Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Silicon containing doai
Reexamination Certificate
2002-03-29
2003-09-02
Barts, Samuel (Department: 1621)
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Silicon containing doai
C556S413000, C424S063000, C424S609000
Reexamination Certificate
active
06613755
ABSTRACT:
BACKGROUND OF THE INVENTION
1. Field of the Invention
This invention relates to the preparation of aqueous formulations containing monomeric, dimeric and oligomeric water soluble organosilane species having a silicon-bonded quaternary ammonium halide functionality and hydrolyzable alkoxy groups and for their application to human skin wherein the monomeric and oligomeric species react on the skin to provide an insoluble, polymeric antimicrobial treatment which is substantive to the skin, is not removed by rinsing, retains its microbial activity while present on the skin and which moisturizes the skin by its presence.
2. Description of the Prior Art
Organosilanes containing quaternary ammonium halides and hydrolyzable alkoxy groups bonded to silicon have been employed in a wide variety of applications. The hydrolyzable groups enable these compounds to form bonds to substrates that contain hydroxy, alkoxy, oxide and similar reactive moieties. Organosilanes have been used to waterproof masonry and brick surfaces, as paint additives, fabric treatments and for surface modification of substrates that enhance miscibility in organic solvents or enable subsequent operations to be conducted on the substrate such as dyeing or painting.
Organosilane quaternary nitrogen compounds have also been employed effectively in eliminating and reducing bacterial, viral and fungal contamination when applied to a variety of surfaces including metal, glass, plastics, rubber, ceramics and fabrics including cellulose, cotton, acetates and nylon.
For health, safety and economical reasons, it is most desirable to apply such antimicrobial quaternized organosilanes from an aqueous medium, which may contain additives and components the purpose of which is to increase stability, provide scent and color, and improve performance.
The stability of aqueous solutions of organosilanes varies from minutes to hours for simple organosilanes such as methyltrimethoxysilane and to weeks for aminoalkylsilanes such as 3-aminopropyltrimethoxysilane. The instability in water of alkoxyorganosilanes is due to intermolecular condensation of the silanol groups generated through hydrolysis of the alkoxy groups to form siloxanes, which on obtaining a certain molecular weight become insoluble in water and precipitate from solution. It is well known to those skilled in the art that adjustment of the pH with acids or bases or the addition of certain surfactants will increase or decrease the rate of self-condensation.
Commercial quaternary ammonium organosilanes are available as 42% active material in methanol under the trademark Dow Coming 5700 (3-(trimethoxysilyl)propyldimethyloctadecyl ammonium chloride) by Aegis Environmental Management, Inc. of Midland, Mich. and Requat 1977 (3-(trimethoxysilyl)-propyldidecylmethyl ammonium chloride) by Sanitized Inc. of New Preston, Conn. Octadecyldimethyl(3-trimethoxysilylpropyl) ammonium chloride (Cat. No. SIO6620.0) as a 60% active solution in methanol, tetradecyldimethyl(3-trimethoxysilylpropyl) ammonium chloride (Cat. No. SIT7090.0) as a 50% solution in methanol and didecylmethyl(3-trimethoxysilylpropyl) ammonium chloride (Cat. No. SID3392.0) as a 42% solution in methanol are offered by Gelest, Inc. of Tullytown, Pa. They are often applied from solvent solutions such as lower alcohols.
Organosilicon ammonium compounds were first taught by Roth in U.S. Pat. No. 3,560,385. The use of these compounds for antimicrobial purposes is taught in U.S. Pat. No. 3,730,701 to Isquith et al. They teach that neutral to alkaline pH values were more effective in algae control, but no claims for stability of aqueous solutions were made.
Algae inhibition was also taught in U.S. Pat. Nos. 3,794,736 and 3,860,709. The inhibition of algae growth on solid surfaces such as cellulose acetate following treatment with organosilane quaternary ammonium materials was described by Abbott et al. in U.S. Pat. No. 3,817,739. Abbott et al. in U.S. Pat. No. 3,865,728 again describes algicidal reduction on fibrous materials including polyesters as well as cellulose acetate. G. Kinstedt in U.S. Pat. No. 4,005,025 claims organosilane quaternaries as being useful in imparting soil release properties to hard surfaces in detergent applications such as dishwashing liquids and general hard surface cleaners, but makes no claims for antimicrobial activity.
U.S. Pat. No. 4,005,028 to Heckert et al. similarly teaches detergent compositions containing zwitterionic or ampholytic detergents and quaternized organosilanes. Similarly, U.S. Pat. No. 4,005,030 by D. Heckert and D. Watt teach detergent formulations useful as oven cleaners, window cleaners or toiler bowl cleaners. No antimicrobial claims are present in the '025, '028 and '030 Patents.
In U.S. Pat. No. 4,282,366 organosilicon ammonium compounds are used to render paper substrates resistant to growth of microorganisms. Similarly, Klein in U.S. Pat. No. 4,394,378 claims 3-(trimethoxysilyl)propyldidecylmethyl ammonium chloride as effective against bacteria and fungi on siliceous surfaces, wood, metal, leather, rubber, plastic and textiles.
Other applications for these compounds include paint additives and shoe treatments in U.S. Pat. No. 4,393,378, dentifrice additives in U.S. Pat. No. 4,161,518, and in contact lens disinfectant solution in U.S. Pat. No. 4,615,882. Canadian Patent No. 1,217,004 to Hardy teaches these compounds are antimicrobial when added to bleach such as sodium hypochlorite and can be used as hard surface cleaners.
U.S. Pat. No. 4,406,892 describes treatment of cellulosic fabrics to prevent the growth of disease causing organisms. Similarly, Burril et al. in U.S. Pat. No. 4,421,796 teach a method of treating textile fibers with a mixture of quaternized organosilane compositions in an emulsion containing polydimethylsiloxanes to improve removal of oily soil.
In U.S. Pat. No. 4,467,013 3-(trimethoxysilyl)propyldimethyloctadecyl ammonium chloride is taught as being useful in the treatment of surgical gowns, dressings and bandages. Homan in U.S. Pat. No. 4,564,456 utilizes organosilicon quaternary ammonium compounds to treat water and inhibit corrosion and metal deposition. Hair conditioning compositions containing 3-(trimethoxysilyl)propyl-dimethyloctadecyl ammonium chloride, when applied at pH 8-10 causing the hair to swell is taught by Stadnick in U.S. Pat. No. 4,567,039.
Aqueous emulsions formed by the use of certain organofunctional cationic silanes, including quaternary ammonium organosilanes such as 3-(trimethoxysilyl)propyl-dimethyloctadecyl ammonium chloride, are taught by Blehm et al. in U.S. Pat. No. 4,361,273. The disclosed oil-in-water emulsions allow the transfer of water immiscible liquids and silanes to the surface of certain substrates with the avoidance of any subsequent rewetting or resolubilization of the silane or water immiscible liquid and its subsequent loss from the surface. The water immiscible liquid utilized to prevent resolubilizing of the cationic silane away from the substrate may be silicone oils, waxes, hydrocarbons, glycols or aliphatic alcohols. The preparation of these emulsions utilize co-surfactants such as nonionic and cationic surfactants and require a homogenizer using high shear conditions and teach that the quaternized organosilane does not hydrolyze to the silanol while in its emulsion form and thus does not polymerize to an insoluble siloxane. These emulsions require a water immiscible liquid as described above with which the quaternized organosilane associates, and that a sufficient shear force, requiring specialized mixers, is necessary to form the emulsion they teach. Blehm et al. teaches the prepared emulsion is utilized to transfer the unhydrolyzed quaternized organosilane to the surface where it is protected against resolubilization by the water immiscible component.
The use of similar oil-in-water emulsion compositions in treating acne vulgaris and ringworm is taught in U.S. Pat. No. 4,908,355 to Gettings & White. This patent teaches a method of treating skin disorders through topical application to the e
Berman Renee E.
Giaccio David
Peterson William R.
Barts Samuel
Coating Systems Laboratories, Inc.
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