TW202002940A - Cleansing cosmetic - Google Patents

Cleansing cosmetic Download PDF

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Publication number
TW202002940A
TW202002940A TW108110835A TW108110835A TW202002940A TW 202002940 A TW202002940 A TW 202002940A TW 108110835 A TW108110835 A TW 108110835A TW 108110835 A TW108110835 A TW 108110835A TW 202002940 A TW202002940 A TW 202002940A
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Prior art keywords
oil
weight
thickener
cleansing cosmetics
hydrocarbon group
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TW108110835A
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Chinese (zh)
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鈴木陽二
坂西裕一
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日商大賽璐股份有限公司
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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
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/39Derivatives containing from 2 to 10 oxyalkylene groups
    • 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
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/86Polyethers
    • 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
    • A61K8/92Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
    • 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
    • A61Q1/14Preparations for removing make-up

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Emergency Medicine (AREA)
  • Cosmetics (AREA)

Abstract

Provided is a cleansing cosmetic that exhibits excellent detergency against oily stains and can be rinsed off with water, and that is unlikely to drip off when dispensed in the hand, has excellent extensibility, and in particular, is capable of being ejected easily when filled in a pump-type container. The present invention provides a cleansing cosmetic comprising a thickening agent (A), an oil solution (B), and a surfactant (C), wherein a compound represented by formula (1) is included as the thickening agent (A) in an amount of 0.5-30.0 wt% with respect to the total content of the thickening agent (A) and the oil solution (B), and the content of the oil solution (B) accounts for 70.0-99.5 wt% of the total content of the thickening agent (A) and the oil solution (B).

Description

清潔化妝料Clean cosmetics

本發明係關於一種適於清除油性污垢之用途之清潔化妝料。本案主張2018年3月30日於日本提出申請之日本特願2018-069675號之優先權,並將其內容引用至本文中。The invention relates to a cleansing cosmetic material suitable for removing oily dirt. This case asserts the priority of Japanese Patent Application No. 2018-069675 filed in Japan on March 30, 2018, and the contents thereof are incorporated herein.

作為為了清除由皮脂所產生之污垢或由彩妝化妝料所產生之污垢(=彩妝污垢)等皮膚之油性污垢而使用之清潔化妝料,要求迅速與皮脂或彩妝污垢融合,且藉由利用水清洗而可清爽地沖洗者,業界較佳地使用有包含油劑與界面活性劑之液狀之清潔化妝料(專利文獻1)。然而,液狀之清潔化妝料尤其於填充至泵方式之容器中而使用之情形時,有於噴出時飛散,或於取至手上時自手指之間滴落,或自容器之噴出口滴液而污染容器之問題。 [先前技術文獻] [專利文獻]As a cleansing cosmetic used to remove oily dirt on the skin such as dirt produced by sebum or dirt (= makeup dirt) caused by makeup cosmetics, it is required to be quickly fused with sebum or makeup dirt and washed by using water For those who can rinse off freshly, the industry preferably uses liquid cleansing cosmetics containing oils and surfactants (Patent Document 1). However, when the liquid cleansing cosmetics are used when filled in a pump-type container, they are scattered when sprayed, or dripped between fingers when taken to the hand, or dripped from the discharge port of the container Liquid contamination of the container. [Prior Technical Literature] [Patent Literature]

專利文獻1:國際公開第2013/172187號Patent Literature 1: International Publication No. 2013/172187

[發明所欲解決之課題][Problems to be solved by the invention]

作為解決上述問題之方法,業界考慮添加增黏劑而將油劑適度地增黏之方法。然而,可知習知之增黏劑(例如於日本特開平8-59765號公報中所記載之聚苯乙烯-氫化聚異戊二烯嵌段共聚物)黏度變得過高,自泵方式之容器之噴出性、或塗抹於皮膚時之延展性變差。又,於日本特開2009-155592號公報中,記載有1,2,3-丙烷三羧酸三(2-甲基環己基醯胺)作為親水性或親油性化合物之凝膠化劑(增黏劑),但可知該化合物不易溶解於油劑中,而難以將其用作油劑之增黏劑。即,可知習知之公知之增黏劑(凝膠化劑)難以與油劑一併用於清潔化妝料中。As a method to solve the above problems, the industry considers adding a thickener to appropriately thicken the oil. However, it can be seen that the viscosity of conventional tackifiers (such as the polystyrene-hydrogenated polyisoprene block copolymer described in Japanese Unexamined Patent Publication No. 8-59765) becomes too high, and the self-pump type container Sprayability or spreadability when applied to the skin deteriorates. In addition, Japanese Patent Laid-Open No. 2009-155592 describes 1,2,3-propanetricarboxylic acid tris(2-methylcyclohexylamide) as a gelling agent for hydrophilic or lipophilic compounds (increasing Viscosity), but it is known that the compound is not easy to dissolve in the oil, and it is difficult to use it as a thickener for the oil. That is, it is known that conventionally known thickeners (gelling agents) are difficult to use together with oils in cleaning cosmetics.

因此,本發明之目的在於提供一種清潔化妝料,其係藉由向油劑中添加增黏劑使用,而油性污垢之洗淨力優異,且可利用水沖洗,且於取至手上時不易滴落,延展性優異,尤其於填充至泵方式之容器中時之噴出性優異。 [解決課題之技術手段]Therefore, the object of the present invention is to provide a cleansing cosmetics, which is used by adding a thickener to an oil, and the oily dirt has excellent cleaning power, and can be rinsed with water, and is not easy when taken to the hand It is dripping and has excellent ductility, especially when it is filled into a pump-type container. [Technical means to solve the problem]

本發明者等人為了解決上述課題而進行了努力研究,結果發現:具有特定之結構之化合物可將油劑增黏至任意黏度,並穩定地維持該黏度;包含藉由該化合物適度地增黏之油劑與界面活性劑之清潔化妝料之油性污垢之洗淨力優異,可利用水沖洗,於填充至泵方式之容器中時,噴出性優異,且於取至手上時不易滴落,又,不易自容器之噴出口滴液,於塗抹於皮膚時,延展性優異。本發明係基於該等見解而完成者。The present inventors have made intensive studies in order to solve the above-mentioned problems, and found that: a compound with a specific structure can thicken the oil to an arbitrary viscosity, and stably maintain the viscosity; including moderate viscosity increase by the compound The cleaning agent of the oil and the surfactant is excellent in the cleaning power of the oily dirt. It can be rinsed with water. When it is filled in a pump-type container, it has excellent sprayability and is not easy to drip when taken to the hand. In addition, it is not easy to drip from the outlet of the container, and when applied to the skin, it has excellent ductility. The present invention has been completed based on these findings.

即,本發明提供一種清潔化妝料,其係包含增黏劑(A)、油劑(B)及界面活性劑(C)者,並且相對於增黏劑(A)與油劑(B)之含量之和而包含0.5~30.0重量%之下述式(1)所表示之化合物作為增黏劑(A),且相對於增黏劑(A)與油劑(B)之含量之和而包含70.0~99.5重量%之油劑(B);

Figure 02_image003
(式中,R1 表示碳數10~25之一價直鏈狀脂肪族烴基,R2 、R3 相同或不同,表示碳數2、4、6或8之二價脂肪族烴基、碳數6之二價脂環式烴基、或二價芳香族烴基,R4 表示碳數1~8之二價脂肪族烴基,R5 、R6 相同或不同,表示碳數1~3之一價脂肪族烴基、或羥基烷基醚基。L1 ~L3 表示醯胺鍵,於L1 與L3 為-CONH-之情形時,L2 為-NHCO-,於L1 與L3 為-NHCO-之情形時,L2 為-CONH-)。That is, the present invention provides a cleansing cosmetics, which includes a thickener (A), an oil agent (B) and a surfactant (C), and relative to the thickener (A) and the oil agent (B) The sum of the contents contains 0.5 to 30.0% by weight of the compound represented by the following formula (1) as the thickener (A), and is contained relative to the sum of the contents of the thickener (A) and the oil agent (B) 70.0~99.5wt% oil agent (B);
Figure 02_image003
(In the formula, R 1 represents a monovalent linear aliphatic hydrocarbon group with a carbon number of 10 to 25, R 2 and R 3 are the same or different, and represent a divalent aliphatic hydrocarbon group with a carbon number of 2, 4, 6 or 8 and a carbon number 6 divalent alicyclic hydrocarbon group, or divalent aromatic hydrocarbon group, R 4 represents a divalent aliphatic hydrocarbon group having 1 to 8 carbon atoms, R 5 and R 6 are the same or different, and represent a monovalent fat having 1 to 3 carbon atoms Group hydrocarbon group or hydroxyalkyl ether group. L 1 to L 3 represent an amide bond, when L 1 and L 3 are -CONH-, L 2 is -NHCO-, and L 1 and L 3 are -NHCO In the case of -, L 2 is -CONH-).

本發明之清潔化妝料較佳為油劑(B)為極性油或非極性油。In the cleansing cosmetics of the present invention, the oil (B) is preferably polar oil or non-polar oil.

本發明之清潔化妝料較佳為增黏劑(A)與油劑(B)之含量之和相對於清潔化妝料總量而為10.0重量%以上。The cleansing cosmetic of the present invention is preferably the sum of the contents of the thickener (A) and the oil (B) relative to the total amount of the cleansing cosmetics being 10.0% by weight or more.

本發明之清潔化妝料較佳為於溫度25℃、剪切速率10 s-1 時之黏度為300~3000 mPa・s。 [發明之效果]The cleansing cosmetics of the present invention preferably have a viscosity of 300 to 3000 mPa·s at a temperature of 25°C and a shear rate of 10 s -1 . [Effect of invention]

本發明之清潔化妝料藉由上述式(1)所表示之化合物而增黏,具有適度之黏性,且含有經時穩定地保持該黏性之油劑與界面活性劑,故而油性污垢之洗淨力優異,容易與皮膚之污垢或彩妝污垢等融合,且藉由利用水清洗而可清爽地沖洗。進而,本發明之清潔化妝料具有適度之黏度,故而於取至手上時不易自手指之間滴落,且延展性優異。又,本發明之清潔化妝料尤其於填充至泵方式之容器中時之噴出性優異,不易自容器之噴出口滴液。因此,本發明之清潔化妝料最適於填充至泵方式之容器中而使用之皮膚之油性污垢之清潔用途。The cleansing cosmetics of the present invention are thickened by the compound represented by the above formula (1), have moderate viscosity, and contain an oil agent and a surfactant that maintain the viscosity stably over time, so the washing of oily dirt Excellent cleansing power, easy to merge with skin dirt or makeup dirt, etc., and can be refreshed by washing with water. Furthermore, the cleansing cosmetics of the present invention have a moderate viscosity, so it is not easy to drip from between fingers when taken to the hand, and has excellent ductility. In addition, the cleansing cosmetics of the present invention are particularly excellent in ejectability when filled in a pump-type container, and are not easy to drip from the ejection port of the container. Therefore, the cleansing cosmetics of the present invention are most suitable for the cleansing of oily dirt on the skin used when filled in a pump-type container.

<清潔化妝料> 本發明之清潔化妝料包含增黏劑(A)、油劑(B)及界面活性劑(C)。於本發明之清潔化妝料中,除增黏劑(A)、油劑(B)、及界面活性劑(C)以外,亦可含有下述其他成分。於本發明之清潔化妝料中,存在將增黏劑(A)與油劑(B)之混合物稱為「油組合物」之情形。該油組合物為增黏劑(A)與油劑(B)之混合物,尤其係指油劑經增黏劑增黏而穩定化(凝膠化)之形態。於本發明之清潔化妝料中,油組合物之組合只要為增黏劑(A)與油劑(B)相溶之組合即可,其組合並無特別限制。<Cleaning cosmetics> The cleansing cosmetics of the present invention include a thickener (A), an oil agent (B), and a surfactant (C). The cleansing cosmetics of the present invention may contain the following other components in addition to the thickener (A), oil (B), and surfactant (C). In the cleansing cosmetics of the present invention, there is a case where the mixture of the thickener (A) and the oil agent (B) is called "oil composition". The oil composition is a mixture of a thickener (A) and an oil agent (B), and particularly refers to a form in which the oil agent is stabilized (gelled) by being thickened by the thickener. In the cleansing cosmetics of the present invention, the combination of the oil composition may be a combination in which the thickener (A) and the oil agent (B) are compatible, and the combination is not particularly limited.

[增黏劑(A)] 本發明之清潔化妝料中之增黏劑(A)包含下述式(1)所表示之化合物(以下,存在稱為「化合物(1)」之情形)。尤其於本發明之清潔化妝料中,相對於增黏劑(A)與油劑(B)之含量之和(例如油組合物總量),包含0.5~30.0重量%之化合物(1)。再者,所謂本發明之清潔化妝料中之「增黏劑」,為不僅包含賦予黏性之增黏劑,而且包含凝膠化之凝膠化劑、及使組合物之成分均勻地穩定化之穩定劑之概念。

Figure 02_image005
(式中,R1 表示碳數10~25之一價直鏈狀脂肪族烴基,R2 、R3 相同或不同,表示碳數2、4、6或8之二價脂肪族烴基、碳數6之二價脂環式烴基、或二價芳香族烴基,R4 表示碳數1~8之二價脂肪族烴基,R5 、R6 相同或不同,表示碳數1~3之一價脂肪族烴基、或羥基烷基醚基。L1 ~L3 表示醯胺鍵,於L1 與L3 為-CONH-之情形時,L2 為-NHCO-,於L1 與L3 為-NHCO-之情形時,L2 為-CONH-)[Thickener (A)] The thickener (A) in the cleansing cosmetics of the present invention includes a compound represented by the following formula (1) (hereinafter, there may be a case called "compound (1)"). In particular, the cleansing cosmetics of the present invention contain 0.5 to 30.0% by weight of the compound (1) relative to the sum of the content of the thickener (A) and the oil agent (B) (for example, the total amount of the oil composition). Furthermore, the "viscosity enhancer" in the cleansing cosmetics of the present invention includes not only a viscosity-improving viscosity enhancer, but also a gelling gelatinizer, and to stabilize the components of the composition uniformly The concept of stabilizer.
Figure 02_image005
(In the formula, R 1 represents a monovalent linear aliphatic hydrocarbon group with a carbon number of 10 to 25, R 2 and R 3 are the same or different, and represent a divalent aliphatic hydrocarbon group with a carbon number of 2, 4, 6 or 8 and a carbon number 6 divalent alicyclic hydrocarbon group, or divalent aromatic hydrocarbon group, R 4 represents a divalent aliphatic hydrocarbon group having 1 to 8 carbon atoms, R 5 and R 6 are the same or different, and represent a monovalent fat having 1 to 3 carbon atoms Group hydrocarbon group or hydroxyalkyl ether group. L 1 to L 3 represent an amide bond, when L 1 and L 3 are -CONH-, L 2 is -NHCO-, and L 1 and L 3 are -NHCO -In the case of, L 2 is -CONH-)

作為R1 之碳數10~25之一價直鏈狀脂肪族烴基,例如可列舉:癸基、月桂基、肉豆蔻基、十五烷基、硬脂基、棕櫚基、十九烷基、二十烷基、二十二烷基等直鏈狀烷基;癸烯基、十五碳烯基、油烯基、二十碳烯基等直鏈狀烯基;十五炔基、十八炔基、十九炔基等直鏈狀炔基。Examples of the monovalent straight-chain aliphatic hydrocarbon group having 10 to 25 carbon atoms for R 1 include decyl, lauryl, myristyl, pentadecyl, stearyl, palmityl, nonadecyl, Linear alkyl groups such as eicosanyl, behenyl, etc.; linear alkenyl groups such as decenyl, pentadecenyl, oleyl, eicosanyl; pentadecynyl, 18 Straight-chain alkynyl groups such as alkynyl and nonapynyl.

作為R1 ,其中,就流動性有機物質(例如本發明中之油劑(B))之增黏效果優異之方面而言,較佳為碳數14~25之一價直鏈狀脂肪族烴基(特佳為碳數14~25之烷基),尤佳為碳數18~21之一價直鏈狀脂肪族烴基(特佳為碳數18~21之烷基)。R 1 is preferably a monovalent linear aliphatic hydrocarbon group having a carbon number of 14 to 25 in terms of excellent viscosity-increasing effect of a fluid organic substance (for example, the oil agent (B) in the present invention). (Especially preferred is an alkyl group having 14 to 25 carbon atoms), and particularly preferred is a monovalent straight-chain aliphatic hydrocarbon group having 18 to 21 carbon atoms (especially an alkyl group having 18 to 21 carbon atoms).

作為R2 、R3 中之碳數2、4、6或8之二價脂肪族烴基,例如可列舉:伸乙基、伸正丁基、伸正己基、伸正辛基。Examples of the divalent aliphatic hydrocarbon group having 2 , 4, 6, or 8 carbon atoms in R 2 and R 3 include ethylidene, n-butylene, n-hexyl, and n-octyl.

作為R2 、R3 中之碳數6之二價脂環式烴基,例如可列舉:1,4-伸環己基、1,3-伸環己基、1,2-伸環己基。Examples of the divalent alicyclic hydrocarbon group having 6 carbon atoms in R 2 and R 3 include 1,4-cyclohexyl, 1,3-cyclohexyl, and 1,2-cyclohexyl.

作為R2 、R3 中之二價芳香族烴基,例如可列舉:1,4-伸苯基、1,3-伸苯基、1,2-伸苯基等碳數6~10之伸芳基。Examples of the divalent aromatic hydrocarbon group in R 2 and R 3 include 6 to 10 carbon atoms such as 1,4-phenylene, 1,3-phenylene, and 1,2-phenylene. base.

作為R2 、R3 ,其中,就流動性有機物質之增黏效果優異之方面而言,較佳為碳數2、4、6之二價脂肪族烴基(特佳為直鏈狀伸烷基),尤佳為碳數2、4之二價脂肪族烴基(特佳為直鏈狀伸烷基),最佳為碳數2之二價脂肪族烴基(特佳為直鏈狀伸烷基)。As R 2 and R 3 , among them, in terms of excellent viscosity-increasing effect of a fluid organic substance, a divalent aliphatic hydrocarbon group having a carbon number of 2, 4, 6 (preferably a linear alkylene group ), particularly preferably a divalent aliphatic hydrocarbon group having a carbon number of 2 or 4 (particularly a linear straight alkylene group), and most preferably a divalent aliphatic hydrocarbon group having a carbon number of 2 (a particularly preferred linear straight alkylene group) ).

R4 表示碳數1~8之二價脂肪族烴基,其中,就流動性有機物質之增黏效果優異之方面而言,較佳為直鏈狀或支鏈狀伸烷基,尤佳為直鏈狀伸烷基。R 4 represents a divalent aliphatic hydrocarbon group having 1 to 8 carbon atoms. Among them, in terms of excellent viscosity-increasing effect of a fluid organic substance, a linear or branched alkylene group is preferred, and a straight chain is particularly preferred. Chain extended alkyl.

又,R4 表示碳數1~8之二價脂肪族烴基,其中,就流動性有機物質之增黏效果優異之方面而言,更佳為碳數1~7之二價脂肪族烴基,尤佳為碳數3~7之二價脂肪族烴基,最佳為碳數3~6之二價脂肪族烴基,特佳為碳數3~5之二價脂肪族烴基。In addition, R 4 represents a divalent aliphatic hydrocarbon group having 1 to 8 carbon atoms. Among them, in terms of excellent viscosity-increasing effect of a fluid organic substance, a divalent aliphatic hydrocarbon group having 1 to 7 carbon atoms is more preferred. The preferred is a divalent aliphatic hydrocarbon group having 3 to 7 carbon atoms, the most preferred is a divalent aliphatic hydrocarbon group having 3 to 6 carbon atoms, and the most preferred is a divalent aliphatic hydrocarbon group having 3 to 5 carbon atoms.

因此,作為R4 ,較佳為碳數1~8之直鏈狀或支鏈狀伸烷基,更佳為碳數1~7之直鏈狀伸烷基,尤佳為碳數3~7之直鏈狀伸烷基,最佳為碳數3~6之直鏈狀伸烷基,特佳為碳數3~5之直鏈狀伸烷基。Therefore, R 4 is preferably a linear or branched alkylene group having 1 to 8 carbon atoms, more preferably a linear alkylene group having 1 to 7 carbon atoms, and particularly preferably 3 to 7 carbon atoms. The straight chain alkylene group is preferably a straight chain alkylene group having 3 to 6 carbon atoms, and particularly preferably a straight chain alkylene group having 3 to 5 carbon atoms.

作為R5 、R6 中之碳數1~3之一價脂肪族烴基,例如可列舉:甲基、乙基、丙基、異丙基等碳數1~3之直鏈狀或支鏈狀烷基;乙烯基、1-甲基乙烯基、2-丙烯基等碳數2~3之直鏈狀或支鏈狀烯基;乙炔基、丙炔基等碳數2~3之直鏈狀或支鏈狀炔基等。Examples of the monovalent aliphatic hydrocarbon groups having 1 to 3 carbon atoms in R 5 and R 6 include linear, branched or linear carbon atoms having 1 to 3 carbon atoms such as methyl, ethyl, propyl, and isopropyl groups. Alkyl groups; straight-chain or branched alkenyl groups with 2 to 3 carbons such as vinyl, 1-methylvinyl, and 2-propenyl; straight-chain 2 to 3 carbons such as ethynyl and propynyl Or branched chain alkynyl and so on.

作為R5 、R6 中之羥基烷基醚基,例如可列舉:2-羥基乙氧基、2-羥基丙氧基、2,3-二羥基丙氧基等單或二羥基C1-3 烷基醚基。Examples of the hydroxyalkyl ether group in R 5 and R 6 include mono- or dihydroxy C 1-3 such as 2-hydroxyethoxy, 2-hydroxypropoxy, and 2,3-dihydroxypropoxy. Alkyl ether group.

作為R5 、R6 ,其中,相同或不同地較佳為碳數1~3之一價脂肪族烴基,更佳為碳數1~3之直鏈狀或支鏈狀烷基,尤佳為碳數1~3之直鏈狀烷基,特佳為甲基。As R 5 and R 6 , among them, the same or different is preferably a monovalent aliphatic hydrocarbon group having 1 to 3 carbon atoms, more preferably a linear or branched alkyl group having 1 to 3 carbon atoms, particularly preferably The linear alkyl group having 1 to 3 carbon atoms is particularly preferably a methyl group.

作為化合物(1),其中,就流動性有機物質之溶解性優異之方面而言,較佳為下述式(1-1)~(1-9)所表示之化合物。又,化合物(1)就於流動性有機物質中可增黏穩定化之方面而言亦較佳。又,於上述流動性有機物質為透明之情形時,可維持其透明性。

Figure 02_image007
As the compound (1), among them, the compounds represented by the following formulas (1-1) to (1-9) are preferable in terms of excellent solubility of a fluid organic substance. In addition, the compound (1) is also preferable in that it can be thickened and stabilized in a fluid organic substance. In addition, when the fluid organic substance is transparent, the transparency can be maintained.
Figure 02_image007

下述式(2)所表示之化合物(以下,存在稱為「化合物(2)」之情形)作為上述式(1)所表示之化合物之前驅物而有用。化合物(1)例如可藉由將化合物(2)氧化而製造。

Figure 02_image009
The compound represented by the following formula (2) (hereinafter, referred to as "compound (2)") is useful as a precursor of the compound represented by the above formula (1). The compound (1) can be produced, for example, by oxidizing the compound (2).
Figure 02_image009

上述式(2)中之R1 ~R6 、L1 ~L3 係與上述式(1)所表示之化合物中者相同。R 1 to R 6 and L 1 to L 3 in the above formula (2) are the same as the compounds represented by the above formula (1).

作為化合物(2),其中,較佳為下述式(2-1)~(2-9)所表示之化合物。

Figure 02_image011
As the compound (2), among them, compounds represented by the following formulas (2-1) to (2-9) are preferred.
Figure 02_image011

上述化合物(2)可藉由使下述式(3)所表示之化合物(以下,存在稱為「化合物(3)」之情形)與下述式(4)所表示之化合物(以下,存在稱為「化合物(4)」之情形)進行反應,或使下述式(3')所表示之化合物(以下,存在稱為「化合物(3')」之情形)與下述式(4')所表示之化合物(以下,存在稱為「化合物(4')」之情形)進行反應而製造。再者,下述式中之R1 ~R6 、L1 ~L3 係與上述式(1)所表示之化合物中者相同。R7 表示氫原子或碳數1~3之烷基。於式(3)中,OR7 可與構成L2 之氫原子進行脫水縮合或脫醇縮合而形成環。

Figure 02_image013
The above compound (2) can be obtained by using a compound represented by the following formula (3) (hereinafter, referred to as "compound (3)") and a compound represented by the following formula (4) (hereinafter, referred to as In the case of "compound (4)"), or a compound represented by the following formula (3') (hereinafter, a case called "compound (3')") and the following formula (4') The compound represented (hereinafter, referred to as "compound (4')") is reacted and produced. Further, the following formulas R 1 ~ R 6, L 1 ~ L 3 are the same as those based compound (1) represented by the above formula. R 7 represents a hydrogen atom or a C 1-3 alkyl group. In formula (3), OR 7 can undergo dehydration condensation or dealcoholization condensation with hydrogen atoms constituting L 2 to form a ring.
Figure 02_image013

作為上述式(3)、(4')中之R7 中之碳數1~3之烷基,例如可列舉:甲基、乙基、丙基、異丙基。Examples of the alkyl groups having 1 to 3 carbon atoms in R 7 in the above formulas (3) and (4′) include methyl, ethyl, propyl, and isopropyl.

作為OR7 與構成L2 之氫原子進行脫水縮合或脫醇縮合而形成之環,例如可列舉吡咯啶-2,5-二酮環、哌啶-2,6-二酮環。Examples of the ring formed by dehydration condensation or dealcoholization condensation of OR 7 and a hydrogen atom constituting L 2 include a pyrrolidine-2,5-dione ring and a piperidine-2,6-dione ring.

關於化合物(4)之使用量,只要相對於化合物(3)1 mol而為1 mol以上即可,亦可過量地使用。The amount of the compound (4) used may be 1 mol or more relative to 1 mol of the compound (3), and may be used in excess.

關於化合物(4')之使用量,只要相對於化合物(3')1 mol而為1 mol以上即可,亦可過量地使用。The amount of the compound (4') used may be 1 mol or more relative to 1 mol of the compound (3'), and may be used in excess.

化合物(3)與化合物(4)、或化合物(3')與化合物(4')之反應例如可藉由在100~120℃之溫度攪拌10~20小時而進行。The reaction of the compound (3) and the compound (4), or the compound (3') and the compound (4') can be performed by, for example, stirring at a temperature of 100 to 120°C for 10 to 20 hours.

作為反應環境,只要不妨礙反應,則並無特別限定,例如可為空氣環境、氮氣環境、氬氣環境等中之任一種。又,反應亦可藉由分批式、半分批式、連續式等中之任一種方法進行。The reaction environment is not particularly limited as long as it does not hinder the reaction. For example, it may be any of an air environment, a nitrogen environment, and an argon environment. In addition, the reaction can also be carried out by any of batch method, semi-batch method, continuous method and the like.

反應結束後,所獲得之反應產物例如可藉由過濾、濃縮、蒸餾、萃取、晶析、吸附、再結晶、管柱層析等分離方法或將該等組合之分離方法進行分離精製。After the reaction is completed, the obtained reaction product can be separated and purified by a separation method such as filtration, concentration, distillation, extraction, crystallization, adsorption, recrystallization, column chromatography, or a combination of these separation methods.

化合物(1)可藉由利用上述方法獲得化合物(2),並將所獲得之化合物(2)氧化而製造。The compound (1) can be produced by obtaining the compound (2) by the above method, and oxidizing the obtained compound (2).

作為為了獲得化合物(1)而將化合物(2)氧化時所使用之氧化劑,例如可使用過氧化氫。作為過氧化氫,可使用純粹之過氧化氫,就處理性之方面而言,通常,係以稀釋於適當之溶劑(例如水)之形態(例如5~70重量%雙氧水)使用。關於過氧化氫之使用量,相對於化合物(2)1莫耳,例如為0.1~10莫耳左右。As the oxidizing agent used when the compound (2) is oxidized in order to obtain the compound (1), for example, hydrogen peroxide can be used. As hydrogen peroxide, pure hydrogen peroxide can be used, and in terms of handleability, it is generally used in a form diluted with an appropriate solvent (for example, water) (for example, 5 to 70% by weight of hydrogen peroxide). The amount of hydrogen peroxide used is about 0.1 to 10 moles relative to 1 mole of compound (2).

氧化反應例如可藉由在30~70℃之溫度攪拌10~20小時而進行。The oxidation reaction can be performed, for example, by stirring at a temperature of 30 to 70°C for 10 to 20 hours.

上述氧化反應係於溶劑之存在下或無溶劑下進行。於在溶劑之存在下進行反應之情形時,作為溶劑,例如可列舉:甲醇、乙醇、2-丙醇、丁醇等醇系溶劑;二乙醚、二異丙醚、二丁醚、四氫呋喃、二

Figure 108110835-A0304-12-01
烷、二氧戊環 (dioxolane)、1,2-二甲氧基乙烷、環戊基甲醚等醚系溶劑;乙酸丁酯、乙酸乙酯等酯系溶劑;戊烷、己烷、庚烷、辛烷等烴系溶劑;乙腈、苯甲腈等腈系溶劑等。該等溶劑可單獨使用一種,或組合兩種以上而使用。The above oxidation reaction is carried out in the presence or absence of a solvent. When the reaction is carried out in the presence of a solvent, examples of the solvent include alcohol solvents such as methanol, ethanol, 2-propanol, and butanol; diethyl ether, diisopropyl ether, dibutyl ether, tetrahydrofuran, and di
Figure 108110835-A0304-12-01
Ether solvents such as alkane, dioxolane, 1,2-dimethoxyethane and cyclopentyl methyl ether; ester solvents such as butyl acetate and ethyl acetate; pentane, hexane and heptane Hydrocarbon solvents such as alkane and octane; nitrile solvents such as acetonitrile and benzonitrile. These solvents may be used alone or in combination of two or more.

反應結束後,所獲得之反應產物例如可藉由過濾、濃縮、蒸餾、萃取、晶析、吸附、再結晶、管柱層析等分離方法或將該等組合之分離方法進行分離精製。After the reaction is completed, the obtained reaction product can be separated and purified by a separation method such as filtration, concentration, distillation, extraction, crystallization, adsorption, recrystallization, column chromatography, or a combination of these separation methods.

作為成為上述反應之原料之化合物(3),例如下述式(3-1)所表示之化合物例如可藉由下述方法製造。再者,下述式中之R1 、R2 、R3 、及R7 係與上述式(1)、(3)及(4')所表示之化合物中者相同。又,式(3a)中之R7 與式(3d)中之R7 可相同亦可不同。進而,關於式(3d)所表示之化合物,該式中之2個COOR7 可進行脫水縮合而形成酸酐。

Figure 02_image015
As the compound (3) which becomes the raw material of the above reaction, for example, a compound represented by the following formula (3-1) can be produced by, for example, the following method. In addition, R 1 , R 2 , R 3 , and R 7 in the following formulas are the same as the compounds represented by the above formulas (1), (3), and (4′). Further, in the middle of the formula (3a) R 7 in the formula (3d) R 7 may be the same or different. Furthermore, regarding the compound represented by the formula (3d), two COOR 7 in the formula can undergo dehydration condensation to form an acid anhydride.
Figure 02_image015

又,成為上述反應之原料之化合物(3')例如可藉由下述方法製造。再者,下述式中之R1 、R2 、R3 、及R7 係與上述式(1)所表示之化合物中者相同。又,關於式(3b')所表示之化合物,該式中之2個COOR7 可進行脫水縮合而形成酸酐。

Figure 02_image017
Moreover, the compound (3') which becomes the raw material of the said reaction can be manufactured by the following method, for example. In addition, R 1 , R 2 , R 3 , and R 7 in the following formula are the same as those in the compound represented by the above formula (1). In addition, regarding the compound represented by the formula (3b'), two COOR 7 in the formula can undergo dehydration condensation to form an acid anhydride.
Figure 02_image017

[1]之步驟係使式(3a)所表示之化合物與式(3b)所表示之化合物反應,而獲得式(3c)所表示之化合物之步驟。關於式(3b)所表示之化合物之使用量,只要相對於式(3a)所表示之化合物1 mol而為1 mol以上即可,亦可過量地使用。該反應之反應溫度例如為80~150℃,反應時間例如為1~24小時左右。The step of [1] is a step of reacting the compound represented by formula (3a) with the compound represented by formula (3b) to obtain the compound represented by formula (3c). The amount of the compound represented by the formula (3b) may be 1 mol or more with respect to 1 mol of the compound represented by the formula (3a), and may be used in excess. The reaction temperature of this reaction is, for example, 80 to 150°C, and the reaction time is, for example, about 1 to 24 hours.

[2]之步驟係使式(3c)所表示之化合物與式(3d)所表示之化合物反應,而獲得式(3-1)所表示之化合物之步驟。關於式(3d)所表示之化合物之使用量,只要相對於式(3c)所表示之化合物1 mol而為1 mol以上即可,例如為1~3 mol。該反應之反應溫度例如為80~150℃,反應時間例如為0.5~10小時左右。若進行該反應,則生成水。因此,於促進反應之進行之方面而言,較佳為一面使用脫水劑(例如乙酸酐)而去除水,一面進行反應。The step of [2] is a step of reacting the compound represented by formula (3c) with the compound represented by formula (3d) to obtain the compound represented by formula (3-1). The amount of the compound represented by formula (3d) may be 1 mol or more relative to 1 mol of the compound represented by formula (3c), for example, 1 to 3 mol. The reaction temperature of this reaction is, for example, 80 to 150°C, and the reaction time is, for example, about 0.5 to 10 hours. When this reaction proceeds, water is produced. Therefore, in terms of promoting the progress of the reaction, it is preferable to perform the reaction while removing water using a dehydrating agent (for example, acetic anhydride).

[2]之反應較佳為於溶劑之存在下進行反應。作為溶劑,例如可列舉:五氟苯酚、N,N-二甲基甲醯胺、二甲基乙醯胺、鄰二氯苯等。該等溶劑可單獨使用一種,亦可組合兩種以上而使用。The reaction of [2] is preferably carried out in the presence of a solvent. Examples of the solvent include pentafluorophenol, N,N-dimethylformamide, dimethylacetamide, and o-dichlorobenzene. These solvents may be used alone or in combination of two or more.

又,[2]之反應視需要可於三乙胺、吡啶、4-二甲胺基吡啶等鹼之存在下進行。In addition, the reaction of [2] may be carried out in the presence of a base such as triethylamine, pyridine, 4-dimethylaminopyridine, etc., if necessary.

[3]之步驟係使式(3a')所表示之化合物與式(3b')所表示之化合物反應,而獲得式(3c')所表示之化合物之步驟。[3]之反應可於依據上述[2]之反應之條件進行。The step of [3] is a step of reacting the compound represented by the formula (3a') with the compound represented by the formula (3b') to obtain the compound represented by the formula (3c'). The reaction of [3] can be carried out under the conditions of the reaction of [2] above.

[4]之步驟係使式(3c')所表示之化合物與式(3d')所表示之化合物反應,而獲得式(3'-1)所表示之化合物之步驟。[4]之反應可於依據上述[1]之反應之條件進行。The step of [4] is a step of reacting the compound represented by formula (3c') with the compound represented by formula (3d') to obtain the compound represented by formula (3'-1). The reaction of [4] can be carried out under the conditions of the reaction of [1] above.

各步驟之反應結束後,所獲得之反應產物例如可藉由過濾、濃縮、蒸餾、萃取、晶析、吸附、再結晶、管柱層析等分離方法或將該等組合之分離方法進行分離精製。After the reaction of each step is completed, the obtained reaction product can be separated and purified by, for example, separation methods such as filtration, concentration, distillation, extraction, crystallization, adsorption, recrystallization, column chromatography, or a combination of these methods .

[油劑(B)] 本發明之清潔化妝料中之油劑(B)較佳為使用於常溫(23℃)為液狀或膏狀之油,但即便為固體狀之油,只要為可製備液狀之清潔化妝料之範圍內則亦可使用。於本發明之清潔化妝料中,相對於增黏劑(A)與油劑(B)之含量之和(例如油組合物總量),包含70.0~99.5重量%之油劑(B)。作為油劑(B),視清潔化妝料之用途或目的,例如可使用下述所列舉之油(化合物)。作為油劑(B),可單獨使用一種,或組合兩種以上而使用。再者,於油劑(B)中不包括增黏劑(A)。[Oil (B)] The oil agent (B) in the cleansing cosmetics of the present invention is preferably used at room temperature (23°C) as a liquid or paste-like oil, but even if it is a solid oil, as long as it can prepare a liquid cleansing cosmetic It can also be used within the scope. In the cleansing cosmetics of the present invention, with respect to the sum of the contents of the thickener (A) and the oil agent (B) (for example, the total amount of the oil composition), the oil agent (B) is contained in an amount of 70.0 to 99.5% by weight. As the oil agent (B), depending on the purpose or purpose of cleaning cosmetics, for example, the oils (compounds) listed below can be used. As the oil agent (B), one kind may be used alone, or two or more kinds may be used in combination. Furthermore, the thickener (A) is not included in the oil agent (B).

作為上述油劑(B),例如可列舉極性油及非極性油。再者,於本說明書中,所謂極性油,係指不溶於水且於其分子中具有醚鍵、酯鍵、醯胺鍵等極性鍵之油劑,所謂非極性油,係指烴系之油劑、不具備具有極性之取代基等之聚矽氧油等。作為上述油劑(B),可為極性油或非極性油,亦可為選自由極性油及非極性油所組成之群中之1種以上。Examples of the oil agent (B) include polar oils and non-polar oils. In addition, in this specification, the term “polar oil” refers to an oil agent that is insoluble in water and has polar bonds such as ether bonds, ester bonds, and amide bonds in its molecule. The term “non-polar oil” refers to a hydrocarbon-based oil. Agents, polysiloxane oils without polar substituents, etc. The above-mentioned oil agent (B) may be polar oil or non-polar oil, or may be one or more kinds selected from the group consisting of polar oil and non-polar oil.

作為上述極性油,例如可列舉:葵花籽油、澳洲胡桃油、鱷梨油、杏仁油、小麥胚芽油、米胚芽油、橄欖油、荷荷芭油、月見草油、椰子油、山茶花油、玫瑰果油等天然油;異壬酸2-乙基己酯、月桂酸己酯、異壬酸異壬酯、棕櫚酸異丙酯、肉豆蔻酸異丙酯、油酸癸酯、辛酸鯨蠟酯、異壬酸異癸酯、棕櫚酸辛酯、異棕櫚酸辛酯、辛酸異鯨蠟酯、異硬脂酸異丙酯、異硬脂酸乙酯、2-乙基己酸硬脂酯、2-乙基己酸異硬脂酯、三(辛基/癸酸)甘油酯、三-2-乙基己酸甘油酯等酯類(酯油);月桂酸、異硬脂酸、油酸等高級脂肪酸;十六烷醇、油醇等高級醇等。Examples of the polar oils include sunflower oil, Australian walnut oil, avocado oil, almond oil, wheat germ oil, rice germ oil, olive oil, jojoba oil, evening primrose oil, coconut oil, camellia oil, and rose Natural oils such as fruit oil; 2-ethylhexyl isononanoate, hexyl laurate, isononyl isononanoate, isopropyl palmitate, isopropyl myristate, decyl oleate, cetyl caprylate , Isodecyl isononanoate, octyl palmitate, octyl isopalmitate, isocetyl octanoate, isopropyl isostearate, ethyl isostearate, stearyl 2-ethylhexanoate, 2- Esters (ester oil) such as isostearyl ethylhexanoate, triglyceride (octyl/decanoic acid), triglyceride tri-2-ethylhexanoate; higher grades such as lauric acid, isostearic acid and oleic acid Fatty acids; higher alcohols such as cetyl alcohol and oleyl alcohol.

作為上述非極性油,例如可列舉:(液態)石蠟、角鯊烷等烴;甲基聚矽氧烷、甲基苯基聚矽氧烷、十甲基環五矽氧烷等聚矽氧油等。Examples of the non-polar oil include hydrocarbons such as (liquid) paraffin and squalane; polysiloxane oils such as methyl polysiloxane, methyl phenyl polysiloxane, and decamethylcyclopentasiloxane. Wait.

作為上述成分(B),較佳為包含極性油,其中更佳為包含上述酯類。作為上述酯類,尤其是就與成分(A)之相溶性優異,並且利用水之沖洗容易性更優異之方面而言,較佳為使用辛酸鯨蠟酯。酯類(尤其是辛酸鯨蠟酯)於上述油劑(B)中所占之含量例如為30重量%以上(較佳為50重量%以上,尤佳為70重量%以上)。As said component (B), it is preferable to contain a polar oil, and it is more preferable to contain the said ester. As the above-mentioned esters, in particular, in terms of excellent compatibility with the component (A) and more excellent ease of rinsing with water, it is preferable to use cetyl octoate. The content of esters (especially cetyl caprylate) in the above-mentioned oil agent (B) is, for example, 30% by weight or more (preferably 50% by weight or more, particularly preferably 70% by weight or more).

[界面活性劑(C)] 本發明之清潔化妝料中之界面活性劑(C)只要為可發揮出清潔性能之成分,則並無特別限制。作為界面活性劑(C),可列舉:陽離子性界面活性劑、陰離子性界面活性劑、兩性界面活性劑、及非離子性界面活性劑。於本發明之清潔化妝料中,其中,就安全性之方面而言,較佳為使用非離子性界面活性劑。作為界面活性劑(C),可單獨使用一種或組合兩種以上而使用。[Surfactant (C)] The surfactant (C) in the cleansing cosmetics of the present invention is not particularly limited as long as it can exhibit cleaning performance. Examples of the surfactant (C) include cationic surfactants, anionic surfactants, amphoteric surfactants, and nonionic surfactants. In the cleansing cosmetics of the present invention, in terms of safety, it is preferable to use a nonionic surfactant. As the surfactant (C), one type may be used alone or two or more types may be used in combination.

作為陽離子性界面活性劑,例如可列舉:四級銨鹽、烷基胺鹽、具有吡啶環之化合物。作為四級銨鹽,例如可列舉:氯化四甲基銨、氫氧化四甲基銨、氯化四丁基銨、氯化十二烷基二甲基苄基銨、氯化烷基三甲基銨、氯化辛基三甲基銨、氯化癸基三甲基銨、氯化十二烷基三甲基銨、氯化十四烷基三甲基銨、氯化鯨蠟基三甲基銨、氯化硬脂基三甲基銨、溴化烷基三甲基銨、溴化十六烷基三甲基銨、氯化苄基三甲基銨、氯化苄基三乙基銨。作為烷基胺鹽,例如可列舉:單甲基胺鹽酸鹽、二甲基胺鹽酸鹽、三甲基胺鹽酸鹽。作為具有吡啶環之化合物,例如可列舉:氯化丁基吡啶鎓、氯化十二烷基吡啶鎓、氯化鯨蠟基吡啶鎓。Examples of cationic surfactants include quaternary ammonium salts, alkylamine salts, and compounds having a pyridine ring. Examples of the quaternary ammonium salt include tetramethylammonium chloride, tetramethylammonium hydroxide, tetrabutylammonium chloride, dodecyl dimethyl benzyl ammonium chloride, and alkyl trimethyl chloride. Ammonium chloride, octyltrimethylammonium chloride, decyltrimethylammonium chloride, dodecyltrimethylammonium chloride, tetradecyltrimethylammonium chloride, cetyltrimethyl chloride Ammonium chloride, stearyl trimethyl ammonium chloride, alkyl trimethyl ammonium bromide, cetyl trimethyl ammonium bromide, benzyl trimethyl ammonium chloride, benzyl triethyl ammonium chloride . Examples of the alkylamine salt include monomethylamine hydrochloride, dimethylamine hydrochloride, and trimethylamine hydrochloride. Examples of the compound having a pyridine ring include butylpyridinium chloride, dodecylpyridinium chloride, and cetylpyridinium chloride.

作為陰離子性界面活性劑,例如可列舉:羧酸鹽、磺酸鹽、硫酸酯鹽、磷酸酯鹽。作為羧酸鹽,例如可列舉:辛酸鈉、癸酸鈉、月桂酸鈉、肉豆蔻酸鈉、棕櫚酸鈉、硬脂酸鈉。作為磺酸鹽,例如可列舉:1-己磺酸鈉、1-辛磺酸鈉、1-癸磺酸鈉、1-十二烷磺酸鈉、全氟丁磺酸、直鏈烷基苯磺酸鈉、甲苯磺酸鈉、異丙苯磺酸鈉、辛基苯磺酸鈉、萘磺酸鈉、萘二磺酸二鈉、萘三磺酸三鈉、丁基萘磺酸鈉。作為硫酸酯鹽,例如可列舉:月桂基硫酸鈉 (sodium lauryl sulfate)、肉豆蔻基硫酸鈉、月桂醇聚醚硫酸鈉 (sodium laureth sulfate)、聚氧乙烯烷基酚磺酸鈉、月桂基硫酸銨。作為磷酸酯鹽,例如可列舉月桂基磷酸鈉、月桂基磷酸鉀。Examples of anionic surfactants include carboxylates, sulfonates, sulfate ester salts, and phosphate ester salts. Examples of carboxylic acid salts include sodium caprylate, sodium caprate, sodium laurate, sodium myristate, sodium palmitate, and sodium stearate. Examples of the sulfonate include sodium 1-hexanesulfonate, sodium 1-octanesulfonate, sodium 1-decanesulfonate, sodium 1-dodecanesulfonate, perfluorobutanesulfonic acid, and linear alkylbenzene Sodium sulfonate, sodium toluene sulfonate, sodium cumene sulfonate, sodium octylbenzene sulfonate, sodium naphthalene sulfonate, disodium naphthalene disulfonate, trisodium naphthalene trisulfonate, sodium butyl naphthalene sulfonate. Examples of the sulfate ester salt include sodium lauryl sulfate, sodium myristyl sulfate, sodium laureth sulfate, sodium polyoxyethylene alkylphenol sulfonate, and lauryl sulfate Ammonium. Examples of phosphate ester salts include sodium lauryl phosphate and potassium lauryl phosphate.

作為兩性界面活性劑,例如可列舉:烷基甜菜鹼鹽、脂肪醯胺丙基甜菜鹼鹽、烷基咪唑鹽、胺基酸鹽、氧化胺鹽。作為烷基甜菜鹼鹽,例如可列舉:月桂基二甲基胺基乙酸甜菜鹼、硬脂基二甲基胺基乙酸甜菜鹼、十二烷基胺基甲基二甲基磺丙基甜菜鹼、十八烷基胺基甲基二甲基磺丙基甜菜鹼。作為脂肪醯胺丙基甜菜鹼鹽,例如可列舉:椰子醯胺丙基甜菜鹼 (cocamidopropyl betamine)、椰子醯胺丙基羥基磺基甜菜鹼。作為烷基咪唑鹽,例如可列舉2-烷基-N-羧基甲基-N-羥乙基咪唑啉甜菜鹼。作為胺基酸鹽,例如可列舉:月桂醯麩胺酸鈉 (sodium lauroyl glutamate)、月桂醯麩胺酸鉀、月桂醯甲基-β-丙胺酸鈉。作為氧化胺鹽,例如可列舉月桂基二甲基胺-N-氧化物、油烯基二甲基胺-N-氧化物。Examples of amphoteric surfactants include alkyl betaine salts, fatty amide propyl betaine salts, alkyl imidazole salts, amino acid salts, and amine oxide salts. Examples of alkyl betaine salts include lauryl dimethylaminoacetic acid betaine, stearyl dimethylaminoacetic acid betaine, dodecylaminomethyl dimethyl sulfopropyl betaine 1. Octadecylaminomethyl dimethyl sulfopropyl betaine. Examples of fatty acyl propyl betaine salts include coconut amide propyl betaine (cocamidopropyl betamine) and coconut amide propyl hydroxy sulfobetaine. Examples of the alkylimidazole salt include 2-alkyl-N-carboxymethyl-N-hydroxyethylimidazoline betaine. Examples of the amino acid salt include sodium lauroyl glutamate, potassium lauryl glutamate, and sodium lauroyl glutamate. Examples of the amine oxide salt include lauryldimethylamine-N-oxide and oleyldimethylamine-N-oxide.

作為非離子性界面活性劑,例如包含酯型化合物、醚型化合物、醚-酯型化合物。Examples of nonionic surfactants include ester compounds, ether compounds, and ether-ester compounds.

作為酯型化合物,例如可列舉:二甘油單硬脂酸酯等甘油脂肪酸酯;聚氧乙烯(5)氫化蓖麻油、聚氧乙烯(7)氫化蓖麻油、聚氧乙烯(10)氫化蓖麻油、聚氧乙烯(20)氫化蓖麻油、聚氧乙烯(30)氫化蓖麻油、聚氧乙烯(40)氫化蓖麻油、聚氧乙烯(50)氫化蓖麻油、聚氧乙烯(60)氫化蓖麻油、聚氧乙烯(100)氫化蓖麻油等聚氧乙烯氫化蓖麻油;聚氧乙烯(3)甘油單異硬脂酸酯、聚氧乙烯(6)甘油單異硬脂酸酯、聚氧乙烯(8)甘油單異硬脂酸酯、聚氧乙烯(10)甘油單異硬脂酸酯、聚氧乙烯(15)甘油單異硬脂酸酯、聚氧乙烯(20)甘油單異硬脂酸酯、聚氧乙烯(30)甘油單異硬脂酸酯、聚氧乙烯(10)甘油三異硬脂酸酯、聚氧乙烯(20)甘油三異硬脂酸酯、聚氧乙烯(30)甘油三異硬脂酸酯、聚氧乙烯(40)甘油三異硬脂酸酯等聚氧乙烯甘油脂肪酸酯;山梨糖醇酐單油酸酯 (sorbitan monooleate)、山梨糖醇酐單硬脂酸酯等山梨糖醇酐脂肪酸酯;聚氧乙烯(6)山梨糖醇酐單月桂酸酯、聚氧乙烯(20)山梨糖醇酐單月桂酸酯、聚氧乙烯(20)山梨糖醇酐單硬脂酸酯、聚氧乙烯(20)山梨糖醇酐單油酸酯等聚氧乙烯山梨糖醇酐脂肪酸酯;聚氧乙烯(8)三羥甲基丙烷三肉豆蔻酸酯、聚氧乙烯(20)三羥甲基丙烷三肉豆蔻酸酯、聚氧乙烯(30)三羥甲基丙烷三肉豆蔻酸酯等聚氧乙烯三羥甲基丙烷脂肪酸酯;聚氧乙烯(30)山梨醇四油酸酯 (polyoxyethylene (30) sorbitol tetraoleate)、聚氧乙烯(40)山梨醇四油酸酯等聚氧乙烯山梨醇脂肪酸酯;聚氧乙烯(6)二異硬脂酸酯、聚氧乙烯(12)二異硬脂酸酯等聚氧乙烯脂肪酸酯。Examples of ester compounds include glycerin fatty acid esters such as diglycerol monostearate; polyoxyethylene (5) hydrogenated castor oil, polyoxyethylene (7) hydrogenated castor oil, polyoxyethylene (10) hydrogenated castor Hemp oil, polyoxyethylene (20) hydrogenated castor oil, polyoxyethylene (30) hydrogenated castor oil, polyoxyethylene (40) hydrogenated castor oil, polyoxyethylene (50) hydrogenated castor oil, polyoxyethylene (60) hydrogenated castor oil Hemp oil, polyoxyethylene (100) hydrogenated castor oil and other polyoxyethylene hydrogenated castor oil; polyoxyethylene (3) glycerol monoisostearate, polyoxyethylene (6) glycerol monoisostearate, polyoxyethylene (8) Glycerol monoisostearate, polyoxyethylene (10) glycerol monoisostearate, polyoxyethylene (15) glycerol monoisostearate, polyoxyethylene (20) glycerol monoisostearate Ester, polyoxyethylene (30) glycerol monoisostearate, polyoxyethylene (10) glycerol triisostearate, polyoxyethylene (20) glycerol triisostearate, polyoxyethylene (30 ) Polyoxyethylene glycerol fatty acid esters such as glycerol triisostearate, polyoxyethylene (40) glycerol triisostearate; sorbitan monooleate, sorbitan monooleate Sorbitan fatty acid esters such as fatty acid esters; polyoxyethylene (6) sorbitan monolaurate, polyoxyethylene (20) sorbitan monolaurate, polyoxyethylene (20) sorbose Polyoxyethylene sorbitan fatty acid esters such as alcohol monostearate and polyoxyethylene (20) sorbitan monooleate; polyoxyethylene (8) trimethylolpropane trimyristate , Polyoxyethylene (20) trimethylolpropane trimyristate, polyoxyethylene (30) trimethylolpropane trimyristate and other polyoxyethylene trimethylolpropane fatty acid esters; polyoxyethylene (30) Polyoxyethylene (30) sorbitol tetraoleate, polyoxyethylene (40) sorbitol tetraoleate and other polyoxyethylene sorbitol fatty acid esters; polyoxyethylene (6) diisostearyl Polyoxyethylene fatty acid esters such as esters and polyoxyethylene (12) diisostearate.

作為醚型化合物,例如可列舉:聚氧乙烯辛基苯醚、聚氧乙烯壬基苯醚等聚氧乙烯烷基苯醚,或聚氧乙烯烷基醚。Examples of the ether compound include polyoxyethylene alkyl phenyl ethers such as polyoxyethylene octyl phenyl ether and polyoxyethylene nonyl phenyl ether, or polyoxyethylene alkyl ethers.

作為醚-酯型化合物,例如可列舉聚氧乙烯(5)鯨蠟醚硬脂酸酯、聚氧乙烯(10)鯨蠟醚硬脂酸酯。Examples of the ether-ester type compounds include polyoxyethylene (5) cetyl ether stearate and polyoxyethylene (10) cetyl ether stearate.

作為本發明之清潔化妝料中之界面活性劑(C),就安全性之方面而言,較佳為酯型化合物,更佳為聚氧乙烯甘油脂肪酸酯。其中,較佳為單硬脂酸聚氧乙烯甘油酯、單異硬脂酸聚氧乙烯甘油酯、聚氧乙烯油酸甘油酯、三異硬脂酸聚氧乙烯甘油酯等具有碳數10~20之脂肪酸酯之聚氧乙烯甘油。該等酯型化合物於界面活性劑(C)中所占之含量(合計)例如為30重量%以上(較佳為50重量%以上,尤佳為70重量%以上)。The surfactant (C) in the cleansing cosmetics of the present invention is preferably an ester compound in terms of safety, and more preferably a polyoxyethylene glycerin fatty acid ester. Among them, polyoxyethylene glyceryl monostearate, polyoxyethylene glyceryl monoisostearate, glyceryl polyoxyethylene oleate, polyoxyethylene glyceryl triisostearate and the like preferably have a carbon number of 10 to Polyoxyethylene glycerin of 20 fatty acid esters. The content (total) of these ester compounds in the surfactant (C) is, for example, 30% by weight or more (preferably 50% by weight or more, and particularly preferably 70% by weight or more).

本發明之清潔化妝料亦可除上述成分以外,亦於不損及本發明之效果之範圍內,含有1種或2種以上之通常之清潔化妝料中所使用之成分(以下,存在稱為「其他成分」之情形)。作為上述其他成分,例如可列舉:防腐劑、抗菌劑、消炎劑、收斂劑、保濕劑、抗氧化劑、低級醇類、水、著色劑、香料。The cleansing cosmetics of the present invention may contain, in addition to the above-mentioned ingredients, one or more types of ingredients used in general cleansing cosmetics (hereinafter, referred to as "Other components"). Examples of the aforementioned other components include preservatives, antibacterial agents, anti-inflammatory agents, astringents, moisturizers, antioxidants, lower alcohols, water, colorants, and fragrances.

於本發明之清潔化妝料中之增黏劑(A)中,化合物(1)[式(1)所表示之化合物]之含量(於含有2種以上之情形時為其總量)相對於清潔化妝料總量,例如為0.1~10.0重量%,下限較佳為1.0重量%。又,上限較佳為7.0重量%,尤佳為5.0重量%。藉由以上述範圍摻合化合物(1),可獲得可對油劑(B)賦予適度之黏度,使用性及噴出性優異之清潔化妝料。另一方面,若化合物(1)之含量低於上述範圍,則有難以穩定地保持清潔化妝料之黏度之傾向。又,存在即便化合物(1)之含量超過上述範圍亦難以獲得有利之效果,反而清潔化妝料之延展性或噴出性降低之情形。In the tackifier (A) in the cleansing cosmetics of the present invention, the content of the compound (1) [the compound represented by the formula (1)] (when it contains two or more kinds is the total amount) relative to the cleaning The total amount of cosmetics is, for example, 0.1 to 10.0% by weight, and the lower limit is preferably 1.0% by weight. In addition, the upper limit is preferably 7.0% by weight, and particularly preferably 5.0% by weight. By blending the compound (1) in the above range, a cleansing cosmetic that can impart an appropriate viscosity to the oil agent (B) and has excellent usability and ejectability can be obtained. On the other hand, if the content of the compound (1) is lower than the above range, it tends to be difficult to stably maintain the viscosity of the cleansing cosmetics. In addition, even if the content of the compound (1) exceeds the above range, it may be difficult to obtain a favorable effect, but on the contrary, the cleansing cosmetics may have reduced ductility or ejectability.

於本發明之清潔化妝料中,可含有化合物(1)以外之其他增黏劑作為增黏劑(A),但化合物(1)於清潔化妝料中所含之所有增黏劑中所占之比率例如為30.0重量%以上,較佳為50.0重量%以上,尤佳為70.0重量%以上,最佳為85.0重量%以上。若其他增黏劑之含量變得過量,則有難以獲得本發明之效果之傾向。In the cleansing cosmetics of the present invention, other tackifiers other than compound (1) may be included as the tackifier (A), but the compound (1) accounts for all the tackifiers contained in the cleansing cosmetics The ratio is, for example, 30.0% by weight or more, preferably 50.0% by weight or more, particularly preferably 70.0% by weight or more, and most preferably 85.0% by weight or more. If the content of other tackifiers becomes excessive, it tends to be difficult to obtain the effects of the present invention.

本發明之清潔化妝料中之增黏劑(A)之含量(於使用2種以上之情形時為其總量)可根據用途適當進行調整,相對於清潔化妝料中所含之油劑(B)100重量份,例如為0.5~50.0重量份左右(較佳為1.0~30.0重量份,更佳為1.5~20.0重量份)。The content of the thickener (A) in the cleansing cosmetics of the present invention (the total amount when two or more types are used) can be adjusted appropriately according to the use, relative to the oil (B) contained in the cleansing cosmetics ) 100 parts by weight, for example, about 0.5 to 50.0 parts by weight (preferably 1.0 to 30.0 parts by weight, more preferably 1.5 to 20.0 parts by weight).

本發明之清潔化妝料相對於增黏劑(A)與油劑(B)之含量之和,例如包含0.5~30.0重量%、較佳為1.0~25.0重量%、更佳為2.0~20.0重量%、進而較佳為2.5~15.0重量%之增黏劑(A)。又,相對於增黏劑(A)與油劑(B)之含量之和,包含70.0~99.5重量%、較佳為75.0~99.0重量%、更佳為80.0~98.0重量%、進而較佳為85.0~95.0重量%之油劑(B)。若增黏劑(A)或油劑(B)之比率為上述範圍,則增黏劑可使油劑適當地增黏穩定化。The total content of the cleansing cosmetics of the present invention with respect to the thickener (A) and the oil agent (B) includes, for example, 0.5 to 30.0% by weight, preferably 1.0 to 25.0% by weight, and more preferably 2.0 to 20.0% by weight Furthermore, it is preferably 2.5 to 15.0% by weight of the tackifier (A). In addition, with respect to the sum of the contents of the thickener (A) and the oil agent (B), it is 70.0 to 99.5% by weight, preferably 75.0 to 99.0% by weight, more preferably 80.0 to 98.0% by weight, and further preferably 85.0-95.0% by weight of oil agent (B). If the ratio of the tackifier (A) or the oil agent (B) is within the above range, the tackifier can appropriately stabilize the viscosity of the oil agent.

本發明之清潔化妝料相對於增黏劑(A)與油劑(B)之含量之和,包含0.5~30.0重量%、較佳為1.0~25.0重量%、更佳為2.0~20.0重量%、進而較佳為5.0~15.0重量%之化合物(1)。若化合物(1)之比率為上述範圍,則增黏劑可使油劑適當地增黏穩定化。The cleansing cosmetics of the present invention contain 0.5 to 30.0% by weight, preferably 1.0 to 25.0% by weight, and more preferably 2.0 to 20.0% by weight relative to the sum of the content of the thickener (A) and the oil (B). Furthermore, it is preferably 5.0 to 15.0% by weight of the compound (1). If the ratio of the compound (1) is within the above range, the thickener can appropriately stabilize the viscosity of the oil.

本發明之清潔化妝料中之油劑(B)之含量(於含有2種以上之情形時為其總量)相對於清潔化妝料總量,例如為40.0~99.0重量%左右,下限較佳為50.0重量%,尤佳為60.0重量%,最佳為60.0重量%。又,上限較佳為90.0重量%,尤佳為85.0重量%,最佳為80.0重量%。以上述範圍含有油劑(B)之清潔化妝料係油性污垢之洗淨力優異,使用性及噴出性優異。The content of the oil agent (B) in the cleansing cosmetics of the present invention (the total amount when two or more kinds are included) is, for example, about 40.0 to 99.0% by weight relative to the total amount of the cleansing cosmetics, and the lower limit is preferably 50.0% by weight, particularly preferably 60.0% by weight, most preferably 60.0% by weight. In addition, the upper limit is preferably 90.0% by weight, particularly preferably 85.0% by weight, and most preferably 80.0% by weight. The cleansing cosmetics containing the oil agent (B) in the above range are excellent in the detergency of oily dirt, and have excellent usability and ejectability.

本發明之清潔化妝料中,增黏劑(A)與油劑(B)之含量之和相對於清潔化妝料總量而例如為10.0重量%以上,較佳為20.0~95.0重量%,尤佳為30.0~90.0重量%。以上述範圍含有增黏劑(A)與油劑(B)之清潔化妝料係油性污垢之洗淨力優異,使用性及噴出性優異。In the cleansing cosmetics of the present invention, the sum of the contents of the thickener (A) and the oil agent (B) is, for example, 10.0% by weight or more, preferably 20.0-95.0% by weight, particularly preferably the total amount of the cleaning cosmetics It is 30.0-90.0 weight%. The cleansing cosmetics containing the thickener (A) and the oil agent (B) in the above range are excellent in the cleaning power of oily dirt, and have excellent usability and ejectability.

本發明之清潔化妝料較佳為相對於增黏劑(A)與油劑(B)之含量之和100重量份,包含5.0~50.0重量份左右之界面活性劑(C)。含量之和之下限較佳為10.0重量份,尤佳為15.0重量份,最佳為20.0重量份。又,上述含量之和之上限較佳為40.0重量份,尤佳為35.0重量份,最佳為30.0重量份。以上述範圍含有界面活性劑(C)之清潔化妝料係油性污垢之洗淨力尤其優異。The cleansing cosmetic of the present invention preferably contains about 5.0 to 50.0 parts by weight of the surfactant (C) relative to 100 parts by weight of the content of the thickener (A) and the oil (B). The lower limit of the sum of the contents is preferably 10.0 parts by weight, particularly preferably 15.0 parts by weight, and most preferably 20.0 parts by weight. In addition, the upper limit of the sum of the above contents is preferably 40.0 parts by weight, particularly preferably 35.0 parts by weight, and most preferably 30.0 parts by weight. The cleansing cosmetics containing the surfactant (C) in the above range are particularly excellent in the detergency of oily dirt.

本發明之清潔化妝料中之界面活性劑(C)之含量(於含有2種以上之情形時為其總量)相對於清潔化妝料總量,例如為3.0~50.0重量%左右,下限較佳為5.0重量%,尤佳為10.0重量%,最佳為15.0重量%。又,上限較佳為40.0重量%,尤佳為30.0重量%,最佳為25.0重量%。以上述範圍含有界面活性劑(C)之清潔化妝料係油性污垢之洗淨力尤其優異。The content of the surfactant (C) in the cleansing cosmetics of the present invention (the total amount when two or more kinds are included) is, for example, about 3.0 to 50.0% by weight relative to the total amount of the cleansing cosmetics, and the lower limit is preferred It is 5.0% by weight, particularly preferably 10.0% by weight, and most preferably 15.0% by weight. In addition, the upper limit is preferably 40.0% by weight, particularly preferably 30.0% by weight, and most preferably 25.0% by weight. The cleansing cosmetics containing the surfactant (C) in the above range are particularly excellent in the detergency of oily dirt.

關於增黏劑(A)、油劑(B)、及界面活性劑(C)之合計之含量,相對於清潔化妝料總量而例如為60.0重量%以上,較佳為70.0重量%以上,尤佳為80.0重量%以上,最佳為90.0重量%以上。The total content of the thickener (A), the oil agent (B), and the surfactant (C) is, for example, 60.0% by weight or more, preferably 70.0% by weight or more, especially 70.0% by weight, especially It is preferably 80.0% by weight or more, and most preferably 90.0% by weight or more.

關於本發明之清潔化妝料中之上述其他成分之含量,相對於清潔化妝料總量而例如為10.0重量%以下左右,較佳為7.0重量%以下,尤佳為5.0重量%以下。The content of the above-mentioned other components in the cleansing cosmetics of the present invention is, for example, about 10.0% by weight or less, preferably 7.0% by weight or less, and particularly preferably 5.0% by weight or less, relative to the total amount of the cleansing cosmetics.

本發明之清潔化妝料之黏度[於25℃、剪切速率10 s-1 時]例如為300~3000 mPa・s左右,較佳為500~3000 mPa・s,尤佳為1000~3000 mPa・s,最佳為2000~3000 mPa・s。因此,尤其於填充至泵方式之容器中而使用之情形時,於噴出時不易飛散,可防止自噴出口滴液。並且,於塗抹於皮膚時,不易自手指之間滴落,且延展性優異。即,使用性優異。另一方面,若黏度超過上述範圍,則有噴出性或使用性降低之傾向,若黏度低於上述範圍,則存在於噴出時飛散,或於取至手上時自手指之間滴落,或自容器之噴出口滴液而污染容器之情形。The viscosity of the cleansing cosmetics of the present invention [at 25°C and a shear rate of 10 s -1 ] is, for example, about 300 to 3000 mPa·s, preferably 500 to 3000 mPa·s, and particularly preferably 1000 to 3000 mPa· s, the best is 2000~3000 mPa·s. Therefore, especially when it is used in a container filled with a pump, it is not easy to be scattered at the time of discharge, and dripping from the discharge port can be prevented. Moreover, when applied to the skin, it does not easily drip from between fingers and has excellent ductility. That is, the usability is excellent. On the other hand, if the viscosity exceeds the above range, the ejectability or usability tends to decrease, and if the viscosity is lower than the above range, it may be scattered at the time of ejection, or dripped between fingers when taken to the hand, or Drip from the outlet of the container and contaminate the container.

本發明之清潔化妝料可為水性(包含水包油型)或油性中之任一種。本發明之清潔化妝料可為油狀(清潔油)、凝膠狀(清潔凝膠)、霜狀(清潔霜)、乳狀(清潔乳)等中之任一種形態。又,亦可為以滲入至片材等中之形態(清潔片)使用之化妝料。其中,本發明之清潔化妝料較佳為油狀或乳狀。The cleansing cosmetics of the present invention may be either water-based (including oil-in-water type) or oily. The cleansing cosmetics of the present invention may be in any form of oil (cleaning oil), gel (cleaning gel), cream (cleaning cream), milk (cleaning milk) and the like. In addition, it can also be a cosmetic used in a form (cleaning sheet) that penetrates into a sheet or the like. Among them, the cleansing cosmetics of the present invention are preferably oily or milky.

本發明之清潔化妝料由於兼具上述特性,故而藉由以手指輕輕按摩而可與皮膚之污垢或由油性化妝料(例如粉底、防曬化妝料、口紅、睫毛膏)所產生之彩妝污垢等油性污垢融合,其後藉由利用水沖洗,可清爽地清除。又,於填充至泵方式之容器中時,可不飛散地噴出,亦可抑制自噴出口滴落。因此,本發明之清潔化妝料尤其適宜作為填充至泵方式之容器中而使用之油性污垢用清潔化妝料。The cleansing cosmetics of the present invention have the above-mentioned characteristics, so they can be massaged with fingers and can be stained with the skin or oily cosmetics (such as foundation, sunscreen cosmetics, lipstick, mascara), etc. The oily dirt is fused, and then it can be cleanly removed by washing with water. In addition, when filling into a pump-type container, it can be ejected without scattering, and dripping from the ejection port can also be suppressed. Therefore, the cleansing cosmetic of the present invention is particularly suitable as a cleansing cosmetic for oily dirt used for filling in a pump-type container.

本發明之清潔化妝料例如可經過使增黏劑(A)與油劑(B)相溶之步驟而製造。更詳細而言,可藉由如下方法而製造:混合增黏劑(A)與油劑(B)之全部並進行加熱,於使其相溶後進行冷卻,進而於使其冷卻後添加界面活性劑(C)。又,亦可藉由如下方法而製造:向油劑(B)之一部分中混合增黏劑(A),於加熱使其相溶後進行冷卻,其後混合剩餘之油劑(B)。The cleansing cosmetics of the present invention can be manufactured, for example, through the step of making the thickener (A) and the oil (B) compatible. In more detail, it can be manufactured by mixing the tackifier (A) and the oil agent (B), heating them, dissolving them, cooling them, and adding interface activity after cooling them. Agent (C). In addition, it can also be produced by a method in which a thickener (A) is mixed into a part of the oil agent (B), which is dissolved by heating and then cooled, and then the remaining oil agent (B) is mixed.

相溶時之溫度係根據增黏劑(A)與油劑(B)之種類而適當選擇者,並無特別限制,較佳為不超過100℃,於油劑(B)之沸點為100℃以下之情形時,較佳為沸點左右。相溶後之冷卻只要可冷卻至室溫(例如25℃以下)即可,可於室溫下緩慢地冷卻,亦可藉由冰浴冷卻等急速冷卻。 [實施例]The temperature at the time of compatibility is appropriately selected according to the types of the thickener (A) and the oil agent (B), and is not particularly limited, preferably not exceeding 100°C, and the boiling point of the oil agent (B) is 100°C In the following cases, it is preferably about the boiling point. The cooling after the dissolution may be as long as it can be cooled to room temperature (for example, 25° C. or lower), and may be slowly cooled at room temperature, or may be rapidly cooled by ice bath cooling or the like. [Example]

以下,藉由實施例更具體地說明本發明,但本發明並不受該等實施例之限定。再者,下述表1中之-表示未摻合該成分。Hereinafter, the present invention will be described more specifically with examples, but the present invention is not limited by these examples. In addition,-in Table 1 below means that the component is not blended.

合成例1<化合物(1-3)之製造> 將二十二酸甲酯(20.0 g、56.4 mmol)及乙二胺(16.9 g、281 mmol)於110℃攪拌18小時而進行反應,於利用甲醇洗淨反應物後進行過濾。將濾液之溶劑蒸餾去除,對所獲得之殘渣使用己烷藉由再結晶進行精製。於精製後以白色結晶之形式獲得N-二十二醯基乙二胺(14.0 g、36.7 mmol、產率65%)。Synthesis Example 1 <Production of Compound (1-3)> Methyl behenate (20.0 g, 56.4 mmol) and ethylenediamine (16.9 g, 281 mmol) were stirred at 110° C. for 18 hours for reaction, and the reaction product was washed with methanol and filtered. The solvent of the filtrate was distilled off, and the obtained residue was purified by recrystallization using hexane. After purification, N-docosylethylenediamine (14.0 g, 36.7 mmol, yield 65%) was obtained in the form of white crystals.

向N,N-二甲基甲醯胺(40 ml)溶液中,歷時10分鐘添加上述所獲得之N-二十二醯基乙二胺(12.0 g、31.4 mmol)、三乙胺(6.35 g、62.8 mmol)及琥珀酸酐(3.45 g、34.5 mmol)之混合物,其後於100℃攪拌15分鐘,一面使琥珀酸酐溶解一面進行反應。反應後,進而向反應粗液中歷時10分鐘滴加乙酸酐(4.81 g、47.1 mmol),其後於100℃攪拌1小時而進行反應。將反應混合物注入至水(200 ml)中,將沈澱物過濾,並利用水洗淨。對沈澱物進行精製,並藉由使用2-丙醇之再結晶進行精製。於精製後以白色結晶性粉末之形式獲得N-二十二醯基胺基乙基琥珀醯亞胺(13.4 g、28.9 mmol、產率92%)。To a solution of N,N-dimethylformamide (40 ml), add N-docosylethylenediamine obtained above (12.0 g, 31.4 mmol) and triethylamine (6.35 g) over 10 minutes , 62.8 mmol) and succinic anhydride (3.45 g, 34.5 mmol), and then stirred at 100°C for 15 minutes to dissolve the succinic anhydride while reacting. After the reaction, acetic anhydride (4.81 g, 47.1 mmol) was further added dropwise to the reaction crude liquid over 10 minutes, and then stirred at 100° C. for 1 hour to carry out the reaction. The reaction mixture was poured into water (200 ml), and the precipitate was filtered and washed with water. The precipitate was purified and recrystallized by using 2-propanol. After purification, N-docosylaminoethylsuccinimide (13.4 g, 28.9 mmol, yield 92%) was obtained as a white crystalline powder.

將上述所獲得之N-二十二醯基胺基乙基琥珀醯亞胺(4.00 g、8.60 mmol)與N,N-二甲基-1,3-丙二胺(2.63 g、25.8 mmol)於120℃攪拌18小時而進行反應。將反應混合物注入至甲醇中,將沈澱物過濾,並利用甲醇洗淨。洗淨後,使用丙酮、甲醇藉由再結晶對所獲得之固形物進行精製。於精製後,以白色結晶性粉末之形式獲得下述式(2-3)所表示之N-(二十二醯基胺基乙基胺基琥珀醯胺醯基胺基丙基)-N,N-二甲基胺(4.58 g、8.08 mmol、產率94%)。Combine the N-docosylaminoethylsuccinimide (4.00 g, 8.60 mmol) and N,N-dimethyl-1,3-propanediamine (2.63 g, 25.8 mmol) obtained above The reaction was carried out by stirring at 120°C for 18 hours. The reaction mixture was poured into methanol, and the precipitate was filtered and washed with methanol. After washing, the obtained solid is purified by recrystallization using acetone and methanol. After refining, N-(docosylaminoethylethylaminosuccinylaminosuccinylaminopropyl)-N represented by the following formula (2-3) is obtained in the form of white crystalline powder N-dimethylamine (4.58 g, 8.08 mmol, 94% yield).

Figure 02_image019
Figure 02_image019

將上述所獲得之N-(二十二醯基胺基乙基胺基琥珀醯胺醯基胺基丙基)-N,N-二甲基胺(4.00 g、7.06 mmol)、35%雙氧水(2.06 ml)及2-丙醇(10 ml)於60℃攪拌5小時而進行反應。進而向該反應液中添加鈀碳(約10 mg),並於室溫攪拌18小時而進行反應。其後將反應液過濾,並於將溶劑蒸餾去除後,藉由管柱層析(填充劑:矽膠,溶析液:2-丙醇與甲醇之混合溶劑)進行精製。於精製後,以白色固體之形式獲得下述式(1-3)所表示之N-(二十二醯基胺基乙基胺基琥珀醯胺醯基胺基丙基)-N,N-二甲基氧化胺(2.84 g、4.87 mmol、產率69%)。The obtained N-(docosylaminoethylethylaminosuccinylaminosuccinylaminopropyl)-N,N-dimethylamine (4.00 g, 7.06 mmol), 35% hydrogen peroxide ( 2.06 ml) and 2-propanol (10 ml) were stirred at 60°C for 5 hours to carry out the reaction. Furthermore, palladium carbon (about 10 mg) was added to this reaction liquid, and it stirred at room temperature for 18 hours, and was made to react. After that, the reaction solution was filtered, and after the solvent was distilled off, it was purified by column chromatography (filler: silica gel, eluent: a mixed solvent of 2-propanol and methanol). After purification, N-(docosylaminoethylethylaminosuccinylaminosuccinylaminoaminopropyl)-N,N- represented by the following formula (1-3) is obtained as a white solid Dimethyl amine oxide (2.84 g, 4.87 mmol, 69% yield).

Figure 02_image021
Figure 02_image021

合成例2<化合物(1-4)之製造> 藉由與合成例1同樣之方法獲得N-二十二醯基胺基乙基琥珀醯亞胺。Synthesis Example 2 <Production of Compound (1-4)> N-docosylaminoethyl succinimide was obtained by the same method as Synthesis Example 1.

將所獲得之N-二十二醯基胺基乙基琥珀醯亞胺(8.00 g、17.2 mmol)及六亞甲基二胺(10.0 g、86.1 mmol)於120℃攪拌18小時而進行反應。將反應混合物注入至甲醇中,將沈澱物過濾,並利用甲醇洗淨。洗淨後,使用乙腈及甲醇作為溶劑使所獲得之固形物再結晶,並進行精製。於精製後,以白色結晶性粉末之形式獲得N-(二十二醯基胺基乙基)胺基琥珀醯胺醯基胺基己基胺(6.91 g、11.9 mmol、產率69%)。The obtained N-docosylaminoethylsuccinimide (8.00 g, 17.2 mmol) and hexamethylenediamine (10.0 g, 86.1 mmol) were stirred at 120°C for 18 hours to carry out a reaction. The reaction mixture was poured into methanol, and the precipitate was filtered and washed with methanol. After washing, the obtained solid is recrystallized using acetonitrile and methanol as solvents, and purified. After purification, N-(docosylaminoethyl)aminosuccinamide amide succinylaminohexylamine (6.91 g, 11.9 mmol, yield 69%) was obtained as a white crystalline powder.

使上述所獲得之N-(二十二醯基胺基乙基)胺基琥珀醯胺醯基胺基己基胺(3.25 g、5.59 mmol)、37%甲醛水溶液(2.73 ml)及甲酸(1.55 g、33.7 mmol)溶解於2-丙醇(15 ml)中,並於100℃攪拌4小時而進行反應。將反應混合物注入至1 M氫氧化鈉水溶液(20 ml)中,將自反應混合物中析出之結晶過濾。利用甲醇、丙酮使所獲得之結晶再結晶,而以白色固體之形式獲得下述式(2-4)所表示之N-(二十二醯基胺基乙基胺基琥珀醯胺醯基胺基己基)-N,N-二甲基胺(3.03 g、4.98 mmol、產率89%)。The obtained N-(docosylaminoethyl)aminosuccinamide amide succinylaminohexylamine (3.25 g, 5.59 mmol), 37% aqueous formaldehyde (2.73 ml) and formic acid (1.55 g , 33.7 mmol) was dissolved in 2-propanol (15 ml), and stirred at 100 ℃ for 4 hours to carry out the reaction. The reaction mixture was poured into 1 M aqueous sodium hydroxide solution (20 ml), and the crystals precipitated from the reaction mixture were filtered. Recrystallize the obtained crystals with methanol and acetone, and obtain N-(docosylaminoethylethylaminosuccinylaminosuccinylaminoamide represented by the following formula (2-4) as a white solid Ethylhexyl)-N,N-dimethylamine (3.03 g, 4.98 mmol, yield 89%).

Figure 02_image023
Figure 02_image023

將上述所獲得之N-(二十二醯基胺基乙基胺基琥珀醯胺醯基胺基己基)-N,N-二甲基胺(2.80 g、4.60 mmol)、35%雙氧水(1.30 ml)及2-丙醇(10 ml)於60℃攪拌5小時而進行反應。進而向該反應液中添加鈀碳(約10 mg),並於室溫攪拌18小時而進行反應。將所獲得之反應液過濾,並於將溶劑蒸餾去除後,藉由管柱層析(填充劑:矽膠,溶析液:2-丙醇與甲醇之混合溶劑)進行精製。於精製後,以白色固體之形式獲得下述式(1-4)所表示之N-(二十二醯基胺基乙基胺基琥珀醯胺醯基胺基己基)-N,N-二甲基氧化胺(2.13 g、3.40 mmol、產率74%)。Combine the N-(docosylaminoethylethylaminosuccinylaminoaminoaminohexyl)-N,N-dimethylamine (2.80 g, 4.60 mmol), 35% hydrogen peroxide (1.30) obtained above ml) and 2-propanol (10 ml) were stirred at 60°C for 5 hours to carry out the reaction. Furthermore, palladium carbon (about 10 mg) was added to this reaction liquid, and it stirred at room temperature for 18 hours, and was made to react. The obtained reaction liquid was filtered, and after the solvent was distilled off, it was purified by column chromatography (filler: silica gel, eluent: mixed solvent of 2-propanol and methanol). After purification, N-(docosylaminoethylethylaminosuccinylaminosuccinylaminoaminohexyl)-N,N-di represented by the following formula (1-4) is obtained in the form of a white solid Methylamine oxide (2.13 g, 3.40 mmol, 74% yield).

Figure 02_image025
Figure 02_image025

合成例3<化合物(1-1)之製造> 將二十酸甲酯(18.0 g、55.1 mmol)及乙二胺(16.5 g、276 mmol)於110℃攪拌18小時而進行反應,於利用甲醇洗淨反應物後進行過濾。將濾液之溶劑蒸餾去除,對所獲得之殘渣使用己烷藉由再結晶進行精製。於精製後,以白色結晶之形式獲得N-二十烷醯基乙二胺(13.3 g、37.5 mmol、產率68%)。Synthesis Example 3 <Production of Compound (1-1)> Methyl eicosanate (18.0 g, 55.1 mmol) and ethylenediamine (16.5 g, 276 mmol) were stirred at 110° C. for 18 hours to carry out a reaction, and the reaction product was washed with methanol and filtered. The solvent of the filtrate was distilled off, and the obtained residue was purified by recrystallization using hexane. After purification, N-eicosylethylenediamine (13.3 g, 37.5 mmol, 68% yield) was obtained in the form of white crystals.

向N,N-二甲基甲醯胺(30 ml)溶液中,歷時10分鐘添加上述所獲得之N-二十烷醯基乙二胺(10.0 g、28.2 mmol)、三乙胺(5.71 g、56.4 mmol)及琥珀酸酐(3.10 g、31.0 mmol),其後於100℃攪拌15分鐘,一面使琥珀酸酐溶解一面進行反應。反應後,向所獲得之反應粗液中歷時10分鐘滴加乙酸酐(4.32 g、42.3 mmol),並於100℃攪拌1小時而進行反應。將所獲得之反應混合物注入至水(150 ml)中,將沈澱物過濾,並利用水洗淨。對洗淨後之沈澱物藉由使用2-丙醇之再結晶進行精製。於精製後,以白色結晶性粉末之形式獲得N-二十烷醯基胺基乙基琥珀醯亞胺(11.2 g、25.7 mmol、產率91%)。To a solution of N,N-dimethylformamide (30 ml), the N-eicosylethylenediamine obtained above (10.0 g, 28.2 mmol) and triethylamine (5.71 g) were added over 10 minutes. , 56.4 mmol) and succinic anhydride (3.10 g, 31.0 mmol), and then stirred at 100°C for 15 minutes to dissolve the succinic anhydride while reacting. After the reaction, acetic anhydride (4.32 g, 42.3 mmol) was added dropwise to the obtained reaction crude liquid over 10 minutes, and stirred at 100°C for 1 hour to carry out the reaction. The obtained reaction mixture was poured into water (150 ml), and the precipitate was filtered and washed with water. The precipitate after washing was purified by recrystallization using 2-propanol. After purification, N-eicosylaminoethylethylsuccinimide (11.2 g, 25.7 mmol, 91% yield) was obtained as a white crystalline powder.

將上述所獲得之N-二十烷醯基胺基乙基琥珀醯亞胺(4.00 g、9.16 mmol)及N,N-二甲基-1,3-丙二胺(2.81 g、27.5 mmol)於120℃攪拌18小時而進行反應。將反應混合物注入至甲醇中,將沈澱物過濾,並利用甲醇洗淨。使用丙酮、甲醇藉由再結晶對所獲得之固形物進行精製。於精製後,以白色結晶性粉末之形式獲得下述式(2-1)所表示之N-(二十烷醯基胺基乙基胺基琥珀醯胺醯基胺基丙基)-N,N-二甲基胺(4.49 g、8.34 mmol、產率91%)。N-Eicosylaminoethylethylsuccinimide (4.00 g, 9.16 mmol) and N,N-dimethyl-1,3-propanediamine (2.81 g, 27.5 mmol) obtained above The reaction was carried out by stirring at 120°C for 18 hours. The reaction mixture was poured into methanol, and the precipitate was filtered and washed with methanol. The solid obtained was purified by recrystallization using acetone and methanol. After purification, N-(eicosylaminoaminoethylaminosuccinylaminoaminoaminopropylpropyl)-N represented by the following formula (2-1) is obtained in the form of white crystalline powder N-dimethylamine (4.49 g, 8.34 mmol, 91% yield).

Figure 02_image027
Figure 02_image027

將上述所獲得之N-(二十烷醯基胺基乙基胺基琥珀醯胺醯基胺基丙基)-N,N-二甲基胺(4.00 g、7.42 mmol)、35%雙氧水(2.16 ml)及2-丙醇(10 ml)於60℃攪拌5小時而進行反應。進而向該反應液中添加鈀碳(約10 mg),並於室溫攪拌18小時而進行反應。將反應液過濾,並於將溶劑蒸餾去除後,藉由管柱層析(填充劑:矽膠,溶析液:2-丙醇與甲醇之混合溶劑)進行精製。於精製後,以白色固體之形式獲得下述式(1-1)所表示之N-(二十烷醯基胺基乙基胺基琥珀醯胺醯基胺基丙基)-N,N-二甲基氧化胺(2.39 g、4.30 mmol、產率58%)。N-(Eicosylaminoethylethylaminosuccinylaminosuccinylaminopropyl)-N,N-dimethylamine (4.00 g, 7.42 mmol) and 35% hydrogen peroxide obtained above 2.16 ml) and 2-propanol (10 ml) were stirred at 60°C for 5 hours to carry out the reaction. Furthermore, palladium carbon (about 10 mg) was added to this reaction liquid, and it stirred at room temperature for 18 hours, and was made to react. The reaction liquid was filtered, and after the solvent was distilled off, it was purified by column chromatography (filler: silica gel, eluent: mixed solvent of 2-propanol and methanol). After purification, N-(eicosylaminoaminoethylaminosuccinylaminoaminoaminopropyl)-N,N- represented by the following formula (1-1) is obtained as a white solid Dimethylamine oxide (2.39 g, 4.30 mmol, 58% yield).

Figure 02_image029
Figure 02_image029

合成例4<化合物(1-5)之製造> 使用十八酸甲酯代替二十二酸甲酯,除此以外,以與合成例2相同之方式獲得下述式(2-5)所表示之化合物,其後獲得下述式(1-5)所表示之化合物。Synthesis Example 4 <Production of Compound (1-5)> Except that methyl octadecanoate was used instead of methyl behenate, the compound represented by the following formula (2-5) was obtained in the same manner as in Synthesis Example 2, and thereafter the following formula (1-5 ) Represents the compound.

Figure 02_image031
Figure 02_image031

合成例5<化合物(1-6)之製造> 使用十八酸甲酯代替二十二酸甲酯,除此以外,以與合成例1相同之方式獲得下述式(2-6)所表示之化合物,其後獲得下述式(1-6)所表示之化合物。Synthesis Example 5 <Production of Compound (1-6)> Instead of using methyl octadecanoate instead of methyl behenate, the compound represented by the following formula (2-6) was obtained in the same manner as in Synthesis Example 1, and thereafter the following formula (1-6 ) Represents the compound.

Figure 02_image033
Figure 02_image033

合成例6<化合物(1-7)之製造> 使用棕櫚酸甲酯代替二十二酸甲酯,除此以外,以與合成例2相同之方式獲得下述式(2-7)所表示之化合物,其後獲得下述式(1-7)所表示之化合物。Synthesis Example 6 <Production of Compound (1-7)> Instead of using methyl palmitate instead of methyl behenate, the compound represented by the following formula (2-7) was obtained in the same manner as in Synthesis Example 2, and thereafter the following formula (1-7) was obtained The compound represented.

Figure 02_image035
Figure 02_image035

合成例7<化合物(1-8)之製造> 使用棕櫚酸甲酯代替二十二酸甲酯,除此以外,以與合成例1相同之方式獲得下述式(2-8)所表示之化合物,其後獲得下述式(1-8)所表示之化合物。Synthesis Example 7 <Production of Compound (1-8)> Instead of using methyl palmitate instead of methyl behenate, the compound represented by the following formula (2-8) was obtained in the same manner as in Synthesis Example 1, and thereafter the following formula (1-8) was obtained The compound represented.

Figure 02_image037
Figure 02_image037

合成例8<化合物(1-9)之製造> 使用肉豆蔻酸甲酯代替二十二酸甲酯,除此以外,以與合成例2相同之方式獲得下述式(2-9)所表示之化合物,其後獲得下述式(1-9)所表示之化合物。Synthesis Example 8 <Production of Compound (1-9)> Except that methyl myristate was used instead of methyl behenate, the compound represented by the following formula (2-9) was obtained in the same manner as in Synthesis Example 2, and thereafter the following formula (1-9 ) Represents the compound.

Figure 02_image039
Figure 02_image039

實施例1 (清潔化妝料之製備) 將作為增黏劑(A)之上述合成例3中所獲得之化合物(1-1)2重量份與作為油劑(B)之辛酸鯨蠟酯(商品名「CEH」、Kokyu Alcohol Kogyo股份有限公司製造)78重量份混合,並於80℃進行加熱攪拌而使該等相溶,其後冷卻至25℃而獲得油組合物,所向獲得之油組合物中混合作為界面活性劑(C)之聚氧乙烯(10)甘油單異硬脂酸酯(商品名「EMALEX GWIS-110」,Nihon Emulsion股份有限公司製造)10重量份、及聚氧乙烯(8)甘油單異硬脂酸酯(商品名「EMALEX GWIS-108」,Nihon Emulsion股份有限公司製造)10重量份而獲得清潔化妝料(溫度25℃、剪切速率10 s-1 時之黏度:2400 mPa・s)。Example 1 (Preparation of cleansing cosmetics) 2 parts by weight of the compound (1-1) obtained in the above Synthesis Example 3 as a thickener (A) and cetyl caprylate (commercial product) as an oil agent (B) Named "CEH", manufactured by Kokyu Alcohol Kogyo Co., Ltd.) 78 parts by weight are mixed, heated and stirred at 80°C to dissolve these phases, and then cooled to 25°C to obtain an oil composition, and the obtained oil composition 10 parts by weight of polyoxyethylene (10) glycerol monoisostearate (trade name "EMALEX GWIS-110", manufactured by Nihon Emulsion Co., Ltd.) as a surfactant (C), and polyoxyethylene ( 8) 10 parts by weight of glycerol monoisostearate (trade name "EMALEX GWIS-108", manufactured by Nihon Emulsion Co., Ltd.) to obtain a clean cosmetic (viscosity at a temperature of 25°C and a shear rate of 10 s -1 : 2400 mPa·s).

(官能評價) 將上述所獲得之清潔化妝料填充至附有口徑2.5 mm、噴出量為1.5 mL之噴嘴噴出口之泵式容器中,20名女性官能檢查員使用2週,對利用泵式容器之使用性(是否可防止噴出口之滴液、或噴出時之飛散)、清潔化妝料之使用感(於取至手上時是否自手指之間滴落,延展性是否良好)、及水洗之容易性,以5等級(+2:非常良好,+1:良好,0:普通,-1:較差,-2:非常差)進行評價,並根據其評價分之平均值,依據下述基準綜合地評價清潔化妝料。 [評價基準] ◎:1.0分以上 ○:0分以上且未達1.0分 ×:未達0分(Functional evaluation) Fill the clean cosmetics obtained above into a pump-type container with a nozzle opening of 2.5 mm in diameter and a discharge volume of 1.5 mL, 20 female functional inspectors use it for 2 weeks, the use of the pump-type container ( Whether it can prevent the drip from the spray outlet, or the scattering at the time of spraying), the sense of use of the cleansing cosmetics (whether it is dripped between the fingers when taken to the hand, whether the ductility is good), and the ease of washing, 5 grades (+2: very good, +1: good, 0: normal, -1: poor, -2: very poor) were evaluated, and the cleansing makeup was comprehensively evaluated according to the following criteria based on the average value of the evaluation points material. [Evaluation criteria] ◎: 1.0 points or more ○: 0 points or more and less than 1.0 points ×: Less than 0 points

實施例2~8、比較例1 變更為下述表1所示之配方(單位為重量份),除此以外,以與實施例1相同之方式獲得清潔化妝料,對該等以與實施例1相同之方式進行官能評價。再者,各清潔化妝料於溫度25℃、剪切速率10 s-1 時之黏度係如表1所示。Examples 2-8 and Comparative Example 1 were changed to the formulations shown in Table 1 below (units are parts by weight), except that cleansing cosmetics were obtained in the same manner as in Example 1. 1 Perform the sensory evaluation in the same manner. In addition, the viscosity of each cleansing cosmetics at a temperature of 25°C and a shear rate of 10 s -1 is shown in Table 1.

[表1] [表1]清潔化妝料

Figure 108110835-A0304-0001
[Table 1] [Table 1] Cleaning cosmetics
Figure 108110835-A0304-0001

再者,使用以下者作為表1中之油劑(B)及界面活性劑(C)。 辛酸鯨蠟酯:商品名「CEH」,Kokyu Alcohol Kogyo股份有限公司製造 聚氧乙烯(10)甘油單異硬脂酸酯:商品名「EMALEX GWIS-110」,Nihon Emulsion股份有限公司製造 聚氧乙烯(8)甘油單異硬脂酸酯:商品名「EMALEX GWIS-108」,Nihon Emulsion股份有限公司製造In addition, the following are used as the oil agent (B) and surfactant (C) in Table 1. Cetyl octoate: trade name "CEH", manufactured by Kokyu Alcohol Kogyo Co., Ltd. Polyoxyethylene (10) glycerol monoisostearate: trade name "EMALEX GWIS-110", manufactured by Nihon Emulsion Co., Ltd. Polyoxyethylene (8) glycerol monoisostearate: trade name "EMALEX GWIS-108", manufactured by Nihon Emulsion Co., Ltd.

實施例1~8之本發明之清潔化妝料被評價為於填充至泵方式之容器中而使用之情形時之使用性、及使用感優異,且可利用水容易地沖洗。另一方面,於比較例1之情形時,即於未使用增黏劑(A)之情形時,於噴出時清潔化妝料容易飛散,容易自噴出口滴液。又,自手指之間滴落而不易使用。因此,被評價為利用泵式容器之使用性較差,使用感較差。The cleansing cosmetics of the present invention of Examples 1 to 8 were evaluated as being excellent in usability and sense of use when filled in a pump-type container, and can be easily rinsed with water. On the other hand, in the case of Comparative Example 1, that is, when the thickener (A) is not used, the cleansing cosmetics are likely to be scattered at the time of ejection, and it is easy to drip from the ejection outlet. Also, it drops from finger to finger and is not easy to use. Therefore, it is evaluated that the usability of the pump type container is poor, and the feeling of use is poor.

作為以上之彙總,將本發明之構成及其變化附記於以下。 [1]一種清潔化妝料,其係包含增黏劑(A)、油劑(B)及界面活性劑(C)者,並且相對於增黏劑(A)與油劑(B)之含量之和而包含0.5~30.0重量%之下述式(1)所表示之化合物作為增黏劑(A),且相對於增黏劑(A)與油劑(B)之含量之和而包含70.0~99.5重量%之油劑(B)。

Figure 02_image041
(式中,R1 表示碳數10~25之一價直鏈狀脂肪族烴基,R2 、R3 相同或不同,表示碳數2、4、6或8之二價脂肪族烴基、碳數6之二價脂環式烴基、或二價芳香族烴基,R4 表示碳數1~8之二價脂肪族烴基,R5 、R6 相同或不同,表示碳數1~3之一價脂肪族烴基、或羥基烷基醚基。L1 ~L3 表示醯胺鍵,於L1 與L3 為-CONH-之情形時,L2 為-NHCO-,於L1 與L3 為-NHCO-之情形時,L2 為-CONH-) [2]如[1]中所記載之清潔化妝料,其中,R1 為碳數14~25(較佳為碳數18~21)之一價直鏈狀脂肪族烴基(較佳為碳數14~25之烷基)。 [3]如[1]或[2]中所記載之清潔化妝料,其中,R2 、R3 為碳數2、4、6或8之二價直鏈狀伸烷基。 [4]如[1]至[3]中任一項所記載之清潔化妝料,其中,R4 為碳數1~8(較佳為碳數3~6)之二價直鏈狀或支鏈狀伸烷基。 [5]如[1]至[4]中任一項所記載之清潔化妝料,其中,R5 、R6 為碳數1~3之直鏈狀或支鏈狀烷基、碳數2~3之直鏈狀或支鏈狀烯基、或碳數2~3之直鏈狀或支鏈狀炔基。 [6]如[1]至[5]中任一項所記載之清潔化妝料,其中,式(1)所表示之化合物為式(1-1)~(1-9)所表示之化合物。 [7]如[1]至[6]中任一項所記載之清潔化妝料,其中,油劑(B)為極性油或非極性油。 [8]如[1]至[6]中任一項所記載之清潔化妝料,其中,油劑(B)為選自由極性油及非極性油所組成之群中之1種以上。 [9]如[1]至[6]中任一項所記載之清潔化妝料,其中,油劑(B)包含酯類。 [10]如[1]至[9]中任一項所記載之清潔化妝料,其中,界面活性劑(C)包含非離子性界面活性劑。 [11]如[1]至[10]中任一項所記載之清潔化妝料,其中,增黏劑(A)與油劑(B)之含量之和相對於清潔化妝料總量而為10.0重量%以上。 [12]如[1]至[11]中任一項所記載之清潔化妝料,其中,式(1)所表示之化合物之含量相對於清潔化妝料總量而為0.1~10.0重量%。 [13]如[1]至[12]中任一項所記載之清潔化妝料,其中,增黏劑(A)之含量相對於油劑(B)100重量份而為0.5~50.0重量份。 [14]如[1]至[13]中任一項所記載之清潔化妝料,其中,式(1)所表示之化合物之含量相對於增黏劑(A)與油劑(B)含量之和而為0.5~30.0重量%。 [15]如[1]至[14]中任一項所記載之清潔化妝料,其中,油劑(B)之含量為清潔化妝料總量之40.0~99.0重量%。 [16]如[1]至[15]中任一項所記載之清潔化妝料,其中,界面活性劑(C)之含量相對於增黏劑(A)與油劑(B)之含量之和100重量份而為5.0~50.0重量份。 [17]如[1]至[16]中任一項所記載之清潔化妝料,其中,界面活性劑(C)之含量相對於清潔化妝料總量而為3.0~50.0重量%。 [18]如[1]至[17]中任一項所記載之清潔化妝料,其於溫度25℃、剪切速率10 s-1 時之黏度為300~3000 mPa・s。 [產業上之可利用性]As a summary of the above, the configuration of the present invention and its changes are appended below. [1] A cleansing cosmetic, which contains a thickener (A), an oil agent (B) and a surfactant (C), and is relative to the content of the thickener (A) and the oil agent (B) It contains 0.5 to 30.0% by weight of the compound represented by the following formula (1) as a thickener (A), and contains 70.0 to the sum of the contents of the thickener (A) and the oil agent (B) 99.5% by weight of oil agent (B).
Figure 02_image041
(In the formula, R 1 represents a monovalent linear aliphatic hydrocarbon group with a carbon number of 10 to 25, R 2 and R 3 are the same or different, and represent a divalent aliphatic hydrocarbon group with a carbon number of 2, 4, 6 or 8 and a carbon number 6 divalent alicyclic hydrocarbon group, or divalent aromatic hydrocarbon group, R 4 represents a divalent aliphatic hydrocarbon group having 1 to 8 carbon atoms, R 5 and R 6 are the same or different, and represent a monovalent fat having 1 to 3 carbon atoms Group hydrocarbon group or hydroxyalkyl ether group. L 1 to L 3 represent an amide bond, when L 1 and L 3 are -CONH-, L 2 is -NHCO-, and L 1 and L 3 are -NHCO -In the case of -, L 2 is -CONH-) [2] The cleansing cosmetics described in [1], wherein R 1 is a monovalent carbon number of 14-25 (preferably carbon number 18-21) Straight-chain aliphatic hydrocarbon group (preferably an alkyl group having 14 to 25 carbon atoms). [3] The cleansing cosmetics according to [1] or [2], wherein R 2 and R 3 are divalent linear alkylene groups having 2 , 4, 6 or 8 carbon atoms. [4] The cleansing cosmetics according to any one of [1] to [3], wherein R 4 is a divalent linear or branched carbon chain having 1 to 8 carbon atoms (preferably 3 to 6 carbon atoms). Chain extended alkyl. [5] The cleansing cosmetics according to any one of [1] to [4], wherein R 5 and R 6 are linear or branched alkyl groups having 1 to 3 carbon atoms and 2 to 2 carbon atoms 3 straight-chain or branched alkenyl, or straight-chain or branched alkynyl having 2 to 3 carbon atoms. [6] The cleansing cosmetics according to any one of [1] to [5], wherein the compound represented by formula (1) is a compound represented by formulas (1-1) to (1-9). [7] The cleansing cosmetics according to any one of [1] to [6], wherein the oil agent (B) is a polar oil or a non-polar oil. [8] The cleansing cosmetics according to any one of [1] to [6], wherein the oil agent (B) is one or more kinds selected from the group consisting of polar oils and non-polar oils. [9] The cleansing cosmetics according to any one of [1] to [6], wherein the oil agent (B) contains esters. [10] The cleansing cosmetics according to any one of [1] to [9], wherein the surfactant (C) contains a nonionic surfactant. [11] The cleansing cosmetics described in any one of [1] to [10], wherein the sum of the contents of the thickener (A) and the oil (B) is 10.0 relative to the total amount of cleansing cosmetics More than% by weight. [12] The cleansing cosmetics according to any one of [1] to [11], wherein the content of the compound represented by formula (1) is 0.1 to 10.0% by weight relative to the total amount of the cleansing cosmetics. [13] The cleansing cosmetics according to any one of [1] to [12], wherein the content of the thickener (A) is 0.5 to 50.0 parts by weight with respect to 100 parts by weight of the oil agent (B). [14] The cleansing cosmetics described in any one of [1] to [13], wherein the content of the compound represented by formula (1) is relative to the content of the thickener (A) and the oil (B) The sum is 0.5 to 30.0% by weight. [15] The cleansing cosmetics described in any one of [1] to [14], wherein the content of the oil agent (B) is 40.0 to 99.0% by weight of the total amount of cleansing cosmetics. [16] The cleansing cosmetics as described in any one of [1] to [15], wherein the content of the surfactant (C) is relative to the sum of the content of the thickener (A) and the oil agent (B) It is 5.0 to 50.0 parts by weight per 100 parts by weight. [17] The cleansing cosmetics according to any one of [1] to [16], wherein the content of the surfactant (C) is 3.0 to 50.0% by weight relative to the total amount of cleansing cosmetics. [18] The cleansing cosmetics described in any one of [1] to [17] have a viscosity of 300 to 3000 mPa·s at a temperature of 25°C and a shear rate of 10 s -1 . [Industry availability]

本發明之清潔化妝料可用於清除由皮脂所產生之污垢或彩妝化妝料等皮膚之油性污垢之目的。又,於取至手上時不易滴落,延展性優異,尤其於填充至泵方式之容器中時之噴出性亦優異。The cleansing cosmetics of the present invention can be used for the purpose of removing the greasy dirt of the skin caused by sebum or make-up cosmetics. In addition, it is not easy to drip when taken to the hand, and has excellent ductility, especially when filled into a pump-type container, and also has excellent ejectability.

no

no

Claims (4)

一種清潔化妝料,其係包含增黏劑(A)、油劑(B)及界面活性劑(C)者,並且 相對於增黏劑(A)與油劑(B)之含量之和而包含0.5~30.0重量%之下述式(1)所表示之化合物作為增黏劑(A),且 相對於增黏劑(A)與油劑(B)之含量之和而包含70.0~99.5重量%之油劑(B);
Figure 03_image043
(式中,R1 表示碳數10~25之一價直鏈狀脂肪族烴基,R2 、R3 相同或不同,表示碳數2、4、6或8之二價脂肪族烴基、碳數6之二價脂環式烴基、或二價芳香族烴基,R4 表示碳數1~8之二價脂肪族烴基,R5 、R6 相同或不同,表示碳數1~3之一價脂肪族烴基、或羥基烷基醚基;L1 ~L3 表示醯胺鍵,於L1 與L3 為-CONH-之情形時,L2 為-NHCO-,於L1 與L3 為-NHCO-之情形時,L2 為-CONH-)。
A cleansing cosmetic, which contains a thickener (A), an oil agent (B) and a surfactant (C), and is contained relative to the sum of the contents of the thickener (A) and the oil agent (B) 0.5 to 30.0% by weight of the compound represented by the following formula (1) is used as a thickener (A), and it is 70.0 to 99.5% by weight relative to the sum of the contents of the thickener (A) and the oil agent (B) The oil (B);
Figure 03_image043
(In the formula, R 1 represents a monovalent linear aliphatic hydrocarbon group with a carbon number of 10 to 25, R 2 and R 3 are the same or different, and represent a divalent aliphatic hydrocarbon group with a carbon number of 2, 4, 6 or 8 and a carbon number 6 divalent alicyclic hydrocarbon group, or divalent aromatic hydrocarbon group, R 4 represents a divalent aliphatic hydrocarbon group having 1 to 8 carbon atoms, R 5 and R 6 are the same or different, and represent a monovalent fat having 1 to 3 carbon atoms Group hydrocarbon group or hydroxyalkyl ether group; L 1 ~L 3 represent an amide bond, when L 1 and L 3 are -CONH-, L 2 is -NHCO-, and L 1 and L 3 are -NHCO In the case of -, L 2 is -CONH-).
如請求項1所述之清潔化妝料,其中,油劑(B)為極性油或非極性油。The cleansing cosmetics according to claim 1, wherein the oil agent (B) is a polar oil or a non-polar oil. 如請求項1或2所述之清潔化妝料,其中,增黏劑(A)與油劑(B)之含量之和相對於清潔化妝料總量而為10.0重量%以上。The cleansing cosmetics according to claim 1 or 2, wherein the sum of the contents of the thickener (A) and the oil agent (B) is 10.0% by weight or more relative to the total amount of cleansing cosmetics. 如請求項1至3中任一項所述之清潔化妝料,其於溫度25℃、剪切速率10 s-1 時之黏度為300~3000 mPa・s。The cleansing cosmetics according to any one of claims 1 to 3, whose viscosity at a temperature of 25°C and a shear rate of 10 s -1 is 300 to 3000 mPa·s.
TW108110835A 2018-03-30 2019-03-28 Cleansing cosmetic TW202002940A (en)

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