KR20000051661A - A stable metal pyrithione dispersion - Google Patents

A stable metal pyrithione dispersion Download PDF

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KR20000051661A
KR20000051661A KR1019990002229A KR19990002229A KR20000051661A KR 20000051661 A KR20000051661 A KR 20000051661A KR 1019990002229 A KR1019990002229 A KR 1019990002229A KR 19990002229 A KR19990002229 A KR 19990002229A KR 20000051661 A KR20000051661 A KR 20000051661A
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sorbitan
pyrithione
dispersion
metal pyrithione
polyoxyethylene
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KR100508825B1 (en
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정현진
안병구
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구광시
주식회사 코오롱
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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/58—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing atoms other than carbon, hydrogen, halogen, oxygen, nitrogen, sulfur or phosphorus
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04—Dispersions; Emulsions
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/73—Polysaccharides
    • A61K8/731—Cellulose; Quaternized cellulose derivatives
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/02—Preparations for cleaning the hair

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  • Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
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  • Chemical & Material Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Cosmetics (AREA)
  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

PURPOSE: A metal pyrithione dispersion solution containing cellulose resin is provided which is very stable at low viscosity of 10-500cps. Therefore, excellent dispersion solution is prepared for shampoo such like. CONSTITUTION: A metal pyrithione has the structure of the formula I, in which M may be Zn2+, Cu2+, Mg2+, or Sr2+, and it has also an anti-microbial effect so that it is generally added to the dandruff-preventing shampoo. The metal pyrithione dispersion solution having 10 to 500cps of viscosity contains 1 to 50 wt.% of cellulose resin such as methyl cellulose, hydroxypropyl methylcellulose, or hydroxyethyl methylcellulose; 1 to 20 wt.% of elasticizer such as propylene glycol 300 monolaurate; and surfactant such as polyoxyethylene sorbitan monolaurate, polyoxyethylene sorbitan monostearate, polyoxyethylene sorbitan trioreate, sorbitan monolaurate, sorbitan monooleate, sorbitan monopalmitate, sorbitan monostearate, sorbitan trioreate or sorbitan sesqui-oreate. The metal pyrithione dispersion solution is stable under condition of low viscosity of 10 to 500cps.

Description

안정한 금속 피리치온 분산액{A stable metal pyrithione dispersion}A stable metal pyrithione dispersion

본 발명은 화학식 1의 금속 피리치온을 포함하는 안정한 분산액에 관한 것이다.The present invention relates to a stable dispersion comprising the metal pyrithione of formula (1).

금속 피리치온은 하기 화학식 1로 표시되는 화합물로서 항균성을 가지고 있어 비듬 방지 샴푸 등에 항균제로 첨가되어 사용되고 있으며 그중 아연 피리치온이 가장 널리 사용되고 있다.Metal pyrithione is a compound represented by the following Chemical Formula 1 and has antimicrobial properties and is used as an antibacterial agent for anti-dandruff shampoos, among which zinc pyrithione is most widely used.

상기 식에서 M은 Zn2+, Cu2+, Mg2+, 또는 Sr2+이다.Wherein M is Zn 2+ , Cu 2+ , Mg 2+ , or Sr 2+ .

상기 금속 피리치온 입자들은 물에 녹지 않는 입자들로서, 샴푸 등에 첨가되어 사용될 경우 물과의 밀도 차이와 분산된 금속 피리치온 입자들의 재응집 경향성 때문에 시간이 지나면서 분산이 불균일하게 되어 층분리가 발생하게 되는 문제점이 있다. 예를들어, 유럽 특허 EP-A-0 173 259에서는 아연 피리치온이 분산액의 상태에서 매우 민감하여, 염과 같은 전해질이나 양이온성 고분자 등이 존재하면 응고하는 경향성 때문에 아연 피리치온 입자들을 안정적으로 분산시키는 것이 어려움을 개시하고 있다.The metal pyrithione particles are insoluble in water, and when added to a shampoo or the like, the metal pyrithione particles become uneven in time due to the difference in density with water and the tendency of re-aggregation of the dispersed metal pyrithione particles. There is a problem that occurs. For example, in European Patent EP-A-0 173 259, zinc pyrithione is very sensitive in the state of dispersion, and stable zinc pyrithione particles due to the tendency to solidify in the presence of electrolytes such as salts or cationic polymers. It is difficult to disperse.

한편, 미국특허 제 5,639,803 호 및 미국특허 제 5,319,000 호에서는 상기와 같은 문제점 즉, 금속 피리치온의 재응집 및 분산액의 층분리 현상을 막기 위하여 분산액의 점도를 높이는 방법이 개시된 바 있다. 그러나 이렇게 제조된 분산액은 높은 점도(2000 ~ 30000cps)로 인하여 흐름성이 나쁘며, 주로 고분자의 첨가제로 사용된다.On the other hand, U.S. Patent No. 5,639,803 and U.S. Patent No. 5,319,000 have disclosed a method of increasing the viscosity of the dispersion in order to prevent the above problems, that is, re-agglomeration of the metal pyrithione and layer separation of the dispersion. However, the prepared dispersion is poor in flowability due to the high viscosity (2000 ~ 30000cps), mainly used as an additive of the polymer.

이에 본 발명자들은 상술한 바와 같은 문제점을 해결하기 위하여 저점도(10 ~ 500cps)에서 안정한 분산 상태를 유지하는 금속 피리치온 분산액을 개발하고자 연구를 거듭한 결과, 셀룰로우즈 계열의 수지를 일정량 함유시켜 분산액을 제조하였을 때 저점도에서 안정한 분산상태를 유지하는 것을 발견하여, 본 발명을 완성하게 되었다.In order to solve the problems described above, the present inventors have conducted research to develop a metal pyrithione dispersion that maintains a stable dispersion state at low viscosity (10 to 500 cps), and thus, contains a certain amount of a cellulose-based resin. When the dispersion was prepared, it was found to maintain a stable dispersion state at low viscosity, thereby completing the present invention.

따라서, 본 발명은 저점도에서 안정한 분산상태를 유지할 수 있는 금속 피리치온 분산액을 제공하는 것을 목적으로 한다.Accordingly, an object of the present invention is to provide a metal pyrithione dispersion which can maintain a stable dispersion state at low viscosity.

본 발명은 금속 피리치온 100 중량부에 대하여 셀룰로우즈 계열의 수지 1 ∼ 50 중량부를 포함하는 점도 10 ~ 500cps의 금속 피리치온 분산액에 관한 것이다.The present invention relates to a metal pyrithione dispersion having a viscosity of 10 to 500 cps, including 1 to 50 parts by weight of cellulose-based resin based on 100 parts by weight of metal pyrithione.

본 발명에 따른 분산액에 함유되는 금속 피리치온으로는 아연 피리치온, 구리 피리치온, 마그네슘 피리치온, 바륨 피리치온 또는 스트론튬 피리치온을 사용할 수 있다.As the metal pyrithione contained in the dispersion according to the present invention, zinc pyrithione, copper pyrithione, magnesium pyrithione, barium pyrithione or strontium pyrithione can be used.

본 발명에 따른 분산액에 특징적으로 사용되는 셀룰로우즈 계열의 수지로는 메틸셀룰로우즈, 하이드록시프로필 메틸셀룰로우즈 또는 하이드록시에틸 메틸셀룰로우즈가 바람직하다. 이러한 셀룰로우즈 계열의 수지는 금속 피리치온의 표면에 흡착하여 입체 장애 효과를 나타내어 분산 효과를 나타낼 뿐 아니라, 물의 점도를 증가시켜 금속 피리치온 입자의 재응집 현상 및 분산액의 층분리 현상을 막게 된다.As the cellulose-based resin characteristicly used in the dispersion according to the present invention, methyl cellulose, hydroxypropyl methyl cellulose or hydroxyethyl methyl cellulose are preferable. The cellulose-based resin adsorbs on the surface of the metal pyrithione to exhibit a steric hindrance effect, thereby exhibiting a dispersing effect, and also increases the viscosity of water to re-aggregate the metal pyrithione particles and layer separation of the dispersion. Will be blocked.

본 발명에 따른 분산액은 분산액의 흐름성을 좋게 하기 위하여 가소제를 함유할 수 있으며, 함량으로는 가소제 1 ~ 20 중량부가 바람직하며 가소제의 예로는 폴리에틸렌글리콜 300 모노라우레이트가 더욱 바람직하다.The dispersion according to the present invention may contain a plasticizer in order to improve the flowability of the dispersion, the content is preferably 1 to 20 parts by weight of plasticizer, and polyethylene glycol 300 monolaurate is more preferred as an example of the plasticizer.

또한 본 발명에 따른 분산액은 보다 안정적인 분산상태를 유지하기 위하여 계면활성제를 함유할 수 있으며, 계면활성제의 예로는 폴리옥시에틸렌 (20) 소비탄 모노라우레이트, 폴리옥시에틸렌 (20) 소비탄 모노오리에이트, 폴리옥시에틸렌 (20) 소비탄 모노팔미테이트, 폴리옥시에틸렌 (20) 소비탄 모노스테아레이트, 폴리옥시에틸렌 (20) 소비탄 트리오리에이트, 소비탄 모노라우레이트, 소비탄 모노오리에이트, 소비탄 모노팔미테이트, 소비탄 모노스테아레이트, 소비탄 트리오리에이트 또는 소비탄 세스퀴오리에이트가 바람직하다.In addition, the dispersion according to the present invention may contain a surfactant in order to maintain a more stable dispersion state, examples of the surfactant is polyoxyethylene (20) sorbitan monolaurate, polyoxyethylene (20) sorbitan monoolefin Ate, polyoxyethylene (20) sorbitan monopalmitate, polyoxyethylene (20) sorbitan monostearate, polyoxyethylene (20) sorbitan trioate, sorbitan monolaurate, sorbitan monooleate, Preferred are sorbitan monopalmitate, sorbitan monostearate, sorbitan trioriate or sorbitan sesquioliate.

이하 실시예를 통해 본 발명을 더욱 구체적으로 설명한다. 그러나 하기 실시예가 본 발명의 범위를 한정하는 것은 아니다.The present invention will be described in more detail with reference to the following Examples. However, the following examples do not limit the scope of the present invention.

실시예 1 : 25% 아연 피리치온 분산액Example 1 25% Zinc Pyrithione Dispersion

1L 둥근 바닥 플라스크에 아연 피리치온 100g, 5% 메틸셀룰로우즈 수용액 20g, 폴리에틸렌글리콜 300 모노라우레이트 2g와 폴리옥시에틸렌 (20) 소비탄 트리오리에이트 1g을 섞고 400RPM으로 1시간 동안 교반시켰다. 분산이 고르게 된 후 물 277g를 첨가하여 1000RPM에서 4 시간 동안 추가 교반하여 안정한 아연 피리치온 분산액을 제조하였다. 이 분산액의 점도는 20cps이고 상온에서 일주일간 안정하였다.In a 1 L round bottom flask, 100 g of zinc pyrithione, 20 g of 5% methylcellulose solution, 2 g of polyethylene glycol 300 monolaurate, and 1 g of polyoxyethylene (20) sorbitan trioleate were mixed and stirred at 400 RPM for 1 hour. After the dispersion was evenly added, 277 g of water was added and further stirred at 1000 RPM for 4 hours to prepare a stable zinc pyrithione dispersion. The dispersion had a viscosity of 20 cps and was stable at room temperature for one week.

실시예 2 : 40% 아연 피리치온 분산액Example 2: 40% Zinc Pyrithione Dispersion

500㎖ 둥근 바닥 플라스크에 아연 피리치온 100g, 5% 메틸셀룰로우즈 수용액 30g, 폴리에틸렌글리콜 300 모노라우레이트 3g와 폴리옥시에틸렌 (20) 소비탄 모노스테아레이트 2g을 섞고 400RPM으로 1시간 동안 교반시켰다. 분산이 고르게 된 후 물 115g를 첨가하여 1000RPM에서 4시간 동안 추가 교반하여 안정한 아연 피리치온 분산액을 제조하였다. 이 분산액의 점도는 60cps이고 37℃에서 일주일간 안정하였다.In a 500 ml round bottom flask, 100 g of zinc pyrithione, 30 g of 5% methylcellulose solution, 3 g of polyethylene glycol 300 monolaurate, and 2 g of polyoxyethylene (20) sorbitan monostearate were mixed and stirred at 400 RPM for 1 hour. . After the dispersion was evenly added, 115 g of water was added and further stirred at 1000 RPM for 4 hours to prepare a stable zinc pyrithione dispersion. The dispersion had a viscosity of 60 cps and was stable at 37 ° C. for one week.

실시예 3: 50% 아연 피리치온 분산액Example 3: 50% Zinc Pyrithione Dispersion

500㎖ 둥근 바닥 플라스크에 아연 피리치온 100g, 5% 메틸셀룰로우즈 수용액 40g, 폴리에틸렌글리콜 300 모노라우레이트 4g와 폴리옥시에틸렌 (20) 소비탄 모노스테아레이트 3g를 섞고 400RPM으로 1시간 동안 교반시켰다. 분산이 고르게 된 후 물 53g을 첨가하여 1000RPM에서 4시간 동안 추가 교반하여 안정한 아연 피리치온 분산액을 제조하였다. 이 분산액의 점도는 100cps이고 45℃에서 일주일간 안정하였다.In a 500 ml round bottom flask, 100 g of zinc pyrithione, 40 g of 5% methylcellulose solution, 4 g of polyethylene glycol 300 monolaurate, and 3 g of polyoxyethylene (20) sorbitan monostearate were mixed and stirred at 400 RPM for 1 hour. . After the dispersion was evenly added, 53 g of water was added and further stirred at 1000 RPM for 4 hours to prepare a stable zinc pyrithione dispersion. The dispersion had a viscosity of 100 cps and was stable at 45 ° C. for one week.

비교예 1: 50% 아연 피리치온 분산액Comparative Example 1: 50% Zinc Pyrithione Dispersion

500㎖ 둥근 바닥 플라스크에 아연 피리치온 100g, 폴리에틸렌글리콜 300 모노라우레이트 4g, 폴리옥시에틸렌 (20) 소비탄 모노스테아레이트 3g과 물 10g를 섞고 400RPM으로 1시간 동안 교반시켰다. 분산이 고르게 된 후 물 83g를 첨가하여 1000RPM에서 4시간 동안 추가 교반하였다. 이 분산액은 분산이 안정적이지 않아 상온에서 수 시간이 지나면 아연 피리치온이 가라앉게 되었다.In a 500 ml round bottom flask, 100 g of zinc pyrithione, 4 g of polyethylene glycol 300 monolaurate, 3 g of polyoxyethylene (20) sorbitan monostearate, and 10 g of water were mixed and stirred at 400 RPM for 1 hour. After the dispersion was evened, 83 g of water was added and further stirred at 1000 RPM for 4 hours. This dispersion was not stable in dispersion, and after several hours at room temperature, zinc pyrithione subsided.

본 발명에 따른 분산액은 저점도(10 ~ 500cps)에서 안정한 분산상태를 유지할 수 있는 금속 피리치온 분산액으로서, 본 발명에 의하면 샴푸 등의 제품에 실제 사용시 매우 우수한 분산액이 제공될 수 있다.The dispersion according to the present invention is a metal pyrithione dispersion which can maintain a stable dispersion state at low viscosity (10 to 500 cps). According to the present invention, a dispersion which is very excellent in actual use in a product such as shampoo can be provided.

Claims (5)

금속 피리치온 100 중량부에 셀룰로우즈 계열의 수지 1 ~ 50 중량부를 포함하는 점도 10 ∼ 500cps의 금속 피리치온 분산액.A metal pyrithione dispersion having a viscosity of 10 to 500 cps, containing 1 to 50 parts by weight of cellulose-based resin in 100 parts by weight of metal pyrithione. 제1항에 있어서, 금속 피리치온이 아연 피리치온, 구리 피리치온, 마그네숨 피리치온, 바륨 피리치온 또는 스트론튬 피리치온임을 특징으로 하는 금속 피리치온 분산액.The metal pyrithione dispersion according to claim 1, wherein the metal pyrithione is zinc pyrithione, copper pyrithione, magnesium pyrithione, barium pyrithione or strontium pyrithione. 제1항에 있어서, 셀룰로우즈 계열의 수지가 메틸셀룰로우즈, 하이드록시프로필 메틸셀룰로우즈 또는 하이드록시에틸 메틸셀룰로우즈임을 특징으로 하는 금속 피리치온 분산액.The metal pyrithione dispersion according to claim 1, wherein the cellulose-based resin is methylcellulose, hydroxypropyl methylcellulose or hydroxyethyl methylcellulose. 제1항에 있어서, 가소제 1 ~ 20 중량부 및 계면활성제 1 ~ 30 중량부를 더욱 포함하는 것을 특징으로 하는 금속 피리치온 분산액.The metal pyrithione dispersion according to claim 1, further comprising 1 to 20 parts by weight of a plasticizer and 1 to 30 parts by weight of a surfactant. 제4항에 있어서, 가소제가 폴리에틸렌글리콜 300 모노라우레이트이고, 계면활성제가 폴리옥시에틸렌 (20) 소비탄 모노라우레이트, 폴리옥시에틸렌 (20) 소비탄 모노오리에이트, 폴리옥시에틸렌 (20) 소비탄 모노팔미테이트, 폴리옥시에틸렌 (20) 소비탄 모노스테아레이트, 폴리옥시에틸렌 (20) 소비탄 트리오리에이트, 소비탄 모노라우레이트, 소비탄 모노오리에이트, 소비탄 모노팔미테이트, 소비탄 모노스테아레이트, 소비탄 트리오리에이트 및 소비탄 세스퀴오리에이트로 구성된 군으로부터 선택된 것임을 특징으로 하는 금속 피리치온 분산액.The plasticizer according to claim 4, wherein the plasticizer is polyethylene glycol 300 monolaurate, and the surfactant is polyoxyethylene (20) sorbitan monolaurate, polyoxyethylene (20) sorbitan monooleate, polyoxyethylene (20) consumption Tan monopalmitate, polyoxyethylene (20) sorbitan monostearate, polyoxyethylene (20) sorbitan trioleate, sorbitan monolaurate, sorbitan monooriate, sorbitan monopalmitate, sorbitan mono Metallic pyrithione dispersion, characterized in that it is selected from the group consisting of stearate, sorbitan trioriate and sorbitan sesquioliate.
KR10-1999-0002229A 1999-01-25 1999-01-25 A stable metal pyrithione dispersion KR100508825B1 (en)

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Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100634967B1 (en) * 2000-01-21 2006-10-16 주식회사 코오롱 Ultra fine metal-pyrithione dispersion free of salt and process for preparing the same

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5662899A (en) * 1979-10-29 1981-05-29 Sunstar Hamigaki Hair shampoo
JPS5780499A (en) * 1980-11-10 1982-05-20 Jiyonson Kk Shampoo composition
US4557928A (en) * 1982-07-06 1985-12-10 Amway Corporation Anti-dandruff cream rinse conditioner
JPS61151110A (en) * 1984-12-24 1986-07-09 Daicel Chem Ind Ltd Cosmetic

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100634967B1 (en) * 2000-01-21 2006-10-16 주식회사 코오롱 Ultra fine metal-pyrithione dispersion free of salt and process for preparing the same

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