Hydroxyl-functionalized dendritic macromolecules in topical...

Drug – bio-affecting and body treating compositions – Live hair or scalp treating compositions – Polymer containing

Reexamination Certificate

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C424S045000, C424S486000, C424SDIG001, C424S401000, C516S104000, C510S126000

Reexamination Certificate

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06582685

ABSTRACT:

FIELD OF THE INVENTION
The present invention relates to cosmetic and personal care compositions, such as hair styling compositions, containing hydroxyl-functionalised dendritic macromolecules.
BACKGROUND AND PRIOR ART
Cosmetic and personal care compositions such as hair styling sprays, mousses, gels and shampoos, frequently contain resins, gums and adhesive polymers to provide a variety of benefits, for example, film-forming ability, thickening, sensory properties and hair shaping and setting.
Such materials must meet a number of functional requirements. These include for example good hair holding ability and curl retention without giving a harsh, brittle feeling to the hair. Even under humid conditions there must be good hold and curl retention. Another requirement is that the material be capable of being removed upon washing the hair at the time of shampooing. Further important material properties are low stickiness and a lack of powdering or flaking.
We have found that hydroxyl-functionalised dendritic macromolecules are a class of material that meets the above requirements in a cosmetic and personal care composition, particularly hair styling compositions such as hairsprays.
Dendritic macromolecules are macromolecules with densely branched structures having a large number of end groups. A dendritic polymer includes several layers or generations of repeating units which all contain one or more branch points. Dendritic polymers, including dendrimers and hyperbranched polymers, are prepared by condensation reactions of monomeric units having at least two different types of reactive groups. Dendrimers are highly symmetric, whereas macromolecules designated as hyperbranched may to a certain degree hold an asymmetry, yet maintaining the highly branched treelike structure.
Dendritic macromolecules normally consist of an initiator or nucleus having one or more reactive sites and a number of branching layers and optionally a layer of chain terminating molecules. Continued replication of branching layers normally yields increased branch multiplicity and, where applicable or desired, increased number of terminal groups. The layers are usually called generations and the branches dendrons.
These materials have found such diverse uses as catalysts (and catalyst supports), as selective membranes and coatings, as demulsifiers for oil-in-water emulsions, as wet strength agents in the manufacture of paper, as agents for modifying viscosities in aqueous formulations such as paints, as impact modifiers or as cross-linking agents in plastics, as carriers for agricultural, pharmaceutical and other substances, and as submicron size calibrators.
Certain dendritic polymers have been suggested for use in the context of personal care.
WO97/14404 describes personal wash compositions containing an anionic surfactant as a cleaning agent and a cationic dendrimer as a mildness aid. The preferred cationic dendrimers are polyamidoamine (PAMAM) dendrimers prepared by sequential reactions of ethylenediamine and methyl acrylate.
U.S. Pat. No. 5,449,519 relates to keratolytic or anti-acne compositions in which the keratolytic or anti-acne agent (e.g. salicylic acid) is complexed with a starburst dendrimer of the PAMAM type.
EP 0 880 961 and EP 880 962 describe anti-solar preparations for protection of skin and hair containing a hyperbranched or dendrimeric polyamino-polymer such as hyperbranched polyethyleneimine.
EP 0 858 797 describes deodorant compositions comprising dendrimers having primary amine terminal groupings.
EPO 884 047 relates to the use of polyamine polymers, which may be hyperbranched or dendrimeric, as antioxidant agents for cosmetic or dermatological compositions.
WO 99/32076 and WO 99/32540 concern the use of certain specific disulphide-functionalised hyperbranched polymers and dendrimers in cosmetics and pharmaceuticals as thickening or gelling agents or as film-forming agents.
EP 0 815 827 describes cosmetic compositions for treating the hair with a content of at least one dendrimer or dendrimer conjugate in a cosmetic base. The compositions preferably contain dendrimers that are prepared from a 1,4-diaminobutane nucleus via the stepwise Michael addition of acrylonitrile followed by catalytic hydrogenation of cyano groups to amino groups. These dendrimers are referred to as poly(iminopropane-1,3-diyl) dendrimers with nitrile or amino terminal groups and their preparation is describes in U.S. Pat. No. 5,530,092. The compositions are said to provide an appreciable reduction in combing force, based on tests in aqueous solution comparing examples of the above described nitrile/amino functionalised dendrimers with standard hair care polymers such as vinylpyrrolidone/dimethylaminoethylmethacrylate copolymer.
None of the above documents disclose or suggest the utility of dendritic polyols in cosmetic and personal care compositions such as hair styling compositions.
SUMMARY OF THE INVENTION
The present invention provides a cosmetic and personal care composition comprising a hydroxyl-functionalised dendritic macromolecule.
DETAILED DESCRIPTION
Hydroxyl-functionalised Dendritic Macromolecule
The composition of the present invention preferably contains a hydroxyl-functionalised dendritic macromolecule that is built up from polyester units.
Suitable materials are described in SE 468 771, which discloses a macromolecule which is composed of an initiator, having at least one hydroxyl group, to which initiator is added at least one branching generation comprising at least one chain extender, having at least one carboxyl group and at least two hydroxyl groups.
Further suitable materials are described in SE 503 342, in which the macromolecule is substantially composed of a nucleus, having at least one epoxide group, to which nucleus is added at least one branching generation comprising at least one chain extender, having at least three reactive functions of which at least one is a carboxyl or epoxide group and at least one is a hydroxyl group.
The above described materials are also referred to as polyhydric polyester alcohols or hyperbranched polyols. Preferably these materials have at least eight, more preferably at least sixteen, most preferably at least thirty-two terminal hydroxyl groupings per macromolecule. Their molecular weight is preferably at least 800, more preferably at least 1600, most preferably at least 2500 g/mole.
The above materials are available commercially from Perstorp AB, SE-284 80 Perstorp, Sweden under the trademark of BOLTORN. Examples of such materials are BOLTORN H10, BOLTORN H20, BOLTORN H30 and BOLTORN H40, of which BOLTORN H30 and BOLTORN H40 are preferred.
Cosmetic and Personal Care Compositions
Compositions of the present invention are preferably formulated into hair care compositions, especially hairspray compositions, but can also be formulated into a wide variety of product types, including mousses, gels, lotions, tonics, sprays, shampoos, conditioners, rinses, hand and body lotions, facial moisturisers, sunscreens, anti-acne preparations, topical analgesics, mascaras, and the like. The carriers and additional components required to formulate such products vary with product type and can be routinely chosen by one skilled in the art. The following is a description of some of these carriers and additional components.
Carriers
Hair care compositions of the present invention can comprise a carrier, or a mixture of such carriers, which are suitable for application to the hair. The carriers are present at from about 0.5% to about 99.5%, preferably from about 5.0% to about 99.5%, more preferably from about 10.0% to about 98.0%, of the composition. As used herein, the phrase “suitable for application to hair” means that the carrier does not damage or negatively affect the aesthetics of hair or cause irritation to the underlying skin.
Carriers suitable for use with hair care compositions of the present invention include, for example, those used in the formulation of hair sprays, mousses, tonics, gels, shampoos, conditioners, and rinses. The choice of appropriate carrier will als

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