Cosmetic compositions containing inorganic-organic hybrid...

Drug – bio-affecting and body treating compositions – Preparations characterized by special physical form – Cosmetic – antiperspirant – dentifrice

Reexamination Certificate

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C424S070120, C424S070190, C424S070210, C424S070220, C424S070270, C424S070280, C424S078020, C424S070100

Reexamination Certificate

active

06479057

ABSTRACT:

BACKGROUND OF THE INVENTION
The subject matter of the invention includes cosmetic compositions containing at least one inorganic-organic hybrid prepolymer and methods of treating hair, skin or nails using inorganic-organic hybrid prepolymers or crosslinked inorganic-organic hybrid polymers.
People have always considered an attractive external appearance to be important. The hair-do plays a special role in this respect. The basis for an attractive external appearance is well-groomed and well cared-for hair. There are many known products which by means of added polymers confer to hair good hold, volume, elasticity, springiness and sheen. These styling products, for example in the form of gels, facilitate shaping, as sprays they improve the firmness and as foaming fixatives they improve the hair volume. Moreover, besides good hold, natural springiness and elasticity, styling products confer to hair a natural sheen.
Hair fixatives and hair-care agents usually consist of solutions of film-forming synthetic or natural polymers. Suitable synthetic polymers are, for example, polyvinylpyrrolidone, polyvinylpyrrolidone-polyvinyl acetate copolymers and polyacrylic or polymethacrylic acid polymers. Useful natural polymers include, for example, shellac, gelatin, chitosan salts, polysaccharides and derivatives thereof and cellulose derivatives.
In terms of hair-conditioning and particularly hair-setting properties, however, not all the aforesaid substances are as yet fully satisfactory. Their drawbacks manifest themselves, for example, in that it is very difficult to meet all or several of the desired requirements at the same time and that conventional polymers are washed out of the hair after only one washing. As a result, the volume and hair-do disappear completely, and a new hair-do is required.
SUMMARY OF THE INVENTION
Hence, a need exists to further improve the hold, elasticity, springiness, feel and sheen of human hair. According to the invention, this objective can be reached by use of inorganic-organic hybrid prepolymers which after being applied to the hair are crosslinked to form inorganic-organic hybrid polymers.
We have found that inorganic-organic hybrid prepolymers can also be used in cosmetic agents and that marked improvement can be achieved in agents intended to produce longer-lasting hair-dos and hair grooming if they contain at least one inorganic-organic hybrid prepolymer. By crosslinking the prepolymers on the hair, the resulting polymers are more strongly linked with the hair and, hence, can better stabilize the hair-do. By an appropriate choice of the polymers, it is also possible to confer to the hair a good feel and sheen besides good hold.
The inorganic-organic hybrid polymers formed by the crosslinking of the prepolymers in accordance with the invention are also known under the name ORMOCER® (organic modified ceramics). These are silicone polymers occupying a special place between the classical glasses defined as inorganic glasses (silicates) and crosslinked organic polymers. The hybrid polymers can be prepared by a method known as the sol-gel process and they are known as coating materials for metals, glass, stone, polymers etc (Fraunhofer-Institut für Silicatforschung [Fraunhofer Institute for Silicate Research] (ISC), Progress Report, pages 51 to 60 and literature references cited therein). Other reviews concerning the preparation, use and properties of inorganic-organic hybrid polymers can be found in “Sintesis y preparacion de materiales hibridos organico/inorganico. Ormoceros. Nuevas aplicaciones de los materiales polimeros”; [Synthesis and Preparation of Organic/inorganic Hybrid Materials. Ormocers. New Applications of Polymeric Materials], Revista de Plasticos No.483, September 1996, pp.257-274, and literature references cited therein, as well as in “ORMOCER”: Neuer Korrosionsschutz für Messingoberflächen” [ORMOCER: A New Corrosion Inhibitor for Brass Surfaces], Jahrbuch Oberflächentechnik (1993), 49, pp. 243-251.
Processes for the preparation of inorganic-organic hybrid polymers and prepolymers and their use as coating materials for, among other things, metal surfaces or fabrics made of natural fibers are described, for example, in German Unexamined Patent Application DE-OS 38 28 098, EP 0 526 875, EP 0 580 488, EP 0 610 831, EP 0 792 846 and WO 95/13855.
The synthesis of hybrid prepolymers is based on the use of functionalized silanes having general formula (I)
RSiX
3
  (I)
wherein X denotes a hydrolyzable and condensable group and R stands for a crosslinkable organic group. First, hydrolytic precondensation affords the inorganic Si—O—Si network which is then crosslinked further by reactions of the crosslinkable organic R groups.
By hybrid prepolymers in the sense of the present invention are meant products obtained by precondensation and which are not yet crosslinked through the R groups.
The crosslinkable R group usually denotes an aliphatic side group which can contain various functional groups, such as amino, epoxy, hydroxyl, methacrylate or other polymerizable groups. In particular, R can be selected from among alkyl, alkenyl, alkynyl, aryl, arylalkyl, alkylaryl, arylalkenyl, alkenylaryl, arylalkynyl or alkynylaryl groups. The R group can be interrupted by O, S or N atoms and, if it is not in itself polymerizable, contains at least one crosslinkable substituent from the group consisting of halogens, amino, amido, aldehyde, keto, alkylcarbonyl, carboxy, mercapto, cyano, hydroxy, alkoxy, methacryloxy, epoxy or vinyl groups.
The X groups can denote, independently of each other, alkoxy, aryloxy, acyloxy, alkylcarbonyl or alkoxycarbonyl groups, halogen, hydrogen or a substituted or unsubstituted amino group. Ethoxy and methoxy groups are particularly preferred.
In particular, the silane of formula (I) can be selected from among vinyltrialkoxysilanes, vinyltriacetoxysilanes, aminopropyltrialkoxysilanes, isocyanatopropylalkoxysilanes, mercaptopropyltrialkoxysilanes, vinyltrichlorosilane, allyltrialkoxysilanes, allyltriacetoxysilane, 3-isocyanatooxypropyltrialkoxysilanes, methacryloxypropenyltrialkoxysilanes, 3-methacrylocarbonyloxypropyltrialkoxysilanes, 3-cyanopropyltrialkoxysilanes, 4-mercaptobutyltrialkoxysilanes, 6-mercaptohexyltrialkoxysilanes, 3-mercaptopropyltrialkoxysilanes, 3-(ethylenediamino)propyltrialkoxysilanes, 3-(diethylenetriamino)propylalkoxysilanes, 3-glycidoxypropyltrialkoxysilanes, 2-[4-(1,2-epoxycyclohexyl)]ethyltrialkoxysilanes and 3-(trialkoxysilyl)propylsuccinic anhydride, wherein the alkoxy groups denote methoxy or ethoxy groups. 3-Glycidoxypropyltrialkoxysilanes and 3-mercaptopropyltrialkoxysilanes are particularly preferred.
Precondensed silane oligomers soluble in the reaction mixture can be used in place of the monomeric starting silanes. Fluorinated silane derivatives can also be used.
The compounds of general formula (I) can be combined with metal compounds, for example with the alkyl, alkoxy, halogen, acyloxy, hydroxy, oxyhalogen or hydroxyhalogen compounds of titanium, zirconium or aluminum as well as with other network-modifying compounds, for example those of formula SiX
4
(II) or compounds of formula SiR′X
2
R (III), wherein R′ denotes a non-crosslinkable, non-condensable alkyl or aryl group, and R and X have the afore-indicated meaning.
The network-modifying compounds, for example in the case of compounds of formula (II), can bring about an increase or, in the case of compounds of type (III) a decrease, in the degree of crosslinking in the inorganic part.
In particular, the metal compounds of the transition metals, particularly those of subgroup IV, preferably Ti or Zr compounds, or of main groups III or IV, preferably aluminum compounds, can be selected from among titanium tetrachloride, tetraalkoxytitanium, zirconium tetrachloride, tetraalkoxyzirconium, dichlorozirconium oxide, trialkoxyaluminum, dihydroxyaluminum chloride, tributoxyaluminum and tetrapropoxyzirconium, wherein alkoxy stands for methoxy, ethoxy, isopropoxy, n-propoxy, butoxy or 2-ethylhexo

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