Elastomeric silicone terpolymer

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

Reexamination Certificate

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Details

C424S070100, C424S070120, C424S076100, C424S078310, C424S061000, C424S063000, C424S064000, C424S065000, C424S073000, C424S047000, C424S402000, C424S404000, C528S032000, C514S937000

Reexamination Certificate

active

06200581

ABSTRACT:

FIELD OF THE INVENTION
This invention is directed to elastomeric polyorganosiloxanes containing four different types of difunctional “D” units R
2
SiO
2/2
. In particular, the elastomeric polyorganosiloxanes according to the invention are terpolymers with (i) dimethyl, (ii) higher alkyl, and iii) polyether containing “D” units, including (iv) crosslinking “D” units.
These elastomeric silicone terpolymers constitute polymeric molecules which are crosslinked together to such an extent that the material gels. The elastomeric gelled material is in the form of a molecular polymeric network which literally consists of tens, hundreds, and even thousands of crosslinking units derived from the ≡SiH containing polysiloxane precursor, between and among the many polymeric molecules themselves.
BACKGROUND OF THE INVENTION
Because the elastomeric silicone terpolymers according to the present invention are polymeric molecules crosslinked together so that the material actually gels, forming a three-dimensional molecular polymeric network consisting of tens, hundreds, and even thousands of crosslinking units between and among the polymeric molecules, the gelled material herein is not the same as the two-dimensional organopolysiloxane-polyoxyalkylenes described in U.S. Pat. No. 4,853,474 (Aug. 1, 1989) and U.S. Pat. No. 5,136,068 (Aug. 4, 1992). Thus, the specific intent and purpose expressed in both U.S. Pat. No. 4,853,474 and U.S. Pat. No. 5,136,068, is to “avoid gelling”.
As a consequence, the materials according to the present invention are capable of performing functions beyond those of the organopolysiloxane-polyoxyalkylenes of U.S. Pat. No. 4,853,474 and 5,136,068. For example, the crosslinked three-dimensional gelled elastomeric silicone terpolymeric networks described in this invention can compatibilize organic oils and silicone oils, and they can be used to thicken organic oils and silicone oils.
They can also be used in the preparation of water-in-silicone oil emulsions, as well as in the preparation of diol containing emulsions such as propylene glycol-in-silicone oil emulsions. Additionally, they can be used in the preparation of water-in-organic oil emulsions containing both non-polar and polar oils. In this application, the interfacial tension (IFT) of the polar oil can be as low as 4.8 mN/m. Further, they are capable of solubilizing and entrapping oil-soluble active ingredients such as vitamin A and vitamin E for delivery of these types of active ingredients to a substrate such as human skin. If desired, the crosslinked three-dimensional elastomeric network containing the active ingredient can then be used for preparing a water-in-oil emulsion including the active ingredient.
Finally, these materials can be used to form a (i) water-in-oil-in-water multiple emulsion, or (ii) diol containing emulsions such as propylene glycol-in-oil-in-propylene glycol multiple emulsions. These multiple or triple emulsions can in turn be used for the purpose of delivering to the skin polar actives such as vitamin C, as well as for the delivery of a-hydroxy acids such as glycolic acid, lactic acid, tartaric acid, and citric acid, i.e., fruit acids. In this latter instance, significant benefits can be realized as fruit acids have been alleged to be capable of diminishing fine skin lines and pigmentation spots, as well as stimulating collagen which allows the skin to repair itself.
As used herein, the term diol is intended to include dihydroxy alcohols containing 2-10 carbon atoms such as ethylene glycol, propylene glycol, and trimethylene glycol, for example.
BRIEF SUMMARY OF THE INVENTION
This invention relates to a composition which is an elastomeric silicone terpolymer prepared by reacting (A) an ≡Si—H containing polysiloxane and (B) a mono-alkenyl polyether in the presence of a platinum catalyst until an ≡Si—H containing polysiloxane with polyether groups is formed; reacting (C) the ≡Si—H containing polysiloxane with polyether groups and (D) an &agr;-olefin containing at least ten carbon atoms in the presence of a platinum catalyst until an ≡Si—H containing polysiloxane with polyether and alkyl groups containing ten or more carbon atoms is formed; and reacting (E) the ≡Si—H containing polysiloxane with polyether and alkyl groups containing ten or more carbon atoms and (F) an &agr;,&ohgr;-unsaturated hydrocarbon such as an &agr;,&ohgr;-diene, &agr;,&ohgr;-diyne, or an &agr;,&ohgr;-ene-yne in the presence of (G) an oil and a platinum catalyst until a silicone elastomer is formed by crosslinking and addition of ≡SiH across double or triple bonds in the &agr;,&ohgr;-unsaturated hydrocarbon. The reaction is allowed to continue until there is formed a crosslinked three-dimensional gelled network of an elastomeric silicone terpolymer.
The invention also relates to materials comprising this composition in combination with oil-soluble as well as water-soluble active ingredients.
The invention further relates to emulsions and multiple emulsions containing the composition.
In this regard, it is noted that multiple emulsions are composed of droplets of one liquid dispersed in larger droplets of a second liquid which are then dispersed in a final continuous phase. Generally, the internal droplet phase will be miscible with or identical to the final continuous phase. For example, in a water-in-oil-in-water multiple emulsion W/O/W, the internal and external phases are aqueous.
For a W/O/W system, in which the final continuous phase is aqueous, the primary emulsion is a water-in-oil emulsion W/O, which is then emulsified into the final aqueous phase.
For the purpose of clarity, and according to recognized standards of nomenclature used for W/O/W systems, the aqueous phase of the primary emulsion is designated as W
1
, and the primary emulsion is designated as W
1
/O. The primary emulsion W
1
/O includes an oil phase which is designated as 0. After the primary emulsion W
1
/O has been further dispersed in the second aqueous phase designated as W
2
, the complete multiple emulsion system is designated as W
1
/O/W
2
.
These and other features of the invention will become apparent from a consideration of the detailed description.
BRIEF DESCRIPTION OF THE SEVERAL VIEWS OF THE DRAWING
Not applicable.


REFERENCES:
patent: 4853474 (1989-08-01), Bahr
patent: 5136068 (1992-08-01), Bahr
patent: 5456906 (1995-10-01), Powell et al.
patent: 5654362 (1997-08-01), Schulz
patent: 5811487 (1998-09-01), Schulz
patent: 5880210 (1999-03-01), Schulz
patent: 5889108 (1999-03-01), Zhang

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