US5686065A
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US
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Topical siloxane sunscreen compositions having enhanced performance and safety
Assignee: SPECIAL ADVANCED BIOMATERIALS Inc N6765 SMITH ROAD OGDENSBURG WI 54962 A WI CORP
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Filing: 1991-03-27
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Granted: 1997-11-11
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Expires: 2011-03-27
Abstract
Abstract Methods and compositions that provide for the long-term adhesion and slow-release of various bioactive agents on the surface of human skin utilize siloxane bridging agents activated for reaction with the skin surface which bind the bioactive agent to the skin surface. Since the topical agent remains bound to the continuously renewing epidermis, safety is enhanced for many bioactive agents. Slight modifications of the siloxane bridging compounds or bioactive agents allows for more or less adhesion to the skin, controlling the degree of release of the agent. Skin treatments according to the invention can provide enhanced repellency to microorganisms, insect bites, sun, water, poison ivy/oak, and other skin irritants, and other effects such as artificial skin coloring and administration of topical drugs, among others.
Inventors
- 👤 David N. Haney
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-04 06:01
CPC Classifications
A; A61; A61K; A61K31/00; A61K31/695; A01; A01N; A01N25/00; A01N25/24; A61K47/00; A61K47/30; A61K47/34; A61K47/50; A61K47/51; A61K47/52; A61K8/00; A61K8/18; A61K8/30; A61K8/33; A61K8/36; A61K8/368; A61K8/46; A61K8/58; A61K8/585; A61K8/64; A61K8/72; A61K8/84; A61K8/89; A61K8/891; A61Q; A61Q5/00; A61Q5/12; A61K2800/00; A61K2800/40; A61K2800/57; A61K2800/80; A61K2800/94; Y; Y10; Y10S; Y10S424/00; Y10S424/10
Claims Analysis
Total Claims: 39
Claim 1
Independent Claim
218 words
A method for adhering a sunscreen to a body surface, which comprises: applying to the body surface a first component containing an oxysilane in anhydrous form, wherein the oxysilane has the formula: Si(R.sup.2).sub.n (OR.sup.4).sub.p (IIIa) or an oligomer or polymer thereof, wherein p is 2 or 3 and n is 1 or 2, the sum of n+p being 4, R 2 is a substituted or unsubstituted C 1 -C 20 alkyl, aryl or aralkyl group; R 4 is H, a substituted or unsubstituted C 1 -C 20 alkyl, aryl or aralkyl group, or a monovalent metal M selected from sodium and potassium, provided that R 4 OH is substantially non-toxic; and applying to the body surface a second component stored separately from the first component, which second component contains the sunscreen, at or near the same time as the first component is applied, so that the first and second components mix together and undergo a coupling reaction on the body surface, wherein the second component contains a reactive sunscreen having the formula: R.sup.1 OH (IIIb) wherein R 1 represents a sunscreen group that remains active as a sunscreen following the coupling reaction between the --OH group of (IIIb) and a group R 4 of (IIIa) to couple (IIIa) and (IIIb) and form R 4 OH as a byproduct.
Claim 2
Independent Claim
218 words
A method for adhering a sunscreen to a body surface, which comprises: applying to the body surface a first component containing an oxysilane in anhydrous form, wherein the oxysilane has the formula: Si(R.sup.2).sub.n (OR.sup.4).sub.p (IIIa) or an oligomer or polymer thereof, wherein p is 2 or 3 and n is 1 or 2, the sum of n+p being 4, R 2 is a substituted or unsubstituted C 1 -C 20 alkyl, aryl or aralkyl group; R 4 is H, a substituted or unsubstituted C 1 -C 20 alkyl, aryl or aralkyl group, or a monovalent metal M selected from sodium and potassium, provided that R 4 OH is substantially non-toxic; and applying to the body surface a second component stored separately from the first component, which second component contains the sunscreen, at or near the same time as the first component is applied, so that the first and second components mix together and undergo a coupling reaction on the body surface, wherein the second component contains a reactive sunscreen having the formula: R.sup.1 OH (IIIb) wherein R 1 represents a sunscreen group that remains active as a sunscreen following the coupling reaction between the --OH group of (IIIb) and a group R 4 of (IIIa) to couple (IIIa) and (IIIb) and form R 4 OH as a byproduct.
Claim 3
Dependent Claim
18 words
The method of claim 1, further comprising simultaneously spraying the first and second components onto the body surface.
Claim 4
Dependent Claim
39 words
The method of claim 1, wherein R 2 is C 1 -C 4 alkyl and R 4 is C 2 -C 4 alkyl, (IIIb) is other than an unhindered primary alcohol, and the sunscreen group includes a benzene ring.
Claim 5
Dependent Claim
18 words
The method of claim 3, wherein the oxysilane has the formula SiR 2 (OR 4 ) 3 .
Claim 6
Dependent Claim
14 words
The method of claim 4, wherein R 2 and R 4 are each ethyl.
Claim 7
Dependent Claim
13 words
The method of claim 4, wherein R 1 is a cinnamic acid derivative.
Claim 8
Dependent Claim
11 words
The method of claim 4, wherein R 1 is a benzoate.
Claim 9
Dependent Claim
11 words
The method of claim 4, wherein R 1 is an oxybenzone.
Claim 10
Dependent Claim
44 words
The method of claim 3, wherein the first component consists essentially of the oxysilane and a non-aqueous liquid vehicle selected from esters, denatured alcohols, cyclomethicone, low molecular weight dimethyl silicones, and mixtures thereof, which vehicle is effective to avoid premature polymerization of the oxysilane.
Claim 11
Dependent Claim
19 words
The method of claim 9, wherein the concentration of the siloxane in the vehicle is about 25-75 wt. %.
Claim 12
Dependent Claim
13 words
The method of claim 1, wherein the body surface is skin or hair.
Claim 13
Independent Claim
114 words
A method for adhering a sunscreen to a body surface, which comprises applying to a body surface an anhydrous composition containing an oxysilane prebonded to a sunscreen, wherein the prebonded oxysilane comprises a compound of the formula: Si(OR.sup.1).sub.m R.sup.2.sub.n (OR.sup.4).sub.p (II) or an oligomer or polymer thereof, wherein m is 1, 2, or 3, n is 0, 1 or 2, p is 1, 2 or 3, the sum of m+n+p being 4, R 1 represents a sunscreen group including a benzene ring, an alcohol of the formula R 1 OH is other than an unhindered primary alcohol, R 2 is C 1 -C 4 alkyl and R 4 is C 2 -C 4 alkyl.
Claim 14
Independent Claim
114 words
A method for adhering a sunscreen to a body surface, which comprises applying to a body surface an anhydrous composition containing an oxysilane prebonded to a sunscreen, wherein the prebonded oxysilane comprises a compound of the formula: Si(OR.sup.1).sub.m R.sup.2.sub.n (OR.sup.4).sub.p (II) or an oligomer or polymer thereof, wherein m is 1, 2, or 3, n is 0, 1 or 2, p is 1, 2 or 3, the sum of m+n+p being 4, R 1 represents a sunscreen group including a benzene ring, an alcohol of the formula R 1 OH is other than an unhindered primary alcohol, R 2 is C 1 -C 4 alkyl and R 4 is C 2 -C 4 alkyl.
Claim 15
Dependent Claim
27 words
The method of claim 12, wherein the oxysilane has the formula SiOR 1 (OR 4 ) 3 or Si(OR 1 )R 2 (OR 4 ) 2 .
Claim 16
Dependent Claim
13 words
The method of claim 13, wherein R 1 is a cinnamic acid derivative.
Claim 17
Dependent Claim
11 words
The method of claim 13, wherein R 1 is a benzoate.
Claim 18
Dependent Claim
11 words
The method of claim 13, wherein R 1 is an oxybenzone.
Claim 19
Dependent Claim
110 words
An anhydrous reactive oxysilane composition suitable for adhering a sunscreen to a body surface, consisting essentially of an oxysilane prebonded to a sunscreen, wherein the prebonded oxysilane comprises a compound of the formula: Si(OR.sup.1).sub.m R.sup.2.sub.n (OR.sup.4).sub.p (II) or an oligomer or polymer thereof, wherein m is 1, 2, or 3, n is 0, 1 or 2, p is 1, 2 or 3, the sum of m+n+p being 4, R 1 represents a sunscreen group including a benzene ring, an alcohol of the formula R 1 OH is other than an unhindered primary alcohol, R 2 is C 1 -C 4 alkyl and R 4 is C 2 -C 4 alkyl.
Claim 20
Dependent Claim
110 words
An anhydrous reactive oxysilane composition suitable for adhering a sunscreen to a body surface, consisting essentially of an oxysilane prebonded to a sunscreen, wherein the prebonded oxysilane comprises a compound of the formula: Si(OR.sup.1).sub.m R.sup.2.sub.n (OR.sup.4).sub.p (II) or an oligomer or polymer thereof, wherein m is 1, 2, or 3, n is 0, 1 or 2, p is 1, 2 or 3, the sum of m+n+p being 4, R 1 represents a sunscreen group including a benzene ring, an alcohol of the formula R 1 OH is other than an unhindered primary alcohol, R 2 is C 1 -C 4 alkyl and R 4 is C 2 -C 4 alkyl.
Claim 21
Dependent Claim
27 words
The composition of claim 17, wherein the oxysilane has the formula SiOR 1 (OR 4 ) 3 or Si(OR 1 )R 2 (OR 4 ) 2 .
Claim 22
Dependent Claim
13 words
The composition of claim 17, wherein R 1 is a cinnamic acid derivative.
Claim 23
Dependent Claim
11 words
The composition of claim 17, wherein R 1 is a benzoate.
Claim 24
Dependent Claim
11 words
The composition of claim 17, wherein R 1 is an oxybenzone.
Claim 25
Independent Claim
197 words
A method for adhering a bioactive agent to a body surface, which comprises applying an anhydrous composition containing a sunscreen and a reactive oxysilane to the body surface under conditions effective to cause the oxysilane to react with the body surface and with the sunscreen to form a complex which is bonded to both the body surface and to the sunscreen, wherein the oxysilane has the formula: Si(R.sup.2).sub.n (OR.sup.4).sub.p (IIIa) or an oligomer or polymer thereof, wherein p is 2 or 3 and n is 1 or 2, the sum of n+p being 4, R 2 is a substituted or unsubstituted C 1 -C 20 alkyl, aryl or aralkyl group; R 4 is H, a substituted or unsubstituted C 1 -C 20 alkyl, aryl or aralkyl group, or a monovalent metal M selected from sodium and potassium, provided that R 4 OH is substantially non-toxic, and the sunscreen has the formula: R.sup.1 OH (IIIb) wherein R 1 represents a sunscreen group that remains active as a sunscreen following the coupling reaction between the --OH group of (IIIb) and a group R 4 of (IIIa) to couple (IIIa) and (IIIb) and form R 4 OH as a byproduct.
Claim 26
Independent Claim
197 words
A method for adhering a bioactive agent to a body surface, which comprises applying an anhydrous composition containing a sunscreen and a reactive oxysilane to the body surface under conditions effective to cause the oxysilane to react with the body surface and with the sunscreen to form a complex which is bonded to both the body surface and to the sunscreen, wherein the oxysilane has the formula: Si(R.sup.2).sub.n (OR.sup.4).sub.p (IIIa) or an oligomer or polymer thereof, wherein p is 2 or 3 and n is 1 or 2, the sum of n+p being 4, R 2 is a substituted or unsubstituted C 1 -C 20 alkyl, aryl or aralkyl group; R 4 is H, a substituted or unsubstituted C 1 -C 20 alkyl, aryl or aralkyl group, or a monovalent metal M selected from sodium and potassium, provided that R 4 OH is substantially non-toxic, and the sunscreen has the formula: R.sup.1 OH (IIIb) wherein R 1 represents a sunscreen group that remains active as a sunscreen following the coupling reaction between the --OH group of (IIIb) and a group R 4 of (IIIa) to couple (IIIa) and (IIIb) and form R 4 OH as a byproduct.
Claim 27
Dependent Claim
98 words
The method of claim 22, wherein R 2 is C 1 -C 4 alkyl and R 4 is C 2 -C 4 alkyl, (IIIb) is other than an unhindered primary alcohol, the sunscreen group includes a benzene ring, the anhydrous composition consists essentially of the oxysilane, the sunscreen, and a non-aqueous liquid vehicle selected from esters, denatured alcohols, cyclomethicone, low molecular weight dimethyl silicones, and mixtures thereof, which vehicle is effective to avoid premature polymerization of the oxysilane, the oxysilane is a compound of formula (IIIa) or an oligomer thereof, and the body surface is skin or hair.
Claim 28
Dependent Claim
18 words
The method of claim 23, wherein the oxysilane has the formula SiR 2 (OR 4 ) 3 .
Claim 29
Dependent Claim
13 words
The method of claim 24, wherein R 1 is a cinnamic acid derivative.
Claim 30
Dependent Claim
11 words
The method of claim 24, wherein R 1 is a benzoate.
Claim 31
Dependent Claim
11 words
The method of claim 24, wherein R 1 is an oxybenzone.
Claim 32
Dependent Claim
195 words
An anhydrous composition consisting essentially of a sunscreen, a reactive oxysilane and a vehicle, which composition is suitable for adhering a sunscreen to a body surface under conditions effective to cause the oxysilane to react with the body surface and with the sunscreen to form a complex which is bonded to both the body surface and to the sunscreen, wherein the oxysilane has the formula: Si(R.sup.2).sub.n (OR.sup.4).sub.p (IIIa) or an oligomer or polymer thereof, wherein p is 2 or 3 and n is 1 or 2, the sum of n+p being 4, R 2 is a substituted or unsubstituted C 1 -C 20 alkyl, aryl or aralkyl group; R 4 is H, a substituted or unsubstituted C 1 -C 20 alkyl, aryl or aralkyl group, or a monovalent metal M selected from sodium and potassium, provided that R 4 OH is substantially non-toxic, and the sunscreen has the formula: R.sup.1 OH (IIIb) wherein R 1 represents a sunscreen group that remains active as a sunscreen following the coupling reaction between the --OH group of (IIIb) and a group R 4 of (IIIa) to couple (IIIa) and (IIIb) and form R 4 OH as a byproduct.
Claim 33
Dependent Claim
195 words
An anhydrous composition consisting essentially of a sunscreen, a reactive oxysilane and a vehicle, which composition is suitable for adhering a sunscreen to a body surface under conditions effective to cause the oxysilane to react with the body surface and with the sunscreen to form a complex which is bonded to both the body surface and to the sunscreen, wherein the oxysilane has the formula: Si(R.sup.2).sub.n (OR.sup.4).sub.p (IIIa) or an oligomer or polymer thereof, wherein p is 2 or 3 and n is 1 or 2, the sum of n+p being 4, R 2 is a substituted or unsubstituted C 1 -C 20 alkyl, aryl or aralkyl group; R 4 is H, a substituted or unsubstituted C 1 -C 20 alkyl, aryl or aralkyl group, or a monovalent metal M selected from sodium and potassium, provided that R 4 OH is substantially non-toxic, and the sunscreen has the formula: R.sup.1 OH (IIIb) wherein R 1 represents a sunscreen group that remains active as a sunscreen following the coupling reaction between the --OH group of (IIIb) and a group R 4 of (IIIa) to couple (IIIa) and (IIIb) and form R 4 OH as a byproduct.
Claim 34
Dependent Claim
79 words
The composition of claim 28, wherein R 2 is C 1 -C 4 alkyl and R 4 is C 2 -C 4 alkyl, (IIIb) is other than an unhindered primary alcohol, the sunscreen group includes a benzene ring, and the anhydrous composition consists essentially of the oxysilane, the sunscreen, and a non-aqueous liquid vehicle selected from esters, denatured alcohols, cyclomethicone, low molecular weight dimethyl silicones, and mixtures thereof, which vehicle is effective to avoid premature polymerization of the oxysilane.
Claim 35
Dependent Claim
18 words
The composition of claim 29, wherein the oxysilane has the formula SiR 2 (OR 4 ) 3 .
Claim 36
Dependent Claim
13 words
The composition of claim 29, wherein R 1 is a cinnamic acid derivative.
Claim 37
Dependent Claim
11 words
The composition of claim 29, wherein R 1 is a benzoate.
Claim 38
Dependent Claim
11 words
The composition of claim 29, wherein R 1 is an oxybenzone.
Claim 39
Dependent Claim
14 words
The composition of claim 30, wherein R 2 and R 4 are each ethyl.
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