연 피리치온 현탁액과 시중에 시판되고 있는 아연 피리치온 현탁액의 입자크기를 말번 마스터사이저(MALVERN MASTERSIZER)로 측정하였다. 그 결과를 표 1에 나타내었다.The particle size of the zinc pyrithione suspension prepared in the present invention and the commercially available zinc pyrithione suspension was measured with a Malvern master sizer. The results are shown in Table 1.

[표 1]TABLE 1

아연 피리치온 현탁액의 입자크기 분포Particle size distribution of zinc pyrithione suspension

실시예 3~6 및 비교예 1~2Examples 3-6 and Comparative Examples 1-2

상기한 실시예에서 제조한 아연 피리치온 현탁액의 비듬방지효과 향상 및 안정도 향상효과를 검증하기 위해 다음과 같은 샴푸, 린스 시스템에 적용해 보았다.In order to verify the improvement of the anti-dandruff effect and the stability of the zinc pyrithione suspension prepared in the above examples, the following shampoo, rinse system was applied.

[표 2]TABLE 2

아연 피리치온 현탁액을 함유한 샴푸, 린스 조성물Shampoo, rinse composition with zinc pyrithione suspension

시험예 2 항비듬균 효과 실험Test Example 2 Antidandruff Effect Experiment

항비듬균 효과는 스킨 디스크 확산법(Skin Disc Diffusion Method)에 의해 측정한다. 먼저, 한천 플레이트에 시험균을 스트리킹하고, 비듬 원인균인피티로스포름 오발레를 호기성 조건하에서 37℃로 2일간 배양한다. 스킨 디스크를 70%의 에탄올로 멸균처리한 후 비교예 1과 실시예 3, 4의 샴푸 및 비교예 2와 실시예 5, 6의 린스를 10배로 희석하여 처리한 후 정제수로 씻어낸다. 이 처리된 스킨 디스크를 한천 플레이트에 올려놓아 37℃에서 48시간후에 저해영역(Inhibition Zones)을 측정하여 3번 반복실시하여 평균한 결과를 표 3에 나타내었다. 이 저해영역은 스킨디스크의 크기를 제외한 반지름(㎜)의 크기이다.Antidandruff effect is measured by the Skin Disc Diffusion Method. First, the test bacteria were streaked on agar plates, and cultured for 2 days dandruff causative organism of Pitti Los form Ovalle to 37 ℃ under aerobic conditions. After sterilizing the skin disk with 70% ethanol, the shampoos of Comparative Examples 1 and 3 and 4 and the rinses of Comparative Examples 2 and 5 and 6 were diluted 10-fold and washed with purified water. The treated skin disks were placed on an agar plate, and the inhibition zones (Inhibition Zones) were measured and repeated three times after 48 hours at 37 ° C. This zone is the size of the radius (mm) excluding the size of the skin disc.

[표 3]TABLE 3

평균 저해영역(Inhibition Zones, ㎜)Inhibition Zones (mm)

시험예 3 비듬감소 효과 시험Test Example 3 Dandruff Reduction Effect Test

비듬이 비교적 많은 19~48세의 남성 48명을 선정하여 각 비교예와 실시예의 샴푸에 대하여 8명씩 6개 그룹으로 1개월간 시험을 하여 그 결과를 표 4에 나타내었다.Forty-eight males aged 19 to 48 with relatively high dandruff were selected and tested for six months in six groups of eight for each of the comparative and example shampoos, and the results are shown in Table 4.

시험 개시전에 보통 통상의 샴푸(린스)로 세발 및 (린스)하고, 세발(린스) 후 3일간 누적된 비듬을 채집하여 채집된 비듬의 중량과, 각 실시예 및 비교예의 샴푸(린스)로 3일에 한번씩 세발(린스)하여 시험종료후 3일간 누적된 비듬의 중량을 비교 평가하였다. 이때 누적된 비듬은 진공 흡입 장치로써 두피로부터 직접 채집하여, 하기 수학식에 의거하여 비듬 감소율을 구하였다.Before the start of the test, trituration (rinse) with a normal shampoo (rinse), and collected the dandruff accumulated for three days after the tribal (rinse), the weight of the collected dandruff, and the shampoo (rinse) of each Example and Comparative Example Three times (rinse) once a day to evaluate the weight of the dandruff accumulated for 3 days after the end of the test. At this time, the accumulated dandruff was collected directly from the scalp with a vacuum suction device, and the dandruff reduction rate was calculated based on the following equation.

[수학식1][Equation 1]

비듬감소율(%) =Dandruff Reduction (%) =

{시험개시전 비듬의 중량(㎎)-시험개시 1개월 후 비듬의 중량(㎎)}{Weight of mg dandruff before test start-mg of dandruff 1 month after test start}

─────────────────────────────────────#12316;──────────────────────────────── × 100───────────────────────────────────── # 12316; ────────── ────────────────────── × 100

{시험개시전 비듬의 중량(㎎)}{Weight of mg dandruff before test start}

[표 4]TABLE 4

비듬감소율의 효과 비교(%)Comparison of effects of dandruff reduction rate (%)

상기한 시험의 결과로부터 본 발명에 의한 아연 피리치온 현탁액을 사용해서 제조한 실시예의 샴푸, 린스 제품이 시판중인 아연 피리치온 현탁액을 사용하여 제조한 비교예의 샴푸, 린스 보다 비듬 감소율이 현저하게 높아짐을 알 수 있다.From the results of the above test, the rate of dandruff reduction was significantly higher than that of the shampoo and rinse of the example prepared using the zinc pyrithione suspension according to the present invention, and the shampoo and rinse of the comparative example prepared using the commercially available zinc pyrithione suspension. It can be seen that high.

시험예 4 안정도 향상 효과 실험Test Example 4 Stability Improvement Effect Experiment

샴푸, 린스 제품의 안정도를 체크하기 위해 제조한 샴푸, 린스 제품을 투명유리용기(100㎖용량)에 각각 70㎖씩 넣어, 50℃의 항온조에서 일정기간 보관하여 제품의 안정도를 육안으로 관찰하였다. 그 결과를 표 5에 나타내었다.The shampoo and rinse products prepared to check the stability of the shampoo and rinse products were put in 70 ml of clear glass containers (100 ml capacity), respectively, and stored in a constant temperature bath at 50 ° C. for the visual observation of the product stability. The results are shown in Table 5.

[표 5]TABLE 5

샴푸 및 린스 제품의 안정도 비교 실험결과(50℃, 1개월간 보관)Results of comparing the stability of shampoo and rinse products (50 ℃, stored for 1 month)

상기한 시험의 결과로부터 종래의 아연 피리치온 현탁액을 사용해 제조한 샴푸, 린스의 안정도가 본 발명에 의한 아연 피리치온 현탁액을 사용해 제조한 샴푸, 린스보다 훨씬 불량함을 알 수 있다.From the results of the above test, it can be seen that the stability of the shampoo and rinse prepared using the conventional zinc pyrithione suspension is much worse than the shampoo and rinse prepared using the zinc pyrithione suspension according to the present invention.

이상의 시험예로부터, 본 발명에 의해 제공되는 아연 피리치온 현탁액은 시판중인 음이온 고분자를 현탁안정화제로 사용하여 제조한 아연 피리치온 현탁액 보다 더욱 미세한 입자크기를 나타내어 비듬방지효과가 월등히 우수하며, 또한 제품의 안정성 측면에서도 현저하게 향상되었음을 확연히 볼 수 있다.From the above test examples, the zinc pyrithione suspension provided by the present invention exhibits a finer particle size than the zinc pyrithione suspension prepared by using a commercially available anionic polymer as a suspension stabilizer, and has an excellent anti-dandruff effect. It is evident that the product is significantly improved in terms of stability.

Claims (2)

소듐 피리치온과 아연염을 반응시켜서 아연 피리치온을 제조하는데에 있어서, 하기 화학식 1로 표시되는 토코페레스(Tocophereth)를 반응물 총 중량에 대해 0.01~10중량%의 양으로 첨가하는 것을 특징으로 하는 아연 피리치온 현탁액의 제조방법 :In preparing zinc pyrithione by reacting sodium pyridion and zinc salt, Tocophereth represented by the following Chemical Formula 1 is added in an amount of 0.01 to 10% by weight based on the total weight of the reactant. Preparation method of zinc pyrithione suspension [화학식1][Formula 1] 식중에서, R1,R2는 H 또는 -CH3이고, n은 5~50의 정수이다Wherein R 1 and R 2 are H or -CH 3 and n is an integer from 5 to 50 모발 조성물에 있어서, 제 1항에 기재된 제조방법에 의해 제조된 아연 피리치온 현탁액을 조성물 총 중량에 대해 0.01~2.0중량%의 양으로 함유하는 것을 특징으로 하는 모발 조성물.A hair composition comprising the zinc pyrithione suspension prepared by the method according to claim 1 in an amount of 0.01 to 2.0% by weight based on the total weight of the composition.
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