WO2007012574A1 - Dermokosmetische zubereitungen - Google Patents
Dermokosmetische zubereitungen Download PDFInfo
- Publication number
- WO2007012574A1 WO2007012574A1 PCT/EP2006/064264 EP2006064264W WO2007012574A1 WO 2007012574 A1 WO2007012574 A1 WO 2007012574A1 EP 2006064264 W EP2006064264 W EP 2006064264W WO 2007012574 A1 WO2007012574 A1 WO 2007012574A1
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- WIPO (PCT)
- Prior art keywords
- oil
- skin
- formula
- piperidinyl
- succinimide
- Prior art date
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- 0 CCC(CC)C(CC(C(C(CC)CC)C(N1C2CC(C)(C)N(*)C(C)(C)C2)=O)C1=O)*C Chemical compound CCC(CC)C(CC(C(C(CC)CC)C(N1C2CC(C)(C)N(*)C(C)(C)C2)=O)C1=O)*C 0.000 description 1
Classifications
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/4906—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
- A61K8/4926—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having six membered rings
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
- A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
- A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
- A61K8/817—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions or derivatives of such polymers, e.g. vinylimidazol, vinylcaprolactame, allylamines (Polyquaternium 6)
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- 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
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- 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
- A61K2800/52—Stabilizers
- A61K2800/522—Antioxidants; Radical scavengers
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
- A61Q1/02—Preparations containing skin colorants, e.g. pigments
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
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- 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
- A61Q19/002—Aftershave preparations
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- 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
- A61Q19/004—Aftersun preparations
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- 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
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- 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
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- 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
- A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
-
- 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
Definitions
- the present invention relates to dermocosmetic compositions containing a compound containing the structural element of the formula 1.
- the invention further relates to the use of these compounds containing the structural element of the general formula 1, in dermokosmetischen preparations and the use of the dermocosmetics according to the invention for the reduction or avoidance of radical-induced skin or hair damage.
- Another subject of the invention relates to the use of the compounds according to the invention for increasing the shelf life of the dermocosmetic preparations or for stabilizing the oxidation-sensitive ingredients contained in the said preparations. Further embodiments of the present invention can be taken from the claims, the description and the examples. It is understood that the features mentioned above and those yet to be explained of the subject matter according to the invention can be used not only in the particular combination specified, but also in other combinations, without departing from the scope of the invention.
- Skin aging is today understood as the result of the interaction of chronological (intrinsic) skin aging and exogenous factors of conditioned (extrinsic) skin aging. It is assumed that intrinsic skin aging is the result of genetic processes.
- Extrinsic skin aging is influenced by exogenous influences, in particular UV radiation (photoaging).
- UV radiation photoaging
- ROS reactive oxygen species
- e.g. Peroxide radicals reactive oxygen species
- These extremely reactive substances lead to the oxidation of various cell components such as DNA, proteins and membrane lipids.
- free radicals damage the collagen and elastin and affect the fatty substances.
- the skin loses its tone and elasticity and the age-spot pigment lipofuscin develops.
- the free radicals are formed under the influence of numerous factors: pollution, excessive sun exposure, smoking, alcohol and fat consumption.
- the exposure of the skin to sunlight is responsible for the premature aging of light exposed skin areas.
- the human skin shows high sensitivity in the short-wave radiation range (UV-B) with wavelengths of 290-320 nm.
- Chronic UV damage is mainly attributed to the UV-A range (320-400 nm).
- the named harmful effects cause damage to the cells of the skin itself.
- the skin's ability to regenerate is reduced.
- the consequences of aging are thinning of the skin, weaker interlocking of the epidermis and dermis, reduction of the number of cells and the supplying blood vessels.
- the same factors also affect hair, where it can also cause damage.
- the hair becomes brittle, less elastic and lackluster.
- the surface structure of the hair is damaged.
- the skin has a variety of its own protective mechanisms.
- these protective mechanisms are not sufficient to completely prevent oxidative processes and the associated aging processes or damage to the skin (see also "Skin Diseases Associated with Oxidative Damage” in "Oxidative Stress in dermatology", p. 323 et seq., Marcel Decker ine , New York, Basle, Hong Kong, publisher: Jürgen Fuchs, Frankfurt and Lester Packer, Berkeley, California).
- antioxidant compounds are used in dermocosmetic or cosmetic preparations for the protection and care of skin and hair. In addition, they can also be used as protection against the spoilage of oxidation-sensitive substances.
- Cosmetic or dermocosmetic care products with properties which counteract the described or comparable processes or whose harmful consequences should be reduced or reversed are often characterized by the following properties: radical-catching, antioxidant, anti-inflammatory or moisturizing. Among other things, they prevent or reduce the activity of the matrix-degrading enzymes or regulate the new synthesis of collagen, elastin or proteoglycans.
- radical scavengers are added to the dermocosmetic preparations (for example, DE 19739349).
- vitamins E tocopherols
- C ascorbic acid
- WO 2005/042828 describes the use of various hindered nitroxyls, hydroxylamines and hydroxylamine salts in combination with organic UV filters for the stabilization of personal care products.
- few substances are known which can be used for the effective inactivation of carbon radicals for the protection of the skin and / or of oxidation-sensitive dermocosmetically active substances.
- the object of the invention was therefore also to provide dermocosmetic preparations which are suitable for the prophylaxis and treatment of photosensitive skin, in particular photodermatoses or polymorphic photodermatoses as described in the literature (eg Aa Voelckel et al., Monilia- und Venereal diseases (1989), 156, p.2).
- HAS Sterically hindered amines or "hindered amine stabilizers”
- HAS are derivatives of 2,2,6,6-tetramethyl piperidine HAS are the most important sunscreens in the field of polyolefins today, and HAS have been used since the early nineties of the last century Plastics engineering, 1991, 21) HAS's peroxide radical decomposition inhibits the light-induced decomposition of plastics and plastic products, thus stabilizing HAS resins by interception of intermediately formed radicals, whereby as a mechanism of action a "free radical scavenging cycle" according to the following scheme is assumed:
- HAS is attributed a skin-irritating effect.
- HAS are basic molecules and thus exist in a pH neutral to slightly acidic pH range, as is conventional for cosmetic or dermocosmetic formulations, in protonated form. Since the presence of a deprotonated form of HAS is necessary for efficient completion of the "free radical scavenging cycle" shown above (see Figure 1) and HAS protonated by acids and thus inactivated, the effectiveness of HAS as radical scavenger would be in one pH neutral to slightly acidic environment reduced, whereby a use in dermokosmetischen preparations is excluded.
- HAS especially oligomeric HAS, are generally not (or only to a degree insufficient) soluble in cosmetic oils (see Example 2).
- the present invention relates to dermocosmetics containing at least one structural element of general formula 1
- radical Z has the following meaning: H, C 1 -C 22 -alkyl group, C 6 -C 10 -aryl group, C 1 -C 22 -alkoxyl group or a C 6 -C 10 -O-aryl group substituted by a C 1 -C 22 -alkyl or C 1 -C -alkyl-alkoxyl group,
- R 1 to R 6 independently of one another have the following meanings: H, C 1 -C 22 -alkyl group, C 6 -C 10 -aryl, O, OH, C 1 -C 22 -alkoxyl or a C 6 -C 10 -alkyl substituted with a C 1 -C 22 -alkyl or C 1 -C 22 -alkoxyl group -0-aryl group,
- R 5 and R 6 may be bridged to form a five- to eight-membered ring and which ring may be part of an oligomer in the case of a five-membered ring through covalent bonds at position 3 and 4.
- a further embodiment of the invention relates to dermocosmetics which contain an oligomer of the general formula 2,
- radical Z has the following meaning: H, C 1 -C 22 -alkyl group, C 1 -C 10 -aryl, C 1 -C 10 -alkoxyl group or a C 6 -C 10 -aromatic aryl group substituted by a C 1 -C 22 -alkyl or C 1 -C 22 -alkoxyl group,
- R 1 to R 6 independently of one another have the following meaning: H, Ci-C 22 alkyl group, C ⁇ -Cio aryl group, O, OH, CrC 22 alkoxyl group or one with a C 1 -C 22 alkyl or C 1 -C 2 alkoxyl group-substituted C 6 -C 0 -O-aryl,
- R 7 corresponds to a Ci to C30 alkyl group and n is an integer from 2 to 1000.
- the dermocosmetics comprise at least one compound of the formula 3,
- a further subject of the invention relates to dermocosmetics containing a compound of general formula 4,
- R 8 C 1 -C 25 alkyl group and R 9 : H, or a C 1 -C 22 alkyl group or a C 1 -C 22 alkoxy group.
- a particularly preferred subject of the present invention are dermocosmetics containing a sterically hindered amine selected from the group comprising 3-dodecyl-N- (2,2,6,6-tetramethyl-4-piperidinyl) succinimide, 3-dodecyl-N- (1 , 2,2,6,6-penta-methyl-4-piperidinyl) succinimide, 3-octyl-N- (2,2,6,6-tetramethyl-4-piperidinyl) succinimide, 3-octyl-N- (1 , 2,2,6, 6-pentamethyl-4-piperidinyl) succinimide, 3-octenyl-N- (2,2,6,6-tetramethyl-4-piperidinyl) succinimide and 3-octenyl-N- (1, 2,2,6,6-pentamethyl-4-piperidinyl) succinimide.
- a sterically hindered amine selected from the group comprising 3-dode
- the present invention also includes cosmetic agents for oral, dental and dental care, these agents containing at least one compound of the invention according to the formulas 1 to 4.
- the dermocosmetics contain a compound according to the invention in a concentration of 0.001 to 30 percent by weight based on the total weight of the agent.
- Another object of the invention relates to dermocosmetics containing a compound of the general formulas 1 to 4 according to the invention, wherein the nitrogen atom of the piperidine ring of said compounds is deprotonated in suitable for dermocosmetics pH values.
- the dermocosmetics according to the invention contain, in addition to the abovementioned compounds, one or more cosmetic or dermocosmetic active ingredients.
- it is active substances selected from the group of natural or synthetic polymers, pigments, Humectants, oils, waxes, enzymes, minerals, vitamins, sunscreens, dyes, fragrances, antioxidants and preservatives.
- the dermocosmetics according to the invention are preferably skin protection agents, skin care preparations, skin cleansing agents, hair protection agents, hair care preparations, hair cleansing preparations or preparations for decorative cosmetics, preferably in the form of ointments, creams, emulsions, suspensions, lotions, as milk, pastes, gels , Foams or sprays are applied.
- the invention further relates to the use of the compounds of the invention according to the formulas 1 to 4 as an additive for the production of dermocosmetics.
- the abovementioned compounds according to the invention are used for stabilizing photosensitive and / or oxidation-sensitive substances in dermocosmetics.
- the compounds of the invention according to the formulas 1 to 4 are preferably used for the production of skin protection agents, skin care products, skin cleansing agents, hair protection agents, hair care preparations, hair cleansing preparations or in preparations for decorative cosmetics.
- a further preferred embodiment of the present invention relates to the use of the compounds of the invention according to the formulas 1 to 4 in dermocosmetics for the prevention of radical-induced skin or hair damage.
- compounds containing a structural element of the general formula 1 to 4 are used in which the nitrogen atom of the piperidine ring is deprotonated in the pH values suitable for cosmetic or dermocosmetic compositions.
- the compounds according to the invention are used according to the formulas 1 to 4 in a concentration of 0.001 to 30 weight percent based on the total weight of the agent
- Decorative cosmetics means cosmetic aids which are not used primarily for care purposes but to beautify or improve the appearance. These aids are known to the person skilled in the art and include eg kajaiuxe, mascara, eye shadows, tinted day creams, powders, concealer sticks, rouge, Lipsticks, lip pencils, make-up, nail polish, glamor gel etc.
- Dermatacosmetics agents or preparations (i) for protection against damage to the skin or hair, (ii) for the treatment of skin or hair damage which has already occurred and ( iii) for the care of skin or hair comprising skin-cosmetic, nail-cosmetic, hair-cosmetic, dermatological, hygienic or pharmaceutical agents, preparations and formulations and decorative cosmetics. Also included are skin care compositions in which the pharmaceutically dermatological application is achieved taking into account cosmetic considerations. Such agents or preparations are used for the support, the prevention and treatment of skin diseases and develop a biological effect in addition to the cosmetic effect.
- Dermatacosmetics within the meaning of the above definition contained in a cosmetically acceptable medium suitable auxiliaries and additives which are familiar to the expert and from manuals of cosmetics, such as Schrader, bases and formulations of cosmetics, Weghig Verlag, Heidelberg, 1989, ISBN 3- 7785-1491-1, or Umbach, cosmetics: development, production and application of cosmetic products, 2nd extended edition, 1995, Georg Thieme Verlag, ISBN 3 13 712 602 9, can be removed.
- “Democosmetic active ingredients” in the context of the present invention are cosmetically compatible substances, for example selected from the group of natural or synthetic polymers, pigments, humectants, oils, waxes, enzymes, minerals, vitamins, sunscreens, dyes, fragrances, antioxidants and preservatives and pharmaceuticals Active substances which are used for the support, prevention and treatment of skin diseases and have a healing, damaging, preventive, regenerating or general skin-improving biological action.
- Deprotonated in connection with the nitrogen atoms contained in the piperidine ring of the compounds of the invention means that these nitrogen atoms are present in tertiary form and are not present by the addition of a proton in a quaternary and carry a positive charge.
- Cosmetic agents for oral, dental and dental care in the sense of the present invention means all means, preparations and forms of supply suitable for oral, dental and dental hygiene as in textbooks, eg Umbach: Cosmetics: development, production and application of cosmetic products, Chapter 7, page 187-219, 2nd extended edition, 1995, Georg Thieme Verlag, ISBN 3 13 712602 9, to which reference is hereby expressly made.
- These agents, preparations and forms of offerings are familiar to the expert and include, for example, toothpowder, toothpastes, toothpastes, children's toothpastes, dental gels, liquid toothpastes, mouthwashes and mouthwashes, although this enumeration is not conclusive.
- these agents may also contain further ingredients known to the person skilled in the art. These may be, for example, surfactants, cleansing agents, active ingredients, binders, humectants, bodying agents, preservatives, dyes, flavors and sweeteners, although this list is not exhaustive.
- the active substances mentioned may be active substances which prevent tooth decay and gingivitis.
- the fluoride is mentioned here.
- these agents may, for example, against plaque bacteria and calculus, promote remineralization, desensitize sensitive dental necks or protect the gums, this list is not exhaustive.
- Limbach Cosmetics: Development, production and application of cosmetic products, 2nd edition, 1995, Georg Thieme Verlag, ISBN 3 13 712602 9, on pages 205 to 207 illustrated recipe examples are hereby incorporated by reference.
- Cosmetically acceptable medium is to be understood broadly and means substances suitable for the preparation of cosmetic or dermocosmetic preparations and mixtures thereof.
- Cosmetically-compatible substances do not cause irritation or damage on contact with human or animal dermal tissue or hair and are incompatible with other substances, and have low allergenic potential and are approved by the state regulatory authorities for use in cosmetic preparations These substances are familiar to the person skilled in the art and can be found, for example, in the handbooks of cosmetics, for example Schrader, bases and formulations of cosmetics, Weghig Verlag, Heidelberg, 1989, ISBN 3-7785-1491-1.
- pH values means pH ranges greater than 5, preferably 5 to 8, also preferably 5.5-7.5, more preferably 6-7.5, particularly preferably 6.5 to 7.5, most The appropriate pH value may vary depending on the field of application, the further constituents and the form of supply The methods for determining the pH value are familiar to the person skilled in the art and can be taken from corresponding textbooks, for example Schrader, Bases and formulations of cosmetics, pages 944-945Hüthig Verlag, Heidelberg, 1989, ISBN 3-7785-1491-1.
- Stabilization in connection with light-sensitive and / or oxidation-sensitive cosmetic ingredients or dermocosmetic active ingredients, means a comparison with agents without inventive compounds according to the formulas 1 to 4, in ansons- identical composition and the same load of light or free radicals, increased durability.
- “Increase in shelf life” means in connection with oxidation-sensitive cosmetic ingredients or dermocosmetic active ingredients compared to agents without inventive compounds according to formulas 1 to 4, with otherwise identical composition and the same load of free radicals longer usability of the cosmetic or dermocosmetic agents or a Prevention or reduction of spoilage or inactivation of the light-sensitive and / or oxidation-sensitive active substances as a result of, for example, light-induced oxidation damage.
- “Sterically hindered amines” in the context of the present invention are substances in which no hydrogen atoms are present in the ⁇ / ⁇ ' position to the nitrogen atom of the piperidine ring of the compounds according to the invention.
- "Avoidance" in the context of radical-induced damage to the skin and hair is (i) prophylactic avoidance in the sense of prevention of said damage, (ii) reduction of actual radical-induced lesions during acute exercise, and (iii) improved Regeneration of the skin as a result of damage caused by, for example, UV radiation, avoidance is not necessarily to be understood as 100% avoidance, but I can vary its efficiency depending on the selected preparations, the other ingredients, the present concentrations and the level of stress.
- the present invention relates to dermocosmetics containing at least one structural element of general formula 1
- radical Z has the following meaning: H, C 1 -C 22 -alkyl group, preferably C 1 -C 12 -alkyl group such as methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, tert. Butyl, pentyl, isopentyl, neopentyl, tert. Pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl,
- Ci-Ci2 alkoxyl group such as alkoxy-methyl, ethyl, alkoxy, alkoxy-propyl, isopropyl, alkoxy, alkoxy-butyl, isobutyl, alkoxy, alkoxy-sec. Butyl, alkoxy-tert. Butyl, alkoxy-pentyl, alkoxy-isopentyl, alkoxy-neopentyl, alkoxy-tert.
- Pentyl alkoxy-hexyl, alkoxy-heptyl, alkoxy-octyl, alkoxy-nonyl, alkoxy-decyl, alkoxy-undecyl, alkoxy-dodecyl,
- aryl groups such as phenyl and naphthyl, where the phenyl radical may be substituted by C 1 to C 4 alkyl radicals,
- Cio-O-aryl group which may be substituted by a C 1 -C 22 -alkyl or C 1 -C -alkoxyl group, preferably with a C 1 -C 12 -alkyl or C 1 -C -alkoxyl group as described above , and
- R 1 to R 6 independently of one another have the following meaning: H, OH, O, C 1 -C 22 -alkyl group, preferably C 1 -C 12 -alkyl group such as methyl, ethyl, propyl, isopropyl, butyl, isobutyl, sec-butyl, tert , Butyl, pentyl, isopentyl, neopentyl, tert. Pentyl, hexyl, heptyl, octyl, nonyl, decyl, undecyl, dodecyl,
- C 1 -C 22 -alkoxyl group preferably C 1 -C 2 -alkoxyl group such as alkoxy-methyl, alkoxy-ethyl, alkoxy-propyl, alkoxy-isopropyl, alkoxy-butyl, alkoxy-isobutyl, alkoxy-sec. Butyl, alkoxy-tert. Butyl, alkoxy-pentyl, alkoxy-isopentyl, alkoxy-neopentyl, alkoxy-tert.
- Pentyl alkoxy-hexyl, alkoxy-heptyl, alkoxy-octyl, alkoxy-nonyl, alkoxy-decyl, alkoxy-undecyl, alkoxy-dodecyl,
- Cio-aryl group such as phenyl and naphthyl, where the phenyl radical may be substituted by C 1 to C 4 alkyl radicals,
- Cio-O-aryl group which may be substituted by a C1-C22 alkyl or Ci-C22-alkoxyl group, preferably with a C1-C12 alkyl or CrCl2 alkoxyl group as described above.
- alkyl radicals are methyl, ethyl, propyl, isopropyl, butyl, sec. Butyl, tert. Butyl, pentyl, isopentyl, neopentyl, tert. Pentyl, hexyl, octyl, nonyl, dodecyl.
- alkoxyl radicals the radicals alkoxy-methyl, alkoxy-ethyl, alkoxy-propyl, alkoxy-isopropyl, alkoxy-butyl, alkoxy-sec. Butyl, alkoxy-tert. Butyl, alkoxy-pentyl, Alkoxy-isopentyl, alkoxy-neopentyl, alkoxy-tert. Pentyl, alkoxy-hexyl, alkoxy-octyl, alkoxy-nonyl, alkoxy-dodecyl are particularly preferred.
- radicals R 5 and R 6 of the compounds according to the invention are bridged in such a way that a five- to eight-membered ring is formed and this ring, if it is a five-membered ring, by covalent bonds at the 3 and 4 may be part of an oligomer.
- the compound according to the general formula 1 is a HAS.
- the dermo-cosmetics comprise a compound of the general formula 2,
- radicals Z and R 1 to R 4 independently of one another have the meaning given in the description of the general formula 1, and
- R 7 of a C 1 to C 30 alkyl group such as alkanes having a molecular formula CH 4 , C 5 H 6, C 3 H 8, C 4 Hs, C 5 H 10, C 6 Hi 2, C 7 H 14, C 6 H 6, C 9 H 18, C 10 H 22, C 11 H 24, C 12 H 26, C 13 H 28, C 14 H 30, C 15 H 32,
- C27H 56 , C28H58, C29H60, C30H62 preferably unbranched alkanes having the sum of C15H32, C16H34, C17H36, C18H38, C19H40, C20H42, C21H44, C22H46, C23H48, C24H50, C25H52, more preferably Ci 8 H 3 S, C19H40, C20H42 , C21H44, C22H46 and n is an integer from 2 to 1000, 2 to 500, preferably 2 to 100, more preferably 2 to 50, most preferably 2-25, most preferably 2-12, most preferably 2-10 , corresponds.
- the compound according to the general formula 2 is a HAS.
- the dermocosmetics comprise at least one sterically hindered amine of the formula 3,
- Z is H or a C1-C22 alkyl group, preferably C1-C12 alkyl group, such as alkanes with molecular formula ChU, C2H6, C3H8, C 4 He, C5H10, CeH, "C7H14, C ⁇ Hie, C9H18, C10H22, C11H24 or C12H26 corresponds and" n "is an integer from 2 to 1000, 2 to 500, preferably 2 to 100, more preferably 2 to 50, most preferably 2-25, most preferably 2-12, most preferably 2-10, and" m "an integer between 1 and 30, preferably the number 15, 16, 17, 18, 19, 20, 21, 22, 23, 24 or 25, particularly preferably 18 to 21, further preferably 19 to 21 or 20 to 21 corresponds ,
- the compound according to the general formula is a Uvinul®5050H.
- Another preferred subject matter of the invention relates to dermocosmetics containing sterically hindered amines of the general formula 4
- R 8 is a C 1 -C 25 -alkyl group, such as alkanes having a molecular formula CH 2, C 6 H 6, C 3 H 8, C 4 H 8, C 5 H 10, C 6 H 6, C 7 H 14 C19H40, C20H42, C21H44, C22H46, C23H48, C24H50, C25H52, preferably C5-C15 alkyl group, such as alkanes having a molecular formula C5H10, C6H12, C7H14, C6Hi6, C9H18, C10H22, C11H24, C12H26, C13H28, C14H30, C15H32, particularly preferably C15-C25 alkyl group, such as alkanes having a molecular formula C15H32, C16H34, C17H36, C18H38, C19H40, C20H42, C21H44, C22H46, C23H48, C24H50, C25H52, and
- R 9 is an H, a C 1 -C 22 alkyl group, preferably a C 1 -C 12 alkyl group, such as alkanes having a formula CH 4 , C 2 H 6 , C 3 H 8 , C 4 H 8 , C 5 H 10, C 6 Hi 2 , C 7 Hi 4 , C 8 Hi 6 , C 9 Hi 8 , Ci 0 H 22 ,
- C 1 -C 8 -alkyl group such as alkanes having a molecular formula CH 4 , C 2 H 6 , C 3 H 8 , C 4 H 8 , C 5 Hi 0 , C 6 Hi 2 , C 7 Hi 4 , C 8 Hi 6 or
- a C 1 -C 22 alkoxyl group preferably C 1 -C 12 alkoxyl group, such as alkoxy-methyl, alkoxyethyl, aikoxy-propyl, alkoxy-isopropyl, alkoxy-butyl, alkoxy-isobutyl, alkoxy-sec. Butyl, alkoxy-tert. Butyl, alkoxy-pentyl, alkoxy-isopentyl, alkoxy-neopentyl, alkoxy-tert.
- Pentyl alkoxy-hexyl, alkoxy-heptyl, alkoxy-octyl, alkoxy-nonyl, alkoxy-decyl, alkoxy-undecyl, alkoxy-dodecyl, particularly preferably a CrC 8 alkoxyl group such as alkoxy-methyl, alkoxy-ethyl, aikoxy-propyl, alkoxy Isopropyl, alkoxy-butyl, alkoxy-isobutyl, alkoxy-sec. Butyl, alkoxy-tert.
- a particularly preferred subject matter of the present invention is dermoceramics containing a sterically hindered amine selected from the group comprising 3-dodecyl-N- (2,2,6,6-tetramethyl-4-piperidinyl) succinimide, 3-dodecyl-N- (1, 2,2,6,6 -penta-methyl-4-piperidinyl) succinimide, 3-octyl-N- (2,2,6,6-tetramethyl-4-piperidinyl) succinimide, 3-octyl-N- (1, 2,2,6,6-pentamethyl-4-piperidinyl) succinimide, 3-octenyl-N- (2,2,6,6-tetramethyl-4-piperidinyl) succinimide and 3-octenyl-N- (1 , 2,2,6, 6-pentamethyl-4-piperidinyl) succinimide.
- a sterically hindered amine selected from the group comprising 3-d
- the present invention also encompasses cosmetic agents for oral, dental and dental care, these compositions comprising at least one compound according to the invention of the formulas 1 to 4, preferably sterically hindered amines according to the formulas 1 to 4, particularly preferred 3
- Dodecyl-N- (2,2,6,6-tetramethyl-4-piperidinyl) succinimide 3-dodecyl-N- (1, 2,2,6, 6-pentamethyl-4-piperidinyl) succinimide, 3 Octyl N- (2,2,6,6-tetramethyl-4-piperidinyl) suc-cinimide, 3-octyl-N- (1,2,2,6,6-pentamethyl-4-piperidinyl) succinimide, 3 Octenyl-N- (2,2,6,6-tetramethyl-4-piperidinyl) succinimide, 3-octenyl-N- (1, 2,2,6,6-pentamethyl-4-piperidinyl) succinimide and
- the dermocosmetics or compositions for oral, dental and dental care contain an abovementioned compound of the invention according to the formulas 1 to 4 in a concentration of 0.001 to 1 percent by weight (wt .-%), preferably 0.01 to 0.1% by weight, 0.1 to 1 wt .-% based on the total weight of the composition.
- the compositions contain a compound according to the invention in a concentration of 1 to 10 wt .-%, preferably 2 to 8 wt .-%, 3 to 7 wt .-%, 4 to 6 wt .-% based on the total weight of the agent.
- the compositions comprise a compound according to the invention in a concentration of 10 to 20% by weight, preferably 11 to 19% by weight, 12 to 18% by weight, 13 to 17% by weight, 14 to 16 wt .-% based on the total weight of the composition.
- the compositions contain a compound of the invention in a concentration of 20 to 30 wt .-%, preferably 21 to 29 wt .-%, 22 to 28 wt .-%, 23 to 27 wt .-%, 24 bis 26 wt .-% based on the total weight of the composition.
- Another object of the invention relates to dermocosmetics or compositions for oral, dental and dental care containing a compound according to the invention, wherein the nitrogen atom of the piperidine ring of the compound is deprotonated at the appropriate pH for the said agents.
- the compounds of the invention contained in the dermocosmetics have a pKa in the range from 4 to 8, preferably from 6 to 7.5, more preferably from 6.5 to 7.3, most preferably from 6.8 to 7 , 2 on.
- a particularly preferred embodiment of the present invention relates to dermocosmetics or agents for oral, dental and dental care containing Uvinul®5050H (CAS No. 152261-33-1).
- Dermocosmetics or compositions for oral, dental and dental care in addition to the abovementioned compounds of the invention one or more cosmetic or dermocosmetic agents.
- These are preferably active substances selected from the group of natural or synthetic polymers, pigments, humectants, oils, waxes, enzymes, minerals, vitamins, sunscreens, dyes, fragrances, antioxidants, preservatives and / or pharmaceutical active ingredients which are used to assist Prevention and treatment of skin diseases are used and have a healing, damage preventive, regenerating or general skin condition improving biological effect.
- Suitable auxiliaries and additives for the production of hair cosmetic or skin cosmetic preparations are familiar to the expert and can from manuals of cosmetics, such as Schrader, bases and formulations of cosmetics, Weghig Verlag, Heidelberg, 1989, ISBN 3-7785-1491-1, or Umbach, cosmetics: development, production and application of cosmetic products, 2nd extended edition, 1995, Georg Thieme Verlag, ISBN 3 13 712 602 9 are removed.
- the dermocosmetics or compositions for oral, dental and dental care preferably comprise at least one of the compounds defined above and at least one different constituent selected from cosmetically active ingredients, emulsifiers, surfactants, preservatives, perfume oils, thickeners, hair polymers, hair and skin conditioners, graft polymers, water-soluble or dispersible silicone-containing polymers, light stabilizers, bleaching agents, gelling agents, care products, colorants, tinting agents, tanning agents, dyes, pigments, consistency regulators, humectants, fats, collagen, protein hydrolysates, lipids, antioxidants, defoamers, antistatic agents, Emollients and plasticizers.
- cosmetically active ingredients emulsifiers, surfactants, preservatives, perfume oils, thickeners, hair polymers, hair and skin conditioners, graft polymers, water-soluble or dispersible silicone-containing polymers, light stabilizers, bleaching agents, gelling agents, care products, colorants, tinting agents
- the active compounds can also be present in encapsulated form as described in patents / patent applications EP 00974775 B1, DE 2311 712, EP 0278 878, DE 1999 47147, EP 0706822B1 and WO 98/16621, to which reference is expressly made, in the cosmetic preparations be.
- the antioxidants are selected from the group consisting of amino acids (eg glycine, histidine, tyrosine, tryptophan) and their derivatives, imidazolones (eg urocaninic acid) and derivatives thereof, peptides such as D, L-carnosine, D-camosine, L-carnosine.
- amino acids eg glycine, histidine, tyrosine, tryptophan
- imidazolones eg urocaninic acid
- peptides such as D, L-carnosine, D-camosine, L-carnosine.
- Camosin and its derivatives eg anserine
- carotenoids eg .beta.-carotene, lycopene
- chlorogenic acid and its derivatives eg dihydrolipoic acid
- lipoic acid and derivatives thereof eg dihydrolipoic acid
- aurothioglucose propylthiouracil and other thiols
- Vitamin Bi common name thiamine, chemical name 3 - [(4'-amino-2'-methyl-5'-pyrimidinyl) methyl] -5- (2-hydroxyethyl) -4-methylthiazolium chloride.
- Vitamin B2 trivial name riboflavin, chemical name 7,8-dimethyl-10- (1-d-ribity [) - benzo [g] pteridine-2,4 (3H, 10H) -dione.
- B. in Moke ke other riboflavin derivatives can be isolated from bacteria and yeasts.
- a stereoisomer of riboflavin which is likewise suitable according to the invention is the lyxoflavin which can be isolated from fishmeal or liver and carries a D-arabityl residue instead of the D-ribityl.
- Vitamin B3 the compounds nicotinic acid and nicotinamide (niacinamide) are often performed. According to the invention, the nicotinic acid amide is preferred.
- Panthenol is preferably used.
- Panthenol derivatives which can be used according to the invention are, in particular, the esters and ethers of panthenol and also cationically derivatized panthenols.
- Particularly preferred derivatives are the commercially available substances dihydro-3-hydroxy-4,4-dimethyl-2 (3H) -furanone with the trivial name pantolactone (Merck), 4 hydroxymethyl- ⁇ -butyrolactone (Merck), 3,3-dimethyl 2-hydroxy- ⁇ -butyrolactone (Aldrich) and 2,5-dihydro-5-methoxy-2-furanone (Merck), expressly including all stereoisomers.
- these compounds impart moisturizing and soothing properties to the dermocosmetics of the invention.
- Vitamin B ⁇ which is understood here not a uniform substance, but the known under the common names pyridoxine, pyridoxamine and pyridoxal derivatives of 5-hydroxymethyl-2-methylpyridin-3-ols.
- Vitamin B 7 also known as vitamin H or "skin vitamin”.
- Biotin is (3aS, 4S, 6aR) -2-oxohexahydrothienol [3,4-d] imidazole-4-valeric acid.
- Panthenol, pantolactone, nicotinamide and biotin are very particularly preferred according to the invention. dyes
- Dyes which may be used are those which are suitable and approved for cosmetic purposes, as compiled, for example, in the publication "Kosmetician Anlagenrbesch” of the Farbstoffkommission of the Irish Anlagenscade, published by Verlag Chemie, Weinheim, 1984. These dyes are usually used in concentrations of 0.001 to 0.1 wt .-%, based on the total mixture.
- compositions according to the invention contain at least one pigment.
- the pigments are present in undissolved form in the product composition and may be present in an amount of from 0.01 to 25% by weight, particularly preferably from 5 to 15% by weight.
- the preferred particle size is 1 to 200 .mu.m, in particular 3 to 150 .mu.m, particularly preferably 10 to 100 .mu.m.
- the pigments are practically insoluble colorants in the application medium and may be inorganic or organic. Also inorganic-organic mixed pigments are possible. Preference is given to inorganic pigments.
- the advantage of inorganic pigments is their excellent light, weather and temperature resistance.
- the inorganic pigments may be of natural origin, for example made of chalk, ocher, umber, green soil, terraced terraza or graphite.
- the pigments may be white pigments, e.g. Titanium dioxide or zinc oxide to form black pigments, e.g. Iron oxide black, colored pigments such as e.g. Ultramarine or iron oxide red, to luster pigments, metallic effect pigments, pearlescent pigments, as well as fluorescent or Phosphoreszenzpigmente, preferably wherein at least one pigment is a colored, non-white pigment.
- white pigments e.g. Titanium dioxide or zinc oxide to form black pigments, e.g. Iron oxide black, colored pigments such as e.g. Ultramarine or iron oxide red, to luster pigments, metallic effect pigments, pearlescent pigments, as well as fluorescent or Phosphoreszenzpigmente, preferably wherein at least one pigment is a colored, non-white pigment.
- Suitable are metal oxides, hydroxides and oxide hydrates, mixed phase pigments, sulfur-containing silicates, metal sulfides, complex metal cyanides, metal sulfates, chromates and molybdates and the metals themselves (bronze pigments).
- Titanium dioxide (Cl 77891), black iron oxide (Cl 77499), yellow iron oxide (Cl 77492), red and brown iron oxide (Cl 77491), manganese violet (Cl 77742), ultramarines (sodium aluminum sulfosilicates, Cl 77007, Pigment Blue 29), chromium oxide hydrate (C177289), iron blue (Ferric Ferro-Cyanide, CI7751 0), Carmine (Cochineal).
- pearlescent and color pigments based on mica or mica which are coated with a metal oxide or a metal oxychloride, such as titanium dioxide or bismuth chloride, and optionally other coloring substances, such as iron oxides, iron blue, ultramarines, carmines, etc. tion of the layer thickness can be determined.
- a metal oxide or a metal oxychloride such as titanium dioxide or bismuth chloride
- other coloring substances such as iron oxides, iron blue, ultramarines, carmines, etc. tion of the layer thickness can be determined.
- Such pigments are sold, for example under the trade names Rona ®, Colorona ®, Dichrona and Timiron ® ® (Merck).
- Organic pigments include, for example, the natural pigments sepia, cambogia, bone charcoal, Kasseler brown, indigo, chlorophyll and other plant pigments.
- Synthetic organic pigments include azo pigments, anthraquinoids, indigoids, dioxazine, quinacridone, phthalocyanine, isoindolinone, perylene and perinone, metal complex, alkali blue and diketopyrrolopyrrole pigments.
- the composition according to the invention contains from 0.01 to 10, particularly preferably from 0.05 to 5,% by weight of at least one particulate substance.
- Suitable substances are, for example, substances which are solid at room temperature (25 ° C.) and in the form of particles. Suitable examples are silica, silicates, aluminates, clays, mica, salts, in particular inorganic metal salts, metal oxides, for example titanium dioxide, minerals and polymer particles.
- the particles are present in the agent undissolved, preferably stably dispersed form and can be deposited in solid form after application to the application surface and evaporation of the solvent.
- Preferred particulates are silica (silica gel, silica) and metal salts, especially inorganic metal salts, with silica being particularly preferred.
- Metal salts are e.g. Alkali or alkaline earth halides such as sodium chloride or potassium chloride; Alkali or alkaline earth sulfates such as sodium sulfate or magnesium sulfate.
- suitable pearlescing agents are: alkylene glycol esters, special ethylene glycol disterate; Fatty acid alkanolamides, especially coconut fatty acid diethanoamide; Partial glycerides, especially stearic acid monoglyceride; Esters of polybasic, optionally hydroxy-substituted carboxylic acids with fatty alcohols having 6 to 22 carbon atoms, especially long-chain esters of tartaric acid; Fatty substances, such as, for example, fatty alcohols, fatty ketones, fatty aldehydes, fatty ethers and fatty carbonates, which in total have at least 24 carbon atoms, especially laurone and distearyl ether; Fatty acids such as stearic acid, hydroxystearic acid or behenic acid, ring-opening products of olefin epoxides having 12 to 22 carbon atoms with fatty alcohols having 12 to 22 carbon atoms and / or polyols having 2 to 15 carbon atoms and
- Typical thickeners in such formulations are crosslinked polyacrylic acids and their derivatives, polysaccharides and their derivatives, such as xanthan gum, agar Agar, alginates or tyloses, cellulose derivatives, for example carboxymethylcellulose or hydroxycarboxymethylcellulose, fatty alcohols, monoglycerides and fatty acids, polyvinyl alcohol and polyvinylpyrrolidone.
- Nonionic thickeners are preferably used.
- Suitable cosmetically and / or dermocosmetically active agents are e.g. coloring active ingredients, skin and hair pigmenting agents, tinting agents, suntanning agents, bleaching agents, keratin-hardening substances, antimicrobial agents, light filter active ingredients, repellent active ingredients, hyperemic substances, keratolytic and keratoplasmic substances, antidandruff agents, antiphlogistics, keratinizing substances, antioxidant or as Radical scavengers active ingredients, skin moisturizing or moisturizing substances, moisturizing agents, anti-erythematous or anti-allergic active ingredients, branched fatty acids such as 18-Methyleicosanklare, and mixtures thereof.
- coloring active ingredients e.g. coloring active ingredients, skin and hair pigmenting agents, tinting agents, suntanning agents, bleaching agents, keratin-hardening substances, antimicrobial agents, light filter active ingredients, repellent active ingredients, hyperemic substances, keratolytic and kerato
- Artificial skin tanning agents which are suitable for tanning the skin without natural or artificial irradiation with UV rays are e.g. Dihydroxyacetone, alloxan and walnut shell extract.
- Suitable keratin-hardening substances are, as a rule, active ingredients as are also used in antiperspirants, such as, for example, antiperspirants. Potassium aluminum sulfate, aluminum hydroxychloride, aluminum lactate, etc.
- Antimicrobial agents are used to destroy microorganisms or to inhibit their growth and thus serve both as a preservative and as a deodorizing substance, which reduces the formation or intensity of body odor.
- These include e.g. customary preservatives known to the person skilled in the art, such as p-hydroxybenzoic acid ester, imidazolidinyl urea, formaldehyde, sorbic acid, benzoic acid, salicylic acid, etc.
- deodorizing substances are known, for example. Zinc ricinoleate, triclosan, undecylenic acid alkylolamides, citric acid triethyl ester, chlorhexidine etc.
- Suitable preservatives are advantageously used according to the invention.
- preservative additives dibromodicyanobutane (2-bromo-2-bromomethylglutarodinitrile), 3-iodo-2-propynyl butylcarbamate, 2-bromo-2-nitropropane-1,3-diol, imidazo - lidinylurea, 5-chloro-2-methyl-4-isothiazolin-3-one, 2-chloroacetamide, benzalkonium chloride and benzyl alcohol suitable.
- phenylhydroxyalkyl ethers in particular the compounds known as phenoxyethanol, are suitable as preservatives because of their bactericidal and fungicidal effects on a number of microorganisms.
- germ-inhibiting agents are also suitable for incorporation into the preparations according to the invention.
- Advantageous substances are for example 2 j 4,4'-trichloro-2'-hydroxydiphenyl ether (Irgasan), 1, 6-di- (4-chlorphenylbiguanido) - hexane (chlorhexidine), 3,4,4'-trichlorocarbanilide, quaternary ammonium compounds , Clove oil, mint oil, thyme oil, triethyl citrate, Famesol (3,7,11-trimethyl-2,6,10-dodecatrien-1-ol) and in the patent publications DE-37 40 186, DE-39 38 140, DE- 42 04 321, DE-42 29 707, DE-43 09 372, DE-44 11 664, DE-195 41 967, DE-195 43 695, DE-195 43 696, DE-195 47 160, DE-196 02 108, DE-196 02 110, DE-196 02 111, DE-196 31
- the cosmetic compositions may contain perfume oils.
- perfume oils for example, mixtures of natural and synthetic fragrances may be mentioned.
- Natural fragrances are extracts of flowers (lily, lavender, rose, jasmine, neroli, ylang-ylang), stems and leaves (geranium, patchouli, petitgrain), fruits (aniseed, coriander, caraway, juniper), fruit peel (bergamot, Lemon, orange), roots (macis, angelica, celery, cardamom, costus, iris, calmus), woods (pine, sandal, guaiac, cedar, rosewood), herbs and grasses (estra- gon, lemongrass, sage , Thyme), needles and twigs (spruce, fir, pine, pines), resins and balsams (galbanum, elemi, benzoin, myrrh, olibanum, opoponax).
- Typical synthetic fragrance compounds are ester type products, ethers, aldehydes, ketones, alcohols and hydrocarbons. Fragrance compounds of the ester type are, for example, benzyl acetate, phenoxyethyl isobutyrate, 4-tert-butylcyclohexyl acetate, linalyl acetate, dimethylbenzylcarbinyl acetate, phenylethyl acetate, linalyl benzoate, benzylformate, ethylmethylphenylglycinate, allylcyclohexylpropionate, styrallylpropionate and benzylsalicylate.
- the ethers include, for example, benzyl ethyl ether;
- the aldehydes include, for example, the linear alkanals having 8 to 18 carbon atoms, citrai, citronellal, citronellyloxyacetaldehyde, cyclamen aldehyde, hydroxycitronel-IaI, lilial and bourgeonate, to the ketones, for example the ionones, cs-isomethyl ions and methyl cedryl ketone;
- the alcohols include anethole, citronellol, eugenol, isoeugenol, geraniol, linalool, phenylethyl alcohol and terioneol;
- the hydrocarbons mainly include the terpenes and balsams.
- fragrance oils which are mostly used as aroma components, are suitable as perfume oils, eg sage oil, camomile oil, clove oil, meissen oil, mint oil, cinnamon oil, lime blossom oil, juniper berry oil, vetiver oil, oliban oil, galbanum oil, labolanum oil and lavandin oil.
- bergamot oil dihydromyrcenol, lilial, lyral, citronellol, phenylethyl alcohol, ⁇ -hexylcinnamaldehyde, geraniol, benzyl acetone, cyclamen aldehyde, linalool, Boisambrene ® Forte, Ambroxan, indole, hedione, Sandelice, lemon oil, mandarin oil, orange oil, allyl amyl glycolate, Cyclover- tal, lavandin oil, muscatel sage oil, beta-damascone, geranium oil bourbon, cyclohexyl salicylate, Vertofix ® Coeur, Iso-e-Super ®, ® Fixolide NP, Evernyl, Iraldein gamma, lessigklare phenylene, geranyl acetate, benzyl acetate
- compositions according to the invention preferably contain oils, fats and / or waxes.
- Ingredients of the oil and / or fat phase of the compositions according to the invention are advantageously selected from the group of lecithins and fatty acids.
- retriglycerides in particular the triglycerol esters of saturated and / or unsaturated, branched and / or unbranched alkanecarboxylic acids of a chain length of 8 to 24, in particular 12 to 18, carbon atoms.
- the fatty acid triglycerides can be selected, for example, advantageously from the group of synthetic, semisynthetic and natural oils, such as olive oil, sunflower oil, soybean oil, peanut oil, rapeseed oil, almond oil, palm oil, coconut oil, castor oil, wheat germ oil, grape seed oil, thistle oil, evening primrose oil, macadamia nut oil and such more.
- synthetic, semisynthetic and natural oils such as olive oil, sunflower oil, soybean oil, peanut oil, rapeseed oil, almond oil, palm oil, coconut oil, castor oil, wheat germ oil, grape seed oil, thistle oil, evening primrose oil, macadamia nut oil and such more.
- polar oil components can be selected from the group of esters of saturated and / or unsaturated, branched and / or unbranched alkanecarboxylic acids having a chain length of 3 to 30 carbon atoms and saturated and / or unsaturated, branched and / or unbranched alcohols having a chain length of 3 to 30 carbon atoms and from the group of esters of aromatic carboxylic acids and saturated and / or unsaturated, branched and / or unbranched alcohols having a chain length of 3 to 30 carbon atoms.
- ester oils can then advantageously be selected from the group of isopropyl myristate, isopropyl palmitate, isopropyl stearate, isopropyl oleate, n-butyl stearate, n-hexyl laurate, n-decyl oleate, isooctyl stearate, isononyl stearate, isononyl isononanoate, 2-ethylhexyl palmitate, 2-ethylhexyl laurate, 2 Hexyldecyl stearate, 2-octyl dodecyl palmitate, oleyl oleate, oleyl erucate, erucyl oleate, erucyl erucate dicaprylyl carbonate (Cetiol CC) and cocoglyceride (Myritol 331), butylene glycol dicaprylate / dicap
- one or more oil components may advantageously be selected from the group of branched and unbranched hydrocarbons and waxes, silicone oils, dialkyl ethers, and the group of saturated or unsaturated, branched or unbranched alcohols.
- any mixtures of such oil and wax components are also advantageous to use in the context of the present invention. It may also be advantageous to use waxes, for example cetyl palmitate, as the sole lipid component of the oil phase.
- the oil component is advantageously selected from the group consisting of 2-ethylhexyl isostearate, octyldodecanol, isotridecyl isononanoate, isoeicosane, 2-ethylhexyl cocoate, C12-15-alkyl benzoate, caprylic capric acid triglyceride, dicaprylyl ether.
- fatty acids triglycerides in particular soybean oil and / or almond oil, as oils having a polarity of from 5 to 50 mN / m.
- hydrocarbons paraffin oil, squalane and squalene are advantageously to be used in the sense of the present invention.
- the oil phase can advantageously be chosen from the group of Guerbet alcohols.
- Guerbet alcohols are named after Marcel Guerbet, who first described their production. They arise according to the reaction equation
- Guerbet alcohols are fluid even at low temperatures and cause virtually no skin irritation.
- they can be used as greasing, overfatting and also moisturizing ingredients in cosmetic compositions.
- Ri and R2 are generally unbranched alkyl radicals.
- the Guerbet alcohol or alcohols are selected from the group, where
- Guerbet alcohols are (commercially available, for example as lsofol ® 12 (Condea)) 2-butyloctanol and 2-hexyl decanol (for example commercially available as iso- fol ® 16 (Condea)).
- mixtures of Guerbet Aikoholen according to the invention are advantageous to use according to the invention such as mixtures of 2-butyloctanol and 2-hexyldecanol (for example, commercially available as Isofol ® 14 (Condea)).
- polydecenes are the preferred substances.
- the oil component may further comprise a content of cyclic or linear silicone oils or consist entirely of such oils, although it is preferred to use an additional content of other oil phase components in addition to the silicone oil or silicone oils.
- Low molecular weight silicones or silicone oils are generally defined by the following general formula:
- silicon atoms may be substituted by identical or different alkyl radicals and / or aryl radicals, which are here generalized by radicals R 1 to R 4 .
- radicals R 1 to R 4 the number of different radicals is not necessarily limited to 4, m may assume values of 2 to 200,000.
- silicon atoms can be substituted with identical or different alkyl radicals and / or aryl radicals, which are here generalized by the radicals Ri to R 4 .
- the number of different radicals is not necessarily limited to 4, n may assume values of 3/2 to 20. Broken values for n take into account that odd numbers of siloxyl groups may be present in the cycle.
- phenyltrimethicone is chosen as the silicone oil.
- Other silicone oils for example dimethicone, hexamethylcyclotrisiloxane, phenyldimethicone, cyclomethicone (octamethylcyclotetrasiloxane), hexamethylcyclotrisiloxane, polydimethylsiloxane, poly (methylphenylsiloxane), cetyldimethicone, behenoxydimethicone, are also to be used advantageously in the context of the present invention. Also advantageous are mixtures of cyclomethicone and isotridecyl isononanoate, as well as those of cyclomethicone and 2-ethylhexyl isostearate.
- silicone oils of similar constitution to the compounds described above, whose organic side chains are derivatized, for example polyethoxylated and / or polypropoxylated.
- organic side chains are derivatized, for example polyethoxylated and / or polypropoxylated.
- silicone oils include, for example, polysiloxane-polyalkyl-polyether copolymers such as e.g. Cetyl dimethicone copolyol.
- cyclomethicone octamethylcyclotetrasiloxane
- Fat and / or wax components which can advantageously be used according to the invention can be selected from the group of vegetable waxes, animal waxes, mineral waxes and petrochemical waxes.
- Candelilla wax, carnauba wax, Japan wax, Esparto grass wax, cork wax, guaruma wax, rice germ oil wax, sugarcane wax, berry wax, ouricury wax, montan wax, jojoba wax, shea butter, beeswax, shellac wax, spermaceti, lanolin (wool wax), crepe fat, ceresin, ozokerite are advantageous, for example (Ground wax), paraffin waxes and micro waxes.
- Waxes and synthetic waxes such as Syncrowax HRC ® (glyceryl tribehenate), and Syncrowax ® AW 1 C (Ci8-36 fatty acid) as well as Montanesterwachse, sasol waxes, hydrogenated jojoba waxes, synthetic or modified beeswaxes (Eg dimethicone copolyol beeswax and / or C3o-5o alkyl beeswax), cetyl Ricino-leate such as Tegosoft ® CR, polyalkylene waxes, polyethylene glycol waxes, but also chemically modified fats, such.
- Syncrowax HRC ® glyceryl tribehenate
- Syncrowax ® AW 1 C Ci8-36 fatty acid
- Hydrogenated vegetable oils eg hydrogenated castor oil and / or hydrogenated coconut fat glycerides
- triglycerides such as hydrogenated soy glyceride, trihydroxystearin, fatty acids, fatty acid esters and glycol esters such as C2o-4o-alkyl stearate, C2o-4o-alkylhydroxystearoyl stearate and / or glycol montanate.
- Other advantageous compounds are certain organosilicon compounds which have similar physical properties to the abovementioned fatty and / or wax components, for example stearoxytrimethylsilane.
- the fat and / or wax components can be used both individually and as a mixture in the compositions.
- the oil phase is advantageously selected from the group consisting of 2-ethylhexyl isostearate, octyldodanol, isotridecyl isononanoate, butylene glycol dicaprylate / dicaprate, 2-ethylhexyl cocoate, C 12-15 -alkyl benzoate, caprylic capric triglyceride, dicaprylyl ether.
- Particularly advantageous are mixtures of octyldodecanol, caprylic-capric triglyceride, dicaprylyl ether, dicaprylyl carbonate, cocoglycerides or mixtures of C 12-15 -alkyl benzoate and 2-ethylhexyl isostearate, mixtures of C 1 M -alkyl benzoate and butylene glycol dicaprylate / dicaprate and mixtures of C 12-15 -alkyl benzoate, 2-ethylhexyl isostearate and isotridecyl isononanoate.
- hydrocarbons paraffin oil, cycloparaffin, squalane, squalene, hydrogenated polyisobutene or polydecene are to be used advantageously in the context of the present invention.
- the oil component is also advantageously selected from the group of phospholipids.
- the phospholipids are phosphoric acid esters of acylated glycerols.
- the lecithins which are characterized by the general structure
- advantageous paraffin oil may according to the invention Mercury Weissoel Pharma 40 from Merkur Vaseline, Shell Ondina ® 917, Shell Ondina ® 927, Shell Oil 4222, Shell Ondina ® 933 from Shell & DEA OiI, Pioneer ® 6301 S, Pioneer ® 2071 (Hansen & Rosenthal ) are used.
- the cosmetic or dermatological composition for the purposes of the present invention is a solution or emulsion or dispersion
- the solvents used may be:
- Oils such as triglycerides of capric or capric acid, but preferably castor oil
- Fats, waxes and other natural and synthetic fats preferably esters of fatty acids with lower C-number alcohols, e.g. with isopropanol, propylene glycol or glycerol, or esters of fatty alcohols with alkanoic acids of low C number or with fatty acids;
- Alcohols, diols or polyols of low C number, and their ethers preferably ethanol, isopropanol, propylene glycol, glycerol, ethylene glycol, ethylene glycol monoethyl or monobutyl ether, propylene glycol monomethyl, monoethyl or monobutyl ether, diethylene glycol monomethyl or monoethyl ether and analogous products ,
- mixtures of the abovementioned solvents are used.
- alcoholic solvents water can be another ingredient.
- compositions of the invention may contain surfactants.
- surfactants are, for example:
- Phosphoric acid esters and salts such as DEA-oleth-10 phosphate and
- Alkyl sulfonates for example sodium coconut monoglyceride sulfate, sodium C 12-14 olefin sulfonate, sodium lauryl sulfoacetate and magnesium PEG-3 cocamide sulfate,
- Carboxylic acids and derivatives such as, for example, lauric acid, aluminum stearate, magnesium alkoxide and zinc undecylenate, ester carboxylic acids, for example calcium stearoyl lactylate, laureth-6 citrate and sodium PEG-4 lauramide carboxylate,
- Esters which are formed by esterification of carboxylic acids with ethylene oxide, glycerol, sorbitan or other alcohols,
- Ethers for example ethoxylated alcohols, ethoxylated lanolin, ethoxylated polysiloxanes, propoxylated POE ethers and alkyl polyglycosides such as lauryl glucoside,
- polysorbates can be incorporated into the composition.
- advantageous polysorbates are the
- compositions also contain conditioning agents.
- Conditioning agents which are preferred according to the invention are, for example, all compounds which are disclosed in Section 4 of the International Cosmetic Ingredient Dictionary and Handbook (Volume 4, Editor: RC Pepe, JA Wenninger, GN McEwen, The Cosmetic, Toiletry and Fragrance Association, 9th Edition, 2002) Hair Conditioning Agents, Humectants, Skin Conditioning Agents, Skin Conditioning Agents Emollient, Skin Conditioning Agents Humectant, Skin Conditioning Agents-Miscellaneous, Skin Conditioning Agents-
- Occlusive and Skin Protectans are listed as well as all the compounds listed in EP-A 934 956 (p.11-13) under "water soluble conditioning agent” and "oil soluble conditioning agent.”
- Further advantageous conditioning agents are, for example, the ones designated as polyquaternium according to INCI Compounds (in particular Polyquaternium-1 to Polyquaternium-56).
- Suitable conditioning agents include, for example, polymeric quaternary ammonium compounds, cationic cellulose derivatives and polysaccharides.
- Conditioning agents which are advantageous according to the invention can be chosen from the compounds shown in Table 1 below.
- guar hydroxypropylammonium eg Jaguar Excel ®, Jaguar C 162 ® (Rhodia), CAS 65497-29-2, CAS 39421-75-5) is.
- nonionic poly-N-vinylpyrrolidone / polyvinyl acetate copolymers eg Lu viskol ® VA 64 (BASF)
- anionic acrylate copolymers eg Luviflex Soft ® (BASF)
- amphoteric amide / acrylate / methacrylate copolymers for example Amphomer.RTM ® (National Starch)
- conditioners for example Amphomer.RTM ® (National Starch)
- An addition of powder raw materials can be generally advantageous. Particularly preferred is the use of talc.
- the dermocosmetics according to the invention or compositions for oral, dental and dental care contain optionally ethoxylated oils selected from the group of the ethoxylated glycerol fatty acid esters, particularly preferably PEG-10 olive oil glycerides, PEG-11 avocado oil glycerides, PEG-11 cocoa butter glycerides, PEG -13 Sunflower oil glycerides, PEG-15 glyceryl isostearate, PEG-9 coconut fatty acid glycerides, PEG-54 hydrogenated castor oil, PEG-7 hydrogenated castor oil, PEG-60 hydrogenated castor oil, Jojoba oil ethoxylate (PEG-26 jojoba fatty acids, PEG-3) 26 jojoba alcohol), glycereth-5 co-coat, PEG-9 coconut fatty acid glycerides, PEG-7 glyceryl cocoate, PEG-45 palm oil glycerides, PEG-35 castor oil, olive oil PEG-7 ester,
- Ethoxylated glycerol fatty acid esters are used in aqueous cleaning formulations for various purposes.
- Low ethoxylated glycerol fatty acid esters (3-12 ethylene oxide units) are usually used as a moisturizer to improve the skin feel after drying, glycerol fatty acid esters with a degree of ethoxylation of about 30-50 serve as solubilizers for non-polar substances such as perfume oils.
- Highly ethoxylated glycerol fatty acid esters are used as thickeners. All these substances have in common that they produce on the skin when used in dilution with water, a special skin feel.
- sunscreen agents are, in particular, cosmetic or dermatological light stabilizers which contain at least one UV filter substance.
- the cosmetic and / or dermatological sunscreen compositions of this invention are for cosmetic and / or dermatological photoprotection, further for the treatment and care of the skin and / or the hair and as a make-up product in the decorative cosmetics.
- These include, for example, sunscreens, lotions, milks, oils, baisams, gels, lip care and lipsticks, masking creams and sticks, moisturizers, lotions, emulsions, face, body and hand creams, hair conditioners and conditioners, Hair fixatives, styling gels, hair sprays, deodorants or eye wrinkle creams, tropicals, sunblocks, aftersun preparations. All preparations contain at least one of the UV filter substances mentioned.
- Sun oils are usually mixtures of various oils with one or more sunscreen filters and perfume oils.
- the oil components are selected according to different cosmetic properties. Oils that give good fat and soft feel, such as mineral oils (eg, paraffin oils) and fatty acid triglycerides (eg, peanut oil, sesame oil, avocado oil, medium chain triglycerides) are mixed with oils that promote dispersibility and retraction Improve the sun oils in the skin, reduce the stickiness and make the oil film for air and water vapor (sweat) permeable. These include branched-chain fatty acid esters (eg isopropyl palmitate) and silicone oils (eg dimethylsilicone). When using oils based on unsaturated fatty acids antioxidants, eg.
- Sun oils as anhydrous formulations usually contain no preservatives.
- Sunmilk and creams are made as oil-in-water (O / W) emulsions and as water-in-oil (W / O) emulsions.
- O / W emulsions are easily distributed on the skin, they are usually absorbed quickly and are almost always easily washed off with water.
- W / O emulsions are more difficult to rub in, they make the skin stronger and thus look a bit stickier, but on the other hand they better protect the skin from drying out.
- W / O emulsions are mostly waterproof.
- the emulsion base determines the degree of water resistance.
- auxiliaries eg polymers
- the bases of liquid and cream-like O / W emulsions are similar in composition to other emulsions customary in skin care. Sunscreen should sufficiently grease the skin dried out by the sun, water and wind. They must not be sticky, as this is particularly uncomfortable in the heat and in contact with sand.
- the light stabilizers are usually based on a carrier which contains at least one oil phase.
- a carrier which contains at least one oil phase.
- compositions based on water are also possible. Accordingly, oils, oil-in-water and water-in-oil emulsions, creams and pastes, lip balm sticks or fat-free gels are contemplated.
- emulsions u.a. also O / W macroemulsions, O / W microemulsions or O / W / O emulsions having dispersed in surface-coated titanium dioxide particles in question, wherein the emulsions by phase inversion technology, according to DE-A-197 26 121 are available.
- Usual cosmetic adjuncts which may be considered as additives are e.g. (Co) emulsifiers, fats and waxes, stabilizers, thickeners, biogenic agents, film formers, perfumes, dyes, pearlescing agents, preservatives, pigments, electrolytes (e.g., magnesium sulfate) and pH regulators.
- (Co) emulsifiers e.g. (Co) emulsifiers, fats and waxes, stabilizers, thickeners, biogenic agents, film formers, perfumes, dyes, pearlescing agents, preservatives, pigments, electrolytes (e.g., magnesium sulfate) and pH regulators.
- metal salts of fatty acids e.g. Magnesium, aluminum and / or zinc stearate can be used.
- Biogenic active ingredients are, for example, plant extracts, protein hydrolysates and vitamin complexes.
- Typical film formers are, for example, hydrocolloids such as chitosan, microcrystalline chitosan or quaternized chitosan, polyvinylpyrrolidone, vinylpyrrolidone-vinyl acetate copolymers, polymers of the acrylic acid series, quaternary cellulose derivatives and similar compounds.
- Suitable light filter active substances are substances which absorb UV rays in the UV-B and / or UV-A range. These are organic substances to be understood in the Able to absorb ultraviolet rays and release the absorbed energy in the form of longer-wave radiation, such as heat again.
- the organic substances may be oil-soluble or water-soluble.
- Suitable UV filters are, for example, 2,4,6-triaryl-1,3,5-triazines, in which the aryl groups can each carry at least one substituent, which is preferably selected from hydroxy, alkoxy, especially methoxy, alkoxycarbonyl, especially Methoxycarbonyl and ethoxycarbonyl.
- p-aminobenzoic acid esters p-aminobenzoic acid esters, cinnamic acid esters, benzophenones, camphor derivatives and UV-radiation-stopping pigments, such as titanium dioxide, talc and zinc oxide. Particular preference is given to pigments based on titanium dioxide.
- UV-B filters e.g. the following substances are used: 3-benzylidene camphor and its derivatives, e.g. 3- (4-methylbenzylidene) camphor;
- 4-aminobenzoic acid derivatives preferably 2-ethylhexyl 4- (dimethylamino) benzoate, 2-octyl 4- (dimethylamino) benzoate and 4- (dimethylamino) benzoic acid ester;
- esters of cinnamic acid preferably 2-ethylhexyl 4-methoxycinnamate, 4-propyl methoxycinnutate, isoamyl 4-methoxycinnamate, 4-isoacetyl methoxycinnamate, 2-cyano-3-phenylcinnamic acid 2-ethylhexyl ester (octocrylene);
- Esters of salicylic acid preferably 2-ethylhexyl salicylate, 4-isopropylbenzyl salicylate, homomenthyl saiicylate;
- benzophenone preferably 2-hydroxy-4-methoxybenzophenone, 2-hydroxy-4-methoxy-4'-methylbenzophenone, 2,2'-dihydroxy-4-methoxybenzophenone;
- Esters of benzalmalonic acid preferably di-2-ethylhexyl 4-methoxybenzmalonate
- Triazine derivatives such as 2,4) 6-trianilino- (p-carbo-2'-ethyl-1 '-hexyloxy) -1, 3,5-triazine (octyl tyltriazone) and Dioctyl Butamido Triazone (Uvasorb HEB ®):
- Propane-1,3-diones e.g. 1- (4-tert-butylphenyl) -3- (4'-methoxyphenyl) propane-1,3-dione.
- Suitable water-soluble substances are:
- Sulfonic acid derivatives of the 3-benzylidene camphor e.g. 4- (2-oxo-3-bionylidenemethyl) benzenesulfonic acid and 2-methyl-5- (2-oxo-3-bomylidene) sulfonic acid and salts thereof.
- esters of cinnamic acid preferably 2-ethylhexyl A-methoxycinnamate, isopentyl 4-methoxycinnamate, 2-ethylhexyl 2-cyano-3-phenylcinnamate (octocrylene).
- Typical UV-A filters are:
- benzoylmethane such as 1- (4'-tert-butylphenyl) -3- (4'-methoxyphenyl) propane-1,3-dione, 4-tert-butyl-4'-methoxydibenzoylmethane or 1-phenyl-3 - (4'-isopropylphenyl) -propane-1,3-dione;
- Amino-hydroxy-substituted derivatives of benzophenones e.g. N, N-diethylamino-hydroxybenzoyl-n-hexylbenzoate.
- UV-A and UV-B filters can also be used in mixtures.
- UV filter substances are mentioned in the following table.
- secondary light stabilizers of the antioxidant type which interrupt the photochemical reaction chain which is triggered when UV radiation penetrates into the skin.
- Typical examples are superoxide dismutase, catalase, tocopherols (vitamin E) and ascorbic acid (vitamin C).
- anti-irritants which have an anti-inflammatory effect on UV-damaged skin.
- anti-irritants which have an anti-inflammatory effect on UV-damaged skin.
- Such substances are, for example, bisabolol, phytol and phytantriol.
- the cosmetic and dermocosmetic preparations according to the invention can also advantageously contain UV-retardant inorganic pigments based on metal oxides and / or other sparingly soluble or insoluble metal compounds selected from the group of the oxides of zinc (ZnO), titanium (TiO 2), iron (eg Fe 2 O 3), zirconium (ZrO 2), silicon (SiO 2), manganese (eg MnO), aluminum (Al 2 O 3), cerium (eg Ce 2 O 3), mixed oxides of the corresponding metals and mixtures of such oxides.
- the inorganic pigments may be present in coated form, i. that they are superficially treated.
- This surface treatment can be, for example, that the pigments are provided in a manner known per se, as described in DE-A-33 14 742, with a thin hydrophobic layer.
- Suitable repellent agents are compounds capable of preventing or repelling certain animals, particularly insects, from humans. These include, for example, 2-ethyl-1,3-hexanediol, N, N-diethyl-m-toluamide, etc.
- Suitable hyperemic substances which stimulate the perfusion of the skin are, for example, essential oils, such as mountain pine extract, lavender extract, rosemary extract, juniper berry extract, Horse chestnut extract, birch leaf extract, hay flower extract, ethyl acetate, camphor, menthol, peppermint oil, rosemary extract, eucalyptus oil, etc.
- Suitable keratolytic and keratoplastic substances are, for example, salicylic acid, calcium thioglycolate, thioglycolic acid and its salts, sulfur, etc.
- Suitable antidandruff active substances are, for example, sulfur Sulfur polyethylene glycol sorbitan monooleate, sulfur ricinol polyethoxylate, zinc pyrithione, aluminum pyrithione, etc.
- Suitable antiphlogistic agents which counteract skin irritation include allantoin, bisabolol, dragosantol, chamomile extract, panthenol, etc.
- the dermocosmetics according to the invention or agents for oral, dental and dental care can comprise at least one cosmetically or pharmaceutically acceptable polymer as cosmetic and / or pharmaceutical active substance (as well as optionally as excipient), which differs from the polymers corresponding to those according to the invention form polyelectrolyte complex used.
- cosmetically or pharmaceutically acceptable polymer as cosmetic and / or pharmaceutical active substance (as well as optionally as excipient), which differs from the polymers corresponding to those according to the invention form polyelectrolyte complex used.
- These include, in general, cationic, amphoteric and neutral polymers.
- Suitable polymers are e.g. cationic polymers called polyquaternium according to INCI, e.g. Copolymers of vinylpyrrolidone / N-vinylimidazolium salts (Luviquat FC, Luviquat HM, Luviquat MS, Luviquat & commat, Care), copolymers of N-vinylpyrrolidone / dimethylaminoethyl methacrylate, quaternized with diethyl sulfate (Luviquat PQ 11), copolymers of N-vinylcaprolactam / N-vinylpyrrolidone / N-vinylimidazolium salts (Luviquat E Hold), cationic cellulose derivatives (Polyquaternium-4 and -10), acrylamidocopolymers (Polyquaternium-7) and chitosan.
- polyquaternium cationic polymers called polyquaternium according to INCI,
- Suitable cationic (quaternized) polymers are also mercury (polymer based on dimethyldiallylammonium chloride), gafquat (quaternary polymers which are formed by reaction of polyvinylpyrrolidone with quaternary ammonium compounds), polymer JR (hydroxyethylcellulose with cationic groups) and cationic polymers based on plants. eg Guarpolymers, such as the Jaguar brands of Rhodia.
- polystyrene resins are also neutral polymers, such as polyvinylpyrrolidones, copolymers of N-vinylpyrrolidone and vinyl acetate and / or vinyl propionate, polysiloxanes, polyvinylcaprolactam and other copolymers with N-vinylpyrrolidone, polyethylenimines and their salts, polyvinylamines and their salts, cellulose derivatives, Polyasparaginic acid salts and derivatives.
- neutral polymers such as polyvinylpyrrolidones, copolymers of N-vinylpyrrolidone and vinyl acetate and / or vinyl propionate, polysiloxanes, polyvinylcaprolactam and other copolymers with N-vinylpyrrolidone, polyethylenimines and their salts, polyvinylamines and their salts, cellulose derivatives, Polyasparaginic acid salts and derivatives.
- Suitable polymers are also nonionic, water-soluble or water-dispersible polymers or oligomers, such as polyvinylcaprolactam, e.g. Luviskol 0 Plus (BASF), or polyvinylpyrrolidone and their copolymers, in particular with vinyl esters, such as vinyl acetate, e.g. Luviskol 0 VA 37 (BASF), polyamides, e.g. based on itaconic acid and aliphatic diamines, e.g. in DE-A-43 33 238 are described.
- polyvinylcaprolactam e.g. Luviskol 0 Plus (BASF)
- BASF Luviskol 0 VA 37
- polyamides e.g. based on itaconic acid and aliphatic diamines, e.g. in DE-A-43 33 238 are described.
- Suitable polymers are also amphoteric or zwitterionic polymers, such as the octylacrylamide / methyl methacrylate / tert-butylaminoethyl methacrylate-hydroxypropyl methacrylate copolymers available under the names Amphomer (National Starch) and zwitterionic polymers, as described, for example, in German Patent Applications DE 39 29 973 DE 21 50 557, DE 28 17 369 and DE 3708451 are disclosed. Acrylamidopropyl trimethylammonium chloride / acrylic acid or. Methacrylic acid copolymers and their alkali metal and ammonium salts are preferred zwitterionic Polymers.
- zwitterionic polymers are methacroylethylbetaine / methacrylate copolymers, which are commercially available under the name Amersette (AMERCHOL), and copolymers of hydroxyethyl methacrylate, methyl methacrylate, N, N-dimethylaminoethyl methacrylate and acrylic acid (Jordapon (D)).
- Suitable polymers are also nonionic, siloxane-containing, water-soluble or -dispersible polymers, e.g. Polyether siloxanes, such as Tegopren 0 (Goldschmidt) or Besi & commat (Wacker).
- Polyether siloxanes such as Tegopren 0 (Goldschmidt) or Besi & commat (Wacker).
- the dermocosmetic agents can be advantageously selected from the group consisting of acetylsalicylic acid, atropine, azulene, hydrocortisone and its derivatives, eg. B. hydrocortisone-17-valerate, vitamins of the B and D series, especially vitamin B 1 vitamin B 12, vitamin D, vitamin A or its derivatives such as retinyl palmitate, vitamin E or its derivatives such as tocopheryl acetate, vitamin C and its Derivatives such as ascorbyl glucoside but also niacinamide, panthenol, bisabolol, polydocanol, unsaturated fatty acids such as the essential fatty acids (commonly referred to as vitamin F), in particular ⁇ -linolenic acid, oleic acid, eicosapentaenoic acid, docosahexaenoic acid and its derivatives, chloramphenicol, caffeine, prostaglandins , Th
- anti-dandruff agents eg, selenium disulfide, zinc pyrithione, piroctone, olamine, climbazole, octopirox, polydocanol and combinations thereof
- Complex active substances such as those from ⁇ -oryzanol and calcium salts such as calcium pantotate, calcium chloride, calcium acetate.
- the active ingredients from the group of emollients advantageous, for example PurCellin, Eucerit ® and Neocerit® ®.
- the active substance or agents are furthermore particularly advantageously chosen from the group of NO synthase inhibitors, in particular when the preparations according to the invention are suitable for the treatment and prophylaxis of the symptoms of intrinsic and / or extrinsic skin aging and for the treatment and prophylaxis of the harmful effects of ultraviolet radiation to serve the skin and the hair.
- Preferred NO synthase inhibitor is nitroarginine.
- active ingredients selected from the group comprising catechins and bile acid esters of catechins and aqueous or organic extracts from plants or plant parts which have a content of catechins or bile acid esters of catechins, such as the leaves of the plant family Theaceae , in particular the species Camellia sinensis (green tea).
- catechins and bile acid esters of catechins and aqueous or organic extracts from plants or plant parts which have a content of catechins or bile acid esters of catechins, such as the leaves of the plant family Theaceae , in particular the species Camellia sinensis (green tea).
- special ders advantageous are their typical ingredients (eg polyphenols or catechins, caffeine, vitamins, sugars, minerals, amino acids, lipids).
- Catechins represent a group of compounds which are to be regarded as hydrogenated flavones or anthocyanidins and derivatives of "catechin” (catechol, 3,3 ', 4', 5,7-flavanpentaol, 2- (3,4-dihydroxyphenyl) -chroman
- epicatecine ((2R, 3R) -3,3 ', 4', 5,7-flavanpentaol) is an advantageous active ingredient in the context of the present invention.
- herbal extracts with a content of catechins especially extracts of green tea, such as. B. extracts from leaves of the plants of the species Camellia spec, especially the teas Camellia sinenis, C. assamica, C. taliensis and C. inawadiensis and crosses of these with, for example, Camellia japonica.
- active substances are polyphenols or catechins from the group (-) - catechin, (+) - catechin, (-) - catechin gallate, (-) - gallocatechin gallate, (+) - epicatechin, (-) - epicatechin, (-) Epicatechin gallate, (-) - epigallocatechin, (-) - epigallocatechin gallate.
- flavone and its derivatives are advantageous active ingredients in the sense of the present invention and are characterized by the following basic structure (substitution positions indicated):
- Flavones Some of the more important flavones, which can also preferably be used in formulations according to the invention, are listed in Table 2 below. Table 2: Flavones
- flavones usually occur in glycosidated form.
- the flavonoids are preferably selected from the group of substances of the general formula
- Zi to Z 7 independently of one another, are selected from the group consisting of H, OH, alkoxy and hydroxyalkoxy, where the alkoxy or hydroxyalkoxy groups can be branched and unbranched and can have 1 to 18 C atoms, and where GIy is selected is selected from the group of mono- and oligoglycoside radicals.
- the active compounds can also be chosen very advantageously from the group of hydrophilic active substances, in particular from the following group: ⁇ -hydroxy acids such as lactic acid or salicylic acid or salts thereof such as Na lactate, Ca lactate, TEA lactate, urea, allantoin, serine, sorbitol, glycerol, milk proteins, panthenol, chitosan.
- ⁇ -hydroxy acids such as lactic acid or salicylic acid or salts thereof such as Na lactate, Ca lactate, TEA lactate, urea, allantoin, serine, sorbitol, glycerol, milk proteins, panthenol, chitosan.
- the amount of such active ingredients (one or more compounds) in the preparations according to the invention is preferably 0.001 to 30 wt .-%, particularly preferably 0.05 to 20 wt .-%, in particular 1 to 10 wt .-%, based on the Total weight of the preparation.
- the abovementioned and further active compounds which can be used in the preparations according to the invention are given in DE 103 18 526 A1 on pages 12 to 17, to which reference is made in full at this point.
- the agents according to the invention are preferably skin protection agents, skin care agents, skin cleansing agents, hair protection agents, hair care preparations, hair cleansing preparations, tooth powders, toothpastes, toothpastes, children's toothpastes, dental gels, liquid toothpastes, mouthwashes and mouthwashes, or preparations for decorative cosmetics, depending on the field of application preferably in the form of ointments, creams, emulsions, suspensions, lotions, as milk, pastes, gels, foams or sprays.
- compositions according to the invention preferably contains cosmetically or dermocosmetically / pharmaceutically acceptable excipients.
- Pharmaceutically acceptable excipients which are known to be useful in the pharmaceutical, food technology and related fields, in particular those listed in relevant pharmacopoeias (eg DAB Ph. Eur. BP NF) and other excipients whose properties do not preclude physiological application.
- Suitable auxiliaries may be: lubricants, wetting agents, emulsifying and suspending agents, preserving agents, antioxidants, anti-irritants, chelating agents, emulsion stabilizers, film formers, gelling agents, odor masking agents, resins, hydrocolloids, solvents, solubilizers, neutralizing agents, permeation accelerators, pigments, quaternary ammonium compounds, Rest grease and superfatting agents, ointment, cream or oil bases, silicone derivatives, stabilizers, sterilants, blowing agents, drying agents, opacifiers, thickeners, waxes, softeners, white oil.
- a relevant embodiment is based on expert knowledge, as described for example in Fiedler, HP Lexicon of excipients for Pharmacy, Cosmetics and Adjacent Areas, 4th ed., Aulendorf: ECV Editio Kantor Verlag, 1996, are shown.
- the active substances can be mixed or diluted with a suitable excipient (excipient).
- excipients may be solid, semi-solid or liquid materials which may serve as a vehicle, carrier or medium for the active ingredient.
- the admixing of further auxiliaries takes place in the manner known to the person skilled in the art.
- the polymers and dispersions are suitable as auxiliaries in pharmacy, preferably as or in coating agent (s) or binder (s) for solid dosage forms. They can also be used in creams and as tablet coatings and tablet binders.
- the dermocosmetics according to the invention are skin cleansing preparations.
- Preferred skin cleansing agents are soaps of liquid to gelatinous consistency, such as transparent soaps, luxury soaps, deep soaps, cream soaps, baby soaps, skin soaps, abrasive soaps and syndets, pasty soaps, greases and washes, exfoliating soaps, moisturizing wipes, liquid washing, showering and bathing preparations such as washing lotions.
- shower baths and gels, bubble baths, oil baths and scrub preparations shaving foams, lotions and creams.
- the agents according to the invention are cosmetic agents for the care and protection of the skin and hair, nail care preparations or preparations for decorative cosmetics.
- Suitable skin cosmetic agents are e.g. Face lotions, face masks, deodorizers and other cosmetic lotions.
- Means for use in decorative cosmetics include, for example, masking pens, theatrical paints, mascara and eye shadows, lipsticks, kohl pencils, eyeliners, rouges, powders, and eyebrow pencils.
- the abovementioned compounds according to the invention preferably sterically hindered amines according to the formulas 1 to 4, can be used in pore cleansing nose strips, in anti-acne agents, repellents, shaving agents, after- and pre-shave care products, after-sun care products, hair-removing preparations, hair dyes, Intimate cleansing, foot care and baby care.
- the skin care compositions according to the invention are in particular W / O or O / W skin creams, day and night creams, eye creams, face creams, anti-aging creams. creams, sunscreens, moisturizing creams, bleaching creams, self-tanning creams, vitamin creams, skin lotions, body lotions and moisturizing lotions.
- Skin cosmetic and dermatological compositions preferably contain at least one compound of the invention according to the formulas 1 to 4, preferably sterically hindered amines according to the formulas 1 to 4, more preferably 3-dodecyl-N- (2, 2,6,6-tetramethyl-4-piperidinyl ) succinimide, 3-dodecyl-N- (1, 2,2,6, 6-penta-methyl-4-piperidinyl) succinimide, 3-octyl-N- (2,2,6,6-tetramethyl-4-piperidinyl ) succinimide, 3-octyl-N- (1, 2,2,6,6-pentamethyl-4-piperidinyl) succinimide, 3-octenyl-N- (2,2,6,6-tetramethyl-4-piperidinyl) succinimide , 3-Octenyl-N- (1, 2,2,6,6-pentamethyl-4-piperidinyl) succinimide and / or Uvinul®
- the agents contain the above-mentioned compounds in a concentration of 1 to 10 wt .-%, preferably 2 to 8 wt .-%, 3 to 7 wt .-%, 4 to 6 wt .-% based on the Total weight of the agent.
- the agents contain the abovementioned compounds in a concentration of 10 to 20% by weight, preferably 11 to 19% by weight, 12 to 18% by weight, 13 to 17% by weight, 14 to 16 wt .-% based on the total weight of the composition.
- the agents contain the above-mentioned compounds in a concentration of 20 to 30 wt.%, Preferably 21 to 29 wt.%, 22 to 28 wt.%, 23 to 27 wt.%, 24 to 26 wt .-% based on the total weight of the composition
- the skin-cosmetic preparations may contain, in addition to the abovementioned compounds according to the invention and suitable carriers, further active ingredients and auxiliaries customary in skin cosmetics, as described above. These preferably include emulsifiers, preservatives, perfume oils, cosmetic active ingredients such as phytantriol, vitamins A, E and C, retinol, bisabolol, panthenol, light stabilizers, bleaching agents, colorants, tinting agents, tanning agents, collagen, protein hydrolysates, stabilizers, pH regulators , Dyes, salts, thickeners, gelling agents, bodying agents, silicones, humectants, moisturizers and / or other customary additives.
- suitable carriers preferably include emulsifiers, preservatives, perfume oils, cosmetic active ingredients such as phytantriol, vitamins A, E and C, retinol, bisabolol, panthenol, light stabilizers, bleaching agents, colorants, tinting agents, tanning agents
- Preferred oil and fat components of the dermocosmetic and dermocosmetic agents are the aforementioned mineral and synthetic oils, such as paraffins, silicone oils and aliphatic hydrocarbons having more than 8 carbon atoms, animal and vegetable oils, such as sunflower oil, coconut oil, avocado oil, olive oil, lanolin, or waxes, fatty acids, fatty acid esters such as triglycerides of C6-C30 fatty acids, wax esters such as jojoba oil, fatty alcohols, petrolatum, hydrogenated lanolin and acetylated lanolin, and mixtures thereof.
- mineral and synthetic oils such as paraffins, silicone oils and aliphatic hydrocarbons having more than 8 carbon atoms
- animal and vegetable oils such as sunflower oil, coconut oil, avocado oil, olive oil, lanolin, or waxes
- fatty acids such as triglycerides of C6-C30 fatty acids
- wax esters such as jojoba oil
- fatty alcohols such as petrolatum
- the skin-cosmetic and dermocosmetic preparations may additionally also contain conditioning substances based on silicone compounds.
- Suitable silicone compounds are, for example, polyalkylsiloxanes, polyarylsiloxanes, polyarylalkylsiloxanes, polyethersiloxanes or silicone resins.
- the preparation of the cosmetic or dermocosmetic preparations is carried out by customary methods known to the person skilled in the art.
- the cosmetic and dermocosmetic agents are preferably present in the form of emulsions, in particular as water-in-oil (W / O) or oil-in-water (O / W) emulsions.
- formulations for example, gels, oils, oil gels, multiple emulsions, for example in the form of W / O / W or O7W / O emulsions, anhydrous ointments or ointment bases, etc.
- emulsifier-free formulations such as hydrodispersions, hydrogels or a Pickering emulsion are advantageous embodiments.
- Emulsions are prepared by known methods.
- the emulsions generally contain customary constituents, such as fatty alcohols, fatty acid esters and in particular
- a suitable emulsion as W / O emulsion generally contains an aqueous phase which is emulsified by means of a suitable emulsifier system in an oil or fat phase.
- a polyelectrolyte complex can be used.
- Preferred fat components which may be included in the fat phase of the emulsions are: hydrocarbon oils such as paraffin oil, purcellin oil, perhydrosqualene and solutions of microcrystalline waxes in these oils; animal or vegetable oils, such as Sweet almond oil, avocado oil, calophylum, lanolin and derivatives thereof, castor oil, Se Samoel, olive oil, jojoba oil, karite oil, hoplostethus oil, mineral oils, their distillation start point under atmospheric pressure is about 250 0 C and a distillation end point at 41O 0 C , such as Vaselineöl, esters of saturated or unsaturated fatty acids, such as alkyl myristates, for example i-propyl, butyl or Cetylmyristat, Hexadecylstearat, ethyl or i-propyl palmitate, octanoic or Decanklakladriglyceride and Cetylricinoleat.
- hydrocarbon oils such
- the fat phase may also contain other oil-soluble silicone oils such as dimethylpolysiloxane, methylphenylpolysiloxane and the silicone glycol copolymer, fatty acids and fatty alcohols.
- oil-soluble silicone oils such as dimethylpolysiloxane, methylphenylpolysiloxane and the silicone glycol copolymer, fatty acids and fatty alcohols.
- the skin care agents may also contain waxes, e.g. Carnauba wax, candililla wax, beeswax, microcrystalline wax, ozokerite wax and Ca, Mg and Al oleates, myristates, linoleates and stearates.
- waxes e.g. Carnauba wax, candililla wax, beeswax, microcrystalline wax, ozokerite wax and Ca, Mg and Al oleates, myristates, linoleates and stearates.
- an emulsion of the invention may be present as O / W emulsion.
- Such an emulsion usually contains an oil phase, emulsifiers that stabilize the oil phase in the water phase, and an aqueous phase that is usually thickened.
- Suitable emulsifiers are preferably O / W emulsifiers, such as polyglycerol esters, sorbitan esters or partially esterified glycerides into consideration.
- the agents according to the invention are a light stabilizer, a shower gel, a shampoo formulation or a bath preparation, sunscreen preparations being particularly preferred.
- Such formulations comprise at least one compound of the general formula 1 to 4 according to the invention and usually anionic surfactants as base surfactants and amphoteric and / or nonionic surfactants as cosurfactants.
- suitable active ingredients and / or adjuvants are generally selected from lipids, perfume oils, dyes, organic acids, preservatives and antioxidants and thickeners / gelling agents, skin conditioners and moisturizers.
- formulations preferably contain from 2 to 50% by weight, preferably from 5 to 40% by weight, particularly preferably from 8 to 30% by weight of surfactants, based on the total weight of the formulation.
- anionic surfactants are, for example, alkyl sulfates, alkyl ether sulfates, alkyl sulfonates, alkylaryl sulfonates, alkyl succinates, alkyl sulfosuccinates, N-alkoyl sarcosylates, acyl taurates, acyl isothionates, alkyl phosphates, alkyl ether phosphates, alkyl ether carboxylates, alpha-olefin sulfonates, in particular the alkali metal and alkaline earth metal salts, for example sodium , Potassium, magnesium, calcium, as well as ammonium and triethanolamine salts.
- Suitable amphoteric surfactants are e.g. Alkylbetaines, alkylamidopropylbetaines, alkylsulfobetaines, alkylglycinates, alkylcarboxyglycinates, alkylamphoacetates or -propionates, alkylamphodiacetates or -dipropionates.
- cocodimethylsulfopropyl betaine cocodimethylsulfopropyl betaine, lauryl betaine, cocamidopropyl betaine or sodium cocamphopropionate can be used.
- Suitable nonionic surfactants are, for example, the reaction products of aliphatic alcohols or alkylphenols having 6 to 20 C atoms in the alkyl chain, which may be linear or branched, with ethylene oxide and / or propylene oxide.
- the amount of alkylene oxide is about 6 to 60 moles per mole of alcohol.
- alkylamine oxides, mono- or dialkylalkanolamides, fatty acid esters of polyethylene glycols, ethoxylated fatty acid amides, alkylpolyglycosides or sorbitan ether esters are also suitable.
- washing, showering and bathing preparations may contain conventional cationic surfactants, such as e.g. quaternary ammonium compounds, for example cetyltrimethylammonium chloride.
- conventional cationic surfactants such as e.g. quaternary ammonium compounds, for example cetyltrimethylammonium chloride.
- shower gel / shampoo formulations may contain thickeners, e.g. Common salt, PEG-55, propylene glycol oleate, PEG-120 methyl glucose dioleate and others, as well as preservatives, other active ingredients and auxiliaries and water.
- thickeners e.g. Common salt, PEG-55, propylene glycol oleate, PEG-120 methyl glucose dioleate and others, as well as preservatives, other active ingredients and auxiliaries and water.
- the agents according to the invention are a hair treatment agent.
- Hair treatment agents according to the invention preferably contain at least one compound according to the invention of the formulas 1 to 4 in an amount in the range of about 0.01 to 30 wt .-%, preferably 0.5 to 20 wt .-%, based on the total weight of the composition.
- the hair treatment compositions of the present invention are in the form of a mousse, hair mousse, hair gel, shampoo, hair spray, hair mousse, top fluid, perming, hair dyeing and bleaching or hot oil treatments.
- the hair cosmetic preparations can be applied as (aerosol) spray, (aerosol) foam, gel, gel spray, cream, lotion or wax.
- Hairsprays include both aerosol sprays and pump sprays without propellant gas.
- Hair foams include both aerosol foams and pump foams without propellant gas.
- Hair sprays and hair foams preferably comprise predominantly or exclusively water-soluble or water-dispersible components.
- the compounds used in the hair sprays and hair foams according to the invention are water-dispersible, they can be used in the form of aqueous microdispersions with particle diameters of usually from 1 to 350 nm, preferably from 1 to 250 nm.
- the solids contents of these preparations are usually in a range of about 0.5 to 20 wt .-%.
- these microdispersions do not require emulsifiers or surfactants for their stabilization.
- the hair cosmetic formulations according to the invention contain a) from 0.01 to 30% by weight of at least one compound of the general formula 1 b) from 20 to 99.95% by weight of water and / or alcohol, c) from 0 to
- At least one propellant 50% by weight of at least one propellant, d) 0 to 5% by weight of at least one emulsifier, e) 0 to 3% by weight of at least one thickener and up to 25% by weight of further constituents.
- alcohol By alcohol are meant all alcohols customary in cosmetics, e.g. Ethanol, isopropanol, n-propanol.
- Further constituents are understood to include the additives customary in cosmetics, for example blowing agents, defoamers, surface-active compounds, ie surfactants, emulsifiers, foaming agents and solubilizers.
- the surface-active compounds used can be anionic, cationic, amphoteric or neutral.
- Further customary constituents may also be, for example, preservatives, perfume oils, opacifiers, active ingredients, UV filters, care substances such as panthenol, collagen, vitamins, protein hydrolysates, alpha- and beta-hydroxycarboxylic acids, stabilizers, pH regulators, dyes, viscosity regulators, gel formers, Salts, humectants, greases, complexing agents and other common additives.
- this includes all known in cosmetics styling and conditioner polymers that can be used in combination with the sterically hindered amines according to the invention, if very special properties are to be set.
- Suitable conventional hair cosmetic polymers include, for example, the abovementioned cationic, anionic, neutral, nonionic and amphoteric polymers, to which reference is hereby made.
- the preparations may additionally contain conditioning substances based on silicone compounds.
- Suitable silicone compounds are, for example, polyalkylsiloxanes, polyarylsiloxanes, polyarylalkylsiloxanes, polyethersiloxanes, silicone resins or dimethicone copolyols (CTFA) and amino-functional silicone compounds such as amodimethicones (CTFA).
- Blowing agents are the blowing agents commonly used for hairsprays or aerosol foams. Preference is given to mixtures of propane / butane, pentane, dimethyl ether, 1,1-difluoroethane (HFC-152a), carbon dioxide, nitrogen or compressed air.
- a preferred formulation for aerosol hair foams according to the invention comprises a) from 0.01 to 30% by weight of at least one compound of the general formula 1 according to the invention, preferably sterically hindered amines according to formulas 1 to 4 b) from 55 to 99.8% by weight of water and c) 5 to 20% by weight of a blowing agent, d) 0.1 to 5% by weight of an emulsifier, e) 0 to 10% by weight of further constituents.
- emulsifiers all emulsifiers commonly used in hair foams can be used. Suitable emulsifiers may be nonionic, cationic or anionic or amphoteric.
- nonionic emulsifiers are Laurethe, e.g. Laureth-4; Cetethe, e.g. Cetheth-1, polyethylene glycol cetyl ether, ceteareth, e.g. Cethetereth-25, polyglycol fatty acid glycerides, hydroxylated lecithin, lactyl esters of fatty acids, alkylpolyglycosides.
- cationic emulsifiers are cetyldimethyl-2-hydroxyethylammonium dihydrogenphosphate, cetyltrimonium chloride, cetyltrimmonium bromide, cocotrimonium methylsulfate, quaternium-1 to x (INCI).
- Anionic emulsifiers can be selected, for example, from the group of alkyl sulfates, alkyl ether sulfates, alkyl sulfonates, alkylaryl sulfonates, alkyl succinates, alkyl sulfosuccinates, N-alkoylsarcosinates, acyl taurates, acyl isethionates, alkyl phosphates, alkyl ether phosphates, alkyl ether carboxylates, alpha-olefinsulfonates, in particular the Alkali and alkaline earth metal salts, for example sodium, potassium, magnesium, calcium, and ammonium and T ⁇ iethanolamin salts.
- the alkyl ether sulfates, alkyl ether phosphates and alkyl ether carboxylates can have between 1 to 10 ethylene oxide or propylene oxide units, preferably 1 to 3 ethylene oxide units in the molecule.
- a preparation suitable for styling gels according to the invention can be composed, for example, as follows: a) 0.01 to 30% by weight of at least one compound of the general formula 1 according to the invention, preferably sterically hindered amines according to the formulas 1 to 4, b) 80 to 99.85% by weight of water and / or alcohol, c) 0 to 3% by weight, preferably 0.05 to 2% by weight, of a gelling agent, d) 0 to 20% by weight of further constituents.
- gel formers all gel formers customary in cosmetics can be used. These include slightly crosslinked polyacryic acid, for example carbomer (INCI) 1 cellulose derivatives, eg hydroxypropylcellulose, hydroxyethylcellulose, cationically modified celluloses, polysaccharides, eg xanthan gum, caprylic / capric triglyceride, sodium acrylate copolymers, polyquaternium-32 (and) paraffin liquidum (INCI), sodium acrylate copolymers (and) Paraffinum Liquidum (and) PPG-1 trideceth-6, acrylamidopropyltrimonium chloride / acrylamide copolymers, steareth-10-allyl ethers, acrylate copolymers, Polyquatemium-37 (and) Paraffinum Liquidum (and) PPG-1 trideceth-6, polyquaternium 37 (and) propylene glycol dicaprate dicaprylate (and) PPG-1 tri
- a preparation containing the compounds according to the invention of formula 1, preferably sterically hindered amines, can preferably be used in shampoo formulations.
- Preferred shampoo formulations contain a) from 0.01 to 30% by weight of at least one compound of the general formula 1 according to the invention, preferably sterically hindered amines according to the formulas 1 to 4, b) from 25 to 94.95% by weight of water, c) 5 to 50% by weight of surfactants, c) 0 to 5% by weight of a further conditioning agent, d) 0 to 10% by weight of further cosmetic constituents.
- Suitable anionic surfactants are, for example, alkyl sulfates, alkyl ether sulfates, alkyl sulfonates, alkylaryl sulfonates, alkyl succinates, alkyl sulfosuccinates, N-alkoyl sarcosinates, acyl taurates, acyl isothionates, alkyl phosphates, alkyl ether phosphates, alkyl ether carboxylates, alpha-olefin sulfonates, in particular the alkali metal and alkaline earth metal salts, for example sodium, potassium, magnesium , Calcium, as well as ammonium and triethanolamine salts.
- the alkyl ether sulfates, alkyl ether phosphates and alkyl ether carboxylates can have between 1 to 10 ethylene oxide or propylene oxide units, preferably 1 to 3 ethylene oxide units in the molecule. 5
- Suitable examples are sodium lauryl sulfate, ammonium lauryl sulfate, sodium lauryl sulfate, ammonium lauryl ether sulfate, sodium lauroyl sarcosinate, sodium oleyl succinate, ammonium lauryl sulfosuccinate, sodium dodecylbenzenesulfonate, triethanolamine dodecylbenzenesulfonate.
- Suitable amphoteric surfactants are, for example, alkylbetaines, alkylamidopropylbetaines, alkylsulfobetaines, alkylglycinates, alkylcarboxyglycinates, alkylamphoacetates or -propionates, alkylamphodiacetates or -dipropionates.
- cocodimethylsulfopropyl betaine cocodimethylsulfopropyl betaine, lauryl betaine, cocamidopropyl betaine or sodium cocamphopropionate can be used.
- Suitable nonionic surfactants are, for example, the reaction products of aliphatic alcohols or alkylphenols having 6 to 20 C atoms in the alkyl chain, which may be linear or branched, with ethylene oxide and / or propylene oxide.
- the amount of alkylene oxide is about 6 to 60 moles per mole of alcohol.
- alkylamine oxides, mono- or dialkylalkanolamides, fatty acid esters of polyethylene glycols, alkyl polyglycosides or sorbitan ether esters are suitable.
- the shampoo formulations may contain conventional cationic surfactants, e.g. quaternary ammonium compounds, for example cetyltrimethylammonium chloride.
- conventional cationic surfactants e.g. quaternary ammonium compounds, for example cetyltrimethylammonium chloride.
- Conventional conditioning agents in combination with the compounds of the general formula 1 according to the invention preferably sterically hindered amines according to the formulas 1 to 4, can be used in the shampoo formulations to achieve certain effects.
- cationic polymers with the name Polyquaternium according to INCI, in particular copolymers of vinylpyrrolidone / N-vinylimidazolium salts (Luviquat FC, Luviquat & commat, HM, Luviquat MS, Luviquat Care), copolymers of N-vinylpyrrolidone / dimethylaminoethyl methacrylate, quaternized with diethyl sulfate ( Luviquat D PQ 11), copolymers of N-vinylcaprolactam / N-vinylpyrrolidone / N-vinylimidazolium salts (Luviquat D Hold), cationic cellulose derivatives (Polyquaternium-4 and -10), acrylamide copolymers (Polyquaternium-7).
- protein hydrolysates can be used, as well as conditioning substances based on silicone compounds, for example polyalkylsiloxanes, polyarylsiloxanes, polyarylalkylsiloxanes, polyethersiloxanes or silicone resins.
- silicone compounds for example polyalkylsiloxanes, polyarylsiloxanes, polyarylalkylsiloxanes, polyethersiloxanes or silicone resins.
- suitable silicone compounds are dimethicone copolyols (CTFA) and amino-functional silicone compounds such as amodimethicones (CTFA).
- CTFA dimethicone copolyols
- amino-functional silicone compounds such as amodimethicones
- cationic guar derivatives such as guar hydroxypropyltrimonium chloride (INCI) can be used.
- this hair cosmetic or skin cosmetic preparation is for the care or protection of the skin or hair and is in the form of an emulsion, a dispersion, a suspension, an aqueous surfactant preparation, a milk, a lotion, a cream, a balm, an ointment, gel, granule, powder, stick preparation, such as a lipstick, foam, aerosol or spray.
- emulsions are oil-in-water emulsions and water-in-oil emulsions or microemulsions.
- the hair cosmetic or skin cosmetic preparation is used for application on the skin (topically) or hair.
- Topical preparations are to be understood as meaning those preparations which are suitable for applying the active ingredients to the skin in fine distribution and preferably in a form absorbable by the skin.
- aqueous and aqueous-alcoholic solutions sprays, foams, foam aerosols, ointments, aqueous gels, emulsions of the O / W or W / O type, microemulsions or cosmetic stick preparations.
- the agent contains a carrier.
- a carrier is water, a gas, a water-based liquid, an oil, a gel, an emulsion or microemulsion, a dispersion or a mixture thereof.
- the mentioned carriers show good skin tolerance.
- Particularly advantageous for topical preparations are aqueous gels, emulsions or microemulsions.
- Nonionic surfactants, zwitterionic surfactants, ampholytic surfactants or anionic emulsifiers can be used as emulsifiers.
- the emulsifiers may be present in the composition according to the invention in amounts of 0.1 to 10, preferably 1 to 5 wt .-%, based on the composition.
- a surfactant of at least one of the following groups may be used:
- Alkyl mono- and oligoglycosides having 8 to 22 carbon atoms in the alkyl radical and their ethoxylated analogs
- polyglycerol esters e.g. Polyglycerol polyricinoleate, polyglycerol poly-12-hydroxy stearate or polyglycerol dimerate. Also suitable are mixtures of compounds of several of these classes of substances;
- Partial esters based on linear, branched, unsaturated or saturated C ⁇ / 22 fatty acids, ricinoleic acid and 12-hydroxystearic acid and glycerol, polyglycerol, pentaerythritol, dipentaerythritol, sugar alcohols (eg sorbitol), alkyl glucosides (eg methyl glucoside, butyl glucoside, lauryl glucoside ) as well as polyglucosides (eg cellulose);
- zwitterionic surfactants can be used as emulsifiers.
- Zwitterionic surfactants are those surface-active compounds which carry at least one quaternary ammonium group and at least one carboxy or sulfonate group in the molecule.
- Particularly suitable zwitterionic surfactants are the so-called betaines, such as N-alkyl-N, N-dimethylammonium glycinates, for example cocoalkyldimethylammonium glycinate, N-acylamino-propyl-N, N-dimethylammonium glycinates, for example cocoacylaminopropyldimethylammonium glycinate, and Alkyl 3-carboxymethyl-3-hydroxyethyl imidazolines each having 8 to 18 carbon atoms in the alkyl or acyl group and Kokosacylaminoethylhydro- xyethyl carboxymethylglycinat.
- Particularly preferred is the known under the CTFA name Cocamidopropyl Betaine fatty acid amide derivative.
- ampholytic surfactants are to be understood as meaning those surface-active compounds which, apart from a C 1-6 -alkyl or -acyl group in the molecule, contain at least one free amino group and at least one -COOH or -SO 2 H group and are capable of forming internal salts.
- ampholytic surfactants are N-alkylglycines, N-alkylpropionic acids, N-alkylamino-butanoic acids, N-alkyliminodipropionic acids, N-hydroxyethyl-N-alkylamido-propylglycines, N-alkyltaurines, N-alkylsarcosines, 2-alkylaminopropionic acids and alkylaminoacetic acids each having about 8 to 18 C atoms in the alkyl group.
- ampholytic surfactants are N-Kokosalkyiaminopropionat, Kokosacylaminoethylaminopropionat and the Ci 2 /18-acylsarcosine.
- quaternary emulsifiers are also suitable, those of the esterquat type, preferably methyl-quaternized difatty acid triethanolamine ester salts, being particularly preferred. It is also possible to use, as anionic emulsifiers, alkyl ether sulfates, monoglyceride sulfates, fatty acid sulfates, sulfosuccinates and / or ether carboxylic acids.
- oils-carrying compounds are silicone compounds, for example dimethylpolysiloxanes, methylphenylpolysiloxanes, cyclic silicones and amino-, fatty acid-, alcohol-, polyether-, epoxy-, fluoro-, alkyl- and / or glycoside-modified silicone compounds which are at room temperature both liquid and resinous can.
- the oil bodies may be present in the compositions according to the invention in amounts of from 1 to 90, preferably from 5 to 80, and in particular from 10 to 50,% by weight, based on the composition.
- Another subject of the invention relates to the use of the compounds of the general formula 1, preferably sterically hindered amines according to the formulas 1 to 4, particularly preferably those sterically hindered amines in which the nitrogen atom of the piperidine ring is deprotonated at neutral or slightly acidic pH Millieu, most Preferably, the compounds of general formula 4, most preferably the substances Uvinul®5050H, 3-dodecyl-N- (2,2,6,6-tetramethyl-4-piperidinyl) succinimide, 3-dodecyl-N- (1, 2 , 2,6,6-penta-methyl-4-piperidinyl) succinimide, 3-octyl-N- (2,2,6,6-tetramethyl-4-piperidinyl) succinimide, 3-octyl-N- (1, 2 , 2,6,6-pentamethyl-4-piperidinyl) succinimide, 3-octenyl-N- (2,2,
- the compounds of the general formula 1 according to the invention preferably sterically hindered amines according to the formulas 1 to 4, particularly preferably those sterically hindered amines in which the nitrogen atom of the piperidine ring is deprotonated in a neutral or slightly acidic pH environment most preferably the compounds of the general formula 4, most preferably the substances Uvinul®5050H, 3
- Another subject of the invention is the use of the compounds of the general formula 1 according to the invention, preferably sterically hindered amines according to the formulas 1 to 4, particularly preferably those sterically hindered amines in which the nitrogen atom of the piperidine ring is deprotonated in a neutral or slightly acidic pH environment, most Preferably, the compounds of general formula 4, most preferably the substances Uvinul®5050H, 3-dodecyl-N- (2,2,6,6-tetramethyl-4-piperidinyl) succinimide, 3-dodecyl-N- (1, 2 , 2,6,6-penta-methyl-4-piperidinyl) succinimide, 3-octyl-N- (2,2,6,6-tetramethyl-4-piperidinyl) succinimide, 3-octyl-N- (1, 2,2,6,6-pentamethyl-4-piperidinyl) succinimide, 3-Octenyl-N- (2,2,
- a further preferred embodiment of the present invention relates to the use of the compounds of general formula 1 according to the invention, preferably sterically hindered amines according to formulas 1 to 4, particularly preferably those sterically hindered amines in which the nitrogen atom of the piperidine ring at neutral or slightly acidic pH Most deprived of the compounds of the general formula 4, most preferably the substances Uvinul®5050H, 3-dodecyl-N- (2,2,6,6-tetramethyl-4-piperidinyl) succinimide, 3-dodecyl N- (1,2,6,6-penta-methyl-4-piperidinyl) succinimide, 3-octyl-N- (2,2,6,6-tetramethyl-4-piperidinyl) succinimide, 3-octyl- N- (1, 2,2,6,6-pentamethyl-4-piperidinyl) succinimide, 3-octenyl-N- (2,2,6,6-tetramethyl-4-piperid
- a further field of application for the compounds of general formula 1 according to the invention preferably sterically hindered amines according to formulas 1 to 4, particularly preferably those sterically hindered amines in which the nitrogen atom of the piperidine ring is deprotonated at neutral or slightly acidic pH medium, most preferably the Compounds of general formula 4, most preferably the substances Uvinul®5050H, 3-dodecyl-N- (2,2,6,6-tetramethyl-4-piperidinyl) succinimide, 3-dodecyl-N- ⁇ 1, 2,2 , 6, 6-penta-methyl-4-piperidinyl) succinimide, 3-octyl-N- (2,2,6,6-tetramethyl-4-piperidinyl) succinimide, 3-octyl-N- (1, 2,2 , 6,6-pentamethyl-4-piperidinyl) succinimide, 3-octenyl-N- (2,2,6,6-tetra
- the present invention relates to the use of the o.g. Preparations for the prevention of unwanted changes in the appearance of the skin, e.g. Acne or oily skin, keratoses, rosaceae, photosensitive, inflammatory, erythematous, allergic or autoimmune reactive reactions.
- the compounds of the general formula 1 according to the invention preferably sterically hindered amines according to the formulas 1 to 4, particularly preferably those sterically hindered amines in which the nitrogen atom of the piperidine ring is deprotonated at neutral or slightly acidic pH medium, most preferably the compounds of general formula 4, most preferably the substances Uvinul®5050H, 3-dodecyl-N- (2,2,6,6-tetramethyl-4-piperidinyl) succinimide, 3-dodecyl-N- (1, 2,2,6 , 6-penta-methyl-4-piperidinyl) succinimide, 3-octyl-N- (2,2,6,6-tetra-methyl-4-piperidinyl) succinimide, 3-octyl-N- (1, 2,2, 6,6-pentamethyl-4-piperidinyl) succinimide, 3-octenyl-N- (2,2,6,6-tetramethyl-4-piperidin
- the invention also relates to cosmetic preparations suitable for the protection of the human epidermis or human hair, characterized in that in a cosmetically suitable carrier at least one compounds of the general formula 1 according to the invention, preferably sterically hindered amines according to the formulas 1 to 4, particularly preferably sterically hindered amines in which the nitrogen atom of the piperidine ring is deprotonated at neutral or slightly acidic pH medium, most preferably the compounds of general formula 4, most preferably the substances Uvinul®5050H, 3-dodecyl-N- (2,2,6 , 6-tetramethyl-4-piperidinyl) succinimide, 3-dodecyl-N- (1, 2,2,6,6-penta-methyl-4-piperidinyl) succinimide, 3-octyl-N- (2,2,6 , 6-tetramethyl-4-piperidinyl) succinimide, 3-octyl-N-N- (2,2,6 , 6-tetramethyl
- the cosmetic preparations for protecting the human epidermis or human hair in addition to the cosmetically suitable vehicle and at least one of the abovementioned compounds, contain at least one further of the active ingredients listed above.
- the cosmetic preparations according to the invention are applied to the skin, hair, gums, and teeth in the manner customary for cosmetics or dermocosmetics.
- sterically hindered amines according to the formulas 1 to 4 are selected for the abovementioned uses, in which the nitrogen atom of the piperidine ring is deprotonated in the pH values suitable for cosmetic or dermocosmetic compositions.
- these sterically hindered amines have a pks value in the range from 4 to 8, preferably from 6 to 7.5, particularly preferably from 6.5 to 7.3, most preferably from 6.8 to 7 , 2 on.
- the dermocosmetics or cosmetic agents according to the invention for oral, dental and dental care can be composed as described above and used for preventive treatment, care and cleansing of the skin, hair, teeth or gums or as a make-up product in cosmetics.
- these are added to the cosmetic or dermocosmetic compositions in a concentration of 0.001 to 1% by weight (% by weight), preferably 0.01 to 0.1% by weight, 0.1 to 1% by weight. % added based on the total weight of the agent.
- the compounds according to the invention in a concentration of 1 to 10 wt .-%, preferably 2 to 8 wt .-%, 3 to 7 wt .-%, 4 to 6 wt .-% based on the total weight of the agent can be used.
- the compounds according to the invention may be present in a concentration of from 10 to 20% by weight, preferably 11 to 19% by weight, 12 to 18% by weight, 13 to 17% by weight, 14 to 16 Wt .-% based on the total weight of the agent used.
- the compounds according to the invention may be used in a concentration of from 20 to 30% by weight, preferably from 21 to
- the sterically hindered amines of the invention have a stabilizing effect and can protect squalene from oxidation. Furthermore, it is shown that the sterically hindered amines according to the invention have a significantly stronger oxidation damage-inhibiting effect with respect to the comparative substances used. It is particularly noteworthy that the sterically hindered amines according to the invention in comparison to the known oxidizing agents vitamin E and C have an up to 5-fold enhanced oxidation protection effect
- Example 5 Use of the HAS According to the Invention in a Day Care Emulsion - Type O / W
- Example 6 Use of the HAS According to the Invention in a Protective Day Cream - Type O / W
- Preparation Heat phases A and B separately from each other to about 80 ° C. Stir phase B into phase A and homogenize. Incorporate phase C into the combined phases A and B and homogenize. Cool with stirring to about 40 ° C. Add phase D, adjust the pH to about 6.5 with phase E and homogenize. Cool to room temperature while stirring.
- Example 7 Use of the HAS According to the Invention in a Facial Cleansing Lotion - Type O / W
- Example 8 Use of the HAS of the Invention in a Daily Care Body Spray WS 1%: 3-Dodecyl-N- (2,2,6,6-tetramethyl-4-piperidinyl) succinimide
- Example 9 Use of the HAS According to the Invention in a Skin Care Gel
- Example 10 Use of the HAS According to the Invention in an After Shave Lotion
- Preparation Mix the components of phase A. Dissolve phase B, work in phase A and homogenize.
- Example 11 Use of the HAS According to the Invention in an After Sun Lotion WS 1%: Uvinul 5050 H
- Preparation Mix the components of phase A. Stir phase B into phase A while homogenizing. Neutralize with Phase C and homogenize again.
- Preparation The components of the phases A and B separately to approx 8O 0 C. Stir phase B into phase A and homogenize. Heat phase C to ca. 8O 0 C and stir into the combined phases A and B while homogenizing. Cool with stirring to about 40 0 C, add phase D and homogenize again.
- Example 13 Use of the HAS According to the Invention in a Sun Protection Lotion - Type O / W WS 1%: Uvinul 5050 H
- Example 14 Use of the HAS According to the Invention in a Sun Protection Lotion - Type O / W
- Example 15 Use of the HAS according to the invention in a foot balm
- Preparation Heat the components of phases A and B separately to about 80 ° C. Stir phase B into phase A while homogenizing. Cool with stirring to about 40 0 C, add the phases C and D and briefly nachhomogene. Cool to room temperature while stirring.
- HAS q.s. Perfume oil q.s. preservative
- HAS q.s. Perfume oil q.s. preservative
- Preparation Mix the components of phase A. Add the components of phase B one by one and dissolve. Fill with phase C.
- Preparation Mix the components of phase A. Add the components of phase B one by one and dissolve. Fill with phase C.
- Preparation Mix the components of phase A. Clear the components of phase B, then stir phase B into phase A. Adjust the pH to 6-7, fill with phase C.
- Preparation Mix the components of phase A. Add the components of phase B one by one and dissolve. Dissolve phase C in the mixture of A and B, then adjust the pH to 6-7. Fill with phase D.
- Preparation Mix the components of phase A. Add the components of phase B one by one and dissolve. Dissolve phase C in the mixture of A and B, then adjust the pH to 6-7. Fill with phase D.
- phase A Solubilize phase A. Weigh phase B into phase A and solve it clearly. Adjust the pH to 6-7, fill with phase C.
- phase A Solubilize phase A. Weigh phase B into phase A and solve it clearly. Adjust the pH to 6-7, fill with phase C.
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Abstract
Description
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Priority Applications (6)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
AU2006274133A AU2006274133A1 (en) | 2005-07-25 | 2006-07-14 | Dermocosmetic preparations |
EP06764176A EP1909747A1 (de) | 2005-07-25 | 2006-07-14 | Dermokosmetische zubereitungen |
BRPI0614162A BRPI0614162A2 (pt) | 2005-07-25 | 2006-07-14 | dermocosmético, e, uso de um composto |
US11/996,424 US20080220031A1 (en) | 2005-07-25 | 2006-07-14 | Dermocosmetic Preparations |
CA002616071A CA2616071A1 (en) | 2005-07-25 | 2006-07-14 | Dermocosmetic preparations |
JP2008523305A JP2009502852A (ja) | 2005-07-25 | 2006-07-14 | 皮膚化粧品調製物 |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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EP05106825.2 | 2005-07-25 | ||
EP05106825 | 2005-07-25 |
Publications (1)
Publication Number | Publication Date |
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WO2007012574A1 true WO2007012574A1 (de) | 2007-02-01 |
Family
ID=37025068
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/EP2006/064264 WO2007012574A1 (de) | 2005-07-25 | 2006-07-14 | Dermokosmetische zubereitungen |
Country Status (8)
Country | Link |
---|---|
US (1) | US20080220031A1 (de) |
EP (1) | EP1909747A1 (de) |
JP (1) | JP2009502852A (de) |
CN (1) | CN101287441A (de) |
AU (1) | AU2006274133A1 (de) |
BR (1) | BRPI0614162A2 (de) |
CA (1) | CA2616071A1 (de) |
WO (1) | WO2007012574A1 (de) |
Cited By (3)
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WO2009080427A1 (de) * | 2007-12-21 | 2009-07-02 | Basf Se | Verfahren zur herstellung von uv-absorbierenden hybridmaterialien |
CN101288637B (zh) * | 2008-05-23 | 2011-03-16 | 海南京润珍珠生物技术股份有限公司 | 珍珠洗面奶 |
WO2023067457A1 (en) * | 2021-10-20 | 2023-04-27 | Wipro Enterprises Pvt Ltd. | Cleansing composition concentrate, a diluted composition, methods of preparation and applications thereof |
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AU2008261700B2 (en) | 2007-06-12 | 2014-06-05 | Rhodia Inc. | Hard surface cleaning composition with hydrophilizing agent and method for cleaning hard surfaces |
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JP5613558B2 (ja) * | 2007-06-12 | 2014-10-22 | ローディア インコーポレイティド | パーソナルケア配合物中の、モノ−、ジ−及びポリオールホスフェートエステル |
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EP2517689A1 (de) * | 2009-12-24 | 2012-10-31 | Kao Corporation | Hydrogelpartikel |
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US20110306577A1 (en) * | 2010-06-11 | 2011-12-15 | Perricone Nicholas V | Topical skin cream comprising phosphatidylcholine dha and l-tyrosine |
DE102010055768A1 (de) * | 2010-12-23 | 2012-06-28 | Beiersdorf Ag | Wirkstoffkombinationen aus Glucosylglyceriden und einem oder mehreren Konservierungsmitteln |
ITCS20110009A1 (it) * | 2011-03-21 | 2012-09-22 | Univ Calabria | Formulazione cosmetica, farmaceutica o nutraceutica contenente molecole antiossidanti coniugate |
DE102011085509A1 (de) | 2011-10-31 | 2013-05-02 | Beiersdorf Ag | Fixierung von Parfum auf nasser Haut |
DE102011085500A1 (de) * | 2011-10-31 | 2013-05-02 | Beiersdorf Ag | Kosmetische oder dermatologische Zubereitungen zur Applikation auf nasser Haut |
CN102702169B (zh) * | 2012-06-19 | 2013-10-16 | 南通惠康国际企业有限公司 | 光稳定剂3-十二烷基-1-(1,2,2,6,6-五甲基哌啶基)-吡咯-2,5-二烷酮的制备方法 |
FR2996756B1 (fr) * | 2012-10-15 | 2020-06-05 | L'oreal | Utilisation cosmetique d'un acide gras mono-insature ou l'un de ses sels et/ou de ses esters comme actif deodorant |
FR3002444B1 (fr) | 2013-02-25 | 2015-03-13 | Oreal | Composition cosmetique de type gel |
FR3002449B1 (fr) | 2013-02-25 | 2015-04-03 | Oreal | Composition cosmetique de type gel |
GB2518845A (en) * | 2013-10-01 | 2015-04-08 | Cosmetic Warriors Ltd | Composition |
US20150238403A1 (en) | 2014-02-21 | 2015-08-27 | Amorepacific Corporation | Low viscous cosmetic composition using a natural emulsifying agent |
FR3025100B1 (fr) | 2014-08-28 | 2016-12-09 | Oreal | Composition cosmetique de type gel a tenue amelioree |
CN106798713A (zh) * | 2015-11-26 | 2017-06-06 | 上海优莱美生物科技有限公司 | 一种不含硅油的保湿美白亮肤乳霜及其制备方法 |
MX2020002157A (es) * | 2017-08-30 | 2020-07-20 | Unilever Ip Holdings B V | Una composicion para el cuidado personal. |
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KR102194279B1 (ko) * | 2020-06-25 | 2020-12-22 | 코스맥스 주식회사 | 메이크업 밀착력 강화 및 묻어남 방지를 위한 양이온성 화장료 조성물 |
WO2024006613A1 (en) * | 2022-06-27 | 2024-01-04 | The Procter & Gamble Company | Stable aqueous surfactant compositions |
CN115670983B (zh) * | 2022-11-25 | 2024-03-12 | 广州远想生物科技股份有限公司 | 一种防晒组合物、含有该防晒组合物的防晒霜及其制备方法 |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4356307A (en) * | 1980-02-20 | 1982-10-26 | Chemische Werke Huls Aktiengesellschaft | Cyclic imides, their preparation and use |
EP0670851A1 (de) * | 1992-11-24 | 1995-09-13 | Basf Ag | MALEINSÄUREIMID--g(a)-OLEFIN-COPOLYMERISATE UND IHRE VERWENDUNG ALS LICHTSCHUTZMITTEL UND STABILISATOREN FÜR ORGANISCHES MATERIAL. |
WO2005041905A2 (en) * | 2003-10-30 | 2005-05-12 | Ciba Specialty Chemicals Holding Inc. | Stabilized body care products, household products, textiles and fabrics |
WO2005042828A2 (en) * | 2003-11-03 | 2005-05-12 | Ciba Specialty Chemicals Holding Inc. | Stabilized body care products, household products, textiles and fabrics |
US20060040836A1 (en) * | 2004-08-23 | 2006-02-23 | Lupia Joseph A | Stabilized body care products, household products, textiles and fabrics |
-
2006
- 2006-07-14 WO PCT/EP2006/064264 patent/WO2007012574A1/de active Application Filing
- 2006-07-14 US US11/996,424 patent/US20080220031A1/en not_active Abandoned
- 2006-07-14 CA CA002616071A patent/CA2616071A1/en not_active Abandoned
- 2006-07-14 JP JP2008523305A patent/JP2009502852A/ja not_active Withdrawn
- 2006-07-14 CN CNA2006800350992A patent/CN101287441A/zh active Pending
- 2006-07-14 AU AU2006274133A patent/AU2006274133A1/en not_active Abandoned
- 2006-07-14 EP EP06764176A patent/EP1909747A1/de not_active Withdrawn
- 2006-07-14 BR BRPI0614162A patent/BRPI0614162A2/pt not_active IP Right Cessation
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4356307A (en) * | 1980-02-20 | 1982-10-26 | Chemische Werke Huls Aktiengesellschaft | Cyclic imides, their preparation and use |
EP0670851A1 (de) * | 1992-11-24 | 1995-09-13 | Basf Ag | MALEINSÄUREIMID--g(a)-OLEFIN-COPOLYMERISATE UND IHRE VERWENDUNG ALS LICHTSCHUTZMITTEL UND STABILISATOREN FÜR ORGANISCHES MATERIAL. |
WO2005041905A2 (en) * | 2003-10-30 | 2005-05-12 | Ciba Specialty Chemicals Holding Inc. | Stabilized body care products, household products, textiles and fabrics |
WO2005042828A2 (en) * | 2003-11-03 | 2005-05-12 | Ciba Specialty Chemicals Holding Inc. | Stabilized body care products, household products, textiles and fabrics |
US20060040836A1 (en) * | 2004-08-23 | 2006-02-23 | Lupia Joseph A | Stabilized body care products, household products, textiles and fabrics |
Non-Patent Citations (1)
Title |
---|
GRAY R L: "A NOVEL NONREACTIVE HALS BOOSTS POLYOLEFIN STABILITY", PLASTICS ENGINEERING, SOCIETY OF PLASTICS ENGINEERS,INC. GREENWICH, CONN, US, vol. 47, no. 6, 1 June 1991 (1991-06-01), pages 21 - 23, XP000287702, ISSN: 0091-9578 * |
Cited By (3)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
WO2009080427A1 (de) * | 2007-12-21 | 2009-07-02 | Basf Se | Verfahren zur herstellung von uv-absorbierenden hybridmaterialien |
CN101288637B (zh) * | 2008-05-23 | 2011-03-16 | 海南京润珍珠生物技术股份有限公司 | 珍珠洗面奶 |
WO2023067457A1 (en) * | 2021-10-20 | 2023-04-27 | Wipro Enterprises Pvt Ltd. | Cleansing composition concentrate, a diluted composition, methods of preparation and applications thereof |
Also Published As
Publication number | Publication date |
---|---|
EP1909747A1 (de) | 2008-04-16 |
BRPI0614162A2 (pt) | 2016-11-22 |
CA2616071A1 (en) | 2007-02-01 |
US20080220031A1 (en) | 2008-09-11 |
CN101287441A (zh) | 2008-10-15 |
AU2006274133A1 (en) | 2007-02-01 |
JP2009502852A (ja) | 2009-01-29 |
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