KR20110125645A - Oil gelling agent,composition containing oil gelling agent, and external preparation or cosmetic for skin - Google Patents

Oil gelling agent,composition containing oil gelling agent, and external preparation or cosmetic for skin Download PDF

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KR20110125645A
KR20110125645A KR1020117020491A KR20117020491A KR20110125645A KR 20110125645 A KR20110125645 A KR 20110125645A KR 1020117020491 A KR1020117020491 A KR 1020117020491A KR 20117020491 A KR20117020491 A KR 20117020491A KR 20110125645 A KR20110125645 A KR 20110125645A
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compound
gelling agent
oil
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사츠키 미야가와
카즈히로 스즈키
켄지 하나부사
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코세 코퍼레이션
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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
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    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K47/00Medicinal preparations characterised by the non-active ingredients used, e.g. carriers or inert additives; Targeting or modifying agents chemically bound to the active ingredient
    • A61K47/06Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite
    • A61K47/16Organic compounds, e.g. natural or synthetic hydrocarbons, polyolefins, mineral oil, petrolatum or ozokerite containing nitrogen, e.g. nitro-, nitroso-, azo-compounds, nitriles, cyanates
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/02Cosmetics or similar toiletry preparations characterised by special physical form
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    • A61K8/042Gels
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
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    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
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    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/48Thickener, Thickening system
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02Preparations containing skin colorants, e.g. pigments
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02Preparations containing skin colorants, e.g. pigments
    • A61Q1/04Preparations containing skin colorants, e.g. pigments for lips
    • A61Q1/06Lipsticks
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/02Preparations containing skin colorants, e.g. pigments
    • A61Q1/10Preparations containing skin colorants, e.g. pigments for eyes, e.g. eyeliner, mascara
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q17/00Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
    • A61Q17/04Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair

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Abstract

비극성 또는 저극성의 유제에 소량 배합함으로써 안정성이 높은 고투명성 겔을 형성할 수 있는 유겔화제를 제공한다. 본 발명의 유겔화제는 아실부분이 탄소수 15~21의 직쇄 알킬기인 1,2-비스(아실아미노)시클로헥산 유도체와, 아실부분이 총 탄소수 15~21의, 1위치에 치환기로서 직쇄 알킬기를 갖는 직쇄 알킬기인 비스(아실아미노)시클로헥산 유도체를 혼합하여 제작한다.Provided is a gelling agent capable of forming a highly stable high transparency gel by blending a small amount in a nonpolar or low polar oil. The eugelating agent of the present invention has a 1,2-bis (acylamino) cyclohexane derivative in which the acyl moiety has 15 to 21 carbon atoms, and the acyl moiety has a linear alkyl group as a substituent at 1 position of 15 to 21 carbon atoms in total. It is prepared by mixing a bis (acylamino) cyclohexane derivative which is a linear alkyl group.

Description

유겔화제, 이 유겔화제를 함유하는 유겔조성물 및 이 유겔조성물을 함유하는 피부외용제 또는 화장료{OIL GELLING AGENT,COMPOSITION CONTAINING OIL GELLING AGENT, AND EXTERNAL PREPARATION OR COSMETIC FOR SKIN}Ogel gelling agent, eugel composition containing this gelling agent and skin external preparation or cosmetic containing this gelling agent {OIL GELLING AGENT, COMPOSITION CONTAINING OIL GELLING AGENT, AND EXTERNAL PREPARATION OR COSMETIC FOR SKIN}

본 발명은 직쇄알킬기를 함유하는 비스(아실아미노)시클로헥산 유도체와, 분기알킬기를 함유하는 비스(아실아미노)시클로헥산 유도체를 포함하는 유겔화제, 이 유겔화제를 함유하는 유겔조성물, 및 이 유겔조성물을 첨가한 화장료, 피부외용제에 관한 것이다.The present invention provides a gelling agent comprising a bis (acylamino) cyclohexane derivative containing a linear alkyl group, a bis (acylamino) cyclohexane derivative containing a branched alkyl group, a eugel composition containing the eugelizing agent, and the yugel composition It relates to cosmetics and skin external preparations added.

화장료 분야에서는 상온에서 액체나 고체인 유성의 화장료 기제(유제)를 화장료에 첨가할 때에, 화장료로서의 형태를 다양화시키고 또한 보다 사용성을 향상시키기 위해, 유제에 유겔화제를 첨가하여, 겔화된 유겔조성물을 조제하고나서 첨가하는 경우가 있으며, 겔화제는 유제(油劑))의 점성이나 구조성을 컨트롤하여 사용성을 높이고, 유제를 포함하는 화장품의 안정성이나 사용감을 향상시키기 위해 중요한 역할을 하는 것으로 여겨진다.In the cosmetic field, when adding an oily cosmetic base (emulsion), which is a liquid or a solid at room temperature, to a cosmetic, a gelled eugel composition is added by adding a gelling agent to the oil to diversify the form as a cosmetic and further improve usability. The gelling agent plays an important role in improving the usability by controlling the viscosity and structure of the emulsion and improving the stability and the feeling of use of the cosmetic containing the emulsion. .

종래, 탄화수소, 에스테르, 트리글리세라이드, 실리콘 오일 등의 유제에 첨가되는 유겔화제로서는 왁스 등의 고형 유제를 비롯하여 덱스트린지방산에스테르, 12-히드록시스테아린산 등이 사용되었으며, 유제와 유겔화제의 종류나 혼합비율을 검토함으로써, 화장료에 사용되는 유겔조성물의 사용성 향상이 도모되어 왔다. 그러나, 왁스를 유겔화제로서 사용하면, 안정된 유겔조성물을 형성하는 농도에서는 유겔조성물이 백탁되어버려, 투명감이나 광택이 높은 화장료에 배합하기 위해서는 부적당한 경우가 있으며, 또한, 덱스트린지방산에스테르를 유겔화제로서 사용하면, 투명한 유겔조성물을 형성하지만, 고농도로 배합할 필요가 있으며, 또한 고온에서는 부드러워지는 등 화장료에 배합할 때의 사용성 측면에서 바람직하지 않은 경우가 있다고 여겨진다. 또한, 12-히드록시스테아린산을 유겔화제로서 사용한 경우는 겔화될 수 있는 유제의 종류가 적고, 겔화될 수 있는 경우라도, 얻어진 겔조성물은 거친 겔 형상이며 사용성이 조금 부족하였다.Conventionally, as the gelling agent added to oils such as hydrocarbons, esters, triglycerides and silicone oils, solid emulsions such as waxes, dextrin fatty acid esters, 12-hydroxystearic acid and the like have been used. By examining these, the usability improvement of the eugel composition used for cosmetics has been aimed at. However, when wax is used as the gelling agent, the gelling composition becomes cloudy at a concentration that forms a stable gelling composition, and may be unsuitable for blending into cosmetics having high transparency and gloss, and dextrin fatty acid ester is used as the gelling agent. If it is used, it forms a transparent eugel composition, but it is necessary to mix | blend it in high concentration, and it is considered that it may be undesirable from a usability viewpoint at the time of mix | blending with cosmetics, such as softening at high temperature. In addition, when 12-hydroxystearic acid was used as the gelling agent, there were few kinds of emulsions that could be gelled, and even when gelation was possible, the obtained gel composition had a rough gel form and had a slight lack of usability.

한편, 디아미노시클로헥산 유도체와 관련해서는 비스(아실아미노)시클로헥산 유도체를 함유하는 의약품, 화장품, 식품 등의 조성물에 대해 제안되고 있으며(특허문헌 1 참조), 또한, 탄소수 6~22의 포화 직쇄 및/또는 분기 지방산의 1종 또는 2종 이상의 모노아미드 유도체 및/또는 디아미드 유도체를 유효성분으로 하는 유기 액체의 겔화 또는 고화제에 대해서도 제안되고 있다(특허문헌 2 참조).On the other hand, with respect to a diaminocyclohexane derivative, it is proposed about compositions, such as a medicine, cosmetics, and food containing a bis (acylamino) cyclohexane derivative (refer patent document 1), and also the C6-C22 saturated straight chain And / or gelling or solidifying agents of organic liquids containing, as an active ingredient, one or two or more monoamide derivatives and / or diamide derivatives of branched fatty acids (see Patent Document 2).

특허문헌 1 : 일본 특허공개 평10-237034호 공보Patent Document 1: Japanese Patent Application Laid-Open No. 10-237034 특허문헌 2 : 일본 특허 제3620878호 공보Patent Document 2: Japanese Patent No. 3620878

본 발명의 과제는 비극성 또는 저극성의 유제에 소량 배합함으로써 안정성이 높은 고투명성 겔을 형성할 수 있는 유겔화제를 제공하는 것에 있다.An object of the present invention is to provide a gelling agent capable of forming a highly transparent gel having high stability by blending a small amount in a nonpolar or low polar oil.

본 발명자들은 상기 과제를 해결하기 위해 예의 연구를 계속해왔는 데, 아실부분이 탄소수 15~21의 직쇄알킬기를 갖는 1,2-비스(아실아미노)시클로헥산 유도체와, 아실부분이 총 탄소수 15~21의, 1위치에 치환기로서 직쇄알킬기를 갖는 직쇄알킬기인 1,2-비스(아실아미노)시클로헥산 유도체를 1종류씩 혼합하여 제작한 유겔화제는 유제에 첨가된 경우에, 첨가량이 종래의 유겔화제에 비해 저농도일지라도, 투명성이 높고, 안정성이 좋으며, 화장료에 배합하기 위해 적합한 겔이 형성되는 것을 발견하였다. 또한, 아실부분이 탄소수 15~21의 직쇄알킬기를 갖는 1,2-비스(아실아미노)시클로헥산 유도체를 1종류 단독으로 유겔화제로 하면, 유겔조성물이 백탁되고, 아실부분이 탄소수 8의 분기알킬기를 포함하는 1,2-비스(아실아미노)시클로헥산 유도체를 유겔화제에 포함한 경우에는 용해온도가 매우 높아지는 경우가 있으며, 또한, 1,2-비스(아실아미노)시클로헥산 유도체에 있어서, 시클로헥산고리의 1위치와 2위치의 치환기의 아실부분이 한쪽은 직쇄이고 다른쪽은 분기쇄인 경우에는 겔조성물이 백탁되거나, 용해온도가 높아지거나, 화장료에 배합하기 위해서는 부적합한 경우가 있음을 확인하였다. 본 발명은 이에 기초하여 완성된 것이다.MEANS TO SOLVE THE PROBLEM The present inventors continued earnest research in order to solve the said subject, The 1,2-bis (acylamino) cyclohexane derivative whose acyl part has a C1-C21 linear alkyl group, and the acyl part have 15-21 carbon atoms in total The eugelating agent produced by mixing one type of 1,2-bis (acylamino) cyclohexane derivative which is a linear alkyl group having a linear alkyl group as a substituent at 1 position, one by one is added to the oil agent, and the amount added is conventional It has been found that even at low concentrations, the gels have high transparency, good stability, and are suitable for blending into cosmetics. In addition, when the acyl moiety is one of the 1,2-bis (acylamino) cyclohexane derivatives having 15 to 21 carbon atoms as the eugelating agent alone, the eugel composition is clouded, and the acyl moiety is a branched alkyl group having 8 carbon atoms. When the 1, 2-bis (acylamino) cyclohexane derivative containing is included in the gelling agent, a dissolution temperature may become very high, and in a 1, 2-bis (acylamino) cyclohexane derivative, cyclohexane When the acyl moiety of the substituents at the 1st and 2nd positions of the ring is one straight chain and the other branched chain, it is confirmed that the gel composition may be cloudy, the dissolution temperature is high, or may be unsuitable for blending into cosmetics. The present invention has been completed based on this.

즉, 본 발명은That is, the present invention

[1] (A): 식(Ⅰ)[1] (A): Formula (I)

Figure pct00001
Figure pct00001

(상기 식에서, R1은 탄소수 15~21의 직쇄알킬기를 나타낸다)로 표시되는 비스(아실아미노)시클로헥산 유도체와,In the above formula, R 1 represents a bis (acylamino) cyclohexane derivative represented by C 15-C 21 straight alkyl group,

(B): 식(Ⅱ)(B): formula (II)

Figure pct00002
Figure pct00002

(상기 식에서, R2는 총 탄소수가 15~21인, 1위치에 치환기로서 직쇄알킬기를 갖는 직쇄알킬기를 나타낸다)로 표시되는 비스(아실아미노)시클로헥산 유도체를 포함하는 유겔화제나,In the above formula, R 2 represents a eugelating agent comprising a bis (acylamino) cyclohexane derivative represented by a linear alkyl group having a linear alkyl group as a substituent at a position of 15 to 21 carbon atoms,

[2] (A):(B)의 질량비가 80:20~20:80인 것을 특징으로 하는 상기 [1] 기재의 유겔화제나,[2] The eugelating agent according to the above [1], wherein the mass ratio of (A) :( B) is 80:20 to 20:80;

[3] 상기 [1] 또는 [2] 기재의 유겔화제와, 유제를 함유하는 것을 특징으로 하는 유겔조성물이나.[3] A gel composition comprising the gelling agent of the above-mentioned [1] or [2] and an oil agent.

[4] 유제가, 분기를 갖는 폴리올레핀을 포함하는 것을 특징으로 하는 상기 [3] 기재의 유겔조성물이나,[4] The oil gel composition according to the above [3], wherein the oil agent contains a polyolefin having a branch;

[5] 분기를 갖는 폴리올레핀이 수첨 폴리이소부텐인 것을 특징으로 하는 상기 [4] 기재의 유겔조성물이나,[5] The eugel composition according to the above [4], wherein the polyolefin having a branch is hydrogenated polyisobutene;

[6] 상기 [1] 또는 [2] 기재의 유겔화제, 혹은 상기 [3]~[5] 중 어느 한 항 기재의 유겔조성물을 함유하는 것을 특징으로 하는 화장료나,[6] a cosmetic comprising the eugelizing agent according to the above [1] or [2], or the eugel composition according to any one of the above [3] to [5];

[7] [1] 또는 [2] 기재의 유겔화제, 혹은 상기 [3]~[5] 중 어느 한 항 기재의 유겔조성물을 함유하는 것을 특징으로 하는 피부외용제에 관한 것이다.[7] A skin external preparation comprising the eugelizing agent according to [1] or [2], or the eugel composition according to any one of the above [3] to [5].

도 1은 비교예 샘플 #9(a)와 실시예 샘플 #14(b)의 겔 외관을 나타낸다. 1 shows the gel appearance of Comparative Sample # 9 (a) and Example Sample # 14 (b).

(유겔화제)(Gelling agent)

본 발명의 유겔화제로서는 (A) : 상기 식(Ⅰ)로 표시되는 비스(아실아미노)시클로헥산 유도체의 1종 또는 2종 이상(단, 식(Ⅰ)에 있어서, R1은 탄소수 15~21의 직쇄알킬기를 나타낸다)과, (B) : 상기 식(Ⅱ)로 표시되는 비스(아실아미노)시클로헥산 유도체의 1종 또는 2종 이상(단, 식(Ⅱ)에 있어서, R2는 총 탄소수가 15~21인, 1위치에 치환기로서 직쇄알킬기를 갖는 직쇄알킬기를 나타낸다)을 포함하는 것이면 특별히 제한되지 않지만, 상기 (A)와 (B)는 각 1종류 사용하는 것이 바람직하다. 또한, 본 발명에 있어서, 식(Ⅰ)의 R1끼리, 및 식(Ⅱ)의 R2끼리는 각각 동일하다. 또한, 본 발명의 유겔화제는 상기 (A)와 (B)만으로 이루어진 유겔화제일 뿐만 아니라, 기타 성분으로서, (A)와 (B)의 작용효과를 저해하지 않는 한, 제조시의 부산물이나 불순물 등을 함유하고 있을 수 있다.As the gelling agent of the present invention, (A): one or two or more kinds of bis (acylamino) cyclohexane derivatives represented by the above formula (I) (wherein, in formula (I), R 1 has 15 to 21 carbon atoms) And (B): 1 type (s) or 2 or more types of bis (acylamino) cyclohexane derivative represented by said Formula (II), In formula (II), R <2> is total carbon number (A) and (B) are preferably used in the case where the polymer contains a linear alkyl group having a linear alkyl group as a substituent at 1 to 15 to 21). In addition, in this invention, R <1> of Formula (I) and R <2> of Formula (II) are the same, respectively. In addition, the gelling agent of the present invention is not only a gelling agent consisting of the above (A) and (B) but also as other components, by-products and impurities in the manufacturing process, so long as the effect of (A) and (B) is not impaired. And the like.

상기 식(Ⅰ)의 R1에 있어서 '탄소수 15~21의 직쇄알킬기'로서는 구체적으로는 펜타데실기, 헥사데실기, 헵타데실기, 옥타데실기, 노나데실기, 에이코실기, 헨에이코실(heneicosyl)기를 예시할 수 있다.Specific examples of the `` C15-21 straight chain alkyl group '' in R 1 of the formula (I) include pentadecyl group, hexadecyl group, heptadecyl group, octadecyl group, nonadecyl group, eicosyl group and hencosil ( heneicosyl) group can be illustrated.

상기 식(Ⅱ)의 R2에 있어서 '총 탄소수가 15~21인, 1위치에 치환기로서 직쇄알킬기를 갖는 직쇄알킬기'란 직쇄인 주쇄의 1위치, 즉 카르보닐기에 결합되어 있는 탄소원자에 직쇄알킬기가 치환한 것으로서, 총 탄소수가 15~21인 알킬기를 의미한다. 총 탄소수가 15~21인, 1위치에 치환기로서 직쇄알킬기를 갖는 직쇄알킬기로서는 구체적으로는 1-메틸테트라데실기, 1-메틸펜타데실기, 1-메틸헥사데실기, 1-메틸헵타데실기, 1-메틸옥타데실기, 1-메틸노나데실기, 1-메틸에이코실기, 1-에틸트리데실기, 1-에틸테트라데실기, 1-에틸펜타데실기, 1-에틸헥사데실기, 1-에틸헵타데실기, 1-에틸옥타데실기, 1-에틸노나데실기, 1-프로필도데실기, 1-프로필트리데실기, 1-프로필테트라데실기, 1-프로필펜타데실기, 1-프로필헥사데실기, 1-프로필헵타데실기, 1-프로필옥타데실기, 1-부틸운데실기, 1-부틸도데실기, 1-부틸트리데실기, 1-부틸테트라데실기, 1-부틸펜타데실기, 1-부틸헥사데실기, 1-부틸헵타데실기, 1-펜틸데실기, 1-펜틸운데실기, 1-펜틸도데실기, 1-펜틸트리데실기, 1-펜틸테트라데실기, 1-펜틸펜타데실기, 1-펜틸헥사데실기, 1-헥실노닐기, 1-헥실데실기, 1-헥실운데실기, 1-헥실도데실기, 1-헥실트리데실기, 1-헥실테트라데실기, 1-헥실펜타데실기, 1-헵틸옥틸기, 1-헵틸노닐기, 1-헵틸데실기, 1-헵틸운데실기, 1-헵틸도데실기, 1-헵틸트리데실기, 1-헵틸테트라데실기, 1-옥틸옥틸기, 1-옥틸노닐기, 1-옥틸데실기, 1-옥틸운데실기, 1-옥틸도데실기, 1-옥틸트리데실기, 1-노닐노닐기, 1-노닐데실기, 1-노닐운데실기, 1-노닐도데실기, 1-데실데실기, 1-데실운데실기 등을 들 수 있다.In R <2> of the said Formula (II), "the linear alkyl group which has a linear alkyl group as a substituent at 1-position whose total carbon number is 15-21" means the linear alkyl group at the carbon atom couple | bonded with the 1-position of the main chain which is linear, ie, a carbonyl group. Represents a substituted, alkyl group having 15 to 21 carbon atoms in total. As a linear alkyl group which has a linear alkyl group as a substituent at 1-position whose total carbon number is 15-21 specifically, 1-methyl tetradecyl group, 1-methyl pentadecyl group, 1-methylhexadecyl group, 1-methylheptadecyl group , 1-methyloctadecyl group, 1-methyl nonadecyl group, 1-methyl etheryl group, 1-ethyltridecyl group, 1-ethyl tetradecyl group, 1-ethylpentadecyl group, 1-ethylhexadecyl group, 1 -Ethylheptadecyl group, 1-ethyloctadecyl group, 1-ethyl nonadecyl group, 1-propyldodecyl group, 1-propyltridecyl group, 1-propyl tetradecyl group, 1-propylpentadecyl group, 1-propyl Hexadecyl group, 1-propylheptadecyl group, 1-propyloctadecyl group, 1-butyl undecyl group, 1-butyl dodecyl group, 1-butyl tridecyl group, 1-butyl tetradecyl group, 1-butyl pentadecyl group , 1-butylhexadecyl group, 1-butylheptadecyl group, 1-pentyldecyl group, 1-pentyl undecyl group, 1-pentyl dodecyl group, 1-pentyl tridecyl group, 1-pentyl tetradecyl group, 1-pentyl Pentadecyl, 1-pentylhex Sardecyl, 1-hexylnonyl, 1-hexyldecyl, 1-hexyl undecyl, 1-hexyldodecyl, 1-hexyl tridecyl, 1-hexyl tetradecyl, 1-hexyl pentadecyl, 1- Heptyloctyl group, 1-heptylnonyl group, 1-heptyldecyl group, 1-heptyl undecyl group, 1-heptyl dodecyl group, 1-heptyl tridecyl group, 1-heptyl tetradecyl group, 1-octyl octyl group, 1- Octylnonyl group, 1-octyldecyl group, 1-octylundecyl group, 1-octyldodecyl group, 1-octyltridecyl group, 1-nonylnonyl group, 1-nonyldecyl group, 1-nonylundecyl group, 1-nonyl Dodecyl group, 1-decyl decyl group, 1-decyl undecyl group, etc. are mentioned.

본 발명의 유겔화제는 유제에 첨가함으로써, 분자회합에 의해 유제 중에 망눈형상 또는 섬유형상 등의 3차원 망눈구조를 형성하고, 망눈 중에 유제분자를 홀딩하는 등에 의해 액상유를 고화(겔화)할 수 있는 조성물인 것으로 추정된다. 또한, 본 발명의 효과를 손상시키지 않는 한, 다른 임의성분을 포함할 수도 있다.The eugelating agent of the present invention can be added to an oil agent to form a three-dimensional network structure such as a mesh shape or a fiber shape in the oil by molecular association, and to solidify (gel) liquid liquid by holding an oil molecule in the mesh. It is assumed to be a composition. In addition, other optional components may be included as long as the effects of the present invention are not impaired.

상기 식(Ⅰ)로 표시되는 비스(아실아미노)시클로헥산 유도체의 합성방법으로서는 1,2-디아미노시클로헥산과, 적절히 선택된 1종류의 탄소수 16~22의 직쇄포화 지방산을 염화티오닐 등의 할로겐화제로 처리하여 얻어진 산 할로게나이드를 알칼리 존재하에 축합시키는 방법이나, 1,2-디아미노시클로헥산과 적절히 선택된 1종류의 탄소수 16~22의 직쇄포화지방산을 필요에 따라 주석, 니켈 등의 금속산화물 등의 촉매 존재하에, 100~250℃에서 5~20시간정도 탈수반응시키는 아미드화 반응 등의 화학적 방법 등 공지의 방법을 포함한 합성방법을 들 수 있다. 또한, 이들 반응의 생성물을 재결정이나 컬럼크로마토그래피 등의 공지 방법을 포함한 정제수단으로 정제할 수도 있다. 상기 1,2-디아미노시클로헥산은 트랜스-1,2-디아미노시클로헥산이어도 좋고 시스-1,2-디아미노시클로헥산이어도 좋은데, 트랜스-1,2-디아미노시클로헥산이 바람직하다. 상기 직쇄포화지방산으로서는 헥사데칸산(팔미틴산), 헵타데칸산(마르가르산(margaric acid)), 옥타데칸산(스테아린산), 노나데칸산, 에이코산산(아라키딘산), 헨에이코산산, 베헨산(도코산산)을 예시할 수 있다.As a method for synthesizing the bis (acylamino) cyclohexane derivative represented by the above formula (I), 1,2-diaminocyclohexane and an appropriately selected one type of C16-C22 linear saturated fatty acid are halogenated, such as thionyl chloride. A metal oxide such as tin or nickel as needed for condensation of the acid halogenide obtained by zero treatment in the presence of alkali, or 1,2-diaminocyclohexane and a suitably selected one type of C16-22 linear saturated fatty acid Synthetic methods including well-known methods, such as chemical methods, such as an amidation reaction, which carry out dehydration reaction for about 5 to 20 hours at 100-250 degreeC in presence of a catalyst, such as these, are mentioned. The products of these reactions can also be purified by purification means including known methods such as recrystallization or column chromatography. The 1,2-diaminocyclohexane may be trans-1,2-diaminocyclohexane or cis-1,2-diaminocyclohexane, but trans-1,2-diaminocyclohexane is preferable. Examples of the linear saturated fatty acid include hexadecanoic acid (palmitic acid), heptadecanoic acid (margaric acid), octadecanoic acid (stearic acid), nonadecanoic acid, eicosanic acid (arachidinic acid), henenoic acid, and behenic acid ( Docoic acid) can be exemplified.

상기 식(Ⅱ)으로 표시되는 비스(아실아미노)시클로헥산 유도체의 합성방법으로서는 1,2-디아미노시클로헥산과, 적절히 선택된 1종류의 탄소수 16~22의, 2위치에 치환기로서 직쇄알킬기를 갖는 포화지방산을 반응시키는 상기 화학적 방법 등 공지의 방법을 포함한 합성방법을 들 수 있다.As a method for synthesizing the bis (acylamino) cyclohexane derivative represented by the formula (II), 1,2-diaminocyclohexane and a suitably selected one kind of C16-C22 having a linear alkyl group as a substituent at the 2-position The synthesis method including a well-known method, such as the said chemical method of making a saturated fatty acid react, is mentioned.

상기 1,2-디아미노시클로헥산으로서는 트랜스-1,2-디아미노시클로헥산이어도 좋고 시스-1,2-디아미노시클로헥산이어도 좋은데, 바람직하게는 트랜스-1,2-디아미노시클로헥산이다.The 1,2-diaminocyclohexane may be trans-1,2-diaminocyclohexane or cis-1,2-diaminocyclohexane, but is preferably trans-1,2-diaminocyclohexane.

2위치에 치환기로서 직쇄알킬기를 갖는 포화지방산으로서는 구체적으로는 2-메틸펜타데칸산, 2-메틸헥사데칸산, 2-메틸헵타데칸산, 2-메틸옥타데칸산, 2-메틸노나데칸산, 2-메틸에이코산산, 2-메틸헨에이코산산, 2-에틸테트라데칸산, 2-에틸펜타데칸산, 2-에틸헥사데칸산, 2-에틸헵타데칸산, 2-에탈옥타데칸산, 2-에틸노나데칸산, 2-에틸에이코산산, 2-프로필트리데칸산, 2-프로필테트라데칸산, 2-프로필펜타데칸산, 2-프로필헥사데칸산, 2-프로필헵타데칸산, 2-프로필옥타데칸산, 2-프로필노나데칸산, 2-부틸도데칸산, 2-부틸트리데칸산, 2-부틸테트라데칸산, 2-부틸펜타데칸산, 2-부틸헥사데칸산, 2-부틸헵타데칸산, 2-부틸옥타데칸산, 2-펜틸운데칸산, 2-펜틸도데칸산, 2-펜틸트리데칸산, 2-펜틸테트라데칸산, 2-펜틸펜타데칸산, 2-펜틸헥사데칸산, 2-펜틸헵타데칸산, 2-헥실데칸산, 2-헥실운데칸산, 2-헥실도데칸산, 2-헥실트리데칸산, 2-헥실테트라데칸산, 2-헥실펜타데칸산, 2-헥실헥사데칸산, 2-헵틸노난산, 2-헵틸데칸산, 2-헵틸운데칸산, 2-헵틸도데칸산, 2-헵틸트리데칸산, 2-헵틸테트라데칸산, 2-헵틸펜타데칸산, 2-옥틸옥탄산, 2-옥틸노난산, 2-옥틸데칸산, 2-옥티운데칸산, 2-옥틸도데칸산, 2-옥틸트리데칸산, 2-옥티테트라데칸산, 2-노닐노난산, 2-노닐데칸산, 2-노닐운데칸산, 2-노닐도데칸산, 2-노닐트리데칸산, 2-데실데칸산, 2-데실운데칸산, 2-데실도데칸산, 2-운데실운데칸산 등을 들 수 있다.Specific examples of the saturated fatty acid having a linear alkyl group as a substituent at the 2-position include 2-methylpentadecanoic acid, 2-methylhexadecanoic acid, 2-methylheptadecanoic acid, 2-methyloctadecanoic acid, 2-methylnonadecanoic acid, 2-methyl etheric acid, 2-methylhenic acid, 2-ethyl tetradecanoic acid, 2-ethylpentadecanoic acid, 2-ethylhexadecanoic acid, 2-ethylheptadecanoic acid, 2-ethaloctadecanoic acid, 2 Ethylnonadecanoic acid, 2-ethylechoic acid, 2-propyltridecanoic acid, 2-propyltedecanoic acid, 2-propylpentadecanoic acid, 2-propylhexadecanoic acid, 2-propylheptadecanoic acid, 2-propyl Octadecanoic acid, 2-propyl nonadecanoic acid, 2-butyl dodecanoic acid, 2-butyl tridecanoic acid, 2-butyl tetradecanoic acid, 2-butylpentadecanoic acid, 2-butylhexadecanoic acid, 2-butylhepta Decanoic acid, 2-butyloctadecanoic acid, 2-pentyl undecanoic acid, 2-pentyldodecanoic acid, 2-pentyltridecanoic acid, 2-pentyl tetradecanoic acid, 2-pentylpentadecanoic acid, 2-pentylhexadecane Acid, 2-pentylheptadecanoic acid , 2-hexyldecanoic acid, 2-hexyl undecanoic acid, 2-hexyldodecanoic acid, 2-hexyltridecanoic acid, 2-hexyl tetradecanoic acid, 2-hexylpentadecanoic acid, 2-hexylhexadecanoic acid, 2- Heptylnonanoic acid, 2-heptyldecanoic acid, 2-heptyl undecanoic acid, 2-heptyldodecanoic acid, 2-heptyltridecanoic acid, 2-heptyl tetradecanoic acid, 2-heptylpentadecanoic acid, 2-octyloctanoic acid , 2-octylnonanoic acid, 2-octyldecanoic acid, 2-octyundecanoic acid, 2-octyldodecanoic acid, 2-octyltridecanoic acid, 2-octytedecanoic acid, 2-nonylnonanoic acid, 2-nonyl Decanoic acid, 2-nonyl undecanoic acid, 2-nonyldodecanoic acid, 2-nonyltridecanoic acid, 2-decyldecanoic acid, 2-decyl undecanoic acid, 2-decyldodecanoic acid, 2-undecyl undecanoic acid, etc. Can be mentioned.

본 발명의 유겔화제에 있어서 (A) : 상기 식(Ⅰ)로 표시되는 비스(아실아미노)시클로헥산 유도체와 (B) : 상기 식(Ⅱ)으로 표시되는 비스(아실아미노)시클로헥산 유도체의 질량비는 특별히 한정되지 않지만, 80:20~20:80이 바람직하며, 60:40~20:80이 보다 바람직하다. 식(Ⅰ)으로 표시되는 비스(아실아미노)시클로헥산 유도체의 비율이 80질량%를 초과하면, 본 발명의 유겔화제가 결정성이 높아지거나, 너무 단단해지거나 투명성이 현저하게 저하될 가능성이 있으며, 20질량% 미만이 되면 겔 경도가 현저하게 저하될 가능성이 있다.Mass ratio of (A): bis (acylamino) cyclohexane derivative represented by said Formula (I), and (B): bis (acylamino) cyclohexane derivative represented by said Formula (II) in the eugelating agent of this invention. Although not specifically limited, 80: 20-20: 80 are preferable and 60: 40-20: 80 are more preferable. When the ratio of the bis (acylamino) cyclohexane derivative represented by Formula (I) exceeds 80 mass%, there exists a possibility that the eugelating agent of this invention may become high crystallinity, it may become too hard, or transparency may fall remarkably, When it becomes less than 20 mass%, gel hardness may fall remarkably.

(유성겔조성물)Oily Gel Composition

본 발명의 유성겔조성물은 상기 유겔화제와 유제를 함유한다.The oily gel composition of the present invention contains the above-mentioned gelling agent and an oil agent.

유제로서는 예를 들면 이하의 것을 들 수 있다.As an oil agent, the following are mentioned, for example.

유동파라핀, 스쿠알란, 스쿠알렌, 폴리부텐, 수첨 폴리이소부텐 등의 탄화수소류;Hydrocarbons such as liquid paraffin, squalane, squalene, polybutene and hydrogenated polyisobutene;

팔미틴산, 올레인산, 스테아린산 등의 지방산류;Fatty acids such as palmitic acid, oleic acid and stearic acid;

아보가도유, 아마인유, 아몬드유, 들기름, 비자나무 오일, 유채기름, 올리브유, 옥수수유, 피마자유, 홍화씨유, 해바리기유, 면실유, 호호바유, 마카데미안너트유, 밀배아유, 콩유, 땅콩유, 야자유, 펌유, 펌핵유, 동백유, 달맞이꽂유 등의 식물유류;Avocado oil, linseed oil, almond oil, perilla oil, non-tree oil, rapeseed oil, olive oil, corn oil, castor oil, safflower seed oil, sunflower oil, cottonseed oil, jojoba oil, macadamian nut oil, wheat germ oil, soybean oil, peanut Vegetable oils such as oil, palm oil, firm oil, firm core oil, camellia oil and evening primrose oil;

밍크유, 어유, 돈지(lard), 우지 등의 동물유류, Animal oils such as mink oil, fish oil, lard, tallow,

아디핀산 디이소부틸, 아디핀산 2-헥실데실, 아디핀산 디-2-헵틸운데실, 모노이소스테아린산 N-알킬글리콜, 이소스테아린산 이소세틸, 트리이소스테아린산 트리메티롤프로판, 2-에틸헥산산세틸, 디-2-에틸헥산산에틸렌글리콜, 디-2-에틸헥산산 네오펜틸글리콜, 트리 2-에틸헥산산 글리세릴, 트리-2-에틸헥산산 트리메티롤프로판, 테트라-2-에틸헥산산 펜타에리스리톨, 옥탄산세틸, 옥틸도데실검에스테르, 올레인산 올레일, 올레인산 옥틸도데실, 올레인산 데실, 디카프린산 네오펜틸글리콜, 구연산 트리에틸, 호박산 2-에틸헥실, 초산아밀, 초산에틸, 초산부틸, 스테아린산이소세틸, 스테아린산부틸, 세바신산디이소프로필, 세바신산 디-2-에틸헥실, 젖산세틸, 젖산미리스틸, 팔미틴산 이소프로필, 팔미틴산 2-에틸헥실, 팔미틴산 2-헥실데실, 팔미틴산 2-헵틸운데실, 12-히드록시스테아릴산콜레스테릴, 디펜타에리스리톨지방산에스테르, 미리스틴산이소프로필, 미리스틴산 2-옥틸도데실, 미리스틴산 2-헥실데셀, 미리스틴산미리스틸, 디메틸옥탄산헥실데실, 라우린산에틸, 라우린산헥실, N-라우로일-L-글루타민산-2-옥틸도데실에스테르, 말산디이소스테아릴 등의 에스테르류;Adipic acid diisobutyl, adipic acid 2-hexyldecyl, adipic acid di-2-heptyl undecyl, monoisostearic acid N-alkylglycol, isostearic acid isocetyl, triisostearic acid trimetholpropane, 2-ethylhexanoic acid cetyl , Di-2-ethylhexanoic acid ethylene glycol, di-2-ethylhexanoic acid neopentyl glycol, tri-2-ethylhexanoic acid glyceryl, tri-2-ethylhexanoic acid trimetholpropane, tetra-2-ethylhexanoic acid Pentaerythritol, cetyl octanoate, octyldodecyl gum ester, oleic acid oleate, oleic acid octyldodecyl, oleic acid decyl, dicaphate neopentyl glycol, triethyl citrate, 2-ethylhexyl acetate, amyl acetate, ethyl acetate, butyl acetate, Isocetyl stearate, butyl stearate, diisopropyl sebacinate, di-2-ethylhexyl sebacinate, cetyl lactate, myritic lactate, isopropyl palmitate, 2-ethylhexyl palmitate, 2-hexyldecyl palmitate, 2-heptyl palmitate Decyl, 12-hydroxystearic acid cholesterol, dipentaerythritol fatty acid ester, myristin isopropyl, myristin 2-octyldodecyl, myristin 2-hexyldecel, myristin myristyl, dimethyl jade Esters such as hexyldecyl carbonate, ethyl laurate, hexyl laurate, N-lauroyl-L-glutamic acid-2-octyldodecyl ester and diisostearyl malic acid;

디메틸폴리실록산, 메틸페닐폴리실록산, 메틸하이드로젠폴리실록산, 옥타메틸시클로테트라실록산, 데카메틸시클로펜타실록산, 도데카메틸시클로헥산실록산, 테트라메틸테트라하이드로젠시클로테트라실록산, 불소변성폴리실록산 등의 실리콘류;Silicones such as dimethylpolysiloxane, methylphenylpolysiloxane, methylhydrogenpolysiloxane, octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexanesiloxane, tetramethyltetrahydrocyclocyclotetrasiloxane and fluorine-modified polysiloxane;

퍼플루오로데칸, 퍼플루오로옥탄, 퍼플루오로폴리에테르 등의 불소계 유제류 등을 들 수 있다.Fluorine-based emulsions such as perfluorodecane, perfluorooctane, and perfluoropolyether; and the like can be given.

겔의 경도나 투명성을 높이기 위해서는 분기를 갖는 폴리올레핀을 배합하는 것이 바람직하며, 구체적으로는 (C7,8)이소파라핀, (C8,9)이소파라핀, (C9-11)이소파라핀, (C10-13)이소파라핀, (C11, 12)이소파라핀, (C11-13)이소파라핀, (C13,14)이소파라핀, (C13-16)이소파라핀, (C18-70)이소파라핀 등의 이소파라핀류, 올레핀 올리고머, 수첨 C6-14 올레핀 폴리머, 폴리부텐, 수첨 폴리이소부텐, 수첨 폴리데센 등을 들 수 있으며, 그 중에서도 폴리부텐, 수첨 폴리이소부텐, 수첨 C6-14 올레핀 폴리머가 겔의 투명성이나 부착성 등의 사용성 면에서 보다 바람직하다. 이들 유제는 단독으로 또는 2종 이상 사용할 수도 있다.In order to increase the hardness and transparency of the gel, it is preferable to blend a polyolefin having a branch, specifically, (C7,8) isoparaffin, (C8,9) isoparaffin, (C9-11) isoparaffin, (C10-13 Isoparaffins, (C11, 12) isoparaffins, (C11-13) isoparaffins, (C13,14) isoparaffins, (C13-16) isoparaffins, and (C18-70) isoparaffins such as isoparaffins, olefins Oligomers, hydrogenated C6-14 olefin polymers, polybutenes, hydrogenated polyisobutenes, hydrogenated polydecenes, and the like. Among these, polybutene, hydrogenated polyisobutene, hydrogenated C6-14 olefin polymers may be used as gels for transparency or adhesion. It is more preferable in terms of usability. These emulsions may be used alone or in combination of two or more.

본 발명의 유성겔조성물의 조제방법으로서는 상기 (A)와 (B)와 상기 유제를 혼합한 후, 균일 상태가 될 때까지 가열용해하는 방법이나, 상기 (A)와 (B)를 혼합한 유겔화제를 조제한 후, 그것을 가열한 유제에 첨가하며, 균일상태가 될 때까지 혼합분산하여 상온에서 정치하는 방법을 들 수 있다.As a method for preparing the oily gel composition of the present invention, after mixing (A) and (B) and the oil agent, the method is dissolved by heating until uniform state, or a mixture of (A) and (B) After preparing an agent, it is added to the heated oil agent, and it mixes and disperses until it becomes a uniform state, and the method of standing still at normal temperature is mentioned.

상기 (A)와 (B)와 함께, 필요에 따라 임의 성분을 배합하여 본 발명의 유성겔조성물을 조제할 수도 있다.In addition to the above-mentioned (A) and (B), arbitrary components can be mix | blended as needed, and the oily gel composition of this invention can also be prepared.

본 발명의 유성겔조성물을 조제할 경우에, 유제에 첨가하는 상기 유겔화제의 배합량은 특별히 한정되지 않지만, 유성겔조성물 총량에 대해 0.01~20질량%가 바람직하며, 0.1~15질량%가 보다 바람직하다. 상기 혼합분산하기 위한 기기로서는 디스퍼 믹서, 롤 밀, 고점도 믹서, 만능교반기, 헨셀 믹서 등을 들 수 있다.In the case of preparing the oily gel composition of the present invention, the compounding amount of the oily gelling agent added to the oil agent is not particularly limited, but is preferably 0.01 to 20% by mass, more preferably 0.1 to 15% by mass based on the total amount of the oily gel composition. Do. As the apparatus for mixing and dispersing, a disper mixer, a roll mill, a high viscosity mixer, a universal stirrer, a Henschel mixer, etc. may be mentioned.

본 발명의 유성겔조성물의 용도로서는 화장료, 피부외용제, 도료, 잉크, 윤활유 등을 들 수 있는데, 화장료(의약부 외품을 포함)가 바람직하며, 본 발명의 유성겔조성물을 배합하는 화장료로서는 립스틱, 립글로스, 립크림 등의 입술 화장료, 유성파운데이션, 유중수형 및 수중유형 에멀젼화 리퀴드파운데이션 등의 파운데이션, 아이컬러, 아이라이너, 마스카라 등의 메이크업 화장료, 매니큐어, 네일코팅 등의 네일미용료, 린스, 컨디셔너, 헤어 팩 등의 헤어케어제품, 헤어 왁스, 헤어 리퀴드, 헤어 오일, 헤어 크림 등의 정발료, 에멀젼, 크림, 미용액, 미용오일, 팩 등의 스킨케어 화장료 등을 바람직하게 예시할 수 있으며, 또한 피부외용제로서는 좌약, 유중수형 및 수중유형의 에멀젼화형 피부외용제, 리피드제제, 리포좀제제 등을 바람직하게 예시할 수 있다.Examples of the oil gel composition of the present invention include cosmetics, skin external preparations, paints, inks, lubricants, and the like, and cosmetics (including quasi-drugs) are preferable, and cosmetics for blending the oil gel composition of the present invention include lipstick, Lip cosmetics such as lip gloss and lip creams, oil-based foundations, oil-in-water and oil-in-water emulsion foundations, and makeup cosmetics such as eye color, eye liner and mascara, nail cosmetics such as nail polish and nail coating, rinse, conditioner, Hair care products such as hair packs, hair waxes, hair liquids, hair oils, hair creams, hair dressings, emulsions, creams, essences, cosmetic oils, skin care cosmetics such as packs, etc. As external preparations, suppositories, water-in-oil and oil-in-water emulsified skin external preparations, lipid preparations, liposome preparations and the like can be exemplified. have.

본 발명의 화장료나 피부외용제에 있어서 상기 유겔상조성물의 배합량은 특별히 한정되지 않지만, 화장료나 피부외용제 등의 총량에 대해 0.01~100질량%가 바람직하며, 0.1~99.5질량%가 보다 바람직하다.Although the compounding quantity of the said eugel-like composition in the cosmetics or skin external preparation of this invention is not specifically limited, 0.01-100 mass% is preferable with respect to the total amount of cosmetics and a skin external preparation, etc., and 0.1-99.9 mass% is more preferable.

본 발명의 화장료나 피부외용제 등에는 상기 (A)나 (B)나 유제 외에, 통상 화장료나 피부외용제 등에 사용되는 성분, 예를 들면 알콜류, 보습제, 겔화제, 분체, 자외선흡수제, 방부제, 항균제, 산화방지제, pH조정제, 피부미용성분, 외용약제 등을 본 발명의 효과를 해치지 않는 범위에서 임의성분으로서 적절히 배합할 수 있다. 이들 성분은 상기 유겔상조성물을 조제할 경우에 배합할 수도 있고, 유겔화제에 배합할 수도 있다.In addition to the above-mentioned (A), (B), and an oil agent, the cosmetics, the external preparation for skin, etc. of the present invention are components commonly used in cosmetics and external preparations for skin, for example, alcohols, humectants, gelling agents, powders, UV absorbers, preservatives, antibacterial agents, Antioxidants, pH adjusters, skin care ingredients, external preparations and the like can be suitably blended as optional ingredients within a range that does not impair the effects of the present invention. These components can also be mix | blended in the case of preparing the said eugel-like composition, and can also be mix | blended with an eugelizing agent.

상기 알콜류로서는 예를 들면 에탄올, 이소프로판올 등의 저급 알콜이나, 글리세린, 디글리세린, 폴리글리세린, 디에틸렌글리콜, 폴리에틸렌글리콜, 프로필렌글리콜, 디프로필렌글리콜, 폴리프로필렌글리콜, 1,3-부틸렌글리콜, 에리스리톨 등의 다가알콜이나, 소르비톨, 말토스, 크실리톨, 말티톨 등의 당알콜류나, 콜레스테롤, 시토스테롤, 피토스테롤, 라노스테롤 등의 스테롤류 등을 들 수 있다.Examples of the alcohols include lower alcohols such as ethanol and isopropanol, glycerin, diglycerin, polyglycerol, diethylene glycol, polyethylene glycol, propylene glycol, dipropylene glycol, polypropylene glycol, 1,3-butylene glycol and erythritol. Polyhydric alcohols such as these, sugar alcohols such as sorbitol, maltose, xylitol, maltitol, and sterols such as cholesterol, cytososterol, phytosterol, and lanosterol.

상기 보습제로서는 예를 들면 요소, 히알루론산, 콘드로이틴황산, 피롤리돈카본산염 등을 들 수 있다.As said moisturizer, urea, hyaluronic acid, chondroitin sulfate, pyrrolidone carbonate, etc. are mentioned, for example.

상기 겔화제로서는 수성겔화제 또는 유성겔화제이면 특별히 제한되지 않고, 예를 들면 수성겔화제로서는 아라빅검, 트래거캔트검, 갈락탄, 카로브검(carob gum), 구아검, 카라야검, 카라기난, 펙틴, 한천, 퀸스시드(마르멜로 등 유래의), 전분(쌀, 옥수수, 감자, 밀 등 유래의), 알게콜로이드, 트란트검(trant gum), 로커스트빈검 등의 식물계 고분자나, 크산탄검, 덱스트란, 석시노글루칸, 플루란(pullulan) 등의 미생물계 고분자나, 콜라겐, 카제인, 알부민, 젤라틴 등의 동물계 고분자나, 카르복시메틸전분, 메틸히드록시프로필전분 등의 전분계 고분자나, 메틸셀룰로오스, 히드록시메틸셀룰로오스, 카르복시메틸셀룰로오스, 히드록시메틸셀룰로오스, 히드록시에틸셀룰로오스, 히드록시프로필셀룰로오스, 셀룰로오스황산나트륨, 카르복시메틸셀룰로오스나트륨 등의 셀룰로오스계 고분자나, 알긴산나트륨, 알긴산프로필렌글리콜에스테르 등의 알긴산계 고분자나, 폴리아크릴산나트륨, 카르복시비닐폴리머, 알킬변성카르복시비닐폴리머, 폴리아크릴아미드, 폴리비닐알콜, 폴리비닐피롤리돈 등의 비닐계 고분자나, 폴리에틸렌글리콜, 에틸렌옥사이드프로필렌옥사이드공중합체, 벤토나이트, 규산알루미늄마그네슘, 라포나이트, 헥토라이트, 무수규산 등의 무기계 등을 들 수 있다.The gelling agent is not particularly limited as long as it is an aqueous gelling agent or an oily gelling agent. For example, the aqueous gelling agent may include arabic gum, tragacanth gum, galactan, carob gum, guar gum, karaya gum, carrageenan, Plant-based polymers such as pectin, agar, queen's seed (derived from quince), starch (derived from rice, corn, potatoes, wheat, etc.), alga colloids, trant gum, locust bean gum, xanthan gum, Microbial polymers such as dextran, succinoglucan, pullulan, animal polymers such as collagen, casein, albumin, gelatin, starch polymers such as carboxymethyl starch, methylhydroxypropyl starch, methylcellulose , Hydroxymethyl cellulose, carboxymethyl cellulose, hydroxymethyl cellulose, hydroxyethyl cellulose, hydroxypropyl cellulose, sodium cellulose sulfate, sodium carboxymethyl cellulose, etc. Cellulose polymers, alginate polymers such as sodium alginate and propylene glycol esters of algin, vinyl polyacrylates, carboxyvinyl polymers, alkyl modified carboxyvinyl polymers, polyacrylamides, polyvinyl alcohols, and polyvinylpyrrolidones. Inorganic polymers such as polyethylene-based polymers, polyethylene glycol, ethylene oxide propylene oxide copolymers, bentonite, magnesium aluminum silicate, laponite, hectorite, silicic anhydride, and the like.

상기 분체로서는 예를 들면 무기분체, 유기분체, 금속비누분말, 유색안료, 펄 안료, 금속분말, 타르색소, 천연색소 등을 들 수 있으며, 그 입자형상(구상, 침상, 판상 등)이나, 입자사이즈(연무상(煙霧狀)), 미립자, 안료급 등), 입자구조(다공질, 무공질 등)에 상관없다. 이들 분체는 그대로 사용하여도 되는데, 2종 이상의 분체를 복합화한 것을 사용할 수도 있으며, 유제(油劑), 실리콘 화합물, 불소화합물 등으로 표면처리를 실시할 수도 있다.Examples of the powder include inorganic powders, organic powders, metal soap powders, colored pigments, pearl pigments, metal powders, tar colors, and natural pigments. The particles may be in the form of particles (spheres, needles, plates, etc.) and particles. It does not matter in size (fog phase), microparticles | fine-particles, pigment grade, etc., and particle structure (porous, nonporous etc.). Although these powders may be used as they are, a compound of two or more kinds of powders may be used, or surface treatment may be performed with an oil agent, a silicone compound, a fluorine compound, or the like.

자외선흡수제로서는 예를 들면 파라아미노안식향산 등의 안식향산계 자외선흡수제나, 안트라닐산메틸 등의 안트라닐산계 자외선흡수제나, 살리실산메틸 등의 살리실산계 자외선흡수제나, 파라메톡시계피산옥틸 등의 계피산계 자외선흡수제나, 2,4-디히드록시벤조페논 등의 벤조페논계 자외선흡수제나, 우로카닌산에틸 등의 우로카닌산계 자외선흡수제 등을 들 수 있다.Examples of the ultraviolet absorber include benzoic acid-based ultraviolet absorbers such as paraamino benzoic acid, anthranilic acid-based ultraviolet absorbers such as methyl anthranilate, salicylic acid-based ultraviolet absorbers such as methyl salicylate, and cinnamic acid-based ultraviolet absorbers such as paramethoxy octylate. And benzophenone ultraviolet absorbers such as 2,4-dihydroxybenzophenone, and urocanic acid ultraviolet absorbers such as ethyl urocanate.

방부제나 항균제로서는 예를 들면 파라옥시안식향산에스테르, 안식향산, 안식향산나트륨, 소르빈산, 소르빈산칼륨, 페녹시에탄올, 살리실산, 석탄산, 소르빈산, 파라클로르메탄크레졸, 헥사클로로펜, 염화벤잘코늄, 염화클로르헥시딘, 트리클로로카르바닐리드, 감광소, 이소프로필메틸페놀, 1,2-펜탄디올 등을 들 수 있다.As an antiseptic or antimicrobial agent, for example, paraoxybenzoic acid ester, benzoic acid, sodium benzoate, sorbic acid, potassium sorbate, phenoxyethanol, salicylic acid, phenol, sorbic acid, parachlormethanecresol, hexachlorophene, benzalkonium chloride, chlorohexidine, trichloro Carbanide, photosensitive dye, isopropylmethylphenol, 1,2-pentanediol, and the like.

산화방지제로서는 예를 들면 토코페롤, 부틸히드록시아니솔, 디부틸히드록시톨루엔 등을 들 수 있다.Examples of the antioxidant include tocopherol, butyl hydroxyanisole, dibutyl hydroxytoluene, and the like.

pH조정제로서는 예를 들면 젖산, 젖산염, 구연산, 구연산염, 글리콜산, 호박산, 타르타르산, 말산, 탄산칼륨, 탄산수소나트륨, 탄산수소암모늄 등을 들 수 있다.As a pH adjuster, lactic acid, lactic acid salt, citric acid, citrate, glycolic acid, succinic acid, tartaric acid, malic acid, potassium carbonate, sodium hydrogencarbonate, ammonium bicarbonate, etc. are mentioned, for example.

피부미용성분으로서는 예를 들면 알부틴, 글루타치온, 범의귀 추출물 등의 미백제나, 로얄젤리, 감광소, 콜레스테롤 유도체, 송아지혈액 추출액 등의 세포부활제·피부거칠기개선제나, 노닐산발레닐아미드, 니코틴산벤질에스테르, 니코틴산β-부톡시에틸에스테르, 캡사이신, 딘게론, 칸타리스틴크, 이크타몰, 카페인, 탄닌산, α-보르네올, 니코틴산토코페롤, 이노시톨헥사니코티네이트, 시클란델레이트, 신나리진, 트라졸린, 아세틸콜린, 베라파밀, γ-올리자놀 등의 혈행촉진제나, 산화아연, 탄닌산 등의 피부수렴제나, 유황, 티안 트롤 등의 항지루제 등을 들 수 있다.Examples of skin beauty ingredients include whitening agents such as arbutin, glutathione and pancreatic extract, cell-activating and skin roughening agents such as royal jelly, photosensitizers, cholesterol derivatives, and calf blood extracts, nonyl acid valenamide, and nicotinic acid benzyl esters. , Nicotinic acid β-butoxyethyl ester, capsaicin, dingerone, canthalistin, iktamol, caffeine, tannic acid, α-bornone, nicotinic acid tocopherol, inositol hexanicotinate, cyclandate, cinnarizine, trazoline, Blood circulation promoters such as acetylcholine, verapamil and γ-olizanol; skin astringents such as zinc oxide and tannic acid; and anti-seborrheic agents such as sulfur and thiatrol.

본 발명의 화장료나 피부외용제의 형태로서는 크림형태, 겔형태, 액상, 고형, 다층형태 등을 들 수 있으며, 본 발명의 화장료나 피부외용제의 제형으로서는 유성계, 유중수형 에멀젼화계, 수중유형 에멀젼화계, 용제계 등을 들 수 있다.Examples of the cosmetic or skin external preparation of the present invention include a cream form, a gel form, a liquid form, a solid form, and a multilayer form. The formulations of the cosmetic or skin external preparation of the present invention include an oily type, a water-in-oil type emulsifying system, and an oil-in-water emulsifying system. And solvent systems.

이하, 실시예에 의해 본 발명을 보다 구체적으로 설명하는데, 본 발명의 기술적 범위는 이들 예시에 한정되는 것이 아니다.Hereinafter, although an Example demonstrates this invention more concretely, the technical scope of this invention is not limited to these illustrations.

실시예Example

(참고예 : 1,2-비스(아실아미노)시클로헥산 유도체의 합성)(Reference Example: Synthesis of 1,2-bis (acylamino) cyclohexane derivative)

[화합물(1)의 합성][Synthesis of Compound (1)]

1,2-디아미노시클로헥산 3.43g과 트리에틸아민 7.29g을 130mL의 테트라히드로푸란(이하, THF)에 녹여 빙냉 하에 팔미토일클로라이드 19.24g을 첨가하였다. 실온에서 1시간 교반하여 수분간 가열환류하였다. 100mL의 아세톤을 첨가하여 불용물을 여과분리한 후, 아세톤으로 세정하였다. 얻을 화합물을 바로 100mL의 에탄올에 용해하여 방냉한 후, 300mL의 물을 첨가하여 불용물을 여과분리하였다. 또한, 아세톤으로 세정하여 건조한 후, 얻어진 조생성물을 150mL의 에탄올에 가열용해하고, 그 후, 400mL의 아세톤을 첨가하여 백색의 석출물을 여과분리함으로써, 이하의 식(Ⅲ)으로 표시되는 화합물(1)을 얻었다. 수량은 12.91g이었다.3.43 g of 1,2-diaminocyclohexane and 7.29 g of triethylamine were dissolved in 130 mL of tetrahydrofuran (hereinafter referred to as THF), and 19.24 g of palmitoyl chloride was added under ice cooling. It stirred at room temperature for 1 hour and heated to reflux for several minutes. 100 mL of acetone was added and the insolubles were filtered off and washed with acetone. The resulting compound was immediately dissolved in 100 mL of ethanol and allowed to cool, and then 300 mL of water was added thereto to filter out the insoluble matter. After washing with acetone and drying, the crude product obtained is heated and dissolved in 150 mL of ethanol, and then 400 mL of acetone is added and the white precipitate is filtered off to obtain a compound represented by the following Formula (III) (1). ) The yield was 12.91 g.

Figure pct00003
Figure pct00003

[화합물(2)의 합성][Synthesis of Compound (2)]

1,2-디아미노시클로헥산 3.43g과 트리에틸아민 7.29g을 130mL의 THF에 녹여 빙냉 하에 스테알로일클로라이드 21.1g을 첨가하였다. 실온에서 1시간 교반한 후, 수분간 가열환류하였다. 100mL의 아세톤을 첨가하여 불용물을 여과분리한 후, 아세톤으로 세정하였다. 얻은 화합물을 바로 100mL의 에탄올에 용해하여 방냉한 후, 300mL의 물을 첨가하여 불용물을 여과분리하였다. 또한, 아세톤으로 세정하여 건조한 후, 얻어진 조생성물을 150mL의 에탄올에 가열용해하고, 그 후, 150mL의 아세톤을 첨가하여 백색의 석출물을 여과분리함으로써, 이하의 식(Ⅳ)으로 표시되는 화합물(2)을 얻었다. 수량은 11.5g이었다.3.43 g of 1,2-diaminocyclohexane and 7.29 g of triethylamine were dissolved in 130 mL of THF, and 21.1 g of stealoyl chloride was added under ice cooling. After stirring for 1 hour at room temperature, the mixture was heated to reflux for several minutes. 100 mL of acetone was added and the insolubles were filtered off and washed with acetone. The resulting compound was immediately dissolved in 100 mL of ethanol and allowed to cool, and then 300 mL of water was added to insoluble matters. Furthermore, after washing with acetone and drying, the crude product obtained was heated and dissolved in 150 mL of ethanol, and then, 150 mL of acetone was added and the white precipitate was filtered off to obtain a compound represented by the following formula (IV) (2): ) The yield was 11.5 g.

Figure pct00004
Figure pct00004

1,2-디아미노시클로헥산 11.42g과 트리에틸아민 24.29g을 250mL의 THF에 녹여 빙냉 하에 2-헥실데카노일클로라이드 54.98g을 첨가하였다. 실온에서 1시간 교반한 후, 수분간 가열환류하였다. 에바포레이터로 THF를 증류제거하고, 100mL의 아세톤을 첨가하여 불용물을 여과분리한 후, 아세톤으로 세정하였다. 얻은 화합물을 바로 100mL의 에탄올에 용해하여 방냉한 후, 300mL의 물을 첨가하여 불용물을 여과분리하였다. 또한, 아세톤으로 세정하여 건조한 후, 얻어진 조생성물을 400mL의 아세톤으로부터 재결정하여 백색의 석출물을 여과분리함으로써, 이하의 식(Ⅴ)으로 표시되는 화합물(3)을 얻었다. 수량은 43.14g이었다.11.42 g of 1,2-diaminocyclohexane and 24.29 g of triethylamine were dissolved in 250 mL of THF, and 54.98 g of 2-hexyldecanoyl chloride were added under ice cooling. After stirring for 1 hour at room temperature, the mixture was heated to reflux for several minutes. THF was distilled off with an evaporator, 100 mL of acetone was added, the insolubles were filtered off, and then washed with acetone. The resulting compound was immediately dissolved in 100 mL of ethanol and allowed to cool, and then 300 mL of water was added to insoluble matters. Furthermore, after wash | cleaning with acetone and drying, the obtained crude product was recrystallized from 400 mL of acetone, and the white precipitate was isolate | separated by filtration, and the compound (3) represented by following formula (V) was obtained. The yield was 43.14 g.

Figure pct00005
Figure pct00005

[화합물(4)의 합성][Synthesis of Compound (4)]

1,2-디아미노시클로헥산 3.43g과 트리에틸아민 7.29g을 130mL의 THF에 용해하여 빙냉 하에 2-헵틸운데카노일클로라이드 18.18g을 첨가하였다. 실온에서 1시간 교반한 후, 수분간 가열환류하였다. 에바포레이터로 THF를 증류제거하고, 100mL의 아세톤을 첨가하여 불용물을 여과분리한 후, 아세톤으로 세정하였다. 얻은 화합물을 바로 100mL의 에탄올에 용해하여 방냉한 후, 300mL의 물을 첨가하여 불용물을 여과분리하였다. 또한, 아세톤으로 세정하여 건조한 후, 얻어진 조생성물을 400mL의 아세톤으로부터 재결정하여 백색의 석출물을 여과분리함으로써, 이하의 식(Ⅵ)으로 표시되는 화합물(4)를 얻었다. 수량은 10.81g이었다.3.43 g of 1,2-diaminocyclohexane and 7.29 g of triethylamine were dissolved in 130 mL of THF, and 18.18 g of 2-heptyl undecanoyl chloride were added under ice cooling. After stirring for 1 hour at room temperature, the mixture was heated to reflux for several minutes. THF was distilled off with an evaporator, 100 mL of acetone was added, the insolubles were filtered off, and then washed with acetone. The resulting compound was immediately dissolved in 100 mL of ethanol and allowed to cool, and then 300 mL of water was added to insoluble matters. Furthermore, after wash | cleaning with acetone and drying, the obtained crude product was recrystallized from 400 mL of acetone and the white precipitate was isolate | separated by filtration, and the compound (4) represented by following formula (VI) was obtained. The yield was 10.81 g.

Figure pct00006
Figure pct00006

[화합물(5)의 합성][Synthesis of Compound (5)]

1,2-디아미노시클로헥산 3.43g과 트리에틸아민 7.29g을 130mL의 THF에 용해하여 빙냉 하에 2-(2-메틸-4,4-디메틸펜틸)-4-메틸-6,6-디메틸펩토일클로라이드 18.18g을 첨가하였다. 실온에서 1시간 교반한 후, 수분간 가열환류하였다. 100mL의 아세톤을 첨가하고 불용물을 여과분리하여 제거한 후, 여과액을 에바포레이터로 증류제거한 후, 50mL의 아세톤으로부터 재결정하여 백색의 석출물을 여과분리함으로써, 이하의 식(Ⅶ)으로 표시되는 화합물(5)를 얻었다. 수량은 6.42g이었다.3.43 g of 1,2-diaminocyclohexane and 7.29 g of triethylamine were dissolved in 130 mL of THF and 2- (2-methyl-4,4-dimethylpentyl) -4-methyl-6,6-dimethyl pep under ice cooling. 18.18 g of soil chloride were added. After stirring for 1 hour at room temperature, the mixture was heated to reflux for several minutes. After adding 100 mL of acetone and removing the insolubles by filtration, the filtrate was distilled off with an evaporator, recrystallized from 50 mL of acetone, and the white precipitate was filtered off to obtain a compound represented by the following formula. (5) was obtained. The yield was 6.42 g.

Figure pct00007
Figure pct00007

[화합물(6)의 합성][Synthesis of Compound (6)]

1,2-디아미노시클로헥산 8.57g과 트리에틸아민 16.70g을 4000mL의 THF에 용해하여 빙냉 하에 이소스테아로일클로라이드(에멜리형) 42.44g을 첨가하였다. 실온에서 1시간 교반한 후, 수분간 가열환류하였다. 300mL의 아세톤을 첨가하고 불용물을 여과분리하여 제거한 후, 여과액을 에바포레이터로 증류제거한 후, 300mL의 아세톤으로부터 재결정하여 40g의 조생성물을 얻었다. 그리고, 50mL의 열 에탄올에 용해하고 200mL의 아세톤을 첨가하여 재결정한 후, 백색의 석출물을 여과분리함으로써, 이하의 식(Ⅷ)으로 표시되는 화합물(6)을 얻었다. 수량은 34.5g이었다.8.57 g of 1,2-diaminocyclohexane and 16.70 g of triethylamine were dissolved in 4000 mL of THF, and 42.44 g of isostaroyl chloride (emellis form) was added under ice cooling. After stirring for 1 hour at room temperature, the mixture was heated to reflux for several minutes. After adding 300 mL of acetone and removing the insolubles by filtration, the filtrate was distilled off with an evaporator, and then recrystallized from 300 mL of acetone to obtain 40 g of crude product. After dissolving in 50 mL of hot ethanol, recrystallization by adding 200 mL of acetone, the white precipitate was separated by filtration to obtain compound (6) represented by the following formula. The yield was 34.5 g.

Figure pct00008
Figure pct00008

여기서, 에멜리형의 이소스테아린산이란 올레인산으로부터 다이머산을 합성할 때에 부생성되는 불포화지방산에 수소첨가하여 얻어지는, 탄소수 18이어서 메틸기를 측쇄로 가지며, 구조가 불확정한 이소스테아린산을 말한다. 이소스테아로일클로라이드(에멜리형)이란 상기 이소스테아린산의 클로라이드이다.Herein, the isellistearic isostearic acid refers to isostearic acid having 18 carbon atoms and having a methyl group as a side chain, which is obtained by hydrogenation of an unsaturated fatty acid which is produced by the synthesis of dimer acid from oleic acid. Isostearoyl chloride (emellisoidal) is a chloride of the isostearic acid.

[화합물(7)의 합성][Synthesis of Compound (7)]

1,2-디아미노시클로헥산 11.42g과 트리에틸아민 24.28g을 150mL의 THF에 용해하여 빙냉 하에 2-에틸헥사노일클로라이드 32.53g을 첨가하였다. 실온에서 3시간 교반한 후, 수분간 가열환류하였다. 실온까지 냉각하여 생성한 겔을 흡인여과하였다. 얻어진 화합물을 200mL의 에탄올에 용해시키고, 300mL의 물을 첨가하여 불용물을 흡인여과에 의해 분리하였다. 얻어진 조생성물을 100mL의 메탄올에 가열 용해하고, 600mL의 아세톤을 첨가하여 재결정한 후 백색의 석출분을 여과분리함으로써, 이하의 식(Ⅸ)으로 표시되는 화합물(7)을 얻었다. 수량은 15.15g이었다.11.42 g of 1,2-diaminocyclohexane and 24.28 g of triethylamine were dissolved in 150 mL of THF, and 32.53 g of 2-ethylhexanoyl chloride was added under ice cooling. After stirring for 3 hours at room temperature, the mixture was heated to reflux for several minutes. The gel produced by cooling to room temperature was suction filtered. The obtained compound was dissolved in 200 mL of ethanol, 300 mL of water was added, and the insolubles were separated by suction filtration. The obtained crude product was dissolved by heating in 100 mL of methanol, recrystallized by adding 600 mL of acetone, and then the white precipitate was filtered off to obtain compound (7) represented by the following formula. The yield was 15.15 g.

Figure pct00009
Figure pct00009

[혼합물(1)(화합물(2), (7) 및 (8)의 혼합물)의 제작][Preparation of mixture (1) (mixture of compounds (2), (7) and (8))]

1,2-디아미노시클로헥산 8.57g과 트리에틸아민 16.70g을 400mL의 THF에 용해하여 빙냉 하에 2-에틸헥사노일클로라이드 12.20g과 스테아로일클로라이드 21.10g을 첨가하였다. 실온에서 1시간 교반한 후, 수분간 가열환류하였다. 300mL의 아세톤을 첨가하고 불용물을 여과분리하여 아세톤으로 세정하였다. 그 후, 100mL의 에탄올에 용해하여 방냉하고, 300mL의 물을 첨가하여 여과분리한 후, 아세톤으로 세정하여 건조하였다. 얻어진 조생성물을 400mL의 아세톤을 재결정하여 백색의 고형분을 여과분리함으로써, 화합물을 얻었다. 이 화합물은 이하의 식(Ⅹ)으로 표시되는 화합물(8) 및 상술한 화합물(2)와 (7)이 혼재하는 혼합물이다. 수량은 10.81g이었다.8.57 g of 1,2-diaminocyclohexane and 16.70 g of triethylamine were dissolved in 400 mL of THF, and 12.20 g of 2-ethylhexanoyl chloride and 21.10 g of stearoyl chloride were added under ice cooling. After stirring for 1 hour at room temperature, the mixture was heated to reflux for several minutes. 300 mL of acetone was added and the insolubles were filtered off and washed with acetone. Thereafter, the resulting mixture was dissolved in 100 mL of ethanol, allowed to cool, 300 mL of water was added thereto, and the resultant was separated by filtration, washed with acetone, and dried. The obtained crude product was recrystallized from 400 mL of acetone, and the white solid was filtered to obtain a compound. This compound is a mixture in which compound (8) represented by the following formula (i) and compound (2) and (7) mentioned above are mixed. The yield was 10.81 g.

Figure pct00010
Figure pct00010

[실시예 1]Example 1

(화장료용 유성겔조성물: 1)(Cosmetic oil composition: 1)

상기에서 합성제작한 화합물(1)~(7) 및 혼합물(1)을 사용하여, 표 1에 나타낸 구성의 실시예 샘플 #1~#2 및 비교예 샘플 #1~#8의 유겔조성물의 샘플을 조제하였다. 각 샘플에 대해, 전량 계량한 후, 교반하면서 가열용해하여 투명용해 후, 냉각하여 조제하였으며, 용해온도, 겔 외관, 겔 형성, 겔 경도에 대해 평가하였다. 용해 온도는 각 샘플의 구성물을 혼합한 후, 실온에서 온도를 서서히 올려서 각 유겔조성물 샘플이 투명하게 용해되었다고 육안으로 판단한 시점의 온도로 하였다. 겔 외관은 상기 각 유겔조성물 샘플을 폴리메틸메타크릴레이트 수지제 1cm×1cm 크기의 셀에 충전하여, 셀을 통해 Century체 12폰트의 문자를 판독할 수 없는 경우에는 '백탁', 탁함이 있지만 판독할 수 있는 경우에는 '반투명', 탁함이 거의 없어 명확히 판독할 수 있는 경우에는 '투명'으로 판단하여 평가하였다. 겔 경도는 상기 각 유겔조성물 샘플을 투명하게 가온용해한 후, 25℃의 항온조에 3시간 정치한 후에, FUDOH사제 레오미터(NRM-2002D·D)로 φ2mm의 플랜저를 사용하여 6cm/분의 진입속도로 3mm 진입시의 하중피크값(g)을 측정함으로써 결정하였다. 결과를 표 1에 나타내었다.Samples of the Eugel compositions of Examples Samples # 1 to # 2 and Comparative Examples Samples # 1 to # 8 of the structures shown in Table 1, using the compounds (1) to (7) and the mixture (1) synthesized above. Was prepared. For each sample, the total amount was measured, followed by heating and dissolving with stirring, followed by transparent dissolution, cooling and preparing, and the dissolution temperature, gel appearance, gel formation, and gel hardness were evaluated. Dissolution temperature was made into the temperature at the time when visually judged that after mixing the components of each sample, the temperature was gradually raised at room temperature and each yugel composition sample dissolved transparently. The gel appearance is filled with a sample of each Yugel composition in a 1 cm x 1 cm cell made of polymethyl methacrylate resin, and when the font of 12 fonts of the Century body cannot be read through the cell, there is 'cloudiness', turbidity, but the reading. When it can be done, it is judged as 'translucent' and when it can be clearly read because there is almost no haze. After the gel hardness was transparently warmed and dissolved in each of the sample samples, the gel hardness was allowed to stand in a constant temperature bath at 25 ° C. for 3 hours, followed by an entry speed of 6 cm / min using a FUDOH rheometer (NRM-2002D · D) using a φ2 mm flanger. It was determined by measuring the load peak value (g) at the time of 3 mm entry into the furnace. The results are shown in Table 1.

실시예 샘플Example Sample 비교예 샘플Comparative Sample #1#One #2#2 #1#One #2#2 #3# 3 #4#4 #5# 5 #6# 6 #7# 7 #8#8 화합물(1)
화합물(2)
화합물(3)
화합물(4)
화합물(5)
화합물(6)
화합물(7)
혼합물(1)
수첨 폴리이소부텐*1
트리이소옥탄산글리세릴
Compound (1)
Compound (2)
Compound (3)
Compound (4)
Compound (5)
Compound (6)
Compound (7)
Mixture (1)
Hydrogenated polyisobutene * 1
Glyceryl triisooctanoate
2.5

2.5





47.5
47.5
2.5

2.5





47.5
47.5

2.5

2.5




47.5
47.5

2.5

2.5




47.5
47.5

2.5


2.5



47.5
47.5

2.5


2.5



47.5
47.5

2.5



2.5


47.5
47.5

2.5



2.5


47.5
47.5

5






47.5
47.5

5






47.5
47.5



5




47.5
47.5



5




47.5
47.5
2.5





2.5

47.5
47.5
2.5





2.5

47.5
47.5

2.5




2.5

47.5
47.5

2.5




2.5

47.5
47.5






5

47.5
47.5






5

47.5
47.5







5
47.5
47.5







5
47.5
47.5
용해온도(℃)
겔 외관
겔 형성
겔 경도(g)
Melting temperature (℃)
Gel appearance
Gel formation
Gel hardness (g)
120


40.2
120


40.2
110


41.4
110


41.4
110


3.8
110


3.8
110


15
110


15
120


39.4
120


39.4
120


34.6
120


34.6
180


64
180


64
180


60.4
180


60.4
200
×

76.4
200
×

76.4
165


38.6
165


38.6

*1 : 펄 림 18(일본유지사제)* 1: Pearl Rim 18

(판정기준)(Criteria)

겔 외관 : ◎: 투명Gel appearance: ◎: Transparent

○: 반투명○: translucent

△: 백탁                △: cloudy

×: 결정화×: crystallization

겔 형성 : ○ : 거꾸로 해도 흘러내리지 않는다Gel Formation: ○: Does not flow downside

△ : 거꾸로 하면 일부가 흘러내린다△: upside down part

× : 거꾸로 하면 전체가 흘러내린다X: When reversed, the whole flows down

[결과][result]

실시예 샘플 #1의 화합물(1)과 화합물(3)의 조합, 및 실시예 샘플 #2의 화합물(2)와 화합물(4)의 조합은 용해온도, 겔 외관, 겔 형성, 겔 경도의 결과 모두 양호하였지만, 비교예 샘플 #1의 화합물(2)와 화합물(5)의 조합과, 비교예 샘플 #2의 화합물(2)와 화합물(6)의 조합은 겔 경도의 값이 매우 낮고, 겔의 균일성, 매끄러움 등의 사용성 면에서 겔화제로서 부적합하며, 겔 경도를 향상시키기 위해 배합량을 올리면, 현저하게 겔의 투명성이 저하되었다. 또한, 식(Ⅱ)로 표시되는 1,2-비스(아실아미노)시클로헥산 유도체의 아실부분이 소위 알돌 축합형이라 불리우는 분기가 많은 알킬기를 갖는 경우나, 소위 에멜리형이라 불리우는 알킬기를 갖는 경우에는 본 발명의 유겔화제로서 사용하기에는 부적당하다고 확인되었다. 또한, 비교예 샘플 #5의 화합물(1)과 화합물(7)의 조합, 비교예 샘플 #6의 화합물(2)와 화합물(7)의 조합은 용해온도가 180℃로 매우 높고, 화장료의 제조나 충전성형성의 관점에서 적당하지 않으며, 아실부분이 분기쇄이고 탄소수가 8인 비스(아실아미노)시클로헥산 유도체는 본 발명의 유겔화제에 사용하기에는 부적당함이 확인되었다. 또한, 비교예 샘플 #3에서 화합물(2)를 단독으로, 및 비교예 샘플 #4에서 화합물(4)를 단독으로 유겔화제로 한 경우에는 조제된 유겔조성물은 백탁되고, 본 발명에 사용되는 비스(아실아미노)시클로헥산 유도체일지라도 단독으로 사용하는 경우는 조제된 유겔조성물의 투명성 면에서 부적합하였다. 또한, 비교예 샘플 #7의 화합물(7)의 상기 아실부분의 탄소수가 8인 비스(아실아미노)시클로헥산 유도체를 단독으로 유겔화제로 한 경우에는 용해온도가 너무 높아 겔이 결정화되며, 비교예 샘플 #8의 혼합물(1)과 같이, 화합물(2), (7) 및 (8)의 조합인 경우에는 용해온도가 너무 높아지거나 겔 경도가 너무 낮아지거나 하는 것을 알 수 있었다.The combination of Compound (1) and Compound (3) of Example Sample # 1 and the combination of Compound (2) and Compound (4) of Example Sample # 2 resulted in dissolution temperature, gel appearance, gel formation, gel hardness Although all were satisfactory, the combination of Compound (2) and Compound (5) of Comparative Example Sample # 1 and the combination of Compound (2) and Compound (6) of Comparative Example Sample # 2 had very low gel hardness values, It was unsuitable as a gelling agent in terms of usability such as uniformity, smoothness, and the like. When the blending amount was increased to improve gel hardness, the transparency of the gel was remarkably decreased. Moreover, when the acyl part of the 1, 2-bis (acylamino) cyclohexane derivative represented by Formula (II) has a branched alkyl group called an aldol condensation type, or when it has an alkyl group called an enmelioration type, Has been found to be unsuitable for use as the gelling agent of the present invention. In addition, the combination of Compound (1) and Compound (7) of Comparative Example Sample # 5 and the combination of Compound (2) and Compound (7) of Comparative Example Sample # 6 had a very high dissolution temperature of 180 deg. (B) It is not suitable from the standpoint of the filling property, and the bis (acylamino) cyclohexane derivative having an acyl moiety and a carbon number of 8 is found to be unsuitable for use in the eugelizing agent of the present invention. In addition, when the compound (2) was used alone in Comparative Example Sample # 3 and the compound (4) was used alone in Comparative Example Sample # 4, the prepared eugel composition was cloudy and the bis used in the present invention was cloudy. Even when used alone, the (acylamino) cyclohexane derivative was unsuitable for transparency of the prepared eugel composition. In addition, when the bis (acylamino) cyclohexane derivative having 8 carbon atoms of the acyl moiety of Compound (7) of Comparative Example Sample 7 alone was used as a gelling agent, the dissolution temperature was too high and the gel crystallized. Like the mixture (1) of sample # 8, in the case of the combination of the compounds (2), (7) and (8), it was found that the dissolution temperature was too high or the gel hardness was too low.

[실시예 2][Example 2]

(화장료용 유성겔조성물 : 2)(Cosmetic oil composition: 2)

상기 화합물(2)와 (4)에 대해, 배합하는 비율을 바꿔서 실시예 샘플 #3~#8을 추가로 조제하고, 상기와 마찬가지로, 용해온도, 겔 외관, 겔 형성 및 겔 경도를 측정하였다. 그 결과를 표 2에 나타내었다.About the said compound (2) and (4), the sample mix # 3-# 8 were further prepared by changing the compounding ratio, and melt | dissolution temperature, gel appearance, gel formation, and gel hardness were measured similarly to the above. The results are shown in Table 2.

실시예 샘플Example Sample 비교예 샘플Comparative Sample #3# 3 #4#4 #5# 5 #2#2 #6# 6 #7# 7 #8#8 #3# 3 #4#4 화합물(2)
화합물(4)
수첨 폴리이소부텐*1
트리이소옥탄산글리세릴
Compound (2)
Compound (4)
Hydrogenated polyisobutene * 1
Glyceryl triisooctanoate
4
1
47.5
47.5
4
One
47.5
47.5
3.75
1.25
47.5
47.5
3.75
1.25
47.5
47.5
3
2
47.5
47.5
3
2
47.5
47.5
2.5
2.5
47.5
47.5
2.5
2.5
47.5
47.5
2
3
47.5
47.5
2
3
47.5
47.5
1.25
3.75
47.5
47.5
1.25
3.75
47.5
47.5
1
4
47.5
47.5
One
4
47.5
47.5
5

47.5
47.5
5

47.5
47.5

5
47.5
47.5

5
47.5
47.5
용해온도(℃)
겔 외관
겔 형성
겔 경도(g)
Melting temperature (℃)
Gel appearance
Gel formation
Gel hardness (g)
120


35.6
120


35.6
110


35.4
110


35.4
110


39.2
110


39.2
110


43.4
110


43.4
110


43.2
110


43.2
110


38.6
110


38.6
110


35.8
110


35.8
120


39.4
120


39.4
120


34.6
120


34.6

[결과][result]

화합물(2) 또는 화합물(4)를 각각 단독으로 유겔화제로 한 경우에는 유겔조성물은 백탁되었지만, 화합물(2) 및 화합물(4)을 병용하여 유겔화제로 한 경우에는 배합비율에 상관없이 백탁의 정도가 적었다. 겔의 투명성과 겔 경도의 평가로부터 알 수 있듯이, 화합물(2)와 (4)의 질량비가 60:40~20:80인 경우에 유겔화제로서 양호하며, 특히 40:60~20:80이 겔의 투명성 면에서 특히 양호하였다.When the compound (2) or the compound (4) was used alone as the eugelizing agent, the eugel composition was cloudy.However, when the compound (2) and the compound (4) were used together to form the eugelating agent, regardless of the blending ratio, The degree was small. As can be seen from the evaluation of the transparency and gel hardness of the gel, when the mass ratio of the compounds (2) and (4) is 60:40 to 20:80, it is good as the gelling agent, and particularly 40:60 to 20:80 is the gel. Particularly good in terms of transparency.

[실시예 3]Example 3

(화장료용 유성겔조성물 : 3)(Cosmetic oil composition: 3)

상기 화합물(2)와 (4) 각 2.5%를 이하의 표 3에 나타낸 구성의 유제에 첨가하고, 상기와 마찬가지로, 용해온도, 겔 외관, 겔 형성, 겔 경도를 측정하였다. 그 결과를 표 3에 나타내었다.2.5% of each of the compounds (2) and (4) were added to an oil agent having the composition shown in Table 3 below, and the dissolution temperature, gel appearance, gel formation, and gel hardness were measured in the same manner as above. The results are shown in Table 3.

실시예 샘플Example Sample #9# 9 #10# 10 #11# 11 #2#2 #12# 12 #13# 13 화합물(2)
화합물(4)
수첨 폴리이소부텐*1
유동파라핀
이소옥탄산세틸
트리이소옥탄산글리세릴
트리이소스테아린산디글리세릴
말산디이소스테아릴
Compound (2)
Compound (4)
Hydrogenated polyisobutene * 1
Liquid paraffin
Isooctacetan Cetyl
Glyceryl triisooctanoate
Triglycerol Diglyceryl
Malic acid stearyl
2.5
2.5
95
2.5
2.5
95
2.5
2.5
47.5
47.5
2.5
2.5
47.5
47.5
2.5
2.5
47.5

47.5
2.5
2.5
47.5

47.5
2.5
2.5
47.5


47.5
2.5
2.5
47.5


47.5
2.5
2.5
47.5



47.5
2.5
2.5
47.5



47.5
2.5
2.5
47.5




47.5
2.5
2.5
47.5




47.5
용해온도(℃)
겔 외관
겔 형성
겔 경도(g)
Melting temperature (℃)
Gel appearance
Gel formation
Gel hardness (g)
120


59.4
120


59.4
115


26.2
115


26.2
120


33.6
120


33.6
120


41.4
120


41.4
105


31
105


31
105


13
105


13

[결과][result]

표 3에 나타낸 각 유제에 대해, 용해온도, 겔 외관, 겔 형성 및 겔 경도 면에서 양호한 결과를 나타내며, 본 발명의 겔화제가 유제의 종류, 배합비율에 상관없이 유효함이 나타났는데, 분기를 갖는 폴리올레핀인 수첨 폴리이소부텐을 단독으로 유제로 한 경우(실시예 샘플 #9)에는 투명도가 매우 높고, 투명감이나 광택이 좋은 화장료에 배합할 경우에 특히 적합한 것을 확인하였다.For each of the emulsions shown in Table 3, good results were obtained in terms of dissolution temperature, gel appearance, gel formation, and gel hardness, and it was shown that the gelling agent of the present invention was effective regardless of the type of oil agent and the blending ratio. When the hydrogenated polyisobutene which is a polyolefin was used as an oil agent alone (Example sample # 9), it was confirmed that it was especially suitable when it is mix | blended with cosmetics with very high transparency and a good glossiness and gloss.

[실시예 4]Example 4

(화장료용 유성겔조성물 : 4)(Cosmetic oil composition: 4)

상기 화합물(2)와 (4)에 대해, 실시예 샘플 #14를 추가로 조제하여, 상기와 마찬가지로, 용해 온도, 겔 외관 및 겔 경도를 측정하였다. 그 결과를 표 4에 나타내었다.For sample compounds (2) and (4), Example Sample # 14 was further prepared, and dissolution temperature, gel appearance, and gel hardness were measured in the same manner as above. The results are shown in Table 4.

실시예 샘플 #14Example Sample # 14 비교예 샘플 #9Comparative Sample # 9 화합물(2)Compound (2) 0.50.5 화합물(4)Compound (4) 1.51.5 팔미틴산덱스트린 *2Palmitate dextrin * 2 12.012.0 수첨 폴리이소부텐 *1Hydrogenated Polyisobutene * 1 50.050.0 50.050.0 트리이소옥탄산글리세릴Glyceryl triisooctanoate 47.8547.85 37.8537.85 방부제antiseptic 0.10.1 0.10.1 향료Spices 0.050.05 0.050.05 용해온도(℃)Melting temperature (℃) 110110 9090 겔 외관Gel appearance ◎투명◎ Transparent ○반투명○ translucent 겔 경도Gel hardness 11.611.6 6.86.8

*2 : 레오파르 KL2(치바제분사제)* 2: Leopard KL2 (Chiba Injection)

[결과][result]

실시예 샘플 #14와 비교예 샘플 #9의 겔 외관을 도 1에 나타내었다. 화합물(2)와 (4)의 조합의 겔화제를 사용한 경우(실시예 샘플 #14)에는 투명한 겔을 형성하고, 팔미틴산덱스트린을 겔화제로서 사용한 경우(비교예 샘플 #9)에는 반투명한 겔을 형성하였다. 본 발명의 유겔화제는 종래부터 사용되어 온 겔화제의 6분의 1의 양으로 투명도가 높은 양호한 겔을 형성할 수 있었다.The gel appearance of Example Sample # 14 and Comparative Example Sample # 9 is shown in FIG. 1. In the case of using the gelling agent of the combination of Compounds (2) and (4) (Example Sample # 14), a transparent gel was formed, and when palmitic acid dextrin was used as the gelling agent (Comparative Example Sample # 9), a translucent gel was used. Formed. The gelling agent of the present invention was able to form a good gel having high transparency in an amount of one sixth of the gelling agent conventionally used.

[실시예 5]Example 5

(스틱형 입술연지)(Stick type lipstick)

[처방] (질량%)[Prescription] (mass%)

1. 에틸렌프로필렌코폴리머 *3 5.01. Ethylene Propylene Copolymer * 3 5.0

2. 화합물 1 0.22. Compound 1 0.2

3. 화합물 3 0.13. Compound 3 0.1

4. 트리이소스테아린산디글리세릴 20.04. Triisostearic acid diglyceryl 20.0

5. 데카이소스테아린산데카글리세릴 10.05.Decaisostearate decaglyceryl 10.0

6. 폴리부텐 *4 5.06.Polybutene * 4 5.0

7. 실리콘 분기형 폴리에테르 변성실리콘 *5 2.07. Silicone Branched Polyether Modified Silicon * 5 2.0

8. 디카프린산프로필렌글리콜 10.08.Dicapric acid propylene glycol 10.0

9. 트리이소옥탄산글리세릴 잔량9. Residual Glyceryl Triisooctanoate

10. 실리콘처리 벤가라 피복운모 *6 2.010. Siliconized Bengara coated mica * 6 2.0

11. 실리콘처리 운모 티탄 *6 2.011.Silicone treated mica titanium * 6 2.0

12. 적색 202호 0.1512.Red 202 0.15

13. 황색 4호 0.713.Yellow 4 0.7

14. 산화티탄 1.514. Titanium Oxide 1.5

15. 흑산화철 0.115. Iron Oxide 0.1

16. 방부제 적량16. Preservative appropriate

17. 산화방지제 적량17. Antioxidant Proper

18. 향료 적량18. Spices appropriate

*3 : EP-700(뉴페이즈 테크놀지사제)* 3: EP-700 (New Phase Technology Co., Ltd.)

*4 : 폴리부텐 100R(이데미츠코산사제)* 4 polybutene 100R (made by Idemitsu Kosan Co., Ltd.)

*5 : KF-6028P(신에츠화학공업사제)* 5: KF-6028P (made by Shin-Etsu Chemical Co., Ltd.)

*6 : 3%(디메치콘/메치콘) 코폴리머 처리* 6: 3% (dimethicone / methicone) copolymer treatment

[제조방법][Manufacturing method]

A : 성분 1~9를 가온용해한 후, 성분 10~15를 첨가하여 균일하게 혼합한다.A: After heating and dissolving the components 1-9, the components 10-15 are added and mixed uniformly.

B : A에 성분 16~17를 첨가하여 균일하게 혼합한다.B: The components 16-17 are added to A, and it mixes uniformly.

C : B에 성분 18을 첨가하여 가열하고, 탈포한 후, 용기에 충전, 냉각하여 스틱형 입술연지를 얻었다. C: B was added to component 18, heated, degassed, and then filled and cooled in a container to obtain a sticky lipstick.

[결과][result]

본 발명의 스틱형 입술연지는 왁스 등의 고형유량을 저감하면서도 성형가능하고, 매끄러운 발림성과 광택을 가지며, 외관색이나 발색력이 뛰어난 것이었다.The stick type lip stick of the present invention was moldable while reducing the solid flow rate of wax and the like, had smooth application and gloss, and was excellent in appearance color and color development power.

[실시예 6]Example 6

(유성 파운데이션)(Oily foundation)

[처방] 질량(%)[Prescription] Mass (%)

1. 화합물 2 2.01.Compound 2 2.0

2. 화합물 4 3.02. Compound 4 3.0

3. 실리콘 분기형 라우릴·트리글리세릴 변성실리콘 *7 2.03. Silicon branched lauryl triglyceryl modified silicone * 7 2.0

4. 트리이소스테아린산 디글리세릴 10.04. Triisostearic acid diglyceryl 10.0

5. 트리(카프린산·카프릴산)글리세릴 잔량5. Tri (caprylic acid and caprylic acid) glyceryl balance

6. 디메치콘 *8 5.06. Dimethicone * 8 5.0

7. 올레핀올리고머 *9 5.07.Olefin Oligomer * 9 5.0

8. 연무상 실리카 *10 0.18. Fumed Silica * 10 0.1

9. 미립자 산화티탄 1.09. Particulate titanium oxide 1.0

10. 산화티탄 8.010. Titanium Oxide 8.0

11. 황산바륨 2.0Barium Sulfate 2.0

12. 셀리사이트 15.012.Celisite 15.0

13. 벤가라 1.013. Bengara 1.0

14. 황산화철 2.014. Iron Sulfate 2.0

15. 흑산화철 0.515. Iron Oxide 0.5

16. 카르복시비닐폴리머 *11 0.116. Carboxyvinyl Polymer * 11 0.1

17. 1,3-부틸렌글리콜 0.517. 1,3-butylene glycol 0.5

18. 향료 적량18. Spices appropriate

* 7 :KF-6105(신에츠화합공업사제)* 7: KF-6105 (made by Shin-Etsu Chemical Co., Ltd.)

* 8 :KF-96A-6cs(신에츠화학공업사제)* 8: KF-96A-6cs (made by Shin-Etsu Chemical Co., Ltd.)

* 9 : α-올레핀 올리고머(코자카이제약사제)* 9: alpha-olefin oligomer (made by Kozakai Pharmaceutical Co., Ltd.)

*10 : AEROSIL R972(일본아에로질사제)* 10: AEROSIL R972 (made in Japan Aerosil)

*11 : 카보폴 940(굿리치사제)* 11: Carbopol 940 (manufactured by Goodrich Co., Ltd.)

[제조방법][Manufacturing method]

A : 성분 1~7을 가온 용해한 후, 성분 8~17을 첨가하여 균일하게 혼합한다.A: After heating and dissolving the components 1-7, the components 8-17 are added and mixed uniformly.

B : A에 성분 18을 첨가하여 가열하고, 탈포 후, 금접시에 충전, 냉각하여 유성 파운데이션을 얻었다.B: The component 18 was added to A, it heated, and after defoaming, it filled and cooled in a golden saucer and obtained oily foundation.

[결과][result]

본 발명의 유성 파운데이션은 적은 겔화제 양으로 성형가능하며, 매끈하고 가벼운 발림성과 광택을 가지며, 외관색이나 발색력이 뛰어난 것이었다.The oily foundation of the present invention can be molded with a small amount of gelling agent, has a smooth and light coatability and gloss, and has excellent appearance color and color development ability.

[실시예 7]Example 7

(유성 아이컬러)(Oily eye color)

[처방] (질량%)[Prescription] (mass%)

1. 화합물 1 1.01.Compound 1 1.0

2. 화합물 3 3.02. Compound 3 3.0

3. 트리이소옥탄산글리세릴 10.03. Glyceryl triisooctanoate 10.0

4. 올레핀올리고머 *12 10.04. Olefin Oligomer * 12 10.0

5. 알킬·폴리에테르변성실리콘 *13 7.05. Alkyl-polyether modified silicone * 13 7.0

6. 펜타에리스리트 지방산 에스테르 *14 5.06. Pentaerythrite fatty acid ester * 14 5.0

7. 스쿠알렌 잔량7. Remaining squalene

8. 디카프린산프로필렌글리콜 15.08. Dicaprin propylene glycol 15.0

9. 스테아릴변성아크릴레이트실리콘 *15 10.09. Stearyl Modified Acrylate Silicone * 15 10.0

10. 세스키올레인산소르비탄 0.510.Succinate sorbitan 0.5

11. 모노올레인산폴리옥시에틸렌(20)소르비탄 0.811.Polyoxyethylene monooleate (20) sorbitan 0.8

12. 나일론파우더 *16 2.012. Nylon Powder * 16 2.0

13. 실리콘처리 탈크 *6 10.013. Siliconized Talc * 6 10.0

14. 적색 202호 0.514.Red 202 0.5

15. 청색 404호 1.015.Blue 404 1.0

16. 실리콘처리 산화티탄 2.016. Siliconized Titanium Oxide 2.0

17. 운모티탄 10.017.Mica Titanium 10.0

18. 연무상 실리카 *8 1.018. Fumed Silica * 8 1.0

19. 향료 적량19. Spices

*12 :노무코트 HPD-C(닛신오이리오사제)* 12: Nom coat HPD-C (made by Nisshin Orio company)

*13 : ABIL EM90(골드슈미트사제)* 13: ABIL EM90 (made by Gold Schmidt)

*14 : 코스몰 168ARN(닛신오이리오사제)* 14: Cosmal 168ARN (manufactured by Nisshin Orio Co., Ltd.)

*15 : KP-561P(신에츠화학공업사제)* 15: KP-561P (made by Shin-Etsu Chemical Co., Ltd.)

*16 : 나일론분말 SP-500(토레사제)* 16: Nylon powder SP-500 (made by Toray Corporation)

[제조방법][Manufacturing method]

A : 성분 1~11을 가열 용해한 후, 성분 12~18을 첨가하여 균일하게 혼합한다.A: After heat-dissolving the components 1-11, components 12-18 are added and it mixes uniformly.

B : A에 성분 19를 첨가하여 가열하고, 탈포 후, 금접시에 충전, 냉각하여 유성 아이컬러를 얻었다.B: Component 19 was added to A, it heated, it defoamed, it filled in a gold saucer, cooled, and obtained the oily eye color.

[결과][result]

본 발명의 유성 아이컬러는 적은 겔화제 양으로 성형가능하며, 매끈하고 가벼운 발림성과 광택을 가지며, 외관색이나 발색력이 뛰어난 것이었다.The oily eye color of the present invention can be molded with a small amount of gelling agent, has a smooth and light application and gloss, and is excellent in appearance color and color development power.

[실시예 8]Example 8

(유중수형 선블록 크림)(Water-in-oil Type Sunblock Cream)

[처방] (질량 %)[Prescription] (mass%)

1. 메틸트리메치콘 *17 5.0Methyltrimethicone * 17 5.0

2. 아크릴-실리콘처리 미립자 산화티탄 *18 5.02. Acrylic siliconized particulate titanium oxide * 18 5.0

3. 실리콘 분기형 라우릴·폴리에테르 변성실리콘 *19 0.53. Silicone branched lauryl polyether modified silicone * 19 0.5

4. 디메치콘 *20 2.04. Demethicone * 20 2.0

5. 트리메틸실록시규산/데카메틸시클로펜타실록산용액 *21 5.05. Trimethylsiloxysilicate / decamethylcyclopentasiloxane solution * 21 5.0

6. 화합물 1 0.16. Compound 1 0.1

7. 화합물 3 0.17. Compound 3 0.1

8. 파라메톡시계피산 옥틸 3.08. Paramethoxy Cinnamic Acid Octyl 3.0

9. 이소옥탄산 세틸 5.09. Cetyl isooctanoate 5.0

10. 실리콘 분기형 폴리에테르 변성실리콘 *5 2.010. Silicone Branched Polyether Modified Silicon * 5 2.0

11. 에탄올 7.011.ethanol 7.0

12. 글리세린 2.012. Glycerin 2.0

13. 염화나트륨 1.013. Sodium Chloride 1.0

14. 방부제 적량14. Preservative appropriate

15. 실리콘파우더 *22 2.015.Silicone Powder * 22 2.0

16. 향료 적량16. Spices

17. 정제수 잔량17. Residual Water Level

*17 : TMF-1.5(신에츠화학공업사제)* 17: TMF-1.5 (manufactured by Shin-Etsu Chemical Co., Ltd.)

*18 : KP-549(신에츠화학공업사제)처리 미립자 산화티탄* 18: KP-549 (manufactured by Shin-Etsu Chemical Co., Ltd.)

*19 : KF-6038(신에츠화학공업사제)* 19: KF-6038 (made by Shin-Etsu Chemical Co., Ltd.)

*20 : KF-96-2cs(신에츠화학공업사제)* 20: KF-96-2cs (made by Shin-Etsu Chemical Co., Ltd.)

*21 : KF-7312J(신에츠화학공업사제)* 21: KF-7312J (made by Shin-Etsu Chemical Co., Ltd.)

*22 : KSP-100(신에츠화학공업사제)* 22: KSP-100 (manufactured by Shin-Etsu Chemical Co., Ltd.)

[제조방법][Manufacturing method]

A : 성분 1~3을 비즈 밀 처리하여 균일하게 분산한다.A: The components 1-3 are beads mill-processed, and it disperse | distributes uniformly.

B : 성분 4~10을 가온용해하여 A 및 성분 15를 균일하게 혼합한다.B: The components 4-10 are heated and dissolved, and A and the component 15 are mixed uniformly.

C : 성분 11~14 및 성분 17을 혼합용해한다.C: The components 11-14 and 17 are mixed and dissolved.

D : B에 C를 첨가하면서 에멀젼화한 후, 냉각한다.D: After emulsifying while adding C to B, it cools.

E : D에 성분 16을 첨가하고 균일하게 혼합하여 유중수형 선블록 크림을 얻었다.Component 16 was added to E: D, and it mixed uniformly, and water-in-oil type sunblock cream was obtained.

[결과][result]

본 발명의 유중수형 선블록 크림은 피부에 도포했을 때에 매끈하게 발리며, 피부에 잘 흡수되고, 기름기도 없는 마무리로 투명성과 안정성이 뛰어난 것이었다.The water-in-oil type sunblock cream of the present invention smoothly applied to the skin, was absorbed well by the skin, and was excellent in transparency and stability with an oil-free finish.

[실시예 9]Example 9

(헤어크림)(Hair cream)

[처방] (질량%)[Prescription] (mass%)

1. 스테아릴트리메틸암모늄·클로라이드 0.51. Stearyltrimethylammonium chloride 0.5

2. 세탄올 1.02. Cetanol 1.0

3. 베헤닐알콜 1.53. Behenyl Alcohol 1.5

4. 이소노난산이소트리데실 2.04. Isononane isotridecyl 2.0

5. 화합물 2 0.15. Compound 2 0.1

6. 화합물 4 0.26. Compound 4 0.2

7. 디메치콘 *8 2.07. Demethicone * 8 2.0

8. 데카메틸시클로펜타실록산 5.08. Decamethylcyclopentasiloxane 5.0

9. 프로필렌글리콜 5.09. Propylene Glycol 5.0

10. 에탄올 5.010. Ethanol 5.0

11. 카티온화셀룰로오스 *23 0.111.Cationized Cellulose * 23 0.1

12. 크산탄검 *24 0.112.Xanthan Gum * 24 0.1

13. 방부제 적량13. Preservative appropriate

14. 정제수 잔량14. Refining water level

15. 향료 적량15. Spices suitable

*23 : 폴리머 JR400(유니온카바이드사제)* 23: polymer JR400 (made by Union Carbide)

*24 : 켈트롤(켈코컴퍼니사제)* 24: Keltrol (manufactured by Kelco Company)

[제조방법][Manufacturing method]

A : 성분 2~8을 가온하여 균일하게 혼합한다.A: The components 2-8 are heated and mixed uniformly.

B : 성분 1 및 성분 9~14를 가온하여 균일하게 혼합한다.B: The components 1 and 9-14 are heated and mixed uniformly.

C : 80℃에서 B에 A를 첨가하면서 에멀젼화한다.C: It emulsifies adding A to B at 80 degreeC.

D : 냉각 후, C에 성분 15를 첨가하고 균일하게 혼합하여 헤어크림을 얻었다.D: After cooling, component 15 was added to C and mixed uniformly to obtain hair cream.

[결과][result]

본 발명의 헤어크림은 모발에 도포하였을 때에 매끈하게 발리며, 모발에 대한 친화성이 좋고, 기름기가 없는 마무리로 광택과 모발 정리가 뛰어난 것이었다.When the hair cream of the present invention was applied to the hair, it applied smoothly, had good affinity for the hair, and was excellent in gloss and hair grooming with a greasy finish.

[실시예 10]Example 10

(페이스트형 립글로스)Paste Lip Gloss

[처방] (질량%)[Prescription] (mass%)

1. 화합물 2 0.11.Compound 2 0.1

2. 화합물 4 0.22. Compound 4 0.2

3. 말산디이소스테아릴 20.03. Malic Diisostearyl 20.0

4. 폴리부텐 *2 60.04.Polybutene * 2 60.0

5. 디카프린산프로필렌글리콜 10.05. Dicapric acid propylene glycol 10.0

6. 트리이소옥탄산글리세릴 잔량6. Residual Glyceryl Triisooctane

7. 실리콘처리 운모 티탄 *6 1.07. Siliconized Mica Titanium * 6 1.0

8. 적색 202호 0.028.Red 202 0.02

9. 황색 4호 0.049. Yellow No. 4 0.04

10. 산화티탄 0.1510. Titanium Oxide 0.15

본 발명의 유겔화제는 비극성 또는 저극성의 유제(油劑)에 저농도 배합함으로써 투명성이 높은 유겔조성물을 안정적으로 형성할 수 있으며, 이러한 유겔화제나 유겔조성물을 배합한 화장료나 피부외용제는 안정성이나 사용성, 외관의 투명성 등의 면에서 뛰어나다.The eugelating agent of the present invention can stably form a highly transparent eugel composition by low concentration in a nonpolar or low polar emulsion, and cosmetics or skin external preparations incorporating such a gelling agent or a gel composition are stable or usable. Excellent in terms of transparency of appearance.

Claims (7)

(A) : 식(Ⅰ)
[화학식 1]
Figure pct00011

(상기 식에서, R1은 탄소수 15~21의 직쇄알킬기를 나타낸다)로 표시되는 비스(아실아미노)시클로헥산 유도체와,
(B) : 식(Ⅱ)
[화학식 2]
Figure pct00012

(상기 식에서, R2는 총 탄소수가 15~21인, 1위치에 치환기로서 직쇄알킬기를 갖는 직쇄알킬기를 나타낸다)로 표시되는 비스(아실아미노)시클로헥산 유도체를 포함하는 유겔화제.
(A): Formula (Ⅰ)
[Formula 1]
Figure pct00011

In the above formula, R 1 represents a bis (acylamino) cyclohexane derivative represented by C 15-C 21 straight alkyl group,
(B): Formula (II)
(2)
Figure pct00012

The eugelating agent containing the bis (acylamino) cyclohexane derivative represented by (wherein, R <2> represents a linear alkyl group which has a linear alkyl group as a substituent at 1-position whose total carbon number is 15-21).
제 1 항에 있어서,
(A):(B)의 질량비가 80:20~20:80인 것을 특징으로 하는 유겔화제.
The method of claim 1,
The mass ratio of (A) :( B) is 80: 20-20: 80, The eugelizing agent characterized by the above-mentioned.
제 1 항 또는 제 2 항의 유겔화제와, 유제를 함유하는 것을 특징으로 하는 유겔조성물.A eugel composition comprising the eugelating agent of claim 1 or 2 and an oil agent. 제 3 항에 있어서.
유제는 분기를 갖는 폴리올레핀을 포함하는 것을 특징으로 하는 유겔조성물.
The method of claim 3.
An emulsion is a gel formulation comprising a polyolefin having a branch.
제 4 항에 있어서,
분기를 갖는 폴리올레핀이 수첨 폴리이소부텐인 것을 특징으로 하는 유겔조성물.
The method of claim 4, wherein
A eugel composition, wherein the branched polyolefin is hydrogenated polyisobutene.
제 1 항 또는 제 2 항의 유겔화제, 혹은 제 3 항~제 5 항 중 어느 한 항의 유겔조성물을 함유하는 것을 특징으로 하는 화장료.A cosmetic comprising a eugel composition of claim 1 or 2 or the eugel composition of any one of claims 3 to 5. 제 1 항 또는 제 2 항의 유겔화제, 혹은 제 3 항~제 5 항 중 어느 한 항의 유겔조성물을 함유하는 것을 특징으로 하는 피부외용제.The skin external preparation containing the eugelizing agent of Claim 1 or 2, or the eugel composition of any one of Claims 3-5.
KR1020117020491A 2009-03-06 2010-03-05 Oil gelling agent,composition containing oil gelling agent, and external preparation or cosmetic for skin KR20110125645A (en)

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