TW201041602A - 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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Publication number
TW201041602A
TW201041602A TW099106515A TW99106515A TW201041602A TW 201041602 A TW201041602 A TW 201041602A TW 099106515 A TW099106515 A TW 099106515A TW 99106515 A TW99106515 A TW 99106515A TW 201041602 A TW201041602 A TW 201041602A
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Taiwan
Prior art keywords
oil
acid
gelling agent
gel
compound
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TW099106515A
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Chinese (zh)
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TWI444204B (en
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Satsuki Miyagawa
Kazuhiro Suzuki
Kenji Hanabusa
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Kose Corp
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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
    • A61K8/42Amides
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • 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
    • A61K8/04Dispersions; Emulsions
    • A61K8/042Gels
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09KMATERIALS FOR MISCELLANEOUS APPLICATIONS, NOT PROVIDED FOR ELSEWHERE
    • C09K3/00Materials not provided for elsewhere
    • AHUMAN NECESSITIES
    • 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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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Public Health (AREA)
  • Chemical & Material Sciences (AREA)
  • Epidemiology (AREA)
  • Birds (AREA)
  • Dermatology (AREA)
  • Engineering & Computer Science (AREA)
  • Pharmacology & Pharmacy (AREA)
  • General Chemical & Material Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Dispersion Chemistry (AREA)
  • Materials Engineering (AREA)
  • Organic Chemistry (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Cosmetics (AREA)
  • Medicinal Preparation (AREA)

Abstract

Provided is an oil gelling agent capable of forming a gel that is highly stable and highly transparent by the addition thereof in a small amount to a nonpolar or low-polarity oil-based preparation. The oil gelling agent is produced by mixing a 1,2-bis(acylamino)cyclohexane derivative wherein the acyl segment is a linear alkyl group having 15 to 21 carbons, and a bis(acylamino)cyclohexane derivative wherein the acyl segment is a linear alkyl group having a total number of carbons of 15 to 21 and a linear alkyl group as a substituent group at position 1.

Description

201041602 六、發明說明: 【發明所屬之技術領域】 本發明係有關一種含有含直鏈烷基之雙(醯基胺基)環己 烷衍生物、及含支鏈烷基之雙(醯基胺基)環己烷衍生物的 油凝膠化劑,含有該油凝膠化劑之油凝膠組合物以及添 加有該油凝膠組合物之化妝品、皮膚外用劑。 【先前技術】 化妝品之領域中,常溫下為液體或固體之油性化妝品基 齊!(:由劑)添加於化妝品之際’ a 了使化妝品之形態多様化 且提高使用性,會有在油劑中添加油凝膠化劑而於調製 成凝踢化之油凝膠組合物後再予添加於化妝品中之情形。 為了控制油劑之枯性或構造性以提高使用性,並提升含油 劑之化妝时之安定性或使用感,凝膠化劑扮演著重要的角 先如’作為添加於煙 〇 之油凝膠化劑,係使用以躐等二二::油劑 酸醋,基硬脂酸等二 劑為首之糊精脂肪 之使H # ㈣求W用於㈣品之油凝膠組合物 定 而豸蠟作為油凝膠化劑使用時,在形成安 之濃度下’油凝膠™濁= 又,將糊精脂肪酸广之化妝品時會有不適切之情形, 明之油凝膠組:作為油凝膠化劑使用時’雖可形成透 易於軟化等等之但基於須以高濃度混合,且在高溫下 、,在混合於化妝品時之使用性上有不 146883.doc 201041602 盡如人意之情形。再者’將12-羥基硬脂酸作為油凝膠化 劑使用時,可凝膠化之油劑之種類少,即使可凝膠化,所 獲得之凝膠組合物也只是粗的凝膠狀,使用性尚有不足之 處。 另一方面,針對二胺基環己烧衍生物,含有雙(酿基胺 基)環己烷衍生物之醫藥品、化妝品、食品等之組合物已 有業者提案(參見專利文獻1 ),此外,以碳數6〜22之飽和 之直鍵及/或支鍵脂肪酸之1種或2種以上之一酿胺衍生物 及/或二醯胺衍生物為有效成分之有機液體狀凝膠化或固 化劑,亦曾為業者所提案(參見專利文獻2)。 [先行技術文獻] [專利文獻] [專利文獻1]日本特開平10-237034號公報 [專利文獻2]日本特許第3620878號公報 【發明内容】 [發明之解決課題] 本發明之課題係在提供一種藉由在非極性或低極性油劑 中少量混合’即可形成安定性高且透明性高之凝膠的油凝 膠化劑。 [課題之解決手段] 發明人等為解決上述課題,持續鋭意研究至今,終而發 現將醯基部分具有碳數15〜21之直鏈烷基的1,2-雙(醯基胺 基)環己烷衍生物、與醯基部分為具備總碳數1 5〜2 1之直鏈 烧基、且該直鏈燒基在丨_位置具有作為取代基之直鏈烧基 146883.doc 201041602 Ο Ο 的1,2-雙(醯基胺基)環己烷衍生物’分別以一種混合而製 成之油凝膠化劑,在添加於油劑時,添加量即使與先前之 油凝膠化劑相比為低濃度’其透明性亦高,且安定性亦 佳,可形成適於混合於化妝品之凝膠。又,酿基部分具有 碳數b〜21之直鏈院基之u•雙(酿基胺基)環己烧衍生物以 一種單獨作為油凝膠化劑時,油凝膠組合物會白濁化,在 酿基部分含碳數8之支鏈烧基的❻雙(酿基胺基)環己院衍 生物含於油凝膠化劑時,溶解溫度會有極度增高之情形, 再者’ i,2-雙(醯基胺基)環己烧衍生物中,環己烧環& ㈣之醯基部分’ #中—方為直鍵而他 方為支鏈時,確認凝膠組合物會白濁化,或是溶解溫度增 高,在混合於化妝品時會有不適切之情形。本發明係基於 以上之知識及見解而完成者。 具體έ之’本發明係有關如下所示者。 ⑴-種之油凝膠化劑,其含有⑷:式⑴❹之雙(酿基胺 基)環己烷衍生物:201041602 VI. Description of the Invention: [Technical Field] The present invention relates to a bis(indenylamino)cyclohexane derivative containing a linear alkyl group, and a bis(indenylamine) having a branched alkyl group. An oil gelling agent of a cyclohexane derivative, an oil gel composition containing the oil gelling agent, and a cosmetic or skin external preparation to which the oil gel composition is added. [Prior Art] In the field of cosmetics, it is a liquid or solid oily cosmetic base at room temperature! (: From the agent) at the time of cosmetics' a. The shape of the cosmetics is increased and the usability is improved. The oil gelling agent is added to the gelled gel composition and then added to the cosmetic. In order to control the dryness or constructability of the oil agent to improve the usability and enhance the stability or feeling of use of the oil-containing agent during makeup, the gelling agent plays an important role as the 'oil gel added to the soot. The chemical agent is used to make the dextrin fat, such as the oily acid vinegar and the base stearic acid, and the H # (4) is used for the oil gel composition of the (four) product. When used as an oil gelling agent, 'oil gelTM turbidity = at the concentration of forming an ampoule. In addition, there will be an uncomfortable situation when the dextrin fatty acid is widely used in cosmetics. The oil gel group of the oil gel: as an oil gelling agent When used, it can be formed to be easy to soften, etc., but it is based on the necessity of mixing at a high concentration, and at a high temperature, when it is mixed with cosmetics, there is no 146883.doc 201041602. Furthermore, when 12-hydroxystearic acid is used as the oil gelling agent, the type of gelling agent can be made small, and even if gelatinizable, the obtained gel composition is only a coarse gelatinous form. There are still some shortcomings in usability. On the other hand, a composition of a pharmaceutical, a cosmetic, a food, or the like containing a bis(arginylamino)cyclohexane derivative has been proposed by the prior art for a diamine-based cyclohexane derivative (see Patent Document 1). An organic liquid gelled or an organic compound in which one or two or more kinds of a straight amine bond having a carbon number of 6 to 22 and/or one or more of the branched fatty acids are used as an active ingredient A curing agent has also been proposed by the manufacturer (see Patent Document 2). [Provisions of the Invention] [Patent Document 1] Japanese Laid-Open Patent Publication No. Hei No. Hei. No. Hei. No. Hei. An oil gelling agent which forms a gel having high stability and high transparency by mixing in a small amount in a non-polar or low-polarity oil agent. [Means for Solving the Problem] In order to solve the above problems, the inventors have continued to research and develop the 1,2-bis(indenylamino) ring having a linear alkyl group having a carbon number of 15 to 21 in the thiol moiety. The hexane derivative and the fluorenyl moiety are a linear alkyl group having a total carbon number of 15 to 2 1, and the linear alkyl group has a linear alkyl group as a substituent at the 丨_ position 146883.doc 201041602 Ο Ο An oil gelling agent prepared by mixing a 1,2-bis(decylamino)cyclohexane derivative, respectively, when added to an oil agent, even if added to the previous oil gelling agent Compared with the low concentration, the transparency is also high, and the stability is also good, and a gel suitable for mixing in cosmetics can be formed. Further, when the brewing base portion has a linear group of a carbon number b to 21, the u•bis(hydro-amino)cyclohexane derivative is used as an oil gelling agent alone, and the oil gel composition is cloudy. When the bismuth (bromoamino)cyclohexyl derivative containing a carbon number of 8 in the brewing base is contained in the oil gelling agent, the dissolution temperature is extremely increased, and then 'i In the 2-bis(decylamino)cyclohexane derivative, the cyclohexane ring & (4) thiol moiety '#中—is a straight bond and the other side is a branch, confirming that the gel composition will be cloudy Or the dissolution temperature is increased, and it may be uncomfortable when mixed with cosmetics. The present invention has been completed based on the above knowledge and insights. Specifically, the present invention relates to the following. (1) An oil gelling agent comprising (4): a bis(stylamino)cyclohexane derivative of the formula (1):

......(I...(I

Ah (式中,R,表碳數15〜21之直鏈烷基);與 (B):式(II)所示之雙(酿基胺基)環己烷衍生物. 146883.doc 201041602Ah (wherein R, a linear alkyl group having a carbon number of 15 to 21); and (B): a bis(arginylamino)cyclohexane derivative represented by the formula (II). 146883.doc 201041602

(ID (式中’ R·2表示總峻數為15〜21、且在i_位置具有直鏈烷基 作為取代基之直鏈烷基);或是 [2] 如上述[1]之油凝膠化劑,其中(A) : (B)之質量比為8〇 : 20〜20 : 80 ;或是 [3] —種油凝膠組合物,其含有上述π]或[2]之油凝膠化劑 與油劑;或是 [4] 如上述[3]之油凝膠組合物,其中該油劑含有具有支鏈 之聚稀煙;或是 m如上述[4]之油凝膠組合物,其中該具有支鏈之聚烯烴 為氫化聚異丁烯;或是 [6] -種化H其特徵在於:含有如上述⑴或[2]之油凝 膠化劑,或是上述[3]〜[5]中任一項之油凝膠組合物;或是 [7] 一種皮膚外用劑,其特徵在於:含有如上述[丨]或[2]之 油凝膠化劑,或是上述[3]〜[5]中任一項之油凝膠組合物。 【實施方式】 [發明之實施形態] (油凝膠化劑) 作為本發明之油凝膠化劑,只要是包含(A):上述式⑴ 146883.doc 201041602 所示之雙(醯基胺基)環己烷衍生物之一種或二種以上(其 中,式(I)中’ h表示碳數15〜21之直鏈烷基),與(B):上 述式(II)所示之雙(醯基胺基)環己烷衍生物之一種或二種以 .上(其中,式(II)中’ R2表示總碳數為15〜21、且在丨_位置具 有直鏈烧基作為取代基的直鏈院基)者即可,並無特殊限 制,但上述(A)與(B)宜分別使用一種類。又,本發明中, 式(I)之諸Ri及式(II)之諸分別為相同。又,本發明之油 凝膠化劑,不只是僅包含上述(A)與(B)之油凝膠化劑,作 為其他成分,只要是不妨礙(A)與(B)之作用效果,也可含 有製造時之副産物或雜質等。 上述式⑴之Ri之「碳數15〜21之直鏈烷基」,具體而言, 可例示的是十五烷基、十六烷基,十七烷基、十八烷基、 十九炫基、廿院基、廿一烧基。 上述式(II)之R2之「總碳數為15〜21、且在丨_位置具有直 鏈烧基作為取代基之直鏈烷基」,係指直鏈之主鏈的丨_位 ◎ 置,即鍵結於羰基的碳原子上取代有直鏈烷基者,其為總 碳數為15〜21之烷基。總碳數為15〜21、且在丨_位置具有直 鏈烷基作為取代基之直鏈烷基,具體可舉例為:丨_甲基十 四烷基、1-曱基十五烷基、1-甲基十六烷基、卜甲基十七 烷基、1-曱基十八烷基、1-甲基十九烷基、丨_甲基廿烷 基、1-乙基十二烷基、1-乙基十四烷基、丨_乙基十五烷 基、1-乙基十六烷基、1·乙基十七烷基、丨·乙基十八烷 基、1-乙基十九烷基、1-丙基十二烷基、丨两基十三烷 基、1-丙基十四烷基、1·丙基十五烷基、i•丙基十六烷 146883.doc 201041602 基、卜丙基十七烷基、1_丙基十八烷基、丨_ 丁基十一烷 基、1-丁基十二烷基、1-丁基十三烷基、卜丁基十四烷 基、1-丁基十五烷基、1-丁基十六烷基、丨_丁基十七烷 基、1-戊基癸基、1-戊基十_烷基、卜戊基十二烷基、 戊基十三烷基、1-戊基十四烷基、丨戊基十五烷基、丨_戊 基十六烷基、1-己基壬基、丨_己基癸基、卜己基十一烷 基、1-己基十二烷基、己基十三烷基、丨己基十四烷 基、1-己基十五烷基、1-庚基辛基、丨_庚基壬基、丨庚基 癸基、1-庚基十一烷基、1_庚基十二烷基、卜庚基十三烷 基、1-庚基十四烷基、1-辛基辛基、丨_辛基壬基、丨_辛基 癸基、1-辛基十一烷基、1_辛基十二烷基、丨辛基十三烷 基、1-壬基壬基、1-壬基癸基、卜壬基十一烷基、丨壬基 十一烧基、1-癸基癸基' 1-癸基^--院基等。 本發明之油凝膠化劑係藉由添加於油劑中,經由分子締 合而在油劑中形成網目狀或纖維狀等之三次元網目構造, 藉由在網目中保持油劑分子等,可推定其為可將液狀油固 化(凝膠化)之組合物。又,只要無損本發明之效果,可含 其他任意成分。 作為上述式(I)所示之雙(醯基胺基)環己烷衍生物之合成 方法,可舉的合成方法包含以下之習知之方法:將丨,2-二 胺基環己烷、與適當選擇之一種碳數16〜22之直鏈飽和脂 肪酸以亞硫醯二氣等之_化劑處理所得之酸齒化物,在鹼 存在下予以縮合之方法;或是將1>2_二胺基環己烷與適當 選擇之一種碳數為16〜22之直鏈飽和脂肪酸,因應必要在 146883.doc 201041602 錫、鎳等金屬之氧化物等之觸媒的存在下,以1〇〇〜250°c 作5〜20小時左右之脱水反應之醯胺化反應等等的化學方 法。而後’可將此等反應之生成物以包含再結晶或層析柱 等習知方法之純化手段純化。作為上述丨,2_二胺基環己 烧,可為反-1,2-二胺基環己烧,也可為順二胺基環己 烷,但以反-1,2-二胺基環己烷為佳。作為上述直鏈飽和脂 肪酸’可例示的有十六烷酸(棕櫊酸)、十七烷酸(珍珠 酸)、十八烧酸(硬脂酸)、十九烧酸、廿烧酸(精胺酸)、廿 一烷酸、山窬酸(廿二烷酸)。 作為上述式(II)所示之雙(醯基胺基)環己烷衍生物之合成 方法,可舉的包含:令丨,2_二胺基環己烷、與適當選擇之 一種碳數為16〜22、且在2-位置具有直鏈烷基作為取代基 的飽和脂肪酸反應之上述化學方法等習知之合成方法。 作為上述1,2_二胺基環己烷,可為反_152_二胺基環己 烷,也可為順-1,2-二胺基環己烷,但較佳的是反_丨,2_二胺 基環己烷。 作為在2_位置具有直鏈烷基作為取代基的飽和脂肪酸, 具體而言,可舉的有:2_甲基十七烷酸、2_甲基十六烷 酸、2-甲基十七烷酸、2_甲基十八烷酸、2_甲基十九烷 酸、2-甲基廿烷酸、2_甲基廿一烷酸、2•乙基十四烷酸、 2_乙基十七烷酸、2·乙基十六烷酸、2-乙基十七烷酸、2-乙基十八烷酸、2-乙基十九烷酸、2_乙基廿烷酸、2-丙基 十二烷酸、2_丙基十四烷酸、2-丙基十七烷酸、2-丙基十 六烷酸、2_丙基十七烷酸、2·丙基十八烷酸、2-丙基十九 146883.doc 201041602 烷酸、2-丁基十二烷酸 酸、2-丁基十七烷酸、 酸、2- 丁基十八烷酸、 酸、2-戊基十三烷酸、 酸、2-戊基十六烷酸、 、2-丁基十三烷酸、2_ 丁基十四烷 2_ 丁基十六烷酸、2-丁基十七烷 2-戊基十一烷酸、2_戊基十二烷 2-戊基十四烷酸、2_戊基十七烷 2-戊基十七院酸、2-己基癸酸、2- 己基十-烷酸、2-己基十二烷酸、2_己基十三烷酸、2_己 基十四烧酸、2-己基十七燒酸、2_己基十六烧酸、2_庚基 壬酸、庚基錢、2_庚基十—賴、2_庚基十二烧酸、 2-庚基十三烷酸、2-庚基十四烷酸、2_庚基十七烷酸、2_ 辛基辛酸、2-辛基壬酸、2_辛基癸酸、孓辛基十一烷酸、 2-辛基十二烷酸、2_辛基十三烷酸、2_辛基十四烷酸、孓 壬基壬酸、2-壬基癸酸、2-壬基十一烷酸、2_壬基十二烷 酸、2-壬基十三烷酸、2_癸基癸酸、2_癸基十一烷酸、二 癸基十二烷酸、2-十一烷基十一烷酸等。 本發明油凝膠化劑中之(A):上述式⑴所示之雙(醯基胺 基)環己烷衍生物、與(B):上述式(11)所示之雙(醯基^基) 環己烧衍生物之質量比’並無特殊限定,宜為叫. 20〜20: 80,更好的是60 : 4〇〜2〇: 8〇。式⑴所示之雙(酿 基胺基)環己烷衍生物之比例若超過80質量%,則本發明油 凝膠化劑有結晶性變高、變得過硬,或是透明性顯著降低 之可能性,若未達20質量%,則有凝膠硬度顯著降低之: 能性。 _可 (油性凝膠組合物) ,含有上述油凝膠化劑與油 本發明之油性凝膠組合物 146883.doc -10- 201041602 劑。 作為油劑’例如可舉的有以下所示者: 流動石蠟、角鯊烷、角鯊烯、聚丁烯、氫化聚異丁烯等 之烴類; 棕櫚酸、油酸、硬脂酸等之脂肪酸類; 鍾油 亞麻仁油、杏仁油、接胡麻油、咖挪油、菜軒 油、撖欖油、玉米油、蓖麻子油、紅花油、向日葵油、綿 實油、荷荷芭油、夏威夷豆油、小麥胚芽油、大豆油、落 花生油、椰子油、棕橺油、棕櫊仁油、椿油、月見草油等 之植物油類; 貂油、魚油、豬油、牛脂等之動物油類; 己二酸二異丁酯、己二酸2-己基癸酯、己二酸二-2-庚基 十一烷酯、單異硬脂酸N_烷基二醇酯、異硬脂酸異十六烷 酯、三異硬脂酸三羥甲基丙烷酯、2-乙基己酸十六酯、二 -2-乙基己酸乙二醇酯、二_2_乙基己酸新戊二醇酯、三2-乙基己酸甘油酯、三-2-乙基己酸三羥甲基丙烷酯、四-2-乙基己酸季戊四醇酯、辛酸十六烷酯、辛基十二烷基膠 酯、油酸油酯、油酸辛基十二烷酯、油酸癸酯、二癸酸新 戊二醇酯、檸檬酸三乙酯、琥珀酸2-乙基己酯、醋酸戊 酯、醋酸乙酯、醋酸丁酯、硬脂酸異十六烷酯、硬脂酸丁 酯、癸二酸二異丙酯、癸二酸二-2-乙基己酯、乳酸十六烷 酯、乳酸肉莖蔻酯、棕櫚酸異丙酯、棕櫚酸2-乙基己酯、 棕櫚酸2-己基癸酯、棕櫊酸2-庚基十一烷基、12-羥基硬脂 酸膽固醇醋、二季戊四醇脂肪酸醋、肉笪謹酸異丙醋、肉 146883.doc 11 201041602 i:蔻酸2-辛基十二烷酯、肉莖蔻酸2_己基癸酯、肉苴蔻酸 肉旦蔻知、二甲基辛酸己基癸酯、月桂酸乙酯、月桂酸己 酯、N-月桂醯_L_谷胺酸_2_辛基十二烷酯、蘋果酸二異硬 脂S旨等之醋類; 二曱基聚矽氧烷、甲基苯基聚矽氧烷、甲基氫化聚矽氧 烷、八甲基環四矽氧烷、十曱基環戊矽氧烷、十二甲基環 六矽氧烷、四甲基四氫環四矽氧烷、氟改質聚矽氧烷等之 矽酮類; 全氟癸烷,全氟辛烷、全氟聚醚等之氟系油劑類等等。 為提高凝膠之硬度或透明性,宜混合以具有支鏈之聚烯 煙’具體而言,可舉的有(C7, 8)異鏈烷烴、(C8, 9)異鏈院 烴、(C9_ll)異鏈烷烴、(cl〇-13)異鏈烷烴、(C11,12)異鏈 烧煙、(Cll-l3)異鏈烷烴、(C13,14)異鏈烷烴、(cm3) 異鏈燒、(C18_7G)異鏈烧烴等之異鏈院烴類,烯煙寡聚 :物、氫化C6-14缚屬聚合物、聚丁烯、氫化聚異丁稀、 气聚力婦等,其中,就凝膠之透明性或附著性等之使用 V 丁稀虱化聚異丁稀、氫化C6-14稀烴聚合物 較佳。此等油劑可單獨或使用二種以上。 本^明油性凝膠組合物之調製方法,可舉的是將上述 (A)與⑻與上述油劑混合後至均勻狀態為止予以加熱溶 方法或是調製上述(A)與(B)之混合油凝膠化劑後, 將其添加於加熱之油劑中,至均句狀態為止予以混合分 政,在常溫下予以靜置之方法。 146883.doc 12 201041602 上述(A)與(B)均是,可因應必要混配以任意成分而調製 成本發明之油性凝膠組合物。 本發明之油性凝膠組合物調製時’添加於油劑之上述油 凝膠化劑之混合量雖無特殊限定,但相對油性凝膠組合物 總量,宜為0.01〜20質量%,更好為〇.1〜15質量%。作為上 述混合分散用之機器,可舉的是分散混合器,軋製機高 粘度混合器,萬用攪拌機,韓歇爾式混合器等。 作為本發明油性凝膠組合物之用途,可舉的是化妝品、 皮膚外用齊!、塗料、油墨、潤滑油等’以化妝品(含緩效 藥品)較佳;作為混合本發明油性凝膠組合物之化妝品, 可舉的有口紅、珠光唇膏、護唇膏等之口唇化妝品,油性 粉底、油中水型及水中油型乳化液態粉底等之粉底,眼 影、眼線、睫毛膏等之修補用化妝品,指甲化妝品、指甲 被覆劑等之美甲料,潤絲精、潤髮乳、護髮霜等之護髮製 品,髮蠟、整髮液、髮油、髮霜等之整髮料,乳液、乳 〇 霜、美容液、美容油、面膜等之護膚化妝品等,又,作為 皮膚外用劑,較佳例為栓劑、油中水型及水中油型之乳化 型皮膚外用劑、脂質製劑、微脂粒製劑等。 • 本發明化妝品或皮膚外用劑中之上述油凝膠狀組合物之 ·>昆合1亚無特殊限$,相冑化妝品或皮膚外用冑等之總量 宜為〇.01〜100質量%,更好的是〇·1〜99.5質量%。 本發明化妝品或皮膚外用劑等中,除上述⑷或(B)或油 劑乂外纟無損本發明之效果的範圍内,通常可適當混合 化妝品或皮膚外用劑等之中所使用之成分,例如醇類、保 146883.doc 201041602 :劑:凝膠化劑、粉體、紫外線吸收劑、防腐劑、抗菌 立抗氧化劑、pH調整劑、美膚用成分、外用藥劑等作為 :思成分。此等成分可在調製上述油凝膠狀組合物時混 S也可在^由凝膠化劑中混合。 /乍為上述醇類,例如可舉出的為乙醇'異丙醇等之低級 醇或丙—醇、二丙三醇、聚丙三醇、二甘醇、聚乙二 醇、丙二醇、-石β 一-丙-醇、聚丙二醇、1,3-丁二醇、季戊四 &醇’山梨糖醇、麥芽糖、木糖醇、還原麥芽糖 醇,或膽固醇、谷固醇 '植物固醇、羊毛固醇等之 固醇類等。 作為上述保濕劑,可舉的例如為尿素、玻尿酸、軟骨素 硫酸、°比咯啶酮羧酸鹽等。 作為上述凝膠化劑,只要是水性凝夥化劑或油性凝膠化 劑即可’並無特殊限制,例如’作為水性凝膠化劑,可舉 的是阿拉伯樹膠、黃箸膠、半乳聚、刺槐豆膠、瓜爾豆 膠、卡拉亞橡膠樹液膠、菜膠、果膠、洋菜、女王種子 (來自摄棹等)、澱粉(來自稻 '玉米、馬鈐薯、小麥等卜 =然海藻素、托蘭特豆膠、刺槐豆膠等之植物系高分子; 黃原膠、葡聚醣、琥轴葡聚醣、普魯蘭多酿等之微生物系 雨分子;膠原蛋白、路蛋白、白蛋白、明躍等之動 分子;竣曱基澱粉、甲基經丙基搬粉等之殿粉系高分子. 甲基纖維素、經丙基甲基纖維素、竣甲基纖維素、經甲基 纖維素、經乙基纖維素、經丙基纖維素、纖維素硫酸納、 叛甲基纖維素納等之纖維素系高分子;藻酸納、藻酸丙二 146883.doc -14· 201041602 醇醋等之藻酸系高分子;聚丙烯酸鈉、羧乙烯基聚合物、 烧基改質缓乙稀基聚合物、聚丙烯酿胺、聚乙稀醇、聚乙 烯基吡咯啶酮等之乙烯系高分子;聚乙二醇'環氧乙烷環 氧丙烷共聚物、皂土、矽酸鋁鎂、矽酸鈉鎂、水輝石、無 水矽酸等之無機系等。 作為上述粉體,可舉的有例如無機粉體、有機粉體、金 屬皂粉末、有色顏料、珠光顏料、金屬粉末、焦油色素、 ❹ 天然色素等,不問其粒子形狀(球狀、針狀、板狀等)、粒 徑(煙霧狀、微粒子、顏料級等)、或粒子構造(多孔質、無 孔質等)。此等粉體可原狀使用,也可將2種以上粉體複合 化使用,也可以油劑、矽酮化合物、氟化合物等將其施以 表面處理。 作為紫外線吸收劑,可舉的是例如對_胺基苯甲酸等之 苯甲酸系紫外線吸收劑,或鄰-胺基苯甲酸甲酯等之鄰胺 基苯甲酸系紫外線吸收劑,或水楊酸甲酯等之水楊酸系紫 〇 外線吸收劑,或對•甲氧基桂皮酸辛酯等之桂皮酸系紫外 線吸收劑,或2,4-二羥基苯酮等之苯酮系紫外線吸收 劑,或尿刊酸乙酯等之尿刊酸系紫外線吸收劑等。 •作為防腐劑或抗菌劑,可舉的是例如:對羥基苯曱酸 . Sm、苯甲酸、笨曱酸鈉、山梨酸、山梨酸鉀、苯氧乙醇、 水楊酸、石炭酸、山梨酸、對氣間甲酚、六氣酚、二曱基 卞基烧基氣化錄 '克羅希西咬、三氣碳酿替苯胺、感光 素、異丙基甲基酚、i、2_戍烷二醇等。 作為抗氧㈣,可舉的是例如:生"、丁基經基笨甲 146883.doc 15 201041602 醚,二丁基羥基甲苯等β 作為pH調整劑’可舉的有例如乳酸、乳酸鹽、檸檬酸、 檸檬酸鹽乙醇酸、琥珀酸、酒石酸、蘋果酸、碳酸鉀、 碳酸氫納、碳酸氫錢等。 作為美膚用成》,可舉的是例如:熊果素、榖胱皆狀、 虎兒草抽出物等之美白齊丨;蜂王乳、感光素、膽固醇衍生 物、牛犢血液抽出液等之細胞賦活劑·肌膚粗糙改善劑; 壬酸香草酿胺、於酸节醋、於酸β-丁氧基乙醋、辣椒 薑素斑螯素、魚石脂、咖啡因、單寧酸、α_雙環 喊烯、菸酸生育酚酯、㈣菸酸酯、環扁桃酯、肉桂苯哌 :、卞唾#、乙酿膽驗、維拉帕米、千金藤素、谷維素 等之血行促進劑,氧化鋅、單寧酸等之皮膚收斂劑;硫、 甲硫酚等之抗脂漏劑等。 本發明之化妝品或皮膚外用劑之形態,可舉的有奶油 狀、凝膠狀、液狀、固形狀、多層狀等;本發明之化妝品 或皮膚外用劑之劑型、可舉的有油性系、油中水型乳化 系、水中油型乳化系、溶劑系等。 以下,茲以實施例將本發明具體説明,但本發明之技術 範圍不受此等例示之限制。 [實施例] (參考例:1,2-雙(醯基胺基)環己烷衍生物之合成) [化合物(1)之合成] 將丨,2·二胺基環己烷3.43 g與三乙胺7.29 g溶於13〇 mL2 146883.doc 201041602 四氫°夫D南(以下稱為THF)中,在冰冷下加入十六碳臨氣 19.24 g。室溫下予以攪拌1小時,之後作數分鐘之加熱回 流。而後再加入100 mL之丙酮,濾取不溶物,以丙酮洗 淨。將所獲得之化合物立即溶解於100 mL之乙醇中並放置 冷卻後,加入300 mL之水,濾取不溶物。之後再以丙酮洗 « 淨並乾燥後,將所得之粗生成物加熱溶解於150 mL之乙醇 後,加入400 mL之丙酮,濾取白色之析出物,獲得以下之 式(III)所示之化合物(1);收量為12.91 g : 〇 化合物(1)(ID (wherein R 2 represents a linear alkyl group having a total order of 15 to 21 and a linear alkyl group as a substituent at the i_ position); or [2] an oil of the above [1] a gelling agent, wherein (A): (B) has a mass ratio of 8 〇: 20 to 20: 80; or [3] an oil gel composition containing the above π] or [2] oil a gelling agent and an oil agent; or [4] an oil gel composition according to [3] above, wherein the oil agent contains a branched polystyrene; or an oil gel of the above [4] a composition wherein the branched polyolefin is hydrogenated polyisobutylene; or [6] - seeded H is characterized by comprising an oil gelling agent as described in (1) or [2] above, or the above [3] An oil gel composition according to any one of [5]; or [7] an external preparation for skin characterized by containing an oil gelling agent such as the above [丨] or [2], or the above [ [Embodiment of the Invention] [Embodiment of the Invention] (An oil gelling agent) The oil gelling agent of the present invention is contained as long as it contains (A) : bis(indenylamino)cyclohexane derivative represented by the above formula (1) 146883.doc 201041602 One or more of the substances (wherein, in the formula (I), 'h represents a linear alkyl group having a carbon number of 15 to 21), and (B): a bis(indenylamino group) represented by the above formula (II) One or two kinds of cyclohexane derivatives, wherein (in the formula (II), R 2 represents a linear carbon group having a total carbon number of 15 to 21 and a linear alkyl group at the oxime position as a substituent. However, there is no particular limitation, but it is preferable to use one type of the above (A) and (B). Further, in the present invention, the Ri of the formula (I) and the formula (II) are respectively the same. The oil gelling agent of the present invention contains not only the oil gelling agents of the above (A) and (B), but also other components as long as they do not interfere with the effects of (A) and (B). In the case of the above-mentioned formula (1), Ri "the linear alkyl group having a carbon number of 15 to 21", specifically, a pentadecyl group, a hexadecyl group or a heptadecyl group is exemplified. , octadecyl, decyl, decyl, fluorenyl. R2 of the above formula (II) has a total carbon number of 15 to 21 and a linear alkyl group as a substituent at the 丨_ position. Straight alkane ", refers to the 丨 位 position of the main chain of the linear chain, that is, the carbon atom bonded to the carbonyl group is substituted with a linear alkyl group, which is an alkyl group having a total carbon number of 15 to 21. The total carbon number is 15 to 21, and a linear alkyl group having a linear alkyl group as a substituent at the 丨_ position, specifically, for example, 丨-methyltetradecyl, 1-decylpentadecyl, 1-methyl Hexadecyl, methylhexadecyl, 1-decyloctadecyl, 1-methylundecyl, 丨-methyldecyl, 1-ethyldodecyl, 1-ethyl Tetradecyl, 丨-ethylpentadecyl, 1-ethylhexadecyl, 1-ethylhexadecyl, oxime ethyl octadecyl, 1-ethylundecyl, 1-propyldodecyl, anthracenyltridecyl, 1-propyltetradecyl, 1·propylpentadecyl, i•propylhexadecane 146883.doc 201041602 base, propyl propyl Heptadecyl, 1-propyl octadecyl, 丨-butylundecyl, 1-butyldodecyl, 1-butyltridecyl, dibutyltetradecyl, 1-butyl Pentadecyl, 1-butylhexadecyl, 丨-butylheptadecyl, 1-pentyldecyl, 1-pentyldec-alkyl, pentyl Dialkyl, pentyltridecyl, 1-pentyltetradecyl, pentylpentadecyl, decylpentadecyl, 1-hexyldecyl, 丨-hexyldecyl, Hexylundecyl, 1-hexyldodecyl,hexyltridecyl,decyltetradecyl, 1-hexylpentadecyl, 1-heptyloctyl, fluorenyl-heptyldecyl, anthracene Heptyl fluorenyl, 1-heptylundecyl, 1-heptyldodecyl, phenylheptyltridecyl, 1-heptyltetradecyl, 1-octyloctyl, fluorenyl-octyl fluorenyl,丨_octyl decyl, 1-octylundecyl, 1-octyldodecyl,octyltridecyl, 1-indenyl, 1-indenyl, phenyl Alkyl, fluorenyl undecyl, 1-mercaptoalkyl ' 1-indenyl---hospital base, and the like. The oil gelling agent of the present invention forms a three-dimensional network structure such as a mesh or a fiber in an oil agent by molecular association by being added to an oil agent, and retains oil molecules and the like in the mesh. It is presumed that it is a composition which can solidify (gelatinize) a liquid oil. Further, other optional components may be contained as long as the effects of the present invention are not impaired. As a method for synthesizing the bis(indenylamino)cyclohexane derivative represented by the above formula (I), a synthetic method may be exemplified by the following conventional methods: hydrazine, 2-diaminocyclohexane, and A method for appropriately arranging an acid dentate obtained by treating a linear saturated fatty acid having a carbon number of 16 to 22 with a sulfonate or the like, or condensing it in the presence of a base; or 1 > 2 - diamine Cyclohexane and a suitably selected linear saturated fatty acid having a carbon number of 16 to 22, if necessary, in the presence of a catalyst such as tin, nickel or the like of a metal such as 146883.doc 201041602, from 1 〇〇 to 250 °c A chemical method for the amidation reaction or the like of a dehydration reaction of about 5 to 20 hours. Then, the products of these reactions can be purified by a purification means including a conventional method such as recrystallization or chromatography. As the above hydrazine, 2-diaminocyclohexene can be a trans-1,2-diaminocyclohexane or a cis-diaminocyclohexane, but a trans-1,2-diamino group. Cyclohexane is preferred. Examples of the linear saturated fatty acid described above include palmitic acid (palmitoic acid), heptadecanoic acid (peric acid), octadecanoic acid (stearic acid), nonadecinal acid, and saponin (fine). Amino acid), decanoic acid, behenic acid (decanoic acid). The method for synthesizing the bis(indenylamino)cyclohexane derivative represented by the above formula (II) includes: hydrazine, 2-diaminocyclohexane, and a carbon number appropriately selected A conventional synthesis method such as the above-described chemical method in which a saturated fatty acid having a linear alkyl group as a substituent is reacted at a 2-position and a 2-position is used. The above 1,2-diaminocyclohexane may be trans-152-diaminocyclohexane or cis-1,2-diaminocyclohexane, but preferably anti-丨, 2_diaminocyclohexane. As the saturated fatty acid having a linear alkyl group as a substituent at the 2-position, specifically, 2-methylhexadecanoic acid, 2-methylhexadecanoic acid, and 2-methylhexadecane are exemplified. Alkanoic acid, 2-methyloctadecanoic acid, 2-methylundecanoic acid, 2-methyldecanoic acid, 2-methyl-decanoic acid, 2•ethyltetradecanoic acid, 2_B Heptadecanoic acid, 2-ethylhexadecanoic acid, 2-ethylheptadecanoic acid, 2-ethyloctadecanoic acid, 2-ethylpentadecanoic acid, 2-ethyl decanoic acid, 2-propyldodecanoic acid, 2-propyl myladyric acid, 2-propylheptadecanoic acid, 2-propylhexadecanoic acid, 2-propylhexadecanoic acid, 2·propyl ten Octaic acid, 2-propyl 19, 146883.doc 201041602 Alkanoic acid, 2-butyldodecanoic acid, 2-butyl heptadecanoic acid, acid, 2-butyloctadecanoic acid, acid, 2 -pentyl tridecanoic acid, acid, 2-pentyl palmitic acid, 2-butyltridecanoic acid, 2-butyltetradecane 2-butylhexadecanoic acid, 2-butylheptadecane 2-pentyl undecanoic acid, 2-pentyldodecane 2-pentyltetradecanoic acid, 2-pentyl heptadecane 2-pentyl succinyl acid, 2-hexyl decanoic acid, 2-hexyl Decanoic acid, 2-hexyldodecane Acid, 2-hexyltridecanoic acid, 2-hexyltetradecanoic acid, 2-hexylpyranomic acid, 2-hexylhexadecanoic acid, 2-heptyldecanoic acid, heptyl money, 2-heptyl ten - Lai, 2_heptyl dodecanoic acid, 2-heptyltridecanoic acid, 2-heptyltetradecanoic acid, 2-heptyl heptadecanoic acid, 2-octyloctanoic acid, 2-octyldecanoic acid, 2 _octyl decanoic acid, octyloctanodecanoic acid, 2-octyldodecanoic acid, 2-octyltridecanoic acid, 2-octyltetradecanoic acid, decyl decanoic acid, 2-hydrazine Base acid, 2-mercaptundecanoic acid, 2-decyl dodecanoic acid, 2-decyltridecanoic acid, 2-mercaptodecanoic acid, 2-nonyl undecanoic acid, dimercapto Dodecanoic acid, 2-undecylundecanoic acid, and the like. (A) in the oil gelling agent of the present invention: a bis(indenylamino)cyclohexane derivative represented by the above formula (1), and (B): a bis(indenyl group) represented by the above formula (11) Base) The mass ratio of the cyclohexane derivative is not particularly limited and should be called. 20~20: 80, more preferably 60: 4〇~2〇: 8〇. When the ratio of the bis(arginylamino)cyclohexane derivative represented by the formula (1) exceeds 80% by mass, the oil gelling agent of the present invention has high crystallinity, is too hard, or has a markedly lowered transparency. Possibility, if it is less than 20% by mass, there is a significant decrease in gel hardness: energy. _ (oily gel composition) containing the above oil gelling agent and oil The oily gel composition of the present invention 146883.doc -10- 201041602 agent. Examples of the oil agent include the following: liquid hydrocarbons such as fluid paraffin, squalane, squalene, polybutene, and hydrogenated polyisobutylene; fatty acids such as palmitic acid, oleic acid, and stearic acid; Zhongyou linseed oil, almond oil, sesame oil, coffee oil, vegetable oil, eucalyptus oil, corn oil, castor oil, safflower oil, sunflower oil, cotton oil, jojoba oil, hawaiian soybean oil, Vegetable oils such as wheat germ oil, soybean oil, groundnut oil, coconut oil, palm oil, palm kernel oil, oyster sauce, evening primrose oil; animal oils such as oyster sauce, fish oil, lard, tallow, etc.; Butyl ester, 2-hexyl decyl adipate, di-2-heptyl undecyl adipate, N-alkyl glycol monoisostearate, isohexadecyl isostearate, three Trimethylolpropane isostearate, hexadecyl 2-ethylhexanoate, ethylene glycol di-2-ethylhexanoate, neopentyl glycol di-2-ethylhexanoate, three 2 -ethylhexanoic acid glyceride, trimethylolpropane tri-2-ethylhexanoate, pentaerythritol tetra-2-ethylhexanoate, cetyl octanoate, octyldodecyl gum , oleic acid oil ester, octyl dodecyl oleate, decyl oleate, neopentyl glycol dicaprate, triethyl citrate, 2-ethylhexyl succinate, amyl acetate, ethyl acetate , butyl acetate, isohexadecyl stearate, butyl stearate, diisopropyl sebacate, di-2-ethylhexyl sebacate, cetyl lactate, lactic acid Ester, isopropyl palmitate, 2-ethylhexyl palmitate, 2-hexyldecyl palmitate, 2-heptylundecyl palmitate, cholesterol vinegar of 12-hydroxystearic acid, dipentaerythritol fatty acid vinegar , meat, vinegar, vinegar, meat 146883.doc 11 201041602 i: 2-octyl dodecanoate, 2, hexyl decyl citrate, meat citrate, dimethyl Arginic acid hexyl decyl phthalate, ethyl laurate, hexyl laurate, N-lauroside _L_glutamic acid _2 octyl dodecyl ester, malic acid diisostearyl s vinegar; Polyoxyalkylene, methylphenyl polyoxyalkylene, methyl hydrogenated polyoxyalkylene, octamethylcyclotetraoxane, decamethylcyclopentanoxane, dodecamethylcyclohexaoxane , tetramethyltetrahydrocyclotetraoxane, fluorine modification Etc. Silicon alumoxane silicon ketone; perfluorodecane, perfluorooctane, perfluoro polyether and the like of the fluorine-based oil and the like. In order to increase the hardness or transparency of the gel, it is preferable to mix the polyalkylene having a branched chain. Specifically, (C7, 8) isoparaffin, (C8, 9) isochain hydrocarbon, (C9_ll) ) isoparaffin, (cl〇-13) isoparaffin, (C11, 12) iso-chain roast, (Cll-l3) isoparaffin, (C13, 14) isoparaffin, (cm3) iso-chain, (C18_7G) an isochain hydrocarbon such as an isochain hydrocarbon, an olefin oligomer: a hydrogenated C6-14 binding polymer, a polybutene, a hydrogenated polyisobutylene, a gas-concentrating woman, etc. It is preferred to use a V-butylated polyisobutylene or a hydrogenated C6-14 dilute hydrocarbon polymer for transparency or adhesion of the gel. These oil agents may be used alone or in combination of two or more. The method for preparing the oil-based gel composition may be a method in which the above-mentioned (A) and (8) are mixed with the oil agent and then heated to a uniform state or a mixture of the above (A) and (B) is prepared. After the oil gelling agent is added to the heated oil agent, it is mixed and divided into a state of uniformity, and the method is allowed to stand at normal temperature. 146883.doc 12 201041602 Both of the above (A) and (B) are exemplified by the fact that the oily gel composition of the present invention can be prepared by mixing any components as necessary. In the preparation of the oil-based gel composition of the present invention, the amount of the oil gelling agent to be added to the oil agent is not particularly limited, but is preferably 0.01 to 20% by mass, more preferably the total amount of the oil-based gel composition. It is 11 to 15% by mass. Examples of the above-mentioned mixing and dispersing machine include a dispersing mixer, a rolling mill high-viscosity mixer, a universal mixer, and a Hanschel mixer. As the use of the oil-based gel composition of the present invention, cosmetics, skin external use, paints, inks, lubricating oils, etc. are preferred as cosmetics (including slow-acting drugs); as a mixture of the oil-based gel compositions of the present invention Cosmetics, such as lipstick, pearl lipstick, lip balm, lip makeup, oily foundation, oily water and oily emulsion liquid foundation, eye shadow, eyeliner, mascara, etc. Hair care products such as cosmetics, nail coatings, hair care products such as moisturizing essence, moisturizing lotion, hair care cream, hair wax, hair lotion, hair oil, hair cream, etc., lotion, nipple cream, A skin care cosmetic such as a cosmetic liquid, a cosmetic oil, a facial mask, and the like, and a skin external preparation, a preferred embodiment is a suppository, an oily water type, and an oily type emulsified skin external preparation, a lipid preparation, a liposome preparation, and the like. • The above-mentioned oil gel-like composition in the cosmetic or skin external preparation of the present invention has no special limit of $, and the total amount of the cosmetic or skin external sputum is preferably 〇.01 to 100% by mass. More preferably, it is 1 to 99.5 mass%. In the cosmetic or skin external preparation of the present invention, in addition to the above (4) or (B) or the oil agent, the components used in cosmetics, skin external preparations and the like can be appropriately mixed, for example, within the range which does not impair the effects of the present invention, for example. Alcohol, 146883.doc 201041602: Agent: gelling agent, powder, UV absorber, preservative, antibacterial anti-oxidant, pH adjuster, skin care ingredients, topical agents, etc. as: ingredients. These components may be mixed with S in the preparation of the above oil gel-like composition or may be mixed in a gelling agent. The hydrazine is, for example, a lower alcohol such as ethanol 'isopropyl alcohol or a propanol, a diglycerin, a polyglycerol, a diethylene glycol, a polyethylene glycol, a propylene glycol, or a stone β. 1-propanol, polypropylene glycol, 1,3-butanediol, pentaerythritol & alcohol 'sorbitol, maltose, xylitol, reduced maltitol, or cholesterol, sitosterol phytosterol, wool Sterols such as sterols. The humectant may, for example, be urea, hyaluronic acid, chondroitin sulfate, or pyrrolidone carboxylate. The gelling agent is not particularly limited as long as it is an aqueous condensing agent or an oily gelling agent, and for example, as an aqueous gelling agent, gum arabic, tragacanth, and galactose are exemplified. Poly, locust bean gum, guar gum, caramel gum, vegetable gum, pectin, agar, queen seed (from photo, etc.), starch (from rice 'corn, horse, potato, wheat, etc. Plant polymers such as seaweed, tolan gum, and locust bean gum; microbial rain molecules such as xanthan gum, dextran, succinate, and pullulan; collagen, road Protein, albumin, Ming Yue and other mobile molecules; sulfhydryl starch, methyl propyl powder, etc., powdered polymer. Methylcellulose, propylmethylcellulose, 竣methylcellulose , cellulose-based polymer such as methyl cellulose, ethyl cellulose, propyl cellulose, sodium cellulose sulfate, methyl cellulose, etc.; sodium alginate, sodium alginate 146883.doc - 14· 201041602 Alginic acid polymer such as alcoholic vinegar; sodium polyacrylate, carboxyvinyl polymer, alkyl Ethylene-based polymer such as styrene-based polymer, polypropylene-branched amine, polyvinyl alcohol, polyvinylpyrrolidone; polyethylene glycol 'ethylene oxide propylene oxide copolymer, bentonite, strontium Examples of the powders include inorganic powders, organic powders, metal soap powders, colored pigments, pearlescent pigments, and metals. Powder, tar pigment, 天然 natural pigment, etc., regardless of particle shape (spherical, needle, plate, etc.), particle size (smoke, fine particles, pigment grade, etc.), or particle structure (porous, non-porous, etc.) These powders may be used as they are, or may be used in combination of two or more kinds of powders, or may be subjected to surface treatment with an oil agent, an anthrone compound, a fluorine compound or the like. For example, a benzoic acid-based ultraviolet absorber such as _aminobenzoic acid or an o-aminobenzoic acid-based ultraviolet absorber such as o-aminobenzoic acid methyl ester or a salicylic acid-based violet such as methyl salicylate. 〇External absorbent, or methoxy cinnabar A cinnamic acid-based ultraviolet absorber such as octyl octanoate or a benzophenone-based ultraviolet absorber such as 2,4-dihydroxybenzophenone or a urinary acid-based ultraviolet absorber such as ethyl urate or the like. Or an antibacterial agent, for example, p-hydroxybenzoic acid. Sm, benzoic acid, sodium citrate, sorbic acid, potassium sorbate, phenoxyethanol, salicylic acid, carbolic acid, sorbic acid, spirulina Phenol, six-gas phenol, dimercapto fluorenyl-based gasification recorded 'Croxixi bite, three gas carbon aniline, photoreceptor, isopropyl methyl phenol, i, 2_ decane diol and so on. As the antioxidant (IV), for example, lactic acid, lactate, and the like, for example, lactic acid, lactate, and the like, such as lactic acid, lactate, and the like, may be mentioned, for example, a raw material, a butyl group, a butyl group, a 146883.doc 15 201041602 ether, or a dibutyl hydroxytoluene. Citric acid, citrate glycolic acid, succinic acid, tartaric acid, malic acid, potassium carbonate, sodium hydrogencarbonate, hydrogen carbonate, and the like. As a skin-beautifying ingredient, for example, arbutin, sputum, and stalks of the stalks, and the like, and the cell stimulating agent such as royal jelly, photoreceptor, cholesterol derivative, and burdock blood extract are mentioned. ·Skin roughness improver; citric acid vanain, acid vinegar, acid beta-butoxyacetic acid, capsaicin, sulphuric acid, fish fat, caffeine, tannic acid, α_bicyclosene, smoke Acid tocopherol ester, (iv) nicotinic acid ester, cyclomandelic acid ester, cinnamylphenidate: 卞 卞 、 、, 乙 胆 验 、, verapamil, ginseng, oryzanol, etc., zinc oxide, tannic acid Such as skin astringent; anti-lipid leakage agent such as sulfur, methyl mercaptan and the like. The form of the cosmetic or external preparation for skin of the present invention may, for example, be a cream, a gel, a liquid, a solid, or a multilayer; and the formulation of the cosmetic or external preparation for skin of the present invention may be an oily system. , oil-based emulsification system, oil-based emulsion system, solvent system, etc. Hereinafter, the present invention will be specifically described by way of examples, but the technical scope of the present invention is not limited by the examples. [Examples] (Reference Example: Synthesis of 1,2-bis(decylamino)cyclohexane derivative) [Synthesis of Compound (1)] Anthracene, 2·diaminocyclohexane 3.43 g and three Ethylamine 7.29 g was dissolved in 13 〇 mL 2 146883.doc 201041602 tetrahydro sulphate D South (hereinafter referred to as THF), and 16.60 g of sixteen carbon carbon was added under ice cooling. Stir at room temperature for 1 hour, followed by heating for several minutes. Then, 100 mL of acetone was added, and the insoluble matter was collected by filtration and washed with acetone. The obtained compound was immediately dissolved in 100 mL of ethanol and allowed to stand for cooling, and 300 mL of water was added thereto, and the insoluble matter was collected by filtration. After washing with acetone and drying, the obtained crude product was heated and dissolved in 150 mL of ethanol, and then 400 mL of acetone was added thereto, and the white precipitate was collected by filtration to obtain a compound represented by the following formula (III). (1); the yield is 12.91 g : 〇 compound (1)

[化合物(2)之合成] 將1,2-二胺基環己烷3.43 g與三乙胺7.29 g溶於130 mL之 Q THF,在冰冷下加入硬脂醯氯21 · 1 g。在室溫下作1小時攪 拌後,作數分鐘之加熱回流。而後添加1 〇0 mL之丙酮並濾 取不溶物,以丙酮予以洗淨。將所得化合物立即溶解於 100 mL之乙醇中並予放置冷卻後,加入300 mL之水,慮取 不溶物。繼之再以丙酮洗淨並乾燥後,將所得之粗生成物 加熱溶解於150 mL之乙醇中,再加入150 mL之丙酮,渡取 白色之析出物,獲得以下之式(IV)所示之化合物(2);收量 為 11.5 g : 146883.doc 17 (;V) (;V)201041602 化合物(2)[Synthesis of Compound (2)] 3.43 g of 1,2-diaminocyclohexane and 7.29 g of triethylamine were dissolved in 130 mL of Q THF, and 21 g of stearyl chloride was added thereto under ice cooling. After stirring at room temperature for 1 hour, it was heated to reflux for several minutes. Then, 1 〇 0 mL of acetone was added and the insoluble matter was filtered off and washed with acetone. The obtained compound was immediately dissolved in 100 mL of ethanol and allowed to stand for cooling, and then 300 mL of water was added to take insoluble matter. After washing with acetone and drying, the obtained crude product was heated and dissolved in 150 mL of ethanol, and 150 mL of acetone was added thereto to obtain a white precipitate, and the following formula (IV) was obtained. Compound (2); yield: 11.5 g: 146883.doc 17 (;V) (;V)201041602 Compound (2)

[化合物(3)之合成] 將1,2-二胺基環己烷11.42 g與三乙胺24.29 g溶於250 mL 之THF中,在冰冷下,加入2-己基癸醯氯54.98 g。在室溫 下作1小時攪拌後,作數分鐘之加熱回流。以蒸發器將 THF餾去後,加入100 mL之丙酮並濾取不溶物,以丙酮洗 淨。將所得之化合物立即溶解於1 〇〇 mL之乙醇中並予放置 冷卻後,再加入3 00 mL之水,濾取不溶物。之後再以丙酮 洗淨,乾燥後,將所得之粗生成物自400 mL之丙酮再結 晶,濾取白色之析出物,獲得以下之式(V)所示之化合物 (3);收量為 43.14 g : 化合物(3)[Synthesis of Compound (3)] 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-hexylindole chloride was added under ice cooling. After stirring at room temperature for 1 hour, it was heated to reflux for several minutes. After distilling off the THF with an evaporator, 100 mL of acetone was added and the insoluble material was filtered and washed with acetone. The obtained compound was immediately dissolved in 1 mL of ethanol and allowed to stand for cooling, and then 300 ml of water was added thereto, and the insoluble matter was collected by filtration. Thereafter, it was washed with acetone, and after drying, the obtained crude product was recrystallized from 400 mL of acetone, and the white precipitate was collected by filtration to obtain the compound (3) represented by the following formula (V); the yield was 43.14. g : compound (3)

[化合物(4)之合成] 將1,2-二胺基環己烷3·43 g與三乙胺7.29 g溶於130 mL之 146883.doc -18- 201041602 THF中,在冰冷下,加入2-庚基十一碳醯氣18.18 g。於室 溫下作1小時攪拌後,作數分鐘之加熱回流。之後以蒸發 器餾去THF後,加入100 mL之丙酮,濾取不溶物,再以丙 酮洗淨。而後將所獲得之化合物立即溶解於100 mL之乙醇 中並予放置冷卻後,加入3 0 0 mL之水,遽取不溶物。之後 再以丙酮洗淨,乾燥後,將所獲得之粗生成物自400 mL之 丙酮再結晶,濾取白色之析出物,獲得以下之式(VI)所示 之化合物(4);收量為10.81 g : ❹ 化合物(4)[Synthesis of Compound (4)] 1.23 g of 1,2-diaminocyclohexane and 7.29 g of triethylamine were dissolved in 130 mL of 146883.doc -18- 201041602 THF, and added under ice cooling, 2 - Heptyl eleven carbon helium gas 18.18 g. After stirring at room temperature for 1 hour, it was heated to reflux for several minutes. After distilling off the THF by an evaporator, 100 mL of acetone was added, and the insoluble matter was collected by filtration, and then washed with acetone. Then, the obtained compound was immediately dissolved in 100 mL of ethanol and allowed to stand for cooling, and then 300 ml of water was added to extract an insoluble matter. After that, it was washed with acetone, and after drying, the obtained crude product was recrystallized from 400 mL of acetone, and the white precipitate was collected by filtration to obtain the compound (4) represented by the following formula (VI); 10.81 g : ❹ compound (4)

[化合物(5)之合成] 將1,2-二胺基環己烷3.43 g與三乙胺7.29 g溶於130 mL之 THF中,在冰冷下,加入2-(2-曱基-4,4-二甲基戊基)-4-甲 基-6,6-二甲基庚醯氯18.18 g。在室溫作1小時攪拌後,作 數分鐘之加熱回流。之後加入100 mL之丙酮,濾取不溶物 予以除去後,將濾液以蒸發器餾去後,自50 mL丙酮予以 再結晶,並濾取白色之析出物,獲得以下之式(VII)所示之 化合物(5);收量為6.42 g : 146883.doc -19- • · (VII) 201041602 化合物(5 )[Synthesis of Compound (5)] 3.43 g of 1,2-diaminocyclohexane and 7.29 g of triethylamine were dissolved in 130 mL of THF, and 2-(2-mercapto-4) was added under ice cooling. 4-dimethylpentyl)-4-methyl-6,6-dimethylglyoxime chloride 18.18 g. After stirring at room temperature for 1 hour, it was heated to reflux for several minutes. Then, 100 mL of acetone was added, and the insoluble matter was removed by filtration, and the filtrate was distilled off with an evaporator, and then recrystallized from 50 mL of acetone, and the white precipitate was collected by filtration to obtain the following formula (VII). Compound (5); Yield: 6.42 g: 146883.doc -19- • · (VII) 201041602 Compound (5)

[化合物(6)之合成] 將1,2-二胺基環己烷8.57 g與三乙胺16.70 g溶於400 mL 之THF中,在冰冷下,加入異硬脂醯氯(金剛砂型)42.44 g。在室溫下作1小時攪拌後,再作數分鐘之加熱回流。而 後添加300 mL之丙酮,將不溶物濾取除去後,將濾液以蒸 發器餾去後,自300 mL丙酮予以再結晶,獲得40 g之粗生 成物。繼之將其溶解於50 mL之熱乙醇中,再添加200 mL 之丙酮作再結晶,濾取白色之析出物,獲得以下之式 (VIII)所示之化合物(6);收量為34.5 g : 化合物(6)[Synthesis of Compound (6)] 1.57 g of 1,2-diaminocyclohexane and 16.70 g of triethylamine were dissolved in 400 mL of THF, and under ice cooling, isostearyl chloride (corundum type) 42.44 was added. g. After stirring at room temperature for 1 hour, it was heated to reflux for several minutes. Then, 300 mL of acetone was added, and the insoluble matter was removed by filtration. After the filtrate was distilled off by an evaporator, it was recrystallized from 300 mL of acetone to obtain 40 g of a crude product. Then, it was dissolved in 50 mL of hot ethanol, and then 200 mL of acetone was added for recrystallization, and the white precipitate was collected by filtration to obtain the compound (6) represented by the following formula (VIII); the yield was 34.5 g. : Compound (6)

(VIII) 此處,金剛砂型之異硬脂酸,係指對於自油酸合成二元 酸時副生成之不飽和脂肪酸氫化所得之碳數為1 8、側鏈具 146883.doc -20- 201041602 有甲基、而且構造不確定之異硬脂酸。異硬脂醯氣(金剛 秒型)係指上述異硬脂酸之氣化物。 [化合物(7)之合成] 將込2·二胺基環己烷11.42 g與三乙胺24.28 g溶於150 mL 之THF中’在冰冷下,加入2-乙基己醯氣32.53 g。在室溫 下作3小時擾拌後’作數分鐘之加熱回流。冷卻至室溫, 將生成之凝膠吸引過濾。而後,將所獲得之化合物溶解於 200 mL之乙醇中,再加入3〇〇 mL之水,濾取並吸引不溶 物。繼之,將所獲得之粗生成物加熱溶解於丨〇〇 mL之甲醇 中,再加入600 mL之丙酮,使其再結晶,濾取白色之析出 部分’獲得以下之式(IX)所示之化合物(7);收量為15.15 g 0 化合物(7)(VIII) Here, the silicon carbide type isostearic acid means that the carbon number obtained by hydrogenation of the by-produced unsaturated fatty acid when synthesizing the dibasic acid from oleic acid is 18, and the side chain has 146883.doc -20- 201041602 Isostearic acid with a methyl group and a structural uncertainty. Isostearyl helium (diamond type) refers to a vapor of the above isostearic acid. [Synthesis of Compound (7)] 11.42 g of 込2·diaminocyclohexane and 24.28 g of triethylamine were dissolved in 150 mL of THF. Under ice cooling, 32.53 g of 2-ethylhexyl hexane was added. After 3 hours of scramble at room temperature, it was heated to reflux for several minutes. After cooling to room temperature, the resulting gel was suction filtered. Then, the obtained compound was dissolved in 200 mL of ethanol, and 3 mL of water was added thereto, and the insoluble matter was collected by filtration. Then, the obtained crude product is heated and dissolved in methanol of 丨〇〇mL, and then 600 mL of acetone is added to recrystallize it, and the white precipitated portion is collected by filtration to obtain the following formula (IX). Compound (7); yield is 15.15 g 0 compound (7)

[混合物(1)(化合物(2)、(7)及(8)之混合物)之製作][Preparation of mixture (1) (mixture of compounds (2), (7) and (8)]

將1,2 - —細基%己烧8.57 g與三己胺16.70 g溶於400 mL 之THF中’在冰冷下’加入2-乙基己醯氣12.20 g與硬脂酿 氯21.10 g。於室溫下作1小時攪拌後,再作數分鐘之加熱 回流。之後,加入300 mL之丙酮,濾取不溶物並以丙_洗 146883.doc •21 · 201041602 淨。而後,將其溶解於1 00 mLi乙醇中並放置冷卻後,加 入300 mL之水並濾取,以丙酮洗淨並乾燥。將所獲得之粗 生成物自400 mL之丙酮再結晶,濾取白色之固形分,獲得 化合物。此化合物,為以下之式(χ)所示之化合物(8)及前 述化合物(2)與(7)混合成之混合物;收量為1〇81 g : 化合物(8 )1,5 - Fine base % burned 8.57 g and trihexylamine 16.70 g were dissolved in 400 mL of THF. Under ice cooling, 12.20 g of 2-ethylhexyl oxime and 21.10 g of hard fat-brewed chlorine were added. After stirring at room temperature for 1 hour, it was heated under reflux for several minutes. Thereafter, 300 mL of acetone was added, and the insoluble matter was collected by filtration and washed with propylene 146883.doc • 21 · 201041602. Then, it was dissolved in 100 mL of ethanol and left to cool, then 300 mL of water was added and filtered, washed with acetone and dried. The obtained crude product was recrystallized from 400 mL of acetone, and a white solid fraction was collected by filtration to obtain a compound. This compound is a mixture of the compound (8) represented by the following formula (χ) and the above compound (2) and (7); the yield is 1〇81 g : the compound (8)

[實施例1] (化妝品用油性凝膠組合物:^ 使用以上述方式合成、製作之化合物⑴〜(7)及混合物 (1)調裝如表1所示構成之實施例樣本#丄〜# 2及比較例 樣本# 1〜#8之油㈣組合物的樣本。針對各樣本全量計 量後’ -面予以攪拌_面加熱溶解,彡明溶解後,予以冷 却而調衣70成就溶解溫度、凝膠外觀、凝膠形成、凝膠 硬!!行評估。溶解溫度係在將各樣本之構成物混合後, 自室溫逐漸升高溫度時’以目視判斷各油凝膠組合物樣本 溶解成透明之時點的溫度。凝膠外觀,係將上述各油凝膠 組合物樣本填充於聚甲基丙烯酸甲醋樹脂製ι⑽邊長之單 兀:透過單兀無法判讀Century體12字型之文字時判斷 為白濁」,雖有混濁但可判讀時判斷為「半透明」,幾乎 146883.doc •22- 201041602 無混濁可清晰判讀時判斷為「透明」,依此進行評估。凝 膠硬度’係將上述各油凝膠組合物樣本加溫溶解成透明 後’於25〇C之恒溫槽中作3小時靜置後,以FUDOH公司製 流變儀(NRM-2002D.D),藉由使用φ2 mm之柱塞,測定在 進入速度6 cm/分下作3 mm進入時之荷重峰値(g)而決定。 結果係示於表1中。 [表1][Example 1] (Oil-based gel composition for cosmetics: ^ Using the compounds (1) to (7) and the mixture (1) synthesized and produced in the above manner, the sample of the composition shown in Table 1 was prepared. #丄〜# 2 and Comparative Example Sample #1~#8 Oil (4) The sample of the composition. After the full amount of each sample is measured, the - surface is stirred and the surface is heated and dissolved. After dissolution, the solution is cooled and the coating 70 is used to achieve the dissolution temperature and condensation. Glue appearance, gel formation, gel hard!! Evaluation. The dissolution temperature is obtained by mixing the constituents of each sample, and gradually increasing the temperature from room temperature, 'visually judges that each oil gel composition sample dissolves into a transparent one. The temperature at the time of the gel. The gel appearance was obtained by filling each of the above-mentioned samples of the oil gel composition with a single 兀 (10) length of the polymethyl methacrylate resin: when the single 兀 could not be read, the character of the Century 12-character was judged as White turbidity, although it is turbid, it can be judged as "translucent" when it is judged. Almost 146883.doc •22- 201041602 No turbidity can be judged as "transparent" when it is clearly interpreted, and it is evaluated accordingly. The gel hardness is based on the above Oil gel composition After the sample was heated and dissolved to be transparent, it was allowed to stand in a 25 ° C thermostat for 3 hours, and then a rheometer manufactured by FUDOH Co., Ltd. (NRM-2002D.D) was used to measure the entry by using a plunger of φ 2 mm. The speed was 6 cm/min and the load peak 値(g) at 3 mm entry was determined. The results are shown in Table 1. [Table 1]

實施例樣本 比較例樣本 #1 #2 #1 #2 #3 #4 #5 #6 #7 #8 化合物(1) 2.5 2.5 化合物(2) 2.5 2.5 2.5 5 2.5 化合物(3) 2.5 化合物(4) 2.5 5 化合物(5) 2.5 t « * ' - it ^(6) 2.5 : ..了 -, \ ' H H 化合物(7) -ίϊ * 混合物⑴. 47.5 Ι^ν V - ' 5,, wbB§ *··、& 氫化聚異 丁烯氺1 47.5 47.5 47.5 47 5 47.5 47.5 47.5 47.5 47.5 三異辛酸 甘油酯 47.5 47.5 47.5 47.5 47.5 47.5 47.5 47.5 47.5 47.5 溶解溫度(°c) 120 110 110 110 120 120 180 180 200 165 凝膠外觀 〇 0 0 0 Δ 〇 o O X Δ 凝膠形成 0 0 0 〇 0 o o o o 〇 凝膠硬度(g) 40.2 41.4 3.8 15 39.4 34.6 64 60.4 76.4 38.6 *1 : Parleam 18(曰本油脂公司製) (判定基準) -23- 146883.doc 201041602 凝膠外觀:◎:透明 〇 :半透明 △:白濁 X .結晶化 凝膠形成:0 :顛倒時不流回來 A .顛倒時一部分流回來 x .顛倒時全部流回來 [結果] 實施例樣本# 1之化合物(1)與化合物(3)之組合,及實施 例樣本#2之化合物(2)與化合物(4)之組合,在溶解溫度、 凝膠外觀、凝膠形成、凝膠硬度測試之結果均屬良好;至 於比較例樣本# 1之化合物(2)與化合物(5)之組合,及比較 例樣本# 2之化合物(2)與化合物(6)之組合,凝膠硬度之値 非常之低’凝膠之均勻性、滑順性等之使用性的層面,作 為凝膠化劑並不妥適,而為提高凝膠硬度而增加混合量 時,凝膠之透明性顯著降低。又,確認式(11)所示之^―雙 (醯基胺基)環己烷衍生物之醯基部分,為所謂醇醛縮合型 之具有多支鏈之院基時’或是所謂之金剛砂型之具有烧基 時’作為本發明之油凝膠化劑使用並不妥適。又,有關比 較例樣本# 5之化合物(1)與化合物(7)之組合,及比較例樣 本# 6之化合物(2)與化合物(7)之組合,其溶解溫度為 1 80°C非常之高,就化妝品之製造或填充成形性之觀點而 s並不適當,確認醯基部分為支鏈鏈且碳數為8之雙(醯基 胺基)環己烷衍生物,用於本發明之油凝膠化劑並不妥 146883.doc -24- 201041602 適。又,比較例樣本# 3中將化合物⑺單獨,及比較例樣 本#4中將化合物(4)單獨形成為油凝膠化劑時,調製之油 凝膠組合物會白濁,即使是本發明中所使用之雙(醯基胺 基)環己烷衍生物,單獨使用時,在調製之油凝膠組合物 之透明性的層面並不適當。另又得知,比較例樣本#7之 •化合物(7)之上述醯基部分的碳數為8之雙(醯基胺基)環己 烷衍生物單獨形成為油凝膠化劑時,溶解溫度過高,凝膠 會結晶化;另如比較例樣本#8之混合物(1)般之為化合物 (2)、(7)及(8)之組合時,溶解溫度會變得過高或是凝膠 硬度會變得過低。 [實施例2] (化妝品用油性凝膠組合物:2) 就上述化合物(2)與(4),改變混合比率追加調製實施例 樣本#3〜#8,並依與上述相同之方式,測定溶解溫度、 凝膠外觀、凝膠形成、及凝膠硬度。結果係示於表2中。 #3 #4 #5 #2 #6 #7 #8 #3 #4 化合物(2) 化合物(4) 氫化聚異 丁烯*1 三異辛酸 甘油醋 4 1 47.5 47.5 3.75 1.25 47.5 47.5 3 2 47.5 47.5 2.5 2.5 47.5 47.5 2 3 47.5 47.5 1.25 3.75 47.5 47.5 1 4 47.5 47.5 5 47.5 47.5 5 47.5 47.5 溶解溫度(°c) 120 110 110 110 110 110 110 120 120 凝膠外觀 0 0 ο ο ◎ ◎ ◎ Δ Δ 凝膠形成 〇 0 〇 0 0 ο ο ο 〇 凝膠硬度(g) 35.6 35.4 39.2 43.4 43.2 38.6 35.8 39.4 34.6 146883.doc -25- 201041602 [結果] 化合物(2)或化合物⑷分別單獨形成為油凝膠 油凝谬組合物會白濁,而化合物⑺及化合物⑷併; 油凝膠化劑時,不拘混合比率,白濁程度 明性及凝膠硬度之評估可知,化合物⑺與⑷之 60 · 40〜20 : 80時,作為油凝膠化劑良好特別是的: 60〜20: 8G時’就凝膠之透明性之層面而言特別良好。 [實施例3] (化妝品用油性凝膠組合物:3) 將上述化合物(2)與⑷各2.5%,添加於以下表3所示構成 之油劑中,依同於上述之方式,測定溶解溫度、凝膠外 觀、凝膠形成、凝膠硬度。結果係示於表3中。 [表3] 侧續抹 ~~ #9 #10 #11 #2 #12 #13 化合物(2) 2.5 2.5 2.5 2.5 2.5 2.5 化合物(4) 2.5 2.5 2.5 2.5 2.5 2.5 氫化聚異丁烯* 1 95 47.5 47.5 47.5 47.5 47.5 流動石蠟 47.5 異辛酸十六烷酯 47.5 二異辛酸甘油醋 47.5 47.5 蘋果後二異硬脂酯 47.5 溶解温度(°c) 120 115 120 120 105 105 凝膠外觀 ◎ 0 〇 〇 〇 0 凝膠形成 〇 〇 0 〇 0 〇 凝膠硬度(g) 59.4 26.2 33.6 41.4 31 13 146883.doc -26- 201041602 [結果] 結果確認,表3所示之各油劑,在溶解溫度、凝膠外觀、 凝膠形成、及凝膠硬度各層面均顯示良好之結果,顯示本 發明之凝膠化劑不問油劑之種類、混合比率,均屬有其效 果,而具有支鏈之聚稀烴的氫化聚異丁稀單獨形成為油劑 時(實施例樣本# 9),透明度非常之高,在混合於透明感或 光澤高之化妝品時特別合適。 [實施例4] (化妝品用油性凝膠組合物:4) 針對上述化合物(2)與(4),追加調製實施例樣本# 14, 依同於上述之方式,測定溶解溫度、凝膠外觀、及凝膠硬 度。結果係示於表4中。 [表4] 實施例樣本#14 比較例樣本#9 化合物(2) 0.5 化合物(4) 1.5 棕櫚酸糊精酯*2 12.0 氫化聚異丁烯*1 50.0 50.0 三異辛酸甘油酯 47.85 37.85 防腐劑 0.1 0.1 香料 0.05 0.05 溶解溫度(°C) 110 90 凝膠外觀 ◎透明 〇半透明 凝膠硬度 11.6 6.8 *2 : Rheopearl KL2(千葉製粉公司製) 146883.doc -27- 201041602 [結果] 將實施例樣本# 14與比較例樣本# 9之凝膠外觀示於圖 1。使用化合物(2)與(4)之組合之凝膠化劑時(實施例樣本 # 14),形成透明之凝膠,將棕櫚酸糊精酯作為凝膠化劑 使用時(比較例樣本# 9),形成半透明之凝膠。本發明之油 凝膠化劑,以先前使用迄今之凝膠化劑的6分之1之量,即 可形戒透明度高之良好的凝膠。 [實施例5] (棒狀口紅) [配方] (質量%) 1.乙二醇共聚物*3 5.0 2.化合物1 0.2 3.化合物3 0.1 4.三異硬脂酸二甘油酯 20.0 5.十異硬脂酸十甘油醋 10.0 6.聚丁烯*4 5.0 7.矽酮支鏈型聚醚改質矽酮*5 2.0 8.二癸酸丙二醇酯 10.0 9.三異辛酸甘油酯 其餘 10.石夕酮處理氧化鐵被覆雲母*6 2.0 11.矽酮處理雲母鈦*6 2.0 12.紅色202號 0.15 13.黄色4號 0.7 14.氧化鈦 1.5 15.黑氧化鐵 0.1 16.防腐劑 適量 17.抗氧化劑 適量 18.香料 適量 146883.doc •28- 201041602 *3 : EP-700(Newphase Technology公司製) *4:聚丁烯100R(出光興産公司製) *5 : KF-6028P(信越化學工業公司製) *6 : 3%(二曱基矽酮/曱基矽酮)共聚物處理 [製造方法] A :將成分1〜9加溫溶解後’將成分1〇~15添加之,予以均 勻混合。 B :在A中添加成分16〜17,予以均勻混合。 〇 c :在B中添加成分18予以加熱,脱泡後,填充於容器 中,予以冷却,獲得棒狀口紅。 [結果] 本發明之棒狀口紅,即使減少蠟等之固形油量也可成 型,具有滑順的延展性或光澤,外觀色或發色之良好程度 亦佳。 [實施例6] (油性粉底) [配方] (質量%) 1.化合物2 2.0 2.化合物4 3.0 3.矽酮支鏈型月桂基•三甘油基改質矽_*7 2.0 4.三異硬脂酸二甘油酯 10.0 5.三(癸酸.辛酸)甘油酯 其餘 6.二甲基矽酮*8 5.0 7.烯烴寡聚物*9 5.0 8.煙霧狀二氧化矽*1〇 0.1 146883.doc -29· 201041602 1.0 8.0 2.0 15.0 1.0 2.0 0.5 0.1 0.5 適量 9. 微粒子氧化鈦 10. 氧化鈦 11. 硫酸鋇 12. 絹雲母 13. 氧化鐵 14. 黄氧化鐵 15. 黑氧化鐵 16. 羧乙烯聚合物*11 17_1,3-丁二醇 18.香料 *7 : KF-6105(信越化學工業公司製) *8 : KF-96A-6cs(信越化學工業公司製) *9 : α-烯烴寡聚物(小堺製薬公司製) *10 . AEROSIL R972(曰本 Aerosil公司製) *11 : Carbopole 940(Goodrich公司製) [製造方法] A :將成分1〜7加溫溶解後,加入成分8〜1 7均勻混合。 B :在A中加入成分1 8予以加熱,脱泡後,填充於金屬盤 中冷却,獲得油性粉底。 [結果] 本發明之油性粉底係以較少之凝膠化劑量即可成型,滑 順且具有輕度延展性及光澤,外觀色或發色之良好程度 佳0 [實施例7] (油性眼影) 146883.doc -30- 201041602 Ο 9·硬脂基改質丙稀酸醋石夕嗣$ 10·倍半油酸山梨糖醇酐 Ο [配方] 1. 化合物1 2. 化合物3 3. 三異辛酸甘油酯 4. 烯烴寡聚物112 5·烷基·聚醚改質矽酮113 6. 季戊四醇脂肪酸酯114 7. 角鯊烷 8 ·二癸酸丙二醇 11. 一油酸聚氧乙烯(2〇)山 12. 尼龍粉116 13. 矽酮處理滑石16 14. 紅色202號 15. 青色404號 16. 矽酮處理氧化鈦 17. 雲母鈦 18. 煙霧狀二氧化矽18 19. 香料 (質量 1.0 3.0 10.0 10.0 7.0 5.0 其餘 15.0 10.0 0.5 梨糖醇酐 〇 8 2.0 10.0 0.5 1.0 2.0 10.0 1.0 適量 146883.doc -31 · 1 12 ··諾姆寇特HPD-C(曰清Oillio公司製) *13: ABILEM90(Goldschmidt公司製) *14:寇思莫魯168ARN(曰清Oillio公司製) *15 : KP-561P(信越化學工業公司製) *16:尼龍粉末SP-500(東嫘公司製) [製造方法] 201041602 A :將成分1〜11加熱溶解後,加入成分12〜18均勻混合。 B :在A中加入成分19加熱之,脱泡後,填充於金屬盤 中,並冷却,獲得油性眼影。 [結果] 本發明之油性眼影,以少的凝膠化劑量即可成型,滑順 且具有輕度延展性及光澤,外觀色或發色良好程度優異。 [實施例8] (油中水型防曰曬霜) [配方] (質量%) 1. 甲基三甲基矽酮*17 5.0 2. 丙烯酸系化合物-矽酮處理微粒子氧化鈦* 18 5.0 3. 矽酮支鏈型月桂基.聚醚改質矽酮*19 0-5 4. 二甲基矽酮*20 2.0 5. 三曱基矽氧基矽酸/十曱基環戊矽氧烷溶液*21 5.0 6. 化合物1 0.1 7. 化合物3 0.1 8. 對-甲氧基桂皮酸辛酯 3.0 9. 異辛酸十六烧酯 5.0 10. 矽酮支鏈型聚醚改質矽酮*5 2.0 11. 乙醇 7.0 12. 甘油 2.0 13. 氣化鈉 1.0 14. 防腐劑 適量 15. 矽酮粉末*22 2.0 16. 香料 適量 17. 純化水 其餘 146883.doc -32 201041602 * 17 : TMF-l .5(信越化學工業公司製) *18 : KP-549(信越化學工業公司製)處理微粒子氧化鈦 * 19 : KF - 6038(信越化學工業公司製) *20 : KF-96-2cs(信越化學工業公司製) *21 : KF-7312J (信越化學工業公司製) *22 : KSP-100(信越化學工業公司製) [製造方法] A :將成分1~3作珠磨處理予以均勻分散。 B :將成分4〜10加溫溶解,將A及成分15均勻混合。 c :將成分11〜14及成分1 7混合溶解。 D :在B中添加C下一面乳化後,予以冷却。 E :在D中添加成分16均勻混合,獲得油中水型防日曬日 乳霜。 [結果] 本發明之油中水型防日曬乳霜,塗布於肌膚時可滑順地 ❹延展擴大,對於肌膚之收斂佳,可作不發油的施用,透明 性與安定性優異。 [實施例9] . (髮霜) (質量%) 0.5 1.0 1.5 2.0 [處方] 1. 氣化硬脂基三甲基链 2. 十六烷醇 3·山蓊醇 4·異壬酸異十三烷酯 146883.doc •33· 201041602 5. 化合物2 0.1 6. 化合物4 0.2 7. 二曱基矽酮*8 2.0 8. 十曱基環戊矽氧烷 5.0 9. 丙二醇 5_0 10. 乙醇 5.0 11. 陽離子化纖維素*23 0.1 12. 黃蓍膠*24 〇.1 13. 防腐劑 適量 14. 純化水 其餘 15. 香料 適量 *23 : Polymer JR400(Union Carbide公司製) *24 : Keltorol(Kelco公司製) [製造方法] A :將成分2〜8加溫予以均勻混合。 B :將成分1及成分9〜14加溫予以均勻混合。 C : 80°C下將A添加於B之下,一面予以乳化。 D :冷却後,在C中添加成分1 5予以均勻混合,獲得髮 霜。 [結果] 本發明之髮霜,在塗布於頭髮時,可滑順地延展擴大、 對於頭髮之親和感佳,且完成之頭髮作品不發油,光澤與 頭髮之整合性優異。 [實施例10] (糊狀珠光唇膏) 146883.doc -34- 201041602 [處方] (質量%) 1.化合物2 0.1 2.化合物4 0.2 3.蘋果酸二異硬脂酯 20.0 4.聚丁烯*2 60.0 5.二癸酸丙二醇酯 10.0 6.三異辛酸甘油S旨 其餘 7.矽酮處理雲母鈦*6 1.0 8.紅色202號 0.02 9.黄色4號 0.04 10.氧化鈦 0.15 [産業上之可利用性] 本發明脂油凝膠化劑,藉由以低濃度混合於非極性或低 極性之油劑中,可安定地形成透明性高之油凝膠組合物, 混合有該油凝膠化劑或油凝膠組合物之化妝品或皮膚外用 劑,在安定性或使用性、外觀之透明性等層面優異。 【圖式簡單說明】 圖1係顯示比較例樣本# 9(a)與實施例樣本# 14(b)之凝 膠外觀。 146883.doc -35-EXAMPLES Sample Comparative Example Sample #1 #2 #1 #2 #3 #4 #5 #6 #7 #8 Compound (1) 2.5 2.5 Compound (2) 2.5 2.5 2.5 5 2.5 Compound (3) 2.5 Compound (4) 2.5 5 Compound (5) 2.5 t « * ' - it ^(6) 2.5 : .. -, \ ' HH Compound (7) -ίϊ * Mixture (1). 47.5 Ι^ν V - ' 5,, wbB§ * ···& Hydrogenated polyisobutylene 1 47.5 47.5 47.5 47 5 47.5 47.5 47.5 47.5 47.5 Triisooctanoic acid glyceride 47.5 47.5 47.5 47.5 47.5 47.5 47.5 47.5 47.5 47.5 Dissolution temperature (°c) 120 110 110 110 120 120 180 180 200 165 Gel appearance 〇0 0 0 Δ 〇o OX Δ Gel formation 0 0 0 〇0 oooo 〇 Gel hardness (g) 40.2 41.4 3.8 15 39.4 34.6 64 60.4 76.4 38.6 *1 : Parleam 18 (manufactured by 曰本油公司(Criteria for judgment) -23- 146883.doc 201041602 Gel appearance: ◎: Transparent 〇: Translucent △: White turbidity X. Crystallized gel formation: 0: Does not flow back when inverted. A. When it is inverted, part of it flows back to x. All flow back when inverted [Results] Example Compound #1 Compound (1) and Compound (3) The combination, and the combination of the compound (2) and the compound (4) of the sample of Example #2, were all good at the dissolution temperature, the gel appearance, the gel formation, and the gel hardness test; as for the comparative sample #1 The combination of the compound (2) and the compound (5), and the combination of the compound (2) and the compound (6) of the sample of the comparative example 2, the gel hardness is extremely low, 'the uniformity of the gel, the smoothness, and the like. The degree of usability is not suitable as a gelling agent, and when the mixing amount is increased to increase the gel hardness, the transparency of the gel is remarkably lowered. Further, it is confirmed that the thiol moiety of the bis(indenylamino)cyclohexane derivative represented by the formula (11) is a so-called aldol condensed type having a multi-branched courtyard group or a so-called corundum When the type has a burning group, it is not suitable for use as the oil gelling agent of the present invention. Further, the combination of the compound (1) and the compound (7) of the comparative example sample #5, and the compound (2) of the comparative example sample #6 and the compound (7) have a dissolution temperature of 1,800 ° C. It is not appropriate from the viewpoint of the manufacture of the cosmetic or the formability of the filler, and it is confirmed that the thiol moiety is a branched chain and the carbon number is bis(decylamino)cyclohexane derivative, which is used in the present invention. The oil gelling agent is not suitable for 146883.doc -24- 201041602. Further, in the comparative example sample #3, when the compound (4) alone and the compound (4) were separately formed into an oil gelling agent in the sample #4 of Comparative Example, the prepared oil gel composition was cloudy, even in the present invention. The bis(decylamino)cyclohexane derivative used, when used alone, is not suitable in the level of transparency of the prepared oil gel composition. Further, it is also known that the bis(nonylamino)cyclohexane derivative having a carbon number of 8 in the above-mentioned thiol moiety of the compound (7) of Comparative Example #7 is dissolved as an oil gelling agent alone, and dissolved. If the temperature is too high, the gel will crystallize; otherwise, if the mixture of the sample of Comparative Example #8 (1) is a combination of the compounds (2), (7) and (8), the dissolution temperature may become too high or The gel hardness will become too low. [Example 2] (Oil-based gel composition for cosmetics: 2) For the above-mentioned compounds (2) and (4), the mixing ratios were added to the sample samples #3 to #8, and the measurement was carried out in the same manner as above. Dissolution temperature, gel appearance, gel formation, and gel hardness. The results are shown in Table 2. #3 #4 #5 #2 #6 #7 #8 #3 #4 Compound (2) Compound (4) Hydrogenated polyisobutylene*1 Triisooctanoic acid glycerin 4 1 47.5 47.5 3.75 1.25 47.5 47.5 3 2 47.5 47.5 2.5 2.5 47.5 47.5 2 3 47.5 47.5 1.25 3.75 47.5 47.5 1 4 47.5 47.5 5 47.5 47.5 5 47.5 47.5 Dissolution temperature (°c) 120 110 110 110 110 110 110 120 120 Gel appearance 0 0 ο ο ◎ ◎ ◎ Δ Δ Gel formation 〇0 〇0 0 ο ο ο 〇 Gel hardness (g) 35.6 35.4 39.2 43.4 43.2 38.6 35.8 39.4 34.6 146883.doc -25- 201041602 [Results] Compound (2) or compound (4) is separately formed into oil gel oil gel The hydrazine composition is cloudy, and the compound (7) and the compound (4) are combined; the oil gelling agent is evaluated in terms of the unmixing ratio, the degree of white turbidity, and the gel hardness. It can be seen that the compounds (7) and (4) are 60 · 40 to 20: 80 hrs. As an oil gelling agent, it is particularly good: 60~20: 8G' is particularly good in terms of the transparency of the gel. [Example 3] (Oil-based gel composition for cosmetics: 3) 2.5% of each of the above compounds (2) and (4) was added to an oil agent having the composition shown in Table 3 below, and dissolved in the same manner as described above. Temperature, gel appearance, gel formation, gel hardness. The results are shown in Table 3. [Table 3] Side Sweep ~~ #9 #10 #11 #2 #12 #13 Compound (2) 2.5 2.5 2.5 2.5 2.5 2.5 Compound (4) 2.5 2.5 2.5 2.5 2.5 2.5 Hydrogenated polyisobutylene* 1 95 47.5 47.5 47.5 47.5 47.5 Mobile paraffin 47.5 Cetyl isooctanoate 47.5 Diisooctanoic acid glycerin 47.5 47.5 Apple diisostearyl ester 47.5 Dissolution temperature (°c) 120 115 120 120 105 105 Gel appearance ◎ 0 〇〇〇0 Gel Formation 〇〇0 〇0 〇 Gel hardness (g) 59.4 26.2 33.6 41.4 31 13 146883.doc -26- 201041602 [Results] The results confirmed that the oils shown in Table 3, at the dissolution temperature, gel appearance, condensation Both the gel formation and the gel hardness showed good results, indicating that the gelling agent of the present invention has an effect regardless of the type and mixing ratio of the oil agent, and the hydrogenated polycondensation of the branched polycondensate When dibutyl is formed into an oil alone (Example Sample #9), the transparency is very high, and it is particularly suitable when mixed with a cosmetic having a high transparency or gloss. [Example 4] (Oil-based gel composition for cosmetics: 4) For the above-mentioned compounds (2) and (4), a sample of the preparation example #14 was added, and the dissolution temperature, the appearance of the gel, and the appearance of the gel were measured in the same manner as described above. And gel hardness. The results are shown in Table 4. [Table 4] Example Sample #14 Comparative Example Sample #9 Compound (2) 0.5 Compound (4) 1.5 Palmitic acid dextrin * 2 12.0 Hydrogenated polyisobutylene * 1 50.0 50.0 Triisooctanoic acid glyceride 47.85 37.85 Preservative 0.1 0.1 Perfume 0.05 0.05 Dissolution temperature (°C) 110 90 Gel appearance ◎ Transparent 〇 Translucent gel hardness 11.6 6.8 *2 : Rheopearl KL2 (manufactured by Chiba Powder Co., Ltd.) 146883.doc -27- 201041602 [Results] Example of Example # The appearance of the gel of 14 and Comparative Example Sample #9 is shown in Fig. 1. When a gelling agent in combination of the compounds (2) and (4) was used (Example Sample #14), a transparent gel was formed, and when palmitate dextrin was used as a gelling agent (Comparative Example #9 ), forming a translucent gel. The oil gelling agent of the present invention has a gel which is excellent in transparency and can be shaped in an amount of one-sixth of the amount of the gelling agent hitherto used. [Example 5] (sticky lipstick) [Formulation] (% by mass) 1. Ethylene glycol copolymer *3 5.0 2. Compound 1 0.2 3. Compound 3 0.1 4. Triisostearic acid diglyceride 20.0 5. Ten isostearic acid ten glycerin vinegar 10.0 6. polybutene * 4 5.0 7. fluorenone branched polyether modified fluorenone * 5 2.0 8. propylene glycol dicarboxylate 10.0 9. triisooctanoic glyceride remaining 10 . The treatment of iron oxide coated mica*6 2.0 11. Anthrone treatment mica titanium *6 2.0 12. Red 202 0.15 13. Yellow 4 0.7. Titanium oxide 1.5 15. Black iron oxide 0.1 16. Preservative amount 17. Proper amount of antioxidants 18. Proper amount of spices 146883.doc •28- 201041602 *3 : EP-700 (manufactured by Newphase Technology Co., Ltd.) *4: Polybutene 100R (manufactured by Idemitsu Kosan Co., Ltd.) *5 : KF-6028P (Shin-Etsu Chemical Co., Ltd.) Co., Ltd.) *6 : 3% (dimethyl fluorenone / fluorenyl ketone) copolymer treatment [Production method] A: After adding the components 1 to 9 to dissolve, the ingredients 1 〇 15 are added. Mix evenly. B: Add ingredients 16 to 17 in A and mix them evenly. 〇 c : Adding component 18 to B to heat, defoaming, filling in a container, and cooling to obtain a stick-like lipstick. [Results] The stick-shaped lipstick of the present invention can be molded even if the amount of solid oil such as wax is reduced, and has a smooth ductility or gloss, and the appearance color or hair color is also good. [Example 6] (Oil base) [Formulation] (% by mass) 1. Compound 2 2.0 2. Compound 4 3.0 3. Anthrone-supported lauryl-triglyceryl-modified 矽**7 2.0 4. Three different Diglyceryl stearate 10.0 5. Tris(capric acid octanoic acid) glyceride remaining 6. Dimethyl fluorenone *8 5.0 7. Olefin oligomer *9 5.0 8. Asmolyzed cerium oxide *1 〇 0.1 146883 .doc -29· 201041602 1.0 8.0 2.0 15.0 1.0 2.0 0.5 0.1 0.5 Appropriate amount 9. Microparticle titanium oxide 10. Titanium oxide 11. Barium sulfate 12. Sericite 13. Iron oxide 14. Yellow iron oxide 15. Black iron oxide 16. Carboxy Ethylene polymer *11 17-1,3-butanediol 18. Fragrance *7 : KF-6105 (manufactured by Shin-Etsu Chemical Co., Ltd.) *8 : KF-96A-6cs (manufactured by Shin-Etsu Chemical Co., Ltd.) *9 : α-olefin oligomer Polymer (manufactured by Otaru Co., Ltd.) *10. AEROSIL R972 (manufactured by A本 Aerosil Co., Ltd.) *11 : Carbopole 940 (manufactured by Goodrich Co., Ltd.) [Production method] A: After dissolving the components 1 to 7, the component 8 is added. 1 7 Mix evenly. B: The component 18 was added to A to be heated, and after defoaming, it was filled in a metal pan and cooled to obtain an oily foundation. [Results] The oily foundation of the present invention can be molded with a small amount of gelation, smooth and lightly malleable and lustrous, and the appearance color or hair color is good. [Example 7] (Oil eye shadow) ) 146883.doc -30- 201041602 Ο 9·Stearyl modified acesulfate 嗣 嗣 $ 10· sesquioleic acid sorbitan Ο [formula] 1. Compound 1 2. Compound 3 3. Three different Caprylic acid glyceride 4. Olefin oligomer 112 5 · Alkyl polyether modified anthrone 113 6. Pentaerythritol fatty acid ester 114 7. Squalane 8 · Dipropylene glycol propylene glycol 11. Monooleic acid polyoxyethylene (2 〇)Mountain 12. Nylon powder 116 13. Anthrone treatment talc 16 14. Red 202 No. 15. Cyan 404 No. 16. Acetone treatment of titanium oxide 17. Mica titanium 18. Smokey cerium oxide 18 19. Perfume (quality 1.0 3.0 10.0 10.0 7.0 5.0 Remaining 15.0 10.0 0.5 sorbitol 〇8 2.0 10.0 0.5 1.0 2.0 10.0 1.0 Appropriate amount 146883.doc -31 · 1 12 ·Normite HPD-C (made by 曰清Oillio) *13: ABILEM90 (manufactured by Goldschmidt Co., Ltd.) *14: 寇思莫鲁168ARN (made by 曰清Oillio Co., Ltd.) *15 : KP-561P (manufactured by Shin-Etsu Chemical Co., Ltd.) *16: Nylon powder S P-500 (manufactured by Tosoh Corporation) [Production method] 201041602 A: After heating and dissolving the components 1 to 11, the components 12 to 18 are uniformly mixed. B: The component 19 is heated in A, and after defoaming, it is filled in The oily eye shadow is obtained by cooling in a metal plate. [Results] The oily eye shadow of the present invention can be molded with a small amount of gelation, smooth and lightly ductile and lustrous, and excellent in appearance color or hair color. [Example 8] (water-based sunscreen cream in oil) [Formulation] (% by mass) 1. Methyl dimethyl ketone ketone * 17 5.0 2. Acrylic compound - fluorenone treatment of fine particle titanium oxide * 18 5.0 3. Indolone branched-chain lauryl. Polyether modified anthrone *19 0-5 4. Dimethylfluorenone * 20 2.0 5. Trimethyl decyloxy decanoic acid / decamethylcyclopentanoxane Solution *21 5.0 6. Compound 1 0.1 7. Compound 3 0.1 8. Octyl p-methoxycinnamate 3.0 9. Hexadecyl isooctanoate 5.0 10. Oxime ketone branched polyether modified fluorenone *5 2.0 11. Ethanol 7.0 12. Glycerin 2.0 13. Gasified sodium 1.0 14. Preservative amount 15. Anthrone powder *22 2.0 16. Proper amount of flavor 17. Purified water remaining 146883.doc -32 201041602 * 17 : TMF-l.5 (manufactured by Shin-Etsu Chemical Co., Ltd.) *18 : KP-549 (manufactured by Shin-Etsu Chemical Co., Ltd.) treats fine titanium oxide* 19 : KF - 6038 (manufactured by Shin-Etsu Chemical Co., Ltd.) *20 : KF-96-2cs (manufactured by Shin-Etsu Chemical Co., Ltd.) *21 : KF-7312J (manufactured by Shin-Etsu Chemical Co., Ltd.) *22 : KSP-100 (manufactured by Shin-Etsu Chemical Co., Ltd.) [Manufacturing method] A: The components 1 to 3 are subjected to bead mill treatment to be uniform dispersion. B: Components 4 to 10 were dissolved by heating, and A and component 15 were uniformly mixed. c : The components 11 to 14 and the component 17 are mixed and dissolved. D: Emulsify after adding C to B, and then cooling. E: Add ingredient 16 to D to mix evenly to obtain a water-based sun-proof day cream. [Results] The water-based sun-protective cream of the present invention can be smoothly spread and spread when applied to the skin, and can be applied to the skin without astringency, and is excellent in transparency and stability. [Example 9] . (Hairing) (% by mass) 0.5 1.0 1.5 2.0 [Prescription] 1. Gasification of stearyl trimethyl chain 2. Cetyl alcohol 3 · behenyl alcohol 4 · isophthalic acid Trialkyl ester 146883.doc •33· 201041602 5. Compound 2 0.1 6. Compound 4 0.2 7. Dimercaptopurone*8 2.0 8. Decidylcyclopentaoxane 5.0 9. Propylene glycol 5_0 10. Ethanol 5.0 11 Cationized cellulose*23 0.1 12. Astragalus gum*24 〇.1 13. Preservative amount 14. The remaining amount of purified water 15. Flavor amount *23 : Polymer JR400 (manufactured by Union Carbide) *24 : Keltorol (Kelco) [Production Method] A: The components 2 to 8 are warmed and uniformly mixed. B: The component 1 and the components 9 to 14 were warmed and uniformly mixed. C: A was added to B under 80 ° C and emulsified on one side. D: After cooling, the component 15 was added to C to be uniformly mixed to obtain a frost. [Results] The hair cream of the present invention can be smoothly stretched and spread, and has a good affinity for hair when applied to the hair, and the finished hair works without oil, and the gloss and the hair are excellent in integration. [Example 10] (Gummy pearl lipstick) 146883.doc -34- 201041602 [Prescription] (% by mass) 1. Compound 2 0.1 2. Compound 4 0.2 3. Diisostearyl malate 20.0 4. Polybutene *2 60.0 5. Propylene glycol dicaprate 10.0 6. Triisooctanoic acid glycerin S. The remaining 7. Anthrone treatment mica titanium * 6 1.0 8. Red 202 No. 0.02 9. Yellow No. 4 0.04 10. Titanium oxide 0.15 [Industrial Availability] The fat oil gelling agent of the present invention can stably form an oil gel composition having high transparency by mixing in a low concentration in a non-polar or low-polarity oil agent, and mixing the oil gel The cosmetic or skin external preparation of the chemical or oil gel composition is excellent in the aspects of stability, usability, and transparency of appearance. BRIEF DESCRIPTION OF THE DRAWINGS Fig. 1 shows the appearance of a gel of Comparative Example Sample #9(a) and Example Sample #14(b). 146883.doc -35-

Claims (1)

201041602 七、申請專利範圍: 1. 一種油凝膠化劑,其含有: (A) ·式⑴所示之雙(醯基胺基)環己烷衍生物:201041602 VII. Patent application scope: 1. An oil gelling agent comprising: (A) a bis(indenylamino)cyclohexane derivative represented by formula (1): (式中’ Ri表碳數15〜21之直鏈烷基);及 (B).式(II)所示之雙(醯基胺基)環己烷衍生物:(wherein 'R is a linear alkyl group having a carbon number of 15 to 21); and (B) a bis(indenylamino)cyclohexane derivative represented by the formula (II): :、R2表不總碳數為15〜21、且在卜位置具有直鏈烷 基作為取代基之直鏈烷基)。 2·如請求項1之之油凝膠化劑,其中㈧:⑻之質量比為 80 . 20〜2〇 : 80 。 一種油凝膠組合物 與油齊ij。 其含有如請求項1或2之油凝膠化劑 其中該油劑含有具有支鏈 4·如請求項3之油凝膠組合物, 146883.doc 201041602 之聚烯烴。 5. 6. 7. 如請求項4之油凝膠紐合物 〇 口*其中該具有支鏈之聚烯烴 為氫化聚異丁烯。 一種化妝品,其姓嫩_ + 、特徵在於:含有如往 化劑,或是如试士 明求項1或2之油凝膠 •’項3〜5中任—項之、、a 一種皮膚外用劑, 由凝膠組合物。 特徵在於:冬士 凝膠化劑,或是 有如請求項1或2之油 ,, 明衣項3〜5中任 物。 項之油凝膠組合 1468S3.doc:, R2 represents a linear alkyl group having a total carbon number of 15 to 21 and a linear alkyl group as a substituent at a position. 2. The oil gelling agent of claim 1 wherein (8): (8) has a mass ratio of 80. 20~2〇: 80. An oil gel composition is qi with oil. It contains the oil gelling agent of claim 1 or 2 wherein the oil contains a polyolefin having a branched chain 4, an oil gel composition of claim 3, 146883.doc 201041602. 5. 6. 7. The oleogel conjugate of claim 4 * * wherein the branched polyolefin is hydrogenated polyisobutylene. A cosmetic product whose surname is _+, characterized by: containing a chemical agent, or an oil gel such as the test item 1 or 2, 'item 3 to 5', a, a skin external application Agent, from the gel composition. It is characterized in that it is a winter gelling agent, or an oil as claimed in claim 1 or 2, and any of the clothes 3 to 5. Item Oil Gel Combination 1468S3.doc
TW099106515A 2009-03-06 2010-03-05 An oil gelling agent, an oil gel composition containing the oil gelling agent, and a skin external preparation or cosmetic containing the oil gel composition TWI444204B (en)

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