Drug – bio-affecting and body treating compositions – Live hair or scalp treating compositions – Polymer containing
Reexamination Certificate
2001-02-14
2003-02-25
Dawson, Robert (Department: 1712)
Drug, bio-affecting and body treating compositions
Live hair or scalp treating compositions
Polymer containing
C424S070110, C424S070160, C424S070310, C424S401000, C514S063000, C514S476000, C514S478000, C525S100000, C526S279000, C528S025000, C528S026000, C528S028000, C528S044000, C528S075000
Reexamination Certificate
active
06524564
ABSTRACT:
The present invention relates to free-radically polymerizable, siloxane-containing urethane (meth)acrylates, to water-soluble or water-dispersible polymers which comprise these in copolymerized form, to the use of these polymers, and to cosmetic compositions which comprise these polymers.
In cosmetology, polymers having film-forming properties are used for setting, shaping and improving the structure of the hair. These hair-treatment compositions generally comprise a solution of the film former in an alcohol or a mixture of alcohol and water.
Hair-setting compositions are generally sprayed onto the hair in the form of aqueous-alcoholic solutions. After the solvent has evaporated, the hair is held in the desired shape at the mutual points of contact by the polymer which remains. The polymers should on the one hand be hydrophilic so that they can be washed out of the hair, but on the other hand should be hydrophobic so that the hair treated with the polymers retains its shape, even when atmospheric humidity is high, and does not stick together. In order to achieve as efficient a hair-setting action as possible, it is furthermore desirable to use polymers which have a relatively high molecular weight and a relatively high glass transition temperature (at least 15° C.).
When formulating hair-setting compositions, another consideration is that because of the environmental regulations governing the emission of volatile organic compounds (VOCS) into the atmosphere, it is necessary to reduce the content of alcohol and of propellant.
A further current demand on hair-treatment compositions is that they should impart to the hair a natural appearance and shine even, for example, when the hair concerned is by its own nature particularly thick and/or dark.
It is known to use polysiloxanes and polysiloxane derivatives, which are not bonded covalently to a setting polymer, as softening component in haircare compositions. Since silicone oils and polysiloxane derivatives are incompatible with setting polymers, which generally contain polar groups, the preparation of stable formulations generally requires the addition of other auxiliaries. Nevertheless, there are frequent instances of separation during storage or after the products have been applied to the hair. The application range of such formulations is thus severely limited. In order to prevent the disadvantageous separation, attempts have been made to bond polysiloxane groups covalently to the setting polymer.
WO-A-97/00664 describes aqueous nail varnishes which comprise a crosslinked acrylic resin based on difunctional urethane acrylate oligomers. The films obtained with these resins are neither soluble in water nor redispersible in water. Use in hair cosmetics, in particular as setting polymer, is not described in this document. The use of siloxane-containing urethane acrylates is not described either.
EP-A-408 311 describes the use of a copolymer which comprises, in incorporated form, a) an ethylenically unsaturated, hydrophilic monomer, b) an ethylenically unsaturated monomer containing polysiloxane groups and c) an ethylenically unsaturated, hydrophobic monomer, in haircare products.
EP-A-412 704 describes a haircare composition based on a graft copolymer which has monovalent siloxane polymer units on a backbone based on a vinyl polymer.
WO 93/03703 describes a hairspray composition comprising: a) a surface-active composition, b) an ionic resin having a number-average molecular weight of at least 300,000 and c) a liquid carrier. Here, the ionic resin can be the graft copolymers described in EP-A-412 704.
EP-A-362 860 describes alcohol-modified silicone ester derivatives and cosmetic compositions comprising them. None of these publications describes setting polymers based on &agr;,&bgr;-ethylenically unsaturated polyurethanes which additionally have at least one siloxane group.
It is known to use polyurethanes with film-forming properties in cosmetics. For example, DE-A-42 25 045 and WO 94/03515 describe the use of water-soluble or water-dispersible, anionic polyurethanes as hair-setting compositions. DE-A-42 41 118 describes the use of cationic polyurethanes and polyureas as auxiliaries in cosmetic and pharmaceutical preparations. These polyurethanes do not include polysiloxane groups and can only partially satisfy the requirements for hair-setting polymers.
Thus, for example, the suppleness of the hair is in need of improvement.
EP-A-492 657 describes a cosmetic composition for use in skincare and haircare products, which comprises a linear polysiloxane-polyoxyalkylene block copolymer.
EP-A-0 389 386 describes block copolymers which comprise, in incorporated form, a polysiloxanediol, a block copolyester and a diisocyanate. They are suitable for the controlled release of active ingredients.
EP-A-227 816 describes polydimethylsiloxanes with two hydroxyl groups at one end of the chain and a trimethylsilyl group at the other end, of the formula
in which R is hydrogen, methyl or ethyl, and n is from 0 to 4000, and also polyurethanes modified therewith. These siloxane-modified polyurethanes are prepared by polycondensation of the polysiloxanes of the above formula with polyurethane prepolymers which have two or more isocyanate groups. Free-radically polymerizable siloxane-containing polyurethanes and polymers which comprise these in copolymerized form are not described. Use of the modified polyurethanes in hair cosmetics is not described either.
EP-A-636 361 describes a cosmetic composition which comprises, in a carrier, at least one pseudolatex based on a polycondensate which comprises at least one polysiloxane unit and at least one polyurethane and/or polyurea unit having anionic or cationic groups. These polycondensates do not have a free-radically polymerizable &agr;,&bgr;-ethylenically saturated double bond and likewise are not used for the silicone-modification of other polymers. The ability of these film formers to be washed out is unsatisfactory. In addition, because of their high siloxane content, they do not have the setting action necessary for a hair polymer either.
WO 97/25021 has a disclosure content comparable with that in EP-A-0 636 361.
EP-A-751 162 describes the use of polycondensates having polyurethane and/or urea units and condensed polysiloxane units or grafted-on polysiloxane side chains for the preparation of cosmetic or dermatological compositions. The components used correspond essentially to those described in EP-A-636 361.
EP-A-0 705 594 describes a cosmetic composition which comprises an aqueous dispersion of a film-forming polymer and a water-soluble or water-dispersible silicone composition. The film-forming polymer can be a polyurethane or a polyurea.
DE-A-195 24 816 describes hydroxylated siloxane block copolymers which comprise siloxane and hydrocarbon segments which are linked via hydroxylated hydrocarbon structures.
DE-A-195 41 326 and WO 97/17386 describe water-soluble or water-dispersible polyurethanes with terminal acid groups. For their preparation, a polyurethane prepolymer with terminal isocyanate groups is reacted with an aminosulfonic acid or aminocarboxylic acid. Here, the polyurethane prepolymers can also comprise, in condensed form, siloxane compounds having two groups which are reactive toward isocyanate groups, although the publication does not give an example of a corresponding polyurethane prepolymer.
DE-A-195 41 658 describes water-soluble or water-dispersible graft copolymers of a polyurethane prepolymer with terminal isocyanate groups and a protein containing amino groups, it also being possible for the prepolymer to contain siloxane groups in incorporated form.
Free-radically polymerizable, siloxane-containing polyurethanes and polymers which comprise these in copolymerized form are not described in the abovementioned documents.
EP-A-687 459 describes hair-treatment compositions based on an aqueous polymer dispersion which is obtainable by free-radical graft copolymerization of a monoethylenically unsaturated siloxane macromonomer and at least one polymer, which can be a polyester or
Kim Son Nguyen
Sanner Axel
Schehlmann Volker
BASF - Aktiengesellschaft
Dawson Robert
Keil & Weinkauf
Zimmer Marc S
LandOfFree
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