WO2022178849A1 - Irritation reduced surfactant composition - Google Patents
Irritation reduced surfactant composition Download PDFInfo
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- WO2022178849A1 WO2022178849A1 PCT/CN2021/078214 CN2021078214W WO2022178849A1 WO 2022178849 A1 WO2022178849 A1 WO 2022178849A1 CN 2021078214 W CN2021078214 W CN 2021078214W WO 2022178849 A1 WO2022178849 A1 WO 2022178849A1
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- 239000000203 mixture Substances 0.000 title claims abstract description 146
- 239000004094 surface-active agent Substances 0.000 title claims abstract description 32
- 230000007794 irritation Effects 0.000 title claims description 13
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- MGFYIUFZLHCRTH-UHFFFAOYSA-N nitrilotriacetic acid Chemical compound OC(=O)CN(CC(O)=O)CC(O)=O MGFYIUFZLHCRTH-UHFFFAOYSA-N 0.000 description 1
- 125000001400 nonyl 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])[H] 0.000 description 1
- WWZKQHOCKIZLMA-UHFFFAOYSA-M octanoate Chemical compound CCCCCCCC([O-])=O WWZKQHOCKIZLMA-UHFFFAOYSA-M 0.000 description 1
- 229960002446 octanoic acid Drugs 0.000 description 1
- 125000002801 octanoyl group Chemical group C(CCCCCCC)(=O)* 0.000 description 1
- GOYBREOSJSERKM-ACZMJKKPSA-N oleandrose Chemical compound O=CC[C@H](OC)[C@@H](O)[C@H](C)O GOYBREOSJSERKM-ACZMJKKPSA-N 0.000 description 1
- 229940049964 oleate Drugs 0.000 description 1
- BARWIPMJPCRCTP-CLFAGFIQSA-N oleyl oleate Chemical compound CCCCCCCC\C=C/CCCCCCCCOC(=O)CCCCCCC\C=C/CCCCCCCC BARWIPMJPCRCTP-CLFAGFIQSA-N 0.000 description 1
- 239000003605 opacifier Substances 0.000 description 1
- 125000006353 oxyethylene group Chemical group 0.000 description 1
- 125000004430 oxygen atom Chemical group O* 0.000 description 1
- 239000002540 palm oil Substances 0.000 description 1
- 150000002942 palmitic acid derivatives Chemical class 0.000 description 1
- 125000000913 palmityl 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])[H] 0.000 description 1
- 229940101267 panthenol Drugs 0.000 description 1
- 239000011619 pantothenol Substances 0.000 description 1
- 235000020957 pantothenol Nutrition 0.000 description 1
- 239000001814 pectin Substances 0.000 description 1
- 229920001277 pectin Polymers 0.000 description 1
- 235000010987 pectin Nutrition 0.000 description 1
- 229960003330 pentetic acid Drugs 0.000 description 1
- 229960005323 phenoxyethanol Drugs 0.000 description 1
- WVDDGKGOMKODPV-ZQBYOMGUSA-N phenyl(114C)methanol Chemical compound O[14CH2]C1=CC=CC=C1 WVDDGKGOMKODPV-ZQBYOMGUSA-N 0.000 description 1
- 229940067107 phenylethyl alcohol Drugs 0.000 description 1
- 150000003009 phosphonic acids Chemical class 0.000 description 1
- 239000010773 plant oil Substances 0.000 description 1
- 239000004014 plasticizer Substances 0.000 description 1
- 239000004584 polyacrylic acid Substances 0.000 description 1
- 229920000768 polyamine Polymers 0.000 description 1
- 229960003764 polydatin Drugs 0.000 description 1
- 229920000728 polyester Polymers 0.000 description 1
- 229940100518 polyglyceryl-4 isostearate Drugs 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 239000001205 polyphosphate Substances 0.000 description 1
- 235000011176 polyphosphates Nutrition 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 229960003975 potassium Drugs 0.000 description 1
- 239000004302 potassium sorbate Substances 0.000 description 1
- 235000010241 potassium sorbate Nutrition 0.000 description 1
- 229940069338 potassium sorbate Drugs 0.000 description 1
- 239000000843 powder Substances 0.000 description 1
- 230000001737 promoting effect Effects 0.000 description 1
- BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 1
- 229940107700 pyruvic acid Drugs 0.000 description 1
- 238000005956 quaternization reaction Methods 0.000 description 1
- ARIWANIATODDMH-UHFFFAOYSA-N rac-1-monolauroylglycerol Chemical compound CCCCCCCCCCCC(=O)OCC(O)CO ARIWANIATODDMH-UHFFFAOYSA-N 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 235000021283 resveratrol Nutrition 0.000 description 1
- 229940016667 resveratrol Drugs 0.000 description 1
- 235000009566 rice Nutrition 0.000 description 1
- 229930195734 saturated hydrocarbon Natural products 0.000 description 1
- 210000002374 sebum Anatomy 0.000 description 1
- 229920002545 silicone oil Polymers 0.000 description 1
- 235000010413 sodium alginate Nutrition 0.000 description 1
- 239000000661 sodium alginate Substances 0.000 description 1
- 229940005550 sodium alginate Drugs 0.000 description 1
- WXMKPNITSTVMEF-UHFFFAOYSA-M sodium benzoate Chemical compound [Na+].[O-]C(=O)C1=CC=CC=C1 WXMKPNITSTVMEF-UHFFFAOYSA-M 0.000 description 1
- 239000004299 sodium benzoate Substances 0.000 description 1
- 235000010234 sodium benzoate Nutrition 0.000 description 1
- 239000001509 sodium citrate Substances 0.000 description 1
- NLJMYIDDQXHKNR-UHFFFAOYSA-K sodium citrate Chemical compound O.O.[Na+].[Na+].[Na+].[O-]C(=O)CC(O)(CC([O-])=O)C([O-])=O NLJMYIDDQXHKNR-UHFFFAOYSA-K 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000000600 sorbitol Substances 0.000 description 1
- 239000007921 spray Substances 0.000 description 1
- SFVFIFLLYFPGHH-UHFFFAOYSA-M stearalkonium chloride Chemical compound [Cl-].CCCCCCCCCCCCCCCCCC[N+](C)(C)CC1=CC=CC=C1 SFVFIFLLYFPGHH-UHFFFAOYSA-M 0.000 description 1
- 229940032085 sucrose monolaurate Drugs 0.000 description 1
- 150000003445 sucroses Chemical class 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-M sulfonate Chemical compound [O-]S(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-M 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 239000011593 sulfur Substances 0.000 description 1
- 150000003464 sulfur compounds Chemical class 0.000 description 1
- 239000002600 sunflower oil Substances 0.000 description 1
- 230000000475 sunscreen effect Effects 0.000 description 1
- 239000000516 sunscreening agent Substances 0.000 description 1
- TUNFSRHWOTWDNC-HKGQFRNVSA-N tetradecanoic acid Chemical compound CCCCCCCCCCCCC[14C](O)=O TUNFSRHWOTWDNC-HKGQFRNVSA-N 0.000 description 1
- 150000004044 tetrasaccharides Chemical class 0.000 description 1
- OULAJFUGPPVRBK-UHFFFAOYSA-N tetratriacontyl alcohol Natural products CCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCCO OULAJFUGPPVRBK-UHFFFAOYSA-N 0.000 description 1
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical compound CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 description 1
- VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
- HSTZMXCBWJGKHG-CUYWLFDKSA-N trans-piceid Polymers O[C@@H]1[C@@H](O)[C@H](O)[C@@H](CO)O[C@H]1OC1=CC(O)=CC(\C=C\C=2C=CC(O)=CC=2)=C1 HSTZMXCBWJGKHG-CUYWLFDKSA-N 0.000 description 1
- 238000005809 transesterification reaction Methods 0.000 description 1
- LENZDBCJOHFCAS-UHFFFAOYSA-N tris Chemical compound OCC(N)(CO)CO LENZDBCJOHFCAS-UHFFFAOYSA-N 0.000 description 1
- SOBHUZYZLFQYFK-UHFFFAOYSA-K trisodium;hydroxy-[[phosphonatomethyl(phosphonomethyl)amino]methyl]phosphinate Chemical compound [Na+].[Na+].[Na+].OP(O)(=O)CN(CP(O)([O-])=O)CP([O-])([O-])=O SOBHUZYZLFQYFK-UHFFFAOYSA-K 0.000 description 1
- 230000007306 turnover Effects 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
- 229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
- 239000003981 vehicle Substances 0.000 description 1
- 230000035899 viability Effects 0.000 description 1
- 235000013343 vitamin Nutrition 0.000 description 1
- 239000011782 vitamin Substances 0.000 description 1
- 229940088594 vitamin Drugs 0.000 description 1
- 229930003231 vitamin Natural products 0.000 description 1
- 230000002087 whitening effect Effects 0.000 description 1
- 230000037303 wrinkles Effects 0.000 description 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
- A61K8/39—Derivatives containing from 2 to 10 oxyalkylene groups
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
- A61K8/44—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof
- A61K8/442—Aminocarboxylic acids or derivatives thereof, e.g. aminocarboxylic acids containing sulfur; Salts; Esters or N-acylated derivatives thereof substituted by amido group(s)
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
- A61K8/466—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfonic acid derivatives; Salts
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q19/00—Preparations for care of the skin
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/74—Biological properties of particular ingredients
- A61K2800/75—Anti-irritant
Definitions
- the present invention relates to a composition of surfactants with significantly reduced irritation, especially to skin.
- Skin is present widely on surface of human bodies. Many people have for a long time sought to fresh the body surface, so as to feel comfortable in daily life and work. It has always been an ultimate target of the cosmetic filed to deliver products with skin benefits such as hydration, moisturizing, anti-aging, whitening, cleansing, slippery feeling and so on.
- SC stratum corneum
- a skin care product is often provided as a leave-on form, which means successive and long-term contact of the product with skin.
- one or more surfactants are added into the skin care products, especially for the leave-on products.
- an irritative surfactant may be used for desired surface activity. It is however known that various surfactants may cause irritation to skin.
- the inventors have surprisingly discovered that by using specifically a composition comprising at least one fatty acid ester of polyglycerol or fatty acid ether of polyglycerol and an irritative surfactant, the composition can show significantly reduced irritation, compared with the irritative surfactant alone.
- composition comprising:
- At least one nonionic surfactant selected from the group consisting of fatty acid ester of polyglycerol or fatty acid ether of polyglycerol;
- At least one conventionally irritative surfactant is at least one conventionally irritative surfactant.
- composition according to the present invention is particularly useful to formulate products for conditioning skin. Accordingly, the composition of the present invention can be in various form, in particular solution, such as lotion, spray and the like to be applied to scalp directly to skin.
- the present invention is directed to an aqueous composition for conditioning skin, comprising the components of:
- At least one nonionic surfactant selected from the group consisting of fatty acid ester of polyglycerol or fatty acid ether of polyglycerol;
- component B) at least one conventionally irritative surfactant other than component A) .
- the present invention thus provides use of the composition for enhancing the surface performance of a cosmetic product while avoiding or reducing the irritation suffered by skin.
- composition according to the present invention may preferably comprise at least one nonionic surfactant, which is preferably selected from the group consisting of fatty acid ester of polyglycerol or fatty acid ether of polyglycerol.
- mono-or poly-glycerolated surfactants may be used, which preferably comprise on average from 1 to 30 glycerol groups, more particularly from 1 to 10 glycerol groups and in particular from 1.5 to 5.
- the monoglycerolated or polyglycerolated surfactants are preferably chosen from the compounds of the following formulae:
- ⁇ R" represents a saturated or unsaturated, linear or branched hydrocarbon-based radical comprising from 8 to 40 carbon atoms and preferably from 10 to 30 carbon atoms; m is an integer between 1 and 30, preferably between 1 and 10 and more particularly from 1.5 to 6; R" may optionally comprise heteroatoms, for instance oxygen and nitrogen. In particular, R" may optionally comprise one or more hydroxyl and/or ether and/or amide groups. R" preferably denotes mono-or polyhydroxylated C 10 -C 20 alkyl, and/or alkenyl radicals.
- Use may be made, for example, of the polyglycerolated (3.5 mol) hydroxylauryl ether sold under the name NF from Chimex.
- the (poly) ethoxylated fatty alcohols that are suitable for performing the invention are chosen more particularly from alcohols containing from 8 to 30 carbon atoms, and preferably from 12 to 22 carbon atoms.
- the (poly) ethoxylated fatty alcohols more particularly contain one or more linear or branched, saturated or unsaturated hydrocarbon-based groups, comprising 8 to 30 carbon atoms, which are optionally substituted, in particular with one or more (in particular 1 to 4) hydroxyl groups. If they are unsaturated, these compounds may comprise one to three conjugated or non-conjugated carbon-carbon double bonds.
- the (poly) ethoxylated fatty alcohol (s) preferably have the following formula (XII) :
- R 3 representing a linear or branched C 8 -C 40 alkyl or alkenyl group and preferably C 8 -C 30 alkyl or alkenyl group, optionally substituted with one or more hydroxyl groups, and
- - c is an integer between 1 and 200 inclusive, preferably between 2 and 50 and more particularly between 8 and 30, such as 20.
- the composition may comprise at least one fatty acid ester of polyglycerol for use as a nonionic surfactant.
- the fatty acid ester of polyglycerol is chosen from esters resulting from the reaction of polyglycerol comprising from 2 to 12 glycerol units, preferably from 3 to 10 glycerol units, and of at least one fatty acid containing from 6 to 24 carbon atoms, preferably from 8 to 20 carbon atoms, or from 8 to 18 carbon atoms.
- the fatty acids containing from 8 to 24 carbon atoms may be linear or branched, and saturated or unsaturated.
- the fatty acids may be chosen from oleic acid, stearic acid, isostearic acid, lauric acid, palmitic acid, myristic acid, linoleic acid, capric acid and caprylic acid, or mixtures thereof.
- the fatty acid esters of polyglycerol can be chosen from monoesters, diesters, triesters and tetraesters, polyesters and mixtures thereof. Use is preferably made of esters with a low degree of esterification, for instance fatty acid monoesters, diesters or triesters of polyglycerol, or a mixture.
- the fatty acid ester of polyglycerol can be in the form of a mixture of esters with a low degree of esterification, for instance a mixture of monoester and diester or a mixture of monoester, diester and triester.
- polyglyceryl-2 distearate in particular as sold by NIHON EMULSION under the name Emalex PGSA
- polyglyceryl-10 decastearate in particular as sold by TAIYO KAGAKU under the name Sunsoft Q-1810S
- polyglyceryl-5 hexastearate in particular as sold by TAIYO KAGAKU under the name Sunsoft A-186E
- polyglyceryl-2 laurate in particular as sold by TAIYO KAGAKU under the name Sunsoft Q-12D
- polyglyceryl-5 laurate in particular as sold by TAIYO KAGAKU under the name Sunsoft A-121E-C
- polyglyceryl-10 pentaoleate in particular as sold by TAIYO KAGAKU under the name Sunsoft Q-175S
- polyglyceryl-10 pentastearate in particular as sold by TAIYO KAGAKU under the name Sunsoft Q-185S
- the component A) may be present in the composition according to the present invention in an amount ranging from 0.1%to 20%, such as from 0.5%to 10%, or from 1%to 5%, relative to the total weight of the composition.
- Component B) conventionally irritative surfactant
- the composition according to the present invention may comprise at least one conventionally irritative surfactant, as component B) , other than that used for component A) .
- the component B) can comprise component B-1) , which is at least one amphoteric surfactant; component B-2) , which is at least one cationic surfactant; and/or component B-3) , which is at least one additional nonionic surfactant other than that used for component A) .
- irritative surfactant is understood to mean a surfactant having an EpiSkin cell viability of equal to or less than 90%, preferably equal to or less than 85%, or even equal to or less than 80%.
- the EpiSkin cell viability can be determined through the steps of: applying effective amount the compositions on reconstructed skin model, i.e., the EpiSkin, standing, and then making statistic of the viable cell amount, in which the "EpiSkin" is available from L'Oreal under the name of EpiSkin TM .
- component A) can significantly reduce the irritation possibly caused by component B) , especially to skin.
- Component B-1 amphoteric surfactant
- the composition according to the present invention comprises at least one amphoteric surfactant as component B-1) , which may also be called as zwitterionic surfactant.
- the invention is especially useful for conventionally irritative amphoteric surfactants, preferably having an EpiSkin cell viability of equal to or less than 90%, preferably equal to or less than 85%, or even equal to or less than 80%.
- amphoteric or zwitterionic surfactant (s) that may be used in the present invention may be quaternized secondary or tertiary aliphatic amine derivatives containing at least one anionic group, for instance a carboxylate, sulfonate, sulfate, phosphate or phosphonate group, and in which the aliphatic group or at least one of the aliphatic groups is a linear or branched chain comprising from 8 to 22 carbon atoms.
- R 4 represents a C 10 -C 30 alkyl or alkenyl group derived from an acid R 4 -C (O) -OH preferably present in hydrolysed coconut oil, or a heptyl, nonyl or undecyl group;
- ⁇ R 5 represents a ⁇ -hydroxyethyl group
- ⁇ R 6 represents a carboxymethyl group
- ⁇ A represents-CH 2 CH 2 OX'
- ⁇ X' represents the group-CH 2 -C (O) -OH, -CH 2 -C (O) -OZ’, -CH 2 CH 2 -C (O) -OH, -CH 2 -CH 2 -C (O) -OZ’, or a hydrogen atom;
- ⁇ Y' represents –C (O) -OH, –C (O) -OZ’ or the group -CH 2 -CH (OH) -SO 3 H or -CH 2 -CH (OH) -SO 3 Z’;
- ⁇ Z' represents an ion derived from an alkali or alkaline-earth metal, such as sodium, potassium or magnesium; an ammonium ion; or an ion derived from an organic amine and in particular from an aminoalcohol, such as mono-, di-and triethanolamine, mono-, di-or triisopropanolamine, 2-amino-2-methyl-1-propanol, 2-amino-2-methyl-1, 3-propanediol and tris (hydroxymethyl) aminomethane.
- an alkali or alkaline-earth metal such as sodium, potassium or magnesium
- an ammonium ion or an ion derived from an organic amine and in particular from an aminoalcohol, such as mono-, di-and triethanolamine, mono-, di-or triisopropanolamine, 2-amino-2-methyl-1-propanol, 2-amino-2-methyl-1, 3-propanediol and tris (hydroxymethyl) aminomethane
- R 7 represents a C 10 -C 30 alkyl or alkenyl group of an acid R 7 C (O) -OH preferably present in coconut oil or in hydrolysed linseed oil, an alkyl group, especially of C 17 and its iso form, or an unsaturated C 17 group.
- N-cocoylamidocarboxymethyl glycinate of an alkali metal such as sodium, or cocoamphodiacetate sold for example by the company Rhodia under the trade name C2M concentrate.
- betaine surfactant e.g., (C 8 -C 20 ) alkylbetaines, sulfobetaines, (C 8 -C 20 alkyl) amido (C 2 -C 8 alkyl) betaines and (C 8 –C 20 alkyl) amido (C 2 -C 8 alkyl) sulfobetaines.
- a betaine surfactant e.g., (C 8 -C 20 ) alkylbetaines, sulfobetaines, (C 8 -C 20 alkyl) amido (C 2 -C 8 alkyl) betaines and (C 8 –C 20 alkyl) amido (C 2 -C 8 alkyl) sulfobetaines.
- amphoteric surfactants use is preferably made of cocoylamidopropylbetaine, cocoylbetaine and the N-cocoylamidocarboxymethyl glycinate of an alkali metal such as sodium.
- the amphoteric surfactant mentioned above is cocoylamidopropylbetaine or cocoylbetaine.
- the conventionally irritative ones are particularly adopted by the present invention.
- the component B-1) may be present in the composition according to the present invention in an amount ranging from 0.01%to 10%by weight, preferably from 0.05%to 5%by weight, or preferably from 0.1%to 3%by weight, relative to the weight of the composition.
- the composition of the present invention may comprise at least one cationic surfactant useful as component B-2) .
- cationic surfactant useful as component B-2 Mention may be made, for example, of optionally polyoxyalkylenated primary, secondary or tertiary fatty amine salts, quaternary ammonium salts, and mixtures thereof.
- the invention is especially useful for conventionally irritative cationic surfactants, preferably having an EpiSkin cell viability of equal to or less than 90%, preferably equal to or less than 85%, or even equal to or less than 80%.
- quaternary ammonium salts examples include:
- the groups R 8 to R 11 which may be identical or different, represent a linear or branched aliphatic group comprising from 1 to 30 carbon atoms or an aromatic group such as aryl or alkylaryl, at least one of the groups R 8 to R 11 comprising from 8 to 30 carbon atoms and preferably from 12 to 24 carbon atoms.
- the aliphatic groups may comprise heteroatoms such as, in particular, oxygen, nitrogen, sulfur and halogens.
- X - for formula (V) is an anionic counterion chosen from halides, phosphates, acetates, lactates, (C 1 -C 4 ) alkyl sulfates, and (C 1 -C 4 ) alkyl-or (C 1 -C 4 ) alkylarylsulfonates, preferably halides, e.g., fluoride, chloride, bromide or the like.
- the aliphatic groups are chosen, for example, from C 1 -C 30 alkyl, C 1 -C 30 alkoxy, polyoxy (C 2 -C 6 ) alkylene, C 1 -C 30 alkylamide, (C 12 -C 22 ) alkylamido (C 2 -C 6 ) alkyl, (C 12 -C 22 ) alkylacetate, C 1 -C 30 hydroxyalkyl.
- tetraalkylammonium halides such as tetraalkylammonium chlorides, for instance tetraalkylammonium or alkyltrimethylammonium halides such as dialkyldimethylammonium or alkyltrimethylammonium chlorides in which the alkyl group contains from approximately 12 to 22 carbon atoms, in particular halides such as behenyltrimethylammonium chloride, distearyldimethylammonium chloride, cetyltrimethylammonium chloride, benzyldimethylstearylammonium chloride, or else, secondly, alkoxy sulfates, especially distearoylethylhydroxyethylmethylammonium methosulfate, dipalmitoylethylhydroxyethylammonium methosulfate or distearoylethylhydroxyethylammonium
- R 12 represents an alkenyl or alkyl group comprising from 8 to 30 carbon atoms, for example fatty acid derivatives of tallow;
- R 13 represents a hydrogen atom, a C 1 -C 4 alkyl group or an alkenyl or alkyl group comprising from 8 to 30 carbon atoms;
- R 14 represents a C 1 -C 4 alkyl group
- R 15 represents a hydrogen atom or a C 1 -C 4 alkyl group
- X - for formula (VI) represents an anionic counterion chosen in particular from halides, phosphates, acetates, lactates, (C 1 -C 4 ) alkyl sulfates, (C 1 -C 4 ) alkyl-or (C 1 -C 4 ) alkylarylsulfonates.
- R 12 and R 13 preferably denote a mixture of alkyl or alkenyl groups containing from 12 to 21 carbon atoms, derived for example from tallow fatty acids, R 14 preferably denotes a methyl group, and R 15 preferably denotes a hydrogen atom.
- a product is sold, for example, under the name W 75 by the company Rewo;
- R 16 denotes an alkyl group comprising from about 16 to 30 carbon atoms, which is optionally hydroxylated and/or interrupted with one or more oxygen atoms;
- R 17 is chosen from hydrogen, an alkyl group comprising from 1 to 4 carbon atoms or a group- (CH 2 ) 3 -N + (R 16a ) (R 17a ) (R 18a ) ; R 16a , R 17a , R 18a , R 18 , R 19 , R 20 and R 21 , which may be identical or different, are chosen from hydrogen and an alkyl group comprising from 1 to 4 carbon atoms, and
- X - for formula (VII) represents an anionic counterion chosen in particular from halides, acetates, phosphates, nitrates, (C 1 -C 4 ) alkyl sulfates, (C 1 -C 4 ) alkyl-or (C 1 -C 4 ) alkylarylsulfonates, in particular methyl sulfate and ethyl sulfate.
- Such compounds are, for example, Finquat CT-P, available from the company Finetex (Quaternium 89) , and Finquat CT, available from the company Finetex (Quaternium 75) ;
- R 22 is chosen from C 1 -C 6 alkyl and C 1 -C 6 hydroxyalkyl or dihydroxyalkyl groups;
- ⁇ R 23 is chosen from:
- ⁇ R 25 is chosen from:
- R 24 , R 26 and R 28 which may be identical or different, are chosen from linear or branched, saturated or unsaturated C 7 -C 21 hydrocarbon-based groups;
- ⁇ r, s and t which may be identical or different, are integers ranging from 2 to 6;
- ⁇ y is an integer ranging from 1 to 10;
- ⁇ x and z which may be identical or different, are integers ranging from 0 to 10;
- ⁇ X - for formula (VIII) represents an organic or inorganic anionic counterion
- the alkyl groups R 22 may be linear or branched, and more particularly linear.
- R 22 denotes a methyl, ethyl, hydroxyethyl or dihydroxypropyl group, and more particularly a methyl or ethyl group.
- the sum x+y+z is from 1 to 10.
- R 23 is a hydrocarbon-based group R 27 , it may be long and may contain from 12 to 22 carbon atoms, or may be short and may contain from 1 to 3 carbon atoms.
- R 25 is a hydrocarbon-based group R 29 , it preferably contains 1 to 3 carbon atoms.
- R 24 , R 26 and R 28 which may be identical or different, are chosen from linear or branched, saturated or unsaturated C 11 -C 21 hydrocarbon-based groups, and more particularly from linear or branched, saturated or unsaturated C 11 -C 21 alkyl and alkenyl groups.
- x and z which may be identical or different, are equal to 0 or 1.
- y is equal to 1.
- r, s and t which may be identical or different, are equal to 2 or 3, and even more particularly are equal to 2.
- the anionic counterion X - for formula (VIII) is preferably a halide, preferably such as chloride, bromide or iodide, a (C 1 -C 4 ) alkyl sulfate or a (C 1 -C 4 ) alkyl-or (C 1 -C 4 ) alkylaryl-sulfonate.
- a halide preferably such as chloride, bromide or iodide
- a (C 1 -C 4 ) alkyl sulfate or a (C 1 -C 4 ) alkyl-or (C 1 -C 4 ) alkylaryl-sulfonate preferably a halide, preferably such as chloride, bromide or iodide, a (C 1 -C 4 ) alkyl sulfate or a (C 1 -C 4 ) alkyl-or (C 1 -C 4 ) alkylaryl-s
- the anionic counterion X - for formula (VIII) is even more particularly chloride, methyl sulfate or ethyl sulfate.
- R 22 denotes a methyl or ethyl group
- - R 25 is chosen from:
- R 24 , R 26 and R 28 which may be identical or different, are chosen from linear or branched, saturated or unsaturated C 13 -C 17 hydrocarbon-based groups, and more particularly from linear or branched, saturated or unsaturated C 13 -C 17 alkyl and alkenyl groups.
- hydrocarbon-based radicals are linear.
- quaternary ammonium salts containing one or more ester functions of formula (VIII) examples that may be mentioned include salts, especially the chloride or methyl sulfate, of diacyloxyethyldimethylammonium, diacyloxyethylhydroxy-ethylmethylammonium, monoacyloxyethyldihydroxyethylmethylammonium, triacyloxy-ethylmethylammonium or monoacyloxyethylhydroxyethyldimethylammonium, and mixtures thereof.
- the acyl groups preferably contain 14 to 18 carbon atoms and are obtained more particularly from a plant oil such as palm oil or sunflower oil. When the compound contains several acyl groups, these groups may be identical or different.
- This esterification is followed by a quaternization by means of an alkylating agent such as an alkyl halide, preferably methyl or ethyl halide, a dialkyl sulfate, preferably methyl or ethyl sulfate, methyl methanesulfonate, methyl para-toluenesulfonate, glycol chlorohydrin or glycerol chlorohydrin.
- an alkylating agent such as an alkyl halide, preferably methyl or ethyl halide, a dialkyl sulfate, preferably methyl or ethyl sulfate, methyl methanesulfonate, methyl para-toluenesulfonate, glycol chlorohydrin or glycerol chlorohydrin.
- Such compounds are sold, for example, under the names by the company Henkel, by the company Stepan, by the company Ceca or WE 18 by the company Rewo-Witco.
- composition according to the invention may contain, for example, a mixture of quaternary ammonium salts of mono-, di-and triesters with a weight majority of diester salts.
- ammonium salts containing at least one ester function that are described in patents US-A-4 874 554 and US-A-4 137 180.
- Use may be made of behenoylhydroxypropyltrimethylammonium chloride sold by KAO under the name Quatarmin BTC 131.
- the ammonium salts containing at least one ester function contain two ester functions.
- Some amines may provide cations when being interacted with other reagents, e.g., certain acids. In such cases, the specific amines may be classified into the useful cationic surfactant.
- Preferred examples of the useful cationic surfactant comprise non-silicone cationic surfactants, including cetyl triammonium, behenyl triammonium, dipalmitoylethyl hydroxyethyl methyl ammonium, distearoylethyl hydroxyethyl methyl ammonium, methyl (C9-C19) alkyl, (C10-C20) alkyl amidoethylimidazolium, and stearamidopropyldimethylamine, a salt of stearamidopropyl dimethylammonium, and mixtures thereof.
- non-silicone cationic surfactants including cetyl triammonium, behenyl triammonium, dipalmitoylethyl hydroxyethyl methyl ammonium, distearoylethyl hydroxyethyl methyl ammonium, methyl (C9-C19) alkyl, (C10-C20) alkyl amidoe
- the cationic surfactant is the chloride and bromide salts of tetraalkylammonium, alkylamidoalkyltrialkylammonium, trialkylbenzylammonium, trialkylhydroxyalkylammonium or alkylpyridinium.
- cationic surfactants that may be present in the composition according to the invention, it is more particularly preferred to choose stearamidopropyldimethyl (myristyl acetate) ammonium chloride, cetyltrimethylammonium, behenyltrimethylammonium and dipalmitoylethylhydroxyethylmethylammonium salts, and mixtures thereof, and more particularly stearamidopropyldimethyl (myristyl acetate) ammonium chloride, behenyltrimethylammonium chloride, cetyltrimethylammonium chloride, and dipalmitoylethylhydroxyethylammonium methosulfate, and mixtures thereof.
- the conventionally irritative ones are particularly adopted by the present invention.
- the component B-22) may be present in the composition according to the present invention in an amount ranging from 0.001%to 10%by weight, preferably from 0.005%to 5%by weight, or from 0.01%to 3%by weight, relative to the weight of the composition.
- the composition according to the present invention comprises at least one additional nonionic surfactant other than that used for component A) , for use as component B-3) .
- the invention is especially useful for conventionally irritative nonionic surfactants, preferably having an EpiSkin cell viability of equal to or less than 90%, preferably equal to or less than 85%, or even equal to or less than 80%.
- Examples of the useful additional nonionic surfactants may comprise esters of polyols and of fatty acids with a saturated or unsaturated chain containing, for example, from 8 to 24 carbon atoms and better still from 12 to 22 carbon atoms, and the oxyalkylenated derivatives thereof, i.e.
- derivatives containing oxyethylenated and/or oxypropylenated units e.g., oxyalkylenated derivatives thereof; the polyethylene glycol esters of C 8 -C 24 fatty acids, and the oxyalkylenated derivatives thereof; the sorbitol esters of C 8 -C 24 fatty acids, and the oxyalkylenated derivatives thereof; the sugar (sucrose, glucose or alkylglucose) esters of C 8 -C 24 fatty acids (fatty acid esters of glucose or of alkylglucose) , and the oxyalkylenated derivatives thereof; fatty alcohol ethers; the sugar ethers of C 8 -C 24 fatty alcohols, and mixtures thereof.
- oxyalkylenated derivatives thereof the polyethylene glycol esters of C 8 -C 24 fatty acids, and the oxyalkylenated derivatives thereof; the sorbitol esters of C 8 -C 24 fatty
- Fatty acid esters of glucose or of alkylglucose that may be mentioned in particular include glucose palmitate, alkylglucose sesquistearates, for instance methylglucose sesquistearate, alkylglucose palmitates, for instance methylglucose palmitate or ethylglucose palmitate, fatty esters of methylglucoside and more especially the diester of methylglucoside and of oleic acid (CTFA name: methyl glucose dioleate) ; the mixed ester of methylglucoside and of the oleic acid/hydroxystearic acid mixture (CTFA name: methyl glucose dioleate/hydroxysterate) ; the ester of methylglucoside and of isostearic acid (CTFA name: methyl glucose isostearate) ; the ester of methylglucoside and of lauric acid (CTFA name: methyl glucose laurate) ; the mixture of the monoester and diester of methylglucoside
- oxyethylenated ethers of a fatty acid and of glucose or of alkylglucose examples include the oxyethylenated ethers of a fatty acid and of methylglucose, and in particular the polyethylene glycol ether of the diester of methyl glucose and of stearic acid containing about 20 mol of ethylene oxide (CTFA name: PEG-20 methyl glucose distearate) , such as the product sold under the name E-20 distearate by the company Amerchol; the polyethylene glycol ether of the mixture of monoester and diester of methylglucose and of stearic acid containing about 20 mol of ethylene oxide (CTFA name: PEG-20 methyl glucose sesquistearate) and in particular the product sold under the name SSE-20 by the company Amerchol, and the product sold under the name PSE-20 by the company Goldschmidt, and mixtures thereof.
- CTFA name polyethylene glycol ether of the diester of methyl glucose and of
- sucrose esters examples include sucrose palmitostearate, sucrose stearate and sucrose monolaurate.
- fatty alcohol ethers examples include polyethylene glycol ethers of fatty alcohols containing from 8 to 30 carbon atoms and especially from 10 to 22 carbon atoms, such as polyethylene glycol ethers of cetyl alcohol, of stearyl alcohol or of cetearyl alcohol (mixture of cetyl alcohol and stearyl alcohol) .
- ethers comprising from 1 to 200 and preferably from 2 to 100 oxyethylene groups, such as those of CTFA name Ceteareth-20 and Ceteareth-30, and mixtures thereof.
- sugar ethers that may especially be mentioned are alkylpolyglucosides, for example decylglucoside, for instance the product sold under the name 10 by the company Kao Chemicals, the product sold under the name 2000 by the company Henkel, and the product sold under the name NS 10 by the company SEPPIC; caprylyl/capryl glucoside, for instance the product sold under the name CG 110 by the company SEPPIC or under the name GD 70 by the company BASF; laurylglucoside, for instance the products sold under the names 1200 N and 1200 by the company Henkel; cocoglucoside, for instance the product sold under the name Plantacare 818/UP by the company Henkel; cetostearyl glucoside optionally as a mixture with cetostearyl alcohol, sold, for example, under the name 68 by the company SEPPIC, under the name CG90 by the company Goldschmidt and under the name KE3302 by the company Henkel; arachidyl glucoside, for
- PEG modified ester can also be used, such as PEG-7 Olivate, PEG-7 Glyceryl Cocoate, PEG-30 Glyceryl Cocoate, PEG-80 Glyceryl Cocoate.
- Polysorbate series such as Polysorbate 20, 21, 60, 61 and 80, or glyceride compounds, such as caprylic glyceride (also called as monocaprylin) , capric glyceride (also called as monocaprin) , and lauric glyceride (also called as monolaurin) , e.g., PEG-6 caprylic/capric glyceride, may be additionally mentioned as examples of useful additional nonionic surfactants.
- glyceride compounds such as caprylic glyceride (also called as monocaprylin) , capric glyceride (also called as monocaprin) , and lauric glyceride (also called as monolaurin) , e.g., PEG-6 caprylic/capric glyceride, may be additionally mentioned as examples of useful additional nonionic surfactants.
- the conventionally irritative ones are particularly adopted by the present invention.
- the component B-3) may be present in the composition according to the present invention in an amount from 0.1%to 15%, such as from 0.15%to 10%, relative to the total weight of the composition including all ranges and subranges therebetween.
- the component B) may be present in the composition according to the present invention in a total amount ranging from 0.1%to 20%, such as from 0.5%to 10%, or from 1%to 5%, by weight, relative to the total weight of the composition.
- component A) when component A) is used concurrently with component B) , which may be a conventionally irritative surfactant, the irritation possibly caused by component B) can be highly reduced or substantially avoided.
- a surfactant-effective amount of irritative component B) when an appropriate proportion thereof is replaced with the specific component A) , the surfactant effect of component B) can still be achieved, but with highly inhibited irritation, especially to skin.
- a surfactant-effective amount of component B) it is essential that a significant portion of the surfactant-effective amount is replaced with comparable amount of component A) . According an embodiment, too many of the surfactant-effective amount is replaced with component A) may result in insufficient surfactant effect desired. According to an embodiment, too few of the surfactant-effective amount is replaced with component A) may result in insufficient reduction of irritation.
- the "significant amount” may be 1/4 to 3/4 by weight of the surfactant-effective amount of component B) .
- 100g of a product comprises a specifically irritative component B) in a surfactant-effective amount of about 12g by weight
- 3g to 9g thereof can be replaced with component A) according to the present invention.
- the components A) and B) may be present at a weight ratio of about 1: 3 to 3: 1, preferably 1: 2 to 2: 1, or preferably 1: 1.5 to 1.5: 1.
- a ratio of 2: 1, 1: 1, 1: 1.5 or 1: 2 of component A) /B) may be useful according to the invention.
- composition of the present invention comprises at least one hydroxyl-containing acid.
- the hydroxyl-containing acid can be particularly an ⁇ -hydroxyl acid.
- ⁇ -hydroxyl acid is understood to mean, according to the present invention, a carboxylic acid having at least one hydroxyl functional group occupying an ⁇ -position on said acid (carbon adjacent to a carboxylic acid functional group) .
- This acid is preferably present in the final composition in the form of the free acid and.
- the ⁇ -hydroxyl acids include, for example, citric acid, lactic acid, methyllactic acid, glucuronic acid, glycolic acid, pyruvic acid, 2-hydroxybutanoic acid, 2-hydroxypentanoic acid, 2-hydroxyhexanoic acid, 2-hydroxyheptanoic acid, 2-hydroxyoctanoic acid, 2-hydroxynonanoic acid, 2-hydroxydecanoic acid, 2-hydroxyundecanoic acid, 2-hydroxydodecanoic acid, 2-hydroxytetradecanoic acid, 2-hydroxyhexadecanoic acid, 2-hydroxyoctadecanoic acid, 2-hydroxytetracosanoic acid, 2-hydroxyeicosanoic acid, mandelic acid, phenyllactic acid, gluconic acid, galacturonic acid, aleuritic acid, ribonic acid, tartronic acid, tartaric acid, malic acid, fumaric acid and their mixtures. It is also possible to use mixtures of these various acids.
- the ⁇ -hydroxyl acid is preferably a lower acid having 2-12 carbon atoms, or 2-8 carbon atoms, or 2-6 carbon atoms.
- the ⁇ -hydroxyl acid is preferably a mono-carboxylic acid.
- hydroxyl-containing acid may comprise glycolic acid, lactic acid, malic acid, citric acid; gluconic acid, lactobionic acid, tartaric acid and salicylic acid.
- a precursor of a hydroxyl-containing acid can also be used for component
- a “precursor” means one capable of being converted into a hydroxyl-containing acid useful for the invention, e.g., through hydrolysis.
- the example of such a precursor can be particularly made to glucosactone.
- a precursor can be deemed as belonging to the conception of “hydroxyl-containing acid” .
- the ⁇ -hydroxyl acid is a lower mono-carboxylic acid having 2-6 carbon atoms, such as lactic acid, gluconic acid, or glycolic acid.
- the hydroxyl-containing acid may be present in the composition according to the present invention in an amount ranging from 0.001 to 15%by weight, or from 0.01 to 10%by weight, preferably from 0.1 to 5%by weight, relative to the total weight of the composition.
- composition according to the invention can advantageously comprise at least one medium/solvent, for use as component D) , including water and/or organic medium/solvent.
- the composition according to the invention may advantageously comprise water in various amounts.
- a relatively high amount of water may be used.
- water is used in a content of greater than or equal to 40%by weight relative to the total weight of composition.
- the water content in the low viscosity composition according to the invention preferably ranges from 40%to 99%by weight, from 50%to 90%by weight, or from 60%to 80%by weight, relative to the total weight of the composition.
- composition according to the invention may also comprise one or more organic medium/solvents, preferably water-soluble organic medium/solvents (solubility of greater than or equal to 5%in water at 25°C and at atmospheric pressure) .
- organic medium/solvents preferably water-soluble organic medium/solvents (solubility of greater than or equal to 5%in water at 25°C and at atmospheric pressure) .
- organic medium/solvents examples include linear or branched, and preferably saturated, monoalcohols or diols, comprising 2 to 10 carbon atoms, such as ethanol, (iso) propanol, butanol, hexylene glycol (2-methyl-2, 4-pentanediol) , neopentyl glycol and 3-methyl-1, 5-pentanediol, butylene glycol, dipropylene glycol and propylene glycol; aromatic alcohols such as phenylethyl alcohol; polyols containing more than two hydroxyl functions, in particular C3-C6 polyols, such as glycerol; polyol ethers, for instance ethylene glycol monomethyl, monoethyl and monobutyl ether, propylene glycol or ethers thereof, for instance propylene glycol monomethyl ether; and also diethylene glycol alkyl ethers, especially C 1 -C 4 alkyl
- the organic medium/solvents when they are present in an amount ranging from 0.1%to 40%by weight, preferably from 1%to 30%by weight, or from 5%to 20%by weight, relative to the total weight of the composition according to the invention.
- composition according to the present invention may optionally comprise a preservative.
- the preservative useful according to the present invention can be any one conventionally used for cosmetics, in particular for ampoule products.
- preservatives can be used according to the present invention comprise methylchloroisothiazolinone, imidazolidinyl urea, derivatives of hydantoin, such as DMDMH, parahydroxybenzoate ester, phenoxyethanol, benzyl alcohol, chlorphenesin, benzoic acid and a derivative thereof, e.g., a salt thereof, such as sodium benzoate, potassium sorbate, hydroxyacetophenone, amino-acid based preservative, sorbitan octanate, glycerol caprylate and the like, or salicylic acid.
- a salt thereof such as sodium benzoate, potassium sorbate, hydroxyacetophenone, amino-acid based preservative, sorbitan octanate, glycerol caprylate and the like, or salicylic acid.
- the preservative can be present according to the invention in an amount ranging from 0.01 to 5%, preferably from 0.01%to 3%, or from 0.01%to 1%, relative to the total weight of the composition of the present invention.
- the composition may comprise a chelating agent.
- chelating agents are defined and described in particular in the article "Chelating agents” Kirk Othmer Encyclopedia of Chemical Technology, Vol. 5 pp. 708-739, published in 2003.
- a chelating agent are made to polyphosphates, aminocarboxylic acids, 1, 3-diketones, hydroxycarboxylic acids, polyamines, amino alcohols, heterocyclic aromatic bases, aminophenols, Schiff's bases, tetrapyrroles, sulfur compounds, synthetic macrocyclic compounds, polymers and phosphonic acids.
- useful chelating agents can comprise elhylenediamine tetraacetic acid (EDTA) , aminotriacetic acid, diethylene triaminepentaacetic acid, and a salt thereof, e.g., N, N-bis (carboxymethyl) glutamic acid, disodium EDTA, tetrasodium EDTA, tetrasodium salt of N, N-bis (carboxymethyl) glutamic acid (glutamic acid diacetic acid, GLDA) ; hydroxyl carboxylic acids, e.g., citric acid, tartaric acid, glucuronic acid, succinic acid, ethylenediamine disuccinic acid (EDDS) , and a salt thereof; hydroxyl aminocarboxylic acids, e.g., hydroxyethylethylenediamine triacetic acid (HEDTA) , dihydroxyethylglycine (DEG) , and a salt thereof; poly(ethylenediamine t
- these agents are particularly useful for reducing the electrostatic bonding associated with substantial presence of water in the intermediate makeup and/or care composition according to the invention.
- a sequestrant or of a complexing agent for instance disodium/tetrasodium EDTA, makes it possible to complex the free ions, and more specifically the cations of the type Ca 2+ (mineral fillers) especially present in the nacres and fillers. Consequently, when EDTA complexes these ions, the ionic strength of the water decreases.
- this agent is chosen from aminocarboxylic acids, and is preferably EDTA or a derivative thereof.
- a useful chelating agent is chosen from sodium citrate, disodium EDTA, tetrasodium EDTA, tetrasodium GLDA, trisodium EDDS, phytic acid, sodium phytate, potassium phytate, and mixtures thereof.
- the chelating agent can be present in the composition from 0.001%to 5%by weight, preferably from 0.01%to 0.1%by weight, or preferably from 0.1%to 0.5%by weight, relative to the total weight of the composition according to the present invention.
- composition according to the invention can comprise at least one polysaccharide, which is preferably of biotechnological origin.
- these polysaccharides may, where appropriate, be chemically modified to promote its hydrophilic valency, as is the case for cellulose derivatives, in particular hydroxyalkylcelluloses (e.g.: hydroxyethylcellulose) .
- polysaccharides that may be used according to the invention, mention may be made especially of:
- algal extracts such as alginates, carrageenans and agar-agar, and mixtures thereof.
- carrageenans examples include Satiagum and from the company Degussa; an alginate that may be mentioned is the sodium alginate sold under the name by the company ISP;
- gums such as xanthan gum, gellan gum, guar gum and nonionic derivatives thereof (hydroxypropyl guar) , gum arabic, konjac gum or mannan gum, gum tragacanth, ghatti gum, karaya gum, locust bean gum, agar gum, scleroglucan gums and mixtures thereof; examples that may be mentioned include the xanthan gum sold under the name CG-T by the company CP Kelco, gellan gum sold under the name CG LA by the company CP Kelco, guar gum sold under the name Jaguar HP by the company Rhodia; mannan gum and konjac (1%glucomannan) sold by the company GfN;
- xanthan gum such as xanthan gum, gellan gum, guar gum and nonionic derivatives thereof (hydroxypropyl guar) , gum arabic, konjac gum or mannan gum, gum tragacanth, ghatti gum, karaya gum,
- starches which are preferably modified, such as those derived, for example, from cereals such as wheat, corn or rice, from legumes such as white lentil, from tubers such as potato or cassava, tapioca starches; dextrins, such as corn dextrins; Amidon de from the company Roquette; potato feculent modified with 2-chloroethylaminodipropionic acid neutralized with sodium hydroxide, sold under the name Structure by the company National Starch; native tapioca starch powder sold under the name Tapioca by the company National Starch;
- dextrins such as dextrin extracted from corn under the name from the company National Starch;
- celluloses and derivatives thereof in particular alkyl or hydroxyalkylcelluloses; mention may be made especially of methylcelluloses, hydroxyalkylcelluloses, ethylhydroxyethylcelluloses and carboxymethylcelluloses. Examples that may be mentioned include the hydroxyethylcellulose sold under the name Natrosol TM 250 HHR PC by the company Ashland, or under the name Cellosize TM QP 4400 H by the company Amerchol (Dow Chemical) , cetylhydroxyethylcelluloses sold under the names Polysurf and Natrosol Plus from Aqualon;
- polyholosides comprising at least two saccharides, preferably of natural origin, and especially chosen from:
- ribose arabinose, xylose or apiose, for example,
- glucose, fucose, mannose or galactose for example
- - deoxyoses such as rhamnose, digitoxose, cymarose or oleandrose,
- - saccharide derivatives such as uronic acids, for instance mannuronic acid, guluronic acid, galacturonic acid or glycuronic acid, or itols, for instance mannitol or sorbitol.
- polyholosides comprising fucose, galactose and galacturonic acid units, and for example a linear sequence of ⁇ -L-fucose, ⁇ -D-galactose and galacturonic acid, for instance the biosaccharide gum-1 sold under the trade name 1000 PP or 1.5P by the company Solabia,
- anionic polysaccharides in particular of biotechnological origin, such as anionic polysaccharide bearing as repeating unit a tetrasaccharide composed of L-fucose, D-glucose and glucuronic acid, such as the product bearing the INCI name Biosaccharide Gum-4 sold under the reference Glycofilm 1.5P by the company Solabia,
- polysaccharide of the present invention is chosen from:
- - gums such as xanthan gum, or gellan gum
- the polysaccharide such as According to an embodiment, can also serve as a gelling agent for the composition of the present invention.
- the polysaccharide can be present in the composition in an amount ranging from 0.0001%to 5%by weight, preferably from 0.001%to 2%by weight, or from 0.005%to 1%by weight of the polysaccharides, relative to the total weight of the composition.
- composition according to the invention may advantageously comprise one or more additional active ingredients, in particular cosmetic, dermatological or pharmaceutical.
- an additional active ingredient is an active ingredient other than polydatin or resveratrol present in the composition and the other active agents specifically defined above.
- such additional active ingredient, cosmetic, dermatological or pharmaceutical may be intended to exert a cosmetic, care or hygiene effect on keratin materials such as skin, including face, hair, eyelashes, scalp and/or leather hairy, and preferentially on the skin.
- composition according to the invention may further comprise an active ingredient having an anti-aging activity, or a hydration activity.
- These additional active ingredients are generally present in the composition in a content ranging from 0.0001%to 20%by weight and preferably from 0.01%to 10%by weight relative to the total weight of said composition.
- compositions of the present invention are provided for application to skin.
- the compositions of the present invention can comprise various ingredients conventionally useful in compositions for conditioning skin, such as, humectants, fatty substances, antidandruff agents, anti-seborrhoea agents, agents for preventing loss and/or for promoting regrowth, vitamins and provitamins including panthenol, sunscreens, sequestrants, plasticizers, acidifying agents, opacifiers, pearlescent or nacreous agents, antioxidants, hydroxyacids, fragrances and preserving agents.
- ingredients conventionally useful in compositions for conditioning skin such as, humectants, fatty substances, antidandruff agents, anti-seborrhoea agents, agents for preventing loss and/or for promoting regrowth, vitamins and provitamins including panthenol, sunscreens, sequestrants, plasticizers, acidifying agents, opacifiers, pearlescent or nacreous agents, antioxidants, hydroxya
- additives may be selected variously by the person skilled in the art in order to prepare a composition which has the desired properties, for example, consistency or texture.
- the additives, if used, and the amounts thereof are particularly determined according to the specific products/applications thereof, e.g., leave-on conditioner, rinse-off conditioner, skincare conditioner and the like.
- additives may be present in the composition in an amount from 0.01%to 50%relative to the total weight of the composition, including all ranges and subranges therebetween.
- composition according to the present invention can be generally prepared according to the general knowledge of a person skilled in the art. Nevertheless, it is to be understood that a person skilled in the art can choose the method of preparation, on the basis of his/her general knowledge, taking into account the nature of the constituents used, for example, their solubility in the vehicle, and the application envisaged for the compositions or the kit.
- composition according to the present invention is preferably useful to formulate skincare products. Also, according to the detailed discussions above, it is to be understood that the composition according to the present invention may be free of silicone oil.
- the composition according to the present invention is preferably useful to formulate a leave-on product.
- the term “leave-on” subject is understood to mean that the subject is to be present on skin, including scalp, lip and other surface of body, for a period, such as for more than 10 min, more than 30 min, more than 1h, or even more, followed by rinsing off or not. It is known to avoid a long-time contact of any irritative component with skin. However, as stated above, by using an irritative surfactant B) in the composition according to the present invention, such an irritative surfactant B) is allowed to be used in a leave-on product.
- the present invention provides use the composition according to the invention for a leave-on product.
- the composition according to the invention including those discussed in any embodiment herein, may be itself a leave-on composition.
- the present invention thus provides use of the composition according to the present invention for enhancing the surface performance of a cosmetic and/or therapeutic product while avoiding or reducing the irritation suffered by skin.
- EpiSkin available from L'Oreal under the name of EpiSkin TM ;
- PEG-7GLYCERYL COCOATE CETIOL HE, available from BASF;
- POLYGLYCERYL-5 LAURATE SUNSOFT A-121E-C, available from TAIYO KAGAKU;
- compositions were prepared according to Examples 1-5 and Comparative Examples 1-3 as in Table 1 below:
- compositions were prepared according to known manufacturing method of field. Briefly, the procedure of preparing the compositions comprised the steps of:
- compositions on the cell viability were determined, comprising the steps of: applying effective amount of the compositions on reconstructed skin model, standing, and then making statistic of the viable cell amount.
- the more viability meant the more comfort level.
Abstract
A composition for leave-on product comprises the components of: A) at least one nonionic surfactant selected from the group consisting of fatty acid ester or ether of polyglycerolfatty acid ester of polyglycerol or fatty acid ether of polyglycerol; and B) at least one conventionally irritative surfactant other than component A); wherein the components A) and B) are present at a weight ratio of 1: 3 to 3: 1.
Description
The present invention relates to a composition of surfactants with significantly reduced irritation, especially to skin.
Skin is present widely on surface of human bodies. Many people have for a long time sought to fresh the body surface, so as to feel comfortable in daily life and work. It has always been an ultimate target of the cosmetic filed to deliver products with skin benefits such as hydration, moisturizing, anti-aging, whitening, cleansing, slippery feeling and so on.
It is known that keratin materials such as the skin suffer from aging due to various factors; and accordingly, the effect of anti-aging can be achieved through various routes. For example, stratum corneum (SC) is the outermost layer of epidermis. Facilitating the turnover of SC can make the skin more smooth and bright, and the fine line or wrinkle on skin will be less noticeable.
Amongst others, a skin care product is often provided as a leave-on form, which means successive and long-term contact of the product with skin. On the other hand, for various purposes, one or more surfactants are added into the skin care products, especially for the leave-on products. For example, for desired surface activity, an irritative surfactant may be used. It is however known that various surfactants may cause irritation to skin.
There is thus still needed in the art to reduce or even avoid irritation caused by various surfactants.
Summary of the invention
By deep study, the inventors have surprisingly discovered that by using specifically a composition comprising at least one fatty acid ester of polyglycerol or fatty acid ether of polyglycerol and an irritative surfactant, the composition can show significantly reduced irritation, compared with the irritative surfactant alone.
Thus, one subject of the present invention is thus a composition, comprising:
at least one nonionic surfactant selected from the group consisting of fatty acid ester of polyglycerol or fatty acid ether of polyglycerol; and
at least one conventionally irritative surfactant.
The composition according to the present invention is particularly useful to formulate products for conditioning skin. Accordingly, the composition of the present invention can be in various form, in particular solution, such as lotion, spray and the like to be applied to scalp directly to skin.
Embodiments of the invention
Throughout the description, including the claims, the term "comprising a" should be understood as being synonymous with "comprising at least one" , unless otherwise mentioned. Moreover, the expression "at least one" used in the present description is equivalent to the expression "one or more" .
Throughout the description, including the claims, an embodiment defined with “comprising” or the like should be understood to encompass a preferable embodiment defined with “consisting substantially of” and a preferable embodiment defined with “consisting of” .
Other than in the operating examples, or where otherwise indicated, all numbers expressing quantities of components and/or reaction conditions are to be understood as being modified in all instances by the term "about" , with conventionally known meaning in the art, e.g., within 10%of the indicated number (such as "about 10%" means 9%-11 %and "about 2%" means 1.8%-2.2%) .
In the application, unless specifically mentioned otherwise, contents, parts and percentages are expressed on a weight basis.
The present invention is directed to an aqueous composition for conditioning skin, comprising the components of:
A) at least one nonionic surfactant selected from the group consisting of fatty acid ester of polyglycerol or fatty acid ether of polyglycerol; and
B) at least one conventionally irritative surfactant other than component A) .
The present invention thus provides use of the composition for enhancing the surface performance of a cosmetic product while avoiding or reducing the irritation suffered by skin.
Other characteristics and advantages of the invention will emerge more clearly on reading the description and the examples that follow.
Component A) , nonionic surfactant
The composition according to the present invention may preferably comprise at least one nonionic surfactant, which is preferably selected from the group consisting of fatty acid ester of polyglycerol or fatty acid ether of polyglycerol.
As component A) of the composition according to the invention, mono-or poly-glycerolated surfactants may be used, which preferably comprise on average from 1 to 30 glycerol groups, more particularly from 1 to 10 glycerol groups and in particular from 1.5 to 5.
The monoglycerolated or polyglycerolated surfactants are preferably chosen from the compounds of the following formulae:
R"O [CH
2CH (CH
2OH) O]
mH,
R"O [CH
2CH (OH) CH
2O]
mH or
R"O [CH (CH
2OH) CH
2O]
mH;
in which formulae:
●R" represents a saturated or unsaturated, linear or branched hydrocarbon-based radical comprising from 8 to 40 carbon atoms and preferably from 10 to 30 carbon atoms; m is an integer between 1 and 30, preferably between 1 and 10 and more particularly from 1.5 to 6; R" may optionally comprise heteroatoms, for instance oxygen and nitrogen. In particular, R" may optionally comprise one or more hydroxyl and/or ether and/or amide groups. R" preferably denotes mono-or polyhydroxylated C
10-C
20 alkyl, and/or alkenyl radicals.
Use may be made, for example, of the polyglycerolated (3.5 mol) hydroxylauryl ether sold under the name
NF from Chimex.
The (poly) ethoxylated fatty alcohols that are suitable for performing the invention are chosen more particularly from alcohols containing from 8 to 30 carbon atoms, and preferably from 12 to 22 carbon atoms.
The (poly) ethoxylated fatty alcohols more particularly contain one or more linear or branched, saturated or unsaturated hydrocarbon-based groups, comprising 8 to 30 carbon atoms, which are optionally substituted, in particular with one or more (in particular 1 to 4) hydroxyl groups. If they are unsaturated, these compounds may comprise one to three conjugated or non-conjugated carbon-carbon double bonds.
The (poly) ethoxylated fatty alcohol (s) preferably have the following formula (XII) :
with
- R
3 representing a linear or branched C
8-C
40 alkyl or alkenyl group and preferably C
8-C
30 alkyl or alkenyl group, optionally substituted with one or more hydroxyl groups, and
- c is an integer between 1 and 200 inclusive, preferably between 2 and 50 and more particularly between 8 and 30, such as 20.
According to an embodiment of the invention, the composition may comprise at least one fatty acid ester of polyglycerol for use as a nonionic surfactant.
According to a preferred embodiment, the fatty acid ester of polyglycerol is chosen from esters resulting from the reaction of polyglycerol comprising from 2 to 12 glycerol units, preferably from 3 to 10 glycerol units, and of at least one fatty acid containing from 6 to 24 carbon atoms, preferably from 8 to 20 carbon atoms, or from 8 to 18 carbon atoms. The fatty acids containing from 8 to 24 carbon atoms may be linear or branched, and saturated or unsaturated.
The fatty acids may be chosen from oleic acid, stearic acid, isostearic acid, lauric acid, palmitic acid, myristic acid, linoleic acid, capric acid and caprylic acid, or mixtures thereof.
The fatty acid esters of polyglycerol can be chosen from monoesters, diesters, triesters and tetraesters, polyesters and mixtures thereof. Use is preferably made of esters with a low degree of esterification, for instance fatty acid monoesters, diesters or triesters of polyglycerol, or a mixture. The fatty acid ester of polyglycerol can be in the form of a mixture of esters with a low degree of esterification, for instance a mixture of monoester and diester or a mixture of monoester, diester and triester.
Mention may in particular be made of polyglyceryl-2 distearate, in particular as sold by NIHON EMULSION under the name Emalex PGSA; polyglyceryl-10 decastearate, in particular as sold by TAIYO KAGAKU under the name Sunsoft Q-1810S; polyglyceryl-5 hexastearate, in particular as sold by TAIYO KAGAKU under the name Sunsoft A-186E; polyglyceryl-2 laurate, in particular as sold by TAIYO KAGAKU under the name Sunsoft Q-12D; polyglyceryl-5 laurate, in particular as sold by TAIYO KAGAKU under the name Sunsoft A-121E-C; polyglyceryl-10 pentaoleate, in particular as sold by TAIYO KAGAKU under the name Sunsoft Q-175S; polyglyceryl-10 pentastearate, in particular as sold by TAIYO KAGAKU under the name Sunsoft Q-185S; polyglyceryl-4 isostearate, in particular as sold by EVONIK GOLDSCHMIDT under the name Isolan GI 34; diisostearoyl polyglyceryl-3 dimer dilinoleate, in particular as sold by EVONIK GOLDSCHMIDT under the name Isolan PDI; polyglyceryl-2 oleate, in particular as sold by TAIYO KAGAKU under the name Sunsoft Q-17B; polyglyceryl-5 trimyristate, in particular as sold by TAIYO KAGAKU under the name Sunsoft A-143E; polyglyceryl-2 caprylate, in particular as sold by TAIYO KAGAKU under the name Sunsoft Q-81B; polyglyceryl-6 dicaprate, in particular as sold by TAIYO KAGAKU under the name SUNSOFT Q-102H-C.
The component A) may be present in the composition according to the present invention in an amount ranging from 0.1%to 20%, such as from 0.5%to 10%, or from 1%to 5%, relative to the total weight of the composition.
Component B) , conventionally irritative surfactant
For the purpose of the invention, the composition according to the present invention may comprise at least one conventionally irritative surfactant, as component B) , other than that used for component A) . According to an embodiment of the invention, the component B) can comprise component B-1) , which is at least one amphoteric surfactant; component B-2) , which is at least one cationic surfactant; and/or component B-3) , which is at least one additional nonionic surfactant other than that used for component A) .
The term “irritative surfactant” is understood to mean a surfactant having an EpiSkin cell viability of equal to or less than 90%, preferably equal to or less than 85%, or even equal to or less than 80%. For the purpose of the invention, the EpiSkin cell viability can be determined through the steps of: applying effective amount the compositions on reconstructed skin model, i.e., the EpiSkin, standing, and then making statistic of the viable cell amount, in which the "EpiSkin" is available from L'Oreal under the name of EpiSkin
TM.
Without being restricted by any known theory, it is believed that the concurrent use of component A) with component B) can significantly reduce the irritation possibly caused by component B) , especially to skin.
Component B-1) , amphoteric surfactant
According to an embodiment of the invention, the composition according to the present invention comprises at least one amphoteric surfactant as component B-1) , which may also be called as zwitterionic surfactant. In particular, the invention is especially useful for conventionally irritative amphoteric surfactants, preferably having an EpiSkin cell viability of equal to or less than 90%, preferably equal to or less than 85%, or even equal to or less than 80%.
The amphoteric or zwitterionic surfactant (s) that may be used in the present invention may be quaternized secondary or tertiary aliphatic amine derivatives containing at least one anionic group, for instance a carboxylate, sulfonate, sulfate, phosphate or phosphonate group, and in which the aliphatic group or at least one of the aliphatic groups is a linear or branched chain comprising from 8 to 22 carbon atoms.
Among the optionally quaternized secondary or tertiary aliphatic amine derivatives that may be used, as defined above, mention may also be made of the compounds of respective structures (III) and (IV) below:
in which formula (III) :
● R
4 represents a C
10-C
30 alkyl or alkenyl group derived from an acid R
4-C (O) -OH preferably present in hydrolysed coconut oil, or a heptyl, nonyl or undecyl group;
● R
5 represents aβ-hydroxyethyl group; and
● R
6 represents a carboxymethyl group;
and
wherein:
● A represents-CH
2CH
2OX';
● A' represents- (CH
2) z-Y', with z=1 or 2;
● X' represents the group-CH
2-C (O) -OH, -CH
2-C (O) -OZ’, -CH
2CH
2-C (O) -OH, -CH
2-CH
2-C (O) -OZ’, or a hydrogen atom;
● Y' represents –C (O) -OH, –C (O) -OZ’ or the group -CH
2-CH (OH) -SO
3H or -CH
2-CH (OH) -SO
3Z’;
● Z' represents an ion derived from an alkali or alkaline-earth metal, such as sodium, potassium or magnesium; an ammonium ion; or an ion derived from an organic amine and in particular from an aminoalcohol, such as mono-, di-and triethanolamine, mono-, di-or triisopropanolamine, 2-amino-2-methyl-1-propanol, 2-amino-2-methyl-1, 3-propanediol and tris (hydroxymethyl) aminomethane.
● R
7 represents a C
10-C
30 alkyl or alkenyl group of an acid R
7C (O) -OH preferably present in coconut oil or in hydrolysed linseed oil, an alkyl group, especially of C
17 and its iso form, or an unsaturated C
17 group.
By way of example, mention may be made of the N-cocoylamidocarboxymethyl glycinate of an alkali metal such as sodium, or cocoamphodiacetate sold for example by the company Rhodia under the trade name
C2M concentrate.
Mention may be made in particular of a betaine surfactant, e.g., (C
8-C
20) alkylbetaines, sulfobetaines, (C
8-C
20 alkyl) amido (C
2-C
8 alkyl) betaines and (C
8–C
20 alkyl) amido (C
2-C
8 alkyl) sulfobetaines.
Among all the amphoteric surfactants mentioned above, use is preferably made of cocoylamidopropylbetaine, cocoylbetaine and the N-cocoylamidocarboxymethyl glycinate of an alkali metal such as sodium.
According to one specific embodiment of the present invention, the amphoteric surfactant mentioned above is cocoylamidopropylbetaine or cocoylbetaine.
According to an embodiment of the invention, amongst the amphoteric surfactants mentioned above, the conventionally irritative ones are particularly adopted by the present invention.
The component B-1) may be present in the composition according to the present invention in an amount ranging from 0.01%to 10%by weight, preferably from 0.05%to 5%by weight, or preferably from 0.1%to 3%by weight, relative to the weight of the composition.
Component B-2) , Cationic surfactant
According to an embodiment of the invention, the composition of the present invention may comprise at least one cationic surfactant useful as component B-2) . Mention may be made, for example, of optionally polyoxyalkylenated primary, secondary or tertiary fatty amine salts, quaternary ammonium salts, and mixtures thereof. In particular, the invention is especially useful for conventionally irritative cationic surfactants, preferably having an EpiSkin cell viability of equal to or less than 90%, preferably equal to or less than 85%, or even equal to or less than 80%.
Examples of quaternary ammonium salts that may especially be mentioned include:
- a) those corresponding to the general formula (V) below:
in which formula (V) the groups R
8 to R
11, which may be identical or different, represent a linear or branched aliphatic group comprising from 1 to 30 carbon atoms or an aromatic group such as aryl or alkylaryl, at least one of the groups R
8 to R
11 comprising from 8 to 30 carbon atoms and preferably from 12 to 24 carbon atoms. The aliphatic groups may comprise heteroatoms such as, in particular, oxygen, nitrogen, sulfur and halogens. X
-for formula (V) is an anionic counterion chosen from halides, phosphates, acetates, lactates, (C
1-C
4) alkyl sulfates, and (C
1-C
4) alkyl-or (C
1-C
4) alkylarylsulfonates, preferably halides, e.g., fluoride, chloride, bromide or the like.
The aliphatic groups are chosen, for example, from C
1-C
30 alkyl, C
1-C
30 alkoxy, polyoxy (C
2-C
6) alkylene, C
1-C
30 alkylamide, (C
12-C
22) alkylamido (C
2-C
6) alkyl, (C
12-C
22) alkylacetate, C
1-C
30 hydroxyalkyl.
Among the quaternary ammonium salts of formula (V) , preference is given firstly to tetraalkylammonium halides such as tetraalkylammonium chlorides, for instance tetraalkylammonium or alkyltrimethylammonium halides such as dialkyldimethylammonium or alkyltrimethylammonium chlorides in which the alkyl group contains from approximately 12 to 22 carbon atoms, in particular halides such as behenyltrimethylammonium chloride, distearyldimethylammonium chloride, cetyltrimethylammonium chloride, benzyldimethylstearylammonium chloride, or else, secondly, alkoxy sulfates, especially distearoylethylhydroxyethylmethylammonium methosulfate, dipalmitoylethylhydroxyethylammonium methosulfate or distearoylethylhydroxyethylammonium methosulfate, or else, lastly, palmitylamidopropyltrimethylammonium halide, particularly the chloride or stearamidopropyldimethyl (myristyl acetate) ammonium chloride, sold under the name
70 by the company Van Dyk;
- b) quaternary ammonium salts of imidazoline, for instance those of formula (VI) below:
in which formula (VI) :
R
12 represents an alkenyl or alkyl group comprising from 8 to 30 carbon atoms, for example fatty acid derivatives of tallow;
R
13 represents a hydrogen atom, a C
1-C
4 alkyl group or an alkenyl or alkyl group comprising from 8 to 30 carbon atoms;
X
- for formula (VI) represents an anionic counterion chosen in particular from halides, phosphates, acetates, lactates, (C
1-C
4) alkyl sulfates, (C
1-C
4) alkyl-or (C
1-C
4) alkylarylsulfonates.
R
12 and R
13 preferably denote a mixture of alkyl or alkenyl groups containing from 12 to 21 carbon atoms, derived for example from tallow fatty acids, R
14 preferably denotes a methyl group, and R
15 preferably denotes a hydrogen atom. Such a product is sold, for example, under the name
W 75 by the company Rewo;
- c) quaternary diammonium or triammonium salts, particularly of formula (VII) below:
in which formula (VII) :
R
16 denotes an alkyl group comprising from about 16 to 30 carbon atoms, which is optionally hydroxylated and/or interrupted with one or more oxygen atoms;
R
17 is chosen from hydrogen, an alkyl group comprising from 1 to 4 carbon atoms or a group- (CH
2)
3-N
+ (R
16a) (R
17a) (R
18a) ; R
16a, R
17a, R
18a, R
18, R
19, R
20 and R
21, which may be identical or different, are chosen from hydrogen and an alkyl group comprising from 1 to 4 carbon atoms, and
X
- for formula (VII) represents an anionic counterion chosen in particular from halides, acetates, phosphates, nitrates, (C
1-C
4) alkyl sulfates, (C
1-C
4) alkyl-or (C
1-C
4) alkylarylsulfonates, in particular methyl sulfate and ethyl sulfate. Such compounds are, for example, Finquat CT-P, available from the company Finetex (Quaternium 89) , and Finquat CT, available from the company Finetex (Quaternium 75) ;
- d) quaternary ammonium salts containing one or more ester functions, such as those of formula (VIII) below:
in which formula (VIII) :
■ R
22 is chosen from C
1-C
6 alkyl and C
1-C
6 hydroxyalkyl or dihydroxyalkyl groups;
■ R
23 is chosen from:
- linear or branched, saturated or unsaturated C
1-C
22 hydrocarbon-based groups R
27,
- a hydrogen atom;
■ R
25 is chosen from:
- linear or branched, saturated or unsaturated C
1-C
6 hydrocarbon-based groups R
29,
- a hydrogen atom;
■ R
24, R
26 and R
28, which may be identical or different, are chosen from linear or branched, saturated or unsaturated C
7-C
21 hydrocarbon-based groups;
■ r, s and t, which may be identical or different, are integers ranging from 2 to 6;
■ r1 and t1, which may be identical or different, are equal to 0 or 1, with r2+r1=2r and t1+t2=2t,
■ y is an integer ranging from 1 to 10;
■ x and z, which may be identical or different, are integers ranging from 0 to 10;
■ X
- for formula (VIII) represents an organic or inorganic anionic counterion;
with the proviso that the sum x+y+z is from 1 to 15, that when x is 0, then R
23 denotes R
27 and that when z is 0, then R
25 denotes R
29.
The alkyl groups R
22 may be linear or branched, and more particularly linear.
Preferably, R
22 denotes a methyl, ethyl, hydroxyethyl or dihydroxypropyl group, and more particularly a methyl or ethyl group.
Advantageously, the sum x+y+z is from 1 to 10.
When R
23 is a hydrocarbon-based group R
27, it may be long and may contain from 12 to 22 carbon atoms, or may be short and may contain from 1 to 3 carbon atoms.
When R
25 is a hydrocarbon-based group R
29, it preferably contains 1 to 3 carbon atoms.
Advantageously, R
24, R
26 and R
28, which may be identical or different, are chosen from linear or branched, saturated or unsaturated C
11-C
21 hydrocarbon-based groups, and more particularly from linear or branched, saturated or unsaturated C
11-C
21 alkyl and alkenyl groups.
Preferably, x and z, which may be identical or different, are equal to 0 or 1.
Advantageously, y is equal to 1.
Preferably, r, s and t, which may be identical or different, are equal to 2 or 3, and even more particularly are equal to 2.
The anionic counterion X
- for formula (VIII) is preferably a halide, preferably such as chloride, bromide or iodide, a (C
1-C
4) alkyl sulfate or a (C
1-C
4) alkyl-or (C
1-C
4) alkylaryl-sulfonate. However, use may be made of methanesulfonate, phosphate, nitrate, tosylate, an anion derived from an organic acid, such as acetate or lactate, or any other anion compatible with the ammonium containing an ester function.
The anionic counterion X
- for formula (VIII) is even more particularly chloride, methyl sulfate or ethyl sulfate.
Use is made more particularly, in the composition according to the invention, of the ammonium salts of formula (VIII) in which:
- R
22 denotes a methyl or ethyl group,
- x and y are equal to 1,
- z is equal to 0 or 1,
- r, s and t are equal to 2,
- R
23 is chosen from:
● methyl, ethyl or C14-C22 hydrocarbon-based groups,
● a hydrogen atom,
- R
25 is chosen from:
● a hydrogen atom,
- R
24, R
26 and R
28, which may be identical or different, are chosen from linear or branched, saturated or unsaturated C
13-C
17 hydrocarbon-based groups, and more particularly from linear or branched, saturated or unsaturated C
13-C
17 alkyl and alkenyl groups.
Advantageously, the hydrocarbon-based radicals are linear.
Among the quaternary ammonium salts containing one or more ester functions of formula (VIII) , examples that may be mentioned include salts, especially the chloride or methyl sulfate, of diacyloxyethyldimethylammonium, diacyloxyethylhydroxy-ethylmethylammonium, monoacyloxyethyldihydroxyethylmethylammonium, triacyloxy-ethylmethylammonium or monoacyloxyethylhydroxyethyldimethylammonium, and mixtures thereof. The acyl groups preferably contain 14 to 18 carbon atoms and are obtained more particularly from a plant oil such as palm oil or sunflower oil. When the compound contains several acyl groups, these groups may be identical or different.
These products are obtained, for example, by direct esterification of triethanolamine, triisopropanolamine, an alkyldiethanolamine or an alkyldiisopropanolamine, which are optionally oxyalkylenated, with fatty acids or with fatty acid mixtures of plant or animal origin, or by transesterification of the methyl esters thereof. This esterification is followed by a quaternization by means of an alkylating agent such as an alkyl halide, preferably methyl or ethyl halide, a dialkyl sulfate, preferably methyl or ethyl sulfate, methyl methanesulfonate, methyl para-toluenesulfonate, glycol chlorohydrin or glycerol chlorohydrin.
Such compounds are sold, for example, under the names
by the company Henkel,
by the company Stepan,
by the company Ceca or
WE 18 by the company Rewo-Witco.
The composition according to the invention may contain, for example, a mixture of quaternary ammonium salts of mono-, di-and triesters with a weight majority of diester salts.
It is also possible to use the ammonium salts containing at least one ester function that are described in patents US-A-4 874 554 and US-A-4 137 180.
Use may be made of behenoylhydroxypropyltrimethylammonium chloride sold by KAO under the name Quatarmin BTC 131.
Preferably, the ammonium salts containing at least one ester function contain two ester functions.
Some amines may provide cations when being interacted with other reagents, e.g., certain acids. In such cases, the specific amines may be classified into the useful cationic surfactant.
Preferred examples of the useful cationic surfactant comprise non-silicone cationic surfactants, including cetyl triammonium, behenyl triammonium, dipalmitoylethyl hydroxyethyl methyl ammonium, distearoylethyl hydroxyethyl methyl ammonium, methyl (C9-C19) alkyl, (C10-C20) alkyl amidoethylimidazolium, and stearamidopropyldimethylamine, a salt of stearamidopropyl dimethylammonium, and mixtures thereof.
According to a preferred embodiment, the cationic surfactant is the chloride and bromide salts of tetraalkylammonium, alkylamidoalkyltrialkylammonium, trialkylbenzylammonium, trialkylhydroxyalkylammonium or alkylpyridinium.
According to an embodiment, among the cationic surfactants that may be present in the composition according to the invention, it is more particularly preferred to choose stearamidopropyldimethyl (myristyl acetate) ammonium chloride, cetyltrimethylammonium, behenyltrimethylammonium and dipalmitoylethylhydroxyethylmethylammonium salts, and mixtures thereof, and more particularly stearamidopropyldimethyl (myristyl acetate) ammonium chloride, behenyltrimethylammonium chloride, cetyltrimethylammonium chloride, and dipalmitoylethylhydroxyethylammonium methosulfate, and mixtures thereof.
According to an embodiment of the invention, amongst the cationic surfactants mentioned above, the conventionally irritative ones are particularly adopted by the present invention.
The component B-2) may be present in the composition according to the present invention in an amount ranging from 0.001%to 10%by weight, preferably from 0.005%to 5%by weight, or from 0.01%to 3%by weight, relative to the weight of the composition.
Component B-3) , additional nonionic surfactant
According to an embodiment of the invention, the composition according to the present invention comprises at least one additional nonionic surfactant other than that used for component A) , for use as component B-3) . In particular, the invention is especially useful for conventionally irritative nonionic surfactants, preferably having an EpiSkin cell viability of equal to or less than 90%, preferably equal to or less than 85%, or even equal to or less than 80%.
Examples of the useful additional nonionic surfactants may comprise esters of polyols and of fatty acids with a saturated or unsaturated chain containing, for example, from 8 to 24 carbon atoms and better still from 12 to 22 carbon atoms, and the oxyalkylenated derivatives thereof, i.e. derivatives containing oxyethylenated and/or oxypropylenated units, e.g., oxyalkylenated derivatives thereof; the polyethylene glycol esters of C
8-C
24 fatty acids, and the oxyalkylenated derivatives thereof; the sorbitol esters of C
8-C
24 fatty acids, and the oxyalkylenated derivatives thereof; the sugar (sucrose, glucose or alkylglucose) esters of C
8-C
24 fatty acids (fatty acid esters of glucose or of alkylglucose) , and the oxyalkylenated derivatives thereof; fatty alcohol ethers; the sugar ethers of C
8-C
24 fatty alcohols, and mixtures thereof.
Fatty acid esters of glucose or of alkylglucose that may be mentioned in particular include glucose palmitate, alkylglucose sesquistearates, for instance methylglucose sesquistearate, alkylglucose palmitates, for instance methylglucose palmitate or ethylglucose palmitate, fatty esters of methylglucoside and more especially the diester of methylglucoside and of oleic acid (CTFA name: methyl glucose dioleate) ; the mixed ester of methylglucoside and of the oleic acid/hydroxystearic acid mixture (CTFA name: methyl glucose dioleate/hydroxysterate) ; the ester of methylglucoside and of isostearic acid (CTFA name: methyl glucose isostearate) ; the ester of methylglucoside and of lauric acid (CTFA name: methyl glucose laurate) ; the mixture of the monoester and diester of methylglucoside and of isostearic acid (CTFA name: methyl glucose sesquiisostearate) ; the mixture of the monoester and diester of methylglucoside and of stearic acid (CTFA name: methyl glucose sesquistearate) and in particular the product sold under the name
SS by the company Amerchol, and mixtures thereof.
Examples of oxyethylenated ethers of a fatty acid and of glucose or of alkylglucose that may be mentioned include the oxyethylenated ethers of a fatty acid and of methylglucose, and in particular the polyethylene glycol ether of the diester of methyl glucose and of stearic acid containing about 20 mol of ethylene oxide (CTFA name: PEG-20 methyl glucose distearate) , such as the product sold under the name
E-20 distearate by the company Amerchol; the polyethylene glycol ether of the mixture of monoester and diester of methylglucose and of stearic acid containing about 20 mol of ethylene oxide (CTFA name: PEG-20 methyl glucose sesquistearate) and in particular the product sold under the name
SSE-20 by the company Amerchol, and the product sold under the name
PSE-20 by the company Goldschmidt, and mixtures thereof.
Examples of sucrose esters that may be mentioned include sucrose palmitostearate, sucrose stearate and sucrose monolaurate.
Examples of fatty alcohol ethers that may be mentioned include polyethylene glycol ethers of fatty alcohols containing from 8 to 30 carbon atoms and especially from 10 to 22 carbon atoms, such as polyethylene glycol ethers of cetyl alcohol, of stearyl alcohol or of cetearyl alcohol (mixture of cetyl alcohol and stearyl alcohol) . Examples that may be mentioned include ethers comprising from 1 to 200 and preferably from 2 to 100 oxyethylene groups, such as those of CTFA name Ceteareth-20 and Ceteareth-30, and mixtures thereof.
Sugar ethers that may especially be mentioned are alkylpolyglucosides, for example decylglucoside, for instance the product sold under the name
10 by the company Kao Chemicals, the product sold under the name
2000 by the company Henkel, and the product sold under the name
NS 10 by the company SEPPIC; caprylyl/capryl glucoside, for instance the product sold under the name
CG 110 by the company SEPPIC or under the name
GD 70 by the company BASF; laurylglucoside, for instance the products sold under the names
1200 N and
1200 by the company Henkel; cocoglucoside, for instance the product sold under the name Plantacare 818/UP by the company Henkel; cetostearyl glucoside optionally as a mixture with cetostearyl alcohol, sold, for example, under the name
68 by the company SEPPIC, under the name
CG90 by the company Goldschmidt and under the name
KE3302 by the company Henkel; arachidyl glucoside, for example in the form of the mixture of arachidyl alcohol and behenyl alcohol and arachidyl glucoside, sold under the name
202 by the company SEPPIC; cocoylethylglucoside, for example in the form of the mixture (35/65) with cetyl alcohol and stearyl alcohol, sold under the name
82 by the company SEPPIC; and mixtures thereof.
PEG modified ester can also be used, such as PEG-7 Olivate, PEG-7 Glyceryl Cocoate, PEG-30 Glyceryl Cocoate, PEG-80 Glyceryl Cocoate.
Polysorbate series, such as Polysorbate 20, 21, 60, 61 and 80, or glyceride compounds, such as caprylic glyceride (also called as monocaprylin) , capric glyceride (also called as monocaprin) , and lauric glyceride (also called as monolaurin) , e.g., PEG-6 caprylic/capric glyceride, may be additionally mentioned as examples of useful additional nonionic surfactants.
According to an embodiment of the invention, amongst the additional nonionic surfactants mentioned above, the conventionally irritative ones are particularly adopted by the present invention.
The component B-3) may be present in the composition according to the present invention in an amount from 0.1%to 15%, such as from 0.15%to 10%, relative to the total weight of the composition including all ranges and subranges therebetween.
The component B) may be present in the composition according to the present invention in a total amount ranging from 0.1%to 20%, such as from 0.5%to 10%, or from 1%to 5%, by weight, relative to the total weight of the composition.
Combination of components A) and B)
According to the present invention, it is surprisingly found that when component A) is used concurrently with component B) , which may be a conventionally irritative surfactant, the irritation possibly caused by component B) can be highly reduced or substantially avoided.
Without being restricted by any known theory, it is believed that regarding a surfactant-effective amount of irritative component B) , when an appropriate proportion thereof is replaced with the specific component A) , the surfactant effect of component B) can still be achieved, but with highly inhibited irritation, especially to skin.
According to an embodiment of the invention, regarding a surfactant-effective amount of component B) , it is essential that a significant portion of the surfactant-effective amount is replaced with comparable amount of component A) . According an embodiment, too many of the surfactant-effective amount is replaced with component A) may result in insufficient surfactant effect desired. According to an embodiment, too few of the surfactant-effective amount is replaced with component A) may result in insufficient reduction of irritation.
It is surprisingly found that, according to an embodiment of the invention, the "significant amount" may be 1/4 to 3/4 by weight of the surfactant-effective amount of component B) . For example, when 100g of a product comprises a specifically irritative component B) in a surfactant-effective amount of about 12g by weight, 3g to 9g thereof can be replaced with component A) according to the present invention.
In other words, in the composition according to the present invention, the components A) and B) may be present at a weight ratio of about 1: 3 to 3: 1, preferably 1: 2 to 2: 1, or preferably 1: 1.5 to 1.5: 1. For example, a ratio of 2: 1, 1: 1, 1: 1.5 or 1: 2 of component A) /B) may be useful according to the invention.
Hydroxyl-containing acid
The composition of the present invention comprises at least one hydroxyl-containing acid.
According to the present invention, the hydroxyl-containing acid can be particularly anα-hydroxyl acid. The term “α-hydroxyl acid” is understood to mean, according to the present invention, a carboxylic acid having at least one hydroxyl functional group occupying an α-position on said acid (carbon adjacent to a carboxylic acid functional group) . This acid is preferably present in the final composition in the form of the free acid and.
The α-hydroxyl acids (α-hydroxyl acid) include, for example, citric acid, lactic acid, methyllactic acid, glucuronic acid, glycolic acid, pyruvic acid, 2-hydroxybutanoic acid, 2-hydroxypentanoic acid, 2-hydroxyhexanoic acid, 2-hydroxyheptanoic acid, 2-hydroxyoctanoic acid, 2-hydroxynonanoic acid, 2-hydroxydecanoic acid, 2-hydroxyundecanoic acid, 2-hydroxydodecanoic acid, 2-hydroxytetradecanoic acid, 2-hydroxyhexadecanoic acid, 2-hydroxyoctadecanoic acid, 2-hydroxytetracosanoic acid, 2-hydroxyeicosanoic acid, mandelic acid, phenyllactic acid, gluconic acid, galacturonic acid, aleuritic acid, ribonic acid, tartronic acid, tartaric acid, malic acid, fumaric acid and their mixtures. It is also possible to use mixtures of these various acids.
According to an embodiment of the present invention, the α-hydroxyl acid is preferably a lower acid having 2-12 carbon atoms, or 2-8 carbon atoms, or 2-6 carbon atoms.
According to an embodiment of the present invention, the α-hydroxyl acid is preferably a mono-carboxylic acid.
Examples of the hydroxyl-containing acid may comprise glycolic acid, lactic acid, malic acid, citric acid; gluconic acid, lactobionic acid, tartaric acid and salicylic acid.
According to a special embodiment of the invention, a precursor of a hydroxyl-containing acid can also be used for component According to the present invention, a “precursor” means one capable of being converted into a hydroxyl-containing acid useful for the invention, e.g., through hydrolysis. The example of such a precursor can be particularly made to glucosactone. For the purpose of the invention, especially considering the composition according to the present invention being aqueous, such a precursor can be deemed as belonging to the conception of “hydroxyl-containing acid” .
According to a preferable embodiment of the present invention, the α-hydroxyl acid is a lower mono-carboxylic acid having 2-6 carbon atoms, such as lactic acid, gluconic acid, or glycolic acid.
The hydroxyl-containing acid may be present in the composition according to the present invention in an amount ranging from 0.001 to 15%by weight, or from 0.01 to 10%by weight, preferably from 0.1 to 5%by weight, relative to the total weight of the composition.
Medium/solvent
The composition according to the invention can advantageously comprise at least one medium/solvent, for use as component D) , including water and/or organic medium/solvent.
Water
The composition according to the invention may advantageously comprise water in various amounts. For low viscosity applications of the composition, e.g., in form of leave-on lotion, a relatively high amount of water may be used. For example, water is used in a content of greater than or equal to 40%by weight relative to the total weight of composition. The water content in the low viscosity composition according to the invention preferably ranges from 40%to 99%by weight, from 50%to 90%by weight, or from 60%to 80%by weight, relative to the total weight of the composition.
Organic medium/solvent
The composition according to the invention may also comprise one or more organic medium/solvents, preferably water-soluble organic medium/solvents (solubility of greater than or equal to 5%in water at 25℃ and at atmospheric pressure) .
Examples of the organic medium/solvents that may be mentioned include linear or branched, and preferably saturated, monoalcohols or diols, comprising 2 to 10 carbon atoms, such as ethanol, (iso) propanol, butanol, hexylene glycol (2-methyl-2, 4-pentanediol) , neopentyl glycol and 3-methyl-1, 5-pentanediol, butylene glycol, dipropylene glycol and propylene glycol; aromatic alcohols such as phenylethyl alcohol; polyols containing more than two hydroxyl functions, in particular C3-C6 polyols, such as glycerol; polyol ethers, for instance ethylene glycol monomethyl, monoethyl and monobutyl ether, propylene glycol or ethers thereof, for instance propylene glycol monomethyl ether; and also diethylene glycol alkyl ethers, especially C
1-C
4 alkyl ethers, for instance diethylene glycol monoethyl ether or monobutyl ether, alone or as a mixture.
The organic medium/solvents, when they are present in an amount ranging from 0.1%to 40%by weight, preferably from 1%to 30%by weight, or from 5%to 20%by weight, relative to the total weight of the composition according to the invention.
Preservative
For use of the present invention, the composition according to the present invention may optionally comprise a preservative. The preservative useful according to the present invention can be any one conventionally used for cosmetics, in particular for ampoule products.
For example, preservatives can be used according to the present invention comprise methylchloroisothiazolinone, imidazolidinyl urea, derivatives of hydantoin, such as DMDMH, parahydroxybenzoate ester, phenoxyethanol, benzyl alcohol, chlorphenesin, benzoic acid and a derivative thereof, e.g., a salt thereof, such as sodium benzoate, potassium sorbate, hydroxyacetophenone, amino-acid based preservative, sorbitan octanate, glycerol caprylate and the like, or salicylic acid.
The preservative can be present according to the invention in an amount ranging from 0.01 to 5%, preferably from 0.01%to 3%, or from 0.01%to 1%, relative to the total weight of the composition of the present invention.
Chelating agents
According to one particularly advantageous embodiment, the composition may comprise a chelating agent. Such chelating agents are defined and described in particular in the article "Chelating agents" Kirk Othmer Encyclopedia of Chemical Technology, Vol. 5 pp. 708-739, published in 2003.
As mentioned in that article, the examples of a chelating agent are made to polyphosphates, aminocarboxylic acids, 1, 3-diketones, hydroxycarboxylic acids, polyamines, amino alcohols, heterocyclic aromatic bases, aminophenols, Schiff's bases, tetrapyrroles, sulfur compounds, synthetic macrocyclic compounds, polymers and phosphonic acids.
For the purpose of the present invention, useful chelating agents can comprise elhylenediamine tetraacetic acid (EDTA) , aminotriacetic acid, diethylene triaminepentaacetic acid, and a salt thereof, e.g., N, N-bis (carboxymethyl) glutamic acid, disodium EDTA, tetrasodium EDTA, tetrasodium salt of N, N-bis (carboxymethyl) glutamic acid (glutamic acid diacetic acid, GLDA) ; hydroxyl carboxylic acids, e.g., citric acid, tartaric acid, glucuronic acid, succinic acid, ethylenediamine disuccinic acid (EDDS) , and a salt thereof; hydroxyl aminocarboxylic acids, e.g., hydroxyethylethylenediamine triacetic acid (HEDTA) , dihydroxyethylglycine (DEG) , and a salt thereof; polyphosphonic acid, and a salt thereof; other phosphor-containing organic acid, e.g., phytic acid, and a salt thereof, e.g., sodium phytate, potassium phytate polycarboxylic acid, e.g., polyacrylic acid, polymethacrylic acid, and a salt thereof.
These agents are particularly useful for reducing the electrostatic bonding associated with substantial presence of water in the intermediate makeup and/or care composition according to the invention. To do this, the addition of a sequestrant or of a complexing agent, for instance disodium/tetrasodium EDTA, makes it possible to complex the free ions, and more specifically the cations of the type Ca
2+ (mineral fillers) especially present in the nacres and fillers. Consequently, when EDTA complexes these ions, the ionic strength of the water decreases. Preferably, this agent is chosen from aminocarboxylic acids, and is preferably EDTA or a derivative thereof.
For example, a useful chelating agent is chosen from sodium citrate, disodium EDTA, tetrasodium EDTA, tetrasodium GLDA, trisodium EDDS, phytic acid, sodium phytate, potassium phytate, and mixtures thereof.
According to the present invention, the chelating agent can be present in the composition from 0.001%to 5%by weight, preferably from 0.01%to 0.1%by weight, or preferably from 0.1%to 0.5%by weight, relative to the total weight of the composition according to the present invention.
Polysaccharide
The composition according to the invention can comprise at least one polysaccharide, which is preferably of biotechnological origin.
In particular, these polysaccharides may, where appropriate, be chemically modified to promote its hydrophilic valency, as is the case for cellulose derivatives, in particular hydroxyalkylcelluloses (e.g.: hydroxyethylcellulose) .
As examples of polysaccharides that may be used according to the invention, mention may be made especially of:
a) algal extracts such as alginates, carrageenans and agar-agar, and mixtures thereof. Examples of carrageenans that may be mentioned include Satiagum
and
from the company Degussa; an alginate that may be mentioned is the sodium alginate sold under the name
by the company ISP;
b) gums, such as xanthan gum, gellan gum, guar gum and nonionic derivatives thereof (hydroxypropyl guar) , gum arabic, konjac gum or mannan gum, gum tragacanth, ghatti gum, karaya gum, locust bean gum, agar gum, scleroglucan gums and mixtures thereof; examples that may be mentioned include the xanthan gum sold under the name
CG-T by the company CP Kelco, gellan gum sold under the name
CG LA by the company CP Kelco, guar gum sold under the name Jaguar HP
by the company Rhodia; mannan gum and konjac
(1%glucomannan) sold by the company GfN;
c) starches, which are preferably modified, such as those derived, for example, from cereals such as wheat, corn or rice, from legumes such as white lentil, from tubers such as potato or cassava, tapioca starches; dextrins, such as corn dextrins; Amidon de
from the company Roquette; potato feculent modified with 2-chloroethylaminodipropionic acid neutralized with sodium hydroxide, sold under the name Structure
by the company National Starch; native tapioca starch powder sold under the name Tapioca
by the company National Starch;
e) celluloses and derivatives thereof, in particular alkyl or hydroxyalkylcelluloses; mention may be made especially of methylcelluloses, hydroxyalkylcelluloses, ethylhydroxyethylcelluloses and carboxymethylcelluloses. Examples that may be mentioned include the hydroxyethylcellulose sold under the name Natrosol
TM 250 HHR PC by the company Ashland, or under the name Cellosize
TM QP 4400 H by the company Amerchol (Dow Chemical) , cetylhydroxyethylcelluloses sold under the names Polysurf
and Natrosol Plus
from Aqualon;
f) pectins,
g) chitosan and derivatives thereof,
h) polyholosides comprising at least two saccharides, preferably of natural origin, and especially chosen from:
- aldoses such as
- pentoses: ribose, arabinose, xylose or apiose, for example,
- hexoses: glucose, fucose, mannose or galactose, for example,
- ketoses such as fructose,
- deoxyoses, such as rhamnose, digitoxose, cymarose or oleandrose,
- saccharide derivatives such as uronic acids, for instance mannuronic acid, guluronic acid, galacturonic acid or glycuronic acid, or itols, for instance mannitol or sorbitol.
Mention may be made in particular of the polyholosides comprising fucose, galactose and galacturonic acid units, and for example a linear sequence of α-L-fucose, α-D-galactose and galacturonic acid, for instance the biosaccharide gum-1 sold under the trade name
1000 PP or
1.5P by the company Solabia,
i) anionic polysaccharides, in particular of biotechnological origin, such as anionic polysaccharide bearing as repeating unit a tetrasaccharide composed of L-fucose, D-glucose and glucuronic acid, such as the product bearing the INCI name Biosaccharide Gum-4 sold under the reference Glycofilm 1.5P by the company Solabia,
j) and mixtures thereof.
Preferably, the polysaccharide of the present invention is chosen from:
- gums such as xanthan gum, or gellan gum;
- cellulose and its derivatives, for example hydroxyethylcellulose;
- polyholosides comprising fucose, galactose and galacturonic acid units, for example biosaccharide gum-1.
According to an embodiment, the polysaccharide, such as According to an embodiment, can also serve as a gelling agent for the composition of the present invention.
According to an embodiment, the polysaccharide can be present in the composition in an amount ranging from 0.0001%to 5%by weight, preferably from 0.001%to 2%by weight, or from 0.005%to 1%by weight of the polysaccharides, relative to the total weight of the composition.
Additional active ingredient
The composition according to the invention may advantageously comprise one or more additional active ingredients, in particular cosmetic, dermatological or pharmaceutical.
In the context of the present invention, an additional active ingredient is an active ingredient other than polydatin or resveratrol present in the composition and the other active agents specifically defined above.
Advantageously, such additional active ingredient, cosmetic, dermatological or pharmaceutical, may be intended to exert a cosmetic, care or hygiene effect on keratin materials such as skin, including face, hair, eyelashes, scalp and/or leather hairy, and preferentially on the skin.
The choice of this additional active ingredient is of course conditioned by the effect sought jointly by the composition in question.
Thus, a composition according to the invention may further comprise an active ingredient having an anti-aging activity, or a hydration activity.
Of course, those skilled in the art will take care to choose the optional additional active ingredient (s) added to the composition according to the invention in such a way that the advantageous properties intrinsically attached to the composition according to the invention are not, or substantially not, altered by the proposed addition.
These additional active ingredients are generally present in the composition in a content ranging from 0.0001%to 20%by weight and preferably from 0.01%to 10%by weight relative to the total weight of said composition.
Additives
According to various embodiments, the compositions of the present invention are provided for application to skin. In accordance with these embodiments, the compositions of the present invention can comprise various ingredients conventionally useful in compositions for conditioning skin, such as, humectants, fatty substances, antidandruff agents, anti-seborrhoea agents, agents for preventing loss and/or for promoting regrowth, vitamins and provitamins including panthenol, sunscreens, sequestrants, plasticizers, acidifying agents, opacifiers, pearlescent or nacreous agents, antioxidants, hydroxyacids, fragrances and preserving agents.
A non-exhaustive listing of such ingredients can be found in U.S. patent application publication no. 2004/0170586, the entire contents of which is hereby incorporated by reference. Still further examples of such additional ingredients may be found in the International Cosmetic Ingredient Dictionary and Handbook (9
th ed. 2002) .
A person skilled in the art will take care to select the optional additional additives and/or the amount thereof such that the advantageous properties of the composition according to the invention are not, or are not substantially, adversely affected by the envisaged addition.
These additives may be selected variously by the person skilled in the art in order to prepare a composition which has the desired properties, for example, consistency or texture. In particular, the additives, if used, and the amounts thereof are particularly determined according to the specific products/applications thereof, e.g., leave-on conditioner, rinse-off conditioner, skincare conditioner and the like.
These additives may be present in the composition in an amount from 0.01%to 50%relative to the total weight of the composition, including all ranges and subranges therebetween.
Method and use
The composition according to the present invention can be generally prepared according to the general knowledge of a person skilled in the art. Nevertheless, it is to be understood that a person skilled in the art can choose the method of preparation, on the basis of his/her general knowledge, taking into account the nature of the constituents used, for example, their solubility in the vehicle, and the application envisaged for the compositions or the kit.
The composition according to the present invention is preferably useful to formulate skincare products. Also, according to the detailed discussions above, it is to be understood that the composition according to the present invention may be free of silicone oil.
The composition according to the present invention is preferably useful to formulate a leave-on product. The term “leave-on” subject is understood to mean that the subject is to be present on skin, including scalp, lip and other surface of body, for a period, such as for more than 10 min, more than 30 min, more than 1h, or even more, followed by rinsing off or not. It is known to avoid a long-time contact of any irritative component with skin. However, as stated above, by using an irritative surfactant B) in the composition according to the present invention, such an irritative surfactant B) is allowed to be used in a leave-on product.
Accordingly, the present invention provides use the composition according to the invention for a leave-on product. In turn, the composition according to the invention, including those discussed in any embodiment herein, may be itself a leave-on composition.
The present invention thus provides use of the composition according to the present invention for enhancing the surface performance of a cosmetic and/or therapeutic product while avoiding or reducing the irritation suffered by skin.
The invention will be further illustrated by the following examples, which set forth particularly advantageous embodiments.
Notwithstanding that the numerical ranges and parameters setting forth the broad scope of the present invention are approximations, the numerical values set forth in the specific examples are reported as precisely as possible. Any numerical value, however, inherently contain certain errors necessarily resulting from the standard deviation found in their respective measurements. The following examples are intended to illustrate the present invention without limiting the scope as a result.
Examples
The ingredient amounts/concentrations in the compositions/formulas described below were expressed in%by weight, relative to the total weight of each composition/formula.
Material:
EpiSkin: available from L'Oreal under the name of EpiSkin
TM;
PEG-7GLYCERYL COCOATE: CETIOL HE, available from BASF;
POLYGLYCERYL-5 LAURATE: SUNSOFT A-121E-C, available from TAIYO KAGAKU; and
other materials without specification here were each commercially available.
EXAMPLE I, PREPARATION OF COMPOSITIONS
Compositions were prepared according to Examples 1-5 and Comparative Examples 1-3 as in Table 1 below:
Table 1
The above listed compositions were prepared according to known manufacturing method of field. Briefly, the procedure of preparing the compositions comprised the steps of:
1) . dissolving lactic acid, salicylic acid, and glycerin in hot water at a temperature of70℃, mixing until totally dissolved;
2) . adding xanthan gum and mixing until no lump observed, then cooling down to room temperature; and
3) . adding the other components one by one in arbitrary sequence.
EXAMPLE II
The effect of the compositions on the cell viability were determined, comprising the steps of: applying effective amount of the compositions on reconstructed skin model, standing, and then making statistic of the viable cell amount. The more viability meant the more comfort level.
The sebum migration results were provided as follows:
Table 2
Claims (15)
- A composition for leave-on product, comprising the components of:A) at least one nonionic surfactant selected from the group consisting of fatty acid ester of polyglycerol or fatty acid ether of polyglycerol; andB) at least one conventionally irritative surfactant other than component A) , preferably having an EpiSkin cell viability of equal to or less than 90%, preferably equal to or less than 85%;wherein the components A) and B) are present at a weight ratio of 1: 3 to 3: 1.
- The composition according to claim 1, wherein the components A) and B) are present at a weight ratio of 1: 2 to 2: 1, or preferably 1: 1.5 to 1.5: 1.
- The composition according to any one of the preceding claims, wherein the component A) is selected from the group consisting of esters resulting from the reaction of polyglycerol comprising from 2 to 12 glycerol units, preferably from 3 to 10 glycerol units, and of at least one fatty acid containing from 6 to 24 carbon atoms, preferably from 8 to 20 carbon atoms, or from 8 to 18 carbon atoms.
- The composition according to any one of the preceding claims, wherein the component A) is present in the composition in an amount from 0.1%to 20%, preferably from 0.5%to 10%, or from 1%to 5%, relative to the total weight of the composition.
- The composition according to any one of the preceding claims, wherein the component B) comprises component B-1) , at least one amphoteric surfactant, which is selected from the group consisting of (C 8-C 20) alkylbetaines, sulfobetaines, (C 8-C 20 alkyl) amido (C 2-C 8 alkyl) betaines and (C 8–C 20 alkyl) amido (C 2-C 8 alkyl) sulfobetaines.
- The composition according to any one of the preceding claims, wherein the component B) comprises component B-2) , at least one cationic surfactant, which is selected from the group consisting of optionally polyoxyalkylenated primary, secondary or tertiary fatty amine salts, quaternary ammonium salts, and mixtures thereof, preferably from the group consisting of stearamidopropyldimethyl (myristyl acetate) ammonium chloride, cetyltrimethylammonium, behenyltrimethylammonium and dipalmitoylethylhydroxyethylmethylammonium salts, and mixtures thereof.
- The composition according to any one of the preceding claims, wherein the component B) comprises component B-3) , at least one additional nonionic surfactant other than that used for component A) , which is selected from the group consisting of fatty acid esters of glucose or of alkylglucose, oxyethylenated ethers of a fatty acid and of glucose or of alkylglucose, sugar ethers, PEG modified ester, Polysorbate series, and glyceride compounds; such as cocoglucoside, PEG-7 Glyceryl Cocoate, PEG-30 Glyceryl Cocoate, PEG-80 Glyceryl Cocoate, Polysorbate 20 or 21, caprylic glyceride, capric glyceride, lauric glyceride, or PEG-6 caprylic/capric glyceride.
- The composition according to any one of the preceding claims, wherein the component B) is present in the composition in an amount ranging from 0.1%to 20%, preferably from 0.5%to 10%, or from 1%to 5%, by weight, relative to the total weight of the composition.
- The composition according to claim 1, further comprising a hydroxyl-containing mono-carboxylic acid.
- The composition according to claim 9, wherein the hydroxyl-containing mono-carboxylic acid comprises glycolic acid, lactic acid, malic acid, gluconic acid, lactobionic acid, citric acid, tartaric acid and salicylic acid, preferably lactic acid, gluconic acid, or glycolic acid.
- The composition according to any one of the preceding claims, wherein the hydroxyl-containing mono-carboxylic acid is present in an amount ranging from 0.001 to 15%by weight, preferably from 0.01 to 10%by weight, or from 0.1 to 5%by weight, relative to the total weight of the composition.
- The composition according to any one of the preceding claims, further comprising at least one polysaccharide, which is selected from the group consisting of gums such as xanthan gum, or gellan gum; cellulose and its derivatives, for example hydroxyethylcellulose; polyholosides comprising fucose, galactose and galacturonic acid units, for example biosaccharide gum-1.
- The composition according to claim 13, wherein the polysaccharide is present in an amount ranging from 0.0001%to 5%by weight, preferably from 0.001%to 2%by weight, or from 0.005%to 1%by weight of the polysaccharides, relative to the total weight of the composition.
- A leave-on product comprising the composition according to any one of the preceding claims.
- Use of the composition according to any one of the preceding claims 1-13 for enhancing the surface performance of a cosmetic and/or therapeutic product while avoiding or reducing the irritation suffered by skin.
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US6017860A (en) * | 1996-04-15 | 2000-01-25 | Stepan Company | Cleaning, conditioning and styling hair care compositions |
US20010036450A1 (en) * | 2000-01-21 | 2001-11-01 | Claude Verite | Nanoemulsions comprising at least one amphiphilic lipid, at least one oil, and at least one poly ethylene glycol (PEG) ester, and uses thereof |
US20090226381A1 (en) * | 2008-02-11 | 2009-09-10 | Sarah Maillefer | Method and Composition for Reducing the Drying Time of Hair |
US20160095804A1 (en) * | 2014-10-01 | 2016-04-07 | L'oreal | Sulfate-free cleansing composition with thickener |
WO2017185225A1 (en) * | 2016-04-26 | 2017-11-02 | L'oreal | Composition for treating keratin fibers |
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GB1567947A (en) | 1976-07-02 | 1980-05-21 | Unilever Ltd | Esters of quaternised amino-alcohols for treating fabrics |
DE3623215A1 (en) | 1986-07-10 | 1988-01-21 | Henkel Kgaa | NEW QUARTERS OF AMMONIUM COMPOUNDS AND THEIR USE |
US5411734A (en) * | 1993-11-15 | 1995-05-02 | Elizabeth Arden Company, Division Of Conopco, Inc. | Non-irritating α-hydroxy carboxylic acid compositions |
US20010044393A1 (en) * | 2000-02-18 | 2001-11-22 | Peterson Robert Frederick | Rinse-off antimicrobial liquid cleansing composition |
US7879316B2 (en) | 2002-06-12 | 2011-02-01 | L'oreal | Cosmetic composition containing a polyorganosiloxane polymer |
US8338348B2 (en) * | 2010-12-21 | 2012-12-25 | Johnson & Johnson Consumer Companies, Inc. | Skin cleansing compositions with polyglycerol esters and hydrophobically modified polymers |
US10370493B2 (en) * | 2016-01-29 | 2019-08-06 | Evonik Degussa Gmbh | Polyglycerol alkoxylate esters and preparation and use thereof |
-
2021
- 2021-02-26 WO PCT/CN2021/078214 patent/WO2022178849A1/en active Application Filing
- 2021-02-26 CN CN202180094692.9A patent/CN116887808A/en active Pending
- 2021-03-23 FR FR2102891A patent/FR3120194B1/en active Active
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
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US6017860A (en) * | 1996-04-15 | 2000-01-25 | Stepan Company | Cleaning, conditioning and styling hair care compositions |
US20010036450A1 (en) * | 2000-01-21 | 2001-11-01 | Claude Verite | Nanoemulsions comprising at least one amphiphilic lipid, at least one oil, and at least one poly ethylene glycol (PEG) ester, and uses thereof |
US20090226381A1 (en) * | 2008-02-11 | 2009-09-10 | Sarah Maillefer | Method and Composition for Reducing the Drying Time of Hair |
US20160095804A1 (en) * | 2014-10-01 | 2016-04-07 | L'oreal | Sulfate-free cleansing composition with thickener |
WO2017185225A1 (en) * | 2016-04-26 | 2017-11-02 | L'oreal | Composition for treating keratin fibers |
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