Composition
The use of surface-treated pigment particles with specific ester compounds enhances dispersibility and stability in cosmetic compositions, addressing dispersion and oxidation issues in cosmetic formulations.
Patent Information
- Application Number
- PCT/JP2024/045682
- Authority / Receiving Office
- WO · WO
- Patent Type
- Applications
- Current Assignee / Owner
- Priority Date
- 2024-07-29
- Filing Date
- 2024-12-24
- Publication Date
- 2025-07-03
AI Technical Summary
Existing cosmetic compositions face challenges with the dispersibility of pigment particles, particularly metal element-containing pigment particles, leading to poor dispersion in oil components and adverse effects on other components due to oxidation and fading of organic colorants.
A composition using pigment particles surface-treated with a tri- or tetraester compound of a fatty acid and mono- or polyglycerin, combined with a diester compound of a fatty acid and mono- or polyglycerin, or a diester compound of a dicarboxylic acid and a fatty alcohol, enhances dispersibility and suppresses adverse effects on other components.
Improves the dispersibility of pigment particles in oil components and reduces the negative impact on other cosmetic components, including oxidation and fading of organic colorants, while maintaining a stable dispersion state.
Smart Images

Figure JP2024045682_03072025_PF_FP_ABST
Abstract
Description
composition
[0001] The present invention relates to compositions, particularly compositions containing pigment particles.
[0002] Compositions containing pigment particles are used in a variety of fields, including cosmetics, such as foundations, blushes, eyebrow pencils, eye shadows, eyeliners, mascaras, lip cosmetics, makeup bases, concealers, and eye creams.
[0003] In such cosmetics, pigment particles are sometimes dispersed in oil. However, pigment particles that have not been surface-treated have poor dispersibility in cosmetics. For this reason, surface-treated pigment particles are often used in the field of cosmetics.
[0004] For example, Patent Document 1 discloses a powder material for cosmetics that includes a powder for cosmetics that has been surface-treated with an ester compound of a fatty acid having 8 to 20 carbon atoms and glycerin.
[0005] Furthermore, Patent Document 2 discloses a cosmetic powder that is surface-treated with an ester compound of isostearic acid and diglycerin.
[0006] International Publication No. 2022 / 030462 Japanese Patent Application Laid-Open No. 2023-007281
[0007] Pigment particles that have been surface-treated as described above generally have good dispersibility in oil.
[0008] However, there is a demand for further improvement in the dispersibility of pigment particles in oil, particularly for further improvement in the dispersibility of pigment particles in oil, and for suppression of the effects of the pigment particles on other components of the cosmetic composition when the pigment particles are metal element-containing pigment particles.
[0009] The present invention provides a composition in which the dispersibility of pigment particles in oil is improved, particularly a composition in which the dispersibility of pigment particles in oil is improved and, when the pigment particles are metal element-containing pigment particles, the composition suppresses the effects of the pigment particles on other components of the composition.
[0010] The present inventors have conducted extensive research and found that the above problems can be solved by the following means, and have completed the present invention. That is, the present invention is as follows.
[0011] Aspect 1: A composition comprising: (a) pigment particles surface-treated with a tri- or tetraester compound of a fatty acid having 8 to 20 carbon atoms and mono- or polyglycerol, and (b) (b1) a diester compound of a fatty acid having 8 to 20 carbon atoms and mono- or polyglycerol, and / or (b2) a diester compound of a dicarboxylic acid and a fatty alcohol having 8 to 20 carbon atoms. Aspect 2: The composition according to Aspect 1, wherein the molecular weight of the diester compounds of components (b1) and (b2) is 600 or more, and / or the diester compounds of components (b1) and (b2) have at least one unesterified hydroxyl group. Aspect 3: The composition according to Aspect 1 or 2, wherein the fatty acid of component (a) is a branched carboxylic acid, the fatty acid of component (b1) is a branched carboxylic acid, and / or the fatty alcohol of component (b2) is a branched fatty alcohol. Aspect 4: The composition according to any one of Aspects 1 to 3, wherein the ester compound of component (a) is at least one selected from the group consisting of diglyceryl tetraisostearate, diglyceryl triisostearate, glyceryl triisostearate, and caprylic / capric triglyceride. Aspect 5: The composition according to any one of Aspects 1 to 4, wherein the dicarboxylic acid of component (b2) has 10 or fewer carbon atoms. Aspect 6: The composition according to any one of Aspects 1 to 5, wherein the dicarboxylic acid of component (b2) is malic acid. Aspect 7: The composition according to any one of Aspects 1 to 6, wherein the pigment particles of component (a) are metal element-containing pigment particles. Aspect 8: The composition according to any one of Aspects 1 to 7, further comprising (c) an oil component other than the diester compounds of components (b1) and (b2). Aspect 9: The composition according to any one of Aspects 1 to 8, further comprising (d) an organic coloring material. Aspect 10 The composition according to any one of Aspects 1 to 9, wherein the mass ratio of component (b) to component (a) (component (b) / component (a)) is 0.1 or more. Aspect 11 The composition according to any one of Aspects 1 to 10, which is an oil-based cosmetic or a water-in-oil cosmetic. Aspect 12 The composition according to any one of Aspects 1 to 11, which is a lip cosmetic.
[0012] According to the present invention, it is possible to provide a composition in which the dispersibility of pigment particles in oil is improved, and in particular a composition in which the dispersibility of pigment particles in oil is improved and, when the pigment particles are pigment particles containing a metal element, the effect of the pigment particles on other components of the composition is suppressed.
[0013] FIG. 1 shows the storage modulus (G') (FIG. 1(a)), loss modulus (G") (FIG. 1(b)), and absolute value of complex modulus (|G * FIG. 2 is a graph showing the transmittance spectra in the visible light region for the compositions of Example 9 and Comparative Example 9.
[0014] <<Composition>> The composition of the present invention comprises: (a) pigment particles that have been surface-treated with a tri- or tetra-ester compound of a fatty acid having 8 to 20 carbon atoms and mono- or polyglycerol, and (b) a diester compound of a fatty acid having 8 to 20 carbon atoms and mono- or polyglycerol, and / or a diester compound of a dicarboxylic acid and a fatty alcohol having 8 to 20 carbon atoms.
[0015] In the composition of the present invention, the dispersibility of the pigment particles in oil is improved, and in particular, the dispersibility of the pigment particles in oil is further improved, and when the pigment particles are pigment particles containing a metal element, the influence of these pigment particles on other components of the composition can be suppressed.
[0016] Without being limited by theory, it is believed that the dispersibility of pigment particles (component (a)) is improved by surface treatment with a specific sterically bulky tri- or tetraester compound, and that the dispersibility of pigment particles is further improved by using in combination a diester compound (component (b)) having a structure similar to these compounds.
[0017] Each component constituting the composition of the present invention will be described below.
[0018] <Component (a)> The composition of the present invention contains, in addition to the following component (b), (a) pigment particles that have been surface-treated with a tri- or tetra-ester compound of a fatty acid having 8 to 20 carbon atoms and mono- or polyglycerol.
[0019] The content of component (a) can be selected depending on the intended use of the composition of the present invention. For example, the content of component (a) may be 0.1 mass% or more, 0.5 mass% or more, 1.0 mass% or more, 3.0 mass% or more, 5.0 mass% or more, 10.0 mass% or more, 20.0 mass% or more, 30.0 mass% or more, 40.0 mass% or more, 50.0 mass% or more, 60.0 mass% or more, 70.0 mass% or more, or 80.0 mass% or more, or may be less than 100.0 mass%, 90.0 mass% or less, 80.0 mass% or less, 70.0 mass% or less, 60.0 mass% or less, 50.0 mass% or less, 40.0 mass% or less, 30.0 mass% or less, 20.0 mass% or less, 10.0 mass% or less, 5.0 mass% or less, 3.0 mass% or less, or 1.0 mass% or less, based on the total mass of the composition of the present invention.
[0020] With respect to component (a), the number of carbon atoms in the fatty acid may be 8 or more, 10 or more, 12 or more, 14 or more, 16 or more, or 18 or more, and may be 20 or less, 19 or less, or 18 or less.
[0021] The fatty acid may be branched or linear, and it is believed that branched fatty acids are preferred for improving the dispersibility of pigment particles.
[0022] Specific examples of fatty acids for component (a) include caprylic acid (8 carbon atoms), pelargonic acid (9 carbon atoms), capric acid (10 carbon atoms), lauric acid (12 carbon atoms), myristic acid (14 carbon atoms), palmitic acid (16 carbon atoms), margaric acid (17 carbon atoms), and stearic acid (18 carbon atoms). Preferred fatty acids include stearic acid (18 carbon atoms), particularly branched stearic acid (18 carbon atoms), and more particularly isostearic acid (18 carbon atoms).
[0023] With respect to component (a), monoglycerin means non-polymerized (i.e., monomeric) glycerin, and polyglycerin means polymerized (i.e., polymeric) glycerin. The degree of polymerization of the polyglycerin of component (a) is not particularly limited, but may be 2 or more, and may be 10 or less, 8 or less, 6 or less, 4 or less, or 3 or less. In particular, the polyglycerin of component (a) may be diglycerin.
[0024] Regarding component (a), the ester compound is a triester compound or a tetraester compound, preferably a tetraester compound.
[0025] Specifically, the ester compound of component (a) may be at least one selected from the group consisting of diglyceryl tetraisostearate, diglyceryl triisostearate, glyceryl triisostearate, and tri(caprylic / capric)glyceryl. The ester compound of component (a) is preferably diglyceryl tetraisostearate (also known as polyglyceryl-2 tetraisostearate).
[0026] The method for surface treating pigment particles with an ester compound is not particularly limited, and reference can be made, for example, to the section entitled "Method for producing powder materials for cosmetics" disclosed in WO 2022 / 030462.
[0027] Regarding component (a), the pigment particles can be selected depending on the intended use of the composition of the present invention.
[0028] Specifically, any pigment particles can be used regardless of their shape (spherical, rod-like, needle-like, plate-like, irregular, scaly, spindle-like, etc.), particle size (aerosol-like, fine particles, pigment particle size, etc.), or particle structure (porous, non-porous, etc.). Examples of pigment particles include, but are not limited to, inorganic pigment particles (including natural mineral pigment particles or synthetic inorganic pigment particles, etc.), organic pigment particles of organic colorants that are used without dissolving in the composition (particularly organic colorants that have been insolubilized), and organic powder particles.
[0029] More specifically, examples of inorganic pigment particles include titanium oxide, iron oxide (yellow iron oxide, red iron oxide, black iron oxide), talc, zinc oxide, silicon oxide, pearl mica, mica, carbon black, red iron oxide, cerium oxide, manganese violet, cobalt violet, chromium oxide, chromium hydroxide, cobalt titanate, ultramarine, Prussian blue, magnesium oxide, zirconium oxide, kaolin, sericite, muscovite, phlogopite, synthetic mica, lepidolite, biotite, and vermiculite.
[0030] Examples of organic pigment particles include, but are not limited to, Red No. 3, Red No. 10, Red No. 106, Red No. 201, Red No. 202, Red No. 204, Red No. 205, Red No. 218, Red No. 220, Red No. 223, Red No. 226, Red No. 227, Red No. 228, Red No. 230, Red No. 401, Red No. 405, Red No. 505, Yellow No. 4, Yellow No. 5, Yellow No. 202, Yellow No. 203, Yellow No. 205, Yellow No. 401, Orange No. 201, Orange No. 203, Orange No. 204, Orange No. 205, Orange No. 206, Orange No. 207, Blue No. 1, Blue No. 2, Blue No. 201, Blue 404, Green No. 3, Green No. 201, Green No. 204, and Green No. 205.
[0031] Examples of organic powder particles include, but are not limited to, nylon powder, cellulose powder, polyethylene powder, polymethyl methacrylate powder, polystyrene powder, acrylic powder, and silicone powder.
[0032] These pigment particles can be used alone or in combination.
[0033] Regarding component (a), the pigment particles may in particular be metal element-containing pigment particles.
[0034] Metal element-containing pigment particles are prone to generate free radicals and active oxygen due to their metal components. Therefore, when a composition contains oils or other components that are easily oxidized, the metal element-containing pigment particles may accelerate the oxidation of these components in the composition. Furthermore, when a composition contains a colorant, particularly an organic colorant, the metal element-containing pigment particles may accelerate the fading of the colorant in the composition.
[0035] In contrast, the composition of the present invention can suppress the above-mentioned undesirable effects caused by metal element-containing pigment particles. Without being limited by theory, this is thought to be because the composition of the present invention provides good coating of the metal element-containing pigment particles, thereby suppressing the above-mentioned undesirable effects caused by the metal components.
[0036] Specifically, the metal element-containing pigment particles may be any of the pigment particles listed above as inorganic pigment particles, and in particular, the metal element-containing pigment particles may include at least one selected from the group consisting of titanium oxide, iron oxide (yellow iron oxide, red iron oxide, black iron oxide), talc, zinc oxide, silicon oxide, pearl mica, mica, sericite, ultramarine, and Prussian blue.
[0037] <Component (b)> In addition to the above-mentioned component (a), the composition of the present invention contains (b) (b1) a diester compound of a fatty acid having 8 to 20 carbon atoms and mono- or polyglycerin, and / or (b2) a diester compound of a dicarboxylic acid and a fatty alcohol having 8 to 20 carbon atoms.
[0038] The content of component (b) can be selected depending on the intended use of the composition of the present invention. For example, the content of component (b) may be 0.1 mass% or more, 0.5 mass% or more, 1.0 mass% or more, 3.0 mass% or more, 5.0 mass% or more, 10.0 mass% or more, 20.0 mass% or more, 30.0 mass% or more, 40.0 mass% or more, 50.0 mass% or more, 60.0 mass% or more, 70.0 mass% or more, or 80.0 mass% or more, or may be less than 100.0 mass%, 90.0 mass% or less, 80.0 mass% or less, 70.0 mass% or less, 60.0 mass% or less, 50.0 mass% or less, 40.0 mass% or less, 30.0 mass% or less, 20.0 mass% or less, 10.0 mass% or less, 5.0 mass% or less, 3.0 mass% or less, or 1.0 mass% or less, based on the total mass of the composition of the present invention.
[0039] The total content of components (a) and (b) can be selected depending on the intended use of the composition of the present invention. For example, the total content of components (a) and (b) may be, relative to the entire composition of the present invention, 0.1% by mass or more, 0.5% by mass or more, 1.0% by mass or more, 3.0% by mass or more, 5.0% by mass or more, 10.0% by mass or more, 20.0% by mass or more, 30.0% by mass or more, 40.0% by mass or more, 50.0% by mass or more, 60.0% by mass or more, 70.0% by mass or more, or 80.0% by mass or more; and may be less than 100.0% by mass, 90.0% by mass or less, 80.0% by mass or less, 70.0% by mass or less, 60.0% by mass or less, 50.0% by mass or less, 40.0% by mass or less, 30.0% by mass or less, 20.0% by mass or less, 10.0% by mass or less, 5.0% by mass or less, 3.0% by mass or less, or 1.0% by mass or less.
[0040] The mass ratio of component (b) to component (a) (component (b) / component (a)) may be 0.1 or more, 0.3 or more, 0.5 or more, 1.0 or more, 3.0 or more, or 5.0 or more, and may be 100.0 or less, 70.0 or less, 50.0 or less, 40.0 or less, 30.0 or less, 20.0 or less, 10.0 or less, 5.0 or less, 3.0 or less, or 1.0 or less. It is believed that the mass ratio of component (b) to component (a) in the above range can promote dispersion of the pigment particles.
[0041] (Component (b1)) With regard to the fatty acid of the diester compound of a fatty acid having 8 to 20 carbon atoms with mono- or polyglycerol (component (b1)), the description of the fatty acid of component (a) above can be referred to. In particular, the fatty acid of component (b1)) may be the same as the fatty acid of component (a) above.
[0042] For the mono- or polyglycerin of component (b1), reference can be made to the description of the mono- or polyglycerin of component (a).
[0043] The molecular weight of the diester compound of component (b1) may be 600 or more. In addition, this molecular weight may be 1,000 or less, 900 or less, 800 or less, or 700 or less. It is considered preferable that the diester compound of component (b1) has an appropriate molecular weight in order to increase the affinity between the diester compound and the pigment particles and to improve the dispersibility of the pigment particles.
[0044] The diester compound of component (b1) may have at least one unesterified hydroxyl group, which is considered preferable for enhancing the affinity between the diester compound and the pigment particles.
[0045] The viscosity of the diester compound of component (b1) may be 50 mPa·s or more, 100 mPa·s or more, 500 mPa·s or more, 1,000 mPa·s or more, 2,000 mPa·s or more, or 2,500 mPa·s or more, and may be 10,000 mPa·s or less, 5,000 mPa·s or less, 4,000 mPa·s or less, 3,000 mPa·s or less, 2,000 mPa·s or less, 1,000 mPa·s or less, 500 mPa·s or less, or 300 mPa·s or less. It may be preferable that the viscosity of the diester compound of component (b2) is in this range in order to disperse component (a) well in component (b1) when pigment particles surface-treated with the tri- or tetra-ester compound of component (a) are added to the diester compound of component (b1) and kneaded.
[0046] In the present invention, viscosity is a value measured using a BM viscometer or a BH viscometer. Specifically, in the present invention, when the viscosity is in the range of 20 mPa s to 2,500 mPa s, it can be measured using a BM viscometer with a No. 2 rotor at a rotation speed of 12 rpm, and when the viscosity is in the range of 2,500 mPa s to 100,000 mPa s, it can be measured using a BH viscometer with a No. 6 rotor at a rotation speed of 10 rpm.
[0047] Specifically, the diester compound of component (b1) may be at least one selected from the group consisting of glyceryl dilaurate, glyceryl diisostearate, and decaglyceryl diisostearate. The ester compound of component (b1) is preferably glyceryl diisostearate (molecular weight 625.0, viscosity 114 mPa s (BM viscometer, rotor No. 2, rotation speed 12 rpm)).
[0048] (Component (b2)) With respect to the diester compound of a dicarboxylic acid and a fatty alcohol having 8 to 20 carbon atoms (component (b2)), the number of carbon atoms in the dicarboxylic acid may be 2 or more, or 3 or more, and may be 10 or less, 8 or less, 6 or less, or 5 or less.
[0049] The dicarboxylic acid may be branched or linear, and it is believed that branched dicarboxylic acids are preferred for improving the dispersibility of pigment particles.
[0050] The dicarboxylic acid may have at least one hydroxyl group, which allows the diester compound of component (b2) to have at least one unesterified hydroxyl group. It is believed that the presence of such a hydroxyl group in the diester compound of component (b2) is preferable for increasing the affinity between the diester compound and the pigment particles.
[0051] Specific examples of dicarboxylic acids for component (b2) include oxalic acid (2 carbon atoms), malonic acid (3 carbon atoms), succinic acid (4 carbon atoms), glutaric acid (5 carbon atoms), adipic acid (6 carbon atoms), pimelic acid (7 carbon atoms), suberic acid (8 carbon atoms), azelaic acid (9 carbon atoms), and sebacic acid (10 carbon atoms). Examples of dicarboxylic acids having at least one hydroxyl group, i.e., hydroxydicarboxylic acids, include tartronic acid (3 carbon atoms), malic acid (4 carbon atoms), and tartaric acid (4 carbon atoms). The dicarboxylic acid having at least one hydroxyl group is preferably malic acid (4 carbon atoms).
[0052] With respect to component (b2), the number of carbon atoms in the fatty alcohol may be 8 or more, 10 or more, 12 or more, 14 or more, 16 or more, or 18 or more, and may be 20 or less, 19 or less, or 18 or less.
[0053] The fatty alcohol may be branched or linear, and it is considered preferable for the fatty alcohol to have a branched structure in order to improve the dispersibility of the pigment particles.
[0054] Specific examples of fatty alcohols for component (b2) include 1-octanol (8 carbon atoms), 2-ethylhexanol (8 carbon atoms, branched), 1-nonanol (9 carbon atoms), 1-decanol (10 carbon atoms), undecyl alcohol (11 carbon atoms), lauryl alcohol (12 carbon atoms), tridecyl alcohol (13 carbon atoms), myristyl alcohol (14 carbon atoms), pentadecyl alcohol (15 carbon atoms), cetanol (16 carbon atoms), 1-heptadecanol (17 carbon atoms), stearyl alcohol (18 carbon atoms), isostearyl alcohol (18 carbon atoms, branched), nonadecyl alcohol (19 carbon atoms), and arachidyl alcohol (20 carbon atoms), with isostearyl alcohol (18 carbon atoms, branched) being preferred.
[0055] The molecular weight of the diester compound of component (b2) may be 600 or more. In addition, this molecular weight may be 1,000 or less, 900 or less, 800 or less, or 700 or less. It is considered preferable that the diester compound of component (b1) has an appropriate molecular weight in order to increase the affinity between the diester compound and the pigment particles and to improve the dispersibility of the pigment particles.
[0056] The diester compound of component (b2) may have at least one unesterified hydroxyl group, which is considered preferable for enhancing the affinity between the diester compound and the pigment particles.
[0057] The viscosity of the diester compound of component (b2) may be 50 mPa·s or more, 100 mPa·s or more, 500 mPa·s or more, 1,000 mPa·s or more, 2,000 mPa·s or more, or 2,500 mPa·s or more, and may be 10,000 mPa·s or less, 5,000 mPa·s or less, 4,000 mPa·s or less, 3,000 mPa·s or less, 2,000 mPa·s or less, 1,000 mPa·s or less, 500 mPa·s or less, or 300 mPa·s or less. It may be preferable that the viscosity of the diester compound of component (b2) be in this range in order to disperse component (a) well in component (b2) when pigment particles surface-treated with the tri- or tetra-ester compound of component (a) are added to the diester compound of component (b2) and kneaded.
[0058] In the present invention, viscosity is a value measured using a BM viscometer or a BH viscometer. Specifically, in the present invention, when the viscosity is in the range of 20 mPa s to 2,500 mPa s, it can be measured using a BM viscometer with a No. 2 rotor at a rotation speed of 12 rpm, and when the viscosity is in the range of 2,500 mPa s to 100,000 mPa s, it can be measured using a BH viscometer with a No. 6 rotor at a rotation speed of 10 rpm.
[0059] Specifically, the ester compound of component (b1) is preferably diisostearyl malate (molecular weight 639.0, viscosity 2,900 mPa·s (BH viscometer, rotor No. 6, rotation speed 10 rpm)).
[0060] <Component (c)> In addition to the above-mentioned components (a) and (b), the composition of the present invention may further contain (c) an oil component other than the above-mentioned diester compound of component (b).
[0061] The content of component (c) can be selected depending on the intended use of the composition of the present invention. For example, the content of component (b) may be 0.1 mass% or more, 0.5 mass% or more, 1.0 mass% or more, 3.0 mass% or more, 5.0 mass% or more, 10.0 mass% or more, 20.0 mass% or more, 30.0 mass% or more, 40.0 mass% or more, 50.0 mass% or more, 60.0 mass% or more, 70.0 mass% or more, or 80.0 mass% or more, or may be less than 100.0 mass%, 90.0 mass% or less, 80.0 mass% or less, 70.0 mass% or less, 60.0 mass% or less, 50.0 mass% or less, 40.0 mass% or less, 30.0 mass% or less, 20.0 mass% or less, 10.0 mass% or less, 5.0 mass% or less, 3.0 mass% or less, or 1.0 mass% or less, based on the total mass of the composition of the present invention.
[0062] Such oils can be selected depending on the intended use of the composition of the present invention. For example, such oils may be liquid, solid, or semi-solid oils, or a mixture thereof, at room temperature (25°C) and atmospheric pressure (1 atm). Furthermore, such oils may be non-volatile oils, volatile oils, or a mixture thereof. In the present invention, non-volatile oils refer to oils having a boiling point of more than 260°C at atmospheric pressure, and volatile oils refer to oils having a boiling point of 260°C or lower, particularly 60°C to 260°C, at atmospheric pressure.
[0063] Examples of such oils include hydrocarbon oils, ester oils, vegetable oils, higher alcohols, higher fatty acids, oil-based ultraviolet absorbers, and silicone oils.
[0064] Examples of non-volatile hydrocarbon oils include liquid paraffin, paraffin, hydrogenated polydecene, squalane, squalene, pristane, petrolatum, etc. Examples of volatile hydrocarbon oils that can be used include relatively low molecular weight hydrocarbon oils (boiling points of 250°C or less), and specific examples include light liquid isoparaffin (also called "hydrogenated polyisobutene"), isododecane, isohexadecane, etc.
[0065] Examples of ester oils include isopropyl myristate, cetyl octanoate, octyldodecyl myristate, isopropyl palmitate, butyl stearate, hexyl laurate, myristyl myristate, decyl oleate, hexyldecyl dimethyloctanoate, cetyl lactate, myristyl lactate, lanolin acetate, isocetyl stearate, isocetyl isostearate, cholesteryl 12-hydroxystearate, ethylene glycol di-2-ethylhexanoate, dipentaerythritol fatty acid esters, N-alkyl glycol monoisostearate, neopentyl glycol dicaprate, trimethylolpropane tri-2-ethylhexanoate, and trimethylolpropane triisostearate. , glycerin trioctanoate, glycerin triisopalmitate, cetyl 2-ethylhexanoate, pentaerythritol tetra-2-ethylhexanoate, glycerin tri-2-ethylhexanoate, 2-ethylhexyl palmitate, glycerin trimyristate, tri-2-heptylundecanoic acid glyceride, castor oil fatty acid methyl ester, oleyl oleate, acetoglyceride, 2-heptylundecyl palmitate, diisobutyl adipate, N-lauroyl-L-glutamic acid-2-octyldodecyl ester, ethyl laurate, di-2-ethylhexyl sebacate, 2-hexyldecyl myristate, 2-hexyldecyl palmitate, triethyl citrate, and the like.
[0066] Examples of vegetable oils include avocado oil, camellia oil, macadamia nut oil, corn oil, olive oil, rapeseed oil, sesame oil, castor oil, peanut oil, almond oil, soybean oil, tea seed oil, jojoba oil, and germ oil.
[0067] Examples of higher alcohols include oleyl alcohol, isostearyl alcohol, octyldodecanol, decyltetradecanol, jojoba alcohol, cetyl alcohol, and myristyl alcohol.
[0068] Examples of higher fatty acids include oleic acid, isostearic acid, linoleic acid, linolenic acid, eicosapentaenoic acid, docosahexaenoic acid, palmitic acid, and stearic acid.
[0069] The oil-based UV absorber is not particularly limited as long as it is one that is commonly used in cosmetics. For example, UV absorbers selected from octocrylene, ethylhexyl methoxycinnamate, ethylhexyl salicylate, 4-tert-butyl-4'-methoxydibenzoylmethane, methylenebisbenzotriazolyltetramethylbutylphenol, bisethylhexyloxyphenol methoxyphenyl triazine, diethylaminohydroxybenzoylhexyl benzoate, ethylhexyl triazone, diethylhexylbutamidotriazone, 2-hydroxy-4-methoxybenzophenone, benzalmalonate, benzotriazole, and the like can be used in appropriate combination.
[0070] Silicone oil can be selected from volatile and nonvolatile linear, branched or cyclic silicone oil.More specifically, silicone oil can be exemplified as methylpolysiloxane, methylphenylpolysiloxane, methylpolycyclosiloxane, methylhydrogenpolysiloxane, dimethylsiloxane, dimethylsiloxane-methyl (POE) siloxane copolymer, high polymerized methylpolysiloxane, dimethylsiloxane-methyl (POP) siloxane copolymer, tetradecamethylhexasiloxane, octamethyltrisiloxane, dimethylsiloxane-methylcetyloxysiloxane copolymer, decamethyltetrasiloxane, cyclopentasiloxane, octamethylcyclotetrasiloxane, decamethylcyclopentasiloxane, dodecamethylcyclohexasiloxane, hexadecamethylcycloheptasiloxane, etc.
[0071] <Component (d)> In addition to the above-described components (a) and (b), the composition of the present invention may further contain (d) an organic coloring material.
[0072] The content of component (d) can be selected depending on the intended use of the composition of the present invention. For example, the content of component (b) may be 0.1 mass% or more, 0.5 mass% or more, 1.0 mass% or more, 3.0 mass% or more, or 5.0 mass% or more, and may be 30.0 mass% or less, 20.0 mass% or less, 10.0 mass% or less, 5.0 mass% or less, 3.0 mass% or less, or 1.0 mass% or less, based on the total mass of the composition of the present invention.
[0073] When organic coloring materials coexist with pigment particles, particularly pigment particles containing metal elements, they are prone to fading due to free radicals and active oxygen generated by the pigment particles.
[0074] In contrast, the composition of the present invention can suppress the above-mentioned undesirable effects caused by pigment particles, particularly metal element-containing pigment particles. Without being limited by theory, this is thought to be because the composition of the present invention provides good coating of pigment particles, thereby suppressing the above-mentioned problem of discoloration of organic colorants caused by the influence of pigment particles.
[0075] Such organic coloring materials can be selected depending on the intended use of the composition of the present invention. Examples of such organic coloring materials include those listed as organic pigment particles in component (a). Examples of such organic coloring materials include organic coloring materials used in a state dissolved in a solvent, i.e., organic dyes. Examples of organic dyes include azo dyes, xanthene dyes, and quinoline dyes.
[0076] <Other Components> The composition of the present invention may further contain other components in addition to the above-mentioned components. Such other components can be selected depending on the intended use of the composition of the present invention. Below, other constituent components will be described by way of example, but the present invention is not limited to these examples.
[0077] Wax The composition of the present invention may further comprise waxes.
[0078] By blending waxes, the oil contained in the composition of the present invention can be solidified.
[0079] In the present invention, the waxes are not particularly limited and may be, for example, at least one selected from the group consisting of paraffin wax, ceresin wax, microcrystalline wax, polyethylene wax, montan wax, Fischer-Tropsch wax, carnauba wax, sunflower seed wax, jojoba ester, and candelilla wax. In one embodiment of the present invention, the waxes may include polyethylene wax and / or microcrystalline wax.
[0080] In the composition of the present invention, the content of waxes, when contained, is not particularly limited. For example, the content of waxes may be 1.0 part by mass or more, 5.0 parts by mass or more, 8.0 parts by mass or more, 10 parts by mass or more, or 11 parts by mass or more relative to 100 parts by mass of the oil content, and may be 50 parts by mass or less, 45 parts by mass or less, 40 parts by mass or less, 35 parts by mass or less, 30 parts by mass or less, 25 parts by mass or less, 20 parts by mass or less, or 15 parts by mass or less.
[0081] Oil-Based Thickener The composition of the present invention may further comprise an oil-based thickener.
[0082] Examples of oil-based thickeners include dextrin fatty acid esters and organically modified clay minerals.
[0083] The dextrin fatty acid ester may be, for example, an ester compound of a fatty acid having 8 to 24 carbon atoms and dextrin having an average degree of polymerization of 10 to 50. More specifically, examples of the dextrin fatty acid ester include, but are not limited to, dextrin palmitate, dextrin stearate, dextrin palmitate stearate, dextrin isostearate, and dextrin (palmitate / 2-ethylhexanoate).
[0084] Organically modified clay minerals are obtained by treating clay minerals such as natural or synthetic montmorillonites (commercially available products include Veegum, Kunipia, and Laponite) and synthetic micas known as sodium silicic mica and sodium or lithium taeniolite with a quaternary ammonium salt-type cationic surfactant. More specifically, organically modified clay minerals include, but are not limited to, disteardimonium hectorite, dimethylalkylammonium hectorite, and magnesium aluminum silicate treated with distearyldimethylammonium chloride.
[0085] (Others) The composition of the present invention may contain, for example, other surfactants, other aqueous components, moisturizers, antioxidants, alcohol, cosmetic ingredients, lecithin, glycolipids, plant extracts, preservatives, fragrances, pH adjusters, pigments, etc., within the scope of not impairing the effects of the present invention.
[0086] <Uses and Formulations> The composition of the present invention can be used in any application in which pigment particles are dispersed. Therefore, the composition of the present invention may be a cosmetic composition, particularly an oil-based cosmetic or a water-in-oil cosmetic. Furthermore, the composition of the present invention may be a cosmetic raw material for obtaining a cosmetic composition.
[0087] In the composition of the present invention, the dispersibility of pigment particles in oil is improved, and therefore the composition of the present invention can be suitably used as a cosmetic composition, particularly as a makeup cosmetic composition.
[0088] In the present invention, examples of makeup cosmetic compositions include foundations, blushes, eyebrows, eye shadows, eyeliners, mascaras, lip cosmetics (lipsticks, lip balms, etc.), makeup bases, concealers, eye creams, etc. The composition of the present invention is particularly a lip cosmetic.
[0089] When the composition of the present invention is a cosmetic raw material for obtaining a cosmetic composition, the cosmetic composition can be obtained by mixing such a cosmetic raw material with other cosmetic components, such as the above-mentioned component (c), component (d), and “other components.”
[0090] The composition of the present invention may be in the form of a solid, semi-solid, solid paste, stick, emulsion, liquid, gel, sherbet, cream, ointment, or paste.
[0091] <Production Method> The composition of the present invention can be produced by any method.
[0092] In particular, the composition of the present invention can be produced by adding pigment particles surface-treated with the tri- or tetraester compound of component (a) to the diester compound of component (b), kneading them, and then adding other components and further kneading them. Here, the kneading of the pigment particles surface-treated with the tri- or tetraester compound of component (a) and the diester compound of component (b) can be carried out by mechanical force, for example, using a three-roller system. Furthermore, kneading the pigment particles surface-treated with the tri- or tetraester compound of component (a) and the diester compound of component (b) before adding the other components may be preferable in order to disperse component (a) well in component (b2).
[0093] The present invention will be described in more detail below with reference to examples, but the present invention is not limited to these. Unless otherwise specified, the blending amounts are expressed in mass %.
[0094] Examples 1 to 8 and Comparative Examples 1 to 8 Compositions of Examples 1 to 8 and Comparative Examples 1 to 8 were prepared based on the formulations in Tables 1 to 4 below. Specifically, each of the titanium dioxide particles (PGQ TiO ) surface-treated with polyglyceryl-2 tetraisostearate was used. 2 The compositions of Examples 1 to 8 and Comparative Examples 1 to 8 were prepared by adding black iron oxide (PGQ BLACK No. 710P (Daito Chemical Industry Co., Ltd.)), red iron oxide (PGQ RED No. 211P (Daito Chemical Industry Co., Ltd.)), and ochre (PGQ YELLOW No. 602P (Daito Chemical Industry Co., Ltd.)) to the oil components shown in Tables 1 to 4 and kneading them.
[0095] The prepared compositions were evaluated as follows, and the evaluation results are shown in Tables 1 to 4 below.
[0096] (Appearance) Each composition was kept at a predetermined temperature (0°C, 25°C (room temperature), and 37°C) for a predetermined period (1 week, 2 weeks, and 3 weeks), and then visually inspected for oily floating and evaluated according to the following criteria: A: No oily floating. B: Very slight oily floating. C: Oily floating. D: Significant oily floating.
[0097] (Particle Size) After each composition was held at a predetermined temperature (0°C, 25°C (room temperature), and 37°C) for a predetermined period (1 week, 2 weeks, and 3 weeks), the particle size of each composition was evaluated using a grindometer.
[0098]
[0099]
[0100]
[0101]
[0102] It can be seen from Tables 1 to 4 that, compared to the comparative examples in which diphenylsiloxyphenyl trimethicone or triethylhexanoin was used as the oil, the examples in which diisostearyl malate or glyceryl diisostearate was used as the oil were superior in terms of appearance and particle size, i.e., the dispersibility of the pigment particles was superior.
[0103] Furthermore, it can be seen from Tables 1 to 4 that Examples 1 to 4, which used diisostearyl malate as the oil component, are superior in terms of appearance and particle size, i.e., have superior dispersibility of pigment particles, compared to Examples 5 to 8, which used glyceryl diisostearate as the oil component.
[0104] (Rheology) For the compositions of Example 3, Example 7, Comparative Example 3, and Comparative Example 7, which used polyglyceryl-2 tetraisostearate-treated red iron oxide as pigment particles, the storage modulus (G'), loss modulus (G"), and absolute value of complex modulus (|G * The evaluation results are shown in Figure 1.
[0105] Application: RHEOPLUS / 32 V3.40 21004510-33024 Equipment: MCR301 SN80605621; FW3.40D090210; Slot 5 Measuring jig: CP25-2-SN18442; d = 0.104 mm Swing angle gamma: 0.001% to 1,000% Frequency f = 1 Hz Temperature: 25°C
[0106] The absolute value of the storage modulus (G'), loss modulus (G"), and complex modulus (|G * The appearance of peaks in the curves showing the strain (|) indicates that the particle aggregation state changes at the strain level at which the peaks appear. Therefore, the appearance of peaks in these curves indicates the presence of pigment particle aggregates in the composition.
[0107] From FIG. 1 , it can be seen that, in the compositions of Comparative Example 3 and Comparative Example 7, which used diphenylsiloxyphenyl trimethicone and triethylhexanoin as the oil components, respectively, multiple peaks appear, whereas in the compositions of Example 3 and Example 7, which used diisostearyl malate and glyceryl diisostearate as the oil components, respectively, no noticeable peaks appear in the curves. In other words, it can be seen that, in the compositions of Comparative Example 3 and Comparative Example 7, aggregation of pigment particles occurs, whereas in the compositions of Example 3 and Example 7, the pigment particles are well dispersed.
[0108] Example 9 and Comparative Example 9 Compositions of Example 9 and Comparative Example 9 (simple liquid-type lipstick compositions) were prepared based on the formulations in Table 5 below. Specifically, black iron oxide that had been surface-treated with polyglyceryl-2 tetraisostearate was added to "(b) oil" in Table 5 and kneaded, and then the other components were added and further kneaded to prepare the compositions of Example 9 and Comparative Example 9.
[0109] Each of the prepared compositions was applied to a glass slide with a doctor blade to a thickness of 15 μm. The transmittance spectrum of the resulting coating film in the visible light region was then measured using a Hitachi UH4150 spectrophotometer. The evaluation results are shown in Table 5 below and FIG. 2.
[0110]
[0111] In the transmittance spectrum, a low visible light transmittance means that the coating film has improved hiding power and color development due to a good dispersion state of the pigment particles.
[0112] From Table 5 and FIG. 2, it can be seen that the transmittance of the composition of Example 9, which used diisostearyl malate as the oil, is lower than that of the composition of Comparative Example 9, which used triethylhexanoin as the oil. In other words, it can be seen that the dispersion state of the pigment particles in the composition of Example 9 is better than that of the composition of Comparative Example 9, thereby improving the hiding power and color development of the coating film.
[0113] Examples 10A and 10B The compositions of Examples 10A and 10B (simple solid lipstick compositions) were prepared based on the formulations in Table 6. Specifically, titanium oxide surface-treated with polyglyceryl-2 tetraisostearate was added to "(b) oil" in Table 6 and kneaded, and then the other ingredients were added and further kneaded to prepare the compositions of Examples 10A and 10B.
[0114] Each of the prepared compositions was measured at 25°C using a xenon fade meter (manufactured by Suga Test Instruments Co., Ltd., Model X25) at 120 MJ / m 2 The color difference (ΔE) before and after irradiation was measured. The evaluation results are shown in Table 6 below.
[0115]
[0116] When irradiated with a xenon (Xe) light source for 30 hours, the color difference (ΔE) before and after irradiation was small, indicating that the degree of fading of the organic colorant due to the photocatalytic effect of titanium oxide pigment particles was small.
[0117] From Table 6, it can be seen that the degree of discoloration of the composition of Example 10A, which has a relatively high content of glyceryl diisostearate as an oil, is smaller than the transmittance of the composition of Example 10B, which has a relatively high content of triethylhexanoin as an oil.
[0118] Generally, when titanium dioxide pigment particles are well dispersed, contact between the titanium dioxide pigment particles and organic coloring materials is promoted, which in turn promotes fading of the organic coloring materials due to the photocatalytic effect of the titanium dioxide pigment particles. Therefore, it was unexpected that glyceryl diisostearate, which promotes dispersion of pigment particles, can inhibit fading of the organic coloring materials.
[0119] Considering the above results, it is believed that the titanium oxide pigment particles in the composition of Example 10A maintain a good surface coating compared to the titanium oxide pigment particles in the composition of Example 10B, thereby providing excellent dispersibility and suppressing fading of the organic colorant due to the photocatalytic effect.
[0120] Examples 11A and 11B The compositions of Examples 11A and 11B (simple solid lipstick compositions) were prepared based on the formulations in Table 7. Specifically, titanium oxide surface-treated with polyglyceryl-2 tetraisostearate was added to "(b) oil" in Table 7 and kneaded, and then the other components were added and further kneaded to prepare the compositions of Examples 11A and 11B.
[0121] Each of the prepared compositions was heated to 92°C and stirred at 70 rpm for a predetermined time (1 hour, 3 hours, 6 hours, and 8 hours), and the color difference (ΔE) between the initial composition and the composition after each predetermined time was measured. The evaluation results are shown in Table 7 below.
[0122]
[0123] A large color difference (ΔE) before and after melt stirring means that the dispersion stability of the pigment particles is low, which causes the pigment particles to aggregate upon melt stirring, resulting in a large change in color tone.
[0124] Table 7 shows that the color difference of the composition of Example 11A, which has a relatively high content of diisostearyl malate as an oil, is smaller than the transmittance of the composition of Example 11B, which has a relatively high content of glyceryl diisostearate as an oil. In other words, it can be seen that the dispersion state of the pigment particles in the composition of Example 11A is better than that of the composition of Example 11B, and therefore the color difference (ΔE) before and after melt stirring is smaller.
[0125] Example 12, Comparative Examples 12A to 12C, and Reference Examples 12A to 12D Compositions (solid, simple lipstick compositions) of Example 12, Comparative Examples 12A to 12C, and Reference Examples 12A to 12D were prepared based on the formulations in Table 8 below. Specifically, each of the facial particles (titanium oxide, black iron oxide, red iron oxide, and ochre) surface-treated with polyglyceryl-2 tetraisostearate was added to the "(b) oil" in Table 8 and kneaded, and then the other ingredients were added and further kneaded to prepare the compositions of Example 12 and Comparative Examples 12A to 12C. In addition, the other ingredients were added to the "(b) oil" in Table 8 and further kneaded to prepare the compositions of Reference Examples 12A to 12D.
[0126] The oxidation stability of each of the prepared compositions was evaluated by the CDM (Conductometric Determination Method) test, in which air is continuously blown into an oil to be evaluated to forcibly oxidize the oil, and the time until the oxidation begins is used as an index of the oxidation stability of the oil.
[0127] Pigment particles containing metal elements, such as titanium oxide, black iron oxide, red iron oxide, and ochre, are prone to generate free radicals and active oxygen due to their metal components, which accelerate the oxidation of oil in cosmetics. Therefore, evaluation using the CDM test is important for cosmetics in which inorganic pigment particles are dispersed in oil.
[0128] The result of the CDM test (CDM value) can be obtained as the time until a predetermined oxidation occurs, and a larger CDM value indicates better oxidation stability.
[0129] The specific conditions for the CDM test in this example are as follows: CDM measuring device: Metrohm 892 Professional Rancimat Test temperature: 122°C Air blowing rate: 20.0 L / h Sample charge amount: 6.0±0.05 g
[0130] The evaluation results are shown in Table 8 below.
[0131]
[0132] As mentioned above, a long CDM value indicates a high stability of the composition against oxidation.
[0133] From Table 8, it can be seen that, compared to the composition of Comparative Example 12A containing diphenylsiloxyphenyl trimethicone as an oil, the composition of Example 12A containing diisostearyl malate as an oil and the composition of Example 12B containing glyceryl diisostearate as an oil have larger CDM values, i.e., are more stable against oxidation.
[0134] Generally, when inorganic pigment particles such as titanium oxide are well dispersed, contact between the inorganic pigment particles and oil is promoted, which also promotes oxidation of the oil. Therefore, it was unexpected that diisostearyl malate (Example 12A) and glyceryl diisostearate (Example 12B), which promote dispersion of pigment particles, suppress the oxidation of the oil.
[0135] Furthermore, Table 8 shows that the composition of Example 12A, which contains diisostearyl malate as an oil, has a larger CDM value, i.e., is more stable against oxidation, compared to the composition of Example 12B, which contains glyceryl diisostearate as an oil.
[0136] It can be seen from Table 8 that there is no substantial difference in CDM value (the difference is 1% or less) among the compositions of Reference Examples 12A to 12C, which do not contain pigment particles. This indicates that the oxidation of oil is caused by pigment particles, and that the effect of inhibiting such oxidation caused by pigment particles depends on the type of oil in component (b).
Claims
1. (a) Pigment particles surface-treated with a tri- or tetraester compound of a fatty acid having 8 to 20 carbon atoms and mono- or polyglycerin, and (b) (b1) a diester compound of a fatty acid having 8 to 20 carbon atoms and mono- or polyglycerin, and / or (b2) a diester compound of a dicarboxylic acid and a fatty alcohol having 8 to 20 carbon atoms.
2. The composition according to claim 1, wherein the molecular weight of the diester compounds of component (b1) and component (b2) is 600 or more, and / or the diester compounds of component (b1) and component (b2) have at least one unesterified hydroxyl group.
3. The composition according to claim 1 or 2, wherein the fatty acid of component (a) is a branched carboxylic acid, the fatty acid of component (b1) is a branched carboxylic acid, and / or the fatty alcohol of component (b2) is a branched fatty alcohol.
4. The composition according to any one of claims 1 to 3, wherein the ester compound of component (a) is at least one selected from the group consisting of diglyceryl tetraisostearate, diglyceryl triisostearate, glyceryl triisostearate, and glyceryl tri(caprylic acid / capric acid).
5. The composition according to any one of claims 1 to 4, wherein the dicarboxylic acid of component (b2) has 10 or less carbon atoms.
6. The composition according to any one of claims 1 to 5, wherein the dicarboxylic acid of component (b2) is malic acid.
7. The composition according to any one of claims 1 to 6, wherein the pigment particles of component (a) are metal element-containing pigment particles.
8. The composition according to any one of claims 1 to 7, further comprising an oil component other than the diester compounds of component (b1) and component (b2).
9. The composition according to any one of claims 1 to 8, further comprising an organic colorant.
10. The composition according to any one of claims 1 to 9, wherein the mass ratio of component (b) to component (a) (component (b) / component (a)) is 0.1 or more.
11. The composition according to any one of claims 1 to 10, which is an oil-based cosmetic or an oil-in-water cosmetic.
12. The composition according to any one of claims 1 to 11, which is a lip cosmetic.
Citation Information
Patent Citations
Powder surface-treated with specified acidic ester oil and cosmetic composition containing this powder
JP2004051945A
Cosmetic
JP2023069965A
Oily composition and cosmetic
JP2024095590A
Powder material for cosmetic, method for producing powder material for cosmetic, and cosmetic
WO2022030462A1