JP6401935B2 - Oily cosmetics - Google Patents

Description

  The present invention relates to an oily cosmetic.

  Conventionally, various cosmetics excellent in cosmetic durability and feeling of use have been studied. For example, Patent Document 1 discloses a cosmetic containing a color pigment, a specific organopolysiloxane, a liquid oil, and a volatile oil. It is described that there is no feeling, excellent adhesiveness, pores are not conspicuous, and makeup collapse is unlikely to occur.

JP 2011-16732 A

  The present inventor applied an oily cosmetic composition containing a coloring pigment, a specific organopolysiloxane, a non-volatile oil agent, and a volatile oil agent to the lips in the hope of imparting a vivid color and makeup persistence to the lips. After the volatile oil is scattered, the color pigment and the specific organopolysiloxane have hydrophilic properties, so the affinity with the liquid non-volatile oil is reduced, and the separation and aggregation of the color pigment is remarkable. As a result, the application color was dull, and the appearance color and application color did not match.

  The present inventor combines a specific acylated cellulose derivative with a color pigment, a specific organopolysiloxane, a non-volatile oil agent, and a volatile oil agent, so that the specific acylated cellulose derivative is dispersed even after the volatile oil agent is scattered. , Improved compatibility of colored pigments with specific organopolysiloxanes and non-volatile oils, excellent pigment dispersibility in oil, vivid coating colors, and the appearance and coating colors match. It has been found that an oily cosmetic excellent in color development can be obtained even after a lapse of time.

The present invention includes the following components (A), (B), (C), (D) and (E):
(A) a coloring pigment,
(B) At least two silicon atoms of the organopolysiloxane segment constituting the main chain, via an alkylene group containing a hetero atom, the following general formula (1)

(Wherein R ¹ represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, and t represents 2 or 3)
An organopolysiloxane formed by bonding poly (N-acylalkylenimine) segments composed of repeating units represented by:
The number average molecular weight of the poly (N-acylalkylenimine) segment is 500 to 4000,
The weight average molecular weight of the organopolysiloxane segment between adjacent poly (N-acylalkylenimine) segments is 5000 to 40000,
The weight average molecular weight of the organopolysiloxane segment constituting the main chain is 15000 to 200000,
An organopolysiloxane having a mass ratio (a / b) of 80/20 to 99/1 of the organopolysiloxane segment (a) constituting the main chain and the poly (N-acylalkylenimine) segment (b); 1 to 15% by mass,
(C) 1 to 80% by mass of a non-volatile oil selected from ester oil, higher alcohol and hydrocarbon oil that are liquid at 25 ° C.
(D) 1-50 mass% of volatile hydrocarbon oil or volatile silicone oil,
(E) The main chain has a cellulose skeleton, and 40 mol% or more of all hydroxyl groups are a group —O—M—R (M is CH ₂ or a carbonyl group C═O, and R is a straight chain having 3 to 40 carbon atoms. Or a cellulose derivative substituted with a branched chain alkyl group or alkenyl group) 0.01 to 15% by mass
The present invention relates to an oily cosmetic containing

  The oily cosmetic of the present invention is excellent in the dispersibility of the pigment in the cosmetic immediately after application, the application color is vivid, and the appearance color matches the color of the application color. Moreover, it is excellent in sustainability after application, and the application color after 4 hours is vivid.

The coloring pigment of component (A) used in the present invention is not limited as long as it is used in ordinary cosmetics. For example, titanium oxide, zinc oxide, cerium oxide, aluminum oxide, yellow iron oxide, black iron oxide , Bengala, bitumen, ultramarine, metal oxides such as chromium oxide and chromium hydroxide, metal complexes such as manganese violet and cobalt titanate, and inorganic pigments such as carbon black; Red No. 3, Red No. 104, Red No. 106, Red 201, Red 202, Red 204, Red 205, Red 220, Red 226, Red 227, Red 228, Red 230, Red 401, Red 405, Red 505, Orange 203 No., Orange No. 204, Orange No. 205, Yellow No. 4, Yellow No. 5, Yellow No. 401, Blue No. 1, Blue No. 404, etc .; β-carotene, color Le, natural organic dyes such as paprika dyes.
These can also be used after hydrophobizing with a commonly used surface treatment agent. For the surface treatment, silicone treatment, alkyl treatment, fatty acid treatment, lauroyllysine treatment, lecithin treatment, N-acylamino acid treatment, metal soap treatment, fluorine compound treatment and the like applied to ordinary cosmetic powders are performed according to the present invention. 1 or 2 or more types can be used in combination as long as the effect is not impaired.

  The coloring pigment of component (A) can be used alone or in combination of two or more, and the content is preferably 0.1% by mass or more in the total composition from the viewpoint of imparting a vivid color to the lips. More preferably, 5 mass% or more is more preferable, 1 mass% or more is further more preferable, 20 mass% or less is preferable, 15 mass% or less is more preferable, and 8 mass% or less is still more preferable. In addition, the content of the component (A) is preferably 0.1 to 20% by mass, more preferably 0.5 to 15% by mass, and still more preferably 1 to 8% by mass in the entire composition.

  Component (B) used in the present invention is represented by the following general formula (1) via an alkylene group containing a hetero atom in at least two silicon atoms of the organopolysiloxane segment constituting the main chain;

(Wherein R ¹ represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, and t represents 2 or 3)
An organopolysiloxane formed by bonding poly (N-acylalkylenimine) segments composed of repeating units represented by:
The number average molecular weight of the poly (N-acylalkylenimine) segment is 500 to 4000,
The weight average molecular weight of the organopolysiloxane segment between adjacent poly (N-acylalkylenimine) segments is 5000 to 40000,
The weight average molecular weight of the organopolysiloxane segment constituting the main chain is 15000 to 200000,
An organopolysiloxane having a mass ratio (a / b) of 80/20 to 99/1 of the organopolysiloxane segment (a) constituting the main chain and the poly (N-acylalkyleneimine) segment (b) By using the said component, it is excellent in the sustainability of the film | membrane in cosmetics, and the dispersibility of a pigment.

  The poly (N-acylalkyleneimine) segment is bonded to any silicon atom constituting the organopolysiloxane segment via an alkylene group containing a hetero atom. Further, it is preferably bonded to one or more silicon atoms excluding both ends of the organopolysiloxane segment via the alkylene group, and bonded to two or more silicon atoms excluding both ends via the alkylene group. More preferably. That is, the organopolysiloxane of component (B) is a graft polymer having a poly (N-acylalkylenimine) segment composed of at least two or more repeating units represented by the general formula (1) as a side chain. is there.

The alkylene group containing a hetero atom functions as a linking group for the poly (N-acylalkylenimine) segment. Examples of the alkylene group include C2-C20 alkylene groups containing 1 to 3 nitrogen atoms, oxygen atoms or sulfur atoms, and are represented by any of the following formulas (i) to (vii). A group represented by the following formula (i) or (ii) is more preferred, and a group represented by the following formula (i) is more preferred. In the formula, An ⁻ represents a counter ion of a quaternary ammonium salt, for example, ethyl sulfate ion, methyl sulfate ion, chloride ion, iodide ion, sulfate ion, p-toluenesulfonate ion, perchlorate ion. Is exemplified.

In the N-acylalkyleneimine unit constituting the poly (N-acylalkylenimine) segment, in the general formula (1), the alkyl group having 1 to 3 carbon atoms in R ¹ is, for example, a straight chain having 1 to 3 carbon atoms. Examples thereof include a chain alkyl group or a branched alkyl group having 3 carbon atoms, and specific examples include a methyl group, an ethyl group, an n-propyl group, and an isopropyl group.

  In the general formula (1), t represents a number of 2 or 3, and is preferably 2 from the viewpoint of obtaining raw materials when producing the organopolysiloxane.

The mass ratio (a / b) is in the range of 80/20 to 99/1, and is preferably 83/17 to 98/2 from the viewpoint of excellent film durability, adhesion to the skin and emulsification. Preferably it is 90/10 to 97/3.
In this specification, the mass ratio (a / b) is determined by dissolving 5% by mass of the organopolysiloxane of component (A) in deuterated chloroform, and analyzing it by nuclear magnetic resonance ( ¹ H-NMR) analysis. The value obtained from the integral ratio of the alkyl group or phenyl group in the segment and the methylene group in the poly (N-acylalkylenimine) segment.

  In the organopolysiloxane of component (B), the weight average molecular weight of the organopolysiloxane segment between adjacent poly (N-acylalkyleneimine) segments (hereinafter also simply referred to as “MWg”) is in the range of 5000 to 40000, From the point which is excellent in the durability of a film | membrane, the adhesiveness to skin, and emulsification property, 10000-35000 are preferable and 15000-32000 are more preferable.

In the present specification, the “organopolysiloxane segment between adjacent poly (N-acylalkyleneimine) segments” means an organopolysiloxane of a poly (N-acylalkylenimine) segment as shown in the following formula (2). A portion surrounded by a broken line between two points from a bonding point to the segment (bonding point A) to a bonding point (bonding point B) of the poly (N-acylalkyleneimine) segment adjacent thereto, A segment composed of R ² SiO units, one R ³ , and y + 1 (R ² ) ₂ SiO units. The “poly (N-acylalkylenimine) segment” refers to —Z—R ⁴ bonded to R ³ .

In the general formula (2), R ² independently represents an alkyl group having 1 to 22 carbon atoms or a phenyl group, R ³ represents an alkylene group containing a hetero atom, and —Z—R ⁴ represents poly (N— An acylalkylenimine) segment, R ⁴ represents a residue of a polymerization initiator, and y represents a positive number.

  MWg is the molecular weight of the portion surrounded by the broken line in the above general formula (2), but is understood as the mass (g / mol) of the organopolysiloxane segment per mole of the poly (N-acylalkylenimine) segment. Can do. In addition, when the functional group of the modified organopolysiloxane that is the raw material compound is 100% substituted with poly (N-acylalkyleneimine), it matches the functional group equivalent (g / mol) of the modified organopolysiloxane.

  The molecular weight of the poly (N-acylalkyleneimine) segment is calculated from the molecular weight of the N-acylalkyleneimine unit and the degree of polymerization, or is measured by gel permeation chromatography (hereinafter also simply referred to as “GPC”) measurement method. be able to. In the present invention, the polystyrene-equivalent number average molecular weight (hereinafter, also simply referred to as “MNox”) measured by GPC measurement performed under the measurement conditions described later is used. MNox is preferably in the range of 500 to 4000, more preferably 800 to 3500, and still more preferably 1000 to 3000 from the viewpoint of enhancing the durability of the film and the solubility in a solvent.

The MWg can be obtained by the following formula (I) using the content (mass%) of the organopolysiloxane segment constituting the main chain (hereinafter also simply referred to as “Csi”).
MWg = Csi × MNox / (100−Csi) (I)

  The organopolysiloxane segment constituting the main chain has a weight average molecular weight (hereinafter, also simply referred to as “MWsi”) of 15,000 to 200,000, preferably 50,000 from the viewpoint of film durability, adhesion to the skin, and emulsifying properties. To 170,000, more preferably 70000 to 150,000. The organopolysiloxane of component (A) can be easily blended into various products by dissolving in a polar solvent such as water. Since the organopolysiloxane segment constituting the main chain has a common skeleton with the modified organopolysiloxane that is the raw material compound, MWsi is substantially the same as the weight average molecular weight of the modified organopolysiloxane that is the raw material compound. In addition, the weight average molecular weight of the modified organopolysiloxane which is a raw material compound is measured by GPC under the measurement conditions described later, and is converted to polystyrene.

  The weight average molecular weight (hereinafter also simply referred to as “MWt”) of the organopolysiloxane of the component (B) is preferably 15000 to 200000 from the viewpoint of achieving both film durability, adhesion to the skin and emulsification. Preferably it is 50000-170000, More preferably, it is 70000-150,000. MWt is a value measured by gel permeation chromatography (GPC) under the measurement conditions described later and converted to polystyrene.

  In addition to the high elastic modulus and a large deformable amount, the organopolysiloxane of component (B) remarkably improves plasticity when heated to a temperature range of 50 to 220 ° C., and in the process of returning to room temperature after heating is stopped. It has a characteristic thermoplasticity that immediately restores elasticity.

  The organopolysiloxane of component (B) is, for example, the following general formula (3)

(Wherein R ² represents the same meaning as described above, and R ⁵ and R ⁶ each represent the same group as R ² , or the following formulas (viii) to (xiii)

R ⁷ represents a monovalent group represented by the above formulas (viii) to (xiii), and d represents a number from 91.5 to 1255.0. E represents a number of 2.0 to 62.5]
Modified organopolysiloxane represented by the following general formula (4)

(Wherein R ¹ and t have the same meaning as described above)
Is produced by reacting with a terminal reactive poly (N-acylalkyleneimine) obtained by ring-opening polymerization.

  A polymerization initiator can be used for the ring-opening polymerization of the cyclic imino ether represented by the general formula (4) (hereinafter also simply referred to as “cyclic imino ether (4)”). As the polymerization initiator, a compound having strong electrophilic reactivity, for example, a strong acid such as benzenesulfonic acid alkyl ester, p-toluenesulfonic acid alkyl ester, trifluoromethanesulfonic acid alkyl ester, trifluoroacetic acid alkyl ester, sulfuric acid dialkyl ester, etc. Alkyl esters can be used, and among them, dialkyl sulfates are preferably used.

  Examples of the polymerization solvent include acetates such as ethyl acetate and propyl acetate, ethers such as diethyl ether, diisopropyl ether, dioxane and tetrahydrofuran, ketones such as acetone and methyl ethyl ketone, halogen solvents such as chloroform and methylene chloride, acetonitrile. , Nitrile solvents such as benzonitrile, aprotic polar solvents such as N, N-dimethylformamide, N, N-dimethylacetamide, dimethyl sulfoxide, etc., among which acetates are preferred Is done. The usage-amount of a solvent is 20-2000 mass parts normally with respect to 100 mass parts of cyclic imino ether (4).

  The polymerization temperature is usually from 30 to 170 ° C., preferably from 40 to 150 ° C., and the polymerization time is not uniform depending on the polymerization temperature or the like, but is usually from 1 to 60 hours.

  When, for example, 2-substituted-2-oxazoline is used as the cyclic imino ether (4), poly (N-acylethyleneimine) of t = 2 in the general formula (1) is obtained, and 2-substituted-dihydro When 2-oxazine is used, in the above general formula (1), poly (N-acylpropyleneimine) having t = 3 is obtained.

  Poly (N-acylalkylenimine) obtained by living polymerization of cyclic iminoether (4) has a reactive group at the terminal. Therefore, the reactive group at the terminal of the poly (N-acylalkylenimine) and the reactive group represented by the above (viii) to (xiii) of the modified organopolysiloxane represented by the general formula (3) By reacting, the organopolysiloxane of component (A) can be obtained.

  In the production method by the living polymerization, the degree of polymerization can be easily controlled by the use amount of the cyclic imino ether (4) and the polymerization initiator as in the theoretical formula (II) shown below, and moreover than the normal radical polymerization. This is effective in that a substantially monodispersed poly (N-acylalkylenimine) having a narrow molecular weight distribution can be obtained.

  The amount of cyclic iminoether (4) used and the amount of polymerization initiator used is preferably such that MNi in formula (II) is 500-4000, more preferably 800-3500, The amount is more preferably 1000 to 3000.

  The weight average molecular weight of the modified organopolysiloxane represented by the general formula (3) is preferably 15000 to 220,000 from the viewpoint of solubility of the obtained organopolysiloxane in a polar solvent such as water and ease of handling after dissolution. More preferably, it is 50000-190000, More preferably, it is 70000-170000.

The functional group equivalent of the modified organopolysiloxane represented by the general formula (3) has an upper limit in order to satisfy the mass ratio (a / b) and MWg of the organopolysiloxane of the component (B). From this viewpoint and the viewpoint of imparting appropriate hydrophobicity to the main chain, the functional group equivalent is preferably 50,000 to 40,000, more preferably 10,000 to 35,000, and further preferably 15,000 to 32,000. Here, the functional group equivalent of the modified organopolysiloxane represented by the general formula (3) is the weight average molecular weight of the modified organopolysiloxane represented by the general formula (3). This is the value divided by the average value of the number of R ^{7 around} .

  The amount of the modified organopolysiloxane represented by the general formula (3) and the terminal reactive poly (N-acylalkyleneimine) is the mass ratio (modified organopolysiloxane / terminal reactive poly (N-acylalkylene). The imine)) is preferably in the range of 80/20 to 99/1 from the viewpoint of the elastic modulus and deformable amount of the resulting organopolysiloxane. From the same viewpoint, 83/17 to 98/2 is more preferable. 90/10 to 97/3 is more preferable.

  In the present invention, in the synthesis of each organopolysiloxane, various molecular weights were measured according to the following measurement conditions.

<Measurement conditions of weight average molecular weight of modified organopolysiloxane>
Column: Super HZ4000 + Super HZ2000 (manufactured by Tosoh Corporation)
Eluent: 1 mM triethylamine / THF
Flow rate: 0.35mL / min
Column temperature: 40 ° C
Detector: UV
Sample: 50 μL

<Measurement conditions for MNox and MWt>
Column: Two K-804L (Tosoh Corporation) are connected in series.
Eluent: 1 mM dimethyldodecylamine / chloroform Flow rate: 1.0 mL / min
Column temperature: 40 ° C
Detector: RI
Sample: 50 μL

Further, ¹ H-NMR measurement for calculating the mass ratio (a / b) was performed under the following conditions.
^<1 H-NMR measurement conditions>
The composition of the obtained polymer was confirmed by ¹ H-NMR (manufactured by 400 MHz Varian).
A sample amount of 0.5 g dissolved in 2 g of a measurement solvent (deuterated chloroform) was measured.
PULSE SEQUENCE
・ Relax.delay: 30 seconds ・ Pulse: 45degrees
・ Accumulation count: 8 times Confirmation peak Around 0 ppm: Polydimethylsiloxane methyl group,
Near 3.4 ppm: Methylene part of ethyleneimine.
The ratio of silicone to poly (N-propionylethyleneimine) was calculated from each integrated value.

  Examples of the component (B) organopolysiloxane include poly (N-formylethyleneimine) organosiloxane, poly (N-acetylethyleneimine) organosiloxane, and poly (N-propionylethyleneimine) organosiloxane.

  Component (B) can be used alone or in combination of two or more, and the content is 0.1% by mass in the total composition from the viewpoint of excellent film durability in cosmetics and pigment dispersibility. It is above, 0.3 mass% or more is preferable, 0.5 mass% or more is more preferable, 15 mass% or less, 10 mass% or less is preferable, and 4 mass% or less is more preferable. Moreover, content of a component (B) is 0.1-15 mass% in all the compositions, 0.3-10 mass% is preferable, and 0.5-4 mass% is more preferable.

The non-volatile oil agent of component (C) is selected from ester oils, higher alcohols and hydrocarbon oils that are liquid at 25 ° C.
Here, the term “nonvolatile” means that 1 g of an oil agent is spread on a glass petri dish having a diameter of 48 mm and the mass reduction rate after being left at 25 ° C. and normal pressure for 24 hours is 1% or less. The liquid state has fluidity, and includes cream and paste.

  Among the components (C), the ester oil is not limited as long as it is used in ordinary cosmetics. For example, octyldodecyl myristate, isopropyl myristate, isopropyl isostearate, isononyl isononanoate, isotridecyl isononanoate, Butyl stearate, 2-ethylhexyl palmitate, octyldodecyl oleate, oleyl oleate, octyldodecyl ricinoleate, neopentyl glycol dicaprate, diisostearyl malate, octyl dodecyl erucate, octyl hydroxystearate, macadamia nut oil, olive oil , Castor oil, jojoba oil, avocado oil, sunflower oil, polyglyceryl diisostearate, polyglyceryl triisostearate, glyceryl diisostearate, trii Glyceryl stearate, tri (caprylic-capric acid) glyceryl, glyceryl tri-2-ethylhexanoate, tetraethylene octanoate pentaerythrityl the like.

The higher alcohol is preferably a higher alcohol having 16 to 24 carbon atoms, and examples thereof include branched or unsaturated higher alcohols such as 2-octyldodecanol, isostearyl alcohol, and oleyl alcohol.
Examples of the hydrocarbon oil include squalane, liquid paraffin, liquid isoparaffin, polybutene, hydrogenated polyisobutene, hydrogenated polydecene, and petroleum jelly.

  As the component (C), ester oils and higher alcohols which are liquid at 25 ° C. are preferable, and neopentyl glycol dicaprate, diisostearyl malate, and 2-octyl are preferable because of excellent dispersibility of the color pigment in cosmetics. Dodecanol is more preferred.

  Component (C) can be used singly or in combination of two or more, and is excellent in dispersibility of the color pigment in the cosmetics, and the content after use of the volatile oil is not sticky. The total composition is 1% by mass or more, preferably 20% by mass or more, more preferably 40% by mass or more, 80% by mass or less, preferably 70% by mass or less, and more preferably 60% by mass or less. Moreover, content of a component (C) is 1-80 mass% in the whole composition, 20-70 mass% is preferable, and 40-60 mass% is more preferable.

Component (D) is a volatile hydrocarbon oil or volatile silicone oil. Volatile has a flash point of 35-87 ° C.
Among the components (D), examples of the volatile hydrocarbon oil include paraffinic hydrocarbon oils such as n-decane, n-undecane, and n-dodecane; isoparaffinic hydrocarbon oils such as isodecane and isododecane; cyclodecane, cyclo Examples thereof include cyclic paraffin hydrocarbon oils such as dodecane. Of these, isoparaffinic hydrocarbon oil is preferable, and isododecane is more preferable.

  Examples of the volatile silicone oil include linear dimethylpolysiloxanes such as dimethylpolysiloxane (1.5 cs) and dimethylpolysiloxane (2cs); branched forms such as tris (trimethylsilyl) methylsilane and tetrakis (trimethylsilyl) silane. Siloxane; and cyclic dimethylsiloxanes such as octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane and the like.

  Component (D) can be used singly or in combination of two or more, compatibility with (C) non-volatile oil in cosmetics, and dispersibility between component (A) coloring pigment and component (B) From the point which is excellent in content, content is 1 mass% or more in all compositions, 5 mass% or more is preferable, 10 mass% or more is more preferable, 50 mass% or less, 40 mass% or less is preferable, 30 The mass% or less is more preferable. Moreover, content of a component (D) is 1-50 mass% in all the compositions, 5-40 mass% is preferable, and 10-30 mass% is more preferable.

The cellulose derivative of the component (E) used in the present invention is not limited as long as it has a cellulose skeleton in the main chain, but the raw material cellulose derivative includes cellulose and short chain acyls such as acetylcellulose and acetylbutylcellulose. Preferred are short-chain alkyl etherified celluloses such as functionalized cellulose, methylcellulose, and ethylcellulose, cellulose modified with hydroxyalkyl groups, glyceryl ether groups, and (mono) alkyl glyceryl ether groups. More specifically, hydroxyethyl cellulose, hydroxypropyl cellulose, hydroxypropylmethyl cellulose, glyceryl cellulose, methyl glyceryl cellulose and the like can be mentioned.
Furthermore, what has the following structural units as a cellulose derivative of the manufacturing raw material of the cellulose derivative of a component (E) is preferable.

(In the formula, R ′ represents a linear or branched alkylene group having 2 to 8 carbon atoms, and n represents a number with an average added mole number of R′O per glucose unit of 0.1 to 10)

  In the structural unit, R ′ is preferably a linear or branched alkylene group having 2 to 4 carbon atoms, and more preferably an ethylene group or a propylene group. Moreover, as n, the number from which the average added mole number of R′O per glucose unit is 0.3 to 5 is preferable, the number from 0.5 to 4.5 is more preferable, and the number from 1 to 4 is Further preferred.

Preferred examples of the raw material cellulose derivative include hydroxyethyl cellulose and hydroxypropyl cellulose, and hydroxypropyl cellulose is more preferred.
Moreover, the weight average molecular weight (Mw) of the raw material cellulose derivative is preferably 10,000 to 4,000,000, more preferably 100,000 to 3,000,000, and still more preferably 300,000 to 200, from the viewpoint of solubility in oil and feel. Ten thousand.

Component cellulose derivative (E) refers to the group -O-M-R is a hydroxyl substituents of the raw material cellulose derivative, M represents a CH ₂ or a carbonyl group C = O, R is a straight of 3 to 40 carbon atoms A chain or branched alkyl group or alkenyl group.
(I) As a linear alkyl group, butyl group, pentyl group, hexyl group, heptyl group, octyl group, nonyl group, decyl group, undecyl group, dodecyl group, tridecyl group, tetradecyl group, pentadecyl group, hexadecyl group, Heptadecyl group, octadecyl group, nonadecyl group, icosyl group, heicosyl group, docosyl group, tricosyl group, tetracosyl group, pentacosyl group, hexacosyl group, heptacosyl group, octacosyl group, nonacosyl group, triacontyl group, hentriacontyl group, dotriacontyl group, Examples include tritriacontyl group, tetratriacontyl group, pentatriacontyl group, hexatriacontyl group, heptatriacontyl group, octatriacontyl group, nonatriacontyl group and tetracontyl group.

(Ii) Examples of branched alkyl groups include methylpentyl, methylhexyl, methylheptyl, methyloctyl, methylnonyl, methylundecyl, methylheptadecyl, ethylhexadecyl, methyloctadecyl, propyl Pentadecyl group, 2-hexyldecyl group, 2-octyldodecyl, 2-heptylundecyl group, 2-decyltetradecyl group, 2-dodecylhexadecyl group, 2-tetradecyloctadecyl group, 2-hexadecylicosyl group Etc.

(Iii) Examples of linear alkenyl groups include dodecenyl, tridecenyl, tetradecenyl, pentadecenyl, hexadecenyl, heptadecenyl, octadecenyl, nonadecenyl, icocenyl, heicosenyl, dococenyl, tricocenyl, tetracocenyl, pentacocenyl, hexacocenyl, heptacocenyl, octacocenyl, etc.
(Iv) Examples of branched alkenyl groups include isotridecenyl, isooctadecenyl, isotriacontenyl, 2-butyloctenyl, 2-hexyldecenyl, 2-octyldodecenyl, 2-decyltetradecenyl, 2- And dodecyl hexadecenyl.

  Among these, a linear alkyl group is preferable from the viewpoint of imparting smoothness during application of the oily cosmetic. Moreover, from the ease of extending | stretching and the adhesiveness, C9-C21 is preferable, C11-C17 is more preferable, and C15 is still more preferable.

The group-O-M-R substitution rate of the hydroxyl group is 40 mol% or more, preferably 45 mol% or more, more preferably 50 mol% or more, from the viewpoints of solubility in oil components and smooth touch durability, and coloring. From the viewpoint of enhancing the dispersibility of the pigment, it is preferably 95 mol% or less, and more preferably 65 mol% or less. Moreover, the group —O—M—R substitution rate of the hydroxyl group is 40 mol% or more, preferably 45 to 95 mol%, and more preferably 50 to 65 mol%.
It is preferable that the hydroxyl group remains appropriately from the viewpoints of use feeling and pigment dispersibility, preferably 5 mol% or more, more preferably 35 mol% or more, preferably 60 mol% or less, more preferably 55 mol% or less, and 50 mol. % Or less is more preferable. Further, the residual ratio of hydroxyl groups is preferably 60 mol% or less, more preferably 5 to 55 mol%, further preferably 35 to 50 mol%.

The weight average molecular weight of the cellulose derivative of the component (E) is preferably 100,000 or more, more preferably 200,000 or more, still more preferably 300,000 or more, from the viewpoint that the solubility in the oil component and the smooth feel are maintained. More than 10,000 is more preferable, 4,000,000 or less is preferable, 3,000,000 or less is more preferable, 2,000,000 or less is more preferable, and 1,500,000 or less is more preferable.
In addition, a weight average molecular weight (Mw) is calculated | required by the gel permeation chromatography (The calibration curve defined using chloroform solvent and the linear polystyrene as a standard, and a refractive index detector) measurement.

The cellulose derivative of component (E) is made by reacting a raw material cellulose derivative with an acid halide having a linear or branched alkyl group or alkenyl group having 3 to 40 carbon atoms, and 40 mol% or more of the total hydroxyl groups of the raw material cellulose derivative It is manufactured by substituting.
A compound in which M is CH ₂ can be produced by reacting a cellulose derivative with a corresponding sulfonic acid ester such as alkyl halide or alkyl mesylate in the presence of a base. The main chain comprising a cellulose skeleton can also be obtained by transesterification (acidolysis) of acetylcellulose. According to this method, a cellulose ester derivative having a very low residual amount of hydroxyl groups can be obtained.

  Specifically, hydroxyethyl cellulose lauric acid ester, hydroxyethyl cellulose myristic acid ester, hydroxyethyl cellulose palmitic acid ester, hydroxyethyl cellulose stearic acid ester, hydroxyethyl cellulose behenic acid ester; hydroxypropyl cellulose lauric acid ester, hydroxypropyl cellulose myristic acid ester, hydroxy Propylcellulose palmitate, hydroxypropylcellulose stearate, hydroxypropylcellulose behenate; hydroxyethylmethylcellulose laurate, hydroxyethylmethylcellulose myristic ester, hydroxyethylmethylcellulose palmitate, hydroxyethyl Cylcellulose stearate, hydroxyethylmethylcellulose behenate; hydroxypropylmethylcellulose laurate, hydroxypropylmethylcellulose myristic acid, hydroxypropylmethylcellulose palmitate, hydroxypropylmethylcellulose stearate, hydroxypropylmethylcellulose behenate It is done. Of these, hydroxypropyl cellulose laurate, hydroxypropyl cellulose myristic acid, hydroxypropyl cellulose palmitate, hydroxypropyl cellulose stearate, and hydroxypropyl cellulose behenate are preferred, and hydroxypropyl cellulose palmitate is more preferred.

  The cellulose derivative of component (E) can be used singly or in combination of two or more, and the content is excellent from the viewpoint of excellent solubility in oil components, smooth touch durability, and dispersibility of color pigments. It is 0.01 mass% or more in a composition, 0.1 mass% or more is preferable, 1 mass% or more is more preferable, 15 mass% or less is preferable, 10 mass% or less is preferable, and 7 mass% or less is more preferable. . Moreover, content of a component (E) is 0.01-15 mass% in the whole composition, 0.1-10 mass% is preferable, and 1-7 mass% is more preferable.

  In the present invention, the mass ratio (B) / (E) of the components (B) and (E) is excellent in the dispersibility of the pigment in the cosmetic immediately after application, the application color is vivid, the appearance color and the application color. Are equal to each other, excellent in sustainability after coating, and the coating color after 4 hours is also vivid, preferably 0.02 or more, more preferably 0.05 or more, and still more preferably 0.1 or more 50 or less, preferably 5 or less, more preferably 2 or less. Moreover, 0.02-50 are preferable, as for the mass ratio (B) / (E) of a component (B) and (E), 0.05-5 are more preferable, and 0.1-2 are still more preferable.

  Further, the mass ratio (C) / (E) of the components (C) and (E) is excellent in dispersibility of the pigment in the cosmetic immediately after application, the application color is vivid, and the appearance color and the application color tone. 1 or more, 3 or more is more preferable, 7 or more is more preferable, 200 or less is preferable, 70 or less is preferable from the viewpoint that the durability after application is excellent and the coating color after 4 hours is vivid. Is more preferable, and 40 or less is still more preferable. Moreover, 1-200 are preferable, as for the mass ratio (C) / (E) of a component (C) and (E), 3-70 are more preferable, and 7-40 are still more preferable.

Furthermore, the oily cosmetic of the present invention can use a solid wax at 25 ° C. The solid in the present invention indicates a semi-solid to solid property at 25 ° C. and has a melting point of 40 ° C. or higher.
The solid wax at 25 ° C. is not limited as long as it is used in ordinary cosmetics, for example, mineral waxes such as ozokerite and ceresin; petroleum waxes such as paraffin, microcrystalline wax and petrolatum; Synthetic hydrocarbons such as Tropsch wax and polyethylene wax; plant waxes such as carnauba wax, candelilla wax, rice wax, tree wax, sunflower wax, hydrogenated jojoba oil; animal waxes such as beeswax and whale wax; silicone wax; Synthetic waxes such as fluorine wax and synthetic beeswax; fatty acids, higher alcohols other than component (C), and derivatives thereof.

The solid wax at 25 ° C. preferably has a melting point of 50 ° C. or higher and 140 ° C. or lower, from 60 ° C. to 120 ° C. More preferably, it is not more than
In addition, the solid wax at 25 ° C. preferably contains polyethylene wax, paraffin wax, carnauba wax, microcrystalline wax, ceresin, and petrolatum from the viewpoint of excellent adhesion to the lips and durability of the coating film. More preferably, polyethylene wax, paraffin wax, carnauba wax, and microcrystalline wax are included.

  One or two or more kinds of waxes solid at 25 ° C. can be used. From the viewpoints of formation of sticks and the like, suppression of oil exudation, moistening, and improvement in the durability of the coating film, 10 mass% or more is preferable in a composition, 15 mass% or more is more preferable, and 30 mass% or less is preferable from the point of the smoothness of application | coating, and 25 mass% or less is more preferable. Moreover, 10-30 mass% is preferable in the whole composition, and, as for content of the wax solid at 25 degreeC, 15-25 mass% is more preferable.

  In addition to the above components, the oily cosmetic of the present invention is a component used in ordinary cosmetics, for example, surfactants, lower alcohols, polyhydric alcohols, polymer compounds other than components (B) and (E), and components (C) and (D), oily components other than wax solid at 25 ° C., powders other than component (A), ultraviolet absorbers, antioxidants, dyes, fragrances, coloring materials, antifouling agents, moisturizing agents, Water and the like can be contained.

  The oily cosmetic of the present invention can be produced by a usual method, and the dosage form may be any of solid, semi-solid, gel, liquid and the like.

The oily cosmetic of the present invention is used for the skin, lips, eyelashes, nails and hair, and preferably used for the lips and has an oil agent as a continuous phase. Lip cosmetics such as lipstick, lip gloss, lip liner, makeup cosmetics such as mascara, eyeliner, eye shadow, cheek color, foundation, concealer, cream, milky lotion, serum, massage agent, deodorant, sunscreen, It can be used as a hair restorer, a hair color, a hair wax, a hair foam, etc. Among them, it is suitable as a lip cosmetic selected from lipstick, lip gloss, and lip liner.
This invention discloses the following compositions further regarding embodiment mentioned above.

<1> The following components (A), (B), (C), (D) and (E):
(A) a coloring pigment,
(B) At least two silicon atoms of the organopolysiloxane segment constituting the main chain, via an alkylene group containing a hetero atom, the following general formula (1)

(Wherein R ¹ represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, and t represents 2 or 3)
An organopolysiloxane formed by bonding poly (N-acylalkylenimine) segments composed of repeating units represented by:
The number average molecular weight of the poly (N-acylalkylenimine) segment is 500 to 4000,
The weight average molecular weight of the organopolysiloxane segment between adjacent poly (N-acylalkylenimine) segments is 5000 to 40000,
The weight average molecular weight of the organopolysiloxane segment constituting the main chain is 15000 to 200000,
An organopolysiloxane having a mass ratio (a / b) of 80/20 to 99/1 of the organopolysiloxane segment (a) constituting the main chain and the poly (N-acylalkylenimine) segment (b); 1 to 15% by mass,
(C) 1 to 80% by mass of a non-volatile oil selected from ester oil, higher alcohol and hydrocarbon oil that are liquid at 25 ° C.
(D) 1-50 mass% of volatile hydrocarbon oil or volatile silicone oil,
(E) The main chain has a cellulose skeleton, and 40 mol% or more of all hydroxyl groups are a group —O—M—R (M is CH ₂ or a carbonyl group C═O, and R is a straight chain having 3 to 40 carbon atoms. Or a cellulose derivative substituted with a branched chain alkyl group or alkenyl group) 0.01 to 15% by mass
Containing oily cosmetics.

The content of <2> component (A) is preferably 0.1% by mass or more, more preferably 0.5% by mass or more, still more preferably 1% by mass or more, and 20% by mass in the total composition. The oily cosmetic according to the above <1>, preferably at most, more preferably at most 15 mass%, further preferably at most 8 mass%.
<3> In the component (B), the mass ratio (a / b) between the organopolysiloxane segment (a) constituting the main chain and the poly (N-acylalkylenimine) segment (b) is preferably 83. / 17 to 98/2, wherein 90/10 to 97/3 is more preferred. The oily cosmetic according to <1> or <2>.
<4> The component <B> is preferably poly (N-formylethyleneimine) organosiloxane, poly (N-acetylethyleneimine) organosiloxane, or poly (N-propionylethyleneimine) organosiloxane. The oily cosmetic according to any one of to <3>.
The content of <5> component (B) is preferably 0.3% by mass or more in the total composition, more preferably 0.5% by mass or more, and preferably 10% by mass or less, and 4% by mass or less. The oily cosmetic according to any one of <1> to <4>, more preferably.

<6> The non-volatile oil agent of component (C) is preferably an ester oil or higher alcohol which is liquid at 25 ° C., more preferably neopentyl glycol dicaprate, diisostearyl malate, or 2-octyldodecanol. The oily cosmetic according to any one of <1> to <5>.
The content of <7> component (C) is preferably 20% by mass or more, more preferably 40% by mass or more, preferably 70% by mass or less, more preferably 60% by mass or less in the total composition. The oily cosmetic according to any one of <1> to <6>.
<8> The oily cosmetic according to any one of <1> to <7>, wherein the component (D) is a volatile hydrocarbon oil or a volatile silicone oil having a flash point of 35 to 87 ° C.
<9> The oily cosmetic according to any one of <1> to <8>, wherein the component (D) is preferably an isoparaffinic hydrocarbon oil, and isododecane is more preferable.
The content of <10> component (D) is preferably 5% by mass or more in the total composition, more preferably 10% by mass or more, preferably 40% by mass or less, and more preferably 30% by mass or less. The oily cosmetic according to any one of <1> to <9>.

In <11> component (E), the hydroxyl group-O-M-R substitution rate is preferably 45 mol% or more, more preferably 50 mol% or more, preferably 95 mol% or less, more preferably 65 mol% or less. The oily cosmetic according to any one of <1> to <10>, preferably.
The content of <12> component (E) is preferably 0.1% by mass or more, more preferably 1% by mass or more, preferably 10% by mass or less, and more preferably 7% by mass or less in the total composition. The oily cosmetic according to any one of the above <1> to <11>.
<13> The mass ratio (B) / (E) of the components (B) and (E) is preferably 0.02 or more, more preferably 0.05 or more, still more preferably 0.1 or more, 50 or less is preferable, 5 or less is more preferable, and 2 or less is still more preferable, The oily cosmetics in any one of said <1>-<12>.
<14> The mass ratio (C) / (E) of the components (C) and (E) is preferably 1 or more, more preferably 3 or more, further preferably 7 or more, and preferably 200 or less, 70 The oily cosmetic according to any one of <1> to <13>, wherein the following is more preferable and 40 or less is more preferable.

<15> The oily cosmetic according to any one of <1> to <14>, further comprising a solid wax at 25 ° C.
<16> The oily cosmetic according to <15>, wherein the wax solid at 25 ° C is preferably a melting point of 50 ° C or higher and 140 ° C or lower, and more preferably 60 ° C or higher and 120 ° C or lower.
<17> The oily cosmetic according to <15> or <16>, wherein the wax is solid at 25 ° C., and preferably includes polyethylene wax, paraffin wax, carnauba wax, and microcrystalline wax.
<18> The content of the solid wax at 25 ° C. is preferably 10% by mass or more, more preferably 15% by mass or more, more preferably 30% by mass or less, and more preferably 25% by mass or less in the entire composition. The oily cosmetic according to any one of the above <15> to <17>.

Synthesis example 1
3.63 g (0.036 mol) of 2-ethyl-2-oxazoline and 8.46 g of ethyl acetate were mixed, and the mixture was 0.6 g of molecular sieve (Zeoram A-4, manufactured by Tosoh Corporation) at 28 ° C. 15 Time dehydration was performed.
Also, 100 g of side chain primary aminopropyl-modified polydimethylsiloxane (KF-8015, manufactured by Shin-Etsu Silicone Co., Ltd., weight average molecular weight 100000, amine equivalent 20000) and ethyl acetate 203 g were mixed, and the mixture was 15.2 g of molecular sieve. Dehydration was performed at 28 ° C. for 15 hours.
Diethyl sulfate (0.54 g, 0.0035 mol) was added to the above-mentioned dehydrated 2-ethyl-2-oxazoline in ethyl acetate, heated to reflux at 80 ° C. for 8 hours under a nitrogen atmosphere, and terminal reactive poly (N-propionyl). Ethyleneimine) was synthesized. The number average molecular weight measured by GPC was 1200.
To this terminal-reactive poly (N-propionylethyleneimine) solution, the dehydrated side chain primary aminopropyl-modified polydimethylsiloxane solution was added all at once and heated to reflux at 80 ° C. for 10 hours.
The reaction mixture was concentrated under reduced pressure to obtain an N-propionylethyleneimine-dimethylsiloxane copolymer as a white rubbery solid (102 g). The mass ratio of the organopolysiloxane segment in the final product was 0.96, and the weight average molecular weight of the final product was 104,000.

Synthesis example 2
12.9 g (0.13 mol) of 2-ethyl-2-oxazoline and 27.7 g of ethyl acetate were mixed, and the mixture was 2.0 g of molecular sieve (Zeoram A-4, manufactured by Tosoh Corporation) at 28 ° C. 15 Time dehydration was performed.
Also, 100 g of side chain primary aminopropyl-modified polydimethylsiloxane (KF-8015, manufactured by Shin-Etsu Silicone Co., Ltd., weight average molecular weight 100000, amine equivalent 20000) and ethyl acetate 203 g were mixed, and the mixture was 15.2 g of molecular sieve. Dehydration was performed at 28 ° C. for 15 hours.
To the above ethyl acetate solution of dehydrated 2-ethyl-2-oxazoline was added 0.77 g (0.005 mol) of diethyl sulfate, and the mixture was heated to reflux at 80 ° C. for 8 hours under a nitrogen atmosphere, and terminal reactive poly (N-propionyl). Ethyleneimine) was synthesized. The number average molecular weight measured by GPC was 2700.
To this terminal-reactive poly (N-propionylethyleneimine) solution, the dehydrated side chain primary aminopropyl-modified polydimethylsiloxane solution was added all at once and heated to reflux at 80 ° C. for 10 hours.
The reaction mixture was concentrated under reduced pressure to obtain N-propionylethyleneimine-dimethylsiloxane copolymer as a white rubbery solid (108 g). The mass ratio of the organopolysiloxane segment in the final product was 0.87, and the weight average molecular weight of the final product was 115,000.

Synthesis example 3
23.3 g (0.54 mol) of 2-ethyl-2-oxazoline and 127.46 g of ethyl acetate were mixed, and the mixture was dehydrated with 9.0 g of molecular sieve (Zeoram A-4, manufactured by Tosoh Corporation) for 15 hours. went.
Further, 153.7 g of side chain primary aminopropyl-modified polydimethylsiloxane (KF-8003, manufactured by Shin-Etsu Silicone Co., Ltd., weight average molecular weight 40000, amine equivalent 2000) and 31.06 g of ethyl acetate were mixed, and the mixture was molecular sieve 23. .29 g and dehydrated at 28 ° C. for 15 hours.
9.48 g (0.061 mol) of diethyl sulfate was added to the above-mentioned ethyl acetate solution of dehydrated 2-ethyl-2-oxazoline, heated under reflux at 80 ° C. for 8 hours under a nitrogen atmosphere, and terminal reactive poly (N-propionyl). Ethyleneimine) was synthesized. The number average molecular weight measured by GPC was 1300.
To this terminal-reactive poly (N-propionylethyleneimine) solution, the dehydrated side chain primary aminopropyl-modified polydimethylsiloxane solution was added all at once and heated to reflux at 80 ° C. for 10 hours.
The reaction mixture was concentrated under reduced pressure to obtain an N-propionylethyleneimine-dimethylsiloxane copolymer as a pale yellow rubbery solid (200 g). The mass ratio of the organopolysiloxane segment in the final product was 0.71, and the weight average molecular weight of the final product was 56000.

Synthesis Example 4 (Production of cellulose derivative 1)
93.8 g (1 mol) of 3-methylpyridine is added to and dissolved in 57.8 g (0.165 mol) of hydroxypropylcellulose (Selney M; manufactured by Nippon Soda Co., Ltd.) in toluene at 50 ° C. under nitrogen. 83.3 g (0.3 mol) of palmitoyl chloride are added dropwise over 0.5 hours. Thereafter, the mixture was reacted at 50 ° C. for 5 hours, precipitated in ethanol, purified and dried to obtain hydroxypropyl cellulose palmitate. (Weight average molecular weight 800,000, average acyl substitution degree is 60 mol% of all hydroxyl groups)

(Measurement of weight average molecular weight)
The average molecular weight (Mw) of the polymer was measured by gel permeation chromatography (GPC) using Hitachi L-6000 type high performance liquid chromatography. The eluent flow path pump was Hitachi L-6000, the detector was a Shodex RI SE-61 differential refractive index detector, and the column was a GMHHR-H double connected. The sample was adjusted to a concentration of 0.5 g / 100 mL with an eluent, and 20 μL was used. As the eluent, a chloroform solution of 1 mmol / L N, N-dimethyldodecylamine (Farmin DM20, manufactured by Kao Corporation) was used. The column temperature was 40 ° C. and the flow rate was 1.0 mL / min.

(Measurement of average acyl (ester) substitution degree)
In H-NMR, the proton of the methine group adjacent to the carbonyl group of the esterified cellulose appears in the vicinity of 5 ppm, and the total of the proton adjacent to the 6-membered ring oxygen of cellulose and the methylene group adjacent to the hydroxyl group of cellulose is 3 Appears around 5 ppm. It was calculated from the integrated value.

Synthesis Example 5 (Production of cellulose derivative 2)
In the same manner as in Synthesis Example 4, except that 83.3 g (0.3 mol) of palmitoyl chloride was replaced with 61.2 g (0.28 mol) of lauryl chloride, hydroxypropyl cellulose laurate was obtained. (Weight average molecular weight 800,000, average acyl substitution degree is 58 mol% of all hydroxyl groups)

Synthesis Example 6 (Production of cellulose derivative 3)
Hydroxypropyl cellulose palmitic acid ester was obtained in the same manner as in Synthesis Example 4 except that palmitoyl chloride was replaced with 123.5 g (0.45 mol). (Weight average molecular weight 870,000, average acyl substitution degree is 90 mol% of all hydroxyl groups)

Synthesis Example 7 (Production of cellulose derivative 4)
Five grams (8.3 × 10 ⁻⁶ mol) of hydroxypropylcellulose (Celney M; manufactured by Nippon Soda Co., Ltd.) at room temperature in chloroform under nitrogen were mixed with 50 mL of pyridine and 0.17 grams (0.001 mol) of DMAP (dimethyl alcohol). Aminopyridine) was added and dissolved. 9.0 grams (0.031 mol) of palmitoyl chloride was added dropwise over 0.5 hours. Thereafter, the mixture was reacted at 50 ° C. for 15 hours, precipitated in methanol, purified, and dried to obtain hydroxypropylcellulose palmitate. (Weight average molecular weight 750,000, average acyl substitution degree is 30 mol% of all hydroxyl groups)

Examples 1-11 and Comparative Examples 1-3
Lip cosmetics (lipsticks) having the compositions shown in Table 2 were produced. However, Examples 7 to 10 are reference examples.
For the obtained lipstick, “pigment dispersibility immediately after application”, “brightness of application color immediately after application”, “degree of match between appearance color and color of application color immediately after application”, “lipstick after 2 hours of application ”Sustainability” and “brightness of coating color after 4 hours of coating” were evaluated. The results are shown in Table 2.

(Production method)
The colorant and base material were uniformly dispersed with a disperser at room temperature, defoamed, and then poured into a container to obtain a lipstick.

(Evaluation method)
(1) Pigment dispersibility immediately after coating:
An appropriate amount (about 30 mg) of lipstick was taken on the cosmetic applicator for lips, applied to the inner side of the upper arm, the degree of aggregation of the coloring material was visually observed, and evaluated according to the following criteria. A result is shown as an integrated value of five persons.
4: Aggregation of coloring material is not seen at all.
3: Slight aggregation of the coloring material is observed.
2; Color material aggregation is partially observed.
1: Aggregation of coloring material is observed in a wide range.

(2) When five specialist panelists applied each lipstick to their lips using a lip cosmetic applicator, the “brightness of application color immediately after application”, “appearance color and application color shade immediately after application” The degree of coincidence, “persistence of lipstick after 2 hours of application”, and “brightness of applied color after 4 hours of application” were sensory evaluated according to the following criteria. A result is shown as an integrated value of five persons.

(2-1) Vividness of the coating color immediately after coating;
4; The application color of lips looks vivid.
3; The application color of the lips looks slightly vivid.
2; The application color of lips does not look so vivid.
1; The application color of lips does not look vivid.

(2-2) The degree of coincidence between the appearance color and the coating color immediately after coating;
4: The shades of the coating colors match.
3: The shades of the coating colors are almost the same.
2; The color of the coating color does not match very much.
1: The shades of the coating colors do not match.

(2-3) Persistence after 2 hours of application;
4; Good persistence of lipstick applied on lips.
3; The lipstick applied to the lips is slightly durable.
2: The lipstick applied on the lips is not very durable.
1: The lipstick applied on the lips is not durable.

(2-4) Vividness of the coating color after 4 hours of coating;
4; The application color of lips looks vivid.
3; The application color of the lips looks slightly vivid.
2; The application color of lips does not look so vivid.
1; The application color of lips does not look vivid.

Example 12
In the same manner as in Examples 1 to 11, oily cosmetics having the following composition were produced. However, Example 12 is a reference example.
The obtained oily cosmetic is excellent in the dispersibility of the pigment in the cosmetic immediately after application, the application color is vivid, the appearance color matches the color of the application color, and is excellent in sustainability after application. The coating color after 4 hours was also vivid.

(component)
Red 202 No. 0.3 (mass%)
Blue No. 1 Al 0.1
Titanium oxide 0.7
Bengala 0.2
Yellow iron oxide 0.7
Poly (N-propionylethyleneimine) modified silicone (Synthesis Example 1) 2.0
Diisostearyl malate (molecular weight 639) 50.3
Isododecane (flash point 48 ° C) 19.0
Cellulose derivative 1 (Synthesis example 4) 4.2
Polyethylene wax (melting point 83-90 ° C) 10.0
Paraffin wax (melting point 60-85 ° C) 1.0
Carnauba wax (melting point 80-90 ° C) 1.0
Microcrystalline wax (melting point 60-85 ° C) 8.0
Synthetic mica / titanium oxide (average particle size 50μm)
(GENESTAR410, manufactured by Nihon Koken Co., Ltd.) 2.5
Total 100

Claims (5)

The following components (A), (B), (C), (D) and (E):
(A) a coloring pigment,
(B) At least two silicon atoms of the organopolysiloxane segment constituting the main chain, via an alkylene group containing a hetero atom, the following general formula (1)

(Wherein R ¹ represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, and t represents 2 or 3)
An organopolysiloxane formed by bonding poly (N-acylalkylenimine) segments composed of repeating units represented by:
The number average molecular weight of the poly (N-acylalkylenimine) segment is 500 to 4000,
The weight average molecular weight of the organopolysiloxane segment between adjacent poly (N-acylalkylenimine) segments is 5000 to 40000,
The weight average molecular weight of the organopolysiloxane segment constituting the main chain is 15000 to 200000,
An organopolysiloxane having a mass ratio (a / b) of 80/20 to 99/1 of the organopolysiloxane segment (a) constituting the main chain and the poly (N-acylalkylenimine) segment (b); 1-4 % by mass,
(C) Non-volatile oil agent selected from ester oil, higher alcohol and hydrocarbon oil which are liquid at 25 ° C. 20 to 51.3 % by mass,
(D) 1-50 mass% of volatile hydrocarbon oil or volatile silicone oil,
(E) The main chain has a cellulose skeleton, and 40 to 65 mol % of all hydroxyl groups are groups —O—M—R (M represents CH ₂ or a carbonyl group C═O, and R represents a carbon number of 3 to 40). 1 to 10 % by mass of a cellulose derivative substituted with a linear or branched alkyl group or alkenyl group)
Containing component (B) and (E) the weight ratio of (B) / (E) is 0.02 to 0.24 der Ru oily cosmetics.   The oily cosmetic according to claim 1, wherein the content of the component (A) is 0.1 to 20% by mass.   The oily cosmetic according to claim 1 or 2, wherein the mass ratio (C) / (E) of the components (C) and (E) is 1 to 200. The oily cosmetic according to any one of claims 1 to 3 , wherein the component (D) has a flash point of 35 to 87 ° C. The oily cosmetic according to any one of claims 1 to 4, which is a lip cosmetic.