KR20050037339A - Hairdressing cosmetic composition - Google Patents
Hairdressing cosmetic composition Download PDFInfo
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- KR20050037339A KR20050037339A KR1020040061610A KR20040061610A KR20050037339A KR 20050037339 A KR20050037339 A KR 20050037339A KR 1020040061610 A KR1020040061610 A KR 1020040061610A KR 20040061610 A KR20040061610 A KR 20040061610A KR 20050037339 A KR20050037339 A KR 20050037339A
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- vinylpyrrolidone
- cosmetic composition
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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
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/90—Block copolymers
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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
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/73—Polysaccharides
- A61K8/738—Cyclodextrins
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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
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
- A61K8/8152—Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers
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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
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/817—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions or derivatives of such polymers, e.g. vinylimidazol, vinylcaprolactame, allylamines (Polyquaternium 6)
- A61K8/8176—Homopolymers of N-vinyl-pyrrolidones. Compositions of derivatives of such polymers
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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
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/817—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions or derivatives of such polymers, e.g. vinylimidazol, vinylcaprolactame, allylamines (Polyquaternium 6)
- A61K8/8182—Copolymers of vinyl-pyrrolidones. Compositions of derivatives of such polymers
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- 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
- A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
Abstract
본 발명은 수용성 피막 형성 수지와 수용성 덱스트린을 함유하는 것으로, 세팅력 및 세팅 유지력이 뛰어나고 세발성(洗髮性)도 양호한 모발용 화장료를 제공하는 것을 특징으로 한다.The present invention comprises a water-soluble film-forming resin and a water-soluble dextrin, and is characterized by providing a hair cosmetic having excellent setting force, setting holding power, and good hairstylability.
Description
본 발명은 두발용 정발제(整髮劑), 마스카라 등의 모발용 화장료 조성물에 관한 것이다.The present invention relates to cosmetic compositions for hair, such as hair dressing agents and mascara.
모발용 화장료 조성물로서는 예를 들어 두발용 분무 타입 정발제, 거품 타입 정발제, 젤, 크림, 왁스나 마스카라 등의 속눈썹용 화장료가 있다. 이들 모발용 화장료 조성물에는 정발성을 부여하기 위해 피막 형성제가 배합된다. 피막 형성제에는 여러가지 것이 있지만, 그 중에서도 비닐피롤리돈계 중합체는 투명한 피막을 형성하고, 정발력이 높은 점에서 널리 사용되고 있다.As a hair cosmetic composition, there are cosmetics for eyelashes, such as a hair spray type hair dressing agent, a foam type hair dressing agent, a gel, cream, a wax, and mascara, for example. In order to provide hairstyling property, the film forming agent is mix | blended with these hair cosmetic compositions. Although there exist many kinds of film forming agents, the vinylpyrrolidone type polymer is especially used by the point which forms a transparent film and high hairstyling power.
이들 모발용 화장료 조성물에 요구되는 기능으로서는 높은 세팅력에 더하여 장시간 세팅을 유지할 수 있는 것을 들 수 있다. 그 때문에 여러가지의 개량방법도 제안되어 있다. 예를 들어, 일본 특개2000-239127호 공보에는 글리세롤 유도체 등의 유제를 배합하는 것이 개시되어 있다. 또한, 일본 특개평05-246830호 공보에는 비닐피롤리돈계 중합체에 카르복시메틸셀룰로스 등의 다른 고분자를 병용하는 것이 개시되어 있다.As a function required for these hair cosmetic compositions, what can maintain a setting for a long time in addition to a high setting power is mentioned. Therefore, various improvement methods are also proposed. For example, Japanese Patent Laid-Open No. 2000-239127 discloses blending an oil agent such as a glycerol derivative. Japanese Unexamined Patent Application Publication No. 05-246830 discloses the use of another polymer such as carboxymethyl cellulose in combination with a vinylpyrrolidone polymer.
그러나, 이와 같은 종래의 모발용 화장료 조성물에서는 유제 등을 배합한 경우에는 계(系)를 안정화시키기 위해 계면 활성제를 배합할 필요가 있고, 사용감을 손상시키는 문제가 있었다. 또한, 계의 투명성이 손실되어 경우에 따라서는 상품가치를 손상시키는 경우도 있었다. 한편, 카르복시메틸셀룰로스 등의 고분자를 병용한 경우에는, 반대 이온성 고분자를 사용할 수 없는 등의 제약을 받는 경우가 있었다. 또한, 세팅 유지 효과 그 자체가 불충분하다는 문제도 있었다. 또한, 모발용 화장료 조성물에는 세발시에 모발로부터 용이하게 제거할 수 있는 것(세발성)도 요구되지만, 상기와 같은 유제나 고분자 물질은 대량으로 배합하면 세발성이 나빠진다는 문제도 있었다. However, in such a conventional hair cosmetic composition, when mix | blending an oil agent etc., it is necessary to mix | blend surfactant in order to stabilize a system, and there existed a problem of impairing a feeling of use. In addition, the transparency of the system was lost, and in some cases, the value of the product was impaired. On the other hand, when a polymer such as carboxymethyl cellulose is used in combination, there are cases in which a counterionic polymer cannot be used. Moreover, there also existed a problem that the setting maintenance effect itself was inadequate. In addition, the cosmetic composition for hair is also required to be easily removed from the hair during trituration (tribology), but there is also a problem in that the trituration of such an oily agent and a high molecular substance results in deterioration of the trituration.
본 발명은 상기를 감안하여 이루어진 것으로, 종래 기술과 같은 문제점을 발생시키지 않고 양호한 세팅 유지력이 얻어지는 모발용 화장료 조성물을 제공하는 것을 목적으로 한다.This invention is made | formed in view of the above, and an object of this invention is to provide the cosmetic composition for hair which can obtain favorable setting holding force, without generating the same problem as the prior art.
본 발명의 모발용 화장료 조성물은 상기의 과제를 해결하기 위해 수용성 피막 형성 수지와 수용성 덱스트린을 함유하는 것으로 한다(청구항 1).In order to solve the said subject, the cosmetic composition for hair of this invention shall contain a water-soluble film formation resin and water-soluble dextrin (claim 1).
수용성 피막 형성 수지로서는 비닐피롤리돈계 중합체를 사용할 수 있고(청구항 2), 그 중에서도 폴리비닐피롤리돈, 비닐피롤리돈/아세트산 비닐 공중합체, 및 비닐피롤리돈/N,N-디메틸아미노에틸메타크릴산 공중합체 디에틸 황산염으로 이루어진 군으로부터 선택된 1종 또는 2종 이상을 사용하는 것이 바람직하다(청구항 3).Vinylpyrrolidone-based polymers can be used as the water-soluble film-forming resin (claim 2), and among them, polyvinylpyrrolidone, vinylpyrrolidone / vinyl acetate copolymer, and vinylpyrrolidone / N, N-dimethylaminoethyl It is preferable to use one or two or more selected from the group consisting of methacrylic acid copolymer diethyl sulfate (claim 3).
수용성 덱스트린 유도체로서는 고분기도(高度分岐)의 환상(環狀) 덱스트린을 사용할 수 있다(청구항 4).As the water-soluble dextrin derivative, a highly branched cyclic dextrin can be used (claim 4).
본 발명의 모발용 화장료 조성물에 의하면, 수용성 피막 형성 수지와 함께 수용성 덱스트린을 사용함으로써, 계의 안정성을 손상시키지 않고 세팅 유지력을 개선할 수 있다. 또한, 물에 대한 용해성이 뛰어난 수용성 덱스트린을 사용함으로써 세발성의 문제도 발생하지 않는다.According to the cosmetic composition for hair of this invention, by using water-soluble dextrin together with a water-soluble film formation resin, setting holding power can be improved without impairing the stability of a system. Moreover, the problem of trituration does not arise by using the water-soluble dextrin which is excellent in solubility in water.
청구항 2, 3에 기재된 바와 같이, 수용성 피막 형성 수지로서는 비닐피롤리돈계 중합체를 사용할 수 있고, 내습성이 낮은 비닐피롤리돈계 중합체를 사용하는 경우에 본 발명은 특히 유용하다.As described in Claims 2 and 3, a vinylpyrrolidone polymer can be used as the water-soluble film-forming resin, and the present invention is particularly useful when a vinyl pyrrolidone polymer having low moisture resistance is used.
청구항 4에 기재된 바와 같이 수용성 덱스트린으로서 고분기도의 환상 덱스트린을 사용한 경우에는 세팅 유지력 향상 효과가 특히 우수하고, 세발성도 양호하다.As described in claim 4, when a highly branched cyclic dextrin is used as the water-soluble dextrin, the effect of improving setting retention is particularly excellent, and the trituration is good.
본 발명에서 사용하는 수용성 피막 형성 수지는 수용성이고 모발에 부착되어 피막을 형성할 수 있는 것이면 특별히 제한되지 않고, 양성 중합체, 음이온 중합체, 양이온 중합체, 비이온 중합체 중 어떤 것이어도 좋다.The water-soluble film-forming resin used in the present invention is not particularly limited as long as it is water-soluble and can adhere to the hair to form a film. Any of an amphoteric polymer, an anionic polymer, a cationic polymer, and a nonionic polymer may be used.
수용성 피막 형성 수지의 구체예로서는 비닐이미다졸륨트리클로라이드/비닐피롤리돈 공중합체, 비닐피롤리돈/4차화 디메틸아미노에틸메타크릴레이트 공중합체, 폴리비닐피롤리돈/알킬아미노아크릴레이트 공중합체, 폴리비닐피롤리돈/알킬아미노아크릴레이트/비닐카프로락탐 공중합체, 비닐피롤리돈/메타크릴아미노프로필 염화 트리메틸암모늄 공중합체, 폴리비닐피롤리돈, 폴리비닐피롤리돈/아세트산 비닐 공중합체, 비닐피롤리돈/N,N-디메틸아미노에틸메타크릴산 공중합체 디에틸 황산염 등의 비닐피롤리돈계 중합체를 들 수 있고, 그 중에서도 폴리비닐피롤리돈, 비닐피롤리돈/아세트산 비닐 공중합체, 및 비닐피롤리돈/N,N-디메틸아미노에틸메타크릴산 공중합체 디에틸 황산염이 바람직하다. 비닐피롤리돈계 중합체는 각종 시판되고 있고, 그것들을 적절하게 이용할 수 있다. 이들 피막 형성성 수지는 1종을 단독으로 사용할 수도 있고, 2종 이상을 배합하여 사용할 수도 있다.Specific examples of the water-soluble film-forming resin include vinylimidazolium trichloride / vinylpyrrolidone copolymer, vinylpyrrolidone / 4 quaternized dimethylaminoethyl methacrylate copolymer, polyvinylpyrrolidone / alkylaminoacrylate copolymer, Polyvinylpyrrolidone / alkylaminoacrylate / vinylcaprolactam copolymer, vinylpyrrolidone / methacrylaminopropyl trimethylammonium chloride copolymer, polyvinylpyrrolidone, polyvinylpyrrolidone / vinyl acetate copolymer, vinyl Vinylpyrrolidone-based polymers such as pyrrolidone / N, N-dimethylaminoethylmethacrylic acid copolymer diethyl sulfate, among which polyvinylpyrrolidone, vinylpyrrolidone / vinyl acetate copolymer, and Vinylpyrrolidone / N, N-dimethylaminoethylmethacrylic acid copolymer diethyl sulfate is preferred. Vinylpyrrolidone-based polymers are commercially available in various ways, and they can be suitably used. These film formation resins may be used individually by 1 type, and may be used in combination of 2 or more type.
수용성 피막 형성 수지의 배합량은 전체 조성 중의 고형분으로서 0.01~20 중량%가 바람직하고, 특히 0.5~5 중량%가 바람직하다.0.01-20 weight% is preferable as solid content in the whole composition, and, as for the compounding quantity of water-soluble film formation resin, 0.5-5 weight% is especially preferable.
다음에 수용성 덱스트린은 수용성이기만 하면 구조, 분자량 모두 특별히 한정되지 않고 사용할 수 있고, 덱스트린에는 덱스트린 유도체도 포함되는 것으로 한다. 예를 들어, α-덱스트린, β-덱스트린, γ-덱스트린, 히드록시프로필-β-덱스트린, 고분기도의 환상 덱스트린 등을 들 수 있다. 그 중에서도 고분기도의 환상 덱스트린은 세팅 유지력, 세발성 모두 뛰어난 모발용 화장료 조성물이 얻어지는 점에서 바람직하다. 고분기도의 환상 덱스트린으로서는 일본 식품 화공 주식회사 등으로부터 판매되고 있는 크라스타-덱스트린(등록상표)을 바람직하게 사용할 수 있다.Next, the water-soluble dextrin may be used without any particular limitation on its structure and molecular weight as long as it is water-soluble, and the dextrin also includes a dextrin derivative. For example, (alpha)-dextrin, (beta) -dextrin, (gamma)-dextrin, hydroxypropyl (beta)-dextrin, cyclic dextrin of highly branched degree, etc. are mentioned. Among them, a highly branched cyclic dextrin is preferable in that a cosmetic composition for hair excellent in both setting holding power and trituration can be obtained. As the highly branched cyclic dextrin, Krasta-dextrin (registered trademark) sold by Japan Food Chemical Co., Ltd. or the like can be preferably used.
수용성 덱스트린의 배합량은 전체 조성중의 고형분으로서 0.1~15 중량%가 바람직하고, 특히 2~5 중량%가 바람직하다.As for solid content in the whole composition, 0.1-15 weight% is preferable and, as for the compounding quantity of water-soluble dextrin, 2-5 weight% is especially preferable.
본 발명의 모발용 화장료 조성물에는 상기 수용성 피막 형성 수지와 수용성 덱스트린 유도체 이외에 통상의 화장료 등에 사용되는 성분, 즉 알콜, 보습제, 유분, 계면 활성제, 향료, 색소, 안료, 자외선 흡수제, 방부제, 산화방지제, 분사제 등을 본 발명의 효과를 손상시키지 않는 범위에서 적절하게 배합할 수 있다.In the hair cosmetic composition of the present invention, in addition to the water-soluble film-forming resin and water-soluble dextrin derivatives, components used in ordinary cosmetics, such as alcohols, humectants, oils, surfactants, perfumes, pigments, pigments, ultraviolet absorbers, preservatives, antioxidants, and sprays An agent etc. can be mix | blended suitably in the range which does not impair the effect of this invention.
[실시예, 비교예][Example, Comparative Example]
표 1에 나타낸 비율로, 수용성 피막 형성 수지로서의 비닐피롤리돈계 중합체, 수용성 덱스트린(크라스타-덱스트린, 일본 식품 화공(주)제조), 글리세린, 에탄올, 정제수를 배합하여 혼합하고, 모발용 화장료 조성물 시료를 얻었다. 또한, 비닐피롤리돈계 중합체로서는 이하의 것을 사용했다.In the ratios shown in Table 1, a vinylpyrrolidone-based polymer as a water-soluble film-forming resin, a water-soluble dextrin (Crasta-dextrin, manufactured by Nippon Kogyo Kogyo Co., Ltd.), glycerin, ethanol, and purified water are mixed and mixed to prepare a hair cosmetic composition sample. Got. In addition, the following were used as a vinylpyrrolidone type polymer.
폴리비닐피롤리돈: Mw 1000000Polyvinylpyrrolidone: Mw 1000000
비닐피롤리돈·아세트산 비닐 공중합체: Mw 50000, 중합비는 비닐피롤리돈/아세트산 비닐 공중합체 = 6/4(몰비)Vinylpyrrolidone-vinyl acetate copolymer: Mw 50000, polymerization ratio is vinylpyrrolidone / vinyl acetate copolymer = 6/4 (molar ratio)
비닐피롤리돈·N,N-디메틸아미노에틸메타크릴산 공중합체 디에틸 황산염: Mw 1000000, 중합비는 비닐피롤리돈·N,N-디메틸아미노에틸메타크릴산 공중합체 디에틸 황산염 = 7/3(몰비)Vinylpyrrolidone-N, N-dimethylaminoethylmethacrylic acid copolymer diethyl sulfate: Mw 1000000, polymerization ratio is vinylpyrrolidone-N, N-dimethylaminoethylmethacrylic acid copolymer diethyl sulfate = 7 / 3 (molar ratio)
상기에 의해 얻어진 각 시료에 대해서 세팅 유지력을 이하와 같이 평가했다.The setting holding force was evaluated as follows about each sample obtained by the above.
세팅 유지력: 길이 15 ㎝, 무게 1 g의 모발 묶음에 각 시료 0.5 g을 균일하게 도포하여, 직경 2 ㎝의 로드(유리관)에 감고, 40 ℃의 항온실내에 6시간 방치하여 완전하게 건조시켰다. 건조 후, 로드를 빼내고, 모발 묶음의 외관상의 길이(L)를 측정하고, 다음에 온도 25 ℃, 습도 90 %의 항온항습실에 모발 묶음을 매달아 2시간 후에 꺼내어, 다시 모발 묶음의 외관의 길이(Lo)를 측정했다. 이들의 측정값으로부터 세팅 유지력을 다음 식에서 구했다.Setting holding force: 0.5 g of each sample was uniformly applied to a bundle of hair 15 cm in length and 1 g in weight, wound on a rod (glass tube) having a diameter of 2 cm, and left in a constant temperature chamber at 40 ° C for 6 hours to dry completely. After drying, the rod is pulled out, the apparent length (L) of the hair bundle is measured, and the hair bundle is hung in a constant temperature and humidity chamber at a temperature of 25 ° C. and a humidity of 90%, and taken out after 2 hours, and again the length of the appearance of the hair bundle ( Lo) was measured. The setting holding force was calculated | required from the following formula from these measured values.
상기 수치가 100에 가까울수록 세팅 유지력이 강한 것을 나타낸다. 얻어진 수치에 기초하여 이하의 평가를 표 1에 나타냈다.The closer the value is to 100, the stronger the setting holding force. The following evaluation was shown in Table 1 based on the obtained numerical value.
◎: 80% 이상(매우 좋음), ○: 50% 이상 80% 미만(좋음), △: 30% 이상 50% 미만(약간 나쁨), ×: 30% 미만(나쁨)◎: 80% or more (very good), ○: 50% or more but less than 80% (good), △: 30% or more but less than 50% (slightly bad), ×: less than 30% (bad)
본 발명의 모발용 화장료 조성물은 헤어 스프레이, 헤어폼, 스타일링 로션, 헤어젤, 헤어 미스트, 마스카라 등으로서 사용할 수 있다.The cosmetic composition for hair of the present invention can be used as a hair spray, a hair foam, a styling lotion, a hair gel, a hair mist, a mascara and the like.
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| Application Number | Priority Date | Filing Date | Title |
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| JPJP-P-2003-00358565 | 2003-10-17 | ||
| JP2003358565A JP2005120045A (en) | 2003-10-17 | 2003-10-17 | Cosmetic composition for hair |
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| KR20050037339A true KR20050037339A (en) | 2005-04-21 |
| KR100673768B1 KR100673768B1 (en) | 2007-01-24 |
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| US7666963B2 (en) | 2005-07-21 | 2010-02-23 | Akzo Nobel N.V. | Hybrid copolymers |
| US20080020961A1 (en) | 2006-07-21 | 2008-01-24 | Rodrigues Klin A | Low Molecular Weight Graft Copolymers |
| NO20073834L (en) | 2006-07-21 | 2008-01-22 | Akzo Nobel Chemicals Int Bv | Sulfonated graft copolymers |
| JP5245347B2 (en) * | 2006-11-22 | 2013-07-24 | ライオン株式会社 | Hair cosmetics |
| US20130137799A1 (en) | 2009-07-31 | 2013-05-30 | Akzo Nobel N.V. | Graft copolymers |
| JP5731279B2 (en) * | 2011-05-25 | 2015-06-10 | 株式会社マンダム | Hair composition |
| US8853144B2 (en) | 2011-08-05 | 2014-10-07 | Ecolab Usa Inc. | Cleaning composition containing a polysaccharide graft polymer composition and methods of improving drainage |
| US8636918B2 (en) | 2011-08-05 | 2014-01-28 | Ecolab Usa Inc. | Cleaning composition containing a polysaccharide hybrid polymer composition and methods of controlling hard water scale |
| US8679366B2 (en) | 2011-08-05 | 2014-03-25 | Ecolab Usa Inc. | Cleaning composition containing a polysaccharide graft polymer composition and methods of controlling hard water scale |
| US8841246B2 (en) | 2011-08-05 | 2014-09-23 | Ecolab Usa Inc. | Cleaning composition containing a polysaccharide hybrid polymer composition and methods of improving drainage |
| MX2014005089A (en) | 2011-11-04 | 2014-08-08 | Akzo Nobel Chemicals Int Bv | Graft dendrite copolymers, and methods for producing the same. |
| CN103945828A (en) | 2011-11-04 | 2014-07-23 | 阿克佐诺贝尔化学国际公司 | Hybrid dendrite copolymers, compositions thereof and methods for producing the same |
| US8945314B2 (en) | 2012-07-30 | 2015-02-03 | Ecolab Usa Inc. | Biodegradable stability binding agent for a solid detergent |
| JP2014062088A (en) * | 2012-08-30 | 2014-04-10 | Kao Corp | Hair cosmetic |
| JP2014047152A (en) * | 2012-08-30 | 2014-03-17 | Kao Corp | Hair cosmetic |
| US9365805B2 (en) | 2014-05-15 | 2016-06-14 | Ecolab Usa Inc. | Bio-based pot and pan pre-soak |
| KR101975751B1 (en) * | 2018-11-06 | 2019-05-08 | 대한민국 | Curbs for measuring the depth of saliva in urban center |
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| KR100673768B1 (en) | 2007-01-24 |
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