CN118338888A - Surfactant composition for cosmetic material and cosmetic material - Google Patents
Surfactant composition for cosmetic material and cosmetic material Download PDFInfo
- Publication number
- CN118338888A CN118338888A CN202280079178.2A CN202280079178A CN118338888A CN 118338888 A CN118338888 A CN 118338888A CN 202280079178 A CN202280079178 A CN 202280079178A CN 118338888 A CN118338888 A CN 118338888A
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- surfactant
- cosmetic
- cosmetics
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- weight percent
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- 239000002537 cosmetic Substances 0.000 title claims abstract description 321
- 239000000203 mixture Substances 0.000 title claims abstract description 225
- 239000004094 surface-active agent Substances 0.000 title claims abstract description 172
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- 239000002280 amphoteric surfactant Substances 0.000 claims abstract description 109
- 229910052708 sodium Inorganic materials 0.000 claims description 120
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- 125000004432 carbon atom Chemical group C* 0.000 claims description 41
- 125000000217 alkyl group Chemical group 0.000 claims description 25
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 claims description 20
- 125000003342 alkenyl group Chemical group 0.000 claims description 16
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical group [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 claims description 11
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 11
- 125000004436 sodium atom Chemical group 0.000 claims description 11
- 230000014759 maintenance of location Effects 0.000 abstract description 11
- -1 n-octyl group Chemical group 0.000 description 238
- 239000011734 sodium Substances 0.000 description 121
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- 239000001965 potato dextrose agar Substances 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 230000035755 proliferation Effects 0.000 description 1
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 235000010232 propyl p-hydroxybenzoate Nutrition 0.000 description 1
- 239000004405 propyl p-hydroxybenzoate Substances 0.000 description 1
- QELSKZZBTMNZEB-UHFFFAOYSA-N propylparaben Chemical compound CCCOC(=O)C1=CC=C(O)C=C1 QELSKZZBTMNZEB-UHFFFAOYSA-N 0.000 description 1
- 108090000623 proteins and genes Proteins 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 239000008165 rice bran oil Substances 0.000 description 1
- 239000001331 rosmarinus officinalis leaf Substances 0.000 description 1
- 235000005713 safflower oil Nutrition 0.000 description 1
- 239000003813 safflower oil Substances 0.000 description 1
- 108700004121 sarkosyl Proteins 0.000 description 1
- 229940116351 sebacate Drugs 0.000 description 1
- 235000011803 sesame oil Nutrition 0.000 description 1
- 239000008159 sesame oil Substances 0.000 description 1
- 238000007086 side reaction Methods 0.000 description 1
- 229920005573 silicon-containing polymer Polymers 0.000 description 1
- 208000017520 skin disease Diseases 0.000 description 1
- 230000036556 skin irritation Effects 0.000 description 1
- 231100000475 skin irritation Toxicity 0.000 description 1
- 239000001632 sodium acetate Substances 0.000 description 1
- 235000017281 sodium acetate Nutrition 0.000 description 1
- 229940096501 sodium cocoamphoacetate Drugs 0.000 description 1
- BTURAGWYSMTVOW-UHFFFAOYSA-M sodium dodecanoate Chemical compound [Na+].CCCCCCCCCCCC([O-])=O BTURAGWYSMTVOW-UHFFFAOYSA-M 0.000 description 1
- 229940080264 sodium dodecylbenzenesulfonate Drugs 0.000 description 1
- 229940082004 sodium laurate Drugs 0.000 description 1
- KSAVQLQVUXSOCR-UHFFFAOYSA-M sodium lauroyl sarcosinate Chemical compound [Na+].CCCCCCCCCCCC(=O)N(C)CC([O-])=O KSAVQLQVUXSOCR-UHFFFAOYSA-M 0.000 description 1
- 229940045790 sodium lauryl glycol carboxylate Drugs 0.000 description 1
- 235000019333 sodium laurylsulphate Nutrition 0.000 description 1
- 229940045845 sodium myristate Drugs 0.000 description 1
- RYYKJJJTJZKILX-UHFFFAOYSA-M sodium octadecanoate Chemical compound [Na+].CCCCCCCCCCCCCCCCCC([O-])=O RYYKJJJTJZKILX-UHFFFAOYSA-M 0.000 description 1
- 229940045870 sodium palmitate Drugs 0.000 description 1
- 229940045920 sodium pyrrolidone carboxylate Drugs 0.000 description 1
- 229940080350 sodium stearate Drugs 0.000 description 1
- FRHNXUKHAUWMOQ-UHFFFAOYSA-M sodium;16-methylheptadecanoate Chemical compound [Na+].CC(C)CCCCCCCCCCCCCCC([O-])=O FRHNXUKHAUWMOQ-UHFFFAOYSA-M 0.000 description 1
- HYRLWUFWDYFEES-UHFFFAOYSA-M sodium;2-oxopyrrolidine-1-carboxylate Chemical compound [Na+].[O-]C(=O)N1CCCC1=O HYRLWUFWDYFEES-UHFFFAOYSA-M 0.000 description 1
- GGXKEBACDBNFAF-UHFFFAOYSA-M sodium;hexadecanoate Chemical compound [Na+].CCCCCCCCCCCCCCCC([O-])=O GGXKEBACDBNFAF-UHFFFAOYSA-M 0.000 description 1
- JUQGWKYSEXPRGL-UHFFFAOYSA-M sodium;tetradecanoate Chemical compound [Na+].CCCCCCCCCCCCCC([O-])=O JUQGWKYSEXPRGL-UHFFFAOYSA-M 0.000 description 1
- 229940100515 sorbitan Drugs 0.000 description 1
- 229950003429 sorbitan palmitate Drugs 0.000 description 1
- 229950011392 sorbitan stearate Drugs 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 235000012424 soybean oil Nutrition 0.000 description 1
- 239000003549 soybean oil Substances 0.000 description 1
- 229940031439 squalene Drugs 0.000 description 1
- TUHBEKDERLKLEC-UHFFFAOYSA-N squalene Natural products CC(=CCCC(=CCCC(=CCCC=C(/C)CCC=C(/C)CC=C(C)C)C)C)C TUHBEKDERLKLEC-UHFFFAOYSA-N 0.000 description 1
- 229940032147 starch Drugs 0.000 description 1
- 229940012831 stearyl alcohol Drugs 0.000 description 1
- 125000004079 stearyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 150000008054 sulfonate salts Chemical class 0.000 description 1
- 230000001629 suppression Effects 0.000 description 1
- 230000002194 synthesizing effect Effects 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 229940104261 taurate Drugs 0.000 description 1
- XOAAWQZATWQOTB-UHFFFAOYSA-N taurine Chemical compound NCCS(O)(=O)=O XOAAWQZATWQOTB-UHFFFAOYSA-N 0.000 description 1
- BORJONZPSTVSFP-UHFFFAOYSA-N tetradecyl 2-hydroxypropanoate Chemical compound CCCCCCCCCCCCCCOC(=O)C(C)O BORJONZPSTVSFP-UHFFFAOYSA-N 0.000 description 1
- DZKXJUASMGQEMA-UHFFFAOYSA-N tetradecyl tetradecanoate Chemical compound CCCCCCCCCCCCCCOC(=O)CCCCCCCCCCCCC DZKXJUASMGQEMA-UHFFFAOYSA-N 0.000 description 1
- 229960000790 thymol Drugs 0.000 description 1
- 239000004408 titanium dioxide Substances 0.000 description 1
- CRDAMVZIKSXKFV-UHFFFAOYSA-N trans-Farnesol Natural products CC(C)=CCCC(C)=CCCC(C)=CCO CRDAMVZIKSXKFV-UHFFFAOYSA-N 0.000 description 1
- 150000005691 triesters Chemical class 0.000 description 1
- 229940096999 triethanolamine isostearate Drugs 0.000 description 1
- 229940029614 triethanolamine stearate Drugs 0.000 description 1
- UFTFJSFQGQCHQW-UHFFFAOYSA-N triformin Chemical compound O=COCC(OC=O)COC=O UFTFJSFQGQCHQW-UHFFFAOYSA-N 0.000 description 1
- 125000002948 undecyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 description 1
- 229940099259 vaseline Drugs 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
- 238000009736 wetting Methods 0.000 description 1
- 239000010497 wheat germ oil Substances 0.000 description 1
- 239000002023 wood Substances 0.000 description 1
Landscapes
- Cosmetics (AREA)
Abstract
The purpose of the present invention is to provide a surfactant composition for cosmetics, which can provide cosmetics excellent in bacteriostasis and moisture retention. The present invention provides: a surfactant composition for cosmetics comprising an amphoteric surfactant (A) and an ester (B), wherein the amphoteric surfactant (A) comprises an amphoteric surfactant (a 1) represented by the general formula (1), the ester (B) comprises an ester (B1) represented by the general formula (2), and the ratio [ (B1)/(a 1) ] of the weight of the ester (B1) to the weight of the amphoteric surfactant (a 1) is 0.1 to 10% by weight; a cosmetic using the surfactant composition for cosmetics.
Description
Technical Field
The present invention relates to a surfactant composition for cosmetics and a cosmetic.
Background
As a composition which is excellent in bactericidal effect against escherichia coli and the like and has little skin irritation and can be used in cosmetics such as hair cleansing agents and facial washes, a cleansing agent composition containing sodium beta-dodecylaminopropionate is known (patent document 1 and the like).
However, the antibacterial property of cosmetics using the conventional detergent composition is insufficient, and the moisturizing property after use is unsatisfactory.
Prior art literature
Patent literature
Patent document 1: international publication No. 2013/141118
Disclosure of Invention
Problems to be solved by the invention
The purpose of the present invention is to provide a surfactant composition for cosmetics, which can provide cosmetics excellent in bacteriostasis and moisture retention.
Means for solving the problems
The present inventors have conducted intensive studies in order to achieve the above object, and as a result, have achieved the present invention.
Namely, the present invention relates to: a surfactant composition for cosmetics comprising an amphoteric surfactant (A) and an ester (B), wherein the amphoteric surfactant (A) comprises an amphoteric surfactant (a 1) represented by the following general formula (1), the ester (B) comprises an ester (B1) represented by the following general formula (2), and the ratio of the weight of the ester (B1) to the weight of the amphoteric surfactant (a 1) is 0.1 to 10% by weight; and a cosmetic comprising the surfactant composition for cosmetics.
[ Chemical 1]
[ Wherein R 1 represents an alkyl group or alkenyl group having 6 to 25 carbon atoms, X represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, M 1 represents a hydrogen atom, a sodium atom, a potassium atom or triethanolamine, and n represents 1 or 2.]
[ Chemical 2]
[ Wherein R 2 represents an alkyl group or alkenyl group having 6 to 25 carbon atoms, and n represents 1 or 2.]
ADVANTAGEOUS EFFECTS OF INVENTION
The cosmetic composition using the surfactant composition for cosmetics of the present invention has excellent antibacterial properties and high skin moisturization after use.
Detailed Description
The present invention is described in detail below.
The surfactant composition for cosmetics in the present application means a surfactant composition used as a raw material for cosmetics.
In addition, the cosmetic in the present application means a cleansing agent for hair or skin cleansing (shampoo, pump foaming facial cleanser, cream facial cleanser, bath lotion, solid soap, cleansing agent, liquid soap, etc.), hair care cosmetics (shampoo, hair conditioner, non-cationic hair conditioner, hair care oil, styling agent, etc.), skin care cosmetics (toner, cream, hand cream, cleansing oil, lotion, all-in-one gel, shaving agent, etc.), make-up cosmetics (foundation, powder, lipstick, blush, eyeliner, eye shadow, eyebrow, mascara, etc.), hair cosmetics (hair wax, hair spray, hair dye, etc.), UV care cosmetics (cream type, gel type, ball type, etc.), wiping cosmetics (mask, cleansing sheet, sweat towel, hair towel, etc.), fragrance products, antiperspirant wipes, etc.
In the present specification, the names of the compounds may be described by the names of the expressions or expressions recorded in the "expression name list of the components of cosmetics" made by the japan cosmetic industry association.
< Amphoteric surfactant (a 1) >)
The amphoteric surfactant (a) contained in the surfactant composition for cosmetics according to the first aspect of the present application contains an amphoteric surfactant (a 1) represented by the general formula (1).
[ Chemical 3]
In the general formula (1), R 1 represents an alkyl group or alkenyl group having 6 to 25 carbon atoms.
Examples of the alkyl group having 6 to 25 carbon atoms include a n-hexyl group, a n-heptyl group, a n-octyl group, an isooctyl group, a 2-ethylhexyl group, a n-nonyl group, an isononyl group, a n-decyl group, an isodecyl group, an undecyl group, a n-dodecyl group, an isododecyl group, a n-tridecyl group, an isotridecyl group, a n-tetradecyl group, an isotetradecyl group, a n-hexadecyl group, an isohexadecyl group, a n-stearyl group, an isostearyl group, a n-nonadecyl group, a n-eicosyl group, and a n-tetracosyl group.
Examples of the alkenyl group having 6 to 25 carbon atoms include n-hexenyl group, n-heptenyl group, n-octenyl group, n-decenyl group, isodecenyl group, n-undecenyl group, n-dodecenyl group, n-tetradecenyl group, isocetyl alkenyl group, n-octadecenyl group, and n-octadecadienyl group.
In R 1, from the viewpoint of bacteriostasis of the cosmetic, an alkyl group having 6 to 20 carbon atoms or an alkenyl group having 6 to 20 carbon atoms is preferable, and an alkyl group having 8 to 18 carbon atoms or an alkenyl group having 8 to 18 carbon atoms is more preferable.
In the general formula (1), X represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms.
Examples of the alkyl group having 1 to 3 carbon atoms include methyl, ethyl, propyl and the like.
In X, from the viewpoint of bacteriostasis of the cosmetic containing the surfactant composition for cosmetics, a hydrogen atom or a methyl group is preferable, and a hydrogen atom is more preferable.
In the general formula (1), M 1 is a hydrogen atom, a sodium atom, a potassium atom or triethanolamine.
In M 1, from the viewpoint of bacteriostasis of the cosmetic containing the surfactant composition for cosmetics, sodium atom or triethanolamine is preferable, and sodium atom is more preferable.
In the general formula (1), n represents 1 or 2.
From the aspect of bacteriostasis of the cosmetic material comprising the surfactant composition for cosmetic material of the present invention, n is preferably 2.
Specific examples of the amphoteric surfactant (a 1) represented by the general formula (1) include sodium beta-hexylaminopropionate, sodium beta-heptylaminopropionate, sodium beta-octylaminopropionate, sodium beta-isooctylaminopropionate, sodium beta-2-ethylhexyl aminopropionate, sodium beta-nonylaminopropionate, sodium beta-isononylaminopropionate, sodium beta-decylaminopropionate, sodium beta-isodecyl aminopropionate, sodium beta-undecylaminopropionate, sodium beta-dodecylaminopropionate, potassium beta-dodecylaminopropionate, triethanolamine beta-dodecylaminopropionate, sodium beta-cocofatty acid aminopropionate (cocofatty acid means fatty acid obtained from coco oil), is a mixed fatty acid containing fatty acid having a distribution of 8 to 18 carbon atoms as a main component), triethanolamine beta-coco fatty acid aminopropionate, sodium beta-isododecylaminopropionate, sodium beta-tridecylaminopropionate, sodium beta-tetradecylaminopropionate, sodium beta-pentadecylaminopropionate, sodium beta-isopentylaminopropionate, sodium beta-isotetradecylaminopropionate, sodium beta-hexadecylaminopropionate, sodium beta-isocetylaminopropionate, sodium beta-stearylaminopropionate, sodium beta-nonadecylaminopropionate, sodium beta-eicosylaminopropionate, sodium beta-tetracosylaminopropionate, sodium beta-hexenylaminopropionate, sodium beta-heptenylaminopropionate, sodium beta-isotetradecylaminopropionate, sodium beta-eicosylaminopropionate, sodium beta-eicosyl aminopropionate, sodium beta-eicosyl propionate, sodium beta-eicosyl aminopropionate, and sodium beta-eicos, sodium beta-octenyl aminopropionate, sodium beta-decenyl aminopropionate, sodium beta-isodecenyl aminopropionate, sodium beta-undecenyl aminopropionate, sodium beta-dodecenyl aminopropionate, sodium beta-tetradecenyl aminopropionate, sodium beta-isocetyl aminopropionate, sodium beta-octadecenyl aminopropionate, and sodium beta-octadecenyl aminopropionate.
Of these, 1 kind may be used alone, or 2 or more kinds may be used in combination.
The amphoteric surfactant (a 1) represented by the general formula (1) is preferably sodium beta-dodecylaminopropionate, potassium beta-dodecylaminopropionate, and triethanolamine beta-dodecylaminopropionate, and more preferably sodium beta-dodecylaminopropionate, from the viewpoint of bacteriostasis of a cosmetic containing the surfactant composition for cosmetics.
In addition, sodium beta-coco fatty acid aminopropionate, potassium beta-coco fatty acid aminopropionate, and triethanolamine beta-coco fatty acid aminopropionate are also preferable, because they contain sodium beta-dodecylaminopropionate, potassium beta-dodecylaminopropionate, and triethanolamine beta-dodecylaminopropionate, respectively, as constituent components, and sodium beta-coco fatty acid aminopropionate is more preferable.
The amphoteric surfactant (a 1) represented by the general formula (1) can be obtained by a known method described in JP-A2008-162914 or the like, and can be obtained by subjecting 1 mole of methyl acrylate to Michael (Michael) addition to 1 mole of a primary amine having 6 to 25 carbon atoms to obtain a Michael adduct, and then hydrolyzing the Michael adduct with a basic compound such as sodium hydroxide.
For example, it is preferable to obtain the amphoteric surfactant (a 1) by adding 1.17 moles of methyl acrylate dropwise to 1 mole of a primary amine having 6 to 25 carbon atoms at 50 to 150 ℃ (more preferably 70 to 100 ℃) to perform a michael addition reaction, and then hydrolyzing with an alkaline compound such as sodium hydroxide.
< Ester (b 1) >
The ester (B) contained in the surfactant composition for cosmetics according to the first aspect of the present application contains an ester (B1) represented by the general formula (2).
The cosmetic composition comprising the surfactant composition for cosmetics of the present invention is excellent in bacteriostasis and moisture retention after use by comprising the ester (b 1) represented by the general formula (2).
[ Chemical 4]
In the general formula (2), R 2 represents an alkyl group or an alkenyl group having 6 to 25 carbon atoms, and specifically, the same groups as those shown in R 1 in the general formula (1).
In R 2, from the viewpoint of bacteriostasis of the cosmetic containing the surfactant composition for cosmetics of the present invention, an alkyl group having 6 to 20 carbon atoms or an alkenyl group having 6 to 20 carbon atoms is preferable, and an alkyl group having 8 to 18 carbon atoms or an alkenyl group having 8 to 18 carbon atoms is more preferable.
As a specific example of the ester (b 1) represented by the general formula (2) in the present invention, examples thereof include methyl beta-hexylaminopropionate, methyl beta-heptylaminopropionate, methyl beta-octylaminopropionate, methyl beta-isooctylaminopropionate, methyl beta-2-ethylhexyl aminopropionate, methyl beta-nonylaminopropionate, methyl beta-decylaminopropionate, methyl beta-isodecylaminopropionate, methyl beta-undecylaminopropionate, methyl beta-dodecylaminopropionate, methyl beta-cocofatty acid aminopropionate, methyl beta-isododecylaminopropionate, methyl beta-tridecylaminopropionate, methyl beta-tetradecylaminopropionate, methyl beta-pentadecylaminopropionate, methyl beta-isopentadenylanopropionate, methyl beta-isopentadecylaminopropionate beta methyl isotetradecylaminopropionate, beta methyl hexadecylaminopropionate, beta methyl isohexadecylaminopropionate, beta methyl stearyl aminopropionate, beta methyl nonadecyl aminopropionate, beta methyl eicosanylaminopropionate, beta methyl tetracosaminopropionate, beta methyl hexenyl aminopropionate, beta methyl heptenyl aminopropionate, beta methyl octenyl aminopropionate, beta methyl decenylaminopropionate, beta methyl isodecenylaminopropionate, beta undecenyl aminopropionate, beta methyl dodecenyl aminopropionate, beta methyl tetradecenyl aminopropionate, beta-isocetyl alkenylaminopropionate methyl ester, beta-octadecenylaminopropionate methyl ester, and beta-octadecadienylaminopropionate methyl ester.
Of these, 1 kind may be used alone, or 2 or more kinds may be used in combination.
The ester (b 1) represented by the general formula (2) is preferably methyl β -dodecylaminopropionate from the viewpoint of bacteriostasis of a cosmetic containing the surfactant composition for cosmetics.
In addition, methyl beta-coco fatty acid aminopropionate may also be preferably used because it contains methyl beta-dodecylaminopropionate as a constituent.
The ester (b 1) represented by the general formula (2) can be obtained by a known method described in Japanese patent application laid-open No. 2008-162914 or the like, specifically, can be obtained by subjecting 1 mole of methyl acrylate to Michael addition or the like with respect to 1 mole of a primary amine having 6 to 25 carbon atoms.
For example, the Michael addition reaction is preferably carried out by dropping 1.17 moles of methyl acrylate to 1 mole of alkylamine at a temperature of 50 to 150 ℃ (more preferably 70 to 100 ℃), thereby obtaining the ester (b 1).
The mixture of the amphoteric surfactant (a 1) and the ester (b 1) can also be obtained by controlling the reaction rate by adjusting the reaction conditions (reaction temperature, reaction time, etc.) of the hydrolysis of the michael adducts performed when the amphoteric surfactant (a 1) represented by the general formula (1) is synthesized.
< Amphoteric surfactant (a 2) >)
The amphoteric surfactant (a) contained in the surfactant composition for cosmetics according to the first aspect of the present application may further contain an amphoteric surfactant (a 2) represented by the general formula (3).
[ Chemical 5]
In the general formula (3), R 3 represents an alkyl group or an alkenyl group having 6 to 25 carbon atoms, specifically, the same groups as those shown in R 1 in the general formula (1) can be mentioned, and preferable groups are also the same as those in the general formula (1).
In the general formula (3), M 2 and M 3 are each independently a hydrogen atom, a sodium atom, a potassium atom or triethanolamine.
In M 2, a sodium atom or triethanolamine is preferable, and a sodium atom is more preferable.
In M 3, a sodium atom or triethanolamine is preferable, and a sodium atom is more preferable.
In the general formula (3), m represents 1 or 2, and k represents 1 or 2.
M is preferably 2.
K is preferably 2.
As a specific example of the amphoteric surfactant (a 2) represented by the general formula (3), examples thereof include sodium beta-hexyliminodipropionate, sodium beta-heptyiiminodipropionate, sodium beta-octyliminodipropionate, sodium beta-isooctyiiminodipropionate, sodium beta-2-ethylhexyl iminodipropionate, sodium beta-nonyiiminodipropionate, sodium beta-isononyliminodipropionate, sodium beta-decyiiminodipropionate, sodium beta-undecyiiminodipropionate, sodium beta-dodecyliminodipropionate, potassium beta-dodecyliminodipropionate, triethanolamine beta-dodecyliminodipropionate, sodium beta-coco fatty acid iminodipropionate, triethanolamine beta-coco fatty acid iminodipropionate, sodium beta-coco fatty acid iminodipropionate sodium beta-isododecyl iminodipropionate, sodium beta-tridecyl iminodipropionate, sodium beta-tetradecyl iminodipropionate, sodium beta-isopentyl iminodipropionate, sodium beta-isopentadecyl iminodipropionate, sodium beta-isohexadecyl iminodipropionate, sodium beta-hexadecyl iminodipropionate, sodium beta-stearyl iminodipropionate, sodium beta-isostearyl iminodipropionate, sodium beta-nonadecyl iminodipropionate, sodium beta-eicosyl iminodipropionate, sodium beta-tetracosane iminodipropionate, sodium beta-hexenyl iminodipropionate, sodium beta-heptenyl iminodipropionate, sodium beta-octenyl iminodipropionate, sodium beta-decenyl iminodipropionate, sodium beta-isodecenyl iminodipropionate, sodium beta-undecenyl iminodipropionate, sodium beta-dodecenyl iminodipropionate, sodium beta-tetradecenyl iminodipropionate, sodium beta-isocetyl iminodipropionate, sodium beta-octadecenyl iminodipropionate and sodium beta-octadecenyl iminodipropionate.
Of these, 1 kind may be used alone, or 2 or more kinds may be used in combination.
The amphoteric surfactant (a 2) represented by the general formula (3) can be obtained by subjecting 2 moles of methyl acrylate to a Michael reaction with respect to 1 mole of a primary amine having 6 to 25 carbon atoms to obtain a Michael adduct, and then hydrolyzing the Michael adduct with a basic compound such as sodium hydroxide.
For example, it is preferable to obtain the amphoteric surfactant (a 2) by adding 2.5 moles of methyl acrylate dropwise to 1 mole of a primary amine having 6 to 25 carbon atoms at a temperature of 50 to 150 ℃ (more preferably 70 to 100 ℃) to perform a michael addition reaction, and then hydrolyzing with a basic compound.
In addition, in the production of the amphoteric surfactant (a 1) represented by the general formula (1), a side reaction of adding 2 moles of methyl acrylate to 1 mole of a primary amine having 6 to 25 carbon atoms may occur, and the reaction product may be hydrolyzed, whereby the amphoteric surfactant (a 2) is obtained simultaneously with the amphoteric surfactant (a 1).
< Ester (b 2) >
The ester (B) contained in the surfactant composition for cosmetics according to the first aspect of the present application may further contain an ester (B2) represented by the following general formula (4).
[ Chemical 6]
In the general formula (4), R 4 represents an alkyl group or an alkenyl group having 6 to 25 carbon atoms, specifically, the same groups as those shown in R 1 in the general formula (1) and preferable groups are also the same.
In the general formula (4), m represents 1 or 2, and k represents 1 or 2.
M is preferably 2.
K is preferably 2.
As a specific example of the ester (b 2) represented by the general formula (4) in the present invention, examples thereof include methyl beta-hexyliminodipropionate, methyl beta-heptyiiminodipropionate, methyl beta-octyliminodipropionate, methyl beta-isooctyiiminodipropionate, methyl beta-2-ethylhexyl iminodipropionate, methyl beta-nonyiiminodipropionate, methyl beta-decyiiminodipropionate, methyl beta-isodecyiiminodipropionate, methyl beta-undecyiiminodipropionate, methyl beta-dodecyliminodipropionate, methyl beta-coconut oil fatty acid iminodipropionate, methyl beta-isododecyliminodipropionate, methyl beta-tridecyliminodipropionate, methyl beta-tetradecyl iminodipropionate beta-isopentyl-pentadecyl iminodipropionate, beta-isopentadecyl iminodipropionate, beta-isotetradecyl iminodipropionate, beta-hexadecyl iminodipropionate, beta-isocetyl iminodipropionate, beta-stearyl iminodipropionate, beta-isostearyl iminodipropionate, beta-nonadecyl iminodipropionate, beta-eicosyl iminodipropionate, beta-tetracosylidene iminodipropionate, beta-hexenyl iminodipropionate, beta-heptenyl iminodipropionate, beta-octenyl iminodipropionate, beta-decenyl iminodipropionate, beta-methyl isodecenyl iminodipropionate, beta-methyl undecylenimino-dipropionate, beta-methyl dodecenyl iminodipropionate, beta-methyl tetradecylenimino-dipropionate, beta-methyl isocetyl-iminodipropionate, beta-methyl octadecyl iminodipropionate, and the like.
Of these, 1 kind may be used alone, or 2 or more kinds may be used in combination.
The ester (b 2) represented by the general formula (4) can be obtained by mixing 2 moles of methyl acrylate with 1 mole of a primary amine having 6 to 25 carbon atoms, and performing Michael addition or the like.
For example, the ester (b 2) is preferably obtained by adding 2.5 moles of methyl acrylate dropwise to 1 mole of a primary amine having 6 to 25 carbon atoms at 50 to 150 ℃ (more preferably 70 to 100 ℃), and then performing a Michael addition reaction.
In addition, in the production of the amphoteric surfactant (a 1) represented by the general formula (1), a reaction may occur in which 2 moles of methyl acrylate are added to 1 mole of primary amine having 6 to 25 carbon atoms, and the reaction product may remain without being hydrolyzed, thereby obtaining the ester (b 2) simultaneously with the amphoteric surfactant (a 1).
< Surfactant composition for cosmetic Material >
The ratio of the weight of the ester (b 1) in the surfactant composition for cosmetics of the present invention to the weight of the amphoteric surfactant (a 1) (hereinafter, sometimes simply referred to as [ (b 1)/(a 1) ]) is 0.1 to 10% by weight, preferably 0.3 to 9% by weight, and more preferably 0.4 to 8% by weight, from the viewpoints of suppression of turbidity or separation of the surfactant composition for cosmetics with time, moisture retention and bacteriostasis of the cosmetic containing the surfactant composition for cosmetics, and the like.
If [ (b 1)/(a 1) ] is less than 0.1% by weight, the moisture retention and bacteriostasis of the cosmetic containing the cosmetic surfactant composition are insufficient, and if [ (b 1)/(a 1) ] is more than 10% by weight, the cosmetic surfactant composition causes turbidity or separation with time, and it is difficult to stably produce a cosmetic of uniform composition.
The surfactant composition for cosmetics of the present invention can be obtained by mixing the amphoteric surfactant (a 1) produced by the above-described method with the ester (b 1) so that the ratio of the weight of the ester (b 1) to the weight of the amphoteric surfactant (a 1) falls within the above-described range.
The reaction rate may be controlled by adjusting the reaction conditions (reaction temperature, reaction time, etc.) of hydrolysis performed when synthesizing the amphoteric surfactant (a 1), and a mixture in which the ratio of the weight of the ester (b 1) to the weight of the amphoteric surfactant (a 1) is contained in the above-described range may be used.
The weight of the ester (b 1) contained in the surfactant composition for cosmetics can be measured by the following quantitative analysis method using gas chromatography (hereinafter referred to as GC).
< Method for GC-based quantitative analysis of ester (b 1) >)
First, 3 calibration curve samples [ ethanol solutions in which the concentrations of the ester (b 1) were 2.0, 1.0, 0.5 wt% and 1.0 wt% respectively, were prepared, each containing n-decane as an internal standard substance and the ester (b 1) as a quantitative target substance ], and GC-based analysis was performed under the following measurement conditions.
Next, the analysis results by GC were plotted as a graph in which the horizontal axis represents the ratio of the weight of the ester (b 1) to the weight of the n-decane [ (weight of the ester (b 1)/(weight of the n-decane) ], and the vertical axis represents the ratio of the peak area of the ester (b 1) to the peak area of the n-decane [ (peak area of the ester (b 1)/(peak area of the n-decane) ] and a calibration curve was prepared by the least square method.
The peaks of n-decane and ester (b 1) in the GC spectrum were discriminated based on the holding time, and under the conditions of the GC measurement described below, the peak of n-decane appeared at a position of about 3.3 seconds in the holding time, and the peak of ester (b 1) appeared at a position of about 15.5 seconds in the holding time.
Next, 2.0g of an ethanol solution in which 1 wt% of n-decane was dissolved was added to a sample weighed and sampled from the surfactant composition for cosmetics, and 50mL of ethanol was further added thereto to prepare a sample solution, and GC analysis was performed under the following measurement conditions.
The ratio of the peak area of the ester (b 1) to the peak area of the n-decane [ (the peak area of the ester (b 1)/(the peak area of the n-decane) ] is calculated from the GC spectrum obtained by the analysis, and the content of the ester (b 1) contained in the sample sampled from the surfactant composition for cosmetics is calculated by the following calculation formula (1) using the slope K of the calibration curve.
Content (wt%) of ester (b 1) = (kχt×2.0)/S (1)
In the calculation formula (1), K is the slope of the calibration curve, T is [ (peak area of ester (b 1)/(peak area of n-decane) ], and S is the weight (g) of the sample sampled from the cosmetic surfactant composition in order to prepare a sample solution.
< Conditions for GC measurement >
The device comprises: GC-9A (Shimadzu corporation)
A detector: FID (FID)
GC packing column: SE-30 (Dimethylpolysiloxane content 5 wt%, inner diameter 3.2mm, length 2.1m, GL SCIENCE Co., ltd.)
Column temperature: heating from 80deg.C to 280 deg.C (heating rate: 10deg.C/min)
Sample injection amount: 5 mu L
The weight of the amphoteric surfactant (a 1) contained in the surfactant composition for cosmetics can be measured as follows: the weight of the amphoteric surfactant (a 1) was measured by converting the amphoteric surfactant (a 1) into an ester (b 1) by methyl esterification by the method described later, quantifying the ester (b 1) contained in the solution after the methyl esterification treatment by GC, and calculating the difference from the content of the ester (b 1) contained in the surfactant composition for cosmetics.
When the surfactant composition for cosmetics containing the amphoteric surfactant (a 1) and the ester (b 1) is subjected to the methyl esterification treatment, both the ester (b 1) already contained before the methyl esterification treatment and the ester (b 1) synthesized by the methyl esterification of the amphoteric surfactant (a 1) are contained in the solution after the methyl esterification treatment.
The number of moles of the ester (b 1) contained in the solution after the methyl esterification treatment is equal to the total number of moles of the ester (b 1) and the amphoteric surfactant (a 1) contained in the surfactant composition for methyl esterification treatment.
Accordingly, when the weight of the ester (b 1) contained in the solution after the methyl esterification treatment is converted into a mole number, the total mole number of the ester (b 1) and the amphoteric surfactant (a 1) contained in the surfactant composition for cosmetics used in the methyl esterification treatment can be calculated, and the mole number of the ester (b 1) already contained before the methyl esterification treatment is subtracted from the total mole number, and the weight of the amphoteric surfactant (a 1) is converted based on the molecular weight of the amphoteric surfactant (a 1), so that the content of the amphoteric surfactant (a 1) contained in the surfactant composition for cosmetics used in the methyl esterification treatment can be calculated.
< Method for quantitative analysis of GC-based amphoteric surfactant (a 1) >)
(1) Hydrochloric acid (35 wt% aqueous solution, fuji film, manufactured by Wako pure chemical industries, ltd.) was added to the cosmetic surfactant composition (80 g) to adjust the pH to 2, and 20g of petroleum ether (Fuji film, manufactured by Wako pure chemical industries, ltd.) was further added and mixed, whereby the amphoteric surfactant (a 1) and the ester (b 1) contained in the cosmetic surfactant composition were extracted into petroleum ether.
Then, the mixture was separated into an aqueous layer and an oil layer using a 200mL separating funnel, and the oil layer was taken out. The oil layer was depressurized at a pressure of 0.09MPa in a warm bath at 60℃for 3 hours using a rotary evaporator (rotation speed 50 rpm/min), and petroleum ether contained in the oil layer was distilled off. The weight of the residue { mixture of the amphoteric surfactant (a 1) and the ester (b 1) } after petroleum ether was distilled off was recorded, and then N, N-dimethylformamide dimethyl acetal (1 g) was added to a sample (0.03 g) obtained from the residue, and the mixture was heated at 60℃for 15 minutes to carry out the methyl esterification reaction of the amphoteric surfactant (a 1) contained in the residue. The content of the ester (b 1) contained in the reaction mixture obtained by the methyl esterification treatment was measured in the same manner as the quantitative analysis method of the GC-based ester (b 1), except that the obtained reaction mixture { the reaction mixture containing the ester (b 1) } was changed to the measurement sample in the quantitative analysis method of the GC-based ester (b 1) described above.
(2) Based on the result of GC analysis of the reaction mixture obtained by the methyl esterification treatment [ the content of the ester (b 1) contained in the reaction mixture ], and the weight of the residue extracted from 80g of the surfactant composition for cosmetics by using petroleum ether, the total mole number of the amphoteric surfactant (a 1) and the ester (b 1) contained in 80g of the surfactant composition for cosmetics was calculated.
(3) The mole number of the amphoteric surfactant (a 1) contained in 80g of the surfactant composition was calculated by subtracting the mole number of the ester (b 1) contained in 80g of the surfactant composition from the total mole number of the amphoteric surfactant (a 1) and the ester (b 1) contained in 80g of the surfactant composition.
(4) The mole number of the amphoteric surfactant (a 1) contained in 80g of the surfactant composition for cosmetics was converted into the weight of the amphoteric surfactant (a 1) based on the molecular weight of the amphoteric surfactant (a 1), and this was taken as the content of the amphoteric surfactant (a 1) contained in 80g of the surfactant composition for cosmetics before the methyl esterification treatment.
The content of the amphoteric surfactant (a 1) in the surfactant composition for cosmetics is preferably 0.10 to 5.0 wt%, more preferably 0.55 to 4.04 wt%, based on the total weight of the surfactant composition for cosmetics.
The content of the ester (b 1) in the cosmetic surfactant composition is preferably 0.001 to 0.50 wt%, more preferably 0.002 to 0.13 wt%, based on the total weight of the cosmetic surfactant composition.
The surfactant composition for cosmetics as the first application may contain other optional ingredients, preferably containing water.
When the surfactant composition for cosmetics of the present invention contains water, the content of water is preferably 10 to 90% by weight, more preferably 20 to 80% by weight, based on the total weight of the surfactant composition for cosmetics.
The water contained in the cosmetic surfactant composition may be directly contained in water used as a reaction solvent in the synthesis of the amphoteric surfactant (a 1) and the ester (b 1), or may be mixed with the amphoteric surfactant (a 1) and the ester (b 1) by using ordinary water, purified water, hard water, soft water, natural water, deep sea water, spring water, electrolytic alkaline ion water, electrolytic acidic ion water, ion exchange water, water molecular clusters, and the like in a predetermined weight ratio.
The surfactant composition for cosmetics of the present invention can be obtained by mixing the amphoteric surfactant (a 1), the ester (b 1), and optionally water or the like in a predetermined ratio by a known mixing device equipped with a stirring device such as an impeller-type stirring blade or a propeller-type stirring blade. The surfactant may be obtained by mixing a mixture containing the amphoteric surfactant (a 1) and the ester (b 1) in a predetermined ratio, and water or the like which is used as needed in a predetermined ratio.
The cosmetic surfactant composition of the present invention may contain some or all of the components contained in the cosmetic, such as amphoteric surfactants other than the amphoteric surfactant (a), anionic surfactants, cationic surfactants, nonionic surfactants, water, pH adjusting agents, solvents, conditioning agents, oils, cooling agents, moisturizers, antioxidants, chelating agents, thickening agents, fragrances, coloring agents, preservatives, ultraviolet ray protection agents, and whitening agents.
The cosmetic surfactant composition may contain unreacted materials and residues of the reaction catalyst during the synthesis of the amphoteric surfactant (a 1) and the ester (b 1), and the like.
< Cosmetic Material >
The cosmetic material according to the second aspect of the present application is a cosmetic material comprising the cosmetic surfactant composition according to the first aspect of the present application, which comprises the amphoteric surfactant (a 1) and the ester (b 1) in a predetermined ratio.
The weight ratio of the surfactant composition for cosmetics contained in the cosmetic of the present invention may be appropriately adjusted depending on the formulation, use, etc. of the cosmetic, and for example, it is preferably 1 to 20% by weight in the case where the cosmetic is a cleansing agent, it is preferably 2 to 15% by weight in the case where the cosmetic is a skin care cosmetic, it is preferably 2 to 7% by weight in the case where the cosmetic is a hair care cosmetic, it is preferably 2 to 7% by weight in the case where the cosmetic is a UV care cosmetic, and it is preferably 2 to 15% by weight in the case where the cosmetic is a wiping cosmetic. When the weight ratio is within this range, the cosmetic has excellent antibacterial and moisturizing properties.
The cosmetic of the present invention may contain other component (C) in addition to the above-mentioned surfactant composition for cosmetics. Examples of the other component (C) include known raw material components for cosmetics used as raw materials for cosmetics, such as amphoteric surfactants other than the amphoteric surfactant (a), anionic surfactants, cationic surfactants, nonionic surfactants, water, pH adjusting agents, solvents, conditioning agents, oils, coolants, moisturizers, antioxidants, chelating agents, thickeners, perfumes, coloring materials, preservatives, ultraviolet ray protection agents, and whitening agents.
Examples of the anionic surfactant include ether carboxylic acid or its salts, sulfate salts, sulfonate salts, phosphate salts, fatty acid salts, and acylated amino acid salts.
Examples of the ether carboxylic acid or a salt thereof include polyoxyethylene (polymerization degree 4) lauryl ether acetic acid, polyoxyethylene (polymerization degree 6) lauryl ether acetic acid, polyoxyethylene (polymerization degree 4) tridecyl ether acetic acid, polyoxyethylene (polymerization degree 7) tridecyl ether acetic acid, lauryl glycol carboxylic acid (lauryl glycol acetic acid and the like), polyoxyethylene (polymerization degree 4) sodium lauryl ether acetate, polyoxyethylene (polymerization degree 6) sodium lauryl ether acetate, polyoxyethylene (polymerization degree 4) sodium tridecyl ether acetate, polyoxyethylene (polymerization degree 7) sodium tridecyl ether acetate, sodium lauryl glycol carboxylate (lauryl glycol sodium acetate and the like) and the like.
Examples of the sulfate salt include sodium lauryl sulfate, polyoxyethylene (polymerization degree 2 to 4) lauryl ether sulfate (polyoxyethylene (polymerization degree 2 to 4) lauryl ether sulfate, polyoxyethylene (polymerization degree 2 to 4) lauryl ether sulfate triethanolamine and the like), polyoxyethylene (polymerization degree 3) coconut fatty acid monoethanolamide sodium sulfate, polyoxyethylene (polymerization degree 3) alkyl (carbon number 12 to 13) ether sodium sulfate and the like.
Examples of the sulfonate include sodium olefin (having 14 to 16 carbon atoms), sodium dodecylbenzenesulfonate, polyoxyethylene (polymerization degree 2) lauryl sulfosuccinate disodium salt, and polyoxyethylene (polymerization degree 5) lauryl sulfosuccinate glycolamide disodium salt.
Examples of the phosphate salt include sodium lauryl phosphate and sodium polyoxyethylene (polymerization degree 10) lauryl ether phosphate.
Examples of the fatty acid salts include sodium myristate, potassium myristate, triethanolamine myristate, laurate (sodium laurate, potassium laurate, triethanolamine laurate, etc.), stearate (sodium stearate, potassium stearate, triethanolamine stearate, etc.), palmitate (sodium palmitate, potassium palmitate, triethanolamine palmitate, etc.), and isostearate (sodium isostearate, potassium isostearate, triethanolamine isostearate, etc.).
Examples of the acylated amino acid salt include sodium N-coco fatty acid methyl taurate, sodium N-coco fatty acid sarcosinate, sodium N-lauroyl sarcosinate, triethanolamine N-coco fatty acid acyl-L-glutamate, sodium N-coco fatty acid acyl-L-glutamate (also sometimes referred to as sodium cocoyl glutamate), potassium coco fatty acid glycine, triethanolamine lauroyl-L-glutamate, sodium N-lauroyl methylalanine, and the like.
Examples of the amphoteric surfactant other than the amphoteric surfactant (a) include alkyl dimethyl acetic acid betaine, fatty amidopropyl betaine, alkyl imidazolinium betaine, and sulfobetaine type amphoteric surfactants.
Examples of the alkyl dimethyl acetic acid betaines include lauryl dimethyl amino acetic acid betaine, myristyl dimethyl amino acetic acid betaine, stearyl dimethyl amino acetic acid betaine, and the like.
Examples of fatty amidopropyl betaines include lauramidopropyl betaine, myristamidopropyl betaine, isostearamidopropyl betaine, and cocoamidopropyl betaine.
Examples of the alkyl imidazolinium betaines include sodium lauroyl amphoacetate (sodium N-lauroyl-N '-carboxymethyl-N' -hydroxyethyl ethylenediamine), sodium 2-coco fatty acid-N-hydroxyethyl imidazolinium betaine, and sodium coco amphoacetate (2-alkyl-N-carboxymethyl-N-hydroxyethyl imidazolinium betaine).
Examples of the sulfobetaine type amphoteric surfactant include lauramidopropyl hydroxysulfobetaine and cocoamidopropyl hydroxysulfobetaine.
Examples of the cationic surfactant include quaternary ammonium salts and amine salts.
Examples of the quaternary ammonium salt include stearyl trimethyl ammonium chloride, behenyl trimethyl ammonium chloride, distearyl dimethyl ammonium chloride, and ethyl lanolin sulfate fatty acid aminopropyl ethyl dimethyl ammonium chloride.
Examples of the amine salt include diethylaminoethyl amide lactate stearate and dimethylaminoethyl amide lactate behenate.
Examples of the nonionic surfactant include polypropylene glycol (PPG-34, etc.), alkylene oxide (C2-C8) adducts of C4-C24 alcohols, esters or ethers of C8-C24 fatty acids with alcohols or alkylene oxide (C2-C8) polymers, alkylene oxide adducts of higher fatty acid esters of poly (2-to 10-membered) alcohols, polyglycerin fatty acid esters, fatty acid alkanolamides, and the like.
Examples of the alkylene oxide (2 to 8 carbon atoms) adducts of alcohols having 4 to 24 carbon atoms include PPG-7-butanol polyether-10 (polyoxyethylene (degree of polymerization 10) polyoxypropylene (degree of polymerization 7) butyl ether), laureth-7 (polyoxyethylene (degree of polymerization 7) lauryl ether), laureth-20 (polyoxyethylene (degree of polymerization 20) lauryl ether), oleyl polyether-20 (polyoxyethylene (degree of polymerization 20) oleyl ether), PPG-2-cetyl polyether-12 (polyoxyethylene (degree of polymerization 12) polyoxypropylene (degree of polymerization 2) cetyl ether) and cetyl oleyl ether-5 (a mixture of polyoxyethylene (degree of polymerization 5) cetostearyl ether and polyoxyethylene (degree of polymerization 5) oleyl ether).
Examples of the esters or ethers of fatty acids having 8 to 24 carbon atoms with alcohols or alkylene oxide (having 2 to 8 carbon atoms) polymers include glyceryl stearate, ethylene glycol stearate, sorbitan laurate, sorbitan palmitate, sorbitan stearate, sorbitan oleate, sorbitan coconut oil fatty acid ester, PEG-9 oleate, stearyl polyether-20, PEG-23 stearate, PEG-3 distearate, PEG-150 distearate, PEG-190 distearate, and PEG-60 hydrogenated castor oil.
Examples of alkylene oxide adducts of higher fatty acid esters of polyhydric (2-to 10-membered) alcohols include (caprylic/capric) PEG-6 glyceride [ a mixture of caprylic and capric glycerides with polyethylene oxide (polymerization degree 6) added thereto ], PEG-10 sorbitan laurate, PEG-80 sorbitan laurate, PEG-6 sorbitan oleate, PEG-3 sorbitan oleate, PEG-40 sorbitan oleate, PEG-6 sorbitan stearate, PEG-40 sorbitan stearate, PEG-160 sorbitan triisostearate, and PEG-120 methyl glucose dioleate.
Examples of the polyglycerin fatty acid ester include decaglyceride monooleate, decaglyceride monolaurate, and decaglyceride isostearate.
Examples of fatty acid alkanolamides include coconut fatty acid monoethanolamide, coconut fatty acid N-methyl ethanolamide, coconut fatty acid diethanolamide, lauric acid myristic acid diethanolamide, and stearic acid diethanolamide.
Examples of the water include normal water, purified water, hard water, soft water, natural water, deep seawater, spring water, electrolytic alkaline ion water, electrolytic acidic ion water, ion-exchanged water, and water clusters.
Examples of the pH adjuster include lactic acid, citric acid, phosphoric acid, malic acid, tartaric acid, hydrochloric acid, acetic acid, sodium hydroxide, potassium hydroxide, triethanolamine, and salts thereof.
The cosmetic of the present invention can be prepared into a cosmetic having high storage stability (less likely to cause separation or turbidity with time) by adjusting the pH to about 4 to 11 with a pH adjuster.
Examples of the solvent include ethanol, isoprene glycol, modified alcohol, dipropylene glycol, 1, 2-hexanediol, isododecane, isopropanol, butyl acetate, ethoxydiglycol, and propylene glycol.
Examples of the conditioning agent include polyquaternium-10 (a polymer of a quaternary ammonium salt obtained by adding glycidyl trimethyl ammonium chloride to hydroxyethyl cellulose), polyquaternium-7 (a polymer of a quaternary ammonium salt obtained from acrylamide and dimethyldiallyl ammonium chloride), polyquaternium-22 (a copolymer of dimethyldiallyl ammonium chloride and acrylic acid), (VP/VA) copolymer (a copolymer of vinyl acetate and vinylpyrrolidone), guar hydroxypropyl trimethyl ammonium chloride (a quaternary ammonium salt obtained by adding glycidyl trimethyl ammonium chloride to guar gum), PEG-34, PEG-400, poly Na acrylate, hydroxyethyl cellulose, panthenol, and the like.
Examples of the oil agent include liquid oils and fats, solid oils and fats, hydrocarbon oils, synthetic ester oils, silicone oils, essential oils and the like.
Examples of the liquid oils include mineral oil, avocado oil, camellia oil, turtle oil, macadamia nut seed oil, corn oil, mink oil, olive oil, rapeseed oil, egg oil, sesame oil, peach seed oil, wheat germ oil, camellia oil, castor oil, linseed oil, safflower oil, cotton seed oil, soybean oil, peanut oil, tea seed oil, citronella essential oil, rice bran oil, jojoba oil (jojoba oil), rice germ oil, triglyceride (ethylhexanoic acid) ester, and triisopalmitin.
Examples of the solid oil and fat include cocoa butter, coconut oil, candelilla wax, beeswax, shea butter, horse oil, hydrogenated coconut oil, palm oil, tallow, lanolin, hydrogenated tallow, palm kernel oil, hydrogenated palm oil, lard, wood wax, hydrogenated castor oil, and the like.
Examples of the hydrocarbon oil include isododecane, isohexadecane, squalane, squalene, vaseline, paraffin, hydrogenated polyisobutene, ceresin, olefin oligomer, pristane, ceresin, and microcrystalline wax.
Examples of synthetic ester oils include isopropyl myristate, cetyl ethyl caproate, octyldodecyl myristate, cetyl palmitate, isopropyl palmitate, butyl stearate, hexyl laurate, myristyl myristate, decyl oleate, hexyl decyl ethylhexanoate, cetyl lactate, myristyl lactate, lanolin acetate, isocetyl stearate, isocetyl isostearate, cholesterol hydroxystearate, glycol diethylcaproate, neopentyl glycol dicaprate, glycerol tris (caprylate/caprate) (triester of caprylic acid and capric acid and glycerin), hydroxystearic acid, dipentaerythritol hexa (hydroxystearic acid/stearic acid/abietic acid) (hexa ester of hydroxystearic acid, stearic acid and abietic acid and dipentaerythritol), diisostearyl malate, glycerol diisostearate, trimethylolpropane (tri-2-ethylhexanoate), trimethylolpropane (triethylhexanoate), pentaerythritol (tetraethylhexanoate), trimethylolpropane triisostearate, ethylhexyl palmitate, glycerol trimyristate, methyl oleate, oleic acid, di-isoricinoleate, di-lauroyl glutamate, di-hexyl sebacate, diethyl lauroyl sebacate, diethyl sebacate, PEG-3 trimethylolpropane triisostearate, polyglycerol-2 triisostearate, sucrose tetraisostearate, and the like.
Examples of the silicone oil include chain polysiloxanes, cyclic polysiloxanes, and modified polysiloxanes (amino-modified polysiloxanes, polyether-modified polysiloxanes, alkyl-modified polysiloxanes, fluorine-modified polysiloxanes, and the like).
Examples of the chain siloxane include diphenylpolydimethylsiloxane, octylpolydimethylsiloxane, polydimethylsiloxane, (polydimethylsiloxane/vinylpolydimethylsiloxane) crosslinked polymer (dimethylpolysiloxane crosslinked with divinylbenzene-based dimethylpolysiloxane) and (polydimethylsiloxane/phenylvinylpolydimethylsiloxane) crosslinked polymer (dimethylpolysiloxane copolymer crosslinked with phenylvinyldimethylpolysiloxane).
Examples of the cyclic siloxane include cyclopentasiloxane and cyclohexasiloxane.
Examples of the modified polysiloxane include amino-terminated polydimethylsiloxane (a silicone polymer having an amino group modified at the end), aminopropyl polydimethylsiloxane, alkyl (C26-28) polydimethylsiloxane, alkyl (C30-45) polydimethylsiloxane, PEG-10 polydimethylsiloxane, PEG-12 polydimethylsiloxane, and perfluorononylpolydimethylsiloxane.
Examples of the cooling agent include menthol, peppermint oil, thymol, methyl salicylate, and camphor.
Examples of the humectant include glycerin, 1, 3-butanediol, hydrogenated rapeseed oil alcohol, sorbitol, na lactate, PCN-Na (sodium pyrrolidone carboxylate), na hyaluronate, and Na chondroitin sulfate.
Examples of the antioxidant include vitamin E, BHT (dibutylhydroxytoluene), BHA (butylhydroxyanisole), glycyrrhizic acid 2K, ascorbyl palmitate and rosemary leaf extract.
Examples of the chelating agent include EDTA (ethylenediamine tetraacetic acid), EDTA-2Na (disodium salt of ethylenediamine tetraacetic acid), na polyphosphate, 2Na pyrophosphate, gluconic acid, na gluconate, and ascorbic acid.
Examples of the thickener include guar gum, xanthan gum, starch, behenyl alcohol, stearyl alcohol, cetostearyl alcohol, cetyl alcohol, myristyl alcohol, carbomer, hydroxypropyl methylcellulose, polyvinyl alcohol, na polyacrylate, na-acrylate grafted starch, distearyldimethyl ammonium hectorite, talc, glycol distearate, and corn starch.
Examples of the perfume include limonene, β -caryophyllene, linalool, farnesol, phenethyl alcohol, citral, hexylcinnamaldehyde, ionone, linalyl acetate, benzyl benzoate, undecalactone, cinnamaldehyde, anise oil, jasminum sambac oil, and the like.
Examples of the coloring material include blue No. 1, blue No. 2, green No. 3, and red No. 1.
Examples of the preservative include phenoxyethanol, o-cymene-5-ol, methyl parahydroxybenzoate, ethyl parahydroxybenzoate, propyl parahydroxybenzoate, isopropyl parahydroxybenzoate, butyl parahydroxybenzoate, isobutyl parahydroxybenzoate, and isopropyl methylphenol.
Examples of the ultraviolet ray protection agent include titanium oxide, zinc oxide, ethylhexyl methoxycinnamate, ethylhexyl dimethyl PABA, and t-butyl methoxydibenzoylmethane.
Examples of the whitening agent include tranexamic acid, arbutin, and hydroquinone.
The content of the other component (C) in the cosmetic of the present invention may be appropriately adjusted depending on the formulation, use, etc. of the cosmetic.
For example, the solvent contained in the cosmetic is preferably 95% by weight or less based on the total weight of the cosmetic, the amphoteric surfactant, the anionic surfactant, the nonionic surfactant, the cationic surfactant, the oil agent and the humectant contained in the cosmetic are preferably 50% by weight or less based on the total weight of the cosmetic, the whitening agent and the conditioning agent are preferably 20% by weight or less based on the total weight of the cosmetic, the pH adjuster, the cooling agent, the antioxidant, the chelating agent, the thickener, the ultraviolet ray protecting agent, the fragrance and the coloring agent are preferably 10% by weight or less based on the total weight of the cosmetic, the water base contained in the cosmetic is preferably 95% by weight or less based on the total weight of the cosmetic, and the preservative contained in the cosmetic is preferably 0.5% by weight or less based on the total weight of the cosmetic. In the present specification, when the anionic surfactant includes a fatty acid salt, it is assumed that all fatty acids in the cosmetic become potassium salts, and the weight of the potassium salt of the fatty acid is regarded as the weight of the fatty acid salt in the cosmetic.
The preferred composition of the cosmetic of the present invention when it is a shampoo includes the following components.
The surfactant composition for cosmetics of the present invention: 2.1 to 11.3 weight percent
Anionic surfactant: 15.0 to 33.0 wt%
Amphoteric surfactants: 0 to 10.0 wt%
Humectant: 0 to 2.0 wt%
Conditioning agent: 0.5 to 2.3 weight percent
And (3) oil agent: 0 to 0.3 wt%
Chelating agent: 0 to 0.1 wt%
Nonionic surfactant: 2.0 to 5.0 weight percent
Cooling agent: 0 to 1.0 wt%
PH regulator: 0 to 0.1 wt%
When the cosmetic of the present invention is a shampoo, the following compositions are given as preferred compositions of the components converted into active ingredients. The active ingredient means a component remaining by removing water from the raw materials of the respective components.
The surfactant composition for cosmetics of the present invention: 0.6 to 3.3 weight percent
Anionic surfactant: 4.9 to 10.0 weight percent
Amphoteric surfactants: 0 to 3.4 wt%
Humectant: 0 to 2.0 wt%
Conditioning agent: 0.5 to 0.6 wt%
And (3) oil agent: 0 to 0.3 wt%
Chelating agent: 0 to 0.1 wt%
Nonionic surfactant: 2.0 to 5.0 weight percent
Cooling agent: 0 to 1.0 wt%
PH regulator: 0 to 0.1 wt%
When the cosmetic of the present invention is a shampoo, the shampoo preferably contains the following ingredients, for example.
The anionic surfactant is preferably sodium cocoyl glutamate and/or sodium olefin (14 to 16 carbon atoms) sulfonate.
As the amphoteric surfactant, cocamidopropyl betaine is preferable.
BG (1, 3-butanediol) is preferred as the humectant.
The conditioning agent is preferably 1 or more selected from the group consisting of polyquaternium-22, polyquaternium-7 and polyquaternium-10.
As the oil agent, polydimethylsiloxane is preferable.
EDTA 2Na is preferred as the chelating agent.
As nonionic surfactants, the coconut fatty acid N-methyl ethanolamide and/or PEG-160 sorbitan triisostearate are preferred.
Menthol is preferred as the cooling agent.
As the pH adjuster, citric acid is preferable.
The preferred composition of the cosmetic of the present invention when it is a pump foaming facial cleanser includes the following components.
The surfactant composition for cosmetics of the present invention: 6.0 to 12.0 weight percent
Anionic surfactant: 15.0 to 25.0 wt%
Amphoteric surfactants: 0 to 10.0 wt%
Conditioning agent: 0 to 5.0 wt%
Water: 60.0 to 75.0 weight percent
When the cosmetic of the present invention is a pump-type foaming facial cleanser, the following compositions are given as preferred compositions of the components converted into active ingredients. The active ingredient means a component remaining by removing water from the raw materials of the respective components.
The surfactant composition for cosmetics of the present invention: 1.5 to 4.0 weight percent
Anionic surfactant: 3.0 to 8.0 weight percent
Amphoteric surfactants: 0 to 2.0 wt%
Conditioning agent: 0 to 1.0 wt%
When the cosmetic of the present invention is a pump-type foaming facial cleanser, the pump-type foaming facial cleanser preferably contains the following components, for example.
As the anionic surfactant, lauroyl glutamic acid TEA and/or sodium olefin (C14-16) sulfonate are preferable.
As the amphoteric surfactant, cocamidopropyl betaine is preferable.
As conditioning agents, polyquaternium-7 is preferred.
The preferred composition of the cosmetic of the present invention when it is a cream-like facial cleanser includes the following components.
The surfactant composition for cosmetics of the present invention: 3.8 to 5.0 weight percent
Anionic surfactant: 17.0 to 26.0 weight percent
Amphoteric surfactants: 0 to 3.0 wt%
Humectant: 5 to 20 weight percent
Conditioning agent: 0 to 0.5 wt%
Antioxidant: 0 to 0.1 wt%
Nonionic surfactant: 0 to 8.0 wt%
And (3) a thickening agent: 0 to 2.0 wt%
PH regulator: 0 to 6.3 wt%
Water: 42.6 to 65.7 weight percent
When the cosmetic of the present invention is a cream-like facial cleanser, the following compositions are given as preferred compositions of the components converted into active ingredients. The active ingredient means a component remaining by removing water from the raw materials of the respective components.
The surfactant composition for cosmetics of the present invention: 1.1 to 1.5 weight percent
Anionic surfactant: 13.5 to 26.0 weight percent
Amphoteric surfactants: 0 to 0.9 wt%
Humectant: 5.0 to 20.0 weight percent
Conditioning agent: 0 to 0.05 wt%
Antioxidant: 0 to 0.1 wt%
Nonionic surfactant: 0 to 8.0 wt%
And (3) a thickening agent: 0 to 2.0 wt%
PH regulator: 0 to 6.3 wt%
When the cosmetic of the present invention is a cream-like facial cleanser, the cream-like facial cleanser preferably contains, for example, the following components.
The anionic surfactant is preferably 1 or more selected from the group consisting of sodium cocoyl glutamate, glycine K, laurate, stearate and palmitate.
As the amphoteric surfactant, cocamidopropyl betaine is preferable.
Glycerin is preferable as the humectant.
As conditioning agents, polyquaternium-7 is preferred.
As the antioxidant, vitamin E is preferable.
As nonionic surfactants, coconut fatty acid N-methyl ethanolamide and/or PEG-190 distearate are preferred.
As the thickener, glycol distearate is preferable.
As the pH adjuster, potassium hydroxide is preferable.
The preferred composition of the cosmetic of the present invention when it is a toner includes the following components.
The surfactant composition for cosmetics of the present invention: 5.0 to 10.0 weight percent
Solvent: 7.0 to 15.0 weight percent
Humectant: 2.0 to 4.0 weight percent
And (3) a thickening agent: 0.1 to 0.5 weight percent
Nonionic surfactant: 0.1 to 0.5 weight percent
Water: 75.0 to 85.0 weight percent
When the cosmetic of the present invention is a toner, the following compositions are given as preferable compositions of the respective components converted into active ingredients. The active ingredient means a component remaining by removing water from the raw materials of the respective components.
The surfactant composition for cosmetics of the present invention: 1.0 to 3.0 weight percent
Solvent: 7.0 to 15.0 weight percent
Humectant: 2.0 to 4.0 weight percent
And (3) a thickening agent: 0.1 to 0.5 weight percent
Nonionic surfactant: 0.1 to 0.5 weight percent
When the cosmetic of the present invention is a toner, the toner preferably contains, for example, the following components.
As the solvent, isoprene glycol (isoprene diol) and/or ethanol are preferable.
Glycerin is preferable as the humectant.
As thickener, xanthan gum and/or Na-acrylate grafted starch are preferred.
As the nonionic surfactant, PEG-60 hydrogenated castor oil is preferable.
The preferred composition of the cosmetic of the present invention when it is a cream includes the following components.
The surfactant composition for cosmetics of the present invention: 2.0 to 4.0 weight percent
Humectant: 10.0 to 15.0 weight percent
And (3) a thickening agent: 3.0 to 8.0 weight percent
Antioxidant: 0 to 0.1 wt%
And (3) oil agent: 15.0 to 25.0 wt%
Nonionic surfactant: 1.5 to 4.0 weight percent
Anionic surfactant: 0 to 2.0 wt%
Preservative: 0.1 to 0.5 weight percent
Water: 50.0 to 65.0 wt%
When the cosmetic of the present invention is a cream, the following compositions are given as preferable compositions of the respective components converted into the active ingredients. The active ingredient means a component remaining by removing water from the raw materials of the respective components.
The surfactant composition for cosmetics of the present invention: 0.5 to 1.0 weight percent
Humectant: 10.0 to 15.0 weight percent
And (3) a thickening agent: 3.0 to 8.0 weight percent
Antioxidant: 0 to 0.1 wt%
And (3) oil agent: 15.0 to 25.0 wt%
Nonionic surfactant: 1.5 to 4.0 weight percent
Anionic surfactant: 0 to 2.0 wt%
Preservative: 0.1 to 0.5 weight percent
When the cosmetic of the present invention is a cream, the cream preferably contains the following ingredients, for example.
As the humectant, glycerin and/or BG (1, 3-butylene glycol) are preferable.
As thickener, behenyl alcohol and/or stearyl alcohol are preferred.
As the antioxidant, vitamin E is preferable.
The oil is preferably 1 or more selected from the group consisting of tri (caprylic/capric) glyceride, hexa (hydroxystearic/stearic/abietic) dipentaerythritol ester, jojoba oil, and polydimethylsiloxane.
As nonionic surfactants, PPG-2 cetyl polyether-12 is preferred.
As the preservative, phenoxyethanol and/or methylparaben are preferable.
As the anionic surfactant, stearate and/or isostearate are preferable.
The preferred composition of the cosmetic composition of the present invention in the form of a hand cream includes the following components.
The surfactant composition for cosmetics of the present invention: 4.0 to 8.0 weight percent
Humectant: 3.0 to 8.0 weight percent
And (3) a thickening agent: 0 to 0.5 wt%
Antioxidant: 0 to 0.5 wt%
And (3) oil agent: 15.0 to 25.0 wt%
Nonionic surfactant: 0.1 to 0.5 weight percent
Anionic surfactant: 0 to 2.0 wt%
Water: 60.0 to 75.0 weight percent
When the cosmetic of the present invention is a hand cream, the following compositions are given as preferred compositions of the components converted into active ingredients. The active ingredient means a component remaining by removing water from the raw materials of the respective components.
The surfactant composition for cosmetics of the present invention: 1.0 to 2.5 weight percent
Humectant: 3.0 to 8.0 weight percent
And (3) a thickening agent: 0 to 0.5 wt%
Antioxidant: 0 to 0.5 wt%
And (3) oil agent: 15.0 to 25.0 wt%
Nonionic surfactant: 0.1 to 0.5 weight percent
Anionic surfactant: 0 to 2.0 wt%
When the cosmetic composition of the present invention is a hand cream, the hand cream preferably contains, for example, the following components.
The humectant is preferably 1 or more selected from the group consisting of glycerin, BG (1, 3-butylene glycol) and hydrogenated rapeseed oil alcohol.
As the thickener, xanthan gum is preferable.
As the antioxidant, vitamin E is preferable.
The oil is preferably 1 or more selected from the group consisting of ethylhexyl palmitate, shea butter and tri (ethylhexanoate) glyceride.
As the nonionic surfactant, PEG-190 distearate is preferable.
As the anionic surfactant, stearate and/or isostearate are preferable.
The preferred composition of the cosmetic of the present invention when it is a cleansing oil includes the following components.
The surfactant composition for cosmetics of the present invention: 10.0 to 20.0 weight percent
And (3) oil agent: 60.0 to 70.0 weight percent
Nonionic surfactant: 15.0 to 25.0 wt%
Anionic surfactant: 0 to 2.0 wt%
When the cosmetic of the present invention is a cleansing oil, the following compositions are given as preferred compositions of the components converted into active ingredients. The active ingredient means a component remaining by removing water from the raw materials of the respective components.
The surfactant composition for cosmetics of the present invention: 3.0 to 5.0 weight percent
And (3) oil agent: 60.0 to 70.0 weight percent
Nonionic surfactant: 15.0 to 25.0 wt%
Anionic surfactant: 0 to 2.0 wt%
When the cosmetic of the present invention is a cleansing oil, the cleansing oil preferably contains the following components, for example.
The oil is preferably 1 or more selected from the group consisting of ethylhexyl palmitate, cyclopentasiloxane, and mineral oil.
The nonionic surfactant is preferably 1 or more selected from the group consisting of sorbitan oleate, PEG-9 oleate and cetyl polyether-5.
As the anionic surfactant, stearate and/or isostearate are preferable.
The preferred composition of the cosmetic composition of the present invention when it is a hair conditioner includes the following components.
The surfactant composition for cosmetics of the present invention: 5.0 to 10.0 weight percent
And (3) a thickening agent: 0.5 to 1.5 weight percent
And (3) oil agent: 2.5 to 5.0 weight percent
Nonionic surfactant: 0.5 to 1.0 weight percent
Cationic surfactant: 1.0 to 5.0 weight percent
Preservative: 0.1 to 0.5 weight percent
Water: 80.0 to 90.0 wt%
When the cosmetic of the present invention is a hair conditioner, the following compositions are given as preferred compositions of the components converted into active ingredients. The active ingredient means a component remaining by removing water from the raw materials of the respective components.
The surfactant composition for cosmetics of the present invention: 1.0 to 3.0 weight percent
And (3) a thickening agent: 0.5 to 1.5 weight percent
And (3) oil agent: 2.5 to 5.0 weight percent
Nonionic surfactant: 0.5 to 1.0 weight percent
Cationic surfactant: 1.0 to 4.0 weight percent
Preservative: 0.1 to 0.5 weight percent
When the cosmetic composition of the present invention is a hair conditioner, the hair conditioner preferably contains, for example, the following components.
As the thickener, cetostearyl alcohol is preferable.
The oil is preferably 1 or more selected from the group consisting of shea butter, polydimethylsiloxane and mineral oil.
As the nonionic surfactant, glyceryl stearate is preferable.
As the preservative, phenoxyethanol is preferable.
As the cationic surfactant, behenyl trimethyl ammonium chloride is preferable.
The preferred compositions of the cosmetic composition of the present invention when it is a non-cationic hair conditioner include the following compositions.
The surfactant composition for cosmetics of the present invention: 1.5 to 4.0 weight percent
Humectant: 1.5 to 5.0 weight percent
And (3) a thickening agent: 3.0 to 6.0 weight percent
And (3) oil agent: 1.5 to 4.0 weight percent
Water: 85.0 to 95.0 weight percent
When the cosmetic of the present invention is a non-cationic hair conditioner, the following compositions are given as preferred compositions of the components converted into active ingredients. The active ingredient means a component remaining by removing water from the raw materials of the respective components.
The surfactant composition for cosmetics of the present invention: 0.3 to 1.5 weight percent
Humectant: 1.5 to 5.0 weight percent
And (3) a thickening agent: 3.0 to 6.0 weight percent
And (3) oil agent: 1.5 to 4.0 weight percent
When the cosmetic composition of the present invention is a non-cationic hair conditioner, the non-cationic hair conditioner preferably contains, for example, the following components.
Glycerin is preferable as the humectant.
The thickener is preferably 1 or more selected from the group consisting of cetyl alcohol, hydroxypropyl methylcellulose, and xanthan gum.
As the oil agent, shea butter is preferable.
The preferred composition of the cosmetic composition of the present invention when it is a hair spray includes the following components.
The surfactant composition for cosmetics of the present invention: 5.0 to 10.0 weight percent
And (3) a thickening agent: 0.1 to 0.5 weight percent
And (3) oil agent: 10.0 to 20.0 weight percent
Nonionic surfactant: 1.5 to 4.0 weight percent
Conditioning agent: 0.1 to 1.0 weight percent
PH regulator: 0.1 to 0.5 weight percent
Preservative: 0.1 to 0.5 weight percent
Water: 70.0 to 80.0 weight percent
When the cosmetic of the present invention is a hair spray, the following compositions are given as preferred compositions of the components converted into active ingredients. The active ingredient means a component remaining by removing water from the raw materials of the respective components.
The surfactant composition for cosmetics of the present invention: 1.5 to 4.0 weight percent
And (3) a thickening agent: 0.1 to 0.5 weight percent
And (3) oil agent: 10.0 to 20.0 weight percent
Nonionic surfactant: 1.5 to 4.0 weight percent
Conditioning agent: 0.1 to 1.0 weight percent
PH regulator: 0.1 to 0.5 weight percent
Preservative: 0.1 to 0.5 weight percent
When the cosmetic of the present invention is a hair spray, the hair spray preferably contains the following ingredients, for example.
As the thickener, carbomers are preferred.
The oil is preferably 1 or more selected from the group consisting of dipentaerythritol hexa (hydroxystearic acid/stearic acid/abietic acid), squalane, candelilla wax, mineral oil, and beeswax.
The nonionic surfactant is preferably 1 or more selected from the group consisting of PPG-7-butanol polyether-10, PPG-34, PEG-60 hydrogenated castor oil and laureth-7.
As conditioning agents, PEG-400 is preferred.
As the pH adjuster, potassium hydroxide is preferable.
As the preservative, phenoxyethanol is preferable.
The preferred composition of the cosmetic of the present invention when it is sprayed on hair includes the following components.
The surfactant composition for cosmetics of the present invention: 1.0 to 5.0 weight percent
Humectant: 1.0 to 3.0 weight percent
Solvent: 90.0 to 95.0 wt%
And (3) oil agent: 0.5 to 2.0 weight percent
Conditioning agent: 2.0 to 4.0 weight percent
When the cosmetic of the present invention is a hair spray, the following compositions are given as preferable compositions of the respective components converted into the active ingredients. The active ingredient means a component remaining by removing water from the raw materials of the respective components.
The surfactant composition for cosmetics of the present invention: 0.5 to 1.5 weight percent
Humectant: 1.0 to 3.0 weight percent
Solvent: 90.0 to 95.0 wt%
And (3) oil agent: 0.5 to 2.0 weight percent
Conditioning agent: 2.0 to 4.0 weight percent
When the cosmetic of the present invention is a hair spray, the hair spray preferably contains the following components, for example.
Glycerin is preferable as the humectant.
As the solvent, a modified alcohol is preferable.
As the oil agent, PEG-12 polydimethylsiloxane is preferable.
As conditioning agents, (vinylpyrrolidone/VA) copolymers are preferred.
The preferred composition of the cosmetic of the present invention when it is a cream-type UV care cosmetic includes the following components.
The surfactant composition for cosmetics of the present invention: 5.0 to 10.0 weight percent
Uv protective agent: 10.0 to 20.0 weight percent
And (3) oil agent: 5.0 to 15.0 weight percent
Nonionic surfactant: 1.0 to 5.0 weight percent
And (3) a thickening agent: 5.0 to 10.0 weight percent
Humectant: 1.0 to 3.0 weight percent
Preservative: 0 to 0.5 wt%
Water: 50.0 to 60.0 weight percent
When the cosmetic of the present invention is a cream-type UV care cosmetic, the following compositions are given as preferred compositions of the components converted into active ingredients. The active ingredient means a component remaining by removing water from the raw materials of the respective components.
The surfactant composition for cosmetics of the present invention: 1.0 to 3.0 weight percent
Uv protective agent: 10.0 to 20.0 weight percent
And (3) oil agent: 5.0 to 15.0 weight percent
Nonionic surfactant: 1.0 to 5.0 weight percent
And (3) a thickening agent: 5.0 to 10.0 weight percent
Humectant: 1.0 to 3.0 weight percent
Preservative: 0 to 0.5 wt%
When the cosmetic of the present invention is a cream-type UV care cosmetic, the cream-type UV care cosmetic preferably contains, for example, the following components.
The ultraviolet ray protection agent is preferably 1 or more selected from the group consisting of titanium oxide, zinc oxide, ethylhexyl methoxycinnamate, and t-butyl methoxydibenzoylmethane.
The oil is preferably 1 or more selected from the group consisting of diisostearyl malate, glyceryl tris (caprylate/caprate) and polydimethylsiloxane.
As nonionic surfactants, PPG-2 cetyl polyether-12 is preferred.
As thickener, behenol and/or carbomer are preferred.
Glycerin is preferable as the humectant.
As the preservative, phenoxyethanol is preferable.
The preferable composition of the cosmetic of the present invention in the case of a gel-type UV care cosmetic includes the following components.
The surfactant composition for cosmetics of the present invention: 1.0 to 5.0 weight percent
Uv protective agent: 10.0 to 20.0 weight percent
And (3) oil agent: 2.0 to 6.0 wt%
And (3) a thickening agent: 0.5 to 2.0 weight percent
Anionic surfactant: 0 to 5.0 wt%
Humectant: 5.0 to 10.0 weight percent
Solvent: 1.0 to 5.0 weight percent
PH regulator: 0.2 to 1.0 weight percent
Water: 60.0 to 70.0 weight percent
When the cosmetic of the present invention is a gel-type UV care cosmetic, the following composition is given as a preferable composition of each component converted into an active ingredient. The active ingredient means a component remaining by removing water from the raw materials of the respective components.
The surfactant composition for cosmetics of the present invention: 0.3 to 1.5 weight percent
Uv protective agent: 10.0 to 20.0 weight percent
And (3) oil agent: 2.0 to 6.0 wt%
And (3) a thickening agent: 0.5 to 2.0 weight percent
Anionic surfactant: 0 to 5.0 wt%
Humectant: 5.0 to 10.0 weight percent
Solvent: 1.0 to 5.0 weight percent
PH regulator: 0.2 to 1.0 weight percent
When the cosmetic of the present invention is a gel-type UV care cosmetic, the gel-type UV care cosmetic preferably contains, for example, the following components.
As the ultraviolet ray protection agent, ethylhexyl methoxycinnamate and/or t-butyl methoxydibenzoylmethane are preferable.
As the oil agent, ethylhexyl palmitate is preferable.
As thickener carbomers and/or xanthan gums are preferred.
Glycerin is preferable as the humectant.
As the solvent, isopentyl glycol is preferable.
As the pH adjuster, potassium hydroxide and/or citric acid are preferable.
As the anionic surfactant, isostearate and/or stearate are preferable.
The preferred composition of the cosmetic of the present invention when it is a mask includes the following components.
The surfactant composition for cosmetics of the present invention: 5.0 to 10.0 weight percent
Humectant: 15.0 to 25.0 wt%
And (3) a thickening agent: 0.1 to 0.5 weight percent
Whitening agent: 0 to 0.5 wt%
Antioxidant: 0 to 0.3 wt%
Preservative: 0 to 0.5 wt%
Water: 67.0 to 77.0 wt%
When the cosmetic of the present invention is a facial mask, the following compositions are given as preferable compositions of the components converted into active ingredients. The active ingredient means a component remaining by removing water from the raw materials of the respective components.
The surfactant composition for cosmetics of the present invention: 1.0 to 4.0 weight percent
Humectant: 15.0 to 25.0 wt%
And (3) a thickening agent: 0.1 to 0.5 weight percent
Whitening agent: 0 to 0.5 wt%
Antioxidant: 0 to 0.3 wt%
Preservative: 0 to 0.5 wt%
When the cosmetic composition of the present invention is a facial mask, the facial mask preferably contains, for example, the following components.
As the humectant, glycerin and/or Na hyaluronate are preferable.
As the thickener, xanthan gum is preferable.
As the whitening agent, tranexamic acid is preferable.
As the antioxidant, vitamin E is preferable.
As the preservative, phenoxyethanol is preferable.
The preferred composition of the cosmetic of the present invention when it is a cleansing sheet includes the following compositions.
The surfactant composition for cosmetics of the present invention: 1.0 to 5.0 weight percent
Humectant: 5.0 to 15.0 weight percent
Nonionic surfactant: 5.0 to 15.0 weight percent
Water: 72.0 to 82.0 weight percent
When the cosmetic of the present invention is a cleansing sheet, the following compositions are given as preferable compositions of the respective components converted into active ingredients. The active ingredient means a component remaining by removing water from the raw materials of the respective components.
The surfactant composition for cosmetics of the present invention: 0.3 to 1.5 weight percent
Humectant: 5.0 to 15.0 weight percent
Nonionic surfactant: 5.0 to 15.0 weight percent
When the cosmetic composition of the present invention is a cleansing sheet, the cleansing sheet preferably contains the following components, for example.
Glycerin is preferable as the humectant.
As the nonionic surfactant, PEG-9 oleate is preferable.
The preferred composition of the cosmetic of the present invention when it is a sweat towel includes the following components.
The surfactant composition for cosmetics of the present invention: 4.0 to 8.0 weight percent
Solvent: 25.0 to 35.0 wt%
Humectant: 3.0 to 5.0 weight percent
Preservative: 0 to 0.5 wt%
Water: 55.0 to 65.0 weight percent
When the cosmetic of the present invention is a sweat towel, the following compositions are given as preferable compositions of the respective components converted into the active ingredients. The active ingredient means a component remaining by removing water from the raw materials of the respective components.
The surfactant composition for cosmetics of the present invention: 1.0 to 4.0 weight percent
Solvent: 25.0 to 35.0 wt%
Humectant: 3.0 to 5.0 weight percent
Preservative: 0 to 0.5 wt%
When the cosmetic material of the present invention is a sweat towel, the sweat towel preferably contains the following components, for example.
Ethanol is preferable as the solvent.
BG (1, 3-butanediol) and/or Na hyaluronate are preferred as humectants.
As the preservative, isopropyl methylphenol is preferred.
The preferred composition of the cosmetic of the present invention when it is a hair wipe includes the following compositions.
The surfactant composition for cosmetics of the present invention: 11.0 to 17.0 wt%
Solvent: 15.0 to 25.0 wt%
Humectant: 3.0 to 8.0 weight percent
Antioxidant: 0 to 0.1 wt%
Nonionic surfactant: 0.1 to 1.0 weight percent
Cooling agent: 0.1 to 1.0 weight percent
Water: 55.0 to 65.0 weight percent
When the cosmetic of the present invention is a hair wipe, the following compositions are given as preferred compositions of the components converted into the active ingredients. The active ingredient means a component remaining by removing water from the raw materials of the respective components.
The surfactant composition for cosmetics of the present invention: 2.0 to 6.0 wt%
Solvent: 15.0 to 25.0 wt%
Humectant: 3.0 to 8.0 weight percent
Antioxidant: 0 to 0.1 wt%
Nonionic surfactant: 0.1 to 1.0 weight percent
Cooling agent: 0.1 to 1.0 weight percent
When the cosmetic of the present invention is a hair wipe, the hair wipe preferably contains the following ingredients, for example.
Ethanol is preferable as the solvent.
Glycerin is preferable as the humectant.
As the antioxidant, vitamin E is preferable.
As the nonionic surfactant, PEG-60 hydrogenated castor oil is preferable.
As the cooling agent, phenoxyethanol is preferable.
The cosmetic of the present invention can be produced by mixing the above-mentioned surfactant composition for cosmetics with other component (C) as needed.
The cosmetic of the present invention can be produced by mixing the amphoteric surfactant (a 1), the ester (b 1), and the other component (C) used as needed so that the content of the amphoteric surfactant (a 1) and the ester (b 1) in the cosmetic becomes a predetermined ratio in the surfactant composition for cosmetics.
The mixing order of the raw materials is not particularly limited, and in the case of using water, it is preferable to add the surfactant composition for cosmetics and the other component (C) to water in view of uniformity of the cosmetic.
As the mixing, a known mixing device having a stirring device such as an impeller-type stirring blade or a propeller-type stirring blade can be used.
The cosmetic of the present invention comprising the above-mentioned surfactant composition for cosmetics can exhibit excellent antibacterial activity against escherichia coli, staphylococcus aureus, aspergillus niger and propionibacterium acnes as skin resident bacteria.
It is known that various skin resident bacteria form a skin resident flora on the surface of human skin, and that the skin resident flora protects the surface of the skin from external stimuli, and when the balance of the skin resident flora is disrupted by only specific multiplication or reduction of the skin resident flora, etc., the skin resident flora becomes a cause of skin diseases such as acne and skin inflammation.
The surfactant composition for cosmetics contained in the cosmetic of the present invention is presumed to be capable of forming a well-balanced skin resident flora by preventing the proliferation of escherichia coli, staphylococcus aureus, aspergillus niger and propionibacterium acnes due to excellent antibacterial activity against these bacteria.
Further, by continuously using the cosmetic of the present invention, it is expected that the resident flora of the skin can be improved to a more favorable state.
In addition, when the cosmetic of the present invention is used as a cleaning agent, the cosmetic is also characterized by low elution of natural moisturizing factor [ also referred to as Natural Moisturizing Factor, hereinafter sometimes simply referred to as NMF ]. The cosmetic of the present invention is presumed to exhibit excellent moisture retention by reducing the amount of NMF component released.
In addition, the surfactant composition for cosmetics contained in the cosmetic of the present invention prevents the propagation of escherichia coli, staphylococcus aureus and aspergillus niger which may deteriorate the quality of the cosmetic, and it is expected that the cosmetic of the present invention is not likely to cause quality deterioration.
The following matters are disclosed in the present specification.
The present disclosure (1) relates to a surfactant composition for cosmetics, which contains an amphoteric surfactant (a) and an ester (B), wherein the amphoteric surfactant (a) contains an amphoteric surfactant (a 1) represented by the following general formula (1), the ester (B) contains an ester (B1) represented by the following general formula (2), and the weight ratio of the ester (B1) to the weight of the amphoteric surfactant (a 1) is 0.1 to 10 wt%.
[ Chemical 7]
[ Wherein R 1 represents an alkyl group or alkenyl group having 6 to 25 carbon atoms, X represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, M 1 represents a hydrogen atom, a sodium atom, a potassium atom or triethanolamine, and n represents 1 or 2.]
[ Chemical 8]
[ Wherein R 2 represents an alkyl group or alkenyl group having 6 to 25 carbon atoms, and n represents 1 or 2.]
The present disclosure (2) relates to a cosmetic comprising the surfactant composition for cosmetics described in the present disclosure (1).
Examples
The present invention is further described below with reference to examples and comparative examples, but the present invention is not limited thereto.
PREPARATION EXAMPLE 1
185G of laurylamine [ NISSAN AMINE BB, manufactured by Nikka Co., ltd. (NISSAN AMINE is a registered trademark of Nikka Co., ltd.) was charged into a 2L four-necked flask equipped with a stirring device, a reflux condenser, a dropping funnel, and a thermometer, and after nitrogen substitution, the temperature was raised to 70℃and 101g of methyl acrylate [ manufactured by Toyama Co., ltd.) was added dropwise from the dropping funnel over 3 hours, and the reaction was carried out at this temperature. After that, the reaction was carried out at a temperature of 100℃for 7 hours, and the pressure was reduced at that temperature until the gauge pressure reached 2.7kPa, whereby the remaining methyl acrylate was removed.
To the resulting reaction solution, 32g of a 49 wt% aqueous sodium hydroxide solution and 964g of water were added, and hydrolysis reaction was performed at 95℃for 3 hours.
Lactic acid was added while measuring the pH so that the resulting hydrolyzed solution reached pH6.0. The total weight of lactic acid added was 62.5g.
The solution after lactic acid addition was heated at 90℃to distill off methanol from the solution, thereby obtaining an aqueous surfactant solution 1.
1G of the surfactant aqueous solution 1 was sampled, and the ester (b 1) and the amphoteric surfactant (a 1) contained in the sampled solution were identified, and the content thereof was determined by a GC-based quantitative analysis method described later.
The surfactant aqueous solution 1 contained 0.11% by weight of methyl β -dodecylaminopropionate (B1-1) as the ester (B), 28.89% by weight of sodium β -dodecylaminopropionate (a 1-1) as the amphoteric surfactant (a).
< Method for analyzing content of GC-based ester (b 1) >)
First, a calibration curve was prepared using n-decane as an internal standard substance and methyl β -dodecylaminopropionate (b 1-1) as a quantitative target substance.
Next, 2g of a 1wt% ethanol solution of n-decane was added to a sample sampled from the surfactant aqueous solution 1, and 50mL of ethanol was further added thereto to prepare a sample solution, and GC analysis was performed.
Based on the content of methyl beta-dodecylaminopropionate (b 1-1) contained in the GC spectrum obtained by the analysis and the content of methyl beta-dodecylaminopropionate (b 1-1) contained in the sample obtained from the peak area ratio of n-decane, the content of methyl beta-dodecylaminopropionate (b 1-1) contained in the surfactant aqueous solution 1 was calculated.
< Conditions for GC measurement >
The device comprises: GC-9A (Shimadzu corporation)
A detector: FID (FID)
GC packing column: SE-30 (Dimethylpolysiloxane content 5 wt%, inner diameter 3.2mm, length 2.1m, GL SCIENCE Co., ltd.)
Column temperature: heating from 80deg.C to 280 deg.C (heating rate: 10deg.C/min)
Sample injection amount: 5 mu L
< Method for quantitative analysis of GC-based amphoteric surfactant (a 1) >)
Hydrochloric acid (35 wt% aqueous solution, fuji photo-setting film and Wako pure chemical industries, ltd.) was added to the aqueous surfactant solution 1 (80 g) to adjust the pH to 2, and 20g of petroleum ether (Fuji photo-setting film and Wako pure chemical industries, ltd.) was added to the obtained sample and mixed, whereby sodium beta-dodecylaminopropionate (a 1-1) and methyl beta-dodecylaminopropionate (b 1-1) contained in the aqueous surfactant solution 1 were extracted into petroleum ether.
Then, the mixture was separated into an aqueous layer and an oil layer using a 200mL separating funnel, and the oil layer was taken out. The oil layer was depressurized using a rotary evaporator (rotation speed 50 rpm/min) in a warm bath at 60℃under a pressure of 0.09MPa for 3 hours, and petroleum ether was distilled off. The weight of the residue { mixture of the amphoteric surfactant (a 1) and the ester (b 1) } after petroleum ether was distilled off was recorded, and then N, N-dimethylformamide dimethyl acetal (Tokyo chemical Co., ltd.) (1 g) was added to a sample (0.03 g) obtained from the residue, and the mixture was heated at 60℃for 15 minutes to effect methyl esterification of the amphoteric surfactant (a 1) contained in the residue. The obtained reaction mixture { reaction mixture containing the ester (b 1) } was used as a measurement sample for GC analysis.
To a sample obtained by weighing a sample obtained by sampling the reaction mixture for GC measurement, 2g of a1 wt% ethanol solution of n-decane was added, and then 50mL of ethanol was further added to prepare a sample solution, and analysis was performed by GC, whereby the content of methyl β -dodecylaminopropionate (b 1-1) contained in the sample obtained by sampling the residue for GC measurement was calculated from the peak area ratio of methyl β -dodecylaminopropionate (b 1-1) to n-decane in the GC spectrum obtained by the analysis.
Based on the content of methyl beta-dodecylaminopropionate (b 1-1) contained in the sample obtained from the residue obtained by distilling off petroleum ether for GC measurement, the total mole number of methyl beta-dodecylaminopropionate (b 1-1) and sodium beta-dodecylaminopropionate (a 1-1) contained in the aqueous surfactant solution 1 (80 g) was calculated.
The content of the amphoteric surfactant (a 1) contained in the aqueous surfactant solution 1 is obtained by subtracting the number of moles of the methyl beta-dodecylaminopropionate (b 1-1) obtained from the analysis result of the content of the ester (b 1) from the total number of moles obtained, calculating the number of moles of the sodium beta-dodecylaminopropionate (a 1-1), and converting the molecular weight of the sodium beta-dodecylaminopropionate (a 1-1) into the weight of the sodium beta-dodecylaminopropionate (a 1-1).
PREPARATION EXAMPLE 2
A2L four-necked flask equipped with a stirring device, a reflux condenser, a dropping funnel and a thermometer was charged with 185g of laurylamine [ NISSAN AMINE BB ], the temperature was raised to 70℃after nitrogen substitution, and 101g of methyl acrylate [ manufactured by Toyama Synthesis Co., ltd.) was added dropwise from the dropping funnel over 3 hours of use, and the reaction was carried out at this temperature. Thereafter, the temperature was raised to 100℃for 7 hours, and the reaction was carried out at this temperature under reduced pressure until the gauge pressure reached 2.7kPa, whereby the remaining methyl acrylate was removed.
To the resulting reaction solution, 32g of a 49 wt% aqueous sodium hydroxide solution and 964g of water were added, and hydrolysis reaction was performed at 95℃for 1 hour.
Lactic acid was added while measuring the pH so that the resulting hydrolyzed reaction solution became pH6.0. The total weight of lactic acid added was 62.5g.
The solution after lactic acid addition was heated at 90℃to distill off methanol from the solution, thereby obtaining an aqueous surfactant solution 2.
1G of the surfactant aqueous solution 2 was sampled, and the ester (b 1) and the amphoteric surfactant (a 1) contained in the sampled solution were identified, and the content thereof was measured by the same method as in example 1.
The surfactant aqueous solution 2 contained 2.15% by weight of methyl β -dodecylaminopropionate (B1-1) as the ester (B), 26.85% by weight of sodium β -dodecylaminopropionate (a 1-1) as the amphoteric surfactant (a).
PREPARATION EXAMPLE 3
A2L four-necked flask equipped with a stirring device, a reflux condenser, a dropping funnel and a thermometer was charged with 185g of laurylamine [ NISSAN AMINE BB ], the temperature was raised to 70℃after nitrogen substitution, and 101g of methyl acrylate [ manufactured by Toyama Synthesis Co., ltd.) was added dropwise from the dropping funnel over 3 hours of use, and the reaction was carried out at this temperature. Thereafter, the temperature was raised to 100℃for 7 hours, and the reaction was carried out at this temperature under reduced pressure until the gauge pressure reached 2.7kPa, whereby the remaining methyl acrylate was removed.
To the resulting reaction solution, 32g of a 49 wt% aqueous sodium hydroxide solution and 964g of water were added, and hydrolysis reaction was performed at 150℃for 6 hours.
Lactic acid was added while measuring the pH so that the resulting hydrolyzed solution reached pH6.0. The total weight of lactic acid added was 62.5g.
The solution after lactic acid addition was heated at 90℃to distill off methanol from the solution, thereby obtaining an aqueous surfactant solution 3.
1G of the surfactant aqueous solution 3 was sampled, and the ester (b 1) and the amphoteric surfactant (a 1) contained in the sampled solution were identified, and the content thereof was measured by the same method as in example 1.
The surfactant aqueous solution 3 contained 29.00% by weight of sodium beta-dodecylaminopropionate (a 1-1) as the amphoteric surfactant (a), and did not contain the ester (b 1).
PREPARATION EXAMPLE 4
185G of laurylamine [ NISSAN AMINE BB ] was charged into a 2L four-necked flask equipped with a stirring device, a reflux condenser, a dropping funnel and a thermometer, the temperature was raised to 70℃after nitrogen substitution, 215g of methyl acrylate [ manufactured by Toyama Synthesis Co., ltd.) was added dropwise from the dropping funnel over 3 hours of use, and the reaction was carried out at this temperature. Thereafter, the temperature was raised to 100℃for 7 hours, and the reaction was carried out at this temperature under reduced pressure until the gauge pressure reached 2.7kPa, whereby the remaining methyl acrylate was removed.
664G of water was added to the obtained reaction solution to obtain an aqueous surfactant solution 4.
1G of a sample was taken from the aqueous surfactant solution 4. The content of the ester (b 1) and the amphoteric surfactant (a 1) contained in the sampled solution was determined by the same method as in example 1.
The surfactant aqueous solution 4 contained 29.00% by weight of methyl β -dodecylaminopropionate (B1-1) as the ester (B), and did not contain the amphoteric surfactant (a 1).
PREPARATION EXAMPLE 5
Into a 2L four-necked flask equipped with a stirring device, a reflux condenser, a dropping funnel and a thermometer, 129g of octylamine [ FARMIN D { Kagaku Co., ltd. (FARMIN is a registered trademark of Kagaku Co., ltd.) } ] was charged, and after nitrogen substitution, the temperature was raised to 70℃and 101g of methyl acrylate [ Toyama Co., ltd. ] was added dropwise from the dropping funnel over 3 hours, and the reaction was carried out at this temperature. Thereafter, the temperature was raised to 100℃for 7 hours, and the reaction was carried out at this temperature under reduced pressure until the gauge pressure reached 2.7kPa, whereby the remaining methyl acrylate was removed.
To the resulting reaction solution, 32g of a 49 wt% aqueous sodium hydroxide solution and 964g of water were added, and hydrolysis reaction was performed at 95℃for 6 hours.
Lactic acid was added while measuring the pH so that the resulting hydrolyzed solution reached pH6.0. The total weight of lactic acid added was 62.5g.
The solution after lactic acid addition was heated at 90℃to distill off methanol from the solution, thereby obtaining an aqueous surfactant solution 5.
1G of the surfactant aqueous solution 5 was sampled, and the ester (b 1) and the amphoteric surfactant (a 1) contained in the sampled solution were identified, and the content thereof was measured by the same method as in example 1.
The surfactant aqueous solution 5 contained 0.03% by weight of methyl β -octylaminopropionate (B1-2) as the ester (B), and 28.97% by weight of sodium β -octylaminopropionate (a 1-2) as the amphoteric surfactant (a).
PREPARATION EXAMPLE 6
Into a 2L four-necked flask equipped with a stirring device, a reflux condenser, a dropping funnel and a thermometer, 270g of stearylamine [ NISSAN AMINE AB (manufactured by Nitro Co., ltd.) was charged, and after nitrogen substitution, the temperature was raised to 70℃and 101g of methyl acrylate [ manufactured by Toyama Co., ltd.) was added dropwise from the dropping funnel over 3 hours, and the reaction was carried out at this temperature. Thereafter, the temperature was raised to 100℃for 7 hours, and the reaction was carried out at this temperature under reduced pressure until the gauge pressure reached 2.7kPa, whereby the remaining methyl acrylate was removed.
To the resulting reaction solution, 32g of a 49 wt% aqueous sodium hydroxide solution and 964g of water were added, and hydrolysis reaction was performed at 95℃for 6 hours.
Lactic acid was added while measuring the pH so that the resulting hydrolyzed solution reached pH6.0. The total weight of lactic acid added was 62.5g.
The solution after lactic acid addition was heated at 90℃to distill off methanol from the solution, thereby obtaining an aqueous surfactant solution 6.
1G of the surfactant aqueous solution 6 was sampled, and the ester (b 1) and the amphoteric surfactant (a 1) contained in the sampled solution were identified, and the content thereof was measured by the same method as in example 1.
The surfactant aqueous solution 6 contained 0.03% by weight of methyl beta-stearylaminopropionate (B1-3) as the ester (B), and 28.97% by weight of sodium beta-stearylaminopropionate (a 1-3) as the amphoteric surfactant (a).
PREPARATION EXAMPLE 7
Into a 2L four-necked flask equipped with a stirring device, a reflux condenser, a dropping funnel and a thermometer, 270g of stearylamine [ NISSAN AMINE AB ] was charged, the temperature was raised to 70℃after nitrogen substitution, and 101g of methyl acrylate [ manufactured by Toyama Synthesis Co., ltd.) was added dropwise from the dropping funnel over 3 hours of use, and the reaction was carried out at this temperature. Thereafter, the temperature was raised to 100℃for 7 hours, and the reaction was carried out at this temperature under reduced pressure until the gauge pressure reached 2.7kPa, whereby the remaining methyl acrylate was removed.
To the resulting reaction solution, 32g of a 49 wt% aqueous sodium hydroxide solution and 964g of water were added, and hydrolysis reaction was performed at 80℃for 2 hours.
Lactic acid was added while measuring the pH so that the resulting hydrolyzed solution reached pH6.0. The total weight of lactic acid added was 62.5g.
The solution after lactic acid addition was heated at 90℃to distill off methanol from the solution, thereby obtaining an aqueous surfactant solution 7.
1G of the surfactant aqueous solution 7 was sampled, and the ester (b 1) and the amphoteric surfactant (a 1) contained in the sampled solution were identified, and the content thereof was measured by the same method as in example 1.
The surfactant aqueous solution 7 contained 2.39% by weight of methyl beta-stearylaminopropionate (B1-3) as the ester (B), and 26.61% by weight of sodium beta-stearylaminopropionate (a 1-3) as the amphoteric surfactant (a).
PREPARATION EXAMPLE 8
To a 2L four-necked flask equipped with a stirring device, a reflux condenser, a dropping funnel and a thermometer, 298g of eicosane-1-amine [ Fuji photo-Kagaku Co., ltd., was charged, and after nitrogen substitution, the temperature was raised to 70℃and 101g of methyl acrylate [ Toyama Co., ltd.) was added dropwise from the dropping funnel over 3 hours, and the reaction was carried out at this temperature. Thereafter, the temperature was raised to 100℃for 7 hours, and the reaction was carried out at this temperature under reduced pressure until the gauge pressure reached 2.7kPa, whereby the remaining methyl acrylate was removed.
To the resulting reaction solution, 32g of a 49 wt% aqueous sodium hydroxide solution and 964g of water were added, and hydrolysis reaction was performed at 80℃for 1 hour.
Lactic acid was added while measuring the pH so that the resulting hydrolyzed solution reached pH6.0. The total weight of lactic acid added was 62.5g.
The solution after lactic acid addition was heated at 90℃to distill off methanol from the solution, thereby obtaining an aqueous surfactant solution 8.
1G of the surfactant aqueous solution 8 was sampled, and the ester (b 1) and the amphoteric surfactant (a 1) contained in the sampled solution were identified, and the content thereof was measured by the same method as in example 1.
The surfactant aqueous solution 8 contained 2.64% by weight of methyl β -eicosanopropionate (B1-4) as the ester (B), and 26.36% by weight of sodium β -eicosanopropionate (a 1-4) as the amphoteric surfactant (a).
< Examples 1 to 8 and comparative examples 1 to 3>
The surfactant aqueous solutions 1 to 8 obtained in production examples 1 to 8 were mixed in the proportions described in table 1 to prepare the surfactant compositions 1 to 8 for cosmetics of the present invention and the surfactant compositions 1 'and 2' for comparison.
In example 2, the aqueous surfactant solution 2 obtained in production example 2 was directly used in the surfactant composition 2 for cosmetics; in example 5, the aqueous surfactant solution 5 obtained in production example 5 was directly used in the surfactant composition for cosmetics 5; in example 6, the aqueous surfactant solution 6 obtained in production example 6 was directly used in the surfactant composition 6 for cosmetics; in example 7, the aqueous surfactant solution 7 obtained in production example 7 was directly used in the surfactant composition 7 for cosmetics; in comparative example 1, the aqueous surfactant solution 3 obtained in production example 3 was directly used for the comparative surfactant composition 1'; in comparative example 3, the aqueous surfactant solution 4 obtained in production example 4 was directly used for the comparative surfactant composition 3'.
The storage stability of the obtained surfactant compositions 1 to 8 for cosmetics and the surfactant compositions 1 'to 3' for comparison were measured by the following methods, and the results are shown in table 1.
< Storage stability of surfactant composition for cosmetic Material >
The cosmetic surfactant compositions 1 to 8 and the comparative surfactant compositions 1 'to 3' of examples 1 to 8 and comparative examples 1 to 3 were each prepared in a light-shielding, 25℃spiral tube No.7 (Maruemu, inc.) and stored immediately thereafter, the appearance at day 90 from the start of storage was visually confirmed, and the storage stability was evaluated according to the following criteria.
(Evaluation criterion of storage stability)
And (2) the following steps: the appearance on day 90 was clear, no cloudiness or separation was observed
X: the appearance on day 90 was observed to be cloudy or separated
< Examples 9 to 17 and comparative examples 4 to 6>
The surfactant compositions for cosmetics of the present invention obtained in examples 1 to 8 and the surfactant compositions for comparison obtained in comparative examples 1 to 3 were mixed with other component (C) described below in the proportions described in tables 2 to 5, and the cleaning agents for comparison (shampoos), which were the cosmetics of the present invention, in examples 9 to 17 (shampoos, pump-type foaming facial washes and cream-type facial washes) and in comparative examples 4 to 6 were prepared.
In tables 2 to 5, numerals indicated in parentheses denote values of components (also referred to as active components) remaining after water is removed from the respective raw materials.
TABLE 2
TABLE 3
TABLE 4
TABLE 5
As the other component (C) described in tables 2 to 5, the following components were used.
26% By weight aqueous solution of sodium polyoxyethylene (degree of polymerization 2) lauryl ether sulfate [ trade name: beaulight NA-25S { Sanyo chemical industry Co., ltd., beaulight is a registered trademark of Sanyo chemical industry Co., ltd.) } ]
28 Wt% aqueous solution of sodium polyoxyethylene lauryl ether acetate (4 EO) [ trade name: beaulight LCA-25N { Sanyo chemical industry Co., ltd })
29% By weight aqueous solution of lauryl glycol carboxylic acid Na [ trade name: beaulight SHAA { Sanyang chemical industry Co., ltd })
29% By weight aqueous solution of cocoyl glutamate Na [ trade name: plantapon Amino SCG-L { BASF corporation (Plantapon is a registered trademark of Cognis IP MANAGEMENT GmbH) })
30% By weight aqueous solution of lauroyl glutamic acid TEA [ trade name: amisoft LT-12{Ajinomoto Healthy Supply (Amisoft is a registered trademark of Ajinomoto Co., ltd.)
30% By weight aqueous solution of N-lauroyl sarcosine Na [ trade name: soypon SLE { KAKAWAKEN FINE CHEMICALS (Soypon is a registered trademark of KAKAWAKEN FINE CHEMICALS K.K.)
Coconut fatty acid glycine K [ trade name: AMILITE GCK-11{Ajinomoto Healthy Supply (Amilite is a registered trademark of Ajinomoto Co., ltd.)
37% By weight aqueous solution of sodium olefin (carbon number 14 to 16) sulfonate [ trade name: lipolanLJ-441{ LION Co., ltd. (Lipolan is a registered trademark of Lion SPECIALITY CHEMICALS Co., ltd.) })
30% By weight aqueous solution of cocamidopropyl betaine [ trade name: lebon HC-30W { Sanyo chemical industry Co., ltd })
43% By weight aqueous solution of cocoyl amphoacetate Na [ trade name: lebon CIB { Sanyang chemical industry Co., ltd })
Lauric acid [ trade name: NAA-122{ manufactured by Nipple Co., ltd. (NAA is a registered trademark of Nipple Co., ltd.) })
Stearic acid [ trade name: NAA-172{ Ri you Co., ltd })
Palmitic acid [ trade name: NAA-160{ Ri you Co., ltd })
BG [1, 3-butanediol, nacalai Tesque Co., ltd ]
Glycerol [ trade name: concentrated glycerin for cosmetics { Kao Wan Co., ltd })
Polyquaternium-22 (40% aqueous solution) [ trade name: MERQUAT 280{ Lubrizol Co., ltd (MERQUAT is a registered trademark of Lubrizol ADVANCED MATERIALS Incorporated })
Polyquaternium-7 (9% aqueous solution) [ trade name: MERQUAT550 (manufactured by Lubrizol Co., ltd.)
Polyquaternium-10 [ trade name: sensomer 10M Polymer (manufactured by Lubrizol Co., ltd.)
Polydimethylsiloxane [ trade name: KF-96A-2CS { Xinyue chemical industry Co., ltd. })
Vitamin E [ trade name: d-alpha-tocopherol { Tokyo chemical industry Co., ltd })
EDTA 2Na [ trade name: 2NA (EDTA.2Na) { Co., ltd. } ] of Kagaku Kogyo Co., ltd
Coconut fatty acid N-methyl ethanolamide [ trade name: aminon C-11S { Kagaku Co., ltd., aminon is a registered trademark of Kagaku Co., ltd.) } ]
PEG-160 sorbitan triisostearate [ trade name: rhodol TW-IS399C { Hua Wang Co., ltd. (Rhodol IS a registered trademark of Hua Wang Co., ltd.) })
PEG-190 distearate [ trade name: emulmin 862{ Sanyo chemical industry Co., ltd., emulmin is a registered trademark of Sanyo chemical industry Co., ltd.) } ]
Glycol distearate [ trade name: EMALEX EG-di-S { Nihon Emulsion Co., ltd. (EMALEX is Nihon Emulsion Co., ltd.; registered trademark of Nihon Emulsion Co., ltd.) })
Menthol [ trade name: l-menthol { Fuji film and Wako pure chemical industries, ltd. })
Citric acid [ Fuji film and light purity chemical Co., ltd ]
Potassium hydroxide [ Nacalai Tesque Co., ltd. ]
< Examples 18 to 21 and comparative examples 7 and 8>
The cosmetic surfactant compositions obtained in examples 1 to 8 and the comparative cosmetic surfactant compositions obtained in comparative examples 1 and 2 were mixed with other component (C) described below in the proportions shown in tables 6 and 7 to prepare skin care cosmetics (toner, cream, hand cream and cleansing oil) as the cosmetics of the present invention in examples 18 to 21 and the comparative skin care cosmetics (hand cream and cleansing oil) in comparative examples 7 and 8.
In tables 6 to 7, numerals indicated in parentheses denote values of components (also referred to as active components) remaining after water is removed from the respective raw materials.
TABLE 6
TABLE 7
As the other component (C) described in tables 6 to 7, the following components were used.
< Skin care cosmetic >
Isopentrene glycol { manufactured by KURARAY Co., ltd })
Glycerol [ trade name: concentrated glycerin for cosmetics { Kao Wan Co., ltd })
BG [1, 3-butanediol, nacalai Tesque Co., ltd ]
Ethanol [ Fuji film and light purity medicine Co., ltd ]
Xanthan Gum [ Jungbunzlauer International AG System ]
Hyaluronic acid Na [ trade name: hyaluronic acid FCH-120{Kikkoman Biochemifa Co., ltd })
Acrylic acid Na grafted starch [ trade name: salanjul ST-100MC { Sanyo chemical industry Co., ltd., salanjul is a registered trademark of Sanyo chemical industry Co., ltd.) } ]
Vitamin E [ trade name: d-alpha-tocopherol { Tokyo chemical industry Co., ltd })
Behenyl alcohol (higher alcohol Industrial Co., ltd.)
Stearyl alcohol [ trade name: hainol 18SS { higher alcohol Industrial Co., ltd. (Hainol is a registered trademark of higher alcohol Industrial Co., ltd.) })
Stearic acid [ trade name: NAA-172{ Ri you Co., ltd })
Isostearic acid [ trade name: isostearic acid EX { higher alcohol Industrial Co., ltd. })
Tri (caprylic/capric) glyceride [ trade name: TCG-M { higher alcohol Industrial Co., ltd })
Dipentaerythritol hexa (hydroxystearic acid/stearic acid/abietic acid) [ trade name: cosmol 168ARV{Nisshin OilliO Group (Cosmol is a registered trademark of Nisshin OilliO Group Co., ltd.) })
Jojoba oil [ trade name: deodorant jojoba oil M { WATAHAN TRADING Co., ltd })
Ethylhexyl palmitate [ trade name: koyo POC { Koyo FINE CHEMICALS Co., ltd })
Shea butter [ trade name: purified Shea butter { manufactured by Living Wood Co., ltd })
Glycerol tris (ethylhexanoate) [ trade name: T.I.O { Nisshin OilliO Group Co., ltd })
Hydrogenated rapeseed oil alcohol [ trade name: alcohol No.20-B { higher Alcohol Industrial Co., ltd })
Polydimethylsiloxane [ trade name: KF-96A-2CS { Xinyue chemical industry Co., ltd. })
Cyclopentasiloxane [ trade name: KF-995{ Xinyue chemical industry Co., ltd. })
Mineral oil [ trade name: carnation { Sonneborn LLC (Carnation is a registered trademark of Sonneborn LLC) ]
PEG-60 hydrogenated castor oil [ trade name: HCO-60{Nikkol Chemicals, co., ltd.)
PPG-2 cetyl polyether-12 [ trade name: alphapur HSG { Sanyo chemical industry Co., ltd., alphapur is a registered trademark of Sanyo chemical industry Co., ltd.) } ], and
PEG-190 distearate [ trade name: emulmin 862{ Sanyo chemical industry Co., ltd., emulmin is a registered trademark of Sanyo chemical industry Co., ltd.) } ]
Sorbitan oleate [ trade name: IONNET S-80{ Sanyo chemical industry Co., ltd. (IONNET is a registered trademark of Sanyo chemical industry Co., ltd.) })
PEG-9 oleate [ trade name: IONNET MO-400{ Sanyo chemical industry Co., ltd })
Cetyl alcohol polyether-5 [ trade name: emulmin50{ Sanyo chemical industry Co., ltd })
Phenoxyethanol [ trade name: newpol EFP { Sanyo chemical industry Co., ltd., newpol is a registered trademark of Sanyo chemical industry Co., ltd.) } ], and
Methyl parahydroxybenzoate [ trade name: microcare MHB { Thor Japan Co., ltd. (Microcare is a registered trademark of Thor Specialities (UK) Limited) })
< Examples 22 and 23 and comparative examples 9 and 10>
The surfactant compositions for cosmetics obtained in examples 1 to 8 and the surfactant compositions for comparison obtained in comparative examples 1 and 2 were mixed with other component (C) described below in the proportions shown in table 8 to prepare hair care cosmetics (conditioner and non-cationic conditioner) as cosmetics of the present invention in examples 22 and 23 and hair care cosmetics (conditioner and non-cationic conditioner) for comparison in comparative examples 9 and 10.
In table 8, numerals in parentheses refer to values of components (also referred to as active components) remaining after water is removed from the respective raw materials.
TABLE 8
As the other component (C) described in table 8, the following components were used.
Glycerol [ trade name: concentrated glycerin for cosmetics { Kao Wan Co., ltd })
BG [1, 3-butanediol, nacalai Tesque Co., ltd ]
Ethanol [ Fuji film and light purity medicine Co., ltd ]
Behenyl trimethyl ammonium chloride [ trade name: VARISOFT BT 85Pellets{Evonik Operations GmbH (VARISOFT is a registered trademark of Evonik Goldschmidt Corporation)
Cetostearyl alcohol [ trade name: conol 1668{ New Kagaku Co., ltd., conol is a registered trademark of New Kagaku Co., ltd.) })
Cetyl alcohol [ trade name: cetanol { higher alcohols Industrial Co., ltd })
Shea butter [ trade name: purified Shea butter { manufactured by Living Wood Co., ltd })
Glyceryl stearate [ trade name: TG-C { Sanyo chemical industry Co., ltd })
Polydimethylsiloxane [ trade name: KF-96A-2CS { Xinyue chemical industry Co., ltd. })
Mineral oil [ trade name: carnation { Sonneborn LLC })
Hydroxypropyl methylcellulose [ trade name: METOLOSE (made by Xinyue chemical industry Co., ltd.) ] for food additives
Xanthan Gum [ Jungbunzlauer International AG System ]
Phenoxyethanol [ trade name: newpol EFP { Sanyang chemical industry Co., ltd })
< Examples 24 and 25 and comparative examples 11 and 12>
The cosmetic surfactant compositions obtained in examples 1 to 8 and the comparative cosmetic surfactant compositions obtained in comparative examples 1 and 2 were mixed with other component (C) described below in the proportions shown in table 7 to prepare the styling agents (hair spray and hair spray) as the cosmetics of the present invention in examples 24 and 25 and the styling agents (hair spray and hair spray) for comparative examples 11 and 12.
In table 9, numerals in parentheses refer to values of components (also referred to as active components) remaining after water is removed from the respective raw materials.
TABLE 9
As the other component (C) described in table 9, the following components were used.
Glycerol [ trade name: concentrated glycerin for cosmetics { Kao Wan Co., ltd })
Modified alcohol [ trade name: NEO ETHANOL { Daken chemical Co., ltd })
Carbomer [ trade name: NTC-CARBOMER 380{Nikkol Chemicals Co., ltd })
Dipentaerythritol hexa (hydroxystearic acid/stearic acid/abietic acid) [ trade name: cosmol 168 ARV)
Squalane (Fuji film and Guangdong Kagaku Co., ltd.)
Candelilla wax [ trade name: refined candelilla wax MK-2{ manufactured by Cross oil industry Co., ltd })
Mineral oil [ trade name: carnation { Sonneborn LLC })
Beeswax [ trade name: refined beeswax CY-100{ manufactured by Fuguan fat industry Co., ltd. })
PPG-34[ trade name: newpol PP-2000{ Sanyo chemical industry Co., ltd })
PPG-7-butanol polyether-10 [ trade name: newpol 50HB-260{ Sanyo chemical industry Co., ltd } ]
PEG-60 hydrogenated castor oil [ trade name: HCO-60{Nikkol Chemicals, co., ltd.)
Laureth-7 [ trade name: emulminNL-70{ Sanyo chemical industry Co., ltd })
PEG-400[ trade name: PEG-20000{ Sanyo chemical industry Co., ltd })
Potassium hydroxide [ Nacalai Tesque Co., ltd. ]
(Vinylpyrrolidone/VA) copolymer [ trade name: luviskol VA64P { BASF corporation (Luviskol is a registered trademark of BASF Societas Europaea) })
PEG-12 polydimethylsiloxane [ trade name: DOWSIL SS-2804{ Dow Toray Co., ltd. (DOWSIL is a registered trademark of The Dow Chemical Co., ltd.) } ]
Phenoxyethanol [ trade name: newpol EFP { Sanyang chemical industry Co., ltd })
< Examples 26 and 27 and comparative examples 13 and 14>
The surfactant compositions for cosmetics obtained in examples 1 to 8 and the surfactant compositions for comparison obtained in comparative examples 1 and 2 were mixed with other component (C) described below in the proportions shown in table 10 to prepare UV care cosmetics (creams and gels) as the cosmetics of the present invention in examples 26 and 27 and UV care cosmetics (creams and gels) for comparison in comparative examples 13 and 14.
In table 10, numerals in parentheses refer to values of components (also referred to as active components) remaining after water is removed from the respective raw materials.
TABLE 10
As the other component (C) described in table 10, the following components were used.
Titanium oxide [ trade name: MICRO TITANIUM DIOXIDE MT-100TV { TAYCA Co., ltd })
Zinc oxide [ trade name: MICRO ZINC OXIDE MZ-300{ TAYCA Co., ltd })
Diisostearyl malate [ trade name: cosmol 222{Nisshin OilliO Group Co., ltd })
Tri (caprylic/capric) glyceride [ trade name: MIGLYOL 812N{IOIOleochemical GmbH (MIGLYOL is a registered trademark of CREMER OLEO GmbH & Co.KG) })
PPG-2 cetyl polyether-12 [ trade name: alphapur HSG { Sanyang chemical industry Co., ltd })
Ethylhexyl methoxycinnamate [ trade name: uvinul MC80{ BASF corporation (Uvinul is BASF Societas Europaea registered trademark) } ]
Tertiary butyl methoxy dibenzoylmethane [ trade name: escalol 517{ Asuland (Escalol is a registered trademark of ISP INVESTMENTS Incorporated) })
Ethylhexyl palmitate [ trade name: koyo POC { Koyo FINE CHEMICALS Co., ltd })
Behenyl alcohol (higher alcohol Industrial Co., ltd.)
Isostearic acid [ trade name: isostearic acid EX { higher alcohol Industrial Co., ltd. })
Stearic acid [ trade name: NAA-172{ Ri you Co., ltd })
Polydimethylsiloxane [ trade name: KF-96A-2CS { Xinyue chemical industry Co., ltd. })
Glycerol [ trade name: concentrated glycerin for cosmetics { Kao Wan Co., ltd })
Isopentrene glycol { manufactured by KURARAY Co., ltd })
Carbomer [ trade name: NTC-CARBOMER 380{Nikkol Chemicals Co., ltd })
Xanthan Gum [ Jungbunzlauer International AG System ]
Phenoxyethanol [ trade name: newpol EFP { Sanyang chemical industry Co., ltd })
Potassium hydroxide [ Nacalai Tesque Co., ltd. ]
Citric acid [ Fuji film and light purity chemical Co., ltd ]
< Examples 28 to 31 and comparative examples 15 and 16>
The cosmetic surfactant compositions obtained in examples 1 to 8 and the comparative cosmetic surfactant compositions obtained in comparative examples 1 and 2 were mixed with other component (C) described below in the proportions shown in tables 11 and 12 to prepare the cosmetic wipes (mask, cleansing sheet, sweat towel and hair wipe) as the cosmetics of the present invention in examples 28 to 31 and the cosmetic wipes (mask, cleansing sheet) for comparative examples 15 and 16.
In tables 11 to 12, numerals indicated in parentheses denote values of components (also referred to as active components) remaining after water is removed from the respective raw materials.
TABLE 11
TABLE 12
As the other component (C) described in tables 11 to 12, the following components were used.
Isopentrene glycol { manufactured by KURARAY Co., ltd })
Glycerol [ trade name: concentrated glycerin for cosmetics { Kao Wan Co., ltd })
BG [1, 3-butanediol, nacalai Tesque Co., ltd ]
Ethanol [ Fuji film and light purity medicine Co., ltd ]
Xanthan Gum [ Jungbunzlauer International AG System ]
Hyaluronic acid Na [ trade name: hyaluronic acid FCH-120{Kikkoman Biochemifa Co., ltd })
Tranexamic acid [ Fuji film and light purity chemical Co., ltd. ]
Vitamin E [ trade name: d-alpha-tocopherol { Tokyo chemical industry Co., ltd })
PEG-60 hydrogenated castor oil [ trade name: HCO-60{Nikkol Chemicals, co., ltd.)
PEG-9 oleate [ trade name: IONNET MO-400{ Sanyo chemical industry Co., ltd })
Cetyl alcohol polyether-5 [ trade name: emulmin50{ Sanyo chemical industry Co., ltd })
Phenoxyethanol [ trade name: newpol EFP { Sanyo chemical industry Co., ltd., newpol is a registered trademark of Sanyo chemical industry Co., ltd.) } ], and
Menthol [ trade name: l-menthol { Fuji film and Wako pure chemical industries, ltd. })
Isopropyl methylphenol [ trade name: biosol { manufactured by Osaka chemical Co., ltd. (Biosol is a registered trademark of Osaka chemical Co., ltd.) })
The following methods were used to evaluate the bacteriostasis against escherichia coli, staphylococcus aureus, aspergillus niger and propionibacterium acnes, and the moisture retention of the skin of the cosmetics of examples 9 to 31 and comparative examples 4 to 16, and the results are shown in table 13.
The amounts of NMF eluted were measured for the cosmetics of examples 9 to 17 and comparative examples 4 to 6, and the results are shown in Table 13.
< Antibacterial Property against Escherichia coli >
The evaluation of bacteriostasis against E.coli was performed by the preservation efficacy test described in detail below.
30G of soybean casein digestion medium "Daigo" (manufactured by Fuji photo-pure chemical Co., ltd.) and 14g of agar powder (manufactured by Fuji photo-pure chemical Co., ltd.) were added to a 1L measuring flask, and the mixture was sterilized by an autoclave (BACcT autoclave KTS-2322, manufactured by Japanese bacteria inspection Co., ltd.) at 120℃with an ion-exchange water constant volume. The sterilized media were each poured into a sterilized dish (manufactured by IWAKI) in 15mL portions, and left at room temperature for about 30 minutes, thereby preparing a solidified agar medium. Coli (NRBC strain, national institute of technology and technology (National Institute of Technology and Evaluation) of independent administration) was smeared on the obtained agar medium, and cultured with shaking at 37℃for 24 hours to form colonies of E.coli.
A liquid medium was prepared by adding 30g of soybean casein digestion medium "Daigo" (manufactured by Fuji photo-pure chemical Co., ltd.) to a 1L measuring flask and fixing the volume to 1L with ion-exchanged water. To a centrifuge tube (conical centrifuge tube, 15mL (AS-1 Co.)) was added 10mL of the prepared liquid medium. The suspension was prepared by mixing 1 colony of E.coli collected in an agar medium with a liquid medium charged in a centrifuge tube and suspending the colony of E.coli in the liquid medium. The resulting suspension was subjected to shaking culture at 37℃for 1 day at constant temperature.
The cultured suspension was subjected to centrifugal separation using a centrifugal separator at 3000rpm for 15 minutes. The liquid medium of the supernatant of the suspension after centrifugation was discarded, 5mL of physiological saline (0.9 wt% saline) was added to the residue, and the mixture was stirred by a vortex mixer (AS-1 Co., ltd.) and centrifuged again at 3000rpm for 15 minutes by a centrifuge. After centrifugation, the liquid medium of the liquid supernatant was discarded, 5mL of physiological saline (0.9 wt% saline) was added to the remaining residue, and the mixture was stirred by a vortex mixer (AS-1 Co., ltd.) to obtain a bacterial liquid of Escherichia coli.
10ML of the cosmetics of examples 9 to 31 and comparative examples 4 to 16 were put into a container sterilized in an autoclave (BACcT autoclave KTS-2322, manufactured by Japanese bacteria inspection Co., ltd.) and sterilized in a water bath at 80℃for 1 hour. 100. Mu.L of E.coli bacterial liquid was added, mixed by shaking, and allowed to stand for 1.5 hours. The liquid after standing was diluted 10-fold and 10 3 -fold with sterilized ionized water, 50. Mu.L was smeared on an agar medium, and the mixture was cultured at 37℃for 24 hours, and immediately after 24 hours of the culture, the number of colonies (the number of bacteria on day 1 of the culture) present on the agar medium was counted. Immediately after 24 hours of culture, the culture was allowed to stand at 37℃for further 27 days, after which the number of colonies (the number of bacteria on day 28) present on the agar medium was immediately counted.
The log reduction value indicating how much the bacterial count was reduced on day 28 relative to the bacterial count on day 1 was calculated, and the results are shown in table 13. In table 13, when the bacteriostasis is 3.0, the log reduction value is 3.0, which means that the viable count is reduced to 1 (thousandth) of 10 3 minutes.
< Antibacterial Property against Staphylococcus aureus >
The results were evaluated by the same method as the antibacterial activity against E.coli except that the bacteria used were changed to Staphylococcus aureus (NRBC strain obtained by the national institute of technical evaluation of Japan, national institute of advanced independent administration), and are shown in Table 13.
< Antibacterial Property against Aspergillus niger >
The evaluation of the antibacterial activity against Aspergillus niger was carried out by the preservation efficacy test described in detail below.
39G of potato dextrose agar medium "Daigo" for Japanese pharmacopoeia test (Fuji photo-Kagaku Co., ltd.) was placed in a 1L measuring flask, and the flask was sterilized by an autoclave (BACcT autoclave KTS-2322, manufactured by Japanese bacteria inspection Co., ltd.) having a constant volume of 1L with ion-exchanged water.
The sterilized media were each poured into a sterilized dish (manufactured by IWAKI) in 15mL portions, and left at room temperature for about 30 minutes, thereby preparing a solidified agar medium.
10ML of each sterilized medium was poured into a test tube, and solidified at room temperature for about 30 minutes with the liquid surface inclined, thereby preparing a solidified slant agar medium. Aspergillus niger (NRBC strain obtained by the national institute of technology and evaluation, japan, national institute of advanced independent administration) was streaked on a slant agar medium relative to the surface of the slant agar medium (streaked "means that the culture was performed in a streaked manner on the slant agar medium), and was allowed to stand at 30℃for 7 days, and the Aspergillus niger on the slant agar medium was cultured.
Into a 50mL beaker, 0.015g of polysorbate 80 (IONNET T-80V, sanyo chemical industry Co., ltd.), 0.270g of salt, 29.716g of ion-exchanged water were added, and the mixture was uniformly mixed to prepare 30mL of 0.05 wt% polysorbate physiological saline.
To the slant agar medium in which Aspergillus niger was cultured, 5mL of 0.05 wt% polysorbate physiological saline was added, and the mixture was stirred with platinum ring to obtain a strain solution of Aspergillus niger.
The cosmetics of examples 9 to 31 and comparative examples 4 to 16 were sterilized by adding 10mL of the cosmetics of examples 9 to 31 and comparative examples 16 to a container sterilized by an autoclave (BACcT autoclave KTS-2322, manufactured by Japanese bacteria inspection Co., ltd.) and standing in a water bath at 80℃for 1 hour. 100. Mu.L of Aspergillus niger bacterial liquid was added to each of the sterilized cosmetics of examples 9 to 31 and comparative examples 4 to 16, and the mixture was mixed by shaking and allowed to stand for 1.5 hours. The solution after standing was diluted 10-fold and 10- 3 -fold with ion-exchanged water sterilized in an autoclave (BACcT autoclave KTS-2322, manufactured by Japanese bacteria inspection Co., ltd.), 50. Mu.L was smeared on an agar medium solidified in a sterilized dish, and the culture was performed at 30℃for 24 hours, and immediately after the culture for 24 hours, the number of colonies (the number of bacteria on day 1 of the culture) present on the agar medium was counted. Immediately after 24 hours of cultivation, the culture was allowed to stand still at 30℃for further 27 days, after which the number of colonies (number of bacteria on day 28) present on the agar medium was counted immediately.
The log reduction value indicating how much the bacterial count was reduced on day 28 relative to the bacterial count on day 1 was calculated, and the results are shown in table 13.
< Antibacterial Property against Propionibacterium acnes >
The evaluation of the antibacterial activity against Propionibacterium acnes was performed by the same method as that for Escherichia coli except that the bacteria used were changed to Propionibacterium acnes [ NRBC strain obtained by the national institute of technology and evaluation of Japan, national institute of advanced technology, independent administration ].
< Elution amount of NMF component >
A total of 20 japanese men and women aged 20 years to 50 years were taken as subjects, and the total amount of 3 components, i.e., urocanic acid, pyrrolidone carboxylic acid and lactic acid, which were NMF components, removed by the cosmetic of the example of the present application was measured as the elution amount of NMF components.
A solution obtained by diluting the shampoo of example 9 with ion-exchanged water 10 times was prepared and used as a test cleaning agent. An opening of a spiral tube No.5 (manufactured by Kagaku Kogyo Maruemu) to which 2mL of a test detergent was added was placed on the inner side of the left forearm of the subject, and the left forearm was pressed so that the solution did not overflow.
Next, the left forearm of the subject was placed in a digital shaker (DLAB system) so that the solution did not leak, and the sample was oscillated at a speed of 100 to 120 (round trip/min) for 10 minutes, and the soluble component on the inner surface of the left forearm was extracted into the test detergent.
The test detergent after the extraction of the soluble components was filtered through a 0.45 μm membrane filter, the filtrate was measured by high performance liquid chromatography under the following conditions, and the amounts of urocanic acid, pyrrolidone carboxylic acid and lactic acid were calculated by a calibration curve method, and the values of the 3 components were summed up.
The average value of the total value of 3 components among 20 subjects was calculated and is shown in table 13.
The shampoos of examples 10 to 14 and comparative examples 4 to 6 and the facial washes of examples 15 to 17 were also evaluated by the same method. The evaluation results are shown in table 13.
< Moisture retention >
The moisture retention was evaluated by measuring the amount of keratinous water after each cosmetic was applied by the method described below. The more the amount of keratinous water, the more excellent the moisture retention.
< Moisturizing Property of Hair cleaning agent (shampoo) >)
A total of 20 japanese male and female subjects from 20 years old to 50 years old performed the following once a day: after sufficiently wetting the hair with hot water of 40 ℃, 1g of a hair cleansing agent (shampoo) was used to wash the scalp, and after sufficiently washing with hot water of 40 ℃, the hair was dried with a hair dryer for 5 minutes, and the process was repeated for 14 days.
At day 14 of initial use, after 2 hours after scalp washing, a stratum corneum moisture tester [ trade name: corneometer CM825{ Corneometer is a registered trademark of courage+ Khazaka Electronic GmbH, manufactured by kuzaka } ], randomly measures the amount of keratinous water on the scalp at 3 positions, and calculates an average value thereof.
The same test was performed for each of the hair cleansing agents (shampoos) of examples 9 to 14 and comparative examples 4 to 6, and the average value of all 20 subjects was calculated based on the average value calculated for each subject, and is shown in table 13.
< Moisturizing Property of facial cleanser (Pump foaming cleanser and cream cleanser)
A total of 20 japanese males and females from 20 years old to 50 years old perform the following operations once a day: after the face was sufficiently moistened with hot water at 40 ℃, 1g of the face cleaner (pump foaming facial cleanser and cream facial cleanser) was used to clean the face, and after the face was sufficiently rinsed with hot water at 40 ℃, the towel was wiped dry for 5 minutes, and the process was repeated for 14 days.
At day 14 of initial use, after 2 hours after 5 minutes towel drying, a stratum corneum moisture tester [ product name: corneometer CM825{ Coura+Khazaka } ], randomly measures the amount of keratinous water on cheek bones at 3 positions, and calculates an average value thereof.
The same test was performed for each of the face washes (pump foaming facial cleanser and cream facial cleanser) of examples 15 to 17, and the average value of all 20 subjects was calculated based on the average value calculated for each subject, and is shown in table 13.
< Moisture-keeping Properties of skin-caring cosmetic (toner, cream, hand cream and cleansing oil)
A total of 20 japanese male and female subjects from 20 years old to 50 years old performed an operation of applying 0.5g of skin care cosmetics (toner, cream, hand cream, and cleansing oil) to the face once a day, and repeated for 14 days.
At day 14 of initial use, after 2 hours post-application, a stratum corneum moisture tester [ product name: corneometer CM825{ Coura+Khazaka } ], randomly measures the amount of keratinous water on cheek bones at 3 positions, and calculates an average value thereof.
The same tests were performed on the skin care cosmetics (toner, cream, hand cream, and cleansing oil) of examples 18 to 21 and comparative examples 7 to 8, respectively, and the average value of all 20 subjects was calculated based on the average value calculated for each subject, and is described in table 13.
< Moisture-retaining Properties of Hair care cosmetics (conditioner and non-cationic conditioner)
After the hair was sufficiently wetted with 40 ℃ hot water in total 20 japanese male and female subjects aged 20 to 50 years, 1g of a 10 wt% aqueous solution of polyoxyethylene (polymerization degree 2) sodium lauryl ether sulfate [ Emal 20C, manufactured by queen corporation (Emal is a registered trademark of queen corporation) ] was washed, and the hair was sufficiently rinsed with 40 ℃ hot water. Then, 1g of hair care cosmetics (conditioner and non-cationic conditioner) was uniformly applied to the hair so as to permeate the entire hair, and after rinsing with hot water at 40 ℃ sufficiently, the hair was dried with a blower for 5 minutes. The above operations of washing hair, applying hair care cosmetics (conditioner and non-cationic conditioner), rinsing and drying were repeated once a day for 14 days.
On day 14 of initial use, after 2 hours after drying, a stratum corneum moisture tester [ product name: corneometer CM825{ courage+khazaka } ], randomly measures the amount of keratinous water on the scalp at 3 positions, and calculates an average value.
The same test was performed for each of the hair care cosmetics (conditioner and non-cationic conditioner) of examples 22 to 23 and comparative examples 9 to 10, and the average value of all 20 subjects was calculated based on the average value calculated for each subject, and is shown in table 13.
< Moisture-retaining Property of styling Agents (hairspray and hairspray)
A total of 20 japanese male and female subjects from 20 years old to 50 years old performed the operation of styling the hair with the styling agent (hair gel and hair spray) once a day, and repeated for 14 days.
14 Days after the start of use, a stratum corneum moisture tester [ product name: corneometer CM825{ courage+khazaka } ], randomly measures the amount of keratinous water on the scalp at 3 positions, and calculates an average value.
The same test was performed for each of the styling agents (hair spray and hair spray) of examples 24 to 25 and comparative examples 11 to 12, and the average value of all 20 subjects was calculated based on the average value calculated for each subject, and is shown in table 13.
< Moisture-retaining Properties of UV-care cosmetics (creams and gels)
A total of 20 japanese male and female subjects from 20 years old to 50 years old apply 0.5g of UV care cosmetics (creams and gels) to the face once a day, and repeat for 14 days.
At day 14 of initial use, after 2 hours post-coating, a stratum corneum moisture tester [ product name: corneometer CM825{ Coura+Khazaka } ], randomly measures the amount of keratinous water on cheek bones at 3 positions, and calculates an average value thereof.
The same test was performed for each of the UV care cosmetics (creams and gels) of examples 26 to 27 and comparative examples 13 to 14, and the average value of all 20 subjects was calculated based on the average value calculated for each subject, and is shown in table 13.
< Moisture-retaining Property of wiping cosmetic (mask) >)
A total of 20 japanese male and female subjects from 20 years old to 50 years old were subjected to the operation of covering with the wiping cosmetic (mask) for 10 minutes once a day, and repeated for 14 days.
On day 14 of initial use, after 2 hours after mask coverage, a stratum corneum moisture tester [ product name: corneometer CM825{ Coura+Khazaka } ], randomly measures the amount of keratinous water on cheek bones at 3 positions, and calculates an average value thereof.
The same test was performed for each of the wiping cosmetics (mask) of example 29 and comparative example 15, and the average value of all 20 subjects was calculated based on the average value calculated for each subject, and is shown in table 13.
< Moisture-retaining Property of wiping cosmetic (cleansing sheet and sweat towel)
A total of 20 japanese male and female subjects from 20 years old to 50 years old performed the operation of wiping the face with the wiping cosmetics (cleansing sheet and sweat towel) once a day, and repeated for 14 days.
On day 14 of initial use, after 2 hours after wiping, a stratum corneum moisture tester [ product name: corneometer CM825{ Coura+Khazaka } ], randomly measures the amount of keratinous water on cheek bones at 3 positions, and calculates an average value thereof.
The same test was performed on each of the cosmetics for wiping (cleansing sheet and sweat towel) of examples 29 to 30 and comparative example 16, and the average value of all 20 subjects was calculated based on the average value calculated for each subject, and is shown in table 13.
< Moisture-retaining Property of wiping cosmetic (Hair wiper) ]
A total of 20 japanese male and female subjects from 20 years old to 50 years old performed the operation of wiping hair with the wiping cosmetic (hair wipe) of example 31 once a day, and repeated for 14 days.
On day 14 of initial use, after 2 hours after hair wiping, a stratum corneum moisture tester [ product name: corneometer CM825{ courage+khazaka } ], randomly measures the amount of keratinous water on the scalp at 3 positions, and calculates an average value.
Based on the average value calculated for each subject, an average value of all 20 subjects was calculated and is shown in table 13.
The cosmetic compositions of examples 9, 16 and 18 were used for 8 days, and the balance of resident skin flora before and after use was evaluated.
The balance of the skin resident flora was evaluated by the simpson index. The simpson index was calculated using the ratio of the number of each of propionibacterium acnes, staphylococcus epidermidis and coryneform bacteria in the skin resident flora to the total number of bacteria (referred to as relative priority) by the following calculation formula, and the calculated simpson index is shown in table 14.
The maximum value of the simpson index is 1, and it can be explained that the greater the value, the more excellent the diversity of resident bacteria, and the better the state of resident bacterial group.
< Calculation of Simpson index >
Simpson index = 1- (2 nd order of relative priority of propionibacterium acnes + 2 nd order of relative priority of staphylococcus epidermidis + 2 nd order of relative priority of corynebacterium)
TABLE 14
< Change in balance of resident skin flora due to use of hair cleanser (shampoo) ]
Two women of 20 years old and men of 40 years old as subjects were each subjected to the following procedure once a day: after the hair was sufficiently wetted with hot water of 40 ℃, the scalp was rinsed with 1g of the hair rinsing agent (shampoo) of example 9, and after the hair was sufficiently rinsed with hot water of 40 ℃, the hair was dried with a blower for 5 minutes, and the process was repeated for 8 days. Skin resident flora samples were collected from the hairline of the forehead of a subject before the use of the hair cleansing agent (shampoo) on day 1 and after the use of the hair cleansing agent (shampoo) on day 8, and used for evaluating subjects.
The collected skin resident flora was subjected to genetic analysis to calculate the relative priorities of propionibacterium acnes, staphylococcus epidermidis and corynebacterium bacteria with respect to the total bacterial count of the bacteria contained in the collected skin resident flora, and the simpson index before use of the hair cleansing agent (shampoo) on day 1 and the simpson index after use of the hair cleansing agent (shampoo) on day 8 were calculated and the values thereof are shown in table 14.
The skin resident flora was sampled using a microorganism collecting kit MySkin kit [ MySkin is a registered trademark of TAK-Circulator, manufactured by TAK-Circulator, inc., and analysis of the skin resident flora was performed by TAK-Circulator, inc.
< Change in balance of resident skin flora due to use of facial cleanser (pump foaming cleanser and cream cleanser)
Two women of 20 years old and men of 40 years old as subjects were each subjected to the following procedure once a day: after the face was sufficiently moistened with hot water at 40 ℃, the face was rinsed with 1g of the face rinsing agent (pump foaming facial cleanser and cream facial cleanser) of example 16, and after the face was sufficiently rinsed with hot water at 40 ℃, the water on the face was wiped with a towel, and the process was repeated for 8 days. The skin resident flora samples were collected from the forehead of the subject before and after the use of the facial cleansing agents (pump foamy facial cleanser and cream facial cleanser) on day 1 and the facial cleansing agents (pump foamy facial cleanser and cream facial cleanser) on day 8, and used for evaluation of subjects.
The genetic analysis of the collected skin resident bacteria gave a relative priority of each of propionibacterium acnes, staphylococcus epidermidis and corynebacteria to the total bacterial count of the bacteria contained in the collected skin resident bacteria, and the simpson index before use of the facial cleanser (pump type foaming facial cleanser and cream type facial cleanser) on day 1 and the simpson index after use of the facial cleanser (pump type foaming facial cleanser and cream type facial cleanser) on day 8 were calculated and are shown in table 14.
The skin resident flora was sampled using a microorganism collecting kit MySkin kit [ MySkin is a registered trademark of TAK-Circulator, manufactured by TAK-Circulator, inc., and analysis of the skin resident flora was performed by TAK-Circulator, inc.
< Change in balance of resident skin flora by use of skin care cosmetic (toner) >)
Two women of 20 years old and men of 40 years old as subjects each performed an operation of applying 0.5g of the skin care cosmetic (toner) of example 18 to the face once a day. Skin resident flora samples were collected from the face of the subject before the application of the skin care cosmetic (toner) on day 1 and after the application of the skin care cosmetic (toner) on day 8, and used for evaluating the subject.
The gene analysis of the collected skin resident flora gave a relative priority of each of propionibacterium acnes, staphylococcus epidermidis and corynebacteria to the total number of bacteria contained in the collected skin resident flora, and the simpson index before the application of the skin care cosmetic (toner) on day 1 and the simpson index after the application of the skin care cosmetic (toner) on day 8 were calculated and are shown in table 14.
The skin resident flora was sampled using a microorganism collecting kit MySkin kit [ MySkin is a registered trademark of TAK-Circulator, manufactured by TAK-Circulator, inc., and analysis of the skin resident flora was performed by TAK-Circulator, inc.
As is clear from Table 13, the cosmetics (examples 9 to 31) using the surfactant compositions for cosmetics of the present invention have high antibacterial activity against Escherichia coli, staphylococcus aureus, aspergillus niger and Propionibacterium acnes and also have high moisturizing activity, as compared with the cosmetics of comparative examples 4 to 16.
As shown in table 14, in all examples using the cosmetic of the present invention, the simpson index was increased, and it was found that the balance of the resident skin flora was improved by using the cosmetic of the present invention.
Industrial applicability
The cosmetic composition using the surfactant composition for cosmetics of the present invention has high antibacterial activity and excellent moisture retention to skin, and is therefore suitable for cosmetics such as cleansing agents and skin care cosmetics.
It is also useful as a household cleaning agent (such as a washing agent for clothes and tableware) and an industrial cleaning agent (such as a cleaning agent for metals and precision parts).
Claims (2)
1. A cosmetic surfactant composition comprising an amphoteric surfactant (A) and an ester (B), wherein the amphoteric surfactant (A) comprises an amphoteric surfactant (a 1) represented by the following general formula (1), the ester (B) comprises an ester (B1) represented by the following general formula (2), the ratio of the weight of the ester (B1) to the weight of the amphoteric surfactant (a 1) is 0.1 to 10% by weight,
[ Chemical 1]
In the formula (1), R 1 represents an alkyl group or alkenyl group having 6 to 25 carbon atoms, X represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms, M 1 represents a hydrogen atom, a sodium atom, a potassium atom or triethanolamine, and n represents 1 or 2;
[ chemical 2]
In the formula (2), R 2 represents an alkyl group or alkenyl group having 6 to 25 carbon atoms, and n represents 1 or 2.
2. A cosmetic comprising the surfactant composition for cosmetic according to claim 1.
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