WO2020067021A1

WO2020067021A1 - Cosmetic

Info

Publication number: WO2020067021A1
Application number: PCT/JP2019/037294
Authority: WO
Inventors: 中村亮太; 坂西裕一
Original assignee: 株式会社ダイセル
Priority date: 2018-09-27
Filing date: 2019-09-24
Publication date: 2020-04-02

Abstract

This cosmetic has excellent dispersion stability, excellent adhesion on skin, eyelashes and eyebrows, and spreadability, and can impart a long-lasting glossy or moist feeling when applied to the skin, eyelashes or eyebrows. This cosmetic contains a thickening agent (A) and an oil agent (B). The thickening agent (A) is represented in formula (1) below, and R¹in the formula is a group obtained by removing 4 hydrogen atoms from the structural formula of an aromatic group, or a group obtained by removing 4 hydrogen atoms from a structural formula in which 2 or more aromatic rings are bonded together via a simple bond or a linking group; R² is an aliphatic hydrocarbon group of 4 or more carbons; and, based on the total content of the thickening agent (A) and the oil agent (B), R³ contains 0.1-55.0 wt% of a compound that is a silicone functional group, and, based on the total content of the thickening agent (A) and the oil agent (B), contains 45.0-99.9 wt% of the oil agent (B). (1)...(R²-HNOC)_4-n-R¹-(CONH-R³)_n

Description

Cosmetics

(4) The present invention relates to a cosmetic which is an oily or aqueous cosmetic, especially a makeup cosmetic, eyelash or eyebrow cosmetic, an oil-in-water base cosmetic, or a sunscreen cosmetic. This application claims the priority of Japanese Patent Application No. 2018-181265 filed on September 27, 2018, the contents of which are incorporated herein by reference.

(Oil) cosmetics such as lipstick, lip balm, lip gloss, blusher, foundation, base cosmetics, mascara, eyebrow, etc. have good adhesion to skin, eyelashes, or eyebrows for the purpose of improving cosmetic stickiness. Yes, a solid oil agent such as beeswax, carnauba wax, candelilla wax, paraffin wax, etc., which can impart water resistance and sebum resistance by being applied to skin, eyelashes, or eyebrows, is blended. However, when the amount of the solid oil agent is too large, there is a problem that the coating film becomes cloudy and has a matte texture, glossiness cannot be obtained, and spreadability is deteriorated.

日 In addition, sunscreen cosmetics that protect skin from ultraviolet rays generally contain an ultraviolet protective agent such as an ultraviolet absorber or an ultraviolet scattering agent and a liquid oil agent (see Patent Documents 1 to 3). These UV protective agents are liable to aggregate, and if they are added in an amount to obtain a sufficient UV protective effect, there is a problem that when the UV protective agents are aggregated and applied, whitening occurs or spreadability deteriorates. Was. In addition, there is also a problem that after application, the skin becomes squeaky and rough with time.

JP-A-5-025028 JP-A-9-227350 Japanese Patent Application Laid-Open No. 2000-273011

The present inventors have found that, in particular, as an oil agent of an oily cosmetic, a thickening agent is added to a liquid oil agent instead of a solid oil agent or a liquid oil agent alone, and a liquid oil agent that is appropriately thickened is used to obtain dispersion stability. Possibility of obtaining cosmetics that are excellent in properties, excellent in adhesion to skin, eyelashes, or eyebrows and spreadable, and can impart a glossy or moist feeling by applying to skin, eyelashes, or eyebrows I found something.

However, conventional thickeners (for example, polystyrene-hydrogenated polyisoprene block copolymers described in JP-A-8-59765) have too high a viscosity when added to a liquid oil agent to obtain good spreadability. Turned out not to be. JP-A-2009-155592 describes 1,2,3-propanetricarboxylic acid tris (2-methylcyclohexylamide) as a gelling agent (thickening agent) for a hydrophilic or lipophilic compound. However, it has been found that this compound is difficult to dissolve in a liquid oil agent, and that it is difficult to use this compound as a thickener for a liquid oil agent. That is, it was found that it was difficult to use a conventionally known thickener (gelling agent) together with a liquid oil in cosmetics.

A thickener having a specific structure (for example, a low-molecular thickener described in WO2015 / 083740) can thicken an oil agent to an arbitrary viscosity and stably maintain the viscosity. The oil-based cosmetic containing the oil agent moderately thickened by the thickener having this specific structure is excellent in dispersion stability, excellent in adhesion to the skin, eyelashes, or eyebrows and spreadability, skin, It has been found that a glossy and moist feeling can be imparted by applying to eyelashes or eyebrows, and the glossy and moist feeling can be maintained for a long time. However, no effective low molecular oil thickener for silicone oil has been found.

Accordingly, an object of the present invention is to provide excellent dispersion stability and excellent adhesion to skin, eyelashes, or eyebrows, and excellent spreadability, and a long-lasting gloss by applying to skin, eyelashes, or eyebrows. An object of the present invention is to provide a cosmetic that can provide a feeling or moist feeling.

That is, the present invention includes a thickener (A) and an oil agent (B), and the thickener (A) has the following formula (1)
(R ² -HNOC) _4-n -R ^1- (CONH-R ³ ) _n (1)
(Wherein, R ¹ is a group obtained by removing four hydrogen atoms from a structural formula of an aromatic ring, or a group obtained by removing four hydrogen atoms from a structural formula in which two or more aromatic rings are bonded via a single bond or a linking group. R ² is an aliphatic hydrocarbon group having 4 or more carbon atoms, R ³ is a silicone functional group represented by the following formula (2), and n is an integer of 1 to 4.)

(Wherein R ⁴ is a monovalent aliphatic hydrocarbon group having 1 to 12 carbon atoms, R ⁵ is a divalent aliphatic hydrocarbon group having 1 to 12 carbon atoms, and R ⁶ to R ⁹ are the same or different. An alkyl group having 1 to 3 carbon atoms, m represents an integer of 0 to 10)
0.1 to 55.0% by weight based on the total content of the thickener (A) and the oil agent (B), and the oil agent (B) is added to the thickener (A). ) And an oil agent (B) in an amount of 45.0 to 99.9% by weight based on the sum of the contents.

は In the cosmetic of the present invention, the oil agent (B) preferably contains silicone oil.

化粧 The cosmetic of the present invention preferably has a silicone oil content of 3.0% by weight or more based on the total amount of the oil agent (B).

化粧 In the cosmetic of the present invention, the sum of the contents of the thickener (A) and the oil (B) is preferably at least 5.0% by weight based on the total amount of the cosmetic.

化粧 The cosmetic of the present invention is preferably a makeup cosmetic, an eyelash or eyebrow cosmetic, an oil-in-water base cosmetic, or a sunscreen cosmetic.

The cosmetic of the present invention is thickened by the compound represented by the above formula (1), has an appropriate viscosity, and contains an oil agent whose viscosity is stably maintained over time, and thus has excellent dispersion stability. It also has excellent adhesion to skin, eyelashes, or eyebrows, and spreadability, and can provide a long-lasting glossy or moist feeling by being applied to skin, eyelashes, or eyebrows. Therefore, the cosmetics of the present invention can be suitably used as makeup cosmetics, eyelash or eyebrow cosmetics, oil-in-water base cosmetics, sunscreen cosmetics, and the like.

<Cosmetics>
The cosmetic of the present invention is an oily or aqueous cosmetic, and contains a thickener (A) and an oil (B). The cosmetic of the present invention may have other components (C) described below other than the thickener (A) and the oil agent (B) depending on the use or purpose to be used. In the cosmetic of the present invention, a mixture of the thickener (A) and the oil agent (B) may be referred to as an “oil composition”. This oil composition is a mixture of the thickener (A) and the oil agent (B), and is particularly in a form in which the oil agent is thickened and stabilized (gelled) by the thickener. In the cosmetic of the present invention, the combination of the oil compositions may be any combination in which the thickener (A) and the oil agent (B) are compatible, and the combination is not particularly limited. It should be noted that the concept of the cosmetic of the present invention does not include cleansing cosmetics and hair oil.

The term “thickener” in the cosmetic of the present invention includes not only a thickener that imparts viscosity but also a gelling agent that gels and a stabilizer that stabilizes components of the composition uniformly. It is.

[Thickener (A)]
The thickener (A) in the cosmetic of the present invention contains one or more compounds represented by the following formula (1) (hereinafter sometimes referred to as “compound (1)”).
(R ² -HNOC) _4-n -R ^1- (CONH-R ³ ) _n (1)
[Wherein, R ¹ is a group in which four hydrogen atoms have been removed from the structural formula of an aromatic ring, or four hydrogen atoms have been removed from a structural formula in which two or more aromatic rings are bonded via a single bond or a linking group. R ² is an aliphatic hydrocarbon group having 4 or more carbon atoms, and R ³ is a silicone functional group represented by the following formula (2). n represents an integer of 1 to 4]

(Wherein R ⁴ is a monovalent aliphatic hydrocarbon group having 1 to 12 carbon atoms, R ⁵ is a divalent aliphatic hydrocarbon group having 1 to 12 carbon atoms, and R ⁶ to R ⁹ are the same or different. An alkyl group having 1 to 3 carbon atoms, m represents an integer of 0 to 10)

A bond extending to the left from R ⁵ in the formula (2) bonds to the nitrogen atom in the formula (1).

Examples of the aromatic ring for R ¹ in the formula (1) include an aromatic hydrocarbon ring such as benzene, naphthalene, and biphenyl; and an aromatic heterocyclic ring such as thiophene, pyrrole, pyrazole, imidazole, pyridine, and furan. it can.

The linking group is a divalent group having one or more atoms, and examples thereof include a divalent hydrocarbon group, an ether bond, an ester bond, a carbonate group, and a group in which a plurality of these groups are linked. it can.

Examples of the divalent hydrocarbon group include a linear or branched alkylene group having 1 to 18 carbon atoms such as a methylene group, a methylmethylene group, a dimethylmethylene group, an ethylene group, a propylene group, and a trimethylene group. , 1,2-cyclopentylene, 1,3-cyclopentylene, 1,2-cyclohexylene, 1,3-cyclohexylene, 1,4-cyclohexylene and the like having 3 to 18 carbon atoms. And cycloalkylene groups.

{Examples of the structural formula in which the two or more aromatic rings are bonded via a single bond or a linking group include biphenyl and benzophenone.

As the aromatic ring, an aromatic hydrocarbon ring is particularly preferred. R ¹ in the formula (1) is preferably a group obtained by removing four hydrogen atoms from the structural formula of an aromatic hydrocarbon ring, particularly a group obtained by removing four hydrogen atoms from the structural formula of benzene. Is preferred. In addition, in R ¹ in the formula (1), the four hydrogen atoms excluded are hydrogen atoms bonded to carbon constituting an aromatic ring.

Examples of the aliphatic hydrocarbon group having 4 or more carbon atoms for R ² in the formula (1) include a butyl, t-butyl, pentyl, hexyl, octyl, 2-ethylhexyl, decyl, dodecyl, myristyl, stearyl, nonadecyl group Linear or branched alkyl group having about 4 to 20 (preferably 6 to 18, more preferably 8 to 16) carbon atoms; 2-butenyl, 2-pentenyl, isopentenyl, 2-hexenyl, 3- A linear chain having about 4 to 20 carbon atoms (preferably 6 to 18, more preferably 8 to 16) such as hexenyl, 4-hexenyl, 5-hexenyl, 7-octenyl, 9-decenyl, 11-dodecenyl, and oleyl groups. Or a branched alkenyl group; a carbon number 4 such as a butynyl, pentynyl, hexynyl, octynyl, decynyl, pentadecynyl, octadecynyl group or the like; About 20 (preferably 6 to 18, more preferably 8 to 16), and the like straight chain or branched chain alkynyl groups. Among them, R ² is preferably a straight-chain or branched-chain alkyl group having 4 to 20 carbon atoms, particularly preferably a straight-chain alkyl group having 8 to 16 carbon atoms, and more preferably a straight-chain alkyl group having 8 to 16 carbon atoms. Groups are most preferred. N in the formula (1) is preferably 2, 3, 4, more preferably 2 or 4, and particularly preferably 2. In Formula (1), when n is 1 or 2, a plurality of R ² may be the same or different.

Examples of the monovalent aliphatic hydrocarbon group having 1 to 12 carbon atoms for R ⁴ in the formula (2) include methyl, ethyl, propyl, butyl, t-butyl, pentyl, hexyl, octyl, 2-ethylhexyl, Examples thereof include linear or branched alkyl groups having 1 to 12 (preferably 1 to 8, more preferably 1 to 6, and more preferably 1 to 4) carbon atoms such as decyl and dodecyl groups.

Examples of the divalent aliphatic hydrocarbon group having 1 to 12 carbon atoms for R ⁵ in the formula (2) include methylene, ethylene, propylene, butylene, t-butylene, pentylene, hexylene, octylene, and 2-ethylhexyl. Examples thereof include linear or branched alkylene groups having 1 to 12 (preferably 2 to 8, more preferably 3 to 6) carbon atoms such as xylene, decylene, and dodecylene groups.

Examples of the alkyl group having 1 to 3 carbon atoms for R ⁶ to R ⁹ in the formula (2) include a methyl, ethyl, propyl and isopropyl group.

M in the formula (2) represents an integer of 0 to 10, preferably an integer of 0 to 8, more preferably an integer of 1 to 6, and particularly preferably an integer of 1 to 4. When m is an integer of 2 to 10, a plurality of R ⁶ and R ⁷ may be the same or different.

When n is 2 to 4, a plurality of silicone functional groups (or R ³ ) represented by formula (2) in formula (1) may be the same or different.

The molecular weight of the compound (1) is, for example, about 500 to 2000, preferably 600 to 1900, particularly preferably 700 to 1800, and most preferably 800 to 1500. When the molecular weight of the compound (1) exceeds 2,000, the spreadability of the cosmetic may deteriorate. On the other hand, when the molecular weight of the compound (1) is less than 500, the thickening effect tends to be reduced.

Examples of the compound in which R ¹ in the formula (1) is a group obtained by removing four hydrogen atoms from the structural formula of benzene include, for example, compounds represented by the following (1-a) to (1-e) (benzene (A compound containing a group having an amide group at 1, 2, 4, and 5 positions) (R ² and R ³ are the same as above). When a compound represented by the following (1-a) to (1-e) has a plurality of R ² , those R ² may be the same or different. Similarly, when it has two or more R < ³ >, those R < ³ > may be the same or different.

As the compound in which R ¹ in the formula (1) is a group obtained by removing four hydrogen atoms from the structural formula of benzene, the compound represented by the above formula (1-b) and / or the compound represented by the above formula (1-b) The compound represented by -c) is preferable because it has an excellent effect of appropriately thickening an oil agent (in particular, an oil agent containing silicone oil).

It is preferable that R ² and R ³ in the formula (1) be the following combinations in terms of an excellent effect of appropriately thickening an oil agent (particularly, an oil agent containing silicone oil).
[1] A combination in which R ² is a linear alkyl group having 4 to 10 carbon atoms and R ³ is a silicone functional group in which m in Formula (2) is 0 to 3 [2] A combination in which R ² is 4 carbon atoms to 10 is a linear alkyl group, R ³ is the formula (2) m is 4 to 10 in combination [3] (preferably 4-6) silicone functional group of R ² is - 10 to 16 carbon atoms A combination of (preferably 11 to 14 carbon atoms) a linear alkyl group and R ^{3 wherein} m in the formula (2) is a silicone functional group of 4 to 10 (preferably 4 to 6)

As the compound (1), compounds represented by the following formulas (1-1) to (1-16) are preferable in terms of excellent thickening stability, and particularly, the compounds represented by the following formulas (1-1) to (1) The compound represented by -9) is preferable because it has an excellent effect of appropriately thickening the oil agent.

Compound (1) can form a fibrous self-assembly by self-association at an amide bond site by hydrogen bonding. Further, when the oil agent (B) contains a silicone oil, the R ³ group, which is a silicone functional group, has an affinity for the silicone oil contained in the oil agent (B). Therefore, the oil agent (B) (particularly, while maintaining transparency, by making the thickener (A) containing the compound (1) compatible with the oil agent (B) (particularly an oil agent containing silicone oil). Oil agent containing silicone oil) can be thickened moderately and stably over time. In particular, when R ³ in the formula (1) in the compound (1) is two or more different groups, the compound has appropriate crystallinity, so that the viscosity increases without being limited to the type of the oil agent (B). And can exert a thickening effect on a wider range of the oil agent (B). That is, it has a wide oil agent selectivity.

Compound (1) in which n in the formula (1) is 2 and R ¹ is a group obtained by removing four hydrogen atoms from the structural formula of benzene can be obtained, for example, by the following method.
First, benzenetetracarboxylic acid-1,2: 4,5-dianhydride and silicon for introducing a group represented by R ³ in the formula (1) [silicone functional group represented by the formula (2)] The compound is reacted with an amine (R ³ NH ₂ ) in an alcohol to obtain a compound represented by (HOOC) _4-n -R ^1- (CONH-R ³ ) _n as an intermediate. Next, the obtained compound is reacted with a compound (R ² NH ₂ ) for introducing a group represented by R ² in the formula (1) in an alcohol, and water is removed from the reaction system by azeotropic distillation. To obtain the compound (1).

In the above formula, R ² and R ³ are the same as described above. Compound (1) other than the compound represented by the above chemical formula can be synthesized by the same method.

化合物 The content of the compound (1) in the cosmetic of the present invention is 0.1 to 55.0% by weight based on the sum of the contents of the thickener (A) and the oil agent (B). The lower limit of the content of the compound (1) is preferably 0.2% by weight, more preferably 0.3% by weight, further preferably 0.4% by weight, and particularly preferably 0.5% by weight. The upper limit of the content is preferably 50.0% by weight, more preferably 45.0% by weight, further preferably 40.0% by weight, and particularly preferably 35.0% by weight. When the content of the compound (1) is 0.1 to 55.0% by weight, an appropriate viscosity can be imparted to the oil agent, and the appropriate viscosity can be stably maintained. Also, it has excellent adhesion to eyebrows and spreadability, and can be applied to skin, eyelashes, or eyebrows to give a long-lasting glossy or moist feeling.

When the cosmetic of the present invention is a makeup cosmetic, the content of the compound (1) is, for example, 0.5 to 30 with respect to the sum of the contents of the thickener (A) and the oil (B). 0.0% by weight. The lower limit of the content of the compound (1) is preferably 1.0% by weight, more preferably 2.0% by weight, further preferably 3.0% by weight, and particularly preferably 5.0% by weight. The upper limit of the content is preferably 25.0% by weight, more preferably 20.0% by weight, further preferably 15.0% by weight, particularly preferably 12.0% by weight.

When the cosmetic of the present invention is an eyelash or eyebrow cosmetic, the content of the compound (1) is, for example, 0.3 to 0.3 to the sum of the contents of the thickener (A) and the oil (B). 23.0% by weight. The lower limit of the content of the compound (1) is preferably 0.5% by weight, more preferably 1.0% by weight, further preferably 2.0% by weight, and particularly preferably 3.0% by weight. The upper limit of the content is preferably 20.0% by weight, more preferably 15.0% by weight, further preferably 10.0% by weight, and particularly preferably 8.0% by weight.

When the cosmetic of the present invention is an oil-in-water type base cosmetic, the content of the compound (1) is, for example, 0.5 with respect to the sum of the contents of the thickener (A) and the oil (B). ５５55.0% by weight. The lower limit of the content of the compound (1) is preferably 1.0% by weight, more preferably 2.0% by weight, further preferably 3.0% by weight, and particularly preferably 4.0% by weight. The upper limit of the content is preferably 50.0% by weight, more preferably 45.0% by weight, further preferably 40.0% by weight, and particularly preferably 35.0% by weight.

場合 When the cosmetic of the present invention is a sunscreen cosmetic, the content of the compound (1) is, for example, 0.1 to 28.0% by weight based on the total amount of the cosmetic. The lower limit of the content of the compound (1) is preferably 0.2% by weight, more preferably 0.3% by weight, further preferably 0.5% by weight, and particularly preferably 1.0% by weight. The upper limit of the content is preferably 24.0% by weight, more preferably 20.0% by weight, further preferably 15.0% by weight, particularly preferably 10.0% by weight.

The content of the compound (1) is, for example, about 0.5 to 55.0 parts by weight based on 100 parts by weight of the oil agent (B). The lower limit of the content is preferably 0.6 part by weight, more preferably 0.7 part by weight, further preferably 0.8 part by weight, particularly preferably 1.0 part by weight. The upper limit of the content is preferably 50.0 parts by weight, more preferably 45.0 parts by weight, further preferably 40.0 parts by weight, particularly preferably 35.0 parts by weight. When the content of the compound (1) is in the above range, the dispersion stability is excellent, and the adhesion to the skin, eyelashes, or eyebrows, and the spreadability are excellent. It can provide a glossy or moist feeling that is sustainable over time.

When the cosmetic of the present invention is a makeup cosmetic, the content of the compound (1) is, for example, 0.5 to 25.0 parts by weight (preferably 1.0 to 2.0 parts by weight) based on 100 parts by weight of the oil agent (B). 0 to 20.0 parts by weight). When the cosmetic of the present invention is an eyelash or eyebrow cosmetic, the content of the compound (1) is, for example, 0.5 to 10.0 parts by weight (preferably 1 to 100 parts by weight) with respect to 100 parts by weight of the oil agent (B). 0.0 to 8.0 parts by weight). When the cosmetic of the present invention is an oil-in-water base cosmetic, the content of the compound (1) is, for example, 1.0 to 55.0 parts by weight (preferably 100 parts by weight of the oil agent (B)). 5.0 to 50.0 parts by weight). When the cosmetic of the present invention is a sunscreen cosmetic, the content of the compound (1) is, for example, 0.5 to 10.0 parts by weight (preferably 1.10 parts by weight) with respect to 100 parts by weight of the oil agent (B). 0 to 8.0 parts by weight).

として As the thickener (A), a known and commonly used thickener other than the compound (1) may be used together with the compound (1). The content of the compound (1) in the thickener (A) is, for example, 30% by weight or more, preferably 50% by weight or more, more preferably 70% by weight or more, based on the total amount of the thickener (A). It is more preferably at least 85% by weight, particularly preferably at least 95% by weight. When the content of the compound (1) is 30% by weight or more, an appropriate viscosity can be imparted to the oil agent, and the appropriate viscosity can be stably maintained, so that the oil is applied to the skin, eyelashes, or eyebrows. Excellent adhesion and spreadability.

The content of the thickener (A) (when two or more kinds are contained, the total amount) is, for example, 0.1 to 55.0 with respect to the sum of the contents of the thickener (A) and the oil agent (B). % By weight. The lower limit of the content is preferably 0.2% by weight, more preferably 0.3% by weight, further preferably 0.4% by weight, and particularly preferably 0.5% by weight. The upper limit of the content is preferably 50.0% by weight, more preferably 45.0% by weight, further preferably 40.0% by weight, and particularly preferably 35.0% by weight. When the content of the thickener (A) is within the above range, an appropriate viscosity can be imparted to the oil agent, and an appropriate viscosity can be stably maintained, so that the oil agent is applied to the skin, eyelashes, or eyebrows. Excellent adhesion and spreadability.

(4) The content of the thickener (A) (when two or more kinds are contained, the total amount) is, for example, about 0.5 to 55.0 parts by weight based on 100 parts by weight of the oil agent (B). The lower limit of the content is preferably 0.6 part by weight, more preferably 0.7 part by weight, further preferably 0.8 part by weight, and particularly preferably 1.0 part by weight. The upper limit of the content is preferably 50.0 parts by weight, more preferably 45.0 parts by weight, further preferably 40.0 parts by weight, particularly preferably 35.0 parts by weight, and most preferably 20.0 parts by weight. Parts by weight, particularly preferably 15.0 parts by weight. When the content of the thickener (A) is in the above range, the dispersion stability is excellent, and the adhesiveness to skin, eyelashes, or eyebrows, and the spreadability are excellent, and application to skin, eyelashes, or eyebrows Thereby, a long-lasting glossy or moist feeling can be imparted.

含有 The content of the thickener (A) is, for example, 0.1 to 30.0% by weight based on the total amount of the cosmetic. The lower limit of the content is preferably 0.2% by weight, more preferably 0.3% by weight, further preferably 0.5% by weight, and particularly preferably 1.0% by weight. The upper limit of the content is preferably 25.0% by weight, more preferably 20.0% by weight, further preferably 15.0% by weight, and particularly preferably 12.0% by weight. When the content of the thickener (A) is within the above range, an appropriate viscosity can be imparted to the oil agent, and an appropriate viscosity can be stably maintained, so that the oil agent is applied to the skin, eyelashes, or eyebrows. Excellent adhesion and spreadability.

When the cosmetic of the present invention is a makeup cosmetic, the content of the thickener (A) is, for example, 0.5 with respect to the sum of the contents of the thickener (A) and the oil agent (B). To 35.0% by weight (preferably 1.0 to 25.0% by weight).

When the cosmetic of the present invention is a makeup cosmetic, the content of the thickener (A) is, for example, 0.5 to 25.0 parts by weight (preferably 100 parts by weight of the oil (B)). 1.0 to 20.0 parts by weight).

場合 When the cosmetic of the present invention is a makeup cosmetic, the content of the thickener (A) is, for example, 0.5 to 30.0% by weight based on the total amount of the cosmetic. The lower limit of the content of the compound (1) is preferably 1.0% by weight, more preferably 2.0% by weight, further preferably 3.0% by weight, and particularly preferably 5.0% by weight. The upper limit of the content is preferably 25.0% by weight, more preferably 20.0% by weight, further preferably 15.0% by weight, and particularly preferably 12.0% by weight.

When the cosmetic of the present invention is eyelash or eyebrow cosmetic, the content of the thickener (A) is, for example, 0.1% with respect to the sum of the contents of the thickener (A) and the oil (B). It is 3 to 25.0% by weight (preferably 1.0 to 15.0% by weight).

When the cosmetic of the present invention is an eyelash or eyebrow cosmetic, the content of the thickener (A) is, for example, 0.5 to 10.0 parts by weight (preferably 100 parts by weight of the oil (B)). Is 1.0 to 8.0 parts by weight).

場合 When the cosmetic of the present invention is an eyelash or eyebrow cosmetic, the content of the thickener (A) is, for example, 0.1 to 25.0% by weight based on the total amount of the cosmetic. The lower limit of the content of the compound (1) is preferably 0.5% by weight, more preferably 1.0% by weight, further preferably 2.0% by weight, and particularly preferably 3.0% by weight. The upper limit of the content is preferably 20.0% by weight, more preferably 15.0% by weight, further preferably 10.0% by weight, and particularly preferably 8.0% by weight.

When the cosmetic of the present invention is an oil-in-water base cosmetic, the content of the thickener (A) is, for example, 0 with respect to the sum of the contents of the thickener (A) and the oil (B). 0.5 to 55.0% by weight (preferably 1.0 to 50.0% by weight).

When the cosmetic of the present invention is an oil-in-water base cosmetic, the content of the thickener (A) is, for example, 1.0 to 55.0 parts by weight relative to 100 parts by weight of the oil (B). Preferably it is 5.0 to 50.0 parts by weight).

場合 When the cosmetic of the present invention is an oil-in-water base cosmetic, the content of the thickener (A) is, for example, 1.0 to 15.0% by weight based on the total amount of the cosmetic. The lower limit of the content of the compound (1) is preferably 1.5% by weight, more preferably 2.0% by weight, further preferably 3.0% by weight, and particularly preferably 4.0% by weight. The upper limit of the content is preferably 45.0% by weight, more preferably 12.0% by weight, further preferably 10.0% by weight, particularly preferably 8.0% by weight, and most preferably 6.0% by weight. % By weight.

When the cosmetic of the present invention is a sunscreen cosmetic, the content of the thickener (A) is, for example, 0.1 to the sum of the contents of the thickener (A) and the oil (B). To 30.0% by weight (preferably 0.5 to 20.0% by weight).

When the cosmetic of the present invention is a sunscreen cosmetic, the content of the thickener (A) is, for example, 0.5 to 10.0 parts by weight (preferably 100 parts by weight of the oil (B)). 1.0 to 8.0 parts by weight).

場合 When the cosmetic of the present invention is a sunscreen cosmetic, the content of the thickener (A) is, for example, 0.1 to 25.0% by weight based on the total amount of the cosmetic. The lower limit of the content of the compound (1) is preferably 0.2% by weight, more preferably 0.3% by weight, further preferably 0.5% by weight, and particularly preferably 1.0% by weight. The upper limit of the content is preferably 20.0% by weight, more preferably 15.0% by weight, further preferably 10.0% by weight, and particularly preferably 8.0% by weight.

[Oil (B)]
As the oil agent (B) in the cosmetic of the present invention, any oil agent can be used without particular limitation as long as it can give a glossy or moist feeling when applied to the skin, eyelashes, or eyebrows. In particular, the cosmetic of the present invention contains the oil agent (B) in an amount of 45.0 to 99.9% by weight based on the sum of the contents of the thickener (A) and the oil agent (B). As the oil agent (B), one type can be used alone, or two or more types can be used in combination. The oil agent (B) does not include the thickener (A).

油 The oil agent (B) in the cosmetic of the present invention preferably contains silicone oil. The oil agent (B) containing silicone oil is given an excellent thickening and stabilizing effect by the thickener (A) containing the compound (1) having a silicone functional group.

Silicone oil is an oil (oil) composed of a synthetic polymer compound having a main skeleton formed by siloxane bonds. Examples of the silicone oil include decamethylcyclopentasiloxane, octamethylcyclotetrasiloxane, aminopropyldimethylsilicone, dimethylsilicone, diphenylsilicone, dimethylpolysiloxane, and decamethylpolysiloxane. Among them, cyclic silicones having 4 to 10 ring members such as decamethylcyclopentasiloxane are preferable from the viewpoint of stability and safety when used as cosmetics. As the silicone oil, one type can be used alone, or two or more types can be used in combination.

The oil agent (B) may contain an oil other than the silicone oil (for example, a polar oil or a non-polar oil described below) depending on the use or purpose of the cosmetic.

Examples of the polar oil include fats and oils such as olive oil, waxes such as lanolin, esters [isopropyl myristate, decyl oleate, cetyl octanoate, cetyl 2-ethylhexanoate, glyceryl tri-2-ethylhexanoate, Esters of fatty acids having 8 or more carbon atoms (preferably 8 to 25 carbon atoms) such as octyl palmitate and alcohols, and higher fatty acids [12 or more carbon atoms such as lauric acid, oleic acid, stearic acid and isostearic acid; Preferably, fatty acids having 12 to 25 carbon atoms], higher alcohols solid at room temperature [alcohols having 12 or more carbon atoms (preferably, 12 to 25 carbon atoms such as cetanol and cetostearyl alcohol)] and the like. it can.

Examples of the non-polar oil include squalane, petrolatum, hydrocarbon oils (such as isododecane, isoparaffin, and liquid paraffin).

When the cosmetic of the present invention is a makeup cosmetic (particularly, lip gloss), as the oil agent (B), soparaffin (light isoparaffin, heavy isoparaffin, liquid isoparaffin), hydrogenated polyisobutene, diisotridecyl malate, Isotridecyl isononanoate, octyldodecyl myristate, olive oil, ethylhexyl palmitate, tribehenin, squalane, stearic acid, (hydrogenated) castor oil, and the like may be blended. In particular, it may contain isoparaffin.

When the cosmetic of the present invention is eyelash or eyebrow cosmetic (especially mascara), the oil agent (B) may be isoparaffin (light isoparaffin, heavy isoparaffin, soft isoparaffin, liquid isoparaffin), octyl palmitate, ) It is preferable to mix stearic acid, behenyl alcohol and the like. Soft isoparaffin is a paraffin having a branched chain such as hydrogenated polyisobutene. It is particularly preferable that the oil agent (B) contains isoparaffin. The content (total) of these in the oil agent (B) in the case of eyelash or eyebrow cosmetics is, for example, 30% by weight or more (preferably 50% by weight or more, particularly preferably 70% by weight or more).

When the cosmetic of the present invention is an oil-in-water type base cosmetic, as the oil agent (B), stearic acid, cetostearyl alcohol, glyceryl tri-2-ethylhexenoate, (liquid) paraffin, isotridecyl isonanoate, olive oil, It is preferable to mix rosehip oil, behenyl alcohol and the like. In particular, it is preferable to contain glyceryl tri-2-ethylhexenoate and (liquid) paraffin. The content (total) of these in the oil agent (B) in the case of an oil-in-water base cosmetic is, for example, 30% by weight or more. (Preferably at least 50% by weight, particularly preferably at least 70% by weight).

場合 When the cosmetic of the present invention is a sunscreen cosmetic, it is preferable to blend isododecane, cetyl octanoate, (liquid) paraffin, olive oil and the like as the oil agent (B). The content (total) of these in the oil agent (B) in the case of a sunscreen cosmetic is, for example, 30% by weight or more (preferably 50% by weight or more, particularly preferably 70% by weight or more).

In addition, when the cosmetic of the present invention is eyelash or eyebrow cosmetic such as mascara or eyebrow, the temperature is 30 ° C. in view of temperature stability, volume effect, curl effect, etc. together with the above-mentioned polar oil and non-polar oil. Preferably contains a solid oil agent (solid oil).

Examples of the oil agent (solid oil) which is solid at -30 ° C include paraffin, microcrystalline wax, polyethylene wax, candelilla wax, carnauba wax, beeswax, mokuro, jojoba ester, synthetic wax and the like. The content (total) of these solid oils in the oil agent (B) is, for example, 1.0 to 20.0% by weight (preferably 1.5 to 10.0% by weight, particularly preferably 2.0 to 8% by weight). 0.0% by weight).

The content of the silicone oil in the oil agent (B) is, for example, not less than 3.0% by weight, preferably not less than 5.0% by weight, more preferably not less than 10% by weight, further preferably not less than the total amount of the oil agent (B). Is at least 20% by weight, particularly preferably at least 30% by weight, most preferably at least 50% by weight. When the content of the silicone oil is 3.0% by weight or more, the thickening effect of the thickener (A) containing the compound (1) having a silicone functional group can be more exerted.

When the cosmetic of the present invention is a makeup cosmetic, the content of the silicone oil is, for example, 30% by weight or more (preferably 50% by weight or more, more preferably 70% by weight, based on the total amount of the oil agent (B). Above). When the cosmetic of the present invention is an eyelash or eyebrow cosmetic, the silicone oil content is, for example, 3.0% by weight or more (preferably 5.0% by weight or more, based on the total amount of the oil agent (B)). Preferably 8.0% by weight or more). When the cosmetic of the present invention is an oil-in-water type base cosmetic, the content of silicone oil is, for example, 30% by weight or more (preferably 50% by weight or more, more preferably 70% by weight or more) based on the total amount of the oil agent (B). % By weight or more). When the cosmetic of the present invention is a sunscreen cosmetic, the content of the silicone oil is, for example, 30% by weight or more (preferably 50% by weight or more, more preferably 70% by weight, based on the total amount of the oil agent (B). Above).

When the oil (B) contains an oil other than the silicone oil (for example, the above-mentioned polar oil or non-polar oil), the content of the oil other than the silicone oil is, for example, 1 to 70% by weight based on the total amount of the oil (B). %, Preferably 2 to 50% by weight, more preferably 3 to 40% by weight, still more preferably 5 to 30% by weight, particularly preferably 8 to 25% by weight.

The content of the silicone oil is, for example, 30.0 to 99.9% by weight based on the sum of the contents of the thickener (A) and the oil (B). The lower limit of the content is preferably 40.0% by weight, more preferably 50.0% by weight, further preferably 60.0% by weight, and particularly preferably 70.0% by weight. The upper limit of the content is preferably 99.6% by weight, more preferably 99.4% by weight, further preferably 99.2% by weight, and particularly preferably 99.0% by weight. When the content of the silicone oil is in the above range, the thickening effect of the thickener containing the compound (1) having a silicone functional group can be more exerted.

含有 The content of the oil agent (B) is 45.0 to 99.9% by weight based on the sum of the contents of the thickener (A) and the oil agent (B). The lower limit of the content is preferably 55.0% by weight, more preferably 65.0% by weight, further preferably 70.0% by weight, particularly preferably 80.0% by weight, and most preferably 85.0% by weight. %. The upper limit of the content is preferably 99.6% by weight, more preferably 99.4% by weight, further preferably 99.2% by weight, and particularly preferably 99.0% by weight. When the content of the silicone oil is in the above range, the thickening effect of the thickener containing the compound (1) having a silicone functional group can be more exerted.

When the cosmetic of the present invention is a makeup cosmetic, the content of the oil agent (B) is, for example, 65.0 to 99 with respect to the sum of the contents of the thickener (A) and the oil agent (B). 0.5% by weight (preferably 75.0 to 99.0% by weight). When the cosmetic of the present invention is an eyelash or eyebrow cosmetic, the content of the oil agent (B) is, for example, 75.0 to less than the sum of the contents of the thickener (A) and the oil agent (B). 99.7% by weight (preferably 85.0 to 99.0% by weight). When the cosmetic of the present invention is an oil-in-water base cosmetic, the content of the oil agent (B) is, for example, 45.0 with respect to the sum of the contents of the thickener (A) and the oil agent (B). To 99.5% by weight (preferably 50.0 to 99.0% by weight). When the cosmetic of the present invention is a sunscreen cosmetic, the content of the oil agent (B) is, for example, 70.0 to 99 with respect to the sum of the contents of the thickener (A) and the oil agent (B). 9.9% by weight (preferably 80.0 to 99.5% by weight).

含有 The content of the oil agent (B) in the cosmetic of the present invention (the total amount when two or more kinds are contained) is, for example, 4.0 to 98.9% by weight based on the total amount of the cosmetic. The lower limit of the content is preferably 8.5% by weight, more preferably 10.0% by weight, further preferably 35.0% by weight, and particularly preferably 40.0% by weight. The upper limit of the content is preferably 98.5% by weight, more preferably 89.8% by weight, further preferably 89.5% by weight, and particularly preferably 89.0% by weight. When the content of the oil agent (B) is within the above range, the thickening effect of the thickener (A) can be further exhibited.

When the cosmetic of the present invention is a makeup cosmetic, the content of the oil agent (B) is, for example, 10.0 to 98.5% by weight (preferably 35.0 to 89.50% by weight) based on the total amount of the cosmetic. 0% by weight). When the cosmetic of the present invention is an eyelash or eyebrow cosmetic, the content of the oil agent (B) is, for example, 15.0 to 98.9% by weight (preferably 40.0 to 89%) with respect to the total amount of the cosmetic. 0.5% by weight). When the cosmetic of the present invention is an oil-in-water base cosmetic, the content of the oil agent (B) is, for example, 4.0 to 35.0% by weight (preferably 8.5 to 5% by weight) based on the total amount of the cosmetic. 18.0% by weight). When the cosmetic of the present invention is a sunscreen cosmetic, the content of the oil agent (B) is, for example, 15.0 to 98.9% by weight (preferably 40.0 to 89.9% by weight) based on the total amount of the cosmetic. 8% by weight).

The sum of the content of the thickener (A) and the content of the oil agent (B) in the cosmetic of the present invention is, for example, 5.0% by weight or more, preferably 10.0% by weight or more, based on the total amount of the cosmetic. It is preferably at least 20.0% by weight, particularly preferably at least 40.0% by weight, most preferably at least 60.0% by weight. When the sum of the contents of the thickener (A) and the oil agent (B) is within the above range, the dispersion stability is excellent, and the adhesion to skin, eyelashes, or eyebrows, and the spreadability are excellent. By applying to eyelashes, eyelashes, or eyebrows, a long-lasting glossy or moist feeling can be imparted.

When the cosmetic of the present invention is a makeup cosmetic, the sum of the contents of the thickener (A) and the oil agent (B) is, for example, 40.0% by weight or more (preferably 60.0% by weight or more). When the cosmetic of the present invention is an eyelash or eyebrow cosmetic, the sum of the contents of the thickener (A) and the oil (B) is, for example, 40.0 to 99.0% by weight based on the total amount of the cosmetic. % (Preferably 60.0 to 90.0% by weight). When the cosmetic of the present invention is an oil-in-water base cosmetic, the sum of the contents of the thickener (A) and the oil (B) is, for example, 5.0 to 50.0 with respect to the total amount of the cosmetic. % By weight (preferably 10.0 to 30.0% by weight). When the cosmetic of the present invention is a sunscreen cosmetic, the sum of the contents of the thickener (A) and the oil agent (B) is, for example, 40.0 to 99.0% by weight based on the total amount of the cosmetic. (Preferably 60.0 to 90.0% by weight).

[Other components (C)]
The cosmetic of the present invention can contain other components (C) other than the thickener (A) and the oil agent (B) depending on the use and purpose. As the other component (C), one of the following components can be used alone, or two or more can be used in combination.

For example, when the cosmetic of the present invention is a makeup cosmetic such as a lipstick, a lip balm, a lip gloss, a blusher, a foundation, etc., it may contain a polysaccharide fatty acid ester as the other component (C), which may cause adhesion to the skin. This is preferable in that the properties, glossiness, and durability of glossiness can be further improved.

Polysaccharide fatty acid esters are esters of polysaccharides and fatty acids obtained by glycosylation of two or more monosaccharides. Examples of the polysaccharide include dextrin, cyclodextrin, glycogen, pullulan, glucomannan, fucoidan, inulin, cellulose, chitin, hyaluronic acid, chondroitin sulfate, etc., and a molecular formula (C ₆ H ₁₀ O ₅ ) _t (where t is 2 or more). Is an integer). Examples of the fatty acids include fatty acids having 8 to 20 carbon atoms, such as octanoic acid, decanoic acid, lauric acid, myristic acid, oleic acid, and stearic acid.

As the polysaccharide fatty acid ester, it is preferable to use at least one selected from dextrin laurate, dextrin myristate, and the like. In the case of a makeup cosmetic, the content (total) of the polysaccharide fatty acid ester in the other components (C) is, for example, 30.0% by weight or more (preferably 50.0% by weight or more, particularly preferably 70.% by weight or more). 0% by weight or more).

For example, when the cosmetic of the present invention is an oil-in-water base cosmetic, it is preferable to contain an aqueous component such as water as the other component (C). Examples of the aqueous component other than water include alcohols such as ethanol and isopropyl alcohol; glycols such as propylene glycol, 1,3-butylene glycol, dipropylene glycol, and polyethylene glycol; glycerin, diglycerin, polyglycerin, and the like. It may contain at least one selected from glycerins and the like. In the case of the oil-in-water base cosmetic, the content (total) of the aqueous component in the other component (C) is, for example, 30.0% by weight or more (preferably 50.0% by weight or more, particularly preferably 70% by weight or more). 0.0% by weight or more).

For example, when the cosmetic of the present invention is a sunscreen cosmetic, it is preferable to contain an ultraviolet ray protective agent as the other component (C). In the case of a sunscreen cosmetic, the content of the ultraviolet protective agent in the other components (C) is, for example, 30.0% by weight or more (preferably 50.0% by weight or more, particularly preferably 70.0% by weight). Above).

An ultraviolet ray protective agent is a compound that exerts an action of protecting the skin and the like from damage caused by ultraviolet rays, and includes an ultraviolet ray scattering agent and an ultraviolet ray absorbing agent. Among the cosmetics of the present invention, it is preferable to use an ultraviolet light scattering agent, since stickiness during use can be suppressed.

Examples of the ultraviolet scattering agent include metal oxides such as titanium oxide, zinc oxide and cerium oxide; metal hydroxides such as iron hydroxide; metal flakes such as plate-like iron oxide and aluminum flake; ceramics such as silicon carbide. And the like.

平均 The average particle size of the ultraviolet scattering agent is, for example, about 5 to 100 nm.

The ultraviolet scattering agent may be one to which new properties (for example, water repellency) have been imparted by a conventionally known surface treatment. Examples of the surface treatment include fluorine compound treatment, silicone treatment, silicone resin treatment, pendant treatment, silane coupling agent treatment, titanium coupling agent treatment, silane treatment, oil treatment, N-acylated lysine treatment, and polyacrylic acid treatment. Metal soap treatment, acrylic resin treatment, metal oxide treatment, and the like. These treatments can be performed alone or in combination of two or more.

Examples of the ultraviolet absorber include 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-methoxybenzophenone-5-sulfate, 2,2'-dihydroxy-4-methoxybenzophenone, and p-methoxyhydrocinnamic acid diethanolamine salt , Paraaminobenzoic acid, ethyldihydroxypropylbenzoic acid, glycerylbenzoic acid, homomenthyl salicylate, methyl-o-aminobenzoate, 2-ethylhexyl-2-cyano-3,3-diphenylacrylate, octyldimethylbenzoic acid, octyl salicylate, 2- Phenyl-benzimidazole-5-sulfate, triethanolamine salicylate, 3- (4-methylbenzylidene) camphor, 2,4-dihydroxybenzophenone, 2,2 ', 4,4'-tetrahydroxybenzo Enone, 2,2'-dihydroxy-4,4'-dimethoxybenzophenone, 2-hydroxy-4-N-octoxybenzophenone, 4-isopropyldibenzoylmethane, butylmethoxydibenzoylmethane, 4- (3,4-dimethoxy (Phenylmethylene) -2,5-dioxo-1-imidazolidine 2-ethylhexyl propionate, octyltriazone, dimethoxycinnamic acid isooctanoic acid glyceride, and polymer derivatives and silane derivatives thereof.

化粧 The cosmetic of the present invention is an oily or aqueous cosmetic, especially a makeup cosmetic, eyelash or eyebrow cosmetic, an oil-in-water base cosmetic, or a sunscreen cosmetic.

The viscosity (at 25 ° C., at a shear rate of 10 s ⁻¹ ) of the cosmetic of the present invention can be appropriately adjusted depending on the application, but it is about 0.1 to 20.0 Pa · s, It has excellent adhesion to skin, eyelashes, or eyebrows, and can be applied to skin, eyelashes, or eyebrows to impart a glossy or moist feeling, and the glossy or moist feeling can be maintained for a long time (for example, 3 For more than an hour).

When the cosmetic of the present invention is a makeup cosmetic, the viscosity is preferably 0.5 to 20.0 Pa · s, particularly preferably 5.0 to 15.0 Pa · s, and most preferably 7.0 to 13 Pa · s. 0.0 Pa · s. When the cosmetic of the present invention is eyelash or eyebrow cosmetic, the viscosity is preferably 0.2 to 10.0 Pa · s, particularly preferably 3.0 to 10.0 Pa · s, and most preferably 5.0 to 10.0 Pa · s. It is 9.0 Pa · s. When the cosmetic of the present invention is an oil-in-water base cosmetic, the viscosity is preferably 0.5 to 10.0 Pa · s, particularly preferably 1.0 to 5.0 Pa · s. When the cosmetic of the present invention is a sunscreen cosmetic, the viscosity is preferably 0.1 to 10.0 Pa · s, particularly preferably 0.5 to 5.0 Pa · s.

The cosmetics of the present invention include makeup cosmetics (oil-based cosmetics) such as lipstick, lip balm, lip gloss, blusher, foundation, etc .; eyelash or eyebrow cosmetics such as mascara, eyebrow (eyebrow ink); makeup cosmetics Oil-in-water type makeup bases (= base makeup, water-based makeup) to be applied to the skin prior to application of the sunscreen; sunscreen cosmetics such as sunscreen agents.

Since the cosmetic of the present invention has the above properties, it has excellent dispersion stability, adhesion to skin, eyelashes, or eyebrows, excellent spreadability, and has a glossy or moist feeling when applied to skin, eyelashes, or eyebrows. The glossy or moist feeling can be maintained for a long time.

化粧 The cosmetic of the present invention can be produced through, for example, a step including a step of making the thickener (A) and the oil agent (B) compatible. To be more specific, the total amount of the thickener (A) and the oil agent (B) is mixed, heated, made compatible, cooled, and then mixed with the other component (C). Can be. Further, a thickener (A) is mixed with a part of the oil agent (B), heated and made compatible, and then cooled, and then the remaining oil agent (B) is mixed, and other components are added thereto. It can also be produced by a method of adding (C) and mixing.

The temperature at the time of compatibility is appropriately selected depending on the types of the thickener (A) and the oil agent (B) and is not particularly limited, but it is preferably not more than 100 ° C., and the boiling point of the oil agent (B) is 100 In the case where the temperature is not higher than about ° C, the boiling point is preferably about the same. Cooling after compatibilization is sufficient as long as it can be cooled to room temperature (for example, 25 ° C. or lower), and it may be gradually cooled at room temperature or may be rapidly cooled by ice cooling or the like.

Hereinafter, the present invention will be described more specifically with reference to examples, but the present invention is not limited to these examples. In Table 1-3 below, "-" indicates that the component was not blended. Compounds (1-1), (1-4), (1-6) and comparative compounds which are thickeners were obtained by the method of Synthesis Example 1-4 below.

Synthesis Example 1 <Production of compound (1-1)>
In a 150 mL four-neck separable flask equipped with a Dimroth condenser, a nitrogen inlet dropping funnel, and a thermocouple, 2 g of isobutanol (iBuOH), 16 g of cyclohexane (CHex), 1,2,4,5-benzenetetracarbon 532 mg (2.4 mmol) of acid-1,2: 4,5-dianhydride were charged. Thereafter, the temperature in the system of the four-neck separable flask was set at 25 ° C., and the charged compounds were mixed. Thereafter, 1.0 g (4.8 mmol) of 3-aminopropylpentamethyldisiloxane as silicon amine was added dropwise to the mixed compound in the four-neck separable flask over 5 minutes, and the mixture was aged for 2 hours. Thus, 1,4-diaminopropylpentamethyldisiloxane-2,5-benzenedicarboxylic acid as an intermediate of the compound (1-1) was obtained.

Next, 617 mg (4.8 mmol) of diisopropylcarbodiimide (DIC) was charged into a four-neck separable flask over 5 minutes, and aged for 10 minutes. Thereafter, 629 mg (4.8 mmol) of octylamine was added dropwise to the four-neck separable flask over 10 minutes, and the mixture was aged at 25 ° C. for 2 hours. Thereafter, aging was further performed at 40 ° C. for 18 hours. Thereafter, the pressure inside the four-neck separable flask was reduced to remove the solvent, and then the precipitated solid was separated by filtration to obtain 15 g of a crude product. 20 g of acetone was added thereto, followed by washing, and the product was separated and purified by column chromatography to obtain 200 mg of the target compound (1-1). The molecular weight of the compound (1-1) was 851.5.

The chemical formula of the reaction in Synthesis Example 1 is as follows. Also. The result of ¹ H-NMR measurement of the obtained compound (1-1) is as follows.

¹ H-NMR (400 MHz, CDCl ₃ ): δ 8.5-9.5 (m, 2H), 3.41-3.45 (m, 8H), 1.10-1.82 (m, 28H), 0.80-0.91 (m, 6H), 0.41 -0.60 (m, 4H), 0.01-0.12 (m, 30H).

Synthesis Example 2 <Production of compound (1-4)>
Synthesis was performed in the same manner as in Synthesis Example 1 except that 3-aminopropylpentamethyldisiloxane was changed to 3-aminopropylundecamethylpentasiloxane, to obtain the following compound (1-4). The result of ¹ H-NMR measurement of the obtained compound (1-4) was as follows. The molecular weight of compound (1-4) was 1296.4.

¹ H-NMR (400 MHz, CDCl ₃ ): δ 8.5-9.5 (m, 2H), 3.21-3.45 (m, 8H), 1.10-1.82 (m, 28H), 0.80-0.91 (m, 6H), 0.51 -0.70 (m, 4H), 0.11-0.19 (m, 75H).

Synthesis Example 3 <Production of compound (1-6)>
Synthesis was performed in the same manner as in Synthesis Example 2 except that octylamine was changed to dodecylamine to obtain the following compound (1-6). The result of ¹ H-NMR measurement of the obtained compound (1-6) was as follows. The molecular weight of compound (1-6) was 1408.6.

¹ H-NMR (400 MHz, CDCl ₃ ): δ 8.5-9.5 (m, 2H), 3.21-3.45 (m, 8H), 1.10-1.82 (m, 44H), 0.80-0.91 (m, 6H), 0.51 -0.70 (m, 4H), 0.11-0.19 (m, 75H).

Synthesis Example 4 <Production of Comparative Compound>
Synthesis was performed in the same manner as in Synthesis Example 1 except that 3-aminopropylpentamethyldisiloxane was changed to 1-oleylamine-9,10-ene and octylamine to 2-ethylhexylamine, to obtain the following comparative compound.

Example 1: Makeup cosmetics (lip gloss)
10 parts by weight of the compound (1-1) obtained in Synthesis Example 1 as a thickener and 90 parts by weight of cyclopentasiloxane (trade name "KF-995", manufactured by Shin-Etsu Chemical Co., Ltd.) as an oil agent are mixed. The mixture was heated and stirred at 80 ° C. to make them compatible with each other, and cooled to 25 ° C. to obtain lip gloss. The viscosity of the obtained lip gloss (1) at 25 ° C. (shear rate 10 s ⁻¹ ) was 10.0 Pa · s. The following evaluation was performed about the obtained lip gloss. Table 1 shows the evaluation results.

(Evaluation)
Sensory evaluation was performed by 20 healthy female panelists on spreadability (expansion), adhesion to skin, lack of stickiness, gloss (initial), and gloss 3 hours after application. In addition, each evaluation item was made into 5 points and the average score of 20 persons was calculated, and it evaluated based on the following criteria.
[Evaluation criteria]
（(Good): 4.0 points or more Δ (somewhat bad): 2.5 points or more and less than 4.0 points × (bad): less than 2.5 points

(Evaluation of stability over time)
The lip gloss obtained above was exposed to a thermostat at a temperature of 40 ° C. for one month, and the change over time in odor was evaluated according to the following criteria. The odor was evaluated by a monitor test.
[Evaluation criteria]
（(Good): no difference compared to the odor immediately after preparation △ (slightly bad): slightly off-odor compared to the odor immediately after preparation × (poor): off-odor compared to the odor immediately after preparation

Examples 2, 3 and Comparative Example 1-4: Makeup cosmetics (lip gloss)
Lip gloss was obtained in the same manner as in Example 1 except that the formulation (unit: parts by weight) shown in Table 1 below was changed, and the lip gloss was evaluated in the same manner as in Example 1. Table 1 shows the evaluation results. The oil agent used in Comparative Examples 3 and 4 was a mixture containing cyclopentasiloxane and isododecane (trade name “Marcazole R”, manufactured by Maruzen Petrochemical Co., Ltd.) at a weight ratio of 70:30 (the same applies to Table 3). ).

From Table 1 above, the lip gloss of Example 1-3 was excellent in spreadability, adhesion to skin, no stickiness, gloss (initial), gloss for 3 hours after application, and stability over time. On the other hand, the lip glosses of Comparative Examples 1, 3, and 4 had insufficient adhesion to the skin and gloss for 3 hours after application. Further, as can be seen from Comparative Examples 2 and ^3, when R ³ in the compound represented by the formula (1) of the present invention includes a comparative compound composed of an aliphatic hydrocarbon instead of a silicone functional group, Although soluble in the mixture of cyclopentasiloxane and isododecane, it did not dissolve in cyclopentasiloxane alone.

Example 4-6, Comparative Examples 5 and 6: Eyelash or eyebrow cosmetics (mascara)
A thickener (A), an oil agent (B), and other components (C) are mixed according to the formulation (units by weight) described in Table 2 below, and the mixture is heated and stirred at 80 ° C. to make them compatible. Then, after cooling to 25 ° C., other components (C) shown in Table 2 below were further blended to obtain respective mascaras. The balance in the liquid isoparaffin of the oil agent (B) in Table 2 below is the value when the total of all components of the thickener (A), the oil agent (B), and the other component (C) is 100 (parts by weight). Indicates the remaining amount. The viscosity of the mascara of Example 4 at a temperature of 25 ° C. and a shear rate of 10 s ⁻¹ was 3.4 Pa · s. The following evaluation was performed about the mascara obtained above. The evaluation results are shown in Table 2 below.

(Evaluation)
The resulting mascara was evaluated for curl effect, curl sustaining effect, gloss after application, color development, and separate effect (whether there is no sticking between eyelashes and each eyelash is in a state of being separated). .
Mascara was applied to eyelashes 10 times by 10 healthy female panelists, and the condition was visually observed and evaluated according to the following criteria. The curling sustaining effect, gloss, and coloring were evaluated according to the following criteria three hours after application.
[Evaluation criteria]
〇 (good): 7 or more out of 10 answered that they were effective or excellent △ (somewhat bad): 4 to 6 out of 10 answered that they were effective or excellent × (Bad): 3 or less out of 10 responded that they were effective or excellent

(High temperature stability evaluation)
After the mascara was kept at a temperature of 50 ° C. for 4 weeks, its appearance was visually observed and evaluated according to the following criteria.
[Evaluation criteria]
〇 (Good): No seepage of oil, sedimentation of colorant, and separation of the system are observed. △ (Somewhat bad): Seepage of oil, sedimentation of colorant, and separation of the system are slightly observed. Is not a problem. X (Poor): Seepage of oil, sedimentation of coloring material, separation of system, and unusable.

より From Table 2 above, the mascara of Example 4-6 was excellent in curling effect, curling sustaining effect, luster, coloring, separating effect, and high-temperature stability. On the other hand, the mascara of Comparative Example 5 was insufficient in color developability and high-temperature stability. In the mascara of Comparative Example 6, sticking of eyelashes was observed, gloss after application was insufficient, and system separation was observed in high-temperature stability evaluation.

Example 7-9, Comparative Example 7-10: Sunscreen cosmetics Thickener (A) and oil (B) were mixed and heated at 80 ° C. according to the formulation (unit: parts by weight) shown in Table 3 below. These were stirred to make them compatible with each other, and then cooled to 25 ° C. to obtain an oil composition, and the obtained oil composition was treated with surface-silane-treated titanium oxide fine particles as an ultraviolet ray protective agent as another component (C). (Average particle diameter: 20 nm) was mixed in an amount of 10 parts by weight to obtain a sunscreen cosmetic. The viscosity of the sunscreen cosmetic in Example 7 at a temperature of 25 ° C. and a shear rate of 10 s ⁻¹ was 3.0 Pa · s. The sunscreen cosmetics obtained as described above were evaluated for the occurrence of whitening, spreadability, and the presence of bulkiness by the following evaluation methods.

(Evaluation)
The obtained sunscreen cosmetics were evaluated for whitening, spreadability, and bulkiness. Specifically, the average score of 10 healthy female panelists, who set the spreadability when applying 1.0 g of the sunscreen cosmetic on the face, the whitening 6 hours after application, and the bulkiness as 5 points out of 5 points Was calculated and evaluated according to the following evaluation criteria.
[Evaluation criteria]
〇 (good): 4.0 or more △ (somewhat bad): 2.5 or more and less than 4.0 x (bad): less than 2.5

From Table 3 above, the sunscreen cosmetics of Examples 7-9 had no whitening, had excellent spreadability, and had no bulkiness. On the other hand, the sunscreen cosmetics of Comparative Examples 7, 9, and 10 could not highly disperse the ultraviolet protective agent, and contained the ultraviolet protective agent in an aggregated state. As a result, white floating occurred and the spreadability was poor. Further, as can be seen from Comparative Examples 8 and 9, the comparative compound of the present invention represented by the formula (1) in which R ³ is not a silicone functional group but an aliphatic hydrocarbon is a cyclopentasiloxane and a cyclopentasiloxane. Although soluble in the mixture of isododecane, it did not dissolve in cyclopentasiloxane alone.

As a summary of the above, the configuration of the present invention and its variations will be additionally described below.
[1] A thickener (A) and an oil agent (B), wherein the compound represented by the following formula (1) is used as the thickener (A), and the thickener (A) and the oil agent (B) 0.1 to 30.0% by weight based on the sum of the contents of the oil agent (B) and the oil agent (B) in an amount of 70.0% based on the sum of the contents of the thickener (A) and the oil agent (B). A composition comprising ～ 99.9% by weight.
(R ² -HNOC) _4-n -R ^1- (CONH-R ³ ) _n (1)
[2] The composition according to [1], wherein R ¹ in the formula (1) is a group obtained by removing four hydrogen atoms from the structural formula of an aromatic hydrocarbon ring.
[3] The composition according to [1], wherein R ¹ in the formula (1) is a group obtained by removing four hydrogen atoms from the structural formula of benzene.
[4] The composition according to [1], wherein the compound represented by the formula (1) is at least one compound selected from the compounds represented by the formulas (1-a) to (1-e). Stuff.
[5] The composition according to [1], wherein the compound represented by the formula (1) is a compound represented by the formula (1-b) and / or a compound represented by the formula (1-c). .
[6] The composition according to any one of [1] to [5], wherein R ² and R ³ in the formula (1) are the following (I), (II), or (III).
(I) R ² is a linear alkyl group having 4 to 10 carbon atoms, R ³ is a silicone functional group having m of 0 to 3 in the formula (2). (II) R ² is 4 to 10 carbon atoms. R ³ is a silicone functional group of the formula (2) wherein m is 4 to 10 (preferably 4 to 6); and (III) R ² is a C 10 to 16 (preferably Is a linear alkyl group having 11 to 14 carbon atoms, and R ³ is a silicone functional group having m of 4 to 10 (preferably 4 to 6) in the formula (2) [7] Formula (1) The composition according to [1], wherein the compound represented by formula (1) is at least one compound selected from compounds represented by formulas (1-1) to (1-16).
[8] The composition according to [1], wherein the compound represented by the formula (1) is at least one compound selected from the compounds represented by the formulas (1-1) to (1-9). Stuff.
[9] The composition according to any one of [1] to [8], wherein the compound represented by the formula (1) has a molecular weight of 800 to 1500.
[10] The composition according to any one of [1] to [9], wherein the oil agent (B) contains a silicone oil.
[11] The composition according to [10], wherein the content of the silicone oil is 30.0% by weight or more based on the total amount of the oil agent (B).
[12] The method according to any one of [1] to [11], wherein the sum of the contents of the thickener (A) and the oil agent (B) is 10.0% by weight or more based on the total amount of the composition. Composition.
[13] The composition according to any one of [1] to [12], wherein the viscosity at a temperature of 25 ° C. and a shear rate of 10 s ⁻¹ is 0.1 to 10 Pa · s.
[14] The composition according to any one of [1] to [13], which is a cosmetic.
[15] The composition according to any one of [1] to [13], which is a makeup cosmetic, an eyelash or eyebrow cosmetic, an oil-in-water base cosmetic, or a sunscreen cosmetic.
[16] A cosmetic (preferably a makeup cosmetic, a eyelash or eyebrow cosmetic, an oil-in-water base cosmetic, and a suntan) using the composition according to any one of [1] to [13]. Cosmetics) selected from stop cosmetics.
[16] A cosmetic of the composition according to any one of [1] to [13] (preferably a makeup cosmetic, eyelash or eyebrow cosmetic, an oil-in-water base cosmetic, and a sunscreen cosmetic) Use as a cosmetic selected from).

化粧 The cosmetic of the present invention has an appropriate viscosity. Therefore, it has excellent dispersion stability, and also has excellent adhesion to skin, eyelashes, or eyebrows, and excellent spreadability. When the cosmetic of the present invention is applied to skin, eyelashes, or eyebrows, a long-lasting glossy or moist feeling can be imparted. Therefore, the cosmetics of the present invention can be suitably used as makeup cosmetics, eyelash or eyebrow cosmetics, oil-in-water base cosmetics, sunscreen cosmetics, and the like.

Claims

Including a thickener (A) and an oil agent (B),
The following formula (1) is used as the thickener (A).
(R 2 -HNOC) 4-n -R 1- (CONH-R 3 ) n (1)
(Wherein, R 1 is a group obtained by removing four hydrogen atoms from a structural formula of an aromatic ring, or a group obtained by removing four hydrogen atoms from a structural formula in which two or more aromatic rings are bonded via a single bond or a linking group. R 2 is an aliphatic hydrocarbon group having 4 or more carbon atoms, R 3 is a silicone functional group represented by the following formula (2), and n is an integer of 1 to 4.)

(Wherein R 4 is a monovalent aliphatic hydrocarbon group having 1 to 12 carbon atoms, R 5 is a divalent aliphatic hydrocarbon group having 1 to 12 carbon atoms, and R 6 to R 9 are the same or different. An alkyl group having 1 to 3 carbon atoms, m represents an integer of 0 to 10)
0.1 to 55.0% by weight based on the sum of the contents of the thickener (A) and the oil agent (B),
A cosmetic comprising the oil agent (B) in an amount of 45.0 to 99.9% by weight based on the total content of the thickener (A) and the oil agent (B).
化粧 The cosmetic according to claim 1, wherein the oil agent (B) contains silicone oil.
The cosmetic according to claim 2, wherein the content of the silicone oil is 3.0% by weight or more based on the total amount of the oil agent (B).
The cosmetic according to any one of claims 1 to 3, wherein the sum of the contents of the thickener (A) and the oil (B) is 5.0% by weight or more based on the total amount of the cosmetic.
The cosmetic according to any one of claims 1 to 4, which is a makeup cosmetic, an eyelash or eyebrow cosmetic, an oil-in-water base cosmetic, or a sunscreen cosmetic.