TWI444204B - 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 - Google Patents

Description

油凝膠化劑、含有該油凝膠化劑之油凝膠組合物及含有該油凝膠組合物之皮膚外用劑或化妝品Oil gelling agent, oil gel composition containing the oil gelling agent, and skin external preparation or cosmetic containing the oil gel composition

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。The present invention relates to an oil gelling agent containing a bis(indenylamino)cyclohexane derivative containing a linear alkyl group and a bis(indenylamino)cyclohexane derivative containing a branched alkyl group. An oil gel composition containing the oil gelling agent, and a cosmetic or skin external preparation to which the oil gel composition is added.

化妝品之領域中，常溫下為液體或固體之油性化妝品基劑(油劑)添加於化妝品之際，為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，而於調製成凝膠化之油凝膠組合物後再予添加於化妝品中之情形。為了控制油劑之粘性或構造性以提高使用性，並提升含油劑之化妝品之安定性或使用感，凝膠化劑扮演著重要的角色。In the field of cosmetics, when an oily cosmetic base (oil agent) which is liquid or solid at room temperature is added to a cosmetic, an oil gelling agent is added to the oil in order to increase the form of the cosmetic and improve the usability. It is added to the cosmetic product after it is prepared into a gelled oil gel composition. In order to control the viscosity or constructability of the oil to improve the usability and enhance the stability or feeling of use of the oil-containing cosmetic, the gelling agent plays an important role.

先前，作為添加於烴、酯、甘油三酸酯、矽酮油等油劑之油凝膠化劑，係使用以蠟等固形狀油劑為首之糊精脂肪酸酯、12-羥基硬脂酸等，藉由研討油劑與油凝膠化劑之種類或混合比率，而謀求提高用於化妝品之油凝膠組合物之使用性。然而，將蠟作為油凝膠化劑使用時，在形成安定之油凝膠組合物之濃度下，油凝膠組合物會白濁，以致在混合於透明感或光澤高之化妝品時會有不適切之情形，又，將糊精脂肪酸酯作為油凝膠化劑使用時，雖可形成透明之油凝膠組合物，但基於須以高濃度混合，且在高溫下易於軟化等等之因素，在混合於化妝品時之使用性上有不盡如人意之情形。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。Conventionally, as an oil gelling agent added to an oil agent such as a hydrocarbon, an ester, a triglyceride or an oxime oil, a dextrin fatty acid ester such as a solid oil such as wax or a 12-hydroxystearic acid is used. Or, by investigating the kind or mixing ratio of the oil agent and the oil gelling agent, it is desired to improve the usability of the oil gel composition for cosmetics. However, when the wax is used as an oil gelling agent, the oil gel composition may be cloudy at a concentration at which the stable oil gel composition is formed, so that it may be unsuitable when mixed with a cosmetic having a high transparency or gloss. In the case where the dextrin fatty acid ester is used as the oil gelling agent, although a transparent oil gel composition can be formed, it is based on a factor that must be mixed at a high concentration and is easily softened at a high temperature. There is an unsatisfactory use of the product when mixed with cosmetics. Further, when 12-hydroxystearic acid is used as the oil gelling agent, the amount of the gelizable oil agent is small, and even if gelatinizable, the obtained gel composition is only a coarse gelatinous form. There are still some shortcomings in usability.

另一方面，針對二胺基環己烷衍生物，含有雙(醯基胺基)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之飽和之直鏈及/或支鏈脂肪酸之1種或2種以上之一醯胺衍生物及/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)。On the other hand, a composition of a pharmaceutical product, a cosmetic, a food, or the like containing a bis(indenylamino)cyclohexane derivative has been proposed by a prior art for a diaminocyclohexane derivative (see Patent Document 1). An organic liquid gelled or an organic compound in which one or more of the linear and/or branched fatty acids having a carbon number of 6 to 22 are saturated with one or more of the guanamine derivatives and/or the decylamine derivative. A curing agent has also been proposed by the manufacturer (see Patent Document 2).

[先行技術文獻][Advanced technical literature] [專利文獻][Patent Literature]

[專利文獻1]日本特開平10-237034號公報[Patent Document 1] Japanese Patent Laid-Open No. Hei 10-237034

[專利文獻2]日本特許第3620878號公報[Patent Document 2] Japanese Patent No. 3620878

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。An object of the present invention is to provide an oil gelling agent which can form a gel having high stability and high transparency by mixing a small amount in a non-polar or low-polarity oil agent.

發明人等為解決上述課題，持續銳意研究至今，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15~21之直鏈烷基、且該直鏈烷基在1-位置具有作為取代基之直鏈烷基的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，醯基部分具有碳數15~21之直鏈烷基之1,2-雙(醯基胺基)環己烷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，在醯基部分含碳數8之支鏈烷基的1,2-雙(醯基胺基)環己烷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，1,2-雙(醯基胺基)環己烷衍生物中，環己烷環之1-位置與2-位置之取代基之醯基部分，其中一方為直鏈而他方為支鏈時，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。In order to solve the above problems, the inventors have continued to study the present invention, and finally found a 1,2-bis(decylamino)cyclohexane derivative having a linear alkyl group having a carbon number of 15 to 21, and The mercapto moiety is a 1,2-bis(decylamino)cyclohexane having a linear alkyl group having a total carbon number of 15 to 21 and having a linear alkyl group as a substituent at the 1-position. An alkane derivative, which is prepared by mixing one of the oil gelling agents, when added to an oil agent, has a low concentration even when compared with the previous oil gelling agent, and has high transparency and stability. It is also excellent in the form of a gel suitable for mixing in cosmetics. Further, when the thiol moiety has a 1,2-bis(decylamino)cyclohexane derivative having a linear alkyl group of 15 to 21 carbon atoms, the oil gel composition is used as an oil gelling agent alone. When the 1,2-bis(decylamino)cyclohexane derivative having a branched alkyl group having a carbon number of 8 in the fluorenyl group is contained in the oil gelling agent, the dissolution temperature is extremely increased. Further, in the 1,2-bis(decylamino)cyclohexane derivative, the thiol moiety of the 1-position and the 2-position substituent of the cyclohexane ring, one of which is a straight chain and the other is When the chain is branched, it is confirmed that the gel composition is cloudy or the dissolution temperature is increased, and it may be uncomfortable when mixed in the cosmetic. The present invention has been completed based on the above knowledge and insights.

具體言之，本發明係有關如下所示者。In particular, the invention relates to what follows.

[1]一種之油凝膠化劑，其含有(A)：式(I)所示之雙(醯基胺基)環己烷衍生物：[1] An oil gelling agent comprising (A): a bis(indenylamino)cyclohexane derivative represented by the formula (I):

(式中，R₁ 表碳數15~21之直鏈烷基)；與(wherein, R ₁ represents a linear alkyl group having a carbon number of 15 to 21);

(B)：式(II)所示之雙(醯基胺基)環己烷衍生物：(B): a bis(indenylamino)cyclohexane derivative represented by the formula (II):

(式中，R₂ 表示總碳數為15~21、且在1-位置具有直鏈烷基作為取代基之直鏈烷基)；或是(wherein R ₂ represents a linear alkyl group having a total carbon number of 15 to 21 and a linear alkyl group as a substituent at the 1-position);

[2]如上述[1]之油凝膠化劑，其中(A)：(B)之質量比為80：20~20：80；或是[2] The oil gelling agent according to [1] above, wherein the mass ratio of (A): (B) is from 80:20 to 20:80;

[3]一種油凝膠組合物，其含有上述[1]或[2]之油凝膠化劑與油劑；或是[3] An oil gel composition comprising the oil gelling agent and the oil agent of the above [1] or [2]; or

[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烯烴；或是[4] The oil gel composition according to [3] above, wherein the oil agent contains a polyolefin having a branch; or

[5]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[5] The oil gel composition according to [4] above, wherein the branched polyolefin is hydrogenated polyisobutylene; or

[6]一種化妝品，其特徵在於：含有如上述[1]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[6] A cosmetic composition comprising the oil gelling agent according to [1] or [2] above, or the oil gel composition according to any one of the above [3] to [5];

[7]一種皮膚外用劑，其特徵在於：含有如上述[1]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。[7] An external preparation for skin, comprising the oil gelling agent according to the above [1] or [2], or the oil gel composition according to any one of the above [3] to [5].

[發明之實施形態][Embodiment of the Invention]

(油凝膠化劑)(oil gelling agent)

作為本發明之油凝膠化劑，只要是包含(A)：上述式(I)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，R₁ 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1-位置具有直鏈烷基作為取代基的直鏈烷基)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R₁ 及式(II)之諸R₂ 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產物或雜質等。The oil gelling agent of the present invention is one or more selected from the group consisting of (A): a bis(indenylamino)cyclohexane derivative represented by the above formula (I) (wherein the formula (I) Wherein R ₁ represents a linear alkyl group having 15 to 21 carbon atoms; and (B): one or more of the bis(indenylamino)cyclohexane derivatives represented by the above formula (II) (wherein In the formula (II), R ₂ is a linear alkyl group having a total carbon number of 15 to 21 and a linear alkyl group as a substituent at the 1-position, and is not particularly limited, but the above (A) ) and (B) should use one class separately. Further, the present invention of formula (I) of the various R ₁ and formula (II) of all R ₂ are the same. Further, 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 it does not interfere with the effects of (A) and (B). It may contain by-products or impurities at the time of manufacture.

上述式(I)之R₁ 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、十九烷基、廿烷基、廿一烷基。The "linear alkyl group having 15 to 21 carbon atoms" of R _{1 in} the above formula (I), specifically, a pentadecyl group, a hexadecyl group, a heptadecyl group, an octadecyl group, N-nonyl, decyl, decyl.

上述式(II)之R₂ 之「總碳數為15~21、且在1-位置具有直鏈烷基作為取代基之直鏈烷基」，係指直鏈之主鏈的1-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1-位置具有直鏈烷基作為取代基之直鏈烷基，具體可舉例為：1-甲基十四烷基、1-甲基十五烷基、1-甲基十六烷基、1-甲基十七烷基、1-甲基十八烷基、1-甲基十九烷基、1-甲基廿烷基、1-乙基十三烷基、1-乙基十四烷基、1-乙基十五烷基、1-乙基十六烷基、1-乙基十七烷基、1-乙基十八烷基、1-乙基十九烷基、1-丙基十二烷基、1-丙基十三烷基、1-丙基十四烷基、1-丙基十五烷基、1-丙基十六烷基、1-丙基十七烷基、1-丙基十八烷基、1-丁基十一烷基、1-丁基十二烷基、1-丁基十三烷基、1-丁基十四烷基、1-丁基十五烷基、1-丁基十六烷基、1-丁基十七烷基、1-戊基癸基、1-戊基十一烷基、1-戊基十二烷基、1-戊基十三烷基、1-戊基十四烷基、1-戊基十五烷基、1-戊基十六烷基、1-己基壬基、1-己基癸基、1-己基十一烷基、1-己基十二烷基、1-己基十三烷基、1-己基十四烷基、1-己基十五烷基、1-庚基辛基、1-庚基壬基、1-庚基癸基、1-庚基十一烷基、1-庚基十二烷基、1-庚基十三烷基、1-庚基十四烷基、1-辛基辛基、1-辛基壬基、1-辛基癸基、1-辛基十一烷基、1-辛基十二烷基、1-辛基十三烷基、1-壬基壬基、1-壬基癸基、1-壬基十一烷基、1-壬基十二烷基、1-癸基癸基、1-癸基十一烷基等。The "straight-chain alkyl group having a total carbon number of 15 to 21 and having a linear alkyl group as a substituent at the 1-position" of R ₂ of the above formula (II) means a 1-position of a linear main chain. That is, a carbon atom bonded to a carbonyl group is substituted with a linear alkyl group, which is an alkyl group having a total carbon number of 15 to 21. a linear alkyl group having a total carbon number of 15 to 21 and having a linear alkyl group as a substituent at the 1-position, and specific examples thereof are 1-methyltetradecyl group and 1-methylpentadecyl group. 1-methylhexadecyl, 1-methylheptadecyl, 1-methyloctadecyl, 1-methylundecyl, 1-methyldecyl, 1-ethyltride Alkyl, 1-ethyltetradecyl, 1-ethylpentadecyl, 1-ethylhexadecyl, 1-ethylheptadecyl, 1-ethyloctadecyl, 1- Ethyl nonadecyl, 1-propyldodecyl, 1-propyltridecyl, 1-propyltetradecyl, 1-propylpentadecyl, 1-propylhexadecane Base, 1-propylheptadecyl, 1-propyloctadecyl, 1-butylundecyl, 1-butyldodecyl, 1-butyltridecyl, 1-butyl Tetradecyl, 1-butylpentadecyl, 1-butylhexadecyl, 1-butylheptadecyl, 1-pentyldecyl, 1-pentylundecyl, 1 - amyl lauryl, 1-pentyltridecyl, 1-pentyltetradecyl, 1-pentylpentadecyl, 1-pentylhexadecyl, 1-hexyldecyl, 1-hexyldecyl, 1-hexylundecyl, 1-hexyldodecyl, 1-hexyltridecane , 1-hexyltetradecyl, 1-hexylpentadecyl, 1-heptyloctyl, 1-heptyldecyl, 1-heptyldecyl, 1-heptylundecyl, 1-heptyl Dodecyl, 1-heptyltridecyl, 1-heptyltetradecyl, 1-octyloctyl, 1-octyldecyl, 1-octyldecyl, 1-octylundecane , 1-octyldodecyl, 1-octyltridecyl, 1-indenylfluorenyl, 1-indenylfluorenyl, 1-decylundecyl, 1-decyldodecane A group, a 1-indenyl group, a 1-decyl undecyl group, and the like.

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。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.

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1,2-二胺基環己烷、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氯等之鹵化劑處理所得之酸鹵化物，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，因應必要在錫、鎳等金屬之氧化物等之觸媒的存在下，以100~250℃作5~20小時左右之脫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1,2-二胺基環己烷，可為反-1,2-二胺基環己烷，也可為順-1,2-二胺基環己烷，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(棕櫚酸)、十七烷酸(珍珠酸)、十八烷酸(硬脂酸)、十九烷酸、廿烷酸(精胺酸)、廿一烷酸、山萮酸(廿二烷酸)。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: 1,2-diaminocyclohexane, and a method of appropriately arranging an acid halide having a carbon number of 16 to 22 and treating it with a halogenating agent such as sulfinium dichloride, or condensing it in the presence of a base; or 1,2-diamine Cyclohexane and a properly selected linear saturated fatty acid having a carbon number of 16 to 22, if necessary, in the presence of a catalyst such as a metal such as tin or nickel, at a temperature of 100 to 250 ° C for about 5 to 20 hours. A chemical method such as a deamination reaction of a dehydration reaction. 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 1,2-diaminocyclohexane, it may be trans-1,2-diaminocyclohexane or cis-1,2-diaminocyclohexane, but in the form of trans-1. 2-Diaminocyclohexane is preferred. Examples of the linear saturated fatty acid include palmitic acid (palmitic acid), heptadecanoic acid (peric acid), octadecanoic acid (stearic acid), nonadecanoic acid, and decanoic acid (spermine). Acid), decanoic acid, behenic acid (decanoic acid).

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1,2-二胺基環己烷、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。The method for synthesizing the bis(indenylamino)cyclohexane derivative represented by the above formula (II) includes, for example, 1,2-diaminocyclohexane, and a carbon number which is appropriately selected is A conventional synthesis method such as the above-described chemical method of reacting a saturated fatty acid having a linear alkyl group as a substituent at the 2-position.

作為上述1,2-二胺基環己烷，可為反-1,2-二胺基環己烷，也可為順-1,2-二胺基環己烷，但較佳的是反-1,2-二胺基環己烷。As the above 1,2-diaminocyclohexane, it may be trans-1,2-diaminocyclohexane or cis-1,2-diaminocyclohexane, but it is preferably reversed. -1,2-diaminocyclohexane.

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-丙基十三烷酸、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-丙基十九烷酸、2-丁基十二烷酸、2-丁基十三烷酸、2-丁基十四烷酸、2-丁基十七烷酸、2-丁基十六烷酸、2-丁基十七烷酸、2-丁基十八烷酸、2-戊基十一烷酸、2-戊基十二烷酸、2-戊基十三烷酸、2-戊基十四烷酸、2-戊基十七烷酸、2-戊基十六烷酸、2-戊基十七烷酸、2-己基癸酸、2-己基十一烷酸、2-己基十二烷酸、2-己基十三烷酸、2-己基十四烷酸、2-己基十七烷酸、2-己基十六烷酸、2-庚基壬酸、2-庚基癸酸、2-庚基十一烷酸、2-庚基十二烷酸、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、2-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、2-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、2-癸基十二烷酸、2-十一烷基十一烷酸等。As the saturated fatty acid having a linear alkyl group as a substituent at the 2-position, specifically, 2-methylheptadecanoic acid, 2-methylhexadecanoic acid, and 2-methyl-17 are mentioned. Alkanoic acid, 2-methyloctadecanoic acid, 2-methylundecanoic acid, 2-methyldecanoic acid, 2-methylnonanoic acid, 2-ethyltetradecanoic acid, 2-B Heptadecanoic acid, 2-ethylhexadecanoic acid, 2-ethylheptadecanoic acid, 2-ethyloctadecanoic acid, 2-ethylpentadecanoic acid, 2-ethyldecanoic acid, 2-propyltridecanoic acid, 2-propyltetradecanoic acid, 2-propylhexadecanoic acid, 2-propylhexadecanoic acid, 2-propylhexadecanoic acid, 2-propyl ten Octacosic acid, 2-propyl nonadecanoic acid, 2-butyldodecanoic acid, 2-butyltridecanoic acid, 2-butyltetradecanoic acid, 2-butyl heptadecanoic acid, 2 -butylhexadecanoic acid, 2-butylheptadecanoic acid, 2-butyloctadecanoic acid, 2-pentylundecanoic acid, 2-pentyldodecanoic acid, 2-pentyltride Alkanoic acid, 2-pentyltetradecanoic acid, 2-pentyl heptadecanoic acid, 2-pentylhexadecanoic acid, 2-pentyl heptadecanoic acid, 2-hexyldecanoic acid, 2-hexyl eleven Alkanoic acid, 2-hexyldodecanoic acid, 2-hexyltridecanoic acid, 2-hexyl-14 Alkanoic acid, 2-hexyl heptadecanoic acid, 2-hexylhexadecanoic acid, 2-heptyldecanoic acid, 2-heptyldecanoic acid, 2-heptylundecanoic acid, 2-heptyldodecanoic acid , 2-heptyltridecanoic acid, 2-heptyltetradecanoic acid, 2-heptyl heptadecanoic acid, 2-octyloctanoic acid, 2-octyldecanoic acid, 2-octyldecanoic acid, 2-octyl Undecanoic acid, 2-octyldodecanoic acid, 2-octyltridecanoic acid, 2-octyltetradecanoic acid, 2-mercaptodecanoic acid, 2-mercaptodecanoic acid, 2-mercapto Undecanoic acid, 2-decyldodecanoic acid, 2-decyltridecanoic acid, 2-mercaptodecanoic acid, 2-decylundecanoic acid, 2-decyldodecanoic acid, 2- Undecyl undecanoic acid and the like.

本發明油凝膠化劑中之(A)：上述式(I)所示之雙(醯基胺基)環己烷衍生物、與(B)：上述式(II)所示之雙(醯基胺基)環己烷衍生物之質量比，並無特殊限定，宜為80：20~20：80，更好的是60：40~20：80。式(I)所示之雙(醯基胺基)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可能性。(A) in the oil gelling agent of the present invention: a bis(indenylamino)cyclohexane derivative represented by the above formula (I), and (B): a double (醯) represented by the above formula (II) The mass ratio of the amino group-based cyclohexane derivative is not particularly limited and is preferably from 80:20 to 20:80, more preferably from 60:40 to 20:80. When the ratio of the bis(indenylamino)cyclohexane derivative represented by the formula (I) exceeds 80% by mass, the oil gelling agent of the present invention has high crystallinity, is too hard, or has remarkable transparency. If the possibility of reduction is less than 20% by mass, there is a possibility that the gel hardness is remarkably lowered.

(油性凝膠組合物)(Oil gel composition)

本發明之油性凝膠組合物，含有上述油凝膠化劑與油劑。The oil gel composition of the present invention contains the above oil gelling agent and an oil agent.

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；鱷梨油、亞麻仁油、杏仁油、荏胡麻油、咖椰油、菜籽油、橄欖油、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、棕櫚油、棕櫚仁油、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、乳酸肉荳蔻酯、棕櫚酸異丙酯、棕櫚酸2-乙基己酯、棕櫚酸2-己基癸酯、棕櫚酸2-庚基十一烷基、12-羥基硬脂酸膽固醇酯、二季戊四醇脂肪酸酯、肉荳蔻酸異丙酯、肉荳蔻酸2-辛基十二烷酯、肉荳蔻酸2-己基癸酯、肉荳蔻酸肉荳蔻酯、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、蘋果酸二異硬脂酯等之酯類；二甲基聚矽氧烷、甲基苯基聚矽氧烷、甲基氫化聚矽氧烷、八甲基環四矽氧烷、十甲基環戊矽氧烷、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。Examples of the oil agent include the following: a paraffin, a squalane, a squalene, a polybutene, a hydrogenated polyisobutylene or the like; a fatty acid such as palmitic acid, oleic acid or stearic acid; Avocado oil, linseed oil, almond oil, eucalyptus oil, coffee coconut oil, rapeseed oil, olive 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.; diisobutyl adipate; Ester, 2-hexyl decyl adipate, di-2-heptyl undecyl adipate, N-alkyl glycol monoisostearate, isohexadecyl isostearate, triiso Trimethylolpropane stearate, hexadecyl 2-ethylhexanoate, ethylene glycol di-2-ethylhexanoate, neopentyl glycol di-2-ethylhexanoate, tris-2 Ethylhexanoate, trimethylolpropane tri-2-ethylhexanoate, pentaerythritol tetra-2-ethylhexanoate, cetyl octanoate, octyldodecyl gum, oil Oil ester, octyl dodecyl oleate, decyl oleate, neopentyl glycol dicaprate, triethyl citrate, 2-ethylhexyl succinate, amyl acetate, ethyl acetate, acetic acid Ester, isohexadecyl stearate, butyl stearate, diisopropyl sebacate, di-2-ethylhexyl sebacate, cetyl lactate, myristyl lactate, palmitic acid Isopropyl ester, 2-ethylhexyl palmitate, 2-hexyldecyl palmitate, 2-heptylundecyl palmitate, cholesterol ester of 12-hydroxystearic acid, dipentaerythritol fatty acid ester, myristic acid Isopropyl ester, 2-octyldodecyl myristate, 2-hexyl decyl myristate, myristyl myristate, hexyl dimethyl octanoate, ethyl laurate, hexyl laurate, N-laurel-L-glutamic acid-2-octyldodecyl ester, malic acid diisostearyl ester, etc.; dimethyl polyoxane, methyl phenyl polyoxyalkylene, A Hydrogenated polyoxyalkylene, octamethylcyclotetraoxane, decamethylcyclopentaoxane, dodecamethylcyclohexaoxane, tetramethyltetrahydrocyclotetraoxane, fluorine modified polycondensation Anthracene and the like; perfluorodecane, all Octane, perfluoropolyether, etc. fluorine-based oil and the like.

為提高凝膠之硬度或透明性，宜混合以具有支鏈之聚烯烴，具體而言，可舉的有(C7,8)異鏈烷烴、(C8,9)異鏈烷烴、(C9-11)異鏈烷烴、(C10-13)異鏈烷烴、(C11,12)異鏈烷烴、(C11-13)異鏈烷烴、(C13,14)異鏈烷烴、(C13-16)異鏈烷烴、(C18-70)異鏈烷烴等之異鏈烷烴類，烯烴寡聚合物、氫化C6-14烯屬聚合物、聚丁烯、氫化聚異丁烯、氫化聚癸烯等，其中，就凝膠之透明性或附著性等之使用性而言，聚丁烯、氫化聚異丁烯、氫化C6-14烯烴聚合物較佳。此等油劑可單獨或使用二種以上。In order to increase the hardness or transparency of the gel, it is preferred to mix the polyolefin having a branch, and specifically, (C7, 8) isoparaffin, (C8, 9) isoparaffin, (C9-11) An isoparaffin, (C10-13) isoparaffin, (C11, 12) isoparaffin, (C11-13) isoparaffin, (C13, 14) isoparaffin, (C13-16) isoparaffin, (C18-70) isoparaffins such as isoparaffins, olefin oligomers, hydrogenated C6-14 olefinic polymers, polybutenes, hydrogenated polyisobutylenes, hydrogenated polydecenes, etc., wherein the gel is transparent Polybutene, hydrogenated polyisobutylene, and hydrogenated C6-14 olefin polymer are preferred in terms of usability or adhesion. These oil agents may be used alone or in combination of two or more.

本發明油性凝膠組合物之調製方法，可舉的是將上述(A)與(B)與上述油劑混合後，至均勻狀態為止予以加熱溶解之方法，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，至均勻狀態為止予以混合分散，在常溫下予以靜置之方法。The method for preparing the oil-based gel composition of the present invention may be a method in which the above-mentioned (A) and (B) are mixed with the above-mentioned oil agent, and then heated and dissolved until a uniform state, or the above-mentioned (A) and ( After mixing the oil gelling agent of B), it is added to the heated oil agent, mixed and dispersed until it is in a uniform state, and left to stand at normal temperature.

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。In the above (A) and (B), the oil-based gel composition of the present invention can be prepared by mixing any components as necessary.

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0.1~15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。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 0.1 to 15% by mass. Examples of the apparatus for mixing and dispersing include a dispersing mixer, a rolling mill, a high-viscosity mixer, a universal mixer, and a Hanschel mixer.

作為本發明油性凝膠組合物之用途，可舉的是化妝品、皮膚外用劑、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***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。The use of the oil-based gel composition of the present invention may be, for example, a cosmetic, an external preparation for skin, a paint, an ink, a lubricating oil or the like, preferably a cosmetic (including a slow-acting drug); and a mixture of the oil-based gel composition of the present invention. Cosmetics include lipsticks such as lipsticks, pearlescent lipsticks, and lip balms, foundations such as oily foundations, oily waters, and oily emulsified liquid foundations, eye shadows, eyeliners, mascara, and other cosmetic products. Hair care products such as nail coatings, hair care products such as moisturizing essence, moisturizing hair lotion, hair care cream, etc., hair wax, hair lotion, hair oil, hair cream, etc., lotion, cream, beauty liquid Further, as a skin external preparation for skin care, such as a cosmetic oil, a mask, and the like, a preferred embodiment is a suppository, an oily water type, an oily type emulsified skin external preparation, a lipid preparation, a liposome preparation, and the like.

本發明化妝品或皮膚外用劑中之上述油凝膠狀組合物之混合量並無特殊限定，相對化妝品或皮膚外用劑等之總量宜為0.01~100質量%，更好的是0.1~99.5質量%。The amount of the above-mentioned oil gel-like composition in the cosmetic or external preparation for skin of the present invention is not particularly limited, and the total amount of the cosmetic or external preparation for skin is preferably 0.01 to 100% by mass, more preferably 0.1 to 99.5 by mass. %.

本發明化妝品或皮膚外用劑等中，除上述(A)或(B)或油劑以外，在無損本發明之效果的範圍內，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、保濕劑、凝膠化劑、粉體、紫外線吸收劑、防腐劑、抗菌劑、抗氧化劑、pH調整劑、美膚用成分、外用藥劑等作為任意成分。此等成分可在調製上述油凝膠狀組合物時混合，也可在油凝膠化劑中混合。In the cosmetic or skin external preparation of the present invention, in addition to the above (A) or (B) or the oil agent, the ingredients used in cosmetics, skin external preparations, and the like can be appropriately mixed as long as the effects of the present invention are not impaired. For example, an alcohol, a moisturizer, a gelling agent, a powder, an ultraviolet absorber, a preservative, an antibacterial agent, an antioxidant, a pH adjuster, a skin-care component, an external preparation, or the like is optional. These components may be mixed at the time of preparing the above oil gel composition, or may be mixed in an oil gelling agent.

作為上述醇類，例如可舉出的為乙醇、異丙醇等之低級醇，或丙三醇、二丙三醇、聚丙三醇、二甘醇、聚乙二醇、丙二醇、二丙二醇、聚丙二醇、1,3-丁二醇、季戊四醇等之多價醇，山梨糖醇、麥芽糖、木糖醇、還原麥芽糖等之糖醇，或膽固醇、谷固醇、植物固醇、羊毛固醇等之固醇類等。Examples of the alcohols include lower alcohols such as ethanol and isopropyl alcohol, or glycerin, diglycerin, polyglycerol, diethylene glycol, polyethylene glycol, propylene glycol, dipropylene glycol, and poly a polyvalent alcohol such as propylene glycol, 1,3-butanediol or pentaerythritol, a sugar alcohol such as sorbitol, maltose, xylitol or reduced maltose, or cholesterol, glutamine, phytosterol or lanosterol. Sterols and the like.

作為上述保濕劑，可舉的例如為尿素、玻尿酸、軟骨素硫酸、吡咯啶酮羧酸鹽等。Examples of the humectant include urea, hyaluronic acid, chondroitin sulfate, and pyrrolidone carboxylate.

作為上述凝膠化劑，只要是水性凝膠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***樹膠、黃蓍膠、半乳聚醣、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(來自榲桲等)、澱粉(來自稻、玉米、馬鈴薯、小麥等)、天然海藻素、托蘭特豆膠、刺槐豆膠等之植物系高分子；黃原膠、葡聚醣、琥珀葡聚醣、普魯蘭多醣等之微生物系高分子；膠原蛋白、酪蛋白、白蛋白、明膠等之動物系高分子；羧甲基澱粉、甲基羥丙基澱粉等之澱粉系高分子；甲基纖維素、羥丙基甲基纖維素、羧甲基纖維素、羥甲基纖維素、羥乙基纖維素、羥丙基纖維素、纖維素硫酸鈉、羧甲基纖維素鈉等之纖維素系高分子；藻酸鈉、藻酸丙二醇酯等之藻酸系高分子；聚丙烯酸鈉、羧乙烯基聚合物、烷基改質羧乙烯基聚合物、聚丙烯醯胺、聚乙烯醇、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。The gelling agent is not particularly limited as long as it is an aqueous gelling agent or an oily gelling agent. For example, as an aqueous gelling agent, gum arabic, tragacanth, and galactose are exemplified. Glycan, locust bean gum, guar gum, caramel gum, vegetable gum, pectin, agar, queen seed (from 榲桲, etc.), starch (from rice, corn, potato, wheat, etc.), natural Plant-based polymers such as seaweed, tolam, bean gum, and locust bean gum; microbial polymers such as xanthan gum, dextran, amber dextran, and pullulan; collagen, casein, and white Animal-based polymers such as protein and gelatin; starch-based polymers such as carboxymethyl starch and methyl hydroxypropyl starch; methylcellulose, hydroxypropylmethylcellulose, carboxymethylcellulose, and methylol a cellulose-based polymer such as cellulose, hydroxyethyl cellulose, hydroxypropyl cellulose, sodium cellulose sulfate or sodium carboxymethyl cellulose; an alginic acid-based polymer such as sodium alginate or propylene glycol alginate; Sodium polyacrylate, carboxyvinyl polymer, alkyl modified carboxyvinyl polymer , ethylene-based polymer such as polyacrylamide, polyvinyl alcohol, polyvinylpyrrolidone; polyethylene glycol, ethylene oxide propylene oxide copolymer, bentonite, aluminum magnesium niobate, magnesium magnesium citrate Inorganic systems such as hectorite and anhydrous citric acid.

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、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。Examples of the powder include inorganic powders, organic powders, metal soap powders, colored pigments, pearl pigments, metal powders, tar pigments, and natural pigments, regardless of the particle shape (spherical, needle-like, and plate-like). Shape, etc., particle size (smoke, microparticles, pigment grade, etc.), or particle structure (porous, non-porous, etc.). These powders may be used as they are, or two or more kinds of powders may be used in combination, or may be subjected to surface treatment with an oil agent, an anthrone compound, a fluorine compound or the like.

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。The ultraviolet absorber may, for example, be a benzoic acid-based ultraviolet absorber such as p-aminobenzoic acid or an ortho-aminobenzoic acid ultraviolet absorber such as o-aminobenzoic acid or the like, or salicylic acid. a salicylic acid-based ultraviolet absorber such as a methyl ester or a cinnamic acid-based ultraviolet absorber such as p-methoxy cinnamate or a benzophenone-based ultraviolet absorber such as 2,4-dihydroxybenzophenone or urine A urinary acid-based ultraviolet absorber such as acid ethyl ester.

作為防腐劑或抗菌劑，可舉的是例如：對羥基苯甲酸酯、苯甲酸、苯甲酸鈉、山梨酸、山梨酸鉀、苯氧乙醇、水楊酸、石炭酸、山梨酸、對氯間甲酚、六氯酚、二甲基苄基烷基氯化銨、克羅希西啶、三氯碳醯替苯胺、感光素、異丙基甲基酚、1、2-戊烷二醇等。As preservatives or antibacterial agents, for example, parabens, benzoic acid, sodium benzoate, sorbic acid, potassium sorbate, phenoxyethanol, salicylic acid, carbolic acid, sorbic acid, and p-chloro-methyl Phenol, hexachlorophenol, dimethylbenzylalkylammonium chloride, cloxacilidine, trichlorocarbophene, photoreceptor, isopropylmethylphenol, 1, 2-pentanediol, and the like.

作為抗氧化劑，可舉的是例如：生育酚、丁基羥基苯甲醚，二丁基羥基甲苯等。The antioxidant may, for example, be tocopherol, butylhydroxyanisole or dibutylhydroxytoluene.

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、碳酸氫鈉、碳酸氫銨等。The pH adjuster may, for example, be lactic acid, lactate, citric acid, citrate, glycolic acid, succinic acid, tartaric acid, malic acid, potassium carbonate, sodium hydrogencarbonate or ammonium hydrogencarbonate.

作為美膚用成分，可舉的是例如：熊果素、穀胱苷肽、虎兒草抽出物等之美白劑；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；正-壬酸香草醯胺、菸酸芐酯、菸酸β-丁氧基乙酯、辣椒素、生薑素、斑螯素、魚石脂、咖啡因、單寧酸、α-雙環萜烯、菸酸生育酚酯、肌醇菸酸酯、環扁桃酯、肉桂苯哌、苄唑啉、乙醯膽鹼、維拉帕米、千金藤素、γ-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。Examples of the skin-care component include whitening agents such as arbutin, glutathione, and tiger grass extract; cell activators such as royal jelly, photoreceptor, cholesterol derivative, and burdock blood extract; Roughness improver; vanillyl phthalate, benzyl nicotinic acid, β-butoxyethyl nicotinic acid, capsaicin, zingiber, cariphyllin, fish fat, caffeine, tannic acid, α-bicyclic Terpene, tocopheryl nicotinate, inositol nicotinate, cyclomandelin, cinnamazine , benzoxazoline, acetylcholine, verapamil, ginseng, γ-oryzanol, etc.; blood astringent agent such as zinc oxide, tannic acid; anti-lipid leakage of sulfur, methyl thiophenol, etc. Agents, etc.

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。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.

以下，茲以實施例將本發明具體說明，但本發明之技術範圍不受此等例示之限制。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.

[實施例][Examples]

(參考例：1,2-雙(醯基胺基)環己烷衍生物之合成)(Reference example: Synthesis of 1,2-bis(decylamino)cyclohexane derivative)

[化合物(1)之合成][Synthesis of Compound (1)]

將1,2-二胺基環己烷3.43 g與三乙胺7.29 g溶於130 mL之四氫呋喃(以下稱為THF)中，在冰冷下加入十六碳醯氯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：化合物(1)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 hexadecylphosphonium chloride was added under ice cooling. The mixture was stirred at room temperature for 1 hour, and then heated under reflux for several minutes. Then, 100 mL of acetone was added, and the insoluble matter was collected by filtration and washed with acetone. Immediately after dissolving the obtained compound in 100 mL of ethanol and allowing to cool, 300 mL of water was added, and 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: compound (1)

[化合物(2)之合成][Synthesis of Compound (2)]

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，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100 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，濾取不溶物。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，濾取白色之析出物，獲得以下之式(IV)所示之化合物(2)；收量為11.5 g：化合物(2)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 stearin chloride was added under ice cooling. 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 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 then 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 150 mL of acetone was added thereto, and the white precipitate was collected by filtration to obtain the following formula (IV). Compound (2); yield: 11.5 g: compound (2)

[化合物(3)之合成][Synthesis of Compound (3)]

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100 mL之乙醇中並予放置冷卻後，再加入300 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)11.42 g of 1,2-diaminocyclohexane and 24.29 g of triethylamine were dissolved in 250 mL of THF, and under ice cooling, 54.98 g of 2-hexylphosphonium chloride was added. 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 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 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][Synthesis of Compound (4)]

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-庚基十一碳醯氯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300 mL之水，濾取不溶物。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：化合物(4)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-heptylundecylphosphonium 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 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 thereto, and the insoluble matter was collected by filtration. 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: Compound (4)

[化合物(5)之合成][Synthesis of Compound (5)]

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-甲基-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：化合物(5)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) was added under ice cooling. -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: compound (5)

[化合物(6)之合成][Synthesis of Compound (6)]

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)8.57 g of 1,2-diaminocyclohexane and 16.70 g of triethylamine were dissolved in 400 mL of THF, and under ice cooling, 42.44 g of isostearyl chloride (corundum type) was added. 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, and the filtrate was distilled off by an evaporator, and then 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. 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)

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18、側鏈具有甲基、而且構造不確定之異硬脂酸。異硬脂醯氯(金剛砂型)係指上述異硬脂酸之氯化物。Here, the diamond-type isostearic acid refers to an isostearic acid obtained by hydrogenating a by-produced unsaturated fatty acid when a dibasic acid is synthesized from oleic acid, has a carbon number of 18, has a methyl group in a side chain, and has an undefined structure. acid. Isostearyl chloride (corundum type) means the chloride of the above isostearic acid.

[化合物(7)之合成][Synthesis of Compound (7)]

將1,2-二胺基環己烷11.42 g與三乙胺24.28 g溶於150 mL之THF中，在冰冷下，加入2-乙基己醯氯32.53 g。在室溫下作3小時攪拌後，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300 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100 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。11.42 g of 1,2-diaminocyclohexane and 24.28 g of triethylamine were dissolved in 150 mL of THF, and under ice cooling, 32.53 g of 2-ethylhexyl chloride was added. After stirring at room temperature for 3 hours, it was heated to reflux for several minutes. Cool to room temperature and filter the resulting gel. Then, the obtained compound was dissolved in 200 mL of ethanol, and then 300 mL of water was added thereto, and the insoluble matter was collected by filtration. Then, the obtained crude product was heated and dissolved in 100 mL of methanol, and then 600 mL of acetone was added thereto to recrystallize, and the white precipitate was collected by filtration to obtain a compound represented by the following formula (IX) ( 7); the yield is 15.15 g.

化合物(7)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1,2-二胺基環己烷8.57 g與三乙胺16.70 g溶於400 mL之THF中，在冰冷下，加入2-乙基己醯氯12.20 g與硬脂醯氯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，濾取不溶物並以丙酮洗淨。而後，將其溶解於100 mL之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(X)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10.81 g：化合物(8)1.72 g of 1,2-diaminocyclohexane and 16.70 g of triethylamine were dissolved in 400 mL of THF, and 12.20 g of 2-ethylhexyl chloride and 21.10 g of stearin chloride were added under ice cooling. After stirring at room temperature for 1 hour, it was heated to reflux for several minutes. Thereafter, 300 mL of acetone was added, and the insoluble matter was collected by filtration and washed with acetone. 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 (X) and the above compound (2) and (7); the yield is 10.81 g: compound (8)

[實施例1][Example 1]

(化妝品用油性凝膠組合物：1)(Oil-based gel composition for cosmetics: 1)

使用以上述方式合成、製作之化合物(1)~(7)及混合物(1)，調製如表1所示構成之實施例樣本＃1~＃2及比較例樣本＃1~＃8之油凝膠組合物的樣本。針對各樣本全量計量後，一面予以攪拌一面加熱溶解，透明溶解後，予以冷却而調製完成，就溶解溫度、凝膠外觀、凝膠形成、凝膠硬度進行評估。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酯樹脂製1 cm邊長之單元中，透過單元無法判讀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℃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進入時之荷重峰值(g)而決定。結果係示於表1中。The compounds (1) to (7) and the mixture (1) synthesized and produced in the above manner were used to prepare the oil sample of the sample #1 to #2 and the comparative sample #1 to #8 which were constructed as shown in Table 1. A sample of the gel composition. After the total amount of each sample was measured, it was heated and dissolved while stirring, and after being dissolved in a transparent manner, it was cooled and prepared, and the dissolution temperature, gel appearance, gel formation, and gel hardness were evaluated. The dissolution temperature is a temperature at which the samples of the respective oil gel compositions are dissolved to be transparent when the temperature is gradually increased from room temperature after mixing the components of the respective samples. The gel appearance was obtained by filling each of the above-mentioned samples of the oil gel composition into a unit having a side length of 1 cm made of polymethyl methacrylate resin, and the transmission unit was judged to be "white turbid" when the character of the body type 12-shaped type could not be judged. Although it is turbid, it can be judged as "translucent" when it is judged, and it is judged as "transparent" when there is almost no turbidity, and it is evaluated accordingly. The gel hardness was obtained by heating and dissolving the above-mentioned samples of each of the oil gel compositions to be transparent, and then standing in a thermostat at 25 ° C for 3 hours, and then using a rheometer manufactured by FUDOH Co., Ltd. (NRM-2002D‧D). The load peak (g) at 3 mm entry at an entry speed of 6 cm/min was determined by using a φ2 mm plunger. The results are shown in Table 1.

(判定基準)(judgment basis)

凝膠外觀：◎：透明Gel appearance: ◎: transparent

○：半透明○: Translucent

Δ：白濁Δ: white turbid

×：結晶化×: crystallization

凝膠形成：○：顛倒時不流回來Gel formation: ○: does not flow back when inverted

Δ：顛倒時一部分流回來Δ: part of the flow back when it is reversed

×：顛倒時全部流回來×: All flow back when turned upside down

[結果][result]

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，凝膠硬度之值非常之低，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(II)所示之1,2-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烷基時，或是所謂之金剛砂型之具有烷基時，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180℃非常之高，就化妝品之製造或填充成形性之觀點而言並不適當，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適。又，比較例樣本＃3中將化合物(2)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。The combination of the compound (1) and the compound (3) of the sample of Example #1, and the combination of the compound (2) and the compound (4) of the sample of Example #2, at the dissolution temperature, gel appearance, gel formation, coagulation The results of the gel hardness test were all good; as for the combination of the compound (2) and the compound (5) of the comparative example sample #1, and the combination of the compound (2) and the compound (6) of the comparative example sample #2, the gel hardness The value is very low, and the degree of usability such as uniformity of the gel and smoothness is not suitable as a gelling agent, and when the mixing amount is increased to increase the hardness of the gel, the transparency of the gel is remarkable. reduce. Further, it is confirmed that the thiol moiety of the 1,2-bis(decylamino)cyclohexane derivative represented by the formula (II) is a so-called aldol condensation type alkyl group having a multi-branched chain, or When the corundum type has an alkyl 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 180 ° C which is extremely high. 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 for the oil gelation of the present invention. The gelling agent is not suitable. Further, in the comparative example sample #3, when the compound (2) 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 if it was The bis(indenylamino)cyclohexane derivative used in the invention, when used alone, is not suitable in the level of transparency of the prepared oil gel composition. Further, it is also known that the dissolution temperature of the bis(nonylamino)cyclohexane derivative having a carbon number of 8 in the above thiol moiety of the compound (7) of Comparative Example #7 is formed as an oil gelling agent alone. If it 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.

[實施例2][Embodiment 2]

(化妝品用油性凝膠組合物：2)(Oil-based gel composition for cosmetics: 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。With respect to the above compounds (2) and (4), the mixing examples were further modified to prepare sample samples #3 to #8, 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 2.

[結果][result]

化合物(2)或化合物(4)分別單獨形成為油凝膠化劑時，油凝膠組合物會白濁，而化合物(2)及化合物(4)併同形成油凝膠化劑時，不拘混合比率，白濁程度低。由凝膠之透明性及凝膠硬度之評估可知，化合物(2)與(4)之質量比為60：40~20：80時，作為油凝膠化劑良好，特別是40：60~20：80時，就凝膠之透明性之層面而言特別良好。When the compound (2) or the compound (4) is separately formed into an oil gelling agent, the oil gel composition is cloudy, and the compound (2) and the compound (4) are combined with each other to form an oil gelling agent. The ratio is low in white turbidity. From the evaluation of the transparency of the gel and the hardness of the gel, it is understood that when the mass ratio of the compound (2) to the compound (4) is from 60:40 to 20:80, it is good as an oil gelling agent, especially 40:60-20 : 80°, it is particularly good in terms of the transparency of the gel.

[實施例3][Example 3]

(化妝品用油性凝膠組合物：3)(Oil-based gel composition for cosmetics: 3)

將上述化合物(2)與(4)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。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 the dissolution temperature, gel appearance, gel formation, and gel hardness were measured in the same manner as described above. The results are shown in Table 3.

[結果][result]

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，而具有支鏈之聚烯烴的氫化聚異丁烯單獨形成為油劑時(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。As a result, it was confirmed that each of the oil agents shown in Table 3 showed good results in various levels of dissolution temperature, gel appearance, gel formation, and gel hardness, and it was revealed that the gelling agent of the present invention does not require the type of the oil agent, The mixing ratio is effective, and when the hydrogenated polyisobutylene having a branched polyolefin is formed into an oil alone (Example Sample #9), the transparency is very high, and when mixed with a cosmetic having a high transparency or gloss Particularly suitable.

[實施例4][Example 4]

(化妝品用油性凝膠組合物：4)(Oil-based gel composition for cosmetics: 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。With respect to the above compounds (2) and (4), the preparation example sample #14 was additionally added, and the dissolution temperature, the gel appearance, and the gel hardness were measured in the same manner as described above. The results are shown in Table 4.

[結果][result]

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，即可形成透明度高之良好的凝膠。The gel appearance of Example Sample #14 and Comparative Example Sample #9 is shown in Fig. 1. When a gelling agent of a 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. In the oil gelling agent of the present invention, a gel having a high transparency can be formed by using one-sixth of the amount of the gelling agent hitherto used.

[實施例5][Example 5]

(棒狀口紅)(sticky lipstick)

*3：EP-700(Newphase Technology公司製)*3: EP-700 (manufactured by Newphase Technology)

*4：聚丁烯100R(出光興產公司製)*4: Polybutene 100R (made by Idemitsu Kosan Co., Ltd.)

*5：KF-6028P(信越化學工業公司製)*5: KF-6028P (manufactured by Shin-Etsu Chemical Co., Ltd.)

*6：3%(二甲基矽酮/甲基矽酮)共聚物處理*6: 3% (dimethyl ketone/methyl fluorenone) copolymer treatment

[製造方法][Production method]

A：將成分1~9加溫溶解後，將成分10~15添加之，予以均勻混合。A: After the components 1 to 9 are dissolved by heating, the components 10 to 15 are added and uniformly mixed.

B：在A中添加成分16~17，予以均勻混合。B: Add ingredients 16 to 17 in A and mix them evenly.

C：在B中添加成分18予以加熱，脫泡後，填充於容器中，予以冷却，獲得棒狀口紅。C: The component 18 was added to B to be heated, and after defoaming, it was filled in a container and cooled to obtain a stick-like lipstick.

[結果][result]

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。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.

[實施例6][Embodiment 6]

(油性粉底)(oily foundation)

*7：KF-6105(信越化學工業公司製)*7: KF-6105 (manufactured by Shin-Etsu Chemical Co., Ltd.)

*8：KF-96A-6cs(信越化學工業公司製)*8: KF-96A-6cs (manufactured by Shin-Etsu Chemical Co., Ltd.)

*9：α-烯烴寡聚物(小堺製薬公司製)*9: α-olefin oligomer (manufactured by Otaru Co., Ltd.)

*10：AEROSIL R972(日本Aerosil公司製)*10: AEROSIL R972 (made by Japan Aerosil Co., Ltd.)

*11：Carbopole 940(Goodrich公司製)*11: Carbopole 940 (made by Goodrich)

[製造方法][Production method]

A：將成分1~7加溫溶解後，加入成分8~17均勻混合。A: After the components 1 to 7 are dissolved by heating, the components 8 to 17 are uniformly mixed.

B：在A中加入成分18予以加熱，脫泡後，填充於金屬盤中冷却，獲得油性粉底。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.

[結果][result]

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。The oily foundation of the present invention can be molded with a small amount of gelation, smooth and lightly ductile and lustrous, and has good appearance color or hair color.

[實施例7][Embodiment 7]

(油性眼影)(oily eye shadow)

*12：諾姆寇特HPD-C(日清Oillio公司製)*12: Nomette HPD-C (made by Nissin Oillio Co., Ltd.)

*13：ABIL EM 90(Goldschmidt公司製)*13: ABIL EM 90 (manufactured by Goldschmidt)

*14：寇思莫魯168ARN(日清Oillio公司製)*14: 寇思莫鲁168ARN (made by Nissin Oillio Co., Ltd.)

*15：KP-561P(信越化學工業公司製)*15: KP-561P (manufactured by Shin-Etsu Chemical Co., Ltd.)

*16：尼龍粉末SP-500(東嫘公司製)*16: Nylon powder SP-500 (manufactured by Tosoh Corporation)

[製造方法][Production method]

A：將成分1~11加熱溶解後，加入成分12~18均勻混合。A: After heating and dissolving the components 1 to 11, the components 12 to 18 are uniformly mixed.

B：在A中加入成分19加熱之，脫泡後，填充於金屬盤中，並冷却，獲得油性眼影。B: The component 19 was heated in A, and after defoaming, it was filled in a metal pan and cooled to obtain an oily eye shadow.

[結果][result]

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。The oily eye shadow of the present invention can be molded with a small amount of gelation, is smooth, has mild ductility and gloss, and is excellent in appearance color or hair color.

[實施例8][Embodiment 8]

(油中水型防日曬霜)(oil-type water-proof sun-proof cream)

*17：TMF-1.5(信越化學工業公司製)*17: TMF-1.5 (manufactured by Shin-Etsu Chemical Co., Ltd.)

*18：KP-549(信越化學工業公司製)處理微粒子氧化鈦*18: KP-549 (manufactured by Shin-Etsu Chemical Co., Ltd.) treats fine particle titanium oxide

*19：KF-6038(信越化學工業公司製)*19: KF-6038 (manufactured by Shin-Etsu Chemical Co., Ltd.)

*20：KF-96-2cs(信越化學工業公司製)*20: KF-96-2cs (manufactured by Shin-Etsu Chemical Co., Ltd.)

*21：KF-7312 J(信越化學工業公司製)*21: KF-7312 J (manufactured by Shin-Etsu Chemical Co., Ltd.)

*22：KSP-100(信越化學工業公司製)*22: KSP-100 (manufactured by Shin-Etsu Chemical Co., Ltd.)

[製造方法][Production method]

A：將成分1~3作珠磨處理予以均勻分散。A: The components 1 to 3 were subjected to bead mill treatment to be uniformly dispersed.

B：將成分4~10加溫溶解，將A及成分15均勻混合。B: The components 4 to 10 were dissolved by heating, and the components A and 15 were uniformly mixed.

C：將成分11~14及成分17混合溶解。C: Components 11 to 14 and component 17 were mixed and dissolved.

D：在B中添加C下一面乳化後，予以冷却。D: After adding B to B, the emulsion was emulsified and then cooled.

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。E: The component 16 is uniformly mixed in D to obtain an oil-type sun-proof sun-proof day cream.

[結果][result]

本發明之油中水型防日曬乳霜，塗布於肌膚時可滑順地延展擴大，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。The water-based sun-protecting cream of the present invention can be smoothly spread and spread when applied to the skin, and can be applied to the hair without astringency, and is excellent in transparency and stability.

[實施例9][Embodiment 9]

(髮霜)(cream)

*23：Polymer JR400(Union Carbide公司製)*23: Polymer JR400 (manufactured by Union Carbide)

*24：Keltorol(Kelco公司製)*24: Keltorol (Kelco)

[製造方法][Production method]

A：將成分2~8加溫予以均勻混合。A: Warmly mix the ingredients 2 to 8 and mix them evenly.

B：將成分1及成分9~14加溫予以均勻混合。B: The component 1 and the components 9 to 14 were warmed and uniformly mixed.

C：80℃下將A添加於B之下，一面予以乳化。C: A was added under B at 80 ° C and emulsified on one side.

D：冷却後，在C中添加成分15予以均勻混合，獲得髮霜。D: After cooling, the component 15 was added to C to be uniformly mixed to obtain a cream.

[結果][result]

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。When applied to the hair, the hair cream of the present invention can be smoothly stretched and expanded, and has a good affinity for hair, and the finished hair works without oil, and the gloss and the hair are excellent in integration.

[實施例10][Embodiment 10]

(糊狀珠光唇膏)(Gummy Pearl Lipstick)

[產業上之可利用性][Industrial availability]

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。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 gelling agent or oil gel The cosmetic or skin external preparation of the gel composition is excellent in the aspects of stability, usability, and transparency of appearance.

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。Figure 1 shows the gel appearance of Comparative Example Sample #9(a) and Example Sample #14(b).

(無元件符號說明)(no component symbol description)

Claims (7)

一種油凝膠化劑，其含有：(A)：式(I)所示之雙(醯基胺基)環己烷衍生物： (式中，R₁ 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： (式中，R₂ 表示總碳數為15~21、且在1-位置具有直鏈烷基作為取代基之直鏈烷基)。An oil gelling agent comprising: (A): a bis(indenylamino)cyclohexane derivative represented by the formula (I): (wherein R ₁ represents a linear alkyl group having 15 to 21 carbon atoms; and (B): a bis(indenylamino)cyclohexane derivative represented by the formula (II): (wherein R ₂ represents a linear alkyl group having a total carbon number of 15 to 21 and a linear alkyl group as a substituent at the 1-position). 如請求項1之之油凝膠化劑，其中(A)：(B)之質量比為80：20~20：80。The oil gelling agent of claim 1, wherein the mass ratio of (A): (B) is from 80:20 to 20:80. 一種油凝膠組合物，其含有如請求項1或2之油凝膠化劑與油劑。An oil gel composition comprising the oil gelling agent and the oiling agent according to claim 1 or 2. 如請求項3之油凝膠組合物，其中該油劑含有具有支鏈之聚烯烴。The oil gel composition of claim 3, wherein the oil agent comprises a polyolefin having a branch. 如請求項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。The oleogel composition of claim 4, wherein the branched polyolefin is hydrogenated polyisobutylene. 一種化妝品，其特徵在於：含有如請求項1或2之油凝膠化劑，或是如請求項3~5中任一項之油凝膠組合物。A cosmetic composition comprising the oil gelling agent according to claim 1 or 2, or the oil gel composition according to any one of claims 3 to 5. 一種皮膚外用劑，其特徵在於：含有如請求項1或2之油凝膠化劑，或是如請求項3~5中任一項之油凝膠組合物。An external preparation for skin, which comprises the oil gelling agent according to claim 1 or 2, or the oil gel composition according to any one of claims 3 to 5.