CN114073652A - Polyglyceryl isostearate - Google Patents

Polyglyceryl isostearate Download PDF

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Publication number
CN114073652A
CN114073652A CN202110960852.5A CN202110960852A CN114073652A CN 114073652 A CN114073652 A CN 114073652A CN 202110960852 A CN202110960852 A CN 202110960852A CN 114073652 A CN114073652 A CN 114073652A
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fatty acid
mass
isostearate
polyglycerol
cosmetic composition
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小林弘季
松本善行
樋口智则
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Taiyo Kagaku KK
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Taiyo Kagaku KK
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    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/85—Polyesters
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04—Dispersions; Emulsions
    • A61K8/06—Emulsions
    • A61K8/068—Microemulsions
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/39—Derivatives containing from 2 to 10 oxyalkylene groups
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/14—Preparations for removing make-up

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  • Life Sciences & Earth Sciences (AREA)
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  • Chemical & Material Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Cosmetics (AREA)
  • Polyethers (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

The present invention relates to providing a novel composition for stably and transparently blending water when blended into an oily ingredient. Polyglycerol isostearate which is an ester of a fatty acid and polyglycerol, wherein the proportion of a branched fatty acid having 18 carbon atoms in the constituent fatty acids is 85 mass% or more, and the proportion of a fatty acid having a cyclic structure in the branched fatty acid is 10 mass% or less.

Description

Polyglyceryl isostearate
Technical Field
The present invention relates to polyglycerol isostearate.
Background
Polyglycerol isostearate is a surfactant having functions such as emulsification, cleaning (cleansing), dispersion, and emollient (emollient). It is blended in cosmetic products of cleaning, skin caring, hair caring, and color cosmetic products, especially cleaning cosmetic blended with oily components. The cleansing cosmetic may be of emulsion type, oil type, liquid type, aqueous type, etc., and is used according to its use.
Oil-type cleansing cosmetics can be washed off with makeup removal or with makeup stains that are not easily removed, such as water repellency (water proof). In addition, it is often used in bathing, and is required to have properties such that it does not emulsify even when used with wet hands and does not deteriorate in cleaning power. Liquid type cleansing cosmetics tend to remove cosmetic stains less strongly than oil type cleansing cosmetics, but they tend to have a refreshing feel (さっぱり感) due to the large amount of aqueous components. As a liquid type, a cleaning technique of a bicontinuous microemulsion which is required to have a cleaning power and a refreshing feeling is known (patent document 1).
Documents of the prior art
Patent document
Patent document 1: japanese patent laid-open No. 2010-280643.
Disclosure of Invention
Problems to be solved by the invention
As described above, oil-type and liquid-type cleansing cosmetics are required to be stable and not to be emulsified even when mixed with a large amount of water. However, the oil type emulsifies immediately when used with wet hands, and the cleaning power is reduced. In the liquid type, in order to stably blend an oily component, it is often necessary to blend a polyol, and there are cases where the viscosity (べたつき) or odor (臭い) peculiar to the polyol is present. Therefore, further improvement is required.
The present invention relates to providing a novel composition for stably and transparently blending water when blended into an oily ingredient.
Means for solving the problems
The present invention relates to the following conditions [1] to [3 ].
[1] Polyglycerol isostearate which is an ester of a fatty acid and polyglycerol, wherein the proportion of a branched fatty acid having 18 carbon atoms in the constituent fatty acid is 85 mass% or more, and the proportion of a fatty acid having a cyclic structure in the branched fatty acid is 10 mass% or less.
[2] A composition for cosmetics comprising the polyglyceryl isostearate according to [1 ].
[3] A cosmetic composition comprising the cosmetic composition according to [2 ].
Effects of the invention
According to the present invention, as a novel composition for blending water stably and transparently when blended into an oily ingredient, a novel polyglyceryl isostearate can be provided. When the composition and the oily component are blended, a transparent microemulsion can be obtained by further blending water, and therefore the above-mentioned problems of cleansing oil or cleansing liquid can be solved. In addition, a nanoemulsion having transparency in the case where a large amount of water is blended can also be provided.
Detailed Description
The present inventors have conducted intensive studies and, as a result, have found that: when a specific polyglycerin isostearate having a small proportion of a fatty acid having a cyclic structure, which has been newly found by the present inventors, is added to an oily component, water can be stably and transparently added. Although the mechanism is not clear, it is presumed that: such polyglyceryl isostearate has little effect of steric hindrance of the cyclic structure and is likely to form a self-assembly body.
The polyglycerin isostearate of the present invention is an ester of a fatty acid and polyglycerin, and contains a branched fatty acid having 18 carbon atoms as a constituent fatty acid. Here, the branched fatty acids are a general term for fatty acids having a branched structure of the hydrocarbon chain R in the fatty acid structure R-COOH, and include fatty acids having a cyclic structure. Examples of the cyclic structure include: cyclopentane, cyclohexane, and the like. In the present specification, the description of "polyglyceryl isostearate" also includes polyglyceryl diisostearate.
The polyglycerin isostearate of the present invention contains a branched fatty acid having 18 carbon atoms in an amount of 85 mass% or more, preferably 88 mass% or more, in the constituent fatty acids, and the upper limit thereof is, for example, 100 mass% or less, 98 mass% or less, 96 mass% or less, or 94 mass% or less, from the viewpoint of transparency when water is added when blended into the oily component, and any combination of these may be used. Further, as other constituent fatty acids, there may be exemplified: myristic acid, palmitic acid, stearic acid, arachidic acid, behenic acid, and the like.
In the polyglycerin isostearate of the present invention, the proportion of the fatty acid having a cyclic structure in the branched fatty acid having 18 carbon atoms is 10% by mass or less, preferably 9% by mass or less, from the viewpoint of transparency when water is added when the polyglycerin isostearate is blended into an oily component. The lower limit may be 0 mass%, but from the viewpoint of yield, it is preferably more than 0 mass%, and for example, it may be 0.5 mass% or more, 1.0 mass% or more, 2.0 mass% or more, or the like, and may be a range of any combination of these.
In the present specification, the ratio of the branched fatty acid having 18 carbon atoms in the constituent fatty acids of polyglyceryl isostearate and the ratio of the fatty acid having a cyclic structure in the branched fatty acid having 18 carbon atoms were measured as follows: polyglycerol isostearate was subjected to saponification and decomposition, and fatty acids extracted according to a conventional method were measured by GC-MS.
The average degree of polymerization of polyglycerol in the polyglycerol isostearate of the present invention is preferably 4 to 30, more preferably 6 to 20, and still more preferably 10 to 20. The average polymerization degree of polyglycerol in the present specification means the average polymerization degree of polyglycerol calculated from the hydroxyl value by the terminal group analysis method, and is the average polymerization degree calculated from (formula 1) and (formula 2).
(formula 1) average degree of polymerization = (112.2 × 10)3-18 Xhydroxyl value)/(74 Xhydroxyl value-56.1X 103)
(formula 2) hydroxyl value = (a-b). times. 28.05/sample collected amount (g)
a: consumption (ml) of 0.5N potassium hydroxide solution in blank test;
b: consumption of 0.5N potassium hydroxide solution (ml) in this test;
the hydroxyl value in the above (formula 1) was calculated from (formula 2) according to "the standard oil and fat analysis test method established by the society of Japan oil chemistry" (I), 1996 edition ", compiled by the society of Japan oil chemistry.
The polyglyceryl isostearate of the present invention has an HLB value of preferably 8 to 14, more preferably 9 to 13, even more preferably 10 to 13, and even more preferably 11 to 13, from the viewpoint of transparency when water is added to the oil component. The HLB in this specification refers to the HLB by Atlas method, and can be easily calculated as shown by the following formula.
HLB=20(1﹣S/A)
S: the saponification number of polyglyceryl isostearate;
a: acid value of fatty acid constituting polyglyceryl isostearate.
The polyglycerin isostearate of the present invention can be obtained by esterification of the above specific fatty acid with polyglycerin using a conventional synthetic method of polyglycerin fatty acid ester, and can be further purified by a known method. For example, it can be produced by adding a catalyst such as an alkali to polyglycerin and a fatty acid as raw materials and performing an esterification reaction at 200 ℃ or higher under normal pressure or reduced pressure.
Here, as a method for producing the raw material fatty acid, there can be mentioned: the Guerbet method, the aldol condensation method (aldol condensation method), the method using a by-product in the production of a dimer acid, and the like, and from the viewpoint of reactivity with polyglycerin, the production is preferably carried out by the method using a by-product in the production of a dimer acid. More specifically, a mixture of dimer acid as a main product and isostearic acid as a by-product can be obtained by adding a clay catalyst such as bentonite to rapeseed oil, sunflower seed oil, tall oil, soybean oil, palm oil, tallow, etc., and reacting the mixture under heat and pressure at 200 to 280 ℃. The resulting mixture was distilled to produce a fatty acid containing isostearic acid as a main component. The fatty acid obtained by this production method is a mixture, and further contains a fatty acid having a cyclic structure and having 18 carbon atoms. Here, when the proportion of the fatty acid having a cyclic structure in the branched fatty acid having 18 carbon atoms in the obtained fatty acid is out of the above range, the proportion can be adjusted to be within the above range by adjusting the fatty acid composition of the raw material for producing the dimer acid, for example, by molecular distillation, purification, or the like. In the present invention, sunflower seed oil is preferably used from the viewpoint of ease of adjustment of the proportion of fatty acids having a cyclic structure in branched fatty acids having 18 carbon atoms. In the present specification, the ratio of the branched fatty acid having 18 carbon atoms in the raw material fatty acid and the ratio of the fatty acid having a cyclic structure in the branched fatty acid having 18 carbon atoms are measured by a gas chromatography-mass spectrometer (GC-MS). See the examples described below for details.
The polyglycerin isostearate of the present invention can be used as a cosmetic composition because it can be stably and transparently blended with water when blended into an oily component. Hereinafter, a cosmetic composition containing the polyglycerin isostearate of the present invention will be described.
The cosmetic composition of the present invention may further contain an oily component. Examples of the oily component include: ester oils, hydrocarbon oils, and the like. As the ester oil, there may be mentioned: diethylhexyl adipate, diisopropyl adipate, diisobutyl adipate, di-2-hexyldecyl adipate, diheptylundecyl adipate, ethyl avocado oil fatty acid ester, alkyl benzoate, isostearyl glycerol, hexyldecyl isostearate, isopropyl isostearate, octyldodecyl isostearate, isocetyl isostearate, isostearyl isostearate, glyceryl isostearate, cholesterol isostearate, isotridecyl isononanoate, isononyl isononanoate, isodecyl isononanoate, tridecyl isononanoate, ethylhexyl isopalmitate, ethylhexyl isooxaloacetate, cetyl ethylhexanoate, octyldodecyl erucate, cetylstearyl ethylhexanoate, ethylene glycol fatty acid esters, octyldodecyl erucate, alkyl ethylhexanoate (C14, C16, C18), isocetyl ethylhexanoate, Cetostearyl ethyl hexanoate, stearyl ethylhexanoate, isostearyl ethylhexanoate, ethyl oleate, oleyl oleate, octyldodecyl oleate, decyl oleate, phytosterol oleate, cetyl decanoate, cetyl octanoate, diethylhexyl succinate, polypropylene glycol oligosuccinate, lanolin acetate, glyceryl diisostearate, neopentyl glycol diisostearate, propylene glycol dicaprylate, neopentyl glycol dicaprate, neopentyl glycol diethylhexanoate, ethylene glycol dioleate, propylene glycol dicaprate, hexyldecyl dimethylethanoate, octyldodecyl dimethylethylohexanoate, propylene glycol dicaprate, hexyldecyl stearate, dialkyl carbonate, nonaglyceryl nonaisostearate, decaglyceryl decaisostearate, pentaerythritol tetraethylhexanoate, tetraglyceryl tetraisostearate, Triisostearin, diglyceryl triisostearate, trimethylolpropane triisostearate, triolein, tricaprylin, triisocaprylin (triethlhexanoin), trimethylolpropane triethylhexanoate, tri (caprylic/capric) glyceride, lauryl lactate, octyldodecyl lactate, hexyldecyl neodecanoate, isostearyl palmitate, isopropyl palmitate, ethylhexyl palmitate, isocetyl palmitate, ethylhexyl hydroxystearate, isotridecyl myristate, isocetyl myristate, isostearyl myristate, isopropyl myristate, octyldodecyl myristate, isostearyl laurate, isopropyl lanolate, hexyl laurate, octyldodecyl ricinoleate, tocopheryl linoleate, octyldodecyl ricinoleate, diisostearyl malate, and the like. Examples of the hydrocarbon oil include: isododecane, hydrogenated polyisobutene, squalane, ceresin, paraffin, pristane, liquid paraffin, liquid isoparaffin, vaseline and the like. Among them, cetyl ethylhexanoate, ethylhexyl palmitate, hydrogenated polyisobutene, isododecane, isononyl isononanoate are preferable.
The content of the oil component in the cosmetic composition of the present invention is preferably 100 parts by mass or more, more preferably 150 parts by mass or more, and further preferably 200 parts by mass or more with respect to 100 parts by mass of the polyglycerin isostearate of the present invention from the viewpoint of transparency when water is added, and is preferably 400 parts by mass or less, more preferably 350 parts by mass or less, and further preferably 300 parts by mass or less from the viewpoint of transparency when water is added, and any combination of these may be set. When 2 or more oily components are used, the content of the oily component means the total amount.
The cosmetic composition of the present invention may further contain a medium-chain fatty acid ester. As the medium-chain fatty acid ester, there may be mentioned: an ester of a fatty acid having 8 to 10 carbon atoms and a polyglycerol having a polymerization degree of 2 to 20. The HLB of the medium-chain fatty acid ester is preferably 7 to 13, more preferably 8 to 12, further preferably 9 to 12, and further preferably 10.5 to 11.5. Here, when 2 or more kinds of medium-chain fatty acid esters are used in combination, the HLB refers to the mixed HLB derived from the weighted average of the 2 or more kinds of medium-chain fatty acid esters.
Preferred medium-chain fatty acid esters include: decaglycerol pentacaprylate, hexaglycerol dicaprate, diglycerol sesquicaprylate, icocerin heptacaprylate, icocerin pentacaprate, etc., more preferably decaglycerol pentacaprylate, icocerin heptacaprylate. Further, preferable examples of the combination include: the combination of the hexaglycerol dicaprate and the hexaglycerol caprylate, the combination of the diglycerol sesquicaprylate and the hexaglycerol caprylate, and the like, and the combination of the hexaglycerol dicaprate and the hexaglycerol caprylate is more preferable.
The content of the medium-chain fatty acid ester in the cosmetic composition of the present invention is preferably 20 parts by mass or more, more preferably 30 parts by mass or more, and still more preferably 40 parts by mass or more per 100 parts by mass of the polyglycerin isostearate of the present invention from the viewpoint of transparency upon addition of water, and is preferably 600 parts by mass or less, more preferably 300 parts by mass or less, and still more preferably 100 parts by mass or less from the viewpoint of transparency upon addition of water, and any combination of these ranges may be used. When 2 or more kinds of medium-chain fatty acid esters are used, the content of the medium-chain fatty acid esters is the total amount.
The cosmetic composition of the present invention may further contain water. The content of water in the cosmetic composition of the present invention is determined by the kind of cosmetic, and for example, 0 to 10000 parts by mass may be blended per 100 parts by mass of the polyglycerin isostearate of the present invention.
The cosmetic composition of the present invention may contain, in addition to the above components, various components that can be used in cosmetics, such as surfactants, oils, aqueous gelling agents, oily gelling agents, ultraviolet absorbers, powders, antioxidants, preservatives, perfumes, colorants, chelating agents, cooling agents, thickeners, plant extracts, vitamins, neutralizers, moisturizers, anti-inflammatory agents, PH adjusters, and amino acids. Here, the polyol may be further contained, but from the viewpoint of not generating the stickiness or odor peculiar to the polyol, a composition containing a small amount of the polyol or a composition containing no polyol is preferable. As the polyhydric alcohol, there may be mentioned: glycerin, diglycerin, 1, 3-butanediol as a diol, propylene glycol, dipropylene glycol, 1, 2-hexanediol, 1, 2-pentanediol, isoprene glycol, sorbitol as a sugar alcohol, mannitol, maltitol, xylitol, and the like. The content of the polyol in the cosmetic composition of the present invention is preferably 200 parts by mass or less, more preferably 100 parts by mass or less, even more preferably 50 parts by mass or less, even more preferably 10 parts by mass or less, even more preferably 5 parts by mass or less, and even more preferably 0 part by mass, relative to 100 parts by mass of the polyglycerin isostearate of the present invention.
The cosmetic composition of the present invention can be prepared by a known method. The cosmetic composition of the present invention is useful for cosmetics such as cleansing oil, cleansing liquid, cleansing emulsion (cleansing lotion), cleansing sheet (cleansing sheet), finely emulsified nano-emulsion cosmetic water, body sheet (body sheet), body emulsion, wet toilet paper (おしり wipe き), wet tissue (wet tissue), and the like.
Examples
The present invention will be described more specifically below with reference to examples and comparative examples, but the present invention is not limited to these examples.
Preparation of fatty acid
Fatty acid 1
Using sunflower seed oil as a raw material, a mixture of dimer acid as a main component, isostearic acid as a by-product, and the like is obtained by a conventional method. The resulting mixture was distilled to obtain a fatty acid containing isostearic acid as a main component.
2-3 of fatty acid
Distillation and preparation were carried out in the same manner as for fatty acid 1, except that a mixed oil of sunflower seed oil and rapeseed oil was used as the raw material.
Fatty acids 4, 6
The preparation was carried out in the same manner as for fatty acid 1 except that the degree of purification by distillation was different.
Fatty acid 5
The preparation was carried out in the same manner as for fatty acid 1, except that rapeseed oil was used as the raw material.
Measurement of content of branched fatty acid having 18 carbon atoms
The fatty acid obtained above was subjected to trimethylsilylation treatment, and then analyzed under the following conditions using a gas chromatography-mass spectrometer (GC-MS), to determine the content of a branched fatty acid having 18 carbon atoms. The results show that: the fatty acid contains myristic acid, palmitic acid, stearic acid, arachidic acid, and behenic acid in addition to a branched fatty acid having 18 carbon atoms. Therefore, the content of the branched fatty acid having 18 carbon atoms in the fatty acid was determined by subtracting the peak area from the total peak area. The content of a branched fatty acid having 18 carbon atoms in the fatty acid is determined by the following formula (1) with respect to the area of all peaks appearing at a retention time of 12.0 to 22.0 minutes. The results are shown in Table 1.
(GC conditions)
The device comprises the following steps: agilent Technologies 7890A;
column: DB-5HT (length: 30m, inner diameter: 0.25mm, film thickness: 0.10μm)；
Injection port temperature: 380 ℃;
an injection method: split (split) split ratio: 30: 1;
oven temperature: after 5 minutes at 100 ℃ the temperature was raised to 380 ℃ at 10 ℃/min and held at 380 ℃ for 17 minutes.
Carrier gas: helium;
column flow rate: 1.5 mL/min;
line flow: 45.7 cm/sec;
(MS Condition)
The device comprises the following steps: agilent Technologies 5975C;
an ionization method: EI. 70 eV;
formula (1)
The content (mass%) of a branched fatty acid having 18 carbon atoms in the fatty acid is = (1-a/B) × 100
A: the total peak area of myristic acid, palmitic acid, stearic acid, arachidic acid and behenic acid in the total ion chromatogram;
b: the total value of the total peak area values appearing in the total ion chromatogram within a retention time of 12.0 to 22.0 minutes.
Measurement of content of C18 fatty acid having Cyclic Structure
Ion chromatograms having mass-to-charge ratios of 341 and 339 were extracted from the total ion chromatogram of the fatty acid obtained by the above GC-MS analysis, respectively. 341 denotes the mass-to-charge ratio after the methyl radical is dissociated from the fatty acid having no cyclic structure in the trimethylsilylated branched fatty acid having 18 carbon atoms during ionization, and 339 denotes the mass-to-charge ratio after the methyl radical is dissociated from the fatty acid having a cyclic structure in the trimethylsilylated branched fatty acid having 18 carbon atoms during ionization. The content of a fatty acid having a cyclic structure in a branched fatty acid having 18 carbon atoms is determined by the following formula (2) with respect to the area of all peaks appearing until the retention time of 12.0 to 22.0 minutes in an ion chromatogram of each mass-to-charge ratio. The results are shown in Table 1.
Formula (2)
The content (mass%) of a fatty acid having a cyclic structure in a branched fatty acid having 18 carbon atoms is = C/(C + D) × 100
C: a total value of total peak areas appearing in the retention time of 12.0 to 22.0 minutes in the ion chromatogram of the mass-to-charge ratio 339;
d: the total value of the total peak areas appearing in the retention time of 12.0 to 22.0 minutes in the ion chromatogram of the mass/charge ratio 341.
Preparation of polyglyceryl isostearate
Polyglycerol isostearate 1-12
As shown in table 1, sodium methoxide was added to the prepared fatty acid and polyglycerin to perform an esterification reaction at 260 ℃ under normal pressure, thereby obtaining polyglycerin isostearate.
[ Table 1]
TABLE 1
Figure 50894DEST_PATH_IMAGE001
Preparation of Medium-chain fatty acid ester
Sodium hydroxide is added to medium-chain fatty acid and polyglycerol, and esterification is carried out at 240 ℃ under normal pressure, thereby obtaining medium-chain fatty acid ester.
Preparation of composition for cosmetic
Examples 1 to 19 and comparative examples 1 to 11
The polyglycerol isostearate shown in table 1, decaglycerol pentacaprylate, hexaglycerol dicaprate, diglycerol sesquicaprylate, hexaglycerol caprylate, icosanglycerol heptacaprylate, icosanglycerol pentadecanoate, and an oily component were dissolved at 70 ℃ in accordance with the compositions shown in tables 2 to 4, and then the resulting solution was cooled to room temperature while stirring to prepare 100g of a cosmetic composition.
Details of the ingredients used for preparing the cosmetic composition are shown below.
Sperms and plants of the ethylhexanoic acid sperms (EXEPARL HO);
ethylhexyl palmitate (salocs P-8), seeds, and seeds, and oil field GROUP plant society;
hydrogenated polyisobutene (PARLEAM 4), and plant species, seeds and seeds of the plant type of the oil;
isododecane (マルカゾール R), seeds and seeds, seeds and seeds, and belongs to petrochemical plants;
isononyl isononanoate (salocs 99), seeds, and seeds, of the isononyl isononanoate (salocs 99).
Water addition test
20g of the cosmetic compositions of examples and comparative examples were taken, and water was added little by little to the compositions and stirred, and it was examined that the prepared compositions maintained a stable and transparent limiting water addition rate. The composition for cosmetics, which had been stored at room temperature with water added, was judged to be stable and transparent without separation on day 2 and with a transmittance of 50% or more maintained. Regarding the transmittance, 2.5ml of the cosmetic composition containing water was placed in a quartz cuvette having an optical path length of 1.0cm, and the transmittance at a wavelength of 650nm was measured using a spectrophotometer manufactured by High-Tech Science, Inc. Here, the ion exchange water transmittance is 100%. When 20g of the cosmetic composition is taken as 100%, the water addition rate (%) is determined from the water addition amount (g) as shown in the formula (3). The limit water addition rate is 1000% when the limit water addition rate is 1000% or more. The results are shown in tables 2 to 4.
Formula (3)
Water addition rate (%) = E/20 × 100
E: adding water (g).
[ Table 2]
TABLE 2
Figure 990031DEST_PATH_IMAGE002
[ Table 3]
TABLE 3
Figure 188931DEST_PATH_IMAGE003
[ Table 4]
TABLE 4
Figure 857810DEST_PATH_IMAGE004
As shown in tables 2 to 4, it can be seen that: examples 1 to 13 using polyglyceryl isostearate containing fatty acid having a branched fatty acid content of 18 carbon atoms of 85 mass% or more and fatty acid having a cyclic structure content of 10 mass% or less in the branched fatty acid can be stably and transparently blended with water, as compared with comparative example 2 using polyglyceryl isostearate containing fatty acid having a branched fatty acid content of 80% in fatty acid, or comparative examples 1 and 3 to 11 using polyglyceryl isostearate containing fatty acid having a cyclic fatty acid content of 12% in branched fatty acid. Further, as shown in examples 14 to 19, it is understood that the oil can be used regardless of the kind of the oil.
Formulation example 1
[ cleaning oil ]
Figure 303703DEST_PATH_IMAGE005
Formulation example 2
[ cleaning solution ]
Figure 58033DEST_PATH_IMAGE006
Formulation example 3
[ wiping type cleaning sheet ]
The following ingredients were impregnated into a nonwoven fabric.
Figure 795045DEST_PATH_IMAGE007
Formulation example 4
[ nanoemulsion cosmetic Water ]
Figure 256113DEST_PATH_IMAGE008
Formulation example 5
[ body tablets ]
The following ingredients were impregnated into a nonwoven fabric.
Figure 685957DEST_PATH_IMAGE009
Formulation example 6
[ Wet toilet paper ]
The following ingredients were impregnated into a nonwoven fabric.
Figure 927583DEST_PATH_IMAGE010
Formulation example 7
[ Wet wipes ]
The following ingredients were impregnated into a nonwoven fabric.
Figure 628472DEST_PATH_IMAGE011
Industrial applicability
The polyglyceryl isostearate of the present invention is suitable for use in cosmetics and the like.

Claims (9)

1. Polyglycerol isostearate which is an ester of a fatty acid and polyglycerol, wherein the proportion of a branched fatty acid having 18 carbon atoms in the constituent fatty acid is 85 mass% or more, and the proportion of a fatty acid having a cyclic structure in the branched fatty acid is 10 mass% or less.
2. The polyglycerin isostearate according to claim 1, which has HLB of 8 to 14.
3. The polyglycerin isostearate according to claim 1 or 2, wherein the polyglycerin has an average polymerization degree of 4 to 30.
4. Polyglycerol isostearate according to any one of claims 1 to 3 which is polyglycerol diisostearate.
5. A cosmetic composition comprising the polyglyceryl isostearate according to any one of claims 1 to 4.
6. The cosmetic composition according to claim 5, which comprises at least 1 or more species of polyglycerol medium-chain fatty acid ester comprising a fatty acid having 8 to 10 carbon atoms and a polyglycerol having a polymerization degree of 2 to 20.
7. The cosmetic composition according to claim 6, wherein the polyglycerol medium-chain fatty acid ester has an HLB of 7 to 13.
8. The cosmetic composition according to any one of claims 5 to 7, further comprising one or more oily components selected from ester oils and hydrocarbon oils.
9. A cosmetic comprising the cosmetic composition according to any one of claims 5 to 8.
CN202110960852.5A 2020-08-20 2021-08-20 Polyglyceryl isostearate Pending CN114073652A (en)

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JP7444502B1 (en) 2023-04-27 2024-03-06 築野グループ株式会社 fatty acid ester
KR102660509B1 (en) * 2024-01-11 2024-04-26 주식회사 바이오뷰텍 A method for producing plant-based mixed surfactants under alkaline conditions, improving long-term stabilization, and cosmetic composition using the same

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