EP1646429A1 - Verwendung von alkylguanidin-verbindungen zur behandlung und nachbehandlung von haaren - Google Patents
Verwendung von alkylguanidin-verbindungen zur behandlung und nachbehandlung von haarenInfo
- Publication number
- EP1646429A1 EP1646429A1 EP04739472A EP04739472A EP1646429A1 EP 1646429 A1 EP1646429 A1 EP 1646429A1 EP 04739472 A EP04739472 A EP 04739472A EP 04739472 A EP04739472 A EP 04739472A EP 1646429 A1 EP1646429 A1 EP 1646429A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- hair
- atoms
- acid
- compounds
- radicals
- 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- Withdrawn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
Classifications
-
- 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
- A61Q5/12—Preparations containing hair conditioners
-
- 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
- A61K8/43—Guanidines
Definitions
- alkylguanidine compounds for the treatment and after-treatment of hair
- treatment with chemical agents changes the structure and surface properties of the hair.
- Methods such as that perms, bleaching, dyeing, tinting, smoothing etc., but also frequent washing with aggressive surfactants help to cause more or less severe damage to the hair structure.
- the surface of the hair roughened, making it difficult to comb and brittle. For example, during a perm both the cortex and the cuticle of the hair are attacked.
- the disulfide bridges of the cystine are broken up by the reduction step and partially oxidized to cysteic acid in the subsequent oxidation step.
- the hair is easily accessible for further damage from chemicals, surfactants and environmental influences, which can cause hair breakage and split ends.
- the overall unsatisfactory condition of cleaned or damaged hair therefore requires subsequent treatment by a conditioning formulation in order to improve the undesirable properties of the hair.
- Conditioning agents are used separately from shampoos and are usually rinses, cream emulsions or lotions such as Hair rinses, hair treatments, shampoos, leave-in conditioners etc. with at least one cationic component.
- conditioning agents or conditioners There is a broad basis in the literature for the definition of the terms conditioning agents or conditioners and is described by Breuer et al. "Physical chemistry of hair condition", Cosmetics & Toiletries 94 (1979), 29 and from Edelstein “Hair Conditioners and Conditioning", Cosmetics Sc Toiletries 100 (1985), 31 defined as an effect that after a hair treatment (containing these conditioning agents tendency formulations) and the hair properties improved in terms of combability, formability, volume, manageability and optical properties (Breuer) or combability, disentanglement, shine, volume, strength and formability (gemstone).
- hair conditioning agents prevent, delay or wear down changes in the hair, caused by environmental influences and chemical treatment agents. The effect is mainly based on a superficial change in the hair, which also has a positive effect on its shine.
- conditioning additives that prevent excessive mechanical damage to the hair.
- simple conditioners are not suitable for long or chemically treated hair. In this case, special conditioning additives (additional) must be used.
- WO-A-97/09028 states that conditioning, i.e. a general improvement in the condition of the hair can thus be brought about by additives penetrating into the hair, in particular on damaged areas of the hair, or accumulating on such areas and in this way improving its general condition, for example its combability.
- the "conditioning effect” is understood as an improvement in the combability of wet and dry hair, the shine, the silky, smooth and soft feel and the manageability when styling and laying.
- Conventional leave-in and rinse-off conditioning agents contain fatty alcohols to adjust the viscosity as well quaternary alkylammonium compounds and silicones for actual conditioning.
- the fatty alcohols tend to deposit on the individual hair and ultimately cause a reduction in volume.
- the surface of the hair is anionically charged in the untreated state, caused by carboxylate and sulfonic acid groups. This results in the disadvantageous electrostatic properties.
- cationic surfactants based on alkylammonium or silicone quats are mainly added to commercially available hair care products. Due to Coulomb interactions, these compounds attach themselves to the oppositely charged hair surface, on which they form a monomolecular layer and thereby make the hair hydrophobic. Because of the steric hindrance, however, alkylammonium compounds show only a weak hold on hair caused by Coulomb interactions.
- Such an active ingredient should preferably have a clear effect even in low use concentrations, be non-toxic, preferably of natural origin or nature-identical, be very well tolerated by the hair and scalp, have a high level of compatibility with other ingredients and can be found in hair treatment compositions and Have hair aftercare incorporated. It is particularly desirable if this ingredient can also perform the function of certain components, that have previously been used for hair treatment, such as that of a conditioning agent.
- Hair treatment agent and hair aftertreatment agent containing as conditioning agent 0.05 to 10.0% by weight of at least one alkylguanidine compound of the general formulas (I) and / or (II)
- R 1 , R 2 a) independently of one another H, an optionally branched hydrocarbon radical which may contain double bonds, hydroxyalkyl, alkyloxy, carboxyalkyl radicals with 2 to 30 carbon atoms. Atoms, preferably 4 to 22, in particular 6, 8 or 16 to 22, carbon atoms, or b) alicyclic, heterocyclic compounds optionally containing multiple bonds, which may have a ring size of 3 to 10 atoms, preferably 4 to 6 atoms, which further , can carry saturated or unsaturated hydrocarbon substituents with 1 to 30 C atoms, preferably 4 to 22 C atoms, or c) alkylamidoalkylene or alkyl ester alkylene radicals, which may contain further structural elements mentioned under a) and b), with the proviso that in compounds according to formula (I) with R 1 alkylamidoalkylene, R 2 is not hydrogen, and the structural elements a), b), c) can be combined with one another and with one another, R
- Components saturated, unsaturated or aromatic, with a ring size of 3 to 10 atoms, preferably with a ring size of 4 to 6 atoms, containing hydrocarbon radical with 1 to 30 carbon atoms, preferably 4 to 22 carbon atoms or in
- R 1 and R 2 in the element -N (R 1 ) -R 3 - (R 2 ) N- can form a 5 to 8-membered ring.
- Another object of the invention is the use of alkylguanidine compounds of the general formulas (I) and / or (II), which is characterized in that at least one of the radicals R 1 , R 2 is a C 8 - or a C 1S - 2 2 -Alkylrest is.
- Another object of the invention is the use of alkylguanidine compounds of the general formulas (I) and / or (II) which is characterized in that the radicals R 1 , R 2 are C 12 alkyl radicals.
- Another object of the invention is the use of alkylguanidine compounds of the general formulas (I) and / or (II), which is characterized in that the radicals R 1 , R 2 are identical or different alkylamidoalkylene or alkyl ester alkylene radicals.
- alkylguanidine compounds of the general formulas (I) and / or (II) which is characterized in that R 3 are hydrocarbon radicals, preferably alkylene radicals having 4 to 18, preferably 6 to 12, carbon atoms and R 1 and R 2 have the meaning given above and are preferably at least once hydrogen.
- alkyl guanidines used or co-used according to the invention in particular the straight-chain ones, have both good stability and good formulability, produce a clear effect even in low use concentrations, are non-toxic, natural in origin or identical in nature, are very good on the hair and the Tolerated scalp, have a high compatibility with other ingredients and can be easily in
- alkylguanidines are guanidylated in an alcoholic solution with cyanamide in the presence of a protonic acid. The products are thus obtained as crystalline salts.
- the fatty amines used to produce the alkyl guanidines used in accordance with the invention are prepared by known processes by reacting fatty acids with NH 3 in the presence of catalysts to give the nitrile and subsequent hydrogenation to give the primary amine.
- Amines used are made from individual or mixtures of the fatty acids such as caprylic acid, capric acid, 2-ethylhexanoic acid, lauric acid, myristic acid, palmitic acid, palmitoleic acid, isostearic acid, stearic acid, hydroxystearic acid (ricinoleic acid), dihydroxystearic acid, oleic acid, linoleic acid, arachidic acid, petroic acid , Behenic acid and erucic acid, gadoleic acid and the technical mixtures resulting from the pressure splitting of natural fats and oils such as oleic acid, linoleic acid, linolenic acid and in particular rapeseed oil fatty acid, soybean oil fatty acid, sunflower oil fatty acid, tall oil fatty acid, coconut oil.
- the fatty acids such as caprylic acid, capric acid, 2-ethylhexanoic acid, lauric acid, myristic acid, palmitic acid
- C 8 -i 8 coconut or palm fatty acids Partially hardened C 8 -i 8 coconut or palm fatty acids, rapeseed oil fatty acids, sunflower oil fatty acids, soybean oil fatty acids and tall oil fatty acids, with iodine numbers in the range from approximately 80 to 150 and in particular technical C 8 . 18 coconut fatty acids are used, where appropriate a selection of Eis / trans isomers such as elaidic acid-rich C 16 / i 8 ⁇ fatty acid cuts can be advantageous. They are commercially available products and are offered by various companies under their respective trade names.
- alkylguanidine derivatives are therefore limited to the use of the tenside properties for use as detergent substances. So far nothing has been found about the surprising good properties of this class of compounds for conditioning hair.
- alkylguanidines of the general formula (I) and / or (II) and / or their salts and / or their hydrates in which the radicals R 1 and / or R 2 have a C 6 at least once have proven particularly suitable -, C 8 - or a Ci S - 22 alkyl radical.
- all cosmetically acceptable inorganic or organic mono- or polybasic acids such as formic acid, acetic acid, propionic acid, heptanoic acid, caprylic acid, nonanoic acid, capric acid, undecanoic acid, lauric acid, myristic acid, palmitic acid, stearic acid, arachic acid, behenic acid, cyclopenic acid are suitable for salt formation.
- tancarboxylic acid cyclohexane carboxylic acid, acrylic acid, methacrylic acid, vinyl acetic acid, crotonic acid, 2- / 3- / 4-pentenoic acid, 2- / 3- / 4- / 5-hexenoic acid, lauroleic acid, myristic oleic acid, palmitoleic acid, oleic acid, gadoleic acid, sorbic acid, linoleic acid, linolenic acid, pivalic acid, ethoxyacetic acid, phenylacetic acid , Lactic acid, 2-ethylhexanoic acid, oxalic acid, glycolic acid, malic acid, malonic acid, succinic acid, tartaric acid, glutaric acid, citric acid, adipic acid, pimelic acid, suberic acid, azelaic acid, sebacic acid, benzoic acid, o- / m- / p-tolylic acid,
- Cosmetic preparations according to the invention for post-treatment, shaping and care of the hair are understood in particular to be those hair treatment agents which are used after chemical treatment of the hair (chemical hair treatment agents and hair treatment agents which have a negative influence on the hair structure), in which an improvement of combability, feel, detangling, volume and shine of hair is obtained by the addition of alkylguanidine compounds.
- Alkylguanidines can generally be used in a concentration of 0.01 to 10.0% by weight, preferably in a concentration of 0.1 to 5.0% by weight, in particular in a concentration of 0.1 to 2.0% by weight .-%, be included.
- the hair aftertreatment agents are, for example, hair rinses, hair treatments, conditioners, leave-in conditioners, hair shampoos, two-in-one shampoos, setting formulations such as foaming agents, hair sprays or hair dryer lotions, hair lotions, hair tip fluids. They can be in the form of a gel, emulsion, solution, aerosol spray or foam, non-aerosol spray or foam.
- the cosmetic preparations according to the invention for treating the hair after chemical treatment have a pH of 3 to 7 and therefore preferably contain a water-soluble acid or a buffer mixture which is suitable for this purpose and which stabilizes this pH.
- the cosmetic preparations according to the invention for treating the hair can contain, in addition to alkylguanidine compounds, further components which are advantageous and / or customary for the particular application.
- So shampoos e.g. 3 to 30% by weight of foaming anionic, zwitterionic, ampholytic and nonionic surfactants.
- Hair rinses and hair treatments contain 0 to 10% by weight, preferably 0.5 to 5% by weight, emulsifiers, 0 to 10% by weight, preferably 0.5 to 5% by weight, consistency agents and 0 to 20% by weight of cosmetic oils of vegetable and synthetic origin, emollients, vitamin preparations and proteins.
- Shampoos, hair rinses, hair treatments and conditioners also preferably contain 0 to 8% by weight, preferably 0.1 to 5% by weight, of cationic surfactants and water-soluble polymers with quaternary ammonium groups to reduce the static chargeability and to improve combability, Grip and shine.
- the cationic surfactants are usually quaternary ammonium compounds, such as alkyltrimethylammonium salts, dialkyldimethylammonium salts, trialkylmethylammonium salts and imidazolinium compounds.
- the long alkyl chains consist of a carbon chain with 10 to 22 carbon atoms, the counterions to quaternary nitrogen are, for example, halides, sulfate, acetate, lactate, glycolate, nitrate or phosphate. Products can be found under the name Varisoft® 300, 432 CG,
- Alkylamidoquats e.g. are sold under the name Varisoft® PATC and RTM 50 by Goldschmidt-Rewo.
- the water-soluble polymers with quaternary ammonium groups are e.g.
- cationic cellulose derivatives such as those commercially available under the names Celquat® H 100 and L 200 from National Starch or Polymer JR® 400 from Amerchol, - polymeric dimethyldiallylammonium salts and their copolymers with esters and amides of acrylic acid and methacrylic acid.
- the products commercially available from Calgon under the name Merquat® 100 or Merquat® 550 are examples of such cationic polymers and copolymers of vinylpyrrolidone with quaternized derivatives of dialkylaminoacrylate and methacrylate.
- Gafquat® 735 and Gafquat® 744 are commercially available under the names Gafquat® 735 and Gafquat® 744 from ISP, Vinylpyrrolidone-vinylimidazolium methochloride copolymers, such as those offered by BASF under the name Luviquat® FC 370, FC 550, FC 905 and HM-552, quaternized polyvinyl alcohol, - quaternized protein hydrolyzates of animal or vegetable origin based on keratin, collagen, elastin, wheat, Rice, soy, milk, silk, corn.
- Such products are sold, for example, under the name Croquat® Wheat and SiIk by Croda, Promois® W-32CAQ, SiIk CAQ, WG CAQ by Seiwa Kasei or Quat-Coll® CDMA by Brooks, guar hydroxypropyltrimethylammonium chloride, amino-functional polydimethylsiloxanes or hydroxylamine-modified silicones, such as the commercial products ABIL® Quat 3272 and ABIL® Quat 3474 from Goldschmidt, Dow Corning® 929 Emulsion, Dow Corning® 939 from Dow Corning.
- Fixer formulations and other hair styling preparations usually contain 0.1 to 5% by weight of film-forming polymers soluble in aqueous or aqueous-alcoholic media, if appropriate together with cationic surfactants or cationic polymers.
- film formers are homopolymers of vinyl pyrrolidone, homopolymers of N-vinylformamide, copolymers of vinyl pyrrolidone and vinyl acetate, terpolymers of vinyl pyrrolidone, vinyl acetate and vinyl propionate, polyacrylamides, polyvinyl alcohols, high molecular weight polyethylene glycol or high molecular weight copolymers of ethylene glycol.
- These products are commercially available under the name Luviskol® K30, K60, K80, VA37E from BASF or PVP / VA E335 and PVP K30 from ISP.
- Typical frame formulations for the respective applications are known in the art and are, for example, in the brochures of the manufacturers of the respective basic and effective Contain substances. These existing formulations can usually be adopted unchanged. If necessary, the desired modifications can be made without complications by simple experiments for adaptation and optimization.
- a typical formulation for a hair conditioner contains:
- a typical formulation for a hair shampoo contains, for example:
- the preparations for chemical hair treatment are agents for permanent shaping of the hair, such as permanent waving and fixing agents or hair smoothing agents, color-changing agents such as bleaching agents, oxidation dyes and tinting agents and shampoos based on direct dyes.
- Such preparations can be used in a permanent wave solution e.g. Contain 1 to 10% by weight of thioglycolic acid, thioglycolic acid salts or esters of permanent wave fixative or bleaching agent, preferably 2 to 10% by weight of oxidizing agent, e.g. Potassium bromate, sodium bromate or hydrogen peroxide.
- oxidizing agent e.g. Potassium bromate, sodium bromate or hydrogen peroxide.
- Hair straighteners are based on the use of strong bases or on reducing agents such as Thioglycolklaresalzen. Hair dyes contain direct hair dyes or oxidation dye precursors.
- the preparations according to the invention can contain further cosmetic auxiliaries and additives which are customary in such preparations.
- auxiliary substances are e.g. Solubilizers such as ethanol, isopropanol, ethylene glycol; Propylene glycol, glycerin and diethylene glycol, complexing agents such as EDTA, NTA, ß-alanine diacetic acid and phosphonic acid, preservatives, antioxidants, fragrances, dyes for coloring the cosmetic preparation, opacifiers such as latex, styrene / PVP and styrene-acrylamide copolymers , Pearlescent agents such as ethylene glycol mono- and distearate and PEG-3 distearate, pigments, light stabilizers, thickeners or blowing agents.
- Solubilizers such as ethanol, isopropanol, ethylene glycol; Propylene glycol, glycerin and diethylene glycol, complexing agents such as EDTA, NTA, ß-
- alkylguanidine compounds can also be combined in the cosmetic preparations according to the invention with other hair-cosmetic active ingredients.
- other hair-cosmetic active ingredients such as ceramides, pseudoceramides, protein hydrolyzates of plant or animal origin based on keratin, collagen, elastin, wheat, rice, soy, milk, silk, maize, but also amino acids and anti-dandruff agents such as pirocton olamine, zinc omadine and climbazole, sebostatics, vitamins , Panthenol, pyrrolidone carboxylic acid, bisabolol or plant extracts.
- the hair treatment compositions according to the invention are prepared in the customary manner, the alkylguanidine compounds being dissolved both in the aqueous and in the oil phase.
- the pH is preferably set last by adding the acid and / or the buffer mixture provided for this purpose.
- the end product is a highly viscous, colorless liquid.
- 13 C-NMR, 100 MHz, CD 3 OD, 25 0 C: ⁇ 158.6 (IC, C-suatdainiuB ⁇ r.), 42.9 (IC, CH 2 ), 42.8 (IC, CH 2 ), 33.0 (IC, CH 2 ), 30.4 (IC, CH 2 ), 29.9 (IC, CH 2 ), 27.8 (IC, CH 2 ), 23.8 (IC, CH 2 ), 14.8 (IC, CH 3 ); MALDI-TOF [m / z]: 172.2 (M + H + ), 192.9 (M + Na + ).
- a multi-necked round bottom flask, 15.4 g of octylamine (0.1194 tnol) and 20 ml of n-butanol are charged and heated with stirring to 90 0 C. 10.2 g of lactic acid (0.1137 mol) are added during the warm-up phase. After reaching the reaction temperature of 90 0 C over a period of 3 hours a solution of 5.0 g of cyanamide (0.1194 mol) in butanol (60 ml) was added dropwise and stirring the mixture at 90 0 C for 3 h. After cooling, the solvent is removed on a rotary evaporator under reduced pressure. The product is slurried with acetone, filtered off and washed with diethyl ether. The end product is a crystalline, colorless powder.
- hair tresses that are used for sensory tests are pre-damaged in a standardized way by a permanent wave treatment and a bleaching treatment. Customary hairdressing products are used for this. Materials:
- Permanent wave liquid e.g. "ondi”, Wella
- fixation e.g. "neutrafix”, Wella
- - bleaching powder e.g. "blondor special", Wella
- H 2 O 2 e.g. "Well oxide 9%", Wella
- Shampoo without care component e.g. sodium lauryl ether sulfate (12% WAS), NaCl thickened
- Beakers - hair coloring brush e.g. sodium lauryl ether sulfate (12% WAS), NaCl thickened
- the treatment is carried out in the following order:
- the hair is then dried overnight at room temperature.
- the bleaching powder and the H 2 O 2 become a paste
- test formulation contains the conditioning products according to the invention or the combination of products according to the invention in a cosmetically acceptable form.
- Hair shampoos, hair rinses, hair treatments (Hair BaIm), leave-in conditioners and other formulations can be used as test formulations.
- Comparative samples of the prior art are tested for comparison.
- These comparison test formulations contain products or combinations of products which correspond to the prior art.
- the previously damaged hair tresses are treated as follows with the conditioning rinse described above:
- the hair tresses are wetted under running, warm water.
- the excess water is gently squeezed out by hand, then the conditioner is applied and gently worked into the hair (1 ml / strand of hair (2 g)).
- the lock of hair is rinsed for 1 min.
- the hair is on the air at 50% humidity and 25 0 C dried for at least 12 h.
- the sensory evaluation is based on grades that are awarded on a scale from 1 to 5, with 1 being the worst and 5 being the best.
- the strand of hair is shaken gently by holding it at the glue point.
- a so-called "fly-away test” is carried out to determine the electrostatic behavior of the strand of hair.
- the transfer of electrostatic charge to a strand of hair is determined by combing.
- the spreading of the strand of hair is measured by electrostatic repulsion of the hair among one another. For comparison, this measured value is given for each conditioning agent relative to the measured value of the control sample (reduction of the spread compared to the control sample).
- an average is formed from the individual assessments of disentanglement, wet combability, wet grip, dry combability, dry grip, appearance and volume.
- Tables 8a and 8b summarize the results of the sensory assessment of the treatment of the hair tresses carried out as described above with compounds according to the invention or comparative examples (formulations according to Table 7).
- the compounds according to the invention give good conditioning properties, some of which are significantly better than those of the industry standard cetrimonium chloride.
- the compounds according to the invention give good conditioning properties, some of which are significantly better than those of the industry standard cetrimonium chloride.
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Abstract
Description
Claims
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE10327871A DE10327871A1 (de) | 2003-06-18 | 2003-06-18 | Verwendung von Alkylguanidin-Verbindungen zur Behandlung und Nachbehandlung von Haaren |
PCT/EP2004/005861 WO2004110395A1 (de) | 2003-06-18 | 2004-05-29 | Verwendung von alkylguanidin-verbindungen zur behandlung und nachbehandlung von haaren |
Publications (1)
Publication Number | Publication Date |
---|---|
EP1646429A1 true EP1646429A1 (de) | 2006-04-19 |
Family
ID=33495198
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP04739472A Withdrawn EP1646429A1 (de) | 2003-06-18 | 2004-05-29 | Verwendung von alkylguanidin-verbindungen zur behandlung und nachbehandlung von haaren |
Country Status (4)
Country | Link |
---|---|
US (1) | US20040258651A1 (de) |
EP (1) | EP1646429A1 (de) |
DE (1) | DE10327871A1 (de) |
WO (1) | WO2004110395A1 (de) |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
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DE102008002707A1 (de) | 2008-06-27 | 2009-12-31 | Evonik Goldschmidt Gmbh | Haarbehandlungsmittel und Haarnachbehandlungsmittel zum Schutz vor Schäden durch chemische Behandlung und zur Reparatur bereits geschädigter Haare enthaltend als Wirksubstanzen Etherguanidine |
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US20060134056A1 (en) * | 2004-12-20 | 2006-06-22 | Goldschmidt Ag | Use of alkylguanidines as cationic emulsifiers |
DE102005004704A1 (de) * | 2005-02-02 | 2006-08-10 | Goldschmidt Gmbh | Guanidinogruppen-haltige Siloxane und deren Verwendung für kosmetische Formulierungen |
FR2885902B1 (fr) * | 2005-05-17 | 2008-05-09 | Oreal | Composition de defrisage des cheveux comprenant au moins une multiguanidine hors hydroxyde |
US20060272107A1 (en) * | 2005-05-17 | 2006-12-07 | Gerard Malle | Hair relaxing composition comprising at least one non-hydroxide polyguanidine |
FR2885800B1 (fr) | 2005-05-17 | 2008-05-09 | Oreal | Composition de mise en forme des cheveux comprenant au moins une multiguanidine hors hydroxyde |
US20060269498A1 (en) * | 2005-05-17 | 2006-11-30 | Gerard Malle | Hair shaping composition comprising at least one polyguanidine other than hydroxide |
DE102006035512A1 (de) | 2006-07-31 | 2008-02-07 | Evonik Goldschmidt Gmbh | Neuartige Polysiloxane mit quaternären Ammoniumgruppen, Verfahren zu deren Herstellung und deren Verwendung in reinigenden und pflegenden Formulierungen |
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FR2908774B1 (fr) * | 2006-11-17 | 2009-02-13 | Oreal | Polyoxyalkylenediguanidines particulieres, composition cosmetique les comprenant, procede de defrisage |
DE102007040001A1 (de) * | 2007-08-23 | 2009-02-26 | Evonik Goldschmidt Gmbh | Neue zwitterionische Verbindungen enthaltende Formulierungen und deren Verwendung |
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DE102011085492A1 (de) | 2011-10-31 | 2013-05-02 | Evonik Goldschmidt Gmbh | Neue aminogruppenhaltige Siloxane, Verfahren zu deren Herstellung und Anwendung |
DE102013205092A1 (de) | 2013-03-22 | 2014-09-25 | Evonik Industries Ag | Formulierung enthaltend Esterquats basierend auf Isopropanolamin |
DE102013106905A1 (de) | 2013-07-01 | 2015-01-08 | Evonik Industries Ag | Siloxan-Polymere mit zentralem Polysiloxan-Polymerblock mit organofunktionellen Resten mit jeweils mindestens zwei bivalenten Gruppen ausgewählt aus Harnstoff- und/oder Carbamat-Gruppen und mindestens einem UV/Vis-Chromophor als Rest |
DE102013214081A1 (de) | 2013-07-18 | 2015-01-22 | Evonik Industries Ag | Neue aminosäuremodifizierte Siloxane, Verfahren zu ihrer Herstellung und Anwendung |
DE102014205806A1 (de) | 2014-03-28 | 2015-10-01 | Evonik Degussa Gmbh | Silan enthaltend jeweils mindestens zwei Alkoxygruppen sowie eine Guanidino- oder Harnstoffgruppe |
EP2997959B1 (de) | 2014-09-22 | 2019-12-25 | Evonik Operations GmbH | Formulierung enthaltend esterquats basierend auf isopropanolamin und tetrahydroxypropylethylenediamin |
ES2864951T3 (es) | 2014-09-22 | 2021-10-14 | Evonik Degussa Gmbh | Emulsión que contiene esterquats líquidos y espesantes poliméricos |
EP3095437B1 (de) | 2015-05-21 | 2019-07-03 | Evonik Degussa GmbH | Wässrige zusammensetzung enthaltend omega-aminocarbonsäureester und fettalkohol |
CA3026108A1 (en) | 2016-06-10 | 2017-12-14 | Clarity Cosmetics Inc. | Non-comedogenic hair and scalp care formulations and method for use |
EP3554494A4 (de) | 2016-12-19 | 2021-02-17 | Cellixbio Private Limited | Zusammensetzungen und verfahren zur behandlung von entzündungen |
US20200155436A1 (en) | 2017-09-06 | 2020-05-21 | Evonik Operations Gmbh | Composition containing quaternary ammonium compound, especially for producing care and cleaning formulations |
EP3590493A1 (de) | 2018-07-05 | 2020-01-08 | Evonik Operations GmbH | Hybrid quats zur haarpflege |
JP7502321B2 (ja) | 2019-03-07 | 2024-06-18 | エボニック オペレーションズ ゲーエムベーハー | 付着助剤としてのラムノリピド |
WO2022115645A1 (en) | 2020-11-25 | 2022-06-02 | Akagera Medicines, Inc. | Lipid nanoparticles for delivery of nucleic acids, and related methods of use |
EP4360617A1 (de) | 2022-10-31 | 2024-05-01 | Evonik Operations GmbH | Formulierung enthaltend esterquats auf basis von trialkanolaminen |
Family Cites Families (10)
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JP2536109B2 (ja) * | 1988-12-19 | 1996-09-18 | ライオン株式会社 | 毛髪化粧料 |
JP2753341B2 (ja) * | 1989-09-07 | 1998-05-20 | オリンパス光学工業株式会社 | ファジイ推論回路 |
US5631003A (en) * | 1991-09-25 | 1997-05-20 | Henkel Kommanditgesellschaft Auf Aktien | Hair treatment prepartation |
JPH05194150A (ja) * | 1992-01-21 | 1993-08-03 | Lion Corp | 毛髪化粧料 |
JPH1135424A (ja) * | 1997-07-22 | 1999-02-09 | Kao Corp | 毛髪化粧料 |
JP3776211B2 (ja) * | 1997-07-22 | 2006-05-17 | 花王株式会社 | 毛髪化粧料 |
JP4011678B2 (ja) * | 1997-07-22 | 2007-11-21 | 花王株式会社 | グアニジン誘導体及びこれを含有する毛髪化粧料 |
US20020172655A1 (en) * | 2001-03-01 | 2002-11-21 | Mitsubishi Chemical Corporation | Cosmetic-use polymer, cosmetic employing same, and method of preparing same |
US20030108508A1 (en) * | 2001-08-21 | 2003-06-12 | Ajinomoto Co., Inc | Hair cosmetic |
MXPA05005125A (es) * | 2002-11-12 | 2005-07-01 | Unilever Nv | Composiciones para lavar y acondicionar cabello. |
-
2003
- 2003-06-18 DE DE10327871A patent/DE10327871A1/de not_active Withdrawn
-
2004
- 2004-05-29 EP EP04739472A patent/EP1646429A1/de not_active Withdrawn
- 2004-05-29 WO PCT/EP2004/005861 patent/WO2004110395A1/de active Application Filing
- 2004-06-02 US US10/858,933 patent/US20040258651A1/en not_active Abandoned
Non-Patent Citations (1)
Title |
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See references of WO2004110395A1 * |
Cited By (1)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE102008002707A1 (de) | 2008-06-27 | 2009-12-31 | Evonik Goldschmidt Gmbh | Haarbehandlungsmittel und Haarnachbehandlungsmittel zum Schutz vor Schäden durch chemische Behandlung und zur Reparatur bereits geschädigter Haare enthaltend als Wirksubstanzen Etherguanidine |
Also Published As
Publication number | Publication date |
---|---|
US20040258651A1 (en) | 2004-12-23 |
WO2004110395A1 (de) | 2004-12-23 |
DE10327871A1 (de) | 2005-01-05 |
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