KR20090073368A - A stable nano-emulsion with narrow particle size distribution - Google Patents

A stable nano-emulsion with narrow particle size distribution Download PDF

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KR20090073368A
KR20090073368A KR1020070141288A KR20070141288A KR20090073368A KR 20090073368 A KR20090073368 A KR 20090073368A KR 1020070141288 A KR1020070141288 A KR 1020070141288A KR 20070141288 A KR20070141288 A KR 20070141288A KR 20090073368 A KR20090073368 A KR 20090073368A
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신홍주
안순애
권이경
조준철
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(주)아모레퍼시픽
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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
    • 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
    • A61K8/06—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
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34—Alcohols
    • A—HUMAN NECESSITIES
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    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
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    • A61K8/00—Cosmetics or similar toiletry preparations
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    • 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
    • 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
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    • A61K8/89—Polysiloxanes
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    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q11/00—Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/41—Particular ingredients further characterized by their size
    • A61K2800/413—Nanosized, i.e. having sizes below 100 nm

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Abstract

A nano-emulsion is provided to prevent smell generated during the production of the nano-emulsion, improve the thermal stability at high temperature and enhance the homogeneity of the quality. A nano-emulsion comprises a polycaprolactone-polyethyleneglycol(PCL-PEG) block copolymer as a main stabilizing agent and inulin lauryl carbamate, poloxamer or their mixture as a adjuvant surfactant. The nano-emulsion comprises 0.1-10 weight% of main stabilizing agent and 0.01-10 weight% of adjuvant surfactant based on total weight. The nano-emulsion further comprises 0.1-60 weight% of silicon oil, ester-based oil, hydrocarbon-based oil, plant oil, UV protection oil and their mixture. The nano emulsion comprises 0-20 weight% of one more adjuvant component selected from color, incense, antiseptic and tackifier.

Description

안정하고 균일한 입도분포를 가지는 나노에멀젼{A stable nano-emulsion with narrow particle size distribution}A stable nano-emulsion with narrow particle size distribution

본 발명은 양친매성고분자를 함유한 안정하고 균일한 입도분포를 가지는 나노에멀젼, 이의 제조방법 및 이를 함유하는 화장료 조성물에 관한 것이다. 보다 상세하게는 양친매성고분자로 폴리카프로락톤-폴리에틸렌글리콜(PCL-PEG) 블록공중합체와 보조 계면활성제로 주안정화제로서 양친매성 고분자인 폴리카프로락톤-폴리에틸렌글리콜(PCL-PEG) 블록공중합체와 보조 계면활성제로서 이눌린라우릴카바메이트, 폴록사머 또는 이들의 혼합물을 포함하는 것을 특징으로 한다. The present invention relates to a nanoemulsion having a stable and uniform particle size distribution containing amphiphilic polymer, a preparation method thereof, and a cosmetic composition containing the same. More specifically, the polycaprolactone-polyethylene glycol (PCL-PEG) block copolymer as an amphiphilic polymer and the polycaprolactone-polyethylene glycol (PCL-PEG) block copolymer which is an amphiphilic polymer as a main stabilizer as an auxiliary surfactant It is characterized in that it comprises inulin lauryl carbamate, poloxamer or a mixture thereof as a surfactant.

에멀젼은 하나의 액상에 섞이지 않는 하나 이상의 액상이 분산되어 있는 액-액 분산계를 말하는데, 일반적으로 0.1 마이크로미터(mm)에서 수십 마이크로미터(mm)의 크기 분포를 가진다. 이와 같은 매크로에멀젼은 열역학적으로 불안정 상태이며 응집(Flocculation), 침강(Sedimentation), 크리밍(Creaming), 입자성장(Ostwald ripening), 유착(Coalescence) 등과 같은 다양한 경로로 종국에는 분리되려는 성질을 가지고 있다. 이때 분산상의 에멀젼 입자의 크기가 나노 크기로 작아지면 입자간의 브라운 운동에 의해 동역학적(Kinetic) 측면에서 에멀젼의 안정도 를 크게 향상시킬 수 있고, 내상의 함량이 높은 저점도의 에멀젼을 제조할 수 있기 때문에 다양한 사용감을 가진 화장료를 만들 수 있을 뿐만 아니라 입자크기가 작아 피부에 유효성분을 효과적으로 전달할 수 있는 장점이 있다. Emulsion refers to a liquid-liquid dispersion system in which one or more liquid phases are dispersed in one liquid phase, and generally have a size distribution of 0.1 micrometer (mm) to several tens of micrometers (mm). Such macroemulsions are thermodynamically unstable and tend to eventually separate by various pathways such as floculation, sedimentation, creaming, ostwald ripening, and coalescence. . In this case, when the size of the emulsion particles in the dispersed phase is reduced to nano size, the stability of the emulsion can be greatly improved in terms of kinetics by the Brownian motion between the particles, and a low viscosity emulsion having a high content of the inner phase can be prepared. Because of this, not only can make cosmetics with a variety of feeling, but also has a small particle size can effectively deliver the active ingredient to the skin.

문헌에 따라 조금씩 차이는 있으나 일반적으로 분산상의 입자의 평균 직경이 20~500nm인 액-액 분산계를 나노에멀젼이라고 하는데(Flockhart, I. R. etc, Nanoemulsions derived from lanolin show promising drug delivery properties, J. Pharm. pharmacol., 50(Supplement)1998, 141), 보통 고압유화법나 PIT 유화법을 사용하고 있다. 고압유화법는 인지질을 주계면활성제로 사용하고 적당한 보조 계면활성제(co-surfactant)를 병용하여 고압(예를 들어, 약 800 ~ 1,500 기압)의 유화기(High pressure homogenizer)를 사용하여 입자를 나노 크기로 쪼개주는 방법인데, 인지질의 고온 불안정성(예를 들어, 오일분리, 크리밍, 등)으로 인해 변취나 고온 안정도가 떨어지며, 특히 분산상의 입도 분포가 상대적으로 넓어 제조 로트마다 균질한 품질을 확보하기 어려운 단점이 있었다. 그리고 PIT 법은 PIT(Phase Transition Temperature 혹은 HLB temperature)를 가지는 특정 계면활성제 시스템에 한정되며, 계면활성제에 따라 온도 범위가 좁거나 넓을 수 있기 때문에 제조가 제한적이고 어렵다는 문제를 가지고 있었다. In general, liquid-liquid dispersion systems with average diameters of 20 to 500 nm in the dispersed phase are called nanoemulsions (Flockhart, IR etc, Nanoemulsions derived from lanolin show promising drug delivery properties, J. Pharm.pharmacol). , 50 (Supplement) 1998, 141), usually using high pressure emulsification or PIT emulsification. The high pressure emulsification method uses phospholipids as the main surfactant and uses a suitable co-surfactant in combination with a high pressure homogenizer at a high pressure (for example, about 800 to 1,500 atm) to achieve a nano-sized particle size. It is a method of dividing into phospholipids, which results in poor odor and high temperature stability due to high temperature instability of phospholipids (eg, oil separation, creaming, etc.). There was a hard disadvantage. In addition, the PIT method is limited to a specific surfactant system having a PIT (Phase Transition Temperature or HLB temperature), and has a problem that manufacturing is limited and difficult because the temperature range may be narrow or wide depending on the surfactant.

이에 본 발명자들은 제조 중 발생할 수 있는 변취 문제 해결 및 제조된 나노에멀젼의 고온 안정성을 확보하고 더 나아가 균일한 입도 분포를 가져 품질의 균질성을 높일 수 있는 방법에 대해 지속적인 연구를 통해 양친매성 고분자인 폴리카프로락톤-폴리에틸렌글리콜(PCL-PEG) 블록공중합체를 주안정화제로 포함하고 보조 계 면활성제로 이눌린라우릴카바메이트, 폴록사머 혹은 이의 혼합물을 포함하는 나노 에멀젼은 제조 중 발생되는 변취의 문제와 나노 에멀젼의 고온 안정성을 획기적으로 개선할 수 있을 뿐만 아니라 균일한 입도분포를 가지는 것을 확인하였다. Accordingly, the present inventors have continued to study how to improve the homogeneity of the quality by solving the problem of odor that may occur during manufacture and securing the high temperature stability of the prepared nanoemulsion and furthermore, having a uniform particle size distribution. Nanoemulsions comprising caprolactone-polyethyleneglycol (PCL-PEG) block copolymers as main stabilizers and inulin laurylcarbamate, poloxamer or mixtures thereof as auxiliary surfactants are problematic for the problem of odor occurring during manufacturing and It was confirmed that not only the high temperature stability of the emulsion can be significantly improved, but also the uniform particle size distribution.

본 발명이 이루고자 하는 기술적 과제는 제조 중 발생할 수 있는 변취 문제를 해결하고 균일한 입도 분포를 가지면서 고온에서 안정한 나노에멀젼 및 이를 함유하는 화장료 조성물을 제공하는데 있다. 이를 위해 다양한 종류의 양친매성 물질들과 오일의 종류 및 함량에 따른 나노에멀젼 양친매성 고분자인 폴리카프로락톤-폴리에틸렌글리콜(PCL-PEG) 블록공중합체를 주안정화제로 사용하고 보조 계면활성제로 이눌린라우릴카바메이트, 폴록사머 혹은 이의 혼합물로 제조되는 나노 에멀젼은 제조 중 발생되는 변취의 문제와 나노 에멀젼의 고온 안정성을 획기적으로 개선할 수 있을 뿐만 아니라 균일한 입도분포를 가지는 것을 확인하고 본 발명을 완성하게 되었다.The technical problem to be achieved by the present invention is to solve the problem of odor that may occur during manufacturing and to provide a stable emulsion at high temperature with a uniform particle size distribution and a cosmetic composition containing the same. For this purpose, polycaprolactone-polyethylene glycol (PCL-PEG) block copolymer, a nanoemulsion amphiphilic polymer according to various kinds of amphiphilic substances and oils, is used as a main stabilizer and inulin lauryl as an auxiliary surfactant. Nanoemulsions prepared from carbamate, poloxamer, or mixtures thereof can not only dramatically improve the problem of odors occurring during manufacture and high temperature stability of the nanoemulsion, but also ensure that they have a uniform particle size distribution and complete the present invention. It became.

따라서 본 발명의 목적은 균일한 입도분포를 가지는 안정한 나노에멀젼 및 이를 함유하는 화장료 조성물을 제공하는 것이다. Accordingly, an object of the present invention is to provide a stable nanoemulsion having a uniform particle size distribution and a cosmetic composition containing the same.

상기의 목적을 달성하기 위해 주안정화제로서 양친매성 고분자인 폴리카프로락톤-폴리에틸렌글리콜(PCL-PEG) 블록공중합체와 보조 계면활성제로서 이눌린라우릴카바메이트, 폴록사머 또는 이들의 혼합물을 포함하는 본 발명에 따른 나노에멀젼은 나노에멀젼 총 중량에 대하여 주안정화제인 폴리카프로락톤-폴리에틸렌글리콜(PCL-PEG) 블록공중합체를 0.1내지 10중량%, 바람직하게는 0.1 내지 3 중량%를 사용하고 보조 계면활성제인 이눌린라우릴카바메이트, 폴록사머 및 이들의 혼합물 을 0.01내지 10중량%, 바람직하게는 0.1 내지 3 중량%를 사용하는 것을 특징으로 한다. 주안정화제인 폴리카프로락톤-폴리에틸렌글리콜(PCL-PEG) 블록공중합체는 PCL(폴리카프로락톤)과 PEG(폴리에틸렌글리콜)의 중량비가 1:2에서 12:1인 것인바, 보다 바람직하게는 1:1에서 4:1이고, 분자량이 2,000에서 60,000 달톤 정도가 가능한 바, 보다 바람직하게는 분자량이 4,000에서 20,000 달톤인 블록공중합체를 말하며, 예를 들어 상품명 PCG-101이 예시된다.The present invention comprises polycaprolactone-polyethylene glycol (PCL-PEG) block copolymer, an amphiphilic polymer as a main stabilizer, and inulin lauryl carbamate, poloxamer, or mixtures thereof, as an auxiliary surfactant to achieve the above object. The nanoemulsion according to the present invention uses 0.1 to 10% by weight of polycaprolactone-polyethylene glycol (PCL-PEG) block copolymer, which is the main stabilizer, based on the total weight of the nanoemulsion, and preferably 0.1 to 3% by weight. Inulin lauryl carbamate, poloxamer and mixtures thereof are characterized by using 0.01 to 10% by weight, preferably 0.1 to 3% by weight. Polycaprolactone-polyethylene glycol (PCL-PEG) block copolymer as the main stabilizer is a weight ratio of PCL (polycaprolactone) and PEG (polyethylene glycol) 1: 2 to 12: 1, more preferably 1: A bar copolymer having a molecular weight of 1 to 4: 1 and having a molecular weight of 2,000 to 60,000 Daltons is possible, more preferably 4,000 to 20,000 Daltons, and for example, the trade name PCG-101 is exemplified.

폴록사머로는 화학식 1로 표시되는 폴리옥시에틸렌과 폴리옥시프로필렌 공중합체가 사용되었고, 예를 들면 상품명 Lutrol F-127(폴록사머 407)을 들 수 있다.As the poloxamer, a polyoxyethylene and a polyoxypropylene copolymer represented by the formula (1) were used. Examples thereof include trade name Lutrol F-127 (poloxamer 407).

[화학식 1][Formula 1]

Figure 112007094919610-PAT00001
Figure 112007094919610-PAT00001

상기 화학식 1에서, X = 2 내지 128, Y = 16 내지 67, Z = 2 내지 128이다.In Formula 1, X = 2 to 128, Y = 16 to 67, Z = 2 to 128.

또한 본 발명에 따른 나노에멀젼은 실리콘 오일, 에스테르계 오일, 하이드로카본계 오일, 식물성 오일, 자외선차단오일 및 이들의 혼합물을 0.1 내지 60 중량%, 바람직하게는 5 내지 30 중량%를 사용하는 것을 특징으로 한다. 실리콘 오일은 옥타메틸사이클로테트라실록산 및 데카메틸사이클로펜타실록산 등과 같이 하기 화학식 2로 표시되는 사이클로메치콘형 실리콘 오일을 사용하는 것이 바람직하다: In addition, the nanoemulsion according to the present invention is characterized by using 0.1 to 60% by weight, preferably 5 to 30% by weight of silicone oil, ester oil, hydrocarbon oil, vegetable oil, sunscreen oil and mixtures thereof. It is done. As the silicone oil, it is preferable to use a cyclomethicone type silicone oil represented by the following Chemical Formula 2, such as octamethylcyclotetrasiloxane and decamethylcyclopentasiloxane.

[화학식 2][Formula 2]

Figure 112007094919610-PAT00002
Figure 112007094919610-PAT00002

또한 비휘발성 실리콘 오일로는 디메치콘 및 폴리페트리닐메치콘; 탄화수소계 오일로는 스쿠알란, 유동파라핀 및 하이드로제네이티드 C6-14 올레핀폴리머; 에스테르계 오일로는 부틸렌글라이콜디카프릴레이트-디카프레이트, C14-18 알킬에틸헥사노에이트, 디카프릴릴카보네이트, 세틸옥타노에이트 및 옥틸도데실미리스테이트; 식물성 오일로는 메도폼씨드오일, 올리브오일 및 호호바오일;자외선 차단오일로는 에틸헥실메톡시신나메이트, 옥틸살리실레이트, 에틸헥실트리아진 및 비스-에틸헥실옥시페놀메톡시페닐트리아진을 예로 들 수 있으나 이에만 한정되는 것은 아니다.Nonvolatile silicone oils also include dimethicone and polypetrinylmethicone; Hydrocarbon-based oils include squalane, liquid paraffin, and hydrogenated C6-14 olefin polymers; Ester oils include butyleneglycol dicaprylate-dicaprate, C14-18 alkylethylhexanoate, dicaprylylcarbonate, cetyloctanoate and octyldodecyl myristate; Examples of vegetable oils include meadowfoam seed oil, olive oil and jojoba oil; examples of ultraviolet blocking oil include ethylhexylmethoxycinnamate, octylsalicylate, ethylhexyltriazine and bis-ethylhexyloxyphenol methoxyphenyltriazine. But it is not limited thereto.

또한 본 발명의 나노에멀젼에는 나노 입자의 계면막 강화를 위해 C12~C22의 지방산 알코올을 에멀젼 총 중량에 대하여 0.1 내지 10 중량%를 함유하는 포함할 수 있으며, 보조성분으로 색소, 향, 방부제, 점증제 등을 나노에멀젼 총 중량에 대하여 0 내지 20 중량%을 함유할 수 있다. In addition, the nanoemulsion of the present invention may contain 0.1 to 10% by weight of C12 ~ C22 fatty acid alcohol to the total weight of the emulsion to strengthen the interfacial membrane of the nanoparticles, and as a secondary component pigments, flavors, preservatives, thickening And the like may contain 0 to 20% by weight relative to the total weight of the nanoemulsion.

상기 지방산 알코올로는 세토스테아릴알코올, 비헤닐알코올 등이 예시되며, 점증제로는 에칠아크릴레이트/소듐아크릴로일디메칠타우레이트코폴리머, 카보머, 폴리아크릴레이트-13 등이 예시된다. Examples of the fatty acid alcohol include cetostearyl alcohol, bihenyl alcohol, and the like, and examples of the thickener include acrylate / sodium acryloyl dimethyl taurate copolymer, carbomer, and polyacrylate-13.

본 발명에서 제공하는 나노에멀젼은 수성상과 유성상을 50℃~ 80℃의 온도에서 균일하게 혼합/용해시킨 후 이를 500~2500 bar의 압력에서 균질화하여 제조할 수 있다. The nanoemulsion provided by the present invention may be prepared by homogeneously mixing / dissolving an aqueous phase and an oil phase at a temperature of 50 ° C. to 80 ° C. and homogenizing it at a pressure of 500 to 2500 bar.

본 발명에 따른 나노에멀젼의 제조방법은 상세하게는 수상성분을 50 내지 80℃에서 교반하면서 안정화제인 폴리카프로락톤-폴리에틸렌글리콜(PCL-PEG) 공중합체를 포함하는 유상성분을 첨가하여 프리에멀젼을 제조하는 단계; 상기 프리에멀젼을 고압유화기에서 500 내지 2500bar의 압력에서 균질화하는 단계; 를 포함하며, 보조 계면활성제로서 이눌린라우릴카바메이트를 상기 수상성분에 포함하거나, 폴록사머를 상기 유상성분에 포함하거나, 또는 이들 보조 계면활성제로 이눌린라우릴카바메이트를 상기 수상성분에 포함하고 폴록사머를 상기 유상성분에 포함하는 것을 특징으로 한다.In detail, the method for preparing a nanoemulsion according to the present invention is a pre-emulsion by adding an oil phase component including a polycaprolactone-polyethylene glycol (PCL-PEG) copolymer as a stabilizer while stirring the aqueous phase component at 50 to 80 ° C. Making; Homogenizing the preemulsion at a pressure of 500 to 2500 bar in a high pressure emulsifier; It includes, and includes the inulin lauryl carbamate as an auxiliary surfactant in the water phase component, the poloxamer is included in the oil phase component, or the inulin lauryl carbamate in these water-based surfactant is included in the water phase component and It is characterized by including a sammer in the oil phase component.

본 발명에 따른 나노에멀젼을 함유하는 화장료 조성물의 제형에는 특별한 제한은 없으나 피부, 점막, 두피 또는 모발 등에 사용할 수 있는 것으로서, 상기 화장료 조성물은 유연화장수, 영양화장수, 로션, 크림, 팩, 젤, 패치 또는 스프레이(미스트)으로부터 선택되는 기초 화장료 조성물, 립스틱, 메이크업베이스, 또는 파운데이션으로부터 선택되는 색조 화장료 조성물, 샴푸, 린스, 바디클렌저, 치약, 구강 청정제로부터 선택되는 세정료 조성물, 또는 헤어토닉, 젤, 무스 등의 정발제, 양모제, 염모제로부터 선택되는 모발용 화장료 조성물을 포함하며, 또한 로션, 연고, 겔, 크림, 패취 또는 분무제와 같은 의약품 및 의약부외품 등으로 폭넓게 적 용할 수 있다. The formulation of the cosmetic composition containing a nanoemulsion according to the present invention is not particularly limited, but may be used on skin, mucous membranes, scalp or hair, and the cosmetic composition is a softening lotion, nourishing cosmetics, lotion, cream, pack, gel, patch Or a cosmetic composition selected from a spray (mist), a cosmetic composition selected from a lipstick, a makeup base, or a foundation, a shampoo, a rinse, a body cleanser, a toothpaste, a mouthwash, or a hair tonic, a gel, It includes a cosmetic composition for hair selected from a hair-setting agent such as mousse, a wool agent, and a hair dye, and can also be widely applied to medicines such as lotions, ointments, gels, creams, patches or sprays, and quasi-drugs.

양친매성 고분자인 폴리카프로락톤-폴리에틸렌글리콜(PCL-PEG) 블록공중합체를 주안정화제로 사용하고 보조 계면활성제로 이눌린라우릴카바메이트, 폴록사머 혹은 이의 혼합물을 사용하여 제조된 본 발명에 따른 나노에멀젼 혹은 이를 함유하는 화장료 조성물은 제조 중 발생되는 변취의 문제와 고온 안정성을 획기적으로 개선할 수 있을 뿐만 아니라 균일한 입도분포를 가지고 있어서 로트별 품질 균질성을 극대화 할 수 있는 효과가 있다. Nanoemulsion according to the present invention prepared using the amphiphilic polymer polycaprolactone-polyethylene glycol (PCL-PEG) block copolymer as the main stabilizer and inulin lauryl carbamate, poloxamer or mixtures thereof as a cosurfactant Or the cosmetic composition containing it can not only significantly improve the problem of deodorization and high temperature stability generated during manufacturing, but also has a uniform particle size distribution, thereby maximizing the quality homogeneity of each lot.

이하, 실시예 및 시험예를 들어 본 발명을 보다 상세하게 설명하기로 한다. 그러나, 본 발명의 범위가 하기 실험예 및 시험예 등으로 한정되는 것은 아니다. Hereinafter, the present invention will be described in more detail with reference to Examples and Test Examples. However, the scope of the present invention is not limited to the following experimental examples, test examples and the like.

[제조예][Production example]

표 1에 기재된 유상성분을 혼합하여 60℃~ 70℃로 가온한 후 완전 용해하였으며, 표1에 기재된 수상성분을 혼합하여 용해한 후 60℃~ 70℃로 가온하였다. 상기 상기 수상성분을 호모게나이저(Homogenizer)를 이용하여 7000rpm으로 교반하면서 60℃~70℃에서 상기 유상성분을 서서히 첨가하여 유화하여 프리에멀젼(pre-emulsion)을 제조하였다. 제조된 프리에멀젼을 고압유화기(High pressure homogenizer)를 사용하여 1,000bar에서 1회 이상 재순환 처리하여 나노에멀젼을 제 조하였하였다. The oil phase components shown in Table 1 were mixed and heated to 60 ° C. to 70 ° C., and then completely dissolved. The aqueous phase components shown in Table 1 were mixed and dissolved, and then heated to 60 ° C. to 70 ° C. Pre-emulsion was prepared by slowly emulsifying the oil phase component at 60 ° C. to 70 ° C. while stirring the aqueous phase component at 7000 rpm using a homogenizer. The prepared preemulsion was recycled one or more times at 1,000 bar using a high pressure homogenizer to prepare a nanoemulsion.

[표-1]Table-1

Figure 112007094919610-PAT00003
Figure 112007094919610-PAT00003

[ 실시예 ] 나노에멀젼 안정도 및 평균 입자크기 및 분포 EXAMPLES The nano-emulsion stability, and an average particle size and distribution

표1에 기재된 조성에 의하여 제조된 제조예 1 내지 제조예 3 및 비교예 1 내지 비교예 3의 나노에멀젼을 30도, 45도, 순환 항온조에서 크리밍이나 오일 분리와 같은 에멀젼 안정도를 관찰하고, 에멀젼의 평균입도와 입도 분포는 동적 레이저 광산란법(Dynamic Light Scattering, 기기 모델: Zetasizer 300HS, Malvern, UK)을 이용하여 측정하였다. 이때 산란각은 90도로 고정하고 측정온도는 25도로 유지하였다. 표-2에서 보는 바와 같이 폴리카프로락톤-폴리에틸렌글리콜(PCL-PEG) 블록공중합체를 주안정화제로 사용하면서 이눌린라우릴카바메이트, 폴록사머 혹은 이의 혼합물을 같이 배합할 경우 고온 안정도를 확보할 수 있음을 알 수 있다. 그러나 이에 반해 종래의 인지질을 사용한 나노에멀젼의 경우 고온에서 내용물의 변취나 오일 분리가 발생, 폴리카프로락톤-폴리에틸렌글리콜(PCL-PEG) 블록공중합체 단독으로 사용할 경우에도 나노에멀젼의 변취 문제는 해결되지만 고온 안정성이 떨어지는 것을 알 수 있다. 또한 도 1에서 보는 바와 같이 폴리카프로락톤-폴리에틸렌글리콜(PCL-PEG) 블록공중합체를 주안정화제로 사용하면서 이눌린라우릴카바메이트이나 폴록사머를 배합할 경우 균일한 입자크기를 가진 나노에멀젼을 얻을 수 있고, 특히 폴리카프로락톤-폴리에틸렌글리콜(PCL-PEG) 블록공중합체, 이눌린라우릴카바메이트, 그리고 폴록사머를 동시에 사용할 경우 평균 입자크기가 200nm 이하이면서 입도분포가 대단히 균일한 나노에멀젼을 제조할 수 있음을 알 수 있다. The nanoemulsions of Preparation Examples 1 to 3 and Comparative Examples 1 to 3 prepared according to the compositions shown in Table 1 were observed at 30 degrees, 45 degrees, emulsion stability such as creaming or oil separation in a circulating thermostat, The average particle size and particle size distribution of the emulsion were measured using dynamic light scattering (Dynamic Light Scattering, instrument model: Zetasizer 300HS, Malvern, UK). The scattering angle was fixed at 90 degrees and the measurement temperature was maintained at 25 degrees. As shown in Table 2, high temperature stability can be ensured by combining inulin lauryl carbamate, poloxamer or a mixture thereof while using polycaprolactone-polyethylene glycol (PCL-PEG) block copolymer as the main stabilizer. It can be seen. However, in the case of nanoemulsions using conventional phospholipids, deodorization or oil separation of the contents occurs at high temperatures, and even when used as polycaprolactone-polyethylene glycol (PCL-PEG) block copolymer alone, the problem of deodorization of nanoemulsions is solved. It turns out that high temperature stability falls. In addition, as shown in FIG. 1, when the polycaprolactone-polyethylene glycol (PCL-PEG) block copolymer is used as the main stabilizer, inulin lauryl carbamate or poloxamer may be blended to obtain a nanoemulsion having a uniform particle size. In particular, when polycaprolactone-polyethylene glycol (PCL-PEG) block copolymer, inulin lauryl carbamate, and poloxamer are used at the same time, an average particle size of 200 nm or less and a very uniform particle size distribution can be prepared. It can be seen that.

[표-2] 온도/시간에 따른 실시예와 비교예의 나노에멀젼 안정도 변화 [Table-2] Nanoemulsion Stability Changes of Examples and Comparative Examples According to Temperature / Time

Figure 112007094919610-PAT00004
Figure 112007094919610-PAT00004

도 1은 본 발명에 따른 나노에멀젼 입도분포이다.1 is a particle size distribution of a nanoemulsion according to the present invention.

Claims (12)

주안정화제로서 양친매성 고분자인 폴리카프로락톤-폴리에틸렌글리콜(PCL-PEG) 블록공중합체와 보조 계면활성제로서 이눌린라우릴카바메이트, 폴록사머 또는 이들의 혼합물을 포함하는 나노에멀젼.A nanoemulsion comprising a polycaprolactone-polyethylene glycol (PCL-PEG) block copolymer, an amphiphilic polymer, as a main stabilizer, and inulin lauryl carbamate, poloxamer, or a mixture thereof, as an auxiliary surfactant. 제 1항에 있어서, The method of claim 1, 나노에멀젼 총 중량에 대하여 주안정화제인 폴리카프로락톤-폴리에틸렌글리콜(PCL-PEG) 블록공중합체 0.1 내지 10중량% 및 보조 계면활성제인 이눌린라우릴카바메이트, 폴록사머 및 이들의 혼합물 0.01 내지 10중량%를 포함하는 것을 특징으로 하는 나노에멀젼. 0.1-10% by weight of the main stabilizer polycaprolactone-polyethylene glycol (PCL-PEG) block copolymer relative to the total weight of the nanoemulsion and 0.01-10% by weight of the inulin lauryl carbamate, poloxamer and mixtures thereof Nanoemulsion comprising a. 제 2항에 있어서,The method of claim 2, 나노에멀젼 총 중량에 대하여 주안정화제인 폴리카프로락톤-폴리에틸렌글리콜(PCL-PEG) 블록공중합체 0.1 내지 3 중량%, 보조 계면활성제인 이눌린라우릴카바메이트, 폴록사머 및 이들의 혼합물 0.1 내지 3 중량%를 포함하는 것을 특징으로 하는 나노에멀젼.0.1-3% by weight of the main stabilizer polycaprolactone-polyethylene glycol (PCL-PEG) block copolymer relative to the total weight of the nanoemulsion, and 0.1-3% by weight of the auxiliary surfactant inulin lauryl carbamate, poloxamer and mixtures thereof Nanoemulsion comprising a. 제 1항에 있어서, The method of claim 1, 나노에멀젼 총 중량에 대하여 실리콘 오일, 에스테르계 오일, 하이드로카본 계 오일, 식물성 오일, 자외선차단오일 및 이들의 혼합물을 0.1 내지 60 중량%, 바람직하게는 5 내지 30 중량%를 사용하는 것을 특징으로 하는 나노에멀젼.To the total weight of the nanoemulsion, 0.1 to 60% by weight, preferably 5 to 30% by weight of silicone oil, ester oil, hydrocarbon oil, vegetable oil, sunscreen oil and mixtures thereof are used. Nanoemulsion. 제 4항에 있어서, The method of claim 4, wherein 나노에멀젼 총 중량에 대하여 실리콘 오일, 에스테르계 오일, 하이드로카본계 오일, 식물성 오일, 자외선차단오일 및 이들의 혼합물 5 내지 30 중량%를 함유하는 것을 특징으로 하는 나노에멀젼.A nanoemulsion comprising 5 to 30% by weight of silicone oil, ester oil, hydrocarbon oil, vegetable oil, sunscreen oil and mixtures thereof, based on the total weight of the nanoemulsion. 제 1항에 있어서, The method of claim 1, 나노에멀젼 총 중량에 대하여 C12~C22의 지방산 알코올 0.1 내지 10 중량%를 함유하는 것을 특징으로 하는 나노에멀젼.Nanoemulsion, characterized in that containing 0.1 to 10% by weight of fatty acid alcohol of C12 ~ C22 relative to the total weight of the nanoemulsion. 제 1항에 있어서, The method of claim 1, 색소, 향, 방부제, 점증제로부터 선택되는 1 이상의 보조성분을 총 중량에 대하여 나노에멀젼 총 중량에 대하여 0 내지 20 중량%을 함유하는 나노에멀젼.A nanoemulsion containing 0-20% by weight, based on the total weight of the nanoemulsion, of at least one auxiliary ingredient selected from pigments, flavors, preservatives, thickeners. 제 1항 내지 제 7항에 따른 나노에멀젼을 함유하는 화장료 조성물.A cosmetic composition containing the nanoemulsion according to claim 1. 제 8 항에 있어서,The method of claim 8, 상기 화장료 조성물은 유연화장수, 영양화장수, 로션, 크림, 팩, 젤, 패치 또는 스프레이(미스트)으로부터 선택되는 기초 화장료 조성물, 립스틱, 메이크업베이스, 또는 파운데이션으로부터 선택되는 색조 화장료 조성물, 샴푸, 린스, 바디클렌저, 치약, 구강 청정제로부터 선택되는 세정료 조성물, 또는 헤어토닉, 젤, 무스 등의 정발제, 양모제, 염모제로부터 선택되는 모발용 화장료 조성물인 것을 특징으로 하는 화장료 조성물.The cosmetic composition is a cosmetic composition, shampoo, rinse, body color selected from basic cosmetic composition, lipstick, makeup base, or foundation selected from softener, nourishing cosmetic, lotion, cream, pack, gel, patch or spray (mist) A cosmetic composition comprising a cleansing composition selected from a cleanser, a toothpaste and an oral cleanser, or a hair cosmetic composition selected from a hair tonic, a gel, a mousse, a hair agent, and a hair dye. 수상성분을 50 내지 80℃에서 교반하면서 안정화제인 폴리카프로락톤-폴리에틸렌글리콜(PCL-PEG) 블록공중합체를 포함하는 유상성분을 첨가하여 프리에멀젼을 제조하는 단계;Preparing a pre-emulsion by adding an oil phase component including a polycaprolactone-polyethylene glycol (PCL-PEG) block copolymer as a stabilizer while stirring the aqueous phase component at 50 to 80 ° C; 상기 프리에멀젼을 고압유화기에서 500 내지 2500bar의 압력에서 균질화하는 단계;Homogenizing the preemulsion at a pressure of 500 to 2500 bar in a high pressure emulsifier; 를 포함하며,Including; 보조 계면활성제로서 이눌린라우릴카바메이트를 상기 수상성분에 포함하거나, 폴록사머를 상기 유상성분에 포함하는 것을 특징으로 하는 나노에멀젼의 제조방법.A method for producing a nanoemulsion, comprising inulin lauryl carbamate as an auxiliary surfactant or poloxamer in the oil phase component. 제 10항에 있어서,The method of claim 10, 나노에멀젼 총 중량에 대하여 주안정화제인 폴리카프로락톤-폴리에틸렌글리콜(PCL-PEG) 블록공중합체 0.1 내지 10중량% 및 보조 계면활성제인 이눌린라우릴카바메이트, 폴록사머 및 이들의 혼합물 0.01 내지 10중량%를 포함하는 것을 특징으 로 하는 나노에멀젼. 0.1-10% by weight of the main stabilizer polycaprolactone-polyethylene glycol (PCL-PEG) block copolymer relative to the total weight of the nanoemulsion and 0.01-10% by weight of the inulin lauryl carbamate, poloxamer and mixtures thereof Nanoemulsion comprising a. 제 11항에 있어서,The method of claim 11, 상기 유상성분에 나노에멀젼 총 중량에 대하여 실리콘 오일, 에스테르계 오일, 하이드로카본계 오일, 식물성 오일, 자외선차단 오일 및 이들의 혼합물 0.1 내지 60 중량%와 C12~C22의 지방산 알코올 0.1 내지 10 중량%를 함유하는 것을 특징으로 하는 나노에멀젼의 제조방법.0.1 to 60% by weight of silicone oil, ester oil, hydrocarbon oil, vegetable oil, sunscreen oil and mixtures thereof and 0.1 to 10% by weight of fatty acid alcohol of C12 to C22 based on the total weight of the nanoemulsion A method for producing a nanoemulsion, characterized in that it contains.
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