EP3481367A1 - Compositions tensio-actives aqueuses - Google Patents
Compositions tensio-actives aqueusesInfo
- Publication number
- EP3481367A1 EP3481367A1 EP17722042.3A EP17722042A EP3481367A1 EP 3481367 A1 EP3481367 A1 EP 3481367A1 EP 17722042 A EP17722042 A EP 17722042A EP 3481367 A1 EP3481367 A1 EP 3481367A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- radical
- compounds
- group
- compositions
- compositions according
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Withdrawn
Links
- 239000000203 mixture Substances 0.000 title claims abstract description 52
- 239000004094 surface-active agent Substances 0.000 title claims abstract description 29
- 108090000623 proteins and genes Proteins 0.000 claims abstract description 26
- 102000004169 proteins and genes Human genes 0.000 claims abstract description 26
- 229910052708 sodium Inorganic materials 0.000 claims abstract description 26
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 22
- 239000000194 fatty acid Substances 0.000 claims abstract description 22
- 235000014113 dietary fatty acids Nutrition 0.000 claims abstract description 21
- 229930195729 fatty acid Natural products 0.000 claims abstract description 21
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 21
- 239000006260 foam Substances 0.000 claims abstract description 17
- 239000003531 protein hydrolysate Substances 0.000 claims abstract description 17
- 108010009736 Protein Hydrolysates Proteins 0.000 claims abstract description 16
- 150000004665 fatty acids Chemical class 0.000 claims abstract description 15
- 229910052700 potassium Inorganic materials 0.000 claims abstract description 15
- QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 claims abstract description 14
- 229910052791 calcium Inorganic materials 0.000 claims abstract description 14
- 229910052744 lithium Inorganic materials 0.000 claims abstract description 14
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 11
- 239000002537 cosmetic Substances 0.000 claims abstract description 10
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims abstract description 9
- 239000002253 acid Substances 0.000 claims abstract description 8
- 239000000126 substance Substances 0.000 claims abstract description 8
- 239000003153 chemical reaction reagent Substances 0.000 claims abstract description 5
- 239000003599 detergent Substances 0.000 claims abstract description 5
- 150000001413 amino acids Chemical class 0.000 claims abstract description 4
- 230000007073 chemical hydrolysis Effects 0.000 claims abstract description 4
- 239000007795 chemical reaction product Substances 0.000 claims abstract description 4
- 230000007071 enzymatic hydrolysis Effects 0.000 claims abstract description 4
- 238000006047 enzymatic hydrolysis reaction Methods 0.000 claims abstract description 4
- 238000006460 hydrolysis reaction Methods 0.000 claims abstract description 4
- 102000004196 processed proteins & peptides Human genes 0.000 claims abstract description 4
- 108090000765 processed proteins & peptides Proteins 0.000 claims abstract description 4
- 150000001875 compounds Chemical class 0.000 claims description 82
- 150000003254 radicals Chemical class 0.000 claims description 55
- -1 alkenyl radical Chemical class 0.000 claims description 34
- 239000011734 sodium Substances 0.000 claims description 29
- 210000004209 hair Anatomy 0.000 claims description 8
- 239000000047 product Substances 0.000 claims description 8
- 238000004140 cleaning Methods 0.000 claims description 6
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 claims description 5
- 239000000499 gel Substances 0.000 claims description 5
- 238000002360 preparation method Methods 0.000 claims description 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 4
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 claims description 4
- 125000002704 decyl group Chemical group [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])* 0.000 claims description 4
- GDNCXORZAMVMIW-UHFFFAOYSA-N dodecane Chemical compound [CH2]CCCCCCCCCCC GDNCXORZAMVMIW-UHFFFAOYSA-N 0.000 claims description 4
- 239000001257 hydrogen Substances 0.000 claims description 4
- 239000006210 lotion Substances 0.000 claims description 4
- POPRCUFMXZJTQI-UHFFFAOYSA-N oxomethanedisulfonic acid Chemical class OS(=O)(=O)C(=O)S(O)(=O)=O POPRCUFMXZJTQI-UHFFFAOYSA-N 0.000 claims description 4
- 150000003839 salts Chemical class 0.000 claims description 4
- 229920006395 saturated elastomer Polymers 0.000 claims description 4
- 239000002453 shampoo Substances 0.000 claims description 4
- 238000005406 washing Methods 0.000 claims description 4
- 239000003795 chemical substances by application Substances 0.000 claims description 2
- 239000006071 cream Substances 0.000 claims description 2
- 239000003205 fragrance Substances 0.000 claims description 2
- 239000000344 soap Substances 0.000 claims description 2
- 238000005187 foaming Methods 0.000 abstract description 9
- 125000003342 alkenyl group Chemical group 0.000 abstract description 2
- 239000012459 cleaning agent Substances 0.000 abstract description 2
- 230000001953 sensory effect Effects 0.000 abstract description 2
- 229910006146 SO3M1 Inorganic materials 0.000 abstract 1
- 235000018102 proteins Nutrition 0.000 description 18
- AKEJUJNQAAGONA-UHFFFAOYSA-N sulfur trioxide Chemical compound O=S(=O)=O AKEJUJNQAAGONA-UHFFFAOYSA-N 0.000 description 16
- HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 6
- 238000000034 method Methods 0.000 description 6
- 238000006277 sulfonation reaction Methods 0.000 description 6
- HXKKHQJGJAFBHI-UHFFFAOYSA-N 1-aminopropan-2-ol Chemical compound CC(O)CN HXKKHQJGJAFBHI-UHFFFAOYSA-N 0.000 description 5
- HZAXFHJVJLSVMW-UHFFFAOYSA-N 2-Aminoethan-1-ol Chemical compound NCCO HZAXFHJVJLSVMW-UHFFFAOYSA-N 0.000 description 5
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical compound OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 5
- 241000209140 Triticum Species 0.000 description 5
- 235000021307 Triticum Nutrition 0.000 description 5
- 239000003945 anionic surfactant Substances 0.000 description 5
- ZBCBWPMODOFKDW-UHFFFAOYSA-N diethanolamine Chemical compound OCCNCCO ZBCBWPMODOFKDW-UHFFFAOYSA-N 0.000 description 5
- 102000008186 Collagen Human genes 0.000 description 4
- 108010035532 Collagen Proteins 0.000 description 4
- 150000001735 carboxylic acids Chemical class 0.000 description 4
- 229920001436 collagen Polymers 0.000 description 4
- 241000196324 Embryophyta Species 0.000 description 3
- 102000011782 Keratins Human genes 0.000 description 3
- 108010076876 Keratins Proteins 0.000 description 3
- 238000006386 neutralization reaction Methods 0.000 description 3
- OSCJHTSDLYVCQC-UHFFFAOYSA-N 2-ethylhexyl 4-[[4-[4-(tert-butylcarbamoyl)anilino]-6-[4-(2-ethylhexoxycarbonyl)anilino]-1,3,5-triazin-2-yl]amino]benzoate Chemical compound C1=CC(C(=O)OCC(CC)CCCC)=CC=C1NC1=NC(NC=2C=CC(=CC=2)C(=O)NC(C)(C)C)=NC(NC=2C=CC(=CC=2)C(=O)OCC(CC)CCCC)=N1 OSCJHTSDLYVCQC-UHFFFAOYSA-N 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- 240000007594 Oryza sativa Species 0.000 description 2
- 235000007164 Oryza sativa Nutrition 0.000 description 2
- 235000021120 animal protein Nutrition 0.000 description 2
- 238000006243 chemical reaction Methods 0.000 description 2
- RTZKZFJDLAIYFH-UHFFFAOYSA-N ether Substances CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 235000013336 milk Nutrition 0.000 description 2
- 239000008267 milk Substances 0.000 description 2
- 210000004080 milk Anatomy 0.000 description 2
- 239000003921 oil Substances 0.000 description 2
- 150000003242 quaternary ammonium salts Chemical class 0.000 description 2
- 239000002994 raw material Substances 0.000 description 2
- 235000009566 rice Nutrition 0.000 description 2
- 239000002689 soil Substances 0.000 description 2
- 238000003756 stirring Methods 0.000 description 2
- 235000013311 vegetables Nutrition 0.000 description 2
- 244000144725 Amygdalus communis Species 0.000 description 1
- 235000010469 Glycine max Nutrition 0.000 description 1
- 241000218922 Magnoliophyta Species 0.000 description 1
- 102000014171 Milk Proteins Human genes 0.000 description 1
- 108010011756 Milk Proteins Proteins 0.000 description 1
- 239000004721 Polyphenylene oxide Substances 0.000 description 1
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 description 1
- 238000003436 Schotten-Baumann reaction Methods 0.000 description 1
- 108010073771 Soybean Proteins Proteins 0.000 description 1
- 230000002378 acidificating effect Effects 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 230000010933 acylation Effects 0.000 description 1
- 238000005917 acylation reaction Methods 0.000 description 1
- 235000020224 almond Nutrition 0.000 description 1
- 239000002280 amphoteric surfactant Substances 0.000 description 1
- 125000000129 anionic group Chemical group 0.000 description 1
- 230000000035 biogenic effect Effects 0.000 description 1
- 238000004061 bleaching Methods 0.000 description 1
- 239000007844 bleaching agent Substances 0.000 description 1
- 230000005587 bubbling Effects 0.000 description 1
- 150000001767 cationic compounds Chemical class 0.000 description 1
- 125000002091 cationic group Chemical group 0.000 description 1
- 239000003093 cationic surfactant Substances 0.000 description 1
- 235000013339 cereals Nutrition 0.000 description 1
- 239000012043 crude product Substances 0.000 description 1
- 238000002845 discoloration Methods 0.000 description 1
- 238000004851 dishwashing Methods 0.000 description 1
- 235000013399 edible fruits Nutrition 0.000 description 1
- 230000001804 emulsifying effect Effects 0.000 description 1
- 150000002191 fatty alcohols Chemical class 0.000 description 1
- 210000003746 feather Anatomy 0.000 description 1
- 239000007789 gas Substances 0.000 description 1
- 238000011086 high cleaning Methods 0.000 description 1
- 210000003284 horn Anatomy 0.000 description 1
- 238000000338 in vitro Methods 0.000 description 1
- 150000002576 ketones Chemical class 0.000 description 1
- 239000010985 leather Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 235000021239 milk protein Nutrition 0.000 description 1
- 125000000896 monocarboxylic acid group Chemical group 0.000 description 1
- 239000002324 mouth wash Substances 0.000 description 1
- 210000004400 mucous membrane Anatomy 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 235000014571 nuts Nutrition 0.000 description 1
- 230000003287 optical effect Effects 0.000 description 1
- 239000006072 paste Substances 0.000 description 1
- 238000005191 phase separation Methods 0.000 description 1
- 229920000570 polyether Polymers 0.000 description 1
- 229920000151 polyglycol Polymers 0.000 description 1
- 239000010695 polyglycol Substances 0.000 description 1
- 239000011148 porous material Substances 0.000 description 1
- 239000011591 potassium Substances 0.000 description 1
- 238000001556 precipitation Methods 0.000 description 1
- 238000005086 pumping Methods 0.000 description 1
- 230000035945 sensitivity Effects 0.000 description 1
- 239000007787 solid Substances 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 229940001941 soy protein Drugs 0.000 description 1
- 238000003860 storage Methods 0.000 description 1
- 230000019635 sulfation Effects 0.000 description 1
- 238000005670 sulfation reaction Methods 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 239000000606 toothpaste Substances 0.000 description 1
- 210000002268 wool Anatomy 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
- A61K8/64—Proteins; Peptides; Derivatives or degradation products thereof
- A61K8/65—Collagen; Gelatin; Keratin; Derivatives or degradation products thereof
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/04—Dispersions; Emulsions
- A61K8/046—Aerosols; Foams
-
- 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
- A61Q11/00—Preparations for care of the teeth, of the oral cavity or of dentures; Dentifrices, e.g. toothpastes; Mouth rinses
-
- 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
- A61Q19/10—Washing or bathing preparations
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/28—Sulfonation products derived from fatty acids or their derivatives, e.g. esters, amides
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/37—Mixtures of compounds all of which are anionic
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/02—Inorganic compounds ; Elemental compounds
- C11D3/04—Water-soluble compounds
- C11D3/046—Salts
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D3/00—Other compounding ingredients of detergent compositions covered in group C11D1/00
- C11D3/16—Organic compounds
- C11D3/38—Products with no well-defined composition, e.g. natural products
- C11D3/386—Preparations containing enzymes, e.g. protease or amylase
- C11D3/38636—Preparations containing enzymes, e.g. protease or amylase containing enzymes other than protease, amylase, lipase, cellulase, oxidase or reductase
-
- 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
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/59—Mixtures
- A61K2800/596—Mixtures of surface active compounds
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/02—Preparations for cleaning the hair
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q9/00—Preparations for removing hair or for aiding hair removal
- A61Q9/02—Shaving preparations
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/04—Carboxylic acids or salts thereof
-
- C—CHEMISTRY; METALLURGY
- C11—ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
- C11D—DETERGENT COMPOSITIONS; USE OF SINGLE SUBSTANCES AS DETERGENTS; SOAP OR SOAP-MAKING; RESIN SOAPS; RECOVERY OF GLYCEROL
- C11D1/00—Detergent compositions based essentially on surface-active compounds; Use of these compounds as a detergent
- C11D1/02—Anionic compounds
- C11D1/12—Sulfonic acids or sulfuric acid esters; Salts thereof
- C11D1/14—Sulfonic acids or sulfuric acid esters; Salts thereof derived from aliphatic hydrocarbons or mono-alcohols
- C11D1/143—Sulfonic acid esters
Definitions
- the present invention relates to aqueous surfactant compositions containing alpha-sulfofatty acid disalts and protein derivatives.
- Anionic surfactants are among the most widespread surface-active compounds and are widely used in detergents and cleaners as well as in the field of cosmetics.
- Conventional anionic surfactants such as those used primarily in cosmetics, are the salts of alkyl ether sulfates (alkyl polyether sulfates, fatty alcohol polyglycol ether sulfates, and also ether sulfates). They are characterized by high foaming power, high cleaning power, low hardness and fat sensitivity and are often used for the production of cosmetic products such as hair shampoos, foam or shower baths, but also in hand dishwashing detergents.
- anionic surfactants are subject to further requirements in addition to good surface-active action. Especially in cosmetics, a high dermatological compatibility is required. Furthermore, a good foaming power and a pleasant sensory properties of the foam are generally desired. Furthermore, there is a need for anionic surfactants which can be prepared at least in part from biogenic sources and especially renewable raw materials.
- the object of the present invention was to provide aqueous surfactant compositions which have the following properties: • Good foaming power.
- the invention relates firstly to containing aqueous surfactant compositions
- radical R 1 denotes a linear or branched alkyl or alkenyl radical having 6 to 18 C atoms and the radicals M 1 and M 2 - independently of one another - are selected from the group H, Li, Na, K, Ca / 2, Mg / 2, ammonium and alkanolamines,
- protein derivatives (B2) wherein the protein derivatives (B2) are reaction products of one or more protein hydrolysates (Bl) with substances selected from the group consisting of fatty acids, fatty acid chlorides, cationizing reagents and protein hydrolysates (Bl), wherein the protein hydrolysates (Bl) are proteins, peptides and / or amino acids which are produced by chemical and / or enzymatic hydrolysis of proteins from plant or animal sources, and
- Alkenyl may be or may be branched, and the radical M 7 is selected from the group consisting of Li, Na, K, Ca / 2, Mg / 2, ammonium and alkanolamines, it is true that the compounds (A) - based on the totality of the compounds (A) and (E) - to 50 parts by weight or more - and in particular to 90 parts by weight or more - must be present.
- the novel aqueous surfactant compositions are distinguished by the following advantageous properties:
- compositions according to the invention have a large foam volume during foaming.
- foaming takes place in a relatively short period of time (from a few seconds to a minute).
- a shower gel or a shampoo is typically distributed by rubbing between hands, skin and / or hair and made to foam.
- foaming behavior of an aqueous surfactant solution e.g.
- a subjective assessment of the foam sensor can be done in a test subject. Here, aspects such as creaminess, elasticity, moldability of the foam can be assessed.
- compositions can be dissolved quickly and without heat. • Good solubility and transparency.
- the aqueous surfactant compositions are not prone to precipitation or clouding.
- Sufficiently high viscosity which in the context of the present invention is understood as meaning a value of 1000 mPas or higher (measured with a Brookfield RV laboratory rheometer at 23 ° C., 12 rpm, spindle set RV 02 to 07 (spindle selection depending on the viscosity range) ).
- MPas is known to mean millipascal seconds
- aqueous surfactant compositions are useful for removing and emulsifying soils, especially greasy or oily soils, from solid or textile surfaces.
- the compounds (A) which are referred to as alpha-sulfofatty acid disalts in the context of the present invention are obligatory for the aqueous surfactant compositions according to the invention. They have the abovementioned formula (I) R 1 CH (SO 3 M 1 ) COOM 2 (I) in which the radical R 1 denotes a linear or branched alkyl or alkenyl radical having 6 to 18 C atoms and the radicals M 1 and M 2 - independently of one another - are selected from the group H, Li, Na, K, Ca / 2, Mg / 2, ammonium and alkanolamines. Particularly preferred alkanolamines are monoethanolamine, diethanolamine, triethanolamine and mono-isopropanolamine.
- the proviso that the proportion of the compounds (A) in the aqueous surfactant compositions in which the radical R 1 is an alkenyl radical, based on the total amount of the compounds (A), is 3% by weight or less lies.
- the radical R 1 in the formula (I) denotes a saturated, linear alkyl radical having 10 to 16 C atoms, with respect to the compounds (A) that the proportion of the compounds (A) in which the radical R 1 is a decyl and / or a dodecyl radical - based on the total amount of the compounds (A) - is 70% by weight or more and preferably 90% by weight or more.
- the radicals M 1 and M 2 in the formula (I) are selected from the group H (hydrogen) and Na (sodium).
- the compounds (A) can be prepared by all methods known to those skilled in the art.
- a particularly preferred method of preparation is the sulfonation of the corresponding carboxylic acids.
- the corresponding carboxylic acid and in particular the corresponding fatty acids are reacted with gaseous sulfur trioxide, the sulfur trioxide preferably being used in an amount such that the molar ratio of SO 3 to fatty acid is in the range from 1.0: 1 to 1.1: 1.
- the crude products thus obtained, which are acid sulfonated products are then partially or completely neutralized, with complete neutralization with aqueous NaOH being preferred. If desired, cleaning steps and / or bleaching (to set the desired light color of the products) can also be carried out.
- the compounds (A) are used in technical form.
- the corresponding carboxylic acids in particular native fatty acid, are sulfonated with gaseous sulfur trioxide, resulting in a mixture of compounds (A), (C) and (D) after partial or complete neutralization of the resulting acid sulfonation products.
- the reaction parameters in particular molar ratio of carboxylic acid and sulfur trioxide and reaction temperature
- the ratio of the compounds (A), (C) and (D) can be controlled.
- Compounds (C) and (D) are described below in the "Preferred Embodiments" section.
- the content of (C) is in the range from 0 to 20% by weight
- the content of (D) is in the range from 0 to 20% by weight, with the proviso that the sum of components (A), (C) and (D) in this mixture is 100% by weight.
- the protein derivatives (B2) are reaction products of one or more protein hydrolysates (B1) with substances selected from the group of fatty acids, fatty acid chlorides, cationizing reagents and protein hydrolysates (B1).
- Fatty acids are compounds of the formula R 80 COOH, where R 80 is an alkyl radical having 1 to 21 C atoms.
- Fatty acid chlorides are compounds of the formula R 81 COCl, where R 81 is an alkyl radical having 1 to 21 C atoms.
- Particularly preferred protein derivatives (B2) are protein condensates which are prepared by acylation of a protein hydrolyzate (B1) by means of fatty acid chlorides according to the Schotten-Baumann reaction.
- Cationizing reagents preferably include quaternary ammonium salts, such as, for example, N, N-dimethyl-N- (n-alkyl) -N- (2-hydroxy-3-chloro-n-propyl) -ammonium halides, and in particular ⁇ , ⁇ -dimethyl-N - (n-dodecyl) -N- (2-hydroxy-3-chloro-n-propyl) -ammonium chloride to understand.
- quaternary ammonium salts such as, for example, N, N-dimethyl-N- (n-alkyl) -N- (2-hydroxy-3-chloro-n-propyl) -ammonium halides, and in particular ⁇ , ⁇ -dimethyl-N - (n-dodecyl) -N- (2-hydroxy-3-chloro-n-propyl) -ammonium chloride to understand.
- Protein hydrolysates are proteins, peptides and / or amino acids produced by chemical and / or enzymatic hydrolysis of proteins from plant or animal sources.
- the protein hydrolysates (B1) have an average molecular weight of 100-250,000 daltons, preferably 200-5,000 daltons.
- the vegetable or animal protein sources of the protein hydrolysates (B1) are selected from the group of oil plants, fruits, nuts, flowering plants, cereals, wool, feathers, silk, leather, milk, hair or horn. In a preferred embodiment, the vegetable or animal protein sources of the protein hydrolysates (B1) are selected from the group soy, wheat, almonds, rice, milk, keratin and collagen.
- the compounds (B1) are selected from the group of compounds having the INCI names Hydrolyzed Wheat Protein, Hydrolyzed Sweet Almond Protein, Hydrolyzed Rice Protein, Hydrolyzed Soy Protein, Hydrolyzed Milk Protein, Hydrolyzed Collagen, Hydrolyzed Keratin.
- the compounds (B2) can be prepared by all methods known to the person skilled in the art.
- the protein derivatives (B2) are protein-fatty acid condensates prepared by acylating one or more protein hydrolysates (B1) by means of one or more fatty acid chlorides.
- the protein derivatives (B2) are cationic compounds prepared by means of quaternary ammonium salts.
- the compounds (B2) are selected from the group of compounds having the INCI names Lauridimonium Hydroxypropyl Hydrolyzed Wheat Protein, Lauridimonium Hydroxypropyl Hydrolyzed Collagen, Hydroxypropyltrimonium Hydrolyzed Wheat Protein, Potassium Cocoyl Hydrolyzed Collagen, Sodium Cocoyl Hydrolyzed Wheat Protein and Cocodimonium Hydroxypropyl Hydrolyzed keratin.
- the aqueous surfactant compositions according to the invention contain, in addition to the compounds (A), (B) and water, additionally one or more compounds (C) of the general formula (II)
- the radical R 4 denotes a linear or branched alkyl or alkenyl radical having 7 to 19 C atoms and the radicals M 5 is selected from the group H, Li, Na, K, Ca / 2, Mg / 2, ammonium and alkanolamines.
- Particularly preferred alkanolamines are monoethanolamine, diethanolamine, triethanolamine and mono-isopropanolamine.
- the aqueous surfactant compositions according to the invention additionally contain, in addition to the compounds (A), (B) and water, one or more inorganic salts of sulfuric acid (D) of the general formula (IV)
- M 6 is selected from the group Li, Na, K, Ca / 2, Mg / 2, ammonium and alkanolamine.
- Particularly preferred alkanolamines are monoethanolamine, diethanolamine, triethanolamine and mono-isopropanolamine.
- the aqueous surfactant compositions according to the invention contain the compounds (A), (B), (C) and (D). It is particularly preferred if the radicals M 1 and M 2 of the compounds (A), the radical M 5 of the compounds (C) and the radical M 6 of the compounds (D) are selected from the group H (hydrogen) and Na (Sodium).
- the aqueous surfactant compositions according to the invention additionally comprise, in addition to the compounds (A), (B) and water, one or more compounds (F) of the general formula (VI)
- Particularly preferred alkanolamines are monoethanolamine, diethanolamine, triethanolamine and mono-isopropanolamine.
- the compounds (F) are referred to in the context of the present invention as mono-sulfo-ketones.
- the radicals R 6 and R 7 in the formula (VI) - independently of one another - are a saturated, linear radical having 10 to 16 C atoms, with respect to the compounds (F) that the proportion of Compounds (F) in which the radicals R 6 and R 7 denote a decyl and / or a dodecyl radical, based on the total amount of the compounds (F) - at 70% by weight and preferably at 90% by weight or is more.
- the radical M 8 in the formula (VI) is selected from the group H and Na.
- the aqueous surfactant compositions according to the invention comprise in addition to the compounds (A), (B) and water additionally one or more compounds (G) of the general formula (VII)
- radicals R 8 and R 9 - independently of one another - are a linear or branched alkyl radical having 6 to 18 C atoms and the radicals M 9 and M 10 - independently of one another - are selected from the group H, Li, Na, K, Ca / 2, Mg / 2, ammonium and alkanolamines.
- Particularly preferred alkanolamines are monoethanolamine, diethanolamine, triethanolamine and mono-isopropanolamine.
- the compounds (G) are referred to in the context of the present invention as di-sulfo-ketones.
- the radicals R 8 and R 9 in the formula (VE) independently of one another denote a saturated, linear radical having 10 to 16 C atoms, with respect to the compounds (G) that the Proportion of the compounds (G) in which the radicals R 8 and R 9 denote a decyl and / or a dodecyl radical, based on the total amount of the compounds (G), at 70% by weight or more and preferably at 90% by weight. - or more.
- the radicals M 9 and M 10 in the formula (VE) are preferably selected from the group H and Na.
- the preparation of the compounds (F) and (G) is not particularly limited and they can be prepared by any methods known to those skilled in the art.
- the compounds (F) and (G) are prepared by sulfonation of corresponding ketones with gaseous sulfur trioxide, as described in German laid-open specification DE-A-4220,580.
- the preparation of compounds (F) and (G) is based on fatty acids.
- the sulfation of liquid fatty acids with gaseous sulfur trioxide is carried out in such a way that in addition to salts (A) the compounds (F) and (G) are formed, which can be realized by carrying out the sulfonation as follows:
- the ratio of Raw materials fatty acid, which can also be used in the form of mixtures of fatty acids of different chain length, and sulfur trioxide is adjusted so that 1.0 to 1.5 mol and in particular 1.0 to 1.25 mol SO3 per mol of fatty acid ( n).
- the fatty acids are introduced into the reactor at a feed temperature in the range from 70 to 100.degree.
- the obtained liquid sulfonation product is kept in this temperature for 5 to 20 minutes in a tempered Nachre syndrome and aged.
- the neutralization with an aqueous base preferably sodium hydroxide, is generally carried out at a pH in the range of from 5 to 10, in particular from 5 to 7.
- an acidic bleach - the pH is adjusted to a value of 7 or less - be carried out with hydrogen peroxide.
- the aqueous surfactant compositions according to the invention contain the compounds (A), (B) and (F). It is particularly preferred if the radicals M 1 and M 2 of the compounds (A) are selected from the group H (hydrogen) and Na (sodium). The proviso that the amount of compounds (A) must be greater than the amount of compounds (F).
- the aqueous surfactant compositions according to the invention contain the compounds (A), (B) and (G). It is particularly preferred if the radicals M 1 and M 2 of the compounds (A) are selected from the group H and Na. The proviso that the amount of compounds (A) must be greater than the amount of compounds (G).
- the aqueous surfactant compositions according to the invention contain the compounds (A), (B), (F) and (G). It is particularly preferred if the radicals M 1 and M 2 of the compounds (A) are selected from the group H and Na. The proviso that the amount of the compounds (A) must be greater than the sum of the amount of the compounds (F) and (G).
- the aqueous surfactant compositions according to the invention contain the compounds (A), (B), (C), (D) and (F). It is particularly preferred if the radicals M 1 and M 2 of the compounds (A), the radical M 5 of the compounds (C) and the radical M 6 of the compounds (D) are selected from the group H and Na. The proviso that the amount of compounds (A) must be greater than the amount of compounds (F).
- the aqueous surfactant compositions according to the invention contain the compounds (A), (B), (C), (D) and (G). It is particularly preferred if the radicals M 1 and M 2 of the compounds (A), the radical M 5 of the compounds (C) and the radical M 6 of the compounds (D) are selected from the group H and Na. The proviso that the amount of compounds (A) must be greater than the amount of compounds (G).
- the aqueous surfactant compositions according to the invention contain the compounds (A), (B), (C), (D), (F) and (G). It is particularly preferred that the radicals M 1 and M 2 of the compounds (A), the radical M 5 of the compounds (C) and the Rest M 6 of the compounds (D) are selected from the group H and Na. The proviso that the amount of the compounds (A) must be greater than the sum of the amount of the compounds (F) and (G).
- the aqueous surfactant compositions according to the invention may additionally contain one or more further surfactants which structurally do not belong to the abovementioned compounds (A), (B), (D), (E), (F) or (G).
- These surfactants may be anionic, cationic, nonionic or amphoteric surfactants.
- Another object of the invention is the use of the above-mentioned compositions for cosmetic products, as well as detergents and cleaners.
- cosmetic agents particular preference is given in particular to those which are in the form of hair shampoos, shower gels, soaps, syndets, washing pastes, washing lotions, scrub preparations, bubble baths, oil baths, shower baths, shaving foams, shaving lotions, shaving creams and dental care products (for example toothpastes, mouthwashes and the like).
- agents with a low pH are preferred for cleaning hard surfaces, such as bath and toilet cleaners and the like, as well as for cleaning and / or fragrance gels for use in sanitary facilities.
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Abstract
L'invention concerne des compositions tensio-actives aqueuses contenant ∙ un ou plusieurs bisels d'acide gras alpha sulfonique (A) de la formule générale (I): R1CH(SO3M1)COOM2, dans laquelle le radical R1 représente un radical alkyle ou alkylène linéaire ou ramifié comportant 6 à 18 atomes de C et les radicaux M1 et M2 - indépendamment l'un de l'autre - sont sélectionnés parmi le groupe H, Li, Na, K, Ca/2, Mg/2, ammonium et alcanolamine, ∙ un ou plusieurs dérivés de protéines (B2), ces derniers (B2) étant des produits de réaction d'un ou de plusieurs hydrolysats de protéines (B1) avec des substances sélectionnées dans le groupe des acides gras, chlorures d'acides gras, réactifs de cationisation et hydrolysats de protéines (B1), lesdits hydrolysats de protéine (B1) étant des peptides et/ou acides aminés produits par hydrolyse chimique et/ou enzymatique de protéines d'origine végétale ou animale, et ∙ de l'eau, une condition secondaire définie plus précisément dans les revendications devant être respectée en ce qui concerne les sulfonates d'ester. Ces compositions présentent un bon pouvoir moussant et leur mousse procure une sensation agréable. Elles ont une bonne tolérance cutanée et conviennent à l'utilisation dans des produits cosmétiques et des produits de lavage et de nettoyage.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP16178791.6A EP3269352A1 (fr) | 2016-07-11 | 2016-07-11 | Compositions de tensioactifs aqueux |
| PCT/EP2017/061254 WO2018010868A1 (fr) | 2016-07-11 | 2017-05-11 | Compositions tensio-actives aqueuses |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| EP3481367A1 true EP3481367A1 (fr) | 2019-05-15 |
Family
ID=56404027
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP16178791.6A Withdrawn EP3269352A1 (fr) | 2016-07-11 | 2016-07-11 | Compositions de tensioactifs aqueux |
| EP17722042.3A Withdrawn EP3481367A1 (fr) | 2016-07-11 | 2017-05-11 | Compositions tensio-actives aqueuses |
Family Applications Before (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| EP16178791.6A Withdrawn EP3269352A1 (fr) | 2016-07-11 | 2016-07-11 | Compositions de tensioactifs aqueux |
Country Status (4)
| Country | Link |
|---|---|
| US (1) | US20190365624A1 (fr) |
| EP (2) | EP3269352A1 (fr) |
| JP (1) | JP2019522093A (fr) |
| WO (1) | WO2018010868A1 (fr) |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE4220580A1 (de) | 1992-06-24 | 1994-01-13 | Henkel Kgaa | alpha-Sulfocarbonylverbindungen |
| US20050153853A1 (en) * | 2002-01-31 | 2005-07-14 | Stepan Company | Soap bar compositions comprising alpha sulfonated alkyl ester or sulfonated fatty acid and synthetic surfactant and processes for producing same |
| DE102012214150A1 (de) * | 2012-08-09 | 2014-02-13 | Henkel Ag & Co. Kgaa | Haarpflegemittel mit ausgewählten Tensiden und ausgewählten Komplexen aus sauren Proteinhydrolysaten und basischen Fettsäureamidoaminen |
| EP2990026B1 (fr) * | 2014-08-27 | 2017-04-05 | Basf Se | Compositions de tensioactifs aqueuses |
-
2016
- 2016-07-11 EP EP16178791.6A patent/EP3269352A1/fr not_active Withdrawn
-
2017
- 2017-05-11 US US16/314,688 patent/US20190365624A1/en not_active Abandoned
- 2017-05-11 JP JP2019500635A patent/JP2019522093A/ja not_active Withdrawn
- 2017-05-11 EP EP17722042.3A patent/EP3481367A1/fr not_active Withdrawn
- 2017-05-11 WO PCT/EP2017/061254 patent/WO2018010868A1/fr not_active Ceased
Also Published As
| Publication number | Publication date |
|---|---|
| EP3269352A1 (fr) | 2018-01-17 |
| US20190365624A1 (en) | 2019-12-05 |
| WO2018010868A1 (fr) | 2018-01-18 |
| JP2019522093A (ja) | 2019-08-08 |
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